#------------------------------------------------------------------------------
#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/41/7114157.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_7114157
loop_
_publ_author_name
'Toda, Fumio'
'Senzaki, Mami'
'Kuroda, Reiko'
_publ_section_title
;
 A new supramolecular system of racemic-bis-??-naphthol, benzoquinone and
 aromatic hydrocarbon, which shows high molecular recognition ability
;
_journal_issue                   16
_journal_name_full               'Chemical Communications'
_journal_page_first              1788
_journal_paper_doi               10.1039/b203998m
_journal_year                    2002
_chemical_formula_moiety         'C20 H14 O2, 0.5(C6 H4 O2), 0.5(C14 H12)'
_chemical_formula_sum            'C30 H22 O3'
_chemical_formula_weight         430.48
_chemical_name_common
;
Complex of racemic bi-2-naphthol, p-benzoquinone and stilbene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                99.418(3)
_cell_angle_beta                 98.393(3)
_cell_angle_gamma                116.126(3)
_cell_formula_units_Z            2
_cell_length_a                   10.1828(14)
_cell_length_b                   10.8554(14)
_cell_length_c                   11.5925(16)
_cell_measurement_reflns_used    3724
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      1.84
_cell_volume                     1100.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0698
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6125
_diffrn_reflns_theta_full        24.71
_diffrn_reflns_theta_max         24.71
_diffrn_reflns_theta_min         1.84
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.938
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3724
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.938
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.0759
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1193P)²+0.9901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1822
_refine_ls_wR_factor_ref         0.2052
_reflns_number_gt                2560
_reflns_number_total             3724
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b203998m.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7114157
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.0273(3) 0.8185(2) 0.4572(2) 0.0265(6) Uani 1 1 d .
H1A H -0.0862 0.7365 0.4551 0.040 Uiso 1 1 calc R
O2 O 0.0861(3) 0.5769(3) 0.3568(2) 0.0249(6) Uani 1 1 d .
H2A H 0.1197 0.5288 0.3846 0.037 Uiso 1 1 calc R
O3 O 0.2054(3) 0.4145(3) 0.4525(2) 0.0254(6) Uani 1 1 d .
C1 C -0.0078(4) 0.8272(4) 0.3435(3) 0.0203(8) Uani 1 1 d .
C2 C 0.0658(4) 0.9652(4) 0.3287(3) 0.0239(8) Uani 1 1 d .
H2B H 0.0960 1.0429 0.3934 0.029 Uiso 1 1 calc R
C3 C 0.0930(4) 0.9858(4) 0.2196(3) 0.0240(8) Uani 1 1 d .
H3A H 0.1420 1.0777 0.2109 0.029 Uiso 1 1 calc R
C4 C 0.0480(4) 0.8693(4) 0.1194(3) 0.0224(8) Uani 1 1 d .
C5 C 0.0809(4) 0.8871(4) 0.0073(3) 0.0258(8) Uani 1 1 d .
H5A H 0.1335 0.9783 -0.0021 0.031 Uiso 1 1 calc R
C6 C 0.0372(4) 0.7736(4) -0.0874(3) 0.0286(9) Uani 1 1 d .
H6A H 0.0609 0.7878 -0.1603 0.034 Uiso 1 1 calc R
C7 C -0.0439(4) 0.6342(4) -0.0751(3) 0.0261(8) Uani 1 1 d .
H7A H -0.0745 0.5568 -0.1401 0.031 Uiso 1 1 calc R
C8 C -0.0776(4) 0.6131(4) 0.0328(3) 0.0213(8) Uani 1 1 d .
H8A H -0.1321 0.5210 0.0397 0.026 Uiso 1 1 calc R
C9 C -0.0310(4) 0.7290(4) 0.1340(3) 0.0201(8) Uani 1 1 d .
C10 C -0.0599(3) 0.7084(3) 0.2490(3) 0.0172(7) Uani 1 1 d .
C11 C -0.1443(4) 0.5636(3) 0.2680(3) 0.0189(7) Uani 1 1 d .
C12 C -0.3056(4) 0.4877(3) 0.2320(3) 0.0183(7) Uani 1 1 d .
C13 C -0.3918(4) 0.5426(4) 0.1740(3) 0.0211(8) Uani 1 1 d .
H13A H -0.3424 0.6302 0.1570 0.025 Uiso 1 1 calc R
C14 C -0.5459(4) 0.4701(4) 0.1425(3) 0.0242(8) Uani 1 1 d .
H14A H -0.6000 0.5092 0.1053 0.029 Uiso 1 1 calc R
C15 C -0.6235(4) 0.3365(4) 0.1660(3) 0.0269(9) Uani 1 1 d .
H15A H -0.7284 0.2873 0.1440 0.032 Uiso 1 1 calc R
C16 C -0.5439(4) 0.2795(4) 0.2211(3) 0.0246(8) Uani 1 1 d .
H16A H -0.5958 0.1911 0.2362 0.029 Uiso 1 1 calc R
C17 C -0.3850(4) 0.3516(4) 0.2556(3) 0.0220(8) Uani 1 1 d .
C18 C -0.2994(4) 0.2953(4) 0.3130(3) 0.0234(8) Uani 1 1 d .
H18A H -0.3493 0.2068 0.3283 0.028 Uiso 1 1 calc R
C19 C -0.1459(4) 0.3676(4) 0.3461(3) 0.0229(8) Uani 1 1 d .
H19A H -0.0922 0.3284 0.3835 0.027 Uiso 1 1 calc R
C20 C -0.0681(4) 0.5023(4) 0.3238(3) 0.0194(8) Uani 1 1 d .
