Synthesis of a series of benzothiazole amide derivatives and their biological evaluation as potent hemostatic agents
Nong, Wenqian; Zhao, Anran; Wei, Jinrui; Cheng, Hui; Luo, Xuan; Lin, Cuiwu; RSC Advances 8 (2018) 6231–; doi:10.1039/C7RA13397A

data_7230097
_publ_section_title
;
 Synthesis of a series of benzothiazole amide derivatives and their
 biological evaluation as potent hemostatic agents
;
_journal_issue                   12
_journal_name_full               'RSC Advances'
_journal_page_first              6231
_journal_paper_doi               10.1039/C7RA13397A
_journal_volume                  8
_journal_year                    2018
_chemical_formula_moiety         'C16 H14 N2 O S'
_chemical_formula_sum            'C16 H14 N2 O S'
_chemical_formula_weight         282.35
_chemical_name_systematic        N-(benzo[d]thiazol-2-yl)-3-phenylpropanamide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
_audit_creation_date             2017-10-04
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2017-10-30 deposited with the CCDC.
2018-01-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.9090(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.97060(10)
_cell_length_b                   7.52360(10)
_cell_length_c                   33.4233(5)
_cell_measurement_reflns_used    8196
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.8370
_cell_measurement_theta_min      2.7410
_cell_volume                     2725.42(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_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     62.00  87.00   0.50    0.50    --    0.00  19.00 -90.00   50
  2  \w    -18.00  39.00   0.50    0.50    --    0.00  19.00 -90.00  114
  3  \w    -41.00  17.00   0.50    0.50    --    0.00 -38.00   0.00  116
  4  \w     47.00  87.00   0.50    0.50    --    0.00  57.00 -90.00   80
  5  \w     57.00 115.00   0.50    1.00    --   95.20 -45.00 120.00  116
  6  \w      6.00 117.00   0.50    1.00    --   95.20 -61.00  90.00  222
  7  \w     76.00 145.00   0.50    1.00    --   95.20  45.00-120.00  138
  8  \w     45.00 102.00   0.50    1.00    --   95.20 -30.00-150.00  114
  9  \w      6.00  38.00   0.50    1.00    --   95.20 -45.00 120.00   64
 10  \w      6.00 125.00   0.50    1.00    --   95.20 -82.00  90.00  238
 11  \w    152.00 178.00   0.50    1.00    --   95.20  30.00-150.00   52
 12  \w     92.00 185.00   0.50    1.00    --   95.20  30.00 -60.00  186
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0697938000
_diffrn_orient_matrix_UB_12      0.1655202000
_diffrn_orient_matrix_UB_13      -0.0114807000
_diffrn_orient_matrix_UB_21      0.0588135000
_diffrn_orient_matrix_UB_22      -0.1116875000
_diffrn_orient_matrix_UB_23      -0.0306215000
_diffrn_orient_matrix_UB_31      -0.1089081000
_diffrn_orient_matrix_UB_32      0.0455645000
_diffrn_orient_matrix_UB_33      -0.0332731000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            14599
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.009
_diffrn_reflns_theta_min         2.676
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82455
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         5388
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+1.8912P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0951
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4812
_reflns_number_total             5388
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ra13397a2.cif
_cod_data_source_block           qhrgs
_cod_database_code               7230097
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.789
_shelx_estimated_absorpt_t_min   0.706
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C10(H10a,H10b), C00O(H00a,H00b), C00S(H00c,H00d)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), N006(H006), C5(H5), C2(H2a), C3(H3), C4(H4), C00P(H00P), C00Q(H00Q),
 C00T(H00T), C00U(H00U), C16(H16), C00W(H00W), C12(H12), C00Y(H00Y), C00Z(H00Z),
  C13(H13), C14(H14), C15(H15), C013(H013), C014(H014)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.596