# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2006 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Francoise Chuburu' _publ_contact_author_address ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; _publ_contact_author_email francoise.chuburu@univ-reims.fr _publ_contact_author_phone (+33)(0)326913330 _publ_contact_author_fax (+33)(0)326913243 loop_ _publ_author_name _publ_author_address 'El Ghachtouli, Sanae' ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; 'Cadiou, Cyril' ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; 'Dechamps, Isabelle' ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; 'Chuburu, Francoise' ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; 'Aplincourt, Michel' ;Groupe de Recherche En Chimie Inorganique UFR Sciences Exactes et Naturelles Universite de Reims Champagne-Ardenne Moulin de la Housse BP 1039 51687 Reims Cedex 2 France ; 'Patinec, Veronique' ;UMR CNRS 6521 UFR Sciences Universite de Bretagne Occidentale 6, avenue Le Gorgeu 29238 Brest Cedex 3 France ; 'Le Baccon, Michel' ;UMR CNRS 6521 UFR Sciences Universite de Bretagne Occidentale 6, avenue Le Gorgeu 29238 Brest Cedex 3 France ; 'Handel, Henri' ;UMR CNRS 6521 UFR Sciences Universite de Bretagne Occidentale 6, avenue Le Gorgeu 29238 Brest Cedex 3 France ; 'Roisnel, Thierry' ;Centre de Diffractometrie X Bat. 10B Universite de Rennes 1 Campus de Beaulieu Avenue du General Leclerc 35042 RENNES Cedex ; _publ_section_title ; Nickel(II) complexes of cyclen and cyclam pyridine : topological reorganisations induced by electron transfer ; _publ_requested_category FM #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-09-26 at 17:40:52 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : d:\progs\wingx\files\archive.dat # CIF files read : new dreduc struct data_new1 _database_code_depnum_ccdc_archive 'CCDC 293319' _audit_creation_date 2005-09-26T17:40:52-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H31 N5 Ni1 O, 2(Cl O4)' _chemical_formula_sum 'C16 H31 Cl2 N5 Ni O9' _chemical_formula_weight 567.07 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration rm #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.4023(5) _cell_length_b 15.7925(5) _cell_length_c 16.3876(5) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2433.33(17) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 65942 _cell_measurement_theta_min 2.546 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.87 _exptl_crystal_size_mid 0.51 _exptl_crystal_size_min 0.46 _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 -10 0.154 0 1 0 0.114 0 -1 0 0.231 0 0 -1 0.165 11 -1 -12 0.53 -6 -3 4 0.443 0 -4 -3 0.207 1 18 12 0.146 4 1 14 0.283 0 -1 7 0.25 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.073 _exptl_absorpt_correction_T_min 0.393 _exptl_absorpt_correction_T_max 0.610 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA] ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.588443E-1 _diffrn_orient_matrix_ub_12 -0.45773E-2 _diffrn_orient_matrix_ub_13 0.506537E-1 _diffrn_orient_matrix_ub_21 0.101282E-1 _diffrn_orient_matrix_ub_22 0.63056E-1 _diffrn_orient_matrix_ub_23 0.14135E-2 _diffrn_orient_matrix_ub_31 -0.880296E-1 _diffrn_orient_matrix_ub_32 0.41951E-2 _diffrn_orient_matrix_ub_33 0.340226E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0534 _diffrn_reflns_av_unetI/netI 0.0449 _diffrn_reflns_number 27402 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 5541 _reflns_number_gt 4325 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SIR97 (Giacovazzo et al, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0677P)^2^+1.4617P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5541 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0679 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.124 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.042 _refine_ls_shift/su_mean 0.005 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_diff_density_max 0.462 _refine_diff_density_min -0.429 _refine_diff_density_rms 0.066 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.06731(5) 0.00868(3) 0.09084(2) 0.03609(13) Uani 1 1 d . . . N1 N -0.0927(4) -0.0418(2) 0.1658(2) 0.0471(8) Uani 1 1 d . . . H1 H -0.094 -0.0101 0.2137 0.057 Uiso 1 1 calc R . . N2 N 0.1961(4) -0.0908(2) 0.1401(2) 0.0472(8) Uani 1 1 d . . . N3 N 0.1480(4) 0.0973(2) 0.1736(2) 0.0502(8) Uani 1 1 d . . . H3 H 0.0996 0.09 0.2225 0.06 Uiso 1 1 calc R . . N4 N -0.0714(4) 0.1099(2) 0.0582(2) 0.0498(8) Uani 1 1 d . . . H4 H -0.0392 0.1294 0.008 0.06 Uiso 1 1 calc R . . N5 N 0.0322(4) -0.0821(2) -0.00137(19) 0.0467(8) Uani 1 1 d . . . C1 C -0.0445(6) -0.1285(3) 0.1874(3) 0.0602(12) Uani 1 1 d . . . H1A H -0.0599 -0.1672 0.1407 0.072 Uiso 1 1 calc R . . H1B H -0.0997 -0.1499 0.2345 0.072 Uiso 1 1 calc R . . C2 C 0.1096(5) -0.1254(3) 0.2083(3) 0.0599(12) Uani 1 1 d . . . H2A H 0.123 -0.0895 0.2573 0.072 Uiso 1 1 calc R . . H2B H 0.1432 -0.1832 0.2216 0.072 Uiso 1 1 calc R . . C3 C 0.3405(5) -0.0651(3) 0.1684(3) 0.0584(11) Uani 1 1 d . . . H3A H 0.3985 -0.0505 0.1199 0.07 Uiso 1 1 calc R . . H3B H 0.3859 -0.1144 0.1951 0.07 Uiso 1 1 calc R . . C4 C 0.3448(5) 0.0090(4) 0.2271(3) 0.0667(12) Uani 1 1 d . . . H4A H 0.2809 -0.0037 0.2735 0.08 Uiso 1 1 calc R . . H4B H 0.4425 0.0139 0.249 0.08 Uiso 1 1 calc R . . C5 C 0.3028(6) 0.0932(3) 0.1920(3) 0.0647(13) Uani 1 1 d . . . H5A H 0.3274 0.1385 0.2313 0.078 Uiso 1 1 calc R . . H5B H 0.3574 0.1034 0.1413 0.078 Uiso 1 1 calc R . . C6 C 0.1080(6) 0.1814(3) 0.1410(3) 0.0652(13) Uani 1 1 d . . . H6A H 0.1679 0.1954 0.0932 0.078 Uiso 1 1 calc R . . H6B H 0.123 0.2253 0.1832 0.078 Uiso 1 1 calc R . . C7 C -0.0441(6) 0.1793(3) 0.1167(3) 0.0650(13) Uani 1 1 d . . . H7A H -0.104 0.1713 0.1657 0.078 Uiso 1 1 calc R . . H7B H -0.0703 0.234 0.0913 0.078 Uiso 1 1 calc R . . C8 C -0.2257(5) 0.0943(3) 0.0478(3) 0.0643(12) Uani 1 1 d . . . H8A H -0.2405 0.0614 -0.0029 0.077 Uiso 1 1 calc R . . H8B H -0.2746 0.1494 0.0411 0.077 Uiso 1 1 calc R . . C9 C -0.2924(5) 0.0478(4) 0.1173(4) 0.0697(14) Uani 1 1 d . . . H9A H -0.3963 0.0453 0.1076 0.084 Uiso 1 1 calc R . . H9B H -0.277 0.0812 0.1676 0.084 Uiso 1 1 calc R . . C10 C -0.2396(5) -0.0421(3) 0.1325(3) 0.0618(12) Uani 1 1 d . . . H10A H -0.3039 -0.0708 0.1716 0.074 Uiso 1 1 calc R . . H10B H -0.2413 -0.0743 0.0807 0.074 Uiso 1 1 calc R . . C21 C 0.2153(6) -0.1563(3) 0.0763(3) 0.0636(12) Uani 1 1 d . . . H21A H 0.2052 -0.2127 0.1021 0.076 Uiso 1 1 calc R . . H21B H 0.3135 -0.1521 0.055 0.076 