#------------------------------------------------------------------------------ #$Date: 2026-03-04 22:04:27 +0000 (Wed, 04 Mar 2026) $ #$Revision: 304788 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064327.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_7064327 loop_ _publ_author_name Nafisa, 'Rana, Lata' 'Mahiya, Kuldeep' _publ_section_title ; Catalytic oxidation of tetralin by dioxomolybdenum complexes: design, synthesis, characterization and DFT investigations ; _journal_issue 2 _journal_name_full 'New Journal of Chemistry' _journal_page_first 798 _journal_page_last 809 _journal_paper_doi 10.1039/D5NJ04083C _journal_volume 50 _journal_year 2026 _chemical_formula_moiety 'C19 H22 Mo N2 O8 S' _chemical_formula_sum 'C19 H22 Mo N2 O8 S' _chemical_formula_weight 534.38 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-06-27 _audit_creation_method ; Olex2 1.5 (compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254) ; _audit_update_record ; 2025-10-12 deposited with the CCDC. 2025-12-09 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 93.2880(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.21100(10) _cell_length_b 8.01890(10) _cell_length_c 29.0172(2) _cell_measurement_reflns_used 14904 _cell_measurement_temperature 293 _cell_measurement_theta_max 67.9300 _cell_measurement_theta_min 3.0360 _cell_volume 2139.74(4) _computing_cell_refinement 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _computing_data_collection 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _computing_data_reduction 'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 293 _diffrn_detector 'Hybrid Pixel Array Detector' _diffrn_detector_area_resol_mean 10.0000 _diffrn_detector_type HyPix3000 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -68.00 28.00 0.50 0.20 -- -40.83 77.00-120.00 192 2 \w -28.00 31.00 0.50 0.20 -- -40.83 21.00 -30.00 118 3 \w -28.00 31.00 0.50 0.20 -- -40.83 21.00 60.00 118 4 \w -37.00 27.00 0.50 0.20 -- -40.83 32.00 90.00 128 5 \w -37.00 27.00 0.50 0.20 -- -40.83 32.00 150.00 128 6 \w 71.00 169.00 0.50 0.50 -- 96.04 17.00 120.00 196 7 \w 95.00 160.00 0.50 0.50 -- 96.04 124.00 121.00 130 8 \w 81.00 164.00 0.50 0.50 -- 96.04 145.00 90.00 166 9 \w 105.00 170.00 0.50 0.50 -- 96.04 96.00 90.00 130 10 \w 99.00 160.00 0.50 0.50 -- 96.04 117.00 -30.00 122 11 \w 79.00 164.00 0.50 0.50 -- 96.04 147.00 -72.00 170 12 \w 99.00 160.00 0.50 0.50 -- 96.04 117.00-150.00 122 13 \w 14.00 110.00 0.50 0.20 -- 40.83 77.00 -90.00 192 14 \w 21.00 108.00 0.50 0.20 -- 40.83 54.00-120.00 174 15 \w 21.00 108.00 0.50 0.20 -- 40.83 54.00-180.00 174 16 \w 14.00 110.00 0.50 0.20 -- 40.83 77.00 0.00 192 17 \w 14.00 110.00 0.50 0.20 -- 40.83 77.00 90.00 192 18 \w -35.00 24.00 0.50 0.20 -- 40.83 -11.00 90.00 118 19 \w 28.00 83.00 0.50 0.50 -- 96.04 -68.00 90.00 110 20 \w 29.00 57.00 