#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:25:08 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306453 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064377.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_7064377 loop_ _publ_author_name Dheeraj, 'Rana, Lata' 'Mahiya, Kuldeep' _publ_section_title ; Synthesis of reduced graphene oxide-based catalytic complexes for benzylamine--o-phenylenediamine oxidative coupling ; _journal_issue 17 _journal_name_full 'New Journal of Chemistry' _journal_page_first 7247 _journal_page_last 7258 _journal_paper_doi 10.1039/D6NJ01022A _journal_volume 50 _journal_year 2026 _chemical_formula_moiety 'C16 H16 Mo N2 O8, H2 O' _chemical_formula_sum 'C16 H18 Mo N2 O9' _chemical_formula_weight 478.26 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2024-12-27 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2025-11-13 deposited with the CCDC. 2026-03-31 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 105.6990(10) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.3289(5) _cell_length_b 11.9065(4) _cell_length_c 12.6831(4) _cell_measurement_reflns_used 9944 _cell_measurement_temperature 100.00 _cell_measurement_theta_max 30.48 _cell_measurement_theta_min 2.42 _cell_volume 1792.35(11) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _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 100.00 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.877 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_unetI/netI 0.0258 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.877 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 35349 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.877 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.479 _diffrn_reflns_theta_min 2.423 _diffrn_source_current 1.39 _diffrn_source_power 0.0695 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.787 _exptl_absorpt_correction_T_max 0.9305 _exptl_absorpt_correction_T_min 0.8311 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1107 before and 0.0507 after correction. The Ratio of minimum to maximum transmission is 0.8932. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'metallic light orange' _exptl_crystal_colour_lustre metallic _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.772 _exptl_crystal_description block _exptl_crystal_F_000 968 _exptl_crystal_size_max 0.288 _exptl_crystal_size_mid 0.215 _exptl_crystal_size_min 0.134 _refine_diff_density_max 0.454 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.078 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 274 _refine_ls_number_reflns 4784 _refine_ls_number_restraints 5 _refine_ls_restrained_S_all 1.089 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0238 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+0.9482P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0657 _refine_ls_wR_factor_ref 0.0667 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4518 _reflns_number_total 4784 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj01022a2.cif _cod_data_source_block mrm_lr_s_1470_0m _cod_depositor_comments 'Adding full bibliography for 7064377--7064378.cif.' _cod_database_code 7064377 _shelx_shelxl_version_number 2019/3 _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 0.902 _shelx_estimated_absorpt_t_min 0.805 _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, All O(H) groups 2. Restrained distances O6-H6 0.85 with sigma of 0.02 O5-H5A = O5-H5B 0.85 with sigma of 0.02 O9-H9A = O9-H9B 0.85 with sigma of 0.02 3.a Aromatic/amide H refined with riding coordinates: C3(H3), C7(H7), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15) 3.b Idealised Me refined as rotating group: C1(H1A,H1B,H1C), C2(H2A,H2B,H2C) ; _shelx_res_file ; TITL mrm_lr_s_1470_0m_a.res in P2(1)/n mrm_lr_s_1470_0m.res created by SHELXL-2019/3 at 16:10:15 on 27-Dec-2024 REM Old TITL MRM_LR_S_1470_0m in P2(1)/n REM SHELXT solution in P2(1)/n: R1 0.075, Rweak 0.002, Alpha 0.026 REM 1.720 for 187 systematic absences, Orientation as input REM Formula found by SHELXT: C16 N3 O8 Mo CELL 0.71073 12.3289 11.9065 12.6831 90 105.699 90 ZERR 4 0.0005 0.0004 0.0004 0 0.001 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O Mo UNIT 64 72 8 36 4 EQIV $1 1-X,1-Y,1-Z EQIV $2 -0.5+X,1.5-Y,-0.5+Z EQIV $3 +X,1+Y,+Z EQIV $4 2-X,2-Y,1-Z DFIX 0.85 O6 H6 DFIX 0.85 O5 H5a O5 H5b DFIX 0.85 O9 H9a O9 H9b L.S. 10 PLAN 20 SIZE 0.134 0.215 0.288 TEMP -173.15 CONF HTAB O5 N2_$1 HTAB O5 O9_$2 HTAB O6 O9 HTAB O9 O4_$3 HTAB O9 O6_$4 HTAB O9 O7_$4 BOND list 4 MORE -1 BOND $H fmap 2 acta OMIT -6 0 2 REM REM REM WGHT 0.034500 0.948200 FVAR 0.30182 MO1 5 0.659916 0.254660 0.515722 11.00000 0.01245 0.00760 = 0.01279 -0.00118 0.00490 -0.00045 O1 4 0.735133 0.403520 0.508305 11.00000 0.01583 0.00928 = 0.02008 -0.00191 0.00851 -0.00158 O2 4 0.532945 0.168919 0.532966 11.00000 0.01714 0.01002 = 0.01662 -0.00203 0.00757 -0.00255 O3 4 0.692746 0.192590 0.407248 11.00000 0.01858 0.01241 = 0.01886 -0.00224 0.00847 -0.00105 O4 4 0.757682 0.206390 0.629402 11.00000 0.01923 0.01328 = 0.01858 -0.00018 0.00384 0.00112 O5 4 0.522694 0.339431 0.376232 11.00000 0.01813 0.01549 = 0.01319 0.00088 0.00629 0.00385 H5A 2 0.527413 0.347330 0.314839 11.00000 -1.50000 H5B 2 0.477371 0.388427 0.385280 11.00000 0.03116 O6 4 0.947983 0.886494 0.529304 11.00000 0.02328 0.01158 = 0.02410 -0.00401 0.01431 -0.00653 H6 2 0.938735 0.935832 0.570821 11.00000 0.04448 O7 4 0.990491 0.706562 0.431142 11.00000 0.02334 0.01771 = 0.02649 -0.00608 0.01699 -0.00660 O8 4 0.788214 0.896228 0.634576 11.00000 0.01832 0.01052 = 0.02021 -0.00362 0.00952 -0.00338 N1 3 0.581078 0.383708 0.600544 