#------------------------------------------------------------------------------ #$Date: 2018-08-26 21:42:58 +0100 (Sun, 26 Aug 2018) $ #$Revision: 210177 $ #$URL: svn://www.crystallography.net/cod/cif/4/30/09/4300936.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4300936 loop_ _publ_author_name 'Monga, Vishakha' 'Patrick, Brian O.' 'Orvig, Chris' _publ_section_title ; Group 13 and Lanthanide Complexes with Mixed O,S Anionic Ligands Derived from Maltol ; _journal_coden_ASTM INOCAJ _journal_issue 8 _journal_name_full 'Inorganic Chemistry' _journal_page_first 2666 _journal_page_last 2677 _journal_paper_doi 10.1021/ic048693y _journal_volume 44 _journal_year 2005 _chemical_formula_sum 'C7 H8 O2 S' _chemical_formula_weight 156.19 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 101.913(5) _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 7.2552(8) _cell_length_b 16.096(2) _cell_length_c 12.8722(18) _cell_measurement_reflns_used 29324 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 27.90 _cell_measurement_theta_min 2.05 _cell_volume 1470.8(3) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker X8 APEX CCD' _diffrn_measurement_method 'area detector' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0383 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 28560 _diffrn_reflns_theta_full 27.90 _diffrn_reflns_theta_max 27.90 _diffrn_reflns_theta_min 2.05 _exptl_absorpt_coefficient_mu 0.371 _exptl_absorpt_correction_T_max 0.989 _exptl_absorpt_correction_T_min 0.862 _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 656 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.360 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.076 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 3506 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.116 _refine_ls_R_factor_all 0.0557 _refine_ls_R_factor_gt 0.0348 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0547P)^2^+0.2638P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0860 _refine_ls_wR_factor_ref 0.1045 _reflns_number_gt 2681 _reflns_number_total 3506 _reflns_threshold_expression >2sigma(I) _cod_data_source_file ic048693ysi20050204_055219.cif _cod_data_source_block co291 _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 4300936 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' 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 0.1296(2) 0.21691(10) 0.90611(13) 0.0246(4) Uani 1 1 d . . . C2 C 0.0641(2) 0.28585(10) 0.84830(13) 0.0233(3) Uani 1 1 d . . . C3 C 0.0746(2) 0.36694(10) 0.89424(13) 0.0231(3) Uani 1 1 d . . . C4 C 0.1596(2) 0.36953(11) 1.00513(13) 0.0277(4) Uani 1 1 d . . . H4 H 0.1705 0.4211 1.0419 0.033 Uiso 1 1 calc R . . C5 C 0.2241(2) 0.29963(11) 1.05750(14) 0.0299(4) Uani 1 1 d . . . H5 H 0.2812 0.3036 1.1307 0.036 Uiso 1 1 calc R . . C6 C 0.1176(3) 0.13018(11) 0.86393(15) 0.0344(4) Uani 1 1 d . . . H6A H 0.1890 0.1273 0.8063 0.041 Uiso 1 1 calc R . . H6B H -0.0158 0.1178 0.8322 0.041 Uiso 1 1 calc R . . C7 C 0.1909(3) 0.06346(11) 0.94414(17) 0.0399(5) Uani 