Intermolecular Hydroamination of 1,3-Dienes Catalyzed by Bis(phosphine)carbodicarbene-Rhodium Complexes.
Goldfogel, Matthew J.; Roberts, Courtney C.; Meek, Simon J.; Journal of the American Chemical Society 136 (2014) 6227–6230; doi:10.1021/ja502275w

data_4121721
_publ_section_title
;
 Intermolecular Hydroamination of 1,3-Dienes Catalyzed by
 Bis(phosphine)carbodicarbene-Rhodium Complexes.
;
_journal_issue                   17
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6227
_journal_page_last               6230
_journal_paper_doi               10.1021/ja502275w
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         'C35 H34 N5 P2 Rh, 2(C6 H6), B F4'
_chemical_formula_sum            'C47 H46 B F4 N5 P2 Rh'
_chemical_formula_weight         932.55
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-03-05
_audit_creation_method
;
Olex2 1.2
(compiled 2014.02.17 svn.r2891 for OlexSys, GUI svn.r4779)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 110.9520(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.0682(4)
_cell_length_b                   16.9409(4)
_cell_length_c                   17.3070(5)
_cell_measurement_reflns_used    9021
_cell_measurement_temperature    100(2)
_cell_volume                     4673.4(2)
_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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            43697
_diffrn_reflns_theta_full        70.10
_diffrn_reflns_theta_max         70.10
_diffrn_reflns_theta_min         2.77
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.041
_exptl_absorpt_correction_T_max  0.7915
_exptl_absorpt_correction_T_min  0.4614
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0645 before and 0.0416 after correction.
The Ratio of minimum to maximum transmission is 0.5829.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1916
_exptl_crystal_size_max          0.279
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.086
_refine_diff_density_max         0.811
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         8846
_refine_ls_number_restraints     93
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0566P)^2^+5.5052P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1067
_reflns_number_gt                8018
_reflns_number_total             8846
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja502275w_si_002.cif
_cod_data_source_block           x1312005_0m_p21onc
_cod_depositor_comments          'Adding full bibliography for 4121721.cif.'
_cod_database_code               4121721
_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 planarity
 C36, C37, C41, C38, C40, C39
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
N2: within 1.7A with sigma of 0.004 and sigma for terminal atoms of 0.002
C8A \\sim C9A \\sim C8 \\sim C9 \\sim C6 \\sim C6A \\sim N2 \\sim N3 \\sim C7:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Others
 Fixed Sof: H15A(0.5) H15B(0.5) H7A(0.5) H7B(0.5) C8(0.5) H1WA(0.5) H1WB(0.5)
 C9(0.5) H1XA(0.5) H1XB(0.5) C6(0.5) H1YA(0.5) H1YB(0.5) C6A(0.5) H6AA(0.5)
 H6AB(0.5) C9A(0.5) H9A(0.5) C8A(0.5) H8A(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C7(H15A,H15B), C7(H7A,H7B), C8(H1WA,H1WB), C9(H1XA,
 H1XB), C6(H1YA,H1YB), C6A(H6AA,H6AB)
5.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C32(H32), C31(H31), C18(H18), C24(H24), C19(H19), C20(H20),
 C33(H33), C26(H26), C15(H15), C11(H11), C30(H30), C27(H27), C23(H23), C29(H29),
  C13(H13), C12(H12), C14(H14), C21(H21), C45(H45), C46(H46), C47(H47),
 C42(H42), C43(H43), C44(H44), C40(H40), C37(H37), C39(H39), C41(H41), C38(H38),
  C36(H36), C17(H17), C9A(H9A), C8A(H8A)
5.c Fitted hexagon refined as free rotating group:
 C45(C46,C47,C42,C43,C44)
5.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C)
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