research communications
trans-1,2-cyclohexanediamine-κ2N,N′)chromium(III) tetrachloridozincate chloride trihydrate from synchrotron data
of tris(aPohang Accelerator Laboratory, POSTECH, Pohang 37673, Republic of Korea, and bDepartment of Chemistry, Andong National University, Andong 36729, Republic of Korea
*Correspondence e-mail: jhchoi@anu.ac.kr
The structure of the title double salt, [Cr(rac-chxn)3][ZnCl4]Cl·3H2O (chxn is trans-1,2-cyclohexanediamine; C6H14N2), has been determined from synchrotron data. The CrIII ion is coordinated by six N atoms of three chelating chxn ligands, displaying a slightly distorted octahedral coordination environment. The distorted tetrahedral [ZnCl4]2− anion, the isolated Cl− anion and three lattice water molecules remain outside the coordination sphere. The Cr—N(chxn) bond lengths are in a narrow range between 2.0737 (12) and 2.0928 (12) Å; the mean N—Cr—N bite angle is 82.1 (4)°. The crystal packing is stabilized by hydrogen-bonding interactions between the amino groups of the chxn ligands and the water molecules as donor groups, and O atoms of the water molecules, chloride anions and Cl atoms of the [ZnCl4]2− anions as acceptor groups, leading to the formation of a three-dimensional network. The [ZnCl4]2− anion is disordered over two sets of sites with an occupancy ratio of 0.94:0.06.
Keywords: crystal structure; 1,2-cyclohexanediamine; tetrachloridozincate chloride double salt; chromium(III) complex; hydrogen bonding; synchrotron radiation.
CCDC reference: 1472901
1. Chemical context
trans-1,2-Cyclohexanediamine (chxn) can coordinate to a central metal ion as a bidentate ligand via the two nitrogen atoms, forming a five-membered chelate ring. The synthetic procedures, crystal structures and detailed spectroscopic properties of such [Cr(chxn)3]3+ complexes with chloride or nitrate anions have been reported previously (Morooka et al., 1992; Choi, 1994; Kalf et al., 2002). Since counter-anionic species play a very important role in coordination chemistry and supramolecular chemistry (Fabbrizzi & Poggi, 2013; Santos-Figueroa et al., 2013), changing the type of anion can also result in different structural properties. With respect to the tetrachloridozincate anion, [ZnCl4]2−, the crystal structures of complexes with trivalent chromium have been determined for [Cr(NH3)6][ZnCl4]Cl (Clegg, 1976), [Cr(en)3][ZnCl4]Cl (en is ethylenediamine; Pons et al., 1988) and trans-[Cr(NH3)2(cyclam)][ZnCl4]Cl·H2O (cyclam is 1,4,8,11-tetraazacyclotetradecane; Moon & Choi, 2016). However, a combination of the [Cr(chxn)3]3+ cation with [ZnCl4]2− and Cl− as anions is unreported. In order to confirm that the resulting structure belongs to a double salt with [ZnCl4]2− and Cl− anions and does not contain a [ZnCl5]3− anion, we prepared this material and report here on the molecular and of [Cr(rac-chxn)3][ZnCl4]Cl·3H2O, (I).
2. Structural commentary
First of all we performed a single-crystal structure analysis of the starting complex [Cr(chxn)3]Cl3·2H2O with 98 K synchrotron data to determine the exact composition and coordination geometry of the CrIII ion. The complex crystallizes in the I2d with eight formula units in a cell of dimensions a = 18.893 (3) and c = 14.069 (3) Å. The Cr—N(chxn) bond lengths are in the range 2.0723 (19) to 2.0937 (19) Å, and the N—Cr—N bite angles are in the range 82.53 (7) to 82.69 (10)°. In comparison with the bond lengths and angles of the structure of this complex determined with 223 K data (Kalf et al., 2002), there are no remarkable differences, and also the the crystal packing has virtually identical features.
Fig. 1 shows the molecular components of the title compound, (I), which consists of a discrete complex cation [Cr(rac-chxn)3]3+, three lattice water molecules, together with one tetrahedral [ZnCl4]2− and one isolated Cl− counter-ion. The nitrogen atoms of the three 1,2-cyclohexanediamine ligands define a distorted octahedral coordination environment around the Cr(III) ion with a mean N—Cr—N bite angle of 82.1 (4)°. The resulting five-membered chelate rings of chxn ligands have the expected stable gauche conformation. The Cr—N(chxn) bond lengths are in the range 2.0737 (12) to 2.0928 (12) Å, in good agreement with those determined in [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992) and [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002). The disordered tetrahedral [ZnCl4]2− anion, the isolated Cl− anion and the three water molecules remain outside the coordination sphere of CrIII. The complex [ZnCl4]2− anion is distorted due to its involvement in hydrogen-bonding interactions. The [ZnCl4]2− and Cl− anions are well separated by van der Waals contacts and consequently there is no basis for describing the ZnII species as a distorted [ZnCl5]3− anion.
3. Supramolecular features
Extensive hydrogen-bonding interactions occur in the ), involving the N—H groups of the chxn ligands and the O—H groups of the lattice water molecules as donors, and the chloride ions and Cl atoms of the disordered [ZnCl4]2− anions and water O atoms as acceptors. The supramolecular architecture gives rise to a three-dimensional network structure (Fig. 2).
(Table 14. Database survey
A search of the Cambridge Structural Database (Version 5.36, May 2015 with last update; Groom et al., 2016) shows that there are three previous reports for CrIII complexes containing three chelating chxn ligands, viz. [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992), [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002), and [Cr(RR-chxn)3][Co(SS-chxn)3]Cl6·4H2O (Kalf et al., 2002). The structure of any double salt of [Cr(chxn)3]3+ with an additional [ZnCl4]2− anion has not been deposited.
5. Synthesis and crystallization
Commercially available (Aldrich) racemic trans-1,2-cyclohexanediamine was used as provided. All other chemicals with the best analytical grade available were used. The starting material, [Cr(rac-chxn)3]Cl3·2H2O was prepared according to the literature (Pedersen, 1970). The crude trichloride salt (0.22 g) was dissolved in 10 mL of 1 M HCl at 313 K and 5 mL of 1 M HCl containing 0.5 g of solid ZnCl2 were added to this solution. The resulting solution was filtered and allowed to stand at room temperature for one week to give block-like yellow crystals of the tetrachloridozincate(II) chloride salt suitable for X-ray structural analysis.
