#------------------------------------------------------------------------------
#$Date: 2019-11-26 10:41:53 +0200 (Tue, 26 Nov 2019) $
#$Revision: 243250 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/34/4133481.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_4133481
loop_
_publ_author_name
'Dong, Shaoqiang'
'Gopalakrishna, Tullimilli Y.'
'Han, Yi'
'Phan, Hoa'
'Tao, Tao'
'Ni, Yong'
'Liu, Gang'
'Chi, Chunyan'
_publ_section_title
;
 Extended Bis(anthraoxa)quinodimethanes with Nine and Ten Consecutively
 Fused Six-Membered Rings: Neutral Diradicaloids and Charged Diradical
 Dianions/Dications.
;
_journal_issue                   1
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              62
_journal_page_last               66
_journal_paper_doi               10.1021/jacs.8b10279
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C118 H104 F6 O6'
_chemical_formula_sum            'C118 H104 F6 O6'
_chemical_formula_weight         1732.01
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                89.396(2)
_cell_angle_beta                 86.0940(10)
_cell_angle_gamma                83.8120(10)
_cell_formula_units_Z            1
_cell_length_a                   7.6416(2)
_cell_length_b                   15.0479(5)
_cell_length_c                   23.3547(8)
_cell_measurement_reflns_used    9168
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.499
_cell_measurement_theta_min      1.896
_cell_volume                     2663.69(15)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (BRUKER 2000)'
_computing_data_reduction        'SAINT (BRUKER 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (BRUKER 2000)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'BRUKER Smart Apex CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            32339
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.499
_diffrn_reflns_theta_min         1.896
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, BRUKER(2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.080
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             914
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.050
_platon_squeeze_details
;
;
_refine_diff_density_max         1.604
_refine_diff_density_min         -0.900
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     626
_refine_ls_number_reflns         9586
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.269
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0969
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1282P)²+4.4577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2621
_refine_ls_wR_factor_ref         0.2704
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8219
_reflns_number_total             9586
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b10279_si_003.cif
_cod_data_source_block           1
_cod_original_cell_volume        2663.70(15)
_cod_database_code               4133481
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.955
_shelx_estimated_absorpt_t_max   0.972
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2053(4) 0.4719(2) 0.69248(12) 0.0352(7) Uani 1 1 d . . . . .
C2 C 0.2109(4) 0.4960(2) 0.74827(13) 0.0417(8) Uani 1 1 d . . . . .
C3 C 0.3088(4) 0.4421(2) 0.78889(12) 0.0337(7) Uani 1 1 d . . . . .
C4 C 0.3094(4) 0.4607(2) 0.84765(12) 0.0302(6) Uani 1 1 d . . . . .
C5 C 0.4160(4) 0.40311(19) 0.88288(11) 0.0280(6) Uani 1 1 d . . . . .
C6 C 0.4226(4) 0.4201(2) 0.94262(12) 0.0304(6) Uani 1 1 d . . . . .
H6 H 0.3558 0.4716 0.9590 0.036 Uiso 1 1 calc R U . . .
C7 C 0.5228(4) 0.3641(2) 0.97665(12) 0.0352(7) Uani 1 1 d . . . . .
H7 H 0.5259 0.3772 1.0162 0.042 Uiso 1 1 calc R U . . .
C8 C 0.6224(4) 0.2864(2) 0.95336(13) 0.0362(7) Uani 1 1 d . . . . .
H8 H 0.6908 0.2474 0.9775 0.043 Uiso 1 1 calc R U . . .
C9 C 0.6204(4) 0.2674(2) 0.89680(12) 0.0342(7) Uani 1 1 d . . . . .
H9 H 0.6883 0.2153 0.8817 0.041 Uiso 1 1 calc R U . . .
C10 C 0.5178(4) 0.3247(2) 0.85953(12) 0.0295(6) Uani 1 1 d . . . . .
C11 C 0.5146(4) 0.3051(2) 0.80125(12) 0.0289(6) Uani 1 1 d . . . . .
C12 C 0.4120(4) 0.3630(2) 0.76569(12) 0.0295(6) Uani 1 1 d . . . . .
C13 C 0.4102(4) 0.34225(19) 0.70651(12) 0.0289(6) Uani 1 1 d . . . . .
H13 H 0.4812 0.2907 0.6919 0.035 Uiso 1 1 calc R U . . .
C14 C 0.3093(4) 0.39410(19) 0.66961(12) 0.0287(6) Uani 1 1 d . . . . .
C15 C 0.3060(3) 0.37427(18) 0.60978(11) 0.0244(6) Uani 1 1 d . . . . .
C16 C 0.1933(3) 0.42910(18) 0.57684(11) 0.0256(6) Uani 1 1 d . . . . .
