Development of New P-Chiral P,π-Dihydrobenzooxaphosphole Hybrid Ligands for Asymmetric Catalysis.
Sieber, Joshua D.; Chennamadhavuni, Divya; Fandrick, Keith R.; Qu, Bo; Han, Zhengxu S.; Savoie, Jolaine; Ma, Shengli; Samankumara, Lalith P.; Grinberg, Nelu; Lee, Heewon; Song, Jinhua J.; Senanayake, Chris H.; Organic letters 16 (2014) 5494–5497; doi:10.1021/ol5027798

data_1517973
_publ_section_title
;
 Development of New P-Chiral P,\p-Dihydrobenzooxaphosphole Hybrid Ligands
 for Asymmetric Catalysis.
;
_journal_issue                   20
_journal_name_full               'Organic letters'
_journal_page_first              5494
_journal_page_last               5497
_journal_paper_doi               10.1021/ol5027798
_journal_volume                  16
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C40 H46 O4 P2 Rh2, C H2 Cl2'
_chemical_formula_sum            'C41 H48 Cl2 O4 P2 Rh2'
_chemical_formula_weight         943.50
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             2014-08-05
_audit_creation_method
;
Olex2 1.2
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7291(2)
_cell_length_b                   14.4847(3)
_cell_length_c                   26.2864(5)
_cell_measurement_reflns_used    9995
_cell_measurement_temperature    100
_cell_measurement_theta_max      67.41
_cell_measurement_theta_min      4.45
_cell_volume                     4085.11(14)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2013)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.9795
_diffrn_measured_fraction_theta_max 0.9795
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            30213
_diffrn_reflns_theta_full        67.5744
_diffrn_reflns_theta_max         67.57
_diffrn_reflns_theta_min         3.36
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.790
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_correction_T_min  0.5132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/2 (Bruker,2014) was used for absorption correction.
wR2(int) was 0.1142 before and 0.0627 after correction.
The Ratio of minimum to maximum transmission is 0.6815.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.5340
_exptl_crystal_description       plate
_exptl_crystal_F_000             1930.5752
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.065
_refine_diff_density_max         0.9203
_refine_diff_density_min         -0.5505
_refine_diff_density_rms         0.1589
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   -0.002(6)
_refine_ls_d_res_high            0.8340
_refine_ls_d_res_low             13.1432
_refine_ls_goodness_of_fit_ref   0.9677
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    81
_refine_ls_number_parameters     465
_refine_ls_number_reflns         7219
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.9677
_refine_ls_R_factor_all          0.0249
_refine_ls_R_factor_gt           0.0227
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0530P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0729
_reflns_Friedel_coverage         0.960
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              31
_reflns_limit_l_min              -31
_reflns_number_gt                6998
_reflns_number_total             7219
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            ol5027798_si_002.cif
_cod_data_source_block           scan_0m
_cod_depositor_comments          'Adding full bibliography for 1517973.cif.'
_cod_database_code               1517973
_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 Ternary CH refined with riding coordinates:
 C7(H7), C9(H9), C10(H10), C22(H22), C28(H28), C30(H30)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b), C29(H29a,H29b), C1a(H1aa,H1ab)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C3(H3), C2(H2), C16(H16), C15(H15), C14(H14), C13(H13),
 C12(H12), C37(H37), C38(H38), C39(H39), C40(H40), C27(H27), C26(H26), C41(H41),
  C25(H25), C24(H24)
2.d Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C19(H19a,H19b,H19c), C20(H20a,H20b,H20c), C34(H34a,H34b,
 H34c), C35(H35a,H35b,H35c), C36(H36a,H36b,H36c)
;
_olex2_submission_special_instructions 'No special instructions were received'