# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(1) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 2' _chemical_melting_point '230-231 (decomp.)' _chemical_formula_moiety 'C34 H39 B Mn N6 Si' _chemical_formula_sum 'C34 H39 B Mn N6 Si' _chemical_formula_weight 625.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.0452(8) _cell_length_b 12.2168(8) _cell_length_c 12.2741(8) _cell_angle_alpha 64.398(3) _cell_angle_beta 89.331(3) _cell_angle_gamma 87.037(3) _cell_volume 1626.55(19) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9664 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 25.39 _exptl_crystal_description rode _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 658 _exptl_absorpt_coefficient_mu 0.476 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9282 _exptl_absorpt_correction_T_max 0.9621 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 59712 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0149 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.41 _reflns_number_total 5937 _reflns_number_gt 5420 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0346P)^2^+1.4321P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5937 _refine_ls_number_parameters 398 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0821 _refine_ls_wR_factor_gt 0.0798 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.87269(14) 0.12960(16) 0.60673(16) 0.0201(4) Uani 1 1 d . . . H1A H 0.8837 0.1002 0.5453 0.024 Uiso 1 1 calc R . . H1B H 0.9093 0.2056 0.5804 0.024 Uiso 1 1 calc R . . C2 C 1.03828(15) 0.08553(17) 0.81572(18) 0.0254(4) Uani 1 1 d . . . H2A H 1.0899 0.1307 0.7545 0.038 Uiso 1 1 calc R . . H2B H 1.0781 0.0222 0.8824 0.038 Uiso 1 1 calc R . . H2C H 0.9987 0.1390 0.8432 0.038 Uiso 1 1 calc R . . C3 C 1.01204(15) -0.11375(17) 0.73454(17) 0.0242(4) Uani 1 1 d . . . H3A H 0.9591 -0.1612 0.7185 0.036 Uiso 1 1 calc R . . H3B H 1.0523 -0.1638 0.8078 0.036 Uiso 1 1 calc R . . H3C H 1.0631 -0.0829 0.6687 0.036 Uiso 1 1 calc R . . C4 C 0.83250(16) -0.05554(19) 0.87391(17) 0.0293(4) Uani 1 1 d . . . H4A H 0.7941 0.0061 0.8909 0.044 Uiso 1 1 calc R . . H4B H 0.8701 -0.1137 0.9457 0.044 Uiso 1 1 calc R . . H4C H 0.7800 -0.0958 0.8475 0.044 Uiso 1 1 calc R . . C5 C 0.41628(16) 0.1689(2) 0.96997(18) 0.0298(4) Uani 1 1 d . . . H5A H 0.3570 0.2223 0.9208 0.045 Uiso 1 1 calc R . . H5B H 0.4213 0.1770 1.0441 0.045 Uiso 1 1 calc R . . H5C H 0.4017 0.0865 0.9875 0.045 Uiso 1 1 calc R . . C6 C 0.52354(15) 0.20158(16) 0.90373(16) 0.0207(4) Uani 1 1 d . . . C7 C 0.61817(15) 0.24355(16) 0.93196(16) 0.0209(4) Uani 1 1 d . . . H7 H 0.6293 0.2593 0.9986 0.025 Uiso 1 1 calc R . . C8 C 0.69410(14) 0.25763(15) 0.84022(15) 0.0171(3) Uani 1 1 d . . . C9 C 0.80661(14) 0.30440(15) 0.82406(15) 0.0179(3) Uani 1 1 d . . . C10 C 0.86613(15) 0.29927(16) 0.92349(17) 0.0222(4) Uani 1 1 d . . . H10 H 0.8352 0.2646 1.0000 0.027 Uiso 1 1 calc R . . C11 C 0.97080(16) 0.34538(17) 0.90904(18) 0.0275(4) Uani 1 1 d . . . H11 H 1.0093 0.3423 0.9757 0.033 Uiso 1 1 calc R . . C12 C 1.01850(16) 0.39621(17) 0.79546(19) 0.0295(4) Uani 1 1 d . . . H12 H 1.0890 0.4265 0.7859 0.035 Uiso 1 1 calc R . . C13 C 0.96038(16) 0.40147(17) 0.69669(18) 0.0273(4) Uani 1 1 d . . . H13 H 0.9921 0.4351 0.6205 0.033 Uiso 1 1 calc R . . C14 C 0.85528(15) 0.35694(15) 0.71058(16) 0.0214(4) Uani 1 1 d . . . H14 H 0.8165 0.3621 0.6433 0.026 Uiso 1 1 calc R . . C15 C 0.28796(15) 0.38435(17) 0.58153(18) 0.0262(4) Uani 1 1 d . . . H15A H 0.2438 0.3149 0.6034 0.039 Uiso 1 1 calc R . . H15B H 0.2474 0.4554 0.5244 0.039 Uiso 1 1 calc R . . H15C H 0.3046 0.3953 0.6524 0.039 Uiso 1 1 calc R . . C16 C 0.39403(14) 0.36491(16) 0.52596(16) 0.0207(4) Uani 1 1 d . . . C17 C 0.43537(15) 0.43107(16) 0.41266(16) 0.0228(4) Uani 1 1 d . . . H17 H 0.4017 0.4998 0.3511 0.027 Uiso 1 1 calc R . . C18 C 0.53835(14) 0.37428(15) 0.40847(15) 0.0185(4) Uani 1 1 d . . . C19 C 0.61233(15) 0.40484(15) 0.30384(16) 0.0204(4) Uani 1 1 d . . . C20 C 0.57025(18) 0.48215(18) 0.18948(17) 0.0316(4) Uani 1 1 d . . . H20 H 0.4980 0.5158 0.1813 0.038 Uiso 1 1 calc R . . C21 C 0.6349(2) 0.5094(2) 0.08781(19) 0.0400(5) Uani 1 1 d . . . H21 H 0.6056 0.5612 0.0121 0.048 Uiso 1 1 calc R . . C22 C 0.7423(2) 0.46063(19) 0.09745(19) 0.0357(5) Uani 1 1 d . . . H22 H 0.7853 0.4794 0.0289 0.043 Uiso 1 1 calc R . . C23 C 0.78521(18) 0.38303(17) 0.21105(18) 0.0298(4) Uani 1 1 d . . . H23 H 0.8573 0.3491 0.2187 0.036 Uiso 1 1 calc R . . C24 C 0.72073(16) 0.35603(17) 0.31319(17) 0.0256(4) Uani 1 1 d . . . H24 H 0.7504 0.3046 0.3888 0.031 Uiso 1 1 calc R . . C25 C 0.29909(15) -0.04329(17) 0.77793(17) 0.0245(4) Uani 1 1 d . . . H25A H 0.2962 -0.0369 0.8532 0.037 Uiso 1 1 calc R . . H25B H 0.2649 -0.1160 0.7870 0.037 Uiso 1 1 calc R . . H25C H 0.2601 0.0261 0.7166 0.037 Uiso 1 1 calc R . . C26 C 0.41722(14) -0.04816(16) 0.74223(15) 0.0197(4) Uani 1 1 d . . . C27 C 0.47712(15) -0.14008(16) 0.72769(16) 0.0217(4) Uani 1 1 d . . . H27 H 0.4524 -0.2156 0.7408 0.026 Uiso 1 1 calc R . . C28 C 0.58248(15) -0.09675(15) 0.68924(15) 0.0185(4) Uani 1 1 d . . . C29 C 0.67772(15) -0.15948(16) 0.65967(15) 0.0189(4) Uani 1 1 d . . . C30 C 0.73984(15) -0.10161(16) 0.55577(16) 0.0219(4) Uani 1 1 d . . . H30 H 0.7216 -0.0211 0.5032 0.026 Uiso 1 1 calc R . . C31 C 0.82876(16) -0.16311(17) 0.53010(17) 0.0245(4) Uani 1 1 d . . . H31 H 0.8701 -0.1234 0.4608 0.029 Uiso 1 1 calc R . . C32 C 0.85621(16) -0.28343(17) 0.60720(17) 0.0245(4) Uani 1 1 d . . . H32 H 0.9160 -0.3244 0.5899 0.029 Uiso 1 1 calc R . . C33 C 0.79420(16) -0.34255(17) 0.71013(17) 0.0266(4) Uani 1 1 d . . . H33 H 0.8120 -0.4234 0.7619 0.032 Uiso 1 1 calc R . . C34 C 0.70569(16) -0.28086(16) 0.73572(17) 0.0246(4) Uani 1 1 d . . . H34 H 0.6642 -0.3211 0.8048 0.029 Uiso 1 1 calc R . . B1 B 0.45950(16) 0.16972(18) 0.71616(18) 0.0184(4) Uani 1 1 d . . . N1 N 0.64851(11) 0.22514(13) 0.75963(13) 0.0169(3) Uani 1 1 d . . . N2 N 0.54277(11) 0.19193(13) 0.79923(13) 0.0176(3) Uani 1 1 d . . . N3 N 0.55973(12) 0.27811(13) 0.51554(13) 0.0180(3) Uani 1 1 d . . . N4 N 0.46926(11) 0.27226(13) 0.58677(13) 0.0177(3) Uani 1 1 d . . . N5 N 0.58776(11) 0.01577(13) 0.68212(13) 0.0176(3) Uani 1 1 d . . . N6 N 0.48486(11) 0.04486(13) 0.71535(13) 0.0175(3) Uani 1 1 d . . . Si1 Si 0.93715(4) 0.01667(4) 0.75146(4) 0.01895(12) Uani 1 1 d . . . Mn1 Mn 0.70052(2) 0.16103(2) 0.62459(2) 0.01642(8) Uani 1 1 d . . . H1 H 0.3763(15) 0.1721(16) 0.7495(16) 0.013(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0169(8) 0.0231(9) 0.0206(9) -0.0098(7) 0.0012(7) 0.0004(7) C2 0.0220(9) 0.0272(10) 0.0308(10) -0.0167(8) -0.0044(8) 0.0052(8) C3 0.0223(9) 0.0245(9) 0.0275(10) -0.0128(8) -0.0055(7) 0.0015(7) C4 0.0220(10) 0.0382(11) 0.0206(9) -0.0062(8) 0.0000(8) -0.0011(8) C5 0.0241(10) 0.0449(12) 0.0246(10) -0.0187(9) 0.0051(8) -0.0049(9) C6 0.0200(9) 0.0238(9) 0.0181(8) -0.0094(7) 0.0005(7) 0.0031(7) C7 0.0229(9) 0.0244(9) 0.0169(8) -0.0106(7) -0.0010(7) 0.0020(7) C8 0.0185(8) 0.0140(8) 0.0171(8) -0.0057(7) -0.0037(7) 0.0047(7) C9 0.0195(9) 0.0123(8) 0.0216(9) -0.0076(7) -0.0021(7) 0.0033(6) C10 0.0235(9) 0.0209(9) 0.0229(9) -0.0104(7) -0.0014(7) 0.0008(7) C11 0.0265(10) 0.0266(10) 0.0343(11) -0.0175(9) -0.0069(8) -0.0004(8) C12 0.0227(10) 0.0240(10) 0.0444(12) -0.0168(9) 0.0024(9) -0.0049(8) C13 0.0297(10) 0.0199(9) 0.0307(10) -0.0094(8) 0.0061(8) -0.0031(8) C14 0.0249(9) 0.0161(8) 0.0227(9) -0.0080(7) -0.0010(7) 0.0016(7) C15 0.0217(9) 0.0250(10) 0.0315(10) -0.0127(8) -0.0048(8) 0.0087(8) C16 0.0191(9) 0.0192(9) 0.0258(9) -0.0121(8) -0.0084(7) 0.0047(7) C17 0.0247(9) 0.0180(9) 0.0237(9) -0.0077(7) -0.0085(7) 0.0054(7) C18 0.0223(9) 0.0159(8) 0.0192(8) -0.0091(7) -0.0055(7) -0.0010(7) C19 0.0274(9) 0.0150(8) 0.0210(9) -0.0095(7) -0.0030(7) -0.0039(7) C20 0.0356(11) 0.0302(11) 0.0229(10) -0.0061(8) -0.0024(8) 0.0014(9) C21 0.0514(14) 0.0402(12) 0.0196(10) -0.0046(9) -0.0011(9) -0.0004(11) C22 0.0518(14) 0.0320(11) 0.0257(10) -0.0141(9) 0.0126(9) -0.0107(10) C23 0.0338(11) 0.0230(10) 0.0346(11) -0.0141(9) 0.0079(9) -0.0037(8) C24 0.0308(10) 0.0200(9) 0.0236(9) -0.0070(8) 0.0014(8) -0.0020(8) C25 0.0180(9) 0.0281(10) 0.0262(10) -0.0103(8) -0.0006(7) -0.0028(7) C26 0.0187(9) 0.0227(9) 0.0167(8) -0.0076(7) -0.0034(7) -0.0011(7) C27 0.0246(9) 0.0201(9) 0.0218(9) -0.0102(7) -0.0012(7) -0.0027(7) C28 0.0228(9) 0.0185(8) 0.0141(8) -0.0071(7) -0.0024(7) 0.0009(7) C29 0.0221(9) 0.0196(9) 0.0179(8) -0.0108(7) -0.0023(7) -0.0001(7) C30 0.0265(10) 0.0198(9) 0.0190(9) -0.0082(7) -0.0009(7) 0.0012(7) C31 0.0261(10) 0.0283(10) 0.0211(9) -0.0126(8) 0.0035(7) -0.0029(8) C32 0.0242(9) 0.0262(10) 0.0289(10) -0.0178(8) -0.0012(8) 0.0030(8) C33 0.0323(10) 0.0174(9) 0.0288(10) -0.0094(8) -0.0016(8) 0.0037(8) C34 0.0299(10) 0.0206(9) 0.0222(9) -0.0083(8) 0.0037(8) -0.0017(8) B1 0.0142(9) 0.0207(10) 0.0207(10) -0.0098(8) -0.0021(8) 0.0025(7) N1 0.0133(7) 0.0183(7) 0.0180(7) -0.0072(6) -0.0010(5) 0.0024(6) N2 0.0137(7) 0.0201(7) 0.0188(7) -0.0086(6) 0.0003(6) 0.0022(6) N3 0.0175(7) 0.0186(7) 0.0180(7) -0.0083(6) -0.0017(6) 0.0010(6) N4 0.0147(7) 0.0196(7) 0.0198(7) -0.0097(6) -0.0027(6) 0.0028(6) N5 0.0152(7) 0.0187(7) 0.0184(7) -0.0078(6) -0.0003(6) 0.0026(6) N6 0.0134(7) 0.0206(7) 0.0183(7) -0.0085(6) -0.0016(6) 0.0019(6) Si1 0.0142(2) 0.0226(3) 0.0197(2) -0.0090(2) -0.00107(18) 0.00212(19) Mn1 0.01383(14) 0.01784(14) 0.01660(14) -0.00677(11) -0.00041(10) 0.00160(10) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 Si1 1.8615(18) . ? C1 Mn1 2.1157(17) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 Si1 1.8750(19) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 Si1 1.8785(19) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 Si1 1.8844(19) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.496(2) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 N2 1.354(2) . ? C6 C7 1.380(3) . ? C7 C8 1.400(2) . ? C7 H7 0.9300 . ? C8 N1 1.346(2) . ? C8 C9 1.476(2) . ? C9 C14 1.394(2) . ? C9 C10 1.399(3) . ? C10 C11 1.386(3) . ? C10 H10 0.9300 . ? C11 C12 1.389(3) . ? C11 H11 0.9300 . ? C12 C13 1.383(3) . ? C12 H12 0.9300 . ? C13 C14 1.383(3) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.497(3) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 N4 1.356(2) . ? C16 C17 1.374(3) . ? C17 C18 1.401(3) . ? C17 H17 0.9300 . ? C18 N3 1.348(2) . ? C18 C19 1.475(3) . ? C19 C24 1.392(3) . ? C19 C20 1.393(3) . ? C20 C21 1.386(3) . ? C20 H20 0.9300 . ? C21 C22 1.379(3) . ? C21 H21 0.9300 . ? C22 C23 1.391(3) . ? C22 H22 0.9300 . ? C23 C24 1.389(3) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.490(2) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 N6 1.352(2) . ? C26 C27 1.378(3) . ? C27 C28 1.398(3) . ? C27 H27 0.9300 . ? C28 N5 1.344(2) . ? C28 C29 1.475(2) . ? C29 C30 1.393(2) . ? C29 C34 1.394(2) . ? C30 C31 1.387(3) . ? C30 H30 0.9300 . ? C31 C32 1.386(3) . ? C31 H31 0.9300 . ? C32 C33 1.386(3) . ? C32 H32 0.9300 . ? C33 C34 1.385(3) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? B1 N6 1.544(2) . ? B1 N4 1.548(2) . ? B1 N2 1.553(2) . ? B1 H1 1.082(18) . ? N1 N2 1.3753(19) . ? N1 Mn1 2.1909(14) . ? N3 N4 1.374(2) . ? N3 Mn1 2.2047(14) . ? N5 N6 1.3772(19) . ? N5 Mn1 2.1532(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Si1 C1 Mn1 111.83(8) . . ? Si1 C1 H1A 109.3 . . ? Mn1 C1 H1A 109.3 . . ? Si1 C1 H1B 109.3 . . ? Mn1 C1 H1B 109.3 . . ? H1A C1 H1B 107.9 . . ? Si1 C2 H2A 109.5 . . ? Si1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? Si1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? Si1 C3 H3A 109.5 . . ? Si1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? Si1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? Si1 C4 H4A 109.5 . . ? Si1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? Si1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 107.42(15) . . ? N2 C6 C5 122.57(16) . . ? C7 C6 C5 130.00(16) . . ? C6 C7 C8 106.23(15) . . ? C6 C7 H7 126.9 . . ? C8 C7 H7 126.9 . . ? N1 C8 C7 109.73(15) . . ? N1 C8 C9 121.68(15) . . ? C7 C8 C9 128.55(16) . . ? C14 C9 C10 118.32(16) . . ? C14 C9 C8 121.58(16) . . ? C10 C9 C8 120.08(16) . . ? C11 C10 C9 120.62(17) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.27(18) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 119.52(18) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C12 C13 C14 120.35(18) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C9 120.92(17) . . ? C13 C14 H14 119.5 . . ? C9 C14 H14 119.5 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N4 C16 C17 107.56(16) . . ? N4 C16 C15 122.55(16) . . ? C17 C16 C15 129.89(16) . . ? C16 C17 C18 106.31(15) . . ? C16 C17 H17 126.8 . . ? C18 C17 H17 126.8 . . ? N3 C18 C17 109.60(15) . . ? N3 C18 C19 122.64(16) . . ? C17 C18 C19 127.63(16) . . ? C24 C19 C20 118.33(17) . . ? C24 C19 C18 123.14(16) . . ? C20 C19 C18 118.47(17) . . ? C21 C20 C19 120.6(2) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 120.8(2) . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 C23 119.12(19) . . ? C21 C22 H22 120.4 . . ? C23 C22 H22 120.4 . . ? C24 C23 C22 120.2(2) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C19 120.90(18) . . ? C23 C24 H24 119.5 . . ? C19 C24 H24 119.5 . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C26 C27 107.69(15) . . ? N6 C26 C25 123.12(16) . . ? C27 C26 C25 129.18(17) . . ? C26 C27 C28 106.06(16) . . ? C26 C27 H27 127.0 . . ? C28 C27 H27 127.0 . . ? N5 C28 C27 109.91(15) . . ? N5 C28 C29 122.26(15) . . ? C27 C28 C29 127.83(16) . . ? C30 C29 C34 118.50(16) . . ? C30 C29 C28 121.82(15) . . ? C34 C29 C28 119.66(16) . . ? C31 C30 C29 120.52(17) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C32 C31 C30 120.30(17) . . ? C32 C31 H31 119.9 . . ? C30 C31 H31 119.9 . . ? C33 C32 C31 119.76(17) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C34 C33 C32 119.83(17) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C29 121.08(17) . . ? C33 C34 H34 119.5 . . ? C29 C34 H34 119.5 . . ? N6 B1 N4 109.88(14) . . ? N6 B1 N2 111.08(14) . . ? N4 B1 N2 108.09(14) . . ? N6 B1 H1 109.0(9) . . ? N4 B1 H1 110.1(9) . . ? N2 B1 H1 108.7(9) . . ? C8 N1 N2 106.28(13) . . ? C8 N1 Mn1 139.37(11) . . ? N2 N1 Mn1 111.27(10) . . ? C6 N2 N1 110.34(14) . . ? C6 N2 B1 129.07(14) . . ? N1 N2 B1 119.83(13) . . ? C18 N3 N4 106.27(14) . . ? C18 N3 Mn1 140.50(12) . . ? N4 N3 Mn1 110.93(10) . . ? C16 N4 N3 110.23(14) . . ? C16 N4 B1 127.56(15) . . ? N3 N4 B1 122.19(13) . . ? C28 N5 N6 106.24(14) . . ? C28 N5 Mn1 139.52(12) . . ? N6 N5 Mn1 114.05(10) . . ? C26 N6 N5 110.10(14) . . ? C26 N6 B1 129.06(14) . . ? N5 N6 B1 120.83(14) . . ? C1 Si1 C2 112.60(9) . . ? C1 Si1 C3 112.16(8) . . ? C2 Si1 C3 107.85(8) . . ? C1 Si1 C4 113.11(8) . . ? C2 Si1 C4 105.55(9) . . ? C3 Si1 C4 105.02(9) . . ? C1 Mn1 N5 121.53(6) . . ? C1 Mn1 N1 117.97(6) . . ? N5 Mn1 N1 95.22(5) . . ? C1 Mn1 N3 139.13(6) . . ? N5 Mn1 N3 85.83(5) . . ? N1 Mn1 N3 85.28(5) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.970 _refine_diff_density_min -0.364 _refine_diff_density_rms 0.048 _database_code_depnum_ccdc_archive 'CCDC 935005' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(2) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 3' _chemical_melting_point '240-241 (decomp.)' _chemical_formula_moiety 'C37 H35 B Mn N6' _chemical_formula_sum 'C37 H35 B Mn N6' _chemical_formula_weight 629.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.9501(8) _cell_length_b 12.0224(4) _cell_length_c 24.0508(8) _cell_angle_alpha 90.00 _cell_angle_beta 107.8110(10) _cell_angle_gamma 90.00 _cell_volume 6317.9(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9932 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 25.39 _exptl_crystal_description rode _exptl_crystal_colour colorless _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.324 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2632 _exptl_absorpt_coefficient_mu 0.455 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9463 _exptl_absorpt_correction_T_max 0.9639 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 47054 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_sigmaI/netI 0.0275 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.39 _reflns_number_total 5808 _reflns_number_gt 4898 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0373P)^2^+9.1082P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5808 _refine_ls_number_parameters 413 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0864 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.71869(8) 0.04967(14) 0.67219(7) 0.0161(4) Uani 1 1 d . . . H1A H 0.7348 -0.0188 0.6924 0.019 Uiso 1 1 calc R . . H1B H 0.7518 0.1033 0.6808 0.019 Uiso 1 1 calc R . . C2 C 0.66856(8) 0.09349(16) 0.69580(8) 0.0226(4) Uani 1 1 d . . . C3 C 0.65817(9) 0.20861(17) 0.69680(9) 0.0272(5) Uani 1 1 d . . . H3 H 0.6814 0.2566 0.6818 0.033 Uiso 1 1 calc R . . C4 C 0.61479(10) 0.25237(19) 0.71927(9) 0.0347(5) Uani 1 1 d . . . H4 H 0.6099 0.3291 0.7202 0.042 Uiso 1 1 calc R . . C5 C 0.57855(10) 0.1834(2) 0.74041(9) 0.0384(6) Uani 1 1 d . . . H5 H 0.5491 0.2130 0.7555 0.046 Uiso 1 1 calc R . . C6 C 0.58654(10) 0.0692(2) 0.73881(9) 0.0355(5) Uani 1 1 d . . . H6 H 0.5618 0.0219 0.7523 0.043 Uiso 1 1 calc R . . C7 C 0.63082(9) 0.02512(18) 0.71738(8) 0.0271(5) Uani 1 1 d . . . H7 H 0.6358 -0.0516 0.7172 0.032 Uiso 1 1 calc R . . C8 C 0.68746(9) -0.16956(16) 0.37361(8) 0.0227(4) Uani 1 1 d . . . H8A H 0.6506 -0.2071 0.3738 0.034 Uiso 1 1 calc R . . H8B H 0.7130 -0.2198 0.3605 0.034 Uiso 1 1 calc R . . H8C H 0.6773 -0.1068 0.3478 0.034 Uiso 1 1 calc R . . C9 C 0.72076(8) -0.13077(14) 0.43379(8) 0.0187(4) Uani 1 1 d . . . C10 C 0.78110(8) -0.14313(15) 0.46586(8) 0.0197(4) Uani 1 1 d . . . H10 H 0.8112 -0.1797 0.4543 0.024 Uiso 1 1 calc R . . C11 C 0.78860(8) -0.09032(14) 0.51914(8) 0.0172(4) Uani 1 1 d . . . C12 C 0.84587(8) -0.07936(14) 0.56814(8) 0.0185(4) Uani 1 1 d . . . C13 C 0.90107(9) -0.10898(17) 0.55934(9) 0.0260(4) Uani 1 1 d . . . H13 H 0.9011 -0.1346 0.5229 0.031 Uiso 1 1 calc R . . C14 C 0.95592(9) -0.10094(18) 0.60396(10) 0.0326(5) Uani 1 1 d . . . H14 H 0.9923 -0.1208 0.5972 0.039 Uiso 1 1 calc R . . C15 C 0.95675(9) -0.06354(17) 0.65856(10) 0.0306(5) Uani 1 1 d . . . H15 H 0.9936 -0.0582 0.6885 0.037 Uiso 1 1 calc R . . C16 C 0.90223(9) -0.03405(16) 0.66828(9) 0.0272(5) Uani 1 1 d . . . H16 H 0.9024 -0.0091 0.7049 0.033 Uiso 1 1 calc R . . C17 C 0.84746(9) -0.04167(15) 0.62337(9) 0.0232(4) Uani 1 1 d . . . H17 H 0.8112 -0.0213 0.6302 0.028 Uiso 1 1 calc R . . C18 C 0.58350(9) 0.16023(17) 0.35424(8) 0.0267(4) Uani 1 1 d . . . H18A H 0.6128 0.1196 0.3411 0.040 Uiso 1 1 calc R . . H18B H 0.5748 0.2299 0.3338 0.040 Uiso 1 1 calc R . . H18C H 0.5465 0.1176 0.3466 0.040 Uiso 1 1 calc R . . C19 C 0.60905(8) 0.18147(15) 0.41841(8) 0.0197(4) Uani 1 1 d . . . C20 C 0.61969(8) 0.28114(15) 0.44856(8) 0.0207(4) Uani 1 1 d . . . H20 H 0.6113 0.3522 0.4328 0.025 Uiso 1 1 calc R . . C21 C 0.64555(8) 0.25359(15) 0.50739(8) 0.0192(4) Uani 1 1 d . . . C22 C 0.66803(8) 0.32783(15) 0.55822(9) 0.0204(4) Uani 1 1 d . . . C23 C 0.72904(9) 0.32398(16) 0.59323(9) 0.0256(4) Uani 1 1 d . . . H23 H 0.7560 0.2743 0.5844 0.031 Uiso 1 1 calc R . . C24 C 0.74956(9) 0.39388(17) 0.64099(9) 0.0300(5) Uani 1 1 d . . . H24 H 0.7902 0.3907 0.6641 0.036 Uiso 1 1 calc R . . C25 C 0.70992(10) 0.46862(16) 0.65461(10) 0.0289(5) Uani 1 1 d . . . H25 H 0.7238 0.5147 0.6870 0.035 Uiso 1 1 calc R . . C26 C 0.64953(10) 0.47420(15) 0.61962(9) 0.0270(5) Uani 1 1 d . . . H26 H 0.6229 0.5247 0.6283 0.032 Uiso 1 1 calc R . . C27 C 0.62875(9) 0.40481(15) 0.57179(9) 0.0240(4) Uani 1 1 d . . . H27 H 0.5882 0.4094 0.5484 0.029 Uiso 1 1 calc R . . C28 C 0.48944(9) -0.11206(18) 0.41063(9) 0.0291(5) Uani 1 1 d . . . H28A H 0.4820 -0.0340 0.4033 0.044 Uiso 1 1 calc R . . H28B H 0.4516 -0.1489 0.4081 0.044 Uiso 1 1 calc R . . H28C H 0.5064 -0.1429 0.3821 0.044 Uiso 1 1 calc R . . C29 C 0.53328(8) -0.12820(15) 0.47012(8) 0.0196(4) Uani 1 1 d . . . C30 C 0.52555(8) -0.18315(15) 0.51777(8) 0.0203(4) Uani 1 1 d . . . H30 H 0.4907 -0.2205 0.5196 0.024 Uiso 1 1 calc R . . C31 C 0.58059(8) -0.17127(14) 0.56264(8) 0.0169(4) Uani 1 1 d . . . C32 C 0.59921(8) -0.21957(14) 0.62164(8) 0.0168(4) Uani 1 1 d . . . C33 C 0.66093(8) -0.22706(15) 0.65465(8) 0.0195(4) Uani 1 1 d . . . H33 H 0.6908 -0.2020 0.6389 0.023 Uiso 1 1 calc R . . C34 C 0.67805(9) -0.27121(15) 0.71040(8) 0.0226(4) Uani 1 1 d . . . H34 H 0.7192 -0.2749 0.7320 0.027 Uiso 1 1 calc R . . C35 C 0.63402(9) -0.30995(16) 0.73423(9) 0.0248(4) Uani 1 1 d . . . H35 H 0.6455 -0.3381 0.7721 0.030 Uiso 1 1 calc R . . C36 C 0.57286(9) -0.30643(17) 0.70132(9) 0.0277(5) Uani 1 1 d . . . H36 H 0.5432 -0.3340 0.7168 0.033 Uiso 1 1 calc R . . C37 C 0.55562(9) -0.26203(16) 0.64546(9) 0.0231(4) Uani 1 1 d . . . H37 H 0.5145 -0.2606 0.6236 0.028 Uiso 1 1 calc R . . B1 B 0.62621(9) -0.02895(17) 0.44868(9) 0.0182(4) Uani 1 1 d . . . N1 N 0.73468(7) -0.04719(12) 0.52024(6) 0.0168(3) Uani 1 1 d . . . N2 N 0.69303(7) -0.07221(12) 0.46701(6) 0.0168(3) Uani 1 1 d . . . N3 N 0.64953(7) 0.14220(12) 0.51328(7) 0.0184(3) Uani 1 1 d . . . N4 N 0.62674(7) 0.09855(12) 0.45797(6) 0.0180(3) Uani 1 1 d . . . N5 N 0.61999(7) -0.10959(12) 0.54394(6) 0.0165(3) Uani 1 1 d . . . N6 N 0.59071(7) -0.08574(12) 0.48621(6) 0.0170(3) Uani 1 1 d . . . Mn1 Mn 0.688489(12) 0.01840(2) 0.579924(12) 0.01635(9) Uani 1 1 d . . . H1 H 0.6031(8) -0.0473(15) 0.4024(8) 0.013(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0248(10) 0.0124(8) 0.0073(9) -0.0026(7) -0.0008(7) 0.0013(7) C2 0.0198(9) 0.0294(10) 0.0145(10) -0.0035(8) -0.0009(8) 0.0013(8) C3 0.0266(11) 0.0297(11) 0.0220(11) -0.0032(9) 0.0026(9) 0.0011(9) C4 0.0396(13) 0.0366(12) 0.0238(12) -0.0066(10) 0.0039(10) 0.0124(10) C5 0.0290(12) 0.0604(16) 0.0225(12) -0.0043(11) 0.0028(10) 0.0136(11) C6 0.0276(11) 0.0580(15) 0.0194(11) 0.0027(10) 0.0049(9) -0.0036(11) C7 0.0285(11) 0.0335(11) 0.0159(10) -0.0028(9) 0.0019(8) -0.0022(9) C8 0.0264(10) 0.0226(10) 0.0190(10) -0.0035(8) 0.0069(8) 0.0022(8) C9 0.0260(10) 0.0140(9) 0.0171(10) 0.0012(7) 0.0081(8) 0.0005(7) C10 0.0209(9) 0.0189(9) 0.0206(10) 0.0005(8) 0.0085(8) 0.0033(7) C11 0.0209(9) 0.0122(8) 0.0192(10) 0.0034(7) 0.0070(8) 0.0007(7) C12 0.0197(9) 0.0125(8) 0.0226(10) 0.0029(7) 0.0056(8) -0.0007(7) C13 0.0252(10) 0.0281(11) 0.0246(11) -0.0010(9) 0.0075(9) 0.0034(8) C14 0.0192(10) 0.0389(12) 0.0380(13) -0.0017(10) 0.0061(9) 0.0051(9) C15 0.0206(10) 0.0306(11) 0.0326(12) -0.0028(9) -0.0035(9) 0.0021(9) C16 0.0297(11) 0.0247(10) 0.0229(11) -0.0031(8) 0.0017(9) 0.0025(9) C17 0.0220(10) 0.0217(10) 0.0253(11) -0.0012(8) 0.0061(8) 0.0018(8) C18 0.0299(11) 0.0303(11) 0.0203(11) 0.0057(9) 0.0081(9) 0.0089(9) C19 0.0163(9) 0.0228(10) 0.0214(10) 0.0059(8) 0.0078(8) 0.0040(7) C20 0.0188(9) 0.0185(9) 0.0254(11) 0.0069(8) 0.0077(8) 0.0027(7) C21 0.0140(9) 0.0176(9) 0.0274(11) 0.0015(8) 0.0085(8) 0.0004(7) C22 0.0214(9) 0.0141(9) 0.0267(11) 0.0014(8) 0.0087(8) -0.0014(7) C23 0.0216(10) 0.0192(10) 0.0362(12) -0.0034(9) 0.0090(9) 0.0004(8) C24 0.0239(10) 0.0263(11) 0.0353(13) -0.0033(9) 0.0023(9) -0.0048(9) C25 0.0366(12) 0.0191(10) 0.0313(12) -0.0041(9) 0.0107(10) -0.0067(9) C26 0.0332(11) 0.0159(9) 0.0350(12) -0.0006(9) 0.0149(10) 0.0023(8) C27 0.0220(10) 0.0174(9) 0.0320(12) 0.0028(8) 0.0076(9) 0.0014(8) C28 0.0212(10) 0.0372(12) 0.0222(11) 0.0012(9) -0.0034(9) -0.0015(9) C29 0.0177(9) 0.0185(9) 0.0201(10) -0.0037(8) 0.0019(8) 0.0021(7) C30 0.0146(9) 0.0229(10) 0.0214(10) -0.0010(8) 0.0024(8) -0.0012(7) C31 0.0169(9) 0.0149(9) 0.0187(10) -0.0040(7) 0.0049(8) 0.0010(7) C32 0.0174(9) 0.0156(9) 0.0164(9) -0.0029(7) 0.0038(7) 0.0016(7) C33 0.0191(9) 0.0179(9) 0.0213(10) -0.0007(8) 0.0060(8) -0.0004(7) C34 0.0200(10) 0.0221(10) 0.0221(10) 0.0013(8) 0.0009(8) 0.0014(8) C35 0.0293(11) 0.0258(10) 0.0182(10) 0.0031(8) 0.0055(9) 0.0021(8) C36 0.0237(10) 0.0331(11) 0.0288(12) 0.0060(9) 0.0117(9) 0.0003(9) C37 0.0175(9) 0.0270(10) 0.0243(11) 0.0012(8) 0.0056(8) 0.0013(8) B1 0.0180(10) 0.0197(10) 0.0145(11) -0.0001(8) 0.0016(9) 0.0024(8) N1 0.0175(8) 0.0173(8) 0.0136(8) 0.0003(6) 0.0018(6) 0.0002(6) N2 0.0200(8) 0.0164(7) 0.0125(8) 0.0000(6) 0.0029(6) 0.0008(6) N3 0.0199(8) 0.0162(8) 0.0178(8) -0.0009(6) 0.0038(7) 0.0017(6) N4 0.0196(8) 0.0188(8) 0.0139(8) 0.0005(6) 0.0026(6) 0.0027(6) N5 0.0178(8) 0.0175(7) 0.0125(8) -0.0011(6) 0.0019(6) 0.0015(6) N6 0.0174(8) 0.0166(7) 0.0137(8) -0.0012(6) -0.0001(6) 0.0019(6) Mn1 0.01664(15) 0.01630(15) 0.01425(16) -0.00165(11) 0.00195(11) 0.00038(11) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.524(3) . ? C1 Mn1 2.1458(17) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C7 1.404(3) . ? C2 C3 1.406(3) . ? C3 C4 1.374(3) . ? C3 H3 0.9300 . ? C4 C5 1.377(3) . ? C4 H4 0.9300 . ? C5 C6 1.388(3) . ? C5 H5 0.9300 . ? C6 C7 1.378(3) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.490(3) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N2 1.360(2) . ? C9 C10 1.372(3) . ? C10 C11 1.393(3) . ? C10 H10 0.9300 . ? C11 N1 1.350(2) . ? C11 C12 1.479(3) . ? C12 C17 1.393(3) . ? C12 C13 1.393(3) . ? C13 C14 1.385(3) . ? C13 H13 0.9300 . ? C14 C15 1.383(3) . ? C14 H14 0.9300 . ? C15 C16 1.387(3) . ? C15 H15 0.9300 . ? C16 C17 1.387(3) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.496(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 N4 1.352(2) . ? C19 C20 1.383(3) . ? C20 C21 1.397(3) . ? C20 H20 0.9300 . ? C21 N3 1.347(2) . ? C21 C22 1.473(3) . ? C22 C23 1.397(3) . ? C22 C27 1.398(3) . ? C23 C24 1.384(3) . ? C23 H23 0.9300 . ? C24 C25 1.387(3) . ? C24 H24 0.9300 . ? C25 C26 1.386(3) . ? C25 H25 0.9300 . ? C26 C27 1.382(3) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.489(3) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 N6 1.355(2) . ? C29 C30 1.380(3) . ? C30 C31 1.395(3) . ? C30 H30 0.9300 . ? C31 N5 1.349(2) . ? C31 C32 1.471(3) . ? C32 C37 1.393(3) . ? C32 C33 1.399(3) . ? C33 C34 1.383(3) . ? C33 H33 0.9300 . ? C34 C35 1.386(3) . ? C34 H34 0.9300 . ? C35 C36 1.385(3) . ? C35 H35 0.9300 . ? C36 C37 1.386(3) . ? C36 H36 0.9300 . ? C37 H37 0.9300 . ? B1 N6 1.548(3) . ? B1 N2 1.550(2) . ? B1 N4 1.549(3) . ? B1 H1 1.099(18) . ? N1 N2 1.377(2) . ? N1 Mn1 2.1764(15) . ? N3 N4 1.376(2) . ? N3 Mn1 2.1696(15) . ? N5 N6 1.375(2) . ? N5 Mn1 2.1807(15) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 Mn1 113.83(12) . . ? C2 C1 H1A 108.8 . . ? Mn1 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? Mn1 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C7 C2 C3 116.30(18) . . ? C7 C2 C1 123.83(17) . . ? C3 C2 C1 119.87(18) . . ? C4 C3 C2 122.1(2) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 120.4(2) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 119.1(2) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C7 C6 C5 120.6(2) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C2 121.5(2) . . ? C6 C7 H7 119.3 . . ? C2 C7 H7 119.3 . . ? C9 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C9 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 107.40(16) . . ? N2 C9 C8 122.65(16) . . ? C10 C9 C8 129.94(17) . . ? C9 C10 C11 106.70(16) . . ? C9 C10 H10 126.7 . . ? C11 C10 H10 126.7 . . ? N1 C11 C10 109.71(16) . . ? N1 C11 C12 123.16(16) . . ? C10 C11 C12 127.12(16) . . ? C17 C12 C13 117.91(17) . . ? C17 C12 C11 123.13(17) . . ? C13 C12 C11 118.95(17) . . ? C14 C13 C12 121.18(19) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C15 C14 C13 120.24(19) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C16 119.47(19) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 120.07(19) . . ? C17 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C16 C17 C12 121.13(18) . . ? C16 C17 H17 119.4 . . ? C12 C17 H17 119.4 . . ? C19 C18 H18A 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C19 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N4 C19 C20 107.63(16) . . ? N4 C19 C18 122.61(17) . . ? C20 C19 C18 129.76(17) . . ? C19 C20 C21 106.14(16) . . ? C19 C20 H20 126.9 . . ? C21 C20 H20 126.9 . . ? N3 C21 C20 109.66(17) . . ? N3 C21 C22 121.32(17) . . ? C20 C21 C22 129.00(17) . . ? C23 C22 C27 118.69(18) . . ? C23 C22 C21 120.80(17) . . ? C27 C22 C21 120.50(17) . . ? C24 C23 C22 120.26(18) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 120.53(19) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C24 C25 C26 119.62(19) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C27 C26 C25 120.16(19) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C22 120.71(18) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.6 . . ? C29 C28 H28A 109.5 . . ? C29 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C29 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N6 C29 C30 107.69(16) . . ? N6 C29 C28 122.55(17) . . ? C30 C29 C28 129.75(17) . . ? C29 C30 C31 106.10(16) . . ? C29 C30 H30 127.0 . . ? C31 C30 H30 127.0 . . ? N5 C31 C30 109.83(16) . . ? N5 C31 C32 120.82(15) . . ? C30 C31 C32 129.28(17) . . ? C37 C32 C33 118.22(17) . . ? C37 C32 C31 120.55(16) . . ? C33 C32 C31 121.20(16) . . ? C34 C33 C32 120.88(17) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C35 120.21(18) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C36 C35 C34 119.54(18) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 C37 120.31(18) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C36 C37 C32 120.78(18) . . ? C36 C37 H37 119.6 . . ? C32 C37 H37 119.6 . . ? N6 B1 N2 109.74(15) . . ? N6 B1 N4 109.56(15) . . ? N2 B1 N4 109.13(15) . . ? N6 B1 H1 108.9(9) . . ? N2 B1 H1 110.5(9) . . ? N4 B1 H1 109.0(9) . . ? C11 N1 N2 106.13(14) . . ? C11 N1 Mn1 141.89(12) . . ? N2 N1 Mn1 110.67(10) . . ? C9 N2 N1 110.06(14) . . ? C9 N2 B1 127.34(15) . . ? N1 N2 B1 122.43(14) . . ? C21 N3 N4 106.50(15) . . ? C21 N3 Mn1 139.39(13) . . ? N4 N3 Mn1 113.67(10) . . ? C19 N4 N3 110.05(14) . . ? C19 N4 B1 129.87(16) . . ? N3 N4 B1 120.06(14) . . ? C31 N5 N6 106.31(14) . . ? C31 N5 Mn1 136.98(12) . . ? N6 N5 Mn1 108.90(10) . . ? C29 N6 N5 110.02(14) . . ? C29 N6 B1 129.74(15) . . ? N5 N6 B1 119.93(14) . . ? C1 Mn1 N3 125.00(6) . . ? C1 Mn1 N1 132.61(6) . . ? N3 Mn1 N1 86.28(6) . . ? C1 Mn1 N5 119.98(6) . . ? N3 Mn1 N5 96.12(6) . . ? N1 Mn1 N5 85.41(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.540 _refine_diff_density_min -0.297 _refine_diff_density_rms 0.049 _database_code_depnum_ccdc_archive 'CCDC 935006' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(3) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 5' _chemical_melting_point '99-100 (decomp.)' _chemical_formula_moiety 'C34 H44 B N6 Ni Si, C3 H5' _chemical_formula_sum 'C37 H44 B N6 Ni Si' _chemical_formula_weight 670.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.3893(9) _cell_length_b 12.8526(9) _cell_length_c 14.1272(10) _cell_angle_alpha 94.8440(10) _cell_angle_beta 111.5260(10) _cell_angle_gamma 117.1250(10) _cell_volume 1774.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9113 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 25.34 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 710 _exptl_absorpt_coefficient_mu 0.615 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8367 _exptl_absorpt_correction_T_max 0.8764 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 39132 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.36 _reflns_number_total 6474 _reflns_number_gt 5947 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0460P)^2^+1.3482P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6474 _refine_ls_number_parameters 455 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0351 _refine_ls_R_factor_gt 0.0319 _refine_ls_wR_factor_ref 0.0883 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.05372(18) 0.29786(17) 0.83715(14) 0.0245(4) Uani 1 1 d . . . H1A H 0.0830 0.3669 0.8965 0.029 Uiso 1 1 calc R . . H1B H 0.0070 0.2217 0.8545 0.029 Uiso 1 1 calc R . . C2 C 0.3426(2) 0.3693(2) 0.98443(18) 0.0428(5) Uani 1 1 d . . . H2A H 0.3662 0.4517 1.0177 0.064 Uiso 1 1 calc R . . H2B H 0.4243 0.3725 0.9870 0.064 Uiso 1 1 calc R . . H2C H 0.3066 0.3138 1.0231 0.064 Uiso 1 1 calc R . . C3 C 0.1780(2) 0.1582(2) 0.7815(2) 0.0410(5) Uani 1 1 d . . . H3A H 0.1550 0.1049 0.8255 0.061 Uiso 1 1 calc R . . H3B H 0.2602 0.1690 0.7787 0.061 Uiso 1 1 calc R . . H3C H 0.1022 0.1206 0.7090 0.061 Uiso 1 1 calc R . . C4 C 0.2863(2) 0.41616(19) 0.76881(17) 0.0315(4) Uani 1 1 d . . . H4A H 0.2150 0.3964 0.6974 0.047 Uiso 1 1 calc R . . H4B H 0.3568 0.4051 0.7623 0.047 Uiso 1 1 calc R . . H4C H 0.3272 0.5016 0.8090 0.047 Uiso 1 1 calc R . . C5 C -0.6296(2) 0.0832(2) 0.57112(18) 0.0375(5) Uani 1 1 d . . . H5A H -0.6219 0.1538 0.6121 0.056 Uiso 1 1 calc R . . H5B H -0.7026 0.0072 0.5705 0.056 Uiso 1 1 calc R . . H5C H -0.6507 0.0857 0.4977 0.056 Uiso 1 1 calc R . . C6 C -0.49773(19) 0.08759(17) 0.62151(14) 0.0262(4) Uani 1 1 d . . . C7 C -0.47041(19) 0.00816(17) 0.67020(15) 0.0273(4) Uani 1 1 d . . . H7 H -0.5332 -0.0638 0.6784 0.033 Uiso 1 1 calc R . . C8 C -0.33175(19) 0.05479(16) 0.70507(14) 0.0231(4) Uani 1 1 d . . . C9 C -0.25567(19) 0.00060(16) 0.76400(15) 0.0253(4) Uani 1 1 d . . . C10 C -0.2720(3) -0.0307(2) 0.85168(18) 0.0398(5) Uani 1 1 d . . . H10 H -0.3273 -0.0133 0.8739 0.048 Uiso 1 1 calc R . . C11 C -0.2087(3) -0.0868(2) 0.9069(2) 0.0525(7) Uani 1 1 d . . . H11 H -0.2190 -0.1062 0.9677 0.063 Uiso 1 1 calc R . . C12 C -0.1308(3) -0.1149(2) 0.87438(19) 0.0481(6) Uani 1 1 d . . . H12 H -0.0881 -0.1542 0.9121 0.058 Uiso 1 1 calc R . . C13 C -0.1147(2) -0.08567(19) 0.78658(18) 0.0386(5) Uani 1 1 d . . . H13 H -0.0620 -0.1061 0.7633 0.046 Uiso 1 1 calc R . . C14 C -0.1755(2) -0.02651(18) 0.73227(16) 0.0294(4) Uani 1 1 d . . . H14 H -0.1621 -0.0045 0.6732 0.035 Uiso 1 1 calc R . . C15 C -0.4314(2) 0.34148(19) 0.36998(16) 0.0313(4) Uani 1 1 d . . . H15A H -0.5160 0.2684 0.3587 0.047 Uiso 1 1 calc R . . H15B H -0.4373 0.3527 0.3009 0.047 Uiso 1 1 calc R . . H15C H -0.4178 0.4137 0.4140 0.047 Uiso 1 1 calc R . . C16 C -0.31387(19) 0.32563(16) 0.42553(14) 0.0246(4) Uani 1 1 d . . . C17 C -0.22099(19) 0.32738(17) 0.39318(15) 0.0262(4) Uani 1 1 d . . . H17 H -0.2171 0.3403 0.3290 0.031 Uiso 1 1 calc R . . C18 C -0.13344(18) 0.30628(16) 0.47394(14) 0.0224(4) Uani 1 1 d . . . C19 C -0.02093(18) 0.29258(16) 0.47583(14) 0.0231(4) Uani 1 1 d . . . C20 C 0.00041(19) 0.20357(17) 0.51346(15) 0.0267(4) Uani 1 1 d . . . H20 H -0.0550 0.1536 0.5426 0.032 Uiso 1 1 calc R . . C21 C 0.1020(2) 0.18715(18) 0.50889(16) 0.0303(4) Uani 1 1 d . . . H21 H 0.1153 0.1258 0.5345 0.036 Uiso 1 1 calc R . . C22 C 0.1835(2) 0.25979(19) 0.46726(16) 0.0322(4) Uani 1 1 d . . . H22 H 0.2533 0.2489 0.4645 0.039 Uiso 1 1 calc R . . C23 C 0.1632(2) 0.34856(19) 0.42955(17) 0.0336(4) Uani 1 1 d . . . H23 H 0.2190 0.3983 0.4006 0.040 Uiso 1 1 calc R . . C24 C 0.0618(2) 0.36544(17) 0.43366(15) 0.0276(4) Uani 1 1 d . . . H24 H 0.0487 0.4267 0.4077 0.033 Uiso 1 1 calc R . . C25 C -0.3965(2) 0.4806(2) 0.71434(18) 0.0369(5) Uani 1 1 d . . . H25A H -0.4286 0.4829 0.6405 0.055 Uiso 1 1 calc R . . H25B H -0.3847 0.5503 0.7603 0.055 Uiso 1 1 calc R . . H25C H -0.4635 0.4038 0.7181 0.055 Uiso 1 1 calc R . . C26 C -0.2631(2) 0.48760(18) 0.75107(15) 0.0263(4) Uani 1 1 d . . . C27 C -0.1400(2) 0.56943(17) 0.83800(15) 0.0260(4) Uani 1 1 d . . . H27 H -0.1204 0.6365 0.8894 0.031 Uiso 1 1 calc R . . C28 C -0.04957(18) 0.53440(16) 0.83577(14) 0.0219(4) Uani 1 1 d . . . C29 C 0.09678(18) 0.59626(15) 0.91070(14) 0.0217(4) Uani 1 1 d . . . C30 C 0.1433(2) 0.65286(17) 1.01793(15) 0.0257(4) Uani 1 1 d . . . H30 H 0.0805 0.6513 1.0420 0.031 Uiso 1 1 calc R . . C31 C 0.2802(2) 0.71127(17) 1.08946(15) 0.0300(4) Uani 1 1 d . . . H31 H 0.3107 0.7485 1.1625 0.036 Uiso 1 1 calc R . . C32 C 0.3731(2) 0.71566(18) 1.05487(16) 0.0307(4) Uani 1 1 d . . . H32 H 0.4669 0.7549 1.1042 0.037 Uiso 1 1 calc R . . C33 C 0.3284(2) 0.66246(17) 0.94787(16) 0.0288(4) Uani 1 1 d . . . H33 H 0.3920 0.6670 0.9236 0.035 Uiso 1 1 calc R . . C34 C 0.19108(19) 0.60274(16) 0.87631(15) 0.0248(4) Uani 1 1 d . . . H34 H 0.1610 0.5659 0.8033 0.030 Uiso 1 1 calc R . . B1 B -0.3495(2) 0.2962(2) 0.59581(16) 0.0232(4) Uani 1 1 d . . . N1 N -0.27607(15) 0.15817(13) 0.67928(11) 0.0211(3) Uani 1 1 d . . . N2 N -0.38025(15) 0.17739(14) 0.62704(12) 0.0225(3) Uani 1 1 d . . . N3 N -0.17034(15) 0.29353(14) 0.55246(12) 0.0217(3) Uani 1 1 d . . . N4 N -0.28231(15) 0.30513(14) 0.52153(12) 0.0227(3) Uani 1 1 d . . . N5 N -0.11428(15) 0.43432(13) 0.75178(11) 0.0204(3) Uani 1 1 d . . . N6 N -0.24630(15) 0.40719(14) 0.69880(12) 0.0225(3) Uani 1 1 d . . . Si1 Si 0.20968(5) 0.31132(5) 0.84126(4) 0.02737(13) Uani 1 1 d . . . Ni1 Ni -0.08737(2) 0.29472(2) 0.707134(17) 0.01960(8) Uani 1 1 d . . . C35 C 0.4560(5) 0.9731(4) 0.9396(4) 0.0298(13) Uani 0.580(9) 1 d P . 1 C37 C 0.2254(12) 0.8979(12) 0.7875(8) 0.053(2) Uani 0.580(9) 1 d P . 1 H37A H 0.2700 0.9523 0.7518 0.079 Uiso 0.580(9) 1 calc PR . 1 H37B H 0.1366 0.8890 0.7693 0.079 Uiso 0.580(9) 1 calc PR . 1 H37C H 0.2122 0.8172 0.7638 0.079 Uiso 0.580(9) 1 calc PR . 1 C36 C 0.3136(4) 0.9521(4) 0.9070(3) 0.0343(14) Uani 0.580(9) 1 d P . 1 H36A H 0.2692 0.8960 0.9427 0.041 Uiso 0.580(9) 1 calc PR . 1 H36B H 0.3221 1.0313 0.9312 0.041 Uiso 0.580(9) 1 calc PR . 1 C36A C 0.3495(8) 0.9358(6) 0.8554(6) 0.057(3) Uani 0.420(9) 1 d P . 2 H36C H 0.3616 0.8697 0.8297 0.068 Uiso 0.420(9) 1 calc PR . 2 H36D H 0.3876 1.0027 0.8254 0.068 Uiso 0.420(9) 1 calc PR . 2 C35A C 0.4282(8) 0.9841(6) 0.9751(7) 0.049(3) Uani 0.420(9) 1 d P . 2 C37A C 0.1999(19) 0.8866(17) 0.8147(14) 0.074(5) Uani 0.420(9) 1 d P . 2 H37D H 0.1588 0.8134 0.8362 0.111 Uiso 0.420(9) 1 calc PR . 2 H37E H 0.1559 0.8651 0.7367 0.111 Uiso 0.420(9) 1 calc PR . 2 H37F H 0.1872 0.9493 0.8449 0.111 Uiso 0.420(9) 1 calc PR . 2 H1 H -0.440(2) 0.2969(19) 0.5579(16) 0.025(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0229(9) 0.0224(9) 0.0217(9) 0.0088(7) 0.0087(7) 0.0078(7) C2 0.0300(11) 0.0527(14) 0.0421(12) 0.0208(11) 0.0100(10) 0.0231(10) C3 0.0446(13) 0.0403(12) 0.0575(14) 0.0214(11) 0.0296(12) 0.0306(11) C4 0.0282(10) 0.0335(10) 0.0364(11) 0.0094(9) 0.0186(9) 0.0162(9) C5 0.0184(9) 0.0453(12) 0.0394(12) 0.0112(10) 0.0098(9) 0.0126(9) C6 0.0197(9) 0.0292(10) 0.0229(9) 0.0028(7) 0.0090(7) 0.0093(8) C7 0.0250(9) 0.0226(9) 0.0280(9) 0.0039(7) 0.0137(8) 0.0071(8) C8 0.0260(9) 0.0220(9) 0.0202(8) 0.0032(7) 0.0117(7) 0.0114(8) C9 0.0290(10) 0.0182(8) 0.0244(9) 0.0047(7) 0.0109(8) 0.0105(8) C10 0.0584(15) 0.0391(12) 0.0391(12) 0.0197(10) 0.0309(11) 0.0302(11) C11 0.084(2) 0.0516(15) 0.0440(13) 0.0292(12) 0.0349(14) 0.0454(15) C12 0.0656(16) 0.0346(12) 0.0434(13) 0.0155(10) 0.0138(12) 0.0338(12) C13 0.0403(12) 0.0304(11) 0.0413(12) 0.0036(9) 0.0113(10) 0.0227(10) C14 0.0306(10) 0.0270(10) 0.0273(10) 0.0051(8) 0.0108(8) 0.0151(8) C15 0.0295(10) 0.0364(11) 0.0291(10) 0.0153(8) 0.0097(8) 0.0201(9) C16 0.0248(9) 0.0228(9) 0.0231(9) 0.0082(7) 0.0076(7) 0.0125(8) C17 0.0300(10) 0.0270(9) 0.0224(9) 0.0108(7) 0.0128(8) 0.0144(8) C18 0.0234(9) 0.0198(8) 0.0220(9) 0.0058(7) 0.0109(7) 0.0095(7) C19 0.0239(9) 0.0233(9) 0.0197(8) 0.0033(7) 0.0102(7) 0.0110(7) C20 0.0256(9) 0.0258(9) 0.0285(9) 0.0082(8) 0.0145(8) 0.0117(8) C21 0.0309(10) 0.0297(10) 0.0336(10) 0.0079(8) 0.0154(9) 0.0181(9) C22 0.0283(10) 0.0373(11) 0.0326(10) 0.0039(9) 0.0166(9) 0.0175(9) C23 0.0317(11) 0.0357(11) 0.0349(11) 0.0108(9) 0.0220(9) 0.0134(9) C24 0.0295(10) 0.0261(9) 0.0265(9) 0.0075(8) 0.0150(8) 0.0125(8) C25 0.0335(11) 0.0472(13) 0.0427(12) 0.0118(10) 0.0183(10) 0.0300(10) C26 0.0301(10) 0.0309(10) 0.0312(10) 0.0142(8) 0.0178(8) 0.0223(9) C27 0.0311(10) 0.0250(9) 0.0305(10) 0.0091(8) 0.0170(8) 0.0187(8) C28 0.0251(9) 0.0221(9) 0.0250(9) 0.0109(7) 0.0150(8) 0.0140(7) C29 0.0242(9) 0.0175(8) 0.0258(9) 0.0091(7) 0.0129(8) 0.0111(7) C30 0.0303(10) 0.0221(9) 0.0277(9) 0.0084(7) 0.0167(8) 0.0132(8) C31 0.0351(11) 0.0246(9) 0.0244(9) 0.0059(8) 0.0124(8) 0.0126(8) C32 0.0241(10) 0.0248(9) 0.0332(10) 0.0069(8) 0.0079(8) 0.0098(8) C33 0.0260(10) 0.0270(10) 0.0356(10) 0.0097(8) 0.0165(8) 0.0136(8) C34 0.0273(9) 0.0233(9) 0.0258(9) 0.0078(7) 0.0142(8) 0.0132(8) B1 0.0213(10) 0.0300(11) 0.0246(10) 0.0107(8) 0.0116(8) 0.0170(9) N1 0.0197(7) 0.0247(8) 0.0207(7) 0.0072(6) 0.0087(6) 0.0134(6) N2 0.0175(7) 0.0282(8) 0.0220(7) 0.0075(6) 0.0083(6) 0.0127(6) N3 0.0207(7) 0.0256(8) 0.0221(7) 0.0084(6) 0.0101(6) 0.0141(6) N4 0.0213(7) 0.0272(8) 