N-Benzoyl-4-chloro-benzene-sulfonamide.

The asymmetric unit of the title compound, C(13)H(10)ClNO(3)S, contains two independent mol-ecules. The mol-ecules have C-S-N-C torsion angles of -70.0 (2) and 61.3 (2)° for mol-ecules 1 and 2, respectively. The dihedral angles between the sulfonyl benzene rings and the -SO(2)-NH-C-O segments are 72.0 (1) and 77.3 (1)° for mol-ecules 1 and 2, respectively, and the dihedral angles between the sulfonyl and the benzoyl benzene rings are 62.8 (1) and 78.6 (1)°, respectively. In the crystal, mol-ecules 1 and 2 are linked by pairs of N-H⋯O hydrogen bonds, forming inversion dimers.

Related literature

For background to our study of the effect of ring and side-chain substituents on the crystal structures of N-aromatic sulfonamides and for similar structures, see: Gowda et al. (2009 ▶; 2010 ▶); Suchetan et al. (2009 ▶).

Experimental

Crystal data

C13H10ClNO3S

M = 295.73

Triclinic,

a = 9.138 (1) Å

b = 12.026 (2) Å

c = 12.512 (2) Å

α = 91.15 (1)°

β = 93.53 (1)°

γ = 107.40 (2)°

V = 1308.5 (3) Å3

Z = 4

Cu Kα radiation

μ = 4.12 mm−1

T = 299 K

0.50 × 0.40 × 0.40 mm

Data collection

Enraf–Nonius CAD-4 diffractometer

Absorption correction: ψ scan North et al., 1968 ▶ T min = 0.233, T max = 0.290

9165 measured reflections

4655 independent reflections

3966 reflections with I > 2σ(I)

R int = 0.044

3 standard reflections every 120 min intensity decay: 2.0%

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.125

S = 1.05

4655 reflections

350 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.34 e Å−3

Δρmin = −0.34 e Å−3

Data collection: CAD-4-PC (Enraf–Nonius, 1996 ▶); cell refinement: CAD-4-PC; data reduction: REDU4 (Stoe & Cie, 1987 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S160053681000783X/fk2014sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681000783X/fk2014Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C13H10ClNO3S	Z = 4
Mr = 295.73	F(000) = 608
Triclinic, P1	Dx = 1.501 Mg m−3
Hall symbol: -P 1	Cu Kα radiation, λ = 1.54180 Å
a = 9.138 (1) Å	Cell parameters from 25 reflections
b = 12.026 (2) Å	θ = 6.3–20.7°
c = 12.512 (2) Å	µ = 4.12 mm−1
α = 91.15 (1)°	T = 299 K
β = 93.53 (1)°	Prism, colourless
γ = 107.40 (2)°	0.50 × 0.40 × 0.40 mm
V = 1308.5 (3) Å3

Enraf–Nonius CAD-4 diffractometer	3966 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.044
graphite	θmax = 67.0°, θmin = 3.5°
ω/2θ scans	h = −10→10
Absorption correction: ψ scan North et al., 1968	k = −14→14
Tmin = 0.233, Tmax = 0.290	l = −14→14
9165 measured reflections	3 standard reflections every 120 min
4655 independent reflections	intensity decay: 2.0%

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)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.125	w = 1/[σ2(Fo2) + (0.0517P)2 + 0.515P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max < 0.001
4655 reflections	Δρmax = 0.34 e Å−3
350 parameters	Δρmin = −0.34 e Å−3
2 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: 0.0104 (5)

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 > 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.

