Tris(N,N,N′,N′-tetra­methyl­guanidinium) nona­bromo­dianti­monate(III)

In the title compound, [NH₂C(N(CH₃)₂)₂]₃[Sb₂Br₉], the organic cations inter­act with the isolated [Sb₂Br₉]³⁻ anions by way of N—H...Br hydrogen bonds, leading to some deformations of the inorganic unit.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](b-Br) = 0.001 Å
• R factor = 0.033
• wR factor = 0.067
• Data-to-parameter ratio = 20.0

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb1    -   Br6     ..      18.02 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb2    -   Br2     ..      23.20 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb2    -   Br4     ..      44.72 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb2    -   Br6     ..      49.84 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb2    -   Br8     ..      10.19 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sb2    -   Br9     ..      12.78 su
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for         N3

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.57 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        Br6
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N2
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N8
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         N9
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Sb1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        Sb2
PLAT414_ALERT_2_C Short Intra D-H..H-X       H75    ..  H141    ..       1.99 Ang.
PLAT431_ALERT_2_C Short Inter HL..A Contact  Br1    ..  Br1     ..       3.43 Ang.
PLAT431_ALERT_2_C Short Inter HL..A Contact  Br3    ..  Br3     ..       3.51 Ang.
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          1
            BR7 -SB2 -BR2 -SB1    39.80  0.50   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          6
            BR1 -SB1 -BR2 -SB2    -4.20  0.20   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         13
            BR9 -SB2 -BR4 -SB1    -3.06  0.14   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         17
            BR3 -SB1 -BR4 -SB2    14.70  0.20   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         23
            BR5 -SB1 -BR6 -SB2   -19.30  0.40   1.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         27
            BR8 -SB2 -BR6 -SB1    14.20  0.30   1.555   1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   7 ALERT level B = Potentially serious problem
  16 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
  17 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   6 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2001); cell refinement: CrysAlis RED (Oxford Diffraction, 2004); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.

Tris(N,N,N',N'-tetramethylguanidinium) nonabromodiantimonate(III)

Crystal data

(C5H14N3)3[Sb2Br9]	Z = 2
Mr = 1311.27	F(000) = 1224
Triclinic, P1	Dx = 2.297 Mg m^−3 Dm = 2.30 (2) Mg m^−3 Dm measured by flotation in CCl4/CHBr3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.9824 (5) Å	Cell parameters from 5556 reflections
b = 12.1782 (7) Å	θ = 2.3–28.1°
c = 15.0405 (8) Å	µ = 10.93 mm^−1
α = 71.064 (5)°	T = 295 K
β = 88.199 (4)°	Pillar, yellow
γ = 85.024 (4)°	0.25 × 0.25 × 0.15 mm
V = 1895.56 (17) Å^3

Data collection

Xcalibur CCD diffractometer	6607 independent reflections
Radiation source: fine-focus sealed tube	4616 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.037
Detector resolution: 0 pixels mm^-1	θmax = 25.0°, θmin = 2.8°
ω scans	h = −13→8
Absorption correction: multi-scan (XPREP in SHELXTL; Sheldrick, 1990	k = −14→14
Tmin = 0.088, Tmax = 0.194	l = −17→17
11715 measured reflections

