Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #=================================================================== # 0. AUDIT DETAILS _audit_creation_date 17-Aug-07 _audit_creation_method 'PLATON option' _audit_update_record ; 20-Aug-07 Updated by the Author E.H. Text writing by E.H. Checkcif OK 20-Aug-07 Updated by the Author E.H. ; #=================================================================== # 1. SUBMISSION DETAILS #=================================================================== # Name and address of author for X-ray correspondence _publ_contact_author_name ; Dr. Eberhardt Herdtweck ; _publ_contact_author_address ; Department Chemie, Lehrstuhl f\"ur Anorganische Chemie, Technische Universit\"at M\"unchen, Lichtenbergstrasse 4, D-85747 Garching bei M\"unchen, Germany. ; _publ_contact_author_email eberhardt.herdtweck@ch.tum.de _publ_contact_author_fax '+49(0)89 289 13473' _publ_contact_author_phone '+49(0)89 289 13143' # Publication choise FI FM FO CI CM CO _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; Date of submission: November 2007 ; #=================================================================== # 2. PROCESSING SUMMARY (JOURNAL OFFICE ONLY) #=================================================================== #=================================================================== # 3. TITLE AND AUTHOR LIST #=================================================================== _publ_section_title ; O,S-Donor Ligands as Inhibitors of Xantine Oxidase. Synthesis, molybdenum complexation and enzyme inhibition ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Sousa, C.' ; Centro de Quimica Estrutural, Complexo I, Instituto Superior Tecnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal. ; M.Gil ; Centro de Quimica Estrutural, Complexo I, Instituto Superior Tecnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal. ; R.Jelic ; Centro de Quimica Estrutural, Complexo I, Instituto Superior Tecnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal. ; M.J.Romao ; Faculty of Science, Chemistry Department, Kragujevac, Serbia and Montenegro. ; J.Trincao ; REQUIMTE-CQFB, Departamento de Qu\'imica, Faculdade de Ciencias e Tecnologia, Universidade Nova de Lisboa, Portugal. ; E.Herdtweck ; REQUIMTE-CQFB, Departamento de Qu\'imica, Faculdade de Ciencias e Tecnologia, Universidade Nova de Lisboa, Portugal. ; C.Pereira ; Department Chemie, Lehrstuhl f\"ur Anorganische Chemie, Technische Universit\"at M\"unchen, Lichtenbergstrasse 4, D-85747 Garching bei M\"unchen, Germany. ; P.Fresco ; Laboratorio de Farmacologia, REQUIMTE-FARMA, Faculdade de Farm\'acia, Universidade do Porto, Rua Anibal Cunha, 164, 4050-123 Porto, Portugal. ; M.A.Santos ; Laboratorio de Farmacologia, REQUIMTE-FARMA, Faculdade de Farm\'acia, Universidade do Porto, Rua Anibal Cunha, 164, 4050-123 Porto, Portugal. ; #=================================================================== # 4. TEXT #=================================================================== # Insert blank lines between references _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). SIR92, J. Appl. Cryst. 27, 435-436. Farrugia, L. J. (1999). WinGX (Version 1.70.01 January 2005), J. Appl. Cryst. 32, 837-838. Nonius (2001a). Data Collection Software for Nonius Kappa-CCD devices. Nonius BV, Delft, The Netherlands. Nonius (2001b). DENZO Processing Software for Nonius Kappa-CCD devices, Nonius BV, Delft, The Netherlands. Sheldrick, G. M. (1998). SHELXL97, University of G\"ottingen, G\"ottingen, Germany. Spek, A. L. (2007). PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. ; data_a _database_code_depnum_ccdc_archive 'CCDC 656367' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H11 Mo O6.50 S2' _chemical_formula_sum 'C12 H11 Mo O6.50 S2' _chemical_formula_weight 419.27 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' 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 _symmetry_space_group_name_Hall 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.8133(2) _cell_length_b 10.9684(2) _cell_length_c 14.5117(3) _cell_angle_alpha 103.8730(10) _cell_angle_beta 106.2010(10) _cell_angle_gamma 90.0260(10) _cell_volume 1452.40(5) _cell_formula_units_Z 4 _cell_measurement_temperature 273(2) _cell_measurement_reflns_used 9209 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 29.74 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.917 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 836 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7928 _exptl_absorpt_correction_T_max 0.9761 _exptl_absorpt_process_details 'SADABS-Bruker Nonius area detector scaling and absorption correction - V2.10' _exptl_special_details ; ? ; _diffrn_ambient_temperature 273(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 81371 _diffrn_reflns_av_R_equivalents 0.0564 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5108 _reflns_number_gt 4450 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows/Platon' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0539P)^2^+4.2233P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5108 _refine_ls_number_parameters 400 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0386 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0837 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.955 _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 Mo1 Mo 0.11473(3) 0.42933(3) 0.28806(2) 0.01634(10) Uani 1 1 d . . . S1 S -0.03116(10) 0.60071(9) 0.23897(7) 0.0199(2) Uani 1 1 d . . . S2 S 0.31955(10) 0.29525(9) 0.32241(7) 0.0194(2) Uani 1 1 d . . . O11 O 0.0253(3) 0.2886(3) 0.2166(2) 0.0253(6) Uani 1 1 d . . . O12 O 0.0452(3) 0.4603(3) 0.3866(2) 0.0252(6) Uani 1 1 d . . . O18 O 0.1813(3) 0.4576(2) 0.16679(18) 0.0177(5) Uani 1 1 d . . . O28 O 0.2870(3) 0.5619(2) 0.36562(18) 0.0171(5) Uani 1 1 d . . . O24 O 0.6666(3) 0.6016(2) 0.42758(18) 0.0175(5) Uani 1 1 d . . . 