Donor–acceptor interactions in tri(phosphonio)methanide dications [(Ph3P)2CP(X)Ph2]2+ (X = H, Me, CN, NCS, OH, Cl, OTf, F)
Yogendra, S.; Hennersdorf, F.; Bauzá, A.; Frontera, A.; Fischer, R.; Weigand, J. J.; Dalton Transactions  (2017) –; doi:10.1039/C7DT03271D

data_7044606
_publ_section_title
;
 Donor--acceptor interactions in tri(phosphonio)methanide dications
 [(Ph3P)2CP(X)Ph2]2+ (X = H, Me, CN, NCS, OH, Cl, OTf, F)
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/C7DT03271D
_journal_year                    2017
_chemical_formula_moiety         'C49 H40 Cl P3, 2(C F3 O3 S), 0.5(C6 H4 F2)'
_chemical_formula_sum            'C54 H42 Cl F7 O6 P3 S2'
_chemical_formula_weight         1112.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yc'
_space_group_name_H-M_alt        'P 1 2/c 1'
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-02-07
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2017-10-04 deposited with the CCDC.
2017-10-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.2991(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.79070(12)
_cell_length_b                   14.73004(9)
_cell_length_c                   22.03564(18)
_cell_measurement_reflns_used    16429
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.3950
_cell_measurement_theta_min      2.8430
_cell_volume                     5042.86(7)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_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    -64.00  30.00   0.50    5.00    --  -38.50  57.00 -90.00  188
  2  \w   -109.00 -14.00   0.50    5.00    --  -38.50 -57.00 120.00  190
  3  \w      1.00  65.00   0.50    5.00    --   42.75 -99.00 120.00  128
  4  \w     88.00 160.00   0.50   20.00    --  111.00  30.00  30.00  144
  5  \w     43.00  70.00   0.50   20.00    --  111.00 -94.00  30.00   54
  6  \w    104.00 131.00   0.50   20.00    --  111.00 125.00-180.00   54
  7  \w     66.00  96.00   0.50   20.00    --  111.00 -94.00  90.00   60
  8  \w     62.00 138.00   0.50   20.00    --  111.00 -61.00-150.00  152
  9  \w     67.00 135.00   0.50   20.00    --  111.00 -45.00 120.00  136
 10  \w     42.00 110.00   0.50   20.00    --  111.00-125.00-180.00  136
 11  \w     59.00 108.00   0.50   20.00    --  111.00 -94.00-120.00   98
 12  \w     51.00  90.00   0.50   20.00    --  111.00-125.00 150.00   78
 13  \w     66.00 114.00   0.50   20.00    --  111.00  15.00-120.00   96
 14  \w    153.00 178.00   0.50   20.00    --  111.00 125.00-180.00   50
 15  \w     90.00 178.00   0.50   20.00    --  111.00  30.00 -60.00  176
 16  \w     40.00 104.00   0.50   20.00    --  111.00 -45.00   0.00  128
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0672848000
_diffrn_orient_matrix_UB_12      -0.0200179000
_diffrn_orient_matrix_UB_13      0.0409510000
_diffrn_orient_matrix_UB_21      -0.0615146000
_diffrn_orient_matrix_UB_22      -0.0385704000
_diffrn_orient_matrix_UB_23      -0.0563700000
_diffrn_orient_matrix_UB_31      0.0390309000
_diffrn_orient_matrix_UB_32      -0.0950497000
_diffrn_orient_matrix_UB_33      0.0142244000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            29142
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.662
_diffrn_reflns_theta_min         2.844
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.015
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.680
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_description       plate
_exptl_crystal_F_000             2284
_exptl_crystal_size_max          0.198
_exptl_crystal_size_mid          0.068
_exptl_crystal_size_min          0.021
_refine_diff_density_max         0.774
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.161
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     743
_refine_ls_number_reflns         10506
_refine_ls_number_restraints     284
_refine_ls_restrained_S_all      1.155
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0545
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1290P)^2^+2.9095P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1865
_refine_ls_wR_factor_ref         0.1937
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9296
_reflns_number_total             10506
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7dt03271d2.cif
_cod_data_source_block           10
_cod_original_cell_volume        5042.85(7)
_cod_database_code               7044606
_chemical_oxdiff_formula         'C216 H168 Cl4 F28 O24 P12 S8 '
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 P3, C44
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 P2, C14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
F7A \\sim F8A \\sim C52A \\sim C53A \\sim C54A \\sim C55A \\sim C56A \\sim C57A
\\sim F7B \\sim F8B \\sim C52B \\sim C53B \\sim C54B \\sim C55B \\sim C56B
\\sim C57B: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Same fragment restrains
{F7A, F8A, C52A, C53A, C54A, C55A, C56A, C57A} sigma for 1-2: 0.02, 1-3: 0.02
as
{F7B, F8B, C52B, C53B, C54B, C55B, C56B, C57B}
5. Others
 Sof(F7B)=Sof(F8B)=Sof(C52B)=Sof(C53B)=Sof(C54B)=Sof(H54B)=Sof(C55B)=Sof(H55B)=
 Sof(C56B)=Sof(H56B)=Sof(C57B)=Sof(H57B)=0.5*(1-FVAR(2))
 Sof(F7A)=Sof(F8A)=Sof(C52A)=Sof(C53A)=Sof(C54A)=Sof(H54A)=Sof(C55A)=Sof(H55A)=
 Sof(C56A)=Sof(H56A)=Sof(C57A)=Sof(H57A)=0.5*FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C30(H30),
 C31(H31), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40),
  C41(H41), C42(H42), C43(H43), C45(H45), C46(H46), C47(H47), C48(H48),
 C49(H49), C54A(H54A), C55A(H55A), C56A(H56A), C57A(H57A), C54B(H54B),
 C55B(H55B), C56B(H56B), C57B(H57B)
6.b Fitted hexagon refined as free rotating group:
 C52A(C53A,C54A,C55A,C56A,C57A), C52B(C53B,C54B,C55B,C56B,C57B)
;
_shelx_res_checksum              75484
_shelx_shelxl_version_number     2014/7
_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 2.383
_oxdiff_exptl_absorpt_empirical_full_min 0.576