#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:25:08 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306453 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064378.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_7064378 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 'C17 H18 Mo N2 O9, 2(H2 O)' _chemical_formula_sum 'C17 H22 Mo N2 O11' _chemical_formula_weight 526.30 _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 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 92.445(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.2318(9) _cell_length_b 6.9036(5) _cell_length_c 23.6607(18) _cell_measurement_reflns_used 4971 _cell_measurement_temperature 100.00 _cell_measurement_theta_max 23.354 _cell_measurement_theta_min 2.345 _cell_volume 1996.2(3) _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 1.000 _diffrn_measured_fraction_theta_max 1.000 _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 0.0962 _diffrn_reflns_av_unetI/netI 0.0548 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 37445 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 24.996 _diffrn_reflns_theta_max 24.996 _diffrn_reflns_theta_min 1.666 _diffrn_source_current 1.39 _diffrn_source_power 0.0695 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.723 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.6780 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1176 before and 0.0782 after correction. The Ratio of minimum to maximum transmission is 0.9096. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.751 _exptl_crystal_description block _exptl_crystal_F_000 1072 _exptl_crystal_size_max 0.139 _exptl_crystal_size_mid 0.052 _exptl_crystal_size_min 0.023 _refine_diff_density_max 0.595 _refine_diff_density_min -0.903 _refine_diff_density_rms 0.110 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 304 _refine_ls_number_reflns 3522 _refine_ls_number_restraints 8 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0419 _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^)+(0.0471P)^2^+2.5476P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0946 _refine_ls_wR_factor_ref 0.1011 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2746 _reflns_number_total 3522 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj01022a2.cif _cod_data_source_block mrm_lr_o_1471_0m _cod_depositor_comments 'Adding full bibliography for 7064377--7064378.cif.' _cod_database_code 7064378 _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. ; _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, All