#------------------------------------------------------------------------------
#$Date: 2023-10-31 01:55:06 +0200 (Tue, 31 Oct 2023) $
#$Revision: 287169 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/43/7714343.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_7714343
loop_
_publ_author_name
'Kumar, Krishna'
'Sahani, Raj Kumar'
'Garai, Somenath'
'Bhattacharya, Subrato'
_publ_section_title
;
 Synthesis and Structural Features of Indium(III)
 furan-2-thiocarboxylates: Efficient Catalytic Activity Toward
 Multicomponent Reactions via Knoevenagel Condensation
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02681G
_journal_year                    2023
_chemical_formula_moiety         'C11 H8 O4 S2'
_chemical_formula_sum            'C11 H8 O4 S2'
_chemical_formula_weight         268.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-05
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-10-04 deposited with the CCDC.	2023-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.289(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.181(5)
_cell_length_b                   4.3683(9)
_cell_length_c                   13.630(3)
_cell_measurement_reflns_used    3673
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.18
_cell_measurement_theta_min      3.06
_cell_volume                     1203.8(5)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0633
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7386
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         4.503
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.440
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1722 before and 0.0948 after correction.
The Ratio of minimum to maximum transmission is 0.6069.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.480
_exptl_crystal_description       rod-shape
_exptl_crystal_F_000             552
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     78
_refine_ls_number_reflns         1035
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.136
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0799
_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)+(0.1365P)²+2.5641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2327
_refine_ls_wR_factor_ref         0.2438
_reflns_Friedel_coverage         0.000
_reflns_number_gt                874
_reflns_number_total             1035
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt02681g2.cif
_cod_data_source_block           sad
_cod_database_code               7714343
_shelx_shelxl_version_number     2019/2
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 C4, C5, C6, O2, C3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Fixed Sof: H1A(0.5) H1B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6)
;
_shelx_res_file
;
TITL sad_a.res in C2/c
    sad.res
    created by SHELXL-2019/2 at 00:59:20 on 05-Oct-2022
REM Old TITL sad in C2/n #15
REM SHELXT solution in C2/c: R1 0.228, Rweak 0.009, Alpha 0.034
REM <I/s> 0.571 for 153 systematic absences, Orientation as input
REM Formula found by SHELXT: O1 S11 In2
CELL 0.71073 22.1807 4.3683 13.6302 90 114.289 90
ZERR 4 0.0051 0.0009 0.0028 0 0.008 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H O S
UNIT 44 32 16 8
RIGU 0.001 0.002 C4 C5 C6 O2 C3

L.S. 10 0 0
PLAN  10
TEMP 0
CONF
BOND
list 4
MORE -1
BOND $H
fmap 2 53
acta
OMIT -3 50
OMIT -6 0 2
OMIT 4 0 0
OMIT -6 2 3
OMIT -20 0 6
OMIT -12 2 3
OMIT -2 0 2
OMIT -5 1 2
OMIT -10 0 6
OMIT -18 0 6
OMIT 7 1 1
OMIT -6 0 4
OMIT 10 0 0
OMIT -9 1 3
OMIT -14 2 3
OMIT -7 1 1
OMIT 5 1 0
REM <olex2.extras>
REM <HklSrc "%.\\sad.hkl">
REM </olex2.extras>

