# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p-1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H16 Cl6 Mo2 O4' _chemical_formula_weight 580.79 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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.8833(8) _cell_length_b 7.8338(9) _cell_length_c 8.5940(10) _cell_angle_alpha 70.3660(10) _cell_angle_beta 86.6570(10) _cell_angle_gamma 86.5130(10) _cell_volume 435.30(9) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3295 _cell_measurement_theta_min 2.5185 _cell_measurement_theta_max 28.332 _exptl_crystal_description cube _exptl_crystal_colour 'bright green' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.216 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 282 _exptl_absorpt_coefficient_mu 2.366 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7329 _exptl_absorpt_correction_T_max 0.7644 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.0529 (selected reflections only, before parameter refinement) R(int) = 0.0168 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 4697 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_av_unetI/netI 0.0200 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 27.00 _reflns_number_total 1865 _reflns_number_gt 1718 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1996)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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^)+(0.0296P)^2^+0.2876P] 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 1865 _refine_ls_number_parameters 91 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0230 _refine_ls_R_factor_gt 0.0199 _refine_ls_wR_factor_ref 0.0506 _refine_ls_wR_factor_gt 0.0491 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 C1 C 0.5999(3) 0.0908(3) 0.2540(3) 0.0154(5) Uani 1 1 d . . . H1A H 0.5661 0.0153 0.3691 0.019 Uiso 1 1 calc R . . H1B H 0.5551 0.0319 0.1778 0.019 Uiso 1 1 calc R . . C2 C 0.5101(3) 0.2804(3) 0.2153(3) 0.0164(5) Uani 1 1 d . . . H2A H 0.3839 0.2799 0.2770 0.020 Uiso 1 1 calc R . . H2B H 0.4898 0.3375 0.0955 0.020 Uiso 1 1 calc R . . C3 C 0.6624(3) 0.3786(3) 0.2730(3) 0.0170(5) Uani 1 1 d . . . H3A H 0.6462 0.5118 0.2206 0.020 Uiso 1 1 calc R . . H3B H 0.6548 0.3475 0.3947 0.020 Uiso 1 1 calc R . . C4 C 0.8522(3) 0.3065(3) 0.2152(3) 0.0164(5) Uani 1 1 d . . . H4A H 0.8869 0.3788 0.0993 0.020 Uiso 1 1 calc R . . H4B H 0.9596 0.3090 0.2860 0.020 Uiso 1 1 calc R . . Cl2 Cl 1.17407(8) 0.13487(7) -0.00503(6) 0.01318(12) Uani 1 1 d . . . Cl3 Cl 1.25443(9) -0.30439(8) 0.20605(7) 0.01943(13) Uani 1 1 d . . . Cl4 Cl 0.83695(8) -0.29427(7) 0.41878(7) 0.01567(13) Uani 1 1 d . . . Mo1 Mo 1.04099(3) -0.08091(3) 0.24673(2) 0.01067(7) Uani 1 1 d . . . O1 O 0.8127(2) 0.1170(2) 0.2303(2) 0.0128(3) Uani 