# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2004 data_global _journal_name_full 'New J.Chem.(Nouv.J.Chim.)' _journal_coden_Cambridge 0440 _publ_contact_author_name 'Prof A Hugo Klahn' _publ_contact_author_address ; Fundacion Isabel Caces de Brown Pontificia Universidad Catolica de Valparaiso Avenida Brasil 2950 Valparaiso CHILE ; _publ_contact_author_email HKLAHN@UCV.CL _publ_section_title ; Selectivity in C-Cl bond activation of dichloroarenes by photogenerated Cp*Re(CO)2: combined experimental and DFT studies. ; loop_ _publ_author_name 'Klahn A. Hugo' 'Alvaro Aballay' 'E. Clot' 'Odile Eisenstein' 'Maria T. Garland' 'Fernando Godoy' ; J.C.Munoz ; 'Beatriz Oelckers' data_hk_reoch1 _database_code_depnum_ccdc_archive 'CCDC 244319' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H42 Cl4 O6 Re2' _chemical_formula_weight 1108.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2 (1)/c' 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 28.259(3) _cell_length_b 8.4639(7) _cell_length_c 16.7535(15) _cell_angle_alpha 90.00 _cell_angle_beta 100.4730(10) _cell_angle_gamma 90.00 _cell_volume 3940.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 994 _cell_measurement_theta_min 4.945 _cell_measurement_theta_max 53.979 _exptl_crystal_description ? _exptl_crystal_colour Orange _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.869 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 6.453 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27851 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.04 _reflns_number_total 8817 _reflns_number_gt 6677 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-NT' _computing_cell_refinement 'Bruker SMART-NT' _computing_data_reduction 'Bruker SAINT-NT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL-NT' _computing_publication_material 'Bruker SHELXTL-NT' _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^)+(0.0645P)^2^+2.3540P] 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_extinction_coef ? _refine_ls_number_reflns 8817 _refine_ls_number_parameters 463 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.0997 _refine_ls_goodness_of_fit_ref 0.917 _refine_ls_restrained_S_all 0.917 _refine_ls_shift/su_max 0.202 _refine_ls_shift/su_mean 0.009 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 Cl2 Cl 0.48898(8) 0.4756(2) 0.60514(15) 0.0706(6) Uani 1 1 d . . . Cl4 Cl 0.00950(8) 0.9055(2) 0.61800(15) 0.0746(6) Uani 1 1 d . . . Re1 Re 0.360262(9) 0.98880(3) 0.650599(16) 0.04022(9) Uani 1 1 d . . . Re2 Re 0.139975(9) 0.38378(3) 0.722412(15) 0.04194(9) Uani 1 1 d . . . Cl3 Cl 0.19036(8) 0.3060(3) 0.85298(12) 0.0751(6) Uani 1 1 d . . . Cl1 Cl 0.31715(8) 1.0732(2) 0.75982(12) 0.0620(5) Uani 1 1 d . . . O3 O 0.31170(18) 0.8220(7) 0.4789(3) 0.0612(13) Uani 1 1 d . . . O6 O 0.1775(2) 0.5395(6) 0.5669(3) 0.0608(13) Uani 1 1 d . . . O1 O 0.4086(3) 0.7893(9) 0.7959(3) 0.091(2) Uani 1 1 d . . . O5 O 0.2373(2) 0.5546(9) 0.7280(4) 0.0832(19) Uani 1 1 d . . . C11 C 0.3792(2) 0.7844(8) 0.5827(4) 0.0465(16) Uani 1 1 d . . . C16 C 0.4210(3) 0.6979(8) 0.6107(4) 0.0491(16) Uani 1 1 d . . . H16 H 0.4401 0.7251 0.6600 0.059 Uiso 1 1 calc R . . C4 C 0.4274(2) 1.1191(8) 