# Electronic Supplementary Material (ESI) for CrystEngComm # 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_shx97 #TrackingRef '1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H12 Ce2 O18 S, H4 O, 2(O0.50), 2(H2 O)' _chemical_formula_sum 'C8 H20 Ce2 O22 S' _chemical_formula_weight 780.55 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 21.960(4) _cell_length_b 7.6550(15) _cell_length_c 6.1670(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.47(3) _cell_angle_gamma 90.00 _cell_volume 1036.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5036 _cell_measurement_theta_min 3.30 _cell_measurement_theta_max 27.43 _exptl_crystal_description platy _exptl_crystal_colour colorless _exptl_crystal_size_max 0.260 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.080 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 4.545 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.331 _exptl_absorpt_correction_T_max 0.695 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku R-AXIS RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count image _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5036 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_sigmaI/netI 0.0446 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.43 _reflns_number_total 2178 _reflns_number_gt 2164 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-97 _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^)+(0.0389P)^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 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(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 2177 _refine_ls_number_parameters 155 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0269 _refine_ls_R_factor_gt 0.0268 _refine_ls_wR_factor_ref 0.0655 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Ce Ce 0.645337(8) 0.25424(5) 0.05018(3) 0.01445(9) Uani 1 1 d . . . S S 0.5000 0.2547(5) 0.0000 0.0209(3) Uani 1 2 d S . . O1 O 0.54406(19) 0.3622(6) -0.1144(7) 0.0346(10) Uani 1 1 d . . . O2 O 0.53758(19) 0.1445(6) 0.1483(7) 0.0354(10) Uani 1 1 d . . . O3 O 0.65551(19) 0.2037(4) -0.3465(5) 0.0251(8) Uani 1 1 d . . . O4 O 0.65939(19) 0.0452(4) -0.6468(5) 0.0241(7) Uani 1 1 d . . . O5 O 0.63765(17) -0.0554(5) -0.0945(5) 0.0215(8) Uani 1 1 d . . . H5B H 0.6066 -0.1153 -0.0559 0.026 Uiso 1 1 d . . . O6 O 0.76297(15) -0.1080(4) -0.2828(5) 0.0175(7) Uani 1 1 d . . . H6B H 0.7598 -0.0197 -0.2000 0.021 Uiso 1 1 d . . . O7 O 0.66438(18) -0.4602(4) -0.1377(7) 0.0247(8) Uani 1 1 d . . . O8 O 0.74996(17) -0.3523(5) 0.0055(6) 0.0239(8) Uani 1 1 d . . . C1 C 0.6557(2) 0.0612(7) -0.4451(6) 0.0180(9) Uani 1 1 d . . . C2 C 0.6509(2) -0.1051(6) -0.3113(7) 0.0154(8) Uani 1 1 d . . . H2A H 0.6173 -0.1763 -0.3702 0.018 Uiso 1 1 calc R . . C3 C 0.7100(2) -0.2133(5) -0.3126(6) 0.0147(9) Uani 1 1 d . . . H3A H 0.7122 -0.2716 -0.4536 0.018 Uiso 1 1 calc R . . C4 C 0.7073(2) -0.3531(6) -0.1378(7) 0.0153(8) Uani 1 1 d . . . O9 O 0.6124(2) 0.4530(5) 0.3549(6) 0.0339(9) Uani 1 1 d . . . H9A H 0.5745 0.4750 0.3611 0.041 Uiso 1 1 d . . . H9B H 0.6227 0.3805 0.4493 0.041 Uiso 1 1 d . . . O10A O 0.5730(4) -0.237(2) 0.1578(16) 0.0570(19) Uani 0.50 1 d P A 1 H10A H 0.5933 -0.3190 0.2131 0.068 Uiso 1 1 d . B 1 H10B H 0.5626 -0.1811 0.2707 0.068 Uiso 1 1 d . C 1 O10B O 0.5455(5) -0.2729(13) -0.0022(16) 0.0570(19) Uani 0.50 1 d P D 2 O11 O 0.5000 -0.0570(9) 0.5000 0.058(2) Uani 1 2 d S . . H11A H 0.5146 0.0058 0.4061 0.069 Uiso 1 1 d . . . O12 O 0.5000 0.5784(13) 0.5000 0.099(4) Uani 1 2 d S . . H12A H 0.5120 0.6353 0.3955 0.119 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce 0.01566(13) 0.01376(13) 0.01389(13) 0.00339(12) -0.00030(8) 0.00159(11) S 0.0160(6) 0.0213(6) 0.0255(6) 0.000 -0.0007(5) 0.000 O1 0.021(2) 0.043(2) 0.040(2) 0.0210(19) -0.0017(16) -0.0037(16) O2 0.022(2) 0.039(2) 0.045(2) 0.021(2) 0.0024(17) 0.0021(17) O3 0.051(2) 0.0112(17) 0.0131(14) 0.0016(11) 0.0004(14) 0.0024(12) O4 0.040(2) 0.0185(16) 0.0134(15) 0.0051(13) -0.0024(14) 0.0039(15) O5 0.024(2) 0.0215(19) 0.0192(17) 0.0048(14) 0.0037(15) -0.0027(14) O6 0.0197(18) 0.0134(14) 0.0196(16) -0.0027(14) 0.0012(13) -0.0012(12) O7 0.025(2) 0.0130(16) 0.036(2) 0.0070(16) -0.0060(16) -0.0049(14) O8 0.0191(18) 0.026(2) 0.0266(18) 0.0110(15) -0.0028(14) -0.0039(14) C1 0.021(2) 0.020(3) 0.012(2) 0.0029(17) -0.0038(16) 0.0019(19) C2 0.015(2) 0.015(2) 0.0168(19) 0.0007(18) -0.0028(16) 0.0001(15) C3 0.021(2) 0.003(2) 0.0206(18) 0.0007(16) -0.0019(15) -0.0017(14) C4 0.014(2) 0.0143(19) 0.018(2) -0.0011(18) 0.0014(16) 0.0030(16) O9 0.043(3) 0.036(2) 0.0229(18) -0.0023(16) -0.0031(17) 0.0180(18) O10A 0.075(5) 0.031(4) 0.066(4) 0.005(4) 0.028(3) -0.008(4) O10B 0.075(5) 0.031(4) 0.066(4) 0.005(4) 0.028(3) -0.008(4) O11 0.087(8) 0.034(4) 0.053(5) 0.000 0.028(5) 0.000 O12 0.053(7) 0.073(7) 0.174(12) 0.000 0.042(7) 0.000 _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 Ce O8 2.472(4) 4_655 ? Ce O4 2.473(3) 1_556 ? Ce O3 2.492(3) . ? Ce O7 2.514(3) 1_565 ? Ce O5 2.537(4) . ? Ce O9 2.537(4) . ? Ce O1 2.558(4) . ? Ce O2 2.597(4) . ? Ce O6 2.660(3) 4_655 ? Ce S 3.1986(7) . ? S O1 1.465(4) 2_655 ? S O1 1.465(4) . ? S O2 1.480(5) 2_655 ? S O2 1.480(5) . ? S Ce 3.1986(7) 2_655 ? O3 C1 1.249(6) . ? O4 C1 1.255(5) . ? O4 Ce 2.473(3) 1_554 ? O5 C2 1.427(5) . ? O5 H5B 0.8608 . ? O6 C3 1.424(5) . ? O6 Ce 2.660(3) 4_645 ? O6 H6B 0.8516 . ? O7 C4 1.249(6) . ? O7 Ce 2.514(3) 1_545 ? O8 C4 1.271(6) . ? O8 Ce 2.472(4) 4_645 ? C1 C2 1.522(6) . ? C2 C3 1.539(6) . ? C2 H2A 0.9800 . ? C3 C4 1.522(5) . ? C3 H3A 0.9800 . ? O9 H9A 0.8509 . ? O9 H9B 0.8316 . ? O10A H10A 0.8377 . ? O10A H10B 0.8527 . ? O11 H11A 0.8245 . ? O12 H12A 0.8270 . ? 