# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FM _publ_contact_author_email crgoldsmith@auburn.edu _publ_contact_author_name 'C. R.Goldsmith' loop_ _publ_author_name 'C. M. Coates' 'K. Hagan' 'C. A. Mitchell' 'J. D. Gorden' 'C. R.Goldsmith' data_coates2 #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788049' #TrackingRef '2076_web_deposit_cif_file_0_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2010-03-23T14:54:17-00:00 _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 'C15 H20 Cl2 Mn1 N4' _chemical_formula_sum 'C15 H20 Cl2 Mn N4' _chemical_formula_weight 382.19 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 15.1526(9) _cell_length_b 14.2238(9) _cell_length_c 16.0841(10) _cell_angle_alpha 90 _cell_angle_beta 92.2900(10) _cell_angle_gamma 90 _cell_volume 3463.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 8641 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 28.31 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1576 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.072 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_absorpt_correction_T_min 0.898 _exptl_absorpt_correction_T_max 0.979 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0795 _diffrn_reflns_av_unetI/netI 0.0818 _diffrn_reflns_number 35241 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 28.38 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 8674 _reflns_number_gt 5165 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 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^)+(0.0639P)^2^+1.1448P] 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 emperical _refine_ls_extinction_coef .1034 _refine_ls_number_reflns 8641 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1261 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.1638 _refine_ls_wR_factor_gt 0.1422 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.935 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 Mn2 Mn 0.51236(4) 0.21801(4) 0.95026(4) 0.03883(17) Uani 1 1 d . . . Mn1 Mn 0.99603(4) 0.20490(4) 0.08000(4) 0.04441(19) Uani 1 1 d . . . Cl1 Cl 0.92171(8) 0.13032(9) -0.04139(8) 0.0631(3) Uani 1 1 d . . . Cl3 Cl 0.39484(7) 0.09884(7) 0.91761(7) 0.0473(3) Uani 1 1 d . . . Cl4 Cl 0.48576(9) 0.35777(8) 0.86447(7) 0.0605(3) Uani 1 1 d . . . Cl2 Cl 0.90984(9) 0.34353(10) 0.11043(10) 0.0806(4) Uani 1 1 d . . . N8 N 0.4485(2) 0.2906(2) 1.0598(2) 0.0448(8) Uani 1 1 d . . . N1 N 0.9248(2) 0.1203(2) 0.1767(2) 0.0505(9) Uani 1 1 d . . . N4 N 1.0975(2) 0.2916(2) 0.0108(2) 0.0447(8) Uani 1 1 d . . . N5 N 0.6061(2) 0.1539(2) 0.8587(2) 0.0434(8) Uani 1 1 d . . . N6 N 0.6558(2) 0.2652(2) 0.9907(2) 0.0471(9) Uani 1 1 d . . . C11 C 1.1633(3) 0.2424(3) -0.0211(3) 0.0465(10) Uani 1 1 d . . . N7 N 0.5443(2) 0.1317(2) 1.0691(2) 0.0470(9) Uani 1 1 d . . . H7D H 0.5531 0.0706 1.0548 0.056 Uiso 1 1 calc R . . C25 C 0.4669(3) 0.1376(3) 1.1211(3) 0.0535(11) Uani 1 1 d . . . H25A H 0.4824 0.1147 1.1766 0.064 Uiso 1 1 calc R . . H25B H 0.42 0.0983 1.0976 0.064 Uiso 1 1 calc R . . N3 N 1.1163(2) 0.1086(2) 0.0608(2) 0.0517(9) Uani 1 1 d . . . H3B H 1.0967 0.0484 0.0555 0.062 Uiso 1 1 calc R . . C16 C 0.5851(3) 0.0881(3) 0.8022(3) 0.0486(11) Uani 1 1 d . . . H16A H 0.5291 0.0613 0.8031 0.058 Uiso 1 1 calc R . . C10 C 1.1539(3) 0.1368(3) -0.0180(3) 0.0552(12) Uani 1 1 d . . . H10A H 1.1158 0.1157 -0.0642 0.066 Uiso 1 1 calc R . . H10B H 1.2113 0.1076 -0.0231 0.066 Uiso 1 1 calc R . . N2 N 1.0798(3) 0.2091(3) 0.2091(2) 0.0628(11) Uani 1 1 d . . . C12 C 1.2332(3) 0.2860(3) -0.0581(3) 0.0576(12) Uani 1 1 d . . . H12A H 1.2791 0.2507 -0.0788 0.069 Uiso 1 1 calc R . . C20 C 0.6866(3) 0.1920(3) 0.8561(3) 0.0473(10) Uani 1 1 d . . . C7 C 1.1329(5) 0.2935(5) 0.2197(4) 0.104(2) Uani 1 1 d . . . H7A H 1.1643 0.2915 0.2727 0.157 Uiso 1 1 calc R . . H7B H 1.0952 0.3477 0.2172 0.157 Uiso 1 1 calc R . . H7C H 1.1744 0.297 0.1762 0.157 Uiso 1 1 calc R . . C15 C 1.0995(3) 0.3850(3) 0.0044(3) 0.0556(12) Uani 1 1 d . . . H15A H 1.0539 0.4195 0.0264 0.067 Uiso 1 1 calc R . . C26 C 0.4352(3) 0.2372(3) 1.1262(3) 0.0439(10) Uani 1 1 d . . . C5 C 0.9445(3) 0.1367(3) 0.2565(3) 0.0568(12) Uani 1 1 d . . . C30 C 0.4245(3) 0.3811(3) 1.0636(3) 0.0541(12) Uani 1 1 d . . . H30A H 0.434 0.4193 1.0179 0.065 Uiso 1 1 calc R . . C21 C 0.7080(3) 0.2713(3) 0.9163(3) 0.0572(12) Uani 1 1 d . . . H21A H 0.7703 0.2692 0.9325 0.069 Uiso 1 1 calc R . . H21B H 0.6963 0.331 0.8888 0.069 Uiso 1 1 calc R . . C22 C 0.6589(4) 0.3590(4) 1.0305(4) 0.0899(19) Uani 1 1 d . . . H22A H 0.7191 0.3748 1.0455 0.135 Uiso 1 1 calc R . . H22B H 0.6249 0.3579 1.0796 0.135 Uiso 1 1 calc R . . H22C H 0.6348 0.405 0.9924 0.135 Uiso 1 1 calc R . . C24 C 0.6244(3) 0.1679(3) 1.1119(3) 0.0578(12) Uani 1 1 d . . . H24A H 0.6485 0.1207 1.1499 0.069 Uiso 1 1 calc R . . H24B H 0.6102 0.2233 1.1439 0.069 Uiso 1 1 calc R . . C23 C 0.6915(3) 0.1925(3) 1.0486(3) 0.0581(12) Uani 1 1 d . . . H23A H 0.7449 0.2156 1.0769 0.07 Uiso 1 1 calc R . . H23B H 0.7064 0.1366 1.0176 0.07 Uiso 1 1 calc R . . C29 C 0.3870(3) 0.4196(4) 1.1310(3) 0.0653(14) Uani 1 1 d . . . H29A H 0.372 0.483 1.1317 0.078 Uiso 1 1 calc R . . C17 C 0.6405(3) 0.0576(3) 0.7432(3) 0.0548(12) Uani 1 1 d . . . H17A H 0.6229 0.0116 0.7049 0.066 Uiso 1 1 calc R . . C14 C 1.1656(3) 0.4321(3) -0.0330(3) 0.0651(14) Uani 1 1 d . . . H14A H 1.1641 0.4973 -0.0375 0.078 Uiso 1 1 calc R . . C1 C 0.8574(3) 0.0623(3) 0.1584(3) 0.0550(12) Uani 1 1 d . . . H1A H 0.8434 0.0502 0.1025 0.066 Uiso 1 1 calc R . . C13 C 1.2337(3) 0.3825(4) -0.0636(3) 0.0635(14) Uani 1 1 d . . . H13A H 1.2801 0.4134 -0.0881 0.076 Uiso 1 1 calc R . . C18 C 0.7226(3) 0.0968(3) 0.7421(3) 0.0603(13) Uani 1 1 d . . . H18A H 0.762 0.0775 0.7027 0.072 Uiso 1 1 calc R . . C19 C 0.7469(3) 0.1641(4) 0.7986(3) 0.0561(12) Uani 1 1 d . . . H19A H 0.8029 0.1908 0.7985 0.067 Uiso 1 1 calc R . . C3 C 0.8285(4) 0.0371(4) 0.2980(4) 0.0759(17) Uani 1 1 d . . . H3A H 0.7957 0.0094 0.3391 0.091 Uiso 1 1 calc R . . C2 C 0.8079(3) 0.0197(4) 0.2164(4) 0.0671(14) Uani 1 1 d . . . H2A H 0.7615 -0.02 0.2006 0.081 Uiso 1 1 calc R . . C9 C 1.1814(3) 0.1125(4) 0.1308(3) 0.0701(15) Uani 1 1 d . . . H9A H 1.2215 0.1646 0.1231 0.084 Uiso 1 1 calc R . . H9B H 1.2156 0.0549 0.1328 0.084 Uiso 1 1 calc R . . C28 C 0.3719(3) 0.3640(4) 1.1973(3) 0.0682(15) Uani 1 1 d . . . H28A H 0.3453 0.3888 1.2436 0.082 Uiso 1 1 calc R . . C6 C 1.0180(4) 0.2049(4) 0.2761(3) 0.0758(16) Uani 1 1 d . . . H6A H 0.9934 0.2669 0.2848 0.091 Uiso 1 1 calc R . . H6B H 1.0493 0.1858 0.3271 0.091 Uiso 1 1 calc R . . C4 C 0.8978(4) 0.0957(4) 0.3195(3) 0.0721(15) Uani 1 1 d . . . H4A H 0.9132 0.1076 0.3751 0.087 Uiso 1 1 calc R . . C27 C 0.3959(3) 0.2709(4) 1.1960(3) 0.0603(13) Uani 1 1 d . . . H27A H 0.386 0.2318 1.241 0.072 Uiso 1 1 calc R . . C8 C 1.1360(4) 0.1246(4) 0.2101(4) 0.0786(17) Uani 1 1 d . . . H8A H 1.0998 0.0697 0.2198 0.094 Uiso 1 1 calc R . . H8B H 1.1798 0.1293 0.2555 0.094 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 Mn2 0.0395(3) 0.0328(3) 0.0442(4) 0.0009(3) 0.0016(3) 0.0013(3) Mn1 0.0363(3) 0.0432(4) 0.0537(4) 0.0056(3) 0.0010(3) -0.0009(3) Cl1 0.0613(8) 0.0641(8) 0.0628(8) -0.0003(6) -0.0118(6) -0.0057(6) Cl3 0.0405(6) 0.0408(5) 0.0610(7) -0.0027(5) 0.0049(5) -0.0028(4) Cl4 0.0826(9) 0.0432(6) 0.0548(7) 0.0114(5) -0.0077(6) 0.0009(6) Cl2 0.0638(8) 0.0611(8) 0.1189(12) 0.0062(8) 0.0292(8) 0.0183(6) N8 0.050(2) 0.0366(19) 0.048(2) 0.0008(16) 0.0047(16) 0.0025(16) N1 0.044(2) 0.051(2) 0.057(2) 0.0061(18) 0.0022(18) -0.0018(17) N4 0.0415(19) 0.0407(19) 0.052(2) 0.0011(16) 0.0022(16) 0.0021(16) N5 0.0366(19) 0.0421(19) 0.052(2) 0.0013(16) 0.0066(16) -0.0024(15) N6 0.045(2) 0.043(2) 0.053(2) -0.0081(16) -0.0029(17) -0.0045(16) C11 0.044(2) 0.047(2) 0.048(3) 0.005(2) 0.000(2) 0.002(2) N7 0.052(2) 0.0334(18) 0.056(2) 0.0059(16) -0.0003(18) 0.0050(15) C25 0.060(3) 0.050(3) 0.051(3) 0.015(2) 0.002(2) -0.001(2) N3 0.042(2) 0.0386(19) 0.074(3) 0.0110(18) -0.0037(19) -0.0013(16) C16 0.047(3) 0.042(2) 0.057(3) -0.004(2) 0.005(2) -0.0020(19) C10 0.049(3) 0.046(3) 0.071(3) 0.001(2) 0.009(2) 0.008(2) N2 0.061(3) 0.070(3) 0.057(3) -0.001(2) 0.000(2) -0.020(2) C12 0.045(3) 0.063(3) 0.065(3) 0.007(3) 0.002(2) 0.003(2) C20 0.041(2) 0.045(2) 0.057(3) 0.009(2) 0.004(2) 0.0020(19) C7 0.111(5) 0.102(5) 0.099(5) -0.001(4) -0.017(4) -0.050(4) C15 0.057(3) 0.038(2) 0.072(3) 0.003(2) 0.002(2) 0.000(2) C26 0.038(2) 0.050(2) 0.043(2) 0.003(2) -0.0018(19) 0.0029(19) C5 0.054(3) 0.061(3) 0.056(3) 0.004(2) 0.005(2) 0.001(2) C30 0.059(3) 0.042(2) 0.062(3) 0.000(2) 0.002(2) 0.011(2) C21 0.049(3) 0.054(3) 0.069(3) -0.004(2) 0.008(2) -0.016(2) C22 0.091(5) 0.080(4) 0.097(5) -0.016(3) -0.011(4) -0.019(3) C24 0.057(3) 0.055(3) 0.060(3) 0.010(2) -0.012(2) 0.010(2) C23 0.046(3) 0.058(3) 0.068(3) -0.003(2) -0.011(2) 0.011(2) C29 0.064(3) 0.057(3) 0.074(4) -0.022(3) -0.006(3) 0.021(3) C17 0.059(3) 0.054(3) 0.052(3) -0.005(2) 0.010(2) 0.000(2) C14 0.069(3) 0.043(3) 0.083(4) 0.010(3) 0.000(3) -0.008(2) C1 0.052(3) 0.046(3) 0.067(3) 0.009(2) -0.001(2) 0.000(2) C13 0.050(3) 0.071(3) 0.069(3) 0.018(3) 0.000(2) -0.017(3) C18 0.058(3) 0.068(3) 0.056(3) 0.004(3) 0.017(2) 0.005(3) C19 0.042(3) 0.073(3) 0.054(3) 0.005(2) 0.008(2) -0.009(2) C3 0.059(3) 0.074(4) 0.096(5) 0.033(3) 0.024(3) 0.001(3) C2 0.052(3) 0.059(3) 0.090(4) 0.026(3) 0.008(3) -0.005(2) C9 0.053(3) 0.072(3) 0.085(4) 0.025(3) -0.005(3) 0.010(3) C28 0.058(3) 0.093(4) 0.053(3) -0.012(3) 0.004(3) 0.020(3) C6 0.080(4) 0.091(4) 0.056(3) -0.006(3) 0.002(3) -0.024(3) C4 0.075(4) 0.081(4) 0.061(3) 0.016(3) 0.009(3) 0.008(3) C27 0.054(3) 0.079(4) 0.048(3) 0.007(2) 0.004(2) 0.010(3) C8 0.058(3) 0.092(4) 0.084(4) 0.025(3) -0.021(3) 0.000(3) #----------------------------------------------------------------------------# # 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 Mn2 N5 2.278(3) . ? Mn2 N8 2.290(3) . ? Mn2 N7 2.307(3) . ? Mn2 N6 2.342(3) . ? Mn2 Cl4 2.4441(12) . ? Mn2 Cl3 2.4991(12) . ? Mn1 N1 2.273(4) . ? Mn1 N4 2.293(3) . ? Mn1 N3 2.311(4) . ? Mn1 N2 2.391(4) . ? Mn1 Cl2 2.4258(14) . ? Mn1 Cl1 2.4555(13) . ? N8 C26 1.332(5) . ? N8 C30 1.339(5) . ? N1 C5 1.327(6) . ? N1 C1 1.337(6) . ? N4 C15 1.333(5) . ? N4 C11 1.337(5) . ? N5 C16 1.335(5) . ? N5 C20 1.337(5) . ? N6 C21 1.463(6) . ? N6 C22 1.479(6) . ? N6 C23 1.480(6) . ? C11 C12 1.382(6) . ? C11 C10 1.509(6) . ? N7 C24 1.464(6) . ? N7 C25 1.469(6) . ? N7 H7D 0.91 . ? C25 C26 1.499(6) . ? C25 H25A 0.97 . ? C25 H25B 0.97 . ? N3 C10 1.465(6) . ? N3 C9 1.467(6) . ? N3 H3B 0.91 . ? C16 C17 1.363(6) . ? C16 H16A 0.93 . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? N2 C7 1.451(6) . ? N2 C6 1.457(6) . ? N2 C8 1.473(7) . ? C12 C13 1.376(6) . ? C12 H12A 0.93 . ? C20 C19 1.384(6) . ? C20 C21 1.512(6) . ? C7 H7A 0.96 . ? C7 H7B 0.96 . ? C7 H7C 0.96 . ? C15 C14 1.365(6) . ? C15 H15A 0.93 . ? C26 C27 1.377(6) . ? C5 C4 1.388(7) . ? C5 C6 1.501(7) . ? C30 C29 1.361(6) . ? C30 H30A 0.93 . ? C21 H21A 0.97 . ? C21 H21B 0.97 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C24 C23 1.508(6) . ? C24 H24A 0.97 . ? C24 H24B 0.97 . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C29 C28 1.353(7) . ? C29 H29A 0.93 . ? C17 C18 1.364(6) . ? C17 H17A 0.93 . ? C14 C13 1.358(7) . ? C14 H14A 0.93 . ? C1 C2 1.362(6) . ? C1 H1A 0.93 . ? C13 H13A 0.93 . ? C18 C19 1.360(7) . ? C18 H18A 0.93 . ? C19 H19A 0.93 . ? C3 C2 1.359(8) . ? C3 C4 1.375(8) . ? C3 H3A 0.93 . ? C2 H2A 0.93 . ? C9 C8 1.483(8) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C28 C27 1.373(7) . ? C28 H28A 0.93 . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C4 H4A 0.93 . ? C27 H27A 0.93 . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? 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 Mn2 N8 166.41(13) . . ? N5 Mn2 N7 101.98(13) . . ? N8 Mn2 N7 71.54(12) . . ? N5 Mn2 N6 72.45(12) . . ? N8 Mn2 N6 94.21(13) . . ? N7 Mn2 N6 76.17(13) . . ? N5 Mn2 Cl4 93.06(9) . . ? N8 Mn2 Cl4 90.14(9) . . ? N7 Mn2 Cl4 157.67(9) . . ? N6 Mn2 Cl4 93.08(9) . . ? N5 Mn2 Cl3 92.88(9) . . ? N8 Mn2 Cl3 98.50(9) . . ? N7 Mn2 Cl3 86.41(9) . . ? N6 Mn2 Cl3 153.96(9) . . ? Cl4 Mn2 Cl3 109.45(5) . . ? N1 Mn1 N4 164.27(13) . . ? N1 Mn1 N3 100.17(13) . . ? N4 Mn1 N3 72.88(12) . . ? N1 Mn1 N2 70.69(13) . . ? N4 Mn1 N2 93.70(13) . . ? N3 Mn1 N2 74.74(14) . . ? N1 Mn1 Cl2 91.05(10) . . ? N4 Mn1 Cl2 92.17(9) . . ? N3 Mn1 Cl2 160.51(10) . . ? N2 Mn1 Cl2 94.34(12) . . ? N1 Mn1 Cl1 95.73(10) . . ? N4 Mn1 Cl1 98.15(9) . . ? N3 Mn1 Cl1 88.67(10) . . ? N2 Mn1 Cl1 155.81(11) . . ? Cl2 Mn1 Cl1 106.15(6) . . ? C26 N8 C30 117.5(4) . . ? C26 N8 Mn2 116.2(3) . . ? C30 N8 Mn2 126.3(3) . . ? C5 N1 C1 117.5(4) . . ? C5 N1 Mn1 118.3(3) . . ? C1 N1 Mn1 123.8(3) . . ? C15 N4 C11 118.2(4) . . ? C15 N4 Mn1 126.2(3) . . ? C11 N4 Mn1 115.4(3) . . ? C16 N5 C20 117.2(4) . . ? C16 N5 Mn2 125.7(3) . . ? C20 N5 Mn2 116.8(3) . . ? C21 N6 C22 107.0(4) . . ? C21 N6 C23 111.1(4) . . ? C22 N6 C23 110.7(4) . . ? C21 N6 Mn2 108.4(3) . . ? C22 N6 Mn2 113.1(3) . . ? C23 N6 Mn2 106.6(3) . . ? N4 C11 C12 121.7(4) . . ? N4 C11 C10 115.8(4) . . ? C12 C11 C10 122.4(4) . . ? C24 N7 C25 112.2(4) . . ? C24 N7 Mn2 110.2(3) . . ? C25 N7 Mn2 107.2(2) . . ? C24 N7 H7D 109.1 . . ? C25 N7 H7D 109.1 . . ? Mn2 N7 H7D 109.1 . . ? N7 C25 C26 110.5(3) . . ? N7 C25 H25A 109.5 . . ? C26 C25 H25A 109.5 . . ? N7 C25 H25B 109.5 . . ? C26 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? C10 N3 C9 112.4(4) . . ? C10 N3 Mn1 106.8(2) . . ? C9 N3 Mn1 112.6(3) . . ? C10 N3 H3B 108.3 . . ? C9 N3 H3B 108.3 . . ? Mn1 N3 H3B 108.3 . . ? N5 C16 C17 124.0(4) . . ? N5 C16 H16A 118 . . ? C17 C16 H16A 118 . . ? N3 C10 C11 109.9(4) . . ? N3 C10 H10A 109.7 . . ? C11 C10 H10A 109.7 . . ? N3 C10 H10B 109.7 . . ? C11 C10 H10B 109.7 . . ? H10A C10 H10B 108.2 . . ? C7 N2 C6 108.5(4) . . ? C7 N2 C8 110.9(5) . . ? C6 N2 C8 110.2(4) . . ? C7 N2 Mn1 113.3(4) . . ? C6 N2 Mn1 107.9(3) . . ? C8 N2 Mn1 106.0(3) . . ? C13 C12 C11 118.8(5) . . ? C13 C12 H12A 120.6 . . ? C11 C12 H12A 120.6 . . ? N5 C20 C19 122.0(4) . . ? N5 C20 C21 117.1(4) . . ? C19 C20 C21 120.8(4) . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N4 C15 C14 122.8(5) . . ? N4 C15 H15A 118.6 . . ? C14 C15 H15A 118.6 . . ? N8 C26 C27 122.6(4) . . ? N8 C26 C25 115.8(4) . . ? C27 C26 C25 121.6(4) . . ? N1 C5 C4 122.1(5) . . ? N1 C5 C6 117.0(4) . . ? C4 C5 C6 120.9(5) . . ? N8 C30 C29 123.1(5) . . ? N8 C30 H30A 118.5 . . ? C29 C30 H30A 118.5 . . ? N6 C21 C20 111.7(3) . . ? N6 C21 H21A 109.3 . . ? C20 C21 H21A 109.3 . . ? N6 C21 H21B 109.3 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 107.9 . . ? N6 C22 H22A 109.5 . . ? N6 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N6 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N7 C24 C23 109.4(4) . . ? N7 C24 H24A 109.8 . . ? C23 C24 H24A 109.8 . . ? N7 C24 H24B 109.8 . . ? C23 C24 H24B 109.8 . . ? H24A C24 H24B 108.2 . . ? N6 C23 C24 110.4(4) . . ? N6 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? N6 C23 H23B 109.6 . . ? C24 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C28 C29 C30 118.8(5) . . ? C28 C29 H29A 120.6 . . ? C30 C29 H29A 120.6 . . ? C16 C17 C18 117.8(5) . . ? C16 C17 H17A 121.1 . . ? C18 C17 H17A 121.1 . . ? C13 C14 C15 119.1(5) . . ? C13 C14 H14A 120.4 . . ? C15 C14 H14A 120.4 . . ? N1 C1 C2 124.1(5) . . ? N1 C1 H1A 118 . . ? C2 C1 H1A 118 . . ? C14 C13 C12 119.2(5) . . ? C14 C13 H13A 120.4 . . ? C12 C13 H13A 120.4 . . ? C19 C18 C17 120.1(5) . . ? C19 C18 H18A 119.9 . . ? C17 C18 H18A 119.9 . . ? C18 C19 C20 118.7(4) . . ? C18 C19 H19A 120.6 . . ? C20 C19 H19A 120.6 . . ? C2 C3 C4 119.8(5) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C3 C2 C1 118.0(5) . . ? C3 C2 H2A 121 . . ? C1 C2 H2A 121 . . ? N3 C9 C8 110.1(4) . . ? N3 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? N3 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C29 C28 C27 119.9(5) . . ? C29 C28 H28A 120 . . ? C27 C28 H28A 120 . . ? N2 C6 C5 111.4(4) . . ? N2 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? N2 C6 H6B 109.3 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108 . . ? C3 C4 C5 118.5(5) . . ? C3 C4 H4A 120.8 . . ? C5 C4 H4A 120.8 . . ? C28 C27 C26 118.1(5) . . ? C28 C27 H27A 120.9 . . ? C26 C27 H27A 120.9 . . ? N2 C8 C9 111.9(4) . . ? N2 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N2 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? # Attachment '2077_web_deposit_cif_file_1_ChristianR.Goldsmith_1281382794.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-05-06 at 15:03:55 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : coates8 struct data_coates8 #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788050' #TrackingRef '2077_web_deposit_cif_file_1_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2010-05-06T15:03:55-00:00 _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 'C17 H24 Cl2 Mn1 N4' _chemical_formula_sum 'C17 H24 Cl2 Mn N4' _chemical_formula_weight 410.24 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 6.7657(2) _cell_length_b 30.3959(11) _cell_length_c 18.7410(7) _cell_angle_alpha 90 _cell_angle_beta 98.4520(10) _cell_angle_gamma 90 _cell_volume 3812.2(2) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7268 _cell_measurement_theta_min 1.3 _cell_measurement_theta_max 28.3 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.43 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1704 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.979 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '0.3 wide w/ exposures' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0933 _diffrn_reflns_av_unetI/netI 0.0879 _diffrn_reflns_number 38840 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 28.3 _diffrn_reflns_theta_full 28.3 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 9421 _reflns_number_gt 7268 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 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^)+(0.0457P)^2^+9.1435P] 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_number_reflns 9421 _refine_ls_number_parameters 439 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1362 _refine_ls_R_factor_gt 0.1047 _refine_ls_wR_factor_ref 0.192 _refine_ls_wR_factor_gt 0.1805 _refine_ls_goodness_of_fit_ref 1.264 _refine_ls_restrained_S_all 1.264 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.769 _refine_diff_density_min -0.811 _refine_diff_density_rms 0.11 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Mn1 Mn 0.99737(13) 0.50046(3) 0.24916(5) 0.0244(2) Uani 1 1 d . . . Mn2 Mn 0.66280(12) 0.25850(3) 0.99905(4) 0.01972(19) Uani 1 1 d . . . Cl3 Cl 0.8426(2) 0.31541(5) 1.07637(8) 0.0305(3) Uani 1 1 d . . . Cl4 Cl 0.8338(2) 0.56867(5) 0.19259(8) 0.0313(3) Uani 1 1 d . . . Cl5 Cl 0.9526(2) 0.22942(5) 0.95037(8) 0.0329(3) Uani 1 1 d . . . Cl6 Cl 0.7139(2) 0.46971(5) 0.29853(10) 0.0434(4) Uani 1 1 d . . . N3 N 0.5519(7) 0.30642(14) 0.9036(2) 0.0237(10) Uani 1 1 d . . . N2 N 0.3625(6) 0.28113(14) 1.0237(2) 0.0214(9) Uani 1 1 d . . . H2 H 0.2683 0.2611 1.0057 0.026 Uiso 1 1 calc R . . N21 N 1.0378(7) 0.47686(14) 0.1352(2) 0.0269(10) Uani 1 1 d . . . N4 N 0.4759(6) 0.21654(14) 0.9005(2) 0.0225(9) Uani 1 1 d . . . C22 C 0.9342(9) 0.44521(19) 0.0952(3) 0.0344(14) Uani 1 1 d . . . N1 N 0.6108(6) 0.22372(14) 1.1084(2) 0.0230(10) Uani 1 1 d . . . C27 C 1.2943(10) 0.5338(2) 0.1538(3) 0.0352(14) Uani 1 1 d . . . H27A H 1.4289 0.5377 0.1428 0.042 Uiso 1 1 calc R . . H27B H 1.22 0.5606 0.1408 0.042 Uiso 1 1 calc R . . N22 N 1.3013(7) 0.52521(15) 0.2308(2) 0.0283(11) Uani 1 1 d . . . H22 H 1.3933 0.5038 0.2442 0.034 Uiso 1 1 calc R . . C6 C 0.4619(8) 0.24295(19) 1.1382(3) 0.0279(12) Uani 1 1 d . . . N23 N 1.1263(8) 0.53436(17) 0.3584(3) 0.0354(12) Uani 1 1 d . . . C8 C 0.3156(9) 0.32367(18) 0.9870(3) 0.0292(13) Uani 1 1 d . . . H8A H 0.4037 0.3464 1.0098 0.035 Uiso 1 1 calc R . . H8B H 0.1788 0.332 0.9902 0.035 Uiso 1 1 calc R . . C12 C 0.4737(8) 0.23657(18) 0.8367(3) 0.0247(11) Uani 1 1 d . . . C16 C 0.4036(8) 0.17526(17) 0.9003(3) 0.0259(12) Uani 1 1 d . . . N24 N 1.1948(7) 0.44620(17) 0.3266(3) 0.0346(12) Uani 1 1 d . . . C26 C 1.1950(8) 0.49556(18) 0.1105(3) 0.0263(12) Uani 1 1 d . . . C11 C 0.5689(9) 0.28121(19) 0.8380(3) 0.0306(13) Uani 1 1 d . . . H11A H 0.7092 0.2777 0.8337 0.037 Uiso 1 1 calc R . . H11B H 0.5068 0.2978 0.7964 0.037 Uiso 1 1 calc R . . C7 C 0.3683(8) 0.28378(19) 1.1017(3) 0.0277(12) Uani 1 1 d . . . H7A H 0.2335 0.2871 1.1128 0.033 Uiso 1 1 calc R . . H7B H 0.4448 0.3094 1.12 0.033 Uiso 1 1 calc R . . C28 C 1.3505(9) 0.56379(19) 0.2774(3) 0.0337(14) Uani 1 1 d . . . H28A H 1.2589 0.5878 0.2627 0.04 Uiso 1 1 calc R . . H28B H 1.4856 0.5737 0.2748 0.04 Uiso 1 1 calc R . . C3 C 0.6523(10) 0.1730(2) 1.2065(3) 0.0383(15) Uani 1 1 d . . . H3 H 0.719 0.1489 1.2293 0.046 Uiso 1 1 calc R . . C13 C 0.4012(9) 0.2168(2) 0.7717(3) 0.0331(14) Uani 1 1 d . . . H13 H 0.4005 0.2319 0.7284 0.04 Uiso 1 1 calc R . . C2 C 0.7075(9) 0.18959(18) 1.1439(3) 0.0300(13) Uani 1 1 d . . . C10 C 0.6731(11) 0.3467(2) 0.9024(4) 0.0437(17) Uani 1 1 d . . . H10A H 0.8106 0.3388 0.9027 0.065 Uiso 1 1 calc R . . H10B H 0.661 0.3642 0.9442 0.065 Uiso 1 1 calc R . . H10C H 0.6267 0.3633 0.8596 0.065 Uiso 1 1 calc R . . C30 C 0.9992(13) 0.5706(3) 0.3748(4) 0.060(2) Uani 1 1 d . . . H30A H 0.8649 0.5601 0.3738 0.091 Uiso 1 1 calc R . . H30B H 1.0009 0.5934 0.3394 0.091 Uiso 1 1 calc R . . H30C H 1.048 0.582 0.4218 0.091 Uiso 1 1 calc R . . C9 C 0.3436(8) 0.31869(18) 0.9087(3) 0.0277(12) Uani 1 1 d . . . H9A H 0.2538 0.2962 0.886 0.033 Uiso 1 1 calc R . . H9B H 0.3112 0.3462 0.8834 0.033 Uiso 1 1 calc R . . C21 C 0.7515(10) 0.4277(2) 0.1213(4) 0.0480(18) Uani 1 1 d . . . H21A H 0.7812 0.4211 0.1718 0.072 Uiso 1 1 calc R . . H21B H 0.7086 0.4014 0.0951 0.072 Uiso 1 1 calc R . . H21C H 0.6471 0.4493 0.1136 0.072 Uiso 1 1 calc R . . C5 C 0.4022(10) 0.2280(2) 1.2010(3) 0.0426(16) Uani 1 1 d . . . H5 H 0.2988 0.2417 1.22 0.051 Uiso 1 1 calc R . . C31 C 1.1276(11) 0.5008(3) 0.4145(3) 0.0488(19) Uani 1 1 d . . . H31A H 0.9914 0.4957 0.4228 0.059 Uiso 1 1 calc R . . H31B H 1.2022 0.5119 0.459 0.059 Uiso 1 1 calc R . . C32 C 1.2169(9) 0.4581(2) 0.3961(4) 0.0434(17) Uani 1 1 d . . . C15 C 0.3311(9) 0.15327(19) 0.8369(3) 0.0334(14) Uani 1 1 d . . . H15 H 0.284 0.1246 0.8383 0.04 Uiso 1 1 calc R . . C23 C 0.9953(11) 0.4295(2) 0.0326(4) 0.0438(17) Uani 1 1 d . . . H23 H 0.926 0.4067 0.0069 0.053 Uiso 1 1 calc R . . C29 C 1.3316(10) 0.5491(2) 0.3531(3) 0.0426(16) Uani 1 1 d . . . H29A H 1.4243 0.5252 0.367 0.051 Uiso 1 1 calc R . . H29B H 1.3667 0.5734 0.3863 0.051 Uiso 1 1 calc R . . C4 C 0.4977(11) 0.1924(2) 1.2349(3) 0.0465(18) Uani 1 1 d . . . H4 H 0.4584 0.1814 1.2769 0.056 Uiso 1 1 calc R . . C1 C 0.8802(10) 0.1703(2) 1.1129(3) 0.0432(17) Uani 1 1 d . . . H1A H 0.8983 0.186 1.0699 0.065 Uiso 1 1 calc R . . H1B H 0.8537 0.1399 1.1014 0.065 Uiso 1 1 calc R . . H1C H 0.9992 0.1726 1.1476 0.065 Uiso 1 1 calc R . . C25 