11.00000 0.01394 0.00766 = 0.01222 -0.00036 0.00227 -0.00172 N2 3 0.621271 0.493428 0.598575 11.00000 0.01376 0.00743 = 0.01427 -0.00037 0.00368 -0.00210 C1 1 0.988790 0.627831 0.345606 11.00000 0.02227 0.01785 = 0.01900 -0.00251 0.01028 -0.00066 AFIX 137 H1A 2 0.914267 0.628384 0.292739 11.00000 -1.50000 H1B 2 1.004919 0.552438 0.376925 11.00000 -1.50000 H1C 2 1.046017 0.648701 0.308518 11.00000 -1.50000 AFIX 0 C2 1 0.692492 0.909741 0.677130 11.00000 0.01649 0.01476 = 0.01571 -0.00239 0.00585 -0.00080 AFIX 137 H2A 2 0.624087 0.887129 0.621429 11.00000 -1.50000 H2B 2 0.686117 0.988630 0.696669 11.00000 -1.50000 H2C 2 0.701829 0.862701 0.742388 11.00000 -1.50000 AFIX 0 C3 1 0.743145 0.696623 0.598254 11.00000 0.01406 0.01125 = 0.01413 -0.00030 0.00556 -0.00193 AFIX 43 H3 2 0.688492 0.695949 0.638599 11.00000 -1.20000 AFIX 0 C4 1 0.802727 0.794056 0.591278 11.00000 0.01547 0.00965 = 0.01300 -0.00078 0.00339 -0.00122 C5 1 0.886648 0.793572 0.536022 11.00000 0.01515 0.01143 = 0.01525 0.00033 0.00487 -0.00313 C6 1 0.907474 0.696082 0.483545 11.00000 0.01445 0.01435 = 0.01594 0.00086 0.00654 -0.00063 C7 1 0.845871 0.599100 0.486303 11.00000 0.01432 0.01181 = 0.01554 -0.00027 0.00503 0.00004 AFIX 43 H7 2 0.858654 0.533440 0.448825 11.00000 -1.20000 AFIX 0 C8 1 0.764607 0.599206 0.545026 11.00000 0.01346 0.01081 = 0.01273 0.00087 0.00294 -0.00094 C9 1 0.703192 0.494477 0.551014 11.00000 0.01328 0.01024 = 0.01156 -0.00013 0.00160 -0.00057 C10 1 0.509465 0.368845 0.657428 11.00000 0.01510 0.01038 = 0.01292 -0.00102 0.00379 -0.00022 AFIX 43 H10 2 0.491895 0.431143 0.696622 11.00000 -1.20000 AFIX 0 C11 1 0.454876 0.263221 0.664701 11.00000 0.01454 0.01136 = 0.01282 0.00056 0.00386 -0.00149 C12 1 0.381140 0.257473 0.732237 11.00000 0.01993 0.01338 = 0.01657 -0.00165 0.00890 -0.00080 AFIX 43 H12 2 0.373544 0.320755 0.775302 11.00000 -1.20000 AFIX 0 C13 1 0.319708 0.161456 0.736931 11.00000 0.02138 0.01789 = 0.02102 0.00099 0.01137 -0.00208 AFIX 43 H13 2 0.270180 0.158559 0.782682 11.00000 -1.20000 AFIX 0 C14 1 0.331414 0.068726 0.673507 11.00000 0.01867 0.01307 = 0.02122 0.00236 0.00715 -0.00370 AFIX 43 H14 2 0.288148 0.003042 0.675125 11.00000 -1.20000 AFIX 0 C15 1 0.405338 0.071043 0.608094 11.00000 0.01789 0.01010 = 0.01694 -0.00004 0.00506 -0.00126 AFIX 43 H15 2 0.413820 0.006580 0.566906 11.00000 -1.20000 AFIX 0 C16 1 0.467228 0.168196 0.602877 11.00000 0.01210 0.01288 = 0.01211 0.00146 0.00326 0.00004 O9 4 0.960487 1.079528 0.653467 11.00000 0.01962 0.01448 = 0.02103 0.00165 0.01025 -0.00026 H9A 2 0.898479 1.107752 0.649482 11.00000 0.03105 H9B 2 0.991730 1.114339 0.614360 11.00000 0.05223 HKLF 4 REM mrm_lr_s_1470_0m_a.res in P2(1)/n REM wR2 = 0.0667, GooF = S = 1.088, Restrained GooF = 1.089 for all data REM R1 = 0.0238 for 4518 Fo > 4sig(Fo) and 0.0251 for all 4784 data REM 274 