[Hydridotris(5-methyl-3-phenyl­pyrazol-1-yl)borato-κ³N²,N^2′,N^2′′](1H-imidazole-4-carboxyl­ato-κ²N,O)zinc(II) methanol solvate

In the title compound, [Zn(C₃₀H₂₈BN₆)(C₄H₃N₂O₂)]·CH₃OH, the zinc ion is coordinated by three N atoms of the tridentate pyrazolyl groups, one of the carboxyl­ate O atoms and one N atom of the 1H-imidazole-4-carboxyl­ate ligand in a trigonal–bipyramidal geometry.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.053
• wR factor = 0.128
• Data-to-parameter ratio = 15.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) .        300 Ang.
PLAT230_ALERT_2_C Hirshfeld Test Diff for    O2     -   C31     ..       5.14 su
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .      31.00 A   3 
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

Alert level G
PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature .        293 K

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

   3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

[Hydridotris(5-methyl-3-phenylpyrazol-1-yl)borato- κ³N²,N^2',N^2''](1H-imidazole-4-carboxylato-κ²N,O)zinc(II)

Crystal data

[Zn(C30H28BN6)(C4H3N2O2)]·CH4O	F(000) = 1440
Mr = 691.89	Dx = 1.340 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 15.371 (3) Å	Cell parameters from 12851 reflections
b = 13.829 (3) Å	θ = 1.9–27.8°
c = 16.357 (3) Å	µ = 0.76 mm^−1
β = 99.46 (3)°	T = 293 K
V = 3429.7 (12) Å^3	Prism, colorless
Z = 4	0.20 × 0.20 × 0.10 mm

Data collection

Bruker 1K CCD diffractometer	6734 independent reflections
Radiation source: fine-focus sealed tube	4349 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.089
φ and ω scans	θmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −18→18
Tmin = 0.862, Tmax = 0.928	k = −17→17
42524 measured reflections	l = −20→20

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.053	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.128	w = 1/[σ^2(Fo^2) + (0.0294P)^2 + 6.1376P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.001
6734 reflections	Δρmax = 0.42 e Å^−3
443 parameters	Δρmin = −0.35 e Å^−3
0 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.00088 (15)

