data_sad _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H41 N2 Ni O' _chemical_formula_weight 504.36 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' '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' '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 15.7628(18) _cell_length_b 10.3155(12) _cell_length_c 17.774(2) _cell_angle_alpha 90.00 _cell_angle_beta 92.647(2) _cell_angle_gamma 90.00 _cell_volume 2887.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 4548 _cell_measurement_theta_min 2 _cell_measurement_theta_max 28 _exptl_crystal_description Plate _exptl_crystal_colour Orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1084 _exptl_absorpt_coefficient_mu 0.694 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.399 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16511 _diffrn_reflns_av_R_equivalents 0.0442 _diffrn_reflns_av_sigmaI/netI 0.0509 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.28 _diffrn_reflns_theta_max 28.26 _reflns_number_total 6562 _reflns_number_gt 4654 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0501P)^2^+0.4201P] 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 6562 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1041 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _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 Ni1 Ni 0.255789(17) 0.04169(3) 0.218737(16) 0.03541(11) Uani 1 1 d . . . N11 N 0.16431(11) 0.01245(18) 0.14591(10) 0.0328(4) Uani 1 1 d . . . N21 N 0.29344(11) -0.12994(19) 0.22395(10) 0.0348(4) Uani 1 1 d . . . C11 C 0.07170(14) -0.1157(3) 0.05939(14) 0.0442(6) Uani 1 1 d . . . H11A H 0.0194 -0.0859 0.0817 0.066 Uiso 1 1 calc R . . H11B H 0.0651 -0.2064 0.0439 0.066 Uiso 1 1 calc R . . H11C H 0.0829 -0.0623 0.0153 0.066 Uiso 1 1 calc R . . C21 C 0.14509(13) -0.1039(2) 0.11674(12) 0.0331(5) Uani 1 1 d . . . C31 C 0.18973(13) -0.2175(2) 0.13623(12) 0.0358(5) Uani 1 1 d . . . H31A H 0.1695 -0.2950 0.1127 0.043 Uiso 1 1 calc R . . C41 C 0.26057(13) -0.2304(2) 0.18623(13) 0.0346(5) Uani 1 1 d . . . C51 C 0.29880(16) -0.3640(2) 0.19723(16) 0.0497(6) Uani 1 1 d . . . H51A H 0.3475 -0.3591 0.2334 0.075 Uiso 0.50 1 calc PR . . H51B H 0.3176 -0.3966 0.1489 0.075 Uiso 0.50 1 calc PR . . H51C H 0.2561 -0.4229 0.2164 0.075 Uiso 0.50 1 calc PR . . H51D H 0.2666 -0.4266 0.1658 0.075 Uiso 0.50 1 calc PR . . H51E H 0.2965 -0.3892 0.2503 0.075 Uiso 0.50 1 calc PR . . H51F H 0.3580 -0.3628 0.1828 0.075 Uiso 0.50 1 calc PR . . C12 C 0.11694(13) 0.1255(2) 0.12046(12) 0.0346(5) Uani 1 1 d . . . C22 C 0.04621(14) 0.1660(2) 0.15984(13) 0.0376(5) Uani 1 1 d . . . C32 C 0.00617(16) 0.2811(3) 0.13766(15) 0.0488(6) Uani 1 1 d . . . H32A H -0.0415 0.3103 0.1637 0.059 Uiso 1 1 calc R . . C42 C 0.03464(18) 0.3541(3) 