

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S2414314617010677/bv4008sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S2414314617010677/bv4008Isup2.hkl |
CCDC reference: 1563052
checkCIF/PLATON results
No syntax errors found Datablock: I
Alert level B PLAT910_ALERT_3_B Missing # of FCF Reflection(s) Below Theta(Min) 11 Note
Alert level C PLAT420_ALERT_2_C D-H Without Acceptor N2 -- H2 ... Please Check PLAT906_ALERT_3_C Large K value in the Analysis of Variance ...... 5.109 Check PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 27 Report
Alert level G PLAT007_ALERT_5_G Number of Unrefined Donor-H Atoms .............. 1 Report PLAT063_ALERT_4_G Crystal Size Likely too Large for Beam Size .... 0.63 mm PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large 11.64 Why ? PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 85 Note PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 13 Note PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 2 Note
0 ALERT level A = Most likely a serious problem - resolve or explain 1 ALERT level B = A potentially serious problem, consider carefully 3 ALERT level C = Check. Ensure it is not caused by an omission or oversight 6 ALERT level G = General information/check it is not something unexpected 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2013); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013); program(s) used to solve structure: SHELXT (Sheldrick, 2015); program(s) used to refine structure: XL (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).
[Ni(C12H18N2S2)2](C24H20B)2 | F(000) = 2424 |
Mr = 1141.81 | Dx = 1.284 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 16.376 (2) Å | Cell parameters from 4652 reflections |
b = 9.9864 (14) Å | θ = 2.6–24.3° |
c = 36.605 (5) Å | µ = 0.45 mm−1 |
β = 99.419 (4)° | T = 150 K |
V = 5905.6 (14) Å3 | Block, violet |
Z = 4 | 0.63 × 0.60 × 0.34 mm |
Bruker APEXII CCD diffractometer | 6401 independent reflections |
Radiation source: sealed X-ray tube | 4454 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.076 |
Detector resolution: 5.6 pixels mm-1 | θmax = 27.1°, θmin = 3.1° |
φ and ω scans | h = −20→20 |
Absorption correction: numerical (SADABS; Bruker, 2012) | k = −12→12 |
Tmin = 0.599, Tmax = 0.746 | l = −46→46 |
30373 measured reflections |