WGHT    0.136500    2.564100
FVAR       0.92018
S1    4    0.482493    0.445550    0.629935    11.00000    0.10087    0.07079 =
         0.06592    0.00533    0.04295    0.00126
O1    3    0.372037    0.430600    0.657248    11.00000    0.12270    0.13494 =
         0.08684    0.00633    0.06676    0.03912
C2    1    0.398906    0.348685    0.600397    11.00000    0.09563    0.07388 =
         0.06440    0.02215    0.04564    0.03010
C3    1    0.366962    0.162199    0.505203    11.00000    0.07868    0.07583 =
         0.06324    0.01986    0.03678    0.02647
C4    1    0.395274    0.076313    0.439059    11.00000    0.08899    0.08820 =
         0.06608    0.01399    0.04400    0.02676
AFIX  43
H4    2    0.437442    0.118596    0.443628    11.00000   -1.20000
AFIX   0
O2    3    0.304537    0.055840    0.471750    11.00000    0.08957    0.14256 =
         0.11302    0.00163    0.04476    0.00552
C1    1    0.500000    0.664352    0.750000    10.50000    0.15197    0.05049 =
         0.07886    0.00000    0.05348    0.00000
AFIX  23
H1A   2    0.537613    0.795745    0.761807    10.50000   -1.20000
H1B   2    0.462387    0.795745    0.738194    10.50000   -1.20000
AFIX   0
C5    1    0.342200   -0.100722    0.358317    11.00000    0.12288    0.11420 =
         0.09044   -0.00102    0.03586    0.01553
AFIX  43
H5    2    0.345388   -0.195656    0.299563    11.00000   -1.20000
AFIX   0
C6    1    0.292017   -0.108873    0.377916    11.00000    0.11772    0.12049 =
         0.10085    0.01176    0.03518    0.02029
AFIX  43
H6    2    0.252662   -0.208692    0.336590    11.00000   -1.20000
AFIX   0
HKLF 4




REM  sad_a.res in C2/c
REM wR2 = 0.2438, GooF = S = 1.071, Restrained GooF = 1.136 for all data
REM R1 = 0.0799 for 874 Fo > 4sig(Fo) and 0.0882 for all 1035 data
REM 78 parameters refined using 30 restraints

