#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/45/2234501.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2234501
loop_
_publ_author_name
'Li, Shuhong'
'Chen, Limin'
'Xu, Caihong'
_publ_section_title
;
 6,7,8,14,15,16-Hexaphenyldibenzo[c,gh]naphtho[3,2,1,8-pqra]tetraphene-5,13-dione
 dichloromethane monosolvate
;
_journal_coeditor_code           AA2047
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1284
_journal_paper_doi               10.1107/S1600536812013621
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C66 H38 O2, C H2 Cl2'
_chemical_formula_moiety         'C66 H38 O2, C H2 Cl2'
_chemical_formula_sum            'C67 H40 Cl2 O2'
_chemical_formula_weight         947.89
_chemical_name_common
;
6,7,8,14,15,16-Hexaphenyldibenzo[c,gh]naphtho[3,2,1,8-
pqra]tetraphene-5,13-dione dichloromethane monosolvate
;
_chemical_name_systematic
;
6,7,8,14,15,16-Hexaphenyldibenzo[c,gh]naphtho[3,2,1,8-
pqra]tetraphene-5,13-dione dichloromethane monosolvate
;
_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                91.82(3)
_cell_angle_beta                 107.75(3)
_cell_angle_gamma                112.20(3)
_cell_formula_units_Z            2
_cell_length_a                   12.587(3)
_cell_length_b                   13.466(3)
_cell_length_c                   15.872(3)
_cell_measurement_reflns_used    17659
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.75
_cell_volume                     2339.1(12)
_computing_cell_refinement       'RAPID-AUTO(Rigaku, 2001)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 2001)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP area-detector'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0447
_diffrn_reflns_av_sigmaI/netI    0.0840
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15194
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_correction_T_min  0.9488
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.256
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.255
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         8220
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.255
_refine_ls_R_factor_all          0.1343
_refine_ls_R_factor_gt           0.0868
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0507P)²+0.1946P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1475
_reflns_number_gt                6068
_reflns_number_total             8220
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            aa2047.cif
_cod_data_source_block           I
_cod_original_cell_volume        2339.0(12)
_cod_database_code               2234501
_cod_database_fobs_code          2234501
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
