#------------------------------------------------------------------------------
#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/27/1542790.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_1542790
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            'C30 H22 N3 O7'
_chemical_formula_weight         536.50
_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                98.324(7)
_cell_angle_beta                 94.601(7)
_cell_angle_gamma                107.947(8)
_cell_formula_units_Z            2
_cell_length_a                   9.844(5)
_cell_length_b                   10.636(6)
_cell_length_c                   13.071(7)
_cell_measurement_temperature    150(2)
_cell_volume                     1276.9(12)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.990
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            13246
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.417
_diffrn_reflns_theta_min         3.178
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_description       Plate
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.650
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5767
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0427
_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)+(0.0543P)²+0.4614P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1137
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4834
_reflns_number_total             5767
_reflns_threshold_expression     'I > 2σ(I)'
_publcif_datablock.id            {e5f73999-ee39-4aa0-85cf-06108a3b30a9}
_cod_data_source_file            lc5063.cif
_cod_data_source_block           QBP_III
_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_original_cell_volume        1277.0(11)
_cod_database_code               1542790
_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   0.937
_shelx_estimated_absorpt_t_max   0.970
_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
N1 N -0.80415(13) 1.22475(13) 0.89128(9) 0.0267(3) Uani 1 1 d . .
N2 N -0.26719(13) 0.90374(13) 0.84950(10) 0.0283(3) Uani 1 1 d . .
H1O H -0.060(2) 0.704(2) 0.0858(15) 0.048(5) Uiso 1 1 d . .
H2O H 0.400(2) 0.481(2) 0.2524(17) 0.052(6) Uiso 1 1 d . .
H5O H 0.087(2) 0.671(2) 0.9361(16) 0.046(6) Uiso 1 1 d . .
H6O H -0.134(2) 0.821(2) 0.8669(16) 0.052(6) Uiso 1 1 d . .
H4O H 0.416(2) 0.535(2) 0.5702(17) 0.057(6) Uiso 1 1 d . .
O7 O 0.08547(9) 0.65708(9) 0.42939(6) 0.0177(2) Uani 1 1 d . .
O6 O -0.06310(11) 0.78516(10) 0.88240(7) 0.0239(2) Uani 1 1 d . .
O5 O 0.14461(10) 0.66456(10) 0.89168(7) 0.0218(2) Uani 1 1 d . .
O2 O 0.36727(11) 0.49535(11) 0.19050(8) 0.0271(2) Uani 1 1 d . .
O4 O 0.34852(12) 0.56629(13) 0.58842(7) 0.0356(3) Uani 1 1 d . .
O1 O 0.00907(10) 0.66737(10) 0.06784(7) 0.0228(2) Uani 1 1 d . .
C2 C 0.04386(13) 0.66487(13) 0.25172(9) 0.0176(3) Uani 1 1 d . .
H2 H -0.0292 0.7038 0.2654 0.021 Uiso 1 1 calc R U
O3 O 0.40841(11) 0.49651(11) 0.39194(7) 0.0285(2) Uani 1 1 d . .
C9 C 0.16055(13) 0.63687(13) 0.51583(9) 0.0173(3) Uani 1 1 d . .
C7 C 0.30868(14) 0.54787(14) 0.40213(10) 0.0200(3) Uani 1 1 d . .
C6 C 0.23103(13) 0.57569(13) 0.31483(9) 0.0168(3) Uani 1 1 d . .
C10 C 0.10402(13) 0.67676(13) 0.61167(9) 0.0169(3) Uani 1 1 d . .
C11 C 0.15182(13) 0.65227(13) 0.70965(9) 0.0167(2) Uani 1 1 d . .
H11 H 0.2240 0.6105 0.7148 0.020 Uiso 1 1 calc R U
C1 C 0.12102(13) 0.63166(13) 0.33151(9) 0.0161(2) Uani 1 1 d . .
C14 C -0.06157(14) 0.77377(14) 0.69502(10) 0.0205(3) Uani 1 1 d . .
H14 H -0.1343 0.8150 0.6900 0.025 Uiso 1 1 calc R U
C4 C 0.18654(14) 0.58137(13) 0.12986(10) 0.0194(3) Uani 1 1 d . .
H4 H 0.2076 0.5643 0.0605 0.023 Uiso 1 1 calc R U
C15 C -0.00405(14) 0.73746(14) 0.60594(10) 0.0200(3) Uani 1 1 d . .
H15 H -0.0381 0.7538 0.5407 0.024 Uiso 1 1 calc R U
C12 C 0.09419(13) 0.68879(13) 0.79803(9) 0.0164(2) Uani 1 1 d . .
C3 C 0.07772(14) 0.63890(13) 0.15072(9) 0.0178(3) Uani 1 1 d . .
C8 C 0.27104(14) 0.58508(14) 0.50414(10) 0.0211(3) Uani 1 1 d . .
