#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/69/7116920.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_7116920
loop_
_publ_author_name
'Tatsuya Aotake'
'Mitsuharu Suzuki'
'Naoki Aratani'
'Junpei Yuasa'
'Daiki Kuzuhara'
'Hironobu Hayashi'
'Haruyuki Nakano'
'Tsuyoshi Kawai'
'Jishan Wu'
'Hiroko Yamada'
_publ_section_title
;
 9,9'-Anthryl-anthroxyl radicals: strategic stabilization of highly
 reactive phenoxyl radicals
;
_journal_name_full               Chem.Commun.
_journal_page_first              6734
_journal_paper_doi               10.1039/C4cc10104A
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C28 H18 O, C28 H17 O, 2.5(C H Cl3)'
_chemical_formula_sum            'C58.5 H37.5 Cl7.5 O2'
_chemical_formula_weight         1038.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_update_record
;
2014-08-29 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                96.3005(8)
_cell_angle_beta                 101.7870(11)
_cell_angle_gamma                113.7045(8)
_cell_formula_units_Z            2
_cell_length_a                   11.5782(3)
_cell_length_b                   14.3354(5)
_cell_length_c                   16.4867(5)
_cell_measurement_reflns_used    20803
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      25.38
_cell_measurement_theta_min      3.05
_cell_volume                     2395.88(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      103(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_sigmaI/netI    0.0473
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            34238
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.05
_exptl_absorpt_coefficient_mu    0.488
_exptl_absorpt_correction_T_max  0.9620
_exptl_absorpt_correction_T_min  0.9438
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     667
_refine_ls_number_reflns         8742
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0507
_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)+(0.0730P)²+0.4181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1220
_refine_ls_wR_factor_ref         0.1397
_reflns_number_gt                6049
_reflns_number_total             8742
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc10104a2.cif
_cod_data_source_block           30723ta
_cod_original_formula_sum        'C58.50 H37.50 Cl7.50 O2'
_cod_database_code               7116920
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
C1 C 0.9440(2) 0.29011(18) 0.24113(16) 0.0208(6) Uani 1 1 d . . .
C2 C 0.8983(2) 0.29659(18) 0.31288(16) 0.0197(5) Uani 1 1 d . . .
C3 C 0.9849(2) 0.34970(19) 0.39543(16) 0.0239(6) Uani 1 1 d . . .
H1 H 1.0769 0.3801 0.4026 0.029 Uiso 1 1 calc R . .
C4 C 0.9384(3) 0.3577(2) 0.46382(17) 0.0265(6) Uani 1 1 d . . .
H2 H 0.9978 0.3936 0.5181 0.032 Uiso 1 1 calc R . .
C5 C 0.8014(3) 0.3124(2) 0.45428(17) 0.0264(6) Uani 1 1 d . . .
H3 H 0.7694 0.3183 0.5024 0.032 Uiso 1 1 calc R . .
C6 C 0.7156(2) 0.26082(19) 0.37717(16) 0.0222(6) Uani 1 1 d . . .
H4 H 0.6242 0.2314 0.3722 0.027 Uiso 1 1 calc R . .
C7 C 0.7592(2) 0.24949(18) 0.30303(16) 0.0200(5) Uani 1 1 d . . .
C8 C 0.6707(2) 0.19649(18) 0.22272(16) 0.0201(5) Uani 1 1 d . . .
C9 C 0.7187(2) 0.18746(18) 0.15189(16) 0.0203(5) Uani 1 1 d . . .
C10 C 0.6332(3) 0.1340(2) 0.06928(17) 0.0259(6) Uani 1 1 d . . .
H5 H 0.5411 0.1026 0.0617 0.031 Uiso 1 1 calc R . .
C11 C 0.6811(3) 0.1272(2) 0.00096(17) 0.0281(6) Uani 1 1 d . . .
H6 H 0.6222 0.0907 -0.0534 0.034 Uiso 1 1 calc R . .
C12 C 0.8176(3) 0.1740(2) 0.01043(17) 0.0285(6) Uani 1 1 d . . .
H7 H 0.8496 0.1689 -0.0377 0.034 Uiso 1 1 calc R . .
C13 C 0.9031(3) 0.2260(2) 0.08745(17) 0.0251(6) Uani 1 1 d . . .
H8 H 0.9946 0.2567 0.0927 0.030 Uiso 1 1 calc R . .
C14 C 0.8576(2) 0.23546(19) 0.16099(16) 0.0213(6) Uani 1 1 d . . .
O1 O 1.07404(17) 0.33632(14) 0.24498(12) 0.0310(5) Uani 1 1 d . . .
H39 H 1.1179 0.3669 0.2952 0.037 Uiso 1 1 calc R . .