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
Zn1	0.62008 (3)	0.17540 (3)	0.79440 (3)	0.03903 (15)
O2	0.75358 (17)	0.13740 (17)	0.78742 (17)	0.0450 (7)
O1	0.87647 (19)	0.1995 (2)	0.7507 (2)	0.0661 (9)
N1	0.5674 (2)	0.0854 (2)	0.6984 (2)	0.0428 (8)
N2	0.5153 (2)	0.0121 (2)	0.7210 (2)	0.0441 (8)
N3	0.4865 (2)	0.2026 (2)	0.8227 (2)	0.0453 (8)
N4	0.4355 (2)	0.1212 (2)	0.8053 (2)	0.0459 (8)
N5	0.6220 (2)	0.0792 (2)	0.8904 (2)	0.0441 (8)
N6	0.5559 (2)	0.0103 (2)	0.8766 (2)	0.0451 (8)
N7	0.6680 (2)	0.3057 (2)	0.7698 (2)	0.0392 (8)
C33	0.7797 (3)	0.3889 (3)	0.7338 (3)	0.0474 (10)
H12	0.8347	0.4057	0.7216	0.057*
B1	0.4795 (3)	0.0204 (3)	0.8027 (3)	0.0477 (12)
C1	0.4531 (3)	−0.1476 (3)	0.6696 (3)	0.0668 (14)
H1A	0.4839	−0.1874	0.7130	0.100*
H1B	0.4457	−0.1825	0.6182	0.100*
H1C	0.3962	−0.1308	0.6824	0.100*
C2	0.5051 (3)	−0.0573 (3)	0.6619 (3)	0.0491 (11)
C3	0.5505 (3)	−0.0296 (3)	0.6007 (3)	0.0538 (11)
H3	0.5552	−0.0635	0.5526	0.065*
C4	0.5883 (3)	0.0598 (3)	0.6249 (3)	0.0449 (10)
C5	0.6416 (3)	0.1218 (3)	0.5794 (3)	0.0467 (10)
C6	0.7006 (3)	0.0819 (4)	0.5337 (3)	0.0664 (13)
H6	0.7075	0.0151	0.5327	0.080*
C7	0.7494 (3)	0.1400 (4)	0.4894 (3)	0.0751 (15)
H7	0.7881	0.1121	0.4582	0.090*
C8	0.7409 (4)	0.2377 (4)	0.4913 (3)	0.0741 (15)
H8	0.7744	0.2767	0.4621	0.089*
C9	0.6831 (4)	0.2784 (4)	0.5360 (3)	0.0708 (14)
H9	0.6777	0.3453	0.5376	0.085*
C10	0.6326 (3)	0.2215 (3)	0.5790 (3)	0.0582 (12)
H10	0.5922	0.2502	0.6079	0.070*
C11	0.2768 (3)	0.0741 (4)	0.7694 (3)	0.0751 (15)
H11A	0.2777	0.0521	0.7139	0.113*
H11B	0.2211	0.1042	0.7721	0.113*
H11C	0.2849	0.0200	0.8067	0.113*
C12	0.3497 (3)	0.1459 (3)	0.7937 (3)	0.0503 (11)
C13	0.3442 (3)	0.2438 (3)	0.8058 (3)	0.0543 (11)
H13	0.2931	0.2807	0.8019	0.065*
C14	0.4305 (3)	0.2761 (3)	0.8251 (3)	0.0447 (10)
C15	0.4649 (3)	0.3726 (3)	0.8514 (3)	0.0476 (10)
C16	0.4284 (3)	0.4559 (3)	0.8137 (3)	0.0635 (13)
H16	0.3790	0.4522	0.7726	0.076*
C17	0.4655 (4)	0.5449 (4)	0.8373 (4)	0.0763 (16)
H17	0.4402	0.6008	0.8122	0.092*
C18	0.5380 (4)	0.5518 (4)	0.8962 (4)	0.0758 (16)
H18	0.5639	0.6118	0.9096	0.091*
C19	0.5733 (3)	0.4703 (4)	0.9363 (3)	0.0670 (13)
H19	0.6217	0.4751	0.9785	0.080*
