#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/19/2211988.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2211988
loop_
_publ_author_name
'Kirsten, Leo'
'Steyl, Elizabeth'
'Van der Westhuizen, Jan H.'
'Steyl, Gideon'
_publ_section_title
trans-Carbonylchlorobis[(2-naphthyloxy)diphenylphosphine-κP]rhodium(I)
_journal_coeditor_code           YM2041
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m20
_journal_page_last               m22
_journal_paper_doi               10.1107/S1600536806050951
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Rh Cl (C22 H34 O P)2 (C O)]'
_chemical_formula_moiety         'C45 H68 Cl O3 P2 Rh'
_chemical_formula_sum            'C45 H68 Cl O3 P2 Rh'
_chemical_formula_weight         823.02
_chemical_name_systematic
;
trans-Carbonylchlorobis[(2-naphthyloxy)diphenylphosphine-\kP]rhodium(I)
;
_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                109.246(2)
_cell_angle_beta                 107.972(2)
_cell_angle_gamma                99.024(2)
_cell_formula_units_Z            1
_cell_length_a                   9.4304(5)
_cell_length_b                   10.2266(6)
_cell_length_c                   11.0438(10)
_cell_measurement_reflns_used    6172
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.2
_cell_volume                     915.99(11)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT-Plus and XPREP (Bruker 2004)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2006)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type
;
Bruker X8 APEXII 4K Kappa CCD
;
_diffrn_measurement_method       'φ and ω'
_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  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11793
_diffrn_reflns_theta_full        27.0
_diffrn_reflns_theta_max         27.0
_diffrn_reflns_theta_min         2.3
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.669
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.07
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         3982
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.08
_refine_ls_R_factor_all          0.029
_refine_ls_R_factor_gt           0.025
_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)+(0.0215P)²+0.66P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.060
_reflns_number_gt                3695
_reflns_number_total             3982
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ym2041.cif
_cod_data_source_block           I
_cod_database_code               2211988
_cod_database_fobs_code          2211988
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh Rh 0.5000 0.5000 0.5000 0.01141(6) Uani d SD 1 . .
P P 0.47844(5) 0.73195(5) 0.55608(5) 0.01291(10) Uani d . 1 A .
Cl Cl 0.26051(19) 0.42703(19) 0.30760(16) 0.0131(4) Uani d P 0.50 A 1
O O01 0.2082(5) 0.4015(6) 0.2625(5) 0.0137(11) Uani d PD 0.50 A 2
C C01 0.3174(7) 0.4404(9) 0.3509(7) 0.0109(13) Uani d PD 0.50 A 2
O O1 0.46784(15) 0.79469(14) 0.43655(14) 0.0171(3) Uani d . 1 . .
C C11 0.5324(2) 0.7500(2) 0.3374(2) 0.0170(4) Uani d . 1 A .
C C12 0.6685(2) 0.7139(2) 0.3641(2) 0.0173(4) Uani d . 1 . .
H H12 0.7223 0.7148 0.4528 0.021 Uiso calc R 1 A .
C C13 0.7298(2) 0.67492(19) 0.2592(2) 0.0169(4) Uani d . 1 A .
C C14 0.8710(2) 0.6371(2) 0.2823(2) 0.0203(4) Uani d . 1 . .
H H14 0.9280 0.6390 0.3707 0.024 Uiso calc R 1 A .
C C15 0.9262(2) 0.5979(2) 0.1783(2) 0.0227(4) Uani d . 1 A .
H H15 1.0209 0.5723 0.1949 0.027 Uiso calc R 1 . .
C C16 0.8435(2) 0.5954(2) 0.0474(2) 0.0243(4) Uani d . 1 . .
H H16 0.8817 0.5667 -0.0245 0.029 Uiso calc R 1 A .
C C17 0.7081(2) 0.6341(2) 0.0227(2) 0.0240(4) Uani d . 1 A .
H H17 0.6540 0.6333 -0.0659 0.029 Uiso calc R 1 . .
C C18 0.6478(2) 0.6750(2) 0.1273(2) 0.0195(4) Uani d . 1 . .
