Visible light activated energy storage in solid-state Azo-BF<sub>2</sub> switches.
Qiu, Qianfeng; Qi, Qingkai; Usuba, Junichi; Lee, Karina; Aprahamian, Ivan; Han, Grace G. D.; Chemical science 14 (2023) 11359–11364; doi:10.1039/d3sc03465h

data_1569978
_publ_section_title
;
 Visible light activated energy storage in solid-state Azo-BF<sub>2</sub>
 switches.
;
_journal_issue                   41
_journal_name_full               'Chemical science'
_journal_page_first              11359
_journal_page_last               11364
_journal_paper_doi               10.1039/d3sc03465h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C27 H31 B F2 N4 O'
_chemical_formula_sum            'C27 H31 B F2 N4 O'
_chemical_formula_weight         476.37
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-13
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-04-20 deposited with the CCDC.	2023-09-18 downloaded from the CCDC.
;
_cell_angle_alpha                72.158(3)
_cell_angle_beta                 82.260(3)
_cell_angle_gamma                72.295(3)
_cell_formula_units_Z            2
_cell_length_a                   7.9997(3)
_cell_length_b                   11.4194(4)
_cell_length_c                   14.6997(6)
_cell_measurement_reflns_used    15652
_cell_measurement_temperature    99.9(6)
_cell_measurement_theta_max      80.1490
_cell_measurement_theta_min      3.1550
_cell_volume                     1216.44(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.975
_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    -11.00  77.00   0.50    0.29    --   47.10 -93.00 120.00  176
  2  \w   -163.00 -85.00   0.50    1.16    --  -91.75 -93.00 120.00  156
  3  \w    -78.00 -19.00   0.50    1.16    --  -91.75  93.00-127.00  118
  4  \w    106.00 178.00   0.50    1.16    --  113.25  93.00-127.00  144
  5  \w     42.00 104.00   0.50    1.16    --  113.25 -93.00 120.00  124
  6  \w    -39.00  28.00   0.50    0.29    --  -47.10  19.00-150.00  134
  7  \w    -39.00  28.00   0.50    0.29    --  -47.10  19.00-120.00  134
  8  \w    -47.00  26.00   0.50    0.29    --  -47.10  37.00 150.00  146
  9  \w    -77.00  26.00   0.50    0.29    --  -47.10  93.00-127.00  206
 10  \w     36.00  93.00   0.50    0.29    --   47.10-125.00 150.00  114
 11  \w     35.00 120.00   0.50    0.29    --   47.10  37.00 -90.00  170
 12  \w    -53.00 -20.00   0.50    1.16    --  -91.75  45.00-120.00   66
 13  \w    -53.00 -20.00   0.50    1.16    --  -91.75  45.00  90.00   66
 14  \w   -163.00-106.00   0.50    1.16    --  -91.75 -61.00 150.00  114
 15  \w    -53.00 -20.00   0.50    1.16    --  -91.75  45.00 150.00   66
 16  \w   -163.00-106.00   0.50    1.16    --  -91.75 -61.00-150.00  114
 17  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00-150.00   54
 18  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00 -60.00  124
 19  \w     44.00 108.00   0.50    1.16    --  113.25-125.00  30.00  128
 20  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00-150.00  124
 21  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00-180.00  124
 22  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00 -30.00   54
 23  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00 -90.00   54
 24  \w     44.00 108.00   0.50    1.16    --  113.25-125.00  60.00  128
 25  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00 150.00  124
 26  \w     43.00 105.00   0.50    1.16    --  113.25-104.00 -82.45  124
 27  \w    101.00 178.00   0.50    1.16    --  113.25  45.00-150.00  154
 28  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00 -90.00  124
 29  \w     97.00 178.00   0.50    1.16    --  113.25 125.00 -90.00  162
 30  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00-120.00  124
 31  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00  60.00  124
 32  \w     42.00 104.00   0.50    1.16    --  113.25 -94.00  90.00  124
 33  \w    100.00 178.00   0.50    1.16    --  113.25  15.00-180.00  156
 34  \w    101.00 178.00   0.50    1.16    --  113.25  45.00 -30.00  154
 35  \w    101.00 178.00   0.50    1.16    --  113.25  45.00 -90.00  154
 36  \w    100.00 178.00   0.50    1.16    --  113.25  15.00 120.00  156
 37  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00  60.00   54
 38  \w     44.00 108.00   0.50    1.16    --  113.25-125.00  90.00  128
 39  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00  30.00   54
 40  \w    101.00 178.00   0.50    1.16    --  113.25  30.00  30.00  154
 41  \w    100.00 178.00   0.50    1.16    --  113.25  15.00 -60.00  156
 42  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00 -60.00   54
 43  \w     42.00  94.00   0.50    1.16    --  113.25 -77.00 -30.00  104
 44  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00  90.00   54
 45  \w    100.00 178.00   0.50    1.16    --  113.25  15.00-150.00  156
 46  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00-180.00   54
 47  \w    110.00 178.00   0.50    1.16    --  113.25  77.00-150.00  136
 48  \w     42.00  69.00   0.50    1.16    --  113.25 -61.00   0.00   54
 49  \w   -118.00 -34.00   0.50    0.29    --  -47.10 -46.00  49.27  168
 50  \w   -119.00 -35.00   0.50    0.29    --  -47.10 -43.00 -53.74  168
 51  \w   -118.00 -51.00   0.50    0.29    --  -47.10 -46.00-137.18  134
 52  \w   -119.00 -34.00   0.50    0.29    --  -47.10 -45.00 142.90  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0796314000
_diffrn_orient_matrix_UB_12      0.0438382000
_diffrn_orient_matrix_UB_13      -0.1017866000
_diffrn_orient_matrix_UB_21      0.1017465000
_diffrn_orient_matrix_UB_22      -0.1400372000
_diffrn_orient_matrix_UB_23      0.0054744000
_diffrn_orient_matrix_UB_31      -0.1557495000
_diffrn_orient_matrix_UB_32      -0.0156387000
_diffrn_orient_matrix_UB_33      -0.0419103000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            25331
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.234
_diffrn_reflns_theta_min         3.162
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_description       needle
_exptl_crystal_F_000             504
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.443
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         5193
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0545P)^2^+0.2589P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4543
_reflns_number_total             5193
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc03465h2.cif
_cod_data_source_block           ia423b
_cod_depositor_comments
'Adding full bibliography for 1569977--1569980.cif.'
_cod_original_cell_volume        1216.43(8)
_cod_database_code               1569978
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C27H31BF2N4O
_chemical_oxdiff_usercomment     AzoBF2-10C
_shelx_estimated_absorpt_t_max   0.982
_shelx_estimated_absorpt_t_min   0.736
_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.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,
 H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16),
 C17(H17)
2.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_shelx_res_checksum              66681
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id AzoBF2-10C
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.504
_oxdiff_exptl_absorpt_empirical_full_min 0.754