β-Fused Oligoporphyrins: A Novel Approach to a New Type of Extended Aromatic System
Roberto Paolesse; Laurent Jaquinod; Fabio Della Sala; Daniel J. Nurco; Luca Prodi; Marco Montalti; Corrado Di Natale; Arnaldo D'Amico; Aldo Di Carlo; Paolo Lugli; Kevin M. Smith; Journal of the American Chemical Society 122 (2000) 11295–11302; doi:10.1021/ja001316+

data_4116239
_publ_section_title
;
 \b-Fused Oligoporphyrins: A Novel Approach to a New Type of Extended
 Aromatic System
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11295
_journal_page_last               11302
_journal_paper_doi               10.1021/ja001316+
_journal_volume                  122
_journal_year                    2000
_chemical_formula_moiety
;
 (C112 H86 N12)4+, 4(CF3COO-), 2(CH3OH)
;
_chemical_formula_sum            'C122 H94 F12 N12 O10'
_chemical_formula_weight         2116.16
_chemical_name_common            'tetracation porphyrin trimer'
_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_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.831(11)
_cell_angle_beta                 96.220(12)
_cell_angle_gamma                102.619(11)
_cell_formula_units_Z            1
_cell_length_a                   11.9318(18)
_cell_length_b                   14.041(2)
_cell_length_c                   17.250(3)
_cell_measurement_reflns_used    39
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      34.62
_cell_measurement_theta_min      3.86
_cell_volume                     2600.0(8)
_computing_cell_refinement       'Siemens P3'
_computing_data_collection       'Siemens P3'
_computing_data_reduction        'Siemens XDISK'
_computing_molecular_graphics    'Siemens XP'
_computing_publication_material  'Siemens XCIF'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '\q - 2\q scans'
_diffrn_radiation_monochromator  'nickel filter'
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0633
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6833
_diffrn_reflns_theta_full        56.26
_diffrn_reflns_theta_max         56.26
_diffrn_reflns_theta_min         2.78
_diffrn_standards_decay_%        'no decay'
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.851
_exptl_absorpt_correction_T_max  0.7550
_exptl_absorpt_correction_T_min  0.6519
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
 XABS2, an empirical absorption program.
 S.R. Parkin, B. Moezzi, and H. Hope, J. Appl. Crystallogr., 1995, V. 58,
 p. 53.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_description       block
_exptl_crystal_F_000             1098
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.847
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment
;
 Hydrogen atoms were generated by their idealized geometry and
 refined with a riding model with the exception of the following:

 H5, which was bonded to N5 (N5 was the nitrogen on the non-fused pyrrolic
 moiety of the central free base porphyrin macrocycle) was generated by
 idealized geometry and refined freely at full occupancy.  A hydrogen
 generated by idealized geometry on N6 (N6 was the nitrogen on the fused
 pyrrolic moiety of the central free base porphyrin macrocycle) was
 unstable to refinement.  The final model had no hydrogen bonded to N6.

 H1, H2, H3, and H4 were bonded to the pyrrolic nitrogens on the dicationic
 tetraphenylporphyrin moieties (of which there were 2 symmetry equivalents).

 H1 and H3 were generated by their idealized geometry.

 H2 and H4 were found on a difference map.

 H1, H2, H3, and H4 were refined freely

 All of the MeOH hydrogen atoms were unstable to refinement and were not
 included in the final model.

;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     725
_refine_ls_number_reflns         6833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0814
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1103P)^2^+5.7366P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2021
_refine_ls_wR_factor_ref         0.2361
_reflns_number_gt                4622
_reflns_number_total             6833
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0013162B.cif
_cod_data_source_block           123xn
_cod_original_cell_volume        2599.8(7)
_cod_original_formula_sum
;
 C122 H94 F12 N12 O10
;
_cod_database_code               4116239