(E)-N-Benzoyl-N′-(3-hydr­oxy-4-methoxy­benzyl­idene)hydrazine

The molecule of the title compound, C₁₅H₁₄N₂O₃, is non-planar. The asymmetric unit contains two independent mol­ecules which are quite distinct from each other. Two bifurcated inter­molecular N—H...O hydrogen bonds help to establish the mol­ecular conformation and consolidate the crystal packing.

Key indicators

• Single-crystal X-ray study
• T = 294 K
• Mean [sigma](C-C)= 0.002 Å
• R factor = 0.045
• wR factor = 0.120
• Data-to-parameter ratio = 15.3

checkCIF/PLATON results

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Computing details

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

(E)—N-Benzoyl-N'-(3-hydroxy-4-methoxybenzylidene)hydrazine

Crystal data

C15H14N2O3	F(000) = 1136
Mr = 270.28	Dx = 1.317 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4256 reflections
a = 7.5209 (10) Å	θ = 2.4–26.3°
b = 19.221 (3) Å	µ = 0.09 mm^−1
c = 18.971 (3) Å	T = 294 K
β = 96.265 (2)°	Block, colorless
V = 2726.1 (7) Å^3	0.28 × 0.20 × 0.16 mm
Z = 8

Data collection

Bruker SMART CCD area-detector diffractometer	5591 independent reflections
Radiation source: fine-focus sealed tube	3644 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.038
φ and ω scans	θmax = 26.4°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→9
Tmin = 0.968, Tmax = 0.985	k = −19→24
15237 measured reflections	l = −21→23

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0598P)^2 + 0.3319P] where P = (Fo^2 + 2Fc^2)/3
5591 reflections	(Δ/σ)max = 0.001
365 parameters	Δρmax = 0.21 e Å^−3
0 restraints	Δρmin = −0.29 e Å^−3

Special details

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 > 2σ(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 (Ų)

