1. Introduction
Zinc plays a key role in the human body as a cofactor of numerous enzymes and it is therefore often included in dietary supplements and medicines for various illnesses (Shankar & Prasad, 1998
; Haase et al., 2008
; Roohani et al., 2013
; Azeem et al., 2019
). Zinc aspartate hydrate (ZnAsp2·nH2O, Asp denotes the aspartate anion; Fig. 1
) is often used as a source of zinc cations and aspartate amino acids. This racemic complex preferentially crystallizes in the form of hydrates but their structures have not been determined so far.
| Figure 1 The structural formula of zinc aspartate hydrate, ZnAsp2·nH2O. |
We have established that crystallization from an aqueous solution under normal conditions yields the dihydrate, ZnAsp2·2H2O, whereas high-pressure crystallization yields the sesquihydrate, ZnAsp2·1.5H2O. The structures of both these hydrates are determined here, and the mechanism favouring reduced water content at high pressure is described.
The effect of high pressure on the hydration of various organic compounds, such as methane (Kevenvolden, 1995
), thiourea (Figuiere et al., 1975
; Tomkowiak et al., 2013
; Tomkowiak & Katrusiak, 2018
), 1,4-diazabicyclo[2.2.2]octane hydroiodide (dabcoHI, Olejniczak & Katrusiak, 2010
), 1,4-diazabicyclo[2.2.2]octane dibromide (dabco2HBr, Andrzejewski et al., 2011
), 5,6-dimethylbenzimidazole (Zieliński & Katrusiak, 2015
) and 4,4′-bipyridinium perchlorate (Anioła & Katrusiak, 2017
), and minerals (Van Valkenburg et al., 1971
), is well documented in the literature. However, in most cases high pressure increases the water content in a crystal structure, and exceptions are rare. For example, the hydrate Y2(C2O4)3·10H2O reduces its water content at 1 GPa to Y2(C2O4)3·6H2O (Zakharov et al., 2017
), the dehydration of phosphatidylinositol bilayers was postulated above 0.7 GPa based on IR spectroscopy (Carrier & Wong, 1996
), and the decomposition of orthoboric acid with the release of water at about 2 GPa was reported by Kuznetsov et al. (2006
). We also noted that pressures above 1 GPa prevent the formation of hydrates of thiourea (Figuiere et al., 1975
; Tomkowiak et al., 2013
; Tomkowiak & Katrusiak, 2018
) and at pressures above 8 GPa no methane hydrates are formed (Kevenvolden, 1995
). Presently, we have established that the porous crystals of ZnAsp2·nH2O display structural features connected to their water content. These features can be conveniently studied and modelled for this compound. We show that sesquihydrate ZnAsp2·nH2O can be employed as an internal component (in tablets) to protect active pharmaceutical ingredients (APIs) from the effects of humidity.
High-pressure studies on APIs increased the number of efficient methods for obtaining new polymorphs (Zakharov et al., 2016a
,b
; Neumann et al., 2015
; Boldyreva et al., 2002
; Boldyreva, 2003
; Patyk-Kaźmierczak & Kaźmierczak, 2020
; Fabbiani & Pulham, 2006
; Oswald et al., 2010
) and solvates (Fabbiani et al., 2003
; 2014
). Solvated APIs can be sensitive to the pressure employed in the process of formulation, for example in pressing tablets. High-pressure studies also provide a broader perspective for understanding the thermodynamic transformations of APIs.
2. Experimental
We performed high-pressure experiments either by gradually compressing a single crystal in a diamond anvil cell (DAC), or by high-pressure recrystallization and growing single crystals in isothermal and isochoric conditions from aqueous solutions in situ in the DAC. Experimental parameters and crystal data are listed in Table 1, and in Tables S1 and S2 in the supporting information. High-pressure experiments were performed in a Merrill–Bassett DAC (Merrill & Bassett, 1974
), modified by mounting the anvils directly on steel backing plates with conical windows (Katrusiak, 2008
). The form of the crystals grown was determined by single-crystal X-ray diffraction (Table 1, and Tables S1 and S2 in the supporting information). All isochoric high-pressure recrystallizations yielded the sesquihydrate, ZnAsp2·1.5H2O. Its growth process is illustrated in Fig. 2
(see also Fig. S1 in the supporting information).
| Figure 2 The stages of ZnAsp2·1.5H2O single-crystal growth from aqueous solution under isochoric conditions in the DAC chamber. (a) Spontaneous powder precipitation at 433 K, and one seed at (b) 443 K, (c) 343 K and (d) 0.49 GPa/296 K. The ruby chip for pressure calibration lies near the middle of the chamber. |
The sesquihydrate could be recovered from the DAC and no visible changes occurred to the samples exposed to air for weeks. On the other hand, the initially crystallized dihydrate powder kept in a thermally closed plastic bag for two months fully transformed into the sesquihydrate. This indicates that the dihydrate is stable only when submerged in water and in highly humid environments.
The compression of ZnAsp2·1.5H2O and ZnAsp2·2H2O crystals was determined for the samples mounted in the DAC. The gasket was made of 0.2 mm thick Inconel foil and the initial diameter of the spark-eroded hole was 0.45 mm. Glycerine was used as a hydrostatic medium. The pressure in the DAC was calibrated before and after each diffraction measurement by the ruby fluorescence method (Piermarini et al., 1975
; Mao et al., 1986
) using a Photon Control Inc. spectrometer of enhanced resolution, affording an accuracy of 0.02 GPa.
Single-crystal high-pressure data were measured on a KUMA KM4 CCD diffractometer according to the procedure described previously (Budzianowski & Katrusiak, 2004
). The CrysAlisPro software (Rigaku Oxford Diffraction, 2015
) was used for diffraction data collection and preliminary reduction. Reflections that overlapped with diamond reflections were eliminated, and corrections for the DAC and sample absorption and for beam shadowing by the gasket were applied. Using OLEX2 (Dolomanov et al., 2009
), the crystal structures were solved by intrinsic phasing with SHELXT (Sheldrick, 2015a
) and refined by least-squares with the program SHELXL (Sheldrick, 2015b
). The ambient-pressure structures were used as the starting models for refinement of the high-pressure data. Anisotropic displacement factors were generally applied for non-hydrogen atoms. C- and N-bound H atoms were located from the molecular geometry (assuming distances of C—H = 0.97 Å for methylene, C—H = 0.98 Å for methine and N—H = 0.89 Å for NH3). The water H atoms were located from difference Fourier maps and then the positions of H2O were refined as rigid units. The Uiso values of the H atoms were constrained to 1.2 times the Ueq of their carrier atoms. Structural drawings were prepared using the program Mercury CSD 3.3 (Macrae et al., 2020
). A total of 26 different data sets were collected, at 15 different pressures for the sesquihydrate and 11 different pressures for the dihydrate. The crystal data have been deposited in the Cambridge Structural Database (CSD; Groom et al., 2016
) as supplementary publications (CSD 1972145–1972170).
Powder X-ray diffraction (XRPD) patterns were recorded using a Bruker AXS D8 Advance diffractometer, equipped with a sealed X-ray tube, a Johansson monochromator selecting Cu Kα1 radiation (λ = 1.54060 Å) and a LynxEye detector. The samples were gently pressed into a flat round cuvette of about 0.4 cm3 in volume. The cuvette was rotated during the measurements, performed in θ steps of 0.02° and in the θ–2θ mode.
Thermogravimetric (TG) and differential scanning calorimetry (DSC) analyses were performed for 18.2 mg of ZnAsp2·2H2O in an N2 atmosphere on a Setsys 1200 Setaram instrument between 293 K and 573 K at a scan speed of 5 K min−1.
3. Results and discussion
The compressed crystals of ZnAsp2·1.5H2O and ZnAsp2·2H2O retain the ambient-pressure monoclinic symmetry of space group C2/c and triclinic symmetry of space group
, respectively, up to 4 GPa at least (Table 1
, Fig. 3
, Figs. S2 and S3).
| ZnAsp2·1.5H2O | ZnAsp2·2H2O | Pressure (GPa) | 0.0001 | 3.92 | 0.0001 | 4.02 | Crystal system | Monoclinic | Monoclinic | Triclinic | Triclinic | Space group | C2/c | C2/c | ![[P {\overline 1}]](teximages/lo5070fi1.gif) | ![[P {\overline 1}]](teximages/lo5070fi1.gif) | a (Å) | 16.2789 (3) | 15.550 (3) | 8.7873 (3) | 8.343 (7) | b (Å) | 10.7307 (2) | 10.2262 (7) | 9.5061 (3) | 8.947 (6) | c (Å) | 14.5393 (3) | 13.966 (1) | 9.8114 (3) | 9.537 (3) | α (°) | 90 | 90 | 111.784 (3) | 110.02 (4) | β (°) | 93.017 (2) | 92.62 (3) | 105.625 (3) | 104.76 (4) | γ (°) | 90 | 90 | 107.721 (3) | 109.16 (7) | V (Å3) | 2536.26 (8) | 2219 (4) | 653.73 (4) | 575.2 (7) | Z/Z′ | 4/0.5 | 4/0.5 | 1/0.5 | 1/0.5 | Dx (g cm−3) | 1.868 | 2.135 | 1.857 | 2.111 | | |
| Figure 3 Unit-cell dimensions of (a) ZnAsp2·1.5H2O (open symbols, dashed lines) and (b) ZnAsp2·2H2O (solid symbols and lines), relative to their values at 296 K/0.1 MPa, as a function of pressure. The magnitudes of the unit-cell parameters, including the angular dimensions, are plotted in Figs. S2 and S3. The vertical dashed line in panel (a) indicates the phase transition in ZnAsp2·1.5H2O (see also Fig. S6). The open black symbols in panel (b) show the volume compression in ZnAsp2·1.5H2O relative to the volume of ZnAsp2·2H2O at 0.1 MPa. |
Although seemingly very different (Table 1
), the crystal structures of ZnAsp2 dihydrate and sesquihydrate are strikingly similar. Their Bravais lattices can be transformed into one another through the following matrix M:
where the subscripts m and t refer to the (pseudo)monoclinic C lattice of (ZnAsp2·1.5H2O) and the triclinic P lattice of (ZnAsp2·2H2O), respectively. The reverse matrix M−1 transforms the lattice Cm into Pt:
Thus the triclinic P unit cell of ZnAsp2·2H2O at 0.1 MPa can be represented as the pseudo-monoclinic unit cell C, having the following dimensions: a = 16.445 Å, b = 10.804 Å, c = 14.780 Å, α = 85.28°, β = 92.27°, γ = 89.66°, which are similar to the unit cell of ZnAsp2·1.5H2O (Table 1
). According to the unit-cell angles of the pseudo-monoclinic C lattice of ZnAsp2·2H2O (Fig. S3), with increasing pressure this triclinic structure only hardly, within about 0.5°, changes its distortions from the monoclinic symmetry.
Thus the sorption of water molecules into the ZnAsp2·nH2O framework results in its transformation, changing the symmetry of the crystal structure. It is characteristic that the monoclinic symmetry of space group C2/c of ZnAsp2·1.5H2O is reduced to the triclinic space group
of ZnAsp2·2H2O after the water content increases. This inverse sorption–symmetry relation is surprising, as according to our survey an increased water content of the pores either increases or preserves the crystal symmetry. For example, the space-group symmetry R3 of anhydrate stepanovite polymorph ST1d increases to space group R3c for stepanovite [Mg(H2O)6][NaFe(C2O4)3]·3H2O; for the polymorph ST2d its anhydrate has space-group symmetry P3 and after hydration the symmetry increases to P3c (Huskić et al., 2019
); the space-group symmetries P21/n and
of lithium acetate (LiC2H3O2) polymorphs increase to Cmmm for the dihydrate; and space group
of lithium acetate monohydrate, 4(LiC2H3O2)·H2O, increases to P21/c for the tetrahydrate 4(LiC2H3O2)·4H2O (Martínez-Casado et al., 2011
).
We have established that ZnAsp2 preferentially crystallizes as the dihydrate when crystallized from water solution under normal conditions (298 K, 0.1 MPa). The dihydrate crystals are triclinic (Table 1
). In these crystal structures the water molecules are located in channel pores and do not participate in the Zn2+ coordination. In ZnAsp2·2H2O the Zn2+ cation is coordinated by four carboxylate oxygens of four Asp anions, as illustrated in Fig. 4
. Each Asp participates in coordinating two Zn2+ cations, closing cyclamers of the form –Zn2+–Asp–Zn2+–Asp–, and these are combined into chains extending along the [010] crystal direction. In ZnAsp2·1.5H2O the Zn2+ cation is coordinated in the same way as in ZnAsp2·2H2O. The ZnAsp2 ribbons are very similar in the dihydrate and sesquihydrate, as shown in Fig. 4
. The conformation of the Asp units and their coordination of Zn2+ is consistent to within a few degrees for the corresponding torsion angles (Fig. S4).
| Figure 4 (a) Autostereographic projections (Katrusiak, 2001 ) of the ribbons formed by the Zn cations four-fold coordinated by Asp anions in ZnAsp2·1.5H2O and ZnAsp2·2H2O. Water molecules have been omitted for clarity. (b) The ZnAsp2·1.5H2O and ZnAsp2·2H2O structures projected down the ZnAsp2 ribbons. Water molecules are represented as red balls. H atoms have been omitted for clarity. |
It is a common feature of both ZnAsp2·1.5H2O and ZnAsp2·2H2O that all water molecules interact through O—H⋯O and N—H⋯O hydrogen bonds, but no water molecules participate in Zn coordination. There are very similar intramolecular N13—H13C⋯O11 and N3—H3A⋯O2 hydrogen bonds in both ZnAsp2·1.5H2O and ZnAsp2·2H2O. Almost all of the hydrogen bonds involve water molecules. The hydrogen bonds to H2O molecules are O1W—H1WB⋯O14, O1W—H1WA⋯O2, O2W—H2WB⋯O12 and N3—H3C⋯O1W. Two other hydrogen bonds are N13—H13B⋯O2 and N3—H3B⋯O13, both present in the ZnAsp2·1.5H2O and ZnAsp2·2H2O structures. The O2W—H2WA⋯O1W bond between two water molecules is formed only in ZnAsp2·2H2O (Figs. S5 and S9).
It is remarkable that although ZnAsp2·2H2O and ZnAsp2·1.5H2O can interconvert one into the other under ambient conditions, each of them can be compressed in glycerine to 4 GPa at least (Fig. 3
). However, while the compression of ZnAsp2·2H2O is monotonic, in ZnAsp2·1.5H2O we have noted an anomalous strain at about 0.8 GPa. This anomaly is clearly seen in the pressure dependence of the monoclinic angle β, which initially rises and at 0.8 GPa drops abruptly by 0.1°, and then it continues to drop in a monotonous way it at still higher pressure (Fig. 5
). A similar discontinuity is observed in the compression of unit-cell parameter a [Fig. 5
(b)] and in the volume compression (Fig. 3
). It appears that the anomalous `compression' of the β angle in ZnAsp2·1.5H2O is a consequence of the directional interactions – Zn—O coordination and O—H⋯O hydrogen bonds – forming the framework in this structure. These directional bonds play a dominant role in the dimensions and elastic properties of the crystal. Owing to this relatively rigid framework, some small voids are present in the crystal under normal conditions. However, above 0.8 GPa the directional bonds yield under the external pressure and the small voids are suppressed. Thus the anomalous compression marks the pressure value at which central forces supported by the external pressure overcome the angular dimensions favoured by the directional interactions, triggering a collapse to a more densely packed structure [Fig. 6
(a)]. These two phases of ZnAsp2·1.5H2O will be further referred to as phases α and β.
| Figure 5 The pressure dependence of (a) angle β and (b) parameter a of the unit cell in ZnAsp2·1.5H2O. The changes in all the unit-cell dimensions are plotted in Fig. S2. |
| Figure 6 (a) The pressure dependence of the void volume (Vvoids) of ZnAsp2·1.5H2O (open symbols, dotted lines) and ZnAsp2·2H2O (solid symbols, continuous line) after removing the water molecules from these structures, per one formula unit (Vvoids/Z). The void volume was calculated using the program Mercury (Macrae et al., 2020 ) with a probing-sphere radius of 1.2 Å and 0.1 Å steps. (b) The molecular volume of water (i.e. one H2O molecule in liquid; Bridgman, 1935 ) and ices VI (Kuhs et al., 1984 ) and VII (Bezacier et al., 2014 ) as a function of pressure compared with the difference in molecular volume (Vm = V/Z) between ZnAsp2·2H2O and ZnAsp2·1.5H2O (ΔVm). Δ0 is this difference at 0.1 MPa (see also Fig. S6). |
The ZnAsp2·1.5H2O structure determined at 0.9 GPa is an average of these phases, as the X-ray diffraction measurement was performed when the sample had partly transformed between phases α and β. The anomalous compression at 0.8 GPa, determined from the unit-cell dimensions, agrees well with the collapse of the pores. Their volume is plotted as a function of pressure in Fig. 6
(note the `intermediate' volume of the pores at 0.9 GPa, due to the averaged structures of phases α and β, as explained above). According to the X-ray diffraction data, the transition at 0.8 GPa does not change the crystal symmetry. Thus it can be classified as an isostructural phase transition, which is quite common for metal–organic frameworks under pressure. For example, at 0.40 GPa Cd(APP)2NO3·NO3 transforms between monoclinic phases, both of space-group symmetry P21/c (Półrolniczak et al., 2018
) and Co2(4,4′-bpy)3(NO3)4·xH2O preserves its orthorhombic space group Ccca at pc = 6 GPa (Zhou et al., 2014
), plus other known examples (Moggach et al., 2009
; McKellar & Moggach, 2015
; Sobczak et al., 2018
; Bhattacharyya et al., 2019
).
Interestingly, the subtraction of the molecular volume of ZnAsp2·1.5H2O from that of ZnAsp2·2H2O (denoted ΔVm) should give the volume difference corresponding to half of the molecular volume of water [Fig. 6
(b)]. The comparison of ΔVm with the volume of one H2O molecule in water and ices shows that there is more space in the pores than required for the accommodated water molecules, which explains the reason for the collapse of the pores. The work contribution to the Gibbs free energy at the transition in ZnAsp2·1.5H2O is 3.1 kJ mol−1, compared with the work energy of 4.9 kJ mol−1 performed by the pressure to compress phase α from 0.1 MPa to 0.8 GPa. The volume difference between ZnAsp2·2H2O and ZnAsp2·1.5H2O at 0.1 MPa is consistent with the broad distribution of the volume of solvent water occurring in organic pharmaceuticals (Glasser, 2019
).
5. Conclusions
We have established that the sesquihydrate ZnAsp2·1.5H2O is a stable form of the zinc aspartate complex (ZnAsp2) under ambient conditions. We have shown that the precipitate obtained by crystallization from aqueous solution is the dihydrate, ZnAsp2·2H2O. The crystal structures of the sesquihydrate ZnAsp2·1.5H2O and the dihydrate ZnAsp2·2H2O are closely related, despite their different space-group symmetries.
The most eminent feature of these structures is that they form frameworks containing channel pores that are occupied by water molecules. The water molecules can enter the pores of the sesquihydrate ZnAsp2·1.5H2O when it is immersed in water, or leave the pores when the dihydrate ZnAsp2·2H2O is exposed to the air. This transformation of the dihydrate into the sesquihydrate is a slow process, taking days or weeks depending on the volume of the sample, its container, the size of the crystal grains, the humidity of the air, ventilation, temperature and other relevant parameters. Thus it is recommended to check whether the transformation into the sesquihydrate has been completed before further processing, for example granulating or tabletting.
The sesquihydrate can also be obtained directly by high-pressure crystallization. We found that an applied pressure as low as 50 MPa favours crystallization of the sesquihydrate from aqueous solution at 298 K.
The subtle isostructural phase transition in ZnAsp2·1.5H2O illustrates the role of directional interactions in stabilizing porous structures. It can be postulated that the sesquihydrate is favoured by high pressure because it increases the close packing of molecules in the structure and destabilizes the directional interactions, like hydrogen bonds, which bind the water molecules into the pores. However, it is apparent from other reverse effects on other hydrates that the pressure effects are quite complex and depend on specific structural features.
It should be noted that all our attempts to recrystallize racemic ZnAsp2 hydrates never resulted in the separation of enantiomers. This negative result is consistent with the effect of pressure on other racemic mixtures of enantiomers reported so far (e.g. Jacques et al., 1994
; Rietveld et al., 2011
; Cai et al., 2013
; Marciniak et al., 2014
; Ostrowska et al., 2015
; Wang et al., 2015
; Ernst, 2018
; Hochberg & Cintas, 2018
; Roszak & Katrusiak, 2018
).
Supporting information
Crystal structure: contains datablocks global, Zn-aspartate_sesquihydrate_0_001GPa, Zn-aspartate_sesquihydrate_0_05GPa, Zn-aspartate_sesquihydrate_0_29GPa, Zn-aspartate_sesquihydrate_0_49GPa, Zn-aspartate_sesquihydrate_0_79GPa, Zn-aspartate_sesquihydrate_0_85GPa, Zn-aspartate_sesquihydrate_1_15GPa, Zn-aspartate_sesquihydrate_1_44GPa, Zn-aspartate_sesquihydrate_1_62GPa, Zn-aspartate_sesquihydrate_1_82GPa, Zn-aspartate_sesquihydrate_2_15GPa, Zn-aspartate_sesquihydrate_2_49GPa, Zn-aspartate_sesquihydrate_2_91GPa, Zn-aspartate_sesquihydrate_3_54GPa, Zn-aspartate_sesquihydrate_3_92GPa, Zn-aspartate_dihydrate_0_001GPa, Zn-aspartate_dihydrate_0_05GPa, Zn-aspartate_dihydrate_0_15GPa, Zn-aspartate_dihydrate_0_40GPa, Zn-aspartate_dihydrate_0_70GPa, Zn-aspartate_dihydrate_1_02GPa, Zn-aspartate_dihydrate_1_54GPa, Zn-aspartate_dihydrate_2_53GPa, Zn-aspartate_dihydrate_3_05GPa, Zn-aspartate_dihydrate_3_53GPa, Zn-aspartate_dihydrate_4_02GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070sup1.cif
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_001GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_001GPasup2.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_05GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_05GPasup3.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_29GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_29GPasup4.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_49GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_49GPasup5.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_79GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_79GPasup6.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_0_85GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_0_85GPasup7.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_1_15GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_1_15GPasup8.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_1_44GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_1_44GPasup9.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_1_62GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_1_62GPasup10.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_1_82GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_1_82GPasup11.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_2_15GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_2_15GPasup12.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_2_49GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_2_49GPasup13.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_2_91GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_2_91GPasup14.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_3_54GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_3_54GPasup15.hkl
Structure factors: contains datablock zinc-aspartate_sesquihydrate_3_92GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_sesquihydrate_3_92GPasup16.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_0_001GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_0_001GPasup17.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_0_05GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_0_05GPasup18.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_0_15GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_0_15GPasup19.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_0_40GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_0_40GPasup20.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_0_70GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_0_70GPasup21.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_1_02GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_1_02GPasup22.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_1_54GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_1_54GPasup23.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_2_53GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_2_53GPasup24.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_3_05GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_3_05GPasup25.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_3_53GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_3_53GPasup26.hkl
Structure factors: contains datablock zinc-aspartate_dihydrate_4_02GPa. DOI: https://doi.org//10.1107/S2052520620009348/lo5070zinc-aspartate_dihydrate_4_02GPasup27.hkl
Additional tables and figures. DOI: https://doi.org//10.1107/S2052520620009348/lo5070sup28.pdf
