Synthesis of fused-ring aza-dipyrromethenes from aromatic nitriles.
Mckeown, George R.; Manion, Joseph G.; Lough, Alan J.; Seferos, Dwight S.; Chemical communications (Cambridge, England) 54 (2018) 8893–8896; doi:10.1039/c8cc04658a

data_7122034
_publ_section_title
;
 Synthesis of fused-ring aza-dipyrromethenes from aromatic nitriles.
;
_journal_issue                   64
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              8893
_journal_page_last               8896
_journal_paper_doi               10.1039/c8cc04658a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety
'4(C20 H12 N3 S4), 2(C2 F3 O2), C2 H F3 O2, C H Cl3, 2(Cl)'
_chemical_formula_sum            'C87 H50 Cl5 F9 N12 O6 S16'
_chemical_formula_weight         2220.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-04 deposited with the CCDC.
2018-07-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.979(5)
_cell_angle_gamma                90
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_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      57.24
_cell_measurement_theta_min      3.72
_cell_volume                     9027.8(10)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2014)'
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_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0990
_diffrn_reflns_av_unetI/netI     0.1353
_diffrn_reflns_Laue_measured_fraction_full 0.951
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_diffrn_reflns_limit_h_max       12
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_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            41609
_diffrn_reflns_point_group_measured_fraction_full 0.951
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_diffrn_source                   'Bruker ImuS with multi-layer optics'
_exptl_absorpt_coefficient_mu    5.625
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_crystal_colour            green
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_exptl_crystal_description       needle
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_refine_ls_number_reflns         15526
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1455
_refine_ls_R_factor_gt           0.0702
_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^)+(0.0704P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1531
_refine_ls_wR_factor_ref         0.1889
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8330
_reflns_number_total             15526
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc04658a2.cif
_cod_data_source_block           d16135_a
_cod_depositor_comments          'Adding full bibliography for 7122034.cif.'
_cod_original_cell_volume        9027.8(11)
_cod_database_code               7122034
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.466
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_shelx_res_checksum              78386