#------------------------------------------------------------------------------
#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/27/1542793.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_1542793
loop_
_publ_author_name
'Dubey, Ritesh'
'Desiraju, Gautam R.'
_publ_section_title
;
 Combinatorial selection of molecular conformations and supramolecular
 synthons in quercetin cocrystal landscapes: a route to ternary solids
;
_journal_issue                   4
_journal_name_full               IUCrJ
_journal_page_first              402
_journal_page_last               408
_journal_paper_doi               10.1107/S2052252515009884
_journal_volume                  2
_journal_year                    2015
_chemical_formula_sum            'C31 H28 N2 O8'
_chemical_formula_weight         556.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                76.744(5)
_cell_angle_beta                 84.502(6)
_cell_angle_gamma                65.573(5)
_cell_formula_units_Z            2
_cell_length_a                   10.0381(7)
_cell_length_b                   11.5707(8)
_cell_length_c                   13.0194(9)
_cell_measurement_temperature    293(2)
_cell_volume                     1340.13(17)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14382
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         3.039
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_description       Plate
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.480
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6106
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0802P)²+0.6053P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1447
_refine_ls_wR_factor_ref         0.1618
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4337
_reflns_number_total             6106
_reflns_threshold_expression     'I > 2σ(I)'
_publcif_datablock.id            {1c8ff57a-3526-4a5e-b22d-1d1822e8b249}
_cod_data_source_file            lc5063.cif
_cod_data_source_block           QDP_II
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/automatic-downloads/current/IUCr/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 4287 2015-11-16 14:04:37Z antanas 
;
_cod_database_code               1542793
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.961
_shelx_estimated_absorpt_t_max   0.980
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O4 O 0.20231(15) 0.44770(15) 0.59077(11) 0.0257(3) Uani 1 1 d . .
O3 O 0.09228(14) 0.49729(15) 0.39653(11) 0.0248(3) Uani 1 1 d . .
H21 H 1.405(3) 0.165(2) 0.0558(19) 0.030(6) Uiso 1 1 d . .
H22 H 1.420(3) -0.042(3) 0.224(2) 0.049(8) Uiso 1 1 d . .
H5O H 0.556(3) 0.328(3) 0.941(2) 0.055(9) Uiso 1 1 d . .
H1O H 0.708(4) 0.315(3) 0.089(2) 0.059(9) Uiso 1 1 d . .
H2O H 0.094(3) 0.497(3) 0.257(2) 0.055(9) Uiso 1 1 d . .
H6O H 0.874(3) 0.202(3) 0.867(2) 0.040(7) Uiso 1 1 d . .
H4O H 0.116(3) 0.475(3) 0.566(2) 0.055(9) Uiso 1 1 d . .
O7 O 0.53200(14) 0.34737(13) 0.43400(10) 0.0185(3) Uani 1 1 d . .
O1 O 0.61708(16) 0.34008(15) 0.07185(11) 0.0256(4) Uani 1 1 d . .
O5 O 0.48500(15) 0.33911(15) 0.89707(11) 0.0258(3) Uani 1 1 d . .
C9 C 0.4428(2) 0.37189(18) 0.52011(14) 0.0163(4) Uani 1 1 d . .
O2 O 0.13312(15) 0.48916(16) 0.19586(11) 0.0283(4) Uani 1 1 d . .
C6 C 0.3272(2) 0.42022(18) 0.31970(14) 0.0173(4) Uani 1 1 d . .
C2 C 0.5793(2) 0.34111(19) 0.25600(15) 0.0201(4) Uani 1 1 d . .
H2 H 0.6792 0.3071 0.2692 0.024 Uiso 1 1 calc R U
O6 O 0.78169(16) 0.23014(15) 0.88426(11) 0.0251(3) Uani 1 1 d . .
C7 C 0.2294(2) 0.45003(19) 0.40601(14) 0.0178(4) Uani 1 1 d . .
C8 C 0.2946(2) 0.42239(19) 0.50779(14) 0.0177(4) Uani 1 1 d . .
C10 C 0.5295(2) 0.33630(18) 0.61556(14) 0.0163(4) Uani 1 1 d . .
C11 C 0.4657(2) 0.35691(18) 0.71409(14) 0.0179(4) Uani 1 1 d . .
H11 H 0.3644 0.3961 0.7200 0.021 Uiso 1 1 calc R U
C4 C 0.3766(2) 0.4141(2) 0.13466(15) 0.0209(4) Uani 1 1 d . .
H4 H 0.3440 0.4283 0.0666 0.025 Uiso 1 1 calc R U
C1 C 0.4784(2) 0.36986(18) 0.33607(14) 0.0167(4) Uani 1 1 d . .
C3 C 0.5270(2) 0.36451(19) 0.15524(15) 0.0195(4) Uani 1 1 d . .
C14 C 0.7684(2) 0.24251(19) 0.69748(15) 0.0203(4) Uani 1 1 d . .
H14 H 0.8697 0.2040 0.6917 0.024 Uiso 1 1 calc R U
C5 C 0.2781(2) 0.44150(19) 0.21555(15) 0.0196(4) Uani 1 1 d . .
C12 C 0.5518(2) 0.31958(19) 0.80244(14) 0.0180(4) Uani 1 1 d . .
C13 C 0.7047(2) 0.26253(19) 0.79474(14) 0.0180(4) Uani 1 1 d . .
C15 C 0.6828(2) 0.27924(19) 0.60900(14) 0.0191(4) Uani 1 1 d . .
H15 H 0.7273 0.2660 0.5442 0.023 Uiso 1 1 calc R U
N2 N 0.90039(19) 0.25732(19) 0.11058(14) 0.0301(4) Uani 1 1 d . .
N1 N 1.92605(18) -0.13443(18) 0.14926(14) 0.0273(4) Uani 1 1 d . .
C22 C 1.4598(2) 0.0103(2) 0.17171(18) 0.0277(5) Uani 1 1 d . .
C17 C 1.1308(2) 0.1016(2) 0.18489(18) 0.0313(5) Uani 1 1 d . .
H17 H 1.1816 0.0270 0.2344 0.038 Uiso 1 1 calc R U
C18 C 1.2062(2) 0.1645(2) 0.11545(17) 0.0254(5) Uani 1 1 d . .
C23 C 1.6196(2) -0.0365(2) 0.16335(17) 0.0242(4) Uani 1 1 d . .
C24 C 1.7088(2) -0.1457(2) 0.23461(18) 0.0290(5) Uani 1 1 d . .
H24 H 1.6673 -0.1881 0.2887 0.035 Uiso 1 1 calc R U
C21 C 1.3661(2) 0.1171(2) 0.11180(19) 0.0275(5) Uani 1 1 d . .
C27 C 1.6897(2) 0.0225(2) 0.08549(17) 0.0279(5) Uani 1 1 d . .
H27 H 1.6353 0.0960 0.0363 0.033 Uiso 1 1 calc R U
C19 C 1.1222(2) 0.2763(2) 0.04449(17) 0.0289(5) Uani 1 1 d . .
H19 H 1.1670 0.3226 -0.0029 0.035 Uiso 1 1 calc R U
C20 C 0.9724(2) 0.3181(2) 0.04478(17) 0.0320(5) Uani 1 1 d . .
H20 H 0.9184 0.3927 -0.0036 0.038 Uiso 1 1 calc R U
C26 C 1.8403(2) -0.0288(2) 0.08176(17) 0.0301(5) Uani 1 1 d . .
H26 H 1.8850 0.0123 0.0292 0.036 Uiso 1 1 calc R U
C25 C 1.8595(2) -0.1906(2) 0.22449(18) 0.0293(5) Uani 1 1 d . .
H25 H 1.9170 -0.2637 0.2727 0.035 Uiso 1 1 calc R U
C16 C 0.9807(2) 0.1507(2) 0.17970(18) 0.0326(5) Uani 1 1 d . .
