#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:49:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179209 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/40/4314005.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_4314005
loop_
_publ_author_name
'Tilak Chandra'
'Brian J. Kraft'
'John C. Huffman'
'Jeffrey M. Zaleski'
_publ_section_title
;
 Synthesis and Structural Characterization of Porphyrinic Enediynes:
 Geometric and Electronic Effects on Thermal and Photochemical Reactivity
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5158
_journal_page_last               5172
_journal_paper_doi               10.1021/ic030035a
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C80 H64 Cl3 N5.33'
_chemical_formula_weight         1206.38
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.289(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            3
_cell_length_a                   14.962(3)
_cell_length_b                   16.981(3)
_cell_length_c                   15.520(3)
_cell_measurement_reflns_used    7096
_cell_measurement_temperature    82(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.17
_cell_volume                     3926.4(13)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999), XTEL (local package)'
_computing_molecular_graphics    'Local programs'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      82(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 44.52
_diffrn_detector_type            'Bruker SMART 6000'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
'   0.30 degree frames measured for  64.59 seconds each'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0976
_diffrn_reflns_av_sigmaI/netI    0.1303
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20691
_diffrn_reflns_theta_full        27.73
_diffrn_reflns_theta_max         27.73
_diffrn_reflns_theta_min         2.17
_diffrn_standards_interval_time  656
_exptl_absorpt_coefficient_mu    0.237
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelop
_exptl_crystal_F_000             1897
_exptl_crystal_size_max          .11
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .26
_refine_diff_density_max         0.973
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.129
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.25(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1063
_refine_ls_number_reflns         13421
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.1661
_refine_ls_R_factor_gt           0.1152
_refine_ls_shift/su_max          0.084
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2942
_refine_ls_wR_factor_ref         0.3256
_reflns_number_gt                7963
_reflns_number_total             13421
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic030035a_5.cif
_cod_data_source_block           c:\2002data\02012lb\final
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4314005
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.48643(19) -0.00022(14) 0.39499(17) 0.0429(10) Uani 0.889(12) 1 d P . .
N1 N 0.2909(5) -0.2568(4) 0.4849(4) 0.0277(14) Uani 1 1 d . . .
Cl2 Cl 0.3954(2) 0.13093(16) 0.31367(17) 0.0414(10) Uani 0.820(11) 1 d P . .
C2 C 0.2511(5) -0.3197(5) 0.5290(5) 0.0275(16) Uani 1 1 d . . .
Cl3 Cl 0.50348(18) 0.15362(15) 0.47336(16) 0.0395(10) Uani 0.847(11) 1 d P . .
C3 C 0.2016(5) -0.3591(4) 0.4635(4) 0.0244(15) Uani 1 1 d . . .
C4 C 0.2136(6) -0.3227(4) 0.3809(5) 0.0316(18) Uani 1 1 d . . .
C5 C 0.2700(5) -0.2599(4) 0.4003(4) 0.0243(15) Uani 1 1 d . . .
C6 C 0.3081(5) -0.2033(5) 0.3363(5) 0.0275(16) Uani 1 1 d . . .
H6 H 0.2802 -0.2187 0.2777 0.033 Uiso 1 1 calc R . .
C7 C 0.2795(5) -0.1195(4) 0.3505(4) 0.0214(14) Uani 1 1 d . . .
C8 C 0.2424(6) -0.0695(5) 0.2830(5) 0.0281(16) Uani 1 1 d . . .
C9 C 0.2198(5) 0.0008(5) 0.3247(4) 0.0247(15) Uani 1 1 d . . .
C10 C 0.2451(5) -0.0109(5) 0.4138(5) 0.0261(16) Uani 1 1 d . . .
N11 N 0.2824(4) -0.0854(4) 0.4288(4) 0.0244(13) Uani 1 1 d . . .
C12 C 0.2340(5) 0.0388(4) 0.4834(4) 0.0247(16) Uani 1 1 d . . .
C13 C 0.2676(5) 0.0240(4) 0.5689(5) 0.0242(15) Uani 1 1 d . . .
C14 C 0.2546(5) 0.0639(4) 0.6479(5) 0.0251(15) Uani 1 1 d . . .
C15 C 0.3093(5) 0.0249(5) 0.7139(5) 0.0261(16) Uani 1 1 d . . .
C16 C 0.3518(5) -0.0345(4) 0.6750(5) 0.0245(16) Uani 1 1 d . . .
N17 N 0.3290(4) -0.0350(4) 0.5936(4) 0.0269(14) Uani 1 1 d . . .
C18 C 0.4214(5) -0.0919(5) 0.7195(4) 0.0265(16) Uani 1 1 d . . .
H18 H 0.4322 -0.0761 0.7817 0.032 Uiso 1 1 calc R . .
C19 C 0.3844(5) -0.1740(5) 0.7166(4) 0.0277(16) Uani 1 1 d . . .
