Highly Substituted Bodipy Dyes with Spectroscopic Features Sensitive to the Environment
Thomas Bura; Pascal Retailleau; Gilles Ulrich; Raymond Ziessel; Journal of Organic Chemistry 76 (2011) 1109–1117; doi:10.1021/jo102203f

data_4026054
_publ_contact_author_address
;Laboratoire de Chimie Organique et Spectroscopies Avanc\'ees (LCOSA)
UMR 7515, CNRS-ECPM
Universite Louis Pasteur (ULP)
25 rue Becquerel
67087 Strasbourg Cedex 02
France

;
_publ_contact_author_email       ziessel@chimie.u-strasbg.fr
_publ_contact_author_fax         0390242635
_publ_contact_author_name        'Raymond Ziessel'
_publ_contact_author_phone       0390242689
_publ_section_title
;
 Highly Substituted Bodipy Dyes with Spectroscopic Features Sensitive to
 the Environment
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1109
_journal_page_last               1117
_journal_paper_doi               10.1021/jo102203f
_journal_volume                  76
_journal_year                    2011
_chemical_formula_moiety         'C59 H58 B F2 I N2 O8'
_chemical_formula_sum            'C59 H58 B F2 I N2 O8'
_chemical_formula_weight         1098.78
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             18-01-10
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.626(4)
_cell_angle_beta                 72.898(5)
_cell_angle_gamma                80.806(4)
_cell_formula_units_Z            2
_cell_length_a                   10.672(3)
_cell_length_b                   15.083(3)
_cell_length_c                   17.585(4)
_cell_measurement_reflns_used    7671
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.26
_cell_measurement_theta_min      0.41
_cell_volume                     2670.5(11)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
_computing_data_collection
'DENZO (Otwinowski & Minor, 1997); COLLECT (Nonius B.V., 1999)'
_computing_data_reduction        'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008); CRYSTALBUILDER (Welter, 2006)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius kappa-CCD diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            48751
_diffrn_reflns_theta_full        23.33
_diffrn_reflns_theta_max         23.33
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_description       'elongated prism'
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     768
_refine_ls_number_reflns         7675
_refine_ls_number_restraints     184
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0517
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0648P)^2^+2.6264P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1492
_reflns_number_gt                5241
_reflns_number_total             7675
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo102203f_si_001.cif
_cod_data_source_block           ttb106
_cod_database_code               4026054