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 O8 Ce O4 78.06(13) 4_655 1_556 ? O8 Ce O3 72.86(13) 4_655 . ? O4 Ce O3 128.95(11) 1_556 . ? O8 Ce O7 93.25(13) 4_655 1_565 ? O4 Ce O7 153.08(12) 1_556 1_565 ? O3 Ce O7 70.27(12) . 1_565 ? O8 Ce O5 72.33(12) 4_655 . ? O4 Ce O5 70.56(11) 1_556 . ? O3 Ce O5 61.10(10) . . ? O7 Ce O5 131.36(12) 1_565 . ? O8 Ce O9 125.77(13) 4_655 . ? O4 Ce O9 82.00(12) 1_556 . ? O3 Ce O9 148.68(12) . . ? O7 Ce O9 82.75(13) 1_565 . ? O5 Ce O9 143.42(14) . . ? O8 Ce O1 148.63(13) 4_655 . ? O4 Ce O1 126.81(13) 1_556 . ? O3 Ce O1 76.09(13) . . ? O7 Ce O1 71.90(13) 1_565 . ? O5 Ce O1 96.50(14) . . ? O9 Ce O1 80.71(13) . . ? O8 Ce O2 141.44(16) 4_655 . ? O4 Ce O2 73.23(13) 1_556 . ? O3 Ce O2 106.49(14) . . ? O7 Ce O2 123.50(13) 1_565 . ? O5 Ce O2 74.16(14) . . ? O9 Ce O2 75.09(15) . . ? O1 Ce O2 53.77(12) . . ? O8 Ce O6 60.78(11) 4_655 4_655 ? O4 Ce O6 76.76(11) 1_556 4_655 ? O3 Ce O6 120.34(12) . 4_655 ? O7 Ce O6 76.78(11) 1_565 4_655 ? O5 Ce O6 127.05(11) . 4_655 ? O9 Ce O6 65.74(12) . 4_655 ? O1 Ce O6 136.41(14) . 4_655 ? O2 Ce O6 133.17(13) . 4_655 ? O8 Ce S 156.39(10) 4_655 . ? O4 Ce S 100.29(11) 1_556 . ? O3 Ce S 91.13(10) . . ? O7 Ce S 97.57(10) 1_565 . ? O5 Ce S 84.83(11) . . ? O9 Ce S 76.60(11) . . ? O1 Ce S 26.63(10) . . ? O2 Ce S 27.13(10) . . ? O6 Ce S 142.31(8) 4_655 . ? O1 S O1 111.6(4) 2_655 . ? O1 S O2 104.7(2) 2_655 2_655 ? O1 S O2 112.8(2) . 2_655 ? O1 S O2 112.8(2) 2_655 . ? O1 S O2 104.7(2) . . ? O2 S O2 110.5(5) 2_655 . ? O1 S Ce 128.58(19) 2_655 . ? O1 S Ce 51.51(16) . . ? O2 S Ce 126.7(2) 2_655 . ? O2 S Ce 53.16(17) . . ? O1 S Ce 51.51(16) 2_655 2_655 ? O1 S Ce 128.58(19) . 2_655 ? O2 S Ce 53.16(17) 2_655 2_655 ? O2 S Ce 126.7(2) . 2_655 ? Ce S Ce 179.87(13) . 2_655 ? S O1 Ce 101.9(2) . . ? S O2 Ce 99.7(2) . . ? C1 O3 Ce 127.9(3) . . ? C1 O4 Ce 132.5(3) . 1_554 ? C2 O5 Ce 124.4(3) . . ? C2 O5 H5B 107.4 . . ? Ce O5 H5B 116.5 . . ? C3 O6 Ce 116.8(2) . 4_645 ? C3 O6 H6B 116.6 . . ? Ce O6 H6B 93.7 4_645 . ? C4 O7 Ce 134.8(3) . 1_545 ? C4 O8 Ce 125.2(3) . 4_645 ? O3 C1 O4 124.7(5) . . ? O3 C1 C2 117.7(3) . . ? O4 C1 C2 117.6(4) . . ? O5 C2 C1 107.7(3) . . ? O5 C2 C3 109.9(4) . . ? C1 C2 C3 112.2(4) . . ? O5 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? C3 C2 H2A 109.0 . . ? O6 C3 C4 110.7(3) . . ? O6 C3 C2 112.4(3) . . ? C4 C3 C2 109.1(4) . . ? O6 C3 H3A 108.2 . . ? C4 C3 H3A 108.2 . . ? C2 C3 H3A 108.2 . . ? O7 C4 O8 123.1(4) . . ? O7 C4 C3 120.3(4) . . ? O8 C4 C3 116.6(4) . . ? Ce O9 H9A 116.7 . . ? Ce O9 H9B 92.4 . . ? H9A O9 H9B 110.4 . . ? H10A O10A H10B 101.1 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.538 _refine_diff_density_min -0.805 _refine_diff_density_rms 0.164 _database_code_depnum_ccdc_archive 'CCDC 918477' ####################################################################### # # 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_shx97_2 #TrackingRef '2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H12 Ce2 O18 S, H4 O, 2(O0.50), 2(H2 O)' _chemical_formula_sum 'C8 H20 Ce2 O22 S' _chemical_formula_weight 780.55 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2' _symmetry_space_group_name_Hall 'C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 21.963(4) _cell_length_b 7.6577(15) _cell_length_c 6.1689(12) _cell_angle_alpha 90.00 _cell_angle_beta 91.48(3) _cell_angle_gamma 90.00 _cell_volume 1037.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5057 _cell_measurement_theta_min 3.30 _cell_measurement_theta_max 27.40 _exptl_crystal_description platy _exptl_crystal_colour colorless _exptl_crystal_size_max 0.320 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.110 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 4.541 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.331 _exptl_absorpt_correction_T_max 0.607 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku R-AXIS RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count image _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5057 _diffrn_reflns_av_R_equivalents 0.0683 _diffrn_reflns_av_sigmaI/netI 0.0664 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.30 _diffrn_reflns_theta_max 27.40 _reflns_number_total 2100 _reflns_number_gt 2072 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-97 _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^+3.5094P] 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 0.02(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 2100 _refine_ls_number_parameters 154 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0291 _refine_ls_R_factor_gt 0.0286 _refine_ls_wR_factor_ref 0.0654 _refine_ls_wR_factor_gt 0.0652 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.089 _refine_ls_shift/su_max 0.007 _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 Ce Ce 0.354680(10) 0.74659(7) 0.94994(3) 0.01463(9) Uani 1 1 d . . . S S 0.5000 0.7451(6) 1.0000 0.0204(3) Uani 1 2 d S . . O1 O 0.4561(2) 0.6383(7) 1.1142(8) 0.0332(11) Uani 1 1 d . . . O2 O 0.4627(2) 0.8558(7) 0.8514(8) 0.0363(12) Uani 1 1 d . . . O3 O 0.3440(2) 0.7989(5) 1.3445(6) 0.0267(11) Uani 1 1 d . . . O4 O 0.3409(2) 0.9555(6) 1.6466(6) 0.0238(9) Uani 1 1 d . . . O5 O 0.3623(2) 1.0559(6) 1.0972(7) 0.0202(10) Uani 1 1 d . . . H5B H 0.3938 1.1129 1.0613 0.024 Uiso 1 1 d . . . O6 O 0.23679(18) 1.1092(5) 1.2825(6) 0.0173(8) Uani 1 1 d . . . H6B H 0.2451 1.0242 1.1986 0.021 Uiso 1 1 d . . . O7 O 0.3353(2) 1.4618(6) 1.1392(8) 0.0245(10) Uani 1 1 d . . . O8 O 0.2499(2) 1.3545(6) 0.9956(7) 0.0238(9) Uani 1 1 d . . . C1 C 0.3444(3) 0.9392(8) 1.4453(8) 0.0185(11) Uani 1 1 d . . . C2 C 0.3496(3) 1.1074(7) 1.3093(8) 0.0166(11) Uani 1 1 d . . . H2A H 0.3832 1.1789 1.3675 0.020 Uiso 1 1 calc R . . C3 C 0.2903(2) 1.2123(6) 1.3138(8) 0.0146(12) Uani 1 1 d . . . H3A H 0.2882 1.2702 1.4551 0.018 Uiso 1 1 calc R . . C4 C 