(E)-N′-(4-Chloro­benzyl­idene)-3,4,5-trimethoxy­benzohydrazide

Wang, Y.-M.; Zhao, Z.-D.; Chen, Y.-X.; Bi, L.-W.

doi:10.1107/S1600536808039044

organic compounds

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ISSN: 2056-9890

Volume 64| Part 12| December 2008| Page o2459

doi:10.1107/S1600536808039044

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(E)-N′-(4-Chlorobenzylidene)-3,4,5-trimethoxybenzohydrazide

Yu-Min Wang,^a Zhen-Dong Zhao,^a ^* Yu-Xiang Chen ^a and Liang-Wu Bi ^a

^aInstitute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, People's Republic of China
^*Correspondence e-mail: minwangyu@126.com

(Received 19 November 2008; accepted 21 November 2008; online 26 November 2008)

The title compound, C₁₇H₁₇ClN₂O₄, was synthesized from 3,4,5-trimethoxybenzohydrazide and 4-chlorobenzaldehyde. In the crystal structure, packing is stabilized by intramolecular C—H⋯O and intermolecular N—H⋯O and C—H⋯O hydrogen-bonding interactions.

Related literature

For related literature, see: Yang et al. (1996 ); Nawar et al. (2000 ); Gardner et al. (1991 ); Labouta et al. (1989 ); Wang et al. (2008 ); Allen et al. (1987 ).

Experimental

Crystal data

C₁₇H₁₇ClN₂O₄
M_r = 348.78
Triclinic, $[P \overline 1]$
a = 5.119 (2) Å
b = 8.210 (4) Å
c = 20.276 (9) Å
α = 101.055 (7)°
β = 92.362 (7)°
γ = 101.459 (7)°
V = 816.9 (7) Å³
Z = 2
Mo Kα radiation
μ = 0.26 mm⁻¹
T = 273 (2) K
0.12 × 0.10 × 0.06 mm

Data collection

Bruker APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.970, T_max = 0.985
4307 measured reflections
2860 independent reflections
2497 reflections with I > 2σ(I)
R_int = 0.017

Refinement

R[F² > 2σ(F²)] = 0.046
wR(F²) = 0.128
S = 1.03
2860 reflections
218 parameters
H-atom parameters constrained
Δρ_max = 0.59 e Å⁻³
Δρ_min = −0.39 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2⋯O1ⁱ	0.86	2.18	2.943 (3)	147
C8—H8C⋯O4	0.96	2.26	2.896 (4)	123
C11—H11⋯O1ⁱ	0.93	2.43	3.145 (3)	134
C16—H16⋯O1ⁱⁱ	0.93	2.57	3.368 (3)	144
Symmetry codes: (i) x+1, y, z; (ii) -x+1, -y, -z+1.

Data collection: SMART (Bruker, 1997 ); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; 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.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808039044/at2683sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808039044/at2683Isup2.hkl

checkCIF report

Comment top

3,4,5-Trimethoxybenzohydrazide and their deviatives show moderate fungicidal and anti-bacterial activities (Gardner et al., 1991). The antibacterial activity of formylhydrazines and formylhydrazones has been reported by Labouta et al. (1989). Many derivatives of formylhydrazines have interesting biological properties. So we synthesized several derivatives of 3,4,5-trimethoxybenzohydrazide. In our previous paper we have reported the crystal structure of (E)—N'-(2-hydroxybenzylidene)-3,4,5-trimethoxybenzohydrazide (Wang et al., 2008). Now we synthesized the title compound (I) and report here its crystal structure.

The molecular structure of (I) is shown in Fig. 1. All bond lengths and angles in (I) are normal (Allen et al., 1987). In the crystal structure, there exist intramolecular C—H···O, and intermolecular N—H···O and C—H···O hydrogen bonding interactions (Table 1, Fig. 2).

Related literature top

For related literature, see: Yang et al. (1996); Nawar et al. (2000); Gardner et al. (1991); Labouta et al. (1989); Wang et al. (2008); Allen et al. (1987). It would be much more useful to readers if the "Related literature" section had some kind of simple sub-division, so that, instead of just "For related literature, see···" it said, for example, "For general background, see···. For related structures, see···. etc. Please revise this section as indicated.