1 1 d . . . O2 O 1.1642(2) -0.0236(2) 0.3804(2) 0.0159(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0086(11) 0.0189(12) 0.0198(12) -0.0079(10) 0.0012(9) -0.0025(9) C2 0.0123(11) 0.0178(12) 0.0207(12) -0.0085(10) -0.0025(9) 0.0012(9) C3 0.0178(12) 0.0171(12) 0.0187(12) -0.0094(10) -0.0031(9) 0.0009(9) C4 0.0165(12) 0.0120(11) 0.0228(12) -0.0081(9) -0.0035(10) -0.0011(9) Cl2 0.0130(3) 0.0166(3) 0.0104(2) -0.0045(2) -0.0019(2) -0.0024(2) Cl3 0.0205(3) 0.0194(3) 0.0177(3) -0.0065(2) -0.0028(2) 0.0080(2) Cl4 0.0196(3) 0.0142(3) 0.0124(3) -0.0029(2) -0.0013(2) -0.0025(2) Mo1 0.01085(11) 0.01274(11) 0.00848(11) -0.00355(8) -0.00280(7) 0.00123(7) O1 0.0102(8) 0.0134(8) 0.0160(8) -0.0063(6) -0.0023(6) -0.0010(6) O2 0.0155(8) 0.0206(9) 0.0129(8) -0.0066(7) -0.0041(7) -0.0005(7) _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 C1 O1 1.484(3) . ? C1 C2 1.510(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.533(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.515(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 O1 1.487(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? Cl2 Mo1 2.4243(6) . ? Cl2 Mo1 2.7766(6) 2_755 ? Cl3 Mo1 2.3203(6) . ? Cl4 Mo1 2.3097(6) . ? Mo1 O2 1.6575(16) . ? Mo1 O1 2.1153(16) . ? Mo1 Cl2 2.7766(6) 2_755 ? 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 O1 C1 C2 104.34(18) . . ? O1 C1 H1A 110.9 . . ? C2 C1 H1A 110.9 . . ? O1 C1 H1B 110.9 . . ? C2 C1 H1B 110.9 . . ? H1A C1 H1B 108.9 . . ? C1 C2 C3 102.93(19) . . ? C1 C2 H2A 111.2 . . ? C3 C2 H2A 111.2 . . ? C1 C2 H2B 111.2 . . ? C3 C2 H2B 111.2 . . ? H2A C2 H2B 109.1 . . ? C4 C3 C2 102.44(19) . . ? C4 C3 H3A 111.3 . . ? C2 C3 H3A 111.3 . . ? C4 C3 H3B 111.3 . . ? C2 C3 H3B 111.3 . . ? H3A C3 H3B 109.2 . . ? O1 C4 C3 104.16(18) . . ? O1 C4 H4A 110.9 . . ? C3 C4 H4A 110.9 . . ? O1 C4 H4B 110.9 . . ? C3 C4 H4B 110.9 . . ? H4A C4 H4B 108.9 . . ? Mo1 Cl2 Mo1 102.45(2) . 2_755 ? O2 Mo1 O1 94.87(7) . . ? O2 Mo1 Cl4 102.23(6) . . ? O1 Mo1 Cl4 88.13(5) . . ? O2 Mo1 Cl3 99.56(6) . . ? O1 Mo1 Cl3 165.23(5) . . ? Cl4 Mo1 Cl3 91.84(2) . . ? O2 Mo1 Cl2 97.97(6) . . ? O1 Mo1 Cl2 85.57(5) . . ? Cl4 Mo1 Cl2 159.28(2) . . ? Cl3 Mo1 Cl2 89.32(2) . . ? O2 Mo1 Cl2 173.47(6) . 2_755 ? O1 Mo1 Cl2 80.14(4) . 2_755 ? Cl4 Mo1 Cl2 81.93(2) . 2_755 ? Cl3 Mo1 Cl2 85.24(2) . 2_755 ? Cl2 Mo1 Cl2 77.55(2) . 2_755 ? C1 O1 C4 109.58(17) . . ? C1 O1 Mo1 128.28(13) . . ? C4 O1 Mo1 121.62(13) . . ? 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 O1 C1 C2 C3 -32.5(2) . . . . ? C1 C2 C3 C4 40.9(2) . . . . ? C2 C3 C4 O1 -33.3(2) . . . . ? Mo1 Cl2 Mo1 O2 -175.17(6) 2_755 . . . ? Mo1 Cl2 Mo1 O1 -80.86(4) 2_755 . . . ? Mo1 Cl2 Mo1 Cl4 -8.15(7) 2_755 . . . ? Mo1 Cl2 Mo1 Cl3 85.27(2) 2_755 . . . ? Mo1 Cl2 Mo1 Cl2 0.0 2_755 . . 