#------------------------------------------------------------------------------ #$Date: 2026-06-30 01:17:23 +0100 (Tue, 30 Jun 2026) $ #$Revision: 306684 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/11/7721185.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7721185 loop_ _publ_author_name 'Jacobs, Frederick J. F.' 'Fourie, Eleanor' 'Brink, Alice' _publ_section_title ; Engineering the rhenium metalation of phenanthroline imino complexes for variable structure activity relationships. ; _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_paper_doi 10.1039/d6dt00636a _journal_year 2026 _chemical_formula_moiety 'C15 H8 Br N2 O3 Re' _chemical_formula_sum 'C15 H8 Br N2 O3 Re' _chemical_formula_weight 530.34 _space_group_crystal_system monoclinic _space_group_IT_number 12 _space_group_name_Hall '-C 2y' _space_group_name_H-M_alt 'C 1 2/m 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-10-01 _audit_creation_method ; Olex2 1.5 (compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314) ; _audit_update_record ; 2026-06-02 deposited with the CCDC. 2026-06-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 106.752(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.6247(12) _cell_length_b 11.8601(9) _cell_length_c 8.0033(6) _cell_measurement_reflns_used 9955 _cell_measurement_temperature 101.00 _cell_measurement_theta_max 0.7457 _cell_measurement_theta_min 0.5503 _cell_volume 1420.15(19) _computing_data_collection 'APEX5 (Bruker, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 101.00 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Bruker D8 Venture 4K Kappa Photon III C28 diffractometer' _diffrn_measurement_method 'data was collected using phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_unetI/netI 0.0247 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 16202 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.278 _diffrn_reflns_theta_min 2.191 _exptl_absorpt_coefficient_mu 11.383 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.5503 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1721 before and 0.0629 after correction. The Ratio of minimum to maximum transmission is 0.7380. The \l/2 correction factor is Not present. ; _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 2.480 _exptl_crystal_description block _exptl_crystal_F_000 984 _exptl_crystal_size_max 0.088 _exptl_crystal_size_mid 0.065 _exptl_crystal_size_min 0.046 _refine_diff_density_max 1.529 _refine_diff_density_min -1.347 _refine_diff_density_rms 0.159 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_number_reflns 1850 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.118 _refine_ls_R_factor_all 0.0215 _refine_ls_R_factor_gt 0.0205 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0169P)^2^+9.5108P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0500 _refine_ls_wR_factor_ref 0.0508 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1796 _reflns_number_total 1850 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00636a2.cif _cod_data_source_block mo_v1_22ffj4_0m_a _cod_database_code 7721185 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.623 _shelx_estimated_absorpt_t_min 0.434 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2. Uiso/Uaniso restraints and constraints Uanis(C1) = Uanis(C2) 3.a Aromatic/amide H refined with riding coordinates: C6(H6), C5(H5), C8(H8), C4(H4) ; _shelx_res_file ; TITL mo_v1_22ffj4_0m_a_a.res in C2/m mo_v1_22ffj4_0m_a.res created by SHELXL-2018/3 at 13:09:37 on 01-Oct-2025 REM Old TITL mo_V1_22Ffj4_0m_a in C2/c #15 REM SHELXT solution in C2/m: R1 0.044, Rweak 0.011, Alpha 0.028 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C15 Br N2 O3 Re CELL 0.71073 15.6247 11.8601 8.0033 90 106.752 90 ZERR 4 0.0012 0.0009 0.0006 0 0.003 0 LATT 7 SYMM -X,+Y,-Z SFAC C H Br N O Re UNIT 60 32 4 8 12 4 EADP C1 C2 L.S. 10 PLAN 5 SIZE 0.046 0.065 0.088 TEMP -172.15 CONF BOND LIST 4 MORE -1 BOND $H fmap 2 acta REM REM REM WGHT 0.016900 9.510800 FVAR 0.15278 RE1 6 0.182068 0.500000 0.122961 10.50000 0.01123 0.01276 = 0.01451 0.00000 -0.00009 0.00000 BR1 3 0.298497 0.500000 -0.054814 10.50000 0.02031 0.02189 = 0.02239 0.00000 0.00720 0.00000 O2 5 0.051757 0.500000 0.337128 10.50000 0.04040 0.01025 = 0.01905 0.00000 -0.00610 0.00000 O1 5 0.070665 0.311805 -0.100306 11.00000 0.02359 0.02343 = 0.02491 -0.00781 0.00157 -0.00365 N1 4 0.274967 0.612627 0.299709 11.00000 0.01125 0.01519 = 0.01521 -0.00079 0.00135 -0.00024 C2 1 0.098703 0.500000 0.269286 10.50000 0.00959 0.01177 = 0.02079 0.00000 -0.00183 0.00000 C1 1 0.111338 0.383949 -0.020645 11.00000 0.00959 0.01177 = 0.02079 0.00000 -0.00183 0.00000 C9 1 0.336828 0.560211 0.432859 11.00000 0.01129 0.01562 = 0.01520 0.00065 0.00280 0.00017 C6 1 0.401151 0.737546 0.549042 11.00000 0.01567 0.02054 = 0.01853 -0.00481 0.00244 -0.00401 AFIX 43 H6 2 0.443245 0.780986 0.633997 11.00000 -1.20000 AFIX 0 C5 1 0.340155 0.789560 0.412820 11.00000 0.01992 0.01456 = 0.02115 -0.00206 0.00642 -0.00237 AFIX 43 H5 2 0.340319 0.869289 0.401499 11.00000 -1.20000 AFIX 0 C7 1 0.400872 0.619433 0.561923 11.00000 0.01285 0.01795 = 0.01564 -0.00212 0.00271 0.00019 C8 1 0.464785 0.557243 0.696805 11.00000 0.01416 0.02314 = 0.01676 -0.00507 0.00022 -0.00044 AFIX 43 H8 2 0.507295 0.596858 0.786513 11.00000 -1.20000 AFIX 0 C4 1 0.277626 0.724393 0.290512 11.00000 0.01642 0.01639 = 0.01733 0.00036 0.00306 0.00019 AFIX 43 H4 2 0.235414 0.761526 0.197227 11.00000 -1.20000 AFIX 0 HKLF 4 REM mo_v1_22ffj4_0m_a_a.res in C2/m REM wR2 = 0.0508, GooF = S = 1.118, Restrained GooF = 1.118 for all data REM R1 = 0.0205 for 1796 Fo > 4sig(Fo) and 0.0215 for all 1850 data REM 100 parameters refined using 0 restraints END WGHT 0.0169 9.5102 REM Highest difference peak 1.529, deepest hole -1.347, 1-sigma level 0.159 Q1 1 0.1187 0.5000 0.2354 10.50000 0.05 1.53 Q2 1 0.0977 0.5000 0.3223 10.50000 0.05 1.47 Q3 1 0.1998 0.5000 0.0582 10.50000 0.05 1.41 Q4 1 0.2821 0.5000 -0.1836 10.50000 0.05 0.90 Q5 1 0.2366 0.5000 -0.1023 10.50000 0.05 0.88 ; _shelx_res_checksum 9519 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Re1 Re 0.18207(2) 0.500000 0.12296(2) 0.01363(7) Uani 1 2 d S T P . . Br1 Br 0.29850(3) 0.500000 -0.05481(6) 0.02131(11) Uani 1 2 d S T P . . O2 O 0.0518(3) 0.500000 0.3371(5) 0.0263(8) Uani 1 2 d S T P . . O1 O 0.07067(18) 0.3118(2) -0.1003(3) 0.0251(6) Uani 1 1 d . . . . . N1 N 0.27497(18) 0.6126(2) 0.2997(3) 0.0144(5) Uani 1 1 d . . . . . C2 C 0.0987(3) 0.500000 0.2693(6) 0.0153(5) Uani 1 2 d S T P . . C1 C 0.1113(2) 0.3839(3) -0.0206(4) 0.0153(5) Uani 1 1 d . . . . . C9 C 0.3368(2) 0.5602(3) 0.4329(4) 0.0142(6) Uani 1 1 d . . . . . C6 C 0.4012(2) 0.7375(3) 0.5490(4) 0.0188(6) Uani 1 1 d . . . . . H6 H 0.443245 0.780986 0.633997 0.023 Uiso 1 1 calc R U . . . C5 C 0.3402(2) 0.7896(3) 0.4128(4) 0.0184(6) Uani 1 1 d . . . . . H5 H 0.340319 0.869289 0.401499 0.022 Uiso 1 1 calc R U . . . C7 C 0.4009(2) 0.6194(3) 0.5619(4) 0.0158(6) Uani 1 1 d . . . . . C8 C 0.4648(2) 0.5572(3) 0.6968(4) 0.0189(7) Uani 1 1 d . . . . . H8 H 0.507295 0.596858 0.786513 0.023 Uiso 1 1 calc R U . . . C4 C 0.2776(2) 0.7244(3) 0.2905(4) 0.0171(6) Uani 1 1 d . . . . . H4 H 0.235414 0.761526 0.197227 0.021 Uiso 1 1 calc R U . . . 