# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prasenjit Ghosh' _publ_contact_author_email PGHOSH@CHEM.IITB.AC.IN _publ_section_title ; A Comparison Between Nickel and Palladium Precatalysts of 1,2,4-triazole Based N-heterocyclic Carbenes in Hydroamination of Activated Olefins ; loop_ _publ_author_name 'Prasenjit Ghosh' 'Chandrakanta Dash' 'Mobin M Shaikh' #===END data_pg175 _database_code_depnum_ccdc_archive 'CCDC 673137' #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H26 Br2 N6 Pd' _chemical_formula_weight 568.65 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 13.9545(15) _cell_length_b 16.9015(18) _cell_length_c 18.118(2) _cell_angle_alpha 90.000 _cell_angle_beta 90.197(9) _cell_angle_gamma 90.000 _cell_volume 4273.2(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 14946 _cell_measurement_theta_min 3.0237 _cell_measurement_theta_max 32.4917 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.768 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 4.620 _exptl_absorpt_correction_T_min 0.3578 _exptl_absorpt_correction_T_max 0.4437 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24711 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_av_sigmaI/netI 0.0559 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7516 _reflns_number_gt 4437 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.1138P)^2^+0.0000P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7516 _refine_ls_number_parameters 459 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0932 _refine_ls_R_factor_gt 0.0589 _refine_ls_wR_factor_ref 0.1804 _refine_ls_wR_factor_gt 0.1517 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Pd2 Pd 0.73216(4) 0.47956(3) 0.25699(3) 0.02119(19) Uani 1 1 d . . . Pd1 Pd 0.27815(4) 0.22231(3) 0.30280(3) 0.02282(19) Uani 1 1 d . . . Br1 Br 0.28223(6) 0.07937(5) 0.28639(6) 0.0418(3) Uani 1 1 d . . . Br2 Br 0.26744(6) 0.36539(5) 0.31838(5) 0.0364(2) Uani 1 1 d . . . Br3 Br 0.72370(6) 0.62305(5) 0.24958(5) 0.0343(2) Uani 1 1 d . . . Br4 Br 0.74274(6) 0.33573(5) 0.25780(5) 0.0328(2) Uani 1 1 d . . . N1 N 0.4319(5) 0.2363(4) 0.4213(3) 0.0251(15) Uani 1 1 d . . . N2 N 0.4965(5) 0.2123(4) 0.3188(3) 0.0279(15) Uani 1 1 d . . . N3 N 0.5293(5) 0.2363(4) 0.4354(3) 0.0307(16) Uani 1 1 d . . . N4 N 0.1377(5) 0.2481(4) 0.1805(3) 0.0283(15) Uani 1 1 d . . . N5 N 0.0612(5) 0.2139(4) 0.2740(4) 0.0287(16) Uani 1 1 d . . . N6 N 0.0437(5) 0.2487(4) 0.1594(4) 0.0362(17) Uani 1 1 d . . . N7 N 0.5845(5) 0.4566(4) 0.1361(3) 0.0288(15) Uani 1 1 d . . . N8 N 0.5131(5) 0.4856(4) 0.2345(3) 0.0291(16) Uani 1 1 d . . . N9 N 0.4895(5) 0.4604(5) 0.1178(4) 0.0400(18) Uani 1 1 d . . . N10 N 0.8890(5) 0.5108(4) 0.3718(3) 0.0295(16) Uani 1 1 d . . . N11 N 0.9491(5) 0.4668(4) 0.2738(3) 0.0248(15) Uani 1 1 d . . . N12 N 0.9852(5) 0.5048(4) 0.3863(4) 0.0355(17) Uani 1 1 d . . . C1 C 0.5650(6) 0.2214(5) 0.3714(4) 0.0307(19) Uani 1 1 d . . . H1 H 0.6318 0.2174 0.3621 0.037 Uiso 1 1 calc R . . C2 C 0.4089(6) 0.2221(4) 0.3522(4) 0.0249(18) Uani 1 1 d . . . C3 C 0.3648(6) 0.2480(5) 0.4841(4) 0.0293(19) Uani 1 1 d . . . H3 H 0.2979 0.2499 0.4643 0.035 Uiso 1 1 calc R . . C4 C 0.3729(6) 0.1786(5) 0.5356(4) 0.038(2) Uani 1 1 d . . . H4A H 0.3539 0.1302 0.5096 0.057 Uiso 1 1 calc R . . H4B H 0.3308 0.1868 0.5781 0.057 Uiso 1 1 calc R . . H4C H 0.4393 0.1736 0.5527 0.057 Uiso 1 1 calc R . . C5 C 0.3865(6) 0.3262(5) 0.5217(5) 0.035(2) Uani 1 1 d . . . H5A H 0.4538 0.3271 0.5374 0.053 Uiso 1 1 calc R . . H5B H 0.3452 0.3323 0.5650 0.053 Uiso 1 1 calc R . . H5C H 0.3747 0.3697 0.4871 0.053 Uiso 1 1 calc R . . C6 C 0.5132(6) 0.1893(5) 0.2418(4) 0.033(2) Uani 1 1 d . . . H6A H 0.4715 0.1439 0.2291 0.039 Uiso 1 1 calc R . . H6B H 0.5807 0.1722 0.2361 0.039 Uiso 1 1 calc R . . C7 C 0.4931(6) 0.2566(5) 0.1892(5) 0.035(2) Uani 1 1 d . . . H7 H 0.5104 0.3090 0.2031 0.042 Uiso 1 1 calc R . . C8 C 0.4525(6) 0.2446(6) 0.1250(5) 0.040(2) Uani 1 1 d . . . H8A H 0.4349 0.1925 0.1105 0.048 Uiso 1 1 calc R . . H8B H 0.4405 0.2879 0.0928 0.048 Uiso 1 1 calc R . . C9 C 0.1512(6) 0.2269(4) 0.2503(4) 0.0275(18) Uani 1 1 d . . . C10 C -0.0017(6) 0.2279(5) 0.2181(5) 0.034(2) Uani 1 1 d . . . H10 H -0.0693 0.2230 0.2218 0.041 Uiso 1 1 calc R . . C11 C 0.2126(6) 0.2653(5) 0.1259(4) 0.038(2) Uani 1 1 d . . . H11 H 0.2758 0.2642 0.1520 0.045 Uiso 1 1 calc R . . C12 C 0.1989(8) 0.3475(6) 0.0944(5) 0.058(3) Uani 1 1 d . . . H12A H 0.1363 0.3507 0.0699 0.086 Uiso 1 1 calc R . . H12B H 0.2496 0.3585 0.0586 0.086 Uiso 1 1 calc R . . H12C H 0.2019 0.3864 0.1344 0.086 Uiso 1 1 calc R . . C13 C 0.2147(8) 0.2027(6) 0.0667(5) 0.058(3) Uani 1 1 d . . . H13A H 0.2239 0.1507 0.0894 0.086 Uiso 1 1 calc R . . H13B H 0.2676 0.2135 0.0327 0.086 Uiso 1 1 calc R . . H13C H 0.1540 0.2033 0.0393 0.086 Uiso 1 1 calc R . . C14 C 0.0347(7) 0.1898(6) 0.3493(5) 0.042(2) Uani 1 1 d . . . H14A H -0.0212 0.1537 0.3473 0.051 Uiso 1 1 calc R . . H14B H 0.0887 0.1611 0.3726 0.051 Uiso 1 1 calc R . . C15 C 0.0110(8) 0.2599(6) 0.3931(5) 0.052(3) Uani 1 1 d . . . H15 H 0.0620 0.2948 0.4053 0.062 Uiso 1 1 calc R . . C16 C -0.0730(10) 0.2780(7) 0.4163(6) 0.077(4) Uani 1 1 d . . . H16A H -0.1260 0.2447 0.4053 0.092 Uiso 1 1 calc R . . H16B H -0.0822 0.3248 0.4445 0.092 Uiso 1 1 calc R . . C17 C 0.6034(6) 0.4732(4) 0.2065(4) 0.0270(18) Uani 1 1 d . . . C18 C 0.4487(6) 0.4776(5) 0.1796(4) 0.035(2) Uani 1 1 d . . . H18 H 0.3815 0.4837 0.1856 0.042 Uiso 1 1 calc R . . C19 C 0.6583(6) 0.4446(5) 0.0788(4) 0.033(2) Uani 1 1 d . . . H19 H 0.7186 0.4270 0.1039 0.039 Uiso 1 1 calc R . . C20 C 0.6789(8) 0.5219(7) 0.0388(5) 0.063(3) Uani 1 1 d . . . H20A H 0.6205 0.5403 0.0140 0.094 Uiso 1 1 calc R . . H20B H 0.7293 0.5133 0.0021 0.094 Uiso 1 1 calc R . . H20C H 0.7002 0.5618 0.0745 0.094 Uiso 1 1 calc R . . C21 C 0.6263(7) 0.3792(6) 0.0264(5) 0.050(3) Uani 1 1 d . . . H21A H 0.6188 0.3297 0.0540 0.075 Uiso 1 1 calc R . . H21B H 0.6747 0.3720 -0.0121 0.075 Uiso 1 1 calc R . . H21C H 0.5650 0.3937 0.0037 0.075 Uiso 1 1 calc R . . C22 C 0.4915(7) 0.5080(5) 0.3122(4) 0.035(2) Uani 1 1 d . . . H22A H 0.4222 0.5195 0.3170 0.042 Uiso 1 1 calc R . . H22B H 0.5274 0.5566 0.3253 0.042 Uiso 1 1 calc R . . C23 C 0.5186(7) 0.4427(5) 0.3637(5) 0.039(2) Uani 1 1 d . . . H23 H 0.4987 0.3906 0.3514 0.047 Uiso 1 1 calc R . . C24 C 0.5675(6) 0.4522(6) 0.4241(5) 0.043(2) Uani 1 1 d . . . H24A H 0.5886 0.5035 0.4381 0.051 Uiso 1 1 calc R . . H24B H 0.5822 0.4079 0.4544 0.051 Uiso 1 1 calc R . . C25 C 0.8650(6) 0.4862(4) 0.3045(4) 0.0273(18) Uani 1 1 d . . . C26 C 1.0199(6) 0.4788(5) 0.3246(4) 0.034(2) Uani 1 1 d . . . H26 H 1.0860 0.4693 0.3160 0.040 Uiso 1 1 calc R . . C27 C 0.8233(6) 0.5386(5) 0.4303(4) 0.0304(19) Uani 1 1 d . . . H27 H 0.7595 0.5499 0.4073 0.037 Uiso 1 1 calc R . . C28 C 0.8100(7) 0.4750(6) 0.4889(5) 0.050(3) Uani 1 1 d . . . H28A H 0.7801 0.4282 0.4665 0.075 Uiso 1 1 calc R . . H28B H 0.7687 0.4953 0.5282 0.075 Uiso 1 1 calc R . . H28C H 0.8725 0.4604 0.5096 0.075 Uiso 1 1 calc R . . C29 C 0.8622(7) 0.6153(6) 0.4635(6) 0.056(3) Uani 1 1 d . . . H29A H 0.9260 0.6058 0.4844 0.084 Uiso 1 1 calc R . . H29B H 0.8190 0.6337 0.5024 0.084 Uiso 1 1 calc R . . H29C H 0.8665 0.6557 0.4248 0.084 Uiso 1 1 calc R . . C30 C 0.9620(6) 0.4398(5) 0.1974(4) 0.033(2) Uani 1 1 d . . . H30A H 0.9189 0.3944 0.1878 0.040 Uiso 1 1 calc R . . H30B H 1.0288 0.4214 0.1909 0.040 Uiso 1 1 calc R . . C31 C 0.9412(7) 0.5041(5) 0.1425(5) 0.042(2) Uani 1 1 d . . . H31 H 0.8806 0.5295 0.1458 0.051 Uiso 1 1 calc R . . C32 C 0.9981(8) 0.5277(6) 0.0914(5) 0.055(3) Uani 1 1 d . . . H32A H 1.0594 0.5040 0.0861 0.065 Uiso 1 1 calc R . . H32B H 0.9788 0.5690 0.0589 0.065 Uiso 1 1 calc R . . 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 Pd2 0.0158(4) 0.0215(3) 0.0262(3) -0.0015(2) -0.0029(2) 0.0005(2) Pd1 0.0153(4) 0.0270(4) 0.0261(3) -0.0005(2) -0.0064(2) 0.0000(2) Br1 0.0227(5) 0.0279(5) 0.0747(7) -0.0025(4) -0.0045(4) -0.0014(4) Br2 0.0279(5) 0.0309(5) 0.0505(5) -0.0053(4) -0.0111(4) 0.0033(4) Br3 0.0215(5) 0.0234(5) 0.0581(6) -0.0014(4) -0.0021(4) 0.0011(3) Br4 0.0278(5) 0.0236(4) 0.0469(5) 0.0021(4) -0.0046(4) 0.0010(3) N1 0.020(4) 0.035(4) 0.020(3) 0.002(3) -0.010(3) 0.001(3) N2 0.023(4) 0.033(4) 0.027(4) 0.002(3) -0.002(3) -0.001(3) N3 0.020(4) 0.043(4) 0.028(4) 0.000(3) -0.005(3) -0.006(3) N4 0.025(4) 0.040(4) 0.019(3) 0.002(3) -0.005(3) 0.006(3) N5 0.017(4) 0.038(4) 0.031(4) 0.009(3) -0.002(3) 0.000(3) N6 0.021(4) 0.054(5) 0.034(4) -0.003(3) -0.013(3) 0.002(3) N7 0.014(4) 0.037(4) 0.035(4) 0.003(3) -0.006(3) -0.001(3) N8 0.020(4) 0.038(4) 0.029(4) 0.001(3) 0.001(3) 0.004(3) N9 0.028(5) 0.060(5) 0.033(4) -0.002(4) -0.006(3) 0.003(4) N10 0.022(4) 0.047(4) 0.020(3) -0.003(3) -0.004(3) -0.001(3) N11 0.019(4) 0.027(3) 0.028(3) -0.002(3) 0.002(3) 0.000(3) N12 0.013(4) 0.060(5) 0.034(4) -0.006(3) -0.003(3) 0.000(3) C1 0.013(5) 0.047(5) 0.032(4) 0.008(4) -0.007(3) 0.001(4) C2 0.016(4) 0.035(5) 0.024(4) -0.001(3) -0.004(3) 0.003(3) C3 0.015(5) 0.048(5) 0.025(4) 0.004(4) -0.003(3) -0.002(4) C4 0.035(6) 0.048(5) 0.031(4) 0.011(4) -0.002(4) -0.005(4) C5 0.031(5) 0.038(5) 0.036(5) 0.000(4) -0.004(4) 0.004(4) C6 0.026(5) 0.044(5) 0.028(4) 0.001(4) 0.006(4) 0.005(4) C7 0.023(5) 0.046(5) 0.036(5) 0.008(4) 0.002(4) 0.001(4) C8 0.027(5) 0.056(6) 0.036(5) -0.001(4) 0.007(4) -0.001(4) C9 0.022(5) 0.028(4) 0.032(4) 0.001(3) 