Program(s) used to solve structure: ShelXT (Sheldrick, 2015) for Zn-aspartate_sesquihydrate_0_001GPa, Zn-aspartate_sesquihydrate_0_29GPa, Zn-aspartate_sesquihydrate_0_49GPa, Zn-aspartate_sesquihydrate_0_79GPa, Zn-aspartate_sesquihydrate_1_44GPa, Zn-aspartate_sesquihydrate_1_82GPa, Zn-aspartate_sesquihydrate_2_49GPa, Zn-aspartate_dihydrate_0_001GPa, Zn-aspartate_dihydrate_0_05GPa, Zn-aspartate_dihydrate_0_15GPa, Zn-aspartate_dihydrate_0_40GPa, Zn-aspartate_dihydrate_0_70GPa, Zn-aspartate_dihydrate_1_02GPa, Zn-aspartate_dihydrate_1_54GPa, Zn-aspartate_dihydrate_2_53GPa, Zn-aspartate_dihydrate_3_05GPa, Zn-aspartate_dihydrate_3_53GPa; SHELXS (Sheldrick, 2008) for Zn-aspartate_sesquihydrate_0_05GPa, Zn-aspartate_sesquihydrate_0_85GPa, Zn-aspartate_sesquihydrate_1_15GPa, Zn-aspartate_sesquihydrate_1_62GPa, Zn-aspartate_sesquihydrate_2_15GPa, Zn-aspartate_sesquihydrate_2_91GPa, Zn-aspartate_sesquihydrate_3_54GPa, Zn-aspartate_sesquihydrate_3_92GPa, Zn-aspartate_dihydrate_4_02GPa. For all structures, program(s) used to refine structure: SHELXL (Sheldrick, 2015); molecular graphics: Olex2 (Dolomanov et al., 2009); software used to prepare material for publication: Olex2 (Dolomanov et al., 2009).
(Zn-aspartate_sesquihydrate_0_001GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.868 Mg m−3 |
Monoclinic, C2/c | Cu Kα radiation, λ = 1.54184 Å |
a = 16.2789 (3) Å | Cell parameters from 2468 reflections |
b = 10.7307 (2) Å | θ = 5.4–76.2° |
c = 14.5393 (3) Å | µ = 3.23 mm−1 |
β = 93.017 (2)° | T = 296 K |
V = 2536.26 (8) Å3 | Plate, colourless |
Z = 4 | 0.15 × 0.10 × 0.02 mm |
Data collection top Multiwire proportional diffractometer | 2468 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.020 |
Graphite monochromator | θmax = 76.2°, θmin = 5.4° |
ω scan | h = −15→20 |
Absorption correction: integration integration | k = −13→12 |
Tmin = 0.712, Tmax = 0.937 | l = −18→17 |
10199 measured reflections | 62 standard reflections every 24 reflections |
2632 independent reflections | intensity decay: none |
Refinement top Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0487P)2 + 2.529P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max < 0.001 |
2632 reflections | Δρmax = 0.60 e Å−3 |
196 parameters | Δρmin = −0.40 e Å−3 |
2 restraints | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00025 (5) |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.730510 (15) | 0.50404 (2) | 0.449948 (17) | 0.02585 (12) | |
O4 | 0.67955 (8) | 0.87379 (13) | 0.55387 (10) | 0.0342 (3) | |
O2 | 0.54889 (8) | 0.76159 (13) | 0.39793 (10) | 0.0321 (3) | |
O1 | 0.63918 (9) | 0.60880 (14) | 0.40487 (10) | 0.0334 (3) | |
O14 | 0.76009 (9) | 0.04837 (15) | 0.41962 (10) | 0.0363 (3) | |
O11 | 0.75421 (9) | 0.37497 (15) | 0.36264 (12) | 0.0414 (4) | |
O13 | 0.87616 (10) | 0.14571 (16) | 0.45899 (10) | 0.0412 (4) | |
O12 | 0.62930 (9) | 0.33025 (16) | 0.30225 (12) | 0.0432 (4) | |
O3 | 0.57758 (11) | 1.00639 (13) | 0.58153 (14) | 0.0420 (4) | |
N13 | 0.89140 (10) | 0.25231 (16) | 0.29576 (11) | 0.0311 (3) | |
H13A | 0.9032 | 0.2616 | 0.2371 | 0.037* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8752 | 0.3250 | 0.3180 | 0.037* | |
O1W | 0.60744 (13) | 0.98762 (17) | 0.33339 (14) | 0.0499 (4) | |
H1WA | 0.6562 | 0.9951 | 0.3567 | 0.075* | |
H1WB | 0.5871 | 0.9277 | 0.3629 | 0.075* | |
N3 | 0.46595 (11) | 0.82054 (17) | 0.56868 (13) | 0.0365 (4) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4505 | 0.8821 | 0.6050 | 0.044* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.5000 | 0.5206 (3) | 0.2500 | 0.0659 (9) | |
H2W | 0.537 (2) | 0.466 (3) | 0.255 (3) | 0.075 (11)* | |
C1 | 0.59020 (10) | 0.68141 (16) | 0.44282 (13) | 0.0248 (4) | |
C4 | 0.60666 (11) | 0.90115 (17) | 0.57328 (12) | 0.0268 (4) | |
C11 | 0.70387 (11) | 0.31174 (17) | 0.31161 (13) | 0.0269 (4) | |
C14 | 0.82094 (11) | 0.11819 (17) | 0.40240 (13) | 0.0271 (4) | |
C12 | 0.74310 (11) | 0.20731 (18) | 0.25943 (13) | 0.0278 (4) | |
H12A | 0.7522 | 0.2363 | 0.1976 | 0.033* | |
H12B | 0.7046 | 0.1383 | 0.2541 | 0.033* | |
C13 | 0.82431 (11) | 0.15916 (17) | 0.30241 (13) | 0.0261 (4) | |
H13 | 0.8397 | 0.0860 | 0.2668 | 0.031* | |
C3 | 0.55298 (12) | 0.78806 (18) | 0.59243 (14) | 0.0297 (4) | |
H3 | 0.5578 | 0.7727 | 0.6589 | 0.036* | |
C2 | 0.57929 (13) | 0.66917 (17) | 0.54510 (14) | 0.0302 (4) | |
H2A | 0.6308 | 0.6411 | 0.5746 | 0.036* | |
H2B | 0.5385 | 0.6052 | 0.5546 | 0.036* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.02411 (17) | 0.02488 (17) | 0.02838 (18) | 0.00207 (8) | −0.00019 (11) | −0.00047 (8) |
O4 | 0.0268 (7) | 0.0330 (7) | 0.0429 (8) | −0.0037 (5) | 0.0048 (6) | −0.0018 (6) |
O2 | 0.0290 (7) | 0.0285 (7) | 0.0380 (7) | 0.0052 (5) | −0.0052 (5) | 0.0012 (6) |
O1 | 0.0320 (7) | 0.0375 (7) | 0.0305 (7) | 0.0123 (6) | 0.0013 (5) | −0.0009 (6) |
O14 | 0.0317 (7) | 0.0413 (8) | 0.0357 (7) | −0.0074 (6) | −0.0002 (6) | 0.0096 (6) |
O11 | 0.0280 (7) | 0.0428 (8) | 0.0530 (9) | 0.0014 (6) | −0.0015 (6) | −0.0227 (7) |
O13 | 0.0426 (8) | 0.0467 (9) | 0.0334 (7) | −0.0116 (7) | −0.0084 (6) | 0.0068 (6) |
O12 | 0.0260 (7) | 0.0471 (9) | 0.0557 (10) | 0.0070 (6) | −0.0042 (6) | −0.0084 (7) |
O3 | 0.0344 (8) | 0.0262 (8) | 0.0649 (11) | 0.0005 (5) | −0.0023 (8) | −0.0007 (6) |
N13 | 0.0239 (7) | 0.0366 (9) | 0.0328 (8) | 0.0002 (6) | 0.0021 (6) | 0.0082 (7) |
O1W | 0.0480 (11) | 0.0479 (10) | 0.0543 (11) | −0.0098 (7) | 0.0060 (8) | −0.0051 (8) |
N3 | 0.0288 (8) | 0.0345 (9) | 0.0466 (10) | −0.0020 (7) | 0.0048 (7) | −0.0059 (8) |
O2W | 0.0407 (15) | 0.0475 (15) | 0.107 (3) | 0.000 | −0.0200 (16) | 0.000 |
C1 | 0.0195 (8) | 0.0220 (8) | 0.0327 (9) | −0.0016 (6) | −0.0015 (7) | −0.0010 (7) |
C4 | 0.0269 (8) | 0.0272 (9) | 0.0257 (8) | −0.0017 (7) | −0.0024 (7) | −0.0003 (7) |
C11 | 0.0257 (8) | 0.0269 (9) | 0.0281 (8) | 0.0018 (7) | 0.0007 (7) | 0.0011 (7) |
C14 | 0.0273 (9) | 0.0235 (8) | 0.0304 (9) | 0.0027 (7) | 0.0005 (7) | 0.0017 (7) |
C12 | 0.0267 (9) | 0.0299 (9) | 0.0265 (8) | 0.0018 (7) | −0.0017 (7) | −0.0021 (7) |
C13 | 0.0251 (8) | 0.0256 (8) | 0.0277 (9) | 0.0025 (7) | 0.0018 (7) | −0.0008 (7) |
C3 | 0.0286 (9) | 0.0267 (9) | 0.0341 (9) | −0.0006 (7) | 0.0056 (7) | −0.0022 (7) |
C2 | 0.0339 (10) | 0.0229 (8) | 0.0343 (10) | 0.0004 (7) | 0.0060 (7) | 0.0013 (7) |
Geometric parameters (Å, º) top Zn1—O11 | 1.9313 (15) | O13—C14 | 1.223 (2) |
Zn1—O1 | 1.9496 (14) | O12—C11 | 1.231 (2) |
Zn1—O4i | 1.9682 (14) | O3—C4 | 1.233 (2) |
Zn1—O14ii | 1.9762 (15) | N13—C13 | 1.487 (2) |
O4—C4 | 1.269 (2) | N3—C3 | 1.482 (3) |
O4—Zn1i | 1.9682 (14) | C1—C2 | 1.513 (3) |
O2—C1 | 1.254 (2) | C4—C3 | 1.530 (3) |
O1—C1 | 1.262 (2) | C11—C12 | 1.513 (3) |
O14—C14 | 1.277 (2) | C14—C13 | 1.523 (3) |
O14—Zn1ii | 1.9762 (15) | C12—C13 | 1.522 (2) |
O11—C11 | 1.272 (2) | C3—C2 | 1.522 (3) |
| | | |
O11—Zn1—O1 | 111.58 (6) | O4—C4—C3 | 114.01 (16) |
O11—Zn1—O4i | 106.53 (6) | O12—C11—O11 | 125.44 (18) |
O1—Zn1—O4i | 99.31 (6) | O12—C11—C12 | 120.26 (17) |
O11—Zn1—O14ii | 114.74 (7) | O11—C11—C12 | 114.29 (16) |
O1—Zn1—O14ii | 120.39 (6) | O13—C14—O14 | 124.07 (18) |
O4i—Zn1—O14ii | 101.33 (6) | O13—C14—C13 | 120.72 (17) |
C4—O4—Zn1i | 123.92 (13) | O14—C14—C13 | 115.08 (16) |
C1—O1—Zn1 | 134.19 (13) | C11—C12—C13 | 115.20 (15) |
C14—O14—Zn1ii | 109.47 (12) | N13—C13—C12 | 111.71 (15) |
C11—O11—Zn1 | 128.38 (13) | N13—C13—C14 | 108.63 (15) |
O2—C1—O1 | 121.99 (18) | C12—C13—C14 | 114.57 (15) |
O2—C1—C2 | 118.94 (16) | N3—C3—C2 | 112.35 (16) |
O1—C1—C2 | 119.05 (16) | N3—C3—C4 | 108.62 (16) |
O3—C4—O4 | 127.02 (18) | C2—C3—C4 | 113.94 (16) |
O3—C4—C3 | 118.89 (17) | C1—C2—C3 | 114.97 (16) |
| | | |
C1—C2—C3—N3 | 72.7 (2) | N13—C13—C14—O13 | −11.5 (2) |
C1—C2—C3—C4 | −51.4 (2) | O12—C11—C12—C13 | −156.33 (19) |
N3—C3—C4—O3 | 30.6 (2) | Zn1—O1—C1—C2 | −19.2 (3) |
O2—C1—C2—C3 | −28.1 (2) | Zn1—O11—C11—C12 | −173.08 (14) |
C11—C12—C13—N13 | −69.7 (2) | Zn1—O4i—C4i—C3i | 167.31 (12) |
C11—C12—C13—C14 | 54.4 (2) | Zn1—O14ii—C14ii—C13ii | −176.44 (12) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_0_05GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.889 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.210 (4) Å | Cell parameters from 351 reflections |
b = 10.6863 (6) Å | θ = 3.8–26.4° |
c = 14.4936 (9) Å | µ = 2.01 mm−1 |
β = 92.95 (3)° | T = 296 K |
V = 2507.3 (7) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.024 |
Radiation source: sealed x-ray tube | θmax = 26.4°, θmin = 3.8° |
ω scan | h = −3→2 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.675, Tmax = 0.904 | l = −18→17 |
4042 measured reflections | 12 standard reflections every 84 reflections |
378 independent reflections | intensity decay: none |
351 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.021 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.054 | w = 1/[σ2(Fo2) + (0.0404P)2 + 5.4767P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max < 0.001 |
378 reflections | Δρmax = 0.11 e Å−3 |
199 parameters | Δρmin = −0.11 e Å−3 |
127 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.05 (2) GPa (50000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7318 (4) | 0.50459 (6) | 0.45038 (5) | 0.024 (2) | |
O4 | 0.681 (3) | 0.8726 (9) | 0.5540 (5) | 0.034 (3) | |
O2 | 0.5485 (13) | 0.7608 (3) | 0.3983 (3) | 0.030 (5) | |
O1 | 0.639 (2) | 0.6086 (4) | 0.4051 (3) | 0.030 (3) | |
O14 | 0.7580 (15) | 0.0475 (5) | 0.4184 (3) | 0.036 (3) | |
O11 | 0.7551 (15) | 0.3755 (4) | 0.3623 (3) | 0.044 (3) | |
O13 | 0.877 (2) | 0.1447 (5) | 0.4588 (3) | 0.035 (5) | |
O12 | 0.626 (2) | 0.3323 (8) | 0.3014 (6) | 0.049 (6) | |
O3 | 0.577 (2) | 1.0065 (4) | 0.5825 (5) | 0.039 (5) | |
N13 | 0.888 (2) | 0.2514 (5) | 0.2948 (4) | 0.030 (5) | |
H13A | 0.9032 | 0.2616 | 0.2371 | 0.037* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8752 | 0.3250 | 0.3180 | 0.037* | |
O1W | 0.6051 (17) | 0.9874 (9) | 0.3316 (8) | 0.052 (5) | |
H1WA | 0.657 (4) | 0.994 (13) | 0.338 (10) | 0.063* | |
H1WB | 0.593 (10) | 0.928 (6) | 0.367 (5) | 0.063* | |
N3 | 0.469 (4) | 0.8203 (10) | 0.5689 (6) | 0.037 (6) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4505 | 0.8821 | 0.6050 | 0.044* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.500000 | 0.5205 (9) | 0.250000 | 0.072 (6) | |
H2W | 0.538 (7) | 0.472 (6) | 0.278 (5) | 0.06 (4)* | |
C1 | 0.590 (4) | 0.6807 (6) | 0.4423 (5) | 0.024 (3) | |
C4 | 0.607 (4) | 0.9019 (9) | 0.5728 (7) | 0.023 (4) | |
C11 | 0.706 (4) | 0.3138 (13) | 0.3099 (8) | 0.023 (4) | |
C14 | 0.820 (3) | 0.1175 (6) | 0.4020 (5) | 0.022 (3) | |
C12 | 0.743 (3) | 0.2076 (6) | 0.2584 (4) | 0.024 (3) | |
H12A | 0.703756 | 0.139443 | 0.254129 | 0.029* | |
H12B | 0.752479 | 0.235219 | 0.196003 | 0.029* | |
C13 | 0.823 (2) | 0.1588 (6) | 0.3011 (4) | 0.025 (3) | |
H13 | 0.839066 | 0.085722 | 0.265171 | 0.030* | |
C3 | 0.554 (3) | 0.7880 (10) | 0.5930 (8) | 0.06 (6) | |
H3 | 0.558567 | 0.773291 | 0.659759 | 0.075* | |
C2 | 0.5767 (19) | 0.6678 (5) | 0.5459 (4) | 0.024 (3) | |
H2A | 0.533177 | 0.607083 | 0.553838 | 0.029* | |
H2B | 0.626809 | 0.635126 | 0.576370 | 0.029* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.027 (7) | 0.0229 (5) | 0.0231 (6) | −0.0005 (14) | −0.0012 (19) | −0.0007 (3) |
O4 | 0.034 (7) | 0.031 (3) | 0.038 (3) | −0.001 (6) | 0.005 (5) | −0.003 (3) |
O2 | 0.031 (14) | 0.0264 (19) | 0.0316 (19) | 0.010 (7) | −0.007 (6) | 0.0045 (17) |
O1 | 0.030 (7) | 0.035 (2) | 0.0256 (19) | 0.004 (5) | 0.001 (5) | −0.0013 (18) |
O14 | 0.036 (7) | 0.039 (2) | 0.033 (2) | −0.001 (5) | 0.002 (5) | 0.010 (2) |
O11 | 0.044 (7) | 0.042 (2) | 0.046 (2) | −0.001 (5) | −0.002 (5) | −0.021 (2) |
O13 | 0.033 (14) | 0.043 (2) | 0.029 (2) | −0.005 (8) | 0.000 (8) | 0.005 (2) |
O12 | 0.049 (15) | 0.045 (5) | 0.054 (5) | −0.004 (9) | 0.002 (9) | −0.011 (3) |
O3 | 0.037 (14) | 0.027 (3) | 0.052 (3) | 0.007 (8) | 0.014 (9) | −0.0010 (19) |
N13 | 0.031 (14) | 0.032 (3) | 0.028 (3) | −0.007 (9) | 0.007 (8) | 0.006 (2) |
O1W | 0.053 (14) | 0.043 (3) | 0.061 (3) | −0.005 (8) | 0.010 (9) | −0.006 (2) |
N3 | 0.038 (14) | 0.033 (5) | 0.039 (4) | 0.002 (10) | 0.000 (10) | −0.005 (3) |
O2W | 0.072 (14) | 0.044 (4) | 0.099 (6) | 0.000 | −0.001 (10) | 0.000 |
C1 | 0.024 (7) | 0.021 (3) | 0.027 (3) | −0.002 (6) | 0.000 (6) | −0.001 (3) |
C4 | 0.023 (8) | 0.022 (5) | 0.024 (4) | −0.002 (6) | 0.002 (6) | −0.002 (3) |
C11 | 0.023 (8) | 0.023 (4) | 0.024 (4) | 0.000 (6) | 0.001 (6) | 0.001 (3) |
C14 | 0.022 (7) | 0.021 (3) | 0.024 (3) | 0.000 (5) | 0.003 (5) | −0.001 (3) |
C12 | 0.024 (7) | 0.024 (2) | 0.024 (3) | 0.001 (5) | 0.003 (5) | 0.000 (2) |
C13 | 0.024 (7) | 0.024 (3) | 0.026 (3) | −0.001 (5) | 0.002 (5) | 0.002 (2) |
C3 | 0.13 (19) | 0.024 (5) | 0.035 (5) | −0.015 (17) | 0.010 (19) | −0.001 (3) |
C2 | 0.024 (7) | 0.020 (2) | 0.029 (3) | 0.003 (5) | 0.003 (5) | 0.002 (2) |
Geometric parameters (Å, º) top Zn1—O4i | 1.94 (4) | O12—C11 | 1.32 (8) |
Zn1—O1 | 1.96 (3) | O3—C4 | 1.23 (3) |
Zn1—O14ii | 1.980 (4) | N13—C13 | 1.45 (3) |
Zn1—O11 | 1.930 (7) | N3—C3 | 1.44 (10) |
O4—C4 | 1.28 (8) | C1—C2 | 1.535 (17) |
O2—C1 | 1.25 (3) | C4—C3 | 1.52 (5) |
O1—C1 | 1.24 (5) | C11—C12 | 1.50 (3) |
O14—C14 | 1.29 (4) | C14—C13 | 1.531 (10) |
O11—C11 | 1.26 (4) | C12—C13 | 1.50 (5) |
O13—C14 | 1.23 (3) | C3—C2 | 1.509 (19) |
| | | |
O4i—Zn1—O1 | 99.1 (12) | O3—C4—C3 | 119 (5) |
O4i—Zn1—O14ii | 101.3 (7) | O11—C11—O12 | 125 (2) |
O1—Zn1—O14ii | 120.4 (8) | O11—C11—C12 | 116 (4) |
O11—Zn1—O4i | 107.1 (9) | O12—C11—C12 | 119 (3) |
O11—Zn1—O1 | 110.9 (5) | O14—C14—C13 | 114 (2) |
O11—Zn1—O14ii | 115.1 (3) | O13—C14—O14 | 125.2 (11) |
C4—O4—Zn1i | 122.5 (13) | O13—C14—C13 | 121 (3) |
C1—O1—Zn1 | 134.4 (13) | C13—C12—C11 | 114.7 (19) |
C14—O14—Zn1ii | 108.2 (11) | N13—C13—C14 | 108.4 (16) |
C11—O11—Zn1 | 129 (2) | N13—C13—C12 | 110.5 (13) |
O2—C1—C2 | 117 (3) | C12—C13—C14 | 115 (2) |
O1—C1—O2 | 122.9 (10) | N3—C3—C4 | 107 (2) |
O1—C1—C2 | 120 (2) | N3—C3—C2 | 110 (2) |
O4—C4—C3 | 112.6 (19) | C2—C3—C4 | 116 (3) |
O3—C4—O4 | 129 (4) | C3—C2—C1 | 114.6 (9) |
| | | |
Zn1—O4i—C4i—C3i | 167.4 (8) | N13—C13—C14—O13 | −13 (3) |
Zn1—O1—C1—C2 | −22 (6) | N3—C3—C4—O3 | 32 (2) |
Zn1—O14ii—C14ii—C13ii | −176.6 (14) | C1—C2—C3—N3 | 75 (4) |
Zn1—O11—C11—C12 | −172.1 (9) | C1—C2—C3—C4 | −47 (4) |
O2—C1—C2—C3 | −32 (4) | C11—C12—C13—N13 | −68 (2) |
O12—C11—C12—C13 | −154.5 (19) | C11—C12—C13—C14 | 55 (2) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_0_29GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.889 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.206 (3) Å | Cell parameters from 712 reflections |
b = 10.6965 (4) Å | θ = 4.6–27.1° |
c = 14.4922 (5) Å | µ = 2.01 mm−1 |
β = 93.185 (8)° | T = 296 K |
V = 2508.2 (5) Å3 | Plate, colourless |
Z = 4 | 0.15 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.026 |
Radiation source: sealed x-ray tube | θmax = 27.1°, θmin = 4.6° |
ω scan | h = −10→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→12 |
Tmin = 0.747, Tmax = 0.904 | l = −18→17 |
5096 measured reflections | 12 standard reflections every 84 reflections |
823 independent reflections | intensity decay: none |
712 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.030 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.080 | w = 1/[σ2(Fo2) + (0.0408P)2 + 7.4628P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.001 |
823 reflections | Δρmax = 0.32 e Å−3 |
200 parameters | Δρmin = −0.22 e Å−3 |
32 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.29 (2) GPa (290000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.73109 (7) | 0.50456 (5) | 0.45041 (4) | 0.0254 (7) | |
O4 | 0.6792 (5) | 0.8729 (3) | 0.5534 (3) | 0.040 (4) | |
O2 | 0.5483 (4) | 0.7615 (3) | 0.3981 (3) | 0.029 (3) | |
O1 | 0.6395 (4) | 0.6085 (3) | 0.4050 (3) | 0.036 (4) | |
O14 | 0.7582 (5) | 0.0480 (4) | 0.4182 (3) | 0.038 (4) | |
O11 | 0.7552 (5) | 0.3760 (4) | 0.3625 (3) | 0.044 (4) | |
O13 | 0.8751 (5) | 0.1447 (4) | 0.4585 (3) | 0.038 (4) | |
O12 | 0.6301 (6) | 0.3312 (4) | 0.3012 (4) | 0.0492 (16) | |
O3 | 0.5767 (5) | 1.0067 (3) | 0.5819 (3) | 0.042 (4) | |
N13 | 0.8919 (6) | 0.2518 (5) | 0.2953 (3) | 0.035 (5) | |
H13A | 0.9032 | 0.2616 | 0.2371 | 0.037* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8752 | 0.3250 | 0.3180 | 0.037* | |
O1W | 0.6063 (7) | 0.9871 (4) | 0.3309 (4) | 0.067 (5) | |
H1WA | 0.6520 | 1.0165 | 0.3527 | 0.090* | |
H1WB | 0.5985 | 0.9222 | 0.3631 | 0.090* | |
N3 | 0.4665 (9) | 0.8202 (6) | 0.5686 (5) | 0.046 (7) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4505 | 0.8821 | 0.6050 | 0.044* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.5000 | 0.5199 (7) | 0.2500 | 0.071 (3) | |
H2W | 0.554 (5) | 0.475 (7) | 0.246 (7) | 0.14 (4) | |
C1 | 0.5882 (6) | 0.6810 (5) | 0.4419 (4) | 0.029 (5) | |
C4 | 0.6084 (8) | 0.9009 (5) | 0.5740 (4) | 0.029 (6) | |
C11 | 0.7038 (8) | 0.3126 (5) | 0.3108 (5) | 0.028 (2) | |
C14 | 0.8204 (7) | 0.1176 (5) | 0.4015 (4) | 0.0275 (14) | |
C12 | 0.7447 (11) | 0.2080 (7) | 0.2587 (5) | 0.033 (7) | |
H12A | 0.7057 | 0.1394 | 0.2514 | 0.040* | |
H12B | 0.7551 | 0.2383 | 0.1974 | 0.040* | |
C13 | 0.8230 (9) | 0.1581 (7) | 0.3008 (4) | 0.026 (7) | |
H13 | 0.8378 | 0.0846 | 0.2649 | 0.031* | |
C3 | 0.5521 (11) | 0.7874 (7) | 0.5924 (5) | 0.034 (8) | |
H3 | 0.5565 | 0.7719 | 0.6591 | 0.041* | |
C2 | 0.5782 (6) | 0.6686 (4) | 0.5459 (3) | 0.027 (5) | |
H2A | 0.5374 | 0.6043 | 0.5560 | 0.032* | |
H2B | 0.6303 | 0.6409 | 0.5752 | 0.032* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.023 (2) | 0.0277 (6) | 0.0251 (5) | 0.0025 (3) | −0.0002 (8) | −0.0003 (2) |
O4 | 0.050 (14) | 0.034 (3) | 0.037 (3) | −0.006 (2) | 0.013 (5) | −0.0033 (17) |
O2 | 0.026 (11) | 0.026 (3) | 0.034 (2) | 0.005 (2) | −0.011 (4) | 0.0025 (16) |
O1 | 0.044 (13) | 0.038 (3) | 0.027 (2) | 0.016 (3) | 0.006 (5) | −0.0009 (15) |
O14 | 0.031 (14) | 0.049 (3) | 0.035 (3) | −0.011 (3) | −0.002 (5) | 0.0082 (18) |
O11 | 0.031 (14) | 0.048 (3) | 0.051 (3) | 0.000 (3) | −0.001 (6) | −0.025 (2) |
O13 | 0.031 (15) | 0.053 (3) | 0.030 (3) | −0.010 (3) | −0.009 (5) | 0.0084 (19) |
O12 | 0.048 (3) | 0.0484 (19) | 0.051 (2) | 0.0030 (19) | 0.002 (2) | −0.0053 (15) |
O3 | 0.038 (14) | 0.024 (3) | 0.063 (3) | 0.003 (2) | −0.004 (5) | −0.0002 (17) |
N13 | 0.034 (17) | 0.040 (4) | 0.031 (3) | −0.003 (3) | 0.008 (6) | 0.006 (2) |
O1W | 0.093 (16) | 0.043 (4) | 0.071 (4) | −0.013 (3) | 0.039 (6) | −0.009 (2) |
N3 | 0.05 (2) | 0.036 (4) | 0.047 (4) | −0.007 (4) | 0.005 (8) | −0.007 (2) |
O2W | 0.070 (3) | 0.066 (3) | 0.077 (3) | 0.000 | 0.001 (2) | 0.000 |
H2W | 0.14 (4) | 0.14 (4) | 0.14 (4) | 0.000 (2) | 0.008 (3) | 0.000 (2) |
C1 | 0.031 (16) | 0.021 (4) | 0.034 (3) | −0.008 (3) | 0.004 (6) | −0.002 (2) |
C4 | 0.04 (2) | 0.032 (5) | 0.019 (3) | −0.008 (4) | 0.002 (7) | −0.002 (2) |
C11 | 0.028 (5) | 0.030 (3) | 0.027 (3) | 0.003 (3) | 0.001 (4) | 0.002 (2) |
C14 | 0.0274 (19) | 0.0274 (16) | 0.0277 (16) | 0.0007 (11) | 0.0016 (11) | 0.0002 (10) |
C12 | 0.05 (2) | 0.031 (5) | 0.024 (4) | 0.002 (4) | 0.007 (9) | −0.001 (2) |
C13 | 0.02 (2) | 0.032 (5) | 0.025 (4) | 0.003 (4) | 0.000 (9) | −0.001 (2) |
C3 | 0.04 (3) | 0.032 (5) | 0.033 (4) | 0.004 (4) | 0.006 (9) | −0.001 (3) |
C2 | 0.029 (16) | 0.024 (4) | 0.027 (3) | 0.001 (3) | 0.001 (6) | 0.0011 (19) |
Geometric parameters (Å, º) top Zn1—O4i | 1.960 (7) | N3—H3A | 0.8900 |
Zn1—O1 | 1.940 (6) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.984 (4) | N3—H3C | 0.8900 |
Zn1—O11 | 1.930 (4) | N3—C3 | 1.45 (2) |
O4—C4 | 1.239 (13) | O2W—H2W | 1.01 (5) |
O2—C1 | 1.232 (9) | C1—C2 | 1.530 (7) |
O1—C1 | 1.276 (8) | C4—C3 | 1.551 (16) |
O14—C14 | 1.288 (10) | C11—C12 | 1.522 (9) |
O11—C11 | 1.282 (13) | C14—C13 | 1.525 (8) |
O13—C14 | 1.212 (12) | C12—H12A | 0.9700 |
O12—C11 | 1.212 (15) | C12—H12B | 0.9700 |
O3—C4 | 1.251 (8) | C12—C13 | 1.48 (2) |
N13—H13A | 0.8900 | C13—H13 | 0.9800 |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
N13—H13C | 0.8900 | C3—C2 | 1.510 (8) |
N13—C13 | 1.507 (17) | C2—H2A | 0.9700 |
O1W—H1WA | 0.8499 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8501 | | |
| | | |
O4i—Zn1—O14ii | 101.0 (2) | O12—C11—O11 | 125.7 (7) |
O1—Zn1—O4i | 99.3 (2) | O12—C11—C12 | 121.2 (12) |
O1—Zn1—O14ii | 120.8 (2) | O14—C14—C13 | 114.0 (10) |
O11—Zn1—O4i | 106.3 (3) | O13—C14—O14 | 124.1 (5) |
O11—Zn1—O1 | 111.3 (3) | O13—C14—C13 | 121.8 (9) |
O11—Zn1—O14ii | 115.0 (2) | C11—C12—H12A | 108.1 |
C4—O4—Zn1i | 122.9 (4) | C11—C12—H12B | 108.1 |
C1—O1—Zn1 | 135.2 (4) | H12A—C12—H12B | 107.3 |
C14—O14—Zn1ii | 108.4 (6) | C13—C12—C11 | 116.6 (11) |
C11—O11—Zn1 | 127.9 (7) | C13—C12—H12A | 108.1 |
H13A—N13—H13B | 111.0 | C13—C12—H12B | 108.1 |
H13A—N13—H13C | 109.5 | N13—C13—C14 | 107.4 (10) |
H13B—N13—H13C | 109.5 | N13—C13—H13 | 107.5 |
C13—N13—H13A | 109.5 | C14—C13—H13 | 107.5 |
C13—N13—H13B | 109.5 | C12—C13—N13 | 111.1 (7) |
C13—N13—H13C | 109.5 | C12—C13—C14 | 115.5 (10) |
H1WA—O1W—H1WB | 104.5 | C12—C13—H13 | 107.5 |
H3A—N3—H3B | 109.5 | N3—C3—C4 | 109.5 (7) |
H3A—N3—H3C | 109.5 | N3—C3—H3 | 106.9 |
H3B—N3—H3C | 109.5 | N3—C3—C2 | 112.6 (12) |
C3—N3—H3A | 109.5 | C4—C3—H3 | 106.9 |
C3—N3—H3B | 109.5 | C2—C3—C4 | 113.6 (9) |
C3—N3—H3C | 109.5 | C2—C3—H3 | 106.9 |
O2—C1—O1 | 122.9 (5) | C1—C2—H2A | 108.6 |
O2—C1—C2 | 119.2 (6) | C1—C2—H2B | 108.6 |
O1—C1—C2 | 117.9 (6) | C3—C2—C1 | 114.5 (5) |
O4—C4—O3 | 129.2 (8) | C3—C2—H2A | 108.6 |
O4—C4—C3 | 114.5 (7) | C3—C2—H2B | 108.6 |
O3—C4—C3 | 116.3 (10) | H2A—C2—H2B | 107.6 |
O11—C11—C12 | 113.1 (12) | | |
| | | |
Zn1—O1—C1—C2 | −17.2 (11) | N3—C3—C4—O3 | 29.4 (9) |
Zn1—O11—C11—C12 | −172.9 (4) | C1—C2—C3—N3 | 71.9 (11) |
O2—C1—C2—C3 | −26.4 (13) | C1—C2—C3—C4 | −53.3 (13) |
O12—C11—C12—C13 | −155.1 (11) | C11—C12—C13—N13 | −70.4 (9) |
N13—C13—C14—O13 | −10.9 (11) | C11—C12—C13—C14 | 52.2 (16) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_0_49GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.907 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.191 (4) Å | Cell parameters from 692 reflections |
b = 10.6521 (5) Å | θ = 9.2–54.5° |
c = 14.4247 (6) Å | µ = 2.03 mm−1 |
β = 93.183 (9)° | T = 296 K |
V = 2484.0 (6) Å3 | Plate, colourless |
Z = 4 | 0.30 × 0.30 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.025 |
Radiation source: sealed x-ray tube | θmax = 27.3°, θmin = 4.6° |
ω scan | h = −10→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→12 |
Tmin = 0.549, Tmax = 0.903 | l = −18→17 |
5033 measured reflections | 12 standard reflections every 84 reflections |
816 independent reflections | intensity decay: none |
692 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.027 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.074 | w = 1/[σ2(Fo2) + (0.0407P)2 + 4.3878P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max < 0.001 |
816 reflections | Δρmax = 0.30 e Å−3 |
196 parameters | Δρmin = −0.17 e Å−3 |
14 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.49 (2) GPa (490000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.73180 (7) | 0.50506 (5) | 0.45075 (4) | 0.0258 (7) | |
O4 | 0.6789 (5) | 0.8724 (3) | 0.5528 (3) | 0.037 (4) | |
O2 | 0.5477 (4) | 0.7609 (3) | 0.3982 (2) | 0.026 (3) | |
O1 | 0.6392 (4) | 0.6085 (3) | 0.4055 (2) | 0.039 (4) | |
O14 | 0.7566 (5) | 0.0476 (3) | 0.4173 (3) | 0.043 (4) | |
O11 | 0.7557 (5) | 0.3763 (4) | 0.3617 (3) | 0.039 (4) | |
O13 | 0.8743 (5) | 0.1439 (3) | 0.4586 (3) | 0.035 (4) | |
O12 | 0.6298 (6) | 0.3330 (4) | 0.3006 (4) | 0.038 (5) | |
O3 | 0.5761 (5) | 1.0068 (3) | 0.5830 (3) | 0.042 (4) | |
N13 | 0.8915 (6) | 0.2513 (4) | 0.2946 (3) | 0.036 (5) | |
H13A | 0.9079 | 0.2549 | 0.2368 | 0.043* | |
H13B | 0.9336 | 0.2272 | 0.3327 | 0.043* | |
H13C | 0.8741 | 0.3267 | 0.3116 | 0.043* | |
O1W | 0.6054 (6) | 0.9869 (4) | 0.3291 (4) | 0.069 (4) | |
H1WA | 0.6467 | 1.0253 | 0.3535 | 0.0803* | |
H1WB | 0.5979 | 0.9261 | 0.3652 | 0.0803* | |
N3 | 0.4652 (8) | 0.8197 (6) | 0.5691 (4) | 0.046 (6) | |
H3A | 0.4593 | 0.8351 | 0.5085 | 0.055* | |
H3B | 0.4514 | 0.8878 | 0.6005 | 0.055* | |
H3C | 0.4324 | 0.7562 | 0.5833 | 0.055* | |
O2W | 0.5000 | 0.5203 (6) | 0.2500 | 0.064 (6) | |
H2W | 0.555 (5) | 0.478 (7) | 0.249 (7) | 0.085 (5)* | |
C1 | 0.5885 (6) | 0.6811 (4) | 0.4427 (4) | 0.028 (4) | |
C4 | 0.6081 (7) | 0.9003 (5) | 0.5741 (4) | 0.030 (6) | |
C11 | 0.7031 (10) | 0.3133 (6) | 0.3102 (6) | 0.028 (2) | |
C14 | 0.8192 (7) | 0.1173 (4) | 0.4005 (4) | 0.0271 (19) | |
C12 | 0.7437 (10) | 0.2087 (6) | 0.2572 (5) | 0.034 (7) | |
H12A | 0.7044 | 0.1403 | 0.2491 | 0.040* | |
H12B | 0.7545 | 0.2400 | 0.1959 | 0.040* | |
C13 | 0.8214 (9) | 0.1575 (6) | 0.2993 (4) | 0.029 (7) | |
H13 | 0.8359 | 0.0836 | 0.2631 | 0.035* | |
C3 | 0.5506 (10) | 0.7870 (7) | 0.5938 (5) | 0.026 (7) | |
H3 | 0.5550 | 0.7719 | 0.6609 | 0.032* | |
C2 | 0.5775 (5) | 0.6670 (4) | 0.5467 (3) | 0.031 (5) | |
H2A | 0.5366 | 0.6023 | 0.5558 | 0.038* | |
H2B | 0.6294 | 0.6390 | 0.5766 | 0.038* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.026 (2) | 0.0263 (5) | 0.0255 (4) | 0.0022 (3) | 0.0005 (8) | −0.0005 (2) |
O4 | 0.041 (13) | 0.034 (3) | 0.038 (3) | −0.005 (2) | 0.011 (4) | −0.0036 (16) |
O2 | 0.016 (11) | 0.029 (3) | 0.033 (2) | 0.006 (2) | −0.010 (4) | 0.0031 (15) |
O1 | 0.050 (12) | 0.036 (3) | 0.030 (2) | 0.016 (2) | 0.009 (5) | −0.0009 (15) |