O(H,H) groups 2. Restrained distances O9-H9B = O9-H9A 0.85 with sigma of 0.02 O5-H5A = O5-H5B 0.85 with sigma of 0.02 O6-H6 0.85 with sigma of 0.02 O10-H10B = O10-H10A 0.85 with sigma of 0.02 H10B-H10A 1.347 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) 3.b Idealised Me refined as rotating group: C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C17(H17A,H17B,H17C) ; _shelx_res_file ; TITL mrm_lr_o_1471_0m_a.res in P2(1)/c mrm_lr_o_1471_0m.res created by SHELXL-2019/3 at 13:19:43 on 27-Dec-2024 REM Old TITL MRM_LR_O_1471_0m in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.103, Rweak 0.005, Alpha 0.037 REM 0.266 for 358 systematic absences, Orientation as input REM Formula found by SHELXT: C15 N5 O8 Mo CELL 0.71073 12.2318 6.9036 23.6607 90 92.445 90 ZERR 4 0.0009 0.0005 0.0018 0 0.002 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O Mo UNIT 68 88 8 44 4 EQIV $1 1-X,1-Y,1-Z EQIV $2 1+X,+Y,+Z DFIX 0.85 O9 H9b O9 H9a DFIX 0.85 O5 H5a O5 H5b DFIX 0.85 O6 H6 DFIX 0.85 O10 H10b O10 H10a DFIX 1.347 H10b H10a L.S. 10 PLAN 25 TEMP -173.15 CONF HTAB O5 N2_$1 HTAB O5 O10 HTAB O6 O9_$2 HTAB O9 O3 BOND list 4 MORE -1 BOND $H fmap 2 acta OMIT 0 50 REM REM REM WGHT 0.047100 2.547600 FVAR 0.28920 MO1 5 0.298842 0.788900 0.556536 11.00000 0.01034 0.01869 = 0.01470 -0.00063 0.00269 0.00092 O2 4 0.210742 0.751207 0.489215 11.00000 0.01056 0.02463 = 0.01640 0.00664 0.00390 0.00050 O1 4 0.440448 0.744914 0.600888 11.00000 0.00912 0.02579 = 0.01356 -0.00530 0.00380 0.00130 O3 4 0.215456 0.733352 0.610415 11.00000 0.01187 0.02891 = 0.01823 -0.00450 0.00518 -0.00111 O4 4 0.307107 1.033372 0.556318 11.00000 0.01930 0.01554 = 0.03624 -0.00259 0.00696 -0.00186 O5 4 0.314492 0.459645 0.549854 11.00000 0.01945 0.01734 = 0.01568 0.00126 0.00646 0.00191 H5A 2 0.311413 0.406573 0.582026 11.00000 -1.50000 H5B 2 0.359212 0.410703 0.527966 11.00000 -1.50000 O6 4 0.899468 0.582226 0.718939 11.00000 0.01077 0.03170 = 0.01665 0.00511 0.00066 -0.00301 H6 2 0.955275 0.636764 0.708201 11.00000 -1.50000 O7 4 0.705206 0.542338 0.758796 11.00000 0.01413 0.03090 = 0.01377 0.00638 0.00458 -0.00061 O8 4 0.931285 0.668525 0.609582 11.00000 0.00813 0.03176 = 0.01265 0.00047 0.00090 -0.00381 O11 4 0.030347 0.793065 0.427569 11.00000 0.00924 0.02741 = 0.01788 0.00477 0.00108 0.00066 N1 3 0.432938 0.757892 0.495922 11.00000 0.01101 0.01160 = 0.01478 -0.00049 -0.00072 0.00130 N2 3 0.536647 0.716303 0.519715 11.00000 0.00883 0.01661 = 0.01649 -0.00087 0.00021 -0.00010 C1 1 