#------------------------------------------------------------------------------
#$Date: 2016-03-21 03:54:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178449 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/70/4027018.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_4027018
loop_
_publ_author_name
'Chia-Chen Tsai'
'I-Ting Ho'
'Jean-Ho Chu'
'Li-Ching Shen'
'Shou-Ling Huang'
'Wen-Sheng Chung'
_publ_section_title
;
 Synthesis of 9,10-Bis-ketoenaminoanthryl and 9,10-Bis-isoxazolylanthryl
 Linked Biscalix[4]arenes: Atropisomers and Molecular Recognitions
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2254
_journal_page_last               2262
_journal_paper_doi               10.1021/jo2024784
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C137 H155 Cl3 N4 O16'
_chemical_formula_weight         2220.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                82.311(4)
_cell_angle_beta                 81.842(5)
_cell_angle_gamma                78.038(5)
_cell_formula_units_Z            1
_cell_length_a                   11.9430(8)
_cell_length_b                   16.0684(10)
_cell_length_c                   16.8946(8)
_cell_measurement_reflns_used    8254
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      70.2436
_cell_measurement_theta_min      2.8269
_cell_volume                     3121.4(3)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_collection
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29213
_diffrn_reflns_theta_full        68.00
_diffrn_reflns_theta_max         68.00
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    1.176
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET) 
(compiled Jun 10 2008,16:49:55) 
empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.774
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.126
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.333
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     760
_refine_ls_number_reflns         11277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.333
_refine_ls_R_factor_all          0.1380
_refine_ls_R_factor_gt           0.1173
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3066
_refine_ls_wR_factor_ref         0.3222
_reflns_number_gt                8416
_reflns_number_total             11277
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo2024784_si_002.cif
_cod_data_source_block           ic13467
_cod_database_code               4027018
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.4636(3) -0.21709(19) 0.01494(17) 0.0588(7) Uani 1 1 d . . .
O2 O 0.9521(3) 0.34425(19) 0.04163(19) 0.0629(8) Uani 1 1 d . . .
O3 O 0.6783(2) 0.36863(17) 0.10266(15) 0.0512(6) Uani 1 1 d . . .
O4 O 0.6145(2) 0.21944(18) 0.16860(15) 0.0527(6) Uani 1 1 d . . .
H4A H 0.6364 0.2660 0.1529 0.079 Uiso 1 1 calc R . .
O5 O 0.3832(3) 0.25462(19) 0.12775(16) 0.0563(7) Uani 1 1 d . . .
O6 O 0.4379(3) 0.41173(19) 0.08666(16) 0.0597(7) Uani 1 1 d . . .
H6B H 0.4169 0.3648 0.1020 0.090 Uiso 1 1 calc R . .
N1 N 1.3530(3) -0.1723(2) 0.0404(2) 0.0571(8) Uani 1 1 d . . .
N2 N 1.0421(3) 0.2731(2) 0.0410(3) 0.0641(9) Uani 1 1 d . . .
C1 C 1.5218(3) -0.1623(3) -0.0333(2) 0.0513(9) Uani 1 1 d . . .
C2 C 1.4560(3) -0.0840(3) -0.0397(2) 0.0505(9) Uani 1 1 d . . .
H2A H 1.4756 -0.0332 -0.0689 0.061 Uiso 1 1 calc R . .
C3 C 1.3494(3) -0.0943(3) 0.0074(2) 0.0490(9) Uani 1 1 d . . .
C4 C 1.2445(3) -0.0260(2) 0.0171(2) 0.0480(8) Uani 1 1 d . . .
C5 C 1.1841(3) 0.0045(2) -0.0493(2) 0.0482(8) Uani 1 1 d . . .
C6 C 1.2077(4) -0.0379(3) -0.1214(2) 0.0528(9) Uani 1 1 d . . .
H6A H 1.2665 -0.0876 -0.1245 0.063 Uiso 1 1 calc R . .
C7 C 1.1474(4) -0.0080(3) -0.1850(2) 0.0600(10) Uani 1 1 d . . .
H7A H 1.1632 -0.0373 -0.2318 0.072 Uiso 1 1 calc R . .
C8 C 1.0609(4) 0.0669(3) -0.1815(3) 0.0627(11) Uani 1 1 d . . .