2_755 ? C2 C1 O1 C4 12.0(2) . . . . ? C2 C1 O1 Mo1 -176.19(14) . . . . ? C3 C4 O1 C1 13.6(2) . . . . ? C3 C4 O1 Mo1 -158.78(14) . . . . ? O2 Mo1 O1 C1 -127.01(17) . . . . ? Cl4 Mo1 O1 C1 -24.90(16) . . . . ? Cl3 Mo1 O1 C1 65.2(3) . . . . ? Cl2 Mo1 O1 C1 135.35(17) . . . . ? Cl2 Mo1 O1 C1 57.24(16) 2_755 . . . ? O2 Mo1 O1 C4 43.86(16) . . . . ? Cl4 Mo1 O1 C4 145.98(15) . . . . ? Cl3 Mo1 O1 C4 -123.88(18) . . . . ? Cl2 Mo1 O1 C4 -53.77(15) . . . . ? Cl2 Mo1 O1 C4 -131.88(16) 2_755 . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.744 _refine_diff_density_min -0.891 _refine_diff_density_rms 0.092 _database_code_depnum_ccdc_archive 'CCDC 936458' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_fdd2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H20 Cl4 Mo O2' _chemical_formula_weight 410.00 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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/4, -y+1/4, z+1/4' '-x+1/4, y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' 'x+1/4, -y+3/4, z+3/4' '-x+1/4, y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' 'x+3/4, -y+1/4, z+3/4' '-x+3/4, y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' 'x+3/4, -y+3/4, z+1/4' '-x+3/4, y+3/4, z+1/4' _cell_length_a 34.221(6) _cell_length_b 7.4263(13) _cell_length_c 12.199(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3100.2(9) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6053 _cell_measurement_theta_min 2.3805 _cell_measurement_theta_max 28.5495 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.757 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1648 _exptl_absorpt_coefficient_mu 1.524 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7711 _exptl_absorpt_correction_T_max 0.8383 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.0677 (selected reflections only, before parameter refinement) R(int) = 0.0272 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 8334 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_unetI/netI 0.0198 _diffrn_reflns_limit_h_min -43 _diffrn_reflns_limit_h_max 43 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.99 _reflns_number_total 1839 _reflns_number_gt 1782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1996)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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^)+(0.0453P)^2^+15.3528P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(6) _refine_ls_number_reflns 1839 _refine_ls_number_parameters 78 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0302 _refine_ls_R_factor_gt 0.0287 _refine_ls_wR_factor_ref 0.0806 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.135 _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 C1 C -0.70405(10) -0.2917(5) 