One- and two-electron reductions of a bulky BODIPY compound
Pascoe, Liam M.; Lim, Li Feng; Kallmeier, Fabian; Cox, Nicholas; Brothers, Penelope Jane; Hicks, Jamie; Dalton Transactions  (2023) –; doi:10.1039/D3DT02048G

data_7713488
_publ_section_title
;
 One- and two-electron reductions of a bulky BODIPY compound
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02048G
_journal_year                    2023
_chemical_formula_moiety         'C42 H49 B F2 N2'
_chemical_formula_sum            'C42 H49 B F2 N2'
_chemical_formula_weight         630.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-06-27
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-06-29 deposited with the CCDC.	2023-07-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.951(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.4180(3)
_cell_length_b                   17.0027(2)
_cell_length_c                   22.8135(4)
_cell_measurement_reflns_used    10485
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.3140
_cell_measurement_theta_min      4.6020
_cell_volume                     7405.6(2)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     19.00 106.00   1.00    2.50    --   36.95  38.00  30.00   87
  2  \w     28.00  88.00   1.00    2.50    --   36.95-125.00 -30.00   60
  3  \w     33.00  78.00   1.00    2.50    --   36.95-125.00  90.00   45
  4  \w    -34.00  65.00   1.00    2.50    --   36.95 -19.00-150.00   99
  5  \w     41.00 136.00   1.00   10.00    --  111.00 -25.00  30.00   95
  6  \w     42.00 109.00   1.00   10.00    --  111.00-111.00 -60.00   67
  7  \w     44.00 131.00   1.00   10.00    --  111.00 -64.00  90.00   87
  8  \w     41.00 130.00   1.00   10.00    --  111.00 -25.00 -60.00   89
  9  \w     46.00  94.00   1.00   10.00    --  111.00 -92.00-120.00   48
 10  \w     45.00 114.00   1.00   10.00    --  111.00 -64.00   0.00   69
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25731
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.832
_diffrn_reflns_theta_min         4.628
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_description       block
_exptl_crystal_F_000             2704
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     869
_refine_ls_number_reflns         14538
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0467
_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^)+(0.0595P)^2^+2.2295P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1172
_refine_ls_wR_factor_ref         0.1250
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11608
_reflns_number_total             14538
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt02048g2.cif
_cod_data_source_block           1-F
_cod_database_code               7713488
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.936
_shelx_estimated_absorpt_t_min   0.828
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C31(H31), C73(H73), C19(H19), C28(H28), C61(H61), C16(H16), C58(H58), C70(H70)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C3(H3), C2(H2), C12(H12), C38(H38), C36(H36), C7(H7), C45(H45),
 C24(H24), C50(H50), C13(H13), C80(H80), C49(H49), C78(H78), C54(H54), C14(H14),
  C44(H44), C25(H25), C26(H26), C68(H68), C66(H66), C55(H55), C67(H67), C56(H56)
2.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C62(H62A,H62B,H62C), C32(H32A,H32B,
 H32C), C84(H84A,H84B,H84C), C74(H74A,H74B,H74C), C21(H21A,H21B,H21C), C82(H82A,
 H82B,H82C), C41(H41A,H41B,H41C), C20(H20A,H20B,H20C), C18(H18A,H18B,H18C),
 C75(H75A,H75B,H75C), C17(H17A,H17B,H17C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C), C63(H63A,H63B,H63C), C33(H33A,H33B,H33C), C72(H72A,H72B,H72C), C71(H71A,
 H71B,H71C), C83(H83A,H83B,H83C), C60(H60A,H60B,H60C), C59(H59A,H59B,H59C)
;
_shelx_res_checksum              67693
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;