#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:58:16 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179606 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/70/4507060.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_4507060
loop_
_publ_author_name
'Natarajan, Palani'
'Bajpai, Alankriti'
'Venugopalan, Paloth'
'Moorthy, Jarugu Narasimha'
_publ_section_title
;
 Pseudopolymorphism of a Highly Adaptable Tetraarylpyrene Host that
 Exhibits Abundant Solid-State Guest Inclusion
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              6134
_journal_paper_doi               10.1021/cg3012684
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         '2(C52 H50 O4), 3(C H Cl3)'
_chemical_formula_sum            'C107 H103 Cl9 O8'
_chemical_formula_weight         1835.94
_chemical_name_common
tetra(2,6-dimethyl-4-methoxyphenyl)pyrene-Chloroform2
_chemical_name_systematic
;
 tetra(2,6-dimethyl-4-methoxyphenyl)pyrene
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 107.967(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.1999(13)
_cell_length_b                   21.9548(13)
_cell_length_c                   22.6618(13)
_cell_measurement_reflns_used    3153
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.62
_cell_measurement_theta_min      2.61
_cell_volume                     9560.1(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXL 5.1, XP (Sheldrick, 1994)'
_computing_publication_material  SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX'
_diffrn_measurement_method       'phi and omega 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  0.0574
_diffrn_reflns_av_sigmaI/netI    0.0655
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24532
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.320
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2009)'
_exptl_crystal_colour            'color less'
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       chunks
_exptl_crystal_F_000             3848
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         8356
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0584
_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)+(0.0702P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1488
_reflns_number_gt                5539
_reflns_number_total             8356
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3012684_si_001.cif
_cod_data_source_block           TPCH2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4507060
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.3433(3) 0.2785(4) 1.01345(15) 0.0816(19) Uani 0.478(11) 1 d P A 1
Cl2 Cl 0.4172(3) 0.25792(19) 0.9266(5) 0.0882(18) Uani 0.478(11) 1 d P A 1
Cl3 Cl 0.41110(18) 0.37917(15) 0.97013(19) 0.0434(10) Uani 0.478(11) 1 d P A 1
Cl1' Cl 0.3189(2) 0.3087(3) 0.9952(3) 0.0839(14) Uani 0.522(11) 1 d PD A 2
Cl2' Cl 0.42521(18) 0.2449(2) 0.9628(3) 0.0825(14) Uani 0.522(11) 1 d PD A 2
Cl3' Cl 0.4218(4) 0.3747(3) 0.9587(4) 0.129(2) Uani 0.522(11) 1 d PD A 2
Cl4 Cl 0.37412(10) 0.72390(8) 0.00818(8) 0.0670(5) Uani 0.50 1 d PD . .
Cl5 Cl 0.29363(12) 0.82447(10) 0.02929(9) 0.0620(5) Uani 0.50 1 d PD . .
Cl6 Cl 0.22652(14) 0.71036(15) -0.01502(11) 0.0867(8) Uani 0.50 1 d PD . .
O2 O 0.27886(9) 0.36734(9) 0.82238(8) 0.0446(5) Uani 1 1 d . . .
O3 O -0.20012(9) 0.71618(8) 0.69184(8) 0.0360(4) Uani 1 1 d . . .
O4 O 0.18234(8) 0.64381(8) 0.11907(8) 0.0348(4) Uani 1 1 d . . .
O5 O 0.67867(10) 0.30500(9) 0.32719(8) 0.0454(5) Uani 1 1 d . . .
C1 C 0.40605(12) 0.56923(11) -0.06806(11) 0.0268(6) Uani 1 1 d . . .
H1 H 0.3773 0.5927 -0.0999 0.032 Uiso 1 1 calc R . .
C2 C 0.39274(11) 0.56608(11) -0.01369(10) 0.0263(6) Uani 1 1 d . . .
H2 H 0.3552 0.5876 -0.0087 0.032 Uiso 1 1 calc R . .
C3 C 0.43507(11) 0.53031(10) 0.03687(10) 0.0225(5) Uani 1 1 d . . .
C4 C 0.42058(12) 0.52523(10) 0.09409(10) 0.0228(5) Uani 1 1 d . . .
C5 C 0.46386(12) 0.48973(11) 0.14102(10) 0.0259(6) Uani 1 1 d . . .
H5 H 0.4542 0.4869 0.1785 0.031 Uiso 1 1 calc R . .
C6 C 0.52082(12) 0.45836(11) 0.13460(10) 0.0239(5) Uani 1 1 d . . .
