#------------------------------------------------------------------------------ #$Date: 2020-10-06 10:04:54 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257305 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/65/1556540.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_1556540 loop_ _publ_author_name 'Morrison, Christine N.' 'Prosser, Kathleen E.' 'Stokes, Ryjul W.' 'Cordes, Anna' 'Metzler-Nolte, Nils' 'Cohen, Seth M.' _publ_section_title ; Expanding medicinal chemistry into 3D space: metallofragments as 3D scaffolds for fragment-based drug discovery ; _journal_issue 5 _journal_name_full 'Chemical Science' _journal_page_first 1216 _journal_page_last 1225 _journal_paper_doi 10.1039/C9SC05586J _journal_volume 11 _journal_year 2020 _chemical_formula_moiety 'C13 H11 N2 O6 Re' _chemical_formula_sum 'C13 H11 N2 O6 Re' _chemical_formula_weight 477.44 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_date 2018-06-04 _audit_creation_method ; Olex2 1.2-beta (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-10-29 deposited with the CCDC. 2019-12-12 downloaded from the CCDC. ; _cell_angle_alpha 70.669(2) _cell_angle_beta 80.012(2) _cell_angle_gamma 61.781(2) _cell_formula_units_Z 2 _cell_length_a 9.1080(5) _cell_length_b 9.5099(5) _cell_length_c 9.7673(5) _cell_measurement_reflns_used 5139 _cell_measurement_temperature 100.0 _cell_measurement_theta_max 26.288 _cell_measurement_theta_min 2.538 _cell_volume 703.28(7) _computing_cell_refinement 'SAINT v8.38A (Bruker, 2017)' _computing_data_collection 'APEX3 v2017.3-0 (Bruker, 2017)' _computing_data_reduction 'SAINT v8.38A (Bruker, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 100.0 _diffrn_detector 'Bruker APEX-II CCD' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'CCD Area Detector' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device 'Kappa Four-Circle Diffractometer' _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_unetI/netI 0.0326 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 10244 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 26.368 _diffrn_reflns_theta_min 2.210 _diffrn_source 'sealed tube' _diffrn_source_type fine-focus _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 8.671 _exptl_absorpt_correction_T_max 0.0932 _exptl_absorpt_correction_T_min 0.0602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0785 before and 0.0368 after correction. The Ratio of minimum to maximum transmission is 0.6459. The \l/2 correction factor is Not present.' _exptl_crystal_colour 'Light