	x	y	z	Uiso*/Ueq
Cl1	0.13114 (11)	0.65487 (7)	0.19920 (7)	0.0951 (3)
S1	0.12434 (7)	0.19435 (5)	−0.03688 (6)	0.0571 (2)
O1	−0.02885 (19)	0.11806 (14)	−0.03785 (19)	0.0766 (6)
O2	0.1928 (2)	0.22241 (16)	−0.13596 (16)	0.0727 (5)
O3	0.45459 (19)	0.26268 (14)	0.02647 (17)	0.0689 (5)
N1	0.2241 (2)	0.12840 (16)	0.03850 (19)	0.0566 (5)
H1N	0.172 (3)	0.0617 (17)	0.054 (2)	0.068*
C1	0.1337 (2)	0.32370 (18)	0.0343 (2)	0.0515 (5)
C2	0.0252 (3)	0.3229 (2)	0.1058 (2)	0.0633 (7)
H2	−0.0481	0.2532	0.1196	0.076*
C3	0.0251 (3)	0.4250 (2)	0.1567 (2)	0.0696 (7)
H3	−0.0484	0.4255	0.2047	0.084*
C4	0.1352 (3)	0.5262 (2)	0.1355 (2)	0.0625 (6)
C5	0.2456 (3)	0.5282 (2)	0.0662 (2)	0.0629 (7)
H5	0.3200	0.5980	0.0543	0.075*
C6	0.2461 (3)	0.42605 (19)	0.0140 (2)	0.0574 (6)
H6	0.3202	0.4259	−0.0337	0.069*
C7	0.3829 (2)	0.16862 (19)	0.0569 (2)	0.0520 (5)
C8	0.4541 (2)	0.09067 (19)	0.11647 (19)	0.0491 (5)
C9	0.6099 (3)	0.1097 (2)	0.1104 (2)	0.0653 (7)
H9	0.6662	0.1704	0.0708	0.078*
C10	0.6821 (3)	0.0392 (3)	0.1626 (3)	0.0761 (8)
H10	0.7867	0.0516	0.1570	0.091*
C11	0.6022 (3)	−0.0483 (2)	0.2222 (3)	0.0710 (7)
H11	0.6523	−0.0952	0.2577	0.085*
C12	0.4478 (3)	−0.0677 (3)	0.2304 (3)	0.0768 (8)
H12	0.3932	−0.1272	0.2719	0.092*
C13	0.3737 (3)	0.0014 (2)	0.1767 (2)	0.0667 (7)
H13	0.2685	−0.0125	0.1813	0.080*
Cl2	0.09586 (10)	1.12238 (7)	0.31722 (8)	0.0928 (3)
S2	0.15335 (8)	0.68980 (5)	0.55894 (6)	0.0660 (2)
O4	0.0012 (2)	0.61359 (16)	0.5643 (2)	0.0871 (7)
O5	0.2464 (3)	0.72946 (19)	0.65492 (17)	0.0895 (7)
O6	0.4541 (2)	0.75873 (16)	0.47147 (19)	0.0794 (6)
N2	0.2341 (3)	0.61526 (18)	0.48162 (19)	0.0623 (5)
H2N	0.171 (3)	0.5535 (19)	0.456 (2)	0.075*
C14	0.1436 (3)	0.81131 (19)	0.4870 (2)	0.0544 (6)
C15	0.0225 (3)	0.7997 (2)	0.4114 (2)	0.0640 (7)
H15	−0.0496	0.7272	0.3963	0.077*
C16	0.0090 (3)	0.8952 (2)	0.3589 (2)	0.0675 (7)
H16	−0.0714	0.8881	0.3073	0.081*
C17	0.1157 (3)	1.0018 (2)	0.3832 (2)	0.0605 (6)
C18	0.2376 (3)	1.0149 (2)	0.4571 (2)	0.0645 (7)
H18	0.3097	1.0876	0.4713	0.077*
C19	0.2515 (3)	0.9182 (2)	0.5102 (2)	0.0602 (6)
H19	0.3328	0.9253	0.5610	0.072*
C20	0.3804 (3)	0.6593 (2)	0.4480 (2)	0.0595 (6)
C21	0.4389 (3)	0.5793 (2)	0.3827 (2)	0.0550 (6)
C22	0.3646 (3)	0.4623 (2)	0.3640 (3)	0.0712 (7)
H22	0.2712	0.4285	0.3932	0.085*
C23	0.4278 (4)	0.3951 (3)	0.3022 (3)	0.0816 (9)
H23	0.3760	0.3163	0.2896	0.098*
C24	0.5657 (3)	0.4427 (3)	0.2590 (3)	0.0744 (8)
H24	0.6075	0.3966	0.2173	0.089*
C25	0.6410 (4)	0.5582 (3)	0.2777 (3)	0.0829 (9)
H25	0.7353	0.5911	0.2493	0.100*
C26	0.5780 (3)	0.6261 (2)	0.3385 (3)	0.0782 (8)
H26	0.6299	0.7051	0.3502	0.094*

