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_7157152
_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         '2(C20 H14 N4 S), H2 O'
_chemical_formula_sum            'C40 H30 N8 O S2'
_chemical_formula_weight         702.84
_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   mixed
_atom_sites_solution_primary     iterative
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Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
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_audit_update_record
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2018-06-19 deposited with the CCDC.    2019-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                79.604(4)
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_cell_length_a                   9.4466(4)
_cell_length_b                   9.9176(4)
_cell_length_c                   19.5777(9)
_cell_measurement_reflns_used    5644
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.8300
_cell_measurement_theta_min      4.5660
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_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0851
_diffrn_measured_fraction_theta_full 0.996
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_diffrn_measurement_details
;
  1 omega -116.00   29.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -12.0000  -90.0000 145

  2 omega  -89.00  -13.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  125.0000   90.0000 76

  3 omega  -29.00   28.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   50.0000   90.0000 57

  4 omega    5.00   67.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151  -57.0000  -30.0000 62

  5 omega   21.00   71.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151 -125.0000 -150.0000 50

  6 omega   85.00  111.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151 -125.0000 -150.0000 26

  7 omega  -15.00   85.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151  -77.0000 -120.0000 100

  8 omega   63.00  105.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000 -120.0000 42

  9 omega   40.00   97.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -50.0000   30.0000 57

 10 omega   97.00  165.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   50.0000   90.0000 68

 11 omega   79.00  105.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   77.0000  120.0000 26

 12 omega  109.00  161.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   77.0000  120.0000 52

 13 omega  106.00  173.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  111.0000   30.0000 67

 14 omega   40.00   80.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000   60.0000 40

 15 omega   76.00  178.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   25.0000 -150.0000 102

 16 omega   54.00  114.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000  120.0000 60

 17 omega   63.00   90.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -110.0000   76.0000 27

 18 omega   51.00  131.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -64.0000  -60.0000 80

 19 omega   57.00  112.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000  -30.0000 55

 20 omega   39.00   87.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000  -60.0000 48

 21 omega   43.00   93.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000  150.0000 50

 22 omega   37.00   85.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000 -120.0000 48

 23 omega   43.00   98.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -64.0000  120.0000 55
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0671838000
_diffrn_orient_matrix_UB_12      0.1540975000
_diffrn_orient_matrix_UB_13      -0.0425125000
_diffrn_orient_matrix_UB_21      -0.0043495000
_diffrn_orient_matrix_UB_22      0.0660215000
_diffrn_orient_matrix_UB_23      0.0658690000
_diffrn_orient_matrix_UB_31      0.1599223000
_diffrn_orient_matrix_UB_32      0.0052423000
_diffrn_orient_matrix_UB_33      -0.0159512000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10879
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.944
_diffrn_reflns_theta_min         4.593
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       needle
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.513
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         6471
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0633
_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^)+(0.1206P)^2^+0.6524P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1823
_refine_ls_wR_factor_ref         0.1937
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5380
_reflns_number_total             6471
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob01762c2.cif
_cod_data_source_block           exp_290
_cod_depositor_comments
'Adding full bibliography for 7157149--7157156.cif.'
_cod_original_cell_volume        1695.58(13)
_cod_database_code               7157152
_chemical_oxdiff_formula         'C H N S'
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C24(H24), C22(H22), C10(H10), C49(H49), C11(H11), C50(H50),
 C18(H18), C19(H19), C16(H16), C13(H13), C14(H14), C25(H25), C41(H41), C46(H46),
  C38(H38), C39(H39), C47(H47), C44(H44), C21(H21), C42(H42), C17(H17),
 C34(H34), C33(H33), C36(H36), C43(H43), C35(H35)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2014-01-03
_olex2_submission_special_instructions 'No special instructions were received'