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#$Date: 2025-08-22 10:56:18 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301860 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/54/7125464.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_7125464
loop_
_publ_author_name
'Yang, Xiao-Ping'
'Du, Da-Ming'
'Li, Qi'
'Mak, Thomas C. W.'
'Wong, Henry N. C.'
_publ_section_title
;
 Synthesis, structure and inclusion properties of
 1,4,15,18-tetrahydro-1,4,15,18-tetraoxodibenzo[b,h]tetraphenylene†
;
_journal_issue                   16
_journal_name_full               'Chemical Communications'
_journal_page_first              1607
_journal_paper_doi               10.1039/a904144c
_journal_year                    1999
_chemical_formula_sum            'C38 H30 O4'
_chemical_formula_weight         550.62
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 100.550(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.807(2)
_cell_length_b                   18.590(3)
_cell_length_c                   10.590(2)
_cell_measurement_temperature    293(2)
_cell_volume                     3059.3(9)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0644
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4254
_diffrn_reflns_theta_max         25.61
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    0.077
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.0152(31)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   0.731
_refine_ls_goodness_of_fit_obs   0.710
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         2381
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.736
_refine_ls_restrained_S_obs      0.710
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_obs          0.0632
_refine_ls_shift/esd_max         0.238
_refine_ls_shift/esd_mean        0.033
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1994P)²+1.8868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2095
_refine_ls_wR_factor_obs         0.1906
_reflns_number_observed          2109
_reflns_number_total             2386
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            904144c.txt
_cod_data_source_block           ya10
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1994P)^2^+1.8868P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. A new data item '_refine_ls_weighting_details' was
created with the value set to
'w=1/[\s^2^(Fo^2^)+(0.1994P)^2^+1.8868P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3059.3(8)
_cod_database_code               7125464
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.2992(2) 0.38682(12) 0.5585(2) 0.1057(8) Uani 1 d .
O2 O 0.3496(2) 0.19120(13) 0.2131(2) 0.1103(9) Uani 1 d .
C1 C 0.3116(2) 0.34118(14) 0.4820(3) 0.0736(7) Uani 1 d .
C2 C 0.2651(2) 0.3428(2) 0.3477(3) 0.0869(8) Uani 1 d .
H2 H 0.2272(2) 0.3810(2) 0.3240(3) 0.120 Uiso 1 d R
C3 C 0.2783(2) 0.2940(2) 0.2621(3) 0.0891(9) Uani 1 d .
H3 H 0.2417(2) 0.2953(2) 0.1834(3) 0.120 Uiso 1 d R
C4 C 0.3385(2) 0.23464(15) 0.2941(3) 0.0774(7) Uani 1 d .
C5 C 0.44330(15) 0.17365(11) 0.4664(2) 0.0615(6) Uani 1 d .
H5 H 0.45008(15) 0.13810(11) 0.4068(2) 0.120 Uiso 1 d R
C6 C 0.48721(13) 0.16715(10) 0.5921(2) 0.0529(5) Uani 1 d .
C7 C 0.47492(14) 0.21992(11) 0.6830(2) 0.0542(5) Uani 1 d .
C8 C 0.41868(14) 0.27626(11) 0.6447(2) 0.0598(6) Uani 1 d .
H8 H 0.40983(14) 0.31119(11) 0.7043(2) 0.080 Uiso 1 d R
C9 C 0.37312(14) 0.28133(12) 0.5194(2) 0.0609(6) Uani 1 d .
C10 C 0.38627(15) 0.22972(12) 0.4290(2) 0.0606(6) Uani 1 d .
C11 C 0.54898(14) 0.10622(11) 0.6255(2) 0.0540(5) Uani 1 d .
C12 C 0.53742(13) 0.05401(10) 0.7160(2) 0.0527(5) Uani 1 d .
C13 C 0.59504(15) -0.00368(11) 0.7370(2) 0.0611(6) Uani 1 d .
H13 H 0.58934(15) -0.03871(11) 0.7980(2) 0.080 Uiso 1 d R
C14 C 0.6621(2) -0.00990(13) 0.6712(2) 0.0690(7) Uani 1 d .
H14 H 0.6994(2) -0.04928(13) 0.6835(2) 0.080 Uiso 1 d R
C15 C 0.6724(2) 0.04101(14) 0.5812(2) 0.0694(7) Uani 1 d .
H15 H 0.7179(2) 0.03835(14) 0.5354(2) 0.080 Uiso 1 d R
C16 C 0.61661(14) 0.09896(12) 0.5585(2) 0.0609(6) Uani 1 d .
H16 H 0.62285(14) 0.13359(12) 0.4970(2) 0.080 Uiso 1 d R
C17 C 0.6115(7) 0.3665(7) 0.5075(11) 0.300(6) Uani 1 d D
H17A H 0.6643(7) 0.3544(7) 0.5640(11) 0.450 Uiso 1 calc R
H17B H 0.6210(7) 0.3679(7) 0.4206(11) 0.450 Uiso 1 calc R
H17C H 0.5687(7) 0.3308(7) 0.5148(11) 0.450 Uiso 1 calc R
C18 C 0.5833(9) 0.4332(8) 0.5409(26) 0.420(13) Uani 1 d D
H18A H 0.5782(9) 0.4292(8) 0.6305(26) 0.504 Uiso 1 calc R
H18B H 0.6308(9) 0.4660(8) 0.5385(26) 0.504 Uiso 1 calc R
C19 C 0.5154(8) 0.4667(5) 0.4856(16) 0.319(8) Uani 1 d D
H19A H 0.4684(8) 0.4335(5) 0.4886(16) 0.383 Uiso 1 calc R
H19B H 0.5207(8) 0.4697(5) 0.3960(16) 0.383 Uiso 1 calc R
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'
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_3
O1 C1 C2 121.1(2) .