0.603844 0.466344 0.776557 11.00000 0.02149 0.05450 = 0.02580 0.01473 0.00619 -0.00619 AFIX 137 H1A 2 0.578393 0.364603 0.750276 11.00000 -1.50000 H1B 2 0.549359 0.570359 0.776944 11.00000 -1.50000 H1C 2 0.614120 0.411843 0.814659 11.00000 -1.50000 AFIX 0 C2 1 0.948789 0.698229 0.550439 11.00000 0.01819 0.02848 = 0.01145 -0.00220 0.00410 -0.00184 AFIX 137 H2A 2 0.908769 0.599569 0.528117 11.00000 -1.50000 H2B 2 1.027112 0.688176 0.543774 11.00000 -1.50000 H2C 2 0.922403 0.827165 0.539155 11.00000 -1.50000 AFIX 0 C3 1 0.734769 0.689236 0.589478 11.00000 0.01251 0.01451 = 0.01157 -0.00543 0.00212 -0.00122 AFIX 43 H3 2 0.743568 0.719651 0.550779 11.00000 -1.20000 AFIX 0 C4 1 0.824882 0.658007 0.625427 11.00000 0.00952 0.01543 = 0.01794 -0.00239 0.00319 -0.00210 C5 1 0.813091 0.614071 0.682378 11.00000 0.01402 0.01501 = 0.01513 -0.00164 0.00030 0.00022 C6 1 0.707971 0.593934 0.702255 11.00000 0.01758 0.01599 = 0.01198 0.00171 0.00279 0.00178 C7 1 0.617423 0.626584 0.667435 11.00000 0.00961 0.01318 = 0.02021 0.00116 0.00256 0.00031 AFIX 43 H7 2 0.546286 0.615979 0.681759 11.00000 -1.20000 AFIX 0 C8 1 0.630080 0.675345 0.610999 11.00000 0.01342 0.01284 = 0.01447 -0.00103 -0.00100 -0.00354 C9 1 0.532913 0.714373 0.575051 11.00000 0.01073 0.01113 = 0.01780 -0.00131 0.00403 -0.00079 C10 1 0.425110 0.785355 0.441869 11.00000 0.01242 0.01460 = 0.01821 0.00177 0.00449 -0.00123 AFIX 43 H10 2 0.490440 0.781816 0.421574 11.00000 -1.20000 AFIX 0 C11 1 0.323674 0.820982 0.410434 11.00000 0.01142 0.01127 = 0.01923 -0.00227 0.00163 -0.00043 C12 1 0.327293 0.869382 0.352952 11.00000 0.01300 0.01597 = 0.01886 -0.00242 0.00346 -0.00182 AFIX 43 H12 2 0.396209 0.883313 0.336345 11.00000 -1.20000 AFIX 0 C13 1 0.232899 0.897080 0.320146 11.00000 0.02027 0.01611 = 0.01354 0.00074 -0.00059 0.00155 AFIX 43 H13 2 0.236863 0.933213 0.281545 11.00000 -1.20000 AFIX 0 C14 1 0.131360 0.871805 0.343883 11.00000 0.01761 0.01829 = 0.01729 -0.00188 -0.00301 0.00382 AFIX 43 H14 2 0.066119 0.889085 0.321202 11.00000 -1.20000 AFIX 0 C15 1 0.125238 0.821707 0.400284 11.00000 0.01155 0.01126 = 0.02253 -0.00020 0.00183 -0.00083 C16 1 0.221287 0.801037 0.434447 11.00000 0.01666 0.01255 = 0.01641 0.00012 0.00203 -0.00002 C17 1 -0.069096 0.783988 0.393629 11.00000 0.00992 0.03791 = 0.02398 0.00067 -0.00536 0.00411 AFIX 137 H17A 2 -0.062260 0.685420 0.364183 11.00000 -1.50000 H17B 2 -0.083432 0.910317 0.375933 11.00000 -1.50000 H17C 2 -0.129743 0.750005 0.417511 11.00000 -1.50000 AFIX 0 O9 4 0.092489 0.740928 0.707856 11.00000 