#------------------------------------------------------------------------------
#$Date: 2016-01-12 09:05:17 +0200 (Tue, 12 Jan 2016) $
#$Revision: 174376 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/84/7118402.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_7118402
loop_
_publ_author_name
'Ichiro Hisaki'
'Nobuaki Ikenaka'
'Norimitsu Tohnai'
'Mikiji Miyata'
_publ_section_title
;
 Polymorphs of layered assemblies of hydrogen-bonded hexagonal networks
 caused by conformational frustration
;
_journal_name_full               Chem.Commun.
_journal_page_first              300
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C60 H36 O12, C8 H8 O2'
_chemical_formula_sum            'C68 H44 O14'
_chemical_formula_weight         1085.09
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_update_record
;
2015-10-15 deposited with the CCDC.
2015-10-22 downloaded from the CCDC.
;
_cell_angle_alpha                102.3554(18)
_cell_angle_beta                 101.5441(16)
_cell_angle_gamma                99.0611(17)
_cell_formula_units_Z            2
_cell_length_a                   14.5303(5)
_cell_length_b                   14.9461(6)
_cell_length_c                   20.2579(8)
_cell_measurement_reflns_used    22063
_cell_measurement_temperature    153
_cell_measurement_theta_max      68.20
_cell_measurement_theta_min      3.10
_cell_volume                     4117.4(3)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.1.1'
_computing_publication_material  'CrystalStructure 4.1.1 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD Version 2013/2 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_laue_measured_fraction_full 0.966
_diffrn_reflns_laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            46186
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.206
_diffrn_reflns_theta_min         3.095
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.506
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.875
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1128.00
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: N,N-dimethylformamid, methyl benzoate'
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     740
_refine_ls_number_reflns         14502
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1357
_refine_ls_R_factor_gt           0.0910
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1759P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2889
_refine_ls_wR_factor_ref         0.3257
_reflns_Friedel_coverage         0.000
_reflns_friedel_fraction_full    .
_reflns_friedel_fraction_max     .
_reflns_number_gt                6273
_reflns_number_total             14502
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c5cc07690k2.cif
_cod_data_source_block           1_2D1
_cod_database_code               7118402
_platon_squeeze_void_probe_radius 1.20
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -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
O1 O 0.4837(3) 0.3927(3) 0.55941(16) 0.1108(12) Uani 1 1 d . . . . .
O2 O 0.4232(2) 0.2386(2) 0.53658(15) 0.1078(12) Uani 1 1 d . . . . .
H2O H 0.4545 0.2462 0.5777 0.129 Uiso 1 1 calc R U . . .
O3 O 0.5370(2) -0.11499(19) 0.06307(15) 0.0806(8) Uani 1 1 d . . . . .
H3O H 0.5696 -0.1566 0.0642 0.097 Uiso 1 1 calc R U . . .
O4 O 0.41914(19) -0.2397(2) 0.01987(17) 0.0871(9) Uani 1 1 d . . . . .
O5 O 0.1656(3) -0.1264(3) -0.34447(17) 0.1215(13) Uani 1 1 d . . . . .
H5O H 0.1608 -0.1685 -0.3806 0.146 Uiso 1 1 calc R U . . .
O6 O 0.0466(4) -0.2291(3) -0.3349(2) 0.164(2) Uani 1 1 d . . . . .
O7 O -0.4525(3) 0.2437(2) -0.34488(16) 0.1063(12) Uani 1 1 d . . . . .
O8 O -0.4013(2) 0.3981(2) -0.32491(16) 0.1065(12) Uani 1 1 d . . . . .
H8O H -0.4428 0.3895 -0.3623 0.128 Uiso 1 1 calc R U . . .
O9 O -0.46693(19) 0.64514(18) 0.00613(18) 0.0944(10) Uani 1 1 d . . . . .
H9O H -0.4979 0.6871 0.0158 0.113 Uiso 1 1 calc R U . . .
O10 O -0.34461(18) 0.76644(18) 0.04950(15) 0.0727(8) Uani 1 1 d . . . . .
O11 O 0.1504(3) 0.7652(3) 0.52805(18) 0.1266(14) Uani 1 1 d . . . . .
O12 O 0.0845(4) 0.6467(3) 0.5639(2) 0.160(2) Uani 1 1 d . . . . .
H12O H 0.0938 0.6894 0.6006 0.192 Uiso 1 1 calc R U . . .
O13 O 0.3929(3) 0.2343(3) 0.2097(3) 0.1521(19) Uani 1 1 d . . . . .
O14 O 0.4549(5) 0.3869(4) 0.2216(3) 0.177(2) Uani 1 1 d . . . . .
C1 C 0.1776(2) 0.3431(2) 0.26925(17) 0.0553(9) Uani 1 1 d . . . . .
C2 C 0.1734(2) 0.2809(2) 0.20725(16) 0.0550(9) Uani 1 1 d . . . . .
H2 H 0.2112 0.2346 0.2079 0.066 Uiso 1 1 calc R U . . .
C3 C 0.1164(2) 0.2827(2) 0.14372(16) 0.0507(8) Uani 1 1 d . . . . .
C4 C 0.1150(2) 0.2142(2) 0.07869(16) 0.0492(8) Uani 1 1 d . . . . .
C5 C 0.1790(2) 0.1549(2) 0.07577(17) 0.0547(9) Uani 1 1 d . . . . .