C20	0.5370 (3)	0.3812 (3)	0.9141 (3)	0.0555 (12)
H20	0.5611	0.3261	0.9415	0.067*
C21	0.5126 (3)	−0.1443 (3)	0.9399 (3)	0.0701 (14)
H21A	0.4519	−0.1247	0.9333	0.105*
H21B	0.5285	−0.1769	0.9921	0.105*
H21C	0.5207	−0.1872	0.8957	0.105*
C22	0.5699 (3)	−0.0567 (3)	0.9380 (3)	0.0499 (11)
C23	0.6435 (3)	−0.0304 (3)	0.9915 (3)	0.0523 (11)
H23	0.6684	−0.0632	1.0392	0.063*
C24	0.6746 (3)	0.0551 (3)	0.9612 (3)	0.0460 (10)
C25	0.7471 (3)	0.1173 (3)	1.0003 (3)	0.0483 (10)
C26	0.8178 (3)	0.0789 (4)	1.0544 (3)	0.0661 (13)
H26	0.8212	0.0124	1.0630	0.079*
C27	0.8829 (4)	0.1377 (5)	1.0954 (3)	0.0860 (17)
H27	0.9296	0.1105	1.1315	0.103*
C28	0.8800 (4)	0.2356 (5)	1.0838 (4)	0.0879 (18)
H28	0.9236	0.2752	1.1124	0.106*
C29	0.8117 (4)	0.2746 (4)	1.0292 (4)	0.0851 (17)
H29	0.8098	0.3409	1.0197	0.102*
C30	0.7457 (3)	0.2161 (3)	0.9882 (3)	0.0665 (14)
H30	0.6995	0.2438	0.9519	0.080*
C31	0.8004 (3)	0.2058 (3)	0.7648 (3)	0.0452 (10)
C32	0.7543 (2)	0.3006 (2)	0.7561 (3)	0.0386 (9)
C34	0.6431 (3)	0.3974 (3)	0.7546 (3)	0.0448 (10)
H34	0.5878	0.4223	0.7586	0.054*
C35	0.9714 (5)	0.0894 (6)	0.9143 (5)	0.138 (3)
H35A	1.0234	0.0863	0.9557	0.207*
H35B	0.9306	0.0403	0.9251	0.207*
H35C	0.9445	0.1519	0.9160	0.207*
O3	0.9930 (4)	0.0753 (4)	0.8403 (3)	0.1275 (18)
H3A	0.9612	0.1083	0.8060	0.191*
BH	0.431 (2)	−0.038 (3)	0.804 (2)	0.050 (11)*
N12	0.7099 (2)	0.4479 (2)	0.7327 (2)	0.0486 (9)
NH12	0.7084	0.5083	0.7200	0.058*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0406 (3)	0.0243 (2)	0.0527 (3)	−0.0040 (2)	0.00940 (19)	0.0033 (2)
O2	0.0468 (16)	0.0191 (12)	0.070 (2)	−0.0010 (11)	0.0128 (14)	0.0036 (12)
O1	0.0438 (18)	0.0450 (18)	0.113 (3)	0.0054 (14)	0.0232 (17)	0.0057 (17)
N1	0.0436 (19)	0.0349 (18)	0.050 (2)	−0.0040 (15)	0.0096 (16)	0.0016 (15)
N2	0.0458 (19)	0.0305 (17)	0.056 (2)	−0.0059 (15)	0.0079 (16)	0.0021 (16)
N3	0.0362 (18)	0.0332 (18)	0.067 (2)	−0.0046 (14)	0.0103 (16)	−0.0010 (16)
N4	0.0339 (18)	0.0380 (19)	0.067 (2)	−0.0069 (15)	0.0107 (16)	0.0046 (17)
N5	0.0424 (19)	0.0345 (18)	0.055 (2)	−0.0057 (15)	0.0059 (16)	0.0061 (16)
N6	0.047 (2)	0.0319 (17)	0.058 (2)	−0.0047 (15)	0.0105 (17)	0.0055 (16)
N7	0.0394 (17)	0.0229 (16)	0.057 (2)	−0.0002 (13)	0.0130 (15)	0.0012 (14)