C C19 0.5075(2) 0.7149(2) 0.1054(2) 0.0229(4) Uani d . 1 A .
H H19 0.4522 0.7161 0.0180 0.027 Uiso calc R 1 . .
C C110 0.4505(2) 0.7517(2) 0.2078(2) 0.0208(4) Uani d . 1 . .
H H110 0.3564 0.7781 0.1916 0.025 Uiso calc R 1 A .
C C21 0.6290(2) 0.87653(19) 0.7107(2) 0.0159(4) Uani d . 1 . .
C C22 0.6263(2) 0.8947(2) 0.8409(2) 0.0258(4) Uani d . 1 A .
H H22 0.5439 0.8340 0.8470 0.031 Uiso calc R 1 . .
C C23 0.7428(3) 1.0005(3) 0.9612(2) 0.0347(5) Uani d . 1 . .
H H23 0.7398 1.0125 1.0493 0.042 Uiso calc R 1 A .
C C24 0.8637(2) 1.0888(2) 0.9528(2) 0.0308(5) Uani d . 1 A .
H H24 0.9439 1.1611 1.0352 0.037 Uiso calc R 1 . .
C C25 0.8676(2) 1.0719(2) 0.8250(2) 0.0268(5) Uani d . 1 . .
H H25 0.9508 1.1322 0.8195 0.032 Uiso calc R 1 A .
C C26 0.7495(2) 0.9663(2) 0.7033(2) 0.0205(4) Uani d . 1 A .
H H26 0.7519 0.9562 0.6153 0.025 Uiso calc R 1 . .
C C31 0.3054(2) 0.7584(2) 0.58727(18) 0.0144(4) Uani d . 1 . .
C C32 0.2235(2) 0.6585(2) 0.6192(2) 0.0187(4) Uani d . 1 A .
H H32 0.2507 0.5717 0.6135 0.022 Uiso calc R 1 . .
C C33 0.1012(2) 0.6855(2) 0.6596(2) 0.0217(4) Uani d . 1 . .
H H33 0.0457 0.6176 0.6825 0.026 Uiso calc R 1 A .
C C34 0.0609(2) 0.8109(2) 0.6664(2) 0.0211(4) Uani d . 1 A .
H H34 -0.0223 0.8293 0.6943 0.025 Uiso calc R 1 . .
C C35 0.1412(2) 0.9104(2) 0.6327(2) 0.0216(4) Uani d . 1 . .
H H35 0.1118 0.9958 0.6359 0.026 Uiso calc R 1 A .
C C36 0.2644(2) 0.8850(2) 0.5943(2) 0.0192(4) Uani d . 1 A .
H H36 0.3207 0.9537 0.5729 0.023 Uiso calc R 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'
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C01 Rh C01 2_666 . 180.0000(10) ?
C01 Rh P 2_666 2_666 88.0(3) ?
C01 Rh P . 2_666 92.0(3) y
C01 Rh P 2_666 . 92.0(3) ?
C01 Rh P . . 88.0(3) ?
P Rh P 2_666 . 180.0 ?
C01 Rh Cl 2_666 2_666 1.2(3) ?
C01 Rh Cl . 2_666 178.8(3) ?
P Rh Cl 2_666 2_666 86.84(5) ?
P Rh Cl . 2_666 93.16(5) y
C01 Rh Cl 2_666 . 178.8(3) ?
C01 Rh Cl . . 1.2(3) ?
P Rh Cl 2_666 . 93.16(5) ?
P Rh Cl . . 86.84(5) ?
Cl Rh Cl 2_666 . 180.0 ?
O1 P C31 . . 100.91(8) ?
O1 P C21 . . 102.75(8) ?
C31 P C21 . . 100.91(8) ?
O1 P Rh . . 115.52(5) ?
C31 P Rh . . 115.73(6) ?
C21 P Rh . . 118.43(6) ?
O01 C01 Rh . . 178.1(10) y
C11 O1 P . . 123.93(12) ?
C12 C11 O1 . . 123.25(17) ?
C12 C11 C110 . . 121.62(17) ?
O1 C11 C110 . . 115.06(17) ?