H5 H 0.2265 0.1601 0.1169 0.066 Uiso 1 1 calc R U . . .
C6 C 0.1774(2) 0.0882(2) 0.01597(17) 0.0522(8) Uani 1 1 d . . . . .
C7 C 0.1091(2) 0.0818(2) -0.04482(16) 0.0517(8) Uani 1 1 d . . . . .
C8 C 0.0450(2) 0.1409(2) -0.04336(16) 0.0511(8) Uani 1 1 d . . . . .
H8 H -0.0018 0.1355 -0.0849 0.061 Uiso 1 1 calc R U . . .
C9 C 0.0458(2) 0.2087(2) 0.01702(15) 0.0484(8) Uani 1 1 d . . . . .
C10 C -0.0172(2) 0.2755(2) 0.01627(15) 0.0491(8) Uani 1 1 d . . . . .
C11 C -0.0847(2) 0.2750(2) -0.04383(16) 0.0519(8) Uani 1 1 d . . . . .
H11 H -0.0921 0.2262 -0.0845 0.062 Uiso 1 1 calc R U . . .
C12 C -0.1410(2) 0.3407(2) -0.04782(16) 0.0513(8) Uani 1 1 d . . . . .
C13 C -0.1301(2) 0.4151(2) 0.01276(17) 0.0524(8) Uani 1 1 d . . . . .
C14 C -0.0646(2) 0.4152(2) 0.07265(17) 0.0535(9) Uani 1 1 d . . . . .
H14 H -0.0573 0.4641 0.1131 0.064 Uiso 1 1 calc R U . . .
C15 C -0.0083(2) 0.3475(2) 0.07729(16) 0.0500(8) Uani 1 1 d . . . . .
C16 C 0.0575(2) 0.3486(2) 0.14274(15) 0.0492(8) Uani 1 1 d . . . . .
C17 C 0.0627(2) 0.4127(2) 0.20527(16) 0.0540(9) Uani 1 1 d . . . . .
H17 H 0.0248 0.4590 0.2046 0.065 Uiso 1 1 calc R U . . .
C18 C 0.1207(2) 0.4117(2) 0.26847(16) 0.0536(9) Uani 1 1 d . . . . .
C19 C 0.2421(3) 0.3357(3) 0.33398(17) 0.0587(9) Uani 1 1 d . . . . .
C20 C 0.2365(3) 0.2513(3) 0.3530(2) 0.0772(12) Uani 1 1 d . . . . .
H20 H 0.1911 0.1975 0.3239 0.093 Uiso 1 1 calc R U . . .
C21 C 0.2963(3) 0.2441(3) 0.4139(2) 0.0851(13) Uani 1 1 d . . . . .
H21 H 0.2906 0.1865 0.4269 0.102 Uiso 1 1 calc R U . . .
C22 C 0.3639(3) 0.3221(3) 0.45516(19) 0.0743(12) Uani 1 1 d . . . . .
C23 C 0.3704(3) 0.4053(3) 0.4364(2) 0.0753(12) Uani 1 1 d . . . . .
H23 H 0.4174 0.4584 0.4646 0.090 Uiso 1 1 calc R U . . .
C24 C 0.3096(3) 0.4132(3) 0.37708(19) 0.0695(11) Uani 1 1 d . . . . .
H24 H 0.3139 0.4719 0.3657 0.083 Uiso 1 1 calc R U . . .
C25 C 0.4294(4) 0.3185(4) 0.5213(2) 0.0849(13) Uani 1 1 d . . . . .
C26 C 0.2481(3) 0.0256(2) 0.02002(17) 0.0529(8) Uani 1 1 d . . . . .
C27 C 0.2177(3) -0.0709(3) -0.00163(19) 0.0605(9) Uani 1 1 d . . . . .
H27 H 0.1514 -0.0978 -0.0213 0.073 Uiso 1 1 calc R U . . .
C28 C 0.2827(3) -0.1283(3) 0.00515(19) 0.0612(10) Uani 1 1 d . . . . .
H28 H 0.2609 -0.1944 -0.0096 0.073 Uiso 1 1 calc R U . . .
C29 C 0.3794(3) -0.0904(3) 0.03330(19) 0.0580(9) Uani 1 1 d . . . . .
C30 C 0.4101(3) 0.0047(3) 0.05445(19) 0.0612(9) Uani 1 1 d . . . . .
H30 H 0.4767 0.0307 0.0731 0.073 Uiso 1 1 calc R U . . .
C31 C 0.3458(3) 0.0646(3) 0.04927(18) 0.0607(9) Uani 1 1 d . . . . .
H31 H 0.3679 0.1306 0.0653 0.073 Uiso 1 1 calc R U . . .
C32 C 0.4476(3) -0.1538(3) 0.0381(2) 0.0621(10) Uani 1 1 d . . . . .
C33 C 0.1073(3) 0.0197(2) -0.11387(17) 0.0551(9) Uani 1 1 d . . . . .
C34 C 0.0344(3) -0.0569(3) -0.1471(2) 0.0898(14) Uani 1 1 d . . . . .
H34 H -0.0160 -0.0722 -0.1253 0.108 Uiso 1 1 calc R U . . .
C35 C 0.0331(4) -0.1117(3) -0.2113(2) 0.1003(16) Uani 1 1 d . . . . .