	x	y	z	Uiso*/Ueq
O1	0.22104 (16)	0.49241 (6)	0.34639 (6)	0.0389 (3)
O2	−0.01024 (17)	0.48060 (8)	0.23475 (6)	0.0464 (4)
H2	−0.0681	0.4737	0.1962	0.070*
O3	0.19886 (19)	0.54233 (7)	−0.10911 (6)	0.0509 (4)
O4	0.70930 (16)	0.66483 (6)	0.98049 (7)	0.0450 (3)
O5	0.52636 (17)	0.76736 (6)	1.02395 (8)	0.0483 (4)
H5	0.4692	0.8022	1.0322	0.072*
O6	0.68601 (17)	1.12078 (6)	0.95065 (7)	0.0464 (4)
N1	0.2972 (2)	0.58172 (8)	0.02872 (7)	0.0368 (4)
N2	0.3473 (2)	0.61580 (8)	−0.03039 (7)	0.0402 (4)
H2A	0.4160	0.6516	−0.0245	0.048*
N3	0.80036 (19)	0.99006 (7)	0.91895 (8)	0.0348 (4)
N4	0.86725 (19)	1.05138 (7)	0.89390 (8)	0.0376 (4)
H4	0.9496	1.0493	0.8659	0.045*
C1	0.3255 (3)	0.51014 (13)	0.41168 (10)	0.0573 (6)
H1A	0.4424	0.4899	0.4126	0.086*
H1B	0.2679	0.4926	0.4508	0.086*
H1C	0.3361	0.5598	0.4154	0.086*
C2	0.2720 (2)	0.51966 (9)	0.28518 (8)	0.0306 (4)
C3	0.4319 (2)	0.55323 (10)	0.27973 (9)	0.0369 (4)
H3	0.5135	0.5593	0.3197	0.044*
C4	0.4709 (2)	0.57802 (9)	0.21435 (9)	0.0384 (4)
H4A	0.5783	0.6011	0.2110	0.046*
C5	0.3518 (2)	0.56875 (9)	0.15414 (9)	0.0326 (4)
C6	0.1892 (2)	0.53519 (8)	0.16016 (9)	0.0312 (4)
H6	0.1082	0.5288	0.1200	0.037*
C7	0.1476 (2)	0.51141 (8)	0.22482 (9)	0.0299 (4)
C8	0.3940 (2)	0.59616 (9)	0.08600 (9)	0.0370 (4)
H8	0.4935	0.6247	0.0846	0.044*
C9	0.2917 (2)	0.59464 (10)	−0.09644 (9)	0.0342 (4)
C10	0.3540 (2)	0.63949 (9)	−0.15305 (9)	0.0338 (4)
C11	0.4196 (3)	0.60800 (11)	−0.21068 (10)	0.0456 (5)
H11	0.4223	0.5597	−0.2140	0.055*
C12	0.4812 (3)	0.64868 (14)	−0.26333 (10)	0.0573 (6)
H12	0.5290	0.6277	−0.3012	0.069*
C13	0.4718 (3)	0.71961 (14)	−0.25967 (12)	0.0627 (7)
H13	0.5108	0.7466	−0.2956	0.075*
C14	0.4049 (3)	0.75124 (12)	−0.20304 (12)	0.0617 (6)
H14	0.3978	0.7995	−0.2010	0.074*
C15	0.3483 (3)	0.71120 (10)	−0.14917 (10)	0.0472 (5)
H15	0.3063	0.7326	−0.1103	0.057*
C16	0.7970 (3)	0.60512 (10)	0.95419 (13)	0.0613 (6)
H16A	0.7712	0.6028	0.9036	0.092*
H16B	0.7544	0.5637	0.9750	0.092*
H16C	0.9238	0.6091	0.9665	0.092*
