#------------------------------------------------------------------------------
#$Date: 2020-10-06 13:20:03 +0300 (Tue, 06 Oct 2020) $
#$Revision: 257798 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/95/7059513.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_7059513
loop_
_publ_author_name
'Jana, Asim'
'Bhaumick, Prabhas'
'Choudhury, Lokman H.'
_publ_section_title
;
 Microwave assisted synthesis of β-keto thioethers and furan derivatives
 by thiol directed multicomponent reactions
;
_journal_issue                   20
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              8442
_journal_page_last               8453
_journal_paper_doi               10.1039/D0NJ00587H
_journal_volume                  44
_journal_year                    2020
_chemical_formula_moiety         'C23 H15 Cl O4 S'
_chemical_formula_sum            'C23 H15 Cl O4 S'
_chemical_formula_weight         422.86
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-01-04 deposited with the CCDC.	2020-04-20 downloaded from the CCDC.
;
_cell_angle_alpha                99.835(2)
_cell_angle_beta                 100.128(2)
_cell_angle_gamma                106.436(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7831(8)
_cell_length_b                   8.9008(7)
_cell_length_c                   13.3834(12)
_cell_measurement_reflns_used    9990
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.15
_cell_measurement_theta_min      2.49
_cell_volume                     960.54(15)
_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      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_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            26141
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         2.489
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_description       CUBE
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0094(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3571
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0391
_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)+(0.0400P)²+0.5229P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1010
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2945
_reflns_number_total             3571
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0nj00587h2.cif
_cod_data_source_block           AJ_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'MULTI-SCAN' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7059513--7059514.cif.

 Adding full bibliography for 7059513--7059514.cif.
;
_cod_original_cell_volume        960.54(14)
_cod_database_code               7059513
_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.
;
_shelx_estimated_absorpt_t_min   0.906
_shelx_estimated_absorpt_t_max   0.906
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5550(3) 0.9063(3) 0.82848(18) 0.0510(5) Uani 1 1 d . . . . .
H1 H 0.4800 0.9254 0.7780 0.061 Uiso 1 1 calc R U . . .
C2 C 0.6397(3) 1.0249(3) 0.9160(2) 0.0624(6) Uani 1 1 d . . . . .
H2 H 0.6203 1.1231 0.9255 0.075 Uiso 1 1 calc R U . . .
C3 C 0.7526(3) 0.9998(3) 0.9894(2) 0.0692(7) Uani 1 1 d . . . . .
H3 H 0.8106 1.0815 1.0485 0.083 Uiso 1 1 calc R U . . .
C4 C 0.7816(3) 0.8544(3) 0.97677(19) 0.0661(7) Uani 1 1 d . . . . .
H4 H 0.8597 0.8386 1.0268 0.079 Uiso 1 1 calc R U . . .
C5 C 0.6951(3) 0.7327(3) 0.89033(17) 0.0509(5) Uani 1 1 d . . . . .
H5 H 0.7133 0.6339 0.8825 0.061 Uiso 1 1 calc R U . . .
C6 C 0.5800(2) 0.7572(2) 0.81425(15) 0.0401(4) Uani 1 1 d . . . . .
C7 C 0.4779(2) 0.6316(2) 0.72095(15) 0.0405(4) Uani 1 1 d . . . . .
C8 C 0.4692(2) 0.4569(2) 0.71391(15) 0.0376(4) Uani 1 1 d . . . . .
H6 H 0.5240 0.4510 0.7829 0.045 Uiso 1 1 calc R U . . .
C9 C 0.7826(2) 0.4454(2) 0.71002(15) 0.0418(5) Uani 1 1 d . . . . .
C10 C 0.9168(2) 0.5696(3) 0.70671(16) 0.0452(5) Uani 1 1 d . . . . .
H7 H 0.9065 0.6315 0.6581 0.054 Uiso 1 1 calc R U . . .
C11 C 1.0661(2) 0.6028(3) 0.77500(16) 0.0463(5) Uani 1 1 d . . . . .
H8 H 1.1563 0.6863 0.7725 0.056 Uiso 1 1 calc R U . . .
C12 C 1.0796(2) 0.5106(2) 0.84669(16) 0.0427(5) Uani 1 1 d . . . . .
C13 C 0.9479(3) 0.3862(3) 0.85087(18) 0.0509(5) Uani 1 1 d . . . . .
H9 H 0.9585 0.3248 0.8998 0.061 Uiso 1 1 calc R U . . .
C14 C 0.7996(3) 0.3532(3) 0.78172(18) 0.0507(5) Uani 1 1 d . . . . .
H10 H 0.7103 0.2681 0.7835 0.061 Uiso 1 1 calc R U . . .
C15 C 0.3000(2) 0.3346(2) 0.68658(15) 0.0367(4) Uani 1 1 d . . . . .
C16 C 0.1711(2) 0.3195(2) 0.60859(14) 0.0386(4) Uani 1 1 d . . . . .
C17 C 0.0164(2) 0.1931(2) 0.59211(15) 0.0414(5) Uani 1 1 d . . . . .