H35 H -0.0189 -0.1634 -0.2336 0.120 Uiso 1 1 calc R U . . .
C36 C 0.1055(3) -0.0929(3) -0.2433(2) 0.0718(11) Uani 1 1 d . . . . .
C37 C 0.1780(4) -0.0176(4) -0.2111(2) 0.1038(17) Uani 1 1 d . . . . .
H37 H 0.2282 -0.0032 -0.2333 0.125 Uiso 1 1 calc R U . . .
C38 C 0.1804(3) 0.0390(3) -0.1464(2) 0.0954(16) Uani 1 1 d . . . . .
H38 H 0.2323 0.0909 -0.1245 0.114 Uiso 1 1 calc R U . . .
C39 C 0.1065(4) -0.1535(4) -0.3117(2) 0.0960(16) Uani 1 1 d . . . . .
C40 C -0.2068(3) 0.3352(3) -0.11572(17) 0.0548(9) Uani 1 1 d . . . . .
C41 C -0.2069(3) 0.4143(3) -0.14210(17) 0.0595(9) Uani 1 1 d . . . . .
H41 H -0.1633 0.4714 -0.1172 0.071 Uiso 1 1 calc R U . . .
C42 C -0.2699(3) 0.4100(3) -0.20410(18) 0.0672(11) Uani 1 1 d . . . . .
H42 H -0.2707 0.4646 -0.2209 0.081 Uiso 1 1 calc R U . . .
C43 C -0.3331(3) 0.3248(3) -0.24274(18) 0.0646(10) Uani 1 1 d . . . . .
C44 C -0.3307(3) 0.2451(3) -0.2173(2) 0.0717(11) Uani 1 1 d . . . . .
H44 H -0.3715 0.1870 -0.2433 0.086 Uiso 1 1 calc R U . . .
C45 C -0.2689(3) 0.2509(3) -0.15420(18) 0.0653(10) Uani 1 1 d . . . . .
H45 H -0.2688 0.1966 -0.1368 0.078 Uiso 1 1 calc R U . . .
C46 C -0.4003(3) 0.3200(4) -0.3086(2) 0.0808(13) Uani 1 1 d . . . . .
C47 C -0.1926(2) 0.4834(2) 0.01497(16) 0.0489(8) Uani 1 1 d . . . . .
C48 C -0.1549(3) 0.5797(2) 0.03856(17) 0.0559(9) Uani 1 1 d . . . . .
H48 H -0.0872 0.6015 0.0530 0.067 Uiso 1 1 calc R U . . .
C49 C -0.2131(3) 0.6435(3) 0.04139(18) 0.0580(9) Uani 1 1 d . . . . .
H49 H -0.1856 0.7087 0.0566 0.070 Uiso 1 1 calc R U . . .
C50 C -0.3123(2) 0.6127(2) 0.02189(19) 0.0565(9) Uani 1 1 d . . . . .
C51 C -0.3505(3) 0.5185(3) -0.0006(2) 0.0638(10) Uani 1 1 d . . . . .
H51 H -0.4183 0.4971 -0.0126 0.077 Uiso 1 1 calc R U . . .
C52 C -0.2920(3) 0.4543(2) -0.00604(18) 0.0572(9) Uani 1 1 d . . . . .
H52 H -0.3200 0.3895 -0.0243 0.069 Uiso 1 1 calc R U . . .
C53 C -0.3759(3) 0.6810(3) 0.0271(2) 0.0643(10) Uani 1 1 d . . . . .
C54 C 0.1185(3) 0.4804(3) 0.33240(17) 0.0618(10) Uani 1 1 d . . . . .
C55 C 0.1358(3) 0.5775(3) 0.3374(2) 0.0813(13) Uani 1 1 d . . . . .
H55 H 0.1468 0.5995 0.2984 0.098 Uiso 1 1 calc R U . . .
C56 C 0.1370(4) 0.6406(3) 0.3978(2) 0.0952(15) Uani 1 1 d . . . . .
H56 H 0.1520 0.7057 0.4006 0.114 Uiso 1 1 calc R U . . .
C57 C 0.1173(3) 0.6119(3) 0.4541(2) 0.0805(13) Uani 1 1 d . . . . .
C58 C 0.0978(3) 0.5174(4) 0.4498(2) 0.0899(14) Uani 1 1 d . . . . .
H58 H 0.0824 0.4965 0.4881 0.108 Uiso 1 1 calc R U . . .
C59 C 0.1001(3) 0.4518(3) 0.39010(19) 0.0750(12) Uani 1 1 d . . . . .
H59 H 0.0891 0.3871 0.3889 0.090 Uiso 1 1 calc R U . . .
C60 C 0.1179(4) 0.6799(4) 0.5189(3) 0.0987(16) Uani 1 1 d . . . . .
C73 C 0.5113(5) 0.3162(6) 0.3151(4) 0.122(2) Uani 1 1 d D . . . .
C74 C 0.5065(6) 0.2385(6) 0.3415(4) 0.152(3) Uani 1 1 d D . . . .
H74 H 0.4628 0.1820 0.3152 0.182 Uiso 1 1 calc R U . . .
C75 C 0.5645(7) 0.2408(8) 0.4060(5) 0.193(4) Uani 1 1 d D . . . .