6. Refinement
Crystal data, data collection and structure . All H atoms were found from difference maps but were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C—H = 0.99–1.00 Å and N—H = 0.91 Å, and with Uiso(H) values of 1.2 or 1.5Ueq of the parent atoms. The hydrogen atoms of water molecules were restrained using DFIX and DANG commands during the least-squares (Sheldrick, 2015b). The [ZnCl4]2− anion was refined as positionally disordered over two sets of sites with a refined occupancy ratio constrained to 0.94:0.06 in the last cycles.
details are summarized in Table 2
|
Supporting information
CCDC reference: 1472901
10.1107/S2056989016005788/wm5284sup1.cif
contains datablock I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S2056989016005788/wm5284Isup2.hkl
trans-1,2-Cyclohexanediamine (chxn) can coordinate to a central metal ion as a bidentate ligand via the two nitrogen atoms, forming a five-membered chelate ring. The synthetic procedures, crystal structures and detailed spectroscopic properties of such [Cr(chxn)3]3+ complexes with chloride or nitrate anions have been reported previously (Morooka et al., 1992; Choi, 1994; Kalf et al., 2002). Since counter-anionic species play a very important role in coordination chemistry and supramolecular chemistry (Fabbrizzi & Poggi, 2013; Santos-Figueroa et al., 2013), changing the type of anion can also result in different structural properties. With respect to the tetrachloridozincate anion, [ZnCl4]2-, the crystal structures of complexes with trivalent chromium have been determined for [Cr(NH3)6][ZnCl4]Cl (Clegg, 1976), [Cr(en)3][ZnCl4]Cl (en is ethylenediamine; Pons et al., 1988) and trans-[Cr(NH3)2(cyclam)][ZnCl4]Cl·H2O (cyclam is 1,4,8,11-tetraazacyclotetradecane; Moon & Choi, 2016). However, a combination of the [Cr(chxn)3]3+ cation with [ZnCl4]2- and Cl- as anions is unreported. In order to confirm that the resulting structure belongs to a double salt with [ZnCl4]2- and Cl- anions and does not contain a [ZnCl5]3- anion, we prepared this material and report here on the molecular and
of [Cr(rac-chxn)3][ZnCl4]Cl·3H2O, (I).first of all we performed a single-crystal structure analysis of the starting complex [Cr(chxn)3]Cl3·2H2O with 98 K synchrotron data to determine the exact composition and coordination geometry of the CrIII ion. The complex crystallizes in the 42d with eight formula units in a cell of dimensions a = 18.893 (3) and c = 14.069 (3) Å. The Cr—N(chxn) bond lengths are in the range 2.0723 (19) to 2.0937 (19) Å, and the N—Cr—N bite angles are in the range 82.53 (7) to 82.69 (10)°. In comparison with the bond lengths and angles of the structure of this complex determined with 223 K data (Kalf et al., 2002), there are no remarkable differences, and also the the crystal packing has virtually identical features.
IFig. 1 shows the molecular components of the title compound, (I), which consists of a discrete complex cation [Cr(rac-chxn)3]3+, three lattice water molecules, together with one tetrahedral [ZnCl4]2- and one isolated Cl- counter-ion. The nitrogen atoms of the three 1,2-cyclohexanediamine ligands define a distorted octahedral coordination environment around the Cr(III) ion with a mean N—Cr—N bite angle of 82.1 (4)°. The resulting five-membered chelate rings of chxn ligands have the expected stable
conformation. The Cr—N(chxn) bond lengths are in the range 2.0737 (12) to 2.0928 (12) Å, in good agreement with those determined in [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992) and [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002). The disordered tetrahedral [ZnCl4]2- anion, the isolated Cl- anion and the three water molecules remain outside the coordination sphere of CrIII . The complex [ZnCl4]2- anion is distorted due to its involvement in hydrogen-bonding interactions. The [ZnCl4]2- and Cl- anions are well separated by van der Waals contacts and consequently there is no basis for describing the ZnII species as a distorted [ZnCl5]3- anion.Extensive hydrogen-bonding interactions occur in the
(Table 1), involving the N—H groups of the chxn ligands and the O—H groups of the lattice water molecules as donors, and the chloride ions and Cl atoms of the disordered [ZnCl4]2- anions and water O atoms as acceptors. The supramolecular architecture gives rise to a three-dimensional network structure (Fig. 2).A search of the Cambridge Structural Database (Version 5.36, May 2015 with one update; Groom et al., 2016) shows that there are three previous reports for CrIII complexes containing three chelating chxn ligands, viz. [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992), [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002), and [Cr(RR-chxn)3][Co(SS-chxn)3]Cl6·4H2O (Kalf et al., 2002). The structure of any double salt of [Cr(chxn)3]3+ with an additional [ZnCl4]2- anion has not been deposited.
Commercially available (Aldrich) racemic trans-1,2-cyclohexanediamine was used as provided. All other chemicals with the best analytical grade available were used. The starting material, [Cr(rac-chxn)3]Cl3·2H2O was prepared according to the literature (Pedersen, 1970). The crude trichloride salt (0.22 g) was dissolved in 10 ml of 1 M HCl at 313 K and 5 ml of 1 M HCl containing 0.5 g of solid ZnCl2 were added to this solution. The resulting solution was filtered and allowed to stand at room temperature for one week to give block-like yellow crystals of the tetrachloridozincate(II) chloride salt suitable for X-ray structural analysis.
Crystal data, data collection and structure
details are summarized in Table 2. All H atoms were found from difference maps but were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C—H = 0.99–1.00 Å and N—H = 0.91 Å, and with Uiso(H) values of 1.2 or 1.5Ueq of the parent atoms. The hydrogen atoms of water molecules were restrained using DFIX and DANG commands during the least-squares (Sheldrick, 2015b). The [ZnCl4]2- anion was refined as positionally disordered over two sets of sites with a refined occupancy ratio constrained to 0.94:0.06 in the last cycles.trans-1,2-Cyclohexanediamine (chxn) can coordinate to a central metal ion as a bidentate ligand via the two nitrogen atoms, forming a five-membered chelate ring. The synthetic procedures, crystal structures and detailed spectroscopic properties of such [Cr(chxn)3]3+ complexes with chloride or nitrate anions have been reported previously (Morooka et al., 1992; Choi, 1994; Kalf et al., 2002). Since counter-anionic species play a very important role in coordination chemistry and supramolecular chemistry (Fabbrizzi & Poggi, 2013; Santos-Figueroa et al., 2013), changing the type of anion can also result in different structural properties. With respect to the tetrachloridozincate anion, [ZnCl4]2-, the crystal structures of complexes with trivalent chromium have been determined for [Cr(NH3)6][ZnCl4]Cl (Clegg, 1976), [Cr(en)3][ZnCl4]Cl (en is ethylenediamine; Pons et al., 1988) and trans-[Cr(NH3)2(cyclam)][ZnCl4]Cl·H2O (cyclam is 1,4,8,11-tetraazacyclotetradecane; Moon & Choi, 2016). However, a combination of the [Cr(chxn)3]3+ cation with [ZnCl4]2- and Cl- as anions is unreported. In order to confirm that the resulting structure belongs to a double salt with [ZnCl4]2- and Cl- anions and does not contain a [ZnCl5]3- anion, we prepared this material and report here on the molecular and
of [Cr(rac-chxn)3][ZnCl4]Cl·3H2O, (I).first of all we performed a single-crystal structure analysis of the starting complex [Cr(chxn)3]Cl3·2H2O with 98 K synchrotron data to determine the exact composition and coordination geometry of the CrIII ion. The complex crystallizes in the 42d with eight formula units in a cell of dimensions a = 18.893 (3) and c = 14.069 (3) Å. The Cr—N(chxn) bond lengths are in the range 2.0723 (19) to 2.0937 (19) Å, and the N—Cr—N bite angles are in the range 82.53 (7) to 82.69 (10)°. In comparison with the bond lengths and angles of the structure of this complex determined with 223 K data (Kalf et al., 2002), there are no remarkable differences, and also the the crystal packing has virtually identical features.
