#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:33:38 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178875 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/04/4110488.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4110488
loop_
_publ_author_name
'Pinjing Zhao'
'Christopher D. Incarvito'
'John F. Hartwig'
_publ_section_title
;
 Direct Observation of β-Aryl Eliminations from Rh(I) Alkoxides
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3124
_journal_page_last               3125
_journal_paper_doi               10.1021/ja058550q
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C31 H45 O P2 Rh'
_chemical_formula_weight         598.52
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.67(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.8744(18)
_cell_length_b                   19.153(4)
_cell_length_c                   9.2647(19)
_cell_measurement_temperature    173(2)
_cell_volume                     1491.9(6)
_computing_cell_refinement       Dezno
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        Dezno
_computing_molecular_graphics    XP
_computing_publication_material  XCIF
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0701
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6708
_diffrn_reflns_theta_full        28.36
_diffrn_reflns_theta_max         28.36
_diffrn_reflns_theta_min         2.55
_exptl_absorpt_coefficient_mu    0.701
_exptl_absorpt_correction_T_max  0.9332
_exptl_absorpt_correction_T_min  0.9332
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       block
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.610
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.38(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         6708
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0500P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0877
_refine_ls_wR_factor_ref         0.0948
_reflns_number_gt                5473
_reflns_number_total             6708
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja058550qsi20051216_054741.cif
_cod_data_source_block           pz08
_cod_original_cell_volume        1491.8(5)
_cod_database_code               4110488
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Rh1 Rh 0.65598(3) 0.200239(18) 0.45126(3) 0.02241(9) Uani 1 1 d .
P1 P 0.54985(13) 0.23497(6) 0.21036(12) 0.0268(2) Uani 1 1 d .
P2 P 0.72168(14) 0.30537(6) 0.55348(14) 0.0286(3) Uani 1 1 d .
O1 O 0.7227(3) 0.16006(15) 0.6699(3) 0.0280(7) Uani 1 1 d .
C1 C 0.6658(5) 0.2226(3) 0.0796(5) 0.0398(12) Uani 1 1 d .
H1A H 0.6820 0.1721 0.0682 0.048 Uiso 1 1 calc R
H1B H 0.6045 0.2413 -0.0220 0.048 Uiso 1 1 calc R
C2 C 0.8262(6) 0.2585(4) 0.1346(6) 0.0584(17) Uani 1 1 d .
H2A H 0.8832 0.2505 0.0613 0.088 Uiso 1 1 calc R
H2B H 0.8883 0.2396 0.2341 0.088 Uiso 1 1 calc R
H2C H 0.8109 0.3088 0.1439 0.088 Uiso 1 1 calc R
C3 C 0.4775(6) 0.3252(2) 0.1716(5) 0.0352(11) Uani 1 1 d .
H3A H 0.3942 0.3324 0.2202 0.042 Uiso 1 1 calc R
H3B H 0.5667 0.3569 0.2231 0.042 Uiso 1 1 calc R
C4 C 0.4095(8) 0.3483(3) 0.0060(6) 0.0606(17) Uani 1 1 d .
H4A H 0.3769 0.3973 0.0020 0.091 Uiso 1 1 calc R
H4B H 0.3172 0.3193 -0.0464 0.091 Uiso 1 1 calc R
H4C H 0.4909 0.3431 -0.0441 0.091 Uiso 1 1 calc R
C5 C 0.3697(5) 0.1866(3) 0.1079(6) 0.0414(13) Uani 1 1 d .
H5A H 0.3255 0.2062 0.0040 0.050 Uiso 1 1 calc R
H5B H 0.3990 0.1374 0.0975 0.050 Uiso 1 1 calc R
C6 C 0.2410(5) 0.1879(4) 0.1837(6) 0.0605(19) Uani 1 1 d .
H6A H 0.1489 0.1609 0.1224 0.091 Uiso 1 1 calc R
H6B H 0.2087 0.2363 0.1919 0.091 Uiso 1 1 calc R
H6C H 0.2824 0.1674 0.2858 0.091 Uiso 1 1 calc R
C7 C 0.8533(7) 0.3608(3) 0.4848(6) 0.0503(14) Uani 1 1 d .
H7A H 0.9486 0.3333 0.4874 0.060 Uiso 1 1 calc R
H7B H 0.7973 0.3731 0.3771 0.060 Uiso 1 1 calc R
C8 C 0.9089(9) 0.4295(3) 0.5761(7) 0.074(2) Uani 1 1 d .