C17 C 0.0832(4) 0.50426(19) 0.60255(11) 0.0289(6) Uani 1 1 d . . . . .
C18 C 0.1768(3) 0.41321(17) 0.51791(11) 0.0239(5) Uani 1 1 d . . . . .
H18 H 0.2521 0.3662 0.4995 0.029 Uiso 1 1 calc R U . . .
C19 C 0.0562(3) 0.46313(17) 0.48632(11) 0.0238(6) Uani 1 1 d . . . . .
C20 C 0.0384(4) 0.44423(18) 0.42645(11) 0.0265(6) Uani 1 1 d . . . . .
C21 C 0.1636(4) 0.37233(19) 0.39835(11) 0.0281(6) Uani 1 1 d . . . . .
C22 C 0.1598(4) 0.28327(19) 0.41355(12) 0.0312(6) Uani 1 1 d . . . . .
H22 H 0.0636 0.2658 0.4374 0.037 Uiso 1 1 calc R U . . .
C23 C 0.2948(4) 0.2193(2) 0.39437(12) 0.0329(6) Uani 1 1 d . . . . .
H23 H 0.2889 0.1587 0.4054 0.039 Uiso 1 1 calc R U . . .
C24 C 0.4376(4) 0.2413(2) 0.35961(12) 0.0329(7) Uani 1 1 d . . . . .
C25 C 0.4354(4) 0.3306(2) 0.34164(13) 0.0388(7) Uani 1 1 d . . . . .
H25 H 0.5282 0.3475 0.3160 0.047 Uiso 1 1 calc R U . . .
C26 C 0.3007(4) 0.3945(2) 0.36052(12) 0.0354(7) Uani 1 1 d . . . . .
H26 H 0.3019 0.4544 0.3474 0.042 Uiso 1 1 calc R U . . .
C27 C 0.5964(4) 0.1739(2) 0.34121(14) 0.0405(8) Uani 1 1 d . . . . .
C28 C 0.7610(4) 0.2061(3) 0.36452(19) 0.0547(10) Uani 1 1 d . . . . .
H28A H 0.7787 0.2652 0.3485 0.082 Uiso 1 1 calc R U . . .
H28B H 0.8641 0.1638 0.3536 0.082 Uiso 1 1 calc R U . . .
H28C H 0.7455 0.2101 0.4064 0.082 Uiso 1 1 calc R U . . .
C29 C 0.5767(5) 0.0811(2) 0.36574(17) 0.0510(9) Uani 1 1 d . . . . .
H29A H 0.5680 0.0839 0.4078 0.077 Uiso 1 1 calc R U . . .
H29B H 0.6796 0.0400 0.3527 0.077 Uiso 1 1 calc R U . . .
H29C H 0.4697 0.0598 0.3525 0.077 Uiso 1 1 calc R U . . .
C30 C 0.6156(5) 0.1683(3) 0.27539(15) 0.0544(10) Uani 1 1 d . . . . .
H30A H 0.5063 0.1511 0.2612 0.082 Uiso 1 1 calc R U . . .
H30B H 0.7139 0.1235 0.2636 0.082 Uiso 1 1 calc R U . . .
H30C H 0.6388 0.2266 0.2594 0.082 Uiso 1 1 calc R U . . .
C31 C 0.4197(4) 0.2950(2) 0.58492(16) 0.0423(6) Uani 1 1 d . U . . .
C32 C 0.3564(5) 0.2125(2) 0.58331(17) 0.0473(6) Uani 1 1 d . U . . .
C33 C 0.4685(6) 0.1388(2) 0.56303(18) 0.0591(11) Uani 1 1 d . . . . .
H33 H 0.4242 0.0823 0.5624 0.071 Uiso 1 1 calc R U . . .
C34 C 0.6408(5) 0.1449(2) 0.54387(14) 0.0476(9) Uani 1 1 d . . . . .
C35 C 0.6970(5) 0.2274(3) 0.5440(2) 0.0685(13) Uani 1 1 d . . . . .
H35 H 0.8140 0.2339 0.5294 0.082 Uiso 1 1 calc R U . . .
C36 C 0.5909(5) 0.3027(2) 0.56438(18) 0.0493(6) Uani 1 1 d . U . . .
C37 C 0.6657(6) 0.3886(3) 0.5677(3) 0.0903(10) Uani 1 1 d . U . . .
H37A H 0.6215 0.4286 0.5373 0.135 Uiso 1 1 calc R U . . .
H37B H 0.7947 0.3784 0.5628 0.135 Uiso 1 1 calc R U . . .
H37C H 0.6306 0.4161 0.6052 0.135 Uiso 1 1 calc R U . . .
C38 C 0.1644(6) 0.2041(3) 0.5995(3) 0.0826(10) Uani 1 1 d . U . . .
H38A H 0.1350 0.1458 0.5871 0.124 Uiso 1 1 calc R U . . .