0.2929(3) 1.3543(6) 1.1372(8) 0.0142(10) Uani 1 1 d . . . O9 O 0.3885(3) 0.5478(6) 0.6431(7) 0.0340(12) Uani 1 1 d . . . H9A H 0.4162 0.4915 0.5758 0.041 Uiso 1 1 d . . . H9B H 0.3667 0.6130 0.5580 0.041 Uiso 1 1 d . . . O10A O 0.4257(5) 1.241(3) 0.8390(18) 0.055(2) Uani 0.50 1 d P A 1 H10A H 0.4069 1.3268 0.7830 0.066 Uiso 1 1 d . B 1 H10B H 0.4459 1.1889 0.7415 0.066 Uiso 1 1 d . C 1 O10B O 0.4543(6) 1.2781(14) 1.001(2) 0.055(2) Uani 0.50 1 d P D 2 O11 O 0.5000 1.0618(13) 0.5000 0.065(4) Uani 1 2 d S . . H11A H 0.4840 1.0025 0.5978 0.078 Uiso 1 1 d . . . O12 O 0.5000 0.4306(19) 0.5000 0.092(5) Uani 1 2 d S . . H12A H 0.5126 0.3729 0.3886 0.110 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce 0.01343(15) 0.01544(14) 0.01489(13) 0.00374(15) -0.00207(8) 0.00122(18) S 0.0127(7) 0.0216(8) 0.0266(7) 0.000 -0.0025(6) 0.000 O1 0.016(2) 0.042(3) 0.041(2) 0.021(2) -0.0053(19) -0.001(2) O2 0.021(3) 0.042(3) 0.046(3) 0.022(2) -0.003(2) 0.000(2) O3 0.043(3) 0.021(2) 0.0164(18) 0.0024(12) -0.0007(17) 0.0030(17) O4 0.033(3) 0.025(2) 0.0138(18) 0.0038(14) -0.0025(16) 0.002(2) O5 0.019(3) 0.020(2) 0.022(2) 0.0072(15) 0.0030(17) -0.009(2) O6 0.013(2) 0.0151(18) 0.0240(18) 0.0002(14) 0.0024(15) -0.0015(17) O7 0.023(3) 0.015(2) 0.035(2) 0.0084(17) -0.008(2) 0.001(2) O8 0.016(2) 0.028(2) 0.027(2) 0.0110(16) -0.0036(16) -0.0001(19) C1 0.018(3) 0.019(3) 0.018(3) 0.0024(18) -0.0062(19) 0.000(3) C2 0.017(3) 0.017(3) 0.015(2) 0.0008(18) -0.006(2) -0.001(2) C3 0.018(2) 0.010(3) 0.016(2) 0.0005(16) -0.0038(17) -0.003(2) C4 0.015(3) 0.006(2) 0.021(2) 0.0027(17) -0.0014(19) -0.003(2) O9 0.045(4) 0.035(3) 0.022(2) -0.0031(17) -0.001(2) 0.022(3) O10A 0.059(6) 0.028(4) 0.079(5) 0.008(5) 0.035(4) -0.003(5) O10B 0.059(6) 0.028(4) 0.079(5) 0.008(5) 0.035(4) -0.003(5) O11 0.103(12) 0.038(6) 0.056(6) 0.000 0.037(7) 0.000 O12 0.038(7) 0.074(11) 0.165(15) 0.000 0.028(9) 0.000 _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 Ce O8 2.471(5) 4_547 ? Ce O4 2.475(4) 1_554 ? Ce O3 2.484(4) . ? Ce O7 2.515(5) 1_545 ? Ce O5 2.541(5) . ? Ce O9 2.554(4) . ? Ce O1 2.562(5) . ? Ce O2 2.601(5) . ? Ce O6 2.655(4) 4_547 ? Ce S 3.1986(7) . ? Ce H9B 2.6448 . ? S O1 1.459(6) 2_657 ? S O1 1.459(6) . ? S O2 1.481(5) 2_657 ? S O2 1.481(5) . ? S Ce 3.1986(7) 2_657 ? O3 C1 1.242(7) . ? O4 C1 1.252(6) . ? O4 Ce 2.475(4) 1_556 ? O5 C2 1.401(7) . ? O5 H5B 0.8524 . ? O6 C3 1.425(6) . ? O6 Ce 2.655(4) 4_557 ? O6 H6B 0.8546 . ? O7 C4 1.243(7) . ? O7 Ce 2.515(5) 1_565 ? O8 C4 1.271(7) . ? O8 Ce 2.471(5) 4_557 ? C1 C2 1.543(7) . ? C2 C3 1.531(8) . ? C2 H2A 0.9800 . ? C3 C4 1.541(6) . ? C3 H3A 0.9800 . ? O9 H9A 0.8616 . ? O9 H9B 0.8597 . ? O10A H10A 0.8473 . ? O10A H10B 0.8539 . ? O11 H11A 0.8396 . ? O12 H12A 0.8679 . ? 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 O8 Ce O4 77.90(16) 4_547 1_554 ? O8 Ce O3 72.62(15) 4_547 . ? O4 Ce O3 128.60(13) 1_554 . ? O8 Ce O7 93.34(16) 4_547 1_545 ? O4 Ce O7 153.22(14) 1_554 1_545 ? O3 Ce O7 70.35(15) . 1_545 ? O8 Ce O5 72.11(15) 4_547 . ? O4 Ce O5 70.94(13) 1_554 . ? O3 Ce O5 60.42(12) . . ? O7 Ce O5 130.75(15) 1_545 . ? O8 Ce O9 126.06(15) 4_547 . ? O4 Ce O9 81.78(14) 1_554 . ? O3 Ce O9 149.21(14) . . ? O7 Ce O9 83.29(16) 1_545 . ? O5 Ce O9 143.39(16) . . ? O8 Ce O1 148.88(15) 4_547 . ? O4 Ce O1 126.65(16) 1_554 . ? O3 Ce O1 76.56(16) . . ? O7 Ce O1 72.02(15) 1_545 . ? O5 Ce O1 96.40(16) . . ? O9 Ce O1 80.45(17) . . ? O8 Ce O2 141.26(18) 4_547 . ? O4 Ce O2 73.16(15) 1_554 . ? O3 Ce O2 106.66(17) . . ? O7 Ce O2 123.58(16) 1_545 . ? O5 Ce O2 74.43(17) . . ? O9 Ce O2 74.60(18) . . ? O1 Ce O2 53.68(14) . . ? O8 Ce O6 60.87(13) 4_547 4_547 ? O4 Ce O6 76.79(14) 1_554 4_547 ? O3 Ce O6 120.26(14) . 4_547 ? O7 Ce O6 76.85(13) 1_545 4_547 ? O5 Ce O6 127.20(13) . 4_547 ? O9 Ce O6 66.03(15) . 4_547 ? O1 Ce O6 136.35(15) . 4_547 ? O2 Ce O6 133.06(14) . 4_547 ? O8 Ce S 156.39(12) 4_547 . ? O4 Ce S 100.25(13) 1_554 . ? O3 Ce S 91.44(12) . . ? O7 Ce S 97.60(13) 1_545 . ? O5 Ce S 84.96(13) . . ? O9 Ce S 76.19(14) . . ? O1 Ce S 26.51(12) . . ? O2 Ce S 27.16(12) . . ? O6 Ce S 142.17(10) 4_547 . ? O8 Ce H9B 111.6 4_547 . ? O4 Ce H9B 64.7 1_554 . ? O3 Ce H9B 166.5 . . ? O7 Ce H9B 96.4 1_545 . ? O5 Ce H9B 132.9 . . ? O9 Ce H9B 18.9 . . ? O1 Ce H9B 97.5 . . ? O2 Ce H9B 78.3 . . ? O6 Ce H9B 56.3 4_547 . ? S Ce H9B 87.9 . . ? O1 S O1 111.8(5) 2_657 . ? O1 S O2 104.9(3) 2_657 2_657 ? O1 S O2 112.6(3) . 2_657 ? O1 S O2 112.6(3) 2_657 . ? O1 S O2 104.9(3) . . ? O2 S O2 110.2(5) 2_657 . ? O1 S Ce 51.61(17) 2_657 2_657 ? O1 S Ce 128.7(2) . 2_657 ? O2 S Ce 53.3(2) 2_657 2_657 ? O2 S Ce 126.4(3) . 2_657 ? O1 S Ce 128.7(2) 2_657 . ? O1 S Ce 51.61(17) . . ? O2 S Ce 126.4(2) 2_657 . ? O2 S Ce 53.3(2) . . ? Ce S Ce 179.59(17) 2_657 . ? S O1 Ce 101.9(2) . . ? S O2 Ce 99.5(2) . . ? C1 O3 Ce 129.1(3) . . ? C1 O4 Ce 132.5(4) . 1_556 ? C2 O5 Ce 125.7(3) . . ? C2 O5 H5B 106.4 . . ? Ce O5 H5B 115.5 . . ? C3 O6 Ce 117.6(3) . 4_557 ? C3 O6 H6B 108.4 . . ? Ce O6 H6B 98.4 4_557 . ? C4 O7 Ce 134.9(4) . 1_565 ? C4 O8 Ce 125.7(4) . 4_557 ? O3 C1 O4 125.7(5) . . ? O3 C1 C2 116.7(4) . . ? O4 C1 C2 117.6(5) . . ? O5 C2 C3 110.8(4) . . ? O5 C2 C1 107.0(4) . . ? C3 C2 C1 110.7(4) . . ? O5 C2 H2A 109.4 . . ? C3 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? O6 C3 C2 113.9(4) . . ? O6 C3 C4 109.9(4) . . ? C2 C3 C4 108.1(4) . . ? O6 C3 H3A 108.2 . . ? C2 C3 H3A 108.2 . . ? C4 C3 H3A 108.2 . . ? O7 C4 O8 123.4(5) . . ? O7 C4 C3 120.1(5) . . ? O8 C4 C3 116.5(5) . . ? Ce O9 H9A 151.4 . . ? Ce O9 H9B 86.5 . . ? H9A O9 H9B 112.6 . . ? H10A O10A H10B 109.3 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.40 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.236 _refine_diff_density_min -0.759 _refine_diff_density_rms 0.197 _database_code_depnum_ccdc_archive 'CCDC 918478' ####################################################################### # # 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_shx97_3 #TrackingRef '3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H12 Ce2 O18 S, H4 O, 2(O0.50), 2(H2 O)' _chemical_formula_sum 'C8 H20 Ce2 O22 S' _chemical_formula_weight 780.55 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' _symmetry_space_group_name_Hall 'P 2 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6439(15) _cell_length_b 22.013(4) _cell_length_c 6.1556(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1035.