O O1 0.6200(2) -0.19241(17) -0.05996(14) 0.0241(5) Uani d . 1 1
C C1 0.6222(3) -0.1085(2) 0.0740(2) 0.0183(7) Uani d . 1 1
C C2 0.5476(3) -0.0681(2) 0.1014(2) 0.0200(7) Uani d . 1 1
C C3 0.5345(3) -0.0813(2) 0.1860(2) 0.0206(7) Uani d . 1 1
C C4 0.6146(3) -0.1179(2) 0.2480(2) 0.0219(8) Uani d . 1 1
C C5 0.6990(3) -0.1452(2) 0.2232(2) 0.0220(8) Uani d . 1 1
C C6 0.6993(3) -0.1455(2) 0.1349(2) 0.0206(7) Uani d . 1 1
C C7 0.6099(3) -0.1176(2) -0.0222(2) 0.0191(7) Uani d . 1 1
C C8 0.4887(3) -0.0099(2) 0.0422(2) 0.0180(7) Uani d . 1 1
C C9 0.4234(3) 0.0361(2) 0.0713(2) 0.0203(7) Uani d . 1 1
C C10 0.3867(3) 0.0053(2) 0.1482(2) 0.0199(7) Uani d . 1 1
C C11 0.4372(3) -0.0582(2) 0.2029(2) 0.0216(8) Uani d . 1 1
C C12 0.2907(3) 0.0256(3) 0.1631(2) 0.0259(8) Uani d . 1 1
H H12 0.2598 0.0714 0.1288 0.031 Uiso calc R 1 1
C C13 0.2416(3) -0.0196(3) 0.2258(2) 0.0294(9) Uani d . 1 1
H H13 0.1778 -0.0046 0.2352 0.035 Uiso calc R 1 1
C C14 0.2854(3) -0.0874(3) 0.2753(2) 0.0275(8) Uani d . 1 1
H H14 0.2483 -0.1219 0.3165 0.033 Uiso calc R 1 1
C C15 0.3814(3) -0.1052(3) 0.2657(2) 0.0243(8) Uani d . 1 1
H H15 0.4115 -0.1502 0.3019 0.029 Uiso calc R 1 1
C C16 0.6169(3) -0.1202(3) 0.3423(2) 0.0248(8) Uani d . 1 1
C C17 0.6572(3) -0.0237(3) 0.4006(2) 0.0345(9) Uani d . 1 1
H H17 0.6861 0.0438 0.3804 0.041 Uiso calc R 1 1
C C18 0.6560(4) -0.0243(4) 0.4865(3) 0.0523(12) Uani d . 1 1
H H18 0.6835 0.0425 0.5248 0.063 Uiso calc R 1 1
C C19 0.6154(4) -0.1207(4) 0.5176(3) 0.0574(13) Uani d . 1 1
H H19 0.6138 -0.1208 0.5771 0.069 Uiso calc R 1 1
C C20 0.5767(4) -0.2176(4) 0.4616(3) 0.0518(13) Uani d . 1 1
H H20 0.5493 -0.2845 0.4831 0.062 Uiso calc R 1 1
C C21 0.5774(3) -0.2184(3) 0.3744(3) 0.0358(9) Uani d . 1 1
H H21 0.5512 -0.2854 0.3366 0.043 Uiso calc R 1 1
C C22 0.7968(3) -0.1662(3) 0.2930(2) 0.0216(8) Uani d . 1 1
C C23 0.9030(3) -0.0792(3) 0.3428(3) 0.0390(10) Uani d . 1 1
H H23 0.9121 -0.0076 0.3334 0.047 Uiso calc R 1 1
C C24 0.9962(4) -0.0943(4) 0.4061(3) 0.0524(12) Uani d . 1 1
H H24 1.0686 -0.0332 0.4399 0.063 Uiso calc R 1 1
C C25 0.9851(4) -0.1976(4) 0.4208(3) 0.0483(11) Uani d . 1 1
H H25 1.0493 -0.2082 0.4643 0.058 Uiso calc R 1 1
C C26 0.8793(4) -0.2854(3) 0.3713(3) 0.0408(10) Uani d . 1 1
H H26 0.8711 -0.3569 0.3805 0.049 Uiso calc R 1 1
C C27 0.7847(3) -0.2707(3) 0.3082(2) 0.0319(9) Uani d . 1 1
H H27 0.7116 -0.3317 0.2754 0.038 Uiso calc R 1 1
C C28 0.7875(3) -0.1761(3) 0.1067(2) 0.0236(8) Uani d . 1 1
C C29 0.7741(3) -0.2831(3) 0.0977(2) 0.0296(9) Uani d . 1 1
H H29 0.7135 -0.3363 0.1153 0.036 Uiso calc R 1 1
C C30 0.8479(3) -0.3131(3) 0.0633(3) 0.0397(10) Uani d . 1 1
H H30 0.8362 -0.3872 0.0557 0.048 Uiso calc R 1 1