C18 C -0.1219(3) 0.1731(3) 0.51493(18) 0.0517(5) Uani 1 1 d . . . . .
H12 H -0.1172 0.2411 0.4691 0.062 Uiso 1 1 calc R U . . .
C19 C -0.2653(3) 0.0529(3) 0.5067(2) 0.0638(7) Uani 1 1 d . . . . .
H13 H -0.3566 0.0386 0.4543 0.077 Uiso 1 1 calc R U . . .
C20 C -0.2745(3) -0.0460(3) 0.5752(2) 0.0666(7) Uani 1 1 d . . . . .
H14 H -0.3727 -0.1257 0.5694 0.080 Uiso 1 1 calc R U . . .
C21 C -0.1412(3) -0.0287(3) 0.6518(2) 0.0606(6) Uani 1 1 d . . . . .
H15 H -0.1482 -0.0954 0.6985 0.073 Uiso 1 1 calc R U . . .
C22 C 0.0046(2) 0.0900(2) 0.65891(17) 0.0460(5) Uani 1 1 d . . . . .
C23 C 0.2862(2) 0.2145(2) 0.74916(17) 0.0441(5) Uani 1 1 d . . . . .
Cl1 Cl 1.26771(7) 0.55119(8) 0.93247(5) 0.0623(2) Uani 1 1 d . . . . .
O1 O 0.39920(19) 0.66879(18) 0.64912(12) 0.0576(4) Uani 1 1 d . . . . .
O2 O 0.17187(18) 0.41416(19) 0.54186(11) 0.0534(4) Uani 1 1 d . . . . .
H11 H 0.2439 0.5010 0.5676 0.080 Uiso 1 1 calc R U . . .
O3 O 0.13614(18) 0.10098(17) 0.73538(12) 0.0536(4) Uani 1 1 d . . . . .
O4 O 0.3965(2) 0.2070(2) 0.81334(14) 0.0661(5) Uani 1 1 d . . . . .
S1 S 0.59169(6) 0.40622(8) 0.62218(4) 0.0578(2) 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'
Cl Cl 0.1484 0.1585 '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 C1 C6 120.5(2) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C3 C2 C1 120.3(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.55(19) . . ?
C1 C6 C7 117.77(19) . . ?
C5 C6 C7 123.64(18) . . ?
O1 C7 C6 119.65(18) . . ?
O1 C7 C8 120.24(18) . . ?
C6 C7 C8 120.10(17) . . ?
C15 C8 C7 116.31(15) . . ?
C15 C8 S1 111.53(13) . . ?
C7 C8 S1 107.93(13) . . ?
C15 C8 H6 106.9 . . ?
C7 C8 H6 106.9 . . ?
S1 C8 H6 106.9 . . ?
C14 C9 C10 119.28(19) . . ?
C14 C9 S1 120.95(16) . . ?
C10 C9 S1 119.78(16) . . ?
C11 C10 C9 120.6(2) . . ?
C11 C10 H7 119.7 . . ?
C9 C10 H7 119.7 . . ?
C12 C11 C10 119.07(19) . . ?
C12 C11 H8 120.5 . . ?
C10 C11 H8 120.5 . . ?
C13 C12 C11 121.16(19) . . ?
C13 C12 Cl1 119.58(17) . . ?
C11 C12 Cl1 119.25(16) . . ?
C12 C13 C14 119.3(2) . . ?
C12 C13 H9 120.3 . . ?
C14 C13 H9 120.3 . . ?
C9 C14 C13 120.54(19) . . ?
C9 C14 H10 119.7 . . ?
C13 C14 H10 119.7 . . ?
C16 C15 C23 119.26(18) . . ?
C16 C15 C8 127.85(17) . . ?
C23 C15 C8 112.68(16) . . ?
O2 C16 C15 125.04(18) . . ?
O2 C16 C17 114.12(17) . . ?
C15 C16 C17 120.85(18) . . ?
C22 C17 C18 118.38(19) . . ?
C22 C17 C16 117.86(18) . . ?
C18 C17 C16 123.73(19) . . ?
C19 C18 C17 120.0(2) . . ?
C19 C18 H12 120.0 . . ?
C17 C18 H12 120.0 . . ?
C20 C19 C18 120.5(2) . . ?
C20 C19 H13 119.8 . . ?
C18 C19 H13 119.8 . . ?
C21 C20 C19 120.8(2) . . ?
C21 C20 H14 119.6 . . ?
C19 C20 H14 119.6 . . ?
C20 C21 C22 118.9(2) . . ?
C20 C21 H15 120.6 . . ?
C22 C21 H15 120.6 . . ?
O3 C22 C17 121.53(18) . . ?
O3 C22 C21 117.0(2) . . ?
C17 C22 C21 121.5(2) . . ?
O4 C23 O3 116.57(18) . . ?
O4 C23 C15 125.05(19) . . ?
O3 C23 C15 118.38(17) . . ?
C16 O2 H11 109.5 . . ?
C22 O3 C23 121.69(16) . . ?
C9 S1 C8 100.80(9) . . ?
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 C2 1.366(3) . ?
C1 C6 1.393(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.362(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.475(3) . ?
C7 O1 1.232(2) . ?
C7 C8 1.521(3) . ?
C8 C15 1.511(3) . ?
C8 S1 1.8488(19) . ?
C8 H6 0.9800 . ?
C9 C14 1.380(3) . ?
C9 C10 1.383(3) . ?
C9 S1 1.775(2) . ?
C10 C11 1.382(3) . ?
C10 H7 0.9300 . ?
C11 C12 1.376(3) . ?
C11 H8 0.9300 . ?
C12 C13 1.373(3) . ?
C12 Cl1 1.741(2) . ?
C13 C14 1.381(3) . ?
C13 H9 0.9300 . ?
C14 H10 0.9300 . ?
C15 C16 1.356(3) . ?
C15 C23 1.459(3) . ?
C16 O2 1.328(2) . ?
C16 C17 1.451(3) . ?
C17 C22 1.382(3) . ?
C17 C18 1.396(3) . ?
C18 C19 1.375(3) . ?
C18 H12 0.9300 . ?
C19 C20 1.373(4) . ?
C19 H13 0.9300 . ?
C20 C21 1.367(4) . ?
C20 H14 0.9300 . ?
C21 C22 1.387(3) . ?
C21 H15 0.9300 . ?
C22 O3 1.370(3) . ?
C23 O4 1.201(2) . ?
C23 O3 1.375(2) . ?
O2 H11 0.8200 . ?
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
C6 C1 C2 C3 1.5(4) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C2 C3 C4 C5 -0.7(4) . . . . ?
C3 C4 C5 C6 1.2(4) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C2 C1 C6 C7 176.6(2) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C4 C5 C6 C7 -177.8(2) . . . . ?
C1 C6 C7 O1 14.4(3) . . . . ?
C5 C6 C7 O1 -168.0(2) . . . . ?
C1 C6 C7 C8 -165.17(18) . . . . ?
C5 C6 C7 C8 12.4(3) . . . . ?
O1 C7 C8 C15 -51.0(3) . . . . ?
C6 C7 C8 C15 128.58(18) . . . . ?
O1 C7 C8 S1 75.2(2) . . . . ?
C6 C7 C8 S1 -105.24(17) . . . . ?
C14 C9 C10 C11 -0.7(3) . . . . ?
S1 C9 C10 C11 179.48(15) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C10 C11 C12 Cl1 179.68(15) . . . . ?
C11 C12 C13 C14 0.1(3) . . . . ?
Cl1 C12 C13 C14 -179.14(16) . . . . ?
C10 C9 C14 C13 1.2(3) . . . . ?
S1 C9 C14 C13 -178.93(16) . . . . ?
C12 C13 C14 C9 -1.0(3) . . . . ?
C7 C8 C15 C16 47.8(3) . . . . ?
S1 C8 C15 C16 -76.5(2) . . . . ?
C7 C8 C15 C23 -137.47(17) . . . . ?
S1 C8 C15 C23 98.17(16) . . . . ?
C23 C15 C16 O2 -175.25(18) . . . . ?
C8 C15 C16 O2 -0.9(3) . . . . ?
C23 C15 C16 C17 4.8(3) . . . . ?
C8 C15 C16 C17 179.21(17) . . . . ?
O2 C16 C17 C22 -179.38(17) . . . . ?
C15 C16 C17 C22 0.6(3) . . . . ?
O2 C16 C17 C18 -1.5(3) . . . . ?
C15 C16 C17 C18 178.48(18) . . . . ?
C22 C17 C18 C19 -0.1(3) . . . . ?
C16 C17 C18 C19 -178.04(19) . . . . ?
C17 C18 C19 C20 1.3(3) . . . . ?
C18 C19 C20 C21 -1.0(4) . . . . ?
C19 C20 C21 C22 -0.5(4) . . . . ?
C18 C17 C22 O3 178.96(18) . . . . ?
C16 C17 C22 O3 -3.0(3) . . . . ?
C18 C17 C22 C21 -1.4(3) . . . . ?
C16 C17 C22 C21 176.65(19) . . . . ?
C20 C21 C22 O3 -178.62(19) . . . . ?
C20 C21 C22 C17 1.7(3) . . . . ?
C16 C15 C23 O4 172.7(2) . . . . ?
C8 C15 C23 O4 -2.5(3) . . . . ?
C16 C15 C23 O3 -8.0(3) . . . . ?
C8 C15 C23 O3 176.86(16) . . . . ?
C17 C22 O3 C23 -0.3(3) . . . . ?
C21 C22 O3 C23 -179.92(18) . . . . ?
O4 C23 O3 C22 -174.87(19) . . . . ?
C15 C23 O3 C22 5.7(3) . . . . ?
C14 C9 S1 C8 66.04(18) . . . . ?
C10 C9 S1 C8 -114.13(16) . . . . ?
C15 C8 S1 C9 -137.20(14) . . . . ?
C7 C8 S1 C9 93.86(14) . . . . ?