H75 H 0.5606 0.1857 0.4223 0.231 Uiso 1 1 calc R U . . .
C76 C 0.6251(10) 0.3193(11) 0.4448(7) 0.216(7) Uani 1 1 d D . . . .
H76 H 0.6628 0.3206 0.4892 0.260 Uiso 1 1 calc R U . . .
C77 C 0.6326(8) 0.3971(10) 0.4206(7) 0.215(6) Uani 1 1 d D . . . .
H77 H 0.6758 0.4528 0.4490 0.258 Uiso 1 1 calc R U . . .
C78 C 0.5753(6) 0.3988(6) 0.3506(5) 0.163(3) Uani 1 1 d D . . . .
H78 H 0.5825 0.4523 0.3324 0.195 Uiso 1 1 calc R U . . .
C79 C 0.4467(5) 0.3070(7) 0.2457(4) 0.140(3) Uani 1 1 d . . . . .
C80 C 0.4011(8) 0.3809(6) 0.1551(4) 0.210(5) Uani 1 1 d . . . . .
H80A H 0.3333 0.3561 0.1516 0.252 Uiso 1 1 calc R U . . .
H80B H 0.4238 0.3390 0.1205 0.252 Uiso 1 1 calc R U . . .
H80C H 0.4085 0.4433 0.1463 0.252 Uiso 1 1 calc R U . . .
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(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
C25 O2 H2O 109.5 . .
C32 O3 H3O 109.5 . .
C39 O5 H5O 109.5 . .
C46 O8 H8O 109.5 . .
C53 O9 H9O 109.5 . .
C60 O12 H12O 109.5 . .
C79 O14 C80 117.8(7) . .
C2 C1 C18 118.5(3) . .
C2 C1 C19 118.7(3) . .
C18 C1 C19 122.9(3) . .
C1 C2 C3 123.2(3) . .
C1 C2 H2 118.4 . .
C3 C2 H2 118.4 . .
C2 C3 C16 118.7(3) . .
C2 C3 C4 120.8(3) . .
C16 C3 C4 120.4(3) . .
C5 C4 C9 118.5(3) . .
C5 C4 C3 122.4(3) . .
C9 C4 C3 119.1(3) . .
C4 C5 C6 123.5(3) . .
C4 C5 H5 118.3 . .
C6 C5 H5 118.3 . .
C5 C6 C7 118.5(3) . .
C5 C6 C26 118.5(3) . .
C7 C6 C26 123.0(3) . .
C8 C7 C6 119.1(3) . .
C8 C7 C33 117.7(3) . .
C6 C7 C33 123.0(3) . .
C7 C8 C9 122.9(3) . .
C7 C8 H8 118.5 . .
C9 C8 H8 118.5 . .
C8 C9 C4 117.5(3) . .
C8 C9 C10 122.2(3) . .
C4 C9 C10 120.2(3) . .
C11 C10 C15 117.4(3) . .
C11 C10 C9 122.4(3) . .
C15 C10 C9 120.0(3) . .
C12 C11 C10 124.1(3) . .
C12 C11 H11 117.9 . .
C10 C11 H11 117.9 . .
C11 C12 C13 118.6(3) . .
C11 C12 C40 119.0(3) . .
C13 C12 C40 122.2(3) . .
C14 C13 C12 117.5(3) . .
C14 C13 C47 119.9(3) . .
C12 C13 C47 122.2(3) . .
C13 C14 C15 124.0(3) . .
C13 C14 H14 118.0 . .
C15 C14 H14 118.0 . .
C14 C15 C10 118.2(3) . .
C14 C15 C16 122.0(3) . .
C10 C15 C16 119.8(3) . .
C17 C16 C3 118.2(3) . .
C17 C16 C15 122.0(3) . .
C3 C16 C15 119.8(3) . .
C18 C17 C16 122.9(3) . .
C18 C17 H17 118.6 . .
C16 C17 H17 118.6 . .
C17 C18 C1 118.4(3) . .
C17 C18 C54 118.8(3) . .
C1 C18 C54 122.7(3) . .
C20 C19 C24 118.3(3) . .
C20 C19 C1 120.9(3) . .
C24 C19 C1 120.7(3) . .
C19 C20 C21 121.2(4) . .
C19 C20 H20 119.4 . .
C21 C20 H20 119.4 . .
C22 C21 C20 119.2(4) . .
C22 C21 H21 120.4 . .
C20 C21 H21 120.4 . .
C23 C22 C21 119.9(4) . .
C23 C22 C25 118.7(4) . .
C21 C22 C25 121.4(4) . .
C22 C23 C24 121.1(4) . .
C22 C23 H23 119.5 . .
C24 C23 H23 119.5 . .
C23 C24 C19 120.4(4) . .
C23 C24 H24 119.8 . .
C19 C24 H24 119.8 . .
O1 C25 O2 124.1(4) . .
O1 C25 C22 118.7(4) . .
O2 C25 C22 117.2(4) . .
C27 C26 C31 119.3(3) . .
C27 C26 C6 120.8(3) . .
C31 C26 C6 119.8(3) . .
C28 C27 C26 120.6(3) . .
C28 C27 H27 119.7 . .
C26 C27 H27 119.7 . .
C27 C28 C29 120.5(4) . .
C27 C28 H28 119.8 . .
C29 C28 H28 119.8 . .
