#------------------------------------------------------------------------------
#$Date: 2020-06-05 11:51:43 +0200 (vie 05 de jun de 2020) $
#$Revision: 252709 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/62/7126286.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_7126286
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         'C6 H5 O3 S, C12 H14 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                103.033(2)
_cell_angle_beta                 93.291(2)
_cell_angle_gamma                97.938(3)
_cell_formula_units_Z            2
_cell_length_a                   5.4468(3)
_cell_length_b                   9.8135(6)
_cell_length_c                   15.2598(10)
_cell_measurement_reflns_used    3680
_cell_measurement_temperature    116(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.75
_cell_volume                     783.72(8)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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      116.63
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.971
_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  0.0554
_diffrn_reflns_av_unetI/netI     0.0839
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9206
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.217
_diffrn_reflns_theta_min         2.752
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.221
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.4206
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1269 before and 0.0696 after correction. The Ratio of minimum to maximum transmission is 0.5640. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear brownish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3762
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1062
_refine_ls_R_factor_gt           0.0682
_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)+(0.0499P)²+1.9228P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1800
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2657
_reflns_number_total             3762
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc01467b3.cif
_cod_data_source_block           BSNe
_cod_depositor_comments
'Adding full bibliography for 7126286--7126291.cif.'
_cod_database_code               7126286
_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   0.961
_shelx_estimated_absorpt_t_min   0.949
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C4(H4), C16(H16), C3(H3), C10(H10), C15(H15), C5(H5),
 C13(H13), C11(H11), C12(H12), C14(H14)
2.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C7(H7A,H7B,H7C)
;
_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 0.49048(14) 0.59248(9) 0.38696(5) 0.0181(2) Uani 1 1 d . . . . .
O1 O 0.2229(4) 0.5791(3) 0.39609(15) 0.0227(5) Uani 1 1 d . . . . .
O2 O 0.6289(4) 0.7185(3) 0.44836(15) 0.0246(5) Uani 1 1 d . . . . .
O3 O 0.5893(5) 0.4648(3) 0.39031(16) 0.0270(6) Uani 1 1 d . . . . .
N1 N 1.0175(5) 0.6758(3) 0.56300(18) 0.0204(6) Uani 1 1 d . . . . .
H1A H 0.874179 0.690154 0.535222 0.031 Uiso 1 1 calc GR . . . .
H1B H 0.980705 0.614958 0.599074 0.031 Uiso 1 1 calc GR . . . .
H1C H 1.115863 0.638384 0.520579 0.031 Uiso 1 1 calc GR . . . .
C1 C 0.5226(5) 0.6190(3) 0.2767(2) 0.0168(6) Uani 1 1 d . . . . .
C6 C 0.7412(6) 0.6948(4) 0.2587(2) 0.0226(7) Uani 1 1 d . . . . .
H6 H 0.873527 0.731939 0.304921 0.027 Uiso 1 1 calc R . . . .
C2 C 0.3305(6) 0.5632(4) 0.2095(2) 0.0215(7) Uani 1 1 d . . . . .
H2 H 0.181419 0.511647 0.222289 0.026 Uiso 1 1 calc R . . . .
C18 C 0.8733(6) 0.8809(4) 0.8497(2) 0.0245(7) Uani 1 1 d . . . . .
C17 C 1.0190(6) 0.8265(4) 0.7783(2) 0.0233(7) Uani 1 1 d . . . . .
C4 C 0.5718(7) 0.6594(4) 0.1047(2) 0.0268(8) Uani 1 1 d . . . . .
H4 H 0.587941 0.673557 0.045598 0.032 Uiso 1 1 calc R . . . .
C16 C 1.1835(6) 0.7321(4) 0.7949(3) 0.0264(8) Uani 1 1 d . . . . .
H16 H 1.281285 0.693028 0.748802 0.032 Uiso 1 1 calc R . . . .
C9 C 0.9996(6) 0.8703(4) 0.6959(2) 0.0232(7) Uani 1 1 d . . . . .
C8 C 1.1525(7) 0.8146(4) 0.6194(2) 0.0255(8) Uani 1 1 d . . . . .
H8 H 1.312089 0.796185 0.646898 0.031 Uiso 1 1 calc R . . . .
C3 C 0.3578(6) 0.5832(4) 0.1235(2) 0.0260(8) Uani 1 1 d . . . . .
H3 H 0.227296 0.543929 0.076836 0.031 Uiso 1 1 calc R . . . .
C10 C 0.8365(6) 0.9618(4) 0.6854(2) 0.0268(8) Uani 1 1 d . . . . .
H10 H 0.821660 0.990378 0.630067 0.032 Uiso 1 1 calc R . . . .
C15 C 1.2012(7) 0.6979(4) 0.8761(2) 0.0299(8) Uani 1 1 d . . . . .
H15 H 1.313157 0.635818 0.886226 0.036 Uiso 1 1 calc R . . . .