0.50 0.50 -- 96.04 -50.00 30.00 56 21 \w -35.00 24.00 0.50 0.20 -- 40.83 -11.00 -90.00 118 22 \w 29.00 57.00 0.50 0.50 -- 96.04 -50.00-180.00 56 23 \w 29.00 57.00 0.50 0.50 -- 96.04 -50.00-150.00 56 24 \w 27.00 105.00 0.50 0.50 -- 96.04 -77.00-150.00 156 25 \w 45.00 106.00 0.50 0.20 -- 40.83-147.00-121.00 122 26 \w 23.00 106.00 0.50 0.50 -- 96.04 -96.00-180.00 166 27 \w 45.00 128.00 0.50 0.50 -- 96.04-147.00-121.00 166 28 \w 23.00 106.00 0.50 0.50 -- 96.04 -96.00 60.00 166 29 \w 32.00 110.00 0.50 0.50 -- 96.04-117.00 90.00 156 30 \w 33.00 111.00 0.50 0.50 -- 96.04-124.00 43.00 156 31 \w 33.00 89.00 0.50 0.20 -- 40.83-124.00 43.00 112 32 \w -108.00 -17.00 0.50 0.20 -- -40.83 -65.00 90.00 182 33 \w -108.00 -21.00 0.50 0.20 -- -40.83 -54.00 -90.00 174 34 \w -108.00 -21.00 0.50 0.20 -- -40.83 -54.00 -30.00 174 35 \w -107.00 -24.00 0.50 0.20 -- -40.83 -43.00 0.00 166 36 \w -156.00 -83.00 0.50 0.50 -- -82.50 -96.00 90.00 146 37 \w -108.00 -57.00 0.50 0.20 -- -40.83-147.00-121.00 102 38 \w -151.00 -57.00 0.50 0.50 -- -82.50-147.00-121.00 188 39 \w -147.00 -73.00 0.50 0.50 -- -82.50-124.00 43.00 148 40 \w -47.00 -15.00 0.50 0.50 -- -82.50 42.00 -30.00 64 41 \w -103.00 -24.00 0.50 0.20 -- -40.83 147.00 -72.00 158 42 \w -86.00 -11.00 0.50 0.20 -- -40.83 124.00 121.00 150 43 \w -85.00 -18.00 0.50 0.50 -- -82.50 124.00 121.00 134 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix3000' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.1533479000 _diffrn_orient_matrix_UB_12 0.0238408000 _diffrn_orient_matrix_UB_13 -0.0175723000 _diffrn_orient_matrix_UB_21 -0.0138051000 _diffrn_orient_matrix_UB_22 0.1900161000 _diffrn_orient_matrix_UB_23 0.0062591000 _diffrn_orient_matrix_UB_31 0.0660776000 _diffrn_orient_matrix_UB_32 -0.0154600000 _diffrn_orient_matrix_UB_33 0.0497887000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_unetI/netI 0.0208 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 21524 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.070 _diffrn_reflns_theta_min 3.051 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 6.369 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.49005 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear pinkish orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier pinkish _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.659 _exptl_crystal_description block _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.267 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.050 _refine_ls_extinction_coef 0.00054(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2019/2 (Sheldrick 2019)' _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 286 _refine_ls_number_reflns 3882 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.060 _refine_ls_R_factor_all 0.0284 _refine_ls_R_factor_gt 0.0246 