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#$Date: 2018-08-26 23:42:58 +0300 (Sun, 26 Aug 2018) $
#$Revision: 210177 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/09/4300936.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_4300936
loop_
_publ_author_name
'Monga, Vishakha'
'Patrick, Brian O.'
'Orvig, Chris'
_publ_section_title
;
 Group 13 and Lanthanide Complexes with Mixed O,S Anionic Ligands Derived
 from Maltol
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   8
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2666
_journal_page_last               2677
_journal_paper_doi               10.1021/ic048693y
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C7 H8 O2 S'
_chemical_formula_weight         156.19
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.913(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.2552(8)
_cell_length_b                   16.096(2)
_cell_length_c                   12.8722(18)
_cell_measurement_reflns_used    29324
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.90
_cell_measurement_theta_min      2.05
_cell_volume                     1470.8(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker X8 APEX CCD'
_diffrn_measurement_method       'area detector'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28560
_diffrn_reflns_theta_full        27.90
_diffrn_reflns_theta_max         27.90
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    0.371
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.862
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3506
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0348
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0547P)²+0.2638P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.1045
_reflns_number_gt                2681
_reflns_number_total             3506
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048693ysi20050204_055219.cif
_cod_data_source_block           co291
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4300936
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1296(2) 0.21691(10) 0.90611(13) 0.0246(4) Uani 1 1 d . . .
C2 C 0.0641(2) 0.28585(10) 0.84830(13) 0.0233(3) Uani 1 1 d . . .
C3 C 0.0746(2) 0.36694(10) 0.89424(13) 0.0231(3) Uani 1 1 d . . .
C4 C 0.1596(2) 0.36953(11) 1.00513(13) 0.0277(4) Uani 1 1 d . . .
H4 H 0.1705 0.4211 1.0419 0.033 Uiso 1 1 calc R . .
C5 C 0.2241(2) 0.29963(11) 1.05750(14) 0.0299(4) Uani 1 1 d . . .
H5 H 0.2812 0.3036 1.1307 0.036 Uiso 1 1 calc R . .
C6 C 0.1176(3) 0.13018(11) 0.86393(15) 0.0344(4) Uani 1 1 d . . .
H6A H 0.1890 0.1273 0.8063 0.041 Uiso 1 1 calc R . .
H6B H -0.0158 0.1178 0.8322 0.041 Uiso 1 1 calc R . .
C7 C 0.1909(3) 0.06346(11) 0.94414(17) 0.0399(5) Uani 1 1 d . . .
H7A H 0.3245 0.0734 0.9742 0.060 Uiso 1 1 calc R . .
H7B H 0.1760 0.0090 0.9093 0.060 Uiso 1 1 calc R . .
H7C H 0.1197 0.0646 1.0011 0.060 Uiso 1 1 calc R . .
C8 C 0.5374(2) 0.13574(10) 0.34410(13) 0.0230(3) Uani 1 1 d . . .
C9 C 0.5797(2) 0.21635(10) 0.37203(13) 0.0227(3) Uani 1 1 d . . .
C10 C 0.6671(2) 0.23978(10) 0.47792(13) 0.0224(3) Uani 1 1 d . . .
C11 C 0.7051(2) 0.17254(10) 0.55172(13) 0.0257(4) Uani 1 1 d . . .
H11 H 0.7638 0.1830 0.6236 0.031 Uiso 1 1 calc R . .
C12 C 0.6580(2) 0.09445(11) 0.51974(13) 0.0279(4) Uani 1 1 d . . .
H12 H 0.6851 0.0509 0.5704 0.033 Uiso 1 1 calc R . .
C13 C 0.4530(2) 0.10564(11) 0.23461(13) 0.0312(4) Uani 1 1 d . . .
H13A H 0.5210 0.1320 0.1841 0.037 Uiso 1 1 calc R . .
H13B H 0.3204 0.1245 0.2160 0.037 Uiso 1 1 calc R . .
C14 C 0.4573(3) 0.01208(12) 0.21994(16) 0.0383(4) Uani 1 1 d . . .
H14A H 0.5862 -0.0083 0.2448 0.057 Uiso 1 1 calc R . .
H14B H 0.4148 -0.0015 0.1446 0.057 Uiso 1 1 calc R . .
H14C H 0.3737 -0.0144 0.2610 0.057 Uiso 1 1 calc R . .
O1 O 0.21139(16) 0.22420(7) 1.01113(9) 0.0283(3) Uani 1 1 d . . .
O2 O -0.01330(19) 0.27405(8) 0.74390(10) 0.0336(3) Uani 1 1 d . . .
O3 O 0.57406(15) 0.07493(7) 0.41885(9) 0.0261(3) Uani 1 1 d . . .
O4 O 0.53797(19) 0.27620(8) 0.29633(10) 0.0347(3) Uani 1 1 d . . .
S1 S -0.00970(6) 0.44927(3) 0.81893(4) 0.03143(14) Uani 1 1 d . . .
S2 S 0.71995(6) 0.34001(3) 0.50622(4) 0.03192(14) Uani 1 1 d . . .
H2 H -0.049(3) 0.3199(16) 0.7163(19) 0.058(7) Uiso 1 1 d . . .
H4A H 0.571(3) 0.3222(16) 0.326(2) 0.064(8) Uiso 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'
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
O1 C1 C2 120.07(15) . . ?
O1 C1 C6 114.91(14) . . ?
C2 C1 C6 125.01(16) . . ?
O2 C2 C1 116.85(15) . . ?
O2 C2 C3 120.87(15) . . ?
C1 C2 C3 122.28(15) . . ?
C2 C3 C4 114.46(15) . . ?
C2 C3 S1 119.97(12) . . ?
C4 C3 S1 125.57(13) . . ?
C5 C4 C3 120.55(16) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 O1 123.15(16) . . ?
C4 C5 H5 118.4 . . ?
O1 C5 H5 118.4 . . ?
C1 C6 C7 115.52(16) . . ?
C1 C6 H6A 108.4 . . ?
C7 C6 H6A 108.4 . . ?
C1 C6 H6B 108.4 . . ?
C7 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O3 C8 C9 119.84(14) . . ?
O3 C8 C13 114.55(14) . . ?
C9 C8 C13 125.60(15) . . ?
O4 C9 C8 118.71(15) . . ?
O4 C9 C10 119.06(14) . . ?
C8 C9 C10 122.23(14) . . ?
C11 C10 C9 114.88(14) . . ?
C11 C10 S2 125.37(13) . . ?
C9 C10 S2 119.74(12) . . ?
C12 C11 C10 120.17(15) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 O3 123.14(15) . . ?
C11 C12 H12 118.4 . . ?
O3 C12 H12 118.4 . . ?
C8 C13 C14 115.03(15) . . ?
C8 C13 H13A 108.5 . . ?
C14 C13 H13A 108.5 . . ?
C8 C13 H13B 108.5 . . ?
C14 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 O1 C1 119.49(13) . . ?
C2 O2 H2 108.9(17) . . ?
C12 O3 C8 119.71(13) . . ?
C9 O4 H4A 107.4(17) . . ?
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
C1 O1 1.3647(19) . ?
C1 C2 1.366(2) . ?
C1 C6 1.494(2) . ?
C2 O2 1.359(2) . ?
C2 C3 1.428(2) . ?
C3 C4 1.434(2) . ?
C3 S1 1.6809(17) . ?
C4 C5 1.345(2) . ?
C4 H4 0.9500 . ?
C5 O1 1.348(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.508(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 O3 1.3598(19) . ?
C8 C9 1.364(2) . ?
C8 C13 1.497(2) . ?
C9 O4 1.3592(19) . ?
C9 C10 1.430(2) . ?
C10 C11 1.429(2) . ?
C10 S2 1.6807(17) . ?
C11 C12 1.344(2) . ?
C11 H11 0.9500 . ?
C12 O3 1.3527(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.519(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O2 H2 0.84(3) . ?
O4 H4A 0.84(3) . ?
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
O1 C1 C2 O2 179.11(13) . . . . ?
C6 C1 C2 O2 -1.7(2) . . . . ?
O1 C1 C2 C3 -1.1(2) . . . . ?
C6 C1 C2 C3 178.04(16) . . . . ?
O2 C2 C3 C4 179.93(14) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
O2 C2 C3 S1 0.1(2) . . . . ?
C1 C2 C3 S1 -179.65(13) . . . . ?
C2 C3 C4 C5 0.8(2) . . . . ?
S1 C3 C4 C5 -179.38(13) . . . . ?
C3 C4 C5 O1 -0.9(3) . . . . ?
O1 C1 C6 C7 2.2(2) . . . . ?
C2 C1 C6 C7 -177.05(17) . . . . ?
O3 C8 C9 O4 -178.58(13) . . . . ?
C13 C8 C9 O4 2.2(2) . . . . ?
O3 C8 C9 C10 1.7(2) . . . . ?
C13 C8 C9 C10 -177.55(15) . . . . ?
O4 C9 C10 C11 179.90(14) . . . . ?
C8 C9 C10 C11 -0.4(2) . . . . ?
O4 C9 C10 S2 -1.2(2) . . . . ?
C8 C9 C10 S2 178.58(13) . . . . ?
C9 C10 C11 C12 -0.4(2) . . . . ?
S2 C10 C11 C12 -179.31(13) . . . . ?
C10 C11 C12 O3 -0.1(3) . . . . ?
O3 C8 C13 C14 -11.5(2) . . . . ?
C9 C8 C13 C14 167.79(16) . . . . ?
C4 C5 O1 C1 -0.1(2) . . . . ?
C2 C1 O1 C5 1.1(2) . . . . ?
C6 C1 O1 C5 -178.15(15) . . . . ?
C11 C12 O3 C8 1.4(2) . . . . ?
C9 C8 O3 C12 -2.2(2) . . . . ?
C13 C8 O3 C12 177.13(14) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2287031