C33	0.042 (2)	0.030 (2)	0.072 (3)	−0.0062 (18)	0.014 (2)	0.004 (2)
B1	0.048 (3)	0.033 (2)	0.063 (3)	−0.012 (2)	0.011 (2)	0.001 (2)
C1	0.074 (3)	0.041 (3)	0.081 (4)	−0.018 (2)	−0.001 (3)	−0.008 (2)
C2	0.054 (3)	0.031 (2)	0.058 (3)	−0.0039 (19)	−0.002 (2)	−0.002 (2)
C3	0.064 (3)	0.044 (3)	0.051 (3)	−0.004 (2)	0.003 (2)	−0.007 (2)
C4	0.046 (2)	0.038 (2)	0.049 (3)	0.0009 (18)	0.002 (2)	0.0064 (19)
C5	0.048 (2)	0.045 (2)	0.046 (3)	−0.001 (2)	0.003 (2)	0.003 (2)
C6	0.070 (3)	0.055 (3)	0.077 (4)	0.011 (2)	0.021 (3)	0.011 (3)
C7	0.072 (3)	0.084 (4)	0.077 (4)	0.004 (3)	0.034 (3)	0.008 (3)
C8	0.077 (4)	0.074 (4)	0.072 (4)	−0.025 (3)	0.016 (3)	0.009 (3)
C9	0.097 (4)	0.051 (3)	0.067 (3)	−0.015 (3)	0.019 (3)	0.004 (3)
C10	0.070 (3)	0.055 (3)	0.051 (3)	−0.004 (2)	0.011 (2)	0.001 (2)
C11	0.047 (3)	0.080 (4)	0.094 (4)	−0.016 (3)	0.000 (3)	0.004 (3)
C12	0.039 (2)	0.057 (3)	0.055 (3)	−0.009 (2)	0.009 (2)	0.003 (2)
C13	0.039 (2)	0.052 (3)	0.073 (3)	0.007 (2)	0.012 (2)	0.004 (2)
C14	0.041 (2)	0.042 (2)	0.053 (3)	0.0060 (19)	0.0136 (19)	0.0052 (19)
C15	0.044 (2)	0.040 (2)	0.062 (3)	0.0054 (19)	0.021 (2)	−0.002 (2)
C16	0.054 (3)	0.048 (3)	0.089 (4)	0.015 (2)	0.013 (3)	−0.002 (3)
C17	0.084 (4)	0.043 (3)	0.103 (5)	0.018 (3)	0.020 (3)	0.002 (3)
C18	0.081 (4)	0.044 (3)	0.106 (5)	−0.004 (3)	0.027 (3)	−0.015 (3)
C19	0.066 (3)	0.062 (3)	0.072 (4)	−0.004 (3)	0.011 (3)	−0.014 (3)
C20	0.058 (3)	0.047 (3)	0.062 (3)	0.000 (2)	0.014 (2)	−0.005 (2)
C21	0.091 (4)	0.035 (2)	0.089 (4)	−0.010 (2)	0.029 (3)	0.015 (2)
C22	0.063 (3)	0.030 (2)	0.061 (3)	0.003 (2)	0.023 (2)	0.010 (2)
C23	0.064 (3)	0.042 (2)	0.052 (3)	0.008 (2)	0.012 (2)	0.012 (2)
C24	0.050 (2)	0.038 (2)	0.050 (3)	0.0059 (19)	0.009 (2)	0.0089 (19)
C25	0.050 (2)	0.050 (3)	0.045 (3)	0.004 (2)	0.007 (2)	0.004 (2)
C26	0.064 (3)	0.064 (3)	0.067 (3)	0.004 (3)	0.001 (3)	0.011 (3)
C27	0.067 (4)	0.112 (5)	0.070 (4)	0.005 (4)	−0.013 (3)	0.005 (4)
C28	0.069 (4)	0.095 (5)	0.093 (5)	−0.016 (3)	−0.005 (3)	−0.016 (4)
C29	0.079 (4)	0.057 (3)	0.111 (5)	−0.011 (3)	−0.008 (4)	−0.001 (3)
C30	0.061 (3)	0.053 (3)	0.079 (4)	−0.002 (2)	−0.008 (3)	0.002 (3)
