#------------------------------------------------------------------------------ #$Date: 2023-10-25 04:31:49 +0300 (Wed, 25 Oct 2023) $ #$Revision: 287104 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/75/7247576.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_7247576 loop_ _publ_author_name 'Xu, Rong-Yao' 'Liu, Xiu' 'Sun, Guang' 'Zhang, Zhi-Yuan' 'Dong, Ming' 'Zhao, Liya' 'Zhang, Si-Miao' 'Wang, Xi-Yang' 'Zhang, Hong-Xu' 'Yang, Shang-Jie' 'Wang, Xiuguang' 'Li, Bin' 'Li, Jian' 'Li, Chunju' _publ_section_title ; Efficient macrocyclization facilitated by skeleton preorganization ; _journal_issue 43 _journal_name_full 'RSC Advances' _journal_page_first 30269 _journal_page_last 30272 _journal_paper_doi 10.1039/D3RA05671F _journal_volume 13 _journal_year 2023 _chemical_formula_moiety 'C33 H28 N2 O4' _chemical_formula_sum 'C33 H28 N2 O4' _chemical_formula_weight 516.57 _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 _audit_creation_date 2020-11-05 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2023-07-13 deposited with the CCDC. 2023-10-09 downloaded from the CCDC. ; _cell_angle_alpha 98.152(13) _cell_angle_beta 95.551(9) _cell_angle_gamma 101.380(10) _cell_formula_units_Z 4 _cell_length_a 9.126(3) _cell_length_b 11.832(3) _cell_length_c 25.192(6) _cell_measurement_reflns_used 1757 _cell_measurement_temperature 170 _cell_measurement_theta_max 20.799 _cell_measurement_theta_min 2.538 _cell_volume 2617.9(13) _computing_cell_refinement 'SAINT V8.40A (?, 2016)' _computing_data_reduction 'SAINT V8.40A (?, 2016)' _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 170.0 _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.980 _diffrn_measurement_device_type 'D8 VENTURE' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1161 _diffrn_reflns_av_unetI/netI 0.1674 _diffrn_reflns_Laue_measured_fraction_full 0.983 _diffrn_reflns_Laue_measured_fraction_max 0.980 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 25859 _diffrn_reflns_point_group_measured_fraction_full 0.983 _diffrn_reflns_point_group_measured_fraction_max 0.980 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.374 _diffrn_reflns_theta_min 2.081 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_T_max 0.9705 _exptl_absorpt_correction_T_min 0.8817 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0867 before and 0.0641 after correction. The Ratio of minimum to maximum transmission is 0.9085. The \l/2 correction factor is Not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.311 _exptl_crystal_description block _exptl_crystal_F_000 1088 _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _refine_diff_density_max 0.628 _refine_diff_density_min -0.312 _refine_diff_density_rms 0.067 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 711 _refine_ls_number_reflns 9425 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.027 _refine_ls_R_factor_all 0.2065 _refine_ls_R_factor_gt 0.0787 _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^)+(0.0610P)^2^+0.2999P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1437 _refine_ls_wR_factor_ref 0.2027 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4121 _reflns_number_total 9425 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL 115tj3_0m_a.res in P-1 115tj3_0m.res created by SHELXL-2018/3 at 18:08:52 on 05-Nov-2020 REM Old TITL 115tj3_0m in P-1 REM SHELXT solution in P-1 REM R1 0.253, Rweak 0.065, Alpha 0.117, Orientation as input REM Formula found by SHELXT: C66 N3 O9 CELL 0.71073 9.1264 11.8316 25.1923 98.152 95.551 101.38 ZERR 4 0.0025 0.0029 0.0062 0.013 0.009 0.01 LATT 1 SFAC C H N O UNIT 132 112 8 16 L.S. 4 PLAN 20 SIZE 0.08 0.05 0.03 TEMP -103.15 BOND $H list 4 fmap 2 ACTA REM REM REM WGHT 0.061000 0.299900 FVAR 0.11783 O1 4 0.782145 1.334428 0.667611 11.00000 0.02660 0.02577 = 0.05434 -0.00701 0.00322 0.00441 O7 4 -0.034876 0.829546 0.168583 11.00000 0.03374 0.02642 = 0.06117 -0.00125 0.00683 0.00595 O8 4 -0.545315 0.814952 0.197055 11.00000 0.03181 0.04208 = 0.04666 0.00285 0.00433 0.01402 O3 4 -0.099983 0.537290 0.559182 11.00000 0.02716 0.02279 = 0.07561 0.01098 0.00770 0.00598 O2 4 1.297681 1.314466 0.696665 11.00000 0.02394 0.04226 = 0.04112 0.00084 0.00052 0.00403 O5 4 0.394500 0.041217 0.076356 11.00000 0.03317 0.03206 = 0.04444 0.00692 0.01196 0.00918 O4 4 -0.629479 0.528912 0.571071 11.00000 0.02702 0.03903 = 0.04469 -0.00022 0.01124 -0.00140 N4 3 0.345921 0.877886 0.641020 11.00000 0.02200 0.02877 = 0.02749 0.00558 -0.00051 -0.00109 N2 3 0.102452 0.215129 0.280752 11.00000 0.04856 0.04065 = 0.04070 0.01043 0.01614 0.01392 O6 4 0.914127 0.027900 0.055313 11.00000 0.04473 0.04101 = 0.07035 -0.00246 0.00222 0.02198 N1 3 0.152157 0.374313 0.142133 11.00000 0.02573 0.02981 = 0.03036 0.00889 0.00866 0.01166 N3 3 0.387637 0.719401 0.779738 11.00000 0.03787 0.04502 = 0.03948 0.01201 -0.00183 0.01549 C38 1 0.894028 1.272502 0.666717 11.00000 0.02321 0.03447 = 0.03404 0.00338 0.00983 0.01028 C00E 1 0.324103 0.704627 0.683574 11.00000 0.02422 0.02527 = 0.03111 0.00461 0.00056 0.00465 AFIX 43 H00E 2 0.288282 0.656219 0.649544 11.00000 -1.20000 AFIX 0 C48 1 0.216781 0.853109 0.602745 11.00000 0.01981 0.02482 = 0.03184 0.00509 0.00011 0.00751 C23 1 -0.439222 0.753697 0.180306 11.00000 0.03062 0.03460 = 0.02884 0.00483 0.00278 0.01768 C00H 1 0.364158 0.824945 0.687570 11.00000 0.01920 0.03864 = 0.02892 0.01060 0.00405 0.00741 C45 1 0.622406 1.132483 0.577977 11.00000 0.03131 0.03060 = 0.03620 0.00506 0.01126 0.00054 AFIX 43 H45 2 0.680961 1.191576 0.562286 11.00000 -1.20000 AFIX 0 C41 1 0.686119 1.099552 0.625300 11.00000 0.02311 0.03040 = 0.03481 0.00106 0.00877 0.00345 C25 1 -0.180369 0.769706 0.166767 11.00000 0.02219 0.02966 = 0.03589 0.00264 -0.00191 0.00224 C5 1 0.566864 0.208262 0.064735 11.00000 0.02650 0.03512 = 0.02167 0.00380 0.00394 0.00910 C2 1 0.795697 0.083200 0.059194 11.00000 0.02988 0.03797 = 0.03619 0.00000 -0.00141 0.01591 C51 1 -0.009880 0.841992 0.520744 11.00000 0.02996 0.02432 = 0.02958 0.00582 -0.00003 0.00697 AFIX 43 H51 2 -0.087488 0.835435 0.491776 11.00000 -1.20000 AFIX 0 C42 1 0.601755 1.014523 0.648788 11.00000 0.02799 0.02772 = 0.03355 0.00326 0.00620 0.00971 AFIX 43 H42 2 0.643656 0.990508 0.680230 11.00000 -1.20000 AFIX 0 C50 1 -0.038071 0.776633 0.562921 11.00000 0.02203 0.02003 = 0.03146 0.00080 0.00708 0.00295 C55 1 -0.459223 0.701087 0.567172 11.00000 0.02787 0.03364 = 0.03955 -0.00193 0.00350 0.00903 AFIX 43 H55 2 -0.541057 0.739766 0.567744 11.00000 -1.20000 AFIX 0 C43 1 0.453728 0.964392 0.625539 11.00000 0.02672 0.02610 = 0.02813 0.00172 0.00384 0.00599 C49 1 0.077715 0.782026 0.603671 11.00000 0.03028 0.02943 = 0.02190 0.00517 0.00524 0.00753 AFIX 43 H49 2 0.061677 0.737389 0.631907 11.00000 -1.20000 AFIX 0 C34 1 1.150553 1.253201 0.680608 11.00000 0.01874 0.04169 = 0.03515 0.00467 0.00415 0.00680 C46 1 0.478163 1.081514 0.553979 11.00000 0.02852 0.02895 = 0.03275 0.00555 0.00248 0.00350 AFIX 43 H46 2 0.437336 1.105177 0.522266 11.00000 -1.20000 AFIX 0 C9 1 0.434222 0.345965 0.023847 11.00000 0.03139 0.03413 = 0.03256 0.00150 0.00901 0.00692 AFIX 43 H9 2 0.495536 0.341652 -0.004462 11.00000 -1.20000 AFIX 0 C53 1 -0.192098 0.708328 0.564292 11.00000 0.02121 0.03302 = 0.02271 0.00306 0.00094 0.00760 C3 1 0.652841 0.026822 0.065586 11.00000 0.03724 0.03494 = 0.03050 0.00074 0.00485 0.01648 AFIX 43 H3 2 0.631887 -0.054260 0.067577 11.00000 -1.20000 AFIX 0 C39 1 1.044388 1.322886 0.683896 11.00000 0.02921 0.02317 = 0.03875 -0.00146 0.00724 0.00199 AFIX 43 H39 2 1.074777 1.404065 0.697768 11.00000 -1.20000 AFIX 0 C11 1 0.244101 0.425386 0.065257 11.00000 0.03023 0.02467 = 0.02834 0.00561 0.00185 0.00146 C7 1 0.829656 0.201290 0.056685 11.00000 0.02893 0.04068 = 0.03271 -0.00479 0.00246 0.00745 AFIX 43 H7 2 0.929096 0.239939 0.053279 11.00000 -1.20000 AFIX 0 C10 1 0.332562 0.418482 0.023966 11.00000 0.03474 0.03764 = 0.02874 0.00875 0.00454 0.01044 AFIX 43 H10 2 0.323648 0.463260 -0.004181 11.00000 -1.20000 AFIX 0 C15 1 0.076188 0.458261 0.125396 11.00000 0.02618 0.02291 = 0.02867 -0.00105 -0.00171 0.00287 C24 1 -0.295641 0.821061 0.182562 11.00000 0.03009 0.02645 = 0.03926 -0.00048 -0.00070 0.00845 AFIX 43 H24 2 -0.276530 0.902870 0.195026 11.00000 -1.20000 AFIX 0 C27 1 -0.696163 0.750012 0.196498 11.00000 0.02735 0.06023 = 0.05372 0.00287 0.00462 0.01451 AFIX 137 H27A 2 -0.738371 0.713904 0.159308 11.00000 -1.50000 H27B 2 -0.758463 0.802835 0.210843 11.00000 -1.50000 H27C 2 -0.694613 0.688975 0.218963 11.00000 -1.50000 AFIX 0 C015 1 0.428135 0.834929 0.781978 11.00000 0.03695 0.05332 = 0.02936 0.00560 0.00121 0.01093 AFIX 43 H015 2 0.466080 0.881407 0.816313 11.00000 -1.20000 AFIX 0 C36 1 0.955950 1.087086 0.646590 11.00000 0.03468 0.02787 = 0.04149 -0.00245 0.00529 0.00319 AFIX 43 H36 2 0.925417 1.005170 0.634576 11.00000 -1.20000 AFIX 0 C37 1 0.847043 1.152649 0.647137 11.00000 0.02498 0.03156 = 0.03721 0.00172 0.00630 0.00573 C28 1 0.134896 0.322673 0.188602 11.00000 0.03211 0.02224 = 0.02808 -0.00029 0.00830 0.00664 C019 1 0.418673 0.891727 0.737724 11.00000 0.02154 0.03251 = 0.03172 0.00331 0.00148 0.00378 AFIX 43 H019 2 0.448858 0.974374 0.741754 11.00000 -1.20000 AFIX 0 C57 1 -0.365806 0.524332 0.565732 11.00000 0.03032 0.02611 = 0.03469 0.00269 0.00287 -0.00058 AFIX 43 H57 2 -0.383226 0.442640 0.566190 11.00000 -1.20000 AFIX 0 C47 1 0.242819 0.922570 0.562712 11.00000 0.02672 0.02322 = 0.02850 0.00179 0.00365 0.00530 C58 1 -0.222653 0.587657 0.562971 11.00000 0.02232 0.02796 = 0.03256 0.00553 0.00136 0.00568 C8 1 0.448239 0.278641 0.064891 11.00000 0.02963 0.03402 = 0.03005 0.00331 0.00301 0.00920 C35 1 1.108843 1.134704 0.662765 11.00000 0.03445 0.02825 = 0.05109 -0.00532 0.00284 0.00862 AFIX 43 H35 2 1.181366 1.087095 0.661503 11.00000 -1.20000 AFIX 0 C12 1 0.255711 0.354956 0.105294 11.00000 0.02530 0.03483 = 0.03331 0.00027 0.00603 0.00564 C4 1 0.540012 0.089651 0.069080 11.00000 0.02992 0.04074 = 0.02415 0.00524 0.00593 0.00728 C30 1 -0.015976 0.221628 0.245980 11.00000 0.03282 0.03796 = 0.04719 0.00593 0.01906 0.00653 AFIX 43 H30 2 -0.113734 0.188654 0.253627 11.00000 -1.20000 AFIX 0 C29 1 -0.006422 0.272283 0.200260 11.00000 0.03394 0.03717 = 0.03454 0.00448 0.01039 0.00945 AFIX 43 H29 2 -0.094785 0.272789 0.177107 11.00000 -1.20000 AFIX 0 C14 1 0.132840 0.493457 0.078896 11.00000 0.02743 0.02614 = 0.03192 0.00563 -0.00063 0.00551 C20 1 -0.206173 0.649311 0.147703 11.00000 0.02865 0.02233 = 0.03593 0.00023 -0.00236 0.00227 C52 1 0.128178 0.915097 0.520861 11.00000 0.03435 0.02585 = 0.03324 0.00735 0.00569 0.00673 AFIX 43 H52 2 0.144803 0.959834 0.492691 11.00000 -1.20000 AFIX 0 C22 1 -0.467774 0.635017 0.163661 11.00000 0.02573 0.03999 = 0.05115 -0.00125 0.00293 0.01096 AFIX 43 H22 2 -0.565502 0.588402 0.163281 11.00000 -1.20000 AFIX 0 C44 1 0.392503 0.994024 0.577165 11.00000 0.02956 0.01787 = 0.03042 -0.00244 0.00432 0.00444 C01O 1 0.337565 0.656283 0.730593 11.00000 0.02966 0.03318 = 0.04418 0.01285 0.00205 0.00580 AFIX 43 H01O 2 0.309606 0.573710 0.727650 11.00000 -1.20000 AFIX 0 C56 1 -0.482561 0.582697 0.567802 11.00000 0.02313 0.04117 = 0.02828 0.00119 0.00435 0.00043 C31 1 0.237302 0.264354 0.268486 11.00000 0.04021 0.04480 = 0.03352 0.00905 0.00466 0.02172 AFIX 43 H31 2 0.323761 0.262132 0.292231 11.00000 -1.20000 AFIX 0 C54 1 -0.313897 0.762969 0.565685 11.00000 0.03241 0.02487 = 0.03482 -0.00051 0.00084 0.00072 AFIX 43 H54 2 -0.297166 0.844782 0.565617 11.00000 -1.20000 AFIX 0 C16 1 -0.033244 0.508326 0.149251 11.00000 0.02807 0.03615 = 0.02988 0.00078 0.00254 0.00490 AFIX 43 H16 2 -0.071398 0.483376 0.180408 11.00000 -1.20000 AFIX 0 C32 1 0.260044 0.317981 0.224007 11.00000 0.02762 0.03834 = 0.03273 0.00474 0.00664 0.01044 AFIX 43 H32 2 0.359008 0.351123 0.217563 11.00000 -1.20000 AFIX 0 C21 1 -0.350414 0.584068 0.147289 11.00000 0.03912 0.02592 = 0.05010 -0.00391 0.00216 0.00610 AFIX 43 H21 2 -0.370047 0.502003 0.135478 11.00000 -1.20000 AFIX 0 C13 1 0.356159 0.281705 0.105901 11.00000 0.02988 0.03035 = 0.02834 0.00082 0.00643 0.01182 AFIX 43 H13 2 0.362340 0.234896 0.133376 11.00000 -1.20000 AFIX 0 C59 1 -0.126503 0.414246 0.540927 11.00000 0.04400 0.02748 = 0.06114 0.00901 0.01097 0.01254 AFIX 137 H59A 2 -0.163755 0.372533 0.569529 11.00000 -1.50000 H59B 2 -0.032227 0.392987 0.532038 11.00000 -1.50000 H59C 2 -0.201727 0.392771 0.508684 11.00000 -1.50000 AFIX 0 C01X 1 0.360352 -0.079719 0.080066 11.00000 0.04410 0.03668 = 0.04700 0.00417 0.00292 0.00560 AFIX 137 H01A 2 0.370206 -0.125674 0.045544 11.00000 -1.50000 H01B 2 0.256889 -0.101697 0.088409 11.00000 -1.50000 H01C 2 0.430422 -0.095156 0.108802 11.00000 -1.50000 AFIX 0 C19 1 0.080830 0.581029 0.056704 11.00000 0.03732 0.03394 = 0.03583 0.01173 0.00254 0.00923 AFIX 43 H19 2 0.118173 0.606228 0.025470 11.00000 -1.20000 AFIX 0 C17 1 -0.083987 0.594446 0.126432 11.00000 0.02978 0.02834 = 0.03745 0.00248 0.00284 0.00865 C6 1 0.713979 0.261696 0.059294 11.00000 0.02982 0.03660 = 0.02934 -0.00125 0.00511 0.00968 AFIX 43 H6 2 0.735908 0.342764 0.057293 11.00000 -1.20000 AFIX 0 C26 1 -0.000951 0.950526 0.191424 11.00000 0.03926 0.03827 = 0.07770 -0.00668 0.00979 -0.00209 AFIX 137 H26A 2 -0.059054 0.992528 0.169430 11.00000 -1.50000 H26B 2 0.106958 0.982473 0.192200 11.00000 -1.50000 H26C 2 -0.027438 0.959731 0.228341 11.00000 -1.50000 AFIX 0 C33 1 1.413548 1.251229 0.687927 11.00000 0.02595 0.06129 = 0.05287 0.00738 0.00696 0.01053 AFIX 137 H33A 2 1.400324 1.185247 0.707812 11.00000 -1.50000 H33B 2 1.512173 1.303072 0.700744 11.00000 -1.50000 H33C 2 1.407704 1.221946 0.649223 11.00000 -1.50000 AFIX 0 C40 1 0.823641 1.455910 0.688516 11.00000 0.05069 0.03757 = 0.05870 -0.00600 -0.00427 0.01564 AFIX 137 H40A 2 0.869664 1.467317 0.726208 11.00000 -1.50000 H40B 2 0.733771 1.489587 0.686735 11.00000 -1.50000 H40C 2 0.896110 1.494621 0.667024 11.00000 -1.50000 AFIX 0 C60 1 -0.659037 0.408955 0.576106 11.00000 0.03444 0.04936 = 0.05447 0.01541 0.00513 -0.01043 AFIX 137 H60A 2 -0.595742 0.397901 0.607849 11.00000 -1.50000 H60B 2 -0.636337 0.362943 0.543610 11.00000 -1.50000 H60C 2 -0.765463 0.383098 0.580339 11.00000 -1.50000 AFIX 0 C18 1 -0.026246 0.631309 0.080642 11.00000 0.04347 0.03272 = 0.04152 0.00797 -0.00056 0.01730 AFIX 43 H18 2 -0.061367 0.692001 0.065777 11.00000 -1.20000 AFIX 0 C1 1 0.878997 -0.094048 0.040799 11.00000 0.06460 0.06750 = 0.09210 0.02947 0.02626 0.03371 AFIX 137 H1A 2 0.806277 -0.116296 0.007873 11.00000 -1.50000 H1B 2 0.835194 -0.129298 0.070175 11.00000 -1.50000 H1C 2 0.970949 -0.121838 0.034197 11.00000 -1.50000 AFIX 0 HKLF 4 REM 115tj3_0m_a.res in P-1 REM wR2 = 0.2027, GooF = S = 1.027, Restrained GooF = 1.027 for all data REM R1 = 0.0787 for 4121 Fo > 4sig(Fo) and 0.2065 for all 9425 data REM 711 parameters refined using 0 restraints END WGHT 0.0603 0.3598 REM Highest difference peak 0.628, deepest hole -0.312, 1-sigma level 0.067 Q1 1 1.0564 0.0638 0.0661 11.00000 0.05 0.63 Q2 1 0.7066 -0.0236 -0.0082 11.00000 0.05 0.27 Q3 1 0.2214 0.4600 0.7377 11.00000 0.05 0.27 Q4 1 0.8544 0.4413 0.0630 11.00000 0.05 0.27 Q5 1 1.0550 0.1037 0.1091 11.00000 0.05 0.26 Q6 1 0.3577 0.4619 0.7273 11.00000 0.05 0.24 Q7 1 0.7518 1.1650 0.5291 11.00000 0.05 0.24 Q8 1 0.6190 0.8705 0.7814 11.00000 0.05 0.24 Q9 1 -0.1357 0.4237 0.2396 11.00000 0.05 0.24 Q10 1 -0.0272 0.9636 0.4884 11.00000 0.05 0.23 Q11 1 -0.5042 0.6821 0.1005 11.00000 0.05 0.22 Q12 1 0.6261 0.3625 0.0421 11.00000 0.05 0.22 Q13 1 -0.2619 0.8316 0.2281 11.00000 0.05 0.22 Q14 1 0.4881 0.3292 0.1598 11.00000 0.05 0.22 Q15 1 -0.5530 0.8606 0.5320 11.00000 0.05 0.22 Q16 1 0.1858 0.1207 0.2667 11.00000 0.05 0.22 Q17 1 0.0767 0.8993 0.2379 11.00000 0.05 0.22 Q18 1 0.1628 0.6712 0.6369 11.00000 0.05 0.22 Q19 1 0.2300 0.3858 0.2848 11.00000 0.05 0.22 Q20 1 0.8071 -0.1173 -0.0500 11.00000 0.05 0.22 REM The information below was added by Olex2. REM REM R1 = 0.0787 for 4121 Fo > 4sig(Fo) and 0.2065 for all 25859 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.63, deepest hole -0.31 REM Mean Shift 0, Max Shift 0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.2065 REM R1_gt = 0.0787 REM wR_ref = 0.2027 REM GOOF = 1.027 REM Shift_max = 0.001 REM Shift_mean = 0 REM Reflections_all = 25859 REM Reflections_gt = 4121 REM Parameters = n/a REM Hole = -0.31 REM Peak = 0.63 REM Flack = n/a ; _cod_data_source_file d3ra05671f2.cif _cod_data_source_block 115tj3_0m _cod_original_cell_volume 2617.9(12) _cod_database_code 7247576 _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 0.997 _shelx_estimated_absorpt_t_min 0.993 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2.a Aromatic/amide H refined with riding coordinates: C00E(H00E), C45(H45), C51(H51), C42(H42), C55(H55), C49(H49), C46(H46), C9(H9), C3(H3), C39(H39), C7(H7), C10(H10), C24(H24), C015(H015), C36(H36), C019(H019), C57(H57), C35(H35), C30(H30), C29(H29), C52(H52), C22(H22), C01O(H01O), C31(H31), C54(H54), C16(H16), C32(H32), C21(H21), C13(H13), C19(H19), C6(H6), C18(H18) 2.b Idealised Me refined as rotating group: C27(H27A,H27B,H27C), C59(H59A,H59B,H59C), C01X(H01A,H01B,H01C), C26(H26A,H26B, H26C), C33(H33A,H33B,H33C), C40(H40A,H40B,H40C), C60(H60A,H60B,H60C), C1(H1A, H1B,H1C) ; _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_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.7821(3) 1.3344(3) 0.66761(13) 0.0372(9) Uani 1 1 d . . . . . O7 O -0.0349(4) 0.8295(3) 0.16858(14) 0.0413(9) Uani 1 1 d . . . . . O8 O -0.5453(3) 0.8150(3) 0.19705(13) 0.0398(9) Uani 1 1 d . . . . . O3 O -0.1000(3) 0.5373(3) 0.55918(14) 0.0414(9) Uani 1 1 d . . . . . O2 O 1.2977(3) 1.3145(3) 0.69667(13) 0.0370(9) Uani 1 1 d . . . . . O5 O 0.3945(3) 0.0412(3) 0.07636(13) 0.0357(9) Uani 1 1 d . . . . . O4 O -0.6295(3) 0.5289(3) 0.57107(13) 0.0384(9) Uani 1 1 d . . . . . N4 N 0.3459(4) 0.8779(3) 0.64102(14) 0.0272(10) Uani 1 1 d . . . . . N2 N 0.1025(5) 0.2151(4) 0.28075(17) 0.0416(12) Uani 1 1 d . . . . . O6 O 0.9141(4) 0.0279(4) 0.05531(15) 0.0518(11) Uani 1 1 d . . . . . N1 N 0.1522(4) 0.3743(3) 0.14213(14) 0.0271(10) Uani 1 1 d . . . . . N3 N 0.3876(5) 0.7194(4) 0.77974(17) 0.0398(11) Uani 1 1 d . . . . . C38 C 0.8940(5) 1.2725(5) 0.66672(19) 0.0298(12) Uani 1 1 d . . . . . C00E C 0.3241(5) 0.7046(4) 0.68357(19) 0.0272(11) Uani 1 1 d . . . . . H00E H 0.288282 0.656219 0.649544 0.033 Uiso 1 1 calc R . . . . C48 C 0.2168(5) 0.8531(4) 0.60274(18) 0.0253(11) Uani 1 1 d . . . . . C23 C -0.4392(5) 0.7537(5) 0.18031(18) 0.0300(12) Uani 1 1 d . . . . . C00H C 0.3642(5) 0.8249(5) 0.68757(18) 0.0282(12) Uani 1 1 d . . . . . C45 C 0.6224(5) 1.1325(4) 0.57798(19) 0.0331(13) Uani 1 1 d . . . . . H45 H 0.680961 1.191576 0.562286 0.040 Uiso 1 1 calc R . . . . C41 C 0.6861(5) 1.0996(4) 0.62530(19) 0.0298(12) Uani 1 1 d . . . . . C25 C -0.1804(5) 0.7697(5) 0.16677(19) 0.0304(12) Uani 1 1 d . . . . . C5 C 0.5669(5) 0.2083(5) 0.06474(17) 0.0274(12) Uani 1 1 d . . . . . C2 C 0.7957(5) 0.0832(5) 0.05919(19) 0.0345(13) Uani 1 1 d . . . . . C51 C -0.0099(5) 0.8420(4) 0.52074(18) 0.0279(12) Uani 1 1 d . . . . . H51 H -0.087488 0.835435 0.491776 0.034 Uiso 1 1 calc R . . . . C42 C 0.6018(5) 1.0145(4) 0.64879(19) 0.0293(12) Uani 1 1 d . . . . . H42 H 0.643656 0.990508 0.680230 0.035 Uiso 1 1 calc R . . . . C50 C -0.0381(5) 0.7766(4) 0.56292(18) 0.0248(11) Uani 1 1 d . . . . . C55 C -0.4592(5) 0.7011(5) 0.56717(19) 0.0342(13) Uani 1 1 d . . . . . H55 H -0.541057 0.739766 0.567744 0.041 Uiso 1 1 calc R . . . . C43 C 0.4537(5) 0.9644(4) 0.62554(18) 0.0272(11) Uani 1 1 d . . . . . C49 C 0.0777(5) 0.7820(4) 0.60367(17) 0.0268(12) Uani 1 1 d . . . . . H49 H 0.061677 0.737389 0.631907 0.032 Uiso 1 1 calc R . . . . C34 C 1.1506(5) 1.2532(5) 0.68061(19) 0.0319(13) Uani 1 1 d . . . . . C46 C 0.4782(5) 1.0815(4) 0.55398(19) 0.0305(12) Uani 1 1 d . . . . . H46 H 0.437336 1.105177 0.522266 0.037 Uiso 1 1 calc R . . . . C9 C 0.4342(5) 0.3460(4) 0.02385(19) 0.0328(12) Uani 1 1 d . . . . . H9 H 0.495536 0.341652 -0.004462 0.039 Uiso 1 1 calc R . . . . C53 C -0.1921(5) 0.7083(4) 0.56429(17) 0.0257(11) Uani 1 1 d . . . . . C3 C 0.6528(5) 0.0268(5) 0.06559(18) 0.0334(13) Uani 1 1 d . . . . . H3 H 0.631887 -0.054260 0.067577 0.040 Uiso 1 1 calc R . . . . C39 C 1.0444(5) 1.3229(4) 0.68390(18) 0.0313(12) Uani 1 1 d . . . . . H39 H 1.074777 1.404065 0.697768 0.038 Uiso 1 1 calc R . . . . C11 C 0.2441(5) 0.4254(4) 0.06526(18) 0.0284(12) Uani 1 1 d . . . . . C7 C 0.8297(5) 0.2013(5) 0.05668(18) 0.0353(13) Uani 1 1 d . . . . . H7 H 0.929096 0.239939 0.053279 0.042 Uiso 1 1 calc R . . . . C10 C 0.3326(5) 0.4185(5) 0.02397(18) 0.0330(13) Uani 1 1 d . . . . . H10 H 0.323648 0.463260 -0.004181 0.040 Uiso 1 1 calc R . . . . C15 C 0.0762(5) 0.4583(4) 0.12540(18) 0.0271(11) Uani 1 1 d . . . . . C24 C -0.2956(5) 0.8211(5) 0.18256(18) 0.0325(12) Uani 1 1 d . . . . . H24 H -0.276530 0.902870 0.195026 0.039 Uiso 1 1 calc R . . . . C27 C -0.6962(5) 0.7500(5) 0.1965(2) 0.0471(15) Uani 1 1 d . . . . . H27A H -0.738371 0.713904 0.159308 0.071 Uiso 1 1 calc GR . . . . H27B H -0.758463 0.802835 0.210843 0.071 Uiso 1 1 calc GR . . . . H27C H -0.694613 0.688975 0.218963 0.071 Uiso 1 1 calc GR . . . . C015 C 0.4281(5) 0.8349(5) 0.7820(2) 0.0400(14) Uani 1 1 d . . . . . H015 H 0.466080 0.881407 0.816313 0.048 Uiso 1 1 calc R . . . . C36 C 0.9559(5) 1.0871(5) 0.64659(19) 0.0360(13) Uani 1 1 d . . . . . H36 H 0.925417 1.005170 0.634576 0.043 Uiso 1 1 calc R . . . . C37 C 0.8470(5) 1.1526(5) 0.64714(19) 0.0315(12) Uani 1 1 d . . . . . C28 C 0.1349(5) 0.3227(4) 0.18860(18) 0.0275(12) Uani 1 1 d . . . . . C019 C 0.4187(5) 0.8917(5) 0.73772(18) 0.0292(12) Uani 1 1 d . . . . . H019 H 0.448858 0.974374 0.741754 0.035 Uiso 1 1 calc R . . . . C57 C -0.3658(5) 0.5243(5) 0.56573(18) 0.0316(12) Uani 1 1 d . . . . . H57 H -0.383226 0.442640 0.566190 0.038 Uiso 1 1 calc R . . . . C47 C 0.2428(5) 0.9226(4) 0.56271(18) 0.0264(11) Uani 1 1 d . . . . . C58 C -0.2227(5) 0.5877(4) 0.56297(18) 0.0277(12) Uani 1 1 d . . . . . C8 C 0.4482(5) 0.2786(4) 0.06489(18) 0.0312(12) Uani 1 1 d . . . . . C35 C 1.1088(5) 1.1347(5) 0.6628(2) 0.0390(14) Uani 1 1 d . . . . . H35 H 1.181366 1.087095 0.661503 0.047 Uiso 1 1 calc R . . . . C12 C 0.2557(5) 0.3550(5) 0.10529(19) 0.0316(12) Uani 1 1 d . . . . . C4 C 0.5400(5) 0.0897(5) 0.06908(18) 0.0315(12) Uani 1 1 d . . . . . C30 C -0.0160(6) 0.2216(5) 0.2460(2) 0.0386(14) Uani 1 1 d . . . . . H30 H -0.113734 0.188654 0.253627 0.046 Uiso 1 1 calc R . . . . C29 C -0.0064(5) 0.2723(4) 0.20026(19) 0.0347(13) Uani 1 1 d . . . . . H29 H -0.094785 0.272789 0.177107 0.042 Uiso 1 1 calc R . . . . C14 C 0.1328(5) 0.4935(4) 0.07890(18) 0.0287(12) Uani 1 1 d . . . . . C20 C -0.2062(5) 0.6493(4) 0.14770(19) 0.0303(12) Uani 1 1 d . . . . . C52 C 0.1282(5) 0.9151(4) 0.52086(19) 0.0308(12) Uani 1 1 d . . . . . H52 H 0.144803 0.959834 0.492691 0.037 Uiso 1 1 calc R . . . . C22 C -0.4678(5) 0.6350(5) 0.1637(2) 0.0394(14) Uani 1 1 d . . . . . H22 H -0.565502 0.588402 0.163281 0.047 Uiso 1 1 calc R . . . . C44 C 0.3925(5) 0.9940(4) 0.57716(18) 0.0266(11) Uani 1 1 d . . . . . C01O C 0.3376(5) 0.6563(5) 0.7306(2) 0.0353(13) Uani 1 1 d . . . . . H01O H 0.309606 0.573710 0.727650 0.042 Uiso 1 1 calc R . . . . C56 C -0.4826(5) 0.5827(5) 0.56780(18) 0.0321(13) Uani 1 1 d . . . . . C31 C 0.2373(6) 0.2644(5) 0.26849(19) 0.0375(13) Uani 1 1 d . . . . . H31 H 0.323761 0.262132 0.292231 0.045 Uiso 1 1 calc R . . . . C54 C -0.3139(5) 0.7630(5) 0.56569(18) 0.0322(12) Uani 1 1 d . . . . . H54 H -0.297166 0.844782 0.565617 0.039 Uiso 1 1 calc R . . . . C16 C -0.0332(5) 0.5083(4) 0.14925(19) 0.0322(12) Uani 1 1 d . . . . . H16 H -0.071398 0.483376 0.180408 0.039 Uiso 1 1 calc R . . . . C32 C 0.2600(5) 0.3180(4) 0.22401(18) 0.0323(13) Uani 1 1 d . . . . . H32 H 0.359008 0.351123 0.217563 0.039 Uiso 1 1 calc R . . . . C21 C -0.3504(5) 0.5841(5) 0.1473(2) 0.0398(14) Uani 1 1 d . . . . . H21 H -0.370047 0.502003 0.135478 0.048 Uiso 1 1 calc R . . . . C13 C 0.3562(5) 0.2817(4) 0.10590(18) 0.0290(12) Uani 1 1 d . . . . . H13 H 0.362340 0.234896 0.133376 0.035 Uiso 1 1 calc R . . . . C59 C -0.1265(6) 0.4142(5) 0.5409(2) 0.0431(14) Uani 1 1 d . . . . . H59A H -0.163755 0.372533 0.569529 0.065 Uiso 1 1 calc GR . . . . H59B H -0.032227 0.392987 0.532038 0.065 Uiso 1 1 calc GR . . . . H59C H -0.201727 0.392771 0.508684 0.065 Uiso 1 1 calc GR . . . . C01X C 0.3604(6) -0.0797(5) 0.0801(2) 0.0435(14) Uani 1 1 d . . . . . H01A H 0.370206 -0.125674 0.045544 0.065 Uiso 1 1 calc GR . . . . H01B H 0.256889 -0.101697 0.088409 0.065 Uiso 1 1 calc GR . . . . H01C H 0.430422 -0.095156 0.108802 0.065 Uiso 1 1 calc GR . . . . C19 C 0.0808(5) 0.5810(5) 0.0567(2) 0.0350(13) Uani 1 1 d . . . . . H19 H 0.118173 0.606228 0.025470 0.042 Uiso 1 1 calc R . . . . C17 C -0.0840(5) 0.5944(4) 0.12643(19) 0.0319(12) Uani 1 1 d . . . . . C6 C 0.7140(5) 0.2617(5) 0.05929(18) 0.0321(12) Uani 1 1 d . . . . . H6 H 0.735908 0.342764 0.057293 0.039 Uiso 1 1 calc R . . . . C26 C -0.0010(6) 0.9505(5) 0.1914(2) 0.0547(17) Uani 1 1 d . . . . . H26A H -0.059054 0.992528 0.169430 0.082 Uiso 1 1 calc GR . . . . H26B H 0.106958 0.982473 0.192200 0.082 Uiso 1 1 calc GR . . . . H26C H -0.027438 0.959731 0.228341 0.082 Uiso 1 1 calc GR . . . . C33 C 1.4135(5) 1.2512(5) 0.6879(2) 0.0466(15) Uani 1 1 d . . . . . H33A H 1.400324 1.185247 0.707812 0.070 Uiso 1 1 calc GR . . . . H33B H 1.512173 1.303072 0.700744 0.070 Uiso 1 1 calc GR . . . . H33C H 1.407704 1.221946 0.649223 0.070 Uiso 1 1 calc GR . . . . C40 C 0.8236(6) 1.4559(5) 0.6885(2) 0.0503(16) Uani 1 1 d . . . . . H40A H 0.869664 1.467317 0.726208 0.075 Uiso 1 1 calc GR . . . . H40B H 0.733771 1.489587 0.686735 0.075 Uiso 1 1 calc GR . . . . H40C H 0.896110 1.494621 0.667024 0.075 Uiso 1 1 calc GR . . . . C60 C -0.6590(6) 0.4090(5) 0.5761(2) 0.0482(16) Uani 1 1 d . . . . . H60A H -0.595742 0.397901 0.607849 0.072 Uiso 1 1 calc GR . . . . H60B H -0.636337 0.362943 0.543610 0.072 Uiso 1 1 calc GR . . . . H60C H -0.765463 0.383098 0.580339 0.072 Uiso 1 1 calc GR . . . . C18 C -0.0262(5) 0.6313(5) 0.0806(2) 0.0382(13) Uani 1 1 d . . . . . H18 H -0.061367 0.692001 0.065777 0.046 Uiso 1 1 calc R . . . . C1 C 0.8790(7) -0.0940(6) 0.0408(3) 0.069(2) Uani 1 1 d . . . . . H1A H 0.806277 -0.116296 0.007873 0.104 Uiso 1 1 calc GR . . . . H1B H 0.835194 -0.129298 0.070175 0.104 Uiso 1 1 calc GR . . . . H1C H 0.970949 -0.121838 0.034197 0.104 Uiso 1 1 calc GR . . . . 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 0.0266(18) 0.026(2) 0.054(2) -0.0070(18) 0.0032(16) 0.0044(16) O7 0.034(2) 0.026(2) 0.061(2) -0.0013(19) 0.0068(17) 0.0060(17) O8 0.0318(19) 0.042(2) 0.047(2) 0.0028(18) 0.0043(16) 0.0140(18) O3 0.0272(19) 0.023(2) 0.076(3) 0.0110(19) 0.0077(17) 0.0060(16) O2 0.0239(18) 0.042(2) 0.041(2) 0.0008(18) 0.0005(15) 0.0040(17) O5 0.033(2) 0.032(2) 0.044(2) 0.0069(17) 0.0120(16) 0.0092(17) O4 0.0270(19) 0.039(3) 0.045(2) -0.0002(18) 0.0112(16) -0.0014(17) N4 0.022(2) 0.029(3) 0.027(2) 0.0056(19) -0.0005(17) -0.0011(19) N2 0.049(3) 0.041(3) 0.041(3) 0.010(2) 0.016(2) 0.014(2) O6 0.045(2) 0.041(3) 0.070(3) -0.002(2) 0.0022(19) 0.022(2) N1 0.026(2) 0.030(3) 0.030(2) 0.009(2) 0.0087(18) 0.0117(19) N3 0.038(3) 0.045(3) 0.039(3) 0.012(2) -0.002(2) 0.015(2) C38 0.023(3) 0.034(4) 0.034(3) 0.003(3) 0.010(2) 0.010(3) C00E 0.024(3) 0.025(3) 0.031(3) 0.005(2) 0.001(2) 0.005(2) C48 0.020(2) 0.025(3) 0.032(3) 0.005(2) 0.000(2) 0.008(2) C23 0.031(3) 0.035(4) 0.029(3) 0.005(3) 0.003(2) 0.018(3) C00H 0.019(2) 0.039(4) 0.029(3) 0.011(3) 0.004(2) 0.007(2) C45 0.031(3) 0.031(3) 0.036(3) 0.005(3) 0.011(2) 0.001(2) C41 0.023(3) 0.030(3) 0.035(3) 0.001(2) 0.009(2) 0.003(2) C25 0.022(3) 0.030(3) 0.036(3) 0.003(2) -0.002(2) 0.002(2) C5 0.026(3) 0.035(4) 0.022(3) 0.004(2) 0.004(2) 0.009(2) C2 0.030(3) 0.038(4) 0.036(3) 0.000(3) -0.001(2) 0.016(3) C51 0.030(3) 0.024(3) 0.030(3) 0.006(2) 0.000(2) 0.007(2) C42 0.028(3) 0.028(3) 0.034(3) 0.003(2) 0.006(2) 0.010(2) C50 0.022(2) 0.020(3) 0.031(3) 0.001(2) 0.007(2) 0.003(2) C55 0.028(3) 0.034(4) 0.040(3) -0.002(3) 0.003(2) 0.009(3) C43 0.027(3) 0.026(3) 0.028(3) 0.002(2) 0.004(2) 0.006(2) C49 0.030(3) 0.029(3) 0.022(3) 0.005(2) 0.005(2) 0.008(2) C34 0.019(3) 0.042(4) 0.035(3) 0.005(3) 0.004(2) 0.007(3) C46 0.029(3) 0.029(3) 0.033(3) 0.006(2) 0.002(2) 0.004(2) C9 0.031(3) 0.034(3) 0.033(3) 0.001(3) 0.009(2) 0.007(3) C53 0.021(2) 0.033(3) 0.023(3) 0.003(2) 0.001(2) 0.008(2) C3 0.037(3) 0.035(4) 0.030(3) 0.001(3) 0.005(2) 0.016(3) C39 0.029(3) 0.023(3) 0.039(3) -0.001(2) 0.007(2) 0.002(2) C11 0.030(3) 0.025(3) 0.028(3) 0.006(2) 0.002(2) 0.001(2) C7 0.029(3) 0.041(4) 0.033(3) -0.005(3) 0.002(2) 0.007(3) C10 0.035(3) 0.038(4) 0.029(3) 0.009(3) 0.005(2) 0.010(3) C15 0.026(3) 0.023(3) 0.029(3) -0.001(2) -0.002(2) 0.003(2) C24 0.030(3) 0.026(3) 0.039(3) 0.000(2) -0.001(2) 0.008(2) C27 0.027(3) 0.060(4) 0.054(4) 0.003(3) 0.005(3) 0.015(3) C015 0.037(3) 0.053(4) 0.029(3) 0.006(3) 0.001(2) 0.011(3) C36 0.035(3) 0.028(3) 0.041(3) -0.002(3) 0.005(2) 0.003(3) C37 0.025(3) 0.032(4) 0.037(3) 0.002(3) 0.006(2) 0.006(2) C28 0.032(3) 0.022(3) 0.028(3) 0.000(2) 0.008(2) 0.007(2) C019 0.022(2) 0.033(3) 0.032(3) 0.003(3) 0.001(2) 0.004(2) C57 0.030(3) 0.026(3) 0.035(3) 0.003(2) 0.003(2) -0.001(2) C47 0.027(3) 0.023(3) 0.029(3) 0.002(2) 0.004(2) 0.005(2) C58 0.022(3) 0.028(3) 0.033(3) 0.006(2) 0.001(2) 0.006(2) C8 0.030(3) 0.034(3) 0.030(3) 0.003(3) 0.003(2) 0.009(2) C35 0.034(3) 0.028(4) 0.051(3) -0.005(3) 0.003(3) 0.009(3) C12 0.025(3) 0.035(3) 0.033(3) 0.000(3) 0.006(2) 0.006(2) C4 0.030(3) 0.041(4) 0.024(3) 0.005(3) 0.006(2) 0.007(3) C30 0.033(3) 0.038(4) 0.047(3) 0.006(3) 0.019(3) 0.007(3) C29 0.034(3) 0.037(4) 0.035(3) 0.004(3) 0.010(2) 0.009(3) C14 0.027(3) 0.026(3) 0.032(3) 0.006(2) -0.001(2) 0.006(2) C20 0.029(3) 0.022(3) 0.036(3) 0.000(2) -0.002(2) 0.002(2) C52 0.034(3) 0.026(3) 0.033(3) 0.007(2) 0.006(2) 0.007(2) C22 0.026(3) 0.040(4) 0.051(3) -0.001(3) 0.003(2) 0.011(3) C44 0.030(3) 0.018(3) 0.030(3) -0.002(2) 0.004(2) 0.004(2) C01O 0.030(3) 0.033(3) 0.044(3) 0.013(3) 0.002(2) 0.006(2) C56 0.023(3) 0.041(4) 0.028(3) 0.001(3) 0.004(2) 0.000(3) C31 0.040(3) 0.045(4) 0.034(3) 0.009(3) 0.005(2) 0.022(3) C54 0.032(3) 0.025(3) 0.035(3) -0.001(2) 0.001(2) 0.001(2) C16 0.028(3) 0.036(4) 0.030(3) 0.001(3) 0.003(2) 0.005(2) C32 0.028(3) 0.038(4) 0.033(3) 0.005(3) 0.007(2) 0.010(2) C21 0.039(3) 0.026(3) 0.050(3) -0.004(3) 0.002(3) 0.006(3) C13 0.030(3) 0.030(3) 0.028(3) 0.001(2) 0.006(2) 0.012(2) C59 0.044(3) 0.027(4) 0.061(4) 0.009(3) 0.011(3) 0.013(3) C01X 0.044(3) 0.037(4) 0.047(3) 0.004(3) 0.003(3) 0.006(3) C19 0.037(3) 0.034(3) 0.036(3) 0.012(3) 0.003(2) 0.009(3) C17 0.030(3) 0.028(3) 0.037(3) 0.002(3) 0.003(2) 0.009(2) C6 0.030(3) 0.037(4) 0.029(3) -0.001(2) 0.005(2) 0.010(3) C26 0.039(3) 0.038(4) 0.078(4) -0.007(3) 0.010(3) -0.002(3) C33 0.026(3) 0.061(4) 0.053(4) 0.007(3) 0.007(3) 0.011(3) C40 0.051(4) 0.038(4) 0.059(4) -0.006(3) -0.004(3) 0.016(3) C60 0.034(3) 0.049(4) 0.054(4) 0.015(3) 0.005(3) -0.010(3) C18 0.043(3) 0.033(3) 0.042(3) 0.008(3) -0.001(3) 0.017(3) C1 0.065(4) 0.067(6) 0.092(5) 0.029(4) 0.026(4) 0.034(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' 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 C38 O1 C40 117.7(4) . . ? C25 O7 C26 117.1(4) . . ? C23 O8 C27 117.7(4) . . ? C58 O3 C59 118.1(4) . . ? C34 O2 C33 116.7(4) . . ? C4 O5 C01X 117.4(4) . . ? C56 O4 C60 117.8(4) . . ? C48 N4 C00H 126.0(4) . . ? C43 N4 C48 108.3(4) . . ? C43 N4 C00H 125.7(4) . . ? C31 N2 C30 115.0(4) . . ? C2 O6 C1 117.2(4) . . ? C15 N1 C12 108.0(4) . . ? C28 N1 C15 126.5(4) . . ? C28 N1 C12 125.5(4) . . ? C015 N3 C01O 116.2(4) . . ? O1 C38 C39 123.3(5) . . ? O1 C38 C37 115.6(4) . . ? C39 C38 C37 121.1(5) . . ? C00H C00E H00E 120.8 . . ? C00H C00E C01O 118.4(5) . . ? C01O C00E H00E 120.8 . . ? C49 C48 N4 129.0(4) . . ? C49 C48 C47 121.8(4) . . ? C47 C48 N4 108.9(4) . . ? O8 C23 C24 114.9(5) . . ? C22 C23 O8 124.5(4) . . ? C22 C23 C24 120.6(4) . . ? C00E C00H N4 120.1(4) . . ? C019 C00H N4 121.0(5) . . ? C019 C00H C00E 118.8(4) . . ? C41 C45 H45 119.0 . . ? C46 C45 H45 119.0 . . ? C46 C45 C41 122.0(4) . . ? C45 C41 C37 119.2(4) . . ? C42 C41 C45 119.6(4) . . ? C42 C41 C37 121.1(4) . . ? O7 C25 C24 123.9(5) . . ? O7 C25 C20 115.2(4) . . ? C24 C25 C20 121.0(4) . . ? C4 C5 C8 123.9(4) . . ? C6 C5 C8 119.1(5) . . ? C6 C5 C4 116.9(4) . . ? O6 C2 C3 123.3(5) . . ? O6 C2 C7 115.2(5) . . ? C3 C2 C7 121.6(5) . . ? C50 C51 H51 119.4 . . ? C52 C51 H51 119.4 . . ? C52 C51 C50 121.3(4) . . ? C41 C42 H42 120.6 . . ? C41 C42 C43 118.9(4) . . ? C43 C42 H42 120.6 . . ? C51 C50 C53 119.7(4) . . ? C49 C50 C51 119.1(4) . . ? C49 C50 C53 121.1(4) . . ? C56 C55 H55 120.6 . . ? C56 C55 C54 118.8(5) . . ? C54 C55 H55 120.6 . . ? N4 C43 C44 108.3(4) . . ? C42 C43 N4 130.2(4) . . ? C42 C43 C44 121.3(4) . . ? C48 C49 C50 119.2(4) . . ? C48 C49 H49 120.4 . . ? C50 C49 H49 120.4 . . ? O2 C34 C39 113.8(5) . . ? C35 C34 O2 124.7(4) . . ? C35 C34 C39 121.5(4) . . ? C45 C46 H46 120.6 . . ? C45 C46 C44 118.8(4) . . ? C44 C46 H46 120.6 . . ? C10 C9 H9 119.5 . . ? C10 C9 C8 121.0(4) . . ? C8 C9 H9 119.5 . . ? C58 C53 C50 122.3(4) . . ? C54 C53 C50 120.6(5) . . ? C54 C53 C58 117.1(4) . . ? C2 C3 H3 120.3 . . ? C2 C3 C4 119.3(5) . . ? C4 C3 H3 120.3 . . ? C38 C39 C34 119.2(5) . . ? C38 C39 H39 120.4 . . ? C34 C39 H39 120.4 . . ? C10 C11 C12 119.0(4) . . ? C10 C11 C14 134.1(4) . . ? C12 C11 C14 106.9(4) . . ? C2 C7 H7 121.0 . . ? C2 C7 C6 118.0(5) . . ? C6 C7 H7 121.0 . . ? C9 C10 H10 120.2 . . ? C11 C10 C9 119.5(5) . . ? C11 C10 H10 120.2 . . ? N1 C15 C14 108.8(4) . . ? C16 C15 N1 129.6(4) . . ? C16 C15 C14 121.6(5) . . ? C23 C24 H24 119.9 . . ? C25 C24 C23 120.1(5) . . ? C25 C24 H24 119.9 . . ? O8 C27 H27A 109.5 . . ? O8 C27 H27B 109.5 . . ? O8 C27 H27C 109.5 . . ? H27A C27 H27B 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N3 C015 H015 117.7 . . ? N3 C015 C019 124.6(5) . . ? C019 C015 H015 117.7 . . ? C37 C36 H36 118.3 . . ? C37 C36 C35 123.4(5) . . ? C35 C36 H36 118.3 . . ? C38 C37 C41 121.1(4) . . ? C36 C37 C38 117.3(4) . . ? C36 C37 C41 121.6(5) . . ? C29 C28 N1 121.3(4) . . ? C29 C28 C32 117.8(4) . . ? C32 C28 N1 120.9(4) . . ? C00H C019 C015 118.2(5) . . ? C00H C019 H019 120.9 . . ? C015 C019 H019 120.9 . . ? C58 C57 H57 120.8 . . ? C56 C57 H57 120.8 . . ? C56 C57 C58 118.5(5) . . ? C48 C47 C44 107.2(4) . . ? C52 C47 C48 119.2(4) . . ? C52 C47 C44 133.6(4) . . ? O3 C58 C53 114.8(4) . . ? O3 C58 C57 123.0(5) . . ? C57 C58 C53 122.2(4) . . ? C9 C8 C5 118.6(4) . . ? C13 C8 C5 121.2(4) . . ? C13 C8 C9 120.1(4) . . ? C34 C35 C36 117.4(5) . . ? C34 C35 H35 121.3 . . ? C36 C35 H35 121.3 . . ? C11 C12 N1 108.9(4) . . ? C13 C12 N1 128.7(4) . . ? C13 C12 C11 122.4(4) . . ? O5 C4 C5 115.1(4) . . ? O5 C4 C3 123.4(5) . . ? C3 C4 C5 121.5(5) . . ? N2 C30 H30 117.5 . . ? N2 C30 C29 125.0(5) . . ? C29 C30 H30 117.5 . . ? C28 C29 H29 120.7 . . ? C30 C29 C28 118.6(5) . . ? C30 C29 H29 120.7 . . ? C15 C14 C11 107.3(4) . . ? C19 C14 C11 133.4(4) . . ? C19 C14 C15 119.3(4) . . ? C25 C20 C17 121.2(4) . . ? C21 C20 C25 117.3(5) . . ? C21 C20 C17 121.5(5) . . ? C51 C52 C47 119.3(4) . . ? C51 C52 H52 120.4 . . ? C47 C52 H52 120.4 . . ? C23 C22 H22 120.6 . . ? C23 C22 C21 118.7(5) . . ? C21 C22 H22 120.6 . . ? C43 C44 C47 107.3(4) . . ? C46 C44 C43 119.3(4) . . ? C46 C44 C47 133.4(4) . . ? N3 C01O C00E 123.8(5) . . ? N3 C01O H01O 118.1 . . ? C00E C01O H01O 118.1 . . ? C55 C56 O4 114.9(4) . . ? C55 C56 C57 121.5(4) . . ? C57 C56 O4 123.6(5) . . ? N2 C31 H31 117.6 . . ? N2 C31 C32 124.9(5) . . ? C32 C31 H31 117.6 . . ? C55 C54 C53 121.8(5) . . ? C55 C54 H54 119.1 . . ? C53 C54 H54 119.1 . . ? C15 C16 H16 120.9 . . ? C17 C16 C15 118.2(4) . . ? C17 C16 H16 120.9 . . ? C28 C32 H32 120.7 . . ? C31 C32 C28 118.7(4) . . ? C31 C32 H32 120.7 . . ? C20 C21 C22 122.2(5) . . ? C20 C21 H21 118.9 . . ? C22 C21 H21 118.9 . . ? C8 C13 H13 121.1 . . ? C12 C13 C8 117.9(5) . . ? C12 C13 H13 121.1 . . ? O3 C59 H59A 109.5 . . ? O3 C59 H59B 109.5 . . ? O3 C59 H59C 109.5 . . ? H59A C59 H59B 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? O5 C01X H01A 109.5 . . ? O5 C01X H01B 109.5 . . ? O5 C01X H01C 109.5 . . ? H01A C01X H01B 109.5 . . ? H01A C01X H01C 109.5 . . ? H01B C01X H01C 109.5 . . ? C14 C19 H19 120.4 . . ? C18 C19 C14 119.1(5) . . ? C18 C19 H19 120.4 . . ? C16 C17 C20 122.0(4) . . ? C16 C17 C18 120.5(5) . . ? C18 C17 C20 117.5(5) . . ? C5 C6 H6 118.6 . . ? C7 C6 C5 122.7(5) . . ? C7 C6 H6 118.6 . . ? O7 C26 H26A 109.5 . . ? O7 C26 H26B 109.5 . . ? O7 C26 H26C 109.5 . . ? H26A C26 H26B 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O2 C33 H33A 109.5 . . ? O2 C33 H33B 109.5 . . ? O2 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? O1 C40 H40A 109.5 . . ? O1 C40 H40B 109.5 . . ? O1 C40 H40C 109.5 . . ? H40A C40 H40B 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O4 C60 H60A 109.5 . . ? O4 C60 H60B 109.5 . . ? O4 C60 H60C 109.5 . . ? H60A C60 H60B 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C19 C18 C17 121.3(5) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? O6 C1 H1A 109.5 . . ? O6 C1 H1B 109.5 . . ? O6 C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? 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 O1 C38 1.369(5) . ? O1 C40 1.421(6) . ? O7 C25 1.369(5) . ? O7 C26 1.426(6) . ? O8 C23 1.382(5) . ? O8 C27 1.436(5) . ? O3 C58 1.373(5) . ? O3 C59 1.428(6) . ? O2 C34 1.386(5) . ? O2 C33 1.427(6) . ? O5 C4 1.379(5) . ? O5 C01X 1.422(6) . ? O4 C56 1.382(5) . ? O4 C60 1.418(6) . ? N4 C48 1.403(5) . ? N4 C00H 1.417(5) . ? N4 C43 1.399(6) . ? N2 C30 1.345(6) . ? N2 C31 1.338(6) . ? O6 C2 1.374(5) . ? O6 C1 1.401(7) . ? N1 C15 1.407(6) . ? N1 C28 1.403(5) . ? N1 C12 1.415(5) . ? N3 C015 1.335(7) . ? N3 C01O 1.339(6) . ? C38 C39 1.384(6) . ? C38 C37 1.400(7) . ? C00E H00E 0.9500 . ? C00E C00H 1.385(7) . ? C00E C01O 1.392(6) . ? C48 C49 1.382(6) . ? C48 C47 1.398(6) . ? C23 C24 1.384(6) . ? C23 C22 1.372(7) . ? C00H C019 1.381(6) . ? C45 H45 0.9500 . ? C45 C41 1.414(6) . ? C45 C46 1.375(6) . ? C41 C42 1.381(6) . ? C41 C37 1.495(6) . ? C25 C24 1.378(6) . ? C25 C20 1.402(7) . ? C5 C8 1.490(6) . ? C5 C4 1.398(7) . ? C5 C6 1.395(6) . ? C2 C3 1.378(6) . ? C2 C7 1.382(7) . ? C51 H51 0.9500 . ? C51 C50 1.414(6) . ? C51 C52 1.380(6) . ? C42 H42 0.9500 . ? C42 C43 1.397(6) . ? C50 C49 1.385(6) . ? C50 C53 1.483(6) . ? C55 H55 0.9500 . ? C55 C56 1.377(7) . ? C55 C54 1.389(6) . ? C43 C44 1.410(6) . ? C49 H49 0.9500 . ? C34 C39 1.392(6) . ? C34 C35 1.375(7) . ? C46 H46 0.9500 . ? C46 C44 1.402(6) . ? C9 H9 0.9500 . ? C9 C10 1.382(6) . ? C9 C8 1.403(6) . ? C53 C58 1.395(7) . ? C53 C54 1.393(6) . ? C3 H3 0.9500 . ? C3 C4 1.386(6) . ? C39 H39 0.9500 . ? C11 C10 1.380(6) . ? C11 C12 1.406(6) . ? C11 C14 1.452(6) . ? C7 H7 0.9500 . ? C7 C6 1.388(6) . ? C10 H10 0.9500 . ? C15 C14 1.408(6) . ? C15 C16 1.399(6) . ? C24 H24 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C015 H015 0.9500 . ? C015 C019 1.385(7) . ? C36 H36 0.9500 . ? C36 C37 1.376(6) . ? C36 C35 1.395(6) . ? C28 C29 1.387(6) . ? C28 C32 1.395(6) . ? C019 H019 0.9500 . ? C57 H57 0.9500 . ? C57 C58 1.385(6) . ? C57 C56 1.381(6) . ? C47 C52 1.392(6) . ? C47 C44 1.440(6) . ? C8 C13 1.394(6) . ? C35 H35 0.9500 . ? C12 C13 1.381(6) . ? C30 H30 0.9500 . ? C30 C29 1.374(7) . ? C29 H29 0.9500 . ? C14 C19 1.385(6) . ? C20 C21 1.387(6) . ? C20 C17 1.502(6) . ? C52 H52 0.9500 . ? C22 H22 0.9500 . ? C22 C21 1.397(6) . ? C01O H01O 0.9500 . ? C31 H31 0.9500 . ? C31 C32 1.377(6) . ? C54 H54 0.9500 . ? C16 H16 0.9500 . ? C16 C17 1.373(7) . ? C32 H32 0.9500 . ? C21 H21 0.9500 . ? C13 H13 0.9500 . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C01X H01A 0.9800 . ? C01X H01B 0.9800 . ? C01X H01C 0.9800 . ? C19 H19 0.9500 . ? C19 C18 1.384(7) . ? C17 C18 1.403(6) . ? C6 H6 0.9500 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C60 H60A 0.9800 . ? C60 H60B 0.9800 . ? C60 H60C 0.9800 . ? C18 H18 0.9500 . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ?