New Metalloporphyrins with Extremely Altered Redox Properties: Synthesis, Structure, and Facile Reduction to Air-Stable π-Anion Radicals of Zinc and Nickel β-Heptanitroporphyrins
Karine Ozette; Philippe Leduc; Magali Palacio; Jean-Francois Bartoli; Kathleen M. Barkigia; Jack Fajer; Pierrette Battioni; Daniel Mansuy; Journal of the American Chemical Society 119 (1997) 6442–6443; doi:10.1021/ja970882a

data_4116989
_publ_contact_author
;
     K.M. Barkigia (regarding crystallographic details)
     Department of Applied Science
     Building 815
     Upton
     NY 11973
     USA
;
_publ_contact_author_email       barkigia@ckb.chm.bnl.gov
_publ_contact_author_fax         '(516) 344 5815'
_publ_contact_author_phone       '(516) 344 7661'
_publ_section_title
;
 New Metalloporphyrins with Extremely Altered Redox Properties: Synthesis,
 Structure, and Facile Reduction to Air-Stable \p-Anion Radicals of Zinc
 and Nickel \b-Heptanitroporphyrins
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6442
_journal_page_last               6443
_journal_paper_doi               10.1021/ja970882a
_journal_volume                  119
_journal_year                    1997
_chemical_compound_source        'methylene chloride/thf'
_chemical_formula_structural
;
 Ni1 N11 C44 H13 O14 Cl8, 2(C4 H8 O), 4(C4 H8 O)
;
_chemical_formula_sum            'C68 H61 Cl8 N11 Ni O20'
_chemical_formula_weight         1694.63
_chemical_name_systematic        ' ?'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           International_Tables_for_Xray_Crystallography
_audit_creation_date             13-02-97
_audit_creation_method           from_MolEN_master_file_using_cif_in
_audit_update_record             ' ?'
_cell_angle_alpha                102.47(2)
_cell_angle_beta                 103.02(2)
_cell_angle_gamma                76.76(3)
_cell_formula_units_Z            1.00
_cell_length_a                   12.003(4)
_cell_length_b                   14.081(4)
_cell_length_c                   11.754(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      14.2
_cell_measurement_theta_min      10.0
_cell_volume                     1855.6(9)
_computing_cell_refinement       CAD4_(Enraf-Nonius,_1977)
_computing_data_collection       CAD4_(Enraf-Nonius,_1977)
_computing_data_reduction        PROCESS_MolEN_(Fair,_1990)
_computing_molecular_graphics    ORTEPII_(Johnson,_1976)
_computing_publication_material  CIF_VAX_MolEN_(Fair,_1990)
_computing_structure_refinement  LSFM_MolEN_(Fair,_1990)
_computing_structure_solution    direct_methods_(SIR92,_Altomare_et_al.,_1994)
_diffrn_ambient_temperature      298
_diffrn_measurement_device       Enraf-Nonius_CAD4
_diffrn_measurement_method       \q/2\q
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5122
_diffrn_reflns_theta_max         22.54
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0.43
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.629
_exptl_absorpt_correction_T_max  0.0000
_exptl_absorpt_correction_T_min  0.0000
_exptl_absorpt_correction_type
;
 none; reflections had broadened considerably by the end of data collection.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.5165
_exptl_crystal_density_meas      'not applicable'
_exptl_crystal_density_method    'not applicable'
_exptl_crystal_description       block
_exptl_crystal_F_000             870.
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.2262
_refine_diff_density_min         0.0000
_refine_ls_abs_structure_details
;
 not applicable
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   2.525
_refine_ls_hydrogen_treatment
;
 riding with isotropic thermal parameter set at 1.2 times that of the atom
 to which it is attached
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         2854
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.200
_refine_ls_R_factor_obs          0.096
_refine_ls_shift/esd_max
;
 0.51 for disordered lattice molecule of solvation; otherwise 0.02 for atoms
 of porphyrin and axial ligands
;
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 4Fo^2^/ (\s^2^(Fo^2^) + 0.0016 Fo^4^)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.099
_reflns_number_observed          2854
_reflns_number_total             4844
_reflns_observed_criterion       >3.0\s(F)
_cod_data_source_file            ja970882a.cif
_cod_data_source_block           nino7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '4Fo^2^/ (\s^2^(Fo^2^) + 0.0016
Fo^4^)' was changed to 'calc'. New tag '_refine_ls_weighting_details'
was created. The value of the new tag was set to 'w = 4Fo^2^/
(\s^2^(Fo^2^) + 0.0016 Fo^4^)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1856(1)
_cod_original_formula_sum        'C68 H61 Cl8 N11 Ni1 O20'
_cod_database_code               4116989