#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:08:12 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178886 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/15/4111508.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_4111508
loop_
_publ_author_name
'Natalie M. Scott'
'Reto Dorta'
'Edwin D. Stevens'
'Andrea Correa'
'Luigi Cavallo'
'Steven P. Nolan'
_publ_section_title
;
 Interaction of a Bulky N-Heterocyclic Carbene Ligand with Rh(I) and
 Ir(I). Double C-H Activation and Isolation of Bare 14-Electron Rh(III)
 and Ir(III) Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3516
_journal_page_last               3526
_journal_paper_doi               10.1021/ja043249f
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C48 H76 F12 N8 O4 P2 Rh2'
_chemical_formula_weight         1324.93
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.3800(10)
_cell_angle_beta                 102.2210(10)
_cell_angle_gamma                103.3720(10)
_cell_formula_units_Z            1
_cell_length_a                   10.2573(5)
_cell_length_b                   11.7090(6)
_cell_length_c                   13.3613(7)
_cell_measurement_reflns_used    11164
_cell_measurement_temperature    396(2)
_cell_measurement_theta_max      30.433
_cell_measurement_theta_min      2.382
_cell_volume                     1430.43(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      396(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0319
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9710
_diffrn_reflns_theta_full        20.00
_diffrn_reflns_theta_max         20.00
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    0.720
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.932585
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      0
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.129
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         2671
_refine_ls_number_restraints     324
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0369
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0284P)²+5.3020P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0868
_reflns_number_gt                2437
_reflns_number_total             2671
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja043249fsi20041109_040055.cif
_cod_data_source_block           nol176m
_cod_database_code               4111508
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 0.53794(5) 0.85512(4) 0.74107(4) 0.01693(19) Uani 1 1 d U
P1 P 0.1579(2) 0.42615(17) 0.77625(16) 0.0429(5) Uani 1 1 d U
F1 F 0.2275(6) 0.5733(4) 0.8185(4) 0.0786(14) Uani 1 1 d U
O1 O 0.5382(5) 0.8838(4) 0.9781(4) 0.0477(13) Uani 1 1 d U
N1 N 0.3195(5) 1.0174(4) 0.7538(3) 0.0193(10) Uani 1 1 d U
C1 C 0.4481(6) 0.9989(5) 0.7616(4) 0.0156(12) Uani 1 1 d U
F2 F 0.0891(4) 0.2782(4) 0.7350(5) 0.0883(16) Uani 1 1 d U
O2 O 0.2894(6) 0.6102(5) 0.6120(5) 0.0756(17) Uani 1 1 d U
N2 N 0.5404(5) 1.1152(4) 0.7977(3) 0.0195(10) Uani 1 1 d U
C2 C 0.3377(6) 1.1449(5) 0.7857(4) 0.0227(13) Uani 1 1 d U
H2 H 0.2667 1.1819 0.7873 0.027 Uiso 1 1 calc R
F3 F 0.2340(6) 0.4102(5) 0.6870(4) 0.1043(18) Uani 1 1 d U
N3 N 0.7398(5) 0.6780(4) 0.7465(3) 0.0208(10) Uani 1 1 d U
C3 C 0.4734(6) 1.2049(5) 0.8133(4) 0.0244(13) Uani 1 1 d U