C31	0.043 (2)	0.033 (2)	0.060 (3)	0.0038 (18)	0.009 (2)	−0.0026 (19)
C32	0.037 (2)	0.0231 (19)	0.056 (3)	0.0002 (15)	0.0094 (18)	−0.0002 (16)
C34	0.051 (2)	0.0227 (18)	0.063 (3)	0.0046 (18)	0.015 (2)	0.0034 (18)
C35	0.159 (8)	0.168 (8)	0.088 (5)	0.051 (6)	0.025 (5)	0.034 (5)
O3	0.148 (5)	0.112 (4)	0.123 (4)	0.062 (3)	0.026 (4)	0.013 (3)
N12	0.054 (2)	0.0203 (16)	0.073 (3)	−0.0026 (15)	0.0150 (18)	0.0047 (16)

Geometric parameters (Å, º)

Zn1—N7	2.012 (3)	C11—H11B	0.9600
Zn1—N5	2.056 (3)	C11—H11C	0.9600
Zn1—N1	2.062 (3)	C12—C13	1.373 (6)
Zn1—O2	2.139 (3)	C13—C14	1.387 (6)
Zn1—N3	2.210 (3)	C13—H13	0.9300
O2—C31	1.280 (5)	C14—C15	1.473 (6)
O1—C31	1.231 (5)	C15—C16	1.382 (6)
N1—C4	1.342 (5)	C15—C20	1.385 (6)
N1—N2	1.379 (4)	C16—C17	1.384 (7)
N2—C2	1.353 (5)	C16—H16	0.9300
N2—B1	1.530 (6)	C17—C18	1.352 (7)
N3—C14	1.338 (5)	C17—H17	0.9300
N3—N4	1.375 (4)	C18—C19	1.371 (7)
N4—C12	1.346 (5)	C18—H18	0.9300
N4—B1	1.553 (6)	C19—C20	1.376 (6)
N5—C24	1.341 (5)	C19—H19	0.9300
N5—N6	1.384 (4)	C20—H20	0.9300
N6—C22	1.357 (5)	C21—C22	1.501 (6)
N6—B1	1.546 (6)	C21—H21A	0.9600
N7—C34	1.335 (4)	C21—H21B	0.9600
N7—C32	1.383 (5)	C21—H21C	0.9600
C33—N12	1.346 (5)	C22—C23	1.361 (6)
C33—C32	1.350 (5)	C23—C24	1.396 (5)
C33—H12	0.9300	C23—H23	0.9300
B1—BH	1.10 (4)	C24—C25	1.469 (6)
C1—C2	1.500 (6)	C25—C30	1.381 (6)
C1—H1A	0.9600	C25—C26	1.388 (6)
C1—H1B	0.9600	C26—C27	1.377 (7)
C1—H1C	0.9600	C26—H26	0.9300
C2—C3	1.365 (6)	C27—C28	1.367 (8)
C3—C4	1.396 (5)	C27—H27	0.9300
C3—H3	0.9300	C28—C29	1.371 (8)
C4—C5	1.469 (6)	C28—H28	0.9300
C5—C6	1.382 (6)	C29—C30	1.382 (7)
C5—C10	1.385 (6)	C29—H29	0.9300
C6—C7	1.383 (7)	C30—H30	0.9300
C6—H6	0.9300	C31—C32	1.485 (5)
C7—C8	1.359 (7)	C34—N12	1.338 (5)
C7—H7	0.9300	C34—H34	0.9300
C8—C9	1.361 (7)	C35—O3	1.322 (7)
C8—H8	0.9300	C35—H35A	0.9600
C9—C10	1.376 (6)	C35—H35B	0.9600
C9—H9	0.9300	C35—H35C	0.9600
C10—H10	0.9300	O3—H3A	0.8200
C11—C12	1.501 (6)	N12—NH12	0.8600
C11—H11A	0.9600
N7—Zn1—N5	140.65 (13)	N4—C12—C13	108.2 (4)
N7—Zn1—N1	119.95 (13)	N4—C12—C11	122.8 (4)
N5—Zn1—N1	98.35 (13)	C13—C12—C11	129.0 (4)
N7—Zn1—O2	79.85 (11)	C12—C13—C14	105.8 (4)
N5—Zn1—O2	89.35 (12)	C12—C13—H13	127.1
N1—Zn1—O2	94.09 (12)	C14—C13—H13	127.1