Experimental top

An ethanol solution (50 ml) of 3,4,5-trimethoxybenzohydrazide (0.01 mol) and 4-chlorobenzaldehyde (0.01 mol) was refluxed and stirred for 2 h; the mixture was cooled and the resulting solid product, (I), was collected by filtration. Crystals suitable for single-crystal X-ray diffraction were grown by slow evaporation of a solution in THF.

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); 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

	Fig. 1. A view of the molecular structure of (I), showing displacement ellipsoids at the 50% probability level.
	Fig. 2. Packing diagram of the title structure.

(E)-N'-(4-Chlorobenzylidene)-3,4,5-trimethoxybenzohydrazide top

Crystal data top

C₁₇H₁₇ClN₂O₄	Z = 2
M_r = 348.78	F(000) = 364
Triclinic, P1	D_x = 1.418 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.119 (2) Å	Cell parameters from 2557 reflections
b = 8.210 (4) Å	θ = 2.6–28.3°
c = 20.276 (9) Å	µ = 0.26 mm⁻¹
α = 101.055 (7)°	T = 273 K
β = 92.362 (7)°	Block, yellow
γ = 101.459 (7)°	0.12 × 0.10 × 0.06 mm
V = 816.9 (7) Å³

Data collection top

Bruker APEX CCD area-detector diffractometer	2860 independent reflections
Radiation source: fine-focus sealed tube	2497 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.017
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −6→6
T_min = 0.970, T_max = 0.985	k = −9→9
4307 measured reflections	l = −18→24

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)] = 0.046	H-atom parameters constrained
wR(F²) = 0.128	w = 1/[σ²(F_o²) + (0.0602P)² + 0.4783P] where P = (F_o² + 2F_c²)/3
S = 1.03	(Δ/σ)_max < 0.001
2860 reflections	Δρ_max = 0.59 e Å⁻³
218 parameters	Δρ_min = −0.39 e Å⁻³
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.060 (5)

Crystal data top

C₁₇H₁₇ClN₂O₄	γ = 101.459 (7)°
M_r = 348.78	V = 816.9 (7) Å³
Triclinic, P1	Z = 2
a = 5.119 (2) Å	Mo Kα radiation
b = 8.210 (4) Å	µ = 0.26 mm⁻¹
c = 20.276 (9) Å	T = 273 K
α = 101.055 (7)°	0.12 × 0.10 × 0.06 mm
β = 92.362 (7)°

Data collection top

Bruker APEX CCD area-detector diffractometer	2860 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2497 reflections with I > 2σ(I)
T_min = 0.970, T_max = 0.985	R_int = 0.017
4307 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.128	H-atom parameters constrained
S = 1.03	Δρ_max = 0.59 e Å⁻³
2860 reflections	Δρ_min = −0.39 e Å⁻³
218 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