C20 C 0.3875(6) -0.2237(5) 0.7936(5) 0.0299(17) Uani 1 1 d . . .
C21 C 0.3423(6) -0.2919(5) 0.7656(5) 0.0318(18) Uani 1 1 d . . .
C22 C 0.3173(6) -0.2816(5) 0.6749(5) 0.0288(16) Uani 1 1 d . . .
N23 N 0.3457(4) -0.2069(4) 0.6484(4) 0.0248(13) Uani 1 1 d . . .
C24 C 0.2683(5) -0.3326(5) 0.6180(5) 0.0301(17) Uani 1 1 d . . .
C25 C 0.1410(6) -0.4249(5) 0.4694(5) 0.0325(18) Uani 1 1 d . . .
C26 C 0.0875(6) -0.4765(5) 0.4613(5) 0.0322(18) Uani 1 1 d . . .
C27 C 0.0203(6) -0.5338(5) 0.4445(5) 0.0323(18) Uani 1 1 d . . .
C28 C -0.0227(7) -0.5717(5) 0.5108(6) 0.039(2) Uani 1 1 d . . .
H28 H -0.0050 -0.5599 0.5697 0.046 Uiso 1 1 calc R . .
C29 C -0.0905(7) -0.6261(5) 0.4898(8) 0.050(3) Uani 1 1 d . . .
H29 H -0.1189 -0.6513 0.5346 0.060 Uiso 1 1 calc R . .
C30 C -0.1163(6) -0.6434(6) 0.4072(9) 0.055(3) Uani 1 1 d . . .
H30 H -0.1634 -0.6801 0.3938 0.066 Uiso 1 1 calc R . .
C31 C -0.0746(8) -0.6079(6) 0.3408(7) 0.053(3) Uani 1 1 d . . .
H31 H -0.0933 -0.6202 0.2822 0.064 Uiso 1 1 calc R . .
C32 C -0.0049(7) -0.5541(5) 0.3605(6) 0.041(2) Uani 1 1 d . . .
H32 H 0.0251 -0.5315 0.3151 0.050 Uiso 1 1 calc R . .
C33 C 0.1725(6) -0.3499(5) 0.3008(5) 0.0335(18) Uani 1 1 d . . .
C34 C 0.1389(7) -0.3750(5) 0.2362(6) 0.037(2) Uani 1 1 d . . .
C35 C 0.0847(6) -0.4065(5) 0.1602(5) 0.0311(17) Uani 1 1 d . . .
C36 C 0.1216(7) -0.4291(5) 0.0829(5) 0.0366(19) Uani 1 1 d . . .
H36 H 0.1846 -0.4251 0.0797 0.044 Uiso 1 1 calc R . .
C37 C 0.0691(7) -0.4562(6) 0.0137(6) 0.049(2) Uani 1 1 d . . .
H37 H 0.0930 -0.4642 -0.0402 0.059 Uiso 1 1 calc R . .
C38 C -0.0206(9) -0.4721(7) 0.0232(7) 0.061(3) Uani 1 1 d . . .
H38 H -0.0577 -0.4953 -0.0230 0.074 Uiso 1 1 calc R . .
C39 C -0.0563(9) -0.4535(6) 0.1023(7) 0.055(3) Uani 1 1 d . . .
H39 H -0.1180 -0.4632 0.1078 0.066 Uiso 1 1 calc R . .
C40 C -0.0049(6) -0.4225(5) 0.1697(5) 0.0359(19) Uani 1 1 d . . .
H40 H -0.0295 -0.4119 0.2228 0.043 Uiso 1 1 calc R . .
C41 C 0.4073(6) -0.2200(5) 0.3363(5) 0.0334(19) Uani 1 1 d . . .
C42 C 0.4667(6) -0.1876(6) 0.3971(6) 0.040(2) Uani 1 1 d . . .
H42 H 0.4469 -0.1524 0.4389 0.048 Uiso 1 1 calc R . .
C43 C 0.5595(7) -0.2070(7) 0.3976(7) 0.050(3) Uani 1 1 d . . .
H43 H 0.6024 -0.1836 0.4387 0.061 Uiso 1 1 calc R . .
C44 C 0.5862(8) -0.2601(7) 0.3379(7) 0.054(3) Uani 1 1 d . . .
H44 H 0.6478 -0.2741 0.3389 0.064 Uiso 1 1 calc R . .
C45 C 0.5250(8) -0.2929(6) 0.2771(8) 0.054(3) Uani 1 1 d . . .
H45 H 0.5442 -0.3295 0.2363 0.064 Uiso 1 1 calc R . .
C46 C 0.4341(7) -0.2724(5) 0.2752(6) 0.042(2) Uani 1 1 d . . .
H46 H 0.3914 -0.2942 0.2326 0.051 Uiso 1 1 calc R . .
C47 C 0.2320(6) -0.0894(4) 0.1941(5) 0.0261(16) Uani 1 1 d . . .
C48 C 0.2226(5) -0.1138(5) 0.1219(5) 0.0296(17) Uani 1 1 d . . .
C49 C 0.2127(5) -0.1453(5) 0.0357(5) 0.0296(18) Uani 1 1 d . . .
C50 C 0.2174(6) -0.0962(5) -0.0365(5) 0.0322(18) Uani 1 1 d . . .
H50 H 0.2285 -0.0414 -0.0286 0.039 Uiso 1 1 calc R . .
C51 C 0.2060(5) -0.1266(5) -0.1181(5) 0.0308(18) Uani 1 1 d . . .
H51 H 0.2106 -0.0928 -0.1662 0.037 Uiso 1 1 calc R . .
C52 C 0.1879(6) -0.2054(6) -0.1322(5) 0.038(2) Uani 1 1 d . . .
H52 H 0.1788 -0.2256 -0.1895 0.045 Uiso 1 1 calc R . .
C53 C 0.1831(7) -0.2537(6) -0.0634(6) 0.043(2) Uani 1 1 d . . .
H53 H 0.1710 -0.3081 -0.0728 0.052 Uiso 1 1 calc R . .
C54 C 0.1955(7) -0.2256(5) 0.0196(6) 0.042(2) Uani 1 1 d . . .
H54 H 0.1924 -0.2607 0.0668 0.050 Uiso 1 1 calc R . .
C55 C 0.1808(6) 0.0671(5) 0.2808(4) 0.0287(17) Uani 1 1 d . . .
C56 C 0.1521(6) 0.1251(5) 0.2438(5) 0.0322(18) Uani 1 1 d . . .
C57 C 0.1204(7) 0.1967(6) 0.2046(5) 0.044(2) Uani 1 1 d . . .
C58 C 0.1550(14) 0.2662(7) 0.2380(8) 0.093(6) Uani 1 1 d . . .
H58 H 0.1954 0.2646 0.2889 0.111 Uiso 1 1 calc R . .
C59 C 0.1335(15) 0.3384(8) 0.2007(11) 0.111(8) Uani 1 1 d . . .
H59 H 0.1576 0.3866 0.2238 0.133 Uiso 1 1 calc R . .
C60 C 0.0730(17) 0.3349(16) 0.1255(18) 0.159(15) Uani 1 1 d . . .
H60 H 0.0547 0.3828 0.0976 0.191 Uiso 1 1 calc R . .
C61 C 0.0399(11) 0.267(2) 0.0913(17) 0.175(17) Uani 1 1 d . . .
H61 H 0.0007 0.2665 0.0395 0.210 Uiso 1 1 calc R . .
C62 C 0.0634(8) 0.2013(13) 0.1318(9) 0.102(7) Uani 1 1 d . . .
H62 H 0.0386 0.1535 0.1084 0.122 Uiso 1 1 calc R . .
C63 C 0.1871(6) 0.1154(4) 0.4685(4) 0.0256(15) Uani 1 1 d . . .
C64 C 0.2342(6) 0.1853(4) 0.4859(5) 0.0272(16) Uani 1 1 d . . .
H64 H 0.2972 0.1833 0.5013 0.033 Uiso 1 1 calc R . .
C65 C 0.1912(6) 0.2574(5) 0.4813(5) 0.0334(18) Uani 1 1 d . . .
H65 H 0.2239 0.3046 0.4936 0.040 Uiso 1 1 calc R . .
C66 C 0.0994(6) 0.2596(5) 0.4583(5) 0.0343(19) Uani 1 1 d . . .
H66 H 0.0689 0.3088 0.4549 0.041 Uiso 1 1 calc R . .
C67 C 0.0535(6) 0.1927(5) 0.4410(5) 0.0342(19) Uani 1 1 d . . .
H67 H -0.0092 0.1954 0.4245 0.041 Uiso 1 1 calc R . .
C68 C 0.0952(6) 0.1196(5) 0.4464(5) 0.0325(18) Uani 1 1 d . . .
H68 H 0.0612 0.0729 0.4350 0.039 Uiso 1 1 calc R . .
C69 C 0.1961(6) 0.1271(5) 0.6652(5) 0.0300(17) Uani 1 1 d . . .
C70 C 0.1517(6) 0.1793(4) 0.6914(5) 0.0286(17) Uani 1 1 d . . .
C71 C 0.1028(6) 0.2391(5) 0.7329(5) 0.0350(19) Uani 1 1 d . . .
C72 C 0.1349(8) 0.2692(5) 0.8144(5) 0.039(2) Uani 1 1 d . . .
H72 H 0.1929 0.2550 0.8399 0.047 Uiso 1 1 calc R . .
C73 C 0.0798(8) 0.3208(6) 0.8580(6) 0.048(2) Uani 1 1 d . . .
H73 H 0.0980 0.3398 0.9145 0.057 Uiso 1 1 calc R . .
C74 C -0.0043(8) 0.3433(6) 0.8135(9) 0.062(3) Uani 1 1 d . . .
H74 H -0.0411 0.3796 0.8405 0.074 Uiso 1 1 calc R . .
C75 C -0.0315(6) 0.3167(5) 0.7395(6) 0.041(2) Uani 1 1 d . . .
H75 H -0.0889 0.3329 0.7144 0.049 Uiso 1 1 calc R . .
C76 C 0.0192(6) 0.2636(5) 0.6918(7) 0.042(2) Uani 1 1 d . . .
H76 H -0.0020 0.2457 0.6356 0.050 Uiso 1 1 calc R . .
C77 C 0.3188(5) 0.0506(4) 0.8020(4) 0.0237(15) Uani 1 1 d . . .
C78 C 0.3241(6) 0.0751(5) 0.8747(6) 0.0340(19) Uani 1 1 d . . .
C79 C 0.3318(6) 0.1144(6) 0.9599(5) 0.038(2) Uani 1 1 d . . .
C80 C 0.2626(7) 0.1609(5) 0.9852(5) 0.0359(19) Uani 1 1 d . . .
H80 H 0.2062 0.1617 0.9516 0.043 Uiso 1 1 calc R . .
C81 C 0.2760(10) 0.2068(7) 1.0606(6) 0.057(3) Uani 1 1 d . . .
H81 H 0.2301 0.2417 1.0754 0.068 Uiso 1 1 calc R . .
C82 C 0.3516(7) 0.2021(6) 1.1111(6) 0.045(2) Uani 1 1 d . . .
H82 H 0.3598 0.2339 1.1615 0.054 Uiso 1 1 calc R . .
C83 C 0.4194(8) 0.1513(6) 1.0914(6) 0.049(2) Uani 1 1 d . . .
H83 H 0.4714 0.1452 1.1309 0.059 Uiso 1 1 calc R . .
C84 C 0.4116(6) 0.1092(6) 1.0143(6) 0.044(2) Uani 1 1 d . . .
H84 H 0.4598 0.0773 0.9987 0.052 Uiso 1 1 calc R . .
C85 C 0.5101(5) -0.0838(4) 0.6788(4) 0.0250(15) Uani 1 1 d . . .
C86 C 0.5445(6) -0.0111(5) 0.6616(5) 0.0309(17) Uani 1 1 d . . .
H86 H 0.5106 0.0346 0.6726 0.037 Uiso 1 1 calc R . .
C87 C 0.6282(6) -0.0020(6) 0.6283(6) 0.041(2) Uani 1 1 d . . .
H87 H 0.6496 0.0487 0.6147 0.049 Uiso 1 1 calc R . .
C88 C 0.6775(7) -0.0671(7) 0.6160(7) 0.051(3) Uani 1 1 d . . .
H88 H 0.7352 -0.0612 0.5958 0.061 Uiso 1 1 calc R . .
C89 C 0.6467(8) -0.1420(7) 0.6317(8) 0.063(3) Uani 1 1 d . . .
H89 H 0.6813 -0.1872 0.6207 0.075 Uiso 1 1 calc R . .
C90 C 0.5609(8) -0.1493(6) 0.6654(8) 0.056(3) Uani 1 1 d . . .
H90 H 0.5389 -0.2000 0.6785 0.067 Uiso 1 1 calc R . .
C91 C 0.4242(6) -0.2017(5) 0.8775(5) 0.0314(18) Uani 1 1 d . . .
C92 C 0.4522(6) -0.1821(7) 0.9486(6) 0.042(2) Uani 1 1 d . . .
C93 C 0.4904(7) -0.1513(6) 1.0325(5) 0.038(2) Uani 1 1 d . . .
C94 C 0.4486(7) -0.0864(6) 1.0733(6) 0.042(2) Uani 1 1 d . . .
H94 H 0.3976 -0.0614 1.0442 0.051 Uiso 1 1 calc R . .
C95 C 0.4807(7) -0.0610(6) 1.1516(6) 0.044(2) Uani 1 1 d . . .
H95 H 0.4514 -0.0193 1.1785 0.053 Uiso 1 1 calc R . .
C96 C 0.5568(7) -0.0955(6) 1.1936(6) 0.043(2) Uani 1 1 d . . .
H96 H 0.5805 -0.0782 1.2493 0.052 Uiso 1 1 calc R . .
C97 C 0.5964(8) -0.1553(6) 1.1521(6) 0.046(2) Uani 1 1 d . . .
H97 H 0.6488 -0.1789 1.1802 0.055 Uiso 1 1 calc R . .
C98 C 0.5651(7) -0.1828(6) 1.0733(6) 0.044(2) Uani 1 1 d . . .
H98 H 0.5957 -0.2240 1.0470 0.053 Uiso 1 1 calc R . .
C99 C 0.3328(6) -0.3575(5) 0.8241(5) 0.0322(18) Uani 1 1 d . . .
C100 C 0.3304(6) -0.3992(5) 0.8860(6) 0.039(2) Uani 1 1 d . . .
C101 C 0.3273(6) -0.4478(6) 0.9631(6) 0.040(2) Uani 1 1 d . . .
C102 C 0.3641(7) -0.4181(7) 1.0417(6) 0.047(2) Uani 1 1 d . . .
H102 H 0.3855 -0.3654 1.0439 0.057 Uiso 1 1 calc R . .
C103 C 0.3707(8) -0.4607(7) 1.1142(6) 0.053(3) Uani 1 1 d . . .
H103 H 0.3988 -0.4404 1.1670 0.063 Uiso 1 1 calc R . .
C104 C 0.3346(9) -0.5361(8) 1.1090(8) 0.064(3) Uani 1 1 d . . .
H104 H 0.3394 -0.5678 1.1597 0.077 Uiso 1 1 calc R . .
C105 C 0.2941(9) -0.5660(6) 1.0374(7) 0.054(3) Uani 1 1 d . . .
H105 H 0.2672 -0.6167 1.0381 0.065 Uiso 1 1 calc R . .
C106 C 0.2905(8) -0.5202(7) 0.9552(7) 0.055(3) Uani 1 1 d . . .
H106 H 0.2644 -0.5404 0.9016 0.066 Uiso 1 1 calc R . .
C107 C 0.2310(6) -0.4073(5) 0.6508(5) 0.0305(17) Uani 1 1 d . . .
C108 C 0.1552(6) -0.4026(6) 0.6989(5) 0.037(2) Uani 1 1 d . . .
H108 H 0.1327 -0.3529 0.7149 0.044 Uiso 1 1 calc R . .
C109 C 0.1150(8) -0.4707(7) 0.7220(7) 0.055(3) Uani 1 1 d . . .
H109 H 0.0616 -0.4690 0.7506 0.066 Uiso 1 1 calc R . .
C110 C 0.1540(8) -0.5437(6) 0.7026(7) 0.053(3) Uani 1 1 d . . .
H110 H 0.1276 -0.5911 0.7206 0.063 Uiso 1 1 calc R . .
C111 C 0.2290(7) -0.5476(6) 0.6584(7) 0.047(2) Uani 1 1 d . . .
H111 H 0.2541 -0.5972 0.6457 0.056 Uiso 1 1 calc R . .
C112 C 0.2680(6) -0.4790(5) 0.6324(6) 0.037(2) Uani 1 1 d . . .
H112 H 0.3201 -0.4811 0.6018 0.044 Uiso 1 1 calc R . .
C113 C 0.4903(7) 0.1018(5) 0.3763(6) 0.039(2) Uani 1 1 d . . .
H113 H 0.5434 0.1130 0.3436 0.046 Uiso 1 1 calc R . .
Cl4 Cl 0.5259(18) 0.1797(15) 0.6007(15) 0.039(9) Uiso 0.090(11) 1 d P . .
Cl5 Cl 0.6013(18) 0.0382(15) 0.6940(15) 0.082(11) Uiso 0.155(15) 1 d P . .
Cl6 Cl 0.513(2) 0.024(2) 0.5242(18) 0.150(15) Uiso 0.23(2) 1 d P . .
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'
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
C5 N1 C2 112.1(6) . . ?
C3 C2 C24 133.7(7) . . ?
C3 C2 N1 103.3(6) . . ?
C24 C2 N1 122.9(7) . . ?
C2 C3 C4 110.1(7) . . ?
C2 C3 C25 128.8(7) . . ?
C4 C3 C25 121.0(7) . . ?
C5 C4 C33 130.8(7) . . ?
C5 C4 C3 105.1(7) . . ?
C33 C4 C3 124.0(8) . . ?
N1 C5 C4 109.3(6) . . ?
N1 C5 C6 123.6(7) . . ?
C4 C5 C6 127.0(7) . . ?
C7 C6 C41 117.9(7) . . ?
C7 C6 C5 111.7(6) . . ?
C41 C6 C5 107.9(6) . . ?
N11 C7 C8 112.8(6) . . ?
N11 C7 C6 123.5(6) . . ?
C8 C7 C6 123.6(6) . . ?
C9 C8 C47 129.7(7) . . ?
C9 C8 C7 105.2(6) . . ?
C47 C8 C7 125.1(7) . . ?
C8 C9 C55 123.9(7) . . ?
C8 C9 C10 105.9(7) . . ?
C55 C9 C10 130.2(7) . . ?
N11 C10 C12 119.7(7) . . ?
N11 C10 C9 111.0(6) . . ?
C12 C10 C9 129.2(7) . . ?
C7 N11 C10 105.1(6) . . ?
C10 C12 C13 124.7(7) . . ?
C10 C12 C63 120.0(7) . . ?
C13 C12 C63 115.3(6) . . ?
N17 C13 C12 124.1(7) . . ?
N17 C13 C14 104.1(6) . . ?