014 O 0.1657(3) 0.6699(2) 0.01284(18) 0.0187(6) Uani 1 1 d . . . C11 C 0.0408(4) 0.6311(3) 0.1520(3) 0.0167(7) Uani 1 1 d . . . C12 C 0.0054(4) 0.7314(4) 0.1062(3) 0.0207(8) Uani 1 1 d . . . H12 H -0.0604 0.7866 0.1234 0.025 Uiso 1 1 calc R . . C13 C 0.0673(4) 0.7464(4) 0.0374(3) 0.0213(8) Uani 1 1 d . . . H13 H 0.0417 0.8112 0.0062 0.026 Uiso 1 1 calc R . . C16 C 0.1467(4) 0.5518(3) 0.1264(3) 0.0152(7) Uani 1 1 d . . . C15 C 0.2106(4) 0.5781(3) 0.0588(3) 0.0162(7) Uani 1 1 d . . . C17 C 0.3310(4) 0.5141(4) 0.0305(3) 0.0241(9) Uani 1 1 d . . . H17A H 0.2969 0.4588 -0.0346 0.036 Uiso 1 1 calc R . . H17B H 0.3736 0.4661 0.0771 0.036 Uiso 1 1 calc R . . H17C H 0.4005 0.5758 0.0307 0.036 Uiso 1 1 calc R . . C21 C 0.4565(4) 0.4086(3) 0.3615(3) 0.0170(8) Uani 1 1 d . . . C22 C 0.6017(4) 0.3842(4) 0.3795(3) 0.0190(8) Uani 1 1 d . . . H22 H 0.6284 0.3018 0.3697 0.023 Uiso 1 1 calc R . . C23 C 0.7008(4) 0.4812(4) 0.4108(3) 0.0197(8) Uani 1 1 d . . . H23 H 0.7961 0.4646 0.4213 0.024 Uiso 1 1 calc R . . C25 C 0.5286(4) 0.6304(3) 0.4118(3) 0.0168(8) Uani 1 1 d . . . C26 C 0.4207(4) 0.5352(3) 0.3785(3) 0.0152(7) Uani 1 1 d . . . C27 C 0.5058(4) 0.7659(3) 0.4365(3) 0.0203(8) Uani 1 1 d . . . H27A H 0.4702 0.7858 0.4932 0.030 Uiso 1 1 calc R . . H27B H 0.4380 0.7860 0.3812 0.030 Uiso 1 1 calc R . . H27C H 0.5943 0.8141 0.4512 0.030 Uiso 1 1 calc R . . Mo2 Mo 0.67047(3) -0.15010(3) 0.21585(2) 0.01580(10) Uani 1 1 d . . . S4 S 0.65863(10) 0.03042(8) 0.37987(7) 0.0195(2) Uani 1 1 d . . . S3 S 0.41237(10) -0.12763(9) 0.16455(8) 0.0230(2) Uani 1 1 d . . . O22 O 0.6285(3) -0.2655(2) 0.2668(2) 0.0227(6) Uani 1 1 d . . . O21 O 0.6991(3) -0.2317(2) 0.10771(19) 0.0228(6) Uani 1 1 d . . . O44 O 1.1182(3) 0.1560(2) 0.45876(19) 0.0223(6) Uani 1 1 d . . . O34 O 0.4218(3) 0.2524(3) 0.10705(19) 0.0246(6) Uani 1 1 d . . . O48 O 0.8706(3) -0.0893(2) 0.28659(18) 0.0167(5) Uani 1 1 d . . . O38 O 0.6600(3) 0.0194(2) 0.16770(19) 0.0195(6) Uani 1 1 d . . . C31 C 0.4098(4) 0.0140(4) 0.1337(3) 0.0203(8) Uani 1 1 d . . . C32 C 0.2850(4) 0.0738(4) 0.1019(3) 0.0244(9) Uani 1 1 d . . . H32 H 0.1961 0.0330 0.0891 0.029 Uiso 1 1 calc R . . C33 C 0.2962(5) 0.1912(4) 0.0902(3) 0.0285(10) Uani 1 1 d . . . H33 H 0.2136 0.2309 0.0696 0.034 Uiso 1 1 calc R . . C35 C 0.5448(4) 0.1968(4) 0.1337(3) 0.0220(8) Uani 1 1 d . . . C36 C 0.5421(4) 0.0755(4) 0.1445(3) 0.0198(8) Uani 1 1 d . . . C37 C 0.6738(5) 0.2763(4) 0.1496(3) 0.0287(10) Uani 1 1 d . . . H37A H 0.7045 0.2567 0.0908 0.043 Uiso 1 1 calc R . . H37B H 0.7475 0.2608 0.2040 0.043 Uiso 1 1 calc R . . H37C H 0.6536 0.3633 0.1645 0.043 Uiso 1 1 calc R . . C41 C 0.8304(4) 0.0830(3) 0.4112(3) 0.0169(8) Uani 1 1 d . . . C42 C 0.8947(4) 0.1919(3) 0.4877(3) 0.0197(8) Uani 1 1 d . . . H42 H 0.8404 0.2410 0.5236 0.024 Uiso 1 1 calc R . . C43 C 1.0337(5) 0.2230(4) 0.5076(3) 0.0251(9) Uani 1 1 d . . . H43 H 1.0738 0.2944 0.5577 0.030 Uiso 1 1 calc R . . C45 C 1.0630(4) 0.0517(3) 0.3847(3) 0.0186(8) Uani 1 1 d . . . C46 C 0.9220(4) 0.0142(3) 0.3595(2) 0.0145(7) Uani 1 1 d . . . C47 C 1.1692(4) -0.0133(4) 0.3387(3) 0.0239(9) Uani 1 1 d . . . H47A H 1.1639 0.0112 0.2787 0.036 Uiso 1 1 calc R . . H47B H 1.1495 -0.1027 0.3239 0.036 Uiso 1 1 calc R . . H47C H 1.2628 0.0096 0.3838 0.036 Uiso 1 1 calc R . . O5 O 0.9300(3) 0.0405(3) 0.1105(2) 0.0278(6) Uani 1 1 d D . . H51 H 0.964(5) 0.121(3) 0.153(3) 0.043(14) Uiso 1 1 d D . . H52 H 0.840(4) 0.021(6) 0.117(5) 0.08(2) Uiso 1 1 d 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 Mo1 0.01274(18) 0.01916(18) 0.01781(17) 0.00513(13) 0.00503(13) -0.00011(13) S1 0.0167(5) 0.0251(5) 0.0204(5) 0.0060(4) 0.0092(4) 0.0066(4) S2 0.0184(5) 0.0167(4) 0.0229(5) 0.0070(4) 0.0039(4) 0.0001(4) O11 0.0196(15) 0.0225(14) 0.0304(15) 0.0058(12) 0.0025(12) -0.0025(11) O12 0.0188(15) 0.0386(17) 0.0243(14) 0.0127(12) 0.0121(12) 0.0041(12) O18 0.0185(14) 0.0170(13) 0.0201(13) 0.0058(10) 0.0088(11) 0.0058(10) O28 0.0147(14) 0.0163(13) 0.0204(13) 0.0028(10) 0.0067(10) 0.0026(10) O24 0.0135(13) 0.0170(13) 0.0222(13) 0.0034(10) 0.0065(11) 0.0012(10) 014 0.0176(14) 0.0187(13) 0.0220(13) 0.0064(11) 0.0080(11) 0.0039(11) C11 0.0120(18) 0.0193(18) 0.0160(17) 0.0011(14) 0.0023(14) 0.0005(14) C12 0.016(2) 0.0186(19) 0.025(2) 0.0041(15) 0.0041(16) 0.0066(15) C13 0.019(2) 0.0175(19) 0.028(2) 0.0062(16) 0.0079(16) 0.0056(16) C16 0.0131(18) 0.0144(17) 0.0151(17) 0.0008(14) 0.0017(14) 0.0003(14) C15 0.0164(19) 0.0126(17) 0.0162(17) -0.0007(14) 0.0031(15) -0.0012(14) C17 