# 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_Ph2PEtDINi _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C32 H34 N2 Ni P2' _chemical_formula_sum 'C32 H34 N2 Ni P2' _chemical_formula_iupac ? _chemical_formula_weight 567.26 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.2266(10) _cell_length_b 11.4080(10) _cell_length_c 12.5302(11) _cell_angle_alpha 65.0460(10) _cell_angle_beta 75.784(2) _cell_angle_gamma 89.781(2) _cell_volume 1401.3(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 79 _cell_measurement_theta_min 2.5747 _cell_measurement_theta_max 14.7916 _cell_measurement_temperature 123.(2) _exptl_crystal_description needle _exptl_crystal_colour 'clear dark red' _exptl_crystal_size_max 0.370 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.080 _exptl_crystal_density_diffrn 1.344 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 0.830 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS Version 2008/1 (Bruker AXS, 2008)' _exptl_absorpt_correction_T_min 0.74 _exptl_absorpt_correction_T_max 0.94 _exptl_special_details ; ; _diffrn_ambient_temperature 123.(2) _diffrn_source ? _diffrn_source_type 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.3330 _diffrn_reflns_number 11233 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0756 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _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. ; _reflns_number_total 11233 _reflns_number_gt 8687 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0484 _refine_ls_wR_factor_gt 0.0960 _refine_ls_wR_factor_ref 0.1064 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_number_reflns 11233 _refine_ls_number_parameters 338 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0385P)^2^+0.1494P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.617 _refine_diff_density_min -0.368 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' P P 0.1023 0.0942 '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' _computing_data_collection 'Bruker Instrument Service v2010, 9, 0, 0 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XShell ver. 6.3.1 (Bruker AXS, 2004)' _computing_publication_material 'Bruker APEX2 v2010.9-1 (Bruker AXS, 2010)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni1 -0.02731(3) 0.52098(3) 0.25626(3) 0.02118(10) Uani d . 1 . . P P1 0.16299(7) 0.56231(7) 0.23935(7) 0.02503(18) Uani d . 1 . . P P2 -0.08061(6) 0.34536(6) 0.25049(6) 0.01942(16) Uani d . 1 . . N N1 -0.0560(2) 0.6348(2) 0.33258(19) 0.0278(6) Uani d . 1 . . N N2 -0.1726(2) 0.5768(2) 0.20978(19) 0.0240(5) Uani d . 1 . . C C1 -0.1789(3) 0.8129(3) 0.3454(3) 0.0487(10) Uani d . 1 . . H H1A -0.1815 0.7851 0.4315 0.073 Uiso calc R 1 . . H H1B -0.2579 0.8434 0.3318 0.073 Uiso calc R 1 . . H H1C -0.112 0.8837 0.2938 0.073 Uiso calc R 1 . . C C2 -0.1561(3) 0.7001(3) 0.3137(2) 0.0316(7) Uani d . 1 . . C C3 -0.2291(3) 0.6545(3) 0.2614(3) 0.0291(7) Uani d . 1 . . C C4 -0.3606(3) 0.6811(3) 0.2613(3) 0.0464(9) Uani d . 1 . . H H4A -0.3663 0.7249 0.1768 0.07 Uiso calc R 1 . . H H4B -0.3863 0.7371 0.3025 0.07 Uiso calc R 1 . . H H4C -0.4149 0.5988 0.3044 0.07 Uiso calc R 1 . . C C5 0.0428(3) 0.6913(3) 0.3605(3) 0.0372(8) Uani d . 1 . . H H5A 0.0112 0.6946 0.4401 0.045 Uiso calc R 1 . . H H5B 0.0722 0.7812 0.2967 0.045 Uiso calc R 1 . . C C6 0.1487(3) 0.6072(3) 0.3652(2) 0.0347(8) Uani d . 1 . . H H6A 0.13 0.5286 0.4444 0.042 Uiso calc R 1 . . H H6B 0.2264 0.6564 0.355 0.042 Uiso calc R 1 . . C C7 0.2828(3) 0.4537(3) 0.2485(3) 0.0322(7) Uani d . 1 . . C C8 0.3420(3) 0.4094(3) 0.3416(3) 0.0493(10) Uani d . 1 . . H H8 0.3193 0.4346 0.4064 0.059 Uiso calc R 1 . . C C9 0.4345(4) 0.3282(4) 0.3395(4) 0.0692(14) Uani d . 1 . . H H9 0.4747 0.2976 0.4032 0.083 Uiso calc R 1 . . C C10 0.4676(4) 0.2923(4) 0.2459(5) 0.0741(15) Uani d . 1 . . H H10 0.5312 0.2374 0.2448 0.089 Uiso calc R 1 . . C C11 0.4104(3) 0.3345(3) 0.1541(4) 0.0615(11) Uani d . 1 . . H H11 0.434 0.3093 0.0893 0.074 Uiso calc R 1 . . C C12 0.3182(3) 0.4137(3) 0.1564(3) 0.0432(8) Uani d . 1 . . H H12 0.2777 0.4419 0.0929 0.052 Uiso calc R 1 . . C C13 0.2443(3) 0.7136(3) 0.1088(2) 0.0274(7) Uani d . 1 . . C C14 0.1757(3) 0.8013(3) 0.0404(3) 0.0345(8) Uani d . 1 . . H H14 0.0889 0.7803 0.0596 0.041 Uiso calc R 1 . . C C15 0.2316(4) 0.9182(3) -0.0549(3) 0.0506(10) Uani d . 1 . . H H15 0.1837 0.9771 -0.1015 0.061 Uiso calc R 1 . . C C16 0.3575(4) 0.9497(3) -0.0824(3) 0.0599(12) Uani d . 1 . . H H16 0.3963 1.0303 -0.1482 0.072 Uiso calc R 1 . . C C17 0.4263(3) 0.8652(3) -0.0152(3) 0.0591(11) Uani d . 1 . . H H17 0.5129 0.8874 -0.0343 0.071 Uiso calc R 1 . . C C18 0.3707(3) 0.7482(3) 0.0800(3) 0.0416(8) Uani d . 1 . . H H18 0.4193 0.6903 0.1266 0.05 Uiso calc R 1 . . C C19 -0.2475(2) 0.5035(3) 0.1727(3) 0.0263(7) Uani d . 1 . . H H19A -0.2769 0.5641 0.103 0.032 Uiso calc R 1 . . H H19B -0.3205 0.4536 0.2413 0.032 Uiso calc R 1 . . C C20 -0.1684(2) 0.4104(2) 0.1356(2) 0.0229(6) Uani d . 1 . . H H20A -0.112 0.4573 0.0525 0.028 Uiso calc R 1 . . H H20B -0.221 0.3397 0.1375 0.028 Uiso calc R 1 . . C C21 -0.2039(2) 0.2324(2) 0.3807(2) 0.0203(6) Uani d . 1 . . C C22 -0.2438(3) 0.1105(3) 0.3933(3) 0.0276(7) Uani d . 1 . . H H22 -0.2047 0.0815 0.3339 0.033 Uiso calc R 1 . . C C23 -0.3396(3) 0.0321(3) 0.4912(3) 0.0315(7) Uani d . 1 . . H H23 -0.3657 -0.051 0.499 0.038 Uiso calc R 1 . . C C24 -0.3982(3) 0.0726(3) 0.5782(3) 0.0307(7) Uani d . 1 . . H H24 -0.4641 0.0177 0.6455 0.037 Uiso calc R 1 . . C C25 -0.3605(2) 0.1924(3) 0.5671(2) 0.0280(7) Uani d . 1 . . H H25 -0.4004 0.2208 0.6267 0.034 Uiso calc R 1 . . C C26 -0.2640(2) 0.2725(3) 0.4683(2) 0.0234(6) Uani d . 1 . . H H26 -0.2389 0.3558 0.4607 0.028 Uiso calc R 1 . . C C27 0.0206(2) 0.2344(2) 0.2149(2) 0.0215(6) Uani d . 1 . . C C28 0.0592(3) 0.2395(3) 0.0993(2) 0.0271(7) Uani d . 1 . . H H28 0.0311 0.302 0.0345 0.033 Uiso calc R 1 . . C C29 0.1385(3) 0.1541(3) 0.0774(3) 0.0357(8) Uani d . 1 . . H H29 0.164 0.1584 -0.0024 0.043 Uiso calc R 1 . . C C30 0.1807(3) 0.0633(3) 0.1695(3) 0.0334(8) Uani d . 1 . . H H30 0.2349 0.0048 0.1537 0.04 Uiso calc R 1 . . C C31 0.1438(3) 0.0578(3) 0.2844(3) 0.0350(8) Uani d . 1 . . H H31 0.1723 -0.0051 0.3486 0.042 Uiso calc R 1 . . C C32 0.0654(3) 0.1429(3) 0.3077(3) 0.0284(7) Uani d . 1 . . H H32 0.0419 0.1393 0.3873 0.034 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.0247(2) 0.0188(2) 0.0215(2) -0.00122(15) -0.00473(16) -0.01093(16) P1 0.0284(4) 0.0240(4) 0.0217(4) -0.0051(3) -0.0086(3) -0.0079(3) P2 0.0208(4) 0.0195(4) 0.0198(4) 0.0007(3) -0.0054(3) -0.0103(3) N1 0.0382(15) 0.0224(13) 0.0220(13) -0.0057(12) 0.0003(11) -0.0135(11) N2 0.0266(13) 0.0200(12) 0.0225(13) 0.0025(11) -0.0049(11) -0.0073(10) C1 0.075(3) 0.0296(18) 0.0358(19) 0.0043(18) 0.0050(18) -0.0191(16) C2 0.043(2) 0.0184(15) 0.0231(16) -0.0010(15) 0.0067(14) -0.0080(13) C3 0.0313(17) 0.0193(15) 0.0273(17) 0.0057(14) 0.0034(14) -0.0075(13) C4 0.037(2) 0.0360(19) 0.059(2) 0.0132(16) 0.0011(17) -0.0216(17) C5 0.058(2) 0.0281(17) 0.0224(17) -0.0193(17) 0.0032(15) -0.0152(14) C6 0.044(2) 0.0375(18) 0.0208(16) -0.0207(16) -0.0072(14) -0.0119(14) C7 0.0211(16) 0.0265(16) 0.0363(18) -0.0091(13) -0.0087(14) -0.0010(14) C8 0.043(2) 0.041(2) 0.046(2) -0.0116(18) -0.0218(18) 0.0036(17) C9 0.044(3) 0.043(2) 0.082(3) -0.015(2) -0.041(2) 0.022(2) C10 0.032(2) 0.027(2) 0.128(4) -0.0014(17) -0.023(3) 0.000(2) C11 0.039(2) 0.042(2) 0.095(3) 0.0092(19) -0.011(2) -0.026(2) C12 0.0343(19) 0.0389(19) 0.056(2) 0.0108(16) -0.0152(17) -0.0185(17) C13 0.0388(19) 0.0207(15) 0.0192(15) -0.0046(14) 0.0000(14) -0.0096(13) C14 0.050(2) 0.0268(17) 0.0265(17) 0.0029(16) -0.0067(16) -0.0134(14) C15 0.085(3) 0.0270(18) 0.031(2) 0.009(2) -0.008(2) -0.0087(15) C16 0.084(3) 0.026(2) 0.040(2) -0.008(2) 0.025(2) -0.0098(17) C17 0.046(2) 0.029(2) 0.073(3) -0.0092(18) 0.022(2) -0.0154(19) C18 0.039(2) 0.0283(17) 0.045(2) -0.0035(16) 0.0002(16) -0.0109(15) C19 0.0211(15) 0.0274(16) 0.0295(17) 0.0028(13) -0.0084(13) -0.0107(13) C20 0.0228(15) 0.0227(15) 0.0251(15) -0.0005(12) -0.0081(13) -0.0111(12) C21 0.0215(15) 0.0192(14) 0.0214(14) 0.0037(12) -0.0093(12) -0.0082(12) C22 0.0298(17) 0.0254(16) 0.0302(17) 0.0021(14) -0.0064(14) -0.0153(14) C23 0.0297(17) 0.0258(16) 0.0357(18) -0.0071(14) -0.0054(15) -0.0120(14) C24 0.0229(16) 0.0312(17) 0.0288(17) -0.0045(14) -0.0033(13) -0.0063(14) C25 0.0240(16) 0.0359(17) 0.0249(16) 0.0053(14) -0.0043(13) -0.0152(14) C26 0.0233(16) 0.0227(15) 0.0269(16) 0.0011(13) -0.0079(13) -0.0127(13) C27 0.0197(15) 0.0182(14) 0.0253(16) -0.0025(12) -0.0039(12) -0.0094(12) C28 0.0349(18) 0.0185(14) 0.0240(16) 0.0027(13) -0.0025(14) -0.0085(13) C29 0.042(2) 0.0291(17) 0.0306(17) -0.0012(15) 0.0058(15) -0.0166(14) C30 0.0225(17) 0.0248(16) 0.049(2) 0.0063(14) -0.0006(15) -0.0177(15) C31 0.0324(18) 0.0303(17) 0.043(2) 0.0102(15) -0.0174(16) -0.0132(15) C32 0.0297(17) 0.0298(16) 0.0293(17) 0.0074(14) -0.0121(14) -0.0142(14) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 N2 . 