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_1569980
_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         'C29 H35 B F2 N4 O'
_chemical_formula_sum            'C29 H35 B F2 N4 O'
_chemical_formula_weight         504.42
_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             2023-04-17
_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                98.410(2)
_cell_angle_beta                 102.690(2)
_cell_angle_gamma                108.100(2)
_cell_formula_units_Z            2
_cell_length_a                   7.9249(2)
_cell_length_b                   11.3974(3)
_cell_length_c                   16.0639(4)
_cell_measurement_reflns_used    15549
_cell_measurement_temperature    100.0(4)
_cell_measurement_theta_max      78.9300
_cell_measurement_theta_min      2.8790
_cell_volume                     1308.96(6)
_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      100.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.961
_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    -16.00  10.00   0.50    2.24    --   10.00  84.00 163.38   52
  2  \w     -7.00  19.00   0.50    2.24    --   14.00  74.00-120.83   52
  3  \w      0.00  26.00   0.50    2.24    --   18.00  66.00 138.19   52
  4  \w      7.00  37.00   0.50    2.24    --   22.00  58.00 -71.02   60
  5  \w      5.00  31.00   0.50    2.24    --   22.00  62.00-123.04   52
  6  \w     12.00  42.00   0.50    2.24    --   26.00  55.00  10.62   60
  7  \w     11.00  37.00   0.50    2.24    --   26.00  58.00 -27.66   52
  8  \w     16.00  44.00   0.50    2.24    --   30.00  54.00 -91.40   56
  9  \w     16.00  42.00   0.50    2.24    --   30.00  55.00 -16.21   52
 10  \w     16.00  42.00   0.50    2.24    --   30.00  55.00 120.43   52
 11  \w     20.00  46.00   0.50    2.24    --   34.00  53.00  61.36   52
 12  \w     20.00  48.00   0.50    2.24    --   34.00  52.00  91.00   56
 13  \w     24.00  50.00   0.50    2.24    --   38.00  51.00 175.31   52
 14  \w     25.00  53.00   0.50    2.24    --   38.00  50.00 157.61   56
 15  \w    -80.00  -4.00   0.50    2.24    --  -46.85 111.00  64.00  152
 16  \w     26.00  84.00   0.50    2.24    --   46.85-111.00 -29.00  116
 17  \w   -118.00 -34.00   0.50    2.24    --  -46.85 -45.00-157.47  168
 18  \w    -82.00 -15.00   0.50    2.24    --  -46.85 125.00-180.00  134
 19  \w     36.00  93.00   0.50    2.24    --   46.85-125.00-120.00  114
 20  \w     36.00  93.00   0.50    2.24    --   46.85-125.00 -60.00  114
 21  \w   -121.00 -37.00   0.50    2.24    --  -50.00 -46.00  18.51  168
 22  \w   -122.00 -37.00   0.50    2.24    --  -50.00 -45.00 103.58  170
 23  \w   -130.00 -45.00   0.50    2.24    --  -58.00 -42.00  64.91  170
 24  \w   -134.00 -49.00   0.50    2.24    --  -62.00 -47.00 177.67  170
 25  \w   -138.00 -53.00   0.50    2.24    --  -66.00 -47.00 -64.90  170
 26  \w   -138.00 -53.00   0.50    2.24    --  -66.00 -47.00  -0.74  170
 27  \w   -138.00 -52.00   0.50    2.24    --  -66.00 -44.00-157.69  172
 28  \w   -138.00 -53.00   0.50    2.24    --  -66.00 -45.00 -43.00  170
 29  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -46.00  41.46  170
 30  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -47.00-101.90  170
 31  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -47.00 -16.68  170
 32  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -47.00  28.39  170
 33  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -47.00 164.05  170
 34  \w   -142.00 -57.00   0.50    2.24    --  -70.00 -46.00 115.42  170
 35  \w   -146.00 -61.00   0.50    2.24    --  -74.00 -45.00  74.34  170
 36  \w   -146.00 -60.00   0.50    2.24    --  -74.00 -44.00  97.44  172
 37  \w   -146.00 -61.00   0.50    2.24    --  -74.00 -45.00 -80.64  170