H8A H 1.0185 0.0871 -0.2261 0.075 Uiso 1 1 calc R . .
C9 C 1.0375(4) 0.1101(3) -0.1158(3) 0.0597(10) Uani 1 1 d . . .
H9A H 0.9807 0.1612 -0.1157 0.072 Uiso 1 1 calc R . .
C10 C 1.0966(3) 0.0806(3) -0.0466(2) 0.0506(9) Uani 1 1 d . . .
C11 C 1.0739(3) 0.1233(3) 0.0232(2) 0.0500(9) Uani 1 1 d . . .
C12 C 1.1246(3) 0.0873(3) 0.0928(2) 0.0493(8) Uani 1 1 d . . .
C13 C 1.0924(4) 0.1218(3) 0.1683(3) 0.0568(10) Uani 1 1 d . . .
H13A H 1.0345 0.1720 0.1719 0.068 Uiso 1 1 calc R . .
C14 C 1.1425(4) 0.0847(3) 0.2350(3) 0.0629(11) Uani 1 1 d . . .
H14A H 1.1195 0.1089 0.2844 0.076 Uiso 1 1 calc R . .
C15 C 1.2288(4) 0.0099(3) 0.2307(3) 0.0623(11) Uani 1 1 d . . .
H15A H 1.2629 -0.0161 0.2776 0.075 Uiso 1 1 calc R . .
C16 C 1.2631(4) -0.0249(3) 0.1611(2) 0.0560(9) Uani 1 1 d . . .
H16A H 1.3228 -0.0742 0.1594 0.067 Uiso 1 1 calc R . .
C17 C 1.2119(3) 0.0107(3) 0.0897(2) 0.0481(8) Uani 1 1 d . . .
C18 C 0.9985(3) 0.2099(3) 0.0238(2) 0.0510(9) Uani 1 1 d . . .
C19 C 0.8818(4) 0.2375(3) 0.0109(2) 0.0517(9) Uani 1 1 d . . .
H19A H 0.8314 0.2047 -0.0033 0.062 Uiso 1 1 calc R . .
C20 C 0.8576(4) 0.3211(3) 0.0233(2) 0.0518(9) Uani 1 1 d . . .
C21 C 0.7495(4) 0.3866(3) 0.0279(2) 0.0565(10) Uani 1 1 d . . .
H21A H 0.7681 0.4442 0.0254 0.068 Uiso 1 1 calc R . .
H21B H 0.7071 0.3858 -0.0181 0.068 Uiso 1 1 calc R . .
C22 C 0.6857(3) 0.4120(2) 0.1675(2) 0.0461(8) Uani 1 1 d . . .
C23 C 0.6236(3) 0.4954(2) 0.1722(2) 0.0480(8) Uani 1 1 d . . .
C24 C 0.6279(3) 0.5343(3) 0.2405(2) 0.0525(9) Uani 1 1 d . . .
H24A H 0.5885 0.5917 0.2438 0.063 Uiso 1 1 calc R . .
C25 C 0.6874(4) 0.4925(3) 0.3036(2) 0.0521(9) Uani 1 1 d . . .
C26 C 0.7466(3) 0.4092(3) 0.2965(2) 0.0498(8) Uani 1 1 d . . .
H26A H 0.7894 0.3799 0.3386 0.060 Uiso 1 1 calc R . .
C27 C 0.7453(3) 0.3673(2) 0.2303(2) 0.0472(8) Uani 1 1 d . . .
C28 C 0.8011(3) 0.2732(2) 0.2312(2) 0.0487(8) Uani 1 1 d . . .
H28A H 0.8183 0.2579 0.1753 0.058 Uiso 1 1 calc R . .
H28B H 0.8747 0.2630 0.2546 0.058 Uiso 1 1 calc R . .
C29 C 0.7227(3) 0.2170(2) 0.2798(2) 0.0469(8) Uani 1 1 d . . .
C30 C 0.7362(4) 0.1883(3) 0.3595(2) 0.0549(9) Uani 1 1 d . . .
H30A H 0.7967 0.2031 0.3823 0.066 Uiso 1 1 calc R . .
C31 C 0.6645(4) 0.1386(3) 0.4077(2) 0.0601(10) Uani 1 1 d . . .