	x	y	z	U_iso*/U_eq
Cl1	0.98386 (15)	−0.10593 (8)	0.26691 (3)	0.0637 (2)
O1	0.5118 (3)	0.4117 (2)	0.66278 (7)	0.0510 (4)
O2	0.5848 (4)	0.5136 (2)	0.92020 (8)	0.0634 (5)
O3	0.9795 (4)	0.7795 (3)	0.95374 (9)	0.0883 (7)
O4	1.3253 (4)	0.8754 (2)	0.86389 (9)	0.0703 (6)
N1	0.8782 (3)	0.3395 (2)	0.57654 (8)	0.0396 (4)
N2	0.9449 (3)	0.4260 (2)	0.64227 (8)	0.0393 (4)
H2	1.1099	0.4630	0.6572	0.047*
C1	0.8360 (4)	0.5329 (2)	0.75470 (9)	0.0365 (4)
C2	0.6692 (4)	0.4815 (3)	0.80214 (10)	0.0408 (5)
H2A	0.5169	0.3961	0.7888	0.049*
C3	0.7298 (4)	0.5574 (3)	0.86935 (10)	0.0457 (5)
C4	0.9504 (5)	0.6916 (3)	0.88879 (11)	0.0520 (6)
C5	1.1177 (4)	0.7419 (3)	0.84062 (11)	0.0480 (5)
C6	1.0627 (4)	0.6603 (3)	0.77344 (10)	0.0412 (5)
H6	1.1771	0.6909	0.7414	0.049*
C7	0.3631 (6)	0.3744 (4)	0.90386 (13)	0.0673 (7)
H7A	0.2345	0.3994	0.8736	0.101*
H7B	0.2821	0.3549	0.9443	0.101*
H7C	0.4225	0.2748	0.8827	0.101*
C8	1.2015 (8)	0.7925 (6)	0.99320 (16)	0.1086 (14)
H8A	1.2011	0.6860	1.0061	0.163*
H8B	1.2073	0.8791	1.0328	0.163*
H8C	1.3554	0.8220	0.9690	0.163*
C9	1.5185 (5)	0.9198 (3)	0.81913 (13)	0.0563 (6)
H9A	1.5826	0.8211	0.7990	0.084*
H9B	1.6651	1.0047	0.8435	0.084*
H9C	1.4392	0.9639	0.7845	0.084*
C10	0.7487 (4)	0.4520 (2)	0.68292 (10)	0.0363 (4)
C11	1.0749 (4)	0.3316 (3)	0.54076 (10)	0.0421 (5)
H11	1.2448	0.3915	0.5585	0.050*
C12	1.0395 (4)	0.2302 (3)	0.47225 (10)	0.0378 (4)
C13	1.2396 (5)	0.2560 (3)	0.42946 (11)	0.0527 (6)
H13	1.3898	0.3424	0.4438	0.063*
C14	1.2205 (5)	0.1556 (3)	0.36576 (11)	0.0542 (6)
H14	1.3553	0.1749	0.3371	0.065*
C15	1.0009 (5)	0.0277 (3)	0.34555 (10)	0.0433 (5)
C16	0.7968 (5)	−0.0006 (3)	0.38638 (12)	0.0540 (6)
H16	0.6471	−0.0871	0.3717	0.065*
C17	0.8181 (4)	0.1019 (3)	0.44969 (11)	0.0488 (5)
H17	0.6803	0.0841	0.4777	0.059*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cl1	0.0910 (5)	0.0539 (4)	0.0397 (3)	0.0153 (3)	0.0094 (3)	−0.0077 (3)
O1	0.0337 (8)	0.0722 (11)	0.0394 (8)	0.0075 (7)	0.0002 (6)	−0.0034 (7)
O2	0.0650 (11)	0.0788 (12)	0.0361 (9)	−0.0015 (9)	0.0168 (7)	0.0009 (8)
O3	0.0691 (12)	0.1269 (19)	0.0400 (10)	−0.0058 (12)	0.0062 (9)	−0.0264 (11)
O4	0.0600 (11)	0.0767 (12)	0.0477 (10)	−0.0183 (9)	0.0098 (8)	−0.0190 (8)
N1	0.0417 (9)	0.0440 (9)	0.0293 (8)	0.0095 (7)	0.0003 (7)	−0.0018 (7)
N2	0.0339 (8)	0.0504 (10)	0.0288 (8)	0.0084 (7)	−0.0004 (6)	−0.0029 (7)
C1	0.0368 (10)	0.0400 (10)	0.0318 (10)	0.0128 (8)	0.0031 (8)	0.0002 (8)
C2	0.0386 (11)	0.0433 (11)	0.0361 (11)	0.0070 (9)	0.0043 (8)	−0.0009 (9)
C3	0.0458 (12)	0.0555 (13)	0.0341 (11)	0.0120 (10)	0.0102 (9)	0.0027 (9)
C4	0.0493 (12)	0.0641 (15)	0.0329 (11)	0.0084 (11)	0.0046 (9)	−0.0106 (10)
C5	0.0415 (11)	0.0534 (13)	0.0393 (11)	0.0042 (10)	0.0022 (9)	−0.0080 (10)
C6	0.0380 (11)	0.0472 (12)	0.0343 (10)	0.0081 (9)	0.0062 (8)	−0.0015 (9)
C7	0.0720 (17)	0.0708 (17)	0.0523 (15)	−0.0019 (14)	0.0221 (13)	0.0100 (13)
C8	0.092 (2)	0.168 (4)	0.0460 (17)	0.008 (2)	−0.0029 (16)	−0.005 (2)
C9	0.0467 (13)	0.0550 (14)	0.0567 (14)	−0.0008 (10)	0.0047 (11)	−0.0024 (11)
C10	0.0349 (10)	0.0385 (10)	0.0331 (10)	0.0072 (8)	0.0017 (8)	0.0020 (8)
C11	0.0402 (11)	0.0479 (12)	0.0333 (10)	0.0037 (9)	0.0022 (8)	0.0024 (9)
C12	0.0421 (11)	0.0393 (10)	0.0314 (10)	0.0108 (8)	0.0033 (8)	0.0037 (8)
C13	0.0483 (13)	0.0572 (14)	0.0417 (12)	−0.0043 (10)	0.0096 (10)	−0.0020 (10)
C14	0.0599 (14)	0.0586 (14)	0.0400 (12)	0.0062 (11)	0.0178 (10)	0.0033 (10)
C15	0.0584 (13)	0.0389 (11)	0.0329 (10)	0.0161 (9)	0.0037 (9)	0.0019 (8)
C16	0.0534 (13)	0.0481 (13)	0.0493 (13)	−0.0013 (10)	0.0046 (10)	−0.0054 (10)
C17	0.0457 (12)	0.0510 (13)	0.0425 (12)	0.0015 (10)	0.0118 (9)	−0.0013 (10)

