#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/40/7204097.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_7204097
loop_
_publ_author_name
'Guillard, Jérôme'
'Lamazzi, Christelle'
'Meth-Cohn, Otto'
'Rees, Charles W.'
'White, Andrew J. P.'
'Williams, David J.'
_publ_section_title
;
 One-step synthesis of 5-acylisothiazoles from furans
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1304
_journal_paper_doi               10.1039/b101157j
_journal_year                    2001
_chemical_formula_sum            'C16 H11 N O S2'
_chemical_formula_weight         297.38
_chemical_name_systematic
; 
? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                88.032(7)
_cell_angle_beta                 68.422(7)
_cell_angle_gamma                68.794(6)
_cell_formula_units_Z            2
_cell_length_a                   8.8669(9)
_cell_length_b                   8.9717(10)
_cell_length_c                   10.3455(11)
_cell_measurement_reflns_used    27
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.49
_cell_measurement_theta_min      5.00
_cell_volume                     708.86(14)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       '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  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0379
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2656
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        3.02
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Pale pink'
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_description       prisms
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.53
_exptl_crystal_size_min          0.47
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0227(73)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.045
_refine_ls_goodness_of_fit_obs   1.082
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2351
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_restrained_S_obs      1.082
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_obs          0.0415
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0627P)²+0.1008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1193
_refine_ls_wR_factor_obs         0.1077
_reflns_number_observed          1974
_reflns_number_total             2481
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b101157j.txt
_cod_data_source_block           CWR9911
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0627P)^2^+0.1008P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0627P)^2^+0.1008P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        708.86(13)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7204097
loop_
_symmetry_equiv_pos_as_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
S1 S 0.32456(9) 0.35489(8) 0.07162(7) 0.0562(2) Uani 1 d . .
N2 N 0.1285(3) 0.4931(3) 0.1491(2) 0.0534(5) Uani 1 d . .
C3 C 0.0946(3) 0.6045(3) 0.0656(2) 0.0434(5) Uani 1 d . .
C4 C 0.2314(3) 0.5784(3) -0.0682(2) 0.0470(5) Uani 1 d . .
H4A H 0.2259(3) 0.6457(3) -0.1381(2) 0.056 Uiso 1 calc R .
C5 C 0.3718(3) 0.4415(3) -0.0804(2) 0.0453(5) Uani 1 d . .
C6 C -0.1996(2) 0.7536(2) 0.24946(15) 0.0594(7) Uani 1 d G .
H6A H -0.1770(2) 0.6716(2) 0.30535(15) 0.071 Uiso 1 calc R .
C7 C -0.3573(2) 0.8852(2) 0.29857(15) 0.0714(8) Uani 1 d G .
H7A H -0.4403(3) 0.8913(3) 0.3873(2) 0.086 Uiso 1 calc R .
C8 C -0.3911(2) 1.0078(2) 0.2150(2) 0.0706(8) Uani 1 d G .
H8A H -0.4966(2) 1.0958(2) 0.2479(3) 0.085 Uiso 1 calc R .
C9 C -0.2671(2) 0.9987(2) 0.0824(2) 0.0694(8) Uani 1 d G .
H9A H -0.2897(3) 1.0807(2) 0.0265(3) 0.083 Uiso 1 calc R .
C10 C -0.1093(2) 0.8671(2) 0.03325(14) 0.0584(7) Uani 1 d G .
H10A H -0.0264(3) 0.8610(3) -0.0555(2) 0.070 Uiso 1 calc R .
C11 C -0.0756(2) 0.7446(2) 0.1168(2) 0.0456(5) Uani 1 d G .
C12 C 0.5427(3) 0.3629(3) -0.1964(2) 0.0480(5) Uani 1 d . .
O12 O 0.6583(2) 0.2492(2) -0.1830(2) 0.0643(5) Uani 1 d . .
S13 S 0.55863(9) 0.45100(9) -0.35466(7) 0.0632(3) Uani 1 d . .
C14 C 0.9179(2) 0.3371(2) -0.4704(2) 0.0619(7) Uani 1 d G .
H14A H 0.9088(2) 0.4164(2) -0.4093(2) 0.074 Uiso 1 calc R .
C15 C 1.0815(2) 0.2356(2) -0.5628(2) 0.0704(8) Uani 1 d G .
H15A H 1.1820(2) 0.2470(3) -0.5634(3) 0.084 Uiso 1 calc R .
C16 C 1.0951(2) 0.1171(2) -0.6542(2) 0.0632(7) Uani 1 d G .
H16A H 1.2046(2) 0.0491(3) -0.7160(2) 0.076 Uiso 1 calc R .
C17 C 0.9450(2) 0.1000(2) -0.6532(2) 0.0667(8) Uani 1 d G .
H17A H 0.9541(3) 0.0207(3) -0.7144(2) 0.080 Uiso 1 calc R .
C18 C 0.7814(2) 0.2015(2) -0.5609(2) 0.0609(7) Uani 1 d G .
H18A H 0.6809(2) 0.1901(3) -0.5602(3) 0.073 Uiso 1 calc R .
C19 C 0.7678(2) 0.3200(2) -0.4695(2) 0.0512(6) Uani 1 d G .
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'
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
N2 S1 C5 94.97(11) . . ?
C3 N2 S1 110.6(2) . . ?
N2 C3 C4 114.7(2) . . ?
N2 C3 C11 119.5(2) . . ?
C4 C3 C11 125.7(2) . . ?
C5 C4 C3 111.1(2) . . ?
C4 C5 C12 131.9(2) . . ?
C4 C5 S1 108.7(2) . . ?
C12 C5 S1 119.4(2) . . ?
C7 C6 C11 120.0 . . ?
C8 C7 C6 120.0 . . ?
C7 C8 C9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C11 C10 C9 120.0 . . ?
C10 C11 C6 120.0 . . ?
C10 C11 C3 120.22(13) . . ?
C6 C11 C3 119.77(13) . . ?
O12 C12 C5 122.2(2) . . ?
O12 C12 S13 124.1(2) . . ?
C5 C12 S13 113.7(2) . . ?
C19 S13 C12 101.09(10) . . ?
C15 C14 C19 120.0 . . ?
C14 C15 C16 120.0 . . ?
C15 C16 C17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C17 C18 C19 120.0 . . ?
C18 C19 C14 120.0 . . ?
C18 C19 S13 119.63(10) . . ?
C14 C19 S13 120.36(10) . . ?
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
S1 N2 1.639(2) . ?
S1 C5 1.708(2) . ?
N2 C3 1.323(3) . ?
C3 C4 1.422(3) . ?
C3 C11 1.491(2) . ?
C4 C5 1.365(3) . ?
C5 C12 1.477(3) . ?
C6 C7 1.39 . ?
C6 C11 1.39 . ?
C7 C8 1.39 . ?
C8 C9 1.39 . ?
C9 C10 1.39 . ?
C10 C11 1.39 . ?
C12 O12 1.204(3) . ?
C12 S13 1.774(3) . ?
S13 C19 1.7691(13) . ?
C14 C15 1.39 . ?
C14 C19 1.39 . ?
C15 C16 1.39 . ?
C16 C17 1.39 . ?
C17 C18 1.39 . ?
C18 C19 1.39 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10343288