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9613 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 27.47 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.227 _exptl_crystal_size_mid 0.165 _exptl_crystal_size_min 0.073 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 4.547 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.423 _exptl_absorpt_correction_T_max 0.717 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku R-AXIS RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count image _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9613 _diffrn_reflns_av_R_equivalents 0.0770 _diffrn_reflns_av_sigmaI/netI 0.0676 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2353 _reflns_number_gt 2302 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-97 _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^+1.4500P] 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 SHELXL _refine_ls_extinction_coef 0.0091(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _chemical_absolute_configuration ad _refine_ls_number_reflns 2353 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0638 _refine_ls_wR_factor_gt 0.0629 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 Ce Ce 0.47932(4) 0.354231(11) 0.43918(4) 0.01166(10) Uani 1 1 d . . . S S 0.5000 0.5000 0.4466(3) 0.0181(4) Uani 1 2 d S . . O1 O 0.3847(6) 0.46168(18) 0.5812(7) 0.0323(11) Uani 1 1 d . . . O2 O 0.6007(5) 0.45698(17) 0.3116(7) 0.0274(10) Uani 1 1 d . . . O3 O 0.5274(4) 0.34561(18) 0.8336(6) 0.0237(8) Uani 1 1 d . . . O4 O 0.6866(5) 0.33662(18) 1.1376(6) 0.0214(9) Uani 1 1 d . . . O5 O 0.7876(4) 0.36198(16) 0.5846(6) 0.0171(7) Uani 1 1 d . . . H5B H 0.8457 0.3905 0.5386 0.026 Uiso 1 1 calc R . . O6 O 0.8417(4) 0.23674(15) 0.7830(6) 0.0153(8) Uani 1 1 d . . . H6B H 0.7634 0.2435 0.6953 0.023 Uiso 1 1 calc R . . O7 O 1.1932(5) 0.33570(17) 0.6330(6) 0.0225(9) Uani 1 1 d . . . O8 O 1.0850(5) 0.25059(17) 0.4933(6) 0.0190(9) Uani 1 1 d . . . C1 C 0.6699(6) 0.3431(2) 0.9364(9) 0.0141(9) Uani 1 1 d . . . C2 C 0.8375(6) 0.3491(2) 0.8008(8) 0.0125(9) Uani 1 1 d . . . H2A H 0.9078 0.3828 0.8572 0.015 Uiso 1 1 calc R . . C3 C 0.9455(6) 0.2901(2) 0.8105(9) 0.0146(10) Uani 1 1 d . . . H3A H 1.0043 0.2880 0.9518 0.017 Uiso 1 1 calc R . . C4 C 1.0857(7) 0.2924(2) 0.6307(8) 0.0144(11) Uani 1 1 d . . . O9 O 0.2712(6) 0.38611(18) 0.1336(6) 0.0276(10) Uani 1 1 d . . . H9A H 0.2763 0.4206 0.0752 0.033 Uiso 1 1 d . . . H9B H 0.3308 0.3639 0.0509 0.033 Uiso 1 1 d . . . O10A O 0.9685(12) 0.4339(4) 0.3357(17) 0.0403(17) Uani 0.50 1 d P A 1 H10A H 1.0432 0.4123 0.2752 0.048 Uiso 1 1 d . B 1 H10B H 0.9395 0.4560 0.2330 0.048 Uiso 1 1 d . C 1 O10B O 1.0018(12) 0.4531(4) 0.5175(15) 0.0403(17) Uani 0.50 1 d P D 2 O11 O 0.1868(11) 0.4959(3) 0.9547(7) 0.091(3) Uani 1 1 d . . . H11A H 0.2430 0.4925 0.8362 0.109 Uiso 1 1 d . . . H11B H 0.2504 0.5204 1.0265 0.109 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce 0.01039(14) 0.01297(15) 0.01164(15) -0.00001(11) 0.00136(10) -0.00038(10) S 0.0199(9) 0.0131(7) 0.0214(9) 0.000 0.000 -0.0028(7) O1 0.044(3) 0.018(2) 0.035(2) 0.003(2) 0.022(2) -0.0034(18) O2 0.031(2) 0.0175(19) 0.033(2) -0.0013(19) 0.014(2) -0.0002(17) O3 0.0119(17) 0.044(2) 0.0158(18) -0.0006(18) 0.0023(14) 0.0002(18) O4 0.021(2) 0.031(2) 0.0117(18) -0.0021(17) 0.0022(14) 0.0030(16) O5 0.0170(17) 0.0219(18) 0.0125(18) 0.0055(18) 0.0010(14) -0.0026(14) O6 0.0108(17) 0.0156(17) 0.020(2) 0.0022(16) -0.0021(15) -0.0040(14) O7 0.0143(19) 0.023(2) 0.031(2) -0.0045(17) 0.0074(15) -0.0057(15) O8 0.021(2) 0.0177(17) 0.018(2) -0.0025(15) 0.0117(14) -0.0010(16) C1 0.011(2) 0.011(2) 0.020(2) -0.001(2) 0.004(2) 0.0021(17) C2 0.012(2) 0.015(2) 0.011(2) -0.004(2) -0.0004(18) 0.001(2) C3 0.011(2) 0.013(2) 0.019(3) -0.003(2) -0.001(2) -0.0013(19) C4 0.014(3) 0.015(2) 0.014(3) -0.002(2) 0.0009(19) 0.005(2) O9 0.030(2) 0.030(2) 0.022(2) -0.0003(18) 0.0010(17) 0.0117(18) O10A 0.027(3) 0.038(4) 0.056(4) 0.019(3) 0.002(4) 0.002(3) O10B 0.027(3) 0.038(4) 0.056(4) 0.019(3) 0.002(4) 0.002(3) O11 0.198(8) 0.048(3) 0.026(2) -0.003(4) -0.001(4) 0.045(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 Ce O3 2.463(3) . ? Ce O4 2.471(4) 1_554 ? Ce O8 2.480(4) 4_456 ? Ce O7 2.525(4) 1_455 ? Ce O5 2.526(3) . ? Ce O9 2.561(4) . ? Ce O2 2.568(4) . ? Ce O1 2.623(4) . ? Ce O6 2.643(3) 4_456 ? Ce S 3.2130(7) . ? S O1 1.475(4) . ? S O1 1.475(4) 2_665 ? S O2 1.476(4) . ? S O2 1.476(4) 2_665 ? S Ce 3.2130(7) 2_665 ? O3 C1 1.261(6) . ? O4 C1 1.253(6) . ? O4 Ce 2.471(4) 1_556 ? O5 C2 1.413(6) . ? O5 H5B 0.8200 . ? O6 C3 1.428(5) . ? O6 Ce 2.643(3) 4_556 ? O6 H6B 0.8200 . ? O7 C4 1.258(6) . ? O7 Ce 2.525(4) 1_655 ? O8 C4 1.251(6) . ? O8 Ce 2.480(4) 4_556 ? C1 C2 1.534(6) . ? C2 C3 1.540(6) . ? C2 H2A 0.9800 . ? C3 C4 1.541(7) . ? C3 H3A 0.9800 . ? O9 H9A 0.8403 . ? O9 H9B 0.8403 . ? O10A H10A 0.8307 . ? O10A H10B 0.8283 . ? O11 H11A 0.8500 . ? O11 H11B 0.8499 . ? 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 O3 Ce O4 129.26(12) . 1_554 ? O3 Ce O8 73.41(12) . 4_456 ? O4 Ce O8 76.77(13) 1_554 4_456 ? O3 Ce O7 69.56(12) . 