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_1503728
_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_formula_moiety         'C46 H46 N2 Pd1, 0.6 C1 H1 Cl3'
_chemical_formula_sum            'C46.6 H46.6 Cl1.8 N2 Pd'
_chemical_formula_weight         804.9
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2008-09-15T10:09:42-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                93.9934(17)
_cell_angle_beta                 109.874(2)
_cell_angle_gamma                90.8206(17)
_cell_formula_units_Z            4
_cell_length_a                   14.6447(17)
_cell_length_b                   14.9621(17)
_cell_length_c                   18.886(2)
_cell_measurement_reflns_used    8571
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.373
_cell_measurement_theta_min      2.271
_cell_volume                     3879.1(8)
_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    'SIR2004 (Burla et al., 2005)'
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_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  0.0511
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38386
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.15
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.638
_exptl_absorpt_correction_T_max  0.9799
_exptl_absorpt_correction_T_min  0.7005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2 v2008.2-0 (Bruker, 2008)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_platon_squeeze_details
;
Includsion of 0.6 CHCl~3~ solvent of crystalization molecules per macrocycle
accounts for 139 electrons per unit cell, and is consistent with void 1.
;
_refine_diff_density_max         1.142
_refine_diff_density_min         -1.704
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.06
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     966
_refine_ls_number_reflns         18931
_refine_ls_number_restraints     97
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_gt           0.0626
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+4.2296P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.171
_reflns_number_gt                12313
_reflns_number_total             18931
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol802406f_si_003.cif
_cod_data_source_block           Compound8
_cod_original_formula_sum        'C46.6 H46.6 Cl1.8 N2 Pd1'
_cod_database_code               1503728