O14 | 0.045 (14) | 0.047 (3) | 0.036 (3) | −0.010 (3) | 0.000 (5) | 0.0087 (18) |
O11 | 0.018 (14) | 0.045 (3) | 0.053 (3) | 0.002 (3) | −0.005 (5) | −0.0244 (19) |
O13 | 0.021 (14) | 0.054 (3) | 0.029 (3) | −0.007 (3) | −0.015 (5) | 0.0095 (18) |
O12 | 0.016 (17) | 0.049 (3) | 0.049 (3) | 0.008 (3) | −0.010 (6) | −0.0070 (19) |
O3 | 0.042 (14) | 0.023 (3) | 0.062 (3) | 0.0031 (19) | 0.000 (5) | −0.0003 (15) |
N13 | 0.045 (16) | 0.034 (3) | 0.030 (3) | −0.001 (3) | 0.014 (5) | 0.005 (2) |
O1W | 0.102 (15) | 0.037 (3) | 0.073 (3) | −0.014 (2) | 0.043 (6) | −0.0114 (19) |
N3 | 0.06 (2) | 0.032 (4) | 0.042 (3) | −0.004 (4) | 0.002 (7) | −0.007 (2) |
O2W | 0.05 (2) | 0.043 (5) | 0.102 (6) | 0.000 | −0.012 (9) | 0.000 |
C1 | 0.029 (15) | 0.020 (4) | 0.034 (3) | −0.010 (3) | 0.005 (6) | −0.003 (2) |
C4 | 0.04 (2) | 0.033 (4) | 0.018 (3) | −0.010 (4) | −0.004 (6) | 0.001 (2) |
C11 | 0.026 (5) | 0.029 (3) | 0.028 (3) | 0.006 (3) | 0.001 (4) | 0.003 (2) |
C14 | 0.027 (5) | 0.025 (2) | 0.030 (3) | 0.002 (2) | 0.002 (3) | 0.002 (2) |
C12 | 0.04 (2) | 0.031 (5) | 0.027 (4) | 0.004 (4) | 0.013 (8) | 0.000 (2) |
C13 | 0.04 (2) | 0.022 (4) | 0.028 (4) | 0.000 (3) | 0.008 (8) | 0.000 (2) |
C3 | 0.01 (3) | 0.034 (5) | 0.034 (4) | 0.005 (4) | 0.004 (8) | −0.002 (2) |
C2 | 0.044 (16) | 0.021 (3) | 0.030 (3) | 0.000 (3) | 0.007 (6) | 0.0010 (18) |
Geometric parameters (Å, º) top Zn1—O4i | 1.950 (6) | N3—H3A | 0.8900 |
Zn1—O1 | 1.944 (6) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.983 (4) | N3—H3C | 0.8900 |
Zn1—O11 | 1.933 (4) | N3—C3 | 1.45 (2) |
O4—C4 | 1.240 (12) | O2W—H2W | 1.00 (5) |
O2—C1 | 1.234 (9) | C1—C2 | 1.528 (6) |
O1—C1 | 1.268 (8) | C4—C3 | 1.559 (15) |
O14—C14 | 1.291 (10) | C11—C12 | 1.522 (8) |
O11—C11 | 1.287 (17) | C14—C13 | 1.523 (7) |
O13—C14 | 1.223 (11) | C12—H12A | 0.9700 |
O12—C11 | 1.206 (19) | C12—H12B | 0.9700 |
O3—C4 | 1.257 (8) | C12—C13 | 1.47 (2) |
N13—H13A | 0.8900 | C13—H13 | 0.9800 |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
N13—H13C | 0.8900 | C3—C2 | 1.523 (7) |
N13—C13 | 1.516 (16) | C2—H2A | 0.9700 |
O1W—H1WA | 0.8444 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8441 | | |
| | | |
O4i—Zn1—O14ii | 100.6 (2) | O12—C11—O11 | 126.2 (7) |
O1—Zn1—O4i | 99.8 (2) | O12—C11—C12 | 121.3 (14) |
O1—Zn1—O14ii | 120.8 (2) | O14—C14—C13 | 113.7 (9) |
O11—Zn1—O4i | 106.3 (2) | O13—C14—O14 | 123.6 (5) |
O11—Zn1—O1 | 111.0 (3) | O13—C14—C13 | 122.6 (8) |
O11—Zn1—O14ii | 115.2 (2) | C11—C12—H12A | 108.1 |
C4—O4—Zn1i | 122.9 (4) | C11—C12—H12B | 108.1 |
C1—O1—Zn1 | 135.2 (4) | H12A—C12—H12B | 107.3 |
C14—O14—Zn1ii | 108.0 (5) | C13—C12—C11 | 116.6 (11) |
C11—O11—Zn1 | 127.1 (8) | C13—C12—H12A | 108.1 |
H13A—N13—H13B | 109.5 | C13—C12—H12B | 108.1 |
H13A—N13—H13C | 109.5 | N13—C13—C14 | 106.5 (9) |
H13B—N13—H13C | 109.5 | N13—C13—H13 | 107.6 |
C13—N13—H13A | 109.5 | C14—C13—H13 | 107.6 |
C13—N13—H13B | 109.5 | C12—C13—N13 | 111.3 (6) |
C13—N13—H13C | 109.5 | C12—C13—C14 | 115.8 (9) |
H1WA—O1W—H1WB | 104.7 | C12—C13—H13 | 107.6 |
H3A—N3—H3B | 109.5 | N3—C3—C4 | 109.9 (7) |
H3A—N3—H3C | 109.5 | N3—C3—H3 | 107.2 |
H3B—N3—H3C | 109.5 | N3—C3—C2 | 112.6 (11) |
C3—N3—H3A | 109.5 | C4—C3—H3 | 107.2 |
C3—N3—H3B | 109.5 | C2—C3—C4 | 112.4 (8) |
C3—N3—H3C | 109.5 | C2—C3—H3 | 107.2 |
O2—C1—O1 | 122.7 (4) | C1—C2—H2A | 108.7 |
O2—C1—C2 | 119.4 (5) | C1—C2—H2B | 108.7 |
O1—C1—C2 | 117.9 (6) | C3—C2—C1 | 114.0 (4) |
O4—C4—O3 | 129.3 (7) | C3—C2—H2A | 108.7 |
O4—C4—C3 | 115.4 (6) | C3—C2—H2B | 108.7 |
O3—C4—C3 | 115.3 (9) | H2A—C2—H2B | 107.6 |
O11—C11—C12 | 112.4 (14) | | |
| | | |
Zn1—O1—C1—C2 | −19.4 (10) | N3—C3—C4—O3 | 31.0 (8) |
Zn1—O11—C11—C12 | −172.9 (4) | C1—C2—C3—N3 | 72.1 (10) |
O2—C1—C2—C3 | −27.9 (12) | C1—C2—C3—C4 | −52.6 (12) |
O12—C11—C12—C13 | −155.2 (11) | C11—C12—C13—N13 | −70.6 (9) |
N13—C13—C14—O13 | −10.8 (10) | C11—C12—C13—C14 | 51.2 (16) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_0_79GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.929 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.098 (2) Å | Cell parameters from 571 reflections |
b = 10.605 (2) Å | θ = 3.7–26.9° |
c = 14.405 (2) Å | µ = 2.06 mm−1 |
β = 93.218 (16)° | T = 296 K |
V = 2455.3 (7) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.064 |
Radiation source: sealed x-ray tube | θmax = 26.9°, θmin = 3.7° |
ω scan | h = −18→18 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −10→10 |
Tmin = 0.698, Tmax = 0.902 | l = −15→15 |
4921 measured reflections | 12 standard reflections every 84 reflections |
824 independent reflections | intensity decay: none |
571 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.062 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.199 | w = 1/[σ2(Fo2) + (0.1168P)2 + 15.7225P] where P = (Fo2 + 2Fc2)/3 |
S = 1.15 | (Δ/σ)max < 0.001 |
824 reflections | Δρmax = 0.44 e Å−3 |
196 parameters | Δρmin = −0.44 e Å−3 |
32 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.79 (2) GPa (790000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.73234 (10) | 0.50539 (16) | 0.45125 (12) | 0.0332 (8) | |
O4 | 0.6772 (5) | 0.8718 (10) | 0.5519 (7) | 0.041 (3) | |
O2 | 0.5478 (6) | 0.7613 (11) | 0.3980 (7) | 0.032 (3) | |
O1 | 0.6400 (6) | 0.6080 (10) | 0.4060 (7) | 0.042 (3) | |
O14 | 0.7553 (7) | 0.0453 (11) | 0.4166 (7) | 0.053 (3) | |
O11 | 0.7553 (6) | 0.3770 (13) | 0.3601 (9) | 0.051 (4) | |
O13 | 0.8728 (8) | 0.1429 (13) | 0.4587 (9) | 0.053 (4) | |
O12 | 0.6285 (7) | 0.3329 (9) | 0.2995 (8) | 0.049 (3) | |
O3 | 0.5758 (6) | 1.0055 (10) | 0.5822 (8) | 0.045 (3) | |
N13 | 0.8913 (7) | 0.2536 (12) | 0.2936 (8) | 0.037 (3) | |
H13A | 0.9036 | 0.2635 | 0.2346 | 0.044* | |
H13B | 0.9364 | 0.2276 | 0.3269 | 0.044* | |
H13C | 0.8742 | 0.3267 | 0.3161 | 0.044* | |
O1W | 0.6014 (9) | 0.9870 (15) | 0.3282 (9) | 0.076 (5) | |
H1WA | 0.6435 | 1.0264 | 0.3494 | 0.114* | |
H1WB | 0.5890 | 0.9389 | 0.3718 | 0.114* | |
N3 | 0.46595 (11) | 0.82054 (17) | 0.56868 (13) | 0.056 (4) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4505 | 0.8821 | 0.6050 | 0.044* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.5000 | 0.522 (3) | 0.2500 | 0.068 (6) | |
H2W | 0.532 (7) | 0.453 (12) | 0.281 (10) | 0.04 (5)* | |
C1 | 0.5893 (11) | 0.680 (2) | 0.4426 (13) | 0.040 (4) | |
C4 | 0.6031 (9) | 0.8995 (17) | 0.5728 (11) | 0.037 (4) | |
C11 | 0.7035 (12) | 0.3127 (17) | 0.3105 (12) | 0.032 (4) | |
C14 | 0.8185 (12) | 0.1178 (17) | 0.3993 (12) | 0.041 (5) | |
C12 | 0.7419 (9) | 0.2078 (14) | 0.2567 (11) | 0.036 (4) | |
H12A | 0.7511 | 0.2382 | 0.1945 | 0.043* | |
H12B | 0.7025 | 0.1387 | 0.2507 | 0.043* | |
C13 | 0.8236 (9) | 0.1573 (15) | 0.2992 (10) | 0.038 (4) | |
H13 | 0.8391 | 0.0833 | 0.2634 | 0.046* | |
C3 | 0.5487 (9) | 0.7862 (15) | 0.5913 (11) | 0.039 (4) | |
H3 | 0.5520 | 0.7725 | 0.6587 | 0.046* | |
C2 | 0.5752 (9) | 0.6650 (14) | 0.5470 (9) | 0.033 (4) | |
H2A | 0.5327 | 0.6014 | 0.5547 | 0.039* | |
H2B | 0.6262 | 0.6355 | 0.5789 | 0.039* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0339 (17) | 0.039 (3) | 0.0257 (19) | 0.0022 (8) | −0.0029 (15) | 0.0001 (7) |
O4 | 0.037 (9) | 0.045 (15) | 0.042 (11) | −0.010 (4) | 0.012 (9) | 0.001 (4) |
O2 | 0.032 (5) | 0.036 (7) | 0.029 (6) | 0.007 (4) | −0.003 (5) | 0.003 (4) |
O1 | 0.035 (8) | 0.054 (14) | 0.037 (10) | 0.012 (5) | −0.003 (8) | −0.003 (4) |
O14 | 0.055 (10) | 0.072 (15) | 0.031 (11) | −0.018 (6) | −0.005 (9) | 0.016 (5) |
O11 | 0.030 (10) | 0.062 (17) | 0.060 (13) | 0.003 (5) | −0.002 (11) | −0.023 (6) |
O13 | 0.075 (13) | 0.040 (19) | 0.046 (15) | −0.016 (7) | 0.019 (13) | 0.003 (5) |
O12 | 0.040 (9) | 0.063 (15) | 0.041 (11) | 0.007 (5) | −0.012 (9) | 0.000 (5) |
O3 | 0.036 (9) | 0.033 (17) | 0.067 (13) | −0.004 (5) | 0.008 (10) | 0.002 (5) |
N13 | 0.025 (9) | 0.062 (16) | 0.023 (12) | 0.004 (5) | 0.001 (9) | 0.001 (6) |
O1W | 0.106 (14) | 0.046 (19) | 0.081 (15) | −0.015 (7) | 0.049 (13) | −0.014 (6) |
N3 | 0.043 (12) | 0.06 (2) | 0.072 (16) | −0.009 (7) | 0.022 (13) | −0.009 (7) |
O2W | 0.061 (8) | 0.067 (9) | 0.073 (9) | 0.000 | −0.004 (7) | 0.000 |
C1 | 0.038 (5) | 0.039 (6) | 0.042 (6) | 0.001 (4) | 0.002 (4) | 0.002 (4) |
C4 | 0.040 (5) | 0.036 (6) | 0.035 (5) | −0.001 (4) | 0.003 (4) | −0.003 (4) |
C11 | 0.035 (5) | 0.031 (6) | 0.030 (5) | 0.003 (4) | 0.000 (4) | 0.000 (4) |
C14 | 0.051 (15) | 0.05 (2) | 0.026 (17) | 0.003 (9) | 0.005 (15) | −0.010 (8) |
C12 | 0.034 (12) | 0.032 (19) | 0.041 (15) | 0.010 (7) | 0.001 (12) | 0.001 (6) |
C13 | 0.050 (13) | 0.03 (2) | 0.031 (15) | −0.013 (7) | −0.001 (13) | 0.005 (6) |
C3 | 0.034 (12) | 0.05 (2) | 0.034 (15) | −0.004 (7) | 0.004 (12) | 0.002 (7) |
C2 | 0.043 (11) | 0.038 (19) | 0.017 (14) | −0.008 (7) | 0.001 (11) | 0.003 (6) |
Geometric parameters (Å, º) top Zn1—O4i | 1.956 (9) | N3—H3A | 0.8900 |
Zn1—O1 | 1.926 (10) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.977 (10) | N3—H3C | 0.8900 |
Zn1—O11 | 1.942 (10) | N3—C3 | 1.402 (15) |
O4—C4 | 1.282 (16) | O2W—H2W | 0.99 (5) |
O2—C1 | 1.25 (2) | C1—C2 | 1.54 (2) |
O1—C1 | 1.256 (19) | C4—C3 | 1.52 (2) |
O14—C14 | 1.310 (19) | C11—C12 | 1.51 (2) |
O11—C11 | 1.27 (2) | C14—C13 | 1.51 (2) |
O13—C14 | 1.218 (19) | C12—H12A | 0.9700 |
O12—C11 | 1.23 (2) | C12—H12B | 0.9700 |
O3—C4 | 1.217 (17) | C12—C13 | 1.52 (2) |
N13—H13A | 0.8900 | C13—H13 | 0.9800 |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
N13—H13C | 0.8900 | C3—C2 | 1.508 (19) |
N13—C13 | 1.499 (18) | C2—H2A | 0.9700 |
O1W—H1WA | 0.8396 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8415 | | |
| | | |
O4i—Zn1—O14ii | 99.7 (4) | O12—C11—O11 | 126.2 (17) |
O1—Zn1—O4i | 100.2 (4) | O12—C11—C12 | 119.4 (15) |
O1—Zn1—O14ii | 120.9 (4) | O14—C14—C13 | 115.4 (16) |
O1—Zn1—O11 | 109.9 (6) | O13—C14—O14 | 122.0 (16) |
O11—Zn1—O4i | 106.3 (4) | O13—C14—C13 | 122.3 (16) |
O11—Zn1—O14ii | 116.6 (6) | C11—C12—H12A | 108.5 |
C4—O4—Zn1i | 123.9 (11) | C11—C12—H12B | 108.5 |
C1—O1—Zn1 | 135.1 (12) | C11—C12—C13 | 115.1 (16) |
C14—O14—Zn1ii | 107.8 (11) | H12A—C12—H12B | 107.5 |
C11—O11—Zn1 | 127.9 (11) | C13—C12—H12A | 108.5 |
H13A—N13—H13B | 109.5 | C13—C12—H12B | 108.5 |
H13A—N13—H13C | 109.5 | N13—C13—C14 | 108.7 (13) |
H13B—N13—H13C | 109.5 | N13—C13—C12 | 110.8 (12) |
C13—N13—H13A | 109.5 | N13—C13—H13 | 108.1 |
C13—N13—H13B | 109.5 | C14—C13—C12 | 113.1 (12) |
C13—N13—H13C | 109.5 | C14—C13—H13 | 108.1 |
H1WA—O1W—H1WB | 104.6 | C12—C13—H13 | 108.1 |
H3A—N3—H3B | 109.5 | N3—C3—C4 | 108.2 (13) |
H3A—N3—H3C | 109.5 | N3—C3—H3 | 105.0 |
H3B—N3—H3C | 109.5 | N3—C3—C2 | 114.3 (12) |
C3—N3—H3A | 109.5 | C4—C3—H3 | 106.9 |
C3—N3—H3B | 111.00 | C2—C3—C4 | 114.9 (11) |
C3—N3—H3C | 108.00 | C2—C3—H3 | 106.9 |
O2—C1—O1 | 123.1 (17) | C1—C2—H2A | 109.1 |
O2—C1—C2 | 118.0 (16) | C1—C2—H2B | 109.1 |
O1—C1—C2 | 118.8 (15) | C3—C2—C1 | 112.6 (13) |
O4—C4—C3 | 114.5 (15) | C3—C2—H2A | 109.1 |
O3—C4—O4 | 125.7 (14) | C3—C2—H2B | 109.1 |
O3—C4—C3 | 119.7 (13) | H2A—C2—H2B | 107.8 |
O11—C11—C12 | 114.3 (17) | | |
| | | |
Zn1—O1—C1—C2 | −21 (3) | N3—C3—C4—O3 | 33.0 (19) |
Zn1—O11—C11—C12 | −171.6 (10) | C1—C2—C3—N3 | 74.0 (17) |
O2—C1—C2—C3 | −30 (3) | C1—C2—C3—C4 | −50.4 (19) |
O12—C11—C12—C13 | −157.6 (15) | C11—C12—C13—N13 | −69.0 (15) |
N13—C13—C14—O13 | −14 (2) | C11—C12—C13—C14 | 53.3 (18) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_0_85GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.950 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.027 (2) Å | Cell parameters from 366 reflections |
b = 10.5656 (8) Å | θ = 4.8–27.1° |
c = 14.3681 (11) Å | µ = 2.08 mm−1 |
β = 93.12 (2)° | T = 296 K |
V = 2429.5 (4) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | 366 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.089 |
Graphite monochromator | θmax = 27.1°, θmin = 4.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −13→13 |
Tmin = 0.695, Tmax = 0.901 | l = −18→18 |
5840 measured reflections | 12 standard reflections every 84 reflections |
549 independent reflections | intensity decay: none |
Refinement top Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.042 | w = 1/[σ2(Fo2) + (0.P)2 + 18.3211P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.074 | (Δ/σ)max < 0.001 |
S = 1.14 | Δρmax = 0.19 e Å−3 |
549 reflections | Δρmin = −0.19 e Å−3 |
196 parameters | Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
114 restraints | Extinction coefficient: 0.0024 (5) |
Primary atom site location: dual | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.85 (2) GPa (850000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7327 (3) | 0.50538 (10) | 0.45152 (7) | 0.036 (5) | |
O4 | 0.6821 (19) | 0.8699 (8) | 0.5530 (6) | 0.047 (3) | |
O2 | 0.5444 (13) | 0.7613 (5) | 0.3993 (4) | 0.04 (2) | |
O1 | 0.6397 (18) | 0.6085 (6) | 0.4065 (4) | 0.038 (3) | |
O14 | 0.7556 (16) | 0.0454 (8) | 0.4167 (5) | 0.049 (3) | |
O11 | 0.7568 (15) | 0.3774 (6) | 0.3617 (5) | 0.055 (3) | |
O13 | 0.8715 (16) | 0.1431 (7) | 0.4586 (5) | 0.045 (4) | |
O12 | 0.625 (2) | 0.3358 (10) | 0.2995 (7) | 0.056 (6) | |
O3 | 0.5716 (17) | 1.0069 (6) | 0.5838 (5) | 0.046 (4) | |
N13 | 0.894 (2) | 0.2494 (8) | 0.2930 (6) | 0.06 (3) | |
H13A | 0.9092 | 0.2550 | 0.2345 | 0.069* | |
H13B | 0.9368 | 0.2215 | 0.3293 | 0.069* | |
H13C | 0.8784 | 0.3254 | 0.3125 | 0.069* | |
O1W | 0.6011 (16) | 0.9878 (12) | 0.3254 (8) | 0.068 (3) | |
H1WA | 0.6515 | 0.9969 | 0.3427 | 0.103* | |
H1WB | 0.5821 | 0.9390 | 0.3650 | 0.103* | |
N3 | 0.464 (2) | 0.8206 (10) | 0.5688 (7) | 0.046 (5) | |
H3A | 0.4584 | 0.8274 | 0.5070 | 0.055* | |
H3B | 0.4526 | 0.8944 | 0.5947 | 0.055* | |
H3C | 0.4299 | 0.7614 | 0.5882 | 0.055* | |
O2W | 0.5000 | 0.5215 (14) | 0.2500 | 0.071 (6) | |
H2W | 0.541 (9) | 0.475 (11) | 0.269 (13) | 0.12 (8)* | |
C1 | 0.587 (2) | 0.6796 (9) | 0.4430 (6) | 0.025 (3) | |
C4 | 0.610 (2) | 0.8989 (12) | 0.5731 (8) | 0.027 (4) | |
C11 | 0.702 (2) | 0.3159 (16) | 0.3068 (10) | 0.037 (5) | |
C14 | 0.814 (2) | 0.1161 (10) | 0.4010 (8) | 0.06 (4) | |
C12 | 0.738 (3) | 0.2085 (10) | 0.2541 (7) | 0.041 (4) | |
H12A | 0.7458 | 0.2360 | 0.1909 | 0.049* | |
H12B | 0.6972 | 0.1400 | 0.2509 | 0.049* | |
C13 | 0.821 (2) | 0.1577 (9) | 0.2974 (6) | 0.031 (3) | |
H13 | 0.8355 | 0.0822 | 0.2621 | 0.037* | |
C3 | 0.549 (2) | 0.7858 (10) | 0.5952 (9) | 0.039 (4) | |
H3 | 0.5534 | 0.7710 | 0.6627 | 0.047* | |
C2 | 0.5734 (19) | 0.6651 (8) | 0.5472 (5) | 0.031 (3) | |
H2A | 0.5299 | 0.6027 | 0.5549 | 0.038* | |
H2B | 0.6244 | 0.6328 | 0.5779 | 0.038* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.040 (14) | 0.0317 (7) | 0.0346 (7) | −0.0015 (17) | −0.0026 (16) | −0.0010 (5) |
O4 | 0.047 (6) | 0.045 (4) | 0.050 (4) | −0.001 (4) | 0.003 (4) | −0.006 (3) |
O2 | 0.05 (7) | 0.033 (4) | 0.040 (4) | 0.008 (8) | −0.014 (9) | 0.003 (3) |
O1 | 0.038 (6) | 0.038 (3) | 0.038 (3) | 0.003 (4) | −0.001 (4) | 0.000 (3) |
O14 | 0.049 (6) | 0.049 (3) | 0.049 (4) | 0.000 (4) | 0.001 (4) | 0.007 (3) |
O11 | 0.054 (6) | 0.054 (3) | 0.057 (3) | 0.000 (4) | 0.002 (4) | −0.009 (3) |
O13 | 0.044 (11) | 0.054 (4) | 0.036 (4) | 0.000 (7) | 0.000 (7) | 0.005 (3) |
O12 | 0.056 (12) | 0.053 (6) | 0.060 (6) | 0.000 (8) | 0.006 (8) | −0.008 (4) |
O3 | 0.044 (11) | 0.036 (4) | 0.058 (4) | 0.003 (7) | 0.007 (7) | −0.002 (3) |
N13 | 0.09 (9) | 0.042 (5) | 0.039 (5) | 0.011 (15) | 0.027 (12) | 0.011 (4) |
O1W | 0.069 (4) | 0.066 (3) | 0.071 (3) | 0.000 (2) | 0.005 (2) | −0.001 (2) |
N3 | 0.048 (11) | 0.046 (5) | 0.044 (5) | 0.002 (8) | −0.003 (8) | −0.006 (4) |
O2W | 0.070 (12) | 0.057 (7) | 0.087 (8) | 0.000 | −0.006 (8) | 0.000 |
C1 | 0.025 (6) | 0.022 (3) | 0.028 (4) | 0.000 (4) | 0.002 (4) | −0.006 (3) |
C4 | 0.027 (4) | 0.027 (4) | 0.027 (4) | −0.0002 (11) | 0.0014 (11) | −0.0002 (11) |
C11 | 0.036 (8) | 0.037 (6) | 0.036 (6) | −0.001 (4) | 0.001 (4) | 0.000 (4) |
C14 | 0.12 (12) | 0.021 (6) | 0.034 (7) | 0.002 (14) | 0.010 (16) | 0.004 (5) |
C12 | 0.041 (6) | 0.040 (4) | 0.042 (4) | 0.001 (4) | 0.002 (4) | −0.002 (4) |
C13 | 0.031 (6) | 0.032 (4) | 0.030 (4) | 0.001 (4) | 0.003 (4) | 0.001 (3) |
C3 | 0.039 (7) | 0.036 (5) | 0.042 (5) | −0.001 (4) | 0.001 (4) | 0.003 (3) |
C2 | 0.031 (6) | 0.032 (4) | 0.031 (4) | 0.001 (4) | 0.002 (4) | −0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.90 (2) | O1W—H1WB | 0.8377 |
Zn1—O11 | 1.922 (9) | N3—C3 | 1.44 (4) |
Zn1—O1 | 1.93 (2) | N3—H3A | 0.8900 |
Zn1—O14ii | 1.967 (8) | N3—H3B | 0.8900 |
O4—C4 | 1.25 (4) | N3—H3C | 0.8900 |
O4—Zn1i | 1.90 (2) | O2W—H2W | 0.85 (5) |
O2—C1 | 1.25 (2) | C1—C2 | 1.533 (14) |
O1—C1 | 1.27 (3) | C4—C3 | 1.58 (4) |
O14—C14 | 1.22 (3) | C11—C12 | 1.49 (3) |
O14—Zn1ii | 1.967 (8) | C14—C13 | 1.563 (14) |
O11—C11 | 1.32 (3) | C12—C13 | 1.54 (5) |
O13—C14 | 1.24 (3) | C12—H12A | 0.9700 |
O12—C11 | 1.26 (4) | C12—H12B | 0.9700 |
O3—C4 | 1.31 (2) | C13—H13 | 0.9800 |
N13—C13 | 1.52 (4) | C3—C2 | 1.509 (17) |
N13—H13A | 0.8900 | C3—H3 | 0.9800 |
N13—H13B | 0.8900 | C2—H2A | 0.9700 |
N13—H13C | 0.8900 | C2—H2B | 0.9700 |
O1W—H1WA | 0.8366 | | |
| | | |
O4i—Zn1—O11 | 107.1 (8) | O12—C11—C12 | 119 (3) |
O4i—Zn1—O1 | 98.1 (8) | O11—C11—C12 | 115 (3) |
O11—Zn1—O1 | 110.6 (6) | O14—C14—O13 | 124.4 (13) |
O4i—Zn1—O14ii | 101.0 (7) | O14—C14—C13 | 117 (2) |
O11—Zn1—O14ii | 116.3 (4) | O13—C14—C13 | 118 (3) |
O1—Zn1—O14ii | 120.5 (7) | C11—C12—C13 | 113.8 (19) |
C4—O4—Zn1i | 121.0 (11) | C11—C12—H12A | 108.8 |
C1—O1—Zn1 | 135.9 (9) | C13—C12—H12A | 108.8 |
C14—O14—Zn1ii | 108.1 (13) | C11—C12—H12B | 108.8 |
C11—O11—Zn1 | 127 (2) | C13—C12—H12B | 108.8 |
C13—N13—H13A | 109.5 | H12A—C12—H12B | 107.7 |
C13—N13—H13B | 109.5 | N13—C13—C12 | 114.4 (13) |
H13A—N13—H13B | 109.5 | N13—C13—C14 | 108.6 (18) |
C13—N13—H13C | 109.5 | C12—C13—C14 | 112 (3) |
H13A—N13—H13C | 109.5 | N13—C13—H13 | 107.2 |
H13B—N13—H13C | 109.5 | C12—C13—H13 | 107.2 |
H1WA—O1W—H1WB | 104.4 | C14—C13—H13 | 107.2 |
C3—N3—H3A | 109.5 | N3—C3—C2 | 110.8 (19) |
C3—N3—H3B | 109.5 | N3—C3—C4 | 109.5 (16) |
H3A—N3—H3B | 109.5 | C2—C3—C4 | 112 (2) |
C3—N3—H3C | 109.5 | N3—C3—H3 | 108.2 |
H3A—N3—H3C | 109.5 | C2—C3—H3 | 108.2 |
H3B—N3—H3C | 109.5 | C4—C3—H3 | 108.2 |
O2—C1—O1 | 124.1 (11) | C3—C2—C1 | 114.6 (8) |
O2—C1—C2 | 117 (2) | C3—C2—H2A | 108.6 |
O1—C1—C2 | 118.6 (15) | C1—C2—H2A | 108.6 |
O4—C4—O3 | 133 (2) | C3—C2—H2B | 108.6 |
O4—C4—C3 | 116.6 (16) | C1—C2—H2B | 108.6 |
O3—C4—C3 | 110 (3) | H2A—C2—H2B | 107.6 |
O12—C11—O11 | 126 (2) | | |
| | | |
C1—C2—C3—N3 | 73 (3) | C11—C12—C13—C14 | 56 (2) |
C1—C2—C3—C4 | −50 (3) | N13—C13—C14—O13 | −11 (2) |
N3—C3—C4—O3 | 32.7 (15) | O12—C11—C12—C13 | −155 (2) |
O2—C1—C2—C3 | −31 (3) | Zn1—O1—C1—C2 | −18 (3) |
C11—C12—C13—N13 | −68 (2) | Zn1—O11—C11—C12 | −171.4 (9) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_1_15GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.985 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.005 (3) Å | Cell parameters from 332 reflections |
b = 10.4707 (8) Å | θ = 0.7–0.9° |
c = 14.2629 (10) Å | µ = 2.12 mm−1 |
β = 93.08 (3)° | T = 296 K |
V = 2386.8 (5) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.070 |
Radiation source: sealed x-ray tube | θmax = 27.0°, θmin = 3.7° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 3.74, Tmax = 27.015 | l = −18→17 |
4732 measured reflections | 12 standard reflections every 84 reflections |
436 independent reflections | intensity decay: none |
332 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.031 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.077 | w = 1/[σ2(Fo2) + (0.0394P)2 + 10.5512P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max < 0.001 |
436 reflections | Δρmax = 0.16 e Å−3 |
196 parameters | Δρmin = −0.14 e Å−3 |
134 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.15 (2) GPa (1150000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7342 (4) | 0.50578 (9) | 0.45238 (7) | 0.031 (2) | |
O4 | 0.681 (3) | 0.8672 (9) | 0.5518 (7) | 0.043 (4) | |
O2 | 0.5417 (16) | 0.7615 (6) | 0.3992 (4) | 0.034 (5) | |
O1 | 0.641 (3) | 0.6084 (7) | 0.4066 (5) | 0.036 (3) | |
O14 | 0.752 (2) | 0.0453 (8) | 0.4140 (5) | 0.050 (3) | |
O11 | 0.755 (2) | 0.3781 (7) | 0.3600 (5) | 0.051 (3) | |
O13 | 0.869 (2) | 0.1410 (7) | 0.4583 (5) | 0.044 (5) | |
O12 | 0.628 (3) | 0.3387 (12) | 0.2978 (9) | 0.055 (6) | |
O3 | 0.570 (2) | 1.0080 (6) | 0.5850 (5) | 0.044 (5) | |
N13 | 0.890 (2) | 0.2487 (7) | 0.2914 (5) | 0.035 (5) | |
H13A | 0.902048 | 0.260648 | 0.231680 | 0.042* | |
H13B | 0.935479 | 0.218320 | 0.323216 | 0.042* | |
H13C | 0.875645 | 0.322745 | 0.316286 | 0.042* | |
O1W | 0.600 (2) | 0.9877 (11) | 0.3208 (6) | 0.065 (5) | |
H1WA | 0.647946 | 0.986475 | 0.349458 | 0.097* | |
H1WB | 0.571482 | 0.932492 | 0.349269 | 0.097* | |
N3 | 0.463 (3) | 0.8190 (11) | 0.5690 (7) | 0.044 (5) | |
H3A | 0.458011 | 0.829716 | 0.507056 | 0.053* | |
H3B | 0.450015 | 0.891253 | 0.597471 | 0.053* | |
H3C | 0.429201 | 0.756877 | 0.585829 | 0.053* | |
O2W | 0.500000 | 0.5222 (15) | 0.250000 | 0.065 (6) | |
H2W | 0.557846 | 0.486394 | 0.253083 | 0.16 (10)* | |
C1 | 0.583 (3) | 0.6792 (10) | 0.4439 (7) | 0.029 (3) | |
C4 | 0.607 (5) | 0.9000 (12) | 0.5722 (9) | 0.023 (4) | |
C11 | 0.697 (4) | 0.3184 (17) | 0.3063 (12) | 0.029 (5) | |
C14 | 0.814 (3) | 0.1144 (10) | 0.3988 (8) | 0.030 (4) | |
C12 | 0.739 (4) | 0.2082 (10) | 0.2522 (8) | 0.037 (4) | |
H12A | 0.699387 | 0.138367 | 0.245108 | 0.044* | |
H12B | 0.749627 | 0.238699 | 0.189713 | 0.044* | |
C13 | 0.820 (3) | 0.1557 (9) | 0.2963 (7) | 0.029 (3) | |
H13 | 0.835105 | 0.079955 | 0.260390 | 0.035* | |
C3 | 0.548 (3) | 0.7853 (11) | 0.5958 (9) | 0.037 (5) | |
H3 | 0.552212 | 0.771523 | 0.663808 | 0.045* | |
C2 | 0.573 (2) | 0.6632 (8) | 0.5485 (6) | 0.029 (3) | |
H2A | 0.530070 | 0.599040 | 0.557809 | 0.035* | |
H2B | 0.624761 | 0.632569 | 0.578007 | 0.035* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.034 (6) | 0.0293 (7) | 0.0294 (7) | 0.0005 (18) | −0.0040 (17) | −0.0008 (5) |
O4 | 0.043 (7) | 0.038 (4) | 0.048 (4) | −0.003 (5) | 0.002 (5) | −0.005 (3) |
O2 | 0.034 (13) | 0.033 (3) | 0.035 (3) | 0.001 (7) | −0.010 (7) | 0.005 (3) |
O1 | 0.036 (7) | 0.038 (3) | 0.034 (3) | 0.001 (5) | 0.000 (5) | −0.001 (3) |
O14 | 0.050 (7) | 0.053 (4) | 0.048 (4) | 0.000 (5) | 0.004 (5) | 0.007 (3) |
O11 | 0.051 (7) | 0.048 (3) | 0.055 (4) | 0.000 (5) | 0.003 (5) | −0.020 (3) |
O13 | 0.043 (13) | 0.053 (4) | 0.036 (4) | −0.003 (9) | 0.006 (9) | 0.002 (3) |
O12 | 0.054 (14) | 0.056 (7) | 0.054 (6) | −0.003 (10) | −0.001 (10) | −0.004 (4) |
O3 | 0.044 (13) | 0.036 (4) | 0.054 (4) | 0.005 (8) | 0.010 (9) | 0.001 (3) |
N13 | 0.035 (13) | 0.038 (4) | 0.034 (4) | −0.001 (9) | 0.016 (9) | 0.007 (4) |
O1W | 0.066 (13) | 0.050 (4) | 0.081 (6) | −0.001 (8) | 0.022 (9) | −0.010 (4) |
N3 | 0.045 (13) | 0.043 (6) | 0.043 (5) | 0.000 (10) | 0.006 (9) | −0.004 (4) |
O2W | 0.063 (14) | 0.049 (6) | 0.084 (8) | 0.000 | −0.001 (10) | 0.000 |
C1 | 0.029 (7) | 0.031 (4) | 0.027 (4) | −0.001 (5) | 0.001 (5) | −0.001 (3) |
C4 | 0.023 (7) | 0.023 (5) | 0.025 (4) | −0.001 (5) | 0.003 (5) | 0.001 (4) |
C11 | 0.028 (8) | 0.028 (6) | 0.029 (6) | 0.001 (5) | 0.001 (5) | −0.002 (4) |
C14 | 0.030 (7) | 0.027 (4) | 0.034 (4) | 0.000 (5) | 0.001 (5) | 0.000 (4) |
C12 | 0.037 (7) | 0.039 (4) | 0.035 (4) | 0.001 (5) | 0.003 (5) | 0.000 (4) |
C13 | 0.029 (7) | 0.030 (4) | 0.029 (4) | 0.002 (5) | 0.003 (5) | −0.001 (3) |
C3 | 0.037 (8) | 0.038 (5) | 0.037 (5) | −0.001 (5) | 0.002 (5) | 0.001 (4) |
C2 | 0.029 (7) | 0.028 (4) | 0.031 (4) | 0.002 (5) | 0.001 (5) | 0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.90 (4) | N3—H3A | 0.8900 |
Zn1—O1 | 1.92 (4) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.981 (8) | N3—H3C | 0.8900 |
Zn1—O11 | 1.918 (9) | N3—C3 | 1.43 (5) |
O4—C4 | 1.28 (9) | O2W—H2W | 0.9976 |
O2—C1 | 1.24 (3) | C1—C2 | 1.518 (16) |
O1—C1 | 1.32 (5) | C4—C3 | 1.58 (6) |
O14—C14 | 1.26 (5) | C11—C12 | 1.56 (4) |
O11—C11 | 1.33 (4) | C14—C13 | 1.534 (15) |
O13—C14 | 1.23 (5) | C12—H12A | 0.9700 |
O12—C11 | 1.13 (9) | C12—H12B | 0.9700 |
O3—C4 | 1.29 (4) | C12—C13 | 1.52 (6) |
N13—H13A | 0.8900 | C13—H13 | 0.9800 |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
N13—H13C | 0.8900 | C3—C2 | 1.51 (2) |
N13—C13 | 1.49 (4) | C2—H2A | 0.9700 |
O1W—H1WA | 0.8521 | C2—H2B | 0.9600 |
O1W—H1WB | 0.8511 | | |
| | | |
O4i—Zn1—O1 | 98.0 (14) | O12—C11—O11 | 129 (2) |
O4i—Zn1—O14ii | 100.0 (9) | O12—C11—C12 | 122 (3) |
O4i—Zn1—O11 | 108.5 (11) | O14—C14—C13 | 115 (3) |
O1—Zn1—O14ii | 121.7 (9) | O13—C14—O14 | 124.2 (15) |
O11—Zn1—O1 | 108.4 (8) | O13—C14—C13 | 121 (4) |
O11—Zn1—O14ii | 117.2 (4) | C11—C12—H12A | 108.2 |
C4—O4—Zn1i | 119.2 (14) | C11—C12—H12B | 108.2 |
C1—O1—Zn1 | 136.4 (11) | H12A—C12—H12B | 107.3 |
C14—O14—Zn1ii | 105.6 (17) | C13—C12—C11 | 116 (2) |
C11—O11—Zn1 | 126 (2) | C13—C12—H12A | 108.2 |
H13A—N13—H13B | 109.5 | C13—C12—H12B | 108.2 |
H13A—N13—H13C | 109.5 | N13—C13—C14 | 109 (2) |
H13B—N13—H13C | 109.5 | N13—C13—C12 | 112.0 (16) |
C13—N13—H13A | 109.5 | N13—C13—H13 | 107.5 |
C13—N13—H13B | 109.5 | C14—C13—H13 | 107.5 |
C13—N13—H13C | 109.5 | C12—C13—C14 | 113 (3) |
H1WA—O1W—H1WB | 104.6 | C12—C13—H13 | 107.5 |
