# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Guard, Louise' 'Palma, Julio' 'Stratton, William' 'Allen, Laura' 'Brudvig, Gary' 'Crabtree, Robert' 'Batista, Victor' 'Hazari, Nilay' _publ_contact_author_name 'Hazari, Nilay' _publ_contact_author_email nilay.hazari@yale.edu _publ_section_title ; Synthesis and Computational Studies of Mg Complexes Supported by 2,2':6,2''-Terpyridine Ligands ; # Attachment '- Xray_SI.cif' data_Compound5a _database_code_depnum_ccdc_archive 'CCDC 859371' #TrackingRef '- Xray_SI.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'Br2 Mg N3 C25 H23 Cl2' _chemical_formula_moiety 'Br2 Mg N3 C25 H23 Cl2' _chemical_formula_weight 620.50 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 20.815(3) _cell_length_b 15.326(3) _cell_length_c 16.421(3) _cell_angle_alpha 90.0000 _cell_angle_beta 100.713(7) _cell_angle_gamma 90.0000 _cell_volume 5147.3(15) _cell_formula_units_Z 8 _cell_measurement_reflns_used 11449 _cell_measurement_theta_min 3.17 _cell_measurement_theta_max 27.86 _cell_measurement_temperature 223 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2480.00 _exptl_absorpt_coefficient_mu 3.410 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.417 _exptl_absorpt_correction_T_max 0.600 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 223 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury275R CCD (SCX mini)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 6.849 _diffrn_reflns_number 17383 _diffrn_reflns_av_R_equivalents 0.0660 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 6108 _reflns_number_gt 3465 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1390 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 5888 _refine_ls_number_parameters 298 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0499P)^2^+13.7902P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.001 _refine_diff_density_max 0.520 _refine_diff_density_min -0.550 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Br Br -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Mg Mg 0.049 0.036 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; Cl Cl 0.148 0.159 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Br(1) Br 0.37979(3) 0.47003(4) 0.03419(3) 0.05384(19) Uani 1.00 8 d . . . Br(2) Br 0.21975(3) 0.56219(4) 0.12415(4) 0.0658(2) Uani 1.00 8 d . . . Cl(1) Cl 0.21160(12) 0.35873(15) 0.32362(14) 0.1107(7) Uani 1.00 8 d . . . Cl(2) Cl 0.15628(13) 0.51521(14) 0.37126(18) 0.1242(9) Uani 1.00 8 d . . . Mg(1) Mg 0.31798(8) 0.47145(10) 0.14851(9) 0.0373(4) Uani 1.00 8 d . . . N(1) N 0.37946(19) 0.5578(3) 0.2359(2) 0.0393(10) Uani 1.00 8 d . . . N(2) N 0.36302(18) 0.3927(2) 0.2473(2) 0.0328(9) Uani 1.00 8 d . . . N(3) N 0.26983(18) 0.3455(3) 0.1299(2) 0.0365(9) Uani 1.00 8 d . . . C(1) C 0.3819(3) 0.6433(3) 0.2286(3) 0.0493(13) Uani 1.00 8 d . . . C(2) C 0.4226(3) 0.6938(4) 0.2829(4) 0.0540(14) Uani 1.00 8 d . . . C(3) C 0.4628(3) 0.6557(4) 0.3476(4) 0.0552(15) Uani 1.00 8 d . . . C(4) C 0.4608(2) 0.5673(3) 0.3559(3) 0.0453(12) Uani 1.00 8 d . . . C(5) C 0.4184(2) 0.5201(3) 0.2999(3) 0.0357(11) Uani 1.00 8 d . . . C(6) C 0.4094(2) 0.4252(3) 0.3067(3) 0.0333(10) Uani 1.00 8 d . . . C(7) C 0.4411(2) 0.3738(3) 0.3692(3) 0.0367(11) Uani 1.00 8 d . . . C(8) C 0.4252(2) 0.2870(3) 0.3727(3) 0.0359(11) Uani 1.00 8 d . . . C(9) C 0.3764(2) 0.2545(3) 0.3114(3) 0.0350(11) Uani 1.00 8 d . . . C(10) C 0.3467(2) 0.3086(3) 0.2497(3) 0.0326(10) Uani 1.00 8 d . . . C(11) C 0.2920(2) 0.2830(3) 0.1835(3) 0.0336(11) Uani 1.00 8 d . . . C(12) C 0.2642(2) 0.2016(3) 0.1800(3) 0.0406(12) Uani 1.00 8 d . . . C(13) C 0.2120(3) 0.1851(4) 0.1187(3) 0.0461(13) Uani 1.00 8 d . . . C(14) C 0.1886(3) 0.2489(4) 0.0636(3) 0.0498(14) Uani 1.00 8 d . . . C(15) C 0.2184(2) 0.3277(4) 0.0716(3) 0.0485(13) Uani 1.00 8 d . . . C(16) C 0.4555(2) 0.2297(3) 0.4411(3) 0.0369(11) Uani 1.00 8 d . . . C(17) C 0.5144(3) 0.1898(3) 0.4392(3) 0.0464(13) Uani 1.00 8 d . . . C(18) C 0.5396(3) 0.1324(4) 0.5018(3) 0.0534(14) Uani 1.00 8 d . . . C(19) C 0.5077(3) 0.1151(4) 0.5654(3) 0.0531(15) Uani 1.00 8 d . . . C(20) C 0.4502(3) 0.1564(3) 0.5663(3) 0.0522(14) Uani 1.00 8 d . . . C(21) C 0.4223(3) 0.2133(3) 0.5045(3) 0.0436(13) Uani 1.00 8 d . . . C(22) C 0.5505(3) 0.2084(5) 0.3719(4) 0.0704(18) Uani 1.00 8 d . . . C(23) C 0.5362(4) 0.0533(4) 0.6332(4) 0.080(2) Uani 1.00 8 d . . . C(24) C 0.3589(3) 0.2574(4) 0.5074(4) 0.0589(15) Uani 1.00 8 d . . . C(25) C 0.2185(5) 0.4419(6) 0.3936(6) 0.124(3) Uani 1.00 8 d . . . H(1) H 0.3543 0.6703 0.1839 0.059 Uiso 1.00 8 calc R . . H(2) H 0.4231 0.7546 0.2759 0.065 Uiso 1.00 8 calc R . . H(3) H 0.4915 0.6896 0.3860 0.066 Uiso 1.00 8 calc R . . H(4) H 0.4884 0.5393 0.3999 0.054 Uiso 1.00 8 calc R . . H(7) H 0.4739 0.3978 0.4101 0.044 Uiso 1.00 8 calc R . . H(9) H 0.3638 0.1956 0.3122 0.042 Uiso 1.00 8 calc R . . H(12) H 0.2808 0.1583 0.2189 0.049 Uiso 1.00 8 calc R . . H(13) H 0.1921 0.1297 0.1144 0.055 Uiso 1.00 8 calc R . . H(14) H 0.1526 0.2386 0.0210 0.060 Uiso 1.00 8 calc R . . H(15) H 0.2018 0.3720 0.0340 0.058 Uiso 1.00 8 calc R . . H(18) H 0.5797 0.1046 0.5006 0.064 Uiso 1.00 8 calc R . . H(20) H 0.4285 0.1459 0.6107 0.063 Uiso 1.00 8 calc R . . H(22A) H 0.5309 0.1763 0.3226 0.084 Uiso 1.00 8 calc R . . H(22B) H 0.5957 0.1905 0.3888 0.084 Uiso 1.00 8 calc R . . H(22C) H 0.5487 0.2704 0.3600 0.084 Uiso 1.00 8 calc R . . H(23A) H 0.5061 0.0054 0.6350 0.096 Uiso 1.00 8 calc R . . H(23B) H 0.5436 0.0838 0.6859 0.096 Uiso 1.00 8 calc R . . H(23C) H 0.5774 0.0308 0.6226 0.096 Uiso 1.00 8 calc R . . H(24A) H 0.3273 0.2425 0.4581 0.071 Uiso 1.00 8 calc R . . H(24B) H 0.3654 0.3201 0.5096 0.071 Uiso 1.00 8 calc R . . H(24C) H 0.3428 0.2384 0.5562 0.071 Uiso 1.00 8 calc R . . H(25A) H 0.2190 0.4177 0.4489 0.148 Uiso 1.00 8 calc R . . H(25B) H 0.2601 0.4721 0.3946 0.148 Uiso 1.00 8 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br(1) 0.0564(4) 0.0640(4) 0.0426(3) -0.0135(3) 0.0132(2) -0.0111(3) Br(2) 0.0647(4) 0.0607(4) 0.0668(4) 0.0229(3) -0.0011(3) -0.0099(3) Cl(1) 0.1292(18) 0.1109(16) 0.1097(17) -0.0000(14) 0.0682(14) -0.0230(13) Cl(2) 0.142(2) 0.0714(13) 0.178(3) -0.0021(14) 0.0767(19) 0.0021(14) Mg(1) 0.0448(9) 0.0340(8) 0.0308(8) 0.0007(8) 0.0010(7) -0.0016(7) N(1) 0.052(3) 0.031(2) 0.034(2) -0.0044(20) 0.0064(19) -0.0014(17) N(2) 0.035(2) 0.033(2) 0.0300(20) -0.0029(18) 0.0072(16) 0.0006(16) N(3) 0.036(2) 0.041(2) 0.030(2) -0.0015(19) -0.0022(17) 0.0004(17) C(1) 0.062(4) 0.040(3) 0.044(3) 0.001(3) 0.004(3) 0.004(2) C(2) 0.065(4) 0.035(3) 0.063(4) -0.011(3) 0.013(3) 0.003(3) C(3) 0.061(4) 0.042(3) 0.058(4) -0.016(3) -0.002(3) -0.008(3) C(4) 0.044(3) 0.042(3) 0.046(3) -0.004(3) 0.001(2) -0.003(2) C(5) 0.039(3) 0.035(3) 0.032(2) -0.005(2) 0.004(2) -0.003(2) C(6) 0.038(3) 0.031(3) 0.031(2) -0.007(2) 0.008(2) -0.0015(20) C(7) 0.042(3) 0.036(3) 0.029(2) -0.004(2) -0.001(2) -0.001(2) C(8) 0.036(3) 0.042(3) 0.029(2) -0.001(2) 0.0051(20) 0.001(2) C(9) 0.040(3) 0.029(2) 0.036(3) 0.000(2) 0.007(2) 0.003(2) C(10) 0.033(2) 0.033(3) 0.032(2) -0.002(2) 0.0081(19) -0.0039(20) C(11) 0.037(3) 0.035(3) 0.029(2) 0.001(2) 0.0064(20) -0.0064(20) C(12) 0.045(3) 0.038(3) 0.035(3) -0.002(2) -0.001(2) 0.000(2) C(13) 0.048(3) 0.046(3) 0.044(3) -0.011(3) 0.009(2) -0.011(3) C(14) 0.045(3) 0.054(4) 0.045(3) -0.009(3) -0.005(2) -0.011(3) C(15) 0.048(3) 0.052(3) 0.039(3) 0.001(3) -0.006(2) 0.001(2) C(16) 0.041(3) 0.034(3) 0.031(3) -0.011(2) -0.005(2) 0.0022(20) C(17) 0.046(3) 0.047(3) 0.043(3) -0.003(3) -0.000(2) 0.008(2) C(18) 0.043(3) 0.056(4) 0.056(4) -0.004(3) -0.005(3) 0.006(3) C(19) 0.061(4) 0.044(3) 0.046(3) -0.015(3) -0.012(3) 0.009(3) C(20) 0.071(4) 0.047(3) 0.036(3) -0.024(3) 0.004(3) 0.006(2) C(21) 0.055(3) 0.038(3) 0.033(3) -0.017(3) -0.004(2) -0.001(2) C(22) 0.057(4) 0.095(5) 0.061(4) 0.018(4) 0.015(3) 0.015(4) C(23) 0.102(5) 0.062(4) 0.063(4) -0.009(4) -0.017(4) 0.026(3) C(24) 0.069(4) 0.059(4) 0.054(4) -0.006(3) 0.025(3) -0.001(3) C(25) 0.118(7) 0.104(7) 0.132(8) -0.023(6) -0.019(6) -0.036(6) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br(1) Mg(1) 2.4653(18) yes . . Br(2) Mg(1) 2.4435(17) yes . . Cl(1) C(25) 1.704(9) yes . . Cl(2) C(25) 1.701(9) yes . . Mg(1) N(1) 2.183(4) yes . . Mg(1) N(2) 2.098(4) yes . . Mg(1) N(3) 2.170(4) yes . . N(1) C(1) 1.317(6) yes . . N(1) C(5) 1.333(5) yes . . N(2) C(6) 1.335(5) yes . . N(2) C(10) 1.335(6) yes . . N(3) C(11) 1.325(6) yes . . N(3) C(15) 1.325(6) yes . . C(1) C(2) 1.354(7) yes . . C(2) C(3) 1.356(8) yes . . C(3) C(4) 1.364(7) yes . . C(4) C(5) 1.359(6) yes . . C(5) C(6) 1.474(6) yes . . C(6) C(7) 1.363(6) yes . . C(7) C(8) 1.374(7) yes . . C(8) C(9) 1.382(6) yes . . C(8) C(16) 1.472(6) yes . . C(9) C(10) 1.366(6) yes . . C(10) C(11) 1.473(6) yes . . C(11) C(12) 1.372(7) yes . . C(12) C(13) 1.361(6) yes . . C(13) C(14) 1.360(7) yes . . C(14) C(15) 1.352(8) yes . . C(16) C(17) 1.375(7) yes . . C(16) C(21) 1.376(7) yes . . C(17) C(18) 1.381(7) yes . . C(17) C(22) 1.475(9) yes . . C(18) C(19) 1.364(9) yes . . C(19) C(20) 1.357(9) yes . . C(19) C(23) 1.497(8) yes . . C(20) C(21) 1.382(7) yes . . C(21) C(24) 1.491(8) yes . . C(1) H(1) 0.940 yes . . C(2) H(2) 0.940 yes . . C(3) H(3) 0.940 yes . . C(4) H(4) 0.940 yes . . C(7) H(7) 0.940 yes . . C(9) H(9) 