A second polymorph of 4,5-di­phenyl-1H-imidazole

The title compound, C₁₅H₁₂N₂, (II)₍₄₉₉₎, contains two mol­ecules in the asymmetric unit and is a polymorphic form of a previously reported structure, (I)₍₄₉₅₎, of the same mol­ecule. The mol­ecules in both polymorphs exhibit nearly identical bond distances, but show significantly different phenyl/imidazole dihedral angles and pack differently in the crystalline state. In each polymorph, strong hydrogen-bonded polymer chains, involving the N atoms of the imidazole fragments in adjacent mol­ecules, are formed.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.063
• wR factor = 0.185
• Data-to-parameter ratio = 10.5

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.783     0.980
            Tmin' and Tmax expected:      0.960     0.981
            RR' =      0.817
            Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.82

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT-Plus Bruker, 2000); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-32 (Farrugia, 1997); software used to prepare material for publication: SHELXTL (Bruker, 2000).

4,5-diphenyl-1H-imidazole

Crystal data

C15H12N2	F(000) = 928
Mr = 220.27	Dx = 1.213 Mg m^−3 Dm = 1.20 (1) Mg m^−3 Dm measured by flotation in a mixture of carbon tetrachloride and cyclohexane
Monoclinic, P21/n	Melting point: 499 K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 13.3716 (7) Å	Cell parameters from 960 reflections
b = 13.0984 (8) Å	θ = 3.0–23.6°
c = 14.6909 (12) Å	µ = 0.07 mm^−1
β = 110.343 (4)°	T = 296 K
V = 2412.6 (3) Å^3	Prism, colorless
Z = 8	0.55 × 0.44 × 0.26 mm

Data collection

Bruker SMART CCD area-detector diffractometer	4234 independent reflections
Radiation source: fine-focus sealed tube	3444 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.037
φ and ω scans	θmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Blessing, 1995)	h = −15→15
Tmin = 0.783, Tmax = 0.980	k = −15→13
15100 measured reflections	l = −17→9

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)] = 0.063	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.185	All H-atom parameters refined
S = 1.00	w = 1/[σ^2(Fo^2) + (0.1214P)^2 + 0.4106P] where P = (Fo^2 + 2Fc^2)/3
4234 reflections	(Δ/σ)max < 0.001
403 parameters	Δρmax = 0.19 e Å^−3
0 restraints	Δρmin = −0.16 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 > 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 (Ų)