Refinement

Refinement on F^2	Primary atom site location: heavy-atom method
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.067	H-atom parameters constrained
S = 0.90	w = 1/[σ^2(Fo^2) + (0.0249P)^2]
6607 reflections	(Δ/σ)max = 0.001
330 parameters	Δρmax = 0.62 e Å^−3
0 restraints	Δρmin = −0.71 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
Sb1	0.24491 (3)	0.58420 (3)	0.17409 (3)	0.03994 (11)
Sb2	0.21789 (3)	0.80005 (3)	0.31629 (3)	0.03559 (11)
Br1	0.41116 (6)	0.58803 (7)	0.04949 (6)	0.0741 (2)
Br2	0.05407 (5)	0.60908 (5)	0.33025 (5)	0.04957 (17)
Br3	0.07337 (6)	0.57366 (6)	0.06318 (5)	0.0650 (2)
Br4	0.43383 (5)	0.62628 (6)	0.30767 (5)	0.06071 (19)
Br5	0.27133 (5)	0.35275 (6)	0.24616 (5)	0.05566 (18)
Br6	0.21999 (5)	0.84580 (6)	0.10364 (5)	0.05507 (18)
Br7	0.36132 (6)	0.96909 (6)	0.29520 (5)	0.0616 (2)
Br8	0.22102 (5)	0.74711 (6)	0.50191 (4)	0.05412 (18)
Br9	0.01260 (5)	0.93889 (5)	0.30252 (4)	0.04916 (17)
N1	0.4160 (4)	0.6139 (5)	0.7524 (4)	0.0761 (18)
H11	0.4168	0.5493	0.7406	0.091*
H12	0.4830	0.6460	0.7512	0.091*
N2	0.3085 (4)	0.7654 (4)	0.7886 (4)	0.0497 (13)
N3	0.2101 (4)	0.6117 (4)	0.7736 (4)	0.0506 (13)
C1	0.3110 (5)	0.6641 (6)	0.7725 (4)	0.0471 (15)
C2	0.4167 (6)	0.8310 (6)	0.7651 (6)	0.084 (2)
H21	0.4481	0.8297	0.7052	0.126*
H22	0.4780	0.7964	0.8124	0.126*
H23	0.3953	0.9101	0.7625	0.126*
C3	0.2238 (6)	0.7978 (6)	0.8533 (5)	0.074 (2)
H31	0.1726	0.7355	0.8815	0.111*
H32	0.1740	0.8668	0.8198	0.111*
H33	0.2687	0.8126	0.9014	0.111*
C4	0.2165 (7)	0.4901 (7)	0.7789 (7)	0.121 (4)
H41	0.2821	0.4476	0.8199	0.181*
H42	0.2310	0.4842	0.7173	0.181*
H43	0.1408	0.4581	0.8032	0.181*
C5	0.0903 (5)	0.6783 (7)	0.7483 (6)	0.090 (3)
H51	0.1017	0.7599	0.7228	0.136*
H52	0.0395	0.6644	0.8033	0.136*
H53	0.0517	0.6539	0.7022	0.136*
N4	0.0989 (4)	0.3136 (4)	0.4753 (3)	0.0517 (13)
H44	0.0380	0.2801	0.4642	0.062*
H45	0.0888	0.3845	0.4750	0.062*
N5	0.2212 (4)	0.1464 (4)	0.4930 (3)	0.0469 (12)
N6	0.3022 (4)	0.3085 (4)	0.5095 (3)	0.0453 (12)
C6	0.2082 (5)	0.2559 (5)	0.4929 (4)	0.0381 (13)
C7	0.1304 (6)	0.1017 (5)	0.4467 (5)	0.0666 (19)
H71	0.1055	0.1602	0.3887	0.100*
H72	0.0606	0.0823	0.4871	0.100*
H73	0.1658	0.0333	0.4341	0.100*
C8	0.3057 (6)	0.0579 (6)	0.5548 (5)	0.073 (2)
H81	0.3451	0.0909	0.5952	0.110*
H82	0.3662	0.0306	0.5178	0.110*
H83	0.2616	−0.0060	0.5922	0.110*
C9	0.2805 (5)	0.4173 (5)	0.5315 (4)	0.0589 (18)
H91	0.2060	0.4158	0.5669	0.088*
H92	0.2737	0.4819	0.4741	0.088*
H93	0.3474	0.4255	0.5678	0.088*
C10	0.4275 (5)	0.2827 (6)	0.4823 (5)	0.068 (2)
H101	0.4280	0.2299	0.4467	0.102*
H102	0.4764	0.2477	0.5376	0.102*
H103	0.4605	0.3536	0.4445	0.102*
N7	0.0908 (4)	0.1590 (5)	0.8899 (4)	0.0725 (17)
H74	0.0842	0.1484	0.8365	0.087*
H75	0.0269	0.1614	0.9240	0.087*
N8	0.2964 (4)	0.1679 (4)	0.8665 (3)	0.0511 (13)
N9	0.2092 (5)	0.1830 (5)	1.0039 (4)	0.0611 (15)
C11	0.1990 (5)	0.1717 (5)	0.9195 (4)	0.0484 (15)
C12	0.2845 (5)	0.1857 (6)	0.7665 (4)	0.0644 (19)
H121	0.2181	0.2430	0.7411	0.097*
