Download citation
Download citation
link to html
In the title compound, [Mn(CHO2)2(C12H10N4)2]n, the MnII atom and the benzene ring of the ligand lie on an inversion centers. The MnII atom has an octa­hedral coordination environment composed of four N atoms from two different symmetry-related N-heterocyclic ligands forming the basal plane, and two O atoms from symmetry-related formate anions occupying the apical positions. The title compound forms a two-dimensional (4,4) net parallel to (100) with all the MnII atoms lying on a plane. The crystal structure is consolidated by inter­molecular N—H...O hydrogen bonds..

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810044053/bx2313sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536810044053/bx2313Isup2.hkl
Contains datablock I

CCDC reference: 802947

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.003 Å
  • R factor = 0.036
  • wR factor = 0.101
  • Data-to-parameter ratio = 13.6

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 3 PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 4
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K PLAT794_ALERT_5_G Note: Tentative Bond Valency for Mn1 ....... 2.05
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check

Comment top

Recently, a great deal of interest in transition metal complex assembly has been devoted to the development of rational synthetic routes to novel crystal frameworks, due to their potential applications in many areas (Kitagawa et al., 1998). So far large quantities of novel coordination networks belonging to entangled systems have been reported in the literature (Batten et al., 1998). It has been demostrated that the flexible bridging ligand can easily construct entangled systems. For example, 1,4-bix(imidazol-1-yl-methyl) benzene (bix) formed an infinite polyrotaxane network of [Ag2(bix)3(NO3)2] by reactions with silver nitrate (Hoskins et al., 1997a) and gave a two-dimensional interpenetrated network of [Zn(bix)2(NO3)2.4.5H2O] by reactions with zinc nitrate which has both polyrotaxane and polycatenane characters (Hoskins et al., 1997b). As an extension of above work, we report a new entangled metal complex [Mn(C24H20N8)2(HCOO)2]n (I) based on rigid 1,4-di(1H-imidazol-4-yl)benzene ligand (L) and metal MnII salts. In the title compound, the Mn II atom and the ring benzene of the ligand are lies on inversion center. The MnII has an octahedral coordination environment surrounded by four nitrogen atoms from two different N-heterocyclic ligands symmetry-related forming the basal plane and two oxygen donors from one formate anion symmetry-related occupying the apical positions (Fig. 1). The Mn—N distances are comparable to those found in other crystallographically characterized MnII complex (Zhao et al., 2009) and Mn—O distance is coincident with another MnII complex (Zhu et al., 2010). The title compound form two-dimensional (4,4) net and its building unit is [Mn(L)]. The MnII are connected to a 1D linear chain along b-axis. The ligand, L, link MnII ions in adjacent chains by the same mode as described above, which makes the MnII ions links another 1D chain along c-axis. Therefore, the title compound is further connect to a 2D infinite strucure in bc plane, Fig. 2. The void spaces within the [Mn(L)2]n coordination polymer layers permit mutual inclined two parallel sets of layers to angle into three dimensional framework (Tian et al., 2007) (Fig. 3). The crystal structure of the title compound is stabilized by two intermolecular N—H···O interactions with average H···O distances 2.00 Å and N—H···O angles in the range 151-165°.

Related literature top

For related literature on transition metal complex assembly, see: Kitagawa & Kondo (1998). For related literature on novel coordination networks belonging to entangled systems, see: Batten & Robson (1998); Hoskins et al. (1997a,b). For a related MnII complex, see Zhao et al. (2009); Zhu et al. (2010). For related literature on [subject?], see: Tian et al. (2007).

Experimental top

All reagents and solvents were used as obtained commercially without further purification. A mixture containing MnCl2.4H2O (19.8 mg, 0.05 mmol), L (27.6 mg, 0.1 mmol), DMF (N:N'- dimethylformamide, 1 mL), 10 ml H2O was sealed in a 16 ml Teflon-lined stainless steel container and heated at 393 K for 72 h. After cooling to room temperature within 12 h, block brown crystals of (I) suitable for X-ray diffraction analysis were obtained in 69% Yield.

Refinement top

H atoms bonded to C atoms were placed geometrically and treated as riding, with C—H distances 0.93 Å and Uiso(H) = 1.2Ueq(C). The amide H atoms were located from difference maps and refined with the N—H distances restrained to 0.86 Å and Uiso(H) = 1.2Ueq(N).

