Cyclotriphosphazene-BODIPY Dyads: Synthesis, halogen atom effect on the photophysical and singlet oxygen generation properties
Şenkuytu, Elif; Okutan, Elif; Tanrıverdi Eçik, Esra; Inorganica Chimica Acta 502 (2020) 119342–; doi:10.1016/j.ica.2019.119342

data_1565412
_publ_section_title
;
 Cyclotriphosphazene-BODIPY Dyads: Synthesis, halogen atom effect on the
 photophysical and singlet oxygen generation properties
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119342
_journal_paper_doi               10.1016/j.ica.2019.119342
_journal_volume                  502
_journal_year                    2020
_chemical_formula_moiety         'C23 H24 B F2 I2 N5 O'
_chemical_formula_sum            'C23 H24 B F2 I2 N5 O'
_chemical_formula_weight         689.08
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 92.350(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.0168(5)
_cell_length_b                   21.0977(14)
_cell_length_c                   17.3103(14)
_cell_measurement_reflns_used    4623
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.92
_cell_measurement_theta_min      2.26
_cell_volume                     2560.4(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0851
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17528
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_min         1.931
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.496
_exptl_absorpt_correction_T_max  0.6
_exptl_absorpt_correction_T_min  0.2
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_description       rod
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.558
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.096
_refine_diff_density_max         1.087
_refine_diff_density_min         -1.450
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4523
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0695
_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^)+(0.1096P)^2^+3.6259P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1873
_refine_ls_wR_factor_ref         0.2142
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3060
_reflns_number_total             4523
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ICA-2020-502-119342.cif
_cod_data_source_block           18gtu342_et_es_i_0m
_cod_database_code               1565412
_shelx_estimated_absorpt_t_max   0.796
_shelx_estimated_absorpt_t_min   0.336
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-N2
 1.3 with sigma of 0.02
 N1-N2 \\sim N2-N3
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(N2)
Uanis(N2) = Uanis(N3)
Uanis(C2) = Uanis(C1)
4. Rigid body (RIGU) restrains
 N1, N2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.1
 N2, N3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.1
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C2(H2A,H2B), C3(H3A,H3B), C1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C7(H7), C9(H9), C6(H6)
5.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C17(H17A,H17B,H17C), C16(H16A,H16B,H16C), C23(H23A,H23B,
 H23C)
;
_shelx_res_checksum              88556