C 1.2589(11) 0.4815(2) 0.0471(3) 0.0434(16) Uani 1 1 d . . . H25 H 1.368 0.4949 0.031 0.052 Uiso 1 1 calc R . . C35 C 1.3556(10) 0.3780(3) 0.3643(5) 0.060(2) Uani 1 1 d . . . H35 H 1.3971 0.3502 0.3522 0.071 Uiso 1 1 calc R . . C36 C 1.2684(9) 0.4064(2) 0.3108(4) 0.0423(17) Uani 1 1 d . . . C34 C 1.3804(11) 0.3908(3) 0.4343(5) 0.071(3) Uani 1 1 d . . . H34 H 1.4429 0.3723 0.4703 0.085 Uiso 1 1 calc R . . C24 C 1.1598(12) 0.4480(2) 0.0086(3) 0.051(2) Uani 1 1 d . . . H24 H 1.2027 0.4378 -0.0334 0.061 Uiso 1 1 calc R . . C37 C 1.2534(12) 0.3938(2) 0.2337(4) 0.054(2) Uani 1 1 d . . . H37A H 1.1153 0.3921 0.2129 0.081 Uiso 1 1 calc R . . H37B H 1.3157 0.3657 0.2299 0.081 Uiso 1 1 calc R . . H37C H 1.3195 0.4156 0.2085 0.081 Uiso 1 1 calc R . . C17 C 0.4024(10) 0.15374(19) 0.9722(3) 0.0370(15) Uani 1 1 d . . . H17A H 0.5365 0.1521 0.9973 0.055 Uiso 1 1 calc R . . H17B H 0.3483 0.1246 0.9653 0.055 Uiso 1 1 calc R . . H17C H 0.3217 0.1707 1.0001 0.055 Uiso 1 1 calc R . . C14 C 0.3299(9) 0.1743(2) 0.7721(3) 0.0357(15) Uani 1 1 d . . . H14 H 0.2818 0.1601 0.7291 0.043 Uiso 1 1 calc R . . C33 C 1.3127(11) 0.4311(3) 0.4514(4) 0.057(2) Uani 1 1 d . . . H33 H 1.3298 0.4406 0.4991 0.069 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 Mn1 0.0245(4) 0.0238(4) 0.0255(4) 0.0016(3) 0.0050(3) 0.0015(3) Mn2 0.0196(4) 0.0204(4) 0.0197(4) -0.0002(3) 0.0043(3) 0.0004(3) Cl3 0.0298(7) 0.0303(7) 0.0307(7) -0.0071(6) 0.0018(6) -0.0026(6) Cl4 0.0352(8) 0.0260(7) 0.0315(7) 0.0005(6) 0.0011(6) 0.0066(6) Cl5 0.0224(7) 0.0354(8) 0.0420(8) -0.0144(6) 0.0084(6) -0.0026(6) Cl6 0.0294(8) 0.0421(9) 0.0617(11) 0.0202(8) 0.0159(7) 0.0057(7) N3 0.027(2) 0.021(2) 0.024(2) 0.0008(18) 0.0082(19) -0.0036(19) N2 0.023(2) 0.020(2) 0.021(2) -0.0024(17) 0.0006(18) 0.0011(18) N21 0.030(3) 0.023(2) 0.029(3) -0.0005(19) 0.008(2) 0.0040(19) N4 0.019(2) 0.024(2) 0.024(2) 0.0014(18) 0.0026(18) 0.0058(18) C22 0.033(3) 0.028(3) 0.039(3) -0.009(3) -0.009(3) 0.005(3) N1 0.021(2) 0.026(2) 0.021(2) -0.0019(18) 0.0002(18) -0.0027(18) C27 0.038(3) 0.039(4) 0.029(3) 0.001(3) 0.008(3) -0.009(3) N22 0.035(3) 0.023(2) 0.025(2) 0.0060(19) 0.000(2) 0.001(2) C6 0.028(3) 0.033(3) 0.022(3) 0.002(2) 0.003(2) 0.000(2) N23 0.036(3) 0.044(3) 0.026(3) -0.003(2) 0.007(2) 0.009(2) C8 0.030(3) 0.023(3) 0.033(3) -0.004(2) -0.001(2) 0.001(2) C12 0.025(3) 0.028(3) 0.020(3) -0.006(2) 0.003(2) 0.000(2) C16 0.015(2) 0.022(3) 0.039(3) 0.001(2) 0.000(2) 0.002(2) N24 0.025(3) 0.035(3) 0.044(3) 0.014(2) 0.006(2) 0.004(2) C26 0.027(3) 0.025(3) 0.026(3) 0.006(2) 0.002(2) 0.005(2) C11 0.033(3) 0.037(3) 0.023(3) 0.004(2) 0.008(2) -0.001(3) C7 0.020(3) 0.039(3) 0.026(3) -0.002(2) 0.011(2) 0.006(2) C28 0.035(3) 0.031(3) 0.033(3) -0.008(3) -0.003(3) -0.007(3) C3 0.044(4) 0.030(3) 0.035(3) 0.005(3) -0.010(3) -0.009(3) C13 0.032(3) 0.042(4) 0.024(3) -0.006(3) 0.002(2) 0.004(3) C2 0.035(3) 0.024(3) 0.028(3) 0.000(2) -0.004(2) -0.005(2) C10 0.049(4) 0.041(4) 0.040(4) -0.002(3) 0.005(3) -0.018(3) C30 0.079(6) 0.069(5) 0.032(4) -0.013(4) 0.005(4) 0.015(5) C9 0.032(3) 0.026(3) 0.024(3) 0.007(2) 0.000(2) 0.006(2) C21 0.035(4) 0.032(4) 0.075(5) -0.013(3) 0.002(3) -0.008(3) C5 0.033(3) 0.062(5) 0.036(4) 0.011(3) 0.012(3) 0.006(3) C31 0.048(4) 0.081(5) 0.018(3) 0.014(3) 0.006(3) 0.010(4) C32 0.029(3) 0.057(4) 0.047(4) 0.027(3) 0.011(3) 0.009(3) C15 0.029(3) 0.022(3) 0.046(4) -0.011(3) -0.003(3) -0.002(2) C23 0.052(4) 0.040(4) 0.035(4) -0.016(3) -0.009(3) 0.008(3) C29 0.050(4) 0.040(4) 0.034(4) -0.008(3) -0.006(3) -0.003(3) C4 0.052(4) 0.063(5) 0.027(3) 0.016(3) 0.014(3) -0.004(4) C1 0.053(4) 0.042(4) 0.033(3) 0.003(3) -0.001(3) 0.018(3) C25 0.050(4) 0.052(4) 0.029(3) 0.004(3) 0.008(3) 0.011(3) C35 0.032(4) 0.054(5) 0.096(7) 0.047(5) 0.020(4) 0.016(3) C36 0.019(3) 0.039(4) 0.070(5) 0.017(3) 0.012(3) 0.001(3) C34 0.038(4) 0.098(7) 0.080(6) 0.066(6) 0.016(4) 0.032(4) C24 0.066(5) 0.059(5) 0.025(3) -0.013(3) -0.002(3) 0.030(4) C37 0.055(5) 0.030(4) 0.079(6) 0.011(4) 0.016(4) 0.014(3) C17 0.045(4) 0.024(3) 0.042(4) 0.008(3) 0.006(3) -0.010(3) C14 0.034(3) 0.039(4) 0.030(3) -0.017(3) -0.006(3) 0.000(3) C33 0.039(4) 0.085(6) 0.049(4) 0.032(4) 0.009(3) 0.007(4) #----------------------------------------------------------------------------# # 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 Mn1 N22 2.263(5) . ? Mn1 N21 2.307(5) . ? Mn1 N23 2.343(5) . ? Mn1 Cl6 2.4351(17) . ? Mn1 N24 2.458(5) . ? Mn1 Cl4 2.5103(16) . ? Mn2 N2 2.256(4) . ? Mn2 N3 2.344(4) . ? Mn2 N1 2.377(4) . ? Mn2 N4 2.439(4) . ? Mn2 Cl5 2.4461(16) . ? Mn2 Cl3 2.4605(16) . ? N3 C11 1.467(7) . ? N3 C9 1.475(7) . ? N3 C10 1.475(7) . ? N2 C7 1.458(7) . ? N2 C8 1.477(7) . ? N2 H2 0.91 . ? N21 C26 1.346(7) . ? N21 C22 1.350(7) . ? N4 C12 1.340(7) . ? N4 C16 1.347(7) . ? C22 C23 1.386(9) . ? C22 C21 1.493(9) . ? N1 C2 1.349(7) . ? N1 C6 1.355(7) . ? C27 N22 1.461(7) . ? C27 C26 1.515(8) . ? C27 H27A 0.97 . ? C27 H27B 0.97 . ? N22 C28 1.471(7) . ? N22 H22 0.91 . ? C6 C5 1.376(8) . ? C6 C7 1.511(8) . ? N23 C30 1.457(9) . ? N23 C31 1.463(8) . ? N23 C29 1.477(8) . ? C8 C9 1.515(8) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C12 C13 1.382(7) . ? C12 C11 1.501(8) . ? C16 C15 1.389(8) . ? C16 C17 1.499(8) . ? N24 C32 1.339(9) . ? N24 C36 1.359(8) . ? C26 C25 1.391(8) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C28 C29 1.510(9) . ? C28 H28A 0.97 . ? C28 H28B 0.97 . ? C3 C4 1.375(10) . ? C3 C2 1.378(8) . ? C3 H3 0.93 . ? C13 C14 1.380(9) . ? C13 H13 0.93 . ? C2 C1 1.498(9) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C5 C4 1.366(9) . ? C5 H5 0.93 . ? C31 C32 1.494(10) . ? C31 H31A 0.97 . ? C31 H31B 0.97 . ? C32 C33 1.403(9) . ? C15 C14 1.371(9) . ? C15 H15 0.93 . ? C23 C24 1.380(11) . ? C23 H23 0.93 . ? C29 H29A 0.97 . ? C29 H29B 0.97 . ? C4 H4 0.93 . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C25 C24 1.366(10) . ? C25 H25 0.93 . ? C35 C34 1.355(12) . ? C35 C36 1.387(9) . ? C35 H35 0.93 . ? C36 C37 1.484(10) . ? C34 C33 1.361(12) . ? C34 H34 0.93 . ? C24 H24 0.93 . ? C37 H37A 0.96 . ? C37 H37B 0.96 . ? C37 H37C 0.96 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C14 H14 0.93 . ? C33 H33 0.93 . ? 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 N22 Mn1 N21 74.26(17) . . ? N22 Mn1 N23 75.91(17) . . ? N21 Mn1 N23 150.01(18) . . ? N22 Mn1 Cl6 165.79(13) . . ? N21 Mn1 Cl6 116.07(13) . . ? N23 Mn1 Cl6 92.85(14) . . ? N22 Mn1 N24 83.44(16) . . ? N21 Mn1 N24 102.13(17) . . ? N23 Mn1 N24 71.27(18) . . ? Cl6 Mn1 N24 84.73(12) . . ? N22 Mn1 Cl4 90.88(12) . . ? N21 Mn1 Cl4 88.32(12) . . ? N23 Mn1 Cl4 95.17(13) . . ? Cl6 Mn1 Cl4 98.89(6) . . ? N24 Mn1 Cl4 166.20(14) . . ? N2 Mn2 N3 76.70(15) . . ? N2 Mn2 N1 72.98(15) . . ? N3 Mn2 N1 149.68(16) . . ? N2 Mn2 N4 86.12(15) . . ? N3 Mn2 N4 71.01(15) . . ? N1 Mn2 N4 107.10(15) . . ? N2 Mn2 Cl5 169.06(12) . . ? N3 Mn2 Cl5 97.12(12) . . ? N1 Mn2 Cl5 112.90(12) . . ? N4 Mn2 Cl5 83.30(11) . . ? N2 Mn2 Cl3 92.71(12) . . ? N3 Mn2 Cl3 95.04(12) . . ? N1 Mn2 Cl3 85.89(11) . . ? N4 Mn2 Cl3 165.90(11) . . ? Cl5 Mn2 Cl3 96.87(5) . . ? C11 N3 C9 112.3(4) . . ? C11 N3 C10 108.0(4) . . ? C9 N3 C10 109.3(5) . . ? C11 N3 Mn2 105.0(3) . . ? C9 N3 Mn2 108.0(3) . . ? C10 N3 Mn2 114.2(4) . . ? C7 N2 C8 113.0(4) . . ? C7 N2 Mn2 109.3(3) . . ? C8 N2 Mn2 108.1(3) . . ? C7 N2 H2 108.8 . . ? C8 N2 H2 108.8 . . ? Mn2 N2 H2 108.8 . . ? C26 N21 C22 118.9(5) . . ? C26 N21 Mn1 113.2(4) . . ? C22 N21 Mn1 127.7(4) . . ? C12 N4 C16 117.7(5) . . ? C12 N4 Mn2 112.0(3) . . ? C16 N4 Mn2 129.6(4) . . ? N21 C22 C23 121.3(6) . . ? N21 C22 C21 117.4(6) . . ? C23 C22 C21 121.2(6) . . ? C2 N1 C6 117.7(5) . . ? C2 N1 Mn2 130.1(4) . . ? C6 N1 Mn2 112.2(3) . . ? N22 C27 C26 109.9(5) . . ? N22 C27 H27A 109.7 . . ? C26 C27 H27A 109.7 . . ? N22 C27 H27B 109.7 . . ? C26 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C27 N22 C28 114.6(4) . . ? C27 N22 Mn1 108.1(4) . . ? C28 N22 Mn1 107.9(4) . . ? C27 N22 H22 108.7 . . ? C28 N22 H22 108.7 . . ? Mn1 N22 H22 108.7 . . ? N1 C6 C5 122.6(5) . . ? N1 C6 C7 117.0(5) . . ? C5 C6 C7 120.2(5) . . ? C30 N23 C31 108.4(5) . . ? C30 N23 C29 112.0(6) . . ? C31 N23 C29 110.7(5) . . ? C30 N23 Mn1 111.1(4) . . ? C31 N23 Mn1 106.5(4) . . ? C29 N23 Mn1 108.0(4) . . ? N2 C8 C9 108.3(4) . . ? N2 C8 H8A 110 . . ? C9 C8 H8A 110 . . ? N2 C8 H8B 110 . . ? C9 C8 H8B 110 . . ? H8A C8 H8B 108.4 . . ? N4 C12 C13 123.1(5) . . ? N4 C12 C11 116.6(5) . . ? C13 C12 C11 120.1(5) . . ? N4 C16 C15 122.2(5) . . ? N4 C16 C17 117.0(5) . . ? C15 C16 C17 120.8(5) . . ? C32 N24 C36 117.4(6) . . ? C32 N24 Mn1 111.5(4) . . ? C36 N24 Mn1 130.9(5) . . ? N21 C26 C25 121.6(6) . . ? N21 C26 C27 116.8(5) . . ? C25 C26 C27 121.6(6) . . ? N3 C11 C12 113.5(4) . . ? N3 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N3 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N2 C7 C6 110.9(4) . . ? N2 C7 H7A 109.5 . . ? C6 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 108 . . ? N22 C28 C29 106.2(5) . . ? N22 C28 H28A 110.5 . . ? C29 C28 H28A 110.5 . . ? N22 C28 H28B 110.5 . . ? C29 C28 H28B 110.5 . . ? H28A C28 H28B 108.7 . . ? C4 C3 C2 119.3(6) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C14 C13 C12 118.7(6) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? N1 C2 C3 121.9(6) . . ? N1 C2 C1 117.4(5) . . ? C3 C2 C1 120.7(6) . . ? N3 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N23 C30 H30A 109.5 . . ? N23 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N23 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N3 C9 C8 110.2(4) . . ? N3 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? N3 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C22 C21 H21A 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C22 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C4 C5 C6 118.7(6) . . ? C4 C5 H5 120.6 . . ? C6 C5 H5 120.6 . . ? N23 C31 C32 113.6(5) . . ? N23 C31 H31A 108.8 . . ? C32 C31 H31A 108.8 . . ? N23 C31 H31B 108.8 . . ? C32 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? N24 C32 C33 122.2(7) . . ? N24 C32 C31 117.9(5) . . ? C33 C32 C31 119.9(7) . . ? C14 C15 C16 119.3(5) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? C24 C23 C22 119.4(6) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? N23 C29 C28 111.3(5) . . ? N23 C29 H29A 109.4 . . ? C28 C29 H29A 109.4 . . ? N23 C29 H29B 109.4 . . ? C28 C29 H29B 109.4 . . ? H29A C29 H29B 108 . . ? C5 C4 C3 119.6(6) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C24 C25 C26 119.4(7) . . ? C24 C25 H25 120.3 . . ? C26 C25 H25 120.3 . . ? C34 C35 C36 120.0(8) . . ? C34 C35 H35 120 . . ? C36 C35 H35 120 . . ? N24 C36 C35 121.8(7) . . ? N24 C36 C37 117.8(6) . . ? C35 C36 C37 120.4(7) . . ? C35 C34 C33 119.3(7) . . ? C35 C34 H34 120.4 . . ? C33 C34 H34 120.4 . . ? C25 C24 C23 119.2(6) . . ? C25 C24 H24 120.4 . . ? C23 C24 H24 120.4 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C14 C13 119.0(5) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C34 C33 C32 119.2(8) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? # Attachment '2078_web_deposit_cif_file_2_ChristianR.Goldsmith_1281382794.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-10-10 at 14:04:20 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : sad p21c struct data_sad1 #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788051' #TrackingRef '2078_web_deposit_cif_file_2_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2009-10-10T14:04:20-00:00 _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 'C17 H15 Mn1 N4 O1' _chemical_formula_sum 'C17 H24 Cl2 Mn N4 O' _chemical_formula_weight 426.24 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.3978(7) _cell_length_b 8.7356(6) _cell_length_c 20.5972(13) _cell_angle_alpha 90 _cell_angle_beta 104.7320(10) _cell_angle_gamma 90 _cell_volume 1983.