#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/91/4109108.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_4109108
loop_
_publ_author_name
'Pinjing Zhao'
'Christopher D. Incarvito'
'John F. Hartwig'
_publ_section_title
;
 Directly Observed Transmetalation from Boron to Rhodium. β-Aryl
 Elimination from Rh(I) Arylboronates and Diarylborinates
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1876
_journal_page_last               1877
_journal_paper_doi               10.1021/ja068587q
_journal_volume                  129
_journal_year                    2007
_chemical_formula_sum            'C27.5 H59 B O2 P3 Rh'
_chemical_formula_weight         628.38
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 106.35(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.693(2)
_cell_length_b                   17.341(4)
_cell_length_c                   18.915(4)
_cell_measurement_temperature    173(2)
_cell_volume                     3365.5(13)
_computing_cell_refinement       Denzo
_computing_data_collection       'Nonius Collect'
_computing_data_reduction        Denzo
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0359
_diffrn_reflns_av_sigmaI/netI    0.0611
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13740
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         3.08
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_T_max  0.9061
_exptl_absorpt_correction_T_min  0.8775
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_description       block
_exptl_crystal_F_000             1340
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         8310
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0693
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.252
_refine_ls_shift/su_mean         0.011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0450P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0960
_reflns_number_gt                5896
_reflns_number_total             8310
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja068587qsi20061207_093240.cif
_cod_data_source_block           pz06
_cod_original_cell_volume        3365.6(12)
_cod_original_formula_sum        'C27.50 H59 B O2 P3 Rh'
_cod_database_code               4109108
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.662979(18) 0.310884(10) 0.564083(10) 0.02654(7) Uani 1 1 d . . .
P1 P 0.72562(7) 0.32514(4) 0.45604(4) 0.03294(16) Uani 1 1 d . . .
P2 P 0.54677(6) 0.31793(3) 0.65085(4) 0.03155(15) Uani 1 1 d . . .
P3 P 0.72191(7) 0.18908(3) 0.58295(4) 0.03144(15) Uani 1 1 d . . .
O1 O 0.62031(16) 0.42840(9) 0.54278(10) 0.0331(4) Uani 1 1 d . . .
O2 O 0.6323(2) 0.56441(10) 0.53923(12) 0.0441(5) Uani 1 1 d . . .
H2 H 0.545(3) 0.5628(16) 0.5065(17) 0.058(10) Uiso 1 1 d . . .
B1 B 0.6833(3) 0.49372(17) 0.56663(17) 0.0338(7) Uani 1 1 d . . .
C1 C 0.5887(3) 0.36483(16) 0.38508(15) 0.0416(6) Uani 1 1 d . . .
H1A H 0.5636 0.4147 0.4025 0.050 Uiso 1 1 calc R . .
H1B H 0.6170 0.3751 0.3404 0.050 Uiso 1 1 calc R . .
C2 C 0.4698(3) 0.31239(18) 0.36445(18) 0.0575(9) Uani 1 1 d . . .
H2A H 0.4005 0.3369 0.3258 0.086 Uiso 1 1 calc R . .
H2B H 0.4391 0.3034 0.4079 0.086 Uiso 1 1 calc R . .
H2C H 0.4934 0.2631 0.3464 0.086 Uiso 1 1 calc R . .
C3 C 0.7724(4) 0.24550(17) 0.40419(18) 0.0569(8) Uani 1 1 d . . .
H3A H 0.8504 0.2203 0.4371 0.068 Uiso 1 1 calc R . .
H3B H 0.7012 0.2070 0.3937 0.068 Uiso 1 1 calc R . .
C4 C 0.8018(3) 0.26339(19) 0.33278(17) 0.0593(9) Uani 1 1 d . . .
H4A H 0.8269 0.2159 0.3122 0.089 Uiso 1 1 calc R . .
H4B H 0.8735 0.3006 0.3417 0.089 Uiso 1 1 calc R . .
H4C H 0.7242 0.2853 0.2979 0.089 Uiso 1 1 calc R . .
C5 C 0.8507(3) 0.39760(18) 0.45803(17) 0.0464(7) Uani 1 1 d . . .