H3A—N3—H3B | 109.5 | N3—C3—C4 | 109 (3) |
H3A—N3—H3C | 109.5 | N3—C3—H3 | 108.2 |
H3B—N3—H3C | 109.5 | N3—C3—C2 | 111 (2) |
C3—N3—H3A | 109.5 | C4—C3—H3 | 108.2 |
C3—N3—H3B | 109.5 | C2—C3—C4 | 112 (3) |
C3—N3—H3C | 109.5 | C2—C3—H3 | 108.2 |
O2—C1—O1 | 123.2 (14) | C1—C2—H2A | 109.0 |
O2—C1—C2 | 120 (3) | C1—C2—H2B | 109.0 |
O1—C1—C2 | 117 (2) | C3—C2—C1 | 113.0 (10) |
O4—C4—O3 | 135 (4) | C3—C2—H2A | 109.0 |
O4—C4—C3 | 115 (2) | C3—C2—H2B | 109.0 |
O3—C4—C3 | 111 (5) | H2A—C2—H2B | 107.8 |
O11—C11—C12 | 109 (4) | | |
| | | |
Zn1—O1—C1—C2 | −14 (5) | N3—C3—C4—O3 | 35 (2) |
Zn1—O11—C11—C12 | −171.5 (10) | C1—C2—C3—N3 | 71 (4) |
O2—C1—C2—C3 | −29 (5) | C1—C2—C3—C4 | −51 (4) |
O12—C11—C12—C13 | −156 (3) | C11—C12—C13—N13 | −70 (3) |
N13—C13—C14—O13 | −12 (3) | C11—C12—C13—C14 | 53 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_1_44GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 1.992 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.950 (3) Å | Cell parameters from 333 reflections |
b = 10.4707 (8) Å | θ = 3.7–27.0° |
c = 14.2629 (10) Å | µ = 2.12 mm−1 |
β = 93.08 (3)° | T = 296 K |
V = 2378.6 (5) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.063 |
Radiation source: sealed x-ray tube | θmax = 27.0°, θmin = 3.7° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.689, Tmax = 0.899 | l = −18→17 |
4750 measured reflections | 12 standard reflections every 84 reflections |
437 independent reflections | intensity decay: none |
333 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.031 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.076 | w = 1/[σ2(Fo2) + (0.0398P)2 + 8.8556P] where P = (Fo2 + 2Fc2)/3 |
S = 1.08 | (Δ/σ)max < 0.001 |
437 reflections | Δρmax = 0.16 e Å−3 |
196 parameters | Δρmin = −0.14 e Å−3 |
110 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.44 (2) GPa (1440000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7344 (3) | 0.50578 (9) | 0.45237 (7) | 0.048 (7) | |
O4 | 0.680 (3) | 0.8673 (10) | 0.5517 (7) | 0.043 (4) | |
O2 | 0.5414 (16) | 0.7614 (6) | 0.3991 (4) | 0.035 (5) | |
O1 | 0.642 (3) | 0.6084 (7) | 0.4066 (5) | 0.036 (3) | |
O14 | 0.751 (2) | 0.0454 (8) | 0.4140 (5) | 0.051 (3) | |
O11 | 0.756 (2) | 0.3780 (6) | 0.3602 (5) | 0.053 (3) | |
O13 | 0.870 (3) | 0.1410 (7) | 0.4583 (5) | 0.043 (5) | |
O12 | 0.628 (3) | 0.3390 (14) | 0.2981 (9) | 0.058 (7) | |
O3 | 0.571 (2) | 1.0081 (6) | 0.5856 (5) | 0.044 (5) | |
N13 | 0.890 (2) | 0.2491 (8) | 0.2913 (5) | 0.036 (5) | |
H13A | 0.902011 | 0.261259 | 0.231597 | 0.043* | |
H13B | 0.935850 | 0.219295 | 0.323109 | 0.043* | |
H13C | 0.875233 | 0.322969 | 0.316229 | 0.043* | |
O1W | 0.599 (2) | 0.9876 (13) | 0.3209 (8) | 0.066 (5) | |
H1WA | 0.647766 | 0.987709 | 0.345264 | 0.090* | |
H1WB | 0.573520 | 0.935027 | 0.352538 | 0.090* | |
N3 | 0.462 (3) | 0.8194 (12) | 0.5692 (7) | 0.044 (5) | |
H3A | 0.455852 | 0.832236 | 0.507521 | 0.053* | |
H3B | 0.447851 | 0.890281 | 0.599169 | 0.053* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.500000 | 0.5222 (15) | 0.250000 | 0.066 (7) | |
H2W | 0.558 (6) | 0.487 (11) | 0.250 (14) | 0.09 (9)* | |
C1 | 0.584 (4) | 0.6789 (10) | 0.4439 (7) | 0.05 (7) | |
C4 | 0.607 (5) | 0.9002 (12) | 0.5722 (9) | 0.023 (4) | |
C11 | 0.695 (5) | 0.3182 (18) | 0.3057 (12) | 0.028 (5) | |
C14 | 0.816 (4) | 0.1146 (10) | 0.3990 (8) | 0.031 (4) | |
C12 | 0.738 (4) | 0.2086 (11) | 0.2521 (8) | 0.037 (4) | |
H12A | 0.698754 | 0.138268 | 0.245150 | 0.045* | |
H12B | 0.748473 | 0.239142 | 0.189566 | 0.045* | |
C13 | 0.821 (3) | 0.1561 (9) | 0.2963 (7) | 0.03 (4) | |
H13 | 0.836265 | 0.080663 | 0.260080 | 0.039* | |
C3 | 0.550 (4) | 0.7854 (11) | 0.5956 (9) | 0.038 (5) | |
H3 | 0.554825 | 0.771707 | 0.663670 | 0.046* | |
C2 | 0.573 (2) | 0.6631 (7) | 0.5486 (5) | 0.029 (3) | |
H2A | 0.529403 | 0.600307 | 0.557710 | 0.035* | |
H2B | 0.624838 | 0.630823 | 0.578302 | 0.035* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.08 (2) | 0.0293 (7) | 0.0292 (7) | 0.0005 (19) | −0.0037 (18) | −0.0008 (5) |
O4 | 0.043 (7) | 0.038 (4) | 0.049 (5) | −0.003 (5) | 0.002 (5) | −0.006 (3) |
O2 | 0.035 (13) | 0.034 (3) | 0.035 (3) | 0.000 (7) | −0.010 (7) | 0.006 (3) |
O1 | 0.036 (7) | 0.038 (3) | 0.034 (3) | 0.002 (5) | −0.001 (5) | −0.002 (3) |
O14 | 0.051 (7) | 0.054 (4) | 0.048 (4) | 0.000 (5) | 0.005 (5) | 0.007 (3) |
O11 | 0.053 (7) | 0.050 (3) | 0.056 (4) | −0.001 (5) | 0.002 (5) | −0.020 (3) |
O13 | 0.042 (13) | 0.052 (4) | 0.036 (4) | −0.001 (9) | 0.005 (9) | 0.001 (3) |
O12 | 0.058 (14) | 0.059 (7) | 0.058 (7) | −0.003 (10) | 0.000 (10) | −0.004 (5) |
O3 | 0.044 (13) | 0.039 (4) | 0.050 (4) | 0.007 (8) | 0.013 (9) | −0.001 (3) |
N13 | 0.036 (13) | 0.036 (4) | 0.036 (4) | −0.001 (9) | 0.016 (9) | 0.008 (4) |
O1W | 0.067 (13) | 0.050 (4) | 0.083 (6) | −0.002 (8) | 0.020 (9) | −0.010 (4) |
N3 | 0.046 (13) | 0.043 (5) | 0.045 (5) | 0.000 (10) | 0.006 (9) | −0.005 (5) |
O2W | 0.064 (14) | 0.048 (6) | 0.086 (8) | 0.000 | −0.001 (10) | 0.000 |
C1 | 0.1 (2) | 0.034 (6) | 0.025 (5) | −0.02 (2) | 0.01 (2) | −0.003 (4) |
C4 | 0.023 (7) | 0.022 (5) | 0.025 (4) | −0.002 (5) | 0.002 (5) | 0.001 (4) |
C11 | 0.028 (8) | 0.028 (5) | 0.029 (6) | 0.001 (5) | 0.002 (5) | −0.002 (4) |
C14 | 0.031 (7) | 0.027 (4) | 0.034 (4) | 0.000 (5) | 0.001 (5) | 0.000 (4) |
C12 | 0.037 (7) | 0.038 (4) | 0.037 (4) | 0.000 (5) | 0.003 (5) | 0.000 (4) |
C13 | 0.04 (12) | 0.032 (5) | 0.029 (5) | 0.021 (17) | 0.009 (16) | −0.001 (4) |
C3 | 0.038 (8) | 0.038 (5) | 0.038 (5) | −0.001 (5) | 0.002 (5) | 0.000 (4) |
C2 | 0.028 (7) | 0.027 (3) | 0.031 (4) | 0.003 (5) | 0.002 (5) | 0.002 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.91 (4) | N3—H3A | 0.8900 |
Zn1—O1 | 1.91 (4) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.981 (8) | N3—H3C | 0.8200 |
Zn1—O11 | 1.919 (9) | N3—C3 | 1.48 (8) |
O4—C4 | 1.26 (9) | O2W—H2W | 0.99 (6) |
O2—C1 | 1.25 (3) | C1—C2 | 1.523 (16) |
O1—C1 | 1.31 (5) | C4—C3 | 1.55 (6) |
O14—C14 | 1.29 (5) | C11—C12 | 1.56 (5) |
O11—C11 | 1.36 (5) | C14—C13 | 1.535 (15) |
O13—C14 | 1.21 (5) | C12—H12A | 0.9700 |
O12—C11 | 1.09 (11) | C12—H12B | 0.9700 |
O3—C4 | 1.29 (4) | C12—C13 | 1.54 (6) |
N13—H13A | 0.8900 | C13—H13 | 0.9800 |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
N13—H13C | 0.8900 | C3—C2 | 1.50 (2) |
N13—C13 | 1.48 (4) | C2—H2A | 0.9700 |
O1W—H1WA | 0.8323 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8325 | | |
| | | |
O4i—Zn1—O1 | 98.1 (14) | O12—C11—O11 | 129 (3) |
O4i—Zn1—O14ii | 99.8 (9) | O12—C11—C12 | 124 (4) |
O4i—Zn1—O11 | 108.1 (11) | O14—C14—C13 | 114 (3) |
O1—Zn1—O14ii | 121.9 (9) | O13—C14—O14 | 124.2 (16) |
O1—Zn1—O11 | 108.7 (8) | O13—C14—C13 | 122 (4) |
O11—Zn1—O14ii | 117.0 (4) | C11—C12—H12A | 108.0 |
C4—O4—Zn1i | 119.1 (16) | C11—C12—H12B | 108.0 |
C1—O1—Zn1 | 136.3 (11) | H12A—C12—H12B | 107.3 |
C14—O14—Zn1ii | 105.0 (16) | C13—C12—C11 | 117 (3) |
C11—O11—Zn1 | 124 (3) | C13—C12—H12A | 108.0 |
H13A—N13—H13B | 109.5 | C13—C12—H12B | 108.0 |
H13A—N13—H13C | 109.5 | N13—C13—C14 | 108 (3) |
H13B—N13—H13C | 109.5 | N13—C13—C12 | 112.0 (16) |
C13—N13—H13A | 109.5 | N13—C13—H13 | 107.6 |
C13—N13—H13B | 109.5 | C14—C13—C12 | 114 (3) |
C13—N13—H13C | 109.5 | C14—C13—H13 | 107.6 |
H1WA—O1W—H1WB | 104.4 | C12—C13—H13 | 107.6 |
H3A—N3—H3B | 109.5 | N3—C3—C4 | 109 (3) |
H3A—N3—H3C | 103.0 | N3—C3—H3 | 108.1 |
H3B—N3—H3C | 119.0 | N3—C3—C2 | 110 (3) |
C3—N3—H3A | 109.5 | C4—C3—H3 | 108.1 |
C3—N3—H3B | 109.5 | C2—C3—C4 | 114 (4) |
C3—N3—H3C | 106.0 | C2—C3—H3 | 108.1 |
O2—C1—O1 | 123.6 (14) | C1—C2—H2A | 109.0 |
O2—C1—C2 | 119 (3) | C1—C2—H2B | 109.0 |
O1—C1—C2 | 117 (2) | C3—C2—C1 | 112.9 (10) |
O4—C4—O3 | 135 (5) | C3—C2—H2A | 109.0 |
O4—C4—C3 | 113 (2) | C3—C2—H2B | 109.0 |
O3—C4—C3 | 112 (5) | H2A—C2—H2B | 107.8 |
O11—C11—C12 | 108 (5) | | |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_1_62GPa)
top Crystal data top C16H30N4O19Zn2 | F(000) = 1464 |
Mr = 713.18 | Dx = 1.999 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.916 (5) Å | Cell parameters from 316 reflections |
b = 10.4593 (12) Å | θ = 3.8–27.0° |
c = 14.2566 (15) Å | µ = 2.13 mm−1 |
β = 93.09 (4)° | T = 296 K |
V = 2369.9 (8) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.15 mm |
Data collection top Radiation source: fine-focus sealed tube | Rint = 0.101 |
Graphite monochromator | θmax = 27.0°, θmin = 3.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.688, Tmax = 0.969 | l = −18→17 |
4699 measured reflections | 12 standard reflections every 84 reflections |
433 independent reflections | intensity decay: none |
316 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.039 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.099 | w = 1/[σ2(Fo2) + (0.0636P)2 + 0.3086P] where P = (Fo2 + 2Fc2)/3 |
S = 1.14 | (Δ/σ)max < 0.001 |
433 reflections | Δρmax = 0.15 e Å−3 |
196 parameters | Δρmin = −0.15 e Å−3 |
138 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.62 (2) GPa (1620000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2sigma(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7346 (4) | 0.50574 (9) | 0.45275 (7) | 0.050 (8) | |
O4 | 0.685 (3) | 0.8658 (10) | 0.5525 (8) | 0.047 (6) | |
O2 | 0.5414 (15) | 0.7599 (6) | 0.3991 (4) | 0.040 (9) | |
O1 | 0.641 (3) | 0.6082 (7) | 0.4068 (5) | 0.042 (5) | |
O14 | 0.749 (2) | 0.0450 (9) | 0.4137 (5) | 0.052 (5) | |
O11 | 0.7560 (19) | 0.3781 (7) | 0.3604 (5) | 0.059 (5) | |
O13 | 0.867 (2) | 0.1406 (7) | 0.4584 (5) | 0.043 (9) | |
O12 | 0.625 (2) | 0.3381 (14) | 0.2979 (11) | 0.056 (10) | |
O3 | 0.568 (2) | 1.0089 (6) | 0.5857 (6) | 0.048 (9) | |
N13 | 0.890 (3) | 0.2486 (7) | 0.2908 (5) | 0.037 (4) | |
H13A | 0.8944 | 0.2735 | 0.2315 | 0.045* | |
H13B | 0.9381 | 0.2110 | 0.3110 | 0.045* | |
H13C | 0.8809 | 0.3163 | 0.3265 | 0.045* | |
O1W | 0.597 (3) | 0.9887 (11) | 0.3191 (7) | 0.071 (5) | |
H1WB | 0.5595 | 0.9411 | 0.3406 | 0.107* | |
H1WA | 0.6410 | 0.9732 | 0.3541 | 0.107* | |
N3 | 0.463 (2) | 0.8212 (11) | 0.5690 (7) | 0.042 (5) | |
H3A | 0.4604 | 0.8383 | 0.5078 | 0.051* | |
H3B | 0.4502 | 0.8910 | 0.6008 | 0.051* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.5000 | 0.5233 (17) | 0.2500 | 0.067 (6) | |
C1 | 0.580 (3) | 0.6799 (11) | 0.4446 (7) | 0.034 (5) | |
C4 | 0.607 (3) | 0.9015 (12) | 0.5701 (10) | 0.028 (6) | |
C11 | 0.702 (2) | 0.321 (2) | 0.3052 (16) | 0.033 (7) | |
C14 | 0.810 (4) | 0.1150 (12) | 0.3972 (8) | 0.034 (5) | |
C13 | 0.819 (3) | 0.1562 (9) | 0.2963 (7) | 0.033 (5) | |
H13 | 0.8337 | 0.0799 | 0.2606 | 0.040* | |
C3 | 0.543 (2) | 0.7830 (11) | 0.5962 (9) | 0.040 (6) | |
H3 | 0.5467 | 0.7702 | 0.6644 | 0.048* | |
C12 | 0.740 (3) | 0.2090 (10) | 0.2512 (8) | 0.038 (5) | |
H12A | 0.6990 | 0.1409 | 0.2448 | 0.046* | |
H12B | 0.7517 | 0.2381 | 0.1886 | 0.046* | |
C2 | 0.573 (2) | 0.6610 (7) | 0.5488 (5) | 0.032 (5) | |
H2A | 0.6268 | 0.6356 | 0.5773 | 0.039* | |
H2B | 0.5329 | 0.5928 | 0.5589 | 0.039* | |
H2W | 0.549 (6) | 0.486 (10) | 0.251 (13) | 0.10 (8)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.08 (2) | 0.0331 (8) | 0.0311 (8) | −0.0017 (19) | −0.005 (2) | −0.0008 (5) |
O4 | 0.047 (14) | 0.034 (5) | 0.059 (6) | −0.011 (10) | 0.001 (10) | −0.005 (4) |
O2 | 0.04 (3) | 0.038 (4) | 0.040 (3) | 0.000 (9) | −0.026 (9) | 0.005 (3) |
O1 | 0.042 (14) | 0.044 (4) | 0.038 (4) | 0.000 (9) | −0.008 (9) | −0.004 (3) |
O14 | 0.052 (14) | 0.057 (4) | 0.046 (4) | −0.009 (9) | −0.007 (9) | 0.014 (4) |
O11 | 0.061 (14) | 0.052 (4) | 0.066 (4) | −0.002 (8) | 0.010 (9) | −0.023 (4) |
O13 | 0.03 (3) | 0.054 (4) | 0.039 (4) | −0.016 (12) | −0.007 (12) | 0.005 (3) |
O12 | 0.05 (3) | 0.070 (8) | 0.052 (7) | −0.007 (16) | 0.002 (16) | −0.015 (5) |
O3 | 0.05 (3) | 0.039 (4) | 0.060 (4) | 0.015 (10) | 0.026 (14) | −0.006 (3) |
N13 | 0.038 (10) | 0.036 (4) | 0.040 (4) | 0.000 (8) | 0.010 (7) | 0.006 (3) |
O1W | 0.073 (11) | 0.057 (5) | 0.086 (5) | −0.003 (7) | 0.023 (8) | −0.009 (4) |
N3 | 0.043 (11) | 0.040 (5) | 0.045 (5) | 0.008 (8) | 0.007 (8) | 0.002 (4) |
O2W | 0.065 (12) | 0.050 (6) | 0.087 (8) | 0.000 | −0.002 (9) | 0.000 |
C1 | 0.036 (14) | 0.036 (5) | 0.031 (5) | −0.001 (10) | 0.000 (10) | 0.001 (4) |
C4 | 0.027 (14) | 0.022 (6) | 0.035 (6) | 0.001 (10) | 0.012 (10) | 0.003 (5) |
C11 | 0.031 (15) | 0.030 (7) | 0.037 (8) | 0.003 (11) | −0.001 (11) | 0.007 (5) |
C14 | 0.034 (14) | 0.034 (6) | 0.036 (5) | 0.001 (10) | 0.009 (10) | 0.005 (5) |
C13 | 0.033 (14) | 0.036 (5) | 0.032 (5) | 0.003 (10) | 0.008 (9) | −0.004 (4) |
C3 | 0.042 (14) | 0.040 (6) | 0.040 (6) | −0.012 (10) | 0.001 (10) | −0.001 (5) |
C12 | 0.038 (14) | 0.037 (5) | 0.040 (5) | 0.001 (10) | 0.006 (10) | −0.004 (4) |
C2 | 0.032 (14) | 0.033 (4) | 0.032 (4) | −0.004 (9) | −0.002 (9) | −0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.85 (3) | O1W—H1WA | 0.8502 |
Zn1—O11 | 1.919 (9) | N3—C3 | 1.371 (11) |
Zn1—O1 | 1.92 (3) | N3—H3A | 0.8900 |
Zn1—O14ii | 1.980 (8) | N3—H3B | 0.8900 |
O4—C4 | 1.340 (11) | N3—H3C | 0.8500 |
O4—Zn1i | 1.85 (3) | O2W—H2W | 0.87 (5) |
O2—C1 | 1.21 (3) | C1—C2 | 1.510 (14) |
O1—C1 | 1.35 (4) | C4—C3 | 1.66 (4) |
O14—C14 | 1.25 (5) | C11—C12 | 1.54 (4) |
O14—Zn1ii | 1.980 (8) | C14—C13 | 1.516 (16) |
O11—C11 | 1.28 (3) | C13—C12 | 1.48 (6) |
O13—C14 | 1.25 (5) | C13—H13 | 0.9800 |
O12—C11 | 1.238 (11) | C3—C2 | 1.529 (19) |
O3—C4 | 1.31 (3) | C3—H3 | 0.9800 |
N13—C13 | 1.49 (5) | C12—H12A | 0.9700 |
N13—H13A | 0.8900 | C12—H12B | 0.9700 |
N13—H13B | 0.8900 | C2—H2A | 0.9700 |
N13—H13C | 0.8900 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8500 | | |
| | | |
O4i—Zn1—O11 | 109.2 (10) | O12—C11—C12 | 119 (3) |
O4i—Zn1—O1 | 96.0 (10) | O11—C11—C12 | 113 (3) |
O11—Zn1—O1 | 108.5 (8) | O13—C14—O14 | 122.3 (14) |
O4i—Zn1—O14ii | 100.3 (8) | O13—C14—C13 | 120 (4) |
O11—Zn1—O14ii | 117.0 (5) | O14—C14—C13 | 117 (3) |
O1—Zn1—O14ii | 122.4 (9) | C12—C13—N13 | 111.2 (16) |
C4—O4—Zn1i | 117.0 (13) | C12—C13—C14 | 113 (3) |
C1—O1—Zn1 | 136.7 (11) | N13—C13—C14 | 110 (3) |
C14—O14—Zn1ii | 105.9 (17) | C12—C13—H13 | 107.3 |
C11—O11—Zn1 | 128 (2) | N13—C13—H13 | 107.3 |
C13—N13—H13A | 109.5 | C14—C13—H13 | 107.3 |
C13—N13—H13B | 109.5 | N3—C3—C2 | 114.8 (19) |
H13A—N13—H13B | 109.5 | N3—C3—C4 | 106.8 (18) |
C13—N13—H13C | 109.5 | C2—C3—C4 | 109 (2) |
H13A—N13—H13C | 109.5 | N3—C3—H3 | 108.8 |
H13B—N13—H13C | 109.5 | C2—C3—H3 | 108.8 |
H1WB—O1W—H1WA | 104.5 | C4—C3—H3 | 108.8 |
C3—N3—H3A | 109.5 | C13—C12—C11 | 114.4 (18) |
C3—N3—H3B | 109.5 | C13—C12—H12A | 108.7 |
H3A—N3—H3B | 109.5 | C11—C12—H12A | 108.7 |
C3—N3—H3C | 103.0 | C13—C12—H12B | 108.7 |
H3A—N3—H3C | 107.0 | C11—C12—H12B | 108.7 |
H3B—N3—H3C | 118.0 | H12A—C12—H12B | 107.6 |
O2—C1—O1 | 121.6 (13) | C1—C2—C3 | 111.7 (10) |
O2—C1—C2 | 123 (2) | C1—C2—H2A | 109.3 |
O1—C1—C2 | 115 (2) | C3—C2—H2A | 109.3 |
O3—C4—O4 | 136 (2) | C1—C2—H2B | 109.3 |
O3—C4—C3 | 108 (3) | C3—C2—H2B | 109.3 |
O4—C4—C3 | 115.0 (19) | H2A—C2—H2B | 107.9 |
O12—C11—O11 | 128 (3) | | |
| | | |
C1—C2—C3—N3 | 66 (3) | N13—C13—C14—O13 | −12 (3) |
C1—C2—C3—C4 | −54 (4) | O12—C11—C12—C13 | −152 (3) |
N3—C3—C4—O3 | 36.8 (14) | Zn1—O1—C1—C2 | −13 (5) |
O2—C1—C2—C3 | −25 (5) | Zn1—O11—C11—C12 | −170.9 (9) |
C11—C12—C13—N13 | −70 (2) | Zn1—O4i—C4i—C3i | 167.6 (10) |
C11—C12—C13—C14 | 55 (3) | Zn1—O14ii—C14ii—C13ii | −173.5 (19) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_1_82GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.021 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.819 (4) Å | Cell parameters from 332 reflections |
b = 10.4316 (10) Å | θ = 3.8–27.0° |
c = 14.2229 (13) Å | µ = 2.15 mm−1 |
β = 93.03 (3)° | T = 296 K |
V = 2343.8 (6) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.068 |
Radiation source: sealed x-ray tube | θmax = 27.0°, θmin = 3.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.685, Tmax = 0.898 | l = −17→17 |
4678 measured reflections | 12 standard reflections every 84 reflections |
429 independent reflections | intensity decay: none |
332 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.032 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.081 | w = 1/[σ2(Fo2) + (0.0472P)2 + 6.8691P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.001 |
429 reflections | Δρmax = 0.14 e Å−3 |
196 parameters | Δρmin = −0.18 e Å−3 |
130 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.82 (2) GPa (1820000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7344 (3) | 0.50599 (9) | 0.45303 (6) | 0.0301 (19) | |
O4 | 0.683 (3) | 0.8665 (8) | 0.5511 (6) | 0.037 (3) | |
O2 | 0.5420 (15) | 0.7604 (5) | 0.3999 (4) | 0.034 (4) | |
O1 | 0.640 (2) | 0.6081 (6) | 0.4072 (4) | 0.036 (3) | |
O14 | 0.7485 (18) | 0.0441 (7) | 0.4128 (5) | 0.048 (3) | |
O11 | 0.7563 (19) | 0.3787 (6) | 0.3593 (4) | 0.050 (3) | |
O13 | 0.870 (2) | 0.1402 (6) | 0.4581 (5) | 0.042 (4) | |
O12 | 0.629 (3) | 0.3409 (12) | 0.2980 (8) | 0.053 (6) | |
O3 | 0.5727 (19) | 1.0083 (5) | 0.5852 (5) | 0.043 (4) | |
N13 | 0.892 (2) | 0.2472 (7) | 0.2906 (5) | 0.032 (4) | |
H13A | 0.9063 | 0.2545 | 0.2312 | 0.039* | |
H13B | 0.9359 | 0.2187 | 0.3261 | 0.039* | |
H13C | 0.8761 | 0.3234 | 0.3117 | 0.039* | |
O1W | 0.593 (2) | 0.9883 (10) | 0.3171 (9) | 0.066 (5) | |
H1WA | 0.6523 | 0.9747 | 0.3405 | 0.099* | |
H1WB | 0.5771 | 0.9419 | 0.3659 | 0.099* | |
N3 | 0.459 (2) | 0.8194 (10) | 0.5680 (6) | 0.044 (5) | |
H3A | 0.4546 | 0.8342 | 0.5063 | 0.053* | |
H3B | 0.4444 | 0.8897 | 0.5987 | 0.053* | |
H3C | 0.4245 | 0.7554 | 0.5819 | 0.053* | |
O2W | 0.5000 | 0.5238 (12) | 0.2500 | 0.054 (5) | |
C1 | 0.580 (3) | 0.6788 (9) | 0.4444 (6) | 0.031 (3) | |
C4 | 0.605 (4) | 0.8995 (11) | 0.5730 (8) | 0.023 (4) | |
C11 | 0.698 (4) | 0.3174 (15) | 0.3046 (10) | 0.024 (4) | |
C14 | 0.810 (3) | 0.1132 (9) | 0.3981 (7) | 0.027 (3) | |
C13 | 0.820 (3) | 0.1544 (8) | 0.2955 (6) | 0.029 (3) | |
H13 | 0.8340 | 0.0779 | 0.2596 | 0.034* | |
C3 | 0.547 (2) | 0.7844 (10) | 0.5962 (8) | 0.030 (4) | |
H3 | 0.5506 | 0.7709 | 0.6644 | 0.036* | |
C12 | 0.740 (3) | 0.2093 (8) | 0.2512 (6) | 0.029 (3) | |
H12A | 0.6988 | 0.1403 | 0.2426 | 0.034* | |
H12B | 0.7515 | 0.2408 | 0.1891 | 0.034* | |
C2 | 0.570 (2) | 0.6619 (7) | 0.5493 (5) | 0.028 (3) | |
H2A | 0.5266 | 0.5983 | 0.5591 | 0.034* | |
H2B | 0.6228 | 0.6302 | 0.5782 | 0.034* | |
H2W | 0.547 (6) | 0.483 (10) | 0.257 (17) | 0.16 (8)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.033 (6) | 0.0294 (7) | 0.0274 (6) | 0.0010 (16) | −0.0029 (15) | −0.0006 (4) |
O4 | 0.037 (6) | 0.035 (3) | 0.040 (4) | −0.003 (5) | 0.002 (5) | −0.004 (3) |
O2 | 0.032 (12) | 0.033 (3) | 0.035 (3) | 0.002 (7) | −0.008 (6) | 0.003 (3) |
O1 | 0.036 (6) | 0.038 (3) | 0.034 (3) | 0.001 (4) | 0.001 (4) | 0.000 (3) |
O14 | 0.048 (6) | 0.049 (3) | 0.046 (3) | −0.002 (4) | 0.003 (4) | 0.011 (3) |
O11 | 0.050 (6) | 0.047 (3) | 0.053 (3) | 0.000 (4) | 0.002 (4) | −0.019 (3) |
O13 | 0.040 (12) | 0.049 (4) | 0.037 (3) | −0.003 (8) | 0.000 (8) | 0.003 (3) |
O12 | 0.052 (12) | 0.049 (6) | 0.056 (6) | −0.001 (8) | 0.001 (8) | −0.008 (4) |
O3 | 0.043 (12) | 0.032 (3) | 0.055 (3) | 0.002 (7) | 0.005 (8) | 0.000 (3) |
N13 | 0.032 (12) | 0.036 (4) | 0.029 (4) | 0.000 (8) | 0.008 (7) | 0.007 (3) |
O1W | 0.067 (12) | 0.052 (4) | 0.082 (6) | −0.002 (8) | 0.029 (8) | −0.013 (4) |
N3 | 0.045 (12) | 0.043 (5) | 0.045 (5) | 0.004 (8) | 0.003 (8) | −0.010 (4) |
O2W | 0.053 (12) | 0.038 (5) | 0.071 (6) | 0.000 | −0.005 (9) | 0.000 |
C1 | 0.032 (6) | 0.031 (4) | 0.031 (4) | −0.002 (5) | 0.001 (5) | 0.000 (3) |
C4 | 0.023 (7) | 0.024 (4) | 0.022 (4) | −0.001 (5) | 0.001 (5) | −0.002 (3) |
C11 | 0.024 (7) | 0.025 (5) | 0.023 (5) | 0.001 (5) | 0.002 (5) | 0.002 (3) |
C14 | 0.027 (6) | 0.023 (4) | 0.032 (4) | −0.001 (5) | 0.003 (5) | −0.002 (3) |
C13 | 0.029 (6) | 0.031 (4) | 0.027 (3) | 0.001 (5) | 0.002 (4) | −0.003 (3) |
C3 | 0.030 (7) | 0.031 (4) | 0.029 (4) | 0.000 (5) | 0.002 (5) | −0.002 (3) |
C12 | 0.029 (6) | 0.030 (3) | 0.027 (3) | 0.000 (5) | 0.001 (5) | −0.001 (3) |
C2 | 0.028 (6) | 0.026 (3) | 0.030 (3) | 0.000 (4) | −0.001 (5) | 0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.87 (4) | N3—H3A | 0.8900 |
Zn1—O1 | 1.92 (4) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.983 (8) | N3—H3C | 0.8900 |
Zn1—O11 | 1.926 (9) | N3—C3 | 1.47 (5) |
Zn1—C14ii | 2.584 (19) | O2W—H2W | 0.86 (6) |
O4—C4 | 1.33 (8) | O2W—H2Wiii | 0.86 (6) |
O2—C1 | 1.20 (3) | C1—C2 | 1.518 (16) |
O1—C1 | 1.34 (5) | C4—C3 | 1.56 (4) |
O14—C14 | 1.24 (5) | C11—C12 | 1.53 (5) |
O11—C11 | 1.34 (5) | C14—C13 | 1.536 (16) |
O13—C14 | 1.27 (5) | C13—H13 | 0.9800 |
O12—C11 | 1.12 (10) | C13—C12 | 1.50 (6) |
O3—C4 | 1.26 (3) | C3—H3 | 0.9800 |
N13—H13A | 0.8900 | C3—C2 | 1.497 (19) |
N13—H13B | 0.8900 | C12—H12A | 0.9700 |
N13—H13C | 0.8900 | C12—H12B | 0.9700 |
N13—C13 | 1.50 (5) | C2—H2A | 0.9700 |
O1W—H1WA | 0.9959 | C2—H2B | 0.9700 |
O1W—H1WB | 0.8901 | | |
| | | |
O4i—Zn1—O1 | 97.4 (14) | O11—C11—C12 | 110 (5) |
O4i—Zn1—O14ii | 99.0 (9) | O12—C11—O11 | 126 (2) |
O4i—Zn1—O11 | 108.4 (11) | O12—C11—C12 | 124 (4) |
O4i—Zn1—C14ii | 126.1 (9) | O14—C14—Zn1ii | 48.1 (8) |
O1—Zn1—O14ii | 122.5 (9) | O14—C14—O13 | 125.4 (14) |
O1—Zn1—O11 | 108.2 (8) | O14—C14—C13 | 116 (3) |
O1—Zn1—C14ii | 107.8 (10) | O13—C14—Zn1ii | 77.4 (10) |
O14ii—Zn1—C14ii | 27.6 (13) | O13—C14—C13 | 118 (4) |
O11—Zn1—O14ii | 117.7 (5) | C13—C14—Zn1ii | 163 (2) |
O11—Zn1—C14ii | 107.6 (4) | N13—C13—C14 | 110 (3) |
C4—O4—Zn1i | 118.8 (12) | N13—C13—H13 | 107.7 |
C1—O1—Zn1 | 136.9 (11) | N13—C13—C12 | 111.3 (17) |
C14—O14—Zn1ii | 104.3 (17) | C14—C13—H13 | 107.7 |
C11—O11—Zn1 | 126 (3) | C12—C13—C14 | 112 (3) |
H13A—N13—H13B | 109.5 | C12—C13—H13 | 107.7 |
H13A—N13—H13C | 109.5 | N3—C3—C4 | 108 (2) |
H13B—N13—H13C | 109.5 | N3—C3—H3 | 108.3 |
C13—N13—H13A | 109.5 | N3—C3—C2 | 110 (2) |
C13—N13—H13B | 109.5 | C4—C3—H3 | 108.3 |
C13—N13—H13C | 109.5 | C2—C3—C4 | 114 (3) |
H1WA—O1W—H1WB | 87.5 | C2—C3—H3 | 108.3 |
H3A—N3—H3B | 109.5 | C11—C12—H12A | 108.1 |
H3A—N3—H3C | 109.5 | C11—C12—H12B | 108.1 |
H3B—N3—H3C | 109.5 | C13—C12—C11 | 117 (3) |
C3—N3—H3A | 109.5 | C13—C12—H12A | 108.1 |
C3—N3—H3B | 109.5 | C13—C12—H12B | 108.1 |
C3—N3—H3C | 109.5 | H12A—C12—H12B | 107.3 |
H2W—O2W—H2Wiii | 120 (10) | C1—C2—H2A | 109.2 |
O2—C1—O1 | 121.8 (16) | C1—C2—H2B | 109.2 |
O2—C1—C2 | 122 (3) | C3—C2—C1 | 112.2 (10) |
O1—C1—C2 | 116 (3) | C3—C2—H2A | 109.2 |
O4—C4—C3 | 114.5 (19) | C3—C2—H2B | 109.2 |
O3—C4—O4 | 131 (4) | H2A—C2—H2B | 107.9 |
O3—C4—C3 | 115 (4) | | |
| | | |
Zn1—O1—C1—C2 | −13 (5) | N3—C3—C4—O3 | 36 (2) |
Zn1—O11—C11—C12 | −170.9 (11) | C1—C2—C3—N3 | 71 (4) |
O2—C1—C2—C3 | −27 (5) | C1—C2—C3—C4 | −50 (4) |
O12—C11—C12—C13 | −154 (3) | C11—C12—C13—N13 | −71 (3) |
N13—C13—C14—O13 | −13 (3) | C11—C12—C13—C14 | 52 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1; (iii) −x+1, y, −z+1/2. |
(Zn-aspartate_sesquihydrate_2_15GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.044 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.782 (4) Å | Cell parameters from 316 reflections |
b = 10.3838 (9) Å | θ = 3.8–26.7° |
c = 14.1615 (13) Å | µ = 2.18 mm−1 |
β = 92.99 (3)° | T = 296 K |
V = 2317.5 (6) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.04 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.069 |
Radiation source: sealed x-ray tube | θmax = 26.7°, θmin = 3.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.682, Tmax = 0.917 | l = −17→17 |
4622 measured reflections | 12 standard reflections every 84 reflections |
427 independent reflections | intensity decay: none |
316 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.070 | w = 1/[σ2(Fo2) + 27.4439P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max < 0.001 |
427 reflections | Δρmax = 0.17 e Å−3 |
199 parameters | Δρmin = −0.16 e Å−3 |
134 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 2.15 (2) GPa (2150000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7355 (4) | 0.50599 (11) | 0.45344 (7) | 0.039 (6) | |
O4 | 0.683 (2) | 0.8657 (8) | 0.5513 (6) | 0.040 (3) | |
O2 | 0.5414 (17) | 0.7599 (6) | 0.4006 (4) | 0.033 (4) | |
O1 | 0.642 (3) | 0.6066 (7) | 0.4073 (5) | 0.038 (3) | |
O14 | 0.745 (2) | 0.0442 (8) | 0.4122 (5) | 0.049 (3) | |
O11 | 0.757 (2) | 0.3785 (7) | 0.3585 (5) | 0.054 (3) | |
O13 | 0.868 (2) | 0.1383 (7) | 0.4579 (5) | 0.040 (4) | |
O12 | 0.623 (2) | 0.3410 (11) | 0.2964 (8) | 0.049 (6) | |
O3 | 0.571 (2) | 1.0081 (6) | 0.5866 (5) | 0.041 (4) | |
N13 | 0.888 (2) | 0.2458 (8) | 0.2892 (5) | 0.034 (4) | |
H13A | 0.9008 | 0.2569 | 0.2292 | 0.040* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8731 | 0.3209 | 0.3135 | 0.040* | |
O1W | 0.592 (2) | 0.9889 (11) | 0.3148 (7) | 0.071 (9) | |
H1WA | 0.640 (6) | 0.982 (17) | 0.343 (15) | 0.106* | |
H1WB | 0.560 (8) | 0.936 (9) | 0.341 (12) | 0.106* | |
N3 | 0.459 (3) | 0.8188 (11) | 0.5693 (7) | 0.040 (5) | |
H3A | 0.4569 | 0.8514 | 0.5111 | 0.048* | |
H3B | 0.4404 | 0.8772 | 0.6093 | 0.048* | |
H3C | 0.4262 | 0.7490 | 0.5704 | 0.048* | |
O2W | 0.5000 | 0.5236 (15) | 0.2500 | 0.060 (6) | |
C1 | 0.580 (3) | 0.6767 (9) | 0.4444 (6) | 0.029 (3) | |
C4 | 0.600 (2) | 0.8992 (11) | 0.5728 (8) | 0.027 (4) | |
