#------------------------------------------------------------------------------ #$Date: 2020-02-04 22:08:04 +0200 (Tue, 04 Feb 2020) $ #$Revision: 247608 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/57/7125712.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_7125712 loop_ _publ_author_name 'Blanke, Meik' 'Balszuweit, Jan' 'Saccone, Marco' 'W\"olper, Christoph' 'Doblas Jim\'enez, David' 'Mezger, Markus' 'Voskuhl, Jens' 'Giese, Michael' _publ_section_title ; Photo-switching and -cyclisation of hydrogen bonded liquid crystals based on resveratrol. ; _journal_issue 7 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1105 _journal_page_last 1108 _journal_paper_doi 10.1039/c9cc07721a _journal_volume 56 _journal_year 2020 _chemical_formula_sum 'C56 H66 N2 O5' _chemical_formula_weight 847.10 _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 mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2019-07-09 deposited with the CCDC. 2019-12-11 downloaded from the CCDC. ; _cell_angle_alpha 80.647(6) _cell_angle_beta 83.990(6) _cell_angle_gamma 79.057(6) _cell_formula_units_Z 2 _cell_length_a 9.8815(13) _cell_length_b 13.0611(16) _cell_length_c 19.081(3) _cell_measurement_reflns_used 9096 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 80.52 _cell_measurement_theta_min 2.35 _cell_volume 2378.8(6) _computing_cell_refinement 'Bruker APEX3(v2017.3-0)' _computing_data_collection 'Bruker APEX3(v2017.3-0)' _computing_data_reduction 'Bruker APEX3(v2017.3-0)' _computing_molecular_graphics 'ORTEP/PLATON (Spek)' _computing_publication_material 'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'Bruker APEX3(v2017.3-0)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 7.3910 _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type 'Bruker D8 Venture (Photon II detector)' _diffrn_measurement_method 'Data collection strategy APEX 3/Queen' _diffrn_radiation_monochromator 'multilayer mirror' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_unetI/netI 0.0241 _diffrn_reflns_Laue_measured_fraction_full 0.985 _diffrn_reflns_Laue_measured_fraction_max 0.966 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 164209 _diffrn_reflns_point_group_measured_fraction_full 0.985 _diffrn_reflns_point_group_measured_fraction_max 0.966 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 82.299 _diffrn_reflns_theta_min 2.354 _diffrn_source 'micro-focus sealed tube' _diffrn_source_type 'INCOATEC I\mS 3.0' _exptl_absorpt_coefficient_mu 0.584 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_correction_T_min 0.62 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS R.H. Blessing, Acta Cryst. (1995) A51 33-38 ; _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.183 _exptl_crystal_description tablet _exptl_crystal_F_000 912 _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.230 _exptl_crystal_size_min 0.058 _refine_diff_density_max 0.253 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.089 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 579 _refine_ls_number_reflns 10220 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.096 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_gt 0.0596 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0372P)^2^+2.0179P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1339 _refine_ls_wR_factor_ref 0.1394 _reflns_Friedel_coverage 0.000 _reflns_number_gt 8649 _reflns_number_total 10220 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cc07721a2.cif _cod_data_source_block jv_resstic8_21m _cod_depositor_comments ; The following automatic conversions were performed: data item '_atom_sites_solution_secondary' value 'diffmap' was changed to 'difmap'. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas Adding full bibliography for 7125711--7125712.cif. ; _cod_original_cell_volume 2378.8(5) _cod_database_code 7125712 _shelx_shelxl_version_number 2017/1 _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_min 0.873 _shelx_estimated_absorpt_t_max 0.967 _shelx_res_file ; TITL jv_resstic8_21m in P-1 jv_resstic8_21m.res created by SHELXL-2017/1 at 10:36:45 on 25-Jan-2019 CELL 1.54178 9.88150 13.06110 19.08070 80.6473 83.9898 79.0571 ZERR 2.00000 0.00130 0.00160 0.00250 0.0061 0.0064 0.0062 LATT 1 SFAC C H N O UNIT 112 132 4 10 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! TEMP -173.180 SIZE 0.058 0.230 0.240 L.S. 16 ACTA FMAP 2 PLAN 20 WGHT 0.037200 2.017900 FVAR 0.09917 RESI 1 O1 4 1.381731 1.487893 -0.132249 11.00000 0.03323 0.02573 = 0.04057 0.00603 -0.00475 -0.00900 H1 2 1.362309 1.426769 -0.100771 11.00000 0.05584 O2 4 0.897894 1.553517 -0.174406 11.00000 0.03289 0.02836 = 0.03722 0.00059 -0.00475 -0.01417 H2A 2 0.888278 1.498271 -0.137538 11.00000 0.06408 O3 4 1.818760 1.881385 -0.281121 11.00000 0.03415 0.03044 = 0.04650 -0.00060 -0.00987 -0.01038 C1 1 1.267486 1.548196 -0.160558 11.00000 0.03204 0.02252 = 0.02779 -0.00424 -0.00178 -0.00645 C2 1 1.139918 1.518024 -0.150820 11.00000 0.03530 0.02024 = 0.02885 -0.00294 -0.00191 -0.00952 AFIX 43 H2 2 1.129628 1.452637 -0.122545 11.00000 -1.20000 AFIX 0 C3 1 1.023879 1.582839 -0.182250 11.00000 0.03127 0.02494 = 0.02827 -0.00686 0.00009 -0.01140 C4 1 1.036500 1.677626 -0.223496 11.00000 0.03139 0.02435 = 0.02823 -0.00440 -0.00270 -0.00663 AFIX 43 H4 2 0.958498 1.720694 -0.244804 11.00000 -1.20000 AFIX 0 C5 1 1.165698 1.710489 -0.233969 11.00000 0.03304 0.02137 = 0.02400 -0.00544 -0.00026 -0.00803 C6 1 1.181294 1.808765 -0.276088 11.00000 0.03256 0.02254 = 0.02744 -0.00329 -0.00279 -0.00650 AFIX 43 H6 2 1.103538 1.852446 -0.297245 11.00000 -1.20000 AFIX 0 C7 1 1.306174 1.840987 -0.286451 11.00000 0.03595 0.02113 = 0.02651 -0.00201 -0.00059 -0.00953 AFIX 43 H7 2 1.313959 1.906699 -0.314927 11.00000 -1.20000 AFIX 0 C8 1 1.425286 1.778120 -0.255444 11.00000 0.03305 0.02361 = 0.02488 -0.00555 -0.00028 -0.00868 C9 1 1.412133 1.682654 -0.213944 11.00000 0.03104 0.02300 = 0.02700 -0.00443 -0.00216 -0.00647 AFIX 43 H9 2 1.490664 1.640418 -0.192632 11.00000 -1.20000 AFIX 0 C10 1 1.284066 1.646715 -0.202629 11.00000 0.03182 0.02203 = 0.02516 -0.00544 -0.00074 -0.00771 C11 1 1.558943 1.812807 -0.266516 11.00000 0.03175 0.02556 = 0.02775 -0.00501 -0.00211 -0.00765 AFIX 43 H11 2 1.632667 1.769612 -0.241705 11.00000 -1.20000 AFIX 0 C12 1 1.586882 1.899910 -0.308441 11.00000 0.03047 0.02720 = 0.03002 -0.00377 -0.00296 -0.00849 AFIX 43 H12 2 1.515140 1.944019 -0.334232 11.00000 -1.20000 AFIX 0 C13 1 1.724202 1.930152 -0.316221 11.00000 0.03259 0.02570 = 0.03043 -0.00534 -0.00122 -0.00908 C14 1 1.743476 2.025151 -0.370021 11.00000 0.03775 0.03692 = 0.04199 0.00542 -0.00241 -0.01627 AFIX 137 H14A 2 1.841241 2.031938 -0.375585 11.00000 -1.50000 H14B 2 1.687875 2.088511 -0.353606 11.00000 -1.50000 H14C 2 1.713863 2.016871 -0.415909 11.00000 -1.50000 AFIX 0 RESI 2 O1 4 0.461210 0.764441 0.278671 11.00000 0.03796 0.03474 = 0.03477 0.00230 -0.00323 -0.02046 N1 3 0.837056 1.405415 -0.066242 11.00000 0.03372 0.02341 = 0.03432 -0.00341 0.00061 -0.00931 C3 1 0.749966 1.240052 0.031261 11.00000 0.03138 0.02389 = 0.03097 -0.00622 0.00497 -0.00583 C4 1 0.714904 1.151116 0.082866 11.00000 0.03249 0.02777 = 0.03107 -0.00475 0.00047 -0.00931 AFIX 43 H4 2 0.766464 1.131016 0.123735 11.00000 -1.20000 AFIX 0 C5 1 0.616836 1.095968 0.077389 11.00000 0.03131 0.02695 = 0.03273 -0.00527 0.00048 -0.00639 AFIX 43 H5 2 0.565362 1.116263 0.036496 11.00000 -1.20000 AFIX 0 C6 1 0.581227 1.006833 0.128759 11.00000 0.02919 0.02324 = 0.03320 -0.00617 0.00477 -0.00583 C9 1 0.496995 0.841169 0.226125 11.00000 0.02847 0.02457 = 0.03303 -0.00267 0.00335 -0.00908 C10 1 0.366612 0.701477 0.263415 11.00000 0.03619 0.03344 = 0.03987 0.00139 -0.00396 -0.01902 AFIX 23 H10A 2 0.410433 0.656544 0.227271 11.00000 -1.20000 H10B 2 0.282743 0.747413 0.244532 11.00000 -1.20000 AFIX 0 C11 1 0.328796 0.633962 0.331681 11.00000 0.04561 0.03897 = 0.03786 0.00070 -0.00195 -0.02258 AFIX 23 H11A 2 0.267370 0.678874 0.363318 11.00000 -1.20000 H11B 2 0.413761 0.602544 0.356140 11.00000 -1.20000 AFIX 0 C12 1 0.256713 0.546457 0.319480 11.00000 0.04466 0.03397 = 0.03850 0.00023 -0.00409 -0.01880 AFIX 23 H12A 2 0.180953 0.576879 0.288114 11.00000 -1.20000 H12B 2 0.323451 0.495284 0.294454 11.00000 -1.20000 AFIX 0 C13 1 0.197506 0.488560 0.387709 11.00000 0.04561 0.03944 = 0.03741 0.00051 -0.00459 -0.02111 AFIX 23 H13A 2 0.270558 0.467113 0.421611 11.00000 -1.20000 H13B 2 0.121967 0.537870 0.409247 11.00000 -1.20000 AFIX 0 C14 1 0.142010 0.392034 0.378328 11.00000 0.05351 0.03422 = 0.03407 0.00050 -0.00212 -0.02087 AFIX 23 H14A 2 0.218986 0.340894 0.359606 11.00000 -1.20000 H14B 2 0.073310 0.412761 0.342084 11.00000 -1.20000 AFIX 0 C15 1 0.074940 0.337658 0.445338 11.00000 0.04885 0.03759 = 0.03357 0.00231 -0.00333 -0.01863 AFIX 23 H15A 2 0.142144 0.319845 0.482353 11.00000 -1.20000 H15B 2 -0.004896 0.387660 0.462809 11.00000 -1.20000 AFIX 0 C16 1 0.025860 0.238981 0.436275 11.00000 0.08540 0.04317 = 0.04089 -0.00143 0.00566 -0.03586 AFIX 23 H16A 2 0.106073 0.188925 0.419211 11.00000 -1.20000 H16B 2 -0.040217 0.256865 0.398718 11.00000 -1.20000 AFIX 0 C17 1 -0.042992 0.184015 0.502393 11.00000 0.07405 0.05323 = 0.05093 0.01001 0.00050 -0.03438 AFIX 137 H17A 2 -0.124786 0.231678 0.518980 11.00000 -1.50000 H17B 2 0.021985 0.164046 0.539757 11.00000 -1.50000 H17C 2 -0.070851 0.120656 0.491343 11.00000 -1.50000 AFIX 0 C1A 1 0.903502 1.363533 -0.008003 11.00000 0.03106 0.02700 = 0.03552 -0.00867 0.00091 -0.01047 AFIX 43 H1A 2 0.982632 1.390473 -0.000269 11.00000 -1.20000 AFIX 0 C2A 1 0.863628 1.283352 0.041529 11.00000 0.03234 0.02645 = 0.03007 -0.00529 0.00001 -0.00682 AFIX 43 H2A 2 0.913561 1.257668 0.082589 11.00000 -1.20000 AFIX 0 C7A 1 0.653271 0.963822 0.189316 11.00000 0.03010 0.02808 = 0.03447 -0.01005 0.00342 -0.01260 AFIX 43 H7A 2 0.731957 0.991084 0.197336 11.00000 -1.20000 AFIX 0 C8A 1 0.611943 0.882575 0.237500 11.00000 0.03020 0.02979 = 0.03062 -0.00639 0.00038 -0.01043 AFIX 43 H8A 2 0.661673 0.854821 0.278396 11.00000 -1.20000 AFIX 0 C1B 1 0.724116 1.367069 -0.075291 11.00000 0.03337 0.03030 = 0.03583 -0.00169 -0.00408 -0.00760 AFIX 43 H1B 2 0.673268 1.397440 -0.115428 11.00000 -1.20000 AFIX 0 C2B 1 0.678395 1.285550 -0.028992 11.00000 0.02848 0.03207 = 0.04024 -0.00713 0.00052 -0.01142 AFIX 43 H2B 2 0.598668 1.260447 -0.038003 11.00000 -1.20000 AFIX 0 C7B 1 0.470211 0.961806 0.117402 11.00000 0.02821 0.02893 = 0.03651 -0.00039 -0.00259 -0.00531 AFIX 43 H7B 2 0.422142 0.987979 0.075773 11.00000 -1.20000 AFIX 0 C8B 1 0.427411 0.879766 0.165015 11.00000 0.02519 0.03088 = 0.04217 -0.00045 -0.00257 -0.00975 AFIX 43 H8B 2 0.351319 0.850303 0.155915 11.00000 -1.20000 AFIX 0 RESI 3 O1 4 0.892082 0.710884 0.317990 11.00000 0.04915 0.02881 = 0.02848 -0.00444 0.00363 -0.02059 N1 3 1.312459 1.317372 -0.040379 11.00000 0.03019 0.02209 = 0.03559 0.00123 -0.00157 -0.00569 C3 1 1.199516 1.164816 0.058369 11.00000 0.02655 0.02079 = 0.03058 -0.00048 -0.00231 -0.00381 C4 1 1.140828 1.088717 0.112275 11.00000 0.03148 0.02582 = 0.02674 -0.00132 -0.00035 -0.00655 AFIX 43 H4 2 1.127562 1.104511 0.159654 11.00000 -1.20000 AFIX 0 C5 1 1.104018 0.999522 0.101858 11.00000 0.02697 0.02517 = 0.02752 -0.00225 -0.00169 -0.00598 AFIX 43 H5 2 1.112808 0.984443 0.054366 11.00000 -1.20000 AFIX 0 C6 1 1.051019 0.922813 0.157906 11.00000 0.02437 0.02422 = 0.02968 -0.00267 -0.00133 -0.00615 C9 1 0.947267 0.774449 0.263121 11.00000 0.03122 0.02568 = 0.02960 -0.00132 -0.00031 -0.01065 C10 1 0.841913 0.621777 0.301621 11.00000 0.04496 0.02662 = 0.03212 -0.00694 0.00593 -0.01715 AFIX 23 H10A 2 0.919844 0.568746 0.285844 11.00000 -1.20000 H10B 2 0.778076 0.644194 0.263128 11.00000 -1.20000 AFIX 0 C11 1 0.767131 0.575922 0.369229 11.00000 0.05021 0.03051 = 0.03174 -0.00800 0.00875 -0.01880 AFIX 23 H11A 2 0.687537 0.629156 0.383048 11.00000 -1.20000 H11B 2 0.830446 0.559518 0.408033 11.00000 -1.20000 AFIX 0 C12 1 0.715404 0.476097 0.360844 11.00000 0.05329 0.03114 = 0.03365 -0.01058 0.01142 -0.02120 AFIX 23 H12A 2 0.794970 0.422913 0.346924 11.00000 -1.20000 H12B 2 0.651923 0.492531 0.322113 11.00000 -1.20000 AFIX 0 C13 1 0.640197 0.429705 0.429144 11.00000 0.04994 0.03020 = 0.03025 -0.00883 0.00811 -0.01823 AFIX 23 H13A 2 0.703287 0.414775 0.468003 11.00000 -1.20000 H13B 2 0.559901 0.482684 0.442524 11.00000 -1.20000 AFIX 0 C14 1 0.589771 0.328663 0.422319 11.00000 0.05341 0.03006 = 0.03206 -0.00952 0.00920 -0.01874 AFIX 23 H14A 2 0.528716 0.343208 0.382593 11.00000 -1.20000 H14B 2 0.670408 0.275147 0.410134 11.00000 -1.20000 AFIX 0 C15 1 0.511380 0.283443 0.489748 11.00000 0.04441 0.02901 = 0.02865 -0.00546 0.00256 -0.01538 AFIX 23 H15A 2 0.571905 0.270010 0.529645 11.00000 -1.20000 H15B 2 0.429880 0.336525 0.501483 11.00000 -1.20000 AFIX 0 C16 1 0.463064 0.181703 0.483358 11.00000 0.05658 0.02912 = 0.03577 -0.00506 0.00342 -0.01775 AFIX 23 H16A 2 0.544692 0.127842 0.473097 11.00000 -1.20000 H16B 2 0.404592 0.194504 0.442654 11.00000 -1.20000 AFIX 0 C17 1 0.381366 0.138956 0.550323 11.00000 0.05192 0.02980 = 0.04166 0.00179 -0.00062 -0.01762 AFIX 137 H17A 2 0.298959 0.191078 0.560106 11.00000 -1.50000 H17B 2 0.439203 0.124761 0.590709 11.00000 -1.50000 H17C 2 0.353363 0.073520 0.543244 11.00000 -1.50000 AFIX 0 C1A 1 1.293139 1.324979 0.029300 11.00000 0.03471 0.02319 = 0.03831 -0.00378 -0.00254 -0.00908 AFIX 43 H1A 2 1.318638 1.383608 0.044957 11.00000 -1.20000 AFIX 0 C2A 1 1.238093 1.252135 0.079696 11.00000 0.03391 0.02550 = 0.02998 -0.00334 -0.00218 -0.00716 AFIX 43 H2A 2 1.226552 1.261329 0.128472 11.00000 -1.20000 AFIX 0 C7A 1 1.028019 0.939652 0.229409 11.00000 0.03686 0.02547 = 0.03303 -0.00553 -0.00019 -0.01389 AFIX 43 H7A 2 1.048260 1.001976 0.242441 11.00000 -1.20000 AFIX 0 C8A 1 0.976574 0.867113 0.280831 11.00000 0.04262 0.03064 = 0.02795 -0.00653 0.00051 -0.01555 AFIX 43 H8A 2 0.960868 0.880224 0.328807 11.00000 -1.20000 AFIX 0 C1B 1 1.276180 1.233126 -0.060868 11.00000 0.03029 0.02444 = 0.02936 -0.00040 -0.00120 -0.00437 AFIX 43 H1B 2 1.289397 1.225941 -0.109985 11.00000 -1.20000 AFIX 0 C2B 1 1.220731 1.156525 -0.014258 11.00000 0.02868 0.02159 = 0.03103 -0.00329 -0.00234 -0.00530 AFIX 43 H2B 2 1.197106 1.098440 -0.031487 11.00000 -1.20000 AFIX 0 C7B 1 1.023846 0.828998 0.141524 11.00000 0.02719 0.02636 = 0.02760 -0.00510 0.00030 -0.00729 AFIX 43 H7B 2 1.040283 0.815356 0.093675 11.00000 -1.20000 AFIX 0 C8B 1 0.973246 0.754577 0.193303 11.00000 0.03034 0.02343 = 0.03233 -0.00643 0.00068 -0.00946 AFIX 43 H8B 2 0.956663 0.690728 0.180897 11.00000 -1.20000 RESI 0 REM ##### AFIX 0 HKLF 4 REM jv_resstic8_21m in P-1 REM R1 = 0.0596 for 8649 Fo > 4sig(Fo) and 0.0693 for all 10220 data REM 579 parameters refined using 0 restraints END WGHT 0.0372 2.0179 REM Highest difference peak 0.253, deepest hole -0.342, 1-sigma level 0.089 Q1 1 0.2663 0.4365 0.3643 11.00000 0.05 0.25 Q2 1 0.1187 0.3787 0.3300 11.00000 0.05 0.25 Q3 1 0.5000 0.5000 0.5000 10.50000 0.05 0.25 Q4 1 0.8413 0.4006 0.3554 11.00000 0.05 0.24 Q5 1 1.3578 1.1675 -0.0928 11.00000 0.05 0.24 Q6 1 -0.0040 0.4764 0.4999 11.00000 0.05 0.24 Q7 1 1.1732 1.3298 0.1132 11.00000 0.05 0.24 Q8 1 1.1667 0.9445 0.0460 11.00000 0.05 0.24 Q9 1 0.9568 0.5576 0.2323 11.00000 0.05 0.23 Q10 1 0.0756 0.6219 0.4274 11.00000 0.05 0.23 Q11 1 0.9621 1.0587 0.2312 11.00000 0.05 0.23 Q12 1 0.5000 0.1374 0.4452 11.00000 0.05 0.23 Q13 1 0.1362 0.7034 0.3777 11.00000 0.05 0.23 Q14 1 0.0308 0.2134 0.3855 11.00000 0.05 0.23 Q15 1 0.1671 0.1762 0.4321 11.00000 0.05 0.23 Q16 1 0.6788 1.0909 0.1072 11.00000 0.05 0.23 Q17 1 -0.0846 0.3156 0.5833 11.00000 0.05 0.23 Q18 1 1.7361 2.1375 -0.3036 11.00000 0.05 0.23 Q19 1 0.6359 0.2810 0.3843 11.00000 0.05 0.23 Q20 1 1.0466 1.1694 0.1960 11.00000 0.05 0.22 ; _shelx_res_checksum 26898 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_adp O1_1 O 1.38173(14) 1.48789(10) -0.13225(7) 0.0338(3) Uani 1 1 d . . H1_1 H 1.362(3) 1.427(2) -0.1008(14) 0.056(7) Uiso 1 1 d . . O2_1 O 0.89789(13) 1.55352(10) -0.17441(7) 0.0321(3) Uani 1 1 d . . H2A_1 H 0.888(3) 1.498(2) -0.1375(16) 0.064(8) Uiso 1 1 d . . O3_1 O 1.81876(14) 1.88138(10) -0.28112(8) 0.0365(3) Uani 1 1 d . . C1_1 C 1.26749(18) 1.54820(13) -0.16056(9) 0.0272(3) Uani 1 1 d . . C2_1 C 1.13992(19) 1.51802(13) -0.15082(9) 0.0276(4) Uani 1 1 d . . H2_1 H 1.129628 1.452637 -0.122545 0.033 Uiso 1 1 calc R U C3_1 C 1.02388(18) 1.58284(13) -0.18225(9) 0.0271(3) Uani 1 1 d . . C4_1 C 1.03650(19) 1.67763(13) -0.22350(9) 0.0277(4) Uani 1 1 d . . H4_1 H 0.958498 1.720694 -0.244804 0.033 Uiso 1 1 calc R U C5_1 C 1.16570(18) 1.71049(13) -0.23397(9) 0.0256(3) Uani 1 1 d . . C6_1 C 1.18129(19) 1.80877(13) -0.27609(9) 0.0273(3) Uani 1 1 d . . H6_1 H 1.103538 1.852446 -0.297245 0.033 Uiso 1 1 calc R U C7_1 C 1.30617(19) 1.84099(13) -0.28645(9) 0.0276(4) Uani 1 1 d . . H7_1 H 1.313959 1.906699 -0.314927 0.033 Uiso 1 1 calc R U C8_1 C 1.42529(18) 1.77812(13) -0.25544(9) 0.0266(3) Uani 1 1 d . . C9_1 C 1.41213(18) 1.68265(13) -0.21394(9) 0.0267(3) Uani 1 1 d . . H9_1 H 1.490664 1.640418 -0.192632 0.032 Uiso 1 1 calc R U C10_1 C 1.28407(18) 1.64672(13) -0.20263(9) 0.0258(3) Uani 1 1 d . . C11_1 C 1.55894(19) 1.81281(14) -0.26652(9) 0.0279(4) Uani 1 1 d . . H11_1 H 1.632667 1.769612 -0.241705 0.033 Uiso 1 1 calc R U C12_1 C 1.58688(19) 1.89991(14) -0.30844(10) 0.0288(4) Uani 1 1 d . . H12_1 H 1.515140 1.944019 -0.334232 0.035 Uiso 1 1 calc R U C13_1 C 1.72420(19) 1.93015(14) -0.31622(10) 0.0290(4) Uani 1 1 d . . C14_1 C 1.7435(2) 2.02515(16) -0.37002(11) 0.0389(4) Uani 1 1 d . . H14A_1 H 1.841241 2.031938 -0.375585 0.058 Uiso 1 1 calc R U H14B_1 H 1.687875 2.088511 -0.353606 0.058 Uiso 1 1 calc R U H14C_1 H 1.713863 2.016871 -0.415909 0.058 Uiso 1 1 calc R U O1_2 O 0.46121(14) 0.76444(10) 0.27867(7) 0.0348(3) Uani 1 1 d . . N1_2 N 0.83706(16) 1.40541(11) -0.06624(8) 0.0302(3) Uani 1 1 d . . C3_2 C 0.74997(19) 1.24005(14) 0.03126(10) 0.0289(4) Uani 1 1 d . . C4_2 C 0.71490(19) 1.15112(14) 0.08287(10) 0.0301(4) Uani 1 1 d . . H4_2 H 0.766464 1.131016 0.123735 0.036 Uiso 1 1 calc R U C5_2 C 0.61684(19) 1.09597(14) 0.07739(10) 0.0303(4) Uani 1 1 d . . H5_2 H 0.565362 1.116263 0.036496 0.036 Uiso 1 1 calc R U C6_2 C 0.58123(18) 1.00683(13) 0.12876(10) 0.0287(4) Uani 1 1 d . . C9_2 C 0.49700(18) 0.84117(14) 0.22612(10) 0.0287(4) Uani 1 1 d . . C10_2 C 0.3666(2) 0.70148(15) 0.26342(11) 0.0355(4) Uani 1 1 d . . H10A_2 H 0.410433 0.656544 0.227271 0.043 Uiso 1 1 calc R U H10B_2 H 0.282743 0.747413 0.244532 0.043 Uiso 1 1 calc R U C11_2 C 0.3288(2) 0.63396(17) 0.33168(11) 0.0396(5) Uani 1 1 d . . H11A_2 H 0.267370 0.678874 0.363318 0.048 Uiso 1 1 calc R U H11B_2 H 0.413761 0.602544 0.356140 0.048 Uiso 1 1 calc R U C12_2 C 0.2567(2) 0.54646(16) 0.31948(11) 0.0380(4) Uani 1 1 d . . H12A_2 H 0.180953 0.576879 0.288114 0.046 Uiso 1 1 calc R U H12B_2 H 0.323451 0.495284 0.294454 0.046 Uiso 1 1 calc R U C13_2 C 0.1975(2) 0.48856(17) 0.38771(11) 0.0396(5) Uani 1 1 d . . H13A_2 H 0.270558 0.467113 0.421611 0.048 Uiso 1 1 calc R U H13B_2 H 0.121967 0.537870 0.409247 0.048 Uiso 1 1 calc R U C14_2 C 0.1420(2) 0.39203(16) 0.37833(11) 0.0396(5) Uani 1 1 d . . H14A_2 H 0.218986 0.340894 0.359606 0.047 Uiso 1 1 calc R U H14B_2 H 0.073310 0.412761 0.342084 0.047 Uiso 1 1 calc R U C15_2 C 0.0749(2) 0.33766(16) 0.44534(11) 0.0394(5) Uani 1 1 d . . H15A_2 H 0.142144 0.319845 0.482353 0.047 Uiso 1 1 calc R U H15B_2 H -0.004896 0.387660 0.462809 0.047 Uiso 1 1 calc R U C16_2 C 0.0259(3) 0.23898(19) 0.43628(13) 0.0545(6) Uani 1 1 d . . H16A_2 H 0.106073 0.188925 0.419211 0.065 Uiso 1 1 calc R U H16B_2 H -0.040217 0.256865 0.398718 0.065 Uiso 1 1 calc R U C17_2 C -0.0430(3) 0.1840(2) 0.50239(14) 0.0587(7) Uani 1 1 d . . H17A_2 H -0.124786 0.231678 0.518980 0.088 Uiso 1 1 calc R U H17B_2 H 0.021985 0.164046 0.539757 0.088 Uiso 1 1 calc R U H17C_2 H -0.070851 0.120656 0.491343 0.088 Uiso 1 1 calc R U C1A_2 C 0.90350(19) 1.36353(14) -0.00800(10) 0.0303(4) Uani 1 1 d . . H1A_2 H 0.982632 1.390473 -0.000269 0.036 Uiso 1 1 calc R U C2A_2 C 0.86363(19) 1.28335(14) 0.04153(10) 0.0294(4) Uani 1 1 d . . H2A_2 H 0.913561 1.257668 0.082589 0.035 Uiso 1 1 calc R U C7A_2 C 0.65327(19) 0.96382(14) 0.18932(10) 0.0297(4) Uani 1 1 d . . H7A_2 H 0.731957 0.991084 0.197336 0.036 Uiso 1 1 calc R U C8A_2 C 0.61194(19) 0.88258(14) 0.23750(10) 0.0295(4) Uani 1 1 d . . H8A_2 H 0.661673 0.854821 0.278396 0.035 Uiso 1 1 calc R U C1B_2 C 0.7241(2) 1.36707(15) -0.07529(11) 0.0332(4) Uani 1 1 d . . H1B_2 H 0.673268 1.397440 -0.115428 0.040 Uiso 1 1 calc R U C2B_2 C 0.67840(19) 1.28555(15) -0.02899(11) 0.0328(4) Uani 1 1 d . . H2B_2 H 0.598668 1.260447 -0.038003 0.039 Uiso 1 1 calc R U C7B_2 C 0.47021(19) 0.96181(14) 0.11740(10) 0.0317(4) Uani 1 1 d . . H7B_2 H 0.422142 0.987979 0.075773 0.038 Uiso 1 1 calc R U C8B_2 C 0.42741(19) 0.87977(15) 0.16501(11) 0.0327(4) Uani 1 1 d . . H8B_2 H 0.351319 0.850303 0.155915 0.039 Uiso 1 1 calc R U O1_3 O 0.89208(15) 0.71088(10) 0.31799(7) 0.0341(3) Uani 1 1 d . . N1_3 N 1.31246(16) 1.31737(11) -0.04038(8) 0.0298(3) Uani 1 1 d . . C3_3 C 1.19952(17) 1.16482(13) 0.05837(9) 0.0264(3) Uani 1 1 d . . C4_3 C 1.14083(18) 1.08872(14) 0.11228(9) 0.0282(4) Uani 1 1 d . . H4_3 H 1.127562 1.104511 0.159654 0.034 Uiso 1 1 calc R U C5_3 C 1.10402(17) 0.99952(13) 0.10186(9) 0.0266(3) Uani 1 1 d . . H5_3 H 1.112808 0.984443 0.054366 0.032 Uiso 1 1 calc R U C6_3 C 1.05102(17) 0.92281(13) 0.15791(9) 0.0260(3) Uani 1 1 d . . C9_3 C 0.94727(19) 0.77445(14) 0.26312(10) 0.0285(4) Uani 1 1 d . . C10_3 C 0.8419(2) 0.62178(14) 0.30162(10) 0.0335(4) Uani 1 1 d . . H10A_3 H 0.919844 0.568746 0.285844 0.040 Uiso 1 1 calc R U H10B_3 H 0.778076 0.644194 0.263128 0.040 Uiso 1 1 calc R U C11_3 C 0.7671(2) 0.57592(15) 0.36923(10) 0.0364(4) Uani 1 1 d . . H11A_3 H 0.687537 0.629156 0.383048 0.044 Uiso 1 1 calc R U H11B_3 H 0.830446 0.559518 0.408033 0.044 Uiso 1 1 calc R U C12_3 C 0.7154(2) 0.47610(15) 0.36084(11) 0.0379(5) Uani 1 1 d . . H12A_3 H 0.794970 0.422913 0.346924 0.046 Uiso 1 1 calc R U H12B_3 H 0.651923 0.492531 0.322113 0.046 Uiso 1 1 calc R U C13_3 C 0.6402(2) 0.42971(15) 0.42914(10) 0.0356(4) Uani 1 1 d . . H13A_3 H 0.703287 0.414775 0.468003 0.043 Uiso 1 1 calc R U H13B_3 H 0.559901 0.482684 0.442524 0.043 Uiso 1 1 calc R U C14_3 C 0.5898(2) 0.32866(15) 0.42232(10) 0.0373(4) Uani 1 1 d . . H14A_3 H 0.528716 0.343208 0.382593 0.045 Uiso 1 1 calc R U H14B_3 H 0.670408 0.275147 0.410134 0.045 Uiso 1 1 calc R U C15_3 C 0.5114(2) 0.28344(15) 0.48975(10) 0.0331(4) Uani 1 1 d . . H15A_3 H 0.571905 0.270010 0.529645 0.040 Uiso 1 1 calc R U H15B_3 H 0.429880 0.336525 0.501483 0.040 Uiso 1 1 calc R U C16_3 C 0.4631(2) 0.18170(15) 0.48336(11) 0.0396(5) Uani 1 1 d . . H16A_3 H 0.544692 0.127842 0.473097 0.048 Uiso 1 1 calc R U H16B_3 H 0.404592 0.194504 0.442654 0.048 Uiso 1 1 calc R U C17_3 C 0.3814(2) 0.13896(16) 0.55032(11) 0.0407(5) Uani 1 1 d . . H17A_3 H 0.298959 0.191078 0.560106 0.061 Uiso 1 1 calc R U H17B_3 H 0.439203 0.124761 0.590709 0.061 Uiso 1 1 calc R U H17C_3 H 0.353363 0.073520 0.543244 0.061 Uiso 1 1 calc R U C1A_3 C 1.29314(19) 1.32498(14) 0.02930(10) 0.0316(4) Uani 1 1 d . . H1A_3 H 1.318638 1.383608 0.044957 0.038 Uiso 1 1 calc R U C2A_3 C 1.23809(19) 1.25213(14) 0.07970(10) 0.0296(4) Uani 1 1 d . . H2A_3 H 1.226552 1.261329 0.128472 0.036 Uiso 1 1 calc R U C7A_3 C 1.02802(19) 0.93965(14) 0.22941(10) 0.0307(4) Uani 1 1 d . . H7A_3 H 1.048260 1.001976 0.242441 0.037 Uiso 1 1 calc R U C8A_3 C 0.9766(2) 0.86711(15) 0.28083(10) 0.0325(4) Uani 1 1 d . . H8A_3 H 0.960868 0.880224 0.328807 0.039 Uiso 1 1 calc R U C1B_3 C 1.27618(18) 1.23313(13) -0.06087(10) 0.0286(4) Uani 1 1 d . . H1B_3 H 1.289397 1.225941 -0.109985 0.034 Uiso 1 1 calc R U C2B_3 C 1.22073(18) 1.15653(13) -0.01426(9) 0.0270(3) Uani 1 1 d . . H2B_3 H 1.197106 1.098440 -0.031487 0.032 Uiso 1 1 calc R U C7B_3 C 1.02385(18) 0.82900(13) 0.14152(9) 0.0267(3) Uani 1 1 d . . H7B_3 H 1.040283 0.815356 0.093675 0.032 Uiso 1 1 calc R U C8B_3 C 0.97325(18) 0.75458(14) 0.19330(10) 0.0280(4) Uani 1 1 d . . H8B_3 H 0.956663 0.690728 0.180897 0.034 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 O1_1 0.0332(7) 0.0257(6) 0.0406(7) 0.0060(5) -0.0047(5) -0.0090(5) O2_1 0.0329(7) 0.0284(6) 0.0372(7) 0.0006(5) -0.0047(5) -0.0142(5) O3_1 0.0342(7) 0.0304(7) 0.0465(8) -0.0006(6) -0.0099(6) -0.0104(6) C1_1 0.0320(9) 0.0225(8) 0.0278(8) -0.0042(6) -0.0018(7) -0.0064(7) C2_1 0.0353(9) 0.0202(8) 0.0288(8) -0.0029(6) -0.0019(7) -0.0095(7) C3_1 0.0313(9) 0.0249(8) 0.0283(8) -0.0069(7) 0.0001(7) -0.0114(7) C4_1 0.0314(9) 0.0244(8) 0.0282(8) -0.0044(7) -0.0027(7) -0.0066(7) C5_1 0.0330(9) 0.0214(8) 0.0240(8) -0.0054(6) -0.0003(7) -0.0080(7) C6_1 0.0326(9) 0.0225(8) 0.0274(8) -0.0033(6) -0.0028(7) -0.0065(7) C7_1 0.0360(9) 0.0211(8) 0.0265(8) -0.0020(6) -0.0006(7) -0.0095(7) C8_1 0.0330(9) 0.0236(8) 0.0249(8) -0.0055(6) -0.0003(7) -0.0087(7) C9_1 0.0310(9) 0.0230(8) 0.0270(8) -0.0044(6) -0.0022(7) -0.0065(7) C10_1 0.0318(9) 0.0220(8) 0.0252(8) -0.0054(6) -0.0007(7) -0.0077(7) C11_1 0.0318(9) 0.0256(8) 0.0277(8) -0.0050(7) -0.0021(7) -0.0077(7) C12_1 0.0305(9) 0.0272(9) 0.0300(9) -0.0038(7) -0.0030(7) -0.0085(7) C13_1 0.0326(9) 0.0257(8) 0.0304(9) -0.0053(7) -0.0012(7) -0.0091(7) C14_1 0.0377(10) 0.0369(10) 0.0420(11) 0.0054(8) -0.0024(8) -0.0163(8) O1_2 0.0380(7) 0.0347(7) 0.0348(7) 0.0023(5) -0.0032(5) -0.0205(6) N1_2 0.0337(8) 0.0234(7) 0.0343(8) -0.0034(6) 0.0006(6) -0.0093(6) C3_2 0.0314(9) 0.0239(8) 0.0310(9) -0.0062(7) 0.0050(7) -0.0058(7) C4_2 0.0325(9) 0.0278(9) 0.0311(9) -0.0048(7) 0.0005(7) -0.0093(7) C5_2 0.0313(9) 0.0269(9) 0.0327(9) -0.0053(7) 0.0005(7) -0.0064(7) C6_2 0.0292(9) 0.0232(8) 0.0332(9) -0.0062(7) 0.0048(7) -0.0058(7) C9_2 0.0285(8) 0.0246(8) 0.0330(9) -0.0027(7) 0.0034(7) -0.0091(7) C10_2 0.0362(10) 0.0334(10) 0.0399(10) 0.0014(8) -0.0040(8) -0.0190(8) C11_2 0.0456(11) 0.0390(11) 0.0379(10) 0.0007(8) -0.0019(9) -0.0226(9) C12_2 0.0447(11) 0.0340(10) 0.0385(11) 0.0002(8) -0.0041(8) -0.0188(9) C13_2 0.0456(11) 0.0394(11) 0.0374(11) 0.0005(8) -0.0046(9) -0.0211(9) C14_2 0.0535(12) 0.0342(10) 0.0341(10) 0.0005(8) -0.0021(9) -0.0209(9) C15_2 0.0488(12) 0.0376(11) 0.0336(10) 0.0023(8) -0.0033(9) -0.0186(9) C16_2 0.0854(18) 0.0432(12) 0.0409(12) -0.0014(10) 0.0057(12) -0.0359(13) C17_2 0.0741(17) 0.0532(14) 0.0509(14) 0.0100(11) 0.0005(12) -0.0344(13) C1A_2 0.0311(9) 0.0270(9) 0.0355(9) -0.0087(7) 0.0009(7) -0.0105(7) C2A_2 0.0323(9) 0.0265(8) 0.0301(9) -0.0053(7) 0.0000(7) -0.0068(7) C7A_2 0.0301(9) 0.0281(9) 0.0345(9) -0.0101(7) 0.0034(7) -0.0126(7) C8A_2 0.0302(9) 0.0298(9) 0.0306(9) -0.0064(7) 0.0004(7) -0.0104(7) C1B_2 0.0334(9) 0.0303(9) 0.0358(10) -0.0017(7) -0.0041(7) -0.0076(7) C2B_2 0.0285(9) 0.0321(9) 0.0402(10) -0.0071(8) 0.0005(7) -0.0114(7) C7B_2 0.0282(9) 0.0289(9) 0.0365(10) -0.0004(7) -0.0026(7) -0.0053(7) C8B_2 0.0252(8) 0.0309(9) 0.0422(10) -0.0005(8) -0.0026(7) -0.0097(7) O1_3 0.0492(8) 0.0288(6) 0.0285(6) -0.0044(5) 0.0036(6) -0.0206(6) N1_3 0.0302(7) 0.0221(7) 0.0356(8) 0.0012(6) -0.0016(6) -0.0057(6) C3_3 0.0265(8) 0.0208(8) 0.0306(9) -0.0005(6) -0.0023(7) -0.0038(6) C4_3 0.0315(9) 0.0258(8) 0.0267(8) -0.0013(7) -0.0004(7) -0.0066(7) C5_3 0.0270(8) 0.0252(8) 0.0275(8) -0.0022(7) -0.0017(7) -0.0060(7) C6_3 0.0244(8) 0.0242(8) 0.0297(9) -0.0027(7) -0.0013(6) -0.0061(6) C9_3 0.0312(9) 0.0257(8) 0.0296(9) -0.0013(7) -0.0003(7) -0.0107(7) C10_3 0.0450(11) 0.0266(9) 0.0321(9) -0.0069(7) 0.0059(8) -0.0172(8) C11_3 0.0502(12) 0.0305(9) 0.0317(10) -0.0080(8) 0.0088(8) -0.0188(9) C12_3 0.0533(12) 0.0311(10) 0.0337(10) -0.0106(8) 0.0114(9) -0.0212(9) C13_3 0.0499(11) 0.0302(9) 0.0303(9) -0.0088(7) 0.0081(8) -0.0182(8) C14_3 0.0534(12) 0.0301(9) 0.0321(10) -0.0095(8) 0.0092(8) -0.0187(9) C15_3 0.0444(11) 0.0290(9) 0.0287(9) -0.0055(7) 0.0026(8) -0.0154(8) C16_3 0.0566(13) 0.0291(10) 0.0358(10) -0.0051(8) 0.0034(9) -0.0177(9) C17_3 0.0519(12) 0.0298(10) 0.0417(11) 0.0018(8) -0.0006(9) -0.0176(9) C1A_3 0.0347(9) 0.0232(8) 0.0383(10) -0.0038(7) -0.0025(8) -0.0091(7) C2A_3 0.0339(9) 0.0255(8) 0.0300(9) -0.0033(7) -0.0022(7) -0.0072(7) C7A_3 0.0369(9) 0.0255(8) 0.0330(9) -0.0055(7) -0.0002(7) -0.0139(7) C8A_3 0.0426(10) 0.0306(9) 0.0279(9) -0.0065(7) 0.0005(7) -0.0155(8) C1B_3 0.0303(9) 0.0244(8) 0.0294(9) -0.0004(7) -0.0012(7) -0.0044(7) C2B_3 0.0287(8) 0.0216(8) 0.0310(9) -0.0033(7) -0.0023(7) -0.0053(7) C7B_3 0.0272(8) 0.0264(8) 0.0276(8) -0.0051(7) 0.0003(7) -0.0073(7) C8B_3 0.0303(9) 0.0234(8) 0.0323(9) -0.0064(7) 0.0007(7) -0.0095(7) 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' 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O1_1 C1_1 C2_1 122.98(15) O1_1 C1_1 C10_1 117.03(15) C2_1 C1_1 C10_1 119.99(16) C1_1 C2_1 C3_1 121.05(16) O2_1 C3_1 C4_1 117.63(16) O2_1 C3_1 C2_1 121.91(15) C4_1 C3_1 C2_1 120.45(16) C3_1 C4_1 C5_1 119.59(17) C4_1 C5_1 C6_1 120.68(16) C4_1 C5_1 C10_1 121.00(15) C6_1 C5_1 C10_1 118.31(16) C7_1 C6_1 C5_1 120.95(17) C6_1 C7_1 C8_1 121.35(16) C9_1 C8_1 C7_1 118.61(16) C9_1 C8_1 C11_1 120.10(16) C7_1 C8_1 C11_1 121.28(15) C8_1 C9_1 C10_1 121.35(16) C9_1 C10_1 C5_1 119.43(15) C9_1 C10_1 C1_1 122.65(16) C5_1 C10_1 C1_1 117.92(16) C12_1 C11_1 C8_1 125.85(17) C11_1 C12_1 C13_1 122.62(17) O3_1 C13_1 C12_1 122.36(16) O3_1 C13_1 C14_1 121.05(17) C12_1 C13_1 C14_1 116.59(16) C9_2 O1_2 C10_2 118.02(14) C1A_2 N1_2 C1B_2 116.96(16) C2A_2 C3_2 C2B_2 116.42(16) C2A_2 C3_2 C4_2 118.53(17) C2B_2 C3_2 C4_2 125.05(17) C5_2 C4_2 C3_2 125.63(18) C4_2 C5_2 C6_2 125.95(18) C7B_2 C6_2 C7A_2 117.59(16) C7B_2 C6_2 C5_2 118.81(17) C7A_2 C6_2 C5_2 123.60(16) O1_2 C9_2 C8B_2 125.05(16) O1_2 C9_2 C8A_2 115.24(16) C8B_2 C9_2 C8A_2 119.70(16) O1_2 C10_2 C11_2 107.84(16) C10_2 C11_2 C12_2 112.54(17) C13_2 C12_2 C11_2 113.36(17) C14_2 C13_2 C12_2 114.57(17) C13_2 C14_2 C15_2 114.89(18) C16_2 C15_2 C14_2 114.54(18) C15_2 C16_2 C17_2 115.4(2) N1_2 C1A_2 C2A_2 123.65(17) C1A_2 C2A_2 C3_2 119.91(17) C8A_2 C7A_2 C6_2 121.22(17) C7A_2 C8A_2 C9_2 120.02(17) N1_2 C1B_2 C2B_2 123.15(18) C1B_2 C2B_2 C3_2 119.83(17) C8B_2 C7B_2 C6_2 122.04(18) C7B_2 C8B_2 C9_2 119.34(17) C9_3 O1_3 C10_3 117.90(14) C1A_3 N1_3 C1B_3 116.81(15) C2B_3 C3_3 C2A_3 116.72(16) C2B_3 C3_3 C4_3 124.32(16) C2A_3 C3_3 C4_3 118.95(16) C5_3 C4_3 C3_3 126.85(17) C4_3 C5_3 C6_3 125.24(16) C7B_3 C6_3 C7A_3 117.62(16) C7B_3 C6_3 C5_3 120.32(16) C7A_3 C6_3 C5_3 122.05(16) O1_3 C9_3 C8B_3 125.38(16) O1_3 C9_3 C8A_3 115.13(16) C8B_3 C9_3 C8A_3 119.48(16) O1_3 C10_3 C11_3 106.67(15) C10_3 C11_3 C12_3 112.41(16) C11_3 C12_3 C13_3 112.39(16) C14_3 C13_3 C12_3 113.26(15) C15_3 C14_3 C13_3 113.53(15) C16_3 C15_3 C14_3 113.55(16) C15_3 C16_3 C17_3 113.06(17) N1_3 C1A_3 C2A_3 123.62(17) C1A_3 C2A_3 C3_3 119.61(17) C8A_3 C7A_3 C6_3 120.93(16) C7A_3 C8A_3 C9_3 120.60(17) N1_3 C1B_3 C2B_3 123.48(17) C1B_3 C2B_3 C3_3 119.75(16) C6_3 C7B_3 C8B_3 121.86(16) C9_3 C8B_3 C7B_3 119.46(16) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1_1 C1_1 1.356(2) O2_1 C3_1 1.357(2) O3_1 C13_1 1.222(2) C1_1 C2_1 1.376(2) C1_1 C10_1 1.430(2) C2_1 C3_1 1.415(3) C3_1 C4_1 1.374(2) C4_1 C5_1 1.407(2) C5_1 C6_1 1.425(2) C5_1 C10_1 1.426(2) C6_1 C7_1 1.363(2) C7_1 C8_1 1.425(3) C8_1 C9_1 1.385(2) C8_1 C11_1 1.460(2) C9_1 C10_1 1.416(2) C11_1 C12_1 1.337(2) C12_1 C13_1 1.470(2) C13_1 C14_1 1.505(2) O1_2 C9_2 1.367(2) O1_2 C10_2 1.436(2) N1_2 C1A_2 1.336(2) N1_2 C1B_2 1.344(2) C3_2 C2A_2 1.394(3) C3_2 C2B_2 1.401(3) C3_2 C4_2 1.466(2) C4_2 C5_2 1.334(3) C5_2 C6_2 1.467(2) C6_2 C7B_2 1.390(3) C6_2 C7A_2 1.402(3) C9_2 C8B_2 1.390(3) C9_2 C8A_2 1.397(2) C10_2 C11_2 1.505(3) C11_2 C12_2 1.516(3) C12_2 C13_2 1.516(3) C13_2 C14_2 1.509(3) C14_2 C15_2 1.511(3) C15_2 C16_2 1.501(3) C16_2 C17_2 1.510(3) C1A_2 C2A_2 1.379(2) C7A_2 C8A_2 1.381(2) C1B_2 C2B_2 1.383(3) C7B_2 C8B_2 1.388(3) O1_3 C9_3 1.361(2) O1_3 C10_3 1.438(2) N1_3 C1A_3 1.340(2) N1_3 C1B_3 1.346(2) C3_3 C2B_3 1.398(2) C3_3 C2A_3 1.400(2) C3_3 C4_3 1.464(2) C4_3 C5_3 1.334(2) C5_3 C6_3 1.468(2) C6_3 C7B_3 1.392(2) C6_3 C7A_3 1.405(3) C9_3 C8B_3 1.387(3) C9_3 C8A_3 1.396(2) C10_3 C11_3 1.512(2) C11_3 C12_3 1.525(3) C12_3 C13_3 1.526(2) C13_3 C14_3 1.525(3) C14_3 C15_3 1.524(2) C15_3 C16_3 1.521(3) C16_3 C17_3 1.523(3) C1A_3 C2A_3 1.384(3) C7A_3 C8A_3 1.377(2) C1B_3 C2B_3 1.382(2) C7B_3 C8B_3 1.393(2)