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0311P)^2^+1.0146P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.0654 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3441 _reflns_number_total 3882 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d5nj04083c2.cif _cod_data_source_block oval-3dm_auto _cod_database_code 7064327 _shelx_shelxl_version_number 2019/3 _chemical_oxdiff_formula 'C H N O' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.429 _shelx_estimated_absorpt_t_min 0.269 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C5(H5), C6(H6), C7(H7), C10(H10), C14(H14), C15(H15), C16(H16) 2.b Idealised Me refined as rotating group: C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C) ; _shelx_res_file ; TITL oval-3dm_auto_a.res in P2(1)/c oval-3dm_auto.res created by SHELXL-2019/3 at 10:12:14 on 27-Jun-2025 REM Old TITL OVAL-3DM_auto in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.146, Rweak 0.033, Alpha 0.040 REM 0.620 for 306 systematic absences, Orientation as input REM Formula found by SHELXT: C18 N6 O5 Br CELL 1.54184 9.211 8.0189 29.0172 90 93.288 90 ZERR 4 0.0001 0.0001 0.0002 0 0.001 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Mo N O S UNIT 76 88 4 8 32 4 L.S. 10 PLAN 1 SIZE 0.16 0.22 0.28 TEMP 19.85 CONF BOND list 4 MORE -1 BOND $H fmap 2 53 acta REM REM REM WGHT 0.031100 1.014600 EXTI 0.000541 FVAR 0.40052 MO1 3 0.784590 0.751146 0.578519 11.00000 0.03055 0.03883 = 0.03033 0.00624 0.00466 -0.00260 S1 6 0.832953 0.397196 0.520098 11.00000 0.06083 0.04442 = 0.03202 -0.00143 0.00378 -0.00275 O1 5 0.598689 0.634218 0.593561 11.00000 0.03408 0.05177 = 0.03452 0.00742 0.00616 -0.00607 O2 5 0.993367 0.777602 0.587984 11.00000 0.03325 0.04874 = 0.03066 -0.00177 0.00487 -0.00755 O3 5 0.747958 0.748761 0.520213 11.00000 0.04636 0.06237 = 0.03291 0.01275 -0.00034 -0.00442 O4 5 0.737894 0.945194 0.595899 11.00000 0.05287 0.04232 = 0.05827 0.00642 0.01199 0.00277 O5 5 0.857250 0.481595 0.566936 11.00000 0.04761 0.04054 = 0.03230 -0.00323 0.00086 -0.00102 O6 5 0.245216 0.432531 0.753105 11.00000 0.04185 0.09531 = 0.03343 0.00360 0.00831 -0.02089 O7 5 0.050288 0.337218 0.692075 11.00000 0.03282 0.06489 = 0.04292 0.00046 0.00740 -0.01214 O8 5 1.233839 0.944342 0.573589 11.00000 0.03601 0.06264 = 0.03970 0.00541 0.00455 -0.01319 N1 4 0.809267 0.661252 0.650989 11.00000 0.03227 0.03686 = 0.03178 0.00264 0.00762 -0.00048 N2 4 0.689399 0.579948 0.667865 11.00000 0.03312 0.04719 = 0.03562 0.00550 0.00884 -0.00528 C1 1 0.352258 0.481393 0.787497 11.00000 0.05231 0.09278 = 0.03557 0.00236 0.00565 -0.01741 AFIX 137 H1A 2 0.382149 0.593856 0.781804 11.00000 -1.50000 H1B 2 0.434691 0.408417 0.786679 11.00000 -1.50000 H1C 2 0.312438 0.475005 0.817304 11.00000 -1.50000 AFIX 0 C2 1 -0.052439 0.255263 0.661260 11.00000 0.03682 0.05325 = 0.05341 0.00009 0.00390 -0.01049 AFIX 137 H2A 2 -0.004051 