0.02085 0.03981 = 0.01181 -0.00178 0.00106 -0.00860 H9A 2 0.121383 0.758211 0.677770 11.00000 -1.50000 H9B 2 0.102916 0.836652 0.728389 11.00000 -1.50000 O10 4 0.311237 0.378698 0.666538 11.00000 0.05204 0.03993 = 0.03450 0.00947 0.00160 0.00176 H10A 2 0.286209 0.285603 0.687238 11.00000 -1.50000 H10B 2 0.265215 0.469988 0.670138 11.00000 -1.50000 HKLF 4 REM mrm_lr_o_1471_0m_a.res in P2(1)/c REM wR2 = 0.1011, GooF = S = 1.041, Restrained GooF = 1.040 for all data REM R1 = 0.0419 for 2746 Fo > 4sig(Fo) and 0.0603 for all 3522 data REM 304 parameters refined using 8 restraints END WGHT 0.0471 2.5475 REM Highest difference peak 0.595, deepest hole -0.903, 1-sigma level 0.110 Q1 1 0.3299 0.7906 0.6198 11.00000 0.05 0.60 Q2 1 0.3082 0.7089 0.5214 11.00000 0.05 0.55 Q3 1 0.2493 0.6424 0.5182 11.00000 0.05 0.54 Q4 1 0.3977 0.7664 0.5202 11.00000 0.05 0.54 Q5 1 0.2798 0.8697 0.5909 11.00000 0.05 0.54 Q6 1 0.2781 0.7055 0.5898 11.00000 0.05 0.52 Q7 1 0.2717 0.7959 0.4968 11.00000 0.05 0.50 Q8 1 0.2628 0.9757 0.5570 11.00000 0.05 0.48 Q9 1 0.2018 0.7125 0.5763 11.00000 0.05 0.48 Q10 1 0.4180 0.7145 0.4731 11.00000 0.05 0.46 Q11 1 0.3128 0.9518 0.5333 11.00000 0.05 0.45 Q12 1 0.2590 0.9334 0.5268 11.00000 0.05 0.45 Q13 1 0.5369 0.6470 0.5419 11.00000 0.05 0.45 Q14 1 0.8753 0.6970 0.6129 11.00000 0.05 0.43 Q15 1 0.3386 0.9404 0.5865 11.00000 0.05 0.43 Q16 1 0.3008 0.9096 0.5234 11.00000 0.05 0.43 Q17 1 0.3085 0.7390 0.6085 11.00000 0.05 0.43 Q18 1 0.3594 0.6747 0.5972 11.00000 0.05 0.42 Q19 1 0.2222 0.7153 0.4666 11.00000 0.05 0.41 Q20 1 0.2651 1.2242 0.5439 11.00000 0.05 0.41 Q21 1 0.2885 0.5837 0.5561 11.00000 0.05 0.40 Q22 1 0.2616 0.6028 0.5999 11.00000 0.05 0.40 Q23 1 0.3374 0.9777 0.5644 11.00000 0.05 0.40 Q24 1 0.1788 0.7112 0.4864 11.00000 0.05 0.40 Q25 1 0.0328 0.8502 0.4572 11.00000 0.05 0.39 ; _shelx_res_checksum 69720 _olex2_submission_special_instructions 'No special instructions were received' 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 0.29884(3) 0.78890(6) 0.55654(2) 0.01451(13) Uani 1 1 d . . . . . O2 O 0.2107(2) 0.7512(4) 0.48922(12) 0.0171(7) Uani 1 1 d . . . . . O1 O 0.4404(2) 0.7449(4) 0.60089(11) 0.0161(7) Uani 1 1 d . . . . . O3 O 0.2155(2) 0.7334(4) 0.61041(12) 0.0195(7) Uani 1 1 d . . . . . O4 O 0.3071(2) 1.0334(4) 0.55632(13) 0.0235(7) Uani 1 1 d . . . . . O5 O 0.3145(2) 0.4596(4) 0.54985(12) 0.0173(7) Uani 1 1 d D . . . . H5A H 0.311(4) 0.407(6) 0.5820(11) 0.026 Uiso 1 1 d D U . . . H5B H 0.359(3) 0.411(6) 0.5280(16) 0.026 Uiso 1 1 d D U . . . O6 O 0.8995(2) 