C21 C 0.3416(4) 0.4534(4) 0.4741(3) 0.0220(8) Uani 1 1 d .
C22 C 0.4059(4) 0.3749(4) 0.5327(3) 0.0234(8) Uani 1 1 d .
H22A H 0.3421 0.2940 0.5537 0.028 Uiso 1 1 calc R
C23 C 0.5528(4) 0.4171(4) 0.5563(3) 0.0239(8) Uani 1 1 d .
H23A H 0.5901 0.3647 0.5924 0.029 Uiso 1 1 calc R
C31 C 0.3965(5) 0.8583(4) 0.2616(4) 0.0328(9) Uani 1 1 d .
H31A H 0.3082 0.8444 0.2845 0.039 Uiso 1 1 calc R
C32 C 0.3901(5) 0.8100(4) 0.1425(4) 0.0406(11) Uani 1 1 d .
H32A H 0.2979 0.7647 0.0856 0.049 Uiso 1 1 calc R
C33 C 0.5200(5) 0.8285(5) 0.1067(4) 0.0401(11) Uani 1 1 d .
H33A H 0.5156 0.7973 0.0259 0.048 Uiso 1 1 calc R
C34 C 0.6551(5) 0.8931(4) 0.1912(4) 0.0343(10) Uani 1 1 d .
H34A H 0.7423 0.9037 0.1678 0.041 Uiso 1 1 calc R
C35 C 0.6630(4) 0.9424(4) 0.3106(4) 0.0306(9) Uani 1 1 d .
H35A H 0.7555 0.9861 0.3669 0.037 Uiso 1 1 calc R
C36 C 0.5336(4) 0.9278(4) 0.3485(3) 0.0281(9) Uani 1 1 d .
C37 C 0.5516(4) 0.9919(4) 0.4762(4) 0.0335(9) Uani 1 1 d .
H37A H 0.6452 1.0242 0.5283 0.040 Uiso 1 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_1
_geom_angle_site_symmetry_3
O1 C1 C10 122.5(3) . .
O1 C1 C2 115.5(3) . .
C10 C1 C2 122.0(3) . .
C3 C2 C1 120.2(3) . .
C2 C3 C4 121.2(3) . .
C5 C4 C3 122.5(3) . .
C5 C4 C9 119.1(3) . .
C3 C4 C9 118.4(3) . .
C6 C5 C4 121.4(3) . .
C5 C6 C7 120.1(3) . .
C8 C7 C6 120.0(3) . .
C7 C8 C9 121.4(3) . .
C8 C9 C4 118.0(3) . .
C8 C9 C10 122.0(3) . .
C4 C9 C10 120.1(3) . .
C1 C10 C9 118.1(3) . .
C1 C10 C11 119.9(3) . .
C9 C10 C11 121.9(3) . .
C20 C11 C12 118.8(3) . .
C20 C11 C10 120.6(3) . .
C12 C11 C10 120.6(3) . .
C13 C12 C11 122.3(3) . .
C13 C12 C17 117.9(3) . .
C11 C12 C17 119.8(3) . .
C14 C13 C12 121.6(3) . .
C13 C14 C15 120.4(3) . .
C16 C15 C14 119.7(3) . .
C15 C16 C17 121.4(3) . .
C16 C17 C18 122.7(3) . .
C16 C17 C12 119.0(3) . .
C18 C17 C12 118.2(3) . .
C19 C18 C17 121.6(3) . .
C18 C19 C20 120.1(3) . .
O2 C20 C11 117.5(3) . .
O2 C20 C19 121.0(3) . .
C11 C20 C19 121.5(3) . .
O3 C21 C22 121.4(3) . .
O3 C21 C23 120.9(3) . 2_666
C22 C21 C23 117.7(3) . 2_666
C23 C22 C21 121.4(3) . .
C22 C23 C21 120.9(3) . 2_666
C32 C31 C36 120.9(4) . .
C31 C32 C33 120.5(4) . .
C34 C33 C32 119.5(4) . .
C33 C34 C35 120.5(4) . .
C34 C35 C36 121.0(4) . .
C31 C36 C35 117.6(4) . .
C31 C36 C37 124.1(3) . .
C35 C36 C37 118.2(3) . .
C37 C37 C36 126.6(5) 2_676 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.373(4) .
O2 C20 1.368(4) .
O3 C21 1.230(4) .
C1 C10 1.383(5) .
C1 C2 1.403(5) .
C2 C3 1.366(5) .
C3 C4 1.418(5) .
C4 C5 1.411(5) .
C4 C9 1.429(5) .
C5 C6 1.361(5) .
C6 C7 1.413(5) .
C7 C8 1.373(5) .
C8 C9 1.419(5) .
C9 C10 1.437(5) .
C10 C11 1.496(4) .
C11 C20 1.383(5) .
C11 C12 1.430(5) .
C12 C13 1.413(5) .
C12 C17 1.434(4) .
C13 C14 1.367(5) .
C14 C15 1.409(5) .
C15 C16 1.367(5) .
C16 C17 1.409(5) .
C17 C18 1.417(5) .
C18 C19 1.361(5) .
C19 C20 1.412(5) .
C21 C22 1.472(5) .
C21 C23 1.483(5) 2_666
C22 C23 1.326(5) .
C23 C21 1.483(5) 2_666
C31 C32 1.376(6) .
C31 C36 1.395(6) .
C32 C33 1.384(6) .
C33 C34 1.370(6) .
C34 C35 1.377(6) .
C35 C36 1.400(5) .
C36 C37 1.477(6) .
C37 C37 1.319(8) 2_676
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139184920
