Synthesis of Strained Pyridine-Containing Cyclyne via Reductive Aromatization
Koji Miki; Michiyasu Fujita; Yuki Inoue; Yoshinori Senda; Toshiyuki Kowada; Kouichi Ohe; Journal of Organic Chemistry 75 (2010) 3537–3540; doi:10.1021/jo1006202

data_4025437
_publ_contact_author_email       kojimiki@scl.kyoto-u.ac.jp
_publ_contact_author_fax         +81-75-383-2499
_publ_contact_author_name        'KOJI MIKI'
_publ_contact_author_phone       +81-75-383-2497
_publ_section_title
;
 Synthesis of Strained Pyridine-Containing Cyclyne via Reductive
 Aromatization
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3537
_journal_page_last               3540
_journal_paper_doi               10.1021/jo1006202
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C50 H58 N2 O6 '
_chemical_formula_sum            'C50 H58 N2 O6'
_chemical_formula_weight         783.02
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_creation_date             2009-10-06
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                90.0000
_cell_angle_beta                 111.043(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   13.560(4)
_cell_length_b                   11.064(3)
_cell_length_c                   15.483(4)
_cell_measurement_reflns_used    6584
_cell_measurement_temperature    143.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     2168.0(10)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.023
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            16494
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             840.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     378
_refine_ls_number_reflns         3872
_refine_ls_R_factor_gt           0.0363
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
    Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
    201.5160    253.1690    69.6722
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0457
_reflns_number_gt                3848
_reflns_number_total             4839
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo1006202_si_002.cif
_cod_data_source_block           '__inoue013'
_cod_original_cell_volume        2168.1(10)
_cod_original_formula_sum        'C50 H58 N2 O6 '
_cod_database_code               4025437