#------------------------------------------------------------------------------
#$Date: 2016-03-13 15:25:55 +0200 (Sun, 13 Mar 2016) $
#$Revision: 178180 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/28/1542807.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_1542807
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            'C29 H21 N2 O7 S'
_chemical_formula_weight         541.54
_chemical_name_systematic
;
 ?
;
_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                97.993(7)
_cell_angle_beta                 94.646(7)
_cell_angle_gamma                108.150(8)
_cell_formula_units_Z            2
_cell_length_a                   9.8066(9)
_cell_length_b                   10.4874(10)
_cell_length_c                   13.0073(12)
_cell_measurement_temperature    150(2)
_cell_volume                     1247.8(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 0.998
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.998
_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            13323
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.191
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            'yellow red'
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       Plate
_exptl_crystal_F_000             562
_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.416
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5709
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0526
_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)+(0.0650P)²+0.7749P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1323
_refine_ls_wR_factor_ref         0.1421
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4354
_reflns_number_total             5709
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lc5063.cif
_cod_data_source_block           QBP_22TP
_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               1542807
_publcif_datablock.id            {60decb30-3bfd-49f6-a9e5-175dda0285db}
_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   0.906
_shelx_estimated_absorpt_t_max   0.973
_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
S1 S 0.93446(8) 0.65287(9) 0.09633(6) 0.0491(2) Uani 1 1 d . .
C29 C 0.9362(3) 0.5207(3) 0.0028(2) 0.0335(6) Uani 1 1 d . .
C28 C 0.8053(3) 0.4682(3) -0.0601(2) 0.0397(6) Uani 1 1 d . .
H28 H 0.7845 0.3954 -0.1176 0.048 Uiso 1 1 calc R U
C26 C 0.7595(3) 0.6361(3) 0.0520(2) 0.0476(7) Uani 1 1 d . .
H26 H 0.7074 0.6916 0.0816 0.057 Uiso 1 1 calc R U
C27 C 0.7051(3) 0.5329(3) -0.0311(2) 0.0433(7) Uani 1 1 d . .
H27 H 0.6092 0.5072 -0.0660 0.052 Uiso 1 1 calc R U
O7 O 0.41248(14) 0.84127(14) 0.07091(9) 0.0149(3) Uani 1 1 d . .
O5 O 0.35416(15) 0.83577(14) -0.39102(10) 0.0175(3) Uani 1 1 d . .
O6 O 0.56244(16) 0.71507(15) -0.38149(10) 0.0191(3) Uani 1 1 d . .
O4 O 0.15529(19) 0.93991(19) -0.08760(11) 0.0315(4) Uani 1 1 d . .
O1 O 0.48913(16) 0.83258(15) 0.43301(10) 0.0174(3) Uani 1 1 d . .
O2 O 0.13144(16) 1.00488(16) 0.30913(11) 0.0223(3) Uani 1 1 d . .
O3 O 0.09372(16) 1.00750(16) 0.10788(11) 0.0242(3) Uani 1 1 d . .
C6 C 0.2675(2) 0.9241(2) 0.18516(14) 0.0149(4) Uani 1 1 d . .
N2 N 1.30350(19) 0.27371(18) -0.39338(13) 0.0217(4) Uani 1 1 d . .
C9 C 0.3387(2) 0.8630(2) -0.01546(14) 0.0153(4) Uani 1 1 d . .
C7 C 0.1914(2) 0.9537(2) 0.09839(15) 0.0182(4) Uani 1 1 d . .
C2 C 0.4540(2) 0.83446(19) 0.24895(14) 0.0148(4) Uani 1 1 d . .
H2 H 0.5274 0.7952 0.2357 0.018 Uiso 1 1 calc R U
C12 C 0.4050(2) 0.81145(19) -0.29738(14) 0.0137(4) Uani 1 1 d . .
N1 N 0.76683(19) 0.59628(18) -0.34836(13) 0.0219(4) Uani 1 1 d . .
C18 C 0.9760(2) 0.4639(2) -0.35992(15) 0.0180(4) Uani 1 1 d . .
C4 C 0.3117(2) 0.91837(19) 0.37024(14) 0.0149(4) Uani 1 1 d . .
H4 H 0.2906 0.9356 0.4398 0.018 Uiso 1 1 calc R U
C1 C 0.3774(2) 0.86724(19) 0.16890(14) 0.0136(4) Uani 1 1 d . .
C25 C 1.2275(2) 0.4568(2) -0.31587(17) 0.0225(4) Uani 1 1 d . .
H25 H 1.2519 0.5415 -0.2697 0.027 Uiso 1 1 calc R U
C11 C 0.3467(2) 0.84729(19) -0.20941(14) 0.0144(4) Uani 1 1 d . .