C7 C 0.53638(11) 0.46272(11) 0.07825(10) 0.0233(5) Uani 1 1 d . . .
C8 C 0.49290(11) 0.49839(10) 0.02920(10) 0.0224(5) Uani 1 1 d . . .
C9 C 0.56361(12) 0.41935(12) 0.18691(10) 0.0262(6) Uani 1 1 d . . .
C10 C 0.61808(12) 0.44492(12) 0.23467(10) 0.0274(6) Uani 1 1 d . . .
C11 C 0.65753(13) 0.40728(13) 0.28262(11) 0.0314(6) Uani 1 1 d . . .
H11 H 0.6939 0.4237 0.3146 0.038 Uiso 1 1 calc R . .
C12 C 0.64264(13) 0.34561(13) 0.28263(11) 0.0342(6) Uani 1 1 d . . .
C13 C 0.58800(14) 0.32109(12) 0.23563(12) 0.0350(6) Uani 1 1 d . . .
H13 H 0.5778 0.2799 0.2364 0.042 Uiso 1 1 calc R . .
C14 C 0.54832(13) 0.35707(12) 0.18740(11) 0.0312(6) Uani 1 1 d . . .
C15 C 0.48989(14) 0.32913(13) 0.13624(12) 0.0423(7) Uani 1 1 d . . .
H15A H 0.4997 0.3330 0.0976 0.063 Uiso 1 1 calc R . .
H15B H 0.4471 0.3497 0.1335 0.063 Uiso 1 1 calc R . .
H15C H 0.4856 0.2868 0.1450 0.063 Uiso 1 1 calc R . .
C16 C 0.63391(13) 0.51171(12) 0.23521(11) 0.0334(6) Uani 1 1 d . . .
H16A H 0.6470 0.5218 0.1991 0.050 Uiso 1 1 calc R . .
H16B H 0.6715 0.5214 0.2718 0.050 Uiso 1 1 calc R . .
H16C H 0.5934 0.5346 0.2350 0.050 Uiso 1 1 calc R . .
C17 C 0.74292(16) 0.32474(14) 0.36960(12) 0.0516(8) Uani 1 1 d . . .
H17A H 0.7736 0.3376 0.3470 0.077 Uiso 1 1 calc R . .
H17B H 0.7639 0.2918 0.3968 0.077 Uiso 1 1 calc R . .
H17C H 0.7346 0.3582 0.3936 0.077 Uiso 1 1 calc R . .
C18 C 0.35770(12) 0.55516(11) 0.10217(10) 0.0245(5) Uani 1 1 d . . .
C19 C 0.29273(12) 0.52711(11) 0.07798(10) 0.0256(6) Uani 1 1 d . . .
C20 C 0.23284(12) 0.55544(11) 0.08364(10) 0.0260(6) Uani 1 1 d . . .
H20 H 0.1897 0.5367 0.0678 0.031 Uiso 1 1 calc R . .
C21 C 0.23807(12) 0.61128(12) 0.11288(11) 0.0280(6) Uani 1 1 d . . .
C22 C 0.30269(13) 0.63880(12) 0.13799(11) 0.0300(6) Uani 1 1 d . . .
H22 H 0.3058 0.6760 0.1584 0.036 Uiso 1 1 calc R . .
C23 C 0.36283(12) 0.61120(11) 0.13290(10) 0.0274(6) Uani 1 1 d . . .
C24 C 0.43205(13) 0.64257(13) 0.15935(12) 0.0390(7) Uani 1 1 d . . .
H24A H 0.4254 0.6805 0.1778 0.059 Uiso 1 1 calc R . .
H24B H 0.4521 0.6501 0.1268 0.059 Uiso 1 1 calc R . .
H24C H 0.4627 0.6170 0.1903 0.059 Uiso 1 1 calc R . .
C25 C 0.28719(12) 0.46699(11) 0.04486(11) 0.0306(6) Uani 1 1 d . . .
H25A H 0.2963 0.4728 0.0061 0.046 Uiso 1 1 calc R . .
H25B H 0.2412 0.4508 0.0373 0.046 Uiso 1 1 calc R . .
H25C H 0.3206 0.4390 0.0701 0.046 Uiso 1 1 calc R . .
C26 C 0.11434(13) 0.62231(13) 0.08626(13) 0.0415(7) Uani 1 1 d . . .
H26A H 0.1102 0.6178 0.0431 0.062 Uiso 1 1 calc R . .
H26B H 0.0803 0.6510 0.0907 0.062 Uiso 1 1 calc R . .
