#------------------------------------------------------------------------------
#$Date: 2019-11-28 13:09:37 +0200 (Thu, 28 Nov 2019) $
#$Revision: 243854 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/54/7125466.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_7125466
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 H28 O4'
_chemical_formula_weight         548.60
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 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                 101.080(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.498(3)
_cell_length_b                   9.646(2)
_cell_length_c                   14.687(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1459.5(6)
_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  0.0528
_diffrn_reflns_av_sigmaI/netI    0.0634
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            4024
_diffrn_reflns_theta_max         25.54
_diffrn_reflns_theta_min         2.20
_exptl_absorpt_coefficient_mu    0.080
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             576
_refine_diff_density_max         0.241
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.0304(145)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.112
_refine_ls_goodness_of_fit_obs   1.139
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2398
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.232
_refine_ls_restrained_S_obs      1.139
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_obs          0.0806
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1388P)²+0.2386P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2696
_refine_ls_wR_factor_obs         0.2358
_reflns_number_observed          2113
_reflns_number_total             2415
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            904144c.txt
_cod_data_source_block           y14
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1388P)^2^+0.2386P] 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^)+(0.1388P)^2^+0.2386P] 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        1459.6(5)
_cod_database_code               7125466
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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 0.6440(3) -0.3734(2) 0.4654(2) 0.1060(8) Uani 1 d .
O2 O 0.2851(2) 0.0245(3) 0.3960(2) 0.1160(9) Uani 1 d .
C1 C 0.5648(3) -0.2803(3) 0.4500(2) 0.0823(8) Uani 1 d .
C2 C 0.4532(4) -0.2712(4) 0.4980(2) 0.0935(10) Uani 1 d .
C3 C 0.3645(3) -0.1722(4) 0.4816(2) 0.0918(10) Uani 1 d .
C4 C 0.3686(3) -0.0639(3) 0.4109(2) 0.0830(9) Uani 1 d .
C5 C 0.4897(2) 0.0343(3) 0.2958(2) 0.0691(7) Uani 1 d .
C6 C 0.5966(2) 0.0403(3) 0.2522(2) 0.0627(7) Uani 1 d .
C7 C 0.6922(2) -0.0624(3) 0.2734(2) 0.0621(7) Uani 1 d .
C8 C 0.6799(2) -0.1669(3) 0.3357(2) 0.0670(7) Uani 1 d .
C9 C 0.5744(3) -0.1688(3) 0.3810(2) 0.0682(7) Uani 1 d .
C10 C 0.4791(2) -0.0669(3) 0.3605(2) 0.0690(7) Uani 1 d .
C11 C 0.6068(2) 0.1531(3) 0.1847(2) 0.0654(7) Uani 1 d .
C12 C 0.5172(3) 0.1618(3) 0.1019(2) 0.0819(9) Uani 1 d .
H12 H 0.4744(3) 0.0897(3) 0.0845(2) 0.086 Uiso 1 d R
C13 C 0.5228(3) 0.2690(4) 0.0397(2) 0.0964(10) Uani 1 d .
H13 H 0.4747(3) 0.3150(4) -0.0222(2) 0.128 Uiso 1 d R
C14 C 0.6175(3) 0.3703(3) 0.0602(2) 0.0921(10) Uani 1 d .
H14 H 0.5988(3) 0.4458(3) 0.0164(2) 0.087 Uiso 1 d R
C15 C 0.7056(3) 0.3655(3) 0.1426(2) 0.0764(8) Uani 1 d .
H15 H 0.7952(3) 0.4606(3) 0.1539(2) 0.114 Uiso 1 d R
C16 C 0.7023(2) 0.2562(3) 0.2052(2) 0.0648(7) Uani 1 d .
H2 H 0.4589 -0.3383 0.5434 0.067 Uiso 1 d .
H3 H 0.2330 -0.1524 0.5009 0.120 Uiso 1 d .