H8A H 0.9786 0.4554 0.5318 0.111 Uiso 1 1 calc R
H8B H 0.9671 0.4182 0.6826 0.111 Uiso 1 1 calc R
H8C H 0.8159 0.4582 0.5714 0.111 Uiso 1 1 calc R
C9 C 0.5640(7) 0.3668(3) 0.5587(6) 0.0496(14) Uani 1 1 d .
H9A H 0.6102 0.4025 0.6378 0.059 Uiso 1 1 calc R
H9B H 0.5242 0.3911 0.4593 0.059 Uiso 1 1 calc R
C10 C 0.4259(7) 0.3325(3) 0.5916(7) 0.0547(16) Uani 1 1 d .
H10A H 0.3470 0.3680 0.5935 0.082 Uiso 1 1 calc R
H10B H 0.4637 0.3091 0.6908 0.082 Uiso 1 1 calc R
H10C H 0.3772 0.2981 0.5121 0.082 Uiso 1 1 calc R
C11 C 0.8303(6) 0.2969(3) 0.7550(6) 0.0477(13) Uani 1 1 d .
H11A H 0.8434 0.3437 0.8026 0.057 Uiso 1 1 calc R
H11B H 0.7672 0.2681 0.8034 0.057 Uiso 1 1 calc R
C12 C 0.9925(6) 0.2639(4) 0.7856(6) 0.0591(16) Uani 1 1 d .
H12A H 1.0458 0.2608 0.8958 0.089 Uiso 1 1 calc R
H12B H 1.0565 0.2926 0.7397 0.089 Uiso 1 1 calc R
H12C H 0.9803 0.2170 0.7410 0.089 Uiso 1 1 calc R
C13 C 0.6666(5) 0.0910(2) 0.6422(5) 0.0252(9) Uani 1 1 d .
C14 C 0.6471(5) 0.0781(2) 0.4718(5) 0.0269(10) Uani 1 1 d .
C15 C 0.7793(6) 0.0919(2) 0.4233(5) 0.0314(10) Uani 1 1 d .
H15A H 0.8675 0.1167 0.4888 0.038 Uiso 1 1 calc R
C16 C 0.7834(6) 0.0699(3) 0.2815(5) 0.0372(11) Uani 1 1 d .
H16A H 0.8750 0.0783 0.2522 0.045 Uiso 1 1 calc R
C17 C 0.6536(7) 0.0357(3) 0.1834(6) 0.0464(13) Uani 1 1 d .
H17A H 0.6548 0.0215 0.0856 0.056 Uiso 1 1 calc R
C18 C 0.5228(7) 0.0224(3) 0.2278(6) 0.0456(13) Uani 1 1 d .
H18A H 0.4349 -0.0020 0.1606 0.055 Uiso 1 1 calc R
C19 C 0.5166(5) 0.0437(2) 0.3677(5) 0.0323(10) Uani 1 1 d .
H19A H 0.4235 0.0350 0.3945 0.039 Uiso 1 1 calc R
C20 C 0.7884(5) 0.0402(2) 0.7421(5) 0.0291(10) Uani 1 1 d .
C21 C 0.8098(5) -0.0269(2) 0.6933(6) 0.0354(11) Uani 1 1 d .
H21A H 0.7502 -0.0419 0.5936 0.042 Uiso 1 1 calc R
C22 C 0.9193(6) -0.0718(3) 0.7917(6) 0.0443(13) Uani 1 1 d .
H22A H 0.9339 -0.1174 0.7583 0.053 Uiso 1 1 calc R
C23 C 1.0058(6) -0.0510(3) 0.9353(6) 0.0496(14) Uani 1 1 d .
H23A H 1.0798 -0.0821 1.0013 0.059 Uiso 1 1 calc R
C24 C 0.9852(6) 0.0153(3) 0.9844(6) 0.0433(13) Uani 1 1 d .
H24A H 1.0456 0.0299 1.0841 0.052 Uiso 1 1 calc R
C25 C 0.8770(6) 0.0605(3) 0.8887(5) 0.0357(11) Uani 1 1 d .
H25A H 0.8631 0.1060 0.9236 0.043 Uiso 1 1 calc R
C26 C 0.5074(6) 0.0835(2) 0.6719(5) 0.0305(10) Uani 1 1 d .
C27 C 0.4685(5) 0.0268(3) 0.7467(5) 0.0349(11) Uani 1 1 d .
H27A H 0.5421 -0.0105 0.7799 0.042 Uiso 1 1 calc R
C28 C 0.3233(6) 0.0239(3) 0.7735(5) 0.0422(12) Uani 1 1 d .
