Studies of novel trifluoroacetylated diaryl hydrazone molecular photoswitches in solution and in the solid state
Accorsi, Gianluca; Capodilupo, Agostina-Lina; Claramunt, Rosa María; Clarkson, Guy J.; Farrán, A.; Gatti, Francesco G.; León, Salvador; Venturi, Silvia; New Journal of Chemistry 45 (2021) 12471–12478; doi:10.1039/D1NJ01677F

data_7060712
_publ_section_title
;
 Studies of novel trifluoroacetylated diaryl hydrazone molecular
 photoswitches in solution and in the solid state
;
_journal_issue                   28
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12471
_journal_page_last               12478
_journal_paper_doi               10.1039/D1NJ01677F
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C17 H9 F9 N2 O'
_chemical_formula_sum            'C17 H9 F9 N2 O'
_chemical_formula_weight         428.26
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-11-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-03-29 deposited with the CCDC.	2021-06-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   19.50530(10)
_cell_length_b                   19.50530(10)
_cell_length_c                   7.90760(10)
_cell_measurement_reflns_used    15568
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      77.7840
_cell_measurement_theta_min      4.5120
_cell_volume                     2605.44(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1417
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_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    -92.00   3.00   1.00    4.00    --  -41.46 125.00-150.00   95
  2  \w    -50.00  33.00   1.00    4.00    --  -41.46  38.00   0.00   83
  3  \w    -33.00  66.00   1.00    4.00    --   41.46 -38.00-150.00   99
  4  \w     41.00  98.00   1.00   16.00    --  114.00 -45.00 -60.00   57
  5  \w     38.00  91.00   1.00   16.00    --  114.00 -30.00 -60.00   53
  6  \w     41.00  98.00   1.00   16.00    --  114.00 -45.00  90.00   57
  7  \w     38.00  91.00   1.00   16.00    --  114.00 -30.00   0.00   53
  8  \w     41.00  98.00   1.00   16.00    --  114.00 -45.00 150.00   57
  9  \w     32.00 167.00   1.00   16.00    --  114.00 -15.00 -90.00  135
 10  \w    100.00 178.00   1.00   16.00    --  114.00 111.00-120.00   78
 11  \w     41.00  98.00   1.00   16.00    --  114.00 -45.00-120.00   57
 12  \w     32.00 167.00   1.00   16.00    --  114.00 -15.00  90.00  135
 13  \w   -114.00 -13.00   1.00    4.00    --  -41.46 -57.00-180.00  101
 14  \w   -114.00 -14.00   1.00    4.00    --  -41.46 -52.00 -68.00  100
 15  \w     38.00 113.00   1.00   16.00    --  114.00-111.00 -60.00   75
 16  \w     61.00 178.00   1.00   16.00    --  114.00  15.00   0.00  117
 17  \w     38.00 113.00   1.00   16.00    --  114.00-111.00  90.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0613723000
_diffrn_orient_matrix_UB_12      -0.0001766000
_diffrn_orient_matrix_UB_13      -0.1229405000
_diffrn_orient_matrix_UB_21      -0.0423757000
_diffrn_orient_matrix_UB_22      -0.0910065000
_diffrn_orient_matrix_UB_23      -0.0088498000
_diffrn_orient_matrix_UB_31      -0.0524651000
_diffrn_orient_matrix_UB_32      -0.0054726000
_diffrn_orient_matrix_UB_33      0.1509438000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            22438
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.968
_diffrn_reflns_theta_min         4.534
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.535
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69487
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_description       block
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0332
_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^)+(0.0454P)^2^+0.8474P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0910
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3548
_reflns_number_total             3692
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj01677f2.cif
_cod_data_source_block           af15
_cod_depositor_comments
'Adding full bibliography for 7060712--7060714.cif.'
_cod_database_code               7060712
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H20 N2 O2 F3'
_shelx_estimated_absorpt_t_max   0.749
_shelx_estimated_absorpt_t_min   0.552
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.08
_olex2_refinement_description
;
The NH was located in a difference map but refined with restraints
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N8(H8), C3(H3), C18(H18), C6(H6), C14(H14), C5(H5), C17(H17), C15(H15),
 C16(H16)
;
_shelx_res_checksum              77869
_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 1.411
_oxdiff_exptl_absorpt_empirical_full_min 0.843