0.026(2) 0.0193(19) 0.032(2) 0.0058(16) 0.0174(18) 0.0077(17) C21 0.019(2) 0.0194(19) 0.0142(17) 0.0053(14) 0.0055(15) -0.0013(15) C22 0.021(2) 0.0182(19) 0.0195(18) 0.0062(15) 0.0070(15) 0.0075(15) C23 0.015(2) 0.023(2) 0.0218(19) 0.0074(16) 0.0057(15) 0.0068(16) C25 0.0142(19) 0.0230(19) 0.0144(17) 0.0041(14) 0.0062(14) 0.0044(15) C26 0.0149(19) 0.0201(18) 0.0127(17) 0.0050(14) 0.0066(14) 0.0046(15) C27 0.020(2) 0.0162(19) 0.025(2) 0.0003(15) 0.0110(16) 0.0019(15) Mo2 0.01456(18) 0.01351(17) 0.01913(18) 0.00174(12) 0.00650(13) 0.00231(12) S4 0.0173(5) 0.0160(4) 0.0244(5) 0.0002(4) 0.0092(4) 0.0018(4) S3 0.0141(5) 0.0194(5) 0.0338(5) 0.0029(4) 0.0075(4) 0.0010(4) O22 0.0250(15) 0.0155(13) 0.0286(15) 0.0027(11) 0.0118(12) 0.0023(11) O21 0.0240(15) 0.0220(14) 0.0215(14) 0.0020(11) 0.0081(11) 0.0049(11) O44 0.0179(14) 0.0193(14) 0.0256(14) -0.0023(11) 0.0064(11) -0.0016(11) O34 0.0244(16) 0.0283(15) 0.0247(14) 0.0117(12) 0.0083(12) 0.0122(12) O48 0.0175(14) 0.0128(12) 0.0185(13) 0.0011(10) 0.0053(10) 0.0040(10) O38 0.0176(14) 0.0171(13) 0.0255(14) 0.0081(11) 0.0066(11) 0.0027(11) C31 0.018(2) 0.0221(19) 0.0174(18) -0.0005(15) 0.0039(15) 0.0024(16) C32 0.016(2) 0.026(2) 0.024(2) -0.0003(16) 0.0010(16) 0.0069(16) C33 0.022(2) 0.035(2) 0.023(2) 0.0041(18) 0.0014(17) 0.0109(19) C35 0.028(2) 0.023(2) 0.0171(19) 0.0053(15) 0.0090(16) 0.0086(17) C36 0.021(2) 0.0221(19) 0.0164(18) 0.0047(15) 0.0052(15) 0.0041(16) C37 0.033(2) 0.025(2) 0.041(3) 0.0182(19) 0.022(2) 0.0100(18) C41 0.018(2) 0.0154(18) 0.0196(18) 0.0064(14) 0.0071(15) 0.0031(15) C42 0.022(2) 0.0163(18) 0.0207(19) 0.0008(15) 0.0092(16) 0.0006(15) C43 0.033(2) 0.0149(19) 0.023(2) -0.0041(15) 0.0080(18) -0.0015(17) C45 0.021(2) 0.0166(18) 0.0178(18) 0.0039(15) 0.0046(15) 0.0026(15) C46 0.018(2) 0.0127(17) 0.0120(17) 0.0026(13) 0.0042(14) 0.0042(14) C47 0.018(2) 0.024(2) 0.028(2) 0.0015(17) 0.0092(17) 0.0013(16) O5 0.0262(17) 0.0270(16) 0.0311(16) 0.0024(13) 0.0138(13) -0.0004(13) _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 O12 1.714(3) . ? Mo1 O11 1.718(3) . ? Mo1 O28 2.095(3) . ? Mo1 O18 2.127(2) . ? Mo1 S1 2.4832(10) . ? Mo1 S2 2.4993(10) . ? S1 C11 1.703(4) . ? S2 C21 1.705(4) . ? O18 C16 1.306(4) . ? O28 C26 1.316(4) . ? O24 C23 1.344(4) . ? O24 C25 1.359(4) . ? 014 C13 1.346(5) . ? 014 C15 1.346(4) . ? C11 C12 1.412(5) . ? C11 C16 1.427(5) . ? C12 C13 1.346(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C16 C15 1.384(5) . ? C15 C17 1.480(5) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C21 C22 1.413(5) . ? C21 C26 1.413(5) . ? C22 C23 1.344(6) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C25 C26 1.385(5) . ? C25 C27 1.476(5) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? Mo2 O21 1.708(3) . ? Mo2 O22 1.714(3) . ? Mo2 O48 1.975(3) . ? Mo2 O38 2.130(2) . ? Mo2 S3 2.4630(10) . ? Mo2 S4 2.7376(9) . ? S4 C41 1.682(4) . ? S3 C31 1.716(4) . ? O44 C43 1.345(5) . ? O44 C45 1.357(4) . ? O34 C33 1.335(5) . ? O34 C35 1.353(5) . ? O48 C46 1.337(4) . ? O38 C36 1.308(5) . ? C31 C32 1.404(5) . ? C31 C36 1.414(6) . ? C32 C33 1.347(6) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C35 C36 1.379(5) . ? C35 C37 1.467(6) . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C41 C42 1.424(5) . ? C41 C46 1.430(5) . ? C42 C43 1.339(6) . ? C42 H42 0.9300 . ? C43 H43 0.9300 . ? C45 C46 1.365(5) . ? C45 C47 1.483(5) . ? C47 H47A 0.9600 . ? C47 H47B 0.9600 . ? C47 H47C 0.9600 . ? O5 H51 0.95(2) . ? O5 H52 0.94(2) . ? 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 O12 Mo1 O11 102.62(14) . . ? O12 Mo1 O28 91.60(12) . . ? O11 Mo1 O28 158.55(12) . . ? O12 Mo1 O18 159.57(12) . . ? O11 Mo1 O18 90.65(12) . . ? O28 Mo1 O18 80.58(10) . . ? O12 Mo1 S1 84.00(10) . . ? O11 Mo1 S1 107.61(9) . . ? O28 Mo1 S1 89.59(7) . . ? O18 Mo1 S1 77.14(7) . . ? O12 Mo1 S2 109.08(9) . . ? O11 Mo1 S2 83.15(9) . . ? O28 Mo1 S2 77.01(7) . . ? O18 Mo1 S2 87.66(7) . . ? S1 Mo1 S2 161.26(3) . . ? C11 S1 Mo1 100.58(13) . . ? C21 S2 Mo1 99.46(13) . . ? C16 O18 Mo1 123.9(2) . . ? C26 O28 Mo1 123.3(2) . . ? C23 O24 C25 121.0(3) . . ? C13 014 C15 121.4(3) . . ? C12 C11 C16 118.3(3) . . ? C12 C11 S1 124.3(3) . . ? C16 C11 S1 117.4(3) . . ? C13 C12 C11 119.6(4) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? 014 C13 C12 121.5(3) . . ? 014 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? O18 C16 C15 121.8(3) . . ? O18 C16 C11 119.9(3) . . ? C15 C16 C11 118.3(3) . . ? 014 C15 C16 120.6(3) . . ? 014 C15 C17 113.6(3) . . ? C16 C15 C17 125.8(3) . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C22 C21 C26 118.5(3) . . ? C22 C21 S2 124.5(3) . . ? C26 C21 S2 117.0(3) . . ? C23 C22 C21 119.3(3) . . ? C23 C22 H22 120.3 . . ? C21 C22 H22 120.3 . . ? C22 C23 O24 122.0(3) . . ? C22 C23 H23 119.0 . . ? O24 C23 H23 119.0 . . ? O24 C25 C26 120.1(3) . . ? O24 C25 C27 115.6(3) . . ? C26 C25 C27 124.3(3) . . ? O28 C26 C25 120.6(3) . . ? O28 C26 C21 120.3(3) . . ? C25 C26 C21 119.0(3) . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O21 Mo2 O22 103.82(12) . . ? O21 Mo2 O48 96.88(12) . . ? O22 Mo2 O48 106.95(12) . . ? O21 Mo2 O38 90.59(11) . . ? O22 Mo2 O38 159.87(12) . . ? O48 Mo2 O38 84.75(10) . . ? O21 Mo2 S3 102.12(9) . . ? O22 Mo2 S3 85.28(10) . . ? O48 Mo2 S3 154.26(7) . . ? O38 Mo2 S3 77.90(7) . . ? O21 Mo2 S4 165.34(9) . . ? O22 Mo2 S4 90.36(9) . . ? O48 Mo2 S4 75.05(7) . . ? O38 Mo2 S4 76.65(7) . . ? S3 Mo2 S4 82.47(3) . . ? C41 S4 Mo2 94.71(13) . . ? C31 S3 Mo2 100.42(14) . . ? C43 O44 C45 120.0(3) . . ? C33 O34 C35 121.0(3) . . ? C46 O48 Mo2 128.9(2) . . ? C36 O38 Mo2 123.0(2) . . ? C32 C31 C36 118.6(4) . . ? C32 C31 S3 123.9(3) . . ? C36 C31 S3 117.5(3) . . ? C33 C32 C31 118.9(4) . . ? C33 C32 H32 120.6 . . ? C31 C32 H32 120.6 . . ? O34 C33 C32 122.3(4) . . ? O34 C33 H33 118.8 . . ? C32 C33 H33 118.8 . . ? O34 C35 C36 120.2(4) . . ? O34 C35 C37 114.5(3) . . ? C36 C35 C37 125.3(4) . . ? O38 C36 C35 120.8(4) . . ? O38 C36 C31 120.4(3) . . ? C35 C36 C31 118.7(4) . . ? C35 C37 H37A 109.5 . . ? C35 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C35 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C42 C41 C46 116.2(3) . . ? C42 C41 S4 124.9(3) . . ? C46 C41 S4 118.9(3) . . ? C43 C42 C41 119.5(4) . . ? C43 C42 H42 120.2 . . ? C41 C42 H42 120.2 . . ? C42 C43 O44 123.3(3) . . ? C42 C43 H43 118.4 . . ? O44 C43 H43 118.4 . . ? O44 C45 C46 120.3(3) . . ? O44 C45 C47 113.8(3) . . ? C46 C45 C47 125.8(3) . . ? O48 C46 C45 119.1(3) . . ? O48 C46 C41 120.2(3) . . ? C45 C46 C41 120.7(3) . . ? C45 C47 H47A 109.5 . . ? C45 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C45 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? H51 O5 H52 108(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 2.376 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.094 #=================================================================== data_LISA-4419-173 _database_code_depnum_ccdc_archive 'CCDC 656368' #=================================================================== #=================================================================== # 5. CHEMICAL DATA #=================================================================== _chemical_name_systematic ; ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 Mo2 O9 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H10 Mo2 O9 S2' _chemical_formula_weight 554.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' Mo Mo -1.6832 0.6857 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=================================================================== # 6. CRYSTAL DATA #=================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 21/n' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _cell_length_a 8.2509(1) _cell_length_b 13.9940(2) _cell_length_c 14.6426(2) _cell_angle_alpha 90 _cell_angle_beta 105.8518(6) _cell_angle_gamma 90 _cell_volume 1626.39(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(1) _cell_measurement_reflns_used 3102 _cell_measurement_theta_min 2.05 _cell_measurement_theta_max 25.32 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.263 _exptl_crystal_density_method none _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 1.845 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_T_max 0.833 _exptl_absorpt_process_details '(applied during the scaling procedure; Nonius, 2001b)' _exptl_special_details ; Diffractometer operator E. Herdtweck scanspeed 2 x 40 s per film repetition 1 dx 40 565 films measured in 10 data sets set 1: phi-scan with delta_phi = 2.0 set 2 to 10: omega-scans with delta_omega = 2.0 ; _publ_section_exptl_prep ; The crystal was fixed in a capillary with perfluorinated ether and transferred to the diffractometer. ; _publ_section_exptl_refinement ; Solution and refinements with the program WinGX; Farrugia (1999). Hydrogen atoms could not be located in the difference Fourier maps and were calculated in ideal positions (riding model). ; #=================================================================== # 7. EXPERIMENTAL DATA #=================================================================== _diffrn_ambient_temperature 173(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'NONIUS FR 591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ' \k-geometry diffractometer ' _diffrn_measurement_device_type ' Nonius \k-CCD diffractometer' _diffrn_measurement_method ' phi- and omega-rotation ' _diffrn_detector ' CCD plate ' _diffrn_detector_area_resol_mean 18 # 9 for binned mode _diffrn_standards_decay_% 0 # number of measured reflections (redundant set) _diffrn_reflns_number 40422 _diffrn_reflns_av_R_equivalents 0.034 _diffrn_reflns_av_sigmaI/netI 0.0165 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.32 _reflns_number_total 2963 _reflns_number_gt 2826 # number of observed reflections (> n sig(I)) _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Kappa-CCD Control Software (Nonius, 2001a)' _computing_cell_refinement 'DENZO (Nonius, 2001b)' _computing_data_reduction 'DENZO (Nonius, 2001b)' _computing_structure_solution 'SIR92 (Altomare, 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2007)' _computing_publication_material 'PLATON (Spek, 2007)' #=================================================================== # 8. REFINEMENT DATA #=================================================================== _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0116P)^2^+1.7030P] 