N7—Zn1—N3	105.81 (12)	N3—C14—C13	110.2 (4)
N5—Zn1—N3	81.19 (13)	N3—C14—C15	119.6 (3)
N1—Zn1—N3	90.00 (13)	C13—C14—C15	130.1 (4)
O2—Zn1—N3	170.15 (12)	C16—C15—C20	118.4 (4)
C31—O2—Zn1	115.1 (2)	C16—C15—C14	121.7 (4)
C4—N1—N2	106.4 (3)	C20—C15—C14	119.9 (4)
C4—N1—Zn1	135.9 (3)	C15—C16—C17	119.9 (5)
N2—N1—Zn1	114.4 (2)	C15—C16—H16	120.0
C2—N2—N1	109.5 (3)	C17—C16—H16	120.0
C2—N2—B1	131.4 (3)	C18—C17—C16	121.0 (5)
N1—N2—B1	119.1 (3)	C18—C17—H17	119.5
C14—N3—N4	106.3 (3)	C16—C17—H17	119.5
C14—N3—Zn1	139.5 (3)	C17—C18—C19	119.9 (5)
N4—N3—Zn1	109.6 (2)	C17—C18—H18	120.1
C12—N4—N3	109.5 (3)	C19—C18—H18	120.1
C12—N4—B1	130.2 (3)	C18—C19—C20	119.9 (5)
N3—N4—B1	120.3 (3)	C18—C19—H19	120.0
C24—N5—N6	107.1 (3)	C20—C19—H19	120.0
C24—N5—Zn1	138.7 (3)	C19—C20—C15	120.8 (5)
N6—N5—Zn1	113.7 (2)	C19—C20—H20	119.6
C22—N6—N5	109.0 (3)	C15—C20—H20	119.6
C22—N6—B1	130.4 (3)	C22—C21—H21A	109.5
N5—N6—B1	120.5 (3)	C22—C21—H21B	109.5
C34—N7—C32	105.8 (3)	H21A—C21—H21B	109.5
C34—N7—Zn1	141.7 (3)	C22—C21—H21C	109.5
C32—N7—Zn1	112.2 (2)	H21A—C21—H21C	109.5
N12—C33—C32	106.7 (3)	H21B—C21—H21C	109.5
N12—C33—H12	126.6	N6—C22—C23	107.9 (4)
C32—C33—H12	126.6	N6—C22—C21	123.0 (4)
N2—B1—N6	109.9 (4)	C23—C22—C21	129.1 (4)
N2—B1—N4	108.2 (3)	C22—C23—C24	107.2 (4)
N6—B1—N4	109.8 (3)	C22—C23—H23	126.4
N2—B1—BH	108 (2)	C24—C23—H23	126.4
N6—B1—BH	110.3 (19)	N5—C24—C23	108.8 (4)
N4—B1—BH	110.9 (19)	N5—C24—C25	122.5 (4)
C2—C1—H1A	109.5	C23—C24—C25	128.4 (4)
C2—C1—H1B	109.5	C30—C25—C26	117.5 (4)
H1A—C1—H1B	109.5	C30—C25—C24	121.6 (4)
C2—C1—H1C	109.5	C26—C25—C24	120.8 (4)
H1A—C1—H1C	109.5	C27—C26—C25	121.0 (5)
H1B—C1—H1C	109.5	C27—C26—H26	119.5
N2—C2—C3	108.2 (4)	C25—C26—H26	119.5
N2—C2—C1	122.1 (4)	C28—C27—C26	120.9 (5)
C3—C2—C1	129.7 (4)	C28—C27—H27	119.6
C2—C3—C4	106.3 (4)	C26—C27—H27	119.6
C2—C3—H3	126.9	C27—C28—C29	118.9 (5)
C4—C3—H3	126.9	C27—C28—H28	120.5
N1—C4—C3	109.7 (4)	C29—C28—H28	120.5
N1—C4—C5	122.4 (4)	C28—C29—C30	120.6 (5)
C3—C4—C5	127.9 (4)	C28—C29—H29	119.7
C6—C5—C10	117.9 (4)	C30—C29—H29	119.7
C6—C5—C4	120.7 (4)	C25—C30—C29	121.1 (5)
C10—C5—C4	121.4 (4)	C25—C30—H30	119.5
C5—C6—C7	120.8 (5)	C29—C30—H30	119.5
C5—C6—H6	119.6	O1—C31—O2	126.7 (4)