C32 C 0.5778(4) 0.1178(3) 0.3731(2) 0.0547(9) Uani 1 1 d . . .
H32A H 0.5286 0.0834 0.4047 0.066 Uiso 1 1 calc R . .
C33 C 0.5596(3) 0.1457(2) 0.2932(2) 0.0482(8) Uani 1 1 d . . .
C34 C 0.6325(3) 0.1956(2) 0.2472(2) 0.0450(8) Uani 1 1 d . . .
C35 C 0.4600(4) 0.1245(3) 0.2584(2) 0.0512(9) Uani 1 1 d . . .
H35A H 0.4421 0.0698 0.2865 0.061 Uiso 1 1 calc R . .
H35B H 0.4831 0.1167 0.2008 0.061 Uiso 1 1 calc R . .
C36 C 0.3516(3) 0.1942(2) 0.2663(2) 0.0490(8) Uani 1 1 d . . .
C37 C 0.2870(4) 0.2012(3) 0.3410(2) 0.0527(9) Uani 1 1 d . . .
H37A H 0.3088 0.1598 0.3845 0.063 Uiso 1 1 calc R . .
C38 C 0.1911(4) 0.2666(3) 0.3551(2) 0.0535(9) Uani 1 1 d . . .
C39 C 0.1629(4) 0.3262(3) 0.2902(2) 0.0545(9) Uani 1 1 d . . .
H39A H 0.0982 0.3712 0.2981 0.065 Uiso 1 1 calc R . .
C40 C 0.2249(3) 0.3230(3) 0.2141(2) 0.0512(9) Uani 1 1 d . . .
C41 C 0.3179(3) 0.2552(3) 0.2033(2) 0.0501(9) Uani 1 1 d . . .
C42 C 0.1998(4) 0.3972(3) 0.1494(3) 0.0578(10) Uani 1 1 d . . .
H42A H 0.1154 0.4172 0.1513 0.069 Uiso 1 1 calc R . .
H42B H 0.2290 0.3773 0.0960 0.069 Uiso 1 1 calc R . .
C43 C 0.2556(4) 0.4713(3) 0.1601(2) 0.0527(9) Uani 1 1 d . . .
C44 C 0.1943(4) 0.5378(3) 0.2034(2) 0.0547(9) Uani 1 1 d . . .
H44A H 0.1167 0.5362 0.2249 0.066 Uiso 1 1 calc R . .
C45 C 0.2411(4) 0.6060(3) 0.2166(2) 0.0542(9) Uani 1 1 d . . .
C46 C 0.3548(4) 0.6070(3) 0.1831(2) 0.0522(9) Uani 1 1 d . . .
H46A H 0.3882 0.6540 0.1897 0.063 Uiso 1 1 calc R . .
C47 C 0.4208(4) 0.5419(3) 0.1407(2) 0.0526(9) Uani 1 1 d . . .
C48 C 0.3711(4) 0.4736(3) 0.1297(2) 0.0512(9) Uani 1 1 d . . .
C49 C 0.5464(4) 0.5423(3) 0.1103(2) 0.0537(9) Uani 1 1 d . . .
H49A H 0.5673 0.5145 0.0600 0.064 Uiso 1 1 calc R . .
H49B H 0.5581 0.6021 0.0982 0.064 Uiso 1 1 calc R . .
C50 C 0.6918(5) 0.5362(3) 0.3785(3) 0.0680(12) Uani 1 1 d . . .
C51 C 0.5910(6) 0.6110(4) 0.3895(4) 0.0894(17) Uani 1 1 d . . .
H51A H 0.5962 0.6372 0.4377 0.134 Uiso 1 1 calc R . .
H51B H 0.5183 0.5902 0.3956 0.134 Uiso 1 1 calc R . .
H51C H 0.5937 0.6536 0.3424 0.134 Uiso 1 1 calc R . .
C52 C 0.8038(6) 0.5697(5) 0.3664(5) 0.107(2) Uani 1 1 d . . .
H52A H 0.8093 0.5979 0.4133 0.160 Uiso 1 1 calc R . .
H52B H 0.8051 0.6109 0.3181 0.160 Uiso 1 1 calc R . .