H38B H 0.0910 0.2517 0.5808 0.124 Uiso 1 1 calc R U . . .
H38C H 0.1424 0.2092 0.6413 0.124 Uiso 1 1 calc R U . . .
C39 C 0.7643(7) 0.0639(3) 0.5240(2) 0.0754(15) Uani 1 1 d . . . . .
H39A H 0.8207 0.0760 0.4862 0.113 Uiso 1 1 calc R U . . .
H39B H 0.6970 0.0123 0.5214 0.113 Uiso 1 1 calc R U . . .
H39C H 0.8548 0.0508 0.5515 0.113 Uiso 1 1 calc R U . . .
C40 C 0.6134(4) 0.2214(2) 0.77658(11) 0.0301(6) Uani 1 1 d . . . . .
C41 C 0.5280(4) 0.1437(2) 0.77446(14) 0.0391(7) Uani 1 1 d . . . . .
C42 C 0.6191(5) 0.0668(2) 0.75042(16) 0.0446(8) Uani 1 1 d . . . . .
H42 H 0.5607 0.0144 0.7487 0.054 Uiso 1 1 calc R U . . .
C43 C 0.7928(4) 0.0645(2) 0.72889(15) 0.0429(8) Uani 1 1 d . . . . .
C44 C 0.8751(4) 0.1416(2) 0.73145(14) 0.0411(8) Uani 1 1 d . . . . .
H44 H 0.9945 0.1406 0.7170 0.049 Uiso 1 1 calc R U . . .
C45 C 0.7886(4) 0.2211(2) 0.75461(13) 0.0348(7) Uani 1 1 d . . . . .
C46 C 0.8813(5) 0.3042(3) 0.75518(19) 0.0542(10) Uani 1 1 d . . . . .
H46A H 0.9937 0.2945 0.7322 0.081 Uiso 1 1 calc R U . . .
H46B H 0.9034 0.3182 0.7948 0.081 Uiso 1 1 calc R U . . .
H46C H 0.8071 0.3542 0.7390 0.081 Uiso 1 1 calc R U . . .
C47 C 0.3382(5) 0.1441(3) 0.7973(2) 0.0624(11) Uani 1 1 d . . . . .
H47A H 0.2962 0.0867 0.7889 0.094 Uiso 1 1 calc R U . . .
H47B H 0.2655 0.1925 0.7789 0.094 Uiso 1 1 calc R U . . .
H47C H 0.3297 0.1534 0.8389 0.094 Uiso 1 1 calc R U . . .
C48 C 0.8903(6) -0.0201(3) 0.7029(2) 0.0638(12) Uani 1 1 d . . . . .
H48A H 0.9215 -0.0099 0.6622 0.096 Uiso 1 1 calc R U . . .
H48B H 0.8146 -0.0687 0.7069 0.096 Uiso 1 1 calc R U . . .
H48C H 0.9980 -0.0363 0.7229 0.096 Uiso 1 1 calc R U . . .
C49 C 0.1990(4) 0.53824(19) 0.87702(11) 0.0276(6) Uani 1 1 d . . . . .
C50 C 0.2701(4) 0.6194(2) 0.88265(11) 0.0303(6) Uani 1 1 d . . . . .
C51 C 0.1726(4) 0.6877(2) 0.91415(12) 0.0343(7) Uani 1 1 d . . . . .
H51 H 0.2199 0.7431 0.9176 0.041 Uiso 1 1 calc R U . . .
C52 C 0.0074(4) 0.6773(2) 0.94087(13) 0.0367(7) Uani 1 1 d . . . . .
C53 C -0.0598(4) 0.5965(2) 0.93464(13) 0.0369(7) Uani 1 1 d . . . . .
H53 H -0.1728 0.5888 0.9524 0.044 Uiso 1 1 calc R U . . .
C54 C 0.0321(4) 0.5261(2) 0.90329(12) 0.0306(6) Uani 1 1 d . . . . .
C55 C -0.0459(4) 0.4394(2) 0.89935(14) 0.0405(7) Uani 1 1 d . . . . .
H55A H 0.0392 0.3903 0.9111 0.061 Uiso 1 1 calc R U . . .
H55B H -0.0741 0.4300 0.8597 0.061 Uiso 1 1 calc R U . . .
H55C H -0.1538 0.4412 0.9247 0.061 Uiso 1 1 calc R U . . .
C56 C 0.4488(4) 0.6336(2) 0.85503(14) 0.0397(7) Uani 1 1 d . . . . .
H56A H 0.4773 0.6935 0.8644 0.060 Uiso 1 1 calc R U . . .
H56B H 0.4475 0.6279 0.8133 0.060 Uiso 1 1 calc R U . . .
H56C H 0.5379 0.5887 0.8694 0.060 Uiso 1 1 calc R U . . .
C57 C -0.0953(5) 0.7519(3) 0.97588(18) 0.0567(10) Uani 1 1 d . . . . .
H57A H -0.0310 0.8049 0.9736 0.085 Uiso 1 1 calc R U . . .
H57B H -0.1099 0.7328 1.0160 0.085 Uiso 1 1 calc R U . . .
H57C H -0.2115 0.7663 0.9608 0.085 Uiso 1 1 calc R U . . .
C59 C -0.0889(4) 0.7005(2) 0.77571(13) 0.0355(7) Uani 1 1 d . U . . .
O1 O 0.1000(3) 0.52728(15) 0.65900(8) 0.0419(6) Uani 1 1 d . . . . .
F1 F -0.1074(4) 0.73764(15) 0.72545(10) 0.0786(9) Uani 1 1 d . U . . .
F2 F 0.0167(4) 0.74772(17) 0.80120(12) 0.0837(9) Uani 1 1 d . . . . .
F3 F -0.2341(6) 0.7136(3) 0.8049(3) 0.172(3) Uani 1 1 d . . . . .
C58 C -0.0359(5) 0.6011(3) 0.76949(15) 0.0258(9) Uani 0.723(5) 1 d . . P A 1
O2 O 0.1422(4) 0.5870(2) 0.76214(11) 0.0246(8) Uani 0.723(5) 1 d . . P A 1
O3 O -0.1370(4) 0.54599(19) 0.77017(12) 0.0344(8) Uani 0.723(5) 1 d . . P A 1
C58' C 0.0808(19) 0.6286(10) 0.7611(5) 0.0356(9) Uani 0.277(5) 1 d . U P A 2
O2' O 0.0434(11) 0.5454(6) 0.7732(3) 0.031(2) Uani 0.277(5) 1 d . . P A 2
O3' O 0.2147(12) 0.6503(5) 0.7397(4) 0.049(3) Uani 0.277(5) 1 d . . P A 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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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
C2 C1 O1 116.9(2) . .
C2 C1 C14 121.3(3) . .
O1 C1 C14 121.8(2) . .
C1 C2 C3 122.9(3) . .
C1 C2 O2 115.8(3) . .
C3 C2 O2 120.2(3) . .
C1 C2 O2' 114.0(4) . .
C3 C2 O2' 114.4(4) . .
C4 C3 C2 125.1(3) . .
C4 C3 C12 119.4(3) . .
C2 C3 C12 115.4(2) . .
C3 C4 C5 119.5(3) . .
C3 C4 C49 123.9(2) . .
C5 C4 C49 116.6(2) . .
C4 C5 C6 121.4(2) . .
C4 C5 C10 120.7(2) . .
C6 C5 C10 117.9(2) . .
C7 C6 C5 121.4(3) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C6 C7 C8 120.4(3) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C9 C8 C7 120.3(3) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C8 C9 C10 121.0(3) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C11 C10 C9 121.2(3) . .
C11 C10 C5 119.9(2) . .
C9 C10 C5 118.9(2) . .
C10 C11 C12 119.8(2) . .
C10 C11 C40 120.7(2) . .
C12 C11 C40 119.5(2) . .
C11 C12 C13 119.2(2) . .
C11 C12 C3 120.7(2) . .
C13 C12 C3 120.1(2) . .
C14 C13 C12 122.4(2) . .
C14 C13 H13 118.8 . .
C12 C13 H13 118.8 . .
C13 C14 C1 117.7(2) . .
C13 C14 C15 123.2(2) . .
C1 C14 C15 119.1(2) . .
C16 C15 C14 118.4(2) . .
C16 C15 C31 122.0(3) . .
C14 C15 C31 119.5(3) . .
C15 C16 C18 122.5(2) . .
C15 C16 C17 120.5(2) . .
C18 C16 C17 117.0(2) . .
C20 C17 O1 116.8(2) 2_566 .
C20 C17 C16 122.9(2) 2_566 .
O1 C17 C16 120.2(2) . .
C19 C18 C16 122.6(2) . .
C19 C18 H18 118.7 . .
C16 C18 H18 118.7 . .
C18 C19 C20 121.7(2) . .
C18 C19 C19 119.2(3) . 2_566
C20 C19 C19 119.1(3) . 2_566
C17 C20 C19 119.1(2) 2_566 .
C17 C20 C21 122.8(2) 2_566 .
C19 C20 C21 118.0(2) . .
C22 C21 C26 117.9(3) . .
C22 C21 C20 121.7(3) . .
C26 C21 C20 120.0(3) . .
C21 C22 C23 120.8(3) . .
C21 C22 H22 119.6 . .
C23 C22 H22 119.6 . .
C24 C23 C22 121.8(3) . .