H5A H 0.8503 0.4095 0.4068 0.056 Uiso 1 1 calc R . .
H5B H 0.8281 0.4455 0.4801 0.056 Uiso 1 1 calc R . .
C6 C 0.9886(3) 0.3727(2) 0.50155(19) 0.0719(11) Uani 1 1 d . . .
H6A H 1.0504 0.4141 0.5002 0.108 Uiso 1 1 calc R . .
H6B H 1.0128 0.3259 0.4795 0.108 Uiso 1 1 calc R . .
H6C H 0.9907 0.3623 0.5528 0.108 Uiso 1 1 calc R . .
C7 C 0.3984(3) 0.25860(16) 0.62982(16) 0.0435(7) Uani 1 1 d . . .
H7A H 0.4230 0.2036 0.6295 0.052 Uiso 1 1 calc R . .
H7B H 0.3551 0.2657 0.6693 0.052 Uiso 1 1 calc R . .
C8 C 0.3023(3) 0.27859(19) 0.5559(2) 0.0593(9) Uani 1 1 d . . .
H8A H 0.2250 0.2457 0.5477 0.089 Uiso 1 1 calc R . .
H8B H 0.3436 0.2701 0.5164 0.089 Uiso 1 1 calc R . .
H8C H 0.2766 0.3328 0.5560 0.089 Uiso 1 1 calc R . .
C9 C 0.4817(3) 0.41576(15) 0.65586(16) 0.0415(7) Uani 1 1 d . . .
H9A H 0.5565 0.4513 0.6736 0.050 Uiso 1 1 calc R . .
H9B H 0.4343 0.4319 0.6052 0.050 Uiso 1 1 calc R . .
C10 C 0.3904(4) 0.42695(18) 0.7047(2) 0.0659(10) Uani 1 1 d . . .
H10A H 0.3635 0.4811 0.7031 0.099 Uiso 1 1 calc R . .
H10B H 0.4360 0.4127 0.7556 0.099 Uiso 1 1 calc R . .
H10C H 0.3132 0.3942 0.6867 0.099 Uiso 1 1 calc R . .
C11 C 0.6153(3) 0.29541(14) 0.74932(15) 0.0389(6) Uani 1 1 d . . .
H11A H 0.5517 0.3105 0.7760 0.047 Uiso 1 1 calc R . .
H11B H 0.6289 0.2390 0.7551 0.047 Uiso 1 1 calc R . .
C12 C 0.7439(3) 0.33620(18) 0.78396(18) 0.0556(8) Uani 1 1 d . . .
H12A H 0.7760 0.3218 0.8361 0.083 Uiso 1 1 calc R . .
H12B H 0.7306 0.3921 0.7798 0.083 Uiso 1 1 calc R . .
H12C H 0.8079 0.3209 0.7583 0.083 Uiso 1 1 calc R . .
C13 C 0.6433(3) 0.11707(15) 0.51263(16) 0.0445(7) Uani 1 1 d . . .
H13A H 0.6623 0.1303 0.4658 0.053 Uiso 1 1 calc R . .
H13B H 0.6822 0.0659 0.5284 0.053 Uiso 1 1 calc R . .
C14 C 0.4955(3) 0.11136(18) 0.4985(2) 0.0676(10) Uani 1 1 d . . .
H14A H 0.4607 0.0723 0.4606 0.101 Uiso 1 1 calc R . .
H14B H 0.4556 0.1614 0.4816 0.101 Uiso 1 1 calc R . .
H14C H 0.4755 0.0967 0.5441 0.101 Uiso 1 1 calc R . .
C15 C 0.7096(3) 0.14000(14) 0.66741(15) 0.0391(6) Uani 1 1 d . . .
H15A H 0.7576 0.1715 0.7101 0.047 Uiso 1 1 calc R . .
H15B H 0.6168 0.1401 0.6669 0.047 Uiso 1 1 calc R . .
C16 C 0.7600(4) 0.05620(16) 0.68112(19) 0.0618(9) Uani 1 1 d . . .