IFig. 1 shows the molecular components of the title compound, (I), which consists of a discrete complex cation [Cr(rac-chxn)3]3+, three lattice water molecules, together with one tetrahedral [ZnCl4]2- and one isolated Cl- counter-ion. The nitrogen atoms of the three 1,2-cyclohexanediamine ligands define a distorted octahedral coordination environment around the Cr(III) ion with a mean N—Cr—N bite angle of 82.1 (4)°. The resulting five-membered chelate rings of chxn ligands have the expected stable
conformation. The Cr—N(chxn) bond lengths are in the range 2.0737 (12) to 2.0928 (12) Å, in good agreement with those determined in [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992) and [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002). The disordered tetrahedral [ZnCl4]2- anion, the isolated Cl- anion and the three water molecules remain outside the coordination sphere of CrIII . The complex [ZnCl4]2- anion is distorted due to its involvement in hydrogen-bonding interactions. The [ZnCl4]2- and Cl- anions are well separated by van der Waals contacts and consequently there is no basis for describing the ZnII species as a distorted [ZnCl5]3- anion.Extensive hydrogen-bonding interactions occur in the
(Table 1), involving the N—H groups of the chxn ligands and the O—H groups of the lattice water molecules as donors, and the chloride ions and Cl atoms of the disordered [ZnCl4]2- anions and water O atoms as acceptors. The supramolecular architecture gives rise to a three-dimensional network structure (Fig. 2).A search of the Cambridge Structural Database (Version 5.36, May 2015 with one update; Groom et al., 2016) shows that there are three previous reports for CrIII complexes containing three chelating chxn ligands, viz. [Cr(RR-chxn)3](NO3)3·3H2O (Morooka et al., 1992), [Cr(rac-chxn)3]Cl3·2H2O (Kalf et al., 2002), and [Cr(RR-chxn)3][Co(SS-chxn)3]Cl6·4H2O (Kalf et al., 2002). The structure of any double salt of [Cr(chxn)3]3+ with an additional [ZnCl4]2- anion has not been deposited.
Commercially available (Aldrich) racemic trans-1,2-cyclohexanediamine was used as provided. All other chemicals with the best analytical grade available were used. The starting material, [Cr(rac-chxn)3]Cl3·2H2O was prepared according to the literature (Pedersen, 1970). The crude trichloride salt (0.22 g) was dissolved in 10 ml of 1 M HCl at 313 K and 5 ml of 1 M HCl containing 0.5 g of solid ZnCl2 were added to this solution. The resulting solution was filtered and allowed to stand at room temperature for one week to give block-like yellow crystals of the tetrachloridozincate(II) chloride salt suitable for X-ray structural analysis.
detailsCrystal data, data collection and structure
details are summarized in Table 2. All H atoms were found from difference maps but were placed in geometrically idealized positions and constrained to ride on their parent atoms, with C—H = 0.99–1.00 Å and N—H = 0.91 Å, and with Uiso(H) values of 1.2 or 1.5Ueq of the parent atoms. The hydrogen atoms of water molecules were restrained using DFIX and DANG commands during the least-squares (Sheldrick, 2015b). The [ZnCl4]2- anion was refined as positionally disordered over two sets of sites with a refined occupancy ratio constrained to 0.94:0.06 in the last cycles.Data collection: PAL BL2D-SMDC (Shin et al., 2016); cell
HKL3000sm (Otwinowski & Minor, 1997); data reduction: HKL3000sm (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: DIAMOND (Putz & Brandenburg, 2014); software used to prepare material for publication: publCIF (Westrip, 2010).Fig. 1. The structures of the molecular components of the title double salt, drawn with displacement parameters at the 50% probability level. Dashed lines represent hydrogen-bonding interactions. | |
Fig. 2. The crystal packing in the title double salt viewed perpendicular to the bc plane. Dashed lines represent hydrogen-bonding interactions: N—H···Cl (pink), N—H···O (cyan), O—H···O (light green) and O—H···Cl (orange). The minor disorder components of the [ZnCl4]2- anion have been omitted for clarity. |
[Cr(C6H14N2)3][ZnCl4]Cl·3H2O | F(000) = 1444 |
Mr = 691.24 | Dx = 1.508 Mg m−3 |
Monoclinic, P21/c | Synchrotron radiation, λ = 0.62998 Å |
a = 10.594 (2) Å | Cell parameters from 39315 reflections |
b = 13.075 (3) Å | θ = 0.4–33.6° |
c = 22.384 (5) Å | µ = 1.15 mm−1 |