H122	0.2687	0.1136	0.7577	0.097*
H123	0.3589	0.2121	0.7347	0.097*
C13	0.4139 (5)	0.1115 (7)	0.9071 (5)	0.096 (3)
H131	0.4085	0.0881	0.9744	0.144*
H132	0.4759	0.1652	0.8856	0.144*
H133	0.4345	0.0443	0.8879	0.144*
C14	0.1125 (7)	0.1520 (7)	1.0745 (5)	0.095 (3)
H141	0.0633	0.0982	1.0606	0.142*
H142	0.0623	0.2210	1.0735	0.142*
H143	0.1484	0.1165	1.1356	0.142*
C15	0.3012 (8)	0.2482 (8)	1.0248 (6)	0.118 (3)
H151	0.3521	0.2770	0.9705	0.177*
H152	0.3504	0.1985	1.0762	0.177*
H153	0.2626	0.3125	1.0416	0.177*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sb1	0.0322 (2)	0.0482 (3)	0.0464 (3)	−0.00306 (17)	0.00225 (17)	−0.0253 (2)
Sb2	0.02895 (19)	0.0391 (2)	0.0432 (2)	−0.00639 (16)	0.00247 (16)	−0.01871 (19)
Br1	0.0623 (4)	0.0865 (6)	0.0745 (5)	0.0039 (4)	0.0285 (4)	−0.0327 (4)
Br2	0.0399 (3)	0.0487 (4)	0.0629 (4)	−0.0098 (3)	0.0070 (3)	−0.0209 (3)
Br3	0.0625 (4)	0.0741 (5)	0.0646 (5)	−0.0132 (4)	−0.0202 (4)	−0.0271 (4)
Br4	0.0402 (3)	0.0701 (5)	0.0749 (5)	−0.0043 (3)	−0.0117 (3)	−0.0267 (4)
Br5	0.0516 (4)	0.0506 (4)	0.0653 (5)	−0.0043 (3)	0.0004 (3)	−0.0196 (3)
Br6	0.0465 (3)	0.0574 (4)	0.0612 (4)	−0.0053 (3)	0.0048 (3)	−0.0191 (3)
Br7	0.0542 (4)	0.0591 (5)	0.0793 (5)	−0.0283 (3)	0.0108 (3)	−0.0279 (4)
Br8	0.0494 (3)	0.0661 (5)	0.0466 (4)	−0.0078 (3)	−0.0015 (3)	−0.0170 (3)
Br9	0.0426 (3)	0.0516 (4)	0.0558 (4)	0.0023 (3)	−0.0010 (3)	−0.0223 (3)
N1	0.042 (3)	0.064 (4)	0.134 (6)	−0.005 (3)	0.011 (3)	−0.048 (4)
N2	0.051 (3)	0.039 (3)	0.059 (4)	−0.005 (2)	0.001 (3)	−0.015 (3)
N3	0.033 (3)	0.057 (4)	0.063 (4)	−0.013 (2)	0.001 (2)	−0.019 (3)
C1	0.038 (3)	0.055 (4)	0.044 (4)	−0.002 (3)	−0.002 (3)	−0.012 (3)
C2	0.063 (4)	0.062 (5)	0.125 (7)	−0.016 (4)	−0.009 (5)	−0.023 (5)
C3	0.079 (5)	0.076 (5)	0.064 (5)	0.004 (4)	0.009 (4)	−0.023 (4)
C4	0.094 (6)	0.094 (7)	0.208 (12)	−0.046 (5)	0.038 (7)	−0.088 (7)
C5	0.036 (4)	0.130 (7)	0.101 (7)	−0.016 (4)	−0.004 (4)	−0.029 (5)
N4	0.042 (3)	0.055 (3)	0.071 (4)	−0.010 (3)	0.003 (3)	−0.037 (3)
N5	0.046 (3)	0.039 (3)	0.059 (4)	0.002 (2)	−0.006 (3)	−0.022 (3)
N6	0.033 (3)	0.052 (3)	0.053 (3)	−0.005 (2)	−0.003 (2)	−0.020 (3)
C6	0.039 (3)	0.045 (4)	0.029 (3)	−0.006 (3)	0.002 (3)	−0.010 (3)
C7	0.078 (5)	0.053 (4)	0.080 (5)	−0.010 (4)	−0.001 (4)	−0.037 (4)
C8	0.086 (5)	0.061 (5)	0.070 (5)	0.011 (4)	−0.016 (4)	−0.022 (4)
C9	0.060 (4)	0.056 (4)	0.065 (5)	−0.014 (3)	−0.009 (3)	−0.022 (4)
C10	0.032 (3)	0.105 (6)	0.073 (5)	−0.004 (3)	−0.004 (3)	−0.037 (4)
N7	0.037 (3)	0.118 (5)	0.065 (4)	−0.009 (3)	0.002 (3)	−0.033 (4)
N8	0.033 (3)	0.078 (4)	0.043 (3)	−0.004 (2)	0.000 (2)	−0.021 (3)
N9	0.062 (3)	0.076 (4)	0.041 (3)	−0.001 (3)	0.008 (3)	−0.014 (3)
C11	0.045 (4)	0.045 (4)	0.047 (4)	0.002 (3)	−0.002 (3)	−0.005 (3)
C12	0.058 (4)	0.083 (5)	0.057 (5)	−0.007 (4)	0.007 (3)	−0.030 (4)
C13	0.042 (4)	0.167 (9)	0.070 (6)	0.017 (5)	−0.008 (4)	−0.033 (5)
C14	0.098 (6)	0.107 (7)	0.061 (5)	0.037 (5)	0.011 (5)	−0.014 (5)
C15	0.147 (8)	0.147 (9)	0.082 (7)	−0.055 (7)	−0.011 (6)	−0.056 (6)