Structure description top

Recently, a great deal of interest in transition metal complex assembly has been devoted to the development of rational synthetic routes to novel crystal frameworks, due to their potential applications in many areas (Kitagawa et al., 1998). So far large quantities of novel coordination networks belonging to entangled systems have been reported in the literature (Batten et al., 1998). It has been demostrated that the flexible bridging ligand can easily construct entangled systems. For example, 1,4-bix(imidazol-1-yl-methyl) benzene (bix) formed an infinite polyrotaxane network of [Ag2(bix)3(NO3)2] by reactions with silver nitrate (Hoskins et al., 1997a) and gave a two-dimensional interpenetrated network of [Zn(bix)2(NO3)2.4.5H2O] by reactions with zinc nitrate which has both polyrotaxane and polycatenane characters (Hoskins et al., 1997b). As an extension of above work, we report a new entangled metal complex [Mn(C24H20N8)2(HCOO)2]n (I) based on rigid 1,4-di(1H-imidazol-4-yl)benzene ligand (L) and metal MnII salts. In the title compound, the Mn II atom and the ring benzene of the ligand are lies on inversion center. The MnII has an octahedral coordination environment surrounded by four nitrogen atoms from two different N-heterocyclic ligands symmetry-related forming the basal plane and two oxygen donors from one formate anion symmetry-related occupying the apical positions (Fig. 1). The Mn—N distances are comparable to those found in other crystallographically characterized MnII complex (Zhao et al., 2009) and Mn—O distance is coincident with another MnII complex (Zhu et al., 2010). The title compound form two-dimensional (4,4) net and its building unit is [Mn(L)]. The MnII are connected to a 1D linear chain along b-axis. The ligand, L, link MnII ions in adjacent chains by the same mode as described above, which makes the MnII ions links another 1D chain along c-axis. Therefore, the title compound is further connect to a 2D infinite strucure in bc plane, Fig. 2. The void spaces within the [Mn(L)2]n coordination polymer layers permit mutual inclined two parallel sets of layers to angle into three dimensional framework (Tian et al., 2007) (Fig. 3). The crystal structure of the title compound is stabilized by two intermolecular N—H···O interactions with average H···O distances 2.00 Å and N—H···O angles in the range 151-165°.

For related literature on transition metal complex assembly, see: Kitagawa & Kondo (1998). For related literature on novel coordination networks belonging to entangled systems, see: Batten & Robson (1998); Hoskins et al. (1997a,b). For a related MnII complex, see Zhao et al. (2009); Zhu et al. (2010). For related literature on [subject?], see: Tian et al. (2007).