C15 C 0.5263(2) 0.15051(18) 0.21307(15) 0.0193(5) Uani 1 1 d . . .
C16 C 0.4572(2) 0.21114(19) 0.19611(15) 0.0204(5) Uani 1 1 d . . .
C17 C 0.5181(3) 0.31524(19) 0.18387(16) 0.0244(6) Uani 1 1 d . . .
H9 H 0.6091 0.3459 0.1876 0.029 Uiso 1 1 calc R . .
C18 C 0.4490(3) 0.3709(2) 0.16708(17) 0.0286(6) Uani 1 1 d . . .
H10 H 0.4919 0.4396 0.1585 0.034 Uiso 1 1 calc R . .
C19 C 0.3133(3) 0.3282(2) 0.16214(18) 0.0303(6) Uani 1 1 d . . .
H11 H 0.2658 0.3682 0.1507 0.036 Uiso 1 1 calc R . .
C20 C 0.2516(3) 0.2299(2) 0.17385(17) 0.0279(6) Uani 1 1 d . . .
H12 H 0.1610 0.2022 0.1711 0.033 Uiso 1 1 calc R . .
C21 C 0.3193(2) 0.16730(19) 0.19020(16) 0.0217(6) Uani 1 1 d . . .
C22 C 0.2552(2) 0.06467(19) 0.19859(16) 0.0239(6) Uani 1 1 d . . .
H13 H 0.1642 0.0364 0.1951 0.029 Uiso 1 1 calc R . .
C23 C 0.3207(2) 0.00268(19) 0.21196(16) 0.0212(6) Uani 1 1 d . . .
C24 C 0.2545(3) -0.1035(2) 0.21628(16) 0.0262(6) Uani 1 1 d . . .
H14 H 0.1629 -0.1331 0.2108 0.031 Uiso 1 1 calc R . .
C25 C 0.3190(3) -0.1635(2) 0.22807(17) 0.0296(6) Uani 1 1 d . . .
H15 H 0.2726 -0.2348 0.2294 0.036 Uiso 1 1 calc R . .
C26 C 0.4566(3) -0.1193(2) 0.23845(17) 0.0292(6) Uani 1 1 d . . .
H16 H 0.5019 -0.1613 0.2479 0.035 Uiso 1 1 calc R . .
C27 C 0.5241(3) -0.0185(2) 0.23510(16) 0.0248(6) Uani 1 1 d . . .
H17 H 0.6160 0.0091 0.2425 0.030 Uiso 1 1 calc R . .
C28 C 0.4596(2) 0.04705(19) 0.22068(15) 0.0204(5) Uani 1 1 d . . .
C29 C 0.6381(2) 0.42683(19) 0.63288(17) 0.0224(6) Uani 1 1 d . . .
C30 C 0.6074(2) 0.40246(19) 0.71211(17) 0.0228(6) Uani 1 1 d . . .
C31 C 0.7077(3) 0.4317(2) 0.78661(17) 0.0263(6) Uani 1 1 d . . .
H18 H 0.7963 0.4668 0.7855 0.032 Uiso 1 1 calc R . .
C32 C 0.6803(3) 0.4105(2) 0.86165(18) 0.0305(6) Uani 1 1 d . . .
H19 H 0.7497 0.4304 0.9118 0.037 Uiso 1 1 calc R . .
C33 C 0.5495(3) 0.3592(2) 0.86411(17) 0.0283(6) Uani 1 1 d . . .
H20 H 0.5307 0.3457 0.9162 0.034 Uiso 1 1 calc R . .
C34 C 0.4494(3) 0.32873(19) 0.79206(17) 0.0248(6) Uani 1 1 d . . .
H21 H 0.3614 0.2944 0.7949 0.030 Uiso 1 1 calc R . .
C35 C 0.4738(2) 0.34726(18) 0.71312(16) 0.0209(5) Uani 1 1 d . . .
C36 C 0.3704(2) 0.31134(18) 0.63671(16) 0.0203(5) Uani 1 1 d . . .
C37 C 0.3985(2) 0.33050(18) 0.55815(16) 0.0206(5) Uani 1 1 d . . .
C38 C 0.2983(3) 0.2955(2) 0.48174(17) 0.0252(6) Uani 1 1 d . . .
H22 H 0.2096 0.2593 0.4825 0.030 Uiso 1 1 calc R . .
C39 C 0.3259(3) 0.3124(2) 0.40622(17) 0.0280(6) Uani 1 1 d . . .
H23 H 0.2565 0.2872 0.3554 0.034 Uiso 1 1 calc R . .
C40 C 0.4561(3) 0.3669(2) 0.40360(18) 0.0280(6) Uani 1 1 d . . .