C5 C 0.26212(14) 0.55005(13) 0.21048(10) 0.0185(3) Uani 1 1 d . .
C13 C -0.01358(13) 0.75030(13) 0.79185(9) 0.0175(3) Uani 1 1 d . .
C18 C -0.47659(14) 1.03481(14) 0.85957(10) 0.0216(3) Uani 1 1 d . .
C21 C -0.58885(14) 1.10239(14) 0.86858(10) 0.0215(3) Uani 1 1 d . .
C16 C -0.24600(15) 1.01614(15) 0.91837(11) 0.0267(3) Uani 1 1 d . .
H16 H -0.1579 1.0518 0.9641 0.032 Uiso 1 1 calc R U
C17 C -0.34658(15) 1.08367(15) 0.92649(11) 0.0251(3) Uani 1 1 d . .
H17 H -0.3268 1.1627 0.9773 0.030 Uiso 1 1 calc R U
C25 C -0.72872(15) 1.04105(15) 0.81593(12) 0.0276(3) Uani 1 1 d . .
H25 H -0.7534 0.9564 0.7711 0.033 Uiso 1 1 calc R U
C19 C -0.49705(16) 0.91959(16) 0.78522(13) 0.0317(3) Uani 1 1 d . .
H19 H -0.5823 0.8839 0.7365 0.038 Uiso 1 1 calc R U
C22 C -0.56059(16) 1.22742(16) 0.93211(13) 0.0340(4) Uani 1 1 d . .
H22 H -0.4669 1.2739 0.9686 0.041 Uiso 1 1 calc R U
C24 C -0.83135(16) 1.10535(15) 0.82995(12) 0.0291(3) Uani 1 1 d . .
H24 H -0.9259 1.0620 0.7940 0.035 Uiso 1 1 calc R U
C23 C -0.67028(17) 1.28348(17) 0.94160(13) 0.0357(4) Uani 1 1 d . .
H23 H -0.6492 1.3679 0.9861 0.043 Uiso 1 1 calc R U
C20 C -0.39110(17) 0.85775(17) 0.78337(13) 0.0346(4) Uani 1 1 d . .
H20 H -0.4071 0.7791 0.7329 0.042 Uiso 1 1 calc R U
C30 C 0.5486(2) 0.8659(2) 0.41156(16) 0.0473(5) Uani 1 1 d . .
H30 H 0.4595 0.8225 0.3678 0.057 Uiso 1 1 calc R U
C32 C 0.56137(17) 0.97420(17) 0.49022(14) 0.0387(4) Uani 1 1 d . .
N3 N 0.79633(17) 0.87863(18) 0.45260(15) 0.0531(4) Uani 1 1 d . .
C31 C 0.69687(19) 1.03207(19) 0.55032(17) 0.0480(5) Uani 1 1 d . .
H31 H 0.7124 1.1049 0.6063 0.058 Uiso 1 1 calc R U
C29 C 0.6656(2) 0.8211(2) 0.39678(17) 0.0526(5) Uani 1 1 d . .
H29 H 0.6520 0.7453 0.3440 0.063 Uiso 1 1 calc R U
C27 C 0.8085(2) 0.9828(2) 0.52799(18) 0.0532(5) Uani 1 1 d . .
H27 H 0.8998 1.0260 0.5690 0.064 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
_geom_angle_site_symmetry_3
C24 N1 C23 117.02(12) .
C16 N2 C20 117.11(12) .
C1 O7 C9 121.92(10) .
C13 O6 H6O 107.9(13) .
C12 O5 H5O 110.1(13) .
C5 O2 H2O 105.1(13) .
C8 O4 H4O 111.6(14) .
C3 O1 H1O 112.5(13) .
C1 C2 C3 117.54(11) .
C1 C2 H2 121.2 .
C3 C2 H2 121.2 .
C8 C9 O7 119.89(11) .
C8 C9 C10 129.17(11) .
O7 C9 C10 110.95(10) .
O3 C7 C6 122.50(12) .
O3 C7 C8 120.67(11) .
C6 C7 C8 116.81(11) .
C1 C6 C5 117.83(11) .
C1 C6 C7 119.57(11) .
C5 C6 C7 122.60(11) .
C15 C10 C11 118.62(11) .
C15 C10 C9 119.32(11) .
C11 C10 C9 122.03(11) .
C12 C11 C10 120.51(11) .
C12 C11 H11 119.7 .
C10 C11 H11 119.7 .
O7 C1 C2 116.52(11) .
O7 C1 C6 120.47(11) .
C2 C1 C6 123.01(11) .
C15 C14 C13 120.74(12) .
C15 C14 H14 119.6 .
C13 C14 H14 119.6 .
C5 C4 C3 119.82(11) .
C5 C4 H4 120.1 .
C3 C4 H4 120.1 .
C14 C15 C10 120.56(11) .
