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#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/44/7114430.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_7114430
loop_
_publ_author_name
'Kuroda, Reiko'
'Imai, Yoshitane'
'Tajima, Nobuo'
_publ_section_title
;
 Generation of a co-crystal phase with novel coloristic properties via
 solid state grinding procedures
;
_journal_issue                   23
_journal_name_full               'Chemical Communications'
_journal_page_first              2848
_journal_paper_doi               10.1039/b207417f
_journal_year                    2002
_chemical_formula_sum            'C29 H20 O5'
_chemical_formula_weight         448.45
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 118.9320(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.1317(16)
_cell_length_b                   13.7800(9)
_cell_length_c                   13.9782(9)
_cell_measurement_reflns_used    5469
_cell_measurement_temperature    133
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      1.73
_cell_volume                     4405.3(5)
_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      133
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0501
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16286
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.831926
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.803
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5469
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.803
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0406
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0571P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0993
_reflns_number_gt                3254
_reflns_number_total             5469
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207417f.txt
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7114430
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C6 C 0.08417(6) 0.29016(10) -0.03483(12) 0.0349(3) Uani 1 1 d .
H6A H 0.0654 0.2659 -0.1058 0.042 Uiso 1 1 calc R
C8 C 0.16448(6) 0.37876(10) 0.10685(11) 0.0286(3) Uani 1 1 d .
H8A H 0.1994 0.4124 0.1307 0.034 Uiso 1 1 calc R
C7 C 0.13693(6) 0.34114(10) 0.00345(11) 0.0330(3) Uani 1 1 d .
H7A H 0.1534 0.3495 -0.0420 0.040 Uiso 1 1 calc R
C5 C 0.06054(6) 0.27629(10) 0.03248(11) 0.0313(3) Uani 1 1 d .
H5A H 0.0259 0.2416 0.0071 0.038 Uiso 1 1 calc R
C3 C 0.09026(6) 0.33951(10) 0.31278(11) 0.0298(3) Uani 1 1 d .
H3A H 0.0740 0.3299 0.3583 0.036 Uiso 1 1 calc R
C4 C 0.06390(6) 0.30116(9) 0.21053(11) 0.0283(3) Uani 1 1 d .
H4A H 0.0295 0.2660 0.1866 0.034 Uiso 1 1 calc R
C2 C 0.14233(5) 0.39395(9) 0.35025(11) 0.0271(3) Uani 1 1 d .
O1 O 0.16373(4) 0.43061(7) 0.45283(7) 0.0368(2) Uani 1 1 d .
H1A H 0.1974 0.4493 0.4749 0.055 Uiso 1 1 calc R
O2 O 0.17308(4) 0.62044(7) 0.28838(8) 0.0388(3) Uani 1 1 d .
H2A H 0.1446 0.5845 0.2674 0.058 Uiso 1 1 calc R
C1 C 0.16811(5) 0.40847(9) 0.28567(10) 0.0243(3) Uani 1 1 d .
O1QB O 0.06054(4) 0.56318(7) 0.20428(8) 0.0372(2) Uani 1 1 d .
C19 C 0.27880(5) 0.41763(10) 0.37238(10) 0.0281(3) Uani 1 1 d .
C2QB C 0.05679(6) 0.53863(10) 0.03366(11) 0.0305(3) Uani 1 1 d .
H2QA H 0.0938 0.5648 0.0574 0.037 Uiso 1 1 calc R
C1QB C 0.03233(6) 0.53525(9) 0.10892(11) 0.0296(3) Uani 1 1 d .
C9 C 0.14076(5) 0.36743(9) 0.17810(10) 0.0248(3) Uani 1 1 d .
C10 C 0.08783(5) 0.31370(9) 0.13997(11) 0.0263(3) Uani 1 1 d .
C11 C 0.22353(5) 0.46623(10) 0.32783(10) 0.0266(3) Uani 1 1 d .
C20 C 0.33127(6) 0.47322(11) 0.41471(11) 0.0336(3) Uani 1 1 d .
C12 C 0.22260(6) 0.56598(10) 0.32606(11) 0.0302(3) Uani 1 1 d .
C3QB C 0.02667(6) 0.50482(10) -0.06783(11) 0.0311(3) Uani 1 1 d .
H3QA H 0.0433 0.5066 -0.1135 0.037 Uiso 1 1 calc R
C18 C 0.28359(6) 0.31565(10) 0.37800(11) 0.0337(3) Uani 1 1 d .
H18A H 0.2499 0.2780 0.3507 0.040 Uiso 1 1 calc R
C13 C 0.27459(7) 0.62063(11) 0.36542(13) 0.0404(4) Uani 1 1 d .
H13A H 0.2728 0.6880 0.3617 0.049 Uiso 1 1 calc R
C15 C 0.38558(6) 0.42447(13) 0.46190(11) 0.0425(4) Uani 1 1 d .
H15A H 0.4200 0.4604 0.4907 0.051 Uiso 1 1 calc R
C16 C 0.38836(6) 0.32640(13) 0.46583(12) 0.0465(4) Uani 1 1 d .
H16A H 0.4245 0.2955 0.4971 0.056 Uiso 1 1 calc R
C17 C 0.33693(6) 0.27116(12) 0.42290(12) 0.0425(4) Uani 1 1 d .
H17A H 0.3391 0.2038 0.4250 0.051 Uiso 1 1 calc R
C14 C 0.32714(6) 0.57519(12) 0.40869(12) 0.0410(4) Uani 1 1 d .