H24 H 0.4750 0.3780 0.3511 0.034 Uiso 1 1 calc R . .
C41 C 0.5564(3) 0.4042(2) 0.47755(17) 0.0250(6) Uani 1 1 d . . .
H25 H 0.6441 0.4425 0.4757 0.030 Uiso 1 1 calc R . .
C42 C 0.5312(2) 0.38675(19) 0.55519(17) 0.0223(6) Uani 1 1 d . . .
O2 O 0.75302(17) 0.48198(15) 0.63240(12) 0.0325(5) Uani 1 1 d . . .
C43 C 0.2316(2) 0.25251(19) 0.63829(16) 0.0219(6) Uani 1 1 d . . .
C44 C 0.1739(2) 0.14300(19) 0.62348(16) 0.0214(6) Uani 1 1 d . . .
C45 C 0.2436(3) 0.0836(2) 0.60719(17) 0.0268(6) Uani 1 1 d . . .
H26 H 0.3320 0.1186 0.6054 0.032 Uiso 1 1 calc R . .
C46 C 0.1856(3) -0.0224(2) 0.59413(18) 0.0314(7) Uani 1 1 d . . .
H27 H 0.2339 -0.0604 0.5835 0.038 Uiso 1 1 calc R . .
C47 C 0.0539(3) -0.0765(2) 0.59624(19) 0.0327(7) Uani 1 1 d . . .
H28 H 0.0147 -0.1504 0.5876 0.039 Uiso 1 1 calc R . .
C48 C -0.0165(3) -0.0235(2) 0.61045(18) 0.0294(6) Uani 1 1 d . . .
H29 H -0.1052 -0.0610 0.6109 0.035 Uiso 1 1 calc R . .
C49 C 0.0398(2) 0.08765(19) 0.62481(16) 0.0225(6) Uani 1 1 d . . .
C50 C -0.0308(2) 0.1431(2) 0.64060(16) 0.0248(6) Uani 1 1 d . . .
H30 H -0.1195 0.1061 0.6412 0.030 Uiso 1 1 calc R . .
C51 C 0.0256(2) 0.25204(19) 0.65558(16) 0.0218(6) Uani 1 1 d . . .
C52 C -0.0463(2) 0.3098(2) 0.67116(16) 0.0248(6) Uani 1 1 d . . .
H31 H -0.1351 0.2735 0.6717 0.030 Uiso 1 1 calc R . .
C53 C 0.0096(3) 0.4151(2) 0.68509(16) 0.0250(6) Uani 1 1 d . . .
H32 H -0.0403 0.4519 0.6950 0.030 Uiso 1 1 calc R . .
C54 C 0.1422(2) 0.4712(2) 0.68504(16) 0.0239(6) Uani 1 1 d . . .
H33 H 0.1807 0.5452 0.6951 0.029 Uiso 1 1 calc R . .
C55 C 0.2146(2) 0.41943(19) 0.67057(16) 0.0223(6) Uani 1 1 d . . .
H34 H 0.3034 0.4581 0.6710 0.027 Uiso 1 1 calc R . .
C56 C 0.1598(2) 0.30844(19) 0.65477(15) 0.0203(5) Uani 1 1 d . . .
C57 C 0.1776(3) 0.0633(3) 0.9248(2) 0.0391(9) Uani 0.857(2) 1 d P A 2
H37 H 0.1681 0.0032 0.9528 0.047 Uiso 0.857(2) 1 calc PR A 2
Cl1 Cl 0.34252(11) 0.15289(12) 0.96290(11) 0.0541(4) Uani 0.857(2) 1 d P A 2
Cl2 Cl 0.13181(10) 0.01224(8) 0.81595(6) 0.0529(3) Uani 0.857(2) 1 d P A 2
Cl3 Cl 0.0719(6) 0.1131(4) 0.9565(4) 0.0608(16) Uani 0.5141(13) 1 d P A 2
Cl10 Cl 0.0927(9) 0.1415(6) 0.9355(6) 0.0610(19) Uani 0.3427(9) 1 d P A 3
C58 C 0.8417(3) 0.5665(2) 0.10576(19) 0.0352(7) Uani 1 1 d . . .
H35 H 0.8675 0.5998 0.1673 0.042 Uiso 1 1 calc R . .
Cl4 Cl 0.81517(9) 0.43568(6) 0.09682(5) 0.0499(2) Uani 1 1 d . . .
Cl5 Cl 0.96975(9) 0.63288(7) 0.06236(7) 0.0612(3) Uani 1 1 d . . .
Cl6 Cl 0.69762(9) 0.57424(7) 0.05484(6) 0.0540(2) Uani 1 1 d . . .