0.5822(4) 0.71894(12) 0.0197(7) Uani 1 1 d D . . . . H6 H 0.955(3) 0.637(6) 0.7082(19) 0.030 Uiso 1 1 d D U . . . O7 O 0.7052(2) 0.5423(4) 0.75880(11) 0.0195(7) Uani 1 1 d . . . . . O8 O 0.9313(2) 0.6685(4) 0.60958(11) 0.0175(7) Uani 1 1 d . . . . . O11 O 0.0303(2) 0.7931(4) 0.42757(12) 0.0182(6) Uani 1 1 d . . . . . N1 N 0.4329(3) 0.7579(4) 0.49592(14) 0.0125(8) Uani 1 1 d . . . . . N2 N 0.5366(3) 0.7163(5) 0.51972(14) 0.0140(7) Uani 1 1 d . . . . . C1 C 0.6038(4) 0.4663(8) 0.7766(2) 0.0338(13) Uani 1 1 d . . . . . H1A H 0.578393 0.364603 0.750276 0.051 Uiso 1 1 calc R U . . . H1B H 0.549359 0.570359 0.776944 0.051 Uiso 1 1 calc R U . . . H1C H 0.614120 0.411843 0.814659 0.051 Uiso 1 1 calc R U . . . C2 C 0.9488(3) 0.6982(7) 0.55044(16) 0.0193(10) Uani 1 1 d . . . . . H2A H 0.908769 0.599569 0.528117 0.029 Uiso 1 1 calc R U . . . H2B H 1.027112 0.688176 0.543774 0.029 Uiso 1 1 calc R U . . . H2C H 0.922403 0.827165 0.539155 0.029 Uiso 1 1 calc R U . . . C3 C 0.7348(3) 0.6892(6) 0.58948(17) 0.0128(9) Uani 1 1 d . . . . . H3 H 0.743568 0.719651 0.550779 0.015 Uiso 1 1 calc R U . . . C4 C 0.8249(3) 0.6580(6) 0.62543(17) 0.0142(9) Uani 1 1 d . . . . . C5 C 0.8131(3) 0.6141(6) 0.68238(17) 0.0147(9) Uani 1 1 d . . . . . C6 C 0.7080(3) 0.5939(6) 0.70225(16) 0.0151(9) Uani 1 1 d . . . . . C7 C 0.6174(3) 0.6266(6) 0.66743(17) 0.0143(9) Uani 1 1 d . . . . . H7 H 0.546286 0.615979 0.681759 0.017 Uiso 1 1 calc R U . . . C8 C 0.6301(3) 0.6753(6) 0.61100(17) 0.0136(9) Uani 1 1 d . . . . . C9 C 0.5329(3) 0.7144(6) 0.57505(17) 0.0131(8) Uani 1 1 d . . . . . C10 C 0.4251(3) 0.7854(6) 0.44187(17) 0.0150(9) Uani 1 1 d . . . . . H10 H 0.490440 0.781816 0.421574 0.018 Uiso 1 1 calc R U . . . C11 C 0.3237(3) 0.8210(6) 0.41043(17) 0.0139(9) Uani 1 1 d . . . . . C12 C 0.3273(3) 0.8694(6) 0.35295(17) 0.0159(9) Uani 1 1 d . . . . . H12 H 0.396209 0.883313 0.336345 0.019 Uiso 1 1 calc R U . . . C13 C 0.2329(3) 0.8971(6) 0.32015(17) 0.0167(9) Uani 1 1 d . . . . . H13 H 0.236863 0.933213 0.281545 0.020 Uiso 1 1 calc R U . . . C14 C 0.1314(3) 0.8718(6) 0.34388(17) 0.0178(9) Uani 1 1 d . . . . . H14 H 0.066119 0.889085 0.321202 0.021 Uiso 1 1 calc R U . . . C15 C 0.1252(3) 0.8217(6) 0.40028(18) 0.0151(9) Uani 1 1 d . . . . . C16 C 0.2213(3) 0.8010(6) 0.43445(17) 0.0152(9) Uani 1 1 d . . . . . C17 C -0.0691(3) 0.7840(7) 0.39363(19) 0.0241(10) Uani 1 1 d . . . . . H17A H -0.062260 0.685420 0.364183 0.036 Uiso 1 1 calc R U . . . H17B H -0.083432 0.910317 0.375933 0.036 Uiso 1 1 calc R U . . . H17C H -0.129743 