catena-Poly[zinc(II)-bis­[μ-5-(2-amino­phenyl)tetra­zolato]-κ3N1,N5:N2;κ3N2:N1,N5]

Wen, X.-C.

doi:10.1107/S1600536808021946

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1033

doi:10.1107/S1600536808021946

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catena-Poly[zinc(II)-bis[μ-5-(2-aminophenyl)tetrazolato]-κ³N¹,N⁵:N²;κ³N²:N¹,N⁵]

Xiao-Chun Wen ^a ^*

^aOrdered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China
^*Correspondence e-mail: fudavid88@yahoo.com.cn

(Received 6 July 2008; accepted 14 July 2008; online 16 July 2008)

The polymeric title compound, [Zn(C₇H₆N₅)₂]_n, was synthesized by the hydrothermal reaction of Zn(NO₃)₂ with 2-aminobenzonitrile in the presence of NaN₃. The zinc(II) metal centre displays a distorted octahedral coordination environment provided by N atoms of two bidentate chelating and two monodentate 5-(2-aminophenyl)tetrazolate ligands. These ligands act as bridges, linking adjacent Zn atoms into polymeric criss-crossed chains parallel to the [110] and [ $[\overline{1}]$ 10] directions. Intrachain N—H⋯N hydrogen-bonding interactions are observed.

Related literature

For the applications of tetrazole compounds, see: Arp et al. (2000 ); Dunica et al. (1991 ); Wang et al. (2004 , 2005 ); Wittenberger & Donner (1993 ).

Experimental

Crystal data

[Zn(C₇H₆N₅)₂]
M_r = 385.71
Monoclinic, C 2/c
a = 10.6751 (16) Å
b = 10.9051 (14) Å
c = 25.321 (5) Å
β = 94.972 (13)°
V = 2936.6 (8) Å³
Z = 8
Mo Kα radiation
μ = 1.70 mm⁻¹
T = 298 (2) K
0.28 × 0.12 × 0.10 mm

Data collection

Rigaku Mercury2 diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ) T_min = 0.783, T_max = 0.844
14618 measured reflections
3343 independent reflections
2859 reflections with I > 2σ(I)
R_int = 0.044

Refinement

R[F² > 2σ(F²)] = 0.038
wR(F²) = 0.092
S = 1.09
3343 reflections
226 parameters
H-atom parameters constrained
Δρ_max = 0.37 e Å⁻³
Δρ_min = −0.70 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N10—H10A⋯N6ⁱ	0.90	2.26	3.095 (3)	154
N9—H9A⋯N2ⁱⁱ	0.90	2.27	3.108 (3)	155
N9—H9B⋯N1ⁱⁱⁱ	0.90	2.38	3.246 (3)	160
N9—H9B⋯N2ⁱⁱⁱ	0.90	2.57	3.242 (3)	132
Symmetry codes: (i) $[x-{\script{1\over 2}}, y+{\script{1\over 2}}, z]$ ; (ii) $[x+{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ ; (iii) $[-x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]$ .

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808021946/rz2234sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808021946/rz2234Isup2.hkl

checkCIF report

Comment top

The tetrazole functional group has found a wide range of applications in coordination chemistry as polydentate ligand, in medicinal chemistry as a metabolically stable surrogate of the carboxylic group, and in materials science as the field of high density energy materials (Wang et al., 2005; Dunica et al., 1991; Wittenberger & Donner, 1993). The crystal structure of the polymeric title compound is reported here.

The compound is isostructural with the corresponding cadmium(II) derivative (Wang et al., 2004). The asymmetric unit of the title compound consists of one zinc(II) atom and two 5-(2-aminobenzyl)tetrazolato ligands. The benzene and tetrazole rings are twisted from each other at dihedral angles of 27.39(14 ) and 21.59(14 )°. Bond distances and angles within the tetrazole rings fall in the usual ranges (Wang et al., 2005; Arp et al., 2000). The metal centre exhibits a distorted octahedral coordination environment (Fig. 1) provided by N atoms of two bidentate-chelating and two monodentate ligands. Both independent ligands act as bridges linking adjacent zinc(II) atoms into polymeric criss-crossed chains parallel to the [110] and [-110] directions (Fig. 2). Intrachain N—H···N hydrogen bonding interactions (Table 1) are present.

Related literature top

For the applications of tetrazole compounds, see: Arp et al. (2000); Dunica et al. (1991); Wang et al. (2004, 2005); Wittenberger & Donner (1993).