C59 C 0.5073(5) -0.0229(5) 0.5421(4) 0.0379(14) Uani 0.50 1 d P B -1
H36 H 0.4606 -0.0220 0.5868 0.045 Uiso 0.50 1 calc PR B -1
Cl7 Cl 0.6057(11) 0.1050(8) 0.5388(6) 0.0667(17) Uani 0.50 1 d P B -1
Cl8 Cl 0.60179(15) -0.09062(13) 0.56635(10) 0.0442(4) Uani 0.50 1 d P B -1
Cl9 Cl 0.3905(10) -0.0863(7) 0.4434(6) 0.0692(17) Uani 0.50 1 d P B -1
Cl11 Cl 0.0786(6) 0.0382(7) 0.9707(4) 0.056(2) Uani 0.143(2) 1 d P . 4
Cl12 Cl 0.1217(7) 0.1521(7) 0.8389(5) 0.090(3) Uani 0.143(2) 1 d P A 4
Cl13 Cl 0.341(2) 0.137(2) 0.9377(16) 0.186(11) Uiso 0.143(2) 1 d P A 4
C60 C 0.183(3) 0.142(3) 0.940(2) 0.070(8) Uiso 0.143(2) 1 d P A 4
H38 H 0.2026 0.2076 0.9803 0.084 Uiso 0.143(2) 1 calc PR A 4
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
O1 C1 C2 122.2(2) . .
O1 C1 C14 116.3(2) . .
C2 C1 C14 121.4(2) . .
C1 C2 C3 122.3(2) . .
C1 C2 C7 118.9(2) . .
C3 C2 C7 118.8(2) . .
C4 C3 C2 121.3(2) . .
C4 C3 H1 119.3 . .
C2 C3 H1 119.3 . .
C3 C4 C5 120.1(2) . .
C3 C4 H2 120.0 . .
C5 C4 H2 120.0 . .
C6 C5 C4 120.6(2) . .
C6 C5 H3 119.7 . .
C4 C5 H3 119.7 . .
C5 C6 C7 121.7(2) . .
C5 C6 H4 119.1 . .
C7 C6 H4 119.1 . .
C8 C7 C6 122.0(2) . .
C8 C7 C2 120.5(2) . .
C6 C7 C2 117.5(2) . .
C7 C8 C9 119.7(2) . .
C7 C8 C15 119.8(2) . .
C9 C8 C15 120.4(2) . .
C8 C9 C10 121.9(2) . .
C8 C9 C14 120.1(2) . .
C10 C9 C14 117.9(2) . .
C11 C10 C9 121.3(2) . .
C11 C10 H5 119.4 . .
C9 C10 H5 119.4 . .
C10 C11 C12 120.5(3) . .
C10 C11 H6 119.8 . .
C12 C11 H6 119.8 . .
C13 C12 C11 120.7(2) . .
C13 C12 H7 119.7 . .
C11 C12 H7 119.7 . .
C12 C13 C14 120.9(2) . .
C12 C13 H8 119.5 . .
C14 C13 H8 119.5 . .
C1 C14 C13 122.0(2) . .
C1 C14 C9 119.2(2) . .
C13 C14 C9 118.7(2) . .
C1 O1 H39 109.5 . .
C28 C15 C16 120.1(2) . .
C28 C15 C8 119.9(2) . .
C16 C15 C8 119.9(2) . .
C15 C16 C17 122.9(2) . .
C15 C16 C21 119.4(2) . .
C17 C16 C21 117.7(2) . .
C18 C17 C16 121.4(2) . .
C18 C17 H9 119.3 . .
C16 C17 H9 119.3 . .
C17 C18 C19 120.9(2) . .
C17 C18 H10 119.6 . .
C19 C18 H10 119.6 . .
C20 C19 C18 119.7(2) . .
C20 C19 H11 120.1 . .
C18 C19 H11 120.1 . .
C19 C20 C21 121.6(2) . .
C19 C20 H12 119.2 . .
C21 C20 H12 119.2 . .
C22 C21 C20 121.9(2) . .
C22 C21 C16 119.5(2) . .
C20 C21 C16 118.6(2) . .
C23 C22 C21 121.7(2) . .
C23 C22 H13 119.1 . .
C21 C22 H13 119.1 . .
C22 C23 C24 121.9(2) . .
C22 C23 C28 119.0(2) . .
C24 C23 C28 119.0(2) . .
C25 C24 C23 121.4(2) . .
C25 C24 H14 119.3 . .
C23 C24 H14 119.3 . .
C24 C25 C26 119.7(2) . .
C24 C25 H15 120.2 . .
C26 C25 H15 120.2 . .
