#------------------------------------------------------------------------------
#$Date: 2025-08-22 18:52:37 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301865 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/61/7226181.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_7226181
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         'C6 H8 O2 S2'
_chemical_formula_sum            'C6 H8 O2 S2'
_chemical_formula_weight         176.24
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_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                   12.8947(2)
_cell_length_b                   8.5141(1)
_cell_length_c                   7.3227(1)
_cell_measurement_reflns_used    6838
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.28
_cell_measurement_theta_min      5.20
_cell_volume                     803.936(19)
_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 0.997
_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  0.0215
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            7284
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.270
_diffrn_reflns_theta_min         5.195
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    5.519
_exptl_absorpt_correction_T_max  0.688
_exptl_absorpt_correction_T_min  0.453
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.093
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.33(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     94
_refine_ls_number_reflns         1463
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0194
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0313P)²+0.1146P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0515
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                1455
_reflns_number_total             1463
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ra16230d2.cif
_cod_data_source_block           ROGER_a
_cod_database_code               7226181
_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_min   0.371
_shelx_estimated_absorpt_t_max   0.628
_exptl_absorpt_special_details
'crystal mounted on a Cryoloop using Paratone-N'
_shelx_res_file
;

    ROGER_a.res created by SHELXL-2014/7


TITL ROGER_a.res in Pca2(1)
CELL  1.54178  12.8947   8.5141   7.3227   90.000   90.000   90.000
ZERR    4.000   0.0002   0.0001   0.0001    0.000    0.000    0.000
LATT -1
SYMM -X, -Y, 1/2+Z
SYMM 1/2+X, -Y, Z
SYMM 1/2-X, Y, 1/2+Z
SFAC C  H  O  S
UNIT 24  32  8  8
L.S. 15
ACTA
BOND $H
FMAP 2
PLAN 2
TWIN
SIZE 0.093 0.183 0.224
TEMP -173.120
WGHT    0.031300    0.114600
BASF   0.33043
FVAR       0.67469
S1    4    0.718667    0.101527    0.633070    11.00000    0.02146    0.02709 =
         0.02182    0.00346   -0.00209    0.00475
S2    4    0.463350    0.649622    0.417706    11.00000    0.02108    0.01943 =
         0.02354    0.00226    0.00250    0.00366
O1    3    0.697295    0.380141    0.502715    11.00000    0.01475    0.02398 =
         0.02154    0.00153   -0.00199   -0.00062
O2    3    0.491530    0.351929    0.439206    11.00000    0.01441    0.01845 =
         0.02144    0.00099   -0.00119    0.00017
C1    1    0.657976    0.236173    0.517619    11.00000    0.01736    0.02352 =
         0.01393   -0.00321    0.00243    0.00162
C2    1    0.649404    0.486213    0.369281    11.00000    0.01600    0.02347 =
         0.01841    0.00177    0.00045    0.00140
AFIX  13
H2    2    0.659842    0.442294    0.243966    11.00000   -1.20000
AFIX   0

C3    1    0.534304    0.492161    0.409843    11.00000    0.01730    0.02024 =
         0.01327   -0.00224   -0.00040   -0.00226
C4    1    0.556566    0.211904    0.416988    11.00000    0.01944    0.01920 =
         0.01957   -0.00097   -0.00122    0.00305
AFIX  13
H4    2    0.571719    0.197180    0.284158    11.00000   -1.20000
AFIX   0

C5    1    0.705712    0.641306    0.383252    11.00000    0.02063    0.02760 =
         0.03516    0.00472   -0.00020   -0.00610
AFIX 137
H5A   2    0.690632    0.689860    0.501652    11.00000   -1.50000
H5B   2    0.682492    0.711077    0.284978    11.00000   -1.50000
H5C   2    0.780546    0.623610    0.372193    11.00000   -1.50000
AFIX   0
C6    1    0.491010    0.076591    0.482073    11.00000    0.02615    0.01978 =
         0.03241   -0.00123   -0.00766   -0.00300
AFIX 137
H6A   2    0.473084    0.092169    0.610860    11.00000   -1.50000
H6B   2    0.529909   -0.021608    0.468562    11.00000   -1.50000
H6C   2    0.427387    0.071179    0.409140    11.00000   -1.50000
AFIX   0
HKLF 4

REM  ROGER_a.res in Pca2(1)
REM R1 =  0.0194 for    1455 Fo > 4sig(Fo)  and  0.0194 for all    1463 data
REM     94 parameters refined using      1 restraints

END

WGHT      0.0313      0.1146

REM Highest difference peak  0.249,  deepest hole -0.172,  1-sigma level  0.043
Q1    1   0.5028  0.5722  0.4349  11.00000  0.05    0.25
Q2    1   0.5927  0.5000  0.4000  11.00000  0.05    0.21
;
_shelx_res_checksum              54296
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, 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
S1 S 0.71867(4) 0.10153(6) 0.63307(8) 0.02346(15) Uani 1 1 d . .
S2 S 0.46335(4) 0.64962(6) 0.41771(9) 0.02135(15) Uani 1 1 d . .
O1 O 0.69729(12) 0.38014(17) 0.5027(2) 0.0201(3) Uani 1 1 d . .
O2 O 0.49153(11) 0.35193(16) 0.4392(2) 0.0181(3) Uani 1 1 d . .
C1 C 0.65798(16) 0.2362(3) 0.5176(3) 0.0183(4) Uani 1 1 d . .
C2 C 0.64940(15) 0.4862(2) 0.3693(3) 0.0193(4) Uani 1 1 d . .
H2 H 0.6598 0.4423 0.2440 0.023 Uiso 1 1 calc R U
C3 C 0.53430(14) 0.4922(2) 0.4098(4) 0.0169(4) Uani 1 1 d . .
C4 C 0.55657(15) 0.2119(2) 0.4170(4) 0.0194(4) Uani 1 1 d . .
H4 H 0.5717 0.1972 0.2842 0.023 Uiso 1 1 calc R U
C5 C 0.70571(18) 0.6413(3) 0.3833(4) 0.0278(5) Uani 1 1 d . .
H5A H 0.6906 0.6899 0.5017 0.042 Uiso 1 1 calc R U
H5B H 0.6825 0.7111 0.2850 0.042 Uiso 1 1 calc R U
H5C H 0.7805 0.6236 0.3722 0.042 Uiso 1 1 calc R U
C6 C 0.4910(2) 0.0766(3) 0.4821(4) 0.0261(5) Uani 1 1 d . .
H6A H 0.4731 0.0922 0.6109 0.039 Uiso 1 1 calc R U
H6B H 0.5299 -0.0216 0.4686 0.039 Uiso 1 1 calc R U
H6C H 0.4274 0.0712 0.4091 0.039 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 0.0215(3) 0.0271(3) 0.0218(3) 0.0035(3) -0.0021(2) 0.00475(18)
S2 0.0211(3) 0.0194(2) 0.0235(3) 0.0023(2) 0.0025(2) 0.00366(19)
O1 0.0148(7) 0.0240(7) 0.0215(8) 0.0015(6) -0.0020(6) -0.0006(6)
O2 0.0144(7) 0.0184(7) 0.0214(8) 0.0010(6) -0.0012(7) 0.0002(6)
C1 0.0174(10) 0.0235(10) 0.0139(10) -0.0032(8) 0.0024(8) 0.0016(8)
C2 0.0160(9) 0.0235(10) 0.0184(11) 0.0018(8) 0.0004(8) 0.0014(8)
C3 0.0173(9) 0.0202(9) 0.0133(9) -0.0022(11) -0.0004(8) -0.0023(8)
C4 0.0194(9) 0.0192(9) 0.0196(9) -0.0010(11) -0.0012(11) 0.0030(8)
C5 0.0206(9) 0.0276(11) 0.0352(15) 0.0047(11) -0.0002(10) -0.0061(9)
C6 0.0262(12) 0.0198(10) 0.0324(12) -0.0012(10) -0.0077(9) -0.0030(9)
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 O1 C2 117.47(16)
C3 O2 C4 118.28(15)
O1 C1 C4 114.49(18)
O1 C1 S1 120.59(16)
C4 C1 S1 124.92(16)
O1 C2 C5 106.90(17)
O1 C2 C3 107.61(17)
C5 C2 C3 115.38(18)
O1 C2 H2 108.9
C5 C2 H2 108.9
C3 C2 H2 108.9
O2 C3 C2 114.03(16)
O2 C3 S2 120.04(14)
C2 C3 S2 125.92(14)
O2 C4 C6 105.41(17)
O2 C4 C1 109.19(17)
C6 C4 C1 115.77(19)
O2 C4 H4 108.8
C6 C4 H4 108.8
C1 C4 H4 108.8
C2 C5 H5A 109.5
C2 C5 H5B 109.5
H5A C5 H5B 109.5
C2 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C4 C6 H6A 109.5
C4 C6 H6B 109.5
H6A C6 H6B 109.5
C4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.625(2)
S2 C3 1.6241(19)
O1 C1 1.331(3)
O1 C2 1.467(2)
O2 C3 1.333(2)
O2 C4 1.467(2)
C1 C4 1.515(3)
C2 C5 1.510(3)
C2 C3 1.514(3)
C2 H2 1.0000
C4 C6 1.506(3)
C4 H4 1.0000
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139202562