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.054 | H-atom parameters constrained |
wR(F2) = 0.109 | w = 1/[σ2(Fo2) + (0.029P)2 + 11.6381P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
6401 reflections | Δρmax = 0.30 e Å−3 |
368 parameters | Δρmin = −0.71 e Å−3 |
0 restraints |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All N(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: N2(H2) 2.b Secondary CH2 refined with riding coordinates: C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B) 2.c Aromatic/amide H refined with riding coordinates: C18(H18), C3(H3), C17(H17), C15(H15), C1(H1), C16(H16), C14(H14), C6(H6), C32(H32), C5(H5), C4(H4), C33(H33), C34(H34), C36(H36), C35(H35), C24(H24), C26(H26), C23(H23), C20(H20), C21(H21), C30(H30), C22(H22), C29(H29), C27(H27), C28(H28) 2.d Idealised Me refined as rotating group: C11(H11A,H11B,H11C), C12(H12A,H12B,H12C) |
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.5000 | 0.94419 (5) | 0.7500 | 0.01869 (13) | |
S1 | 0.40969 (4) | 1.10165 (7) | 0.75171 (2) | 0.02515 (18) | |
N1 | 0.41471 (13) | 0.8114 (2) | 0.73848 (6) | 0.0198 (5) | |
N2 | 0.40986 (14) | 0.9765 (2) | 0.62926 (6) | 0.0281 (6) | |
H2 | 0.4357 | 0.9225 | 0.6120 | 0.034* | |
C18 | 0.50475 (16) | 0.4326 (3) | 0.66288 (7) | 0.0220 (6) | |
H18 | 0.4515 | 0.4090 | 0.6518 | 0.026* | |
C3 | 0.26569 (17) | 0.8453 (3) | 0.80122 (8) | 0.0271 (7) | |
H3 | 0.2463 | 0.7577 | 0.7984 | 0.033* | |
C2 | 0.32047 (16) | 0.8932 (3) | 0.77834 (7) | 0.0211 (6) | |
C17 | 0.52741 (18) | 0.4125 (3) | 0.70094 (8) | 0.0275 (7) | |
H17 | 0.4896 | 0.3758 | 0.7145 | 0.033* | |
C15 | 0.66161 (19) | 0.4988 (3) | 0.69757 (8) | 0.0285 (7) | |
H15 | 0.7149 | 0.5210 | 0.7089 | 0.034* | |
C13 | 0.55877 (17) | 0.4869 (2) | 0.64052 (7) | 0.0209 (6) | |
C1 | 0.34617 (17) | 0.8015 (3) | 0.75121 (7) | 0.0218 (6) | |
H1 | 0.3107 | 0.7315 | 0.7426 | 0.026* | |
C31 | 0.45004 (16) | 0.4282 (3) | 0.57731 (7) | 0.0208 (6) | |
C16 | 0.60599 (19) | 0.4470 (3) | 0.71857 (8) | 0.0281 (6) | |
H16 | 0.6211 | 0.4356 | 0.7440 | 0.034* | |
C14 | 0.63840 (17) | 0.5177 (3) | 0.65982 (8) | 0.0253 (6) | |
H14 | 0.6773 | 0.5526 | 0.6465 | 0.030* | |
C6 | 0.31900 (17) | 1.1093 (3) | 0.80796 (8) | 0.0274 (7) | |
H6 | 0.3353 | 1.1985 | 0.8102 | 0.033* | |
C19 | 0.61271 (16) | 0.4398 (3) | 0.57707 (7) | 0.0209 (6) | |
C32 | 0.37278 (16) | 0.4651 (3) | 0.58659 (8) | 0.0247 (6) | |
