#------------------------------------------------------------------------------
#$Date: 2025-08-18 18:33:07 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/27/1542787.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_1542787
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            'C27 H30 N2 O8'
_chemical_formula_weight         510.53
_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                79.471(6)
_cell_angle_beta                 85.133(6)
_cell_angle_gamma                82.377(6)
_cell_formula_units_Z            2
_cell_length_a                   9.3202(10)
_cell_length_b                   10.7538(12)
_cell_length_c                   12.9869(14)
_cell_measurement_temperature    150(2)
_cell_volume                     1266.0(2)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_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            13412
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         3.110
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_description       Plate
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.795
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5779
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0698
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.1020P)²+1.1876P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1870
_refine_ls_wR_factor_ref         0.2016
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4277
_reflns_number_total             5779
_reflns_threshold_expression     'I > 2σ(I)'
_publcif_datablock.id            {c5e7606c-af58-4d4c-b0f2-7dbaa0db07b5}
_cod_data_source_file            lc5063.cif
_cod_data_source_block           QTMP_IV
_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               1542787
_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   0.943
_shelx_estimated_absorpt_t_max   0.985
_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
C26 C 1.1488(15) 0.0610(10) 0.5799(5) 0.167(5) Uani 1 1 d . .
H26A H 1.1627 0.0852 0.6480 0.200 Uiso 1 1 calc R U
H26B H 1.1089 -0.0217 0.5919 0.200 Uiso 1 1 calc R U
C27 C 1.2612(19) 0.0600(15) 0.5222(13) 0.280(11) Uani 1 1 d . .
H27A H 1.3143 -0.0265 0.5399 0.336 Uiso 1 1 calc R U
H27B H 1.3203 0.1190 0.5447 0.336 Uiso 1 1 calc R U
C28 C 0.7352(10) -0.0876(5) 0.5820(6) 0.131(3) Uani 1 1 d . .
H28A H 0.6686 -0.1522 0.6090 0.158 Uiso 1 1 calc R U
H28B H 0.7024 -0.0103 0.6130 0.158 Uiso 1 1 calc R U
C29 C 0.8915(12) -0.1398(10) 0.6089(6) 0.187(5) Uani 1 1 d . .
H29A H 0.8972 -0.2190 0.6617 0.224 Uiso 1 1 calc R U
H29B H 0.9439 -0.0760 0.6313 0.224 Uiso 1 1 calc R U
O8 O 1.0552(10) 0.1655(6) 0.5099(6) 0.197(3) Uani 1 1 d . .
H4O H 0.102(4) 0.477(3) 0.575(3) 0.044(9) Uiso 1 1 d . .
H2O H 0.099(4) 0.539(3) 0.252(3) 0.051(10) Uiso 1 1 d . .
H6O H 0.781(4) 0.146(3) 0.874(3) 0.044(9) Uiso 1 1 d . .
H1O H 0.664(4) 0.275(3) 0.091(3) 0.048(10) Uiso 1 1 d . .
H5O H 0.493(4) 0.298(3) 0.945(3) 0.045(9) Uiso 1 1 d . .
C1 C 0.4548(2) 0.3729(2) 0.33454(16) 0.0150(4) Uani 1 1 d . .
C2 C 0.5478(2) 0.3347(2) 0.25425(17) 0.0184(5) Uani 1 1 d . .
H2 H 0.6414 0.2905 0.2677 0.022 Uiso 1 1 calc R U
C3 C 0.4996(2) 0.3634(2) 0.15333(17) 0.0173(4) Uani 1 1 d . .
C4 C 0.3623(2) 0.4298(2) 0.13218(17) 0.0178(4) Uani 1 1 d . .
H4 H 0.3325 0.4497 0.0623 0.021 Uiso 1 1 calc R U
C5 C 0.2716(2) 0.4659(2) 0.21306(17) 0.0163(4) Uani 1 1 d . .
C6 C 0.3159(2) 0.4365(2) 0.31765(16) 0.0154(4) Uani 1 1 d . .
C7 C 0.2236(2) 0.4682(2) 0.40435(17) 0.0173(4) Uani 1 1 d . .
C8 C 0.2809(2) 0.4320(2) 0.50682(17) 0.0187(5) Uani 1 1 d . .
C9 C 0.4180(2) 0.3708(2) 0.51889(16) 0.0160(4) Uani 1 1 d . .
C10 C 0.4927(2) 0.3254(2) 0.61601(17) 0.0159(4) Uani 1 1 d . .
C11 C 0.4273(2) 0.3451(2) 0.71410(17) 0.0160(4) Uani 1 1 d . .
H11 H 0.3325 0.3896 0.7183 0.019 Uiso 1 1 calc R U
C12 C 0.4996(2) 0.3005(2) 0.80463(17) 0.0165(4) Uani 1 1 d . .
