Acylation of Nickel meso-Tetraarylporphyrins: Porphyrin to Corrole Ring Contraction and Formation of seco-Porphyrins
Christophe Jeandon; Romain Ruppert; Henry J. Callot; Journal of Organic Chemistry 71 (2006) 3111–3120; doi:10.1021/jo0600499

data_4021632
_publ_contact_author_address
;
Institut de Chimie, 1 rue Blaise Pascal, 67000 STRASBOURG, FRANCE
;
_publ_contact_author_email       callot@chimie.u-strasbg.fr
_publ_contact_author_fax         0390241749
_publ_contact_author_name
;
Henry J. Callot
;
_publ_contact_author_phone       0390241700
_publ_section_title
;
 Acylation of Nickel meso-Tetraarylporphyrins: Porphyrin to
 Corrole Ring Contraction and Formation of seco-Porphyrins
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3111
_journal_page_last               3120
_journal_paper_doi               10.1021/jo0600499
_journal_volume                  71
_journal_year                    2006
_chemical_formula_moiety         'C55 H38 N4 Ni O2'
_chemical_formula_sum            'C55 H38 N4 Ni O2'
_chemical_formula_weight         845.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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             10-05-05
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.974(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.5200(6)
_cell_length_b                   18.2570(9)
_cell_length_c                   14.9230(9)
_cell_measurement_reflns_used    8025
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.7
_cell_measurement_theta_min      0.998
_cell_volume                     4080.0(4)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_molecular_graphics    'PLATON 98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '\p scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0590
_diffrn_reflns_av_sigmaI/netI    0.0996
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18594
_diffrn_reflns_theta_full        29.70
_diffrn_reflns_theta_max         29.7
_diffrn_reflns_theta_min         2.61
_exptl_absorpt_coefficient_mu    0.526
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     559
_refine_ls_number_reflns         11384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.1300
_refine_ls_R_factor_gt           0.0828
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0504P)^2^+6.3330P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1742
_reflns_number_gt                7786
_reflns_number_total             11384
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0600499si20060109_095120.cif
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4021632