C11 | 0.703 (3) | 0.3181 (16) | 0.3042 (11) | 0.027 (5) | |
C14 | 0.815 (3) | 0.1144 (12) | 0.3972 (8) | 0.034 (4) | |
C13 | 0.819 (2) | 0.1542 (9) | 0.2942 (6) | 0.026 (3) | |
H13 | 0.8338 | 0.0777 | 0.2581 | 0.031* | |
C3 | 0.546 (2) | 0.7837 (11) | 0.5973 (9) | 0.036 (4) | |
H3 | 0.5510 | 0.7706 | 0.6659 | 0.043* | |
C12 | 0.739 (3) | 0.2086 (9) | 0.2490 (7) | 0.030 (3) | |
H12A | 0.6971 | 0.1405 | 0.2422 | 0.036* | |
H12B | 0.7505 | 0.2390 | 0.1862 | 0.036* | |
C2 | 0.568 (2) | 0.6613 (8) | 0.5498 (5) | 0.023 (3) | |
H2A | 0.5231 | 0.5993 | 0.5586 | 0.028* | |
H2B | 0.6198 | 0.6269 | 0.5799 | 0.028* | |
H2W | 0.546 (8) | 0.482 (14) | 0.241 (12) | 0.10 (9)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.058 (19) | 0.0298 (7) | 0.0269 (7) | −0.001 (2) | −0.0031 (17) | −0.0003 (5) |
O4 | 0.040 (6) | 0.034 (3) | 0.045 (4) | −0.003 (4) | 0.000 (4) | −0.001 (3) |
O2 | 0.033 (11) | 0.035 (3) | 0.031 (3) | 0.000 (7) | −0.004 (7) | 0.002 (3) |
O1 | 0.038 (6) | 0.043 (3) | 0.033 (3) | 0.002 (4) | 0.000 (4) | −0.001 (3) |
O14 | 0.049 (6) | 0.054 (4) | 0.045 (3) | −0.001 (4) | 0.003 (4) | 0.006 (3) |
O11 | 0.054 (6) | 0.054 (4) | 0.054 (4) | −0.001 (4) | 0.004 (4) | −0.014 (3) |
O13 | 0.039 (11) | 0.050 (4) | 0.032 (3) | −0.006 (8) | 0.002 (8) | 0.004 (3) |
O12 | 0.049 (12) | 0.047 (6) | 0.051 (6) | 0.004 (8) | 0.002 (8) | −0.004 (4) |
O3 | 0.042 (11) | 0.035 (4) | 0.047 (4) | 0.003 (7) | 0.010 (8) | 0.001 (3) |
N13 | 0.033 (11) | 0.034 (4) | 0.034 (4) | 0.001 (8) | 0.009 (8) | 0.003 (4) |
O1W | 0.07 (3) | 0.048 (5) | 0.096 (7) | −0.024 (12) | 0.056 (13) | −0.018 (5) |
N3 | 0.040 (12) | 0.040 (5) | 0.038 (5) | 0.004 (8) | 0.003 (8) | −0.008 (4) |
O2W | 0.058 (12) | 0.048 (6) | 0.072 (7) | 0.000 | 0.001 (8) | 0.000 |
C1 | 0.029 (6) | 0.030 (4) | 0.029 (4) | −0.002 (5) | 0.002 (5) | 0.001 (3) |
C4 | 0.027 (7) | 0.026 (5) | 0.027 (4) | −0.001 (5) | 0.003 (5) | 0.000 (3) |
C11 | 0.027 (7) | 0.027 (5) | 0.027 (5) | 0.001 (5) | 0.002 (5) | 0.002 (3) |
C14 | 0.034 (6) | 0.034 (4) | 0.035 (4) | 0.001 (5) | 0.002 (4) | −0.001 (4) |
C13 | 0.025 (6) | 0.028 (4) | 0.024 (4) | 0.000 (4) | 0.002 (4) | 0.002 (3) |
C3 | 0.036 (7) | 0.038 (5) | 0.033 (5) | −0.001 (5) | 0.001 (5) | −0.003 (3) |
C12 | 0.030 (6) | 0.032 (4) | 0.029 (4) | 0.000 (5) | 0.001 (4) | −0.003 (3) |
C2 | 0.023 (6) | 0.022 (3) | 0.024 (4) | 0.000 (4) | 0.001 (4) | −0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.85 (3) | O12—C11 | 1.28 (6) |
Zn1—O1 | 1.90 (4) | O3—C4 | 1.24 (2) |
Zn1—O14ii | 1.981 (10) | N13—C13 | 1.456 (13) |
Zn1—O11 | 1.930 (11) | N3—C3 | 1.46 (5) |
O4—C4 | 1.400 (14) | C1—C2 | 1.522 (16) |
O2—C1 | 1.20 (3) | C4—C3 | 1.52 (4) |
O1—C1 | 1.35 (5) | C11—C12 | 1.51 (4) |
O14—C14 | 1.34 (6) | C14—C13 | 1.521 (17) |
O11—C11 | 1.29 (4) | C13—C12 | 1.49 (6) |
O13—C14 | 1.20 (5) | C3—C2 | 1.49 (2) |
| | | |
O4i—Zn1—O1 | 96.9 (11) | O3—C4—C3 | 118 (3) |
O4i—Zn1—O14ii | 98.5 (9) | O11—C11—C12 | 115 (4) |
O4i—Zn1—O11 | 108.7 (12) | O12—C11—O11 | 126 (3) |
O1—Zn1—O14ii | 123.8 (11) | O12—C11—C12 | 120 (3) |
O1—Zn1—O11 | 107.5 (9) | O14—C14—C13 | 112 (3) |
O11—Zn1—O14ii | 117.7 (6) | O13—C14—O14 | 123.5 (18) |
C4—O4—Zn1i | 118.9 (12) | O13—C14—C13 | 124 (4) |
C1—O1—Zn1 | 136.9 (11) | N13—C13—C14 | 107 (2) |
C14—O14—Zn1ii | 101.8 (19) | N13—C13—C12 | 110.6 (17) |
C11—O11—Zn1 | 128 (3) | C12—C13—C14 | 116 (3) |
O2—C1—O1 | 122.6 (16) | N3—C3—C4 | 106 (2) |
O2—C1—C2 | 120 (3) | N3—C3—C2 | 109 (2) |
O1—C1—C2 | 117 (2) | C2—C3—C4 | 115 (3) |
O4—C4—C3 | 113 (2) | C13—C12—C11 | 113 (2) |
O3—C4—O4 | 128 (2) | C3—C2—C1 | 113.2 (10) |
| | | |
Zn1—O1—C1—C2 | −12 (5) | N3—C3—C4—O3 | 38.7 (19) |
Zn1—O11—C11—C12 | −170.3 (11) | C1—C2—C3—N3 | 73 (4) |
O2—C1—C2—C3 | −29 (5) | C1—C2—C3—C4 | −46 (5) |
O12—C11—C12—C13 | −154 (3) | C11—C12—C13—N13 | −70 (3) |
N13—C13—C14—O13 | −11 (3) | C11—C12—C13—C14 | 53 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_2_49GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.063 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.731 (3) Å | Cell parameters from 320 reflections |
b = 10.3513 (6) Å | θ = 3.8–26.7° |
c = 14.1190 (9) Å | µ = 2.20 mm−1 |
β = 92.92 (2)° | T = 296 K |
V = 2296.1 (4) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.069 |
Radiation source: sealed x-ray tube | θmax = 26.7°, θmin = 3.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→13 |
Tmin = 0.680, Tmax = 0.896 | l = −17→17 |
4599 measured reflections | 12 standard reflections every 84 reflections |
424 independent reflections | intensity decay: none |
320 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.029 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.067 | w = 1/[σ2(Fo2) + (0.0339P)2 + 6.1011P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max < 0.001 |
424 reflections | Δρmax = 0.14 e Å−3 |
199 parameters | Δρmin = −0.13 e Å−3 |
129 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 2.49 (2) GPa (2490000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7360 (3) | 0.50630 (9) | 0.45372 (6) | 0.040 (6) | |
O4 | 0.685 (2) | 0.8655 (8) | 0.5507 (6) | 0.040 (3) | |
O2 | 0.5401 (14) | 0.7607 (5) | 0.4008 (3) | 0.033 (4) | |
O1 | 0.642 (2) | 0.6070 (6) | 0.4075 (4) | 0.036 (3) | |
O14 | 0.7471 (19) | 0.0438 (8) | 0.4116 (5) | 0.053 (3) | |
O11 | 0.7581 (18) | 0.3799 (6) | 0.3580 (4) | 0.052 (3) | |
O13 | 0.8679 (19) | 0.1397 (6) | 0.4576 (4) | 0.041 (4) | |
O12 | 0.6234 (19) | 0.3416 (10) | 0.2969 (7) | 0.053 (6) | |
O3 | 0.5710 (18) | 1.0083 (5) | 0.5867 (4) | 0.041 (4) | |
N13 | 0.891 (2) | 0.2463 (6) | 0.2890 (5) | 0.035 (4) | |
H13A | 0.9036 | 0.2570 | 0.2288 | 0.042* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8764 | 0.3221 | 0.3133 | 0.042* | |
O1W | 0.588 (2) | 0.9893 (8) | 0.3129 (6) | 0.072 (5) | |
H1WA | 0.636 (6) | 0.978 (14) | 0.347 (13) | 0.098* | |
H1WB | 0.555 (6) | 0.936 (8) | 0.338 (10) | 0.098* | |
N3 | 0.461 (3) | 0.8194 (9) | 0.5691 (6) | 0.034 (5) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4427 | 0.8787 | 0.6087 | 0.041* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.5000 | 0.5261 (11) | 0.2500 | 0.055 (5) | |
C1 | 0.583 (3) | 0.6778 (9) | 0.4455 (6) | 0.027 (3) | |
C4 | 0.598 (3) | 0.8988 (11) | 0.5724 (8) | 0.028 (4) | |
C11 | 0.702 (2) | 0.3200 (14) | 0.3029 (10) | 0.025 (4) | |
C14 | 0.811 (3) | 0.1132 (9) | 0.3974 (7) | 0.029 (3) | |
C13 | 0.818 (3) | 0.1541 (8) | 0.2939 (6) | 0.027 (3) | |
H13 | 0.8320 | 0.0769 | 0.2578 | 0.032* | |
C3 | 0.542 (3) | 0.7827 (10) | 0.5982 (8) | 0.035 (4) | |
H3 | 0.5445 | 0.7708 | 0.6671 | 0.042* | |
C12 | 0.736 (3) | 0.2091 (8) | 0.2491 (6) | 0.031 (3) | |
H12A | 0.7466 | 0.2374 | 0.1852 | 0.037* | |
H12B | 0.6937 | 0.1411 | 0.2444 | 0.037* | |
C2 | 0.569 (2) | 0.6591 (7) | 0.5511 (5) | 0.029 (3) | |
H2A | 0.5255 | 0.5936 | 0.5585 | 0.034* | |
H2B | 0.6212 | 0.6285 | 0.5825 | 0.034* | |
H2W | 0.542 (6) | 0.475 (8) | 0.238 (8) | 0.09 (6)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.065 (17) | 0.0282 (6) | 0.0267 (6) | −0.0024 (17) | −0.0024 (15) | −0.0006 (4) |
O4 | 0.040 (6) | 0.034 (3) | 0.045 (4) | −0.006 (5) | −0.001 (5) | −0.004 (3) |
O2 | 0.031 (12) | 0.037 (3) | 0.030 (3) | 0.002 (7) | −0.013 (6) | 0.003 (2) |
O1 | 0.036 (6) | 0.041 (3) | 0.029 (3) | 0.001 (5) | −0.003 (4) | 0.002 (2) |
O14 | 0.053 (6) | 0.058 (3) | 0.047 (3) | −0.001 (5) | 0.003 (4) | 0.011 (3) |
O11 | 0.052 (6) | 0.050 (3) | 0.055 (3) | 0.000 (4) | 0.003 (5) | −0.016 (3) |
O13 | 0.039 (12) | 0.045 (3) | 0.038 (3) | −0.003 (8) | −0.001 (8) | 0.000 (3) |
O12 | 0.053 (12) | 0.051 (6) | 0.056 (5) | −0.001 (9) | 0.007 (9) | −0.001 (4) |
O3 | 0.040 (12) | 0.034 (3) | 0.048 (3) | 0.009 (7) | 0.008 (8) | −0.003 (3) |
N13 | 0.035 (12) | 0.036 (4) | 0.034 (4) | −0.001 (8) | 0.008 (8) | 0.007 (3) |
O1W | 0.074 (12) | 0.051 (4) | 0.092 (5) | −0.008 (7) | 0.028 (8) | −0.017 (4) |
N3 | 0.034 (12) | 0.035 (4) | 0.032 (4) | 0.006 (8) | 0.002 (8) | −0.006 (4) |
O2W | 0.053 (12) | 0.036 (5) | 0.076 (6) | 0.000 | −0.008 (8) | 0.000 |
C1 | 0.027 (6) | 0.029 (4) | 0.026 (4) | −0.002 (5) | 0.003 (5) | −0.001 (3) |
C4 | 0.028 (7) | 0.026 (4) | 0.031 (4) | −0.002 (5) | 0.004 (5) | −0.001 (3) |
C11 | 0.024 (7) | 0.024 (5) | 0.025 (5) | 0.001 (5) | 0.001 (5) | −0.002 (3) |
C14 | 0.029 (6) | 0.025 (4) | 0.033 (4) | 0.001 (5) | 0.002 (5) | −0.002 (3) |
C13 | 0.027 (6) | 0.029 (3) | 0.025 (3) | 0.000 (5) | 0.002 (5) | −0.001 (3) |
C3 | 0.035 (7) | 0.036 (5) | 0.034 (4) | −0.001 (5) | 0.002 (5) | −0.001 (3) |
C12 | 0.031 (6) | 0.032 (3) | 0.030 (4) | −0.001 (5) | 0.003 (5) | 0.001 (3) |
C2 | 0.028 (6) | 0.028 (3) | 0.030 (3) | 0.000 (5) | 0.000 (5) | 0.000 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.83 (3) | N3—H3A | 0.8700 |
Zn1—O1 | 1.90 (3) | N3—H3B | 0.8900 |
Zn1—O14ii | 1.977 (8) | N3—H3C | 0.8000 |
Zn1—O11 | 1.923 (9) | N3—C3 | 1.38 (7) |
Zn1—C14ii | 2.574 (18) | O2W—H2W | 0.86 (6) |
O4—C4 | 1.45 (6) | O2W—H2Wiii | 0.86 (6) |
O2—C1 | 1.24 (3) | C1—C2 | 1.530 (17) |
O1—C1 | 1.32 (5) | C4—C3 | 1.54 (5) |
O14—C14 | 1.26 (5) | C11—C12 | 1.49 (3) |
O11—C11 | 1.31 (3) | C14—C13 | 1.532 (14) |
O13—C14 | 1.25 (4) | C13—H13 | 0.9800 |
O12—C11 | 1.25 (3) | C13—C12 | 1.53 (5) |
O3—C4 | 1.23 (2) | C3—H3 | 0.9800 |
N13—H13A | 0.8900 | C3—C2 | 1.51 (2) |
N13—H13B | 0.8900 | C12—H12A | 0.9700 |
N13—H13C | 0.8900 | C12—H12B | 0.9700 |
N13—C13 | 1.48 (4) | C2—H2A | 0.9700 |
O1W—H1WA | 0.87 (7) | C2—H2B | 0.9700 |
O1W—H1WB | 0.83 (6) | | |
| | | |
O4i—Zn1—O1 | 96.4 (11) | O11—C11—C12 | 115 (3) |
O4i—Zn1—O14ii | 99.1 (8) | O12—C11—O11 | 126 (2) |
O4i—Zn1—O11 | 108.7 (10) | O12—C11—C12 | 118 (2) |
O4i—Zn1—C14ii | 126.6 (8) | O14—C14—Zn1ii | 48.4 (7) |
O1—Zn1—O14ii | 122.9 (9) | O14—C14—C13 | 115 (3) |
O1—Zn1—O11 | 107.3 (8) | O13—C14—Zn1ii | 77.0 (10) |
O1—Zn1—C14ii | 107.4 (9) | O13—C14—O14 | 125.4 (14) |
O14ii—Zn1—C14ii | 28.4 (12) | O13—C14—C13 | 120 (3) |
O11—Zn1—O14ii | 118.5 (4) | C13—C14—Zn1ii | 162 (2) |
O11—Zn1—C14ii | 108.4 (4) | N13—C13—C14 | 109 (2) |
C4—O4—Zn1i | 119.0 (11) | N13—C13—H13 | 107.5 |
C1—O1—Zn1 | 135.9 (11) | N13—C13—C12 | 112.2 (15) |
C14—O14—Zn1ii | 103.2 (16) | C14—C13—H13 | 107.5 |
C11—O11—Zn1 | 127 (2) | C12—C13—C14 | 113 (3) |
H13A—N13—H13B | 114.0 | C12—C13—H13 | 107.5 |
H13A—N13—H13C | 109.5 | N3—C3—C4 | 104 (2) |
H13B—N13—H13C | 100.0 | N3—C3—H3 | 109.4 |
C13—N13—H13A | 109.5 | N3—C3—C2 | 112 (2) |
C13—N13—H13B | 114.0 | C4—C3—H3 | 109.4 |
C13—N13—H13C | 109.5 | C2—C3—C4 | 113 (3) |
H1WA—O1W—H1WB | 103 (10) | C2—C3—H3 | 109.4 |
H3A—N3—H3B | 114.0 | C11—C12—C13 | 113.0 (18) |
H3A—N3—H3C | 114.0 | C11—C12—H12A | 109.0 |
H3B—N3—H3C | 108.0 | C11—C12—H12B | 109.0 |
C3—N3—H3A | 109.5 | C13—C12—H12A | 109.0 |
C3—N3—H3B | 109.5 | C13—C12—H12B | 109.0 |
C3—N3—H3C | 102.0 | H12A—C12—H12B | 107.8 |
H2W—O2W—H2Wiii | 106 (10) | C1—C2—H2A | 109.2 |
O2—C1—O1 | 123.3 (13) | C1—C2—H2B | 109.2 |
O2—C1—C2 | 119 (3) | C3—C2—C1 | 112.2 (10) |
O1—C1—C2 | 118 (2) | C3—C2—H2A | 109.2 |
O4—C4—C3 | 114 (2) | C3—C2—H2B | 109.2 |
O3—C4—O4 | 126 (3) | H2A—C2—H2B | 107.9 |
O3—C4—C3 | 118 (4) | | |
| | | |
Zn1—O1—C1—C2 | −16 (5) | N3—C3—C4—O3 | 41 (2) |
Zn1—O11—C11—C12 | −168.6 (9) | C1—C2—C3—N3 | 70 (4) |
O2—C1—C2—C3 | −31 (5) | C1—C2—C3—C4 | −47 (4) |
O12—C11—C12—C13 | −153 (2) | C11—C12—C13—N13 | −67 (2) |
N13—C13—C14—O13 | −12 (3) | C11—C12—C13—C14 | 56 (2) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1; (iii) −x+1, y, −z+1/2. |
(Zn-aspartate_sesquihydrate_2_91GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.086 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.680 (3) Å | Cell parameters from 312 reflections |
b = 10.3060 (8) Å | θ = 3.8–26.8° |
c = 14.0720 (12) Å | µ = 2.22 mm−1 |
β = 92.80 (3)° | T = 296 K |
V = 2271.3 (6) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.071 |
Radiation source: sealed x-ray tube | θmax = 26.8°, θmin = 3.8° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→12 |
Tmin = 0.677, Tmax = 0.895 | l = −17→17 |
4527 measured reflections | 12 standard reflections every 84 reflections |
413 independent reflections | intensity decay: none |
312 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.032 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.062 | w = 1/[σ2(Fo2) + 21.7186P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max < 0.001 |
413 reflections | Δρmax = 0.13 e Å−3 |
199 parameters | Δρmin = −0.12 e Å−3 |
130 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 2.91 (2) GPa (2910000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7366 (3) | 0.50612 (10) | 0.45405 (7) | 0.048 (6) | |
O4 | 0.679 (2) | 0.8643 (8) | 0.5506 (6) | 0.038 (3) | |
O2 | 0.5389 (16) | 0.7599 (6) | 0.4017 (4) | 0.034 (4) | |
O1 | 0.640 (2) | 0.6060 (7) | 0.4081 (5) | 0.035 (3) | |
O14 | 0.742 (2) | 0.0430 (8) | 0.4107 (5) | 0.054 (3) | |
O11 | 0.757 (2) | 0.3808 (7) | 0.3574 (5) | 0.054 (3) | |
O13 | 0.867 (2) | 0.1395 (7) | 0.4578 (5) | 0.040 (4) | |
O12 | 0.622 (2) | 0.3419 (11) | 0.2958 (8) | 0.051 (6) | |
O3 | 0.5720 (19) | 1.0086 (6) | 0.5868 (5) | 0.040 (4) | |
N13 | 0.892 (2) | 0.2459 (7) | 0.2884 (5) | 0.035 (4) | |
H13A | 0.9061 | 0.2544 | 0.2283 | 0.042* | |
H13B | 0.9357 | 0.2148 | 0.3235 | 0.042* | |
H13C | 0.8768 | 0.3230 | 0.3109 | 0.042* | |
O1W | 0.587 (2) | 0.9892 (10) | 0.3112 (6) | 0.071 (5) | |
H1WA | 0.634 (7) | 0.980 (16) | 0.347 (14) | 0.106* | |
H1WB | 0.554 (8) | 0.938 (8) | 0.342 (12) | 0.106* | |
N3 | 0.457 (3) | 0.8189 (11) | 0.5683 (7) | 0.037 (5) | |
H3A | 0.4570 | 0.8500 | 0.5092 | 0.044* | |
H3B | 0.4384 | 0.8796 | 0.6071 | 0.044* | |
H3C | 0.4233 | 0.7497 | 0.5696 | 0.044* | |
O2W | 0.5000 | 0.5250 (11) | 0.2500 | 0.054 (5) | |
C1 | 0.581 (4) | 0.6760 (10) | 0.4459 (6) | 0.029 (3) | |
C4 | 0.600 (2) | 0.8984 (13) | 0.5727 (8) | 0.028 (4) | |
C11 | 0.701 (3) | 0.3204 (16) | 0.3037 (11) | 0.028 (5) | |
C14 | 0.815 (3) | 0.1122 (11) | 0.3974 (8) | 0.030 (3) | |
C13 | 0.817 (3) | 0.1535 (9) | 0.2926 (6) | 0.028 (3) | |
H13 | 0.8310 | 0.0762 | 0.2560 | 0.034* | |
C3 | 0.541 (4) | 0.7829 (11) | 0.5982 (9) | 0.032 (4) | |
H3 | 0.5443 | 0.7710 | 0.6674 | 0.038* | |
C12 | 0.739 (3) | 0.2089 (10) | 0.2475 (7) | 0.035 (3) | |
H12A | 0.6967 | 0.1408 | 0.2392 | 0.042* | |
H12B | 0.7518 | 0.2405 | 0.1848 | 0.042* | |
C2 | 0.566 (2) | 0.6581 (8) | 0.5517 (5) | 0.029 (3) | |
H2A | 0.5219 | 0.5941 | 0.5593 | 0.035* | |
H2B | 0.6185 | 0.6255 | 0.5833 | 0.035* | |
H2W | 0.545 (9) | 0.477 (14) | 0.238 (10) | 0.10 (10)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.086 (18) | 0.0289 (7) | 0.0276 (6) | 0.001 (2) | −0.0031 (16) | −0.0001 (5) |
O4 | 0.038 (6) | 0.033 (4) | 0.043 (4) | −0.005 (5) | 0.000 (5) | −0.001 (3) |
O2 | 0.034 (12) | 0.038 (3) | 0.030 (3) | −0.001 (7) | −0.008 (7) | 0.002 (3) |
O1 | 0.036 (6) | 0.040 (3) | 0.030 (3) | 0.000 (5) | −0.002 (4) | 0.003 (3) |
O14 | 0.054 (6) | 0.058 (4) | 0.050 (3) | −0.003 (5) | 0.002 (5) | 0.011 (3) |
O11 | 0.054 (6) | 0.052 (3) | 0.056 (4) | −0.002 (4) | 0.003 (5) | −0.016 (3) |
O13 | 0.039 (12) | 0.049 (4) | 0.032 (3) | −0.003 (8) | 0.001 (8) | 0.003 (3) |
O12 | 0.051 (12) | 0.048 (6) | 0.054 (6) | −0.001 (9) | 0.001 (9) | −0.001 (4) |
O3 | 0.041 (12) | 0.034 (4) | 0.045 (4) | 0.001 (8) | 0.002 (8) | −0.001 (3) |
N13 | 0.036 (12) | 0.033 (4) | 0.037 (4) | −0.002 (8) | 0.010 (8) | 0.001 (4) |
O1W | 0.071 (12) | 0.053 (4) | 0.089 (6) | −0.005 (8) | 0.021 (8) | −0.021 (4) |
N3 | 0.037 (12) | 0.037 (5) | 0.037 (5) | 0.002 (9) | 0.001 (8) | −0.005 (4) |
O2W | 0.053 (12) | 0.036 (5) | 0.072 (6) | 0.000 | −0.009 (8) | 0.000 |
C1 | 0.029 (6) | 0.030 (4) | 0.029 (4) | −0.002 (5) | 0.001 (5) | 0.001 (3) |
C4 | 0.028 (7) | 0.028 (5) | 0.029 (4) | 0.000 (5) | 0.003 (5) | −0.001 (4) |
C11 | 0.027 (7) | 0.028 (5) | 0.027 (5) | 0.001 (5) | 0.001 (5) | −0.002 (3) |
C14 | 0.030 (7) | 0.028 (4) | 0.033 (4) | 0.000 (5) | 0.001 (5) | −0.002 (3) |
C13 | 0.029 (6) | 0.029 (4) | 0.028 (4) | −0.002 (5) | 0.001 (5) | 0.001 (3) |
C3 | 0.032 (7) | 0.033 (5) | 0.031 (5) | −0.001 (5) | 0.002 (5) | −0.001 (3) |
C12 | 0.035 (6) | 0.034 (4) | 0.035 (4) | −0.001 (5) | 0.001 (5) | 0.003 (3) |
C2 | 0.029 (6) | 0.027 (3) | 0.032 (4) | −0.001 (5) | 0.002 (5) | −0.001 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.88 (3) | O12—C11 | 1.26 (6) |
Zn1—O1 | 1.91 (3) | O3—C4 | 1.24 (3) |
Zn1—O14ii | 1.983 (10) | N13—C13 | 1.51 (5) |
Zn1—O11 | 1.914 (11) | N3—C3 | 1.42 (8) |
Zn1—C14ii | 2.583 (18) | C1—C2 | 1.53 (2) |
O4—C4 | 1.34 (3) | C4—C3 | 1.55 (5) |
O2—C1 | 1.24 (4) | C11—C12 | 1.53 (4) |
O1—C1 | 1.31 (6) | C14—C13 | 1.537 (15) |
O14—C14 | 1.37 (5) | C13—C12 | 1.46 (6) |
O11—C11 | 1.30 (4) | C3—C2 | 1.50 (2) |
O13—C14 | 1.18 (4) | | |
| | | |
O4i—Zn1—O1 | 98.7 (11) | O3—C4—C3 | 117 (4) |
O4i—Zn1—O14ii | 97.3 (10) | O11—C11—C12 | 113 (4) |
O4i—Zn1—O11 | 108.0 (11) | O12—C11—O11 | 128 (3) |
O4i—Zn1—C14ii | 127.6 (8) | O12—C11—C12 | 120 (3) |
O1—Zn1—O14ii | 123.8 (11) | O14—C14—Zn1ii | 49.3 (8) |
O1—Zn1—O11 | 106.3 (9) | O14—C14—C13 | 109 (3) |
O1—Zn1—C14ii | 104.8 (10) | O13—C14—Zn1ii | 76.2 (12) |
O14ii—Zn1—C14ii | 31.5 (14) | O13—C14—O14 | 125.2 (17) |
O11—Zn1—O14ii | 118.9 (6) | O13—C14—C13 | 125 (3) |
O11—Zn1—C14ii | 109.1 (5) | C13—C14—Zn1ii | 158 (3) |
C4—O4—Zn1i | 118.8 (12) | N13—C13—C14 | 105 (2) |
C1—O1—Zn1 | 136.4 (13) | C12—C13—N13 | 111.6 (18) |
C14—O14—Zn1ii | 99.2 (19) | C12—C13—C14 | 118 (3) |
C11—O11—Zn1 | 127 (3) | N3—C3—C4 | 106 (2) |
O2—C1—O1 | 123.5 (17) | N3—C3—C2 | 111 (3) |
O2—C1—C2 | 118 (3) | C2—C3—C4 | 113 (4) |
O1—C1—C2 | 118 (3) | C13—C12—C11 | 114 (2) |
O4—C4—C3 | 114 (2) | C3—C2—C1 | 112.0 (12) |
O3—C4—O4 | 128 (3) | | |
| | | |
Zn1—O1—C1—C2 | −17 (6) | N3—C3—C4—O3 | 41 (2) |
Zn1—O11—C11—C12 | −169.2 (11) | C1—C2—C3—N3 | 71 (4) |
O2—C1—C2—C3 | −31 (6) | C1—C2—C3—C4 | −48 (5) |
O12—C11—C12—C13 | −152 (3) | C11—C12—C13—N13 | −71 (3) |
N13—C13—C14—O13 | −6 (4) | C11—C12—C13—C14 | 51 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_3_54GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.124 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.612 (4) Å | Cell parameters from 305 reflections |
b = 10.2330 (9) Å | θ = 3.7–27.0° |
c = 13.9799 (14) Å | µ = 2.26 mm−1 |
β = 92.78 (3)° | T = 296 K |
V = 2230.7 (7) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.073 |
Radiation source: sealed x-ray tube | θmax = 27.0°, θmin = 3.7° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→12 |
Tmin = 0.672, Tmax = 0.893 | l = −17→17 |
4443 measured reflections | 12 standard reflections every 84 reflections |
413 independent reflections | intensity decay: none |
305 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.033 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.057 | w = 1/[σ2(Fo2) + 16.5695P] where P = (Fo2 + 2Fc2)/3 |
S = 1.14 | (Δ/σ)max < 0.001 |
413 reflections | Δρmax = 0.12 e Å−3 |
199 parameters | Δρmin = −0.18 e Å−3 |
129 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 3.54 (2) GPa (3540000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7373 (3) | 0.50605 (11) | 0.45450 (7) | 0.042 (6) | |
O4 | 0.679 (2) | 0.8628 (8) | 0.5499 (6) | 0.036 (3) | |
O2 | 0.5378 (16) | 0.7596 (6) | 0.4021 (4) | 0.030 (4) | |
O1 | 0.638 (3) | 0.6046 (7) | 0.4088 (4) | 0.035 (3) | |
O14 | 0.741 (2) | 0.0421 (8) | 0.4093 (5) | 0.053 (3) | |
O11 | 0.758 (2) | 0.3814 (6) | 0.3559 (5) | 0.049 (3) | |
O13 | 0.866 (2) | 0.1387 (7) | 0.4579 (5) | 0.037 (4) | |
O12 | 0.621 (2) | 0.3439 (11) | 0.2953 (8) | 0.053 (6) | |
O3 | 0.5719 (18) | 1.0088 (6) | 0.5874 (4) | 0.039 (4) | |
N13 | 0.891 (2) | 0.2459 (7) | 0.2872 (5) | 0.032 (4) | |
H13A | 0.9043 | 0.2556 | 0.2264 | 0.039* | |
H13B | 0.9359 | 0.2130 | 0.3208 | 0.039* | |
H13C | 0.8774 | 0.3232 | 0.3113 | 0.039* | |
O1W | 0.583 (2) | 0.9898 (10) | 0.3089 (5) | 0.066 (5) | |
H1WA | 0.632 (7) | 0.977 (15) | 0.343 (15) | 0.100* | |
H1WB | 0.551 (8) | 0.939 (8) | 0.344 (12) | 0.100* | |
N3 | 0.453 (3) | 0.8198 (11) | 0.5684 (6) | 0.035 (5) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4318 | 0.8721 | 0.6123 | 0.042* | |
H3C | 0.4200 | 0.7491 | 0.5615 | 0.042* | |
O2W | 0.5000 | 0.5261 (12) | 0.2500 | 0.051 (6) | |
C1 | 0.577 (4) | 0.6765 (10) | 0.4464 (6) | 0.029 (3) | |
C4 | 0.603 (3) | 0.8971 (13) | 0.5727 (9) | 0.027 (4) | |
C11 | 0.696 (2) | 0.3207 (15) | 0.3014 (11) | 0.023 (4) | |
C14 | 0.809 (4) | 0.1126 (11) | 0.3969 (8) | 0.030 (4) | |
C12 | 0.736 (3) | 0.2089 (10) | 0.2469 (7) | 0.034 (4) | |
H12A | 0.6943 | 0.1395 | 0.2386 | 0.041* | |
H12B | 0.7492 | 0.2400 | 0.1836 | 0.041* | |
C13 | 0.815 (3) | 0.1533 (8) | 0.2925 (6) | 0.024 (3) | |
H13 | 0.8290 | 0.0747 | 0.2563 | 0.029* | |
C3 | 0.537 (3) | 0.7818 (10) | 0.5982 (8) | 0.026 (4) | |
H3 | 0.5398 | 0.7697 | 0.6678 | 0.031* | |
C2 | 0.561 (2) | 0.6565 (8) | 0.5528 (5) | 0.029 (3) | |
H2A | 0.5151 | 0.5936 | 0.5590 | 0.034* | |
H2B | 0.6123 | 0.6215 | 0.5854 | 0.034* | |
H2W | 0.547 (8) | 0.480 (12) | 0.235 (9) | 0.10 (8)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.070 (19) | 0.0278 (7) | 0.0267 (6) | 0.003 (2) | −0.0055 (16) | −0.0008 (5) |
O4 | 0.036 (6) | 0.031 (4) | 0.039 (4) | −0.004 (5) | −0.001 (5) | −0.003 (3) |
O2 | 0.028 (12) | 0.033 (3) | 0.029 (3) | −0.001 (7) | −0.005 (7) | 0.001 (3) |
O1 | 0.034 (6) | 0.041 (3) | 0.028 (3) | −0.002 (5) | −0.003 (4) | 0.003 (3) |
O14 | 0.053 (6) | 0.059 (4) | 0.048 (3) | −0.002 (5) | 0.003 (5) | 0.011 (3) |
O11 | 0.049 (6) | 0.044 (3) | 0.054 (3) | −0.002 (4) | 0.002 (5) | −0.013 (3) |
O13 | 0.037 (12) | 0.044 (4) | 0.032 (3) | −0.004 (8) | 0.004 (8) | 0.002 (3) |
O12 | 0.053 (12) | 0.049 (6) | 0.057 (6) | −0.001 (9) | 0.005 (9) | 0.000 (4) |
O3 | 0.038 (12) | 0.034 (4) | 0.044 (3) | −0.003 (8) | 0.003 (8) | −0.004 (3) |
N13 | 0.033 (12) | 0.029 (4) | 0.035 (4) | −0.001 (8) | 0.004 (8) | 0.005 (3) |
O1W | 0.068 (12) | 0.049 (4) | 0.085 (5) | −0.005 (8) | 0.028 (8) | −0.016 (4) |
N3 | 0.036 (12) | 0.037 (5) | 0.033 (5) | 0.000 (9) | 0.008 (8) | −0.004 (4) |
O2W | 0.050 (12) | 0.037 (6) | 0.066 (6) | 0.000 | −0.009 (9) | 0.000 |
C1 | 0.029 (7) | 0.029 (4) | 0.029 (4) | −0.002 (5) | 0.003 (5) | −0.002 (3) |
C4 | 0.027 (7) | 0.026 (5) | 0.028 (4) | 0.000 (5) | 0.004 (5) | −0.002 (4) |
C11 | 0.022 (7) | 0.024 (5) | 0.022 (5) | 0.001 (5) | 0.001 (5) | −0.002 (3) |
C14 | 0.031 (7) | 0.027 (4) | 0.034 (4) | 0.001 (5) | 0.000 (5) | −0.001 (4) |
C12 | 0.034 (7) | 0.037 (4) | 0.032 (4) | 0.000 (5) | 0.001 (5) | 0.002 (3) |
C13 | 0.024 (6) | 0.023 (4) | 0.025 (3) | 0.001 (5) | 0.002 (5) | −0.003 (3) |
C3 | 0.026 (7) | 0.028 (4) | 0.023 (4) | 0.000 (5) | 0.000 (5) | 0.000 (3) |
C2 | 0.028 (6) | 0.028 (3) | 0.028 (4) | 0.000 (5) | −0.002 (5) | −0.004 (3) |
Geometric parameters (Å, º) top Zn1—O4i | 1.88 (3) | O12—C11 | 1.20 (4) |
Zn1—O1 | 1.93 (4) | O3—C4 | 1.26 (3) |
Zn1—O14ii | 1.983 (10) | N13—C13 | 1.51 (5) |
Zn1—O11 | 1.920 (11) | N3—C3 | 1.44 (8) |
Zn1—C14ii | 2.54 (2) | C1—C2 | 1.53 (2) |
O4—C4 | 1.30 (4) | C4—C3 | 1.60 (6) |
O2—C1 | 1.20 (3) | C11—C12 | 1.53 (4) |
O1—C1 | 1.33 (6) | C14—C13 | 1.526 (16) |
O14—C14 | 1.31 (6) | C12—C13 | 1.48 (6) |
O11—C11 | 1.36 (4) | C3—C2 | 1.49 (2) |
O13—C14 | 1.24 (5) | | |
| | | |
O4i—Zn1—O1 | 99.3 (11) | O3—C4—C3 | 112 (4) |
O4i—Zn1—O14ii | 96.6 (9) | O11—C11—C12 | 109 (4) |
O4i—Zn1—O11 | 107.9 (11) | O12—C11—O11 | 129 (2) |
O4i—Zn1—C14ii | 126.2 (10) | O12—C11—C12 | 123 (3) |
O1—Zn1—O14ii | 123.4 (10) | O14—C14—Zn1ii | 50.6 (8) |
O1—Zn1—C14ii | 105.5 (11) | O14—C14—C13 | 112 (3) |
O14ii—Zn1—C14ii | 30.6 (15) | O13—C14—Zn1ii | 76.4 (11) |
O11—Zn1—O1 | 105.9 (9) | O13—C14—O14 | 126.9 (17) |
O11—Zn1—O14ii | 119.9 (6) | O13—C14—C13 | 121 (4) |
O11—Zn1—C14ii | 109.7 (4) | C13—C14—Zn1ii | 162 (3) |
C4—O4—Zn1i | 117.6 (13) | C13—C12—C11 | 115.3 (19) |
C1—O1—Zn1 | 137.4 (14) | N13—C13—C14 | 108 (3) |
C14—O14—Zn1ii | 98.8 (18) | C12—C13—N13 | 112.0 (17) |
C11—O11—Zn1 | 124 (3) | C12—C13—C14 | 115 (4) |
O2—C1—O1 | 122.8 (18) | N3—C3—C4 | 109.0 (19) |
O2—C1—C2 | 120 (3) | N3—C3—C2 | 110 (3) |
O1—C1—C2 | 117 (3) | C2—C3—C4 | 112 (3) |
O4—C4—C3 | 117 (2) | C3—C2—C1 | 110.6 (11) |
O3—C4—O4 | 130 (3) | | |
| | | |
Zn1—O1—C1—C2 | −20 (6) | N3—C3—C4—O3 | 39.1 (18) |
Zn1—O11—C11—C12 | −168.0 (10) | C1—C2—C3—N3 | 73 (4) |
O2—C1—C2—C3 | −32 (5) | C1—C2—C3—C4 | −48 (4) |
O12—C11—C12—C13 | −152 (3) | C11—C12—C13—N13 | −71 (3) |
N13—C13—C14—O13 | −10 (4) | C11—C12—C13—C14 | 53 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_sesquihydrate_3_92GPa)
top Crystal data top C16H24N4O16Zn2·3(H2O) | F(000) = 1464 |
Mr = 713.18 | Dx = 2.135 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 15.550 (3) Å | Cell parameters from 292 reflections |
b = 10.2262 (7) Å | θ = 3.7–27.1° |
c = 13.9663 (11) Å | µ = 2.28 mm−1 |
β = 92.62 (3)° | T = 296 K |
V = 2218.6 (4) Å3 | Plate, colourless |
Z = 4 | 0.20 × 0.15 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.077 |
Radiation source: sealed x-ray tube | θmax = 27.1°, θmin = 3.7° |
ω scan | h = −3→3 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −12→12 |
Tmin = 0.671, Tmax = 0.892 | l = −17→17 |
4400 measured reflections | 12 standard reflections every 84 reflections |