C C31 0.9380(3) -0.2368(3) 0.0399(3) 0.0477(12) Uani d . 1 1
H H31 0.9882 -0.2580 0.0159 0.057 Uiso calc R 1 1
C C32 0.9554(3) -0.1291(4) 0.0516(3) 0.0475(11) Uani d . 1 1
H H32 1.0187 -0.0756 0.0367 0.057 Uiso calc R 1 1
C C33 0.8802(3) -0.0991(3) 0.0851(2) 0.0327(9) Uani d . 1 1
H H33 0.8926 -0.0248 0.0932 0.039 Uiso calc R 1 1
O O2 0.6914(2) 0.44986(18) 0.20654(15) 0.0248(5) Uani d . 1 1
C C34 0.5015(3) 0.4662(2) 0.1592(2) 0.0193(7) Uani d . 1 1
C C35 0.4428(3) 0.5163(2) 0.0961(2) 0.0189(7) Uani d . 1 1
C C36 0.3578(3) 0.5520(2) 0.1143(2) 0.0187(7) Uani d . 1 1
C C37 0.3122(3) 0.5103(2) 0.1830(2) 0.0199(7) Uani d . 1 1
C C38 0.3599(3) 0.4466(3) 0.2371(2) 0.0215(8) Uani d . 1 1
C C39 0.4658(3) 0.4350(2) 0.2322(2) 0.0194(7) Uani d . 1 1
C C40 0.6024(3) 0.4448(2) 0.1444(2) 0.0200(7) Uani d . 1 1
C C41 0.4642(3) 0.5269(2) 0.0116(2) 0.0191(7) Uani d . 1 1
C C42 0.4053(3) 0.5751(2) -0.0501(2) 0.0181(7) Uani d . 1 1
C C43 0.3424(3) 0.6348(2) -0.0249(2) 0.0189(7) Uani d . 1 1
C C44 0.3096(3) 0.7072(2) -0.0787(2) 0.0204(7) Uani d . 1 1
H H44 0.3259 0.7142 -0.1333 0.025 Uiso calc R 1 1
C C45 0.2547(3) 0.7672(3) -0.0534(2) 0.0252(8) Uani d . 1 1
H H45 0.2316 0.8146 -0.0907 0.030 Uiso calc R 1 1
C C46 0.2327(3) 0.7588(3) 0.0272(2) 0.0230(8) Uani d . 1 1
H H46 0.1945 0.8006 0.0446 0.028 Uiso calc R 1 1
C C47 0.2655(3) 0.6906(3) 0.0823(2) 0.0229(8) Uani d . 1 1
H H47 0.2515 0.6877 0.1379 0.027 Uiso calc R 1 1
C C48 0.3195(3) 0.6251(2) 0.0577(2) 0.0195(7) Uani d . 1 1
C C49 0.2058(3) 0.5252(2) 0.1962(2) 0.0207(7) Uani d . 1 1
C C50 0.0913(3) 0.4819(3) 0.1298(2) 0.0235(8) Uani d . 1 1
H H50 0.0789 0.4395 0.0759 0.028 Uiso calc R 1 1
C C51 -0.0042(3) 0.4997(3) 0.1411(2) 0.0291(9) Uani d . 1 1
H H51 -0.0819 0.4700 0.0949 0.035 Uiso calc R 1 1
C C52 0.0118(3) 0.5608(3) 0.2194(3) 0.0340(9) Uani d . 1 1
H H52 -0.0545 0.5735 0.2266 0.041 Uiso calc R 1 1
C C53 0.1241(3) 0.6031(3) 0.2868(2) 0.0318(9) Uani d . 1 1
H H53 0.1351 0.6443 0.3409 0.038 Uiso calc R 1 1
C C54 0.2213(3) 0.5854(3) 0.2759(2) 0.0248(8) Uani d . 1 1
H H54 0.2985 0.6144 0.3226 0.030 Uiso calc R 1 1
C C55 0.2890(3) 0.3757(3) 0.2897(2) 0.0222(8) Uani d . 1 1
C C56 0.3100(3) 0.4014(3) 0.3796(2) 0.0288(8) Uani d . 1 1
H H56 0.3741 0.4680 0.4135 0.035 Uiso calc R 1 1
C C57 0.2376(3) 0.3300(3) 0.4208(3) 0.0350(9) Uani d . 1 1
H H57 0.2517 0.3488 0.4826 0.042 Uiso calc R 1 1
C C58 0.1460(3) 0.2327(3) 0.3734(3) 0.0349(9) Uani d . 1 1
H H58 0.0967 0.1844 0.4021 0.042 Uiso calc R 1 1
C C59 0.1260(4) 0.2055(3) 0.2845(3) 0.0407(10) Uani d . 1 1
H H59 0.0638 0.1376 0.2515 0.049 Uiso calc R 1 1
C C60 0.1965(3) 0.2769(3) 0.2428(3) 0.0363(10) Uani d . 1 1
