Polydentate chalcogen bonding: anion trapping with a water-stable host compound carrying Se-CF<sub>3</sub> functions.
Beckmann, J. Louis; Tiessen, Natalia; Neumann, Beate; Stammler, Hans-Georg; Hoge, Berthold; Mitzel, Norbert W.; Dalton transactions (Cambridge, England : 2003) 53 (2024) 12234–12239; doi:10.1039/d4dt01730g

data_7716507
_publ_section_title
;
 Polydentate chalcogen bonding: anion trapping with a water-stable host
 compound carrying Se-CF<sub>3</sub> functions.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12234
_journal_page_last               12239
_journal_paper_doi               10.1039/d4dt01730g
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety
'0.765(Br), C40 H16 F12 Se4, C40 H100 N13 P4, 0.235(OH)'
_chemical_formula_sum            'C80 H116 Br0.76 F12 N13 O0.24 P4 Se4'
_chemical_formula_weight         1992.46
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-02
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2024-03-05 deposited with the CCDC.	2024-07-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.3453(13)
_cell_angle_beta                 100.6199(16)
_cell_angle_gamma                92.8667(11)
_cell_formula_units_Z            2
_cell_length_a                   10.76527(16)
_cell_length_b                   19.8662(2)
_cell_length_c                   21.4344(5)
_cell_measurement_reflns_used    44390
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.4160
_cell_measurement_theta_min      3.0170
_cell_volume                     4499.37(13)
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.972
_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    -68.00  -6.00   1.00    8.00    --  -38.50 125.00   0.00   62
  2  \w    -56.00 -29.00   1.00    8.00    --  -38.50  38.00-180.00   27
  3  \w    -59.00  33.00   1.00    8.00    --  -38.50  38.00 -90.00   92
  4  \w   -107.00  -7.00   1.00    8.00    --  -38.50 -19.00-150.00  100
  5  \w    -44.00  -6.00   1.00    8.00    --  -38.50 125.00 -60.00   38
  6  \w    -15.00  33.00   1.00    8.00    --  -38.50  38.00-180.00   48
  7  \w     11.00  40.00   1.00    8.00    --   42.70  81.00 -41.55   29
  8  \w     71.00  98.00   1.00    8.00    --   42.70  38.00  90.00   27
  9  \w     18.00  71.00   1.00    8.00    --   42.70  57.00  30.00   53
 10  \w     22.00  69.00   1.00    8.00    --   42.70  38.00   0.00   47
 11  \w     11.00  41.00   1.00    8.00    --   42.70  82.00  53.85   30
 12  \w     15.00 112.00   1.00    8.00    --   42.70  67.00 160.64   97
 13  \w     12.00  37.00   1.00    8.00    --   42.70  79.00 156.86   25
 14  \w     74.00 102.00   1.00    8.00    --   42.70  57.00  30.00   28
 15  \w     22.00  60.00   1.00    8.00    --   42.70  38.00  90.00   38
 16  \w     17.00  93.00   1.00    8.00    --   42.70  68.00-133.79   76
 17  \w      9.00  80.00   1.00    8.00    --   42.70 -99.00 120.00   71
 18  \w     19.00 105.00   1.00    8.00    --   42.70  57.00 120.00   86
 19  \w      6.00  78.00   1.00    8.00    --   42.70 -99.00 -60.00   72
 20  \w     14.00  41.00   1.00    8.00    --   42.70  80.00-136.16   27
 21  \w     13.00  42.00   1.00    8.00    --   42.70  78.00 -66.39   29
 22  \w     87.00 176.00   1.00   32.00    --  111.00  50.00 151.44   89
 23  \w     87.00 114.00   1.00   32.00    --  111.00  53.00 -42.76   27
 24  \w     85.00 112.00   1.00   32.00    --  111.00  59.00 -86.23   27
 25  \w    126.00 176.00   1.00   32.00    --  111.00 125.00  30.00   50
 26  \w     38.00 107.00   1.00   32.00    --  111.00-104.00-137.86   69
 27  \w     89.00 118.00   1.00   32.00    --  111.00  45.00   0.00   29
 28  \w     89.00 139.00   1.00   32.00    --  111.00  45.00 -60.00   50
 29  \w     85.00 111.00   1.00   32.00    --  111.00  61.00 150.00   26
 30  \w     43.00 113.00   1.00   32.00    --  111.00-125.00   0.00   70
 31  \w    134.00 177.00   1.00   32.00    --  111.00  57.00 -33.99   43
 32  \w     39.00 109.00   1.00   32.00    --  111.00-108.00  47.18   70
 33  \w     85.00 116.00   1.00   32.00    --  111.00  61.00-180.00   31
 34  \w    112.00 178.00   1.00   32.00    --  111.00  66.00  67.19   66