Geometric parameters (Å, º) top

Cl1—C15	1.742 (2)	C7—H7A	0.9600
O1—C10	1.223 (2)	C7—H7B	0.9600
O2—C3	1.357 (3)	C7—H7C	0.9600
O2—C7	1.419 (3)	C8—H8A	0.9600
O3—C8	1.337 (4)	C8—H8B	0.9600
O3—C4	1.362 (3)	C8—H8C	0.9600
O4—C5	1.361 (3)	C9—H9A	0.9600
O4—C9	1.411 (3)	C9—H9B	0.9600
N1—C11	1.270 (3)	C9—H9C	0.9600
N1—N2	1.379 (2)	C11—C12	1.460 (3)
N2—C10	1.349 (3)	C11—H11	0.9300
N2—H2	0.8600	C12—C17	1.379 (3)
C1—C2	1.383 (3)	C12—C13	1.380 (3)
C1—C6	1.383 (3)	C13—C14	1.381 (3)
C1—C10	1.489 (3)	C13—H13	0.9300
C2—C3	1.380 (3)	C14—C15	1.365 (3)
C2—H2A	0.9300	C14—H14	0.9300
C3—C4	1.395 (3)	C15—C16	1.371 (3)
C4—C5	1.393 (3)	C16—C17	1.381 (3)
C5—C6	1.388 (3)	C16—H16	0.9300
C6—H6	0.9300	C17—H17	0.9300

C3—O2—C7	117.98 (18)	O3—C8—H8C	109.5
C8—O3—C4	120.7 (3)	H8A—C8—H8C	109.5
C5—O4—C9	118.23 (18)	H8B—C8—H8C	109.5
C11—N1—N2	114.90 (17)	O4—C9—H9A	109.5
C10—N2—N1	119.35 (16)	O4—C9—H9B	109.5
C10—N2—H2	120.3	H9A—C9—H9B	109.5
N1—N2—H2	120.3	O4—C9—H9C	109.5
C2—C1—C6	121.06 (18)	H9A—C9—H9C	109.5
C2—C1—C10	116.43 (18)	H9B—C9—H9C	109.5
C6—C1—C10	122.40 (18)	O1—C10—N2	122.65 (18)
C3—C2—C1	119.68 (19)	O1—C10—C1	121.16 (17)
C3—C2—H2A	120.2	N2—C10—C1	116.20 (17)
C1—C2—H2A	120.2	N1—C11—C12	121.29 (19)
O2—C3—C2	124.6 (2)	N1—C11—H11	119.4
O2—C3—C4	115.37 (19)	C12—C11—H11	119.4
C2—C3—C4	120.01 (19)	C17—C12—C13	118.34 (19)
O3—C4—C5	122.0 (2)	C17—C12—C11	122.11 (18)
O3—C4—C3	118.0 (2)	C13—C12—C11	119.44 (19)
C5—C4—C3	119.73 (19)	C12—C13—C14	121.1 (2)
O4—C5—C6	124.2 (2)	C12—C13—H13	119.4
O4—C5—C4	115.72 (19)	C14—C13—H13	119.4
C6—C5—C4	120.0 (2)	C15—C14—C13	119.0 (2)
C1—C6—C5	119.33 (19)	C15—C14—H14	120.5
C1—C6—H6	120.3	C13—C14—H14	120.5
C5—C6—H6	120.3	C14—C15—C16	121.5 (2)
O2—C7—H7A	109.5	C14—C15—Cl1	119.15 (17)
O2—C7—H7B	109.5	C16—C15—Cl1	119.30 (17)
H7A—C7—H7B	109.5	C15—C16—C17	118.7 (2)
O2—C7—H7C	109.5	C15—C16—H16	120.7
H7A—C7—H7C	109.5	C17—C16—H16	120.7
H7B—C7—H7C	109.5	C12—C17—C16	121.3 (2)
O3—C8—H8A	109.5	C12—C17—H17	119.3
O3—C8—H8B	109.5	C16—C17—H17	119.3
H8A—C8—H8B	109.5