H16 H 0.9324 0.1074 0.2268 0.039 Uiso 1 1 calc R U
O8 O 0.9212(3) 0.9114(3) 0.4308(2) 0.1020(10) Uani 1 1 d . .
C29 C 0.7547(5) 0.8597(4) 0.5466(3) 0.0880(13) Uani 1 1 d . .
H29A H 0.7033 0.8232 0.5132 0.106 Uiso 1 1 calc R U
H29B H 0.7449 0.8369 0.6225 0.106 Uiso 1 1 calc R U
C28 C 0.9102(5) 0.8140(4) 0.5149(3) 0.0865(12) Uani 1 1 d . .
H28A H 0.9711 0.8011 0.5735 0.104 Uiso 1 1 calc R U
H28B H 0.9413 0.7324 0.4922 0.104 Uiso 1 1 calc R U
C31 C 0.7966(6) 1.0237(3) 0.4287(4) 0.1018(17) Uani 1 1 d . .
H31A H 0.7496 1.0513 0.3604 0.122 Uiso 1 1 calc R U
H31B H 0.8224 1.0922 0.4394 0.122 Uiso 1 1 calc R U
C30 C 0.6989(5) 1.0016(4) 0.5091(5) 0.1097(18) Uani 1 1 d . .
H30A H 0.6006 1.0357 0.4813 0.132 Uiso 1 1 calc R U
H30B H 0.6968 1.0433 0.5663 0.132 Uiso 1 1 calc R U
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'
N N 0.0061 0.0033 '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
C8 O4 H4O 106(2)
C1 O7 C9 122.39(14)
C3 O1 H1O 111(2)
C12 O5 H5O 106.4(19)
C8 C9 O7 119.43(16)
C8 C9 C10 129.77(17)
O7 C9 C10 110.80(15)
C5 O2 H2O 103(2)
C1 C6 C5 117.57(17)
C1 C6 C7 119.68(16)
C5 C6 C7 122.74(16)
C1 C2 C3 117.81(17)
C1 C2 H2 121.1
C3 C2 H2 121.1
C13 O6 H6O 107.2(17)
O3 C7 C6 122.97(17)
O3 C7 C8 120.25(17)
C6 C7 C8 116.78(16)
O4 C8 C9 121.43(17)
O4 C8 C7 117.14(16)
C9 C8 C7 121.43(17)
C11 C10 C15 118.19(17)
C11 C10 C9 122.70(16)
C15 C10 C9 119.11(16)
C12 C11 C10 120.68(17)
C12 C11 H11 119.7
C10 C11 H11 119.7
C5 C4 C3 119.63(17)
C5 C4 H4 120.2
C3 C4 H4 120.2
O7 C1 C2 116.84(16)
O7 C1 C6 120.28(16)
C2 C1 C6 122.87(17)
O1 C3 C2 122.15(17)
O1 C3 C4 116.23(17)
C2 C3 C4 121.61(17)
C15 C14 C13 120.65(17)
C15 C14 H14 119.7
C13 C14 H14 119.7
O2 C5 C4 119.70(17)
O2 C5 C6 119.80(17)
C4 C5 C6 120.51(17)
O5 C12 C11 118.68(17)
O5 C12 C13 120.82(16)
C11 C12 C13 120.49(17)
O6 C13 C14 123.79(17)
O6 C13 C12 117.13(16)
C14 C13 C12 119.09(17)
C14 C15 C10 120.90(17)
C14 C15 H15 119.6
C10 C15 H15 119.6
C20 N2 C16 116.91(18)
C25 N1 C26 116.90(18)
C21 C22 C23 124.7(2)
C21 C22 H22 117.8(16)
C23 C22 H22 117.5(16)
C16 C17 C18 119.6(2)
C16 C17 H17 120.2
C18 C17 H17 120.2
C19 C18 C17 116.72(19)
C19 C18 C21 119.6(2)
C17 C18 C21 123.7(2)
C27 C23 C24 116.81(19)
C27 C23 C22 122.98(19)