H14A H 0.3611 0.6121 0.4349 0.049 Uiso 1 1 calc R
C4QA C 0.05896(7) 0.92349(13) 0.20841(13) 0.0432(4) Uani 1 1 d .
C3QA C 0.10335(8) 0.84890(12) 0.25877(13) 0.0471(4) Uani 1 1 d .
H3QB H 0.0928 0.7841 0.2423 0.056 Uiso 1 1 calc R
O1Q O 0.22825(5) 0.99309(13) 0.41300(10) 0.0881(5) Uani 1 1 d .
C5QA C 0.07713(7) 1.02330(12) 0.23873(14) 0.0483(4) Uani 1 1 d .
H5QA H 0.0492 1.0722 0.2094 0.058 Uiso 1 1 calc R
C1QA C 0.17726(7) 0.97161(14) 0.35442(13) 0.0500(5) Uani 1 1 d .
O2Q O 0.00838(5) 0.90321(12) 0.14314(11) 0.0753(4) Uani 1 1 d .
C6QA C 0.13180(7) 1.04723(12) 0.30634(14) 0.0497(4) Uani 1 1 d .
H6QA H 0.1418 1.1121 0.3238 0.060 Uiso 1 1 calc R
C2QA C 0.15817(8) 0.87065(13) 0.32716(13) 0.0522(5) Uani 1 1 d .
H2QB H 0.1853 0.8209 0.3588 0.063 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
C5 C6 C7 119.73(13) . .
C7 C8 C9 121.13(13) . .
C8 C7 C6 120.72(13) . .
C6 C5 C10 121.19(13) . .
C4 C3 C2 120.25(13) . .
C3 C4 C10 121.15(12) . .
O1 C2 C1 123.72(11) . .
O1 C2 C3 114.78(12) . .
C1 C2 C3 121.50(12) . .
C2 C1 C9 118.47(11) . .
C2 C1 C11 120.32(11) . .
C9 C1 C11 121.21(11) . .
C18 C19 C20 118.10(12) . .
C18 C19 C11 122.27(12) . .
C20 C19 C11 119.62(13) . .
C3QB C2QB C1QB 120.90(13) . .
O1QB C1QB C3QB 120.43(13) . 5_565
O1QB C1QB C2QB 121.58(12) . .
C3QB C1QB C2QB 117.98(12) 5_565 .
C8 C9 C10 118.09(12) . .
C8 C9 C1 122.00(12) . .
C10 C9 C1 119.91(12) . .
C5 C10 C4 122.17(12) . .
C5 C10 C9 119.11(12) . .
C4 C10 C9 118.71(12) . .
C12 C11 C19 118.72(12) . .
C12 C11 C1 121.19(11) . .
C19 C11 C1 120.08(12) . .
C14 C20 C15 122.21(13) . .
C14 C20 C19 118.74(12) . .
C15 C20 C19 119.06(14) . .
O2 C12 C11 124.26(12) . .
O2 C12 C13 114.32(13) . .
C11 C12 C13 121.41(13) . .
C2QB C3QB C1QB 121.11(13) . 5_565
C17 C18 C19 121.08(14) . .
C14 C13 C12 120.22(14) . .
C16 C15 C20 121.06(14) . .
C15 C16 C17 120.23(14) . .
C18 C17 C16 120.45(16) . .
C13 C14 C20 121.26(13) . .
O2Q C4QA C5QA 121.24(16) . .
O2Q C4QA C3QA 121.50(16) . .
C5QA C4QA C3QA 117.26(14) . .
C2QA C3QA C4QA 121.65(15) . .
C6QA C5QA C4QA 122.35(16) . .
O1Q C1QA C2QA 122.06(18) . .
O1Q C1QA C6QA 120.90(19) . .
C2QA C1QA C6QA 117.03(14) . .
C5QA C6QA C1QA 120.31(16) . .
C3QA C2QA C1QA 121.30(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C6 C5 1.366(2) .
C6 C7 1.4025(19) .
C8 C7 1.3672(18) .
C8 C9 1.4135(18) .
C5 C10 1.4125(18) .
C3 C4 1.3580(19) .
C3 C2 1.4137(18) .
C4 C10 1.4109(19) .
C2 O1 1.3594(15) .
C2 C1 1.3773(18) .
O2 C12 1.3623(16) .
C1 C9 1.4324(17) .
C1 C11 1.5009(17) .
O1QB C1QB 1.2319(16) .
C19 C18 1.4097(19) .
C19 C20 1.4254(18) .
C19 C11 1.4326(18) .
C2QB C3QB 1.3300(19) .
C2QB C1QB 1.472(2) .
C1QB C3QB 1.4678(19) 5_565
C9 C10 1.4255(17) .
C11 C12 1.3747(18) .
C20 C14 1.409(2) .
C20 C15 1.412(2) .
C12 C13 1.4115(19) .
C3QB C1QB 1.4678(19) 5_565
C18 C17 1.3662(19) .
C13 C14 1.357(2) .
C15 C16 1.353(2) .
C16 C17 1.402(2) .
C4QA O2Q 1.2209(17) .
C4QA C5QA 1.450(2) .
C4QA C3QA 1.452(2) .
C3QA C2QA 1.316(2) .
O1Q C1QA 1.2157(18) .
C5QA C6QA 1.318(2) .
C1QA C2QA 1.465(2) .
C1QA C6QA 1.475(2) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 92017673