Geometric parameters (Å, º)

Sb1—Br1	2.5672 (7)	N5—C8	1.455 (7)
Sb1—Br2	3.1692 (7)	N6—C6	1.332 (6)
Sb1—Br3	2.5936 (7)	N6—C9	1.465 (7)
Sb1—Br4	3.1174 (7)	N6—C10	1.461 (6)
Sb1—Br5	2.6644 (8)	C7—H71	0.9600
Sb1—Br6	3.0038 (8)	C7—H72	0.9600
Sb2—Br2	3.0124 (7)	C7—H73	0.9600
Sb2—Br4	3.0671 (7)	C8—H81	0.9600
Sb2—Br6	3.0629 (8)	C8—H82	0.9600
Sb2—Br7	2.6319 (7)	C8—H83	0.9600
Sb2—Br8	2.6542 (7)	C9—H91	0.9600
Sb2—Br9	2.6694 (7)	C9—H92	0.9600
N1—C1	1.330 (7)	C9—H93	0.9600
N1—H11	0.8600	C10—H101	0.9600
N1—H12	0.8600	C10—H102	0.9600
N2—C1	1.329 (7)	C10—H103	0.9600
N2—C2	1.460 (7)	N7—C11	1.321 (7)
N2—C3	1.448 (7)	N7—H74	0.8600
N3—C1	1.323 (6)	N7—H75	0.8600
N3—C4	1.452 (8)	N8—C11	1.320 (7)
N3—C5	1.477 (7)	N8—C12	1.457 (7)
C2—H21	0.9600	N8—C13	1.461 (7)
C2—H22	0.9600	N9—C11	1.330 (7)
C2—H23	0.9600	N9—C14	1.461 (8)
C3—H31	0.9600	N9—C15	1.439 (8)
C3—H32	0.9600	C12—H121	0.9600
C3—H33	0.9600	C12—H122	0.9600
C4—H41	0.9600	C12—H123	0.9600
C4—H42	0.9600	C13—H131	0.9600
C4—H43	0.9600	C13—H132	0.9600
C5—H51	0.9600	C13—H133	0.9600
C5—H52	0.9600	C14—H141	0.9600
C5—H53	0.9600	C14—H142	0.9600
N4—C6	1.326 (6)	C14—H143	0.9600
N4—H44	0.8600	C15—H151	0.9600
N4—H45	0.8600	C15—H152	0.9600
N5—C6	1.328 (6)	C15—H153	0.9600
N5—C7	1.469 (7)
Br1—Sb1—Br2	172.44 (2)	H44—N4—H45	120.0
Br1—Sb1—Br3	92.41 (3)	C6—N5—C8	122.9 (5)
Br1—Sb1—Br4	91.09 (2)	C6—N5—C7	120.5 (5)
Br1—Sb1—Br5	92.54 (3)	C8—N5—C7	115.1 (5)
Br1—Sb1—Br6	88.96 (2)	C6—N6—C10	122.8 (5)
Br2—Sb1—Br3	92.27 (2)	C6—N6—C9	120.0 (5)
Br2—Sb1—Br4	83.630 (19)	C10—N6—C9	115.1 (5)
Br2—Sb1—Br5	93.31 (2)	N4—C6—N5	118.8 (5)
Br2—Sb1—Br6	84.952 (19)	N4—C6—N6	119.7 (5)
Br3—Sb1—Br4	172.80 (2)	N5—C6—N6	121.5 (5)
Br3—Sb1—Br5	91.12 (2)	N5—C7—H71	109.5
Br3—Sb1—Br6	91.81 (2)	N5—C7—H72	109.5
Br4—Sb1—Br5	95.02 (2)	H71—C7—H72	109.5
Br4—Sb1—Br6	81.95 (2)	N5—C7—H73	109.5
Br5—Sb1—Br6	176.65 (2)	H71—C7—H73	109.5
Br2—Sb2—Br4	87.170 (19)	H72—C7—H73	109.5