parameters refined using 5 restraints END WGHT 0.0345 0.9482 REM Highest difference peak 0.454, deepest hole -0.625, 1-sigma level 0.078 Q1 1 0.9751 0.7449 0.5500 11.00000 0.05 0.45 Q2 1 0.4183 0.2552 0.7002 11.00000 0.05 0.44 Q3 1 0.3682 0.0723 0.6365 11.00000 0.05 0.44 Q4 1 0.6675 0.4842 0.5785 11.00000 0.05 0.44 Q5 1 0.8460 0.7925 0.5572 11.00000 0.05 0.38 Q6 1 0.7850 0.7432 0.6028 11.00000 0.05 0.37 Q7 1 0.5340 0.3769 0.6130 11.00000 0.05 0.35 Q8 1 0.8224 0.5866 0.5280 11.00000 0.05 0.35 Q9 1 0.5973 0.4435 0.6013 11.00000 0.05 0.32 Q10 1 0.7381 0.5544 0.5439 11.00000 0.05 0.32 Q11 1 0.3575 0.2040 0.7373 11.00000 0.05 0.31 Q12 1 0.7155 0.4471 0.5346 11.00000 0.05 0.30 Q13 1 0.8851 0.7447 0.4963 11.00000 0.05 0.30 Q14 1 0.7139 0.3807 0.5005 11.00000 0.05 0.27 Q15 1 0.4287 0.1240 0.5950 11.00000 0.05 0.27 Q16 1 0.5160 0.1730 0.5739 11.00000 0.05 0.27 Q17 1 0.8759 0.6467 0.4910 11.00000 0.05 0.26 Q18 1 0.7594 0.1829 0.5611 11.00000 0.05 0.26 Q19 1 0.4913 0.3097 0.6784 11.00000 0.05 0.26 Q20 1 0.3208 0.3515 0.7375 11.00000 0.05 0.25 ; _shelx_res_checksum 80436 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 0.65992(2) 0.25466(2) 0.51572(2) 0.01066(5) Uani 1 1 d . . . . . O1 O 0.73513(8) 0.40352(8) 0.50831(8) 0.01435(18) Uani 1 1 d . . . . . O2 O 0.53294(8) 0.16892(8) 0.53297(7) 0.01401(18) Uani 1 1 d . . . . . O3 O 0.69275(8) 0.19259(8) 0.40725(8) 0.01595(19) Uani 1 1 d . . . . . O4 O 0.75768(8) 0.20639(8) 0.62940(8) 0.0173(2) Uani 1 1 d . . . . . O5 O 0.52269(8) 0.33943(8) 0.37623(8) 0.01520(19) Uani 1 1 d D . . . . H5A H 0.5274(16) 0.3473(17) 0.3148(12) 0.023 Uiso 1 1 d D U . . . H5B H 0.4774(16) 0.3884(16) 0.3853(17) 0.031(5) Uiso 1 1 d D . . . . O6 O 0.94798(9) 0.88649(8) 0.52930(8) 0.0181(2) Uani 1 1 d D . . . . H6 H 0.939(2) 0.9358(17) 0.5708(17) 0.044(6) Uiso 1 1 d D . . . . O7 O 0.99049(9) 0.70656(9) 0.43114(9) 0.0205(2) Uani 1 1 d . . . . . O8 O 0.78821(8) 0.89623(8) 0.63458(8) 0.01551(19) Uani 1 1 d . . . . . N1 N 0.58108(9) 0.38371(9) 0.60054(8) 0.0115(2) Uani 1 1 d . . . . . N2 N 0.62127(9) 0.49343(9) 0.59857(8) 0.0118(2) Uani 1 1 d . . . . . C1 C 0.98879(12) 0.62783(13) 0.34561(11) 0.0188(3) Uani 1 1 d . . . . . H1A H 0.914267 0.628384 0.292739 0.028 Uiso 1 1 calc R U . . . H1B H 1.004919 0.552438 0.376925 0.028 Uiso 1 1 calc R U . . . H1C H 1.046017 0.648701 0.308518 0.028 Uiso 1 1 calc R U . . . C2 C 0.69249(11) 0.90974(12) 0.67713(11) 0.0154(2) Uani 1 1 d . . . . . H2A H 0.624087 0.887129 0.621429 0.023 Uiso 1 1 calc R U . . . H2B H 0.686117 0.988630 0.696669 0.023 Uiso 1 1 calc R U . . . H2C H 0.701829 0.862701 0.742388 0.023 Uiso 1 1 calc R U . . . C3 C 0.74314(11) 0.69662(11) 0.59825(10) 0.0128(2) Uani 1 1 d . . . . . H3 H 0.688492 0.695949 0.638599 0.015 Uiso 1 1 calc R U . . . C4 C 0.80273(11) 0.79406(11) 0.59128(10) 0.0128(2) Uani 1 1 d . . . . . C5 