1 1 d . . . H7A H 0.3245 0.0734 0.9742 0.060 Uiso 1 1 calc R . . H7B H 0.1760 0.0090 0.9093 0.060 Uiso 1 1 calc R . . H7C H 0.1197 0.0646 1.0011 0.060 Uiso 1 1 calc R . . C8 C 0.5374(2) 0.13574(10) 0.34410(13) 0.0230(3) Uani 1 1 d . . . C9 C 0.5797(2) 0.21635(10) 0.37203(13) 0.0227(3) Uani 1 1 d . . . C10 C 0.6671(2) 0.23978(10) 0.47792(13) 0.0224(3) Uani 1 1 d . . . C11 C 0.7051(2) 0.17254(10) 0.55172(13) 0.0257(4) Uani 1 1 d . . . H11 H 0.7638 0.1830 0.6236 0.031 Uiso 1 1 calc R . . C12 C 0.6580(2) 0.09445(11) 0.51974(13) 0.0279(4) Uani 1 1 d . . . H12 H 0.6851 0.0509 0.5704 0.033 Uiso 1 1 calc R . . C13 C 0.4530(2) 0.10564(11) 0.23461(13) 0.0312(4) Uani 1 1 d . . . H13A H 0.5210 0.1320 0.1841 0.037 Uiso 1 1 calc R . . H13B H 0.3204 0.1245 0.2160 0.037 Uiso 1 1 calc R . . C14 C 0.4573(3) 0.01208(12) 0.21994(16) 0.0383(4) Uani 1 1 d . . . H14A H 0.5862 -0.0083 0.2448 0.057 Uiso 1 1 calc R . . H14B H 0.4148 -0.0015 0.1446 0.057 Uiso 1 1 calc R . . H14C H 0.3737 -0.0144 0.2610 0.057 Uiso 1 1 calc R . . O1 O 0.21139(16) 0.22420(7) 1.01113(9) 0.0283(3) Uani 1 1 d . . . O2 O -0.01330(19) 0.27405(8) 0.74390(10) 0.0336(3) Uani 1 1 d . . . O3 O 0.57406(15) 0.07493(7) 0.41885(9) 0.0261(3) Uani 1 1 d . . . O4 O 0.53797(19) 0.27620(8) 0.29633(10) 0.0347(3) Uani 1 1 d . . . S1 S -0.00970(6) 0.44927(3) 0.81893(4) 0.03143(14) Uani 1 1 d . . . S2 S 0.71995(6) 0.34001(3) 0.50622(4) 0.03192(14) Uani 1 1 d . . . H2 H -0.049(3) 0.3199(16) 0.7163(19) 0.058(7) Uiso 1 1 d . . . H4A H 0.571(3) 0.3222(16) 0.326(2) 0.064(8) 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 C1 0.0242(8) 0.0266(8) 0.0226(9) -0.0014(7) 0.0038(6) -0.0018(6) C2 0.0210(7) 0.0261(8) 0.0214(9) -0.0020(7) 0.0010(6) -0.0015(6) C3 0.0178(7) 0.0239(8) 0.0279(9) -0.0019(7) 0.0053(6) -0.0016(6) C4 0.0292(8) 0.0284(9) 0.0252(9) -0.0064(7) 0.0052(7) -0.0028(7) C5 0.0339(9) 0.0337(10) 0.0206(9) -0.0048(7) 0.0026(7) -0.0023(7) C6 0.0455(11) 0.0232(9) 0.0327(10) -0.0016(8) 0.0038(8) 0.0007(8) C7 0.0520(12) 0.0247(9) 0.0423(12) 0.0035(8) 0.0085(9) 0.0014(8) C8 0.0215(8) 0.0273(8) 0.0201(8) 0.0020(7) 0.0039(6) 0.0005(6) C9 0.0221(8) 0.0249(8) 0.0207(8) 0.0030(7) 0.0035(6) 0.0024(6) C10 0.0195(7) 0.0228(8) 0.0248(9) -0.0008(7) 0.0047(6) 0.0006(6) C11 0.0275(8) 0.0277(9) 0.0197(9) 0.0011(7) -0.0002(6) -0.0011(7) C12 0.0312(9) 0.0274(9) 0.0221(9) 0.0045(7) -0.0011(7) -0.0004(7) C13 0.0366(10) 0.0341(10) 0.0217(9) -0.0026(7) 0.0034(7) -0.0034(7) C14 0.0473(11) 0.0362(10) 0.0293(10) -0.0108(8) 0.0034(8) -0.0020(8) O1 0.0339(6) 0.0255(6) 0.0234(7) 0.0001(5) 0.0008(5) 0.0017(5) O2 0.0452(7) 0.0265(7) 0.0235(7) -0.0017(5) -0.0059(5) 0.0003(6) O3 0.0307(6) 0.0231(6) 0.0229(6) 0.0007(5) 0.0019(5) -0.0019(5) O4 0.0472(8) 0.0270(7) 0.0259(7) 0.0073(6) -0.0017(6) -0.0011(6) S1 0.0336(2) 0.0229(2) 0.0347(3) 0.00097(18) 0.00007(19) 0.00255(17) S2 0.0389(3) 0.0213(2) 0.0342(3) -0.00239(18) 0.00423(19) -0.00295(17) 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' 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 