#------------------------------------------------------------------------------ #$Date: 2019-10-07 12:37:42 +0300 (Mon, 07 Oct 2019) $ #$Revision: 219131 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234424.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_7234424 loop_ _publ_author_name 'Liang Xu' 'Hai Zhu' 'Guankui Long' 'Jun Zhao' 'Dongsheng Li' 'Rakesh Ganguly' 'Yongxin Li' 'Qing-Hua Xu' 'Qichun Zhang' _publ_section_title ; 4-Diphenylamino-phenyl substituted pyrazine: nonlinear optical switching by protonation ; _journal_name_full 'Journal of Materials Chemistry C' _journal_page_first 9191 _journal_page_last 9196 _journal_paper_doi 10.1039/C5TC01657F _journal_volume 3 _journal_year 2015 _chemical_formula_sum 'C53 H36 Cl2 N4 O2' _chemical_formula_weight 831.76 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _cell_angle_alpha 90 _cell_angle_beta 95.889(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.7483(17) _cell_length_b 8.8132(11) _cell_length_c 28.185(3) _cell_measurement_reflns_used 2620 _cell_measurement_temperature 103.(2) _cell_measurement_theta_max 21.8667 _cell_measurement_theta_min 2.9699 _cell_volume 4138.3(8) _computing_cell_refinement 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_data_collection 'APEX2 (Bruker AXS Inc., 2014)' _computing_data_reduction 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_molecular_graphics 'XP (Bruker AXS Inc., 2014)' _computing_publication_material 'APEX2 (Bruker AXS Inc., 2014)' _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' _diffrn_ambient_temperature 103.(2) _diffrn_detector_area_resol_mean 8.3333 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1326 _diffrn_reflns_av_unetI/netI 0.1379 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_number 37992 _diffrn_reflns_theta_full 27.00 _diffrn_reflns_theta_max 27.00 _diffrn_reflns_theta_min 1.36 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.206 _exptl_absorpt_correction_T_max 0.98 _exptl_absorpt_correction_T_min 0.66 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2014/4 (Bruker AXS Inc.)' _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.335 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1728 _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.220 _exptl_crystal_size_min 0.100 _refine_diff_density_max 0.424 _refine_diff_density_min -0.650 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 756 _refine_ls_number_reflns 8980 _refine_ls_number_restraints 1126 _refine_ls_restrained_S_all 1.040 _refine_ls_R_factor_all 0.1935 _refine_ls_R_factor_gt 0.0925 _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^)+(0.1792P)^2^+0.9941P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2623 _refine_ls_wR_factor_ref 0.3381 _reflns_number_gt 4442 _reflns_number_total 8980 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file J-Mater-Chem-C-2015-3-9191.cif _cod_data_source_block III _cod_database_code 7234424 _shelx_res_file ; TITL zqc3s in P2(1)/n CELL 0.71073 16.74830 8.81320 28.18550 90.0000 95.8888 90.0000 ZERR 4.00 0.00170 0.00110 0.00290 0.0000 0.0031 0.0000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N O Cl UNIT 212 144 16 8 8 L.S. 16 ACTA BOND omit -2 54 omit -4 2 4 FMAP 2 PLAN 10 SIZE 0.100 0.220 0.400 FLAT 0.1 C19 C20 N4 C39A C40A N3 sadi c53 cl1 c53 cl2 sadi n3 c39 n4 c40 n3 c40a n4 c39a rigu O1 > Cl4a simu 0.02 O1 > C52a simu 0.02 C53 > Cl4a isor 0.02 O1 > Cl4a sump 1 0.0001 1 3 1 4 1 5 1 6 TEMP -170 WGHT 0.179200 0.994100 FVAR 0.12881 0.77631 0.39545 0.18419 0.20028 0.22007 C1 1 0.437958 0.194312 -0.079249 11.00000 0.03518 0.02742 = 0.02784 0.00307 -0.00882 0.01083 C2 1 0.437258 0.251915 -0.032397 11.00000 0.04814 0.02452 = 0.02975 -0.00131 -0.00730 0.00483 AFIX 43 H2 2 0.480318 0.313529 -0.018952 11.00000 -1.20000 AFIX 0 C3 1 0.374592 0.219032 -0.006353 11.00000 0.05983 0.03082 = 0.03042 0.00422 0.00052 0.01365 AFIX 43 H3 2 0.375160 0.257077 0.025216 11.00000 -1.20000 AFIX 0 C4 1 0.309671 0.130112 -0.025590 11.00000 0.04985 0.03356 = 0.04117 0.01108 0.00600 0.00967 AFIX 43 H4 2 0.266007 0.109728 -0.007532 11.00000 -1.20000 AFIX 0 C5 1 0.310158 0.072901 -0.070955 11.00000 0.04052 0.02596 = 0.04160 0.00317 -0.00511 0.00233 AFIX 43 H5 2 0.266367 0.013164 -0.084449 11.00000 -1.20000 AFIX 0 C6 1 0.375174 0.102386 -0.097481 11.00000 0.03824 0.02761 = 0.02989 -0.00020 -0.00597 0.00390 AFIX 43 H6 2 0.375987 0.058717 -0.128243 11.00000 -1.20000 AFIX 0 C7 1 