0.940 yes . . C(12) H(12) 0.940 yes . . C(13) H(13) 0.940 yes . . C(14) H(14) 0.940 yes . . C(15) H(15) 0.940 yes . . C(18) H(18) 0.940 yes . . C(20) H(20) 0.940 yes . . C(22) H(22A) 0.970 yes . . C(22) H(22B) 0.970 yes . . C(22) H(22C) 0.970 yes . . C(23) H(23A) 0.970 yes . . C(23) H(23B) 0.970 yes . . C(23) H(23C) 0.970 yes . . C(24) H(24A) 0.970 yes . . C(24) H(24B) 0.970 yes . . C(24) H(24C) 0.970 yes . . C(25) H(25A) 0.980 yes . . C(25) H(25B) 0.980 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Br(1) Mg(1) Br(2) 114.81(6) yes . . . Br(1) Mg(1) N(1) 100.41(13) yes . . . Br(1) Mg(1) N(2) 111.22(13) yes . . . Br(1) Mg(1) N(3) 100.23(12) yes . . . Br(2) Mg(1) N(1) 97.65(12) yes . . . Br(2) Mg(1) N(2) 133.96(14) yes . . . Br(2) Mg(1) N(3) 97.62(12) yes . . . N(1) Mg(1) N(2) 73.60(15) yes . . . N(1) Mg(1) N(3) 146.18(15) yes . . . N(2) Mg(1) N(3) 74.06(14) yes . . . Mg(1) N(1) C(1) 124.8(3) yes . . . Mg(1) N(1) C(5) 116.8(3) yes . . . C(1) N(1) C(5) 118.3(4) yes . . . Mg(1) N(2) C(6) 120.6(3) yes . . . Mg(1) N(2) C(10) 119.9(3) yes . . . C(6) N(2) C(10) 119.4(4) yes . . . Mg(1) N(3) C(11) 117.1(3) yes . . . Mg(1) N(3) C(15) 125.1(3) yes . . . C(11) N(3) C(15) 117.8(4) yes . . . N(1) C(1) C(2) 122.6(5) yes . . . C(1) C(2) C(3) 119.4(5) yes . . . C(2) C(3) C(4) 118.7(5) yes . . . C(3) C(4) C(5) 119.3(5) yes . . . N(1) C(5) C(4) 121.7(4) yes . . . N(1) C(5) C(6) 114.9(4) yes . . . C(4) C(5) C(6) 123.4(4) yes . . . N(2) C(6) C(5) 113.4(4) yes . . . N(2) C(6) C(7) 121.2(4) yes . . . C(5) C(6) C(7) 125.3(4) yes . . . C(6) C(7) C(8) 120.3(4) yes . . . C(7) C(8) C(9) 118.0(4) yes . . . C(7) C(8) C(16) 122.4(4) yes . . . C(9) C(8) C(16) 119.5(4) yes . . . C(8) C(9) C(10) 119.4(4) yes . . . N(2) C(10) C(9) 121.7(4) yes . . . N(2) C(10) C(11) 113.7(4) yes . . . C(9) C(10) C(11) 124.5(4) yes . . . N(3) C(11) C(10) 115.0(4) yes . . . N(3) C(11) C(12) 122.5(4) yes . . . C(10) C(11) C(12) 122.4(4) yes . . . C(11) C(12) C(13) 118.2(4) yes . . . C(12) C(13) C(14) 119.7(5) yes . . . C(13) C(14) C(15) 118.5(5) yes . . . N(3) C(15) C(14) 123.3(5) yes . . . C(8) C(16) C(17) 120.4(4) yes . . . C(8) C(16) C(21) 118.8(4) yes . . . C(17) C(16) C(21) 120.7(4) yes . . . C(16) C(17) C(18) 118.9(5) yes . . . C(16) C(17) C(22) 120.8(5) yes . . . C(18) C(17) C(22) 120.3(5) yes . . . C(17) C(18) C(19) 121.5(5) yes . . . C(18) C(19) C(20) 118.3(5) yes . . . C(18) C(19) C(23) 120.7(6) yes . . . C(20) C(19) C(23) 121.0(6) yes . . . C(19) C(20) C(21) 122.5(5) yes . . . C(16) C(21) C(20) 118.0(5) yes . . . C(16) C(21) C(24) 120.9(4) yes . . . C(20) C(21) C(24) 121.1(5) yes . . . Cl(1) C(25) Cl(2) 112.6(5) yes . . . N(1) C(1) H(1) 118.710 yes . . . C(2) C(1) H(1) 118.707 yes . . . C(1) C(2) H(2) 120.319 yes . . . C(3) C(2) H(2) 120.322 yes . . . C(2) C(3) H(3) 120.678 yes . . . C(4) C(3) H(3) 120.666 yes . . . C(3) C(4) H(4) 120.332 yes . . . C(5) C(4) H(4) 120.327 yes . . . C(6) C(7) H(7) 119.867 yes . . . C(8) C(7) H(7) 119.859 yes . . . C(8) C(9) H(9) 120.316 yes . . . C(10) C(9) H(9) 120.316 yes . . . C(11) C(12) H(12) 120.885 yes . . . C(13) C(12) H(12) 120.878 yes . . . C(12) C(13) H(13) 120.145 yes . . . C(14) C(13) H(13) 120.141 yes . . . C(13) C(14) H(14) 120.740 yes . . . C(15) C(14) H(14) 120.741 yes . . . N(3) C(15) H(15) 118.366 yes . . . C(14) C(15) H(15) 118.363 yes . . . C(17) C(18) H(18) 119.259 yes . . . C(19) C(18) H(18) 119.258 yes . . . C(19) C(20) H(20) 118.746 yes . . . C(21) C(20) H(20) 118.746 yes . . . C(17) C(22) H(22A) 109.478 yes . . . C(17) C(22) H(22B) 109.469 yes . . . C(17) C(22) H(22C) 109.472 yes . . . H(22A) C(22) H(22B) 109.467 yes . . . H(22A) C(22) H(22C) 109.472 yes . . . H(22B) C(22) H(22C) 109.469 yes . . . C(19) C(23) H(23A) 109.475 yes . . . C(19) C(23) H(23B) 109.473 yes . . . C(19) C(23) H(23C) 109.471 yes . . . H(23A) C(23) H(23B) 109.471 yes . . . H(23A) C(23) H(23C) 109.468 yes . . . H(23B) C(23) H(23C) 109.469 yes . . . C(21) C(24) H(24A) 109.471 yes . . . C(21) C(24) H(24B) 109.473 yes . . . C(21) C(24) H(24C) 109.479 yes . . . H(24A) C(24) H(24B) 109.470 yes . . . H(24A) C(24) H(24C) 109.468 yes . . . H(24B) C(24) H(24C) 109.467 yes . . . Cl(1) C(25) H(25A) 109.092 yes . . . Cl(1) C(25) H(25B) 109.077 yes . . . Cl(2) C(25) H(25A) 109.080 yes . . . Cl(2) C(25) H(25B) 109.079 yes . . . H(25A) C(25) H(25B) 107.842 yes . . . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Br(1) Mg(1) N(1) C(1) 75.8(3) no . . . . Br(1) Mg(1) N(1) C(5) -102.4(3) no . . . . Br(1) Mg(1) N(2) C(6) 87.6(3) no . . . . Br(1) Mg(1) N(2) C(10) -90.4(3) no . . . . Br(1) Mg(1) N(3) C(11) 106.7(2) no . . . . Br(1) Mg(1) N(3) C(15) -76.5(3) no . . . . Br(2) Mg(1) N(1) C(1) -41.3(3) no . . . . Br(2) Mg(1) N(1) C(5) 140.6(2) no . . . . Br(2) Mg(1) N(2) C(6) -92.2(3) no . . . . Br(2) Mg(1) N(2) C(10) 89.8(3) no . . . . Br(2) Mg(1) N(3) C(11) -136.3(2) no . . . . Br(2) Mg(1) N(3) C(15) 40.5(3) no . . . . N(1) Mg(1) N(2) C(6) -7.4(3) no . . . . N(2) Mg(1) N(1) C(5) 6.9(3) no . . . . N(1) Mg(1) N(3) C(11) -20.1(5) no . . . . N(1) Mg(1) N(3) C(15) 156.7(3) no . . . . N(3) Mg(1) N(1) C(1) -157.5(3) no . . . . N(3) Mg(1) N(1) C(5) 24.4(5) no . . . . N(2) Mg(1) N(3) C(11) -2.6(3) no . . . . N(3) Mg(1) N(2) C(10) 4.6(3) no . . . . Mg(1) N(1) C(5) C(6) -5.7(5) no . . . . C(1) N(1) C(5) C(4) -1.3(7) no . . . . C(5) N(1) C(1) C(2) 0.6(8) no . . . . Mg(1) N(2) C(6) C(5) 6.9(5) no . . . . Mg(1) N(2) C(10) C(11) -5.7(5) no . . . . C(6) N(2) C(10) C(9) -0.2(7) no . . . . C(10) N(2) C(6) C(7) 0.9(7) no . . . . Mg(1) N(3) C(11) C(10) 0.6(5) no . . . . C(11) N(3) C(15) C(14) -1.2(7) no . . . . C(15) N(3) C(11) C(12) 0.7(7) no . . . . N(1) C(1) C(2) C(3) 0.1(9) no . . . . C(1) C(2) C(3) C(4) -0.1(9) no . . . . C(2) C(3) C(4) C(5) -0.6(9) no . . . . C(3) C(4) C(5) N(1) 1.3(8) no . . . . N(1) C(5) C(6) N(2) -0.4(6) no . . . . C(4) C(5) C(6) C(7) 1.0(8) no . . . . N(2) C(6) C(7) C(8) -0.6(7) no . . . . C(6) C(7) C(8) C(9) -0.3(7) no . . . . C(7) C(8) C(9) C(10) 0.9(7) no . . . . C(7) C(8) C(16) C(17) -84.9(6) no . . . . C(7) C(8) C(16) C(21) 98.5(5) no . . . . C(9) C(8) C(16) C(17) 98.5(5) no . . . . C(9) C(8) C(16) C(21) -78.1(6) no . . . . C(8) C(9) C(10) N(2) -0.6(7) no . . . . N(2) C(10) C(11) N(3) 3.1(6) no . . . . C(9) C(10) C(11) C(12) 2.5(7) no . . . . N(3) C(11) C(12) C(13) 0.2(7) no . . . . C(11) C(12) C(13) C(14) -0.6(8) no . . . . C(12) C(13) C(14) C(15) 0.0(8) no . . . . C(13) C(14) C(15) N(3) 0.9(9) no . . . . C(8) C(16) C(17) C(22) 4.4(7) no . . . . C(8) C(16) C(21) C(24) -4.3(6) no . . . . C(17) C(16) C(21) C(20) 0.7(6) no . . . . C(21) C(16) C(17) C(18) 0.4(7) no . . . . C(16) C(17) C(18) C(19) -0.5(7) no . . . . C(17) C(18) C(19) C(20) -0.4(8) no . . . . C(18) C(19) C(20) C(21) 1.5(8) no . . . . C(19) C(20) C(21) C(16) -1.7(7) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 N(1) C(3) 2.729(6) yes . . N(2) C(8) 2.747(6) yes . . N(3) C(13) 2.729(7) yes . . C(1) C(4) 2.673(7) yes . . C(1) C(6) 3.588(7) yes . . C(2) C(5) 2.680(7) yes . . C(4) C(7) 3.008(7) yes . . C(5) C(10) 3.599(6) yes . . C(6) C(9) 2.710(6) yes . . C(7) C(10) 2.697(6) yes . . C(7) C(17) 3.309(7) yes . . C(7) C(21) 3.385(7) yes . . C(7) C(22) 3.403(8) yes . . C(7) C(24) 3.563(8) yes . . C(8) C(22) 2.876(8) yes . . C(8) C(24) 2.852(8) yes . . C(9) C(12) 2.983(6) yes . . C(9) C(17) 3.375(6) yes . . C(9) C(21) 3.199(6) yes . . C(9) C(24) 3.305(8) yes . . C(10) C(15) 3.587(6) yes . . C(11) C(14) 2.684(6) yes . . C(12) C(15) 2.680(7) yes . . C(16) C(19) 2.759(7) yes . . C(17) C(20) 2.729(8) yes . . C(18) C(21) 2.747(8) yes . . Cl(1) C(10) 3.352(5) yes . . Cl(1) C(11) 3.298(5) yes . . Cl(2) C(12) 3.482(6) yes . 6_555 C(1) C(13) 3.513(8) yes . 6_555 C(2) C(2) 3.5828(5) yes . 2_655 C(2) C(3) 3.539(9) yes . 2_655 C(2) C(13) 3.487(8) yes . 6_555 C(3) C(2) 3.539(9) yes . 2_655 C(3) C(20) 3.552(8) yes . 3_666 C(10) Cl(1) 3.352(5) yes . . C(10) C(22) 3.538(8) yes . 2_655 C(11) Cl(1) 3.298(5) yes . . C(12) Cl(2) 3.482(6) yes . 6_545 C(13) C(1) 3.513(8) yes . 6_545 C(13) C(2) 3.487(8) yes . 6_545 C(14) C(14) 3.5892(4) yes . 7_555 C(14) C(15) 3.414(8) yes . 7_555 C(14) C(18) 3.576(7) yes . 8_454 C(15) C(14) 3.414(8) yes . 7_555 C(18) C(14) 3.576(7) yes . 8_555 C(20) C(3) 3.552(8) yes . 3_666 C(22) C(10) 3.538(8) yes . 2_655 Br(2) H(1) 3.2450 yes . . Br(2) H(15) 3.2592 yes . . Mg(1) H(1) 3.1671 yes . . Mg(1) H(15) 3.1653 yes . . N(1) H(2) 3.1832 yes . . N(1) H(4) 3.1952 yes . . N(2) H(7) 3.1924 yes . . N(2) H(9) 3.2025 yes . . N(3) H(12) 3.2082 yes . . N(3) H(14) 3.1968 yes . . C(1) H(3) 3.1934 yes . . C(2) H(4) 3.1929 yes . . C(3) H(1) 3.1817 yes . . C(4) H(2) 3.1941 yes . . C(4) H(7) 2.7438 yes . . C(5) H(1) 3.1242 yes . . C(5) H(3) 3.2042 yes . . C(5) H(7) 2.7113 yes . . C(6) H(4) 2.6779 yes . . C(7) H(4) 2.7342 yes . . C(7) H(9) 3.2181 yes . . C(7) H(22C) 2.7706 yes . . C(7) H(24B) 3.1343 yes . . C(8) H(22A) 3.0114 yes . . C(8) H(22C) 2.6300 yes . . C(8) H(24A) 2.7659 yes . . C(8) H(24B) 2.8112 yes . . C(9) H(7) 3.2166 yes . . C(9) H(12) 2.7054 yes . . C(9) H(22A) 3.4035 yes . . C(9) H(22C) 3.5340 yes . . C(9) H(24A) 2.7928 yes . . C(9) H(24B) 3.4543 yes . . C(10) H(12) 2.6807 yes . . C(11) H(9) 2.7055 yes . . C(11) H(13) 3.2015 yes . . C(11) H(15) 3.1153 yes . . C(12) H(9) 