H52C H 0.8691 0.5219 0.3600 0.160 Uiso 1 1 calc R . .
C53 C 0.6877(8) 0.4737(5) 0.4532(3) 0.105(2) Uani 1 1 d . . .
H53A H 0.6904 0.5027 0.5001 0.157 Uiso 1 1 calc R . .
H53B H 0.7538 0.4262 0.4484 0.157 Uiso 1 1 calc R . .
H53C H 0.6161 0.4514 0.4596 0.157 Uiso 1 1 calc R . .
C54 C 0.6833(6) 0.1102(4) 0.4969(3) 0.0821(16) Uani 1 1 d . . .
C55 C 0.6907(13) 0.1812(7) 0.5381(4) 0.183(6) Uani 1 1 d . . .
H55A H 0.6156 0.2200 0.5429 0.275 Uiso 1 1 calc R . .
H55B H 0.7486 0.2120 0.5077 0.275 Uiso 1 1 calc R . .
H55C H 0.7130 0.1600 0.5919 0.275 Uiso 1 1 calc R . .
C56 C 0.8148(10) 0.0536(8) 0.4952(7) 0.158(5) Uani 1 1 d . . .
H56A H 0.8319 0.0338 0.5504 0.237 Uiso 1 1 calc R . .
H56B H 0.8698 0.0892 0.4687 0.237 Uiso 1 1 calc R . .
H56C H 0.8213 0.0042 0.4654 0.237 Uiso 1 1 calc R . .
C57 C 0.6067(14) 0.0559(11) 0.5376(5) 0.259(11) Uani 1 1 d . . .
H57A H 0.5270 0.0876 0.5394 0.388 Uiso 1 1 calc R . .
H57B H 0.6258 0.0375 0.5926 0.388 Uiso 1 1 calc R . .
H57C H 0.6149 0.0056 0.5087 0.388 Uiso 1 1 calc R . .
C58 C 0.1212(4) 0.2730(4) 0.4382(3) 0.0667(12) Uani 1 1 d . . .
C59 C 0.1961(7) 0.2374(5) 0.5047(3) 0.108(2) Uani 1 1 d . . .
H59A H 0.1491 0.2421 0.5570 0.162 Uiso 1 1 calc R . .
H59B H 0.2580 0.2699 0.5010 0.162 Uiso 1 1 calc R . .
H59C H 0.2297 0.1771 0.4992 0.162 Uiso 1 1 calc R . .
C60 C 0.0245(9) 0.2272(10) 0.4422(5) 0.188(7) Uani 1 1 d . . .
H60A H -0.0210 0.2303 0.4951 0.282 Uiso 1 1 calc R . .
H60B H 0.0552 0.1671 0.4338 0.282 Uiso 1 1 calc R . .
H60C H -0.0245 0.2539 0.4003 0.282 Uiso 1 1 calc R . .
C61 C 0.0715(8) 0.3644(6) 0.4513(4) 0.123(3) Uani 1 1 d . . .
H61A H 0.0274 0.3668 0.5048 0.185 Uiso 1 1 calc R . .
H61B H 0.0205 0.3899 0.4102 0.185 Uiso 1 1 calc R . .
H61C H 0.1340 0.3963 0.4474 0.185 Uiso 1 1 calc R . .
C62 C 0.1744(4) 0.6742(3) 0.2699(3) 0.0628(11) Uani 1 1 d . . .
C63 C 0.0445(5) 0.6888(4) 0.2666(6) 0.105(2) Uani 1 1 d . . .
H63A H 0.0278 0.7091 0.2114 0.157 Uiso 1 1 calc R . .
H63B H 0.0050 0.7317 0.3025 0.157 Uiso 1 1 calc R . .
H63C H 0.0174 0.6349 0.2839 0.157 Uiso 1 1 calc R . .
C64 C 0.1998(8) 0.6427(4) 0.3574(3) 0.107(2) Uani 1 1 d . . .
H64A H 0.1580 0.6851 0.3931 0.161 Uiso 1 1 calc R . .
H64B H 0.2828 0.6351 0.3602 0.161 Uiso 1 1 calc R . .
H64C H 0.1748 0.5880 0.3741 0.161 Uiso 1 1 calc R . .
C65 C 0.2126(5) 0.7599(3) 0.2463(3) 0.0731(13) Uani 1 1 d . . .