Br2—Sb2—Br6	86.691 (19)	N5—C8—H81	109.5
Br2—Sb2—Br7	177.22 (2)	N5—C8—H82	109.5
Br2—Sb2—Br8	91.37 (2)	H81—C8—H82	109.5
Br2—Sb2—Br9	86.151 (19)	N5—C8—H83	109.5
Br4—Sb2—Br6	81.83 (2)	H81—C8—H83	109.5
Br4—Sb2—Br7	92.45 (2)	H82—C8—H83	109.5
Br4—Sb2—Br8	95.20 (2)	N6—C9—H91	109.5
Br4—Sb2—Br9	170.35 (2)	N6—C9—H92	109.5
Br6—Sb2—Br7	90.53 (2)	H91—C9—H92	109.5
Br6—Sb2—Br8	176.52 (2)	N6—C9—H93	109.5
Br6—Sb2—Br9	90.83 (2)	H91—C9—H93	109.5
Br7—Sb2—Br8	91.40 (2)	H92—C9—H93	109.5
Br7—Sb2—Br9	93.89 (2)	N6—C10—H101	109.5
Br8—Sb2—Br9	91.92 (2)	N6—C10—H102	109.5
Sb1—Br2—Sb2	77.685 (16)	H101—C10—H102	109.5
Sb1—Br4—Sb2	77.683 (17)	N6—C10—H103	109.5
Sb1—Br6—Sb2	79.48 (2)	H101—C10—H103	109.5
C1—N1—H11	120.0	H102—C10—H103	109.5
C1—N1—H12	120.0	C11—N7—H74	120.0
H11—N1—H12	120.0	C11—N7—H75	120.0
C1—N2—C3	123.4 (5)	H74—N7—H75	120.0
C1—N2—C2	118.4 (5)	C11—N8—C12	121.0 (5)
C3—N2—C2	115.3 (5)	C11—N8—C13	121.6 (5)
C1—N3—C4	120.6 (5)	C12—N8—C13	114.7 (5)
C1—N3—C5	121.6 (5)	C11—N9—C15	122.3 (6)
C4—N3—C5	116.3 (5)	C11—N9—C14	121.4 (6)
N3—C1—N1	118.0 (6)	C15—N9—C14	115.0 (6)
N3—C1—N2	121.6 (5)	N7—C11—N8	119.4 (6)
N1—C1—N2	120.4 (5)	N7—C11—N9	119.6 (6)
N2—C2—H21	109.5	N8—C11—N9	120.9 (5)
N2—C2—H22	109.5	N8—C12—H121	109.5
H21—C2—H22	109.5	N8—C12—H122	109.5
N2—C2—H23	109.5	H121—C12—H122	109.5
H21—C2—H23	109.5	N8—C12—H123	109.5
H22—C2—H23	109.5	H121—C12—H123	109.5
N2—C3—H31	109.5	H122—C12—H123	109.5
N2—C3—H32	109.5	N8—C13—H131	109.5
H31—C3—H32	109.5	N8—C13—H132	109.5
N2—C3—H33	109.5	H131—C13—H132	109.5
H31—C3—H33	109.5	N8—C13—H133	109.5
H32—C3—H33	109.5	H131—C13—H133	109.5
N3—C4—H41	109.5	H132—C13—H133	109.5
N3—C4—H42	109.5	N9—C14—H141	109.5
H41—C4—H42	109.5	N9—C14—H142	109.5
N3—C4—H43	109.5	H141—C14—H142	109.5
H41—C4—H43	109.5	N9—C14—H143	109.5
H42—C4—H43	109.5	H141—C14—H143	109.5
N3—C5—H51	109.5	H142—C14—H143	109.5
N3—C5—H52	109.5	N9—C15—H151	109.5
H51—C5—H52	109.5	N9—C15—H152	109.5
