A diversity-oriented synthesis of polyheterocycles via the cyclocondensation of azomethine imine
Ansari, Arshad J.; Pathare, Ramdas S.; Kumawat, Anita; Maurya, Antim K.; Verma, Sarika; Agnihotri, Vijai K.; Joshi, Rahul; Metre, Ramesh K.; Sharon, Ashoke; Pardasani, R. T.; Sawant, Devesh M.; New Journal of Chemistry 43 (2019) 13721–; doi:10.1039/C9NJ02874A

data_7058716
_publ_section_title
;
 A diversity-oriented synthesis of polyheterocycles via the
 cyclocondensation of azomethine imine
;
_journal_issue                   35
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13721
_journal_paper_doi               10.1039/C9NJ02874A
_journal_volume                  43
_journal_year                    2019
_chemical_formula_moiety         'C18 H19 Cl N4 O2 S'
_chemical_formula_sum            'C18 H19 Cl N4 O2 S'
_chemical_formula_weight         390.88
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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_date             2018-03-16
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_audit_update_record
;
2019-01-29 deposited with the CCDC.    2019-08-02 downloaded from the CCDC.
;
_cell_angle_alpha                84.937(4)
_cell_angle_beta                 89.503(4)
_cell_angle_gamma                80.948(4)
_cell_formula_units_Z            2
_cell_length_a                   7.6748(4)
_cell_length_b                   9.3670(4)
_cell_length_c                   13.8037(6)
_cell_measurement_reflns_used    3753
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.4170
_cell_measurement_theta_min      3.6020
_cell_volume                     976.15(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4324
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.834
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -15.00  77.00   1.00   66.97    --   10.07  57.00   0.00   92
  2  \w    -60.00  34.00   1.00   66.97    --   10.07 -57.00-150.00   94
  3  \w    -75.00  11.00   1.00   66.97    --  -10.22 -77.00  90.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0840632000
_diffrn_orient_matrix_UB_12      -0.0419735000
_diffrn_orient_matrix_UB_13      0.0103525000
_diffrn_orient_matrix_UB_21      -0.0411308000
_diffrn_orient_matrix_UB_22      -0.0582816000
_diffrn_orient_matrix_UB_23      0.0204911000
_diffrn_orient_matrix_UB_31      0.0000407000
_diffrn_orient_matrix_UB_32      -0.0276944000
_diffrn_orient_matrix_UB_33      -0.0461965000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0129
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.834
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8061
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.834
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.492
_diffrn_reflns_theta_min         3.451
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4530
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1516
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3479
_reflns_number_total             4530
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9nj02874a2.cif
_cod_data_source_block           dvas1
_cod_depositor_comments
'Adding full bibliography for 7058715--7058716.cif.'
_cod_database_code               7058716
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32