C13 C 0.6401(2) 0.2345(2) 0.79958(17) 0.0173(4) Uani 1 1 d . .
C14 C 0.7055(2) 0.2169(2) 0.70281(18) 0.0213(5) Uani 1 1 d . .
H14 H 0.8011 0.1738 0.6986 0.026 Uiso 1 1 calc R U
C15 C 0.6331(2) 0.2613(2) 0.61195(17) 0.0197(5) Uani 1 1 d . .
H15 H 0.6794 0.2481 0.5461 0.024 Uiso 1 1 calc R U
C16 C 0.9308(3) -0.1003(2) 0.88717(19) 0.0231(5) Uani 1 1 d . .
C17 C 1.0513(3) -0.1935(2) 0.89471(18) 0.0223(5) Uani 1 1 d . .
C18 C 1.2037(2) -0.0349(2) 0.85578(19) 0.0222(5) Uani 1 1 d . .
C19 C 1.0832(2) 0.0582(2) 0.85053(18) 0.0209(5) Uani 1 1 d . .
C20 C 1.3561(3) -0.0024(3) 0.8373(3) 0.0379(7) Uani 1 1 d . .
H20A H 1.4238 -0.0809 0.8448 0.057 Uiso 1 1 calc R U
H20B H 1.3749 0.0490 0.8887 0.057 Uiso 1 1 calc R U
H20C H 1.3694 0.0462 0.7663 0.057 Uiso 1 1 calc R U
C22 C 1.0954(3) 0.1977(2) 0.8230(2) 0.0323(6) Uani 1 1 d . .
H22A H 0.9982 0.2454 0.8236 0.048 Uiso 1 1 calc R U
H22B H 1.1438 0.2165 0.7529 0.048 Uiso 1 1 calc R U
H22C H 1.1521 0.2226 0.8744 0.048 Uiso 1 1 calc R U
C23 C 0.7780(3) -0.1338(3) 0.8993(3) 0.0377(7) Uani 1 1 d . .
H23A H 0.7099 -0.0555 0.8915 0.057 Uiso 1 1 calc R U
H23B H 0.7608 -0.1846 0.9690 0.057 Uiso 1 1 calc R U
H23C H 0.7636 -0.1832 0.8454 0.057 Uiso 1 1 calc R U
C24 C 1.0390(3) -0.3334(3) 0.9196(3) 0.0375(7) Uani 1 1 d . .
H24A H 1.1363 -0.3811 0.9209 0.056 Uiso 1 1 calc R U
H24B H 0.9855 -0.3572 0.8658 0.056 Uiso 1 1 calc R U
H24C H 0.9873 -0.3536 0.9883 0.056 Uiso 1 1 calc R U
N1 N 0.9486(2) 0.02339(19) 0.86718(15) 0.0214(4) Uani 1 1 d . .
N2 N 1.1856(2) -0.15823(18) 0.87904(15) 0.0208(4) Uani 1 1 d . .
O1 O 0.58152(18) 0.32790(17) 0.07046(12) 0.0230(4) Uani 1 1 d . .
O2 O 0.13815(18) 0.52870(16) 0.19359(14) 0.0227(4) Uani 1 1 d . .
O3 O 0.09570(17) 0.52380(17) 0.39523(13) 0.0243(4) Uani 1 1 d . .
O4 O 0.19412(19) 0.46146(19) 0.58985(13) 0.0296(4) Uani 1 1 d . .
O5 O 0.43028(18) 0.31907(17) 0.89816(13) 0.0237(4) Uani 1 1 d . .
O6 O 0.70256(19) 0.19225(17) 0.89220(12) 0.0235(4) Uani 1 1 d . .
O7 O 0.50375(16) 0.34319(15) 0.43279(11) 0.0174(3) Uani 1 1 d . .
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_1
_geom_angle_site_symmetry_3
C27 C26 O8 98.1(11) . .
C27 C26 H26A 112.2 . .
O8 C26 H26A 112.1 . .
C27 C26 H26B 112.2 . .
O8 C26 H26B 112.2 . .
H26A C26 H26B 109.8 . .
C26 C27 C28 124.3(18) . 2_756
C26 C27 H27A 106.2 . .
C28 C27 H27A 106.2 2_756 .
C26 C27 H27B 106.2 . .
C28 C27 H27B 106.2 2_756 .
H27A C27 H27B 106.4 . .
C27 C28 C29 105.4(9) 2_756 .
C27 C28 H28A 110.7 2_756 .
C29 C28 H28A 110.7 . .
C27 C28 H28B 110.7 2_756 .
C29 C28 H28B 110.7 . .
H28A C28 H28B 108.8 . .
C28 C29 O8 94.9(7) . 2_756
C28 C29 H29A 112.8 . .
O8 C29 H29A 112.8 2_756 .
C28 C29 H29B 112.8 . .
O8 C29 H29B 112.8 2_756 .
H29A C29 H29B 110.2 . .
C26 O8 C29 103.1(7) . 2_756
O7 C1 C2 116.73(18) . .
O7 C1 C6 120.69(19) . .
C2 C1 C6 122.57(19) . .
C1 C2 C3 117.67(19) . .
C1 C2 H2 121.2 . .
C3 C2 H2 121.2 . .
O1 C3 C2 121.87(19) . .
O1 C3 C4 116.33(19) . .
C2 C3 C4 121.8(2) . .
C5 C4 C3 119.53(19) . .
C5 C4 H4 120.2 . .
C3 C4 H4 120.2 . .
O2 C5 C4 119.96(19) . .
O2 C5 C6 119.65(19) . .
C4 C5 C6 120.38(19) . .
C1 C6 C5 118.02(19) . .
C1 C6 C7 119.68(19) . .
C5 C6 C7 122.29(19) . .
O3 C7 C6 123.2(2) . .
O3 C7 C8 119.9(2) . .
C6 C7 C8 116.94(19) . .
O4 C8 C9 121.5(2) . .
O4 C8 C7 117.49(19) . .
C9 C8 C7 121.0(2) . .
C8 C9 O7 120.00(19) . .
C8 C9 C10 128.5(2) . .
O7 C9 C10 111.49(17) . .
C15 C10 C11 118.48(19) . .
C15 C10 C9 119.73(19) . .
C11 C10 C9 121.78(19) . .
C12 C11 C10 120.68(19) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
O5 C12 C11 118.50(19) . .
O5 C12 C13 121.24(19) . .
C11 C12 C13 120.2(2) . .
O6 C13 C14 124.3(2) . .
O6 C13 C12 116.52(19) . .
C14 C13 C12 119.16(19) . .
C13 C14 C15 120.7(2) . .
C13 C14 H14 119.7 . .
C15 C14 H14 119.7 . .
C14 C15 C10 120.8(2) . .
C14 C15 H15 119.6 . .
C10 C15 H15 119.6 . .
N1 C16 C17 120.4(2) . .
N1 C16 C23 117.4(2) . .
C17 C16 C23 122.2(2) . .
N2 C17 C16 119.7(2) . .
N2 C17 C24 117.2(2) . .
C16 C17 C24 123.1(2) . .
N2 C18 C19 120.2(2) . .
N2 C18 C20 117.3(2) . .
C19 C18 C20 122.5(2) . .
N1 C19 C18 119.9(2) . .
N1 C19 C22 117.0(2) . .
C18 C19 C22 123.0(2) . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C19 C22 H22A 109.5 . .
C19 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C19 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C16 C23 H23A 109.5 . .
C16 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C16 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C17 C24 H24A 109.5 . .
C17 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C17 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C16 N1 C19 119.7(2) . .
C18 N2 C17 120.1(2) . .
C3 O1 H1O 112(2) . .
C5 O2 H2O 106(3) . .
C8 O4 H4O 112(2) . .
C12 O5 H5O 107(2) . .
C13 O6 H6O 103(2) . .
C1 O7 C9 121.65(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C26 C27 1.235(16) .
C26 O8 1.533(12) .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C27 C28 1.331(17) 2_756
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 C27 1.331(17) 2_756
C28 C29 1.535(12) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 O8 1.641(12) 2_756
C29 H29A 0.9900 .
C29 H29B 0.9900 .
O8 C29 1.641(12) 2_756
C1 O7 1.360(2) .
C1 C2 1.384(3) .
C1 C6 1.396(3) .
C2 C3 1.389(3) .
C2 H2 0.9500 .
C3 O1 1.349(3) .
C3 C4 1.403(3) .
C4 C5 1.371(3) .
C4 H4 0.9500 .
C5 O2 1.354(3) .
C5 C6 1.421(3) .
C6 C7 1.422(3) .
C7 O3 1.265(3) .
C7 C8 1.444(3) .
C8 O4 1.351(3) .
C8 C9 1.364(3) .
C9 O7 1.373(2) .
C9 C10 1.465(3) .
C10 C15 1.397(3) .
C10 C11 1.404(3) .
C11 C12 1.381(3) .
C11 H11 0.9500 .
C12 O5 1.362(3) .
C12 C13 1.406(3) .
C13 O6 1.357(3) .
C13 C14 1.384(3) .
C14 C15 1.386(3) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 N1 1.338(3) .
C16 C17 1.400(3) .
C16 C23 1.504(3) .
C17 N2 1.344(3) .
C17 C24 1.498(3) .
C18 N2 1.336(3) .
C18 C19 1.399(3) .
C18 C20 1.497(3) .
C19 N1 1.345(3) .
C19 C22 1.494(3) .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
O1 H1O 0.93(4) .
O2 H2O 0.83(4) .
O4 H4O 0.88(4) .
O5 H5O 0.86(4) .
O6 H6O 0.87(4) .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139048288
