Synthesis of Bis(phenanthropyrroles) via a Tandem Scholl Oxidation
Elżbieta Gońka; Damian Myśliwiec; Tadeusz Lis; Piotr J. Chmielewski; Marcin Stępień; Journal of Organic Chemistry 78 (2013) 1260–1265; doi:10.1021/jo302486x

data_4027922
_publ_section_title
;
 Synthesis of Bis(phenanthropyrroles) via a Tandem Scholl Oxidation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1260
_journal_page_last               1265
_journal_paper_doi               10.1021/jo302486x
_journal_volume                  78
_journal_year                    2013
_chemical_formula_moiety         'C46 H44 N2 O12, 2(C H4 O)'
_chemical_formula_sum            'C48 H52 N2 O14'
_chemical_formula_weight         880.92
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 130.21(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.753(12)
_cell_length_b                   14.269(8)
_cell_length_c                   17.857(10)
_cell_measurement_reflns_used    1018
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26
_cell_measurement_theta_min      2
_cell_volume                     4233(5)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2009)'
_computing_data_reduction        CrysAlisRED
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type
;
'Oxford Xcalibur PX \k-geometry diffractometer with CCD area detector'
;
_diffrn_measurement_method       '\w and \f'
_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  0.0727
_diffrn_reflns_av_sigmaI/netI    0.2211
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7252
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         26.56
_diffrn_reflns_theta_min         2.78
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_description       block
_exptl_crystal_F_000             1864
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.22
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         4291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.2106
_refine_ls_R_factor_gt           0.0674
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0564
_refine_ls_wR_factor_ref         0.0646
_reflns_number_gt                1400
_reflns_number_total             4291
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo302486x_si_002.cif
_cod_data_source_block           stepa
_cod_original_cell_volume        4233(4)
_cod_database_code               4027922