1_455 ? O4 Ce O7 152.27(13) 1_554 1_455 ? O8 Ce O7 93.02(13) 4_456 1_455 ? O3 Ce O5 61.10(11) . . ? O4 Ce O5 71.27(12) 1_554 . ? O8 Ce O5 72.52(12) 4_456 . ? O7 Ce O5 130.64(13) 1_455 . ? O3 Ce O9 146.89(12) . . ? O4 Ce O9 83.66(13) 1_554 . ? O8 Ce O9 125.47(12) 4_456 . ? O7 Ce O9 81.57(13) 1_455 . ? O5 Ce O9 145.18(12) . . ? O3 Ce O2 108.39(13) . . ? O4 Ce O2 71.14(12) 1_554 . ? O8 Ce O2 138.87(14) 4_456 . ? O7 Ce O2 126.86(12) 1_455 . ? O5 Ce O2 73.26(12) . . ? O9 Ce O2 76.02(13) . . ? O3 Ce O1 77.42(13) . . ? O4 Ce O1 124.65(13) 1_554 . ? O8 Ce O1 150.80(13) 4_456 . ? O7 Ce O1 75.48(12) 1_455 . ? O5 Ce O1 94.49(13) . . ? O9 Ce O1 80.00(14) . . ? O2 Ce O1 53.65(12) . . ? O3 Ce O6 120.74(12) . 4_456 ? O4 Ce O6 75.38(11) 1_554 4_456 ? O8 Ce O6 60.76(11) 4_456 4_456 ? O7 Ce O6 77.14(11) 1_455 4_456 ? O5 Ce O6 127.28(11) . 4_456 ? O9 Ce O6 65.19(12) . 4_456 ? O2 Ce O6 130.76(12) . 4_456 ? O1 Ce O6 138.22(13) . 4_456 ? O3 Ce S 93.19(10) . . ? O4 Ce S 97.80(9) 1_554 . ? O8 Ce S 155.63(9) 4_456 . ? O7 Ce S 101.38(9) 1_455 . ? O5 Ce S 83.20(8) . . ? O9 Ce S 76.54(9) . . ? O2 Ce S 26.73(9) . . ? O1 Ce S 26.93(9) . . ? O6 Ce S 141.58(8) 4_456 . ? O1 S O1 111.6(4) . 2_665 ? O1 S O2 105.1(2) . . ? O1 S O2 111.8(3) 2_665 . ? O1 S O2 111.8(3) . 2_665 ? O1 S O2 105.1(2) 2_665 2_665 ? O2 S O2 111.5(3) . 2_665 ? O1 S Ce 53.65(16) . . ? O1 S Ce 127.49(17) 2_665 . ? O2 S Ce 51.46(15) . . ? O2 S Ce 127.38(16) 2_665 . ? O1 S Ce 127.49(17) . 2_665 ? O1 S Ce 53.65(16) 2_665 2_665 ? O2 S Ce 127.38(16) . 2_665 ? O2 S Ce 51.46(15) 2_665 2_665 ? Ce S Ce 178.38(7) . 2_665 ? S O1 Ce 99.4(2) . . ? S O2 Ce 101.81(19) . . ? C1 O3 Ce 128.8(3) . . ? C1 O4 Ce 131.2(3) . 1_556 ? C2 O5 Ce 124.9(3) . . ? C2 O5 H5B 109.5 . . ? Ce O5 H5B 115.7 . . ? C3 O6 Ce 117.6(3) . 4_556 ? C3 O6 H6B 109.5 . . ? Ce O6 H6B 95.1 4_556 . ? C4 O7 Ce 133.1(3) . 1_655 ? C4 O8 Ce 125.0(3) . 4_556 ? O4 C1 O3 126.1(5) . . ? O4 C1 C2 117.6(4) . . ? O3 C1 C2 116.4(5) . . ? O5 C2 C1 107.7(4) . . ? O5 C2 C3 110.5(4) . . ? C1 C2 C3 110.8(4) . . ? O5 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? O6 C3 C2 113.0(4) . . ? O6 C3 C4 109.2(4) . . ? C2 C3 C4 108.5(4) . . ? O6 C3 H3A 108.7 . . ? C2 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? O8 C4 O7 124.7(5) . . ? O8 C4 C3 117.3(4) . . ? O7 C4 C3 118.1(4) . . ? Ce O9 H9A 122.2 . . ? Ce O9 H9B 87.1 . . ? H9A O9 H9B 103.9 . . ? H10A O10A H10B 100.3 . . ? H11A O11 H11B 102.2 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.148 _refine_diff_density_min -1.089 _refine_diff_density_rms 0.194 _database_code_depnum_ccdc_archive 'CCDC 918479' ####################################################################### # # 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_shx97_4 #TrackingRef '4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H12 Ce2 O18 S, H4 O, 2(O0.50), 2(H2 O)' _chemical_formula_sum 'C8 H20 Ce2 O22 S' _chemical_formula_weight 780.55 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' _symmetry_space_group_name_Hall 'P 2 2ab ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 7.6486(15) _cell_length_b 22.019(4) _cell_length_c 6.1550(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1036.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10065 _cell_measurement_theta_min 3.24 _cell_measurement_theta_max 27.42 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.500 _exptl_crystal_size_mid 0.310 _exptl_crystal_size_min 0.110 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 4.544 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.201 _exptl_absorpt_correction_T_max 0.607 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku R-AXIS RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count image _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 10065 _diffrn_reflns_av_R_equivalents 0.0444 _diffrn_reflns_av_sigmaI/netI 0.0381 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 27.42 _reflns_number_total 2349 _reflns_number_gt 2326 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-97 _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^+2.3498P] 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 0.004(18) _chemical_absolute_configuration ad _refine_ls_number_reflns 2349 _refine_ls_number_parameters 153 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0206 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0495 _refine_ls_wR_factor_gt 0.0493 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.004 _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 Ce Ce 0.47938(2) 0.854215(8) 0.56072(3) 0.01259(6) Uani 1 1 d . . . S S 0.5000 1.0000 0.5532(2) 0.0196(3) Uani 1 2 d S . . O1 O 0.3847(5) 0.96179(14) 0.4185(6) 0.0344(8) Uani 1 1 d . . . O2 O 0.6013(4) 0.95719(13) 0.6870(6) 0.0302(7) Uani 1 1 d . . . O3 O 0.5274(3) 0.84580(14) 0.1649(4) 0.0241(6) Uani 1 1 d . . . O4 O 0.6861(4) 0.83676(14) -0.1368(4) 0.0221(6) Uani 1 1 d . . . O5 O 0.7878(3) 0.86209(12) 0.4166(4) 0.0187(5) Uani 1 1 d . . . H5A H 0.8592 0.8853 0.4712 0.028 Uiso 1 1 calc R . . O6 O 0.8416(3) 0.73682(12) 0.2173(4) 0.0163(5) Uani 1 1 d . . . H6A H 0.7635 0.7436 0.3054 0.024 Uiso 1 1 calc R . . O7 O 1.1927(4) 0.83551(14) 0.3678(5) 0.0251(7) Uani 1 1 d . . . O8 O 1.0860(4) 0.75043(13) 0.5063(5) 0.0214(6) Uani 1 1 d . . . C1 C 0.6701(5) 0.84335(16) 0.0653(7) 0.0152(7) Uani 1 1 d . . . C2 C 0.8379(4) 0.84894(17) 0.1991(6) 0.0141(7) Uani 1 1 d . . . H2A H 0.9082 0.8826 0.1424 0.017 Uiso 1 1 calc R . . C3 C 0.9454(5) 0.79023(16) 0.1898(7) 0.0150(7) Uani 1 1 d . . . H3A H 1.0035 0.7881 0.0481 0.018 Uiso 1 1 calc R . . C4 C 1.0867(5) 0.79219(17) 0.3678(6) 0.0159(8) Uani 1 1 d . . . O9 O 0.2715(4) 0.88630(14) 0.8668(5) 0.0278(7) Uani 1 1 d . . . H9A H 0.2691 0.9230 0.8985 0.033 Uiso 1 1 d . . . H9B H 0.3369 0.8687 0.9538 0.033 Uiso 1 1 d . . . O10A