407 independent reflections | intensity decay: none |
292 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.033 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.074 | w = 1/[σ2(Fo2) + (0.0239P)2 + 19.0079P] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max < 0.001 |
407 reflections | Δρmax = 0.15 e Å−3 |
196 parameters | Δρmin = −0.18 e Å−3 |
125 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 3.92 (2) GPa (3920000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7371 (5) | 0.50611 (13) | 0.45476 (9) | 0.039 (8) | |
O4 | 0.683 (3) | 0.8608 (11) | 0.5494 (7) | 0.039 (4) | |
O2 | 0.538 (2) | 0.7597 (7) | 0.4025 (5) | 0.031 (5) | |
O1 | 0.639 (3) | 0.6032 (9) | 0.4084 (6) | 0.038 (3) | |
O14 | 0.740 (3) | 0.0421 (11) | 0.4091 (7) | 0.057 (4) | |
O11 | 0.759 (3) | 0.3822 (9) | 0.3549 (6) | 0.053 (4) | |
O13 | 0.866 (3) | 0.1399 (9) | 0.4579 (6) | 0.043 (5) | |
O12 | 0.621 (3) | 0.3436 (14) | 0.2953 (10) | 0.056 (7) | |
O3 | 0.571 (3) | 1.0085 (8) | 0.5868 (6) | 0.041 (5) | |
N13 | 0.887 (3) | 0.2452 (9) | 0.2869 (7) | 0.036 (5) | |
H13A | 0.9032 | 0.2616 | 0.2371 | 0.037* | |
H13B | 0.9359 | 0.2261 | 0.3282 | 0.037* | |
H13C | 0.8752 | 0.3250 | 0.3180 | 0.037* | |
O1W | 0.581 (3) | 0.9885 (13) | 0.3074 (7) | 0.067 (6) | |
H1WA | 0.635287 | 0.975314 | 0.345508 | 0.101* | |
H1WB | 0.555092 | 0.951324 | 0.353999 | 0.101* | |
N3 | 0.46595 (11) | 0.82054 (17) | 0.56868 (13) | 0.033 (6) | |
H3A | 0.4608 | 0.8449 | 0.5102 | 0.044* | |
H3B | 0.4505 | 0.8821 | 0.6050 | 0.044* | |
H3C | 0.4344 | 0.7541 | 0.5766 | 0.044* | |
O2W | 0.500000 | 0.5268 (14) | 0.250000 | 0.052 (7) | |
C1 | 0.578 (5) | 0.6751 (13) | 0.4467 (8) | 0.028 (4) | |
C4 | 0.604 (4) | 0.8968 (15) | 0.5729 (10) | 0.024 (5) | |
C11 | 0.698 (3) | 0.3226 (18) | 0.3009 (13) | 0.022 (5) | |
C14 | 0.810 (5) | 0.1117 (13) | 0.3958 (9) | 0.030 (4) | |
C12 | 0.736 (4) | 0.2090 (11) | 0.2459 (8) | 0.032 (4) | |
H12A | 0.746721 | 0.238171 | 0.181480 | 0.038* | |
H12B | 0.693684 | 0.139348 | 0.240780 | 0.038* | |
C13 | 0.820 (3) | 0.1530 (11) | 0.2914 (8) | 0.024 (4) | |
H13 | 0.835880 | 0.075561 | 0.254830 | 0.029* | |
C3 | 0.534 (4) | 0.7805 (13) | 0.5988 (10) | 0.030 (5) | |
H3 | 0.535788 | 0.768394 | 0.668454 | 0.036* | |
C2 | 0.560 (3) | 0.6555 (10) | 0.5532 (7) | 0.030 (4) | |
H2A | 0.514966 | 0.591374 | 0.558842 | 0.036* | |
H2B | 0.611784 | 0.622002 | 0.586690 | 0.036* | |
H2W | 0.546 (10) | 0.474 (14) | 0.239 (12) | 0.10 (10)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.06 (2) | 0.0299 (9) | 0.0276 (8) | −0.001 (3) | −0.004 (2) | −0.0006 (6) |
O4 | 0.039 (7) | 0.033 (4) | 0.044 (5) | −0.004 (5) | 0.000 (5) | −0.003 (4) |
O2 | 0.030 (14) | 0.037 (4) | 0.026 (3) | −0.005 (9) | −0.002 (8) | −0.002 (3) |
O1 | 0.038 (7) | 0.043 (4) | 0.033 (4) | −0.001 (5) | 0.000 (5) | −0.001 (3) |
O14 | 0.056 (8) | 0.062 (5) | 0.052 (4) | −0.003 (5) | 0.003 (5) | 0.011 (4) |
O11 | 0.053 (7) | 0.050 (4) | 0.056 (4) | −0.001 (5) | 0.002 (5) | −0.016 (4) |
O13 | 0.042 (14) | 0.056 (5) | 0.031 (4) | −0.004 (10) | −0.002 (9) | 0.001 (4) |
O12 | 0.056 (15) | 0.054 (8) | 0.058 (7) | 0.000 (10) | 0.003 (10) | 0.001 (5) |
O3 | 0.041 (14) | 0.036 (5) | 0.046 (4) | −0.001 (9) | −0.002 (10) | −0.004 (4) |
N13 | 0.037 (14) | 0.033 (5) | 0.037 (5) | −0.003 (10) | 0.005 (9) | 0.008 (4) |
O1W | 0.068 (14) | 0.054 (5) | 0.080 (7) | −0.003 (10) | 0.018 (10) | −0.018 (5) |
N3 | 0.033 (14) | 0.033 (6) | 0.033 (6) | 0.001 (10) | 0.009 (10) | −0.002 (5) |
O2W | 0.050 (14) | 0.036 (7) | 0.067 (7) | 0.000 | −0.011 (10) | 0.000 |
C1 | 0.028 (8) | 0.030 (5) | 0.026 (5) | −0.001 (5) | 0.002 (5) | 0.000 (4) |
C4 | 0.025 (8) | 0.024 (6) | 0.025 (5) | 0.000 (5) | 0.003 (5) | −0.002 (4) |
C11 | 0.022 (8) | 0.021 (6) | 0.023 (6) | 0.000 (5) | 0.001 (5) | −0.002 (4) |
C14 | 0.030 (8) | 0.029 (5) | 0.032 (5) | 0.001 (5) | 0.000 (5) | −0.001 (4) |
C12 | 0.032 (8) | 0.032 (5) | 0.031 (5) | −0.001 (5) | 0.001 (5) | 0.002 (4) |
C13 | 0.024 (7) | 0.025 (4) | 0.023 (4) | 0.001 (5) | 0.002 (5) | 0.000 (4) |
C3 | 0.030 (8) | 0.032 (6) | 0.027 (5) | 0.000 (5) | 0.001 (5) | −0.003 (4) |
C2 | 0.030 (7) | 0.031 (4) | 0.029 (4) | 0.001 (5) | 0.001 (5) | 0.000 (4) |
Geometric parameters (Å, º) top Zn1—O4i | 1.85 (3) | O12—C11 | 1.21 (6) |
Zn1—O1 | 1.91 (4) | O3—C4 | 1.27 (3) |
Zn1—O14ii | 1.981 (12) | N13—C13 | 1.410 (13) |
Zn1—O11 | 1.925 (12) | N3—C3 | 1.19 (5) |
Zn1—C14ii | 2.54 (3) | C1—C2 | 1.54 (2) |
O4—C4 | 1.34 (6) | C4—C3 | 1.66 (6) |
O2—C1 | 1.22 (4) | C11—C12 | 1.53 (4) |
O1—C1 | 1.33 (7) | C14—C13 | 1.533 (19) |
O14—C14 | 1.32 (7) | C12—C13 | 1.54 (6) |
O11—C11 | 1.33 (5) | C3—C2 | 1.49 (3) |
O13—C14 | 1.23 (6) | | |
| | | |
O4i—Zn1—O1 | 97.8 (14) | O3—C4—C3 | 110 (4) |
O4i—Zn1—O14ii | 96.9 (11) | O11—C11—C12 | 111 (4) |
O4i—Zn1—O11 | 108.8 (13) | O12—C11—O11 | 129 (3) |
O4i—Zn1—C14ii | 126.3 (11) | O12—C11—C12 | 120 (3) |
O1—Zn1—O14ii | 124.3 (13) | O14—C14—Zn1ii | 50.3 (10) |
O1—Zn1—O11 | 105.0 (10) | O14—C14—C13 | 114 (3) |
O1—Zn1—C14ii | 105.7 (13) | O13—C14—Zn1ii | 75.6 (13) |
O14ii—Zn1—C14ii | 30.8 (17) | O13—C14—O14 | 126 (2) |
O11—Zn1—O14ii | 120.1 (7) | O13—C14—C13 | 120 (5) |
O11—Zn1—C14ii | 110.4 (5) | C13—C14—Zn1ii | 163 (3) |
C4—O4—Zn1i | 115.7 (14) | C11—C12—C13 | 115 (2) |
C1—O1—Zn1 | 136.3 (16) | N13—C13—C14 | 110 (2) |
C14—O14—Zn1ii | 99 (2) | N13—C13—C12 | 110.5 (17) |
C11—O11—Zn1 | 125 (3) | C14—C13—C12 | 112 (4) |
O2—C1—O1 | 123.1 (19) | N3—C3—C4 | 104.9 (18) |
O2—C1—C2 | 118 (4) | N3—C3—C2 | 112 (3) |
O1—C1—C2 | 119 (3) | C2—C3—C4 | 109 (4) |
O4—C4—C3 | 118 (2) | C3—C2—C1 | 111.5 (13) |
O3—C4—O4 | 132 (4) | | |
| | | |
O2—C1—C2—C3 | −31 (6) | C1—C2—C3—N3 | 72 (5) |
O12—C11—C12—C13 | −153 (3) | C1—C2—C3—C4 | −49 (5) |
N13—C13—C14—O13 | −13 (4) | C11—C12—C13—N13 | −67 (3) |
N3—C3—C4—O3 | 38 (2) | C11—C12—C13—C14 | 55 (3) |
Symmetry codes: (i) −x+3/2, −y+3/2, −z+1; (ii) −x+3/2, −y+1/2, −z+1. |
(Zn-aspartate_dihydrate_0_001GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.857 Mg m−3 |
a = 8.7873 (3) Å | Cu Kα radiation, λ = 1.54184 Å |
b = 9.5061 (3) Å | Cell parameters from 2677 reflections |
c = 9.8114 (3) Å | θ = 5.4–76.3° |
α = 111.784 (3)° | µ = 3.18 mm−1 |
β = 105.625 (3)° | T = 296 K |
γ = 107.721 (3)° | Plate, colourless |
V = 653.73 (4) Å3 | 0.25 × 0.10 × 0.02 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.020 |
Radiation source: sealed x-ray tube | θmax = 76.3°, θmin = 5.4° |
ω scan | h = −11→9 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −11→11 |
Tmin = 0.717, Tmax = 0.938 | l = −12→12 |
13265 measured reflections | 150 standard reflections every 26 reflections |
2706 independent reflections | intensity decay: none |
2677 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.024 | w = 1/[σ2(Fo2) + (0.0323P)2 + 0.3903P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.065 | (Δ/σ)max < 0.001 |
S = 1.09 | Δρmax = 0.36 e Å−3 |
2706 reflections | Δρmin = −0.38 e Å−3 |
199 parameters | Extinction correction: SHELXL-2017/1 (Sheldrick 2017), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.0057 (5) |
Primary atom site location: dual | |
Special details top Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.71338 (3) | 0.32287 (3) | 0.54502 (2) | 0.02403 (10) | |
O1 | 0.64345 (16) | 0.34223 (15) | 0.72174 (14) | 0.0283 (3) | |
O2 | 0.57225 (16) | 0.27339 (15) | 0.89453 (14) | 0.0298 (3) | |
O14 | 1.10055 (15) | 0.75024 (16) | 0.46798 (14) | 0.0310 (3) | |
O4 | 0.50319 (16) | −0.11786 (15) | 0.63065 (14) | 0.0324 (3) | |
O11 | 0.72596 (19) | 0.50154 (16) | 0.49431 (15) | 0.0378 (3) | |
O1W | 0.23254 (17) | 0.02884 (16) | 0.77486 (16) | 0.0345 (3) | |
H1WA | 0.340238 | 0.092262 | 0.803331 | 0.052* | |
H1WB | 0.196709 | −0.048038 | 0.677750 | 0.052* | |
O13 | 0.92845 (17) | 0.50309 (17) | 0.24279 (17) | 0.0388 (3) | |
O3 | 0.50923 (18) | −0.16090 (16) | 0.84088 (15) | 0.0374 (3) | |
O12 | 0.84265 (19) | 0.73004 (18) | 0.73867 (15) | 0.0392 (3) | |
O2W | 0.2269 (2) | 0.3194 (2) | 1.0024 (2) | 0.0511 (4) | |
H2WA | 0.218738 | 0.220466 | 0.954567 | 0.077* | |
H2WB | 0.218624 | 0.329127 | 1.089515 | 0.077* | |
N13 | 0.62832 (18) | 0.52692 (19) | 0.21564 (17) | 0.0290 (3) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.7820 (2) | 0.15150 (18) | 1.05345 (17) | 0.0315 (3) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C1 | 0.6580 (2) | 0.27527 (19) | 0.81203 (18) | 0.0221 (3) | |
C4 | 0.5710 (2) | −0.08268 (19) | 0.77797 (19) | 0.0241 (3) | |
C14 | 0.9503 (2) | 0.6363 (2) | 0.34881 (19) | 0.0242 (3) | |
C11 | 0.7887 (2) | 0.6605 (2) | 0.5899 (2) | 0.0258 (3) | |
C12 | 0.7913 (2) | 0.7641 (2) | 0.5036 (2) | 0.0254 (3) | |
H12A | 0.893776 | 0.874522 | 0.573857 | 0.030* | |
H12B | 0.686412 | 0.782128 | 0.486345 | 0.030* | |
C13 | 0.7974 (2) | 0.6821 (2) | 0.34022 (19) | 0.0246 (3) | |
H13 | 0.812732 | 0.764412 | 0.301412 | 0.030* | |
C2 | 0.7876 (2) | 0.2006 (2) | 0.8223 (2) | 0.0269 (3) | |
H2A | 0.906071 | 0.292826 | 0.894831 | 0.032* | |
H2B | 0.783972 | 0.146034 | 0.715300 | 0.032* | |
C3 | 0.7547 (2) | 0.0723 (2) | 0.88178 (19) | 0.0255 (3) | |
H3 | 0.842687 | 0.029647 | 0.877107 | 0.031* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.02528 (14) | 0.02665 (14) | 0.02281 (13) | 0.01219 (10) | 0.01190 (9) | 0.01326 (10) |
O1 | 0.0353 (6) | 0.0368 (6) | 0.0263 (6) | 0.0222 (5) | 0.0178 (5) | 0.0202 (5) |
O2 | 0.0316 (6) | 0.0341 (6) | 0.0289 (6) | 0.0148 (5) | 0.0188 (5) | 0.0165 (5) |
O14 | 0.0223 (6) | 0.0341 (6) | 0.0282 (6) | 0.0119 (5) | 0.0094 (5) | 0.0092 (5) |
O4 | 0.0299 (6) | 0.0323 (6) | 0.0234 (6) | 0.0074 (5) | 0.0057 (5) | 0.0122 (5) |
O11 | 0.0543 (8) | 0.0268 (6) | 0.0269 (6) | 0.0146 (6) | 0.0125 (6) | 0.0146 (5) |
O1W | 0.0346 (7) | 0.0313 (6) | 0.0325 (6) | 0.0120 (5) | 0.0140 (5) | 0.0135 (5) |
O13 | 0.0314 (7) | 0.0322 (6) | 0.0400 (7) | 0.0165 (5) | 0.0125 (6) | 0.0063 (6) |
O3 | 0.0388 (7) | 0.0317 (6) | 0.0315 (6) | 0.0039 (5) | 0.0167 (6) | 0.0146 (5) |
O12 | 0.0483 (8) | 0.0427 (7) | 0.0243 (6) | 0.0203 (6) | 0.0155 (6) | 0.0147 (6) |
O2W | 0.0637 (10) | 0.0519 (9) | 0.0422 (8) | 0.0319 (8) | 0.0263 (8) | 0.0206 (7) |
N13 | 0.0249 (7) | 0.0367 (8) | 0.0236 (7) | 0.0167 (6) | 0.0075 (5) | 0.0132 (6) |
N3 | 0.0357 (8) | 0.0251 (7) | 0.0240 (7) | 0.0089 (6) | 0.0059 (6) | 0.0119 (6) |
C1 | 0.0213 (7) | 0.0206 (7) | 0.0189 (7) | 0.0062 (6) | 0.0073 (6) | 0.0083 (6) |
C4 | 0.0239 (7) | 0.0233 (7) | 0.0237 (7) | 0.0109 (6) | 0.0110 (6) | 0.0098 (6) |
C14 | 0.0239 (8) | 0.0283 (8) | 0.0249 (7) | 0.0123 (6) | 0.0125 (6) | 0.0155 (6) |
C11 | 0.0237 (7) | 0.0298 (8) | 0.0256 (8) | 0.0129 (6) | 0.0116 (6) | 0.0139 (7) |
C12 | 0.0263 (8) | 0.0247 (7) | 0.0270 (8) | 0.0140 (6) | 0.0122 (6) | 0.0121 (6) |
C13 | 0.0265 (8) | 0.0265 (7) | 0.0251 (7) | 0.0136 (6) | 0.0113 (6) | 0.0153 (6) |
C2 | 0.0237 (8) | 0.0300 (8) | 0.0333 (8) | 0.0126 (7) | 0.0140 (7) | 0.0199 (7) |
C3 | 0.0245 (8) | 0.0257 (8) | 0.0249 (8) | 0.0102 (6) | 0.0087 (6) | 0.0136 (6) |
Geometric parameters (Å, º) top Zn1—O1 | 1.9555 (11) | N13—H13C | 0.8900 |
Zn1—O14i | 1.9776 (12) | N13—C13 | 1.492 (2) |
Zn1—O4ii | 1.9679 (12) | N3—H3A | 0.8900 |
Zn1—O11 | 1.9203 (13) | N3—H3B | 0.8900 |
O1—C1 | 1.2701 (19) | N3—H3C | 0.8900 |
O2—C1 | 1.2465 (19) | N3—C3 | 1.481 (2) |
O14—C14 | 1.281 (2) | C1—C2 | 1.515 (2) |
O4—C4 | 1.270 (2) | C4—C3 | 1.538 (2) |
O11—C11 | 1.276 (2) | C14—C13 | 1.524 (2) |
O1W—H1WA | 0.8499 | C11—C12 | 1.518 (2) |
O1W—H1WB | 0.8500 | C12—H12A | 0.9700 |
O13—C14 | 1.220 (2) | C12—H12B | 0.9700 |
O3—C4 | 1.226 (2) | C12—C13 | 1.525 (2) |
O12—C11 | 1.230 (2) | C13—H13 | 0.9800 |
O2W—H2WA | 0.8500 | C2—H2A | 0.9700 |
O2W—H2WB | 0.8504 | C2—H2B | 0.9700 |
N13—H13A | 0.8900 | C2—C3 | 1.522 (2) |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 119.50 (5) | O14—C14—C13 | 115.30 (14) |
O1—Zn1—O4ii | 96.87 (5) | O13—C14—O14 | 123.85 (15) |
O4ii—Zn1—O14i | 102.06 (5) | O13—C14—C13 | 120.73 (15) |
O11—Zn1—O1 | 113.53 (5) | O11—C11—C12 | 113.83 (14) |
O11—Zn1—O14i | 114.64 (6) | O12—C11—O11 | 125.68 (16) |
O11—Zn1—O4ii | 106.77 (5) | O12—C11—C12 | 120.49 (15) |
C1—O1—Zn1 | 131.64 (11) | C11—C12—H12A | 108.7 |
C14—O14—Zn1i | 110.34 (10) | C11—C12—H12B | 108.7 |
C4—O4—Zn1ii | 125.56 (11) | C11—C12—C13 | 114.04 (13) |
C11—O11—Zn1 | 129.48 (11) | H12A—C12—H12B | 107.6 |
H1WA—O1W—H1WB | 104.5 | C13—C12—H12A | 108.7 |
H2WA—O2W—H2WB | 104.4 | C13—C12—H12B | 108.7 |
H13A—N13—H13B | 109.5 | N13—C13—C14 | 108.61 (13) |
H13A—N13—H13C | 109.5 | N13—C13—C12 | 111.84 (13) |
H13B—N13—H13C | 109.5 | N13—C13—H13 | 107.4 |
C13—N13—H13A | 109.5 | C14—C13—C12 | 114.03 (13) |
C13—N13—H13B | 109.5 | C14—C13—H13 | 107.3 |
C13—N13—H13C | 109.5 | C12—C13—H13 | 107.4 |
H3A—N3—H3B | 109.5 | C1—C2—H2A | 108.5 |
H3A—N3—H3C | 109.5 | C1—C2—H2B | 108.5 |
H3B—N3—H3C | 109.5 | C1—C2—C3 | 115.28 (13) |
C3—N3—H3A | 109.5 | H2A—C2—H2B | 107.5 |
C3—N3—H3B | 109.5 | C3—C2—H2A | 108.5 |
C3—N3—H3C | 109.5 | C3—C2—H2B | 108.5 |
O1—C1—C2 | 118.45 (14) | N3—C3—C4 | 108.71 (13) |
O2—C1—O1 | 121.88 (15) | N3—C3—C2 | 111.96 (13) |
O2—C1—C2 | 119.64 (14) | N3—C3—H3 | 107.1 |
O4—C4—C3 | 113.75 (14) | C4—C3—H3 | 107.1 |
O3—C4—O4 | 127.36 (16) | C2—C3—C4 | 114.55 (13) |
O3—C4—C3 | 118.84 (14) | C2—C3—H3 | 107.1 |
| | | |
Zn1—O1—C1—C2 | 17.6 (2) | N13—C13—C14—O13 | 14.0 (2) |
Zn1—O14i—C14i—C13i | 176.84 (10) | N3—C3—C4—O3 | −29.7 (2) |
Zn1—O4ii—C4ii—C3ii | −171.30 (10) | C1—C2—C3—N3 | −65.97 (18) |
Zn1—O11—C11—C12 | 174.20 (12) | C1—C2—C3—C4 | 58.40 (19) |
O2—C1—C2—C3 | 22.0 (2) | C11—C12—C13—N13 | 69.02 (17) |
O12—C11—C12—C13 | 155.34 (16) | C11—C12—C13—C14 | −54.71 (18) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_0_05GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.862 Mg m−3 |
a = 8.7874 (12) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.4894 (15) Å | Cell parameters from 393 reflections |
c = 9.812 (3) Å | θ = 3.8–27.3° |
α = 111.913 (19)° | µ = 1.94 mm−1 |
β = 105.549 (16)° | T = 296 K |
γ = 107.728 (13)° | Plate, colourless |
V = 652.1 (2) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.052 |
Radiation source: sealed x-ray tube | θmax = 27.3°, θmin = 3.8° |
ω scan | h = −11→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −11→12 |
Tmin = 0.634, Tmax = 0.925 | l = −7→7 |
2655 measured reflections | 12 standard reflections every 84 reflections |
479 independent reflections | intensity decay: none |
393 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.046 | H-atom parameters constrained |
wR(F2) = 0.135 | w = 1/[σ2(Fo2) + (0.1035P)2 + 1.095P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max < 0.001 |
479 reflections | Δρmax = 0.28 e Å−3 |
198 parameters | Δρmin = −0.32 e Å−3 |
132 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.05 (2) GPa (50000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7142 (3) | 0.3234 (5) | 0.5464 (8) | 0.028 (2) | |
O1 | 0.646 (2) | 0.346 (4) | 0.725 (5) | 0.028 (3) | |
O2 | 0.5698 (18) | 0.270 (3) | 0.890 (5) | 0.033 (5) | |
O14 | 1.1008 (19) | 0.753 (3) | 0.473 (5) | 0.033 (3) | |
O4 | 0.501 (2) | −0.120 (3) | 0.621 (5) | 0.044 (4) | |
O11 | 0.7272 (19) | 0.502 (3) | 0.498 (5) | 0.050 (4) | |
O1W | 0.229 (3) | 0.028 (3) | 0.773 (5) | 0.039 (5) | |
H1WA | 0.339706 | 0.090904 | 0.823655 | 0.058* | |
H1WB | 0.214100 | −0.047681 | 0.682640 | 0.058* | |
O13 | 0.9263 (17) | 0.500 (3) | 0.238 (4) | 0.043 (5) | |
O3 | 0.5090 (18) | −0.161 (3) | 0.842 (4) | 0.043 (5) | |
O12 | 0.841 (2) | 0.727 (4) | 0.733 (5) | 0.043 (7) | |
O2W | 0.225 (2) | 0.318 (4) | 1.003 (6) | 0.066 (6) | |
H2WA | 0.247907 | 0.235171 | 0.963035 | 0.098* | |
H2WB | 0.176532 | 0.296431 | 1.061845 | 0.098* | |
N13 | 0.626 (2) | 0.523 (4) | 0.211 (6) | 0.030 (5) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.778 (2) | 0.146 (3) | 1.042 (5) | 0.031 (6) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C1 | 0.655 (3) | 0.273 (4) | 0.807 (7) | 0.027 (4) | |
C4 | 0.564 (2) | −0.085 (3) | 0.770 (5) | 0.026 (4) | |
C14 | 0.949 (2) | 0.638 (4) | 0.351 (5) | 0.027 (4) | |
C11 | 0.786 (3) | 0.659 (3) | 0.586 (5) | 0.039 (7) | |
C12 | 0.787 (2) | 0.759 (4) | 0.494 (6) | 0.018 (4) | |
H12A | 0.679509 | 0.772511 | 0.473034 | 0.022* | |
H12B | 0.886233 | 0.871361 | 0.564684 | 0.022* | |
C13 | 0.799 (2) | 0.681 (4) | 0.337 (6) | 0.022 (4) | |
H13 | 0.815194 | 0.763133 | 0.298392 | 0.026* | |
C2 | 0.786 (3) | 0.195 (5) | 0.815 (7) | 0.025 (4) | |
H2A | 0.779628 | 0.138528 | 0.707446 | 0.030* | |
H2B | 0.905045 | 0.287191 | 0.886078 | 0.030* | |
C3 | 0.754 (2) | 0.071 (3) | 0.876 (5) | 0.036 (6) | |
H3 | 0.840650 | 0.026723 | 0.869972 | 0.043* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0274 (14) | 0.032 (3) | 0.025 (6) | 0.0136 (16) | 0.012 (2) | 0.015 (4) |
O1 | 0.028 (3) | 0.031 (5) | 0.028 (7) | 0.015 (3) | 0.013 (4) | 0.013 (5) |
O2 | 0.036 (5) | 0.039 (8) | 0.030 (13) | 0.017 (5) | 0.018 (7) | 0.018 (9) |
O14 | 0.030 (4) | 0.033 (5) | 0.034 (7) | 0.015 (3) | 0.015 (4) | 0.013 (5) |
O4 | 0.047 (5) | 0.041 (6) | 0.044 (7) | 0.016 (3) | 0.018 (4) | 0.024 (5) |
O11 | 0.057 (5) | 0.047 (5) | 0.049 (7) | 0.021 (3) | 0.018 (4) | 0.032 (5) |
O1W | 0.039 (5) | 0.035 (9) | 0.040 (13) | 0.015 (5) | 0.019 (7) | 0.016 (9) |
O13 | 0.033 (5) | 0.049 (9) | 0.043 (13) | 0.021 (5) | 0.015 (7) | 0.017 (9) |
O3 | 0.045 (5) | 0.043 (8) | 0.040 (13) | 0.012 (5) | 0.021 (7) | 0.023 (9) |
O12 | 0.043 (7) | 0.047 (9) | 0.041 (14) | 0.020 (6) | 0.019 (8) | 0.023 (9) |
O2W | 0.066 (7) | 0.063 (9) | 0.066 (13) | 0.033 (6) | 0.025 (8) | 0.030 (9) |
N13 | 0.031 (5) | 0.031 (9) | 0.029 (13) | 0.017 (5) | 0.013 (7) | 0.013 (9) |
N3 | 0.037 (6) | 0.025 (9) | 0.033 (13) | 0.015 (5) | 0.016 (8) | 0.016 (9) |
C1 | 0.026 (5) | 0.025 (5) | 0.028 (7) | 0.009 (3) | 0.012 (4) | 0.013 (5) |
C4 | 0.026 (5) | 0.023 (6) | 0.026 (7) | 0.009 (4) | 0.007 (5) | 0.015 (5) |
C14 | 0.026 (5) | 0.027 (6) | 0.027 (7) | 0.012 (4) | 0.011 (4) | 0.012 (5) |
C11 | 0.040 (8) | 0.038 (8) | 0.040 (10) | 0.020 (5) | 0.015 (5) | 0.019 (6) |
C12 | 0.019 (5) | 0.019 (5) | 0.018 (7) | 0.010 (4) | 0.007 (4) | 0.010 (5) |
C13 | 0.022 (5) | 0.024 (6) | 0.021 (7) | 0.009 (4) | 0.011 (4) | 0.012 (5) |
C2 | 0.026 (4) | 0.024 (5) | 0.025 (7) | 0.011 (3) | 0.010 (4) | 0.013 (5) |
C3 | 0.036 (6) | 0.036 (7) | 0.035 (8) | 0.016 (4) | 0.016 (5) | 0.018 (6) |
Geometric parameters (Å, º) top Zn1—O1 | 1.96 (4) | N13—H13C | 0.8900 |
Zn1—O14i | 1.993 (14) | N13—C13 | 1.52 (4) |
Zn1—O4ii | 1.93 (3) | N3—H3A | 0.9100 |
Zn1—O11 | 1.909 (9) | N3—H3B | 0.9400 |
O1—C1 | 1.25 (3) | N3—H3C | 0.9100 |
O2—C1 | 1.25 (4) | N3—C3 | 1.44 (3) |
O14—C14 | 1.29 (4) | C1—C2 | 1.54 (2) |
O4—C4 | 1.28 (4) | C4—C3 | 1.58 (3) |
O11—C11 | 1.25 (3) | C14—C13 | 1.49 (2) |
O1W—H1WA | 0.8498 | C11—C12 | 1.53 (4) |
O1W—H1WB | 0.8484 | C12—H12A | 0.9700 |
O13—C14 | 1.27 (2) | C12—H12B | 0.9700 |
O3—C4 | 1.27 (3) | C12—C13 | 1.49 (3) |
O12—C11 | 1.21 (4) | C13—H13 | 0.9800 |
O2W—H2WA | 0.8476 | C2—H2A | 0.9700 |
O2W—H2WB | 0.8501 | C2—H2B | 0.9700 |
N13—H13A | 0.8600 | C2—C3 | 1.49 (3) |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 120.9 (9) | O14—C14—C13 | 116 (3) |
O4ii—Zn1—O1 | 95.6 (10) | O13—C14—O14 | 124.4 (18) |
O4ii—Zn1—O14i | 101.7 (11) | O13—C14—C13 | 119 (2) |
O11—Zn1—O1 | 112.7 (11) | O11—C11—C12 | 114 (3) |
O11—Zn1—O14i | 114.2 (6) | O12—C11—O11 | 123 (3) |
O11—Zn1—O4ii | 108.3 (11) | O12—C11—C12 | 123 (3) |
C1—O1—Zn1 | 130 (2) | C11—C12—H12A | 108.3 |
C14—O14—Zn1i | 109 (2) | C11—C12—H12B | 108.3 |
C4—O4—Zn1ii | 122.7 (11) | H12A—C12—H12B | 107.4 |
C11—O11—Zn1 | 132 (3) | C13—C12—C11 | 116 (2) |
H1WA—O1W—H1WB | 104.4 | C13—C12—H12A | 108.3 |
H2WA—O2W—H2WB | 104.4 | C13—C12—H12B | 108.3 |
H13A—N13—H13B | 112.0 | N13—C13—H13 | 107.8 |
H13A—N13—H13C | 113.0 | C14—C13—N13 | 110 (2) |
H13B—N13—H13C | 109.5 | C14—C13—C12 | 114 (2) |
C13—N13—H13A | 107.0 | C14—C13—H13 | 107.8 |
C13—N13—H13B | 108.0 | C12—C13—N13 | 110 (2) |
C13—N13—H13C | 107.0 | C12—C13—H13 | 107.8 |
H3A—N3—H3B | 104.0 | C1—C2—H2A | 108.6 |
H3A—N3—H3C | 105.0 | C1—C2—H2B | 108.6 |
H3B—N3—H3C | 102.0 | H2A—C2—H2B | 107.5 |
C3—N3—H3A | 115.0 | C3—C2—C1 | 115 (2) |
C3—N3—H3B | 114.0 | C3—C2—H2A | 108.6 |
C3—N3—H3C | 116.0 | C3—C2—H2B | 108.6 |
O1—C1—C2 | 119 (3) | N3—C3—C4 | 107 (2) |
O2—C1—O1 | 121.5 (17) | N3—C3—C2 | 114 (3) |
O2—C1—C2 | 120 (2) | N3—C3—H3 | 107.4 |
O4—C4—C3 | 113 (2) | C4—C3—H3 | 107.4 |
O3—C4—O4 | 132 (2) | C2—C3—C4 | 113 (3) |
O3—C4—C3 | 115 (3) | C2—C3—H3 | 107.4 |
| | | |
Zn1—O1—C1—C2 | 21 (6) | N13—C13—C14—O13 | 17 (3) |
Zn1—O14i—C14i—C13i | 174.3 (16) | N3—C3—C4—O3 | −31 (2) |
Zn1—O4ii—C4ii—C3ii | −171.0 (15) | C1—C2—C3—N3 | −64 (4) |
Zn1—O11—C11—C12 | 173.9 (10) | C1—C2—C3—C4 | 59 (6) |
O2—C1—C2—C3 | 20 (7) | C11—C12—C13—N13 | 70.8 (16) |
O12—C11—C12—C13 | 152 (2) | C11—C12—C13—C14 | −52.7 (17) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_0_15GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.871 Mg m−3 |
a = 8.7725 (11) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.4694 (14) Å | Cell parameters from 389 reflections |
c = 9.803 (3) Å | θ = 3.8–27.2° |
α = 111.906 (19)° | µ = 1.95 mm−1 |
β = 105.503 (16)° | T = 296 K |
γ = 107.777 (12)° | Plate, colourless |
V = 649.0 (2) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.068 |
Radiation source: sealed x-ray tube | θmax = 27.2°, θmin = 3.8° |
ω scan | h = −10→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −11→12 |
Tmin = 0.633, Tmax = 0.907 | l = −7→7 |
2630 measured reflections | 12 standard reflections every 84 reflections |
474 independent reflections | intensity decay: none |
389 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.129 | w = 1/[σ2(Fo2) + (0.0808P)2 + 2.3162P] where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max < 0.001 |
474 reflections | Δρmax = 0.28 e Å−3 |
198 parameters | Δρmin = −0.27 e Å−3 |
132 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.15 (2) GPa (150000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7133 (3) | 0.3224 (4) | 0.5446 (7) | 0.0281 (19) | |
O1 | 0.642 (2) | 0.339 (3) | 0.713 (5) | 0.028 (3) | |
O2 | 0.5696 (16) | 0.270 (3) | 0.886 (4) | 0.031 (4) | |
O14 | 1.1038 (18) | 0.759 (3) | 0.481 (4) | 0.029 (3) | |
O4 | 0.503 (2) | −0.120 (3) | 0.620 (4) | 0.043 (4) | |
O11 | 0.7231 (16) | 0.496 (2) | 0.485 (3) | 0.047 (3) | |
O1W | 0.228 (2) | 0.024 (3) | 0.767 (4) | 0.030 (4) | |
H1WA | 0.3362 | 0.0949 | 0.8293 | 0.045* | |
H1WB | 0.2302 | −0.0545 | 0.6901 | 0.045* | |
O13 | 0.9257 (16) | 0.500 (3) | 0.236 (4) | 0.036 (4) | |
O3 | 0.5115 (16) | −0.161 (3) | 0.844 (4) | 0.043 (4) | |
O12 | 0.841 (2) | 0.735 (3) | 0.738 (4) | 0.047 (6) | |
O2W | 0.2233 (19) | 0.315 (3) | 0.999 (5) | 0.063 (5) | |
H2WA | 0.2547 | 0.2434 | 0.9616 | 0.095* | |
H2WB | 0.1757 | 0.2884 | 1.0585 | 0.095* | |
N13 | 0.629 (2) | 0.525 (4) | 0.216 (5) | 0.032 (4) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.7811 (19) | 0.155 (3) | 1.054 (5) | 0.032 (5) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C1 | 0.656 (2) | 0.274 (4) | 0.808 (6) | 0.026 (3) | |
C4 | 0.564 (2) | −0.083 (3) | 0.777 (4) | 0.026 (4) | |
C14 | 0.956 (2) | 0.646 (3) | 0.365 (5) | 0.020 (4) | |
C11 | 0.790 (3) | 0.659 (3) | 0.594 (4) | 0.038 (7) | |
C12 | 0.7920 (19) | 0.768 (3) | 0.510 (5) | 0.025 (4) | |
H12A | 0.8947 | 0.8786 | 0.5814 | 0.031* | |
H12B | 0.6868 | 0.7853 | 0.4942 | 0.031* | |
C13 | 0.7979 (18) | 0.686 (3) | 0.344 (5) | 0.022 (4) | |
H13 | 0.8146 | 0.7691 | 0.3054 | 0.026* | |
C2 | 0.789 (2) | 0.202 (4) | 0.827 (7) | 0.026 (3) | |
H2A | 0.7947 | 0.1536 | 0.7231 | 0.031* | |
H2B | 0.9048 | 0.2969 | 0.9054 | 0.031* | |
C3 | 0.756 (2) | 0.070 (3) | 0.878 (5) | 0.036 (5) | |
H3 | 0.8429 | 0.0251 | 0.8723 | 0.044* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0273 (12) | 0.029 (2) | 0.030 (5) | 0.0132 (14) | 0.015 (2) | 0.015 (3) |
O1 | 0.029 (3) | 0.031 (4) | 0.027 (6) | 0.014 (3) | 0.015 (4) | 0.015 (4) |
O2 | 0.035 (4) | 0.033 (7) | 0.029 (11) | 0.014 (4) | 0.022 (6) | 0.015 (8) |
O14 | 0.028 (3) | 0.033 (4) | 0.027 (6) | 0.011 (3) | 0.014 (4) | 0.015 (4) |
O4 | 0.044 (4) | 0.039 (5) | 0.043 (6) | 0.012 (3) | 0.019 (4) | 0.023 (5) |
O11 | 0.055 (4) | 0.043 (4) | 0.046 (6) | 0.020 (3) | 0.015 (4) | 0.031 (4) |
O1W | 0.034 (5) | 0.039 (7) | 0.022 (11) | 0.012 (4) | 0.018 (6) | 0.020 (8) |
O13 | 0.037 (5) | 0.046 (8) | 0.032 (11) | 0.021 (5) | 0.017 (6) | 0.022 (8) |
O3 | 0.043 (5) | 0.041 (7) | 0.045 (11) | 0.012 (4) | 0.024 (6) | 0.022 (8) |
O12 | 0.046 (7) | 0.048 (8) | 0.046 (12) | 0.021 (5) | 0.026 (7) | 0.019 (8) |
O2W | 0.063 (6) | 0.065 (8) | 0.063 (11) | 0.032 (5) | 0.028 (7) | 0.031 (8) |
N13 | 0.029 (5) | 0.031 (8) | 0.035 (11) | 0.017 (5) | 0.016 (7) | 0.011 (8) |
N3 | 0.035 (6) | 0.034 (8) | 0.030 (12) | 0.015 (5) | 0.016 (7) | 0.019 (8) |
C1 | 0.025 (4) | 0.025 (5) | 0.026 (6) | 0.010 (3) | 0.010 (4) | 0.013 (4) |
C4 | 0.030 (5) | 0.024 (5) | 0.025 (7) | 0.006 (3) | 0.011 (4) | 0.017 (5) |
C14 | 0.023 (4) | 0.020 (5) | 0.018 (6) | 0.005 (3) | 0.010 (4) | 0.013 (5) |
C11 | 0.037 (8) | 0.037 (8) | 0.038 (9) | 0.019 (5) | 0.014 (5) | 0.018 (6) |
C12 | 0.026 (5) | 0.026 (5) | 0.025 (7) | 0.012 (4) | 0.010 (4) | 0.014 (5) |