H32 | 0.3711 | 0.5340 | 0.6035 | 0.030* | |
C5 | 0.26801 (18) | 1.0579 (3) | 0.83128 (8) | 0.0318 (7) | |
H5 | 0.2522 | 1.1123 | 0.8495 | 0.038* | |
C25 | 0.52708 (16) | 0.6677 (3) | 0.58324 (8) | 0.0215 (6) | |
C8 | 0.42913 (17) | 0.7166 (3) | 0.70892 (7) | 0.0226 (6) | |
H8A | 0.3794 | 0.6643 | 0.7011 | 0.027* | |
H8B | 0.4734 | 0.6555 | 0.7186 | 0.027* | |
C7 | 0.34641 (16) | 1.0285 (3) | 0.78095 (7) | 0.0223 (6) | |
C4 | 0.24024 (17) | 0.9263 (3) | 0.82782 (8) | 0.0303 (7) | |
H4 | 0.2050 | 0.8932 | 0.8432 | 0.036* | |
C33 | 0.29891 (18) | 0.4027 (3) | 0.57146 (8) | 0.0303 (7) | |
H33 | 0.2496 | 0.4292 | 0.5788 | 0.036* | |
C34 | 0.29856 (18) | 0.3015 (3) | 0.54565 (8) | 0.0297 (7) | |
H34 | 0.2494 | 0.2591 | 0.5356 | 0.036* | |
C36 | 0.44618 (18) | 0.3265 (3) | 0.55081 (7) | 0.0241 (6) | |
H36 | 0.4952 | 0.2989 | 0.5434 | 0.029* | |
C35 | 0.37274 (18) | 0.2643 (3) | 0.53491 (8) | 0.0292 (7) | |
H35 | 0.3735 | 0.1980 | 0.5171 | 0.035* | |
C24 | 0.64779 (17) | 0.3167 (3) | 0.59048 (8) | 0.0253 (6) | |
H24 | 0.6304 | 0.2786 | 0.6111 | 0.030* | |
C26 | 0.57679 (17) | 0.7696 (3) | 0.60160 (8) | 0.0261 (6) | |
H26 | 0.6133 | 0.7481 | 0.6230 | 0.031* | |
C23 | 0.70681 (19) | 0.2500 (3) | 0.57433 (8) | 0.0337 (7) | |
H23 | 0.7279 | 0.1686 | 0.5840 | 0.040* | |
C20 | 0.64204 (17) | 0.4912 (3) | 0.54601 (7) | 0.0252 (6) | |
H20 | 0.6209 | 0.5721 | 0.5361 | 0.030* | |
C9 | 0.45220 (17) | 0.7912 (3) | 0.67557 (7) | 0.0253 (6) | |
H9A | 0.5018 | 0.8436 | 0.6835 | 0.030* | |
H9B | 0.4645 | 0.7266 | 0.6574 | 0.030* | |
C21 | 0.70175 (18) | 0.4253 (3) | 0.52945 (8) | 0.0337 (7) | |
H21 | 0.7194 | 0.4624 | 0.5088 | 0.040* | |
C30 | 0.47271 (19) | 0.7095 (3) | 0.55167 (8) | 0.0328 (7) | |
H30 | 0.4379 | 0.6462 | 0.5385 | 0.039* | |
C22 | 0.7346 (2) | 0.3050 (3) | 0.54369 (8) | 0.0371 (8) | |
H22 | 0.7749 | 0.2614 | 0.5329 | 0.045* | |
C10 | 0.38377 (18) | 0.8832 (3) | 0.65759 (8) | 0.0294 (7) | |
H10A | 0.3378 | 0.8291 | 0.6457 | 0.035* | |
H10B | 0.3644 | 0.9360 | 0.6767 | 0.035* | |
C29 | 0.4683 (2) | 0.8411 (3) | 0.53907 (10) | 0.0410 (8) | |
H29 | 0.4311 | 0.8639 | 0.5180 | 0.049* | |
C27 | 0.57369 (19) | 0.9017 (3) | 0.58911 (9) | 0.0346 (8) | |
H27 | 0.6086 | 0.9654 | 0.6019 | 0.042* | |
C28 | 0.5191 (2) | 0.9386 (3) | 0.55781 (9) | 0.0386 (8) | |
H28 | 0.5165 | 1.0267 | 0.5495 | 0.046* | |