H5 H 0.4309 0.0888 0.2775 0.065 Uiso 1 d .
H8 H 0.7560 -0.2356 0.3468 0.092 Uiso 1 d .
C17 C 0.7500 0.6430(9) -0.2500 0.204(5) Uani 1 d SD
C18 C 0.6544(27) 0.5572(24) -0.2094(16) 0.210(12) Uani 0.50 d PD
C19 C 0.6224(12) 0.4230(20) -0.2579(20) 0.300(21) Uani 0.50 d PD
C20 C 0.7500 0.3484(10) -0.2500 0.206(6) Uani 1 d SD
C21 C 0.8546(19) 0.4404(23) -0.2879(17) 0.212(10) Uani 0.50 d PD
C22 C 0.8788(13) 0.5685(18) -0.2312(15) 0.193(9) Uani 0.50 d PD
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_1
_geom_angle_site_symmetry_3
O1 C1 C2 122.0(3) . .
O1 C1 C9 121.7(3) . .
C2 C1 C9 116.3(3) . .
C3 C2 C1 123.3(3) . .
C2 C3 C4 121.6(3) . .
O2 C4 C3 120.4(2) . .
O2 C4 C10 121.9(3) . .
C3 C4 C10 117.7(3) . .
C10 C5 C6 121.5(2) . .
C5 C6 C7 118.3(2) . .
C5 C6 C11 120.1(2) . .
C7 C6 C11 121.6(2) . .
C8 C7 C6 120.5(2) . .
C8 C7 C7 119.2(2) . 2_655
C6 C7 C7 120.3(2) . 2_655
C7 C8 C9 120.5(2) . .
C10 C9 C8 119.3(2) . .
C10 C9 C1 121.0(2) . .
C8 C9 C1 119.7(2) . .
C5 C10 C9 119.9(2) . .
C5 C10 C4 120.1(2) . .
C9 C10 C4 120.0(2) . .
C12 C11 C16 118.7(2) . .
C12 C11 C6 120.2(2) . .
C16 C11 C6 121.0(2) . .
C13 C12 C11 120.9(3) . .
C14 C13 C12 120.1(3) . .
C15 C14 C13 120.0(3) . .
C14 C15 C16 120.3(3) . .
C11 C16 C15 119.9(2) . .
C11 C16 C16 121.3(2) . 2_655
C15 C16 C16 118.7(2) . 2_655
C22 C17 C22 123.1(15) 2_654 .
C22 C17 C18 34.0(12) 2_654 .
C22 C17 C18 107.9(10) . .
C22 C17 C18 107.9(10) 2_654 2_654
C22 C17 C18 34.0(12) . 2_654
C18 C17 C18 113.5(20) . 2_654
C22 C18 C21 94.2(19) 2_654 2_654
C22 C18 C19 67.8(20) 2_654 .
C21 C18 C19 26.5(16) 2_654 .
C22 C18 C17 73.0(11) 2_654 .
C21 C18 C17 126.2(21) 2_654 .
C19 C18 C17 113.3(16) . .
C21 C19 C22 82.1(23) 2_654 2_654
C21 C19 C18 46.8(26) 2_654 .
C22 C19 C18 35.3(12) 2_654 .
C21 C19 C20 84.3(25) 2_654 .
C22 C19 C20 118.1(15) 2_654 .
C18 C19 C20 105.2(17) . .
C19 C20 C19 122.9(17) 2_654 .
C19 C20 C21 25.6(11) 2_654 .
C19 C20 C21 111.7(12) . .
C19 C20 C21 111.7(12) 2_654 2_654
C19 C20 C21 25.6(11) . 2_654
C21 C20 C21 112.3(12) . 2_654
C19 C21 C18 106.7(35) 2_654 2_654
C19 C21 C22 70.5(27) 2_654 .
C18 C21 C22 36.3(15) 2_654 .
C19 C21 C20 70.1(24) 2_654 .