0.001(3) -0.005(4) C10 0.015(5) 0.049(6) 0.038(5) 0.003(4) -0.007(4) -0.003(4) C11 0.021(5) 0.063(6) 0.030(4) 0.001(4) 0.000(4) 0.001(4) C12 0.053(7) 0.077(8) 0.043(6) 0.019(5) 0.016(5) -0.008(6) C13 0.061(8) 0.079(8) 0.033(5) -0.016(5) -0.004(5) 0.019(6) C14 0.028(6) 0.060(6) 0.039(5) 0.015(5) 0.003(4) 0.004(5) C15 0.055(7) 0.057(6) 0.044(6) -0.005(5) 0.001(5) -0.015(5) C16 0.077(10) 0.096(10) 0.058(7) -0.011(7) 0.019(7) 0.025(8) C17 0.025(5) 0.030(4) 0.026(4) 0.006(3) 0.001(3) -0.006(4) C18 0.022(5) 0.048(6) 0.034(5) -0.001(4) -0.006(4) 0.000(4) C19 0.027(5) 0.048(5) 0.023(4) 0.005(4) -0.007(3) 0.005(4) C20 0.048(8) 0.091(9) 0.049(6) 0.023(6) 0.007(5) -0.004(6) C21 0.033(6) 0.076(7) 0.042(5) -0.019(5) 0.001(4) 0.000(5) C22 0.032(6) 0.040(5) 0.034(5) -0.004(4) 0.010(4) 0.008(4) C23 0.041(6) 0.037(5) 0.040(5) -0.001(4) 0.004(4) -0.008(4) C24 0.034(6) 0.053(6) 0.041(5) 0.003(4) 0.000(4) -0.009(5) C25 0.016(5) 0.027(4) 0.040(5) 0.008(4) 0.004(3) 0.002(3) C26 0.022(5) 0.039(5) 0.039(5) -0.003(4) -0.002(4) 0.000(4) C27 0.011(4) 0.049(5) 0.031(4) -0.007(4) 0.005(3) -0.004(4) C28 0.041(7) 0.070(7) 0.040(5) 0.013(5) 0.010(4) 0.012(5) C29 0.044(7) 0.061(7) 0.062(7) -0.010(5) 0.008(5) -0.013(5) C30 0.019(5) 0.037(5) 0.044(5) -0.009(4) 0.012(4) 0.003(4) C31 0.052(7) 0.042(5) 0.033(5) -0.011(4) 0.001(4) 0.008(5) C32 0.082(9) 0.043(6) 0.039(6) -0.007(5) 0.010(5) -0.002(6) _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 Pd2 C17 2.016(8) . ? Pd2 C25 2.045(9) . ? Pd2 Br3 2.4317(10) . ? Pd2 Br4 2.4355(10) . ? Pd1 C9 2.010(8) . ? Pd1 C2 2.030(8) . ? Pd1 Br1 2.4349(10) . ? Pd1 Br2 2.4392(10) . ? N1 C2 1.313(9) . ? N1 N3 1.382(9) . ? N1 C3 1.489(9) . ? N2 C1 1.357(10) . ? N2 C2 1.375(9) . ? N2 C6 1.469(9) . ? N3 C1 1.288(10) . ? N4 C9 1.326(10) . ? N4 N6 1.365(9) . ? N4 C11 1.471(10) . ? N5 C9 1.347(10) . ? N5 C10 1.359(10) . ? N5 C14 1.472(10) . ? N6 C10 1.290(10) . ? N7 C17 1.333(10) . ? N7 N9 1.366(9) . ? N7 C19 1.478(10) . ? N8 C18 1.344(10) . ? N8 C17 1.376(10) . ? N8 C22 1.490(9) . ? N9 C18 1.292(10) . ? N10 C25 1.330(10) . ? N10 N12 1.371(9) . ? N10 C27 1.480(9) . ? N11 C25 1.341(9) . ? N11 C26 1.364(10) . ? N11 C30 1.468(9) . ? N12 C26 1.295(10) . ? C1 H1 0.9500 . ? C3 C4 1.501(11) . ? C3 C5 1.517(11) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.509(11) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.309(12) . ? C7 H7 0.9500 . ? C8 H8A 0.9500 . ? C8 H8B 0.9500 . ? C10 H10 0.9500 . ? C11 C13 1.507(12) . ? C11 C12 1.514(13) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.465(13) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.284(14) . ? C15 H15 0.9500 . ? C16 H16A 0.9500 . ? C16 H16B 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.522(12) . ? C19 C21 1.523(12) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.495(12) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.298(12) . ? C23 H23 0.9500 . ? C24 H24A 0.9500 . ? C24 H24B 0.9500 . ? C26 H26 0.9500 . ? C27 C28 1.523(11) . ? C27 C29 1.528(12) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.500(12) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.286(12) . ? C31 H31 0.9500 . ? C32 H32A 0.9500 . ? C32 H32B 0.9500 . ? 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 C17 Pd2 C25 177.9(3) . . ? C17 Pd2 Br3 89.2(2) . . ? C25 Pd2 Br3 90.7(2) . . ? C17 Pd2 Br4 90.2(2) . . ? C25 Pd2 Br4 89.9(2) . . ? Br3 Pd2 Br4 177.09(4) . . ? C9 Pd1 C2 177.0(3) . . ? C9 Pd1 Br1 90.1(2) . . ? C2 Pd1 Br1 91.8(2) . . ? C9 Pd1 Br2 87.8(2) . . ? C2 Pd1 Br2 90.3(2) . . ? Br1 Pd1 Br2 177.80(4) . . ? C2 N1 N3 114.4(6) . . ? C2 N1 C3 127.0(7) . . ? N3 N1 C3 118.6(6) . . ? C1 N2 C2 107.6(6) . . ? C1 N2 C6 125.7(7) . . ? C2 N2 C6 126.5(7) . . ? C1 N3 N1 102.5(6) . . ? C9 N4 N6 113.8(6) . . ? C9 N4 C11 126.6(7) . . ? N6 N4 C11 119.6(6) . . ? C9 N5 C10 109.5(7) . . ? C9 N5 C14 125.4(7) . . ? C10 N5 C14 125.1(7) . . ? C10 N6 N4 103.9(6) . . ? C17 N7 N9 114.3(6) . . ? C17 N7 C19 124.4(7) . . ? N9 N7 C19 120.9(6) . . ? C18 N8 C17 108.9(7) . . ? C18 N8 C22 126.0(7) . . ? C17 N8 C22 125.1(7) . . ? C18 N9 N7 103.3(7) . . ? C25 N10 N12 113.2(6) . . ? C25 N10 C27 127.0(7) . . ? N12 N10 C27 119.7(6) . . ? C25 N11 C26 108.3(7) . . ? C25 N11 C30 125.3(7) . . ? C26 N11 C30 126.3(7) . . ? C26 N12 N10 103.2(7) . . ? N3 C1 N2 112.4(7) . . ? N3 C1 H1 123.8 . . ? N2 C1 H1 123.8 . . ? N1 C2 N2 103.1(7) . . ? N1 C2 Pd1 129.5(6) . . ? N2 C2 Pd1 127.2(5) . . ? N1 C3 C4 109.0(7) . . ? N1 C3 C5 109.5(6) . . ? C4 C3 C5 112.7(7) . . ? N1 C3 H3 108.5 . . ? C4 C3 H3 108.5 . . ? C5 C3 H3 108.5 . . ? 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 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 111.8(7) . . ? N2 C6 H6A 109.3 . . ? C7 C6 H6A 109.3 . . ? N2 C6 H6B 109.3 . . ? C7 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? C8 C7 C6 121.5(9) . . ? C8 C7 H7 119.2 . . ? C6 C7 H7 119.2 . . ? C7 C8 H8A 120.0 . . ? C7 C8 H8B 120.0 . . ? H8A C8 H8B 120.0 . . ? N4 C9 N5 102.7(7) . . ? N4 C9 Pd1 125.7(6) . . ? N5 C9 Pd1 131.6(6) . . ? N6 C10 N5 110.2(7) . . ? N6 C10 H10 124.9 . . ? N5 C10 H10 124.9 . . ? N4 C11 C13 110.9(8) . . ? N4 C11 C12 110.2(7) . . ? C13 C11 C12 112.2(8) . . ? N4 C11 H11 107.8 . . ? C13 C11 H11 107.8 . . ? C12 C11 H11 107.8 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N5 109.6(8) . . ? C15 C14 H14A 109.7 . . ? N5 C14 H14A 109.7 . . ? C15 C14 H14B 109.7 . . ? N5 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C16 C15 C14 125.4(11) . . ? C16 C15 H15 117.3 . . ? C14 C15 H15 117.3 . . ? C15 C16 H16A 120.0 . . ? C15 C16 H16B 120.0 . . ? H16A C16 H16B 120.0 . . ? N7 C17 N8 101.9(7) . . ? N7 C17 Pd2 128.3(6) . . ? N8 C17 Pd2 129.9(6) . . ? N9 C18 N8 111.6(8) . . ? N9 C18 H18 124.2 . . ? N8 C18 H18 124.2 . . ? N7 C19 C20 110.5(7) . . ? N7 C19 C21 109.5(7) . . ? C20 C19 C21 112.4(7) . . ? N7 C19 H19 108.1 . . ? C20 C19 H19 108.1 . . ? C21 C19 H19 108.1 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N8 C22 C23 110.5(7) . . ? N8 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? N8 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 124.5(9) . . ? C24 C23 H23 117.7 . . ? C22 C23 H23 117.7 . . ? C23 C24 H24A 120.0 . . ? C23 C24 H24B 120.0 . . ? H24A C24 H24B 120.0 . . ? N10 C25 N11 103.9(7) . . ? N10 C25 Pd2 128.9(6) . . ? N11 C25 Pd2 127.2(6) . . ? N12 C26 N11 111.2(8) . . ? N12 C26 H26 124.4 . . ? N11 C26 H26 124.4 . . ? N10 C27 C28 110.6(7) . . ? N10 C27 C29 109.3(7) . . ? C28 C27 C29 111.7(8) . . ? N10 C27 H27 108.4 . . ? C28 C27 H27 108.4 . . ? C29 C27 H27 108.4 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N11 C30 C31 112.1(6) . . ? N11 C30 H30A 109.2 . . ? C31 C30 H30A 109.2 . . ? N11 C30 H30B 109.2 . . ? C31 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C32 C31 C30 125.7(10) . . ? C32 C31 H31 117.1 . . ? C30 C31 H31 117.1 . . ? C31 C32 H32A 120.0 . . ? C31 C32 H32B 120.0 . . ? H32A C32 H32B 120.0 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C2 N1 N3 C1 0.1(9) . . . . ? C3 N1 N3 C1 177.1(7) . . . . ? C9 N4 N6 C10 0.5(9) . . . . ? C11 N4 N6 C10 176.9(7) . . . . ? C17 N7 N9 C18 -1.9(9) . . . . ? C19 N7 N9 C18 -174.8(7) . . . . ? C25 N10 N12 C26 2.5(9) . . . . ? C27 N10 N12 C26 179.5(7) . . . . ? N1 N3 C1 N2 0.0(9) . . . . ? C2 N2 C1 N3 0.0(10) . . . . ? C6 N2 C1 N3 -175.3(7) . . . . ? N3 N1 C2 N2 -0.1(8) . . . . ? C3 N1 C2 N2 -176.8(7) . . . . ? N3 N1 C2 Pd1 -176.0(5) . . . . ? C3 N1 C2 Pd1 7.3(12) . . . . ? C1 N2 C2 N1 0.0(8) . . . . ? C6 N2 C2 N1 175.3(7) . . . . ? C1 N2 C2 Pd1 176.1(6) . . . . ? C6 N2 C2 Pd1 -8.6(11) . . . . ? C9 Pd1 C2 N1 121(5) . . . . ? Br1 Pd1 C2 N1 -110.6(7) . . . . ? Br2 Pd1 C2 N1 68.7(7) . . . . ? C9 Pd1 C2 N2 -54(6) . . . . ? Br1 Pd1 C2 N2 74.4(7) . . . . ? Br2 Pd1 C2 N2 -106.3(6) . . . . ? C2 N1 C3 C4 111.1(9) . . . . ? N3 N1 C3 C4 -65.6(9) . . . . ? C2 N1 C3 C5 -125.2(8) . . . . ? N3 N1 C3 C5 58.1(9) . . . . ? C1 N2 C6 C7 -110.9(9) . . . . ? C2 N2 C6 C7 74.6(10) . . . . ? N2 C6 C7 C8 -141.8(8) . . . . ? N6 N4 C9 N5 -0.2(9) . . . . ? C11 N4 C9 N5 -176.4(7) . . . . ? N6 N4 C9 Pd1 -177.8(5) . . . . ? C11 N4 C9 Pd1 6.1(11) . . . . ? C10 N5 C9 N4 -0.1(9) . . . . ? C14 N5 C9 N4 -179.0(7) . . . . ? C10 N5 C9 Pd1 177.2(6) . . . . ? C14 N5 C9 Pd1 -1.7(12) . . . . ? C2 Pd1 C9 N4 27(6) . . . . ? Br1 Pd1 C9 N4 -101.0(7) . . . . ? Br2 Pd1 C9 N4 79.8(7) . . . . ? C2 Pd1 C9 N5 -150(5) . . . . ? Br1 Pd1 C9 N5 82.2(7) . . . . ? Br2 Pd1 C9 N5 -97.1(7) . . . . ? N4 N6 C10 N5 -0.6(9) . . . . ? C9 N5 C10 N6 0.5(10) . . . . ? C14 N5 C10 N6 179.4(7) . . . . ? C9 N4 C11 C13 111.4(9) . . . . ? N6 N4 C11 C13 -64.6(10) . . . . ? C9 N4 C11 C12 -123.7(9) . . . . ? N6 N4 C11 C12 60.3(10) . . . . ? C9 N5 C14 C15 94.4(10) . . . . ? C10 N5 C14 C15 -84.3(10) . . . . ? N5 C14 C15 C16 111.1(12) . . . . ? N9 N7 C17 N8 2.0(9) . . . . ? C19 N7 C17 N8 174.7(7) . . . . ? N9 N7 C17 Pd2 -177.1(6) . . . . ? C19 N7 C17 Pd2 -4.5(11) . . . . ? C18 N8 C17 N7 -1.4(9) . . . . ? C22 N8 C17 N7 -178.8(7) . . . . ? C18 N8 C17 Pd2 177.8(6) . . . . ? C22 N8 C17 Pd2 0.4(11) . . . . ? C25 Pd2 C17 N7 15(9) . . . . ? Br3 Pd2 C17 N7 101.5(7) . . . . ? Br4 Pd2 C17 N7 -75.7(7) . . . . ? C25 Pd2 C17 N8 -164(8) . . . . ? Br3 Pd2 C17 N8 -77.4(7) . . . . ? Br4 Pd2 C17 N8 105.4(7) . . . . ? N7 N9 C18 N8 0.9(10) . . . . ? C17 N8 C18 N9 0.3(10) . . . . ? C22 N8 C18 N9 177.7(7) . . . . ? C17 N7 C19 C20 -93.1(9) . . . . ? N9 N7 C19 