H26C H 0.1067 0.5836 0.1029 0.062 Uiso 1 1 calc R . .
C27 C -0.09387(12) 0.57559(11) 1.00443(10) 0.0258(6) Uani 1 1 d . . .
H27 H -0.1258 0.5998 1.0157 0.031 Uiso 1 1 calc R . .
C28 C -0.08689(12) 0.58221(11) 0.94782(10) 0.0247(5) Uani 1 1 d . . .
H28 H -0.1140 0.6110 0.9210 0.030 Uiso 1 1 calc R . .
C29 C -0.03898(12) 0.54627(11) 0.92734(10) 0.0241(5) Uani 1 1 d . . .
C30 C -0.03138(12) 0.55271(11) 0.86795(10) 0.0241(5) Uani 1 1 d . . .
C31 C 0.01857(12) 0.51816(11) 0.85249(10) 0.0274(6) Uani 1 1 d . . .
H31 H 0.0235 0.5231 0.8133 0.033 Uiso 1 1 calc R . .
C32 C 0.06130(12) 0.47674(11) 0.89288(10) 0.0251(6) Uani 1 1 d . . .
C33 C 0.05338(11) 0.46795(10) 0.95186(10) 0.0222(5) Uani 1 1 d . . .
C34 C 0.00371(11) 0.50365(10) 0.96971(10) 0.0216(5) Uani 1 1 d . . .
C35 C 0.11743(12) 0.44512(11) 0.87406(10) 0.0264(6) Uani 1 1 d . . .
C36 C 0.18058(12) 0.47605(12) 0.88238(10) 0.0285(6) Uani 1 1 d . . .
C37 C 0.23274(13) 0.44737(12) 0.86528(11) 0.0324(6) Uani 1 1 d . . .
H37 H 0.2754 0.4668 0.8722 0.039 Uiso 1 1 calc R . .
C38 C 0.22282(13) 0.39059(13) 0.83825(11) 0.0339(6) Uani 1 1 d . . .
C39 C 0.16095(13) 0.36026(12) 0.82937(11) 0.0338(6) Uani 1 1 d . . .
H39 H 0.1545 0.3219 0.8111 0.041 Uiso 1 1 calc R . .
C40 C 0.10773(13) 0.38706(12) 0.84777(11) 0.0318(6) Uani 1 1 d . . .
C41 C 0.04034(14) 0.35315(13) 0.83929(13) 0.0443(7) Uani 1 1 d . . .
H41A H 0.0364 0.3424 0.8791 0.066 Uiso 1 1 calc R . .
H41B H 0.0399 0.3168 0.8156 0.066 Uiso 1 1 calc R . .
H41C H 0.0019 0.3787 0.8178 0.066 Uiso 1 1 calc R . .
C42 C 0.19112(13) 0.53986(12) 0.90819(12) 0.0338(6) Uani 1 1 d . . .
H42A H 0.2387 0.5518 0.9154 0.051 Uiso 1 1 calc R . .
H42B H 0.1804 0.5411 0.9466 0.051 Uiso 1 1 calc R . .
H42C H 0.1610 0.5673 0.8791 0.051 Uiso 1 1 calc R . .
C43 C 0.26524(16) 0.31814(14) 0.77930(13) 0.0487(8) Uani 1 1 d . . .
H43A H 0.2525 0.2827 0.7980 0.073 Uiso 1 1 calc R . .
H43B H 0.3062 0.3096 0.7678 0.073 Uiso 1 1 calc R . .
H43C H 0.2278 0.3290 0.7430 0.073 Uiso 1 1 calc R . .
C44 C -0.07694(12) 0.59520(11) 0.82086(10) 0.0251(5) Uani 1 1 d . . .
C45 C -0.05428(12) 0.65462(12) 0.81465(11) 0.0294(6) Uani 1 1 d . . .
C46 C -0.09716(13) 0.69325(12) 0.77095(11) 0.0316(6) Uani 1 1 d . . .
H46 H -0.0825 0.7328 0.7669 0.038 Uiso 1 1 calc R . .
C47 C -0.16166(13) 0.67374(12) 0.73320(11) 0.0290(6) Uani 1 1 d . . .
C48 C -0.18350(13) 0.61513(12) 0.73864(10) 0.0294(6) Uani 1 1 d . . .
H48 H -0.2266 0.6021 0.7130 0.035 Uiso 1 1 calc R . .
C49 C -0.14164(12) 0.57502(11) 0.78234(10) 0.0273(6) Uani 1 1 d . . .