0.0219(7) 0.0089(6) 0.0088(6) 0.0151(6) N5 0.0186(7) 0.0244(7) 0.0222(7) 0.0093(6) 0.0101(6) 0.0133(6) N6 0.0200(7) 0.0279(8) 0.0250(8) 0.0101(6) 0.0109(6) 0.0158(7) Si1 0.0225(3) 0.0323(3) 0.0330(3) 0.0131(2) 0.0130(2) 0.0178(2) Ni1 0.01857(13) 0.02244(13) 0.02129(13) 0.00776(9) 0.00968(10) 0.01273(10) C35 0.033(3) 0.030(2) 0.034(3) 0.011(2) 0.016(3) 0.020(2) C37 0.056(5) 0.062(5) 0.037(4) -0.003(3) 0.003(3) 0.046(5) C36 0.036(3) 0.037(2) 0.031(2) 0.0058(17) 0.011(2) 0.0240(19) C36A 0.074(6) 0.037(3) 0.059(5) 0.008(3) 0.040(5) 0.022(3) C35A 0.068(7) 0.027(3) 0.067(6) 0.018(3) 0.047(6) 0.023(4) C37A 0.065(8) 0.042(5) 0.094(13) 0.007(7) 0.015(7) 0.032(5) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 Si1 1.8379(19) . ? C1 Ni1 1.9995(18) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 Si1 1.882(2) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 Si1 1.874(2) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 Si1 1.883(2) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.495(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 N2 1.351(2) . ? C6 C7 1.376(3) . ? C7 C8 1.394(3) . ? C7 H7 0.9500 . ? C8 N1 1.343(2) . ? C8 C9 1.479(3) . ? C9 C14 1.388(3) . ? C9 C10 1.389(3) . ? C10 C11 1.381(3) . ? C10 H10 0.9500 . ? C11 C12 1.374(4) . ? C11 H11 0.9500 . ? C12 C13 1.382(3) . ? C12 H12 0.9500 . ? C13 C14 1.390(3) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.495(3) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 N4 1.352(2) . ? C16 C17 1.377(3) . ? C17 C18 1.401(3) . ? C17 H17 0.9500 . ? C18 N3 1.342(2) . ? C18 C19 1.474(3) . ? C19 C20 1.392(3) . ? C19 C24 1.397(3) . ? C20 C21 1.390(3) . ? C20 H20 0.9500 . ? C21 C22 1.381(3) . ? C21 H21 0.9500 . ? C22 C23 1.384(3) . ? C22 H22 0.9500 . ? C23 C24 1.388(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.494(3) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 N6 1.356(2) . ? C26 C27 1.373(3) . ? C27 C28 1.394(3) . ? C27 H27 0.9500 . ? C28 N5 1.345(2) . ? C28 C29 1.475(3) . ? C29 C34 1.394(3) . ? C29 C30 1.395(3) . ? C30 C31 1.384(3) . ? C30 H30 0.9500 . ? C31 C32 1.387(3) . ? C31 H31 0.9500 . ? C32 C33 1.387(3) . ? C32 H32 0.9500 . ? C33 C34 1.386(3) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? B1 N2 1.542(3) . ? B1 N4 1.543(2) . ? B1 N6 1.552(3) . ? B1 H1 1.05(2) . ? N1 N2 1.376(2) . ? N1 Ni1 2.0414(15) . ? N3 N4 1.376(2) . ? N3 Ni1 2.0404(15) . ? N5 N6 1.376(2) . ? N5 Ni1 2.0583(15) . ? C35 C35 1.526(9) 2_677 ? C35 C36 1.533(6) . ? C37 C36 1.511(11) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C36A C35A 1.502(12) . ? C36A C37A 1.50(2) . ? C36A H36C 0.9900 . ? C36A H36D 0.9900 . ? C35A C35A 1.483(17) 2_677 ? C37A H37D 0.9800 . ? C37A H37E 0.9800 . ? C37A H37F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag Si1 C1 Ni1 122.07(10) . . ? Si1 C1 H1A 106.8 . . ? Ni1 C1 H1A 106.8 . . ? Si1 C1 H1B 106.8 . . ? Ni1 C1 H1B 106.8 . . ? H1A C1 H1B 106.7 . . ? Si1 C2 H2A 109.5 . . ? Si1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? Si1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? Si1 C3 H3A 109.5 . . ? Si1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? Si1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? Si1 C4 H4A 109.5 . . ? Si1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? Si1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 H5A 109.5 . . ? C6 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C6 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 107.84(16) . . ? N2 C6 C5 123.16(18) . . ? C7 C6 C5 128.99(18) . . ? C6 C7 C8 106.00(16) . . ? C6 C7 H7 127.0 . . ? C8 C7 H7 127.0 . . ? N1 C8 C7 110.01(16) . . ? N1 C8 C9 124.66(16) . . ? C7 C8 C9 125.31(17) . . ? C14 C9 C10 118.83(19) . . ? C14 C9 C8 123.10(17) . . ? C10 C9 C8 117.97(18) . . ? C11 C10 C9 120.7(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C12 C11 C10 120.3(2) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 119.8(2) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 120.1(2) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C9 C14 C13 120.2(2) . . ? C9 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C16 C15 H15A 109.5 . . ? C16 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C16 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N4 C16 C17 107.55(16) . . ? N4 C16 C15 123.05(17) . . ? C17 C16 C15 129.40(17) . . ? C16 C17 C18 106.23(16) . . ? C16 C17 H17 126.9 . . ? C18 C17 H17 126.9 . . ? N3 C18 C17 109.56(16) . . ? N3 C18 C19 122.32(16) . . ? C17 C18 C19 128.05(17) . . ? C20 C19 C24 118.81(17) . . ? C20 C19 C18 121.39(16) . . ? C24 C19 C18 119.69(17) . . ? C21 C20 C19 120.64(18) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 120.15(19) . . ? C22 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? C21 C22 C23 119.72(19) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C22 C23 C24 120.50(19) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C19 120.18(18) . . ? C23 C24 H24 119.9 . . ? C19 C24 H24 119.9 . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C26 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? N6 C26 C27 107.68(16) . . ? N6 C26 C25 122.78(18) . . ? C27 C26 C25 129.54(18) . . ? C26 C27 C28 106.22(16) . . ? C26 C27 H27 126.9 . . ? C28 C27 H27 126.9 . . ? N5 C28 C27 109.98(16) . . ? N5 C28 C29 123.09(16) . . ? C27 C28 C29 126.91(17) . . ? C34 C29 C30 118.87(17) . . ? C34 C29 C28 121.45(16) . . ? C30 C29 C28 119.65(16) . . ? C31 C30 C29 120.50(18) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C32 120.23(18) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? C31 C32 C33 119.71(18) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C34 C33 C32 120.15(18) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C29 120.51(17) . . ? C33 C34 H34 119.7 . . ? C29 C34 H34 119.7 . . ? N2 B1 N4 109.06(15) . . ? N2 B1 N6 108.39(15) . . ? N4 B1 N6 108.16(15) . . ? N2 B1 H1 110.4(11) . . ? N4 B1 H1 110.7(11) . . ? N6 B1 H1 110.1(11) . . ? C8 N1 N2 106.19(14) . . ? C8 N1 Ni1 138.56(12) . . ? N2 N1 Ni1 114.93(11) . . ? C6 N2 N1 109.95(15) . . ? C6 N2 B1 129.52(15) . . ? N1 N2 B1 120.13(14) . . ? C18 N3 N4 106.49(14) . . ? C18 N3 Ni1 137.18(12) . . ? N4 N3 Ni1 115.05(11) . . ? C16 N4 N3 110.18(15) . . ? C16 N4 B1 130.29(15) . . ? N3 N4 B1 119.53(14) . . ? C28 N5 N6 106.08(14) . . ? C28 N5 Ni1 137.46(12) . . ? N6 N5 Ni1 113.98(11) . . ? C26 N6 N5 110.02(15) . . ? C26 N6 B1 130.43(15) . . ? N5 N6 B1 119.55(14) . . ? C1 Si1 C3 111.19(10) . . ? C1 Si1 C2 109.26(10) . . ? C3 Si1 C2 106.79(11) . . ? C1 Si1 C4 114.97(9) . . ? C3 Si1 C4 106.38(10) . . ? C2 Si1 C4 107.89(10) . . ? C1 Ni1 N3 154.29(7) . . ? C1 Ni1 N1 109.12(7) . . ? N3 Ni1 N1 88.57(6) . . ? C1 Ni1 N5 107.48(7) . . ? N3 Ni1 N5 88.93(6) . . ? N1 Ni1 N5 94.45(6) . . ? C35 C35 C36 111.3(6) 2_677 . ? C37 C36 C35 111.7(5) . . ? C37 C36 H36A 109.3 . . ? C35 C36 H36A 109.3 . . ? C37 C36 H36B 109.3 . . ? C35 C36 H36B 109.3 . . ? H36A C36 H36B 107.9 . . ? C35A C36A C37A 113.2(10) . . ? C35A C36A H36C 108.9 . . ? C37A C36A H36C 108.9 . . ? C35A C36A H36D 108.9 . . ? C37A C36A H36D 108.9 . . ? H36C C36A H36D 107.8 . . ? C35A C35A C36A 117.8(11) 2_677 . ? C36A C37A H37D 109.5 . . ? C36A C37A H37E 109.5 . . ? H37D C37A H37E 109.5 . . ? C36A C37A H37F 109.5 . . ? H37D C37A H37F 109.5 . . ? H37E C37A H37F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.123 _refine_diff_density_min -0.346 _refine_diff_density_rms 0.051 _database_code_depnum_ccdc_archive 'CCDC 935007' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(4) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 6' _chemical_melting_point '189-190 (decomp.)' _chemical_formula_moiety 'C37 H35 B N6 Ni, C3 H5' _chemical_formula_sum 'C40 H40 B N6 Ni' _chemical_formula_weight 674.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.7957(5) _cell_length_b 15.6599(7) _cell_length_c 20.4875(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.995(2) _cell_angle_gamma 90.00 _cell_volume 3463.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9847 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 27.20 _exptl_crystal_description rode _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.293 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1420 _exptl_absorpt_coefficient_mu 0.598 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9593 _exptl_absorpt_correction_T_max 0.9765 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 79050 _diffrn_reflns_av_R_equivalents 0.0430 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.26 _reflns_number_total 7743 _reflns_number_gt 6127 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0408P)^2^+2.4760P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7743 _refine_ls_number_parameters 441 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0952 _refine_ls_wR_factor_gt 0.0879 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.04810(18) 0.02484(12) 0.09182(10) 0.0199(4) Uani 1 1 d . . . H1A H 0.0739 -0.0095 0.0538 0.024 Uiso 1 1 calc R . . H1B H -0.0324 0.0068 0.1097 0.024 Uiso 1 1 calc R . . C2 C 0.06931(17) 0.11459(12) 0.08799(9) 0.0185(4) Uani 1 1 d . . . C3 C 0.05648(18) 0.16166(12) 0.14693(10) 0.0204(4) Uani 1 1 d . . . H3 H 0.0255 0.1344 0.1847 0.024 Uiso 1 1 calc R . . C4 C 0.08978(19) 0.24905(13) 0.14931(11) 0.0264(5) Uani 1 1 d . . . H4 H 0.0806 0.2805 0.1886 0.032 Uiso 1 1 calc R . . C5 C 0.1351(2) 0.28801(13) 0.09512(12) 0.0317(5) Uani 1 1 d . . . H5 H 0.1561 0.3469 0.0966 0.038 Uiso 1 1 calc R . . C6 C 0.1510(2) 0.24123(14) 0.03677(11) 0.0307(5) Uani 1 1 d . . . H6 H 0.1822 0.2694 -0.0006 0.037 Uiso 1 1 calc R . . C7 C 0.12242(18) 0.15679(13) 0.03318(10) 0.0245(4) Uani 1 1 d . . . H7 H 0.1377 0.1258 -0.0057 0.029 Uiso 1 1 calc R . . C8 C 0.24935(16) -0.12993(11) 0.13750(9) 0.0145(4) Uani 1 1 d . . . C9 C 0.26102(17) -0.20122(11) 0.17814(9) 0.0171(4) Uani 1 1 d . . . H9 H 0.2741 -0.2587 0.1650 0.020 Uiso 1 1 calc R . . C10 C 0.24982(17) -0.17149(11) 0.24127(9) 0.0158(4) Uani 1 1 d . . . C11 C 0.25261(19) -0.21980(12) 0.30409(9) 0.0228(4) Uani 1 1 d . . . H11A H 0.3139 -0.1941 0.3339 0.034 Uiso 1 1 calc R . . H11B H 0.2751 -0.2794 0.2957 0.034 Uiso 1 1 calc R . . H11C H 0.1706 -0.2176 0.3238 0.034 Uiso 1 1 calc R . . C12 C 0.25688(16) -0.12565(11) 0.06603(9) 0.0154(4) Uani 1 1 d . . . C13 C 0.31449(18) -0.05771(12) 0.03469(9) 0.0197(4) Uani 1 1 d . . . H13 H 0.3529 -0.0138 0.0598 0.024 Uiso 1 1 calc R . . C14 C 0.3160(2) -0.05397(13) -0.03290(10) 0.0245(4) Uani 1 1 d . . . H14 H 0.3544 -0.0071 -0.0540 0.029 Uiso 1 1 calc R . . C15 C 0.26141(19) -0.11843(13) -0.06984(10) 0.0240(4) Uani 1 1 d . . . H15 H 0.2622 -0.1156 -0.1162 0.029 Uiso 1 1 calc R . . C16 C 0.20585(19) -0.18677(13) -0.03922(10) 0.0237(4) Uani 1 1 d . . . H16 H 0.1692 -0.2312 -0.0645 0.028 Uiso 1 1 calc R . . C17 C 0.20361(18) -0.19048(12) 0.02823(9) 0.0190(4) Uani 1 1 d . . . H17 H 0.1654 -0.2376 0.0490 0.023 Uiso 1 1 calc R . . C18 C 0.37467(17) 0.16100(11) 0.22925(9) 0.0165(4) Uani 1 1 d . . . C19 C 0.42598(17) 0.16157(12) 0.29249(9) 0.0190(4) Uani 1 1 d . . . H19 H 0.4868 0.1999 0.3093 0.023 Uiso 1 1 calc R . . C20 C 0.37076(17) 0.09556(12) 0.32539(9) 0.0188(4) Uani 1 1 d . . . C21 C 0.3870(2) 0.06932(13) 0.39524(10) 0.0250(5) Uani 1 1 d . . . H21A H 0.3161 0.0892 0.4203 0.038 Uiso 1 1 calc R . . H21B H 0.4633 0.0947 0.4133 0.038 Uiso 1 1 calc R . . H21C H 0.3925 0.0070 0.3979 0.038 Uiso 1 1 calc R . . C22 C 0.40427(17) 0.21821(12) 0.17449(9) 0.0180(4) Uani 1 1 d . . . C23 C 0.40879(19) 0.30618(12) 0.18569(10) 0.0232(4) Uani 1 1 d . . . H23 H 0.3920 0.3280 0.2279 0.028 Uiso 1 1 calc R . . C24 C 0.4376(2) 0.36156(13) 0.13562(11) 0.0280(5) Uani 1 1 d . . . H24 H 0.4388 0.4214 0.1433 0.034 Uiso 1 1 calc R . . C25 C 0.4646(2) 0.33022(14) 0.07429(10) 0.0281(5) Uani 1 1 d . . . H25 H 0.4848 0.3685 0.0401 0.034 Uiso 1 1 calc R . . C26 C 0.46217(19) 0.24307(14) 0.06282(10) 0.0270(5) Uani 1 1 d . . . H26 H 0.4814 0.2215 0.0209 0.032 Uiso 1 1 calc R . . C27 C 0.43155(18) 0.18713(12) 0.11266(10) 0.0215(4) Uani 1 1 d . . . H27 H 0.4292 0.1274 0.1045 0.026 Uiso 1 1 calc R . . C28 C -0.12378(17) -0.00814(12) 0.25015(9) 0.0185(4) Uani 1 1 d . . . C29 C -0.11701(18) 0.06950(12) 0.28455(10) 0.0211(4) Uani 1 1 d . . . H29 H -0.1828 0.1084 0.2921 0.025 Uiso 1 1 calc R . . C30 C 0.00410(19) 0.07744(12) 0.30499(9) 0.0205(4) Uani 1 1 d . . . C31 C 0.0646(2) 0.14870(13) 0.34241(11) 0.0300(5) Uani 1 1 d . . . H31A H 0.1040 0.1259 0.3822 0.045 Uiso 1 1 calc R . . H31B H 0.0019 0.1910 0.3542 0.045 Uiso 1 1 calc R . . H31C H 0.1274 0.1758 0.3154 0.045 Uiso 1 1 calc R . . C32 C -0.22772(18) -0.04628(12) 0.21367(10) 0.0200(4) Uani 1 1 d . . . C33 C -0.20893(18) -0.11735(12) 0.17359(10) 0.0207(4) Uani 1 1 d . . . H33 H -0.1285 -0.1416 0.1710 0.025 Uiso 1 1 calc R . . C34 C -0.30595(19) -0.15283(13) 0.13762(10) 0.0244(4) Uani 1 1 d . . . H34 H -0.2915 -0.2009 0.1105 0.029 Uiso 1 1 calc R . . C35 C -0.42441(18) -0.11826(13) 0.14120(10) 0.0260(5) Uani 1 1 d . . . H35 H -0.4911 -0.1428 0.1169 0.031 Uiso 1 1 calc R . . C36 C -0.44434(19) -0.04802(13) 0.18036(11) 0.0266(5) Uani 1 1 d . . . H36 H -0.5251 -0.0242 0.1828 0.032 Uiso 1 1 calc R . . C37 C -0.34771(18) -0.01180(13) 0.21622(10) 0.0229(4) Uani 1 1 d . . . H37 H -0.3628 0.0367 0.2427 0.028 Uiso 1 1 calc R . . C100 C -0.0633(2) -0.00178(13) 0.48269(11) 0.0292(5) Uani 1 1 d . . . C101 C -0.1417(2) 0.07743(14) 0.49446(12) 0.0347(5) Uani 1 1 d . . . H10A H -0.1557 0.0833 0.5419 