Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl and meso-Benzyl Dipyrrin HCl Salts
Adeeb Al-Sheikh Ali; Judy Cipot-Wechsler; T. Stanley Cameron; Alison Thompson; Journal of Organic Chemistry 74 (2009) 2866–2869; doi:10.1021/jo900064y

data_4024445
_publ_section_title
;
Formation of Vinylic Dipyrroles by the Deprotonation of meso-Alkyl
and meso-Benzyl Dipyrrin HCl Salts
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2866
_journal_page_last               2869
_journal_paper_doi               10.1021/jo900064y
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C18 H26 N2 '
_chemical_formula_sum            'C18 H26 N2'
_chemical_formula_weight         270.42
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2007-04-23
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                95.133(10)
_cell_angle_beta                 99.094(16)
_cell_angle_gamma                92.299(7)
_cell_formula_units_Z            4
_cell_length_a                   11.8033(19)
_cell_length_b                   11.8091(15)
_cell_length_c                   12.196(3)
_cell_measurement_reflns_used    1188
_cell_measurement_temperature    293.1
_cell_measurement_theta_max      34.9
_cell_measurement_theta_min      3.7
_cell_volume                     1669.3(5)
_computing_cell_refinement       PROCESS
_computing_data_collection       PROCESS
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS97
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.738
_diffrn_measurement_device_type  'Rigaku RAXIS-UNKNOWN'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.047
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            21670
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         35.69
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            light-orange
_exptl_crystal_density_diffrn    1.076
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             592.00
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.28
_refine_ls_extinction_coef       354(37)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     414
_refine_ls_number_reflns         4019
_refine_ls_R_factor_gt           0.0597
_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)
    18.7239    -11.5598    13.2375
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0609
_reflns_number_gt                4019
_reflns_number_total             6371
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            jo900064y_si_001.cif
_cod_data_source_block           '__Judy2'
_cod_original_formula_sum        'C18 H26 N2 '
_cod_database_code               4024445