C11—N1—N2—C10	175.22 (19)	O4—C5—C6—C1	−175.8 (2)
C6—C1—C2—C3	−0.3 (3)	C4—C5—C6—C1	2.2 (3)
C10—C1—C2—C3	−176.58 (19)	N1—N2—C10—O1	−5.0 (3)
C7—O2—C3—C2	3.4 (4)	N1—N2—C10—C1	174.86 (16)
C7—O2—C3—C4	−178.0 (2)	C2—C1—C10—O1	33.9 (3)
C1—C2—C3—O2	−178.0 (2)	C6—C1—C10—O1	−142.3 (2)
C1—C2—C3—C4	3.4 (3)	C2—C1—C10—N2	−145.93 (19)
C8—O3—C4—C5	−63.6 (4)	C6—C1—C10—N2	37.9 (3)
C8—O3—C4—C3	122.7 (3)	N2—N1—C11—C12	173.85 (18)
O2—C3—C4—O3	−8.6 (3)	N1—C11—C12—C17	−19.4 (3)
C2—C3—C4—O3	170.1 (2)	N1—C11—C12—C13	164.4 (2)
O2—C3—C4—C5	177.6 (2)	C17—C12—C13—C14	−0.4 (4)
C2—C3—C4—C5	−3.7 (4)	C11—C12—C13—C14	176.0 (2)
C9—O4—C5—C6	−9.0 (4)	C12—C13—C14—C15	−0.8 (4)
C9—O4—C5—C4	172.9 (2)	C13—C14—C15—C16	1.5 (4)
O3—C4—C5—O4	5.4 (4)	C13—C14—C15—Cl1	−176.79 (19)
C3—C4—C5—O4	179.0 (2)	C14—C15—C16—C17	−1.0 (4)
O3—C4—C5—C6	−172.7 (2)	Cl1—C15—C16—C17	177.36 (19)
C3—C4—C5—C6	0.9 (4)	C13—C12—C17—C16	1.0 (3)
C2—C1—C6—C5	−2.5 (3)	C11—C12—C17—C16	−175.3 (2)
C10—C1—C6—C5	173.5 (2)	C15—C16—C17—C12	−0.3 (4)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O1ⁱ	0.86	2.18	2.943 (3)	147
C8—H8C···O4	0.96	2.26	2.896 (4)	123
C11—H11···O1ⁱ	0.93	2.43	3.145 (3)	134
C16—H16···O1ⁱⁱ	0.93	2.57	3.368 (3)	144

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

Experimental details

Crystal data
Chemical formula	C₁₇H₁₇ClN₂O₄
M_r	348.78
Crystal system, space group	Triclinic, P1
Temperature (K)	273
a, b, c (Å)	5.119 (2), 8.210 (4), 20.276 (9)
α, β, γ (°)	101.055 (7), 92.362 (7), 101.459 (7)
V (Å³)	816.9 (7)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.26
Crystal size (mm)	0.12 × 0.10 × 0.06

Data collection
Diffractometer	Bruker APEX CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.970, 0.985
No. of measured, independent and observed [I > 2σ(I)] reflections	4307, 2860, 2497
R_int	0.017
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.128, 1.03
No. of reflections	2860
No. of parameters	218
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.59, −0.39

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O1ⁱ	0.86	2.18	2.943 (3)	147
C8—H8C···O4	0.96	2.26	2.896 (4)	123
C11—H11···O1ⁱ	0.93	2.43	3.145 (3)	134
C16—H16···O1ⁱⁱ	0.93	2.57	3.368 (3)	144

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

Acknowledgements

This work was supported by the Natural Science Fund of Jiangsu Province (No. BK2006011).

References

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