C18 C21 C20 120.6(16) 2_654 .
C22 C21 C20 108.8(16) . .
C18 C22 C19 76.8(23) 2_654 2_654
C18 C22 C21 49.4(20) 2_654 .
C19 C22 C21 27.5(13) 2_654 .
C18 C22 C17 73.0(11) 2_654 .
C19 C22 C17 117.7(12) 2_654 .
C21 C22 C17 104.1(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.215(4) .
O2 C4 1.213(4) .
C1 C2 1.482(4) .
C1 C9 1.495(4) .
C2 C3 1.324(5) .
C3 C4 1.478(5) .
C4 C10 1.492(3) .
C5 C10 1.382(4) .
C5 C6 1.396(3) .
C6 C7 1.402(3) .
C6 C11 1.489(3) .
C7 C8 1.384(3) .
C7 C7 1.504(4) 2_655
C8 C9 1.398(3) .
C9 C10 1.393(4) .
C11 C12 1.390(4) .
C11 C16 1.402(3) .
C12 C13 1.390(4) .
C13 C14 1.385(5) .
C14 C15 1.375(5) .
C15 C16 1.404(3) .
C16 C16 1.494(5) 2_655
C17 C22 1.509(9) 2_654
C17 C22 1.509(9) .
C17 C18 1.509(9) .
C17 C18 1.509(9) 2_654
C18 C22 0.88(3) 2_654
C18 C21 1.13(3) 2_654
C18 C19 1.485(10) .
C19 C21 0.69(3) 2_654
C19 C22 1.41(3) 2_654
C19 C20 1.505(10) .
C20 C19 1.505(10) 2_654
C20 C21 1.59(3) .
C20 C21 1.59(3) 2_654
C21 C19 0.69(3) 2_654
C21 C18 1.13(3) 2_654
C21 C22 1.484(10) .
C22 C18 0.88(3) 2_654
C22 C19 1.41(3) 2_654
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 -178.9(4) . .
C9 C1 C2 C3 0.8(5) . .
C1 C2 C3 C4 1.7(6) . .
C2 C3 C4 O2 178.8(3) . .
C2 C3 C4 C10 -2.0(5) . .
C10 C5 C6 C7 2.0(4) . .
C10 C5 C6 C11 -178.3(2) . .
C5 C6 C7 C8 0.3(4) . .
C11 C6 C7 C8 -179.4(2) . .
C5 C6 C7 C7 178.6(2) . 2_655
C11 C6 C7 C7 -1.1(4) . 2_655
C6 C7 C8 C9 -2.4(4) . .
C7 C7 C8 C9 179.2(3) 2_655 .
C7 C8 C9 C10 2.3(4) . .
C7 C8 C9 C1 -178.3(3) . .
O1 C1 C9 C10 176.5(3) . .
C2 C1 C9 C10 -3.2(4) . .
O1 C1 C9 C8 -2.9(5) . .
C2 C1 C9 C8 177.4(3) . .
C6 C5 C10 C9 -2.2(4) . .
C6 C5 C10 C4 175.4(3) . .
C8 C9 C10 C5 0.0(4) . .
C1 C9 C10 C5 -179.4(3) . .
C8 C9 C10 C4 -177.5(2) . .
C1 C9 C10 C4 3.0(4) . .
O2 C4 C10 C5 1.2(5) . .
C3 C4 C10 C5 -178.0(3) . .
O2 C4 C10 C9 178.7(3) . .
C3 C4 C10 C9 -0.5(4) . .
C5 C6 C11 C12 -64.9(3) . .
C7 C6 C11 C12 114.8(3) . .
C5 C6 C11 C16 111.9(3) . .
C7 C6 C11 C16 -68.4(3) . .
C16 C11 C12 C13 1.0(4) . .
C6 C11 C12 C13 177.9(3) . .
C11 C12 C13 C14 -0.9(5) . .
C12 C13 C14 C15 -0.5(5) . .