	x	y	z	Uiso*/Ueq
N11	0.43817 (15)	0.65743 (15)	0.17561 (15)	0.0492 (5)
N13	0.31422 (14)	0.55304 (14)	0.08456 (14)	0.0506 (5)
N21	1.13228 (15)	0.56704 (15)	0.90391 (15)	0.0511 (5)
N23	1.03612 (15)	0.66169 (15)	0.78103 (14)	0.0545 (5)
C12	0.33519 (19)	0.64470 (19)	0.12332 (18)	0.0531 (6)
C14	0.41212 (16)	0.50309 (16)	0.11480 (15)	0.0417 (5)
C15	0.48981 (16)	0.56729 (16)	0.17193 (15)	0.0422 (5)
C22	1.12463 (19)	0.65533 (19)	0.85638 (19)	0.0567 (6)
C24	0.98306 (17)	0.57084 (17)	0.78005 (16)	0.0444 (5)
C25	1.04228 (16)	0.51075 (17)	0.85585 (15)	0.0436 (5)
C41	0.42177 (17)	0.39734 (16)	0.08395 (15)	0.0439 (5)
C42	0.3417 (2)	0.3271 (2)	0.0751 (2)	0.0619 (7)
C43	0.3505 (3)	0.2272 (2)	0.0481 (2)	0.0740 (9)
C44	0.4402 (3)	0.1962 (2)	0.0307 (2)	0.0695 (8)
C45	0.5202 (2)	0.2647 (2)	0.03899 (18)	0.0622 (7)
C46	0.51104 (19)	0.36484 (19)	0.06420 (16)	0.0499 (6)
C51	0.60552 (16)	0.55585 (17)	0.22059 (15)	0.0445 (5)
C52	0.6485 (2)	0.4666 (2)	0.26995 (17)	0.0599 (7)
C53	0.7582 (3)	0.4554 (3)	0.3110 (2)	0.0769 (9)
C54	0.8248 (2)	0.5329 (3)	0.3058 (2)	0.0806 (10)
C55	0.7837 (2)	0.6209 (3)	0.2589 (2)	0.0763 (9)
C56	0.67450 (19)	0.6329 (2)	0.2154 (2)	0.0603 (7)
C61	0.87859 (17)	0.55186 (16)	0.70423 (16)	0.0458 (5)
C62	0.8612 (2)	0.58013 (19)	0.60915 (17)	0.0545 (6)
C63	0.7649 (2)	0.5618 (2)	0.5367 (2)	0.0682 (8)
C64	0.6845 (2)	0.5138 (2)	0.5579 (2)	0.0748 (9)
C65	0.6995 (2)	0.4872 (2)	0.6521 (3)	0.0736 (8)
C66	0.79500 (19)	0.5067 (2)	0.7250 (2)	0.0582 (7)
C71	1.02716 (16)	0.40717 (17)	0.88800 (16)	0.0452 (5)
C72	0.9764 (2)	0.3319 (2)	0.8215 (2)	0.0621 (7)
C73	0.9605 (3)	0.2364 (2)	0.8527 (3)	0.0827 (10)
C74	0.9966 (3)	0.2144 (3)	0.9510 (3)	0.0850 (10)
C75	1.0492 (2)	0.2867 (2)	1.0170 (2)	0.0724 (8)
C76	1.06345 (19)	0.3829 (2)	0.98609 (19)	0.0536 (6)
H11N	0.4671 (19)	0.709 (2)	0.2071 (18)	0.052 (7)*
H12	0.282 (2)	0.698 (2)	0.1175 (19)	0.070 (8)*
H21N	1.184 (2)	0.547 (2)	0.954 (2)	0.068 (8)*
H22	1.178 (2)	0.708 (2)	0.8774 (19)	0.073 (8)*
H42	0.281 (2)	0.350 (2)	0.0894 (18)	0.064 (7)*
H43	0.291 (3)	0.183 (3)	0.039 (2)	0.105 (11)*
H45	0.585 (2)	0.242 (2)	0.028 (2)	0.078 (9)*
H44	0.451 (2)	0.126 (2)	0.014 (2)	0.074 (8)*
H46	0.569 (2)	0.415 (2)	0.0681 (19)	0.067 (7)*
H52	0.597 (2)	0.416 (2)	0.2740 (19)	0.068 (8)*
H53	0.782 (3)	0.396 (3)	0.345 (2)	0.092 (10)*
H54	0.900 (3)	0.519 (3)	0.336 (2)	0.100 (10)*
H55	0.826 (3)	0.680 (3)	0.251 (2)	0.098 (10)*
H56	0.641 (2)	0.696 (2)	0.179 (2)	0.073 (8)*
H62	0.921 (2)	0.610 (2)	0.5968 (18)	0.065 (8)*
H63	0.755 (2)	0.579 (2)	0.473 (2)	0.076 (9)*
H64	0.618 (3)	0.501 (3)	0.506 (2)	0.091 (9)*
H65	0.643 (3)	0.458 (2)	0.670 (2)	0.084 (9)*
H66	0.8050 (19)	0.486 (2)	0.7899 (19)	0.059 (7)*
H72	0.953 (2)	0.346 (2)	0.754 (2)	0.071 (8)*
H73	0.920 (3)	0.186 (3)	0.807 (2)	0.094 (10)*