H3 H 0.5155 1.2912 0.8385 0.029 Uiso 1 1 calc R
F4 F 0.2913(5) 0.4150(4) 0.8555(4) 0.0892(15) Uani 1 1 d U
N4 N 0.6828(4) 0.7273(4) 0.6032(3) 0.0188(10) Uani 1 1 d U
C4 C 0.1800(6) 0.9198(5) 0.7160(5) 0.0264(13) Uani 1 1 d U
F5 F 0.0257(5) 0.4359(5) 0.7002(4) 0.0887(15) Uani 1 1 d U
C5 C 0.1447(6) 0.8466(6) 0.5949(5) 0.0405(17) Uani 1 1 d U
H5A H 0.1317 0.9007 0.5540 0.061 Uiso 1 1 calc R
H5B H 0.0600 0.7780 0.5726 0.061 Uiso 1 1 calc R
H5C H 0.2202 0.8149 0.5817 0.061 Uiso 1 1 calc R
F6 F 0.0850(5) 0.4408(5) 0.8704(4) 0.0921(16) Uani 1 1 d U
C6 C 0.1799(7) 0.8424(6) 0.7896(6) 0.0459(18) Uani 1 1 d U
H6A H 0.2462 0.7972 0.7810 0.069 Uiso 1 1 calc R
H6B H 0.0879 0.7843 0.7703 0.069 Uiso 1 1 calc R
H6C H 0.2056 0.8967 0.8643 0.069 Uiso 1 1 calc R
C7 C 0.0658(7) 0.9842(6) 0.7294(6) 0.0515(19) Uani 1 1 d U
H7A H 0.0846 1.0319 0.8052 0.077 Uiso 1 1 calc R
H7B H -0.0245 0.9217 0.7037 0.077 Uiso 1 1 calc R
H7C H 0.0665 1.0390 0.6878 0.077 Uiso 1 1 calc R
C8 C 0.6939(6) 1.1370(5) 0.8179(5) 0.0300(14) Uani 1 1 d U
C9 C 0.7688(7) 1.2239(7) 0.9339(6) 0.058(2) Uani 1 1 d U
H9A H 0.7435 1.2996 0.9461 0.087 Uiso 1 1 calc R
H9B H 0.8684 1.2436 0.9462 0.087 Uiso 1 1 calc R
H9C H 0.7422 1.1839 0.9833 0.087 Uiso 1 1 calc R
C10 C 0.7404(7) 1.1978(6) 0.7383(6) 0.0479(18) Uani 1 1 d U
H10A H 0.6907 1.1429 0.6647 0.072 Uiso 1 1 calc R
H10B H 0.8394 1.2128 0.7500 0.072 Uiso 1 1 calc R
H10C H 0.7202 1.2758 0.7505 0.072 Uiso 1 1 calc R
C11 C 0.7195(6) 1.0092(5) 0.7979(5) 0.0267(13) Uani 1 1 d U
H11A H 0.7776 1.0099 0.8657 0.032 Uiso 1 1 calc R
H11B H 0.7718 0.9984 0.7451 0.032 Uiso 1 1 calc R
C12 C 0.6634(6) 0.7432(5) 0.7022(4) 0.0185(12) Uani 1 1 d U
C13 C 0.8050(6) 0.6241(5) 0.6724(5) 0.0226(13) Uani 1 1 d U
H13 H 0.8635 0.5758 0.6828 0.027 Uiso 1 1 calc R
C14 C 0.7680(6) 0.6546(5) 0.5834(5) 0.0235(13) Uani 1 1 d U
H14 H 0.7949 0.6310 0.5203 0.028 Uiso 1 1 calc R
C15 C 0.7575(6) 0.6639(5) 0.8572(4) 0.0260(13) Uani 1 1 d U
C16 C 0.8338(6) 0.7919(5) 0.9453(5) 0.0318(15) Uani 1 1 d U
H16A H 0.9246 0.8243 0.9376 0.048 Uiso 1 1 calc R
H16B H 0.8445 0.7841 1.0160 0.048 Uiso 1 1 calc R
H16C H 0.7803 0.8480 0.9380 0.048 Uiso 1 1 calc R
C17 C 0.6133(6) 0.6023(6) 0.8642(5) 0.0327(15) Uani 1 1 d U
H17A H 0.5535 0.6525 0.8531 0.049 Uiso 1 1 calc R
H17B H 0.6224 0.5951 0.9350 0.049 Uiso 1 1 calc R
H17C H 0.5732 0.5205 0.8091 0.049 Uiso 1 1 calc R
C18 C 0.8496(7) 0.5798(6) 0.8687(5) 0.0382(16) Uani 1 1 d U
H18A H 0.8074 0.5001 0.8107 0.057 Uiso 1 1 calc R
H18B H 0.8585 0.5679 0.9378 0.057 Uiso 1 1 calc R
H18C H 0.9409 0.6185 0.8648 0.057 Uiso 1 1 calc R
C19 C 0.6081(6) 0.7760(5) 0.5249(4) 0.0227(13) Uani 1 1 d U
C20 C 0.5100(6) 0.6617(5) 0.4262(5) 0.0327(15) Uani 1 1 d U
H20A H 0.5642 0.6130 0.3947 0.049 Uiso 1 1 calc R
H20B H 0.4611 0.6894 0.3727 0.049 Uiso 1 1 calc R
H20C H 0.4432 0.6112 0.4495 0.049 Uiso 1 1 calc R
C21 C 0.7164(6) 0.8553(6) 0.4890(5) 0.0346(15) Uani 1 1 d U
H21A H 0.7788 0.9254 0.5513 0.052 Uiso 1 1 calc R
H21B H 0.6693 0.8852 0.4364 0.052 Uiso 1 1 calc R
H21C H 0.7690 0.8055 0.4567 0.052 Uiso 1 1 calc R
C22 C 0.5278(8) 0.8552(7) 0.5820(5) 0.0279(14) Uani 1 1 d U
C23 C 0.5431(6) 0.8685(6) 0.8912(5) 0.0292(15) Uani 1 1 d U
C24 C 0.3720(8) 0.6981(7) 0.6666(6) 0.0446(18) Uani 1 1 d U
H22A H 0.438(7) 0.826(6) 0.546(5) 0.04(2) Uiso 1 1 d .