C12 C13 C14 131.7(7) . . ?
C15 C14 C69 122.7(7) . . ?
C15 C14 C13 106.5(7) . . ?
C69 C14 C13 130.7(7) . . ?
C16 C15 C14 106.8(6) . . ?
C16 C15 C77 129.8(7) . . ?
C14 C15 C77 123.3(7) . . ?
N17 C16 C15 110.5(7) . . ?
N17 C16 C18 123.0(7) . . ?
C15 C16 C18 126.4(7) . . ?
C16 N17 C13 112.1(6) . . ?
C19 C18 C85 113.8(6) . . ?
C19 C18 C16 110.0(6) . . ?
C85 C18 C16 109.6(6) . . ?
N23 C19 C20 113.6(8) . . ?
N23 C19 C18 124.4(6) . . ?
C20 C19 C18 121.9(7) . . ?
C21 C20 C91 130.0(7) . . ?
C21 C20 C19 104.3(7) . . ?
C91 C20 C19 125.5(8) . . ?
C20 C21 C22 106.3(7) . . ?
C20 C21 C99 121.1(7) . . ?
C22 C21 C99 132.5(8) . . ?
C24 C22 N23 121.9(7) . . ?
C24 C22 C21 128.4(7) . . ?
N23 C22 C21 109.7(7) . . ?
C19 N23 C22 106.0(6) . . ?
C22 C24 C2 124.5(7) . . ?
C22 C24 C107 120.1(7) . . ?
C2 C24 C107 115.4(7) . . ?
C26 C25 C3 169.9(9) . . ?
C25 C26 C27 174.4(9) . . ?
C32 C27 C26 118.8(8) . . ?
C32 C27 C28 118.2(8) . . ?
C26 C27 C28 123.0(8) . . ?
C29 C28 C27 120.2(10) . . ?
C30 C29 C28 120.7(9) . . ?
C29 C30 C31 120.4(10) . . ?
C30 C31 C32 119.8(10) . . ?
C27 C32 C31 120.5(9) . . ?
C34 C33 C4 177.5(9) . . ?
C33 C34 C35 172.1(9) . . ?
C40 C35 C36 119.4(8) . . ?
C40 C35 C34 116.9(7) . . ?
C36 C35 C34 123.2(8) . . ?
C37 C36 C35 121.4(9) . . ?
C36 C37 C38 118.6(9) . . ?
C37 C38 C39 119.5(9) . . ?
C40 C39 C38 121.8(11) . . ?
C39 C40 C35 118.8(9) . . ?
C42 C41 C46 121.7(9) . . ?
C42 C41 C6 120.4(8) . . ?
C46 C41 C6 117.8(8) . . ?
C42 C41 Cl4 76.0(8) . 2_646 ?
C46 C41 Cl4 69.7(8) . 2_646 ?
C6 C41 Cl4 124.1(9) . 2_646 ?
C41 C42 C43 119.2(10) . . ?
C41 C42 Cl4 68.4(8) . 2_646 ?
C43 C42 Cl4 73.9(9) . 2_646 ?
C44 C43 C42 119.3(11) . . ?
C45 C44 C43 120.8(10) . . ?
C45 C44 Cl4 68.3(9) . 2_646 ?
C43 C44 Cl4 74.8(9) . 2_646 ?
C44 C45 C46 119.9(9) . . ?
C44 C45 Cl4 75.5(9) . 2_646 ?
C46 C45 Cl4 69.6(9) . 2_646 ?
C41 C46 C45 119.1(10) . . ?
C41 C46 Cl4 72.6(9) . 2_646 ?
C45 C46 Cl4 72.2(10) . 2_646 ?
C48 C47 C8 173.5(8) . . ?
C47 C48 C49 178.3(9) . . ?
C50 C49 C54 117.1(7) . . ?
C50 C49 C48 120.9(8) . . ?
C54 C49 C48 121.9(8) . . ?
C51 C50 C49 120.3(8) . . ?
C50 C51 C52 121.5(7) . . ?
C53 C52 C51 119.1(8) . . ?
C52 C53 C54 121.2(9) . . ?
C53 C54 C49 120.8(8) . . ?
C56 C55 C9 176.6(9) . . ?
C55 C56 C57 176.2(9) . . ?
C62 C57 C58 117.0(13) . . ?
C62 C57 C56 124.4(13) . . ?
C58 C57 C56 118.4(10) . . ?
C57 C58 C59 122.7(17) . . ?
C58 C59 C60 114.6(19) . . ?
C61 C60 C59 123.2(15) . . ?
C62 C61 C60 118(2) . . ?
C61 C62 C57 125(2) . . ?
C68 C63 C64 118.4(7) . . ?
C68 C63 C12 121.8(7) . . ?
C64 C63 C12 119.5(7) . . ?
C65 C64 C63 121.3(8) . . ?
C64 C65 C66 118.9(8) . . ?
C67 C66 C65 120.3(8) . . ?
