A comparison of MOP-phosphonite ligands and their applications in Rh(i)- and Pd(ii)-catalysed asymmetric transformations.
Fleming, James T.; Wills, Corinne; Waddell, Paul G.; Harrington, Ross W.; Higham, Lee J.; Dalton transactions (Cambridge, England : 2003) 45 (2016) 15660–15670; doi:10.1039/c6dt02390h

data_7040540
_publ_section_title
;
 A comparison of MOP-phosphonite ligands and their applications in Rh(i)-
 and Pd(ii)-catalysed asymmetric transformations.
;
_journal_issue                   39
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15660
_journal_page_last               15670
_journal_paper_doi               10.1039/c6dt02390h
_journal_volume                  45
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C42 H37 Cl O2 P Rh'
_chemical_formula_sum            'C42 H37 Cl O2 P Rh'
_chemical_formula_weight         743.04
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-02-02
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2016-06-02 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.0930(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.46454(10)
_cell_length_b                   18.62602(18)
_cell_length_c                   18.5228(2)
_cell_measurement_reflns_used    39177
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      27.8890
_cell_measurement_theta_min      3.4440
_cell_volume                     3607.92(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector_area_resol_mean 16.1500
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details
;
  1 omega  -74.00    6.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -77.0000  -60.0000 80

  2 omega   -1.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889   57.0000 -120.0000 45

  3 omega  -44.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889   57.0000   60.0000 88

  4 omega  -39.00   -2.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000  -30.0000 37

  5 omega  -53.00   55.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889   77.0000  -60.0000 108

  6 omega  -83.00   16.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -77.0000   90.0000 99

  7 omega  -89.00   -1.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000 -180.0000 88

  8 omega  -83.00   53.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889   19.0000 -150.0000 136

  9 omega   22.00   66.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826  -99.0000 -180.0000 44

 10 omega -100.00  -35.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889 -178.0000   60.0000 65

 11 omega -100.00  -35.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889 -178.0000 -150.0000 65

 12 omega  -93.00   15.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -38.0000   90.0000 108

 13 omega  -89.00    7.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000    0.0000 96

 14 omega  -89.00    7.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000 -150.0000 96

 15 omega   -4.00   66.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826  -99.0000   90.0000 70

 16 omega   53.00  103.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826 -178.0000    0.0000 50

 17 omega  -89.00    3.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000  -30.0000 92

 18 omega  -53.00   55.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889   77.0000  -30.0000 108

 19 omega  -89.00    7.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.5889  -57.0000   60.0000 96

 20 omega  -15.00   93.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826   77.0000 -120.0000 108

 21 omega   -4.00   66.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826  -99.0000 -150.0000 70

 22 omega  -53.00   54.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       19.6826  -77.0000  150.0000 107
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0454215000
_diffrn_orient_matrix_UB_12      0.0021915000
_diffrn_orient_matrix_UB_13      -0.0274238000
_diffrn_orient_matrix_UB_21      0.0334751000
_diffrn_orient_matrix_UB_22      -0.0296835000
_diffrn_orient_matrix_UB_23      0.0154577000
_diffrn_orient_matrix_UB_31      -0.0376830000
_diffrn_orient_matrix_UB_32      -0.0237408000
_diffrn_orient_matrix_UB_33      -0.0218387000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.943
_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       -24
_diffrn_reflns_number            115490
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.231
_diffrn_reflns_theta_min         3.302
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.626
_exptl_absorpt_correction_T_max  0.940
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_description       block
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.888
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details
;
 Flack x determined using 6029 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     889
_refine_ls_number_reflns         16266
_refine_ls_number_restraints     1097
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0340
_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^)+(0.0348P)^2^+1.2673P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0802
_reflns_Friedel_coverage         0.880
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.882
_reflns_number_gt                14020
_reflns_number_total             16266
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6dt02390h2.cif
_cod_data_source_block           ljh150003_fa
_cod_depositor_comments
;Adding full bibliography for 7040537--7040545.cif.

 Adding full bibliography for 7040537--7040545.cif.
;
_cod_database_code               7040540
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C88 H84 O3 P2 Cl2 Rh2'
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_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. Restrained distances
 P2-O4 \\sim P2-O4"
 with sigma of 0.02
 C36'-C36 \\sim C36"-C36
 with sigma of 0.02
 O1-C12 \\sim O1-C12"
 with sigma of 0.02
 C11'-C11 \\sim C11"-C11'
 with sigma of 0.02
 P1-O1 \\sim P1-O1"
 with sigma of 0.02
 O1"-C12" \\sim O1-C12
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C36') = Uanis(C36")
Uanis(C38') = Uanis(C38")
Uanis(C39') = Uanis(C39")
Uanis(C40') = Uanis(C40")
Uanis(C41') = Uanis(C41")
Uanis(C42') = Uanis(C42")
Uanis(O4) = Uanis(O4")
Uanis(C37') = Uanis(C37")
Uanis(C36') = Uanis(C36")
Uanis(C41') = Uanis(C41")
Uanis(C40') = Uanis(C40")
Uanis(C39') = Uanis(C39")
Uanis(C38') = Uanis(C38")
Uanis(C42') = Uanis(C42")
Uanis(O4) = Uanis(O4") = Uanis(P2)
Uanis(C11) = Uanis(C11")
Uanis(C16) = Uanis(C16")
Uanis(C15) = Uanis(C15")
Uanis(C14) = Uanis(C14")
Uanis(C13) = Uanis(C13")
Uanis(C12) = Uanis(C12")
Uanis(C17) = Uanis(C17")
Uanis(C11') = Uanis(C11") = Uanis(C11)
Uanis(O1) = Uanis(O1")
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{O4, C36', C37', C38', C39', C40', C41', C42'} sigma for 1-2: 0.02, 1-3: 0.02
as
{O4", C36", C37", C38", C39", C40", C41", C42"}
{C11, C12, C13, C14, C15, C16, C17} sigma for 1-2: 0.02, 1-3: 0.02
as
{C11", C12", C13", C14", C15", C16", C17"}
6. Others
 Fixed Sof: O1(0.52442) O4(0.47382) C36'(0.47382) C37'(0.47382) C38'(0.47382)
 C39'(0.47382) H39'(0.47382) C40'(0.47382) H40'(0.47382) C41'(0.47382)
 H41'(0.47382) C42'(0.47382) H42D(0.47382) H42E(0.47382) H42F(0.47382)
 C11(0.52442) C12(0.52442) C13(0.52442) C14(0.52442) H14(0.52442) C15(0.52442)
 H15(0.52442) C16(0.52442) H16(0.52442) C17(0.52442) H17D(0.52442)
 H17E(0.52442) H17F(0.52442) O1"(0.47558) O4"(0.52618) C36"(0.52618)
 C37"(0.52618) C38"(0.52618) C39"(0.52618) H39"(0.52618) C40"(0.52618)
 H40"(0.52618) C41"(0.52618) H41"(0.52618) C42"(0.52618) H42G(0.52618)
 H42H(0.52618) H42I(0.52618) C11"(0.47558) C12"(0.47558) C13"(0.47558)
 C14"(0.47558) H14"(0.47558) C15"(0.47558) H15"(0.47558) C16"(0.47558)
 H16"(0.47558) C17"(0.47558) H17G(0.47558) H17H(0.47558) H17I(0.47558)
7.a Ternary CH refined with riding coordinates:
 C18(H18), C19(H19), C22(H22), C23(H23), C43(H43), C44(H44), C47(H47), C48(H48)
7.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C24(H24A,H24B), C25(H25A,H25B), C45(H45A,
 H45B), C46(H46A,H46B), C49(H49A,H49B), C50(H50A,H50B)
7.c Aromatic/amide H refined with riding coordinates:
 C2'(H2'), C3(H3), C3'(H3'), C4(H4), C4'(H4'), C5(H5), C5'(H5'), C6(H6),
 C6'(H6'), C7(H7), C7'(H7'), C8(H8), C8'(H8'), C14'(H14'), C15'(H15'),
 C16'(H16'), C27'(H27'), C28(H28), C28'(H28'), C29(H29), C29'(H29'), C30(H30),
 C30'(H30'), C31(H31), C31'(H31'), C32(H32), C32'(H32'), C33(H33), C33'(H33'),
 C39(H39), C40(H40), C41(H41), C39'(H39'), C40'(H40'), C41'(H41'), C14(H14),
 C15(H15), C16(H16), C39"(H39"), C40"(H40"), C41"(H41"), C14"(H14"), C15"(H15"),
  C16"(H16")
7.d Idealised Me refined as rotating group:
 C17'(H17A,H17B,H17C), C42(H42A,H42B,H42C), C42'(H42D,H42E,H42F), C17(H17D,
 H17E,H17F), C42"(H42G,H42H,H42I), C17"(H17G,H17H,H17I)
;
_shelx_res_checksum              4977
_olex2_submission_special_instructions 'No special instructions were received'