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_4517617
_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         'C26 H35 Au Cl P'
_chemical_formula_sum            'C26 H35 Au Cl P'
_chemical_formula_weight         610.92
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-06-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 106.794(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7821(3)
_cell_length_b                   20.3690(4)
_cell_length_c                   11.1066(3)
_cell_measurement_reflns_used    11540
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.3260
_cell_measurement_theta_min      4.4330
_cell_volume                     2335.20(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 0.999
_diffrn_measured_fraction_theta_max 0.986
_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    -47.00  33.00   1.00    1.00    --  -38.50  38.00-150.00   80
  2  \w   -107.00 -38.00   1.00    1.00    --  -38.50 -38.00  90.00   69
  3  \w    -47.00  26.00   1.00    1.00    --  -38.50  38.00 -90.00   73
  4  \w     31.00  76.00   1.00    1.00    --   43.32-125.00  30.00   45
  5  \w     21.00  55.00   1.00    1.00    --   43.32  38.00  30.00   34
  6  \w     31.00 109.00   1.00    1.00    --   43.32  38.00 -60.00   78
  7  \w     45.00  91.00   1.00    2.00    --  106.13 -30.00-150.00   46
  8  \w     33.00  89.00   1.00    2.00    --  106.13 -30.00  30.00   56
  9  \w     46.00  98.00   1.00    2.00    --  106.13 -45.00  60.00   52
 10  \w    118.00 174.00   1.00    2.00    --  106.13  77.00 -60.00   56
 11  \w     56.00 109.00   1.00    2.00    --  106.13 -95.00 120.00   53
 12  \w     38.00  89.00   1.00    2.00    --  106.13 -45.00 -90.00   51
 13  \w     85.00 155.00   1.00    2.00    --  106.13  30.00 -60.00   70
 14  \w     78.00 105.00   1.00    2.00    --  106.13  77.00 -60.00   27
 15  \w     85.00 111.00   1.00    2.00    --  106.13  45.00 -90.00   26
 16  \w    123.00 178.00   1.00    2.00    --  106.13 125.00-180.00   55
 17  \w     79.00 105.00   1.00    2.00    --  106.13  61.00 -60.00   26
 18  \w     41.00  90.00   1.00    2.00    --  106.13 -30.00 -60.00   49
 19  \w     82.00 177.00   1.00    2.00    --  106.13  30.00-150.00   95
 20  \w     84.00 145.00   1.00    2.00    --  106.13  45.00 -60.00   61
 21  \w     86.00 153.00   1.00    2.00    --  106.13  45.00   0.00   67
 22  \w     84.00 114.00   1.00    2.00    --  106.13  45.00 -30.00   30
 23  \w     93.00 118.00   1.00    2.00    --  106.13  30.00   0.00   25
 24  \w    110.00 162.00   1.00    2.00    --  106.13  61.00 120.00   52
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, 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      0.1279642000
_diffrn_orient_matrix_UB_12      0.0350149000
_diffrn_orient_matrix_UB_13      0.0670703000
_diffrn_orient_matrix_UB_21      0.0705118000
_diffrn_orient_matrix_UB_22      -0.0405031000
_diffrn_orient_matrix_UB_23      -0.0773275000
_diffrn_orient_matrix_UB_31      -0.0304303000
_diffrn_orient_matrix_UB_32      0.0534088000
_diffrn_orient_matrix_UB_33      -0.1025791000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            19303
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.478
_diffrn_reflns_theta_min         4.691
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    13.597
_exptl_absorpt_correction_T_max  0.643
_exptl_absorpt_correction_T_min  0.142
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
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    1.738
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.728
_refine_diff_density_min         -0.966
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       0.00027(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     265
_refine_ls_number_reflns         4705
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0188
_refine_ls_R_factor_gt           0.0177
_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^)+(0.0240P)^2^+0.7792P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0428
_refine_ls_wR_factor_ref         0.0433
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4537
_reflns_number_total             4705
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c01414_si_012.cif
_cod_data_source_block           tbltbh
_cod_depositor_comments
'Adding full bibliography for 4517604--4517617.cif.'
_cod_database_code               4517617
_nottingham_internal_coll_name   TBLTBH
_nottingham_internal_coll_number 18100
_nottingham_internal_coll_client TB/LTB
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '1.00, 2.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_user   pczspa
_nottingham_internal_coll_date   19/03/2019
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017-09'
_nottingham_internal_process_date 19/03/2019
_nottingham_internal_process_user pczspa
_nottingham_internal_solution_date 19/03/2019
_nottingham_internal_solution_user pczspa
_nottingham_internal_refinement_date 17/06/2019
_nottingham_internal_refinement_user pczspa
_nottingham_internal_validation_date 17/06/2019
_nottingham_internal_validation_user pczspa
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         C28H35AuClP
_chemical_oxdiff_usercomment     'TBLTBH#18100 SN-1479 TB/LB Fomblin 120K'
_shelx_estimated_absorpt_t_max   0.550
_shelx_estimated_absorpt_t_min   0.146
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C20(H20A,H20B), C24(H24A,H24B), C27(H27A,H27B), C25(H25A,
 H25B), C18(H18A,H18B), C28(H28A,H28B), C26(H26A,H26B), C19(H19A,H19B),
 C21(H21A,H21B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C11(H11), C15(H15), C13(H13), C8(H8), C7(H7), C12(H12),
 C14(H14)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C29(H29A,H29B,H29C)
;
_shelx_res_checksum              53832
_shelx_hkl_checksum              62072
_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 1.180
_oxdiff_exptl_absorpt_empirical_full_min 0.875