O 0.9679(9) 0.9344(3) 0.6653(13) 0.0380(12) Uani 0.50 1 d P A 1 H10A H 1.0505 0.9123 0.7073 0.046 Uiso 1 1 d . B 1 H10B H 0.9156 0.9460 0.7788 0.046 Uiso 1 1 d . C 1 O10B O 1.0026(9) 0.9538(3) 0.4872(12) 0.0380(12) Uani 0.50 1 d P D 2 O11 O 0.8129(10) 1.0034(2) 1.0451(6) 0.095(2) Uani 1 1 d . . . H11A H 0.7386 1.0106 1.1428 0.114 Uiso 1 1 d . . . H11B H 0.7498 0.9834 0.9579 0.114 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce 0.01407(9) 0.01154(10) 0.01214(9) 0.00012(8) -0.00161(7) -0.00043(7) S 0.0240(7) 0.0114(5) 0.0235(6) 0.000 0.000 -0.0019(5) O1 0.047(2) 0.0186(15) 0.0379(19) -0.0011(15) -0.0223(18) -0.0034(14) O2 0.0371(18) 0.0156(14) 0.0381(18) -0.0002(14) -0.0177(16) -0.0005(13) O3 0.0173(12) 0.0417(16) 0.0134(11) -0.0005(12) -0.0032(11) 0.0035(14) O4 0.0237(14) 0.0309(17) 0.0116(13) 0.0019(11) -0.0017(10) 0.0025(12) O5 0.0193(12) 0.0234(14) 0.0135(12) -0.0059(13) -0.0028(10) -0.0020(11) O6 0.0169(13) 0.0138(13) 0.0182(13) -0.0035(11) 0.0010(11) -0.0026(11) O7 0.0195(14) 0.0250(16) 0.0307(17) 0.0054(12) -0.0088(12) -0.0071(12) O8 0.0262(15) 0.0147(13) 0.0233(14) 0.0037(11) -0.0117(11) -0.0034(12) C1 0.0193(16) 0.0111(16) 0.0152(16) 0.0016(16) -0.0027(16) 0.0014(13) C2 0.0156(16) 0.0140(17) 0.0128(16) 0.0018(15) 0.0000(13) 0.0003(15) C3 0.0143(17) 0.0119(16) 0.0187(18) 0.0036(14) 0.0022(16) -0.0004(14) C4 0.0165(17) 0.0165(18) 0.0147(19) -0.0008(13) -0.0015(14) 0.0013(15) O9 0.0336(17) 0.0273(16) 0.0224(15) -0.0002(12) -0.0022(13) 0.0107(14) O10A 0.024(2) 0.035(3) 0.055(3) -0.016(2) 0.002(2) -0.002(2) O10B 0.024(2) 0.035(3) 0.055(3) -0.016(2) 0.002(2) -0.002(2) O11 0.205(7) 0.052(3) 0.0266(19) -0.003(3) -0.005(3) 0.047(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 Ce O3 2.471(3) . ? Ce O4 2.472(3) 1_556 ? Ce O8 2.479(3) 4_466 ? Ce O5 2.526(3) . ? Ce O7 2.527(3) 1_455 ? Ce O9 2.564(3) . ? Ce O2 2.572(3) . ? Ce O1 2.627(3) . ? Ce O6 2.645(3) 4_466 ? Ce S 3.2143(7) . ? S O2 1.472(3) 2_675 ? S O2 1.472(3) . ? S O1 1.474(3) . ? S O1 1.474(3) 2_675 ? S Ce 3.2143(7) 2_675 ? O3 C1 1.253(5) . ? O4 C1 1.259(5) . ? O4 Ce 2.472(3) 1_554 ? O5 C2 1.422(4) . ? O5 H5A 0.8200 . ? O6 C3 1.429(4) . ? O6 Ce 2.645(3) 4_566 ? O6 H6A 0.8200 . ? O7 C4 1.252(5) . ? O7 Ce 2.527(3) 1_655 ? O8 C4 1.254(5) . ? O8 Ce 2.479(3) 4_566 ? C1 C2 1.530(5) . ? C2 C3 1.534(5) . ? C2 H2A 0.9800 . ? C3 C4 1.539(5) . ? C3 H3A 0.9800 . ? O9 H9A 0.8317 . ? O9 H9B 0.8295 . ? O10A H10A 0.8389 . ? O10A H10B 0.8440 . ? O11 H11A 0.8421 . ? O11 H11B 0.8454 . ? 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 O3 Ce O4 129.47(9) . 1_556 ? O3 Ce O8 73.58(9) . 4_466 ? O4 Ce O8 76.72(10) 1_556 4_466 ? O3 Ce O5 61.32(8) . . ? O4 Ce O5 71.21(9) 1_556 . ? O8 Ce O5 72.43(9) 4_466 . ? O3 Ce O7 69.73(10) . 1_455 ? O4 Ce O7 152.03(10) 1_556 1_455 ? O8 Ce O7 93.20(10) 4_466 1_455 ? O5 Ce O7 131.03(10) . 1_455 ? O3 Ce O9 146.85(10) . . ? O4 Ce O9 83.46(10) 1_556 . ? O8 Ce O9 125.62(9) 4_466 . ? O5 Ce O9 144.88(10) . . ? O7 Ce O9 81.50(10) 1_455 . ? O3 Ce O2 108.07(11) . . ? O4 Ce O2 71.20(10) 1_556 . ? O8 Ce O2 138.63(11) 4_466 . ? O5 Ce O2 72.97(10) . . ? O7 Ce O2 126.88(10) 1_455 . ? O9 Ce O2 76.10(11) . . ? O3 Ce O1 77.29(11) . . ? O4 Ce O1 124.56(10) 1_556 . ? O8 Ce O1 150.85(10) 4_466 . ? O5 Ce O1 94.50(11) . . ? O7 Ce O1 75.60(10) 1_455 . ? O9 Ce O1 79.95(11) . . ? O2 Ce O1 53.53(10) . . ? O3 Ce O6 120.78(9) . 4_466 ? O4 Ce O6 75.42(9) 1_556 4_466 ? O8 Ce O6 60.84(8) 4_466 4_466 ? O5 Ce O6 127.27(8) . 4_466 ? O7 Ce O6 76.90(9) 1_455 4_466 ? O9 Ce O6 65.31(9) . 4_466 ? O2 Ce O6 131.04(10) . 4_466 ? O1 Ce O6 138.21(10) . 4_466 ? O3 Ce S 93.06(7) . . ? O4 Ce S 97.74(7) 1_556 . ? O8 Ce S 155.47(7) 4_466 . ? O5 Ce S 83.14(6) . . ? O7 Ce S 101.46(7) 1_455 . ? O9 Ce S 76.46(7) . . ? O2 Ce S 26.63(7) . . ? O1 Ce S 26.90(7) . . ? O6 Ce S 141.62(6) 4_466 . ? O2 S O2 112.0(3) 2_675 . ? O2 S O1 111.4(2) 2_675 . ? O2 S O1 105.30(18) . . ? O2 S O1 105.30(18) 2_675 2_675 ? O2 S O1 111.4(2) . 2_675 ? O1 S O1 111.6(3) . 2_675 ? O2 S Ce 51.55(12) 2_675 2_675 ? O2 S Ce 127.28(12) . 2_675 ? O1 S Ce 127.41(13) . 2_675 ? O1 S Ce 53.75(13) 2_675 2_675 ? O2 S Ce 127.28(12) 2_675 . ? O2 S Ce 51.55(12) . . ? O1 S Ce 53.75(13) . . ? O1 S Ce 127.41(13) 2_675 . ? Ce S Ce 178.35(5) 2_675 . ? S O1 Ce 99.35(16) . . ? S O2 Ce 101.82(15) . . ? C1 O3 Ce 128.0(2) . . ? C1 O4 Ce 131.6(3) . 1_554 ? C2 O5 Ce 124.6(2) . . ? C2 O5 H5A 109.5 . . ? Ce O5 H5A 121.4 . . ? C3 O6 Ce 117.6(2) . 4_566 ? C3 O6 H6A 109.5 . . ? Ce O6 H6A 95.0 4_566 . ? C4 O7 Ce 133.3(3) . 1_655 ? C4 O8 Ce 124.7(2) . 4_566 ? O3 C1 O4 125.0(4) . . ? O3 C1 C2 117.6(3) . . ? O4 C1 C2 117.4(3) . . ? O5 C2 C1 107.3(3) . . ? O5 C2 C3 110.6(3) . . ? C1 C2 C3 111.2(3) . . ? O5 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? C3 C2 H2A 109.2 . . ? O6 C3 C2 113.0(3) . . ? O6 C3 C4 109.2(3) . . ? C2 C3 C4 109.1(3) . . ? O6 C3 H3A 108.5 . . ? C2 C3 H3A 108.5 . . ? C4 C3 H3A 108.5 . . ? O7 C4 O8 124.1(4) . . ? O7 C4 C3 118.4(3) . . ? O8 C4 C3 117.4(3) . . ? Ce O9 H9A 117.0 . . ? Ce O9 H9B 88.4 . . ? H9A O9 H9B 108.5 . . ? H10A O10A H10B 106.0 . . ? H11A O11 H11B 99.6 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.259 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.118 _database_code_depnum_ccdc_archive 'CCDC 918480' ####################################################################### # # 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_shx97_5 #TrackingRef '5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H10 Ce2 O17 S2' _chemical_formula_sum 'C4 H10 Ce2 O17 S2' _chemical_formula_weight 674.50 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ce Ce -0.2486 2.6331 '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 21/c' _symmetry_space_group_name_Hall '-P 2ybc ' 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 5.9704(12) _cell_length_b 23.888(5) _cell_length_c 10.792(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.03(3) _cell_angle_gamma 90.00 _cell_volume 1486.