#------------------------------------------------------------------------------
#$Date: 2021-01-07 05:57:36 +0100 (jue 07 de ene de 2021) $
#$Revision: 260704 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/73/7127388.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_7127388
loop_
_publ_author_name
'Suzuki, Yuto'
'Tohnai, Norimitsu'
'Saeki, Akinori'
'Hisaki, Ichiro'
_publ_section_title
;
 Hydrogen-bonded organic frameworks of twisted polycyclic aromatic
 hydrocarbon.
;
_journal_issue                   87
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              13369
_journal_page_last               13372
_journal_paper_doi               10.1039/d0cc06081j
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C54 H32 O8'
_chemical_formula_sum            'C54 H32 O8'
_chemical_formula_weight         808.80
_chemical_name_common            CPDBC
_chemical_name_systematic
'4,4',4'',4'''-(dibenzo[g,p]chrysene-2,7,10,15-tetrayl)tetrabenzoic acid'
_space_group_crystal_system      tetragonal
_space_group_IT_number           142
_space_group_name_Hall           '-I 4bd 2c'
_space_group_name_H-M_alt        'I 41/a c d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-09-04 deposited with the CCDC.	2020-10-05 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   47.5006(10)
_cell_length_b                   47.5006(10)
_cell_length_c                   7.4170(2)
_cell_measurement_reflns_used    12291
_cell_measurement_temperature    93
_cell_measurement_theta_max      31.59
_cell_measurement_theta_min      1.94
_cell_volume                     16735.0(7)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_structure_refinement  'SHELXL Version 2018/1 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'SPring-8 BL40XU, Pilatus100K, DECTRIS'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.81106
_diffrn_reflns_av_R_equivalents  0.1742
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_h_min       -60
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            98361
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        29.120
_diffrn_reflns_theta_max         33.422
_diffrn_reflns_theta_min         1.957
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.447
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    0.661
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             3456.00
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 3-carene, N,N-dimethylformamide'
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.34
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     141
_refine_ls_number_reflns         5222
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0917
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2698
_refine_ls_wR_factor_ref         0.2920
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3367
_reflns_number_total             5222
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0cc06081j2.cif
_cod_data_source_block           CPDBC-2
_cod_depositor_comments
'Adding full bibliography for 7127387--7127388.cif.'
_cod_original_sg_symbol_H-M      'I 41/a c d'
_cod_database_code               7127388
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, z+1/2'
'y+1/4, x+1/4, z+1/4'
'-y+3/4, x+1/4, z+3/4'
'x, -y+1/2, z+1/2'
'-x, -y+1/2, z'
'y+1/4, -x+1/4, z+3/4'
'-y+3/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1'
'y+3/4, x+3/4, z+3/4'
'-y+5/4, x+3/4, z+5/4'
'x+1/2, -y+1, z+1'
'-x+1/2, -y+1, z+1/2'
'y+3/4, -x+3/4, z+5/4'
'-y+5/4, -x+3/4, z+3/4'
'-x, -y, -z'
'x, -y, -z-1/2'
'-y-1/4, -x-1/4, -z-1/4'
'y-3/4, -x-1/4, -z-3/4'
'-x, y-1/2, -z-1/2'
'x, y-1/2, -z'
'-y-1/4, x-1/4, -z-3/4'
'y-3/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-y+1/4, -x+1/4, -z+1/4'
'y-1/4, -x+1/4, -z-1/4'
'-x+1/2, y, -z'
'x+1/2, y, -z+1/2'
'-y+1/4, x+1/4, -z-1/4'
'y-1/4, x+1/4, -z+1/4'
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 0.29076(4) 0.18464(6) 0.3898(4) 0.1402(11) Uani 1 1 d D . . . .
H1O H 0.273645 0.183292 0.362763 0.168 Uiso 0.5 1 calc DR U P . .
O2 O 0.27369(3) 0.21746(5) 0.5653(2) 0.0936(7) Uani 1 1 d . . . . .
H2O H 0.258362 0.211812 0.522006 0.112 Uiso 0.5 1 calc DR U P . .
C1 C 0.48959(3) 0.26041(3) 0.875000 0.0294(5) Uani 1 2 d S T P . .