C17	0.7524 (2)	0.72910 (9)	0.95657 (10)	0.0347 (4)
C18	0.8789 (2)	0.74182 (9)	0.91115 (10)	0.0425 (5)
H18	0.9412	0.7050	0.8936	0.051*
C19	0.9137 (2)	0.80934 (10)	0.89158 (10)	0.0436 (5)
H19	0.9997	0.8175	0.8609	0.052*
C20	0.8224 (2)	0.86521 (9)	0.91698 (9)	0.0351 (4)
C21	0.6913 (2)	0.85164 (9)	0.96238 (9)	0.0341 (4)
H21	0.6283	0.8884	0.9796	0.041*
C22	0.6549 (2)	0.78468 (9)	0.98165 (9)	0.0336 (4)
C23	0.8687 (2)	0.93510 (9)	0.89594 (10)	0.0376 (4)
H23	0.9529	0.9399	0.8639	0.045*
C24	0.8069 (2)	1.11409 (9)	0.91222 (9)	0.0324 (4)
C25	0.8973 (2)	1.17505 (9)	0.88255 (9)	0.0324 (4)
C26	0.8900 (2)	1.23892 (9)	0.91598 (10)	0.0411 (5)
H26	0.8315	1.2428	0.9565	0.049*
C27	0.9691 (3)	1.29687 (10)	0.88962 (12)	0.0525 (5)
H27	0.9647	1.3394	0.9128	0.063*
C28	1.0537 (3)	1.29199 (11)	0.82951 (12)	0.0576 (6)
H28	1.1056	1.3312	0.8116	0.069*
C29	1.0620 (3)	1.22904 (11)	0.79560 (12)	0.0555 (6)
H29	1.1197	1.2258	0.7548	0.067*
C30	0.9854 (3)	1.17077 (10)	0.82167 (10)	0.0450 (5)
H30	0.9924	1.1283	0.7986	0.054*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
O1	0.0403 (7)	0.0542 (8)	0.0232 (6)	−0.0044 (6)	0.0072 (5)	0.0042 (5)
O2	0.0423 (8)	0.0665 (9)	0.0304 (7)	−0.0221 (7)	0.0040 (6)	0.0060 (7)
O3	0.0602 (9)	0.0569 (9)	0.0345 (7)	−0.0284 (7)	0.0005 (6)	0.0013 (6)
O4	0.0399 (7)	0.0271 (7)	0.0704 (9)	−0.0011 (5)	0.0164 (7)	−0.0025 (6)
O5	0.0474 (8)	0.0343 (8)	0.0691 (9)	0.0018 (6)	0.0326 (7)	0.0014 (7)
O6	0.0517 (8)	0.0398 (8)	0.0534 (8)	0.0068 (6)	0.0321 (7)	0.0023 (6)
N1	0.0430 (9)	0.0408 (9)	0.0284 (8)	−0.0123 (7)	0.0118 (7)	0.0024 (7)
N2	0.0482 (10)	0.0453 (9)	0.0279 (8)	−0.0224 (7)	0.0083 (7)	0.0033 (7)
N3	0.0355 (8)	0.0315 (8)	0.0394 (9)	−0.0007 (6)	0.0127 (7)	0.0019 (7)
N4	0.0400 (9)	0.0304 (8)	0.0461 (9)	0.0001 (6)	0.0220 (7)	0.0032 (7)
C1	0.0521 (13)	0.0923 (18)	0.0265 (10)	−0.0045 (12)	−0.0001 (9)	0.0077 (11)
C2	0.0355 (10)	0.0308 (9)	0.0265 (9)	0.0024 (7)	0.0078 (8)	−0.0002 (7)
C3	0.0367 (10)	0.0451 (11)	0.0282 (9)	−0.0040 (8)	−0.0001 (8)	−0.0028 (8)