C24 C23 H23 119.1 . .
C22 C23 H23 119.1 . .
C23 C24 C25 117.0(3) . .
C23 C24 C27 123.5(3) . .
C25 C24 C27 119.5(3) . .
C26 C25 C24 121.2(3) . .
C26 C25 H25 119.4 . .
C24 C25 H25 119.4 . .
C25 C26 C21 121.0(3) . .
C25 C26 H26 119.5 . .
C21 C26 H26 119.5 . .
C29 C27 C28 107.8(3) . .
C29 C27 C24 111.9(3) . .
C28 C27 C24 108.0(3) . .
C29 C27 C30 109.0(3) . .
C28 C27 C30 110.7(3) . .
C24 C27 C30 109.4(3) . .
C27 C28 H28A 109.5 . .
C27 C28 H28B 109.5 . .
H28A C28 H28B 109.5 . .
C27 C28 H28C 109.5 . .
H28A C28 H28C 109.5 . .
H28B C28 H28C 109.5 . .
C27 C29 H29A 109.5 . .
C27 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C27 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C27 C30 H30A 109.5 . .
C27 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C27 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C36 C31 C32 118.9(3) . .
C36 C31 C15 120.5(3) . .
C32 C31 C15 120.6(3) . .
C31 C32 C33 119.4(3) . .
C31 C32 C38 120.0(3) . .
C33 C32 C38 120.5(4) . .
C34 C33 C32 122.4(4) . .
C34 C33 H33 118.8 . .
C32 C33 H33 118.8 . .
C35 C34 C33 116.8(3) . .
C35 C34 C39 121.1(4) . .
C33 C34 C39 122.2(4) . .
C34 C35 C36 122.9(4) . .
C34 C35 H35 118.5 . .
C36 C35 H35 118.5 . .
C31 C36 C35 119.5(3) . .
C31 C36 C37 120.5(3) . .
C35 C36 C37 119.8(4) . .
C36 C37 H37A 109.5 . .
C36 C37 H37B 109.5 . .
H37A C37 H37B 109.5 . .
C36 C37 H37C 109.5 . .
H37A C37 H37C 109.5 . .
H37B C37 H37C 109.5 . .
C32 C38 H38A 109.5 . .
C32 C38 H38B 109.5 . .
H38A C38 H38B 109.5 . .
C32 C38 H38C 109.5 . .
H38A C38 H38C 109.5 . .
H38B C38 H38C 109.5 . .
C34 C39 H39A 109.5 . .
C34 C39 H39B 109.5 . .
H39A C39 H39B 109.5 . .
C34 C39 H39C 109.5 . .
H39A C39 H39C 109.5 . .
H39B C39 H39C 109.5 . .
C45 C40 C41 120.2(3) . .
C45 C40 C11 120.4(3) . .
C41 C40 C11 119.5(3) . .
C42 C41 C40 119.2(3) . .
C42 C41 C47 120.4(3) . .
C40 C41 C47 120.4(3) . .
C43 C42 C41 121.8(3) . .
C43 C42 H42 119.1 . .
C41 C42 H42 119.1 . .
C44 C43 C42 118.2(3) . .
C44 C43 C48 120.7(3) . .
C42 C43 C48 121.1(3) . .
C43 C44 C45 122.3(3) . .
C43 C44 H44 118.9 . .
C45 C44 H44 118.9 . .
C44 C45 C40 118.4(3) . .
C44 C45 C46 120.6(3) . .
C40 C45 C46 121.0(3) . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C41 C47 H47A 109.5 . .
C41 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C41 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C43 C48 H48A 109.5 . .
C43 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C43 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C50 C49 C54 120.3(2) . .
C50 C49 C4 119.6(3) . .
C54 C49 C4 119.8(3) . .
C51 C50 C49 118.9(3) . .
C51 C50 C56 119.9(3) . .
C49 C50 C56 121.2(3) . .
C50 C51 C52 121.9(3) . .
C50 C51 H51 119.0 . .
C52 C51 H51 119.0 . .
C53 C52 C51 118.0(3) . .
C53 C52 C57 120.9(3) . .
C51 C52 C57 121.1(3) . .
C52 C53 C54 122.4(3) . .
C52 C53 H53 118.8 . .
C54 C53 H53 118.8 . .
C53 C54 C49 118.5(3) . .
C53 C54 C55 119.8(3) . .
C49 C54 C55 121.7(3) . .
C54 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C54 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C50 C56 H56A 109.5 . .
C50 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C50 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C52 C57 H57A 109.5 . .
C52 C57 H57B 109.5 . .
H57A C57 H57B 109.5 . .
C52 C57 H57C 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
F3 C59 F1 108.4(4) . .
F3 C59 F2 104.7(4) . .
F1 C59 F2 105.4(3) . .