	U11	U22	U33	U12	U13	U23
Cl1	0.1252 (7)	0.0788 (5)	0.0934 (6)	0.0542 (5)	−0.0124 (5)	−0.0192 (4)
S1	0.0512 (3)	0.0391 (3)	0.0765 (4)	0.0097 (2)	−0.0101 (3)	0.0026 (2)
O1	0.0526 (9)	0.0425 (8)	0.1251 (18)	0.0060 (7)	−0.0250 (10)	0.0046 (9)
O2	0.0922 (13)	0.0609 (10)	0.0653 (12)	0.0257 (9)	−0.0039 (10)	−0.0025 (9)
O3	0.0507 (9)	0.0505 (9)	0.0989 (15)	0.0043 (7)	0.0056 (9)	0.0139 (9)
N1	0.0419 (9)	0.0415 (9)	0.0829 (15)	0.0082 (8)	−0.0021 (9)	0.0104 (9)
C1	0.0470 (11)	0.0416 (11)	0.0643 (15)	0.0114 (9)	−0.0012 (10)	0.0077 (10)
C2	0.0514 (13)	0.0562 (14)	0.0809 (19)	0.0114 (10)	0.0121 (12)	0.0204 (12)
C3	0.0690 (16)	0.0765 (17)	0.0723 (18)	0.0323 (14)	0.0171 (14)	0.0148 (14)
C4	0.0729 (16)	0.0553 (13)	0.0631 (16)	0.0277 (12)	−0.0078 (13)	0.0007 (11)
C5	0.0656 (15)	0.0402 (12)	0.0769 (18)	0.0068 (10)	0.0027 (13)	0.0069 (11)
C6	0.0552 (13)	0.0447 (12)	0.0689 (16)	0.0082 (10)	0.0109 (12)	0.0075 (11)
C7	0.0431 (11)	0.0459 (12)	0.0637 (15)	0.0089 (9)	0.0024 (10)	−0.0040 (10)
C8	0.0419 (11)	0.0478 (11)	0.0555 (14)	0.0112 (9)	0.0009 (9)	−0.0070 (9)
C9	0.0425 (12)	0.0564 (14)	0.092 (2)	0.0087 (10)	0.0021 (12)	0.0037 (13)
C10	0.0430 (12)	0.0755 (17)	0.110 (3)	0.0201 (12)	−0.0022 (14)	0.0012 (16)
C11	0.0653 (16)	0.0690 (16)	0.082 (2)	0.0296 (13)	−0.0142 (14)	−0.0009 (14)
C12	0.0683 (17)	0.0810 (18)	0.082 (2)	0.0226 (14)	0.0032 (15)	0.0251 (15)
C13	0.0474 (12)	0.0766 (17)	0.0776 (19)	0.0194 (12)	0.0079 (12)	0.0196 (14)
Cl2	0.1041 (6)	0.0891 (5)	0.1031 (7)	0.0515 (5)	0.0222 (5)	0.0280 (4)
S2	0.0791 (4)	0.0521 (3)	0.0653 (4)	0.0152 (3)	0.0167 (3)	0.0026 (3)
O4	0.0882 (14)	0.0571 (10)	0.1117 (17)	0.0069 (10)	0.0492 (13)	0.0039 (10)
O5	0.1332 (19)	0.0795 (13)	0.0582 (12)	0.0377 (13)	−0.0030 (12)	−0.0003 (10)
O6	0.0592 (10)	0.0560 (10)	0.1145 (17)	0.0062 (8)	0.0011 (11)	−0.0095 (10)
N2	0.0630 (12)	0.0497 (11)	0.0712 (15)	0.0112 (9)	0.0106 (11)	−0.0010 (10)
C14	0.0524 (12)	0.0488 (12)	0.0573 (14)	0.0079 (10)	0.0075 (10)	−0.0066 (10)
C15	0.0537 (13)	0.0574 (14)	0.0719 (18)	0.0057 (11)	−0.0020 (12)	−0.0157 (12)
C16	0.0584 (14)	0.0792 (18)	0.0644 (17)	0.0228 (13)	−0.0065 (12)	−0.0102 (13)
C17	0.0597 (14)	0.0617 (14)	0.0651 (16)	0.0240 (11)	0.0123 (12)	0.0038 (12)
C18	0.0587 (14)	0.0476 (13)	0.0794 (18)	0.0046 (10)	0.0034 (13)	−0.0032 (12)
C19	0.0509 (12)	0.0560 (13)	0.0666 (16)	0.0079 (10)	−0.0058 (11)	−0.0064 (11)
C20	0.0540 (13)	0.0533 (13)	0.0672 (16)	0.0113 (11)	−0.0038 (12)	0.0062 (11)
C21	0.0512 (12)	0.0522 (12)	0.0601 (15)	0.0141 (10)	−0.0022 (11)	0.0103 (10)
C22	0.0571 (14)	0.0602 (15)	0.094 (2)	0.0124 (12)	0.0125 (14)	0.0022 (14)
C23	0.0749 (18)	0.0602 (16)	0.107 (3)	0.0148 (14)	0.0140 (17)	−0.0050 (15)
C24	0.0730 (17)	0.0806 (19)	0.075 (2)	0.0314 (15)	0.0052 (15)	0.0013 (15)
C25	0.0692 (17)	0.082 (2)	0.096 (2)	0.0165 (15)	0.0253 (17)	0.0109 (17)
C26	0.0694 (17)	0.0589 (15)	0.100 (2)	0.0066 (13)	0.0172 (16)	0.0088 (15)

