Expanded Scope of Synthetic Bacteriochlorins via Improved Acid Catalysis Conditions and Diverse Dihydrodipyrrin-Acetals
Michael Krayer; Marcin Ptaszek; Han-Je Kim; Kelly R. Meneely; Dazhong Fan; Kristen Secor; Jonathan S. Lindsey; Journal of Organic Chemistry 75 (2010) 1016–1039; doi:10.1021/jo9025572

data_4025244
_publ_contact_author_email       jlindsey@ncsu.edu
_publ_contact_author_fax         919-513-2830
_publ_contact_author_name        'Jonathan S. Lindsey'
_publ_contact_author_phone       919-515-6406
_publ_section_title
;
 Expanded Scope of Synthetic Bacteriochlorins via Improved Acid Catalysis
 Conditions and Diverse Dihydrodipyrrin-Acetals
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1016
_journal_page_last               1039
_journal_paper_doi               10.1021/jo9025572
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C10 H8 N2 O '
_chemical_formula_sum            'C10 H8 N2 O'
_chemical_formula_weight         172.18
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 91.9406(16)
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   9.5287(3)
_cell_length_b                   17.6893(6)
_cell_length_c                   9.7101(3)
_cell_measurement_reflns_used    7106
_cell_measurement_temperature    110
_cell_measurement_theta_max      25.17
_cell_measurement_theta_min      2.39
_cell_volume                     1635.76(9)
_computing_cell_refinement       SAINT+
_computing_data_collection       'Bruker-Nonius Apex2'
_computing_data_reduction        'NRCVAX DATRD2'
_computing_molecular_graphics    NRCVAX
_computing_publication_material  'NRCVAX TABLES Jan 94 Version'
_computing_structure_refinement  'NRCVAX LSTSQ'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      110
_diffrn_measurement_device       'Bruker-Nonius X8 Apex2 CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'xray tube'
_diffrn_radiation_type           'Molybdenum K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .034
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            42344
_diffrn_reflns_theta_max         28.02
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    .09
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8914
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SABABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_description       plates
_exptl_crystal_F_000             720.45
_exptl_crystal_size_max          .34
_exptl_crystal_size_mid          .19
_exptl_crystal_size_min          .04
_refine_diff_density_max         .29
_refine_diff_density_min         -.27
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.54
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         3222
_refine_ls_R_factor_all          .087
_refine_ls_R_factor_obs          .066
_refine_ls_shift/esd_max         .000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     '1/(\s^2^(F)+ .0005F^2^) '
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         .065
_refine_ls_wR_factor_obs         .060
_reflns_number_observed          3267
_reflns_number_total             3940
_reflns_observed_criterion       'Inet > 1.0\s(Inet)'
_cod_data_source_file            jo9025572_si_002.cif
_cod_data_source_block           x06017
_cod_depositor_comments
;
 Changing the _atom_site_occupancy data item value from '.' to '1'
 for all fully occupied atom sites.

 Antanas Vaitkus,
 2017-02-19
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C10 H8 N2 O '
_cod_database_code               4025244