C11 | 0.4715 (2) | 1.0792 (3) | 0.64582 (9) | 0.0417 (8) | |
H11A | 0.4503 | 1.1264 | 0.6651 | 0.063* | |
H11B | 0.4813 | 1.1413 | 0.6270 | 0.063* | |
H11C | 0.5225 | 1.0357 | 0.6560 | 0.063* | |
C12 | 0.3369 (2) | 1.0444 (4) | 0.60779 (10) | 0.0535 (10) | |
H12A | 0.2976 | 0.9785 | 0.5970 | 0.080* | |
H12B | 0.3542 | 1.0973 | 0.5885 | 0.080* | |
H12C | 0.3119 | 1.1014 | 0.6239 | 0.080* | |
B1 | 0.53614 (19) | 0.5067 (3) | 0.59512 (9) | 0.0214 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0205 (3) | 0.0140 (2) | 0.0217 (3) | 0.000 | 0.0037 (2) | 0.000 |
S1 | 0.0272 (4) | 0.0168 (3) | 0.0323 (4) | 0.0024 (3) | 0.0072 (3) | 0.0020 (3) |
N1 | 0.0215 (12) | 0.0168 (11) | 0.0205 (12) | 0.0004 (9) | 0.0020 (10) | 0.0006 (9) |
N2 | 0.0271 (14) | 0.0309 (14) | 0.0257 (14) | −0.0052 (11) | 0.0028 (11) | 0.0043 (11) |
C18 | 0.0215 (14) | 0.0193 (13) | 0.0264 (15) | −0.0002 (11) | 0.0080 (12) | 0.0000 (12) |
C3 | 0.0209 (15) | 0.0306 (15) | 0.0304 (17) | 0.0036 (12) | 0.0057 (13) | 0.0045 (13) |
C2 | 0.0198 (14) | 0.0234 (13) | 0.0197 (15) | 0.0043 (11) | 0.0019 (12) | 0.0027 (11) |
C17 | 0.0355 (17) | 0.0231 (15) | 0.0268 (16) | 0.0032 (12) | 0.0140 (14) | 0.0013 (12) |
C15 | 0.0333 (17) | 0.0238 (14) | 0.0265 (16) | −0.0030 (13) | −0.0005 (13) | −0.0022 (13) |
C13 | 0.0249 (15) | 0.0148 (13) | 0.0235 (15) | 0.0011 (11) | 0.0058 (12) | −0.0006 (11) |
C1 | 0.0216 (15) | 0.0202 (13) | 0.0227 (15) | −0.0010 (11) | 0.0009 (12) | 0.0008 (12) |
C31 | 0.0238 (14) | 0.0189 (13) | 0.0195 (14) | 0.0005 (11) | 0.0033 (11) | 0.0046 (11) |
C16 | 0.0443 (18) | 0.0236 (14) | 0.0162 (14) | 0.0084 (14) | 0.0040 (13) | 0.0005 (12) |
C14 | 0.0261 (16) | 0.0234 (15) | 0.0269 (16) | −0.0033 (12) | 0.0055 (13) | 0.0032 (12) |
C6 | 0.0253 (16) | 0.0261 (15) | 0.0294 (17) | 0.0058 (12) | 0.0007 (13) | −0.0009 (13) |
C19 | 0.0200 (14) | 0.0239 (14) | 0.0182 (14) | −0.0049 (12) | 0.0014 (11) | −0.0020 (12) |
C32 | 0.0271 (16) | 0.0226 (15) | 0.0243 (15) | 0.0015 (12) | 0.0044 (12) | −0.0014 (12) |
C5 | 0.0281 (16) | 0.0417 (18) | 0.0258 (16) | 0.0114 (15) | 0.0051 (13) | −0.0018 (14) |
C25 | 0.0188 (14) | 0.0219 (14) | 0.0247 (15) | 0.0015 (11) | 0.0066 (12) | 0.0012 (12) |
C8 | 0.0278 (16) | 0.0179 (13) | 0.0210 (15) | −0.0010 (11) | 0.0011 (12) | −0.0029 (11) |
C7 | 0.0204 (14) | 0.0223 (14) | 0.0228 (15) | 0.0040 (11) | −0.0001 (12) | 0.0020 (11) |
