#------------------------------------------------------------------------------ #$Date: 2020-05-01 01:42:52 +0300 (Fri, 01 May 2020) $ #$Revision: 251338 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240432.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_7240432 loop_ _publ_author_name 'Shi, Zhi-Ping' 'Ren, Guo-Bin' 'Qi, Ming-Hui' 'Li, Zhong' 'Xu, Xiaoyong' _publ_section_title ; Design, screening, and properties of novel solvates of azoxystrobin based on isomorphism ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D0CE00204F _journal_year 2020 _chemical_formula_sum 'C23 H18 Cl3 N3 O5' _chemical_formula_weight 522.75 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_update_record ; 2019-09-06 deposited with the CCDC. 2020-04-30 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 123.587(3) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 30.1704(17) _cell_length_b 7.7664(4) _cell_length_c 24.4219(14) _cell_measurement_reflns_used 3969 _cell_measurement_temperature 200.(2) _cell_measurement_theta_max 66.4446 _cell_measurement_theta_min 3.5170 _cell_volume 4767.0(5) _computing_cell_refinement 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_data_reduction 'SAINT V8.38A (Bruker AXS Inc., 2017)' _computing_molecular_graphics 'shelXle (C.B. Huebschle, rev 882)' _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 200.(2) _diffrn_detector_area_resol_mean 7.3910 _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker D8 QUEST' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0970 _diffrn_reflns_av_unetI/netI 0.0764 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 14714 _diffrn_reflns_theta_full 63.68 _diffrn_reflns_theta_max 63.68 _diffrn_reflns_theta_min 3.52 _exptl_absorpt_coefficient_mu 3.833 _exptl_absorpt_correction_T_max 0.68 _exptl_absorpt_correction_T_min 0.37 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction ; _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 2144 _exptl_crystal_size_max 0.180 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.110 _refine_diff_density_max 0.298 _refine_diff_density_min -0.308 _refine_ls_extinction_coef 0.00028(5) _refine_ls_extinction_method 'SHELXL-2017/1 (Sheldrick 2017)' _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 358 _refine_ls_number_reflns 3888 _refine_ls_number_restraints 134 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.1379 _refine_ls_R_factor_gt 0.0805 _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^)+(0.0707P)^2^+14.4042P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1841 _refine_ls_wR_factor_ref 0.2213 _reflns_number_gt 2147 _reflns_number_total 3888 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0ce00204f2.cif _cod_data_source_block SC198_MJZ_4_17 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_database_code 7240432 _shelx_res_file ; TITL SC198_MJZ_4_17_0m_a.res in C2/c