0.6272(5) 0.0506(17) Uani 1 1 d . . . O2 O 0.2601(2) 0.8283(8) 0.6144(4) 0.087(2) Uani 1 1 d . . . C30 C 0.1170(2) 0.5862(7) 0.6439(4) 0.0438(15) Uani 1 1 d . . . O4 O 0.0959(3) 0.5689(9) 0.8467(4) 0.093(2) Uani 1 1 d . . . C21 C 0.1423(3) 0.1149(8) 0.7024(4) 0.0485(16) Uani 1 1 d . . . C35 C 0.0768(3) 0.6781(8) 0.6530(4) 0.0504(17) Uani 1 1 d . . . H35 H 0.0607 0.6541 0.6951 0.060 Uiso 1 1 calc R . . C3 C 0.4021(3) 1.2168(8) 0.6745(5) 0.0514(17) Uani 1 1 d . . . C31 C 0.1393(3) 0.6305(9) 0.5783(4) 0.0537(18) Uani 1 1 d . . . C5 C 0.3979(3) 1.0962(8) 0.5492(4) 0.0496(17) Uani 1 1 d . . . C19 C 0.2971(3) 0.8844(8) 0.6258(5) 0.0549(18) Uani 1 1 d . . . C20 C 0.1431(3) 0.1823(8) 0.6266(4) 0.0501(17) Uani 1 1 d . . . C24 C 0.0991(3) 0.2690(8) 0.6023(4) 0.0516(18) Uani 1 1 d . . . C23 C 0.0718(2) 0.2539(8) 0.6657(4) 0.0480(16) Uani 1 1 d . . . C22 C 0.0985(2) 0.1582(8) 0.7285(4) 0.0457(15) Uani 1 1 d . . . C38 C 0.2015(3) 0.4922(9) 0.7246(5) 0.0571(19) Uani 1 1 d . . . C18 C 0.3899(3) 0.8603(10) 0.7407(5) 0.0583(19) Uani 1 1 d . . . C14 C 0.4083(3) 0.5269(9) 0.4948(5) 0.062(2) Uani 1 1 d . . . H14 H 0.4178 0.4430 0.4655 0.074 Uiso 1 1 calc R . . C12 C 0.3521(3) 0.7343(8) 0.5082(4) 0.0508(17) Uani 1 1 d . . . C13 C 0.3664(3) 0.6098(9) 0.4663(5) 0.0554(19) Uani 1 1 d . . . H13 H 0.3475 0.5801 0.4173 0.066 Uiso 1 1 calc R . . C15 C 0.4348(3) 0.5722(8) 0.5666(5) 0.0516(17) Uani 1 1 d . . . C2 C 0.3565(2) 1.2553(9) 0.6240(5) 0.0522(17) Uani 1 1 d . . . C26 C 0.1776(3) -0.0063(9) 0.7424(6) 0.067(2) Uani 1 1 d . . . H26A H 0.1699 -0.1073 0.7172 0.101 Uiso 1 1 calc R . . H26B H 0.1760 -0.0130 0.7990 0.101 Uiso 1 1 calc R . . H26C H 0.2096 0.0238 0.7364 0.101 Uiso 1 1 calc R . . C34 C 0.0601(3) 0.8030(8) 0.6017(5) 0.0578(19) Uani 1 1 d . . . C1 C 0.3541(3) 1.1810(8) 0.5481(4) 0.0506(17) Uani 1 1 d . . . C7 C 0.3219(3) 1.3756(9) 0.6457(6) 0.070(2) Uani 1 1 d . . . H7A H 0.3297 1.4779 0.6271 0.105 Uiso 1 1 calc R . . H7B H 0.3240 1.3779 0.7036 0.105 Uiso 1 1 calc R . . H7C H 0.2897 1.3479 0.6203 0.105 Uiso 1 1 calc R . . C37 C 0.1140(3) 0.5071(9) 0.7995(5) 0.058(2) Uani 1 1 d . . . C32 C 0.1224(3) 0.7543(10) 0.5284(5) 0.065(2) Uani 1 1 d . . . H32 H 0.1381 0.7799 0.4860 0.077 Uiso 1 1 calc R . . C9 C 0.4783(3) 1.0623(10) 0.6517(6) 0.069(2) Uani 1 1 d . . . H9A H 0.5000 1.1419 0.6391 0.103 Uiso 1 1 calc R . . H9B H 0.4826 0.9671 0.6226 0.103 Uiso 1 1 calc R . . H9C H 0.4848 1.0414 0.7089 0.103 Uiso 1 1 calc R . . C10 C 0.4130(3) 1.0295(10) 0.4767(5) 0.071(2) Uani 1 1 d . . . H10A H 0.3852 0.9971 0.4385 0.106 Uiso 1 1 calc R . . H10B H 0.4335 0.9398 0.4921 0.106 Uiso 1 1 calc R . . H10C H 0.4304 1.1080 0.4523 0.106 Uiso 1 1 calc R . . C27 C 0.0822(3) 0.0961(10) 0.8022(5) 0.064(2) Uani 1 1 d . . . H27A H 0.0555 0.1577 0.8128 0.096 Uiso 1 1 calc R . . H27B H 0.1081 0.1028 0.8479 0.096 Uiso 1 1 calc R . . H27C H 0.0724 -0.0121 0.7935 0.096 Uiso 1 1 calc R . . C6 C 0.3143(3) 1.2040(11) 0.4757(5) 0.073(2) Uani 1 1 d . . . H6A H 0.2859 1.2415 0.4937 0.110 Uiso 1 1 calc R . . H6B H 0.3074 1.1051 0.4480 0.110 Uiso 1 1 calc R . . H6C H 0.3242 1.2799 0.4395 0.110 Uiso 1 1 calc R . . C8 C 0.4204(3) 1.2823(10) 0.7559(5) 0.069(2) Uani 1 1 d . . . H8A H 0.4494 1.2284 0.7795 0.103 Uiso 1 1 calc R . . H8B H 0.3967 1.2681 0.7897 0.103 Uiso 1 1 calc R . . H8C H 0.4269 1.3929 0.7513 0.103 Uiso 1 1 calc R . . C36 C 0.1987(3) 0.5692(11) 0.4975(5) 0.075(2) Uani 1 1 d . . . H36A H 0.1752 0.5519 0.4491 0.112 Uiso 1 1 calc R . . H36B H 0.2254 0.4991 0.4978 0.112 Uiso 1 1 calc R . . H36C H 0.2097 0.6766 0.4986 0.112 Uiso 1 1 calc R . . C33 C 0.0827(3) 0.8424(10) 0.5388(5) 0.070(2) Uani 1 1 d . . . H33 H 0.0716 0.9256 0.5041 0.083 Uiso 1 1 calc R . . C25 C 0.1805(3) 0.1548(11) 0.5757(5) 0.074(2) Uani 1 1 d . . . H25A H 0.2112 0.1897 0.6046 0.111 Uiso 1 1 calc R . . H25B H 0.1723 0.2128 0.5259 0.111 Uiso 1 1 calc R . . H25C H 0.1821 0.0441 0.5639 0.111 Uiso 1 1 calc R . . C28 C 0.0213(3) 0.3135(10) 0.6618(6) 0.071(2) Uani 1 1 d . . . H28A H -0.0011 0.2382 0.6335 0.106 Uiso 1 1 calc R . . H28B H 0.0175 0.4126 0.6335 0.106 Uiso 1 1 calc R . . H28C H 0.0152 0.3277 0.7158 0.106 Uiso 1 1 calc R . . C29 C 0.0808(4) 0.3341(11) 0.5202(5) 0.079(3) Uani 1 1 d . . . H29A H 0.1071 0.3479 0.4918 0.118 Uiso 1 1 calc R . . H29B H 0.0657 0.4343 0.5252 0.118 Uiso 1 1 calc R . . H29C H 0.0578 0.2623 0.4906 0.118 Uiso 1 1 calc R . . C17 C 0.2859(3) 0.7849(13) 0.3999(5) 0.083(3) Uani 1 1 d . . . H17A H 0.3065 0.7994 0.3608 0.124 Uiso 1 1 calc R . . H17B H 0.2585 0.8533 0.3869 0.124 Uiso 1 1 calc R . . H17C H 0.2753 0.6770 0.3987 0.124 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 Cl2 0.0715(13) 0.0619(12) 0.0805(15) 0.0044(10) 0.0192(11) 0.0191(10) Cl4 0.0692(13) 0.0549(12) 0.0895(16) -0.0037(10) -0.0131(11) 0.0043(10) Re1 0.03980(15) 0.04181(16) 0.03786(16) 0.00205(10) 0.00387(11) 0.00049(11) Re2 0.04570(16) 0.04701(17) 0.03103(15) -0.00337(10) 0.00143(11) -0.00555(11) Cl3 0.0816(14) 0.0865(15) 0.0462(11) 0.0068(10) -0.0180(10) -0.0082(12) Cl1 0.0700(12) 0.0657(12) 0.0549(11) -0.0007(9) 0.0236(10) 0.0062(10) O3 0.060(3) 0.076(3) 0.041(3) -0.002(2) -0.010(2) 0.003(3) O6 0.069(3) 0.070(3) 0.047(3) -0.001(3) 0.019(3) -0.010(3) O1 0.113(5) 0.116(5) 0.042(3) 0.026(3) 0.011(3) 0.045(4) O5 0.057(4) 0.115(5) 0.074(4) -0.007(4) 0.001(3) -0.035(4) C11 0.052(4) 0.049(4) 0.040(4) 0.004(3) 0.013(3) -0.006(3) C16 0.062(4) 0.044(4) 0.042(4) 0.002(3) 0.012(3) -0.002(3) C4 0.039(3) 0.042(4) 0.069(5) -0.002(3) 0.004(3) -0.003(3) O2 0.058(4) 0.101(5) 0.105(5) -0.025(4) 0.023(3) -0.030(3) C30 0.052(4) 0.038(3) 0.036(4) 0.001(3) -0.006(3) -0.011(3) O4 0.107(5) 0.127(6) 0.051(4) -0.025(4) 0.026(4) 0.024(5) C21 0.052(4) 0.043(4) 0.049(4) 0.003(3) 0.006(3) -0.004(3) C35 0.059(4) 0.041(4) 0.049(4) 0.001(3) 0.002(3) -0.013(3) C3 0.055(4) 0.040(4) 0.058(4) -0.001(3) 0.009(3) -0.007(3) C31 0.065(5) 0.053(4) 0.040(4) -0.003(3) 0.000(3) -0.007(4) C5 0.053(4) 0.050(4) 0.047(4) 0.007(3) 0.012(3) -0.006(3) C19 0.053(4) 0.049(4) 0.063(5) -0.007(3) 0.012(4) -0.005(3) C20 0.061(4) 0.042(4) 0.051(4) -0.009(3) 0.020(4) -0.009(3) C24 0.074(5) 0.041(4) 0.036(4) -0.010(3) 0.000(3) -0.023(4) C23 0.040(3) 0.053(4) 0.046(4) -0.008(3) -0.005(3) -0.010(3) C22 0.048(4) 0.049(4) 0.040(4) 0.001(3) 0.009(3) -0.004(3) C38 0.065(5) 0.066(5) 0.038(4) -0.009(3) 0.002(4) -0.004(4) C18 0.059(5) 0.068(5) 0.051(5) 0.001(4) 0.019(4) 