C7—C6—H6	119.6	O1—C31—C32	119.8 (4)
C8—C7—C6	120.3 (5)	O2—C31—C32	113.4 (3)
C8—C7—H7	119.9	C33—C32—N7	108.9 (3)
C6—C7—H7	119.9	C33—C32—C31	132.0 (4)
C7—C8—C9	119.7 (5)	N7—C32—C31	119.1 (3)
C7—C8—H8	120.1	N7—C34—N12	109.7 (3)
C9—C8—H8	120.1	N7—C34—H34	125.1
C8—C9—C10	120.7 (5)	N12—C34—H34	125.1
C8—C9—H9	119.6	O3—C35—H35A	109.5
C10—C9—H9	119.6	O3—C35—H35B	109.5
C9—C10—C5	120.5 (5)	H35A—C35—H35B	109.5
C9—C10—H10	119.7	O3—C35—H35C	109.5
C5—C10—H10	119.7	H35A—C35—H35C	109.5
C12—C11—H11A	109.5	H35B—C35—H35C	109.5
C12—C11—H11B	109.5	C35—O3—H3A	109.5
H11A—C11—H11B	109.5	C34—N12—C33	108.9 (3)
C12—C11—H11C	109.5	C34—N12—NH12	125.5
H11A—C11—H11C	109.5	C33—N12—NH12	125.5
H11B—C11—H11C	109.5
N7—Zn1—O2—C31	−5.9 (3)	C10—C5—C6—C7	0.4 (7)
N5—Zn1—O2—C31	−147.9 (3)	C4—C5—C6—C7	178.6 (4)
N1—Zn1—O2—C31	113.8 (3)	C5—C6—C7—C8	1.0 (8)
N7—Zn1—N1—C4	41.4 (4)	C6—C7—C8—C9	−1.0 (9)
N5—Zn1—N1—C4	−129.2 (4)	C7—C8—C9—C10	−0.5 (8)
O2—Zn1—N1—C4	−39.3 (4)	C8—C9—C10—C5	1.9 (8)
N3—Zn1—N1—C4	149.7 (4)	C6—C5—C10—C9	−1.8 (7)
N7—Zn1—N1—N2	−162.6 (2)	C4—C5—C10—C9	180.0 (4)
N5—Zn1—N1—N2	26.8 (3)	N3—N4—C12—C13	−1.6 (5)
O2—Zn1—N1—N2	116.7 (2)	B1—N4—C12—C13	177.5 (4)
N3—Zn1—N1—N2	−54.3 (2)	N3—N4—C12—C11	176.9 (4)
C4—N1—N2—C2	0.3 (4)	B1—N4—C12—C11	−4.0 (7)
Zn1—N1—N2—C2	−162.6 (3)	N4—C12—C13—C14	0.0 (5)
C4—N1—N2—B1	−179.4 (3)	C11—C12—C13—C14	−178.4 (5)
Zn1—N1—N2—B1	17.7 (4)	N4—N3—C14—C13	−2.7 (5)
N7—Zn1—N3—C14	3.0 (5)	Zn1—N3—C14—C13	149.0 (4)
N5—Zn1—N3—C14	143.3 (5)	N4—N3—C14—C15	173.4 (4)
N1—Zn1—N3—C14	−118.2 (5)	Zn1—N3—C14—C15	−34.9 (7)
N7—Zn1—N3—N4	154.1 (2)	C12—C13—C14—N3	1.7 (5)
N5—Zn1—N3—N4	−65.6 (3)	C12—C13—C14—C15	−173.9 (4)
N1—Zn1—N3—N4	32.9 (3)	N3—C14—C15—C16	141.4 (4)
C14—N3—N4—C12	2.7 (4)	C13—C14—C15—C16	−43.4 (7)
Zn1—N3—N4—C12	−158.2 (3)	N3—C14—C15—C20	−37.1 (6)
C14—N3—N4—B1	−176.6 (4)	C13—C14—C15—C20	138.1 (5)
Zn1—N3—N4—B1	22.5 (4)	C20—C15—C16—C17	1.9 (7)
N7—Zn1—N5—C24	−26.5 (5)	C14—C15—C16—C17	−176.7 (4)
N1—Zn1—N5—C24	140.5 (4)	C15—C16—C17—C18	0.8 (8)
O2—Zn1—N5—C24	46.5 (4)	C16—C17—C18—C19	−3.1 (9)
N3—Zn1—N5—C24	−130.8 (4)	C17—C18—C19—C20	2.6 (8)
N7—Zn1—N5—N6	163.0 (2)	C18—C19—C20—C15	0.1 (7)
N1—Zn1—N5—N6	−29.9 (3)	C16—C15—C20—C19	−2.3 (7)