2.7114 yes . . C(12) H(14) 3.2068 yes . . C(13) H(15) 3.1746 yes . . C(14) H(12) 3.2074 yes . . C(15) H(13) 3.1843 yes . . C(16) H(7) 2.6663 yes . . C(16) H(9) 2.6248 yes . . C(16) H(18) 3.2207 yes . . C(16) H(20) 3.2107 yes . . C(16) H(22A) 2.8372 yes . . C(16) H(22B) 3.2473 yes . . C(16) H(22C) 2.6231 yes . . C(16) H(24A) 2.7422 yes . . C(16) H(24B) 2.7374 yes . . C(16) H(24C) 3.2782 yes . . C(17) H(7) 3.3087 yes . . C(17) H(9) 3.4272 yes . . C(18) H(20) 3.1830 yes . . C(18) H(22A) 2.9915 yes . . C(18) H(22B) 2.5306 yes . . C(18) H(22C) 3.1769 yes . . C(18) H(23A) 3.1031 yes . . C(18) H(23B) 3.0992 yes . . C(18) H(23C) 2.5296 yes . . C(20) H(18) 3.1853 yes . . C(20) H(23A) 2.7378 yes . . C(20) H(23B) 2.7300 yes . . C(20) H(23C) 3.2657 yes . . C(20) H(24A) 3.1222 yes . . C(20) H(24B) 3.1096 yes . . C(20) H(24C) 2.5423 yes . . C(21) H(7) 3.4879 yes . . C(21) H(9) 3.1764 yes . . C(22) H(7) 3.4259 yes . . C(22) H(18) 2.6239 yes . . C(23) H(18) 2.6292 yes . . C(23) H(20) 2.6210 yes . . C(24) H(9) 3.3610 yes . . C(24) H(20) 2.6427 yes . . H(1) H(2) 2.2798 yes . . H(2) H(3) 2.3097 yes . . H(3) H(4) 2.3176 yes . . H(4) H(7) 2.2004 yes . . H(7) H(22C) 2.7181 yes . . H(7) H(24B) 3.2495 yes . . H(9) H(12) 2.1636 yes . . H(9) H(22A) 3.4618 yes . . H(9) H(24A) 2.7407 yes . . H(12) H(13) 2.3155 yes . . H(13) H(14) 2.3122 yes . . H(14) H(15) 2.2791 yes . . H(18) H(22A) 3.1113 yes . . H(18) H(22B) 2.3323 yes . . H(18) H(22C) 3.4127 yes . . H(18) H(23A) 3.2850 yes . . H(18) H(23B) 3.2827 yes . . H(18) H(23C) 2.3094 yes . . H(20) H(23A) 2.6770 yes . . H(20) H(23B) 2.6591 yes . . H(20) H(23C) 3.5407 yes . . H(20) H(24A) 3.3074 yes . . H(20) H(24B) 3.2866 yes . . H(20) H(24C) 2.3228 yes . . Br(1) H(4) 2.9526 yes . 2_655 Br(1) H(4) 3.4423 yes . 4_564 Br(1) H(7) 3.2098 yes . 2_655 Br(1) H(13) 3.0291 yes . 7_555 Br(1) H(14) 3.3570 yes . 7_555 Br(1) H(24B) 3.2485 yes . 4_564 Br(1) H(25B) 3.1825 yes . 4_564 Br(2) H(9) 2.9957 yes . 6_555 Br(2) H(12) 2.9708 yes . 6_555 Br(2) H(23C) 3.2836 yes . 8_454 Br(2) H(24A) 3.1505 yes . 6_555 Br(2) H(25A) 2.8906 yes . 4_564 Cl(1) H(1) 3.1905 yes . 6_545 Cl(1) H(2) 3.3719 yes . 6_545 Cl(1) H(20) 3.2923 yes . 7_556 Cl(1) H(24A) 3.4463 yes . . Cl(1) H(24C) 2.8675 yes . 7_556 Cl(2) H(12) 3.0729 yes . 6_555 Cl(2) H(13) 3.5803 yes . 6_555 Cl(2) H(15) 3.1757 yes . 4_565 Cl(2) H(18) 3.1913 yes . 5_455 Cl(2) H(20) 3.0807 yes . 7_556 Cl(2) H(22A) 3.5745 yes . 5_455 Cl(2) H(22B) 3.0046 yes . 5_455 Cl(2) H(23A) 3.3768 yes . 7_556 N(1) H(13) 3.2925 yes . 6_555 N(2) H(22C) 3.3461 yes . 2_655 N(3) H(14) 3.4484 yes . 7_555 C(1) H(3) 3.5829 yes . 2_655 C(1) H(13) 3.2469 yes . 6_555 C(1) H(24B) 3.5921 yes . 4_564 C(1) H(24C) 3.3322 yes . 4_564 C(2) H(3) 3.5699 yes . 2_655 C(2) H(13) 3.3177 yes . 6_555 C(2) H(23B) 3.4994 yes . 3_666 C(3) H(13) 3.4194 yes . 6_555 C(4) H(13) 3.4438 yes . 6_555 C(5) H(13) 3.3615 yes . 6_555 C(9) H(22A) 3.4028 yes . 2_655 C(9) H(22B) 3.5800 yes . 2_655 C(9) H(22C) 3.4706 yes . 2_655 C(10) H(22B) 3.3014 yes . 2_655 C(10) H(22C) 3.1289 yes . 2_655 C(11) H(22B) 3.1476 yes . 2_655 C(11) H(22C) 3.5246 yes . 2_655 C(12) H(22B) 3.3215 yes . 2_655 C(13) H(15) 3.4566 yes . 7_555 C(13) H(25B) 3.3295 yes . 6_545 C(14) H(15) 3.5456 yes . 7_555 C(14) H(18) 3.2216 yes . 8_454 C(14) H(22B) 3.2826 yes . 8_454 C(15) H(14) 3.4749 yes . 7_555 C(15) H(18) 3.0857 yes . 8_454 C(15) H(22B) 3.5720 yes . 8_454 C(16) H(3) 3.1052 yes . 3_666 C(17) H(3) 3.4351 yes . 3_666 C(17) H(14) 3.1377 yes . 8_555 C(17) H(23A) 3.2281 yes . 3_656 C(18) H(3) 3.4199 yes . 3_666 C(18) H(14) 3.0432 yes . 8_555 C(18) H(15) 3.3183 yes . 8_555 C(18) H(23A) 3.1009 yes . 3_656 C(19) H(2) 3.3848 yes . 3_666 C(19) H(3) 3.0961 yes . 3_666 C(20) H(3) 2.7026 yes . 3_666 C(21) H(3) 2.7332 yes . 3_666 C(22) H(14) 3.0390 yes . 8_555 C(22) H(22A) 3.3601 yes . 2_655 C(22) H(23A) 3.4759 yes . 3_656 C(23) H(2) 3.3383 yes . 3_666 C(24) H(1) 3.1209 yes . 4_565 C(24) H(3) 3.3761 yes . 3_666 C(24) H(25A) 3.2833 yes . 7_556 C(25) H(13) 3.4438 yes . 6_555 C(25) H(20) 3.3300 yes . 7_556 C(25) H(24C) 3.2147 yes . 7_556 H(1) Cl(1) 3.1905 yes . 6_555 H(1) C(24) 3.1209 yes . 4_564 H(1) H(12) 3.4868 yes . 6_555 H(1) H(20) 3.5293 yes . 4_564 H(1) H(24B) 2.9169 yes . 4_564 H(1) H(24C) 2.4946 yes . 4_564 H(2) Cl(1) 3.3719 yes . 6_555 H(2) C(19) 3.3848 yes . 3_666 H(2) C(23) 3.3383 yes . 3_666 H(2) H(2) 3.4631 yes . 2_655 H(2) H(20) 3.1320 yes . 4_564 H(2) H(23B) 2.6170 yes . 3_666 H(3) C(1) 3.5829 yes . 2_655 H(3) C(2) 3.5699 yes . 2_655 H(3) C(16) 3.1052 yes . 3_666 H(3) C(17) 3.4351 yes . 3_666 H(3) C(18) 3.4199 yes . 3_666 H(3) C(19) 3.0961 yes . 