H16A H 0.7476 0.0375 0.7276 0.093 Uiso 1 1 calc R . .
H16B H 0.8529 0.0548 0.6840 0.093 Uiso 1 1 calc R . .
H16C H 0.7115 0.0233 0.6405 0.093 Uiso 1 1 calc R . .
C17 C 0.8951(3) 0.17109(16) 0.59068(16) 0.0422(7) Uani 1 1 d . . .
H17A H 0.9107 0.1148 0.5936 0.051 Uiso 1 1 calc R . .
H17B H 0.9140 0.1900 0.5454 0.051 Uiso 1 1 calc R . .
C18 C 0.9895(3) 0.20930(19) 0.65712(18) 0.0574(8) Uani 1 1 d . . .
H18A H 1.0792 0.1971 0.6576 0.086 Uiso 1 1 calc R . .
H18B H 0.9731 0.1901 0.7024 0.086 Uiso 1 1 calc R . .
H18C H 0.9768 0.2653 0.6540 0.086 Uiso 1 1 calc R . .
C19 C 0.8193(3) 0.49994(14) 0.62851(15) 0.0368(6) Uani 1 1 d . . .
C20 C 0.8732(3) 0.57120(16) 0.65526(17) 0.0459(7) Uani 1 1 d . . .
H20A H 0.8309 0.6171 0.6335 0.055 Uiso 1 1 calc R . .
C21 C 0.9866(3) 0.57680(18) 0.71262(18) 0.0505(8) Uani 1 1 d . . .
H21A H 1.0201 0.6264 0.7292 0.061 Uiso 1 1 calc R . .
C22 C 1.0520(3) 0.5124(2) 0.74620(18) 0.0533(8) Uani 1 1 d . . .
C23 C 1.0012(3) 0.44134(19) 0.71976(19) 0.0567(8) Uani 1 1 d . . .
H23A H 1.0452 0.3957 0.7411 0.068 Uiso 1 1 calc R . .
C24 C 0.8870(3) 0.43548(16) 0.66259(17) 0.0450(7) Uani 1 1 d . . .
H24A H 0.8541 0.3857 0.6463 0.054 Uiso 1 1 calc R . .
C25 C 1.1741(3) 0.5186(2) 0.8106(2) 0.0802(12) Uani 1 1 d . . .
H25A H 1.2031 0.5724 0.8167 0.120 Uiso 1 1 calc R . .
H25B H 1.2430 0.4865 0.8011 0.120 Uiso 1 1 calc R . .
H25C H 1.1550 0.5008 0.8557 0.120 Uiso 1 1 calc R . .
C26 C 0.0000 0.0000 0.5000 0.141(5) Uani 1 2 d S . .
H26A H -0.0036 -0.0357 0.4607 0.169 Uiso 0.50 1 d PR A .
H26B H -0.0837 0.0247 0.4883 0.169 Uiso 0.50 1 d PR . .
C27 C 0.0988(10) 0.0647(5) 0.4920(5) 0.122(3) Uani 0.70 1 d P A 1
H27A H 0.1018 0.1007 0.5331 0.147 Uiso 0.70 1 calc PR A 1
H27B H 0.1845 0.0386 0.5051 0.147 Uiso 0.70 1 calc PR A 1
C27' C -0.0064(11) 0.0400(6) 0.4439(6) 0.034(2) Uani 0.30 1 d P A 2
H27E H -0.0924 0.0657 0.4311 0.040 Uiso 0.30 1 calc PR A 2
H27F H -0.0084 0.0033 0.4035 0.040 Uiso 0.30 1 calc PR A 2
C28 C 0.1007(5) 0.1067(3) 0.4402(4) 0.125(2) Uani 1 1 d . . .
H28A H 0.1772 0.1405 0.4546 0.188 Uiso 1 1 calc R A 1
H28B H 0.0214 0.1381 0.4264 0.188 Uiso 1 1 calc R A 1
H28C H 0.1053 0.0750 0.3980 0.188 Uiso 1 1 calc R A 1
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'
B B 0.0013 0.0007 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Rh1 P3 175.24(5) . .