END

WGHT      0.1369      2.5683

REM Highest difference peak  0.508,  deepest hole -0.324,  1-sigma level  0.067
Q1    1   0.3776 -0.0487  0.3829  11.00000  0.05    0.51
Q2    1   0.3071 -0.1160  0.3332  11.00000  0.05    0.32
Q3    1   0.4941  0.5616  0.8002  11.00000  0.05    0.25
Q4    1   0.2752 -0.1137  0.4068  11.00000  0.05    0.19
Q5    1   0.3377  0.2826  0.4793  11.00000  0.05    0.17
Q6    1   0.4755  0.2821  0.6611  11.00000  0.05    0.15
Q7    1   0.2769  0.1233  0.5244  11.00000  0.05    0.13
Q8    1   0.5237  0.4410  0.5498  11.00000  0.05    0.12
Q9    1   0.2054 -0.2173  0.2144  11.00000  0.05    0.12
Q10   1   0.3617  0.5038  0.6196  11.00000  0.05    0.12
;
_shelx_res_checksum              41970
_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'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -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 0.48249(7) 0.4455(3) 0.62994(10) 0.0763(7) Uani 1 1 d . . . . .
O1 O 0.3720(2) 0.4306(11) 0.6572(3) 0.1070(15) Uani 1 1 d . . . . .
C2 C 0.3989(3) 0.3487(12) 0.6004(4) 0.0738(13) Uani 1 1 d . . . . .
C3 C 0.3670(2) 0.1622(12) 0.5052(3) 0.0701(11) Uani 1 1 d . . . . .
C4 C 0.3953(3) 0.0763(12) 0.4391(4) 0.0771(12) Uani 1 1 d . . . . .
H4 H 0.437442 0.118596 0.443628 0.093 Uiso 1 1 calc R U . . .
O2 O 0.3045(2) 0.0558(12) 0.4717(4) 0.1140(15) Uani 1 1 d . . . . .
C1 C 0.500000 0.6644(16) 0.750000 0.092(2) Uani 1 2 d S T P . .
H1A H 0.537613 0.795745 0.761807 0.110 Uiso 0.5 1 calc R U P . .
H1B H 0.462387 0.795745 0.738194 0.110 Uiso 0.5 1 calc R U P . .
C5 C 0.3422(4) -0.1007(17) 0.3583(6) 0.1118(18) Uani 1 1 d . . . . .
H5 H 0.345388 -0.195656 0.299563 0.134 Uiso 1 1 calc R U . . .
C6 C 0.2920(4) -0.1089(19) 0.3779(6) 0.1162(18) Uani 1 1 d . . . . .
H6 H 0.252662 -0.208692 0.336590 0.139 Uiso 1 1 calc R U . . .
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 0.1009(11) 0.0708(10) 0.0659(9) 0.0053(5) 0.0429(7) 0.0013(6)
O1 0.123(3) 0.135(4) 0.087(3) 0.006(2) 0.067(3) 0.039(3)
C2 0.096(3) 0.074(3) 0.064(3) 0.022(2) 0.046(2) 0.030(2)
C3 0.0787(19) 0.076(2) 0.063(2) 0.0199(17) 0.0368(16) 0.0265(17)
C4 0.089(2) 0.088(3) 0.066(2) 0.0140(18) 0.0440(18) 0.027(2)
O2 0.090(2) 0.143(4) 0.113(3) 0.002(2) 0.0448(19) 0.006(2)
C1 0.152(7) 0.050(3) 0.079(4) 0.000 0.053(5) 0.000
C5 0.123(3) 0.114(4) 0.090(3) -0.001(3) 0.036(2) 0.016(3)
C6 0.118(3) 0.120(4) 0.101(3) 0.012(3) 0.035(2) 0.020(3)
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
C2 S1 C1 98.48(17) . . ?
O1 C2 S1 121.8(5) . . ?
O1 C2 C3 123.5(5) . . ?
C3 C2 S1 114.7(3) . . ?
C4 C3 C2 124.5(5) . . ?
C4 C3 O2 112.0(5) . . ?
O2 C3 C2 123.6(4) . . ?
C3 C4 H4 129.3 . . ?
C3 C4 C5 101.5(5) . . ?
C5 C4 H4 129.3 . . ?
C3 O2 C6 106.1(5) . . ?
S1 C1 S1 115.6(4) 2_656 . ?
S1 C1 H1A 108.4 2_656 . ?
S1 C1 H1A 108.4 . . ?
S1 C1 H1B 108.4 2_656 . ?
S1 C1 H1B 108.4 . . ?
H1A C1 H1B 107.4 . . ?
C4 C5 H5 124.2 . . ?
C6 C5 C4 111.6(7) . . ?
C6 C5 H5 124.2 . . ?
O2 C6 H6 125.6 . . ?
C5 C6 O2 108.9(8) . . ?
C5 C6 H6 125.6 . . ?
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 C2 1.779(6) . ?
S1 C1 1.794(4) . ?
O1 C2 1.210(6) . ?
C2 C3 1.447(8) . ?
C3 C4 1.347(6) . ?
C3 O2 1.350(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.459(9) . ?
O2 C6 1.392(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C6 1.247(11) . ?
C6 H6 0.9300 . ?
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 C2 C3 C4 -3.2(6) . . . . ?
S1 C2 C3 O2 177.5(4) . . . . ?
O1 C2 C3 C4 177.9(5) . . . . ?
O1 C2 C3 O2 -1.5(8) . . . . ?
C2 S1 C1 S1 79.03(15) . . . 2_656 ?
C2 C3 C4 C5 -179.5(5) . . . . ?
C2 C3 O2 C6 179.4(5) . . . . ?
C3 C4 C5 C6 0.1(8) . . . . ?
C3 O2 C6 C5 0.1(8) . . . . ?
C4 C3 O2 C6 0.0(6) . . . . ?
C4 C5 C6 O2 -0.2(9) . . . . ?
O2 C3 C4 C5 -0.1(6) . . . . ?
C1 S1 C2 O1 -0.5(5) . . . . ?
C1 S1 C2 C3 -179.5(4) . . . . ?
