#------------------------------------------------------------------------------
#$Date: 2024-12-06 19:29:15 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296457 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/93/7249356.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_7249356
loop_
_publ_author_name
'Munthikkot, Shilpa'
'Tothadi, Srinu'
'Joseph, Sumy'
_publ_section_title
;
 Photoinduced irreversible transformation from elastic to bent brittle
 crystals: importance of the reaction pathway in the irreversibility of
 the molecular movement
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              6065
_journal_page_last               6074
_journal_paper_doi               10.1039/D4CE00875H
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C16 H16 O4 S'
_chemical_formula_sum            'C16 H16 O4 S'
_chemical_formula_weight         304.35
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-09-25
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-04-03 deposited with the CCDC.	2024-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.2752(12)
_cell_length_b                   4.1184(2)
_cell_length_c                   14.1008(6)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.072
_cell_measurement_theta_min      2.164
_cell_volume                     1467.80(12)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1135
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            101525
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.718
_diffrn_reflns_theta_min         2.164
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1032 before and 0.0768 after correction. The Ratio of minimum to maximum transmission is 0.9164. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.645
_refine_diff_density_rms         0.119
_refine_ls_abs_structure_details
;
 Flack x determined using 1094 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         4540
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.149
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.0497
_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)+(0.0863P)²+0.3480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1262
_refine_ls_wR_factor_ref         0.1904
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2673
_reflns_number_total             4540
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00875h4.cif
_cod_data_source_block           t3tp_2_0ma_a
_cod_depositor_comments          'Adding full bibliography for 7249356.cif.'
_cod_database_code               7249356
_shelx_shelxl_version_number     2018/3
_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   0.991
_shelx_estimated_absorpt_t_min   0.966
_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 Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C5(H5), C7(H7), C11(H11), C12(H12), C13(H13)
2.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, 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 0.25148(5) 0.9929(4) 0.21291(14) 0.0688(4) Uani 1 1 d . . . . .
O1 O 0.49875(12) 0.6622(9) 0.8126(2) 0.0548(8) Uani 1 1 d . . . . .
O2 O 0.25565(16) 1.0235(13) 0.4184(3) 0.0888(17) Uani 1 1 d . . . . .
O3 O 0.40975(14) 0.9692(9) 0.8604(2) 0.0594(9) Uani 1 1 d . . . . .
O4 O 0.51713(13) 0.4672(9) 0.6351(2) 0.0612(9) Uani 1 1 d . . . . .
C1 C 0.2818(3) 0.8652(18) 0.1139(4) 0.0754(16) Uani 1 1 d . . . . .
H1 H 0.268559 0.898408 0.053178 0.090 Uiso 1 1 calc R . . . .
C2 C 0.30012(17) 0.8439(11) 0.2844(3) 0.0493(10) Uani 1 1 d . . . . .
C3 C 0.29551(17) 0.8943(14) 0.3857(3) 0.0551(11) Uani 1 1 d . . . . .
C4 C 0.33976(19) 0.7942(13) 0.4471(3) 0.0535(11) Uani 1 1 d . . . . .
H4 H 0.366846 0.668484 0.421761 0.064 Uiso 1 1 calc R . . . .
C5 C 0.34187(19) 0.8795(13) 0.5380(3) 0.0543(11) Uani 1 1 d . . . . .
H5 H 0.312994 0.996174 0.560601 0.065 Uiso 1 1 calc R . . . .
C6 C 0.38363(17) 0.8138(11) 0.6068(3) 0.0467(9) Uani 1 1 d . . . . .
C7 C 0.43086(18) 0.6585(12) 0.5832(3) 0.0494(10) Uani 1 1 d . . . . .
H7 H 0.436353 0.585715 0.521564 0.059 Uiso 1 1 calc R . . . .
C8 C 0.46935(17) 0.6128(12) 0.6509(3) 0.0476(9) Uani 1 1 d . . . . .
C9 C 0.46146(17) 0.7194(11) 0.7440(3) 0.0465(9) Uani 1 1 d . . . . .
C10 C 0.5404(2) 0.8901(14) 0.8149(4) 0.0698(14) Uani 1 1 d . . . . .
H10A H 0.556646 0.902326 0.753408 0.105 Uiso 1 1 calc GR . . . .
H10B H 0.566296 0.823417 0.860785 0.105 Uiso 1 1 calc GR . . . .
H10C H 0.526726 1.099423 0.831958 0.105 Uiso 1 1 calc GR . . . .
C11 C 0.34083(18) 0.6891(12) 0.2305(3) 0.0520(10) Uani 1 1 d . . . . .
H11 H 0.371019 0.591546 0.255220 0.062 Uiso 1 1 calc R . . . .
C12 C 0.3274(3) 0.7094(17) 0.1324(4) 0.0769(17) Uani 1 1 d . . . . .
H12 H 0.348504 0.621621 0.084837 0.092 Uiso 1 1 calc R . . . .
C13 C 0.37552(17) 0.9243(11) 0.6997(3) 0.0487(9) Uani 1 1 d . . . . .
H13 H 0.344324 1.030943 0.715582 0.058 Uiso 1 1 calc R . . . .
C14 C 0.41415(18) 0.8741(11) 0.7675(3) 0.0466(9) Uani 1 1 d . . . . .
C15 C 0.3616(2) 1.1244(14) 0.8875(4) 0.0643(13) Uani 1 1 d . . . . .
H15A H 0.355444 1.308511 0.847284 0.096 Uiso 1 1 calc GR . . . .
H15B H 0.364177 1.195040 0.952245 0.096 Uiso 1 1 calc GR . . . .
