The role of steric hindrance in the intramolecular oxidative aromatic coupling of pyrrolo[3,2-b]pyrroles.
Krzeszewski, Maciej; Swider, Paweł; Dobrzycki, Łukasz; Cyrański, Michał K; Danikiewicz, Witold; Gryko, Daniel T.; Chemical communications (Cambridge, England) 52 (2016) 11539–11542; doi:10.1039/c6cc05904j

data_7124961
_publ_section_title
;
 The role of steric hindrance in the intramolecular oxidative aromatic
 coupling of pyrrolo[3,2-b]pyrroles.
;
_journal_issue                   77
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11539
_journal_page_last               11542
_journal_paper_doi               10.1039/c6cc05904j
_journal_volume                  52
_journal_year                    2016
_chemical_formula_sum            'C104 H92 Br8 Cl2 N4 O'
_chemical_formula_weight         2123.99
_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
_audit_update_record
;
2016-06-25 deposited with the CCDC.
2016-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                95.900(4)
_cell_angle_beta                 100.524(4)
_cell_angle_gamma                95.947(4)
_cell_formula_units_Z            1
_cell_length_a                   10.9254(12)
_cell_length_b                   13.4449(14)
_cell_length_c                   15.8457(17)
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      65.1619
_cell_measurement_theta_min      2.8586
_cell_volume                     2258.4(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 V2013 (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33604
_diffrn_reflns_theta_full        65.30
_diffrn_reflns_theta_max         65.30
_diffrn_reflns_theta_min         2.86
_diffrn_source                   'INCOATEC I\mS micro--focus source'
_exptl_absorpt_coefficient_mu    5.193
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1066
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.054
_refine_diff_density_max         1.214
_refine_diff_density_min         -0.476
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     656
_refine_ls_number_reflns         7712
_refine_ls_number_restraints     98
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0538
_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^)+(0.0725P)^2^+3.3450P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1334
_refine_ls_wR_factor_ref         0.1469
_reflns_number_gt                5942
_reflns_number_total             7712
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc05904j2.cif
_cod_data_source_block           6e
_cod_database_code               7124961
_shelx_res_checksum              45286