 35  \w     86.00 112.00   1.00   32.00    --  111.00  57.00 -33.99   26
 36  \w     86.00 113.00   1.00   32.00    --  111.00  57.00 -90.71   27
 37  \w     84.00 111.00   1.00   32.00    --  111.00  66.00  67.19   27
 38  \w     86.00 113.00   1.00   32.00    --  111.00  56.00  57.86   27
 39  \w     86.00 114.00   1.00   32.00    --  111.00  56.00-112.91   28
 40  \w    127.00 164.00   1.00   32.00    --  111.00  61.00   0.00   37
 41  \w     85.00 124.00   1.00   32.00    --  111.00  61.00   0.00   39
 42  \w     86.00 141.00   1.00   32.00    --  111.00  59.00 102.18   55
 43  \w     85.00 177.00   1.00   32.00    --  111.00  61.00  30.00   92
 44  \w     89.00 174.00   1.00   32.00    --  111.00  45.00 -90.00   85
 45  \w     85.00 112.00   1.00   32.00    --  111.00  61.00  90.00   27
 46  \w     85.00 162.00   1.00   32.00    --  111.00  61.00 120.00   77
 47  \w     85.00 112.00   1.00   32.00    --  111.00  59.00  81.44   27
 48  \w     85.00 112.00   1.00   32.00    --  111.00  61.00-150.00   27
 49  \w     87.00 116.00   1.00   32.00    --  111.00  54.00-121.47   29
 50  \w     83.00 164.00   1.00   32.00    --  111.00  67.00  12.23   81
 51  \w    107.00 135.00   1.00   32.00    --  111.00 -61.00 120.00   28
 52  \w     85.00 112.00   1.00   32.00    --  111.00  61.00 -30.00   27
 53  \w     85.00 178.00   1.00   32.00    --  111.00  61.00 -60.00   93
 54  \w     89.00 115.00   1.00   32.00    --  111.00  45.00  60.00   26
 55  \w     50.00  85.00   1.00   32.00    --  111.00 -61.00 120.00   35
 56  \w     85.00 112.00   1.00   32.00    --  111.00  61.00  60.00   27
 57  \w    121.00 178.00   1.00   32.00    --  111.00  65.00-142.99   57
 58  \w     43.00 113.00   1.00   32.00    --  111.00-125.00  30.00   70
 59  \w     84.00 110.00   1.00   32.00    --  111.00  65.00-142.99   26
 60  \w     32.00 105.00   1.00   32.00    --  111.00 -94.00 150.00   73
 61  \w     86.00 112.00   1.00   32.00    --  111.00  57.00-151.32   26
 62  \w     43.00 113.00   1.00   32.00    --  111.00-125.00 150.00   70
 63  \w     40.00  77.00   1.00   32.00    --  111.00 -77.00  60.00   37
 64  \w     84.00 110.00   1.00   32.00    --  111.00  65.00 164.49   26
 65  \w     85.00 112.00   1.00   32.00    --  111.00  59.00 -64.41   27
 66  \w     85.00 112.00   1.00   32.00    --  111.00  60.00 158.07   27
 67  \w     83.00 177.00   1.00   32.00    --  111.00  67.00-176.95   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0916131000
_diffrn_orient_matrix_UB_12      0.0576754000
_diffrn_orient_matrix_UB_13      -0.0047395000
_diffrn_orient_matrix_UB_21      0.1059405000
_diffrn_orient_matrix_UB_22      0.0500588000
_diffrn_orient_matrix_UB_23      -0.0129519000
_diffrn_orient_matrix_UB_31      -0.0404986000
_diffrn_orient_matrix_UB_32      -0.0140611000
_diffrn_orient_matrix_UB_33      -0.0718226000
_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  0.0372
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            65505
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.365
_diffrn_reflns_theta_min         3.036
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.650
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    1.470
_exptl_crystal_description       needle
_exptl_crystal_F_000             2039
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.035
_refine_diff_density_max         1.990
_refine_diff_density_min         -1.178
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1079
_refine_ls_number_reflns         20805
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0554
_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^)+(0.1171P)^2^+6.0069P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.1652
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19036
_reflns_number_total             20805
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 179.8285\% 
around [0.00 0.00 1.00] (reciprocal) or [0.35 0.02 0.94] (direct)
;
_cod_data_source_file            d4dt01730g2.cif
_cod_data_source_block           '[2xBr][7xH]'
_cod_depositor_comments
'Adding full bibliography for 7716503--7716512.cif.'
_cod_original_cell_volume        4499.36(13)
_cod_database_code               7716507
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C82H115BrF12N12P4Se4
_shelx_estimated_absorpt_t_max   0.883
_shelx_estimated_absorpt_t_min   0.433
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6131(9)
 0.3869(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H77C,H77D,H1} of C77B, All C(H,H) groups
 At 1.5 times of:
  {H80D,H80E,H80F} of C80B, {H46A,H46B,H46C} of C46, {H60A,H60B,H60C} of C60,
  {H52A,H52B,H52C} of C52, {H54A,H54B,H54C} of C54, {H50A,H50B,H50C} of C50,
  {H58A,H58B,H58C} of C58, {H62A,H62B,H62C} of C62, {H48A,H48B,H48C} of C48,
  {H56A,H56B,H56C} of C56, {H64A,H64B,H64C} of C64, {H42A,H42B,H42C} of C42,
  {H43A,H43B,H43C} of C43, {H44A,H44B,H44C} of C44, {H66A,H66B,H66C} of C66,
  {H68A,H68B,H68C} of C68, {H76A,H76B,H76C} of C76, {H78A,H78B,H78C} of C78,
  {H70A,H70B,H70C} of C70, {H72A,H72B,H72C} of C72, {H78D,H78E,H78F} of C78B,
  {H74A,H74B,H74C} of C74, {H80A,H80B,H80C} of C80
3. Restrained distances
 N1-H1
 0.88 with sigma of 0.02
 N13-C80 \\sim N13-C80B
 with sigma of 0.04
 N13-C79 \\sim N13-C79B
 with sigma of 0.02
 C80-C79 \\sim C80B-C79B
 with sigma of 0.02
 C78B-C77B \\sim C78-C77
 with sigma of 0.02
 N13-C77 \\sim N13-C77B
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C79 \\sim C79B \\sim C80 \\sim C80B: within 2A with sigma of 0.001 and sigma
for terminal atoms of 0.002 within 2A
Br1 \\sim O1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
5. Others
 Sof(C79B)=Sof(H79C)=Sof(H79D)=Sof(C80B)=Sof(H80D)=Sof(H80E)=Sof(H80F)=1-FVAR(1)
 Sof(C79)=Sof(H79A)=Sof(H79B)=Sof(C80)=Sof(H80A)=Sof(H80B)=Sof(H80C)=FVAR(1)
 Sof(C77B)=Sof(H77C)=Sof(H77D)=Sof(C78B)=Sof(H78D)=Sof(H78E)=Sof(H78F)=1-FVAR(2)
 Sof(C77)=Sof(H77A)=Sof(H77B)=Sof(C78)=Sof(H78A)=Sof(H78B)=Sof(H78C)=FVAR(2)
 Sof(O1)=1-FVAR(3)
 Sof(Br1)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C10(H10), C21(H21), C28(H28)
6.b Secondary CH2 refined with riding coordinates:
 C45(H45A,H45B), C47(H47A,H47B), C49(H49A,H49B), C51(H51A,H51B), C53(H53A,
 H53B), C55(H55A,H55B), C57(H57A,H57B), C59(H59A,H59B), C61(H61A,H61B),
 C63(H63A,H63B), C65(H65A,H65B), C67(H67A,H67B), C69(H69A,H69B), C71(H71A,H71B),
  C73(H73A,H73B), C75(H75A,H75B), C77(H77A,H77B), C77B(H77C,H77D), C79(H79A,
 H79B), C79B(H79C,H79D)
6.c Me refined with riding coordinates:
 C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C46(H46A,H46B,
 H46C), C48(H48A,H48B,H48C), C50(H50A,H50B,H50C), C52(H52A,H52B,H52C), C54(H54A,
 H54B,H54C), C56(H56A,H56B,H56C), C58(H58A,H58B,H58C), C60(H60A,H60B,H60C),
 C62(H62A,H62B,H62C), C64(H64A,H64B,H64C), C66(H66A,H66B,H66C), C68(H68A,H68B,
 H68C), C70(H70A,H70B,H70C), C72(H72A,H72B,H72C), C74(H74A,H74B,H74C), C76(H76A,
 H76B,H76C), C78(H78A,H78B,H78C), C78B(H78D,H78E,H78F), C80(H80A,H80B,H80C),
 C80B(H80D,H80E,H80F)
6.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14), C24(H24), C25(H25),
 C26(H26), C30(H30), C31(H31), C32(H32)
;
_shelx_res_checksum              88714
_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 1.554
_oxdiff_exptl_absorpt_empirical_full_min 0.638
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2