H15C H 0.332802 0.973884 0.881357 0.096 Uiso 1 1 calc GR . . . .
C16 C 0.5266(2) 0.3471(16) 0.5428(4) 0.0682(14) Uani 1 1 d . . . . .
H16A H 0.524518 0.522263 0.498027 0.102 Uiso 1 1 calc GR . . . .
H16B H 0.500600 0.185794 0.527433 0.102 Uiso 1 1 calc GR . . . .
H16C H 0.561269 0.251761 0.540205 0.102 Uiso 1 1 calc GR . . . .
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'
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
C1 S1 C2 92.9(3) . . ?
C9 O1 C10 114.5(4) . . ?
C14 O3 C15 117.0(4) . . ?
C8 O4 C16 117.0(4) . . ?
S1 C1 H1 123.8 . . ?
C12 C1 S1 112.4(4) . . ?
C12 C1 H1 123.8 . . ?
C3 C2 S1 118.3(3) . . ?
C11 C2 S1 111.4(3) . . ?
C11 C2 C3 130.3(4) . . ?
O2 C3 C2 119.9(4) . . ?
O2 C3 C4 121.5(4) . . ?
C2 C3 C4 118.6(4) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.5(5) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 115.8 . . ?
C4 C5 C6 128.4(5) . . ?
C6 C5 H5 115.8 . . ?
C7 C6 C5 123.1(4) . . ?
C7 C6 C13 119.8(4) . . ?
C13 C6 C5 117.1(4) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
O4 C8 C7 124.9(4) . . ?
O4 C8 C9 114.6(4) . . ?
C7 C8 C9 120.5(4) . . ?
O1 C9 C8 120.7(4) . . ?
O1 C9 C14 120.0(4) . . ?
C14 C9 C8 119.3(4) . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2 C11 H11 125.7 . . ?
C12 C11 C2 108.5(5) . . ?
C12 C11 H11 125.7 . . ?
C1 C12 C11 114.8(5) . . ?
C1 C12 H12 122.6 . . ?
C11 C12 H12 122.6 . . ?
C6 C13 H13 120.2 . . ?
C14 C13 C6 119.6(4) . . ?
C14 C13 H13 120.2 . . ?
O3 C14 C9 115.3(4) . . ?
O3 C14 C13 124.1(4) . . ?
C13 C14 C9 120.6(4) . . ?
O3 C15 H15A 109.5 . . ?
O3 C15 H15B 109.5 . . ?
O3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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 C1 1.676(7) . ?
S1 C2 1.704(5) . ?
O1 C9 1.372(5) . ?
O1 C10 1.411(6) . ?
O2 C3 1.229(6) . ?
O3 C14 1.371(5) . ?
O3 C15 1.427(6) . ?
O4 C8 1.367(5) . ?
O4 C16 1.413(6) . ?
C1 H1 0.9300 . ?
C1 C12 1.344(10) . ?
C2 C3 1.447(6) . ?
C2 C11 1.430(6) . ?
C3 C4 1.474(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.330(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.459(6) . ?
C6 C7 1.395(6) . ?
C6 C13 1.401(6) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(6) . ?
C8 C9 1.398(6) . ?
C9 C14 1.395(6) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.428(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C13 C14 1.382(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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 C1 C12 C11 -0.9(7) . . . . ?
S1 C2 C3 O2 4.5(7) . . . . ?
S1 C2 C3 C4 -174.2(4) . . . . ?
S1 C2 C11 C12 0.0(5) . . . . ?
O1 C9 C14 O3 2.3(6) . . . . ?
O1 C9 C14 C13 -178.0(4) . . . . ?
O2 C3 C4 C5 -9.6(9) . . . . ?
O4 C8 C9 O1 -3.1(6) . . . . ?
O4 C8 C9 C14 179.5(4) . . . . ?
C1 S1 C2 C3 178.4(4) . . . . ?
C1 S1 C2 C11 -0.4(4) . . . . ?
C2 S1 C1 C12 0.7(5) . . . . ?
C2 C3 C4 C5 169.1(5) . . . . ?
C2 C11 C12 C1 0.6(7) . . . . ?
C3 C2 C11 C12 -178.6(5) . . . . ?
C3 C4 C5 C6 -177.0(5) . . . . ?
C4 C5 C6 C7 3.8(8) . . . . ?
C4 C5 C6 C13 -178.4(5) . . . . ?
C5 C6 C7 C8 178.0(5) . . . . ?
C5 C6 C13 C14 -178.9(4) . . . . ?
C6 C7 C8 O4 -179.3(4) . . . . ?
C6 C7 C8 C9 0.4(7) . . . . ?
C6 C13 C14 O3 -179.2(4) . . . . ?
C6 C13 C14 C9 1.1(7) . . . . ?
C7 C6 C13 C14 -1.0(7) . . . . ?
C7 C8 C9 O1 177.2(4) . . . . ?
C7 C8 C9 C14 -0.2(7) . . . . ?
C8 C9 C14 O3 179.8(4) . . . . ?
C8 C9 C14 C13 -0.5(7) . . . . ?
C10 O1 C9 C8 83.5(6) . . . . ?
C10 O1 C9 C14 -99.1(5) . . . . ?
C11 C2 C3 O2 -177.0(5) . . . . ?
C11 C2 C3 C4 4.3(8) . . . . ?
C13 C6 C7 C8 0.2(7) . . . . ?
C15 O3 C14 C9 -179.2(4) . . . . ?
C15 O3 C14 C13 1.1(7) . . . . ?
C16 O4 C8 C7 -1.9(7) . . . . ?
C16 O4 C8 C9 178.4(5) . . . . ?
