#------------------------------------------------------------------------------
#$Date: 2021-09-06 13:21:13 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268637 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/30/7243085.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_7243085
loop_
_publ_author_name
'Hazarika, Pragyan J.'
'Gupta, Poonam'
'Gunnam, Anilkumar'
'Allu, Suryanarayana'
'Nangia, Ashwini K.'
'Nath, Naba K.'
_publ_section_title
;
 Photomechanical response of sulfonylhydrazone molecular crystals
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              4910
_journal_page_last               4916
_journal_paper_doi               10.1039/D1CE00478F
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C14 H14 N2 O2 S'
_chemical_formula_sum            'C14 H14 N2 O2 S'
_chemical_formula_weight         274.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-09 deposited with the CCDC.	2021-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.001(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.540(5)
_cell_length_b                   5.320(2)
_cell_length_c                   22.800(11)
_cell_measurement_reflns_used    4039
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.75
_cell_measurement_theta_min      2.32
_cell_volume                     1378.5(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9063
_diffrn_measured_fraction_theta_max 0.9063
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            14369
_diffrn_reflns_theta_full        24.9253
_diffrn_reflns_theta_max         24.93
_diffrn_reflns_theta_min         2.32
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.234
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6620
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3219
_exptl_crystal_description       block
_exptl_crystal_F_000             576.7401
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.3456
_refine_diff_density_min         -0.3994
_refine_diff_density_rms         0.0829
_refine_ls_d_res_high            0.8432
_refine_ls_d_res_low             8.7860
_refine_ls_goodness_of_fit_ref   1.0617
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2185
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0617
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0481
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0528P)²+0.5917P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1154
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              6
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                1596
_reflns_number_total             2185
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1ce00478f7.cif
_cod_data_source_block           SH1
_cod_depositor_comments
'Adding full bibliography for 7243084--7243087.cif.'
_cod_original_cell_volume        1378.4(11)
_cod_database_code               7243085
_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.a Me refined with riding coordinates:
 C1(H1a,H1b,H1c)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C8(H8), C6(H6), C7(H7), C3(H3), C10(H10), C14(H14), C12(H12),
 C11(H11), C13(H13)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-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_refinement_flags_posn
S1 S 0.28754(6) 0.86253(13) 0.25533(3) 0.0436(3) Uani 1.000000 .
O1 O 0.23864(16) 0.7707(4) 0.19762(7) 0.0570(6) Uani 1.000000 .
O2 O 0.33512(17) 1.1092(3) 0.26247(9) 0.0593(6) Uani 1.000000 .
N2 N 0.45290(18) 0.6988(4) 0.33676(10) 0.0454(6) Uani 1.000000 .
N1 N 0.3939(2) 0.6662(5) 0.27835(10) 0.0473(6) Uani 1.000000 .
C5 C 0.1812(2) 0.8362(5) 0.30142(10) 0.0365(6) Uani 1.000000 .
C9 C 0.5888(2) 0.5204(5) 0.41712(12) 0.0411(7) Uani 1.000000 .
C4 C 0.1756(2) 1.0126(5) 0.34492(12) 0.0452(7) Uani 1.000000 .
H4 H 0.2298(2) 1.1435(5) 0.35098(12) 0.0542(8) Uiso 1.000000 R
C8 C 0.5185(2) 0.5172(5) 0.35723(12) 0.0441(7) Uani 1.000000 .
H8 H 0.5220(2) 0.3766(5) 0.33336(12) 0.0529(8) Uiso 1.000000 R
C6 C 0.1017(2) 0.6406(5) 0.29331(11) 0.0457(7) Uani 1.000000 .
H6 H 0.1056(2) 0.5199(5) 0.26418(11) 0.0548(8) Uiso 1.000000 R
C2 C 0.0084(2) 0.8009(6) 0.37166(13) 0.0510(8) Uani 1.000000 .
C7 C 0.0167(2) 0.6250(6) 0.32853(12) 0.0520(8) Uani 1.000000 .
H7 H -0.0365(2) 0.4922(6) 0.32302(12) 0.0624(9) Uiso 1.000000 R
C3 C 0.0893(3) 0.9940(5) 0.37945(12) 0.0535(8) Uani 1.000000 .
H3 H 0.0855(3) 1.1143(5) 0.40865(12) 0.0642(9) Uiso 1.000000 R
C10 C 0.6673(2) 0.3259(5) 0.43412(12) 0.0509(7) Uani 1.000000 .
H10 H 0.6754(2) 0.1986(5) 0.40717(12) 0.0610(9) Uiso 1.000000 R
C14 C 0.5787(2) 0.7081(5) 0.45815(13) 0.0533(8) Uani 1.000000 .
