Butterfly-shaped π-extended benzothiadiazoles as promising emitting materials for white OLEDs
Wang, Zaibin; Peng, Zhixing; Huang, Kai; Lu, Ping; Wang, Yanguang; Journal of Materials Chemistry C 7 (2019) 6706–; doi:10.1039/C9TC01059A

data_7237774
_publ_section_title
;
 Butterfly-shaped \p-extended benzothiadiazoles as promising emitting
 materials for white OLEDs
;
_journal_issue                   22
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6706
_journal_paper_doi               10.1039/C9TC01059A
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C46 H26 N4 O2 S, C3 H6 O'
_chemical_formula_sum            'C49 H32 N4 O3 S'
_chemical_formula_weight         756.84
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2018-10-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-12-24 deposited with the CCDC.	2019-04-18 downloaded from the CCDC.
;
_cell_angle_alpha                104.630(5)
_cell_angle_beta                 105.673(6)
_cell_angle_gamma                102.379(5)
_cell_formula_units_Z            2
_cell_length_a                   10.1869(6)
_cell_length_b                   13.2164(7)
_cell_length_c                   16.2017(10)
_cell_measurement_reflns_used    3435
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.2817
_cell_measurement_theta_min      1.7795
_cell_volume                     1936.3(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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      296.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.839
_diffrn_measurement_details
;
  1 omega  -71.00   19.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.4683  -77.0000 -150.0000 90

  2 omega  -63.00   36.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808  -38.0000  -30.0000 99

  3 omega  -12.00   73.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       11.7808   38.0000  150.0000 85
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0373828000
_diffrn_orient_matrix_UB_12      -0.0212717000
_diffrn_orient_matrix_UB_13      0.0260526000
_diffrn_orient_matrix_UB_21      -0.0637590000
_diffrn_orient_matrix_UB_22      0.0060119000
_diffrn_orient_matrix_UB_23      -0.0267128000
_diffrn_orient_matrix_UB_31      -0.0172381000
_diffrn_orient_matrix_UB_32      -0.0538491000
_diffrn_orient_matrix_UB_33      -0.0304651000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.839
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14719
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.347
_diffrn_reflns_theta_min         1.783
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.46
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         8917
_refine_ls_number_restraints     476
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.1124
_refine_ls_R_factor_gt           0.0656
_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^)+(0.0944P)^2^+0.1609P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1680
_refine_ls_wR_factor_ref         0.2063
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5236
_reflns_number_total             8917
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9tc01059a2.cif
_cod_data_source_block           181023_869_r
_cod_database_code               7237774
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c h n o s'
_shelx_estimated_absorpt_t_max   0.954
_shelx_estimated_absorpt_t_min   0.939
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C48-C49
 1.5 with sigma of 0.01
 C48-C47
 1.5 with sigma of 0.01
 O3-C48 \\sim O3A-C48A
 with sigma of 0.02
 C47-C48 \\sim C47A-C48A
 with sigma of 0.02
 C48-C49 \\sim C48A-C49A
 with sigma of 0.02
 O3-C47 \\sim O3A-C47A
 with sigma of 0.04
 O3-C49 \\sim O3A-C49A
 with sigma of 0.04
 C47-C49 \\sim C47A-C49A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
O3 \\sim O3A \\sim C49 \\sim C48 \\sim C47A \\sim C47 \\sim C48A \\sim C49A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C48) = Uanis(C48A)
4. Others
 Sof(C47A)=Sof(H47D)=Sof(H47E)=Sof(H47F)=Sof(C48A)=Sof(O3A)=Sof(C49A)=
 Sof(H49D)=Sof(H49E)=Sof(H49F)=1-FVAR(1)
 Sof(O3)=Sof(C47)=Sof(H47B)=Sof(H47C)=Sof(H47A)=Sof(C48)=Sof(C49)=Sof(H49A)=
 Sof(H49B)=Sof(H49C)=FVAR(1)
5.a Me refined with riding coordinates:
 C47(H47B,H47C,H47A), C49(H49A,H49B,H49C), C47A(H47D,H47E,H47F), C49A(H49D,
 H49E,H49F)
5.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C11(H11), C16(H16), C10(H10), C23(H23), C30(H30), C3(H3), C13(H13),
 C19(H19), C31(H31), C14(H14), C17(H17), C36(H36), C18(H18), C43(H43), C34(H34),
  C33(H33), C26(H26), C24(H24), C39(H39), C37(H37), C25(H25), C44(H44),
 C38(H38), C46(H46), C45(H45)
;
_shelx_res_checksum              32102
_shelx_hkl_checksum              43397
_olex2_submission_special_instructions 'No special instructions were received'