C4 | 0.0257 (16) | 0.0400 (18) | 0.0275 (16) | 0.0073 (13) | 0.0107 (13) | 0.0057 (14) |
C33 | 0.0210 (15) | 0.0350 (16) | 0.0346 (18) | 0.0023 (13) | 0.0036 (13) | 0.0070 (14) |
C34 | 0.0267 (16) | 0.0303 (16) | 0.0290 (17) | −0.0076 (13) | −0.0047 (13) | 0.0062 (13) |
C36 | 0.0264 (15) | 0.0236 (14) | 0.0228 (15) | 0.0014 (12) | 0.0056 (12) | 0.0024 (12) |
C35 | 0.0368 (18) | 0.0244 (15) | 0.0246 (16) | −0.0023 (13) | −0.0005 (14) | −0.0016 (12) |
C24 | 0.0279 (16) | 0.0264 (15) | 0.0227 (15) | 0.0027 (12) | 0.0072 (13) | 0.0028 (12) |
C26 | 0.0264 (16) | 0.0244 (15) | 0.0274 (16) | −0.0002 (12) | 0.0045 (13) | −0.0011 (12) |
C23 | 0.0368 (19) | 0.0320 (17) | 0.0325 (18) | 0.0129 (14) | 0.0062 (15) | 0.0018 (14) |
C20 | 0.0232 (15) | 0.0291 (15) | 0.0226 (15) | 0.0021 (12) | 0.0018 (12) | 0.0022 (12) |
C9 | 0.0274 (16) | 0.0258 (15) | 0.0231 (16) | −0.0010 (12) | 0.0050 (13) | −0.0060 (12) |
C21 | 0.0340 (17) | 0.0462 (19) | 0.0227 (16) | −0.0015 (15) | 0.0093 (13) | 0.0014 (14) |
C30 | 0.0345 (18) | 0.0277 (16) | 0.0337 (18) | −0.0060 (14) | −0.0011 (14) | 0.0044 (14) |
C22 | 0.0356 (18) | 0.050 (2) | 0.0288 (18) | 0.0124 (16) | 0.0132 (15) | −0.0058 (15) |
C10 | 0.0286 (17) | 0.0350 (16) | 0.0246 (16) | −0.0058 (13) | 0.0045 (13) | 0.0067 (13) |
C29 | 0.038 (2) | 0.0376 (18) | 0.045 (2) | 0.0018 (15) | −0.0015 (16) | 0.0166 (16) |
C27 | 0.0342 (18) | 0.0243 (15) | 0.047 (2) | −0.0066 (13) | 0.0123 (16) | −0.0037 (14) |
C28 | 0.0411 (19) | 0.0229 (15) | 0.054 (2) | 0.0015 (15) | 0.0138 (17) | 0.0105 (15) |
C11 | 0.047 (2) | 0.0361 (18) | 0.042 (2) | −0.0135 (16) | 0.0049 (16) | 0.0022 (15) |
C12 | 0.043 (2) | 0.063 (2) | 0.051 (2) | −0.0031 (19) | −0.0010 (17) | 0.029 (2) |
B1 | 0.0221 (17) | 0.0225 (15) | 0.0198 (17) | −0.0004 (13) | 0.0043 (13) | 0.0031 (13) |
Ni1—S1 | 2.1665 (8) | C25—C30 | 1.402 (4) |
Ni1—S1i | 2.1665 (8) | C25—B1 | 1.665 (4) |
Ni1—N1i | 1.922 (2) | C8—H8A | 0.9700 |
Ni1—N1 | 1.922 (2) | C8—H8B | 0.9700 |
S1—C7 | 1.765 (3) | C8—C9 | 1.529 (4) |
N1—C1 | 1.287 (3) | C4—H4 | 0.9300 |
N1—C8 | 1.485 (3) | C33—H33 | 0.9300 |
N2—H2 | 0.9800 | C33—C34 | 1.383 (4) |
N2—C10 | 1.507 (3) | C34—H34 | 0.9300 |
N2—C11 | 1.496 (4) | C34—C35 | 1.387 (4) |
N2—C12 | 1.482 (4) | C36—H36 | 0.9300 |
C18—H18 | 0.9300 | C36—C35 | 1.393 (4) |
C18—C17 | 1.396 (4) | C35—H35 | 0.9300 |