C2 C 0.46049(3) 0.25213(3) 0.8366(2) 0.0308(4) Uani 1 1 d . . . . .
C3 C 0.45280(3) 0.22340(3) 0.8440(2) 0.0313(4) Uani 1 1 d . . . . .
C4 C 0.42565(3) 0.21528(3) 0.7899(2) 0.0348(4) Uani 1 1 d . . . . .
H5 H 0.420876 0.195862 0.791392 0.042 Uiso 1 1 calc R U . . .
C5 C 0.40567(3) 0.23454(3) 0.7345(2) 0.0348(4) Uani 1 1 d . . . . .
C6 C 0.41343(3) 0.26299(3) 0.7267(2) 0.0356(4) Uani 1 1 d . . . . .
H7 H 0.400085 0.276615 0.688114 0.043 Uiso 1 1 calc R U . . .
C7 C 0.44009(3) 0.27143(3) 0.7741(2) 0.0335(4) Uani 1 1 d . . . . .
H4 H 0.444941 0.290773 0.764545 0.040 Uiso 1 1 calc R U . . .
C8 C 0.37701(3) 0.22557(4) 0.6778(2) 0.0396(4) Uani 1 1 d . . . . .
C9 C 0.37266(4) 0.20110(4) 0.5781(2) 0.0464(5) Uani 1 1 d . . . . .
H10 H 0.388194 0.189489 0.546827 0.056 Uiso 1 1 calc R U . . .
C10 C 0.34566(4) 0.19364(4) 0.5243(3) 0.0541(5) Uani 1 1 d . . . . .
H15 H 0.342836 0.176904 0.456639 0.065 Uiso 1 1 calc R U . . .
C11 C 0.32275(4) 0.21044(4) 0.5687(3) 0.0548(5) Uani 1 1 d . . . . .
C12 C 0.32682(4) 0.23435(4) 0.6698(3) 0.0536(5) Uani 1 1 d . . . . .
H13 H 0.311133 0.245615 0.703137 0.064 Uiso 1 1 calc R U . . .
C13 C 0.35363(3) 0.24210(4) 0.7232(3) 0.0464(5) Uani 1 1 d . . . . .
H12 H 0.356222 0.258822 0.791525 0.056 Uiso 1 1 calc R U . . .
C14 C 0.29377(5) 0.20282(6) 0.5016(4) 0.0727(7) Uani 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0000 0.0000
;
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 0.0000 0.0000
;
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
_geom_angle_publ_flag
C14 O1 H1O 109.5 . . ?
C14 O2 H2O 109.5 . . ?
C1 C1 C2 118.49(9) 6_655 . ?
C1 C1 C2 118.49(9) 6_655 19_667 ?
C2 C1 C2 123.01(18) . 19_667 ?
C7 C2 C3 117.52(13) . . ?
C7 C2 C1 122.45(13) . . ?
C3 C2 C1 119.72(14) . . ?
C4 C3 C2 119.42(14) . . ?
C4 C3 C3 121.47(9) . 24_657 ?
C2 C3 C3 119.11(9) . 24_657 ?
C5 C4 C3 122.30(14) . . ?
C5 C4 H5 118.9 . . ?
C3 C4 H5 118.9 . . ?
C4 C5 C6 118.04(14) . . ?
C4 C5 C8 121.58(14) . . ?
C6 C5 C8 120.33(15) . . ?
C7 C6 C5 120.85(15) . . ?
C7 C6 H7 119.6 . . ?
C5 C6 H7 119.6 . . ?
C6 C7 C2 121.81(14) . . ?
C6 C7 H4 119.1 . . ?
C2 C7 H4 119.1 . . ?
C9 C8 C13 118.54(15) . . ?
C9 C8 C5 121.65(15) . . ?
C13 C8 C5 119.80(15) . . ?
C10 C9 C8 120.13(17) . . ?
C10 C9 H10 119.9 . . ?
C8 C9 H10 119.9 . . ?
C11 C10 C9 120.60(18) . . ?
C11 C10 H15 119.7 . . ?
C9 C10 H15 119.7 . . ?