1.885(2) ? Ni1 N1 . 1.896(2) ? Ni1 P2 . 2.1283(8) ? Ni1 P1 . 2.1290(8) ? P1 C7 . 1.817(3) ? P1 C6 . 1.826(3) ? P1 C13 . 1.840(3) ? P2 C27 . 1.819(3) ? P2 C21 . 1.835(3) ? P2 C20 . 1.840(3) ? N1 C2 . 1.360(4) ? N1 C5 . 1.469(3) ? N2 C3 . 1.373(3) ? N2 C19 . 1.466(3) ? C1 C2 . 1.503(4) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.388(4) ? C3 C4 . 1.506(4) ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.522(4) ? C5 H5A . 0.99 ? C5 H5B . 0.99 ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C7 C12 . 1.384(4) ? C7 C8 . 1.392(4) ? C8 C9 . 1.393(5) ? C8 H8 . 0.95 ? C9 C10 . 1.368(6) ? C9 H9 . 0.95 ? C10 C11 . 1.364(6) ? C10 H10 . 0.95 ? C11 C12 . 1.374(4) ? C11 H11 . 0.95 ? C12 H12 . 0.95 ? C13 C14 . 1.387(4) ? C13 C18 . 1.390(4) ? C14 C15 . 1.376(4) ? C14 H14 . 0.95 ? C15 C16 . 1.380(5) ? C15 H15 . 0.95 ? C16 C17 . 1.365(5) ? C16 H16 . 0.95 ? C17 C18 . 1.375(4) ? C17 H17 . 0.95 ? C18 H18 . 0.95 ? C19 C20 . 1.529(3) ? C19 H19A . 0.99 ? C19 H19B . 0.99 ? C20 H20A . 0.99 ? C20 H20B . 0.99 ? C21 C26 . 1.388(3) ? C21 C22 . 1.394(3) ? C22 C23 . 1.377(4) ? C22 H22 . 0.95 ? C23 C24 . 1.380(4) ? C23 H23 . 0.95 ? C24 C25 . 1.372(4) ? C24 H24 . 0.95 ? C25 C26 . 1.391(4) ? C25 H25 . 0.95 ? C26 H26 . 0.95 ? C27 C28 . 1.382(4) ? C27 C32 . 1.398(4) ? C28 C29 . 1.384(4) ? C28 H28 . 0.95 ? C29 C30 . 1.373(4) ? C29 H29 . 0.95 ? C30 C31 . 1.372(4) ? C30 H30 . 0.95 ? C31 C32 . 1.381(4) ? C31 H31 . 0.95 ? C32 H32 . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 Ni1 N1 . . 83.77(10) ? N2 Ni1 P2 . . 85.13(7) ? N1 Ni1 P2 . . 149.02(7) ? N2 Ni1 P1 . . 149.37(7) ? N1 Ni1 P1 . . 85.40(8) ? P2 Ni1 P1 . . 117.15(3) ? C7 P1 C6 . . 106.64(15) ? C7 P1 C13 . . 101.54(13) ? C6 P1 C13 . . 100.81(12) ? C7 P1 Ni1 . . 127.99(10) ? C6 P1 Ni1 . . 99.96(10) ? C13 P1 Ni1 . . 116.40(10) ? C27 P2 C21 . . 101.91(12) ? C27 P2 C20 . . 108.71(12) ? C21 P2 C20 . . 99.43(12) ? C27 P2 Ni1 . . 127.27(9) ? C21 P2 Ni1 . . 116.62(9) ? C20 P2 Ni1 . . 99.35(8) ? C2 N1 C5 . . 118.8(2) ? C2 N1 Ni1 . . 113.36(18) ? C5 N1 Ni1 . . 122.70(19) ? C3 N2 C19 . . 119.0(2) ? C3 N2 Ni1 . . 112.81(19) ? C19 N2 Ni1 . . 122.84(16) ? 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 ? N1 C2 C3 . . 113.8(2) ? N1 C2 C1 . . 120.8(3) ? C3 C2 C1 . . 125.3(3) ? N2 C3 C2 . . 114.2(3) ? N2 C3 C4 . . 120.4(3) ? C2 C3 C4 . . 125.4(3) ? C3 C4 H4A . . 109.5 ? C3 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C3 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N1 C5 C6 . . 108.6(2) ? N1 C5 H5A . . 110.0 ? C6 C5 H5A . . 110.0 ? N1 C5 H5B . . 110.0 ? C6 C5 H5B . . 110.0 ? H5A C5 H5B . . 108.4 ? C5 C6 P1 . . 105.74(19) ? C5 C6 H6A . . 110.6 ? P1 C6 H6A . . 110.6 ? C5 C6 H6B . . 110.6 ? P1 C6 H6B . . 110.6 ? H6A C6 H6B . . 108.7 ? C12 C7 C8 . . 118.1(3) ? C12 C7 P1 . . 117.9(2) ? C8 C7 P1 . . 124.1(3) ? C7 C8 C9 . . 119.9(4) ? C7 C8 H8 . . 120.1 ? C9 C8 H8 . . 120.1 ? C10 C9 C8 . . 120.1(4) ? C10 C9 H9 . . 120.0 ? C8 C9 H9 . . 120.0 ? C11 C10 C9 . . 120.8(4) ? C11 C10 H10 . . 119.6 ? C9 C10 H10 . . 119.6 ? C10 C11 C12 . . 119.3(4) ? C10 C11 H11 . . 120.3 ? C12 C11 H11 . . 120.3 ? C11 C12 C7 . . 121.8(3) ? C11 C12 H12 . . 119.1 ? C7 C12 H12 . . 119.1 ? C14 C13 C18 . . 118.2(3) ? C14 C13 P1 . . 118.7(2) ? C18 C13 P1 . . 123.0(2) ? C15 C14 C13 . . 120.9(3) ? C15 C14 H14 . . 119.5 ? C13 C14 H14 . . 119.5 ? C14 C15 C16 . . 119.7(3) ? C14 C15 H15 . . 120.1 ? C16 C15 H15 . . 120.1 ? C17 C16 C15 . . 120.1(3) ? C17 C16 H16 . . 119.9 ? C15 C16 H16 . . 119.9 ? C16 C17 C18 . . 120.2(3) ? C16 C17 H17 . . 119.9 ? C18 C17 H17 . . 119.9 ? C17 C18 C13 . . 120.8(3) ? C17 C18 H18 . . 119.6 ? C13 C18 H18 . . 119.6 ? N2 C19 C20 . . 108.9(2) ? N2 C19 H19A . . 109.9 ? C20 C19 H19A . . 109.9 ? N2 C19 H19B . . 109.9 ? C20 C19 H19B . . 109.9 ? H19A C19 H19B . . 108.3 ? C19 C20 P2 . . 104.18(18) ? C19 C20 H20A . . 110.9 ? P2 C20 H20A . . 110.9 ? C19 C20 H20B . . 110.9 ? P2 C20 H20B . . 110.9 ? H20A C20 H20B . . 108.9 ? C26 C21 C22 . . 118.3(2) ? C26 C21 P2 . . 118.36(19) ? C22 C21 P2 . . 123.2(2) ? C23 C22 C21 . . 120.4(3) ? C23 C22 H22 . . 119.8 ? C21 C22 H22 . . 119.8 ? C22 C23 C24 . . 120.8(3) ? C22 C23 H23 . . 119.6 ? C24 C23 H23 . . 119.6 ? C25 C24 C23 . . 119.6(3) ? C25 C24 H24 . . 120.2 ? C23 C24 H24 . . 120.2 ? C24 C25 C26 . . 120.0(3) ? C24 C25 H25 . . 120.0 ? C26 C25 H25 . . 120.0 ? C21 C26 C25 . . 120.8(2) ? C21 C26 H26 . . 119.6 ? C25 C26 H26 . . 119.6 ? C28 C27 C32 . . 118.3(2) ? C28 C27 P2 . . 123.1(2) ? C32 C27 P2 . . 118.5(2) ? C27 C28 C29 . . 120.4(3) ? C27 C28 H28 . . 119.8 ? C29 C28 H28 . . 119.8 ? C30 C29 C28 . . 120.9(3) ? C30 C29 H29 . . 119.6 ? C28 C29 H29 . . 119.6 ? C31 C30 C29 . . 119.3(3) ? C31 C30 H30 . . 120.3 ? C29 C30 H30 . . 120.3 ? C30 C31 C32 . . 120.6(3) ? C30 C31 H31 . . 119.7 ? C32 C31 H31 . . 119.7 ? C31 C32 C27 . . 120.5(3) ? C31 C32 H32 . . 119.8 ? C27 C32 H32 . . 119.8 ? _iucr_refine_instructions_details ; TITL TMP_1_31 in P-1 CELL 0.71073 11.2266 11.4080 12.5302 65.046 75.784 89.781 ZERR 2.00 0.0010 0.0010 0.0011 0.001 0.002 0.002 LATT 1 SFAC C H N P Ni UNIT 64 68 4 4 2 MERG 0 REM TWIN -0.056 -1.056 0.199 -0.945 0.055 -0.197 -0.002 0.000 -1.000 REM BASF -0.00013 L.S. 10 SHEL 999 0.83 ACTA BOND $H WPDB FMAP 2 PLAN 5 SIZE 0.080 0.120 0.366 TEMP -150.000 WGHT 0.038500 0.149400 BASF 0.36709 0.04965 FVAR 0.66715 NI1 5 -0.027307 0.520981 0.256261 11.00000 0.02465 0.01885 = 0.02154 -0.01093 -0.00473 -0.00122 P1 4 0.162989 0.562314 0.239353 11.00000 0.02844 0.02395 = 0.02168 -0.00790 -0.00859 -0.00510 P2 4 -0.080614 0.345365 0.250486 11.00000 0.02083 0.01952 = 0.01977 -0.01029 -0.00539 0.00069 N1 3 -0.055999 0.634757 0.332578 11.00000 0.03819 0.02241 = 0.02202 -0.01354 0.00035 -0.00569 N2 3 -0.172631 0.576840 0.209785 11.00000 0.02659 0.01999 = 0.02247 -0.00729 -0.00491 0.00248 C1 1 -0.178857 0.812879 0.345443 11.00000 0.07459 0.02958 = 0.03577 -0.01910 0.00501 0.00434 AFIX 137 H1A 2 -0.181532 0.785105 0.431520 11.00000 -1.50000 H1B 2 -0.257927 0.843362 0.331759 11.00000 -1.50000 H1C 2 -0.111975 0.883713 0.293760 11.00000 -1.50000 AFIX 0 C2 1 -0.156066 0.700103 0.313685 11.00000 0.04316 0.01844 = 0.02307 -0.00801 0.00669 -0.00104 C3 1 -0.229126 0.654511 0.261443 11.00000 0.03125 0.01934 = 0.02734 -0.00749 0.00335 0.00570 C4 1 -0.360629 0.681138 0.261288 11.00000 0.03686 0.03599 = 0.05911 -0.02163 0.00115 0.01319 AFIX 137 H4A 2 -0.366277 0.724888 0.176816 11.00000 -1.50000 H4B 2 -0.386252 0.737072 0.302508 11.00000 -1.50000 H4C 2 -0.414909 0.598775 0.304438 11.00000 -1.50000 AFIX 0 C5 1 0.042828 0.691324 0.360514 11.00000 0.05768 0.02813 = 0.02237 -0.01519 0.00324 -0.01932 AFIX 23 H5A 2 0.011176 0.694605 0.440127 11.00000 -1.20000 H5B 2 0.072215 0.781159 0.296696 11.00000 -1.20000 AFIX 0 C6 1 0.148700 0.607185 0.365246 11.00000 0.04441 0.03748 = 0.02081 -0.01194 -0.00723 -0.02066 AFIX 23 H6A 2 0.130050 0.528578 0.444360 11.00000 -1.20000 H6B 2 0.226352 0.656443 0.354997 11.00000 -1.20000 AFIX 0 C7 1 0.282797 0.453675 0.248496 11.00000 0.02113 0.02645 = 