0.491520 0.241817 -0.157489 11.00000 0.05883 0.02958 = 0.02388 -0.00012 -0.00658 -0.00449 C8 1 0.422529 0.303463 -0.180798 11.00000 0.05406 0.02717 = 0.03601 -0.00333 -0.01650 -0.00261 AFIX 43 H8 2 0.380066 0.336392 -0.163385 11.00000 -1.20000 AFIX 0 C9 1 0.416243 0.316589 -0.230495 11.00000 0.07877 0.02649 = 0.03626 0.00376 -0.02851 -0.01129 AFIX 43 H9 2 0.368015 0.355016 -0.246816 11.00000 -1.20000 AFIX 0 C10 1 0.477757 0.275512 -0.256188 11.00000 0.09529 0.04679 = 0.02625 0.00064 -0.00163 -0.00868 AFIX 43 H10 2 0.472559 0.286314 -0.289899 11.00000 -1.20000 AFIX 0 C11 1 0.547810 0.217899 -0.232406 11.00000 0.08682 0.04671 = 0.03177 -0.00176 0.00665 0.00373 AFIX 43 H11 2 0.591170 0.190005 -0.249841 11.00000 -1.20000 AFIX 0 C12 1 0.554707 0.201013 -0.183644 11.00000 0.05655 0.03785 = 0.03337 -0.00060 -0.00306 0.00451 AFIX 43 H12 2 0.602851 0.161261 -0.167604 11.00000 -1.20000 AFIX 0 C13 1 0.576704 0.282516 -0.082542 11.00000 0.03573 0.03291 = 0.02409 0.00060 -0.00662 0.00156 C14 1 0.605405 0.422285 -0.094622 11.00000 0.03274 0.03521 = 0.02791 0.00595 -0.00197 0.00751 AFIX 43 H14 2 0.578557 0.478359 -0.120275 11.00000 -1.20000 AFIX 0 C15 1 0.674051 0.480835 -0.068973 11.00000 0.03229 0.02533 = 0.03039 -0.00027 0.00414 0.00228 AFIX 43 H15 2 0.694293 0.576278 -0.077850 11.00000 -1.20000 AFIX 0 C16 1 0.713430 0.402919 -0.030811 11.00000 0.02930 0.03033 = 0.02826 -0.00002 -0.00290 -0.00050 C17 1 0.685026 0.258841 -0.020360 11.00000 0.04257 0.03216 = 0.02823 0.00049 -0.01187 0.00302 AFIX 43 H17 2 0.712468 0.201465 0.004789 11.00000 -1.20000 AFIX 0 C18 1 0.617997 0.198756 -0.045885 11.00000 0.04650 0.02475 = 0.03247 0.00050 -0.01107 0.00030 AFIX 43 H18 2 0.599848 0.100210 -0.038538 11.00000 -1.20000 AFIX 0 C19 1 0.783023 0.476291 -0.003987 11.00000 0.03143 0.02404 = 0.02724 -0.00314 -0.00129 0.00253 C20 1 0.807115 0.449635 0.046419 11.00000 0.02551 0.02320 = 0.02642 -0.00479 -0.00320 0.00028 C21 1 0.753177 0.385314 0.078922 11.00000 0.02965 0.02299 = 0.02861 -0.00348 -0.00518 0.00282 C22 1 0.781923 0.293556 0.117640 11.00000 0.03066 0.02399 = 0.02773 -0.00217 -0.00669 0.00125 AFIX 43 H22 2 0.836954 0.265352 0.121455 11.00000 -1.20000 AFIX 0 C23 1 0.731907 0.243592 0.150218 11.00000 0.02651 0.02426 = 0.02737 0.00346 -0.01025 0.00422 AFIX 43 H23 2 0.752598 0.177840 0.175224 11.00000 -1.20000 AFIX 0 C24 1 0.651002 0.287724 0.147276 11.00000 0.03140 0.02613 = 0.02504 -0.00419 -0.00590 -0.00395 C25 1 0.621932 0.379962 0.108344 11.00000 0.02538 0.02584 = 0.02916 0.00166 -0.00724 0.00342 AFIX 43 H25 2 0.567255 0.410561 0.104993 11.00000 -1.20000 AFIX 0 C26 1 0.671793 0.426313 0.075086 11.00000 0.02509 0.03038 = 0.02764 0.00158 -0.00707 0.00505 AFIX 43 H26 2 0.650563 0.487347 0.049006 11.00000 -1.20000 AFIX 0 C27 1 0.515433 0.242327 0.172396 11.00000 0.02910 0.02963 = 0.02766 0.01089 -0.00772 -0.00029 C28 1 0.477427 0.165829 0.133826 11.00000 0.03224 0.03088 = 0.03670 0.00308 -0.00828 -0.00209 AFIX 43 H28 2 0.508009 0.116326 0.111823 11.00000 -1.20000 AFIX 0 C29 1 0.393966 0.161580 0.127326 11.00000 0.03956 0.03609 = 0.03987 0.00951 -0.01204 -0.00693 AFIX 43 H29 2 0.367733 0.110384 0.100442 11.00000 -1.20000 AFIX 0 C30 1 0.349556 0.229738 0.158951 11.00000 0.02899 0.06226 = 0.05095 0.02524 -0.00618 -0.00308 AFIX 43 H30 2 0.292663 0.222673 0.154925 11.00000 -1.20000 AFIX 0 C31 1 0.387917 0.310122 0.197350 11.00000 0.03173 0.07350 = 0.03755 0.01086 0.00346 0.00777 AFIX 43 H31 2 0.357042 0.360746 0.218972 11.00000 -1.20000 AFIX 0 C32 1 0.470401 0.316305 0.204007 11.00000 0.03101 0.05236 = 0.03137 0.00475 -0.00217 0.00450 AFIX 43 H32 2 0.496468 0.371113 0.230192 11.00000 -1.20000 AFIX 0 C33 1 0.634865 0.219324 0.229987 11.00000 0.03199 0.03727 = 0.02155 -0.00093 -0.00309 0.00430 C34 1 0.692202 0.317617 0.252071 11.00000 0.03546 0.03612 = 0.02586 0.00063 -0.00792 -0.00173 AFIX 43 H34 2 0.710384 0.402022 0.235180 11.00000 -1.20000 AFIX 0 C35 1 0.722143 0.291397 0.298409 11.00000 0.04397 0.04207 = 0.03814 -0.00091 -0.01513 0.00220 AFIX 43 H35 2 0.761149 0.358656 0.313523 11.00000 -1.20000 AFIX 0 C36 1 0.696800 0.169292 0.323574 11.00000 0.05278 0.04814 = 0.03123 0.00640 -0.01193 0.00262 AFIX 43 H36 2 0.718662 0.152269 0.355578 11.00000 -1.20000 AFIX 0 C37 1 0.639660 0.072209 0.302078 11.00000 0.05010 0.03784 = 0.03745 0.01074 -0.00573 0.00654 AFIX 43 H37 2 0.621100 -0.010477 0.319580 11.00000 -1.20000 AFIX 0 C38 1 0.608820 0.094807 0.254575 11.00000 0.04038 