H74	0.987 (3)	0.149 (3)	0.972 (3)	0.112 (12)*
H75	1.075 (2)	0.272 (3)	1.088 (3)	0.091 (10)*
H76	1.0961 (19)	0.4359 (19)	1.0322 (18)	0.052 (7)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N11	0.0470 (11)	0.0351 (11)	0.0587 (12)	−0.0035 (8)	0.0099 (9)	−0.0096 (9)
N13	0.0408 (10)	0.0431 (12)	0.0598 (12)	−0.0017 (8)	0.0071 (8)	0.0024 (9)
N21	0.0431 (11)	0.0454 (12)	0.0528 (12)	−0.0019 (8)	0.0015 (9)	0.0085 (9)
N23	0.0509 (11)	0.0434 (11)	0.0608 (12)	−0.0049 (9)	0.0088 (9)	0.0119 (9)
C12	0.0436 (13)	0.0441 (14)	0.0666 (15)	0.0026 (11)	0.0129 (11)	−0.0015 (11)
C14	0.0387 (11)	0.0369 (12)	0.0437 (11)	−0.0025 (9)	0.0073 (9)	0.0038 (9)
C15	0.0432 (12)	0.0353 (12)	0.0440 (11)	−0.0007 (9)	0.0101 (9)	−0.0007 (9)
C22	0.0499 (14)	0.0447 (14)	0.0656 (16)	−0.0086 (11)	0.0075 (12)	0.0092 (12)
C24	0.0430 (11)	0.0394 (12)	0.0479 (12)	−0.0008 (9)	0.0121 (9)	0.0066 (10)
C25	0.0416 (12)	0.0403 (12)	0.0458 (12)	0.0002 (9)	0.0111 (9)	0.0023 (9)
C41	0.0441 (12)	0.0385 (12)	0.0387 (11)	−0.0039 (9)	0.0014 (9)	0.0027 (9)
C42	0.0510 (15)	0.0457 (15)	0.0814 (18)	−0.0088 (11)	0.0135 (13)	−0.0042 (13)
C43	0.0732 (19)	0.0441 (16)	0.090 (2)	−0.0186 (14)	0.0098 (16)	−0.0047 (14)
C44	0.085 (2)	0.0435 (16)	0.0639 (17)	0.0050 (14)	0.0050 (14)	−0.0124 (13)
C45	0.0700 (17)	0.0580 (17)	0.0515 (14)	0.0063 (14)	0.0120 (12)	−0.0097 (12)
C46	0.0538 (14)	0.0480 (14)	0.0435 (12)	−0.0035 (11)	0.0112 (10)	−0.0056 (10)
C51	0.0401 (11)	0.0432 (13)	0.0439 (12)	−0.0009 (9)	0.0067 (9)	−0.0097 (10)
C52	0.0606 (16)	0.0541 (16)	0.0487 (14)	0.0062 (13)	−0.0018 (12)	−0.0047 (12)
C53	0.074 (2)	0.077 (2)	0.0550 (16)	0.0296 (18)	−0.0084 (14)	−0.0083 (15)
C54	0.0448 (16)	0.112 (3)	0.0725 (19)	0.0166 (18)	0.0043 (14)	−0.0258 (19)
C55	0.0476 (16)	0.095 (2)	0.085 (2)	−0.0092 (16)	0.0207 (14)	−0.0209 (18)
C56	0.0464 (14)	0.0604 (17)	0.0693 (16)	−0.0074 (12)	0.0141 (12)	−0.0080 (14)
C61	0.0455 (12)	0.0374 (12)	0.0492 (13)	0.0059 (9)	0.0097 (10)	0.0040 (9)
C62	0.0586 (15)	0.0467 (14)	0.0512 (14)	0.0053 (11)	0.0102 (11)	0.0044 (11)
C63	0.083 (2)	0.0539 (17)	0.0509 (16)	0.0156 (14)	0.0018 (14)	−0.0017 (13)
C64	0.0582 (17)	0.0609 (18)	0.078 (2)	0.0118 (14)	−0.0106 (15)	−0.0130 (15)
C65	0.0457 (15)	0.0667 (19)	0.100 (2)	−0.0010 (13)	0.0145 (15)	−0.0021 (16)
C66	0.0449 (14)	0.0621 (17)	0.0642 (16)	−0.0003 (11)	0.0148 (12)	0.0064 (13)
C71	0.0374 (11)	0.0405 (12)	0.0548 (13)	0.0041 (9)	0.0126 (9)	0.0059 (10)
C72	0.0598 (15)	0.0475 (15)	0.0701 (18)	−0.0036 (12)	0.0113 (13)	−0.0010 (13)
C73	0.0711 (19)	0.0447 (16)	0.116 (3)	−0.0102 (14)	0.0123 (18)	0.0000 (18)
C74	0.0737 (19)	0.0481 (18)	0.126 (3)	−0.0039 (15)	0.0252 (19)	0.031 (2)
C75	0.0694 (18)	0.066 (2)	0.081 (2)	0.0074 (15)	0.0253 (15)	0.0316 (17)
C76	0.0525 (13)	0.0471 (14)	0.0584 (15)	0.0058 (11)	0.0157 (11)	0.0120 (12)