β = 100.87 (3)° | T = 100 K |
V = 3045.0 (11) Å3 | Block, yellow |
Z = 4 | 0.25 × 0.15 × 0.05 mm |
ADSC Q210 CCD area detector diffractometer | 7647 reflections with I > 2σ(I) |
Radiation source: PLSII 2D bending magnet | Rint = 0.034 |
ω scan | θmax = 26.0°, θmin = 1.7° |
Absorption correction: empirical (using intensity measurements) (HKL3000sm SCALEPACK; Otwinowski & Minor, 1997) | h = −14→13 |
Tmin = 0.762, Tmax = 0.945 | k = −18→18 |
23113 measured reflections | l = −31→23 |
8090 independent reflections |
Refinement on F2 | 15 restraints |
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) = 0.073 | w = 1/[σ2(Fo2) + (0.0353P)2 + 1.582P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
8090 reflections | Δρmax = 1.07 e Å−3 |
371 parameters | Δρmin = −1.14 e Å−3 |
[Cr(C6H14N2)3][ZnCl4]Cl·3H2O | V = 3045.0 (11) Å3 |
Mr = 691.24 | Z = 4 |
Monoclinic, P21/c | Synchrotron radiation, λ = 0.62998 Å |
a = 10.594 (2) Å | µ = 1.15 mm−1 |
b = 13.075 (3) Å | T = 100 K |
c = 22.384 (5) Å | 0.25 × 0.15 × 0.05 mm |
β = 100.87 (3)° |
ADSC Q210 CCD area detector diffractometer | 8090 independent reflections |
Absorption correction: empirical (using intensity measurements) (HKL3000sm SCALEPACK; Otwinowski & Minor, 1997) | 7647 reflections with I > 2σ(I) |
Tmin = 0.762, Tmax = 0.945 | Rint = 0.034 |
23113 measured reflections |
R[F2 > 2σ(F2)] = 0.027 | 15 restraints |
wR(F2) = 0.073 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.05 | Δρmax = 1.07 e Å−3 |
8090 reflections | Δρmin = −1.14 e Å−3 |
371 parameters |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cr1 | 0.74469 (2) | 0.93268 (2) | 0.34326 (2) | 0.00945 (5) | |
N1 | 0.64213 (11) | 0.83929 (8) | 0.39272 (5) | 0.0148 (2) | |
H1A | 0.6540 | 0.8610 | 0.4320 | 0.018* | |
H1B | 0.5567 | 0.8427 | 0.3766 | 0.018* | |
N2 | 0.86651 (10) | 0.80619 (8) | 0.35251 (5) | 0.01418 (19) | |
H2A | 0.8570 | 0.7719 | 0.3166 | 0.017* | |
H2B | 0.9497 | 0.8270 | 0.3629 | 0.017* | |
N3 | 0.64039 (10) | 0.87915 (8) | 0.26146 (5) | 0.01276 (18) | |
H3A | 0.6636 | 0.8136 | 0.2552 | 0.015* | |
H3B | 0.5550 | 0.8799 | 0.2625 | 0.015* | |
N4 | 0.84308 (11) | 1.01181 (8) | 0.28504 (5) | 0.01452 (19) | |
H4A | 0.8202 | 1.0790 | 0.2836 | 0.017* | |
H4B | 0.9293 | 1.0076 | 0.2991 | 0.017* | |
N5 | 0.61717 (10) | 1.05117 (7) | 0.35045 (5) | 0.01305 (18) | |
H5A | 0.6204 | 1.0989 | 0.3212 | 0.016* | |
H5B | 0.5355 | 1.0265 | 0.3453 | 0.016* | |
N6 | 0.85476 (11) | 1.00563 (8) | 0.41871 (5) | 0.0163 (2) | |
H6A | 0.8540 | 0.9680 | 0.4529 | 0.020* | |
H6B | 0.9376 | 1.0115 | 0.4135 | 0.020* | |
C1 | 0.68832 (12) | 0.73168 (8) | 0.39046 (6) | 0.0125 (2) | |
H1 | 0.6558 | 0.7035 | 0.3489 | 0.015* | |
C2 | 0.64271 (14) | 0.66233 (9) | 0.43714 (6) | 0.0179 (2) | |
H2C | 0.5480 | 0.6558 | 0.4273 | 0.021* | |
H2D | 0.6665 | 0.6929 | 0.4782 | 0.021* | |
C3 | 0.70450 (15) | 0.55615 (9) | 0.43674 (6) | 0.0208 (3) | |
H3C | 0.6773 | 0.5126 | 0.4682 | 0.025* | |
H3D | 0.6748 | 0.5234 | 0.3967 | 0.025* | |
C4 | 0.85043 (15) | 0.56437 (10) | 0.44909 (6) | 0.0220 (3) | |
H4C | 0.8885 | 0.4953 | 0.4484 | 0.026* | |
H4D | 0.8806 | 0.5941 | 0.4900 | 0.026* | |
C5 | 0.89466 (13) | 0.63175 (9) | 0.40110 (6) | 0.0175 (2) | |
H5C | 0.9895 | 0.6380 | 0.4102 | 0.021* | |
H5D | 0.8694 | 0.5998 | 0.3605 | 0.021* | |
C6 | 0.83391 (12) | 0.73752 (9) | 0.40071 (5) | 0.0126 (2) | |
H6 | 0.8654 | 0.7702 | 0.4412 | 0.015* | |
C7 | 0.66650 (12) | 0.94593 (8) | 0.21109 (5) | 0.0120 (2) | |
H7 | 0.6215 | 1.0126 | 0.2134 | 0.014* | |
C8 | 0.61868 (13) | 0.89995 (10) | 0.14856 (6) | 0.0169 (2) | |
H8A | 0.5241 | 0.8921 | 0.1417 | 0.020* | |
H8B | 0.6570 | 0.8313 | 0.1464 | 0.020* | |
C9 | 0.65520 (14) | 0.96868 (11) | 0.09937 (6) | 0.0221 (3) | |
H9A | 0.6104 | 1.0351 | 0.0992 | 0.026* | |
H9B | 0.6273 | 0.9363 | 0.0590 | 0.026* | |
C10 | 0.80021 (14) | 0.98656 (11) | 0.11056 (6) | 0.0208 (3) | |
H10A | 0.8213 | 1.0329 | 0.0789 | 0.025* | |
H10B | 0.8446 | 0.9207 | 0.1075 | 0.025* | |
C11 | 0.84846 (13) | 1.03355 (9) | 0.17347 (6) | 0.0162 (2) | |
H11A | 0.9432 | 1.0405 | 0.1805 | 0.019* | |
H11B | 0.8110 | 1.1026 | 0.1752 | 0.019* | |
C12 | 0.81033 (11) | 0.96599 (9) | 0.22289 (5) | 0.0123 (2) | |
H12 | 0.8560 | 0.8990 | 0.2232 | 0.015* | |
C13 | 0.65454 (12) | 1.09834 (9) | 0.41220 (6) | 0.0133 (2) | |
H13 | 0.6297 | 1.0503 | 0.4428 | 0.016* | |
