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_7132185
_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 H9 Cl2 N'
_chemical_formula_sum            'C13 H9 Cl2 N'
_chemical_formula_weight         250.11
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-23
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-08-23 deposited with the CCDC.	2023-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 89.998(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   3.87140(10)
_cell_length_b                   11.4217(3)
_cell_length_c                   26.3704(6)
_cell_measurement_reflns_used    4694
_cell_measurement_temperature    295
_cell_measurement_theta_max      78.2020
_cell_measurement_theta_min      4.2300
_cell_volume                     1166.05(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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)'
_diffrn_ambient_temperature      295
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.985
_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    -11.00  21.00   0.50    2.00    --    0.00  57.00 150.00   64
  2  \w      9.00  36.00   0.50    2.00    --    0.00  77.00-150.00   54
  3  \w    -23.00  88.00   0.50    2.00    --    0.00  57.00 -60.00  222
  4  \w    -88.00  -9.00   0.50    2.00    --    0.00 -19.00-180.00  158
  5  \w    -18.00  34.00   0.50    2.00    --    0.00  82.00 150.00  104
  6  \w     24.00  50.00   0.50   24.00    --  107.20 -82.00-120.00   52
  7  \w     51.00 128.00   0.50   24.00    --  107.20 -82.00 -60.00  154
  8  \w     89.00 194.00   0.50   24.00    --  107.20  15.00 120.00  210
  9  \w     26.00 136.00   0.50   24.00    --  107.20 -82.00-180.00  220
 10  \w     95.00 174.00   0.50   24.00    --  107.20  15.00  30.00  158
 11  \w     20.00 129.00   0.50   24.00    --  107.20 -61.00  30.00  218
 12  \w     18.00  83.00   0.50   24.00    --  107.20 -30.00-150.00  130
 13  \w    170.00 197.00   0.50   24.00    --  107.20  15.00 -60.00   54
 14  \w     96.00 122.00   0.50   24.00    --  107.20  77.00  90.00   52
 15  \w    147.00 197.00   0.50   24.00    --  107.20  77.00  90.00  100
 16  \w     73.00  98.00   0.50   24.00    --  107.20 -82.00-120.00   50
 17  \w     64.00 108.00   0.50   24.00    --  107.20 -30.00 -60.00   88
 18  \w     22.00 102.00   0.50   24.00    --  107.20 -61.00-180.00  160
 19  \w     75.00 123.00   0.50   24.00    --  107.20 -82.00  30.00   96
 20  \w     44.00  70.00   0.50   24.00    --  107.20 -82.00  30.00   52
;
_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      0.0790075000
_diffrn_orient_matrix_UB_12      -0.1074527000
_diffrn_orient_matrix_UB_13      0.0333984000
_diffrn_orient_matrix_UB_21      -0.0173810000
_diffrn_orient_matrix_UB_22      0.0776020000
_diffrn_orient_matrix_UB_23      0.0477125000
_diffrn_orient_matrix_UB_31      -0.3895190000
_diffrn_orient_matrix_UB_32      -0.0251403000
_diffrn_orient_matrix_UB_33      0.0046222000
_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  0.0585
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            10123
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.367
_diffrn_reflns_theta_min         3.870
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.743
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82010
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
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    1.425
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2483
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0453
_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^)+(0.0725P)^2^+0.1623P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1318
_refine_ls_wR_factor_ref         0.1394
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2141
_reflns_number_total             2483
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc04257j2.cif
_cod_data_source_block           dcl_4
_cod_database_code               7132185
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C24HN2Cl2
_shelx_estimated_absorpt_t_max   0.648
_shelx_estimated_absorpt_t_min   0.451
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.529(2)
 0.471(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C6(H6), C9(H9), C7(H7), C11(H11), C5(H5), C2(H2), C3(H3), C13(H13)
;
_shelx_res_checksum              20133
_shelx_hkl_checksum              64973
_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 2.825
_oxdiff_exptl_absorpt_empirical_full_min 0.428