0.042 Uiso 1 1 calc R . . H10B H -0.0956 0.1285 0.4800 0.042 Uiso 1 1 calc R . . C102 C -0.2665(2) 0.07451(16) 0.45878(13) 0.0402(6) Uani 1 1 d . . . H10C H -0.2534 0.0679 0.4118 0.060 Uiso 1 1 calc R . . H10D H -0.3116 0.1277 0.4667 0.060 Uiso 1 1 calc R . . H10E H -0.3147 0.0261 0.4748 0.060 Uiso 1 1 calc R . . B1 B 0.2036(2) -0.02099(13) 0.29243(10) 0.0173(4) Uani 1 1 d . . . N1 N 0.23056(14) -0.06006(9) 0.17399(7) 0.0142(3) Uani 1 1 d . . . N2 N 0.29106(14) 0.09789(9) 0.22386(7) 0.0155(3) Uani 1 1 d . . . N3 N -0.01309(14) -0.04639(9) 0.25003(8) 0.0179(3) Uani 1 1 d . . . N4 N 0.23232(13) -0.08600(9) 0.23807(7) 0.0142(3) Uani 1 1 d . . . N5 N 0.28940(14) 0.05709(9) 0.28353(7) 0.0160(3) Uani 1 1 d . . . N6 N 0.06608(14) 0.00715(10) 0.28332(8) 0.0176(3) Uani 1 1 d . . . Ni1 Ni 0.17940(2) 0.054590(14) 0.156198(11) 0.01392(8) Uani 1 1 d . . . H1 H 0.2229(17) -0.0498(11) 0.3401(9) 0.012(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0156(10) 0.0229(9) 0.0210(10) 0.0012(8) -0.0049(8) 0.0010(8) C2 0.0125(9) 0.0228(9) 0.0201(10) 0.0043(8) -0.0030(8) 0.0029(8) C3 0.0174(10) 0.0231(10) 0.0206(10) 0.0050(8) -0.0018(8) 0.0036(8) C4 0.0242(11) 0.0217(10) 0.0332(12) -0.0010(9) -0.0073(9) 0.0084(8) C5 0.0265(12) 0.0183(10) 0.0499(15) 0.0093(10) -0.0097(10) 0.0008(9) C6 0.0245(11) 0.0319(12) 0.0355(13) 0.0185(10) -0.0012(9) 0.0002(9) C7 0.0207(10) 0.0306(11) 0.0220(11) 0.0071(9) -0.0007(8) 0.0051(9) C8 0.0114(9) 0.0150(8) 0.0170(10) -0.0003(7) 0.0001(7) -0.0027(7) C9 0.0162(9) 0.0145(9) 0.0205(10) -0.0003(7) -0.0001(8) -0.0027(7) C10 0.0138(9) 0.0154(9) 0.0183(10) 0.0031(7) -0.0016(7) -0.0018(7) C11 0.0291(11) 0.0199(10) 0.0192(10) 0.0059(8) -0.0016(8) -0.0029(8) C12 0.0132(9) 0.0165(9) 0.0167(10) 0.0004(7) 0.0001(7) 0.0025(7) C13 0.0228(10) 0.0172(9) 0.0191(10) -0.0005(7) 0.0019(8) 0.0001(8) C14 0.0299(11) 0.0230(10) 0.0208(11) 0.0046(8) 0.0072(9) 0.0033(9) C15 0.0281(11) 0.0308(11) 0.0132(10) 0.0006(8) 0.0015(8) 0.0094(9) C16 0.0240(11) 0.0273(10) 0.0198(11) -0.0068(8) -0.0019(8) 0.0026(9) C17 0.0190(10) 0.0191(9) 0.0188(10) -0.0006(7) 0.0006(8) -0.0011(8) C18 0.0143(9) 0.0155(9) 0.0197(10) -0.0037(7) 0.0025(7) 0.0019(7) C19 0.0162(9) 0.0206(9) 0.0201(10) -0.0048(8) -0.0009(8) -0.0007(8) C20 0.0186(10) 0.0200(9) 0.0178(10) -0.0033(8) -0.0023(8) 0.0039(8) C21 0.0285(11) 0.0286(11) 0.0177(10) -0.0026(8) -0.0062(8) 0.0017(9) C22 0.0132(9) 0.0194(9) 0.0213(10) -0.0002(8) 0.0003(8) -0.0023(7) C23 0.0243(11) 0.0217(10) 0.0237(11) -0.0033(8) 0.0037(8) -0.0017(8) C24 0.0310(12) 0.0173(10) 0.0359(13) 0.0031(9) 0.0051(10) -0.0042(9) C25 0.0283(12) 0.0303(11) 0.0259(12) 0.0084(9) 0.0042(9) -0.0050(9) C26 0.0261(11) 0.0343(11) 0.0206(11) -0.0008(9) 0.0031(9) -0.0024(9) C27 0.0201(10) 0.0197(9) 0.0248(11) -0.0030(8) 0.0014(8) -0.0014(8) C28 0.0163(10) 0.0192(9) 0.0202(10) 0.0046(8) 0.0060(8) 0.0008(8) C29 0.0202(10) 0.0213(10) 0.0221(10) 0.0025(8) 0.0072(8) 0.0037(8) C30 0.0233(10) 0.0193(9) 0.0190(10) -0.0005(8) 0.0074(8) 0.0013(8) C31 0.0291(12) 0.0285(11) 0.0325(12) -0.0110(9) 0.0033(10) 0.0029(9) C32 0.0162(10) 0.0200(9) 0.0238(11) 0.0076(8) 0.0049(8) -0.0009(8) C33 0.0155(10) 0.0210(9) 0.0259(11) 0.0045(8) 0.0042(8) 0.0012(8) C34 0.0231(11) 0.0253(10) 0.0248(11) 0.0060(8) 0.0013(9) -0.0035(9) C35 0.0169(10) 0.0306(11) 0.0302(12) 0.0110(9) -0.0028(9) -0.0059(9) C36 0.0148(10) 0.0297(11) 0.0354(12) 0.0140(9) 0.0025(9) 0.0012(8) C37 0.0192(10) 0.0219(10) 0.0277(11) 0.0080(8) 0.0039(8) 0.0021(8) C100 0.0373(13) 0.0209(10) 0.0293(12) 0.0011(9) 0.0000(10) -0.0006(9) C101 0.0374(13) 0.0262(11) 0.0407(14) 0.0020(10) 0.0059(11) -0.0012(10) C102 0.0361(14) 0.0418(14) 0.0429(15) 0.0096(11) 0.0063(11) 0.0000(11) B1 0.0194(11) 0.0183(10) 0.0141(11) 0.0013(8) 0.0012(8) -0.0007(9) N1 0.0138(8) 0.0165(7) 0.0121(7) 0.0024(6) -0.0007(6) -0.0005(6) N2 0.0162(8) 0.0156(7) 0.0148(8) 0.0008(6) 0.0021(6) 0.0006(6) N3 0.0157(8) 0.0181(8) 0.0200(8) 0.0018(6) 0.0026(6) -0.0016(6) N4 0.0125(8) 0.0177(7) 0.0124(8) 0.0031(6) 0.0001(6) 0.0002(6) N5 0.0183(8) 0.0174(8) 0.0123(8) 0.0005(6) -0.0008(6) 0.0008(6) N6 0.0178(8) 0.0180(8) 0.0170(8) 0.0000(6) 0.0024(6) -0.0004(6) Ni1 0.01453(13) 0.01348(12) 0.01368(13) 0.00117(9) -0.00159(9) 0.00035(9) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.426(3) . ? C1 Ni1 1.9751(18) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.423(3) . ? C2 C7 1.431(3) . ? C2 Ni1 2.0470(18) . ? C3 C4 1.416(3) . ? C3 Ni1 2.1447(18) . ? C3 H3 0.9500 . ? C4 C5 1.365(3) . ? C4 H4 0.9500 . ? C5 C6 1.415(3) . ? C5 H5 0.9500 . ? C6 C7 1.360(3) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 N1 1.342(2) . ? C8 C9 1.397(2) . ? C8 C12 1.469(3) . ? C9 C10 1.382(3) . ? C9 H9 0.9500 . ? C10 N4 1.353(2) . ? C10 C11 1.493(3) . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.395(3) . ? C12 C17 1.395(3) . ? C13 C14 1.386(3) . ? C13 H13 0.9500 . ? C14 C15 1.387(3) . ? C14 H14 0.9500 . ? C15 C16 1.383(3) . ? C15 H15 0.9500 . ? C16 C17 1.384(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 N2 1.342(2) . ? C18 C19 1.400(3) . ? C18 C22 1.475(3) . ? C19 C20 1.376(3) . ? C19 H19 0.9500 . ? C20 N5 1.358(2) . ? C20 C21 1.496(3) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C27 1.393(3) . ? C22 C23 1.397(3) . ? C23 C24 1.383(3) . ? C23 H23 0.9500 . ? C24 C25 1.385(3) . ? C24 H24 0.9500 . ? C25 C26 1.385(3) . ? C25 H25 0.9500 . ? C26 C27 1.390(3) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 N3 1.337(2) . ? C28 C29 1.406(3) . ? C28 C32 1.465(3) . ? C29 C30 1.372(3) . ? C29 H29 0.9500 . ? C30 N6 1.366(2) . ? C30 C31 1.497(3) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C33 1.400(3) . ? C32 C37 1.405(3) . ? C33 C34 1.386(3) . ? C33 H33 0.9500 . ? C34 C35 1.392(3) . ? C34 H34 0.9500 . ? C35 C36 1.380(3) . ? C35 H35 0.9500 . ? C36 C37 1.387(3) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C100 C101 1.523(3) . ? C100 C100 1.530(4) 3_556 ? C101 C102 1.522(3) . ? C101 H10A 0.9900 . ? C101 H10B 0.9900 . ? C102 H10C 0.9800 . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? B1 N4 1.544(3) . ? B1 N5 1.547(3) . ? B1 N6 1.556(3) . ? B1 H1 1.092(19) . ? N1 N4 1.374(2) . ? N1 Ni1 1.9116(14) . ? N2 N5 1.380(2) . ? N2 Ni1 1.9433(15) . ? N3 N6 1.371(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 Ni1 71.96(11) . . ? C2 C1 H1A 116.4 . . ? Ni1 C1 H1A 116.4 . . ? C2 C1 H1B 116.4 . . ? Ni1 C1 H1B 116.4 . . ? H1A C1 H1B 113.4 . . ? C3 C2 C1 116.46(17) . . ? C3 C2 C7 118.20(18) . . ? C1 C2 C7 124.40(18) . . ? C3 C2 Ni1 73.89(11) . . ? C1 C2 Ni1 66.55(10) . . ? C7 C2 Ni1 120.78(13) . . ? C4 C3 C2 120.10(18) . . ? C4 C3 Ni1 126.61(14) . . ? C2 C3 Ni1 66.49(10) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? Ni1 C3 H3 78.6 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.41(19) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 121.2(2) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? C6 C7 C2 120.0(2) . . ? C6 C7 H7 120.0 . . ? C2 C7 H7 120.0 . . ? N1 C8 C9 109.42(16) . . ? N1 C8 C12 121.95(15) . . ? C9 C8 C12 128.62(16) . . ? C10 C9 C8 106.26(16) . . ? C10 C9 H9 126.9 . . ? C8 C9 H9 126.9 . . ? N4 C10 C9 107.60(16) . . ? N4 C10 C11 122.94(17) . . ? C9 C10 C11 129.45(17) . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C17 118.84(17) . . ? C13 C12 C8 121.77(16) . . ? C17 C12 C8 119.38(16) . . ? C14 C13 C12 120.34(18) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 120.15(19) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 119.94(19) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C15 C16 C17 120.06(18) . . ? C15 C16 H16 120.0 . . ? C17 C16 H16 120.0 . . ? C16 C17 C12 120.64(18) . . ? C16 C17 H17 119.7 . . ? C12 C17 H17 119.7 . . ? N2 C18 C19 109.61(16) . . ? N2 C18 C22 122.62(16) . . ? C19 C18 C22 127.76(17) . . ? C20 C19 C18 106.30(16) . . ? C20 C19 H19 126.8 . . ? C18 C19 H19 126.8 . . ? N5 C20 C19 107.76(16) . . ? N5 C20 C21 123.11(17) . . ? C19 C20 C21 129.07(17) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C27 C22 C23 119.10(18) . . ? C27 C22 C18 122.10(17) . . ? C23 C22 C18 118.77(17) . . ? C24 C23 C22 120.27(19) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 120.30(19) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C26 119.97(19) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C25 C26 C27 120.0(2) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C22 120.31(18) . . ? C26 C27 H27 119.8 . . ? C22 C27 H27 119.8 . . ? N3 C28 C29 110.46(17) . . ? N3 C28 C32 119.55(17) . . ? C29 C28 C32 129.86(17) . . ? C30 C29 C28 105.80(17) . . ? C30 C29 H29 127.1 . . ? C28 C29 H29 127.1 . . ? N6 C30 C29 107.30(17) . . ? N6 C30 C31 123.73(18) . . ? C29 C30 C31 128.95(18) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 C37 118.05(18) . . ? C33 C32 C28 120.40(17) . . ? C37 C32 C28 121.53(18) . . ? C34 C33 C32 120.97(18) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? C33 C34 C35 120.2(2) . . ? C33 C34 H34 119.9 . . ? C35 C34 H34 119.9 . . ? C36 C35 C34 119.55(19) . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 C37 120.69(19) . . ? C35 C36 H36 119.7 . . ? C37 C36 H36 119.7 . . ? C36 C37 C32 120.57(19) . . ? C36 C37 H37 119.7 . . ? C32 C37 H37 119.7 . . ? C101 C100 C100 113.0(2) . 3_556 ? C102 C101 C100 112.9(2) . . ? C102 C101 H10A 109.0 . . ? C100 C101 H10A 109.0 . . ? C102 C101 H10B 109.0 . . ? C100 C101 H10B 109.0 . . ? H10A C101 H10B 107.8 . . ? C101 C102 H10C 109.5 . . ? C101 C102 H10D 109.5 . . ? H10C C102 H10D 109.5 . . ? C101 C102 H10E 109.5 . . ? H10C C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N4 B1 N5 107.92(15) . . ? N4 B1 N6 107.66(15) . . ? N5 B1 N6 109.51(15) . . ? N4 B1 H1 109.5(10) . . ? N5 B1 H1 109.1(10) . . ? N6 B1 H1 113.0(10) . . ? C8 N1 N4 106.94(14) . . ? C8 N1 Ni1 134.85(12) . . ? N4 N1 Ni1 117.32(11) . . ? C18 N2 N5 106.69(14) . . ? C18 N2 Ni1 136.37(13) . . ? N5 N2 Ni1 116.94(11) . . ? C28 N3 N6 105.95(15) . . ? C10 N4 N1 109.77(14) . . ? C10 N4 B1 130.29(15) . . ? N1 N4 B1 119.64(14) . . ? C20 N5 N2 109.63(15) . . ? C20 N5 B1 131.18(16) . . ? N2 N5 B1 119.17(14) . . ? C30 N6 N3 110.48(15) . . ? C30 N6 B1 131.34(16) . . ? N3 N6 B1 118.14(14) . . ? N1 Ni1 N2 91.04(6) . . ? N1 Ni1 C1 96.17(7) . . ? N2 Ni1 C1 171.02(7) . . ? N1 Ni1 C2 136.35(7) . . ? N2 Ni1 C2 132.25(7) . . ? C1 Ni1 C2 41.49(8) . . ? N1 Ni1 C3 158.04(7) . . ? N2 Ni1 C3 99.53(7) . . ? C1 Ni1 C3 71.91(8) . . ? C2 Ni1 C3 39.62(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.827 _refine_diff_density_min -0.400 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 935008' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(5) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 9' _chemical_melting_point 243-245 _chemical_formula_moiety 'C40 H39 B Cl N8 Ni, H2O' _chemical_formula_sum 'C40 H41 B Cl N8 Ni O' _chemical_formula_weight 752.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.661(5) _cell_length_b 12.019(5) _cell_length_c 15.170(5) _cell_angle_alpha 81.193(5) _cell_angle_beta 86.609(5) _cell_angle_gamma 61.264(5) _cell_volume 1842.0(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9797 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.34 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 786 _exptl_absorpt_coefficient_mu 0.644 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8953 _exptl_absorpt_correction_T_max 0.9074 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 37026 _diffrn_reflns_av_R_equivalents 0.0206 _diffrn_reflns_av_sigmaI/netI 0.0137 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 25.35 _reflns_number_total 6741 _reflns_number_gt 6407 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-92 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0567P)^2^+2.2806P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6741 _refine_ls_number_parameters 485 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0392 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7828(3) 0.5527(2) 0.40773(15) 0.0333(6) Uani 1 1 d . . . H1A H 0.8543 0.4973 0.3740 0.050 Uiso 1 1 calc R . . H1B H 0.7588 0.6404 0.3855 0.050 Uiso 1 1 calc R . . H1C H 0.7094 0.5387 0.4021 0.050 Uiso 1 1 calc R . . C2 C 0.8231(2) 0.5245(2) 0.50357(15) 0.0250(5) Uani 1 1 d . . . C3 C 0.8357(2) 0.6010(2) 0.55712(15) 0.0274(5) Uani 1 1 d . . . H3 H 0.8215 0.6845 0.5407 0.033 Uiso 1 1 calc R . . C4 C 0.8746(2) 0.5269(2) 0.64155(14) 0.0221(4) Uani 1 1 d . . . C5 C 0.8979(2) 0.5643(2) 0.72416(15) 0.0234(5) Uani 1 1 d . . . C6 C 0.8316(2) 0.6926(2) 0.73574(17) 0.0299(5) Uani 1 1 d . . . H6 H 0.7744 0.7534 0.6914 0.036 Uiso 1 1 calc R . . C7 C 0.8502(3) 0.7309(3) 0.81348(19) 0.0373(6) Uani 1 1 d . . . H7 H 0.8054 0.8170 0.8207 0.045 Uiso 1 1 calc R . . C8 C 0.9344(3) 0.6419(3) 0.87957(18) 0.0379(6) Uani 1 1 d . . . H8 H 0.9463 0.6677 0.9315 0.045 Uiso 1 1 calc R . . C9 C 1.0017(3) 0.5132(3) 0.86853(17) 0.0327(5) Uani 1 1 d . . . H9 H 1.0589 0.4528 0.9130 0.039 Uiso 1 1 calc R . . C10 C 0.9836(2) 0.4751(2) 0.79127(15) 0.0263(5) Uani 1 1 d . . . H10 H 1.0291 0.3890 0.7841 0.032 Uiso 1 1 calc R . . C11 C 1.0517(2) 0.0978(2) 0.39896(15) 0.0292(5) Uani 1 1 d . . . H11A H 0.9802 0.0790 0.4009 0.044 Uiso 1 1 calc R . . H11B H 1.1259 0.0330 0.3726 0.044 Uiso 1 1 calc R . . H11C H 1.0264 0.1799 0.3638 0.044 Uiso 1 1 calc R . . C12 C 1.0868(2) 0.1003(2) 0.49171(15) 0.0251(5) Uani 1 1 d . . . C13 C 1.2049(2) 0.0307(2) 0.53627(16) 0.0302(5) Uani 1 1 d . . . H13 H 1.2825 -0.0306 0.5148 0.036 Uiso 1 1 calc R . . C14 C 1.1854(2) 0.0705(2) 