0.007(4) C14 0.083(6) 0.048(4) 0.060(5) -0.009(4) 0.026(5) -0.006(4) C12 0.054(4) 0.050(4) 0.048(4) 0.000(3) 0.008(3) -0.007(3) C13 0.059(4) 0.059(5) 0.048(4) -0.006(3) 0.009(4) -0.014(4) C15 0.052(4) 0.044(4) 0.060(5) -0.002(3) 0.013(4) 0.001(3) C2 0.037(3) 0.057(4) 0.062(5) 0.001(4) 0.008(3) 0.003(3) C26 0.062(5) 0.061(5) 0.080(6) 0.003(4) 0.013(4) 0.009(4) C34 0.060(5) 0.043(4) 0.063(5) -0.004(3) -0.007(4) -0.009(3) C1 0.053(4) 0.045(4) 0.050(4) 0.012(3) 0.003(3) -0.011(3) C7 0.063(5) 0.051(5) 0.097(7) 0.009(4) 0.019(5) 0.023(4) C37 0.065(5) 0.070(5) 0.035(4) -0.008(3) 0.000(4) -0.004(4) C32 0.082(6) 0.065(5) 0.046(4) 0.006(4) 0.009(4) -0.015(5) C9 0.043(4) 0.068(5) 0.093(7) 0.006(5) 0.009(4) 0.000(4) C10 0.086(6) 0.073(6) 0.060(5) 0.009(4) 0.033(5) -0.009(5) C27 0.066(5) 0.071(5) 0.056(5) 0.013(4) 0.011(4) -0.006(4) C6 0.066(5) 0.072(5) 0.071(6) 0.024(4) -0.016(4) -0.004(4) C8 0.073(5) 0.063(5) 0.063(5) -0.018(4) -0.005(4) -0.014(4) C36 0.093(7) 0.084(6) 0.051(5) -0.007(4) 0.026(5) -0.023(5) C33 0.078(6) 0.060(5) 0.060(5) 0.016(4) -0.016(4) -0.007(4) C25 0.092(6) 0.073(5) 0.067(6) -0.013(4) 0.042(5) -0.014(5) C28 0.054(5) 0.056(5) 0.095(7) -0.002(4) -0.006(4) -0.002(4) C29 0.110(7) 0.074(6) 0.040(4) 0.000(4) -0.019(5) -0.022(5) C17 0.065(5) 0.131(9) 0.045(5) -0.003(5) -0.009(4) -0.003(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 Cl2 C15 1.751(8) . ? Cl4 C34 1.737(8) . ? Re1 C18 1.925(8) . ? Re1 C19 1.968(8) . ? Re1 C11 2.189(7) . ? Re1 C3 2.261(7) . ? Re1 C4 2.289(7) . ? Re1 C2 2.298(7) . ? Re1 C1 2.348(7) . ? Re1 C5 2.344(7) . ? Re1 Cl1 2.4804(19) . ? Re2 C37 1.908(8) . ? Re2 C38 1.960(9) . ? Re2 C30 2.185(6) . ? Re2 C22 2.252(7) . ? Re2 C23 2.271(6) . ? Re2 C21 2.303(7) . ? Re2 C24 2.342(6) . ? Re2 C20 2.355(7) . ? Re2 Cl3 2.4723(19) . ? O3 C12 1.376(9) . ? O3 C17 1.426(9) . ? O6 C31 1.366(9) . ? O6 C36 1.424(9) . ? O1 C18 1.148(9) . ? O5 C38 1.133(9) . ? C11 C12 1.406(10) . ? C11 C16 1.397(10) . ? C16 C15 1.390(10) . ? C4 C3 1.425(10) . ? C4 C5 1.429(10) . ? C4 C9 1.501(10) . ? O2 C19 1.131(9) . ? C30 C31 1.414(10) . ? C30 C35 1.407(10) . ? O4 C37 1.145(9) . ? C21 C20 1.397(10) . ? C21 C22 1.433(9) . ? C21 C26 1.501(10) . ? C35 C34 1.389(10) . ? C3 C2 1.445(10) . ? C3 C8 1.474(10) . ? C31 C32 1.372(10) . ? C5 C1 1.427(10) . ? C5 C10 1.472(11) . ? C20 C24 1.438(10) . ? C20 C25 1.491(10) . ? C24 C23 1.427(10) . ? C24 C29 1.484(10) . ? C23 C22 1.430(9) . ? C23 C28 1.504(10) . ? C22 C27 1.491(9) . ? C14 C15 1.353(11) . ? C14 C13 1.383(11) . ? C12 C13 1.367(10) . ? C2 C1 1.409(10) . ? C2 C7 1.503(10) . ? C34 C33 1.368(11) . ? C1 C6 1.509(10) . ? C32 C33 1.385(12) . ? 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 C18 Re1 C19 99.3(3) . . ? C18 Re1 C11 81.2(3) . . ? C19 Re1 C11 80.4(3) . . ? C18 Re1 C3 101.8(3) . . ? C19 Re1 C3 147.8(3) . . ? C11 Re1 C3 126.7(3) . . ? C18 Re1 C4 98.6(3) . . ? C19 Re1 C4 158.2(3) . . ? C11 Re1 C4 90.2(2) . . ? C3 Re1 C4 36.5(2) . . ? C18 Re1 C2 134.8(3) . . ? C19 Re1 C2 113.1(3) . . ? C11 Re1 C2 133.0(2) . . ? C3 Re1 C2 36.9(2) . . ? C4 Re1 C2 60.3(2) . . ? C18 Re1 C1 158.2(3) . . ? C19 Re1 C1 102.3(3) . . ? C11 Re1 C1 99.2(3) . . ? C3 Re1 C1 60.4(3) . . ? C4 Re1 C1 