H H60 0.1813 0.2580 0.1808 0.044 Uiso calc R 1 1
C C61 0.5275(3) 0.3821(3) 0.3003(2) 0.0197(7) Uani d . 1 1
C C62 0.6089(3) 0.4428(3) 0.3831(2) 0.0313(9) Uani d . 1 1
H H62 0.6216 0.5165 0.3969 0.038 Uiso calc R 1 1
C C63 0.6721(3) 0.3976(3) 0.4458(2) 0.0348(9) Uani d . 1 1
H H63 0.7288 0.4404 0.5019 0.042 Uiso calc R 1 1
C C64 0.6521(3) 0.2904(3) 0.4265(3) 0.0346(9) Uani d . 1 1
H H64 0.6949 0.2588 0.4693 0.041 Uiso calc R 1 1
C C65 0.5699(3) 0.2286(3) 0.3448(3) 0.0342(9) Uani d . 1 1
H H65 0.5556 0.1543 0.3317 0.041 Uiso calc R 1 1
C C66 0.5088(3) 0.2749(3) 0.2823(2) 0.0283(8) Uani d . 1 1
H H66 0.4529 0.2322 0.2259 0.034 Uiso calc R 1 1
Cl Cl1 0.96908(11) 0.39486(10) 0.41839(8) 0.0611(3) Uani d . 1 1
Cl Cl2 0.82255(11) 0.19108(9) 0.29124(8) 0.0569(3) Uani d . 1 1
C C67 0.8978(5) 0.3331(3) 0.3061(3) 0.0652(14) Uani d . 1 1
H H67A 0.9600 0.3517 0.2764 0.078 Uiso calc R 1 1
H H67B 0.8379 0.3630 0.2762 0.078 Uiso calc R 1 1
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C6 C1 C2 . . 120.6(3)
C6 C1 C7 . . 121.2(3)
C2 C1 C7 . . 118.1(3)
C1 C2 C3 . . 120.1(3)
C1 C2 C8 . . 118.6(3)
C3 C2 C8 . . 121.2(3)
C2 C3 C4 . . 118.0(3)
C2 C3 C11 . . 117.3(3)
C4 C3 C11 . . 124.7(3)
C5 C4 C3 . . 120.5(3)
C5 C4 C16 . . 118.5(3)
C3 C4 C16 . . 120.9(3)
C4 C5 C6 . . 120.4(3)
C4 C5 C22 . . 120.1(3)
C6 C5 C22 . . 119.3(3)
C1 C6 C5 . . 119.3(3)
C1 C6 C28 . . 119.3(3)
C5 C6 C28 . . 121.3(3)
O1 C7 C9 . 2_655 121.8(3)
O1 C7 C1 . . 121.5(3)
C9 C7 C1 2_655 . 116.6(3)
C9 C8 C2 . . 118.7(3)
C9 C8 C8 . 2_655 120.8(4)
C2 C8 C8 . 2_655 120.1(3)
C8 C9 C10 . . 120.9(3)
C8 C9 C7 . 2_655 118.5(3)
C10 C9 C7 . 2_655 120.6(3)
C12 C10 C11 . . 119.2(3)
C12 C10 C9 . . 121.2(3)
C11 C10 C9 . . 119.1(3)
C10 C11 C15 . . 117.2(3)
C10 C11 C3 . . 119.0(3)
C15 C11 C3 . . 123.4(3)
C13 C12 C10 . . 121.3(3)
C13 C12 H12 . . 119.3
C10 C12 H12 . . 119.3
C12 C13 C14 . . 119.6(3)
C12 C13 H13 . . 120.2
C14 C13 H13 . . 120.2
C15 C14 C13 . . 120.8(3)
C15 C14 H14 . . 119.6
C13 C14 H14 . . 119.6
C14 C15 C11 . . 121.6(3)
C14 C15 H15 . . 119.2
C11 C15 H15 . . 119.2
C17 C16 C21 . . 118.2(3)
C17 C16 C4 . . 120.5(3)
C21 C16 C4 . . 121.3(3)
C18 C17 C16 . . 121.3(4)
C18 C17 H17 . . 119.3
C16 C17 H17 . . 119.3
C17 C18 C19 . . 120.6(4)
C17 C18 H18 . . 119.7
C19 C18 H18 . . 119.7
C18 C19 C20 . . 119.3(4)
C18 C19 H19 . . 120.3
C20 C19 H19 . . 120.3
C19 C20 C21 . . 120.8(4)
C19 C20 H20 . . 119.6
C21 C20 H20 . . 119.6
C20 C21 C16 . . 119.8(4)
C20 C21 H21 . . 120.1
C16 C21 H21 . . 120.1
C23 C22 C27 . . 118.6(3)
C23 C22 C5 . . 118.9(3)
C27 C22 C5 . . 122.4(3)
C22 C23 C24 . . 121.1(4)
C22 C23 H23 . . 119.4
C24 C23 H23 . . 119.4
C25 C24 C23 . . 120.4(4)
C25 C24 H24 . . 119.8
C23 C24 H24 . . 119.8