C30 C29 C28 119.3(3) . .
C30 C29 C32 121.5(3) . .
C28 C29 C32 119.1(3) . .
C29 C30 C31 121.5(3) . .
C29 C30 H30 119.3 . .
C31 C30 H30 119.3 . .
C30 C31 C26 118.8(3) . .
C30 C31 H31 120.6 . .
C26 C31 H31 120.6 . .
O4 C32 O3 122.3(3) . .
O4 C32 C29 121.1(4) . .
O3 C32 C29 116.7(3) . .
C34 C33 C38 117.9(3) . .
C34 C33 C7 122.2(3) . .
C38 C33 C7 119.9(3) . .
C33 C34 C35 121.1(4) . .
C33 C34 H34 119.4 . .
C35 C34 H34 119.4 . .
C36 C35 C34 121.0(4) . .
C36 C35 H35 119.5 . .
C34 C35 H35 119.5 . .
C37 C36 C35 118.5(4) . .
C37 C36 C39 120.0(4) . .
C35 C36 C39 121.4(4) . .
C36 C37 C38 121.4(4) . .
C36 C37 H37 119.3 . .
C38 C37 H37 119.3 . .
C33 C38 C37 120.0(4) . .
C33 C38 H38 120.0 . .
C37 C38 H38 120.0 . .
O6 C39 O5 122.4(4) . .
O6 C39 C36 118.2(5) . .
O5 C39 C36 119.4(4) . .
C41 C40 C45 119.1(3) . .
C41 C40 C12 120.4(3) . .
C45 C40 C12 120.5(3) . .
C42 C41 C40 120.5(4) . .
C42 C41 H41 119.7 . .
C40 C41 H41 119.7 . .
C41 C42 C43 120.4(4) . .
C41 C42 H42 119.8 . .
C43 C42 H42 119.8 . .
C44 C43 C42 119.0(3) . .
C44 C43 C46 120.5(4) . .
C42 C43 C46 120.5(4) . .
C45 C44 C43 120.1(4) . .
C45 C44 H44 119.9 . .
C43 C44 H44 119.9 . .
C44 C45 C40 120.9(4) . .
C44 C45 H45 119.5 . .
C40 C45 H45 119.5 . .
O7 C46 O8 123.8(4) . .
O7 C46 C43 120.7(4) . .
O8 C46 C43 115.6(4) . .
C52 C47 C48 117.4(3) . .
C52 C47 C13 121.0(3) . .
C48 C47 C13 121.6(3) . .
C49 C48 C47 121.7(3) . .
C49 C48 H48 119.1 . .
C47 C48 H48 119.1 . .
C48 C49 C50 119.8(3) . .
C48 C49 H49 120.1 . .
C50 C49 H49 120.1 . .
C51 C50 C49 119.2(3) . .
C51 C50 C53 120.4(3) . .
C49 C50 C53 120.3(3) . .
C50 C51 C52 120.9(3) . .
C50 C51 H51 119.5 . .
C52 C51 H51 119.5 . .
C51 C52 C47 120.8(3) . .
C51 C52 H52 119.6 . .
C47 C52 H52 119.6 . .
O10 C53 O9 122.0(3) . .
O10 C53 C50 122.7(3) . .
O9 C53 C50 115.3(3) . .
C59 C54 C55 117.3(4) . .
C59 C54 C18 121.2(4) . .
C55 C54 C18 121.5(3) . .
C56 C55 C54 120.8(4) . .
C56 C55 H55 119.6 . .
C54 C55 H55 119.6 . .
C57 C56 C55 121.5(5) . .
C57 C56 H56 119.2 . .
C55 C56 H56 119.2 . .
C56 C57 C58 118.6(4) . .
C56 C57 C60 121.4(5) . .
C58 C57 C60 120.0(5) . .
C57 C58 C59 121.2(4) . .
C57 C58 H58 119.4 . .
C59 C58 H58 119.4 . .
C54 C59 C58 120.5(4) . .
C54 C59 H59 119.8 . .
C58 C59 H59 119.8 . .
O11 C60 O12 122.7(5) . .
O11 C60 C57 120.8(5) . .
O12 C60 C57 116.5(5) . .
C74 C73 C78 121.2(8) . .
C74 C73 C79 117.7(8) . .
C78 C73 C79 121.1(9) . .
C73 C74 C75 121.4(9) . .
C73 C74 H74 119.3 . .
C75 C74 H74 119.3 . .
C76 C75 C74 120.9(11) . .
C76 C75 H75 119.6 . .
C74 C75 H75 119.6 . .
C75 C76 C77 119.6(15) . .
C75 C76 H76 120.2 . .
C77 C76 H76 120.2 . .
C76 C77 C78 122.4(13) . .
C76 C77 H77 118.8 . .
C78 C77 H77 118.8 . .
C73 C78 C77 114.3(9) . .
C73 C78 H78 122.8 . .
C77 C78 H78 122.8 . .
O13 C79 O14 120.4(8) . .
O13 C79 C73 124.3(9) . .
O14 C79 C73 115.2(8) . .
O14 C80 H80A 109.5 . .
O14 C80 H80B 109.5 . .
H80A C80 H80B 109.5 . .
O14 C80 H80C 109.5 . .
H80A C80 H80C 109.5 . .
H80B C80 H80C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C25 1.251(5) .