0.2460(3) 0.0208(7) Uani 1 1 d . . . H1A H -0.7155 -0.3494 0.3117 0.025 Uiso 1 1 calc R . . H1B H -0.7119 -0.1633 0.2459 0.025 Uiso 1 1 calc R . . C2 C -0.65970(10) -0.3056(5) 0.2508(3) 0.0231(7) Uani 1 1 d . . . H2A H -0.6502 -0.2523 0.3203 0.028 Uiso 1 1 calc R . . H2B H -0.6482 -0.2366 0.1894 0.028 Uiso 1 1 calc R . . C3 C -0.64656(10) -0.5019(5) 0.2437(3) 0.0239(9) Uani 1 1 d . . . H3A H -0.6178 -0.5068 0.2367 0.029 Uiso 1 1 calc R . . H3B H -0.6540 -0.5656 0.3119 0.029 Uiso 1 1 calc R . . C4 C -0.66522(10) -0.5957(5) 0.1458(4) 0.0231(7) Uani 1 1 d . . . H4A H -0.6545 -0.5446 0.0772 0.028 Uiso 1 1 calc R . . H4B H -0.6587 -0.7255 0.1477 0.028 Uiso 1 1 calc R . . C5 C -0.70916(10) -0.5732(5) 0.1469(4) 0.0205(7) Uani 1 1 d . . . H5A H -0.7206 -0.6320 0.0815 0.025 Uiso 1 1 calc R . . H5B H -0.7202 -0.6315 0.2130 0.025 Uiso 1 1 calc R . . Cl1 Cl -0.70419(3) -0.01451(10) 0.02959(7) 0.02001(19) Uani 1 1 d . . . Cl2 Cl -0.78777(3) -0.10594(14) -0.10848(10) 0.0340(2) Uani 1 1 d . . . Mo1 Mo -0.7500 -0.2500 0.01482(2) 0.02032(12) Uani 1 2 d S . . O1 O -0.71905(7) -0.3800(3) 0.1468(2) 0.0179(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 C1 0.0249(17) 0.0246(17) 0.0129(15) -0.0027(13) -0.0015(13) 0.0007(13) C2 0.0237(17) 0.0256(17) 0.0200(17) -0.0011(15) -0.0012(15) -0.0028(13) C3 0.0179(15) 0.0300(17) 0.024(3) 0.0038(15) -0.0054(13) 0.0012(14) C4 0.0227(16) 0.0184(15) 0.0284(17) -0.0008(14) -0.0015(16) 0.0022(14) C5 0.0215(15) 0.0151(16) 0.0247(16) 0.0018(14) -0.0041(15) -0.0019(13) Cl1 0.0226(4) 0.0163(4) 0.0211(4) -0.0018(3) 0.0036(3) -0.0036(3) Cl2 0.0408(5) 0.0305(5) 0.0308(5) 0.0046(4) -0.0003(5) -0.0003(4) Mo1 0.02134(19) 0.0221(2) 0.01756(19) 0.000 0.000 -0.00640(17) O1 0.0227(12) 0.0162(12) 0.0149(11) 0.0011(10) -0.0055(11) -0.0002(9) _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 C1 O1 1.469(4) . ? C1 C2 1.522(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.528(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.523(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.513(5) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 O1 1.474(4) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? Cl1 Mo1 2.3555(8) . ? Cl2 Mo1 2.2534(12) . ? Mo1 O1 2.155(2) 14_345 ? Mo1 O1 2.155(2) . ? Mo1 Cl2 2.2534(12) 14_345 ? Mo1 Cl1 2.3555(8) 14_345 ? 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 O1 C1 C2 110.5(3) . . ? O1 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? O1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? C1 C2 C3 110.9(3) . . ? C1 C2 H2A 109.5 . . ? C3 C2 H2A 109.5 . . ? C1 C2 H2B 109.5 . . ? C3 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? C4 C3 C2 111.0(3) . . ? C4 C3 H3A 109.4 . . ? C2 C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? C2 