C50 C -0.16624(14) 0.51134(12) 0.78770(12) 0.0372(7) Uani 1 1 d . . .
H50A H -0.2107 0.5051 0.7572 0.056 Uiso 1 1 calc R . .
H50B H -0.1704 0.5054 0.8284 0.056 Uiso 1 1 calc R . .
H50C H -0.1333 0.4828 0.7810 0.056 Uiso 1 1 calc R . .
C51 C 0.01604(13) 0.67659(13) 0.85526(12) 0.0396(7) Uani 1 1 d . . .
H51A H 0.0521 0.6576 0.8423 0.059 Uiso 1 1 calc R . .
H51B H 0.0218 0.6661 0.8977 0.059 Uiso 1 1 calc R . .
H51C H 0.0189 0.7200 0.8515 0.059 Uiso 1 1 calc R . .
C52 C -0.27052(13) 0.70034(13) 0.65821(12) 0.0390(7) Uani 1 1 d . . .
H52A H -0.2706 0.6680 0.6297 0.058 Uiso 1 1 calc R . .
H52B H -0.2939 0.7352 0.6357 0.058 Uiso 1 1 calc R . .
H52C H -0.2942 0.6872 0.6868 0.058 Uiso 1 1 calc R . .
C53 C 0.37052(15) 0.30905(13) 0.94917(13) 0.0510(8) Uani 1 1 d D . .
H53 H 0.3283 0.3162 0.9143 0.061 Uiso 1 1 calc R A 1
C54 C 0.3017(3) 0.7460(3) 0.0310(3) 0.080(3) Uani 0.50 1 d PD . .
H54A H 0.3096 0.7328 0.0730 0.096 Uiso 0.50 1 d PR . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
Cl6 Cl5 C54 34.1(3) 7_565 .
Cl5 Cl6 C54 119.7(5) 7_565 7_565
Cl5 Cl6 C54 146.1(5) 7_565 .
C54 Cl6 C54 94.1(5) 7_565 .
Cl5 Cl6 Cl6 178.1(3) 7_565 7_565
C54 Cl6 Cl6 60.2(3) 7_565 7_565
C54 Cl6 Cl6 33.9(2) . 7_565
C38 O2 C43 117.2(2) . .
C47 O3 C52 117.1(2) . .
C21 O4 C26 117.50(19) . .
C12 O5 C17 117.7(2) . .
C2 C1 C7 121.6(2) . 5_665
C2 C1 H1 119.2 . .
C7 C1 H1 119.2 5_665 .
C1 C2 C3 121.5(2) . .
C1 C2 H2 119.2 . .
C3 C2 H2 119.2 . .
C8 C3 C4 118.9(2) . .
C8 C3 C2 118.9(2) . .
C4 C3 C2 122.2(2) . .
C5 C4 C3 119.0(2) . .
C5 C4 C18 120.8(2) . .
C3 C4 C18 120.1(2) . .
C6 C5 C4 123.0(2) . .
C6 C5 H5 118.5 . .
C4 C5 H5 118.5 . .
C5 C6 C7 119.1(2) . .
C5 C6 C9 119.6(2) . .
C7 C6 C9 121.3(2) . .
C6 C7 C8 119.3(2) . .
C6 C7 C1 122.0(2) . 5_665
C8 C7 C1 118.6(2) . 5_665
C3 C8 C7 120.7(2) . .
C3 C8 C8 119.6(3) . 5_665
C7 C8 C8 119.7(3) . 5_665
C10 C9 C14 120.5(2) . .
C10 C9 C6 120.3(2) . .
C14 C9 C6 119.2(2) . .
C9 C10 C11 119.1(2) . .
C9 C10 C16 120.8(2) . .
C11 C10 C16 120.1(2) . .
C12 C11 C10 120.3(2) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
O5 C12 C13 115.4(2) . .
O5 C12 C11 124.6(2) . .
C13 C12 C11 120.1(2) . .
C12 C13 C14 121.0(3) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C13 C14 C9 119.1(2) . .
C13 C14 C15 120.0(2) . .
C9 C14 C15 120.9(2) . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C10 C16 H16A 109.5 . .
C10 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C10 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O5 C17 H17A 109.5 . .
O5 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
O5 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C19 C18 C23 119.8(2) . .
C19 C18 C4 119.3(2) . .
C23 C18 C4 120.8(2) . .
C18 C19 C20 120.1(2) . .
C18 C19 C25 119.8(2) . .
C20 C19 C25 120.1(2) . .
C21 C20 C19 119.8(2) . .
C21 C20 H20 120.1 . .