O2 C25 1.290(5) .
O2 H2O 0.8400 .
O3 C32 1.285(4) .
O3 H3O 0.8400 .
O4 C32 1.234(4) .
O5 C39 1.256(6) .
O5 H5O 0.8400 .
O6 C39 1.247(5) .
O7 C46 1.250(5) .
O8 C46 1.280(5) .
O8 H8O 0.8400 .
O9 C53 1.293(4) .
O9 H9O 0.8400 .
O10 C53 1.237(4) .
O11 C60 1.248(6) .
O12 C60 1.268(6) .
O12 H12O 0.8400 .
O13 C79 1.219(8) .
O14 C79 1.381(9) .
O14 C80 1.392(8) .
C1 C2 1.377(4) .
C1 C18 1.416(4) .
C1 C19 1.488(4) .
C2 C3 1.392(4) .
C2 H2 0.9500 .
C3 C16 1.404(4) .
C3 C4 1.480(4) .
C4 C5 1.383(4) .
C4 C9 1.417(4) .
C5 C6 1.387(4) .
C5 H5 0.9500 .
C6 C7 1.393(4) .
C6 C26 1.497(4) .
C7 C8 1.382(4) .
C7 C33 1.497(4) .
C8 C9 1.408(4) .
C8 H8 0.9500 .
C9 C10 1.457(4) .
C10 C11 1.399(4) .
C10 C15 1.423(4) .
C11 C12 1.380(4) .
C11 H11 0.9500 .
C12 C13 1.431(4) .
C12 C40 1.488(4) .
C13 C14 1.383(4) .
C13 C47 1.469(4) .
C14 C15 1.404(4) .
C14 H14 0.9500 .
C15 C16 1.467(4) .
C16 C17 1.396(4) .
C17 C18 1.389(4) .
C17 H17 0.9500 .
C18 C54 1.480(4) .
C19 C20 1.390(5) .
C19 C24 1.390(5) .
C20 C21 1.396(5) .
C20 H20 0.9500 .
C21 C22 1.384(6) .
C21 H21 0.9500 .
C22 C23 1.371(6) .
C22 C25 1.497(5) .
C23 C24 1.380(5) .
C23 H23 0.9500 .
C24 H24 0.9500 .
C26 C27 1.386(5) .
C26 C31 1.400(5) .
C27 C28 1.379(5) .
C27 H27 0.9500 .
C28 C29 1.383(5) .
C28 H28 0.9500 .
C29 C30 1.366(5) .
C29 C32 1.479(5) .
C30 C31 1.396(5) .
C30 H30 0.9500 .
C31 H31 0.9500 .
C33 C34 1.374(5) .
C33 C38 1.381(5) .
C34 C35 1.376(5) .
C34 H34 0.9500 .
C35 C36 1.365(6) .
C35 H35 0.9500 .
C36 C37 1.356(6) .
C36 C39 1.488(5) .
C37 C38 1.391(5) .
C37 H37 0.9500 .
C38 H38 0.9500 .
C40 C41 1.397(5) .
C40 C45 1.397(5) .
C41 C42 1.381(5) .
C41 H41 0.9500 .
C42 C43 1.412(5) .
C42 H42 0.9500 .
C43 C44 1.398(5) .
C43 C46 1.468(5) .
C44 C45 1.384(5) .
C44 H44 0.9500 .
C45 H45 0.9500 .
C47 C52 1.391(5) .
C47 C48 1.397(4) .
C48 C49 1.370(4) .
C48 H48 0.9500 .
C49 C50 1.390(5) .
C49 H49 0.9500 .
C50 C51 1.370(5) .
C50 C53 1.482(5) .
C51 C52 1.380(4) .
C51 H51 0.9500 .
C52 H52 0.9500 .
C54 C59 1.387(5) .
C54 C55 1.411(5) .
C55 C56 1.371(5) .
C55 H55 0.9500 .
C56 C57 1.366(6) .
C56 H56 0.9500 .
C57 C58 1.377(6) .
C57 C60 1.476(6) .
C58 C59 1.393(5) .
C58 H58 0.9500 .
C59 H59 0.9500 .
C73 C74 1.376(9) .
C73 C78 1.378(8) .
C73 C79 1.493(9) .
C74 C75 1.396(10) .
C74 H74 0.9500 .
C75 C76 1.331(14) .
C75 H75 0.9500 .
C76 C77 1.353(16) .
C76 H76 0.9500 .
C77 C78 1.502(14) .
C77 H77 0.9500 .
C78 H78 0.9500 .
C80 H80A 0.9800 .
C80 H80B 0.9800 .
C80 H80C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H2O O7 . . 1_656 2.680(4) 0.840 1.866 162.8 no
O3 H3O O10 . . 1_645 2.668(4) 0.840 1.850 164.2 no
O5 H5O O11 . . 1_544 2.686(5) 0.840 1.867 164.5 no
O8 H8O O1 . . 1_454 2.569(4) 0.840 1.740 168.7 no
O9 H9O O4 . . 1_465 2.581(4) 0.840 1.754 167.7 no
O12 H12O O6 . . 1_566 2.662(6) 0.840 1.897 150.8 no
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
C18 C1 C2 C3 0.4(6) . . . .
C19 C1 C2 C3 -179.1(3) . . . .