SC198_MJZ_4_17_0m_a.res created by SHELXL-2017/1 at 11:11:18 on 29-Nov-2018 REM Old TITL SC198_MJZ_4_17_0m in C2/c REM SHELXT solution in C2/c REM R1 0.269, Rweak 0.044, Alpha 0.061, Orientation as input REM Formula found by SHELXT: C23 Cl2 N4 O5 CELL 1.54178 30.1704 7.7664 24.4219 90.000 123.587 90.000 ZERR 8.000 0.0017 0.0004 0.0014 0.000 0.003 0.000 LATT 7 SYMM -X, Y, 1/2-Z SFAC C H CL N O UNIT 184 144 24 24 40 TEMP -73.140 SIZE 0.11 0.15 0.18 L.S. 10 BOND $H LIST 4 FMAP 2 PLAN 20 acta htab conf same c1 cl2 cl3 cl1 same c1 cl2 cl3 cl1 same c1 cl3 cl2 cl1 simu 0.01 c1 > cl3a delu 0.01 c1 > cl3a WGHT 0.070700 14.404200 EXTI 0.000275 FVAR 0.21895 0.67412 0.63468 PART 1 21.0000 C1 1 0.595108 0.622916 0.325609 21.00000 0.07391 0.10132 = 0.07253 0.00702 0.03760 0.02143 AFIX 13 H1 2 0.573272 0.723208 0.323112 21.00000 -1.20000 AFIX 0 CL1 3 0.567689 0.546994 0.247490 21.00000 0.10010 0.17347 = 0.08220 -0.03374 0.04004 -0.01526 CL2 3 0.659449 0.695593 0.358764 21.00000 0.07674 0.08489 = 0.09469 -0.00666 0.03096 -0.00558 CL3 3 0.594041 0.469955 0.376514 21.00000 0.10836 0.16548 = 0.11552 0.04466 0.07859 0.02722 same c1 cl1 cl2 cl3 PART 2 -21.0000 C1A 1 0.583724 0.588033 0.323643 -21.00000 0.08342 0.11234 = 0.07864 0.00666 0.04231 0.02825 AFIX 13 H1A 2 0.560322 0.665493 0.329780 -21.00000 -1.20000 AFIX 0 CL1A 3 0.562122 0.590968 0.241646 -21.00000 0.07775 0.06426 = 0.06677 0.01138 0.03174 0.00184 CL2A 3 0.648971 0.655216 0.375513 -21.00000 0.10079 0.13832 = 0.12444 -0.03374 -0.00424 0.02146 CL3A 3 0.577635 0.379479 0.344314 -21.00000 0.12556 0.13517 = 0.12401 0.05410 0.08537 0.05469 PART 0 sadi o1 c6 o1 c6a sadi c5 c6 c5 c6a simu 0.01 c6 c6a delu 0.01 c6 c6a PART 1 31.0000 C6 1 0.798868 0.263796 0.611447 31.00000 0.11863 0.08702 = 0.05162 0.01578 0.03971 0.05072 AFIX 137 H6A 2 0.781035 0.197023 0.570580 31.00000 -1.50000 H6B 2 0.814762 0.185122 0.649081 31.00000 -1.50000 H6C 2 0.826806 0.335013 0.614089 31.00000 -1.50000 AFIX 0 PART 2 -31.0000 C6A 1 0.783211 0.231062 0.598237 -31.00000 0.11076 0.08531 = 0.06281 -0.00027 0.03273 0.06060 AFIX 137 H6AA 2 0.769132 0.122519 0.603066 -31.00000 -1.50000 H6AB 2 0.821975 0.232958 0.629025 -31.00000 -1.50000 H6AC 2 0.774162 0.241039 0.553150 -31.00000 -1.50000 AFIX 0 PART 0 O004 5 0.630797 0.414253 0.568566 11.00000 0.04502 0.04967 = 0.04983 -0.00545 0.01515 0.00345 O1 5 0.759945 0.374923 0.612332 11.00000 0.09806 0.06763 = 0.06123 0.01581 0.04618 0.03526 O005 5 0.514633 0.879024 0.451351 11.00000 0.05297 0.04551 = 0.05287 -0.00188 0.01174 0.00186 C5 1 0.742390 0.505866 0.570377 11.00000 0.05625 0.05607 = 0.06329 -0.00083 0.03292 0.00712 O006 5 0.674965 0.907927 0.557084 11.00000 0.06705 0.05125 = 0.07937 0.00034 0.04492 0.00590 O007 5 0.750618 0.513929 0.526646 11.00000 0.08478 0.05812 = 0.07181 0.00296 0.04941 0.01377 N00A 4 0.551797 0.369765 0.474533 11.00000 0.05306 0.04332 = 0.05141 -0.00214 0.02215 