#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/60/2006047.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2006047
loop_
_publ_author_name
'Kawai, Y.'
'Kunitomo, J.'
'Ohno, A.'
_publ_contact_author
;
    Dr. Yasushi Kawai
    Institute for Chemical Research
    Kyoto University
    Uji, Kyoto 611
    Japan
;
_publ_section_title
;
 A Novel Function of an Atropisomeric Flavin Model as a Host Compound
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              513
_journal_page_last               515
_journal_paper_doi               10.1107/S0108270197000255
_journal_volume                  53
_journal_year                    1997
_chemical_formula_analytical     'C69.77 H5.34 N8.45'
_chemical_formula_moiety         'C28 H23 N3 O4, C H4 O'
_chemical_formula_sum            'C29 H27 N3 O5'
_chemical_formula_weight         497.55
_chemical_name_systematic
;
2-[2,4-(3H,10H)-dioxo-10-(4-tert-butylphenyl)pyrimido[4,5-b]quinolin-3-yl]-
benzoic acid
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 103.561(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.613(1)
_cell_length_b                   21.448(3)
_cell_length_c                   9.1157(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      40.0
_cell_measurement_theta_min      37.2
_cell_volume                     2587.3(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;MSC/AFC Diffractometer Control Software (Molecular Structure Corporation,
 1992)
;
_computing_data_reduction
'PROCESS TEXSAN (Molecular Structure Corporation, 1993)'
_computing_publication_material  'FINISH TEXSAN'
_computing_structure_refinement  'LS TEXSAN'
_computing_structure_solution    'SAPI91 (Fan, 1991)'
_diffrn_ambient_temperature      293
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  'Ni filter'
_diffrn_radiation_source         'Rigaku rotating Cu anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.012
_diffrn_reflns_av_sigmaI/netI    0.033
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4169
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         60.0
_diffrn_reflns_theta_min         2.1
_diffrn_standards_decay_%        -5.91
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.722
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.920
_exptl_absorpt_correction_type   '\y scans (North,Phillips & Mathews,1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      1.28
_exptl_crystal_density_method
;
flotation in C~6~H~14~/CCl~4~
;
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.189
_refine_ls_extinction_coef       19.872
_refine_ls_extinction_method
;
Zachariasen (1967) type 2 Gaussian isotropic
;
_refine_ls_goodness_of_fit_all   1.389
_refine_ls_goodness_of_fit_obs   1.786
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     443
_refine_ls_number_reflns         3125
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_obs          0.0414
_refine_ls_shift/esd_max         0.0240
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0817
_refine_ls_wR_factor_obs         0.0682
_reflns_number_observed          3125
_reflns_number_total             3990
_reflns_observed_criterion       >3.0sigma(I)
_cod_data_source_file            de1045.cif
_cod_data_source_block           CbdFl
_cod_original_cell_volume        2587.4(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2006047
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2+y,1/2-z
'   -x,   -y,   -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_occupancy
_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_calc_flag
_atom_site_calc_attached_atom
O1 1.00 0.6756(1) 0.86064(6) 0.0220(1) 0.0713(4) Uani d .
O2 1.00 0.50278(10) 0.93076(6) 0.3564(1) 0.0695(4) Uani d .
O3 1.00 0.7332(1) 0.85806(8) 0.4366(2) 0.0814(5) Uani d .
O4 1.00 0.6562(1) 0.81049(8) 0.5941(2) 0.0879(5) Uani d .
O5 1.00 0.7758(1) 0.87415(7) -0.1961(2) 0.0776(4) Uani d .
N1 1.00 0.6930(1) 0.96333(7) 0.0790(2) 0.0556(4) Uani d .
N2 1.00 0.5861(1) 0.89587(6) 0.1837(2) 0.0538(4) Uani d .
N3 1.00 0.7134(1) 1.06632(6) 0.1542(2) 0.0510(4) Uani d .
C1 1.00 0.6542(1) 0.90571(8) 0.0911(2) 0.0545(5) Uani d .
C2 1.00 0.5599(1) 0.94143(8) 0.2749(2) 0.0530(5) Uani d .
C3 1.00 0.6057(1) 1.00238(8) 0.2646(2) 0.0504(4) Uani d .
C4 1.00 0.5871(1) 1.05081(9) 0.3489(2) 0.0570(5) Uani d .
C5 1.00 0.6325(1) 1.10953(8) 0.3415(2) 0.0531(5) Uani d .
C6 1.00 0.6164(2) 1.16027(9) 0.4305(2) 0.0628(5) Uani d .
C7 1.00 0.6627(2) 1.21599(9) 0.4206(2) 0.0677(6) Uani d .
C8 1.00 0.7247(2) 1.22309(9) 0.3205(2) 0.0673(6) Uani d .
C9 1.00 0.7420(1) 1.17469(9) 0.2318(2) 0.0606(5) Uani d .
C10 1.00 0.6964(1) 1.11672(8) 0.2409(2) 0.0509(4) Uani d .
C11 1.00 0.6709(1) 1.00860(8) 0.1635(2) 0.0493(4) Uani d .
C12 1.00 0.5505(1) 0.83288(8) 0.2005(2) 0.0535(5) Uani d .
C13 1.00 0.5833(1) 0.80141(8) 0.3366(2) 0.0553(5) Uani d .
C14 1.00 0.5385(2) 0.74437(9) 0.3538(2) 0.0663(5) Uani d .
C15 1.00 0.4664(2) 0.71893(9) 0.2397(3) 0.0728(6) Uani d .
C16 1.00 0.4362(2) 0.7503(1) 0.1038(3) 0.0735(6) Uani d .
C17 1.00 0.4787(1) 0.80758(9) 0.0845(2) 0.0624(5) Uani d .
C18 1.00 0.6650(1) 0.82667(9) 0.4591(2) 0.0621(5) Uani d .
C19 1.00 0.7759(1) 1.07515(8) 0.0465(2) 0.0488(4) Uani d .
C20 1.00 0.8785(1) 1.07006(9) 0.0901(2) 0.0573(5) Uani d .
C21 1.00 0.9369(1) 1.08189(9) -0.0127(2) 0.0587(5) Uani d .
C22 1.00 0.8934(1) 1.09977(9) -0.1599(2) 0.0553(5) Uani d .
C23 1.00 0.7894(1) 1.1035(1) -0.2000(2) 0.0650(6) Uani d .
C24 1.00 0.7299(1) 1.09153(10) -0.1000(2) 0.0594(5) Uani d .
C25 1.00 0.9560(2) 1.1156(1) -0.2745(2) 0.0703(6) Uani d .
C26 1.00 0.9245(3) 1.0735(2) -0.4101(3) 0.132(1) Uani d .
C27 1.00 1.0688(2) 1.1101(2) -0.2080(3) 0.0997(9) Uani d .
C28 1.00 0.9331(2) 1.1845(2) -0.3217(3) 0.1111(9) Uani d .
C29 1.00 0.7798(3) 0.9369(1) -0.2422(3) 0.1023(9) Uani d .