3_666 H(3) C(20) 2.7026 yes . 3_666 H(3) C(21) 2.7332 yes . 3_666 H(3) C(24) 3.3761 yes . 3_666 H(3) H(7) 3.5521 yes . 3_666 H(3) H(20) 3.0173 yes . 3_666 H(3) H(24B) 3.1535 yes . 3_666 H(3) H(24C) 3.5776 yes . 3_666 H(4) Br(1) 2.9526 yes . 2_655 H(4) Br(1) 3.4423 yes . 4_565 H(4) H(4) 3.4491 yes . 3_666 H(4) H(7) 3.2196 yes . 3_666 H(7) Br(1) 3.2098 yes . 2_655 H(7) H(3) 3.5521 yes . 3_666 H(7) H(4) 3.2196 yes . 3_666 H(9) Br(2) 2.9957 yes . 6_545 H(9) H(22A) 3.4053 yes . 2_655 H(9) H(22B) 3.5564 yes . 2_655 H(12) Br(2) 2.9708 yes . 6_545 H(12) Cl(2) 3.0729 yes . 6_545 H(12) H(1) 3.4868 yes . 6_545 H(12) H(22B) 3.4165 yes . 2_655 H(12) H(25B) 3.4280 yes . 6_545 H(13) Br(1) 3.0291 yes . 7_555 H(13) Cl(2) 3.5803 yes . 6_545 H(13) N(1) 3.2925 yes . 6_545 H(13) C(1) 3.2469 yes . 6_545 H(13) C(2) 3.3177 yes . 6_545 H(13) C(3) 3.4194 yes . 6_545 H(13) C(4) 3.4438 yes . 6_545 H(13) C(5) 3.3615 yes . 6_545 H(13) C(25) 3.4438 yes . 6_545 H(13) H(15) 3.5805 yes . 7_555 H(13) H(25B) 2.6274 yes . 6_545 H(14) Br(1) 3.3570 yes . 7_555 H(14) N(3) 3.4484 yes . 7_555 H(14) C(15) 3.4749 yes . 7_555 H(14) C(17) 3.1377 yes . 8_454 H(14) C(18) 3.0432 yes . 8_454 H(14) C(22) 3.0390 yes . 8_454 H(14) H(18) 2.8287 yes . 8_454 H(14) H(22B) 2.5166 yes . 8_454 H(14) H(22C) 3.0916 yes . 8_454 H(15) Cl(2) 3.1757 yes . 4_564 H(15) C(13) 3.4566 yes . 7_555 H(15) C(14) 3.5456 yes . 7_555 H(15) C(18) 3.3183 yes . 8_454 H(15) H(13) 3.5805 yes . 7_555 H(15) H(18) 2.5236 yes . 8_454 H(15) H(22B) 3.0851 yes . 8_454 H(15) H(23C) 3.5269 yes . 8_454 H(15) H(25A) 3.5571 yes . 4_564 H(18) Cl(2) 3.1913 yes . 5_545 H(18) C(14) 3.2216 yes . 8_555 H(18) C(15) 3.0857 yes . 8_555 H(18) H(14) 2.8287 yes . 8_555 H(18) H(15) 2.5236 yes . 8_555 H(18) H(23A) 3.0832 yes . 3_656 H(20) Cl(1) 3.2923 yes . 7_556 H(20) Cl(2) 3.0807 yes . 7_556 H(20) C(25) 3.3300 yes . 7_556 H(20) H(1) 3.5293 yes . 4_565 H(20) H(2) 3.1320 yes . 4_565 H(20) H(3) 3.0173 yes . 3_666 H(20) H(23B) 3.4181 yes . 2_656 H(20) H(25A) 3.1956 yes . 7_556 H(22A) Cl(2) 3.5745 yes . 5_545 H(22A) C(9) 3.4028 yes . 2_655 H(22A) C(22) 3.3601 yes . 2_655 H(22A) H(9) 3.4053 yes . 2_655 H(22A) H(22A) 2.4877 yes . 2_655 H(22A) H(22C) 3.4580 yes . 2_655 H(22A) H(23A) 3.0054 yes . 3_656 H(22B) Cl(2) 3.0046 yes . 5_545 H(22B) C(9) 3.5800 yes . 2_655 H(22B) C(10) 3.3014 yes . 2_655 H(22B) C(11) 3.1476 yes . 2_655 H(22B) C(12) 3.3215 yes . 2_655 H(22B) C(14) 3.2826 yes . 8_555 H(22B) C(15) 3.5720 yes . 8_555 H(22B) H(9) 3.5564 yes . 2_655 H(22B) H(12) 3.4165 yes . 2_655 H(22B) H(14) 2.5166 yes . 8_555 H(22B) H(15) 3.0851 yes . 8_555 H(22C) N(2) 3.3461 yes . 2_655 H(22C) C(9) 3.4706 yes . 2_655 H(22C) C(10) 3.1289 yes . 2_655 H(22C) C(11) 3.5246 yes . 2_655 H(22C) H(14) 3.0916 yes . 8_555 H(22C) H(22A) 3.4580 yes . 2_655 H(23A) Cl(2) 3.3768 yes . 7_556 H(23A) C(17) 3.2281 yes . 3_656 H(23A) C(18) 3.1009 yes . 3_656 H(23A) C(22) 3.4759 yes . 3_656 H(23A) H(18) 3.0832 yes . 3_656 H(23A) H(22A) 3.0054 yes . 3_656 H(23A) H(23B) 3.5067 yes . 2_656 H(23B) C(2) 3.4994 yes . 3_666 H(23B) H(2) 2.6170 yes . 3_666 H(23B) H(20) 3.4181 yes . 2_656 H(23B) H(23A) 3.5067 yes . 2_656 H(23B) H(23B) 3.0248 yes . 2_656 H(23C) Br(2) 3.2836 yes . 8_555 H(23C) H(15) 3.5269 yes . 8_555 H(24A) Br(2) 3.1505 yes . 6_545 H(24A) Cl(1) 3.4463 yes . . H(24A) H(24C) 3.5170 yes . 7_556 H(24A) H(25A) 3.4920 yes . . H(24A) H(25A) 3.1349 yes . 7_556 H(24B) Br(1) 3.2485 yes . 4_565 H(24B) C(1) 3.5921 yes . 4_565 H(24B) H(1) 2.9169 yes . 4_565 H(24B) H(3) 3.1535 yes . 3_666 H(24B) H(25A) 3.3739 yes . . H(24B) H(25B) 3.5008 yes . . H(24C) Cl(1) 2.8675 yes . 7_556 H(24C) C(1) 3.3322 yes . 4_565 H(24C) C(25) 3.2147 yes . 7_556 H(24C) H(1) 2.4946 yes . 4_565 H(24C) H(3) 3.5776 yes . 3_666 H(24C) H(24A) 3.5170 yes . 7_556 H(24C) H(25A) 2.7104 yes . 7_556 H(25A) Br(2) 2.8906 yes . 4_565 H(25A) C(24) 3.2833 yes . 7_556 H(25A) H(15) 3.5571 yes . 4_565 H(25A) H(20) 3.1956 yes . 7_556 H(25A) H(24A) 3.4920 yes . . H(25A) H(24A) 3.1349 yes . 7_556 H(25A) H(24B) 3.3739 yes . . H(25A) H(24C) 2.7104 yes . 7_556 H(25B) Br(1) 3.1825 yes . 4_565 H(25B) C(13) 3.3295 yes . 6_555 H(25B) H(12) 3.4280 yes . 6_555 H(25B) H(13) 2.6274 yes . 6_555 H(25B) H(24B) 3.5008 yes . . #===end #============================================================================== data__Compound5b _database_code_depnum_ccdc_archive 'CCDC 859372' #TrackingRef '- Xray_SI.