C13 | 0.023 (4) | 0.023 (5) | 0.021 (6) | 0.008 (3) | 0.012 (4) | 0.012 (5) |
C2 | 0.024 (4) | 0.025 (5) | 0.027 (6) | 0.011 (3) | 0.012 (4) | 0.011 (4) |
C3 | 0.035 (6) | 0.036 (6) | 0.037 (7) | 0.015 (4) | 0.018 (4) | 0.017 (5) |
Geometric parameters (Å, º) top Zn1—O1 | 1.89 (4) | N13—H13C | 0.8700 |
Zn1—O14i | 2.013 (15) | N13—C13 | 1.51 (5) |
Zn1—O4ii | 1.92 (3) | N3—H3A | 0.8600 |
Zn1—O11 | 1.924 (10) | N3—H3B | 0.8900 |
O1—C1 | 1.29 (4) | N3—H3C | 0.9100 |
O2—C1 | 1.22 (4) | N3—C3 | 1.52 (3) |
O14—C14 | 1.25 (4) | C1—C2 | 1.520 (19) |
O4—C4 | 1.344 (13) | C4—C3 | 1.57 (3) |
O11—C11 | 1.321 (13) | C14—C13 | 1.53 (2) |
O1W—H1WA | 0.8501 | C11—C12 | 1.54 (4) |
O1W—H1WB | 0.8501 | C12—H12A | 0.9700 |
O13—C14 | 1.37 (3) | C12—H12B | 0.9700 |
O3—C4 | 1.24 (3) | C12—C13 | 1.55 (3) |
O12—C11 | 1.20 (3) | C13—H13 | 0.9800 |
O2W—H2WA | 0.8101 | C2—H2A | 0.9700 |
O2W—H2WB | 0.8726 | C2—H2B | 0.9700 |
N13—H13A | 0.8900 | C2—C3 | 1.50 (3) |
N13—H13B | 0.9100 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 122.1 (10) | O14—C14—O13 | 126.3 (19) |
O1—Zn1—O4ii | 93.3 (11) | O14—C14—C13 | 119 (3) |
O1—Zn1—O11 | 115.6 (10) | O13—C14—C13 | 114 (3) |
O4ii—Zn1—O14i | 101.2 (11) | O11—C11—C12 | 111 (3) |
O11—Zn1—O14i | 113.1 (6) | O12—C11—O11 | 134 (3) |
O11—Zn1—O4ii | 106.5 (10) | O12—C11—C12 | 116 (3) |
C1—O1—Zn1 | 133 (2) | C11—C12—H12A | 108.9 |
C14—O14—Zn1i | 108 (2) | C11—C12—H12B | 108.9 |
C4—O4—Zn1ii | 121.2 (12) | C11—C12—C13 | 113 (2) |
C11—O11—Zn1 | 122.9 (19) | H12A—C12—H12B | 107.7 |
H1WA—O1W—H1WB | 104.5 | C13—C12—H12A | 108.9 |
H2WA—O2W—H2WB | 105.4 | C13—C12—H12B | 108.9 |
H13A—N13—H13B | 108.0 | N13—C13—C14 | 110 (3) |
H13A—N13—H13C | 112.0 | N13—C13—C12 | 113 (2) |
H13B—N13—H13C | 110.0 | N13—C13—H13 | 108.2 |
C13—N13—H13A | 109.5 | C14—C13—C12 | 110 (3) |
C13—N13—H13B | 107.0 | C14—C13—H13 | 108.2 |
C13—N13—H13C | 109.5 | C12—C13—H13 | 108.2 |
H3A—N3—H3B | 113.0 | C1—C2—H2A | 107.8 |
H3A—N3—H3C | 109.5 | C1—C2—H2B | 107.8 |
H3B—N3—H3C | 107.0 | H2A—C2—H2B | 107.1 |
C3—N3—H3A | 111.0 | C3—C2—C1 | 118.1 (18) |
C3—N3—H3B | 108.0 | C3—C2—H2A | 107.8 |
C3—N3—H3C | 107.0 | C3—C2—H2B | 107.8 |
O1—C1—C2 | 119 (3) | N3—C3—C4 | 106 (2) |
O2—C1—O1 | 122.9 (15) | N3—C3—H3 | 109.2 |
O2—C1—C2 | 118 (3) | C4—C3—H3 | 109.2 |
O4—C4—C3 | 111 (2) | C2—C3—N3 | 108 (3) |
O3—C4—O4 | 132 (2) | C2—C3—C4 | 114 (3) |
O3—C4—C3 | 116 (3) | C2—C3—H3 | 109.2 |
| | | |
Zn1—O1—C1—C2 | 17 (6) | N13—C13—C14—O13 | 20 (3) |
Zn1—O14i—C14i—C13i | 172.6 (18) | N3—C3—C4—O3 | −37 (3) |
Zn1—O4ii—C4ii—C3ii | −170.4 (15) | C1—C2—C3—N3 | −68 (5) |
Zn1—O11—C11—C12 | 175.8 (11) | C1—C2—C3—C4 | 50 (6) |
O2—C1—C2—C3 | 25 (7) | C11—C12—C13—N13 | 67.7 (17) |
O12—C11—C12—C13 | 157 (2) | C11—C12—C13—C14 | −54.9 (17) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_0_40GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.893 Mg m−3 |
a = 8.7385 (18) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.419 (3) Å | Cell parameters from 380 reflections |
c = 9.773 (6) Å | θ = 3.8–27.3° |
α = 111.86 (4)° | µ = 1.97 mm−1 |
β = 105.42 (3)° | T = 296 K |
γ = 107.88 (2)° | Plate, colourless |
V = 641.4 (5) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.065 |
Radiation source: sealed x-ray tube | θmax = 27.3°, θmin = 3.8° |
ω scan | h = −11→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −11→12 |
Tmin = 0.629, Tmax = 0.906 | l = −7→7 |
2596 measured reflections | 12 standard reflections every 84 reflections |
475 independent reflections | intensity decay: none |
380 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.102 | w = 1/[σ2(Fo2) + (0.0705P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max < 0.001 |
475 reflections | Δρmax = 0.20 e Å−3 |
198 parameters | Δρmin = −0.17 e Å−3 |
131 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.40 (2) GPa (400000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7121 (2) | 0.3223 (4) | 0.5440 (6) | 0.030 (2) | |
O1 | 0.6420 (18) | 0.341 (3) | 0.719 (5) | 0.030 (3) | |
O2 | 0.5713 (15) | 0.270 (2) | 0.887 (4) | 0.035 (5) | |
O14 | 1.1015 (16) | 0.753 (3) | 0.468 (4) | 0.034 (3) | |
O4 | 0.5021 (19) | −0.119 (2) | 0.622 (4) | 0.040 (4) | |
O11 | 0.7235 (15) | 0.499 (2) | 0.488 (4) | 0.051 (3) | |
O1W | 0.2286 (16) | 0.025 (3) | 0.768 (4) | 0.035 (5) | |
H1WA | 0.339724 | 0.079933 | 0.820061 | 0.053* | |
H1WB | 0.210666 | −0.081387 | 0.719158 | 0.053* | |
O13 | 0.9266 (17) | 0.497 (3) | 0.234 (4) | 0.041 (5) | |
O3 | 0.5108 (14) | −0.162 (2) | 0.844 (3) | 0.040 (5) | |
O12 | 0.843 (2) | 0.736 (3) | 0.744 (4) | 0.055 (7) | |
O2W | 0.2232 (17) | 0.316 (3) | 0.999 (4) | 0.061 (5) | |
H2WA | 0.241624 | 0.231646 | 0.954198 | 0.092* | |
H2WB | 0.178228 | 0.294249 | 1.060455 | 0.092* | |
N13 | 0.6287 (19) | 0.527 (3) | 0.215 (5) | 0.031 (5) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.782 (2) | 0.150 (3) | 1.049 (4) | 0.037 (6) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C1 | 0.657 (2) | 0.272 (4) | 0.804 (6) | 0.027 (3) | |
C4 | 0.5680 (18) | −0.082 (2) | 0.776 (4) | 0.020 (4) | |
C14 | 0.954 (2) | 0.641 (4) | 0.356 (6) | 0.024 (4) | |
C11 | 0.791 (2) | 0.668 (3) | 0.601 (4) | 0.026 (5) | |
C12 | 0.7926 (19) | 0.769 (3) | 0.507 (5) | 0.021 (4) | |
H12A | 0.686910 | 0.786221 | 0.489467 | 0.026* | |
H12B | 0.894885 | 0.880918 | 0.577071 | 0.026* | |
C13 | 0.7993 (19) | 0.688 (3) | 0.343 (5) | 0.024 (4) | |
H13 | 0.816513 | 0.772171 | 0.304841 | 0.028* | |
C2 | 0.788 (2) | 0.197 (4) | 0.813 (6) | 0.029 (4) | |
H2A | 0.907599 | 0.290114 | 0.880855 | 0.034* | |
H2B | 0.779190 | 0.135875 | 0.704233 | 0.034* | |
C3 | 0.758 (2) | 0.074 (3) | 0.882 (5) | 0.031 (5) | |
H3 | 0.844860 | 0.028019 | 0.876720 | 0.037* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0277 (12) | 0.029 (2) | 0.034 (6) | 0.0130 (14) | 0.014 (2) | 0.015 (3) |
O1 | 0.029 (3) | 0.032 (5) | 0.030 (7) | 0.016 (3) | 0.016 (4) | 0.013 (5) |
O2 | 0.041 (5) | 0.033 (8) | 0.035 (13) | 0.018 (5) | 0.023 (7) | 0.016 (9) |
O14 | 0.030 (4) | 0.037 (5) | 0.035 (7) | 0.017 (3) | 0.016 (4) | 0.014 (5) |
O4 | 0.043 (4) | 0.037 (5) | 0.039 (7) | 0.014 (3) | 0.014 (4) | 0.024 (5) |
O11 | 0.059 (4) | 0.047 (5) | 0.050 (7) | 0.023 (3) | 0.018 (4) | 0.032 (5) |
O1W | 0.037 (5) | 0.034 (8) | 0.035 (13) | 0.016 (5) | 0.018 (7) | 0.016 (8) |
O13 | 0.036 (5) | 0.048 (8) | 0.042 (13) | 0.023 (5) | 0.019 (7) | 0.019 (9) |
O3 | 0.043 (5) | 0.043 (8) | 0.038 (13) | 0.013 (5) | 0.022 (7) | 0.024 (9) |
O12 | 0.053 (7) | 0.058 (9) | 0.053 (14) | 0.026 (6) | 0.024 (8) | 0.026 (9) |
O2W | 0.063 (6) | 0.058 (8) | 0.063 (13) | 0.031 (5) | 0.023 (7) | 0.030 (9) |
N13 | 0.030 (5) | 0.038 (8) | 0.028 (13) | 0.017 (5) | 0.016 (7) | 0.016 (9) |
N3 | 0.042 (6) | 0.036 (9) | 0.036 (13) | 0.014 (5) | 0.020 (8) | 0.021 (9) |
C1 | 0.027 (4) | 0.024 (5) | 0.028 (7) | 0.009 (3) | 0.013 (4) | 0.012 (5) |
C4 | 0.021 (4) | 0.019 (5) | 0.019 (7) | 0.006 (3) | 0.006 (4) | 0.012 (5) |
C14 | 0.022 (4) | 0.023 (5) | 0.024 (7) | 0.009 (3) | 0.010 (4) | 0.010 (5) |
C11 | 0.027 (6) | 0.026 (7) | 0.026 (8) | 0.013 (4) | 0.009 (5) | 0.013 (6) |
C12 | 0.021 (5) | 0.023 (5) | 0.020 (7) | 0.011 (4) | 0.007 (4) | 0.012 (5) |
C13 | 0.024 (5) | 0.025 (5) | 0.023 (7) | 0.009 (3) | 0.012 (4) | 0.012 (5) |
C2 | 0.027 (4) | 0.028 (5) | 0.029 (7) | 0.014 (3) | 0.010 (4) | 0.013 (5) |
C3 | 0.031 (5) | 0.031 (6) | 0.032 (8) | 0.017 (4) | 0.013 (5) | 0.015 (5) |
Geometric parameters (Å, º) top Zn1—O1 | 1.93 (3) | N13—H13C | 0.8900 |
Zn1—O14i | 1.978 (11) | N13—C13 | 1.52 (4) |
Zn1—O4ii | 1.92 (2) | N3—H3A | 0.8900 |
Zn1—O11 | 1.922 (8) | N3—H3B | 0.8900 |
O1—C1 | 1.24 (3) | N3—H3C | 0.8900 |
O2—C1 | 1.24 (3) | N3—C3 | 1.45 (4) |
O14—C14 | 1.24 (4) | C1—C2 | 1.520 (17) |
O4—C4 | 1.32 (2) | C4—C3 | 1.56 (3) |
O11—C11 | 1.36 (2) | C14—C13 | 1.535 (18) |
O1W—H1WA | 0.8387 | C11—C12 | 1.55 (3) |
O1W—H1WB | 0.8734 | C12—H12A | 0.9700 |
O13—C14 | 1.32 (5) | C12—H12B | 0.9700 |
O3—C4 | 1.251 (19) | C12—C13 | 1.53 (3) |
O12—C11 | 1.18 (3) | C13—H13 | 0.9800 |
O2W—H2WA | 0.8413 | C2—H2A | 0.9700 |
O2W—H2WB | 0.8471 | C2—H2B | 0.9700 |
N13—H13A | 0.8900 | C2—C3 | 1.53 (2) |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 119.1 (9) | O14—C14—O13 | 124.4 (15) |
O4ii—Zn1—O1 | 94.9 (9) | O14—C14—C13 | 117 (3) |
O4ii—Zn1—O14i | 102.6 (9) | O13—C14—C13 | 118 (3) |
O4ii—Zn1—O11 | 107.0 (8) | O11—C11—C12 | 107 (2) |
O11—Zn1—O1 | 114.7 (8) | O12—C11—O11 | 131 (2) |
O11—Zn1—O14i | 114.6 (5) | O12—C11—C12 | 122 (2) |
C1—O1—Zn1 | 129.8 (19) | C11—C12—H12A | 108.0 |
C14—O14—Zn1i | 111.2 (19) | C11—C12—H12B | 108.0 |
C4—O4—Zn1ii | 122.8 (9) | H12A—C12—H12B | 107.3 |
C11—O11—Zn1 | 123.3 (17) | C13—C12—C11 | 117.1 (19) |
H1WA—O1W—H1WB | 102.9 | C13—C12—H12A | 108.0 |
H2WA—O2W—H2WB | 104.6 | C13—C12—H12B | 108.0 |
H13A—N13—H13B | 109.5 | N13—C13—C14 | 108 (2) |
H13A—N13—H13C | 109.5 | N13—C13—C12 | 112.2 (17) |
H13B—N13—H13C | 109.5 | N13—C13—H13 | 108.3 |
C13—N13—H13A | 109.5 | C14—C13—H13 | 108.3 |
C13—N13—H13B | 108.0 | C12—C13—C14 | 112 (3) |
C13—N13—H13C | 109.5 | C12—C13—H13 | 108.3 |
H3A—N3—H3B | 108.0 | C1—C2—H2A | 108.7 |
H3A—N3—H3C | 106.0 | C1—C2—H2B | 108.7 |
H3B—N3—H3C | 107.0 | C1—C2—C3 | 114.2 (17) |
C3—N3—H3A | 112.0 | H2A—C2—H2B | 107.6 |
C3—N3—H3B | 111.0 | C3—C2—H2A | 108.7 |
C3—N3—H3C | 112.0 | C3—C2—H2B | 108.7 |
O1—C1—O2 | 120.5 (14) | N3—C3—C4 | 107.3 (19) |
O1—C1—C2 | 120 (2) | N3—C3—C2 | 115 (3) |
O2—C1—C2 | 120 (2) | N3—C3—H3 | 107.5 |
O4—C4—C3 | 112.9 (17) | C4—C3—H3 | 107.5 |
O3—C4—O4 | 130.2 (18) | C2—C3—C4 | 111 (2) |
O3—C4—C3 | 116 (2) | C2—C3—H3 | 107.5 |
| | | |
Zn1—O1—C1—C2 | 19 (5) | N13—C13—C14—O13 | 18 (3) |
Zn1—O14i—C14i—C13i | 175.3 (18) | N3—C3—C4—O3 | −33 (2) |
Zn1—O4ii—C4ii—C3ii | −170.8 (12) | C1—C2—C3—N3 | −63 (4) |
Zn1—O11—C11—C12 | 174.5 (8) | C1—C2—C3—C4 | 59 (4) |
O2—C1—C2—C3 | 19 (5) | C11—C12—C13—N13 | 68.2 (15) |
O12—C11—C12—C13 | 155 (2) | C11—C12—C13—C14 | −52.9 (17) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_0_70GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.915 Mg m−3 |
a = 8.687 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.359 (3) Å | Cell parameters from 380 reflections |
c = 9.7666 (19) Å | θ = 3.9–27.5° |
α = 111.78 (3)° | µ = 2.00 mm−1 |
β = 105.20 (3)° | T = 296 K |
γ = 108.04 (4)° | Plate, colourless |
V = 633.9 (4) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.062 |
Radiation source: sealed x-ray tube | θmax = 27.5°, θmin = 3.9° |
ω scan | h = −11→10 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −11→12 |
Tmin = 0.626, Tmax = 0.923 | l = −7→7 |
2494 measured reflections | 12 standard reflections every 84 reflections |
470 independent reflections | intensity decay: none |
380 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.040 | H-atom parameters constrained |
wR(F2) = 0.102 | w = 1/[σ2(Fo2) + (0.0703P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.10 | (Δ/σ)max < 0.001 |
470 reflections | Δρmax = 0.20 e Å−3 |
198 parameters | Δρmin = −0.17 e Å−3 |
131 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 0.70 (2) GPa (700000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7121 (2) | 0.3223 (4) | 0.5440 (6) | 0.029 (2) | |
O1 | 0.6421 (18) | 0.341 (3) | 0.719 (5) | 0.029 (3) | |
O2 | 0.5714 (15) | 0.270 (2) | 0.887 (4) | 0.034 (5) | |
O14 | 1.1015 (16) | 0.753 (3) | 0.469 (4) | 0.034 (3) | |
O4 | 0.5021 (18) | −0.120 (2) | 0.622 (4) | 0.039 (4) | |
O11 | 0.7234 (15) | 0.499 (2) | 0.488 (4) | 0.050 (3) | |
O1W | 0.2287 (16) | 0.025 (3) | 0.768 (4) | 0.034 (5) | |
H1WA | 0.339886 | 0.079936 | 0.819928 | 0.052* | |
H1WB | 0.210615 | −0.080955 | 0.717181 | 0.052* | |
O13 | 0.9266 (17) | 0.497 (3) | 0.235 (4) | 0.040 (5) | |
O3 | 0.5108 (14) | −0.162 (2) | 0.844 (3) | 0.040 (5) | |
O12 | 0.843 (2) | 0.736 (3) | 0.744 (4) | 0.053 (7) | |
O2W | 0.2233 (17) | 0.316 (3) | 0.999 (4) | 0.060 (5) | |
H2WA | 0.240366 | 0.229198 | 0.953232 | 0.090* | |
H2WB | 0.178022 | 0.294565 | 1.061132 | 0.090* | |
N13 | 0.6285 (19) | 0.527 (3) | 0.214 (5) | 0.030 (5) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.782 (2) | 0.150 (3) | 1.050 (4) | 0.036 (6) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C1 | 0.657 (2) | 0.272 (4) | 0.804 (6) | 0.026 (3) | |
C4 | 0.5678 (18) | −0.083 (2) | 0.776 (4) | 0.020 (4) | |
C14 | 0.954 (2) | 0.641 (4) | 0.355 (6) | 0.023 (4) | |
C11 | 0.791 (2) | 0.668 (3) | 0.601 (4) | 0.026 (5) | |
C12 | 0.7927 (19) | 0.769 (3) | 0.508 (5) | 0.021 (4) | |
H12A | 0.686522 | 0.786685 | 0.490410 | 0.025* | |
H12B | 0.895539 | 0.881955 | 0.577242 | 0.025* | |
C13 | 0.7995 (19) | 0.689 (3) | 0.344 (5) | 0.023 (4) | |
H13 | 0.817634 | 0.773778 | 0.306041 | 0.028* | |
C2 | 0.788 (2) | 0.197 (4) | 0.813 (6) | 0.028 (3) | |
H2A | 0.908190 | 0.290835 | 0.880102 | 0.034* | |
H2B | 0.779127 | 0.135154 | 0.704223 | 0.034* | |
C3 | 0.758 (2) | 0.074 (3) | 0.882 (5) | 0.030 (5) | |
H3 | 0.845445 | 0.028127 | 0.877040 | 0.036* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0273 (12) | 0.028 (2) | 0.033 (6) | 0.0126 (14) | 0.014 (2) | 0.014 (3) |
O1 | 0.028 (3) | 0.031 (5) | 0.029 (7) | 0.015 (3) | 0.016 (4) | 0.012 (5) |
O2 | 0.040 (5) | 0.032 (8) | 0.034 (13) | 0.018 (5) | 0.023 (7) | 0.015 (9) |
O14 | 0.030 (4) | 0.036 (5) | 0.034 (7) | 0.017 (3) | 0.016 (4) | 0.013 (5) |
O4 | 0.042 (4) | 0.036 (5) | 0.038 (7) | 0.014 (3) | 0.014 (4) | 0.023 (5) |
O11 | 0.057 (4) | 0.046 (5) | 0.049 (7) | 0.022 (3) | 0.017 (4) | 0.031 (5) |
O1W | 0.037 (5) | 0.033 (8) | 0.034 (13) | 0.015 (5) | 0.017 (7) | 0.016 (8) |
O13 | 0.035 (5) | 0.047 (8) | 0.041 (13) | 0.022 (5) | 0.018 (7) | 0.019 (9) |
O3 | 0.042 (5) | 0.042 (8) | 0.037 (13) | 0.012 (4) | 0.021 (7) | 0.024 (8) |
O12 | 0.052 (7) | 0.057 (9) | 0.051 (14) | 0.026 (5) | 0.023 (8) | 0.025 (9) |
O2W | 0.062 (6) | 0.056 (8) | 0.062 (13) | 0.030 (5) | 0.022 (7) | 0.030 (9) |
N13 | 0.029 (5) | 0.037 (8) | 0.027 (13) | 0.016 (5) | 0.015 (7) | 0.016 (9) |
N3 | 0.041 (6) | 0.035 (9) | 0.035 (13) | 0.014 (5) | 0.020 (8) | 0.021 (9) |
C1 | 0.026 (4) | 0.023 (5) | 0.027 (7) | 0.009 (3) | 0.012 (4) | 0.012 (5) |
C4 | 0.020 (4) | 0.018 (5) | 0.019 (7) | 0.005 (3) | 0.006 (4) | 0.012 (5) |
C14 | 0.021 (4) | 0.023 (5) | 0.023 (7) | 0.009 (3) | 0.010 (4) | 0.010 (5) |
C11 | 0.026 (6) | 0.025 (7) | 0.026 (8) | 0.013 (4) | 0.009 (5) | 0.013 (6) |
C12 | 0.021 (5) | 0.023 (5) | 0.020 (7) | 0.011 (4) | 0.007 (4) | 0.012 (5) |
C13 | 0.023 (5) | 0.025 (5) | 0.022 (7) | 0.009 (3) | 0.012 (4) | 0.012 (5) |
C2 | 0.027 (4) | 0.027 (5) | 0.028 (7) | 0.014 (3) | 0.010 (4) | 0.012 (5) |
C3 | 0.030 (5) | 0.030 (6) | 0.031 (8) | 0.017 (4) | 0.012 (5) | 0.014 (5) |
Geometric parameters (Å, º) top Zn1—O1 | 1.93 (3) | N13—H13C | 0.8900 |
Zn1—O14i | 1.968 (11) | N13—C13 | 1.52 (4) |
Zn1—O4ii | 1.91 (2) | N3—H3A | 0.8900 |
Zn1—O11 | 1.911 (8) | N3—H3B | 0.8900 |
O1—C1 | 1.23 (3) | N3—H3C | 0.8900 |
O2—C1 | 1.24 (3) | N3—C3 | 1.45 (4) |
O14—C14 | 1.24 (4) | C1—C2 | 1.512 (2) |
O4—C4 | 1.32 (2) | C4—C3 | 1.56 (3) |
O11—C11 | 1.36 (2) | C14—C13 | 1.529 (2) |
O1W—H1WA | 0.8347 | C11—C12 | 1.54 (3) |
O1W—H1WB | 0.8685 | C12—H12A | 0.9700 |
O13—C14 | 1.32 (5) | C12—H12B | 0.9700 |
O3—C4 | 1.244 (19) | C12—C13 | 1.520 (3) |
O12—C11 | 1.18 (3) | C13—H13 | 0.9800 |
O2W—H2WA | 0.8502 | C2—H2A | 0.9700 |
O2W—H2WB | 0.8499 | C2—H2B | 0.9700 |
N13—H13A | 0.8700 | C2—C3 | 1.530 (2) |
N13—H13B | 0.8900 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 119.0 (9) | O14—C14—O13 | 124.6 (15) |
O4ii—Zn1—O1 | 95.4 (8) | O14—C14—C13 | 116 (3) |
O4ii—Zn1—O14i | 102.5 (9) | O13—C14—C13 | 118 (3) |
O4ii—Zn1—O11 | 106.5 (8) | O11—C11—C12 | 106 (2) |
O11—Zn1—O1 | 114.8 (8) | O12—C11—O11 | 131 (2) |
O11—Zn1—O14i | 114.7 (5) | O12—C11—C12 | 122 (2) |
C1—O1—Zn1 | 129.8 (19) | C11—C12—H12A | 108.0 |
C14—O14—Zn1i | 111.0 (19) | C11—C12—H12B | 108.0 |
C4—O4—Zn1ii | 123.1 (9) | H12A—C12—H12B | 107.2 |
C11—O11—Zn1 | 122.7 (17) | C13—C12—C11 | 117.3 (19) |
H1WA—O1W—H1WB | 102.9 | C13—C12—H12A | 108.0 |
H2WA—O2W—H2WB | 104.4 | C13—C12—H12B | 108.0 |
H13A—N13—H13B | 109.5 | N13—C13—C14 | 107 (2) |
H13A—N13—H13C | 109.5 | N13—C13—C12 | 112.8 (17) |
H13B—N13—H13C | 109.5 | N13—C13—H13 | 108.2 |
C13—N13—H13A | 111.0 | C14—C13—H13 | 108.2 |
C13—N13—H13B | 108.0 | C12—C13—C14 | 112 (3) |
C13—N13—H13C | 108.0 | C12—C13—H13 | 108.2 |
H3A—N3—H3B | 108.0 | C1—C2—H2A | 108.7 |
H3A—N3—H3C | 107.0 | C1—C2—H2B | 108.7 |
H3B—N3—H3C | 107.0 | C1—C2—C3 | 114.2 (17) |
C3—N3—H3A | 111.0 | H2A—C2—H2B | 107.6 |
C3—N3—H3B | 111.0 | C3—C2—H2A | 108.7 |
C3—N3—H3C | 112.0 | C3—C2—H2B | 108.7 |
O1—C1—O2 | 120.6 (14) | N3—C3—C4 | 107.9 (19) |
O1—C1—C2 | 120 (2) | N3—C3—C2 | 116 (3) |
O2—C1—C2 | 120 (2) | N3—C3—H3 | 107.4 |
O4—C4—C3 | 113.4 (17) | C4—C3—H3 | 107.4 |
O3—C4—O4 | 130.5 (18) | C2—C3—C4 | 111 (2) |
O3—C4—C3 | 116 (2) | C2—C3—H3 | 107.4 |
| | | |
O2—C1—C2—C3 | 19 (5) | C1—C2—C3—N3 | −63 (4) |
O12—C11—C12—C13 | 155 (2) | C1—C2—C3—C4 | 60 (4) |
N13—C13—C14—O13 | 18 (3) | C11—C12—C13—N13 | 68.5 (15) |
N3—C3—C4—O3 | −33 (2) | C11—C12—C13—C14 | −52.8 (17) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_1_02GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.932 Mg m−3 |
a = 8.668 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.308 (4) Å | Cell parameters from 325 reflections |
c = 9.738 (3) Å | θ = 3.9–27.1° |
α = 111.52 (3)° | µ = 2.01 mm−1 |
β = 105.23 (3)° | T = 296 K |
γ = 108.10 (4)° | Plate, colourless |
V = 628.5 (5) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.107 |
Radiation source: sealed x-ray tube | θmax = 27.1°, θmin = 3.9° |
ω scan | h = −4→4 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −9→9 |
Tmin = 0.623, Tmax = 0.904 | l = −12→12 |
2540 measured reflections | 12 standard reflections every 84 reflections |
461 independent reflections | intensity decay: none |
325 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.053 | H-atom parameters constrained |
wR(F2) = 0.139 | w = 1/[σ2(Fo2) + (0.0402P)2 + 6.9565P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max < 0.001 |
461 reflections | Δρmax = 0.26 e Å−3 |
199 parameters | Δρmin = −0.39 e Å−3 |
139 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.02 (2) GPa (1020000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7053 (17) | 0.3217 (6) | 0.5392 (3) | 0.041 (3) | |
O1 | 0.638 (6) | 0.342 (2) | 0.7190 (16) | 0.048 (5) | |
O2 | 0.581 (4) | 0.276 (2) | 0.9004 (15) | 0.046 (7) | |
O14 | 1.095 (7) | 0.757 (3) | 0.466 (2) | 0.037 (7) | |
O4 | 0.504 (5) | −0.114 (2) | 0.6331 (14) | 0.039 (5) | |
O11 | 0.711 (7) | 0.508 (3) | 0.4925 (14) | 0.032 (5) | |
O1W | 0.244 (6) | 0.027 (2) | 0.7768 (16) | 0.040 (7) | |
H1WA | 0.349293 | 0.119518 | 0.832847 | 0.060* | |
H1WB | 0.243468 | −0.025443 | 0.683768 | 0.060* | |
O13 | 0.949 (6) | 0.501 (2) | 0.2512 (17) | 0.052 (8) | |
O3 | 0.510 (5) | −0.164 (2) | 0.8426 (14) | 0.038 (7) | |
O12 | 0.838 (6) | 0.732 (2) | 0.7369 (15) | 0.043 (7) | |
O2W | 0.226 (6) | 0.320 (3) | 1.0042 (19) | 0.053 (8) | |
H2WA | 0.232398 | 0.224308 | 0.972901 | 0.080* | |
H2WB | 0.229006 | 0.346346 | 1.098466 | 0.080* | |
N13 | 0.634 (9) | 0.539 (4) | 0.213 (2) | 0.045 (8) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.780 (7) | 0.155 (3) | 1.0551 (19) | 0.041 (8) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C4 | 0.588 (7) | −0.084 (2) | 0.780 (2) | 0.034 (6) | |
C13 | 0.797 (6) | 0.690 (3) | 0.337 (2) | 0.032 (9) | |
H13 | 0.818294 | 0.774433 | 0.298743 | 0.038* | |
C11 | 0.775 (9) | 0.668 (3) | 0.590 (2) | 0.040 (7) | |
C12 | 0.792 (5) | 0.777 (2) | 0.5024 (18) | 0.031 (6) | |
H12A | 0.691699 | 0.804107 | 0.486358 | 0.038* | |
H12B | 0.900949 | 0.885359 | 0.573198 | 0.038* | |
C14 | 0.951 (5) | 0.644 (3) | 0.355 (3) | 0.040 (10) | |
C3 | 0.767 (5) | 0.073 (2) | 0.8880 (18) | 0.035 (6) | |
H3 | 0.860409 | 0.034959 | 0.891169 | 0.042* | |
C2 | 0.802 (7) | 0.208 (3) | 0.827 (3) | 0.041 (9) | |
H2A | 0.920053 | 0.305139 | 0.901399 | 0.049* | |
H2B | 0.800767 | 0.155444 | 0.720483 | 0.049* | |
C1 | 0.661 (5) | 0.275 (3) | 0.817 (3) | 0.026 (8) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.048 (6) | 0.039 (3) | 0.0386 (16) | 0.022 (3) | 0.013 (3) | 0.0245 (15) |
O1 | 0.050 (8) | 0.049 (6) | 0.047 (5) | 0.022 (4) | 0.019 (5) | 0.026 (5) |
O2 | 0.050 (13) | 0.048 (8) | 0.045 (6) | 0.019 (6) | 0.021 (9) | 0.029 (6) |
O14 | 0.036 (9) | 0.035 (8) | 0.042 (8) | 0.012 (4) | 0.018 (6) | 0.021 (6) |
O4 | 0.041 (8) | 0.042 (6) | 0.035 (5) | 0.019 (4) | 0.017 (5) | 0.020 (5) |
O11 | 0.031 (7) | 0.032 (5) | 0.034 (5) | 0.012 (4) | 0.015 (5) | 0.017 (4) |
O1W | 0.040 (13) | 0.039 (8) | 0.039 (6) | 0.020 (7) | 0.017 (9) | 0.016 (6) |
O13 | 0.051 (13) | 0.054 (9) | 0.050 (7) | 0.024 (7) | 0.025 (10) | 0.022 (6) |
O3 | 0.042 (12) | 0.034 (7) | 0.039 (6) | 0.021 (6) | 0.013 (9) | 0.017 (5) |
O12 | 0.044 (13) | 0.049 (8) | 0.035 (6) | 0.023 (7) | 0.016 (9) | 0.018 (6) |
O2W | 0.056 (14) | 0.057 (9) | 0.049 (7) | 0.027 (7) | 0.025 (9) | 0.025 (7) |
N13 | 0.047 (14) | 0.046 (10) | 0.045 (8) | 0.022 (7) | 0.017 (10) | 0.023 (7) |
N3 | 0.041 (13) | 0.038 (9) | 0.043 (7) | 0.020 (7) | 0.010 (9) | 0.022 (7) |
C4 | 0.034 (9) | 0.033 (7) | 0.035 (7) | 0.015 (4) | 0.013 (6) | 0.018 (6) |
C13 | 0.032 (10) | 0.031 (9) | 0.033 (9) | 0.013 (5) | 0.013 (6) | 0.017 (6) |
C11 | 0.040 (9) | 0.041 (8) | 0.039 (7) | 0.019 (4) | 0.016 (6) | 0.019 (6) |
C12 | 0.032 (8) | 0.031 (7) | 0.032 (6) | 0.014 (4) | 0.013 (6) | 0.017 (5) |
C14 | 0.040 (12) | 0.039 (11) | 0.040 (10) | 0.017 (5) | 0.016 (7) | 0.022 (7) |
C3 | 0.035 (9) | 0.036 (7) | 0.034 (6) | 0.017 (4) | 0.013 (6) | 0.018 (5) |
C2 | 0.041 (11) | 0.040 (10) | 0.042 (10) | 0.018 (5) | 0.017 (7) | 0.021 (7) |
C1 | 0.026 (10) | 0.024 (8) | 0.029 (8) | 0.012 (5) | 0.010 (6) | 0.013 (6) |
Geometric parameters (Å, º) top Zn1—O1 | 1.95 (3) | N13—H13C | 0.9900 |
Zn1—O14i | 2.08 (6) | N13—C13 | 1.43 (4) |
Zn1—O4ii | 1.920 (19) | N3—H3A | 0.8400 |
Zn1—O11 | 1.93 (4) | N3—H3B | 0.8900 |
O1—C1 | 1.33 (4) | N3—H3C | 0.8900 |
O2—C1 | 1.20 (3) | N3—C3 | 1.48 (3) |
O14—C14 | 1.21 (3) | C4—C3 | 1.50 (3) |
O4—C4 | 1.30 (4) | C13—H13 | 0.9800 |
O11—C11 | 1.26 (4) | C13—C12 | 1.53 (2) |
O1W—H1WA | 0.8798 | C13—C14 | 1.51 (3) |
O1W—H1WB | 0.8543 | C11—C12 | 1.54 (3) |
O13—C14 | 1.34 (3) | C12—H12A | 0.9700 |
O3—C4 | 1.27 (2) | C12—H12B | 0.9700 |
O12—C11 | 1.21 (2) | C3—H3 | 0.9800 |
O2W—H2WA | 0.8500 | C3—C2 | 1.56 (3) |
O2W—H2WB | 0.8499 | C2—H2A | 0.9700 |
N13—H13A | 0.8600 | C2—H2B | 0.9700 |
N13—H13B | 0.8600 | C2—C1 | 1.53 (6) |
| | | |
O1—Zn1—O14i | 116.3 (18) | C12—C13—H13 | 107.2 |
O4ii—Zn1—O1 | 98.5 (10) | C14—C13—H13 | 107.2 |
O4ii—Zn1—O14i | 100.9 (16) | C14—C13—C12 | 110.8 (17) |
O4ii—Zn1—O11 | 107.7 (16) | O11—C11—C12 | 112.5 (13) |
O11—Zn1—O1 | 111 (2) | O12—C11—O11 | 124 (3) |
O11—Zn1—O14i | 119 (2) | O12—C11—C12 | 122 (2) |
C1—O1—Zn1 | 131 (4) | C13—C12—C11 | 115 (2) |
C14—O14—Zn1i | 111 (3) | C13—C12—H12A | 108.6 |
C4—O4—Zn1ii | 126.2 (10) | C13—C12—H12B | 108.6 |
C11—O11—Zn1 | 129 (2) | C11—C12—H12A | 108.6 |
H1WA—O1W—H1WB | 103.9 | C11—C12—H12B | 108.6 |
H2WA—O2W—H2WB | 104.5 | H12A—C12—H12B | 107.6 |
H13A—N13—H13B | 113.0 | O14—C14—O13 | 117 (4) |
H13A—N13—H13C | 102.0 | O14—C14—C13 | 116 (4) |
H13B—N13—H13C | 101.0 | O13—C14—C13 | 126 (3) |
C13—N13—H13A | 116.0 | N3—C3—C4 | 109 (2) |
C13—N13—H13B | 114.0 | N3—C3—H3 | 108.0 |
C13—N13—H13C | 109.5 | N3—C3—C2 | 110 (2) |
H3A—N3—H3B | 113.0 | C4—C3—H3 | 108.0 |
H3A—N3—H3C | 111.0 | C4—C3—C2 | 113.7 (19) |
H3B—N3—H3C | 107.0 | C2—C3—H3 | 108.0 |
C3—N3—H3A | 114.0 | C3—C2—H2A | 109.3 |
C3—N3—H3B | 105.0 | C3—C2—H2B | 109.3 |
C3—N3—H3C | 106.0 | H2A—C2—H2B | 107.9 |
O4—C4—C3 | 117.8 (13) | C1—C2—C3 | 112 (3) |
O3—C4—O4 | 122 (3) | C1—C2—H2A | 109.3 |
O3—C4—C3 | 119.4 (18) | C1—C2—H2B | 109.3 |
N13—C13—H13 | 107.2 | O1—C1—C2 | 117 (3) |
N13—C13—C12 | 115 (3) | O2—C1—O1 | 121 (4) |
N13—C13—C14 | 109 (4) | O2—C1—C2 | 122 (3) |
| | | |
Zn1—O1—C1—C2 | 18 (3) | N13—C13—C14—O13 | 14 (3) |
Zn1—O14i—C14i—C13i | 175.6 (15) | N3—C3—C4—O3 | −27 (5) |
Zn1—O4ii—C4ii—C3ii | −169 (3) | C11—C12—C13—N13 | 66 (5) |
Zn1—O11—C11—C12 | 167 (4) | C11—C12—C13—C14 | −58 (4) |
O2—C1—C2—C3 | 26 (3) | C1—C2—C3—N3 | −63 (4) |
O12—C11—C12—C13 | 150 (6) | C1—C2—C3—C4 | 60 (3) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_1_54GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 1.971 Mg m−3 |
a = 8.594 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.235 (3) Å | Cell parameters from 314 reflections |
c = 9.6951 (16) Å | θ = 3.9–26.7° |
α = 111.39 (2)° | µ = 2.05 mm−1 |
β = 104.94 (2)° | T = 296 K |
γ = 108.42 (3)° | Plate, colourless |
V = 616.2 (4) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.115 |
Radiation source: sealed x-ray tube | θmax = 26.7°, θmin = 3.9° |
ω scan | h = −4→4 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −9→9 |
Tmin = 0.617, Tmax = 0.902 | l = −12→12 |
2559 measured reflections | 12 standard reflections every 84 reflections |
458 independent reflections | intensity decay: none |
314 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.049 | H-atom parameters constrained |