C 0.88665(11) 0.79357(11) 0.53602(10) 0.0138(2) Uani 1 1 d . . . . . C6 C 0.90747(11) 0.69608(12) 0.48355(10) 0.0144(2) Uani 1 1 d . . . . . C7 C 0.84587(10) 0.59910(12) 0.48630(10) 0.0137(3) Uani 1 1 d . . . . . H7 H 0.858654 0.533440 0.448825 0.016 Uiso 1 1 calc R U . . . C8 C 0.76461(11) 0.59921(11) 0.54503(10) 0.0125(2) Uani 1 1 d . . . . . C9 C 0.70319(10) 0.49448(11) 0.55101(10) 0.0120(2) Uani 1 1 d . . . . . C10 C 0.50947(11) 0.36885(11) 0.65743(10) 0.0128(2) Uani 1 1 d . . . . . H10 H 0.491895 0.431143 0.696622 0.015 Uiso 1 1 calc R U . . . C11 C 0.45488(12) 0.26322(11) 0.66470(11) 0.0129(3) Uani 1 1 d . . . . . C12 C 0.38114(14) 0.25747(11) 0.73224(12) 0.0159(3) Uani 1 1 d . . . . . H12 H 0.373544 0.320755 0.775302 0.019 Uiso 1 1 calc R U . . . C13 C 0.31971(12) 0.16146(12) 0.73693(11) 0.0190(3) Uani 1 1 d . . . . . H13 H 0.270180 0.158559 0.782682 0.023 Uiso 1 1 calc R U . . . C14 C 0.33141(12) 0.06873(12) 0.67351(11) 0.0173(3) Uani 1 1 d . . . . . H14 H 0.288148 0.003042 0.675125 0.021 Uiso 1 1 calc R U . . . C15 C 0.40534(11) 0.07104(11) 0.60809(11) 0.0149(2) Uani 1 1 d . . . . . H15 H 0.413820 0.006580 0.566906 0.018 Uiso 1 1 calc R U . . . C16 C 0.46723(11) 0.16820(11) 0.60288(10) 0.0124(2) Uani 1 1 d . . . . . O9 O 0.96049(9) 1.07953(9) 0.65347(8) 0.0175(2) Uani 1 1 d D . . . . H9A H 0.8985(14) 1.1078(18) 0.6495(17) 0.031(5) Uiso 1 1 d D . . . . H9B H 0.992(2) 1.114(2) 0.6144(19) 0.052(7) 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 0.01245(8) 0.00760(8) 0.01279(7) -0.00118(3) 0.00490(5) -0.00045(3) O1 0.0158(4) 0.0093(4) 0.0201(4) -0.0019(3) 0.0085(4) -0.0016(3) O2 0.0171(5) 0.0100(4) 0.0166(4) -0.0020(3) 0.0076(3) -0.0026(3) O3 0.0186(5) 0.0124(5) 0.0189(4) -0.0022(4) 0.0085(4) -0.0011(4) O4 0.0192(5) 0.0133(5) 0.0186(4) -0.0002(4) 0.0038(4) 0.0011(4) O5 0.0181(5) 0.0155(5) 0.0132(4) 0.0009(3) 0.0063(4) 0.0038(4) O6 0.0233(5) 0.0116(5) 0.0241(5) -0.0040(4) 0.0143(4) -0.0065(4) O7 0.0233(5) 0.0177(5) 0.0265(5) -0.0061(4) 0.0170(4) -0.0066(4) O8 0.0183(5) 0.0105(5) 0.0202(4) -0.0036(4) 0.0095(4) -0.0034(3) N1 0.0139(5) 0.0077(5) 0.0122(5) -0.0004(4) 0.0023(4) -0.0017(4) N2 0.0138(5) 0.0074(5) 0.0143(5) -0.0004(4) 0.0037(4) -0.0021(4) C1 0.0223(7) 0.0179(7) 0.0190(6) -0.0025(5) 0.0103(5) -0.0007(5) C2 0.0165(6) 0.0148(6) 0.0157(6) -0.0024(5) 0.0059(5) -0.0008(5) C3 0.0141(6) 0.0113(6) 0.0141(5) -0.0003(4) 0.0056(5) -0.0019(5) C4 0.0155(6) 0.0096(6) 0.0130(5) -0.0008(4) 0.0034(5) -0.0012(5) C5 0.0152(6) 0.0114(7) 0.0152(5) 0.0003(5) 0.0049(5) -0.0031(5) C6 0.0144(6) 0.0144(7) 0.0159(6) 0.0009(5) 0.0065(5) -0.0006(5) C7 0.0143(6) 0.0118(7) 0.0155(6) -0.0003(4) 0.0050(5) 0.0000(4) C8 0.0135(6) 0.0108(6) 0.0127(5) 0.0009(4) 0.0029(4) -0.0009(4) C9 0.0133(6) 0.0102(6) 0.0116(5) -0.0001(4) 0.0016(4) -0.0006(4) C10 0.0151(6) 0.0104(6) 0.0129(5) -0.0010(4) 