Geometric parameters (Å, º)

N11—C12	1.334 (3)	C52—C53	1.387 (4)
N11—C15	1.378 (3)	C52—H52	0.97 (3)
N11—H11N	0.83 (3)	C53—C54	1.370 (5)
N13—C12	1.317 (3)	C53—H53	0.93 (4)
N13—C14	1.391 (3)	C54—C55	1.357 (5)
C14—C15	1.373 (3)	C54—H54	0.97 (4)
N21—C22	1.336 (3)	C55—C56	1.384 (4)
N21—C25	1.378 (3)	C55—H55	0.99 (4)
N21—H21N	0.86 (3)	C56—H56	1.00 (3)
N23—C22	1.312 (3)	C61—C62	1.385 (3)
N23—C24	1.383 (3)	C61—C66	1.389 (3)
C12—H12	0.98 (3)	C62—C63	1.377 (4)
C24—C25	1.369 (3)	C62—H62	0.97 (3)
C14—C41	1.477 (3)	C63—C64	1.371 (5)
C15—C51	1.469 (3)	C63—H63	0.92 (3)
C22—H22	0.96 (3)	C64—C65	1.372 (5)
C24—C61	1.474 (3)	C64—H64	0.96 (3)
C25—C71	1.474 (3)	C65—C66	1.376 (4)
C41—C42	1.383 (3)	C65—H65	0.97 (3)
C41—C46	1.390 (3)	C66—H66	0.95 (3)
C42—C43	1.384 (4)	C71—C72	1.387 (3)
C42—H42	0.96 (3)	C71—C76	1.388 (3)
C43—C44	1.372 (4)	C72—C73	1.374 (4)
C43—H43	0.95 (4)	C72—H72	0.95 (3)
C44—C45	1.370 (4)	C73—C74	1.385 (5)
C44—H44	0.97 (3)	C73—H73	0.96 (3)
C45—C46	1.379 (4)	C74—C75	1.363 (5)
C45—H45	0.98 (3)	C74—H74	0.93 (4)
C46—H46	1.00 (3)	C75—C76	1.374 (4)
C51—C56	1.387 (3)	C75—H75	1.00 (3)
C51—C52	1.390 (3)	C76—H76	0.96 (3)
C12—N11—C15	107.5 (2)	C51—C52—H52	115.2 (16)
C12—N11—H11N	127.5 (17)	C54—C53—C52	120.5 (3)
C15—N11—H11N	124.9 (17)	C54—C53—H53	124 (2)
C12—N13—C14	104.80 (18)	C52—C53—H53	116 (2)
C22—N21—C25	107.50 (19)	C55—C54—C53	120.1 (3)
C22—N21—H21N	127.7 (19)	C55—C54—H54	124 (2)
C25—N21—H21N	124.8 (19)	C53—C54—H54	116 (2)
C22—N23—C24	105.26 (19)	C54—C55—C56	120.5 (3)
N13—C12—N11	112.7 (2)	C54—C55—H55	125 (2)
N13—C12—H12	125.0 (16)	C56—C55—H55	114 (2)
N11—C12—H12	122.3 (15)	C55—C56—C51	120.5 (3)
C15—C14—N13	109.59 (18)	C55—C56—H56	122.8 (16)
C15—C14—C41	129.33 (19)	C51—C56—H56	116.7 (16)
N13—C14—C41	121.07 (18)	C62—C61—C66	118.0 (2)
C14—C15—N11	105.41 (18)	C62—C61—C24	120.0 (2)
C14—C15—C51	132.85 (19)	C66—C61—C24	122.0 (2)
N11—C15—C51	121.71 (18)	C63—C62—C61	121.1 (3)
N23—C22—N21	112.2 (2)	C63—C62—H62	122.8 (15)
N23—C22—H22	125.1 (16)	C61—C62—H62	116.0 (15)
N21—C22—H22	122.7 (16)	C64—C63—C62	120.1 (3)
C25—C24—N23	109.67 (19)	C64—C63—H63	119.3 (18)
C25—C24—C61	130.3 (2)	C62—C63—H63	120.5 (18)
N23—C24—C61	120.07 (18)	C63—C64—C65	119.5 (3)
C24—C25—N21	105.33 (19)	C63—C64—H64	119.0 (19)
C24—C25—C71	133.2 (2)	C65—C64—H64	121.4 (19)
N21—C25—C71	121.40 (19)	C64—C65—C66	120.6 (3)
C42—C41—C46	118.0 (2)	C64—C65—H65	121.8 (18)
C42—C41—C14	120.4 (2)	C66—C65—H65	117.5 (18)
C46—C41—C14	121.6 (2)	C65—C66—C61	120.5 (3)
C41—C42—C43	121.0 (3)	C65—C66—H66	119.7 (15)
C41—C42—H42	117.6 (16)	C61—C66—H66	119.7 (15)
C43—C42—H42	121.3 (16)	C72—C71—C76	118.5 (2)
C44—C43—C42	120.1 (3)	C72—C71—C25	121.1 (2)
