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#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/61/7226180.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_7226180
loop_
_publ_author_name
'Mangalum, A.'
'Boadi, F.'
'Masand, S. A.'
'Lalancette, R. A.'
'Pietrangelo, A.'
_publ_section_title
;
 A Pb2+-binding polychelatogen derived from thionated lactide
;
_journal_issue                   78
_journal_name_full               'RSC Adv.'
_journal_page_first              74250
_journal_paper_doi               10.1039/C6RA16230D
_journal_volume                  6
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C11 H14 O3 S'
_chemical_formula_sum            'C11 H14 O3 S'
_chemical_formula_weight         226.28
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-04-28 deposited with the CCDC.
2016-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7606(5)
_cell_length_b                   10.8844(8)
_cell_length_c                   12.686(1)
_cell_measurement_reflns_used    4038
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.26
_cell_measurement_theta_min      6.69
_cell_volume                     1071.58(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10091
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.390
_diffrn_reflns_theta_min         5.355
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.568
_exptl_absorpt_correction_T_max  0.696
_exptl_absorpt_correction_T_min  0.510
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       plate
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.044
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         1918
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0312
_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)+(0.0485P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0766
_reflns_Friedel_coverage         0.703
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                1729
_reflns_number_total             1918
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ra16230d2.cif
_cod_data_source_block           151117RAL_AM_DA_L_LA_100K_0m_a
_cod_original_cell_volume        1071.60(13)
_cod_database_code               7226180
_shelx_shelxl_version_number     2014/7
_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.
;
_exptl_absorpt_special_details
'crystal mounted on a Cryoloop using Paratone-N'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, 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
S1 S 0.68484(9) 0.14697(6) 0.85075(6) 0.0218(2) Uani 1 1 d . .
O1 O 0.9904(3) 0.25064(19) 0.71613(15) 0.0220(5) Uani 1 1 d . .
O2 O 0.6471(2) 0.22649(16) 0.64786(16) 0.0204(4) Uani 1 1 d . .
O3 O 1.0694(3) 0.09441(19) 0.61730(16) 0.0280(5) Uani 1 1 d . .
C1 C 0.6831(4) 0.2720(3) 0.7503(2) 0.0189(6) Uani 1 1 d . .
C2 C 0.5303(4) 0.3552(3) 0.7830(2) 0.0217(6) Uani 1 1 d . .
H2 H 0.4925 0.4142 0.7272 0.026 Uiso 1 1 calc R U
C3 C 0.5707(3) 0.4145(3) 0.8879(2) 0.0227(7) Uani 1 1 d . .
H3 H 0.6075 0.4969 0.8982 0.027 Uiso 1 1 calc R U
C4 C 0.5461(4) 0.3321(3) 0.9625(2) 0.0251(7) Uani 1 1 d . .
H4 H 0.5626 0.3451 1.0359 0.030 Uiso 1 1 calc R U
C5 C 0.4876(4) 0.2146(3) 0.9124(2) 0.0254(7) Uani 1 1 d . .
H5 H 0.4207 0.1581 0.9591 0.031 Uiso 1 1 calc R U
C6 C 0.3914(4) 0.2624(3) 0.8162(2) 0.0257(7) Uani 1 1 d . .
H6A H 0.2809 0.3024 0.8348 0.031 Uiso 1 1 calc R U
H6B H 0.3719 0.1979 0.7625 0.031 Uiso 1 1 calc R U
C7 C 0.8556(4) 0.3375(3) 0.7467(2) 0.0206(6) Uani 1 1 d . .
H7 H 0.8823 0.3689 0.8190 0.025 Uiso 1 1 calc R U
C8 C 0.8582(4) 0.4451(3) 0.6708(2) 0.0258(7) Uani 1 1 d . .
H8A H 0.9755 0.4778 0.6659 0.039 Uiso 1 1 calc R U
H8B H 0.7804 0.5095 0.6965 0.039 Uiso 1 1 calc R U
H8C H 0.8201 0.4175 0.6011 0.039 Uiso 1 1 calc R U
C9 C 0.9556(4) 0.1609(2) 0.6467(2) 0.0204(6) Uani 1 1 d . .
C10 C 0.7717(3) 0.1410(3) 0.6093(2) 0.0221(6) Uani 1 1 d . .
H10 H 0.7353 0.0569 0.6319 0.027 Uiso 1 1 calc R U
C11 C 0.7648(4) 0.1456(3) 0.4899(2) 0.0302(7) Uani 1 1 d . .
H11A H 0.6492 0.1225 0.4659 0.045 Uiso 1 1 calc R U
H11B H 0.8495 0.0881 0.4606 0.045 Uiso 1 1 calc R U
H11C H 0.7913 0.2290 0.4659 0.045 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C1 S1 C5 89.56(13)
C9 O1 C7 120.1(2)
C1 O2 C10 114.1(2)
O2 C1 C7 108.1(2)
O2 C1 C2 107.4(2)
C7 C1 C2 114.1(2)
O2 C1 S1 111.87(19)
C7 C1 S1 110.92(19)
C2 C1 S1 104.41(18)
C3 C2 C6 100.7(2)
C3 C2 C1 109.1(2)
C6 C2 C1 103.1(2)
C3 C2 H2 114.2
C6 C2 H2 114.2
C1 C2 H2 114.2
C4 C3 C2 108.1(3)
C4 C3 H3 125.9
C2 C3 H3 125.9
C3 C4 C5 108.7(3)
C3 C4 H4 125.7
C5 C4 H4 125.7
C4 C5 C6 101.4(3)
C4 C5 S1 105.4(2)
C6 C5 S1 101.6(2)
C4 C5 H5 115.5
C6 C5 H5 115.5
S1 C5 H5 115.5
C5 C6 C2 95.7(2)
C5 C6 H6A 112.6
C2 C6 H6A 112.6
C5 C6 H6B 112.6
C2 C6 H6B 112.6
H6A C6 H6B 110.1
O1 C7 C8 108.8(2)
O1 C7 C1 109.6(2)
C8 C7 C1 113.2(2)
O1 C7 H7 108.4
C8 C7 H7 108.4
C1 C7 H7 108.4
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
O3 C9 O1 119.6(3)
O3 C9 C10 120.5(3)
O1 C9 C10 119.8(2)
O2 C10 C11 107.3(2)
O2 C10 C9 115.9(2)
C11 C10 C9 109.9(2)
O2 C10 H10 107.9
C11 C10 H10 107.9
C9 C10 H10 107.9
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.865(3)
S1 C5 1.870(3)
O1 C9 1.343(3)
O1 C7 1.462(3)
O2 C1 1.419(3)
O2 C10 1.428(3)
O3 C9 1.201(3)
C1 C7 1.518(4)
C1 C2 1.548(4)
C2 C3 1.512(4)
C2 C6 1.536(4)
C2 H2 1.0000
C3 C4 1.317(4)
C3 H3 0.9500
C4 C5 1.498(4)
C4 H4 0.9500
C5 C6 1.522(4)
C5 H5 1.0000
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.516(4)
C7 H7 1.0000
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 C10 1.519(4)
C10 C11 1.517(4)
C10 H10 1.0000
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 138609330
