N-{4-[(E)-(4-Methyl-phen-yl)imino-meth-yl]phen-yl}acetamide.

There are two symmetry-independent mol-ecules in the asymmetric unit of the title compound, C(16)H(16)N(2)O, that differ in conformation. The dihedral angles between the benzene rings in the two mol-ecules are 44.35 (19) and 48.14 (17)°, but the rings twist in opposite directions. The acetamide groups make nearly equal dihedral angles of 25.4 (3) and 25.7 (3)° with the parent benzene rings. An S(6) ring motif is formed in each mol-ecule by intra-molecular C-H⋯O close contacts. In the crystal, strong N-H⋯O hydrogen bonds between acetamide groups generate a C(4) chain motif arranging the mol-ecules into two symmetry-independent polymeric structures extending along [010].

Related literature

For related structures, see: Karlsen et al. (1988 ▶); Tahir et al. (2010 ▶). For graph-set notation, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C16H16N2O

M = 252.31

Triclinic,

a = 7.1044 (8) Å

b = 9.7393 (10) Å

c = 10.9236 (12) Å

α = 109.731 (5)°

β = 91.799 (6)°

γ = 100.679 (6)°

V = 695.51 (13) Å3

Z = 2

Mo Kα radiation

μ = 0.08 mm−1

T = 296 K

0.26 × 0.16 × 0.12 mm

Data collection

Bruker Kappa APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.980, T max = 0.990

10024 measured reflections

2453 independent reflections

1460 reflections with I > 2σ(I)

R int = 0.059

Refinement

R[F 2 > 2σ(F 2)] = 0.044

wR(F 2) = 0.112

S = 0.97

2453 reflections

339 parameters

3 restraints

H-atom parameters constrained

Δρmax = 0.16 e Å−3

Δρmin = −0.15 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶) and PLATON (Spek, 2009 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811001887/gk2340sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001887/gk2340Isup2.hkl

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

C16H16N2O	Z = 2
Mr = 252.31	F(000) = 268
Triclinic, P1	Dx = 1.205 Mg m−3
Hall symbol: P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.1044 (8) Å	Cell parameters from 1460 reflections
b = 9.7393 (10) Å	θ = 2.0–25.1°
c = 10.9236 (12) Å	µ = 0.08 mm−1
α = 109.731 (5)°	T = 296 K
β = 91.799 (6)°	Needle, colorless
γ = 100.679 (6)°	0.26 × 0.16 × 0.12 mm
V = 695.51 (13) Å3

Bruker Kappa APEXII CCD diffractometer	2453 independent reflections
Radiation source: fine-focus sealed tube	1460 reflections with I > 2σ(I)
graphite	Rint = 0.059
Detector resolution: 8.20 pixels mm-1	θmax = 25.1°, θmin = 2.0°
ω scans	h = −8→8
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −10→11
Tmin = 0.980, Tmax = 0.990	l = −13→13
10024 measured reflections

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.112	H-atom parameters constrained
S = 0.97	w = 1/[σ2(Fo2) + (0.052P)2] where P = (Fo2 + 2Fc2)/3
2453 reflections	(Δ/σ)max < 0.001
339 parameters	Δρmax = 0.16 e Å−3
3 restraints	Δρmin = −0.15 e Å−3

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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
O1	1.4696 (5)	1.0625 (3)	−0.3349 (3)	0.0708 (16)
N1	0.7543 (5)	0.8296 (4)	0.1036 (4)	0.0574 (17)
N2	1.4290 (5)	0.8628 (4)	−0.2684 (4)	0.0507 (14)
C1	0.5901 (7)	0.8407 (5)	0.1748 (5)	0.0533 (17)
C2	0.4818 (7)	0.7111 (5)	0.1826 (5)	0.0581 (19)
C3	0.3211 (7)	0.7168 (5)	0.2509 (5)	0.0609 (19)
C4	0.2630 (7)	0.8479 (5)	0.3122 (5)	0.057 (2)
C5	0.3734 (7)	0.9758 (5)	0.3047 (5)	0.066 (2)
C6	0.5329 (7)	0.9738 (5)	0.2353 (5)	0.063 (2)
C7	0.0872 (8)	0.8530 (7)	0.3878 (6)	0.082 (3)
C8	0.7950 (7)	0.9097 (5)	0.0340 (5)	0.0546 (17)
C9	0.9643 (7)	0.9052 (5)	−0.0396 (4)	0.0488 (17)
C10	1.1009 (7)	0.8263 (5)	−0.0238 (5)	0.0560 (17)
C11	1.2543 (7)	0.8186 (5)	−0.0978 (4)	0.0527 (17)
C12	1.2758 (6)	0.8876 (5)	−0.1894 (4)	0.0461 (17)
C13	1.1414 (6)	0.9688 (5)	−0.2060 (4)	0.0525 (17)
C14	0.9869 (7)	0.9764 (5)	−0.1296 (5)	0.0568 (17)
C15	1.5113 (6)	0.9450 (5)	−0.3384 (4)	0.0530 (17)
C16	1.6605 (5)	0.8800 (3)	−0.4230 (4)	0.0656 (19)
O2	−0.4539 (3)	0.5959 (2)	0.7256 (3)	0.0861 (18)
N3	0.2922 (3)	0.3139 (2)	0.2969 (3)	0.0618 (17)
N4	−0.3891 (3)	0.3652 (2)	0.6710 (3)	0.0590 (17)
C17	0.4543 (7)	0.3342 (5)	0.2265 (5)	0.055 (2)
C18	0.4305 (7)	0.2583 (5)	0.0940 (5)	0.0638 (19)
C19	0.5805 (8)	0.2744 (5)	0.0169 (5)	0.0649 (19)
C20	0.7579 (8)	0.3651 (6)	0.0740 (6)	0.061 (2)
C21	0.7813 (7)	0.4324 (6)	0.2065 (6)	0.073 (2)
C22	0.6329 (7)	0.4202 (5)	0.2829 (5)	0.0637 (17)
C23	0.9201 (8)	0.3872 (7)	−0.0095 (7)	0.093 (3)
C24	0.2638 (7)	0.4188 (5)	0.3945 (5)	0.060 (2)
C25	0.0999 (7)	0.4058 (5)	0.4693 (5)	0.0534 (17)
C26	−0.0233 (8)	0.2677 (5)	0.4452 (5)	0.067 (2)
C27	−0.1822 (8)	0.2570 (5)	0.5138 (5)	0.063 (2)
C28	−0.2240 (7)	0.3849 (5)	0.6071 (5)	0.0509 (19)
C29	−0.1015 (7)	0.5213 (5)	0.6306 (5)	0.0594 (19)
C30	0.0582 (7)	0.5293 (5)	0.5624 (5)	0.0601 (19)
C31	−0.4956 (7)	0.4670 (5)	0.7260 (5)	0.0609 (19)
C32	−0.6685 (8)	0.4123 (6)	0.7853 (6)	0.082 (3)
H2	0.51695	0.62027	0.14207	0.0694*
H2A	1.47558	0.78614	−0.27236	0.0609*
H3	0.24979	0.62868	0.25548	0.0730*
H5	0.33978	1.06663	0.34770	0.0789*
H6	0.60181	1.06190	0.22925	0.0763*
H7A	−0.01968	0.85851	0.33489	0.1221*
H7B	0.11396	0.93911	0.46638	0.1221*
H7C	0.05609	0.76452	0.40979	0.1221*
H8	0.71485	0.97357	0.02934	0.0652*
H10	1.08883	0.77836	0.03701	0.0673*
H11	1.34542	0.76574	−0.08575	0.0631*
H13	1.15408	1.01698	−0.26662	0.0630*
H14	0.89694	1.03103	−0.13976	0.0682*
H16A	1.61524	0.85273	−0.51349	0.0982*
H16B	1.68204	0.79327	−0.40626	0.0982*
H16C	1.77890	0.95295	−0.40297	0.0982*
H4	−0.42705	0.27822	0.67571	0.0708*
H18	0.31304	0.19551	0.05503	0.0760*
H19	0.56128	0.22404	−0.07300	0.0775*
H21	0.90168	0.48860	0.24676	0.0868*
H22	0.65334	0.47021	0.37281	0.0761*
H23A	0.95401	0.49052	−0.00053	0.1393*
H23B	0.87856	0.32785	−0.09943	0.1393*
H23C	1.03017	0.35732	0.01878	0.1393*
H24	0.35200	0.50929	0.42033	0.0709*
H26	0.00187	0.18264	0.38272	0.0806*
H27	−0.26223	0.16437	0.49809	0.0755*
H29	−0.12660	0.60711	0.69199	0.0708*
H30	0.14046	0.62137	0.57995	0.0723*
H32A	−0.75807	0.47678	0.79349	0.1221*
H32B	−0.62896	0.41233	0.87019	0.1221*
H32C	−0.72896	0.31278	0.73023	0.1221*

