#------------------------------------------------------------------------------ #$Date: 2020-10-06 10:12:07 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257326 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/78/1557875.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_1557875 loop_ _publ_author_name 'Yan, Chenting' 'Takeshita, Masato' 'Nakatsuji, Jun-ya' 'Kurosaki, Akihiro' 'Sato, Kaoko' 'Shang, Rong' 'Nakamoto, Masaaki' 'Yamamoto, Yohsuke' 'Adachi, Yohei' 'Furukawa, Ko' 'Kishi, Ryohei' 'Nakano, Masayoshi' _publ_section_title ; Synthesis and properties of hypervalent electron-rich pentacoordinate nitrogen compounds ; _journal_issue 19 _journal_name_full 'Chemical Science' _journal_page_first 5082 _journal_page_last 5088 _journal_paper_doi 10.1039/D0SC00002G _journal_volume 11 _journal_year 2020 _chemical_formula_sum 'C30 H33 Cl2 N O4' _chemical_formula_weight 542.47 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-08-05 deposited with the CCDC. 2020-04-13 downloaded from the CCDC. ; _cell_angle_alpha 97.047(3) _cell_angle_beta 105.059(3) _cell_angle_gamma 102.364(3) _cell_formula_units_Z 4 _cell_length_a 11.840(2) _cell_length_b 14.543(3) _cell_length_c 18.231(3) _cell_measurement_reflns_used 2083 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 22.02 _cell_measurement_theta_min 2.21 _cell_volume 2907.7(9) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution SIR-2004 _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.978 _diffrn_measured_fraction_theta_max 0.978 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_unetI/netI 0.0994 _diffrn_reflns_Laue_measured_fraction_full 0.978 _diffrn_reflns_Laue_measured_fraction_max 0.978 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 14070 _diffrn_reflns_point_group_measured_fraction_full 0.978 _diffrn_reflns_point_group_measured_fraction_max 0.978 _diffrn_reflns_theta_full 25.073 _diffrn_reflns_theta_max 25.073 _diffrn_reflns_theta_min 1.843 _exptl_absorpt_coefficient_mu 0.257 _exptl_absorpt_correction_T_max 0.9898 _exptl_absorpt_correction_T_min 0.7932 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1144 _exptl_crystal_size_max 0.110 _exptl_crystal_size_mid 0.090 _exptl_crystal_size_min 0.040 _refine_diff_density_max 0.434 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.050 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.782 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 689 _refine_ls_number_reflns 10099 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.782 _refine_ls_R_factor_all 0.1323 _refine_ls_R_factor_gt 0.0610 _refine_ls_shift/su_max 0.055 _refine_ls_shift/su_mean 0.002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1575P)^2^+2.5272P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1674 _refine_ls_wR_factor_ref 0.2302 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5356 _reflns_number_total 10099 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0sc00002g2.cif _cod_data_source_block 2iPr_a _cod_depositor_comments ;Adding full bibliography for 1557869--1557876.cif. Adding full bibliography for 1557869--1557876.cif. ; _cod_original_cell_volume 2907.6(9) _cod_database_code 1557875 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.972 _shelx_estimated_absorpt_t_max 0.990 _shelx_res_file ; 1001.res created by SHELXL-2014/7 TITL 1001 REM Yadorkari-X generated CELL 0.71073 11.8398 14.5426 18.2312 97.0470 105.0590 102.3640 ZERR 4.0 0.0022 0.0027 0.0034 0.0030 0.0030 0.0030 LATT 1 REM SPGR P-1 triclinic SFAC C H N O Cl UNIT 120 132 4 16 8 LIST 6 ! automatically inserted. Change 6 to 4 for CHECKCIF!! SIZE 0.11 0.04 0.09 TEMP -100.0 L.S. 10 FMAP 2 PLAN -25 ACTA CONF HTAB WPDB -1 RTAB ydkr O2 N2 RTAB ydkr N2 O7 RTAB ydkr N3 O4 RTAB ydkr N3 O8 WGHT 0.157500 2.527200 FVAR 0.14086 0.65802 CL1 5 0.317160 -0.166092 0.635551 11.00000 0.06730 0.04375 = 0.11902 0.02219 0.02062 0.02467 CL2 5 -0.360641 0.190763 0.634670 11.00000 0.04609 0.09928 = 0.13313 -0.01878 0.03828 0.01050 CL3 5 -0.569203 0.752772 0.958652 11.00000 0.03770 0.07750 = 0.13299 -0.02569 0.03479 0.00345 CL4 5 0.371623 0.947065 1.187575 11.00000 0.03969 0.14947 = 0.05581 -0.02413 -0.00881 0.01408 O1 4 0.164582 0.420377 0.792634 11.00000 0.05237 0.03422 = 0.03184 0.00433 0.02044 0.01246 O2 4 0.128911 0.160055 0.481039 11.00000 0.03742 0.04423 = 0.03882 -0.01142 0.00517 0.00008 O3 4 0.324272 0.197402 0.485483 11.00000 0.04215 0.04095 = 0.05193 -0.01675 0.02105 0.00071 O4 4 -0.151767 0.562017 0.947105 11.00000 0.05505 0.05056 = 0.02831 0.00117 0.00754 0.00074 O5 4 0.178351 0.888488 0.860451 11.00000 0.04293 0.03106 = 0.05900 0.00135 0.01431 -0.00288 O6 4 -0.293027 0.495223 0.833677 11.00000 0.03801 0.04062 = 0.03311 0.00471 0.00826 -0.00107 O7 4 0.214037 0.281352 0.806980 11.00000 0.06831 0.03820 = 0.03831 0.00939 0.02291 0.01402 O8 4 0.007379 0.927292 0.863162 11.00000 0.06641 0.03658 = 0.09752 -0.01089 0.01968 0.01632 N2 3 0.141890 0.186214 0.642904 11.00000 0.03564 0.02585 = 0.04012 0.00129 0.01555 0.00303 N3 3 -0.078569 0.761455 0.934480 11.00000 0.03165 0.03318 = 0.03444 -0.01058 0.01151 0.00402 C1 1 0.311677 0.442317 0.696021 11.00000 0.03278 0.02642 = 0.02770 -0.00451 0.00675 0.00614 AFIX 43 H1 2 0.322533 0.496052 0.734861 11.00000 -1.20000 AFIX 0 C4 1 -0.050238 0.623643 0.722603 11.00000 0.03093 0.02935 = 0.02582 -0.00115 0.00554 0.00884 C5 1 0.365903 0.455449 0.637378 11.00000 0.02842 0.03246 = 0.02384 0.00112 0.00529 0.00597 C6 1 0.342455 0.374093 0.579908 11.00000 0.03150 0.03305 = 0.02614 0.00098 0.00965 0.00473 AFIX 43 H6 2 0.379489 0.379182 0.539669 11.00000 -1.20000 AFIX 0 C7 1 0.242620 0.354185 0.700028 11.00000 0.02602 0.03214 = 0.02577 0.00013 0.00576 0.00380 C8 1 -0.036652 0.576439 0.645780 11.00000 0.04117 0.03317 = 0.02901 0.00172 0.01006 0.01282 C9 1 0.216982 0.274672 0.640866 11.00000 0.02687 0.02664 = 0.03319 0.00114 0.00792 0.00341 C10 1 0.267325 0.286858 0.579893 11.00000 0.02922 0.02740 = 0.02953 -0.00329 0.00672 0.00420 C11 1 0.027117 0.804754 0.995966 11.00000 0.02907 0.03424 = 0.03029 0.00085 0.00881 0.00588 C12 1 0.001218 0.764550 0.823281 11.00000 0.03297 0.02752 = 0.04017 -0.00099 0.00920 0.00754 C14 1 -0.122620 0.575740 0.761772 11.00000 0.03191 0.03034 = 0.02840 -0.00196 0.00359 0.00573 AFIX 43 H14 2 -0.168501 0.511640 0.739886 11.00000 -1.20000 AFIX 0 C15 1 0.445259 0.551516 0.633894 11.00000 0.03333 0.03093 = 0.03521 -0.00145 0.00946 -0.00280 C16 1 0.062132 0.869163 0.851107 11.00000 0.04478 0.02830 = 0.03445 -0.00486 0.00851 0.00335 C17 1 -0.130286 0.618886 0.832690 11.00000 0.02798 0.03238 = 0.03231 -0.00100 0.00900 0.00486 C18 1 0.013404 0.718713 0.755286 11.00000 0.03223 0.02886 = 0.03606 0.00229 0.01118 0.00524 AFIX 43 H18 2 0.065976 0.752659 0.730587 11.00000 -1.20000 AFIX 0 C19 1 0.231010 0.207296 0.511094 11.00000 0.03902 0.02879 = 0.03048 0.00079 0.01000 0.00790 C20 1 0.204437 0.344978 0.771614 11.00000 0.03575 0.03218 = 0.03491 0.00225 0.01242 0.00663 C21 1 0.183551 0.102556 0.638794 11.00000 0.03614 0.03170 = 0.02754 0.00474 0.00724 0.00227 C22 1 -0.221781 0.752394 1.009943 11.00000 0.04338 0.03220 = 0.04809 -0.00279 0.01869 0.00460 AFIX 43 H22 2 -0.160886 0.746571 1.053490 11.00000 -1.20000 AFIX 0 C23 1 0.306844 0.108594 0.662665 11.00000 0.03267 0.03383 = 0.04307 0.00797 0.00219 -0.00094 AFIX 43 H23 2 0.363307 0.169541 0.681415 11.00000 -1.20000 AFIX 0 C24 1 -0.282353 0.775759 0.879290 11.00000 0.04007 0.05386 = 0.03465 -0.01559 0.00309 0.01250 AFIX 43 H24 2 -0.263970 0.786105 0.832770 11.00000 -1.20000 AFIX 0 C25 1 -0.193789 0.763719 0.941139 11.00000 0.02968 0.03006 = 0.03842 -0.01039 0.00849 0.00041 C26 1 -0.191010 0.557775 0.879108 11.00000 0.03756 0.03026 = 0.03149 -0.00390 0.00721 0.00569 C27 1 0.135684 0.427623 0.866941 11.00000 0.05724 0.03975 = 0.02722 0.00551 0.02025 0.01627 AFIX 13 H27 2 0.191467 0.400577 0.904397 11.00000 -1.20000 AFIX 0 C28 1 -0.069736 0.715077 0.863593 11.00000 0.02893 0.03525 = 0.03344 -0.00232 0.00923 0.00956 C29 1 0.020254 0.183566 0.640206 11.00000 0.03727 0.02998 = 0.03754 -0.00698 0.01178 0.00112 C30 1 -0.047406 0.224817 0.585988 11.00000 0.04004 0.03793 = 0.05536 0.00023 0.01690 0.00756 AFIX 43 H30 2 -0.012874 0.252587 0.549728 11.00000 -1.20000 AFIX 0 C31 1 0.036603 0.889040 1.045382 11.00000 0.03336 0.04365 = 0.03970 -0.00822 0.00931 0.00906 AFIX 43 H31 2 -0.029766 0.917350 1.038295 11.00000 -1.20000 AFIX 0 C32 1 0.102955 0.012305 0.610470 11.00000 0.03197 0.03152 = 0.04069 -0.00445 0.00461 0.00114 AFIX 43 H32 2 0.018677 0.007055 0.591564 11.00000 -1.20000 AFIX 0 C33 1 0.297452 0.118800 0.418815 11.00000 0.05850 0.04287 = 0.05837 -0.02578 0.02622 0.00131 AFIX 13 H33 2 0.232719 0.064606 0.422939 11.00000 -1.20000 AFIX 0 C34 1 0.230136 0.807654 1.066236 11.00000 0.04002 0.07285 = 0.03906 0.00768 0.01187 0.02652 AFIX 43 H34 2 0.296995 0.779904 1.073463 11.00000 -1.20000 AFIX 0 C35 1 -0.164995 0.226069 0.583994 11.00000 0.03992 0.03968 = 0.07087 -0.00861 0.01007 0.00961 AFIX 43 H35 2 -0.210880 0.254579 0.546725 11.00000 -1.20000 AFIX 0 C36 1 0.125132 0.764722 1.007837 11.00000 0.04522 0.04378 = 0.03473 0.00156 0.01370 0.01869 AFIX 43 H36 2 0.119573 0.706789 0.975118 11.00000 -1.20000 AFIX 0 C37 1 0.266331 -0.061425 0.634344 11.00000 0.05030 0.03702 = 0.05190 0.01009 0.01047 0.01091 C38 1 0.157765 0.532822 0.895616 11.00000 0.06631 0.04268 = 0.03587 0.00268 0.02125 0.01291 AFIX 137 H38A 2 0.106831 0.559890 0.857134 11.00000 -1.50000 H38B 2 0.243119 0.564636 0.904069 11.00000 -1.50000 H38C 2 0.137792 0.542768 0.944405 11.00000 -1.50000 AFIX 0 C39 1 0.144117 -0.069311 0.609584 11.00000 0.04490 0.02630 = 0.04943 0.00006 0.00782 0.00087 AFIX 43 H39 2 0.088403 -0.130692 0.591972 11.00000 -1.20000 AFIX 0 C40 1 0.006999 0.372120 0.853004 11.00000 0.05434 0.05550 = 0.04846 0.01054 0.02559 0.01136 AFIX 137 H40A 2 -0.046700 0.394908 0.812737 11.00000 -1.50000 H40B 2 -0.015451 0.381446 0.900956 11.00000 -1.50000 H40C 2 -0.000752 0.303817 0.836234 11.00000 -1.50000 AFIX 0 C41 1 -0.336201 0.749534 1.015672 11.00000 0.04903 0.03838 = 0.05961 -0.00525 0.02980 0.00303 AFIX 43 H41 2 -0.354505 0.741430 1.062586 11.00000 -1.20000 AFIX 0 C42 1 -0.214133 0.185728 0.636381 11.00000 0.04428 0.05436 = 0.07536 -0.01108 0.02821 0.00304 C43 1 0.465726 0.628164 0.705585 11.00000 0.05970 0.03341 = 0.04480 -0.00626 0.01777 -0.01137 AFIX 137 H43A 2 0.516957 0.688629 0.701292 11.00000 -1.50000 H43B 2 0.505627 0.606863 0.752214 11.00000 -1.50000 H43C 2 0.387618 0.637773 0.708870 11.00000 -1.50000 AFIX 0 C44 1 0.141450 0.931478 1.104339 11.00000 0.04377 0.05607 = 0.04506 -0.01946 0.00609 0.01370 AFIX 43 H44 2 0.147151 0.988565 1.138147 11.00000 -1.20000 AFIX 0 C45 1 0.383760 0.587244 0.562881 11.00000 0.06220 0.03957 = 0.04204 0.00619 0.01032 -0.00438 AFIX 137 H45A 2 0.365689 0.538088 0.516641 11.00000 -1.50000 H45B 2 0.437629 0.646026 0.557980 11.00000 -1.50000 H45C 2 0.308338 0.600639 0.568269 11.00000 -1.50000 AFIX 0 C46 1 0.246726 0.989543 0.889281 11.00000 0.06471 0.03447 = 0.04638 0.00397 0.00269 -0.01269 C47 1 0.348085 0.025737 0.659245 11.00000 0.03270 0.04321 = 0.06288 0.01584 0.00533 0.00617 AFIX 43 H47 2 0.432402 0.030034 0.674141 11.00000 -1.20000 AFIX 0 C48 1 -0.397924 0.772842 0.884657 11.00000 0.03938 0.06715 = 0.05374 -0.02193 -0.00333 0.01734 AFIX 43 H48 2 -0.458779 0.780601 0.841970 11.00000 -1.20000 AFIX 0 C49 1 -0.031960 0.141423 0.691814 11.00000 0.03992 0.04452 = 0.05465 0.00216 0.01610 -0.00253 AFIX 43 H49 2 0.012600 0.111614 0.728649 11.00000 -1.20000 AFIX 0 C50 1 -0.427797 0.340044 0.808783 11.00000 0.06178 0.04183 = 0.05639 0.00149 0.01031 0.00105 AFIX 137 H50A 2 -0.487744 0.358167 0.768923 11.00000 -1.50000 H50B 2 -0.469096 0.290143 0.831331 11.00000 -1.50000 H50C 2 -0.371589 0.315576 0.785521 11.00000 -1.50000 AFIX 0 C51 1 0.097436 0.586946 0.654205 11.00000 0.05788 0.05984 = 0.04724 0.00274 0.02562 0.02080 AFIX 137 H51A 2 0.106511 0.556719 0.605719 11.00000 -1.50000 H51B 2 0.131877 0.555740 0.696189 11.00000 -1.50000 H51C 2 0.139988 0.655123 0.666114 11.00000 -1.50000 AFIX 0 C52 1 -0.089928 0.627531 0.581752 11.00000 0.06636 0.04897 = 0.03262 0.00527 0.01040 0.01761 AFIX 137 H52A 2 -0.085804 0.596131 0.532132 11.00000 -1.50000 H52B 2 -0.043559 0.694730 0.593320 11.00000 -1.50000 H52C 2 -0.174526 0.624440 0.578815 11.00000 -1.50000 AFIX 0 C53 1 -0.358894 0.426096 0.870857 11.00000 0.05175 0.03934 = 0.04814 0.01334 0.01453 0.00485 AFIX 13 H53 2 -0.299352 0.407048 0.912174 11.00000 -1.20000 AFIX 0 C54 1 -0.423239 0.758564 0.952627 11.00000 0.03735 0.04238 = 0.07264 -0.01947 0.02551 0.00025 C55 1 -0.101860 0.470144 0.623965 11.00000 0.07441 0.03555 = 0.03716 -0.00598 0.02038 0.00754 AFIX 137 H55A 2 -0.188351 0.462341 0.617623 11.00000 -1.50000 H55B 2 -0.068285 0.437219 0.664945 11.00000 -1.50000 H55C 2 -0.090876 0.442514 0.575300 11.00000 -1.50000 AFIX 0 C56 1 0.238081 0.890990 1.114208 11.00000 0.03732 0.08372 = 0.03669 -0.00313 0.00743 0.01239 C57 1 0.568472 0.538224 0.630855 11.00000 0.03789 0.05985 = 0.07235 -0.00075 0.02308 -0.00167 AFIX 137 H57A 2 0.557859 0.490613 0.584992 11.00000 -1.50000 H57B 2 0.606756 0.516059 0.677441 11.00000 -1.50000 H57C 2 0.619929 0.599462 0.628180 11.00000 -1.50000 AFIX 0 C58 1 -0.149976 0.143058 0.689324 11.00000 0.05274 0.06183 = 0.05831 -0.00356 0.03254 -0.00687 AFIX 43 H58 2 -0.186004 0.114356 0.724619 11.00000 -1.20000 AFIX 0 C59 1 -0.437759 0.473809 0.906645 11.00000 0.06426 0.05567 = 0.06944 0.00870 0.03633 0.00009 AFIX 137 H59A 2 -0.495540 0.493246 0.866341 11.00000 -1.50000 H59B 2 -0.387196 0.530473 0.945258 11.00000 -1.50000 H59C 2 -0.481929 0.428799 0.931655 11.00000 -1.50000 AFIX 0 C60 1 0.251935 0.152183 0.345232 11.00000 0.22638 0.06867 = 0.05399 -0.00581 0.06876 0.00679 AFIX 137 H60A 2 0.227348 0.098236 0.301658 11.00000 -1.50000 H60B 2 0.316247 0.202562 0.338697 11.00000 -1.50000 H60C 2 0.182285 0.177698 0.346963 11.00000 -1.50000 AFIX 0 C61 1 0.411577 0.087131 0.429022 11.00000 0.09208 0.15761 = 0.19554 -0.11415 0.03138 0.04436 AFIX 137 H61A 2 0.400337 0.034617 0.386462 11.00000 -1.50000 H61B 2 0.431853 0.064994 0.478301 11.00000 -1.50000 H61C 2 0.477446 0.140994 0.429003 11.00000 -1.50000 AFIX 0 PART 1 21 REM SIMU 0.01 C62 > C63 REM RIGU 0.01 C62 > C63 EADP C62 > C63 C62 1 0.232928 1.041002 0.826152 21.00000 0.14626 0.05279 = 0.09517 0.00803 0.01078 -0.03157 AFIX 137 H62A 2 0.253067 1.006960 0.783453 21.00000 -1.50000 H62B 2 0.287296 1.105644 0.843631 21.00000 -1.50000 H62C 2 0.149037 1.045391 0.808449 21.00000 -1.50000 AFIX 0 C63 1 0.370373 0.987508 0.935181 21.00000 0.14626 0.05279 = 0.09517 0.00803 0.01078 -0.03157 AFIX 137 H63A 2 0.411074 0.960618 0.900611 21.00000 -1.50000 H63B 2 0.363769 0.947705 0.974289 21.00000 -1.50000 H63C 2 0.417379 1.052868 0.960748 21.00000 -1.50000 AFIX 0 PART 2 -21 REM SIMU 0.01 C64 > C65 REM RIGU 0.01 C64 > C65 EADP C64 > C65 C64 1 0.286796 0.997987 0.970732 -21.00000 0.10127 0.05042 = 0.08821 -0.01290 0.04973 -0.04639 AFIX 93 H64A 2 0.266795 0.943811 0.993594 -21.00000 -1.20000 H64B 2 0.333650 1.057823 1.002455 -21.00000 -1.20000 AFIX 0 C65 1 0.357991 0.994031 0.858822 -21.00000 0.10127 0.05042 = 0.08821 -0.01290 0.04973 -0.04639 AFIX 137 H65A 2 0.378184 0.932034 0.857252 -21.00000 -1.50000 H65B 2 0.427053 1.044161 0.893301 -21.00000 -1.50000 H65C 2 0.339117 1.008737 0.806647 -21.00000 -1.50000 PART 0 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM 1001 REM R1 = 0.0610 for 5356 Fo > 4sig(Fo) and 0.1323 for all 10099 data REM 689 parameters refined using 0 restraints END WGHT 0.0675 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 -x, -y+2, -z+2 HTAB C31 O8_$1 EQIV $2 -x, -y, -z+1 HTAB C32 O2_$2 EQIV $3 x+1, y, z HTAB C34 Cl3_$3 EQIV $4 -x, -y+1, -z+2 HTAB C38 O4_$4 HTAB C39 O2_$2 HTAB C41 O7_$4 HTAB C44 O8_$1 EQIV $5 -x+1, -y+1, -z+2 HTAB C47 Cl4_$5 EQIV $6 -x+1, -y, -z+1 HTAB C61 Cl1_$6 HTAB C62 O8 HTAB C63 Cl3_$1 REM Highest difference peak 0.434, deepest hole -0.430, 1-sigma level 0.050 Q1 1 0.1740 1.0396 0.8226 11.00000 0.05 0.43 Q2 1 0.3013 1.0400 0.8336 11.00000 0.05 0.43 Q3 1 -0.5799 0.7766 0.8963 11.00000 0.05 0.32 Q4 1 0.3643 0.9930 0.8931 11.00000 0.05 0.32 Q5 1 0.1946 1.0220 0.9319 11.00000 0.05 0.29 Q6 1 0.3634 0.9753 0.9657 11.00000 0.05 0.27 Q7 1 -0.0402 0.6124 0.6868 11.00000 0.05 0.24 Q8 1 0.3611 0.9596 0.8299 11.00000 0.05 0.23 Q9 1 0.3452 0.0598 0.4562 11.00000 0.05 0.23 Q10 1 0.0171 0.6587 0.7503 11.00000 0.05 0.22 Q11 1 0.1404 0.0551 0.6564 11.00000 0.05 0.21 Q12 1 0.3621 0.1797 0.3824 11.00000 0.05 0.20 Q13 1 0.3578 0.9989 1.2027 11.00000 0.05 0.20 Q14 1 0.2333 0.9811 0.9810 11.00000 0.05 0.19 Q15 1 0.3534 0.8913 1.1281 11.00000 0.05 0.19 Q16 1 0.1299 1.0143 0.8767 11.00000 0.05 0.19 Q17 1 0.4826 0.2365 0.5577 11.00000 0.05 0.19 Q18 1 -0.4034 0.1413 0.5528 11.00000 0.05 0.18 Q19 1 -0.4484 0.2983 0.9075 11.00000 0.05 0.18 Q20 1 0.3246 0.4241 0.5970 11.00000 0.05 0.17 Q21 1 -0.4460 0.8229 0.8137 11.00000 0.05 0.17 Q22 1 0.4065 0.9704 1.1496 11.00000 0.05 0.17 Q23 1 -0.5003 0.2363 0.7386 11.00000 0.05 0.17 Q24 1 0.3803 0.1415 0.4068 11.00000 0.05 0.17 Q25 1 0.3401 0.9810 1.2513 11.00000 0.05 0.17 ; _shelx_res_checksum 63881 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.31716(14) -0.16609(10) 0.63555(10) 0.0758(5) Uani 1 1 d . . . . . Cl2 Cl -0.36064(14) 0.19076(14) 0.63467(12) 0.0955(6) Uani 1 1 d . . . . . Cl3 Cl -0.56920(13) 0.75277(12) 0.95865(11) 0.0868(6) Uani 1 1 d . . . . . Cl4 Cl 0.37162(13) 0.94707(15) 1.18758(8) 0.0917(6) Uani 1 1 d . . . . . O1 O 0.1646(3) 0.4204(2) 0.79263(15) 0.0379(7) Uani 1 1 d . . . . . O2 O 0.1289(3) 0.1601(2) 0.48104(16) 0.0447(8) Uani 1 1 d . . . . . O3 O 0.3243(3) 0.1974(2) 0.48548(17) 0.0475(8) Uani 1 1 d . . . . . O4 O -0.1518(3) 0.5620(2) 0.94711(16) 0.0482(8) Uani 1 1 d . . . . . O5 O 0.1784(3) 0.8885(2) 0.86045(18) 0.0471(8) Uani 1 1 d . . . . . O6 O -0.2930(3) 0.4952(2) 0.83368(15) 0.0397(7) Uani 1 1 d . . . . . O7 O 0.2140(3) 0.2814(2) 0.80698(17) 0.0466(8) Uani 1 1 d . . . . . O8 O 0.0074(3) 0.9273(2) 0.8632(2) 0.0693(11) Uani 1 1 d . . . . . N2 N 0.1419(3) 0.1862(2) 0.64290(19) 0.0342(8) Uani 1 1 d . . . . . N3 N -0.0786(3) 0.7615(2) 0.93448(18) 0.0350(8) Uani 1 1 d . . . . . C1 C 0.3117(4) 0.4423(3) 0.6960(2) 0.0305(9) Uani 1 1 d . . . . . H1 H 0.3225 0.4961 0.7349 0.037 Uiso 1 1 calc R U . . . C4 C -0.0502(4) 0.6236(3) 0.7226(2) 0.0297(9) Uani 1 1 d . . . . . C5 C 0.3659(3) 0.4554(3) 0.6374(2) 0.0294(9) Uani 1 1 d . . . . . C6 C 0.3425(4) 0.3741(3) 0.5799(2) 0.0310(9) Uani 1 1 d . . . . . H6 H 0.3795 0.3792 0.5397 0.037 Uiso 1 1 calc R U . . . C7 C 0.2426(3) 0.3542(3) 0.7000(2) 0.0294(9) Uani 1 1 d . . . . . C8 C -0.0367(4) 0.5764(3) 0.6458(2) 0.0344(10) Uani 1 1 d . . . . . C9 C 0.2170(4) 0.2747(3) 0.6409(2) 0.0300(9) Uani 1 1 d . . . . . C10 C 0.2673(4) 0.2869(3) 0.5799(2) 0.0304(9) Uani 1 1 d . . . . . C11 C 0.0271(4) 0.8048(3) 0.9960(2) 0.0320(9) Uani 1 1 d . . . . . C12 C 0.0012(4) 0.7645(3) 0.8233(2) 0.0346(10) Uani 1 1 d . . . . . C14 C -0.1226(4) 0.5757(3) 0.7618(2) 0.0323(9) Uani 1 1 d . . . . . H14 H -0.1685 0.5116 0.7399 0.039 Uiso 1 1 calc R U . . . C15 C 0.4453(4) 0.5515(3) 0.6339(2) 0.0357(10) Uani 1 1 d . . . . . C16 C 0.0621(4) 0.8692(3) 0.8511(2) 0.0384(10) Uani 1 1 d . . . . . C17 C -0.1303(4) 0.6189(3) 0.8327(2) 0.0320(9) Uani 1 1 d . . . . . C18 C 0.0134(4) 0.7187(3) 0.7553(2) 0.0329(9) Uani 1 1 d . . . . . H18 H 0.0660 0.7527 0.7306 0.040 Uiso 1 1 calc R U . . . C19 C 0.2310(4) 0.2073(3) 0.5111(2) 0.0334(10) Uani 1 1 d . . . . . C20 C 0.2044(4) 0.3450(3) 0.7716(2) 0.0346(10) Uani 1 1 d . . . . . C21 C 0.1836(4) 0.1026(3) 0.6388(2) 0.0333(9) Uani 1 1 d . . . . . C22 C -0.2218(4) 0.7524(3) 1.0099(3) 0.0419(11) Uani 1 1 d . . . . . H22 H -0.1609 0.7466 1.0535 0.050 Uiso 1 1 calc R U . . . C23 C 0.3068(4) 0.1086(3) 0.6627(2) 0.0397(10) Uani 1 1 d . . . . . H23 H 0.3633 0.1695 0.6814 0.048 Uiso 1 1 calc R U . . . C24 C -0.2824(4) 0.7758(3) 0.8793(3) 0.0465(12) Uani 1 1 d . . . . . H24 H -0.2640 0.7861 0.8328 0.056 Uiso 1 1 calc R U . . . C25 C -0.1938(4) 0.7637(3) 0.9411(2) 0.0357(10) Uani 1 1 d . . . . . C26 C -0.1910(4) 0.5578(3) 0.8791(2) 0.0350(10) Uani 1 1 d . . . . . C27 C 0.1357(4) 0.4276(3) 0.8669(2) 0.0393(11) Uani 1 1 d . . . . . H27 H 0.1915 0.4006 0.9044 0.047 Uiso 1 1 calc R U . . . C28 C -0.0697(4) 0.7151(3) 0.8636(2) 0.0331(9) Uani 1 1 d . . . . . C29 C 0.0203(4) 0.1836(3) 0.6402(2) 0.0372(10) Uani 1 1 d . . . . . C30 C -0.0474(4) 0.2248(3) 0.5860(3) 0.0451(11) Uani 1 1 d . . . . . H30 H -0.0129 0.2526 0.5497 0.054 Uiso 1 1 calc R U . . . C31 C 0.0366(4) 0.8890(3) 1.0454(2) 0.0408(11) Uani 1 1 d . . . . . H31 H -0.0298 0.9174 1.0383 0.049 Uiso 1 1 calc R U . . . C32 C 0.1030(4) 0.0123(3) 0.6105(2) 0.0381(10) Uani 1 1 d . . . . . H32 H 0.0187 0.0071 0.5916 0.046 Uiso 1 1 calc R U . . . C33 C 0.2975(5) 0.1188(4) 0.4188(3) 0.0565(14) Uani 1 1 d . . . . . H33 H 0.2327 0.0646 0.4229 0.068 Uiso 1 1 calc R U . . . C34 C 0.2301(4) 0.8077(4) 1.0662(3) 0.0489(12) Uani 1 1 d . . . . . H34 H 0.2970 0.7799 1.0735 0.059 Uiso 1 1 calc R U . . . C35 C -0.1650(4) 0.2261(3) 0.5840(3) 0.0532(13) Uani 1 1 d . . . . . H35 H -0.2109 0.2546 0.5467 0.064 Uiso 1 1 calc R U . . . C36 C 0.1251(4) 0.7647(3) 1.0078(2) 0.0402(11) Uani 1 1 d . . . . . H36 H 0.1196 0.7068 0.9751 0.048 Uiso 1 1 calc R U . . . C37 C 0.2663(5) -0.0614(3) 0.6343(3) 0.0472(12) Uani 1 1 d . . . . . C38 C 0.1578(5) 0.5328(3) 0.8956(3) 0.0477(12) Uani 1 1 d . . . . . H38A H 0.1068 0.5599 0.8571 0.072 Uiso 1 1 calc R U . . . H38B H 0.2431 0.5646 0.9041 0.072 Uiso 1 1 calc R U . . . H38C H 0.1378 0.5428 0.9444 0.072 Uiso 1 1 calc R U . . . C39 C 0.1441(4) -0.0693(3) 0.6096(3) 0.0434(11) Uani 1 1 d . . . . . H39 H 0.0884 -0.1307 0.5920 0.052 Uiso 1 1 calc R U . . . C40 C 0.0070(4) 0.3721(4) 0.8530(3) 0.0511(12) Uani 1 1 d . . . . . H40A H -0.0467 0.3949 0.8127 0.077 Uiso 1 1 calc R U . . . H40B H -0.0155 0.3814 0.9010 0.077 Uiso 1 1 calc R U . . . H40C H -0.0008 0.3038 0.8362 0.077 Uiso 1 1 calc R U . . . C41 C -0.3362(5) 0.7495(3) 1.0157(3) 0.0489(12) Uani 1 1 d . . . . . H41 H -0.3545 0.7414 1.0626 0.059 Uiso 1 1 calc R U . . . C42 C -0.2141(5) 0.1857(4) 0.6364(3) 0.0596(14) Uani 1 1 d . . . . . C43 C 0.4657(5) 0.6282(3) 0.7056(3) 0.0505(12) Uani 1 1 d . . . . . H43A H 0.5170 0.6886 0.7013 0.076 Uiso 1 1 calc R U . . . H43B H 0.5056 0.6069 0.7522 0.076 Uiso 1 1 calc R U . . . H43C H 0.3876 0.6378 0.7089 0.076 Uiso 1 1 calc R U . . . C44 C 0.1414(4) 0.9315(4) 1.1043(3) 0.0521(13) Uani 1 1 d . . . . . H44 H 0.1472 0.9886 1.1381 0.063 Uiso 1 1 calc R U . . . C45 C 0.3838(5) 0.5872(3) 0.5629(3) 0.0518(13) Uani 1 1 d . . . . . H45A H 0.3657 0.5381 0.5166 0.078 Uiso 1 1 calc R U . . . H45B H 0.4376 0.6460 0.5580 0.078 Uiso 1 1 calc R U . . . H45C H 0.3083 0.6006 0.5683 0.078 Uiso 1 1 calc R U . . . C46 C 0.2467(5) 0.9895(3) 0.8893(3) 0.0556(13) Uani 1 1 d . . . . . C47 C 0.3481(4) 0.0257(3) 0.6592(3) 0.0480(12) Uani 1 1 d . . . . . H47 H 0.4324 0.0300 0.6741 0.058 Uiso 1 1 calc R U . . . C48 C -0.3979(4) 0.7728(4) 0.8847(3) 0.0592(15) Uani 1 1 d . . . . . H48 H -0.4588 0.7806 0.8420 0.071 Uiso 1 1 calc R U . . . C49 C -0.0320(4) 0.1414(3) 0.6918(3) 0.0487(12) Uani 1 1 d . . . . . H49 H 0.0126 0.1116 0.7286 0.058 Uiso 1 1 calc R U . . . C50 C -0.4278(5) 0.3400(4) 0.8088(3) 0.0574(13) Uani 1 1 d . . . . . H50A H -0.4877 0.3582 0.7689 0.086 Uiso 1 1 calc R U . . . H50B H -0.4691 0.2901 0.8313 0.086 Uiso 1 1 calc R U . . . H50C H -0.3716 0.3156 0.7855 0.086 Uiso 1 1 calc R U . . . C51 C 0.0974(4) 0.5869(4) 0.6542(3) 0.0528(13) Uani 1 1 d . . . . . H51A H 0.1065 0.5567 0.6057 0.079 Uiso 1 1 calc R U . . . H51B H 0.1319 0.5557 0.6962 0.079 Uiso 1 1 calc R U . . . H51C H 0.1400 0.6551 0.6661 0.079 Uiso 1 1 calc R U . . . C52 C -0.0899(5) 0.6275(4) 0.5818(2) 0.0499(12) Uani 1 1 d . . . . . H52A H -0.0858 0.5961 0.5321 0.075 Uiso 1 1 calc R U . . . H52B H -0.0436 0.6947 0.5933 0.075 Uiso 1 1 calc R U . . . H52C H -0.1745 0.6244 0.5788 0.075 Uiso 1 1 calc R U . . . C53 C -0.3589(4) 0.4261(3) 0.8709(3) 0.0471(12) Uani 1 1 d . . . . . H53 H -0.2994 0.4070 0.9122 0.057 Uiso 1 1 calc R U . . . C54 C -0.4232(4) 0.7586(3) 0.9526(3) 0.0533(13) Uani 1 1 d . . . . . C55 C -0.1019(5) 0.4701(3) 0.6240(3) 0.0505(12) Uani 1 1 d . . . . . H55A H -0.1884 0.4623 0.6176 0.076 Uiso 1 1 calc R U . . . H55B H -0.0683 0.4372 0.6649 0.076 Uiso 1 1 calc R U . . . H55C H -0.0909 0.4425 0.5753 0.076 Uiso 1 1 calc R U . . . C56 C 0.2381(4) 0.8910(4) 1.1142(3) 0.0551(14) Uani 1 1 d . . . . . C57 C 0.5685(4) 0.5382(4) 0.6309(3) 0.0588(14) Uani 1 1 d . . . . . H57A H 0.5579 0.4906 0.5850 0.088 Uiso 1 1 calc R U . . . H57B H 0.6068 0.5161 0.6774 0.088 Uiso 1 1 calc R U . . . H57C H 0.6199 0.5995 0.6282 0.088 Uiso 1 1 calc R U . . . C58 C -0.1500(5) 0.1431(4) 0.6893(3) 0.0592(14) Uani 1 1 d . . . . . H58 H -0.1860 0.1144 0.7246 0.071 Uiso 1 1 calc R U . . . C59 C -0.4378(5) 0.4738(4) 0.9066(3) 0.0626(14) Uani 1 1 d . . . . . H59A H -0.4955 0.4932 0.8663 0.094 Uiso 1 1 calc R U . . . H59B H -0.3872 0.5305 0.9453 0.094 Uiso 1 1 calc R U . . . H59C H -0.4819 0.4288 0.9317 0.094 Uiso 1 1 calc R U . . . C60 C 0.2519(9) 0.1522(5) 0.3452(4) 0.118(3) Uani 1 1 d . . . . . H60A H 0.2273 0.0982 0.3017 0.176 Uiso 1 1 calc R U . . . H60B H 0.3162 0.2026 0.3387 0.176 Uiso 1 1 calc R U . . . H60C H 0.1823 0.1777 0.3470 0.176 Uiso 1 1 calc R U . . . C61 C 0.4116(7) 0.0871(7) 0.4290(6) 0.162(5) Uani 1 1 d . . . . . H61A H 0.4003 0.0346 0.3865 0.243 Uiso 1 1 calc R U . . . H61B H 0.4319 0.0650 0.4783 0.243 Uiso 1 1 calc R U . . . H61C H 0.4774 0.1410 0.4290 0.243 Uiso 1 1 calc R U . . . C62 C 0.2329(13) 1.0410(7) 0.8262(6) 0.113(4) Uani 0.658(12) 1 d . . P A 1 H62A H 0.2531 1.0070 0.7835 0.169 Uiso 0.658(12) 1 calc R U P A 1 H62B H 0.2873 1.1056 0.8436 0.169 Uiso 0.658(12) 1 calc R U P A 1 H62C H 0.1490 1.0454 0.8084 0.169 Uiso 0.658(12) 1 calc R U P A 1 C63 C 0.3704(13) 0.9875(7) 0.9352(7) 0.113(4) Uani 0.658(12) 1 d . . P A 1 H63A H 0.4111 0.9606 0.9006 0.169 Uiso 0.658(12) 1 calc R U P A 1 H63B H 0.3638 0.9477 0.9743 0.169 Uiso 0.658(12) 1 calc R U P A 1 H63C H 0.4174 1.0529 0.9607 0.169 Uiso 0.658(12) 1 calc R U P A 1 C64 C 0.2868(18) 0.9980(13) 0.9707(11) 0.089(7) Uani 0.342(12) 1 d . . P A 2 H64A H 0.2668 0.9438 0.9936 0.106 Uiso 0.342(12) 1 calc R U P A 2 H64B H 0.3336 1.0578 1.0025 0.106 Uiso 0.342(12) 1 calc R U P A 2 C65 C 0.3580(19) 0.9940(13) 0.8588(12) 0.089(7) Uani 0.342(12) 1 d . . P A 2 H65A H 0.3782 0.9320 0.8573 0.133 Uiso 0.342(12) 1 calc R U P A 2 H65B H 0.4271 1.0442 0.8933 0.133 Uiso 0.342(12) 1 calc R U P A 2 H65C H 0.3391 1.0087 0.8066 0.133 Uiso 0.342(12) 1 calc R U P A 2 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 Cl1 0.0673(10) 0.0438(8) 0.1190(13) 0.0222(8) 0.0206(9) 0.0247(7) Cl2 0.0461(9) 0.0993(13) 0.1331(15) -0.0188(11) 0.0383(9) 0.0105(9) Cl3 0.0377(8) 0.0775(11) 0.1330(14) -0.0257(10) 0.0348(8) 0.0034(7) Cl4 0.0397(8) 0.1495(17) 0.0558(9) -0.0241(9) -0.0088(6) 0.0141(9) O1 0.0524(19) 0.0342(17) 0.0318(15) 0.0043(12) 0.0204(14) 0.0125(15) O2 0.0374(19) 0.0442(19) 0.0388(17) -0.0114(14) 0.0052(14) 0.0001(16) O3 0.0421(19) 0.0409(19) 0.0519(19) -0.0167(14) 0.0210(15) 0.0007(15) O4 0.055(2) 0.051(2) 0.0283(17) 0.0012(14) 0.0075(15) 0.0007(17) O5 0.043(2) 0.0311(17) 0.059(2) 0.0014(14) 0.0143(16) -0.0029(15) O6 0.0380(17) 0.0406(18) 0.0331(15) 0.0047(13) 0.0083(13) -0.0011(15) O7 0.068(2) 0.0382(18) 0.0383(17) 0.0094(14) 0.0229(16) 0.0140(17) O8 0.066(3) 0.037(2) 0.098(3) -0.0109(19) 0.020(2) 0.0163(19) N2 0.036(2) 0.0259(19) 0.040(2) 0.0013(15) 0.0155(16) 0.0030(16) N3 0.032(2) 0.033(2) 0.0344(19) -0.0106(15) 0.0115(16) 0.0040(16) C1 0.033(2) 0.026(2) 0.028(2) -0.0045(16) 0.0068(17) 0.0061(19) C4 0.031(2) 0.029(2) 0.026(2) -0.0012(17) 0.0055(17) 0.0088(19) C5 0.028(2) 0.032(2) 0.024(2) 0.0011(17) 0.0053(17) 0.0060(19) C6 0.032(2) 0.033(2) 0.026(2) 0.0010(17) 0.0097(17) 0.0047(19) C7 0.026(2) 0.032(2) 0.026(2) 0.0001(17) 0.0058(17) 0.0038(19) C8 0.041(3) 0.033(2) 0.029(2) 0.0017(18) 0.0101(19) 0.013(2) C9 0.027(2) 0.027(2) 0.033(2) 0.0011(17) 0.0079(17) 0.0034(18) C10 0.029(2) 0.027(2) 0.030(2) -0.0033(17) 0.0067(17) 0.0042(19) C11 0.029(2) 0.034(2) 0.030(2) 0.0009(18) 0.0088(18) 0.0059(19) C12 0.033(2) 0.028(2) 0.040(2) -0.0010(18) 0.0092(19) 0.0075(19) C14 0.032(2) 0.030(2) 0.028(2) -0.0020(17) 0.0036(18) 0.0057(19) C15 0.033(2) 0.031(2) 0.035(2) -0.0014(18) 0.0095(19) -0.0028(19) C16 0.045(3) 0.028(2) 0.034(2) -0.0049(18) 0.009(2) 0.003(2) C17 0.028(2) 0.032(2) 0.032(2) -0.0010(18) 0.0090(18) 0.0049(19) C18 0.032(2) 0.029(2) 0.036(2) 0.0023(18) 0.0112(18) 0.0052(19) C19 0.039(3) 0.029(2) 0.030(2) 0.0008(18) 0.010(2) 0.008(2) C20 0.036(2) 0.032(2) 0.035(2) 0.0022(19) 0.0124(19) 0.007(2) C21 0.036(2) 0.032(2) 0.028(2) 0.0047(17) 0.0072(18) 0.002(2) C22 0.043(3) 0.032(2) 0.048(3) -0.003(2) 0.019(2) 0.005(2) C23 0.033(2) 0.034(3) 0.043(3) 0.008(2) 0.002(2) -0.001(2) C24 0.040(3) 0.054(3) 0.035(2) -0.016(2) 0.003(2) 0.013(2) C25 0.030(2) 0.030(2) 0.038(2) -0.0104(18) 0.0085(19) 0.0004(19) C26 0.038(3) 0.030(2) 0.031(2) -0.0039(18) 0.007(2) 0.006(2) C27 0.057(3) 0.040(3) 0.027(2) 0.0055(19) 0.020(2) 0.016(2) C28 0.029(2) 0.035(2) 0.033(2) -0.0023(18) 0.0092(18) 0.010(2) C29 0.037(3) 0.030(2) 0.038(2) -0.0070(19) 0.012(2) 0.001(2) C30 0.040(3) 0.038(3) 0.055(3) 0.000(2) 0.017(2) 0.008(2) C31 0.033(3) 0.044(3) 0.040(2) -0.008(2) 0.009(2) 0.009(2) C32 0.032(2) 0.032(2) 0.041(2) -0.0044(19) 0.0046(19) 0.001(2) C33 0.058(3) 0.043(3) 0.058(3) -0.026(2) 0.026(3) 0.001(3) C34 0.040(3) 0.073(4) 0.039(3) 0.008(2) 0.012(2) 0.027(3) C35 0.040(3) 0.040(3) 0.071(3) -0.009(2) 0.010(3) 0.010(2) C36 0.045(3) 0.044(3) 0.035(2) 0.002(2) 0.014(2) 0.019(2) C37 0.050(3) 0.037(3) 0.052(3) 0.010(2) 0.010(2) 0.011(2) C38 0.066(3) 0.043(3) 0.036(2) 0.003(2) 0.021(2) 0.013(3) C39 0.045(3) 0.026(2) 0.049(3) 0.000(2) 0.008(2) 0.001(2) C40 0.054(3) 0.055(3) 0.048(3) 0.011(2) 0.026(2) 0.011(3) C41 0.049(3) 0.038(3) 0.060(3) -0.005(2) 0.030(3) 0.003(2) C42 0.044(3) 0.054(3) 0.075(4) -0.011(3) 0.028(3) 0.003(3) C43 0.060(3) 0.033(3) 0.045(3) -0.006(2) 0.018(2) -0.011(2) C44 0.044(3) 0.056(3) 0.045(3) -0.019(2) 0.006(2) 0.014(3) C45 0.062(3) 0.040(3) 0.042(3) 0.006(2) 0.010(2) -0.004(2) C46 0.065(4) 0.034(3) 0.046(3) 0.004(2) 0.003(3) -0.013(3) C47 0.033(3) 0.043(3) 0.063(3) 0.016(2) 0.005(2) 0.006(2) C48 0.039(3) 0.067(4) 0.054(3) -0.022(3) -0.003(2) 0.017(3) C49 0.040(3) 0.045(3) 0.055(3) 0.002(2) 0.016(2) -0.003(2) C50 0.062(3) 0.042(3) 0.056(3) 0.001(2) 0.010(3) 0.001(3) C51 0.058(3) 0.060(3) 0.047(3) 0.003(2) 0.026(2) 0.021(3) C52 0.066(3) 0.049(3) 0.033(2) 0.005(2) 0.010(2) 0.018(3) C53 0.052(3) 0.039(3) 0.048(3) 0.013(2) 0.015(2) 0.005(2) C54 0.037(3) 0.042(3) 0.073(4) -0.019(2) 0.026(3) 0.000(2) C55 0.074(4) 0.036(3) 0.037(2) -0.006(2) 0.020(2) 0.008(3) C56 0.037(3) 0.084(4) 0.037(3) -0.003(3) 0.007(2) 0.012(3) C57 0.038(3) 0.060(3) 0.072(3) -0.001(3) 0.023(3) -0.002(3) C58 0.053(3) 0.062(4) 0.058(3) -0.004(3) 0.033(3) -0.007(3) C59 0.064(4) 0.056(3) 0.069(4) 0.009(3) 0.036(3) 0.000(3) C60 0.226(10) 0.069(5) 0.054(4) -0.006(3) 0.069(5) 0.007(5) C61 0.092(6) 0.158(9) 0.196(9) -0.114(7) 0.031(6) 0.044(6) C62 0.146(9) 0.053(5) 0.095(6) 0.008(4) 0.011(6) -0.032(5) C63 0.146(9) 0.053(5) 0.095(6) 0.008(4) 0.011(6) -0.032(5) C64 0.101(12) 0.050(8) 0.088(11) -0.013(7) 0.050(9) -0.046(7) C65 0.101(12) 0.050(8) 0.088(11) -0.013(7) 0.050(9) -0.046(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C20 O1 C27 117.1(3) . . ? C19 O3 C33 116.0(4) . . ? C16 O5 C46 116.6(4) . . ? C26 O6 C53 117.1(3) . . ? C21 N2 C9 120.2(3) . . ? C21 N2 C29 122.0(3) . . ? C9 N2 C29 117.3(3) . . ? C11 N3 C25 121.4(3) . . ? C11 N3 C28 119.8(3) . . ? C25 N3 C28 118.8(3) . . ? C5 C1 C7 122.8(3) . . ? C14 C4 C18 117.6(4) . . ? C14 C4 C8 123.0(4) . . ? C18 C4 C8 119.5(4) . . ? C1 C5 C6 115.9(4) . . ? C1 C5 C15 123.1(3) . . ? C6 C5 C15 121.0(3) . . ? C10 C6 C5 122.3(4) . . ? C9 C7 C1 120.4(3) . . ? C9 C7 C20 121.3(4) . . ? C1 C7 C20 118.2(3) . . ? C55 C8 C51 108.6(4) . . ? C55 C8 C52 109.2(4) . . ? C51 C8 C52 109.6(4) . . ? C55 C8 C4 111.7(3) . . ? C51 C8 C4 109.2(3) . . ? C52 C8 C4 108.6(3) . . ? C7 C9 C10 117.8(4) . . ? C7 C9 N2 120.5(3) . . ? C10 C9 N2 121.7(3) . . ? C6 C10 C9 120.6(3) . . ? C6 C10 C19 119.7(3) . . ? C9 C10 C19 119.5(4) . . ? C31 C11 C36 118.6(4) . . ? C31 C11 N3 121.2(4) . . ? C36 C11 N3 120.3(4) . . ? C18 C12 C28 120.9(4) . . ? C18 C12 C16 118.6(4) . . ? C28 C12 C16 120.5(4) . . ? C4 C14 C17 122.0(4) . . ? C5 C15 C57 108.8(3) . . ? C5 C15 C45 109.3(3) . . ? C57 C15 C45 111.0(4) . . ? C5 C15 C43 111.8(3) . . ? C57 C15 C43 108.0(4) . . ? C45 C15 C43 107.9(4) . . ? O8 C16 O5 125.1(4) . . ? O8 C16 C12 122.3(4) . . ? O5 C16 C12 112.6(4) . . ? C28 C17 C14 120.0(4) . . ? C28 C17 C26 120.6(3) . . ? C14 C17 C26 119.0(4) . . ? C12 C18 C4 121.2(4) . . ? O2 C19 O3 123.9(4) . . ? O2 C19 C10 123.8(4) . . ? O3 C19 C10 112.3(4) . . ? O7 C20 O1 124.9(4) . . ? O7 C20 C7 124.7(4) . . ? O1 C20 C7 110.3(3) . . ? C32 C21 N2 121.1(4) . . ? C32 C21 C23 118.5(4) . . ? N2 C21 C23 120.4(4) . . ? C41 C22 C25 121.1(5) . . ? C47 C23 C21 120.4(4) . . ? C48 C24 C25 120.5(5) . . ? C24 C25 C22 118.6(4) . . ? C24 C25 N3 120.7(4) . . ? C22 C25 N3 120.7(4) . . ? O4 C26 O6 124.4(4) . . ? O4 C26 C17 124.6(4) . . ? O6 C26 C17 111.0(3) . . ? O1 C27 C38 105.2(3) . . ? O1 C27 C40 108.9(3) . . ? C38 C27 C40 113.5(4) . . ? C17 C28 C12 118.2(4) . . ? C17 C28 N3 121.2(4) . . ? C12 C28 N3 120.6(4) . . ? C49 C29 C30 119.1(4) . . ? C49 C29 N2 121.1(4) . . ? C30 C29 N2 119.8(4) . . ? C29 C30 C35 120.8(5) . . ? C44 C31 C11 120.4(4) . . ? C21 C32 C39 120.7(4) . . ? O3 C33 C61 105.0(4) . . ? O3 C33 C60 109.9(4) . . ? C61 C33 C60 116.3(6) . . ? C36 C34 C56 119.7(4) . . ? C42 C35 C30 119.2(5) . . ? C34 C36 C11 120.9(4) . . ? C39 C37 C47 121.4(4) . . ? C39 C37 Cl1 119.0(4) . . ? C47 C37 Cl1 119.6(4) . . ? C37 C39 C32 119.6(4) . . ? C54 C41 C22 119.0(5) . . ? C58 C42 C35 121.0(5) . . ? C58 C42 Cl2 120.4(4) . . ? C35 C42 Cl2 118.6(5) . . ? C56 C44 C31 119.8(4) . . ? C64 C46 O5 104.5(8) . . ? O5 C46 C62 109.5(5) . . ? O5 C46 C63 105.8(5) . . ? C62 C46 C63 119.7(8) . . ? C64 C46 C65 107.9(13) . . ? O5 C46 C65 102.1(7) . . ? C37 C47 C23 119.4(4) . . ? C24 C48 C54 119.2(5) . . ? C58 C49 C29 119.6(5) . . ? O6 C53 C59 108.6(4) . . ? O6 C53 C50 106.3(4) . . ? C59 C53 C50 113.9(4) . . ? C41 C54 C48 121.5(4) . . ? C41 C54 Cl3 119.4(4) . . ? C48 C54 Cl3 119.1(4) . . ? C44 C56 C34 120.5(5) . . ? C44 C56 Cl4 119.4(4) . . ? C34 C56 Cl4 120.1(4) . . ? C42 C58 C49 120.2(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 Cl1 C37 1.753(5) . ? Cl2 C42 1.744(5) . ? Cl3 C54 1.745(5) . ? Cl4 C56 1.742(5) . ? O1 C20 1.336(5) . ? O1 C27 1.478(5) . ? O2 C19 1.201(5) . ? O3 C19 1.333(5) . ? O3 C33 1.479(5) . ? O4 C26 1.194(5) . ? O5 C16 1.305(5) . ? O5 C46 1.474(6) . ? O6 C26 1.341(5) . ? O6 C53 1.478(5) . ? O7 C20 1.199(5) . ? O8 C16 1.203(5) . ? N2 C21 1.408(5) . ? N2 C9 1.409(5) . ? N2 C29 1.420(5) . ? N3 C11 1.407(5) . ? N3 C25 1.408(5) . ? N3 C28 1.422(5) . ? C1 C5 1.395(5) . ? C1 C7 1.386(6) . ? C4 C14 1.384(6) . ? C4 C18 1.397(6) . ? C4 C8 1.545(5) . ? C5 C6 1.407(5) . ? C5 C15 1.526(6) . ? C6 C10 1.385(6) . ? C7 C9 1.402(5) . ? C7 C20 1.500(6) . ? C8 C55 1.524(6) . ? C8 C51 1.527(6) . ? C8 C52 1.531(6) . ? C9 C10 1.403(5) . ? C10 C19 1.499(5) . ? C11 C31 1.394(6) . ? C11 C36 1.386(5) . ? C12 C18 1.390(5) . ? C12 C28 1.398(6) . ? C12 C16 1.498(6) . ? C14 C17 1.400(5) . ? C15 C57 1.526(6) . ? C15 C45 1.521(6) . ? C15 C43 1.540(6) . ? C17 C28 1.398(6) . ? C17 C26 1.500(6) . ? C21 C32 1.393(6) . ? C21 C23 1.391(6) . ? C22 C41 1.378(6) . ? C22 C25 1.398(6) . ? C23 C47 1.394(6) . ? C24 C48 1.389(7) . ? C24 C25 1.384(6) . ? C27 C38 1.498(6) . ? C27 C40 1.503(6) . ? C29 C49 1.387(6) . ? C29 C30 1.385(6) . ? C30 C35 1.387(6) . ? C31 C44 1.376(6) . ? C32 C39 1.376(6) . ? C33 C61 1.493(8) . ? C33 C60 1.491(8) . ? C34 C36 1.373(6) . ? C34 C56 1.375(7) . ? C35 C42 1.369(7) . ? C37 C39 1.374(6) . ? C37 C47 1.362(7) . ? C41 C54 1.371(7) . ? C42 C58 1.364(8) . ? C44 C56 1.377(6) . ? C46 C64 1.42(2) . ? C46 C62 1.441(11) . ? C46 C63 1.494(14) . ? C46 C65 1.549(19) . ? C48 C54 1.378(7) . ? C49 C58 1.392(7) . ? C50 C53 1.499(7) . ? C53 C59 1.504(7) . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 C1 C5 C6 2.5(6) . . . . ? C7 C1 C5 C15 -178.1(4) . . . . ? C1 C5 C6 C10 1.9(6) . . . . ? C15 C5 C6 C10 -177.6(4) . . . . ? C5 C1 C7 C9 -4.7(6) . . . . ? C5 C1 C7 C20 170.9(4) . . . . ? C14 C4 C8 C55 -5.6(5) . . . . ? C18 C4 C8 C55 173.9(4) . . . . ? C14 C4 C8 C51 -125.7(4) . . . . ? C18 C4 C8 C51 53.8(5) . . . . ? C14 C4 C8 C52 114.9(4) . . . . ? C18 C4 C8 C52 -65.6(5) . . . . ? C1 C7 C9 C10 2.4(6) . . . . ? C20 C7 C9 C10 -173.0(3) . . . . ? C1 C7 C9 N2 -176.9(3) . . . . ? C20 C7 C9 N2 7.7(6) . . . . ? C21 N2 C9 C7 -124.7(4) . . . . ? C29 N2 C9 C7 62.3(5) . . . . ? C21 N2 C9 C10 56.0(5) . . . . ? C29 N2 C9 C10 -116.9(4) . . . . ? C5 C6 C10 C9 -4.0(6) . . . . ? C5 C6 C10 C19 170.8(4) . . . . ? C7 C9 C10 C6 1.8(6) . . . . ? N2 C9 C10 C6 -178.9(3) . . . . ? C7 C9 C10 C19 -173.0(3) . . . . ? N2 C9 C10 C19 6.3(6) . . . . ? C25 N3 C11 C31 -34.9(6) . . . . ? C28 N3 C11 C31 144.5(4) . . . . ? C25 N3 C11 C36 146.1(4) . . . . ? C28 N3 C11 C36 -34.6(6) . . . . ? C18 C4 C14 C17 -1.8(6) . . . . ? C8 C4 C14 C17 177.7(3) . . . . ? C1 C5 C15 C57 123.9(4) . . . . ? C6 C5 C15 C57 -56.7(5) . . . . ? C1 C5 C15 C45 -114.8(4) . . . . ? C6 C5 C15 C45 64.6(5) . . . . ? C1 C5 C15 C43 4.6(5) . . . . ? C6 C5 C15 C43 -175.9(4) . . . . ? C46 O5 C16 O8 1.1(6) . . . . ? C46 O5 C16 C12 -178.8(3) . . . . ? C18 C12 C16 O8 123.8(5) . . . . ? C28 C12 C16 O8 -54.0(6) . . . . ? C18 C12 C16 O5 -56.3(5) . . . . ? C28 C12 C16 O5 125.9(4) . . . . ? C4 C14 C17 C28 4.1(6) . . . . ? C4 C14 C17 C26 -168.4(4) . . . . ? C28 C12 C18 C4 3.8(6) . . . . ? C16 C12 C18 C4 -174.0(4) . . . . ? C14 C4 C18 C12 -2.2(6) . . . . ? C8 C4 C18 C12 178.3(3) . . . . ? C33 O3 C19 O2 -3.8(6) . . . . ? C33 O3 C19 C10 178.5(4) . . . . ? C6 C10 C19 O2 -133.0(4) . . . . ? C9 C10 C19 O2 41.9(6) . . . . ? C6 C10 C19 O3 44.8(5) . . . . ? C9 C10 C19 O3 -140.4(4) . . . . ? C27 O1 C20 O7 3.0(6) . . . . ? C27 O1 C20 C7 -173.6(3) . . . . ? C9 C7 C20 O7 43.5(6) . . . . ? C1 C7 C20 O7 -132.1(5) . . . . ? C9 C7 C20 O1 -139.9(4) . . . . ? C1 C7 C20 O1 44.5(5) . . . . ? C9 N2 C21 C32 -154.3(4) . . . . ? C29 N2 C21 C32 18.3(6) . . . . ? C9 N2 C21 C23 25.3(5) . . . . ? C29 N2 C21 C23 -162.1(4) . . . . ? C32 C21 C23 C47 -1.0(6) . . . . ? N2 C21 C23 C47 179.4(4) . . . . ? C48 C24 C25 C22 -2.5(7) . . . . ? C48 C24 C25 N3 176.5(4) . . . . ? C41 C22 C25 C24 2.4(6) . . . . ? C41 C22 C25 N3 -176.6(4) . . . . ? C11 N3 C25 C24 141.5(4) . . . . ? C28 N3 C25 C24 -37.8(6) . . . . ? C11 N3 C25 C22 -39.4(6) . . . . ? C28 N3 C25 C22 141.2(4) . . . . ? C53 O6 C26 O4 -1.3(6) . . . . ? C53 O6 C26 C17 176.4(3) . . . . ? C28 C17 C26 O4 -37.9(6) . . . . ? C14 C17 C26 O4 134.6(4) . . . . ? C28 C17 C26 O6 144.4(4) . . . . ? C14 C17 C26 O6 -43.1(5) . . . . ? C20 O1 C27 C38 151.1(4) . . . . ? C20 O1 C27 C40 -86.9(4) . . . . ? C14 C17 C28 C12 -2.4(6) . . . . ? C26 C17 C28 C12 170.0(4) . . . . ? C14 C17 C28 N3 178.3(3) . . . . ? C26 C17 C28 N3 -9.3(6) . . . . ? C18 C12 C28 C17 -1.4(6) . . . . ? C16 C12 C28 C17 176.3(4) . . . . ? C18 C12 C28 N3 177.9(4) . . . . ? C16 C12 C28 N3 -4.4(6) . . . . ? C11 N3 C28 C17 123.4(4) . . . . ? C25 N3 C28 C17 -57.2(5) . . . . ? C11 N3 C28 C12 -55.9(5) . . . . ? C25 N3 C28 C12 123.5(4) . . . . ? C21 N2 C29 C49 55.1(5) . . . . ? C9 N2 C29 C49 -132.1(4) . . . . ? C21 N2 C29 C30 -125.8(4) . . . . ? C9 N2 C29 C30 47.0(5) . . . . ? C49 C29 C30 C35 1.4(7) . . . . ? N2 C29 C30 C35 -177.7(4) . . . . ? C36 C11 C31 C44 0.3(7) . . . . ? N3 C11 C31 C44 -178.7(4) . . . . ? N2 C21 C32 C39 -177.3(4) . . . . ? C23 C21 C32 C39 3.1(6) . . . . ? C19 O3 C33 C61 -149.2(6) . . . . ? C19 O3 C33 C60 85.1(6) . . . . ? C29 C30 C35 C42 -0.1(7) . . . . ? C56 C34 C36 C11 0.7(7) . . . . ? C31 C11 C36 C34 -0.9(6) . . . . ? N3 C11 C36 C34 178.1(4) . . . . ? C47 C37 C39 C32 -0.6(7) . . . . ? Cl1 C37 C39 C32 178.1(3) . . . . ? C21 C32 C39 C37 -2.3(7) . . . . ? C25 C22 C41 C54 -0.4(7) . . . . ? C30 C35 C42 C58 -1.2(8) . . . . ? C30 C35 C42 Cl2 178.3(4) . . . . ? C11 C31 C44 C56 0.6(8) . . . . ? C16 O5 C46 C64 92.2(10) . . . . ? C16 O5 C46 C62 -80.6(8) . . . . ? C16 O5 C46 C63 149.1(7) . . . . ? C16 O5 C46 C65 -155.4(10) . . . . ? C39 C37 C47 C23 2.6(7) . . . . ? Cl1 C37 C47 C23 -176.1(4) . . . . ? C21 C23 C47 C37 -1.8(7) . . . . ? C25 C24 C48 C54 0.5(7) . . . . ? C30 C29 C49 C58 -1.3(7) . . . . ? N2 C29 C49 C58 177.7(4) . . . . ? C26 O6 C53 C59 83.6(5) . . . . ? C26 O6 C53 C50 -153.5(4) . . . . ? C22 C41 C54 C48 -1.7(7) . . . . ? C22 C41 C54 Cl3 178.8(3) . . . . ? C24 C48 C54 C41 1.6(8) . . . . ? C24 C48 C54 Cl3 -178.9(4) . . . . ? C31 C44 C56 C34 -0.9(8) . . . . ? C31 C44 C56 Cl4 178.4(4) . . . . ? C36 C34 C56 C44 0.3(8) . . . . ? C36 C34 C56 Cl4 -179.0(4) . . . . ? C35 C42 C58 C49 1.2(8) . . . . ? Cl2 C42 C58 C49 -178.3(4) . . . . ? C29 C49 C58 C42 0.1(8) . . . . ?