0.07822(15) 0.0529(7) Uani 1 1 d . . . H42A H 0.0068 0.4327 0.0640 0.063 Uiso 1 1 calc R . . C52 C 0.10344(16) 0.3122(2) 0.03994(14) 0.0470(6) Uani 1 1 d . . . H52A H 0.1224 0.3625 -0.0008 0.056 Uiso 1 1 calc R . . C62 C 0.14596(14) 0.1977(2) 0.05950(13) 0.0393(5) Uani 1 1 d . . . C72 C 0.01504(14) 0.0895(3) 0.22656(14) 0.0436(6) Uani 1 1 d . . . H72A H 0.0451 0.0041 0.2279 0.052 Uiso 1 1 calc R . . C82 C -0.08038(17) 0.0627(3) 0.22045(18) 0.0641(8) Uani 1 1 d . . . H82A H -0.0948 0.0192 0.1725 0.096 Uiso 1 1 calc R . . H82B H -0.1115 0.1448 0.2226 0.096 Uiso 1 1 calc R . . H82C H -0.0960 0.0069 0.2623 0.096 Uiso 1 1 calc R . . C92 C 0.03779(18) 0.1600(3) 0.30043(15) 0.0638(8) Uani 1 1 d . . . H92A H 0.0996 0.1688 0.3066 0.096 Uiso 1 1 calc R . . H92B H 0.0167 0.1102 0.3426 0.096 Uiso 1 1 calc R . . H92C H 0.0116 0.2462 0.2994 0.096 Uiso 1 1 calc R . . C102 C 0.22232(15) 0.1549(3) 0.01693(13) 0.0486(6) Uani 1 1 d . . . H10A H 0.2339 0.0621 0.0298 0.058 Uiso 1 1 calc R . . C112 C 0.20705(19) 0.1644(3) -0.06866(15) 0.0639(8) Uani 1 1 d . . . H11D H 0.1541 0.1197 -0.0837 0.096 Uiso 1 1 calc R . . H11E H 0.2544 0.1237 -0.0936 0.096 Uiso 1 1 calc R . . H11F H 0.2029 0.2557 -0.0835 0.096 Uiso 1 1 calc R . . C122 C 0.30111(17) 0.2333(4) 0.04078(17) 0.0792(11) Uani 1 1 d . . . H12A H 0.3141 0.2210 0.0948 0.119 Uiso 1 1 calc R . . H12B H 0.2906 0.3254 0.0306 0.119 Uiso 1 1 calc R . . H12C H 0.3493 0.2039 0.0123 0.119 Uiso 1 1 calc R . . C13 C 0.36771(13) -0.1408(2) 0.27411(14) 0.0389(5) Uani 1 1 d . . . C23 C 0.35670(16) -0.1560(2) 0.35212(14) 0.0464(6) Uani 1 1 d . . . C33 C 0.42760(19) -0.1433(3) 0.40093(18) 0.0649(8) Uani 1 1 d . . . H33A H 0.4213 -0.1506 0.4537 0.078 Uiso 1 1 calc R . . C43 C 0.5065(2) -0.1204(3) 0.3744(2) 0.0750(10) Uani 1 1 d . . . H43A H 0.5540 -0.1108 0.4088 0.090 Uiso 1 1 calc R . . C53 C 0.51751(17) -0.1113(3) 0.2981(2) 0.0682(9) Uani 1 1 d . . . H53A H 0.5729 -0.0976 0.2808 0.082 Uiso 1 1 calc R . . C63 C 0.44856(14) -0.1219(3) 0.24536(16) 0.0498(7) Uani 1 1 d . . . C73 C 0.27013(18) -0.1853(3) 0.38228(15) 0.0565(7) Uani 1 1 d . . . H73A H 0.2300 -0.2008 0.3380 0.068 Uiso 1 1 calc R . . C83 C 0.2352(3) -0.0717(4) 0.4266(2) 0.0948(12) Uani 1 1 d . . . H83A H 0.2318 0.0055 0.3945 0.142 Uiso 1 1 calc R . . H83B H 0.2730 -0.0543 0.4708 0.142 Uiso 1 1 calc R . . H83C H 0.1784 -0.0935 0.4430 0.142 Uiso 1 1 calc R . . C93 C 0.2717(2) -0.3086(4) 0.4303(2) 0.0911(12) Uani 1 1 d . . . H93A H 0.2932 -0.3809 0.4009 0.137 Uiso 1 1 calc R . . H93B H 0.2141 -0.3284 0.4453 0.137 Uiso 1 1 calc R . . H93C H 0.3089 -0.2953 0.4753 0.137 Uiso 1 1 calc R . . C103 C 0.46145(17) -0.1101(3) 0.16176(18) 0.0653(8) Uani 1 1 d . . . H10B H 0.4053 -0.1255 0.1348 0.078 Uiso 1 1 calc R . . C113 C 0.4909(3) 0.0247(4) 