C27 C26 C25 121.1(2) . .
C27 C26 H16 119.4 . .
C25 C26 H16 119.4 . .
C26 C27 C28 121.2(2) . .
C26 C27 H17 119.4 . .
C28 C27 H17 119.4 . .
C15 C28 C27 122.3(2) . .
C15 C28 C23 120.1(2) . .
C27 C28 C23 117.6(2) . .
O2 C29 C42 120.9(2) . .
O2 C29 C30 120.6(2) . .
C42 C29 C30 118.5(2) . .
C31 C30 C35 119.6(2) . .
C31 C30 C29 120.4(2) . .
C35 C30 C29 119.9(2) . .
C32 C31 C30 121.1(2) . .
C32 C31 H18 119.5 . .
C30 C31 H18 119.5 . .
C31 C32 C33 119.9(3) . .
C31 C32 H19 120.1 . .
C33 C32 H19 120.1 . .
C34 C33 C32 120.4(3) . .
C34 C33 H20 119.8 . .
C32 C33 H20 119.8 . .
C33 C34 C35 121.4(2) . .
C33 C34 H21 119.3 . .
C35 C34 H21 119.3 . .
C34 C35 C36 121.9(2) . .
C34 C35 C30 117.6(2) . .
C36 C35 C30 120.5(2) . .
C35 C36 C37 120.5(2) . .
C35 C36 C43 120.0(2) . .
C37 C36 C43 119.5(2) . .
C38 C37 C36 121.7(2) . .
C38 C37 C42 118.0(2) . .
C36 C37 C42 120.4(2) . .
C39 C38 C37 121.5(2) . .
C39 C38 H22 119.3 . .
C37 C38 H22 119.3 . .
C38 C39 C40 120.3(3) . .
C38 C39 H23 119.8 . .
C40 C39 H23 119.8 . .
C41 C40 C39 119.7(2) . .
C41 C40 H24 120.1 . .
C39 C40 H24 120.1 . .
C40 C41 C42 121.1(2) . .
C40 C41 H25 119.4 . .
C42 C41 H25 119.4 . .
C41 C42 C37 119.4(2) . .
C41 C42 C29 120.6(2) . .
C37 C42 C29 120.0(2) . .
C44 C43 C56 120.8(2) . .
C44 C43 C36 120.2(2) . .
C56 C43 C36 119.0(2) . .
C43 C44 C45 122.5(2) . .
C43 C44 C49 119.4(2) . .
C45 C44 C49 118.1(2) . .
C46 C45 C44 121.2(2) . .
C46 C45 H26 119.4 . .
C44 C45 H26 119.4 . .
C45 C46 C47 120.5(2) . .
C45 C46 H27 119.7 . .
C47 C46 H27 119.7 . .
C48 C47 C46 120.4(2) . .
C48 C47 H28 119.8 . .
C46 C47 H28 119.8 . .
C47 C48 C49 121.3(2) . .
C47 C48 H29 119.3 . .
C49 C48 H29 119.3 . .
C50 C49 C48 121.9(2) . .
C50 C49 C44 119.6(2) . .
C48 C49 C44 118.5(2) . .
C49 C50 C51 121.5(2) . .
C49 C50 H30 119.3 . .
C51 C50 H30 119.3 . .
C50 C51 C52 122.0(2) . .
C50 C51 C56 119.5(2) . .
C52 C51 C56 118.5(2) . .
C53 C52 C51 121.2(2) . .
C53 C52 H31 119.4 . .
C51 C52 H31 119.4 . .
C52 C53 C54 120.5(2) . .
C52 C53 H32 119.7 . .
C54 C53 H32 119.7 . .
C55 C54 C53 120.3(2) . .
C55 C54 H33 119.9 . .
C53 C54 H33 119.9 . .
C54 C55 C56 121.3(2) . .
C54 C55 H34 119.3 . .
C56 C55 H34 119.3 . .
C43 C56 C55 122.7(2) . .
C43 C56 C51 119.2(2) . .
C55 C56 C51 118.1(2) . .
Cl2 C57 Cl1 112.6(2) . .
Cl2 C57 Cl3 113.3(3) . .
Cl1 C57 Cl3 112.3(3) . .
Cl2 C57 H37 106.0 . .
Cl1 C57 H37 106.0 . .
Cl3 C57 H37 106.0 . .
Cl5 C58 Cl4 109.54(16) . .
Cl5 C58 Cl6 110.71(16) . .
Cl4 C58 Cl6 110.62(17) . .
Cl5 C58 H35 108.6 . .
Cl4 C58 H35 108.6 . .
Cl6 C58 H35 108.6 . .