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 14144 _cell_measurement_theta_min 3.22 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.230 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.100 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.014 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 6.423 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.433 _exptl_absorpt_correction_T_max 0.526 _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Rigaku R-AXIS RAPID' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count image _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14144 _diffrn_reflns_av_R_equivalents 0.0661 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.22 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3370 _reflns_number_gt 2953 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_cell_refinement RAPID-AUTO _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL-97 _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^)+(0.0289P)^2^+6.1183P] 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 SHELXL _refine_ls_extinction_coef 0.00074(15) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3370 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_ref 0.0733 _refine_ls_wR_factor_gt 0.0702 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Ce1 Ce 0.19740(4) 0.440674(11) 0.14343(2) 0.01002(9) Uani 1 1 d . . . Ce2 Ce 0.12796(5) 0.345792(11) -0.39547(3) 0.01144(10) Uani 1 1 d . . . O1 O 0.1933(7) 0.33804(16) 0.1609(4) 0.0233(9) Uani 1 1 d . . . O2 O 0.0634(8) 0.25308(16) 0.1010(4) 0.0283(9) Uani 1 1 d . . . O3 O -0.1305(6) 0.38704(14) -0.0214(3) 0.0171(7) Uani 1 1 d . . . H3B H -0.2592 0.3999 -0.0247 0.026 Uiso 1 1 calc R . . O4 O 0.1021(6) 0.31211(16) -0.1649(3) 0.0175(7) Uani 1 1 d . . . H4A H 0.1143 0.2957 -0.2297 0.026 Uiso 1 1 calc R . . O5 O -0.5087(6) 0.32090(19) -0.2469(4) 0.0280(9) Uani 1 1 d . . . O6 O -0.2530(7) 0.34093(19) -0.3553(4) 0.0289(10) Uani 1 1 d . . . C1 C 0.0573(9) 0.3047(2) 0.0913(5) 0.0157(10) Uani 1 1 d . . . C2 C -0.1397(9) 0.3271(2) -0.0179(5) 0.0156(10) Uani 1 1 d . . . H2A H -0.2881 0.3158 -0.0026 0.019 Uiso 1 1 calc R . . C3 C -0.1192(8) 0.3011(2) -0.1449(5) 0.0149(10) Uani 1 1 d . . . H3A H -0.1379 0.2605 -0.1401 0.018 Uiso 1 1 calc R . . C4 C -0.3079(9) 0.3232(2) -0.2574(5) 0.0178(10) Uani 1 1 d . . . S1 S 0.29849(19) 0.45500(5) -0.13265(11) 0.0107(2) Uani 1 1 d . . . O7 O 0.3964(6) 0.41310(15) -0.0323(3) 0.0168(7) Uani 1 1 d . . . O8 O 0.1381(6) 0.48932(14) -0.0778(3) 0.0136(7) Uani 1 1 d . . . O9 O 0.1633(6) 0.42865(15) -0.2509(3) 0.0170(7) Uani 1 1 d . . . O10 O 0.4837(6) 0.48893(16) -0.1590(4) 0.0206(8) Uani 1 1 d . . . S2 S -0.2082(2) 0.39711(5) -0.64798(11) 0.0130(2) Uani 1 1 d . . . O11 O -0.1104(7) 0.42743(17) -0.5267(4) 0.0278(9) Uani 1 1 d . . . O12 O -0.1564(7) 0.33762(16) -0.6186(4) 0.0250(9) Uani 1 1 d . . . O13 O -0.4601(6) 0.40640(18) -0.6896(4) 0.0273(9) Uani 1 1 d . . . O14 O -0.1023(7) 0.41631(19) -0.7475(4) 0.0301(10) Uani 1 1 d . . . O15 O 0.2442(7) 0.50320(19) 0.3371(4) 0.0301(10) Uani 1 1 d . . . H15A H 0.2632 0.4772 0.3917 0.036 Uiso 1 1 d . . . H15B H 0.1123 0.5174 0.3211 0.036 Uiso 1 1 d . . . O16 O 0.3355(7) 0.30229(19) -0.5678(4) 0.0312(10) Uani 1 1 d . . . H16A H 0.3346 0.3123 -0.6427 0.037 Uiso 1 1 d . . . H16B H 0.4471 0.3153 -0.5099 0.037 Uiso 1 1 d . . . O17 O 0.3852(8) 0.42326(19) -0.4563(4) 0.0317(10) Uani 1 1 d . . . H17A H 0.4299 0.4137 -0.5211 0.038 Uiso 1 1 d . . . H17B H 0.4921 0.4441 -0.4135 0.038 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ce1 0.01028(14) 0.01194(15) 0.00842(14) 0.00111(9) 0.00348(10) 0.00025(9) Ce2 0.01171(15) 0.01205(15) 0.01003(15) -0.00033(9) 0.00185(11) -0.00002(9) O1 0.024(2) 0.0184(19) 0.023(2) 0.0007(15) -0.0018(17) 0.0011(15) O2 0.046(3) 0.0149(19) 0.021(2) 0.0021(15) 0.0027(19) 0.0054(18) O3 0.0163(17) 0.0143(17) 0.0196(18) 0.0014(14) 0.0025(15) 0.0033(13) O4 0.0110(16) 0.0273(19) 0.0151(17) -0.0035(14) 0.0052(14) 0.0010(14) O5 0.0124(18) 0.047(3) 0.024(2) 0.0045(19) 0.0039(16) 0.0024(17) O6 0.0171(18) 0.049(3) 0.022(2) 0.0133(18) 0.0079(17) 0.0039(17) C1 0.022(2) 0.015(2) 0.012(2) 0.0001(18) 0.007(2) 0.001(2) C2 0.017(2) 0.015(2) 0.016(2) 0.0014(19) 0.008(2) -0.0014(19) C3 0.014(2) 0.018(2) 0.013(2) 0.0004(18) 0.0052(19) -0.0007(19) C4 0.016(2) 0.020(3) 0.017(2) 0.002(2) 0.003(2) 0.003(2) S1 0.0117(5) 0.0114(5) 0.0102(5) -0.0016(4) 0.0052(4) 0.0000(4) O7 0.0201(17) 0.0180(18) 0.0139(17) 0.0023(14) 0.0074(14) 0.0054(14) O8 0.0139(16) 0.0146(16) 0.0131(16) -0.0029(13) 0.0051(13) 0.0032(13) O9 0.0207(18) 0.0185(17) 0.0117(17) -0.0067(14) 0.0039(14) -0.0024(14) O10 0.0188(18) 0.0232(19) 0.0210(19) -0.0005(15) 0.0074(15) -0.0067(15) S2 0.0110(5) 0.0184(6) 0.0100(5) 0.0036(4) 0.0034(4) 0.0010(4) O11 0.036(2) 0.025(2) 0.017(2) -0.0027(16) -0.0028(18) 0.0045(18) O12 0.031(2) 0.019(2) 0.020(2) 0.0009(15) -0.0020(17) 0.0042(16) O13 0.0131(18) 0.035(2) 0.032(2) 0.0116(18) 0.0030(17) -0.0002(16) O14 0.028(2) 0.046(3) 0.025(2) 0.0169(19) 0.0210(18) 0.0054(19) O15 0.023(2) 0.041(3) 0.027(2) -0.0117(18) 0.0081(18) 0.0058(18) O16 0.028(2) 0.042(3) 0.024(2) -0.0004(18) 0.0064(18) -0.0008(19) O17 0.036(2) 0.037(2) 0.029(2) -0.0054(18) 0.019(2) -0.0065(19) _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 Ce1 O14 2.453(4) 1_556 ? Ce1 O1 2.460(4) . ? Ce1 O13 2.487(4) 1_656 ? Ce1 O10 2.513(4) 3_665 ? Ce1 O15 2.525(4) . ? Ce1 O8 2.564(3) 3_565 ? Ce1 O7 2.571(4) . ? Ce1 O8 2.595(3) . ? Ce1 O3 2.614(4) . ? Ce1 S1 3.2081(13) . ? Ce2 O2 2.392(4) 