C1 C2 C3 C16 -2.4(6) . . . .
C1 C2 C3 C4 179.9(3) . . . .
C2 C3 C4 C5 -9.5(5) . . . .
C16 C3 C4 C5 172.8(3) . . . .
C2 C3 C4 C9 170.5(3) . . . .
C16 C3 C4 C9 -7.2(5) . . . .
C9 C4 C5 C6 -1.9(5) . . . .
C3 C4 C5 C6 178.1(3) . . . .
C4 C5 C6 C7 1.4(6) . . . .
C4 C5 C6 C26 -177.7(3) . . . .
C5 C6 C7 C8 -0.8(5) . . . .
C26 C6 C7 C8 178.3(3) . . . .
C5 C6 C7 C33 173.4(3) . . . .
C26 C6 C7 C33 -7.5(6) . . . .
C6 C7 C8 C9 0.7(5) . . . .
C33 C7 C8 C9 -173.8(3) . . . .
C7 C8 C9 C4 -1.2(5) . . . .
C7 C8 C9 C10 174.9(3) . . . .
C5 C4 C9 C8 1.7(5) . . . .
C3 C4 C9 C8 -178.3(3) . . . .
C5 C4 C9 C10 -174.4(3) . . . .
C3 C4 C9 C10 5.6(5) . . . .
C8 C9 C10 C11 2.0(5) . . . .
C4 C9 C10 C11 178.0(3) . . . .
C8 C9 C10 C15 -174.9(3) . . . .
C4 C9 C10 C15 1.0(5) . . . .
C15 C10 C11 C12 1.5(5) . . . .
C9 C10 C11 C12 -175.5(3) . . . .
C10 C11 C12 C13 0.5(5) . . . .
C10 C11 C12 C40 177.0(3) . . . .
C11 C12 C13 C14 -1.4(5) . . . .
C40 C12 C13 C14 -177.9(3) . . . .
C11 C12 C13 C47 -174.7(3) . . . .
C40 C12 C13 C47 8.8(5) . . . .
C12 C13 C14 C15 0.4(5) . . . .
C47 C13 C14 C15 173.8(3) . . . .
C13 C14 C15 C10 1.7(5) . . . .
C13 C14 C15 C16 -177.6(3) . . . .
C11 C10 C15 C14 -2.5(5) . . . .
C9 C10 C15 C14 174.6(3) . . . .
C11 C10 C15 C16 176.8(3) . . . .
C9 C10 C15 C16 -6.2(5) . . . .
C2 C3 C16 C17 3.2(5) . . . .
C4 C3 C16 C17 -179.0(3) . . . .
C2 C3 C16 C15 -175.6(3) . . . .
C4 C3 C16 C15 2.2(5) . . . .
C14 C15 C16 C17 5.0(5) . . . .
C10 C15 C16 C17 -174.3(3) . . . .
C14 C15 C16 C3 -176.2(3) . . . .
C10 C15 C16 C3 4.5(5) . . . .
C3 C16 C17 C18 -2.4(5) . . . .
C15 C16 C17 C18 176.4(3) . . . .
C16 C17 C18 C1 0.5(5) . . . .
C16 C17 C18 C54 -177.8(3) . . . .
C2 C1 C18 C17 0.5(5) . . . .
C19 C1 C18 C17 -180.0(3) . . . .
C2 C1 C18 C54 178.7(4) . . . .
C19 C1 C18 C54 -1.8(6) . . . .
C2 C1 C19 C20 -53.2(5) . . . .
C18 C1 C19 C20 127.3(4) . . . .
C2 C1 C19 C24 126.9(4) . . . .
C18 C1 C19 C24 -52.6(5) . . . .
C24 C19 C20 C21 0.4(6) . . . .
C1 C19 C20 C21 -179.4(4) . . . .
C19 C20 C21 C22 -1.6(7) . . . .
C20 C21 C22 C23 1.0(7) . . . .
C20 C21 C22 C25 179.6(4) . . . .
C21 C22 C23 C24 0.7(7) . . . .
C25 C22 C23 C24 -177.9(4) . . . .
C22 C23 C24 C19 -1.9(6) . . . .
C20 C19 C24 C23 1.3(6) . . . .
C1 C19 C24 C23 -178.9(4) . . . .
C23 C22 C25 O1 4.3(7) . . . .
C21 C22 C25 O1 -174.3(5) . . . .
C23 C22 C25 O2 -178.3(4) . . . .
C21 C22 C25 O2 3.1(7) . . . .
C5 C6 C26 C27 126.2(4) . . . .
C7 C6 C26 C27 -52.9(5) . . . .
C5 C6 C26 C31 -50.5(5) . . . .
C7 C6 C26 C31 130.4(4) . . . .
C31 C26 C27 C28 -0.3(5) . . . .
C6 C26 C27 C28 -177.0(3) . . . .
C26 C27 C28 C29 -0.4(5) . . . .
C27 C28 C29 C30 0.0(5) . . . .
C27 C28 C29 C32 -178.3(3) . . . .
C28 C29 C30 C31 1.0(5) . . . .
C32 C29 C30 C31 179.3(3) . . . .
C29 C30 C31 C26 -1.7(5) . . . .
C27 C26 C31 C30 1.3(5) . . . .
C6 C26 C31 C30 178.1(3) . . . .
C30 C29 C32 O4 178.9(4) . . . .