F3 C59 C58 109.6(3) . .
F1 C59 C58 110.4(3) . .
F2 C59 C58 117.8(3) . .
F3 C59 C58' 144.1(6) . .
F1 C59 C58' 100.5(5) . .
F2 C59 C58' 87.2(5) . .
C1 O1 C17 119.5(2) . .
O3 C58 O2 127.0(4) . .
O3 C58 C59 124.5(4) . .
O2 C58 C59 108.5(3) . .
C58 O2 C2 114.6(3) . .
O3' C58' O2' 127.0(14) . .
O3' C58' C59 121.7(12) . .
O2' C58' C59 111.1(10) . .
C58' O2' C2 98.4(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.361(4) .
C1 O1 1.371(3) .
C1 C14 1.429(4) .
C2 C3 1.437(4) .
C2 O2 1.445(4) .
C2 O2' 1.495(9) .
C3 C4 1.404(4) .
C3 C12 1.444(4) .
C4 C5 1.420(4) .
C4 C49 1.506(4) .
C5 C6 1.426(4) .
C5 C10 1.433(4) .
C6 C7 1.363(4) .
C6 H6 0.9500 .
C7 C8 1.416(4) .
C7 H7 0.9500 .
C8 C9 1.356(4) .
C8 H8 0.9500 .
C9 C10 1.431(4) .
C9 H9 0.9500 .
C10 C11 1.398(4) .
C11 C12 1.411(4) .
C11 C40 1.496(4) .
C12 C13 1.421(4) .
C13 C14 1.375(4) .
C13 H13 0.9500 .
C14 C15 1.434(4) .
C15 C16 1.392(4) .
C15 C31 1.496(4) .
C16 C18 1.416(4) .
C16 C17 1.445(4) .
C17 C20 1.358(4) 2_566
C17 O1 1.385(3) .
C18 C19 1.375(4) .
C18 H18 0.9500 .
C19 C20 1.448(4) .
C19 C19 1.453(5) 2_566
C20 C17 1.358(4) 2_566
C20 C21 1.491(4) .
C21 C22 1.386(4) .
C21 C26 1.390(4) .
C22 C23 1.386(4) .
C22 H22 0.9500 .
C23 C24 1.382(5) .
C23 H23 0.9500 .
C24 C25 1.402(5) .
C24 C27 1.535(4) .
C25 C26 1.383(4) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C27 C29 1.522(5) .
C27 C28 1.531(5) .
C27 C30 1.536(5) .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 H29A 0.9800 .
C29 H29B 0.9800 .
C29 H29C 0.9800 .
C30 H30A 0.9800 .
C30 H30B 0.9800 .
C30 H30C 0.9800 .
C31 C36 1.379(5) .
C31 C32 1.382(5) .
C32 C33 1.393(5) .
C32 C38 1.509(6) .
C33 C34 1.374(6) .
C33 H33 0.9500 .
C34 C35 1.355(6) .
C34 C39 1.516(4) .
C35 C36 1.389(5) .
C35 H35 0.9500 .
C36 C37 1.474(6) .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 H38A 0.9800 .
C38 H38B 0.9800 .
C38 H38C 0.9800 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 C45 1.400(4) .
C40 C41 1.402(5) .
C41 C42 1.388(4) .
C41 C47 1.510(5) .
C42 C43 1.383(5) .
C42 H42 0.9500 .
C43 C44 1.383(5) .
C43 C48 1.514(4) .
C44 C45 1.397(4) .
C44 H44 0.9500 .
C45 C46 1.504(5) .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 C50 1.400(4) .
C49 C54 1.406(4) .
C50 C51 1.389(4) .
C50 C56 1.505(4) .
C51 C52 1.393(5) .
C51 H51 0.9500 .
C52 C53 1.383(5) .
C52 C57 1.512(4) .
C53 C54 1.392(4) .
C53 H53 0.9500 .
C54 C55 1.498(4) .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C57 H57A 0.9800 .
C57 H57B 0.9800 .
C57 H57C 0.9800 .
C59 F3 1.260(4) .
C59 F1 1.304(4) .
C59 F2 1.307(4) .
C59 C58 1.512(5) .
C59 C58' 1.617(15) .
C58 O3 1.192(5) .
C58 O2 1.354(5) .
C58' O3' 1.184(16) .
C58' O2' 1.337(18) .
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
O1 C1 C2 C3 176.9(3) . .
C14 C1 C2 C3 -5.2(6) . .
O1 C1 C2 O2 -15.0(5) . .
C14 C1 C2 O2 162.9(3) . .
O1 C1 C2 O2' 31.3(6) . .
C14 C1 C2 O2' -150.8(5) . .
C1 C2 C3 C4 -175.5(3) . .
O2 C2 C3 C4 17.0(6) . .
O2' C2 C3 C4 -29.9(6) . .
