#------------------------------------------------------------------------------
#$Date: 2025-04-05 05:51:00 +0200 (Sat 05 de Apr de 2025) $
#$Revision: 299037 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/36/7063664.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_7063664
loop_
_publ_author_name
'Santhosh, Chikkappaiahnayaka'
'Singh, Krishna Ravi'
'Mane, Manoj V.'
'Sheela, Kalleshappa'
'Sharath, Kalleshappa'
'Sadashiva, Maralinganadoddi P.'
_publ_section_title
;
 Base-promoted regioselective synthesis of alkyl (2-tosyl/4-ethylcarbonyl)
 thiazole-5-carboxylates employing dithioates and active methylene
 isocyanides
;
_journal_issue                   11
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4604
_journal_page_last               4614
_journal_paper_doi               10.1039/D4NJ04515G
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C18 H14 F N O4 S2'
_chemical_formula_sum            'C18 H14 F N O4 S2'
_chemical_formula_weight         391.42
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
_audit_update_record
;
2024-05-02 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.929(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.087(2)
_cell_length_b                   11.8579(14)
_cell_length_c                   9.1830(11)
_cell_measurement_reflns_used    6294
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.81
_cell_volume                     1745.3(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    Mercury
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0611
_diffrn_reflns_av_sigmaI/netI    0.0490
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18748
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_recrystallization_method 'Vapour deposition'
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.23
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.387
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.233
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3984
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.233
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0899
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0362P)²+6.6162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.1921
_reflns_number_gt                3329
_reflns_number_total             3984
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d4nj04515g2.cif
_cod_data_source_block           2t4
_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.

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' 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 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7063664--7063665.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7063664
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
S12 S -0.00134(7) 0.17664(9) 0.07499(11) 0.0266(3) Uani 1 1 d . . .
S8 S 0.15827(7) 0.12299(10) -0.06245(12) 0.0283(3) Uani 1 1 d . . .
O17 O -0.1108(2) 0.0782(3) 0.4196(3) 0.0362(8) Uani 1 1 d . . .
O18 O -0.1357(2) 0.2211(3) 0.2584(3) 0.0316(7) Uani 1 1 d . . .
O9 O 0.1126(2) 0.1882(3) -0.1733(3) 0.0356(8) Uani 1 1 d . . .
O10 O 0.1934(2) 0.0158(3) -0.0959(3) 0.0362(8) Uani 1 1 d . . .
N15 N 0.1044(2) 0.0290(3) 0.1810(4) 0.0307(8) Uani 1 1 d . . .
F26 F -0.4819(2) 0.3501(3) -0.0606(4) 0.0600(10) Uani 1 1 d . . .
C5 C 0.2368(3) 0.2062(4) 0.0276(5) 0.0274(9) Uani 1 1 d . . .
C4 C 0.2241(3) 0.3214(4) 0.0422(5) 0.0343(10) Uani 1 1 d . . .
H4 H 0.1755 0.3549 0.0003 0.041 Uiso 1 1 calc R . .
C14 C 0.0413(3) 0.0321(4) 0.2715(5) 0.0311(10) Uani 1 1 d . . .
H14 H 0.0409 -0.0134 0.3539 0.037 Uiso 1 1 calc R . .
C20 C -0.2779(3) 0.2848(4) 0.2261(5) 0.0311(10) Uani 1 1 d . . .
C16 C -0.0938(3) 0.1316(4) 0.3140(4) 0.0274(9) Uani 1 1 d . . .
C19 C -0.2057(3) 0.2600(5) 0.3355(5) 0.0365(11) Uani 1 1 d . . .
H19A H -0.1902 0.3275 0.3910 0.044 Uiso 1 1 calc R . .
H19B H -0.2213 0.2023 0.4031 0.044 Uiso 1 1 calc R . .
C13 C -0.0210(3) 0.1072(4) 0.2321(4) 0.0252(9) Uani 1 1 d . . .
C11 C 0.0889(3) 0.1004(4) 0.0736(4) 0.0256(9) Uani 1 1 d . . .
C3 C 0.2844(3) 0.3856(4) 0.1196(5) 0.0386(11) Uani 1 1 d . . .
H3 H 0.2761 0.4626 0.1307 0.046 Uiso 1 1 calc R . .
C2 C 0.3574(3) 0.3360(5) 0.1810(5) 0.0386(11) Uani 1 1 d . . .
C21 C -0.3011(3) 0.3938(4) 0.1917(6) 0.0363(11) Uani 1 1 d . . .
H21 H -0.2696 0.4530 0.2339 0.044 Uiso 1 1 calc R . .
C7 C 0.3692(3) 0.2208(5) 0.1642(6) 0.0401(12) Uani 1 1 d . . .
H7 H 0.4182 0.1873 0.2044 0.048 Uiso 1 1 calc R . .
C25 C -0.3228(3) 0.1971(4) 0.1584(6) 0.0406(12) Uani 1 1 d . . .
H25 H -0.3067 0.1230 0.1783 0.049 Uiso 1 1 calc R . .
C6 C 0.3088(3) 0.1554(4) 0.0883(5) 0.0348(11) Uani 1 1 d . . .
H6 H 0.3167 0.0781 0.0783 0.042 Uiso 1 1 calc R . .
C22 C -0.3700(3) 0.4177(5) 0.0961(6) 0.0426(12) Uani 1 1 d . . .
H22 H -0.3862 0.4917 0.0750 0.051 Uiso 1 1 calc R . .
C1 C 0.4229(4) 0.4062(5) 0.2665(6) 0.0502(14) Uani 1 1 d . . .
H1A H 0.4309 0.4753 0.2151 0.075 Uiso 1 1 calc R . .
H1B H 0.4744 0.3651 0.2775 0.075 Uiso 1 1 calc R . .
H1C H 0.4049 0.4228 0.3611 0.075 Uiso 1 1 calc R . .
C23 C -0.4133(3) 0.3285(5) 0.0339(6) 0.0415(12) Uani 1 1 d . . .
C24 C -0.3919(3) 0.2189(5) 0.0609(6) 0.0428(12) Uani 1 1 d . . .
H24 H -0.4225 0.1603 0.0154 0.051 Uiso 1 1 calc R . .
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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
C11 S12 C13 88.3(2) . . ?
O9 S8 O10 121.0(2) . . ?
O9 S8 C5 109.7(2) . . ?
O10 S8 C5 108.6(2) . . ?
O9 S8 C11 105.6(2) . . ?
O10 S8 C11 107.5(2) . . ?
C5 S8 C11 103.0(2) . . ?
C16 O18 C19 116.8(3) . . ?
C11 N15 C14 109.7(4) . . ?
C6 C5 C4 121.1(4) . . ?
C6 C5 S8 119.4(4) . . ?
C4 C5 S8 119.5(4) . . ?
C3 C4 C5 119.2(5) . . ?
N15 C14 C13 115.0(4) . . ?
C21 C20 C25 118.9(5) . . ?
C21 C20 C19 121.2(5) . . ?
C25 C20 C19 119.9(5) . . ?
O17 C16 O18 125.6(4) . . ?
O17 C16 C13 123.5(4) . . ?
O18 C16 C13 110.9(4) . . ?
O18 C19 C20 108.9(4) . . ?
C14 C13 C16 126.1(4) . . ?
C14 C13 S12 110.6(3) . . ?
C16 C13 S12 123.2(3) . . ?
N15 C11 S12 116.4(3) . . ?
N15 C11 S8 122.7(3) . . ?
S12 C11 S8 120.9(2) . . ?
C4 C3 C2 120.5(5) . . ?
C3 C2 C7 119.4(5) . . ?
C3 C2 C1 120.4(5) . . ?
C7 C2 C1 120.3(5) . . ?
C20 C21 C22 121.7(5) . . ?
C6 C7 C2 120.7(5) . . ?
C20 C25 C24 120.5(5) . . ?
C5 C6 C7 119.1(5) . . ?
C23 C22 C21 117.3(5) . . ?
C24 C23 C22 123.5(5) . . ?
C24 C23 F26 118.1(5) . . ?
C22 C23 F26 118.4(5) . . ?
C23 C24 C25 118.0(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
S12 C11 1.711(4) . ?
S12 C13 1.714(4) . ?
S8 O9 1.430(3) . ?
S8 O10 1.435(4) . ?
S8 C5 1.753(5) . ?
S8 C11 1.766(4) . ?
O17 C16 1.209(5) . ?
O18 C16 1.335(5) . ?
O18 C19 1.457(5) . ?
N15 C11 1.307(5) . ?
N15 C14 1.366(6) . ?
F26 C23 1.368(6) . ?
C5 C6 1.380(6) . ?
C5 C4 1.390(6) . ?
C4 C3 1.382(7) . ?
C14 C13 1.367(6) . ?
C20 C21 1.374(7) . ?
C20 C25 1.383(7) . ?
C20 C19 1.498(7) . ?
C16 C13 1.473(6) . ?
C3 C2 1.389(7) . ?
C2 C7 1.390(8) . ?
C2 C1 1.509(7) . ?
C21 C22 1.384(7) . ?
C7 C6 1.384(7) . ?
C25 C24 1.389(7) . ?
C22 C23 1.364(8) . ?
C23 C24 1.363(8) . ?