C13 C14 C15 C16 1.7(4) . .
C12 C11 C16 C15 0.2(3) . .
C6 C11 C16 C15 -176.7(2) . .
C12 C11 C16 C16 177.3(2) . 2_655
C6 C11 C16 C16 0.4(3) . 2_655
C14 C15 C16 C11 -1.5(4) . .
C14 C15 C16 C16 -178.7(3) . 2_655
C22 C17 C18 C22 0.000(4) 2_654 2_654
C22 C17 C18 C22 -123.3(29) . 2_654
C18 C17 C18 C22 -87.3(22) 2_654 2_654
C22 C17 C18 C21 82.6(24) 2_654 2_654
C22 C17 C18 C21 -40.6(39) . 2_654
C18 C17 C18 C21 -4.7(30) 2_654 2_654
C22 C17 C18 C19 55.9(16) 2_654 .
C22 C17 C18 C19 -67.4(26) . .
C18 C17 C18 C19 -31.5(17) 2_654 .
C22 C18 C19 C21 -175.9(42) 2_654 2_654
C21 C18 C19 C21 0.000(3) 2_654 2_654
C17 C18 C19 C21 125.3(42) . 2_654
C22 C18 C19 C22 0.000(2) 2_654 2_654
C21 C18 C19 C22 175.9(42) 2_654 2_654
C17 C18 C19 C22 -58.7(12) . 2_654
C22 C18 C19 C20 117.4(31) 2_654 .
C21 C18 C19 C20 -66.6(28) 2_654 .
C17 C18 C19 C20 58.7(32) . .
C21 C19 C20 C19 -70.6(25) 2_654 2_654
C22 C19 C20 C19 7.3(19) 2_654 2_654
C18 C19 C20 C19 -28.3(15) . 2_654
C21 C19 C20 C21 -96.6(33) 2_654 .
C22 C19 C20 C21 -18.7(28) 2_654 .
C18 C19 C20 C21 -54.3(23) . .
C21 C19 C20 C21 0.000(4) 2_654 2_654
C22 C19 C20 C21 77.8(20) 2_654 2_654
C18 C19 C20 C21 42.2(19) . 2_654
C19 C20 C21 C19 0.000(5) 2_654 2_654
C19 C20 C21 C19 121.6(26) . 2_654
C21 C20 C21 C19 94.0(30) 2_654 2_654
C19 C20 C21 C18 -98.2(41) 2_654 2_654
C19 C20 C21 C18 23.4(32) . 2_654
C21 C20 C21 C18 -4.2(26) 2_654 2_654
C19 C20 C21 C22 -60.1(28) 2_654 .
C19 C20 C21 C22 61.5(16) . .
C21 C20 C21 C22 33.9(10) 2_654 .
C19 C21 C22 C18 -176.2(39) 2_654 2_654
C18 C21 C22 C18 0.0 2_654 2_654
C20 C21 C22 C18 -116.3(33) . 2_654
C19 C21 C22 C19 0.0 2_654 2_654
C18 C21 C22 C19 176.2(39) 2_654 2_654
C20 C21 C22 C19 59.8(22) . 2_654
C19 C21 C22 C17 -123.8(25) 2_654 .
C18 C21 C22 C17 52.3(22) 2_654 .
C20 C21 C22 C17 -64.0(21) . .
C22 C17 C22 C18 71.8(26) 2_654 2_654
C18 C17 C22 C18 105.7(27) . 2_654
C18 C17 C22 C18 0.000(6) 2_654 2_654
C22 C17 C22 C19 7.2(20) 2_654 2_654
C18 C17 C22 C19 41.1(25) . 2_654
C18 C17 C22 C19 -64.6(28) 2_654 2_654
C22 C17 C22 C21 32.9(15) 2_654 .
C18 C17 C22 C21 66.8(18) . .
C18 C17 C22 C21 -38.9(24) 2_654 .