C66 C67 C68 121.7(8) . . ?
C67 C68 C63 119.4(8) . . ?
C70 C69 C14 171.0(8) . . ?
C69 C70 C71 173.2(9) . . ?
C72 C71 C76 120.9(8) . . ?
C72 C71 C70 120.8(8) . . ?
C76 C71 C70 118.1(8) . . ?
C71 C72 C73 119.2(9) . . ?
C72 C73 C74 117.3(9) . . ?
C75 C74 C73 122.6(10) . . ?
C74 C75 C76 123.6(10) . . ?
C71 C76 C75 116.3(9) . . ?
C78 C77 C15 176.9(8) . . ?
C77 C78 C79 173.4(8) . . ?
C80 C79 C84 118.9(8) . . ?
C80 C79 C78 120.8(8) . . ?
C84 C79 C78 120.2(8) . . ?
C79 C80 C81 119.9(9) . . ?
C82 C81 C80 120.7(11) . . ?
C81 C82 C83 120.9(9) . . ?
C82 C83 C84 120.3(9) . . ?
C83 C84 C79 119.0(9) . . ?
C86 C85 C90 118.5(8) . . ?
C86 C85 C18 121.1(7) . . ?
C90 C85 C18 120.2(7) . . ?
C85 C86 C87 122.1(8) . . ?
C85 C86 Cl6 112.1(10) . . ?
C87 C86 Cl6 74.6(10) . . ?
C88 C87 C86 118.6(9) . . ?
C87 C88 C89 122.1(9) . . ?
C88 C89 C90 117.9(10) . . ?
C85 C90 C89 120.7(9) . . ?
C92 C91 C20 177.8(9) . . ?
C91 C92 C93 174.6(10) . . ?
C98 C93 C94 118.2(8) . . ?
C98 C93 C92 121.0(9) . . ?
C94 C93 C92 120.8(9) . . ?
C95 C94 C93 120.8(9) . . ?
C94 C95 C96 120.0(9) . . ?
C97 C96 C95 117.7(9) . . ?
C98 C97 C96 123.7(10) . . ?
C93 C98 C97 119.5(10) . . ?
C100 C99 C21 165.4(9) . . ?
C99 C100 C101 178.1(10) . . ?
C106 C101 C102 122.5(9) . . ?
C106 C101 C100 119.1(9) . . ?
C102 C101 C100 118.4(9) . . ?
C103 C102 C101 122.5(11) . . ?
C102 C103 C104 116.9(10) . . ?
C105 C104 C103 123.4(12) . . ?
C104 C105 C106 119.8(11) . . ?
C101 C106 C105 114.6(10) . . ?
C112 C107 C108 121.1(8) . . ?
C112 C107 C24 120.6(8) . . ?
C108 C107 C24 118.2(7) . . ?
C109 C108 C107 118.9(9) . . ?
C108 C109 C110 119.1(10) . . ?
C111 C110 C109 121.5(9) . . ?
C110 C111 C112 119.6(10) . . ?
C107 C112 C111 119.7(9) . . ?
Cl2 C113 Cl3 111.5(5) . . ?
Cl2 C113 Cl1 109.9(5) . . ?
Cl3 C113 Cl1 111.0(5) . . ?
C46 Cl4 C41 37.7(5) 2_656 2_656 ?
C46 Cl4 C45 38.2(6) 2_656 2_656 ?
C41 Cl4 C45 67.6(8) 2_656 2_656 ?
C46 Cl4 C44 66.5(8) 2_656 2_656 ?
C41 Cl4 C44 77.4(9) 2_656 2_656 ?
C45 Cl4 C44 36.2(6) 2_656 2_656 ?
C46 Cl4 C42 66.1(8) 2_656 2_656 ?
C41 Cl4 C42 35.6(5) 2_656 2_656 ?
C45 Cl4 C42 78.0(9) 2_656 2_656 ?
C44 Cl4 C42 65.0(8) 2_656 2_656 ?
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 C113 1.758(9) . ?
N1 C5 1.322(9) . ?
N1 C2 1.427(9) . ?
Cl2 C113 1.717(10) . ?
C2 C3 1.375(11) . ?
C2 C24 1.400(11) . ?
Cl3 C113 1.740(8) . ?
C3 C4 1.448(11) . ?
C3 C25 1.447(11) . ?
C4 C5 1.377(11) . ?
C4 C33 1.414(12) . ?
C5 C6 1.529(10) . ?
C6 C7 1.509(10) . ?
C6 C41 1.512(12) . ?
C7 N11 1.343(9) . ?
C7 C8 1.420(10) . ?
C8 C9 1.413(11) . ?
C8 C47 1.415(11) . ?
C9 C55 1.414(11) . ?
C9 C10 1.415(10) . ?
C10 N11 1.393(10) . ?
C10 C12 1.392(10) . ?
C12 C13 1.398(10) . ?
C12 C63 1.486(11) . ?