59.6(3) . . ? C2 Re1 C1 35.3(3) . . ? C18 Re1 C5 126.6(3) . . ? C19 Re1 C5 122.3(3) . . ? C11 Re1 C5 75.2(2) . . ? C3 Re1 C5 60.4(3) . . ? C4 Re1 C5 35.9(3) . . ? C2 Re1 C5 59.3(3) . . ? C1 Re1 C5 35.4(2) . . ? C18 Re1 Cl1 77.7(2) . . ? C19 Re1 Cl1 74.7(2) . . ? C11 Re1 Cl1 144.07(17) . . ? C3 Re1 Cl1 86.24(19) . . ? C4 Re1 Cl1 121.41(19) . . ? C2 Re1 Cl1 81.31(19) . . ? C1 Re1 Cl1 111.0(2) . . ? C5 Re1 Cl1 140.43(19) . . ? C37 Re2 C38 100.4(3) . . ? C37 Re2 C30 82.5(3) . . ? C38 Re2 C30 79.0(3) . . ? C37 Re2 C22 99.6(3) . . ? C38 Re2 C22 149.7(3) . . ? C30 Re2 C22 126.3(2) . . ? C37 Re2 C23 98.5(3) . . ? C38 Re2 C23 156.4(3) . . ? C30 Re2 C23 89.5(2) . . ? C22 Re2 C23 36.9(2) . . ? C37 Re2 C21 131.6(3) . . ? C38 Re2 C21 114.6(3) . . ? C30 Re2 C21 134.5(2) . . ? C22 Re2 C21 36.7(2) . . ? C23 Re2 C21 60.4(2) . . ? C37 Re2 C24 128.2(3) . . ? C38 Re2 C24 120.5(3) . . ? C30 Re2 C24 76.2(2) . . ? C22 Re2 C24 60.5(2) . . ? C23 Re2 C24 36.0(2) . . ? C21 Re2 C24 59.2(3) . . ? C37 Re2 C20 157.6(3) . . ? C38 Re2 C20 102.0(3) . . ? C30 Re2 C20 101.6(3) . . ? C22 Re2 C20 60.1(2) . . ? C23 Re2 C20 59.9(2) . . ? C21 Re2 C20 34.9(2) . . ? C24 Re2 C20 35.6(3) . . ? C37 Re2 Cl3 77.1(2) . . ? C38 Re2 Cl3 75.0(2) . . ? C30 Re2 Cl3 143.26(17) . . ? C22 Re2 Cl3 87.42(18) . . ? C23 Re2 Cl3 123.35(19) . . ? C21 Re2 Cl3 80.70(19) . . ? C24 Re2 Cl3 139.88(19) . . ? C20 Re2 Cl3 108.9(2) . . ? C12 O3 C17 117.6(6) . . ? C31 O6 C36 118.3(7) . . ? C12 C11 C16 115.5(6) . . ? C12 C11 Re1 123.7(5) . . ? C16 C11 Re1 120.8(5) . . ? C11 C16 C15 121.7(7) . . ? C3 C4 C5 108.6(6) . . ? C3 C4 C9 125.9(7) . . ? C5 C4 C9 125.2(7) . . ? C3 C4 Re1 70.7(4) . . ? C5 C4 Re1 74.2(4) . . ? C9 C4 Re1 125.5(5) . . ? C31 C30 C35 114.8(6) . . ? C31 C30 Re2 123.4(5) . . ? C35 C30 Re2 121.7(5) . . ? C20 C21 C22 109.3(6) . . ? C20 C21 C26 124.4(7) . . ? C22 C21 C26 125.5(7) . . ? C20 C21 Re2 74.6(4) . . ? C22 C21 Re2 69.7(4) . . ? C26 C21 Re2 130.1(5) . . ? C34 C35 C30 122.9(7) . . ? C4 C3 C2 106.8(6) . . ? C4 C3 C8 127.3(7) . . ? C2 C3 C8 125.6(7) . . ? C4 C3 Re1 72.8(4) . . ? C2 C3 Re1 72.9(4) . . ? C8 C3 Re1 124.7(5) . . ? O6 C31 C32 122.8(7) . . ? O6 C31 C30 115.7(6) . . ? C32 C31 C30 121.4(8) . . ? C1 C5 C4 107.7(6) . . ? C1 C5 C10 124.3(7) . . ? C4 C5 C10 126.6(7) . . ? C1 C5 Re1 72.4(4) . . ? C4 C5 Re1 69.9(4) . . ? C10 C5 Re1 133.4(5) . . ? O2 C19 Re1 176.8(7) . . ? C21 C20 C24 108.0(6) . . ? C21 C20 C25 125.9(7) . . ? C24 C20 C25 125.8(7) . . ? C21 C20 Re2 70.5(4) . . ? C24 C20 Re2 71.7(4) . . ? C25 C20 Re2 128.4(5) . . ? C20 C24 C23 107.5(6) . . ? C20 C24 C29 126.1(7) . . ? C23 C24 C29 125.3(8) . . ? C20 C24 Re2 72.7(4) . . ? C23 C24 Re2 69.3(3) . . ? C29 C24 Re2 132.6(5) . . ? C22 C23 C24 108.3(6) . . ? C22 C23 C28 126.3(7) . . ? C24 C23 C28 125.1(7) . . ? C22 C23 Re2 70.9(4) . . ? C24 C23 Re2 74.7(4) . . ? C28 C23 Re2 125.6(5) . . ? C23 C22 C21 106.9(6) . . ? C23 C22 C27 127.4(6) . . ? C21 C22 C27 125.3(7) . . ? C23 C22 Re2 72.3(4) . . ? C21 C22 Re2 73.6(4) . . ? C27 C22 Re2 125.3(5) . . ? O5 C38 Re2 178.2(7) . . ? O1 C18 Re1 177.1(8) . . ? C15 C14 C13 117.6(7) . . ? C13 C12 O3 122.5(7) . . ? C13 C12 C11 121.6(7) . . ? O3 C12 C11 115.9(6) . . ? C12 C13 C14 