0.170496 0.644517 11.00000 -1.50000 H2B 2 -0.095724 0.334988 0.639955 11.00000 -1.50000 H2C 2 -0.126765 0.205080 0.678546 11.00000 -1.50000 AFIX 0 C3 1 0.283645 0.442772 0.708377 11.00000 0.03708 0.04898 = 0.03386 0.00415 0.00855 -0.00513 C4 1 0.174689 0.395128 0.674884 11.00000 0.03022 0.03607 = 0.04088 0.00190 0.00735 -0.00157 C5 1 0.415010 0.498248 0.694801 11.00000 0.03374 0.05461 = 0.03617 0.00262 0.00451 -0.00721 AFIX 43 H5 2 0.487690 0.526229 0.717026 11.00000 -1.20000 AFIX 0 C6 1 0.200555 0.412746 0.628781 11.00000 0.03713 0.04948 = 0.03673 -0.00128 0.00141 -0.00553 AFIX 43 H6 2 0.128458 0.383837 0.606460 11.00000 -1.20000 AFIX 0 C7 1 0.332528 0.472937 0.615319 11.00000 0.04102 0.04685 = 0.03300 0.00319 0.00669 -0.00373 AFIX 43 H7 2 0.347753 0.486096 0.584121 11.00000 -1.20000 AFIX 0 C8 1 0.441700 0.513532 0.648054 11.00000 0.03293 0.03619 = 0.03763 0.00350 0.00846 -0.00093 C9 1 0.584385 0.577514 0.636037 11.00000 0.03514 0.03849 = 0.03530 0.00273 0.01016 -0.00087 C10 1 0.911763 0.700306 0.681265 11.00000 0.03513 0.04045 = 0.03201 0.00311 0.00637 0.00516 AFIX 43 H10 2 0.903623 0.665042 0.711540 11.00000 -1.20000 AFIX 0 C11 1 1.037446 0.795151 0.670679 11.00000 0.02953 0.03861 = 0.03511 -0.00056 0.00350 0.00401 C12 1 1.074698 0.830359 0.625377 11.00000 0.02877 0.03367 = 0.03582 -0.00172 0.00204 0.00328 C13 1 1.202846 0.920052 0.618489 11.00000 0.03004 0.04119 = 0.03925 0.00065 0.00293 0.00078 C14 1 1.285874 0.980473 0.655869 11.00000 0.03141 0.05829 = 0.04893 -0.00316 -0.00017 -0.00689 AFIX 43 H14 2 1.369576 1.041513 0.651145 11.00000 -1.20000 AFIX 0 C15 1 1.245269 0.950734 0.700756 11.00000 0.03819 0.07043 = 0.04395 -0.01065 -0.00542 -0.00613 AFIX 43 H15 2 1.300430 0.994653 0.725725 11.00000 -1.20000 AFIX 0 C16 1 1.124896 0.857427 0.708100 11.00000 0.03895 0.06200 = 0.03347 -0.00347 0.00119 0.00204 AFIX 43 H16 2 1.100476 0.834819 0.738123 11.00000 -1.20000 AFIX 0 C17 1 0.928628 0.207123 0.525935 11.00000 0.05630 0.05357 = 0.04616 -0.01022 0.01146 0.00074 AFIX 137 H17A 2 1.031102 0.229229 0.529409 11.00000 -1.50000 H17B 2 0.908347 0.140003 0.498936 11.00000 -1.50000 H17C 2 0.898505 0.148690 0.552639 11.00000 -1.50000 AFIX 0 C18 1 0.652803 0.318672 0.519256 11.00000 0.04919 0.08635 = 0.11109 -0.03804 -0.01761 0.00057 AFIX 137 H18A 2 0.643935 0.243417 0.544671 11.00000 -1.50000 H18B 2 0.631029 0.260540 0.490773 11.00000 -1.50000 H18C 2 0.585938 0.409559 0.521869 11.00000 -1.50000 AFIX 0 C19 1 1.367710 1.025532 0.565393 11.00000 0.03615 0.05487 = 0.05606 0.00508 0.01055 -0.00962 AFIX 137 H19A 2 1.375505 1.039894 0.532783 11.00000 -1.50000 H19B 2 1.447369 0.958763 0.577651 11.00000 -1.50000 H19C 2 1.370358 1.132580 0.580230 11.00000 -1.50000 AFIX 0 HKLF 4 REM oval-3dm_auto_a.res in P2(1)/c REM wR2 = 0.0654, GooF = S = 1.060, Restrained GooF = 1.060 for all data REM R1 = 0.0246 for 