C24 C25 C26 . . 119.0(4)
C24 C25 H25 . . 120.5
C26 C25 H25 . . 120.5
C25 C26 C27 . . 120.9(4)
C25 C26 H26 . . 119.6
C27 C26 H26 . . 119.6
C26 C27 C22 . . 120.0(3)
C26 C27 H27 . . 120.0
C22 C27 H27 . . 120.0
C33 C28 C29 . . 118.8(3)
C33 C28 C6 . . 120.7(3)
C29 C28 C6 . . 120.5(3)
C30 C29 C28 . . 120.5(4)
C30 C29 H29 . . 119.8
C28 C29 H29 . . 119.8
C31 C30 C29 . . 120.5(4)
C31 C30 H30 . . 119.7
C29 C30 H30 . . 119.7
C30 C31 C32 . . 119.6(4)
C30 C31 H31 . . 120.2
C32 C31 H31 . . 120.2
C31 C32 C33 . . 119.9(4)
C31 C32 H32 . . 120.0
C33 C32 H32 . . 120.0
C28 C33 C32 . . 120.6(4)
C28 C33 H33 . . 119.7
C32 C33 H33 . . 119.7
C39 C34 C35 . . 121.9(3)
C39 C34 C40 . . 120.4(3)
C35 C34 C40 . . 117.7(3)
C34 C35 C36 . . 119.3(3)
C34 C35 C41 . . 120.3(3)
C36 C35 C41 . . 120.3(3)
C37 C36 C35 . . 117.5(3)
C37 C36 C48 . . 124.9(3)
C35 C36 C48 . . 117.5(3)
C38 C37 C36 . . 120.6(3)
C38 C37 C49 . . 117.3(3)
C36 C37 C49 . . 121.9(3)
C37 C38 C39 . . 120.2(3)
C37 C38 C55 . . 120.2(3)
C39 C38 C55 . . 118.9(3)
C34 C39 C38 . . 117.6(3)
C34 C39 C61 . . 122.7(3)
C38 C39 C61 . . 119.5(3)
O2 C40 C42 . 2_665 121.1(3)
O2 C40 C34 . . 122.2(3)
C42 C40 C34 2_665 . 116.5(3)
C42 C41 C35 . . 119.8(3)
C42 C41 C41 . 2_665 120.8(4)
C35 C41 C41 . 2_665 118.9(4)
C41 C42 C43 . . 120.5(3)
C41 C42 C40 . 2_665 118.4(3)
C43 C42 C40 . 2_665 120.8(3)
C44 C43 C48 . . 119.6(3)
C44 C43 C42 . . 120.7(3)
C48 C43 C42 . . 119.5(3)
C45 C44 C43 . . 121.0(3)
C45 C44 H44 . . 119.5
C43 C44 H44 . . 119.5
C44 C45 C46 . . 119.7(3)
C44 C45 H45 . . 120.1
C46 C45 H45 . . 120.1
C47 C46 C45 . . 121.0(3)
C47 C46 H46 . . 119.5
C45 C46 H46 . . 119.5
C46 C47 C48 . . 121.1(3)
C46 C47 H47 . . 119.4
C48 C47 H47 . . 119.4
C47 C48 C43 . . 117.5(3)
C47 C48 C36 . . 123.5(3)
C43 C48 C36 . . 119.0(3)
C50 C49 C54 . . 118.6(3)
C50 C49 C37 . . 121.2(3)
C54 C49 C37 . . 120.1(3)
C51 C50 C49 . . 120.8(3)
C51 C50 H50 . . 119.6
C49 C50 H50 . . 119.6
C50 C51 C52 . . 120.5(3)
C50 C51 H51 . . 119.8
C52 C51 H51 . . 119.8
C53 C52 C51 . . 119.8(3)
C53 C52 H52 . . 120.1
C51 C52 H52 . . 120.1
C52 C53 C54 . . 120.1(3)
C52 C53 H53 . . 120.0
C54 C53 H53 . . 120.0
C53 C54 C49 . . 120.2(3)
C53 C54 H54 . . 119.9
C49 C54 H54 . . 119.9
C56 C55 C60 . . 118.5(3)
C56 C55 C38 . . 125.1(3)
C60 C55 C38 . . 116.4(3)
C55 C56 C57 . . 120.0(3)
C55 C56 H56 . . 120.0
C57 C56 H56 . . 120.0
C58 C57 C56 . . 120.8(4)
C58 C57 H57 . . 119.6
C56 C57 H57 . . 119.6
C59 C58 C57 . . 119.6(3)
C59 C58 H58 . . 120.2
C57 C58 H58 . . 120.2
C58 C59 C60 . . 119.9(4)
C58 C59 H59 . . 120.1
C60 C59 H59 . . 120.1
C59 C60 C55 . . 121.2(4)
C59 C60 H60 . . 119.4
C55 C60 H60 . . 119.4
C66 C61 C62 . . 118.7(3)
C66 C61 C39 . . 121.7(3)
C62 C61 C39 . . 119.6(3)