Uiso 1 1 calc R . . C22 C 0.1143(5) -0.1512(2) 0.0059(3) 0.0520(10) Uani 1 1 d . . . C23 C 0.1106(6) -0.2148(3) -0.0508(3) 0.0695(14) Uani 1 1 d . . . H23 H 0.1665 -0.2643 -0.0432 0.083 Uiso 1 1 calc R . . C25 C -0.0567(7) -0.1364(3) -0.1269(3) 0.0705(14) Uani 1 1 d . . . H25 H -0.1169 -0.1295 -0.173 0.085 Uiso 1 1 calc R . . C24 C 0.0261(7) -0.2072(3) -0.1188(3) 0.0729(16) Uani 1 1 d . . . H24 H 0.025 -0.2503 -0.1593 0.088 Uiso 1 1 calc R . . C26 C -0.0510(5) -0.0753(3) -0.0671(2) 0.0566(10) Uani 1 1 d . . . H26 H -0.1088 -0.0263 -0.0728 0.068 Uiso 1 1 calc R . . O30 O 0.2342(4) 0.0540(2) 0.00626(18) 0.0611(8) Uani 1 1 d . . . Cl11 Cl 0.02438(18) 0.20326(8) -0.14651(7) 0.0734(4) Uani 1 1 d . . . O111 O 0.1043(12) 0.1336(5) -0.1242(3) 0.222(5) Uani 1 1 d . . . O112 O 0.1028(6) 0.2562(3) -0.1974(3) 0.0997(15) Uani 1 1 d . . . O113 O -0.0246(7) 0.2479(3) -0.0777(3) 0.1116(18) Uani 1 1 d . . . O114 O -0.0924(7) 0.1758(5) -0.1953(5) 0.160(3) Uani 1 1 d . . . Cl12 Cl -0.01654(14) 0.08354(9) 0.38986(7) 0.0663(3) Uani 1 1 d . . . O121 O -0.0965(10) 0.0322(8) 0.3421(5) 0.230(5) Uani 1 1 d . . . O122 O 0.1220(7) 0.0589(7) 0.3879(5) 0.190(4) Uani 1 1 d . . . O123 O -0.0102(14) 0.1587(6) 0.3494(7) 0.252(6) Uani 1 1 d . . . O124 O -0.0751(8) 0.0915(5) 0.4635(3) 0.167(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0426(2) 0.03475(19) 0.0309(2) -0.00119(16) 0.00018(18) -0.00270(19) N1 0.045(2) 0.0484(17) 0.0484(17) 0.0041(14) 0.0025(14) -0.0070(14) N2 0.052(2) 0.0449(17) 0.0445(18) 0.0024(14) -0.0043(16) 0.0023(16) N3 0.059(2) 0.0477(18) 0.0436(18) -0.0096(14) 0.0036(16) -0.0101(16) N4 0.055(2) 0.0485(17) 0.0456(16) 0.0075(13) 0.0020(17) 0.0040(17) N5 0.051(2) 0.0492(18) 0.0395(16) -0.0059(13) -0.0008(14) -0.0032(15) C1 0.066(3) 0.052(2) 0.063(3) 0.0185(19) 0.000(2) -0.011(2) C2 0.069(3) 0.057(2) 0.054(2) 0.021(2) -0.005(2) 0.002(2) C3 0.048(3) 0.072(3) 0.055(3) 0.003(2) -0.010(2) 0.004(2) C4 0.061(3) 0.079(3) 0.060(2) -0.005(3) -0.019(2) -0.013(3) C5 0.063(3) 0.066(3) 0.066(3) -0.009(2) -0.016(2) -0.023(2) C6 0.081(4) 0.041(2) 0.074(3) -0.015(2) 0.005(3) -0.006(2) C7 0.074(3) 0.044(2) 0.078(3) -0.0098(19) 0.005(3) 0.013(2) C8 0.052(3) 0.068(3) 0.073(3) 0.004(2) -0.004(2) 0.014(2) C9 0.038(2) 0.081(3) 0.090(4) 0.004(3) 0.005(2) 0.005(2) C10 0.038(2) 0.071(3) 0.076(3) 0.014(2) 0.001(2) -0.014(2) C21 0.067(3) 0.054(2) 0.070(3) -0.009(2) -0.009(2) 0.015(2) C22 0.066(3) 0.0356(19) 0.054(2) -0.0043(16) 0.005(2) -0.0022(18) C23 0.093(4) 0.048(2) 0.068(3) -0.016(2) 0.009(3) -0.003(2) C25 0.087(4) 0.085(3) 0.039(2) -0.007(2) -0.009(2) -0.029(3) C24 0.096(4) 0.063(3) 0.060(3) -0.024(2) 0.011(3) -0.026(3) C26 0.062(3) 0.065(2) 0.043(2) -0.0036(17) -0.0032(19) -0.004(2) O30 0.068(2) 0.0648(19) 0.0502(16) 0.0039(14) 0.0113(15) -0.0042(16) Cl11 0.1106(12) 0.0557(6) 0.0538(6) 0.0126(5) 0.0178(7) 0.0202(7) O111 0.411(14) 0.166(6) 0.090(4) 0.047(4) 0.016(6) 0.193(8) O112 0.113(4) 0.115(3) 0.071(3) 0.010(2) 0.013(2) -0.018(3) O113 0.176(5) 0.093(3) 0.067(2) 0.000(2) 0.034(3) 0.032(3) O114 0.121(5) 0.166(6) 0.193(6) -0.075(5) 0.033(5) -0.056(5) Cl12 0.0660(7) 0.0852(8) 0.0477(6) -0.0034(5) 0.0082(5) 0.0105(6) O121 0.200(8) 0.327(13) 0.163(7) -0.153(8) -0.008(6) -0.032(8) O122 0.099(4) 0.289(10) 0.181(7) 0.012(7) 0.012(5) 0.077(6) O123 0.326(14) 0.155(7) 0.274(11) 0.121(8) 0.094(11) 0.063(8) O124 0.181(7) 0.228(8) 0.092(4) -0.051(4) 0.063(4) -0.072(7) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 2.091(3) . ? Ni1 N1 2.099(3) . ? Ni1 N5 2.109(3) . ? Ni1 N4 2.131(3) . ? Ni1 N2 2.141(3) . ? Ni1 O30 2.213(3) . ? N1 C10 1.485(6) . ? N1 C1 1.486(6) . ? N2 C2 1.487(6) . ? N2 C21 1.481(6) . ? N2 C3 1.491(6) . ? N3 C6 1.480(6) . ? N3 C5 1.488(7) . ? N4 C7 1.478(6) . ? N4 C8 1.481(6) . ? N5 C26 1.336(5) . ? N5 C22 1.343(6) . ? C1 C2 1.490(7) . ? C3 C4 1.516(7) . ? C4 C5 1.501(8) . ? C6 C7 1.485(8) . ? C8 C9 1.494(7) . ? C9 C10 1.524(7) . ? C21 C22 1.496(7) . ? C22 C23 1.369(6) . ? C23 C24 1.374(8) . ? C25 C24 1.369(8) . ? C25 C26 1.376(6) . ? Cl11 O111 1.382(5) . ? Cl11 O112 1.392(5) . ? Cl11 O113 1.407(4) . ? Cl11 O114 1.425(7) . ? Cl12 O124 1.333(5) . ? Cl12 O121 1.355(8) . ? Cl12 O123 1.361(7) . ? Cl12 O122 1.360(6) . ? 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 N3 Ni1 N1 97.74(14) . . ? N3 Ni1 N5 167.50(15) . . ? N1 Ni1 N5 92.83(13) . . ? N3 Ni1 N4 83.26(15) . . ? N1 Ni1 N4 89.59(13) . . ? N5 Ni1 N4 103.56(13) . . ? N3 Ni1 N2 92.37(14) . . ? N1 Ni1 N2 84.62(14) . . ? N5 Ni1 N2 81.95(13) . . ? N4 Ni1 N2 172.24(14) . . ? N3 Ni1 O30 86.11(13) . . ? N1 Ni1 O30 176.00(13) . . ? N5 Ni1 O30 83.22(13) . . ? N4 Ni1 O30 91.96(13) . . ? N2 Ni1 O30 94.15(14) . . ? C10 N1 C1 111.6(3) . . ? C10 N1 Ni1 116.9(3) . . ? C1 N1 Ni1 105.7(3) . . ? C2 N2 C21 109.9(4) . . ? C2 N2 C3 111.4(4) . . ? C21 N2 C3 107.4(4) . . ? C2 N2 Ni1 104.1(3) . . ? C21 N2 Ni1 108.4(3) . . ? C3 N2 Ni1 115.6(3) . . ? C6 N3 C5 111.2(4) . . ? C6 N3 Ni1 105.9(3) . . ? C5 N3 Ni1 117.2(3) . . ? C7 N4 C8 111.6(4) . . ? C7 N4 Ni1 106.7(3) . . ? C8 N4 Ni1 120.3(3) . . ? C26 N5 C22 118.3(4) . . ? C26 N5 Ni1 128.0(3) . . ? C22 N5 Ni1 113.5(3) . . ? N1 C1 C2 108.7(4) . . ? N2 C2 C1 111.8(4) . . ? N2 C3 C4 115.6(4) . . ? C5 C4 C3 115.7(4) . . ? N3 C5 C4 111.9(4) . . ? N3 C6 C7 108.8(4) . . ? N4 C7 C6 111.0(4) . . ? N4 C8 C9 113.9(4) . . ? C8 C9 C10 116.5(4) . . ? N1 C10 C9 111.1(4) . . ? N2 C21 C22 115.4(4) . . ? N5 C22 C23 121.4(4) . . ? N5 C22 C21 118.5(4) . . ? C23 C22 C21 120.1(4) . . ? C22 C23 C24 120.2(5) . . ? C24 C25 C26 118.8(5) . . ? C25 C24 C23 118.6(4) . . ? N5 C26 C25 122.8(5) . . ? O111 Cl11 O112 110.4(5) . . ? O111 Cl11 O113 111.4(3) . . ? O112 Cl11 O113 110.6(3) . . ? O111 Cl11 O114 108.9(6) . . ? O112 Cl11 O114 104.8(4) . . ? O113 Cl11 O114 110.5(4) . . ? O124 Cl12 O121 110.5(5) . . ? O124 Cl12 O123 112.2(6) . . ? O121 Cl12 O123 105.3(8) . . ? O124 Cl12 O122 116.4(5) . . ? O121 Cl12 O122 110.3(6) . . ? O123 Cl12 O122 101.3(7) . . ? # Attachment 'SE54_archive_new1.