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 0.00071(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2963 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0181 _refine_ls_R_factor_gt 0.0164 _refine_ls_wR_factor_ref 0.0407 _refine_ls_wR_factor_gt 0.0401 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.139 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.300 _refine_diff_density_min -0.308 _refine_diff_density_rms 0.060 #=================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS #=================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Mo1 Mo Uani 0.58082(2) 0.32020(1) 0.29920(1) 1.000 0.0164(1) . . Mo2 Mo Uani 0.25841(2) 0.25148(1) 0.36184(1) 1.000 0.0165(1) . . S1 S Uani 0.72983(7) 0.18810(4) 0.24391(4) 1.000 0.0212(2) . . S2 S Uani 0.19903(7) 0.07933(4) 0.33218(4) 1.000 0.0205(2) . . O1 O Uani 0.5932(2) 0.40730(11) 0.22107(11) 1.000 0.0253(5) . . O2 O Uani 0.75375(19) 0.33840(11) 0.39312(11) 1.000 0.0227(5) . . O3 O Uani 0.39587(18) 0.35688(10) 0.34687(10) 1.000 0.0186(4) . . O4 O Uani 0.06913(19) 0.27569(11) 0.28297(11) 1.000 0.0248(5) . . O5 O Uani 0.2246(2) 0.26660(12) 0.46999(11) 1.000 0.0262(5) . . O14 O Uani 0.2884(2) 0.01975(11) 0.07784(11) 1.000 0.0230(5) . . O18 O Uani 0.37428(18) 0.23756(10) 0.21313(10) 1.000 0.0179(5) . . O24 O Uani 0.7244(2) -0.03367(11) 0.42720(11) 1.000 0.0235(5) . . O28 O Uani 0.50561(18) 0.19066(10) 0.40342(10) 1.000 0.0179(4) . . C11 C Uani 0.5617(3) 0.12177(15) 0.18137(14) 1.000 0.0176(6) . . C12 C Uani 0.5824(3) 0.03204(16) 0.14290(16) 1.000 0.0232(7) . . C13 C Uani 0.4452(3) -0.01644(17) 0.09393(16) 1.000 0.0249(7) . . C15 C Uani 0.2626(3) 0.10502(16) 0.11531(15) 1.000 0.0199(6) . . C16 C Uani 0.3970(3) 0.15632(15) 0.17044(14) 1.000 0.0165(6) . . C17 C Uani 0.0834(3) 0.13430(19) 0.08916(17) 1.000 0.0298(8) . . C21 C Uani 0.3998(3) 0.03373(15) 0.36681(14) 1.000 0.0179(6) . . C22 C Uani 0.4356(3) -0.06426(16) 0.36036(15) 1.000 0.0230(7) . . C23 C Uani 0.5968(3) -0.09379(17) 0.38902(16) 1.000 0.0272(7) . . C25 C Uani 0.6973(3) 0.06145(16) 0.43455(15) 1.000 0.0198(6) . . C26 C Uani 0.5353(3) 0.09718(15) 0.40144(14) 1.000 0.0164(6) . . C27 C Uani 0.8506(3) 0.11567(18) 0.48184(17) 1.000 0.0275(8) . . H121 H Uiso 0.69180 0.00590 0.15130 1.000 0.0280 calc R H131 H Uiso 0.45930 -0.07810 0.07000 1.000 0.0300 calc R H171 H Uiso 0.01790 0.09180 0.03940 0.500 0.0450 calc R H172 H Uiso 0.07350 0.20020 0.06570 0.500 0.0450 calc R H173 H Uiso 0.04020 0.13020 0.14510 0.500 0.0450 calc R H174 H Uiso 0.06980 0.18970 0.12740 0.500 0.0450 calc R H175 H Uiso 0.01430 0.08130 0.10110 0.500 0.0450 calc R H176 H Uiso 0.04750 0.15130 0.02170 0.500 0.0450 calc R H221 H Uiso 0.34730 -0.10870 0.33610 1.000 0.0280 calc R H231 H Uiso 0.62120 -0.15930 0.38210 1.000 0.0330 calc R H271 H Uiso 0.93620 0.10580 0.44770 1.000 0.0410 calc R H272 H Uiso 0.89400 0.09340 0.54740 1.000 0.0410 calc R H273 H Uiso 0.82340 0.18380 0.48170 1.000 0.0410 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.0151(1) 0.0139(1) 0.0198(1) 0.0003(1) 0.0039(1) -0.0023(1) Mo2 0.0139(1) 0.0152(1) 0.0202(1) 0.0019(1) 0.0043(1) 0.0008(1) S1 0.0144(3) 0.0229(3) 0.0261(3) -0.0020(2) 0.0051(2) -0.0001(2) S2 0.0181(3) 0.0186(3) 0.0239(3) 0.0014(2) 0.0043(2) -0.0044(2) O1 0.0261(9) 0.0224(9) 0.0276(9) 0.0052(7) 0.0079(7) -0.0013(7) O2 0.0203(8) 0.0206(8) 0.0256(8) -0.0015(7) 0.0034(7) -0.0054(7) O3 0.0196(8) 0.0128(7) 0.0241(8) -0.0017(6) 0.0069(6) -0.0003(6) O4 0.0170(8) 0.0234(9) 0.0320(9) 0.0057(7) 0.0034(7) 0.0004(7) O5 0.0280(9) 0.0266(9) 0.0263(9) 0.0015(7) 0.0113(7) 0.0031(7) O14 0.0291(9) 0.0191(8) 0.0216(8) -0.0026(6) 0.0085(7) -0.0059(7) O18 0.0158(8) 0.0169(8) 0.0199(8) -0.0017(6) 0.0029(6) 0.0003(6) O24 0.0273(9) 0.0222(8) 0.0206(8) 0.0027(6) 0.0061(7) 0.0094(7) O28 0.0164(8) 0.0137(7) 0.0222(8) 0.0005(6) 0.0027(6) 0.0006(6) C11 0.0200(11) 0.0184(11) 0.0152(10) 0.0027(8) 0.0063(9) -0.0011(9) C12 0.0259(13) 0.0202(12) 0.0251(12) 0.0019(9) 0.0097(10) 0.0042(10) C13 0.0375(14) 0.0168(11) 0.0234(12) -0.0006(9) 0.0136(10) -0.0008(10) C15 0.0230(12) 0.0206(11) 0.0158(10) 0.0016(9) 0.0048(9) -0.0026(9) C16 0.0195(11) 0.0157(10) 0.0144(10) 0.0019(8) 0.0049(8) -0.0001(9) C17 0.0197(12) 0.0396(15) 0.0260(12) -0.0041(11) -0.0008(10) -0.0035(11) C21 0.0260(12) 0.0180(11) 0.0111(10) 0.0020(8) 0.0076(9) 0.0005(9) C22 0.0357(14) 0.0166(11) 0.0175(11) -0.0005(9) 0.0088(10) -0.0024(10) C23 0.0439(15) 0.0164(11) 0.0223(12) 0.0009(9) 0.0109(11) 0.0058(11) C25 0.0246(12) 0.0200(11) 0.0154(10) 0.0032(9) 0.0067(9) 0.0052(9) C26 0.0204(11) 0.0170(11) 0.0125(10) 0.0021(8) 0.0058(8) 0.0015(9) C27 0.0196(12) 0.0313(14) 0.0279(13) 0.0041(10) 0.0002(10) 0.0035(10) #================================================================== # 10. MOLECULAR GEOMETRY #=================================================================== loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 S1 2.4755(6) . . yes Mo1 O1 1.6937(16) . . yes Mo1 O2 1.7088(16) . . yes Mo1 O3 1.9135(15) . . yes Mo1 O18 2.1579(15) . . yes Mo2 S2 2.4731(6) . . yes Mo2 O3 1.9094(15) . . yes Mo2 O4 1.7036(16) . . yes Mo2 O5 1.6946(16) . . yes Mo2 O28 2.1393(15) . . yes S1 C11 1.712(2) . . yes