O2—Zn1—N5—N6	−123.9 (3)	C14—C15—C20—C19	176.3 (4)
N3—Zn1—N5—N6	58.8 (2)	N5—N6—C22—C23	0.9 (5)
C24—N5—N6—C22	−1.5 (4)	B1—N6—C22—C23	−175.8 (4)
Zn1—N5—N6—C22	171.9 (3)	N5—N6—C22—C21	−177.2 (4)
C24—N5—N6—B1	175.6 (4)	B1—N6—C22—C21	6.0 (7)
Zn1—N5—N6—B1	−10.9 (4)	N6—C22—C23—C24	0.0 (5)
N5—Zn1—N7—C34	−107.4 (5)	C21—C22—C23—C24	178.0 (4)
N1—Zn1—N7—C34	87.4 (5)	N6—N5—C24—C23	1.5 (4)
O2—Zn1—N7—C34	176.3 (5)	Zn1—N5—C24—C23	−169.4 (3)
N3—Zn1—N7—C34	−12.0 (5)	N6—N5—C24—C25	−173.6 (4)
N5—Zn1—N7—C32	80.6 (3)	Zn1—N5—C24—C25	15.5 (7)
N1—Zn1—N7—C32	−84.6 (3)	C22—C23—C24—N5	−0.9 (5)
O2—Zn1—N7—C32	4.3 (3)	C22—C23—C24—C25	173.8 (4)
N3—Zn1—N7—C32	176.0 (3)	N5—C24—C25—C30	26.2 (7)
C2—N2—B1—N6	111.0 (5)	C23—C24—C25—C30	−147.9 (5)
N1—N2—B1—N6	−69.4 (4)	N5—C24—C25—C26	−157.1 (4)
C2—N2—B1—N4	−129.2 (4)	C23—C24—C25—C26	28.8 (7)
N1—N2—B1—N4	50.4 (5)	C30—C25—C26—C27	1.2 (7)
C22—N6—B1—N2	−118.2 (4)	C24—C25—C26—C27	−175.6 (5)
N5—N6—B1—N2	65.4 (4)	C25—C26—C27—C28	−0.3 (9)
C22—N6—B1—N4	123.0 (4)	C26—C27—C28—C29	−1.2 (10)
N5—N6—B1—N4	−53.4 (5)	C27—C28—C29—C30	1.6 (10)
C12—N4—B1—N2	104.3 (5)	C26—C25—C30—C29	−0.7 (8)
N3—N4—B1—N2	−76.6 (5)	C24—C25—C30—C29	176.1 (5)
C12—N4—B1—N6	−135.8 (4)	C28—C29—C30—C25	−0.7 (9)
N3—N4—B1—N6	43.3 (5)	Zn1—O2—C31—O1	−174.5 (4)
N1—N2—C2—C3	0.0 (5)	Zn1—O2—C31—C32	5.8 (4)
B1—N2—C2—C3	179.7 (4)	N12—C33—C32—N7	−0.6 (5)
N1—N2—C2—C1	178.8 (4)	N12—C33—C32—C31	177.2 (4)
B1—N2—C2—C1	−1.5 (7)	C34—N7—C32—C33	0.5 (5)
N2—C2—C3—C4	−0.3 (5)	Zn1—N7—C32—C33	175.3 (3)
C1—C2—C3—C4	−178.9 (4)	C34—N7—C32—C31	−177.6 (4)
N2—N1—C4—C3	−0.5 (4)	Zn1—N7—C32—C31	−2.8 (5)
Zn1—N1—C4—C3	156.8 (3)	O1—C31—C32—C33	0.5 (7)
N2—N1—C4—C5	178.1 (3)	O2—C31—C32—C33	−179.8 (4)
Zn1—N1—C4—C5	−24.6 (6)	O1—C31—C32—N7	178.1 (4)
C2—C3—C4—N1	0.5 (5)	O2—C31—C32—N7	−2.2 (6)
C2—C3—C4—C5	−178.0 (4)	C32—N7—C34—N12	−0.2 (5)
N1—C4—C5—C6	144.6 (4)	Zn1—N7—C34—N12	−172.5 (3)
C3—C4—C5—C6	−37.1 (7)	N7—C34—N12—C33	−0.2 (5)
N1—C4—C5—C10	−37.3 (6)	C32—C33—N12—C34	0.5 (5)
C3—C4—C5—C10	141.0 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O1	0.82	1.93	2.728 (5)	165
N12—NH12···O2^i	0.86	1.89	2.711 (4)	160

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