C4	0.0344 (10)	0.0439 (11)	0.0376 (10)	−0.0111 (8)	0.0077 (8)	−0.0014 (8)
C5	0.0388 (10)	0.0315 (10)	0.0281 (9)	−0.0048 (7)	0.0063 (8)	0.0006 (7)
C6	0.0372 (10)	0.0308 (9)	0.0255 (9)	−0.0055 (7)	0.0026 (7)	−0.0010 (7)
C7	0.0318 (9)	0.0288 (9)	0.0299 (9)	−0.0038 (7)	0.0072 (8)	−0.0013 (7)
C8	0.0393 (10)	0.0404 (11)	0.0325 (10)	−0.0133 (8)	0.0093 (8)	0.0019 (8)
C9	0.0291 (9)	0.0415 (11)	0.0323 (10)	−0.0067 (8)	0.0054 (8)	0.0025 (8)
C10	0.0297 (9)	0.0420 (11)	0.0295 (9)	−0.0039 (8)	0.0032 (8)	0.0047 (8)
C11	0.0504 (12)	0.0499 (12)	0.0378 (11)	0.0006 (9)	0.0109 (9)	0.0030 (9)
C12	0.0558 (14)	0.0826 (18)	0.0358 (11)	−0.0022 (12)	0.0159 (10)	0.0074 (11)
C13	0.0614 (15)	0.0796 (18)	0.0480 (14)	−0.0160 (12)	0.0093 (12)	0.0268 (12)
C14	0.0767 (16)	0.0463 (13)	0.0623 (15)	−0.0122 (11)	0.0080 (13)	0.0176 (11)
C15	0.0545 (13)	0.0447 (12)	0.0429 (11)	−0.0064 (9)	0.0079 (10)	0.0017 (9)
C16	0.0583 (14)	0.0293 (11)	0.0996 (18)	0.0057 (9)	0.0241 (13)	−0.0096 (11)
C17	0.0305 (9)	0.0268 (9)	0.0471 (11)	−0.0023 (7)	0.0053 (8)	−0.0025 (8)
C18	0.0385 (10)	0.0325 (10)	0.0593 (13)	0.0042 (8)	0.0182 (10)	−0.0097 (9)
C19	0.0400 (11)	0.0405 (11)	0.0545 (12)	−0.0004 (8)	0.0238 (10)	−0.0038 (9)
C20	0.0323 (10)	0.0327 (10)	0.0413 (10)	−0.0002 (7)	0.0082 (8)	−0.0025 (8)
C21	0.0319 (9)	0.0290 (9)	0.0425 (10)	0.0030 (7)	0.0101 (8)	−0.0023 (8)
C22	0.0257 (9)	0.0354 (10)	0.0411 (10)	−0.0015 (7)	0.0097 (8)	−0.0032 (8)
C23	0.0338 (10)	0.0388 (11)	0.0431 (11)	−0.0003 (8)	0.0169 (9)	0.0002 (8)
C24	0.0337 (10)	0.0332 (10)	0.0314 (9)	0.0028 (7)	0.0083 (8)	0.0000 (7)
C25	0.0297 (9)	0.0334 (10)	0.0345 (10)	0.0019 (7)	0.0049 (8)	0.0007 (8)
C26	0.0422 (11)	0.0389 (11)	0.0430 (11)	0.0017 (8)	0.0088 (9)	−0.0047 (9)
C27	0.0528 (13)	0.0341 (11)	0.0707 (15)	−0.0062 (9)	0.0078 (11)	−0.0046 (10)
C28	0.0542 (13)	0.0438 (13)	0.0770 (16)	−0.0095 (10)	0.0174 (12)	0.0133 (11)
C29	0.0610 (14)	0.0534 (14)	0.0568 (13)	−0.0021 (10)	0.0272 (11)	0.0095 (11)
C30	0.0539 (12)	0.0385 (11)	0.0456 (11)	0.0015 (9)	0.0187 (10)	0.0008 (9)