C14 | 0.58832 (14) | 1.20051 (9) | 0.41731 (7) | 0.0199 (2) | |
H14A | 0.4940 | 1.1905 | 0.4100 | 0.024* | |
H14B | 0.6084 | 1.2482 | 0.3861 | 0.024* | |
C15 | 0.63376 (16) | 1.24644 (10) | 0.48076 (7) | 0.0253 (3) | |
H15A | 0.5931 | 1.3142 | 0.4829 | 0.030* | |
H15B | 0.6064 | 1.2016 | 0.5116 | 0.030* | |
C16 | 0.77959 (17) | 1.25828 (12) | 0.49508 (8) | 0.0303 (3) | |
H16A | 0.8063 | 1.2837 | 0.5372 | 0.036* | |
H16B | 0.8060 | 1.3094 | 0.4672 | 0.036* | |
C17 | 0.84742 (15) | 1.15638 (11) | 0.48828 (7) | 0.0255 (3) | |
H17A | 0.9413 | 1.1678 | 0.4942 | 0.031* | |
H17B | 0.8309 | 1.1081 | 0.5200 | 0.031* | |
C18 | 0.79971 (13) | 1.10982 (9) | 0.42553 (6) | 0.0164 (2) | |
H18 | 0.8250 | 1.1561 | 0.3942 | 0.020* | |
Zn1A | 0.76131 (2) | 0.36294 (2) | 0.25952 (2) | 0.01355 (6) | 0.94 |
Cl1A | 0.63241 (4) | 0.50140 (3) | 0.26301 (2) | 0.01450 (9) | 0.94 |
Cl2A | 0.86823 (7) | 0.38639 (5) | 0.18121 (3) | 0.02463 (12) | 0.94 |
Cl3A | 0.62548 (10) | 0.22658 (7) | 0.23764 (4) | 0.01813 (15) | 0.94 |
Cl4A | 0.89500 (4) | 0.34751 (3) | 0.34937 (2) | 0.02371 (8) | 0.94 |
Zn1B | 0.7716 (6) | 0.3345 (4) | 0.2463 (3) | 0.0287 (10) | 0.06 |
Cl1B | 0.9326 (9) | 0.2641 (8) | 0.3181 (5) | 0.056 (3) | 0.06 |
Cl2B | 0.6709 (11) | 0.4742 (7) | 0.2722 (6) | 0.040 (2) | 0.06 |
Cl3B | 0.8504 (18) | 0.3625 (15) | 0.1645 (9) | 0.062 (5) | 0.06 |
Cl4B | 0.6062 (18) | 0.2271 (16) | 0.2239 (8) | 0.031 (4) | 0.06 |
Cl5 | 0.76791 (6) | 0.60816 (3) | 0.03343 (2) | 0.04180 (13) | |
O1W | 0.94431 (12) | 0.64959 (9) | 0.15743 (6) | 0.0304 (3) | |
H1O1 | 0.8960 (19) | 0.6389 (15) | 0.1230 (6) | 0.037* | |
H2O1 | 0.982 (2) | 0.7057 (11) | 0.1558 (10) | 0.037* | |
O2W | 0.78942 (13) | 0.69376 (8) | 0.23958 (5) | 0.0276 (2) | |
H1O2 | 0.7480 (18) | 0.6407 (11) | 0.2436 (10) | 0.033* | |
H2O2 | 0.8389 (18) | 0.6809 (15) | 0.2159 (9) | 0.033* | |
O3W | 0.40117 (10) | 0.95853 (9) | 0.39920 (5) | 0.0259 (2) | |
H1O3 | 0.3764 (19) | 1.0020 (13) | 0.4223 (8) | 0.031* | |
H2O3 | 0.3341 (14) | 0.9374 (15) | 0.3769 (8) | 0.031* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cr1 | 0.00941 (9) | 0.00891 (8) | 0.01117 (9) | −0.00020 (6) | 0.00483 (7) | 0.00071 (6) |
N1 | 0.0136 (5) | 0.0139 (4) | 0.0196 (5) | 0.0054 (3) | 0.0102 (4) | 0.0066 (4) |
N2 | 0.0111 (5) | 0.0135 (4) | 0.0204 (5) | 0.0001 (3) | 0.0094 (4) | 0.0001 (4) |
N3 | 0.0125 (5) | 0.0125 (4) | 0.0143 (5) | −0.0047 (3) | 0.0050 (4) | 0.0004 (3) |
N4 | 0.0151 (5) | 0.0154 (4) | 0.0142 (5) | −0.0072 (4) | 0.0057 (4) | −0.0016 (4) |
N5 | 0.0126 (5) | 0.0117 (4) | 0.0145 (5) | 0.0015 (3) | 0.0019 (4) | 0.0012 (3) |
N6 | 0.0112 (5) | 0.0196 (5) | 0.0178 (5) | 0.0035 (4) | 0.0023 (4) | −0.0034 (4) |
C1 | 0.0119 (5) | 0.0119 (5) | 0.0154 (5) | 0.0019 (4) | 0.0066 (4) | 0.0035 (4) |
C2 | 0.0235 (7) | 0.0145 (5) | 0.0191 (6) | 0.0009 (4) | 0.0124 (5) | 0.0052 (4) |
C3 | 0.0355 (8) | 0.0122 (5) | 0.0169 (6) | 0.0012 (5) | 0.0109 (5) | 0.0025 (4) |
C4 | 0.0328 (8) | 0.0146 (5) | 0.0184 (6) | 0.0089 (5) | 0.0042 (5) | 0.0027 (4) |
C5 | 0.0185 (6) | 0.0141 (5) | 0.0205 (6) | 0.0070 (4) | 0.0053 (5) | −0.0009 (4) |
C6 | 0.0118 (5) | 0.0117 (5) | 0.0152 (5) | 0.0026 (4) | 0.0045 (4) | 0.0004 (4) |
C7 | 0.0127 (5) | 0.0122 (4) | 0.0121 (5) | −0.0024 (4) | 0.0050 (4) | 0.0008 (4) |
C8 | 0.0162 (6) | 0.0203 (6) | 0.0143 (5) | −0.0045 (4) | 0.0033 (4) | −0.0025 (4) |
C9 | 0.0229 (7) | 0.0294 (7) | 0.0139 (6) | −0.0025 (5) | 0.0038 (5) | 0.0017 (5) |
C10 | 0.0225 (7) | 0.0270 (6) | 0.0149 (6) | −0.0026 (5) | 0.0089 (5) | 0.0008 (5) |
C11 | 0.0170 (6) | 0.0176 (5) | 0.0162 (5) | −0.0049 (4) | 0.0088 (4) | 0.0019 (4) |
C12 | 0.0127 (5) | 0.0126 (5) | 0.0130 (5) | −0.0030 (4) | 0.0058 (4) | −0.0004 (4) |
C13 | 0.0140 (5) | 0.0108 (5) | 0.0156 (5) | 0.0015 (4) | 0.0041 (4) | −0.0001 (4) |
C14 | 0.0227 (6) | 0.0123 (5) | 0.0265 (7) | 0.0055 (4) | 0.0096 (5) | 0.0000 (4) |
C15 | 0.0329 (8) | 0.0169 (6) | 0.0294 (7) | 0.0023 (5) | 0.0145 (6) | −0.0063 (5) |
C16 | 0.0357 (9) | 0.0223 (6) | 0.0345 (8) | −0.0063 (6) | 0.0104 (7) | −0.0146 (6) |
C17 | 0.0231 (7) | 0.0269 (7) | 0.0256 (7) | −0.0030 (5) | 0.0020 (6) | −0.0132 (5) |
C18 | 0.0149 (6) | 0.0145 (5) | 0.0202 (6) | −0.0010 (4) | 0.0047 (4) | −0.0048 (4) |
Zn1A | 0.00992 (9) | 0.01085 (11) | 0.02095 (13) | 0.00062 (7) | 0.00562 (8) | 0.00178 (7) |
Cl1A | 0.01152 (18) | 0.01180 (19) | 0.02058 (16) | 0.00198 (12) | 0.00407 (13) | −0.00062 (13) |