C63 C62 C61 . . 120.9(3)
C63 C62 H62 . . 119.6
C61 C62 H62 . . 119.6
C64 C63 C62 . . 119.5(3)
C64 C63 H63 . . 120.2
C62 C63 H63 . . 120.2
C63 C64 C65 . . 120.1(3)
C63 C64 H64 . . 119.9
C65 C64 H64 . . 119.9
C66 C65 C64 . . 119.8(3)
C66 C65 H65 . . 120.1
C64 C65 H65 . . 120.1
C61 C66 C65 . . 120.9(3)
C61 C66 H66 . . 119.5
C65 C66 H66 . . 119.5
Cl1 C67 Cl2 . . 113.5(2)
Cl1 C67 H67A . . 108.9
Cl2 C67 H67A . . 108.9
Cl1 C67 H67B . . 108.9
Cl2 C67 H67B . . 108.9
H67A C67 H67B . . 107.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C7 . 1.223(3)
C1 C6 . 1.395(4)
C1 C2 . 1.409(4)
C1 C7 . 1.483(4)
C2 C3 . 1.411(4)
C2 C8 . 1.451(4)
C3 C4 . 1.425(4)
C3 C11 . 1.467(4)
C4 C5 . 1.400(5)
C4 C16 . 1.490(5)
C5 C6 . 1.403(5)
C5 C22 . 1.508(4)
C6 C28 . 1.497(4)
C7 C9 2_655 1.480(4)
C8 C9 . 1.367(4)
C8 C8 2_655 1.465(6)
C9 C10 . 1.452(4)
C9 C7 2_655 1.480(4)
C10 C12 . 1.417(4)
C10 C11 . 1.418(4)
C11 C15 . 1.421(5)
C12 C13 . 1.368(5)
C12 H12 . 0.9500
C13 C14 . 1.384(5)
C13 H13 . 0.9500
C14 C15 . 1.368(5)
C14 H14 . 0.9500
C15 H15 . 0.9500
C16 C17 . 1.393(5)
C16 C21 . 1.399(5)
C17 C18 . 1.367(5)
C17 H17 . 0.9500
C18 C19 . 1.372(6)
C18 H18 . 0.9500
C19 C20 . 1.384(6)
C19 H19 . 0.9500
C20 C21 . 1.386(5)
C20 H20 . 0.9500
C21 H21 . 0.9500
C22 C23 . 1.377(5)
C22 C27 . 1.393(4)
C23 C24 . 1.379(5)
C23 H23 . 0.9500
C24 C25 . 1.379(6)
C24 H24 . 0.9500
C25 C26 . 1.379(6)
C25 H25 . 0.9500
C26 C27 . 1.387(5)
C26 H26 . 0.9500
C27 H27 . 0.9500
C28 C33 . 1.381(5)
C28 C29 . 1.383(4)
C29 C30 . 1.381(5)
C29 H29 . 0.9500
C30 C31 . 1.371(6)
C30 H30 . 0.9500
C31 C32 . 1.381(6)
C31 H31 . 0.9500
C32 C33 . 1.386(5)
C32 H32 . 0.9500
C33 H33 . 0.9500
O2 C40 . 1.223(4)
C34 C39 . 1.387(4)
C34 C35 . 1.405(4)
C34 C40 . 1.485(4)
C35 C36 . 1.424(4)
C35 C41 . 1.447(4)
C36 C37 . 1.418(4)
C36 C48 . 1.470(4)
C37 C38 . 1.399(4)
C37 C49 . 1.499(4)
C38 C39 . 1.424(4)
C38 C55 . 1.504(4)
C39 C61 . 1.495(4)
C40 C42 2_665 1.480(4)
C41 C42 . 1.374(4)
C41 C41 2_665 1.466(6)
C42 C43 . 1.444(4)
C42 C40 2_665 1.480(4)
C43 C44 . 1.411(4)
C43 C48 . 1.425(4)
C44 C45 . 1.365(4)
C44 H44 . 0.9500
C45 C46 . 1.388(5)
C45 H45 . 0.9500
C46 C47 . 1.376(4)
C46 H46 . 0.9500
C47 C48 . 1.410(4)
C47 H47 . 0.9500
C49 C50 . 1.389(5)
C49 C54 . 1.401(4)
C50 C51 . 1.371(5)
C50 H50 . 0.9500
C51 C52 . 1.386(5)
C51 H51 . 0.9500
C52 C53 . 1.378(5)
C52 H52 . 0.9500
C53 C54 . 1.389(5)
C53 H53 . 0.9500
C54 H54 . 0.9500
C55 C56 . 1.377(5)
C55 C60 . 1.385(5)
C56 C57 . 1.386(5)
C56 H56 . 0.9500
C57 C58 . 1.371(5)
C57 H57 . 0.9500
C58 C59 . 1.367(5)
C58 H58 . 0.9500
C59 C60 . 1.380(5)
C59 H59 . 0.9500
C60 H60 . 0.9500
C61 C66 . 1.377(4)
C61 C62 . 1.386(5)
C62 C63 . 1.384(5)
C62 H62 . 0.9500
C63 C64 . 1.376(5)
C63 H63 . 0.9500
C64 C65 . 1.380(5)
C64 H64 . 0.9500
C65 C66 . 1.380(5)
C65 H65 . 0.9500
C66 H66 . 0.9500
Cl1 C67 . 1.744(5)
Cl2 C67 . 1.754(4)
C67 H67A . 0.9900
C67 H67B . 0.9900
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C6 C1 C2 C3 . . -10.6(4)
C7 C1 C2 C3 . . 165.1(3)
C6 C1 C2 C8 . . 167.3(3)
C7 C1 C2 C8 . . -16.9(4)
C1 C2 C3 C4 . . 11.1(4)
C8 C2 C3 C4 . . -166.7(3)
C1 C2 C3 C11 . . -167.7(3)
C8 C2 C3 C11 . . 14.4(4)
C2 C3 C4 C5 . . -3.3(4)
C11 C3 C4 C5 . . 175.4(3)
C2 C3 C4 C16 . . 172.1(3)
C11 C3 C4 C16 . . -9.2(5)
C3 C4 C5 C6 . . -5.2(5)
C16 C4 C5 C6 . . 179.2(3)
C3 C4 C5 C22 . . 170.0(3)
C16 C4 C5 C22 . . -5.5(4)
C2 C1 C6 C5 . . 1.9(5)
C7 C1 C6 C5 . . -173.7(3)
C2 C1 C6 C28 . . -173.1(3)
C7 C1 C6 C28 . . 11.2(4)
C4 C5 C6 C1 . . 6.0(5)
C22 C5 C6 C1 . . -169.3(3)
C4 C5 C6 C28 . . -179.1(3)
C22 C5 C6 C28 . . 5.6(4)
C6 C1 C7 O1 . . 31.6(4)
C2 C1 C7 O1 . . -144.2(3)
C6 C1 C7 C9 . 2_655 -152.5(3)
C2 C1 C7 C9 . 2_655 31.7(4)
C1 C2 C8 C9 . . -175.3(3)
C3 C2 C8 C9 . . 2.6(4)
C1 C2 C8 C8 . 2_655 -2.6(5)
C3 C2 C8 C8 . 2_655 175.3(3)
C2 C8 C9 C10 . . -15.7(4)
C8 C8 C9 C10 2_655 . 171.6(3)
C2 C8 C9 C7 . 2_655 164.8(3)
C8 C8 C9 C7 2_655 2_655 -7.9(5)
C8 C9 C10 C12 . . -160.7(3)
C7 C9 C10 C12 2_655 . 18.8(5)
C8 C9 C10 C11 . . 11.2(4)
C7 C9 C10 C11 2_655 . -169.3(3)
C12 C10 C11 C15 . . 4.7(5)
C9 C10 C11 C15 . . -167.4(3)
C12 C10 C11 C3 . . 178.5(3)
C9 C10 C11 C3 . . 6.4(4)
C2 C3 C11 C10 . . -18.7(4)
C4 C3 C11 C10 . . 162.6(3)
C2 C3 C11 C15 . . 154.7(3)
C4 C3 C11 C15 . . -24.0(5)
C11 C10 C12 C13 . . -3.5(5)
C9 C10 C12 C13 . . 168.5(3)
C10 C12 C13 C14 . . -0.6(5)
C12 C13 C14 C15 . . 3.4(5)
C13 C14 C15 C11 . . -2.1(5)
C10 C11 C15 C14 . . -2.0(5)
C3 C11 C15 C14 . . -175.5(3)
C5 C4 C16 C17 . . 109.5(4)
C3 C4 C16 C17 . . -66.0(4)
C5 C4 C16 C21 . . -71.3(4)
C3 C4 C16 C21 . . 113.1(4)
C21 C16 C17 C18 . . -1.4(5)
C4 C16 C17 C18 . . 177.7(3)
C16 C17 C18 C19 . . 0.3(6)
C17 C18 C19 C20 . . 0.7(7)
C18 C19 C20 C21 . . -0.7(7)
C19 C20 C21 C16 . . -0.4(6)
C17 C16 C21 C20 . . 1.4(5)
C4 C16 C21 C20 . . -177.7(3)
C4 C5 C22 C23 . . -84.2(4)
C6 C5 C22 C23 . . 91.1(4)
C4 C5 C22 C27 . . 96.8(4)
C6 C5 C22 C27 . . -87.9(4)
C27 C22 C23 C24 . . 0.4(6)
C5 C22 C23 C24 . . -178.6(4)
C22 C23 C24 C25 . . 0.2(7)
C23 C24 C25 C26 . . -0.1(7)
C24 C25 C26 C27 . . -0.6(6)
C25 C26 C27 C22 . . 1.2(6)
C23 C22 C27 C26 . . -1.1(5)
C5 C22 C27 C26 . . 177.9(3)
C1 C6 C28 C33 . . 63.8(4)
C5 C6 C28 C33 . . -111.2(4)
C1 C6 C28 C29 . . -113.0(4)
C5 C6 C28 C29 . . 72.0(4)
C33 C28 C29 C30 . . -3.3(5)
C6 C28 C29 C30 . . 173.6(3)
C28 C29 C30 C31 . . 1.9(6)
C29 C30 C31 C32 . . 0.5(6)
C30 C31 C32 C33 . . -1.3(6)
C29 C28 C33 C32 . . 2.5(5)
C6 C28 C33 C32 . . -174.4(3)
