#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:10:47 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281417 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/60/7246028.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_7246028
loop_
_publ_author_name
'Yu, Zihong'
'You, Xiuli'
'Du, Wenqing'
'Peng, Ziqin'
'Guo, Wenjing'
'Wei, Zhenhong'
_publ_section_title
;
 The mechanism of two reversible phase transitions and dielectric
 anomalies in a single-component organic molecule
 1-sulfo-4-dimethylamino-pyridinium
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              822
_journal_page_last               827
_journal_paper_doi               10.1039/D2CE01521H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C7 H10 N2 O4 S'
_chemical_formula_sum            'C7 H10 N2 O4 S'
_chemical_formula_weight         218.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-12-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-12-15 deposited with the CCDC.	2022-12-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6831(3)
_cell_length_b                   10.8758(2)
_cell_length_c                   6.7333(2)
_cell_measurement_reflns_used    4050
_cell_measurement_temperature    327.97(10)
_cell_measurement_theta_max      75.2300
_cell_measurement_theta_min      4.0620
_cell_volume                     928.78(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      327.97(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     87.00 112.00   0.50    0.05    --   45.18 160.00 -95.00   50
  2  ω     90.00 170.00   0.50    0.20    --  107.00  45.00  30.00  160
  3  ω     90.00 177.00   0.50    0.20    --  107.00  45.00  90.00  174
  4  ω     71.00  96.00   0.50    0.20    --  107.00-125.00-120.00   50
  5  ω     35.00  65.00   0.50    0.20    --  107.00-125.00-120.00   60
  6  ω     51.00  91.00   0.50    0.20    --  107.00 -94.00-150.00   80
  7  ω     53.00  78.00   0.50    0.05    --   45.18-160.00-126.00   50
  8  ω     47.00  89.00   0.50    0.05    --   45.18-117.00  25.00   84
  9  ω     51.00 107.00   0.50    0.20    --  107.00-125.00  90.00  112
 10  ω     47.00  72.00   0.50    0.20    --  107.00-117.00  25.00   50
 11  ω    -32.00  28.00   0.50    0.05    --   45.18 -19.00 -60.00  120
 12  ω     46.00  71.00   0.50    0.20    --  107.00 -61.00-150.00   50
 13  ω     39.00  64.00   0.50    0.20    --  107.00 -61.00   0.00   50
 14  ω    -24.00  33.00   0.50    0.05    --  -45.18  19.00 -60.00  114
 15  ω    -76.00 -51.00   0.50    0.20    -- -102.00 117.00 112.00   50
 16  ω   -108.00 -83.00   0.50    0.20    -- -102.00 117.00 112.00   50
 17  ω   -135.00 -45.00   0.50    0.20    -- -102.00 160.00 -95.00  180
 18  ω    -56.00 -30.00   0.50    0.20    -- -102.00  61.00-120.00   52
 19  ω    -98.00 -30.00   0.50    0.05    --  -45.18 -57.00-150.00  136
 20  ω    -89.00 -58.00   0.50    0.05    --  -45.18-160.00-126.00   62
 21  ω   -170.00 -79.00   0.50    0.20    -- -102.00-117.00  25.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1112154000
_diffrn_orient_matrix_UB_12      0.0277982000
_diffrn_orient_matrix_UB_13      0.0802273000
_diffrn_orient_matrix_UB_21      -0.0372742000
_diffrn_orient_matrix_UB_22      -0.0313088000
_diffrn_orient_matrix_UB_23      0.2117267000
_diffrn_orient_matrix_UB_31      0.0315638000
_diffrn_orient_matrix_UB_32      -0.1353476000
_diffrn_orient_matrix_UB_33      -0.0325989000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5279
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.708
_diffrn_reflns_theta_min         6.983
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.087
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       bulk
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.043(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         987
_refine_ls_number_restraints     46
_refine_ls_restrained_S_all      1.233
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0662
_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)+(0.1452P)²+0.3028P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2212
_refine_ls_wR_factor_ref         0.2260
_reflns_Friedel_coverage         0.000
_reflns_number_gt                913
_reflns_number_total             987
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01521h2.cif
_cod_data_source_block           yzh_211112_dcm_328k_auto
_cod_depositor_comments
'Adding full bibliography for 7246027--7246029.cif.'
_cod_database_code               7246028
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N S O'
_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   0.672
_shelx_estimated_absorpt_t_min   0.638
_diffrn_oxdiff_digest_frames
;
010c64fa9d627d48baa087b6695ff6fa0700050ffcb
;
_diffrn_oxdiff_digest_hkl
;
01d64d47dee428f950455f00ac384c76648863
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2. Restrained distances
 S1-O2 \\sim S1-O2A
 with sigma of 0.02
 S1-O1 \\sim S1-O1A
 with sigma of 0.02
3. Rigid bond restraints
 S1, O1, O2, O1A, O2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O1 \\sim O2 \\sim O1A \\sim O2A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.01
5. Rigid body (RIGU) restrains
 S1, O1, O2, O1A, O2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Others
 Sof(O1A)=Sof(O2A)=1-FVAR(1)
 Sof(O1)=Sof(O2)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2)
7.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.443
_oxdiff_exptl_absorpt_empirical_full_min 0.677
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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_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 0.81713(9) 0.750000 0.92160(15) 0.0812(6) Uani 1 2 d DS TU P . .
N1 N 0.7278(2) 0.750000 0.7184(5) 0.0606(9) Uani 1 2 d S T P A .
N2 N 0.5365(3) 0.750000 0.2261(5) 0.0666(9) Uani 1 2 d S T P . .