H65A H 0.1975 0.7810 0.1909 0.110 Uiso 1 1 calc R . .
H65B H 0.2953 0.7525 0.2501 0.110 Uiso 1 1 calc R . .
H65C H 0.1697 0.8013 0.2826 0.110 Uiso 1 1 calc R . .
C66 C 0.3628(4) 0.1995(3) 0.0743(2) 0.0568(10) Uani 1 1 d . . .
H66A H 0.3125 0.2321 0.0344 0.068 Uiso 1 1 calc R . .
H66B H 0.3250 0.1536 0.1045 0.068 Uiso 1 1 calc R . .
Cl1 Cl 0.71610(18) 0.82423(13) 0.30515(10) 0.0548(5) Uani 0.50 1 d P A .
Cl2 Cl 0.72308(18) 0.75031(12) 0.15809(11) 0.0565(5) Uani 0.50 1 d P A .
Cl3 Cl 0.5475(7) 0.8923(6) 0.2006(8) 0.0498(18) Uani 0.25 1 d P A 1
Cl3' Cl 0.5210(8) 0.8778(9) 0.2087(9) 0.064(3) Uani 0.25 1 d P A 2
C67 C 0.6820(5) 0.8427(4) 0.2071(4) 0.0347(13) Uani 0.50 1 d P . .
H67A H 0.7292 0.8817 0.1794 0.042 Uiso 0.50 1 d PR A .
O7 O 0.1780(4) 0.4047(3) 0.9428(3) 0.1007(13) Uani 1 1 d . . .
H7 H 0.1496 0.3698 0.9774 0.151 Uiso 1 1 calc R . .
C68 C 0.0968(5) 0.4433(4) 0.8900(3) 0.0821(15) Uani 1 1 d . . .
H68A H 0.0297 0.4765 0.9198 0.123 Uiso 1 1 calc R . .
H68B H 0.0724 0.3989 0.8657 0.123 Uiso 1 1 calc R . .
H68C H 0.1315 0.4813 0.8477 0.123 Uiso 1 1 calc R . .
O8 O 0.4334(6) 0.3836(4) 0.3431(4) 0.1300(19) Uani 0.50 1 d P B 1
H8 H 0.4813 0.4027 0.3078 0.195 Uiso 1 1 calc R B 1
C69 C 0.3577(13) 0.4414(8) 0.3629(7) 0.098(4) Uani 0.50 1 d P B 1
H69A H 0.2838 0.4221 0.3720 0.148 Uiso 0.50 1 calc PR B 1
H69B H 0.3545 0.4893 0.3202 0.148 Uiso 0.50 1 calc PR B 1
H69C H 0.3729 0.4601 0.4126 0.148 Uiso 0.50 1 calc PR B 1
O8' O 0.4334(6) 0.3836(4) 0.3431(4) 0.1300(19) Uani 0.50 1 d P C 2
H9 H 0.4158 0.3542 0.3109 0.195 Uiso 1 1 calc R C 2
C69' C 0.4569(7) 0.3353(5) 0.4094(3) 0.0463(16) Uani 0.50 1 d P C 2
H69D H 0.4828 0.3686 0.4454 0.070 Uiso 0.50 1 calc PR C 2
H69E H 0.5180 0.2863 0.3968 0.070 Uiso 0.50 1 calc PR C 2
H69F H 0.3876 0.3149 0.4358 0.070 Uiso 0.50 1 calc PR C 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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_3
C1 O1 N1 108.6(3) .
C20 O2 N2 108.6(3) .
C22 O3 C21 117.6(3) .
C41 O5 C66 117.7(3) .
C3 N1 O1 105.5(3) .
C18 N2 O2 105.9(3) .
C2 C1 O1 110.0(3) .
C2 C1 C66 132.7(4) 2_755
O1 C1 C66 117.0(4) 2_755
C1 C2 C3 104.2(4) .
N1 C3 C2 111.7(3) .
N1 C3 C4 122.8(4) .
C2 C3 C4 125.5(4) .
C5 C4 C17 120.8(3) .
C5 C4 C3 118.6(3) .
C17 C4 C3 120.5(3) .
C4 C5 C10 119.7(3) .