Cl1—C4	1.737 (3)	Cl2—C17	1.734 (3)
S1—O2	1.424 (2)	S2—O5	1.415 (2)
S1—O1	1.4251 (18)	S2—O4	1.425 (2)
S1—N1	1.645 (2)	S2—N2	1.653 (2)
S1—C1	1.753 (2)	S2—C14	1.753 (3)
O3—C7	1.208 (3)	O6—C20	1.204 (3)
N1—C7	1.388 (3)	N2—C20	1.378 (3)
N1—H1N	0.836 (17)	N2—H2N	0.834 (17)
C1—C2	1.374 (4)	C14—C19	1.379 (3)
C1—C6	1.387 (3)	C14—C15	1.383 (4)
C2—C3	1.373 (4)	C15—C16	1.368 (4)
C2—H2	0.9300	C15—H15	0.9300
C3—C4	1.370 (4)	C16—C17	1.373 (4)
C3—H3	0.9300	C16—H16	0.9300
C4—C5	1.365 (4)	C17—C18	1.372 (4)
C5—C6	1.382 (3)	C18—C19	1.386 (4)
C5—H5	0.9300	C18—H18	0.9300
C6—H6	0.9300	C19—H19	0.9300
C7—C8	1.480 (3)	C20—C21	1.486 (4)
C8—C13	1.375 (3)	C21—C22	1.375 (4)
C8—C9	1.380 (3)	C21—C26	1.381 (4)
C9—C10	1.372 (4)	C22—C23	1.376 (4)
C9—H9	0.9300	C22—H22	0.9300
C10—C11	1.355 (4)	C23—C24	1.368 (4)
C10—H10	0.9300	C23—H23	0.9300
C11—C12	1.370 (4)	C24—C25	1.361 (4)
C11—H11	0.9300	C24—H24	0.9300
C12—C13	1.379 (4)	C25—C26	1.375 (4)
C12—H12	0.9300	C25—H25	0.9300
C13—H13	0.9300	C26—H26	0.9300
O2—S1—O1	119.10 (13)	O5—S2—O4	119.32 (15)
O2—S1—N1	110.02 (12)	O5—S2—N2	110.30 (14)
O1—S1—N1	103.39 (10)	O4—S2—N2	103.33 (12)
O2—S1—C1	109.16 (11)	O5—S2—C14	108.61 (12)
O1—S1—C1	108.42 (12)	O4—S2—C14	108.37 (13)
N1—S1—C1	105.90 (11)	N2—S2—C14	106.11 (12)
C7—N1—S1	123.68 (17)	C20—N2—S2	123.63 (18)
C7—N1—H1N	122.9 (19)	C20—N2—H2N	123 (2)
S1—N1—H1N	112.3 (19)	S2—N2—H2N	112 (2)
C2—C1—C6	121.1 (2)	C19—C14—C15	120.8 (2)
C2—C1—S1	119.31 (18)	C19—C14—S2	119.9 (2)
C6—C1—S1	119.5 (2)	C15—C14—S2	119.27 (18)
C3—C2—C1	119.9 (2)	C16—C15—C14	119.8 (2)
C3—C2—H2	120.1	C16—C15—H15	120.1