C19 C20 H20 120.1 . .
O4 C21 C20 124.4(2) . .
O4 C21 C22 115.3(2) . .
C20 C21 C22 120.3(2) . .
C21 C22 C23 120.6(2) . .
C21 C22 H22 119.7 . .
C23 C22 H22 119.7 . .
C22 C23 C18 119.3(2) . .
C22 C23 C24 119.6(2) . .
C18 C23 C24 121.1(2) . .
C23 C24 H24A 109.5 . .
C23 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C23 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C19 C25 H25A 109.5 . .
C19 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C19 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
O4 C26 H26A 109.5 . .
O4 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
O4 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C28 C27 C33 121.7(2) . 5_567
C28 C27 H27 119.1 . .
C33 C27 H27 119.1 5_567 .
C27 C28 C29 122.1(2) . .
C27 C28 H28 119.0 . .
C29 C28 H28 119.0 . .
C30 C29 C34 119.2(2) . .
C30 C29 C28 122.6(2) . .
C34 C29 C28 118.2(2) . .
C31 C30 C29 119.2(2) . .
C31 C30 C44 119.6(2) . .
C29 C30 C44 121.2(2) . .
C32 C31 C30 122.9(2) . .
C32 C31 H31 118.5 . .
C30 C31 H31 118.5 . .
C31 C32 C33 119.1(2) . .
C31 C32 C35 119.2(2) . .
C33 C32 C35 121.6(2) . .
C32 C33 C34 119.3(2) . .
C32 C33 C27 122.6(2) . 5_567
C34 C33 C27 118.1(2) . 5_567
C29 C34 C33 120.1(2) . .
C29 C34 C34 119.8(3) . 5_567
C33 C34 C34 120.0(3) . 5_567
C40 C35 C36 120.1(2) . .
C40 C35 C32 121.7(2) . .
C36 C35 C32 118.2(2) . .
C37 C36 C35 118.8(2) . .
C37 C36 C42 120.2(2) . .
C35 C36 C42 121.0(2) . .
C38 C37 C36 121.3(2) . .
C38 C37 H37 119.4 . .
C36 C37 H37 119.4 . .
C39 C38 C37 120.3(2) . .
C39 C38 O2 124.2(2) . .
C37 C38 O2 115.5(2) . .
C38 C39 C40 120.1(2) . .
C38 C39 H39 120.0 . .
C40 C39 H39 120.0 . .
C35 C40 C39 119.5(2) . .
C35 C40 C41 120.5(2) . .
C39 C40 C41 120.0(2) . .
C40 C41 H41A 109.5 . .
C40 C41 H41B 109.5 . .
H41A C41 H41B 109.5 . .
C40 C41 H41C 109.5 . .
H41A C41 H41C 109.5 . .
H41B C41 H41C 109.5 . .
C36 C42 H42A 109.5 . .
C36 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C36 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
O2 C43 H43A 109.5 . .
O2 C43 H43B 109.5 . .
H43A C43 H43B 109.5 . .
O2 C43 H43C 109.5 . .
H43A C43 H43C 109.5 . .
H43B C43 H43C 109.5 . .
C49 C44 C45 120.1(2) . .
C49 C44 C30 119.8(2) . .
C45 C44 C30 120.1(2) . .
C46 C45 C44 119.3(2) . .
C46 C45 C51 120.1(2) . .
C44 C45 C51 120.6(2) . .
C45 C46 C47 120.8(2) . .
C45 C46 H46 119.6 . .
C47 C46 H46 119.6 . .
C48 C47 O3 124.3(2) . .
C48 C47 C46 119.9(2) . .
O3 C47 C46 115.8(2) . .
C47 C48 C49 120.7(2) . .
C47 C48 H48 119.6 . .
C49 C48 H48 119.6 . .
C48 C49 C44 119.1(2) . .
C48 C49 C50 120.1(2) . .
C44 C49 C50 120.8(2) . .
C49 C50 H50A 109.5 . .
C49 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C49 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C45 C51 H51A 109.5 . .
C45 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C45 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
O3 C52 H52A 109.5 . .
O3 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
O3 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
Cl2 C53 Cl1' 135.4(2) . .
Cl2 C53 Cl3 114.9(2) . .
Cl1' C53 Cl3 99.5(2) . .
Cl2 C53 Cl3' 103.1(4) . .
Cl1' C53 Cl3' 112.5(3) . .
Cl3 C53 Cl3' 13.1(4) . .
Cl2 C53 Cl2' 28.21(14) . .
Cl1' C53 Cl2' 111.2(2) . .