C13 N17 1.391(9) . ?
C13 C14 1.430(10) . ?
C14 C15 1.415(11) . ?
C14 C69 1.426(11) . ?
C15 C16 1.361(10) . ?
C15 C77 1.431(10) . ?
C16 N17 1.279(10) . ?
C16 C18 1.543(11) . ?
C18 C19 1.500(12) . ?
C18 C85 1.529(11) . ?
C19 N23 1.285(10) . ?
C19 C20 1.460(10) . ?
C20 C21 1.390(12) . ?
C20 C91 1.416(12) . ?
C21 C22 1.433(11) . ?
C21 C99 1.453(11) . ?
C22 C24 1.396(12) . ?
C22 N23 1.412(10) . ?
C24 C107 1.495(11) . ?
C25 C26 1.186(12) . ?
C26 C27 1.406(13) . ?
C27 C32 1.368(13) . ?
C27 C28 1.418(12) . ?
C28 C29 1.389(14) . ?
C29 C30 1.337(16) . ?
C30 C31 1.390(16) . ?
C31 C32 1.398(14) . ?
C33 C34 1.159(12) . ?
C34 C35 1.469(13) . ?
C35 C40 1.389(13) . ?
C35 C36 1.419(11) . ?
C36 C37 1.351(13) . ?
C37 C38 1.390(17) . ?
C38 C39 1.418(16) . ?
C39 C40 1.347(14) . ?
C41 C42 1.352(14) . ?
C41 C46 1.387(12) . ?
C41 Cl4 2.16(3) 2_646 ?
C42 C43 1.425(13) . ?
C42 Cl4 2.26(3) 2_646 ?
C43 C44 1.379(16) . ?
C44 C45 1.372(17) . ?
C44 Cl4 2.25(3) 2_646 ?
C45 C46 1.401(15) . ?
C45 Cl4 2.16(3) 2_646 ?
C46 Cl4 2.13(2) 2_646 ?
C47 C48 1.191(11) . ?
C48 C49 1.435(11) . ?
C49 C50 1.405(11) . ?
C49 C54 1.405(13) . ?
C50 C51 1.364(11) . ?
C51 C52 1.379(13) . ?
C52 C53 1.353(13) . ?
C53 C54 1.371(13) . ?
C55 C56 1.199(12) . ?
C56 C57 1.421(12) . ?
C57 C62 1.354(16) . ?
C57 C58 1.371(19) . ?
C58 C59 1.382(18) . ?
C59 C60 1.41(3) . ?
C60 C61 1.35(4) . ?
C61 C62 1.31(3) . ?
C63 C68 1.389(12) . ?
C63 C64 1.394(11) . ?
C64 C65 1.382(11) . ?
C65 C66 1.387(13) . ?
C66 C67 1.343(12) . ?
C67 C68 1.387(12) . ?
C69 C70 1.200(11) . ?
C70 C71 1.439(10) . ?
C71 C72 1.407(13) . ?
C71 C76 1.412(13) . ?
C72 C73 1.419(13) . ?
C73 C74 1.430(16) . ?
C74 C75 1.265(15) . ?
C75 C76 1.429(13) . ?
C77 C78 1.197(11) . ?
C78 C79 1.477(13) . ?
C79 C80 1.387(13) . ?
C79 C84 1.401(13) . ?
C80 C81 1.406(13) . ?
C81 C82 1.317(16) . ?
C82 C83 1.387(15) . ?
C83 C84 1.390(14) . ?
C85 C86 1.373(11) . ?
C85 C90 1.374(13) . ?
C86 C87 1.407(12) . ?
C86 Cl6 2.22(3) . ?
C87 C88 1.353(15) . ?
C88 C89 1.382(15) . ?
C89 C90 1.436(15) . ?
C91 C92 1.191(12) . ?
C92 C93 1.470(13) . ?
C93 C98 1.343(14) . ?
C93 C94 1.441(13) . ?
C94 C95 1.336(13) . ?
C95 C96 1.389(14) . ?
C96 C97 1.366(15) . ?
C97 C98 1.351(13) . ?
C99 C100 1.197(12) . ?
C100 C101 1.457(13) . ?
C101 C106 1.348(15) . ?
C101 C102 1.386(14) . ?
C102 C103 1.334(15) . ?
C103 C104 1.389(18) . ?
C104 C105 1.318(17) . ?
C105 C106 1.490(14) . ?
C107 C112 1.377(12) . ?
C107 C108 1.417(13) . ?
C108 C109 1.366(14) . ?
C109 C110 1.415(17) . ?
C110 C111 1.371(16) . ?
C111 C112 1.380(13) . ?
Cl4 C46 2.13(2) 2_656 ?
Cl4 C41 2.16(3) 2_656 ?
Cl4 C45 2.16(3) 2_656 ?
Cl4 C44 2.25(3) 2_656 ?
Cl4 C42 2.26(3) 2_656 ?