0.62053(15) 0.0250(5) Uani 1 1 d . . . C15 C 1.2860(2) 0.0356(2) 0.68950(15) 0.0254(5) Uani 1 1 d . . . C16 C 1.3849(2) -0.0903(2) 0.71110(17) 0.0332(6) Uani 1 1 d . . . H16 H 1.3859 -0.1548 0.6836 0.040 Uiso 1 1 calc R . . C17 C 1.4815(2) -0.1201(3) 0.77304(17) 0.0354(6) Uani 1 1 d . . . H17 H 1.5466 -0.2046 0.7872 0.042 Uiso 1 1 calc R . . C18 C 1.4821(2) -0.0254(3) 0.81402(16) 0.0330(6) Uani 1 1 d . . . H18 H 1.5479 -0.0455 0.8550 0.040 Uiso 1 1 calc R . . C19 C 1.3839(2) 0.0998(2) 0.79353(16) 0.0306(5) Uani 1 1 d . . . H19 H 1.3831 0.1640 0.8212 0.037 Uiso 1 1 calc R . . C20 C 1.2868(2) 0.1298(2) 0.73206(15) 0.0257(5) Uani 1 1 d . . . H20 H 1.2211 0.2142 0.7189 0.031 Uiso 1 1 calc R . . C21 C 0.5839(2) 0.3171(3) 0.47732(15) 0.0331(6) Uani 1 1 d . . . H21A H 0.5684 0.4034 0.4595 0.050 Uiso 1 1 calc R . . H21B H 0.5024 0.3153 0.4779 0.050 Uiso 1 1 calc R . . H21C H 0.6418 0.2633 0.4360 0.050 Uiso 1 1 calc R . . C22 C 0.6450(2) 0.2691(2) 0.56903(14) 0.0241(5) Uani 1 1 d . . . C23 C 0.5980(2) 0.2317(2) 0.64747(14) 0.0241(5) Uani 1 1 d . . . H23 H 0.5195 0.2293 0.6553 0.029 Uiso 1 1 calc R . . C24 C 0.6934(2) 0.19849(19) 0.71260(14) 0.0194(4) Uani 1 1 d . . . C25 C 0.6955(2) 0.1496(2) 0.80828(14) 0.0189(4) Uani 1 1 d . . . C26 C 0.8054(2) 0.0401(2) 0.84676(14) 0.0219(4) Uani 1 1 d . . . H26 H 0.8774 -0.0027 0.8120 0.026 Uiso 1 1 calc R . . C27 C 0.8075(2) -0.0049(2) 0.93659(15) 0.0251(5) Uani 1 1 d . . . H27 H 0.8813 -0.0776 0.9619 0.030 Uiso 1 1 calc R . . C28 C 0.7003(2) 0.0576(2) 0.98910(15) 0.0259(5) Uani 1 1 d . . . H28 H 0.7018 0.0267 1.0493 0.031 Uiso 1 1 calc R . . C29 C 0.5912(2) 0.1664(2) 0.95124(15) 0.0267(5) Uani 1 1 d . . . H29 H 0.5192 0.2088 0.9862 0.032 Uiso 1 1 calc R . . C30 C 0.5886(2) 0.2126(2) 0.86153(14) 0.0225(4) Uani 1 1 d . . . H30 H 0.5150 0.2860 0.8367 0.027 Uiso 1 1 calc R . . C31 C 0.6009(2) 0.5317(2) 0.72742(14) 0.0226(4) Uani 1 1 d . . . H31A H 0.6302 0.5911 0.7006 0.034 Uiso 1 1 calc R . . H31B H 0.5089 0.5775 0.7385 0.034 Uiso 1 1 calc R . . H31C H 0.6169 0.4708 0.6878 0.034 Uiso 1 1 calc R . . C32 C 0.6736(2) 0.4628(2) 0.81361(14) 0.0189(4) Uani 1 1 d . . . C33 C 0.6331(2) 0.4936(2) 0.89983(14) 0.0202(4) Uani 1 1 d . . . H33 H 0.5569 0.5633 0.9151 0.024 Uiso 1 1 calc R . . C34 C 0.7303(2) 0.3984(2) 0.95743(14) 0.0193(4) Uani 1 1 d . . . C35 C 0.7454(2) 0.3751(2) 1.05511(14) 0.0195(4) Uani 1 1 d . . . C36 C 0.8055(2) 0.2508(2) 1.10112(14) 0.0233(5) Uani 1 1 d . . . H36 H 0.8350 0.1812 1.0701 0.028 Uiso 1 1 calc R . . C37 C 0.8213(2) 0.2307(2) 1.19324(15) 0.0264(5) Uani 1 1 d . . . H37 H 0.8606 0.1477 1.2239 0.032 Uiso 1 1 calc R . . C38 C 0.7782(2) 0.3349(2) 1.23955(15) 0.0277(5) Uani 1 1 d . . . H38 H 0.7901 0.3214 1.3011 0.033 Uiso 1 1 calc R . . C39 C 0.7181(2) 0.4576(2) 1.19445(15) 0.0283(5) Uani 1 1 d . . . H39 H 0.6885 0.5269 1.2258 0.034 Uiso 1 1 calc R . . C40 C 0.7012(2) 0.4788(2) 1.10232(15) 0.0244(5) Uani 1 1 d . . . H40 H 0.6606 0.5621 1.0722 0.029 Uiso 1 1 calc R . . B1 B 0.8593(2) 0.2881(2) 0.52832(15) 0.0210(5) Uani 1 1 d . . . N1 N 0.88437(17) 0.41179(17) 0.63908(11) 0.0198(4) Uani 1 1 d . . . N2 N 0.85326(17) 0.41077(17) 0.55360(11) 0.0207(4) Uani 1 1 d . . . N3 N 1.06038(18) 0.15848(17) 0.62789(11) 0.0208(4) Uani 1 1 d . . . N4 N 1.00027(18) 0.17757(17) 0.54740(11) 0.0208(4) Uani 1 1 d . . . N5 N 0.79251(17) 0.21484(16) 0.67611(11) 0.0180(4) Uani 1 1 d . . . N6 N 0.76273(17) 0.25723(16) 0.58715(11) 0.0193(4) Uani 1 1 d . . . N7 N 0.78934(17) 0.35598(16) 0.81802(11) 0.0178(4) Uani 1 1 d . . . N8 N 0.82099(18) 0.31856(17) 0.90582(11) 0.0181(4) Uani 1 1 d . . . Cl1 Cl 1.05583(5) 0.10282(5) 0.84223(3) 0.02152(13) Uani 1 1 d . . . Ni1 Ni 0.92665(2) 0.24980(2) 0.726825(16) 0.01686(9) Uani 1 1 d . . . O1 O 0.4364(3) 0.1385(3) 0.4946(3) 0.1058(12) Uani 1 1 d . . . H1 H 0.832(2) 0.303(2) 0.4586(16) 0.021(6) Uiso 1 1 d . . . H2 H 0.891(3) 0.247(3) 0.9195(18) 0.027(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0451(15) 0.0282(12) 0.0178(11) 0.0067(9) -0.0049(10) -0.0128(11) C2 0.0289(11) 0.0212(11) 0.0180(11) 0.0040(8) -0.0012(9) -0.0081(9) C3 0.0352(12) 0.0204(11) 0.0242(12) 0.0033(9) -0.0013(9) -0.0130(10) C4 0.0239(11) 0.0203(10) 0.0205(11) -0.0023(8) 0.0014(8) -0.0096(9) C5 0.0260(11) 0.0250(11) 0.0231(11) -0.0048(9) 0.0036(9) -0.0152(9) C6 0.0323(12) 0.0250(12) 0.0365(13) -0.0063(10) 0.0014(10) -0.0164(10) C7 0.0440(15) 0.0321(13) 0.0461(16) -0.0183(12) 0.0073(12) -0.0234(12) C8 0.0500(16) 0.0472(16) 0.0330(14) -0.0180(12) 0.0058(12) -0.0334(14) C9 0.0384(14) 0.0429(15) 0.0253(12) -0.0035(11) -0.0023(10) -0.0262(12) C10 0.0289(12) 0.0271(12) 0.0256(12) -0.0056(9) 0.0014(9) -0.0151(10) C11 0.0355(13) 0.0243(11) 0.0175(11) -0.0074(9) 0.0003(9) -0.0049(10) C12 0.0316(12) 0.0198(11) 0.0167(10) -0.0038(8) 0.0006(9) -0.0064(9) C13 0.0288(12) 0.0242(12) 0.0227(12) -0.0078(9) -0.0006(9) 0.0004(10) C14 0.0276(11) 0.0191(10) 0.0190(11) -0.0022(8) -0.0018(9) -0.0037(9) C15 0.0240(11) 0.0260(12) 0.0191(11) -0.0021(9) 0.0007(9) -0.0069(9) C16 0.0321(13) 0.0261(12) 0.0297(13) -0.0082(10) -0.0060(10) -0.0028(10) C17 0.0283(12) 0.0327(13) 0.0312(13) -0.0020(11) -0.0065(10) -0.0034(10) C18 0.0270(12) 0.0460(15) 0.0244(12) -0.0011(11) -0.0036(9) -0.0168(11) C19 0.0321(12) 0.0365(13) 0.0294(13) -0.0054(10) 0.0032(10) -0.0215(11) C20 0.0256(11) 0.0237(11) 0.0250(11) -0.0003(9) 0.0032(9) -0.0109(9) C21 0.0287(12) 0.0428(14) 0.0167(11) -0.0057(10) -0.0071(9) -0.0071(11) C22 0.0247(11) 0.0242(11) 0.0166(10) -0.0067(9) -0.0045(8) -0.0047(9) C23 0.0221(11) 0.0283(12) 0.0191(11) -0.0076(9) -0.0021(8) -0.0083(9) C24 0.0233(10) 0.0154(10) 0.0160(10) -0.0056(8) -0.0013(8) -0.0054(8) C25 0.0253(11) 0.0176(10) 0.0161(10) -0.0025(8) -0.0036(8) -0.0116(9) C26 0.0260(11) 0.0193(10) 0.0194(10) -0.0043(8) -0.0008(8) -0.0096(9) C27 0.0292(12) 0.0211(11) 0.0224(11) 0.0010(9) -0.0061(9) -0.0104(9) C28 0.0336(12) 0.0300(12) 0.0165(10) 0.0013(9) -0.0025(9) -0.0182(10) C29 0.0278(12) 0.0308(12) 0.0211(11) -0.0049(9) 0.0037(9) -0.0136(10) C30 0.0239(11) 0.0207(11) 0.0209(11) -0.0022(8) -0.0023(8) -0.0090(9) C31 0.0246(11) 0.0195(10) 0.0164(10) 0.0001(8) -0.0046(8) -0.0050(9) C32 0.0212(10) 0.0172(10) 0.0171(10) -0.0017(8) -0.0034(8) -0.0081(8) C33 0.0217(10) 0.0176(10) 0.0180(10) -0.0042(8) -0.0005(8) -0.0063(8) C34 0.0217(10) 0.0199(10) 0.0164(10) -0.0053(8) -0.0007(8) -0.0093(9) C35 0.0183(10) 0.0244(11) 0.0145(10) -0.0037(8) -0.0013(8) -0.0088(9) C36 0.0272(11) 0.0238(11) 0.0181(10) -0.0058(9) 0.0005(8) -0.0107(9) C37 0.0292(12) 0.0263(12) 0.0184(11) 0.0006(9) -0.0018(9) -0.0098(10) C38 0.0267(11) 0.0363(13) 0.0140(10) -0.0043(9) -0.0008(9) -0.0099(10) C39 0.0285(12) 0.0297(12) 0.0184(11) -0.0102(9) -0.0015(9) -0.0051(10) C40 0.0251(11) 0.0219(11) 0.0186(11) -0.0047(9) -0.0022(8) -0.0045(9) B1 0.0259(12) 0.0177(11) 0.0121(11) -0.0020(9) -0.0022(9) -0.0044(10) N1 0.0236(9) 0.0186(9) 0.0134(8) -0.0026(7) -0.0008(7) -0.0069(7) N2 0.0246(9) 0.0194(9) 0.0117(8) -0.0013(7) -0.0007(7) -0.0057(7) N3 0.0241(9) 0.0193(9) 0.0129(8) -0.0004(7) -0.0027(7) -0.0058(7) N4 0.0264(9) 0.0184(9) 0.0112(8) -0.0014(7) -0.0018(7) -0.0057(8) N5 0.0250(9) 0.0154(8) 0.0099(8) -0.0010(6) -0.0040(7) -0.0064(7) N6 0.0244(9) 0.0177(8) 0.0101(8) -0.0023(6) -0.0044(7) -0.0049(7) N7 0.0221(9) 0.0177(8) 0.0117(8) -0.0018(7) -0.0031(7) -0.0078(7) N8 0.0209(9) 0.0182(9) 0.0113(8) -0.0015(7) -0.0034(7) -0.0061(8) Cl1 0.0228(3) 0.0193(2) 0.0140(2) 0.00098(18) -0.00280(18) -0.0040(2) Ni1 0.02081(15) 0.01514(15) 0.01069(14) -0.00125(10) -0.00265(10) -0.00533(11) O1 0.0656(19) 0.0692(19) 0.161(4) 0.003(2) 0.017(2) -0.0226(16) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.492(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N2 1.349(3) . ? C2 C3 1.379(3) . ? C3 C4 1.404(3) . ? C3 H3 0.9300 . ? C4 N1 1.339(3) . ? C4 C5 1.475(3) . ? C5 C6 1.389(3) . ? C5 C10 1.393(3) . ? C6 C7 1.393(4) . ? C6 H6 0.9300 . ? C7 C8 1.376(4) . ? C7 H7 0.9300 . ? C8 C9 1.390(4) . ? C8 H8 0.9300 . ? C9 C10 1.384(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.497(3) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.354(3) . ? C12 C13 1.373(3) . ? C13 C14 1.401(3) . ? C13 H13 0.9300 . ? C14 N3 1.338(3) . ? C14 C15 1.478(3) . ? C15 C20 1.391(3) . ? C15 C16 1.393(3) . ? C16 C17 1.384(4) . ? C16 H16 0.9300 . ? C17 C18 1.381(4) . ? C17 H17 0.9300 . ? C18 C19 1.384(4) . ? C18 H18 0.9300 . ? C19 C20 1.382(3) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.501(3) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N6 1.351(3) . ? C22 C23 1.384(3) . ? C23 C24 1.399(3) . ? C23 H23 0.9300 . ? C24 N5 1.338(3) . ? C24 C25 1.477(3) . ? C25 C30 1.393(3) . ? C25 C26 1.395(3) . ? C26 C27 1.384(3) . ? C26 H26 0.9300 . ? C27 C28 1.387(3) . ? C27 H27 0.9300 . ? C28 C29 1.384(3) . ? C28 H28 0.9300 . ? C29 C30 1.385(3) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? C31 C32 1.496(3) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 N7 1.339(3) . ? C32 C33 1.406(3) . ? C33 C34 1.386(3) . ? C33 H33 0.9300 . ? C34 N8 1.345(3) . ? C34 C35 1.470(3) . ? C35 C36 1.393(3) . ? C35 C40 1.395(3) . ? C36 C37 1.389(3) . ? C36 H36 0.9300 . ? C37 C38 1.391(3) . ? C37 H37 0.9300 . ? C38 C39 1.374(4) . ? C38 H38 0.9300 . ? C39 C40 1.390(3) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? B1 N6 1.544(3) . ? B1 N4 1.546(3) . ? B1 N2 1.548(3) . ? B1 H1 1.08(2) . ? N1 N2 1.370(2) . ? N1 Ni1 2.0412(19) . ? N3 N4 1.377(2) . ? N3 Ni1 2.1144(18) . ? N5 N6 1.370(2) . ? N5 Ni1 2.0220(19) . ? N7 N8 1.352(2) . ? N7 Ni1 2.1024(18) . ? N8 H2 0.86(3) . ? Cl1 Ni1 2.2937(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 107.83(19) . . ? N2 C2 C1 122.3(2) . . ? C3 C2 C1 129.9(2) . . ? C2 C3 C4 105.8(2) . . ? C2 C3 H3 127.1 . . ? C4 C3 H3 127.1 . . ? N1 C4 C3 109.50(19) . . ? N1 C4 C5 122.2(2) . . ? C3 C4 C5 128.2(2) . . ? C6 C5 C10 118.8(2) . . ? C6 C5 C4 118.9(2) . . ? C10 C5 C4 122.3(2) . . ? C5 C6 C7 120.4(2) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C8 C7 C6 120.3(2) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C9 119.8(2) . . ? C7 C8 H8 120.1 . . ? C9 C8 H8 120.1 . . ? C10 C9 C8 119.9(2) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C5 120.8(2) . . ? C9 C10 H10 119.6 . . ? C5 C10 H10 119.6 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 C13 107.48(19) . . ? N4 C12 C11 123.3(2) . . ? C13 C12 C11 129.2(2) . . ? C12 C13 C14 106.3(2) . . ? C12 C13 H13 126.9 . . ? C14 C13 H13 126.9 . . ? N3 C14 C13 109.7(2) . . ? N3 C14 C15 122.6(2) . . ? C13 C14 C15 127.3(2) . . ? C20 C15 C16 118.3(2) . . ? C20 C15 C14 120.2(2) . . ? C16 C15 C14 121.5(2) . . ? C17 C16 C15 120.6(2) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C18 C17 C16 120.5(2) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 119.3(2) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C20 C19 C18 120.3(2) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C15 121.0(2) . . ? C19 C20 H20 119.5 . . ? C15 C20 H20 119.5 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 C23 108.01(19) . . ? N6 C22 C21 122.3(2) . . ? C23 C22 C21 129.7(2) . . ? C22 C23 C24 105.4(2) . . ? C22 C23 H23 127.3 . . ? C24 C23 H23 127.3 . . ? N5 C24 C23 109.96(19) . . ? N5 C24 C25 121.20(18) . . ? C23 C24 C25 128.8(2) . . ? C30 C25 C26 119.1(2) . . ? C30 C25 C24 120.62(19) . . ? C26 C25 C24 120.33(19) . . ? C27 C26 C25 120.2(2) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 120.5(2) . . ? C26 C27 H27 119.8 . . ? C28 C27 H27 119.8 . . ? C29 C28 C27 119.5(2) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C28 C29 C30 120.4(2) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C29 C30 C25 120.4(2) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N7 C32 C33 109.98(18) . . ? N7 C32 C31 122.50(18) . . ? C33 C32 C31 127.48(19) . . ? C34 C33 C32 105.80(18) . . ? C34 C33 H33 127.1 . . ? C32 C33 H33 127.1 . . ? N8 C34 C33 106.15(18) . . ? N8 C34 C35 121.34(19) . . ? C33 C34 C35 132.51(19) . . ? C36 C35 C40 119.5(2) . . ? C36 C35 C34 121.01(19) . . ? C40 C35 C34 119.5(2) . . ? C37 C36 C35 120.1(2) . . ? C37 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? C36 C37 C38 119.9(2) . . ? C36 C37 H37 120.0 . . ? C38 C37 H37 120.0 . . ? C39 C38 C37 120.1(2) . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C40 120.5(2) . . ? C38 C39 H39 119.8 . . ? C40 C39 H39 119.8 . . ? C39 C40 C35 119.9(2) . . ? C39 C40 H40 120.0 . . ? C35 C40 H40 120.0 . . ? N6 B1 N4 109.70(18) . . ? N6 B1 N2 108.57(17) . . ? N4 B1 N2 107.73(18) . . ? N6 B1 H1 109.3(13) . . ? N4 B1 H1 111.1(13) . . ? N2 B1 H1 110.4(13) . . ? C4 N1 N2 106.84(17) . . ? C4 N1 Ni1 137.12(15) . . ? N2 N1 Ni1 116.01(13) . . ? C2 N2 N1 110.00(18) . . ? C2 N2 B1 130.54(18) . . ? N1 N2 B1 119.45(17) . . ? C14 N3 N4 106.32(17) . . ? C14 N3 Ni1 139.82(15) . . ? N4 N3 Ni1 112.88(13) . . ? C12 N4 N3 110.15(17) . . ? C12 N4 B1 129.63(18) . . ? N3 N4 B1 119.68(16) . . ? C24 N5 N6 106.87(17) . . ? C24 N5 Ni1 132.69(14) . . ? N6 N5 Ni1 116.18(13) . . ? C22 N6 N5 109.73(18) . . ? C22 N6 B1 132.02(18) . . ? N5 N6 B1 118.18(17) . . ? C32 N7 N8 105.58(16) . . ? C32 N7 Ni1 136.61(14) . . ? N8 N7 Ni1 117.66(13) . . ? C34 N8 N7 112.49(17) . . ? C34 N8 H2 131.1(18) . . ? N7 N8 H2 116.3(18) . . ? N5 Ni1 N1 95.36(7) . . ? N5 Ni1 N7 90.36(7) . . ? N1 Ni1 N7 91.74(7) . . ? N5 Ni1 N3 90.26(8) . . ? N1 Ni1 N3 83.22(7) . . ? N7 Ni1 N3 174.97(7) . . ? N5 Ni1 Cl1 116.53(6) . . ? N1 Ni1 Cl1 148.02(5) . . ? N7 Ni1 Cl1 90.42(5) . . ? N3 Ni1 Cl1 93.77(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.313 _refine_diff_density_min -1.298 _refine_diff_density_rms 0.067 _database_code_depnum_ccdc_archive 'CCDC 935009' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(6) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 11' _chemical_melting_point '183-185 (decomp.)' _chemical_formula_moiety 'C30 H28 B N9 Ni' _chemical_formula_sum 'C30 H28 B N9 Ni' _chemical_formula_weight 584.