120.07(15) . . ? O1 C1 C6 114.91(14) . . ? C2 C1 C6 125.01(16) . . ? O2 C2 C1 116.85(15) . . ? O2 C2 C3 120.87(15) . . ? C1 C2 C3 122.28(15) . . ? C2 C3 C4 114.46(15) . . ? C2 C3 S1 119.97(12) . . ? C4 C3 S1 125.57(13) . . ? C5 C4 C3 120.55(16) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 O1 123.15(16) . . ? C4 C5 H5 118.4 . . ? O1 C5 H5 118.4 . . ? C1 C6 C7 115.52(16) . . ? C1 C6 H6A 108.4 . . ? C7 C6 H6A 108.4 . . ? C1 C6 H6B 108.4 . . ? C7 C6 H6B 108.4 . . ? H6A C6 H6B 107.5 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O3 C8 C9 119.84(14) . . ? O3 C8 C13 114.55(14) . . ? C9 C8 C13 125.60(15) . . ? O4 C9 C8 118.71(15) . . ? O4 C9 C10 119.06(14) . . ? C8 C9 C10 122.23(14) . . ? C11 C10 C9 114.88(14) . . ? C11 C10 S2 125.37(13) . . ? C9 C10 S2 119.74(12) . . ? C12 C11 C10 120.17(15) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 O3 123.14(15) . . ? C11 C12 H12 118.4 . . ? O3 C12 H12 118.4 . . ? C8 C13 C14 115.03(15) . . ? C8 C13 H13A 108.5 . . ? C14 C13 H13A 108.5 . . ? C8 C13 H13B 108.5 . . ? C14 C13 H13B 108.5 . . ? H13A C13 H13B 107.5 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C5 O1 C1 119.49(13) . . ? C2 O2 H2 108.9(17) . . ? C12 O3 C8 119.71(13) . . ? C9 O4 H4A 107.4(17) . . ? 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 1.3647(19) . ? C1 C2 1.366(2) . ? C1 C6 1.494(2) . ? C2 O2 1.359(2) . ? C2 C3 1.428(2) . ? C3 C4 1.434(2) . ? C3 S1 1.6809(17) . ? C4 C5 1.345(2) . ? C4 H4 0.9500 . ? C5 O1 1.348(2) . ? C5 H5 0.9500 . ? C6 C7 1.508(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 O3 1.3598(19) . ? C8 C9 1.364(2) . ? C8 C13 1.497(2) . ? C9 O4 1.3592(19) . ? C9 C10 1.430(2) . ? C10 C11 1.429(2) . ? C10 S2 1.6807(17) . ? C11 C12 1.344(2) . ? C11 H11 0.9500 . ? C12 O3 1.3527(19) . ? C12 H12 0.9500 . ? C13 C14 1.519(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? O2 H2 0.84(3) . ? O4 H4A 0.84(3) . ? 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 O2 179.11(13) . . . . ? C6 C1 C2 O2 -1.7(2) . . . . ? O1 C1 C2 C3 -1.1(2) . . . . ? C6 C1 C2 C3 178.04(16) . . . . ? O2 C2 C3 C4 179.93(14) . . . . ? C1 C2 C3 C4 0.2(2) . . . . ? O2 C2 C3 S1 0.1(2) . . . . ? C1 C2 C3 S1 -179.65(13) . . . . ? C2 C3 C4 C5 0.8(2) . . . . ? S1 C3 C4 C5 -179.38(13) . . . . ? C3 C4 C5 O1 -0.9(3) . . . . ? O1 C1 C6 C7 2.2(2) . . . . ? C2 C1 C6 C7 -177.05(17) . . . . ? O3 C8 C9 O4 -178.58(13) . . . . ? C13 C8 C9 O4 2.2(2) . . . . ? O3 C8 C9 C10 1.7(2) . . . . ? C13 C8 C9 C10 -177.55(15) . . . . ? O4 C9 C10 C11 179.90(14) . . . . ? C8 C9 C10 C11 -0.4(2) . . . . ? O4 C9 C10 S2 -1.2(2) . . . . ? C8 C9 C10 S2 178.58(13) . . . . ? C9 C10 C11 C12 -0.4(2) . . . . ? S2 C10 C11 C12 -179.31(13) . . . . ? C10 C11 C12 O3 -0.1(3) . . . . ? O3 C8 C13 C14 -11.5(2) . . . . ? C9 C8 C13 C14 167.79(16) . . . . ? C4 C5 O1 C1 -0.1(2) . . . . ? C2 C1 O1 C5 1.1(2) . . . . ? C6 C1 O1 C5 -178.15(15) . . . . ? C11 C12 O3 C8 1.4(2) . . . . ? C9 C8 O3 C12 -2.2(2) . . . . ? C13 C8 O3 C12 177.13(14) . . . . ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 2287031