Computing details top

Data collection: APEX2 (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The ORTEP drawing of the title compound (I). Displacement ellipsoids are drawn at 30% probability level. Symmetry codes: (i) 1-x, 1-y, 1-z.
[Figure 2] Fig. 2. Two-dimensional (4,4) rectangular grid [Mn(L)2]n coordination polymer layer motif along the bc plane of the compound (I).
[Figure 3] Fig. 3. The three-dimensional structure built from two-dimension mutual inclined interpenetration of the compound (I).
Poly[bis[µ-1,4-bis(1H-imidazol-5-yl)benzene- κ2N3:N3']diformatomanganese(II)] top
Crystal data top
[Mn(CHO2)2(C24H20N8)2]F(000) = 582
Mr = 565.46Dx = 1.517 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3510 reflections
a = 7.3240 (8) Åθ = 2.2–28.2°
b = 12.1313 (13) ŵ = 0.59 mm1
c = 14.1802 (15) ÅT = 293 K
β = 100.704 (2)°Block, brown
V = 1238.0 (2) Å30.21 × 0.16 × 0.12 mm
Z = 2
Data collection top
Bruker SMART APEXII CCD
diffractometer
2420 independent reflections
Radiation source: fine-focus sealed tube2196 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.043
φ and ω scansθmax = 26.0°, θmin = 2.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 94
Tmin = 0.887, Tmax = 0.933k = 1414
6495 measured reflectionsl = 1717
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.101H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0581P)2 + 0.230P]
where P = (Fo2 + 2Fc2)/3
2420 reflections(Δ/σ)max < 0.001
178 parametersΔρmax = 0.30 e Å3
0 restraintsΔρmin = 0.25 e Å3
Crystal data top
[Mn(CHO2)2(C24H20N8)2]V = 1238.0 (2) Å3
Mr = 565.46Z = 2
Monoclinic, P21/cMo Kα radiation
a = 7.3240 (8) ŵ = 0.59 mm1
b = 12.1313 (13) ÅT = 293 K
c = 14.1802 (15) Å0.21 × 0.16 × 0.12 mm
β = 100.704 (2)°
Data collection top
Bruker SMART APEXII CCD
diffractometer
2420 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
2196 reflections with I > 2σ(I)
Tmin = 0.887, Tmax = 0.933Rint = 0.043
6495 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0360 restraints
wR(F2) = 0.101H-atom parameters constrained
S = 1.06Δρmax = 0.30 e Å3
2420 reflectionsΔρmin = 0.25 e Å3
178 parameters
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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
xyzUiso*/Ueq
C10.7024 (3)0.61227 (17)0.34180 (14)0.0363 (5)
H10.76490.66130.38690.044*
C20.5906 (3)0.53538 (16)0.20304 (13)0.0292 (4)
C30.5424 (3)0.47633 (17)0.27654 (14)0.0319 (5)
H30.47210.41200.26900.038*
C40.5462 (3)0.51810 (15)0.09923 (14)0.0265 (4)
C50.5767 (3)0.59952 (16)0.03487 (13)0.0289 (4)
H50.62840.66660.05760.035*
C60.5306 (3)0.58109 (16)0.06262 (13)0.0298 (4)
H60.55140.63640.10480.036*
C70.2276 (3)0.66265 (16)0.35944 (15)0.0386 (5)
H70.24590.62340.30560.046*
C80.1345 (3)0.79075 (15)0.44854 (14)0.0292 (4)
C90.2315 (3)0.71098 (15)0.50414 (14)0.0323 (4)
H90.25410.71050.57090.039*
C100.0609 (3)0.89682 (15)0.47356 (14)0.0290 (4)
C110.0078 (3)0.97491 (17)0.40435 (16)0.0351 (5)
H110.01330.95880.33980.042*
C120.0679 (3)1.07637 (16)0.43069 (15)0.0355 (5)
H120.11391.12760.38340.043*
C130.1608 (3)0.36826 (16)0.37714 (14)0.0339 (5)