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plates _exptl_crystal_colour colorless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.427 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.947 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0586 _diffrn_reflns_av_unetI/netI 0.0594 _diffrn_reflns_number 19737 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 28.3 _diffrn_reflns_theta_full 28.3 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 4922 _reflns_number_gt 3551 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _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^)+(0.0730P)^2^+0.0876P] 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 4922 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0791 _refine_ls_R_factor_gt 0.0543 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1303 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.663 _refine_diff_density_min -0.43 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 Mn1 Mn 0.73515(4) 0.38044(5) 0.05585(2) 0.03018(14) Uani 1 1 d . . . Cl1 Cl 0.93589(7) 0.49810(10) 0.09776(4) 0.0445(2) Uani 1 1 d . . . Cl2 Cl 0.61826(7) 0.57826(10) 0.09936(4) 0.0445(2) Uani 1 1 d . . . O99 O 0.54959(19) 0.2492(3) 0.02481(11) 0.0444(5) Uani 1 1 d . . . N2 N 0.6888(2) 0.4883(3) -0.05031(12) 0.0340(6) Uani 1 1 d . . . H2B H 0.6067 0.4986 -0.0635 0.041 Uiso 1 1 calc R . . N1 N 0.5948(2) 0.8141(3) -0.11849(13) 0.0411(6) Uani 1 1 d . . . N4 N 0.7964(2) 0.1705(3) 0.12263(13) 0.0355(6) Uani 1 1 d . . . N3 N 0.7918(2) 0.1948(3) -0.01149(13) 0.0368(6) Uani 1 1 d . . . C8 C 0.7241(3) 0.3874(4) -0.09980(17) 0.0460(8) Uani 1 1 d . . . H8A H 0.8061 0.4115 -0.1019 0.055 Uiso 1 1 calc R . . H8B H 0.6702 0.4045 -0.1439 0.055 Uiso 1 1 calc R . . C5 C 0.6981(3) 0.7364(4) -0.11212(16) 0.0388(7) Uani 1 1 d . . . C6 C 0.7407(3) 0.6434(4) -0.04873(16) 0.0397(7) Uani 1 1 d . . . H6A H 0.8283 0.6342 -0.0388 0.048 Uiso 1 1 calc R . . H6B H 0.7217 0.6996 -0.0121 0.048 Uiso 1 1 calc R . . C12 C 0.8112(3) 0.0415(4) 0.09008(16) 0.0406(7) Uani 1 1 d . . . C11 C 0.7662(3) 0.0467(4) 0.01487(17) 0.0468(8) Uani 1 1 d . . . H11A H 0.805 -0.0337 -0.0046 0.056 Uiso 1 1 calc R . . H11B H 0.6794 0.0283 0.0021 0.056 Uiso 1 1 calc R . . C16 C 0.8298(3) 0.1702(4) 0.19041(16) 0.0428(8) Uani 1 1 d . . . C1 C 0.5536(3) 0.9008(4) -0.17363(18) 0.0452(8) Uani 1 1 d . . . C9 C 0.7173(3) 0.2219(4) -0.08014(16) 0.0473(8) Uani 1 1 d . . . H9A H 0.6336 0.1951 -0.0827 0.057 Uiso 1 1 calc R . . H9B H 0.7456 0.1571 -0.1113 0.057 Uiso 1 1 calc R . . C4 C 0.7624(4) 0.7407(4) -0.15993(19) 0.0546(9) Uani 1 1 d . . . H4A H 0.835 0.6872 -0.1538 0.065 Uiso 1 1 calc R . . C13 C 0.8596(3) -0.0896(4) 0.1229(2) 0.0544(10) Uani 1 1 d . . . H13A H 0.8678 -0.1777 0.0991 0.065 Uiso 1 1 calc R . . C15 C 0.8824(3) 0.0436(5) 0.2259(2) 0.0564(10) Uani 1 1 d . . . H15A H 0.9087 0.0467 0.2725 0.068 Uiso 1 1 calc R . . C14 C 0.8956(4) -0.0874(5) 0.1917(2) 0.0609(11) Uani 1 1 d . . . H14A H 0.9289 -0.1746 0.2151 0.073 Uiso 1 1 calc R . . C2 C 0.6137(4) 0.9061(4) -0.22372(19) 0.0569(10) Uani 1 1 d . . . H2A H 0.5829 0.9649 -0.2619 0.068 Uiso 1 1 calc R . . C3 C 0.7175(4) 0.8259(5) -0.2175(2) 0.0632(11) Uani 1 1 d . . . H3A H 0.758 0.8281 -0.2514 0.076 Uiso 1 1 calc R . . C16A C 0.8034(4) 0.3130(5) 0.22421(18) 0.0575(10) Uani 1 1 d . . . H16A H 0.7666 0.3873 0.1909 0.086 Uiso 1 1 calc R . . H16B H 0.8776 0.3537 0.2519 0.086 Uiso 1 1 calc R . . H16C H 0.749 0.2898 0.2516 0.086 Uiso 1 1 calc R . . C10 C 0.9222(4) 0.2000(5) -0.0103(2) 0.0644(11) Uani 1 1 d . . . H10A H 0.9398 0.1212 -0.0389 0.097 Uiso 1 1 calc R . . H10B H 0.9701 0.1841 0.0348 0.097 Uiso 1 1 calc R . . H10C H 0.9411 0.2982 -0.026 0.097 Uiso 1 1 calc R . . C1A C 0.4436(4) 0.9966(5) -0.1765(2) 0.0718(13) Uani 1 1 d . . . H1AA H 0.4151 0.9782 -0.1372 0.108 Uiso 1 1 calc R . . H1AB H 0.3812 0.9702 -0.2158 0.108 Uiso 1 1 calc R . . H1AC H 0.464 1.1028 -0.1784 0.108 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 Mn1 0.0327(2) 0.0300(2) 0.0273(2) 0.00083(18) 0.00672(17) 0.00268(18) Cl1 0.0362(4) 0.0469(5) 0.0463(5) 0.0011(4) 0.0030(3) -0.0056(3) Cl2 0.0431(4) 0.0541(5) 0.0357(4) -0.0050(4) 0.0086(3) 0.0121(4) O99 0.0382(12) 0.0499(14) 0.0448(13) 0.0048(10) 0.0102(10) 0.0005(10) N2 0.0335(13) 0.0360(14) 0.0320(13) 0.0015(11) 0.0076(10) 0.0010(10) N1 0.0401(14) 0.0431(15) 0.0397(15) 0.0097(12) 0.0093(11) -0.0037(12) N4 0.0334(13) 0.0349(14) 0.0369(14) 0.0047(11) 0.0062(11) 0.0010(10) N3 0.0433(14) 0.0307(13) 0.0376(14) 0.0009(11) 0.0128(11) 0.0027(11) C8 0.058(2) 0.047(2) 0.0348(17) 0.0037(15) 0.0154(15) 0.0059(16) C5 0.0473(18) 0.0335(16) 0.0356(17) 0.0042(13) 0.0108(14) -0.0042(14) C6 0.0416(17) 0.0383(18) 0.0380(17) 0.0025(13) 0.0078(14) -0.0039(13) C12 0.0419(17) 0.0342(17) 0.0459(19) 0.0055(14) 0.0114(14) 0.0042(13) C11 0.056(2) 0.0302(17) 0.055(2) -0.0042(15) 0.0152(17) 0.0030(15) C16 0.0340(16) 0.054(2) 0.0392(18) 0.0092(15) 0.0066(13) -0.0033(14) C1 0.0417(18) 0.0431(19) 0.0471(19) 0.0100(15) 0.0046(15) -0.0100(14) C9 0.065(2) 0.0418(19) 0.0352(18) -0.0073(15) 0.0127(16) 0.0005(16) C4 0.066(2) 0.049(2) 0.056(2) 0.0113(17) 0.0292(19) 0.0105(18) C13 0.053(2) 0.0365(19) 0.075(3) 0.0153(18) 0.0181(19) 0.0085(16) C15 0.045(2) 0.069(3) 0.050(2) 0.027(2) 0.0029(16) 0.0016(18) C14 0.052(2) 0.055(2) 0.074(3) 0.036(2) 0.013(2) 0.0150(18) C2 0.077(3) 0.051(2) 0.040(2) 0.0159(17) 0.0120(18) -0.0055(19) C3 0.092(3) 0.059(2) 0.051(2) 0.010(2) 0.042(2) 0.008(2) C16A 0.068(2) 0.070(3) 0.0323(18) 0.0042(18) 0.0104(17) 0.005(2) C10 0.055(2) 0.064(3) 0.079(3) -0.006(2) 0.027(2) 0.005(2) C1A 0.048(2) 0.080(3) 0.084(3) 0.034(2) 0.010(2) 0.003(2) #----------------------------------------------------------------------------# # 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 Mn1 N4 2.292(3) . ? Mn1 N2 2.315(2) . ? Mn1 N3 2.330(3) . ? Mn1 O99 2.347(2) . ? Mn1 Cl1 2.4560(9) . ? Mn1 Cl2 2.4843(9) . ? N2 C6 1.475(4) . ? N2 C8 1.479(4) . ? N2 H2B 0.91 . ? N1 C5 1.336(4) . ? N1 C1 1.346(4) . ? N4 C12 1.344(4) . ? N4 C16 1.351(4) . ? N3 C11 1.461(4) . ? N3 C9 1.472(4) . ? N3 C10 1.480(5) . ? C8 C9 1.508(5) . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C5 C4 1.370(5) . ? C5 C6 1.509(4) . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C12 C13 1.372(4) . ? C12 C11 1.504(5) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C16 C15 1.376(5) . ? C16 C16A 1.496(5) . ? C1 C2 1.376(5) . ? C1 C1A 1.496(6) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C4 C3 1.383(5) . ? C4 H4A 0.93 . ? C13 C14 1.370(6) . ? C13 H13A 0.93 . ? C15 C14 1.372(6) . ? C15 H15A 0.93 . ? C14 H14A 0.93 . ? C2 C3 1.353(6) . ? C2 H2A 0.93 . ? C3 H3A 0.93 . ? C16A H16A 0.96 . ? C16A H16B 0.96 . ? C16A H16C 0.96 . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C1A H1AA 0.96 . ? C1A H1AB 0.96 . ? C1A H1AC 0.96 . ? 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 N4 Mn1 N2 148.63(9) . . ? N4 Mn1 N3 73.26(9) . . ? N2 Mn1 N3 75.65(9) . . ? N4 Mn1 O99 83.59(8) . . ? N2 Mn1 O99 88.18(8) . . ? N3 Mn1 O99 82.22(9) . . ? N4 Mn1 Cl1 90.54(7) . . ? N2 Mn1 Cl1 97.47(7) . . ? N3 Mn1 Cl1 97.24(7) . . ? O99 Mn1 Cl1 174.02(6) . . ? N4 Mn1 Cl2 116.72(7) . . ? N2 Mn1 Cl2 92.47(7) . . ? N3 Mn1 Cl2 162.63(7) . . ? O99 Mn1 Cl2 84.80(6) . . ? Cl1 Mn1 Cl2 96.85(3) . . ? C6 N2 C8 112.6(2) . . ? C6 N2 Mn1 111.04(18) . . ? C8 N2 Mn1 111.82(18) . . ? C6 N2 H2B 107 . . ? C8 N2 H2B 107 . . ? Mn1 N2 H2B 107 . . ? C5 N1 C1 118.5(3) . . ? C12 N4 C16 118.4(3) . . ? C12 N4 Mn1 115.4(2) . . ? C16 N4 Mn1 125.8(2) . . ? C11 N3 C9 112.2(3) . . ? C11 N3 C10 108.4(3) . . ? C9 N3 C10 110.0(3) . . ? C11 N3 Mn1 106.46(19) . . ? C9 N3 Mn1 106.28(18) . . ? C10 N3 Mn1 113.4(2) . . ? N2 C8 C9 110.2(3) . . ? N2 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N2 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N1 C5 C4 122.4(3) . . ? N1 C5 C6 116.1(3) . . ? C4 C5 C6 121.5(3) . . ? N2 C6 C5 115.8(3) . . ? N2 C6 H6A 108.3 . . ? C5 C6 H6A 108.3 . . ? N2 C6 H6B 108.3 . . ? C5 C6 H6B 108.3 . . ? H6A C6 H6B 107.4 . . ? N4 C12 C13 122.6(3) . . ? N4 C12 C11 115.8(3) . . ? C13 C12 C11 121.5(3) . . ? N3 C11 C12 111.2(3) . . ? N3 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? N3 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108 . . ? N4 C16 C15 121.3(3) . . ? N4 C16 C16A 116.3(3) . . ? C15 C16 C16A 122.4(3) . . ? N1 C1 C2 121.2(3) . . ? N1 C1 C1A 117.2(3) . . ? C2 C1 C1A 121.5(3) . . ? N3 C9 C8 110.8(3) . . ? N3 C9 H9A 109.5 . . ? C8 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 108.1 . . ? C5 C4 C3 118.8(4) . . ? C5 C4 H4A 120.6 . . ? C3 C4 H4A 120.6 . . ? C14 C13 C12 118.3(4) . . ? C14 C13 H13A 120.8 . . ? C12 C13 H13A 120.8 . . ? C14 C15 C16 119.2(4) . . ? C14 C15 H15A 120.4 . . ? C16 C15 H15A 120.4 . . ? C13 C14 C15 120.0(3) . . ? C13 C14 H14A 120 . . ? C15 C14 H14A 120 . . ? C3 C2 C1 120.1(3) . . ? C3 C2 H2A 120 . . ? C1 C2 H2A 120 . . ? C2 C3 C4 119.0(4) . . ? C2 C3 H3A 120.5 . . ? C4 C3 H3A 120.5 . . ? C16 C16A H16A 109.5 . . ? C16 C16A H16B 109.5 . . ? H16A C16A H16B 109.5 . . ? C16 C16A H16C 109.5 . . ? H16A C16A H16C 109.5 . . ? H16B C16A H16C 109.5 . . ? N3 C10 H10A 109.5 . . ? N3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C1 C1A H1AA 109.5 . . ? C1 C1A H1AB 109.5 . . ? H1AA C1A H1AB 109.5 . . ? C1 C1A H1AC 109.5 . . ? H1AA C1A H1AC 109.5 . . ? H1AB C1A H1AC 109.5 . . ? # Attachment '2079_web_deposit_cif_file_3_ChristianR.Goldsmith_1281382794.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-03-17 at 21:44:16 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : sad archiveold data_sad2 #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788052' #TrackingRef '2079_web_deposit_cif_file_3_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2010-03-17T21:44:16-00:00 _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 H26 Cl2 Fe1 N4' _chemical_formula_sum 'C18 H26 Cl2 Fe N4' _chemical_formula_weight 425.18 _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, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.6928(7) _cell_length_b 16.2440(8) _cell_length_c 18.0040(9) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 4004.