C1 C2 C3 C12 4.2(5) . .
O2 C2 C3 C12 -163.4(3) . .
O2' C2 C3 C12 149.7(4) . .
C2 C3 C4 C5 -178.3(3) . .
C12 C3 C4 C5 2.1(5) . .
C2 C3 C4 C49 3.2(5) . .
C12 C3 C4 C49 -176.4(3) . .
C3 C4 C5 C6 179.1(3) . .
C49 C4 C5 C6 -2.3(4) . .
C3 C4 C5 C10 -2.2(5) . .
C49 C4 C5 C10 176.4(3) . .
C4 C5 C6 C7 179.0(3) . .
C10 C5 C6 C7 0.3(4) . .
C5 C6 C7 C8 -0.6(5) . .
C6 C7 C8 C9 0.7(5) . .
C7 C8 C9 C10 -0.3(5) . .
C8 C9 C10 C11 -179.6(3) . .
C8 C9 C10 C5 0.0(5) . .
C4 C5 C10 C11 0.9(4) . .
C6 C5 C10 C11 179.7(3) . .
C4 C5 C10 C9 -178.7(3) . .
C6 C5 C10 C9 0.1(4) . .
C9 C10 C11 C12 -180.0(3) . .
C5 C10 C11 C12 0.4(4) . .
C9 C10 C11 C40 2.4(5) . .
C5 C10 C11 C40 -177.2(3) . .
C10 C11 C12 C13 179.9(3) . .
C40 C11 C12 C13 -2.4(4) . .
C10 C11 C12 C3 -0.5(5) . .
C40 C11 C12 C3 177.1(3) . .
C4 C3 C12 C11 -0.7(5) . .
C2 C3 C12 C11 179.6(3) . .
C4 C3 C12 C13 178.8(3) . .
C2 C3 C12 C13 -0.9(5) . .
C11 C12 C13 C14 178.0(3) . .
C3 C12 C13 C14 -1.5(5) . .
C12 C13 C14 C1 0.7(5) . .
C12 C13 C14 C15 179.9(3) . .
C2 C1 C14 C13 2.6(5) . .
O1 C1 C14 C13 -179.7(3) . .
C2 C1 C14 C15 -176.7(3) . .
O1 C1 C14 C15 1.1(5) . .
C13 C14 C15 C16 177.3(3) . .
C1 C14 C15 C16 -3.6(4) . .
C13 C14 C15 C31 -1.6(4) . .
C1 C14 C15 C31 177.6(3) . .
C14 C15 C16 C18 -178.0(3) . .
C31 C15 C16 C18 0.8(4) . .
C14 C15 C16 C17 0.2(4) . .
C31 C15 C16 C17 179.0(3) . .
C15 C16 C17 C20 -174.9(3) . 2_566
C18 C16 C17 C20 3.4(4) . 2_566
C15 C16 C17 O1 5.8(4) . .
C18 C16 C17 O1 -175.9(3) . .
C15 C16 C18 C19 175.0(3) . .
C17 C16 C18 C19 -3.3(4) . .
C16 C18 C19 C20 -178.4(3) . .
C16 C18 C19 C19 1.7(5) . 2_566
C18 C19 C20 C17 179.9(3) . 2_566
C19 C19 C20 C17 -0.2(5) 2_566 2_566
C18 C19 C20 C21 -4.1(4) . .
C19 C19 C20 C21 175.9(3) 2_566 .
C17 C20 C21 C22 -116.2(3) 2_566 .
C19 C20 C21 C22 67.9(4) . .
C17 C20 C21 C26 71.1(4) 2_566 .
C19 C20 C21 C26 -104.8(3) . .
C26 C21 C22 C23 4.0(4) . .
C20 C21 C22 C23 -168.9(3) . .
C21 C22 C23 C24 0.0(4) . .
C22 C23 C24 C25 -3.7(4) . .
C22 C23 C24 C27 175.2(3) . .
C23 C24 C25 C26 3.4(5) . .
C27 C24 C25 C26 -175.5(3) . .
C24 C25 C26 C21 0.5(5) . .
C22 C21 C26 C25 -4.2(4) . .
C20 C21 C26 C25 168.8(3) . .
C23 C24 C27 C29 0.1(4) . .
C25 C24 C27 C29 178.9(3) . .
C23 C24 C27 C28 -118.5(3) . .
C25 C24 C27 C28 60.3(4) . .
C23 C24 C27 C30 120.9(3) . .
C25 C24 C27 C30 -60.2(4) . .
C16 C15 C31 C36 93.5(4) . .
C14 C15 C31 C36 -87.7(4) . .
C16 C15 C31 C32 -87.9(4) . .
C14 C15 C31 C32 90.8(4) . .
C36 C31 C32 C33 2.3(6) . .