C20 79.1(9) . . . . ? C17 N7 C19 C21 142.6(8) . . . . ? N9 N7 C19 C21 -45.2(10) . . . . ? C18 N8 C22 C23 117.4(9) . . . . ? C17 N8 C22 C23 -65.7(10) . . . . ? N8 C22 C23 C24 132.6(9) . . . . ? N12 N10 C25 N11 -2.4(9) . . . . ? C27 N10 C25 N11 -179.2(7) . . . . ? N12 N10 C25 Pd2 178.0(5) . . . . ? C27 N10 C25 Pd2 1.2(12) . . . . ? C26 N11 C25 N10 1.4(8) . . . . ? C30 N11 C25 N10 -176.7(7) . . . . ? C26 N11 C25 Pd2 -179.0(6) . . . . ? C30 N11 C25 Pd2 3.0(11) . . . . ? C17 Pd2 C25 N10 157(8) . . . . ? Br3 Pd2 C25 N10 70.7(7) . . . . ? Br4 Pd2 C25 N10 -112.1(7) . . . . ? C17 Pd2 C25 N11 -23(9) . . . . ? Br3 Pd2 C25 N11 -108.8(6) . . . . ? Br4 Pd2 C25 N11 68.4(6) . . . . ? N10 N12 C26 N11 -1.5(9) . . . . ? C25 N11 C26 N12 0.1(10) . . . . ? C30 N11 C26 N12 178.1(7) . . . . ? C25 N10 C27 C28 103.6(10) . . . . ? N12 N10 C27 C28 -73.0(9) . . . . ? C25 N10 C27 C29 -133.0(9) . . . . ? N12 N10 C27 C29 50.4(10) . . . . ? C25 N11 C30 C31 67.7(10) . . . . ? C26 N11 C30 C31 -110.0(9) . . . . ? N11 C30 C31 C32 125.9(9) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.900 _refine_diff_density_min -1.776 _refine_diff_density_rms 0.218 # Attachment 'combined.cif' data_pg190 _database_code_depnum_ccdc_archive 'CCDC 678986' #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H26 Br2 N6 Ni' _chemical_formula_weight 496.90 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' Br Br -0.2901 2.4595 '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 11.1745(4) _cell_length_b 11.4189(4) _cell_length_c 13.8592(5) _cell_angle_alpha 102.131(3) _cell_angle_beta 109.498(3) _cell_angle_gamma 105.581(3) _cell_volume 1515.71(9) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9647 _cell_measurement_theta_min 3.0811 _cell_measurement_theta_max 32.2839 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.633 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 750 _exptl_absorpt_coefficient_mu 4.921 _exptl_absorpt_correction_T_min 0.2854 _exptl_absorpt_correction_T_max 0.4107 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12495 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_sigmaI/netI 0.0244 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5282 _reflns_number_gt 4357 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.0380P)^2^+0.2569P] 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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5282 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0617 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.0000 0.0000 0.0000 0.01427(11) Uani 1 2 d S . . Ni2 Ni 0.37239(3) 0.26595(3) 0.67470(3) 0.01560(9) Uani 1 1 d . . . Br1 Br 0.10252(3) 0.10074(3) 0.18617(2) 0.02623(8) Uani 1 1 d . . . Br2 Br 0.48350(3) 0.33391(3) 0.86223(2) 0.03115(9) Uani 1 1 d . . . Br3 Br 0.27616(3) 0.19770(3) 0.48673(2) 0.02645(9) Uani 1 1 d . . . N1 N 0.0249(2) 0.2391(2) -0.04918(17) 0.0198(5) Uani 1 1 d . . . N2 N 0.2177(2) 0.2220(2) 0.00763(17) 0.0196(5) Uani 1 1 d . . . N3 N 0.1145(2) 0.3514(2) -0.0455(2) 0.0277(6) Uani 1 1 d . . . N4 N 0.3832(2) 0.5214(2) 0.68290(18) 0.0222(5) Uani 1 1 d . . . N5 N 0.5553(2) 0.5007(2) 0.6625(2) 0.0276(6) Uani 1 1 d . . . N6 N 0.4501(2) 0.6374(2) 0.6755(2) 0.0310(6) Uani 1 1 d . . . N7 N 0.1630(2) 0.0570(2) 0.68509(17) 0.0180(5) Uani 1 1 d . . . N8 N 0.3112(2) -0.0076(2) 0.65460(17) 0.0185(5) Uani 1 1 d . . . N9 N 0.2185(2) -0.1143(2) 0.65679(18) 0.0226(5) Uani 1 1 d . . . C1 C 0.0839(3) 0.1587(2) -0.01644(19) 0.0176(6) Uani 1 1 d . . . C2 C 0.2303(3) 0.3370(3) -0.0104(2) 0.0269(7) Uani 1 1 d . . . H2 H 0.3144 0.3991 0.0015 0.032 Uiso 1 1 calc R . . C3 C -0.1198(3) 0.2214(3) -0.0802(2) 0.0235(6) Uani 1 1 d . . . H3 H -0.1709 0.1299 -0.0906 0.028 Uiso 1 1 calc R . . C4 C -0.1363(3) 0.3073(3) 0.0105(3) 0.0477(9) Uani 1 1 d . . . H4A H -0.0918 0.2931 0.0787 0.071 Uiso 1 1 calc R . . H4B H -0.2336 0.2864 -0.0067 0.071 Uiso 1 1 calc R . . H4C H -0.0941 0.3977 0.0179 0.071 Uiso 1 1 calc R . . C5 C -0.1761(3) 0.2440(4) -0.1868(3) 0.0489(10) Uani 1 1 d . . . H5A H -0.1225 0.3309 -0.1805 0.073 Uiso 1 1 calc R . . H5B H -0.2715 0.2352 -0.2058 0.073 Uiso 1 1 calc R . . H5C H -0.1709 0.1805 -0.2436 0.073 Uiso 1 1 calc R . . C6 C 0.3289(3) 0.1753(3) 0.0485(2) 0.0272(7) Uani 1 1 d . . . H6A H 0.3264 0.1511 0.1125 0.033 Uiso 1 1 calc R . . H6B H 0.4173 0.2461 0.0723 0.033 Uiso 1 1 calc R . . C7 C 0.3204(3) 0.0619(3) -0.0343(2) 0.0326(7) Uani 1 1 d . . . H7A H 0.2303 -0.0062 -0.0624 0.049 Uiso 1 1 calc R . . H7B H 0.3912 0.0297 -0.0007 0.049 Uiso 1 1 calc R . . H7C H 0.3341 0.0880 -0.0940 0.049 Uiso 1 1 calc R . . C8 C 0.4439(3) 0.4366(2) 0.6755(2) 0.0195(6) Uani 1 1 d . . . C9 C 0.5555(3) 0.6211(3) 0.6633(3) 0.0328(7) Uani 1 1 d . . . H9 H 0.6239 0.6844 0.6559 0.039 Uiso 1 1 calc R . . C10 C 0.2550(3) 0.5004(3) 0.6959(3) 0.0329(7) Uani 1 1 d . . . H10 H 0.2219 0.4110 0.6984 0.040 Uiso 1 1 calc R . . C11 C 0.2775(4) 0.5923(4) 0.8019(3) 0.0634(12) Uani 1 1 d . . . H11A H 0.3428 0.5791 0.8624 0.095 Uiso 1 1 calc R . . H11B H 0.1906 0.5763 0.8089 0.095 Uiso 1 1 calc R . . H11C H 0.3138 0.6812 0.8033 0.095 Uiso 1 1 calc R . . C12 C 0.1483(4) 0.5079(4) 0.5977(4) 0.0633(12) Uani 1 1 d . . . H12A H 0.1772 0.5952 0.5939 0.095 Uiso 1 1 calc R . . H12B H 0.0608 0.4874 0.6041 0.095 Uiso 1 1 calc R . . H12C H 0.1378 0.4461 0.5318 0.095 Uiso 1 1 calc R . . C13 C 0.6575(3) 0.4489(3) 0.6469(3) 0.0523(10) Uani 1 1 d . . . H13A H 0.6367 0.3630 0.6560 0.063 Uiso 1 1 calc R . . H13B H 0.6469 0.4363 0.5712 0.063 Uiso 1 1 calc R . . C14 C 0.7917(4) 0.5227(4) 0.7149(6) 0.130(3) Uani 1 1 d . . . H14A H 0.8171 0.6049 0.7016 0.195 Uiso 1 1 calc R . . H14B H 0.8502 0.4769 0.7011 0.195 Uiso 1 1 calc R . . H14C H 0.8036 0.5388 0.7904 0.195 Uiso 1 1 calc R . . C15 C 0.2808(3) 0.0976(2) 0.67144(19) 0.0166(6) Uani 1 1 d . . . C16 C 0.1299(3) -0.0708(2) 0.6750(2) 0.0221(6) Uani 1 1 d . . . H16 H 0.0513 -0.1213 0.6806 0.027 Uiso 1 1 calc R . . C17 C 0.0873(3) 0.1377(3) 0.7082(2) 0.0230(6) Uani 1 1 d . . . H17A H 0.1527 0.2238 0.7595 0.028 Uiso 1 1 calc R . . H17B H 0.0309 0.0988 0.7435 0.028 Uiso 1 1 calc R . . C18 C -0.0046(3) 0.1525(3) 0.6059(2) 0.0258(6) Uani 1 1 d . . . H18A H 0.0499 0.1850 0.5679 0.039 Uiso 1 1 calc R . . H18B H -0.0467 0.2134 0.6255 0.039 Uiso 1 1 calc R . . H18C H -0.0760 0.0687 0.5584 0.039 Uiso 1 1 calc R . . C19 C 0.4331(3) -0.0168(3) 0.6407(2) 0.0218(6) Uani 1 1 d . . . H19 H 0.4832 0.0665 0.6350 0.026 Uiso 1 1 calc R . . C20 C 0.5263(3) -0.0358(3) 0.7398(2) 0.0332(7) Uani 1 1 d . . . H20A H 0.5482 0.0344 0.8049 0.050 Uiso 1 1 calc R . . H20B H 0.6106 -0.0356 0.7325 0.050 Uiso 1 1 calc R . . H20C H 0.4801 -0.1183 0.7457 0.050 Uiso 1 1 calc R . . C21 C 0.3921(3) -0.1232(3) 0.5362(2) 0.0326(7) Uani 1 1 d . . . H21A H 0.3370 -0.2050 0.5378 0.049 Uiso 1 1 calc R . . H21B H 0.4742 -0.1306 0.5288 0.049 Uiso 1 1 calc R . . H21C H 0.3386 -0.1027 0.4745 0.049 Uiso 1 1 calc R . . 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 0.0129(2) 0.0138(2) 0.0145(2) 0.00540(18) 0.00550(19) 0.00231(19) Ni2 0.01583(18) 0.01277(17) 0.01839(18) 0.00627(13) 0.00802(14) 0.00350(14) Br1 0.02678(16) 0.02607(15) 0.01876(15) 0.00521(12) 0.00964(12) 0.00065(12) Br2 0.03059(17) 0.02782(16) 0.02243(16) 0.00643(12) 0.00523(12) 0.00078(13) Br3 0.02965(16) 0.02630(16) 0.02022(15) 0.00891(12) 0.01120(12) 0.00350(12) N1 0.0203(12) 0.0154(11) 0.0236(12) 0.0074(10) 0.0101(10) 0.0041(10) N2 0.0162(12) 0.0208(12) 0.0187(11) 0.0065(9) 0.0074(9) 0.0018(10) N3 0.0306(14) 0.0166(12) 0.0362(14) 0.0105(11) 0.0174(12) 0.0032(10) N4 0.0216(12) 0.0145(11) 0.0299(13) 0.0080(10) 0.0110(10) 0.0044(10) N5 0.0247(13) 0.0189(12) 0.0407(15) 0.0103(11) 0.0183(11) 0.0036(10) N6 0.0324(15) 0.0168(12) 0.0420(15) 0.0139(11) 0.0144(12) 0.0047(11) N7 0.0183(11) 0.0172(11) 0.0181(11) 0.0065(9) 0.0087(9) 0.0040(9) N8 0.0194(12) 0.0157(11) 0.0193(11) 0.0076(9) 0.0079(9) 0.0035(9) N9 0.0249(13) 0.0151(11) 0.0261(13) 0.0090(10) 0.0113(10) 0.0025(10) C1 0.0177(14) 0.0181(13) 0.0132(13) 0.0034(11) 0.0054(11) 0.0036(11) C2 0.0227(16) 0.0209(15) 0.0287(16) 0.0060(12) 0.0108(13) -0.0029(12) C3 0.0194(14) 0.0233(14) 0.0301(16) 0.0122(12) 0.0105(12) 0.0085(12) C4 0.037(2) 0.046(2) 0.060(2) 0.0031(18) 0.0241(18) 0.0209(17) C5 0.0315(19) 0.070(3) 0.054(2) 0.042(2) 0.0143(17) 0.0191(18) C6 0.0138(14) 0.0410(18) 0.0228(15) 0.0137(14) 0.0035(12) 0.0067(13) C7 0.0302(17) 0.0418(19) 0.0342(17) 0.0177(15) 0.0147(14) 0.0200(15) C8 0.0204(14) 0.0176(13) 0.0184(14) 0.0059(11) 0.0077(11) 0.0043(11) C9 0.0341(18) 0.0200(15) 0.0444(19) 0.0126(14) 0.0203(15) 0.0035(13) C10 0.0214(16) 0.0265(16) 0.053(2) 0.0120(15) 0.0174(14) 0.0098(13) C11 0.050(2) 0.065(3) 0.075(3) 0.002(2) 0.044(2) 0.015(2) C12 0.035(2) 0.065(3) 0.091(3) 0.035(2) 0.018(2) 0.023(2) C13 0.042(2) 0.038(2) 0.087(3) 0.015(2) 0.041(2) 0.0152(17) C14 0.043(3) 0.042(3) 0.266(8) 0.018(4) 0.034(4) 0.021(2) C15 0.0179(14) 0.0180(13) 0.0123(13) 0.0047(10) 0.0055(11) 0.0055(11) C16 0.0216(15) 0.0194(14) 0.0235(15) 0.0078(12) 0.0116(12) 0.0016(12) C17 0.0263(15) 0.0228(15) 0.0260(15) 0.0070(12) 0.0185(13) 0.0093(12) C18 0.0209(15) 0.0248(15) 0.0313(16) 0.0088(13) 0.0101(13) 0.0088(12) C19 0.0198(14) 0.0189(14) 0.0323(16) 0.0120(12) 0.0139(12) 0.0087(12) C20 0.0249(16) 0.0281(16) 0.0409(18) 0.0136(14) 0.0056(14) 0.0100(13) C21 0.0324(17) 0.0343(17) 0.0376(18) 0.0088(14) 0.0218(15) 0.0148(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_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 C1 1.902(3) . ? Ni1 C1 1.902(3) 2 ? Ni1 Br1 2.3162(3) . ? Ni1 Br1 2.3162(3) 2 ? Ni2 C8 1.893(3) . ? Ni2 C15 1.902(3) . ? Ni2 Br3 2.3188(4) . ? Ni2 Br2 2.3192(4) . ? N1 C1 1.336(3) . ? N1 N3 1.377(3) . ? N1 C3 1.471(3) . ? N2 C1 1.362(3) . ? N2 C2 1.367(4) . ? N2 C6 1.470(3) . ? N3 C2 1.290(4) . ? N4 C8 1.330(3) . ? N4 N6 1.379(3) . ? N4 C10 1.465(4) . ? N5 C8 1.355(3) . ? N5 C9 1.372(4) . ? N5 C13 1.474(4) . ? N6 C9 1.299(4) . ? N7 C15 1.364(3) . ? N7 C16 1.369(3) . ? N7 C17 1.464(3) . ? N8 C15 1.330(3) . ? N8 N9 1.385(3) . ? N8 C19 1.465(3) . ? N9 C16 1.292(4) . ? C2 H2 0.9500 . ? C3 C5 1.508(4) . ? C3 C4 1.519(4) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 C7 1.496(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C9 H9 0.9500 . ? C10 C12 1.518(5) . ? C10 C11 1.512(5) . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.375(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C16 H16 0.9500 . ? C17 C18 1.522(4) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C21 1.517(4) . ? C19 C20 1.519(4) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 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 C1 Ni1 C1 180.00(14) . 2 ? C1 Ni1 Br1 89.02(7) . . ? C1 Ni1 Br1 90.98(7) 2 . ? C1 Ni1 Br1 90.98(7) . 2 ? C1 Ni1 Br1 89.02(7) 2 2 ? Br1 Ni1 Br1 180.00(2) . 2 ? C8 Ni2 C15 173.21(11) . . ? C8 Ni2 Br3 88.82(8) . . ? C15 Ni2 Br3 90.25(7) . . ? C8 Ni2 Br2 90.61(8) . . ? C15 Ni2 Br2 90.80(7) . . ? Br3 Ni2 Br2 175.818(19) . . ? C1 N1 N3 114.0(2) . . ? C1 N1 C3 126.3(2) . . ? N3 N1 C3 119.6(2) . . ? C1 N2 C2 108.1(2) . . ? C1 N2 C6 125.5(2) . . ? C2 N2 C6 126.4(2) . . ? C2 N3 N1 102.9(2) . . ? C8 N4 N6 114.3(2) . . ? C8 N4 C10 126.0(2) . . ? N6 N4 C10 119.7(2) . . ? C8 N5 C9 108.6(2) . . ? C8 N5 C13 125.9(2) . . ? C9 N5 C13 125.5(3) . . ? C9 N6 N4 102.8(2) . . ? C15 N7 C16 108.1(2) . . ? C15 N7 C17 125.4(2) . . ? C16 N7 C17 126.5(2) . . ? C15 N8 N9 113.9(2) . . ? C15 N8 C19 126.4(2) . . ? N9 N8 C19 119.6(2) . . ? C16 N9 N8 102.9(2) . . ? N1 C1 N2 103.0(2) . . ? N1 C1 Ni1 127.51(19) . . ? N2 C1 Ni1 129.41(19) . . ? N3 C2 N2 112.0(2) . . ? N3 C2 H2 124.0 . . ? N2 C2 H2 124.0 . . ? N1 C3 C5 109.8(2) . . ? N1 C3 C4 110.1(2) . . ? C5 C3 C4 113.1(3) . . ? N1 C3 H3 107.9 . . ? C5 C3 H3 107.9 . . ? C4 C3 H3 107.9 . . ? 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 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6 C7 113.1(2) . . ? N2 C6 H6A 109.0 . . ? C7 C6 H6A 109.0 . . ? N2 C6 H6B 109.0 . . ? C7 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C8 N5 103.1(2) . . ? N4 C8 Ni2 124.49(19) . . ? N5 C8 Ni2 132.3(2) . . ? N6 C9 N5 111.2(3) . . ? N6 C9 H9 124.4 . . ? N5 C9 H9 124.4 . . ? N4 C10 C12 109.6(3) . . ? N4 C10 C11 111.0(3) . . ? C12 C10 C11 113.3(3) . . ? N4 C10 H10 107.6 . . ? C12 C10 H10 107.6 . . ? C11 C10 H10 107.6 . . ? 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 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N5 116.2(4) . . ? C14 C13 H13A 108.2 . . ? N5 C13 H13A 108.2 . . ? C14 C13 H13B 108.2 . . ? N5 C13 H13B 108.2 . . ? H13A C13 H13B 107.4 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N8 C15 N7 103.2(2) . . ? N8 C15 Ni2 130.4(2) . . ? N7 C15 Ni2 126.41(19) . . ? N9 C16 N7 111.8(2) . . ? N9 C16 H16 124.1 . . ? N7 C16 H16 124.1 . . ? N7 C17 C18 112.0(2) . . ? N7 C17 H17A 109.2 . . ? C18 C17 H17A 109.2 . . ? N7 C17 H17B 109.2 . . ? C18 C17 H17B 109.2 . . ? H17A C17 H17B 107.9 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N8 C19 C21 110.1(2) . . ? N8 C19 C20 109.7(2) . . ? C21 C19 C20 112.8(2) . . ? N8 C19 H19 108.1 . . ? C21 C19 H19 108.1 . . ? C20 C19 H19 108.1 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N3 C2 0.6(3) . . . . ? C3 N1 N3 C2 176.6(2) . . . . ? C8 N4 N6 C9 -0.1(3) . . . . ? C10 N4 N6 C9 -179.1(3) . . . . ? C15 N8 N9 C16 0.3(3) . . . . ? C19 N8 N9 C16 177.1(2) . . . . ? N3 N1 C1 N2 -1.0(3) . . . . ? C3 N1 C1 N2 -176.8(2) . . . . ? N3 N1 C1 Ni1 175.54(18) . . . . ? C3 N1 C1 Ni1 -0.2(4) . . . . ? C2 N2 C1 N1 1.1(3) . . . . ? C6 N2 C1 N1 179.7(2) . . . . ? C2 N2 C1 Ni1 -175.4(2) . . . . ? C6 N2 C1 Ni1 3.2(4) . . . . ? C1 Ni1 C1 N1 75(100) 2 . . . ? Br1 Ni1 C1 N1 -104.8(2) . . . . ? Br1 Ni1 C1 N1 75.2(2) 2 . . . ? C1 Ni1 C1 N2 -110(100) 2 . . . ? Br1 Ni1 C1 N2 70.8(2) . . . . ? Br1 Ni1 C1 N2 -109.2(2) 2 . . . ? N1 N3 C2 N2 0.2(3) . . . . ? C1 N2 C2 N3 -0.8(3) . . . . ? C6 N2 C2 N3 -179.4(3) . . . . ? C1 N1 C3 C5 -131.3(3) . . . . ? N3 N1 C3 C5 53.1(3) . . . . ? C1 N1 C3 C4 103.5(3) . . . . ? N3 N1 C3 C4 -72.1(3) . . . . ? C1 N2 C6 C7 69.3(3) . . . . ? C2 N2 C6 C7 -112.3(3) . . . . ? N6 N4 C8 N5 -0.1(3) . . . . ? C10 N4 C8 N5 178.9(3) . . . . ? N6 N4 C8 Ni2 -176.37(18) . . . . ? C10 N4 C8 Ni2 2.6(4) . . . . ? C9 N5 C8 N4 0.3(3) . . . . ? C13 N5 C8 N4 -178.1(3) . . . . ? C9 N5 C8 Ni2 176.1(2) . . . . ? C13 N5 C8 Ni2 -2.3(5) . . . . ? C15 Ni2 C8 N4 12.3(10) . . . . ? Br3 Ni2 C8 N4 94.4(2) . . . . ? Br2 Ni2 C8 N4 -89.7(2) . . . . ? C15 Ni2 C8 N5 -162.7(8) . . . . ? Br3 Ni2 C8 N5 -80.6(3) . . . . ? Br2 Ni2 C8 N5 95.2(3) . . . . ? N4 N6 C9 N5 0.3(3) . . . . ? C8 N5 C9 N6 -0.3(4) . . . . ? C13 N5 C9 N6 178.0(3) . . . . ? C8 N4 C10 C12 -116.6(3) . . . . ? N6 N4 C10 C12 62.3(4) . . . . ? C8 N4 C10 C11 117.5(3) . . . . ? N6 N4 C10 C11 -63.6(4) . . . . ? C8 N5 C13 C14 -128.4(4) . . . . ? C9 N5 C13 C14 53.5(6) . . . . ? N9 N8 C15 N7 0.0(3) . . . . ? C19 N8 C15 N7 -176.5(2) . . . . ? N9 N8 C15 Ni2 -179.16(18) . . . . ? C19 N8 C15 Ni2 4.3(4) . . . . ? C16 N7 C15 N8 -0.3(3) . . . . ? C17 N7 C15 N8 178.8(2) . . . . ? C16 N7 C15 Ni2 178.89(18) . . . . ? C17 N7 C15 Ni2 -2.0(4) . . . . ? C8 Ni2 C15 N8 161.5(8) . . . . ? Br3 Ni2 C15 N8 79.5(2) . . . . ? Br2 Ni2 C15 N8 -96.4(2) . . . . ? C8 Ni2 C15 N7 -17.4(10) . . . . ? Br3 Ni2 C15 N7 -99.4(2) . . . . ? Br2 Ni2 C15 N7 84.6(2) . . . . ? N8 N9 C16 N7 -0.5(3) . . . . ? C15 N7 C16 N9 0.5(3) . . . . ? C17 N7 C16 N9 -178.6(2) . . . . ? C15 N7 C17 C18 82.0(3) . . . . ? C16 N7 C17 C18 -99.0(3) . . . . ? C15 N8 C19 C21 -126.1(3) . . . . ? N9 N8 C19 C21 57.6(3) . . . . ? C15 N8 C19 C20 109.3(3) . . . . ? N9 N8 C19 C20 -67.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.813 _refine_diff_density_min -0.814 _refine_diff_density_rms 0.075 #===END data_pg196 _database_code_depnum_ccdc_archive 'CCDC 680131' #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H26 Br2 N6 Pd' _chemical_formula_sum 'C14 H26 Br2 N6 Pd' _chemical_formula_weight 544.63 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 11.101(2) _cell_length_b 16.730(3) _cell_length_c 11.513(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.63(3) _cell_angle_gamma 90.00 _cell_volume 2068.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5691 _cell_measurement_theta_min 3.0419 _cell_measurement_theta_max 32.4574 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 4.767 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90411 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15996 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0612 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 32.54 _reflns_number_total 6866 _reflns_number_gt 3838 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL (Bruker, 1998)' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0413P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6866 _refine_ls_number_parameters 252 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0791 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0793 _refine_ls_goodness_of_fit_ref 0.902 _refine_ls_restrained_S_all 0.902 _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 Pd1 Pd 0.0000 0.5000 0.0000 0.01766(8) Uani 1 2 d S . . Br1 Br 0.00743(3) 0.35587(2) 0.01551(3) 0.03725(11) Uani 1 1 d . . . N1A N 0.0405(2) 0.52738(19) 0.2664(2) 0.0317(7) Uani 1 1 d . . . N2A N 0.1236(3) 0.5224(2) 0.3771(2) 0.0407(8) Uani 1 1 d . . . N3A N 0.2094(2) 0.49064(16) 0.2316(2) 0.0256(6) Uani 1 1 d . . . C1A C 0.0892(3) 0.50767(18) 0.1756(3) 0.0230(7) Uani 1 1 d . . . C2A C 0.2255(3) 0.5008(2) 0.3506(3) 0.0369(9) Uani 1 1 d . . . H2AA H 0.3025 0.4930 0.4082 0.044 Uiso 1 1 calc R . . C3A C -0.0905(3) 0.5477(3) 0.2589(3) 0.0430(10) Uani 1 1 d . . . H3AA H -0.1312 0.5608 0.1732 0.052 Uiso 1 1 calc R . . C4A C -0.1577(4) 0.4746(3) 0.2933(4) 0.0689(15) Uani 1 1 d . . . H4AA H -0.1526 0.4300 0.2394 0.103 Uiso 1 1 calc R . . H4AB H -0.2452 0.4878 0.2861 0.103 Uiso 1 1 calc R . . H4AC H -0.1180 0.4592 0.3763 0.103 Uiso 1 1 calc R . . C5A C -0.1002(4) 0.6194(3) 0.3320(4) 0.0771(18) Uani 1 1 d . . . H5AA H -0.0596 0.6648 0.3038 0.116 Uiso 1 1 calc R . . H5AB H -0.0594 0.6087 0.4164 0.116 Uiso 1 1 calc R . . H5AC H -0.1882 0.6320 0.3240 0.116 Uiso 1 1 calc R . . C6A C 0.3044(3) 0.4657(2) 0.1714(3) 0.0347(8) Uani 1 1 d . . . H6AA H 0.2726 0.4195 0.1188 0.042 Uiso 1 1 calc R . . H6AB H 0.3791 0.4477 0.2327 0.042 Uiso 1 1 calc R . . C7A C 0.3416(3) 0.5308(3) 0.0972(3) 0.0462(10) Uani 1 1 d . . . H7AA H 0.4019 0.5097 0.0559 0.069 Uiso 1 1 calc R . . H7AB H 0.3794 0.5751 0.1497 0.069 Uiso 1 1 calc R . . H7AC H 0.2678 0.5501 0.0378 0.069 Uiso 1 1 calc R . . Pd2 Pd 0.54180(3) 0.7500 0.40433(3) 0.02619(10) Uani 1 2 d S . . Br2 Br 0.54475(4) 0.60502(3) 0.40450(4) 0.05042(13) Uani 1 1 d . . . N11B N 0.5526(3) 0.7500 0.6640(3) 