4_565 ? Ce2 O5 2.414(4) 1_655 ? Ce2 O6 2.426(4) . ? Ce2 O9 2.495(3) . ? Ce2 O12 2.568(4) . ? Ce2 O17 2.596(4) . ? Ce2 O11 2.606(4) . ? Ce2 O4 2.657(4) . ? Ce2 O16 2.696(5) . ? Ce2 S2 3.1811(15) . ? Ce2 H16B 2.6281 . ? O1 C1 1.241(6) . ? O2 C1 1.238(6) . ? O2 Ce2 2.392(4) 4_566 ? O3 C2 1.433(6) . ? O3 H3B 0.8200 . ? O4 C3 1.418(6) . ? O4 H4A 0.8200 . ? O5 C4 1.235(7) . ? O5 Ce2 2.414(4) 1_455 ? O6 C4 1.258(7) . ? C1 C2 1.529(7) . ? C2 C3 1.539(7) . ? C2 H2A 0.9800 . ? C3 C4 1.520(7) . ? C3 H3A 0.9800 . ? S1 O10 1.457(4) . ? S1 O9 1.464(3) . ? S1 O7 1.479(4) . ? S1 O8 1.495(3) . ? O8 Ce1 2.564(3) 3_565 ? O10 Ce1 2.513(4) 3_665 ? S2 O14 1.455(4) . ? S2 O13 1.470(4) . ? S2 O12 1.471(4) . ? S2 O11 1.477(4) . ? O13 Ce1 2.487(4) 1_454 ? O14 Ce1 2.453(4) 1_554 ? O15 H15A 0.8429 . ? O15 H15B 0.8332 . ? O16 H16A 0.8421 . ? O16 H16B 0.8450 . ? O17 H17A 0.8419 . ? O17 H17B 0.8454 . ? 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 O14 Ce1 O1 72.76(15) 1_556 . ? O14 Ce1 O13 98.00(14) 1_556 1_656 ? O1 Ce1 O13 68.83(13) . 1_656 ? O14 Ce1 O10 139.55(14) 1_556 3_665 ? O1 Ce1 O10 133.18(13) . 3_665 ? O13 Ce1 O10 72.87(13) 1_656 3_665 ? O14 Ce1 O15 71.40(15) 1_556 . ? O1 Ce1 O15 121.82(14) . . ? O13 Ce1 O15 72.63(14) 1_656 . ? O10 Ce1 O15 68.26(14) 3_665 . ? O14 Ce1 O8 70.89(13) 1_556 3_565 ? O1 Ce1 O8 130.45(12) . 3_565 ? O13 Ce1 O8 148.37(13) 1_656 3_565 ? O10 Ce1 O8 96.09(12) 3_665 3_565 ? O15 Ce1 O8 75.75(12) . 3_565 ? O14 Ce1 O7 145.81(14) 1_556 . ? O1 Ce1 O7 79.45(13) . . ? O13 Ce1 O7 89.98(13) 1_656 . ? O10 Ce1 O7 74.56(12) 3_665 . ? O15 Ce1 O7 142.10(13) . . ? O8 Ce1 O7 116.14(11) 3_565 . ? O14 Ce1 O8 127.23(12) 1_556 . ? O1 Ce1 O8 121.02(12) . . ? O13 Ce1 O8 134.76(12) 1_656 . ? O10 Ce1 O8 71.47(12) 3_665 . ? O15 Ce1 O8 117.13(13) . . ? O8 Ce1 O8 62.82(13) 3_565 . ? O7 Ce1 O8 54.21(11) . . ? O14 Ce1 O3 72.52(14) 1_556 . ? O1 Ce1 O3 62.81(11) . . ? O13 Ce1 O3 131.42(13) 1_656 . ? O10 Ce1 O3 142.58(12) 3_665 . ? O15 Ce1 O3 139.11(13) . . ? O8 Ce1 O3 74.81(11) 3_565 . ? O7 Ce1 O3 77.30(12) . . ? O8 Ce1 O3 72.18(11) . . ? O14 Ce1 S1 143.83(10) 1_556 . ? O1 Ce1 S1 100.70(10) . . ? O13 Ce1 S1 112.99(10) 1_656 . ? O10 Ce1 S1 70.67(9) 3_665 . ? O15 Ce1 S1 134.32(11) . . ? O8 Ce1 S1 89.74(8) 3_565 . ? O7 Ce1 S1 26.88(8) . . ? O8 Ce1 S1 27.34(8) . . ? O3 Ce1 S1 73.04(9) . . ? O2 Ce2 O5 83.15(15) 4_565 1_655 ? O2 Ce2 O6 78.52(16) 4_565 . ? O5 Ce2 O6 126.30(14) 1_655 . ? O2 Ce2 O9 141.32(13) 4_565 . ? O5 Ce2 O9 82.20(14) 1_655 . ? O6 Ce2 O9 81.81(14) . . ? O2 Ce2 O12 81.10(13) 4_565 . ? O5 Ce2 O12 149.96(14) 1_655 . ? O6 Ce2 O12 75.02(14) . . ? O9 Ce2 O12 125.07(12) . . ? O2 Ce2 O17 143.45(15) 4_565 . ? O5 Ce2 O17 81.66(15) 1_655 . ? O6 Ce2 O17 136.31(15) . . ? O9 Ce2 O17 68.47(13) . . ? O12 Ce2 O17 96.18(14) . . ? O2 Ce2 O11 131.86(14) 4_565 . ? O5 Ce2 O11 144.65(14) 1_655 . ? O6 Ce2 O11 74.21(14) . . ? O9 Ce2 O11 72.06(12) . . ? O12 Ce2 O11 54.00(12) . . ? O17 Ce2 O11 66.70(14) . . ? O2 Ce2 O4 70.60(13) 4_565 . ? O5 Ce2 O4 64.13(13) 1_655 . ? O6 Ce2 O4 62.18(12) . . ? O9 Ce2 O4 70.78(12) . . ? O12 Ce2 O4 132.06(12) . . ? O17 Ce2 O4 129.39(12) . . ? O11 Ce2 O4 125.41(12) . . ? O2 Ce2 O16 73.09(14) 4_565 . ? O5 Ce2 O16 82.45(14) 1_655 . ? O6 Ce2 O16 136.44(14) . . ? O9 Ce2 O16 139.25(13) . . ? O12 Ce2 O16 68.56(13) . . ? O17 Ce2 O16 72.08(14) . . ? O11 Ce2 O16 101.39(13) . . ? O4 Ce2 O16 132.67(12) . . ? O2 Ce2 S2 107.67(10) 4_565 . ? O5 Ce2 S2 157.33(10) 1_655 . ? O6 Ce2 S2 76.06(10) . . ? O9 Ce2 S2 99.34(9) . . ? O12 Ce2 S2 27.06(9) . . ? O17 Ce2 S2 77.99(10) . . ? O11 Ce2 S2 27.33(9) . . ? O4 Ce2 S2 137.88(8) . . ? O16 Ce2 S2 81.87(9) . . ? O2 Ce2 H16B 81.5 4_565 . ? O5 Ce2 H16B 66.9 1_655 . ? O6 Ce2 H16B 153.9 . . ? O9 Ce2 H16B 124.0 . . ? O12 Ce2 H16B 85.5 . . ? O17 Ce2 H16B 62.0 . . ? O11 Ce2 H16B 108.2 . . ? O4 Ce2 H16B 125.5 . . ? O16 Ce2 H16B 18.2 . . ? S2 Ce2 H16B 94.5 . . ? C1 O1 Ce1 127.6(3) . . ? C1 O2 Ce2 170.6(4) . 4_566 ? C2 O3 Ce1 119.9(3) . . ? C2 O3 H3B 109.5 . . ? Ce1 O3 H3B 112.0 . . ? C3 O4 Ce2 118.8(3) . . ? C3 O4 H4A 109.5 . . ? Ce2 O4 H4A 46.2 . . ? C4 O5 Ce2 130.9(4) . 1_455 ? C4 O6 Ce2 128.8(3) . . ? O2 C1 O1 126.0(5) . . ? O2 C1 C2 114.4(4) . . ? O1 C1 C2 119.6(4) . . ? O3 C2 C1 110.0(4) . . ? O3 C2 C3 111.5(4) . . ? C1 C2 C3 108.8(4) . . ? O3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2A 108.8 . . ? O4 C3 C4 109.9(4) . . ? O4 C3 C2 110.7(4) . . ? C4 C3 C2 110.9(4) . . ? O4 C3 H3A 108.4 . . ? C4 C3 H3A 108.4 . . ? C2 C3 H3A 108.4 . . ? O5 C4 O6 124.2(5) . . ? O5 C4 C3 116.6(5) . . ? O6 C4 C3 119.1(5) . . ? O10 S1 O9 110.1(2) . . ? O10 S1 O7 110.1(2) . . ? O9 S1 O7 111.8(2) . . ? O10 S1 O8 111.6(2) . . ? O9 S1 O8 108.5(2) . . ? O7 S1 O8 104.7(2) . . ? O10 S1 Ce1 125.15(16) . . ? O9 S1 Ce1 124.76(16) . . ? O7 S1 Ce1 51.79(14) . . ? O8 S1 Ce1 52.86(14) . . ? S1 O7 Ce1 101.33(18) . . ? S1 O8 Ce1 141.5(2) . 3_565 ? S1 O8 Ce1 99.80(16) . . ? Ce1 O8 Ce1 117.18(13) 3_565 . ? S1 O9 Ce2 145.5(2) . . ? S1 O10 Ce1 163.6(2) . 3_665 ? O14 S2 O13 109.4(2) . . ? O14 S2 O12 110.9(3) . . ? O13 S2 O12 110.7(2) . . ? O14 S2 O11 110.6(3) . . ? O13 S2 O11 109.6(3) . . ? O12 S2 O11 105.7(2) . . ? O14 S2 Ce2 117.09(17) . . ? O13 S2 Ce2 133.47(17) . . ? O12 S2 Ce2 52.58(15) . . ? O11 S2 Ce2 54.09(16) . . ? S2 O11 Ce2 98.6(2) . . ? S2 O12 Ce2 100.36(19) . . ? S2 O13 Ce1 148.7(3) . 1_454 ? S2 O14 Ce1 160.0(3) . 1_554 ? Ce1 O15 H15A 96.2 . . ? Ce1 O15 H15B 100.0 . . ? H15A O15 H15B 113.2 . . ? Ce2 O16 H16A 131.6 . . ? Ce2 O16 H16B 76.3 . . ? H16A O16 H16B 114.4 . . ? Ce2 O17 H17A 110.7 . . ? Ce2 O17 H17B 133.8 . . ? H17A O17 H17B 104.8 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.951 _refine_diff_density_min -1.120 _refine_diff_density_rms 0.220 _database_code_depnum_ccdc_archive 'CCDC 918481'