H130.07690.42150.38930.041*
Mn10.50000.50000.50000.02250 (15)
N10.6124 (3)0.52515 (14)0.36355 (12)0.0330 (4)
N20.6934 (3)0.62227 (14)0.24675 (11)0.0351 (4)
H20.74310.67380.21830.042*
N30.2911 (2)0.63150 (13)0.44833 (12)0.0317 (4)
N40.1335 (2)0.75759 (14)0.35583 (12)0.0350 (4)
H40.08170.79170.30470.042*
O10.3183 (2)0.37154 (11)0.42634 (10)0.0378 (4)
O20.1041 (2)0.30061 (13)0.31300 (11)0.0461 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0449 (12)0.0407 (11)0.0220 (10)0.0042 (10)0.0024 (9)0.0056 (8)
C20.0326 (10)0.0325 (10)0.0223 (10)0.0011 (8)0.0050 (8)0.0028 (8)
C30.0420 (12)0.0318 (10)0.0222 (10)0.0031 (9)0.0068 (9)0.0030 (8)
C40.0282 (10)0.0307 (9)0.0206 (9)0.0025 (8)0.0048 (8)0.0009 (7)
C50.0344 (11)0.0270 (9)0.0245 (10)0.0020 (8)0.0035 (8)0.0031 (7)
C60.0363 (11)0.0309 (10)0.0225 (9)0.0007 (8)0.0061 (8)0.0037 (7)
C70.0481 (13)0.0319 (11)0.0323 (11)0.0115 (10)0.0014 (9)0.0050 (9)
C80.0278 (10)0.0256 (9)0.0326 (10)0.0020 (8)0.0016 (8)0.0003 (8)
C90.0405 (11)0.0295 (10)0.0261 (10)0.0054 (9)0.0037 (8)0.0000 (8)
C100.0247 (9)0.0247 (9)0.0367 (11)0.0029 (7)0.0031 (8)0.0002 (8)
C110.0402 (12)0.0338 (10)0.0305 (10)0.0067 (9)0.0044 (9)0.0008 (8)
C120.0394 (12)0.0306 (10)0.0346 (11)0.0096 (9)0.0024 (9)0.0069 (8)
C130.0388 (12)0.0284 (10)0.0331 (11)0.0017 (9)0.0029 (9)0.0045 (8)
Mn10.0303 (3)0.0201 (2)0.0153 (2)0.00383 (15)0.00031 (16)0.00102 (13)
N10.0423 (10)0.0362 (9)0.0204 (8)0.0006 (8)0.0059 (7)0.0017 (7)
N20.0465 (10)0.0377 (9)0.0210 (8)0.0095 (8)0.0056 (7)0.0013 (7)
N30.0395 (10)0.0266 (8)0.0267 (8)0.0088 (7)0.0000 (7)0.0006 (6)
N40.0411 (10)0.0305 (9)0.0285 (9)0.0102 (7)0.0062 (7)0.0025 (7)
O10.0427 (9)0.0303 (8)0.0348 (8)0.0038 (6)0.0075 (7)0.0042 (6)
O20.0523 (10)0.0427 (9)0.0351 (9)0.0002 (7)0.0131 (7)0.0127 (7)
Geometric parameters (Å, º) top
C1—N11.312 (3)C9—N31.369 (2)
C1—N21.343 (3)C9—H90.9300
C1—H10.9300C10—C12ii1.388 (3)
C2—C31.364 (3)C10—C111.389 (3)
C2—N21.375 (3)C11—C121.382 (3)
C2—C41.462 (3)C11—H110.9300
C3—N11.379 (3)C12—C10ii1.388 (3)
C3—H30.9300C12—H120.9300
C4—C6i1.388 (3)C13—O11.233 (2)
C4—C51.391 (3)C13—O21.238 (2)
C5—C61.379 (3)C13—H130.9300
C5—H50.9300Mn1—O12.1848 (13)
C6—C4i1.388 (3)Mn1—O1iii2.1848 (13)
C6—H60.9300Mn1—N3iii2.2376 (16)
C7—N31.315 (3)Mn1—N32.2376 (16)
C7—N41.338 (2)Mn1—N12.2597 (17)
C7—H70.9300Mn1—N1iii2.2597 (17)
C8—C91.362 (3)N2—H20.8600
C8—N41.373 (3)N4—H40.8600
C8—C101.464 (3)
N1—C1—N2112.07 (18)C11—C12—H12119.4
N1—C1—H1124.0C10ii—C12—H12119.4
N2—C1—H1124.0O1—C13—O2126.0 (2)
C3—C2—N2104.84 (17)O1—C13—H13117.0
C3—C2—C4130.79 (19)O2—C13—H13117.0
N2—C2—C4124.36 (17)O1—Mn1—O1iii180.0
C2—C3—N1110.64 (18)O1—Mn1—N3iii88.09 (6)
C2—C3—H3124.7O1iii—Mn1—N3iii91.91 (6)
N1—C3—H3124.7O1—Mn1—N391.91 (6)
C6i—C4—C5118.28 (17)O1iii—Mn1—N388.09 (6)
C6i—C4—C2119.98 (17)N3iii—Mn1—N3180.00 (8)
C5—C4—C2121.74 (17)O1—Mn1—N188.47 (6)
C6—C5—C4120.23 (18)O1iii—Mn1—N191.53 (6)
C6—C5—H5119.9N3iii—Mn1—N192.34 (6)
C4—C5—H5119.9N3—Mn1—N187.66 (6)
C5—C6—C4i121.50 (17)O1—Mn1—N1iii91.53 (6)
C5—C6—H6119.3O1iii—Mn1—N1iii88.47 (6)
