Oxidative ring closure and metal triggered ring opening: syntheses of macrocyclic and linear hexapyrroles.
Zhang, Kai; Wei, Pingchun; Li, Xin; Ågren, Hans; Xie, Yongshu; Organic letters 16 (2014) 6354–6357; doi:10.1021/ol503132r

data_1518423
_publ_section_title
;
 Oxidative ring closure and metal triggered ring opening: syntheses of
 macrocyclic and linear hexapyrroles.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              6354
_journal_page_last               6357
_journal_paper_doi               10.1021/ol503132r
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C59 H17 F25 N6'
_chemical_formula_weight         1284.79
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                100.8040(10)
_cell_angle_beta                 113.243(2)
_cell_angle_gamma                106.8440(10)
_cell_formula_units_Z            2
_cell_length_a                   14.3298(13)
_cell_length_b                   15.1659(17)
_cell_length_c                   17.3878(16)
_cell_measurement_temperature    293(2)
_cell_volume                     3121.3(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_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  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0813
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17628
_diffrn_reflns_theta_full        24.20
_diffrn_reflns_theta_max         24.20
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_T_max  0.9724
_exptl_absorpt_correction_T_min  0.9483
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.21
_platon_squeeze_details          ' ?'
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     939
_refine_ls_number_reflns         9748
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.920
_refine_ls_R_factor_all          0.1400
_refine_ls_R_factor_gt           0.0788
_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^)+(0.1313P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2058
_refine_ls_wR_factor_ref         0.2439
_reflns_number_gt                4639
_reflns_number_total             9748
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol503132r_si_002.cif
_cod_data_source_block           130129d
_cod_depositor_comments
'Adding full bibliography for 1518423--1518425.cif.'
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1518423