Exploiting benzilic acid as a modular template: controlling photoreactivity and solid to liquid transition during photodimerization.
Ahsan, Mollah Rohan; Singh, Lavanya; Varma, Harshit; Mukherjee, Arijit; Chemical communications (Cambridge, England)  (2023) –; doi:10.1039/d3cc04257j

data_7132191
_publ_section_title
;
 Exploiting benzilic acid as a modular template: controlling
 photoreactivity and solid to liquid transition during photodimerization.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d3cc04257j
_journal_year                    2023
_chemical_formula_moiety         'C14 H12 O3, C5 H4 I N'
_chemical_formula_sum            'C19 H16 I N O3'
_chemical_formula_weight         433.23
_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   mixed
_audit_creation_date             2023-08-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-21 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                83.149(2)
_cell_angle_beta                 86.845(2)
_cell_angle_gamma                83.349(2)
_cell_formula_units_Z            2
_cell_length_a                   6.45360(10)
_cell_length_b                   8.3751(2)
_cell_length_c                   16.1607(5)
_cell_measurement_reflns_used    6639
_cell_measurement_temperature    140
_cell_measurement_theta_max      79.3380
_cell_measurement_theta_min      5.3650
_cell_volume                     860.65(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.115a (Rigaku OD, 2021)'
_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      140.00
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.994
_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    -89.00  32.00   0.50    0.50    --    0.00 -82.00  30.00  242
  2  \w    -89.00 -32.00   0.50    0.50    --    0.00   0.00  90.00  114
  3  \w    -15.00  50.00   0.50    0.50    --    0.00  37.00-150.00  130
  4  \w      5.00  30.00   0.50    0.50    --    0.00   0.00  90.00   50
  5  \w     18.00 134.00   0.50    1.00    --  107.20 -15.00 -60.00  232
  6  \w     25.00  51.00   0.50    1.00    --  107.20 -30.00-150.00   52
  7  \w     56.00 137.00   0.50    1.00    --  107.20 -82.00-150.00  162
  8  \w     91.00 116.00   0.50    1.00    --  107.20 -82.00  60.00   50
  9  \w     80.00 196.00   0.50    1.00    --  107.20  15.00 -30.00  232
 10  \w     19.00  71.00   0.50    1.00    --  107.20 -82.00-120.00  104
 11  \w     86.00 138.00   0.50    1.00    --  107.20 -82.00-120.00  104
 12  \w     40.00 136.00   0.50    1.00    --  107.20 -82.00   0.00  192
 13  \w     21.00  85.00   0.50    1.00    --  107.20 -61.00 150.00  128
 14  \w     80.00 149.00   0.50    1.00    --  107.20  15.00 -90.00  138
 15  \w     72.00  98.00   0.50    1.00    --  107.20 -82.00 -30.00   52
 16  \w     22.00 136.00   0.50    1.00    --  107.20 -82.00 150.00  228
 17  \w    171.00 197.00   0.50    1.00    --  107.20  15.00 -90.00   52
 18  \w     43.00  76.00   0.50    1.00    --  107.20 -82.00  60.00   66
 19  \w     57.00 120.00   0.50    1.00    --  107.20 -30.00-150.00  126
 20  \w    152.00 177.00   0.50    1.00    --  107.20  30.00-180.00   50
 21  \w     96.00 128.00   0.50    1.00    --  107.20 -45.00   0.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0367045000
_diffrn_orient_matrix_UB_12      0.0706228000
_diffrn_orient_matrix_UB_13      0.0840188000
_diffrn_orient_matrix_UB_21      0.2247831000
_diffrn_orient_matrix_UB_22      -0.0653925000
_diffrn_orient_matrix_UB_23      0.0233234000
_diffrn_orient_matrix_UB_31      0.0773656000
_diffrn_orient_matrix_UB_32      0.1596331000
_diffrn_orient_matrix_UB_33      -0.0403927000
_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  0.0437
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8384
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.796
_diffrn_reflns_theta_min         5.352
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.757
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.115a (Rigaku Oxford Diffraction, 2021)
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    1.672
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.569
_refine_diff_density_min         -1.524
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0399
_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^)+(0.0572P)^2^+2.3242P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3506
_reflns_number_total             3605
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc04257j2.cif
_cod_data_source_block           260-nme-crysalis
_cod_database_code               7132191
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.320
_shelx_estimated_absorpt_t_min   0.156
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C20(H20), C24(H24), C13(H13), C21(H21), C9(H9), C19(H19), C15(H15),
 C10(H10), C18(H18), C11(H11), C16(H16), C17(H17), C12(H12)
;
_shelx_res_checksum              46010
_shelx_hkl_checksum              1115
_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 2.302
_oxdiff_exptl_absorpt_empirical_full_min 0.590