H1 1.00 0.542(1) 1.0463(8) 0.418(2) 0.060(5) Uiso calc C4
H2 1.00 0.571(1) 1.1556(8) 0.497(2) 0.062(5) Uiso calc C6
H3 1.00 0.652(1) 1.2497(9) 0.478(2) 0.064(5) Uiso calc C7
H4 1.00 0.759(1) 1.2653(10) 0.309(2) 0.073(6) Uiso calc C8
H5 1.00 0.790(1) 1.1821(8) 0.176(2) 0.063(5) Uiso calc C9
H6 1.00 0.562(1) 0.7222(9) 0.449(2) 0.072(6) Uiso calc C14
H7 1.00 0.429(2) 0.678(1) 0.248(2) 0.090(7) Uiso calc C15
H8 1.00 0.382(2) 0.735(1) 0.015(3) 0.102(8) Uiso calc C16
H9 1.00 0.465(2) 0.8341(10) -0.012(2) 0.078(6) Uiso calc C17
H10 1.00 0.709(2) 0.838(1) 0.688(3) 0.14(1) Uiso calc O4
H11 1.00 0.907(2) 1.0577(10) 0.189(2) 0.071(6) Uiso calc C20
H12 1.00 1.006(2) 1.0764(9) 0.015(2) 0.070(6) Uiso calc C21
H13 1.00 0.759(2) 1.114(1) -0.305(3) 0.094(7) Uiso calc C23
H14 1.00 0.663(1) 1.0988(8) -0.126(2) 0.056(5) Uiso calc C24
H15 1.00 0.850(3) 1.067(2) -0.449(3) 0.14(1) Uiso calc C26
H16 1.00 0.964(2) 1.084(2) -0.471(3) 0.14(1) Uiso calc C26
H17 1.00 0.930(2) 1.019(2) -0.375(3) 0.14(1) Uiso calc C26
H18 1.00 1.089(2) 1.060(2) -0.185(3) 0.13(1) Uiso calc C27
H19 1.00 1.092(3) 1.143(2) -0.117(4) 0.15(1) Uiso calc C27
H20 1.00 1.109(2) 1.120(1) -0.291(3) 0.112(8) Uiso calc C27
H21 1.00 0.859(3) 1.191(2) -0.371(4) 0.15(1) Uiso calc C28
H22 1.00 0.958(3) 1.221(2) -0.212(4) 0.18(1) Uiso calc C28
H23 1.00 0.962(3) 1.192(2) -0.407(4) 0.20(1) Uiso calc C28
H24 1.00 0.708(2) 0.948(1) -0.276(3) 0.112(9) Uiso calc C29
H25 1.00 0.817(2) 0.968(1) -0.158(3) 0.126(10) Uiso calc C29
H26 1.00 0.809(2) 0.941(1) -0.330(3) 0.114(9) Uiso calc C29
H27 1.00 0.745(2) 0.869(1) -0.112(2) 0.088(7) Uiso calc O5
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.018 0.009 'International Tables Vol. IV Table 2.2A'
H 0.000 0.000 'International Tables Vol. IV Table 2.2A'
N 0.031 0.018 'International Tables Vol. IV Table 2.2A'
O 0.049 0.032 'International Tables Vol. IV Table 2.2A'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 0 2
3 1 0
3 -1 0
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C11 118.40(10) yes
C1 N2 C2 123.60(10) yes
C1 N2 C12 119.00(10) yes
C2 N2 C12 117.00(10) yes
C10 N3 C11 122.40(10) yes
C10 N3 C19 119.00(10) yes
C11 N3 C19 118.60(10) yes
O1 C1 N1 122.1(2) yes
O1 C1 N2 117.3(2) yes
N1 C1 N2 120.6(2) yes
O2 C2 N2 121.8(2) yes
O2 C2 C3 123.4(2) yes
N2 C2 C3 114.80(10) yes
C2 C3 C4 120.8(2) yes
C2 C3 C11 117.70(10) yes
C4 C3 C11 121.5(2) yes
C3 C4 C5 121.1(2) yes
C4 C5 C6 122.3(2) yes
C4 C5 C10 118.2(2) yes
C6 C5 C10 119.6(2) yes
C5 C6 C7 120.3(2) yes
C6 C7 C8 120.0(2) yes
C7 C8 C9 121.3(2) yes
C8 C9 C10 119.9(2) yes
N3 C10 C5 119.60(10) yes
N3 C10 C9 121.4(2) yes
C5 C10 C9 119.0(2) yes
N1 C11 N3 118.00(10) yes
N1 C11 C3 124.8(2) yes
N3 C11 C3 117.20(10) yes
N2 C12 C13 119.9(2) ?
N2 C12 C17 118.7(2) ?
C13 C12 C17 121.2(2) ?
C12 C13 C14 118.0(2) ?
C12 C13 C18 121.5(2) ?
C14 C13 C18 120.5(2) ?
C13 C14 C15 121.4(2) ?
C14 C15 C16 119.8(2) ?