Cl3 C53 Cl2' 116.3(2) . .
Cl3' C53 Cl2' 108.8(3) . .
Cl2 C53 Cl1 109.8(2) . .
Cl1' C53 Cl1 27.61(12) . .
Cl3 C53 Cl1 109.7(3) . .
Cl3' C53 Cl1 120.9(3) . .
Cl2' C53 Cl1 83.9(2) . .
Cl2 C53 H53 107.4 . .
Cl1' C53 H53 87.0 . .
Cl3 C53 H53 107.4 . .
Cl3' C53 H53 107.6 . .
Cl2' C53 H53 127.8 . .
Cl1 C53 H53 107.4 . .
Cl6 C54 Cl5 26.2(2) 7_565 .
Cl6 C54 Cl6 85.9(4) 7_565 .
Cl5 C54 Cl6 112.1(4) . .
Cl6 C54 Cl4 121.9(5) 7_565 .
Cl5 C54 Cl4 110.4(3) . .
Cl6 C54 Cl4 110.5(3) . .
Cl6 C54 H54A 119.5 7_565 .
Cl5 C54 H54A 107.9 . .
Cl6 C54 H54A 107.8 . .
Cl4 C54 H54A 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C53 1.835(4) .
Cl2 C53 1.647(4) .
Cl3 C53 1.740(5) .
Cl1' C53 1.688(4) .
Cl2' C53 1.758(4) .
Cl3' C53 1.749(5) .
Cl4 C54 1.764(5) .
Cl5 Cl6 0.880(2) 7_565
Cl5 C54 1.730(5) .
Cl6 Cl5 0.880(2) 7_565
Cl6 C54 1.116(6) 7_565
Cl6 C54 1.739(5) .
Cl6 Cl6 1.999(5) 7_565
O2 C38 1.387(3) .
O2 C43 1.425(3) .
O3 C47 1.379(3) .
O3 C52 1.434(3) .
O4 C21 1.376(3) .
O4 C26 1.426(3) .
O5 C12 1.375(3) .
O5 C17 1.424(3) .
C1 C2 1.341(3) .
C1 C7 1.436(3) 5_665
C1 H1 0.9300 .
C2 C3 1.434(3) .
C2 H2 0.9300 .
C3 C8 1.418(3) .
C3 C4 1.419(3) .
C4 C5 1.389(3) .
C4 C18 1.491(3) .
C5 C6 1.387(3) .
C5 H5 0.9300 .
C6 C7 1.409(3) .
C6 C9 1.501(3) .
C7 C8 1.421(3) .
C7 C1 1.436(3) 5_665
C8 C8 1.440(4) 5_665
C9 C10 1.401(3) .
C9 C14 1.403(3) .
C10 C11 1.402(3) .
C10 C16 1.500(3) .
C11 C12 1.387(4) .
C11 H11 0.9300 .
C12 C13 1.385(4) .
C13 C14 1.386(3) .
C13 H13 0.9300 .
C14 C15 1.506(3) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 H17A 0.9600 .
C17 H17B 0.9600 .
C17 H17C 0.9600 .
C18 C19 1.399(3) .
C18 C23 1.402(3) .
C19 C20 1.401(3) .
C19 C25 1.506(3) .
C20 C21 1.382(3) .
C20 H20 0.9300 .
C21 C22 1.391(3) .
C22 C23 1.394(3) .
C22 H22 0.9300 .
C23 C24 1.507(3) .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 H25A 0.9600 .
C25 H25B 0.9600 .
C25 H25C 0.9600 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 C28 1.341(3) .
C27 C33 1.437(3) 5_567
C27 H27 0.9300 .
C28 C29 1.432(3) .
C28 H28 0.9300 .
C29 C30 1.408(3) .
C29 C34 1.425(3) .
C30 C31 1.391(3) .
C30 C44 1.500(3) .
C31 C32 1.387(3) .
C31 H31 0.9300 .
C32 C33 1.408(3) .
C32 C35 1.499(3) .
C33 C34 1.426(3) .
C33 C27 1.437(3) 5_567
C34 C34 1.435(4) 5_567
C35 C40 1.395(3) .
C35 C36 1.406(3) .
C36 C37 1.381(3) .
C36 C42 1.508(3) .
C37 C38 1.376(4) .
C37 H37 0.9300 .
C38 C39 1.375(3) .
C39 C40 1.397(3) .
C39 H39 0.9300 .
C40 C41 1.511(4) .
C41 H41A 0.9600 .
C41 H41B 0.9600 .