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 4978 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 28.31 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.41 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1776 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.028 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_unetI/netI 0.025 _diffrn_reflns_number 38744 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 28.31 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 4978 _reflns_number_gt 4335 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement 'SMART, SAINT (Bruker, 1999)' _computing_data_reduction 'SAINT (Bruker, 1999)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ATOMS v6.1 (Shape Software, 2004)' _computing_publication_material 'SHELXCIF-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # 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^)+(0.0625P)^2^+2.5089P] 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_number_reflns 4978 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.118 _refine_ls_wR_factor_gt 0.1136 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.549 _refine_diff_density_min -0.481 _refine_diff_density_rms 0.078 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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 Fe1 Fe 0.97463(2) 0.218448(18) 0.598048(16) 0.02679(10) Uani 1 1 d . . . Cl1 Cl 1.10801(4) 0.13470(3) 0.55681(3) 0.03321(13) Uani 1 1 d . . . N1 N 1.01750(13) 0.31400(11) 0.50122(9) 0.0286(4) Uani 1 1 d . . . C1 C 1.09715(19) 0.42080(15) 0.57623(14) 0.0395(5) Uani 1 1 d . . . H1A H 1.076 0.3847 0.6153 0.059 Uiso 1 1 calc R . . H1B H 1.0685 0.4742 0.5832 0.059 Uiso 1 1 calc R . . H1C H 1.167 0.4255 0.5773 0.059 Uiso 1 1 calc R . . C18 C 0.9739(2) 0.00028(17) 0.66161(19) 0.0605(9) Uani 1 1 d . . . H18A H 1.0061 0.0344 0.6256 0.091 Uiso 1 1 calc R . . H18B H 0.9436 -0.0455 0.637 0.091 Uiso 1 1 calc R . . H18C H 1.021 -0.0196 0.6968 0.091 Uiso 1 1 calc R . . Cl2 Cl 1.04713(5) 0.28255(4) 0.70459(3) 0.03868(15) Uani 1 1 d . . . N2 N 0.88644(13) 0.18253(12) 0.49674(11) 0.0352(4) Uani 1 1 d . . . C2 C 1.06593(16) 0.38673(13) 0.50323(13) 0.0329(4) Uani 1 1 d . . . N3 N 0.82958(14) 0.28011(10) 0.62291(11) 0.0311(4) Uani 1 1 d . . . C3 C 1.0886(2) 0.42974(16) 0.43881(15) 0.0456(6) Uani 1 1 d . . . H3A H 1.1235 0.4787 0.4417 0.055 Uiso 1 1 calc R . . N4 N 0.88564(14) 0.12959(11) 0.68239(11) 0.0349(4) Uani 1 1 d . . . C4 C 1.0595(2) 0.40030(18) 0.37087(15) 0.0522(7) Uani 1 1 d . . . H4A H 1.0729 0.4295 0.3276 0.063 Uiso 1 1 calc R . . C5 C 1.0103(2) 0.32709(18) 0.36826(13) 0.0463(6) Uani 1 1 d . . . H5A H 0.9895 0.3058 0.323 0.056 Uiso 1 1 calc R . . C6 C 0.99190(18) 0.28475(14) 0.43387(12) 0.0345(5) Uani 1 1 d . . . C7 C 0.94683(19) 0.20098(16) 0.43120(13) 0.0409(5) Uani 1 1 d . . . H7A H 0.9067 0.1967 0.387 0.049 Uiso 1 1 calc R . . H7B H 0.9983 0.1601 0.4274 0.049 Uiso 1 1 calc R . . C8 C 0.8611(2) 0.09415(15) 0.49552(17) 0.0497(6) Uani 1 1 d . . . H8A H 0.824 0.0822 0.4516 0.075 Uiso 1 1 calc R . . H8B H 0.823 0.0809 0.5387 0.075 Uiso 1 1 calc R . . H8C H 0.9199 0.0619 0.4955 0.075 Uiso 1 1 calc R . . C9 C 0.79714(17) 0.23476(15) 0.49512(14) 0.0385(5) Uani 1 1 d . . . H9A H 0.7487 0.21 0.4628 0.046 Uiso 1 1 calc R . . H9B H 0.8132 0.2887 0.4755 0.046 Uiso 1 1 calc R . . C10 C 0.75589(16) 0.24340(15) 0.57239(14) 0.0381(5) Uani 1 1 d . . . H10A H 0.6983 0.2781 0.571 0.046 Uiso 1 1 calc R . . H10B H 0.7367 0.1897 0.5909 0.046 Uiso 1 1 calc R . . C11 C 0.83151(19) 0.37024(14) 0.61362(15) 0.0418(5) Uani 1 1 d . . . H11A H 0.7682 0.3924 0.6248 0.063 Uiso 1 1 calc R . . H11B H 0.8486 0.3834 0.5633 0.063 Uiso 1 1 calc R . . H11C H 0.879 0.3935 0.6467 0.063 Uiso 1 1 calc R . . C12 C 0.80446(18) 0.26207(14) 0.70068(14) 0.0380(5) Uani 1 1 d . . . H12A H 0.7373 0.2783 0.7098 0.046 Uiso 1 1 calc R . . H12B H 0.846 0.2944 0.7331 0.046 Uiso 1 1 calc R . . C13 C 0.81630(16) 0.17216(14) 0.71924(12) 0.0334(5) Uani 1 1 d . . . C14 C 0.75825(18) 0.13819(16) 0.77441(14) 0.0422(5) Uani 1 1 d . . . H14A H 0.711 0.1697 0.7983 0.051 Uiso 1 1 calc R . . C15 C 0.7721(2) 0.05695(18) 0.79308(14) 0.0469(6) Uani 1 1 d . . . H15A H 0.7348 0.0327 0.8304 0.056 Uiso 1 1 calc R . . C16 C 0.84164(19) 0.01200(15) 0.75593(14) 0.0428(5) Uani 1 1 d . . . H16A H 0.8511 -0.0433 0.7673 0.051 Uiso 1 1 calc R . . C17 C 0.89774(18) 0.04959(14) 0.70129(13) 0.0382(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 Fe1 0.02289(17) 0.02791(17) 0.02956(17) -0.00113(11) -0.00104(11) 0.00186(11) Cl1 0.0272(3) 0.0351(3) 0.0372(3) 0.0028(2) 0.00408(19) 0.0050(2) N1 0.0288(9) 0.0310(9) 0.0260(8) 0.0005(7) 0.0000(7) 0.0064(7) C1 0.0382(12) 0.0313(11) 0.0489(13) -0.0060(10) 0.0056(10) -0.0040(9) C18 0.072(2) 0.0348(13) 0.074(2) 0.0142(13) 0.0340(16) 0.0175(13) Cl2 0.0430(3) 0.0419(3) 0.0312(3) -0.0002(2) -0.0076(2) -0.0005(2) N2 0.0295(9) 0.0323(9) 0.0438(10) -0.0057(8) -0.0077(8) 0.0015(8) C2 0.0301(10) 0.0287(10) 0.0400(11) 0.0036(9) 0.0046(9) 0.0073(9) N3 0.0272(9) 0.0259(9) 0.0403(10) 0.0021(7) 0.0019(7) 0.0020(7) C3 0.0481(14) 0.0348(12) 0.0539(15) 0.0139(11) 0.0096(12) 0.0083(11) N4 0.0332(10) 0.0293(9) 0.0421(10) 0.0018(7) 0.0095(8) 0.0013(8) C4 0.0573(17) 0.0566(16) 0.0426(14) 0.0217(12) 0.0110(12) 0.0158(14) C5 0.0488(14) 0.0648(18) 0.0254(11) 0.0019(11) -0.0007(10) 0.0215(13) C6 0.0327(11) 0.0411(13) 0.0298(11) -0.0022(9) -0.0033(9) 0.0119(9) C7 0.0416(13) 0.0488(14) 0.0323(11) -0.0119(10) -0.0089(10) 0.0065(11) C8 0.0444(14) 0.0356(13) 0.0691(17) -0.0111(12) -0.0146(13) -0.0024(11) C9 0.0276(10) 0.0378(12) 0.0501(13) -0.0030(10) -0.0118(10) 0.0023(9) C10 0.0225(10) 0.0342(11) 0.0575(14) 0.0033(10) -0.0028(10) 0.0012(9) C11 0.0403(13) 0.0282(11) 0.0569(14) 0.0022(10) 0.0052(11) 0.0057(10) C12 0.0342(12) 0.0336(12) 0.0463(13) -0.0005(9) 0.0132(10) 0.0057(9) C13 0.0294(10) 0.0341(11) 0.0367(11) 0.0017(9) 0.0038(9) 0.0012(9) C14 0.0337(12) 0.0519(14) 0.0410(12) 0.0068(10) 0.0094(10) 0.0071(11) C15 0.0430(14) 0.0542(15) 0.0435(13) 0.0169(12) 0.0114(11) 0.0018(12) C16 0.0457(13) 0.0387(12) 0.0439(13) 0.0121(10) 0.0042(11) 0.0008(11) C17 0.0387(12) 0.0331(11) 0.0429(12) 0.0037(9) 0.0073(10) 0.0016(10) #----------------------------------------------------------------------------# # 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 Fe1 N2 2.2639(19) . ? Fe1 N3 2.2689(18) . ? Fe1 Cl1 2.3954(6) . ? Fe1 Cl2 2.3978(6) . ? Fe1 N1 2.4069(18) . ? Fe1 N4 2.4236(19) . ? N1 C6 1.349(3) . ? N1 C2 1.355(3) . ? C1 C2 1.489(3) . ? C1 H1A 0.96 . ? C1 H1B 0.96 . ? C1 H1C 0.96 . ? C18 C17 1.497(3) . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? N2 C7 1.472(3) . ? N2 C8 1.477(3) . ? N2 C9 1.489(3) . ? C2 C3 1.389(3) . ? N3 C12 1.471(3) . ? N3 C11 1.474(3) . ? N3 C10 1.484(3) . ? C3 C4 1.372(4) . ? C3 H3A 0.93 . ? N4 C13 1.349(3) . ? N4 C17 1.354(3) . ? C4 C5 1.367(4) . ? C4 H4A 0.93 . ? C5 C6 1.390(3) . ? C5 H5A 0.93 . ? C6 C7 1.495(4) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 C10 1.508(4) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 C13 1.507(3) . ? C12 H12A 0.97 . ? C12 H12B 0.97 . ? C13 C14 1.387(3) . ? C14 C15 1.375(4) . ? C14 H14A 0.93 . ? C15 C16 1.374(4) . ? C15 H15A 0.93 . ? C16 C17 1.389(3) . ? C16 H16A 0.93 . ? 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 N2 Fe1 N3 78.81(7) . . ? N2 Fe1 Cl1 90.61(5) . . ? N3 Fe1 Cl1 168.32(5) . . ? N2 Fe1 Cl2 167.76(5) . . ? N3 Fe1 Cl2 90.74(5) . . ? Cl1 Fe1 Cl2 100.30(2) . . ? N2 Fe1 N1 73.30(7) . . ? N3 Fe1 N1 94.11(6) . . ? Cl1 Fe1 N1 87.47(4) . . ? Cl2 Fe1 N1 101.44(5) . . ? N2 Fe1 N4 94.77(7) . . ? N3 Fe1 N4 72.49(6) . . ? Cl1 Fe1 N4 103.85(5) . . ? Cl2 Fe1 N4 88.03(5) . . ? N1 Fe1 N4 163.84(6) . . ? C6 N1 C2 117.28(19) . . ? C6 N1 Fe1 111.14(15) . . ? C2 N1 Fe1 131.46(14) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? 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 . . ? C7 N2 C8 108.5(2) . . ? C7 N2 C9 109.25(19) . . ? C8 N2 C9 111.15(19) . . ? C7 N2 Fe1 107.09(13) . . ? C8 N2 Fe1 112.81(15) . . ? C9 N2 Fe1 107.88(14) . . ? N1 C2 C3 121.7(2) . . ? N1 C2 C1 119.22(19) . . ? C3 C2 C1 119.1(2) . . ? C12 N3 C11 108.06(19) . . ? C12 N3 C10 110.14(19) . . ? C11 N3 C10 109.99(19) . . ? C12 N3 Fe1 107.73(13) . . ? C11 N3 Fe1 113.61(14) . . ? C10 N3 Fe1 107.27(13) . . ? C4 C3 C2 120.3(3) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C13 N4 C17 117.04(19) . . ? C13 N4 Fe1 110.91(14) . . ? C17 N4 Fe1 131.89(15) . . ? C5 C4 C3 118.5(2) . . ? C5 C4 H4A 120.8 . . ? C3 C4 H4A 120.8 . . ? C4 C5 C6 119.4(2) . . ? C4 C5 H5A 120.3 . . ? C6 C5 H5A 120.3 . . ? N1 C6 C5 122.9(2) . . ? N1 C6 C7 117.2(2) . . ? C5 C6 C7 119.9(2) . . ? N2 C7 C6 113.05(19) . . ? N2 C7 H7A 109 . . ? C6 C7 H7A 109 . . ? N2 C7 H7B 109 . . ? C6 C7 H7B 109 . . ? H7A C7 H7B 107.8 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C10 110.03(19) . . ? N2 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? N2 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? N3 C10 C9 110.38(18) . . ? N3 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? N3 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N3 C11 H11A 109.5 . . ? N3 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N3 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N3 C12 C13 112.27(18) . . ? N3 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? N3 C12 H12B 109.2 . . ? C13 C12 H12B 109.2 . . ? H12A C12 H12B 107.9 . . ? N4 C13 C14 123.5(2) . . ? N4 C13 C12 117.60(19) . . ? C14 C13 C12 118.9(2) . . ? C15 C14 C13 118.6(2) . . ? C15 C14 H14A 120.7 . . ? C13 C14 H14A 120.7 . . ? C16 C15 C14 119.1(2) . . ? C16 C15 H15A 120.5 . . ? C14 C15 H15A 120.5 . . ? C15 C16 C17 119.6(2) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? N4 C17 C16 122.1(2) . . ? N4 C17 C18 118.6(2) . . ? C16 C17 C18 119.2(2) . . ? # Attachment '2080_web_deposit_cif_file_4_ChristianR.Goldsmith_1281382794.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-06-28 at 14:59:32 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : crg004m struct data_crg004m #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788053' #TrackingRef '2080_web_deposit_cif_file_4_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2010-06-28T14:59:32-00:00 _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 '2(C14 H20 Cl Mn N4 O), Cl4 Mn' _chemical_formula_sum 'C28 H40 Cl6 Mn3 N8 O2' _chemical_formula_weight 898.2 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.4241(12) _cell_length_b 8.5365(4) _cell_length_c 19.0616(9) _cell_angle_alpha 90 _cell_angle_beta 122.7350(10) _cell_angle_gamma 90 _cell_volume 3890.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 4833 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 28.33 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description fragment _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1828 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.408 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '0.3 wide w/ exposures' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0798 _diffrn_reflns_av_unetI/netI 0.0519 _diffrn_reflns_number 17021 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.7 _diffrn_reflns_theta_max 28.33 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _reflns_number_total 4833 _reflns_number_gt 3922 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _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^)+(0.0399P)^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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4833 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0423 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0848 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.539 _refine_diff_density_min -0.296 _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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 Mn2 Mn 0 0.11435(4) 0.25 0.03246(10) Uani 1 2 d S . . Mn1 Mn 0.177035(11) 0.32678(3) 0.236170(17) 0.03191(9) Uani 1 1 d . . . Cl1 Cl 0.255350(19) 0.30339(5) 0.21627(3) 0.04274(13) Uani 1 1 d . . . N2 N 0.14148(6) 0.55278(17) 0.16394(10) 0.0392(4) Uani 1 1 d . . . H2B H 0.1675 0.6301 0.1891 0.047 Uiso 1 1 calc R . . N1 N 0.11205(6) 0.26049(17) 0.10143(10) 0.0374(4) Uani 1 1 d . . . O1W O 0.17566(8) 0.08989(18) 0.27351(11) 0.0528(4) Uani 1 1 d . . . N4 N 0.23014(7) 0.41058(19) 0.37037(10) 0.0418(4) Uani 1 1 d . . . N3 N 0.11655(6) 0.40109(19) 0.27390(11) 0.0418(4) Uani 1 1 d . . . H3B H 0.0848 0.3424 0.2457 0.05 Uiso 1 1 