0.1404(3) 0.1087(14) Uani 1 1 d . . . H11G H 0.4519 0.0895 0.1596 0.163 Uiso 1 1 calc R . . H11H H 0.4916 0.0316 0.0855 0.163 Uiso 1 1 calc R . . H11I H 0.5482 0.0398 0.1624 0.163 Uiso 1 1 calc R . . C123 C 0.5241(3) -0.2149(5) 0.1345(3) 0.1196(16) Uani 1 1 d . . . H12D H 0.5069 -0.3003 0.1525 0.179 Uiso 1 1 calc R . . H12E H 0.5817 -0.1952 0.1544 0.179 Uiso 1 1 calc R . . H12F H 0.5232 -0.2153 0.0793 0.179 Uiso 1 1 calc R . . C14 C 0.25340(14) 0.2105(3) 0.23632(13) 0.0433(6) Uani 1 1 d . . . O14 O 0.25120(12) 0.32000(19) 0.24523(12) 0.0617(5) Uani 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 Ni1 0.03330(16) 0.03521(17) 0.03690(17) 0.00027(13) -0.00733(11) 0.00072(13) N11 0.0301(9) 0.0361(11) 0.0318(10) 0.0010(8) -0.0016(7) -0.0006(8) N21 0.0295(9) 0.0372(11) 0.0374(11) 0.0037(9) 0.0000(7) 0.0009(8) C11 0.0405(13) 0.0490(15) 0.0420(14) -0.0044(12) -0.0084(10) -0.0016(11) C21 0.0317(11) 0.0398(13) 0.0280(11) -0.0015(10) 0.0031(9) -0.0054(9) C31 0.0369(12) 0.0338(12) 0.0371(13) -0.0042(10) 0.0037(9) -0.0016(10) C41 0.0327(11) 0.0332(12) 0.0384(13) 0.0010(10) 0.0062(9) -0.0003(9) C51 0.0461(14) 0.0380(14) 0.0646(17) 0.0005(13) -0.0024(12) 0.0056(11) C12 0.0335(11) 0.0367(13) 0.0325(12) -0.0005(10) -0.0099(9) -0.0011(10) C22 0.0360(11) 0.0399(13) 0.0363(13) -0.0045(10) -0.0059(9) 0.0025(10) C32 0.0472(14) 0.0522(16) 0.0461(15) -0.0068(13) -0.0066(11) 0.0130(12) C42 0.0684(17) 0.0415(15) 0.0473(16) 0.0027(12) -0.0132(13) 0.0144(13) C52 0.0583(15) 0.0444(15) 0.0372(13) 0.0090(11) -0.0086(11) -0.0020(12) C62 0.0390(12) 0.0448(14) 0.0329(12) 0.0025(11) -0.0093(9) -0.0033(11) C72 0.0376(12) 0.0474(15) 0.0462(15) -0.0020(12) 0.0061(11) 0.0047(11) C82 0.0464(15) 0.083(2) 0.0636(19) -0.0106(17) 0.0047(13) -0.0134(15) C92 0.0618(17) 0.088(2) 0.0420(16) 0.0015(15) 0.0005(13) -0.0162(16) C102 0.0480(14) 0.0581(17) 0.0399(14) 0.0134(13) 0.0052(11) -0.0004(12) C112 0.0749(19) 0.075(2) 0.0418(16) -0.0028(15) -0.0004(14) 0.0003(16) C122 0.0505(16) 0.139(3) 0.0480(17) 0.001(2) 0.0010(13) -0.0191(19) C13 0.0333(11) 0.0326(12) 0.0500(15) 0.0024(11) -0.0062(10) 0.0025(10) C23 0.0522(14) 0.0391(14) 0.0469(15) 0.0021(11) -0.0093(12) 0.0074(11) C33 0.072(2) 0.0584(19) 0.0616(18) -0.0012(15) -0.0257(15) 0.0093(16) C43 0.061(2) 0.065(2) 0.096(3) 0.0041(19) -0.0420(18) 0.0033(16) C53 0.0364(14) 0.0537(19) 0.113(3) 0.0054(18) -0.0141(16) 0.0007(13) C63 0.0342(12) 0.0438(15) 0.0709(19) 0.0038(13) -0.0034(12) 0.0003(11) C73 0.0642(17) 0.0635(19) 0.0421(15) 0.0002(14) 0.0042(13) 0.0076(15) C83 0.100(3) 0.082(3) 0.105(3) -0.014(2) 0.026(2) 0.018(2) C93 0.110(3) 0.077(3) 0.089(3) 0.019(2) 0.031(2) 0.004(2) C103 0.0423(15) 0.075(2) 0.080(2) 0.0091(18) 0.0156(14) -0.0067(14) C113 0.137(4) 0.084(3) 0.106(3) 0.025(2) 