Experimental top

A mixture of 2-aminobenzonitrile (0.2 mmol), NaN₃ (0.4 mmol), Zn(NO₃)₂(0.15 mmol) ethanol (1 ml) and a few drops of water was sealed in a glass tube and maintained at 120 °C. Colourless block crystals suitable for X-ray analysis were obtained after 3 days.

Computing details top

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear (Rigaku, 2005); data reduction: CrystalClear (Rigaku, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL/PC (Sheldrick, 2008); software used to prepare material for publication: SHELXTL/PC (Sheldrick, 2008).

Figures top

	Fig. 1. View of the title compound with the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. [Symmetry codes: (A) 1/2-x, 1/2-y,-z; (B) -x, 1-y, -z; (C) 1/2+x, y-1/2, z].
	Fig. 2. Crystal packing of the title compound viewed along the viewed along the [-110] direction. Intrachain hydrogen bonds are shwn as dashed lines. Hydrogen atoms not involved in hydrogen bonding are omitted for clarity.

catena-Poly[zinc(II)-bis[µ-5-(2-aminophenyl)tetrazolato]- κ³N¹,N⁵:N²;κ³N²:N¹,N⁵] top

Crystal data top

[Zn(C₇H₆N₅)₂]	F(000) = 1568
M_r = 385.71	D_x = 1.745 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 3668 reflections
a = 10.6751 (16) Å	θ = 3.0–27.5°
b = 10.9051 (14) Å	µ = 1.70 mm⁻¹
c = 25.321 (5) Å	T = 298 K
β = 94.972 (13)°	Block, colourless
V = 2936.6 (8) Å³	0.28 × 0.12 × 0.10 mm
Z = 8

Data collection top

Rigaku Mercury2 diffractometer	3343 independent reflections
Radiation source: fine-focus sealed tube	2859 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.044
Detector resolution: 13.6612 pixels mm^-1	θ_max = 27.5°, θ_min = 3.0°
ω scans	h = −13→13
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −14→14
T_min = 0.783, T_max = 0.844	l = −32→32
14618 measured reflections

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.092	H-atom parameters constrained
S = 1.09	w = 1/[σ²(F_o²) + (0.0386P)² + 3.3164P] where P = (F_o² + 2F_c²)/3
3343 reflections	(Δ/σ)_max = 0.001
226 parameters	Δρ_max = 0.37 e Å⁻³
0 restraints	Δρ_min = −0.70 e Å⁻³

Crystal data top

[Zn(C₇H₆N₅)₂]	V = 2936.6 (8) Å³
M_r = 385.71	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 10.6751 (16) Å	µ = 1.70 mm⁻¹
b = 10.9051 (14) Å	T = 298 K
c = 25.321 (5) Å	0.28 × 0.12 × 0.10 mm
β = 94.972 (13)°

Data collection top

Rigaku Mercury2 diffractometer	3343 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	2859 reflections with I > 2σ(I)
T_min = 0.783, T_max = 0.844	R_int = 0.044
14618 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.038	0 restraints
wR(F²) = 0.092	H-atom parameters constrained
S = 1.09	Δρ_max = 0.37 e Å⁻³
3343 reflections	Δρ_min = −0.70 e Å⁻³
226 parameters

