Phosphine selenides: versatile NMR probes for analyzing hydrogen OH⋯Se and halogen I⋯Se bonds.
Zakharov, Anton S.; Krutin, Danil V.; Mosalyov, Pavel O.; Tupikina, Elena Yu; Antonov, Alexander S.; Tolstoy, Peter M.; Mulloyarova, Valeriya V.; Physical chemistry chemical physics : PCCP 26 (2024) 24488–24497; doi:10.1039/d4cp01895h

data_7249256
_publ_section_title
;
 Phosphine selenides: versatile NMR probes for analyzing hydrogen
 OH&#x22ef;Se and halogen I&#x22ef;Se bonds.
;
_journal_issue                   37
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              24488
_journal_page_last               24497
_journal_paper_doi               10.1039/d4cp01895h
_journal_volume                  26
_journal_year                    2024
_chemical_formula_moiety         'C6 F5 I, C3 H9 P Se'
_chemical_formula_sum            'C9 H9 F5 I P Se'
_chemical_formula_weight         448.99
_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
_audit_creation_date             2024-05-06
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-05-06 deposited with the CCDC.	2024-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.554(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.34130(10)
_cell_length_b                   27.4987(5)
_cell_length_c                   7.78480(10)
_cell_measurement_reflns_used    6037
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      68.9810
_cell_measurement_theta_min      3.1920
_cell_volume                     1356.99(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 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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            HyPix3000
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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   -103.00 -61.00   0.50    0.20    --  -35.49 -45.00 178.00   84
  2  \w    -31.00  25.00   0.50    0.20    --  -35.49  45.00 -31.00  112
  3  \w    -53.00 -23.00   0.50    0.20    --  -35.49 -45.00 178.00   60
  4  \w     31.00  75.00   0.50    0.20    --   35.49  45.00 -31.00   88
  5  \w     81.00 157.00   0.50    1.40    --  100.00  45.00 -31.00  152
  6  \w     69.00 109.00   0.50    1.40    --  100.00 -45.00 178.00   80
  7  \w    -61.00  35.00   0.50    0.20    --  -35.49  77.00-120.00  192
  8  \w    -76.00  -9.00   0.50    0.20    --  -35.49 -21.00  30.00  134
  9  \w     12.00  38.00   0.50    0.20    --   35.49  65.00  90.00   52
 10  \w     38.00  65.00   0.50    0.20    --   35.49-138.00 120.00   54
 11  \w    -12.00  13.00   0.50    0.20    --   35.49 -45.00 178.00   50
 12  \w     60.00 103.00   0.50    0.20    --   35.49  65.00  90.00   86
 13  \w     26.00  71.00   0.50    0.20    --   35.49  32.00  30.00   90
 14  \w    -24.00  49.00   0.50    0.20    --   35.49 -43.00   0.00  146
 15  \w     21.00  50.00   0.50    0.20    --   35.49-138.00-180.00   58
 16  \w     32.00  60.00   0.50    1.40    --  100.00 -45.00-120.00   56
 17  \w    111.00 137.00   0.50    1.40    --  100.00  69.00  60.00   52
 18  \w     72.00 155.00   0.50    1.40    --  100.00  22.00-120.00  166
 19  \w     89.00 114.00   0.50    1.40    --  100.00  45.00 -60.00   50
 20  \w     75.00 120.00   0.50    1.40    --  100.00 -45.00-120.00   90
 21  \w     89.00 138.00   0.50    1.40    --  100.00  53.00   0.00   98
 22  \w     95.00 151.00   0.50    1.40    --  100.00  37.00  30.00  112
 23  \w     32.00  98.00   0.50    1.40    --  100.00 -91.00 150.00  132
 24  \w    109.00 134.00   0.50    1.40    --  100.00  30.00 -30.00   50
 25  \w     81.00 157.00   0.50    1.40    --  100.00  37.00 -90.00  152
 26  \w    131.00 157.00   0.50    1.40    --  100.00 149.00-150.00   52
 27  \w     96.00 127.00   0.50    1.40    --  100.00 149.00-150.00   62
 28  \w     32.00  58.00   0.50    1.40    --  100.00 -37.00 150.00   52
 29  \w     59.00 104.00   0.50    1.40    --  100.00 -37.00 150.00   90