0.03633 -0.00102 -0.00875 -0.00914 C8 1 0.341993 0.409429 0.341609 11.00000 0.04253 0.04132 = 0.04573 0.00361 -0.02176 -0.01161 AFIX 43 H8 2 0.319292 0.434634 0.406446 11.00000 -1.20000 AFIX 0 C9 1 0.434533 0.328164 0.339506 11.00000 0.04424 0.04303 = 0.08206 0.02157 -0.04084 -0.01516 AFIX 43 H9 2 0.474731 0.297580 0.403168 11.00000 -1.20000 AFIX 0 C10 1 0.467605 0.292336 0.245889 11.00000 0.03222 0.02749 = 0.12773 -0.00033 -0.02282 -0.00144 AFIX 43 H10 2 0.531246 0.237402 0.244765 11.00000 -1.20000 AFIX 0 C11 1 0.410373 0.334477 0.154119 11.00000 0.03883 0.04229 = 0.09479 -0.02566 -0.01108 0.00918 AFIX 43 H11 2 0.433963 0.309302 0.089317 11.00000 -1.20000 AFIX 0 C12 1 0.318227 0.413733 0.156374 11.00000 0.03426 0.03885 = 0.05586 -0.01847 -0.01524 0.01083 AFIX 43 H12 2 0.277731 0.441879 0.092944 11.00000 -1.20000 AFIX 0 C13 1 0.244336 0.713567 0.108789 11.00000 0.03884 0.02073 = 0.01920 -0.00963 0.00001 -0.00464 C14 1 0.175730 0.801259 0.040423 11.00000 0.04992 0.02684 = 0.02649 -0.01336 -0.00674 0.00294 AFIX 43 H14 2 0.088942 0.780286 0.059633 11.00000 -1.20000 AFIX 0 C15 1 0.231591 0.918245 -0.054865 11.00000 0.08489 0.02696 = 0.03145 -0.00865 -0.00849 0.00912 AFIX 43 H15 2 0.183691 0.977121 -0.101530 11.00000 -1.20000 AFIX 0 C16 1 0.357460 0.949698 -0.082367 11.00000 0.08409 0.02583 = 0.04047 -0.00976 0.02528 -0.00792 AFIX 43 H16 2 0.396288 1.030314 -0.148187 11.00000 -1.20000 AFIX 0 C17 1 0.426292 0.865220 -0.015197 11.00000 0.04590 0.02925 = 0.07279 -0.01542 0.02235 -0.00919 AFIX 43 H17 2 0.512869 0.887354 -0.034257 11.00000 -1.20000 AFIX 0 C18 1 0.370725 0.748181 0.079973 11.00000 0.03898 0.02833 = 0.04534 -0.01088 0.00021 -0.00352 AFIX 43 H18 2 0.419299 0.690310 0.126569 11.00000 -1.20000 AFIX 0 C19 1 -0.247467 0.503459 0.172676 11.00000 0.02107 0.02740 = 0.02950 -0.01070 -0.00836 0.00285 AFIX 23 H19A 2 -0.276904 0.564078 0.103006 11.00000 -1.20000 H19B 2 -0.320530 0.453607 0.241297 11.00000 -1.20000 AFIX 0 C20 1 -0.168388 0.410419 0.135583 11.00000 0.02278 0.02268 = 0.02508 -0.01108 -0.00811 -0.00052 AFIX 23 H20A 2 -0.112031 0.457253 0.052451 11.00000 -1.20000 H20B 2 -0.220985 0.339712 0.137511 11.00000 -1.20000 AFIX 0 C21 1 -0.203889 0.232395 0.380717 11.00000 0.02154 0.01925 = 0.02140 -0.00821 -0.00932 0.00372 C22 1 -0.243803 0.110542 0.393292 11.00000 0.02982 0.02536 = 0.03016 -0.01533 -0.00645 0.00208 AFIX 43 H22 2 -0.204685 0.081464 0.333946 11.00000 -1.20000 AFIX 0 C23 1 -0.339614 0.032062 0.491248 11.00000 0.02974 0.02580 = 0.03570 -0.01202 -0.00537 -0.00710 AFIX 43 H23 2 -0.365718 -0.050955 0.499029 11.00000 -1.20000 AFIX 0 C24 1 -0.398152 0.072573 0.578235 11.00000 0.02288 0.03119 = 0.02881 -0.00626 -0.00326 -0.00447 AFIX 43 H24 2 -0.464146 0.017743 0.645494 11.00000 -1.20000 AFIX 0 C25 1 -0.360534 0.192443 0.567057 11.00000 0.02395 0.03593 = 0.02488 -0.01518 -0.00432 0.00530 AFIX 43 H25 2 -0.400406 0.220768 0.626745 11.00000 -1.20000 AFIX 0 C26 1 -0.263986 0.272537 0.468303 11.00000 0.02330 0.02271 = 0.02694 -0.01266 -0.00792 0.00110 AFIX 43 H26 2 -0.238864 0.355754 0.460710 11.00000 -1.20000 AFIX 0 C27 1 0.020555 0.234371 0.214917 11.00000 0.01972 0.01815 = 0.02530 -0.00935 -0.00387 -0.00253 C28 1 0.059167 0.239495 0.099337 11.00000 0.03488 0.01855 = 0.02396 -0.00849 -0.00251 0.00272 AFIX 43 H28 2 0.031123 0.302012 0.034522 11.00000 -1.20000 AFIX 0 C29 1 0.138457 0.154103 0.077405 11.00000 0.04229 0.02909 = 0.03059 -0.01664 0.00584 -0.00120 AFIX 43 H29 2 0.164002 0.158393 -0.002398 11.00000 -1.20000 AFIX 0 C30 1 0.180673 0.063278 0.169474 11.00000 0.02252 0.02484 = 0.04933 -0.01773 -0.00057 0.00630 AFIX 43 H30 2 0.234870 0.004843 0.153721 11.00000 -1.20000 AFIX 0 C31 1 0.143775 0.057796 0.284443 11.00000 0.03240 0.03033 = 0.04347 -0.01320 -0.01743 0.01021 AFIX 43 H31 2 0.172349 -0.005095 0.348624 11.00000 -1.20000 AFIX 0 C32 1 0.065448 0.142916 0.307690 11.00000 0.02970 0.02982 = 0.02935 -0.01416 -0.01207 0.00741 AFIX 43 H32 2 0.041907 0.139290 0.387304 11.00000 -1.20000 HKLF 5 REM TMP_1_31 in P-1 REM R1 = 0.0484 for 8687 Fo > 4sig(Fo) and 0.0695 for all 11233 data REM 338 parameters refined using 0 restraints END WGHT 0.0385 0.1494 REM Highest difference peak 0.617, deepest hole -0.368, 1-sigma level 0.075 Q1 1 -0.0445 0.4244 0.2572 11.00000 0.05 0.49 Q2 1 -0.1043 0.5375 0.2197 11.00000 0.05 0.46 Q3 1 -0.1439 0.3595 0.1934 11.00000 0.05 0.41 Q4 1 -0.0169 0.2984 0.2125 11.00000 0.05 0.39 Q5 1 0.0812 0.5652 0.2004 11.00000 0.05 0.34 ; _database_code_depnum_ccdc_archive 'CCDC 947972' ####################################################################### # # 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_Ph2PPrDINi _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C34 H38 N2 Ni P2' _chemical_formula_sum 'C34 H38 N2 Ni P2' _chemical_formula_iupac ? _chemical_formula_weight 595.31 _chemical_melting_point ? _space_group_crystal_system triclinic _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7544(6) _cell_length_b 11.1974(8) _cell_length_c 17.6096(13) _cell_angle_alpha 88.050(3) _cell_angle_beta 87.795(3) _cell_angle_gamma 71.604(4) _cell_volume 1449.43(19) _cell_formula_units_Z 2 _cell_measurement_reflns_used 2058 _cell_measurement_theta_min 2.83 _cell_measurement_theta_max 27.95 _cell_measurement_temperature 100.(2) _exptl_crystal_colour 'clear reddish orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier reddish _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.359 _exptl_crystal_density_meas . _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 628 _exptl_crystal_preparation 'crystallized from ether/toluene' _exptl_crystal_size_max 0.276 _exptl_crystal_size_mid 0.183 _exptl_crystal_size_min 0.129 _exptl_absorpt_coefficient_mu 0.806 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_correction_T_min 0.6730 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS Version 2008/1 (Bruker AXS, 2008)' _exptl_special_details ; ; _diffrn_ambient_temperature 100.(2) _diffrn_source 'fine-focus sealed tube' _diffrn_source_type ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 27313 _diffrn_reflns_av_R_equivalents 0.0451 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 25.35 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _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. ; _reflns_number_total 5316 _reflns_number_gt 4598 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.0725 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_number_reflns 5316 _refine_ls_number_parameters 367 _refine_ls_number_restraints 6 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0253P)^2^+1.2253P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.368 _refine_diff_density_min -0.267 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' P P 0.1023 0.0942 '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' _computing_data_collection ? _computing_cell_refinement 'SAINT v8.27A (Bruker, 2012)' _computing_data_reduction 'SAINT v8.27A (Bruker, 2012)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni1 0.89189(3) 0.57084(2) 0.796813(14) 0.01262(8) Uani d . 1.0 A . P P1 0.71196(7) 0.75485(5) 0.81984(3) 0.01236(12) Uani d . 1.0 . . P P2 0.91274(7) 0.52538(5) 0.67937(3) 0.01371(12) Uani d . 1.0 . . N N1 0.8358(2) 0.48172(15) 0.88573(9) 0.0140(4) Uani d . 1.0 . . N N2 1.1355(2) 0.46611(18) 0.81780(10) 0.0206(4) Uani d . 1.0 . . C C1 0.9702(3) 0.3323(2) 0.99156(12) 0.0216(5) Uani d . 1.0 . . H H1A 0.8717 0.2949 0.9914 0.032 Uiso calc R 1.0 A . H H1B 0.9462 0.3938 1.0321 0.032 Uiso calc R 1.0 . . H H1C 1.0857 0.266 1.0004 0.032 Uiso calc R 1.0 . . C C2 0.9811(3) 0.39685(19) 0.91609(12) 0.0167(4) Uani d . 1.0 A . C C3 1.1443(3) 0.3786(2) 0.87269(12) 0.0207(5) Uani d . 1.0 A . C C4 1.3130(3) 0.2673(2) 0.88415(14) 0.0319(6) Uani d . 1.0 . . H H4A 1.3467 0.2211 0.8367 0.048 Uiso calc R 1.0 A . H H4B 1.289 0.2115 0.9244 0.048 Uiso calc R 1.0 . . H H4C 1.4128 0.297 0.8988 0.048 Uiso calc R 1.0 . . C C5 0.6653(3) 0.5109(2) 0.93064(12) 0.0178(5) Uani d . 