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_4021631
_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         'C54 H36 N4 Ni O2'
_chemical_formula_sum            'C54 H36 N4 Ni O2'
_chemical_formula_weight         831.62
_chemical_name_systematic        ' ?'
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             9-03-04
_cell_angle_alpha                71.381(5)
_cell_angle_beta                 87.314(5)
_cell_angle_gamma                85.678(5)
_cell_formula_units_Z            4
_cell_length_a                   13.7819(2)
_cell_length_b                   16.2114(2)
_cell_length_c                   18.7744(3)
_cell_measurement_reflns_used    34497
_cell_measurement_temperature    173
_cell_measurement_theta_max      30.0
_cell_measurement_theta_min      1.4
_cell_volume                     3962.7(1)
_computing_publication_material  CIFGEN_IN_OpenMoleN_(_1997)
_computing_structure_refinement  LSFM_OpenMoleN_(_1997)
_computing_structure_solution    Direct_methods_(SIR,_Burla_et_al.,_1989)
_diffrn_ambient_temperature      173
_diffrn_measurement_details
;
   34497 reflections were collected using program Collect
  ("Collect" Data collection software, Nonius B.V., 1998)
  The conditions were as follow : crystal to detector distance =  36. mm.
  Scan angle =  1.9 deg 1 scans of   90 sec per frame.
  Data collection was divided into  2 set(s)
  with the following starting angles and number of frames :
  Set 1 Theta =    8.80 Omega =    0.00 Kappa =    0.00   96 frames
  Set 2 Theta =   -8.50 Kappa =  134.00 Phi   =    0.00   26 frames
  Friedel pairs were averaged. Internal R = 0.04
;
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       '\p scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.333
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34497
_diffrn_reflns_theta_max         30.04
_diffrn_reflns_theta_min         2.5
_diffrn_source                   xray_tube
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.39
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   3.434
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     1099
_refine_ls_number_reflns         12578
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.121
_refine_ls_R_factor_gt           0.046
_refine_ls_shift/esd_mean        0.004
_refine_ls_shift/su_max          0.043
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.187
_refine_ls_wR_factor_ref         0.063
_reflns_number_gt                12578
_reflns_number_total             23060
_reflns_threshold_expression     >3.0\s(I)
_cod_data_source_file            jo0600499si20060109_095059.cif
_cod_database_code               4021631