0.00065 N00U 4 0.549003 0.981583 0.339678 11.00000 0.08300 0.10515 = 0.09787 0.00022 0.05141 0.01218 N009 4 0.491366 0.599118 0.413386 11.00000 0.04683 0.04623 = 0.04731 0.00024 0.01337 0.00230 C00B 1 0.584663 0.485912 0.518816 11.00000 0.04254 0.05591 = 0.04402 -0.00258 0.01726 -0.00111 C00C 1 0.704219 0.605841 0.635821 11.00000 0.04106 0.04785 = 0.05312 -0.00207 0.01885 0.00640 C00D 1 0.525577 0.706387 0.459147 11.00000 0.05357 0.04101 = 0.05353 -0.00291 0.02600 -0.00048 C00E 1 0.652166 0.487769 0.674936 11.00000 0.05013 0.05151 = 0.06042 -0.00103 0.02810 0.00249 AFIX 43 H00E 2 0.622708 0.421171 0.666868 11.00000 -1.20000 AFIX 0 C00F 1 0.573959 0.659235 0.514763 11.00000 0.04721 0.04805 = 0.05097 -0.00364 0.02067 0.00114 AFIX 43 H00F 2 0.597674 0.739532 0.547264 11.00000 -1.20000 AFIX 0 C00G 1 0.465392 0.929066 0.395267 11.00000 0.04752 0.04645 = 0.05250 0.00077 0.01433 0.00630 C00H 1 0.736574 0.684466 0.697260 11.00000 0.04344 0.05498 = 0.05278 -0.00666 0.01799 -0.00028 AFIX 43 H00H 2 0.765521 0.753955 0.705320 11.00000 -1.20000 AFIX 0 C00I 1 0.713173 0.632479 0.583015 11.00000 0.04387 0.05018 = 0.05784 -0.00584 0.02152 0.00003 C00J 1 0.662577 0.507915 0.627393 11.00000 0.04439 0.04495 = 0.05164 -0.00294 0.01671 0.00846 C00K 1 0.464512 0.984359 0.340716 11.00000 0.05836 0.05420 = 0.05816 0.00134 0.02698 0.01068 C00L 1 0.699533 0.779057 0.547532 11.00000 0.05419 0.05194 = 0.06552 0.00026 0.03485 0.00231 AFIX 43 H00L 2 0.707501 0.791136 0.515147 11.00000 -1.20000 AFIX 0 C00M 1 0.506817 0.434372 0.425159 11.00000 0.05425 0.04568 = 0.05364 -0.00495 0.02035 -0.00665 AFIX 43 H00M 2 0.482183 0.353460 0.393888 11.00000 -1.20000 AFIX 0 C00N 1 0.421071 0.932791 0.397666 11.00000 0.06097 0.05228 = 0.05687 -0.00202 0.02566 -0.00070 AFIX 43 H00N 2 0.422915 0.900039 0.436357 11.00000 -1.20000 AFIX 0 C00P 1 0.373467 0.985807 0.341913 11.00000 0.05466 0.06100 = 0.06666 -0.00311 0.02710 0.00557 AFIX 43 H00P 2 0.342145 0.988094 0.342269 11.00000 -1.20000 AFIX 0 C00Q 1 0.727637 0.663947 0.746271 11.00000 0.05163 0.06628 = 0.05138 -0.00676 0.01723 0.00611 AFIX 43 H00Q 2 0.750538 0.716987 0.787868 11.00000 -1.20000 AFIX 0 C00R 1 0.685503 0.566541 0.734677 11.00000 0.06372 0.06335 = 0.05278 0.00217 0.02931 0.01559 AFIX 43 H00R 2 0.679159 0.553074 0.768450 11.00000 -1.20000 AFIX 0 C00S 1 0.511784 0.980333 0.339868 11.00000 0.07329 0.07326 = 0.06531 0.00875 0.03672 0.01298 C00T 1 0.370855 1.035032 0.286220 11.00000 0.05665 0.05977 = 0.06525 0.00592 0.01764 0.01255 AFIX 43 H00T 2 0.337717 1.068915 0.248275 11.00000 -1.20000 AFIX 0 C00V 1 0.415642 1.035665 0.284949 11.00000 0.07570 0.06980 = 0.05103 0.00723 0.02529 0.01713 AFIX 43 H00V 2 0.413621 1.070792 0.246365 11.00000 -1.20000 AFIX 0 C00W 1 0.655542 1.046025 0.509802 11.00000 0.08722 0.05883 = 0.09391 0.01211 0.05239 0.01440 AFIX 137 H00A 2 0.672381 1.039385 0.485178 11.00000 -1.50000 H00B 2 0.664164 1.156788 0.532747 11.00000 -1.50000 H00C 2 0.616877 1.035775 0.479339 11.00000 -1.50000 AFIX 0 HKLF 4 REM SC198_MJZ_4_17_0m_a.res in C2/c REM R1 = 0.0805 for 2147 Fo > 4sig(Fo) and 0.1379 for all 3888 data REM 358 parameters refined using 134 restraints END WGHT 0.0707 14.4080 REM Instructions for potential hydrogen bonds HTAB C1^a N00U HTAB C1A^b N00U EQIV $1 -x+3/2, -y+1/2, -z+1 HTAB C6^a O007_$1 HTAB C6A^b Cl3A^b_$1 HTAB C6A^b O007_$1 HTAB C00F O006 EQIV $2 -x+3/2, -y+3/2, -z+1 HTAB C00L O007_$2 HTAB C00W O007_$2 EQIV $3 x, y+1, z HTAB C00W O004_$3 REM Highest difference peak 0.298, deepest hole -0.308, 1-sigma level 0.061 Q1 1 0.6299 0.5635 0.4027 11.00000 0.05 0.30 Q2 1 0.4886 0.4178 0.3476 11.00000 0.05 0.23 Q3 1 0.6687 0.9174 0.6005 11.00000 0.05 0.22 Q4 1 0.5641 0.4118 0.2509 11.00000 0.05 0.22 Q5 1 0.4168 1.1267 0.3798 11.00000 0.05 0.21 Q6 1 0.5406 0.5790 0.3917 11.00000 0.05 0.21 Q7 1 0.6262 1.0274 0.4365 11.00000 0.05 0.21 Q8 1 0.5917 0.4219 0.2710 11.00000 0.05 0.21 Q9 1 0.6334 0.9453 0.4771 11.00000 0.05 0.21 Q10 1 0.4670 0.9539 0.4505 11.00000 0.05 0.21 Q11 1 0.4712 0.4582 0.4492 11.00000 0.05 0.20 Q12 1 0.6604 0.6186 0.5310 11.00000 0.05 0.20 Q13 1 0.6310 1.0815 0.5141 11.00000 0.05 0.20 Q14 1 0.5751 0.4867 0.5002 11.00000 0.05 0.20 Q15 1 0.3412 0.9399 0.1895 11.00000 0.05 0.19 Q16 1 0.5507 0.3380 0.3074 11.00000 0.05 0.19 Q17 1 0.7923 0.6744 0.6739 11.00000 0.05 0.19 Q18 1 0.4059 0.8570 0.3712 11.00000 0.05 0.19 Q19 1 0.6859 1.0830 0.5111 11.00000 0.05 0.19 Q20 1 0.3609 1.0154 0.1723 11.00000 0.05 0.19 ; _shelx_res_checksum 16424 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 0.5951(4) 0.6229(17) 0.3256(5) 0.084(3) Uani d U P D 0.674(15) A 1 H H1 0.573272 0.723208 0.323112 0.101 Uiso calc U P R 0.674(15) A 1 Cl Cl1 0.5677(4) 0.5470(14) 0.2475(4) 0.124(3) Uani d U P D 0.674(15) A 1 Cl Cl2 0.6594(2) 0.6956(8) 0.3588(3) 0.0942(15) Uani d U P D 0.674(15) A 1 Cl Cl3 0.5940(2) 0.4700(12) 0.3765(4) 0.121(2) Uani d U P D 0.674(15) A 1 C C1A 0.5837(9) 0.588(3) 0.3236(9) 0.093(5) Uani d U P D 0.326(15) A 2 H H1A 0.560322 0.665493 0.32978 0.111 Uiso calc U P R 0.326(15) A 2 Cl Cl1A 0.5621(7) 0.5910(17) 0.2416(7) 0.074(3) Uani d U P D 0.326(15) A 2 Cl Cl2A 0.6490(7) 0.655(2) 0.3755(9) 0.157(6) Uani d U P D 0.326(15) A 2 Cl Cl3A 0.5776(6) 0.379(2) 0.3443(9) 0.120(4) Uani d U P D 0.326(15) A 2 C C6 0.7989(17) 0.264(4) 0.6114(17) 0.090(9) Uani d U P D 0.63(8) B 1 H H6A 0.781035 0.197023 0.57058 0.135 Uiso calc U P R 0.63(8) B 1 H H6B 0.814762 0.185122 0.649081 0.135 Uiso calc U P R 0.63(8) B 1 H H6C 0.826806 0.335013 0.614089 0.135 Uiso calc U P R 0.63(8) B 1 C C6A 0.783(3) 0.231(5) 0.598(2) 0.094(14) Uani d U P D 0.37(8) B 2 H H6AA 0.769132 0.122519 0.603066 0.142 Uiso calc U P R 0.37(8) B 2 H H6AB 0.821975 0.232958 0.629025 0.142 Uiso calc U P R 0.37(8) B 2 H H6AC 0.774162 0.241039 0.55315 0.142 Uiso calc U P R 0.37(8) B 2 O O004 0.63080(14) 0.4143(5) 0.56857(18) 0.0541(10) Uani d . . . 1.0 . . O O1 0.75994(19) 0.3749(6) 0.6123(2) 0.0745(14) Uani d . . D 1.0 . . O O005 0.51463(15) 0.8790(5) 0.45135(19) 0.0598(11) Uani d . . . 1.0 . . C C5 0.7424(2) 0.5059(8) 0.5704(3) 0.0586(15) Uani d . . D 1.0 . . O O006 0.67497(16) 0.9079(6) 0.5571(2) 0.0635(11) Uani d . . . 1.0 . . O O007 0.75062(18) 0.5139(6) 0.5266(2) 0.0683(12) Uani d . . . 1.0 . . N N00A 0.55180(18) 0.3698(6) 0.4745(2) 0.0529(12) Uani d . . . 1.0 . . N N00U 0.5490(3) 0.9816(9) 0.3397(4) 0.095(2) Uani d . . . 1.0 . . N N009 0.49137(17) 0.5991(6) 0.4134(2) 0.0535(12) Uani d . . . 1.0 . . C C00B 0.5847(2) 0.4859(8) 0.5188(3) 0.0510(14) Uani d . . . 1.0 . . C C00C 0.7042(2) 0.6058(7) 0.6358(3) 0.0512(13) Uani d . . . 1.0 . . C C00D 0.5256(2) 0.7064(7) 0.4591(3) 0.0513(13) Uani d . . . 1.0 . . C C00E 0.6522(2) 0.4878(8) 0.6749(3) 0.0553(14) Uani d . . . 1.0 . . H H00E 0.622708 0.421171 0.666868 0.066 Uiso calc U . R 1.0 . . C C00F 0.5740(2) 0.6592(7) 0.5148(3) 0.0522(14) Uani d . . . 1.0 . . H H00F 0.597674 0.739532 0.547264 0.063 Uiso calc U . R 1.0 . . C C00G 0.4654(2) 0.9291(8) 0.3953(3) 0.0559(15) Uani d . . . 1.0 . . C C00H 0.7366(2) 0.6845(8) 0.6973(3) 0.0550(14) Uani d . . . 1.0 . . H H00H 0.765521 0.753955 0.70532 0.066 Uiso calc U . R 1.0 . . C C00I 0.7132(2) 0.6325(8) 0.5830(3) 0.0541(14) Uani d . . . 1.0 . . C C00J 0.6626(2) 0.5079(7) 0.6274(3) 0.0522(14) Uani d . . . 1.0 . . C C00K 0.4645(2) 0.9844(8) 0.3407(3) 0.0597(15) Uani d . . . 1.0 . . C C00L 0.6995(2) 0.7791(8) 0.5475(3) 0.0563(14) Uani d . . . 1.0 . . H H00L 0.707501 0.791136 0.515147 0.068 Uiso calc U . R 1.0 . . C C00M 0.5068(2) 0.4344(8) 0.4252(3) 0.0562(14) Uani d . . . 1.0 . . H H00M 0.482183 0.35346 0.393888 0.067 Uiso calc U . R 1.0 . . C C00N 0.4211(2) 0.9328(8) 0.3977(3) 0.0604(15) Uani d . . . 1.0 . . H H00N 0.422915 0.900039 0.436357 0.072 Uiso calc U . R 1.0 . . C C00P 0.3735(2) 0.9858(8) 0.3419(3) 0.0642(16) Uani d . . . 1.0 . . H H00P 0.342145 0.988094 0.342269 0.077 Uiso calc U . R 1.0 . . C C00Q 0.7276(2) 0.6639(8) 0.7463(3) 0.0624(16) Uani d . . . 1.0 . . H H00Q 0.750538 0.716987 0.787868 0.075 Uiso calc U . R 1.0 . . C C00R 0.6855(2) 0.5665(8) 0.7347(3) 0.0615(16) Uani d . . . 1.0 . . H H00R 0.679159 0.553074 0.76845 0.074 Uiso calc U . R 1.0 . . C C00S 0.5118(3) 0.9803(10) 0.3399(3) 0.0715(18) Uani d . . . 1.0 . . C C00T 0.3709(3) 1.0350(8) 0.2862(3) 0.0691(18) Uani d . . . 1.0 . . H H00T 0.337717 1.068915 0.248275 0.083 Uiso calc U . R 1.0 . . C C00V 0.4156(3) 1.0357(9) 0.2849(3) 0.0707(19) Uani d . . . 1.0 . . H H00V 0.413621 1.070792 0.246365 0.085 Uiso calc U . R 1.0 . . C C00W 0.6555(3) 1.0460(9) 0.5098(4) 0.079(2) Uani d . . . 1.0 . . H H00A 0.672381 1.039385 0.485178 0.118 Uiso calc U . R 1.0 . . H H00B 0.664164 1.156788 0.532747 0.118 Uiso calc U . R 1.0 . . H H00C 0.616877 1.035775 0.479339 0.118 Uiso calc U . R 1.0 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.074(5) 0.101(6) 0.073(4) 0.021(5) 0.038(4) 0.007(4) Cl1 0.100(4) 0.173(7) 0.082(3) -0.015(5) 0.040(3) -0.034(4) Cl2 0.077(2) 0.085(3) 0.095(3) -0.0056(17) 0.0310(18) -0.007(2) Cl3 0.108(3) 0.165(5) 0.116(4) 0.027(3) 0.079(3) 0.045(4) C1A 0.083(7) 0.112(7) 0.079(5) 0.028(6) 0.042(6) 0.007(6) Cl1A 0.078(5) 0.064(4) 0.067(4) 0.002(3) 0.032(3) 0.011(3) Cl2A 0.101(7) 0.138(9) 0.124(8) 0.021(5) -0.004(6) -0.034(7) Cl3A 0.126(7) 0.135(8) 0.124(8) 0.055(5) 0.085(6) 0.054(6) C6 0.12(2) 0.087(11) 0.052(11) 0.051(13) 0.040(15) 0.016(11) C6A 0.11(3) 0.085(15) 0.063(17) 0.061(18) 0.033(19) 0.000(14) O004 0.045(2) 0.050(2) 0.050(2) 0.0034(17) 0.0152(16) -0.0054(18) O1 0.098(3) 0.068(3) 0.061(3) 0.035(3) 0.046(2) 0.016(2) O005 0.053(2) 0.046(2) 0.053(2) 0.0019(18) 0.0117(18) -0.0019(18) C5 0.056(3) 0.056(4) 0.063(4) 0.007(3) 0.033(3) -0.001(3) O006 0.067(3) 0.051(2) 0.079(3) 0.006(2) 0.045(2) 0.000(2) O007 0.085(3) 0.058(3) 0.072(3) 0.014(2) 0.049(2) 0.003(2) N00A 0.053(3) 0.043(3) 0.051(3) 0.001(2) 0.022(2) -0.002(2) N00U 0.083(4) 0.105(6) 0.098(5) 0.012(4) 0.051(4) 0.000(4) N009 0.047(2) 0.046(3) 0.047(2) 0.002(2) 0.013(2) 0.000(2) C00B 0.043(3) 0.056(4) 0.044(3) -0.001(2) 0.017(2) -0.003(3) C00C 0.041(3) 0.048(3) 0.053(3) 0.006(2) 0.019(2) -0.002(3) C00D 0.054(3) 0.041(3) 0.054(3) 0.000(2) 0.026(3) -0.003(3) C00E 0.050(3) 0.052(4) 0.060(3) 0.002(3) 0.028(3) -0.001(3) C00F 0.047(3) 0.048(3) 0.051(3) 0.001(2) 0.021(2) -0.004(3) C00G 0.048(3) 0.046(3) 0.053(3) 0.006(3) 0.014(2) 0.001(3) C00H 0.043(3) 0.055(4) 0.053(3) 0.000(3) 0.018(2) -0.007(3) C00I 0.044(3) 0.050(4) 0.058(3) 0.000(2) 0.022(2) -0.006(3) C00J 0.044(3) 0.045(3) 0.052(3) 0.008(2) 0.017(2) -0.003(3) C00K 0.058(3) 0.054(4) 0.058(3) 0.011(3) 0.027(3) 0.001(3) C00L 0.054(3) 0.052(4) 0.066(4) 0.002(3) 0.035(3) 0.000(3) C00M 0.054(3) 0.046(3) 0.054(3) -0.007(3) 0.020(3) -0.005(3) C00N 0.061(4) 0.052(4) 0.057(3) -0.001(3) 0.026(3) -0.002(3) C00P 0.055(3) 0.061(4) 0.067(4) 0.006(3) 0.027(3) -0.003(3) C00Q 0.052(3) 0.066(4) 0.051(3) 0.006(3) 0.017(3) -0.007(3) C00R 0.064(4) 0.063(4) 0.053(3) 0.016(3) 0.029(3) 0.002(3) C00S 0.073(4) 0.073(5) 0.065(4) 0.013(4) 0.037(3) 0.009(3) C00T 0.057(4) 0.060(4) 0.065(4) 0.013(3) 0.018(3) 0.006(3) C00V 0.076(4) 0.070(5) 0.051(3) 0.017(4) 0.025(3) 0.007(3) C00W 0.087(5) 0.059(4) 0.094(5) 0.014(4) 0.052(4) 0.012(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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' Cl Cl 0.3639 0.7018 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 C1 Cl3 . . 112.0(8) ? Cl1 C1 Cl2 . . 111.0(8) ? Cl3 C1 Cl2 . . 110.4(6) ? Cl1 C1 H1 . . 107.7 ? Cl3 C1 H1 . . 107.7 ? Cl2 C1 H1 . . 107.7 ? Cl1A C1A Cl2A . . 113.0(14) ? Cl1A C1A Cl3A . . 108.4(12) ? Cl2A C1A Cl3A . . 109.2(12) ? Cl1A C1A H1A . . 108.7 ? Cl2A C1A H1A . . 108.7 ? Cl3A C1A H1A . . 108.7 ? O1 C6 H6A . . 109.5 ? O1 C6 H6B . . 109.5 ? H6A C6 H6B . . 109.5 ? O1 C6 H6C . . 109.5 ? H6A C6 H6C . . 109.5 ? H6B C6 H6C . . 109.5 ? O1 C6A H6AA . . 109.5 ? O1 C6A H6AB . . 109.5 ? H6AA C6A H6AB . . 109.5 ? O1 C6A H6AC . . 109.5 ? H6AA C6A H6AC . . 109.5 ? H6AB C6A H6AC . . 109.5 ? C00B O004 C00J . . 118.8(4) ? C5 O1 C6A . . 116.3(14) ? C5 O1 C6 . . 114.8(9) ? C00D O005 C00G . . 116.7(4) ? O007 C5 O1 . . 121.7(6) ? O007 C5 C00I . . 125.9(6) ? O1 C5 C00I . . 112.4(5) ? C00L O006 C00W . . 115.8(5) ? C00M N00A C00B . . 114.3(5) ? C00D N009 C00M . . 114.0(5) ? N00A C00B O004 . . 112.4(5) ? N00A C00B C00F . . 124.3(5) ? O004 C00B C00F . . 123.2(5) ? C00J C00C C00H . . 115.9(6) ? C00J C00C C00I . . 122.6(5) ? C00H C00C C00I . . 121.4(5) ? N009 C00D O005 . . 119.1(5) ? N009 C00D C00F . . 124.9(5) ? O005 C00D C00F . . 116.0(5) ? C00J C00E C00R . . 118.2(6) ? C00J C00E H00E . . 120.9 ? C00R C00E H00E . . 120.9 ? C00B C00F C00D . . 114.1(5) ? C00B C00F H00F . . 123.0 ? C00D C00F H00F . . 123.0 ? C00N C00G C00K . . 122.3(5) ? C00N C00G O005 . . 119.6(6) ? C00K C00G O005 . . 118.0(6) ? C00Q C00H C00C . . 121.8(6) ? C00Q C00H H00H . . 119.1 ? C00C C00H H00H . . 119.1 ? C00L C00I C5 . . 115.9(6) ? C00L C00I C00C . . 122.9(6) ? C5 C00I C00C . . 121.0(5) ? C00E C00J C00C . . 123.5(5) ? C00E C00J O004 . . 117.3(5) ? C00C C00J O004 . . 119.0(5) ? C00G C00K C00V . . 118.2(6) ? C00G C00K C00S . . 121.0(6) ? C00V C00K C00S . . 120.7(6) ? O006 C00L C00I . . 121.3(6) ? O006 C00L H00L . . 119.3 ? C00I C00L H00L . . 119.3 ? N00A C00M N009 . . 128.4(5) ? N00A C00M H00M . . 115.8 ? N009 C00M H00M . . 115.8 ? C00G C00N C00P . . 118.0(6) ? C00G C00N H00N . . 121.0 ? C00P C00N H00N . . 121.0 ? C00T C00P C00N . . 121.1(6) ? C00T C00P H00P . . 119.5 ? C00N C00P H00P . . 119.5 ? C00R C00Q C00H . . 119.5(6) ? C00R C00Q H00Q . . 120.3 ? C00H C00Q H00Q . . 120.3 ? C00Q C00R C00E . . 121.1(6) ? C00Q C00R H00R . . 119.5 ? C00E C00R H00R . . 119.5 ? N00U C00S C00K . . 178.2(9) ? C00V C00T C00P . . 120.5(6) ? C00V C00T H00T . . 119.8 ? C00P C00T H00T . . 119.8 ? C00T C00V C00K . . 119.9(6) ? C00T C00V H00V . . 120.1 ? C00K C00V H00V . . 120.1 ? O006 C00W H00A . . 109.5 ? O006 C00W H00B . . 109.5 ? H00A C00W H00B . . 109.5 ? O006 C00W H00C . . 109.5 ? H00A C00W H00C . . 109.5 ? H00B C00W H00C . . 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 Cl1 . 1.710(10) ? C1 Cl3 . 1.733(10) ? C1 Cl2 . 1.733(9) ? C1 H1 . 1.0 ? C1A Cl1A . 1.730(14) ? C1A Cl2A . 1.730(14) ? C1A Cl3A . 1.736(14) ? C1A H1A . 1.0 ? C6 O1 . 1.467(13) ? C6 H6A . 0.98 ? C6 H6B . 0.98 ? C6 H6C . 0.98 ? C6A O1 . 1.458(16) ? C6A H6AA . 0.98 ? C6A H6AB . 0.98 ? C6A H6AC . 0.98 ? O004 C00B . 1.361(6) ? O004 C00J . 1.410(6) ? O1 C5 . 1.328(7) ? O005 C00D . 1.369(7) ? O005 C00G . 1.408(6) ? C5 O007 . 1.225(7) ? C5 C00I . 1.463(8) ? O006 C00L . 1.340(7) ? O006 C00W . 1.442(8) ? N00A C00M . 1.318(7) ? N00A C00B . 1.334(7) ? N00U C00S . 1.126(9) ? N009 C00D . 1.316(7) ? N009 C00M . 1.337(7) ? C00B C00F . 1.375(8) ? C00C C00J . 1.383(8) ? C00C C00H . 1.399(7) ? C00C C00I . 1.471(8) ? C00D C00F . 1.384(7) ? C00E C00J . 1.369(8) ? C00E C00R . 1.375(8) ? C00E H00E . 0.95 ? C00F H00F . 0.95 ? C00G C00N . 1.371(8) ? C00G C00K . 1.386(9) ? C00H C00Q . 1.374(9) ? C00H H00H . 0.95 ? C00I C00L . 1.350(8) ? C00K C00V . 1.402(8) ? C00K C00S . 1.438(9) ? C00L H00L . 0.95 ? C00M H00M . 0.95 ? C00N C00P . 1.387(8) ? C00N H00N . 0.95 ? C00P C00T . 1.372(9) ? C00P H00P . 0.95 ? C00Q C00R . 1.368(9) ? C00Q H00Q . 0.95 ? C00R H00R . 0.95 ? C00T C00V . 1.369(9) ? C00T H00T . 0.95 ? C00V H00V . 0.95 ? C00W H00A . 0.98 ? C00W H00B . 0.98 ? C00W H00C . 0.98 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C6A O1 C5 O007 . . . . -8.(4) ? C6 O1 C5 O007 . . . . 13.(2) ? C6A O1 C5 C00I . . . . 172.(4) ? C6 O1 C5 C00I . . . . -167.(2) ? C00M N00A C00B O004 . . . . -179.4(5) ? C00M N00A C00B C00F . . . . -0.3(9) ? C00J O004 C00B N00A . . . . -162.5(5) ? C00J O004 C00B C00F . . . . 18.4(8) ? C00M N009 C00D O005 . . . . 178.1(5) ? C00M N009 C00D C00F . . . . 0.9(9) ? C00G O005 C00D N009 . . . . 3.0(8) ? C00G O005 C00D C00F . . . . -179.5(5) ? N00A C00B C00F C00D . . . . -1.1(9) ? O004 C00B C00F C00D . . . . 177.9(5) ? N009 C00D C00F C00B . . . . 0.8(9) ? O005 C00D C00F C00B . . . . -176.6(5) ? C00D O005 C00G C00N . . . . 87.0(7) ? C00D O005 C00G C00K . . . . -97.4(7) ? C00J C00C C00H C00Q . . . . 0.6(8) ? C00I C00C C00H C00Q . . . . 178.3(6) ? O007 C5 C00I C00L . . . . -7.7(9) ? O1 C5 C00I C00L . . . . 172.4(5) ? O007 C5 C00I C00C . . . . 177.9(6) ? O1 C5 C00I C00C . . . . -2.0(8) ? C00J C00C C00I C00L . . . . 101.9(7) ? C00H C00C C00I C00L . . . . -75.6(7) ? C00J C00C C00I C5 . . . . -84.1(7) ? C00H C00C C00I C5 . . . . 98.4(7) ? C00R C00E C00J C00C . . . . -1.3(9) ? C00R C00E C00J O004 . . . . 174.6(5) ? C00H C00C C00J C00E . . . . 0.6(8) ? C00I C00C C00J C00E . . . . -177.0(5) ? C00H C00C C00J O004 . . . . -175.2(5) ? C00I C00C C00J O004 . . . . 7.2(8) ? C00B O004 C00J C00E . . . . 88.6(7) ? C00B O004 C00J C00C . . . . -95.3(6) ? C00N C00G C00K C00V . . . . -4.0(10) ? O005 C00G C00K C00V . . . . -179.5(5) ? C00N C00G C00K C00S . . . . 179.4(6) ? O005 C00G C00K C00S . . . . 3.9(9) ? C00W O006 C00L C00I . . . . -171.1(6) ? C5 C00I C00L O006 . . . . -176.7(5) ? C00C C00I C00L O006 . . . . -2.5(9) ? C00B N00A C00M N009 . . . . 2.4(10) ? C00D N009 C00M N00A . . . . -2.7(10) ? C00K C00G C00N C00P . . . . 3.4(10) ? O005 C00G C00N C00P . . . . 178.8(5) ? C00G C00N C00P C00T . . . . -0.7(10) ? C00C C00H C00Q C00R . . . . -1.1(9) ? C00H C00Q C00R C00E . . . . 0.5(9) ? C00J C00E C00R C00Q . . . . 0.7(9) ? C00N C00P C00T C00V . . . . -1.2(11) ? C00P C00T C00V C00K . . . . 0.5(11) ? C00G C00K C00V C00T . . . . 1.9(10) ? C00S C00K C00V C00T . . . . 178.6(7) ?