Cl2A | 0.0129 (2) | 0.0329 (3) | 0.0317 (3) | 0.00436 (17) | 0.0133 (2) | 0.0052 (2) |
Cl3A | 0.0171 (4) | 0.01019 (19) | 0.0277 (4) | −0.0013 (2) | 0.0058 (3) | −0.0002 (2) |
Cl4A | 0.02115 (17) | 0.01976 (15) | 0.02746 (18) | 0.00188 (11) | −0.00247 (13) | 0.00251 (12) |
Zn1B | 0.029 (2) | 0.027 (2) | 0.034 (3) | −0.0094 (19) | 0.0149 (16) | −0.0010 (17) |
Cl1B | 0.037 (4) | 0.069 (6) | 0.059 (6) | −0.013 (4) | −0.002 (4) | 0.028 (5) |
Cl2B | 0.037 (5) | 0.019 (4) | 0.071 (7) | −0.017 (3) | 0.030 (5) | −0.020 (4) |
Cl3B | 0.041 (9) | 0.085 (12) | 0.066 (11) | 0.026 (7) | 0.028 (8) | −0.001 (7) |
Cl4B | 0.010 (4) | 0.034 (5) | 0.045 (8) | 0.010 (3) | −0.008 (4) | −0.004 (5) |
Cl5 | 0.0815 (4) | 0.03036 (19) | 0.01572 (16) | −0.0234 (2) | 0.01466 (19) | −0.00282 (13) |
O1W | 0.0211 (5) | 0.0298 (5) | 0.0381 (7) | −0.0013 (4) | 0.0000 (5) | 0.0111 (5) |
O2W | 0.0423 (7) | 0.0146 (4) | 0.0300 (6) | −0.0058 (4) | 0.0168 (5) | −0.0031 (4) |
O3W | 0.0156 (5) | 0.0347 (6) | 0.0285 (5) | 0.0001 (4) | 0.0071 (4) | −0.0024 (4) |
Cr1—N3 | 2.0737 (12) | C8—H8A | 0.9900 |
Cr1—N5 | 2.0817 (10) | C8—H8B | 0.9900 |
Cr1—N2 | 2.0839 (11) | C9—C10 | 1.527 (2) |
Cr1—N1 | 2.0859 (11) | C9—H9A | 0.9900 |
Cr1—N4 | 2.0899 (11) | C9—H9B | 0.9900 |
Cr1—N6 | 2.0928 (12) | C10—C11 | 1.5330 (19) |
N1—C1 | 1.4937 (15) | C10—H10A | 0.9900 |
N1—H1A | 0.9100 | C10—H10B | 0.9900 |
N1—H1B | 0.9100 | C11—C12 | 1.5283 (16) |
N2—C6 | 1.4932 (15) | C11—H11A | 0.9900 |
N2—H2A | 0.9100 | C11—H11B | 0.9900 |
N2—H2B | 0.9100 | C12—H12 | 1.0000 |
N3—C7 | 1.4927 (15) | C13—C18 | 1.5178 (18) |
N3—H3A | 0.9100 | C13—C14 | 1.5232 (16) |
N3—H3B | 0.9100 | C13—H13 | 1.0000 |
N4—C12 | 1.4942 (15) | C14—C15 | 1.533 (2) |
N4—H4A | 0.9100 | C14—H14A | 0.9900 |
N4—H4B | 0.9100 | C14—H14B | 0.9900 |
N5—C13 | 1.4971 (16) | C15—C16 | 1.525 (2) |
N5—H5A | 0.9100 | C15—H15A | 0.9900 |
N5—H5B | 0.9100 | C15—H15B | 0.9900 |
N6—C18 | 1.5009 (16) | C16—C17 | 1.535 (2) |
N6—H6A | 0.9100 | C16—H16A | 0.9900 |
N6—H6B | 0.9100 | C16—H16B | 0.9900 |
C1—C6 | 1.5179 (17) | C17—C18 | 1.5270 (19) |
C1—C2 | 1.5289 (16) | C17—H17A | 0.9900 |
C1—H1 | 1.0000 | C17—H17B | 0.9900 |
C2—C3 | 1.5356 (18) | C18—H18 | 1.0000 |
C2—H2C | 0.9900 | Zn1A—Cl4A | 2.2400 (9) |
C2—H2D | 0.9900 | Zn1A—Cl1A | 2.2779 (6) |
C3—C4 | 1.522 (2) | Zn1A—Cl2A | 2.2799 (9) |
C3—H3C | 0.9900 | Zn1A—Cl3A | 2.2856 (10) |
C3—H3D | 0.9900 | Zn1B—Cl3B | 2.18 (2) |
C4—C5 | 1.529 (2) | Zn1B—Cl4B | 2.23 (2) |
C4—H4C | 0.9900 | Zn1B—Cl2B | 2.246 (11) |
C4—H4D | 0.9900 | Zn1B—Cl1B | 2.304 (11) |
C5—C6 | 1.5247 (16) | Cl1B—O1Wi | 1.993 (11) |
C5—H5C | 0.9900 | O1W—Cl1Bii | 1.993 (11) |
C5—H5D | 0.9900 | O1W—H1O1 | 0.853 (9) |
C6—H6 | 1.0000 | O1W—H2O1 | 0.841 (9) |
C7—C12 | 1.5194 (17) | O2W—H1O2 | 0.834 (9) |
C7—C8 | 1.5197 (17) | O2W—H2O2 | 0.829 (9) |
C7—H7 | 1.0000 | O3W—H1O3 | 0.843 (9) |
C8—C9 | 1.5267 (19) | O3W—H2O3 | 0.835 (9) |
N3—Cr1—N5 | 94.24 (5) | C12—C7—C8 | 112.19 (10) |
N3—Cr1—N2 | 92.11 (5) | N3—C7—H7 | 108.2 |
N5—Cr1—N2 | 169.03 (4) | C12—C7—H7 | 108.2 |
N3—Cr1—N1 | 91.55 (5) | C8—C7—H7 | 108.2 |
N5—Cr1—N1 | 89.09 (4) | C7—C8—C9 | 110.21 (10) |
N2—Cr1—N1 | 81.81 (4) | C7—C8—H8A | 109.6 |
N3—Cr1—N4 | 82.06 (4) | C9—C8—H8A | 109.6 |
N5—Cr1—N4 | 94.99 (5) | C7—C8—H8B | 109.6 |
N2—Cr1—N4 | 94.74 (5) | C9—C8—H8B | 109.6 |
N1—Cr1—N4 | 172.64 (4) | H8A—C8—H8B | 108.1 |
N3—Cr1—N6 | 171.68 (4) | C8—C9—C10 | 110.83 (12) |
N5—Cr1—N6 | 82.49 (5) | C8—C9—H9A | 109.5 |
N2—Cr1—N6 | 92.35 (5) | C10—C9—H9A | 109.5 |
N1—Cr1—N6 | 96.04 (5) | C8—C9—H9B | 109.5 |
N4—Cr1—N6 | 90.58 (5) | C10—C9—H9B | 109.5 |
C1—N1—Cr1 | 109.07 (7) | H9A—C9—H9B | 108.1 |
C1—N1—H1A | 109.9 | C9—C10—C11 | 111.28 (11) |
Cr1—N1—H1A | 109.9 | C9—C10—H10A | 109.4 |
C1—N1—H1B | 109.9 | C11—C10—H10A | 109.4 |
Cr1—N1—H1B | 109.9 | C9—C10—H10B | 109.4 |
H1A—N1—H1B | 108.3 | C11—C10—H10B | 109.4 |
C6—N2—Cr1 | 109.01 (7) | H10A—C10—H10B | 108.0 |
C6—N2—H2A | 109.9 | C12—C11—C10 | 110.21 (10) |
Cr1—N2—H2A | 109.9 | C12—C11—H11A | 109.6 |
C6—N2—H2B | 109.9 | C10—C11—H11A | 109.6 |
Cr1—N2—H2B | 109.9 | C12—C11—H11B | 109.6 |
H2A—N2—H2B | 108.3 | C10—C11—H11B | 109.6 |
C7—N3—Cr1 | 109.01 (7) | H11A—C11—H11B | 108.1 |
C7—N3—H3A | 109.9 | N4—C12—C7 | 106.28 (10) |
Cr1—N3—H3A | 109.9 | N4—C12—C11 | 113.29 (9) |
C7—N3—H3B | 109.9 | C7—C12—C11 | 111.54 (10) |
Cr1—N3—H3B | 109.9 | N4—C12—H12 | 108.5 |