wR(F2) = 0.142 | w = 1/[σ2(Fo2) + (0.0615P)2 + 3.7775P] where P = (Fo2 + 2Fc2)/3 |
S = 1.12 | (Δ/σ)max < 0.001 |
458 reflections | Δρmax = 0.25 e Å−3 |
198 parameters | Δρmin = −0.26 e Å−3 |
136 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 1.54 (2) GPa (1540000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.7017 (16) | 0.3212 (6) | 0.5364 (3) | 0.036 (3) | |
O1 | 0.636 (5) | 0.342 (2) | 0.7185 (14) | 0.040 (5) | |
O2 | 0.580 (4) | 0.2784 (18) | 0.9021 (13) | 0.036 (7) | |
O14 | 1.087 (6) | 0.760 (3) | 0.4713 (18) | 0.038 (7) | |
O4 | 0.504 (5) | −0.1102 (19) | 0.6355 (13) | 0.036 (5) | |
O11 | 0.711 (6) | 0.508 (2) | 0.4911 (13) | 0.032 (5) | |
O1W | 0.245 (6) | 0.029 (2) | 0.7768 (14) | 0.040 (7) | |
H1WA | 0.345785 | 0.121739 | 0.812882 | 0.060* | |
H1WB | 0.251170 | −0.051045 | 0.702144 | 0.060* | |
O13 | 0.945 (5) | 0.506 (3) | 0.2532 (18) | 0.055 (8) | |
O3 | 0.514 (5) | −0.1650 (18) | 0.8437 (13) | 0.038 (7) | |
O12 | 0.834 (5) | 0.734 (2) | 0.7368 (14) | 0.040 (7) | |
O2W | 0.224 (6) | 0.321 (2) | 1.0072 (15) | 0.043 (8) | |
H2WA | 0.242281 | 0.236081 | 0.963754 | 0.065* | |
H2WB | 0.218624 | 0.329127 | 1.089515 | 0.065* | |
N13 | 0.641 (8) | 0.537 (3) | 0.2115 (19) | 0.033 (7) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.790 (6) | 0.156 (3) | 1.0600 (14) | 0.038 (7) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C2 | 0.805 (5) | 0.213 (3) | 0.833 (3) | 0.040 (9) | |
H2A | 0.922178 | 0.312603 | 0.910182 | 0.048* | |
H2B | 0.810741 | 0.162296 | 0.728518 | 0.048* | |
C4 | 0.601 (11) | −0.085 (4) | 0.7873 (18) | 0.034 (6) | |
C14 | 0.945 (4) | 0.646 (3) | 0.353 (2) | 0.030 (9) | |
C11 | 0.765 (8) | 0.675 (3) | 0.590 (2) | 0.035 (6) | |
C12 | 0.787 (5) | 0.780 (2) | 0.5025 (17) | 0.027 (6) | |
H12A | 0.897622 | 0.888609 | 0.574246 | 0.033* | |
H12B | 0.687663 | 0.810572 | 0.486762 | 0.033* | |
C13 | 0.793 (6) | 0.697 (3) | 0.337 (2) | 0.035 (9) | |
H13 | 0.813820 | 0.781970 | 0.297877 | 0.042* | |
C1 | 0.662 (4) | 0.277 (3) | 0.815 (2) | 0.022 (7) | |
C3 | 0.772 (5) | 0.078 (2) | 0.8915 (18) | 0.039 (6) | |
H3 | 0.868910 | 0.043949 | 0.893936 | 0.047* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.044 (6) | 0.035 (2) | 0.0338 (14) | 0.020 (3) | 0.015 (3) | 0.0204 (13) |
O1 | 0.043 (7) | 0.042 (6) | 0.037 (5) | 0.022 (4) | 0.016 (5) | 0.019 (4) |
O2 | 0.037 (12) | 0.039 (7) | 0.032 (5) | 0.017 (6) | 0.015 (8) | 0.018 (5) |
O14 | 0.037 (9) | 0.038 (8) | 0.039 (7) | 0.015 (4) | 0.020 (6) | 0.018 (5) |
O4 | 0.037 (7) | 0.036 (6) | 0.036 (5) | 0.018 (4) | 0.015 (5) | 0.017 (4) |
O11 | 0.031 (7) | 0.031 (5) | 0.033 (4) | 0.015 (4) | 0.011 (5) | 0.017 (4) |
O1W | 0.037 (13) | 0.041 (8) | 0.040 (6) | 0.015 (7) | 0.013 (9) | 0.021 (6) |
O13 | 0.052 (13) | 0.053 (8) | 0.058 (7) | 0.020 (7) | 0.031 (9) | 0.025 (6) |
O3 | 0.040 (12) | 0.036 (7) | 0.037 (5) | 0.014 (6) | 0.017 (8) | 0.020 (5) |
O12 | 0.042 (13) | 0.048 (8) | 0.031 (5) | 0.024 (7) | 0.017 (8) | 0.014 (6) |
O2W | 0.040 (13) | 0.046 (9) | 0.041 (7) | 0.023 (7) | 0.019 (9) | 0.014 (6) |
N13 | 0.031 (13) | 0.032 (8) | 0.033 (7) | 0.019 (7) | 0.009 (10) | 0.012 (6) |
N3 | 0.041 (13) | 0.037 (8) | 0.036 (7) | 0.020 (7) | 0.007 (9) | 0.021 (6) |
C2 | 0.041 (11) | 0.040 (10) | 0.041 (9) | 0.016 (5) | 0.017 (7) | 0.023 (6) |
C4 | 0.035 (9) | 0.034 (7) | 0.036 (6) | 0.014 (4) | 0.016 (6) | 0.019 (5) |
C14 | 0.031 (11) | 0.030 (10) | 0.030 (9) | 0.012 (5) | 0.013 (6) | 0.019 (7) |
C11 | 0.034 (8) | 0.034 (7) | 0.034 (6) | 0.017 (4) | 0.013 (6) | 0.014 (5) |
C12 | 0.027 (8) | 0.026 (6) | 0.030 (6) | 0.010 (4) | 0.015 (6) | 0.015 (5) |
C13 | 0.035 (11) | 0.033 (10) | 0.036 (9) | 0.017 (5) | 0.013 (6) | 0.017 (6) |
C1 | 0.023 (9) | 0.021 (8) | 0.024 (7) | 0.010 (5) | 0.009 (6) | 0.012 (6) |
C3 | 0.039 (9) | 0.038 (7) | 0.041 (7) | 0.017 (4) | 0.017 (6) | 0.020 (6) |
Geometric parameters (Å, º) top Zn1—O1 | 1.95 (2) | N13—H13C | 0.9800 |
Zn1—O14i | 2.18 (6) | N13—C13 | 1.42 (3) |
Zn1—O4ii | 1.907 (16) | N3—H3A | 0.8900 |
Zn1—O11 | 1.91 (4) | N3—H3B | 0.8100 |
O1—C1 | 1.29 (4) | N3—H3C | 0.8600 |
O2—C1 | 1.23 (2) | N3—C3 | 1.47 (3) |
O14—C14 | 1.22 (2) | C2—H2A | 0.9700 |
O4—C4 | 1.38 (5) | C2—H2B | 0.9700 |
O11—C11 | 1.33 (4) | C2—C1 | 1.52 (3) |
O1W—H1WA | 0.8702 | C2—C3 | 1.53 (2) |
O1W—H1WB | 0.8516 | C4—C3 | 1.47 (4) |
O13—C14 | 1.30 (3) | C14—C13 | 1.52 (4) |
O3—C4 | 1.25 (3) | C11—C12 | 1.50 (3) |
O12—C11 | 1.22 (2) | C12—H12A | 0.9700 |
O2W—H2WA | 0.8293 | C12—H12B | 0.9700 |
O2W—H2WB | 0.7900 | C12—C13 | 1.53 (2) |
N13—H13A | 0.8100 | C13—H13 | 0.9800 |
N13—H13B | 0.9200 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 116.4 (16) | O4—C4—C3 | 115.9 (15) |
O4ii—Zn1—O1 | 99.6 (10) | O3—C4—O4 | 117 (5) |
O4ii—Zn1—O14i | 99.6 (15) | O3—C4—C3 | 122.8 (15) |
O4ii—Zn1—O11 | 109.1 (15) | O14—C14—O13 | 119 (4) |
O11—Zn1—O1 | 111.7 (19) | O14—C14—C13 | 113 (4) |
O11—Zn1—O14i | 117.7 (19) | O13—C14—C13 | 128 (3) |
C1—O1—Zn1 | 131 (4) | O11—C11—C12 | 111.8 (13) |
C14—O14—Zn1i | 108 (3) | O12—C11—O11 | 119 (3) |
C4—O4—Zn1ii | 125.2 (10) | O12—C11—C12 | 125.5 (15) |
C11—O11—Zn1 | 131.3 (14) | C11—C12—H12A | 107.9 |
H1WA—O1W—H1WB | 104.0 | C11—C12—H12B | 107.9 |
H2WA—O2W—H2WB | 109.0 | C11—C12—C13 | 118 (2) |
H13A—N13—H13B | 109.5 | H12A—C12—H12B | 107.2 |
H13A—N13—H13C | 105.0 | C13—C12—H12A | 107.9 |
H13B—N13—H13C | 96.0 | C13—C12—H12B | 107.9 |
C13—N13—H13A | 123.0 | N13—C13—C14 | 102 (4) |
C13—N13—H13B | 107.0 | N13—C13—C12 | 118 (3) |
C13—N13—H13C | 112.0 | N13—C13—H13 | 108.8 |
H3A—N3—H3B | 113.0 | C14—C13—C12 | 110.6 (18) |
H3A—N3—H3C | 107.0 | C14—C13—H13 | 108.8 |
H3B—N3—H3C | 114.0 | C12—C13—H13 | 108.8 |
C3—N3—H3A | 108.0 | O1—C1—C2 | 121 (3) |
C3—N3—H3B | 107.0 | O2—C1—O1 | 120 (4) |
C3—N3—H3C | 107.0 | O2—C1—C2 | 119 (3) |
H2A—C2—H2B | 107.7 | N3—C3—C2 | 111.0 (18) |
C1—C2—H2A | 108.8 | N3—C3—C4 | 110 (2) |
C1—C2—H2B | 108.8 | N3—C3—H3 | 106.3 |
C1—C2—C3 | 113.9 (17) | C2—C3—H3 | 106.3 |
C3—C2—H2A | 108.8 | C4—C3—C2 | 116 (2) |
C3—C2—H2B | 108.8 | C4—C3—H3 | 106.3 |
| | | |
Zn1—O1—C1—C2 | 20 (3) | N13—C13—C14—O13 | 14 (3) |
Zn1—O14i—C14i—C13i | 174.2 (14) | N3—C3—C4—O3 | −18 (10) |
Zn1—O4ii—C4ii—C3ii | −170 (4) | C11—C12—C13—N13 | 59 (5) |
Zn1—O11—C11—C12 | 167 (4) | C11—C12—C13—C14 | −58 (4) |
O2—C1—C2—C3 | 29 (3) | C1—C2—C3—N3 | −67 (4) |
O12—C11—C12—C13 | 145 (5) | C1—C2—C3—C4 | 59 (5) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_2_53GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 2.032 Mg m−3 |
a = 8.484 (3) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.110 (3) Å | Cell parameters from 319 reflections |
c = 9.6213 (14) Å | θ = 4.0–27.1° |
α = 110.91 (2)° | µ = 2.12 mm−1 |
β = 104.75 (2)° | T = 296 K |
γ = 108.76 (3)° | Plate, colourless |
V = 597.6 (3) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.106 |
Radiation source: sealed x-ray tube | θmax = 27.1°, θmin = 4.0° |
ω scan | h = −4→4 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −9→8 |
Tmin = 0.608, Tmax = 0.900 | l = −12→12 |
2469 measured reflections | 12 standard reflections every 84 reflections |
444 independent reflections | intensity decay: none |
319 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.051 | H-atom parameters constrained |
wR(F2) = 0.141 | w = 1/[σ2(Fo2) + (0.074P)2 + 4.5648P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
444 reflections | Δρmax = 0.29 e Å−3 |
198 parameters | Δρmin = −0.27 e Å−3 |
134 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 2.53 (2) GPa (2530000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.6989 (18) | 0.3200 (8) | 0.5311 (3) | 0.030 (3) | |
O1 | 0.644 (5) | 0.338 (2) | 0.7171 (14) | 0.034 (5) | |
O2 | 0.586 (4) | 0.281 (2) | 0.9072 (13) | 0.032 (7) | |
O14 | 1.108 (7) | 0.761 (4) | 0.480 (2) | 0.043 (9) | |
O4 | 0.525 (5) | −0.109 (2) | 0.6398 (14) | 0.029 (5) | |
O11 | 0.699 (7) | 0.511 (3) | 0.4876 (14) | 0.032 (5) | |
O1W | 0.237 (6) | 0.033 (2) | 0.7766 (14) | 0.029 (7) | |
H1WA | 0.348749 | 0.108103 | 0.811188 | 0.044* | |
H1WB | 0.205179 | −0.031224 | 0.675390 | 0.044* | |
O13 | 0.953 (5) | 0.505 (3) | 0.2591 (18) | 0.048 (8) | |
O3 | 0.519 (5) | −0.167 (2) | 0.8465 (13) | 0.033 (7) | |
O12 | 0.834 (5) | 0.736 (2) | 0.7340 (13) | 0.031 (7) | |
O2W | 0.237 (5) | 0.319 (3) | 1.0099 (15) | 0.039 (7) | |
H2WA | 0.181869 | 0.210974 | 0.956312 | 0.058* | |
H2WB | 0.208858 | 0.346307 | 1.089051 | 0.058* | |
N13 | 0.628 (2) | 0.526 (2) | 0.215 (17) | 0.030 (7) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.790 (6) | 0.156 (3) | 1.0600 (14) | 0.032 (8) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C2 | 0.815 (5) | 0.216 (3) | 0.831 (3) | 0.033 (9) | |
H2A | 0.935600 | 0.315171 | 0.903852 | 0.040* | |
H2B | 0.813846 | 0.162494 | 0.723152 | 0.040* | |
C4 | 0.599 (7) | −0.083 (3) | 0.787 (2) | 0.029 (6) | |
C14 | 0.954 (6) | 0.647 (3) | 0.359 (3) | 0.024 (9) | |
C11 | 0.775 (8) | 0.672 (4) | 0.586 (2) | 0.029 (6) | |
C12 | 0.805 (7) | 0.778 (3) | 0.4998 (18) | 0.028 (6) | |
H12A | 0.712606 | 0.819791 | 0.491530 | 0.033* | |
H12B | 0.922565 | 0.881743 | 0.570380 | 0.033* | |
C13 | 0.802 (6) | 0.703 (4) | 0.342 (3) | 0.026 (9) | |
H13 | 0.829338 | 0.793724 | 0.307141 | 0.031* | |
C1 | 0.672 (5) | 0.283 (3) | 0.821 (3) | 0.026 (8) | |
C3 | 0.781 (5) | 0.078 (3) | 0.8938 (18) | 0.031 (6) | |
H3 | 0.874335 | 0.037145 | 0.888835 | 0.038* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.028 (5) | 0.034 (2) | 0.0264 (13) | 0.013 (3) | 0.002 (3) | 0.0206 (14) |
O1 | 0.036 (7) | 0.040 (6) | 0.028 (5) | 0.018 (4) | 0.013 (5) | 0.018 (4) |
O2 | 0.030 (12) | 0.036 (8) | 0.030 (6) | 0.014 (6) | 0.008 (8) | 0.020 (6) |
O14 | 0.042 (10) | 0.044 (9) | 0.041 (9) | 0.023 (5) | 0.019 (6) | 0.016 (6) |
O4 | 0.031 (7) | 0.028 (5) | 0.029 (5) | 0.015 (4) | 0.010 (5) | 0.014 (4) |
O11 | 0.034 (7) | 0.033 (6) | 0.030 (5) | 0.016 (4) | 0.011 (5) | 0.017 (4) |
O1W | 0.032 (12) | 0.033 (8) | 0.025 (6) | 0.018 (6) | 0.013 (8) | 0.012 (6) |
O13 | 0.043 (13) | 0.045 (9) | 0.052 (7) | 0.018 (7) | 0.018 (9) | 0.022 (7) |
O3 | 0.031 (12) | 0.031 (7) | 0.035 (6) | 0.011 (6) | 0.006 (8) | 0.021 (5) |
O12 | 0.035 (12) | 0.038 (8) | 0.021 (5) | 0.025 (7) | 0.006 (8) | 0.013 (6) |
O2W | 0.041 (13) | 0.045 (8) | 0.032 (6) | 0.021 (6) | 0.014 (9) | 0.020 (6) |
N13 | 0.031 (13) | 0.032 (9) | 0.026 (7) | 0.018 (7) | 0.006 (10) | 0.015 (6) |
N3 | 0.031 (13) | 0.029 (9) | 0.033 (7) | 0.015 (7) | 0.003 (9) | 0.018 (7) |
C2 | 0.034 (10) | 0.034 (9) | 0.034 (9) | 0.014 (5) | 0.014 (6) | 0.019 (6) |
C4 | 0.030 (8) | 0.029 (7) | 0.029 (6) | 0.012 (4) | 0.012 (6) | 0.017 (5) |
C14 | 0.024 (11) | 0.024 (10) | 0.025 (9) | 0.010 (5) | 0.010 (7) | 0.013 (7) |
C11 | 0.030 (8) | 0.028 (7) | 0.031 (6) | 0.013 (4) | 0.013 (6) | 0.014 (5) |
C12 | 0.027 (8) | 0.028 (7) | 0.028 (6) | 0.014 (4) | 0.011 (6) | 0.012 (5) |
C13 | 0.026 (11) | 0.028 (10) | 0.024 (9) | 0.012 (5) | 0.011 (6) | 0.013 (6) |
C1 | 0.027 (10) | 0.026 (9) | 0.027 (8) | 0.012 (5) | 0.011 (6) | 0.013 (6) |
C3 | 0.032 (8) | 0.033 (7) | 0.031 (6) | 0.012 (4) | 0.012 (6) | 0.020 (5) |
Geometric parameters (Å, º) top Zn1—O1 | 1.929 (19) | N13—H13C | 0.8500 |
Zn1—O14i | 2.01 (7) | N13—C13 | 1.46 (4) |
Zn1—O4ii | 1.953 (18) | N3—H3A | 0.8900 |
Zn1—O11 | 1.93 (5) | N3—H3B | 0.8000 |
O1—C1 | 1.28 (4) | N3—H3C | 0.8500 |
O2—C1 | 1.24 (2) | N3—C3 | 1.44 (2) |
O14—C14 | 1.27 (2) | C2—H2A | 0.9700 |
O4—C4 | 1.29 (3) | C2—H2B | 0.9700 |
O11—C11 | 1.25 (3) | C2—C1 | 1.52 (3) |
O1W—H1WA | 0.8567 | C2—C3 | 1.56 (2) |
O1W—H1WB | 0.8493 | C4—C3 | 1.50 (3) |
O13—C14 | 1.30 (3) | C14—C13 | 1.53 (4) |
O3—C4 | 1.25 (2) | C11—C12 | 1.48 (3) |
O12—C11 | 1.22 (2) | C12—H12A | 0.9700 |
O2W—H2WA | 0.8221 | C12—H12B | 0.9700 |
O2W—H2WB | 0.8340 | C12—C13 | 1.42 (4) |
N13—H13A | 0.8700 | C13—H13 | 0.9800 |
N13—H13B | 0.8700 | C3—H3 | 0.9800 |
| | | |
O1—Zn1—O14i | 113.7 (18) | O4—C4—C3 | 114.8 (13) |
O1—Zn1—O4ii | 98.6 (9) | O3—C4—O4 | 124 (3) |
O1—Zn1—O11 | 111 (2) | O3—C4—C3 | 120.3 (17) |
O4ii—Zn1—O14i | 102.1 (16) | O14—C14—O13 | 115 (4) |
O11—Zn1—O14i | 121 (2) | O14—C14—C13 | 116 (4) |
O11—Zn1—O4ii | 106.4 (18) | O13—C14—C13 | 129 (3) |
C1—O1—Zn1 | 136 (4) | O11—C11—C12 | 111.0 (14) |
C14—O14—Zn1i | 111 (3) | O12—C11—O11 | 125 (3) |
C4—O4—Zn1ii | 123.2 (10) | O12—C11—C12 | 123.9 (18) |
C11—O11—Zn1 | 129 (3) | C11—C12—H12A | 107.2 |
H1WA—O1W—H1WB | 104.2 | C11—C12—H12B | 107.2 |
H2WA—O2W—H2WB | 106.0 | H12A—C12—H12B | 106.8 |
H13A—N13—H13B | 109.5 | C13—C12—C11 | 121 (3) |
H13A—N13—H13C | 111.0 | C13—C12—H12A | 107.2 |
H13B—N13—H13C | 109.5 | C13—C12—H12B | 107.2 |
C13—N13—H13A | 109.5 | N13—C13—C14 | 106 (4) |
C13—N13—H13B | 105.0 | N13—C13—H13 | 115.0 |
C13—N13—H13C | 112.0 | C14—C13—H13 | 108.9 |
H3A—N3—H3B | 113.0 | C12—C13—N13 | 117 (3) |
H3A—N3—H3C | 107.0 | C12—C13—C14 | 107 (4) |
H3B—N3—H3C | 114.0 | C12—C13—H13 | 108.9 |
C3—N3—H3A | 111.0 | O1—C1—C2 | 116 (3) |
C3—N3—H3B | 105.0 | O2—C1—O1 | 122 (4) |
C3—N3—H3C | 107.0 | O2—C1—C2 | 122 (3) |
H2A—C2—H2B | 107.9 | N3—C3—C2 | 112.6 (19) |
C1—C2—H2A | 109.2 | N3—C3—C4 | 108 (3) |
C1—C2—H2B | 109.2 | N3—C3—H3 | 112.0 |
C1—C2—C3 | 112.2 (16) | C2—C3—H3 | 106.2 |
C3—C2—H2A | 109.2 | C4—C3—C2 | 113.3 (16) |
C3—C2—H2B | 109.2 | C4—C3—H3 | 106.2 |
| | | |
Zn1—O1—C1—C2 | 15 (3) | N13—C13—C14—O13 | 14 (4) |
Zn1—O14i—C14i—C13i | 173.0 (18) | N3—C3—C4—O3 | −22 (5) |
Zn1—O4ii—C4ii—C3ii | −174 (3) | C11—C12—C13—N13 | 58 (8) |
Zn1—O11—C11—C12 | 157 (5) | C11—C12—C13—C14 | −60 (5) |
O2—C1—C2—C3 | 25 (3) | C1—C2—C3—N3 | −61 (4) |
O12—C11—C12—C13 | 154 (6) | C1—C2—C3—C4 | 60 (2) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_3_05GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 2.069 Mg m−3 |
a = 8.415 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.033 (4) Å | Cell parameters from 327 reflections |
c = 9.5778 (17) Å | θ = 4.0–27.4° |
α = 110.49 (3)° | µ = 2.16 mm−1 |
β = 104.77 (3)° | T = 296 K |
γ = 108.92 (5)° | Plate, colourless |
V = 586.8 (5) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.065 |
Radiation source: sealed x-ray tube | θmax = 27.4°, θmin = 4.0° |
ω scan | h = −4→4 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −8→8 |
Tmin = 0.608, Tmax = 0.900 | l = −12→12 |
2377 measured reflections | 12 standard reflections every 84 reflections |
440 independent reflections | intensity decay: none |
327 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.036 | H-atom parameters constrained |
wR(F2) = 0.085 | w = 1/[σ2(Fo2) + (0.0544P)2 + 0.3153P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max < 0.001 |
440 reflections | Δρmax = 0.21 e Å−3 |
198 parameters | Δρmin = −0.15 e Å−3 |
126 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 3.05 (2) GPa (3050000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.6965 (14) | 0.3198 (7) | 0.5275 (2) | 0.043 (13) | |
O1 | 0.634 (3) | 0.3435 (17) | 0.7156 (9) | 0.039 (4) | |
O2 | 0.584 (3) | 0.2830 (17) | 0.9065 (9) | 0.036 (6) | |
O14 | 1.109 (8) | 0.759 (4) | 0.4868 (19) | 0.053 (8) | |
O4 | 0.527 (3) | −0.1049 (16) | 0.6418 (8) | 0.033 (4) | |
O11 | 0.701 (5) | 0.509 (3) | 0.4835 (9) | 0.031 (5) | |
O1W | 0.241 (4) | 0.0350 (18) | 0.7780 (9) | 0.032 (6) | |
H1WA | 0.352455 | 0.107109 | 0.808728 | 0.047* | |
H1WB | 0.213022 | −0.047092 | 0.684478 | 0.047* | |
O13 | 0.942 (4) | 0.508 (2) | 0.2613 (12) | 0.043 (7) | |
O3 | 0.513 (3) | −0.1641 (15) | 0.8470 (8) | 0.037 (6) | |
O12 | 0.825 (4) | 0.737 (2) | 0.7302 (9) | 0.038 (6) | |
O2W | 0.232 (3) | 0.3211 (17) | 1.0127 (9) | 0.038 (6) | |
H2WA | 0.204770 | 0.223193 | 0.933353 | 0.057* | |
H2WB | 0.254475 | 0.304054 | 1.095837 | 0.057* | |
N13 | 0.628 (2) | 0.526 (2) | 0.215 (17) | 0.0290 (3) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.802 (5) | 0.1559 (19) | 1.0631 (10) | 0.038 (7) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C4 | 0.603 (5) | −0.083 (2) | 0.7892 (12) | 0.029 (5) | |
C13 | 0.811 (6) | 0.701 (3) | 0.3404 (19) | 0.026 (8) | |
H13 | 0.842274 | 0.790701 | 0.303282 | 0.031* | |
C11 | 0.768 (5) | 0.676 (3) | 0.5814 (13) | 0.030 (5) | |
C12 | 0.800 (5) | 0.783 (2) | 0.4960 (12) | 0.029 (5) | |
H12A | 0.702236 | 0.817163 | 0.477437 | 0.035* | |
H12B | 0.914931 | 0.890891 | 0.568785 | 0.035* | |
C14 | 0.967 (6) | 0.643 (3) | 0.361 (2) | 0.025 (8) | |
C3 | 0.783 (4) | 0.081 (2) | 0.8977 (12) | 0.032 (5) | |
H3 | 0.879972 | 0.043506 | 0.897901 | 0.038* | |
C2 | 0.820 (5) | 0.221 (2) | 0.838 (2) | 0.034 (7) | |
H2A | 0.937743 | 0.322825 | 0.915356 | 0.041* | |
H2B | 0.827963 | 0.171389 | 0.733532 | 0.041* | |
C1 | 0.670 (4) | 0.282 (2) | 0.817 (2) | 0.022 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.05 (2) | 0.038 (4) | 0.0299 (9) | 0.003 (9) | 0.007 (3) | 0.0193 (14) |
O1 | 0.042 (7) | 0.043 (5) | 0.036 (4) | 0.018 (3) | 0.017 (5) | 0.022 (4) |
O2 | 0.037 (11) | 0.041 (7) | 0.035 (4) | 0.015 (6) | 0.019 (7) | 0.023 (4) |
O14 | 0.052 (10) | 0.052 (9) | 0.053 (8) | 0.029 (5) | 0.018 (6) | 0.019 (5) |
O4 | 0.035 (6) | 0.034 (5) | 0.031 (3) | 0.015 (3) | 0.014 (5) | 0.018 (4) |
O11 | 0.033 (7) | 0.032 (5) | 0.028 (4) | 0.018 (4) | 0.011 (5) | 0.014 (4) |
O1W | 0.029 (11) | 0.027 (6) | 0.035 (4) | 0.016 (6) | 0.009 (7) | 0.011 (5) |
O13 | 0.035 (12) | 0.040 (7) | 0.045 (5) | 0.020 (6) | 0.013 (8) | 0.011 (5) |
O3 | 0.038 (11) | 0.034 (6) | 0.038 (4) | 0.013 (6) | 0.014 (7) | 0.021 (4) |
O12 | 0.041 (11) | 0.048 (7) | 0.029 (4) | 0.023 (6) | 0.016 (7) | 0.018 (5) |
O2W | 0.042 (11) | 0.043 (7) | 0.032 (4) | 0.022 (6) | 0.011 (7) | 0.022 (4) |
N13 | 0.034 (12) | 0.033 (7) | 0.028 (5) | 0.018 (6) | 0.009 (9) | 0.016 (5) |
N3 | 0.034 (12) | 0.027 (7) | 0.045 (5) | 0.015 (6) | −0.002 (8) | 0.022 (6) |
C4 | 0.031 (7) | 0.030 (6) | 0.028 (5) | 0.015 (4) | 0.010 (5) | 0.015 (5) |
C13 | 0.025 (10) | 0.025 (9) | 0.027 (8) | 0.011 (5) | 0.010 (6) | 0.013 (6) |
C11 | 0.032 (7) | 0.032 (6) | 0.030 (5) | 0.012 (4) | 0.014 (5) | 0.017 (5) |
C12 | 0.031 (7) | 0.027 (6) | 0.031 (5) | 0.014 (4) | 0.010 (5) | 0.017 (4) |
C14 | 0.025 (10) | 0.024 (9) | 0.026 (8) | 0.012 (5) | 0.010 (6) | 0.010 (6) |
C3 | 0.031 (7) | 0.032 (6) | 0.032 (5) | 0.013 (4) | 0.014 (5) | 0.016 (5) |
C2 | 0.035 (9) | 0.033 (8) | 0.035 (7) | 0.015 (4) | 0.013 (6) | 0.019 (6) |
C1 | 0.022 (8) | 0.020 (7) | 0.024 (7) | 0.009 (4) | 0.008 (6) | 0.012 (5) |
Geometric parameters (Å, º) top Zn1—O1 | 1.962 (15) | N13—H13C | 0.8400 |
Zn1—O14i | 2.01 (7) | N13—C13 | 1.48 (3) |
Zn1—O4ii | 1.954 (11) | N3—H3A | 0.9700 |
Zn1—O11 | 1.89 (4) | N3—H3B | 0.7300 |
O1—C1 | 1.30 (3) | N3—H3C | 0.8400 |
O2—C1 | 1.26 (3) | N3—C3 | 1.431 (19) |
O14—C14 | 1.25 (3) | C4—C3 | 1.493 (18) |
O4—C4 | 1.31 (2) | C13—H13 | 0.9800 |
O11—C11 | 1.29 (3) | C13—C12 | 1.45 (3) |
O1W—H1WA | 0.8502 | C13—C14 | 1.56 (4) |
O1W—H1WB | 0.8504 | C11—C12 | 1.476 (19) |
O13—C14 | 1.17 (4) | C12—H12A | 0.9700 |
O3—C4 | 1.249 (18) | C12—H12B | 0.9700 |
O12—C11 | 1.224 (13) | C3—H3 | 0.9800 |
O2W—H2WA | 0.8492 | C3—C2 | 1.54 (2) |
O2W—H2WB | 0.8499 | C2—H2A | 0.9700 |
N13—H13A | 0.8700 | C2—H2B | 0.9700 |
N13—H13B | 0.8600 | C2—C1 | 1.53 (4) |
| | | |
O1—Zn1—O14i | 117.2 (12) | C12—C13—H13 | 107.7 |
O4ii—Zn1—O1 | 98.4 (7) | C12—C13—C14 | 111 (3) |
O4ii—Zn1—O14i | 101.3 (13) | C14—C13—H13 | 107.7 |
O11—Zn1—O1 | 109.6 (17) | O11—C11—C12 | 111.7 (10) |
O11—Zn1—O14i | 119.3 (18) | O12—C11—O11 | 123 (2) |
O11—Zn1—O4ii | 108.0 (13) | O12—C11—C12 | 124.5 (13) |
C1—O1—Zn1 | 130 (2) | C13—C12—C11 | 117 (3) |
C14—O14—Zn1i | 105 (4) | C13—C12—H12A | 108.0 |
C4—O4—Zn1ii | 122.0 (6) | C13—C12—H12B | 108.0 |
C11—O11—Zn1 | 130.6 (13) | C11—C12—H12A | 108.0 |
H1WA—O1W—H1WB | 104.4 | C11—C12—H12B | 108.0 |
H2WA—O2W—H2WB | 104.6 | H12A—C12—H12B | 107.2 |
H13A—N13—H13B | 109.5 | O14—C14—C13 | 111 (4) |
H13A—N13—H13C | 109.5 | O13—C14—O14 | 129 (6) |
H13B—N13—H13C | 109.5 | O13—C14—C13 | 120 (3) |
C13—N13—H13A | 109.5 | N3—C3—C4 | 111.0 (14) |
C13—N13—H13B | 107.0 | N3—C3—H3 | 106.5 |
C13—N13—H13C | 111.0 | N3—C3—C2 | 111.5 (16) |
H3A—N3—H3B | 109.5 | C4—C3—H3 | 106.5 |
H3A—N3—H3C | 100.0 | C4—C3—C2 | 114.4 (12) |
H3B—N3—H3C | 122.0 | C2—C3—H3 | 106.5 |
C3—N3—H3A | 106.0 | C3—C2—H2A | 109.0 |
C3—N3—H3B | 109.5 | C3—C2—H2B | 109.0 |
C3—N3—H3C | 108.0 | H2A—C2—H2B | 107.8 |
O4—C4—C3 | 114.8 (9) | C1—C2—C3 | 113.0 (18) |
O3—C4—O4 | 122 (2) | C1—C2—H2A | 109.0 |
O3—C4—C3 | 121.2 (9) | C1—C2—H2B | 109.0 |
N13—C13—H13 | 114.0 | O1—C1—C2 | 123 (2) |
N13—C13—C14 | 107 (3) | O2—C1—O1 | 117 (4) |
C12—C13—N13 | 115 (3) | O2—C1—C2 | 120 (3) |
| | | |
Zn1—O1—C1—C2 | 18.1 (19) | N13—C13—C14—O13 | 20 (6) |
Zn1—O14i—C14i—C13i | 170.9 (12) | N3—C3—C4—O3 | −18 (4) |
Zn1—O4ii—C4ii—C3ii | −174 (2) | C11—C12—C13—N13 | 64 (5) |
Zn1—O11—C11—C12 | 160 (4) | C11—C12—C13—C14 | −58 (3) |
O2—C1—C2—C3 | 30 (2) | C1—C2—C3—N3 | −69 (3) |
O12—C11—C12—C13 | 150 (4) | C1—C2—C3—C4 | 58 (2) |
Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) −x+1, −y, −z+1. |
(Zn-aspartate_dihydrate_3_53GPa)
top Crystal data top C16H24N4O16Zn2·4(H2O) | Z = 1 |
Mr = 731.19 | F(000) = 376 |
Triclinic, P1 | Dx = 2.092 Mg m−3 |
a = 8.386 (5) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 8.983 (3) Å | Cell parameters from 284 reflections |
c = 9.5498 (19) Å | θ = 4.1–27.4° |
α = 110.18 (2)° | µ = 2.18 mm−1 |
β = 104.73 (3)° | T = 296 K |
γ = 109.15 (4)° | Plate, colourless |
V = 580.5 (5) Å3 | 0.25 × 0.20 × 0.05 mm |
Data collection top Multiwire proportional diffractometer | Rint = 0.084 |
Radiation source: sealed x-ray tube | θmax = 27.4°, θmin = 4.1° |
ω scan | h = −5→4 |
Absorption correction: integration Correction for absorption was made using XEMP (SHELXTL, Sheldrick (2015). | k = −8→8 |
Tmin = 0.599, Tmax = 0.897 | l = −12→11 |
2344 measured reflections | 12 standard reflections every 84 reflections |
421 independent reflections | intensity decay: none |
284 reflections with I > 2σ(I) | |
Refinement top Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: mixed |
R[F2 > 2σ(F2)] = 0.054 | H-atom parameters constrained |
wR(F2) = 0.163 | w = 1/[σ2(Fo2) + (0.1189P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.13 | (Δ/σ)max < 0.001 |
421 reflections | Δρmax = 0.43 e Å−3 |
198 parameters | Δρmin = −0.29 e Å−3 |
126 restraints | |
Special details top Experimental. Data were collected at room temperature and pressure of 3.53 (2) GPa (3530000 kPa) with the crystal obtained by the in-situ high-pressure crystallization technique. Pressure was determined by monitoring the shift of the ruby R1-fluorescence line. |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Zn1 | 0.6859 (17) | 0.3227 (10) | 0.5251 (4) | 0.066 (17) | |
O1 | 0.636 (5) | 0.345 (3) | 0.7162 (15) | 0.042 (5) | |
O2 | 0.598 (5) | 0.282 (3) | 0.9093 (14) | 0.039 (8) | |
O14 | 1.125 (9) | 0.746 (5) | 0.486 (2) | 0.021 (7) | |
O4 | 0.536 (6) | −0.104 (3) | 0.6453 (14) | 0.031 (5) | |
O11 | 0.710 (8) | 0.507 (4) | 0.4821 (15) | 0.041 (6) | |
O1W | 0.239 (6) | 0.036 (3) | 0.7777 (16) | 0.043 (8) | |
H1WA | 0.354154 | 0.103369 | 0.817840 | 0.065* | |
H1WB | 0.213955 | −0.037761 | 0.681240 | 0.065* | |
O13 | 0.944 (7) | 0.506 (4) | 0.2630 (19) | 0.045 (8) | |
O3 | 0.523 (5) | −0.166 (3) | 0.8474 (13) | 0.042 (8) | |
O12 | 0.836 (6) | 0.732 (4) | 0.7292 (15) | 0.042 (8) | |
O2W | 0.226 (5) | 0.324 (3) | 1.0150 (15) | 0.040 (8) | |
H2WA | 0.240072 | 0.236654 | 0.969367 | 0.061* | |
H2WB | 0.233859 | 0.333204 | 1.106321 | 0.061* | |
N13 | 0.6283 (2) | 0.526 (2) | 0.216 (2) | 0.035 (7) | |
H13A | 0.636167 | 0.482799 | 0.121891 | 0.035* | |
H13B | 0.539355 | 0.554456 | 0.201408 | 0.035* | |
H13C | 0.608602 | 0.450977 | 0.249310 | 0.035* | |
N3 | 0.7820 (2) | 0.15150 (18) | 1.05345 (17) | 0.041 (7) | |
H3A | 0.711687 | 0.201226 | 1.064078 | 0.038* | |
H3B | 0.894515 | 0.228842 | 1.117093 | 0.038* | |
H3C | 0.756227 | 0.072026 | 1.082374 | 0.038* | |
C4 | 0.600 (6) | −0.082 (3) | 0.7879 (18) | 0.031 (6) | |
C13 | 0.820 (10) | 0.703 (5) | 0.341 (3) | 0.025 (10) | |
H13 | 0.858374 | 0.792701 | 0.304345 | 0.030* | |
C11 | 0.762 (8) | 0.680 (5) | 0.581 (2) | 0.031 (6) | |
C12 | 0.802 (8) | 0.788 (4) | 0.4936 (19) | 0.031 (6) | |
H12A | 0.702412 | 0.820892 | 0.468608 | 0.037* | |
H12B | 0.915326 | 0.897887 | 0.568166 | 0.037* | |
C14 | 0.970 (10) | 0.638 (6) | 0.364 (4) | 0.043 (14) | |
C3 | 0.785 (6) | 0.083 (4) | 0.8984 (19) | 0.034 (6) | |
H3 | 0.878002 | 0.040906 | 0.889884 | 0.041* | |
C2 | 0.822 (7) | 0.223 (4) | 0.836 (3) | 0.036 (11) | |
H2A | 0.942306 | 0.324716 | 0.911152 | 0.043* | |
H2B | 0.826625 | 0.171181 | 0.729821 | 0.043* | |
C1 | 0.671 (7) | 0.286 (3) | 0.818 (3) | 0.031 (11) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.06 (2) | 0.063 (8) | 0.0384 (16) | −0.011 (13) | 0.010 (4) | 0.027 (2) |
O1 | 0.046 (8) | 0.043 (7) | 0.039 (5) | 0.021 (4) | 0.018 (5) | 0.021 (5) |
O2 | 0.046 (12) | 0.041 (9) | 0.036 (6) | 0.016 (6) | 0.016 (8) | 0.028 (6) |
O14 | 0.019 (9) | 0.020 (8) | 0.022 (7) | 0.011 (5) | 0.008 (6) | 0.006 (5) |
O4 | 0.031 (7) | 0.029 (6) | 0.031 (5) | 0.016 (4) | 0.010 (5) | 0.013 (5) |
O11 | 0.042 (8) | 0.041 (7) | 0.039 (6) | 0.020 (4) | 0.015 (6) | 0.020 (5) |
O1W | 0.049 (12) | 0.044 (9) | 0.038 |