0.0340(10) Uani 1 2 d S . . N12B N 0.6239(4) 0.7500 0.7804(3) 0.0419(12) Uani 1 2 d S . . N13B N 0.7363(3) 0.7500 0.6485(3) 0.0412(12) Uani 1 2 d S . . C11B C 0.6185(4) 0.7500 0.5830(4) 0.0313(11) Uani 1 2 d S . . C12B C 0.7363(5) 0.7500 0.7673(4) 0.0432(14) Uani 1 2 d S . . H12A H 0.8093 0.7500 0.8317 0.052 Uiso 1 2 calc SR . . C13B C 0.4166(5) 0.7500 0.6416(5) 0.0555(19) Uani 1 2 d S . . H13A H 0.3812 0.7500 0.5527 0.067 Uiso 1 2 calc SR . . C14B C 0.3732(5) 0.6755(4) 0.6897(5) 0.094(2) Uani 1 1 d . . . H14A H 0.4002 0.6289 0.6513 0.142 Uiso 1 1 calc R . . H14B H 0.2822 0.6759 0.6728 0.142 Uiso 1 1 calc R . . H14C H 0.4088 0.6728 0.7767 0.142 Uiso 1 1 calc R . . C16B C 0.8474(6) 0.7714(5) 0.6018(6) 0.043(3) Uani 0.50 1 d P . . H16A H 0.8788 0.8232 0.6299 0.051 Uiso 0.50 1 d PR . . H16B H 0.8237 0.7721 0.5156 0.051 Uiso 0.50 1 d PR . . C17B C 0.9406(9) 0.7116(6) 0.6404(8) 0.082(4) Uani 0.50 1 d P . . H17A H 1.0127 0.7229 0.6115 0.123 Uiso 0.50 1 d PR . . H17B H 0.9633 0.7115 0.7266 0.123 Uiso 0.50 1 d PR . . H17C H 0.9079 0.6601 0.6117 0.123 Uiso 0.50 1 d PR . . N21B N 0.4927(3) 0.7500 0.1328(3) 0.0220(8) Uani 1 2 d S . . N22B N 0.4001(3) 0.7500 0.0260(3) 0.0266(9) Uani 1 2 d S . . N23B N 0.3241(4) 0.7500 0.1844(3) 0.0519(15) Uani 1 2 d S . . C21B C 0.4501(4) 0.7500 0.2293(4) 0.0261(10) Uani 1 2 d S . . C22B C 0.2996(4) 0.7500 0.0622(4) 0.0382(13) Uani 1 2 d S . . H22A H 0.2182 0.7500 0.0102 0.046 Uiso 1 2 calc SR . . C23B C 0.6230(4) 0.7500 0.1291(4) 0.0369(13) Uani 1 2 d S . . H23A H 0.6750 0.7500 0.2138 0.044 Uiso 1 2 calc SR . . C24B C 0.6516(3) 0.6742(3) 0.0698(3) 0.0497(11) Uani 1 1 d . . . H24A H 0.6338 0.6277 0.1146 0.075 Uiso 1 1 calc R . . H24B H 0.7397 0.6738 0.0691 0.075 Uiso 1 1 calc R . . H24C H 0.5998 0.6718 -0.0129 0.075 Uiso 1 1 calc R . . C26B C 0.2343(6) 0.7812(4) 0.2558(6) 0.0246(14) Uani 0.50 1 d P . . H26A H 0.1628 0.8061 0.2038 0.029 Uiso 0.50 1 d PR . . H26B H 0.2747 0.8188 0.3160 0.029 Uiso 0.50 1 d PR . . C27B C 0.1994(6) 0.7077(5) 0.3117(6) 0.0335(16) Uani 0.50 1 d P . . H27A H 0.1424 0.7209 0.3590 0.050 Uiso 0.50 1 d PR . . H27B H 0.1605 0.6709 0.2495 0.050 Uiso 0.50 1 d PR . . H27C H 0.2726 0.6836 0.3620 0.050 Uiso 0.50 1 d PR . . 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 Pd1 0.01571(16) 0.01762(17) 0.01824(16) 0.00020(13) 0.00167(12) 0.00161(13) Br1 0.0340(2) 0.0244(2) 0.0470(2) 0.00267(17) -0.00151(16) 0.00055(16) N1A 0.0244(14) 0.0475(19) 0.0203(13) 0.0003(14) 0.0004(10) 0.0053(14) N2A 0.0358(17) 0.062(2) 0.0183(14) 0.0025(15) -0.0040(12) 0.0116(16) N3A 0.0227(13) 0.0229(16) 0.0276(14) -0.0017(12) -0.0003(11) 0.0046(11) C1A 0.0206(15) 0.0219(18) 0.0248(16) 0.0016(13) 0.0030(12) 0.0022(13) C2A 0.0347(19) 0.042(2) 0.0254(18) 0.0023(16) -0.0076(14) 0.0030(17) C3A 0.0290(18) 0.078(3) 0.0210(17) -0.0017(19) 0.0053(13) 0.019(2) C4A 0.043(2) 0.116(5) 0.053(3) 0.015(3) 0.023(2) 0.003(3) C5A 0.052(3) 0.113(5) 0.056(3) -0.033(3) -0.005(2) 0.039(3) C6A 0.0216(16) 0.039(2) 0.042(2) -0.0068(19) 0.0046(14) 0.0070(16) C7A 0.033(2) 0.060(3) 0.047(2) -0.005(2) 0.0109(17) -0.006(2) Pd2 0.01578(17) 0.0490(3) 0.01248(16) 0.000 0.00112(12) 0.000 Br2 0.0479(3) 0.0575(3) 0.0373(2) 0.00478(19) -0.00516(18) 0.0124(2) N11B 0.0190(18) 0.067(3) 0.0137(17) 0.000 0.0002(14) 0.000 N12B 0.036(2) 0.069(4) 0.0156(19) 0.000 -0.0011(16) 0.000 N13B 0.022(2) 0.077(4) 0.020(2) 0.000 -0.0028(15) 0.000 C11B 0.020(2) 0.052(3) 0.018(2) 0.000 -0.0013(17) 0.000 C12B 0.040(3) 0.062(4) 0.021(2) 0.000 -0.004(2) 0.000 C13B 0.024(3) 0.114(6) 0.030(3) 0.000 0.009(2) 0.000 C14B 0.047(3) 0.148(6) 0.090(4) 0.008(4) 0.021(3) -0.028(3) C16B 0.025(3) 0.057(9) 0.044(4) 0.013(4) 0.005(3) -0.004(3) C17B 0.080(7) 0.110(9) 0.075(7) 0.013(6) 0.053(6) 0.032(7) N21B 0.0200(17) 0.030(2) 0.0153(16) 0.000 0.0025(13) 0.000 N22B 0.0229(19) 0.040(3) 0.0147(17) 0.000 -0.0004(14) 0.000 N23B 0.018(2) 0.124(5) 0.0139(19) 0.000 0.0036(15) 0.000 C21B 0.021(2) 0.042(3) 0.015(2) 0.000 0.0022(16) 0.000 C22B 0.022(2) 0.066(4) 0.021(2) 0.000 -0.0035(18) 0.000 C23B 0.022(2) 0.071(4) 0.019(2) 0.000 0.0083(18) 0.000 C24B 0.042(2) 0.077(3) 0.0308(19) 0.005(2) 0.0103(16) 0.027(2) C26B 0.027(3) 0.023(3) 0.025(3) 0.001(3) 0.008(3) 0.006(3) C27B 0.026(3) 0.045(4) 0.028(4) -0.002(3) 0.005(3) -0.003(3) _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 Pd1 C1A 2.018(3) . ? Pd1 C1A 2.018(3) 3_565 ? Pd1 Br1 2.4178(6) . ? Pd1 Br1 2.4178(6) 3_565 ? N1A C1A 1.333(4) . ? N1A N2A 1.375(3) . ? N1A C3A 1.475(4) . ? N2A C2A 1.295(5) . ? N3A C2A 1.347(4) . ? N3A C1A 1.357(4) . ? N3A C6A 1.461(4) . ? C2A H2AA 0.9500 . ? C3A C5A 1.485(6) . ? C3A C4A 1.535(6) . ? C3A H3AA 1.0000 . ? C4A H4AA 0.9800 . ? C4A H4AB 0.9800 . ? C4A H4AC 0.9800 . ? C5A H5AA 0.9800 . ? C5A H5AB 0.9800 . ? C5A H5AC 0.9800 . ? C6A C7A 1.505(5) . ? C6A H6AA 0.9900 . ? C6A H6AB 0.9900 . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C7A H7AC 0.9800 . ? Pd2 C21B 2.015(4) . ? Pd2 C11B 2.018(4) . ? Pd2 Br2 2.4258(7) . ? Pd2 Br2 2.4258(7) 4_575 ? N11B C11B 1.323(5) . ? N11B N12B 1.373(5) . ? N11B C13B 1.467(6) . ? N12B C12B 1.294(7) . ? N13B C11B 1.334(5) . ? N13B C12B 1.368(6) . ? N13B C16B 1.508(7) 4_575 ? N13B C16B 1.508(7) . ? C12B H12A 0.9500 . ? C13B C14B 1.492(6) . ? C13B C14B 1.492(5) 4_575 ? C13B H13A 1.0000 . ? C14B H14A 0.9800 . ? C14B H14B 0.9800 . ? C14B H14C 0.9800 . ? C16B C16B 0.716(16) 4_575 ? C16B C17B 1.057(10) 4_575 ? C16B C17B 1.427(10) . ? C16B H16A 0.9601 . ? C16B H16B 0.9600 . ? C17B C16B 1.057(10) 4_575 ? C17B C17B 1.29(2) 4_575 ? C17B H17A 0.9601 . ? C17B H17B 0.9599 . ? C17B H17C 0.9601 . ? N21B C21B 1.314(5) . ? N21B N22B 1.389(5) . ? N21B C23B 1.457(5) . ? N22B C22B 1.286(6) . ? N23B C21B 1.363(5) . ? N23B C22B 1.363(6) . ? N23B C26B 1.535(7) . ? N23B C26B 1.535(7) 4_575 ? C22B H22A 0.9500 . ? C23B C24B 1.512(4) . ? C23B C24B 1.512(4) 4_575 ? C23B H23A 1.0000 . ? C24B H24A 0.9800 . ? C24B H24B 0.9800 . ? C24B H24C 0.9800 . ? C26B C27B 0.851(8) 4_575 ? C26B C26B 1.044(13) 4_575 ? C26B C27B 1.484(8) . ? C26B H26A 0.9600 . ? C26B H26B 0.9600 . ? C27B C26B 0.851(8) 4_575 ? C27B C27B 1.416(15) 4_575 ? C27B H27A 0.9600 . ? C27B H27B 0.9600 . ? C27B H27C 0.9600 . ? 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 C1A Pd1 C1A 180.0 . 3_565 ? C1A Pd1 Br1 89.45(9) . . ? C1A Pd1 Br1 90.55(9) 3_565 . ? C1A Pd1 Br1 90.55(9) . 3_565 ? C1A Pd1 Br1 89.45(9) 3_565 3_565 ? Br1 Pd1 Br1 180.000(18) . 3_565 ? C1A N1A N2A 113.7(3) . . ? C1A N1A C3A 126.9(3) . . ? N2A N1A C3A 119.3(3) . . ? C2A N2A N1A 102.6(3) . . ? C2A N3A C1A 108.5(3) . . ? C2A N3A C6A 126.3(3) . . ? C1A N3A C6A 125.2(3) . . ? N1A C1A N3A 103.0(3) . . ? N1A C1A Pd1 127.4(2) . . ? N3A C1A Pd1 129.5(2) . . ? N2A C2A N3A 112.1(3) . . ? N2A C2A H2AA 123.9 . . ? N3A C2A H2AA 123.9 . . ? N1A C3A C5A 111.4(3) . . ? N1A C3A C4A 109.7(3) . . ? C5A C3A C4A 112.8(4) . . ? N1A C3A H3AA 107.6 . . ? C5A C3A H3AA 107.6 . . ? C4A C3A H3AA 107.6 . . ? C3A C4A H4AA 109.5 . . ? C3A C4A H4AB 109.5 . . ? H4AA C4A H4AB 109.5 . . ? C3A C4A H4AC 109.5 . . ? H4AA C4A H4AC 109.5 . . ? H4AB C4A H4AC 109.5 . . ? C3A C5A H5AA 109.5 . . ? C3A C5A H5AB 109.5 . . ? H5AA C5A H5AB 109.5 . . ? C3A C5A H5AC 109.5 . . ? H5AA C5A H5AC 109.5 . . ? H5AB C5A H5AC 109.5 . . ? N3A C6A C7A 113.4(3) . . ? N3A C6A H6AA 108.9 . . ? C7A C6A H6AA 108.9 . . ? N3A C6A H6AB 108.9 . . ? C7A C6A H6AB 108.9 . . ? H6AA C6A H6AB 107.7 . . ? C6A C7A H7AA 109.5 . . ? C6A C7A H7AB 109.5 . . ? H7AA C7A H7AB 109.5 . . ? C6A C7A H7AC 109.5 . . ? H7AA C7A H7AC 109.5 . . ? H7AB C7A H7AC 109.5 . . ? C21B Pd2 C11B 174.84(17) . . ? C21B Pd2 Br2 90.235(12) . . ? C11B Pd2 Br2 89.831(12) . . ? C21B Pd2 Br2 90.235(12) . 4_575 ? C11B Pd2 Br2 89.831(12) . 4_575 ? Br2 Pd2 Br2 178.47(3) . 4_575 ? C11B N11B N12B 113.8(4) . . ? C11B N11B C13B 127.2(4) . . ? N12B N11B C13B 119.1(4) . . ? C12B N12B N11B 102.8(4) . . ? C11B N13B C12B 108.6(4) . . ? C11B N13B C16B 124.9(4) . 4_575 ? C12B N13B C16B 124.2(4) . 4_575 ? C11B N13B C16B 124.9(4) . . ? C12B N13B C16B 124.2(4) . . ? C16B N13B C16B 27.5(6) 4_575 . ? N11B C11B N13B 103.8(4) . . ? N11B C11B Pd2 123.5(3) . . ? N13B C11B Pd2 132.6(3) . . ? N12B C12B N13B 111.1(4) . . ? N12B C12B H12A 124.5 . . ? N13B C12B H12A 124.5 . . ? N11B C13B C14B 110.4(3) . . ? N11B C13B C14B 110.4(3) . 4_575 ? C14B C13B C14B 113.3(6) . 4_575 ? N11B C13B H13A 107.5 . . ? C14B C13B H13A 107.5 . . ? C14B C13B H13A 107.5 4_575 . ? C13B C14B H14A 109.5 . . ? C13B C14B H14B 109.5 . . ? H14A C14B H14B 109.5 . . ? C13B C14B H14C 109.5 . . ? H14A C14B H14C 109.5 . . ? H14B C14B H14C 109.5 . . ? C16B C16B C17B 105.6(8) 4_575 4_575 ? C16B C16B C17B 45.5(5) 4_575 . ? C17B C16B C17B 60.2(11) 4_575 . ? C16B C16B N13B 76.3(3) 4_575 . ? C17B C16B N13B 135.7(8) 4_575 . ? C17B C16B N13B 108.4(6) . . ? C16B C16B H16A 154.6 4_575 . ? C17B C16B H16A 51.8 4_575 . ? C17B C16B H16A 110.8 . . ? N13B C16B H16A 110.7 . . ? C16B C16B H16B 90.7 4_575 . ? C17B C16B H16B 114.5 4_575 . ? C17B C16B H16B 108.6 . . ? N13B C16B H16B 109.6 . . ? H16A C16B H16B 108.6 . . ? C16B C17B C17B 74.4(8) 4_575 4_575 ? C16B C17B C16B 28.9(7) 4_575 . ? C17B C17B C16B 45.5(5) 4_575 . ? C16B C17B H17A 127.9 4_575 . ? C17B C17B H17A 78.6 4_575 . ? C16B C17B H17A 110.8 . . ? C16B C17B H17B 114.2 4_575 . ? C17B C17B H17B 90.0 4_575 . ? C16B C17B H17B 107.7 . . ? H17A C17B H17B 109.5 . . ? C16B C17B H17C 81.5 4_575 . ? C17B C17B H17C 153.8 4_575 . ? C16B C17B H17C 109.9 . . ? H17A C17B H17C 109.5 . . ? H17B C17B H17C 109.5 . . ? C21B N21B N22B 113.9(3) . . ? C21B N21B C23B 126.6(3) . . ? N22B N21B C23B 119.5(3) . . ? C22B N22B N21B 102.8(4) . . ? C21B N23B C22B 108.1(4) . . ? C21B N23B C26B 122.7(4) . . ? C22B N23B C26B 124.4(4) . . ? C21B N23B C26B 122.7(4) . 