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-09-27 at 09:27:49 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : d:\progs\wingx\files\archive.dat # CIF files read : new dreduc struct data_new_2 _database_code_depnum_ccdc_archive 'CCDC 293320' _audit_creation_date 2005-09-27T09:27:49-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H28 N6 Ni1, 2(Cl O4)' _chemical_formula_sum 'C16 H28 Cl2 N6 Ni O8' _chemical_formula_weight 562.05 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 14.6107(2) _cell_length_b 14.6567(2) _cell_length_c 21.6728(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4641.11(11) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5830 _cell_measurement_theta_min 2.546 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2336 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.172564E-1 _diffrn_orient_matrix_ub_12 0.524021E-1 _diffrn_orient_matrix_ub_13 0.271621E-1 _diffrn_orient_matrix_ub_21 -0.578449E-1 _diffrn_orient_matrix_ub_22 -0.82913E-2 _diffrn_orient_matrix_ub_23 0.240174E-1 _diffrn_orient_matrix_ub_31 0.322587E-1 _diffrn_orient_matrix_ub_32 -0.428995E-1 _diffrn_orient_matrix_ub_33 0.285369E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_unetI/netI 0.026 _diffrn_reflns_number 10038 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.72 _diffrn_reflns_theta_max 27.47 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 5290 _reflns_number_gt 4300 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0517P)^2^+3.2944P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 5290 _refine_ls_number_parameters 299 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.037 _refine_ls_wR_factor_ref 0.0997 _refine_ls_wR_factor_gt 0.0922 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.553 _refine_diff_density_min -0.672 _refine_diff_density_rms 0.072 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.489940(18) 0.310012(18) 0.652920(12) 0.02201(9) Uani 1 1 d . . . N1 N 0.53017(12) 0.39421(12) 0.57835(8) 0.0266(4) Uani 1 1 d . . . H1 H 0.5115 0.3671 0.5416 0.032 Uiso 1 1 calc R . . N2 N 0.63396(13) 0.30368(13) 0.67034(10) 0.0322(4) Uani 1 1 d . . . N3 N 0.47855(12) 0.27039(13) 0.74652(9) 0.0283(4) Uani 1 1 d . . . H3 H 0.4375 0.2221 0.7495 0.034 Uiso 1 1 calc R . . N4 N 0.45009(14) 0.43701(12) 0.69017(9) 0.0307(4) Uani 1 1 d . . . H4 H 0.3866 0.4377 0.6873 0.037 Uiso 1 1 calc R . . C1 C 0.48106(18) 0.51399(17) 0.65171(11) 0.0344(5) Uani 1 1 d . . . H1A H 0.5432 0.5334 0.6644 0.041 Uiso 1 1 calc R . . H1B H 0.439 0.5665 0.6566 0.041 Uiso 1 1 calc R . . C2 C 0.48210(17) 0.48272(15) 0.58532(11) 0.0320(5) Uani 1 1 d . . . H2A H 0.4184 0.4764 0.5704 0.038 Uiso 1 1 calc R . . H2B H 0.513 0.5293 0.5596 0.038 Uiso 1 1 calc R . . C3 C 0.63152(16) 0.40165(18) 0.57825(12) 0.0379(5) Uani 1 1 d . . . H3A H 0.6493 0.4626 0.5626 0.045 Uiso 1 1 calc R . . H3B H 0.6572 0.3553 0.5499 0.045 Uiso 1 1 calc R . . C4 C 0.67188(16) 0.38817(18) 0.64201(12) 0.0376(6) Uani 1 1 d . . . H4A H 0.7393 0.3833 0.639 0.045 Uiso 1 1 calc R . . H4B H 0.6571 0.4414 0.6683 0.045 Uiso 1 1 calc R . . C5 C 0.64523(16) 0.29891(18) 0.73799(12) 0.0377(6) Uani 1 1 d . . . H5A H 0.6411 0.3609 0.7559 0.045 Uiso 1 1 calc R . . H5B H 0.7062 0.2736 0.7481 0.045 Uiso 1 1 calc R . . C6 C 0.57081(16) 0.23846(17) 0.76530(11) 0.0350(5) Uani 1 1 d . . . H6A H 0.5798 0.1749 0.7512 0.042 Uiso 1 1 calc R . . H6B H 0.5755 0.2392 0.8109 0.042 Uiso 1 1 calc R . . C7 C 0.44351(18) 0.34860(17) 0.78362(11) 0.0359(5) Uani 1 1 d . . . H7A H 0.4682 0.3443 0.8261 0.043 Uiso 1 1 calc R . . H7B H 0.376 0.3446 0.7862 0.043 Uiso 1 1 calc R . . C8 C 0.4697(2) 0.44010(17) 0.75631(11) 0.0387(6) Uani 1 1 d . . . H8A H 0.4341 0.4895 0.7761 0.046 Uiso 1 1 calc R . . H8B H 0.5356 0.4521 0.7632 0.046 Uiso 1 1 calc R . . C11 C 0.67394(17) 0.22193(19) 0.64041(14) 0.0429(6) Uani 1 1 d . . . H11A H 0.7153 0.1914 0.6701 0.051 Uiso 1 1 calc R . . H11B H 0.7114 0.2418 0.6048 0.051 Uiso 1 1 calc R . . C12 C 0.60487(16) 0.15443(16) 0.61842(11) 0.0336(5) Uani 1 1 d . . . O13 O 0.36052(15) 0.09813(17) 0.72828(10) 0.0619(6) Uani 1 1 d . . . C14 C 0.5677(2) 0.00759(19) 0.57779(12) 0.0529(8) Uani 1 1 d . . . H14 H 0.585 -0.0515 0.5642 0.063 Uiso 1 1 calc R . . C16 C 0.45391(18) 0.12057(16) 0.59679(11) 0.0341(5) Uani 1 1 d . . . H16 H 0.3914 0.1384 0.5958 0.041 Uiso 1 1 calc R . . N5 N 0.51657(13) 0.18053(12) 0.61764(9) 0.0285(4) Uani 1 1 d . . . NS N 0.35385(13) 0.30082(12) 0.62489(9) 0.0286(4) Uani 1 1 d . . . C21 C 0.19282(16) 0.30217(19) 0.57502(13) 0.0406(6) Uani 1 1 d . . . H21A H 0.1536 0.3461 0.5966 0.061 Uiso 1 1 calc R . . H21B H 0.1658 0.2411 0.5779 0.061 Uiso 1 1 calc R . . H21C H 0.1982 0.3197 0.5315 0.061 Uiso 1 1 calc R . . C22 C 0.4771(2) 0.03415(18) 0.57688(12) 0.0451(7) Uani 1 1 d . . . H22 H 0.4312 -0.0066 0.5627 0.054 Uiso 1 1 calc R . . Cl1 Cl 0.27611(4) 0.06160(4) 0.70729(3) 0.03265(14) Uani 1 1 d . . . O11 O 0.21846(17) 0.04264(19) 0.75921(12) 0.0762(8) Uani 1 1 d . . . O12 O 0.29287(18) -0.01990(13) 0.67451(11) 0.0652(6) Uani 1 1 d . . . C13 C 0.6325(2) 0.06839(18) 0.59883(12) 0.0445(7) Uani 1 1 d . . . H13 H 0.6953 0.0517 0.5999 0.053 Uiso 1 1 calc R . . O14 O 0.23155(14) 0.12558(14) 0.66764(10) 0.0558(5) Uani 1 1 d . . . C15 C 0.28321(15) 0.30167(15) 0.60325(11) 0.0295(5) Uani 1 1 d . . . Cl2 Cl 0.39904(3) 0.28467(4) 0.44452(2) 0.02772(13) Uani 1 1 d . . . O21 O 0.34528(13) 0.20448(11) 0.45718(10) 0.0432(4) Uani 1 1 d . . . O22 O 0.39824(13) 0.30470(14) 0.37969(8) 0.0462(5) Uani 1 1 d . . . O23 O 0.36074(12) 0.36055(11) 0.47779(8) 0.0394(4) Uani 1 1 d . . . O24 O 0.49175(11) 0.27100(16) 0.46506(10) 0.0502(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02120(14) 0.01879(15) 0.02604(16) 0.00003(10) 0.00046(10) -0.00187(9) N1 0.0278(9) 0.0260(9) 0.0261(9) -0.0023(7) -0.0003(7) -0.0046(7) N2 0.0232(9) 0.0320(10) 0.0416(11) 0.0078(8) -0.0013(8) -0.0035(8) N3 0.0275(9) 0.0272(10) 0.0302(10) 0.0041(8) 0.0004(8) -0.0034(7) N4 0.0422(11) 0.0236(9) 0.0263(9) -0.0007(7) 0.0009(8) -0.0008(8) C1 0.0471(14) 0.0230(11) 0.0331(13) 0.0024(9) 0.0024(10) 0.0026(10) C2 0.0439(13) 0.0217(11) 0.0303(12) 0.0041(9) -0.0015(10) 0.0002(9) C3 0.0292(12) 0.0421(14) 0.0423(14) 0.0078(11) 0.0071(10) -0.0068(10) C4 0.0243(11) 0.0396(13) 0.0489(14) 0.0124(11) -0.0026(10) -0.0104(10) C5 0.0291(11) 0.0428(14) 0.0413(14) 0.0121(11) -0.0103(10) -0.0054(10) C6 0.0312(11) 0.0379(13) 0.0360(13) 0.0115(10) -0.0060(10) -0.0011(10) C7 0.0442(14) 0.0353(13) 0.0282(12) 0.0024(10) 0.0058(10) -0.0001(10) C8 0.0546(15) 0.0332(13) 0.0282(12) -0.0034(10) 0.0031(11) 0.0026(11) C11 0.0275(12) 0.0428(14) 0.0584(17) 0.0083(13) 0.0082(11) 0.0081(10) C12 0.0382(12) 0.0317(12) 0.0311(12) 0.0064(10) 0.0091(10) 0.0091(10) O13 0.0582(13) 0.0709(15) 0.0568(13) 0.0005(11) -0.0124(10) -0.0283(11) C14 0.095(2) 0.0320(14) 0.0315(13) -0.0011(11) 0.0093(15) 0.0232(15) C16 0.0469(14) 0.0265(11) 0.0288(12) -0.0029(9) 0.0053(10) -0.0043(10) N5 0.0333(10) 0.0223(9) 0.0300(10) 0.0016(7) 0.0068(8) 0.0010(7) NS 0.0264(10) 0.0273(9) 0.0321(10) 0.0005(8) 