C5 C 0.7637(6) 0.7154(4) 0.1723(2) 0.0278(8) Uani 1 1 d . . . . .
H5 H 0.911320 0.768190 0.159422 0.033 Uiso 1 1 calc R . . . .
C13 C 0.8943(7) 0.8410(4) 0.9315(3) 0.0323(9) Uani 1 1 d . . . . .
H13 H 0.794154 0.875842 0.977917 0.039 Uiso 1 1 calc R . . . .
C11 C 0.6918(7) 1.0137(4) 0.7548(3) 0.0307(8) Uani 1 1 d . . . . .
H11 H 0.581422 1.077264 0.745708 0.037 Uiso 1 1 calc R . . . .
C12 C 0.7059(7) 0.9754(4) 0.8344(3) 0.0304(8) Uani 1 1 d . . . . .
H12 H 0.604703 1.011056 0.880205 0.037 Uiso 1 1 calc R . . . .
C7 C 1.2172(7) 0.9115(4) 0.5579(3) 0.0307(8) Uani 1 1 d . . . . .
H7A H 1.341053 0.874946 0.518521 0.046 Uiso 1 1 calc GR . . . .
H7B H 1.285807 1.006343 0.594151 0.046 Uiso 1 1 calc GR . . . .
H7C H 1.067033 0.916346 0.520880 0.046 Uiso 1 1 calc GR . . . .
C14 C 1.0568(7) 0.7526(4) 0.9458(3) 0.0342(9) Uani 1 1 d . . . . .
H14 H 1.072827 0.727950 1.002377 0.041 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 104.93(14) . . ?
O2 S1 O1 112.30(14) . . ?
O2 S1 C1 105.78(15) . . ?
O3 S1 O1 112.73(15) . . ?
O3 S1 O2 113.58(15) . . ?
O3 S1 C1 106.70(14) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C8 N1 H1A 109.5 . . ?
C8 N1 H1B 109.5 . . ?
C8 N1 H1C 109.5 . . ?
C6 C1 S1 119.6(2) . . ?
C2 C1 S1 119.6(2) . . ?
C2 C1 C6 120.8(3) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 H6 120.5 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.3(3) . . ?
C3 C2 H2 120.4 . . ?
C13 C18 C17 120.2(3) . . ?
C13 C18 C12 121.4(3) . . ?
C12 C18 C17 118.4(3) . . ?
C16 C17 C18 117.5(3) . . ?
C9 C17 C18 119.7(3) . . ?
C9 C17 C16 122.8(3) . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C9 C8 120.7(3) . . ?
C10 C9 C17 119.2(3) . . ?
C10 C9 C8 120.1(3) . . ?
N1 C8 C9 109.6(3) . . ?
N1 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C7 C8 N1 108.3(3) . . ?
C7 C8 C9 115.7(3) . . ?
C7 C8 H8 107.6 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3 119.6 . . ?
C9 C10 H10 119.4 . . ?
C9 C10 C11 121.2(3) . . ?
C11 C10 H10 119.4 . . ?
C16 C15 H15 119.3 . . ?
C16 C15 C14 121.5(4) . . ?
C14 C15 H15 119.3 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C18 C13 H13 119.6 . . ?
C14 C13 C18 120.8(3) . . ?
C14 C13 H13 119.6 . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.4(4) . . ?
C12 C11 H11 119.3 . . ?
C18 C12 H12 120.0 . . ?
C11 C12 C18 120.1(3) . . ?
C11 C12 H12 120.0 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C15 C14 H14 120.2 . . ?
C13 C14 C15 119.6(4) . . ?
C13 C14 H14 120.2 . . ?
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 1.463(2) . ?
S1 O2 1.454(3) . ?
S1 O3 1.440(3) . ?
S1 C1 1.774(3) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
N1 C8 1.502(5) . ?
C1 C6 1.390(4) . ?
C1 C2 1.382(5) . ?
C6 H6 0.9500 . ?
C6 C5 1.388(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(4) . ?
C18 C17 1.434(5) . ?
C18 C13 1.393(5) . ?
C18 C12 1.433(5) . ?
C17 C16 1.426(5) . ?
C17 C9 1.419(5) . ?
C4 H4 0.9500 . ?
C4 C3 1.376(5) . ?
C4 C5 1.386(5) . ?
C16 H16 0.9500 . ?
C16 C15 1.356(5) . ?
C9 C8 1.519(4) . ?
C9 C10 1.375(5) . ?
C8 H8 1.0000 . ?
C8 C7 1.502(5) . ?
C3 H3 0.9500 . ?
C10 H10 0.9500 . ?
C10 C11 1.403(5) . ?
C15 H15 0.9500 . ?
C15 C14 1.412(5) . ?
C5 H5 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.363(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.351(5) . ?
C12 H12 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C14 H14 0.9500 . ?