H11 H 0.2734 0.8885 -0.2151 0.017 Uiso 1 1 calc R U
C14 C 0.5606(2) 0.7262(2) -0.19454(15) 0.0176(4) Uani 1 1 d . .
H14 H 0.6335 0.6845 -0.1892 0.021 Uiso 1 1 calc R U
C10 C 0.3947(2) 0.82332(19) -0.11110(14) 0.0146(4) Uani 1 1 d . .
C17 C 0.8466(2) 0.4167(2) -0.42742(16) 0.0202(4) Uani 1 1 d . .
H17 H 0.8273 0.3380 -0.4795 0.024 Uiso 1 1 calc R U
C5 C 0.2362(2) 0.9496(2) 0.28945(14) 0.0155(4) Uani 1 1 d . .
C3 C 0.4201(2) 0.86092(19) 0.34974(14) 0.0140(4) Uani 1 1 d . .
C21 C 1.0881(2) 0.3962(2) -0.36952(15) 0.0176(4) Uani 1 1 d . .
C15 C 0.5030(2) 0.7625(2) -0.10600(14) 0.0176(4) Uani 1 1 d . .
H15 H 0.5375 0.7459 -0.0405 0.021 Uiso 1 1 calc R U
C13 C 0.5132(2) 0.74986(19) -0.29125(14) 0.0146(4) Uani 1 1 d . .
C8 C 0.2301(2) 0.9172(2) -0.00386(14) 0.0191(4) Uani 1 1 d . .
C16 C 0.7457(2) 0.4839(2) -0.41896(16) 0.0211(4) Uani 1 1 d . .
H16 H 0.6576 0.4487 -0.4654 0.025 Uiso 1 1 calc R U
C22 C 1.0605(2) 0.2716(2) -0.43494(17) 0.0251(5) Uani 1 1 d . .
H22 H 0.9668 0.2255 -0.4727 0.030 Uiso 1 1 calc R U
C19 C 0.9960(2) 0.5787(2) -0.28413(17) 0.0250(5) Uani 1 1 d . .
H19 H 1.0812 0.6140 -0.2348 0.030 Uiso 1 1 calc R U
C24 C 1.3302(2) 0.3927(2) -0.33045(17) 0.0238(5) Uani 1 1 d . .
H24 H 1.4248 0.4360 -0.2935 0.029 Uiso 1 1 calc R U
C20 C 0.8899(2) 0.6405(2) -0.28179(18) 0.0272(5) Uani 1 1 d . .
H20 H 0.9054 0.7187 -0.2300 0.033 Uiso 1 1 calc R U
C23 C 1.1702(2) 0.2152(2) -0.44478(18) 0.0270(5) Uani 1 1 d . .
H23 H 1.1493 0.1306 -0.4904 0.032 Uiso 1 1 calc R U
H5O H 0.409(3) 0.830(3) -0.434(2) 0.034(7) Uiso 1 1 d . .
H4O H 0.089(3) 0.961(3) -0.069(2) 0.048(9) Uiso 1 1 d . .
H6O H 0.626(3) 0.689(3) -0.370(2) 0.048(9) Uiso 1 1 d . .
H2O H 0.106(3) 1.020(3) 0.252(2) 0.048(9) Uiso 1 1 d . .
H1O H 0.554(3) 0.804(3) 0.421(2) 0.046(9) Uiso 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'
S S 0.1246 0.1234 '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
C26 S1 C29 92.61(14) . .
C28 C29 C29 128.8(3) . 2_765
C28 C29 S1 110.0(2) . .
C29 C29 S1 121.2(3) 2_765 .
C29 C28 C27 113.3(3) . .
C29 C28 H28 123.4 . .
C27 C28 H28 123.4 . .
C27 C26 S1 111.0(2) . .
C27 C26 H26 124.5 . .
S1 C26 H26 124.5 . .
C26 C27 C28 113.1(3) . .
C26 C27 H27 123.5 . .
C28 C27 H27 123.5 . .
C1 O7 C9 122.05(14) . .
C12 O5 H5O 110.2(19) . .
C13 O6 H6O 110(2) . .
C8 O4 H4O 109(2) . .
C3 O1 H1O 115(2) . .
C5 O2 H2O 103(2) . .
C1 C6 C5 117.72(16) . .
C1 C6 C7 119.79(16) . .
C5 C6 C7 122.50(16) . .
C24 N2 C23 117.16(17) . .
C8 C9 O7 119.85(16) . .
C8 C9 C10 128.96(17) . .
O7 C9 C10 111.19(15) . .
O3 C7 C6 122.98(17) . .
O3 C7 C8 120.37(17) . .
C6 C7 C8 116.65(16) . .
C1 C2 C3 117.66(16) . .
C1 C2 H2 121.2 . .
C3 C2 H2 121.2 . .