Cl7 C59 Cl8 110.8(5) . .
Cl7 C59 Cl9 109.5(5) . .
Cl8 C59 Cl9 109.7(5) . .
Cl7 C59 H36 109.0 . .
Cl8 C59 H36 109.0 . .
Cl9 C59 H36 109.0 . .
C60 Cl11 Cl11 153.6(16) . 2_557
Cl11 C60 Cl12 113.7(19) . .
Cl11 C60 Cl13 113(2) . .
Cl12 C60 Cl13 103.8(18) . .
Cl11 C60 H38 108.7 . .
Cl12 C60 H38 108.7 . .
Cl13 C60 H38 108.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.364(3) .
C1 C2 1.399(3) .
C1 C14 1.401(4) .
C2 C3 1.428(4) .
C2 C7 1.440(3) .
C3 C4 1.358(4) .
C3 H1 0.9500 .
C4 C5 1.418(4) .
C4 H2 0.9500 .
C5 C6 1.355(4) .
C5 H3 0.9500 .
C6 C7 1.431(3) .
C6 H4 0.9500 .
C7 C8 1.407(3) .
C8 C9 1.407(3) .
C8 C15 1.496(3) .
C9 C10 1.426(4) .
C9 C14 1.440(3) .
C10 C11 1.364(4) .
C10 H5 0.9500 .
C11 C12 1.413(4) .
C11 H6 0.9500 .
C12 C13 1.354(4) .
C12 H7 0.9500 .
C13 C14 1.431(3) .
C13 H8 0.9500 .
O1 H39 0.8400 .
C15 C28 1.404(3) .
C15 C16 1.412(3) .
C16 C17 1.429(3) .
C16 C21 1.439(3) .
C17 C18 1.351(4) .
C17 H9 0.9500 .
C18 C19 1.420(4) .
C18 H10 0.9500 .
C19 C20 1.356(4) .
C19 H11 0.9500 .
C20 C21 1.423(4) .
C20 H12 0.9500 .
C21 C22 1.394(3) .
C22 C23 1.390(4) .
C22 H13 0.9500 .
C23 C24 1.421(3) .
C23 C28 1.440(3) .
C24 C25 1.352(4) .
C24 H14 0.9500 .
C25 C26 1.422(4) .
C25 H15 0.9500 .
C26 C27 1.352(4) .
C26 H16 0.9500 .
C27 C28 1.428(3) .
C27 H17 0.9500 .
C29 O2 1.247(3) .
C29 C42 1.456(4) .
C29 C30 1.464(4) .
C30 C31 1.395(4) .
C30 C35 1.431(3) .
C31 C32 1.374(4) .
C31 H18 0.9500 .
C32 C33 1.404(4) .
C32 H19 0.9500 .
C33 C34 1.365(4) .
C33 H20 0.9500 .
C34 C35 1.418(4) .
C34 H21 0.9500 .
C35 C36 1.425(4) .
C36 C37 1.427(3) .
C36 C43 1.492(3) .
C37 C38 1.407(4) .
C37 C42 1.434(3) .
C38 C39 1.370(4) .
C38 H22 0.9500 .
C39 C40 1.405(4) .
C39 H23 0.9500 .
C40 C41 1.378(4) .
C40 H24 0.9500 .
C41 C42 1.397(4) .
C41 H25 0.9500 .
C43 C44 1.406(3) .
C43 C56 1.410(3) .
C44 C45 1.428(4) .
C44 C49 1.438(3) .
C45 C46 1.362(4) .
C45 H26 0.9500 .
C46 C47 1.416(4) .
C46 H27 0.9500 .
C47 C48 1.355(4) .
C47 H28 0.9500 .
C48 C49 1.427(4) .
C48 H29 0.9500 .
C49 C50 1.390(4) .
C50 C51 1.399(3) .
C50 H30 0.9500 .
C51 C52 1.428(4) .
C51 C56 1.439(3) .
C52 C53 1.353(4) .
C52 H31 0.9500 .
C53 C54 1.418(4) .
C53 H32 0.9500 .
C54 C55 1.362(3) .
C54 H33 0.9500 .
C55 C56 1.425(3) .
C55 H34 0.9500 .
C57 Cl2 1.745(4) .
C57 Cl1 1.747(4) .
C57 Cl3 1.779(7) .
C57 H37 1.0000 .
C58 Cl5 1.750(3) .
C58 Cl4 1.759(3) .
C58 Cl6 1.759(3) .
C58 H35 1.0000 .
C59 Cl7 1.741(10) .
C59 Cl8 1.750(6) .
C59 Cl9 1.757(11) .
C59 H36 1.0000 .
Cl11 C60 1.71(3) .