1.0 A . H H5A 0.6881 0.5305 0.983 0.021 Uiso calc R 1.0 . . H H5B 0.6246 0.4355 0.9336 0.021 Uiso calc R 1.0 . . C C6 0.5141(3) 0.6205(2) 0.89853(12) 0.0183(5) Uani d . 1.0 . . H H6A 0.4003 0.6287 0.9284 0.022 Uiso calc R 1.0 A . H H6B 0.4942 0.6028 0.8454 0.022 Uiso calc R 1.0 . . C C7 0.5558(3) 0.7451(2) 0.89992(12) 0.0173(4) Uani d . 1.0 A . H H7A 0.6121 0.7512 0.9485 0.021 Uiso calc R 1.0 . . H H7B 0.4414 0.8162 0.8962 0.021 Uiso calc R 1.0 . . C C8 0.5440(3) 0.84289(19) 0.75069(11) 0.0136(4) Uani d . 1.0 . . C C9 0.4506(3) 0.7764(2) 0.71242(11) 0.0156(4) Uani d . 1.0 . . H H9A 0.4793 0.6882 0.7211 0.019 Uiso calc R 1.0 . . C C10 0.3169(3) 0.8373(2) 0.66205(12) 0.0217(5) Uani d . 1.0 . . H H10A 0.2535 0.791 0.6367 0.026 Uiso calc R 1.0 . . C C11 0.2753(3) 0.9653(2) 0.64844(13) 0.0258(5) Uani d . 1.0 . . H H11A 0.1835 1.0072 0.6138 0.031 Uiso calc R 1.0 . . C C12 0.3676(3) 1.0319(2) 0.68536(13) 0.0260(5) Uani d . 1.0 . . H H12A 0.3396 1.1198 0.6758 0.031 Uiso calc R 1.0 . . C C13 0.5009(3) 0.9717(2) 0.73639(12) 0.0203(5) Uani d . 1.0 . . H H13A 0.5631 1.0188 0.7617 0.024 Uiso calc R 1.0 . . C C14 0.8064(3) 0.87527(19) 0.85032(11) 0.0141(4) Uani d . 1.0 . . C C15 0.9765(3) 0.8721(2) 0.82139(12) 0.0176(5) Uani d . 1.0 . . H H15A 1.0396 0.8081 0.7871 0.021 Uiso calc R 1.0 . . C C16 1.0562(3) 0.9606(2) 0.84163(13) 0.0232(5) Uani d . 1.0 . . H H16A 1.1715 0.9585 0.8203 0.028 Uiso calc R 1.0 . . C C17 0.9675(3) 1.0519(2) 0.89288(13) 0.0249(5) Uani d . 1.0 . . H H17A 1.0223 1.1122 0.9072 0.03 Uiso calc R 1.0 . . C C18 0.7990(3) 1.0558(2) 0.92339(13) 0.0247(5) Uani d . 1.0 . . H H18A 0.7389 1.118 0.9592 0.03 Uiso calc R 1.0 . . C C19 0.7180(3) 0.9688(2) 0.90170(12) 0.0197(5) Uani d . 1.0 . . H H19A 0.601 0.9729 0.922 0.024 Uiso calc R 1.0 . . C C20A 1.2937(8) 0.4676(5) 0.7668(4) 0.0161(10) Uani d P 0.641(6) A 1 H H20A 1.4082 0.4205 0.7919 0.019 Uiso calc PR 0.641(6) A 1 H H20B 1.293 0.5556 0.7582 0.019 Uiso calc PR 0.641(6) A 1 C C20B 1.2973(17) 0.4207(9) 0.7687(8) 0.0161(10) Uani d P 0.359(6) A 2 H H20C 1.3101 0.3352 0.7511 0.019 Uiso calc PR 0.359(6) A 2 H H20D 1.4072 0.417 0.7967 0.019 Uiso calc PR 0.359(6) A 2 C C21A 1.2878(4) 0.4089(3) 0.69039(19) 0.0188(10) Uani d PU 0.641(6) A 1 H H21A 1.4086 0.3898 0.6644 0.023 Uiso calc PR 0.641(6) A 1 H H21B 1.2614 0.3285 0.6992 0.023 Uiso calc PR 0.641(6) A 1 C C21B 1.2756(8) 0.5113(6) 0.7017(3) 0.0170(17) Uani d PU 0.359(6) A 2 H H21C 1.397 0.5009 0.6778 0.02 Uiso calc PR 0.359(6) A 2 H H21D 1.2276 0.5983 0.7204 0.02 Uiso calc PR 0.359(6) A 2 C C22A 1.1466(3) 0.4938(2) 0.63980(12) 0.0190(5) Uani d P 0.641(6) A 1 H H22A 1.1556 0.4545 0.5897 0.023 Uiso calc PR 0.641(6) A 1 H H22B 1.1719 0.5747 0.6318 0.023 Uiso calc PR 0.641(6) A 1 C C22B 1.1466(3) 0.4938(2) 0.63980(12) 0.0190(5) Uani d P 0.359(6) A 2 H H22C 1.1921 0.4066 0.6212 0.023 Uiso calc PR 0.359(6) A 2 H H22D 1.146 0.5521 0.5962 0.023 Uiso calc PR 0.359(6) A 2 C C23 0.8709(3) 0.37573(19) 0.66209(12) 0.0153(4) Uani d . 1.0 A . C C24 0.8052(3) 0.3181(2) 0.72274(12) 0.0186(5) Uani d . 1.0 . . H H24A 0.7832 0.3566 0.7709 0.022 Uiso calc R 1.0 A . C C25 0.7713(3) 0.2054(2) 0.71374(13) 0.0233(5) Uani d . 1.0 A . H H25A 0.7273 0.1667 0.7557 0.028 Uiso calc R 1.0 . . C C26 0.8014(3) 0.1487(2) 0.64370(14) 0.0241(5) Uani d . 1.0 . . H H26A 0.776 0.0721 0.6373 0.029 Uiso calc R 1.0 A . C C27 0.8686(3) 0.2042(2) 0.58313(13) 0.0222(5) Uani d . 1.0 A . H H27A 0.8895 0.1655 0.535 0.027 Uiso calc R 1.0 . . C C28 0.9058(3) 0.31619(19) 0.59217(12) 0.0182(5) Uani d . 1.0 . . H H28A 0.9552 0.3525 0.5506 0.022 Uiso calc R 1.0 A . C C29 0.7850(3) 0.6305(2) 0.60449(11) 0.0172(4) Uani d . 1.0 A . C C30 0.6570(3) 0.6033(2) 0.56094(13) 0.0241(5) Uani d . 1.0 . . H H30A 0.6347 0.5249 0.568 0.029 Uiso calc R 1.0 A . C C31 0.5614(3) 0.6903(2) 0.50706(13) 0.0313(6) Uani d . 1.0 A . H H31A 0.4747 0.6705 0.4774 0.038 Uiso calc R 1.0 . . C C32 0.5906(3) 0.8040(2) 0.49622(13) 0.0317(6) Uani d . 1.0 . . H H32A 0.525 0.8627 0.4591 0.038 Uiso calc R 1.0 A . C C33 0.7162(3) 0.8328(2) 0.53957(13) 0.0283(6) Uani d . 1.0 A . H H33A 0.7369 0.9117 0.5324 0.034 Uiso calc R 1.0 . . C C34 0.8117(3) 0.7473(2) 0.59336(12) 0.0216(5) Uani d . 1.0 . . H H34A 0.897 0.7683 0.6232 0.026 Uiso calc R 1.0 A . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.01180(14) 0.01366(14) 0.01201(14) -0.00330(11) -0.00077(10) -0.00124(10) P1 0.0123(3) 0.0128(3) 0.0124(3) -0.0047(2) 0.0005(2) 0.0000(2) P2 0.0135(3) 0.0140(3) 0.0128(3) -0.0031(2) -0.0009(2) -0.0007(2) N1 0.0154(9) 0.0134(9) 0.0141(9) -0.0056(7) -0.0031(7) -0.0003(7) N2 0.0129(9) 0.0327(11) 0.0138(9) -0.0032(8) -0.0026(7) -0.0047(8) C1 0.0281(13) 0.0150(11) 0.0209(12) -0.0047(10) -0.0086(10) 0.0005(9) C2 0.0212(11) 0.0134(10) 0.0160(11) -0.0052(9) -0.0070(9) -0.0036(8) C3 0.0210(12) 0.0220(12) 0.0150(11) 0.0005(9) -0.0078(9) -0.0073(9) C4 0.0304(14) 0.0314(14) 0.0226(13) 0.0082(11) -0.0076(10) -0.0096(11) C5 0.0195(11) 0.0181(11) 0.0177(11) -0.0091(9) -0.0023(9) 0.0050(9) C6 0.0134(10) 0.0253(12) 0.0179(11) -0.0094(9) 0.0006(8) 0.0058(9) C7 0.0148(11) 0.0202(11) 0.0150(11) -0.0032(9) 0.0017(8) 0.0023(9) C8 0.0130(10) 0.0153(10) 0.0114(10) -0.0033(8) 0.0035(8) 0.0001(8) C9 0.0139(10) 0.0175(11) 0.0159(10) -0.0061(9) 0.0029(8) 0.0004(9) C10 0.0150(11) 0.0310(13) 0.0197(11) -0.0083(10) -0.0010(9) -0.0005(10) C11 0.0197(12) 0.0312(13) 0.0194(12) 0.0021(10) -0.0041(9) 0.0062(10) C12 0.0315(13) 0.0163(12) 0.0240(12) 0.0003(10) 0.0024(10) 0.0042(10) C13 0.0248(12) 0.0164(11) 0.0194(11) -0.0062(9) 0.0011(9) -0.0004(9) C14 0.0160(10) 0.0153(10) 0.0115(10) -0.0054(9) -0.0038(8) 0.0003(8) C15 0.0178(11) 0.0165(11) 0.0185(11) -0.0053(9) -0.0002(9) -0.0031(9) C16 0.0171(11) 0.0249(12) 0.0291(13) -0.0088(10) -0.0015(10) -0.0020(10) C17 0.0269(13) 0.0209(12) 0.0308(13) -0.0115(10) -0.0103(10) -0.0037(10) C18 0.0278(13) 0.0220(12) 0.0231(12) -0.0052(10) -0.0021(10) -0.0092(10) C19 0.0189(11) 0.0197(11) 0.0194(11) -0.0046(9) 0.0001(9) -0.0022(9) C20A 0.0133(12) 0.015(3) 0.0199(14) -0.003(3) -0.0020(10) -0.003(3) C20B 0.0133(12) 0.015(3) 0.0199(14) -0.003(3) -0.0020(10) -0.003(3) C21A 0.0139(17) 0.020(2) 0.0207(18) -0.0029(14) 0.0047(13) -0.0035(14) C21B 0.010(3) 0.018(4) 0.024(3) -0.006(2) 0.004(2) -0.001(3) C22A 0.0164(11) 0.0232(12) 0.0168(11) -0.0057(9) 0.0046(9) -0.0027(9) C22B 0.0164(11) 0.0232(12) 0.0168(11) -0.0057(9) 0.0046(9) -0.0027(9) C23 0.0125(10) 0.0132(10) 0.0180(11) -0.0003(8) -0.0037(8) -0.0014(8) C24 0.0159(11) 0.0188(11) 0.0210(11) -0.0052(9) -0.0015(9) -0.0025(9) C25 0.0205(12) 0.0215(12) 0.0289(13) -0.0085(10) -0.0012(10) 0.0020(10) C26 0.0184(12) 0.0161(11) 0.0376(14) -0.0044(9) -0.0064(10) -0.0033(10) C27 0.0201(12) 0.0179(11) 0.0246(12) 0.0012(9) -0.0074(9) -0.0052(9) C28 0.0176(11) 0.0159(11) 0.0180(11) -0.0005(9) -0.0028(9) -0.0013(9) C29 0.0185(11) 0.0179(11) 0.0108(10) 0.0005(9) 0.0009(8) -0.0021(8) C30 0.0251(12) 0.0191(12) 0.0217(12) 0.0030(10) -0.0049(10) -0.0068(9) C31 0.0305(14) 0.0312(14) 0.0203(12) 0.0093(11) -0.0096(10) -0.0095(11) C32 0.0345(14) 0.0299(14) 0.0154(12) 0.0115(11) 0.0003(10) 0.0018(10) C33 0.0334(14) 0.0218(12) 0.0218(12) 0.0008(10) 0.0096(10) 0.0043(10) C34 0.0223(12) 0.0221(12) 0.0174(11) -0.0031(10) 0.0059(9) -0.0002(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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 N2 . 1.9250(18) ? Ni1 N1 . 1.9369(17) ? Ni1 P1 . 2.1343(6) ? Ni1 P2 . 2.1345(6) ? P1 C14 . 1.829(2) ? P1 C8 . 1.839(2) ? P1 C7 . 1.846(2) ? P2 C29 . 1.834(2) ? P2 C23 . 1.842(2) ? P2 C22A . 1.847(2) ? N1 C2 . 1.340(3) ? N1 C5 . 1.465(3) ? N2 C3 . 1.341(3) ? N2 C20B . 1.458(13) ? N2 C20A . 1.497(6) ? C1 C2 . 1.504(3) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.414(3) ? C3 C4 . 1.510(3) ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.515(3) ? C5 H5A . 0.99 ? C5 H5B . 0.99 ? C6 C7 . 1.529(3) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C7 H7A . 0.99 ? C7 H7B . 0.99 ? C8 C13 . 1.391(3) ? C8 C9 . 1.394(3) ? C9 C10 . 1.382(3) ? C9 H9A . 0.95 ? C10 C11 . 1.380(3) ? C10 H10A . 0.95 ? C11 C12 . 1.377(3) ? C11 H11A . 0.95 ? C12 C13 . 1.386(3) ? C12 H12A . 0.95 ? C13 H13A . 0.95 ? C14 C15 . 1.386(3) ? C14 C19 . 1.396(3) ? C15 C16 . 1.385(3) ? C15 H15A . 0.95 ? C16 C17 . 1.380(3) ? C16 H16A . 0.95 ? C17 C18 . 1.381(3) ? C17 H17A . 0.95 ? C18 C19 . 1.385(3) ? C18 H18A . 0.95 ? C19 H19A . 0.95 ? C20A C21A . 1.525(7) ? C20A H20A . 0.99 ? C20A H20B . 0.99 ? C20B C21B . 1.508(13) ? C20B H20C . 0.99 ? C20B H20D . 0.99 ? C21A C22A . 1.503(4) ? C21A H21A . 0.99 ? C21A H21B . 0.99 ? C21B H21C . 0.99 ? C21B H21D . 0.99 ? C22A H22A . 0.99 ? C22A H22B . 0.99 ? C23 C24 . 1.392(3) ? C23 C28 . 1.397(3) ? C24 C25 . 1.383(3) ? C24 H24A . 0.95 ? C25 C26 . 1.384(3) ? C25 H25A . 0.95 ? C26 C27 . 1.383(3) ? C26 H26A . 0.95 ? C27 C28 . 1.388(3) ? C27 H27A . 0.95 ? C28 H28A . 0.95 ? C29 C30 . 1.389(3) ? C29 C34 . 1.394(3) ? C30 C31 . 1.391(3) ? C30 H30A . 0.95 ? C31 C32 . 1.368(4) ? C31 H31A . 0.95 ? C32 C33 . 1.381(4) ? C32 H32A . 0.95 ? C33 C34 . 1.381(3) ? C33 H33A . 0.95 ? C34 H34A . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N2 Ni1 N1 . . 81.88(7) ? N2 Ni1 P1 . . 139.80(6) ? N1 Ni1 P1 . . 99.09(5) ? N2 Ni1 P2 . . 94.14(5) ? N1 Ni1 P2 . . 130.67(5) ? P1 Ni1 P2 . . 113.58(2) ? C14 P1 C8 . . 102.07(9) ? C14 P1 C7 . . 102.66(10) ? C8 P1 C7 . . 99.19(9) ? C14 P1 Ni1 . . 119.05(7) ? C8 P1 Ni1 . . 121.44(7) ? C7 P1 Ni1 . . 109.27(7) ? C29 P2 C23 . . 102.90(9) ? C29 P2 C22A . . 99.98(10) ? C23 P2 C22A . . 101.45(10) ? C29 P2 Ni1 . . 124.15(7) ? C23 P2 Ni1 . . 113.12(7) ? C22A P2 Ni1 . . 112.25(7) ? C2 N1 C5 . . 116.58(17) ? C2 N1 Ni1 . . 114.15(14) ? C5 N1 Ni1 . . 128.24(13) ? C3 N2 C20B . . 107.7(4) ? C3 N2 C20A . . 123.5(3) ? C20B N2 C20A . . 20.1(3) ? C3 N2 Ni1 . . 113.91(15) ? C20B N2 Ni1 . . 131.6(5) ? C20A N2 Ni1 . . 121.6(2) ? 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 ? N1 C2 C3 . . 114.09(19) ? N1 C2 C1 . . 122.10(19) ? C3 C2 C1 . . 123.75(19) ? N2 C3 C2 . . 114.41(19) ? N2 C3 C4 . . 122.1(2) ? C2 C3 C4 . . 123.4(2) ? C3 C4 H4A . . 109.5 ? C3 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C3 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N1 C5 C6 . . 113.68(16) ? N1 C5 H5A . . 108.8 ? C6 C5 H5A . . 108.8 ? N1 C5 H5B . . 108.8 ? C6 C5 H5B . . 108.8 ? H5A C5 H5B . . 107.7 ? C5 C6 C7 . . 112.69(17) ? C5 C6 H6A . . 109.1 ? C7 C6 H6A . . 109.1 ? C5 C6 H6B . . 109.1 ? C7 C6 H6B . . 109.1 ? H6A C6 H6B . . 107.8 ? C6 C7 P1 . . 110.10(15) ? C6 C7 H7A . . 109.6 ? P1 C7 H7A . . 109.6 ? C6 C7 H7B . . 109.6 ? P1 C7 H7B . . 109.6 ? H7A C7 H7B . . 108.2 ? C13 C8 C9 . . 118.44(19) ? C13 C8 P1 . . 123.95(16) ? C9 C8 P1 . . 117.57(15) ? C10 C9 C8 . . 120.8(2) ? C10 C9 H9A . . 119.6 ? C8 C9 H9A . . 119.6 ? C11 C10 C9 . . 120.1(2) ? C11 C10 H10A . . 119.9 ? C9 C10 H10A . . 119.9 ? C12 C11 C10 . . 119.7(2) ? C12 C11 H11A . . 120.2 ? C10 C11 H11A . . 120.2 ? C11 C12 C13 . . 120.6(2) ? C11 C12 H12A . . 119.7 ? C13 C12 H12A . . 119.7 ? C12 C13 C8 . . 120.4(2) ? C12 C13 H13A . . 119.8 ? C8 C13 H13A . . 119.8 ? C15 C14 C19 . . 118.35(19) ? C15 C14 P1 . . 117.92(15) ? C19 C14 P1 . . 123.72(16) ? C16 C15 C14 . . 121.1(2) ? C16 C15 H15A . . 119.4 ? C14 C15 H15A . . 119.4 ? C17 C16 C15 . . 119.8(2) ? C17 C16 H16A . . 120.1 ? C15 C16 H16A . . 120.1 ? C16 C17 C18 . . 120.2(2) ? C16 C17 H17A . . 119.9 ? C18 C17 H17A . . 119.9 ? C17 C18 C19 . . 119.9(2) ? C17 C18 H18A . . 120.1 ? C19 C18 H18A . . 120.1 ? C18 C19 C14 . . 120.7(2) ? C18 C19 H19A . . 119.7 ? C14 C19 H19A . . 119.7 ? N2 C20A C21A . . 111.7(4) ? N2 C20A H20A . . 109.3 ? C21A C20A H20A . . 109.3 ? N2 C20A H20B . . 109.3 ? C21A C20A H20B . . 109.3 ? H20A C20A H20B . . 107.9 ? N2 C20B C21B . . 107.5(7) ? N2 C20B H20C . . 110.2 ? C21B C20B H20C . . 110.2 ? N2 C20B H20D . . 110.2 ? C21B C20B H20D . . 110.2 ? H20C C20B H20D . . 108.5 ? C22A C21A C20A . . 112.4(3) ? C22A C21A H21A . . 109.1 ? C20A C21A H21A . . 109.1 ? C22A C21A H21B . . 109.1 ? C20A C21A H21B . . 109.1 ? H21A C21A H21B . . 107.9 ? C20B C21B H21C . . 108.7 ? C20B C21B H21D . . 108.7 ? H21C C21B H21D . . 107.6 ? C21A C22A P2 . . 112.90(18) ? C21A C22A H22A . . 109.0 ? P2 C22A H22A . . 109.0 ? C21A C22A H22B . . 109.0 ? P2 C22A H22B . . 109.0 ? H22A C22A H22B . . 107.8 ? C24 C23 C28 . . 118.67(19) ? C24 C23 P2 . . 117.84(15) ? C28 C23 P2 . . 123.47(16) ? C25 C24 C23 . . 120.8(2) ? C25 C24 H24A . . 119.6 ? C23 C24 H24A . . 119.6 ? C24 C25 C26 . . 120.2(2) ? C24 C25 H25A . . 119.9 ? C26 C25 H25A . . 119.9 ? C27 C26 C25 . . 119.6(2) ? C27 C26 H26A . . 120.2 ? C25 C26 H26A . . 120.2 ? C26 C27 C28 . . 120.4(2) ? C26 C27 H27A . . 119.8 ? C28 C27 H27A . . 119.8 ? C27 C28 C23 . . 120.2(2) ? C27 C28 H28A . . 119.9 ? C23 C28 H28A . . 119.9 ? C30 C29 C34 . . 118.2(2) ? C30 C29 P2 . . 124.02(17) ? C34 C29 P2 . . 117.74(16) ? C29 C30 C31 . . 120.3(2) ? C29 C30 H30A . . 119.8 ? C31 C30 H30A . . 119.8 ? C32 C31 C30 . . 120.8(2) ? C32 C31 H31A . . 119.6 ? C30 C31 H31A . . 119.6 ? C31 C32 C33 . . 119.5(2) ? C31 C32 H32A . . 120.2 ? C33 C32 H32A . . 120.2 ? C32 C33 C34 . . 120.2(2) ? C32 C33 H33A . . 119.9 ? C34 C33 H33A . . 119.9 ? C33 C34 C29 . . 121.0(2) ? C33 C34 H34A . . 119.5 ? C29 C34 H34A . . 119.5 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag N2 Ni1 P1 C14 . . . . 18.55(12) ? N1 Ni1 P1 C14 . . . . 106.70(9) ? P2 Ni1 P1 C14 . . . . -111.13(8) ? N2 Ni1 P1 C8 . . . . 146.86(11) ? N1 Ni1 P1 C8 . . . . -124.99(9) ? P2 Ni1 P1 C8 . . . . 17.18(8) ? N2 Ni1 P1 C7 . . . . -98.81(11) ? N1 Ni1 P1 C7 . . . . -10.66(9) ? P2 Ni1 P1 C7 . . . . 131.50(7) ? N2 Ni1 P2 C29 . . . . -151.87(10) ? N1 Ni1 P2 C29 . . . . 125.28(11) ? P1 Ni1 P2 C29 . . . . -1.74(9) ? N2 Ni1 P2 C23 . . . . 82.47(9) ? N1 Ni1 P2 C23 . . . . -0.38(10) ? P1 Ni1 P2 C23 . . . . -127.40(7) ? N2 Ni1 P2 C22A . . . . -31.60(10) ? N1 Ni1 P2 C22A . . . . -114.46(10) ? P1 Ni1 P2 C22A . . . . 118.52(8) ? N2 Ni1 N1 C2 . . . . -0.35(14) ? P1 Ni1 N1 C2 . . . . -139.69(13) ? P2 Ni1 N1 C2 . . . . 88.14(14) ? N2 Ni1 N1 C5 . . . . 167.46(17) ? P1 Ni1 N1 C5 . . . . 28.13(17) ? P2 Ni1 N1 C5 . . . . -104.04(16) ? N1 Ni1 N2 C3 . . . . 7.72(15) ? P1 Ni1 N2 C3 . . . . 102.22(16) ? P2 Ni1 N2 C3 . . . . -122.79(14) ? N1 Ni1 N2 C20B . . . . 154.7(5) ? P1 Ni1 N2 C20B . . . . -110.8(5) ? P2 Ni1 N2 C20B . . . . 24.2(5) ? N1 Ni1 N2 C20A . . . . 176.5(3) ? P1 Ni1 N2 C20A . . . . -89.0(3) ? P2 Ni1 N2 C20A . . . . 46.0(3) ? C5 N1 C2 C3 . . . . -176.02(17) ? Ni1 N1 C2 C3 . . . . -6.7(2) ? C5 N1 C2 C1 . . . . 1.3(3) ? Ni1 N1 C2 C1 . . . . 170.62(15) ? C20B N2 C3 C2 . . . . -168.1(5) ? C20A N2 C3 C2 . . . . 178.0(3) ? Ni1 N2 C3 C2 . . . . -13.5(2) ? C20B N2 C3 C4 . . . . 9.3(6) ? C20A N2 C3 C4 . . . . -4.6(4) ? Ni1 N2 C3 C4 . . . . 164.01(16) ? N1 C2 C3 N2 . . . . 13.3(3) ? C1 C2 C3 N2 . . . . -164.01(19) ? N1 C2 C3 C4 . . . . -164.18(19) ? C1 C2 C3 C4 . . . . 18.5(3) ? C2 N1 C5 C6 . . . . 171.65(18) ? Ni1 N1 C5 C6 . . . . 4.1(3) ? N1 C5 C6 C7 . . . . -64.9(2) ? C5 C6 C7 P1 . . . . 79.20(19) ? C14 P1 C7 C6 . . . . -160.40(14) ? C8 P1 C7 C6 . . . . 94.92(15) ? Ni1 P1 C7 C6 . . . . -33.12(15) ? C14 P1 C8 C13 . . . . -5.5(2) ? C7 P1 C8 C13 . . . . 99.70(19) ? Ni1 P1 C8 C13 . . . . -140.92(16) ? C14 P1 C8 C9 . . . . 176.77(16) ? C7 P1 C8 C9 . . . . -78.06(17) ? Ni1 P1 C8 C9 . . . . 41.32(18) ? C13 C8 C9 C10 . . . . -0.7(3) ? P1 C8 C9 C10 . . . . 177.20(16) ? C8 C9 C10 C11 . . . . 0.6(3) ? C9 C10 C11 C12 . . . . -0.1(3) ? C10 C11 C12 C13 . . . . -0.4(3) ? C11 C12 C13 C8 . . . . 0.4(3) ? C9 C8 C13 C12 . . . . 0.2(3) ? P1 C8 C13 C12 . . . . -177.55(16) ? C8 P1 C14 C15 . . . . -103.39(17) ? C7 P1 C14 C15 . . . . 154.17(16) ? Ni1 P1 C14 C15 . . . . 33.40(18) ? C8 P1 C14 C19 . . . . 77.50(19) ? C7 P1 C14 C19 . . . . -24.9(2) ? Ni1 P1 C14 C19 . . . . -145.71(16) ? C19 C14 C15 C16 . . . . -1.2(3) ? P1 C14 C15 C16 . . . . 179.68(17) ? C14 C15 C16 C17 . . . . 1.6(3) ? C15 C16 C17 C18 . . . . -0.6(3) ? C16 C17 C18 C19 . . . . -0.9(3) ? C17 C18 C19 C14 . . . . 