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C5 C4 C3 111.1(3) . . ? C5 C4 H4A 109.4 . . ? C3 C4 H4A 109.4 . . ? C5 C4 H4B 109.4 . . ? C3 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? O1 C5 C4 109.6(3) . . ? O1 C5 H5A 109.7 . . ? C4 C5 H5A 109.7 . . ? O1 C5 H5B 109.7 . . ? C4 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? O1 Mo1 O1 83.33(14) 14_345 . ? O1 Mo1 Cl2 173.26(8) 14_345 14_345 ? O1 Mo1 Cl2 90.25(7) . 14_345 ? O1 Mo1 Cl2 90.25(7) 14_345 . ? O1 Mo1 Cl2 173.26(8) . . ? Cl2 Mo1 Cl2 96.24(6) 14_345 . ? O1 Mo1 Cl1 87.04(6) 14_345 14_345 ? O1 Mo1 Cl1 86.41(6) . 14_345 ? Cl2 Mo1 Cl1 94.60(4) 14_345 14_345 ? Cl2 Mo1 Cl1 91.25(3) . 14_345 ? O1 Mo1 Cl1 86.41(6) 14_345 . ? O1 Mo1 Cl1 87.04(6) . . ? Cl2 Mo1 Cl1 91.25(3) 14_345 . ? Cl2 Mo1 Cl1 94.60(4) . . ? Cl1 Mo1 Cl1 171.23(4) 14_345 . ? C1 O1 C5 110.7(3) . . ? C1 O1 Mo1 126.0(2) . . ? C5 O1 Mo1 123.3(2) . . ? 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 O1 C1 C2 C3 -55.6(4) . . . . ? C1 C2 C3 C4 51.4(4) . . . . ? C2 C3 C4 C5 -52.8(4) . . . . ? C3 C4 C5 O1 57.7(4) . . . . ? C2 C1 O1 C5 61.4(4) . . . . ? C2 C1 O1 Mo1 -116.9(3) . . . . ? C4 C5 O1 C1 -62.3(4) . . . . ? C4 C5 O1 Mo1 116.2(3) . . . . ? O1 Mo1 O1 C1 -44.3(2) 14_345 . . . ? Cl2 Mo1 O1 C1 133.6(2) 14_345 . . . ? Cl2 Mo1 O1 C1 -61.9(7) . . . . ? Cl1 Mo1 O1 C1 -131.8(2) 14_345 . . . ? Cl1 Mo1 O1 C1 42.4(2) . . . . ? O1 Mo1 O1 C5 137.5(3) 14_345 . . . ? Cl2 Mo1 O1 C5 -44.5(2) 14_345 . . . ? Cl2 Mo1 O1 C5 119.9(6) . . . . ? Cl1 Mo1 O1 C5 50.1(2) 14_345 . . . ? Cl1 Mo1 O1 C5 -135.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.99 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.753 _refine_diff_density_min -0.759 _refine_diff_density_rms 0.102 _database_code_depnum_ccdc_archive 'CCDC 936459' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_p21n _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H16 Cl4 Mo S2' _chemical_formula_weight 414.07 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' S S 0.1246 0.1234 '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' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 8.140(3) _cell_length_b 9.388(3) _cell_length_c 9.575(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.093(5) _cell_angle_gamma 90.00 _cell_volume 726.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1946 _cell_measurement_theta_min 3.0505 _cell_measurement_theta_max 27.8205 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.894 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 412 _exptl_absorpt_coefficient_mu 1.895 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7148 _exptl_absorpt_correction_T_max 0.8046 _exptl_absorpt_process_details ; Data were corrected for Lorentz polarization and