Cl11 Cl11 2.189(12) 2_557
Cl12 C60 1.72(3) .
Cl13 C60 1.87(4) .
C60 H38 1.0000 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H39 O2 0.84 2.11 2.807(3) 140.1 2_766
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 -1.7(4) . . . .
C14 C1 C2 C3 178.4(2) . . . .
O1 C1 C2 C7 177.3(2) . . . .
C14 C1 C2 C7 -2.6(3) . . . .
C1 C2 C3 C4 178.1(2) . . . .
C7 C2 C3 C4 -1.0(4) . . . .
C2 C3 C4 C5 0.3(4) . . . .
C3 C4 C5 C6 0.1(4) . . . .
C4 C5 C6 C7 0.3(4) . . . .
C5 C6 C7 C8 -179.7(2) . . . .
C5 C6 C7 C2 -1.0(4) . . . .
C1 C2 C7 C8 0.9(3) . . . .
C3 C2 C7 C8 180.0(2) . . . .
C1 C2 C7 C6 -177.8(2) . . . .
C3 C2 C7 C6 1.3(3) . . . .
C6 C7 C8 C9 -179.9(2) . . . .
C2 C7 C8 C9 1.4(3) . . . .
C6 C7 C8 C15 0.4(4) . . . .
C2 C7 C8 C15 -178.3(2) . . . .
C7 C8 C9 C10 179.6(2) . . . .
C15 C8 C9 C10 -0.6(4) . . . .
C7 C8 C9 C14 -2.2(3) . . . .
C15 C8 C9 C14 177.5(2) . . . .
C8 C9 C10 C11 179.0(2) . . . .
C14 C9 C10 C11 0.8(4) . . . .
C9 C10 C11 C12 -0.5(4) . . . .
C10 C11 C12 C13 0.3(4) . . . .
C11 C12 C13 C14 -0.3(4) . . . .
O1 C1 C14 C13 1.6(3) . . . .
C2 C1 C14 C13 -178.4(2) . . . .
O1 C1 C14 C9 -178.1(2) . . . .
C2 C1 C14 C9 1.8(4) . . . .
C12 C13 C14 C1 -179.1(2) . . . .
C12 C13 C14 C9 0.7(4) . . . .
C8 C9 C14 C1 0.6(3) . . . .
C10 C9 C14 C1 178.9(2) . . . .
C8 C9 C14 C13 -179.1(2) . . . .
C10 C9 C14 C13 -0.9(3) . . . .
C7 C8 C15 C28 -91.0(3) . . . .
C9 C8 C15 C28 89.2(3) . . . .
C7 C8 C15 C16 89.1(3) . . . .
C9 C8 C15 C16 -90.6(3) . . . .
C28 C15 C16 C17 -177.1(2) . . . .
C8 C15 C16 C17 2.7(4) . . . .
C28 C15 C16 C21 2.5(4) . . . .
C8 C15 C16 C21 -177.6(2) . . . .
C15 C16 C17 C18 179.5(2) . . . .
C21 C16 C17 C18 -0.2(4) . . . .
C16 C17 C18 C19 0.9(4) . . . .
C17 C18 C19 C20 -0.4(4) . . . .
C18 C19 C20 C21 -0.7(4) . . . .
C19 C20 C21 C22 -177.1(3) . . . .
C19 C20 C21 C16 1.4(4) . . . .
C15 C16 C21 C22 -2.0(4) . . . .
C17 C16 C21 C22 177.6(2) . . . .
C15 C16 C21 C20 179.4(2) . . . .
C17 C16 C21 C20 -0.9(3) . . . .
C20 C21 C22 C23 178.0(2) . . . .
C16 C21 C22 C23 -0.5(4) . . . .
C21 C22 C23 C24 -176.8(2) . . . .
C21 C22 C23 C28 2.5(4) . . . .
C22 C23 C24 C25 179.0(3) . . . .
C28 C23 C24 C25 -0.2(4) . . . .
C23 C24 C25 C26 1.5(4) . . . .
C24 C25 C26 C27 -1.3(4) . . . .
C25 C26 C27 C28 -0.2(4) . . . .
C16 C15 C28 C27 178.0(2) . . . .
C8 C15 C28 C27 -1.9(4) . . . .
C16 C15 C28 C23 -0.6(4) . . . .
C8 C15 C28 C23 179.6(2) . . . .
C26 C27 C28 C15 -177.0(2) . . . .
C26 C27 C28 C23 1.5(4) . . . .
C22 C23 C28 C15 -1.9(4) . . . .
C24 C23 C28 C15 177.3(2) . . . .
C22 C23 C28 C27 179.5(2) . . . .
C24 C23 C28 C27 -1.3(3) . . . .
