Deuteration and tautomeric reactivity of the 1-methyl functionality of free-base dipyrrins
Groves, Brandon R.; Cameron, T. Stanley; Thompson, Alison; Org. Biomol. Chem.  (2017) –; doi:10.1039/C7OB01278K

data_7155877
_publ_section_title
;
 Deuteration and tautomeric reactivity of the 1-methyl functionality of
 free-base dipyrrins
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB01278K
_journal_year                    2017
_chemical_formula_moiety         'C23 H27 Br N2 O2 '
_chemical_formula_sum            'C23 H27 Br N2 O2'
_chemical_formula_weight         443.38
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_update_record
;
2017-05-09 deposited with the CCDC.
2017-09-07 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 100.632(3)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            8
_cell_length_a                   24.5150(15)
_cell_length_b                   8.3180(4)
_cell_length_c                   22.0494(15)
_cell_measurement_reflns_used    17329
_cell_measurement_temperature    293.0
_cell_measurement_theta_max      38.7
_cell_measurement_theta_min      3.7
_cell_volume                     4419.0(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_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.068
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            5254
_diffrn_reflns_theta_full        38.66
_diffrn_reflns_theta_max         38.66
_exptl_absorpt_coefficient_mu    1.886
_exptl_absorpt_correction_T_max  0.740
_exptl_absorpt_correction_T_min  0.527
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needleplate
_exptl_crystal_F_000             1840.00
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2819
_refine_ls_R_factor_gt           0.0395
_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)
    10.2100    1.6974    8.4413
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0502
_reflns_number_gt                2785
_reflns_number_total             5254
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c7ob01278k2.cif
_cod_data_source_block           '__Brdn1'
_cod_original_formula_sum        'C23 H27 Br N2 O2 '
_cod_database_code               7155877