C1—C2—H2	120.1	C14—C15—H15	120.1
C4—C3—C2	118.9 (3)	C15—C16—C17	119.2 (2)
C4—C3—H3	120.6	C15—C16—H16	120.4
C2—C3—H3	120.6	C17—C16—H16	120.4
C5—C4—C3	122.0 (3)	C18—C17—C16	121.9 (2)
C5—C4—Cl1	119.9 (2)	C18—C17—Cl2	119.4 (2)
C3—C4—Cl1	118.1 (2)	C16—C17—Cl2	118.7 (2)
C4—C5—C6	119.6 (2)	C17—C18—C19	118.9 (2)
C4—C5—H5	120.2	C17—C18—H18	120.5
C6—C5—H5	120.2	C19—C18—H18	120.5
C5—C6—C1	118.5 (2)	C14—C19—C18	119.3 (2)
C5—C6—H6	120.7	C14—C19—H19	120.3
C1—C6—H6	120.7	C18—C19—H19	120.3
O3—C7—N1	120.4 (2)	O6—C20—N2	119.9 (3)
O3—C7—C8	123.8 (2)	O6—C20—C21	123.1 (2)
N1—C7—C8	115.85 (19)	N2—C20—C21	117.0 (2)
C13—C8—C9	118.9 (2)	C22—C21—C26	118.1 (3)
C13—C8—C7	123.6 (2)	C22—C21—C20	124.5 (2)
C9—C8—C7	117.5 (2)	C26—C21—C20	117.4 (2)
C10—C9—C8	120.2 (3)	C21—C22—C23	120.3 (3)
C10—C9—H9	119.9	C21—C22—H22	119.8
C8—C9—H9	119.9	C23—C22—H22	119.8
C11—C10—C9	120.6 (2)	C24—C23—C22	120.9 (3)
C11—C10—H10	119.7	C24—C23—H23	119.5
C9—C10—H10	119.7	C22—C23—H23	119.5
C10—C11—C12	120.1 (3)	C25—C24—C23	119.3 (3)
C10—C11—H11	119.9	C25—C24—H24	120.4
C12—C11—H11	119.9	C23—C24—H24	120.4
C11—C12—C13	119.8 (3)	C24—C25—C26	120.1 (3)
C11—C12—H12	120.1	C24—C25—H25	119.9
C13—C12—H12	120.1	C26—C25—H25	119.9
C8—C13—C12	120.4 (2)	C25—C26—C21	121.2 (3)
C8—C13—H13	119.8	C25—C26—H26	119.4
C12—C13—H13	119.8	C21—C26—H26	119.4
O2—S1—N1—C7	47.9 (2)	O5—S2—N2—C20	−56.1 (3)
O1—S1—N1—C7	176.1 (2)	O4—S2—N2—C20	175.3 (2)
C1—S1—N1—C7	−70.0 (2)	C14—S2—N2—C20	61.3 (2)
O2—S1—C1—C2	152.8 (2)	O5—S2—C14—C19	18.5 (3)
O1—S1—C1—C2	21.6 (2)	O4—S2—C14—C19	149.5 (2)
N1—S1—C1—C2	−88.8 (2)	N2—S2—C14—C19	−100.1 (2)