Yellow' _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 2.255 _exptl_crystal_description Block _exptl_crystal_F_000 452 _exptl_crystal_size_max 0.127 _exptl_crystal_size_mid 0.115 _exptl_crystal_size_min 0.086 _refine_diff_density_max 0.563 _refine_diff_density_min -0.513 _refine_diff_density_rms 0.120 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 245 _refine_ls_number_reflns 2866 _refine_ls_number_restraints 37 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.0233 _refine_ls_R_factor_gt 0.0200 _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^)+(0.0165P)^2^+0.0535P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0387 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2647 _reflns_number_total 2866 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9sc05586j2.cif _cod_data_source_block K9 _cod_depositor_comments ; The following automatic conversions were performed: data item '_diffrn_radiation_probe' value 'X-ray' was changed to 'x-ray' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. data item '_exptl_crystal_colour_modifier' value 'Light' was changed to 'light' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. data item '_exptl_crystal_colour_primary' value 'Yellow' was changed to 'yellow' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 1556536--1556540.cif. Adding full bibliography for 1556536--1556540.cif. ; _cod_database_code 1556540 _shelx_shelxl_version_number 2018/3 _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 0.523 _shelx_estimated_absorpt_t_min 0.406 _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. Uiso/Uaniso restraints and constraints Uanis(Re1) = Uanis(Re1B) Uanis(O4) = Uanis(O5B) Uanis(O5) = Uanis(O4B) Uanis(O6) = Uanis(O6B) Uanis(C6B) = Uanis(C7) Uanis(C7B) = Uanis(C6) Uanis(C5) = Uanis(C8B) Uanis(C8) = Uanis(C5B) Uanis(C9) = Uanis(C9B) Uanis(C4) = Uanis(C4B) Uanis(C2B) = Uanis(C3) Uanis(O3) = Uanis(O2B) Uanis(C3B) = Uanis(C2) Uanis(O3B) = Uanis(O2) 3. Same fragment restrains {Re1, O2, O3, O4, O5, O6, C2, C3, C4, C5, C6, C7, C8, C9} sigma for 1-2: 0.005, 1-3: 0.005 as {Re1B, O2B, O3B, O4B, O5B, O6B, C2B, C3B, C4B, C5B, C6B, C7B, C8B, C9B} 4. Others Sof(Re1B)=Sof(O2B)=Sof(O3B)=Sof(O4B)=Sof(O5B)=Sof(O6B)=Sof(C2B)=Sof(C3B)= Sof(C4B)=Sof(H4B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(C7B)=Sof(C8B)=Sof(C9B)= Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=1-FVAR(1) Sof(Re1)=Sof(O2)=Sof(O3)=Sof(O4)=Sof(O5)=Sof(O6)=Sof(C2)=Sof(C3)=Sof(C4)= Sof(H4)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(C7)=Sof(C8)=Sof(C9)=Sof(H9A)=Sof(H9B)= Sof(H9C)=FVAR(1) 