C24 C23 C22 120.20(19)
C25 C24 C23 119.7(2)
C25 C24 H24 120.2
C23 C24 H24 120.2
C22 C21 C18 126.2(2)
C22 C21 H21 117.9(14)
C18 C21 H21 115.6(14)
C26 C27 C23 119.5(2)
C26 C27 H27 120.3
C23 C27 H27 120.3
C20 C19 C18 119.7(2)
C20 C19 H19 120.2
C18 C19 H19 120.2
N2 C20 C19 123.6(2)
N2 C20 H20 118.2
C19 C20 H20 118.2
N1 C26 C27 123.8(2)
N1 C26 H26 118.1
C27 C26 H26 118.1
N1 C25 C24 123.3(2)
N1 C25 H25 118.3
C24 C25 H25 118.3
N2 C16 C17 123.6(2)
N2 C16 H16 118.2
C17 C16 H16 118.2
C31 O8 C28 108.9(3)
C30 C29 C28 103.5(3)
C30 C29 H29A 111.1
C28 C29 H29A 111.1
C30 C29 H29B 111.1
C28 C29 H29B 111.1
H29A C29 H29B 109.0
O8 C28 C29 106.4(3)
O8 C28 H28A 110.4
C29 C28 H28A 110.4
O8 C28 H28B 110.4
C29 C28 H28B 110.4
H28A C28 H28B 108.6
O8 C31 C30 109.8(3)
O8 C31 H31A 109.7
C30 C31 H31A 109.7
O8 C31 H31B 109.7
C30 C31 H31B 109.7
H31A C31 H31B 108.2
C31 C30 C29 106.0(3)
C31 C30 H30A 110.5
C29 C30 H30A 110.5
C31 C30 H30B 110.5
C29 C30 H30B 110.5
H30A C30 H30B 108.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O4 C8 1.356(2)
O4 H4O 0.86(3)
O3 C7 1.260(2)
O7 C1 1.359(2)
O7 C9 1.372(2)
O1 C3 1.348(2)
O1 H1O 0.87(3)
O5 C12 1.365(2)
O5 H5O 0.91(3)
C9 C8 1.366(3)
C9 C10 1.465(3)
O2 C5 1.353(2)
O2 H2O 0.87(3)
C6 C1 1.401(3)
C6 C5 1.420(3)
C6 C7 1.426(3)
C2 C1 1.379(3)
C2 C3 1.386(3)
C2 H2 0.9300
O6 C13 1.353(2)
O6 H6O 0.87(3)
C7 C8 1.444(3)
C10 C11 1.403(3)
C10 C15 1.404(3)
C11 C12 1.383(3)
C11 H11 0.9300
C4 C5 1.372(3)
C4 C3 1.404(3)
C4 H4 0.9300
C14 C15 1.382(3)
C14 C13 1.387(3)
C14 H14 0.9300
C12 C13 1.401(3)
C15 H15 0.9300
N2 C20 1.332(3)
N2 C16 1.337(3)
N1 C25 1.331(3)
N1 C26 1.337(3)
C22 C21 1.325(3)
C22 C23 1.468(3)
C22 H22 0.97(3)
C17 C16 1.375(3)
C17 C18 1.394(3)
C17 H17 0.9300
C18 C19 1.392(3)
C18 C21 1.466(3)
C23 C27 1.389(3)
C23 C24 1.394(3)
C24 C25 1.385(3)
C24 H24 0.9300
C21 H21 0.96(2)
C27 C26 1.378(3)
C27 H27 0.9300
C19 C20 1.376(3)
C19 H19 0.9300
C20 H20 0.9300
C26 H26 0.9300
C25 H25 0.9300
C16 H16 0.9300
O8 C31 1.379(5)
O8 C28 1.413(4)
C29 C30 1.473(5)
C29 C28 1.476(6)
C29 H29A 0.9700
C29 H29B 0.9700
C28 H28A 0.9700
C28 H28B 0.9700
C31 C30 1.419(5)
C31 H31A 0.9700
C31 H31B 0.9700
C30 H30A 0.9700
C30 H30B 0.9700
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139048293
