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_7132189
_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         'C13 H10 Cl N'
_chemical_formula_sum            'C13 H10 Cl N'
_chemical_formula_weight         215.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-26
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-08-27 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.133(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.9947(2)
_cell_length_b                   13.9322(5)
_cell_length_c                   9.8346(4)
_cell_measurement_reflns_used    2764
_cell_measurement_temperature    300
_cell_measurement_theta_max      78.3150
_cell_measurement_theta_min      5.5520
_cell_volume                     538.81(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      300
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_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    -83.00 -45.00   0.50    1.30    --    0.00 -57.00   0.00   76
  2  \w    -15.00  17.00   0.50    1.30    --    0.00  37.00 -90.00   64
  3  \w    -42.00  22.00   0.50    1.30    --    0.00 -57.00   0.00  128
  4  \w    -68.00 -16.00   0.50    1.30    --    0.00 -37.00 -90.00  104
  5  \w    -19.00  18.00   0.50    1.30    --    0.00  37.00-120.00   74
  6  \w     18.00 136.00   0.50    3.50    --  107.20 -82.00 -60.00  236
  7  \w    131.00 195.00   0.50    3.50    --  107.20  77.00  30.00  128
  8  \w    163.00 191.00   0.50    3.50    --  107.20  30.00 150.00   56
  9  \w     57.00 129.00   0.50    3.50    --  107.20 -61.00  90.00  144
 10  \w     81.00 106.00   0.50    3.50    --  107.20  77.00  30.00   50
 11  \w     23.00 132.00   0.50    3.50    --  107.20 -61.00 -60.00  218
 12  \w     94.00 194.00   0.50    3.50    --  107.20  30.00-150.00  200
 13  \w     18.00  52.00   0.50    3.50    --  107.20 -61.00  90.00   68
 14  \w    172.00 197.00   0.50    3.50    --  107.20  15.00 120.00   50
 15  \w    103.00 136.00   0.50    3.50    --  107.20  15.00 120.00   66
 16  \w     88.00 158.00   0.50    3.50    --  107.20  45.00-120.00  140
 17  \w    102.00 128.00   0.50    3.50    --  107.20 -82.00  30.00   52
 18  \w     44.00 136.00   0.50    3.50    --  107.20 -82.00  90.00  184
 19  \w    101.00 126.00   0.50    3.50    --  107.20  30.00  30.00   50
 20  \w     79.00 105.00   0.50    3.50    --  107.20 -82.00-150.00   52
 21  \w     94.00 156.00   0.50    3.50    --  107.20  30.00 150.00  124
;
_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      0.1679926000
_diffrn_orient_matrix_UB_12      -0.0455480000
_diffrn_orient_matrix_UB_13      0.1379199000
_diffrn_orient_matrix_UB_21      0.1360061000
_diffrn_orient_matrix_UB_22      0.0991803000
_diffrn_orient_matrix_UB_23      0.0526116000
_diffrn_orient_matrix_UB_31      -0.3266581000
_diffrn_orient_matrix_UB_32      0.0178322000
_diffrn_orient_matrix_UB_33      0.0594122000
_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  0.0301
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4574
_diffrn_reflns_point_group_measured_fraction_full 0.750
_diffrn_reflns_point_group_measured_fraction_max 0.718
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.682
_diffrn_reflns_theta_min         5.565
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.817
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51848
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       needle
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.40(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         1684
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0357
_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^)+(0.0574P)^2^+0.0532P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1033
_reflns_Friedel_coverage         0.454
_reflns_Friedel_fraction_full    0.497
_reflns_Friedel_fraction_max     0.452
_reflns_number_gt                1576
_reflns_number_total             1684
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc04257j2.cif
_cod_data_source_block           3-cl-stp-hex-crysalis
_cod_database_code               7132189
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.766
_shelx_estimated_absorpt_t_min   0.603
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.60(3)
 0.40(3)
;
_shelx_res_checksum              77736
_shelx_hkl_checksum              11058
_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 2.694
_oxdiff_exptl_absorpt_empirical_full_min 0.511