Expanding Ligand Space: Preparation, Characterization, and Synthetic Applications of Air-Stable, Odorless Di-tert-alkylphosphine Surrogates
Barber, Thomas; Argent, Stephen P.; Ball, Liam T.; ACS Catalysis  (2020) 5454–5461; doi:10.1021/acscatal.0c01414

data_4517610
_publ_section_title
;
 Expanding Ligand Space: Preparation, Characterization, and Synthetic
 Applications of Air-Stable, Odorless Di-tert-alkylphosphine Surrogates
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              5454
_journal_page_last               5461
_journal_paper_doi               10.1021/acscatal.0c01414
_journal_year                    2020
_chemical_formula_moiety         'C24 H35 Au Cl P, 2(C3 H6)'
_chemical_formula_sum            'C30 H47 Au Cl P'
_chemical_formula_weight         671.06
_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
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-01-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.803(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.6600(3)
_cell_length_b                   11.3550(3)
_cell_length_c                   23.7632(7)
_cell_measurement_reflns_used    16368
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      32.5580
_cell_measurement_theta_min      3.4060
_cell_volume                     2825.42(14)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.937
_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    -48.00  57.00   1.00   45.00    --  -16.97  77.00  60.00  105
  2  \w    -91.00  14.00   1.00   45.00    --  -16.97 -77.00   0.00  105
  3  \w    -19.00  96.00   1.00   45.00    --   17.75  19.00-180.00  115
  4  \w    -56.00  49.00   1.00   45.00    --   17.75 -77.00 -60.00  105
  5  \w    -56.00  49.00   1.00   45.00    --   17.75 -77.00-150.00  105
  6  \w     59.00  94.00   1.00   45.00    --   17.75-178.00-120.00   35
  7  \w     41.00  68.00   1.00   45.00    --   17.75-178.00 -30.00   27
  8  \w     34.00  60.00   1.00   45.00    --   17.75-178.00 -60.00   26
  9  \w     34.00 102.00   1.00   45.00    --   17.75-178.00  90.00   68
 10  \w     48.00  82.00   1.00   45.00    --   17.75  57.00-120.00   34
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0064233000
_diffrn_orient_matrix_UB_12      -0.0160661000
_diffrn_orient_matrix_UB_13      -0.0292409000
_diffrn_orient_matrix_UB_21      0.0663826000
_diffrn_orient_matrix_UB_22      -0.0122359000
_diffrn_orient_matrix_UB_23      0.0042693000
_diffrn_orient_matrix_UB_31      -0.0120286000
_diffrn_orient_matrix_UB_32      -0.0590929000
_diffrn_orient_matrix_UB_33      0.0070628000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0651
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            64955
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.991
_diffrn_reflns_theta_min         2.898
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_exptl_absorpt_coefficient_mu    5.374
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.444
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.578
_exptl_crystal_description       plate
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.017
_refine_diff_density_max         1.971
_refine_diff_density_min         -1.153
_refine_diff_density_rms         0.192
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         9978
_refine_ls_number_restraints     102
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+8.1727P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0566
_refine_ls_wR_factor_ref         0.0626
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7760
_reflns_number_total             9978
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c01414_si_007.cif
_cod_data_source_block           tbltca
_cod_depositor_comments
'Adding full bibliography for 4517604--4517617.cif.'
_cod_database_code               4517610
_nottingham_internal_coll_name   TBLTCA
_nottingham_internal_coll_number 18447
_nottingham_internal_coll_client TB/LTB
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time 45.00
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_user   pczspa
_nottingham_internal_coll_date   13/01/2020
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017-09'
_nottingham_internal_process_date 15/01/2020
_nottingham_internal_process_user pczspa
_nottingham_internal_solution_date 28/01/2020
_nottingham_internal_solution_user pczspa
_nottingham_internal_refinement_date 28/01/2020
_nottingham_internal_refinement_user pczspa
_nottingham_internal_validation_date 28/01/2020
_nottingham_internal_validation_user pczspa
_nottingham_internal_archive_date 28/01/2020
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C24H35AuClP
_chemical_oxdiff_usercomment
'TBLTCA #18447 SN-1571 TB/LTB micromount in fomblin'
_shelx_estimated_absorpt_t_max   0.914
_shelx_estimated_absorpt_t_min   0.494
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2X-C1X \\sim C2T-C1T \\sim C3T-C2X \\sim C3T-C2T \\sim C3T_$1-C1X \\sim
C3T_$1-C1T \\sim C3S_$2-C1S
 \\sim C2S-C1S \\sim C3S-C2S
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1T \\sim C1T \\sim C2T \\sim C2T \\sim C3T \\sim C3T \\sim C1X \\sim C1X \\sim
C2X \\sim C2X: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 C1T, C1T, C2T, C2T, C3T, C3T, C1X, C1X, C2X, C2X
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H3TC)=Sof(H3TD)=Sof(C1X)=Sof(H1XA)=Sof(H1XB)=Sof(C2X)=Sof(H2XA)=Sof(H2XB)=
 1-FVAR(1)
 Sof(C1T)=Sof(H1TA)=Sof(H1TB)=Sof(C2T)=Sof(H2TA)=Sof(H2TB)=Sof(H3TA)=Sof(H3TB)=
 FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C19(H19), C25(H25)
6.b Secondary CH2 refined with riding coordinates:
 C1S(H1SA,H1SB), C2S(H2SA,H2SB), C3S(H3SA,H3SB), C1T(H1TA,H1TB), C2T(H2TA,
 H2TB), C3T(H3TA,H3TB), C3T(H3TC,H3TD), C1X(H1XA,H1XB), C2X(H2XA,H2XB)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13), C14(H14),
 C15(H15)
6.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C)
;
_shelx_res_checksum              78987
_shelx_hkl_checksum              6011
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_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 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.717