C31 C32 C33 C28 . . -0.2(6)
C39 C34 C35 C36 . . 10.2(5)
C40 C34 C35 C36 . . -171.2(3)
C39 C34 C35 C41 . . -166.8(3)
C40 C34 C35 C41 . . 11.7(4)
C34 C35 C36 C37 . . -16.3(4)
C41 C35 C36 C37 . . 160.7(3)
C34 C35 C36 C48 . . 166.5(3)
C41 C35 C36 C48 . . -16.4(4)
C35 C36 C37 C38 . . 7.1(4)
C48 C36 C37 C38 . . -176.0(3)
C35 C36 C37 C49 . . -168.2(3)
C48 C36 C37 C49 . . 8.7(5)
C36 C37 C38 C39 . . 8.6(5)
C49 C37 C38 C39 . . -175.9(3)
C36 C37 C38 C55 . . -161.5(3)
C49 C37 C38 C55 . . 14.0(4)
C35 C34 C39 C38 . . 5.4(4)
C40 C34 C39 C38 . . -173.1(3)
C35 C34 C39 C61 . . -179.7(3)
C40 C34 C39 C61 . . 1.8(5)
C37 C38 C39 C34 . . -14.9(4)
C55 C38 C39 C34 . . 155.4(3)
C37 C38 C39 C61 . . 170.1(3)
C55 C38 C39 C61 . . -19.7(4)
C39 C34 C40 O2 . . -35.6(5)
C35 C34 C40 O2 . . 145.8(3)
C39 C34 C40 C42 . 2_665 148.8(3)
C35 C34 C40 C42 . 2_665 -29.7(4)
C34 C35 C41 C42 . . 179.4(3)
C36 C35 C41 C42 . . 2.3(4)
C34 C35 C41 C41 . 2_665 7.3(5)
C36 C35 C41 C41 . 2_665 -169.7(3)
C35 C41 C42 C43 . . 12.7(4)
C41 C41 C42 C43 2_665 . -175.4(3)
C35 C41 C42 C40 . 2_665 -161.4(3)
C41 C41 C42 C40 2_665 2_665 10.5(5)
C41 C42 C43 C44 . . 163.4(3)
C40 C42 C43 C44 2_665 . -22.7(4)
C41 C42 C43 C48 . . -13.0(4)
C40 C42 C43 C48 2_665 . 160.9(3)
C48 C43 C44 C45 . . -0.9(4)
C42 C43 C44 C45 . . -177.2(3)
C43 C44 C45 C46 . . 1.2(5)
C44 C45 C46 C47 . . 0.0(5)
C45 C46 C47 C48 . . -1.7(5)
C46 C47 C48 C43 . . 2.0(4)
C46 C47 C48 C36 . . 179.2(3)
C44 C43 C48 C47 . . -0.7(4)
C42 C43 C48 C47 . . 175.7(3)
C44 C43 C48 C36 . . -178.1(3)
C42 C43 C48 C36 . . -1.6(4)
C37 C36 C48 C47 . . 21.8(5)
C35 C36 C48 C47 . . -161.3(3)
C37 C36 C48 C43 . . -161.1(3)
C35 C36 C48 C43 . . 15.9(4)
C38 C37 C49 C50 . . -113.4(4)
C36 C37 C49 C50 . . 62.0(4)
C38 C37 C49 C54 . . 67.9(4)
C36 C37 C49 C54 . . -116.6(3)
C54 C49 C50 C51 . . 1.4(5)
C37 C49 C50 C51 . . -177.3(3)
C49 C50 C51 C52 . . -0.4(5)
C50 C51 C52 C53 . . -0.6(5)
C51 C52 C53 C54 . . 0.7(5)
C52 C53 C54 C49 . . 0.3(5)
C50 C49 C54 C53 . . -1.3(5)
C37 C49 C54 C53 . . 177.4(3)
C37 C38 C55 C56 . . -100.0(4)
C39 C38 C55 C56 . . 89.7(4)
C37 C38 C55 C60 . . 80.5(4)
C39 C38 C55 C60 . . -89.8(4)
C60 C55 C56 C57 . . -1.3(5)
C38 C55 C56 C57 . . 179.2(3)
C55 C56 C57 C58 . . 1.1(5)
C56 C57 C58 C59 . . 0.2(6)
C57 C58 C59 C60 . . -1.2(6)
C58 C59 C60 C55 . . 1.0(6)
C56 C55 C60 C59 . . 0.3(5)
C38 C55 C60 C59 . . 179.8(3)
C34 C39 C61 C66 . . -75.1(4)
C38 C39 C61 C66 . . 99.7(4)
C34 C39 C61 C62 . . 102.7(4)
C38 C39 C61 C62 . . -82.5(4)
C66 C61 C62 C63 . . 1.2(5)
C39 C61 C62 C63 . . -176.7(3)
C61 C62 C63 C64 . . -1.2(6)
C62 C63 C64 C65 . . 0.2(6)
C63 C64 C65 C66 . . 0.7(6)
C62 C61 C66 C65 . . -0.3(5)
C39 C61 C66 C65 . . 177.6(3)
C64 C65 C66 C61 . . -0.6(6)