O2 C29 C30 C31 -6.5(4) . . . .
C42 C29 C30 C31 174.6(2) . . . .
O2 C29 C30 C35 174.3(2) . . . .
C42 C29 C30 C35 -4.7(3) . . . .
C35 C30 C31 C32 -1.5(4) . . . .
C29 C30 C31 C32 179.2(2) . . . .
C30 C31 C32 C33 -0.5(4) . . . .
C31 C32 C33 C34 1.1(4) . . . .
C32 C33 C34 C35 0.2(4) . . . .
C33 C34 C35 C36 176.9(2) . . . .
C33 C34 C35 C30 -2.1(4) . . . .
C31 C30 C35 C34 2.8(3) . . . .
C29 C30 C35 C34 -178.0(2) . . . .
C31 C30 C35 C36 -176.3(2) . . . .
C29 C30 C35 C36 3.0(3) . . . .
C34 C35 C36 C37 -179.4(2) . . . .
C30 C35 C36 C37 -0.4(3) . . . .
C34 C35 C36 C43 0.1(4) . . . .
C30 C35 C36 C43 179.1(2) . . . .
C35 C36 C37 C38 179.7(2) . . . .
C43 C36 C37 C38 0.2(3) . . . .
C35 C36 C37 C42 -0.4(3) . . . .
C43 C36 C37 C42 -179.9(2) . . . .
C36 C37 C38 C39 -178.8(2) . . . .
C42 C37 C38 C39 1.3(4) . . . .
C37 C38 C39 C40 -0.8(4) . . . .
C38 C39 C40 C41 -0.6(4) . . . .
C39 C40 C41 C42 1.5(4) . . . .
C40 C41 C42 C37 -1.1(4) . . . .
C40 C41 C42 C29 -179.9(2) . . . .
C38 C37 C42 C41 -0.3(3) . . . .
C36 C37 C42 C41 179.8(2) . . . .
C38 C37 C42 C29 178.5(2) . . . .
C36 C37 C42 C29 -1.4(3) . . . .
O2 C29 C42 C41 3.7(4) . . . .
C30 C29 C42 C41 -177.3(2) . . . .
O2 C29 C42 C37 -175.0(2) . . . .
C30 C29 C42 C37 3.9(3) . . . .
C35 C36 C43 C44 -92.1(3) . . . .
C37 C36 C43 C44 87.5(3) . . . .
C35 C36 C43 C56 87.9(3) . . . .
C37 C36 C43 C56 -92.5(3) . . . .
C56 C43 C44 C45 -179.5(2) . . . .
C36 C43 C44 C45 0.5(4) . . . .
C56 C43 C44 C49 0.3(4) . . . .
C36 C43 C44 C49 -179.7(2) . . . .
C43 C44 C45 C46 179.2(3) . . . .
C49 C44 C45 C46 -0.7(4) . . . .
C44 C45 C46 C47 0.1(4) . . . .
C45 C46 C47 C48 0.7(4) . . . .
C46 C47 C48 C49 -0.9(4) . . . .
C47 C48 C49 C50 -179.1(3) . . . .
C47 C48 C49 C44 0.3(4) . . . .
C43 C44 C49 C50 0.1(4) . . . .
C45 C44 C49 C50 179.9(2) . . . .
C43 C44 C49 C48 -179.4(2) . . . .
C45 C44 C49 C48 0.4(4) . . . .
C48 C49 C50 C51 179.2(2) . . . .
C44 C49 C50 C51 -0.2(4) . . . .
C49 C50 C51 C52 179.5(2) . . . .
C49 C50 C51 C56 -0.1(4) . . . .
C50 C51 C52 C53 -179.6(2) . . . .
C56 C51 C52 C53 -0.1(4) . . . .
C51 C52 C53 C54 -0.4(4) . . . .
C52 C53 C54 C55 0.3(4) . . . .
C53 C54 C55 C56 0.3(4) . . . .
C44 C43 C56 C55 179.7(2) . . . .
C36 C43 C56 C55 -0.4(4) . . . .
C44 C43 C56 C51 -0.5(4) . . . .
C36 C43 C56 C51 179.4(2) . . . .
C54 C55 C56 C43 179.0(2) . . . .
C54 C55 C56 C51 -0.8(4) . . . .
C50 C51 C56 C43 0.4(4) . . . .
C52 C51 C56 C43 -179.1(2) . . . .
C50 C51 C56 C55 -179.8(2) . . . .
C52 C51 C56 C55 0.7(3) . . . .
Cl11 Cl11 C60 Cl12 -91(3) 2_557 . . .
Cl11 Cl11 C60 Cl13 151(2) 2_557 . . .