O1 C1 C9 121.6(2) .
C2 C1 C9 117.3(2) .
C3 C2 C1 122.1(2) .
C2 C3 C4 122.5(3) .
O2 C4 C3 120.8(2) .
O2 C4 C10 121.5(2) .
C3 C4 C10 117.7(2) .
C6 C5 C10 121.6(2) .
C5 C6 C7 119.1(2) .
C5 C6 C11 118.8(2) .
C7 C6 C11 122.0(2) .
C8 C7 C6 119.1(2) .
C8 C7 C7 118.6(2) 2_656
C6 C7 C7 122.1(2) 2_656
C9 C8 C7 121.5(2) .
C8 C9 C10 119.4(2) .
C8 C9 C1 120.3(2) .
C10 C9 C1 120.3(2) .
C5 C10 C9 119.4(2) .
C5 C10 C4 120.5(2) .
C9 C10 C4 120.1(2) .
C16 C11 C12 119.3(2) .
C16 C11 C6 118.8(2) .
C12 C11 C6 121.7(2) .
C13 C12 C11 118.5(2) .
C13 C12 C12 118.3(2) 2_656
C11 C12 C12 123.0(2) 2_656
C14 C13 C12 121.6(2) .
C13 C14 C15 119.6(2) .
C16 C15 C14 120.2(2) .
C15 C16 C11 120.7(2) .
C19 C18 C17 126.7(22) .
C18 C19 C19 129.1(22) 5_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.213(3) .
O2 C4 1.214(3) .
C1 C2 1.477(4) .
C1 C9 1.483(3) .
C2 C3 1.327(4) .
C3 C4 1.456(4) .
C4 C10 1.492(3) .
C5 C6 1.389(3) .
C5 C10 1.388(3) .
C6 C7 1.413(3) .
C6 C11 1.495(3) .
C7 C8 1.386(3) .
C7 C7 1.493(4) 2_656
C8 C9 1.393(3) .
C9 C10 1.397(3) .
C11 C16 1.394(3) .
C11 C12 1.399(3) .
C12 C13 1.398(3) .
C12 C12 1.493(4) 2_656
C13 C14 1.376(4) .
C14 C15 1.373(4) .
C15 C16 1.386(3) .
C17 C18 1.39(2) .
C18 C19 1.29(2) .
C19 C19 1.39(2) 5_666
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 179.2(3) . .
C9 C1 C2 C3 -1.3(5) . .
C1 C2 C3 C4 0.8(5) . .
C2 C3 C4 O2 -179.3(3) . .
C2 C3 C4 C10 0.1(5) . .
C10 C5 C6 C7 -1.5(3) . .
C10 C5 C6 C11 -178.9(2) . .
C5 C6 C7 C8 0.7(3) . .
C11 C6 C7 C8 178.0(2) . .
C5 C6 C7 C7 -174.9(2) . 2_656
C11 C6 C7 C7 2.3(3) . 2_656
C6 C7 C8 C9 1.0(3) . .
C7 C7 C8 C9 176.8(2) 2_656 .
C7 C8 C9 C10 -2.0(4) . .
C7 C8 C9 C1 178.3(2) . .
O1 C1 C9 C8 0.0(4) . .
C2 C1 C9 C8 -179.6(2) . .
O1 C1 C9 C10 -179.7(3) . .
C2 C1 C9 C10 0.8(4) . .
C6 C5 C10 C9 0.6(3) . .
C6 C5 C10 C4 -178.7(2) . .
C8 C9 C10 C5 1.2(3) . .
C1 C9 C10 C5 -179.1(2) . .
C8 C9 C10 C4 -179.5(2) . .
C1 C9 C10 C4 0.1(4) . .
O2 C4 C10 C5 -1.9(4) . .
C3 C4 C10 C5 178.7(2) . .
O2 C4 C10 C9 178.9(3) . .
C3 C4 C10 C9 -0.6(4) . .
C5 C6 C11 C16 57.1(3) . .
C7 C6 C11 C16 -120.1(2) . .
C5 C6 C11 C12 -118.7(2) . .
C7 C6 C11 C12 64.0(3) . .
C16 C11 C12 C13 0.6(3) . .
C6 C11 C12 C13 176.4(2) . .
C16 C11 C12 C12 -174.6(2) . 2_656
C6 C11 C12 C12 1.2(3) . 2_656
C11 C12 C13 C14 0.1(3) . .
C12 C12 C13 C14 175.5(2) 2_656 .
C12 C13 C14 C15 -0.9(3) . .
C13 C14 C15 C16 1.1(3) . .
C14 C15 C16 C11 -0.5(3) . .
C12 C11 C16 C15 -0.4(3) . .
C6 C11 C16 C15 -176.3(2) . .
C17 C18 C19 C19 -179.5(16) . 5_666
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168351517