 30  \w     77.00 103.00   0.50    1.40    --  100.00  69.00  60.00   52
 31  \w     84.00 134.00   0.50    1.40    --  100.00  77.00  60.00  100
 32  \w     85.00 111.00   0.50    1.40    --  100.00  91.00  60.00   52
 33  \w     53.00  98.00   0.50    1.40    --  100.00 -91.00  30.00   90
 34  \w     28.00  74.00   0.50    1.40    --  100.00-107.00   0.00   92
 35  \w    116.00 142.00   0.50    1.40    --  100.00 125.00 150.00   52
 36  \w     28.00  94.00   0.50    1.40    --  100.00-107.00 150.00  132
 37  \w     42.00  68.00   0.50    1.40    --  100.00 -45.00 178.00   52
 38  \w      1.00  32.00   0.50    0.20    --  -35.49  65.00 -30.00   62
 39  \w    -59.00  -6.00   0.50    0.20    --  -35.49  65.00 -30.00  106
 40  \w   -103.00 -76.00   0.50    0.20    --  -35.49 -65.00  60.00   54
 41  \w    -35.00  12.00   0.50    0.20    --  -35.49  43.00 150.00   94
 42  \w     34.00  60.00   0.50    0.20    --   35.49  43.00  60.00   52
 43  \w     14.00  53.00   0.50    0.20    --   35.49  65.00 120.00   78
 44  \w     43.00  69.00   0.50    0.20    --   35.49  32.00-180.00   52
 45  \w     33.00  73.00   0.50    0.20    --   35.49  43.00 120.00   80
 46  \w      5.00  50.00   0.50    0.20    --   35.49 -32.00  60.00   90
 47  \w    -33.00  -2.00   0.50    0.20    --   35.49 -32.00  60.00   62
 48  \w     68.00  94.00   0.50    0.20    --   35.49  43.00  60.00   52
 49  \w     60.00  98.00   0.50    0.20    --   35.49  43.00  30.00   76
 50  \w     76.00 114.00   0.50    1.40    --  100.00  61.00  60.00   76
 51  \w    103.00 133.00   0.50    1.40    --  100.00 125.00-150.00   60
 52  \w     73.00  99.00   0.50    1.40    --  100.00  69.00   0.00   52
 53  \w     60.00  89.00   0.50    1.40    --  100.00 -22.00 -90.00   58
 54  \w    131.00 156.00   0.50    1.40    --  100.00  66.00  11.60   50
 55  \w     70.00 105.50   0.50    1.40    --  100.00 -15.00-120.00   71
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2364130000
_diffrn_orient_matrix_UB_12      -0.0087801000
_diffrn_orient_matrix_UB_13      -0.0388978000
_diffrn_orient_matrix_UB_21      0.0557319000
_diffrn_orient_matrix_UB_22      -0.0305515000
_diffrn_orient_matrix_UB_23      -0.1582914000
_diffrn_orient_matrix_UB_31      0.0082654000
_diffrn_orient_matrix_UB_32      -0.0461368000
_diffrn_orient_matrix_UB_33      0.1123108000
_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  0.0395
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8395
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.489
_diffrn_reflns_theta_max         67.489
_diffrn_reflns_theta_min         3.214
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    23.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72690
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.198
_exptl_crystal_description       prism
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2432
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0257
_refine_ls_R_factor_gt           0.0244
_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^)+(0.0317P)^2^+1.1368P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0602
_refine_ls_wR_factor_ref         0.0610
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2315
_reflns_number_total             2432
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cp01895h2.cif
_cod_data_source_block           ver0-24206_fcn-001
_cod_depositor_comments          'Adding full bibliography for 7249256.cif.'
_cod_database_code               7249256
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C9 H9 P Se F5 I'
_shelx_estimated_absorpt_t_max   0.802
_shelx_estimated_absorpt_t_min   0.391
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C), C2(H2A,H2B,H2C)
;
_shelx_res_checksum              95231
_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 1.313
_oxdiff_exptl_absorpt_empirical_full_min 0.796