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#$Date: 2024-12-06 22:34:57 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296671 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/16/01/7160149.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_7160149
loop_
_publ_author_name
'Bera, Biman'
'Goswami, Upasi'
'Sk, Sujan'
'Bera, Mrinal K.'
_publ_section_title
;
 Carbonyldiimidazole (CDI) promoted direct and instantaneous
 thio-esterification of a carboxylic acid and thiol at ambient
 temperature.
;
_journal_issue                   43
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8570
_journal_page_last               8574
_journal_paper_doi               10.1039/d4ob01376j
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C3.85 H2.67 I0.3 O0.3 S0.3'
_chemical_formula_weight         100.79
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-03-11 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.605(6)
_cell_angle_gamma                90
_cell_formula_units_Z            27
_cell_length_a                   18.834(3)
_cell_length_b                   7.9364(13)
_cell_length_c                   17.557(3)
_cell_measurement_reflns_used    57729
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.854
_cell_measurement_theta_min      2.225
_cell_volume                     2550.7(7)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            57729
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.854
_diffrn_reflns_theta_max         24.854
_diffrn_reflns_theta_min         2.225
_exptl_absorpt_coefficient_mu    2.650
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.772
_exptl_crystal_description       needle
_exptl_crystal_F_000             1312
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.160
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0494
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1699
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3404
_reflns_number_total             4423
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ob01376j2.cif
_cod_data_source_block           Thioester_0ma_a
_cod_depositor_comments          'Adding full bibliography for 7160149.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C3.85 H2.67 I0.30 O0.30 S0.30'
_cod_database_code               7160149
_shelx_shelxl_version_number     2019/1
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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_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
I1 I 0.29993(3) 0.56962(7) 0.36875(3) 0.0628(2) Uani 1 1 d . . . . .
I2 I 0.19421(3) 0.84425(7) 0.14025(3) 0.0746(2) Uani 1 1 d . . . . .
S1 S 0.56454(11) 0.5477(2) 0.42244(12) 0.0640(5) Uani 1 1 d . . . . .
S2 S 0.13666(14) 0.8105(3) 0.39353(11) 0.0760(7) Uani 1 1 d . . . . .
O1 O 0.4504(3) 0.6940(6) 0.3304(3) 0.0712(15) Uani 1 1 d . . . . .
O2 O 0.0923(3) 0.9579(6) 0.2563(3) 0.0697(15) Uani 1 1 d . . . . .
C1 C 0.5946(3) 0.7607(8) 0.4259(3) 0.0432(15) Uani 1 1 d . . . . .
C2 C 0.5807(4) 0.8675(9) 0.4821(4) 0.0580(18) Uani 1 1 d . . . . .
H2 H 0.554048 0.829586 0.517084 0.070 Uiso 1 1 calc R U . . .
C3 C 0.6062(4) 1.0308(9) 0.4868(4) 0.0596(18) Uani 1 1 d . . . . .
H3 H 0.596929 1.102539 0.525266 0.071 Uiso 1 1 calc R U . . .
C4 C 0.6450(4) 1.0880(9) 0.4353(5) 0.0613(19) Uani 1 1 d . . . . .
H4 H 0.662569 1.197972 0.438910 0.074 Uiso 1 1 calc R U . . .
C5 C 0.6580(4) 0.9822(10) 0.3781(4) 0.066(2) Uani 1 1 d . . . . .
H5 H 0.683272 1.021703 0.342201 0.079 Uiso 1 1 calc R U . . .
C6 C 0.6337(4) 0.8176(10) 0.3738(4) 0.0628(19) Uani 1 1 d . . . . .
H6 H 0.643653 0.745476 0.335841 0.075 Uiso 1 1 calc R U . . .
C7 C 0.4763(4) 0.5635(7) 0.3580(4) 0.0461(15) Uani 1 1 d . . . . .
C8 C 0.4391(4) 0.3960(7) 0.3418(4) 0.0448(14) Uani 1 1 d . . . . .
C9 C 0.3648(4) 0.3772(8) 0.3400(4) 0.0479(16) Uani 1 1 d . . . . .
C10 C 0.3323(4) 0.2185(9) 0.3245(4) 0.0583(19) Uani 1 1 d . . . . .
H10 H 0.283095 0.204425 0.323861 0.070 Uiso 1 1 calc R U . . .
C11 C 0.3733(5) 0.0817(9) 0.3101(4) 0.063(2) Uani 1 1 d . . . . .
H11 H 0.351282 -0.023122 0.298619 0.076 Uiso 1 1 calc R U . . .
C12 C 0.4458(5) 0.1006(8) 0.3126(4) 0.061(2) Uani 1 1 d . . . . .
H12 H 0.473416 0.007871 0.304797 0.073 Uiso 1 1 calc R U . . .
C13 C 0.4781(4) 0.2566(8) 0.3267(4) 0.0493(16) Uani 1 1 d . . . . .
H13 H 0.527026 0.268857 0.326063 0.059 Uiso 1 1 calc R U . . .
C14 C 0.1220(4) 1.0166(9) 0.4231(4) 0.0548(17) Uani 1 1 d . . . . .
C15 C 0.0533(5) 1.0693(10) 0.4239(5) 0.075(2) Uani 1 1 d . . . . .
H15 H 0.013894 0.996794 0.407292 0.090 Uiso 1 1 calc R U . . .
C16 C 0.0418(6) 1.2297(12) 0.4491(6) 0.092(3) Uani 1 1 d . . . . .
H16 H -0.005491 1.264128 0.448764 0.111 Uiso 1 1 calc R U . . .