C4i—C6—H6119.3N3iii—Mn1—N1iii87.66 (6)
N3—C7—N4111.81 (18)N3—Mn1—N1iii92.34 (6)
N3—C7—H7124.1N1—Mn1—N1iii180.0
N4—C7—H7124.1C1—N1—C3104.77 (17)
C9—C8—N4104.81 (16)C1—N1—Mn1126.06 (13)
C9—C8—C10131.31 (18)C3—N1—Mn1125.06 (14)
N4—C8—C10123.55 (17)C1—N2—C2107.68 (16)
C8—C9—N3110.71 (17)C1—N2—H2126.2
C8—C9—H9124.6C2—N2—H2126.2
N3—C9—H9124.6C7—N3—C9104.94 (16)
C12ii—C10—C11118.30 (18)C7—N3—Mn1128.10 (14)
C12ii—C10—C8119.65 (17)C9—N3—Mn1125.79 (13)
C11—C10—C8121.96 (19)C7—N4—C8107.72 (17)
C12—C11—C10120.5 (2)C7—N4—H4126.1
C12—C11—H11119.7C8—N4—H4126.1
C10—C11—H11119.7C13—O1—Mn1135.75 (13)
C11—C12—C10ii121.16 (18)
N2—C2—C3—N10.3 (2)O1iii—Mn1—N1—C3172.33 (16)
C4—C2—C3—N1178.5 (2)N3iii—Mn1—N1—C395.69 (16)
C3—C2—C4—C6i12.5 (3)N3—Mn1—N1—C384.31 (16)
N2—C2—C4—C6i168.97 (19)N1—C1—N2—C20.1 (2)
C3—C2—C4—C5166.7 (2)C3—C2—N2—C10.1 (2)
N2—C2—C4—C511.9 (3)C4—C2—N2—C1178.79 (19)
C6i—C4—C5—C60.2 (3)N4—C7—N3—C90.7 (2)
C2—C4—C5—C6178.98 (18)N4—C7—N3—Mn1167.33 (14)
C4—C5—C6—C4i0.2 (3)C8—C9—N3—C70.9 (2)
N4—C8—C9—N30.8 (2)C8—C9—N3—Mn1167.49 (13)
C10—C8—C9—N3172.7 (2)O1—Mn1—N3—C763.64 (19)
C9—C8—C10—C12ii7.5 (3)O1iii—Mn1—N3—C7116.36 (19)
N4—C8—C10—C12ii179.89 (19)N1—Mn1—N3—C724.74 (18)
C9—C8—C10—C11169.0 (2)N1iii—Mn1—N3—C7155.26 (18)
N4—C8—C10—C113.4 (3)O1—Mn1—N3—C9130.62 (16)
C12ii—C10—C11—C120.2 (3)O1iii—Mn1—N3—C949.38 (16)
C8—C10—C11—C12176.81 (19)N1—Mn1—N3—C9140.99 (17)
C10—C11—C12—C10ii0.3 (4)N1iii—Mn1—N3—C939.01 (17)
N2—C1—N1—C30.3 (2)N3—C7—N4—C80.3 (2)
N2—C1—N1—Mn1157.68 (15)C9—C8—N4—C70.3 (2)
C2—C3—N1—C10.3 (2)C10—C8—N4—C7173.77 (19)
C2—C3—N1—Mn1157.90 (14)O2—C13—O1—Mn1151.13 (17)
O1—Mn1—N1—C1161.35 (18)N3iii—Mn1—O1—C13178.4 (2)
O1iii—Mn1—N1—C118.65 (18)N3—Mn1—O1—C131.6 (2)
N3iii—Mn1—N1—C1110.62 (18)N1—Mn1—O1—C1389.2 (2)
N3—Mn1—N1—C169.38 (18)N1iii—Mn1—O1—C1390.8 (2)
O1—Mn1—N1—C37.67 (16)
Symmetry codes: (i) x+1, y+1, z; (ii) x, y+2, z+1; (iii) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2···O2iv0.862.002.840 (2)165
N4—H4···O2v0.861.952.736 (2)151
Symmetry codes: (iv) x+1, y+1/2, z+1/2; (v) x, y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula[Mn(CHO2)2(C24H20N8)2]
Mr565.46
Crystal system, space groupMonoclinic, P21/c
Temperature (K)293
a, b, c (Å)7.3240 (8), 12.1313 (13), 14.1802 (15)
β (°) 100.704 (2)
V3)1238.0 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.59
Crystal size (mm)0.21 × 0.16 × 0.12
Data collection
DiffractometerBruker SMART APEXII CCD
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.887, 0.933
No. of measured, independent and
observed [I > 2σ(I)] reflections
6495, 2420, 2196
Rint0.043
(sin θ/λ)max1)0.617
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.036, 0.101, 1.06
No. of reflections2420
No. of parameters178
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.30, 0.25

Computer programs: APEX2 (Bruker, 2003), SAINT (Bruker, 2003), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2···O2i0.862.002.840 (2)165.00
N4—H4···O2ii0.861.952.736 (2)151.00
Symmetry codes: (i) x+1, y+1/2, z+1/2; (ii) x, y+1/2, z+1/2.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds