Tetra-ethyl-ammonium dibromido-tricarbon-yl(o-toluidine)rhenate(I).

In the title compound, (C(8)H(20)N)[ReBr(2)(C(7)H(9)N)(CO)(3)], the Re(I) atom is octa-hedrally surrounded by three carbonyl ligands orientated in a facial arrangement, two bromide ligands and an o-toluidine ligand. The amine lies trans to the carbonyl ligand and is substitutionally disordered over two positions in a 0.66 (1):0.34 (1) ratio. An array of C-H⋯O, C-H⋯Br and N-H⋯Br hydrogen-bonding inter-actions between the cations and the surrounding rhenate anions stabilize the crystal structure.

Related literature

For the synthesis of the ReI–tricarbonyl synthon, see: Alberto et al. (1996 ▶); Brink et al. (2009 ▶). For related rhenium–tricarbonyl complexes, see: Mundwiler et al. (2004 ▶); Wang et al. (2003 ▶); Saw et al. (2006 ▶); Schutte et al. (2008 ▶, 2009 ▶, 2010 ▶); Wei et al. (2003 ▶); Schibli et al. (2000 ▶). For kinetic studies of related Re compounds, see: Smith et al. (1996 ▶); Abou-Hamdan et al. (1998 ▶). For related dibromido structures, see: Alberto et al. (1999 ▶); Abram et al. (1998 ▶).

Experimental

Crystal data

(C8H20N)[ReBr2(C7H9N)(CO)3]

M = 667.45

Monoclinic,

a = 10.776 (2) Å

b = 18.466 (4) Å

c = 11.745 (2) Å

β = 106.74 (3)°

V = 2238.2 (8) Å3

Z = 4

Mo Kα radiation

μ = 9.02 mm−1

T = 100 K

0.42 × 0.32 × 0.08 mm

Data collection

Bruker X8 APEXII 4K Kappa CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2004 ▶) T min = 0.116, T max = 0.532

45095 measured reflections

5371 independent reflections

4411 reflections with I > 2σ(I)

R int = 0.072

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.086

S = 1.06

5371 reflections

270 parameters

H-atom parameters constrained

Δρmax = 2.5 e Å−3

Δρmin = −2.99 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT-Plus (Bruker, 2004 ▶); data reduction: SAINT-Plus and XPREP (Bruker, 2004 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2004 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810050038/bt5421sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810050038/bt5421Isup2.hkl

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

(C8H20N)[ReBr2(C7H9N)(CO)3]	F(000) = 1280
Mr = 667.45	Dx = 1.981 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9885 reflections
a = 10.776 (2) Å	θ = 3.2–28.3°
b = 18.466 (4) Å	µ = 9.02 mm−1
c = 11.745 (2) Å	T = 100 K
β = 106.74 (3)°	Plate, yellow
V = 2238.2 (8) Å3	0.42 × 0.32 × 0.08 mm
Z = 4

Bruker X8 APEXII 4K Kappa CCD diffractometer	5371 independent reflections
Radiation source: sealed tube	4411 reflections with I > 2σ(I)
graphite	Rint = 0.072
Detector resolution: 512 pixels mm-1	θmax = 28°, θmin = 3.2°
ω and φ scans	h = −14→13
Absorption correction: multi-scan (SADABS; Bruker, 2004)	k = −24→24
Tmin = 0.116, Tmax = 0.532	l = −15→15
45095 measured reflections

Refinement on F2	0 restraints
Least-squares matrix: full	H-atom parameters constrained
R[F2 > 2σ(F2)] = 0.032	w = 1/[σ2(Fo2) + (0.0446P)2 + 2.6175P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.086	(Δ/σ)max = 0.001
S = 1.06	Δρmax = 2.5 e Å−3
5371 reflections	Δρmin = −2.99 e Å−3
270 parameters

Experimental. The intensity data was collected on a Bruker X8 Apex II 4 K Kappa CCD diffractometer using an exposure time of 30 s/frame. A total of 1977 frames were collected with a frame width of 0.5° covering up to θ = 28.0° with 99.4% completeness accomplished

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.

	x	y	z	Uiso*/Ueq	Occ. (<1)
Re1	0.735442 (18)	0.985810 (11)	0.808028 (15)	0.01480 (7)
Br1	0.81038 (5)	0.89501 (3)	0.98836 (4)	0.01871 (12)
Br2	0.95834 (5)	0.96560 (3)	0.76184 (4)	0.01895 (12)
N1	0.8495 (4)	1.0651 (2)	0.9422 (3)	0.0174 (9)
H1A	0.8563	1.0468	1.0166	0.021*	0.659 (10)
H1B	0.932	1.0671	0.9343	0.021*	0.659 (10)
H1C	0.888	1.0409	1.0119	0.021*	0.341 (10)
H1D	0.9145	1.0842	0.9148	0.021*	0.341 (10)
N2	0.8171 (4)	0.8488 (2)	0.3722 (3)	0.0165 (8)
O01	0.6021 (4)	0.8662 (2)	0.6363 (3)	0.0324 (10)
O02	0.6462 (4)	1.0930 (2)	0.6027 (3)	0.0294 (9)
O03	0.4809 (4)	1.0153 (2)	0.8640 (4)	0.0363 (11)
C01	0.6523 (5)	0.9121 (3)	0.7010 (4)	0.0208 (11)
C02	0.6823 (5)	1.0544 (3)	0.6816 (4)	0.0211 (11)
C03	0.5790 (5)	1.0036 (3)	0.8445 (5)	0.0227 (11)
C11	0.8014 (8)	1.1388 (5)	0.9379 (8)	0.0200 (19)	0.659 (10)
C12	0.7270 (8)	1.1603 (5)	1.0104 (7)	0.022 (2)	0.659 (10)
C13	0.6778 (8)	1.2305 (5)	0.9964 (9)	0.025 (2)	0.659 (10)
H13	0.627	1.2465	1.0456	0.03*	0.659 (10)
C14	0.7005 (8)	1.2773 (6)	0.9139 (8)	0.025 (2)	0.659 (10)
H14	0.6648	1.3247	0.9058	0.03*	0.659 (10)
C15	0.7754 (8)	1.2551 (5)	0.8425 (7)	0.025 (2)	0.659 (10)
H15	0.7924	1.2871	0.7854	0.03*	0.659 (10)
C16	0.8250 (9)	1.1859 (6)	0.8557 (8)	0.023 (2)	0.659 (10)
H16	0.8766	1.1703	0.807	0.027*	0.659 (10)
C121	0.7031 (9)	1.1098 (5)	1.1036 (9)	0.032 (2)	0.659 (10)
H12A	0.638	1.1311	1.1371	0.048*	0.659 (10)
H12B	0.7841	1.1025	1.167	0.048*	0.659 (10)
H12C	0.6717	1.0631	1.0669	0.048*	0.659 (10)
C25	0.6163 (16)	1.1668 (10)	1.0700 (14)	0.029 (4)*	0.341 (10)
H25	0.5649	1.1593	1.1224	0.035*	0.341 (10)
C22	0.7679 (15)	1.1900 (9)	0.9138 (13)	0.021 (4)*	0.341 (10)
C24	0.615 (2)	1.2320 (11)	1.0160 (16)	0.032 (4)*	0.341 (10)
H24	0.5629	1.2698	1.0328	0.039*	0.341 (10)
C23	0.6844 (18)	1.2448 (12)	0.9392 (19)	0.020 (4)*	0.341 (10)
H23	0.6782	1.2906	0.9013	0.025*	0.341 (10)
C21	0.7704 (18)	1.1241 (11)	0.9674 (16)	0.020 (5)*	0.341 (10)
C26	0.6933 (16)	1.1111 (10)	1.0483 (16)	0.019 (4)*	0.341 (10)
H26	0.6955	1.0653	1.0859	0.023*	0.341 (10)
C221	0.8433 (19)	1.2027 (11)	0.8293 (17)	0.018 (5)*	0.341 (10)
H22A	0.8303	1.2526	0.8002	0.027*	0.341 (10)
H22B	0.8145	1.1692	0.7622	0.027*	0.341 (10)
H22C	0.9355	1.1947	0.8694	0.027*	0.341 (10)
C31	0.8711 (5)	0.8176 (3)	0.2768 (4)	0.0240 (11)
H31A	0.8	0.8148	0.2015	0.029*
H31B	0.937	0.8514	0.2639	0.029*
C32	0.9320 (6)	0.7433 (3)	0.3040 (5)	0.0321 (14)
H32A	0.9594	0.7263	0.2359	0.048*
H32B	0.8686	0.7095	0.3192	0.048*
H32C	1.0075	0.7462	0.3743	0.048*
C33	0.9209 (5)	0.8507 (3)	0.4913 (4)	0.0215 (11)
H33A	0.8832	0.8725	0.5508	0.026*
H33B	0.9455	0.8003	0.5165	0.026*
C34	1.0420 (5)	0.8920 (4)	0.4925 (5)	0.0336 (14)
H34A	1.0957	0.8983	0.5748	0.05*
H34B	1.0181	0.9396	0.4558	0.05*
H34C	1.0907	0.865	0.4478	0.05*
C35	0.7702 (5)	0.9248 (3)	0.3309 (4)	0.0217 (11)
H35A	0.8448	0.9532	0.3222	0.026*
H35B	0.7065	0.9212	0.2513	0.026*
C36	0.7084 (6)	0.9660 (3)	0.4118 (5)	0.0281 (12)
H36A	0.6865	1.0151	0.3807	0.042*
H36B	0.7693	0.9687	0.4918	0.042*
H36C	0.6294	0.941	0.4153	0.042*
C37	0.7062 (5)	0.8034 (3)	0.3888 (5)	0.0249 (12)
H37A	0.7392	0.7541	0.4133	0.03*
H37B	0.6777	0.8244	0.4546	0.03*
C38	0.5894 (6)	0.7972 (3)	0.2804 (6)	0.0370 (15)
H38A	0.5259	0.7642	0.2977	0.056*
H38B	0.6167	0.7782	0.2134	0.056*
H38C	0.5502	0.8451	0.2599	0.056*

	U11	U22	U33	U12	U13	U23
Re1	0.01788 (12)	0.01279 (12)	0.01337 (10)	−0.00031 (8)	0.00393 (8)	0.00151 (7)
Br1	0.0253 (3)	0.0146 (2)	0.0156 (2)	−0.0011 (2)	0.00488 (19)	0.00306 (17)
Br2	0.0216 (3)	0.0210 (3)	0.0157 (2)	−0.0011 (2)	0.00766 (19)	−0.00174 (18)
N1	0.023 (2)	0.012 (2)	0.0162 (19)	−0.0010 (17)	0.0056 (16)	0.0001 (15)
N2	0.021 (2)	0.015 (2)	0.0133 (18)	0.0006 (17)	0.0048 (16)	0.0014 (15)
O01	0.041 (2)	0.025 (2)	0.026 (2)	−0.0135 (19)	0.0027 (17)	−0.0051 (17)
O02	0.044 (2)	0.020 (2)	0.0220 (19)	0.0010 (18)	0.0058 (17)	0.0058 (16)
O03	0.025 (2)	0.055 (3)	0.033 (2)	0.008 (2)	0.0136 (18)	0.014 (2)
C01	0.023 (3)	0.018 (3)	0.020 (2)	−0.004 (2)	0.005 (2)	0.008 (2)
C02	0.025 (3)	0.020 (3)	0.019 (2)	−0.001 (2)	0.008 (2)	−0.001 (2)
C03	0.024 (3)	0.022 (3)	0.021 (3)	0.000 (2)	0.006 (2)	0.007 (2)
C11	0.012 (4)	0.027 (5)	0.017 (4)	−0.004 (4)	−0.002 (3)	−0.003 (3)
C12	0.023 (4)	0.020 (4)	0.022 (4)	0.004 (3)	0.005 (3)	−0.005 (3)
C13	0.018 (5)	0.028 (5)	0.029 (5)	0.001 (4)	0.008 (4)	−0.008 (4)
C14	0.023 (5)	0.022 (5)	0.026 (4)	−0.002 (4)	0.001 (3)	−0.004 (4)
C15	0.023 (4)	0.022 (5)	0.026 (4)	−0.006 (4)	−0.002 (3)	0.006 (3)
C16	0.027 (5)	0.028 (5)	0.016 (4)	−0.004 (4)	0.009 (4)	0.000 (4)
C121	0.039 (6)	0.035 (6)	0.026 (5)	−0.006 (4)	0.016 (4)	0.001 (4)
C31	0.033 (3)	0.025 (3)	0.016 (2)	0.003 (2)	0.011 (2)	−0.001 (2)
C32	0.050 (4)	0.022 (3)	0.029 (3)	0.000 (3)	0.019 (3)	−0.004 (2)
C33	0.031 (3)	0.018 (3)	0.012 (2)	0.008 (2)	0.001 (2)	0.0021 (18)
C34	0.023 (3)	0.041 (4)	0.032 (3)	0.001 (3)	0.001 (2)	−0.004 (3)
C35	0.023 (3)	0.015 (3)	0.023 (2)	0.000 (2)	0.001 (2)	0.006 (2)
C36	0.033 (3)	0.020 (3)	0.030 (3)	0.007 (2)	0.007 (2)	−0.003 (2)
C37	0.027 (3)	0.020 (3)	0.031 (3)	−0.004 (2)	0.013 (2)	−0.003 (2)
C38	0.028 (3)	0.029 (4)	0.052 (4)	−0.010 (3)	0.008 (3)	−0.011 (3)

Re1—C03	1.884 (6)	C22—C21	1.37 (2)
Re1—C01	1.895 (5)	C22—C23	1.44 (2)
Re1—C02	1.909 (5)	C22—C221	1.47 (2)
Re1—N1	2.241 (4)	C24—C23	1.35 (3)
Re1—Br2	2.6370 (8)	C24—H24	0.95
Re1—Br1	2.6389 (7)	C23—H23	0.95
N1—C11	1.452 (10)	C21—C26	1.45 (3)
N1—C21	1.47 (2)	C26—H26	0.95
N1—H1A	0.92	C221—H22A	0.98
N1—H1B	0.92	C221—H22B	0.98
N1—H1C	0.92	C221—H22C	0.98
N1—H1D	0.92	C31—C32	1.514 (8)
N2—C31	1.518 (6)	C31—H31A	0.99
N2—C37	1.518 (6)	C31—H31B	0.99
N2—C33	1.518 (6)	C32—H32A	0.98
N2—C35	1.523 (6)	C32—H32B	0.98
O01—C01	1.162 (6)	C32—H32C	0.98
O02—C02	1.145 (6)	C33—C34	1.508 (8)
O03—C03	1.164 (7)	C33—H33A	0.99
C11—C16	1.377 (14)	C33—H33B	0.99
C11—C12	1.385 (12)	C34—H34A	0.98
C12—C13	1.392 (12)	C34—H34B	0.98
C12—C121	1.516 (12)	C34—H34C	0.98
C13—C14	1.372 (13)	C35—C36	1.513 (7)
C13—H13	0.95	C35—H35A	0.99
C14—C15	1.383 (12)	C35—H35B	0.99
C14—H14	0.95	C36—H36A	0.98
C15—C16	1.377 (13)	C36—H36B	0.98
C15—H15	0.95	C36—H36C	0.98
C16—H16	0.95	C37—C38	1.515 (7)
C121—H12A	0.98	C37—H37A	0.99
C121—H12B	0.98	C37—H37B	0.99
C121—H12C	0.98	C38—H38A	0.98
C25—C24	1.36 (3)	C38—H38B	0.98
C25—C26	1.39 (2)	C38—H38C	0.98
C25—H25	0.95
C03—Re1—C01	89.6 (2)	C23—C24—C25	122 (2)
C03—Re1—C02	88.5 (2)	C23—C24—H24	118.9
C01—Re1—C02	89.0 (2)	C25—C24—H24	118.9
C03—Re1—N1	94.1 (2)	C24—C23—C22	121 (2)
C01—Re1—N1	174.31 (19)	C24—C23—H23	119.5
C02—Re1—N1	95.41 (19)	C22—C23—H23	119.5
C03—Re1—Br2	177.68 (17)	C22—C21—C26	120.7 (17)
C01—Re1—Br2	92.67 (16)	C22—C21—N1	120.3 (15)
C02—Re1—Br2	91.17 (16)	C26—C21—N1	119.0 (15)
N1—Re1—Br2	83.64 (11)	C25—C26—C21	118.8 (17)
C03—Re1—Br1	90.87 (16)	C25—C26—H26	120.6
C01—Re1—Br1	93.02 (15)	C21—C26—H26	120.6
C02—Re1—Br1	177.91 (15)	C22—C221—H22A	109.5
N1—Re1—Br1	82.64 (11)	C22—C221—H22B	109.5
Br2—Re1—Br1	89.37 (3)	H22A—C221—H22B	109.5
C11—N1—Re1	118.0 (4)	C22—C221—H22C	109.5
C21—N1—Re1	113.2 (8)	H22A—C221—H22C	109.5
C11—N1—H1A	107.8	H22B—C221—H22C	109.5
C21—N1—H1A	88.4	C32—C31—N2	115.1 (4)
Re1—N1—H1A	107.8	C32—C31—H31A	108.5
C11—N1—H1B	107.8	N2—C31—H31A	108.5
C21—N1—H1B	128.7	C32—C31—H31B	108.5
Re1—N1—H1B	107.8	N2—C31—H31B	108.5
H1A—N1—H1B	107.1	H31A—C31—H31B	107.5
C11—N1—H1C	123.4	C31—C32—H32A	109.5
C21—N1—H1C	108.7	C31—C32—H32B	109.5
Re1—N1—H1C	108.9	H32A—C32—H32B	109.5
H1B—N1—H1C	84.8	C31—C32—H32C	109.5
C11—N1—H1D	86	H32A—C32—H32C	109.5
C21—N1—H1D	109.3	H32B—C32—H32C	109.5
Re1—N1—H1D	108.9	C34—C33—N2	115.2 (4)
H1A—N1—H1D	127.7	C34—C33—H33A	108.5
H1C—N1—H1D	107.7	N2—C33—H33A	108.5
C31—N2—C37	111.6 (4)	C34—C33—H33B	108.5
C31—N2—C33	110.6 (4)	N2—C33—H33B	108.5
C37—N2—C33	107.0 (4)	H33A—C33—H33B	107.5
C31—N2—C35	106.1 (4)	C33—C34—H34A	109.5
C37—N2—C35	110.4 (4)	C33—C34—H34B	109.5
C33—N2—C35	111.2 (4)	H34A—C34—H34B	109.5
O01—C01—Re1	179.1 (5)	C33—C34—H34C	109.5
O02—C02—Re1	176.6 (5)	H34A—C34—H34C	109.5
O03—C03—Re1	178.2 (5)	H34B—C34—H34C	109.5
C16—C11—C12	120.4 (9)	C36—C35—N2	115.4 (4)
C16—C11—N1	118.6 (8)	C36—C35—H35A	108.4
C12—C11—N1	120.9 (8)	N2—C35—H35A	108.4
C11—C12—C13	117.6 (9)	C36—C35—H35B	108.4
C11—C12—C121	121.0 (8)	N2—C35—H35B	108.4
C13—C12—C121	121.3 (8)	H35A—C35—H35B	107.5
C14—C13—C12	122.0 (9)	C35—C36—H36A	109.5
C14—C13—H13	119	C35—C36—H36B	109.5
C12—C13—H13	119	H36A—C36—H36B	109.5
C13—C14—C15	119.8 (9)	C35—C36—H36C	109.5
C13—C14—H14	120.1	H36A—C36—H36C	109.5
C15—C14—H14	120.1	H36B—C36—H36C	109.5
C16—C15—C14	118.8 (8)	C38—C37—N2	115.4 (4)
C16—C15—H15	120.6	C38—C37—H37A	108.4
C14—C15—H15	120.6	N2—C37—H37A	108.4
C11—C16—C15	121.4 (9)	C38—C37—H37B	108.4
C11—C16—H16	119.3	N2—C37—H37B	108.4
C15—C16—H16	119.3	H37A—C37—H37B	107.5
C24—C25—C26	119.9 (17)	C37—C38—H38A	109.5
C24—C25—H25	120.1	C37—C38—H38B	109.5
C26—C25—H25	120.1	H38A—C38—H38B	109.5
C21—C22—C23	117.4 (17)	C37—C38—H38C	109.5
C21—C22—C221	120.7 (16)	H38A—C38—H38C	109.5
C23—C22—C221	121.8 (17)	H38B—C38—H38C	109.5
C03—Re1—N1—C11	−53.5 (5)	C21—C22—C23—C24	2(3)
C02—Re1—N1—C11	35.4 (5)	C221—C22—C23—C24	179.3 (18)
Br2—Re1—N1—C11	126.0 (5)	C23—C22—C21—C26	−1(2)
Br1—Re1—N1—C11	−143.8 (5)	C221—C22—C21—C26	−178.4 (16)
C03—Re1—N1—C21	−27.2 (8)	C23—C22—C21—N1	177.8 (14)
C02—Re1—N1—C21	61.6 (8)	C221—C22—C21—N1	1(2)
Br2—Re1—N1—C21	152.2 (8)	C11—N1—C21—C22	8.0 (12)
Br1—Re1—N1—C21	−117.6 (8)	Re1—N1—C21—C22	−99.0 (15)
C21—N1—C11—C16	−165 (2)	C11—N1—C21—C26	−173 (3)
Re1—N1—C11—C16	−80.3 (8)	Re1—N1—C21—C26	79.9 (15)
C21—N1—C11—C12	11.7 (19)	C24—C25—C26—C21	0(3)
Re1—N1—C11—C12	96.2 (7)	C22—C21—C26—C25	0(3)
C16—C11—C12—C13	0.2 (12)	N1—C21—C26—C25	−178.6 (14)
N1—C11—C12—C13	−176.2 (7)	C37—N2—C31—C32	−63.7 (6)
C16—C11—C12—C121	−178.4 (8)	C33—N2—C31—C32	55.3 (6)
N1—C11—C12—C121	5.2 (12)	C35—N2—C31—C32	176.0 (5)
C11—C12—C13—C14	0.4 (12)	C31—N2—C33—C34	56.7 (6)
C121—C12—C13—C14	178.9 (8)	C37—N2—C33—C34	178.4 (5)
C12—C13—C14—C15	−0.7 (13)	C35—N2—C33—C34	−60.9 (6)
C13—C14—C15—C16	0.5 (13)	C31—N2—C35—C36	178.4 (4)
C12—C11—C16—C15	−0.4 (13)	C37—N2—C35—C36	57.3 (6)
N1—C11—C16—C15	176.1 (7)	C33—N2—C35—C36	−61.3 (6)
C14—C15—C16—C11	0.0 (13)	C31—N2—C37—C38	−61.2 (6)
C26—C25—C24—C23	1(3)	C33—N2—C37—C38	177.7 (5)
C25—C24—C23—C22	−2(3)	C35—N2—C37—C38	56.6 (6)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1C···Br2i	0.92	2.7	3.542 (4)	153.
N1—H1B···Br1i	0.92	2.75	3.594 (4)	153.
C121—H12C···O03ii	0.98	2.5	3.139 (10)	123
C35—H35B···O03iii	0.99	2.39	3.196 (7)	138.
C37—H37A···Br1iv	0.99	2.92	3.911 (6)	174.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1C⋯Br2i	0.92	2.7	3.542 (4)	153
N1—H1B⋯Br1i	0.92	2.75	3.594 (4)	153
C121—H12C⋯O03ii	0.98	2.5	3.139 (10)	123
C35—H35B⋯O03iii	0.99	2.39	3.196 (7)	138
C37—H37A⋯Br1iv	0.99	2.92	3.911 (6)	174

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .