#------------------------------------------------------------------------------ #$Date: 2019-06-14 03:10:49 +0300 (Fri, 14 Jun 2019) $ #$Revision: 215938 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/14/1551407.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_1551407 loop_ _publ_author_name 'Gross, Zeev' 'Zhao, Jianzhang' 'Mahammed, Atif' 'Chen, Kepeng' 'Vestfrid, Jenya' _publ_section_title ; Phosphorus Corrole Complexes: From Property Tuning to Applications in Photocatalysis and Triplet-Triplet Annihilation Upconversion ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C9SC01463B _journal_year 2019 _chemical_formula_moiety 'C37 H13 F8 I4 N4 P, C H2 Cl2' _chemical_formula_sum 'C38 H15 Cl2 F8 I4 N4 P' _chemical_formula_weight 1289.01 _chemical_name_common 'Gross99 (Zhenya)' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2019-01-03 deposited with the CCDC. 2019-06-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 97.96(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 21.925(2) _cell_length_b 13.1020(11) _cell_length_c 13.146(3) _cell_measurement_reflns_used 6114 _cell_measurement_temperature 200(2) _cell_measurement_theta_max 24.529 _cell_measurement_theta_min 1.876 _cell_volume 3740.0(11) _computing_cell_refinement 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_data_collection 'Collect (Nonius, 2006)' _computing_data_reduction 'DENZO HKL2000 (Otwinowski & Minor 1997)' _computing_molecular_graphics 'Mercury 3.10.1' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 200(2) _diffrn_detector_area_resol_mean 95 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'phi- and omega-scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_unetI/netI 0.0384 _diffrn_reflns_Laue_measured_fraction_full 0.989 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 6114 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 24.529 _diffrn_reflns_theta_max 24.529 _diffrn_reflns_theta_min 1.876 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 3.596 _exptl_absorpt_correction_T_max 0.651 _exptl_absorpt_correction_T_min 0.338 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' ; _exptl_crystal_colour red _exptl_crystal_density_diffrn 2.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 2416 _exptl_crystal_size_max 0.360 _exptl_crystal_size_mid 0.240 _exptl_crystal_size_min 0.120 _refine_diff_density_max 1.209 _refine_diff_density_min -1.161 _refine_diff_density_rms 0.155 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.143 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 488 _refine_ls_number_reflns 6114 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.143 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0569 _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^)+(0.0545P)^2^+34.6741P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1400 _refine_ls_wR_factor_ref 0.1438 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5373 _reflns_number_total 6114 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9sc01463b2.cif _cod_data_source_block Gross99 _cod_database_code 1551407 _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 0.358 _shelx_estimated_absorpt_t_max 0.672 _shelx_res_file ; gross99.res created by SHELXL-2014/7 TITL Gross99 (Zhenya), dark red plate, monoclinic, P21/c, Rint=0.072 CELL 0.71073 21.925 13.102 13.146 90 97.964 90 ZERR 4 0.0022 0.0011 0.0026 0 0.0522 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl F I N P DISP C 0.0033 0.0016 DISP Cl 0.1484 0.1585 DISP F 0.0171 0.0103 DISP H 0 0 DISP I -0.4742 1.8119 DISP N 0.0061 0.0033 DISP P 0.1023 0.0942 UNIT 152 60 8 32 16 16 4 L.S. 8 PLAN -10 SIZE 0.12 0.24 0.36 TEMP -73 LIST 4 BOND $H fmap 2 acta OMIT 0 50.1 OMIT 1 0 0 OMIT -3 2 2 OMIT 5 1 2 OMIT -4 2 2 OMIT 1 1 0 OMIT -4 1 2 OMIT 2 0 4 REM REM REM WGHT 0.054500 34.674099 FVAR 0.22986 0.16424 I1 5 0.454915 0.039748 0.101706 11.00000 0.03690 0.05047 = 0.04048 0.00445 0.01712 0.00107 I2 5 0.460999 -0.171682 0.283099 11.00000 0.04057 0.05332 = 0.06261 0.01542 0.01940 0.01430 PART 1 I3 5 0.369218 -0.329870 0.439284 -21.00000 0.05346 0.04644 = 0.06519 0.02361 0.02789 0.02215 PART 0 PART 2 I3A 5 0.360672 -0.344473 0.419749 21.00000 0.08334 0.05285 = 0.16185 0.01943 0.08514 0.01315 PART 0 I4 5 0.232301 -0.341911 0.564771 11.00000 0.04662 0.03741 = 0.04793 0.01628 0.01857 0.00770 P1 7 0.231036 0.045458 0.318735 11.00000 0.02868 0.02722 = 0.01980 0.00068 0.00818 0.00030 F1 4 0.200037 -0.065817 0.691451 11.00000 0.06110 0.04840 = 0.04034 -0.00389 0.00430 -0.01856 F2 4 0.067504 -0.241313 0.443312 11.00000 0.05496 0.06388 = 0.03198 0.00640 -0.00016 -0.01806 F3 4 0.149407 0.368958 0.501389 11.00000 0.05845 0.06350 = 0.04306 -0.01291 -0.00189 0.01369 F4 4 0.047075 0.308116 0.171611 11.00000 0.04811 0.07069 = 0.02887 0.00355 0.00040 0.00307 F5 4 0.391051 0.303334 0.149076 11.00000 0.05989 0.06111 = 0.02400 -0.00262 0.01093 -0.02411 F6 4 0.273924 0.071247 -0.064534 11.00000 0.06061 0.05180 = 0.03419 -0.00791 0.00769 -0.01504 F7 4 0.272364 0.104169 0.410846 11.00000 0.03538 0.03648 = 0.02537 -0.00141 0.00567 -0.00396 F8 4 0.187674 -0.011719 0.227197 11.00000 0.03358 0.03260 = 0.02809 -0.00182 0.00476 -0.00255 N1 6 0.164793 0.066523 0.384700 11.00000 0.03020 0.02776 = 0.01824 0.00293 0.00856 0.00023 N2 6 0.222037 0.163123 0.246684 11.00000 0.02962 0.02707 = 0.02050 0.00211 0.00951 0.00014 N3 6 0.299216 0.012342 0.261534 11.00000 0.03535 0.02821 = 0.02140 0.00120 0.01123 0.00312 N4 6 0.246815 -0.075638 0.382765 11.00000 0.02698 0.03427 = 0.02997 0.00716 0.01050 0.00383 C1 1 0.163803 -0.095325 0.482714 11.00000 0.03163 0.02928 = 0.02242 -0.00108 0.00834 -0.00382 C2 1 0.140111 -0.001640 0.450945 11.00000 0.03414 0.03539 = 0.02395 0.00234 0.01222 -0.00474 C3 1 0.089450 0.046736 0.487640 11.00000 0.03269 0.02968 = 0.03246 0.00660 0.01349 0.00089 AFIX 43 H3 2 0.063856 0.017087 0.532342 11.00000 -1.20000 AFIX 0 C4 1 0.083775 0.142488 0.448056 11.00000 0.03630 0.03753 = 0.02829 0.00817 0.01189 0.00428 AFIX 43 H4 2 0.054104 0.191845 0.461215 11.00000 -1.20000 AFIX 0 C5 1 0.130102 0.155918 0.383370 11.00000 0.03065 0.02998 = 0.01923 0.00246 0.00665 0.00330 C6 1 0.138615 0.241606 0.327151 11.00000 0.03272 0.02958 = 0.02648 0.00360 0.00932 0.00619 C7 1 0.182797 0.243378 0.259029 11.00000 0.03237 0.03302 = 0.02169 -0.00298 0.00489 -0.00181 C8 1 0.191057 0.322027 0.189349 11.00000 0.03319 0.02708 = 0.02883 0.00305 0.00663 0.00194 AFIX 43 H8 2 0.170539 0.386067 0.184450 11.00000 -1.20000 AFIX 0 C9 1 0.232673 0.290840 0.131558 11.00000 0.04140 0.03126 = 0.02678 0.00870 0.01030 -0.00302 AFIX 43 H9 2 0.245627 0.327775 0.076161 11.00000 -1.20000 AFIX 0 C10 1 0.254515 0.193235 0.166382 11.00000 0.02759 0.03581 = 0.02153 0.00336 0.00435 -0.00503 C11 1 0.304532 0.143492 0.135472 11.00000 0.03431 0.02845 = 0.01819 -0.00080 0.00824 -0.00518 C12 1 0.329008 0.058831 0.187696 11.00000 0.02598 0.03360 = 0.02130 0.00073 0.00725 -0.00179 C13 1 0.385219 0.003373 0.184847 11.00000 0.03280 0.03414 = 0.02628 -0.00469 0.01548 0.00148 C14 1 0.386837 -0.076142 0.253787 11.00000 0.03506 0.03695 = 0.03074 -0.00326 0.00897 0.00395 C15 1 0.332410 -0.071412 0.299811 11.00000 0.02961 0.03525 = 0.02414 -0.00168 0.00883 0.00353 C16 1 0.300060 -0.124958 0.367749 11.00000 0.03455 0.03743 = 0.02621 -0.00050 0.00790 0.00242 C17 1 0.303153 -0.217763 0.422987 11.00000 0.03869 0.02700 = 0.02741 0.00361 0.00683 0.00722 C18 1 0.251824 -0.222194 0.472726 11.00000 0.03962 0.02968 = 0.02192 0.00718 0.00896 -0.00223 C19 1 0.216754 -0.130400 0.450045 11.00000 0.03122 0.02553 = 0.03021 0.00887 0.00937 -0.00303 AFIX 66 C20 1 0.134384 -0.151144 0.564583 11.00000 0.03233 0.02940 = 0.03089 0.00417 0.01582 0.00482 C21 1 0.157729 -0.134159 0.666965 11.00000 0.05672 0.02986 = 0.03211 0.00056 0.01473 -0.00505 C22 1 0.135059 -0.189407 0.743860 11.00000 0.06371 0.05229 = 0.02481 0.00045 0.01309 0.00484 AFIX 43 H22 2 0.151014 -0.177798 0.813833 11.00000 -1.20000 AFIX 65 C23 1 0.089045 -0.261642 0.718374 11.00000 0.05790 0.04137 = 0.03554 0.00894 0.02377 0.00087 AFIX 43 H23 2 0.073552 -0.299402 0.770928 11.00000 -1.20000 AFIX 65 C24 1 0.065700 -0.278628 0.615992 11.00000 0.03697 0.04367 = 0.03874 0.00228 0.01254 -0.00593 AFIX 43 H24 2 0.034252 -0.327997 0.598574 11.00000 -1.20000 AFIX 65 C25 1 0.088369 -0.223380 0.539096 11.00000 0.03674 0.03659 = 0.03203 0.00219 0.01365 0.00275 AFIX 66 C26 1 0.100337 0.335752 0.335568 11.00000 0.02942 0.03068 = 0.03053 0.00538 0.01007 0.00031 C27 1 0.109736 0.395529 0.423702 11.00000 0.04099 0.03267 = 0.04723 -0.00518 0.01725 0.00199 C28 1 0.075918 0.484565 0.429503 11.00000 0.05977 0.03407 = 0.06231 -0.00560 0.02472 0.00422 AFIX 43 H28 2 0.082342 0.525420 0.489739 11.00000 -1.20000 AFIX 65 C29 1 0.032700 0.513823 0.347171 11.00000 0.05800 0.03751 = 0.08617 0.00312 0.03341 0.01295 AFIX 43 H29 2 0.009587 0.574675 0.351136 11.00000 -1.20000 AFIX 65 C30 1 0.023300 0.454046 0.259037 11.00000 0.04053 0.05336 = 0.06829 0.02678 0.02388 0.01386 AFIX 43 H30 2 -0.006238 0.474044 0.202767 11.00000 -1.20000 AFIX 65 C31 1 0.057118 0.365011 0.253234 11.00000 0.03457 0.04884 = 0.04036 0.01448 0.01504 0.00328 AFIX 66 C32 1 0.331821 0.187070 0.044972 11.00000 0.03569 0.03776 = 0.02090 0.00043 0.01048 0.00490 C33 1 0.375701 0.264237 0.058573 11.00000 0.03562 0.04025 = 0.02804 0.00184 0.00912 -0.00052 C34 1 0.403784 0.297329 -0.024047 11.00000 0.03630 0.04936 = 0.03948 0.00853 0.01372 -0.00406 AFIX 43 H34 2 0.433774 0.350069 -0.014751 11.00000 -1.20000 AFIX 65 C35 1 0.387987 0.253255 -0.120269 11.00000 0.04322 0.05646 = 0.03202 0.01461 0.02015 0.00840 AFIX 43 H35 2 0.407181 0.275872 -0.176737 11.00000 -1.20000 AFIX 65 C36 1 0.344107 0.176088 -0.133872 11.00000 0.04409 0.05237 = 0.02215 0.00644 0.01424 0.00345 AFIX 43 H36 2 0.333310 0.145966 -0.199636 11.00000 -1.20000 AFIX 65 C37 1 0.316023 0.142995 -0.051252 11.00000 0.04172 0.03322 = 0.02416 0.00200 0.00373 -0.00183 AFIX 0 CL1 3 0.330261 -0.465586 0.134325 11.00000 0.05945 0.11591 = 0.10354 0.03518 -0.00109 0.00276 CL2 3 0.447762 -0.427498 0.068551 11.00000 0.09954 0.10154 = 0.12142 0.01783 0.05941 -0.00023 C38 1 0.408211 -0.445068 0.172937 11.00000 0.05548 0.09605 = 0.09084 -0.02660 0.01146 -0.01707 AFIX 23 H38A 2 0.425794 -0.504350 0.213564 11.00000 -1.20000 H38B 2 0.413592 -0.384010 0.217646 11.00000 -1.20000 AFIX 0 HKLF 4 REM Gross99 (Zhenya), dark red plate, monoclinic, P21/c, Rint=0.072 REM R1 = 0.0569 for 5373 Fo > 4sig(Fo) and 0.0654 for all 6114 data REM 488 parameters refined using 0 restraints END WGHT 0.0545 34.6790 REM Highest difference peak 1.209, deepest hole -1.161, 1-sigma level 0.155 Q1 1 0.4442 -0.2117 0.2240 11.00000 0.05 1.21 Q2 1 0.4453 -0.0142 0.0372 11.00000 0.05 0.86 Q3 1 0.2298 -0.3897 0.4994 11.00000 0.05 0.81 Q4 1 0.0926 -0.2102 0.5656 11.00000 0.05 0.75 Q5 1 0.5021 -0.1697 0.3842 11.00000 0.05 0.74 Q6 1 0.4633 0.0841 0.1732 11.00000 0.05 0.72 Q7 1 0.2766 -0.3486 0.6617 11.00000 0.05 0.72 Q8 1 0.4951 0.0518 0.2039 11.00000 0.05 0.70 Q9 1 0.3710 -0.3784 0.5019 11.00000 0.05 0.67 Q10 1 0.0590 0.3686 0.2832 11.00000 0.05 0.66 ; _shelx_res_checksum 8678 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 I1 I 0.45491(3) 0.03975(5) 0.10171(5) 0.04151(19) Uani 1 1 d . . . . . I2 I 0.46100(3) -0.17168(5) 0.28310(6) 0.0510(2) Uani 1 1 d . . . . . I3 I 0.36922(18) -0.3299(3) 0.4393(3) 0.0532(10) Uani 0.84(4) 1 d . . P A 1 I3A I 0.361(2) -0.344(3) 0.420(4) 0.093(7) Uani 0.16(4) 1 d . . P A 2 I4 I 0.23230(3) -0.34191(4) 0.56477(5) 0.04286(19) Uani 1 1 d . . . . . P1 P 0.23104(9) 0.04546(15) 0.31873(14) 0.0248(4) Uani 1 1 d . . . . . F1 F 0.2000(3) -0.0658(4) 0.6915(4) 0.0502(14) Uani 1 1 d . . . . . F2 F 0.0675(3) -0.2413(4) 0.4433(4) 0.0509(14) Uani 1 1 d . . . . . F3 F 0.1494(3) 0.3690(5) 0.5014(4) 0.0558(15) Uani 1 1 d . . . . . F4 F 0.0471(3) 0.3081(5) 0.1716(4) 0.0497(13) Uani 1 1 d . . . . . F5 F 0.3911(3) 0.3033(4) 0.1491(4) 0.0478(13) Uani 1 1 d . . . . . F6 F 0.2739(3) 0.0712(4) -0.0645(4) 0.0488(13) Uani 1 1 d . . . . . F7 F 0.2724(2) 0.1042(3) 0.4108(3) 0.0323(10) Uani 1 1 d . . . . . F8 F 0.1877(2) -0.0117(3) 0.2272(3) 0.0314(10) Uani 1 1 d . . . . . N1 N 0.1648(3) 0.0665(5) 0.3847(5) 0.0249(13) Uani 1 1 d . . . . . N2 N 0.2220(3) 0.1631(5) 0.2467(5) 0.0252(14) Uani 1 1 d . . . . . N3 N 0.2992(3) 0.0123(5) 0.2615(5) 0.0276(14) Uani 1 1 d . . . . . N4 N 0.2468(3) -0.0756(5) 0.3828(5) 0.0298(15) Uani 1 1 d . . . . . C1 C 0.1638(4) -0.0953(6) 0.4827(6) 0.0273(17) Uani 1 1 d . . . . . C2 C 0.1401(4) -0.0016(6) 0.4509(6) 0.0304(17) Uani 1 1 d . . . . . C3 C 0.0895(4) 0.0467(6) 0.4876(6) 0.0308(18) Uani 1 1 d . . . . . H3 H 0.0639 0.0171 0.5323 0.037 Uiso 1 1 calc R U . . . C4 C 0.0838(4) 0.1425(6) 0.4481(6) 0.0333(19) Uani 1 1 d . . . . . H4 H 0.0541 0.1918 0.4612 0.040 Uiso 1 1 calc R U . . . C5 C 0.1301(4) 0.1559(6) 0.3834(6) 0.0263(16) Uani 1 1 d . . . . . C6 C 0.1386(4) 0.2416(6) 0.3272(6) 0.0291(17) Uani 1 1 d . . . . . C7 C 0.1828(4) 0.2434(6) 0.2590(6) 0.0289(17) Uani 1 1 d . . . . . C8 C 0.1911(4) 0.3220(6) 0.1893(6) 0.0295(17) Uani 1 1 d . . . . . H8 H 0.1705 0.3861 0.1845 0.035 Uiso 1 1 calc R U . . . C9 C 0.2327(4) 0.2908(6) 0.1316(6) 0.0326(18) Uani 1 1 d . . . . . H9 H 0.2456 0.3278 0.0762 0.039 Uiso 1 1 calc R U . . . C10 C 0.2545(4) 0.1932(6) 0.1664(6) 0.0282(17) Uani 1 1 d . . . . . C11 C 0.3045(4) 0.1435(6) 0.1355(6) 0.0266(16) Uani 1 1 d . . . . . C12 C 0.3290(3) 0.0588(6) 0.1877(6) 0.0266(16) Uani 1 1 d . . . . . C13 C 0.3852(4) 0.0034(6) 0.1848(6) 0.0300(17) Uani 1 1 d . . . . . C14 C 0.3868(4) -0.0761(6) 0.2538(6) 0.0338(19) Uani 1 1 d . . . . . C15 C 0.3324(4) -0.0714(6) 0.2998(6) 0.0292(17) Uani 1 1 d . . . . . C16 C 0.3001(4) -0.1250(6) 0.3677(6) 0.0324(18) Uani 1 1 d . . . . . C17 C 0.3032(4) -0.2178(6) 0.4230(6) 0.0308(18) Uani 1 1 d . . . . . C18 C 0.2518(4) -0.2222(6) 0.4727(6) 0.0300(17) Uani 1 1 d . . . . . C19 C 0.2168(4) -0.1304(6) 0.4500(6) 0.0285(17) Uani 1 1 d . . . . . C20 C 0.1344(2) -0.1511(4) 0.5646(3) 0.0298(18) Uani 1 1 d G . . . . C21 C 0.1577(2) -0.1342(4) 0.6670(4) 0.039(2) Uani 1 1 d G . . . . C22 C 0.1351(3) -0.1894(5) 0.7439(3) 0.046(2) Uani 1 1 d G . . . . H22 H 0.1510 -0.1778 0.8138 0.056 Uiso 1 1 calc R U . . . C23 C 0.0890(3) -0.2616(4) 0.7184(3) 0.043(2) Uani 1 1 d G . . . . H23 H 0.0736 -0.2994 0.7709 0.052 Uiso 1 1 calc R U . . . C24 C 0.0657(2) -0.2786(4) 0.6160(4) 0.039(2) Uani 1 1 d G . . . . H24 H 0.0343 -0.3280 0.5986 0.047 Uiso 1 1 calc R U . . . C25 C 0.0884(2) -0.2234(4) 0.5391(3) 0.0343(19) Uani 1 1 d G . . . . C26 C 0.1003(2) 0.3358(3) 0.3356(4) 0.0297(17) Uani 1 1 d G . . . . C27 C 0.1097(2) 0.3955(4) 0.4237(4) 0.039(2) Uani 1 1 d G . . . . C28 C 0.0759(3) 0.4846(4) 0.4295(4) 0.051(3) Uani 1 1 d G . . . . H28 H 0.0823 0.5254 0.4897 0.061 Uiso 1 1 calc R U . . . C29 C 0.0327(3) 0.5138(4) 0.3472(5) 0.058(3) Uani 1 1 d G . . . . H29 H 0.0096 0.5747 0.3511 0.070 Uiso 1 1 calc R U . . . C30 C 0.0233(2) 0.4540(5) 0.2590(4) 0.053(3) Uani 1 1 d G . . . . H30 H -0.0062 0.4740 0.2028 0.063 Uiso 1 1 calc R U . . . C31 C 0.0571(3) 0.3650(4) 0.2532(3) 0.040(2) Uani 1 1 d G . . . . C32 C 0.3318(2) 0.1871(4) 0.0450(3) 0.0308(18) Uani 1 1 d G . . . . C33 C 0.3757(2) 0.2642(4) 0.0586(3) 0.0342(19) Uani 1 1 d G . . . . C34 C 0.4038(2) 0.2973(4) -0.0240(4) 0.041(2) Uani 1 1 d G . . . . H34 H 0.4338 0.3501 -0.0148 0.049 Uiso 1 1 calc R U . . . C35 C 0.3880(3) 0.2533(4) -0.1203(3) 0.042(2) Uani 1 1 d G . . . . H35 H 0.4072 0.2759 -0.1767 0.051 Uiso 1 1 calc R U . . . C36 C 0.3441(3) 0.1761(4) -0.1339(3) 0.039(2) Uani 1 1 d G . . . . H36 H 0.3333 0.1460 -0.1996 0.046 Uiso 1 1 calc R U . . . C37 C 0.3160(2) 0.1430(4) -0.0513(4) 0.0331(19) Uani 1 1 d G . . . . Cl1 Cl 0.33026(16) -0.4656(3) 0.1343(3) 0.0941(12) Uani 1 1 d . . . . . Cl2 Cl 0.4478(2) -0.4275(3) 0.0686(4) 0.1033(13) Uani 1 1 d . . . . . C38 C 0.4082(6) -0.4451(12) 0.1729(11) 0.081(4) Uani 1 1 d . . . . . H38A H 0.4258 -0.5044 0.2136 0.097 Uiso 1 1 calc R U . . . H38B H 0.4136 -0.3840 0.2176 0.097 Uiso 1 1 calc R U . . . 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 I1 0.0369(3) 0.0505(4) 0.0405(3) 0.0045(3) 0.0171(2) 0.0011(3) I2 0.0406(4) 0.0533(4) 0.0626(4) 0.0154(3) 0.0194(3) 0.0143(3) I3 0.0535(10) 0.0464(12) 0.065(2) 0.0236(7) 0.0279(13) 0.0222(9) I3A 0.083(9) 0.053(6) 0.162(16) 0.019(11) 0.085(10) 0.013(8) I4 0.0466(4) 0.0374(3) 0.0479(4) 0.0163(3) 0.0186(3) 0.0077(2) P1 0.0287(10) 0.0272(10) 0.0198(10) 0.0007(8) 0.0082(8) 0.0003(8) F1 0.061(4) 0.048(3) 0.040(3) -0.004(2) 0.004(3) -0.019(3) F2 0.055(3) 0.064(4) 0.032(3) 0.006(2) 0.000(2) -0.018(3) F3 0.058(4) 0.064(4) 0.043(3) -0.013(3) -0.002(3) 0.014(3) F4 0.048(3) 0.071(4) 0.029(3) 0.004(3) 0.000(2) 0.003(3) F5 0.060(3) 0.061(3) 0.024(3) -0.003(2) 0.011(2) -0.024(3) F6 0.061(3) 0.052(3) 0.034(3) -0.008(2) 0.008(2) -0.015(3) F7 0.035(3) 0.036(3) 0.025(2) -0.0014(19) 0.0057(19) -0.004(2) F8 0.034(2) 0.033(2) 0.028(2) -0.0018(19) 0.0048(19) -0.0026(19) N1 0.030(3) 0.028(3) 0.018(3) 0.003(3) 0.009(3) 0.000(3) N2 0.030(3) 0.027(3) 0.020(3) 0.002(3) 0.010(3) 0.000(3) N3 0.035(4) 0.028(3) 0.021(3) 0.001(3) 0.011(3) 0.003(3) N4 0.027(3) 0.034(4) 0.030(4) 0.007(3) 0.010(3) 0.004(3) C1 0.032(4) 0.029(4) 0.022(4) -0.001(3) 0.008(3) -0.004(3) C2 0.034(4) 0.035(5) 0.024(4) 0.002(3) 0.012(3) -0.005(3) C3 0.033(4) 0.030(4) 0.032(4) 0.007(3) 0.013(3) 0.001(3) C4 0.036(5) 0.038(5) 0.028(4) 0.008(4) 0.012(3) 0.004(4) C5 0.031(4) 0.030(4) 0.019(4) 0.002(3) 0.007(3) 0.003(3) C6 0.033(4) 0.030(4) 0.026(4) 0.004(3) 0.009(3) 0.006(3) C7 0.032(4) 0.033(4) 0.022(4) -0.003(3) 0.005(3) -0.002(3) C8 0.033(4) 0.027(4) 0.029(4) 0.003(3) 0.007(3) 0.002(3) C9 0.041(5) 0.031(4) 0.027(4) 0.009(3) 0.010(4) -0.003(4) C10 0.028(4) 0.036(4) 0.022(4) 0.003(3) 0.004(3) -0.005(3) C11 0.034(4) 0.028(4) 0.018(4) -0.001(3) 0.008(3) -0.005(3) C12 0.026(4) 0.034(4) 0.021(4) 0.001(3) 0.007(3) -0.002(3) C13 0.033(4) 0.034(4) 0.026(4) -0.005(3) 0.015(3) 0.001(3) C14 0.035(5) 0.037(5) 0.031(4) -0.003(4) 0.009(4) 0.004(4) C15 0.030(4) 0.035(4) 0.024(4) -0.002(3) 0.009(3) 0.004(3) C16 0.035(5) 0.037(5) 0.026(4) -0.001(3) 0.008(3) 0.002(4) C17 0.039(5) 0.027(4) 0.027(4) 0.004(3) 0.007(3) 0.007(3) C18 0.040(5) 0.030(4) 0.022(4) 0.007(3) 0.009(3) -0.002(3) C19 0.031(4) 0.026(4) 0.030(4) 0.009(3) 0.009(3) -0.003(3) C20 0.032(4) 0.029(4) 0.031(4) 0.004(3) 0.016(3) 0.005(3) C21 0.057(6) 0.030(5) 0.032(5) 0.001(4) 0.015(4) -0.005(4) C22 0.064(6) 0.052(6) 0.025(5) 0.000(4) 0.013(4) 0.005(5) C23 0.058(6) 0.041(5) 0.036(5) 0.009(4) 0.024(4) 0.001(4) C24 0.037(5) 0.044(5) 0.039(5) 0.002(4) 0.013(4) -0.006(4) C25 0.037(5) 0.037(5) 0.032(5) 0.002(4) 0.014(4) 0.003(4) C26 0.029(4) 0.031(4) 0.031(4) 0.005(3) 0.010(3) 0.000(3) C27 0.041(5) 0.033(5) 0.047(5) -0.005(4) 0.017(4) 0.002(4) C28 0.060(6) 0.034(5) 0.062(7) -0.006(5) 0.025(5) 0.004(4) C29 0.058(7) 0.038(6) 0.086(8) 0.003(5) 0.033(6) 0.013(5) C30 0.041(5) 0.053(6) 0.068(7) 0.027(5) 0.024(5) 0.014(5) C31 0.035(5) 0.049(5) 0.040(5) 0.014(4) 0.015(4) 0.003(4) C32 0.036(5) 0.038(5) 0.021(4) 0.000(3) 0.010(3) 0.005(4) C33 0.036(5) 0.040(5) 0.028(4) 0.002(4) 0.009(3) -0.001(4) C34 0.036(5) 0.049(5) 0.039(5) 0.009(4) 0.014(4) -0.004(4) C35 0.043(5) 0.056(6) 0.032(5) 0.015(4) 0.020(4) 0.008(4) C36 0.044(5) 0.052(6) 0.022(4) 0.006(4) 0.014(4) 0.003(4) C37 0.042(5) 0.033(5) 0.024(4) 0.002(3) 0.004(3) -0.002(4) Cl1 0.0595(19) 0.116(3) 0.104(3) 0.035(2) -0.0011(18) 0.0028(19) Cl2 0.100(3) 0.102(3) 0.121(3) 0.018(2) 0.059(3) 0.000(2) C38 0.055(7) 0.096(10) 0.091(10) -0.027(8) 0.011(7) -0.017(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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' P P 0.1023 0.0942 '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 F7 P1 F8 178.2(3) F7 P1 N2 89.8(3) F8 P1 N2 89.7(3) F7 P1 N4 91.0(3) F8 P1 N4 89.7(3) N2 P1 N4 173.7(3) F7 P1 N1 88.4(3) F8 P1 N1 89.9(3) N2 P1 N1 94.8(3) N4 P1 N1 91.4(3) F7 P1 N3 90.9(3) F8 P1 N3 90.8(3) N2 P1 N3 91.3(3) N4 P1 N3 82.4(3) N1 P1 N3 173.8(3) C5 N1 C2 106.5(6) C5 N1 P1 126.4(5) C2 N1 P1 127.0(5) C7 N2 C10 105.2(6) C7 N2 P1 127.8(5) C10 N2 P1 127.0(5) C15 N3 C12 109.3(6) C15 N3 P1 117.6(5) C12 N3 P1 132.9(5) C16 N4 C19 109.9(7) C16 N4 P1 117.3(5) C19 N4 P1 132.8(5) C19 C1 C2 120.3(7) C19 C1 C20 121.5(7) C2 C1 C20 117.8(7) C1 C2 N1 126.4(7) C1 C2 C3 125.1(7) N1 C2 C3 108.2(7) C4 C3 C2 108.5(7) C4 C3 H3 125.8 C2 C3 H3 125.8 C3 C4 C5 108.0(7) C3 C4 H4 126.0 C5 C4 H4 126.0 C6 C5 N1 125.4(7) C6 C5 C4 125.8(7) N1 C5 C4 108.8(6) C5 C6 C7 120.9(7) C5 C6 C26 120.8(7) C7 C6 C26 118.3(7) N2 C7 C8 110.0(7) N2 C7 C6 123.8(7) C8 C7 C6 126.0(7) C9 C8 C7 107.9(7) C9 C8 H8 126.1 C7 C8 H8 126.1 C8 C9 C10 108.7(7) C8 C9 H9 125.7 C10 C9 H9 125.7 C11 C10 N2 126.2(7) C11 C10 C9 125.1(7) N2 C10 C9 108.1(7) C12 C11 C10 120.3(7) C12 C11 C32 121.8(7) C10 C11 C32 117.9(7) C11 C12 N3 121.1(7) C11 C12 C13 132.3(7) N3 C12 C13 106.6(7) C14 C13 C12 108.0(7) C14 C13 I1 124.9(6) C12 C13 I1 126.9(6) C13 C14 C15 107.6(7) C13 C14 I2 122.3(6) C15 C14 I2 130.0(6) N3 C15 C16 110.1(7) N3 C15 C14 108.3(7) C16 C15 C14 141.5(8) N4 C16 C15 111.8(7) N4 C16 C17 108.2(7) C15 C16 C17 139.9(8) C18 C17 C16 107.2(7) C18 C17 I3 122.1(6) C16 C17 I3 130.7(6) C18 C17 I3A 120.7(9) C16 C17 I3A 131.3(8) C17 C18 C19 108.4(7) C17 C18 I4 124.0(6) C19 C18 I4 127.6(6) C1 C19 N4 121.9(7) C1 C19 C18 131.9(7) N4 C19 C18 106.2(7) C21 C20 C25 120.0 C21 C20 C1 118.3(4) C25 C20 C1 121.5(4) F1 C21 C20 120.4(4) F1 C21 C22 119.6(4) C20 C21 C22 120.0 C23 C22 C21 120.0 C23 C22 H22 120.0 C21 C22 H22 120.0 C24 C23 C22 120.0 C24 C23 H23 120.0 C22 C23 H23 120.0 C23 C24 C25 120.0 C23 C24 H24 120.0 C25 C24 H24 120.0 F2 C25 C24 119.8(4) F2 C25 C20 120.2(4) C24 C25 C20 120.0 C27 C26 C31 120.0 C27 C26 C6 120.2(4) C31 C26 C6 119.7(4) F3 C27 C28 119.2(4) F3 C27 C26 120.8(4) C28 C27 C26 120.0 C29 C28 C27 120.0 C29 C28 H28 120.0 C27 C28 H28 120.0 C28 C29 C30 120.0 C28 C29 H29 120.0 C30 C29 H29 120.0 C31 C30 C29 120.0 C31 C30 H30 120.0 C29 C30 H30 120.0 F4 C31 C30 119.7(4) F4 C31 C26 120.3(4) C30 C31 C26 120.0 C33 C32 C37 120.0 C33 C32 C11 121.0(4) C37 C32 C11 118.8(4) F5 C33 C34 120.5(4) F5 C33 C32 119.5(4) C34 C33 C32 120.0 C33 C34 C35 120.0 C33 C34 H34 120.0 C35 C34 H34 120.0 C36 C35 C34 120.0 C36 C35 H35 120.0 C34 C35 H35 120.0 C35 C36 C37 120.0 C35 C36 H36 120.0 C37 C36 H36 120.0 F6 C37 C36 119.9(4) F6 C37 C32 120.0(4) C36 C37 C32 120.0 Cl1 C38 Cl2 111.6(8) Cl1 C38 H38A 109.3 Cl2 C38 H38A 109.3 Cl1 C38 H38B 109.3 Cl2 C38 H38B 109.3 H38A C38 H38B 108.0 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance I1 C13 2.054(8) I2 C14 2.046(8) I3 C17 2.053(8) I3A C17 2.09(2) I4 C18 2.062(7) P1 F7 1.605(5) P1 F8 1.611(5) P1 N2 1.806(6) P1 N4 1.807(7) P1 N1 1.813(6) P1 N3 1.817(7) F1 C21 1.297(6) F2 C25 1.300(6) F3 C27 1.294(7) F4 C31 1.300(7) F5 C33 1.296(6) F6 C37 1.312(6) N1 C5 1.395(10) N1 C2 1.407(10) N2 C7 1.382(10) N2 C10 1.409(10) N3 C15 1.373(10) N3 C12 1.384(10) N4 C16 1.372(10) N4 C19 1.376(10) C1 C19 1.372(11) C1 C2 1.375(12) C1 C20 1.517(8) C2 C3 1.420(11) C3 C4 1.357(11) C3 H3 0.9500 C4 C5 1.423(11) C4 H4 0.9500 C5 C6 1.371(11) C6 C7 1.408(11) C6 C26 1.505(8) C7 C8 1.407(11) C8 C9 1.330(12) C8 H8 0.9500 C9 C10 1.419(11) C9 H9 0.9500 C10 C11 1.384(11) C11 C12 1.374(11) C11 C32 1.515(8) C12 C13 1.436(11) C13 C14 1.378(12) C14 C15 1.412(11) C15 C16 1.403(11) C16 C17 1.413(11) C17 C18 1.379(11) C18 C19 1.436(11) C20 C21 1.3900 C20 C25 1.3900 C21 C22 1.3900 C22 C23 1.3900 C22 H22 0.9500 C23 C24 1.3900 C23 H23 0.9500 C24 C25 1.3900 C24 H24 0.9500 C26 C27 1.3900 C26 C31 1.3900 C27 C28 1.3900 C28 C29 1.3900 C28 H28 0.9500 C29 C30 1.3900 C29 H29 0.9500 C30 C31 1.3900 C30 H30 0.9500 C32 C33 1.3900 C32 C37 1.3900 C33 C34 1.3900 C34 C35 1.3900 C34 H34 0.9500 C35 C36 1.3900 C35 H35 0.9500 C36 C37 1.3900 C36 H36 0.9500 Cl1 C38 1.735(13) Cl2 C38 1.737(14) C38 H38A 0.9900 C38 H38B 0.9900