C1 C 0.6968(2) 0.6429(2) 0.6358(4) 0.0611(8) Uani 1 1 d . . . . .
H1 H 0.719452 0.569290 0.691871 0.073 Uiso 1 1 calc R . . A .
C2 C 0.6341(2) 0.6396(2) 0.4744(4) 0.0608(8) Uani 1 1 d . . . . .
H2 H 0.613793 0.564174 0.421674 0.073 Uiso 1 1 calc R . . . .
C3 C 0.5988(3) 0.750000 0.3843(5) 0.0549(9) Uani 1 2 d S T P . .
C4 C 0.5037(3) 0.6360(3) 0.1317(6) 0.0907(11) Uani 1 1 d . . . . .
H4A H 0.564212 0.595162 0.076949 0.136 Uiso 1 1 calc GR . . . .
H4B H 0.454427 0.653844 0.027361 0.136 Uiso 1 1 calc GR . . . .
H4C H 0.470822 0.583614 0.228322 0.136 Uiso 1 1 calc GR . . . .
O1 O 0.9045(4) 0.8235(6) 0.8373(8) 0.129(2) Uani 0.671(9) 1 d D U . A 1
O2 O 0.7815(7) 0.8593(5) 1.0334(11) 0.1099(19) Uani 0.671(9) 1 d D U . A 1
O1A O 0.8421(10) 0.8646(10) 0.9597(18) 0.109(3) Uani 0.329(9) 1 d D U . A 2
O2A O 0.7539(13) 0.8233(14) 1.060(3) 0.119(3) Uani 0.329(9) 1 d D U . A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 N1 100.5(2) . . ?
O1 S1 N1 100.5(2) 7_575 . ?
O1 S1 O1 65.4(5) . 7_575 ?
O2 S1 N1 101.4(3) 7_575 . ?
O2 S1 N1 101.4(3) . . ?
O2 S1 O1 149.2(4) 7_575 . ?
O2 S1 O1 89.4(4) . . ?
O2 S1 O1 149.2(4) . 7_575 ?
O2 S1 O1 89.4(4) 7_575 7_575 ?
O2 S1 O2 107.1(5) 7_575 . ?
O1A S1 N1 107.7(5) . . ?
O1A S1 N1 107.7(5) 7_575 . ?
O1A S1 O1A 143.8(11) . 7_575 ?
O1A S1 O2A 59.4(7) . . ?
O1A S1 O2A 121.6(9) 7_575 . ?
O2A S1 N1 98.1(8) 7_575 . ?
O2A S1 N1 98.1(8) . . ?
C1 N1 S1 120.19(16) 7_575 . ?
C1 N1 S1 120.19(16) . . ?
C1 N1 C1 119.4(3) . 7_575 ?
C3 N2 C4 121.44(19) . 7_575 ?
C3 N2 C4 121.44(19) . . ?
C4 N2 C4 117.0(4) 7_575 . ?
N1 C1 H1 119.1 . . ?
C2 C1 N1 121.8(2) . . ?
C2 C1 H1 119.1 . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
N2 C3 C2 122.14(16) . . ?
N2 C3 C2 122.14(16) . 7_575 ?
C2 C3 C2 115.7(3) . 7_575 ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
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 N1 1.776(3) . ?
S1 O1 1.480(5) 7_575 ?
S1 O1 1.480(5) . ?
S1 O2 1.478(6) . ?
S1 O2 1.478(6) 7_575 ?
S1 O1A 1.311(9) . ?
S1 O1A 1.311(9) 7_575 ?
S1 O2A 1.466(12) 7_575 ?
S1 O2A 1.466(12) . ?
N1 C1 1.349(3) . ?
N1 C1 1.349(3) 7_575 ?
N2 C3 1.326(5) . ?
N2 C4 1.455(3) . ?
N2 C4 1.455(3) 7_575 ?
C1 H1 0.9300 . ?
C1 C2 1.347(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.419(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 C2 -176.0(2) . . . . ?
N1 C1 C2 C3 0.5(5) . . . . ?
C1 N1 C1 C2 -1.2(6) 7_575 . . . ?
C1 C2 C3 N2 -179.6(3) . . . . ?
C1 C2 C3 C2 0.3(5) . . . 7_575 ?
C4 N2 C3 C2 178.0(3) . . . 7_575 ?
C4 N2 C3 C2 2.2(6) 7_575 . . 7_575 ?
C4 N2 C3 C2 -2.2(6) . . . . ?
C4 N2 C3 C2 -178.0(3) 7_575 . . . ?
O1 S1 N1 C1 54.1(4) 7_575 . . . ?
O1 S1 N1 C1 -54.1(4) . . . 7_575 ?
O1 S1 N1 C1 120.8(4) . . . . ?
O1 S1 N1 C1 -120.8(4) 7_575 . . 7_575 ?
O2 S1 N1 C1 -37.5(4) 7_575 . . . ?
O2 S1 N1 C1 147.7(4) 7_575 . . 7_575 ?
O2 S1 N1 C1 -147.7(4) . . . . ?
O2 S1 N1 C1 37.5(4) . . . 7_575 ?
O1A S1 N1 C1 173.7(6) . . . . ?
O1A S1 N1 C1 1.1(7) 7_575 . . . ?
O1A S1 N1 C1 -1.1(7) . . . 7_575 ?
O1A S1 N1 C1 -173.7(6) 7_575 . . 7_575 ?
O2A S1 N1 C1 125.9(7) 7_575 . . 7_575 ?
O2A S1 N1 C1 59.3(7) . . . 7_575 ?
O2A S1 N1 C1 -59.3(7) 7_575 . . . ?
O2A S1 N1 C1 -125.9(7) . . . . ?