0.016(3) -0.023(3) C123 0.106(3) 0.137(4) 0.120(4) -0.011(3) 0.052(3) 0.021(3) C14 0.0415(13) 0.0483(17) 0.0392(14) 0.0004(12) -0.0052(10) -0.0024(11) O14 0.0752(13) 0.0386(12) 0.0709(13) -0.0065(10) -0.0020(10) -0.0026(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 Ni1 C14 1.770(3) . ? Ni1 N21 1.8682(19) . ? Ni1 N11 1.9166(17) . ? N11 C21 1.337(3) . ? N11 C12 1.446(3) . ? N21 C41 1.327(3) . ? N21 C13 1.443(3) . ? C11 C21 1.511(3) . ? C21 C31 1.402(3) . ? C31 C41 1.401(3) . ? C41 C51 1.513(3) . ? C12 C22 1.407(3) . ? C12 C62 1.409(3) . ? C22 C32 1.394(3) . ? C22 C72 1.525(3) . ? C32 C42 1.389(4) . ? C42 C52 1.376(4) . ? C52 C62 1.394(3) . ? C62 C102 1.516(3) . ? C72 C82 1.528(3) . ? C72 C92 1.529(4) . ? C102 C122 1.525(4) . ? C102 C112 1.532(3) . ? C13 C63 1.408(3) . ? C13 C23 1.414(3) . ? C23 C33 1.389(3) . ? C23 C73 1.519(4) . ? C33 C43 1.372(4) . ? C43 C53 1.378(5) . ? C53 C63 1.407(4) . ? C63 C103 1.514(4) . ? C73 C83 1.529(4) . ? C73 C93 1.531(4) . ? C103 C113 1.519(5) . ? C103 C123 1.557(5) . ? C14 O14 1.142(3) . ? 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 C14 Ni1 N21 158.90(9) . . ? C14 Ni1 N11 104.63(9) . . ? N21 Ni1 N11 96.41(8) . . ? C21 N11 C12 119.89(17) . . ? C21 N11 Ni1 123.58(15) . . ? C12 N11 Ni1 116.48(14) . . ? C41 N21 C13 122.55(19) . . ? C41 N21 Ni1 126.85(15) . . ? C13 N21 Ni1 110.57(14) . . ? N11 C21 C31 123.54(19) . . ? N11 C21 C11 119.1(2) . . ? C31 C21 C11 117.4(2) . . ? C41 C31 C21 127.8(2) . . ? N21 C41 C31 121.8(2) . . ? N21 C41 C51 120.2(2) . . ? C31 C41 C51 118.0(2) . . ? C22 C12 C62 121.2(2) . . ? C22 C12 N11 119.6(2) . . ? C62 C12 N11 119.1(2) . . ? C32 C22 C12 118.1(2) . . ? C32 C22 C72 120.2(2) . . ? C12 C22 C72 121.6(2) . . ? C42 C32 C22 121.3(2) . . ? C52 C42 C32 119.7(2) . . ? C42 C52 C62 121.6(2) . . ? C52 C62 C12 118.1(2) . . ? C52 C62 C102 120.4(2) . . ? C12 C62 C102 121.6(2) . . ? C22 C72 C82 112.9(2) . . ? C22 C72 C92 110.5(2) . . ? C82 C72 C92 109.8(2) . . ? C62 C102 C122 111.2(2) . . ? C62 C102 C112 112.6(2) . . ? C122 C102 C112 109.3(2) . . ? C63 C13 C23 121.7(2) . . ? C63 C13 N21 119.1(2) . . ? C23 C13 N21 118.8(2) . . ? C33 C23 C13 118.1(2) . . ? C33 C23 C73 120.5(3) . . ? C13 C23 C73 121.4(2) . . ? C43 C33 C23 121.2(3) . . ? C33 C43 C53 120.5(3) . . ? C43 C53 C63 121.5(3) . . ? C53 C63 C13 117.0(3) . . ? C53 C63 C103 120.9(3) . . ? C13 C63 C103 122.1(2) . . ? C23 C73 C83 112.3(3) . . ? C23 C73 C93 111.7(2) . . ? C83 C73 C93 110.3(3) . . ? C63 C103 C113 112.0(3) . . ? C63 C103 C123 111.4(3) . . ? C113 C103 C123 110.6(3) . . ? O14 C14 Ni1 177.8(2) . . ? _diffrn_measured_fraction_theta_max 0.917 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.917 _refine_diff_density_max 0.315 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.053