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	U_iso*/U_eq
Zn1	0.16630 (3)	0.40663 (2)	0.032125 (11)	0.02512 (10)
N4	0.11712 (19)	0.60243 (17)	0.02478 (8)	0.0249 (4)
N10	0.0847 (2)	0.4084 (2)	0.10837 (9)	0.0323 (5)
H10A	0.0285	0.4696	0.1097	0.048*
H10B	0.0438	0.3365	0.1038	0.048*
C10	0.1638 (2)	0.4052 (2)	0.15692 (10)	0.0288 (5)
N9	0.3503 (2)	0.49221 (19)	0.04291 (9)	0.0310 (5)
H9A	0.4105	0.4343	0.0445	0.046*
H9B	0.3521	0.5348	0.0125	0.046*
C9	0.2582 (2)	0.3162 (2)	0.16320 (9)	0.0272 (5)
N8	0.24495 (18)	0.23775 (18)	0.06944 (8)	0.0245 (4)
C1	0.1781 (2)	0.6906 (2)	0.05410 (10)	0.0252 (5)
C2	0.2884 (2)	0.6711 (2)	0.09210 (10)	0.0283 (5)
C14	0.3353 (3)	0.3134 (3)	0.21067 (10)	0.0346 (6)
H14A	0.3983	0.2545	0.2154	0.041*
C3	0.3720 (2)	0.5736 (2)	0.08704 (11)	0.0291 (5)
C13	0.3197 (3)	0.3964 (3)	0.25076 (12)	0.0438 (7)
H13A	0.3718	0.3934	0.2821	0.053*
C4	0.4704 (3)	0.5554 (3)	0.12574 (13)	0.0404 (7)
H4A	0.5265	0.4913	0.1222	0.048*
C7	0.3079 (3)	0.7491 (3)	0.13564 (11)	0.0360 (6)
H7A	0.2553	0.8163	0.1385	0.043*
C6	0.4044 (3)	0.7281 (3)	0.17470 (12)	0.0437 (7)
H6A	0.4142	0.7788	0.2043	0.052*
C5	0.4859 (3)	0.6316 (3)	0.16940 (13)	0.0451 (7)
H5A	0.5515	0.6177	0.1953	0.054*
C11	0.1483 (3)	0.4882 (3)	0.19728 (12)	0.0414 (7)
H11A	0.0852	0.5470	0.1931	0.050*
C12	0.2265 (3)	0.4838 (3)	0.24397 (12)	0.0473 (8)
H12A	0.2160	0.5402	0.2708	0.057*
C8	0.2794 (2)	0.2265 (2)	0.12170 (9)	0.0250 (5)
N6	0.3457 (2)	0.0666 (2)	0.08495 (9)	0.0380 (6)
N5	0.3411 (2)	0.1218 (2)	0.13199 (9)	0.0368 (5)
N7	0.2890 (2)	0.13536 (19)	0.04763 (8)	0.0280 (4)
N1	0.1206 (2)	0.79890 (19)	0.04653 (9)	0.0330 (5)
N2	0.0204 (2)	0.77701 (19)	0.01204 (9)	0.0334 (5)
N3	0.01805 (19)	0.65985 (19)	−0.00074 (9)	0.0282 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.02992 (17)	0.02214 (16)	0.02306 (16)	0.00230 (11)	0.00100 (11)	0.00016 (11)
N4	0.0276 (10)	0.0202 (10)	0.0265 (10)	0.0028 (8)	0.0004 (8)	0.0011 (8)
N10	0.0334 (12)	0.0362 (12)	0.0277 (11)	0.0113 (9)	0.0041 (9)	0.0050 (9)
C10	0.0350 (14)	0.0262 (12)	0.0257 (12)	0.0023 (10)	0.0051 (10)	0.0031 (10)
N9	0.0311 (11)	0.0215 (10)	0.0408 (13)	0.0045 (9)	0.0056 (9)	0.0009 (9)
C9	0.0312 (13)	0.0276 (12)	0.0230 (12)	−0.0015 (10)	0.0028 (10)	0.0027 (10)
N8	0.0295 (10)	0.0217 (10)	0.0221 (10)	0.0045 (8)	0.0017 (8)	0.0006 (8)
C1	0.0270 (12)	0.0208 (11)	0.0284 (12)	0.0000 (9)	0.0056 (9)	0.0001 (10)
C2	0.0278 (12)	0.0253 (12)	0.0317 (13)	−0.0025 (10)	0.0016 (10)	0.0010 (10)
C14	0.0381 (15)	0.0354 (14)	0.0292 (13)	−0.0008 (12)	−0.0025 (11)	0.0022 (11)
C3	0.0292 (13)	0.0240 (12)	0.0343 (14)	−0.0020 (10)	0.0029 (10)	0.0024 (10)
C13	0.0549 (19)	0.0487 (18)	0.0266 (14)	−0.0089 (15)	−0.0029 (13)	−0.0062 (13)
C4	0.0330 (14)	0.0339 (14)	0.0528 (18)	0.0008 (12)	−0.0044 (13)	0.0080 (13)
C7	0.0381 (15)	0.0323 (14)	0.0371 (15)	−0.0016 (12)	0.0011 (12)	−0.0038 (12)
C6	0.0459 (17)	0.0455 (17)	0.0382 (16)	−0.0079 (14)	−0.0051 (13)	−0.0047 (14)
C5	0.0386 (16)	0.0472 (17)	0.0467 (18)	−0.0071 (14)	−0.0130 (13)	0.0094 (14)
C11	0.0539 (18)	0.0321 (14)	0.0396 (16)	0.0081 (13)	0.0128 (13)	−0.0022 (12)
C12	0.068 (2)	0.0427 (17)	0.0322 (15)	−0.0033 (16)	0.0106 (14)	−0.0131 (13)
C8	0.0256 (12)	0.0245 (12)	0.0248 (12)	0.0030 (10)	0.0019 (9)	0.0042 (10)
N6	0.0532 (15)	0.0346 (12)	0.0270 (12)	0.0154 (11)	0.0081 (10)	0.0042 (10)
N5	0.0485 (14)	0.0376 (12)	0.0245 (11)	0.0164 (11)	0.0034 (10)	0.0034 (10)
N7	0.0353 (11)	0.0245 (10)	0.0248 (11)	0.0062 (9)	0.0063 (9)	0.0007 (8)
N1	0.0308 (11)	0.0243 (11)	0.0426 (13)	0.0009 (9)	−0.0042 (10)	−0.0014 (10)
N2	0.0309 (11)	0.0233 (11)	0.0453 (14)	0.0024 (9)	−0.0012 (10)	0.0013 (10)
N3	0.0283 (11)	0.0243 (11)	0.0318 (11)	0.0027 (8)	0.0006 (9)	0.0029 (9)