5.a Aromatic/amide H refined with riding coordinates: C10(H10), C11(H11), C12(H12), C4(H4), C5(H5), C4B(H4B), C5B(H5B) 5.b Idealised Me refined as rotating group: C13(H13A,H13B,H13C), C9(H9A,H9B,H9C), C9B(H9BA,H9BB,H9BC) ; _shelx_res_file ; TITL cm32_a.res in P-1 cm32.res created by SHELXL-2018/3 at 14:04:15 on 04-Jun-2018 REM Old TITL CM32 in P-1 REM SHELXT solution in P-1: R1 0.054, Rweak 0.011, Alpha 0.045 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C13 N2 O6 Re CELL 0.71073 9.108 9.5099 9.7673 70.669 80.012 61.781 ZERR 2 0.0005 0.0005 0.0005 0.002 0.002 0.002 LATT 1 SFAC C H N O Re UNIT 26 22 4 12 2 EADP Re1 Re1B EADP O4 O5B EADP O5 O4B EADP O6 O6B EADP C6B C7 EADP C7B C6 EADP C5 C8B EADP C8 C5B EADP C9 C9B EADP C4 C4B EADP C2B C3 EADP O3 O2B EADP C3B C2 EADP O3B O2 L.S. 99 PLAN 20 SIZE 0.127 0.115 0.086 TEMP -173.15 BOND list 4 fmap 2 ACTA 50 REM REM REM WGHT 0.016500 0.053500 FVAR 0.39474 0.92801 O1 4 -0.142809 0.828753 0.434136 11.00000 0.01841 0.02730 = 0.03145 -0.00889 0.00274 -0.01044 N1 3 0.468744 0.512655 0.246945 11.00000 0.01826 0.02548 = 0.02658 -0.00810 0.00315 -0.01282 N2 3 0.733770 0.330645 0.253355 11.00000 0.01587 0.01789 = 0.03457 -0.01039 0.00010 -0.00722 C1 1 -0.010898 0.758727 0.390178 11.00000 0.02092 0.01853 = 0.02055 -0.00115 -0.00209 -0.01206 C10 1 0.544990 0.559811 0.118377 11.00000 0.02703 0.03000 = 0.02588 -0.00649 0.00200 -0.01493 AFIX 43 H10 2 0.492038 0.655770 0.039837 11.00000 -1.20000 AFIX 0 C11 1 0.708185 0.447620 0.121092 11.00000 0.01979 0.03907 = 0.02972 -0.01680 0.00972 -0.01339 AFIX 43 H11 2 0.789021 0.449968 0.045607 11.00000 -1.20000 AFIX 0 C12 1 0.587946 0.374072 0.326552 11.00000 0.01596 0.01547 = 0.03514 -0.00910 0.00294 -0.00622 AFIX 43 H12 2 0.571514 0.314189 0.422423 11.00000 -1.20000 AFIX 0 C13 1 0.892008 0.186172 0.306630 11.00000 0.02275 0.02221 = 0.04607 -0.01103 0.00463 -0.00849 AFIX 137 H13A 2 0.876629 0.126956 0.407074 11.00000 -1.50000 H13B 2 0.976343 0.223821 0.302690 11.00000 -1.50000 H13C 2 0.928815 0.111175 0.245734 11.00000 -1.50000 AFIX 0 PART 1 RE1 5 0.210818 0.639017 0.321352 21.00000 0.01404 0.01661 = 0.01817 -0.00455 0.00113 -0.00822 O2 4 0.086079 0.436725 0.228878 21.00000 0.03018 0.03375 = 0.03149 -0.01462 0.00425 -0.01945 O3 4 0.275018 0.389423 0.625366 21.00000 0.02623 0.01890 = 0.02278 -0.00228 -0.00204 -0.01131 O4 4 0.177734 0.816925 0.109108 21.00000 0.02206 0.02282 = 0.02049 -0.00253 -0.00274 -0.01255 O5 4 0.301175 0.800883 0.345839 21.00000 0.02053 0.01918 = 0.01651 -0.00491 