S2 C21 1.717(3) . . yes O14 C13 1.349(3) . . yes O14 C15 1.354(3) . . yes O18 C16 1.335(3) . . yes O24 C23 1.344(3) . . yes O24 C25 1.359(3) . . yes O28 C26 1.333(3) . . yes C11 C12 1.406(3) . . no C11 C16 1.410(4) . . no C12 C13 1.346(3) . . no C15 C16 1.381(3) . . no C15 C17 1.480(4) . . no C21 C22 1.411(3) . . no C21 C26 1.409(3) . . no C22 C23 1.346(4) . . no C25 C26 1.385(3) . . no C25 C27 1.475(3) . . no C12 H121 0.9503 . . no C13 H131 0.9503 . . no C17 H171 0.9806 . . no C17 H172 0.9797 . . no C17 H173 0.9802 . . no C17 H174 0.9806 . . no C17 H175 0.9799 . . no C17 H176 0.9799 . . no C22 H221 0.9499 . . no C23 H231 0.9499 . . no C27 H271 0.9801 . . no C27 H272 0.9793 . . no C27 H273 0.9793 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Mo1 O1 100.93(6) . . . yes S1 Mo1 O2 89.68(5) . . . yes S1 Mo1 O3 146.77(5) . . . yes S1 Mo1 O18 78.01(4) . . . yes O1 Mo1 O2 104.19(8) . . . yes O1 Mo1 O3 104.75(7) . . . yes O1 Mo1 O18 100.07(7) . . . yes O2 Mo1 O3 103.90(7) . . . yes O2 Mo1 O18 154.49(6) . . . yes O3 Mo1 O18 77.03(6) . . . yes S2 Mo2 O3 145.87(5) . . . yes S2 Mo2 O4 88.49(5) . . . yes S2 Mo2 O5 102.15(6) . . . yes S2 Mo2 O28 77.89(4) . . . yes O3 Mo2 O4 103.41(7) . . . yes O3 Mo2 O5 105.39(7) . . . yes O3 Mo2 O28 77.88(6) . . . yes O4 Mo2 O5 104.73(8) . . . yes O4 Mo2 O28 153.93(7) . . . yes O5 Mo2 O28 99.86(7) . . . yes Mo1 S1 C11 100.23(8) . . . yes Mo2 S2 C21 100.44(8) . . . yes Mo1 O3 Mo2 113.11(7) . . . yes C13 O14 C15 120.63(19) . . . yes Mo1 O18 C16 122.71(14) . . . yes C23 O24 C25 121.26(19) . . . yes Mo2 O28 C26 123.43(14) . . . yes S1 C11 C12 121.96(19) . . . yes S1 C11 C16 119.34(16) . . . yes C12 C11 C16 118.7(2) . . . no C11 C12 C13 119.1(2) . . . no O14 C13 C12 122.1(2) . . . yes O14 C15 C16 120.3(2) . . . yes O14 C15 C17 113.3(2) . . . yes C16 C15 C17 126.4(2) . . . no O18 C16 C11 119.6(2) . . . yes O18 C16 C15 121.6(2) . . . yes C11 C16 C15 118.9(2) . . . no S2 C21 C22 122.95(18) . . . yes S2 C21 C26 118.59(17) . . . yes C22 C21 C26 118.4(2) . . . no C21 C22 C23 119.0(2) . . . no O24 C23 C22 122.2(2) . . . yes O24 C25 C26 119.3(2) . . . yes O24 C25 C27 113.7(2) . . . yes C26 C25 C27 126.9(2) . . . no O28 C26 C21 119.6(2) . . . yes O28 C26 C25 120.8(2) . . . yes C21 C26 C25 119.6(2) . . . no C11 C12 H121 120.47 . . . no C13 C12 H121 120.38 . . . no O14 C13 H131 118.99 . . . no C12 C13 H131 118.95 . . . no C15 C17 H171 109.46 . . . no C15 C17 H172 109.45 . . . no C15 C17 H173 109.46 . . . no C15 C17 H174 109.46 . . . no C15 C17 H175 109.45 . . . no C15 C17 H176 109.48 . . . no H171 C17 H172 109.52 . . . no H171 C17 H173 109.45 . . . no H171 C17 H174 141.08 . . . no H171 C17 H175 56.22 . . . no H171 C17 H176 56.27 . . . no H172 C17 H173 109.49 . . . no H172 C17 H174 56.25 . . . no H172 C17 H175 141.10 . . . no H172 C17 H176 56.27 . . . no H173 C17 H174 56.26 . . . no H173 C17 H175 56.25 . . . no H173 C17 H176 141.06 . . . no H174 C17 H175 109.49 . . . no H174 C17 H176 109.48 . . . no H175 C17 H176 109.46 . . . no C21 C22 H221 120.53 . . . no C23 C22 H221 120.49 . . . no O24 C23 H231 118.92 . . . no C22 C23 H231 118.90 . . . no C25 C27 H271 109.45 . . . no C25 C27 H272 109.48 . . . no C25 C27 H273 109.46 . . . no H271 C27 H272 109.49 . . . no H271 C27 H273 109.44 . . . no H272 C27 H273 109.52 . . . no # End of Crystallographic Information File #=================================================================== data_LISB-4420-173 _database_code_depnum_ccdc_archive 'CCDC 664272' #=================================================================== #=================================================================== # 5. CHEMICAL DATA #=================================================================== _chemical_name_systematic ; ; _chemical_name_common ? _chemical_formula_moiety 'C12 H10 Mo2 O9 S2' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C12 H10 Mo2 O9 S2' _chemical_formula_weight 554.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' Mo Mo -1.6832 0.6857 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=================================================================== # 6. CRYSTAL DATA #=================================================================== _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,y,1/2-z 3 -x,-y,-z 4 x,-y,1/2+z 5 1/2+x,1/2+y,z 6 1/2-x,1/2+y,1/2-z 7 1/2-x,1/2-y,-z 8 1/2+x,1/2-y,1/2+z _cell_length_a 31.3625(3) _cell_length_b 8.8600(1) _cell_length_c 12.3099(1) _cell_angle_alpha 90 _cell_angle_beta 108.7833(6) _cell_angle_gamma 90 _cell_volume 3238.40(6) _cell_formula_units_Z 8 _cell_measurement_temperature 173(1) _cell_measurement_reflns_used 3170 _cell_measurement_theta_min 1.37 _cell_measurement_theta_max 25.33 _exptl_crystal_description fragment _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 2.273 _exptl_crystal_density_method none _exptl_crystal_F_000 2160 _exptl_absorpt_coefficient_mu 1.853 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.823 _exptl_absorpt_correction_T_max 0.913 _exptl_absorpt_process_details '(applied during the scaling procedure; Nonius, 2001b)' _exptl_special_details ; Diffractometer operator E. Herdtweck scanspeed 2 x 30 s per film repetition 1 dx 