0.02985 = 0.03356 0.00820 -0.00517 0.00311 AFIX 43 H38 2 0.570667 0.026176 0.239329 11.00000 -1.20000 AFIX 0 PART 1 21.00 O1 4 0.817301 0.819120 -0.084621 21.00000 0.05417 0.10880 = 0.10742 0.06216 -0.02429 -0.03965 O2 4 1.128594 0.915234 -0.026594 21.00000 0.03655 0.04637 = 0.06610 -0.00535 0.00628 -0.01063 C39 1 0.889378 0.639062 -0.006352 21.00000 0.02808 0.02723 = 0.03656 -0.00296 0.00513 0.00171 C40 1 0.922431 0.587237 0.038700 21.00000 0.02602 0.02288 = 0.03582 -0.01268 0.00722 0.00072 C41 1 1.000860 0.630164 0.056859 21.00000 0.02957 0.03113 = 0.04787 -0.01060 0.00169 -0.00072 AFIX 43 H41 2 1.023940 0.593330 0.086854 21.00000 -1.20000 AFIX 0 C42 1 1.043650 0.727320 0.030021 21.00000 0.02608 0.03470 = 0.05196 -0.00855 0.00776 0.00227 AFIX 43 H42 2 1.097245 0.753803 0.041284 21.00000 -1.20000 AFIX 0 C43 1 1.008829 0.787216 -0.013642 21.00000 0.03476 0.03085 = 0.04759 -0.00574 0.00993 0.00153 C44 1 0.931919 0.747137 -0.031157 21.00000 0.03636 0.03575 = 0.04541 -0.00055 0.00854 -0.00001 C45 1 0.890485 0.824976 -0.074851 21.00000 0.05129 0.06495 = 0.05743 0.01803 -0.00926 -0.02690 C46 1 0.942778 0.918899 -0.102997 21.00000 0.05254 0.05835 = 0.05538 0.01363 0.00143 -0.02090 C47 1 0.905495 0.983313 -0.145795 21.00000 0.07761 0.10225 = 0.06131 0.03117 -0.00902 -0.03583 AFIX 43 H47 2 0.851453 0.959456 -0.156838 21.00000 -1.20000 AFIX 0 C48 1 0.949675 1.081747 -0.171103 21.00000 0.08334 0.07540 = 0.05998 0.02510 -0.00633 -0.03149 AFIX 43 H48 2 0.924916 1.129885 -0.198981 21.00000 -1.20000 AFIX 0 C49 1 1.029282 1.110628 -0.156245 21.00000 0.06454 0.04237 = 0.04462 0.00258 0.01984 -0.00788 AFIX 43 H49 2 1.059085 1.177452 -0.174155 21.00000 -1.20000 AFIX 0 C50 1 1.066843 1.041186 -0.114425 21.00000 0.04711 0.04640 = 0.04944 -0.00301 0.01756 -0.00532 AFIX 43 H50 2 1.122401 1.056698 -0.105198 21.00000 -1.20000 AFIX 0 C51 1 1.021880 0.950553 -0.087135 21.00000 0.04446 0.03237 = 0.04720 -0.00624 0.00812 -0.00874 C52 1 1.058569 0.887575 -0.041263 21.00000 0.03243 0.03355 = 0.05559 -0.00794 0.01003 -0.00347 PART 2 -21.00 same O1 > C52 O1A 4 1.019167 0.435087 0.123100 -21.00000 0.03709 0.03456 = 0.03411 -0.00183 -0.00775 0.00076 O2A 4 1.162966 0.890981 0.039840 -21.00000 0.02547 0.03657 = 0.05064 -0.01428 0.01322 0.00412 AFIX 66 C39A 1 0.931819 0.564401 0.038497 -21.00000 0.02385 0.01692 = 0.03795 -0.00617 0.00361 0.01013 C40A 1 0.901914 0.617221 -0.006301 -21.00000 0.02668 0.01808 = 0.03721 -0.00588 0.00309 0.00277 C41A 1 0.943425 0.728085 -0.028836 -21.00000 0.03490 0.02996 = 0.04731 -0.00103 0.00655 0.00054 AFIX 43 H41A 2 0.922987 0.764184 -0.059454 -21.00000 -1.20000 AFIX 65 C42A 1 1.014842 0.786130 -0.006574 -21.00000 0.03177 0.03088 = 0.04771 -0.00359 0.00655 -0.00119 AFIX 43 H42A 2 1.043213 0.861901 -0.021976 -21.00000 -1.20000 AFIX 65 C43A 1 1.044748 0.733312 0.038224 -21.00000 0.02820 0.03061 = 0.04503 -0.00579 0.00640 0.00481 C44A 1 1.003237 0.622448 0.060760 -21.00000 0.02598 0.02934 = 0.04166 -0.00625 0.00239 0.00373 AFIX 0 C45A 1 1.043997 0.552463 0.107148 -21.00000 0.02422 0.02725 = 0.03953 -0.00752 0.00169 0.00737 AFIX 66 C46A 1 1.119055 0.624514 0.131560 -21.00000 0.02491 0.03643 = 0.04312 -0.01272 0.00381 0.00671 C47A 1 1.146405 0.585464 0.178190 -21.00000 0.02700 0.04207 = 0.04038 -0.01402 0.00040 -0.00103 AFIX 43 H47A 2 1.121547 0.504970 0.193606 -21.00000 -1.20000 AFIX 65 C48A 1 1.210124 0.664188 0.202263 -21.00000 0.04231 0.05931 = 0.05429 -0.01662 -0.00500 -0.00818 AFIX 43 H48A 2 1.228816 0.637498 0.234133 -21.00000 -1.20000 AFIX 65 C49A 1 1.246495 0.781962 0.179707 -21.00000 0.04572 0.06361 = 0.05871 -0.01223 -0.00250 -0.00681 AFIX 43 H49A 2 1.290044 0.835766 0.196160 -21.00000 -1.20000 AFIX 65 C50A 1 1.219145 0.821014 0.133077 -21.00000 0.02905 0.05432 = 0.05425 -0.01843 0.00405 -0.00040 AFIX 43 H50A 2 1.244003 0.901507 0.117661 -21.00000 -1.20000 AFIX 65 C51A 1 1.155426 0.742291 0.109003 -21.00000 0.02071 0.03441 = 0.04496 -0.01586 0.00758 0.00663 AFIX 0 C52A 1 1.125645 0.793647 0.060205 -21.00000 0.02256 0.02793 = 0.04234 -0.01716 0.01251 0.00846 PART 3 31 C53 1 1.184639 0.563686 0.148334 31.00000 0.08218 0.09961 = 0.06703 0.01057 0.02047 0.01588 AFIX 23 H53A 2 1.217029 0.487213 0.133122 31.00000 -1.20000 H53B 2 1.165818 0.639839 0.123886 31.00000 -1.20000 AFIX 0 CL1 5 1.102877 0.476246 0.169195 31.00000 0.11387 0.13809 = 0.09125 0.06865 0.01285 0.00263 CL2 5 1.242818 0.650497 0.193510 31.00000 0.07010 0.14978 = 0.11249 -0.01004 -0.00086 0.02859 part 4 41 same c53 > Cl2 C53A 1 1.237912 0.774966 0.199209 41.00000 0.11997 0.16229 = 0.11298 -0.00200 0.01084 0.04353 AFIX 23 H53C 2 1.295385 0.799216 0.207424 41.00000 -1.20000 H53D 2 1.204902 0.854832 0.212342 41.00000 -1.20000 AFIX 0 CL1A 5 1.215189 0.758130 0.137756 41.00000 0.08271 0.10537 = 0.10432 -0.01624 -0.00021 0.05058 CL2A 5 1.214910 0.597586 0.220555 41.00000 0.12858 0.18686 = 0.15233 0.03483 0.03803 0.06810 part 5 51 same c53 > Cl2 C54 1 1.028027 1.076256 -0.154491 51.00000 0.21407 0.19746 = 0.20149 0.02279 0.07569 0.03757 AFIX 23 H54A 2 1.020610 1.186609 -0.159828 51.00000 -1.20000 H54B 2 1.056761 1.035218 -0.180679 51.00000 -1.20000 AFIX 0 CL3 5 0.935520 0.990233 -0.155581 51.00000 0.23912 0.27909 = 0.19503 -0.00694 0.08693 -0.00011 CL4 5 1.085464 1.046548 -0.100450 51.00000 0.17307 0.12757 = 0.18531 0.01968 0.11406 0.05150 part 6 61 same c53 > Cl2 C54A 1 1.162942 0.574659 0.198190 61.00000 0.11937 0.16036 = 0.11478 0.02268 0.04287 0.02054 AFIX 23 H54C 2 1.112164 0.597144 0.211930 61.00000 -1.20000 H54D 2 1.176868 0.664785 0.179756 61.00000 -1.20000 AFIX 0 CL3A 5 1.147543 0.424384 0.160096 61.00000 0.11786 0.19526 = 0.13066 0.01369 0.02090 0.04982 CL4A 5 1.237824 0.545806 0.244339 61.00000 0.22898 0.24406 = 0.19205 -0.01155 -0.01520 0.07240 part 0 N1 3 0.503482 0.225558 -0.106228 11.00000 0.03674 0.03454 = 0.02389 0.00135 -0.00698 -0.00308 N2 3 0.601297 0.244216 0.181339 11.00000 0.02627 0.04074 = 0.02199 0.00449 -0.00462 -0.00020 N3 3 0.824222 0.570047 -0.027949 11.00000 0.03389 0.03377 = 0.03262 0.00007 0.00093 -0.00151 N4 3 0.878650 0.495089 0.065854 11.00000 0.03151 0.02002 = 0.03631 -0.00206 -0.00272 -0.00109 HKLF 4 REM zqc3s in P2(1)/n REM R1 = 0.0925 for 4442 Fo > 4sig(Fo) and 0.1935 for all 8980 data REM 756 parameters refined using 1126 restraints END WGHT 0.1718 2.5427 REM Highest difference peak 0.424, deepest hole -0.650, 1-sigma level 0.141 Q1 1 1.2020 0.5808 0.1432 11.00000 0.05 0.42 Q2 1 0.9169 1.0822 -0.1553 11.00000 0.05 0.42 Q3 1 1.0948 0.3280 0.1928 11.00000 0.05 0.40 Q4 1 0.5004 0.3561 -0.3362 11.00000 0.05 0.40 Q5 1 1.2361 0.8229 0.2587 11.00000 0.05 0.40 Q6 1 1.2239 0.5373 0.1684 11.00000 0.05 0.39 Q7 1 1.0950 0.8816 -0.1834 11.00000 0.05 0.39 Q8 1 0.8753 0.8660 -0.1654 11.00000 0.05 0.38 Q9 1 0.8503 0.7170 -0.1077 11.00000 0.05 0.38 Q10 1 1.2034 0.9379 0.1181 11.00000 0.05 0.38 ; _shelx_res_checksum 61780 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -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 0.4380(3) 0.1943(5) -0.07925(15) 0.0310(10) Uani d . . . 1.0 . . C C2 0.4373(3) 0.2519(5) -0.03240(15) 0.0349(11) Uani d . . . 1.0 . . H H2 0.4803 0.3135 -0.019 0.042 Uiso calc U . R 1.0 . . C C3 0.3746(3) 0.2190(6) -0.00635(16) 0.0406(12) Uani d . . . 1.0 . . H H3 0.3752 0.2571 0.0252 0.049 Uiso calc U . R 1.0 . . C C4 0.3097(3) 0.1301(6) -0.02559(17) 0.0414(12) Uani d . . . 1.0 . . H H4 0.266 0.1097 -0.0075 0.05 Uiso calc U . R 1.0 . . C C5 0.3102(3) 0.0729(6) -0.07096(16) 0.0367(11) Uani d . . . 1.0 . . H H5 0.2664 0.0132 -0.0844 0.044 Uiso calc U . R 1.0 . . C C6 0.3752(3) 0.1024(5) -0.09748(15) 0.0326(11) Uani d . . . 1.0 . . H H6 0.376 0.0587 -0.1282 0.039 Uiso calc U . R 1.0 . . C C7 0.4915(3) 0.2418(6) -0.15749(15) 0.0382(12) Uani d . . . 1.0 . . C C8 0.4225(3) 0.3035(6) -0.18080(16) 0.0405(12) Uani d . . . 1.0 . . H H8 0.3801 0.3364 -0.1634 0.049 Uiso calc U . R 1.0 . . C C9 0.4162(4) 0.3166(6) -0.23050(17) 0.0496(15) Uani d . . . 1.0 . . H H9 0.368 0.355 -0.2468 0.059 Uiso calc U . R 1.0 . . C C10 0.4778(4) 0.2755(7) -0.25619(18) 0.0567(16) Uani d . . . 1.0 . . H H10 0.4726 0.2863 -0.2899 0.068 Uiso calc U . R 1.0 . . C C11 0.5478(4) 0.2179(7) -0.23241(17) 0.0551(15) Uani d . . . 1.0 . . H H11 0.5912 0.19 -0.2498 0.066 Uiso calc U . R 1.0 . . C C12 0.5547(3) 0.2010(6) -0.18364(16) 0.0431(13) Uani d . . . 1.0 . . H H12 0.6029 0.1613 -0.1676 0.052 Uiso calc U . R 1.0 . . C C13 0.5767(3) 0.2825(5) -0.08254(14) 0.0316(11) Uani d . . . 1.0 . . C C14 0.6054(3) 0.4223(5) -0.09462(15) 0.0323(11) Uani d . . . 1.0 . . H H14 0.5786 0.4784 -0.1203 0.039 Uiso calc U . R 1.0 . . C C15 0.6741(2) 0.4808(5) -0.06897(14) 0.0293(10) Uani d . . . 1.0 . . H H15 0.6943 0.5763 -0.0778 0.035 Uiso calc U . R 1.0 . . C C16 0.7134(2) 0.4029(5) -0.03081(14) 0.0297(10) Uani d . . . 1.0 . . C C17 0.6850(3) 0.2588(6) -0.02036(15) 0.0354(11) Uani d . . . 1.0 . . H H17 0.7125 0.2015 0.0048 0.042 Uiso calc U . R 1.0 . . C C18 0.6180(3) 0.1988(6) -0.04589(15) 0.0356(11) Uani d . . . 1.0 . . H H18 0.5998 0.1002 -0.0385 0.043 Uiso calc U . R 1.0 . . C C19 0.7830(2) 0.4763(5) -0.00399(14) 0.0279(10) Uani d . . . 1.0 . . C C20 0.8071(2) 0.4496(5) 0.04642(14) 0.0254(9) Uani d . . . 1.0 . . C C21 0.7532(2) 0.3853(5) 0.07892(14) 0.0277(10) Uani d . . . 1.0 . . C C22 0.7819(3) 0.2936(5) 0.11764(14) 0.0281(10) Uani d . . . 1.0 . . H H22 0.837 0.2654 0.1215 0.034 Uiso calc U . R 1.0 . . C C23 0.7319(2) 0.2436(5) 0.15022(14) 0.0269(10) Uani d . . . 1.0 . . H H23 0.7526 0.1778 0.1752 0.032 Uiso calc U . R 1.0 . . C C24 0.6510(2) 0.2877(5) 0.14728(14) 0.0281(10) Uani d . . . 1.0 . . C C25 0.6219(2) 0.3800(5) 0.10834(14) 0.0275(10) Uani d . . . 1.0 . . H H25 0.5673 0.4106 0.105 0.033 Uiso calc U . R 1.0 . . C C26 0.6718(2) 0.4263(5) 0.07509(14) 0.0284(10) Uani d . . . 1.0 . . H H26 0.6506 0.4873 0.049 0.034 Uiso calc U . R 1.0 . . C C27 0.5154(2) 0.2423(5) 0.17240(14) 0.0295(10) Uani d . . . 1.0 . . C C28 0.4774(3) 0.1658(5) 0.13383(16) 0.0341(11) Uani d . . . 1.0 . . H H28 0.508 0.1163 0.1118 0.041 Uiso calc U . R 1.0 . . C C29 0.3940(3) 0.1616(6) 0.12733(17) 0.0396(12) Uani d . . . 1.0 . . H H29 0.3677 0.1104 0.1004 0.048 Uiso calc U . R 1.0 . . C C30 0.3496(3) 0.2297(7) 0.15895(18) 0.0481(14) Uani d . . . 1.0 . . H H30 0.2927 0.2227 0.1549 0.058 Uiso calc U . R 1.0 . . C C31 0.3879(3) 0.3101(7) 0.19735(17) 0.0476(14) Uani d . . . 1.0 . . H H31 0.357 0.3607 0.219 0.057 Uiso calc U . R 1.0 . . C C32 0.4704(3) 0.3163(6) 0.20401(16) 0.0386(12) Uani d . . . 1.0 . . H H32 0.4965 0.3711 0.2302 0.046 Uiso calc U . R 1.0 . . C C33 0.6349(2) 0.2193(6) 0.22999(14) 0.0307(10) Uani d . . . 1.0 . . C C34 0.6922(3) 0.3176(6) 0.25207(15) 0.0332(11) Uani d . . . 1.0 . . H H34 0.7104 0.402 0.2352 0.04 Uiso calc U . R 1.0 . . C C35 0.7221(3) 0.2914(6) 0.29841(16) 0.0427(13) Uani d . . . 1.0 . . H H35 0.7611 0.3587 0.3135 0.051 Uiso calc U . R 1.0 . . C C36 0.6968(3) 0.1693(6) 0.32357(17) 0.0452(13) Uani d . . . 1.0 . . H H36 0.7187 0.1523 0.3556 0.054 Uiso calc U . R 1.0 . . C C37 0.6397(3) 0.0722(6) 0.30208(16) 0.0425(13) Uani d . . . 1.0 . . H H37 0.6211 -0.0105 0.3196 0.051 Uiso calc U . R 1.0 . . C C38 0.6088(3) 0.0948(6) 0.25458(15) 0.0352(11) Uani d . . . 1.0 . . H H38 0.5707 0.0262 0.2393 0.042 Uiso calc U . R 1.0 . . O O1 0.8173(3) 0.8191(8) -0.0846(2) 0.092(2) Uani d U P D 0.776(3) A 1 O O2 1.1286(2) 0.9152(6) -0.02659(16) 0.0496(12) Uani d U P D 0.776(3) A 1 C C39 0.8894(4) 0.6391(11) -0.0064(3) 0.0305(18) Uani d U P D 0.776(3) A 1 C C40 0.9224(4) 0.5872(10) 0.0387(3) 0.0280(18) Uani d U P D 0.776(3) A 1 C C41 1.0009(6) 0.6302(14) 0.0569(3) 0.0363(16) Uani d U P D 0.776(3) A 1 H H41 1.0239 0.5933 0.0869 0.044 Uiso calc U P R 0.776(3) A 1 C C42 1.0437(6) 0.7273(15) 0.0300(3) 0.0373(19) Uani d U P D 0.776(3) A 1 H H42 1.0972 0.7538 0.0413 0.045 Uiso calc U P R 0.776(3) A 1 C C43 1.0088(6) 0.7872(15) -0.0136(3) 0.0373(16) Uani d U P D 0.776(3) A 1 C C44 0.9319(6) 0.7471(13) -0.0312(3) 0.0389(19) Uani d U P D 0.776(3) A 1 C C45 0.8905(4) 0.8250(10) -0.0749(3) 0.059(2) Uani d U P D 0.776(3) A 1 C C46 0.9428(4) 0.9189(9) -0.1030(2) 0.0557(19) Uani d U P D 0.776(3) A 1 C C47 0.9055(6) 0.9833(15) -0.1458(4) 0.082(3) Uani d U P D 0.776(3) A 1 H H47 0.8515 0.9595 -0.1568 0.098 Uiso calc U P R 0.776(3) A 1 C C48 0.9497(5) 1.0817(12) -0.1711(3) 0.074(3) Uani d U P D 0.776(3) A 1 H H48 0.9249 1.1299 -0.199 0.089 Uiso calc U P R 0.776(3) A 1 C C49 1.0293(5) 1.1106(10) -0.1562(3) 0.0495(18) Uani d U P D 0.776(3) A 1 H H49 1.0591 1.1775 -0.1742 0.059 Uiso calc U P R 0.776(3) A 1 C C50 1.0668(7) 1.0412(15) -0.1144(4) 0.047(2) Uani d U P D 0.776(3) A 1 H H50 1.1224 1.0567 -0.1052 0.056 Uiso calc U P R 0.776(3) A 1 C C51 1.0219(4) 0.9506(7) -0.0871(2) 0.0411(14) Uani d U P D 0.776(3) A 1 C C52 1.0586(3) 0.8876(8) -0.0413(2) 0.0401(14) Uani d U P D 0.776(3) A 1 O O1A 1.0192(7) 0.4351(15) 0.1231(4) 0.036(3) Uani d U P D 0.224(3) A 2 O O2A 1.1630(7) 0.8910(15) 0.0398(5) 0.037(3) Uani d U P D 0.224(3) A 2 C C39A 0.9318(13) 0.564(3) 0.0385(9) 0.026(4) Uani d U P DG 0.224(3) A 2 C C40A 0.9019(11) 0.617(3) -0.0063(10) 0.027(4) Uani d U P DG 0.224(3) A 2 C C41A 0.9434(17) 0.728(4) -0.0288(9) 0.037(4) Uani d U P DG 0.224(3) A 2 H H41A 0.923 0.7642 -0.0595 0.045 Uiso calc U P R 0.224(3) A 2 C C42A 1.015(2) 0.786(5) -0.0066(11) 0.037(4) Uani d U P DG 0.224(3) A 2 H H42A 1.0432 0.8619 -0.022 0.044 Uiso calc U P R 0.224(3) A 2 C C43A 1.0447(19) 0.733(5) 0.0382(11) 0.034(4) Uani d U P DG 0.224(3) A 2 C C44A 1.0032(17) 0.622(4) 0.0608(8) 0.032(4) Uani d U P DG 0.224(3) A 2 C C45A 1.0440(9) 0.5525(19) 0.1071(5) 0.030(3) Uani d U P D 0.224(3) A 2 C C46A 1.1191(7) 0.6245(15) 0.1316(4) 0.035(3) Uani d U P DG 0.224(3) A 2 C C47A 1.1464(9) 0.5855(17) 0.1782(4) 0.037(4) Uani d U P DG 0.224(3) A 2 H H47A 1.1215 0.505 0.1936 0.044 Uiso calc U P R 0.224(3) A 2 C C48A 1.2101(10) 0.664(2) 0.2023(4) 0.053(6) Uani d U P DG 0.224(3) A 2 H H48A 1.2288 0.6375 0.2341 0.063 Uiso calc U P R 0.224(3) A 2 C C49A 1.2465(10) 0.782(2) 0.1797(5) 0.057(5) Uani d U P DG 0.224(3) A 2 H H49A 1.29 0.8358 0.1962 0.068 Uiso calc U P R 0.224(3) A 2 C C50A 1.2191(9) 0.8210(18) 0.1331(5) 0.046(5) Uani d U P DG 0.224(3) A 2 H H50A 1.244 0.9015 0.1177 0.055 Uiso calc U P R 0.224(3) A 2 C C51A 1.1554(8) 0.7423(16) 0.1090(4) 0.033(3) Uani d U P DG 0.224(3) A 2 C C52A 1.1256(9) 0.7936(19) 0.0602(5) 0.030(3) Uani d U P D 0.224(3) A 2 C C53 1.1846(8) 0.564(2) 0.1483(6) 0.082(4) Uani d U P D 0.395(3) B 3 H H53A 1.217 0.4872 0.1331 0.098 Uiso calc U P R 0.395(3) B 3 H H53B 1.1658 0.6398 0.1239 0.098 Uiso calc U P R 0.395(3) B 3 Cl Cl1 1.1029(4) 0.4762(9) 0.1692(2) 0.114(2) Uani d U P D 0.395(3) B 3 Cl Cl2 1.2428(4) 0.6505(10) 0.1935(3) 0.112(2) Uani d U P D 0.395(3) B 3 C C53A 1.238(4) 0.775(4) 0.1992(8) 0.132(9) Uani d U P D 0.184(3) C 4 H H53C 1.2954 0.7992 0.2074 0.158 Uiso calc U P R 0.184(3) C 4 H H53D 1.2049 0.8548 0.2123 0.158 Uiso calc U P R 0.184(3) C 4 Cl Cl1A 1.2152(7) 0.7581(16) 0.1378(4) 0.098(4) Uani d U P D 0.184(3) C 4 Cl Cl2A 1.2149(13) 0.598(3) 0.2206(8) 0.154(6) Uani d U P D 0.184(3) C 4 C C54 1.028(3) 1.076(11) -0.1545(18) 0.201(15) Uani d U P D 0.200(3) D 5 H H54A 1.0206 1.1866 -0.1598 0.241 Uiso calc U P R 0.200(3) D 5 H H54B 1.0568 1.0352 -0.1807 0.241 Uiso calc U P R 0.200(3) D 5 Cl Cl3 0.9355(15) 0.990(5) -0.1556(9) 0.233(12) Uani d U P D 0.200(3) D 5 Cl Cl4 1.0855(12) 1.047(3) -0.1004(8) 0.155(8) Uani d U P D 0.200(3) D 5 C C54A 1.163(3) 0.575(4) 0.1982(12) 0.129(7) Uani d U P D 0.220(3) E 6 H H54C 1.1122 0.5971 0.2119 0.155 Uiso calc U P R 0.220(3) E 6 H H54D 1.1769 0.6648 0.1798 0.155 Uiso calc U P R 0.220(3) E 6 Cl Cl3A 1.1475(9) 0.424(2) 0.1601(5) 0.147(5) Uani d U P D 0.220(3) E 6 Cl Cl4A 1.2378(14) 0.546(3) 0.2443(8) 0.224(8) Uani d U P D 0.220(3) E 6 N N1 0.5035(2) 0.2256(4) -0.10623(12) 0.0324(9) Uani d . . . 1.0 . . N N2 0.6013(2) 0.2442(4) 0.18134(11) 0.0302(9) Uani d . . . 1.0 . . N N3 0.8242(2) 0.5700(5) -0.02795(12) 0.0336(9) Uani d . . D 1.0 . . N N4 0.8786(2) 0.4951(4) 0.06585(12) 0.0297(9) Uani d . . D 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 0.035(2) 0.027(3) 0.028(2) 0.011(2) -0.0088(19) 0.0031(19) C2 0.048(3) 0.025(3) 0.030(2) 0.005(2) -0.007(2) -0.0013(19) C3 0.060(3) 0.031(3) 0.030(2) 0.014(2) 0.001(2) 0.004(2) C4 0.050(3) 0.034(3) 0.041(3) 0.010(2) 0.006(2) 0.011(2) C5 0.041(3) 0.026(3) 0.042(3) 0.002(2) -0.005(2) 0.003(2) C6 0.038(3) 0.028(3) 0.030(2) 0.004(2) -0.006(2) -0.0002(19) C7 0.059(3) 0.030(3) 0.024(2) -0.004(2) -0.007(2) -0.0001(19) C8 0.054(3) 0.027(3) 0.036(3) -0.003(2) -0.016(2) -0.003(2) C9 0.079(4) 0.026(3) 0.036(3) -0.011(3) -0.029(3) 0.004(2) C10 0.095(5) 0.047(4) 0.026(3) -0.009(3) -0.002(3) 0.001(2) C11 0.087(4) 0.047(4) 0.032(3) 0.004(3) 0.007(3) -0.002(2) C12 0.057(3) 0.038(3) 0.033(3) 0.005(2) -0.003(2) -0.001(2) C13 0.036(2) 0.033(3) 0.024(2) 0.002(2) -0.0066(19) 0.0006(19) C14 0.033(2) 0.035(3) 0.028(2) 0.008(2) -0.0020(19) 0.006(2) C15 0.032(2) 0.025(3) 0.030(2) 0.0023(19) 0.0041(19) -0.0003(19) C16 0.029(2) 0.030(3) 0.028(2) -0.0005(19) -0.0029(18) 0.0000(19) C17 0.043(3) 0.032(3) 0.028(2) 0.003(2) -0.012(2) 0.000(2) C18 0.046(3) 0.025(3) 0.032(2) 0.000(2) -0.011(2) 0.000(2) C19 0.031(2) 0.024(3) 0.027(2) 0.0025(19) -0.0013(18) -0.0031(18) C20 0.026(2) 0.023(2) 0.026(2) 0.0003(18) -0.0032(17) -0.0048(18) C21 0.030(2) 0.023(3) 0.029(2) 0.0028(18) -0.0052(18) -0.0035(18) C22 0.031(2) 0.024(2) 0.028(2) 0.0012(19) -0.0067(18) -0.0022(18) C23 0.027(2) 0.024(3) 0.027(2) 0.0042(18) -0.0103(18) 0.0035(18) C24 0.031(2) 0.026(3) 0.025(2) -0.0039(19) -0.0059(18) -0.0042(18) C25 0.025(2) 0.026(3) 0.029(2) 0.0034(18) -0.0072(18) 0.0017(18) C26 0.025(2) 0.030(3) 0.028(2) 0.0051(19) -0.0071(18) 0.0016(19) C27 0.029(2) 0.030(3) 0.028(2) -0.0003(19) -0.0077(18) 0.0109(19) C28 0.032(2) 0.031(3) 0.037(2) -0.002(2) -0.008(2) 0.003(2) C29 0.040(3) 0.036(3) 0.040(3) -0.007(2) -0.012(2) 0.010(2) C30 0.029(3) 0.062(4) 0.051(3) -0.003(3) -0.006(2) 0.025(3) C31 0.032(3) 0.073(4) 0.038(3) 0.008(3) 0.003(2) 0.011(3) C32 0.031(2) 0.052(3) 0.031(2) 0.004(2) -0.002(2) 0.005(2) C33 0.032(2) 0.037(3) 0.022(2) 0.004(2) -0.0031(18) -0.0009(19) C34 0.035(2) 0.036(3) 0.026(2) -0.002(2) -0.0079(19) 0.001(2) C35 0.044(3) 0.042(3) 0.038(3) 0.002(2) -0.015(2) -0.001(2) C36 0.053(3) 0.048(4) 0.031(2) 0.003(3) -0.012(2) 0.006(2) C37 0.050(3) 0.038(3) 0.037(3) 0.007(2) -0.006(2) 0.011(2) C38 0.040(3) 0.030(3) 0.034(2) 0.003(2) -0.005(2) 0.008(2) O1 0.054(3) 0.109(5) 0.107(4) -0.040(3) -0.024(3) 0.062(4) O2 0.037(2) 0.046(3) 0.066(3) -0.011(2) 0.006(2) -0.005(2) C39 0.028(3) 0.027(4) 0.037(3) 0.002(3) 0.005(2) -0.003(3) C40 0.026(3) 0.023(4) 0.036(3) 0.001(3) 0.007(2) -0.013(2) C41 0.030(3) 0.031(4) 0.048(3) -0.001(3) 0.002(3) -0.011(3) C42 0.026(3) 0.035(4) 0.052(4) 0.002(3) 0.008(3) -0.009(3) C43 0.035(3) 0.031(3) 0.048(4) 0.002(3) 0.010(3) -0.006(3) C44 0.036(3) 0.036(4) 0.045(3) 0.000(3) 0.009(2) -0.001(3) C45 0.051(3) 0.065(5) 0.057(4) -0.027(3) -0.009(3) 0.018(3) C46 0.053(3) 0.058(4) 0.055(3) -0.021(3) 0.001(3) 0.014(3) C47 0.078(5) 0.102(7) 0.061(4) -0.036(5) -0.009(4) 0.031(5) C48 0.083(4) 0.075(6) 0.060(4) -0.031(4) -0.006(4) 0.025(4) C49 0.065(4) 0.042(4) 0.045(3) -0.008(3) 0.020(3) 0.003(3) C50 0.047(4) 0.046(5) 0.049(4) -0.005(3) 0.018(3) -0.003(3) C51 0.044(3) 0.032(3) 0.047(3) -0.009(2) 0.008(2) -0.006(2) C52 0.032(3) 0.034(3) 0.056(3) -0.003(2) 0.010(2) -0.008(3) O1A 0.037(7) 0.035(6) 0.034(6) 0.001(5) -0.008(5) -0.002(5) O2A 0.025(6) 0.037(7) 0.051(7) 0.004(5) 0.013(5) -0.014(5) C39A 0.024(6) 0.017(7) 0.038(6) 0.010(5) 0.004(5) -0.006(5) C40A 0.027(6) 0.018(7) 0.037(6) 0.003(6) 0.003(5) -0.006(5) C41A 0.035(6) 0.030(7) 0.047(6) 0.001(6) 0.007(5) -0.001(5) C42A 0.032(6) 0.031(7) 0.048(6) -0.001(5) 0.007(5) -0.004(5) C43A 0.028(5) 0.031(6) 0.045(6) 0.005(5) 0.006(4) -0.006(5) C44A 0.026(5) 0.029(6) 0.042(5) 0.004(5) 0.002(4) -0.006(5) C45A 0.024(5) 0.027(6) 0.040(5) 0.007(4) 0.002(4) -0.008(4) C46A 0.025(6) 0.036(6) 0.043(6) 0.007(5) 0.004(4) -0.013(5) C47A 0.027(7) 0.042(8) 0.040(6) -0.001(6) 0.000(5) -0.014(5) C48A 0.042(9) 0.059(10) 0.054(8) -0.008(8) -0.005(6) -0.017(7) C49A 0.046(8) 0.064(10) 0.059(8) -0.007(8) -0.002(6) -0.012(7) C50A 0.029(8) 0.054(9) 0.054(7) 0.000(7) 0.004(6) -0.018(6) C51A 0.021(6) 0.034(6) 0.045(5) 0.007(5) 0.008(4) -0.016(4) C52A 0.023(5) 0.028(6) 0.042(5) 0.008(4) 0.013(4) -0.017(4) C53 0.082(7) 0.100(9) 0.067(7) 0.016(7) 0.020(6) 0.011(7) Cl1 0.114(5) 0.138(6) 0.091(4) 0.003(4) 0.013(3) 0.069(4) Cl2 0.070(3) 0.150(6) 0.112(4) 0.029(4) -0.001(3) -0.010(4) C53A 0.120(16) 0.162(14) 0.113(11) 0.044(12) 0.011(10) -0.002(9) Cl1A 0.083(7) 0.105(9) 0.104(7) 0.051(6) 0.000(6) -0.016(6) Cl2A 0.129(12) 0.187(12) 0.152(12) 0.068(9) 0.038(10) 0.035(10) C54 0.214(18) 0.20(2) 0.201(18) 0.038(15) 0.076(13) 0.023(14) Cl3 0.239(17) 0.28(2) 0.195(19) 0.000(15) 0.087(13) -0.007(17) Cl4 0.173(14) 0.128(14) 0.185(16) 0.052(11) 0.114(11) 0.020(12) C54A 0.119(12) 0.160(11) 0.115(10) 0.021(10) 0.043(9) 0.023(9) Cl3A 0.118(9) 0.195(12) 0.131(9) 0.050(9) 0.021(8) 0.014(8) Cl4A 0.229(14) 0.244(16) 0.192(12) 0.072(12) -0.015(11) -0.012(12) N1 0.037(2) 0.035(2) 0.0239(18) -0.0031(17) -0.0070(16) 0.0014(16) N2 0.0263(19) 0.041(2) 0.0220(18) -0.0002(16) -0.0046(15) 0.0045(16) N3 0.034(2) 0.034(2) 0.033(2) -0.0015(18) 0.0009(16) 0.0001(17) N4 0.032(2) 0.020(2) 0.036(2) -0.0011(16) -0.0027(16) -0.0021(16) 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' Cl Cl 0.1484 0.1585 '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 C6 C1 C2 . . 118.5(4) C6 C1 N1 . . 120.8(4) C2 C1 N1 . . 120.6(4) C3 C2 C1 . . 120.2(4) C2 C3 C4 . . 121.1(4) C5 C4 C3 . . 119.1(5) C4 C5 C6 . . 120.3(5) C1 C6 C5 . . 120.7(4) C8 C7 C12 . . 119.5(4) C8 C7 N1 . . 122.6(4) C12 C7 N1 . . 117.8(4) C7 C8 C9 . . 118.8(5) C10 C9 C8 . . 121.7(5) C9 C10 C11 . . 119.1(5) C12 C11 C10 . . 120.2(5) C11 C12 C7 . . 120.6(5) C14 C13 C18 . . 119.8(4) C14 C13 N1 . . 120.3(4) C18 C13 N1 . . 119.9(4) C13 C14 C15 . . 119.6(4) C16 C15 C14 . . 121.4(4) C15 C16 C17 . . 118.0(4) C15 C16 C19 . . 118.0(4) C17 C16 C19 . . 124.0(4) C18 C17 C16 . . 121.1(4) C17 C18 C13 . . 120.0(4) N3 C19 C20 . . 119.9(4) N3 C19 C16 . . 116.4(4) C20 C19 C16 . . 123.8(4) N4 C20 C19 . . 120.1(4) N4 C20 C21 . . 116.6(3) C19 C20 C21 . . 123.1(3) C22 C21 C26 . . 117.5(4) C22 C21 C20 . . 121.7(4) C26 C21 C20 . . 120.6(4) C23 C22 C21 . . 121.3(4) C22 C23 C24 . . 121.4(4) N2 C24 C23 . . 121.8(4) N2 C24 C25 . . 120.9(4) C23 C24 C25 . . 117.3(4) C26 C25 C24 . . 120.9(4) C25 C26 C21 . . 121.5(4) C28 C27 C32 . . 119.9(4) C28 C27 N2 . . 121.2(4) C32 C27 N2 . . 118.9(4) C27 C28 C29 . . 119.6(5) C30 C29 C28 . . 120.8(5) C29 C30 C31 . . 119.6(4) C32 C31 C30 . . 120.1(5) C31 C32 C27 . . 119.9(4) C38 C33 C34 . . 120.3(4) C38 C33 N2 . . 118.8(4) C34 C33 N2 . . 120.9(4) C35 C34 C33 . . 119.3(5) C34 C35 C36 . . 121.3(5) C37 C36 C35 . . 119.7(4) C36 C37 C38 . . 120.3(5) C33 C38 C37 . . 119.0(4) N3 C39 C40 . . 119.3(7) N3 C39 C44 . . 120.6(7) C40 C39 C44 . . 119.5(5) N4 C40 C39 . . 120.6(6) N4 C40 C41 . . 119.0(7) C39 C40 C41 . . 120.3(5) C42 C41 C40 . . 118.7(6) C41 C42 C43 . . 121.1(6) C44 C43 C42 . . 120.3(5) C44 C43 C52 . . 121.2(7) C42 C43 C52 . . 118.4(7) C43 C44 C39 . . 119.7(6) C43 C44 C45 . . 120.6(7) C39 C44 C45 . . 119.6(7) O1 C45 C46 . . 122.0(6) O1 C45 C44 . . 121.8(6) C46 C45 C44 . . 116.0(6) C51 C46 C47 . . 121.2(6) C51 C46 C45 . . 122.4(6) C47 C46 C45 . . 116.3(6) C48 C47 C46 . . 118.5(8) C49 C48 C47 . . 120.7(8) C48 C49 C50 . . 120.4(7) C51 C50 C49 . . 119.4(8) C46 C51 C50 . . 119.7(6) C46 C51 C52 . . 120.3(5) C50 C51 C52 . . 120.0(6) O2 C52 C51 . . 121.1(6) O2 C52 C43 . . 120.6(6) C51 C52 C43 . . 118.4(6) N4 C39A C40A . . 117.6(18) N4 C39A C44A . . 119.1(18) C40A C39A C44A . . 120.0 C39A C40A C41A . . 120.0 C39A C40A N3 . . 120.9(18) C41A C40A N3 . . 118.8(18) C40A C41A C42A . . 120.0 C41A C42A C43A . . 120.0 C44A C43A C42A . . 120.0 C44A C43A C52A . . 121.6(16) C42A C43A C52A . . 118.3(16) C43A C44A C39A . . 120.0 C43A C44A C45A . . 118.1(15) C39A C44A C45A . . 121.4(16) O1A C45A C46A . . 119.3(12) O1A C45A C44A . . 121.0(14) C46A C45A C44A . . 119.6(12) C47A C46A C51A . . 120.0 C47A C46A C45A . . 120.3(9) C51A C46A C45A . . 119.3(9) C46A C47A C48A . . 120.0 C49A C48A C47A . . 120.0 C50A C49A C48A . . 120.0 C49A C50A C51A . . 120.0 C50A C51A C46A . . 120.0 C50A C51A C52A . . 117.9(9) C46A C51A C52A . . 122.0(9) O2A C52A C51A . . 120.2(13) O2A C52A C43A . . 121.5(14) C51A C52A C43A . . 118.0(13) Cl2 C53 Cl1 . . 111.0(10) Cl2A C53A Cl1A . . 103.6(18) Cl3 C54 Cl4 . . 111.(2) Cl3A C54A Cl4A . . 114.(2) C1 N1 C13 . . 119.4(3) C1 N1 C7 . . 121.2(3) C13 N1 C7 . . 117.2(4) C24 N2 C27 . . 122.9(3) C24 N2 C33 . . 119.7(3) C27 N2 C33 . . 116.8(3) C19 N3 C39 . . 120.0(5) C19 N3 C40A . . 117.7(11) C20 N4 C40 . . 117.3(5) C20 N4 C39A . . 120.7(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1 C6 . 1.384(6) C1 C2 . 1.416(6) C1 N1 . 1.425(6) C2 C3 . 1.372(7) C3 C4 . 1.403(7) C4 C5 . 1.375(7) C5 C6 . 1.407(6) C7 C8 . 1.381(7) C7 C12 . 1.397(7) C7 N1 . 1.445(5) C8 C9 . 1.399(7) C9 C10 . 1.367(8) C10 C11 . 1.386(8) C11 C12 . 1.375(6) C13 C14 . 1.378(6) C13 C18 . 1.394(6) C13 N1 . 1.426(5) C14 C15 . 1.393(6) C15 C16 . 1.385(6) C16 C17 . 1.398(6) C16 C19 . 1.472(6) C17 C18 . 1.376(6) C19 N3 . 1.308(5) C19 C20 . 1.456(6) C20 N4 . 1.327(5) C20 C21 . 1.465(6) C21 C22 . 1.403(6) C21 C26 . 1.404(6) C22 C23 . 1.377(6) C23 C24 . 1.404(6) C24 N2 . 1.388(5) C24 C25 . 1.412(6) C25 C26 . 1.380(6) C27 C28 . 1.378(6) C27 C32 . 1.388(6) C27 N2 . 1.434(5) C28 C29 . 1.392(6) C29 C30 . 1.358(7) C30 C31 . 1.394(7) C31 C32 . 1.376(6) C33 C38 . 1.392(6) C33 C34 . 1.392(6) C33 N2 . 1.444(5) C34 C35 . 1.370(6) C35 C36 . 1.380(7) C36 C37 . 1.377(7) C37 C38 . 1.399(6) O1 C45 . 1.229(8) O2 C52 . 1.227(7) C39 N3 . 1.340(7) C39 C40 . 1.408(7) C39 C44 . 1.416(8) C40 N4 . 1.378(7) C40 C41 . 1.412(7) C41 C42 . 1.389(8) C42 C43 . 1.409(8) C43 C44 . 1.377(8) C43 C52 . 1.488(9) C44 C45 . 1.514(10) C45 C46 . 1.491(9) C46 C51 . 1.383(8) C46 C47 . 1.419(10) C47 C48 . 1.385(11) C48 C49 . 1.380(10) C49 C50 . 1.417(11) C50 C51 . 1.384(11) C51 C52 . 1.481(9) O1A C45A . 1.218(15) O2A C52A . 1.237(15) C39A N4 . 1.379(14) C39A C40A . 1.39 C39A C44A . 1.39 C40A C41A . 1.39 C40A N3 . 1.441(11) C41A C42A . 1.39 C42A C43A . 1.39 C43A C44A . 1.39 C43A C52A . 1.526(14) C44A C45A . 1.540(17) C45A C46A . 1.510(14) C46A C47A . 1.39 C46A C51A . 1.39 C47A C48A . 1.39 C48A C49A . 1.39 C49A C50A . 1.39 C50A C51A . 1.39 C51A C52A . 1.485(14) C53 Cl2 . 1.703(14) C53 Cl1 . 1.726(14) C53A Cl2A . 1.733(19) C53A Cl1A . 1.741(19) C54 Cl3 . 1.722(19) C54 Cl4 . 1.736(19) C54A Cl3A . 1.708(19) C54A Cl4A . 1.731(19)