#------------------------------------------------------------------------------
#$Date: 2022-03-04 23:17:51 +0100 (vie 04 de mar de 2022) $
#$Revision: 273382 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/12/7061220.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_7061220
loop_
_publ_author_name
'Costa, Letícia D.'
'Guieu, Samuel'
'Faustino, Maria do Amparo F.'
'Tomé, Augusto C.'
_publ_section_title
;
 Straightforward synthesis of thiazolo[5,4-c]isoquinolines from
 dithiooxamide and 2-halobenzaldehydes
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              3602
_journal_page_last               3615
_journal_paper_doi               10.1039/D1NJ05536D
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C16 F10 N2 S2'
_chemical_formula_sum            'C16 F10 N2 S2'
_chemical_formula_weight         474.30
_chemical_name_systematic        2,5-bis(perfluorophenyl)thiazolo[5,4-d]thiazole
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-29 deposited with the CCDC.	2022-01-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.031(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.3379(7)
_cell_length_b                   16.178(2)
_cell_length_c                   10.9464(16)
_cell_measurement_reflns_used    2469
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.64
_cell_measurement_theta_min      2.28
_cell_volume                     754.01(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-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0628
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11873
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.542
_diffrn_reflns_theta_min         2.276
_exptl_absorpt_coefficient_mu    0.478
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    2.089
_exptl_crystal_description       needle
_exptl_crystal_F_000             464
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   0.7461
_exptl_transmission_factor_min   0.5620
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2298
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0381
_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)+(0.0391P)²+0.2253P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0980
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1834
_reflns_number_total             2298
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05536d2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7061219--7061230.cif.'
_cod_original_cell_volume        754.0(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7061220
_shelx_shelxl_version_number     2018/3
_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   0.731
_shelx_estimated_absorpt_t_max   0.954
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_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
S01 S 0.17176(11) 0.95478(2) 0.35507(4) 0.02227(13) Uani 1 1 d . . . . .
F06 F -0.0498(3) 0.54282(6) 0.36493(10) 0.0293(3) Uani 1 1 d . . . . .
F08 F 0.6367(2) 0.73518(6) 0.58976(9) 0.0212(2) Uani 1 1 d . . . . .
F07 F 0.4598(3) 0.58096(6) 0.54501(9) 0.0273(2) Uani 1 1 d . . . . .
F04 F -0.2141(2) 0.82384(6) 0.27569(9) 0.0235(2) Uani 1 1 d . . . . .
F05 F -0.3836(2) 0.66699(6) 0.23343(9) 0.0263(2) Uani 1 1 d . . . . .
C02 C 0.3178(4) 0.87457(9) 0.45853(14) 0.0164(3) Uani 1 1 d . . . . .
C08 C 0.3799(4) 0.72232(10) 0.50212(14) 0.0166(3) Uani 1 1 d . . . . .
N01 N 0.5309(3) 0.89609(8) 0.55580(12) 0.0201(3) Uani 1 1 d . . . . .
C05 C -0.1316(4) 0.68438(10) 0.32074(14) 0.0194(3) Uani 1 1 d . . . . .
C03 C 0.2180(4) 0.78814(9) 0.43528(14) 0.0162(3) Uani 1 1 d . . . . .
C01 C 0.4168(4) 1.02146(10) 0.45013(14) 0.0176(3) Uani 1 1 d . . . . .
C06 C 0.0355(4) 0.62140(10) 0.38846(15) 0.0204(3) Uani 1 1 d . . . . .
C07 C 0.2912(4) 0.64088(9) 0.47939(15) 0.0191(3) Uani 1 1 d . . . . .
C04 C -0.0409(4) 0.76545(10) 0.34471(14) 0.0178(3) 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 0.0030 0.0020 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1250 0.1230 '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
C01 S01 C02 88.19(8) . . ?
N01 C02 C03 121.95(14) . . ?
N01 C02 S01 115.87(12) . . ?
C03 C02 S01 122.14(12) . . ?
F08 C08 C07 116.19(14) . . ?
F08 C08 C03 121.36(14) . . ?
C07 C08 C03 122.41(15) . . ?
C02 N01 C01 108.64(13) . 3_676 ?
F05 C05 C04 120.02(15) . . ?
F05 C05 C06 120.11(15) . . ?
C04 C05 C06 119.86(15) . . ?
C04 C03 C08 115.15(14) . . ?
C04 C03 C02 122.83(14) . . ?
C08 C03 C02 122.02(15) . . ?
N01 C01 C01 117.82(18) 3_676 3_676 ?
N01 C01 S01 132.69(12) 3_676 . ?
C01 C01 S01 109.49(16) 3_676 . ?
F06 C06 C07 120.80(15) . . ?
F06 C06 C05 120.10(15) . . ?
C07 C06 C05 119.10(15) . . ?
F07 C07 C06 120.27(14) . . ?
F07 C07 C08 119.32(15) . . ?
C06 C07 C08 120.39(15) . . ?
F04 C04 C05 116.88(15) . . ?
F04 C04 C03 120.04(14) . . ?
C05 C04 C03 123.08(15) . . ?
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
S01 C01 1.7183(16) . ?
S01 C02 1.7588(15) . ?
F06 C06 1.3351(18) . ?
F08 C08 1.3402(18) . ?
F07 C07 1.3375(18) . ?
F04 C04 1.3457(18) . ?
F05 C05 1.3372(19) . ?
C02 N01 1.316(2) . ?
C02 C03 1.471(2) . ?
C08 C07 1.382(2) . ?
C08 C03 1.402(2) . ?
N01 C01 1.357(2) 3_676 ?
C05 C04 1.380(2) . ?
C05 C06 1.381(2) . ?
C03 C04 1.397(2) . ?
C01 C01 1.376(3) 3_676 ?
C06 C07 1.378(2) . ?