Geometric parameters (Å, º)

O1—C2	1.3665 (19)	C11—C12	1.388 (3)
O1—C1	1.434 (2)	C11—H11	0.9300
O2—C7	1.3578 (19)	C12—C13	1.367 (3)
O2—H2	0.8200	C12—H12	0.9300
O3—C9	1.233 (2)	C13—C14	1.376 (3)
O4—C17	1.367 (2)	C13—H13	0.9300
O4—C16	1.440 (2)	C14—C15	1.383 (3)
O5—C22	1.363 (2)	C14—H14	0.9300
O5—H5	0.8200	C15—H15	0.9300
O6—C24	1.2324 (19)	C16—H16A	0.9600
N1—C8	1.271 (2)	C16—H16B	0.9600
N1—N2	1.3860 (18)	C16—H16C	0.9600
N2—C9	1.340 (2)	C17—C18	1.373 (2)
N2—H2A	0.8600	C17—C22	1.408 (2)
N3—C23	1.273 (2)	C18—C19	1.383 (3)
N3—N4	1.3858 (19)	C18—H18	0.9300
N4—C24	1.347 (2)	C19—C20	1.389 (2)
N4—H4	0.8600	C19—H19	0.9300
C1—H1A	0.9600	C20—C21	1.403 (2)
C1—H1B	0.9600	C20—C23	1.455 (2)
C1—H1C	0.9600	C21—C22	1.374 (2)
C2—C3	1.378 (2)	C21—H21	0.9300
C2—C7	1.407 (2)	C23—H23	0.9300
C3—C4	1.390 (2)	C24—C25	1.495 (2)
C3—H3	0.9300	C25—C26	1.386 (2)
C4—C5	1.384 (2)	C25—C30	1.395 (2)
C4—H4A	0.9300	C26—C27	1.382 (3)
C5—C6	1.398 (2)	C26—H26	0.9300
C5—C8	1.462 (2)	C27—C28	1.368 (3)
C6—C7	1.377 (2)	C27—H27	0.9300
C6—H6	0.9300	C28—C29	1.375 (3)
C8—H8	0.9300	C28—H28	0.9300
C9—C10	1.492 (2)	C29—C30	1.376 (3)
C10—C15	1.381 (3)	C29—H29	0.9300
C10—C11	1.387 (2)	C30—H30	0.9300
C2—O1—C1	117.71 (14)	C13—C14—C15	119.9 (2)
C7—O2—H2	109.5	C13—C14—H14	120.0
C17—O4—C16	118.10 (15)	C15—C14—H14	120.0
C22—O5—H5	109.5	C10—C15—C14	120.13 (19)
C8—N1—N2	114.06 (14)	C10—C15—H15	119.9
C9—N2—N1	121.90 (14)	C14—C15—H15	119.9
C9—N2—H2A	119.1	O4—C16—H16A	109.5
N1—N2—H2A	119.1	O4—C16—H16B	109.5
C23—N3—N4	114.40 (14)	H16A—C16—H16B	109.5
C24—N4—N3	121.83 (14)	O4—C16—H16C	109.5
C24—N4—H4	119.1	H16A—C16—H16C	109.5
N3—N4—H4	119.1	H16B—C16—H16C	109.5
O1—C1—H1A	109.5	O4—C17—C18	125.08 (16)
O1—C1—H1B	109.5	O4—C17—C22	114.97 (15)
H1A—C1—H1B	109.5	C18—C17—C22	119.94 (16)
O1—C1—H1C	109.5	C17—C18—C19	119.99 (16)
H1A—C1—H1C	109.5	C17—C18—H18	120.0
H1B—C1—H1C	109.5	C19—C18—H18	120.0
O1—C2—C3	124.83 (16)	C18—C19—C20	121.17 (16)
O1—C2—C7	115.16 (14)	C18—C19—H19	119.4
C3—C2—C7	120.02 (15)	C20—C19—H19	119.4
C2—C3—C4	119.89 (17)	C19—C20—C21	118.45 (16)
C2—C3—H3	120.1	C19—C20—C23	118.48 (16)
C4—C3—H3	120.1	C21—C20—C23	123.06 (16)
C5—C4—C3	120.78 (16)	C22—C21—C20	120.76 (16)
C5—C4—H4A	119.6	C22—C21—H21	119.6
C3—C4—H4A	119.6	C20—C21—H21	119.6
C4—C5—C6	119.02 (15)	O5—C22—C21	124.07 (15)
C4—C5—C8	119.97 (15)	O5—C22—C17	116.28 (15)
C6—C5—C8	120.97 (16)	C21—C22—C17	119.65 (15)
C7—C6—C5	120.80 (16)	N3—C23—C20	123.70 (16)
C7—C6—H6	119.6	N3—C23—H23	118.1
C5—C6—H6	119.6	C20—C23—H23	118.1
O2—C7—C6	123.76 (15)	O6—C24—N4	122.49 (16)
O2—C7—C2	116.77 (14)	O6—C24—C25	122.42 (15)
C6—C7—C2	119.47 (15)	N4—C24—C25	115.09 (14)
N1—C8—C5	121.17 (15)	C26—C25—C30	118.50 (17)