C44—C43—H43	122 (2)	C76—C71—C25	120.4 (2)
C42—C43—H43	117 (2)	C73—C72—C71	120.4 (3)
C45—C44—C43	119.7 (3)	C73—C72—H72	119.5 (17)
C45—C44—H44	117.6 (16)	C71—C72—H72	120.0 (17)
C43—C44—H44	122.7 (16)	C72—C73—C74	119.9 (3)
C44—C45—C46	120.5 (3)	C72—C73—H73	120 (2)
C44—C45—H45	119.2 (18)	C74—C73—H73	120 (2)
C46—C45—H45	120.2 (18)	C75—C74—C73	120.2 (3)
C45—C46—C41	120.7 (2)	C75—C74—H74	120 (2)
C45—C46—H46	119.5 (16)	C73—C74—H74	120 (2)
C41—C46—H46	119.8 (15)	C74—C75—C76	119.9 (3)
C56—C51—C52	118.6 (2)	C74—C75—H75	120.6 (19)
C56—C51—C15	120.5 (2)	C76—C75—H75	119.4 (19)
C52—C51—C15	120.9 (2)	C75—C76—C71	120.9 (3)
C53—C52—C51	119.9 (3)	C75—C76—H76	120.7 (14)
C53—C52—H52	124.8 (16)	C71—C76—H76	118.4 (14)
C14—N13—C12—N11	0.1 (3)	C14—C15—C51—C52	−43.3 (4)
C15—N11—C12—N13	−0.3 (3)	N11—C15—C51—C52	139.1 (2)
C12—N13—C14—C15	0.2 (3)	C56—C51—C52—C53	−1.3 (4)
C12—N13—C14—C41	−178.7 (2)	C15—C51—C52—C53	176.6 (2)
N13—C14—C15—N11	−0.4 (2)	C51—C52—C53—C54	1.9 (4)
C41—C14—C15—N11	178.4 (2)	C52—C53—C54—C55	−1.0 (5)
N13—C14—C15—C51	−178.4 (2)	C53—C54—C55—C56	−0.5 (5)
C41—C14—C15—C51	0.5 (4)	C54—C55—C56—C51	1.1 (4)
C12—N11—C15—C14	0.5 (2)	C52—C51—C56—C55	−0.2 (4)
C12—N11—C15—C51	178.7 (2)	C15—C51—C56—C55	−178.1 (2)
C24—N23—C22—N21	0.0 (3)	C25—C24—C61—C62	−138.9 (3)
C25—N21—C22—N23	0.4 (3)	N23—C24—C61—C62	41.1 (3)
C22—N23—C24—C25	−0.4 (3)	C25—C24—C61—C66	41.7 (4)
C22—N23—C24—C61	179.6 (2)	N23—C24—C61—C66	−138.3 (2)
N23—C24—C25—N21	0.6 (3)	C66—C61—C62—C63	−1.6 (4)
C61—C24—C25—N21	−179.4 (2)	C24—C61—C62—C63	179.0 (2)
N23—C24—C25—C71	−177.8 (2)	C61—C62—C63—C64	−0.8 (4)
C61—C24—C25—C71	2.2 (4)	C62—C63—C64—C65	2.1 (4)
C22—N21—C25—C24	−0.6 (3)	C63—C64—C65—C66	−1.1 (4)
C22—N21—C25—C71	178.1 (2)	C64—C65—C66—C61	−1.3 (4)
C15—C14—C41—C42	144.2 (2)	C62—C61—C66—C65	2.6 (4)
N13—C14—C41—C42	−37.1 (3)	C24—C61—C66—C65	−178.0 (2)
C15—C14—C41—C46	−35.0 (3)	C24—C25—C71—C72	33.3 (4)
N13—C14—C41—C46	143.8 (2)	N21—C25—C71—C72	−144.9 (2)
C46—C41—C42—C43	0.5 (4)	C24—C25—C71—C76	−146.5 (3)
C14—C41—C42—C43	−178.7 (2)	N21—C25—C71—C76	35.3 (3)
C41—C42—C43—C44	0.7 (4)	C76—C71—C72—C73	1.5 (4)
C42—C43—C44—C45	−0.8 (4)	C25—C71—C72—C73	−178.3 (2)
C43—C44—C45—C46	−0.4 (4)	C71—C72—C73—C74	−1.0 (5)
C44—C45—C46—C41	1.6 (4)	C72—C73—C74—C75	−0.8 (5)
C42—C41—C46—C45	−1.6 (3)	C73—C74—C75—C76	2.1 (5)
C14—C41—C46—C45	177.6 (2)	C74—C75—C76—C71	−1.6 (4)
C14—C15—C51—C56	134.6 (3)	C72—C71—C76—C75	−0.3 (4)
N11—C15—C51—C56	−43.0 (3)	C25—C71—C76—C75	179.6 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N21—H21N···N13^i	0.86 (3)	2.09 (3)	2.917 (3)	160 (3)
N11—H11N···N23^ii	0.83 (3)	2.05 (3)	2.884 (3)	178 (3)

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