adj-Diazuliporphyrins, a new family of dicarbaporphyrinoids with unprecedented mesoionic characteristics.
Zhang, Zhenjun; Ferrence, Gregory M.; Lash, Timothy D.; Organic letters 11 (2009) 101–104; doi:10.1021/ol802406f

data_1503727
_publ_section_title
;
 adj-Diazuliporphyrins, a new family of dicarbaporphyrinoids with
 unprecedented mesoionic characteristics.
;
_journal_issue                   1
_journal_name_full               'Organic letters'
_journal_page_first              101
_journal_page_last               104
_journal_paper_doi               10.1021/ol802406f
_journal_volume                  11
_journal_year                    2009
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C50 H53 Br1 N2 O4'
_chemical_formula_sum            'C50 H53 Br N2 O4'
_chemical_formula_weight         825.85
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2008-09-27T01:18:24-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                76.289(3)
_cell_angle_beta                 78.954(3)
_cell_angle_gamma                65.989(3)
_cell_formula_units_Z            8
_cell_length_a                   18.367(4)
_cell_length_b                   21.913(4)
_cell_length_c                   23.727(5)
_cell_measurement_reflns_used    6212
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      30.461
_cell_measurement_theta_min      2.289
_cell_measurement_wavelength     0.71073
_cell_volume                     8426(3)
_computing_cell_refinement       'Apex2 v2008.2-0 '
_computing_data_collection       'Apex2 v2008.2-0 (Bruker, 2008)'
_computing_data_reduction        'Apex2 v2008.2-0 '
_computing_molecular_graphics
;
<i>Ortep-3</i> for Windows (Farrugia, 1997) and <i>Mercury CSD</i> (Macrae et 
al., 2006)
;
_computing_publication_material
'<i>WinGX</i> (Farrugia, 1999) and <i>publCIF</i> (Westrip, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1887
_diffrn_reflns_av_unetI/netI     0.4305
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            85002
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         0.89
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.023
_exptl_absorpt_correction_T_max  0.884
_exptl_absorpt_correction_T_min  0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2008.2-0 (Bruker, 2008)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3472
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         6.298
_refine_diff_density_min         -1.604
_refine_diff_density_rms         0.193
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1927
_refine_ls_number_reflns         41213
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.14
_refine_ls_R_factor_all          0.4051
_refine_ls_R_factor_gt           0.1696
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4109
_refine_ls_wR_factor_ref         0.5022
_reflns_number_gt                10660
_reflns_number_total             41213
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ol802406f_si_003.cif
_cod_data_source_block           08mz007
_cod_original_formula_sum        'C50 H53 Br1 N2 O4'
_cod_database_code               1503727