40 530 films measured in 9 data sets set 1: phi-scan with delta_phi = 2.0 set 2 to 9: omega-scans with delta_omega = 2.0 ; _publ_section_exptl_prep ; The crystal was fixed in a capillary with perfluorinated ether and transferred to the diffractometer. ; _publ_section_exptl_refinement ; Solution and refinements with the program WinGX; Farrugia (1999). Hydrogen atoms could be located in the difference Fourier maps and were allowed to refine freely. ; #=================================================================== # 7. EXPERIMENTAL DATA #=================================================================== _diffrn_ambient_temperature 173(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'NONIUS FR 591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ' \k-geometry diffractometer ' _diffrn_measurement_device_type ' Nonius \k-CCD diffractometer' _diffrn_measurement_method ' phi- and omega-rotation ' _diffrn_detector ' CCD plate ' _diffrn_detector_area_resol_mean 18 # 9 for binned mode _diffrn_standards_decay_% 0 # number of measured reflections (redundant set) _diffrn_reflns_number 37862 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 25.33 _reflns_number_total 2966 _reflns_number_gt 2682 # number of observed reflections (> n sig(I)) _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Kappa-CCD Control Software (Nonius, 2001a)' _computing_cell_refinement 'DENZO (Nonius, 2001b)' _computing_data_reduction 'DENZO (Nonius, 2001b)' _computing_structure_solution 'SIR92 (Altomare, 1994)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1998)' _computing_molecular_graphics 'PLATON (Spek, 2007)' _computing_publication_material 'PLATON (Spek, 2007)' #=================================================================== # 8. REFINEMENT DATA #=================================================================== _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating R_factor_obs 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 sigma _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0167P)^2^+7.8083P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2966 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0204 _refine_ls_wR_factor_ref 0.0476 _refine_ls_wR_factor_gt 0.0457 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.349 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.074 #=================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS #=================================================================== loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Mo1 Mo Uani 0.08994(1) 0.63263(2) 0.09450(2) 1.000 0.0173(1) . . Mo2 Mo Uani 0.16212(1) 0.89080(3) 0.17615(2) 1.000 0.0179(1) . . S1 S Uani 0.06601(2) 0.53501(7) 0.25437(6) 1.000 0.0205(2) . . S2 S Uani 0.17941(2) 0.94526(7) 0.38286(6) 1.000 0.0206(2) . . O1 O Uani 0.03943(6) 0.6439(2) -0.01127(16) 1.000 0.0228(6) . . O2 O Uani 0.10929(6) 0.4571(2) 0.07957(16) 1.000 0.0242(6) . . O3 O Uani 0.12756(6) 0.7715(2) 0.04878(14) 1.000 0.0201(6) . . O4 O Uani 0.14268(7) 1.0706(2) 0.14749(16) 1.000 0.0250(6) . . O5 O Uani 0.21477(6) 0.8975(2) 0.16546(16) 1.000 0.0258(6) . . O14 O Uani 0.04148(6) 0.9726(2) 0.40490(15) 1.000 0.0212(6) . . O18 O Uani 0.08452(6) 0.83573(19) 0.18546(14) 1.000 0.0170(5) . . O24 O Uani 0.19926(6) 0.4754(2) 0.52065(15) 1.000 0.0214(6) . . O28 O Uani 0.16385(6) 0.6684(2) 0.24900(15) 1.000 0.0192(5) . . C11 C Uani 0.05681(8) 0.7005(3) 0.3150(2) 1.000 0.0168(8) . . C12 C Uani 0.03803(9) 0.7067(3) 0.4044(2) 1.000 0.0185(8) . . C13 C Uani 0.03155(10) 0.8410(3) 0.4464(2) 1.000 0.0230(9) . . C15 C Uani 0.05928(9) 0.9726(3) 0.3175(2) 1.000 0.0178(8) . . C16 C Uani 0.06766(8) 0.8382(3) 0.2718(2) 1.000 0.0159(8) . . C17 C Uani 0.06631(11) 1.1261(3) 0.2795(3) 1.000 0.0222(9) . . C21 C Uani 0.18762(9) 0.7655(3) 0.4386(2) 1.000 0.0177(8) . . C22 C Uani 0.20387(9) 0.7361(3) 0.5571(2) 1.000 0.0211(9) . . C23 C Uani 0.20876(10) 0.5921(3) 0.5932(3) 1.000 0.0239(9) . . C25 C Uani 0.18371(9) 0.4970(3) 0.4054(2) 1.000 0.0183(8) . . C26 C Uani 0.17773(9) 0.6419(3) 0.3619(2) 1.000 0.0170(8) . . C27 C Uani 0.17633(11) 0.3531(3) 0.3417(3) 1.000 0.0232(9) . . H121 H Uiso 0.0306(9) 0.624(3) 0.430(2) 1.000 0.008(7) . . H131 H Uiso 0.0186(10) 0.855(3) 0.504(3) 1.000 0.026(8) . . H171 H Uiso 0.0834(11) 1.127(3) 0.227(3) 1.000 0.039(9) . . H172 H Uiso 0.0801(11) 1.179(4) 0.338(3) 1.000 0.034(9) . . H173 H Uiso 0.0373(12) 1.174(4) 0.241(3) 1.000 0.045(10) . . H221 H Uiso 0.2108(9) 0.806(3) 0.607(2) 1.000 0.012(7) . . H231 H Uiso 0.2188(9) 0.563(3) 0.666(3) 1.000 0.018(7) . . H271 H Uiso 0.1617(10) 0.287(3) 0.376(2) 1.000 0.027(8) . . H272 H Uiso 0.2063(12) 0.314(4) 0.343(3) 1.000 0.041(9) . . H273 H Uiso 0.1579(11) 0.370(3) 0.262(3) 1.000 0.034(9) . . 