C17 C 0.0972(6) 1.3362(10) 0.4740(5) 0.080(3) Uani 1 1 d . . . . .
H17 H 0.088507 1.442446 0.492204 0.096 Uiso 1 1 calc R U . . .
C18 C 0.1660(6) 1.2900(12) 0.4729(5) 0.086(3) Uani 1 1 d . . . . .
H18 H 0.204177 1.366061 0.488488 0.103 Uiso 1 1 calc R U . . .
C19 C 0.1800(5) 1.1276(11) 0.4482(5) 0.071(2) Uani 1 1 d . . . . .
H19 H 0.227435 1.094698 0.448596 0.086 Uiso 1 1 calc R U . . .
C20 C 0.1100(4) 0.8275(7) 0.2891(4) 0.0471(15) Uani 1 1 d . . . . .
C21 C 0.1133(3) 0.6620(8) 0.2506(4) 0.0470(15) Uani 1 1 d . . . . .
C22 C 0.0861(4) 0.5198(9) 0.2788(4) 0.0586(18) Uani 1 1 d . . . . .
H22 H 0.064274 0.529607 0.320896 0.070 Uiso 1 1 calc R U . . .
C23 C 0.0905(4) 0.3657(9) 0.2466(5) 0.067(2) Uani 1 1 d . . . . .
H23 H 0.071765 0.272337 0.267214 0.080 Uiso 1 1 calc R U . . .
C24 C 0.1214(5) 0.3453(9) 0.1852(5) 0.069(2) Uani 1 1 d . . . . .
H24 H 0.123961 0.238989 0.163779 0.083 Uiso 1 1 calc R U . . .
C25 C 0.1494(4) 0.4857(10) 0.1542(4) 0.0633(19) Uani 1 1 d . . . . .
H25 H 0.170885 0.473212 0.111887 0.076 Uiso 1 1 calc R U . . .
C26 C 0.1451(4) 0.6449(8) 0.1869(4) 0.0468(15) Uani 1 1 d . . . . .
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'
I I -0.4742 1.8119 '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 C7 101.3(3) . . ?
C14 S2 C20 101.9(3) . . ?
C2 C1 C6 119.8(6) . . ?
C2 C1 S1 119.9(5) . . ?
C6 C1 S1 120.3(5) . . ?
C1 C2 C3 120.1(7) . . ?
C4 C3 C2 120.3(7) . . ?
C3 C4 C5 119.7(7) . . ?
C4 C5 C6 120.4(7) . . ?
C1 C6 C5 119.7(7) . . ?
O1 C7 C8 124.2(6) . . ?
O1 C7 S1 123.2(5) . . ?
C8 C7 S1 112.5(4) . . ?
C13 C8 C9 118.8(6) . . ?
C13 C8 C7 119.9(6) . . ?
C9 C8 C7 121.2(6) . . ?
C8 C9 C10 119.3(6) . . ?
C8 C9 I1 123.7(5) . . ?
C10 C9 I1 116.8(5) . . ?
C11 C10 C9 120.1(7) . . ?
C12 C11 C10 120.2(7) . . ?
C11 C12 C13 120.1(7) . . ?
C12 C13 C8 121.3(7) . . ?
C15 C14 C19 118.6(7) . . ?
C15 C14 S2 120.3(6) . . ?
C19 C14 S2 121.1(6) . . ?
C14 C15 C16 120.5(8) . . ?
C17 C16 C15 121.2(10) . . ?
C16 C17 C18 120.2(9) . . ?
C17 C18 C19 120.3(8) . . ?
C14 C19 C18 119.2(8) . . ?
O2 C20 C21 125.8(6) . . ?
O2 C20 S2 122.6(5) . . ?
C21 C20 S2 111.6(4) . . ?
C22 C21 C26 118.3(6) . . ?
C22 C21 C20 120.1(6) . . ?
C26 C21 C20 121.5(6) . . ?
C23 C22 C21 121.6(7) . . ?
C24 C23 C22 121.3(8) . . ?
C23 C24 C25 119.3(7) . . ?
C24 C25 C26 119.8(7) . . ?
C21 C26 C25 119.7(6) . . ?
C21 C26 I2 123.5(5) . . ?
C25 C26 I2 116.7(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
I1 C9 2.090(7) . ?
I2 C26 2.094(7) . ?
S1 C1 1.779(6) . ?
S1 C7 1.781(7) . ?
S2 C14 1.757(7) . ?
S2 C20 1.789(7) . ?
O1 C7 1.197(7) . ?
O2 C20 1.193(7) . ?
C1 C2 1.372(9) . ?
C1 C6 1.379(9) . ?
C2 C3 1.378(9) . ?
C3 C4 1.368(10) . ?
C4 C5 1.373(11) . ?
C5 C6 1.380(10) . ?
C7 C8 1.499(8) . ?
C8 C13 1.387(9) . ?
C8 C9 1.400(9) . ?
C9 C10 1.400(9) . ?
C10 C11 1.391(11) . ?
C11 C12 1.363(11) . ?
C12 C13 1.376(9) . ?
C14 C15 1.363(11) . ?
C14 C19 1.392(11) . ?
C15 C16 1.382(11) . ?
C16 C17 1.334(13) . ?
C17 C18 1.350(13) . ?
C18 C19 1.404(12) . ?
C20 C21 1.484(8) . ?
C21 C22 1.379(9) . ?
C21 C26 1.395(9) . ?
C22 C23 1.358(9) . ?
C23 C24 1.349(11) . ?
C24 C25 1.397(11) . ?
C25 C26 1.398(9) . ?