C28 C29 C32 O4 -2.8(6) . . . .
C30 C29 C32 O3 0.0(5) . . . .
C28 C29 C32 O3 178.3(3) . . . .
C8 C7 C33 C34 -72.8(5) . . . .
C6 C7 C33 C34 112.9(5) . . . .
C8 C7 C33 C38 106.8(4) . . . .
C6 C7 C33 C38 -67.4(5) . . . .
C38 C33 C34 C35 -1.2(7) . . . .
C7 C33 C34 C35 178.5(4) . . . .
C33 C34 C35 C36 1.4(8) . . . .
C34 C35 C36 C37 -1.3(8) . . . .
C34 C35 C36 C39 178.0(5) . . . .
C35 C36 C37 C38 1.0(8) . . . .
C39 C36 C37 C38 -178.3(5) . . . .
C34 C33 C38 C37 0.8(7) . . . .
C7 C33 C38 C37 -178.8(4) . . . .
C36 C37 C38 C33 -0.8(8) . . . .
C37 C36 C39 O6 169.8(6) . . . .
C35 C36 C39 O6 -9.5(8) . . . .
C37 C36 C39 O5 -11.5(8) . . . .
C35 C36 C39 O5 169.2(5) . . . .
C11 C12 C40 C41 -129.8(4) . . . .
C13 C12 C40 C41 46.6(5) . . . .
C11 C12 C40 C45 49.9(5) . . . .
C13 C12 C40 C45 -133.7(4) . . . .
C45 C40 C41 C42 2.3(5) . . . .
C12 C40 C41 C42 -178.1(3) . . . .
C40 C41 C42 C43 -1.9(6) . . . .
C41 C42 C43 C44 -0.1(6) . . . .
C41 C42 C43 C46 179.8(4) . . . .
C42 C43 C44 C45 1.7(6) . . . .
C46 C43 C44 C45 -178.2(4) . . . .
C43 C44 C45 C40 -1.4(6) . . . .
C41 C40 C45 C44 -0.6(6) . . . .
C12 C40 C45 C44 179.7(3) . . . .
C44 C43 C46 O7 -4.2(7) . . . .
C42 C43 C46 O7 175.9(4) . . . .
C44 C43 C46 O8 175.5(4) . . . .
C42 C43 C46 O8 -4.4(6) . . . .
C14 C13 C47 C52 -123.4(4) . . . .
C12 C13 C47 C52 49.7(5) . . . .
C14 C13 C47 C48 56.1(5) . . . .
C12 C13 C47 C48 -130.7(4) . . . .
C52 C47 C48 C49 0.3(5) . . . .
C13 C47 C48 C49 -179.3(3) . . . .
C47 C48 C49 C50 1.4(5) . . . .
C48 C49 C50 C51 -0.6(5) . . . .
C48 C49 C50 C53 177.8(3) . . . .
C49 C50 C51 C52 -1.9(6) . . . .
C53 C50 C51 C52 179.6(4) . . . .
C50 C51 C52 C47 3.7(6) . . . .
C48 C47 C52 C51 -2.8(5) . . . .
C13 C47 C52 C51 176.7(3) . . . .
C51 C50 C53 O10 177.3(4) . . . .
C49 C50 C53 O10 -1.1(6) . . . .
C51 C50 C53 O9 -3.2(5) . . . .
C49 C50 C53 O9 178.4(4) . . . .
C17 C18 C54 C59 125.8(4) . . . .
C1 C18 C54 C59 -52.4(5) . . . .
C17 C18 C54 C55 -54.8(5) . . . .
C1 C18 C54 C55 127.1(4) . . . .
C59 C54 C55 C56 1.9(6) . . . .
C18 C54 C55 C56 -177.6(4) . . . .
C54 C55 C56 C57 -3.1(7) . . . .
C55 C56 C57 C58 1.3(8) . . . .
C55 C56 C57 C60 -179.5(5) . . . .
C56 C57 C58 C59 1.5(7) . . . .
C60 C57 C58 C59 -177.7(4) . . . .
C55 C54 C59 C58 0.9(6) . . . .
C18 C54 C59 C58 -179.6(4) . . . .
C57 C58 C59 C54 -2.6(7) . . . .
C56 C57 C60 O11 -11.0(8) . . . .
C58 C57 C60 O11 168.2(5) . . . .
C56 C57 C60 O12 169.5(6) . . . .
C58 C57 C60 O12 -11.3(8) . . . .
C78 C73 C74 C75 1.7(12) . . . .
C79 C73 C74 C75 179.9(7) . . . .
C73 C74 C75 C76 1.4(15) . . . .
C74 C75 C76 C77 -2(2) . . . .
C75 C76 C77 C78 0(2) . . . .
C74 C73 C78 C77 -3.7(11) . . . .
C79 C73 C78 C77 178.2(7) . . . .
C76 C77 C78 C73 3.2(17) . . . .
C80 O14 C79 O13 -0.9(11) . . . .
C80 O14 C79 C73 175.8(7) . . . .
C74 C73 C79 O13 -3.0(10) . . . .
C78 C73 C79 O13 175.2(7) . . . .
C74 C73 C79 O14 -179.6(6) . . . .
C78 C73 C79 O14 -1.4(9) . . . .
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 0.016 0.004 0.500 1844 577 ' '