0.750005 0.417511 0.036 Uiso 1 1 calc R U . . . O9 O 0.0925(3) 0.7409(5) 0.70786(13) 0.0241(8) Uani 1 1 d D . . . . H9A H 0.121(4) 0.758(7) 0.6778(13) 0.036 Uiso 1 1 d D U . . . H9B H 0.103(4) 0.837(5) 0.7284(18) 0.036 Uiso 1 1 d D U . . . O10 O 0.3112(3) 0.3787(6) 0.66654(15) 0.0422(9) Uani 1 1 d D . . . . H10A H 0.286(4) 0.286(5) 0.687(2) 0.063 Uiso 1 1 d D U . . . H10B H 0.265(4) 0.470(5) 0.670(2) 0.063 Uiso 1 1 d D 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 0.0103(2) 0.0187(2) 0.0147(2) -0.00063(16) 0.00269(14) 0.00092(16) O2 0.0106(14) 0.0246(19) 0.0164(15) 0.0066(12) 0.0039(12) 0.0005(12) O1 0.0091(14) 0.0258(19) 0.0136(15) -0.0053(12) 0.0038(12) 0.0013(11) O3 0.0119(14) 0.0289(19) 0.0182(16) -0.0045(13) 0.0052(12) -0.0011(12) O4 0.0193(16) 0.0155(18) 0.0362(18) -0.0026(14) 0.0070(14) -0.0019(13) O5 0.0195(16) 0.0173(18) 0.0157(16) 0.0013(13) 0.0065(13) 0.0019(13) O6 0.0108(15) 0.032(2) 0.0166(16) 0.0051(14) 0.0007(12) -0.0030(13) O7 0.0141(15) 0.0309(19) 0.0138(15) 0.0064(13) 0.0046(12) -0.0006(13) O8 0.0081(14) 0.032(2) 0.0127(15) 0.0005(13) 0.0009(11) -0.0038(12) O11 0.0092(14) 0.0274(17) 0.0179(15) 0.0048(14) 0.0011(12) 0.0007(13) N1 0.0110(17) 0.012(2) 0.0148(18) -0.0005(14) -0.0007(14) 0.0013(13) N2 0.0088(17) 0.0166(19) 0.0165(19) -0.0009(15) 0.0002(14) -0.0001(14) C1 0.021(3) 0.054(4) 0.026(3) 0.015(2) 0.006(2) -0.006(2) C2 0.018(2) 0.028(3) 0.011(2) -0.0022(19) 0.0041(17) -0.0018(19) C3 0.013(2) 0.015(2) 0.012(2) -0.0054(17) 0.0021(16) -0.0012(17) C4 0.010(2) 0.015(2) 0.018(2) -0.0024(18) 0.0032(17) -0.0021(16) C5 0.014(2) 0.015(2) 0.015(2) -0.0016(18) 0.0003(17) 0.0002(17) C6 0.018(2) 0.016(2) 0.012(2) 0.0017(17) 0.0028(17) 0.0018(17) C7 0.010(2) 0.013(2) 0.020(2) 0.0012(18) 0.0026(17) 0.0003(17) C8 0.013(2) 0.013(2) 0.014(2) -0.0010(17) -0.0010(17) -0.0035(17) C9 0.011(2) 0.011(2) 0.018(2) -0.0013(18) 0.0040(16) -0.0008(17) C10 0.012(2) 0.015(2) 0.018(2) 0.0018(18) 0.0045(17) -0.0012(17) C11 0.011(2) 0.011(2) 0.019(2) -0.0023(17) 0.0016(17) -0.0004(16) C12 0.013(2) 0.016(2) 0.019(2) -0.0024(19) 0.0035(17) -0.0018(18) C13 0.020(2) 0.016(2) 0.014(2) 0.0007(18) -0.0006(18) 0.0016(18) C14 0.018(2) 0.018(2) 0.017(2) -0.0019(19) -0.0030(18) 0.0038(18) C15 0.012(2) 0.011(2) 0.023(2) -0.0002(18) 0.0018(17) -0.0008(16) C16 0.017(2) 0.013(2) 0.016(2) 0.0001(18) 0.0020(17) 0.0000(18) C17 0.010(2) 0.038(3) 0.024(2) 0.001(2) -0.0054(18) 0.004(2) O9 0.0208(17) 0.040(2) 0.0118(16) -0.0018(14) 0.0011(13) -0.0086(15) O10 0.052(3) 0.040(2) 0.034(2) 0.0095(19) 0.0016(18) 