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'Br2 Mg N3 C27 H35' _chemical_formula_moiety 'Br2 Mg N3 C27 H35' _chemical_formula_weight 585.71 _chemical_melting_point ? _chemical_absolute_configuration ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'P 32 2 1' _symmetry_space_group_name_Hall 'P 32 2"' _symmetry_Int_Tables_number 154 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -Y,+X-Y,2/3+Z 3 -X+Y,-X,1/3+Z 4 +Y,+X,-Z 5 +X-Y,-Y,1/3-Z 6 -X,-X+Y,2/3-Z #------------------------------------------------------------------------------ _cell_length_a 12.5029(20) _cell_length_b 12.5029(20) _cell_length_c 15.991(3) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 120.0000 _cell_volume 2164.9(6) _cell_formula_units_Z 3 _cell_measurement_reflns_used 11997 _cell_measurement_theta_min 3.17 _cell_measurement_theta_max 24.65 _cell_measurement_temperature 223 #------------------------------------------------------------------------------ _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 900.00 _exptl_absorpt_coefficient_mu 2.857 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.420 _exptl_absorpt_correction_T_max 0.565 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 223 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71075 _diffrn_measurement_device_type 'Rigaku Mercury275R CCD (SCX mini)' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 6.849 _diffrn_reflns_number 13546 _diffrn_reflns_av_R_equivalents 0.0590 _diffrn_reflns_theta_max 24.40 _diffrn_reflns_theta_full 24.40 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_decay_% ? #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 2392 _reflns_number_gt 2093 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0424 _refine_ls_wR_factor_ref 0.0931 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 2392 _refine_ls_number_parameters 171 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0424P)^2^+1.1135P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.002 _refine_diff_density_max 0.410 _refine_diff_density_min -0.330 _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack, H. D. (1983), Acta Cryst. A39, 876-881. 1019 Friedel Pairs' _refine_ls_abs_structure_Flack 0.038(16) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Br Br -0.290 2.459 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Mg Mg 0.049 0.036 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 Br(1) Br 0.26164(6) 0.17783(5) 1.21309(3) 0.0611(2) Uani 1.00 6 d . . . Mg(2) Mg 0.27942(17) 0.0000 1.1667 0.0312(4) Uani 1.00 3 d S . . N(1) N 0.4482(3) 0.0000 1.1667 0.0307(10) Uani 1.00 3 d S . . N(2) N 0.3634(3) 0.0716(4) 1.0467(2) 0.0353(8) Uani 1.00 6 d . . . C(1) C 0.5192(4) 0.0335(4) 1.0980(2) 0.0318(9) Uani 1.00 6 d . . . C(2) C 0.6280(4) 0.0298(4) 1.0951(3) 0.0367(10) Uani 1.00 6 d . . . C(3) C 0.6696(5) 0.0000 1.1667 0.0401(14) Uani 1.00 3 d S . . C(4) C 0.4688(4) 0.0727(4) 1.0275(3) 0.0323(10) Uani 1.00 6 d . . . C(5) C 0.5259(4) 0.1158(5) 0.9525(3) 0.0389(11) Uani 1.00 6 d . . . C(6) C 0.4790(4) 0.1618(5) 0.8929(3) 0.0459(12) Uani 1.00 6 d . . . C(7) C 0.3720(5) 0.1608(5) 0.9141(3) 0.0465(12) Uani 1.00 6 d . . . C(8) C 0.3177(4) 0.1155(5) 0.9901(3) 0.0475(12) Uani 1.00 6 d . . . C(9) C 0.7928(6) 0.0000 1.1667 0.0531(20) Uani 1.00 3 d S . . C(10) C 0.7754(17) -0.1018(18) 1.1003(10) 0.092(5) Uani 0.50 6 d P . . C(11) C 0.8503(15) 0.018(2) 1.0863(9) 0.085(5) Uani 0.50 6 d P . . C(12) C 0.8902(10) 0.1199(16) 1.1302(10) 0.086(5) Uani 0.50 6 d P . . C(13) C 0.5422(6) 0.2123(7) 0.8092(3) 0.0679(18) Uani 1.00 6 d . . . C(14) C 0.5647(10) 0.1182(10) 0.7658(4) 0.127(3) Uani 1.00 6 d . . . C(15) C 0.4698(9) 0.2476(13) 0.7527(5) 0.165(6) Uani 1.00 6 d . . . C(16) C 0.6670(8) 0.3204(9) 0.8266(6) 0.134(4) Uani 1.00 6 d . . . H(5) H 0.5989 0.1145 0.9408 0.047 Uiso 1.00 6 calc R . . H(2) H 0.6731 0.0475 1.0450 0.044 Uiso 1.00 6 calc R . . H(8) H 0.2443 0.1156 1.0029 0.057 Uiso 1.00 6 calc R . . H(7) H 0.3359 0.1912 0.8763 0.056 Uiso 1.00 6 calc R . . H(14A) H 0.6156 0.0985 0.8010 0.153 Uiso 1.00 6 calc R . . H(14B) H 0.6065 0.1518 0.7130 0.153 Uiso 1.00 6 calc R . . H(14C) H 0.4863 0.0439 0.7553 0.153 Uiso 1.00 6 calc R . . H(15A) H 0.5149 0.2806 0.7009 0.198 Uiso 1.00 6 calc R . . H(15B) H 0.4572 0.3098 0.7798 0.198 Uiso 1.00 6 calc R . . H(15C) H 0.3905 0.1754 0.7408 0.198 Uiso 1.00 6 calc R . . H(16A) H 0.7092 0.3552 0.7742 0.161 Uiso 1.00 6 calc R . . H(16B) H 0.7146 0.2937 0.8595 0.161 Uiso 1.00 6 calc R . . H(16C) H 0.6582 0.3824 0.8573 0.161 Uiso 1.00 6 calc R . . H(10A) H 0.8463 -0.1138 1.1023 0.111 Uiso 0.50 6 calc R . . H(10B) H 0.7682 -0.0749 1.0448 0.111 Uiso 0.50 6 calc R . . H(10C) H 0.7012 -0.1790 1.1134 0.111 Uiso 0.50 6 calc R . . H(11A) H 0.8805 0.1027 1.0682 0.102 Uiso 0.50 6 calc R . . H(11B) H 0.7905 -0.0381 1.0462 0.102 Uiso 0.50 6 calc R . . H(11C) H 0.9188 