1.3(3) ? C15 C14 C19 C18 . . . . -0.3(3) ? P1 C14 C19 C18 . . . . 178.79(17) ? C3 N2 C20A C21A . . . . 98.1(4) ? C20B N2 C20A C21A . . . . 56.3(19) ? Ni1 N2 C20A C21A . . . . -69.6(4) ? C3 N2 C20B C21B . . . . 173.0(5) ? C20A N2 C20B C21B . . . . -42.8(16) ? Ni1 N2 C20B C21B . . . . 24.5(10) ? N2 C20A C21A C22A . . . . 74.5(4) ? C20A C21A C22A P2 . . . . -63.5(4) ? C29 P2 C22A C21A . . . . 179.20(19) ? C23 P2 C22A C21A . . . . -75.3(2) ? Ni1 P2 C22A C21A . . . . 45.7(2) ? C29 P2 C23 C24 . . . . -127.11(16) ? C22A P2 C23 C24 . . . . 129.72(17) ? Ni1 P2 C23 C24 . . . . 9.28(18) ? C29 P2 C23 C28 . . . . 54.51(19) ? C22A P2 C23 C28 . . . . -48.66(19) ? Ni1 P2 C23 C28 . . . . -169.11(15) ? C28 C23 C24 C25 . . . . -1.3(3) ? P2 C23 C24 C25 . . . . -179.80(16) ? C23 C24 C25 C26 . . . . -0.5(3) ? C24 C25 C26 C27 . . . . 1.2(3) ? C25 C26 C27 C28 . . . . -0.1(3) ? C26 C27 C28 C23 . . . . -1.8(3) ? C24 C23 C28 C27 . . . . 2.5(3) ? P2 C23 C28 C27 . . . . -179.18(16) ? C23 P2 C29 C30 . . . . 13.6(2) ? C22A P2 C29 C30 . . . . 117.95(19) ? Ni1 P2 C29 C30 . . . . -116.31(17) ? C23 P2 C29 C34 . . . . -169.67(16) ? C22A P2 C29 C34 . . . . -65.37(18) ? Ni1 P2 C29 C34 . . . . 60.37(19) ? C34 C29 C30 C31 . . . . 1.0(3) ? P2 C29 C30 C31 . . . . 177.71(17) ? C29 C30 C31 C32 . . . . -0.3(4) ? C30 C31 C32 C33 . . . . -0.2(4) ? C31 C32 C33 C34 . . . . 0.1(3) ? C32 C33 C34 C29 . . . . 0.6(3) ? C30 C29 C34 C33 . . . . -1.2(3) ? P2 C29 C34 C33 . . . . -178.04(17) ? _iucr_refine_instructions_details ; TITL Ph2PPrDINi in P-1 #2 CELL 0.71073 7.7544 11.1974 17.6096 88.05 87.795 71.604 ZERR 2 0.0006 0.0008 0.0013 0.003 0.003 0.004 LATT 1 SFAC C H N P Ni UNIT 68 76 4 4 2 REM reset to P-1 #2 REM Z:/DUO/frames/2012/rjt203/work/mo_rjt203_0m.hkl L.S. 40 ACTA SHEL 999 0.83 BOND $H FMAP 2 PLAN 20 CONF SIZE 0.129 0.183 0.276 EADP C20A C20B SIMU C21A C21B SIMU C20A EXYZ C22A C22B EADP C22A C22B TEMP -173.15 WGHT 0.025300 1.225300 FVAR 0.60513 0.64083 NI1 5 0.891892 0.570845 0.796813 11.00000 0.01180 0.01366 = 0.01201 -0.00124 -0.00077 -0.00330 P1 4 0.711964 0.754851 0.819840 11.00000 0.01234 0.01277 = 0.01239 -0.00003 0.00054 -0.00465 P2 4 0.912742 0.525382 0.679372 11.00000 0.01349 0.01401 = 0.01282 -0.00065 -0.00093 -0.00309 N1 3 0.835840 0.481720 0.885732 11.00000 0.01538 0.01336 = 0.01410 -0.00030 -0.00314 -0.00558 N2 3 1.135468 0.466112 0.817796 11.00000 0.01292 0.03274 = 0.01383 -0.00470 -0.00257 -0.00320 C1 1 0.970222 0.332267 0.991562 11.00000 0.02811 0.01499 = 0.02095 0.00046 -0.00861 -0.00469 AFIX 137 H1A 2 0.871694 0.294928 0.991414 11.00000 -1.50000 H1B 2 0.946162 0.393810 1.032062 11.00000 -1.50000 H1C 2 1.085696 0.265970 1.000398 11.00000 -1.50000 AFIX 0 C2 1 0.981137 0.396851 0.916091 11.00000 0.02125 0.01339 = 0.01601 -0.00362 -0.00697 -0.00524 C3 1 1.144268 0.378564 0.872693 11.00000 0.02103 0.02204 = 0.01502 -0.00732 -0.00781 0.00047 C4 1 1.312968 0.267284 0.884152 11.00000 0.03043 0.03141 = 0.02263 -0.00962 -0.00763 0.00817 AFIX 137 H4A 2 1.346666 0.221114 0.836725 11.00000 -1.50000 H4B 2 1.288954 0.211478 0.924390 11.00000 -1.50000 H4C 2 1.412799 0.297023 0.898781 11.00000 -1.50000 AFIX 0 C5 1 0.665275 0.510931 0.930637 11.00000 0.01953 0.01810 = 0.01767 0.00497 -0.00226 -0.00905 AFIX 23 H5A 2 0.688120 0.530459 0.982997 11.00000 -1.20000 H5B 2 0.624636 0.435457 0.933639 11.00000 -1.20000 AFIX 0 C6 1 0.514080 0.620540 0.898528 11.00000 0.01345 0.02529 = 0.01786 0.00578 0.00063 -0.00938 AFIX 23 H6A 2 0.400254 0.628672 0.928355 11.00000 -1.20000 H6B 2 0.494189 0.602811 0.845444 11.00000 -1.20000 AFIX 0 C7 1 0.555818 0.745113 0.899923 11.00000 0.01480 0.02024 = 0.01499 0.00226 0.00171 -0.00318 AFIX 23 H7A 2 0.612103 0.751238 0.948550 11.00000 -1.20000 H7B 2 0.441446 0.816225 0.896203 11.00000 -1.20000 AFIX 0 C8 1 0.544039 0.842894 0.750688 11.00000 0.01297 0.01532 = 0.01136 0.00011 0.00351 -0.00332 C9 1 0.450642 0.776433 0.712415 11.00000 0.01393 0.01749 = 0.01591 0.00044 0.00292 -0.00608 AFIX 43 H9A 2 0.479287 0.688200 0.721068 11.00000 -1.20000 AFIX 0 C10 1 0.316906 0.837330 0.662046 11.00000 0.01504 0.03104 = 0.01975 -0.00046 -0.00097 -0.00831 AFIX 43 H10A 2 0.253494 0.791032 0.636747 11.00000 -1.20000 AFIX 0 C11 1 0.275316 0.965284 0.648436 11.00000 0.01965 0.03118 = 0.01943 0.00621 -0.00405 0.00205 AFIX 43 H11A 2 0.183528 1.007187 0.613773 11.00000 -1.20000 AFIX 0 C12 1 0.367553 1.031865 0.685359 11.00000 0.03146 0.01630 = 0.02402 0.00421 0.00243 0.00033 AFIX 43 H12A 2 0.339555 1.119837 0.675768 11.00000 -1.20000 AFIX 0 C13 1 0.500863 0.971730 0.736387 11.00000 0.02485 0.01645 = 0.01942 -0.00039 0.00113 -0.00622 AFIX 43 H13A 2 0.563083 1.018775 0.761733 11.00000 -1.20000 AFIX 0 C14 1 0.806422 0.875275 0.850316 11.00000 0.01601 0.01531 = 0.01153 0.00032 -0.00383 -0.00539 C15 1 0.976518 0.872116 0.821394 11.00000 0.01780 0.01653 = 0.01851 -0.00307 -0.00016 -0.00528 AFIX 43 H15A 2 1.039551 0.808146 0.787097 11.00000 -1.20000 AFIX 0 C16 1 1.056190 0.960602 0.841628 11.00000 0.01714 0.02492 = 0.02912 -0.00198 -0.00147 -0.00884 AFIX 43 H16A 2 1.171509 0.958463 0.820302 11.00000 -1.20000 AFIX 0 C17 1 0.967457 1.051888 0.892879 11.00000 0.02686 0.02087 = 0.03077 -0.00367 -0.01033 -0.01149 AFIX 43 H17A 2 1.022337 1.112216 0.907217 11.00000 -1.20000 AFIX 0 C18 1 0.799026 1.055776 0.923393 11.00000 0.02781 0.02203 = 0.02315 -0.00919 -0.00205 -0.00516 AFIX 43 H18A 2 0.738876 1.117984 0.959199 11.00000 -1.20000 AFIX 0 C19 1 0.717958 0.968823 0.901703 11.00000 0.01886 0.01973 = 0.01943 -0.00224 0.00014 -0.00463 AFIX 43 H19A 2 0.600996 0.972880 0.921994 11.00000 -1.20000 AFIX 0 PART 1 C20A 1 1.293747 0.467571 0.766754 21.00000 0.01327 0.01470 = 0.01990 -0.00293 -0.00197 -0.00324 AFIX 23 H20A 2 1.408157 0.420502 0.791895 21.00000 -1.20000 H20B 2 1.293029 0.555565 0.758184 21.00000 -1.20000 AFIX 0 PART 2 C20B 1 1.297279 0.420739 0.768672 -21.00000 0.01327 0.01470 = 0.01990 -0.00293 -0.00197 -0.00324 AFIX 23 H20C 2 1.310053 0.335228 0.751118 -21.00000 -1.20000 H20D 2 1.407173 0.417007 0.796705 -21.00000 -1.20000 AFIX 0 PART 1 C21A 1 1.287830 0.408889 0.690391 21.00000 0.01392 0.01977 = 0.02068 -0.00353 0.00465 -0.00290 AFIX 23 H21A 2 1.408618 0.389786 0.664377 21.00000 -1.20000 H21B 2 1.261438 0.328527 0.699231 21.00000 -1.20000 AFIX 0 PART 2 C21B 1 1.275646 0.511302 0.701724 -21.00000 0.00999 0.01786 = 0.02392 -0.00112 0.00404 -0.00574 AFIX 23 H21C 2 1.396973 0.500942 0.677794 -21.00000 -1.20000 H21D 2 1.227587 0.598329 0.720423 -21.00000 -1.20000 AFIX 0 PART 1 C22A 1 1.146552 0.493794 0.639799 21.00000 0.01635 0.02320 = 0.01677 -0.00273 0.00459 -0.00571 AFIX 23 H22A 2 1.155563 0.454514 0.589663 21.00000 -1.20000 H22B 2 1.171893 0.574669 0.631786 21.00000 -1.20000 AFIX 0 PART 2 C22B 1 1.146552 0.493794 0.639799 -21.00000 0.01635 0.02320 = 0.01677 -0.00273 0.00459 -0.00571 AFIX 23 H22C 2 1.192112 0.406645 0.621160 -21.00000 -1.20000 H22D 2 1.146047 0.552069 0.596188 -21.00000 -1.20000 AFIX 0 PART 0 C23 1 0.870893 0.375731 0.662092 11.00000 0.01247 0.01321 = 0.01804 -0.00142 -0.00371 -0.00029 C24 1 0.805156 0.318055 0.722738 11.00000 0.01591 0.01880 = 0.02097 -0.00248 -0.00155 -0.00516 AFIX 43 H24A 2 0.783249 0.356583 0.770922 11.00000 -1.20000 AFIX 0 C25 1 0.771323 0.205361 0.713739 11.00000 0.02051 0.02154 = 0.02895 0.00198 -0.00120 -0.00848 AFIX 43 H25A 2 0.727326 0.166729 0.755739 11.00000 -1.20000 AFIX 0 C26 1 0.801387 0.148685 0.643700 11.00000 0.01843 0.01608 = 0.03762 -0.00326 -0.00643 -0.00439 AFIX 43 H26A 2 0.775989 0.072072 0.637270 11.00000 -1.20000 AFIX 0 C27 1 0.868616 0.204235 0.583133 11.00000 0.02009 0.01794 = 0.02456 -0.00517 -0.00737 0.00120 AFIX 43 H27A 2 0.889467 0.165477 0.535020 11.00000 -1.20000 AFIX 0 C28 1 0.905815 0.316195 0.592167 11.00000 0.01764 0.01593 = 0.01805 -0.00126 -0.00279 -0.00055 AFIX 43 H28A 2 0.955200 0.352462 0.550649 11.00000 -1.20000 AFIX 0 C29 1 0.784955 0.630455 0.604486 11.00000 0.01850 0.01786 = 0.01083 -0.00213 0.00090 0.00051 C30 1 0.656995 0.603278 0.560942 11.00000 0.02513 0.01915 = 0.02171 -0.00676 -0.00491 0.00300 AFIX 43 H30A 2 0.634708 0.524887 0.568010 11.00000 -1.20000 AFIX 0 C31 1 0.561363 0.690255 0.507058 11.00000 0.03054 0.03124 = 0.02030 -0.00953 -0.00957 0.00925 AFIX 43 H31A 2 0.474675 0.670455 0.477413 11.00000 -1.20000 AFIX 0 C32 1 0.590594 0.803974 0.496221 11.00000 0.03451 0.02991 = 0.01536 0.00184 0.00033 0.01153 AFIX 43 H32A 2 0.524989 0.862684 0.459145 11.00000 -1.20000 AFIX 0 C33 1 0.716176 0.832822 0.539571 11.00000 0.03344 0.02183 = 0.02184 0.00435 0.00957 0.00077 AFIX 43 H33A 2 0.736884 0.911711 0.532378 11.00000 -1.20000 AFIX 0 C34 1 0.811736 0.747260 0.593355 11.00000 0.02226 0.02209 = 0.01735 -0.00022 0.00593 -0.00314 AFIX 43 H34A 2 0.896976 0.768337 0.623203 11.00000 -1.20000 HKLF 4 REM Ph2PPrDINi in P-1 #2 REM R1 = 0.0298 for 4598 Fo > 4sig(Fo) and 0.0379 for all 5316 data REM 367 parameters refined using 6 restraints END WGHT 0.0253 1.2254 REM Highest difference peak 0.368, deepest hole -0.267, 1-sigma level 0.059 Q1 1 1.0427 0.5016 0.6595 11.00000 0.05 0.37 Q2 1 0.7642 0.8204 0.8405 11.00000 0.05 0.35 Q3 1 0.9128 0.5675 0.7329 11.00000 0.05 0.34 Q4 1 0.8753 0.4524 0.6690 11.00000 0.05 0.34 Q5 1 0.8435 0.5753 0.6307 11.00000 0.05 0.31 Q6 1 0.6218 0.7990 0.7767 11.00000 0.05 0.31 Q7 1 0.8401 0.6832 0.8084 11.00000 0.05 0.31 Q8 1 0.7547 0.9266 0.8694 11.00000 0.05 0.30 Q9 1 0.8508 0.5614 0.8620 11.00000 0.05 0.29 Q10 1 0.7311 1.0331 0.8903 11.00000 0.05 0.28 Q11 1 0.8439 0.2769 0.5736 11.00000 0.05 0.28 Q12 1 0.5456 0.6788 0.8973 11.00000 0.05 0.27 Q13 1 0.8483 0.1620 0.6829 11.00000 0.05 0.26 Q14 1 1.0382 0.4984 0.8025 11.00000 0.05 0.26 Q15 1 1.0650 0.3662 0.8840 11.00000 0.05 0.25 Q16 1 0.8442 0.3588 0.6226 11.00000 0.05 0.25 Q17 1 0.8675 0.8977 0.8207 11.00000 0.05 0.25 Q18 1 1.1349 0.4053 0.8325 11.00000 0.05 0.25 Q19 1 0.6513 0.7453 0.8689 11.00000 0.05 0.24 Q20 1 0.7816 0.6743 0.7844 11.00000 0.05 0.24 ; _database_code_depnum_ccdc_archive 'CCDC 947973' ####################################################################### # # 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_PyEtDI2Ni _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C36 H44 N8 Ni' _chemical_formula_sum 'C36 H44 N8 Ni' _chemical_formula_iupac ? _chemical_formula_weight 647.50 _chemical_melting_point ? _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'C 1 2/c 1' _space_group_name_Hall '-C 2yc' loop_ _space_group_symop_operation_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 9.3548(8) _cell_length_b 20.4687(17) _cell_length_c 17.6111(15) _cell_angle_alpha 90 _cell_angle_beta 94.424(2) _cell_angle_gamma 90 _cell_volume 3362.1(5) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1815 _cell_measurement_theta_min 2.3034 _cell_measurement_theta_max 20.2566 _cell_measurement_temperature 123.(2) _exptl_crystal_description plate _exptl_crystal_colour 'clear dark brown' _exptl_crystal_size_max 0.160 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.060 _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 0.615 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS Version 2008/1 (Bruker AXS, 2008)' _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 0.96 _exptl_special_details ; ; _diffrn_ambient_temperature 123.(2) _diffrn_source ? _diffrn_source_type 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 8.3330 _diffrn_reflns_number 13867 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_sigmaI/netI 0.0568 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 25.44 _diffrn_reflns_theta_full 25.44 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _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. ; _reflns_number_total 3114 _reflns_number_gt 2243 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_gt 0.0845 _refine_ls_wR_factor_ref 0.0946 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _refine_ls_number_reflns 3114 _refine_ls_number_parameters 206 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0367P)^2^+0.9257P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.289 _refine_diff_density_min -0.202 _refine_ls_extinction_method none _refine_ls_extinction_coef ? 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'Bruker Instrument Service v2010, 9, 0, 0 (Bruker AXS, 2010)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XShell ver. 6.3.1 (Bruker AXS, 2004)' _computing_publication_material 'Bruker APEX2 v2010.9-1 (Bruker AXS, 2010)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni1 0.5 0.96031(3) 0.75 0.03425(16) Uani d S 1 . . N N1 0.5365(2) 0.92228(10) 0.84826(12) 0.0338(5) Uani d . 1 . . N N2 0.3409(2) 0.99698(11) 0.79702(12) 0.0370(5) Uani d . 1 . . N N3 0.8379(3) 0.75522(14) 0.85103(15) 0.0576(7) Uani d . 1 . . N N4 0.1271(3) 1.09192(13) 0.58730(16) 0.0538(7) Uani d . 1 . . C C1 0.4562(3) 0.91236(14) 0.97934(15) 0.0468(8) Uani d . 1 . . H H1A 0.4554 0.8645 0.979 0.07 Uiso calc R 1 . . H H1B 0.3763 0.9284 1.0069 0.07 Uiso calc R 1 . . H H1C 0.5469 0.9279 1.0046 0.07 Uiso calc R 1 . . C C2 0.4410(3) 0.93736(13) 0.89874(15) 0.0357(6) Uani d . 1 . . C C3 0.3281(3) 0.97828(12) 0.86918(15) 0.0368(7) Uani d . 1 . . C C4 0.2061(3) 1.00042(15) 0.91349(16) 0.0481(8) Uani d . 1 . . H H4A 0.2125 1.0477 0.9216 0.072 Uiso calc R 1 . . H H4B 0.2112 0.9781 0.9629 0.072 Uiso calc R 1 . . H H4C 0.1149 0.9898 0.885 0.072 Uiso calc R 1 . . C C5 0.6633(3) 0.88427(13) 0.87375(14) 0.0384(7) Uani d . 1 . . H H5A 0.6339 0.8469 0.9047 0.046 Uiso calc R 1 . . H H5B 0.7291 0.912 0.9066 0.046 Uiso calc R 1 . . C C6 0.7422(3) 0.85871(15) 0.80780(16) 0.0456(7) Uani d . 1 . . H H6A 0.6758 0.8323 0.7737 0.055 Uiso calc R 1 . . H H6B 0.7758 0.896 0.778 0.055 Uiso calc R 1 . . C C7 0.8679(3) 0.81766(14) 0.83571(14) 0.0386(7) Uani d . 1 . . C C8 1.0034(3) 0.84293(16) 0.84666(16) 0.0487(8) Uani d . 1 . . H H8 1.0214 0.8872 0.8341 0.058 Uiso calc R 1 . . C C9 1.1139(3) 0.8033(2) 0.87621(17) 0.0631(10) Uani d . 1 . . H H9 1.2088 0.8198 0.8843 0.076 Uiso calc R 1 . . C C10 1.0833(4) 0.73976(19) 0.89353(17) 0.0635(10) Uani d . 1 . . H H10 1.1563 0.7115 0.9149 0.076 Uiso calc R 1 . . C C11 0.9467(5) 0.71804(17) 0.8795(2) 0.0677(10) Uani d . 1 . . H H11 0.9272 0.6737 0.8906 0.081 Uiso calc R 1 . . C C12 0.2315(3) 1.03832(15) 0.75840(16) 0.0456(7) Uani d . 1 . . H H12A 0.1885 1.0664 0.7964 0.055 Uiso calc R 1 . . H H12B 0.1545 1.0104 0.7341 0.055 Uiso calc R 1 . . C C13 0.2913(3) 1.08056(14) 0.69905(17) 0.0477(8) Uani d . 1 . . H H13A 0.3435 1.0529 0.6643 0.057 Uiso calc R 1 . . H H13B 0.3607 1.1118 0.7241 0.057 Uiso calc R 1 . . C C14 0.1762(3) 1.11774(15) 0.65360(17) 0.0439(7) Uani d . 1 . . C C15 0.1241(3) 1.17590(17) 0.68039(19) 0.0602(9) Uani d . 1 . . H H15 0.162 1.1935 0.7277 0.072 Uiso calc R 1 . . C C16 0.0168(4) 1.2079(2) 0.6377(2) 0.0781(12) Uani d . 1 . . H H16 -0.0217 1.2475 0.6555 0.094 Uiso calc R 1 . . C C17 -0.0336(4) 1.1821(2) 0.5695(2) 0.0720(11) Uani d . 1 . . H H17 -0.1072 1.2034 0.5386 0.086 Uiso calc R 1 . . C C18 0.0241(4) 1.1252(2) 0.5471(2) 0.0663(10) Uani d . 1 . . H H18 -0.0112 1.1077 0.4993 0.08 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Ni1 0.0314(3) 0.0418(3) 0.0302(3) 0 0.0064(2) 0 N1 0.0351(13) 0.0342(13) 0.0326(12) -0.0026(10) 0.0046(10) -0.0014(10) N2 0.0323(13) 0.0421(14) 0.0376(13) 0.0017(11) 0.0090(10) 0.0039(11) N3 0.0610(18) 0.0554(18) 0.0566(17) 0.0022(15) 0.0064(14) 0.0093(14) N4 0.0518(17) 0.0602(18) 0.0514(17) -0.0017(14) 0.0168(14) 0.0105(14) C1 0.0494(18) 0.0530(19) 0.0394(17) 0.0009(15) 0.0118(14) 0.0021(14) C2 0.0377(16) 0.0365(16) 0.0332(15) -0.0072(12) 0.0058(12) -0.0027(12) C3 0.0379(16) 0.0363(17) 0.0374(16) -0.0070(12) 0.0112(13) -0.0025(12) C4 0.0452(18) 0.0536(19) 0.0474(18) 0.0025(15) 0.0165(14) 0.0031(15) C5 0.0408(16) 0.0409(17) 0.0335(15) -0.0004(13) 0.0019(13) 0.0000(13) C6 0.0438(18) 0.054(2) 0.0388(17) 0.0078(15) 0.0047(14) 0.0008(14) C7 0.0427(18) 0.0443(18) 0.0297(15) 0.0050(14) 0.0086(13) -0.0007(12) C8 0.050(2) 0.053(2) 0.0435(18) -0.0050(16) 0.0021(15) 0.0045(15) C9 0.0389(19) 0.106(3) 0.044(2) 0.001(2) 0.0021(15) 0.001(2) C10 0.068(3) 0.081(3) 0.043(2) 0.038(2) 0.0106(18) 0.0084(18) C11 0.088(3) 0.054(2) 0.061(2) 0.011(2) 0.009(2) 0.0075(17) C12 0.0371(16) 0.0532(18) 0.0480(17) 0.0071(15) 0.0125(13) 0.0090(16) C13 0.0383(17) 0.0491(19) 0.057(2) 0.0061(14) 0.0112(14) 0.0134(15) C14 0.0361(17) 0.0474(19) 0.051(2) 0.0037(14) 0.0210(15) 0.0147(15) C15 0.055(2) 0.073(2) 0.054(2) 0.0204(19) 0.0180(17) 0.0071(18) C16 0.072(3) 0.087(3) 0.080(3) 0.041(2) 0.031(2) 0.021(2) C17 0.045(2) 0.104(3) 0.070(3) 0.021(2) 0.0173(19) 0.045(2) C18 0.056(2) 0.091(3) 0.053(2) -0.002(2) 0.0108(18) 0.024(2) _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 N1 2_656 1.904(2) ? Ni1 N1 . 