H22B H 0.559(6) 0.947(6) 0.585(5) 0.044(18) Uiso 1 1 d .
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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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
C23 Rh1 C24 96.9(3)
C23 Rh1 C1 87.2(2)
C24 Rh1 C1 103.9(2)
C23 Rh1 C12 104.0(2)
C24 Rh1 C12 87.1(2)
C1 Rh1 C12 163.4(2)
C23 Rh1 C11 90.6(2)
C24 Rh1 C11 171.6(3)
C1 Rh1 C11 80.4(2)
C12 Rh1 C11 87.2(2)
C23 Rh1 C22 175.0(2)
C24 Rh1 C22 85.2(3)
C1 Rh1 C22 87.9(2)
C12 Rh1 C22 80.6(2)
C11 Rh1 C22 87.7(3)
F3 P1 F5 93.3(3)
F3 P1 F6 177.6(3)
F5 P1 F6 89.1(3)
F3 P1 F1 90.5(3)
F5 P1 F1 90.8(3)
F6 P1 F1 90.0(3)
F3 P1 F2 89.7(3)
F5 P1 F2 89.9(3)
F6 P1 F2 89.8(3)
F1 P1 F2 179.3(3)
F3 P1 F4 87.8(3)
F5 P1 F4 178.8(3)
F6 P1 F4 89.8(3)
F1 P1 F4 89.8(3)
F2 P1 F4 89.6(2)
C1 N1 C2 109.0(4)
C1 N1 C4 127.4(4)
C2 N1 C4 123.6(5)
N2 C1 N1 104.7(4)
N2 C1 Rh1 114.8(4)
N1 C1 Rh1 140.4(4)
C1 N2 C3 111.3(4)
C1 N2 C8 122.0(4)
C3 N2 C8 126.7(5)
C3 C2 N1 108.2(5)
C12 N3 C13 109.0(4)
C12 N3 C15 128.2(4)
C13 N3 C15 122.8(4)
C2 C3 N2 106.8(5)
C12 N4 C14 111.8(4)
C12 N4 C19 121.8(4)
C14 N4 C19 126.2(4)
N1 C4 C6 108.7(5)
N1 C4 C5 109.7(5)
C6 C4 C5 115.5(5)
N1 C4 C7 109.2(5)
C6 C4 C7 106.6(5)
C5 C4 C7 106.9(5)
N2 C8 C9 108.8(5)
N2 C8 C10 108.1(5)
C9 C8 C10 109.9(6)
N2 C8 C11 107.7(4)
C9 C8 C11 111.3(5)
C10 C8 C11 110.9(5)
C8 C11 Rh1 115.0(4)
N4 C12 N3 104.9(4)
N4 C12 Rh1 114.7(4)
N3 C12 Rh1 140.4(4)
C14 C13 N3 107.6(5)
C13 C14 N4 106.7(5)
N3 C15 C16 108.8(4)
N3 C15 C17 108.5(4)
C16 C15 C17 113.7(5)
N3 C15 C18 109.0(4)
C16 C15 C18 107.6(5)
C17 C15 C18 109.2(5)
N4 C19 C21 108.5(4)
N4 C19 C22 108.7(4)
C21 C19 C22 110.5(5)
N4 C19 C20 106.9(4)
C21 C19 C20 109.8(5)
C22 C19 C20 112.3(5)
C19 C22 Rh1 114.0(4)
O1 C23 Rh1 173.3(5)
O2 C24 Rh1 168.7(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Rh1 C23 1.956(7)
Rh1 C24 2.017(8)
Rh1 C1 2.079(5)
Rh1 C12 2.079(5)
Rh1 C11 2.092(6)
Rh1 C22 2.106(6)
P1 F3 1.550(5)
P1 F5 1.561(5)
P1 F6 1.584(5)
P1 F1 1.584(4)
P1 F2 1.592(5)
P1 F4 1.600(5)
O1 C23 1.137(7)
N1 C1 1.373(7)
N1 C2 1.388(7)
N1 C4 1.491(7)
C1 N2 1.350(7)
O2 C24 1.105(8)
N2 C3 1.375(7)
N2 C8 1.487(7)
C2 C3 1.324(8)
N3 C12 1.372(7)
N3 C13 1.396(7)
N3 C15 1.512(7)
N4 C12 1.346(7)
N4 C14 1.368(7)
N4 C19 1.485(7)
C4 C6 1.513(8)
C4 C5 1.520(8)
C4 C7 1.547(8)
C8 C9 1.508(9)
C8 C10 1.532(9)
C8 C11 1.539(8)
C13 C14 1.341(8)
C15 C16 1.522(8)
C15 C17 1.522(8)
C15 C18 1.531(8)
C19 C21 1.526(8)
C19 C22 1.530(8)
C19 C20 1.538(8)
