Multi-state amine sensing by electron transfers in a BODIPY probe.
VanDenburgh, Katherine L.; Liu, Yun; Sadhukhan, Tumpa; Benson, Christopher R.; Cox, Natalie M.; Erbas-Cakmak, Sundus; Qiao, Bo; Gao, Xinfeng; Pink, Maren; Raghavachari, Krishnan; Flood, Amar H.; Organic & biomolecular chemistry 18 (2020) 431–440; doi:10.1039/c9ob02466b

data_7157249
_publ_section_title
;
 Multi-state amine sensing by electron transfers in a BODIPY probe.
;
_journal_issue                   3
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              431
_journal_page_last               440
_journal_paper_doi               10.1039/c9ob02466b
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C27 H31 B F2 N3, F6 P, C H2 Cl2'
_chemical_formula_sum            'C28 H33 B Cl2 F8 N3 P'
_chemical_formula_weight         676.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-11-12 deposited with the CCDC.	2019-12-12 downloaded from the CCDC.
;
_cell_angle_alpha                86.645(3)
_cell_angle_beta                 79.638(3)
_cell_angle_gamma                84.679(3)
_cell_formula_units_Z            2
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_cell_length_b                   9.4240(5)
_cell_length_c                   20.5726(13)
_cell_measurement_reflns_used    2104
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      22.10
_cell_measurement_theta_min      2.17
_cell_volume                     1509.88(16)
_computing_cell_refinement       'APEX II v2014.11-0 (Bruker, 2014)'
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_computing_data_reduction        'APEX II v2014.11-0 (Bruker, 2014)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2014)'
_computing_publication_material  'SHELXTL (Bruker, 2014)'
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_computing_structure_solution    'SHELX (Bruker, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD area detector'
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_diffrn_detector_type            'Bruker APEXII'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
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'0.50 degree frames measured for 60 seconds each'
_diffrn_measurement_device       'APEX Kappa Duo'
_diffrn_measurement_device_type  Kappa
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0695
_diffrn_reflns_av_unetI/netI     0.1194
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_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            14058
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_diffrn_reflns_theta_max         25.119
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_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.343
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, G. Sheldrick; 2016'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_description       plate
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.030
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_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         5356
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.1668
_refine_ls_R_factor_gt           0.0799
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1537P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2179
_refine_ls_wR_factor_ref         0.2736
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2669
_reflns_number_total             5356
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob02466b6.cif
_cod_data_source_block           16108
_cod_depositor_comments          'Adding full bibliography for 7157249.cif.'
_cod_database_code               7157249
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.925
_shelx_estimated_absorpt_t_max   0.990
_shelx_res_checksum              52656