0.0004(8) -0.0017(7) C21 0.0247(11) 0.0533(16) 0.0439(14) 0.0017(12) -0.0046(10) -0.0017(10) C22 0.080(2) 0.0262(12) 0.0289(12) -0.0029(10) 0.0023(13) -0.0025(13) Cl1 0.0306(3) 0.0264(3) 0.0409(3) 0.0018(2) 0.0056(2) -0.0027(2) O11 0.0590(14) 0.0997(19) 0.0699(16) 0.0351(14) 0.0286(12) 0.0001(13) O12 0.0927(17) 0.0310(10) 0.0719(15) -0.0164(10) -0.0126(13) 0.0090(11) C13 0.0606(17) 0.0402(14) 0.0328(13) 0.0035(11) 0.0089(12) 0.0239(13) O14 0.0466(12) 0.0505(12) 0.0703(13) 0.0241(10) 0.0068(10) 0.0169(9) C15 0.0263(11) 0.0308(11) 0.0313(12) 0.0020(9) 0.0045(9) -0.0016(9) Cl2 0.0238(3) 0.0275(3) 0.0318(3) -0.0060(2) -0.00089(19) -0.00158(19) O21 0.0400(10) 0.0251(8) 0.0646(12) 0.0031(8) -0.0085(9) -0.0077(7) O22 0.0485(11) 0.0620(13) 0.0282(9) -0.0064(8) 0.0029(8) -0.0083(9) O23 0.0476(10) 0.0290(9) 0.0417(10) -0.0069(7) 0.0147(8) 0.0005(7) O24 0.0244(9) 0.0623(13) 0.0640(13) -0.0085(11) -0.0084(8) 0.0046(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N5 2.0827(19) . ? Ni1 NS 2.0835(19) . ? Ni1 N4 2.1108(19) . ? Ni1 N3 2.1165(19) . ? Ni1 N1 2.1167(19) . ? Ni1 N2 2.1399(19) . ? N1 C2 1.483(3) . ? N1 C3 1.485(3) . ? N1 H1 0.93 . ? N2 C5 1.477(3) . ? N2 C11 1.482(3) . ? N2 C4 1.489(3) . ? N3 C6 1.484(3) . ? N3 C7 1.491(3) . ? N3 H3 0.93 . ? N4 C8 1.463(3) . ? N4 C1 1.474(3) . ? N4 H4 0.93 . ? C1 C2 1.510(3) . ? C1 H1A 0.99 . ? C1 H1B 0.99 . ? C2 H2A 0.99 . ? C2 H2B 0.99 . ? C3 C4 1.515(4) . ? C3 H3A 0.99 . ? C3 H3B 0.99 . ? C4 H4A 0.99 . ? C4 H4B 0.99 . ? C5 C6 1.522(3) . ? C5 H5A 0.99 . ? C5 H5B 0.99 . ? C6 H6A 0.99 . ? C6 H6B 0.99 . ? C7 C8 1.515(3) . ? C7 H7A 0.99 . ? C7 H7B 0.99 . ? C8 H8A 0.99 . ? C8 H8B 0.99 . ? C11 C12 1.491(4) . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 N5 1.346(3) . ? C12 C13 1.390(3) . ? O13 Cl1 1.419(2) . ? C14 C13 1.378(5) . ? C14 C22 1.379(5) . ? C14 H14 0.95 . ? C16 N5 1.347(3) . ? C16 C22 1.381(3) . ? C16 H16 0.95 . ? NS C15 1.134(3) . ? C21 C15 1.456(3) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22 0.95 . ? Cl1 O12 1.411(2) . ? Cl1 O14 1.4289(19) . ? Cl1 O11 1.433(2) . ? C13 H13 0.95 . ? Cl2 O22 1.4355(19) . ? Cl2 O23 1.4388(17) . ? Cl2 O24 1.4398(17) . ? Cl2 O21 1.4399(17) . ? 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 N5 Ni1 NS 90.71(8) . . ? N5 Ni1 N4 174.56(8) . . ? NS Ni1 N4 84.57(8) . . ? N5 Ni1 N3 96.69(7) . . ? NS Ni1 N3 100.76(7) . . ? N4 Ni1 N3 81.59(7) . . ? N5 Ni1 N1 101.48(7) . . ? NS Ni1 N1 94.59(7) . . ? N4 Ni1 N1 81.63(7) . . ? N3 Ni1 N1 156.00(7) . . ? N5 Ni1 N2 80.88(8) . . ? NS Ni1 N2 170.79(8) . . ? N4 Ni1 N2 104.01(8) . . ? N3 Ni1 N2 84.05(7) . . ? N1 Ni1 N2 83.51(7) . . ? C2 N1 C3 114.10(19) . . ? C2 N1 Ni1 107.50(13) . . ? C3 N1 Ni1 108.71(14) . . ? C2 N1 H1 108.8 . . ? C3 N1 H1 108.8 . . ? Ni1 N1 H1 108.8 . . ? C5 N2 C11 110.6(2) . . ? C5 N2 C4 114.03(19) . . ? C11 N2 C4 110.2(2) . . ? C5 N2 Ni1 106.66(14) . . ? C11 N2 Ni1 110.20(15) . . ? C4 N2 Ni1 104.90(14) . . ? C6 N3 C7 113.99(19) . . ? C6 N3 Ni1 106.14(14) . . ? C7 N3 Ni1 109.45(14) . . ? C6 N3 H3 109 . . ? C7 N3 H3 109 . . ? Ni1 N3 H3 109 . . ? C8 N4 C1 118.05(19) . . ? C8 N4 Ni1 110.36(14) . . ? C1 N4 Ni1 111.96(14) . . ? C8 N4 H4 105.1 . . ? C1 N4 H4 105.1 . . ? Ni1 N4 H4 105.1 . . ? N4 C1 C2 108.03(19) . . ? N4 C1 H1A 110.1 . . ? C2 C1 H1A 110.1 . . ? N4 C1 H1B 110.1 . . ? C2 C1 H1B 110.1 . . ? H1A C1 H1B 108.4 . . ? N1 C2 C1 111.55(19) . . ? N1 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? N1 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 108 . . ? N1 C3 C4 112.17(19) . . ? N1 C3 H3A 109.2 . . ? C4 C3 H3A 109.2 . . ? N1 C3 H3B 109.2 . . ? C4 C3 H3B 109.2 . . ? H3A C3 H3B 107.9 . . ? N2 C4 C3 109.8(2) . . ? N2 C4 H4A 109.7 . . ? C3 C4 H4A 109.7 . . ? N2 C4 H4B 109.7 . . ? C3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N2 C5 C6 109.50(19) . . ? N2 C5 H5A 109.8 . . ? C6 C5 H5A 109.8 . . ? N2 C5 H5B 109.8 . . ? C6 C5 H5B 109.8 . . ? H5A C5 H5B 108.2 . . ? N3 C6 C5 111.01(19) . . ? N3 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N3 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108 . . ? N3 C7 C8 112.51(19) . . ? N3 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N3 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N4 C8 C7 107.8(2) . . ? N4 C8 H8A 110.1 . . ? C7 C8 H8A 110.1 . . ? N4 C8 H8B 110.1 . . ? C7 C8 H8B 110.1 . . ? H8A C8 H8B 108.5 . . ? N2 C11 C12 114.2(2) . . ? N2 C11 H11A 108.7 . . ? C12 C11 H11A 108.7 . . ? N2 C11 H11B 108.7 . . ? C12 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? N5 C12 C13 122.2(3) . . ? N5 C12 C11 117.7(2) . . ? C13 C12 C11 120.2(2) . . ? C13 C14 C22 118.8(2) . . ? C13 C14 H14 120.6 . . ? C22 C14 H14 120.6 . . ? N5 C16 C22 122.4(3) . . ? N5 C16 H16 118.8 . . ? C22 C16 H16 118.8 . . ? C12 N5 C16 118.0(2) . . ? C12 N5 Ni1 115.69(16) . . ? C16 N5 Ni1 126.20(16) . . ? C15 NS Ni1 171.38(19) . . ? C15 C21 H21A 109.5 . . ? C15 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C15 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C14 C22 C16 119.4(3) . . ? C14 C22 H22 120.3 . . ? C16 C22 H22 120.3 . . ? O12 Cl1 O13 109.26(15) . . ? O12 Cl1 O14 109.37(14) . . ? O13 Cl1 O14 109.94(14) . . ? O12 Cl1 O11 109.47(17) . . ? O13 Cl1 O11 109.41(15) . . ? O14 Cl1 O11 109.38(14) . . ? C14 C13 C12 119.2(3) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? NS C15 C21 179.5(3) . . ? O22 Cl2 O23 109.22(11) . . ? O22 Cl2 O24 109.80(13) . . ? O23 Cl2 O24 108.58(12) . . ? O22 Cl2 O21 110.42(12) . . ? O23 Cl2 O21 108.86(11) . . ? O24 Cl2 O21 109.92(12) . . ? # Attachment 'SE58P_archive_new1.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2005-09-27 at 08:47:00 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : d:\progs\wingx\files\archive.dat # CIF files read : new dreduc struct data_new_3 _database_code_depnum_ccdc_archive 'CCDC 293321' _audit_creation_date 2005-09-27T08:47:00-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H32 N6 Ni1, 2(Cl1 O4), C2 N1 H3' _chemical_formula_sum 'C20 H35 Cl2 N7 Ni O8' _chemical_formula_weight 631.16 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration rm #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 14.2314(11) _cell_length_b 12.7251(11) _cell_length_c 15.5407(12) _cell_angle_alpha 90 _cell_angle_beta 98.313(4) _cell_angle_gamma 90 _cell_volume 2784.