 38  \w   -145.00 -61.00   0.50    2.24    --  -74.00 -46.00 -50.04  168
 39  \w   -146.00 -61.00   0.50    2.24    --  -74.00 -45.00-113.88  170
 40  \w    -95.00 -62.00   0.50    2.24    --  -74.00 -41.00 132.81   66
 41  \w    -94.00 -69.00   0.50    8.95    --  -82.00 -46.00  49.22   50
 42  \w    -96.00 -69.00   0.50    8.95    --  -82.00 -46.00-135.39   54
 43  \w    -95.00 -69.00   0.50    8.95    --  -82.00 -45.00-167.58   52
 44  \w   -160.00 -83.00   0.50    8.95    --  -91.75-111.00 -29.00  154
 45  \w    -80.00 -23.00   0.50    8.95    --  -91.75 111.00  64.00  114
 46  \w   -116.00 -79.00   0.50    8.95    --  -91.75 -46.00 145.34   74
 47  \w   -163.00-132.00   0.50    8.95    --  -91.75 -45.00 120.00   62
 48  \w   -162.00-110.00   0.50    8.95    --  -91.75 -45.00 -90.00  104
 49  \w   -124.00 -80.00   0.50    8.95    --  -91.75 -46.00  79.33   88
 50  \w   -107.00 -81.00   0.50    8.95    --  -91.75 -45.00-146.14   52
 51  \w   -104.00 -79.00   0.50    8.95    --  -91.75 -45.00  46.21   50
 52  \w   -152.00-127.00   0.50    8.95    --  -91.75 -45.00  46.21   50
 53  \w   -105.00 -79.00   0.50    8.95    --  -91.75 -46.00-112.72   52
 54  \w   -112.00 -80.00   0.50    8.95    --  -91.75 -45.00 -30.00   64
 55  \w   -114.00 -79.00   0.50    8.95    --  -91.75 -46.00 173.35   70
 56  \w   -147.00-120.00   0.50    8.95    --  -91.75 -46.00 173.35   54
 57  \w   -111.00 -82.00   0.50    8.95    --  -91.75 -45.00 -47.59   58
 58  \w   -108.00 -82.00   0.50    8.95    --  -91.75 -47.00 -69.58   52
 59  \w   -107.00 -79.00   0.50    8.95    --  -91.75 -45.00   0.00   56
 60  \w   -104.00 -79.00   0.50    8.95    --  -91.75 -45.00 120.00   50
 61  \w   -163.00-127.00   0.50    8.95    --  -91.75 -45.00   0.00   72
 62  \w   -121.00 -84.00   0.50    8.95    --  -91.75 -47.00 109.49   74
 63  \w   -106.00 -79.00   0.50    8.95    --  -91.75 -45.00  30.00   54
 64  \w   -129.00 -86.00   0.50    8.95    --  -91.75 -47.00-163.54   86
 65  \w   -111.00 -79.00   0.50    8.95    --  -91.75 -46.00 -10.77   64
 66  \w   -105.00 -79.00   0.50    8.95    --  -91.75 -45.00 -90.00   52
 67  \w   -110.00 -83.00   0.50    8.95    --  -91.75 -47.00  20.27   54
 68  \w    105.00 178.00   0.50    8.95    --  113.25 111.00  64.00  146
 69  \w     45.00 106.00   0.50    8.95    --  113.25-111.00 -29.00  122
 70  \w    108.00 157.00   0.50    8.95    --  113.25 125.00 -60.00   98
 71  \w     53.00 107.00   0.50    8.95    --  113.25-125.00 -60.00  108
 72  \w    150.00 176.00   0.50    8.95    --  113.25  45.00-150.00   52
 73  \w    102.00 138.00   0.50    8.95    --  113.25  45.00-120.00   72
 74  \w    111.00 178.00   0.50    8.95    --  113.25  77.00   0.00  134
 75  \w    104.00 146.00   0.50    8.95    --  113.25  45.00-150.00   84
 76  \w    150.00 177.00   0.50    8.95    --  113.25  61.00 -90.00   54
 77  \w    107.00 136.00   0.50    8.95    --  113.25  61.00 -90.00   58
 78  \w    101.00 127.00   0.50    8.95    --  113.25  45.00-180.00   52
 79  \w     83.00 108.00   0.50    8.95    --  113.25-125.00  90.00   50
 80  \w     76.00 105.00   0.50    8.95    --  113.25-105.00 120.40   58
 81  \w    138.00 177.00   0.50    8.95    --  113.25  45.00  90.00   78
 82  \w     42.00  80.00   0.50    8.95    --  113.25 -77.00-150.00   76
 83  \w    148.00 178.00   0.50    8.95    --  113.25  61.00-180.00   60
 84  \w    101.00 136.00   0.50    8.95    --  113.25  45.00  90.00   70
 85  \w    107.00 144.00   0.50    8.95    --  113.25  61.00-180.00   74
 86  \w     44.00  89.00   0.50    8.95    --  113.25 -77.00-120.00   90
 87  \w     45.00 103.00   0.50    8.95    --  113.25-125.00 120.00  116
 88  \w     78.00 103.00   0.50    8.95    --  113.25 -94.00-180.00   50
 89  \w     54.00  79.00   0.50    8.95    --  113.25-125.00  90.00   50
 90  \w    101.00 159.00   0.50    8.95    --  113.25  45.00 120.00  116
 91  \w     79.00 104.00   0.50    8.95    --  113.25 -94.00 150.00   50
 92  \w     43.00  68.00   0.50    8.95    --  113.25 -94.00 150.00   50
 93  \w     76.00 102.00   0.50    8.95    --  113.25 -94.00-150.00   52
 94  \w     44.00  89.00   0.50    8.95    --  113.25 -77.00   0.00   90
 95  \w    108.00 171.00   0.50    8.95    --  113.25  61.00 -30.00  126
 96  \w     42.00  68.00   0.50    8.95    --  113.25 -94.00-150.00   52
 97  \w    102.00 129.00   0.50    8.95    --  113.25  45.00 -30.00   54
 98  \w     79.00 104.00   0.50    8.95    --  113.25 -94.00 120.00   50
 99  \w     42.00  74.00   0.50    8.95    --  113.25 -94.00-180.00   64
100  \w    109.00 159.00   0.50    8.95    --  113.25  45.00 -60.00  100
101  \w    106.00 176.00   0.50    8.95    --  113.25  61.00-120.00  140
102  \w     42.00  67.00   0.50    8.95    --  113.25 -77.00  60.00   50
103  \w    134.00 160.00   0.50    8.95    --  113.25  45.00 -90.00   52
104  \w    101.00 128.00   0.50    8.95    --  113.25  45.00 -90.00   54
105  \w     42.00  67.00   0.50    8.95    --  113.25 -94.00 120.00   50
106  \w    148.00 178.00   0.50    8.95    --  113.25  77.00 150.00   60
107  \w    116.00 129.00   0.50    8.95    --  113.25  77.00 150.00   26
;
_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      0.0442449000
_diffrn_orient_matrix_UB_12      -0.0178949000
_diffrn_orient_matrix_UB_13      0.0945681000
_diffrn_orient_matrix_UB_21      -0.0680077000
_diffrn_orient_matrix_UB_22      0.1076110000
_diffrn_orient_matrix_UB_23      0.0295837000
_diffrn_orient_matrix_UB_31      -0.1971203000
_diffrn_orient_matrix_UB_32      -0.0972880000
_diffrn_orient_matrix_UB_33      -0.0197884000
_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  0.0514
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43444
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.287
_diffrn_reflns_theta_min         2.898
_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    0.713
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.663
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_description       needle
_exptl_crystal_F_000             536
_exptl_crystal_recrystallization_method 'used as recieved'
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.038
_exptl_crystal_size_min          0.015
_refine_diff_density_max         1.595
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         5503
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0902
_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^)+(0.1070P)^2^+1.9777P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2406
_refine_ls_wR_factor_ref         0.2478
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4761
_reflns_number_total             5503
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc03465h2.cif
_cod_data_source_block           ia423d
_cod_depositor_comments
'Adding full bibliography for 1569977--1569980.cif.'
_cod_database_code               1569980
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C29H35BF2N4O
_chemical_oxdiff_usercomment     AzoBF2-12C
_shelx_estimated_absorpt_t_max   0.989
_shelx_estimated_absorpt_t_min   0.797
_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),
 C27(H27A,H27B), C28(H28A,H28B)
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:
 C29(H29A,H29B,H29C)
;
_shelx_res_checksum              63334
_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 AzoBF2-12C
_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 1.682
_oxdiff_exptl_absorpt_empirical_full_min 0.605