C4 C5 C6 121.8(3) .
C10 C5 C6 118.5(3) .
C7 C6 C5 121.1(4) .
C6 C7 C8 120.0(4) .
C9 C8 C7 121.1(4) .
C8 C9 C10 121.3(4) .
C11 C10 C9 123.0(4) .
C11 C10 C5 118.9(4) .
C9 C10 C5 118.0(3) .
C12 C11 C10 121.1(3) .
C12 C11 C18 118.2(3) .
C10 C11 C18 120.7(4) .
C11 C12 C13 123.2(4) .
C11 C12 C17 119.1(3) .
C13 C12 C17 117.6(4) .
C14 C13 C12 121.7(4) .
C13 C14 C15 119.9(4) .
C16 C15 C14 120.9(4) .
C15 C16 C17 121.3(4) .
C4 C17 C16 122.1(4) .
C4 C17 C12 119.4(3) .
C16 C17 C12 118.4(3) .
N2 C18 C19 111.2(4) .
N2 C18 C11 118.2(4) .
C19 C18 C11 130.6(4) .
C20 C19 C18 104.5(4) .
O2 C20 C19 109.8(4) .
O2 C20 C21 116.4(4) .
C19 C20 C21 133.4(4) .
O3 C21 C20 109.5(3) .
C27 C22 O3 118.5(3) .
C27 C22 C23 121.5(3) .
O3 C22 C23 119.6(3) .
C24 C23 C22 117.6(4) .
C24 C23 C49 119.0(3) .
C22 C23 C49 123.2(3) .
C25 C24 C23 122.6(4) .
C24 C25 C26 117.6(4) .
C24 C25 C50 122.1(4) .
C26 C25 C50 120.2(4) .
C27 C26 C25 122.3(4) .
C26 C27 C22 118.3(3) .
C26 C27 C28 119.1(3) .
C22 C27 C28 122.5(3) .
C29 C28 C27 111.1(3) .
C30 C29 C34 118.1(4) .
C30 C29 C28 120.2(4) .
C34 C29 C28 121.6(3) .
C29 C30 C31 122.6(4) .
C32 C31 C30 117.5(4) .
C32 C31 C54 122.7(4) .
C30 C31 C54 119.8(4) .
C31 C32 C33 122.2(4) .
C34 C33 C32 118.5(4) .
C34 C33 C35 120.9(3) .
C32 C33 C35 120.6(4) .
O4 C34 C33 117.0(3) .
O4 C34 C29 122.0(4) .
C33 C34 C29 121.0(3) .
C33 C35 C36 112.4(3) .
C37 C36 C41 117.6(4) .
C37 C36 C35 119.0(3) .
C41 C36 C35 123.2(3) .
C36 C37 C38 123.0(4) .
C39 C38 C37 116.7(4) .
C39 C38 C58 121.4(4) .
C37 C38 C58 122.0(4) .
C38 C39 C40 123.0(4) .
C39 C40 C41 117.7(4) .
C39 C40 C42 119.9(4) .
C41 C40 C42 122.0(4) .
C36 C41 C40 122.0(3) .
C36 C41 O5 120.4(3) .
C40 C41 O5 117.4(4) .
C40 C42 C43 111.8(3) .
C44 C43 C48 117.9(4) .
C44 C43 C42 120.5(4) .
C48 C43 C42 121.6(4) .
C45 C44 C43 123.2(4) .
C44 C45 C46 116.9(4) .
C44 C45 C62 121.7(4) .
C46 C45 C62 121.3(4) .
C47 C46 C45 122.5(4) .
C46 C47 C48 118.8(4) .
C46 C47 C49 120.9(4) .
C48 C47 C49 120.3(3) .
O6 C48 C47 117.0(4) .
O6 C48 C43 122.3(4) .
C47 C48 C43 120.7(4) .
C23 C49 C47 110.9(3) .
C53 C50 C52 110.2(6) .
C53 C50 C51 108.0(5) .
C52 C50 C51 108.9(5) .
C53 C50 C25 110.7(4) .
C52 C50 C25 107.5(4) .
C51 C50 C25 111.5(4) .
C57 C54 C55 115.4(9) .
C57 C54 C31 113.4(5) .
C55 C54 C31 111.7(5) .