C11 C12 C13 . . 119.86(18) ?
C11 C12 H12 . . 120.1 ?
C13 C12 H12 . . 120.1 ?
C14 C13 C12 . . 121.87(18) ?
C14 C13 C18 . . 118.95(17) ?
C12 C13 C18 . . 119.18(18) ?
C15 C14 C13 . . 120.58(19) ?
C15 C14 H14 . . 119.7 ?
C13 C14 H14 . . 119.7 ?
C14 C15 C16 . . 120.31(19) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C17 C16 C15 . . 120.46(18) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C16 C17 C18 . . 120.74(19) ?
C16 C17 H17 . . 119.6 ?
C18 C17 H17 . . 119.6 ?
C17 C18 C19 . . 122.37(19) ?
C17 C18 C13 . . 118.94(18) ?
C19 C18 C13 . . 118.68(18) ?
C110 C19 C18 . . 121.15(19) ?
C110 C19 H19 . . 119.4 ?
C18 C19 H19 . . 119.4 ?
C19 C110 C11 . . 119.50(19) ?
C19 C110 H110 . . 120.3 ?
C11 C110 H110 . . 120.3 ?
C26 C21 C22 . . 119.09(18) ?
C26 C21 P . . 121.73(15) ?
C22 C21 P . . 119.15(14) ?
C23 C22 C21 . . 120.5(2) ?
C23 C22 H22 . . 119.7 ?
C21 C22 H22 . . 119.7 ?
C22 C23 C24 . . 120.0(2) ?
C22 C23 H23 . . 120.0 ?
C24 C23 H23 . . 120.0 ?
C25 C24 C23 . . 120.0(2) ?
C25 C24 H24 . . 120.0 ?
C23 C24 H24 . . 120.0 ?
C24 C25 C26 . . 120.3(2) ?
C24 C25 H25 . . 119.9 ?
C26 C25 H25 . . 119.9 ?
C21 C26 C25 . . 120.1(2) ?
C21 C26 H26 . . 119.9 ?
C25 C26 H26 . . 119.9 ?
C32 C31 C36 . . 119.95(17) ?
C32 C31 P . . 119.13(14) ?
C36 C31 P . . 120.55(14) ?
C31 C32 C33 . . 120.02(18) ?
C31 C32 H32 . . 120.0 ?
C33 C32 H32 . . 120.0 ?
C34 C33 C32 . . 119.86(18) ?
C34 C33 H33 . . 120.1 ?
C32 C33 H33 . . 120.1 ?
C33 C34 C35 . . 120.37(18) ?
C33 C34 H34 . . 119.8 ?
C35 C34 H34 . . 119.8 ?
C36 C35 C34 . . 119.92(18) ?
C36 C35 H35 . . 120.0 ?
C34 C35 H35 . . 120.0 ?
C35 C36 C31 . . 119.87(18) ?
C35 C36 H36 . . 120.1 ?
C31 C36 H36 . . 120.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Rh C01 2_666 1.818(6) ?
Rh C01 . 1.818(6) y
Rh P 2_666 2.3048(5) ?
Rh P . 2.3048(5) y
Rh Cl 2_666 2.3743(16) ?
Rh Cl . 2.3743(16) y
P O1 . 1.6314(13) y
P C31 . 1.8102(18) y
P C21 . 1.8165(19) y
O01 C01 . 1.080(6) y
O1 C11 . 1.395(2) ?
C11 C12 . 1.364(3) ?
C11 C110 . 1.408(3) ?
C12 C13 . 1.420(3) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.416(3) ?
C13 C18 . 1.422(3) ?
C14 C15 . 1.373(3) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.404(3) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.370(3) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.412(3) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.419(3) ?
C19 C110 . 1.366(3) ?
C19 H19 . 0.9500 ?
C110 H110 . 0.9500 ?
C21 C26 . 1.386(3) ?
C21 C22 . 1.397(3) ?
C22 C23 . 1.386(3) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.386(3) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.377(3) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.398(3) ?
C25 H25 . 0.9500 ?
C26 H26 . 0.9500 ?
C31 C32 . 1.386(3) ?