121.9(7) . . ? C14 C15 C16 121.7(7) . . ? C14 C15 Cl2 120.1(6) . . ? C16 C15 Cl2 118.2(6) . . ? C1 C2 C3 108.7(6) . . ? C1 C2 C7 126.5(7) . . ? C3 C2 C7 124.2(7) . . ? C1 C2 Re1 74.3(4) . . ? C3 C2 Re1 70.1(4) . . ? C7 C2 Re1 128.9(5) . . ? C33 C34 C35 120.6(8) . . ? C33 C34 Cl4 120.8(6) . . ? C35 C34 Cl4 118.6(6) . . ? C2 C1 C5 108.3(6) . . ? C2 C1 C6 125.0(7) . . ? C5 C1 C6 126.4(7) . . ? C2 C1 Re1 70.4(4) . . ? C5 C1 Re1 72.1(4) . . ? C6 C1 Re1 128.5(5) . . ? O4 C37 Re2 173.5(8) . . ? C31 C32 C33 122.4(8) . . ? C34 C33 C32 117.8(7) . . ? _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 28.04 _diffrn_measured_fraction_theta_full 0.924 _refine_diff_density_max 2.024 _refine_diff_density_min -0.902 _refine_diff_density_rms 0.146 data_hk2rechcl3abs2 _database_code_depnum_ccdc_archive 'CCDC 244320' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H21 Cl2 O2 Re' _chemical_formula_weight 538.46 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' O O 0.0106 0.0060 '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' Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 14.0448(12) _cell_length_b 8.5444(7) _cell_length_c 15.8837(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1906.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 983 _cell_measurement_theta_min 4.767 _cell_measurement_theta_max 50.089 _exptl_crystal_description ? _exptl_crystal_colour Orange _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.876 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 6.663 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13222 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0508 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.94 _reflns_number_total 4302 _reflns_number_gt 3622 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART-NT' _computing_cell_refinement 'Bruker SMART-NT' _computing_data_reduction 'Bruker SAINT-NT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL-NT' _computing_publication_material 'Bruker SHELXTL-NT' _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^)+(0.0000P)^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_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.007(9) _refine_ls_number_reflns 4302 _refine_ls_number_parameters 223 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0373 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0579 _refine_ls_wR_factor_gt 0.0546 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.984 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C17 C 0.0760(6) 0.5758(9) 0.4979(5) 0.080(2) Uani 1 1 d . . . H17A H 0.1012 0.5830 0.5540 0.119 Uiso 1 1 calc R . . H17B H 0.0115 0.5387 0.5002 0.119 Uiso 1 1 calc R . . H17C H 0.0773 0.6773 0.4720 0.119 Uiso 1 1 calc R . . C19 C 0.4045(5) 0.0988(8) 0.3504(5) 0.0576(17) Uani 1 1 d . . . O2 O 0.4536(5) 0.0881(7) 0.4069(4) 0.092(2) Uani 1 1 d . . . Cl1 Cl 0.40878(12) -0.13185(15) 0.22713(12) 0.0660(6) Uani 1 1 d . . . Re1 Re 0.324340(11) 0.118092(17) 0.2508 0.03903(7) Uani 1 1 d . . . C4 C 0.2511(5) 0.2443(9) 0.1391(4) 0.0412(18) Uani 1 1 d . . . C11 C 0.2411(5) 0.2490(10) 0.3423(5) 0.0436(18) Uani 1 1 d . . . O1 O 0.1729(4) -0.1298(5) 0.2918(4) 0.088(2) Uani 1 1 d . . . C16 C 0.1438(5) 0.2440(11) 0.3506(4) 0.0506(17) Uani 1 1 d . . . H16 H 0.1108 0.1683 0.3203 0.061 Uiso 1 1 calc R . . C5 C 0.2970(4) 0.3610(6) 0.1864(4) 0.0417(12) Uani 1 1 d . . . C18 C 0.2287(5) -0.0357(7) 0.2776(4) 0.061(2) Uani 1 1 d . . . Cl2 Cl 0.29577(16) 0.6197(2) 0.49087(14) 0.0834(6) Uani 1 1 d . . . C3 C 0.3214(4) 0.1408(6) 0.1090(4) 0.0485(14) Uani 1 1 d . . . C2 C 0.4118(4) 0.1974(7) 0.1380(4) 0.0497(15) Uani 1 1 d . . . C7 C 0.5072(6) 0.1356(9) 0.1108(6) 0.082(3) Uani 1 1 d . . . H7A H 0.5046 0.0235 0.1072 0.123 Uiso 1 1 calc R . . H7B H 0.5547 0.1657 0.1510 0.123 Uiso 1 1 calc R . . H7C H 0.5231 0.1780 0.0566 0.123 Uiso 1 1 calc R . . C1 C 0.3967(4) 0.3321(6) 0.1869(4) 0.0463(14) Uani 1 1 d . . . C6 C 0.4726(4) 0.4360(7) 0.2239(5) 0.072(2) Uani 1 1 d . . . H6A H 0.5011 0.4973 0.1800 0.109 Uiso 1 1 calc R . . H6B H 0.5204 0.3725 0.2503 0.109 Uiso 1 1 calc R . . H6C H 0.4445 0.5043 0.2650 0.109 Uiso 1 1 calc R . . C10 C 0.2494(4) 0.5090(5) 0.2160(4) 0.0553(16) Uani 1 1 d . . . H10A H 0.2860 0.5544 0.2609 0.083 Uiso 1 1 calc R . . H10B H 0.1865 0.4851 0.2360 0.083 Uiso 1 1 calc R . . H10C H 0.2453 0.5818 0.1701 0.083 Uiso 1 1 calc R . . C14 C 0.1358(5) 0.4630(8) 0.4467(4) 0.0567(16) Uani 1 1 d . . . C12 C 0.2852(5) 0.3668(6) 0.3914(4) 0.0514(15) Uani 1 1 d . . . H12 H 0.3512 0.3755 0.3909 0.062 Uiso 1 1 calc R . . C13 C 0.2324(5) 0.4692(7) 0.4400(4) 0.0572(16) Uani 1 1 d . . . C15 C 0.0915(5) 0.3453(8) 0.4014(4) 0.0586(16) Uani 1 1 d . . . H15 H 0.0258 0.3336 0.4050 0.070 Uiso 1 1 calc R . . C8 C 0.3067(6) 0.0081(7) 0.0477(4) 0.079(2) Uani 1 1 d . . . H8A H 0.3165 0.0453 -0.0087 0.118 Uiso 1 1 calc R . . H8B H 0.2429 -0.0313 0.0531 0.118 Uiso 1 1 calc R . . H8C H 0.3512 -0.0742 0.0597 0.118 Uiso 1 1 calc R . . C9 C 0.1460(5) 0.2410(11) 0.1167(4) 0.066(2) Uani 1 1 d . . . H9A H 0.1331 0.3195 0.0750 0.099 Uiso 1 1 calc R . . H9B H 0.1089 0.2617 0.1662 0.099 Uiso 1 1 calc R . . H9C H 0.1298 0.1398 0.0948 0.099 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 C17 0.079(5) 0.083(5) 0.077(5) -0.013(4) 0.011(4) 0.033(4) C19 0.049(4) 0.057(4) 0.067(4) -0.002(4) -0.008(3) 0.006(3) O2 0.095(5) 0.095(4) 0.086(4) -0.014(3) -0.037(4) 0.031(3) Cl1 0.0723(10) 0.0369(7) 0.0888(17) -0.0007(7) 0.0076(9) 0.0150(6) Re1 0.03801(10) 0.02799(10) 0.05109(11) -0.0022(2) -0.0007(2) 0.00079(7) C4 0.032(4) 0.039(4) 0.053(4) 0.013(3) -0.003(3) -0.001(3) C11 0.049(4) 0.035(4) 0.047(4) -0.001(3) -0.011(3) 0.006(3) O1 0.075(4) 0.049(3) 0.140(6) 0.005(3) 0.008(3) -0.023(2) C16 0.042(4) 0.052(4) 0.057(4) 0.001(3) 0.006(3) 0.006(3) C5 0.043(3) 0.031(3) 0.051(3) 0.002(2) 0.000(3) 0.002(2) C18 0.064(4) 0.037(3) 0.082(6) -0.005(3) 0.002(3) 0.004(3) Cl2 0.0998(14) 0.0665(12) 0.0838(13) -0.0338(10) -0.0110(13) 0.0097(9) C3 0.055(4) 0.041(3) 0.050(3) -0.003(3) 0.000(3) -0.003(3) C2 0.041(3) 0.042(3) 0.066(4) 0.013(3) 0.008(3) 0.003(3) C7 0.066(5) 0.085(6) 0.095(6) 0.017(4) 0.031(5) 0.025(4) C1 0.034(3) 0.039(3) 0.066(4) 0.006(3) 0.001(3) -0.004(2) C6 0.046(3) 0.062(4) 0.110(7) 0.007(4) -0.022(4) -0.020(3) C10 0.065(4) 0.030(3) 0.071(4) 0.000(3) 0.002(3) 0.009(3) C14 0.061(4) 0.059(4) 0.050(4) -0.002(3) 0.005(3) 0.017(3) C12 0.045(3) 