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_1569979
_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
'0.5(C29 H35 B F2 N4 O2), 0.5(C29 H33 B F2 N4 O2)'
_chemical_formula_sum            'C29 H34 B F2 N4 O2'
_chemical_formula_weight         519.41
_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             2023-04-20
_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                90.122(2)
_cell_angle_beta                 109.885(3)
_cell_angle_gamma                89.203(3)
_cell_formula_units_Z            4
_cell_length_a                   7.2509(3)
_cell_length_b                   41.2972(9)
_cell_length_c                   9.7380(2)
_cell_measurement_reflns_used    18354
_cell_measurement_temperature    100.0(3)
_cell_measurement_theta_max      79.7850
_cell_measurement_theta_min      3.1830
_cell_volume                     2741.83(15)
_computing_cell_refinement       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.964
_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   -118.00 -55.00   0.50    1.72    --  -46.85-155.00 120.00  126
  2  \w    -82.00 -11.00   0.50    1.72    --  -46.85 120.00   2.00  142
  3  \w   -103.00 -30.00   0.50    1.72    --  -46.85 155.00 159.00  146
  4  \w     33.00  90.00   0.50    1.72    --   46.85-120.00 -82.00  114
  5  \w     52.00 114.00   0.50    1.72    --   46.85-155.00 120.00  124
  6  \w   -141.00 -55.00   0.50    6.89    --  -91.75-155.00 120.00  172
  7  \w   -161.00 -79.00   0.50    6.89    --  -91.75-120.00 -82.00  164
  8  \w   -103.00 -30.00   0.50    6.89    --  -91.75 155.00 159.00  146
  9  \w    -82.00 -22.00   0.50    6.89    --  -91.75 120.00   2.00  120
 10  \w    100.00 178.00   0.50    6.89    --  113.25 120.00   2.00  156
 11  \w     52.00 123.50   0.50    6.89    --  113.25-155.00 120.00  143
 12  \w     44.00 107.00   0.50    6.89    --  113.25-120.00 -82.00  126
 13  \w     77.00 159.00   0.50    6.89    --  113.25 155.00 159.00  164
 14  \w   -118.00 -34.00   0.50    1.72    --  -46.85 -46.00  14.74  168
 15  \w    -39.00  29.00   0.50    1.72    --  -46.85  19.00 -60.00  136
 16  \w    -39.00  29.00   0.50    1.72    --  -46.85  19.00-180.00  136
 17  \w   -120.00 -34.00   0.50    1.72    --  -46.85 -37.00 150.00  172
 18  \w    -27.00  38.00   0.50    1.72    --   46.85 -19.00 -60.00  130
 19  \w     36.00  93.00   0.50    1.72    --   46.85-125.00-150.00  114
 20  \w   -163.00 -82.00   0.50    6.89    --  -91.75 -47.00 -19.40  162
 21  \w    -53.00 -20.00   0.50    6.89    --  -91.75  45.00 -30.00   66
 22  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00 150.00   54
 23  \w     42.00 104.00   0.50    6.89    --  113.25 -94.00 -90.00  124
 24  \w     44.00 108.00   0.50    6.89    --  113.25-125.00  30.00  128
 25  \w    106.00 178.00   0.50    6.89    --  113.25  61.00 120.00  144
 26  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00 -90.00   54
 27  \w    110.00 178.00   0.50    6.89    --  113.25  77.00-120.00  136
 28  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00  60.00   54
 29  \w     44.00 108.00   0.50    6.89    --  113.25-125.00-120.00  128
 30  \w    101.00 178.00   0.50    6.89    --  113.25  45.00-180.00  154
 31  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00-180.00   54
 32  \w     42.00 104.00   0.50    6.89    --  113.25 -94.00 120.00  124
 33  \w    110.00 178.00   0.50    6.89    --  113.25  77.00 -90.00  136
 34  \w     42.00 104.00   0.50    6.89    --  113.25 -94.00 150.00  124
 35  \w     42.00  99.50   0.50    6.89    --  113.25 -94.00  90.00  115
 36  \w     42.00  94.00   0.50    6.89    --  113.25 -77.00   0.00  104
 37  \w     42.00  94.00   0.50    6.89    --  113.25 -77.00  30.00  104
 38  \w     42.00  94.00   0.50    6.89    --  113.25 -77.00 -90.00  104
 39  \w     42.00 104.00   0.50    6.89    --  113.25 -94.00-150.00  124