0.00069 -0.01009 O6 4 0.346330 1.148723 0.082401 21.00000 0.02387 0.01730 = 0.01904 -0.00404 0.00073 -0.01093 C2 1 0.135367 0.509473 0.267818 21.00000 0.01633 0.02120 = 0.02109 -0.00464 0.00324 -0.00689 C3 1 0.251521 0.483314 0.509696 21.00000 0.01396 0.02269 = 0.02846 -0.01340 0.00248 -0.01058 C4 1 0.272345 1.161824 -0.032847 21.00000 0.01881 0.02198 = 0.01883 0.00194 -0.00352 -0.00673 AFIX 43 H4 2 0.262963 1.248741 -0.119544 21.00000 -1.20000 AFIX 0 C5 1 0.212405 1.057936 -0.029408 21.00000 0.01925 0.02930 = 0.01929 -0.00455 -0.00141 -0.01070 AFIX 43 H5 2 0.160502 1.071248 -0.112251 21.00000 -1.20000 AFIX 0 C6 1 0.226401 0.925628 0.099902 21.00000 0.01136 0.02105 = 0.01831 -0.00389 0.00259 -0.00495 C7 1 0.296602 0.918411 0.223310 21.00000 0.00896 0.01678 = 0.02226 -0.00586 -0.00015 -0.00200 C8 1 0.357530 1.028500 0.210832 21.00000 0.01291 0.01796 = 0.01796 -0.00528 0.00259 -0.00478 C9 1 0.440004 1.034610 0.325015 21.00000 0.02120 0.02098 = 0.02296 -0.00604 0.00041 -0.00804 AFIX 137 H9A 2 0.561194 0.975575 0.312817 21.00000 -1.50000 H9B 2 0.405889 0.981354 0.420642 21.00000 -1.50000 H9C 2 0.407590 1.150951 0.317266 21.00000 -1.50000 AFIX 0 SAME 0.005 0.005 Re1 > C9 PART 0 PART 2 RE1B 5 0.212475 0.648180 0.345961 -21.00000 0.01404 0.01661 = 0.01817 -0.00455 0.00113 -0.00822 O2B 4 0.286001 0.357248 0.623722 -21.00000 0.02623 0.01890 = 0.02278 -0.00228 -0.00204 -0.01131 O3B 4 0.092013 0.458711 0.229279 -21.00000 0.03018 0.03375 = 0.03149 -0.01462 0.00425 -0.01945 O4B 4 0.316461 0.778083 0.411049 -21.00000 0.02053 0.01918 = 0.01651 -0.00491 0.00069 -0.01009 O5B 4 0.191046 0.850578 0.154989 -21.00000 0.02206 0.02282 = 0.02049 -0.00253 -0.00274 -0.01255 O6B 4 0.335500 1.162284 0.083785 -21.00000 0.02387 0.01730 = 0.01904 -0.00404 0.00073 -0.01093 C2B 1 0.263024 0.471825 0.522169 -21.00000 0.01396 0.02269 = 0.02846 -0.01340 0.00248 -0.01058 C3B 1 0.130103 0.534730 0.275695 -21.00000 0.01633 0.02120 = 0.02109 -0.00464 0.00324 -0.00689 C4B 1 0.405520 1.118092 0.212089 -21.00000 0.01881 0.02198 = 0.01883 0.00194 -0.00352 -0.00673 AFIX 43 H4B 2 0.455277 1.181283 0.224044 -21.00000 -1.20000 AFIX 0 C5B 1 0.407315 0.989916 0.321768 -21.00000 0.01291 0.01796 = 0.01796 -0.00528 0.00259 -0.00478 AFIX 43 H5B 2 0.461099 0.959863 0.409227 -21.00000 -1.20000 AFIX 0 C6B 1 0.327627 0.897152 0.307445 -21.00000 0.00896 0.01678 = 0.02226 -0.00586 -0.00015 -0.00200 C7B 1 0.264041 0.937841 0.168557 -21.00000 0.01136 0.02105 = 0.01831 -0.00389 0.00259 -0.00495 C8B 1 0.269008 1.070054 0.060060 -21.00000 0.01925 0.02930 = 0.01929 -0.00455 -0.00141 -0.01070 C9B 1 0.202309 1.133960 -0.087336 -21.00000 0.02120 0.02098 = 0.02296 -0.00604 0.00041 -0.00804 AFIX 137 H9BA 2 0.089217 1.144237 -0.080578 -21.00000 -1.50000 H9BB 2 0.273985 1.056572 -0.143722 -21.00000 -1.50000 H9BC 2 0.199517 1.243432 -0.135407 -21.00000 -1.50000 AFIX 0 HKLF 4 REM cm32_a.res in P-1 REM wR2 = 0.0387, GooF = S = 1.047, Restrained GooF = 1.040 for all data REM R1 = 0.0200 for 2647 Fo > 4sig(Fo) and 0.0233 for all 2866 data REM 245 parameters refined using 37 restraints END WGHT 0.0165 0.0535 REM Highest difference peak 0.563, deepest hole -0.513, 1-sigma level 0.120 Q1 1 0.5027 0.9235 0.3791 11.00000 0.05 0.56 Q2 1 0.0820 0.6470 0.4034 11.00000 0.05 0.53 Q3 1 0.2450 0.5520 0.2307 11.00000 0.05 0.52 Q4 1 0.3894 1.0702 0.3790 11.00000 0.05 0.48 Q5 1 0.4961 0.5990 0.0555 11.00000 0.05 0.47 Q6 1 0.3796 0.9238 0.2002 11.00000 0.05 0.47 Q7 1 0.0550 1.0728 -0.1393 11.00000 0.05 0.43 Q8 1 0.2097 0.7253 0.2476 11.00000 0.05 0.43 Q9 1 0.1332 0.6601 0.2418 11.00000 0.05 0.42 Q10 1 0.7637 0.3373 0.3555 11.00000 0.05 0.42 Q11 1 0.4787 0.5585 0.1772 11.00000 0.05 0.42 Q12 1 0.1760 0.8988 -0.0752 11.00000 0.05 0.41 Q13 1 0.1676 0.4753 0.6045 11.00000 0.05 0.41 Q14 1 0.6999 0.3558 0.1659 11.00000 0.05 0.41 Q15 1 0.1915 1.0014 0.0347 11.00000 0.05 0.40 Q16 1 0.2435 0.3055 0.6939 11.00000 0.05 0.39 Q17 1 0.5797 0.8460 0.3212 11.00000 0.05 0.38 Q18 1 0.5613 1.1554 0.1021 11.00000 0.05 0.38 Q19 1 -0.0374 1.0800 0.0623 11.00000 0.05 0.38 Q20 1 -0.0630 0.8751 0.3956 11.00000 0.05 0.38 ; _shelx_res_checksum 58396 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' 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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O -0.1428(3) 0.8288(3) 0.4341(3) 0.0259(6) Uani 1 1 d . . . . N1 N 0.4687(4) 0.5127(4) 0.2469(3) 0.0225(7) Uani 1 1 d . . . . N2 N 0.7338(3) 0.3306(4) 0.2534(3) 0.0222(7) Uani 1 1 d . . . . C1 C -0.0109(4) 0.7587(4) 0.3902(4) 0.0196(8) Uani 1 1 d . . . . C10 C 0.5450(5) 0.5598(5) 0.1184(4) 0.0275(9) Uani 1 1 d . . . . H10 H 0.492038 0.655770 0.039837 0.033 Uiso 1 1 calc R . . . C11 C 0.7082(5) 0.4476(5) 0.1211(4) 0.0289(9) Uani 1 1 d . . . . H11 H 0.789021 0.449968 0.045607 0.035 Uiso 1 1 calc R . . . C12 C 0.5879(4) 0.3741(4) 0.3266(4) 0.0225(8) Uani 1 1 d . . . . H12 H 0.571514 0.314189 0.422423 0.027 Uiso 1 1 calc R . . . C13 C 0.8920(4) 0.1862(5) 0.3066(4) 0.0314(9) Uani 1 1 d . . . . H13A H 0.876629 0.126956 0.407074 0.047 Uiso 1 1 calc GR . . . H13B H 0.976343 0.223821 0.302690 0.047 Uiso 1 1 calc GR . . . H13C H 0.928815 0.111175 0.245734 0.047 Uiso 1 1 calc GR . . . Re1 Re 0.21082(7) 0.63902(6) 0.32135(7) 0.01602(8) Uani 0.928(3) 1 d D P A 1 O2 O 0.0861(9) 0.4367(8) 0.2289(9) 0.0288(8) Uani 0.928(3) 1 d D P A 1 O3 O 0.2750(11) 0.3894(5) 0.6254(5) 0.0229(10) Uani 0.928(3) 1 d D P A 1 O4 O 0.1777(3) 0.8169(3) 0.1091(3) 0.0214(7) Uani 0.928(3) 1 d D P A 1 O5 O 0.3012(3) 0.8009(3) 0.3458(3) 0.0184(6) Uani 0.928(3) 1 d D P A 1 O6 O 0.3463(9) 1.1487(6) 0.0824(4) 0.0198(7) Uani 0.928(3) 1 d D P A 1 C2 C 0.1354(7) 0.5095(5) 0.2678(4) 0.0211(9) Uani 0.928(3) 1 d D P A 1 C3 C 0.2515(11) 0.4833(7) 0.5097(6) 0.0194(8) Uani 0.928(3) 1 d D P A 1 C4 C 0.2723(5) 1.1618(5) -0.0328(4) 0.0226(9) Uani 0.928(3) 1 d D P A 1 H4 H 0.262963 1.248741 -0.119544 0.027 Uiso 0.928(3) 1 calc R P A 1 C5 C 0.2124(5) 1.0579(5) -0.0294(4) 0.0232(9) Uani 0.928(3) 1 d D P A 1 H5 H 0.160502 1.071248 -0.112251 0.028 Uiso 0.928(3) 1 calc R P A 1 C6 C 0.2264(4) 0.9256(5) 0.0999(4) 0.0188(9) Uani 0.928(3) 1 d D P A 1 C7 C 0.2966(4) 0.9184(4) 0.2233(4) 0.0175(9) Uani 0.928(3) 1 d D P A 1 C8 C 0.3575(4) 1.0285(4) 0.2108(4) 0.0175(8) Uani 0.928(3) 1 d D P A 1 C9 C 0.4400(5) 1.0346(5) 0.3250(4) 0.0225(9) Uani 0.928(3) 1 d D P A 1 H9A H 0.561194 0.975575 0.312817 0.034 Uiso 0.928(3) 1 calc GR P A 1 H9B H 0.405889 0.981354 0.420642 0.034 Uiso 0.928(3) 1 calc GR P A 1 H9C H 0.407590 1.150951 0.317266 0.034 Uiso 0.928(3) 1 calc GR P A 1 Re1B Re 0.2125(10) 0.6482(9) 0.3460(8) 0.01602(8) Uani 0.072(3) 1 d D P A 2 O2B O 0.286(16) 0.357(8) 0.624(6) 0.0229(10) Uani 0.072(3) 1 d D P A 2 O3B O 0.092(13) 0.459(11) 0.229(13) 0.0288(8) Uani 0.072(3) 1 d D P A 2 O4B O 0.316(4) 0.778(3) 0.4110(16) 0.0184(6) Uani 0.072(3) 1 d D P A 2 O5B O 0.191(4) 0.851(3) 0.1550(17) 0.0214(7) Uani 0.072(3) 1 d D P A 2 O6B O 0.336(11) 1.162(8) 0.084(4) 0.0198(7) Uani 0.072(3) 1 d D P A 2 C2B C 0.263(14) 0.472(8) 0.522(5) 0.0194(8) Uani 0.072(3) 1 d D P A 2 C3B C 0.130(8) 0.535(5) 0.276(3) 0.0211(9) Uani 0.072(3) 1 d D P A 2 C4B C 0.406(5) 1.118(4) 0.212(3) 0.0226(9) Uani 0.072(3) 1 d D P A 2 H4B H 0.455277 1.181283 0.224044 0.027 Uiso 0.072(3) 1 calc R P A 2 C5B C 0.407(5) 0.990(4) 0.322(3) 0.0175(8) Uani 0.072(3) 1 d D P A 2 H5B H 0.461099 0.959863 0.409227 0.021 Uiso 0.072(3) 1 calc R P A 2 C6B C 0.328(4) 0.897(3) 0.307(2) 0.0175(9) Uani 0.072(3) 1 d D P A 2 C7B C 0.264(5) 0.938(4) 0.169(2) 0.0188(9) Uani 0.072(3) 1 d D P A 2 C8B C 0.269(5) 1.070(3) 0.060(2) 0.0232(9) Uani 0.072(3) 1 d D P A 2 C9B C 0.202(6) 1.134(4) -0.087(2) 0.0225(9) Uani 0.072(3) 1 d D P A 2 H9BA H 0.089217 1.144237 -0.080578 0.034 Uiso 0.072(3) 1 calc GR P A 2 H9BB H 0.273985 1.056572 -0.143722 0.034 Uiso 0.072(3) 1 calc GR P A 2 H9BC H 0.199517 1.243432 -0.135407 0.034 Uiso 0.072(3) 1 calc GR P A 2 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 O1 0.0184(14) 0.0273(15) 0.0314(15) -0.0089(12) 0.0027(12) -0.0104(12) N1 0.0183(16) 0.0255(17) 0.0266(16) -0.0081(14) 0.0031(13) -0.0128(14) N2 0.0159(16) 0.0179(16) 0.0346(18) -0.0104(14) 0.0001(14) -0.0072(13) C1 0.021(2) 0.0185(19) 0.0205(18) -0.0011(15) -0.0021(16) -0.0121(16) C10 0.027(2) 0.030(2) 0.026(2) -0.0065(17) 0.0020(17) -0.0149(18) C11 0.020(2) 0.039(2) 0.030(2) -0.0168(19) 0.0097(17) -0.0134(19) C12 0.0160(19) 0.0155(18) 0.035(2) -0.0091(16) 0.0029(16) -0.0062(16) C13 0.023(2) 0.022(2) 0.046(2) -0.0110(19) 0.0046(19) -0.0085(18) Re1 0.01404(8) 0.01661(11) 0.01817(18) -0.00455(11) 0.00113(13) -0.00822(7) O2 0.0302(17) 0.034(3) 0.0315(15) -0.0146(19) 0.0043(13) -0.0194(17) O3 0.026(2) 0.019(2) 0.0228(13) -0.0023(14) -0.0020(12) -0.011(3) O4 0.0221(14) 0.0228(15) 0.0205(14) -0.0025(12) -0.0027(12) -0.0126(12) O5 0.0205(14) 0.0192(14) 0.0165(15) -0.0049(12) 0.0007(13) -0.0101(12) O6 0.0239(17) 0.0173(16) 0.0190(12) -0.0040(11) 0.0007(11) -0.0109(15) C2 0.0163(19) 0.021(2) 0.0211(19) -0.0046(16) 0.0032(16) -0.0069(19) C3 0.014(2) 0.023(2) 0.028(2) -0.0134(18) 0.0025(17) -0.0106(19) C4 0.019(2) 0.022(2) 0.019(2) 0.0019(17) -0.0035(16) -0.0067(18) C5 0.019(2) 0.029(2) 0.019(2) -0.0045(18) -0.0014(17) -0.0107(19) C6 0.0114(19) 0.021(2) 0.018(2) -0.0039(17) 0.0026(16) -0.0050(16) C7 0.009(2) 0.0168(19) 0.022(2) -0.0059(17) -0.0001(17) -0.0020(16) C8 0.0129(19) 0.018(2) 0.0180(19) -0.0053(16) 0.0026(15) -0.0048(16) C9 0.021(2) 0.021(2) 0.023(2) -0.0060(17) 0.0004(17) -0.0080(17) Re1B 0.01404(8) 0.01661(11) 0.01817(18) -0.00455(11) 0.00113(13) -0.00822(7) O2B 0.026(2) 0.019(2) 0.0228(13) -0.0023(14) -0.0020(12) -0.011(3) O3B 0.0302(17) 0.034(3) 0.0315(15) -0.0146(19) 0.0043(13) -0.0194(17) O4B 0.0205(14) 0.0192(14) 0.0165(15) -0.0049(12) 0.0007(13) -0.0101(12) O5B 0.0221(14) 0.0228(15) 0.0205(14) -0.0025(12) -0.0027(12) -0.0126(12) O6B 0.0239(17) 0.0173(16) 0.0190(12) -0.0040(11) 0.0007(11) -0.0109(15) C2B 0.014(2) 0.023(2) 0.028(2) -0.0134(18) 0.0025(17) -0.0106(19) C3B 0.0163(19) 0.021(2) 0.0211(19) -0.0046(16) 0.0032(16) -0.0069(19) C4B 0.019(2) 0.022(2) 0.019(2) 0.0019(17) -0.0035(16) -0.0067(18) C5B 0.0129(19) 0.018(2) 0.0180(19) -0.0053(16) 0.0026(15) -0.0048(16) C6B 0.009(2) 0.0168(19) 0.022(2) -0.0059(17) -0.0001(17) -0.0020(16) C7B 0.0114(19) 0.021(2) 0.018(2) -0.0039(17) 0.0026(16) -0.0050(16) C8B 0.019(2) 0.029(2) 0.019(2) -0.0045(18) -0.0014(17) -0.0107(19) C9B 0.021(2) 0.021(2) 0.023(2) -0.0060(17) 0.0004(17) -0.0080(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Re Re -1.0185 7.2310 '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 C10 N1 Re1 129.2(2) C10 N1 Re1B 131.9(3) C12 N1 C10 105.7(3) C12 N1 Re1 124.9(2) C12 N1 Re1B 121.3(3) C11 N2 C13 126.5(3) C12 N2 C11 107.3(3) C12 N2 C13 126.2(3) O1 C1 Re1 178.7(3) O1 C1 Re1B 170.6(4) C11 C10 N1 109.2(3) C10 C11 N2 106.8(3) N1 C12 N2 111.0(3) C1 Re1 N1 176.26(13) C1 Re1 O4 94.85(12) C1 Re1 O5 94.60(13) O4 Re1 N1 84.82(11) O5 Re1 N1 81.70(11) O5 Re1 O4 76.68(10) C2 Re1 N1 94.87(19) C2 Re1 C1 88.9(2) C2 Re1 O4 94.76(13) C2 Re1 O5 170.98(14) C2 Re1 C3 88.01(15) C3 Re1 N1 92.9(3) C3 Re1 C1 87.2(3) C3 Re1 O4 176.58(19) C3 Re1 O5 100.46(13) C6 O4 Re1 113.4(2) C7 O5 Re1 112.9(2) C4 O6 C8 120.6(3) O2 C2 Re1 176.6(5) O3 C3 Re1 179.3(9) C5 C4 O6 122.5(3) C4 C5 C6 119.6(4) O4 C6 C5 123.0(3) O4 C6 C7 119.6(3) C7 C6 C5 117.5(4) O5 C7 C6 117.4(3) O5 C7 C8 123.1(3) C8 C7 C6 119.5(3) O6 C8 C9 113.0(3) C7 C8 O6 120.3(3) C7 C8 C9 126.7(3) C1 Re1B N1 167.6(4) C1 Re1B O4B 102.0(10) C1 Re1B O5B 90.9(10) C1 Re1B C2B 95(4) C1 Re1B C3B 81(2) O4B Re1B N1 87.4(10) O5B Re1B N1 83.4(10) O5B Re1B O4B 76.67(18) C2B Re1B N1 92(4) C2B Re1B O4B 94.7(3) C2B Re1B O5B 170.3(18) C2B Re1B C3B 87.9(3) C3B Re1B N1 89(2) C3B Re1B O4B 175.8(16) C3B Re1B O5B 100.4(3) C6B O4B Re1B 113.2(4) C7B O5B Re1B 112.6(4) C4B O6B C8B 120.5(5) O2B C2B Re1B 173(4) O3B C3B Re1B 175(6) C5B C4B O6B 122.5(5) C4B C5B C6B 119.5(5) O4B C6B C5B 123.0(5) O4B C6B C7B 119.6(4) C7B C6B C5B 117.4(5) O5B C7B C6B 117.4(5) O5B C7B C8B 123.0(5) C8B C7B C6B 119.4(5) O6B C8B C9B 113.1(5) C7B C8B O6B 120.3(5) C7B C8B C9B 126.6(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C1 1.151(4) N1 C10 1.371(4) N1 C12 1.335(4) N1 Re1 2.193(3) N1 Re1B 2.289(8) N2 C11 1.367(5) N2 C12 1.339(4) N2 C13 1.466(4) C1 Re1 1.920(4) C1 Re1B 1.845(9) C10 C11 1.358(5) Re1 O4 2.159(2) Re1 O5 2.148(2) Re1 C2 1.901(4) Re1 C3 1.905(4) O2 C2 1.163(5) O3 C3 1.164(5) O4 C6 1.277(4) O5 C7 1.331(4) O6 C4 1.352(5) O6 C8 1.370(4) C4 C5 1.326(5) C5 C6 1.431(5) C6 C7 1.427(5) C7 C8 1.364(5) C8 C9 1.479(5) Re1B O4B 2.159(5) Re1B O5B 2.149(5) Re1B C2B 1.903(6) Re1B C3B 1.906(6) O2B C2B 1.164(7) O3B C3B 1.165(7) O4B C6B 1.277(6) O5B C7B 1.332(6) O6B C4B 1.352(7) O6B C8B 1.369(6) C4B C5B 1.325(7) C5B C6B 1.431(6) C6B C7B 1.428(7) C7B C8B 1.364(6) C8B C9B 1.479(7)