0.049(4) 0.060(4) -0.001(3) 0.000(3) 0.004(3) C13 0.070(4) 0.051(4) 0.051(4) -0.011(3) -0.003(3) 0.015(3) C15 0.046(4) 0.069(4) 0.060(4) 0.009(3) 0.008(3) 0.009(3) C8 0.135(7) 0.044(4) 0.057(4) -0.013(3) -0.007(4) 0.002(4) C9 0.054(5) 0.062(5) 0.082(6) 0.012(5) -0.023(4) -0.021(4) _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 C17 C14 1.516(8) . ? C19 O2 1.135(8) . ? C19 Re1 1.948(7) . ? Cl1 Re1 2.4717(13) . ? Re1 C18 1.926(7) . ? Re1 C11 2.174(8) . ? Re1 C3 2.261(6) . ? Re1 C2 2.275(6) . ? Re1 C4 2.317(7) . ? Re1 C1 2.325(5) . ? Re1 C5 2.345(5) . ? C4 C5 1.405(9) . ? C4 C3 1.409(9) . ? C4 C9 1.518(10) . ? C11 C16 1.373(11) . ? C11 C12 1.416(9) . ? O1 C18 1.145(7) . ? C16 C15 1.393(10) . ? C5 C1 1.422(7) . ? C5 C10 1.506(6) . ? Cl2 C13 1.760(6) . ? C3 C2 1.434(8) . ? C3 C8 1.509(8) . ? C2 C1 1.404(8) . ? C2 C7 1.504(9) . ? C1 C6 1.506(7) . ? C14 C13 1.362(9) . ? C14 C15 1.384(9) . ? C12 C13 1.383(8) . ? 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 O2 C19 Re1 177.8(7) . . ? C18 Re1 C19 99.5(3) . . ? C18 Re1 C11 80.1(3) . . ? C19 Re1 C11 79.2(3) . . ? C18 Re1 C3 105.4(2) . . ? C19 Re1 C3 145.8(3) . . ? C11 Re1 C3 127.7(2) . . ? C18 Re1 C2 138.9(2) . . ? C19 Re1 C2 110.7(2) . . ? C11 Re1 C2 131.5(3) . . ? C3 Re1 C2 36.9(2) . . ? C18 Re1 C4 100.2(3) . . ? C19 Re1 C4 156.6(3) . . ? C11 Re1 C4 91.9(2) . . ? C3 Re1 C4 35.8(2) . . ? C2 Re1 C4 59.9(2) . . ? C18 Re1 C1 159.6(2) . . ? C19 Re1 C1 99.7(2) . . ? C11 Re1 C1 97.0(3) . . ? C3 Re1 C1 60.4(2) . . ? C2 Re1 C1 35.5(2) . . ? C4 Re1 C1 59.6(2) . . ? C18 Re1 C5 125.9(2) . . ? C19 Re1 C5 121.6(2) . . ? C11 Re1 C5 75.4(3) . . ? C3 Re1 C5 59.1(2) . . ? C2 Re1 C5 58.8(2) . . ? C4 Re1 C5 35.1(2) . . ? C1 Re1 C5 35.46(18) . . ? C18 Re1 Cl1 77.20(18) . . ? C19 Re1 Cl1 76.9(2) . . ? C11 Re1 Cl1 143.5(2) . . ? C3 Re1 Cl1 86.07(15) . . ? C2 Re1 Cl1 83.01(16) . . ? C4 Re1 Cl1 119.90(19) . . ? C1 Re1 Cl1 113.78(15) . . ? C5 Re1 Cl1 140.97(15) . . ? C5 C4 C3 107.8(6) . . ? C5 C4 C9 125.7(7) . . ? C3 C4 C9 126.2(7) . . ? C5 C4 Re1 73.5(4) . . ? C3 C4 Re1 69.9(4) . . ? C9 C4 Re1 127.0(5) . . ? C16 C11 C12 113.8(7) . . ? C16 C11 Re1 125.7(6) . . ? C12 C11 Re1 119.9(5) . . ? C11 C16 C15 124.1(8) . . ? C4 C5 C1 109.4(5) . . ? C4 C5 C10 124.0(5) . . ? C1 C5 C10 125.5(5) . . ? C4 C5 Re1 71.4(3) . . ? C1 C5 Re1 71.5(3) . . ? C10 C5 Re1 132.8(4) . . ? O1 C18 Re1 178.1(6) . . ? C4 C3 C2 107.5(5) . . ? C4 C3 C8 126.5(6) . . ? C2 C3 C8 125.6(6) . . ? C4 C3 Re1 74.3(4) . . ? C2 C3 Re1 72.1(4) . . ? C8 C3 Re1 125.5(4) . . ? C1 C2 C3 108.7(5) . . ? C1 C2 C7 125.5(6) . . ? C3 C2 C7 125.3(6) . . ? C1 C2 Re1 74.2(3) . . ? C3 C2 Re1 71.0(3) . . ? C7 C2 Re1 127.1(5) . . ? C2 C1 C5 106.7(5) . . ? C2 C1 C6 126.3(6) . . ? C5 C1 C6 126.6(5) . . ? C2 C1 Re1 70.3(3) . . ? C5 C1 Re1 73.0(3) . . ? C6 C1 Re1 127.0(4) . . ? C13 C14 C15 115.8(5) . . ? C13 C14 C17 124.7(6) . . ? C15 C14 C17 119.5(6) . . ? C13 C12 C11 121.5(6) . . ? C14 C13 C12 123.6(6) . . ? C14 C13 Cl2 119.7(5) . . ? C12 C13 Cl2 116.6(5) . . ? C14 C15 C16 121.1(7) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.94 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 1.147 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.092