Novel synthesis of thiazolo/thienoazepine-5,8-diones from dihalo cyclic 1,3-diketones and mercaptonitrile salts
Luo, Laichun; Meng, Lanlan; Sun, Qi; Ge, Zemei; Li, Runtao; RSC Adv. 4 (2014) 6845–; doi:10.1039/C3RA46606J

data_7239433
_publ_section_title
;
 Novel synthesis of thiazolo/thienoazepine-5,8-diones from dihalo cyclic
 1,3-diketones and mercaptonitrile salts
;
_journal_issue                   13
_journal_name_full               'RSC Adv.'
_journal_page_first              6845
_journal_paper_doi               10.1039/C3RA46606J
_journal_volume                  4
_journal_year                    2014
_chemical_formula_moiety         'C8 H8 N2 O2 S2'
_chemical_formula_sum            'C8 H8 N2 O2 S2'
_chemical_formula_weight         228.28
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-12-21
_audit_creation_method
;
  Olex2 1.2
  (compiled Nov  5 2012 18:22:26, GUI svn.r4372)
;
_cell_angle_alpha                117.738(9)
_cell_angle_beta                 104.820(7)
_cell_angle_gamma                102.452(7)
_cell_formula_units_Z            4
_cell_length_a                   10.3197(9)
_cell_length_b                   10.5653(9)
_cell_length_c                   10.8549(9)
_cell_measurement_reflns_used    2115
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      30.1558
_cell_measurement_theta_min      3.1579
_cell_volume                     932.0(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector_area_resol_mean 10.3914
_diffrn_measured_fraction_theta_full 0.9886
_diffrn_measured_fraction_theta_max 0.9836
_diffrn_measurement_details
;
  1 omega  -10.00   79.00   1.0000    7.2200
omega____ theta____ kappa____ phi______ frames
    -       13.6605   57.0000 -150.0000 89

  2 omega  -85.00   12.00   1.0000    7.2200
omega____ theta____ kappa____ phi______ frames
    -      -14.4417  -57.0000  -90.0000 97

  3 omega  -32.00   52.00   1.0000    7.2200
omega____ theta____ kappa____ phi______ frames
    -      -14.4417   57.0000   60.0000 84
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0276601000
_diffrn_orient_matrix_UB_12      -0.0632681000
_diffrn_orient_matrix_UB_13      0.0062873000
_diffrn_orient_matrix_UB_21      0.0646333000
_diffrn_orient_matrix_UB_22      0.0321974000
_diffrn_orient_matrix_UB_23      0.0658097000
_diffrn_orient_matrix_UB_31      -0.0320205000
_diffrn_orient_matrix_UB_32      0.0418704000
_diffrn_orient_matrix_UB_33      0.0468505000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0956
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5748
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         3.16
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.543
_exptl_absorpt_correction_T_max  0.94700
_exptl_absorpt_correction_T_min  0.87800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3640
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0506
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.1109
_reflns_number_gt                2505
_reflns_number_total             3640
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra46606j.txt
_cod_data_source_block           exp_735
_cod_original_cell_volume        931.99(14)
_cod_database_code               7239433
_chemical_oxdiff_formula         C7H4O2N2S2
_reflns_odcompleteness_completeness 98.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.42
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  {H10A,H10B} of C10, {H3A,H3B} of C3, {H2A,H2B} of C2, {H11A,H11B} of C11
 At 1.5 times of:
  {H8A,H8B,H8C} of C8, {H16A,H16B,H16C} of C16
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C10(H10A,H10B), C11(H11A,H11B)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;