Overriding ortho selectivity by template assisted meta-C-H activation of benzophenones.
Casali, Emanuele; Kalra, Prakriti; Brochetta, Massimo; Borsari, Tania; Gandini, Andrea; Patra, Tuhin; Zanoni, Giuseppe; Maiti, Debabrata; Chemical communications (Cambridge, England) 56 (2020) 7281–7284; doi:10.1039/d0cc03172k

data_7126574
_publ_section_title
;
 Overriding ortho selectivity by template assisted meta-C-H activation of
 benzophenones.
;
_journal_issue                   53
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7281
_journal_page_last               7284
_journal_paper_doi               10.1039/d0cc03172k
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C36 H15 F10 N O2'
_chemical_formula_sum            'C36 H15 F10 N O2'
_chemical_formula_weight         683.50
_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   geom
_audit_creation_date             2020-04-13
_audit_creation_method
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_audit_update_record
;
2020-04-13 deposited with the CCDC.	2020-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                96.803(4)
_cell_angle_beta                 97.658(4)
_cell_angle_gamma                98.459(4)
_cell_formula_units_Z            2
_cell_length_a                   10.3014(4)
_cell_length_b                   11.5202(5)
_cell_length_c                   12.2962(6)
_cell_measurement_reflns_used    5680
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.0670
_cell_measurement_theta_min      2.2660
_cell_volume                     1416.24(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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   -110.00  25.00   0.50    8.00    --  -20.00   0.00 108.00  270
  2  \w   -110.00  19.00   0.50    8.00    --  -20.00 -72.00 108.00  258
  3  \w    -74.50  19.00   0.50    8.00    --  -20.00 -72.00-108.00  187
  4  \w    -31.00  15.50   0.50    8.00    --  -20.00 -72.00 -36.00   93
  5  \w    -59.00 -28.50   0.50    8.00    --  -20.00  72.00 108.00   61
  6  \w   -110.00   7.00   0.50    8.00    --  -20.00 -72.00-180.00  234
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0598534000
_diffrn_orient_matrix_UB_12      -0.0378071000
_diffrn_orient_matrix_UB_13      0.0032400000
_diffrn_orient_matrix_UB_21      0.0368978000
_diffrn_orient_matrix_UB_22      -0.0375490000
_diffrn_orient_matrix_UB_23      0.0284907000
_diffrn_orient_matrix_UB_31      -0.0043245000
_diffrn_orient_matrix_UB_32      0.0333740000
_diffrn_orient_matrix_UB_33      0.0513226000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.0709
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14956
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.995
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_min         1.805
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0
_exptl_crystal_size_min          0
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         4983
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0536
_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^)+(0.0580P)^2^+0.4398P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1175
_refine_ls_wR_factor_ref         0.1462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3485
_reflns_number_total             4983
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cc03172k2.cif
_cod_data_source_block           dm-ts-ss-295_mo
_cod_depositor_comments
;
          Adding full bibliography for 7126574.cif.

2025-01-30
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C12 H5 F3.33 N0.33 O0.67'
_cod_original_formula_weight         227.83
_cod_original_formula_moiety         '0.333(C36 H15 F10 N O2)'
_cod_original_formula_units_Z            6
_cod_database_code               7126574
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   1.000
_shelx_estimated_absorpt_t_min   0.987
_reflns_odcompleteness_completeness 90.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.09
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M),
 C00O(H00O), C00P(H00P), C00T(H00T), C00W(H00W), C012(H012), C014(H014),
 C017(H017), C018(H018), C01A(H01A)
;
_shelx_res_checksum              50514
_shelx_hkl_checksum              27422
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.814
_oxdiff_exptl_absorpt_empirical_full_min 0.721