4_575 ? C22B N23B C26B 124.4(4) . 4_575 ? C26B N23B C26B 39.8(5) . 4_575 ? N21B C21B N23B 103.5(3) . . ? N21B C21B Pd2 130.3(3) . . ? N23B C21B Pd2 126.2(3) . . ? N22B C22B N23B 111.8(4) . . ? N22B C22B H22A 124.1 . . ? N23B C22B H22A 124.1 . . ? N21B C23B C24B 109.6(3) . . ? N21B C23B C24B 109.6(3) . 4_575 ? C24B C23B C24B 114.1(4) . 4_575 ? N21B C23B H23A 107.8 . . ? C24B C23B H23A 107.8 . . ? C24B C23B H23A 107.8 4_575 . ? C23B C24B H24A 109.5 . . ? C23B C24B H24B 109.5 . . ? H24A C24B H24B 109.5 . . ? C23B C24B H24C 109.5 . . ? H24A C24B H24C 109.5 . . ? H24B C24B H24C 109.5 . . ? C27B C26B C26B 102.6(7) 4_575 4_575 ? C27B C26B C27B 68.6(9) 4_575 . ? C26B C26B C27B 34.0(3) 4_575 . ? C27B C26B N23B 163.8(9) 4_575 . ? C26B C26B N23B 70.1(3) 4_575 . ? C27B C26B N23B 103.1(4) . . ? C27B C26B H26A 85.1 4_575 . ? C26B C26B H26A 115.8 4_575 . ? C27B C26B H26A 111.4 . . ? N23B C26B H26A 111.1 . . ? C27B C26B H26B 61.9 4_575 . ? C26B C26B H26B 130.9 4_575 . ? C27B C26B H26B 110.8 . . ? N23B C26B H26B 111.2 . . ? H26A C26B H26B 109.1 . . ? C26B C27B C27B 77.4(7) 4_575 4_575 ? C26B C27B C26B 43.4(7) 4_575 . ? C27B C27B C26B 34.0(3) 4_575 . ? C26B C27B H27A 150.5 4_575 . ? C27B C27B H27A 76.7 4_575 . ? C26B C27B H27A 109.7 . . ? C26B C27B H27B 77.4 4_575 . ? C27B C27B H27B 129.9 4_575 . ? C26B C27B H27B 109.0 . . ? H27A C27B H27B 109.5 . . ? C26B C27B H27C 94.1 4_575 . ? C27B C27B H27C 114.9 4_575 . ? C26B C27B H27C 109.7 . . ? H27A C27B H27C 109.5 . . ? H27B C27B H27C 109.5 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1A N1A N2A C2A 1.5(4) . . . . ? C3A N1A N2A C2A 177.4(4) . . . . ? N2A N1A C1A N3A -1.0(4) . . . . ? C3A N1A C1A N3A -176.6(4) . . . . ? N2A N1A C1A Pd1 176.1(2) . . . . ? C3A N1A C1A Pd1 0.4(5) . . . . ? C2A N3A C1A N1A 0.1(4) . . . . ? C6A N3A C1A N1A -179.8(3) . . . . ? C2A N3A C1A Pd1 -176.8(3) . . . . ? C6A N3A C1A Pd1 3.3(5) . . . . ? C1A Pd1 C1A N1A 75(39) 3_565 . . . ? Br1 Pd1 C1A N1A -105.2(3) . . . . ? Br1 Pd1 C1A N1A 74.8(3) 3_565 . . . ? C1A Pd1 C1A N3A -109(39) 3_565 . . . ? Br1 Pd1 C1A N3A 71.1(3) . . . . ? Br1 Pd1 C1A N3A -108.9(3) 3_565 . . . ? N1A N2A C2A N3A -1.3(4) . . . . ? C1A N3A C2A N2A 0.8(4) . . . . ? C6A N3A C2A N2A -179.3(3) . . . . ? C1A N1A C3A C5A -135.0(4) . . . . ? N2A N1A C3A C5A 49.5(5) . . . . ? C1A N1A C3A C4A 99.3(4) . . . . ? N2A N1A C3A C4A -76.1(4) . . . . ? C2A N3A C6A C7A -111.1(4) . . . . ? C1A N3A C6A C7A 68.8(4) . . . . ? C11B N11B N12B C12B 0.000(1) . . . . ? C13B N11B N12B C12B 180.000(1) . . . . ? N12B N11B C11B N13B 0.000(1) . . . . ? C13B N11B C11B N13B 180.000(1) . . . . ? N12B N11B C11B Pd2 180.0 . . . . ? C13B N11B C11B Pd2 0.000(1) . . . . ? C12B N13B C11B N11B 0.000(1) . . . . ? C16B N13B C11B N11B 163.2(4) 4_575 . . . ? C16B N13B C11B N11B -163.2(4) . . . . ? C12B N13B C11B Pd2 180.000(1) . . . . ? C16B N13B C11B Pd2 -16.8(4) 4_575 . . . ? C16B N13B C11B Pd2 16.8(4) . . . . ? C21B Pd2 C11B N11B 0.000(6) . . . . ? Br2 Pd2 C11B N11B -90.745(14) . . . . ? Br2 Pd2 C11B N11B 90.745(14) 4_575 . . . ? C21B Pd2 C11B N13B 180.000(6) . . . . ? Br2 Pd2 C11B N13B 89.255(14) . . . . ? Br2 Pd2 C11B N13B -89.255(14) 4_575 . . . ? N11B N12B C12B N13B 0.000(1) . . . . ? C11B N13B C12B N12B 0.000(1) . . . . ? C16B N13B C12B N12B -163.3(4) 4_575 . . . ? C16B N13B C12B N12B 163.3(4) . . . . ? C11B N11B C13B C14B 117.0(4) . . . . ? N12B N11B C13B C14B -63.0(4) . . . . ? C11B N11B C13B C14B -117.0(4) . . . 4_575 ? N12B N11B C13B C14B 63.0(4) . . . 4_575 ? C11B N13B C16B C16B -99.8(3) . . . 4_575 ? C12B N13B C16B C16B 99.6(3) . . . 4_575 ? C11B N13B C16B C17B 161.7(12) . . . 4_575 ? C12B N13B C16B C17B 1.1(15) . . . 4_575 ? C16B N13B C16B C17B -98.5(13) 4_575 . . 4_575 ? C11B N13B C16B C17B -132.4(5) . . . . ? C12B N13B C16B C17B 67.0(7) . . . . ? C16B N13B C16B C17B -32.6(6) 4_575 . . . ? C17B C16B C17B C16B 180.000(3) 4_575 . . 4_575 ? N13B C16B C17B C16B 47.3(8) . . . 4_575 ? C16B C16B C17B C17B 180.000(2) 4_575 . . 4_575 ? N13B C16B C17B C17B -132.7(8) . . . 4_575 ? C21B N21B N22B C22B 0.0 . . . . ? C23B N21B N22B C22B 180.0 . . . . ? N22B N21B C21B N23B 0.0 . . . . ? C23B N21B C21B N23B 180.0 . . . . ? N22B N21B C21B Pd2 180.0 . . . . ? C23B N21B C21B Pd2 0.0 . . . . ? C22B N23B C21B N21B 0.0 . . . . ? C26B N23B C21B N21B -156.2(3) . . . . ? C26B N23B C21B N21B 156.2(3) 4_575 . . . ? C22B N23B C21B Pd2 180.0 . . . . ? C26B N23B C21B Pd2 23.8(3) . . . . ? C26B N23B C21B Pd2 -23.8(3) 4_575 . . . ? C11B Pd2 C21B N21B 180.000(3) . . . . ? Br2 Pd2 C21B N21B -89.274(14) . . . . ? Br2 Pd2 C21B N21B 89.274(14) 4_575 . . . ? C11B Pd2 C21B N23B 0.000(3) . . . . ? Br2 Pd2 C21B N23B 90.726(14) . . . . ? Br2 Pd2 C21B N23B -90.726(14) 4_575 . . . ? N21B N22B C22B N23B 0.0 . . . . ? C21B N23B C22B N22B 0.0 . . . . ? C26B N23B C22B N22B 155.7(3) . . . . ? C26B N23B C22B N22B -155.7(3) 4_575 . . . ? C21B N21B C23B C24B 117.0(3) . . . . ? N22B N21B C23B C24B -63.0(3) . . . . ? C21B N21B C23B C24B -117.0(3) . . . 4_575 ? N22B N21B C23B C24B 63.0(3) . . . 4_575 ? C21B N23B C26B C27B -38(3) . . . 4_575 ? C22B N23B C26B C27B 170(3) . . . 4_575 ? C26B N23B C26B C27B 66(3) 4_575 . . 4_575 ? C21B N23B C26B C26B -103.4(3) . . . 4_575 ? C22B N23B C26B C26B 104.3(3) . . . 4_575 ? C21B N23B C26B C27B -94.8(5) . . . . ? C22B N23B C26B C27B 113.0(4) . . . . ? C26B N23B C26B C27B 8.6(5) 4_575 . . . ? C27B C26B C27B C26B 180.000(3) 4_575 . . 4_575 ? N23B C26B C27B C26B -14.6(9) . . . 4_575 ? C26B C26B C27B C27B 180.000(4) 4_575 . . 4_575 ? N23B C26B C27B C27B 165.4(9) . . . 4_575 ? _diffrn_measured_fraction_theta_max 0.888 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.166 _refine_diff_density_min -1.430 _refine_diff_density_rms 0.122 #===END data_pg243a _database_code_depnum_ccdc_archive 'CCDC 719442' #TrackingRef 'combined.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H26 Br2 N6 Ni' _chemical_formula_sum 'C16 H26 Br2 N6 Ni' _chemical_formula_weight 520.92 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/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 11.5509(13) _cell_length_b 16.5181(16) _cell_length_c 22.475(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.068(11) _cell_angle_gamma 90.00 _cell_volume 4159.5(7) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3599 _cell_measurement_theta_min 3.0176 _cell_measurement_theta_max 32.8484 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2096 _exptl_absorpt_coefficient_mu 4.787 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3929 _exptl_absorpt_correction_T_max 0.4795 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.15 (release 10-01-2008 CrysAlis171 .NET) (compiled Jan 10 2008,16:37:18) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'OXFORD DIFFRACTION XCALIBUR-S' _diffrn_measurement_method \w/q-scan _diffrn_detector_area_resol_mean 15.9948 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31433 _diffrn_reflns_av_R_equivalents 0.1909 _diffrn_reflns_av_sigmaI/netI 0.1208 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.00 _reflns_number_total 7296 _reflns_number_gt 3651 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD, Oxford Diffraction Ltd.,' _computing_cell_refinement 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_data_reduction 'CrysAlis RED, Oxford Diffraction Ltd.,' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics Ortep3 _computing_publication_material Shelx97 _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^)+(0.1109P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7296 _refine_ls_number_parameters 469 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.1322 _refine_ls_R_factor_gt 0.0642 _refine_ls_wR_factor_ref 0.2186 _refine_ls_wR_factor_gt 0.1646 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.935 _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 0.42420(10) 0.24438(6) 0.95549(4) 0.0228(3) Uani 1 1 d . . . Ni2 Ni 0.74352(10) 0.49959(6) 0.75404(4) 0.0202(3) Uani 1 1 d . . . Br1 Br 0.42395(11) 0.38442(6) 0.95746(4) 0.0457(3) Uani 1 1 d . . . Br2 Br 0.41891(11) 0.10496(6) 0.95581(4) 0.0483(4) Uani 1 1 d . . . Br3 Br 0.74557(9) 0.63888(5) 0.75927(4) 0.0364(3) Uani 1 1 d . . . Br4 Br 0.74353(9) 0.36007(5) 0.75055(4) 0.0365(3) Uani 1 1 d . . . N1 N 0.5210(7) 0.2452(4) 1.0863(3) 0.0321(18) Uani 1 1 d . A . N2 N 0.3361(6) 0.2435(4) 1.0678(3) 0.0267(17) Uani 1 1 d . . . N3 N 0.4980(7) 0.2443(4) 1.1432(3) 0.0265(17) Uani 1 1 d . . . N4 N 0.3347(7) 0.2584(4) 0.8229(3) 0.0223(16) Uani 1 1 d . . . N5 N 0.5213(6) 0.2336(4) 0.8451(3) 0.0233(17) Uani 1 1 d . . . N6 N 0.3677(7) 0.2576(4) 0.7675(3) 0.0269(17) Uani 1 1 d . . . N7 N 0.8511(7) 0.4810(4) 0.8846(3) 0.0286(18) Uani 1 1 d . . . N8 N 0.6697(6) 0.5154(4) 0.8712(3) 0.0269(17) Uani 1 1 d . . . N9 N 0.8341(7) 0.4890(5) 0.9429(3) 0.0351(19) Uani 1 1 d . . . N10 N 0.6522(6) 0.5251(4) 0.6211(3) 0.0260(17) Uani 1 1 d . . . N11 N 0.8308(6) 0.4846(4) 0.6415(3) 0.0240(17) Uani 1 1 d . . . N12 N 0.6809(7) 0.5199(4) 0.5652(3) 