#------------------------------------------------------------------------------
#$Date: 2023-08-05 11:35:47 +0200 (Sat 05 de Aug de 2023) $
#$Revision: 285529 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/69/7246961.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_7246961
loop_
_publ_author_name
'Mandal, Koushik'
'Hasija, Avantika'
'Shukla, Rahul'
'Hathwar, Venkatesha R.'
'Chopra, Deepak'
_publ_section_title
;
 Quantitative evaluation of the electronic features involving
 "nucleophilic-electrophilic" character in the chalcogen sulfur.
;
_journal_issue                   29
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              19427
_journal_page_last               19434
_journal_paper_doi               10.1039/d3cp02526h
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C5 H4 O S'
_chemical_formula_sum            'C5 H4 O S'
_chemical_formula_weight         112.14
_chemical_name_systematic        1B
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-05-31 deposited with the CCDC.	2023-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.799(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.2300(4)
_cell_length_b                   7.9881(4)
_cell_length_c                   8.7762(5)
_cell_measurement_reflns_used    2275
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.06
_cell_measurement_theta_min      3.45
_cell_volume                     506.61(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.870
_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  0.0378
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.924
_diffrn_reflns_Laue_measured_fraction_max 0.870
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6554
_diffrn_reflns_point_group_measured_fraction_full 0.924
_diffrn_reflns_point_group_measured_fraction_max 0.870
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.123
_diffrn_reflns_theta_min         3.450
_exptl_absorpt_coefficient_mu    0.493
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0707 before and 0.0478 after correction.
The Ratio of minimum to maximum transmission is 0.7420.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_description       block
_exptl_crystal_F_000             232
_exptl_crystal_recrystallization_method 'Insitu cryo crystalization'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.591
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     80
_refine_ls_number_reflns         1306
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0375
_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)+(0.0535P)²+0.2026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0983
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1127
_reflns_number_total             1306
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3cp02526h2.cif
_cod_data_source_block           1B
_cod_depositor_comments
'Adding full bibliography for 7246960--7246964.cif.'
_cod_database_code               7246961
_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   0.866
_shelx_estimated_absorpt_t_min   0.866
_olex2_refinement_description
;
;
_shelx_res_file
;
TITL MONO1_a.res in P2(1)/n
    3cht.res
    created by SHELXL-2018/3 at 05:22:28 on 22-May-2023
REM Old TITL MONO1 in P2(1)/n
REM SHELXT solution in P2(1)/n
REM R1 0.082, Rweak 0.003, Alpha 0.018, Orientation as input
REM Formula found by SHELXT: C5 O S
CELL 0.71073 7.23 7.9881 8.7762 90 91.799 90
ZERR 4 0.0004 0.0004 0.0005 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H O S
UNIT 20 16 4 4

L.S. 7
PLAN  5
SIZE 0.3 0.3 0.3
TEMP -173.15
CONF
BOND $H
LIST 4
MORE -1
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\3CHT.hkl">
REM </olex2.extras>

WGHT    0.053500    0.202600
FVAR       1.19655
S1    4    0.816992    0.542131    0.663904    11.00000    0.02243    0.02846 =
         0.03085    0.00307    0.00120    0.00434
O1    3    0.232645    0.848297    0.595556    11.00000    0.02291    0.03040 =
         0.04031   -0.00086    0.00645    0.00394
C2    1    0.503406    0.682905    0.627571    11.00000    0.01948    0.01972 =
         0.01967   -0.00318    0.00375   -0.00224
C3    1    0.626562    0.774544    0.534567    11.00000    0.02168    0.02205 =
         0.02169    0.00120    0.00459   -0.00053
C1    1    0.588548    0.553622    0.704140    11.00000    0.02416    0.02238 =
         0.02411    0.00006    0.00426   -0.00171
C4    1    0.800509    0.711179    0.542636    11.00000    0.02092    0.02642 =
         0.02548    0.00031    0.00441   -0.00160
C5    1    0.308293    0.723178    0.646644    11.00000    0.02069    0.02735 =
         0.02553   -0.00461    0.00604   -0.00179
H1    2    0.527562    0.471151    0.776805    11.00000    0.02588
H3    2    0.595729    0.863399    0.477245    11.00000    0.03104
H5    2    0.239941    0.637483    0.707353    11.00000    0.02939
H4    2    0.909943    0.752194    0.494626    11.00000    0.03509
HKLF 4




REM  MONO1_a.res in P2(1)/n
REM wR2 = 0.0983, GooF = S = 1.060, Restrained GooF = 1.060 for all data
REM R1 = 0.0375 for 1127 Fo > 4sig(Fo) and 0.0449 for all 1306 data
REM 80 parameters refined using 0 restraints

END

WGHT      0.0535      0.2026

REM Highest difference peak  0.591,  deepest hole -0.260,  1-sigma level  0.063
Q1    1   0.8190  0.6258  0.5967  11.00000  0.05    0.59
Q2    1   0.5571  0.7327  0.5801  11.00000  0.05    0.41
Q3    1   0.8241  0.6010  0.7372  11.00000  0.05    0.40
Q4    1   0.4132  0.7043  0.6348  11.00000  0.05    0.36
Q5    1   0.7062  0.7261  0.5222  11.00000  0.05    0.32
;
_shelx_res_checksum              21512
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.81699(5) 0.54213(6) 0.66390(5) 0.02724(16) Uani 1 1 d . . . . .
O1 O 0.23264(16) 0.84830(18) 0.59556(14) 0.0311(3) Uani 1 1 d . . . . .
C2 C 0.5034(2) 0.6829(2) 0.62757(16) 0.0196(3) Uani 1 1 d . . . . .
C3 C 0.6266(2) 0.7745(2) 0.53457(17) 0.0217(3) Uani 1 1 d . . . . .
C1 C 0.5885(2) 0.5536(2) 0.70414(18) 0.0235(3) Uani 1 1 d . . . . .
C4 C 0.8005(2) 0.7112(2) 0.54264(18) 0.0242(3) Uani 1 1 d . . . . .
C5 C 0.3083(2) 0.7232(2) 0.64664(18) 0.0244(4) Uani 1 1 d . . . . .
H1 H 0.528(3) 0.471(3) 0.777(2) 0.026(5) Uiso 1 1 d . . . . .
H3 H 0.596(3) 0.863(3) 0.477(2) 0.031(5) Uiso 1 1 d . . . . .
H5 H 0.240(3) 0.637(3) 0.707(2) 0.029(5) Uiso 1 1 d . . . . .
H4 H 0.910(3) 0.752(3) 0.495(3) 0.035(6) Uiso 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0224(2) 0.0285(3) 0.0308(2) 0.00307(16) 0.00120(15) 0.00434(15)
O1 0.0229(5) 0.0304(8) 0.0403(7) -0.0009(5) 0.0064(5) 0.0039(5)
C2 0.0195(6) 0.0197(9) 0.0197(7) -0.0032(5) 0.0038(5) -0.0022(5)
C3 0.0217(7) 0.0220(10) 0.0217(7) 0.0012(6) 0.0046(5) -0.0005(6)
C1 0.0242(7) 0.0224(10) 0.0241(7) 0.0001(6) 0.0043(6) -0.0017(6)
C4 0.0209(7) 0.0264(10) 0.0255(7) 0.0003(6) 0.0044(5) -0.0016(6)
C5 0.0207(7) 0.0273(11) 0.0255(8) -0.0046(6) 0.0060(6) -0.0018(6)
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 C4 92.13(8) . . ?
C3 C2 C5 125.02(15) . . ?
C1 C2 C3 112.87(14) . . ?
C1 C2 C5 122.07(14) . . ?
C2 C3 H3 125.4(14) . . ?
C4 C3 C2 111.89(15) . . ?
C4 C3 H3 122.7(14) . . ?
S1 C1 H1 122.2(12) . . ?
C2 C1 S1 111.31(12) . . ?
C2 C1 H1 126.5(12) . . ?
S1 C4 H4 119.6(14) . . ?
C3 C4 S1 111.80(12) . . ?
C3 C4 H4 128.5(14) . . ?
O1 C5 C2 124.21(15) . . ?
O1 C5 H5 122.0(12) . . ?
C2 C5 H5 113.7(12) . . ?
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 1.7023(16) . ?
S1 C4 1.7212(18) . ?
O1 C5 1.218(2) . ?
C2 C3 1.428(2) . ?
C2 C1 1.368(2) . ?
C2 C5 1.462(2) . ?
C3 C4 1.355(2) . ?
C3 H3 0.89(2) . ?
C1 H1 1.03(2) . ?
C4 H4 0.97(2) . ?
C5 H5 1.01(2) . ?
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
C2 C3 C4 S1 -0.62(19) . . . . ?
C3 C2 C1 S1 -0.10(18) . . . . ?
C3 C2 C5 O1 -6.7(3) . . . . ?
C1 S1 C4 C3 0.49(14) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C1 C2 C5 O1 170.79(15) . . . . ?
C4 S1 C1 C2 -0.21(13) . . . . ?
C5 C2 C3 C4 178.13(15) . . . . ?
C5 C2 C1 S1 -177.83(12) . . . . ?