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.6788(13) _cell_length_b 15.9571(18) _cell_length_c 15.4330(18) _cell_angle_alpha 90.00 _cell_angle_beta 98.832(2) _cell_angle_gamma 90.00 _cell_volume 2842.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9782 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 25.36 _exptl_crystal_description rode _exptl_crystal_colour red _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.720 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9291 _exptl_absorpt_correction_T_max 0.9591 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 58255 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.38 _reflns_number_total 5211 _reflns_number_gt 4647 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0370P)^2^+1.6284P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5211 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0278 _refine_ls_wR_factor_ref 0.0744 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.05613(15) -0.23888(11) 0.16209(12) 0.0294(4) Uani 1 1 d . . . H1A H -0.0858 -0.2357 0.2167 0.044 Uiso 1 1 calc R . . H1B H -0.0525 -0.2965 0.1447 0.044 Uiso 1 1 calc R . . H1C H -0.1063 -0.2085 0.1179 0.044 Uiso 1 1 calc R . . C2 C 0.06243(15) -0.20157(10) 0.17300(11) 0.0228(3) Uani 1 1 d . . . C3 C 0.16742(15) -0.24061(10) 0.17321(11) 0.0232(4) Uani 1 1 d . . . H3 H 0.1801 -0.2976 0.1662 0.028 Uiso 1 1 calc R . . C4 C 0.25129(14) -0.17753(10) 0.18602(10) 0.0205(3) Uani 1 1 d . . . C5 C 0.37668(14) -0.18513(10) 0.18606(11) 0.0223(3) Uani 1 1 d . . . C6 C 0.43943(15) -0.12289(11) 0.15066(12) 0.0282(4) Uani 1 1 d . . . H6 H 0.4023 -0.0741 0.1286 0.034 Uiso 1 1 calc R . . C7 C 0.55649(17) -0.13322(13) 0.14806(13) 0.0379(5) Uani 1 1 d . . . H7 H 0.5979 -0.0911 0.1251 0.045 Uiso 1 1 calc R . . C8 C 0.61197(17) -0.20605(14) 0.17956(14) 0.0407(5) Uani 1 1 d . . . H8 H 0.6904 -0.2132 0.1770 0.049 Uiso 1 1 calc R . . C9 C 0.55097(17) -0.26821(12) 0.21480(13) 0.0352(5) Uani 1 1 d . . . H9 H 0.5886 -0.3171 0.2362 0.042 Uiso 1 1 calc R . . C10 C 0.43417(16) -0.25814(11) 0.21837(11) 0.0279(4) Uani 1 1 d . . . H10 H 0.3937 -0.3002 0.2424 0.034 Uiso 1 1 calc R . . C11 C -0.17291(15) 0.05547(11) 0.04715(12) 0.0274(4) Uani 1 1 d . . . H11A H -0.1815 -0.0018 0.0282 0.041 Uiso 1 1 calc R . . H11B H -0.2056 0.0918 0.0002 0.041 Uiso 1 1 calc R . . H11C H -0.2124 0.0638 0.0966 0.041 Uiso 1 1 calc R . . C12 C -0.04735(14) 0.07513(10) 0.07278(10) 0.0223(3) Uani 1 1 d . . . C13 C 0.01554(14) 0.14147(10) 0.04711(11) 0.0231(3) Uani 1 1 d . . . H13 H -0.0120 0.1844 0.0087 0.028 Uiso 1 1 calc R . . C14 C 0.12872(14) 0.13114(10) 0.09037(10) 0.0211(3) Uani 1 1 d . . . C15 C 0.23122(14) 0.18427(10) 0.08752(10) 0.0217(3) Uani 1 1 d . . . C16 C 0.21884(16) 0.27116(11) 0.08340(12) 0.0277(4) Uani 1 1 d . . . H16 H 0.1456 0.2950 0.0797 0.033 Uiso 1 1 calc R . . C17 C 0.31492(17) 0.32204(11) 0.08481(12) 0.0321(4) Uani 1 1 d . . . H17 H 0.3059 0.3799 0.0827 0.039 Uiso 1 1 calc R . . C18 C 0.42416(16) 0.28765(12) 0.08936(12) 0.0308(4) Uani 1 1 d . . . H18 H 0.4886 0.3222 0.0916 0.037 Uiso 1 1 calc R . . C19 C 0.43719(16) 0.20138(12) 0.09058(12) 0.0312(4) Uani 1 1 d . . . H19 H 0.5103 0.1778 0.0920 0.037 Uiso 1 1 calc R . . C20 C 0.34109(15) 0.15016(11) 0.08968(11) 0.0263(4) Uani 1 1 d . . . H20 H 0.3503 0.0923 0.0905 0.032 Uiso 1 1 calc R . . C21 C -0.18301(15) -0.01020(13) 0.31768(13) 0.0335(4) Uani 1 1 d . . . H21A H -0.2172 0.0184 0.2653 0.050 Uiso 1 1 calc R . . H21B H -0.2212 0.0067 0.3657 0.050 Uiso 1 1 calc R . . H21C H -0.1914 -0.0696 0.3092 0.050 Uiso 1 1 calc R . . C22 C -0.05727(15) 0.01142(10) 0.33776(11) 0.0233(4) Uani 1 1 d . . . C23 C 0.00215(15) 0.05306(10) 0.40853(11) 0.0242(4) Uani 1 1 d . . . H23 H -0.0285 0.0749 0.4559 0.029 Uiso 1 1 calc R . . C24 C 0.11738(14) 0.05615(10) 0.39543(10) 0.0205(3) Uani 1 1 d . . . C25 C 0.21547(15) 0.09070(10) 0.45675(11) 0.0229(3) Uani 1 1 d . . . C26 C 0.20042(16) 0.16629(11) 0.49972(12) 0.0284(4) Uani 1 1 d . . . H26 H 0.1322 0.1966 0.4851 0.034 Uiso 1 1 calc R . . C27 C 0.28695(18) 0.19601(12) 0.56388(12) 0.0353(5) Uani 1 1 d . . . H27 H 0.2768 0.2465 0.5919 0.042 Uiso 1 1 calc R . . C28 C 0.38828(17) 0.15096(13) 0.58650(13) 0.0371(5) Uani 1 1 d . . . H28 H 0.4455 0.1705 0.6305 0.044 Uiso 1 1 calc R . . C29 C 0.40428(16) 0.07681(13) 0.54358(12) 0.0351(4) Uani 1 1 d . . . H29 H 0.4727 0.0468 0.5583 0.042 Uiso 1 1 calc R . . C30 C 0.31839(15) 0.04714(11) 0.47864(11) 0.0267(4) Uani 1 1 d . . . H30 H 0.3301 -0.0024 0.4496 0.032 Uiso 1 1 calc R . . B1 B -0.00136(16) -0.04497(12) 0.19000(12) 0.0214(4) Uani 1 1 d . . . N1 N 0.19944(11) -0.10325(8) 0.19410(9) 0.0195(3) Uani 1 1 d . . . N2 N 0.08259(11) -0.11828(8) 0.18478(9) 0.0211(3) Uani 1 1 d . . . N3 N 0.13419(11) 0.06178(8) 0.14043(9) 0.0204(3) Uani 1 1 d . . . N4 N 0.02539(11) 0.02728(8) 0.12867(9) 0.0209(3) Uani 1 1 d . . . N5 N 0.12813(11) 0.01834(8) 0.31914(9) 0.0200(3) Uani 1 1 d . . . N6 N 0.01936(11) -0.00923(8) 0.28403(9) 0.0202(3) Uani 1 1 d . . . N7 N 0.39943(13) 0.04275(9) 0.28519(10) 0.0287(3) Uani 1 1 d . . . N8 N 0.48559(13) 0.05408(9) 0.25369(11) 0.0308(4) Uani 1 1 d . . . N9 N 0.57070(14) 0.06609(11) 0.22611(13) 0.0417(4) Uani 1 1 d . . . Ni1 Ni 0.245783(17) 0.011038(12) 0.236896(13) 0.01856(8) Uani 1 1 d . . . H1 H -0.0900(15) -0.0656(11) 0.1731(11) 0.019(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0289(9) 0.0273(9) 0.0311(10) 0.0013(7) 0.0015(8) -0.0079(7) C2 0.0285(9) 0.0213(8) 0.0181(8) 0.0009(6) 0.0018(7) -0.0040(7) C3 0.0286(9) 0.0190(8) 0.0215(8) -0.0010(6) 0.0020(7) -0.0018(7) C4 0.0253(8) 0.0205(8) 0.0155(8) -0.0001(6) 0.0024(6) 0.0013(7) C5 0.0252(8) 0.0217(8) 0.0198(8) -0.0064(6) 0.0024(7) 0.0020(7) C6 0.0296(9) 0.0273(9) 0.0286(9) -0.0029(7) 0.0071(7) 0.0011(7) C7 0.0309(10) 0.0452(11) 0.0400(11) -0.0084(9) 0.0128(9) -0.0050(9) C8 0.0250(9) 0.0540(13) 0.0428(12) -0.0197(10) 0.0038(8) 0.0079(9) C9 0.0334(10) 0.0350(10) 0.0338(10) -0.0139(8) -0.0059(8) 0.0123(8) C10 0.0334(10) 0.0250(9) 0.0233(9) -0.0070(7) -0.0023(7) 0.0033(7) C11 0.0258(9) 0.0298(9) 0.0245(9) -0.0003(7) -0.0024(7) 0.0023(7) C12 0.0250(8) 0.0246(8) 0.0171(8) -0.0026(6) 0.0025(7) 0.0039(7) C13 0.0281(9) 0.0224(8) 0.0181(8) 0.0013(6) 0.0013(7) 0.0045(7) C14 0.0270(8) 0.0194(8) 0.0178(8) -0.0008(6) 0.0057(7) 0.0029(7) C15 0.0280(9) 0.0226(8) 0.0147(8) 0.0008(6) 0.0043(7) 0.0008(7) C16 0.0333(10) 0.0227(9) 0.0278(9) 0.0013(7) 0.0074(8) 0.0034(7) C17 0.0451(11) 0.0206(8) 0.0313(10) 0.0000(7) 0.0081(8) -0.0041(8) C18 0.0349(10) 0.0322(10) 0.0257(9) 0.0020(8) 0.0057(8) -0.0104(8) C19 0.0277(9) 0.0354(10) 0.0311(10) 0.0058(8) 0.0064(8) 0.0006(8) C20 0.0317(9) 0.0220(8) 0.0260(9) 0.0028(7) 0.0068(7) 0.0006(7) C21 0.0213(9) 0.0535(12) 0.0262(10) 0.0057(8) 0.0052(7) 0.0010(8) C22 0.0223(8) 0.0280(9) 0.0200(8) 0.0075(7) 0.0047(7) 0.0040(7) C23 0.0281(9) 0.0256(8) 0.0195(8) 0.0040(7) 0.0060(7) 0.0054(7) C24 0.0255(8) 0.0174(7) 0.0187(8) 0.0035(6) 0.0038(7) 0.0027(6) C25 0.0281(9) 0.0231(8) 0.0184(8) 0.0008(7) 0.0068(7) -0.0039(7) C26 0.0380(10) 0.0237(9) 0.0257(9) 0.0004(7) 0.0114(8) -0.0021(7) C27 0.0492(12) 0.0287(10) 0.0315(10) -0.0106(8) 0.0174(9) -0.0152(9) C28 0.0325(10) 0.0504(12) 0.0298(10) -0.0158(9) 0.0096(8) -0.0201(9) C29 0.0233(9) 0.0512(12) 0.0313(10) -0.0131(9) 0.0064(8) -0.0070(8) C30 0.0248(9) 0.0301(9) 0.0259(9) -0.0086(7) 0.0059(7) -0.0036(7) B1 0.0210(9) 0.0224(9) 0.0207(9) 0.0004(7) 0.0025(7) -0.0008(7) N1 0.0183(7) 0.0202(7) 0.0197(7) -0.0002(5) 0.0021(5) -0.0004(5) N2 0.0204(7) 0.0205(7) 0.0222(7) 0.0013(5) 0.0024(6) -0.0017(5) N3 0.0206(7) 0.0198(7) 0.0209(7) 0.0000(5) 0.0032(5) -0.0003(5) N4 0.0199(7) 0.0223(7) 0.0201(7) -0.0001(6) 0.0015(6) 0.0005(6) N5 0.0188(7) 0.0209(7) 0.0198(7) 0.0007(5) 0.0014(5) 0.0007(5) N6 0.0177(7) 0.0224(7) 0.0200(7) 0.0024(5) 0.0014(6) 0.0007(5) N7 0.0227(8) 0.0291(8) 0.0334(9) -0.0008(7) 0.0017(7) -0.0029(6) N8 0.0241(8) 0.0260(8) 0.0393(9) -0.0003(7) -0.0049(7) 0.0031(6) N9 0.0225(8) 0.0424(10) 0.0600(12) 0.0080(9) 0.0060(8) 0.0024(7) Ni1 0.01760(12) 0.01830(12) 0.01956(12) -0.00015(8) 0.00214(8) 0.00016(8) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.493(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N2 1.357(2) . ? C2 C3 1.375(2) . ? C3 C4 1.397(2) . ? C3 H3 0.9300 . ? C4 N1 1.345(2) . ? C4 C5 1.469(2) . ? C5 C6 1.395(2) . ? C5 C10 1.398(2) . ? C6 C7 1.384(3) . ? C6 H6 0.9300 . ? C7 C8 1.382(3) . ? C7 H7 0.9300 . ? C8 C9 1.381(3) . ? C8 H8 0.9300 . ? C9 C10 1.383(3) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.492(2) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.350(2) . ? C12 C13 1.381(2) . ? C13 C14 1.396(2) . ? C13 H13 0.9300 . ? C14 N3 1.346(2) . ? C14 C15 1.473(2) . ? C15 C20 1.389(2) . ? C15 C16 1.395(2) . ? C16 C17 1.383(3) . ? C16 H16 0.9300 . ? C17 C18 1.381(3) . ? C17 H17 0.9300 . ? C18 C19 1.385(3) . ? C18 H18 0.9300 . ? C19 C20 1.387(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.494(2) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N6 1.351(2) . ? C22 C23 1.372(2) . ? C23 C24 1.392(2) . ? C23 H23 0.9300 . ? C24 N5 1.346(2) . ? C24 C25 1.476(2) . ? C25 C30 1.385(2) . ? C25 C26 1.401(2) . ? C26 C27 1.385(3) . ? C26 H26 0.9300 . ? C27 C28 1.383(3) . ? C27 H27 0.9300 . ? C28 C29 1.383(3) . ? C28 H28 0.9300 . ? C29 C30 1.388(2) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? B1 N2 1.536(2) . ? B1 N6 1.543(2) . ? B1 N4 1.553(2) . ? B1 H1 1.079(17) . ? N1 N2 1.3712(18) . ? N1 Ni1 1.9862(13) . ? N3 N4 1.3711(19) . ? N3 Ni1 1.9937(14) . ? N5 N6 1.3746(19) . ? N5 Ni1 2.0120(14) . ? N7 N8 1.197(2) . ? N7 Ni1 1.9029(15) . ? N8 N9 1.156(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 107.88(14) . . ? N2 C2 C1 122.99(15) . . ? C3 C2 C1 129.12(15) . . ? C2 C3 C4 106.23(14) . . ? C2 C3 H3 126.9 . . ? C4 C3 H3 126.9 . . ? N1 C4 C3 109.40(14) . . ? N1 C4 C5 122.37(14) . . ? C3 C4 C5 128.14(15) . . ? C6 C5 C10 118.73(16) . . ? C6 C5 C4 121.65(15) . . ? C10 C5 C4 119.54(16) . . ? C7 C6 C5 120.50(17) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C8 C7 C6 120.13(19) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C9 C8 C7 120.02(18) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 120.26(18) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C5 120.36(18) . . ? C9 C10 H10 119.8 . . ? C5 C10 H10 119.8 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 C13 107.86(14) . . ? N4 C12 C11 123.13(15) . . ? C13 C12 C11 129.01(15) . . ? C12 C13 C14 106.17(14) . . ? C12 C13 H13 126.9 . . ? C14 C13 H13 126.9 . . ? N3 C14 C13 109.25(14) . . ? N3 C14 C15 121.56(15) . . ? C13 C14 C15 129.18(15) . . ? C20 C15 C16 118.66(16) . . ? C20 C15 C14 121.71(15) . . ? C16 C15 C14 119.63(15) . . ? C17 C16 C15 120.33(17) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 120.58(17) . . ? C18 C17 H17 119.7 . . ? C16 C17 H17 119.7 . . ? C17 C18 C19 119.64(17) . . ? C17 C18 H18 120.2 . . ? C19 C18 H18 120.2 . . ? C18 C19 C20 119.91(17) . . ? C18 C19 H19 120.0 . . ? C20 C19 H19 120.0 . . ? C19 C20 C15 120.82(16) . . ? C19 C20 H20 119.6 . . ? C15 C20 H20 119.6 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 C23 107.75(15) . . ? N6 C22 C21 122.62(16) . . ? C23 C22 C21 129.63(16) . . ? C22 C23 C24 106.47(15) . . ? C22 C23 H23 126.8 . . ? C24 C23 H23 126.8 . . ? N5 C24 C23 109.47(15) . . ? N5 C24 C25 124.11(15) . . ? C23 C24 C25 126.34(15) . . ? C30 C25 C26 118.96(16) . . ? C30 C25 C24 121.87(15) . . ? C26 C25 C24 118.93(15) . . ? C27 C26 C25 120.16(18) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 C26 120.31(17) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C29 C28 C27 119.82(18) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 120.14(19) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C25 C30 C29 120.60(17) . . ? C25 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? N2 B1 N6 108.75(13) . . ? N2 B1 N4 110.08(13) . . ? N6 B1 N4 106.35(13) . . ? N2 B1 H1 110.6(9) . . ? N6 B1 H1 110.3(9) . . ? N4 B1 H1 110.7(9) . . ? C4 N1 N2 106.92(13) . . ? C4 N1 Ni1 137.41(11) . . ? N2 N1 Ni1 114.29(10) . . ? C2 N2 N1 109.56(13) . . ? C2 N2 B1 130.82(14) . . ? N1 N2 B1 119.62(13) . . ? C14 N3 N4 107.04(13) . . ? C14 N3 Ni1 136.95(11) . . ? N4 N3 Ni1 114.96(10) . . ? C12 N4 N3 109.68(13) . . ? C12 N4 B1 130.02(14) . . ? N3 N4 B1 119.10(13) . . ? C24 N5 N6 106.48(13) . . ? C24 N5 Ni1 137.93(11) . . ? N6 N5 Ni1 114.34(10) . . ? C22 N6 N5 109.83(13) . . ? C22 N6 B1 130.11(14) . . ? N5 N6 B1 119.40(13) . . ? N8 N7 Ni1 133.02(13) . . ? N9 N8 N7 177.6(2) . . ? N7 Ni1 N1 124.53(6) . . ? N7 Ni1 N3 130.81(6) . . ? N1 Ni1 N3 90.64(5) . . ? N7 Ni1 N5 115.58(6) . . ? N1 Ni1 N5 94.89(5) . . ? N3 Ni1 N5 90.93(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.307 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.046 _database_code_depnum_ccdc_archive 'CCDC 935010' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_(7) #TrackingRef '19660_web_deposit_cif_file_0_thomasL.Gianetti_1366401792.TpMR-Dalton-Gianetti.txt' _chemical_name_common 'Complex 12' _chemical_melting_point '155-157 (decomp.)' _chemical_formula_moiety 'C30 H28 B Co N9' _chemical_formula_sum 'C30 H28 B Co N9' _chemical_formula_weight 584.