#------------------------------------------------------------------------------
#$Date: 2019-11-24 00:02:36 +0200 (Sun, 24 Nov 2019) $
#$Revision: 235685 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/71/4037121.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_4037121
loop_
_publ_author_name
'Branná, Petra'
'Černochová, Jarmila'
'Rouchal, Michal'
'Kulhánek, Petr'
'Babinský, Martin'
'Marek, Radek'
'Nečas, Marek'
'Kuřitka, Ivo'
'Vícha, Robert'
_publ_section_title
;
 Cooperative Binding of Cucurbit[n]urils and β-Cyclodextrin to
 Heteroditopic Imidazolium-Based Guests.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9595
_journal_page_last               9604
_journal_paper_doi               10.1021/acs.joc.6b01564
_journal_volume                  81
_journal_year                    2016
_chemical_formula_sum            'C23 H36 N2 O4 S'
_chemical_formula_weight         436.60
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 124.255(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.482(2)
_cell_length_b                   10.0377(5)
_cell_length_c                   20.0803(15)
_cell_measurement_reflns_used    4338
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.9597
_cell_measurement_theta_min      2.9989
_cell_volume                     4578.4(8)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction Ltd, 2009)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction Ltd, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction Ltd, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8.4353
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9046
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.00
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis RED (Oxford Diffraction Ltd, 2009)'
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.972
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0524P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.0956
_reflns_number_gt                2744
_reflns_number_total             4026
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo6b01564_si_002.cif
_cod_data_source_block           6MsO
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        4578.4(6)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4037121
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.68335(2) 0.76228(5) 0.28054(3) 0.02680(16) Uani 1 1 d .
O1 O 0.71745(7) 0.79422(17) 0.24791(9) 0.0554(5) Uani 1 1 d .
O2 O 0.67824(7) 0.87235(16) 0.32163(9) 0.0563(5) Uani 1 1 d .
O3 O 0.70393(7) 0.64233(15) 0.32678(10) 0.0658(6) Uani 1 1 d .
N1 N 0.67636(6) 0.26862(15) 0.37343(8) 0.0182(4) Uani 1 1 d .
N2 N 0.68849(6) 0.41584(15) 0.46225(8) 0.0199(4) Uani 1 1 d .
C1 C 0.67214(8) 0.21417(18) 0.30222(10) 0.0202(4) Uani 1 1 d .
H1B H 0.6841 0.1193 0.3124 0.024 Uiso 1 1 calc R
H1C H 0.7003 0.2623 0.2949 0.024 Uiso 1 1 calc R
C2 C 0.61060(8) 0.22422(18) 0.22421(10) 0.0181(4) Uani 1 1 d .
C3 C 0.56473(8) 0.14076(19) 0.22717(10) 0.0218(5) Uani 1 1 d .
H3B H 0.5777 0.0467 0.2390 0.026 Uiso 1 1 calc R
H3C H 0.5614 0.1741 0.2708 0.026 Uiso 1 1 calc R
C4 C 0.50469(8) 0.1493(2) 0.14659(10) 0.0238(5) Uani 1 1 d .
H4A H 0.4753 0.0952 0.1492 0.029 Uiso 1 1 calc R
C5 C 0.51015(8) 0.0954(2) 0.07980(11) 0.0281(5) Uani 1 1 d .
H5A H 0.4714 0.0999 0.0275 0.034 Uiso 1 1 calc R
H5B H 0.5227 0.0010 0.0908 0.034 Uiso 1 1 calc R
C6 C 0.55545(8) 0.1780(2) 0.07559(11) 0.0270(5) Uani 1 1 d .
H6A H 0.5588 0.1422 0.0319 0.032 Uiso 1 1 calc R
C7 C 0.53537(9) 0.3234(2) 0.05745(11) 0.0309(5) Uani 1 1 d .
H7A H 0.4969 0.3294 0.0048 0.037 Uiso 1 1 calc R
H7B H 0.5643 0.3769 0.0545 0.037 Uiso 1 1 calc R
C8 C 0.52970(8) 0.3781(2) 0.12405(10) 0.0256(5) Uani 1 1 d .
H8A H 0.5165 0.4731 0.1121 0.031 Uiso 1 1 calc R
C9 C 0.58954(8) 0.36981(18) 0.20483(10) 0.0226(5) Uani 1 1 d .
H9A H 0.5863 0.4062 0.2480 0.027 Uiso 1 1 calc R
H9B H 0.6187 0.4241 0.2025 0.027 Uiso 1 1 calc R
C10 C 0.48446(8) 0.2951(2) 0.12832(11) 0.0286(5) Uani 1 1 d .
H10A H 0.4806 0.3307 0.1711 0.034 Uiso 1 1 calc R
H10B H 0.4455 0.3008 0.0764 0.034 Uiso 1 1 calc R
C11 C 0.61538(8) 0.1695(2) 0.15626(10) 0.0237(5) Uani 1 1 d .
H11A H 0.6447 0.2219 0.1535 0.028 Uiso 1 1 calc R
H11B H 0.6287 0.0756 0.1678 0.028 Uiso 1 1 calc R
C12 C 0.68726(7) 0.39660(19) 0.39584(10) 0.0209(4) Uani 1 1 d .
H12A H 0.6933 0.4643 0.3681 0.025 Uiso 1 1 calc R
C13 C 0.69915(8) 0.54456(19) 0.50368(11) 0.0278(5) Uani 1 1 d .
H13A H 0.7202 0.6046 0.4889 0.033 Uiso 1 1 calc R
H13B H 0.7248 0.5301 0.5626 0.033 Uiso 1 1 calc R
C14 C 0.64238(8) 0.61112(19) 0.48231(11) 0.0267(5) Uani 1 1 d .