C41 H41C 0.9600 .
C42 H42A 0.9600 .
C42 H42B 0.9600 .
C42 H42C 0.9600 .
C43 H43A 0.9600 .
C43 H43B 0.9600 .
C43 H43C 0.9600 .
C44 C49 1.401(3) .
C44 C45 1.404(3) .
C45 C46 1.386(3) .
C45 C51 1.514(3) .
C46 C47 1.388(3) .
C46 H46 0.9300 .
C47 C48 1.378(3) .
C48 C49 1.398(3) .
C48 H48 0.9300 .
C49 C50 1.501(3) .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 H51A 0.9600 .
C51 H51B 0.9600 .
C51 H51C 0.9600 .
C52 H52A 0.9600 .
C52 H52B 0.9600 .
C52 H52C 0.9600 .
C53 H53 0.9800 .
C54 Cl6 1.116(6) 7_565
C54 H54A 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C7 C1 C2 C3 -0.4(4) 5_665 .
C1 C2 C3 C8 1.0(3) . .
C1 C2 C3 C4 -178.3(2) . .
C8 C3 C4 C5 0.7(3) . .
C2 C3 C4 C5 180.0(2) . .
C8 C3 C4 C18 -176.3(2) . .
C2 C3 C4 C18 3.0(3) . .
C3 C4 C5 C6 -0.4(4) . .
C18 C4 C5 C6 176.5(2) . .
C4 C5 C6 C7 0.5(4) . .
C4 C5 C6 C9 -178.0(2) . .
C5 C6 C7 C8 -0.8(3) . .
C9 C6 C7 C8 177.7(2) . .
C5 C6 C7 C1 -179.1(2) . 5_665
C9 C6 C7 C1 -0.6(3) . 5_665
C4 C3 C8 C7 -1.1(3) . .
C2 C3 C8 C7 179.6(2) . .
C4 C3 C8 C8 178.2(3) . 5_665
C2 C3 C8 C8 -1.1(4) . 5_665
C6 C7 C8 C3 1.1(3) . .
C1 C7 C8 C3 179.4(2) 5_665 .
C6 C7 C8 C8 -178.1(2) . 5_665
C1 C7 C8 C8 0.2(4) 5_665 5_665
C5 C6 C9 C10 -86.1(3) . .
C7 C6 C9 C10 95.4(3) . .
C5 C6 C9 C14 93.8(3) . .
C7 C6 C9 C14 -84.7(3) . .
C14 C9 C10 C11 0.7(3) . .
C6 C9 C10 C11 -179.4(2) . .
C14 C9 C10 C16 -178.8(2) . .
C6 C9 C10 C16 1.1(3) . .
C9 C10 C11 C12 -0.1(3) . .
C16 C10 C11 C12 179.4(2) . .
C17 O5 C12 C13 168.1(2) . .
C17 O5 C12 C11 -12.1(4) . .
C10 C11 C12 O5 179.4(2) . .
C10 C11 C12 C13 -0.9(4) . .
O5 C12 C13 C14 -179.0(2) . .
C11 C12 C13 C14 1.3(4) . .
C12 C13 C14 C9 -0.7(4) . .
C12 C13 C14 C15 179.0(2) . .
C10 C9 C14 C13 -0.3(3) . .
C6 C9 C14 C13 179.8(2) . .
C10 C9 C14 C15 -180.0(2) . .
C6 C9 C14 C15 0.1(3) . .
C5 C4 C18 C19 -97.3(3) . .
C3 C4 C18 C19 79.6(3) . .
C5 C4 C18 C23 83.5(3) . .
C3 C4 C18 C23 -99.6(3) . .
C23 C18 C19 C20 1.0(3) . .
C4 C18 C19 C20 -178.2(2) . .
C23 C18 C19 C25 179.9(2) . .
C4 C18 C19 C25 0.7(3) . .
C18 C19 C20 C21 0.4(3) . .
C25 C19 C20 C21 -178.5(2) . .
C26 O4 C21 C20 -8.5(3) . .
C26 O4 C21 C22 170.8(2) . .
C19 C20 C21 O4 177.8(2) . .
C19 C20 C21 C22 -1.5(3) . .
O4 C21 C22 C23 -178.0(2) . .
C20 C21 C22 C23 1.4(4) . .
C21 C22 C23 C18 -0.1(3) . .
C21 C22 C23 C24 178.7(2) . .
C19 C18 C23 C22 -1.1(3) . .
C4 C18 C23 C22 178.1(2) . .
C19 C18 C23 C24 -179.9(2) . .
C4 C18 C23 C24 -0.7(3) . .
C33 C27 C28 C29 0.2(4) 5_567 .
C27 C28 C29 C30 179.8(2) . .
C27 C28 C29 C34 -1.9(3) . .
C34 C29 C30 C31 -1.2(3) . .
C28 C29 C30 C31 177.0(2) . .
C34 C29 C30 C44 177.6(2) . .
C28 C29 C30 C44 -4.1(3) . .
C29 C30 C31 C32 0.7(4) . .
C44 C30 C31 C32 -178.2(2) . .
C30 C31 C32 C33 1.3(4) . .
C30 C31 C32 C35 -175.2(2) . .
C31 C32 C33 C34 -2.7(3) . .
C35 C32 C33 C34 173.8(2) . .
C31 C32 C33 C27 177.8(2) . 5_567
C35 C32 C33 C27 -5.8(3) . 5_567
C30 C29 C34 C33 -0.1(3) . .
C28 C29 C34 C33 -178.5(2) . .
C30 C29 C34 C34 -179.7(2) . 5_567
C28 C29 C34 C34 2.0(4) . 5_567
C32 C33 C34 C29 2.1(3) . .
C27 C33 C34 C29 -178.3(2) 5_567 .
C32 C33 C34 C34 -178.4(3) . 5_567
C27 C33 C34 C34 1.2(4) 5_567 5_567
C31 C32 C35 C40 -96.5(3) . .
C33 C32 C35 C40 87.0(3) . .
C31 C32 C35 C36 82.2(3) . .
C33 C32 C35 C36 -94.2(3) . .
C40 C35 C36 C37 -1.3(3) . .
C32 C35 C36 C37 179.9(2) . .
C40 C35 C36 C42 177.4(2) . .
C32 C35 C36 C42 -1.3(3) . .
C35 C36 C37 C38 2.6(4) . .
C42 C36 C37 C38 -176.1(2) . .
C36 C37 C38 C39 -2.0(4) . .
C36 C37 C38 O2 179.0(2) . .
C43 O2 C38 C39 18.4(4) . .
C43 O2 C38 C37 -162.5(2) . .
C37 C38 C39 C40 0.0(4) . .
O2 C38 C39 C40 179.0(2) . .
C36 C35 C40 C39 -0.6(4) . .
C32 C35 C40 C39 178.2(2) . .
C36 C35 C40 C41 179.3(2) . .
C32 C35 C40 C41 -2.0(4) . .
C38 C39 C40 C35 1.2(4) . .
C38 C39 C40 C41 -178.7(2) . .
C31 C30 C44 C49 92.7(3) . .
C29 C30 C44 C49 -86.2(3) . .
C31 C30 C44 C45 -86.2(3) . .
C29 C30 C44 C45 95.0(3) . .
C49 C44 C45 C46 1.3(4) . .
C30 C44 C45 C46 -179.9(2) . .
C49 C44 C45 C51 -179.0(2) . .
C30 C44 C45 C51 -0.1(3) . .
C44 C45 C46 C47 -0.5(4) . .
C51 C45 C46 C47 179.7(2) . .
C52 O3 C47 C48 8.2(3) . .
C52 O3 C47 C46 -171.7(2) . .
C45 C46 C47 C48 -0.5(4) . .
C45 C46 C47 O3 179.4(2) . .
O3 C47 C48 C49 -179.3(2) . .
C46 C47 C48 C49 0.6(4) . .
C47 C48 C49 C44 0.1(3) . .
C47 C48 C49 C50 179.9(2) . .
C45 C44 C49 C48 -1.1(3) . .
C30 C44 C49 C48 -180.0(2) . .
C45 C44 C49 C50 179.1(2) . .
C30 C44 C49 C50 0.2(3) . .
Cl6 Cl5 C54 Cl6 -2.3(4) 7_565 .
Cl6 Cl5 C54 Cl4 121.3(7) 7_565 .
Cl5 Cl6 C54 Cl6 176.6(6) 7_565 7_565
C54 Cl6 C54 Cl6 0.0 7_565 7_565
Cl5 Cl6 C54 Cl5 177.6(4) 7_565 .
C54 Cl6 C54 Cl5 1.03(18) 7_565 .
Cl6 Cl6 C54 Cl5 1.03(18) 7_565 .
Cl5 Cl6 C54 Cl4 54.1(7) 7_565 .
C54 Cl6 C54 Cl4 -122.6(6) 7_565 .
Cl6 Cl6 C54 Cl4 -122.6(6) 7_565 .