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5802 _cell_measurement_theta_min 2.546 _cell_measurement_theta_max 27.103 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.944 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.300337E-1 _diffrn_orient_matrix_ub_12 0.711362E-1 _diffrn_orient_matrix_ub_13 -0.13114E-2 _diffrn_orient_matrix_ub_21 -0.395223E-1 _diffrn_orient_matrix_ub_22 -0.232262E-1 _diffrn_orient_matrix_ub_23 0.447305E-1 _diffrn_orient_matrix_ub_31 0.507825E-1 _diffrn_orient_matrix_ub_32 0.239951E-1 _diffrn_orient_matrix_ub_33 0.47185E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.046 _diffrn_reflns_av_unetI/netI 0.0474 _diffrn_reflns_number 11072 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.06 _diffrn_reflns_theta_full 27.06 _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.972 _reflns_number_total 11072 _reflns_number_gt 8922 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SIR97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0457P)^2^+15.1610P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 11072 _refine_ls_number_parameters 697 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1285 _refine_ls_R_factor_gt 0.1009 _refine_ls_wR_factor_ref 0.2187 _refine_ls_wR_factor_gt 0.2005 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _refine_ls_shift/su_max 0.037 _refine_ls_shift/su_mean 0.005 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.55(4) _refine_diff_density_max 0.927 _refine_diff_density_min -0.53 _refine_diff_density_rms 0.103 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.04456(11) 0.14490(10) 0.20504(9) 0.0421(4) Uani 1 1 d . . . N1 N 0.1128(7) 0.0035(10) 0.1966(8) 0.058(3) Uani 1 1 d . . . H1 H 0.1188 -0.009 0.1387 0.07 Uiso 1 1 calc R . . N2 N -0.0827(12) 0.0507(13) 0.1833(7) 0.095(6) Uani 1 1 d . . . N3 N -0.0381(10) 0.2705(12) 0.2157(6) 0.105(6) Uani 1 1 d . . . H3 H -0.0778 0.2799 0.1632 0.126 Uiso 1 1 calc R . . N4 N 0.1612(8) 0.2430(10) 0.2270(6) 0.051(3) Uani 1 1 d . . . H4 H 0.1764 0.2632 0.1732 0.061 Uiso 1 1 calc R . . C10 C 0.029(2) -0.087(2) 0.2291(9) 0.23(2) Uani 1 1 d . . . H10A H 0.0432 -0.1608 0.2143 0.272 Uiso 1 1 calc R . . H10B H 0.024 -0.0819 0.2918 0.272 Uiso 1 1 calc R . . C11 C -0.0529(9) -0.0462(18) 0.175(4) 0.36(4) Uani 1 1 d . . . H11A H -0.0413 -0.054 0.1139 0.431 Uiso 1 1 calc R . . H11B H -0.1067 -0.0933 0.182 0.431 Uiso 1 1 calc R . . C12 C -0.1411(9) 0.0789(11) 0.2523(6) 0.051(3) Uani 1 1 d . . . H12A H -0.1041 0.0612 0.3093 0.062 Uiso 1 1 calc R . . H12B H -0.1983 0.0337 0.2447 0.062 Uiso 1 1 calc R . . C13 C -0.1755(9) 0.1992(11) 0.2561(9) 0.050(3) Uani 1 1 d . . . H13A H -0.2213 0.2041 0.2982 0.06 Uiso 1 1 calc R . . H13B H -0.2095 0.2188 0.1982 0.06 Uiso 1 1 calc R . . C14 C -0.0910(13) 0.2838(17) 0.2835(8) 0.099(7) Uani 1 1 d . . . H14A H -0.116 0.3562 0.2852 0.119 Uiso 1 1 calc R . . H14B H -0.0536 0.2664 0.3405 0.119 Uiso 1 1 calc R . . C15 C 0.0413(7) 0.3754(10) 0.2309(8) 0.043(3) Uani 1 1 d . . . H15A H 0.0459 0.4093 0.1743 0.052 Uiso 1 1 calc R . . H15B H 0.0181 0.4284 0.2695 0.052 Uiso 1 1 calc R . . C16 C 0.1394(9) 0.3354(12) 0.2717(9) 0.055(4) Uani 1 1 d . . . H16A H 0.188 0.39 0.2671 0.066 Uiso 1 1 calc R . . H16B H 0.1392 0.3196 0.334 0.066 Uiso 1 1 calc R . . C17 C 0.2478(8) 0.1897(13) 0.2768(8) 0.058(4) Uani 1 1 d . . . H17A H 0.2365 0.1768 0.3373 0.069 Uiso 1 1 calc R . . H17B H 0.3031 0.2374 0.279 0.069 Uiso 1 1 calc R . . C18 C 0.2714(10) 0.0849(13) 0.2356(10) 0.061(4) Uani 1 1 d . . . H18A H 0.2701 0.0959 0.1724 0.073 Uiso 1 1 calc R . . H18B H 0.337 0.0646 0.2601 0.073 Uiso 1 1 calc R . . C19 C 0.2055(9) -0.0059(10) 0.2486(8) 0.052(3) Uani 1 1 d . . . H19A H 0.2353 -0.0724 0.2335 0.063 Uiso 1 1 calc R . . H19B H 0.1976 -0.0095 0.3108 0.063 Uiso 1 1 calc R . . C21 C -0.1351(18) 0.078(3) 0.1014(13) 0.175(14) Uani 1 1 d . . . H21A H -0.1818 0.1334 0.1101 0.21 Uiso 1 1 calc R . . H21B H -0.1709 0.0158 0.0765 0.21 Uiso 1 1 calc R . . C22 C -0.0689(10) 0.1193(11) 0.0342(7) 0.054(3) Uani 1 1 d . . . C23 C -0.0897(14) 0.1043(15) -0.0580(10) 0.085(6) Uani 1 1 d . . . H23 H -0.1448 0.0651 -0.0801 0.102 Uiso 1 1 calc R . . C24 C -0.0367(12) 0.1421(14) -0.1142(10) 0.067(4) Uani 1 1 d . . . H24 H -0.0533 0.1351 -0.1754 0.08 Uiso 1 1 calc R . . C25 C 0.0435(14) 0.1917(14) -0.0771(7) 0.084(6) Uani 1 1 d . . . H25 H 0.0845 0.2235 -0.1127 0.101 Uiso 1 1 calc R . . C26 C 0.0666(14) 0.1962(14) 0.0159(14) 0.097(7) Uani 1 1 d . . . H26 H 0.1209 0.2352 0.0403 0.116 Uiso 1 1 calc R . . N27 N 0.0167(7) 0.1495(10) 0.0682(6) 0.053(3) Uani 1 1 d . . . N31 N 0.0611(7) 0.1228(11) 0.3479(6) 0.050(3) Uani 1 1 d . . . C32 C 0.0716(9) 0.1044(12) 0.4193(9) 0.051(3) Uani 1 1 d . . . C33 C 0.0965(10) 0.0739(13) 0.5121(8) 0.054(4) Uani 1 1 d . . . H33A H 0.0585 0.0129 0.5243 0.081 Uiso 1 1 calc R . . H33B H 0.0833 0.1327 0.5493 0.081 Uiso 1 1 calc R . . H33C H 0.1641 0.056 0.524 0.081 Uiso 1 1 calc R . . Ni2 Ni 0.45517(11) 0.12471(9) 0.79490(9) 0.0408(4) Uani 1 1 d . . . N51 N 0.3332(8) 0.0309(9) 0.7718(8) 0.050(3) Uani 1 1 d . . . H51 H 0.3205 0.0054 0.8251 0.06 Uiso 1 1 calc R . . N52 N 0.3780(12) 0.2585(10) 0.8002(8) 0.089(5) Uani 1 1 d . . . H52 H 0.3663 0.2685 0.857 0.107 Uiso 1 1 calc R . . N53 N 0.5788(7) 0.2077(8) 0.8166(8) 0.056(3) Uani 1 1 d . . . N54 N 0.5326(6) -0.0184(8) 0.7815(7) 0.056(3) Uani 1 1 d . . . H54 H 0.5694 -0.0333 0.8346 0.067 Uiso 1 1 calc R . . C60 C 0.2486(11) 0.0860(13) 0.7302(9) 0.065(4) Uani 1 1 d . . . H60A H 0.2546 0.0983 0.6683 0.078 Uiso 1 1 calc R . . H60B H 0.1923 0.0408 0.7322 0.078 Uiso 1 1 calc R . . C61 C 0.2341(12) 0.1838(15) 0.7703(11) 0.071(5) Uani 1 1 d . . . H61A H 0.2449 0.1734 0.8341 0.085 Uiso 1 1 calc R . . H61B H 0.1668 0.2041 0.7538 0.085 Uiso 1 1 calc R . . C62 C 0.3015(19) 0.284(2) 0.7467(12) 0.174(15) Uani 1 1 d . . . H62A H 0.3123 0.2829 0.6852 0.208 Uiso 1 1 calc R . . H62B H 0.2753 0.3526 0.7609 0.208 Uiso 1 1 calc R . . C63 C 0.4543(7) 0.3429(8) 0.7791(10) 0.062(4) Uani 1 1 d . . . H63A H 0.4524 0.3469 0.7152 0.075 Uiso 1 1 calc R . . H63B H 0.436 0.4128 0.7993 0.075 Uiso 1 1 calc R . . C64 C 0.5547(11) 0.3196(10) 0.8199(8) 0.070(4) Uani 1 1 d . . . H64A H 0.5991 0.3606 0.7895 0.085 Uiso 1 1 calc R . . H64B H 0.5634 0.3428 0.8814 0.085 Uiso 1 1 calc R . . C65 C 0.6518(14) 0.1920(13) 0.7577(16) 0.112(8) Uani 1 1 d . . . H65A H 0.6335 0.2315 0.703 0.134 Uiso 1 1 calc R . . H65B H 0.7139 0.219 0.786 0.134 Uiso 1 1 calc R . . C66 C 0.6595(14) 0.0838(17) 0.7391(14) 0.107(7) Uani 1 1 d . . . H66A H 0.7011 0.0577 0.7913 0.128 Uiso 1 1 calc R . . H66B H 0.7002 0.0843 0.6926 0.128 Uiso 1 1 calc R . . C67 C 0.5961(9) -0.0083(10) 0.7146(10) 0.062(4) Uani 1 1 d . . . H67A H 0.5584 0.003 0.6566 0.075 Uiso 1 1 calc R . . H67B H 0.6343 -0.073 0.7124 0.075 Uiso 1 1 calc R . . C68 C 0.4655(16) -0.1005(14) 0.7616(12) 0.122(9) Uani 1 1 d . . . H68A H 0.4585 -0.1386 0.8158 0.146 Uiso 1 1 calc R . . H68B H 0.4903 -0.1507 0.7218 0.146 Uiso 1 1 calc R . . C69 C 0.3694(12) -0.0630(11) 0.7202(9) 0.062(4) Uani 1 1 d . . . H69A H 0.3236 -0.1217 0.7179 0.074 Uiso 1 1 calc R . . H69B H 0.373 -0.0404 0.6598 0.074 Uiso 1 1 calc R . . C71 C 0.6335(9) 0.1792(10) 0.9044(7) 0.054(3) Uani 1 1 d . . . H71A H 0.6823 0.233 0.9236 0.065 Uiso 1 1 calc R . . H71B H 0.6652 0.1103 0.9017 0.065 Uiso 1 1 calc R . . C72 C 0.5575(11) 0.1747(13) 0.9676(8) 0.083(6) Uani 1 1 d . . . C73 C 0.5903(10) 0.1712(14) 1.0544(8) 0.066(5) Uani 1 1 d . . . H73 H 0.6518 0.1965 1.0768 0.079 Uiso 1 1 calc R . . C74 C 0.5318(11) 0.1300(13) 1.1082(6) 0.055(4) Uani 1 1 d . . . H74 H 0.5497 0.1329 1.1694 0.066 Uiso 1 1 calc R . . C75 C 0.4477(10) 0.0848(10) 1.0739(10) 0.056(4) Uani 1 1 d . . . H75 H 0.4049 0.0588 1.1104 0.067 Uiso 1 1 calc R . . C76 C 0.4274(8) 0.0782(9) 0.9870(6) 0.038(3) Uani 1 1 d . . . H76 H 0.3702 0.0438 0.9637 0.046 Uiso 1 1 calc R . . N77 N 0.4806(7) 0.1157(7) 0.9314(6) 0.043(3) Uani 1 1 d . . . N81 N 0.4358(7) 0.1517(9) 0.6528(6) 0.044(3) Uani 1 1 d . . . C82 C 0.4216(8) 0.1730(9) 0.5807(7) 0.035(2) Uani 1 1 d . . . C83 C 0.4087(11) 0.1996(11) 0.4903(9) 0.054(3) Uani 1 1 d . . . H83A H 0.466 0.2344 0.4762 0.081 Uiso 1 1 calc R . . H83B H 0.3543 0.2472 0.4774 0.081 Uiso 1 1 calc R . . H83C H 0.3969 0.1355 0.4554 0.081 Uiso 1 1 calc R . . C101 C 0.1388(10) 0.7241(12) 0.4816(8) 0.052(3) Uani 1 1 d . . . H10C H 0.1337 0.671 0.5264 0.078 Uiso 1 1 calc R . . H10D H 0.0901 0.7781 0.4838 0.078 Uiso 1 1 calc R . . H10E H 0.2019 0.7565 0.492 0.078 Uiso 1 1 calc R . . C102 C 0.1253(13) 0.6758(15) 0.3988(9) 0.071(5) Uani 1 1 d . . . N103 N 0.1177(14) 0.651(2) 0.3267(7) 0.132(8) Uani 1 1 d . . . C111 C 0.6371(13) 0.0440(16) 0.4774(15) 0.096(7) Uani 1 1 d . . . H11C H 0.6464 -0.0321 0.4736 0.144 Uiso 1 1 calc R . . H11D H 0.5821 0.058 0.507 0.144 Uiso 1 1 calc R . . H11E H 0.6939 0.076 0.5103 0.144 Uiso 1 1 calc R . . C112 C 0.6206(14) 0.0886(18) 0.3899(16) 0.091(6) Uani 1 1 d . . . N113 N 0.6056(15) 0.144(2) 0.3328(12) 0.115(6) Uani 1 1 d . . . Cl11 Cl 0.6232(3) 0.3984(3) 0.5385(2) 0.0540(9) Uani 1 1 d . . . O11 O 0.6415(10) 0.2892(10) 0.5539(8) 0.081(4) Uani 1 1 d . . . O12 O 0.5910(9) 0.4486(13) 0.6123(7) 0.092(4) Uani 1 1 d . . . O13 O 0.7093(8) 0.4477(13) 0.5210(9) 0.094(4) Uani 1 1 d . . . O14 O 0.5513(7) 0.4116(10) 0.4674(7) 0.069(3) Uani 1 1 d . . . Cl21 Cl 0.3148(3) 0.3585(3) 0.0286(2) 0.0567(9) Uani 1 1 d . . . O21 O 0.2564(11) 0.3492(18) -0.0505(7) 0.110(7) Uani 0.8 1 d P . . O22 O 0.2943(17) 0.355(5) 0.087(2) 0.47(5) Uani 0.8 1 d P . . O23 O 0.4162(9) 0.3467(12) 0.0163(11) 0.080(4) Uani 0.8 1 d P . . O24 O 0.2479(10) 0.4157(11) 0.0863(10) 0.104(5) Uani 0.8 1 d P . . O25 O 0.3079(13) 0.2644(16) 0.066(2) 0.196(14) Uani 0.8 1 d P . . Cl31 Cl 0.8141(3) 0.4135(3) 0.0289(2) 0.0522(8) Uani 1 1 d . . . O31 O 0.8124(9) 0.3018(7) 0.0407(8) 0.105(4) Uani 1 1 d . . . O32 O 0.9058(8) 0.3909(13) 0.0284(8) 0.121(6) Uani 1 1 d . . . O33 O 0.7659(9) 0.4503(12) -0.0493(7) 0.096(4) Uani 1 1 d . . . O34 O 0.8040(10) 0.4847(15) 0.0965(8) 0.121(6) Uani 1 1 d . . . Cl41 Cl 0.8755(3) 0.8714(3) 0.46103(19) 0.0510(8) Uani 1 1 d . . . O41 O 0.7962(8) 0.8145(10) 0.4809(8) 0.076(3) Uani 1 1 d . . . O42 O 0.9104(9) 0.8289(11) 0.3861(7) 0.085(4) Uani 1 1 d . . . O43 O 0.9507(8) 0.8651(11) 0.5364(6) 0.069(3) Uani 1 1 d . . . O44 O 0.8554(9) 0.9793(10) 0.4451(9) 0.085(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0454(9) 0.0455(12) 0.0328(6) -0.0007(7) -0.0036(6) 0.0004(7) N1 0.045(5) 0.060(7) 0.065(7) -0.002(6) -0.007(5) -0.002(5) N2 0.144(13) 0.114(12) 0.025(5) 0.021(6) 0.004(6) -0.083(10) N3 0.128(11) 0.164(14) 0.024(4) 0.018(6) 0.017(5) 0.120(11) N4 0.055(7) 0.061(8) 0.033(5) -0.005(5) -0.005(4) -0.005(6) C10 0.41(4) 0.24(3) 0.024(6) -0.020(10) 0.007(13) -0.25(3) C11 0.007(6) 0.096(15) 0.96(10) -0.20(3) 0.016(18) -0.007(7) C12 0.046(6) 0.085(9) 0.017(4) -0.003(4) -0.013(4) -0.017(6) C13 0.039(6) 0.052(7) 0.060(7) 0.001(5) 0.010(5) -0.004(5) C14 0.112(14) 0.153(18) 0.028(6) -0.001(8) -0.008(7) 0.060(13) C15 0.039(5) 0.038(6) 0.055(6) 0.003(5) 0.011(5) -0.018(5) C16 0.041(6) 0.065(9) 0.059(7) -0.008(7) 0.005(5) -0.029(6) C17 0.028(6) 0.085(10) 0.058(7) -0.030(7) -0.005(5) -0.015(6) C18 0.035(6) 0.071(10) 0.073(9) 0.013(8) -0.008(6) -0.009(6) C19 0.056(7) 0.049(7) 0.056(7) -0.009(5) 0.021(6) -0.014(6) C21 0.137(19) 0.30(4) 0.070(11) 0.003(15) -0.056(12) -0.08(2) C22 0.063(7) 0.054(6) 0.047(6) 0.005(5) 0.012(5) 0.040(6) C23 0.108(13) 0.084(13) 0.050(8) -0.020(9) -0.034(8) 0.002(10) C24 0.083(10) 0.054(10) 0.058(7) 0.009(8) -0.008(7) 0.027(8) C25 0.141(15) 0.104(13) 0.011(4) 0.008(6) 0.021(7) 0.007(11) C26 0.086(12) 0.058(10) 0.132(16) -0.030(10) -0.027(11) -0.007(9) N27 0.045(6) 0.077(8) 0.045(5) 0.007(6) 0.028(4) -0.018(5) N31 0.044(6) 0.062(7) 0.044(5) 0.009(6) 0.008(4) 0.021(5) C32 0.041(7) 0.052(8) 0.063(8) -0.011(7) 0.019(6) 0.006(6) C33 0.053(8) 0.072(10) 0.035(6) 0.011(6) -0.001(5) 0.000(7) Ni2 0.0409(8) 0.0366(10) 0.0420(7) 0.0021(7) -0.0033(6) -0.0063(7) N51 0.052(7) 0.033(6) 0.068(7) 0.003(5) 0.014(5) -0.012(5) N52 0.172(15) 0.048(7) 0.047(6) 0.001(6) 0.014(8) 0.059(8) N53 0.041(5) 0.038(5) 0.086(7) -0.016(5) -0.002(5) -0.009(4) N54 0.026(4) 0.044(5) 0.094(7) 0.029(5) -0.001(4) -0.023(4) C60 0.065(9) 0.075(10) 0.053(7) 0.034(7) 0.005(6) 0.003(7) C61 0.068(10) 0.071(12) 0.078(10) 0.006(9) 0.023(8) 0.028(8) C62 0.24(3) 0.21(2) 0.061(10) -0.019(12) -0.038(13) 0.19(2) C63 0.032(5) 0.023(4) 0.132(11) 0.000(6) 0.007(6) 0.000(4) C64 0.098(11) 0.053(8) 0.059(7) 0.012(6) 0.006(7) -0.010(7) C65 0.081(12) 0.049(9) 0.21(2) 0.053(11) 0.029(13) 0.007(8) C66 0.086(12) 0.111(16) 0.102(12) 0.030(11) -0.057(10) 0.000(10) C67 0.041(6) 0.038(6) 0.108(11) -0.018(7) 0.009(7) -0.001(5) C68 0.20(2) 0.059(11) 0.083(11) -0.024(9) -0.061(12) 0.064(12) C69 0.089(11) 0.037(7) 0.058(7) -0.010(6) 0.005(7) -0.010(7) C71 0.060(7) 0.058(7) 0.047(6) -0.013(5) 0.017(5) -0.011(6) C72 0.084(10) 0.118(13) 0.040(6) 0.010(7) -0.010(6) -0.072(10) C73 0.051(7) 0.102(14) 0.044(6) 0.011(8) 0.007(5) -0.022(8) C74 0.097(11) 0.051(8) 0.020(4) -0.005(5) 0.012(5) 0.029(8) C75 0.051(7) 0.033(6) 0.087(9) 0.012(6) 0.018(6) -0.009(5) C76 0.049(6) 0.051(7) 0.020(4) 0.012(4) 0.023(4) -0.001(5) N77 0.056(6) 0.018(4) 0.045(4) -0.002(4) -0.031(4) 0.011(4) N81 0.048(6) 0.037(6) 0.044(5) -0.013(5) -0.006(4) -0.016(4) C82 0.030(5) 0.033(6) 0.037(5) -0.001(5) -0.012(4) 0.000(4) C83 0.064(9) 0.042(7) 0.052(7) -0.009(6) -0.002(6) 0.003(7) C101 0.058(8) 0.058(9) 0.041(6) -0.001(6) 0.009(5) -0.006(7) C102 0.081(10) 0.085(12) 0.045(6) 0.015(7) 0.005(6) 0.020(9) N103 0.145(14) 0.20(2) 0.037(6) -0.044(10) -0.018(7) 0.000(14) C111 0.051(9) 0.083(14) 0.150(17) 0.039(12) -0.002(10) -0.011(9) C112 0.062(10) 0.083(14) 0.124(16) 0.006(12) -0.004(10) 0.003(9) N113 0.139(15) 0.105(12) 0.106(12) -0.004(10) 0.029(10) 0.015(12) Cl11 0.0484(18) 0.050(2) 0.0630(19) 0.0025(17) 0.0049(15) 0.0015(16) O11 0.100(9) 0.056(8) 0.085(7) 0.008(6) 0.008(7) -0.001(6) O12 0.089(9) 0.128(12) 0.064(7) -0.007(7) 0.028(6) -0.001(9) O13 0.051(6) 0.120(12) 0.114(9) 0.026(8) 0.025(6) 0.000(7) O14 0.056(6) 0.081(8) 0.066(6) 0.024(6) -0.008(5) -0.007(6) Cl21 0.069(2) 0.049(2) 0.0466(16) -0.0109(16) -0.0097(16) 0.0004(18) O21 0.079(9) 0.217(19) 0.026(5) -0.019(8) -0.016(5) 0.030(10) O22 0.090(16) 1.01(11) 0.31(4) -0.54(6) 0.05(2) -0.08(4) O23 0.041(6) 0.072(7) 0.123(10) 0.041(7) -0.003(6) -0.003(5) O24 0.104(11) 0.093(9) 0.128(11) -0.037(8) 0.063(9) 0.024(8) O25 0.082(11) 0.115(14) 0.40(4) 0.16(2) 0.059(18) 0.009(10) Cl31 0.056(2) 0.0435(19) 0.0529(17) 0.0068(15) -0.0075(14) -0.0098(15) O31 0.114(9) 0.056(5) 0.128(9) 0.026(5) -0.043(7) -0.027(5) O32 0.063(7) 0.187(16) 0.104(8) -0.061(9) -0.017(6) 0.064(9) O33 0.094(8) 0.128(10) 0.066(6) 0.053(6) 0.014(6) 0.044(7) O34 0.087(8) 0.199(16) 0.079(7) -0.077(9) 0.017(6) -0.008(9) Cl41 0.058(2) 0.056(2) 0.0383(14) 0.0094(15) 0.0051(14) -0.0037(16) O41 0.063(7) 0.069(7) 0.092(7) 0.007(6) -0.001(6) -0.015(6) O42 0.087(8) 0.095(10) 0.070(6) -0.037(7) -0.001(6) 0.003(7) O43 0.068(7) 0.088(8) 0.049(5) -0.003(6) 0.000(5) 0.007(6) O44 0.070(7) 0.071(8) 0.116(9) 0.042(7) 0.027(7) 0.029(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 N3 2.005(11) . ? Ni1 N1 2.058(13) . ? Ni1 N4 2.065(12) . ? Ni1 N27 2.107(10) . ? Ni1 N2 2.158(13) . ? Ni1 N31 2.216(10) . ? N1 C19 1.449(16) . ? N1 C10 1.78(2) . ? N1 H1 0.93 . ? N2 C11 1.32(3) . ? N2 C21 1.42(2) . ? N2 C12 1.492(19) . ? N3 C14 1.393(19) . ? N3 C15 1.74(2) . ? N3 H3 0.93 . ? N4 C16 1.423(19) . ? N4 C17 1.517(17) . ? N4 H4 0.93 . ? C10 C11 1.44(4) . ? C10 H10A 0.99 . ? C10 H10B 0.99 . ? C11 H11A 0.99 . ? C11 H11B 0.99 . ? C12 C13 1.610(18) . ? C12 H12A 0.99 . ? C12 H12B 0.99 . ? C13 C14 1.62(2) . ? C13 H13A 0.99 . ? C13 H13B 0.99 . ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 C16 1.534(18) . ? C15 H15A 0.99 . ? C15 H15B 0.99 . ? C16 H16A 0.99 . ? C16 H16B 0.99 . ? C17 C18 1.54(2) . ? C17 H17A 0.99 . ? C17 H17B 0.99 . ? C18 C19 1.519(17) . ? C18 H18A 0.99 . ? C18 H18B 0.99 . ? C19 H19A 0.99 . ? C19 H19B 0.99 . ? C21 C22 1.59(3) . ? C21 H21A 0.99 . ? C21 H21B 0.99 . ? C22 N27 1.312(17) . ? C22 C23 1.434(18) . ? C23 C24 1.32(2) . ? C23 H23 0.95 . ? C24 C25 1.36(2) . ? C24 H24 0.95 . ? C25 C26 1.44(2) . ? C25 H25 0.95 . ? C26 N27 1.30(2) . ? C26 H26 0.95 . ? N31 C32 1.123(16) . ? C32 C33 1.487(19) . ? C33 H33A 0.98 . ? C33 H33B 0.98 . ? C33 H33C 0.98 . ? Ni2 N52 2.035(12) . ? Ni2 N53 2.038(10) . ? Ni2 N51 2.095(11) . ? Ni2 N77 2.103(9) . ? Ni2 N54 2.154(11) . ? Ni2 N81 2.212(9) . ? N51 C60 1.461(18) . ? N51 C69 1.567(18) . ? N51 H51 0.93 . ? N52 C62 1.31(2) . ? N52 C63 1.60(2) . ? N52 H52 0.93 . ? N53 C64 1.467(17) . ? N53 C65 1.49(2) . ? N53 C71 1.514(16) . ? N54 C68 1.42(2) . ? N54 C67 1.479(18) . ? N54 H54 0.93 . ? C60 C61 1.42(2) . ? C60 H60A 0.99 . ? C60 H60B 0.99 . ? C61 C62 1.66(4) . ? C61 H61A 0.99 . ? C61 H61B 0.99 . ? C62 H62A 0.99 . ? C62 H62B 0.99 . ? C63 C64 1.507(17) . ? C63 H63A 0.99 . ? C63 H63B 0.99 . ? C64 H64A 0.99 . ? C64 H64B 0.99 . ? C65 C66 1.41(3) . ? C65 H65A 0.99 . ? C65 H65B 0.99 . ? C66 C67 1.49(2) . ? C66 H66A 0.99 . ? C66 H66B 0.99 . ? C67 H67A 0.99 . ? C67 H67B 0.99 . ? C68 C69 1.50(2) . ? C68 H68A 0.99 . ? C68 H68B 0.99 . ? C69 H69A 0.99 . ? C69 H69B 0.99 . ? C71 C72 1.565(18) . ? C71 H71A 0.99 . ? C71 H71B 0.99 . ? C72 C73 1.363(17) . ? C72 N77 1.378(15) . ? C73 C74 1.366(19) . ? C73 H73 0.95 . ? C74 C75 1.37(2) . ? C74 H74 0.95 . ? C75 C76 1.342(18) . ? C75 H75 0.95 . ? C76 N77 1.317(14) . ? C76 H76 0.95 . ? N81 C82 1.143(14) . ? C82 C83 1.431(18) . ? C83 H83A 0.98 . ? C83 H83B 0.98 . ? C83 H83C 0.98 . ? C101 C102 1.41(2) . ? C101 H10C 0.98 . ? C101 H10D 0.98 . ? C101 H10E 0.98 . ? C102 N103 1.153(18) . ? C111 C112 1.46(3) . ? C111 H11C 0.98 . ? C111 H11D 0.98 . ? C111 H11E 0.98 . ? C112 N113 1.13(3) . ? Cl11 O14 1.404(10) . ? Cl11 O11 1.428(13) . ? Cl11 O13 1.438(13) . ? Cl11 O12 1.445(12) . ? Cl21 O22 0.99(4) . ? Cl21 O25 1.341(15) . ? Cl21 O21 1.387(11) . ? Cl21 O23 1.490(14) . ? Cl21 O24 1.577(12) . ? O22 O24 1.02(5) . ? O22 O25 1.22(5) . ? Cl31 O32 1.338(11) . ? Cl31 O33 1.388(10) . ? Cl31 O34 1.411(12) . ? Cl31 O31 1.434(9) . ? O31 O32 1.779(19) . ? Cl41 O41 1.412(12) . ? Cl41 O44 1.417(13) . ? Cl41 O42 1.436(11) . ? Cl41 O43 1.470(10) . ? 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 N3 Ni1 N1 171.9(6) . . ? N3 Ni1 N4 88.4(6) . . ? N1 Ni1 N4 99.4(5) . . ? N3 Ni1 N27 91.9(4) . . ? N1 Ni1 N27 89.0(5) . . ? N4 Ni1 N27 100.4(4) . . ? N3 Ni1 N2 88.1(7) . . ? N1 Ni1 N2 84.1(6) . . ? N4 Ni1 N2 176.5(6) . . ? N27 Ni1 N2 80.0(4) . . ? N3 Ni1 N31 89.9(4) . . ? N1 Ni1 N31 88.3(5) . . ? N4 Ni1 N31 86.8(4) . . ? N27 Ni1 N31 172.7(5) . . ? N2 Ni1 N31 93.0(4) . . ? C19 N1 C10 112.4(13) . . ? C19 N1 Ni1 115.9(9) . . ? C10 N1 Ni1 102.0(13) . . ? C19 N1 H1 108.7 . . ? C10 N1 H1 108.7 . . ? Ni1 N1 H1 108.7 . . ? C11 N2 C21 106(3) . . ? C11 N2 C12 121(2) . . ? C21 N2 C12 108.0(18) . . ? C11 N2 Ni1 105.1(12) . . ? C21 N2 Ni1 108.9(12) . . ? C12 N2 Ni1 107.2(8) . . ? C14 N3 C15 102.4(13) . . ? C14 N3 Ni1 123.2(11) . . ? C15 N3 Ni1 104.2(8) . . ? C14 N3 H3 108.7 . . ? C15 N3 H3 108.7 . . ? Ni1 N3 H3 108.7 . . ? C16 N4 C17 109.8(10) . . ? C16 N4 Ni1 110.7(9) . . ? C17 N4 Ni1 112.9(9) . . ? C16 N4 H4 107.7 . . ? C17 N4 H4 107.7 . . ? Ni1 N4 H4 107.7 . . ? C11 C10 N1 96.8(19) . . ? C11 C10 H10A 112.4 . . ? N1 C10 H10A 112.4 . . ? C11 C10 H10B 112.4 . . ? N1 C10 H10B 112.4 . . ? H10A C10 H10B 110 . . ? N2 C11 C10 122(3) . . ? N2 C11 H11A 106.9 . . ? C10 C11 H11A 106.9 . . ? N2 C11 H11B 106.9 . . ? C10 C11 H11B 106.9 . . ? H11A C11 H11B 106.7 . . ? N2 C12 C13 117.3(11) . . ? N2 C12 H12A 108 . . ? C13 C12 H12A 108 . . ? N2 C12 H12B 108 . . ? C13 C12 H12B 108 . . ? H12A C12 H12B 107.2 . . ? C12 C13 C14 115.0(11) . . ? C12 C13 