C31 C36 . 1.393(3) ?
C32 C33 . 1.393(3) ?
C32 H32 . 0.9500 ?
C33 C34 . 1.380(3) ?
C33 H33 . 0.9500 ?
C34 C35 . 1.390(3) ?
C34 H34 . 0.9500 ?
C35 C36 . 1.387(3) ?
C35 H35 . 0.9500 ?
C36 H36 . 0.9500 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
_geom_torsion_publ_flag
C01 Rh P O1 2_666 121.7(3) ?
C01 Rh P O1 . -58.3(3) ?
Cl Rh P O1 2_666 121.33(7) ?
Cl Rh P O1 . -58.67(7) y
C01 Rh P C31 2_666 -120.8(3) ?
C01 Rh P C31 . 59.2(3) ?
Cl Rh P C31 2_666 -121.11(8) ?
Cl Rh P C31 . 58.89(8) ?
C01 Rh P C21 2_666 -0.8(3) ?
C01 Rh P C21 . 179.2(3) ?
Cl Rh P C21 2_666 -1.12(8) ?
Cl Rh P C21 . 178.88(8) ?
C31 P O1 C11 . -153.13(14) ?
C21 P O1 C11 . 102.91(15) ?
Rh P O1 C11 . -27.55(15) y
P O1 C11 C12 . -35.1(2) ?
P O1 C11 C110 . 147.97(14) ?
O1 C11 C12 C13 . -177.53(16) ?
C110 C11 C12 C13 . -0.8(3) ?
C11 C12 C13 C14 . 179.76(17) ?
C11 C12 C13 C18 . 0.3(3) ?
C12 C13 C14 C15 . 179.07(18) ?
C18 C13 C14 C15 . -1.5(3) ?
C13 C14 C15 C16 . 0.3(3) ?
C14 C15 C16 C17 . 1.0(3) ?
C15 C16 C17 C18 . -1.0(3) ?
C16 C17 C18 C19 . -179.64(19) ?
C16 C17 C18 C13 . -0.3(3) ?
C14 C13 C18 C17 . 1.5(3) ?
C12 C13 C18 C17 . -179.08(17) ?
C14 C13 C18 C19 . -179.13(18) ?
C12 C13 C18 C19 . 0.3(3) ?
C17 C18 C19 C110 . 178.87(19) ?
C13 C18 C19 C110 . -0.5(3) ?
C18 C19 C110 C11 . 0.0(3) ?
C12 C11 C110 C19 . 0.7(3) ?
O1 C11 C110 C19 . 177.61(17) ?
O1 P C21 C26 . -30.05(17) ?
C31 P C21 C26 . -134.00(16) ?
Rh P C21 C26 . 98.61(16) ?
O1 P C21 C22 . 152.10(16) ?
C31 P C21 C22 . 48.15(18) ?
Rh P C21 C22 . -79.23(17) ?
C26 C21 C22 C23 . -0.3(3) ?
P C21 C22 C23 . 177.56(18) ?
C21 C22 C23 C24 . -0.3(4) ?
C22 C23 C24 C25 . 0.3(4) ?
C23 C24 C25 C26 . 0.3(3) ?
C22 C21 C26 C25 . 1.0(3) ?
P C21 C26 C25 . -176.85(15) ?
C24 C25 C26 C21 . -1.0(3) ?
O1 P C31 C32 . 145.36(15) ?
C21 P C31 C32 . -109.22(16) ?
Rh P C31 C32 . 19.92(17) ?
O1 P C31 C36 . -41.64(17) ?
C21 P C31 C36 . 63.78(17) ?
Rh P C31 C36 . -167.08(13) ?
C36 C31 C32 C33 . -0.6(3) ?
P C31 C32 C33 . 172.40(15) ?
C31 C32 C33 C34 . 0.7(3) ?
C32 C33 C34 C35 . 0.2(3) ?
C33 C34 C35 C36 . -1.1(3) ?
C34 C35 C36 C31 . 1.2(3) ?
C32 C31 C36 C35 . -0.3(3) ?
P C31 C36 C35 . -173.23(15) ?