O1 Rh1 P2 87.37(5) . .
P3 Rh1 P2 96.97(2) . .
O1 Rh1 P1 80.21(5) . .
P3 Rh1 P1 95.96(2) . .
P2 Rh1 P1 162.60(3) . .
C1 P1 C5 100.79(13) . .
C1 P1 C3 99.99(15) . .
C5 P1 C3 102.67(15) . .
C1 P1 Rh1 108.42(9) . .
C5 P1 Rh1 116.30(10) . .
C3 P1 Rh1 125.03(10) . .
C7 P2 C11 100.01(13) . .
C7 P2 C9 102.15(13) . .
C11 P2 C9 101.04(13) . .
C7 P2 Rh1 114.73(10) . .
C11 P2 Rh1 124.30(9) . .
C9 P2 Rh1 111.64(9) . .
C17 P3 C13 100.74(13) . .
C17 P3 C15 99.67(13) . .
C13 P3 C15 100.53(13) . .
C17 P3 Rh1 114.21(9) . .
C13 P3 Rh1 118.69(10) . .
C15 P3 Rh1 119.66(8) . .
B1 O1 Rh1 134.30(17) . .
H2 O2 B1 115.0(17) . .
O1 B1 O2 121.3(3) . .
O1 B1 C19 125.3(2) . .
O2 B1 C19 113.4(2) . .
C2 C1 P1 113.8(2) . .
C4 C3 P1 118.7(2) . .
C6 C5 P1 113.9(2) . .
C8 C7 P2 112.9(2) . .
C10 C9 P2 117.4(2) . .
C12 C11 P2 113.0(2) . .
C14 C13 P3 114.1(2) . .
C16 C15 P3 118.15(19) . .
C18 C17 P3 114.13(19) . .
C24 C19 C20 115.8(3) . .
C24 C19 B1 122.4(2) . .
C20 C19 B1 121.6(2) . .
C21 C20 C19 121.8(3) . .
C22 C21 C20 121.7(3) . .
C21 C22 C23 117.4(3) . .
C21 C22 C25 121.6(3) . .
C23 C22 C25 121.0(3) . .
C22 C23 C24 121.1(3) . .
C19 C24 C23 122.2(3) . .
C27' C26 C27' 180.000(3) . 3_556
C27' C26 C27 53.4(5) . .
C27' C26 C27 126.6(5) 3_556 .
C27' C26 C27 126.6(5) . 3_556
C27' C26 C27 53.4(5) 3_556 3_556
C27 C26 C27 180.0(8) . 3_556
C28 C27 C26 131.4(9) . .
C26 C27' C28 123.6(9) . .
C27 C28 C27' 51.6(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Rh1 O1 2.1023(16) .
Rh1 P3 2.2043(7) .
Rh1 P2 2.3240(9) .
Rh1 P1 2.3360(8) .
P1 C1 1.820(3) .
P1 C5 1.828(3) .
P1 C3 1.843(3) .
P2 C7 1.839(3) .
P2 C11 1.841(3) .
P2 C9 1.846(2) .
P3 C17 1.843(3) .
P3 C13 1.846(3) .
P3 C15 1.847(3) .
O1 B1 1.330(3) .
O2 H2 0.97(3) .
O2 B1 1.382(3) .
B1 C19 1.593(4) .
C1 C2 1.522(4) .
C3 C4 1.503(4) .
C5 C6 1.535(4) .
C7 C8 1.524(4) .
C9 C10 1.534(4) .
C11 C12 1.521(4) .
C13 C14 1.530(4) .
C15 C16 1.546(4) .
C17 C18 1.524(4) .
C19 C24 1.388(4) .
C19 C20 1.397(4) .
C20 C21 1.384(4) .
C21 C22 1.374(4) .
C22 C23 1.383(4) .
C22 C25 1.518(5) .
C23 C24 1.388(4) .
C26 C27' 1.253(9) .
C26 C27' 1.253(9) 3_556
C26 C27 1.577(11) .
C26 C27 1.577(11) 3_556
C27 C28 1.226(8) .
C27' C28 1.643(12) .