H14A H 0.6197 0.5474 0.4924 0.032 Uiso 1 1 calc R
H14B H 0.6523 0.6885 0.5184 0.032 Uiso 1 1 calc R
C15 C 0.60383(9) 0.6582(2) 0.39568(11) 0.0349(5) Uani 1 1 d .
H15A H 0.5899 0.5797 0.3596 0.042 Uiso 1 1 calc R
H15B H 0.6278 0.7135 0.3836 0.042 Uiso 1 1 calc R
C16 C 0.55071(9) 0.7388(2) 0.37748(12) 0.0364(6) Uani 1 1 d .
H16A H 0.5269 0.7633 0.3203 0.055 Uiso 1 1 calc R
H16B H 0.5641 0.8197 0.4105 0.055 Uiso 1 1 calc R
H16C H 0.5270 0.6852 0.3899 0.055 Uiso 1 1 calc R
C17 C 0.67093(8) 0.19916(18) 0.42956(10) 0.0181(4) Uani 1 1 d .
C18 C 0.66240(8) 0.06504(19) 0.43717(11) 0.0220(4) Uani 1 1 d .
H18A H 0.6570 0.0007 0.3989 0.026 Uiso 1 1 calc R
C19 C 0.66223(8) 0.0307(2) 0.50343(11) 0.0260(5) Uani 1 1 d .
H19A H 0.6565 -0.0600 0.5108 0.031 Uiso 1 1 calc R
C20 C 0.67015(8) 0.1246(2) 0.56045(11) 0.0264(5) Uani 1 1 d .
H20A H 0.6699 0.0957 0.6053 0.032 Uiso 1 1 calc R
C21 C 0.67827(8) 0.2584(2) 0.55292(10) 0.0228(5) Uani 1 1 d .
H21A H 0.6832 0.3227 0.5910 0.027 Uiso 1 1 calc R
C22 C 0.67878(7) 0.29344(18) 0.48602(10) 0.0181(4) Uani 1 1 d .
C23 C 0.61146(9) 0.7293(2) 0.19605(12) 0.0397(6) Uani 1 1 d .
H23A H 0.5863 0.7037 0.2142 0.060 Uiso 1 1 calc R
H23B H 0.6127 0.6565 0.1645 0.060 Uiso 1 1 calc R
H23C H 0.5954 0.8094 0.1625 0.060 Uiso 1 1 calc R
O10 O 0.70334(8) 0.5049(2) 0.18248(10) 0.0410(4) Uani 1 1 d .
H101 H 0.7274(11) 0.438(3) 0.2015(14) 0.068(9) Uiso 1 1 d .
H102 H 0.7146(12) 0.560(3) 0.2178(16) 0.079(11) 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
O3 S1 O2 114.02(11)
O3 S1 O1 111.10(11)
O2 S1 O1 112.81(10)
O3 S1 C23 106.61(10)
O2 S1 C23 106.19(10)
O1 S1 C23 105.40(10)
C12 N1 C17 108.17(15)
C12 N1 C1 124.26(15)
C17 N1 C1 127.56(15)
C12 N2 C22 108.24(15)
C12 N2 C13 125.34(16)
C22 N2 C13 126.41(15)
N1 C1 C2 114.01(14)
C1 C2 C9 111.29(14)
C1 C2 C3 112.40(14)
C9 C2 C3 109.05(15)
C1 C2 C11 106.65(14)
C9 C2 C11 108.75(14)
C3 C2 C11 108.59(14)
C4 C3 C2 110.30(15)
C5 C4 C3 109.12(15)
C5 C4 C10 109.20(16)
C3 C4 C10 109.64(15)
C4 C5 C6 109.85(15)
C7 C6 C11 109.54(15)
C7 C6 C5 109.43(16)
C11 C6 C5 109.53(16)
C6 C7 C8 109.55(15)
C9 C8 C7 109.21(16)
C9 C8 C10 109.36(15)
C7 C8 C10 109.68(16)
C8 C9 C2 110.29(14)
C4 C10 C8 109.53(15)
C6 C11 C2 109.85(15)
N2 C12 N1 110.57(16)
N2 C13 C14 112.30(15)
C15 C14 C13 113.85(16)
C14 C15 C16 113.42(16)
C18 C17 C22 121.71(17)
C18 C17 N1 132.11(17)
C22 C17 N1 106.11(16)
C19 C18 C17 116.16(18)
C18 C19 C20 122.52(19)
C21 C20 C19 121.59(18)
C20 C21 C22 116.03(17)
C21 C22 N2 131.08(17)
C21 C22 C17 121.98(18)
N2 C22 C17 106.89(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O3 1.4285(15)
S1 O2 1.4323(15)
S1 O1 1.4497(15)
S1 C23 1.766(2)
N1 C12 1.338(2)
N1 C17 1.403(2)
N1 C1 1.473(2)
N2 C12 1.329(2)
N2 C22 1.397(2)
N2 C13 1.474(2)
C1 C2 1.530(2)
C2 C9 1.539(2)
C2 C3 1.542(2)
C2 C11 1.544(2)
C3 C4 1.530(2)
C4 C5 1.530(2)
C4 C10 1.535(3)
C5 C6 1.537(3)
C6 C7 1.530(3)
C6 C11 1.530(2)
C7 C8 1.533(2)
C8 C9 1.530(2)
C8 C10 1.538(3)
C13 C14 1.520(2)
C14 C15 1.516(2)
C15 C16 1.522(3)
C17 C18 1.390(2)
C17 C22 1.397(2)
C18 C19 1.377(2)
C19 C20 1.402(3)
C20 C21 1.384(3)
C21 C22 1.396(2)