H13A 108.5 . . ? C14 C13 H13A 108.5 . . ? C12 C13 H13B 108.5 . . ? C14 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? N3 C14 C13 100.5(14) . . ? N3 C14 H14A 111.7 . . ? C13 C14 H14A 111.7 . . ? N3 C14 H14B 111.7 . . ? C13 C14 H14B 111.7 . . ? H14A C14 H14B 109.4 . . ? C16 C15 N3 109.6(9) . . ? C16 C15 H15A 109.8 . . ? N3 C15 H15A 109.8 . . ? C16 C15 H15B 109.8 . . ? N3 C15 H15B 109.8 . . ? H15A C15 H15B 108.2 . . ? N4 C16 C15 108.8(10) . . ? N4 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? N4 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? N4 C17 C18 112.7(10) . . ? N4 C17 H17A 109.1 . . ? C18 C17 H17A 109.1 . . ? N4 C17 H17B 109 . . ? C18 C17 H17B 109.1 . . ? H17A C17 H17B 107.8 . . ? C19 C18 C17 115.3(12) . . ? C19 C18 H18A 108.5 . . ? C17 C18 H18A 108.5 . . ? C19 C18 H18B 108.4 . . ? C17 C18 H18B 108.4 . . ? H18A C18 H18B 107.5 . . ? N1 C19 C18 113.2(12) . . ? N1 C19 H19A 108.9 . . ? C18 C19 H19A 108.9 . . ? N1 C19 H19B 108.9 . . ? C18 C19 H19B 108.9 . . ? H19A C19 H19B 107.8 . . ? N2 C21 C22 112.5(17) . . ? N2 C21 H21A 109.1 . . ? C22 C21 H21A 109.1 . . ? N2 C21 H21B 109.1 . . ? C22 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? N27 C22 C23 119.1(13) . . ? N27 C22 C21 115.8(11) . . ? C23 C22 C21 123.6(16) . . ? C24 C23 C22 123.7(16) . . ? C24 C23 H23 118.1 . . ? C22 C23 H23 118.1 . . ? C23 C24 C25 114.4(14) . . ? C23 C24 H24 122.8 . . ? C25 C24 H24 122.8 . . ? C24 C25 C26 120.1(16) . . ? C24 C25 H25 120 . . ? C26 C25 H25 119.9 . . ? N27 C26 C25 123.1(16) . . ? N27 C26 H26 118.5 . . ? C25 C26 H26 118.5 . . ? C26 N27 C22 116.2(12) . . ? C26 N27 Ni1 127.2(11) . . ? C22 N27 Ni1 115.2(7) . . ? C32 N31 Ni1 175.0(12) . . ? N31 C32 C33 173.0(14) . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N52 Ni2 N53 91.0(6) . . ? N52 Ni2 N51 92.6(6) . . ? N53 Ni2 N51 176.4(5) . . ? N52 Ni2 N77 91.1(4) . . ? N53 Ni2 N77 81.0(4) . . ? N51 Ni2 N77 99.1(4) . . ? N52 Ni2 N54 176.6(5) . . ? N53 Ni2 N54 90.7(4) . . ? N51 Ni2 N54 85.7(4) . . ? N77 Ni2 N54 92.0(4) . . ? N52 Ni2 N81 85.5(5) . . ? N53 Ni2 N81 93.7(4) . . ? N51 Ni2 N81 86.4(4) . . ? N77 Ni2 N81 173.6(4) . . ? N54 Ni2 N81 91.5(4) . . ? C60 N51 C69 116.7(12) . . ? C60 N51 Ni2 114.3(9) . . ? C69 N51 Ni2 101.3(8) . . ? C60 N51 H51 108 . . ? C69 N51 H51 108 . . ? Ni2 N51 H51 108 . . ? C62 N52 C63 103.5(18) . . ? C62 N52 Ni2 125.6(13) . . ? C63 N52 Ni2 99.6(9) . . ? C62 N52 H52 108.9 . . ? C63 N52 H52 108.9 . . ? Ni2 N52 H52 108.9 . . ? C64 N53 C65 109.8(11) . . ? C64 N53 C71 107.0(10) . . ? C65 N53 C71 101.9(11) . . ? C64 N53 Ni2 108.0(8) . . ? C65 N53 Ni2 119.3(10) . . ? C71 N53 Ni2 110.1(8) . . ? C68 N54 C67 111.8(13) . . ? C68 N54 Ni2 107.8(9) . . ? C67 N54 Ni2 111.6(7) . . ? C68 N54 H54 108.5 . . ? C67 N54 H54 108.5 . . ? Ni2 N54 H54 108.5 . . ? C61 C60 N51 112.9(13) . . ? C61 C60 H60A 109 . . ? N51 C60 H60A 109 . . ? C61 C60 H60B 109 . . ? N51 C60 H60B 109 . . ? H60A C60 H60B 107.8 . . ? C60 C61 C62 116.6(13) . . ? C60 C61 H61A 108.1 . . ? C62 C61 H61A 108.1 . . ? C60 C61 H61B 108.1 . . ? C62 C61 H61B 108.2 . . ? H61A C61 H61B 107.3 . . ? N52 C62 C61 97.2(17) . . ? N52 C62 H62A 112.3 . . ? C61 C62 H62A 112.3 . . ? N52 C62 H62B 112.3 . . ? C61 C62 H62B 112.3 . . ? H62A C62 H62B 109.9 . . ? C64 C63 N52 114.4(10) . . ? C64 C63 H63A 108.7 . . ? N52 C63 H63A 108.7 . . ? C64 C63 H63B 108.7 . . ? N52 C63 H63B 108.7 . . ? H63A C63 H63B 107.6 . . ? N53 C64 C63 112.8(11) . . ? N53 C64 H64A 109 . . ? C63 C64 H64A 109 . . ? N53 C64 H64B 109 . . ? C63 C64 H64B 109 . . ? H64A C64 H64B 107.8 . . ? C66 C65 N53 109.7(16) . . ? C66 C65 H65A 109.7 . . ? N53 C65 H65A 109.7 . . ? C66 C65 H65B 109.7 . . ? N53 C65 H65B 109.7 . . ? H65A C65 H65B 108.2 . . ? C65 C66 C67 138.9(18) . . ? C65 C66 H66A 102.4 . . ? C67 C66 H66A 102.4 . . ? C65 C66 H66B 102.3 . . ? C67 C66 H66B 102.4 . . ? H66A C66 H66B 104.9 . . ? N54 C67 C66 107.2(13) . . ? N54 C67 H67A 110.3 . . ? C66 C67 H67A 110.3 . . ? N54 C67 H67B 110.3 . . ? C66 C67 H67B 110.3 . . ? H67A C67 H67B 108.5 . . ? N54 C68 C69 113.7(13) . . ? N54 C68 H68A 108.8 . . ? C69 C68 H68A 108.8 . . ? N54 C68 H68B 108.8 . . ? C69 C68 H68B 108.8 . . ? H68A C68 H68B 107.7 . . ? C68 C69 N51 111.7(12) . . ? C68 C69 H69A 109.3 . . ? N51 C69 H69A 109.3 . . ? C68 C69 H69B 109.3 . . ? N51 C69 H69B 109.3 . . ? H69A C69 H69B 107.9 . . ? N53 C71 C72 105.2(10) . . ? N53 C71 H71A 110.7 . . ? C72 C71 H71A 110.7 . . ? N53 C71 H71B 110.7 . . ? C72 C71 H71B 110.7 . . ? H71A C71 H71B 108.8 . . ? C73 C72 N77 121.6(12) . . ? C73 C72 C71 117.0(12) . . ? N77 C72 C71 110.2(11) . . ? C72 C73 C74 117.8(13) . . ? C72 C73 H73 121.1 . . ? C74 C73 H73 121.1 . . ? C75 C74 C73 120.0(11) . . ? C75 C74 H74 120 . . ? C73 C74 H74 120 . . ? C76 C75 C74 117.9(11) . . ? C76 C75 H75 121 . . ? C74 C75 H75 121 . . ? N77 C76 C75 125.2(11) . . ? N77 C76 H76 117.4 . . ? C75 C76 H76 117.4 . . ? C76 N77 C72 115.3(9) . . ? C76 N77 Ni2 130.5(8) . . ? C72 N77 Ni2 113.1(8) . . ? C82 N81 Ni2 174.2(10) . . ? N81 C82 C83 177.3(13) . . ? C82 C83 H83A 109.5 . . ? C82 C83 H83B 109.5 . . ? H83A C83 H83B 109.5 . . ? C82 C83 H83C 109.5 . . ? H83A C83 H83C 109.5 . . ? H83B C83 H83C 109.5 . . ? C102 C101 H10C 109.5 . . ? C102 C101 H10D 109.5 . . ? H10C C101 H10D 109.5 . . ? C102 C101 H10E 109.5 . . ? H10C C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? N103 C102 C101 170(2) . . ? C112 C111 H11C 109.5 . . ? C112 C111 H11D 109.5 . . ? H11C C111 H11D 109.5 . . ? C112 C111 H11E 109.5 . . ? H11C C111 H11E 109.5 . . ? H11D C111 H11E 109.5 . . ? N113 C112 C111 164(2) . . ? O14 Cl11 O11 110.1(8) . . ? O14 Cl11 O13 110.1(7) . . ? O11 Cl11 O13 108.5(9) . . ? O14 Cl11 O12 107.1(8) . . ? O11 Cl11 O12 111.6(9) . . ? O13 Cl11 O12 109.5(9) . . ? O22 Cl21 O25 61(4) . . ? O22 Cl21 O21 126.0(15) . . ? O25 Cl21 O21 103.6(17) . . ? O22 Cl21 O23 122(2) . . ? O25 Cl21 O23 95.7(10) . . ? O21 Cl21 O23 110.1(9) . . ? O22 Cl21 O24 39(4) . . ? O25 Cl21 O24 94.4(14) . . ? O21 Cl21 O24 102.1(9) . . ? O23 Cl21 O24 142.7(9) . . ? Cl21 O22 O24 103(6) . . ? Cl21 O22 O25 74.1(19) . . ? O24 O22 O25 148(3) . . ? O22 O24 Cl21 38(3) . . ? O22 O25 Cl21 45(2) . . ? O32 Cl31 O33 115.3(8) . . ? O32 Cl31 O34 110.3(8) . . ? O33 Cl31 O34 110.2(10) . . ? O32 Cl31 O31 79.8(9) . . ? O33 Cl31 O31 115.5(8) . . ? O34 Cl31 O31 122.4(10) . . ? Cl31 O31 O32 47.7(5) . . ? Cl31 O32 O31 52.5(7) . . ? O41 Cl41 O44 112.8(8) . . ? O41 Cl41 O42 111.5(8) . . ? O44 Cl41 O42 107.9(8) . . ? O41 Cl41 O43 108.1(7) . . ? O44 Cl41 O43 107.3(8) . . ? O42 Cl41 O43 109.2(7) . . ?