0.0323(19) Uani 1 1 d . . . C1 C 0.4275(8) 0.2438(5) 1.0403(3) 0.0239(19) Uani 1 1 d . A . C2 C 0.3834(9) 0.2437(4) 1.1312(3) 0.025(2) Uani 1 1 d . A . H2 H 0.3377 0.2433 1.1611 0.030 Uiso 1 1 calc R . . C3 C 0.6464(8) 0.2445(6) 1.0815(4) 0.039(3) Uani 1 1 d . . . H3 H 0.6438 0.2477 1.0368 0.047 Uiso 1 1 calc R A . C4 C 0.7064(10) 0.1661(6) 1.1040(5) 0.054(3) Uani 1 1 d . A . H4A H 0.7062 0.1584 1.1472 0.081 Uiso 1 1 calc R . . H4B H 0.7889 0.1671 1.0998 0.081 Uiso 1 1 calc R . . H4C H 0.6633 0.1214 1.0796 0.081 Uiso 1 1 calc R . . C5 C 0.7100(10) 0.3201(7) 1.1106(5) 0.060(4) Uani 1 1 d . A . H5A H 0.6693 0.3680 1.0897 0.090 Uiso 1 1 calc R . . H5B H 0.7928 0.3194 1.1068 0.090 Uiso 1 1 calc R . . H5C H 0.7092 0.3219 1.1541 0.090 Uiso 1 1 calc R . . C6A C 0.210(3) 0.238(3) 1.0388(17) 0.037(2) Uani 0.537(13) 1 d PDU A 1 H6AA H 0.1880 0.1796 1.0328 0.045 Uiso 0.537(13) 1 calc PR A 1 H6AB H 0.1946 0.2630 0.9978 0.045 Uiso 0.537(13) 1 calc PR A 1 C7A C 0.1309(15) 0.2755(12) 1.0731(7) 0.039(2) Uani 0.537(13) 1 d PDU A 1 H7AA H 0.1289 0.3330 1.0728 0.047 Uiso 0.537(13) 1 calc PR A 1 C8A C 0.0656(18) 0.241(3) 1.1029(10) 0.043(3) Uani 0.537(13) 1 d PDU A 1 H8AA H 0.0640 0.1833 1.1048 0.052 Uiso 0.537(13) 1 calc PR A 1 H8AB H 0.0182 0.2720 1.1234 0.052 Uiso 0.537(13) 1 calc PR A 1 C6B C 0.203(4) 0.248(3) 1.035(2) 0.037(2) Uani 0.463(13) 1 d PDU A 2 H6BA H 0.1780 0.3048 1.0272 0.045 Uiso 0.463(13) 1 calc PR A 2 H6BB H 0.1883 0.2191 0.9953 0.045 Uiso 0.463(13) 1 calc PR A 2 C7B C 0.1322(18) 0.2096(13) 1.0741(8) 0.039(2) Uani 0.463(13) 1 d PDU A 2 H7BA H 0.1556 0.1574 1.0905 0.047 Uiso 0.463(13) 1 calc PR A 2 C8B C 0.042(2) 0.242(3) 1.0869(12) 0.043(3) Uani 0.463(13) 1 d PDU A 2 H8BA H 0.0167 0.2945 1.0711 0.052 Uiso 0.463(13) 1 calc PR A 2 H8BB H 0.0002 0.2149 1.1123 0.052 Uiso 0.463(13) 1 calc PR A 2 C9 C 0.4266(9) 0.2444(5) 0.8698(3) 0.028(2) Uani 1 1 d . . . C10 C 0.4784(9) 0.2438(5) 0.7830(4) 0.032(2) Uani 1 1 d . . . H10 H 0.5272 0.2407 0.7546 0.038 Uiso 1 1 calc R . . C11 C 0.2106(8) 0.2682(5) 0.8242(3) 0.026(2) Uani 1 1 d . . . H11 H 0.2066 0.2722 0.8681 0.031 Uiso 1 1 calc R . . C12 C 0.1399(10) 0.1963(6) 0.7967(4) 0.043(3) Uani 1 1 d . . . H12A H 0.1426 0.1911 0.7537 0.064 Uiso 1 1 calc R . . H12B H 0.0569 0.2029 0.7992 0.064 Uiso 1 1 calc R . . H12C H 0.1735 0.1475 0.8192 0.064 Uiso 1 1 calc R . . C13 C 0.1607(9) 0.3464(5) 0.7919(4) 0.041(3) Uani 1 1 d . . . H13A H 0.2107 0.3921 0.8106 0.062 Uiso 1 1 calc R . . H13B H 0.0790 0.3546 0.7961 0.062 Uiso 1 1 calc R . . H13C H 0.1604 0.3428 0.7484 0.062 Uiso 1 1 calc R . . C14 C 0.6447(9) 0.2131(6) 0.8777(4) 0.037(2) Uani 1 1 d . . . H14A H 0.6427 0.1680 0.9064 0.045 Uiso 1 1 calc R . . H14B H 0.6882 0.1941 0.8475 0.045 Uiso 1 1 calc R . . C15 C 0.7097(9) 0.2808(6) 0.9119(4) 0.038(2) Uani 1 1 d . . . H15 H 0.6944 0.3336 0.8950 0.045 Uiso 1 1 calc R . . C16 C 0.7888(9) 0.2729(6) 0.9651(4) 0.042(3) Uani 1 1 d . . . H16A H 0.8059 0.2208 0.9830 0.050 Uiso 1 1 calc R . . H16B H 0.8285 0.3192 0.9853 0.050 Uiso 1 1 calc R . . C17 C 0.7540(9) 0.4962(5) 0.8408(4) 0.030(2) Uani 1 1 d . . . C18 C 0.7249(9) 0.5084(5) 0.9324(3) 0.031(2) Uani 1 1 d . . . H18 H 0.6848 0.5172 0.9640 0.037 Uiso 1 1 calc R . . C19 C 0.9704(8) 0.4620(5) 0.8772(3) 0.030(2) Uani 1 1 d . . . H19 H 0.9623 0.4464 0.8334 0.036 Uiso 1 1 calc R . . C20 C 1.0218(9) 0.3904(5) 0.9166(4) 0.040(3) Uani 1 1 d . . . H20A H 1.0301 0.4039 0.9599 0.060 Uiso 1 1 calc R . . H20B H 1.1004 0.3770 0.9099 0.060 Uiso 1 1 calc R . . H20C H 0.9684 0.3438 0.9056 0.060 Uiso 1 1 calc R . . C21 C 1.0525(9) 0.5362(6) 0.8905(4) 0.042(3) Uani 1 1 d . . . H21A H 1.0181 0.5803 0.8626 0.063 Uiso 1 1 calc R . . H21B H 1.1313 0.5221 0.8844 0.063 Uiso 1 1 calc R . . H21C H 1.0607 0.5537 0.9330 0.063 Uiso 1 1 calc R . . C22 C 0.5456(9) 0.5349(6) 0.8451(4) 0.039(2) Uani 1 1 d . . . H22A H 0.5409 0.5822 0.8176 0.046 Uiso 1 1 calc R . . H22B H 0.5076 0.5501 0.8785 0.046 Uiso 1 1 calc R . . C23 C 0.4786(8) 0.4666(6) 0.8099(4) 0.036(2) Uani 1 1 d . . . H23 H 0.4823 0.4158 0.8301 0.043 Uiso 1 1 calc R . . C24 C 0.4176(10) 0.4706(6) 0.7558(5) 0.049(3) Uani 1 1 d . . . H24A H 0.4117 0.5203 0.7340 0.058 Uiso 1 1 calc R . . H24B H 0.3772 0.4239 0.7364 0.058 Uiso 1 1 calc R . . C25 C 0.7400(8) 0.5043(5) 0.6678(3) 0.026(2) Uani 1 1 d . . . C26 C 0.7904(9) 0.4956(5) 0.5803(4) 0.033(2) Uani 1 1 d . . . H26 H 0.8373 0.4865 0.5516 0.039 Uiso 1 1 calc R . . C27 C 0.5344(8) 0.5534(5) 0.6226(4) 0.031(2) Uani 1 1 d . . . H27 H 0.5354 0.5663 0.6662 0.037 Uiso 1 1 calc R . . C28 C 0.4421(10) 0.4854(7) 0.6011(5) 0.058(3) Uani 1 1 d . . . H28A H 0.4421 0.4697 0.5590 0.087 Uiso 1 1 calc R . . H28B H 0.3625 0.5048 0.6022 0.087 Uiso 1 1 calc R . . H28C H 0.4630 0.4384 0.6282 0.087 Uiso 1 1 calc R . . C29 C 0.5020(11) 0.6283(6) 0.5861(4) 0.056(3) Uani 1 1 d . . . H29A H 0.5633 0.6696 0.6006 0.083 Uiso 1 1 calc R . . H29B H 0.4249 0.6482 0.5909 0.083 Uiso 1 1 calc R . . H29C H 0.4965 0.6166 0.5428 0.083 Uiso 1 1 calc R . . C30 C 0.9517(9) 0.4582(6) 0.6740(4) 0.037(2) Uani 1 1 d . . . H30A H 0.9963 0.4410 0.6437 0.045 Uiso 1 1 calc R . . H30B H 0.9457 0.4111 0.7003 0.045 Uiso 1 1 calc R . . C31 C 1.0189(9) 0.5256(5) 0.7131(4) 0.035(2) Uani 1 1 d . . . H31 H 0.9800 0.5536 0.7397 0.042 Uiso 1 1 calc R . . C32 C 1.1215(11) 0.5466(6) 0.7127(5) 0.056(3) Uani 1 1 d . . . H32A H 1.1629 0.5199 0.6867 0.068 Uiso 1 1 calc R . . H32B H 1.1589 0.5895 0.7385 0.068 Uiso 1 1 calc R . . 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 0.0209(7) 0.0357(7) 0.0123(5) 0.0010(5) 0.0049(5) 0.0029(6) Ni2 0.0190(6) 0.0271(6) 0.0146(5) -0.0015(4) 0.0040(5) 0.0024(4) Br1 0.0692(9) 0.0429(6) 0.0308(5) 0.0021(4) 0.0231(6) 0.0109(5) Br2 0.0735(10) 0.0432(6) 0.0337(5) 0.0020(4) 0.0238(6) -0.0067(6) Br3 0.0487(8) 0.0313(6) 0.0327(5) -0.0019(4) 0.0168(5) 0.0007(5) Br4 0.0467(8) 0.0337(6) 0.0318(5) -0.0039(4) 0.0146(5) 0.0001(5) N1 0.032(5) 0.047(5) 0.019(3) 0.002(3) 0.009(3) -0.002(4) N2 0.020(4) 0.042(4) 0.020(3) 0.000(3) 0.008(3) 0.000(4) N3 0.018(5) 0.043(4) 0.020(3) -0.005(3) 0.007(3) -0.011(4) N4 0.030(5) 0.028(4) 0.008(3) 0.002(3) 0.005(3) 0.008(3) N5 0.020(4) 0.033(4) 0.023(3) -0.001(3) 0.015(3) -0.007(3) N6 0.026(5) 0.038(4) 0.018(3) 0.003(3) 0.006(3) 0.001(4) N7 0.037(5) 0.032(4) 0.021(3) 0.002(3) 0.013(4) 0.008(4) N8 0.022(5) 0.033(4) 0.032(4) -0.005(3) 0.018(4) -0.003(3) N9 0.029(5) 0.058(5) 0.019(4) -0.002(3) 0.007(4) 0.000(4) N10 0.020(5) 0.038(4) 0.020(3) -0.006(3) 0.006(3) 0.006(4) N11 0.022(5) 0.030(4) 0.025(4) -0.005(3) 0.016(3) -0.001(3) N12 0.031(5) 0.050(5) 0.016(3) -0.003(3) 0.006(4) -0.004(4) C1 0.015(5) 0.041(5) 0.019(4) 0.000(4) 0.012(4) -0.001(4) C2 0.044(7) 0.020(4) 0.014(4) -0.003(3) 0.012(4) -0.004(4) C3 0.021(6) 0.078(7) 0.021(4) 0.007(5) 0.009(4) 0.002(6) C4 0.025(8) 0.084(8) 0.053(6) 0.013(6) 0.007(6) 0.024(6) C5 0.028(8) 0.098(10) 0.056(7) -0.011(6) 0.011(6) -0.005(6) C6A 0.014(4) 0.070(6) 0.025(4) 0.003(5) 0.000(3) 0.008(4) C7A 0.014(4) 0.070(5) 0.030(4) 0.004(5) -0.001(3) 0.010(5) C8A 0.015(7) 0.076(6) 0.034(8) 0.002(8) -0.002(6) 0.010(6) C6B 0.014(4) 0.070(6) 0.025(4) 0.003(5) 0.000(3) 0.008(4) C7B 0.014(4) 0.070(5) 0.030(4) 0.004(5) -0.001(3) 0.010(5) C8B 0.015(7) 0.076(6) 0.034(8) 0.002(8) -0.002(6) 0.010(6) C9 0.046(6) 0.027(5) 0.014(4) 0.002(4) 0.011(4) 0.004(5) C10 0.036(7) 0.039(5) 0.022(4) -0.001(4) 0.012(4) -0.008(5) C11 0.014(5) 0.051(6) 0.012(4) 0.000(4) 0.001(4) 0.013(4) C12 0.030(7) 0.067(7) 0.031(5) 0.004(5) 0.006(5) -0.009(5) C13 0.044(8) 0.047(6) 0.035(5) 0.008(5) 0.013(5) 0.014(5) C14 0.030(7) 0.050(6) 0.036(5) -0.006(5) 0.016(5) 0.012(5) C15 0.027(6) 0.052(6) 0.034(5) -0.003(5) 0.008(5) -0.005(5) C16 0.029(6) 0.070(7) 0.025(5) 0.000(5) 0.004(5) 0.000(5) C17 0.041(7) 0.029(5) 0.018(4) -0.003(4) 0.006(5) -0.001(4) C18 0.045(7) 0.034(5) 0.014(4) -0.004(4) 0.010(5) -0.004(5) C19 0.028(6) 0.048(6) 0.016(4) 0.002(4) 0.005(4) 0.000(5) C20 0.040(7) 0.045(6) 0.040(5) 0.005(4) 0.020(5) 0.013(5) C21 0.029(7) 0.057(6) 0.041(5) -0.013(5) 0.010(5) -0.016(5) C22 0.028(7) 0.053(6) 0.039(5) -0.007(5) 0.014(5) 0.004(5) C23 0.023(6) 0.046(6) 0.036(5) 0.015(5) 0.004(5) 0.005(5) C24 0.041(8) 0.056(7) 0.050(6) 0.014(5) 0.013(6) -0.005(6) C25 0.022(6) 0.041(5) 0.013(4) -0.007(4) 0.001(4) -0.003(4) C26 0.026(6) 0.047(6) 0.032(5) -0.010(4) 0.020(5) -0.010(5) C27 0.024(6) 0.042(5) 0.026(4) 0.005(4) 0.005(4) 0.011(5) C28 0.039(8) 0.093(9) 0.047(6) -0.020(6) 0.017(6) -0.009(7) C29 0.059(9) 0.069(7) 0.040(5) 0.011(6) 0.016(6) 0.032(6) C30 0.031(7) 0.044(6) 0.038(5) 0.005(5) 0.009(5) 0.016(5) C31 0.028(7) 0.038(5) 0.046(6) 0.006(5) 0.022(5) 0.004(5) C32 0.056(9) 0.042(6) 0.070(7) 0.004(6) 0.014(7) 0.000(6) _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 C1 1.897(7) . ? Ni1 C9 1.932(7) . ? Ni1 Br2 2.3039(14) . ? Ni1 Br1 2.3137(14) . ? Ni2 C17 1.925(8) . ? Ni2 C25 1.931(7) . ? Ni2 Br3 2.3037(14) . ? Ni2 Br4 2.3059(14) . ? N1 C1 1.302(11) . ? N1 N3 1.368(9) . ? N1 C3 1.478(11) . ? N2 C1 1.348(10) . ? N2 C2 1.396(10) . ? N2 C6A 1.45(4) . ? N2 C6B 1.54(5) . ? N3 C2 1.285(11) . ? N4 C9 1.323(11) . ? N4 N6 1.389(8) . ? N4 C11 1.449(11) . ? N5 C9 1.354(11) . ? N5 C10 1.373(10) . ? N5 C14 1.474(12) . ? N6 C10 1.262(12) . ? N7 C17 1.325(11) . ? N7 N9 1.376(8) . ? N7 C19 1.461(11) . ? N8 C17 1.356(10) . ? N8 C18 1.373(10) . ? N8 C22 1.447(12) . ? N9 C18 1.266(12) . ? N10 C25 1.316(10) . ? N10 N12 1.376(8) . ? N10 C27 1.447(11) . ? N11 C26 1.354(11) . ? N11 C25 1.362(10) . ? N11 C30 1.476(11) . ? N12 C26 1.291(12) . ? C2 H2 0.9500 . ? C3 C4 1.498(12) . ? C3 C5 1.514(13) . ? C3 H3 1.0000 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6A C7A 1.47(3) . ? C6A H6AA 0.9900 . ? C6A H6AB 0.9900 . ? C7A C8A 1.26(2) . ? C7A H7AA 0.9500 . ? C8A H8AA 0.9500 . ? C8A H8AB 0.9500 . ? C6B C7B 1.47(3) . ? C6B H6BA 0.9900 . ? C6B H6BB 0.9900 . ? C7B C8B 1.27(3) . ? C7B H7BA 0.9500 . ? C8B H8BA 0.9500 . ? C8B H8BB 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.488(12) . ? C11 C13 1.524(11) . ? C11 H11 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.457(13) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.323(13) . ? C15 H15 0.9500 . ? C16 H16A 0.9500 . ? C16 H16B 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.511(11) . ? C19 C21 1.535(12) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.482(13) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.252(13) . ? C23 H23 0.9500 . ? C24 H24A 0.9500 . ? C24 H24B 0.9500 . ? C26 H26 0.9500 . ? C27 C29 1.481(11) . ? C27 C28 1.544(13) . ? C27 H27 1.0000 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.511(13) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.236(13) . ? C31 H31 0.9500 . ? C32 H32A 0.9500 . ? C32 H32B 0.9500 . ? 