0.0018(19) 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 O2 Mo1 O1 149.46(11) . . ? O2 Mo1 O5 81.51(11) . . ? O2 Mo1 N1 81.64(12) . . ? O1 Mo1 O5 79.23(11) . . ? O1 Mo1 N1 71.38(11) . . ? O3 Mo1 O2 105.01(12) . . ? O3 Mo1 O1 96.03(12) . . ? O3 Mo1 O5 83.28(12) . . ? O3 Mo1 N1 159.16(13) . . ? O4 Mo1 O2 99.54(13) . . ? O4 Mo1 O1 95.86(13) . . ? O4 Mo1 O3 105.30(14) . . ? O4 Mo1 O5 170.63(12) . . ? O4 Mo1 N1 92.75(12) . . ? N1 Mo1 O5 78.14(10) . . ? C16 O2 Mo1 133.9(3) . . ? C9 O1 Mo1 121.1(2) . . ? Mo1 O5 H5A 111(3) . . ? Mo1 O5 H5B 120(3) . . ? H5A O5 H5B 116(4) . . ? C5 O6 H6 111(3) . . ? C6 O7 C1 115.9(3) . . ? C4 O8 C2 117.1(3) . . ? C15 O11 C17 117.4(3) . . ? N2 N1 Mo1 116.1(2) . . ? C10 N1 Mo1 126.6(3) . . ? C10 N1 N2 117.2(3) . . ? C9 N2 N1 109.6(3) . . ? 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 120.5 . . ? C4 C3 C8 118.9(4) . . ? C8 C3 H3 120.5 . . ? O8 C4 C3 124.4(4) . . ? O8 C4 C5 114.5(3) . . ? C3 C4 C5 121.1(4) . . ? O6 C5 C4 122.8(3) . . ? O6 C5 C6 118.3(4) . . ? C4 C5 C6 118.8(4) . . ? O7 C6 C5 114.3(3) . . ? C7 C6 O7 124.8(3) . . ? C7 C6 C5 120.9(4) . . ? C6 C7 H7 120.1 . . ? C6 C7 C8 119.8(4) . . ? C8 C7 H7 120.1 . . ? C3 C8 C9 120.7(4) . . ? C7 C8 C3 120.4(4) . . ? C7 C8 C9 118.9(3) . . ? O1 C9 C8 116.8(3) . . ? N2 C9 O1 121.7(4) . . ? N2 C9 C8 121.5(3) . . ? N1 C10 H10 117.9 . . ? N1 C10 C11 124.2(4) . . ? C11 C10 H10 117.9 . . ? C12 C11 C10 118.6(3) . . ? C12 C11 C16 118.8(4) . . ? C16 C11 C10 122.5(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 C11 121.3(4) . . ? C13 C12 H12 119.4 . . ? C12 C13 H13 120.2 . . ? C12 C13 C14 119.7(4) . . ? C14 C13 H13 120.2 . . ? C13 C14 H14 119.8 . . ? C15 C14 C13 120.3(4) . . ? C15 C14 H14 119.8 . . ? O11 C15 C14 125.0(4) . . ? O11 C15 C16 114.8(4) . . ? C14 C15 C16 120.1(4) . . ? O2 C16 C11 122.4(4) . . ? O2 C16 C15 117.8(3) . . ? C11 C16 C15 119.7(4) . . ? O11 C17 H17A 109.5 . . ? O11 C17 H17B 109.5 . . ? O11 C17 H17C 109.5 . . ? H17A C17 H17B 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? H9A O9 H9B 109(5) . . ? H10A O10 H10B 104(3) . . ? 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 O2 1.903(3) . ? Mo1 O1 2.010(3) . ? Mo1 O3 1.710(3) . ? Mo1 O4 1.691(3) . ? Mo1 O5 2.287(3) . ? Mo1 N1 2.235(3) . ? O2 C16 1.352(5) . ? O1 C9 1.325(4) . ? O5 H5A 0.847(19) . ? O5 H5B 0.840(19) . ? O6 H6 0.829(19) . ? O6 C5 1.355(5) . ? O7 C1 1.426(5) . ? O7 C6 1.386(5) . ? O8 C2 1.439(5) . ? O8 C4 1.372(4) . ? O11 C15 1.366(5) . ? O11 C17 1.430(5) . ? N1 N2 1.396(4) . ? N1 C10 1.292(5) . ? N2 C9 1.312(5) . ? 