Synthesis and properties of tetra-aryl azobispyrroles.
Sequeira, Steve O.; Diaz-Rodriguez, Roberto M; Atansi, Mmasinachi; Hilborn, James W.; Alkaş, Adil; Gapare, Rosinah Liandrah; Dearden, Madeleine; Sullivan, Em C.; Brown, Emily B.; Robertson, Katherine N.; Thompson, Alison; Organic & biomolecular chemistry 23 (2025) 7752–7758; doi:10.1039/d5ob01104c

data_7160678
_publ_section_title
;
 Synthesis and properties of tetra-aryl azobispyrroles.
;
_journal_issue                   34
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7752
_journal_page_last               7758
_journal_paper_doi               10.1039/d5ob01104c
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         '0.5((C46 H40 N4)4), 2(H2 O)'
_chemical_formula_sum            'C92 H84 N8 O2'
_chemical_formula_weight         1333.67
_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   mixed
_atom_sites_solution_primary     'dual space'
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-04-10 deposited with the CCDC.	2025-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                78.814(2)
_cell_angle_beta                 77.092(2)
_cell_angle_gamma                67.6536(19)
_cell_formula_units_Z            2
_cell_length_a                   12.1766(7)
_cell_length_b                   15.8845(8)
_cell_length_c                   21.0428(12)
_cell_measurement_reflns_used    9789
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.3547
_cell_measurement_theta_min      2.2287
_cell_volume                     3642.4(4)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       '\k--geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0927
_diffrn_reflns_av_unetI/netI     0.0390
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            192295
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_min         1.813
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6686
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
J. Appl. Cryst. 48, 3-10.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       'long rod'
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.577
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0046(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     956
_refine_ls_number_reflns         14904
_refine_ls_number_restraints     836
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.1307
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1049P)^2^+2.6000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1704
_refine_ls_wR_factor_ref         0.2400
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9237
_reflns_number_total             14904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01104c2.cif
_cod_data_source_block           AT019_MD1
_cod_depositor_comments
'Adding full bibliography for 7160678--7160681.cif.'
_cod_original_cell_volume        3642.3(4)
_cod_database_code               7160678
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.959
_shelx_estimated_absorpt_t_max   0.998
_diffrn_source_source            'microfocus sealed tube'
_shelx_res_checksum              59123