calc R . . C5 C 0.10061(8) 0.3732(2) 0.04550(12) 0.0402(4) Uani 1 1 d . . . C3 C 0.04203(9) 0.2028(3) -0.06690(14) 0.0579(6) Uani 1 1 d . . . H3A H 0.0189 0.1829 -0.1238 0.069 Uiso 1 1 calc R . . C1 C 0.08767(9) 0.1206(2) 0.07323(14) 0.0471(5) Uani 1 1 d . . . H1A H 0.0947 0.0425 0.1117 0.057 Uiso 1 1 calc R . . C7 C 0.09152(8) 0.5947(2) 0.16540(14) 0.0503(5) Uani 1 1 d . . . H7A H 0.06 0.5314 0.1251 0.06 Uiso 1 1 calc R . . H7B H 0.0822 0.7039 0.1502 0.06 Uiso 1 1 calc R . . C4 C 0.06555(9) 0.3474(3) -0.03921(13) 0.0513(5) Uani 1 1 d . . . H4A H 0.058 0.4276 -0.077 0.062 Uiso 1 1 calc R . . C9 C 0.14332(9) 0.3771(3) 0.36358(14) 0.0517(5) Uani 1 1 d . . . H9A H 0.1422 0.2667 0.3748 0.062 Uiso 1 1 calc R . . H9B H 0.1231 0.4346 0.3831 0.062 Uiso 1 1 calc R . . C10 C 0.20307(9) 0.4321(3) 0.40955(13) 0.0477(5) Uani 1 1 d . . . C2 C 0.05273(9) 0.0876(3) -0.01029(15) 0.0575(6) Uani 1 1 d . . . H2A H 0.0367 -0.011 -0.0279 0.069 Uiso 1 1 calc R . . C14 C 0.28375(9) 0.4523(3) 0.41048(13) 0.0539(6) Uani 1 1 d . . . H14A H 0.303 0.4366 0.3841 0.065 Uiso 1 1 calc R . . C6 C 0.12892(9) 0.5288(2) 0.07989(13) 0.0469(5) Uani 1 1 d . . . H6A H 0.1633 0.5326 0.0807 0.056 Uiso 1 1 calc R . . H6B H 0.1047 0.6123 0.0439 0.056 Uiso 1 1 calc R . . C8 C 0.10276(9) 0.5676(2) 0.25080(15) 0.0519(5) Uani 1 1 d . . . H8A H 0.1337 0.6329 0.2909 0.062 Uiso 1 1 calc R . . H8B H 0.07 0.5959 0.2517 0.062 Uiso 1 1 calc R . . C11 C 0.22883(11) 0.5003(3) 0.48729(14) 0.0666(7) Uani 1 1 d . . . H11A H 0.2089 0.5162 0.5125 0.08 Uiso 1 1 calc R . . Cl3 Cl 0.077144(19) -0.04510(5) 0.28229(3) 0.04120(12) Uani 1 1 d . . . Cl4 Cl 0.01725(2) 0.27335(6) 0.36207(3) 0.04720(14) Uani 1 1 d . . . C13 C 0.31216(10) 0.5175(3) 0.48902(14) 0.0682(7) Uani 1 1 d . . . H13A H 0.3499 0.5428 0.5156 0.082 Uiso 1 1 calc R . . C12 C 0.28341(12) 0.5444(4) 0.52718(14) 0.0734(8) Uani 1 1 d . . . H12A H 0.301 0.5918 0.5793 0.088 Uiso 1 1 calc R . . H1WA H 0.1951(10) 0.015(3) 0.2720(15) 0.062(7) Uiso 1 1 d . . . H1WB H 0.1506(12) 0.053(3) 0.2728(16) 0.068(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn2 0.0264(2) 0.0283(2) 0.0400(2) 0 0.01612(17) 0 Mn1 0.02405(15) 0.02809(15) 0.04161(16) 0.00115(11) 0.01646(12) 0.00111(10) Cl1 0.0333(2) 0.0343(2) 0.0673(3) 0.0042(2) 0.0315(2) 0.00323(18) N2 0.0284(8) 0.0263(7) 0.0530(9) -0.0007(6) 0.0155(7) -0.0027(6) N1 0.0324(8) 0.0326(8) 0.0459(9) -0.0042(7) 0.0202(7) -0.0041(7) O1W 0.0531(10) 0.0350(8) 0.0885(12) 0.0161(7) 0.0502(10) 0.0101(7) N4 0.0322(9) 0.0484(10) 0.0415(9) 0.0033(7) 0.0177(7) -0.0061(7) N3 0.0275(8) 0.0389(9) 0.0587(10) -0.0099(7) 0.0231(8) -0.0067(7) C5 0.0270(9) 0.0456(11) 0.0445(10) 0.0004(8) 0.0170(8) 0.0024(8) C3 0.0345(11) 0.0812(18) 0.0472(12) -0.0206(12) 0.0150(10) 0.0058(11) C1 0.0453(12) 0.0380(11) 0.0605(13) -0.0116(9) 0.0302(11) -0.0084(9) C7 0.0322(11) 0.0337(10) 0.0680(14) -0.0051(9) 0.0160(10) 0.0078(8) C4 0.0355(11) 0.0658(14) 0.0435(11) 0.0018(10) 0.0155(9) 0.0088(10) C9 0.0455(13) 0.0613(13) 0.0605(13) -0.0119(11) 0.0366(11) -0.0133(10) C10 0.0423(12) 0.0549(13) 0.0462(11) 0.0001(9) 0.0242(10) -0.0104(10) C2 0.0435(12) 0.0577(14) 0.0715(15) -0.0303(12) 0.0313(12) -0.0127(11) C14 0.0334(11) 0.0752(16) 0.0455(11) 0.0067(11) 0.0164(9) -0.0086(10) C6 0.0404(11) 0.0398(11) 0.0541(12) 0.0108(9) 0.0214(10) -0.0021(9) C8 0.0366(11) 0.0422(11) 0.0694(14) -0.0133(10) 0.0237(11) 0.0048(9) C11 0.0624(16) 0.095(2) 0.0455(12) -0.0052(12) 0.0312(12) -0.0179(14) Cl3 0.0285(2) 0.0367(2) 0.0557(3) -0.00108(19) 0.0210(2) 0.00301(18) Cl4 0.0418(3) 0.0434(3) 0.0463(3) -0.0099(2) 0.0172(2) 0.0025(2) C13 0.0402(13) 0.105(2) 0.0401(12) 0.0050(12) 0.0089(10) -0.0200(13) C12 0.0681(18) 0.102(2) 0.0355(12) -0.0033(12) 0.0186(12) -0.0236(16) #----------------------------------------------------------------------------# # 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 Mn2 Cl4 2.3482(5) . ? Mn2 Cl4 2.3482(5) 2 ? Mn2 Cl3 2.3622(5) 2 ? Mn2 Cl3 2.3622(5) . ? Mn1 O1W 2.1512(15) . ? Mn1 N2 2.2659(15) . ? Mn1 N4 2.2711(16) . ? Mn1 N1 2.2798(15) . ? Mn1 N3 2.2830(16) . ? Mn1 Cl1 2.4601(5) . ? N2 C6 1.455(3) . ? N2 C7 1.479(3) . ? N2 H2B 0.91 . ? N1 C1 1.339(2) . ? N1 C5 1.339(2) . ? O1W H1WA 0.86(3) . ? O1W H1WB 0.77(3) . ? N4 C14 1.332(2) . ? N4 C10 1.343(3) . ? N3 C9 1.462(3) . ? N3 C8 1.477(3) . ? N3 H3B 0.91 . ? C5 C4 1.382(3) . ? C5 C6 1.507(3) . ? C3 C2 1.367(4) . ? C3 C4 1.367(3) . ? C3 H3A 0.93 . ? C1 C2 1.375(3) . ? C1 H1A 0.93 . ? C7 C8 1.498(3) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C4 H4A 0.93 . ? C9 C10 1.504(3) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.378(3) . ? C2 H2A 0.93 . ? C14 C13 1.377(3) . ? C14 H14A 0.93 . ? C6 H6A 0.97 . ? C6 H6B 0.97 . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C11 C12 1.360(4) . ? C11 H11A 0.93 . ? C13 C12 1.375(4) . ? C13 H13A 0.93 . ? C12 H12A 0.93 . ? 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 Cl4 Mn2 Cl4 109.37(3) . 2 ? Cl4 Mn2 Cl3 106.131(18) . 2 ? Cl4 Mn2 Cl3 112.850(17) 2 2 ? Cl4 Mn2 Cl3 112.850(17) . . ? Cl4 Mn2 Cl3 106.131(18) 2 . ? Cl3 Mn2 Cl3 109.63(3) 2 . ? O1W Mn1 N2 156.85(6) . . ? O1W Mn1 N4 92.48(6) . . ? N2 Mn1 N4 102.86(6) . . ? O1W Mn1 N1 89.47(6) . . ? N2 Mn1 N1 72.74(5) . . ? N4 Mn1 N1 170.82(6) . . ? O1W Mn1 N3 90.31(6) . . ? N2 Mn1 N3 77.90(6) . . ? N4 Mn1 N3 73.30(6) . . ? N1 Mn1 N3 97.73(6) . . ? O1W Mn1 Cl1 98.90(5) . . ? N2 Mn1 Cl1 96.83(4) . . ? N4 Mn1 Cl1 95.37(4) . . ? N1 Mn1 Cl1 93.19(4) . . ? N3 Mn1 Cl1 165.79(4) . . ? C6 N2 C7 112.85(16) . . ? C6 N2 Mn1 108.22(11) . . ? C7 N2 Mn1 108.16(12) . . ? C6 N2 H2B 109.2 . . ? C7 N2 H2B 109.2 . . ? Mn1 N2 H2B 109.2 . . ? C1 N1 C5 118.10(17) . . ? C1 N1 Mn1 127.00(14) . . ? C5 N1 Mn1 114.75(12) . . ? Mn1 O1W H1WA 124.3(16) . . ? Mn1 O1W H1WB 124(2) . . ? H1WA O1W H1WB 107(2) . . ? C14 N4 C10 117.76(18) . . ? C14 N4 Mn1 126.02(15) . . ? C10 N4 Mn1 115.95(13) . . ? C9 N3 C8 111.71(17) . . ? C9 N3 Mn1 108.97(12) . . ? C8 N3 Mn1 107.29(13) . . ? C9 N3 H3B 109.6 . . ? C8 N3 H3B 109.6 . . ? Mn1 N3 H3B 109.6 . . ? N1 C5 C4 121.84(19) . . ? N1 C5 C6 116.38(17) . . ? C4 C5 C6 121.77(19) . . ? C2 C3 C4 119.4(2) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? N1 C1 C2 122.7(2) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? N2 C7 C8 109.91(17) . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? C3 C4 C5 119.2(2) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? N3 C9 C10 110.31(17) . . ? N3 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? N3 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? N4 C10 C11 121.6(2) . . ? N4 C10 C9 116.04(18) . . ? C11 C10 C9 122.3(2) . . ? C3 C2 C1 118.7(2) . . ? C3 C2 H2A 120.7 . . ? C1 C2 H2A 120.7 . . ? N4 C14 C13 123.3(2) . . ? N4 C14 H14A 118.4 . . ? C13 C14 H14A 118.4 . . ? N2 C6 C5 110.98(16) . . ? N2 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N2 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108 . . ? N3 C8 C7 109.80(17) . . ? N3 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 . . ? N3 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? C12 C11 C10 120.0(2) . . ? C12 C11 H11A 120 . . ? C10 C11 H11A 120 . . ? C12 C13 C14 118.4(2) . . ? C12 C13 H13A 120.8 . . ? C14 C13 H13A 120.8 . . ? C11 C12 C13 118.8(2) . . ? C11 C12 H12A 120.6 . . ? C13 C12 H12A 120.6 . . ? # Attachment '2081_web_deposit_cif_file_5_ChristianR.Goldsmith_1281382794.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-06-03 at 19:26:10 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : p21c struct zhang6m data_p21c #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788054' #TrackingRef '2081_web_deposit_cif_file_5_ChristianR.Goldsmith_1281382794.cif' _audit_creation_date 2010-06-03T19:26:10-00:00 _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 H22 Cl2 Mn N4' _chemical_formula_sum 'C16 H22 Cl2 Mn N4' _chemical_formula_weight 396.22 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.1902(7) _cell_length_b 9.6445(6) _cell_length_c 18.1053(12) _cell_angle_alpha 90 _cell_angle_beta 104.7500(10) _cell_angle_gamma 90 _cell_volume 1889.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 4027 _cell_measurement_theta_min 1.88 _cell_measurement_theta_max 028.29 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 820 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.985 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '0.3 wide w/ exposures' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_unetI/netI 0.0215 _diffrn_reflns_number 18655 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 28.29 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4673 _reflns_number_gt 4027 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _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^)+(0.0510P)^2^+0.1932P] 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_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0022(5) _refine_ls_number_reflns 4673 _refine_ls_number_parameters 210 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0346 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0848 _refine_ls_wR_factor_gt 0.0813 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.267 _refine_diff_density_min -0.368 _refine_diff_density_rms 0.079 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 '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 Mn1 Mn 0.251939(13) 0.65051(2) 0.501189(9) 0.02655(8) Uani 1 1 d . . . Cl2 Cl 0.04537(3) 0.70227(4) 0.423347(19) 0.03693(9) Uani 1 1 d . . . Cl3 Cl 0.45568(3) 0.69452(4) 0.587068(18) 0.03428(9) Uani 1 1 d . . . N2 N 0.30371(9) 0.47946(10) 0.42753(6) 0.0303(2) Uani 1 1 d . . . H2 H 0.3859 0.4622 0.4456 0.036 Uiso 1 1 calc R . . N3 N 0.20298(10) 0.44690(11) 0.55129(6) 0.0337(2) Uani 1 1 d . . . H3 H 0.1193 0.4383 0.5361 0.04 Uiso 1 1 calc R . . N4 N 0.32784(9) 0.75570(11) 0.40070(6) 0.0285(2) Uani 1 1 d . . . N1 N 0.17642(10) 0.69735(13) 0.61275(6) 0.0380(3) Uani 1 1 d . . . C005 C 0.34116(11) 0.66580(13) 0.34666(7) 0.0318(3) Uani 1 1 d . . . C006 C 0.28238(12) 0.52616(14) 0.34854(7) 0.0357(3) Uani 1 1 d . . . H00A H 0.1943 0.5323 0.3253 0.043 Uiso 1 1 calc R . . H00B H 0.3175 0.4599 0.3196 0.043 Uiso 1 1 calc R . . C007 C 0.44937(14) 0.83278(18) 0.29138(9) 0.0469(4) Uani 1 1 d . . . H007 H 0.4914 0.8581 0.2553 0.056 Uiso 1 1 calc R . . C008 C 0.37093(11) 0.88539(14) 0.39915(7) 0.0332(3) Uani 1 1 d . . . C009 C 0.17681(12) 0.58430(17) 0.65638(7) 0.0422(3) Uani 1 1 d . . . C010 C 0.07109(15) 0.8205(2) 0.69141(10) 0.0645(6) Uani 1 1 d . . . H010 H 0.034 0.9018 0.702 0.077 Uiso 1 1 calc R . . C011 C 0.25512(12) 0.32669(15) 0.52039(9) 0.0422(3) Uani 1 1 d . . . H01A H 0.2133 0.2423 0.5288 0.051 Uiso 1 1 calc R . . H01B H 0.3424 0.3173 0.5452 0.051 Uiso 1 1 calc R . . C012 C 0.23662(13) 0.35186(13) 0.43578(8) 0.0383(3) Uani 1 1 d . . . H01C H 0.2686 0.2744 0.4125 0.046 Uiso 1 1 calc R . . H01D H 0.1494 0.3623 0.411 0.046 Uiso 1 1 calc R . . C013 C 0.23636(12) 0.45698(16) 0.63439(8) 0.0426(3) Uani 1 1 d . . . H01E H 0.3254 0.4629 0.6535 0.051 Uiso 1 1 calc R . . H01F H 0.208 0.3754 0.6563 0.051 Uiso 1 1 calc R . . C014 C 0.40164(12) 0.70041(16) 0.29145(8) 0.0409(3) Uani 1 1 d . . . H014 H 0.4101 0.6358 0.255 0.049 Uiso 1 1 calc R . . C015 C 0.43376(12) 0.92590(15) 0.34531(8) 0.0430(3) Uani 1 1 d . . . H015 H 0.4648 1.0155 0.346 0.052 Uiso 1 1 calc R . . C016 C 0.13602(18) 0.94138(19) 0.58402(10) 0.0638(5) Uani 1 1 d . . . H01G H 0.1051 0.92 0.5308 0.096 Uiso 1 1 calc R . . H01H H 0.221 0.9693 0.5939 0.096 