	U11	U22	U33	U12	U13	U23
O1	0.085 (3)	0.051 (2)	0.086 (3)	0.0129 (18)	0.032 (2)	0.0348 (19)
N1	0.051 (3)	0.062 (3)	0.063 (3)	0.010 (2)	0.015 (2)	0.027 (2)
N2	0.052 (2)	0.044 (2)	0.061 (3)	0.0141 (18)	0.013 (2)	0.022 (2)
C1	0.051 (3)	0.060 (3)	0.057 (3)	0.016 (2)	0.012 (3)	0.028 (3)
C2	0.060 (3)	0.058 (3)	0.064 (4)	0.016 (2)	0.010 (3)	0.029 (3)
C3	0.061 (3)	0.058 (3)	0.075 (4)	0.011 (2)	0.013 (3)	0.038 (3)
C4	0.051 (3)	0.071 (4)	0.057 (4)	0.018 (3)	0.007 (3)	0.030 (3)
C5	0.071 (4)	0.058 (3)	0.072 (4)	0.020 (3)	0.019 (3)	0.022 (3)
C6	0.066 (4)	0.052 (3)	0.073 (4)	0.006 (3)	0.021 (3)	0.025 (3)
C7	0.071 (4)	0.104 (5)	0.083 (4)	0.023 (3)	0.024 (4)	0.046 (4)
C8	0.051 (3)	0.057 (3)	0.056 (3)	0.011 (2)	0.008 (3)	0.020 (3)
C9	0.047 (3)	0.051 (3)	0.051 (3)	0.010 (2)	0.008 (3)	0.021 (2)
C10	0.064 (3)	0.058 (3)	0.053 (3)	0.014 (3)	0.014 (3)	0.027 (3)
C11	0.057 (3)	0.055 (3)	0.052 (3)	0.014 (2)	0.005 (3)	0.025 (3)
C12	0.044 (3)	0.049 (3)	0.046 (3)	0.008 (2)	0.008 (3)	0.018 (2)
C13	0.053 (3)	0.052 (3)	0.057 (3)	0.010 (2)	0.008 (3)	0.025 (2)
C14	0.053 (3)	0.062 (3)	0.062 (3)	0.014 (2)	0.006 (3)	0.029 (3)
C15	0.055 (3)	0.047 (3)	0.050 (3)	0.001 (2)	0.006 (3)	0.013 (2)
C16	0.061 (3)	0.069 (3)	0.073 (4)	0.014 (3)	0.024 (3)	0.031 (3)
O2	0.081 (3)	0.060 (2)	0.133 (4)	0.0285 (18)	0.030 (2)	0.045 (2)
N3	0.066 (3)	0.056 (3)	0.064 (3)	0.011 (2)	0.014 (3)	0.022 (2)
N4	0.064 (3)	0.050 (3)	0.075 (3)	0.021 (2)	0.023 (3)	0.031 (2)
C17	0.061 (4)	0.045 (3)	0.060 (4)	0.010 (2)	0.011 (3)	0.020 (3)
C18	0.061 (3)	0.056 (3)	0.065 (4)	0.007 (2)	0.006 (3)	0.012 (3)
C19	0.075 (4)	0.060 (3)	0.054 (3)	0.015 (3)	0.009 (3)	0.012 (3)
C20	0.063 (4)	0.063 (3)	0.064 (4)	0.015 (3)	0.015 (3)	0.028 (3)
C21	0.050 (3)	0.080 (4)	0.082 (5)	0.005 (3)	0.005 (3)	0.025 (3)
C22	0.061 (3)	0.071 (3)	0.057 (3)	0.011 (3)	−0.002 (3)	0.022 (3)
C23	0.071 (4)	0.098 (4)	0.104 (5)	0.014 (3)	0.031 (4)	0.029 (4)
C24	0.068 (4)	0.046 (3)	0.059 (4)	0.000 (2)	0.003 (3)	0.018 (3)
C25	0.053 (3)	0.052 (3)	0.057 (3)	0.006 (2)	0.006 (3)	0.024 (3)
C26	0.084 (4)	0.047 (3)	0.070 (4)	0.015 (3)	0.026 (4)	0.018 (3)
C27	0.079 (4)	0.040 (3)	0.072 (4)	0.008 (3)	0.021 (3)	0.023 (3)
C28	0.055 (3)	0.043 (3)	0.057 (4)	0.007 (2)	0.006 (3)	0.022 (3)
C29	0.065 (3)	0.050 (3)	0.063 (4)	0.013 (2)	0.006 (3)	0.019 (3)
C30	0.063 (3)	0.047 (3)	0.066 (4)	0.004 (2)	0.009 (3)	0.018 (3)
C31	0.062 (3)	0.060 (3)	0.070 (4)	0.019 (3)	0.009 (3)	0.031 (3)
C32	0.078 (4)	0.090 (4)	0.104 (5)	0.034 (3)	0.034 (4)	0.058 (4)

O1—C15	1.223 (6)	C11—H11	0.9300
O2—C31	1.237 (6)	C13—H13	0.9300
N1—C1	1.423 (6)	C14—H14	0.9300
N1—C8	1.265 (7)	C16—H16C	0.9600
N2—C12	1.415 (6)	C16—H16A	0.9600
N2—C15	1.355 (6)	C16—H16B	0.9600
N2—H2A	0.8600	C17—C22	1.378 (7)
N3—C24	1.255 (6)	C17—C18	1.373 (7)
N3—C17	1.425 (6)	C18—C19	1.398 (7)
N4—C28	1.399 (6)	C19—C20	1.387 (8)
N4—C31	1.349 (6)	C20—C21	1.362 (9)
N4—H4	0.8600	C20—C23	1.521 (9)
C1—C2	1.382 (7)	C21—C22	1.378 (8)
C1—C6	1.384 (7)	C24—C25	1.454 (7)
C2—C3	1.383 (7)	C25—C30	1.376 (7)
C3—C4	1.373 (7)	C25—C26	1.398 (7)
C4—C5	1.373 (7)	C26—C27	1.382 (8)
C4—C7	1.518 (8)	C27—C28	1.406 (7)
C5—C6	1.383 (7)	C28—C29	1.384 (7)
C8—C9	1.467 (7)	C29—C30	1.381 (7)
C9—C10	1.385 (7)	C31—C32	1.501 (8)
C9—C14	1.379 (7)	C18—H18	0.9300
C10—C11	1.375 (7)	C19—H19	0.9300
C11—C12	1.379 (7)	C21—H21	0.9300
C12—C13	1.391 (7)	C22—H22	0.9300
C13—C14	1.397 (7)	C23—H23A	0.9600
C15—C16	1.514 (6)	C23—H23B	0.9600
C2—H2	0.9300	C23—H23C	0.9600
C3—H3	0.9300	C24—H24	0.9300
C5—H5	0.9300	C26—H26	0.9300
C6—H6	0.9300	C27—H27	0.9300
C7—H7C	0.9600	C29—H29	0.9300
C7—H7A	0.9600	C30—H30	0.9300
C7—H7B	0.9600	C32—H32A	0.9600
C8—H8	0.9300	C32—H32B	0.9600
C10—H10	0.9300	C32—H32C	0.9600
C1—N1—C8	119.8 (4)	H16A—C16—H16B	109.00
C12—N2—C15	128.0 (4)	C15—C16—H16A	109.00
C15—N2—H2A	116.00	C15—C16—H16C	109.00
C12—N2—H2A	116.00	C15—C16—H16B	110.00
C17—N3—C24	120.6 (4)	N3—C17—C22	124.5 (4)
C28—N4—C31	127.5 (3)	N3—C17—C18	117.0 (4)
C31—N4—H4	116.00	C18—C17—C22	118.4 (5)
C28—N4—H4	116.00	C17—C18—C19	120.9 (5)
N1—C1—C6	123.5 (5)	C18—C19—C20	120.2 (5)
N1—C1—C2	117.9 (4)	C19—C20—C21	117.8 (5)
C2—C1—C6	118.6 (5)	C19—C20—C23	120.6 (5)
C1—C2—C3	119.8 (5)	C21—C20—C23	121.6 (5)
C2—C3—C4	122.4 (5)	C20—C21—C22	122.3 (5)
C3—C4—C7	121.9 (5)	C17—C22—C21	120.2 (5)