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 1.380(5) . ? C3 C8 1.401(5) . ? C4 C5 1.395(5) . ? C5 C6 1.395(5) . ? C6 C7 1.371(5) . ? C7 H7 0.9500 . ? C7 C8 1.392(5) . ? C8 C9 1.457(5) . ? C10 H10 0.9500 . ? C10 C11 1.440(6) . ? C11 C12 1.403(6) . ? C11 C16 1.404(5) . ? C12 H12 0.9500 . ? C12 C13 1.377(5) . ? C13 H13 0.9500 . ? C13 C14 1.396(6) . ? C14 H14 0.9500 . ? C14 C15 1.384(6) . ? C15 C16 1.405(5) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O9 H9A 0.82(2) . ? O9 H9B 0.83(2) . ? O10 H10A 0.871(19) . ? O10 H10B 0.852(19) . ? 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 O10 0.847(19) 2.01(2) 2.819(5) 160(4) . yes O5 H5B N2 0.840(19) 1.95(2) 2.785(4) 177(5) 3_666 yes O6 H6 O9 0.829(19) 1.83(2) 2.626(4) 162(5) 1_655 yes O9 H9A O3 0.82(2) 2.01(2) 2.807(4) 164(5) . 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 O2 C16 C11 29.4(6) . . . . ? Mo1 O2 C16 C15 -154.4(3) . . . . ? Mo1 O1 C9 N2 1.7(5) . . . . ? Mo1 O1 C9 C8 -177.3(3) . . . . ? Mo1 N1 N2 C9 -3.3(4) . . . . ? Mo1 N1 C10 C11 -7.1(6) . . . . ? O6 C5 C6 O7 0.1(5) . . . . ? O6 C5 C6 C7 179.2(4) . . . . ? O7 C6 C7 C8 -179.2(4) . . . . ? O8 C4 C5 O6 -0.7(6) . . . . ? O8 C4 C5 C6 -178.0(4) . . . . ? O11 C15 C16 O2 1.6(5) . . . . ? O11 C15 C16 C11 177.9(4) . . . . ? N1 N2 C9 O1 1.3(5) . . . . ? N1 N2 C9 C8 -179.8(3) . . . . ? N1 C10 C11 C12 173.2(4) . . . . ? N1 C10 C11 C16 -9.7(6) . . . . ? N2 N1 C10 C11 177.1(4) . . . . ? C1 O7 C6 C5 -162.5(4) . . . . ? C1 O7 C6 C7 18.4(6) . . . . ? C2 O8 C4 C3 -5.4(6) . . . . ? C2 O8 C4 C5 175.2(4) . . . . ? C3 C4 C5 O6 179.9(4) . . . . ? C3 C4 C5 C6 2.7(6) . . . . ? C3 C8 C9 O1 -163.9(4) . . . . ? C3 C8 C9 N2 17.0(6) . . . . ? C4 C3 C8 C7 -1.4(6) . . . . ? C4 C3 C8 C9 177.7(4) . . . . ? C4 C5 C6 O7 177.4(4) . . . . ? C4 C5 C6 C7 -3.4(6) . . . . ? C5 C6 C7 C8 1.8(6) . . . . ? C6 C7 C8 C3 0.7(6) . . . . ? C6 C7 C8 C9 -178.4(4) . . . . ? C7 C8 C9 O1 15.2(5) . . . . ? C7 C8 C9 N2 -163.9(4) . . . . ? C8 C3 C4 O8 -179.6(4) . . . . ? C8 C3 C4 C5 -0.3(6) . . . . ? C10 N1 N2 C9 172.9(4) . . . . ? C10 C11 C12 C13 177.2(4) . . . . ? C10 C11 C16 O2 1.6(6) . . . . ? C10 C11 C16 C15 -174.6(4) . . . . ? C11 C12 C13 C14 -1.7(6) . . . . ? C12 C11 C16 O2 178.7(4) . . . . ? C12 C11 C16 C15 2.6(6) . . . . ? C12 C13 C14 C15 0.9(6) . . . . ? C13 C14 C15 O11 -179.8(4) . . . . ? C13 C14 C15 C16 1.7(6) . . . . ? C14 C15 C16 O2 -179.8(4) . . . . ? C14 C15 C16 C11 -3.5(6) . . . . ? C16 C11 C12 C13 -0.1(6) . . . . ? C17 O11 C15 C14 10.4(6) . . . . ? C17 O11 C15 C16 -171.1(4) . . . . ?