 40  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00  90.00   54
 41  \w    106.00 178.00   0.50    6.89    --  113.25  61.00  60.00  144
 42  \w     42.00  69.00   0.50    6.89    --  113.25 -61.00 -30.00   54
 43  \w    101.00 178.00   0.50    6.89    --  113.25  45.00-120.00  154
 44  \w    101.00 164.00   0.50    6.89    --  113.25  45.00 -60.00  126
 45  \w     45.00  87.00   0.50    6.89    --  113.25 -77.00  60.00   84
 46  \w     42.00  67.00   0.50    6.89    --  113.25 -61.00-150.00   50
 47  \w     78.00 104.00   0.50    6.89    --  113.25 -99.00 178.07   52
 48  \w     43.00  72.00   0.50    6.89    --  113.25 -94.00 -30.00   58
 49  \w     76.00 102.00   0.50    6.89    --  113.25 -94.00 -30.00   52
 50  \w     59.00  94.00   0.50    6.89    --  113.25 -94.00  30.00   70
 51  \w    101.00 156.00   0.50    6.89    --  113.25  30.00  60.00  110
 52  \w     46.00  72.00   0.50    6.89    --  113.25 -77.00-150.00   52
 53  \w     71.00 104.00   0.50    6.89    --  113.25 -82.00 -73.97   66
 54  \w    101.00 178.00   0.50    6.89    --  113.25  48.00 165.52  154
;
_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      -0.1412268641
_diffrn_orient_matrix_UB_12      -0.0287875810
_diffrn_orient_matrix_UB_13      -0.0336136708
_diffrn_orient_matrix_UB_21      -0.1722183673
_diffrn_orient_matrix_UB_22      0.0233171896
_diffrn_orient_matrix_UB_23      -0.0111171957
_diffrn_orient_matrix_UB_31      -0.0381106588
_diffrn_orient_matrix_UB_32      0.0044129794
_diffrn_orient_matrix_UB_33      -0.1644639508
_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  0.0870
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            51198
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.555
_diffrn_reflns_theta_min         3.211
_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    0.725
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.358
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.80a (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            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       needle
_exptl_crystal_F_000             1100
_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.565
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     689
_refine_ls_number_reflns         11633
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0783
_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^)+(0.1385P)^2^+1.5448P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2231
_refine_ls_wR_factor_ref         0.2356
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9165
_reflns_number_total             11633
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc03465h2.cif
_cod_data_source_block           ia423e
_cod_depositor_comments
'Adding full bibliography for 1569977--1569980.cif.'
_cod_database_code               1569979
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O FB'
_chemical_oxdiff_usercomment     AZOBF2-di6C
_shelx_estimated_absorpt_t_max   0.979
_shelx_estimated_absorpt_t_min   0.732
_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), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,H27B),
 C28(H28A,H28B), C18A(H18C,H18D), C19A(H19C,H19D), C20A(H20C,H20D), C21A(H21C,
 H21D), C22A(H22C,H22D), C24A(H24C,H24D), C26A(H26C,H26D), C27A(H27C,H27D),
 C28A(H28C,H28D)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16),
 C17(H17), C3A(H3A), C4A(H4A), C6A(H6A), C8A(H8A), C9A(H9A), C13A(H13A),
 C14A(H14A), C16A(H16A), C17A(H17A)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C29(H29A,H29B,H29C), C23A(H23D,H23E,H23F), C29A(H29D,
 H29E,H29F)
;
_shelx_res_checksum              12046
_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-di6C
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.840
_oxdiff_exptl_absorpt_empirical_full_min 0.449