O5 C12 C11 118.43(16) . .
O5 C12 C13 120.70(16) . .
C11 C12 C13 120.86(16) . .
C20 N1 C16 117.00(17) . .
C17 C18 C19 116.75(18) . .
C17 C18 C21 121.29(17) . .
C19 C18 C21 121.96(18) . .
C5 C4 C3 119.73(16) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
O7 C1 C2 116.87(16) . .
O7 C1 C6 120.29(16) . .
C2 C1 C6 122.84(16) . .
C24 C25 C21 119.45(19) . .
C24 C25 H25 120.3 . .
C21 C25 H25 120.3 . .
C12 C11 C10 120.59(17) . .
C12 C11 H11 119.7 . .
C10 C11 H11 119.7 . .
C15 C14 C13 120.76(17) . .
C15 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
C15 C10 C11 117.96(16) . .
C15 C10 C9 119.63(16) . .
C11 C10 C9 122.39(16) . .
C16 C17 C18 120.24(18) . .
C16 C17 H17 119.9 . .
C18 C17 H17 119.9 . .
O2 C5 C4 119.78(16) . .
O2 C5 C6 119.89(16) . .
C4 C5 C6 120.33(16) . .
O1 C3 C2 121.99(16) . .
O1 C3 C4 116.28(16) . .
C2 C3 C4 121.73(16) . .
C22 C21 C25 116.81(18) . .
C22 C21 C18 121.78(18) . .
C25 C21 C18 121.38(18) . .
C14 C15 C10 121.18(17) . .
C14 C15 H15 119.4 . .
C10 C15 H15 119.4 . .
O6 C13 C14 124.15(17) . .
O6 C13 C12 117.21(16) . .
C14 C13 C12 118.64(16) . .
O4 C8 C9 121.24(17) . .
O4 C8 C7 117.50(17) . .
C9 C8 C7 121.27(17) . .
N1 C16 C17 122.97(19) . .
N1 C16 H16 118.5 . .
C17 C16 H16 118.5 . .
C23 C22 C21 119.7(2) . .
C23 C22 H22 120.1 . .
C21 C22 H22 120.1 . .
C20 C19 C18 119.2(2) . .
C20 C19 H19 120.4 . .
C18 C19 H19 120.4 . .
N2 C24 C25 123.58(19) . .
N2 C24 H24 118.2 . .
C25 C24 H24 118.2 . .
N1 C20 C19 123.8(2) . .
N1 C20 H20 118.1 . .
C19 C20 H20 118.1 . .
N2 C23 C22 123.3(2) . .
N2 C23 H23 118.4 . .
C22 C23 H23 118.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C26 1.712(3) .
S1 C29 1.718(3) .
C29 C28 1.373(3) .
C29 C29 1.450(5) 2_765
C28 C27 1.405(4) .
C28 H28 0.9500 .
C26 C27 1.359(4) .
C26 H26 0.9500 .
C27 H27 0.9500 .
O7 C1 1.360(2) .
O7 C9 1.371(2) .
O5 C12 1.365(2) .
O5 H5O 0.82(3) .
O6 C13 1.352(2) .
O6 H6O 0.77(3) .
O4 C8 1.354(2) .
O4 H4O 0.80(3) .
O1 C3 1.347(2) .
O1 H1O 0.80(3) .
O2 C5 1.352(2) .
O2 H2O 0.81(3) .
O3 C7 1.260(2) .
C6 C1 1.402(2) .
C6 C5 1.423(2) .
C6 C7 1.426(3) .
N2 C24 1.332(3) .
N2 C23 1.333(3) .
C9 C8 1.363(3) .
C9 C10 1.460(2) .
C7 C8 1.446(3) .
C2 C1 1.379(2) .
C2 C3 1.390(2) .
C2 H2 0.9500 .
C12 C11 1.378(3) .
C12 C13 1.406(3) .
N1 C20 1.338(3) .
N1 C16 1.338(3) .
C18 C17 1.391(3) .
C18 C19 1.397(3) .
C18 C21 1.488(3) .
C4 C5 1.371(3) .
C4 C3 1.402(2) .
C4 H4 0.9500 .
C25 C24 1.386(3) .
C25 C21 1.393(3) .
C25 H25 0.9500 .
C11 C10 1.409(2) .
C11 H11 0.9500 .
C14 C15 1.381(3) .
C14 C13 1.387(3) .
C14 H14 0.9500 .
C10 C15 1.401(3) .
C17 C16 1.385(3) .
C17 H17 0.9500 .
C21 C22 1.392(3) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C22 C23 1.386(3) .
C22 H22 0.9500 .
C19 C20 1.387(3) .
C19 H19 0.9500 .
C24 H24 0.9500 .
C20 H20 0.9500 .
C23 H23 0.9500 .
