Tetraaryldimethoxybenziporphyrins. At the Edge of Carbaporphyrinoid Aromaticity
Timothy D. Lash; Joseph T. Szymanski; Gregory M. Ferrence; Journal of Organic Chemistry 72 (2007) 6481–6492; doi:10.1021/jo070947k

data_4024124
_publ_contact_author             'Ferrence, Gregory M.'
_publ_contact_author_email       ferrence@ilstu.edu
_publ_section_title
;
 Tetraaryldimethoxybenziporphyrins. At the Edge of
 Carbaporphyrinoid Aromaticity
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6481
_journal_page_last               6492
_journal_paper_doi               10.1021/jo070947k
_journal_volume                  72
_journal_year                    2007
_chemical_compound_source        'Lash laboratory'
_chemical_formula_moiety         'C48 H33 N3 Ni1 O2'
_chemical_formula_sum            'C48 H33 N3 Ni O2'
_chemical_formula_weight         742.48
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2006-10-23T14:18:45-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 95.555(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.968(1)
_cell_length_b                   18.833(3)
_cell_length_c                   18.415(3)
_cell_measurement_reflns_used    4308
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.27
_cell_measurement_theta_min      2.22
_cell_measurement_wavelength     0.71073
_cell_volume                     3440.8(9)
_computing_cell_refinement       'SMART (Bruker Analyt. Sys., 1997)'
_computing_data_collection       'SMART (Bruker Analyt. Sys., 1997)'
_computing_data_reduction        'SAINT (Bruker Analyt. Sys., 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR2004 (Giacovazzo et al, 2004)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker P4/R4/SMART 1000 CCD'
_diffrn_measurement_method       '\f and \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  0.0583
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20720
_diffrn_reflns_theta_full        26.4
_diffrn_reflns_theta_max         26.4
_diffrn_reflns_theta_min         1.55
_exptl_absorpt_coefficient_mu    0.612
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.8007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.863
_refine_diff_density_min         -1.31
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         7013
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.084
_refine_ls_R_factor_gt           0.0676
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1526P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1895
_refine_ls_wR_factor_ref         0.2066
_reflns_number_gt                5478
_reflns_number_total             7013
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo070947k-File003.cif
_cod_data_source_block           isu0320
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4024124