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 Re1 0.01123(10) 0.01276(10) 0.01451(9) 0.000 -0.00009(6) 0.000 Br1 0.0203(2) 0.0219(2) 0.0224(2) 0.000 0.00720(18) 0.000 O2 0.040(2) 0.0103(16) 0.0190(17) 0.000 -0.0061(16) 0.000 O1 0.0236(13) 0.0234(14) 0.0249(13) -0.0078(10) 0.0016(11) -0.0036(10) N1 0.0112(12) 0.0152(13) 0.0152(12) -0.0008(10) 0.0013(10) -0.0002(10) C2 0.0096(11) 0.0118(12) 0.0208(12) 0.000 -0.0018(9) 0.000 C1 0.0096(11) 0.0118(12) 0.0208(12) 0.000 -0.0018(9) 0.000 C9 0.0113(14) 0.0156(16) 0.0152(13) 0.0007(11) 0.0028(11) 0.0002(11) C6 0.0157(15) 0.0205(17) 0.0185(14) -0.0048(13) 0.0024(12) -0.0040(13) C5 0.0199(16) 0.0146(16) 0.0212(15) -0.0021(12) 0.0064(13) -0.0024(13) C7 0.0128(14) 0.0180(16) 0.0156(14) -0.0021(12) 0.0027(11) 0.0002(12) C8 0.0142(15) 0.0231(18) 0.0168(14) -0.0051(13) 0.0002(12) -0.0004(13) C4 0.0164(15) 0.0164(15) 0.0173(14) 0.0004(12) 0.0031(12) 0.0002(12) 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N1 Re1 Br1 85.13(7) 6_565 . ? N1 Re1 Br1 85.13(7) . . ? N1 Re1 N1 75.99(15) 6_565 . ? C2 Re1 Br1 177.07(13) . . ? C2 Re1 N1 92.56(12) . 6_565 ? C2 Re1 N1 92.57(12) . . ? C1 Re1 Br1 92.57(10) . . ? C1 Re1 Br1 92.57(10) 6_565 . ? C1 Re1 N1 172.12(12) . . ? C1 Re1 N1 96.32(12) . 6_565 ? C1 Re1 N1 172.12(12) 6_565 6_565 ? C1 Re1 N1 96.32(12) 6_565 . ? C1 Re1 C2 89.47(13) . . ? C1 Re1 C2 89.47(13) 6_565 . ? C1 Re1 C1 91.30(19) . 6_565 ? C9 N1 Re1 114.8(2) . . ? C4 N1 Re1 127.1(2) . . ? C4 N1 C9 118.1(3) . . ? O2 C2 Re1 175.9(4) . . ? O1 C1 Re1 177.1(3) . . ? N1 C9 C9 117.10(18) . 6_565 ? N1 C9 C7 122.8(3) . . ? C7 C9 C9 120.06(19) . 6_565 ? C5 C6 H6 120.3 . . ? C5 C6 C7 119.4(3) . . ? C7 C6 H6 120.3 . . ? C6 C5 H5 120.2 . . ? C6 C5 C4 119.5(3) . . ? C4 C5 H5 120.2 . . ? C9 C7 C6 117.5(3) . . ? C9 C7 C8 119.2(3) . . ? C6 C7 C8 123.2(3) . . ? C7 C8 H8 119.6 . . ? C8 C8 C7 120.72(19) 6_565 . ? C8 C8 H8 119.6 6_565 . ? N1 C4 C5 122.6(3) . . ? N1 C4 H4 118.7 . . ? C5 C4 H4 118.7 . . ? 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 Re1 Br1 2.6126(5) . ? Re1 N1 2.170(3) . ? Re1 N1 2.170(3) 6_565 ? Re1 C2 1.987(5) . ? Re1 C1 1.925(3) . ? Re1 C1 1.925(3) 6_565 ? O2 C2 1.031(6) . ? O1 C1 1.144(4) . ? N1 C9 1.365(4) . ? N1 C4 1.329(4) . ? C9 C9 1.428(6) 6_565 ? C9 C7 1.402(4) . ? C6 H6 0.9500 . ? C6 C5 1.371(5) . ? C6 C7 1.405(5) . ? C5 H5 0.9500 . ? C5 C4 1.400(5) . ? C7 C8 1.444(5) . ? C8 C8 1.358(7) 6_565 ? C8 H8 0.9500 . ? C4 H4 0.9500 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Re1 N1 C9 C9 4.1(2) . . . 6_565 ? Re1 N1 C9 C7 -178.5(2) . . . . ? Re1 N1 C4 C5 179.4(2) . . . . ? N1 C9 C7 C6 -1.2(5) . . . . ? N1 C9 C7 C8 -179.1(3) . . . . ? C9 N1 C4 C5 -1.0(5) . . . . ? C9 C9 C7 C6 176.1(2) 6_565 . . . ? C9 C9 C7 C8 -1.7(4) 6_565 . . . ? C9 C7 C8 C8 1.8(4) . . . 6_565 ? C6 C5 C4 N1 -0.5(5) . . . . ? C6 C7 C8 C8 -175.9(2) . . . 6_565 ? C5 C6 C7 C9 -0.3(5) . . . . ? C5 C6 C7 C8 177.5(3) . . . . ? C7 C6 C5 C4 1.1(5) . . . . ? C4 N1 C9 C9 -175.5(2) . . . 6_565 ? C4 N1 C9 C7 1.8(5) . . . . ?