0.0029 1.0902 0.102 Uiso 0.50 6 calc R . . H(12A) H 0.9035 0.1872 1.1669 0.103 Uiso 0.50 6 calc R . . H(12B) H 0.8637 0.1318 1.0758 0.103 Uiso 0.50 6 calc R . . H(12C) H 0.9667 0.1182 1.1244 0.103 Uiso 0.50 6 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Br(1) 0.0909(5) 0.0561(4) 0.0556(3) 0.0512(4) 0.0044(3) -0.0030(3) Mg(2) 0.0296(7) 0.0377(11) 0.0291(9) 0.0188(5) 0.0010(4) 0.0020(8) N(1) 0.0268(17) 0.040(3) 0.030(2) 0.0198(15) -0.0002(12) -0.000(2) N(2) 0.033(2) 0.046(2) 0.0290(16) 0.0218(17) -0.0013(16) 0.0047(17) C(1) 0.032(2) 0.034(2) 0.029(2) 0.016(2) -0.0007(17) 0.0029(20) C(2) 0.034(3) 0.044(3) 0.036(2) 0.023(2) 0.006(2) 0.006(2) C(3) 0.037(2) 0.054(4) 0.036(3) 0.027(2) 0.0062(16) 0.012(3) C(4) 0.024(2) 0.034(2) 0.034(2) 0.0114(19) 0.0030(19) -0.0001(19) C(5) 0.031(2) 0.055(3) 0.035(2) 0.025(2) -0.001(2) 0.003(2) C(6) 0.035(3) 0.068(4) 0.034(2) 0.026(3) 0.008(2) 0.013(2) C(7) 0.040(3) 0.069(3) 0.035(2) 0.030(3) -0.003(2) 0.012(2) C(8) 0.035(3) 0.073(3) 0.042(2) 0.033(2) 0.004(2) 0.008(3) C(9) 0.042(3) 0.091(6) 0.043(4) 0.046(3) 0.0134(19) 0.027(4) C(10) 0.102(12) 0.113(13) 0.109(11) 0.089(11) 0.017(10) 0.013(11) C(11) 0.067(11) 0.145(17) 0.080(9) 0.080(12) 0.016(8) 0.025(11) C(12) 0.033(6) 0.115(12) 0.103(11) 0.033(8) 0.012(7) 0.061(10) C(13) 0.063(4) 0.122(5) 0.040(3) 0.062(4) 0.016(3) 0.034(3) C(14) 0.162(9) 0.202(10) 0.053(4) 0.118(8) 0.048(5) 0.026(5) C(15) 0.151(8) 0.354(17) 0.070(4) 0.187(10) 0.066(5) 0.121(7) C(16) 0.078(6) 0.151(8) 0.119(7) 0.016(6) 0.046(5) 0.066(6) #============================================================================== _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction CrystalClear _computing_structure_solution 'SIR92 (Altomare, et al., 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Br(1) Mg(2) 2.4571(14) yes . . Mg(2) N(1) 2.110(4) yes . . Mg(2) N(2) 2.156(3) yes . . N(1) C(1) 1.342(4) yes . . N(2) C(4) 1.347(7) yes . . N(2) C(8) 1.326(7) yes . . C(1) C(2) 1.384(8) yes . . C(1) C(4) 1.489(7) yes . . C(2) C(3) 1.385(6) yes . . C(3) C(9) 1.540(10) yes . . C(4) C(5) 1.362(6) yes . . C(5) C(6) 1.385(8) yes . . C(6) C(7) 1.375(9) yes . . C(6) C(13) 1.522(7) yes . . C(7) C(8) 1.370(6) yes . . C(9) C(10) 1.59(2) yes . . C(9) C(11) 1.434(16) yes . . C(9) C(12) 1.498(14) yes . . C(13) C(14) 1.508(16) yes . . C(13) C(15) 1.493(16) yes . . C(13) C(16) 1.493(9) yes . . C(2) H(2) 0.940 yes . . C(5) H(5) 0.940 yes . . C(7) H(7) 0.940 yes . . C(8) H(8) 0.940 yes . . C(10) H(10A) 0.970 yes . . C(10) H(10B) 0.970 yes . . C(10) H(10C) 0.970 yes . . C(11) H(10B) 1.288 yes . . C(11) H(11A) 0.970 yes . . C(11) H(11B) 0.970 yes . . C(11) H(11C) 0.970 yes . . C(12) H(12A) 0.970 yes . . C(12) H(12B) 0.970 yes . . C(12) H(12C) 0.970 yes . . C(14) H(14A) 0.970 yes . . C(14) H(14B) 0.970 yes . . C(14) H(14C) 0.970 yes . . C(15) H(15A) 0.970 yes . . C(15) H(15B) 0.970 yes . . C(15) H(15C) 0.970 yes . . C(16) H(16A) 0.970 yes . . C(16) H(16B) 0.970 yes . . C(16) H(16C) 0.970 yes . . H(10B) H(11B) 0.402 yes . . H(11A) H(12B) 0.516 yes . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 Br(1) Mg(2) N(1) 122.88(4) yes . . . Br(1) Mg(2) N(2) 97.97(13) yes . . . N(1) Mg(2) N(2) 73.79(14) yes . . . Mg(2) N(1) C(1) 120.4(3) yes . . . Mg(2) N(2) C(4) 118.5(3) yes . . . Mg(2) N(2) C(8) 123.9(4) yes . . . C(4) N(2) C(8) 117.6(4) yes . . . N(1) C(1) C(2) 121.7(4) yes . . . N(1) C(1) C(4) 113.6(4) yes . . . C(2) C(1) C(4) 124.7(4) yes . . . C(1) C(2) C(3) 119.3(4) yes . . . C(2) C(3) C(9) 120.7(3) yes . . . N(2) C(4) C(1) 113.4(4) yes . . . N(2) C(4) C(5) 121.4(5) yes . . . C(1) C(4) C(5) 124.9(5) yes . . . C(4) C(5) C(6) 121.6(5) yes . . . C(5) C(6) C(7) 116.0(4) yes . . . C(5) C(6) C(13) 122.5(6) yes . . . C(7) C(6) C(13) 121.5(6) yes . . . C(6) C(7) C(8) 120.1(6) yes . . . N(2) C(8) C(7) 123.3(6) yes . . . C(3) C(9) C(10) 105.3(8) yes . . . C(3) C(9) C(11) 114.9(9) yes . . . C(3) C(9) C(12) 108.3(8) yes . . . C(10) C(9) C(11) 52.1(11) yes . . . C(10) C(9) C(12) 105.0(9) yes . . . C(11) C(9) C(12) 53.1(11) yes . . . C(9) C(10) C(11) 58.0(11) yes . . . C(9) C(11) C(10) 69.9(11) yes . . . C(9) C(11) C(12) 66.0(11) yes . . . C(10) C(11) C(12) 135.6(15) yes . . . C(9) C(12) C(11) 61.0(9) yes . . . C(6) C(13) C(14) 110.0(6) yes . . . C(6) C(13) C(15) 112.9(6) yes . . . C(6) C(13) C(16) 107.6(5) yes . . . C(14) C(13) C(15) 109.2(7) yes . . . C(14) C(13) C(16) 105.9(8) yes . . . C(15) C(13) C(16) 111.0(8) yes . . . #============================================================================== # End of CIF #==============================================================================