Uiso 1 1 calc R . . H01I H 0.0883 1.0154 0.5975 0.096 Uiso 1 1 calc R . . C017 C 0.34543(13) 0.98426(14) 0.45618(8) 0.0421(3) Uani 1 1 d . . . H01J H 0.3724 0.9448 0.5064 0.063 Uiso 1 1 calc R . . H01K H 0.2583 1.0026 0.4448 0.063 Uiso 1 1 calc R . . H01L H 0.3891 1.0693 0.4543 0.063 Uiso 1 1 calc R . . C018 C 0.12623(13) 0.81595(18) 0.63061(9) 0.0486(4) Uani 1 1 d . . . C019 C 0.07152(16) 0.7048(3) 0.73571(10) 0.0727(6) Uani 1 1 d . . . H019 H 0.036 0.7073 0.7769 0.087 Uiso 1 1 calc R . . C020 C 0.12528(14) 0.5852(2) 0.71834(9) 0.0608(5) Uani 1 1 d . . . H020 H 0.1271 0.5058 0.7478 0.073 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 Mn1 0.02648(11) 0.02522(12) 0.02956(12) 0.00025(6) 0.01012(8) 0.00163(6) Cl2 0.02666(15) 0.0469(2) 0.03769(17) 0.00615(13) 0.00905(12) 0.00152(12) Cl3 0.02767(15) 0.03798(18) 0.03700(17) 0.00018(12) 0.00789(12) 0.00058(11) N2 0.0312(5) 0.0260(5) 0.0347(5) -0.0008(4) 0.0103(4) 0.0013(4) N3 0.0304(5) 0.0338(6) 0.0380(6) 0.0064(5) 0.0108(4) -0.0003(4) N4 0.0277(5) 0.0291(5) 0.0298(5) 0.0022(4) 0.0091(4) 0.0012(4) N1 0.0289(5) 0.0543(7) 0.0321(6) -0.0054(5) 0.0101(4) 0.0033(5) C005 0.0311(6) 0.0352(7) 0.0292(6) 0.0012(5) 0.0080(5) 0.0034(5) C006 0.0401(7) 0.0344(7) 0.0326(6) -0.0043(5) 0.0096(5) 0.0023(5) C007 0.0426(8) 0.0624(10) 0.0400(8) 0.0112(7) 0.0185(6) -0.0044(7) C008 0.0310(6) 0.0319(6) 0.0357(6) 0.0054(5) 0.0068(5) -0.0004(5) C009 0.0313(6) 0.0666(10) 0.0296(6) -0.0031(6) 0.0094(5) -0.0118(6) C010 0.0393(8) 0.1010(15) 0.0563(10) -0.0413(11) 0.0181(7) -0.0055(9) C011 0.0442(8) 0.0278(7) 0.0586(8) 0.0110(6) 0.0201(6) 0.0038(5) C012 0.0409(7) 0.0237(6) 0.0521(8) -0.0036(5) 0.0151(6) -0.0003(5) C013 0.0379(7) 0.0516(9) 0.0377(7) 0.0140(6) 0.0086(5) -0.0061(6) C014 0.0397(7) 0.0525(9) 0.0333(7) -0.0001(6) 0.0143(5) 0.0035(6) C015 0.0419(7) 0.0436(8) 0.0441(8) 0.0111(6) 0.0121(6) -0.0084(6) C016 0.0730(11) 0.0565(11) 0.0611(11) -0.0126(9) 0.0156(9) 0.0256(9) C017 0.0481(8) 0.0269(6) 0.0529(8) -0.0003(6) 0.0157(6) -0.0003(5) C018 0.0330(7) 0.0689(10) 0.0429(8) -0.0223(7) 0.0078(6) 0.0059(7) C019 0.0525(10) 0.1282(19) 0.0471(10) -0.0393(11) 0.0302(8) -0.0331(11) C020 0.0510(9) 0.0997(15) 0.0362(8) -0.0108(8) 0.0194(7) -0.0307(9) #----------------------------------------------------------------------------# # 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 Mn1 N2 2.2868(10) . ? Mn1 N3 2.2874(11) . ? Mn1 N4 2.4182(10) . ? Mn1 N1 2.4222(11) . ? Mn1 Cl2 2.4331(4) . ? Mn1 Cl3 2.4476(3) . ? N2 C006 1.4599(16) . ? N2 C012 1.4688(16) . ? N2 H2 0.91 . ? N3 C013 1.4583(17) . ? N3 C011 1.4710(17) . ? N3 H3 0.91 . ? N4 C008 1.3434(16) . ? N4 C005 1.3436(16) . ? N1 C009 1.3458(19) . ? N1 C018 1.3494(19) . ? C005 C014 1.3832(18) . ? C005 C006 1.5030(18) . ? C006 H00A 0.97 . ? C006 H00B 0.97 . ? C007 C015 1.370(2) . ? C007 C014 1.384(2) . ? C007 H007 0.93 . ? C008 C015 1.3950(18) . ? C008 C017 1.4856(19) . ? C009 C020 1.3857(19) . ? C009 C013 1.498(2) . ? C010 C019 1.374(3) . ? C010 C018 1.393(2) . ? C010 H010 0.93 . ? C011 C012 1.512(2) . ? C011 H01A 0.97 . ? C011 H01B 0.97 . ? C012 H01C 0.97 . ? C012 H01D 0.97 . ? C013 H01E 0.97 . ? C013 H01F 0.97 . ? C014 H014 0.93 . ? C015 H015 0.93 . ? C016 C018 1.495(3) . ? C016 H01G 0.96 . ? C016 H01H 0.96 . ? C016 H01I 0.96 . ? C017 H01J 0.96 . ? C017 H01K 0.96 . ? C017 H01L 0.96 . ? C019 C020 1.374(3) . ? C019 H019 0.93 . ? C020 H020 0.93 . ? 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 N2 Mn1 N3 74.56(4) . . ? N2 Mn1 N4 70.98(4) . . ? N3 Mn1 N4 145.48(4) . . ? N2 Mn1 N1 144.57(4) . . ? N3 Mn1 N1 70.11(4) . . ? N4 Mn1 N1 144.40(4) . . ? N2 Mn1 Cl2 98.89(3) . . ? N3 Mn1 Cl2 96.76(3) . . ? N4 Mn1 Cl2 86.67(2) . . ? N1 Mn1 Cl2 87.88(3) . . ? N2 Mn1 Cl3 99.34(3) . . ? N3 Mn1 Cl3 100.10(3) . . ? N4 Mn1 Cl3 87.50(3) . . ? N1 Mn1 Cl3 84.50(3) . . ? Cl2 Mn1 Cl3 157.870(17) . . ? C006 N2 C012 113.44(10) . . ? C006 N2 Mn1 110.26(8) . . ? C012 N2 Mn1 109.46(7) . . ? C006 N2 H2 107.8 . . ? C012 N2 H2 107.8 . . ? Mn1 N2 H2 107.8 . . ? C013 N3 C011 115.01(11) . . ? C013 N3 Mn1 109.12(8) . . ? C011 N3 Mn1 111.57(8) . . ? C013 N3 H3 106.9 . . ? C011 N3 H3 106.9 . . ? Mn1 N3 H3 106.9 . . ? C008 N4 C005 118.60(11) . . ? C008 N4 Mn1 127.08(8) . . ? C005 N4 Mn1 113.73(8) . . ? C009 N1 C018 119.04(13) . . ? C009 N1 Mn1 112.88(9) . . ? C018 N1 Mn1 127.79(10) . . ? N4 C005 C014 122.41(13) . . ? N4 C005 C006 115.56(11) . . ? C014 C005 C006 122.01(12) . . ? N2 C006 C005 109.59(10) . . ? N2 C006 H00A 109.8 . . ? C005 C006 H00A 109.8 . . ? N2 C006 H00B 109.8 . . ? C005 C006 H00B 109.8 . . ? H00A C006 H00B 108.2 . . ? C015 C007 C014 119.00(13) . . ? C015 C007 H007 120.5 . . ? C014 C007 H007 120.5 . . ? N4 C008 C015 121.52(13) . . ? N4 C008 C017 116.72(11) . . ? C015 C008 C017 121.74(13) . . ? N1 C009 C020 122.04(16) . . ? N1 C009 C013 116.30(11) . . ? C020 C009 C013 121.66(15) . . ? C019 C010 C018 119.97(18) . . ? C019 C010 H010 120 . . ? C018 C010 H010 120 . . ? N3 C011 C012 107.07(11) . . ? N3 C011 H01A 110.3 . . ? C012 C011 H01A 110.3 . . ? N3 C011 H01B 110.3 . . ? C012 C011 H01B 110.3 . . ? H01A C011 H01B 108.6 . . ? N2 C012 C011 107.21(11) . . ? N2 C012 H01C 110.3 . . ? C011 C012 H01C 110.3 . . ? N2 C012 H01D 110.3 . . ? C011 C012 H01D 110.3 . . ? H01C C012 H01D 108.5 . . ? N3 C013 C009 108.33(11) . . ? N3 C013 H01E 110 . . ? C009 C013 H01E 110 . . ? N3 C013 H01F 110 . . ? C009 C013 H01F 110 . . ? H01E C013 H01F 108.4 . . ? C005 C014 C007 118.89(14) . . ? C005 C014 H014 120.6 . . ? C007 C014 H014 120.6 . . ? C007 C015 C008 119.52(13) . . ? C007 C015 H015 120.2 . . ? C008 C015 H015 120.2 . . ? C018 C016 H01G 109.5 . . ? C018 C016 H01H 109.5 . . ? H01G C016 H01H 109.5 . . ? C018 C016 H01I 109.5 . . ? H01G C016 H01I 109.5 . . ? H01H C016 H01I 109.5 . . ? C008 C017 H01J 109.5 . . ? C008 C017 H01K 109.5 . . ? H01J C017 H01K 109.5 . . ? C008 C017 H01L 109.5 . . ? H01J C017 H01L 109.5 . . ? H01K C017 H01L 109.5 . . ? N1 C018 C010 120.74(18) . . ? N1 C018 C016 117.14(13) . . ? C010 C018 C016 122.10(16) . . ? C010 C019 C020 119.01(15) . . ? C010 C019 H019 120.5 . . ? C020 C019 H019 120.5 . . ? C019 C020 C009 119.15(19) . . ? C019 C020 H020 120.4 . . ? C009 C020 H020 120.4 . . ? # Attachment '2082_web_deposit_cif_file_6_ChristianR.Goldsmith_1281382794.cif' data_pbca #TrackingRef 'C0DT01556C-ccdc-788049-788055-cif.txt' _database_code_depnum_ccdc_archive 'CCDC 788055' #TrackingRef '2082_web_deposit_cif_file_6_ChristianR.Goldsmith_1281382794.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H26 Cl2 Mn N4' _chemical_formula_sum 'C18 H26 Cl2 Mn N4' _chemical_formula_weight 424.27 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ab 2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 13.6436(11) _cell_length_b 16.3086(13) _cell_length_c 17.9521(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3994.5(5) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 7279 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 34.51 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.050 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1768 _exptl_absorpt_coefficient_mu 0.937 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.829 _exptl_absorpt_correction_T_max 0.954 _exptl_absorpt_process_details SHELXPREP _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '0.3 wide w/ exposures' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 78270 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0209 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 34.51 _reflns_number_total 8418 _reflns_number_gt 7279 _reflns_threshold_expression >2sigma(I) _computing_data_collection SMART _computing_cell_refinement 'SMART, SAINT' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXP-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXCIF-97 (Sheldrick, 2000)' _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^)+(0.0605P)^2^+1.9418P] 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 8418 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0361 _refine_ls_wR_factor_ref 0.1071 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Mn1 Mn 0.520652(12) 0.217041(11) 0.401763(10) 0.01502(5) Uani 1 1 d . . . Cl2 Cl 0.45042(2) 0.285225(18) 0.293711(17) 0.02234(7) Uani 1 1 d . . . Cl1 Cl 0.38810(2) 0.130002(17) 0.445827(16) 0.01933(6) Uani 1 1 d . . . N4 N 0.48094(7) 0.31646(6) 0.50110(5) 0.01593(16) Uani 1 1 d . . . N3 N 0.61306(7) 0.18417(6) 0.50673(6) 0.01880(18) Uani 1 1 d . . . N2 N 0.67206(8) 0.27870(6) 0.37744(6) 0.01749(17) Uani 1 1 d . . . N1 N 0.61706(8) 0.12693(6) 0.31841(6) 0.01977(18) Uani 1 1 d . . . C18 C 0.50789(9) 0.28772(7) 0.56842(7) 0.0183(2) Uani 1 1 d . . . C17 C 0.43272(9) 0.38885(7) 0.49878(7) 0.01792(19) Uani 1 1 d . . . C16 C 0.69791(9) 0.25963(8) 0.29992(7) 0.0215(2) Uani 1 1 d . . . H16A H 0.7654 0.2755 0.2911 0.026 Uiso 1 1 calc R . . H16B H 0.6568 0.2918 0.2669 0.026 Uiso 1 1 calc R . . C15 C 0.68592(9) 0.17019(7) 0.28137(7) 0.0189(2) Uani 1 1 d . . . C14 C 0.60539(10) 0.04705(8) 0.29986(7) 0.0216(2) Uani 1 1 d . . . C13 C 0.70255(9) 0.23571(8) 0.50684(7) 0.0210(2) Uani 1 1 d . . . H13A H 0.7510 0.2118 0.5399 0.025 Uiso 1 1 calc R . . H13B H 0.6867 0.2900 0.5252 0.025 Uiso 1 1 calc R . . C12 C 0.74371(10) 0.13688(9) 0.22544(7) 0.0241(2) Uani 1 1 d . . . H12A H 0.7905 0.1687 0.2012 0.029 Uiso 1 1 calc R . . C11 C 0.40176(10) 0.42220(8) 0.42502(8) 0.0223(2) Uani 1 1 d . . . H11A H 0.4225 0.3856 0.3862 0.033 Uiso 1 1 calc R . . H11B H 0.4312 0.4750 0.4175 0.033 Uiso 1 1 calc R . . H11C H 0.3317 0.4274 0.4239 0.033 Uiso 1 1 calc R . . C10 C 0.66104(10) 0.00991(8) 0.24437(7) 0.0244(2) Uani 1 1 d . . . H10A H 0.6517 -0.0451 0.2329 0.029 Uiso 1 1 calc R . . C9 C 0.55272(10) 0.20387(8) 0.57212(7) 0.0218(2) Uani 1 1 d . . . H9A H 0.5930 0.2001 0.6165 0.026 Uiso 1 1 calc R . . H9B H 0.5008 0.1635 0.5765 0.026 Uiso 1 1 calc R . . C8 C 0.74465(8) 0.24225(8) 0.42906(7) 0.0210(2) Uani 1 1 d . . . H8A H 0.8031 0.2760 0.4301 0.025 Uiso 1 1 calc R . . H8B H 0.7630 0.1881 0.4115 0.025 Uiso 1 1 calc R . . C7 C 0.73037(10) 0.05548(9) 0.20651(8) 0.0273(3) Uani 1 1 d . . . H7A H 0.7675 0.0317 0.1688 0.033 Uiso 1 1 calc R . . C6 C 0.67056(10) 0.36842(7) 0.38612(8) 0.0239(2) Uani 1 1 d . . . H6A H 0.7344 0.3902 0.3755 0.036 Uiso 1 1 calc R . . H6B H 0.6526 0.3821 0.4363 0.036 Uiso 1 1 calc R . . H6C H 0.6237 0.3916 0.3523 0.036 Uiso 1 1 calc R . . C5 C 0.63819(10) 0.09624(8) 0.50930(9) 0.0264(3) Uani 1 1 d . . . H5A H 0.6761 0.0852 0.5532 0.040 Uiso 1 1 calc R . . H5B H 0.6757 0.0820 0.4659 0.040 Uiso 1 1 calc R . . H5C H 0.5791 0.0643 0.5104 0.040 Uiso 1 1 calc R . . C4 C 0.49051(10) 0.33015(9) 0.63454(7) 0.0252(2) Uani 1 1 d . . . H4A H 0.5124 0.3093 0.6798 0.030 Uiso 1 1 calc R . . C3 C 0.44043(11) 0.40351(9) 0.63179(8) 0.0288(3) Uani 1 1 d . . . H3A H 0.4271 0.4328 0.6751 0.035 Uiso 1 1 calc R . . C2 C 0.41046(11) 0.43249(8) 0.56312(8) 0.0254(2) Uani 1 1 d . . . H2A H 0.3753 0.4812 0.5600 0.031 Uiso 1 1 calc R . . C1 C 0.53095(13) -0.00241(9) 0.34102(10) 0.0363(4) Uani 1 1 d . . . H1A H 0.4988 0.0316 0.3772 0.054 Uiso 1 1 calc R . . H1B H 0.5628 -0.0472 0.3658 0.054 Uiso 1 1 calc R . . H1C H 0.4834 -0.0234 0.3065 0.054 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 Mn1 0.01304(8) 0.01600(9) 0.01603(8) 0.00032(5) -0.00036(5) -0.00082(5) Cl2 0.02576(14) 0.02354(13) 0.01772(12) -0.00021(9) -0.00504(10) 0.00078(10) Cl1 0.01554(11) 0.02033(12) 0.02211(13) -0.00157(9) 0.00235(9) -0.00236(9) N4 0.0164(4) 