absorption effects (empirical absorption correction SADABS). R(int) = 0.0981 (selected reflections only, before parameter refinement) R(int) = 0.0430 (selected reflections only, after parameter refinement) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 3380 _diffrn_reflns_av_R_equivalents 0.0287 _diffrn_reflns_av_unetI/netI 0.0375 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.67 _reflns_number_total 1342 _reflns_number_gt 1123 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker AXS, 2006)' _computing_cell_refinement 'APEX2 (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1996)' _computing_publication_material 'XCIF (Bruker AXS, 2001)' _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. The following restraints were applied (given as SHELXL lines): simu .005 $c isor .01 c4' same s1 c1' > c4' dfix 1.82 .01 s1 c1 s1 c4 s1 c1' s1 c4' dfix 1.53 .01 c1 c2 c2 c3 c3 c4 c1' c2' c2' c3' c3' c4' ; _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^)+(0.0580P)^2^+5.4095P] 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 1342 _refine_ls_number_parameters 107 _refine_ls_number_restraints 110 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1226 _refine_ls_wR_factor_gt 0.1132 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.051 _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 Mo1 Mo 0.0000 0.0000 1.0000 0.0153(2) Uani 1 2 d S . . Cl1 Cl 0.1628(2) 0.0805(2) 1.20280(15) 0.0371(5) Uani 1 1 d . . . Cl2 Cl 0.2021(2) -0.16884(19) 0.96574(18) 0.0371(5) Uani 1 1 d . . . S1 S 0.1383(2) 0.1654(2) 0.84265(16) 0.0337(4) Uani 1 1 d D . . C1 C 0.3580(10) 0.1939(15) 0.900(2) 0.019(2) Uani 0.499(11) 1 d PDU A 1 H1A H 0.3996 0.1236 0.9730 0.023 Uiso 0.499(11) 1 calc PR A 1 H1B H 0.4231 0.1848 0.8197 0.023 Uiso 0.499(11) 1 calc PR A 1 C2 C 0.3710(14) 0.3446(14) 0.9598(17) 0.0206(17) Uani 0.499(11) 1 d PDU A 1 H2A H 0.4237 0.4084 0.8960 0.025 Uiso 0.499(11) 1 calc PR A 1 H2B H 0.4391 0.3449 1.0529 0.025 Uiso 0.499(11) 1 calc PR A 1 C3 C 0.1957(14) 0.3954(13) 0.9737(11) 0.0232(16) Uani 0.499(11) 1 d PDU A 1 H3A H 0.1941 0.5005 0.9819 0.028 Uiso 0.499(11) 1 calc PR A 1 H3B H 0.1580 0.3543 1.0595 0.028 Uiso 0.499(11) 1 calc PR A 1 C4 C 0.0803(14) 0.3484(9) 0.8439(13) 0.026(2) Uani 0.499(11) 1 d PDU A 1 H4A H 0.1041 0.3988 0.7578 0.032 Uiso 0.499(11) 1 calc PR A 1 H4B H -0.0378 0.3608 0.8564 0.032 Uiso 0.499(11) 1 calc PR A 1 C1' C 0.3550(11) 0.1747(15) 0.919(2) 0.019(2) Uani 0.501(11) 1 d PDU A 2 H1'1 H 0.3788 0.0987 0.9905 0.023 Uiso 0.501(11) 1 calc PR A 2 H1'2 H 0.4279 0.1603 0.8449 0.023 Uiso 0.501(11) 1 calc PR A 2 C2' C 0.3880(15) 0.3202(13) 0.9874(16) 0.0198(19) Uani 0.501(11) 1 d PDU A 2 H2'1 H 0.4995 0.3534 0.9709 0.024 Uiso 0.501(11) 1 calc PR A 2 H2'2 H 0.3865 