#------------------------------------------------------------------------------
#$Date: 2020-06-05 12:51:43 +0300 (Fri, 05 Jun 2020) $
#$Revision: 252709 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/62/7126291.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_7126291
loop_
_publ_author_name
'Chakraborty, Poulami'
'Das, Bikash'
'Pal, Pulak'
'Datta, Subhadeep'
'Bera, Sourabh'
'Dastidar, Parthasarathi'
_publ_section_title
;
 A supramolecular hydrogel derived from a simple organic salt capable of
 proton conduction.
;
_journal_issue                   39
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              5251
_journal_page_last               5254
_journal_paper_doi               10.1039/d0cc01467b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C10 H7 O3 S, C8 H12 N'
_chemical_formula_sum            'C18 H19 N O3 S'
_chemical_formula_weight         329.40
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-04
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-10-09 deposited with the CCDC.	2020-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                92.938(4)
_cell_angle_beta                 94.963(4)
_cell_angle_gamma                93.182(4)
_cell_formula_units_Z            2
_cell_length_a                   5.8765(17)
_cell_length_b                   7.649(2)
_cell_length_c                   18.388(5)
_cell_measurement_reflns_used    6763
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.23
_cell_volume                     820.9(4)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22704
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.980
_diffrn_reflns_theta_min         1.113
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/4 (Bruker,2014/4) was used for absorption correction. wR2(int) was 0.1850 before and 0.0432 after correction. The Ratio of minimum to maximum transmission is 0.9529. The λ/2 correction factor is 0.00150.'
_exptl_crystal_colour            'clear yellowish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3704
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0670P)²+0.2862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1406
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2893
_reflns_number_total             3704
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01467b3.cif
_cod_data_source_block           N2SPh
_cod_depositor_comments
'Adding full bibliography for 7126286--7126291.cif.'
_cod_original_cell_volume        820.8(4)
_cod_database_code               7126291
_shelx_shelxl_version_number     2016/6
_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_max   0.963
_shelx_estimated_absorpt_t_min   0.943
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C7(H7), C3(H3), C18(H18), C14(H14), C6(H6), C4(H4), C15(H15),
 C16(H16), C17(H17), C5(H5)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.82640(9) 0.27264(7) 0.59292(3) 0.04094(17) Uani 1 1 d . . . . .
O1 O 0.9604(3) 0.4244(2) 0.57261(8) 0.0546(4) Uani 1 1 d . . . . .
O2 O 0.8824(3) 0.1141(2) 0.55372(9) 0.0609(5) Uani 1 1 d . . . . .
N1 N 0.2655(3) 0.2533(2) 0.46778(9) 0.0420(4) Uani 1 1 d . . . . .
H1A H 0.176748 0.343300 0.462856 0.063 Uiso 1 1 calc GR . . . .
H1B H 0.347650 0.265319 0.510913 0.063 Uiso 1 1 calc GR . . . .
H1C H 0.178512 0.153725 0.465142 0.063 Uiso 1 1 calc GR . . . .
O3 O 0.5845(3) 0.3011(3) 0.58938(9) 0.0724(6) Uani 1 1 d . . . . .
C2 C 0.7779(3) 0.3029(2) 0.73910(10) 0.0329(4) Uani 1 1 d . . . . .
H2 H 0.638456 0.349499 0.725755 0.040 Uiso 1 1 calc R . . . .
C9 C 0.8491(3) 0.2897(2) 0.81382(10) 0.0340(4) Uani 1 1 d . . . . .
C10 C 1.0585(3) 0.2132(3) 0.83311(11) 0.0389(4) Uani 1 1 d . . . . .
C1 C 0.9113(3) 0.2482(2) 0.68623(10) 0.0328(4) Uani 1 1 d . . . . .
C8 C 1.1225(3) 0.1756(3) 0.70523(12) 0.0414(5) Uani 1 1 d . . . . .
H8 H 1.213792 0.140363 0.668956 0.050 Uiso 1 1 calc R . . . .
C13 C 0.4299(3) 0.2466(3) 0.27009(11) 0.0395(4) Uani 1 1 d . . . . .
C7 C 1.1919(3) 0.1575(3) 0.77672(12) 0.0435(5) Uani 1 1 d . . . . .
H7 H 1.329862 0.107527 0.788860 0.052 Uiso 1 1 calc R . . . .
C3 C 0.7182(4) 0.3501(3) 0.86984(11) 0.0469(5) Uani 1 1 d . . . . .
H3 H 0.581377 0.401650 0.857708 0.056 Uiso 1 1 calc R . . . .
C18 C 0.3348(4) 0.1698(3) 0.20407(13) 0.0480(5) Uani 1 1 d . . . . .
H18 H 0.190406 0.112391 0.201347 0.058 Uiso 1 1 calc R . . . .
C12 C 0.2869(4) 0.2419(3) 0.33506(11) 0.0455(5) Uani 1 1 d . . . . .
H12A H 0.189378 0.340173 0.333630 0.055 Uiso 1 1 calc R . . . .
H12B H 0.188204 0.135280 0.329956 0.055 Uiso 1 1 calc R . . . .
C14 C 0.6455(4) 0.3306(3) 0.27258(13) 0.0499(5) Uani 1 1 d . . . . .
H14 H 0.712881 0.383353 0.316485 0.060 Uiso 1 1 calc R . . . .
C6 C 1.1258(4) 0.1972(3) 0.90796(12) 0.0561(6) Uani 1 1 d . . . . .
H6 H 1.262072 0.146224 0.921460 0.067 Uiso 1 1 calc R . . . .
C11 C 0.4217(4) 0.2491(3) 0.40834(12) 0.0486(5) Uani 1 1 d . . . . .
H11A H 0.512289 0.147212 0.411931 0.058 Uiso 1 1 calc R . . . .
H11B H 0.525408 0.353060 0.413611 0.058 Uiso 1 1 calc R . . . .
C4 C 0.7901(5) 0.3338(4) 0.94124(13) 0.0632(7) Uani 1 1 d . . . . .
H4 H 0.702827 0.375178 0.977574 0.076 Uiso 1 1 calc R . . . .
C15 C 0.7606(4) 0.3366(3) 0.21099(16) 0.0599(7) Uani 1 1 d . . . . .
H15 H 0.905569 0.393044 0.213492 0.072 Uiso 1 1 calc R . . . .
C16 C 0.6648(5) 0.2608(4) 0.14629(15) 0.0704(8) Uani 1 1 d . . . . .
H16 H 0.744047 0.265526 0.104720 0.085 Uiso 1 1 calc R . . . .
C17 C 0.4501(5) 0.1769(4) 0.14234(13) 0.0656(7) Uani 1 1 d . . . . .
H17 H 0.383531 0.125390 0.098099 0.079 Uiso 1 1 calc R . . . .
C5 C 0.9950(5) 0.2551(4) 0.96058(13) 0.0691(8) Uani 1 1 d . . . . .
H5 H 1.041436 0.242467 1.009574 0.083 Uiso 1 1 calc R . . . .
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
_geom_angle_publ_flag
O1 S1 C1 105.76(9) . . ?
O2 S1 O1 111.47(10) . . ?
O2 S1 C1 106.51(10) . . ?
O3 S1 O1 112.24(12) . . ?
O3 S1 O2 114.48(12) . . ?
O3 S1 C1 105.63(9) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C11 N1 H1A 109.5 . . ?
C11 N1 H1B 109.5 . . ?
C11 N1 H1C 109.5 . . ?
C9 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C1 C2 C9 120.73(17) . . ?
C2 C9 C10 118.88(17) . . ?
C2 C9 C3 122.07(18) . . ?
C3 C9 C10 119.05(18) . . ?
C7 C10 C9 118.73(18) . . ?
C6 C10 C9 118.44(19) . . ?
C6 C10 C7 122.83(19) . . ?
C2 C1 S1 120.54(14) . . ?
C2 C1 C8 120.58(18) . . ?
C8 C1 S1 118.85(14) . . ?
C1 C8 H8 120.1 . . ?
C7 C8 C1 119.73(18) . . ?
C7 C8 H8 120.1 . . ?
C18 C13 C12 118.00(19) . . ?
C18 C13 C14 118.2(2) . . ?
C14 C13 C12 123.71(19) . . ?
C10 C7 H7 119.3 . . ?
C8 C7 C10 121.31(18) . . ?
C8 C7 H7 119.3 . . ?
C9 C3 H3 119.7 . . ?
C4 C3 C9 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.0(2) . . ?
C17 C18 H18 119.5 . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C11 C12 C13 114.95(18) . . ?
C11 C12 H12A 108.5 . . ?
C11 C12 H12B 108.5 . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C10 C6 H6 119.4 . . ?
C5 C6 C10 121.1(2) . . ?
C5 C6 H6 119.4 . . ?
N1 C11 C12 110.35(18) . . ?
N1 C11 H11A 109.6 . . ?
N1 C11 H11B 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(2) . . ?
C5 C4 H4 119.8 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(2) . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 119.6(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4495(16) . ?
S1 O2 1.4469(16) . ?
S1 O3 1.4462(17) . ?
S1 C1 1.767(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C11 1.487(3) . ?
C2 H2 0.9300 . ?
C2 C9 1.412(3) . ?
C2 C1 1.364(2) . ?
C9 C10 1.417(3) . ?
C9 C3 1.412(3) . ?
C10 C7 1.416(3) . ?
C10 C6 1.412(3) . ?
C1 C8 1.411(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.359(3) . ?
C13 C18 1.380(3) . ?
C13 C12 1.520(3) . ?
C13 C14 1.384(3) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.358(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.373(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.500(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.370(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.359(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.403(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.358(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.378(4) . ?
C17 H17 0.9300 . ?
C5 H5 0.9300 . ?