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 C1 Ni1 C9 178.1(4) . . ? C1 Ni1 Br2 89.2(2) . . ? C9 Ni1 Br2 90.6(2) . . ? C1 Ni1 Br1 89.2(2) . . ? C9 Ni1 Br1 91.1(2) . . ? Br2 Ni1 Br1 177.74(6) . . ? C17 Ni2 C25 177.6(4) . . ? C17 Ni2 Br3 88.8(2) . . ? C25 Ni2 Br3 90.5(2) . . ? C17 Ni2 Br4 90.3(2) . . ? C25 Ni2 Br4 90.3(2) . . ? Br3 Ni2 Br4 178.99(7) . . ? C1 N1 N3 115.5(7) . . ? C1 N1 C3 125.5(7) . . ? N3 N1 C3 119.0(7) . . ? C1 N2 C2 108.2(7) . . ? C1 N2 C6A 127.6(12) . . ? C2 N2 C6A 124.1(12) . . ? C1 N2 C6B 125.9(12) . . ? C2 N2 C6B 125.8(13) . . ? C6A N2 C6B 7(4) . . ? C2 N3 N1 103.2(7) . . ? C9 N4 N6 111.8(7) . . ? C9 N4 C11 127.6(6) . . ? N6 N4 C11 120.5(6) . . ? C9 N5 C10 105.8(7) . . ? C9 N5 C14 127.3(7) . . ? C10 N5 C14 126.8(7) . . ? C10 N6 N4 103.6(7) . . ? C17 N7 N9 113.4(7) . . ? C17 N7 C19 127.4(7) . . ? N9 N7 C19 119.1(7) . . ? C17 N8 C18 105.6(8) . . ? C17 N8 C22 127.6(7) . . ? C18 N8 C22 126.8(7) . . ? C18 N9 N7 102.3(7) . . ? C25 N10 N12 113.7(7) . . ? C25 N10 C27 127.7(6) . . ? N12 N10 C27 118.6(7) . . ? C26 N11 C25 107.3(7) . . ? C26 N11 C30 126.4(7) . . ? C25 N11 C30 126.3(7) . . ? C26 N12 N10 102.7(7) . . ? N1 C1 N2 103.1(6) . . ? N1 C1 Ni1 127.5(6) . . ? N2 C1 Ni1 129.4(6) . . ? N3 C2 N2 110.1(7) . . ? N3 C2 H2 125.0 . . ? N2 C2 H2 125.0 . . ? N1 C3 C4 111.2(8) . . ? N1 C3 C5 110.1(8) . . ? C4 C3 C5 115.6(9) . . ? N1 C3 H3 106.4 . . ? C4 C3 H3 106.4 . . ? C5 C3 H3 106.4 . . ? 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 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N2 C6A C7A 115(3) . . ? N2 C6A H6AA 108.6 . . ? C7A C6A H6AA 108.6 . . ? N2 C6A H6AB 108.6 . . ? C7A C6A H6AB 108.6 . . ? H6AA C6A H6AB 107.5 . . ? C8A C7A C6A 128(3) . . ? C8A C7A H7AA 116.2 . . ? C6A C7A H7AA 116.2 . . ? C7A C8A H8AA 120.0 . . ? C7A C8A H8AB 120.0 . . ? H8AA C8A H8AB 120.0 . . ? C7B C6B N2 109(3) . . ? C7B C6B H6BA 109.8 . . ? N2 C6B H6BA 109.8 . . ? C7B C6B H6BB 109.8 . . ? N2 C6B H6BB 109.8 . . ? H6BA C6B H6BB 108.3 . . ? C8B C7B C6B 124(3) . . ? C8B C7B H7BA 118.1 . . ? C6B C7B H7BA 118.1 . . ? C7B C8B H8BA 120.0 . . ? C7B C8B H8BB 120.0 . . ? H8BA C8B H8BB 120.0 . . ? N4 C9 N5 105.6(6) . . ? N4 C9 Ni1 126.2(7) . . ? N5 C9 Ni1 128.1(7) . . ? N6 C10 N5 113.2(8) . . ? N6 C10 H10 123.4 . . ? N5 C10 H10 123.4 . . ? N4 C11 C12 110.4(7) . . ? N4 C11 C13 110.3(7) . . ? C12 C11 C13 111.9(8) . . ? N4 C11 H11 108.0 . . ? C12 C11 H11 108.0 . . ? C13 C11 H11 108.0 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 N5 113.5(8) . . ? C15 C14 H14A 108.9 . . ? N5 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? N5 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C16 C15 C14 123.7(10) . . ? C16 C15 H15 118.1 . . ? C14 C15 H15 118.1 . . ? C15 C16 H16A 120.0 . . ? C15 C16 H16B 120.0 . . ? H16A C16 H16B 120.0 . . ? N7 C17 N8 104.6(7) . . ? N7 C17 Ni2 126.3(7) . . ? N8 C17 Ni2 128.8(7) . . ? N9 C18 N8 114.0(7) . . ? N9 C18 H18 123.0 . . ? N8 C18 H18 123.0 . . ? N7 C19 C20 110.4(7) . . ? N7 C19 C21 111.2(7) . . ? C20 C19 C21 112.0(8) . . ? N7 C19 H19 107.7 . . ? C20 C19 H19 107.7 . . ? C21 C19 H19 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N8 C22 C23 112.6(8) . . ? N8 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? N8 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? C24 C23 C22 125.1(10) . . ? C24 C23 H23 117.5 . . ? C22 C23 H23 117.5 . . ? C23 C24 H24A 120.0 . . ? C23 C24 H24B 120.0 . . ? H24A C24 H24B 120.0 . . ? N10 C25 N11 104.0(6) . . ? N10 C25 Ni2 129.5(6) . . ? N11 C25 Ni2 126.5(6) . . ? N12 C26 N11 112.4(7) . . ? N12 C26 H26 123.8 . . ? N11 C26 H26 123.8 . . ? N10 C27 C29 111.6(8) . . ? N10 C27 C28 109.8(7) . . ? C29 C27 C28 111.8(9) . . ? N10 C27 H27 107.8 . . ? C29 C27 H27 107.8 . . ? C28 C27 H27 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N11 C30 C31 111.2(7) . . ? N11 C30 H30A 109.4 . . ? C31 C30 H30A 109.4 . . ? N11 C30 H30B 109.4 . . ? C31 C30 H30B 109.4 . . ? H30A C30 H30B 108.0 . . ? C32 C31 C30 124.1(10) . . ? C32 C31 H31 117.9 . . ? C30 C31 H31 117.9 . . ? C31 C32 H32A 120.0 . . ? C31 C32 H32B 120.0 . . ? H32A C32 H32B 120.0 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 N1 N3 C2 -1.0(9) . . . . ? C3 N1 N3 C2 -178.9(7) . . . . ? C9 N4 N6 C10 -0.4(9) . . . . ? C11 N4 N6 C10 -176.5(7) . . . . ? C17 N7 N9 C18 0.7(10) . . . . ? C19 N7 N9 C18 177.3(7) . . . . ? C25 N10 N12 C26 -0.5(10) . . . . ? C27 N10 N12 C26 178.2(7) . . . . ? N3 N1 C1 N2 1.1(10) . . . . ? C3 N1 C1 N2 178.8(7) . . . . ? N3 N1 C1 Ni1 180.0(5) . . . . ? C3 N1 C1 Ni1 -2.3(13) . . . . ? C2 N2 C1 N1 -0.8(9) . . . . ? C6A N2 C1 N1 -176(2) . . . . ? C6B N2 C1 N1 176(3) . . . . ? C2 N2 C1 Ni1 -179.6(6) . . . . ? C6A N2 C1 Ni1 5(3) . . . . ? C6B N2 C1 Ni1 -3(3) . . . . ? C9 Ni1 C1 N1 10(10) . . . . ? Br2 Ni1 C1 N1 93.0(8) . . . . ? Br1 Ni1 C1 N1 -88.6(8) . . . . ? C9 Ni1 C1 N2 -171(9) . . . . ? Br2 Ni1 C1 N2 -88.5(7) . . . . ? Br1 Ni1 C1 N2 89.9(7) . . . . ? N1 N3 C2 N2 0.4(8) . . . . ? C1 N2 C2 N3 0.2(9) . . . . ? C6A N2 C2 N3 176(2) . . . . ? C6B N2 C2 N3 -176(3) . . . . ? C1 N1 C3 C4 -110.8(10) . . . . ? N3 N1 C3 C4 66.9(10) . . . . ? C1 N1 C3 C5 119.7(9) . . . . ? N3 N1 C3 C5 -62.6(10) . . . . ? C1 N2 C6A C7A -152.5(16) . . . . ? C2 N2 C6A C7A 33(4) . . . . ? C6B N2 C6A C7A -75(23) . . . . ? N2 C6A C7A C8A -106(3) . . . . ? C1 N2 C6B C7B 154(2) . . . . ? C2 N2 C6B C7B -30(5) . . . . ? C6A N2 C6B C7B 47(19) . . . . ? N2 C6B C7B C8B 130(3) . . . . ? N6 N4 C9 N5 -0.5(9) . . . . ? C11 N4 C9 N5 175.2(7) . . . . ? N6 N4 C9 Ni1 177.1(5) . . . . ? C11 N4 C9 Ni1 -7.1(12) . . . . ? C10 N5 C9 N4 1.2(9) . . . . ? C14 N5 C9 N4 -177.5(7) . . . . ? C10 N5 C9 Ni1 -176.4(6) . . . . ? C14 N5 C9 Ni1 4.9(12) . . . . ? C1 Ni1 C9 N4 -176(88) . . . . ? Br2 Ni1 C9 N4 101.1(7) . . . . ? Br1 Ni1 C9 N4 -77.4(7) . . . . ? C1 Ni1 C9 N5 1(10) . . . . ? Br2 Ni1 C9 N5 -81.8(7) . . . . ? Br1 Ni1 C9 N5 99.7(7) . . . . ? N4 N6 C10 N5 1.2(9) . . . . ? C9 N5 C10 N6 -1.6(10) . . . . ? C14 N5 C10 N6 177.1(8) . . . . ? C9 N4 C11 C12 -108.2(9) . . . . ? N6 N4 C11 C12 67.2(9) . . . . ? C9 N4 C11 C13 127.6(8) . . . . ? N6 N4 C11 C13 -57.0(9) . . . . ? C9 N5 C14 C15 -74.5(11) . . . . ? C10 N5 C14 C15 107.1(9) . . . . ? N5 C14 C15 C16 144.7(9) . . . . ? N9 N7 C17 N8 0.3(9) . . . . ? C19 N7 C17 N8 -176.0(7) . . . . ? N9 N7 C17 Ni2 175.0(6) . . . . ? C19 N7 C17 Ni2 -1.2(12) . . . . ? C18 N8 C17 N7 -1.1(9) . . . . ? C22 N8 C17 N7 -177.9(8) . . . . ? C18 N8 C17 Ni2 -175.7(6) . . . . ? C22 N8 C17 Ni2 7.5(13) . . . . ? C25 Ni2 C17 N7 -28(9) . . . . ? Br3 Ni2 C17 N7 -102.0(7) . . . . ? Br4 Ni2 C17 N7 77.5(7) . . . . ? C25 Ni2 C17 N8 146(8) . . . . ? Br3 Ni2 C17 N8 71.5(7) . . . . ? Br4 Ni2 C17 N8 -109.0(7) . . . . ? N7 N9 C18 N8 -1.5(10) . . . . ? C17 N8 C18 N9 1.7(10) . . . . ? C22 N8 C18 N9 178.6(8) . . . . ? C17 N7 C19 C20 -133.7(8) . . . . ? N9 N7 C19 C20 50.2(10) . . . . ? C17 N7 C19 C21 101.3(10) . . . . ? N9 N7 C19 C21 -74.7(9) . . . . ? C17 N8 C22 C23 62.8(11) . . . . ? C18 N8 C22 C23 -113.4(9) . . . . ? N8 C22 C23 C24 -126.9(11) . . . . ? N12 N10 C25 N11 0.1(9) . . . . ? C27 N10 C25 N11 -178.4(8) . . . . ? N12 N10 C25 Ni2 -178.9(6) . . . . ? C27 N10 C25 Ni2 2.6(13) . . . . ? C26 N11 C25 N10 0.3(9) . . . . ? C30 N11 C25 N10 178.9(8) . . . . ? C26 N11 C25 Ni2 179.3(6) . . . . ? C30 N11 C25 Ni2 -2.1(12) . . . . ? C17 Ni2 C25 N10 -147(8) . . . . ? Br3 Ni2 C25 N10 -72.7(8) . . . . ? Br4 Ni2 C25 N10 107.9(8) . . . . ? C17 Ni2 C25 N11 34(9) . . . . ? Br3 Ni2 C25 N11 108.5(7) . . . . ? Br4 Ni2 C25 N11 -70.9(7) . . . . ? N10 N12 C26 N11 0.7(10) . . . . ? C25 N11 C26 N12 -0.7(10) . . . . ? C30 N11 C26 N12 -179.2(8) . . . . ? C25 N10 C27 C29 130.4(9) . . . . ? N12 N10 C27 C29 -48.1(11) . . . . ? C25 N10 C27 C28 -105.0(10) . . . . ? N12 N10 C27 C28 76.5(9) . . . . ? C26 N11 C30 C31 111.8(9) . . . . ? C25 N11 C30 C31 -66.4(10) . . . . ? N11 C30 C31 C32 -130.8(10) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.661 _refine_diff_density_min -1.498 _refine_diff_density_rms 0.228