C15 C16 C17 120.0(2) ?
C12 C17 C16 119.7(2) ?
O3 C18 O4 123.5(2) yes
O3 C18 C13 123.3(2) yes
O4 C18 C13 113.2(2) yes
N3 C19 C20 120.90(10) ?
N3 C19 C24 118.70(10) ?
C20 C19 C24 120.3(2) ?
C19 C20 C21 119.9(2) ?
C20 C21 C22 121.5(2) ?
C21 C22 C23 116.8(2) ?
C21 C22 C25 122.8(2) ?
C23 C22 C25 120.4(2) ?
C22 C23 C24 122.7(2) ?
C19 C24 C23 118.9(2) ?
C22 C25 C26 109.3(2) ?
C22 C25 C27 112.5(2) ?
C22 C25 C28 107.0(2) ?
C26 C25 C27 110.3(2) ?
C26 C25 C28 110.1(2) ?
C27 C25 C28 107.6(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 . C1 . 1.226(2) yes
O2 . C2 . 1.217(2) yes
O3 . C18 . 1.203(2) yes
O4 . C18 . 1.311(2) yes
O4 . H10 . 1.14(3) ?
O5 . C29 . 1.416(3) yes
O5 . H27 . 0.96(2) ?
N1 . C1 . 1.359(2) yes
N1 . C11 . 1.317(2) yes
N2 . C1 . 1.408(2) yes
N2 . C2 . 1.383(2) yes
N2 . C12 . 1.456(2) yes
N3 . C10 . 1.390(2) yes
N3 . C11 . 1.378(2) yes
N3 . C19 . 1.454(2) yes
C2 . C3 . 1.461(2) yes
C3 . C4 . 1.351(3) yes
C3 . C11 . 1.428(2) yes
C4 . C5 . 1.411(3) yes
C4 . H1 . 0.99(2) ?
C5 . C6 . 1.405(3) yes
C5 . C10 . 1.413(2) yes
C6 . C7 . 1.364(3) yes
C6 . H2 . 0.96(2) ?
C7 . C8 . 1.390(3) yes
C7 . H3 . 0.92(2) ?
C8 . C9 . 1.370(3) yes
C8 . H4 . 1.03(2) ?
C9 . C10 . 1.400(3) ?
C9 . H5 . 0.94(2) ?
C12 . C13 . 1.391(3) ?
C12 . C17 . 1.372(3) ?
C13 . C14 . 1.392(3) ?
C13 . C18 . 1.481(3) ?
C14 . C15 . 1.366(3) ?
C14 . H6 . 0.98(2) ?
C15 . C16 . 1.384(3) ?
C15 . H7 . 1.03(2) ?
C16 . C17 . 1.387(3) ?
C16 . H8 . 1.01(2) ?
C17 . H9 . 1.03(2) ?
C19 . C20 . 1.364(2) ?
C19 . C24 . 1.381(2) ?
C20 . C21 . 1.387(3) ?
C20 . H11 . 0.93(2) ?
C21 . C22 . 1.388(3) ?
C21 . H12 . 0.92(2) ?
C22 . C23 . 1.379(3) ?
C22 . C25 . 1.532(3) ?
C23 . C24 . 1.379(3) ?
C23 . H13 . 0.97(2) ?
C24 . H14 . 0.90(2) ?
C25 . C26 . 1.510(4) ?
C25 . C27 . 1.518(3) ?
C25 . C28 . 1.551(4) ?
C26 . H15 . 1.00(3) ?
C26 . H16 . 0.89(3) ?
C26 . H17 . 1.22(3) ?
C27 . H18 . 1.11(3) ?
C27 . H19 . 1.08(3) ?
C27 . H20 . 1.05(3) ?
C28 . H21 . 1.02(3) ?
C28 . H22 . 1.25(4) ?
C28 . H23 . 0.96(4) ?
C29 . H24 . 0.98(3) ?
C29 . H25 . 1.05(3) ?
C29 . H26 . 0.98(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21137796
2 PubChem 139055450