O2—S1—C1—C6	−24.3 (2)	O5—S2—C14—C15	−158.2 (2)
O1—S1—C1—C6	−155.5 (2)	O4—S2—C14—C15	−27.2 (2)
N1—S1—C1—C6	94.1 (2)	N2—S2—C14—C15	83.3 (2)
C6—C1—C2—C3	1.4 (4)	C19—C14—C15—C16	−0.1 (4)
S1—C1—C2—C3	−175.7 (2)	S2—C14—C15—C16	176.5 (2)
C1—C2—C3—C4	−0.6 (4)	C14—C15—C16—C17	−0.7 (4)
C2—C3—C4—C5	−0.6 (4)	C15—C16—C17—C18	1.5 (4)
C2—C3—C4—Cl1	179.0 (2)	C15—C16—C17—Cl2	−179.2 (2)
C3—C4—C5—C6	1.1 (4)	C16—C17—C18—C19	−1.3 (4)
Cl1—C4—C5—C6	−178.5 (2)	Cl2—C17—C18—C19	179.3 (2)
C4—C5—C6—C1	−0.3 (4)	C15—C14—C19—C18	0.2 (4)
C2—C1—C6—C5	−0.9 (4)	S2—C14—C19—C18	−176.4 (2)
S1—C1—C6—C5	176.14 (19)	C17—C18—C19—C14	0.5 (4)
S1—N1—C7—O3	7.9 (4)	S2—N2—C20—O6	−3.1 (4)
S1—N1—C7—C8	−173.19 (17)	S2—N2—C20—C21	177.37 (18)
O3—C7—C8—C13	160.9 (3)	O6—C20—C21—C22	172.9 (3)
N1—C7—C8—C13	−18.0 (4)	N2—C20—C21—C22	−7.6 (4)
O3—C7—C8—C9	−19.1 (4)	O6—C20—C21—C26	−6.7 (4)
N1—C7—C8—C9	162.0 (2)	N2—C20—C21—C26	172.9 (2)
C13—C8—C9—C10	0.9 (4)	C26—C21—C22—C23	−0.5 (4)
C7—C8—C9—C10	−179.0 (3)	C20—C21—C22—C23	179.9 (3)
C8—C9—C10—C11	−1.3 (5)	C21—C22—C23—C24	0.6 (5)
C9—C10—C11—C12	0.5 (5)	C22—C23—C24—C25	0.0 (5)
C10—C11—C12—C13	0.7 (5)	C23—C24—C25—C26	−0.6 (5)
C9—C8—C13—C12	0.2 (4)	C24—C25—C26—C21	0.7 (5)
C7—C8—C13—C12	−179.8 (3)	C22—C21—C26—C25	−0.1 (5)
C11—C12—C13—C8	−1.0 (5)	C20—C21—C26—C25	179.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1N···O1i	0.84 (2)	2.16 (2)	2.967 (3)	161 (3)
N2—H2N···O4ii	0.83 (2)	2.15 (2)	2.962 (3)	164 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1N⋯O1i	0.84 (2)	2.16 (2)	2.967 (3)	161 (3)
N2—H2N⋯O4ii	0.83 (2)	2.15 (2)	2.962 (3)	164 (3)

Symmetry codes: (i) ; (ii) .