Geometric parameters (Å, º) top

Zn1—N7ⁱ	2.164 (2)	C2—C3	1.401 (4)
Zn1—N9	2.170 (2)	C14—C13	1.381 (4)
Zn1—N3ⁱⁱ	2.181 (2)	C14—H14A	0.9300
Zn1—N10	2.186 (2)	C3—C4	1.387 (4)
Zn1—N8	2.2027 (19)	C13—C12	1.377 (4)
Zn1—N4	2.2028 (19)	C13—H13A	0.9300
N4—N3	1.345 (3)	C4—C5	1.381 (5)
N4—C1	1.348 (3)	C4—H4A	0.9300
N10—C10	1.430 (3)	C7—C6	1.384 (4)
N10—H10A	0.9000	C7—H7A	0.9300
N10—H10B	0.9001	C6—C5	1.380 (4)
C10—C11	1.386 (4)	C6—H6A	0.9300
C10—C9	1.397 (3)	C5—H5A	0.9300
N9—C3	1.430 (3)	C11—C12	1.388 (4)
N9—H9A	0.9000	C11—H11A	0.9300
N9—H9B	0.9001	C12—H12A	0.9300
C9—C14	1.398 (3)	C8—N5	1.333 (3)
C9—C8	1.467 (3)	N6—N7	1.312 (3)
N8—C8	1.348 (3)	N6—N5	1.339 (3)
N8—N7	1.348 (3)	N7—Zn1ⁱ	2.164 (2)
C1—N1	1.337 (3)	N1—N2	1.342 (3)
C1—C2	1.470 (3)	N2—N3	1.318 (3)
C2—C7	1.394 (4)	N3—Zn1ⁱⁱ	2.181 (2)