C12 C11 C10 119.58(17) . . ?
C12 C11 C14 120.44(19) . . ?
C10 C11 C14 119.96(19) . . ?
C11 C12 C13 120.36(17) . . ?
C11 C12 H13 119.8 . . ?
C13 C12 H13 119.8 . . ?
C12 C13 C8 120.76(18) . . ?
C12 C13 H12 119.6 . . ?
C8 C13 H12 119.6 . . ?
O1 C14 O2 124.0(2) . . ?
O1 C14 C11 120.4(2) . . ?
O2 C14 C11 115.5(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C14 1.206(3) . ?
O1 H1O 0.8400 . ?
O2 C14 1.271(3) . ?
O2 H2O 0.8400 . ?
C1 C1 1.399(4) 6_655 ?
C1 C2 1.4650(17) . ?
C1 C2 1.4652(17) 19_667 ?
C2 C7 1.412(2) . ?
C2 C3 1.414(2) . ?
C3 C4 1.404(2) . ?
C3 C3 1.459(3) 24_657 ?
C4 C5 1.381(2) . ?
C4 H5 0.9500 . ?
C5 C6 1.402(2) . ?
C5 C8 1.487(2) . ?
C6 C7 1.374(2) . ?
C6 H7 0.9500 . ?
C7 H4 0.9500 . ?
C8 C9 1.393(2) . ?
C8 C13 1.401(2) . ?
C9 C10 1.389(2) . ?
C9 H10 0.9500 . ?
C10 C11 1.389(3) . ?
C10 H15 0.9500 . ?
C11 C12 1.375(3) . ?
C11 C14 1.508(3) . ?
C12 C13 1.384(2) . ?
C12 H13 0.9500 . ?
C13 H12 0.9500 . ?
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 O2 . . 29_656 2.451(2) 0.820 1.694 152.5 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
_geom_torsion_publ_flag
C1 C1 C2 C7 -158.11(11) 6_655 . . . ?
C2 C1 C2 C7 21.89(11) 19_667 . . . ?
C1 C1 C2 C3 15.28(15) 6_655 . . . ?
C2 C1 C2 C3 -164.72(15) 19_667 . . . ?
C7 C2 C3 C4 0.0(2) . . . . ?
C1 C2 C3 C4 -173.73(12) . . . . ?
C7 C2 C3 C3 179.34(16) . . . 24_657 ?
C1 C2 C3 C3 5.6(2) . . . 24_657 ?
C2 C3 C4 C5 -2.1(2) . . . . ?
C3 C3 C4 C5 178.56(17) 24_657 . . . ?
C3 C4 C5 C6 2.4(2) . . . . ?
C3 C4 C5 C8 -179.93(14) . . . . ?
C4 C5 C6 C7 -0.5(2) . . . . ?
C8 C5 C6 C7 -178.23(14) . . . . ?
C5 C6 C7 C2 -1.6(2) . . . . ?
C3 C2 C7 C6 1.8(2) . . . . ?
C1 C2 C7 C6 175.38(13) . . . . ?
C4 C5 C8 C9 -38.5(2) . . . . ?
C6 C5 C8 C9 139.21(18) . . . . ?
C4 C5 C8 C13 142.24(17) . . . . ?
C6 C5 C8 C13 -40.1(2) . . . . ?
C13 C8 C9 C10 0.6(3) . . . . ?
C5 C8 C9 C10 -178.73(16) . . . . ?
C8 C9 C10 C11 0.2(3) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C9 C10 C11 C14 177.0(2) . . . . ?
C10 C11 C12 C13 1.7(3) . . . . ?
C14 C11 C12 C13 -176.60(19) . . . . ?
C11 C12 C13 C8 -1.0(3) . . . . ?
C9 C8 C13 C12 -0.2(3) . . . . ?
C5 C8 C13 C12 179.13(17) . . . . ?
C12 C11 C14 O1 167.9(3) . . . . ?
C10 C11 C14 O1 -10.4(4) . . . . ?
C12 C11 C14 O2 -9.4(3) . . . . ?
C10 C11 C14 O2 172.3(2) . . . . ?