C15 C31 C32 C33 -176.2(4) . .
C36 C31 C32 C38 -173.5(4) . .
C15 C31 C32 C38 7.9(6) . .
C31 C32 C33 C34 -0.6(6) . .
C38 C32 C33 C34 175.2(4) . .
C32 C33 C34 C35 -1.8(6) . .
C32 C33 C34 C39 177.6(4) . .
C33 C34 C35 C36 2.6(7) . .
C39 C34 C35 C36 -176.8(4) . .
C32 C31 C36 C35 -1.6(6) . .
C15 C31 C36 C35 177.0(4) . .
C32 C31 C36 C37 -177.3(5) . .
C15 C31 C36 C37 1.3(6) . .
C34 C35 C36 C31 -0.9(7) . .
C34 C35 C36 C37 174.8(5) . .
C10 C11 C40 C45 -89.9(4) . .
C12 C11 C40 C45 92.4(3) . .
C10 C11 C40 C41 91.5(3) . .
C12 C11 C40 C41 -86.2(4) . .
C45 C40 C41 C42 0.0(4) . .
C11 C40 C41 C42 178.7(3) . .
C45 C40 C41 C47 -179.1(3) . .
C11 C40 C41 C47 -0.5(5) . .
C40 C41 C42 C43 0.6(5) . .
C47 C41 C42 C43 179.7(4) . .
C41 C42 C43 C44 -0.4(5) . .
C41 C42 C43 C48 179.9(3) . .
C42 C43 C44 C45 -0.3(5) . .
C48 C43 C44 C45 179.4(3) . .
C43 C44 C45 C40 0.9(5) . .
C43 C44 C45 C46 -178.4(3) . .
C41 C40 C45 C44 -0.7(4) . .
C11 C40 C45 C44 -179.3(3) . .
C41 C40 C45 C46 178.5(3) . .
C11 C40 C45 C46 -0.1(4) . .
C3 C4 C49 C50 -92.8(4) . .
C5 C4 C49 C50 88.7(3) . .
C3 C4 C49 C54 93.2(4) . .
C5 C4 C49 C54 -85.3(3) . .
C54 C49 C50 C51 -0.5(4) . .
C4 C49 C50 C51 -174.4(2) . .
C54 C49 C50 C56 179.8(3) . .
C4 C49 C50 C56 5.9(4) . .
C49 C50 C51 C52 0.9(4) . .
C56 C50 C51 C52 -179.4(3) . .
C50 C51 C52 C53 -0.9(4) . .
C50 C51 C52 C57 178.9(3) . .
C51 C52 C53 C54 0.5(4) . .
C57 C52 C53 C54 -179.2(3) . .
C52 C53 C54 C49 -0.2(4) . .
C52 C53 C54 C55 178.5(3) . .
C50 C49 C54 C53 0.2(4) . .
C4 C49 C54 C53 174.1(2) . .
C50 C49 C54 C55 -178.5(3) . .
C4 C49 C54 C55 -4.5(4) . .
C2 C1 O1 C17 -177.3(3) . .
C14 C1 O1 C17 4.9(5) . .
C20 C17 O1 C1 172.4(3) 2_566 .
C16 C17 O1 C1 -8.2(4) . .
F3 C59 C58 O3 28.1(6) . .
F1 C59 C58 O3 -91.3(4) . .
F2 C59 C58 O3 147.5(4) . .
C58' C59 C58 O3 -172.1(9) . .
F3 C59 C58 O2 -153.0(4) . .
F1 C59 C58 O2 87.6(4) . .
F2 C59 C58 O2 -33.6(4) . .
C58' C59 C58 O2 6.8(7) . .
O3 C58 O2 C2 6.4(5) . .
C59 C58 O2 C2 -172.5(3) . .
C1 C2 O2 C58 80.0(4) . .
C3 C2 O2 C58 -111.6(4) . .
O2' C2 O2 C58 -17.8(4) . .
F3 C59 C58' O3' -161.7(9) . .
F1 C59 C58' O3' 54.8(12) . .
F2 C59 C58' O3' -50.4(11) . .
C58 C59 C58' O3' 164.6(16) . .
F3 C59 C58' O2' 22.0(15) . .
F1 C59 C58' O2' -121.5(8) . .
F2 C59 C58' O2' 133.3(8) . .
C58 C59 C58' O2' -11.7(5) . .
O3' C58' O2' C2 -3.5(15) . .
C59 C58' O2' C2 172.6(6) . .
C1 C2 O2' C58' -91.7(7) . .
C3 C2 O2' C58' 119.7(7) . .
O2 C2 O2' C58' 10.9(6) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.034 0.000 0.000 415 154 ' '
2 0.417 0.597 0.558 8 0 ' '
3 0.583 0.403 0.442 8 0 ' '