3441 Fo > 4sig(Fo) and 0.0284 for all 3882 data REM 286 parameters refined using 0 restraints END WGHT 0.0311 1.0146 REM Highest difference peak 0.267, deepest hole -0.430, 1-sigma level 0.050 Q1 1 0.9195 0.7654 0.5947 11.00000 0.05 0.27 ; _shelx_res_checksum 59515 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.458 _oxdiff_exptl_absorpt_empirical_full_min 0.744 loop_ _space_group_symop_operation_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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.78459(2) 0.75115(2) 0.57852(2) 0.03312(8) Uani 1 1 d . . . . . S1 S 0.83295(7) 0.39720(8) 0.52010(2) 0.04571(16) Uani 1 1 d . . . . . O1 O 0.59869(16) 0.6342(2) 0.59356(5) 0.0400(4) Uani 1 1 d . . . . . O2 O 0.99337(17) 0.7776(2) 0.58798(5) 0.0374(4) Uani 1 1 d . . . . . O3 O 0.7480(2) 0.7488(2) 0.52021(6) 0.0473(5) Uani 1 1 d . . . . . O4 O 0.7379(2) 0.9452(2) 0.59590(6) 0.0508(4) Uani 1 1 d . . . . . O5 O 0.85725(17) 0.4816(2) 0.56694(5) 0.0402(4) Uani 1 1 d . . . . . O6 O 0.24522(18) 0.4325(3) 0.75310(5) 0.0566(5) Uani 1 1 d . . . . . O7 O 0.05029(17) 0.3372(2) 0.69207(5) 0.0467(4) Uani 1 1 d . . . . . O8 O 1.23384(17) 0.9443(2) 0.57359(5) 0.0460(4) Uani 1 1 d . . . . . N1 N 0.80927(19) 0.6613(2) 0.65099(6) 0.0334(4) Uani 1 1 d . . . . . N2 N 0.6894(2) 0.5799(3) 0.66787(6) 0.0384(4) Uani 1 1 d . . . . . C1 C 0.3523(3) 0.4814(4) 0.78750(8) 0.0601(8) Uani 1 1 d . . . . . H1A H 0.382149 0.593856 0.781804 0.090 Uiso 1 1 calc R U . . . H1B H 0.434691 0.408417 0.786679 0.090 Uiso 1 1 calc R U . . . H1C H 0.312438 0.475005 0.817304 0.090 Uiso 1 1 calc R U . . . C2 C -0.0524(3) 0.2553(3) 0.66126(10) 0.0478(6) Uani 1 1 d . . . . . H2A H -0.004051 0.170496 0.644517 0.072 Uiso 1 1 calc R U . . . H2B H -0.095724 0.334988 0.639955 0.072 Uiso 1 1 calc R U . . . H2C H -0.126765 0.205080 0.678546 0.072 Uiso 1 1 calc R U . . . C3 C 0.2836(2) 0.4428(3) 0.70838(7) 0.0397(5) Uani 1 1 d . . . . . C4 C 0.1747(2) 0.3951(3) 0.67488(7) 0.0355(5) Uani 1 1 d . . . . . C5 C 0.4150(2) 0.4982(3) 0.69480(8) 0.0414(6) Uani 1 1 d . . . . . H5 H 0.487690 0.526229 0.717026 0.050 Uiso 1 1 calc R U . . . C6 C 0.2006(3) 0.4127(3) 0.62878(8) 0.0411(5) Uani 1 1 d . . . . . H6 H 0.128458 0.383837 0.606460 0.049 Uiso 1 1 calc R U . . . C7 C 0.3325(3) 0.4729(3) 0.61532(8) 0.0401(5) Uani 1 1 d . . . . . H7 H 0.347753 0.486096 0.584121 0.048 Uiso 1 1 calc R U . . . C8 C 0.4417(2) 0.5135(3) 0.64805(7) 0.0353(5) Uani 1 1 d . . . . . C9 C 0.5844(2) 0.5775(3) 0.63604(7) 0.0360(5) Uani 1 1 d . . . . . C10 C 0.9118(2) 0.7003(3) 0.68126(8) 0.0357(5) Uani 1 1 d . . . . . H10 H 0.903623 0.665042 0.711540 0.043 Uiso 1 1 calc R U . . . C11 C 1.0374(2) 0.7952(3) 0.67068(8) 0.0344(5) Uani 1 1 d . . . . . C12 C 1.0747(2) 0.8304(3) 0.62538(7) 0.0327(5) Uani 1 1 d . . . . . C13 C 1.2028(2) 0.9201(3) 0.61849(7) 0.0368(5) Uani 1 1 d . . . . . C14 