N7ⁱ—Zn1—N9	86.46 (8)	C7—C2—C1	119.1 (2)
N7ⁱ—Zn1—N3ⁱⁱ	81.63 (8)	C3—C2—C1	122.0 (2)
N9—Zn1—N3ⁱⁱ	165.18 (8)	C13—C14—C9	121.2 (3)
N7ⁱ—Zn1—N10	164.38 (9)	C13—C14—H14A	119.4
N9—Zn1—N10	108.10 (9)	C9—C14—H14A	119.4
N3ⁱⁱ—Zn1—N10	84.76 (9)	C4—C3—C2	119.5 (3)
N7ⁱ—Zn1—N8	96.71 (7)	C4—C3—N9	121.7 (2)
N9—Zn1—N8	89.91 (8)	C2—C3—N9	118.8 (2)
N3ⁱⁱ—Zn1—N8	100.18 (8)	C12—C13—C14	119.6 (3)
N10—Zn1—N8	78.16 (8)	C12—C13—H13A	120.2
N7ⁱ—Zn1—N4	101.33 (8)	C14—C13—H13A	120.2
N9—Zn1—N4	78.48 (8)	C5—C4—C3	120.7 (3)
N3ⁱⁱ—Zn1—N4	95.19 (8)	C5—C4—H4A	119.6
N10—Zn1—N4	87.46 (8)	C3—C4—H4A	119.6
N8—Zn1—N4	157.80 (8)	C6—C7—C2	121.0 (3)
N3—N4—C1	104.77 (18)	C6—C7—H7A	119.5
N3—N4—Zn1	131.56 (16)	C2—C7—H7A	119.5
C1—N4—Zn1	123.01 (16)	C5—C6—C7	119.6 (3)
C10—N10—Zn1	120.53 (17)	C5—C6—H6A	120.2
C10—N10—H10A	109.5	C7—C6—H6A	120.2
Zn1—N10—H10A	110.9	C6—C5—C4	120.2 (3)
C10—N10—H10B	109.5	C6—C5—H5A	119.9
Zn1—N10—H10B	96.0	C4—C5—H5A	119.9
H10A—N10—H10B	109.5	C10—C11—C12	120.3 (3)
C11—C10—C9	120.0 (2)	C10—C11—H11A	119.9
C11—C10—N10	121.2 (2)	C12—C11—H11A	119.9
C9—C10—N10	118.8 (2)	C13—C12—C11	120.3 (3)
C3—N9—Zn1	116.66 (16)	C13—C12—H12A	119.8
C3—N9—H9A	109.5	C11—C12—H12A	119.8
Zn1—N9—H9A	109.8	N5—C8—N8	111.0 (2)
C3—N9—H9B	109.5	N5—C8—C9	122.4 (2)
Zn1—N9—H9B	101.6	N8—C8—C9	126.6 (2)
H9A—N9—H9B	109.5	N7—N6—N5	109.5 (2)
C10—C9—C14	118.6 (2)	C8—N5—N6	105.5 (2)
C10—C9—C8	122.4 (2)	N6—N7—N8	109.5 (2)
C14—C9—C8	119.0 (2)	N6—N7—Zn1ⁱ	115.23 (16)
C8—N8—N7	104.58 (19)	N8—N7—Zn1ⁱ	132.09 (16)
C8—N8—Zn1	123.94 (16)	C1—N1—N2	105.5 (2)
N7—N8—Zn1	130.57 (15)	N3—N2—N1	109.2 (2)
N1—C1—N4	110.9 (2)	N2—N3—N4	109.6 (2)
N1—C1—C2	123.6 (2)	N2—N3—Zn1ⁱⁱ	114.14 (16)
N4—C1—C2	125.4 (2)	N4—N3—Zn1ⁱⁱ	131.85 (16)
C7—C2—C3	118.9 (2)

Symmetry codes: (i) −x+1/2, −y+1/2, −z; (ii) −x, −y+1, −z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N10—H10A···N6ⁱⁱⁱ	0.90	2.26	3.095 (3)	154
N9—H9A···N2^iv	0.90	2.27	3.108 (3)	155
N9—H9B···N1^v	0.90	2.38	3.246 (3)	160
N9—H9B···N2^v	0.90	2.57	3.242 (3)	132

Symmetry codes: (iii) x−1/2, y+1/2, z; (iv) x+1/2, y−1/2, z; (v) −x+1/2, −y+3/2, −z.

Experimental details

Crystal data
Chemical formula	[Zn(C₇H₆N₅)₂]
M_r	385.71
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	298
a, b, c (Å)	10.6751 (16), 10.9051 (14), 25.321 (5)
β (°)	94.972 (13)
V (Å³)	2936.6 (8)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.70
Crystal size (mm)	0.28 × 0.12 × 0.10

Data collection
Diffractometer	Rigaku Mercury2 diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2005)
T_min, T_max	0.783, 0.844
No. of measured, independent and observed [I > 2σ(I)] reflections	14618, 3343, 2859
R_int	0.044
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.038, 0.092, 1.09
No. of reflections	3343
No. of parameters	226
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.37, −0.70

Computer programs: CrystalClear (Rigaku, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL/PC (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N10—H10A···N6ⁱ	0.90	2.26	3.095 (3)	154.1
N9—H9A···N2ⁱⁱ	0.90	2.27	3.108 (3)	154.5
N9—H9B···N1ⁱⁱⁱ	0.90	2.38	3.246 (3)	160.3
N9—H9B···N2ⁱⁱⁱ	0.90	2.57	3.242 (3)	132.1

Symmetry codes: (i) x−1/2, y+1/2, z; (ii) x+1/2, y−1/2, z; (iii) −x+1/2, −y+3/2, −z.

Acknowledgements

This work was supported by a Start-up Grant from Southeast University to Professor Ren-Gen Xiong.

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