Synthesis and characterization of Pd/NHCF complexes with fluorinated aryl groups
Prima, Darya O.; Pankov, Roman O.; Kostyukovich, Alexander Yu.; Minyaev, Mikhail E.; Burykina, Julia V.; Ananikov, Valentine P.; Dalton Transactions  (2022) –; doi:10.1039/D2DT00892K

data_7710504
_publ_section_title
;
 Synthesis and characterization of Pd/NHCF complexes with fluorinated aryl
 groups
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00892K
_journal_year                    2022
_chemical_formula_moiety         'C15 H9 F4 N2, Cl'
_chemical_formula_sum            'C15 H9 Cl F4 N2'
_chemical_formula_weight         328.69
_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
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-09-27
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-12-27 deposited with the CCDC.	2022-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                96.2904(15)
_cell_angle_beta                 100.2456(13)
_cell_angle_gamma                94.1463(12)
_cell_formula_units_Z            2
_cell_length_a                   6.44484(8)
_cell_length_b                   8.57651(16)
_cell_length_c                   12.8743(2)
_cell_measurement_reflns_used    9307
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.3430
_cell_measurement_theta_min      6.9880
_cell_volume                     692.982(19)
_computing_cell_refinement       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.117a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution
'SHELXT (Sheldrick, Acta Cryst., 2015, A71, 3-8)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_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   -120.00 -74.00   0.40    0.50    --  -48.51-126.00-167.00  115
  2  \w    -86.00 -14.00   0.40    0.50    --  -48.51 126.00 -91.00  180
  3  \w   -101.00 -23.00   0.40    0.50    --  -48.51 145.00  76.00  195
  4  \w   -120.00 -60.00   0.40    0.50    --  -48.51-145.00  24.00  150
  5  \w     45.00 107.00   0.40    0.50    --   48.51-145.00  24.00  155
  6  \w     35.00  95.00   0.40    0.50    --   48.51-126.00-167.00  150
  7  \w   -153.00 -61.00   0.40    0.50    --  -90.00-145.00  24.00  230
  8  \w   -161.00 -73.00   0.40    0.50    --  -90.00-126.00-167.00  220
  9  \w   -100.00 -24.00   0.40    0.50    --  -90.00 145.00  76.00  190
 10  \w    -87.00 -19.00   0.40    0.50    --  -90.00 126.00 -91.00  170
 11  \w     81.00 169.00   0.40    0.50    --  111.50 145.00  76.00  220
 12  \w     45.00 125.00   0.40    0.50    --  111.50-145.00  24.00  200
 13  \w     95.00 177.00   0.40    0.50    --  111.50 126.00 -91.00  205
 14  \w     40.00 112.00   0.40    0.50    --  111.50-126.00-167.00  180
 15  \w    -43.00  23.00   0.40    0.50    --  -48.51  38.00 -90.00  165
 16  \w    -26.00  26.00   0.40    0.50    --  -48.51  19.00-150.00  130
 17  \w   -120.00 -28.00   0.40    0.50    --  -48.51 -77.00  90.00  230
 18  \w     27.00 119.00   0.40    0.50    --   48.51  77.00 -60.00  230
 19  \w   -163.00 -79.00   0.40    0.50    --  -90.00 -30.00-120.00  210
 20  \w     40.00 104.00   0.40    0.50    --  111.50 -95.00  30.00  160
 21  \w    101.00 177.00   0.40    0.50    --  111.50  45.00   0.00  190
 22  \w     40.00  70.00   0.40    0.50    --  111.50 -61.00  60.00   75
 23  \w     40.00  70.00   0.40    0.50    --  111.50 -61.00 -90.00   75
 24  \w     40.00 104.00   0.40    0.50    --  111.50 -77.00  30.00  160
 25  \w    101.00 177.00   0.40    0.50    --  111.50  45.00 -90.00  190
 26  \w    101.00 177.00   0.40    0.50    --  111.50  15.00-180.00  190
 27  \w     40.00 104.00   0.40    0.50    --  111.50 -95.00  90.00  160
 28  \w    101.00 177.00   0.40    0.50    --  111.50  15.00  90.00  190
 29  \w    101.00 177.00   0.40    0.50    --  111.50  30.00 120.00  190
 30  \w     40.00 104.00   0.40    0.50    --  111.50 -77.00-120.00  160
 31  \w    101.00 177.00   0.40    0.50    --  111.50  15.00-120.00  190
 32  \w     40.00 104.00   0.40    0.50    --  111.50 -77.00 120.00  160
 33  \w     40.00 110.00   0.40    0.50    --  111.50-125.00 150.00  175
 34  \w     66.00 103.20   0.40    0.50    --  111.50 -77.00 150.00   93
 35  \w     68.80 108.00   0.40    0.50    --  111.50-112.00 -54.04   98
 36  \w    107.00 176.20   0.40    0.50    --  111.50  30.00 -30.00  173
 37  \w     74.00  99.20   0.40    0.50    --  111.50 -77.00 -30.00   63
 38  \w     68.00  95.20   0.40    0.50    --  111.50 -95.00-150.00   68
 39  \w     40.00  76.00   0.40    0.50    --  111.50 -77.00-150.00   90
 40  \w     40.00  78.00   0.40    0.50    --  111.50-125.00  90.00   95
 41  \w     85.00 110.20   0.40    0.50    --  111.50-125.00  60.00   63
 42  \w     40.00  70.00   0.40    0.50    --  111.50 -77.00 -30.00   75
 43  \w     48.00  73.20   0.40    0.50    --  111.50-125.00  60.00   63
 44  \w     82.00 107.20   0.40    0.50    --  111.50-125.00  90.00   63
 45  \w    106.00 135.20   0.40    0.50    --  111.50  15.00 -60.00   73
 46  \w    149.00 176.20   0.40    0.50    --  111.50  15.00 -60.00   68
 47  \w     76.00 106.00   0.40    0.50    --  111.50-125.00-150.00   75
 48  \w     57.00 103.00   0.40    0.50    --  111.50 -77.00 -60.00  115
 49  \w     41.00  68.20   0.40    0.50    --  111.50 -61.00 -30.00   68
 50  \w     40.00  66.00   0.40    0.50    --  111.50 -95.00-150.00   65
 51  \w    101.00 177.00   0.40    0.50    --  111.50  45.00-180.00  190
 52  \w     44.00  83.20   0.40    0.50    --  111.50 -77.00 -90.00   98
 53  \w     58.00  84.00   0.40    0.50    --  111.50 -95.00   0.00   65
 54  \w     47.00  77.00   0.40    0.50    --  111.50 -95.00 120.00   75
 55  \w     45.00  71.00   0.40    0.50    --  111.50-109.00 -90.27   65
 56  \w     80.80 108.00   0.40    0.50    --  111.50-109.00 -90.27   68
 57  \w     85.00 110.20   0.40    0.50    --  111.50-125.00-180.00   63
 58  \w     58.00 107.20   0.40    0.50    --  111.50-125.00 120.00  123
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0008262000
_diffrn_orient_matrix_UB_12      -0.1242816000
_diffrn_orient_matrix_UB_13      0.0778359000
_diffrn_orient_matrix_UB_21      0.0784829000
_diffrn_orient_matrix_UB_22      0.1297825000
_diffrn_orient_matrix_UB_23      0.0943239000
_diffrn_orient_matrix_UB_31      -0.2310197000
_diffrn_orient_matrix_UB_32      0.0256553000
_diffrn_orient_matrix_UB_33      0.0080649000
_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  0.0587
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8364
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.572
_diffrn_reflns_theta_min         3.516
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.867
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.117a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         8364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0487
_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^)+(0.1014P)^2^+0.0833P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1389
_refine_ls_wR_factor_ref         0.1427
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7572
_reflns_number_total             8364
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by -179.7867\% 
around [0.94 -0.09 -0.33] (reciprocal) or [1.00 0.00 0.00] (direct)
;
_cod_data_source_file            d2dt00892k2.cif
_cod_data_source_block           3c
_cod_original_cell_volume        692.98(2)
_cod_database_code               7710504
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_usercomment     PRO-197
_shelx_estimated_absorpt_t_max   0.870
_shelx_estimated_absorpt_t_min   0.657
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5582(14)
 0.4418(14)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C8(H8), C9(H9), C11(H11), C14(H14), C15(H15)
;
_shelx_res_checksum              93640
_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 1.428
_oxdiff_exptl_absorpt_empirical_full_min 0.608
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2