H3A—N3—H3B | 108.3 | C7—C12—H12 | 108.5 |
C12—N4—Cr1 | 109.05 (7) | C11—C12—H12 | 108.5 |
C12—N4—H4A | 109.9 | N5—C13—C18 | 107.70 (10) |
Cr1—N4—H4A | 109.9 | N5—C13—C14 | 112.66 (10) |
C12—N4—H4B | 109.9 | C18—C13—C14 | 111.25 (10) |
Cr1—N4—H4B | 109.9 | N5—C13—H13 | 108.4 |
H4A—N4—H4B | 108.3 | C18—C13—H13 | 108.4 |
C13—N5—Cr1 | 108.39 (7) | C14—C13—H13 | 108.4 |
C13—N5—H5A | 110.0 | C13—C14—C15 | 110.15 (11) |
Cr1—N5—H5A | 110.0 | C13—C14—H14A | 109.6 |
C13—N5—H5B | 110.0 | C15—C14—H14A | 109.6 |
Cr1—N5—H5B | 110.0 | C13—C14—H14B | 109.6 |
H5A—N5—H5B | 108.4 | C15—C14—H14B | 109.6 |
C18—N6—Cr1 | 109.12 (8) | H14A—C14—H14B | 108.1 |
C18—N6—H6A | 109.9 | C16—C15—C14 | 111.29 (12) |
Cr1—N6—H6A | 109.9 | C16—C15—H15A | 109.4 |
C18—N6—H6B | 109.9 | C14—C15—H15A | 109.4 |
Cr1—N6—H6B | 109.9 | C16—C15—H15B | 109.4 |
H6A—N6—H6B | 108.3 | C14—C15—H15B | 109.4 |
N1—C1—C6 | 106.11 (9) | H15A—C15—H15B | 108.0 |
N1—C1—C2 | 112.82 (10) | C15—C16—C17 | 111.45 (12) |
C6—C1—C2 | 111.69 (10) | C15—C16—H16A | 109.3 |
N1—C1—H1 | 108.7 | C17—C16—H16A | 109.3 |
C6—C1—H1 | 108.7 | C15—C16—H16B | 109.3 |
C2—C1—H1 | 108.7 | C17—C16—H16B | 109.3 |
C1—C2—C3 | 110.02 (10) | H16A—C16—H16B | 108.0 |
C1—C2—H2C | 109.7 | C18—C17—C16 | 110.94 (13) |
C3—C2—H2C | 109.7 | C18—C17—H17A | 109.5 |
C1—C2—H2D | 109.7 | C16—C17—H17A | 109.5 |
C3—C2—H2D | 109.7 | C18—C17—H17B | 109.5 |
H2C—C2—H2D | 108.2 | C16—C17—H17B | 109.5 |
C4—C3—C2 | 110.76 (11) | H17A—C17—H17B | 108.0 |
C4—C3—H3C | 109.5 | N6—C18—C13 | 106.80 (10) |
C2—C3—H3C | 109.5 | N6—C18—C17 | 112.82 (11) |
C4—C3—H3D | 109.5 | C13—C18—C17 | 111.57 (11) |
C2—C3—H3D | 109.5 | N6—C18—H18 | 108.5 |
H3C—C3—H3D | 108.1 | C13—C18—H18 | 108.5 |
C3—C4—C5 | 110.38 (11) | C17—C18—H18 | 108.5 |
C3—C4—H4C | 109.6 | Cl4A—Zn1A—Cl1A | 108.81 (2) |
C5—C4—H4C | 109.6 | Cl4A—Zn1A—Cl2A | 112.38 (3) |
C3—C4—H4D | 109.6 | Cl1A—Zn1A—Cl2A | 107.91 (3) |
C5—C4—H4D | 109.6 | Cl4A—Zn1A—Cl3A | 112.84 (3) |
H4C—C4—H4D | 108.1 | Cl1A—Zn1A—Cl3A | 105.66 (4) |
C6—C5—C4 | 109.98 (11) | Cl2A—Zn1A—Cl3A | 108.92 (3) |
C6—C5—H5C | 109.7 | Cl3B—Zn1B—Cl4B | 109.0 (8) |
C4—C5—H5C | 109.7 | Cl3B—Zn1B—Cl2B | 110.8 (6) |
C6—C5—H5D | 109.7 | Cl4B—Zn1B—Cl2B | 100.3 (7) |
C4—C5—H5D | 109.7 | Cl3B—Zn1B—Cl1B | 107.6 (6) |
H5C—C5—H5D | 108.2 | Cl4B—Zn1B—Cl1B | 110.7 (6) |
N2—C6—C1 | 106.74 (10) | Cl2B—Zn1B—Cl1B | 118.1 (5) |
N2—C6—C5 | 113.24 (10) | O1Wi—Cl1B—Zn1B | 148.4 (7) |
C1—C6—C5 | 111.78 (10) | Cl1Bii—O1W—H1O1 | 128.5 (15) |
N2—C6—H6 | 108.3 | Cl1Bii—O1W—H2O1 | 20.4 (15) |
C1—C6—H6 | 108.3 | H1O1—O1W—H2O1 | 108.4 (17) |
C5—C6—H6 | 108.3 | H1O2—O2W—H2O2 | 108.0 (17) |
N3—C7—C12 | 106.99 (10) | H1O3—O3W—H2O3 | 105.2 (17) |
N3—C7—C8 | 112.78 (9) | ||
Cr1—N1—C1—C6 | 43.74 (11) | Cr1—N4—C12—C11 | 165.21 (8) |
Cr1—N1—C1—C2 | 166.35 (9) | N3—C7—C12—N4 | −56.47 (11) |
N1—C1—C2—C3 | −174.32 (11) | C8—C7—C12—N4 | 179.35 (9) |
C6—C1—C2—C3 | −54.88 (14) | N3—C7—C12—C11 | 179.60 (9) |
C1—C2—C3—C4 | 56.88 (15) | C8—C7—C12—C11 | 55.42 (13) |
C2—C3—C4—C5 | −58.90 (14) | C10—C11—C12—N4 | −174.49 (11) |
C3—C4—C5—C6 | 57.83 (14) | C10—C11—C12—C7 | −54.61 (14) |
Cr1—N2—C6—C1 | 43.07 (10) | Cr1—N5—C13—C18 | 43.53 (10) |
Cr1—N2—C6—C5 | 166.49 (8) | Cr1—N5—C13—C14 | 166.59 (9) |
N1—C1—C6—N2 | −57.08 (12) | N5—C13—C14—C15 | −178.16 (11) |
C2—C1—C6—N2 | 179.59 (10) | C18—C13—C14—C15 | −57.11 (15) |
N1—C1—C6—C5 | 178.59 (10) | C13—C14—C15—C16 | 56.49 (16) |
C2—C1—C6—C5 | 55.27 (13) | C14—C15—C16—C17 | −55.32 (18) |
C4—C5—C6—N2 | −176.70 (11) | C15—C16—C17—C18 | 54.00 (18) |
C4—C5—C6—C1 | −56.10 (14) | Cr1—N6—C18—C13 | 40.46 (11) |
Cr1—N3—C7—C12 | 43.41 (10) | Cr1—N6—C18—C17 | 163.39 (10) |
Cr1—N3—C7—C8 | 167.23 (8) | N5—C13—C18—N6 | −55.59 (12) |
N3—C7—C8—C9 | −176.66 (11) | C14—C13—C18—N6 | −179.51 (10) |
C12—C7—C8—C9 | −55.76 (14) | N5—C13—C18—C17 | −179.30 (10) |
C7—C8—C9—C10 | 56.43 (15) | C14—C13—C18—C17 | 56.79 (14) |
C8—C9—C10—C11 | −57.35 (15) | C16—C17—C18—N6 | −174.93 (12) |
C9—C10—C11—C12 | 55.91 (15) | C16—C17—C18—C13 | −54.69 (16) |
Cr1—N4—C12—C7 | 42.38 (10) |
Symmetry codes: (i) −x+2, y−1/2, −z+1/2; (ii) −x+2, y+1/2, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···Cl5iii | 0.91 | 2.40 | 3.2535 (15) | 157 |
N1—H1B···O3W | 0.91 | 2.36 | 3.0178 (16) | 129 |
N2—H2A···O2W | 0.91 | 2.01 | 2.9051 (17) | 166 |
N2—H2B···Cl2Aii | 0.91 | 2.45 | 3.2197 (14) | 142 |
N2—H2B···Cl3Bii | 0.91 | 2.36 | 3.180 (18) | 150 |