1.904(2) ? Ni1 N2 2_656 1.912(2) ? Ni1 N2 . 1.912(2) ? N1 C2 . 1.344(3) ? N1 C5 . 1.460(3) ? N2 C3 . 1.341(3) ? N2 C12 . 1.456(3) ? N3 C11 . 1.337(4) ? N3 C7 . 1.340(4) ? N4 C14 . 1.331(4) ? N4 C18 . 1.338(4) ? C1 C2 . 1.505(4) ? C1 H1A . 0.98 ? C1 H1B . 0.98 ? C1 H1C . 0.98 ? C2 C3 . 1.416(4) ? C3 C4 . 1.501(4) ? C4 H4A . 0.98 ? C4 H4B . 0.98 ? C4 H4C . 0.98 ? C5 C6 . 1.517(4) ? C5 H5A . 0.99 ? C5 H5B . 0.99 ? C6 C7 . 1.497(4) ? C6 H6A . 0.99 ? C6 H6B . 0.99 ? C7 C8 . 1.369(4) ? C8 C9 . 1.384(4) ? C8 H8 . 0.95 ? C9 C10 . 1.371(5) ? C9 H9 . 0.95 ? C10 C11 . 1.358(5) ? C10 H10 . 0.95 ? C11 H11 . 0.95 ? C12 C13 . 1.498(4) ? C12 H12A . 0.99 ? C12 H12B . 0.99 ? C13 C14 . 1.499(4) ? C13 H13A . 0.99 ? C13 H13B . 0.99 ? C14 C15 . 1.383(4) ? C15 C16 . 1.372(5) ? C15 H15 . 0.95 ? C16 C17 . 1.362(5) ? C16 H16 . 0.95 ? C17 C18 . 1.355(5) ? C17 H17 . 0.95 ? C18 H18 . 0.95 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N1 Ni1 N1 2_656 . 131.74(13) ? N1 Ni1 N2 2_656 2_656 81.83(9) ? N1 Ni1 N2 . 2_656 117.59(9) ? N1 Ni1 N2 2_656 . 117.59(9) ? N1 Ni1 N2 . . 81.83(9) ? N2 Ni1 N2 2_656 . 133.77(14) ? C2 N1 C5 . . 119.0(2) ? C2 N1 Ni1 . . 115.20(18) ? C5 N1 Ni1 . . 125.57(16) ? C3 N2 C12 . . 119.8(2) ? C3 N2 Ni1 . . 115.33(18) ? C12 N2 Ni1 . . 124.67(17) ? C11 N3 C7 . . 117.0(3) ? C14 N4 C18 . . 116.6(3) ? 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 ? N1 C2 C3 . . 114.1(2) ? N1 C2 C1 . . 121.8(2) ? C3 C2 C1 . . 124.2(2) ? N2 C3 C2 . . 113.5(2) ? N2 C3 C4 . . 122.2(2) ? C2 C3 C4 . . 124.3(2) ? C3 C4 H4A . . 109.5 ? C3 C4 H4B . . 109.5 ? H4A C4 H4B . . 109.5 ? C3 C4 H4C . . 109.5 ? H4A C4 H4C . . 109.5 ? H4B C4 H4C . . 109.5 ? N1 C5 C6 . . 112.4(2) ? N1 C5 H5A . . 109.1 ? C6 C5 H5A . . 109.1 ? N1 C5 H5B . . 109.1 ? C6 C5 H5B . . 109.1 ? H5A C5 H5B . . 107.9 ? C7 C6 C5 . . 111.0(2) ? C7 C6 H6A . . 109.4 ? C5 C6 H6A . . 109.4 ? C7 C6 H6B . . 109.4 ? C5 C6 H6B . . 109.4 ? H6A C6 H6B . . 108.0 ? N3 C7 C8 . . 122.5(3) ? N3 C7 C6 . . 115.5(3) ? C8 C7 C6 . . 122.0(3) ? C7 C8 C9 . . 119.2(3) ? C7 C8 H8 . . 120.4 ? C9 C8 H8 . . 120.4 ? C10 C9 C8 . . 118.5(3) ? C10 C9 H9 . . 120.8 ? C8 C9 H9 . . 120.8 ? C11 C10 C9 . . 118.7(3) ? C11 C10 H10 . . 120.7 ? C9 C10 H10 . . 120.7 ? N3 C11 C10 . . 124.1(3) ? N3 C11 H11 . . 118.0 ? C10 C11 H11 . . 118.0 ? N2 C12 C13 . . 112.0(2) ? N2 C12 H12A . . 109.2 ? C13 C12 H12A . . 109.2 ? N2 C12 H12B . . 109.2 ? C13 C12 H12B . . 109.2 ? H12A C12 H12B . . 107.9 ? C12 C13 C14 . . 112.0(2) ? C12 C13 H13A . . 109.2 ? C14 C13 H13A . . 109.2 ? C12 C13 H13B . . 109.2 ? C14 C13 H13B . . 109.2 ? H13A C13 H13B . . 107.9 ? N4 C14 C15 . . 122.3(3) ? N4 C14 C13 . . 116.9(3) ? C15 C14 C13 . . 120.8(3) ? C16 C15 C14 . . 119.1(3) ? C16 C15 H15 . . 120.5 ? C14 C15 H15 . . 120.5 ? C17 C16 C15 . . 119.2(4) ? C17 C16 H16 . . 120.4 ? C15 C16 H16 . . 120.4 ? C18 C17 C16 . . 118.1(3) ? C18 C17 H17 . . 120.9 ? C16 C17 H17 . . 120.9 ? N4 C18 C17 . . 124.8(4) ? N4 C18 H18 . . 117.6 ? C17 C18 H18 . . 117.6 ? _iucr_refine_instructions_details ; TITL C2c in C2/c CELL 0.71073 9.3548 20.4687 17.6111 90.000 94.424 90.000 ZERR 4.00 0.0008 0.0017 0.0015 0.000 0.002 0.000 LATT 7 SYMM -X, Y, 0.5-Z SFAC C H N Ni UNIT 144 176 32 4 L.S. 4 BOND $H ACTA FMAP 2 PLAN -5 SIZE 0.060 0.143 0.160 TEMP -150.100 WGHT 0.036700 0.925700 FVAR 0.10566 NI1 4 0.500000 0.960314 0.750000 10.50000 0.03142 0.04177 = 0.03017 0.00000 0.00642 0.00000 N1 3 0.536492 0.922284 0.848260 11.00000 0.03508 0.03417 = 0.03257 -0.00136 0.00461 -0.00261 N2 3 0.340909 0.996978 0.797017 11.00000 0.03234 0.04214 = 0.03758 0.00386 0.00905 0.00173 N3 3 0.837932 0.755216 0.851034 11.00000 0.06105 0.05539 = 0.05660 0.00927 0.00641 0.00222 N4 3 0.127066 1.091916 0.587304 11.00000 0.05181 0.06025 = 0.05144 0.01054 0.01677 -0.00172 C1 1 0.456248 0.912358 0.979340 11.00000 0.04945 0.05295 = 0.03939 0.00208 0.01183 0.00085 AFIX 137 H1A 2 0.455436 0.864483 0.978957 11.00000 -1.50000 H1B 2 0.376267 0.928433 1.006938 11.00000 -1.50000 H1C 2 0.546938 0.927883 1.004601 11.00000 -1.50000 AFIX 0 C2 1 0.441048 0.937359 0.898742 11.00000 0.03774 0.03651 = 0.03320 -0.00272 0.00578 -0.00716 C3 1 0.328102 0.978283 0.869178 11.00000 0.03788 0.03630 = 0.03738 -0.00246 0.01121 -0.00696 C4 1 0.206100 1.000417 0.913485 11.00000 0.04522 0.05359 = 0.04742 0.00305 0.01648 0.00249 AFIX 137 H4A 2 0.212481 1.047732 0.921554 11.00000 -1.50000 H4B 2 0.211248 0.978118 0.962863 11.00000 -1.50000 H4C 2 0.114934 0.989849 0.884959 11.00000 -1.50000 AFIX 0 C5 1 0.663278 0.884274 0.873754 11.00000 0.04076 0.04090 = 0.03351 -0.00003 0.00190 -0.00035 AFIX 23 H5A 2 0.633949 0.846940 0.904739 11.00000 -1.20000 H5B 2 0.729053 0.911997 0.906588 11.00000 -1.20000 AFIX 0 C6 1 0.742201 0.858706 0.807799 11.00000 0.04380 0.05443 = 0.03878 0.00081 0.00475 0.00778 AFIX 23 H6A 2 0.675814 0.832306 0.773735 11.00000 -1.20000 H6B 2 0.775794 0.895957 0.778046 11.00000 -1.20000 AFIX 0 C7 1 0.867871 0.817663 0.835707 11.00000 0.04274 0.04434 = 0.02970 -0.00066 0.00861 0.00498 C8 1 1.003405 0.842932 0.846661 11.00000 0.04975 0.05270 = 0.04348 0.00450 0.00212 -0.00503 AFIX 43 H8 2 1.021359 0.887166 0.834117 11.00000 -1.20000 AFIX 0 C9 1 1.113917 0.803315 0.876207 11.00000 0.03886 0.10636 = 0.04400 0.00127 0.00212 0.00050 AFIX 43 H9 2 1.208827 0.819765 0.884313 11.00000 -1.20000 AFIX 0 C10 1 1.083340 0.739756 0.893526 11.00000 0.06791 0.08102 = 0.04263 0.00841 0.01062 0.03843 AFIX 43 H10 2 1.156292 0.711492 0.914901 11.00000 -1.20000 AFIX 0 C11 1 0.946730 0.718040 0.879513 11.00000 0.08775 0.05441 = 0.06149 0.00751 0.00928 0.01094 AFIX 43 H11 2 0.927218 0.673658 0.890636 11.00000 -1.20000 AFIX 0 C12 1 0.231457 1.038316 0.758405 11.00000 0.03715 0.05318 = 0.04800 0.00902 0.01245 0.00708 AFIX 23 H12A 2 0.188538 1.066393 0.796377 11.00000 -1.20000 H12B 2 0.154474 1.010443 0.734076 11.00000 -1.20000 AFIX 0 C13 1 0.291288 1.080556 0.699053 11.00000 0.03830 0.04907 = 0.05690 0.01342 0.01123 0.00614 AFIX 23 H13A 2 0.343487 1.052854 0.664325 11.00000 -1.20000 H13B 2 0.360651 1.111787 0.724099 11.00000 -1.20000 AFIX 0 C14 1 0.176199 1.117742 0.653600 11.00000 0.03610 0.04736 = 0.05084 0.01470 0.02102 0.00369 C15 1 0.124081 1.175896 0.680385 11.00000 0.05510 0.07345 = 0.05423 0.00713 0.01801 0.02039 AFIX 43 H15 2 0.161975 1.193461 0.727659 11.00000 -1.20000 AFIX 0 C16 1 0.016845 1.207871 0.637705 11.00000 0.07152 0.08669 = 0.07983 0.02081 0.03076 0.04094 AFIX 43 H16 2 -0.021699 1.247472 0.655485 11.00000 -1.20000 AFIX 0 C17 1 -0.033635 1.182096 0.569508 11.00000 0.04454 0.10366 = 0.06966 0.04544 0.01728 0.02140 AFIX 43 H17 2 -0.107180 1.203399 0.538570 11.00000 -1.20000 AFIX 0 C18 1 0.024051 1.125215 0.547074 11.00000 0.05625 0.09118 = 0.05263 0.02449 0.01077 -0.00191 AFIX 43 H18 2 -0.011220 1.107702 0.499297 11.00000 -1.20000 HKLF 4 REM C2c in C2/c REM R1 = 0.0457 for 2243 Fo > 4sig(Fo) and 0.0751 for all 3114 data REM 206 parameters refined using 0 restraints END WGHT 0.0367 0.9258 REM Highest difference peak 0.289, deepest hole -0.202, 1-sigma level 0.050 Q1 1 0.5622 0.9185 0.7655 11.00000 0.05 0.29 Q2 1 0.5943 0.9888 0.7598 11.00000 0.05 0.27 Q3 1 0.4009 0.9672 0.7779 11.00000 0.05 0.22 Q4 1 0.4428 1.0125 0.7950 11.00000 0.05 0.22 Q5 1 -0.0409 1.1700 0.6102 11.00000 0.05 0.20 ; _database_code_depnum_ccdc_archive 'CCDC 947974'