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_7132187
_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 H11 O3, C13 H11 Br N'
_chemical_formula_sum            'C27 H22 Br N O3'
_chemical_formula_weight         488.36
_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             2023-08-08
_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                89.3630(10)
_cell_angle_beta                 74.7030(10)
_cell_angle_gamma                82.8310(10)
_cell_formula_units_Z            2
_cell_length_a                   8.79940(10)
_cell_length_b                   10.29960(10)
_cell_length_c                   13.0538(2)
_cell_measurement_reflns_used    9140
_cell_measurement_temperature    143
_cell_measurement_theta_max      79.1760
_cell_measurement_theta_min      4.2990
_cell_volume                     1131.94(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_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      143.00
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.964
_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     38.00  88.00   0.50    0.50    --    0.00  57.00 -30.00  100
  2  \w    -83.00  17.00   0.50    0.50    --    0.00 -37.00   0.00  200
  3  \w     -6.00  35.00   0.50    0.50    --    0.00  57.00-180.00   82
  4  \w    -19.00  34.00   0.50    0.50    --    0.00  57.00 -30.00  106
  5  \w     27.00  89.00   0.50    0.50    --    0.00  37.00  90.00  124
  6  \w     20.00 140.00   0.50    2.01    --  107.20 -82.00-150.00  240
  7  \w     29.00  79.00   0.50    2.01    --  107.20 -82.00  90.00  100
  8  \w     42.00  79.00   0.50    2.01    --  107.20 -82.00  30.00   74
  9  \w    142.00 182.00   0.50    2.01    --  107.20  30.00-150.00   80
 10  \w     56.00 137.00   0.50    2.01    --  107.20 -82.00   0.00  162
 11  \w     77.00 102.00   0.50    2.01    --  107.20 -82.00 150.00   50
 12  \w     88.00 138.00   0.50    2.01    --  107.20 -82.00  90.00  100
 13  \w     23.00  95.00   0.50    2.01    --  107.20 -15.00-150.00  144
 14  \w     90.00 196.00   0.50    2.01    --  107.20  15.00 120.00  212
 15  \w     74.00 137.00   0.50    2.01    --  107.20 -82.00 -90.00  126
 16  \w     25.00  62.00   0.50    2.01    --  107.20 -82.00 -90.00   74
 17  \w     91.00 127.00   0.50    2.01    --  107.20 -30.00  30.00   72
 18  \w     49.00 124.00   0.50    2.01    --  107.20 -30.00 -90.00  150
 19  \w    105.00 134.00   0.50    2.01    --  107.20 -82.00  30.00   58
 20  \w     92.00 118.00   0.50    2.01    --  107.20  30.00 150.00   52
 21  \w    153.00 185.00   0.50    2.01    --  107.20  30.00 150.00   64
 22  \w     42.00 140.00   0.50    2.01    --  107.20 -82.00  60.00  196
 23  \w     18.00 127.00   0.50    2.01    --  107.20 -61.00-150.00  218
 24  \w     89.00 193.00   0.50    2.01    --  107.20  45.00-180.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: 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      0.0345863000
_diffrn_orient_matrix_UB_12      -0.0260703000
_diffrn_orient_matrix_UB_13      -0.1204469000
_diffrn_orient_matrix_UB_21      0.1796596000
_diffrn_orient_matrix_UB_22      -0.0125397000
_diffrn_orient_matrix_UB_23      -0.0100209000
_diffrn_orient_matrix_UB_31      0.0022399000
_diffrn_orient_matrix_UB_32      -0.1479911000
_diffrn_orient_matrix_UB_33      0.0192255000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12529
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.457
_diffrn_reflns_theta_min         5.253
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.708
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
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    1.433
_exptl_crystal_description       plate
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.315
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     297
_refine_ls_number_reflns         4746
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0410
_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^)+(0.0637P)^2^+0.7866P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1177
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4386
_reflns_number_total             4746
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc04257j2.cif
_cod_data_source_block           exp_1333-am-r-276-dcm
_cod_database_code               7132187
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.773
_shelx_estimated_absorpt_t_min   0.613
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C3(H3), C22(H22), C2(H2), C9(H9), C5(H5), C8(H8), C26(H26), C25(H25),
 C13(H13), C24(H24), C6(H6), C31(H31), C23(H23), C27(H27), C30(H30), C29(H29),
 C12(H12), C11(H11), C28(H28)
;
_shelx_res_checksum              869
_shelx_hkl_checksum              49559
_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 1.988
_oxdiff_exptl_absorpt_empirical_full_min 0.706