C14 C15 H15 119.7 .
C10 C15 H15 119.7 .
O5 C12 C11 118.67(11) .
O5 C12 C13 120.75(11) .
C11 C12 C13 120.58(11) .
O1 C3 C2 122.15(11) .
O1 C3 C4 116.32(11) .
C2 C3 C4 121.52(11) .
O4 C8 C9 121.06(11) .
O4 C8 C7 117.77(11) .
C9 C8 C7 121.17(11) .
O2 C5 C4 119.81(11) .
O2 C5 C6 119.91(11) .
C4 C5 C6 120.28(11) .
O6 C13 C14 123.95(11) .
O6 C13 C12 117.06(11) .
C14 C13 C12 118.98(11) .
C17 C18 C19 116.98(12) .
C17 C18 C21 121.07(13) .
C19 C18 C21 121.94(13) .
C22 C21 C25 116.88(12) .
C22 C21 C18 121.75(13) .
C25 C21 C18 121.34(13) .
N2 C16 C17 123.35(13) .
N2 C16 H16 118.3 .
C17 C16 H16 118.3 .
C16 C17 C18 119.77(13) .
C16 C17 H17 120.1 .
C18 C17 H17 120.1 .
C24 C25 C21 119.35(14) .
C24 C25 H25 120.3 .
C21 C25 H25 120.3 .
C20 C19 C18 119.36(14) .
C20 C19 H19 120.3 .
C18 C19 H19 120.3 .
C23 C22 C21 119.64(14) .
C23 C22 H22 120.2 .
C21 C22 H22 120.2 .
N1 C24 C25 123.63(14) .
N1 C24 H24 118.2 .
C25 C24 H24 118.2 .
N1 C23 C22 123.48(15) .
N1 C23 H23 118.3 .
C22 C23 H23 118.3 .
N2 C20 C19 123.39(14) .
N2 C20 H20 118.3 .
C19 C20 H20 118.3 .
C29 C30 C32 120.39(17) .
C29 C30 H30 119.8 .
C32 C30 H30 119.8 .
C30 C32 C31 115.68(18) .
C30 C32 C32 122.51(19) 2_676
C31 C32 C32 121.8(2) 2_676
C29 N3 C27 115.58(18) .
C27 C31 C32 119.9(2) .
C27 C31 H31 120.1 .
C32 C31 H31 120.1 .
N3 C29 C30 123.9(2) .
N3 C29 H29 118.0 .
C30 C29 H29 118.0 .
N3 C27 C31 124.52(18) .
N3 C27 H27 117.7 .
C31 C27 H27 117.7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C24 1.337(2) .
N1 C23 1.339(2) .
N2 C16 1.337(2) .
N2 C20 1.347(2) .
O7 C1 1.3646(15) .
O7 C9 1.3796(15) .
O6 C13 1.3612(16) .
O6 H6O 0.91(2) .
O5 C12 1.3725(15) .
O5 H5O 0.85(2) .
O2 C5 1.3597(16) .
O2 H2O 0.90(2) .
O4 C8 1.3631(16) .
O4 H4O 0.87(2) .
O1 C3 1.3511(15) .
O1 H1O 0.92(2) .
C2 C1 1.3909(17) .
C2 C3 1.3972(18) .
C2 H2 0.9500 .
O3 C7 1.2691(16) .
C9 C8 1.3716(18) .
C9 C10 1.4705(18) .
C7 C6 1.4391(17) .
C7 C8 1.4453(18) .
C6 C1 1.4044(17) .
C6 C5 1.4280(18) .
C10 C15 1.4067(18) .
C10 C11 1.4160(18) .
C11 C12 1.3851(18) .
C11 H11 0.9500 .
C14 C15 1.3914(18) .
C14 C13 1.3985(18) .
C14 H14 0.9500 .
C4 C5 1.3798(18) .
C4 C3 1.4138(18) .
C4 H4 0.9500 .
C15 H15 0.9500 .
C12 C13 1.4104(18) .
C18 C17 1.397(2) .
C18 C19 1.399(2) .
C18 C21 1.4959(18) .
C21 C22 1.397(2) .
C21 C25 1.400(2) .
C16 C17 1.3930(19) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C25 C24 1.393(2) .
C25 H25 0.9500 .
C19 C20 1.394(2) .
C19 H19 0.9500 .
C22 C23 1.391(2) .
C22 H22 0.9500 .
C24 H24 0.9500 .
C23 H23 0.9500 .
C20 H20 0.9500 .
C30 C29 1.392(3) .
C30 C32 1.395(3) .
C30 H30 0.9500 .
C32 C31 1.400(2) .
C32 C32 1.498(4) 2_676
N3 C29 1.341(3) .
N3 C27 1.341(3) .
C31 C27 1.389(3) .
C31 H31 0.9500 .
C29 H29 0.9500 .
C27 H27 0.9500 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139048290