C 1.2859(3) 0.9805(4) 0.65587(8) 0.0463(6) Uani 1 1 d . . . . . H14 H 1.369576 1.041513 0.651145 0.056 Uiso 1 1 calc R U . . . C15 C 1.2453(3) 0.9507(4) 0.70076(9) 0.0512(7) Uani 1 1 d . . . . . H15 H 1.300430 0.994653 0.725725 0.061 Uiso 1 1 calc R U . . . C16 C 1.1249(3) 0.8574(3) 0.70810(8) 0.0448(6) Uani 1 1 d . . . . . H16 H 1.100476 0.834819 0.738123 0.054 Uiso 1 1 calc R U . . . C17 C 0.9286(3) 0.2071(4) 0.52594(9) 0.0517(7) Uani 1 1 d . . . . . H17A H 1.031102 0.229229 0.529409 0.078 Uiso 1 1 calc R U . . . H17B H 0.908347 0.140003 0.498936 0.078 Uiso 1 1 calc R U . . . H17C H 0.898505 0.148690 0.552639 0.078 Uiso 1 1 calc R U . . . C18 C 0.6528(3) 0.3187(5) 0.51926(14) 0.0831(11) Uani 1 1 d . . . . . H18A H 0.643935 0.243417 0.544671 0.125 Uiso 1 1 calc R U . . . H18B H 0.631029 0.260540 0.490773 0.125 Uiso 1 1 calc R U . . . H18C H 0.585938 0.409559 0.521869 0.125 Uiso 1 1 calc R U . . . C19 C 1.3677(3) 1.0255(4) 0.56539(9) 0.0487(6) Uani 1 1 d . . . . . H19A H 1.375505 1.039894 0.532783 0.073 Uiso 1 1 calc R U . . . H19B H 1.447369 0.958763 0.577651 0.073 Uiso 1 1 calc R U . . . H19C H 1.370358 1.132580 0.580230 0.073 Uiso 1 1 calc R U . . . 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 0.03055(12) 0.03883(13) 0.03033(12) 0.00624(7) 0.00466(7) -0.00260(8) S1 0.0608(4) 0.0444(4) 0.0320(3) -0.0014(2) 0.0038(3) -0.0027(3) O1 0.0341(8) 0.0518(11) 0.0345(8) 0.0074(7) 0.0062(6) -0.0061(8) O2 0.0333(8) 0.0487(10) 0.0307(8) -0.0018(7) 0.0049(6) -0.0075(7) O3 0.0464(10) 0.0624(13) 0.0329(9) 0.0127(7) -0.0003(7) -0.0044(8) O4 0.0529(10) 0.0423(10) 0.0583(10) 0.0064(8) 0.0120(8) 0.0028(9) O5 0.0476(9) 0.0405(9) 0.0323(8) -0.0032(7) 0.0009(7) -0.0010(8) O6 0.0419(9) 0.0953(15) 0.0334(8) 0.0036(9) 0.0083(7) -0.0209(10) O7 0.0328(8) 0.0649(12) 0.0429(9) 0.0005(8) 0.0074(7) -0.0121(8) O8 0.0360(8) 0.0626(12) 0.0397(9) 0.0054(8) 0.0045(7) -0.0132(8) N1 0.0323(9) 0.0369(11) 0.0318(9) 0.0026(8) 0.0076(7) -0.0005(8) N2 0.0331(10) 0.0472(12) 0.0356(10) 0.0055(8) 0.0088(8) -0.0053(9) C1 0.0523(16) 0.093(2) 0.0356(13) 0.0024(14) 0.0056(11) -0.0174(16) C2 0.0368(13) 0.0532(17) 0.0534(15) 0.0001(12) 0.0039(11) -0.0105(11) C3 0.0371(12) 0.0490(15) 0.0339(11) 0.0042(10) 0.0085(9) -0.0051(11) C4 0.0302(11) 0.0361(13) 0.0409(12) 0.0019(10) 0.0074(9) -0.0016(10) C5 0.0337(12) 0.0546(15) 0.0362(12) 0.0026(11) 0.0045(9) -0.0072(11) C6 0.0371(12) 0.0495(15) 0.0367(12) -0.0013(11) 0.0014(9) -0.0055(11) C7 0.0410(13) 0.0469(14) 0.0330(11) 0.0032(10) 0.0067(9) -0.0037(11) C8 0.0329(11) 0.0362(12) 0.0376(11) 0.0035(10) 0.0085(9) -0.0009(10) C9 0.0351(12) 0.0385(13) 0.0353(11) 0.0027(10) 0.0102(9) -0.0009(10) C10 0.0351(12) 0.0405(13) 0.0320(11) 0.0031(10) 0.0064(9) 0.0052(10) C11 0.0295(11) 0.0386(12) 0.0351(11) -0.0006(10) 0.0035(9) 0.0040(10) C12 0.0288(11) 0.0337(12) 0.0358(11) -0.0017(9) 0.0020(8) 0.0033(9) C13 0.0300(11) 0.0412(13) 0.0392(12) 0.0007(10) 0.0029(9) 0.0008(10) C14 0.0314(12) 0.0583(17) 0.0489(14) -0.0032(12) -0.0002(10) -0.0069(12) C15 0.0382(13) 0.0704(19) 0.0440(14) -0.0106(13) -0.0054(10) -0.0061(13) C16 0.0390(13) 0.0620(17) 0.0335(12) -0.0035(11) 0.0012(10) 0.0020(12) C17 0.0563(17) 0.0536(16) 0.0462(14) -0.0102(12) 0.0115(12) 0.0007(14) C18 0.0492(18) 0.086(3) 0.111(3) -0.038(2) -0.0176(18) 0.0006(18) C19 0.0362(13) 0.0549(16) 0.0561(15) 0.0051(13) 0.0105(11) -0.0096(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' Mo Mo -0.0483 2.7339 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 Mo1 O5 81.51(6) . . ? O1 Mo1 N1 71.77(6) . . ? O2 Mo1 O1 149.97(7) . . ? O2 Mo1 O5 80.12(6) . . ? O2 Mo1 N1 81.64(6) . . ? O3 Mo1 O1 95.00(7) . . ? O3 Mo1 O2 106.25(8) . . ? O3 Mo1 O5 83.50(7) . . ? O3 Mo1 N1 159.78(8) . . ? O4 Mo1 O1 97.40(8) . . ? O4 Mo1 O2 97.11(8) . . ? O4 Mo1 O3 105.40(9) . . ? O4 Mo1 O5 171.09(7) . . ? O4 Mo1 N1 91.72(8) . . ? N1 Mo1 O5 79.52(6) . . ? O5 S1 C17 104.55(11) . . ? O5 S1 C18 105.04(14) . . ? C17 S1 C18 99.00(17) . . ? C9 O1 Mo1 119.32(14) . . ? C12 O2 Mo1 130.40(13) . . ? S1 O5 Mo1 121.36(9) . . ? C3 O6 C1 116.38(19) . . ? C4 O7 C2 118.12(18) . . ? C13 O8 C19 117.05(18) . . ? N2 N1 Mo1 116.34(13) . . ? C10 N1 Mo1 126.62(15) . . ? C10 N1 N2 115.93(17) . . ? C9 N2 N1 109.24(17) . . ? O6 C1 H1A 109.5 . . ? O6 C1 H1B 109.5 . . ? O6 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O7 C2 H2A 109.5 . . ? O7 C2 H2B 109.5 . . ? O7 C2 H2C 109.5 . . ? H2A C2 H2B 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? O6 C3 C4 115.18(19) . . ? O6 C3 C5 125.0(2) . . ? C5 C3 C4 119.8(2) . . ? O7 C4 C3 114.97(18) . . ? O7 C4 C6 126.0(2) . . ? C6 C4 C3 119.0(2) . . ? C3 C5 H5 119.5 . . ? C3 C5 C8 121.0(2) . . ? C8 C5 H5 119.5 . . ? C4 C6 H6 119.6 . . ? C4 C6 C7 120.8(2) . . ? C7 C6 H6 119.6 . . ? C6 C7 H7 119.9 . . ? C8 C7 C6 120.3(2) . . ? C8 C7 H7 119.9 . . ? C5 C8 C9 118.0(2) . . ? C7 C8 C5 119.0(2) . . ? C7 C8 C9 122.95(19) . . ? O1 C9 C8 118.50(19) . . ? N2 C9 O1 123.1(2) . . ? N2 C9 C8 118.41(19) . . ? N1 C10 H10 118.3 . . ? N1 C10 C11 123.4(2) . . ? C11 C10 H10 118.3 . . ? C12 C11 C10 123.4(2) . . ? C16 C11 C10 117.2(2) . . ? C16 C11 C12 119.4(2) . . ? O2 C12 C11 122.3(2) . . ? O2 C12 C13 118.52(19) . . ? C11 C12 C13 119.2(2) . . ? O8 C13 C12 115.61(19) . . ? O8 C13 C14 124.4(2) . . ? C14 C13 C12 120.0(2) . . ? C13 C14 H14 119.7 . . ? C13 C14 C15 120.5(2) . . ? C15 C14 H14 119.7 . . ? C14 C15 H15 119.9 . . ? C16 C15 C14 120.2(2) . . ? C16 C15 H15 119.9 . . ? C11 C16 H16 119.7 . . ? C15 C16 C11 120.6(2) . . ? C15 C16 H16 119.7 . . ? S1 C17 H17A 109.5 . . ? S1 C17 H17B 109.5 . . ? S1 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? S1 C18 H18A 109.5 . . ? S1 C18 H18B 109.5 . . ? S1 C18 H18C 109.5 . . ? H18A C18 H18B 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O8 C19 H19A 109.5 . . ? O8 C19 H19B 109.5 . . ? O8 C19 H19C 109.5 . . ? H19A C19 H19B 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? 