0.0038(4) -0.0002(5) C11 0.0145(6) 0.0114(6) 0.0128(6) 0.0006(4) 0.0039(5) -0.0015(4) C12 0.0199(7) 0.0134(7) 0.0166(7) -0.0017(4) 0.0089(6) -0.0008(5) C13 0.0214(7) 0.0179(7) 0.0210(6) 0.0010(5) 0.0114(5) -0.0021(5) C14 0.0187(6) 0.0131(7) 0.0212(6) 0.0024(5) 0.0072(5) -0.0037(5) C15 0.0179(6) 0.0101(6) 0.0169(6) 0.0000(5) 0.0051(5) -0.0013(5) C16 0.0121(6) 0.0129(6) 0.0121(5) 0.0015(4) 0.0033(4) 0.0000(4) O9 0.0196(5) 0.0145(5) 0.0210(5) 0.0016(4) 0.0103(4) -0.0003(4) 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' N N 0.0061 0.0033 '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' 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 80.31(4) . . ? O1 Mo1 N1 71.60(4) . . ? O2 Mo1 O1 150.27(4) . . ? O2 Mo1 O5 82.54(4) . . ? O2 Mo1 N1 80.67(4) . . ? O3 Mo1 O1 97.53(4) . . ? O3 Mo1 O2 103.84(4) . . ? O3 Mo1 O4 105.54(5) . . ? O3 Mo1 O5 81.76(4) . . ? O3 Mo1 N1 155.91(4) . . ? O4 Mo1 O1 96.13(4) . . ? O4 Mo1 O2 97.76(4) . . ? O4 Mo1 O5 172.32(4) . . ? O4 Mo1 N1 97.12(4) . . ? N1 Mo1 O5 75.32(4) . . ? C9 O1 Mo1 120.75(8) . . ? C16 O2 Mo1 136.49(8) . . ? Mo1 O5 H5A 124.2(14) . . ? Mo1 O5 H5B 125.1(14) . . ? H5A O5 H5B 106(2) . . ? C5 O6 H6 111.6(17) . . ? C6 O7 C1 116.71(11) . . ? C4 O8 C2 117.52(10) . . ? N2 N1 Mo1 115.43(8) . . ? C10 N1 Mo1 128.55(9) . . ? C10 N1 N2 115.82(11) . . ? C9 N2 N1 109.76(10) . . ? O7 C1 H1A 109.5 . . ? O7 C1 H1B 109.5 . . ? O7 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O8 C2 H2A 109.5 . . ? O8 C2 H2B 109.5 . . ? O8 C2 H2C 109.5 . . ? H2A C2 H2B 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3 120.4 . . ? C4 C3 C8 119.22(12) . . ? C8 C3 H3 120.4 . . ? O8 C4 C3 126.10(12) . . ? O8 C4 C5 113.60(11) . . ? C3 C4 C5 120.30(12) . . ? O6 C5 C4 121.95(12) . . ? O6 C5 C6 118.09(12) . . ? C6 C5 C4 119.94(12) . . ? O7 C6 C5 114.45(12) . . ? O7 C6 C7 125.06(12) . . ? C7 C6 C5 120.49(12) . . ? C6 C7 H7 120.4 . . ? C6 C7 C8 119.19(12) . . ? C8 C7 H7 120.4 . . ? C3 C8 C9 120.61(11) . . ? C7 C8 C3 120.78(12) . . ? C7 C8 C9 118.60(12) . . ? O1 C9 C8 117.39(11) . . ? N2 C9 O1 122.35(12) . . ? N2 C9 C8 120.25(11) . . ? N1 C10 H10 118.1 . . ? N1 C10 C11 123.76(12) . . ? C11 C10 H10 118.1 . . ? C12 C11 C10 118.07(12) . . ? C16 C11 C10 122.88(12) . . ? C16 C11 C12 118.96(12) . . ? C11 C12 H12 119.4 . . ? C13 C12 C11 121.18(13) . . ? C13 C12 H12 119.4 . . ? C12 C13 H13 120.5 . . ? C12 C13 C14 119.09(13) . . ? C14 C13 H13 120.5 . . ? C13 C14 H14 119.5 . . ? C15 C14 C13 121.01(13) . . ? C15 C14 H14 119.5 . . ? C14 C15 H15 120.0 . . ? C14 C15 C16 119.99(12) . . ? C16 C15 H15 120.0 . . ? O2 C16 C11 122.27(12) . . ? O2 C16 C15 117.89(11) . . ? C15 C16 C11 119.75(12) . . ? H9A O9 H9B 110(2) . . ? 