0.0162(4) 0.0152(4) -0.0001(3) -0.0003(3) -0.0016(3) N3 0.0159(4) 0.0170(4) 0.0235(4) 0.0031(3) -0.0029(3) -0.0002(3) N2 0.0159(4) 0.0138(4) 0.0227(4) -0.0009(3) 0.0015(3) -0.0008(3) N1 0.0193(4) 0.0170(4) 0.0230(5) -0.0019(3) 0.0064(4) -0.0019(3) C18 0.0184(5) 0.0208(5) 0.0157(4) 0.0008(4) -0.0009(4) -0.0047(4) C17 0.0176(4) 0.0153(4) 0.0208(5) -0.0011(4) 0.0016(4) -0.0025(4) C16 0.0205(5) 0.0186(5) 0.0253(5) 0.0003(4) 0.0072(4) -0.0028(4) C15 0.0173(4) 0.0190(5) 0.0204(5) -0.0012(4) 0.0037(4) -0.0020(4) C14 0.0231(5) 0.0184(5) 0.0232(5) -0.0037(4) 0.0052(4) -0.0021(4) C13 0.0152(4) 0.0213(5) 0.0264(5) 0.0002(4) -0.0057(4) -0.0012(4) C12 0.0215(5) 0.0290(6) 0.0219(5) -0.0054(4) 0.0074(4) -0.0044(4) C11 0.0225(5) 0.0180(5) 0.0263(5) 0.0040(4) 0.0016(4) 0.0018(4) C10 0.0258(6) 0.0225(5) 0.0248(5) -0.0075(4) 0.0044(5) -0.0012(4) C9 0.0229(5) 0.0240(5) 0.0185(5) 0.0059(4) -0.0037(4) -0.0018(4) C8 0.0131(4) 0.0203(5) 0.0298(6) -0.0017(4) -0.0015(4) 0.0002(4) C7 0.0258(6) 0.0312(6) 0.0250(6) -0.0102(5) 0.0086(5) -0.0029(5) C6 0.0250(6) 0.0145(5) 0.0320(6) -0.0012(4) 0.0034(5) -0.0020(4) C5 0.0241(6) 0.0184(5) 0.0367(7) 0.0054(5) -0.0056(5) 0.0019(4) C4 0.0282(6) 0.0324(6) 0.0150(5) -0.0020(4) 0.0002(4) -0.0084(5) C3 0.0342(7) 0.0300(6) 0.0224(6) -0.0105(5) 0.0055(5) -0.0077(5) C2 0.0288(6) 0.0196(5) 0.0279(6) -0.0072(4) 0.0052(5) -0.0025(4) C1 0.0451(8) 0.0206(6) 0.0432(8) -0.0092(6) 0.0227(7) -0.0117(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 Mn1 N3 2.3298(10) . ? Mn1 N2 2.3386(10) . ? Mn1 Cl1 2.4313(3) . ? Mn1 Cl2 2.4325(4) . ? Mn1 N4 2.4703(10) . ? Mn1 N1 2.4757(10) . ? N4 C18 1.3474(15) . ? N4 C17 1.3523(15) . ? N3 C9 1.4694(17) . ? N3 C5 1.4751(16) . ? N3 C13 1.4823(16) . ? N2 C16 1.4688(16) . ? N2 C6 1.4717(15) . ? N2 C8 1.4809(16) . ? N1 C15 1.3500(15) . ? N1 C14 1.3541(16) . ? C18 C4 1.3942(18) . ? C18 C9 1.4995(18) . ? C17 C2 1.3903(17) . ? C17 C11 1.4926(18) . ? C16 C15 1.5051(17) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C15 C12 1.3874(17) . ? C14 C10 1.3912(17) . ? C14 C1 1.4927(19) . ? C13 C8 1.5136(19) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C12 C7 1.3822(19) . ? C12 H12A 0.9300 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C10 C7 1.3817(19) . ? C10 H10A 0.9300 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C7 H7A 0.9300 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C4 C3 1.379(2) . ? C4 H4A 0.9300 . ? C3 C2 1.382(2) . ? C3 H3A 0.9300 . ? C2 H2A 0.9300 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 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 N3 Mn1 N2 76.82(4) . . ? N3 Mn1 Cl1 90.29(3) . . ? N2 Mn1 Cl1 165.66(3) . . ? N3 Mn1 Cl2 164.43(3) . . ? N2 Mn1 Cl2 90.14(3) . . ? Cl1 Mn1 Cl2 103.494(13) . . ? N3 Mn1 N4 71.69(4) . . ? N2 Mn1 N4 92.66(3) . . ? Cl1 Mn1 N4 89.15(2) . . ? Cl2 Mn1 N4 100.91(3) . . ? N3 Mn1 N1 93.71(4) . . ? N2 Mn1 N1 70.91(3) . . ? Cl1 Mn1 N1 104.20(3) . . ? Cl2 Mn1 N1 89.92(3) . . ? N4 Mn1 N1 160.47(3) . . ? C18 N4 C17 117.64(10) . . ? C18 N4 Mn1 111.07(8) . . ? C17 N4 Mn1 131.12(8) . . ? C9 N3 C5 108.53(10) . . ? C9 N3 C13 109.66(10) . . ? C5 N3 C13 111.09(10) . . ? C9 N3 Mn1 107.02(7) . . ? C5 N3 Mn1 112.01(8) . . ? C13 N3 Mn1 108.44(7) . . ? C16 N2 C6 108.32(10) . . ? C16 N2 C8 110.32(10) . . ? C6 N2 C8 110.00(10) . . ? C16 N2 Mn1 107.33(7) . . ? C6 N2 Mn1 113.30(8) . . ? C8 N2 Mn1 107.53(7) . . ? C15 N1 C14 117.61(10) . . ? C15 N1 Mn1 110.93(7) . . ? C14 N1 Mn1 131.09(8) . . ? N4 C18 C4 123.00(12) . . ? N4 C18 C9 117.92(11) . . ? C4 C18 C9 118.96(11) . . ? N4 C17 C2 121.85(11) . . ? N4 C17 C11 118.89(10) . . ? C2 C17 C11 119.26(11) . . ? N2 C16 C15 112.88(10) . . ? N2 C16 H16A 109.0 . . ? C15 C16 H16A 109.0 . . ? N2 C16 H16B 109.0 . . ? C15 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? N1 C15 C12 123.18(11) . . ? N1 C15 C16 118.23(10) . . ? C12 C15 C16 118.55(11) . . ? N1 C14 C10 122.05(11) . . ? N1 C14 C1 118.56(11) . . ? C10 C14 C1 119.38(11) . . ? N3 C13 C8 110.56(10) . . ? N3 C13 H13A 109.5 . . ? C8 C13 H13A 109.5 . . ? N3 C13 H13B 109.5 . . ? C8 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C7 C12 C15 118.63(12) . . ? C7 C12 H12A 120.7 . . ? C15 C12 H12A 120.7 . . ? C17 C11 H11A 109.5 . . ? C17 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C17 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C7 C10 C14 119.46(12) . . ? C7 C10 H10A 120.3 . . ? C14 C10 H10A 120.3 . . ? N3 C9 C18 113.11(10) . . ? N3 C9 H9A 109.0 . . ? C18 C9 H9A 109.0 . . ? N3 C9 H9B 109.0 . . ? C18 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? N2 C8 C13 110.60(10) . . ? N2 C8 H8A 109.5 . . ? C13 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? C13 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C10 C7 C12 119.06(12) . . ? C10 C7 H7A 120.5 . . ? C12 C7 H7A 120.5 . . ? N2 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N3 C5 H5A 109.5 . . ? N3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C4 C18 118.97(12) . . ? C3 C4 H4A 120.5 . . ? C18 C4 H4A 120.5 . . ? C4 C3 C2 118.39(12) . . ? C4 C3 H3A 120.8 . . ? C2 C3 H3A 120.8 . . ? C3 C2 C17 120.08(13) . . ? C3 C2 H2A 120.0 . . ? C17 C2 H2A 120.0 . . ? C14 C1 H1A 109.5 . . ? C14 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C14 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 34.51 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.826 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.085 data_c2c _database_code_depnum_ccdc_archive 'CCDC 794920' #TrackingRef 'web_deposit_cif_file_0_ChristianR.Goldsmith_1285600504.cif' _audit_creation_date 2010-09-24T14:55:09-00:00 _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 H18 Cl2 Mn1 N4' _chemical_formula_sum 'C16 H18 Cl2 Mn N4' _chemical_formula_weight 392.18 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.0792(9) _cell_length_b 9.6386(7) _cell_length_c 15.2205(11) _cell_angle_alpha 90 _cell_angle_beta 101.7710(10) _cell_angle_gamma 90 _cell_volume 1734.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2150 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 28.3 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 804 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.072 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details SHELXPREP _exptl_absorpt_correction_T_min 0.9004 _exptl_absorpt_correction_T_max 0.9483 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX' _diffrn_measurement_method '0.3 wide w/ exposures' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0326 _diffrn_reflns_av_unetI/netI 0.0329 _diffrn_reflns_number 8565 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 28.28 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 2150 _reflns_number_gt 1835 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 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^)+(0.0620P)^2^+2.4639P] 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_number_reflns 2150 _refine_ls_number_parameters 105 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.044 _refine_ls_wR_factor_ref 0.1211 _refine_ls_wR_factor_gt 0.1169 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.604 _refine_diff_density_min -0.24 _refine_diff_density_rms 0.077 #----------------------------------------------------------------------------# # 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Mn1 Mn 0.5 0.21497(5) 0.75 0.02816(17) Uani 1 2 d S . . Cl2 Cl 0.58361(5) 0.16106(7) 0.62152(4) 0.03802(19) Uani 1 1 d . . . N1 N 0.31887(17) 0.1495(2) 0.65223(14) 0.0311(4) Uani 1 1 d . . . N2 N 0.3909(2) 0.4039(2) 0.71131(16) 0.0397(5) Uani 1 1 d . . . C4 C 0.2505(2) 0.2602(3) 0.62846(18) 0.0350(5) Uani 1 1 d . . . C3 C 0.1174(2) 0.1260(4) 0.52712(19) 0.0449(7) Uani 1 1 d . . . H3A H 0.0503 0.1175 0.4848 0.054 Uiso 1 1 calc R . . C1 C 0.2869(2) 0.0279(3) 0.61448(18) 0.0351(5) Uani 1 1 d . . . C5 C 0.1491(2) 0.2522(3) 0.56699(19) 0.0416(7) Uani 1 1 d . . . H5A H 0.1034 0.3301 0.5529 0.05 Uiso 1 1 calc R . . C6 C 0.2920(2) 0.3946(3) 0.66670(19) 0.0411(6) Uani 1 1 d . . . H6A H 0.2453 0.4721 0.6579 0.049 Uiso 1 1 calc R . . C2 C 0.1861(2) 0.0131(3) 0.55068(19) 0.0427(6) Uani 1 1 d . . . H2A H 0.1659 -0.0728 0.5245 0.051 Uiso 1 1 calc R . . C10 C 0.4373(3) 0.5361(3) 0.7496(2) 0.0484(7) Uani 1 1 d . . . H10A H 0.4247 0.5462 0.8102 0.058 Uiso 1 1 calc R . . H10B H 0.4007 0.6127 0.7137 0.058 Uiso 1 1 calc R . . C9 C 0.3630(3) -0.0943(3) 0.6420(2) 0.0507(8) Uani 1 1 d . . . H9A H 0.3277 -0.1767 0.6138 0.076 Uiso 1 1 calc R . . H9B H 0.3765 -0.1049 0.706 0.076 Uiso 1 1 calc R . . H9C H 0.4336 -0.0796 0.6237 0.076 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 Mn1 0.0289(3) 0.0209(3) 0.0338(3) 0 0.0043(2) 0 Cl2 0.0356(3) 0.0423(4) 0.0356(3) 0.0010(2) 0.0061(2) 0.0128(3) N1 0.0277(10) 0.0327(11) 0.0324(10) 0.0052(8) 0.0047(8) 0.0063(8) N2 0.0506(14) 0.0266(10) 0.0426(12) 0.0023(9) 0.0116(10) 0.0098(10) C4 0.0303(12) 0.0399(14) 0.0373(13) 0.0093(10) 0.0122(10) 0.0096(10) C3 0.0270(12) 0.0648(19) 0.0416(15) 0.0189(14) 0.0041(11) -0.0026(12) C1 0.0311(12) 0.0355(13) 0.0380(12) 0.0044(10) 0.0054(10) 0.0017(10) C5 0.0267(12) 0.0550(17) 0.0445(15) 0.0209(13) 0.0104(11) 0.0126(12) C6 0.0446(15) 0.0361(14) 0.0457(15) 0.0084(11) 0.0160(12) 0.0181(12) C2 0.0357(14) 0.0496(16) 0.0408(14) 0.0032(12) 0.0028(11) -0.0090(12) C10 0.077(2) 0.0246(13) 0.0452(15) -0.0014(11) 0.0160(15) 0.0098(13) C9 0.0473(16) 0.0306(14) 0.069(2) -0.0031(13) -0.0016(14) 0.0054(12) #----------------------------------------------------------------------------# # 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 Mn1 N2 2.254(2) 2_656 ? Mn1 N2 2.254(2) . ? Mn1 Cl2 2.4330(6) 2_656 ? Mn1 Cl2 2.4330(6) . ? Mn1 N1 2.464(2) . ? Mn1 N1 2.464(2) 2_656 ? N1 C1 1.327(3) . ? N1 C4 1.353(3) . ? N2 C6 1.251(4) . ? N2 C10 1.465(4) . ? C4 C5 1.384(4) . ? C4 C6 1.465(4) . ? C3 C2 1.371(4) . ? C3 C5 1.379(5) . ? C3 H3A 0.93 . ? C1 C2 1.401(4) . ? C1 C9 1.501(4) . ? C5 H5A 0.93 . ? C6 H6A 0.93 . ? C2 H2A 0.93 . ? C10 C10 1.512(7) 2_656 ? C10 H10A 0.97 . ? C10 H10B 0.97 . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? 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 N2 Mn1 N2 72.25(13) 2_656 . ? N2 Mn1 Cl2 106.19(6) 2_656 2_656 ? N2 Mn1 Cl2 93.80(6) . 2_656 ? N2 Mn1 Cl2 93.80(6) 2_656 . ? N2 Mn1 Cl2 106.19(6) . . ? Cl2 Mn1 Cl2 155.33(4) 2_656 . ? N2 Mn1 N1 139.85(8) 2_656 . ? N2 Mn1 N1 69.48(8) . . ? Cl2 Mn1 N1 88.15(5) 2_656 . ? Cl2 Mn1 N1 85.58(5) . . ? N2 Mn1 N1 69.48(8) 2_656 2_656 ? N2 Mn1 N1 139.85(8) . 2_656 ? Cl2 Mn1 N1 85.58(5) 2_656 2_656 ? Cl2 Mn1 N1 88.15(5) . 2_656 ? N1 Mn1 N1 150.31(10) . 2_656 ? C1 N1 C4 118.2(2) . . ? C1 N1 Mn1 129.20(16) . . ? C4 N1 Mn1 112.18(18) . . ? C6 N2 C10 121.6(2) . . ? C6 N2 Mn1 121.8(2) . . ? C10 N2 Mn1 116.31(19) . . ? N1 C4 C5 123.0(3) . . ? N1 C4 C6 116.8(2) . . ? C5 C4 C6 120.1(2) . . ? C2 C3 C5 119.1(3) . . ? C2 C3 H3A 120.5 . . ? C5 C3 H3A 120.5 . . ? N1 C1 C2 121.7(2) . . ? N1 C1 C9 117.7(2) . . ? C2 C1 C9 120.6(3) . . ? C3 C5 C4 118.3(3) . . ? C3 C5 H5A 120.8 . . ? C4 C5 H5A 120.8 . . ? N2 C6 C4 119.4(2) . . ? N2 C6 H6A 120.3 . . ? C4 C6 H6A 120.3 . . ? C3 C2 C1 119.6(3) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? N2 C10 C10 107.70(19) . 2_656 ? N2 C10 H10A 110.2 . . ? C10 C10 H10A 110.2 2_656 . ? N2 C10 H10B 110.2 . . ? C10 C10 H10B 110.2 2_656 . ? H10A C10 H10B 108.5 . . ? C1 C9 H9A 109.5 . . ? C1 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C1 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ?