#------------------------------------------------------------------------------ #$Date: 2021-11-19 01:14:06 +0200 (Fri, 19 Nov 2021) $ #$Revision: 270750 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/53/1565323.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_1565323 loop_ _publ_author_name 'Xu, Bingjia' 'Song, Zicun' 'Zhang, Minmin' 'Zhang, Qingqing' 'Jiang, Long' 'Xu, Chao' 'Zhong, Lijun' 'Su, Changlin' 'Ban, Qiqi' 'Liu, Cong' 'Sun, Fengqiang' 'Zhang, Yi' 'Chi, Zhenguo' 'Zhao, Zujin' 'Shi, Guang' _publ_section_title ; Controlling the Thermally Activated Delayed Fluorescence of Axially Chiral Organic Emitters and Their Racemate for Information Encryption ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D1SC04738H _journal_year 2021 _chemical_formula_moiety 'C55 H34 N4 O2, C4 H8 O2' _chemical_formula_sum 'C59 H42 N4 O4' _chemical_formula_weight 870.96 _chemical_name_systematic (S)-CzACN _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2017-12-28 _audit_creation_method ; Olex2 1.2 (compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381) ; _audit_update_record ; 2018-05-29 deposited with the CCDC. 2021-11-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.8047(5) _cell_length_b 16.2516(8) _cell_length_c 26.0237(10) _cell_measurement_reflns_used 3045 _cell_measurement_temperature 150.00(10) _cell_measurement_theta_max 74.4470 _cell_measurement_theta_min 5.3020 _cell_volume 4569.6(4) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _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_environment N~2~ _diffrn_ambient_temperature 150.00(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.2913 _diffrn_detector_type AtlasS2 _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.962 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w 1.00 77.00 1.00 30.00 -- 40.84 -99.00 90.00 76 2 \w -34.00 67.00 1.00 30.00 -- 40.84 -37.00 -60.00 101 3 \w 30.00 67.00 1.00 33.00 -- 110.50 -94.00-150.00 37 4 \w 61.00 135.00 1.00 33.00 -- 110.50 -45.00 0.00 74 5 \w 36.00 135.00 1.00 33.00 -- 110.50 -45.00-120.00 99 6 \w 89.00 178.00 1.00 33.00 -- 110.50 77.00 30.00 89 7 \w 106.00 170.00 1.00 33.00 -- 110.50 45.00 -60.00 64 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasS2' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.1141540000 _diffrn_orient_matrix_UB_12 -0.0248199000 _diffrn_orient_matrix_UB_13 0.0318866000 _diffrn_orient_matrix_UB_21 -0.0841504000 _diffrn_orient_matrix_UB_22 0.0475424000 _diffrn_orient_matrix_UB_23 -0.0373970000 _diffrn_orient_matrix_UB_31 -0.0149670000 _diffrn_orient_matrix_UB_32 -0.0781462000 _diffrn_orient_matrix_UB_33 -0.0330019000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0945 _diffrn_reflns_av_unetI/netI 0.1578 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.962 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 14120 _diffrn_reflns_point_group_measured_fraction_full 0.988 _diffrn_reflns_point_group_measured_fraction_max 0.944 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 75.618 _diffrn_reflns_theta_min 4.431 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.04163 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour red _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.266 _exptl_crystal_description needle _exptl_crystal_F_000 1824 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.302 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.064 _refine_ls_abs_structure_details ; Flack x determined using 1131 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.1(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.935 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 608 _refine_ls_number_reflns 8965 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.935 _refine_ls_R_factor_all 0.1237 _refine_ls_R_factor_gt 0.0688 _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^)+(0.0572P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1453 _refine_ls_wR_factor_ref 0.1894 _reflns_Friedel_coverage 0.765 _reflns_Friedel_fraction_full 0.981 _reflns_Friedel_fraction_max 0.922 _reflns_number_gt 5012 _reflns_number_total 8965 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; 17122705.res created by SHELXL-2014/7 TITL 17122705_a.res in P2(1)2(1)2(1) REM Old TITL 17122705 in P212121 #19 REM SHELXT solution in P2(1)2(1)2(1) REM R1 0.145, Rweak 0.049, Alpha 0.007, Orientation as input REM Flack x = 0.100 ( 0.489 ) from Parsons' quotients REM Formula found by SHELXT: C59 O4 N4 CELL 1.54184 10.8047 16.2516 26.0237 90 90 90 ZERR 4 0.0005 0.0008 0.001 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H N O UNIT 236 168 16 16 L.S. 10 PLAN 20 SIZE 0.02 0.08 0.13 BOND $H list 4 fmap 2 ACTA REM REM REM WGHT 0.057200 FVAR 0.45439 O001 4 -0.447135 -0.411422 -0.599754 11.00000 0.02776 0.02864 = 0.02953 -0.00273 0.00640 -0.00559 O002 4 -0.622361 -0.503298 -0.661038 11.00000 0.03704 0.02611 = 0.02624 -0.00253 0.00310 -0.00666 O003 4 -0.309183 -0.158485 -0.418075 11.00000 0.05686 0.04895 = 0.04237 0.00928 -0.00866 -0.00928 O004 4 -0.384849 -0.261969 -0.370666 11.00000 0.04307 0.04951 = 0.04148 0.00931 0.00118 -0.00878 N005 3 -0.838461 -0.582366 -0.508061 11.00000 0.02980 0.02668 = 0.03725 0.00362 0.01335 0.00387 N006 3 -0.670001 -0.488522 -0.446539 11.00000 0.03404 0.03380 = 0.02679 0.00159 0.00598 0.01021 N007 3 -0.872465 -0.626943 -0.640148 11.00000 0.04011 0.04520 = 0.05056 -0.00635 0.00261 -0.01104 N008 3 -0.408402 -0.362682 -0.472340 11.00000 0.04463 0.04499 = 0.03742 -0.00036 0.00526 -0.00558 C009 1 -0.365786 -0.455343 -0.632461 11.00000 0.02669 0.02455 = 0.02608 -0.00323 0.00497 -0.00748 C00A 1 -0.542227 -0.455387 -0.579042 11.00000 0.02650 0.02231 = 0.02816 0.00096 0.00280 -0.00040 C00B 1 -0.722191 -0.542697 -0.584313 11.00000 0.02555 0.02594 = 0.03121 -0.00195 0.00075 -0.00184 C00C 1 -0.385759 -0.451854 -0.684748 11.00000 0.02337 0.02503 = 0.03067 0.00023 0.00317 -0.00590 C00D 1 -0.717209 -0.384148 -0.700102 11.00000 0.02860 0.04059 = 0.03315 -0.00706 -0.00090 0.00644 AFIX 43 H00D 2 -0.794383 -0.402695 -0.689317 11.00000 -1.20000 AFIX 0 C00E 1 -0.609252 -0.427993 -0.687426 11.00000 0.03335 0.02907 = 0.02782 -0.00317 0.00127 -0.00247 C00F 1 -0.302168 -0.495184 -0.717577 11.00000 0.02688 0.03130 = 0.03216 -0.00001 0.00178 -0.00363 C00G 1 -0.265595 -0.496174 -0.610733 11.00000 0.02832 0.03804 = 0.03416 0.00401 0.00018 -0.00706 AFIX 43 H00G 2 -0.254786 -0.496141 -0.575279 11.00000 -1.20000 AFIX 0 C00H 1 -0.726018 -0.417052 -0.425984 11.00000 0.03077 0.03120 = 0.03010 0.00272 0.00827 0.00365 C00I 1 -0.475603 -0.402689 -0.495591 11.00000 0.03605 0.02857 = 0.03149 0.00035 0.01131 0.00144 C00J 1 -0.949511 -0.543207 -0.493565 11.00000 0.02540 0.03686 = 0.03671 0.00210 0.00297 -0.00002 C00K 1 -0.560122 -0.451893 -0.525388 11.00000 0.02708 0.02894 = 0.02837 -0.00372 0.00108 0.00317 C00L 1 -0.628075 -0.498370 -0.607810 11.00000 0.02557 0.03211 = 0.02339 -0.00068 0.00425 0.00323 C00M 1 -0.737423 -0.540125 -0.530411 11.00000 0.02903 0.02427 = 0.03320 0.00599 0.00730 0.00288 C00N 1 -0.806721 -0.589382 -0.615136 11.00000 0.02437 0.03894 = 0.04200 0.00258 0.01128 -0.00024 C00O 1 -0.295235 -0.222105 -0.395859 11.00000 0.04500 0.04609 = 0.02715 -0.00403 0.00135 -0.00799 C00P 1 -0.706809 -0.314214 -0.728379 11.00000 0.04359 0.04164 = 0.03562 -0.01198 -0.00061 0.01414 AFIX 43 H00P 2 -0.777467 -0.283579 -0.735484 11.00000 -1.20000 AFIX 0 C00Q 1 -0.482977 -0.331971 -0.734411 11.00000 0.04126 0.02790 = 0.03494 -0.00903 0.00176 -0.00368 C00R 1 -0.493397 -0.404979 -0.704524 11.00000 0.03581 0.02536 = 0.02591 -0.00976 0.00276 -0.00065 C00S 1 -0.368314 -0.302307 -0.753317 11.00000 0.04407 0.03374 = 0.04406 0.00023 0.00278 -0.01480 AFIX 43 H00S 2 -0.296114 -0.331264 -0.746139 11.00000 -1.20000 AFIX 0 C00T 1 -0.320195 -0.500257 -0.771673 11.00000 0.03059 0.04231 = 0.03167 -0.00410 0.00045 -0.00673 AFIX 43 H00T 2 -0.386933 -0.473320 -0.786717 11.00000 -1.20000 AFIX 0 C00U 1 -0.833144 -0.659689 -0.484021 11.00000 0.03107 0.02905 = 0.03538 -0.00004 0.00067 -0.00083 C00V 1 -0.993692 -0.467961 -0.508938 11.00000 0.03327 0.04131 = 0.03525 0.00144 -0.00179 0.00621 AFIX 43 H00V 2 -0.950224 -0.434666 -0.531721 11.00000 -1.20000 AFIX 0 C00W 1 -0.656455 -0.493886 -0.501668 11.00000 0.02919 0.02992 = 0.02736 0.00352 0.01167 0.00554 C00X 1 -0.183367 -0.536190 -0.641449 11.00000 0.02030 0.04484 = 0.04299 0.00338 0.00031 -0.00257 AFIX 43 H00X 2 -0.115298 -0.562430 -0.626962 11.00000 -1.20000 AFIX 0 C00Y 1 -0.200825 -0.538082 -0.695146 11.00000 0.02812 0.03647 = 0.03545 -0.00242 0.00338 -0.00762 C00Z 1 -0.591178 -0.286849 -0.747277 11.00000 0.04867 0.02523 = 0.03274 -0.00518 -0.00215 0.00206 C010 1 -0.748391 -0.414141 -0.373212 11.00000 0.02991 0.03882 = 0.03012 -0.00034 0.00512 -0.00537 C011 1 -0.599813 -0.541178 -0.415108 11.00000 0.02792 0.03161 = 0.04107 0.00338 0.00478 0.00305 C012 1 -0.619409 -0.538660 -0.361383 11.00000 0.03125 0.04628 = 0.03413 0.00866 0.00324 0.00313 C013 1 -1.015555 -0.597977 -0.461617 11.00000 0.02403 0.05116 = 0.04191 0.00089 0.00233 -0.00538 C014 1 -0.758306 -0.351122 -0.457353 11.00000 0.03612 0.03821 = 0.04519 0.00261 -0.00085 0.00989 AFIX 43 H014 2 -0.743368 -0.354093 -0.492498 11.00000 -1.20000 AFIX 0 C015 1 -0.741052 -0.719266 -0.486908 11.00000 0.03310 0.03295 = 0.06312 0.00084 0.01028 0.00617 AFIX 43 H015 2 -0.670053 -0.711684 -0.506548 11.00000 -1.20000 AFIX 0 C016 1 -0.941650 -0.671800 -0.454960 11.00000 0.03395 0.03400 = 0.03568 0.00557 -0.00301 -0.00200 C017 1 -0.725172 -0.488523 -0.340130 11.00000 0.03605 0.03812 = 0.03393 0.00584 0.00275 -0.00219 C018 1 -0.812067 -0.281564 -0.437044 11.00000 0.04752 0.04512 = 0.04251 0.00838 0.00041 0.00797 AFIX 43 H018 2 -0.832125 -0.237288 -0.458097 11.00000 -1.20000 AFIX 0 C019 1 -0.512714 -0.595133 -0.436279 11.00000 0.03693 0.04510 = 0.04008 0.00579 0.00657 0.00528 AFIX 43 H019 2 -0.498681 -0.594751 -0.471537 11.00000 -1.20000 AFIX 0 C01A 1 -1.173912 -0.496560 -0.455935 11.00000 0.02954 0.05595 = 0.05065 -0.00201 0.00735 0.00364 AFIX 43 H01A 2 -1.250817 -0.479872 -0.443729 11.00000 -1.20000 AFIX 0 C01B 1 -0.803813 -0.343198 -0.353698 11.00000 0.03796 0.04887 = 0.04444 -0.00939 0.00813 0.00095 AFIX 43 H01B 2 -0.819481 -0.339675 -0.318628 11.00000 -1.20000 AFIX 0 C01C 1 -0.580704 -0.214921 -0.775910 11.00000 0.07447 0.03521 = 0.03536 -0.00185 0.00024 0.00405 AFIX 43 H01C 2 -0.651551 -0.184544 -0.783123 11.00000 -1.20000 AFIX 0 C01D 1 -0.119574 -0.583057 -0.727901 11.00000 0.02658 0.05364 = 0.04932 -0.01688 0.00476 0.00269 AFIX 43 H01D 2 -0.052361 -0.610845 -0.713859 11.00000 -1.20000 AFIX 0 C01E 1 -0.139337 -0.585739 -0.779449 11.00000 0.03881 0.05146 = 0.04426 -0.01605 0.01241 -0.00207 AFIX 43 H01E 2 -0.085216 -0.615376 -0.800177 11.00000 -1.20000 AFIX 0 C01F 1 -1.108436 -0.444087 -0.488271 11.00000 0.04373 0.04306 = 0.05198 -0.00319 -0.00453 0.00692 AFIX 43 H01F 2 -1.140913 -0.392675 -0.496300 11.00000 -1.20000 AFIX 0 C01G 1 -0.239691 -0.544709 -0.801972 11.00000 0.04141 0.06234 = 0.03692 -0.00804 0.00245 -0.00347 AFIX 43 H01G 2 -0.251956 -0.547466 -0.837302 11.00000 -1.20000 AFIX 0 C01H 1 -1.128791 -0.572517 -0.441323 11.00000 0.03321 0.05857 = 0.03863 0.00891 0.00755 -0.00272 AFIX 43 H01H 2 -1.172594 -0.605748 -0.418614 11.00000 -1.20000 AFIX 0 C01I 1 -0.835827 -0.278511 -0.384807 11.00000 0.04226 0.05192 = 0.05152 -0.00435 0.00517 0.01280 AFIX 43 H01I 2 -0.873711 -0.232331 -0.370735 11.00000 -1.20000 AFIX 0 C01J 1 -0.546786 -0.591844 -0.331887 11.00000 0.05450 0.05912 = 0.05206 0.01867 -0.00682 0.00548 AFIX 43 H01J 2 -0.554630 -0.590155 -0.296315 11.00000 -1.20000 AFIX 0 C01K 1 -0.760893 -0.790444 -0.458947 11.00000 0.05441 0.03432 = 0.06728 0.00999 0.00392 0.01049 AFIX 43 H01K 2 -0.701379 -0.831757 -0.459907 11.00000 -1.20000 AFIX 0 C01L 1 -0.362098 -0.232760 -0.781559 11.00000 0.06831 0.03942 = 0.04501 -0.00424 0.00161 -0.01607 AFIX 43 H01L 2 -0.285433 -0.214483 -0.793120 11.00000 -1.20000 AFIX 0 C01M 1 -0.176232 -0.268905 -0.393118 11.00000 0.04994 0.05684 = 0.05441 -0.01263 0.00642 0.00472 AFIX 137 H01X 2 -0.109766 -0.234721 -0.405100 11.00000 -1.50000 H01Y 2 -0.181858 -0.317128 -0.414296 11.00000 -1.50000 H 2 -0.160686 -0.284908 -0.358200 11.00000 -1.50000 AFIX 0 C01N 1 -0.956605 -0.744429 -0.427680 11.00000 0.04298 0.04577 = 0.05478 0.01913 0.00524 -0.00713 AFIX 43 H01N 2 -1.027877 -0.753050 -0.408380 11.00000 -1.20000 AFIX 0 C01O 1 -0.843740 -0.542681 -0.341818 11.00000 0.04199 0.06417 = 0.05088 0.01008 0.00661 -0.00987 AFIX 137 H01M 2 -0.859669 -0.559273 -0.376600 11.00000 -1.50000 H01O 2 -0.912832 -0.511624 -0.329100 11.00000 -1.50000 H01P 2 -0.831921 -0.590584 -0.320798 11.00000 -1.50000 AFIX 0 C01P 1 -0.447891 -0.648488 -0.405714 11.00000 0.04314 0.04473 = 0.07730 0.00960 0.00363 0.01447 AFIX 43 H01Q 2 -0.393061 -0.685881 -0.420327 11.00000 -1.20000 AFIX 0 C01Q 1 -0.468108 -0.187544 -0.793851 11.00000 0.09001 0.03929 = 0.03892 0.00674 -0.00034 -0.01059 AFIX 43 H01R 2 -0.462709 -0.140077 -0.813685 11.00000 -1.20000 AFIX 0 C01R 1 -0.700696 -0.462142 -0.284778 11.00000 0.05318 0.05822 = 0.03412 0.01109 -0.00309 -0.00232 AFIX 137 H01S 2 -0.774566 -0.438593 -0.270498 11.00000 -1.50000 H01T 2 -0.635475 -0.422039 -0.284177 11.00000 -1.50000 H01U 2 -0.676650 -0.509198 -0.264838 11.00000 -1.50000 AFIX 0 C01S 1 -0.867602 -0.802493 -0.429204 11.00000 0.05687 0.04703 = 0.06685 0.01753 0.00828 0.00353 AFIX 43 H01V 2 -0.877002 -0.850790 -0.410437 11.00000 -1.20000 AFIX 0 C01T 1 -0.464282 -0.646540 -0.353066 11.00000 0.05914 0.06511 = 0.06919 0.02002 -0.00522 0.02690 AFIX 43 H01W 2 -0.419677 -0.682088 -0.332059 11.00000 -1.20000 AFIX 0 C01U 1 -0.509751 -0.230527 -0.376488 11.00000 0.03926 0.08102 = 0.06934 0.01473 -0.00610 -0.00604 AFIX 23 H01Z 2 -0.566778 -0.276293 -0.379941 11.00000 -1.20000 HA 2 -0.514613 -0.197834 -0.407607 11.00000 -1.20000 AFIX 0 C01V 1 -0.546801 -0.179588 -0.332192 11.00000 0.05347 0.09482 = 0.14245 -0.05480 -0.01988 0.02032 AFIX 137 H01 2 -0.525827 -0.207565 -0.300891 11.00000 -1.50000 HB 2 -0.634492 -0.170242 -0.333297 11.00000 -1.50000 HC 2 -0.504204 -0.127794 -0.333549 11.00000 -1.50000 AFIX 0 HKLF 4 REM 17122705_a.res in P2(1)2(1)2(1) REM R1 = 0.0688 for 5012 Fo > 4sig(Fo) and 0.1237 for all 8965 data REM 608 parameters refined using 0 restraints END WGHT 0.0572 0.0000 REM Highest difference peak 0.302, deepest hole -0.375, 1-sigma level 0.064 Q1 1 -0.6811 -0.4500 -0.3607 11.00000 0.05 0.30 Q2 1 -1.1168 -0.6819 -0.4012 11.00000 0.05 0.29 Q3 1 -0.9391 -0.6065 -0.3973 11.00000 0.05 0.26 Q4 1 -0.7696 -0.4358 -0.3981 11.00000 0.05 0.24 Q5 1 -0.6706 -0.5601 -0.5575 11.00000 0.05 0.23 Q6 1 -0.6740 -0.4313 -0.5533 11.00000 0.05 0.21 Q7 1 -0.6126 -0.4340 -0.5561 11.00000 0.05 0.21 Q8 1 -0.4233 -0.1767 -0.4537 11.00000 0.05 0.21 Q9 1 -0.0562 -0.2658 -0.3092 11.00000 0.05 0.21 Q10 1 -0.7539 -0.5671 -0.5956 11.00000 0.05 0.21 Q11 1 -1.2380 -0.4007 -0.4550 11.00000 0.05 0.20 Q12 1 -0.5024 -0.3793 -0.6202 11.00000 0.05 0.20 Q13 1 -0.0824 -0.6574 -0.6692 11.00000 0.05 0.20 Q14 1 -1.1395 -0.4623 -0.5454 11.00000 0.05 0.20 Q15 1 -0.7779 -0.5192 -0.5575 11.00000 0.05 0.20 Q16 1 -0.6788 -0.4287 -0.3955 11.00000 0.05 0.20 Q17 1 -0.6069 -0.7821 -0.5154 11.00000 0.05 0.20 Q18 1 -0.5815 -0.3728 -0.6697 11.00000 0.05 0.20 Q19 1 -0.3999 -0.5181 -0.7479 11.00000 0.05 0.20 Q20 1 -0.4307 -0.4681 -0.4708 11.00000 0.05 0.20 REM The information below was added by Olex2. REM REM R1 = 0.0688 for 5012 Fo > 4sig(Fo) and 0.1237 for all 14149 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.30, deepest hole -0.37 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1237 REM R1_gt = 0.0688 REM wR_ref = 0.1894 REM GOOF = 0.935 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 14149 REM Reflections_gt = 5012 REM Parameters = n/a REM Hole = -0.37 REM Peak = 0.30 REM Flack = 0.1(4) ; _cod_data_source_file d1sc04738h2.cif _cod_data_source_block (S)-CzACN _cod_database_code 1565323 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula 'C H O N' _chemical_oxdiff_usercomment (S)-CZACN _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 0.987 _shelx_estimated_absorpt_t_min 0.922 _reflns_odcompleteness_completeness 99.12 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 67.79 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C01U(H01Z,HA) 2.b Aromatic/amide H refined with riding coordinates: C00D(H00D), C00G(H00G), C00P(H00P), C00S(H00S), C00T(H00T), C00V(H00V), C00X(H00X), C014(H014), C015(H015), C018(H018), C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D), C01E(H01E), C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C01K(H01K), C01L(H01L), C01N(H01N), C01P(H01Q), C01Q(H01R), C01S(H01V), C01T(H01W) 2.c Idealised Me refined as rotating group: C01M(H01X,H01Y,H), C01O(H01M,H01O,H01P), C01R(H01S,H01T,H01U), C01V(H01,HB,HC) ; _olex2_date_sample_data_collection 2017-12-27 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 13.516 _oxdiff_exptl_absorpt_empirical_full_min 0.318 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -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 O001 O -0.4471(4) -0.4114(3) -0.59975(14) 0.0286(9) Uani 1 1 d . . . . . O002 O -0.6224(4) -0.5033(3) -0.66104(15) 0.0298(9) Uani 1 1 d . . . . . O003 O -0.3092(5) -0.1585(3) -0.41808(18) 0.0494(13) Uani 1 1 d . . . . . O004 O -0.3848(5) -0.2620(3) -0.37067(17) 0.0447(12) Uani 1 1 d . . . . . N005 N -0.8385(4) -0.5824(3) -0.50806(19) 0.0312(12) Uani 1 1 d . . . . . N006 N -0.6700(5) -0.4885(3) -0.44654(18) 0.0315(12) Uani 1 1 d . . . . . N007 N -0.8725(6) -0.6269(4) -0.6401(2) 0.0453(15) Uani 1 1 d . . . . . N008 N -0.4084(6) -0.3627(4) -0.4723(2) 0.0423(14) Uani 1 1 d . . . . . C009 C -0.3658(5) -0.4553(4) -0.6325(2) 0.0258(12) Uani 1 1 d . . . . . C00A C -0.5422(5) -0.4554(4) -0.5790(2) 0.0257(13) Uani 1 1 d . . . . . C00B C -0.7222(5) -0.5427(4) -0.5843(2) 0.0276(13) Uani 1 1 d . . . . . C00C C -0.3858(5) -0.4519(4) -0.6847(2) 0.0264(13) Uani 1 1 d . . . . . C00D C -0.7172(6) -0.3841(4) -0.7001(2) 0.0341(15) Uani 1 1 d . . . . . H00D H -0.7944 -0.4027 -0.6893 0.041 Uiso 1 1 calc R . . . . C00E C -0.6093(6) -0.4280(4) -0.6874(2) 0.0301(14) Uani 1 1 d . . . . . C00F C -0.3022(6) -0.4952(4) -0.7176(2) 0.0301(14) Uani 1 1 d . . . . . C00G C -0.2656(5) -0.4962(4) -0.6107(2) 0.0335(15) Uani 1 1 d . . . . . H00G H -0.2548 -0.4961 -0.5753 0.040 Uiso 1 1 calc R . . . . C00H C -0.7260(6) -0.4171(4) -0.4260(2) 0.0307(14) Uani 1 1 d . . . . . C00I C -0.4756(6) -0.4027(4) -0.4956(2) 0.0320(14) Uani 1 1 d . . . . . C00J C -0.9495(6) -0.5432(4) -0.4936(2) 0.0330(14) Uani 1 1 d . . . . . C00K C -0.5601(5) -0.4519(4) -0.5254(2) 0.0281(13) Uani 1 1 d . . . . . C00L C -0.6281(5) -0.4984(4) -0.6078(2) 0.0270(13) Uani 1 1 d . . . . . C00M C -0.7374(6) -0.5401(4) -0.5304(2) 0.0288(13) Uani 1 1 d . . . . . C00N C -0.8067(6) -0.5894(4) -0.6151(3) 0.0351(15) Uani 1 1 d . . . . . C00O C -0.2952(7) -0.2221(5) -0.3959(2) 0.0394(16) Uani 1 1 d . . . . . C00P C -0.7068(7) -0.3142(4) -0.7284(2) 0.0403(17) Uani 1 1 d . . . . . H00P H -0.7775 -0.2836 -0.7355 0.048 Uiso 1 1 calc R . . . . C00Q C -0.4830(6) -0.3320(4) -0.7344(2) 0.0347(15) Uani 1 1 d . . . . . C00R C -0.4934(6) -0.4050(4) -0.7045(2) 0.0290(13) Uani 1 1 d . . . . . C00S C -0.3683(7) -0.3023(4) -0.7533(3) 0.0406(16) Uani 1 1 d . . . . . H00S H -0.2961 -0.3313 -0.7461 0.049 Uiso 1 1 calc R . . . . C00T C -0.3202(6) -0.5003(4) -0.7717(2) 0.0349(15) Uani 1 1 d . . . . . H00T H -0.3869 -0.4733 -0.7867 0.042 Uiso 1 1 calc R . . . . C00U C -0.8331(6) -0.6597(4) -0.4840(2) 0.0318(14) Uani 1 1 d . . . . . C00V C -0.9937(6) -0.4680(4) -0.5089(2) 0.0366(15) Uani 1 1 d . . . . . H00V H -0.9502 -0.4347 -0.5317 0.044 Uiso 1 1 calc R . . . . C00W C -0.6565(5) -0.4939(4) -0.5017(2) 0.0288(14) Uani 1 1 d . . . . . C00X C -0.1834(6) -0.5362(4) -0.6414(2) 0.0360(15) Uani 1 1 d . . . . . H00X H -0.1153 -0.5624 -0.6270 0.043 Uiso 1 1 calc R . . . . C00Y C -0.2008(6) -0.5381(4) -0.6951(2) 0.0333(15) Uani 1 1 d . . . . . C00Z C -0.5912(7) -0.2868(4) -0.7473(2) 0.0355(15) Uani 1 1 d . . . . . C010 C -0.7484(6) -0.4141(4) -0.3732(2) 0.0329(15) Uani 1 1 d . . . . . C011 C -0.5998(6) -0.5412(4) -0.4151(2) 0.0335(15) Uani 1 1 d . . . . . C012 C -0.6194(6) -0.5387(5) -0.3614(2) 0.0372(16) Uani 1 1 d . . . . . C013 C -1.0156(6) -0.5980(5) -0.4616(3) 0.0390(16) Uani 1 1 d . . . . . C014 C -0.7583(6) -0.3511(4) -0.4574(3) 0.0398(17) Uani 1 1 d . . . . . H014 H -0.7434 -0.3541 -0.4925 0.048 Uiso 1 1 calc R . . . . C015 C -0.7411(6) -0.7193(4) -0.4869(3) 0.0431(17) Uani 1 1 d . . . . . H015 H -0.6701 -0.7117 -0.5065 0.052 Uiso 1 1 calc R . . . . C016 C -0.9416(6) -0.6718(4) -0.4550(2) 0.0345(15) Uani 1 1 d . . . . . C017 C -0.7252(6) -0.4885(4) -0.3401(2) 0.0360(15) Uani 1 1 d . . . . . C018 C -0.8121(7) -0.2816(5) -0.4370(3) 0.0450(18) Uani 1 1 d . . . . . H018 H -0.8321 -0.2373 -0.4581 0.054 Uiso 1 1 calc R . . . . C019 C -0.5127(6) -0.5951(4) -0.4363(3) 0.0407(17) Uani 1 1 d . . . . . H019 H -0.4987 -0.5948 -0.4715 0.049 Uiso 1 1 calc R . . . . C01A C -1.1739(6) -0.4966(5) -0.4559(3) 0.0454(18) Uani 1 1 d . . . . . H01A H -1.2508 -0.4799 -0.4437 0.054 Uiso 1 1 calc R . . . . C01B C -0.8038(6) -0.3432(5) -0.3537(3) 0.0438(17) Uani 1 1 d . . . . . H01B H -0.8195 -0.3397 -0.3186 0.053 Uiso 1 1 calc R . . . . C01C C -0.5807(8) -0.2149(5) -0.7759(3) 0.0483(19) Uani 1 1 d . . . . . H01C H -0.6516 -0.1845 -0.7831 0.058 Uiso 1 1 calc R . . . . C01D C -0.1196(6) -0.5831(5) -0.7279(3) 0.0432(18) Uani 1 1 d . . . . . H01D H -0.0524 -0.6108 -0.7139 0.052 Uiso 1 1 calc R . . . . C01E C -0.1393(7) -0.5857(5) -0.7794(3) 0.0448(18) Uani 1 1 d . . . . . H01E H -0.0852 -0.6154 -0.8002 0.054 Uiso 1 1 calc R . . . . C01F C -1.1084(7) -0.4441(5) -0.4883(3) 0.0463(18) Uani 1 1 d . . . . . H01F H -1.1409 -0.3927 -0.4963 0.056 Uiso 1 1 calc R . . . . C01G C -0.2397(6) -0.5447(5) -0.8020(3) 0.0469(19) Uani 1 1 d . . . . . H01G H -0.2520 -0.5475 -0.8373 0.056 Uiso 1 1 calc R . . . . C01H C -1.1288(6) -0.5725(5) -0.4413(3) 0.0435(18) Uani 1 1 d . . . . . H01H H -1.1726 -0.6057 -0.4186 0.052 Uiso 1 1 calc R . . . . C01I C -0.8358(7) -0.2785(5) -0.3848(3) 0.0486(19) Uani 1 1 d . . . . . H01I H -0.8737 -0.2323 -0.3707 0.058 Uiso 1 1 calc R . . . . C01J C -0.5468(7) -0.5918(5) -0.3319(3) 0.055(2) Uani 1 1 d . . . . . H01J H -0.5546 -0.5902 -0.2963 0.066 Uiso 1 1 calc R . . . . C01K C -0.7609(7) -0.7904(5) -0.4589(3) 0.052(2) Uani 1 1 d . . . . . H01K H -0.7014 -0.8318 -0.4599 0.062 Uiso 1 1 calc R . . . . C01L C -0.3621(8) -0.2328(5) -0.7816(3) 0.051(2) Uani 1 1 d . . . . . H01L H -0.2854 -0.2145 -0.7931 0.061 Uiso 1 1 calc R . . . . C01M C -0.1762(7) -0.2689(5) -0.3931(3) 0.054(2) Uani 1 1 d . . . . . H01X H -0.1098 -0.2347 -0.4051 0.081 Uiso 1 1 calc GR . . . . H01Y H -0.1819 -0.3171 -0.4143 0.081 Uiso 1 1 calc GR . . . . H H -0.1607 -0.2849 -0.3582 0.081 Uiso 1 1 calc GR . . . . C01N C -0.9566(7) -0.7444(5) -0.4277(3) 0.0478(19) Uani 1 1 d . . . . . H01N H -1.0279 -0.7531 -0.4084 0.057 Uiso 1 1 calc R . . . . C01O C -0.8437(6) -0.5427(5) -0.3418(3) 0.052(2) Uani 1 1 d . . . . . H01M H -0.8597 -0.5593 -0.3766 0.079 Uiso 1 1 calc GR . . . . H01O H -0.9128 -0.5116 -0.3291 0.079 Uiso 1 1 calc GR . . . . H01P H -0.8319 -0.5906 -0.3208 0.079 Uiso 1 1 calc GR . . . . C01P C -0.4479(7) -0.6485(5) -0.4057(3) 0.055(2) Uani 1 1 d . . . . . H01Q H -0.3931 -0.6859 -0.4203 0.066 Uiso 1 1 calc R . . . . C01Q C -0.4681(9) -0.1875(5) -0.7939(3) 0.056(2) Uani 1 1 d . . . . . H01R H -0.4627 -0.1401 -0.8137 0.067 Uiso 1 1 calc R . . . . C01R C -0.7007(7) -0.4621(5) -0.2848(2) 0.0485(19) Uani 1 1 d . . . . . H01S H -0.7746 -0.4386 -0.2705 0.073 Uiso 1 1 calc GR . . . . H01T H -0.6355 -0.4220 -0.2842 0.073 Uiso 1 1 calc GR . . . . H01U H -0.6766 -0.5092 -0.2648 0.073 Uiso 1 1 calc GR . . . . C01S C -0.8676(7) -0.8025(5) -0.4292(3) 0.057(2) Uani 1 1 d . . . . . H01V H -0.8770 -0.8508 -0.4104 0.068 Uiso 1 1 calc R . . . . C01T C -0.4643(8) -0.6465(6) -0.3531(3) 0.064(3) Uani 1 1 d . . . . . H01W H -0.4197 -0.6821 -0.3321 0.077 Uiso 1 1 calc R . . . . C01U C -0.5098(7) -0.2305(6) -0.3765(3) 0.063(2) Uani 1 1 d . . . . . H01Z H -0.5668 -0.2763 -0.3799 0.076 Uiso 1 1 calc R . . . . HA H -0.5146 -0.1978 -0.4076 0.076 Uiso 1 1 calc R . . . . C01V C -0.5468(8) -0.1796(7) -0.3322(4) 0.097(4) Uani 1 1 d . . . . . H01 H -0.5258 -0.2076 -0.3009 0.145 Uiso 1 1 calc GR . . . . HB H -0.6345 -0.1702 -0.3333 0.145 Uiso 1 1 calc GR . . . . HC H -0.5042 -0.1278 -0.3335 0.145 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 O001 0.028(2) 0.029(2) 0.030(2) -0.0027(17) 0.0064(18) -0.0056(18) O002 0.037(2) 0.026(2) 0.026(2) -0.0025(17) 0.0031(19) -0.007(2) O003 0.057(3) 0.049(3) 0.042(3) 0.009(2) -0.009(3) -0.009(3) O004 0.043(3) 0.050(3) 0.041(3) 0.009(2) 0.001(2) -0.009(2) N005 0.030(3) 0.027(3) 0.037(3) 0.004(2) 0.013(2) 0.004(2) N006 0.034(3) 0.034(3) 0.027(3) 0.002(2) 0.006(2) 0.010(2) N007 0.040(3) 0.045(4) 0.051(4) -0.006(3) 0.003(3) -0.011(3) N008 0.045(3) 0.045(4) 0.037(3) 0.000(3) 0.005(3) -0.006(3) C009 0.027(3) 0.025(3) 0.026(3) -0.003(2) 0.005(3) -0.007(3) C00A 0.026(3) 0.022(3) 0.028(3) 0.001(2) 0.003(3) 0.000(3) C00B 0.026(3) 0.026(3) 0.031(3) -0.002(2) 0.001(3) -0.002(3) C00C 0.023(3) 0.025(3) 0.031(3) 0.000(2) 0.003(2) -0.006(3) C00D 0.029(3) 0.041(4) 0.033(3) -0.007(3) -0.001(3) 0.006(3) C00E 0.033(3) 0.029(4) 0.028(3) -0.003(2) 0.001(3) -0.002(3) C00F 0.027(3) 0.031(4) 0.032(3) 0.000(3) 0.002(3) -0.004(3) C00G 0.028(3) 0.038(4) 0.034(3) 0.004(3) 0.000(3) -0.007(3) C00H 0.031(3) 0.031(4) 0.030(3) 0.003(3) 0.008(3) 0.004(3) C00I 0.036(3) 0.029(4) 0.031(3) 0.000(3) 0.011(3) 0.001(3) C00J 0.025(3) 0.037(4) 0.037(3) 0.002(3) 0.003(3) 0.000(3) C00K 0.027(3) 0.029(3) 0.028(3) -0.004(2) 0.001(3) 0.003(3) C00L 0.026(3) 0.032(4) 0.023(3) -0.001(2) 0.004(2) 0.003(3) C00M 0.029(3) 0.024(3) 0.033(3) 0.006(3) 0.007(3) 0.003(3) C00N 0.024(3) 0.039(4) 0.042(3) 0.003(3) 0.011(3) 0.000(3) C00O 0.045(4) 0.046(5) 0.027(3) -0.004(3) 0.001(3) -0.008(3) C00P 0.044(4) 0.042(4) 0.036(4) -0.012(3) -0.001(3) 0.014(3) C00Q 0.041(4) 0.028(4) 0.035(3) -0.009(3) 0.002(3) -0.004(3) C00R 0.036(3) 0.025(3) 0.026(3) -0.010(2) 0.003(3) -0.001(3) C00S 0.044(4) 0.034(4) 0.044(4) 0.000(3) 0.003(3) -0.015(3) C00T 0.031(3) 0.042(4) 0.032(3) -0.004(3) 0.000(3) -0.007(3) C00U 0.031(3) 0.029(4) 0.035(3) 0.000(3) 0.001(3) -0.001(3) C00V 0.033(3) 0.041(4) 0.035(3) 0.001(3) -0.002(3) 0.006(3) C00W 0.029(3) 0.030(4) 0.027(3) 0.004(2) 0.012(3) 0.006(3) C00X 0.020(3) 0.045(4) 0.043(4) 0.003(3) 0.000(3) -0.003(3) C00Y 0.028(3) 0.036(4) 0.035(3) -0.002(3) 0.003(3) -0.008(3) C00Z 0.049(4) 0.025(4) 0.033(3) -0.005(3) -0.002(3) 0.002(3) C010 0.030(3) 0.039(4) 0.030(3) 0.000(3) 0.005(3) -0.005(3) C011 0.028(3) 0.032(4) 0.041(3) 0.003(3) 0.005(3) 0.003(3) C012 0.031(3) 0.046(4) 0.034(3) 0.009(3) 0.003(3) 0.003(3) C013 0.024(3) 0.051(5) 0.042(4) 0.001(3) 0.002(3) -0.005(3) C014 0.036(4) 0.038(4) 0.045(4) 0.003(3) -0.001(3) 0.010(3) C015 0.033(4) 0.033(4) 0.063(5) 0.001(3) 0.010(3) 0.006(3) C016 0.034(4) 0.034(4) 0.036(3) 0.006(3) -0.003(3) -0.002(3) C017 0.036(4) 0.038(4) 0.034(3) 0.006(3) 0.003(3) -0.002(3) C018 0.048(4) 0.045(5) 0.043(4) 0.008(3) 0.000(3) 0.008(4) C019 0.037(4) 0.045(5) 0.040(4) 0.006(3) 0.007(3) 0.005(3) C01A 0.030(3) 0.056(5) 0.051(4) -0.002(4) 0.007(3) 0.004(4) C01B 0.038(4) 0.049(5) 0.044(4) -0.009(3) 0.008(3) 0.001(3) C01C 0.074(6) 0.035(4) 0.035(4) -0.002(3) 0.000(4) 0.004(4) C01D 0.027(3) 0.054(5) 0.049(4) -0.017(4) 0.005(3) 0.003(3) C01E 0.039(4) 0.051(5) 0.044(4) -0.016(3) 0.012(3) -0.002(4) C01F 0.044(4) 0.043(5) 0.052(4) -0.003(3) -0.005(4) 0.007(3) C01G 0.041(4) 0.062(5) 0.037(4) -0.008(3) 0.002(3) -0.003(4) C01H 0.033(4) 0.059(5) 0.039(4) 0.009(3) 0.008(3) -0.003(4) C01I 0.042(4) 0.052(5) 0.052(4) -0.004(4) 0.005(4) 0.013(4) C01J 0.054(5) 0.059(6) 0.052(4) 0.019(4) -0.007(4) 0.005(4) C01K 0.054(5) 0.034(5) 0.067(5) 0.010(4) 0.004(4) 0.010(4) C01L 0.068(5) 0.039(5) 0.045(4) -0.004(3) 0.002(4) -0.016(4) C01M 0.050(5) 0.057(6) 0.054(5) -0.013(4) 0.006(4) 0.005(4) C01N 0.043(4) 0.046(5) 0.055(4) 0.019(4) 0.005(4) -0.007(4) C01O 0.042(4) 0.064(6) 0.051(4) 0.010(4) 0.007(4) -0.010(4) C01P 0.043(5) 0.045(5) 0.077(6) 0.010(4) 0.004(4) 0.014(4) C01Q 0.090(7) 0.039(5) 0.039(4) 0.007(3) 0.000(4) -0.011(5) C01R 0.053(5) 0.058(5) 0.034(4) 0.011(3) -0.003(3) -0.002(4) C01S 0.057(5) 0.047(5) 0.067(5) 0.018(4) 0.008(4) 0.004(4) C01T 0.059(6) 0.065(6) 0.069(6) 0.020(5) -0.005(5) 0.027(5) C01U 0.039(4) 0.081(7) 0.069(6) 0.015(5) -0.006(4) -0.006(4) C01V 0.053(6) 0.095(9) 0.142(10) -0.055(8) -0.020(7) 0.020(6) 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C00A O001 C009 116.2(5) . . ? C00L O002 C00E 116.1(5) . . ? C00O O004 C01U 116.9(6) . . ? C00J N005 C00M 123.2(5) . . ? C00U N005 C00J 108.6(5) . . ? C00U N005 C00M 125.8(5) . . ? C00H N006 C00W 117.9(5) . . ? C011 N006 C00H 120.7(5) . . ? C011 N006 C00W 119.1(5) . . ? C00C C009 O001 118.4(5) . . ? C00C C009 C00G 122.9(6) . . ? C00G C009 O001 118.6(5) . . ? O001 C00A C00K 118.3(5) . . ? O001 C00A C00L 123.8(5) . . ? C00L C00A C00K 117.7(6) . . ? C00L C00B C00M 120.5(6) . . ? C00L C00B C00N 119.7(5) . . ? C00M C00B C00N 119.8(6) . . ? C009 C00C C00F 118.1(6) . . ? C009 C00C C00R 119.1(5) . . ? C00F C00C C00R 122.8(5) . . ? C00E C00D H00D 120.6 . . ? C00P C00D H00D 120.6 . . ? C00P C00D C00E 118.8(6) . . ? C00D C00E O002 118.1(6) . . ? C00R C00E O002 118.9(6) . . ? C00R C00E C00D 122.6(6) . . ? C00T C00F C00C 122.2(6) . . ? C00Y C00F C00C 118.8(5) . . ? C00Y C00F C00T 118.8(6) . . ? C009 C00G H00G 120.1 . . ? C00X C00G C009 119.9(6) . . ? C00X C00G H00G 120.1 . . ? C010 C00H N006 118.3(6) . . ? C014 C00H N006 121.2(5) . . ? C014 C00H C010 120.5(6) . . ? N008 C00I C00K 179.1(7) . . ? N005 C00J C013 107.7(6) . . ? C00V C00J N005 128.3(6) . . ? C00V C00J C013 123.9(6) . . ? C00A C00K C00I 117.9(6) . . ? C00W C00K C00A 121.5(6) . . ? C00W C00K C00I 120.6(5) . . ? C00A C00L O002 122.7(5) . . ? C00A C00L C00B 121.0(5) . . ? C00B C00L O002 116.2(5) . . ? C00B C00M N005 118.9(6) . . ? C00W C00M N005 122.2(5) . . ? C00W C00M C00B 118.8(6) . . ? N007 C00N C00B 178.9(7) . . ? O003 C00O O004 124.4(7) . . ? O003 C00O C01M 124.9(7) . . ? O004 C00O C01M 110.7(6) . . ? C00D C00P H00P 119.2 . . ? C00D C00P C00Z 121.6(6) . . ? C00Z C00P H00P 119.2 . . ? C00S C00Q C00R 122.8(6) . . ? C00S C00Q C00Z 117.5(6) . . ? C00Z C00Q C00R 119.6(6) . . ? C00E C00R C00C 117.4(6) . . ? C00E C00R C00Q 118.3(6) . . ? C00Q C00R C00C 123.8(6) . . ? C00Q C00S H00S 119.4 . . ? C01L C00S C00Q 121.1(8) . . ? C01L C00S H00S 119.4 . . ? C00F C00T H00T 119.7 . . ? C01G C00T C00F 120.6(7) . . ? C01G C00T H00T 119.7 . . ? N005 C00U C016 109.3(5) . . ? C015 C00U N005 128.9(6) . . ? C015 C00U C016 121.8(6) . . ? C00J C00V H00V 121.9 . . ? C00J C00V C01F 116.2(7) . . ? C01F C00V H00V 121.9 . . ? C00K C00W N006 119.2(6) . . ? C00M C00W N006 120.6(5) . . ? C00M C00W C00K 120.2(5) . . ? C00G C00X H00X 119.8 . . ? C00G C00X C00Y 120.3(6) . . ? C00Y C00X H00X 119.8 . . ? C00F C00Y C01D 118.7(6) . . ? C00X C00Y C00F 119.9(6) . . ? C00X C00Y C01D 121.4(7) . . ? C00P C00Z C00Q 118.9(6) . . ? C01C C00Z C00P 121.5(7) . . ? C01C C00Z C00Q 119.6(7) . . ? C00H C010 C017 120.5(6) . . ? C01B C010 C00H 117.4(6) . . ? C01B C010 C017 121.8(6) . . ? N006 C011 C012 118.5(6) . . ? C019 C011 N006 121.0(6) . . ? C019 C011 C012 120.5(6) . . ? C011 C012 C017 119.4(6) . . ? C01J C012 C011 116.2(7) . . ? C01J C012 C017 123.9(6) . . ? C00J C013 C016 108.3(6) . . ? C01H C013 C00J 118.6(7) . . ? C01H C013 C016 133.0(7) . . ? C00H C014 H014 119.6 . . ? C018 C014 C00H 120.9(6) . . ? C018 C014 H014 119.6 . . ? C00U C015 H015 121.9 . . ? C01K C015 C00U 116.3(7) . . ? C01K C015 H015 121.9 . . ? C00U C016 C013 106.2(6) . . ? C01N C016 C00U 119.4(6) . . ? C01N C016 C013 134.5(7) . . ? C010 C017 C012 110.5(5) . . ? C010 C017 C01O 107.5(6) . . ? C010 C017 C01R 110.1(6) . . ? C012 C017 C01O 107.9(6) . . ? C012 C017 C01R 111.5(6) . . ? C01R C017 C01O 109.2(6) . . ? C014 C018 H018 120.5 . . ? C014 C018 C01I 119.0(7) . . ? C01I C018 H018 120.5 . . ? C011 C019 H019 119.6 . . ? C01P C019 C011 120.8(7) . . ? C01P C019 H019 119.6 . . ? C01F C01A H01A 118.8 . . ? C01H C01A H01A 118.8 . . ? C01H C01A C01F 122.3(7) . . ? C010 C01B H01B 119.1 . . ? C01I C01B C010 121.8(7) . . ? C01I C01B H01B 119.1 . . ? C00Z C01C H01C 119.2 . . ? C01Q C01C C00Z 121.7(8) . . ? C01Q C01C H01C 119.2 . . ? C00Y C01D H01D 119.7 . . ? C01E C01D C00Y 120.7(7) . . ? C01E C01D H01D 119.7 . . ? C01D C01E H01E 119.4 . . ? C01D C01E C01G 121.3(7) . . ? C01G C01E H01E 119.4 . . ? C00V C01F H01F 119.6 . . ? C01A C01F C00V 120.7(7) . . ? C01A C01F H01F 119.6 . . ? C00T C01G C01E 119.9(6) . . ? C00T C01G H01G 120.1 . . ? C01E C01G H01G 120.1 . . ? C013 C01H H01H 121.0 . . ? C01A C01H C013 118.1(7) . . ? C01A C01H H01H 121.0 . . ? C018 C01I H01I 119.8 . . ? C01B C01I C018 120.4(7) . . ? C01B C01I H01I 119.8 . . ? C012 C01J H01J 118.5 . . ? C01T C01J C012 123.0(8) . . ? C01T C01J H01J 118.5 . . ? C015 C01K H01K 118.8 . . ? C015 C01K C01S 122.3(7) . . ? C01S C01K H01K 118.8 . . ? C00S C01L H01L 119.2 . . ? C00S C01L C01Q 121.6(8) . . ? C01Q C01L H01L 119.2 . . ? C00O C01M H01X 109.5 . . ? C00O C01M H01Y 109.5 . . ? C00O C01M H 109.5 . . ? H01X C01M H01Y 109.5 . . ? H01X C01M H 109.5 . . ? H01Y C01M H 109.5 . . ? C016 C01N H01N 120.1 . . ? C01S C01N C016 119.8(7) . . ? C01S C01N H01N 120.1 . . ? C017 C01O H01M 109.5 . . ? C017 C01O H01O 109.5 . . ? C017 C01O H01P 109.5 . . ? H01M C01O H01O 109.5 . . ? H01M C01O H01P 109.5 . . ? H01O C01O H01P 109.5 . . ? C019 C01P H01Q 120.1 . . ? C019 C01P C01T 119.7(8) . . ? C01T C01P H01Q 120.1 . . ? C01C C01Q C01L 118.5(7) . . ? C01C C01Q H01R 120.8 . . ? C01L C01Q H01R 120.8 . . ? C017 C01R H01S 109.5 . . ? C017 C01R H01T 109.5 . . ? C017 C01R H01U 109.5 . . ? H01S C01R H01T 109.5 . . ? H01S C01R H01U 109.5 . . ? H01T C01R H01U 109.5 . . ? C01K C01S H01V 119.8 . . ? C01N C01S C01K 120.3(7) . . ? C01N C01S H01V 119.8 . . ? C01J C01T C01P 119.7(8) . . ? C01J C01T H01W 120.1 . . ? C01P C01T H01W 120.1 . . ? O004 C01U H01Z 109.3 . . ? O004 C01U HA 109.3 . . ? O004 C01U C01V 111.6(7) . . ? H01Z C01U HA 108.0 . . ? C01V C01U H01Z 109.3 . . ? C01V C01U HA 109.3 . . ? C01U C01V H01 109.5 . . ? C01U C01V HB 109.5 . . ? C01U C01V HC 109.5 . . ? H01 C01V HB 109.5 . . ? H01 C01V HC 109.5 . . ? HB C01V HC 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 O001 C009 1.417(7) . ? O001 C00A 1.363(7) . ? O002 C00E 1.410(7) . ? O002 C00L 1.389(7) . ? O003 C00O 1.194(8) . ? O004 C00O 1.337(8) . ? O004 C01U 1.451(9) . ? N005 C00J 1.410(7) . ? N005 C00M 1.415(7) . ? N005 C00U 1.405(8) . ? N006 C00H 1.415(8) . ? N006 C00W 1.445(7) . ? N006 C011 1.406(8) . ? N007 C00N 1.141(8) . ? N008 C00I 1.147(8) . ? C009 C00C 1.379(8) . ? C009 C00G 1.390(8) . ? C00A C00K 1.411(8) . ? C00A C00L 1.382(8) . ? C00B C00L 1.388(8) . ? C00B C00M 1.413(8) . ? C00B C00N 1.433(9) . ? C00C C00F 1.429(8) . ? C00C C00R 1.482(9) . ? C00D H00D 0.9300 . ? C00D C00E 1.406(9) . ? C00D C00P 1.359(9) . ? C00E C00R 1.380(8) . ? C00F C00T 1.424(8) . ? C00F C00Y 1.423(9) . ? C00G H00G 0.9300 . ? C00G C00X 1.361(9) . ? C00H C010 1.395(8) . ? C00H C014 1.391(9) . ? C00I C00K 1.440(9) . ? C00J C00V 1.372(9) . ? C00J C013 1.412(9) . ? C00K C00W 1.389(8) . ? C00M C00W 1.375(9) . ? C00O C01M 1.496(10) . ? C00P H00P 0.9300 . ? C00P C00Z 1.414(10) . ? C00Q C00R 1.423(8) . ? C00Q C00S 1.418(9) . ? C00Q C00Z 1.420(9) . ? C00S H00S 0.9300 . ? C00S C01L 1.350(9) . ? C00T H00T 0.9300 . ? C00T C01G 1.378(9) . ? C00U C015 1.390(9) . ? C00U C016 1.409(9) . ? C00V H00V 0.9300 . ? C00V C01F 1.406(9) . ? C00X H00X 0.9300 . ? C00X C00Y 1.410(8) . ? C00Y C01D 1.425(9) . ? C00Z C01C 1.391(9) . ? C010 C017 1.505(9) . ? C010 C01B 1.395(9) . ? C011 C012 1.415(8) . ? C011 C019 1.399(9) . ? C012 C017 1.509(9) . ? C012 C01J 1.397(9) . ? C013 C016 1.452(9) . ? C013 C01H 1.395(9) . ? C014 H014 0.9300 . ? C014 C018 1.376(9) . ? C015 H015 0.9300 . ? C015 C01K 1.383(9) . ? C016 C01N 1.387(9) . ? C017 C01O 1.555(9) . ? C017 C01R 1.526(9) . ? C018 H018 0.9300 . ? C018 C01I 1.384(9) . ? C019 H019 0.9300 . ? C019 C01P 1.369(10) . ? C01A H01A 0.9300 . ? C01A C01F 1.391(10) . ? C01A C01H 1.381(10) . ? C01B H01B 0.9300 . ? C01B C01I 1.371(10) . ? C01C H01C 0.9300 . ? C01C C01Q 1.377(11) . ? C01D H01D 0.9300 . ? C01D C01E 1.359(9) . ? C01E H01E 0.9300 . ? C01E C01G 1.401(10) . ? C01F H01F 0.9300 . ? C01G H01G 0.9300 . ? C01H H01H 0.9300 . ? C01I H01I 0.9300 . ? C01J H01J 0.9300 . ? C01J C01T 1.374(11) . ? C01K H01K 0.9300 . ? C01K C01S 1.402(10) . ? C01L H01L 0.9300 . ? C01L C01Q 1.398(11) . ? C01M H01X 0.9600 . ? C01M H01Y 0.9600 . ? C01M H 0.9600 . ? C01N H01N 0.9300 . ? C01N C01S 1.348(10) . ? C01O H01M 0.9600 . ? C01O H01O 0.9600 . ? C01O H01P 0.9600 . ? C01P H01Q 0.9300 . ? C01P C01T 1.382(11) . ? C01Q H01R 0.9300 . ? C01R H01S 0.9600 . ? C01R H01T 0.9600 . ? C01R H01U 0.9600 . ? C01S H01V 0.9300 . ? C01T H01W 0.9300 . ? C01U H01Z 0.9700 . ? C01U HA 0.9700 . ? C01U C01V 1.475(12) . ? C01V H01 0.9600 . ? C01V HB 0.9600 . ? C01V HC 0.9600 . ?