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 O1 2.0218(15) . ? Mo1 O2 1.9385(16) . ? Mo1 O3 1.7062(16) . ? Mo1 O4 1.6987(18) . ? Mo1 O5 2.2932(17) . ? Mo1 N1 2.2223(17) . ? S1 O5 1.5233(16) . ? S1 C17 1.764(3) . ? S1 C18 1.774(3) . ? O1 C9 1.327(3) . ? O2 C12 1.351(3) . ? O6 C1 1.417(3) . ? O6 C3 1.367(3) . ? O7 C2 1.425(3) . ? O7 C4 1.358(3) . ? O8 C13 1.364(3) . ? O8 C19 1.426(3) . ? N1 N2 1.395(2) . ? N1 C10 1.291(3) . ? N2 C9 1.299(3) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3 C4 1.409(3) . ? C3 C5 1.368(3) . ? C4 C6 1.379(3) . ? C5 H5 0.9300 . ? C5 C8 1.398(3) . ? C6 H6 0.9300 . ? C6 C7 1.385(3) . ? C7 H7 0.9300 . ? C7 C8 1.382(3) . ? C8 C9 1.471(3) . ? C10 H10 0.9300 . ? C10 C11 1.433(3) . ? C11 C12 1.406(3) . ? C11 C16 1.406(3) . ? C12 C13 1.406(3) . ? C13 C14 1.379(3) . ? C14 H14 0.9300 . ? C14 C15 1.396(3) . ? C15 H15 0.9300 . ? C15 C16 1.364(4) . ? C16 H16 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? 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 Mo1 O1 C9 N2 -6.3(3) . . . . ? Mo1 O1 C9 C8 171.78(16) . . . . ? Mo1 O2 C12 C11 34.7(3) . . . . ? Mo1 O2 C12 C13 -146.86(17) . . . . ? Mo1 N1 N2 C9 -1.1(2) . . . . ? Mo1 N1 C10 C11 -7.7(3) . . . . ? O2 C12 C13 O8 -0.5(3) . . . . ? O2 C12 C13 C14 177.9(2) . . . . ? O6 C3 C4 O7 -3.5(3) . . . . ? O6 C3 C4 C6 175.5(2) . . . . ? O6 C3 C5 C8 -176.2(2) . . . . ? O7 C4 C6 C7 -179.8(2) . . . . ? O8 C13 C14 C15 179.5(2) . . . . ? N1 N2 C9 O1 4.6(3) . . . . ? N1 N2 C9 C8 -173.5(2) . . . . ? N1 C10 C11 C12 -11.5(4) . . . . ? N1 C10 C11 C16 167.4(2) . . . . ? N2 N1 C10 C11 -175.1(2) . . . . ? C1 O6 C3 C4 -179.4(2) . . . . ? C1 O6 C3 C5 -1.0(4) . . . . ? C2 O7 C4 C3 -167.3(2) . . . . ? C2 O7 C4 C6 13.8(4) . . . . ? C3 C4 C6 C7 1.4(4) . . . . ? C3 C5 C8 C7 0.5(4) . . . . ? C3 C5 C8 C9 178.7(2) . . . . ? C4 C3 C5 C8 2.0(4) . . . . ? C4 C6 C7 C8 1.2(4) . . . . ? C5 C3 C4 O7 178.1(2) . . . . ? C5 C3 C4 C6 -3.0(4) . . . . ? C5 C8 C9 O1 -162.4(2) . . . . ? C5 C8 C9 N2 15.8(3) . . . . ? C6 C7 C8 C5 -2.2(4) . . . . ? C6 C7 C8 C9 179.8(2) . . . . ? C7 C8 C9 O1 15.7(4) . . . . ? C7 C8 C9 N2 -166.1(2) . . . . ? C10 N1 N2 C9 167.7(2) . . . . ? C10 C11 C12 O2 0.4(4) . . . . ? C10 C11 C12 C13 -178.0(2) . . . . ? C10 C11 C16 C15 -179.1(2) . . . . ? C11 C12 C13 O8 177.9(2) . . . . ? C11 C12 C13 C14 -3.7(4) . . . . ? C12 C11 C16 C15 -0.2(4) . . . . ? C12 C13 C14 C15 1.2(4) . . . . ? C13 C14 C15 C16 1.8(4) . . . . ? C14 C15 C16 C11 -2.3(4) . . . . ? C16 C11 C12 O2 -178.4(2) . . . . ? C16 C11 C12 C13 3.2(3) . . . . ? C17 S1 O5 Mo1 171.79(12) . . . . ? C18 S1 O5 Mo1 -84.50(17) . . . . ? C19 O8 C13 C12 -176.1(2) . . . . ? C19 O8 C13 C14 5.6(4) . . . . ?