0.3116 1.0903 0.024 Uiso 0.501(11) 1 calc PR A 2 C3' C 0.2592(13) 0.4299(11) 0.9285(12) 0.0226(16) Uani 0.501(11) 1 d PDU A 2 H3'1 H 0.2851 0.4680 0.8373 0.027 Uiso 0.501(11) 1 calc PR A 2 H3'2 H 0.2537 0.5100 0.9951 0.027 Uiso 0.501(11) 1 calc PR A 2 C4' C 0.0958(14) 0.3457(9) 0.9098(14) 0.0260(18) Uani 0.501(11) 1 d PDU A 2 H4'1 H 0.0131 0.3953 0.8423 0.031 Uiso 0.501(11) 1 calc PR A 2 H4'2 H 0.0510 0.3379 1.0010 0.031 Uiso 0.501(11) 1 calc PR A 2 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 Mo1 0.0171(4) 0.0169(4) 0.0130(3) -0.0004(2) 0.0068(2) -0.0003(3) Cl1 0.0456(10) 0.0495(10) 0.0153(7) 0.0024(7) -0.0004(6) -0.0260(8) Cl2 0.0437(10) 0.0354(9) 0.0379(9) 0.0141(7) 0.0280(8) 0.0206(8) S1 0.0289(9) 0.0492(10) 0.0217(8) 0.0148(7) -0.0020(6) -0.0191(8) C1 0.020(3) 0.021(4) 0.019(4) 0.009(4) 0.009(3) -0.003(3) C2 0.022(3) 0.021(3) 0.020(4) 0.008(3) 0.006(2) -0.003(2) C3 0.025(3) 0.024(3) 0.022(4) 0.013(3) 0.007(3) -0.004(3) C4 0.026(4) 0.029(4) 0.024(4) 0.019(4) 0.002(4) -0.002(3) C1' 0.020(3) 0.021(4) 0.019(4) 0.007(4) 0.009(3) -0.001(3) C2' 0.021(3) 0.020(4) 0.019(4) 0.008(3) 0.006(3) -0.003(3) C3' 0.023(3) 0.024(3) 0.021(4) 0.009(3) 0.004(3) -0.003(3) C4' 0.025(3) 0.026(3) 0.026(4) 0.022(3) 0.002(3) -0.002(3) _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 Mo1 Cl2 2.3368(16) . ? Mo1 Cl2 2.3368(16) 3_557 ? Mo1 Cl1 2.3372(16) 3_557 ? Mo1 Cl1 2.3372(16) . ? Mo1 S1 2.5231(16) 3_557 ? Mo1 S1 2.5231(16) . ? S1 C4 1.782(8) . ? S1 C1 1.825(8) . ? S1 C1' 1.827(8) . ? S1 C4' 1.858(8) . ? C1 C2 1.525(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.526(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.528(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C1' C2' 1.524(8) . ? C1' H1'1 0.9900 . ? C1' H1'2 0.9900 . ? C2' C3' 1.527(8) . ? C2' H2'1 0.9900 . ? C2' H2'2 0.9900 . ? C3' C4' 1.538(8) . ? C3' H3'1 0.9900 . ? C3' H3'2 0.9900 . ? C4' H4'1 0.9900 . ? C4' H4'2 0.9900 . ? 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 Cl2 Mo1 Cl2 180.0 . 3_557 ? Cl2 Mo1 Cl1 90.06(7) . 3_557 ? Cl2 Mo1 Cl1 89.94(7) 3_557 3_557 ? Cl2 Mo1 Cl1 89.94(7) . . ? Cl2 Mo1 Cl1 90.06(7) 3_557 . ? Cl1 Mo1 Cl1 180.0 3_557 . ? Cl2 Mo1 S1 92.30(7) . 3_557 ? Cl2 Mo1 S1 87.70(7) 3_557 3_557 ? Cl1 Mo1 S1 92.76(6) 3_557 3_557 ? Cl1 Mo1 S1 87.24(6) . 3_557 ? Cl2 Mo1 S1 87.70(7) . . ? Cl2 Mo1 S1 92.30(7) 3_557 . ? Cl1 Mo1 S1 87.24(6) 3_557 . ? Cl1 Mo1 S1 92.76(6) . . ? S1 Mo1 S1 180.0 3_557 . ? C4 S1 C1 96.1(6) . . ? C4 S1 C1' 101.2(6) . . ? C1 S1 C1' 8.2(12) . . ? C4 S1 C4' 19.8(4) . . ? C1 S1 C4' 88.8(6) . . ? C1' S1 C4' 91.7(6) . . ? C4 S1 Mo1 116.8(4) . . ? C1 S1 Mo1 113.8(6) . . ? C1' S1 Mo1 105.6(6) . . ? C4' S1 Mo1 103.8(4) . . ? C2 C1 S1 105.6(7) . . ? C2 C1 H1A 110.6 . . ? S1 C1 H1A 110.6 . . ? C2 C1 H1B 110.6 . . ? S1 C1 H1B 110.6 . . ? H1A C1 H1B 108.7 . . ? C1 C2 C3 107.5(9) . . ? C1 C2 H2A 110.2 . . ? C3 C2 H2A 110.2 . . ? C1 C2 H2B 110.2 . . ? C3 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? C2 C3 C4 109.0(9) . . ? C2 C3 H3A 109.9 . . ? C4 C3 H3A 109.9 . . ? C2 C3 H3B 109.9 . . ? C4 C3 H3B 109.9 . . ? H3A C3 H3B 108.3 . . ? C3 C4 S1 98.5(7) . . ? C3 C4 H4A 112.1 . . ? S1 C4 H4A 112.1 . . ? C3 C4 H4B 112.1 . . ? S1 C4 H4B 112.1 . . ? H4A C4 H4B 109.7 . . ? C2' C1' S1 109.0(7) . . ? C2' C1' H1'1 109.9 . . ? S1 C1' H1'1 109.9 . . ? C2' C1' H1'2 109.9 . . ? S1 C1' H1'2 109.9 . . ? H1'1 C1' H1'2 108.3 . . ? C1' C2' C3' 111.7(9) . . ? C1' C2' H2'1 109.3 . . ? C3' C2' H2'1 109.3 . . ? C1' C2' H2'2 109.3 . . ? C3' C2' H2'2 109.3 . . ? H2'1 C2' H2'2 107.9 . . ? C2' C3' C4' 103.9(9) . . ? C2' C3' H3'1 111.0 . . ? C4' C3' H3'1 111.0 . . ? C2' C3' H3'2 111.0 . . ? C4' C3' H3'2 111.0 . . ? H3'1 C3' H3'2 109.0 . . ? C3' C4' S1 108.3(7) . . ? C3' C4' H4'1 110.0 . . ? S1 C4' H4'1 110.0 . . ? C3' C4' H4'2 110.0 . . ? S1 C4' H4'2 110.0 . . ? H4'1 C4' H4'2 108.4 . . ? 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 Cl2 Mo1 S1 C4 -165.8(4) . . . . ? Cl2 Mo1 S1 C4 14.2(4) 3_557 . . . ? Cl1 Mo1 S1 C4 104.0(4) 3_557 . . . ? Cl1 Mo1 S1 C4 -76.0(4) . . . . ? S1 Mo1 S1 C4 24(41) 3_557 . . . ? Cl2 Mo1 S1 C1 -55.1(5) . . . . ? Cl2 Mo1 S1 C1 124.9(5) 3_557 . . . ? Cl1 Mo1 S1 C1 -145.3(5) 3_557 . . . ? Cl1 Mo1 S1 C1 34.7(5) . . . . ? S1 Mo1 S1 C1 135(57) 3_557 . . . ? Cl2 Mo1 S1 C1' -54.2(5) . . . . ? Cl2 Mo1 S1 C1' 125.8(5) 3_557 . . . ? Cl1 Mo1 S1 C1' -144.4(5) 3_557 . . . ? Cl1 Mo1 S1 C1' 35.6(5) . . . . ? S1 Mo1 S1 C1' 136(58) 3_557 . . . ? Cl2 Mo1 S1 C4' -150.0(4) . . . . ? Cl2 Mo1 S1 C4' 30.0(4) 3_557 . . . ? Cl1 Mo1 S1 C4' 119.9(4) 3_557 . . . ? Cl1 Mo1 S1 C4' -60.1(4) . . . . ? S1 Mo1 S1 C4' 40(50) 3_557 . . . ? C4 S1 C1 C2 16.2(11) . . . . ? C1' S1 C1 C2 -113(7) . . . . ? C4' S1 C1 C2 -2.2(10) . . . . ? Mo1 S1 C1 C2 -106.8(9) . . . . ? S1 C1 C2 C3 11.2(12) . . . . ? C1 C2 C3 C4 -41.2(13) . . . . ? C2 C3 C4 S1 50.0(11) . . . . ? C1 S1 C4 C3 -37.1(10) . . . . ? C1' S1 C4 C3 -30.6(11) . . . . ? C4' S1 C4 C3 31.7(13) . . . . ? Mo1 S1 C4 C3 83.5(7) . . . . ? C4 S1 C1' C2' 14.6(12) . . . . ? C1 S1 C1' C2' 67(6) . . . . ? C4' S1 C1' C2' -2.8(11) . . . . ? Mo1 S1 C1' C2' -107.7(9) . . . . ? S1 C1' C2' C3' -20.8(14) . . . . ? C1' C2' C3' C4' 38.7(14) . . . . ? C2' C3' C4' S1 -39.6(12) . . . . ? C4 S1 C4' C3' -94.4(17) . . . . ? C1 S1 C4' C3' 17.6(11) . . . . ? C1' S1 C4' C3' 25.3(11) . . . . ? Mo1 S1 C4' C3' 131.8(8) . . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.071 _refine_diff_density_min -1.389 _refine_diff_density_rms 0.161 _database_code_depnum_ccdc_archive 'CCDC 936460'