C5—C4—C7	121.0 (5)	N3—C24—C25	123.2 (4)
C3—C4—C5	117.1 (5)	C24—C25—C30	121.1 (5)
C4—C5—C6	122.1 (5)	C26—C25—C30	118.3 (5)
C1—C6—C5	120.0 (5)	C24—C25—C26	120.6 (5)
N1—C8—C9	122.2 (5)	C25—C26—C27	120.3 (5)
C10—C9—C14	118.6 (5)	C26—C27—C28	120.6 (5)
C8—C9—C10	121.2 (4)	N4—C28—C27	117.1 (4)
C8—C9—C14	120.1 (5)	C27—C28—C29	118.9 (5)
C9—C10—C11	120.2 (5)	N4—C28—C29	124.0 (4)
C10—C11—C12	121.4 (5)	C28—C29—C30	119.7 (5)
N2—C12—C11	117.2 (4)	C25—C30—C29	122.3 (5)
C11—C12—C13	119.4 (4)	N4—C31—C32	115.5 (4)
N2—C12—C13	123.3 (4)	O2—C31—N4	121.9 (4)
C12—C13—C14	118.6 (4)	O2—C31—C32	122.7 (5)
C9—C14—C13	121.8 (5)	C17—C18—H18	120.00
N2—C15—C16	114.8 (4)	C19—C18—H18	120.00
O1—C15—C16	121.9 (4)	C18—C19—H19	120.00
O1—C15—N2	123.4 (4)	C20—C19—H19	120.00
C1—C2—H2	120.00	C20—C21—H21	119.00
C3—C2—H2	120.00	C22—C21—H21	119.00
C2—C3—H3	119.00	C17—C22—H22	120.00
C4—C3—H3	119.00	C21—C22—H22	120.00
C6—C5—H5	119.00	C20—C23—H23A	109.00
C4—C5—H5	119.00	C20—C23—H23B	109.00
C1—C6—H6	120.00	C20—C23—H23C	109.00
C5—C6—H6	120.00	H23A—C23—H23B	109.00
H7A—C7—H7C	109.00	H23A—C23—H23C	109.00
H7B—C7—H7C	110.00	H23B—C23—H23C	109.00
C4—C7—H7A	109.00	N3—C24—H24	118.00
C4—C7—H7B	109.00	C25—C24—H24	118.00
C4—C7—H7C	109.00	C25—C26—H26	120.00
H7A—C7—H7B	109.00	C27—C26—H26	120.00
N1—C8—H8	119.00	C26—C27—H27	120.00
C9—C8—H8	119.00	C28—C27—H27	120.00
C11—C10—H10	120.00	C28—C29—H29	120.00
C9—C10—H10	120.00	C30—C29—H29	120.00
C10—C11—H11	119.00	C25—C30—H30	119.00
C12—C11—H11	119.00	C29—C30—H30	119.00
C14—C13—H13	121.00	C31—C32—H32A	109.00
C12—C13—H13	121.00	C31—C32—H32B	109.00
C9—C14—H14	119.00	C31—C32—H32C	109.00
C13—C14—H14	119.00	H32A—C32—H32B	109.00
H16A—C16—H16C	109.00	H32A—C32—H32C	109.00
H16B—C16—H16C	109.00	H32B—C32—H32C	109.00
C8—N1—C1—C2	141.7 (5)	C10—C9—C14—C13	1.0 (7)
C8—N1—C1—C6	−37.7 (7)	C9—C10—C11—C12	−0.4 (7)
C1—N1—C8—C9	178.8 (4)	C10—C11—C12—N2	−174.8 (4)
C15—N2—C12—C11	−160.9 (4)	C10—C11—C12—C13	1.1 (7)
C15—N2—C12—C13	23.5 (7)	N2—C12—C13—C14	174.9 (4)
C12—N2—C15—O1	5.3 (7)	C11—C12—C13—C14	−0.7 (7)
C12—N2—C15—C16	−174.5 (4)	C12—C13—C14—C9	−0.4 (7)
C24—N3—C17—C18	−146.3 (5)	N3—C17—C18—C19	178.5 (4)
C24—N3—C17—C22	35.9 (7)	C22—C17—C18—C19	−3.6 (8)
C17—N3—C24—C25	179.1 (4)	N3—C17—C22—C21	179.7 (5)
C31—N4—C28—C27	−154.6 (5)	C18—C17—C22—C21	1.9 (8)
C31—N4—C28—C29	25.5 (7)	C17—C18—C19—C20	1.5 (8)
C28—N4—C31—O2	−0.4 (7)	C18—C19—C20—C21	2.2 (8)
C28—N4—C31—C32	178.7 (4)	C18—C19—C20—C23	−178.1 (5)
N1—C1—C2—C3	180.0 (5)	C19—C20—C21—C22	−4.0 (9)
C6—C1—C2—C3	−0.6 (8)	C23—C20—C21—C22	176.4 (6)
N1—C1—C6—C5	−178.9 (5)	C20—C21—C22—C17	1.9 (9)
C2—C1—C6—C5	1.7 (8)	N3—C24—C25—C26	8.0 (8)
C1—C2—C3—C4	0.2 (8)	N3—C24—C25—C30	−169.8 (5)
C2—C3—C4—C5	−0.9 (8)	C24—C25—C26—C27	−178.0 (5)
C2—C3—C4—C7	−179.5 (5)	C30—C25—C26—C27	0.0 (8)
C3—C4—C5—C6	2.0 (8)	C24—C25—C30—C29	176.9 (5)
C7—C4—C5—C6	−179.3 (5)	C26—C25—C30—C29	−1.0 (8)
C4—C5—C6—C1	−2.5 (8)	C25—C26—C27—C28	1.1 (8)
N1—C8—C9—C10	−8.0 (8)	C26—C27—C28—N4	179.0 (5)
N1—C8—C9—C14	169.9 (5)	C26—C27—C28—C29	−1.1 (8)
C8—C9—C14—C13	−176.9 (5)	N4—C28—C29—C30	180.0 (4)
C8—C9—C10—C11	177.3 (5)	C27—C28—C29—C30	0.1 (8)
C14—C9—C10—C11	−0.7 (7)	C28—C29—C30—C25	0.9 (8)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O2i	0.86	2.00	2.854 (5)	172
N4—H4···O1ii	0.86	2.06	2.911 (4)	173
C13—H13···O1	0.93	2.40	2.922 (6)	116
C29—H29···O2	0.93	2.35	2.864 (6)	114

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O2i	0.86	2.00	2.854 (5)	172
N4—H4⋯O1ii	0.86	2.06	2.911 (4)	173
C13—H13⋯O1	0.93	2.40	2.922 (6)	116
C29—H29⋯O2	0.93	2.35	2.864 (6)	114

Symmetry codes: (i) ; (ii) .