C57 C54 C56 107.2(9) .
C55 C54 C56 102.2(8) .
C31 C54 C56 105.7(6) .
C60 C58 C61 108.1(8) .
C60 C58 C59 111.6(8) .
C61 C58 C59 106.5(5) .
C60 C58 C38 108.2(4) .
C61 C58 C38 111.0(5) .
C59 C58 C38 111.3(4) .
C65 C62 C63 108.1(4) .
C65 C62 C45 111.9(4) .
C63 C62 C45 112.1(4) .
C65 C62 C64 108.1(5) .
C63 C62 C64 109.0(5) .
C45 C62 C64 107.5(4) .
O5 C66 C1 106.3(3) 2_755
Cl3 C67 Cl1 112.8(6) .
Cl3 C67 Cl2 114.5(6) .
Cl1 C67 Cl2 111.6(3) .
Cl3 C67 Cl3' 11.6(6) .
Cl1 C67 Cl3' 109.0(6) .
Cl2 C67 Cl3' 107.6(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.350(6) .
O1 N1 1.406(4) .
O2 C20 1.347(6) .
O2 N2 1.397(5) .
O3 C22 1.397(5) .
O3 C21 1.449(5) .
O4 C34 1.367(4) .
O5 C41 1.398(5) .
O5 C66 1.423(5) .
O6 C48 1.362(5) .
N1 C3 1.297(6) .
N2 C18 1.316(6) .
C1 C2 1.337(6) .
C1 C66 1.495(6) 2_755
C2 C3 1.430(6) .
C3 C4 1.490(5) .
C4 C5 1.398(6) .
C4 C17 1.403(5) .
C5 C10 1.436(5) .
C5 C6 1.439(5) .
C6 C7 1.357(6) .
C7 C8 1.416(6) .
C8 C9 1.354(6) .
C9 C10 1.427(6) .
C10 C11 1.408(5) .
C11 C12 1.400(6) .
C11 C18 1.493(5) .
C12 C13 1.429(5) .
C12 C17 1.440(5) .
C13 C14 1.358(6) .
C14 C15 1.414(7) .
C15 C16 1.344(6) .
C16 C17 1.427(6) .
C18 C19 1.412(6) .
C19 C20 1.353(6) .
C20 C21 1.487(6) .
C22 C27 1.396(5) .
C22 C23 1.397(5) .
C23 C24 1.396(6) .
C23 C49 1.512(6) .
C24 C25 1.384(6) .
C25 C26 1.391(6) .
C25 C50 1.539(6) .
C26 C27 1.382(6) .
C27 C28 1.520(5) .
C28 C29 1.517(6) .
C29 C30 1.385(6) .
C29 C34 1.397(6) .
C30 C31 1.395(7) .
C31 C32 1.376(7) .
C31 C54 1.548(6) .
C32 C33 1.397(6) .
C33 C34 1.391(6) .
C33 C35 1.515(6) .
C35 C36 1.529(5) .
C36 C37 1.387(6) .
C36 C41 1.392(6) .
C37 C38 1.402(6) .
C38 C39 1.386(6) .
C38 C58 1.533(6) .
C39 C40 1.392(6) .
C40 C41 1.396(6) .
C40 C42 1.517(6) .
C42 C43 1.521(7) .
C43 C44 1.395(6) .
C43 C48 1.408(6) .
C44 C45 1.386(7) .
C45 C46 1.397(6) .
C45 C62 1.532(6) .
C46 C47 1.389(6) .
C47 C48 1.395(7) .
C47 C49 1.516(6) .
C50 C53 1.506(8) .
C50 C52 1.520(9) .
C50 C51 1.525(8) .
C54 C57 1.437(11) .
C54 C55 1.437(11) .
C54 C56 1.642(14) .
C58 C60 1.482(10) .
C58 C61 1.500(10) .
C58 C59 1.513(8) .
C62 C65 1.524(7) .
C62 C63 1.528(8) .
C62 C64 1.547(8) .
C66 C1 1.495(6) 2_755
Cl1 C67 1.735(6) .
Cl2 C67 1.744(6) .
Cl3 C67 1.651(10) .
Cl3' C67 1.886(12) .
O7 C68 1.402(7) .
O8 C69 1.201(12) .