H28A H 0.2985 -0.0151 0.8252 0.051 Uiso 1 1 calc R
C29 C 0.2153(6) 0.0773(3) 0.7255(6) 0.0516(15) Uani 1 1 d .
H29A H 0.1168 0.0756 0.7454 0.062 Uiso 1 1 calc R
C30 C 0.2498(6) 0.1324(3) 0.6496(7) 0.0543(15) Uani 1 1 d .
H30A H 0.1740 0.1687 0.6140 0.065 Uiso 1 1 calc R
C31 C 0.3948(5) 0.1360(3) 0.6237(6) 0.0439(12) Uani 1 1 d .
H31A H 0.4177 0.1753 0.5717 0.053 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 Rh1 P2 88.05(9)
O1 Rh1 P1 171.38(8)
P2 Rh1 P1 97.21(5)
O1 Rh1 C14 63.70(14)
P2 Rh1 C14 151.45(12)
P1 Rh1 C14 111.34(11)
O1 Rh1 C15 77.68(13)
P2 Rh1 C15 139.77(12)
P1 Rh1 C15 102.19(11)
C14 Rh1 C15 34.51(14)
C5 P1 C1 100.0(2)
C5 P1 C3 100.5(2)
C1 P1 C3 103.1(2)
C5 P1 Rh1 112.81(16)
C1 P1 Rh1 118.40(16)
C3 P1 Rh1 119.04(16)
C11 P2 C7 102.8(3)
C11 P2 C9 100.9(3)
C7 P2 C9 102.3(3)
C11 P2 Rh1 109.75(19)
C7 P2 Rh1 119.04(19)
C9 P2 Rh1 119.51(19)
C13 O1 Rh1 101.4(2)
C2 C1 P1 112.6(3)
C4 C3 P1 118.0(4)
C6 C5 P1 114.3(4)
C8 C7 P2 115.2(4)
C10 C9 P2 113.6(4)
C12 C11 P2 113.0(4)
O1 C13 C20 110.3(3)
O1 C13 C26 110.4(3)
C20 C13 C26 110.2(3)
O1 C13 C14 104.7(3)
C20 C13 C14 110.0(3)
C26 C13 C14 111.1(3)
C15 C14 C19 117.0(4)
C15 C14 C13 117.5(4)
C19 C14 C13 124.7(4)
C15 C14 Rh1 74.6(2)
C19 C14 Rh1 116.9(3)
C13 C14 Rh1 85.9(2)
C16 C15 C14 121.4(4)
C16 C15 Rh1 121.0(3)
C14 C15 Rh1 70.9(2)
C17 C16 C15 119.7(4)
C18 C17 C16 119.9(5)
C19 C18 C17 121.3(5)
C18 C19 C14 120.7(4)
C25 C20 C21 118.8(4)
C25 C20 C13 118.9(4)
C21 C20 C13 122.3(4)
C20 C21 C22 119.6(5)
C23 C22 C21 120.9(5)
C22 C23 C24 119.8(5)
C23 C24 C25 120.2(5)
C24 C25 C20 120.7(5)
C31 C26 C27 117.3(4)
C31 C26 C13 119.0(4)
C27 C26 C13 123.7(4)
C26 C27 C28 120.8(5)
C29 C28 C27 120.3(5)
C30 C29 C28 119.8(5)
C29 C30 C31 120.3(5)
C30 C31 C26 121.5(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Rh1 O1 2.069(3)
Rh1 P2 2.2220(12)
Rh1 P1 2.2282(13)
Rh1 C14 2.350(4)
Rh1 C15 2.398(4)
P1 C5 1.829(5)
P1 C1 1.839(4)
P1 C3 1.839(5)
P2 C11 1.813(5)
P2 C7 1.837(5)
P2 C9 1.841(5)
O1 C13 1.407(5)
C1 C2 1.515(7)
C3 C4 1.523(7)
C5 C6 1.521(6)
C7 C8 1.557(8)
C9 C10 1.505(8)
C11 C12 1.513(8)
C13 C20 1.528(6)
C13 C26 1.530(6)
C13 C14 1.552(6)
C14 C15 1.409(6)
C14 C19 1.411(6)
C15 C16 1.391(6)
C16 C17 1.382(7)
C17 C18 1.374(7)
C18 C19 1.376(7)
C20 C25 1.389(7)
C20 C21 1.395(6)
C21 C22 1.396(7)
C22 C23 1.365(8)
C23 C24 1.380(8)
C24 C25 1.383(7)
C26 C31 1.387(7)
C26 C27 1.390(6)
C27 C28 1.389(6)
C28 C29 1.374(8)
C29 C30 1.357(8)
C30 C31 1.384(6)