C18—C13 | 1.409 (4) | C24—H24 | 0.9300 |
C3—H3 | 0.9300 | C24—C23 | 1.383 (4) |
C3—C2 | 1.408 (4) | C26—H26 | 0.9300 |
C3—C4 | 1.381 (4) | C26—C27 | 1.394 (4) |
C2—C1 | 1.463 (4) | C23—H23 | 0.9300 |
C2—C7 | 1.414 (4) | C23—C22 | 1.391 (4) |
C17—H17 | 0.9300 | C20—H20 | 0.9300 |
C17—C16 | 1.385 (4) | C20—C21 | 1.396 (4) |
C15—H15 | 0.9300 | C9—H9A | 0.9700 |
C15—C16 | 1.385 (4) | C9—H9B | 0.9700 |
C15—C14 | 1.385 (4) | C9—C10 | 1.513 (4) |
C13—C14 | 1.412 (4) | C21—H21 | 0.9300 |
C13—B1 | 1.654 (4) | C21—C22 | 1.384 (4) |
C1—H1 | 0.9300 | C30—H30 | 0.9300 |
C31—C32 | 1.411 (4) | C30—C29 | 1.391 (4) |
C31—C36 | 1.399 (4) | C22—H22 | 0.9300 |
C31—B1 | 1.651 (4) | C10—H10A | 0.9700 |
C16—H16 | 0.9300 | C10—H10B | 0.9700 |
C14—H14 | 0.9300 | C29—H29 | 0.9300 |
C6—H6 | 0.9300 | C29—C28 | 1.386 (4) |
C6—C5 | 1.387 (4) | C27—H27 | 0.9300 |
C6—C7 | 1.406 (4) | C27—C28 | 1.383 (4) |
C19—C24 | 1.411 (4) | C28—H28 | 0.9300 |
C19—C20 | 1.402 (4) | C11—H11A | 0.9600 |
C19—B1 | 1.651 (4) | C11—H11B | 0.9600 |
C32—H32 | 0.9300 | C11—H11C | 0.9600 |
C32—C33 | 1.392 (4) | C12—H12A | 0.9600 |
C5—H5 | 0.9300 | C12—H12B | 0.9600 |
C5—C4 | 1.390 (4) | C12—H12C | 0.9600 |
C25—C26 | 1.404 (4) | ||
S1—Ni1—S1i | 86.93 (4) | C32—C33—H33 | 119.8 |
N1—Ni1—S1i | 165.78 (7) | C34—C33—C32 | 120.3 (3) |
N1i—Ni1—S1 | 165.78 (7) | C34—C33—H33 | 119.8 |
N1—Ni1—S1 | 91.85 (7) | C33—C34—H34 | 120.6 |
N1i—Ni1—S1i | 91.85 (7) | C33—C34—C35 | 118.9 (3) |
N1i—Ni1—N1 | 92.73 (13) | C35—C34—H34 | 120.6 |
C7—S1—Ni1 | 100.86 (9) | C31—C36—H36 | 118.3 |
C1—N1—Ni1 | 128.23 (19) | C35—C36—C31 | 123.4 (3) |
C1—N1—C8 | 117.8 (2) | C35—C36—H36 | 118.3 |
C8—N1—Ni1 | 113.76 (16) | C34—C35—C36 | 119.9 (3) |
C10—N2—H2 | 107.8 | C34—C35—H35 | 120.1 |
C11—N2—H2 | 107.8 | C36—C35—H35 | 120.1 |
C11—N2—C10 | 113.2 (2) | C19—C24—H24 | 118.5 |
C12—N2—H2 | 107.8 | C23—C24—C19 | 123.0 (3) |
C12—N2—C10 | 110.7 (2) | C23—C24—H24 | 118.5 |
C12—N2—C11 | 109.5 (3) | C25—C26—H26 | 118.6 |
C17—C18—H18 | 118.5 | C27—C26—C25 | 122.8 (3) |
C17—C18—C13 | 123.1 (3) | C27—C26—H26 | 118.6 |
C13—C18—H18 | 118.5 | C24—C23—H23 | 120.0 |
C2—C3—H3 | 119.5 | C24—C23—C22 | 119.9 (3) |
C4—C3—H3 | 119.5 | C22—C23—H23 | 120.0 |
C4—C3—C2 | 121.0 (3) | C19—C20—H20 | 118.7 |
C3—C2—C1 | 118.2 (2) | C21—C20—C19 | 122.5 (3) |
C3—C2—C7 | 119.9 (2) | C21—C20—H20 | 118.7 |
C7—C2—C1 | 121.8 (2) | C8—C9—H9A | 109.1 |
C18—C17—H17 | 119.9 | C8—C9—H9B | 109.1 |
C16—C17—C18 | 120.3 (3) | H9A—C9—H9B | 107.9 |
C16—C17—H17 | 119.9 | C10—C9—C8 | 112.4 (2) |
C16—C15—H15 | 119.8 | C10—C9—H9A | 109.1 |
C16—C15—C14 | 120.5 (3) | C10—C9—H9B | 109.1 |
C14—C15—H15 | 119.8 | C20—C21—H21 | 119.9 |
C18—C13—C14 | 114.2 (2) | C22—C21—C20 | 120.2 (3) |
C18—C13—B1 | 124.8 (2) | C22—C21—H21 | 119.9 |
C14—C13—B1 | 120.9 (2) | C25—C30—H30 | 118.4 |
N1—C1—C2 | 124.2 (2) | C29—C30—C25 | 123.1 (3) |
N1—C1—H1 | 117.9 | C29—C30—H30 | 118.4 |
C2—C1—H1 | 117.9 | C23—C22—H22 | 120.4 |
C32—C31—B1 | 121.5 (2) | C21—C22—C23 | 119.2 (3) |
C36—C31—C32 | 114.6 (2) | C21—C22—H22 | 120.4 |
C36—C31—B1 | 123.9 (2) | N2—C10—C9 | 113.7 (2) |
C17—C16—H16 | 120.7 | N2—C10—H10A | 108.8 |
C15—C16—C17 | 118.6 (3) | N2—C10—H10B | 108.8 |
C15—C16—H16 | 120.7 | C9—C10—H10A | 108.8 |
C15—C14—C13 | 123.3 (3) | C9—C10—H10B | 108.8 |
C15—C14—H14 | 118.3 | H10A—C10—H10B | 107.7 |
C13—C14—H14 | 118.3 | C30—C29—H29 | 119.8 |
C5—C6—H6 | 119.5 | C28—C29—C30 | 120.3 (3) |
C5—C6—C7 | 120.9 (3) | C28—C29—H29 | 119.8 |
C7—C6—H6 | 119.5 | C26—C27—H27 | 119.7 |
C24—C19—B1 | 120.4 (2) | C28—C27—C26 | 120.5 (3) |
C20—C19—C24 | 115.3 (2) | C28—C27—H27 | 119.7 |
C20—C19—B1 | 124.1 (2) | C29—C28—H28 | 120.8 |
C31—C32—H32 | 118.6 | C27—C28—C29 | 118.5 (3) |
C33—C32—C31 | 122.8 (3) | C27—C28—H28 | 120.8 |
C33—C32—H32 | 118.6 | N2—C11—H11A | 109.5 |
C6—C5—H5 | 119.5 | N2—C11—H11B | 109.5 |
C6—C5—C4 | 121.0 (3) | N2—C11—H11C | 109.5 |
C4—C5—H5 | 119.5 | H11A—C11—H11B | 109.5 |
C26—C25—B1 | 123.7 (2) | H11A—C11—H11C | 109.5 |
C30—C25—C26 | 114.8 (2) | H11B—C11—H11C | 109.5 |
C30—C25—B1 | 121.3 (2) | N2—C12—H12A | 109.5 |
N1—C8—H8A | 109.4 | N2—C12—H12B | 109.5 |
N1—C8—H8B | 109.4 | N2—C12—H12C | 109.5 |
N1—C8—C9 | 111.1 (2) | H12A—C12—H12B | 109.5 |
H8A—C8—H8B | 108.0 | H12A—C12—H12C | 109.5 |
C9—C8—H8A | 109.4 | H12B—C12—H12C | 109.5 |
C9—C8—H8B | 109.4 | C13—B1—C25 | 112.0 (2) |
C2—C7—S1 | 123.6 (2) | C31—B1—C13 | 112.1 (2) |
C6—C7—S1 | 118.4 (2) | C31—B1—C25 | 108.8 (2) |
C6—C7—C2 | 118.0 (2) | C19—B1—C13 | 107.1 (2) |
C3—C4—C5 | 119.1 (3) | C19—B1—C31 | 107.8 (2) |
C3—C4—H4 | 120.5 | C19—B1—C25 | 109.1 (2) |
C5—C4—H4 | 120.5 |
Symmetry code: (i) −x+1, y, −z+3/2. |
Cg is the centroid of the C25–C30 ring. |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2···Cg | 0.98 | 2.54 | 3.510 (3) | 171 |