N1—C8—H8	119.4	C26—C25—C24	118.66 (15)
C5—C8—H8	119.4	C30—C25—C24	122.83 (16)
O3—C9—N2	122.84 (15)	C27—C26—C25	120.57 (18)
O3—C9—C10	123.13 (16)	C27—C26—H26	119.7
N2—C9—C10	114.03 (15)	C25—C26—H26	119.7
C15—C10—C11	119.56 (17)	C28—C27—C26	120.26 (19)
C15—C10—C9	121.62 (16)	C28—C27—H27	119.9
C11—C10—C9	118.82 (16)	C26—C27—H27	119.9
C10—C11—C12	119.8 (2)	C27—C28—C29	119.95 (19)
C10—C11—H11	120.1	C27—C28—H28	120.0
C12—C11—H11	120.1	C29—C28—H28	120.0
C13—C12—C11	120.1 (2)	C28—C29—C30	120.40 (19)
C13—C12—H12	119.9	C28—C29—H29	119.8
C11—C12—H12	119.9	C30—C29—H29	119.8
C12—C13—C14	120.4 (2)	C29—C30—C25	120.32 (18)
C12—C13—H13	119.8	C29—C30—H30	119.8
C14—C13—H13	119.8	C25—C30—H30	119.8
C8—N1—N2—C9	163.02 (17)	C13—C14—C15—C10	−1.8 (3)
C23—N3—N4—C24	178.86 (16)	C16—O4—C17—C18	−2.7 (3)
C1—O1—C2—C3	11.4 (3)	C16—O4—C17—C22	176.84 (17)
C1—O1—C2—C7	−168.67 (16)	O4—C17—C18—C19	−178.77 (17)
O1—C2—C3—C4	179.02 (16)	C22—C17—C18—C19	1.7 (3)
C7—C2—C3—C4	−0.9 (3)	C17—C18—C19—C20	−0.1 (3)
C2—C3—C4—C5	−0.7 (3)	C18—C19—C20—C21	−1.0 (3)
C3—C4—C5—C6	1.3 (3)	C18—C19—C20—C23	178.33 (18)
C3—C4—C5—C8	179.06 (17)	C19—C20—C21—C22	0.4 (3)
C4—C5—C6—C7	−0.2 (3)	C23—C20—C21—C22	−178.83 (17)
C8—C5—C6—C7	−177.92 (16)	C20—C21—C22—O5	−178.20 (17)
C5—C6—C7—O2	177.63 (16)	C20—C21—C22—C17	1.1 (3)
C5—C6—C7—C2	−1.4 (3)	O4—C17—C22—O5	−2.4 (2)
O1—C2—C7—O2	2.9 (2)	C18—C17—C22—O5	177.15 (17)
C3—C2—C7—O2	−177.16 (16)	O4—C17—C22—C21	178.21 (16)
O1—C2—C7—C6	−177.95 (15)	C18—C17—C22—C21	−2.2 (3)
C3—C2—C7—C6	2.0 (2)	N4—N3—C23—C20	178.03 (16)
N2—N1—C8—C5	175.45 (16)	C19—C20—C23—N3	−176.20 (18)
C4—C5—C8—N1	171.98 (17)	C21—C20—C23—N3	3.1 (3)
C6—C5—C8—N1	−10.3 (3)	N3—N4—C24—O6	−1.9 (3)
N1—N2—C9—O3	−2.9 (3)	N3—N4—C24—C25	178.05 (14)
N1—N2—C9—C10	177.80 (15)	O6—C24—C25—C26	21.6 (3)
O3—C9—C10—C15	136.6 (2)	N4—C24—C25—C26	−158.39 (16)
N2—C9—C10—C15	−44.2 (2)	O6—C24—C25—C30	−156.95 (18)
O3—C9—C10—C11	−43.7 (3)	N4—C24—C25—C30	23.1 (2)
N2—C9—C10—C11	135.60 (18)	C30—C25—C26—C27	−0.3 (3)
C15—C10—C11—C12	0.9 (3)	C24—C25—C26—C27	−178.86 (17)
C9—C10—C11—C12	−178.87 (18)	C25—C26—C27—C28	0.8 (3)
C10—C11—C12—C13	−2.2 (3)	C26—C27—C28—C29	−0.7 (3)
C11—C12—C13—C14	1.4 (3)	C27—C28—C29—C30	0.1 (3)
C12—C13—C14—C15	0.6 (3)	C28—C29—C30—C25	0.5 (3)
C11—C10—C15—C14	1.1 (3)	C26—C25—C30—C29	−0.4 (3)
C9—C10—C15—C14	−179.15 (18)	C24—C25—C30—C29	178.14 (18)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2···O3^i	0.82	1.85	2.6739 (17)	180
O5—H5···O6^ii	0.82	1.94	2.7521 (18)	175
N2—H2A···O4^iii	0.86	2.21	2.867 (2)	133
N2—H2A···O5^iii	0.86	2.51	3.326 (2)	158
N4—H4···O1^iv	0.86	2.26	3.0206 (19)	147
N4—H4···O2^iv	0.86	2.60	3.309 (2)	140

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