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.6205(13) _cell_length_b 16.0625(18) _cell_length_c 15.4390(17) _cell_angle_alpha 90.00 _cell_angle_beta 98.804(2) _cell_angle_gamma 90.00 _cell_volume 2847.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9902 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 25.37 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.363 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1212 _exptl_absorpt_coefficient_mu 0.640 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.811 _exptl_absorpt_correction_T_max 0.968 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-I CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 65906 _diffrn_reflns_av_R_equivalents 0.0297 _diffrn_reflns_av_sigmaI/netI 0.0124 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 25.39 _reflns_number_total 5221 _reflns_number_gt 4737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2 v.2011.4' _computing_cell_refinement 'Bruker APEX2 v.2011.4' _computing_data_reduction 'Bruker APEX2 v.2011.4' _computing_structure_solution SIR-2004 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0337P)^2^+1.5976P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5221 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0710 _refine_ls_wR_factor_gt 0.0680 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.67550(14) 0.05003(10) 0.95064(11) 0.0269(3) Uani 1 1 d . . . H1A H 0.6826 -0.0075 0.9676 0.040 Uiso 1 1 calc R . . H1B H 0.7103 0.0843 0.9985 0.040 Uiso 1 1 calc R . . H1C H 0.7145 0.0591 0.9009 0.040 Uiso 1 1 calc R . . C2 C 0.54960(13) 0.07202(9) 0.92709(9) 0.0210(3) Uani 1 1 d . . . C3 C 0.49030(13) 0.13925(9) 0.95375(10) 0.0228(3) Uani 1 1 d . . . H3 H 0.5208 0.1813 0.9919 0.027 Uiso 1 1 calc R . . C4 C 0.37538(13) 0.13165(9) 0.91225(9) 0.0208(3) Uani 1 1 d . . . C5 C 0.27509(13) 0.18693(9) 0.91550(9) 0.0215(3) Uani 1 1 d . . . C6 C 0.29209(15) 0.27281(10) 0.92152(11) 0.0273(3) Uani 1 1 d . . . H6 H 0.3670 0.2945 0.9270 0.033 Uiso 1 1 calc R . . C7 C 0.19783(16) 0.32589(10) 0.91933(11) 0.0323(4) Uani 1 1 d . . . H7 H 0.2099 0.3831 0.9231 0.039 Uiso 1 1 calc R . . C8 C 0.08589(15) 0.29448(11) 0.91157(11) 0.0303(4) Uani 1 1 d . . . H8 H 0.0227 0.3305 0.9087 0.036 Uiso 1 1 calc R . . C9 C 0.06829(15) 0.20931(11) 0.90812(11) 0.0301(4) Uani 1 1 d . . . H9 H -0.0066 0.1878 0.9044 0.036 Uiso 1 1 calc R . . C10 C 0.16252(14) 0.15594(10) 0.91022(10) 0.0251(3) Uani 1 1 d . . . H10 H 0.1502 0.0987 0.9081 0.030 Uiso 1 1 calc R . . C11 C 0.55295(14) -0.23895(10) 0.83547(11) 0.0281(4) Uani 1 1 d . . . H11A H 0.5839 -0.2317 0.7818 0.042 Uiso 1 1 calc R . . H11B H 0.5493 -0.2973 0.8484 0.042 Uiso 1 1 calc R . . H11C H 0.6024 -0.2114 0.8823 0.042 Uiso 1 1 calc R . . C12 C 0.43340(13) -0.20239(9) 0.82599(9) 0.0215(3) Uani 1 1 d . . . C13 C 0.32850(14) -0.24224(9) 0.82586(10) 0.0223(3) Uani 1 1 d . . . H13 H 0.3167 -0.2991 0.8320 0.027 Uiso 1 1 calc R . . C14 C 0.24338(13) -0.18012(9) 0.81464(9) 0.0199(3) Uani 1 1 d . . . C15 C 0.11735(13) -0.18855(9) 0.81438(10) 0.0217(3) Uani 1 1 d . . . C16 C 0.06033(15) -0.26144(10) 0.78214(11) 0.0276(3) Uani 1 1 d . . . H16 H 0.1016 -0.3031 0.7584 0.033 Uiso 1 1 calc R . . C17 C -0.05712(15) -0.27190(11) 0.78533(12) 0.0358(4) Uani 1 1 d . . . H17 H -0.0945 -0.3205 0.7638 0.043 Uiso 1 1 calc R . . C18 C -0.11894(15) -0.21037(13) 0.82046(13) 0.0414(5) Uani 1 1 d . . . H18 H -0.1978 -0.2178 0.8229 0.050 Uiso 1 1 calc R . . C19 C -0.06392(15) -0.13782(12) 0.85207(13) 0.0382(4) Uani 1 1 d . . . H19 H -0.1060 -0.0962 0.8751 0.046 Uiso 1 1 calc R . . C20 C 0.05399(14) -0.12689(11) 0.84947(11) 0.0284(4) Uani 1 1 d . . . H20 H 0.0908 -0.0782 0.8713 0.034 Uiso 1 1 calc R . . C21 C 0.68414(14) -0.01521(12) 0.68606(11) 0.0313(4) Uani 1 1 d . . . H21A H 0.7191 0.0149 0.7371 0.047 Uiso 1 1 calc R . . H21B H 0.7236 -0.0017 0.6376 0.047 Uiso 1 1 calc R . . H21C H 0.6904 -0.0739 0.6975 0.047 Uiso 1 1 calc R . . C22 C 0.55879(13) 0.00828(9) 0.66424(10) 0.0219(3) Uani 1 1 d . . . C23 C 0.50276(13) 0.05103(9) 0.59282(10) 0.0230(3) Uani 1 1 d . . . H23 H 0.5362 0.0725 0.5466 0.028 Uiso 1 1 calc R . . C24 C 0.38595(13) 0.05579(9) 0.60348(9) 0.0196(3) Uani 1 1 d . . . C25 C 0.28955(13) 0.09273(9) 0.54229(9) 0.0218(3) Uani 1 1 d . . . C26 C 0.30871(15) 0.16649(10) 0.49847(10) 0.0276(3) Uani 1 1 d . . . H26 H 0.3794 0.1942 0.5120 0.033 Uiso 1 1 calc R . . C27 C 0.22276(16) 0.19836(11) 0.43506(11) 0.0335(4) Uani 1 1 d . . . H27 H 0.2359 0.2475 0.4063 0.040 Uiso 1 1 calc R . . C28 C 0.11762(15) 0.15746(12) 0.41432(12) 0.0362(4) Uani 1 1 d . . . H28 H 0.0608 0.1783 0.3708 0.043 Uiso 1 1 calc R . . C29 C 0.09705(15) 0.08528(12) 0.45853(12) 0.0345(4) Uani 1 1 d . . . H29 H 0.0258 0.0582 0.4452 0.041 Uiso 1 1 calc R . . C30 C 0.18233(14) 0.05332(10) 0.52257(10) 0.0261(3) Uani 1 1 d . . . H30 H 0.1676 0.0052 0.5525 0.031 Uiso 1 1 calc R . . B1 B 0.49722(15) -0.04684(10) 0.81032(11) 0.0204(3) Uani 1 1 d . . . N1 N 0.36511(10) 0.06281(8) 0.86220(8) 0.0197(3) Uani 1 1 d . . . N2 N 0.47300(11) 0.02562(8) 0.87205(8) 0.0199(3) Uani 1 1 d . . . N3 N 0.29412(10) -0.10575(8) 0.80743(8) 0.0191(3) Uani 1 1 d . . . N4 N 0.41183(10) -0.11967(8) 0.81566(8) 0.0195(3) Uani 1 1 d . . . N5 N 0.37088(11) 0.01805(7) 0.67863(8) 0.0192(3) Uani 1 1 d . . . N6 N 0.47870(11) -0.01119(8) 0.71583(8) 0.0195(3) Uani 1 1 d . . . N7 N 0.09667(11) 0.04210(8) 0.71747(9) 0.0262(3) Uani 1 1 d . . . N8 N 0.01311(12) 0.05349(8) 0.75283(9) 0.0287(3) Uani 1 1 d . . . N9 N -0.07012(12) 0.06599(10) 0.78304(11) 0.0391(4) Uani 1 1 d . . . Co1 Co 0.253410(16) 0.010278(12) 0.763951(13) 0.01782(7) Uani 1 1 d . . . H1 H 0.5862(13) -0.0680(10) 0.8278(10) 0.015(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0239(8) 0.0304(9) 0.0247(8) 0.0003(7) -0.0019(6) -0.0023(7) C2 0.0242(8) 0.0231(7) 0.0156(7) 0.0025(6) 0.0022(6) -0.0042(6) C3 0.0277(8) 0.0212(7) 0.0192(7) -0.0018(6) 0.0026(6) -0.0050(6) C4 0.0263(8) 0.0189(7) 0.0179(7) 0.0011(6) 0.0056(6) -0.0032(6) C5 0.0279(8) 0.0212(7) 0.0157(7) -0.0003(6) 0.0043(6) -0.0009(6) C6 0.0310(9) 0.0230(8) 0.0290(8) -0.0010(6) 0.0080(7) -0.0031(7) C7 0.0449(10) 0.0196(8) 0.0334(9) 0.0005(7) 0.0096(8) 0.0028(7) C8 0.0363(9) 0.0303(9) 0.0248(8) -0.0017(7) 0.0062(7) 0.0112(7) C9 0.0282(9) 0.0334(9) 0.0296(9) -0.0051(7) 0.0067(7) -0.0001(7) C10 0.0296(8) 0.0221(8) 0.0244(8) -0.0030(6) 0.0063(6) -0.0007(6) C11 0.0267(8) 0.0256(8) 0.0314(9) -0.0021(7) 0.0020(7) 0.0060(6) C12 0.0259(8) 0.0209(7) 0.0173(7) -0.0010(6) 0.0018(6) 0.0033(6) C13 0.0266(8) 0.0182(7) 0.0219(7) 0.0006(6) 0.0032(6) 0.0016(6) C14 0.0240(8) 0.0193(7) 0.0164(7) 0.0004(6) 0.0031(6) -0.0014(6) C15 0.0233(8) 0.0223(7) 0.0192(7) 0.0069(6) 0.0023(6) -0.0010(6) C16 0.0311(9) 0.0241(8) 0.0255(8) 0.0079(6) -0.0019(7) -0.0035(7) C17 0.0326(9) 0.0349(10) 0.0362(10) 0.0163(8) -0.0066(8) -0.0114(8) C18 0.0230(9) 0.0541(12) 0.0467(11) 0.0215(9) 0.0042(8) -0.0069(8) C19 0.0293(9) 0.0463(11) 0.0415(10) 0.0104(9) 0.0129(8) 0.0068(8) C20 0.0276(8) 0.0284(8) 0.0301(9) 0.0038(7) 0.0075(7) -0.0004(7) C21 0.0206(8) 0.0492(11) 0.0245(8) -0.0052(7) 0.0050(7) -0.0007(7) C22 0.0208(8) 0.0253(8) 0.0200(7) -0.0072(6) 0.0047(6) -0.0042(6) C23 0.0262(8) 0.0250(8) 0.0187(7) -0.0042(6) 0.0067(6) -0.0049(6) C24 0.0245(8) 0.0164(7) 0.0182(7) -0.0031(6) 0.0039(6) -0.0027(6) C25 0.0268(8) 0.0210(7) 0.0188(7) -0.0009(6) 0.0073(6) 0.0039(6) C26 0.0354(9) 0.0237(8) 0.0258(8) -0.0001(6) 0.0116(7) 0.0010(7) C27 0.0453(11) 0.0276(9) 0.0307(9) 0.0106(7) 0.0156(8) 0.0130(8) C28 0.0327(9) 0.0471(11) 0.0307(9) 0.0154(8) 0.0106(7) 0.0193(8) C29 0.0233(8) 0.0466(11) 0.0345(9) 0.0118(8) 0.0069(7) 0.0062(7) C30 0.0247(8) 0.0280(8) 0.0260(8) 0.0073(6) 0.0055(6) 0.0023(6) B1 0.0195(8) 0.0208(8) 0.0209(8) -0.0002(7) 0.0029(7) 0.0006(7) N1 0.0197(6) 0.0196(6) 0.0199(6) -0.0004(5) 0.0030(5) 0.0003(5) N2 0.0191(6) 0.0212(6) 0.0190(6) 0.0000(5) 0.0020(5) -0.0006(5) N3 0.0175(6) 0.0202(6) 0.0197(6) 0.0003(5) 0.0031(5) 0.0006(5) N4 0.0190(6) 0.0195(6) 0.0201(6) -0.0001(5) 0.0027(5) 0.0014(5) N5 0.0184(6) 0.0189(6) 0.0198(6) -0.0002(5) 0.0014(5) -0.0001(5) N6 0.0170(6) 0.0218(6) 0.0192(6) -0.0018(5) 0.0018(5) -0.0001(5) N7 0.0233(7) 0.0272(7) 0.0276(7) 0.0018(6) 0.0028(6) 0.0035(5) N8 0.0229(7) 0.0245(7) 0.0366(8) -0.0008(6) -0.0019(6) -0.0018(6) N9 0.0218(8) 0.0399(9) 0.0565(10) -0.0093(7) 0.0085(7) -0.0019(6) Co1 0.01673(11) 0.01743(11) 0.01911(12) 0.00004(7) 0.00219(8) -0.00010(7) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.495(2) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 N2 1.3558(19) . ? C2 C3 1.377(2) . ? C3 C4 1.395(2) . ? C3 H3 0.9300 . ? C4 N1 1.3438(19) . ? C4 C5 1.472(2) . ? C5 C10 1.390(2) . ? C5 C6 1.394(2) . ? C6 C7 1.384(2) . ? C6 H6 0.9300 . ? C7 C8 1.383(3) . ? C7 H7 0.9300 . ? C8 C9 1.383(2) . ? C8 H8 0.9300 . ? C9 C10 1.387(2) . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C12 1.495(2) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.3571(19) . ? C12 C13 1.377(2) . ? C13 C14 1.397(2) . ? C13 H13 0.9300 . ? C14 N3 1.3442(19) . ? C14 C15 1.470(2) . ? C15 C20 1.392(2) . ? C15 C16 1.399(2) . ? C16 C17 1.383(2) . ? C16 H16 0.9300 . ? C17 C18 1.381(3) . ? C17 H17 0.9300 . ? C18 C19 1.382(3) . ? C18 H18 0.9300 . ? C19 C20 1.388(2) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.493(2) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 N6 1.351(2) . ? C22 C23 1.375(2) . ? C23 C24 1.394(2) . ? C23 H23 0.9300 . ? C24 N5 1.3441(19) . ? C24 C25 1.475(2) . ? C25 C30 1.389(2) . ? C25 C26 1.399(2) . ? C26 C27 1.385(2) . ? C26 H26 0.9300 . ? C27 C28 1.381(3) . ? C27 H27 0.9300 . ? C28 C29 1.385(3) . ? C28 H28 0.9300 . ? C29 C30 1.387(2) . ? C29 H29 0.9300 . ? C30 H30 0.9300 . ? B1 N4 1.544(2) . ? B1 N6 1.551(2) . ? B1 N2 1.557(2) . ? B1 H1 1.083(15) . ? N1 N2 1.3760(17) . ? N1 Co1 2.0236(12) . ? N3 N4 1.3726(17) . ? N3 Co1 2.0126(12) . ? N5 N6 1.3785(17) . ? N5 Co1 2.0407(13) . ? N7 N8 1.1986(19) . ? N7 Co1 1.9219(13) . ? N8 N9 1.154(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N2 C2 C3 107.93(13) . . ? N2 C2 C1 123.15(14) . . ? C3 C2 C1 128.92(14) . . ? C2 C3 C4 106.35(13) . . ? C2 C3 H3 126.8 . . ? C4 C3 H3 126.8 . . ? N1 C4 C3 109.30(13) . . ? N1 C4 C5 120.99(13) . . ? C3 C4 C5 129.69(14) . . ? C10 C5 C6 118.71(14) . . ? C10 C5 C4 121.65(14) . . ? C6 C5 C4 119.61(14) . . ? C7 C6 C5 120.27(15) . . ? C7 C6 H6 119.9 . . ? C5 C6 H6 119.9 . . ? C8 C7 C6 120.50(15) . . ? C8 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C9 C8 C7 119.71(15) . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 C10 119.93(16) . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C9 C10 C5 120.82(15) . . ? C9 C10 H10 119.6 . . ? C5 C10 H10 119.6 . . ? C12 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C12 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 C13 107.91(13) . . ? N4 C12 C11 123.25(14) . . ? C13 C12 C11 128.84(14) . . ? C12 C13 C14 106.14(13) . . ? C12 C13 H13 126.9 . . ? C14 C13 H13 126.9 . . ? N3 C14 C13 109.50(13) . . ? N3 C14 C15 122.08(13) . . ? C13 C14 C15 128.36(14) . . ? C20 C15 C16 118.94(15) . . ? C20 C15 C14 121.28(14) . . ? C16 C15 C14 119.70(14) . . ? C17 C16 C15 120.35(17) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C18 C17 C16 120.16(17) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C17 C18 C19 120.13(17) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C18 C19 C20 120.12(18) . . ? C18 C19 H19 119.9 . . ? C20 C19 H19 119.9 . . ? C19 C20 C15 120.29(16) . . ? C19 C20 H20 119.9 . . ? C15 C20 H20 119.9 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N6 C22 C23 107.70(13) . . ? N6 C22 C21 123.02(14) . . ? C23 C22 C21 129.28(15) . . ? C22 C23 C24 106.43(13) . . ? C22 C23 H23 126.8 . . ? C24 C23 H23 126.8 . . ? N5 C24 C23 109.57(13) . . ? N5 C24 C25 123.22(13) . . ? C23 C24 C25 127.17(14) . . ? C30 C25 C26 118.92(14) . . ? C30 C25 C24 121.66(14) . . ? C26 C25 C24 119.28(14) . . ? C27 C26 C25 120.26(16) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 C26 120.31(16) . . ? C28 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C27 C28 C29 119.83(16) . . ? C27 C28 H28 120.1 . . ? C29 C28 H28 120.1 . . ? C28 C29 C30 120.19(17) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C25 120.45(15) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? N4 B1 N6 109.40(12) . . ? N4 B1 N2 110.84(12) . . ? N6 B1 N2 106.72(12) . . ? N4 B1 H1 110.2(8) . . ? N6 B1 H1 109.9(8) . . ? N2 B1 H1 109.8(8) . . ? C4 N1 N2 107.13(12) . . ? C4 N1 Co1 139.86(10) . . ? N2 N1 Co1 111.77(9) . . ? C2 N2 N1 109.28(12) . . ? C2 N2 B1 129.18(13) . . ? N1 N2 B1 120.26(12) . . ? C14 N3 N4 106.93(12) . . ? C14 N3 Co1 140.07(10) . . ? N4 N3 Co1 111.21(9) . . ? C12 N4 N3 109.50(12) . . ? C12 N4 B1 129.75(13) . . ? N3 N4 B1 120.73(12) . . ? C24 N5 N6 106.45(12) . . ? C24 N5 Co1 140.65(10) . . ? N6 N5 Co1 111.43(9) . . ? C22 N6 N5 109.86(12) . . ? C22 N6 B1 129.13(13) . . ? N5 N6 B1 120.27(12) . . ? N8 N7 Co1 131.16(12) . . ? N9 N8 N7 176.65(18) . . ? N7 Co1 N3 122.12(5) . . ? N7 Co1 N1 129.16(5) . . ? N3 Co1 N1 92.58(5) . . ? N7 Co1 N5 115.60(5) . . ? N3 Co1 N5 97.22(5) . . ? N1 Co1 N5 92.44(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.277 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.042 _database_code_depnum_ccdc_archive 'CCDC 935011'