N3—C5—H53	109.5	H151—C15—H152	109.5
H51—C5—H53	109.5	N9—C15—H153	109.5
H52—C5—H53	109.5	H151—C15—H153	109.5
C6—N4—H44	120.0	H152—C15—H153	109.5
C6—N4—H45	120.0
Br7—Sb2—Br2—Sb1	39.8 (5)	Br9—Sb2—Br6—Sb1	−128.089 (18)
Br8—Sb2—Br2—Sb1	−137.45 (2)	Br2—Sb2—Br6—Sb1	−41.993 (16)
Br9—Sb2—Br2—Sb1	130.71 (2)	Br4—Sb2—Br6—Sb1	45.619 (17)
Br6—Sb2—Br2—Sb1	39.655 (17)	C4—N3—C1—N1	16.9 (9)
Br4—Sb2—Br2—Sb1	−42.315 (19)	C5—N3—C1—N1	−149.1 (6)
Br1—Sb1—Br2—Sb2	−4.2 (2)	C4—N3—C1—N2	−164.9 (6)
Br3—Sb1—Br2—Sb2	−132.33 (2)	C5—N3—C1—N2	29.1 (9)
Br5—Sb1—Br2—Sb2	136.42 (2)	C3—N2—C1—N3	34.2 (9)
Br6—Sb1—Br2—Sb2	−40.706 (18)	C2—N2—C1—N3	−166.0 (6)
Br4—Sb1—Br2—Sb2	41.732 (18)	C3—N2—C1—N1	−147.6 (6)
Br7—Sb2—Br4—Sb1	−134.06 (2)	C2—N2—C1—N1	12.3 (9)
Br8—Sb2—Br4—Sb1	134.31 (2)	C8—N5—C6—N4	−146.4 (6)
Br9—Sb2—Br4—Sb1	−3.06 (14)	C7—N5—C6—N4	18.9 (8)
Br2—Sb2—Br4—Sb1	43.188 (19)	C8—N5—C6—N6	34.1 (8)
Br6—Sb2—Br4—Sb1	−43.873 (17)	C7—N5—C6—N6	−160.7 (5)
Br1—Sb1—Br4—Sb2	133.75 (2)	C10—N6—C6—N4	−147.4 (6)
Br3—Sb1—Br4—Sb2	14.7 (2)	C9—N6—C6—N4	15.2 (8)
Br5—Sb1—Br4—Sb2	−133.61 (2)	C10—N6—C6—N5	32.2 (8)
Br6—Sb1—Br4—Sb2	44.950 (18)	C9—N6—C6—N5	−165.2 (5)
Br2—Sb1—Br4—Sb2	−40.828 (18)	C12—N8—C11—N7	18.9 (9)
Br1—Sb1—Br6—Sb2	−135.91 (2)	C13—N8—C11—N7	−141.6 (7)
Br3—Sb1—Br6—Sb2	131.71 (2)	C12—N8—C11—N9	−164.0 (6)
Br5—Sb1—Br6—Sb2	−19.3 (4)	C13—N8—C11—N9	35.5 (9)
Br4—Sb1—Br6—Sb2	−44.666 (17)	C15—N9—C11—N7	−150.3 (7)
Br2—Sb1—Br6—Sb2	39.596 (16)	C14—N9—C11—N7	16.2 (9)
Br7—Sb2—Br6—Sb1	138.01 (2)	C15—N9—C11—N8	32.6 (10)
Br8—Sb2—Br6—Sb1	14.2 (3)	C14—N9—C11—N8	−160.9 (6)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H12···Br5^i	0.86	2.70	3.495 (5)	154
N1—H11···Br4^i	0.86	2.85	3.588 (5)	145
N4—H44···Br8^ii	0.86	2.90	3.635 (4)	144
N4—H45···Br2	0.86	2.89	3.552 (5)	135
N7—H75···Br6^ii	0.86	2.77	3.416 (5)	133
N7—H74···Br9^ii	0.86	2.90	3.711 (6)	158

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