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 2.0143(9) . ? Mo1 O2 1.9302(9) . ? Mo1 O3 1.7042(9) . ? Mo1 O4 1.7092(10) . ? Mo1 O5 2.3219(10) . ? Mo1 N1 2.2425(11) . ? O1 C9 1.3179(16) . ? O2 C16 1.3533(15) . ? O5 H5A 0.802(14) . ? O5 H5B 0.837(15) . ? O6 H6 0.817(16) . ? O6 C5 1.3557(16) . ? O7 C1 1.4296(17) . ? O7 C6 1.3686(16) . ? O8 C2 1.4334(16) . ? O8 C4 1.3663(16) . ? N1 N2 1.3998(15) . ? N1 C10 1.2946(16) . ? N2 C9 1.3091(16) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3 0.9500 . ? C3 C4 1.3887(18) . ? C3 C8 1.4028(18) . ? C4 C5 1.3979(18) . ? C5 C6 1.3960(19) . ? C6 C7 1.3877(19) . ? C7 H7 0.9500 . ? C7 C8 1.4008(17) . ? C8 C9 1.4714(18) . ? C10 H10 0.9500 . ? C10 C11 1.4411(18) . ? C11 C12 1.409(2) . ? C11 C16 1.4081(18) . ? C12 H12 0.9500 . ? C12 C13 1.381(2) . ? C13 H13 0.9500 . ? C13 C14 1.396(2) . ? C14 H14 0.9500 . ? C14 C15 1.3888(19) . ? C15 H15 0.9500 . ? C15 C16 1.3971(18) . ? O9 H9A 0.824(15) . ? O9 H9B 0.818(17) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag O5 H5A O9 0.802(14) 2.171(16) 2.8860(14) 148.6(18) 4_575 yes O5 H5B N2 0.837(15) 1.906(16) 2.7422(15) 176(2) 3_666 yes O6 H6 O9 0.817(16) 1.986(17) 2.7667(14) 160(2) . yes O9 H9A O4 0.824(15) 2.054(16) 2.8659(14) 168(2) 1_565 yes O9 H9B O6 0.818(17) 2.15(2) 2.8682(14) 147(2) 3_776 yes O9 H9B O7 0.818(17) 2.24(2) 2.8904(15) 137(2) 3_776 yes 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 -0.87(16) . . . . ? Mo1 O1 C9 C8 178.25(8) . . . . ? Mo1 O2 C16 C11 23.01(19) . . . . ? Mo1 O2 C16 C15 -160.63(10) . . . . ? Mo1 N1 N2 C9 -3.58(12) . . . . ? Mo1 N1 C10 C11 -8.56(19) . . . . ? O6 C5 C6 O7 0.60(18) . . . . ? O6 C5 C6 C7 -178.95(11) . . . . ? O7 C6 C7 C8 178.71(12) . . . . ? O8 C4 C5 O6 1.24(18) . . . . ? O8 C4 C5 C6 -177.26(12) . . . . ? N1 N2 C9 O1 3.01(16) . . . . ? N1 N2 C9 C8 -176.09(10) . . . . ? N1 C10 C11 C12 178.09(13) . . . . ? N1 C10 C11 C16 -5.6(2) . . . . ? N2 N1 C10 C11 176.86(12) . . . . ? C1 O7 C6 C5 -158.04(12) . . . . ? C1 O7 C6 C7 21.50(19) . . . . ? C2 O8 C4 C3 -9.87(19) . . . . ? C2 O8 C4 C5 170.16(11) . . . . ? C3 C4 C5 O6 -178.73(12) . . . . ? C3 C4 C5 C6 2.76(19) . . . . ? C3 C8 C9 O1 -173.52(11) . . . . ? C3 C8 C9 N2 5.62(18) . . . . ? C4 C3 C8 C7 0.67(19) . . . . ? C4 C3 C8 C9 179.83(11) . . . . ? C4 C5 C6 O7 179.16(12) . . . . ? C4 C5 C6 C7 -0.4(2) . . . . ? C5 C6 C7 C8 -1.79(19) . . . . ? C6 C7 C8 C3 1.66(19) . . . . ? C6 C7 C8 C9 -177.52(11) . . . . ? C7 C8 C9 O1 5.66(17) . . . . ? C7 C8 C9 N2 -175.20(11) . . . . ? C8 C3 C4 O8 177.15(11) . . . . ? C8 C3 C4 C5 -2.88(19) . . . . ? C10 N1 N2 C9 171.73(11) . . . . ? C10 C11 C12 C13 175.24(14) . . . . ? C10 C11 C16 O2 1.0(2) . . . . ? C10 C11 C16 C15 -175.33(13) . . . . ? C11 C12 C13 C14 0.1(2) . . . . ? C12 C11 C16 O2 177.29(13) . . . . ? C12 C11 C16 C15 1.0(2) . . . . ? C12 C13 C14 C15 1.4(2) . . . . ? C13 C14 C15 C16 -1.7(2) . . . . ? C14 C15 C16 O2 -176.02(12) . . . . ? C14 C15 C16 C11 0.4(2) . . . . ? C16 C11 C12 C13 -1.3(2) . . . . ?