H14 H 0.5272(2) 0.8413(5) 0.44750(13) 0.0639(9) Uiso 1.000000 R
C12 C 0.7214(3) 0.5046(6) 0.53083(13) 0.0566(8) Uani 1.000000 .
H12 H 0.7653(3) 0.4992(6) 0.56911(13) 0.0679(9) Uiso 1.000000 R
C11 C 0.7337(3) 0.3191(6) 0.49071(13) 0.0580(8) Uani 1.000000 .
H11 H 0.7866(3) 0.1886(6) 0.50155(13) 0.0695(10) Uiso 1.000000 R
C13 C 0.6444(3) 0.6983(6) 0.51437(14) 0.0609(8) Uani 1.000000 .
H13 H 0.6365(3) 0.8246(6) 0.54161(14) 0.0731(10) Uiso 1.000000 R
C1 C -0.0877(3) 0.7842(8) 0.40881(16) 0.0926(13) Uani 1.000000 .
H1a H -0.0801(3) 0.9216(8) 0.43653(16) 0.1389(19) Uiso 1.000000 R
H1b H -0.1630(3) 0.7925(8) 0.38328(16) 0.1389(19) Uiso 1.000000 R
H1c H -0.0809(3) 0.6281(8) 0.43025(16) 0.1389(19) Uiso 1.000000 R
H1 H 0.378(3) 0.525(6) 0.2674(13) 0.058(10) Uiso 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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
O2 S1 O1 120.37(12) . . ?
N1 S1 O1 103.51(12) . . ?
N1 S1 O2 107.51(13) . . ?
C5 S1 O1 108.66(12) . . ?
C5 S1 O2 107.55(12) . . ?
C5 S1 N1 108.79(12) . . ?
C8 N2 N1 114.7(2) . . ?
N2 N1 S1 116.31(19) . . ?
H1 N1 S1 112(2) . . ?
H1 N1 N2 117(2) . . ?
C4 C5 S1 120.2(2) . . ?
C6 C5 S1 119.9(2) . . ?
C6 C5 C4 119.9(2) . . ?
C10 C9 C8 118.8(2) . . ?
C14 C9 C8 122.7(2) . . ?
C14 C9 C10 118.4(2) . . ?
H4 C4 C5 120.22(16) . . ?
C3 C4 C5 119.6(3) . . ?
C3 C4 H4 120.22(17) . . ?
C9 C8 N2 122.3(3) . . ?
H8 C8 N2 118.83(16) . . ?
H8 C8 C9 118.83(15) . . ?
H6 C6 C5 120.22(15) . . ?
C7 C6 C5 119.6(2) . . ?
C7 C6 H6 120.22(16) . . ?
C3 C2 C7 118.1(3) . . ?
C1 C2 C7 120.7(3) . . ?
C1 C2 C3 121.2(3) . . ?
C2 C7 C6 121.5(3) . . ?
H7 C7 C6 119.23(16) . . ?
H7 C7 C2 119.23(17) . . ?
C2 C3 C4 121.4(3) . . ?
H3 C3 C4 119.30(17) . . ?
H3 C3 C2 119.30(17) . . ?
H10 C10 C9 119.67(16) . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H10 119.67(17) . . ?
H14 C14 C9 119.81(16) . . ?
C13 C14 C9 120.4(3) . . ?
C13 C14 H14 119.81(18) . . ?
C11 C12 H12 120.13(17) . . ?
C13 C12 H12 120.13(18) . . ?
C13 C12 C11 119.7(3) . . ?
C12 C11 C10 120.0(3) . . ?
H11 C11 C10 119.99(17) . . ?
H11 C11 C12 119.99(17) . . ?
C12 C13 C14 120.7(3) . . ?
H13 C13 C14 119.63(18) . . ?
H13 C13 C12 119.63(18) . . ?
H1a C1 C2 109.5 . . ?
H1b C1 C2 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 C2 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 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 O1 1.4248(19) . ?
S1 O2 1.421(2) . ?
S1 N1 1.627(2) . ?
S1 C5 1.754(3) . ?
N2 N1 1.397(3) . ?
N2 C8 1.266(3) . ?
N1 H1 0.80(3) . ?
C5 C4 1.375(4) . ?
C5 C6 1.379(4) . ?
C9 C8 1.462(4) . ?
C9 C10 1.385(4) . ?
C9 C14 1.387(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.376(4) . ?
C8 H8 0.9300 . ?
C6 H6 0.9300 . ?
C6 C7 1.374(4) . ?
C2 C7 1.373(4) . ?
C2 C3 1.379(4) . ?
C2 C1 1.510(4) . ?
C7 H7 0.9300 . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.382(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.372(4) . ?
C12 H12 0.9300 . ?
C12 C11 1.370(4) . ?
C12 C13 1.370(4) . ?
C11 H11 0.9300 . ?
C13 H13 0.9300 . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
