Benzochalcogendiazole-based conjugated molecules: investigating the effects of substituents and heteroatom juggling.
Patel, Heta A.; Bhanvadia, Viraj J.; Mande, Hemant M.; Zade, Sanjio S.; Patel, Arun L.; Organic & biomolecular chemistry 17 (2019) 9467–; doi:10.1039/c9ob01762c

data_7157153
_publ_section_title
;
 Benzochalcogendiazole-based conjugated molecules: investigating the
 effects of substituents and heteroatom juggling.
;
_journal_issue                   43
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9467
_journal_paper_doi               10.1039/c9ob01762c
_journal_volume                  17
_journal_year                    2019
_chemical_formula_moiety         'C24 H16 N2 O4 S'
_chemical_formula_sum            'C24 H16 N2 O4 S'
_chemical_formula_weight         428.45
_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             2018-10-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-11-02 deposited with the CCDC.    2019-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                76.676(12)
_cell_angle_beta                 67.685(12)
_cell_angle_gamma                89.692(10)
_cell_formula_units_Z            2
_cell_length_a                   8.8175(10)
_cell_length_b                   10.9212(15)
_cell_length_c                   10.9295(16)
_cell_measurement_reflns_used    975
_cell_measurement_temperature    290
_cell_measurement_theta_max      19.8650
_cell_measurement_theta_min      3.2950
_cell_volume                     943.5(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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_temperature      290
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     -2.00  88.00   1.00    1.81    --   19.21  57.00 -90.00   90
  2  \w    -50.00  41.00   1.00    1.81    --   19.21 -57.00 120.00   91
  3  \w    -50.00  41.00   1.00    1.81    --   19.21 -57.00   0.00   91
  4  \w    -25.00  23.00   1.00    1.81    --  -20.07 -99.00  30.00   48
  5  \w    -98.00 -53.00   1.00    1.81    --  -20.07 178.00-180.00   45
  6  \w    -25.00  63.00   1.00    1.81    --   19.21 -99.00  60.00   88
  7  \w    -25.00  63.00   1.00    1.81    --   19.21 -99.00-180.00   88
  8  \w     -2.00  88.00   1.00    1.81    --   19.21  57.00 150.00   90
  9  \w    -50.00  41.00   1.00    1.81    --   19.21 -57.00-120.00   91
 10  \w     -2.00  88.00   1.00    1.81    --   19.21  57.00  30.00   90
 11  \w    -25.00  23.00   1.00    1.81    --  -20.07 -99.00 150.00   48
 12  \w    -25.00  23.00   1.00    1.81    --  -20.07 -99.00 -90.00   48
 13  \w    -42.00  49.00   1.00    1.81    --  -20.07  57.00-120.00   91
 14  \w    -25.00  63.00   1.00    1.81    --   19.21 -99.00 -60.00   88
 15  \w    -91.00 -10.00   1.00    1.81    --  -20.07 -77.00 120.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0246237000
_diffrn_orient_matrix_UB_12      0.0428663000
_diffrn_orient_matrix_UB_13      -0.0470154000
_diffrn_orient_matrix_UB_21      0.0189274000
_diffrn_orient_matrix_UB_22      -0.0423768000
_diffrn_orient_matrix_UB_23      -0.0430298000
_diffrn_orient_matrix_UB_31      -0.0816087000
_diffrn_orient_matrix_UB_32      -0.0293048000
_diffrn_orient_matrix_UB_33      0.0343326000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1673
_diffrn_reflns_av_unetI/netI     0.1664
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18903
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.02
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.050
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.2095
_refine_ls_R_factor_gt           0.0726
_refine_ls_shift/su_max          0.100
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1677
_reflns_number_gt                1438
_reflns_number_total             3856
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ob01762c2.cif
_cod_data_source_block           exp_1627
_cod_depositor_comments
'Adding full bibliography for 7157149--7157156.cif.'
_cod_database_code               7157153
_chemical_oxdiff_formula         'C H O N S'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C21(H21), C22(H22), C10(H10), C8(H8), C19(H19), C9(H9), C31(H31),
 C11(H11), C13(H13), C30(H30), C20(H20)
;
_olex2_date_sample_data_collection 2018-09-24
_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.779