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 0.0184(1) 0.0173(1) 0.0167(1) -0.0039(1) 0.0063(1) -0.0010(1) Mo2 0.0194(1) 0.0186(1) 0.0167(1) 0.0008(1) 0.0071(1) -0.0027(1) S1 0.0250(4) 0.0136(3) 0.0253(4) 0.0001(3) 0.0114(3) -0.0010(3) S2 0.0254(4) 0.0169(3) 0.0197(3) -0.0027(3) 0.0074(3) -0.0012(3) O1 0.0203(10) 0.0247(10) 0.0236(10) -0.0043(8) 0.0072(9) 0.0004(8) O2 0.0227(10) 0.0222(10) 0.0271(10) -0.0075(8) 0.0072(9) 0.0006(8) O3 0.0214(10) 0.0249(10) 0.0151(9) -0.0009(8) 0.0075(8) -0.0005(8) O4 0.0283(11) 0.0199(10) 0.0284(11) 0.0035(8) 0.0113(9) -0.0027(8) O5 0.0221(11) 0.0337(12) 0.0221(10) -0.0004(8) 0.0077(9) -0.0036(9) O14 0.0259(11) 0.0203(10) 0.0199(10) -0.0002(8) 0.0108(8) 0.0012(8) O18 0.0202(10) 0.0160(9) 0.0170(9) -0.0019(7) 0.0091(8) -0.0009(8) O24 0.0221(10) 0.0220(10) 0.0208(10) 0.0020(8) 0.0079(8) -0.0009(8) O28 0.0240(10) 0.0174(9) 0.0157(9) -0.0002(7) 0.0059(8) -0.0009(8) C11 0.0142(14) 0.0179(13) 0.0156(13) 0.0015(10) 0.0011(11) 0.0001(11) C12 0.0169(14) 0.0192(14) 0.0184(14) 0.0068(11) 0.0042(11) 0.0010(11) C13 0.0234(16) 0.0302(16) 0.0177(14) 0.0027(12) 0.0100(13) 0.0013(12) C15 0.0168(13) 0.0207(14) 0.0164(13) -0.0003(11) 0.0059(11) -0.0005(11) C16 0.0151(14) 0.0166(13) 0.0142(13) -0.0004(10) 0.0024(11) -0.0001(10) C17 0.0295(18) 0.0146(14) 0.0239(16) -0.0025(12) 0.0105(14) -0.0022(13) C21 0.0152(14) 0.0198(14) 0.0203(13) -0.0005(11) 0.0090(11) -0.0008(11) C22 0.0195(15) 0.0264(16) 0.0186(14) -0.0059(13) 0.0079(12) -0.0010(12) C23 0.0196(15) 0.0351(17) 0.0163(15) 0.0026(13) 0.0049(12) 0.0017(13) C25 0.0172(14) 0.0214(14) 0.0182(14) -0.0007(11) 0.0084(11) -0.0001(11) C26 0.0133(13) 0.0224(14) 0.0168(14) -0.0007(11) 0.0069(11) -0.0016(11) C27 0.0253(17) 0.0185(14) 0.0274(17) 0.0027(12) 0.0107(14) -0.0009(12) #================================================================== # 10. MOLECULAR GEOMETRY #=================================================================== loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 S1 2.4770(7) . . yes Mo1 O1 1.6990(19) . . yes Mo1 O2 1.7007(18) . . yes Mo1 O3 1.9106(19) . . yes Mo1 O18 2.1548(17) . . yes Mo1 O28 2.5003(19) . . yes Mo2 S2 2.4725(7) . . yes Mo2 O3 1.9121(17) . . yes Mo2 O4 1.7016(18) . . yes Mo2 O5 1.699(2) . . yes Mo2 O18 2.521(2) . . yes Mo2 O28 2.1584(18) . . yes S1 C11 1.711(3) . . yes S2 C21 1.720(3) . . yes O14 C13 1.349(3) . . yes O14 C15 1.362(3) . . yes O18 C16 1.331(3) . . yes O24 C23 1.336(4) . . yes O24 C25 1.357(3) . . yes O28 C26 1.337(3) . . yes C11 C12 1.407(4) . . no C11 C16 1.416(4) . . no C12 C13 1.339(4) . . no C15 C16 1.378(4) . . no C15 C17 1.478(4) . . no C21 C22 1.406(3) . . no C21 C26 1.414(4) . . no C22 C23 1.344(4) . . no C25 C26 1.380(4) . . no C25 C27 1.476(4) . . no C12 H121 0.86(3) . . no C13 H131 0.93(3) . . no C17 H171 0.96(4) . . no C17 H172 0.85(4) . . no C17 H173 0.98(4) . . no C22 H221 0.85(3) . . no C23 H231 0.89(3) . . no C27 H271 0.93(3) . . no C27 H272 1.00(4) . . no C27 H273 0.98(3) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Mo1 O1 100.55(7) . . . yes S1 Mo1 O2 88.65(7) . . . yes S1 Mo1 O3 146.38(5) . . . yes S1 Mo1 O18 77.52(5) . . . yes S1 Mo1 O28 83.33(5) . . . yes O1 Mo1 O2 104.36(9) . . . yes O1 Mo1 O3 104.37(8) . . . yes O1 Mo1 O18 97.99(8) . . . yes O1 Mo1 O28 169.35(7) . . . yes O2 Mo1 O3 106.34(9) . . . yes O2 Mo1 O18 155.56(8) . . . yes O2 Mo1 O28 85.55(8) . . . yes O3 Mo1 O18 76.99(7) . . . yes O3 Mo1 O28 68.49(7) . . . yes O18 Mo1 O28 73.01(6) . . . yes S2 Mo2 O3 146.14(6) . . . yes S2 Mo2 O4 88.62(7) . . . yes S2 Mo2 O5 100.16(7) . . . yes S2 Mo2 O18 83.45(4) . . . yes S2 Mo2 O28 77.45(5) . . . yes O3 Mo2 O4 106.07(9) . . . yes O3 Mo2 O5 105.32(9) . . . yes O3 Mo2 O18 68.26(7) . . . yes O3 Mo2 O28 76.57(7) . . . yes O4 Mo2 O5 104.09(10) . . . yes O4 Mo2 O18 84.49(9) . . . yes O4 Mo2 O28 154.19(9) . . . yes O5 Mo2 O18 170.69(7) . . . yes O5 Mo2 O28 99.73(8) . . . yes O18 Mo2 O28 72.53(7) . . . yes Mo1 S1 C11 100.61(9) . . . yes Mo2 S2 C21 100.65(8) . . . yes Mo1 O3 Mo2 110.81(8) . . . yes C13 O14 C15 120.2(2) . . . yes Mo1 O18 Mo2 84.21(6) . . . yes Mo1 O18 C16 123.14(16) . . . yes Mo2 O18 C16 132.13(15) . . . yes C23 O24 C25 121.2(2) . . . yes Mo1 O28 Mo2 84.64(6) . . . yes Mo1 O28 C26 132.88(17) . . . yes Mo2 O28 C26 123.27(16) . . . yes S1 C11 C12 123.1(2) . . . yes S1 C11 C16 118.68(19) . . . yes C12 C11 C16 118.2(2) . . . no C11 C12 C13 119.4(3) . . . no O14 C13 C12 122.7(2) . . . yes O14 C15 C16 120.2(2) . . . yes O14 C15 C17 113.0(2) . . . yes C16 C15 C17 126.8(3) . . . no O18 C16 C11 119.4(2) . . . yes O18 C16 C15 121.2(2) . . . yes C11 C16 C15 119.4(2) . . . no S2 C21 C22 122.9(2) . . . yes S2 C21 C26 118.57(18) . . . yes C22 C21 C26 118.5(2) . . . no C21 C22 C23 118.9(3) . . . no O24 C23 C22 122.5(3) . . . yes O24 C25 C26 119.7(2) . . . yes O24 C25 C27 112.1(2) . . . yes C26 C25 C27 128.2(2) . . . no O28 C26 C21 119.1(2) . . . yes O28 C26 C25 121.7(2) . . . yes C21 C26 C25 119.2(2) . . . no C11 C12 H121 119.0(18) . . . no C13 C12 H121 121.6(18) . . . no O14 C13 H131 112.5(17) . . . no C12 C13 H131 124.7(17) . . . no C15 C17 H171 113.1(16) . . . no C15 C17 H172 109(2) . . . no C15 C17 H173 110(2) . . . no H171 C17 H172 109(3) . . . no H171 C17 H173 108(3) . . . no H172 C17 H173 108(3) . . . no C21 C22 H221 122.5(17) . . . no C23 C22 H221 118.5(17) . . . no O24 C23 H231 112.4(18) . . . no C22 C23 H231 125.2(18) . . . no C25 C27 H271 108.7(16) . . . no C25 C27 H272 108(2) . . . no C25 C27 H273 110.0(16) . . . no H271 C27 H272 112(3) . . . no H271 C27 H273 110(3) . . . no H272 C27 H273 109(3) . . . no # End of Crystallographic Information File