N3—H3A···O2W | 0.91 | 2.13 | 2.9832 (16) | 156 |
N3—H3B···Cl1Aiv | 0.91 | 2.52 | 3.2574 (13) | 138 |
N3—H3B···Cl3Aiv | 0.91 | 2.77 | 3.4547 (16) | 133 |
N3—H3B···Cl2Biv | 0.91 | 2.67 | 3.471 (10) | 147 |
N3—H3B···Cl4Biv | 0.91 | 2.68 | 3.35 (2) | 131 |
N4—H4A···Cl1Bv | 0.91 | 2.74 | 3.473 (11) | 138 |
N4—H4B···Cl2Aii | 0.91 | 2.64 | 3.4267 (15) | 146 |
N4—H4B···O1Wii | 0.91 | 2.39 | 2.9804 (17) | 123 |
N5—H5A···Cl3Av | 0.91 | 2.51 | 3.4245 (14) | 178 |
N5—H5A···Cl4Bv | 0.91 | 2.73 | 3.634 (19) | 173 |
N5—H5B···Cl1Aiv | 0.91 | 2.74 | 3.3664 (16) | 127 |
N5—H5B···O3W | 0.91 | 2.22 | 2.9724 (17) | 140 |
N6—H6A···Cl5iii | 0.91 | 2.39 | 3.2474 (14) | 158 |
O1W—H1O1···Cl5 | 0.85 (1) | 2.24 (1) | 3.0878 (17) | 179 (2) |
O1W—H2O1···Cl4Aii | 0.84 (1) | 2.28 (1) | 3.1170 (13) | 174 (2) |
O2W—H1O2···Cl1A | 0.83 (1) | 2.28 (1) | 3.1140 (12) | 175 (2) |
O2W—H1O2···Cl2B | 0.83 (1) | 2.45 (1) | 3.271 (9) | 167 (2) |
O2W—H2O2···O1W | 0.83 (1) | 1.92 (1) | 2.7468 (19) | 177 (2) |
O3W—H1O3···Cl5iv | 0.84 (1) | 2.41 (1) | 3.2139 (13) | 159 (2) |
O3W—H2O3···Cl2Aiv | 0.84 (1) | 2.38 (1) | 3.2153 (17) | 175 (2) |
O3W—H2O3···Cl3Biv | 0.84 (1) | 2.23 (2) | 3.05 (2) | 167 (2) |
Symmetry codes: (ii) −x+2, y+1/2, −z+1/2; (iii) x, −y+3/2, z+1/2; (iv) −x+1, y+1/2, −z+1/2; (v) x, y+1, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···Cl5i | 0.91 | 2.40 | 3.2535 (15) | 157.1 |
N1—H1B···O3W | 0.91 | 2.36 | 3.0178 (16) | 128.9 |
N2—H2A···O2W | 0.91 | 2.01 | 2.9051 (17) | 165.5 |
N2—H2B···Cl2Aii | 0.91 | 2.45 | 3.2197 (14) | 142.1 |
N2—H2B···Cl3Bii | 0.91 | 2.36 | 3.180 (18) | 150.0 |
N3—H3A···O2W | 0.91 | 2.13 | 2.9832 (16) | 156.2 |
N3—H3B···Cl1Aiii | 0.91 | 2.52 | 3.2574 (13) | 138.2 |
N3—H3B···Cl3Aiii | 0.91 | 2.77 | 3.4547 (16) | 133.0 |
N3—H3B···Cl2Biii | 0.91 | 2.67 | 3.471 (10) | 146.9 |
N3—H3B···Cl4Biii | 0.91 | 2.68 | 3.35 (2) | 130.7 |
N4—H4A···Cl1Biv | 0.91 | 2.74 | 3.473 (11) | 138.0 |
N4—H4B···Cl2Aii | 0.91 | 2.64 | 3.4267 (15) | 145.7 |
N4—H4B···O1Wii | 0.91 | 2.39 | 2.9804 (17) | 122.9 |
N5—H5A···Cl3Aiv | 0.91 | 2.51 | 3.4245 (14) | 178.0 |
N5—H5A···Cl4Biv | 0.91 | 2.73 | 3.634 (19) | 172.5 |
N5—H5B···Cl1Aiii | 0.91 | 2.74 | 3.3664 (16) | 126.7 |
N5—H5B···O3W | 0.91 | 2.22 | 2.9724 (17) | 139.9 |
N6—H6A···Cl5i | 0.91 | 2.39 | 3.2474 (14) | 157.7 |
O1W—H1O1···Cl5 | 0.853 (9) | 2.235 (9) | 3.0878 (17) | 179 (2) |
O1W—H2O1···Cl4Aii | 0.841 (9) | 2.279 (10) | 3.1170 (13) | 174 (2) |
O2W—H1O2···Cl1A | 0.834 (9) | 2.282 (9) | 3.1140 (12) | 175 (2) |
O2W—H1O2···Cl2B | 0.834 (9) | 2.453 (14) | 3.271 (9) | 167 (2) |
O2W—H2O2···O1W | 0.829 (9) | 1.919 (10) | 2.7468 (19) | 177 (2) |
O3W—H1O3···Cl5iii | 0.843 (9) | 2.412 (12) | 3.2139 (13) | 159.2 (18) |
O3W—H2O3···Cl2Aiii | 0.835 (9) | 2.383 (10) | 3.2153 (17) | 174.6 (19) |
O3W—H2O3···Cl3Biii | 0.835 (9) | 2.23 (2) | 3.05 (2) | 167 (2) |
Symmetry codes: (i) x, −y+3/2, z+1/2; (ii) −x+2, y+1/2, −z+1/2; (iii) −x+1, y+1/2, −z+1/2; (iv) x, y+1, z. |
Experimental details
Crystal data | |
Chemical formula | [Cr(C6H14N2)3][ZnCl4]Cl·3H2O |
Mr | 691.24 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 100 |
a, b, c (Å) | 10.594 (2), 13.075 (3), 22.384 (5) |
β (°) | 100.87 (3) |
V (Å3) | 3045.0 (11) |
Z | 4 |
Radiation type | Synchrotron, λ = 0.62998 Å |
µ (mm−1) | 1.15 |
Crystal size (mm) | 0.25 × 0.15 × 0.05 |
Data collection | |
Diffractometer | ADSC Q210 CCD area detector |
Absorption correction | Empirical (using intensity measurements) (HKL3000sm SCALEPACK; Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.762, 0.945 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 23113, 8090, 7647 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.696 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.027, 0.073, 1.05 |
No. of reflections | 8090 |
No. of parameters | 371 |
No. of restraints | 15 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.07, −1.14 |
Computer programs: PAL BL2D-SMDC (Shin et al., 2016), HKL3000sm (Otwinowski & Minor, 1997), SHELXT2014 (Sheldrick, 2015a), SHELXL2014 (Sheldrick, 2015b), DIAMOND (Putz & Brandenburg, 2014), publCIF (Westrip, 2010).
Acknowledgements
This work was supported by a grant from 2016 Research Funds of Andong National University. The X-ray crystallography experiment at PLS-II BL2D-SMC beamline was supported in part by MSIP and POSTECH.
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