#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:07:43 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178550 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/57/4065742.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_4065742
loop_
_publ_author_name
'Chaplin, Adrian B.'
'Weller, Andrew S.'
_publ_section_title
;
 C−C Bond Activation of a Cyclopropyl Phosphine: Isolation and
 Reactivity of a Tetrameric Rhodacyclobutane
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              2332
_journal_paper_doi               10.1021/om100105p
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C30 H58 Cl P2 Rh, 0.5(C6 H4 F2)'
_chemical_formula_sum            'C33 H60 Cl F P2 Rh'
_chemical_formula_weight         676.11
_chemical_melting_point          ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 92.2748(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.1059(2)
_cell_length_b                   13.0009(2)
_cell_length_c                   26.4447(4)
_cell_measurement_reflns_used    7788
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      5.097
_cell_volume                     6907.06(16)
_computing_cell_refinement       'Denzo/Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'Denzo/Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0498
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            13500
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         5.13
_exptl_absorpt_coefficient_mu    0.690
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.862
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Denzo/Scalepack (Otwinowski & Minor 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2872
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         7003
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0130P)²+7.0868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0634
_refine_ls_wR_factor_ref         0.0685
_reflns_number_gt                5727
_reflns_number_total             7003
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100105p_si_001.cif
_cod_data_source_block           4b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Monoclinic' changed to 'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4065742
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.135120(8) 0.850908(12) 0.359532(6) 0.02377(6) Uani 1 1 d . . .
P1 P 0.09274(3) 0.72399(4) 0.41258(2) 0.02593(13) Uani 1 1 d . . .
P2 P 0.17545(3) 0.97387(4) 0.30325(2) 0.02497(13) Uani 1 1 d . . .
Cl1 Cl 0.21323(3) 0.91102(5) 0.42607(2) 0.04287(16) Uani 1 1 d . . .
C1 C 0.01973(10) 0.68909(18) 0.37131(9) 0.0317(5) Uani 1 1 d . . .
H1A H 0.0205 0.6150 0.3628 0.038 Uiso 1 1 calc R . .
H1B H -0.0222 0.7046 0.3882 0.038 Uiso 1 1 calc R . .
C2 C 0.02581(11) 0.75500(18) 0.32358(9) 0.0342(5) Uani 1 1 d . . .
H2 H -0.0102 0.7426 0.2971 0.041 Uiso 1 1 calc R . .
C3 C 0.09567(11) 0.75329(18) 0.30352(9) 0.0330(5) Uani 1 1 d . . .
H3A H 0.0978 0.7828 0.2691 0.040 Uiso 1 1 calc R . .
H3B H 0.1160 0.6839 0.3046 0.040 Uiso 1 1 calc R . .
C4 C 0.03511(11) 0.86784(18) 0.33780(10) 0.0356(6) Uani 1 1 d . . .
H4A H 0.0074 0.8892 0.3661 0.043 Uiso 1 1 calc R . .
H4B H 0.0280 0.9148 0.3086 0.043 Uiso 1 1 calc R . .
C5 C 0.14461(11) 0.60365(17) 0.42169(9) 0.0333(5) Uani 1 1 d . . .
C6 C 0.15721(12) 0.55542(19) 0.37001(10) 0.0394(6) Uani 1 1 d . . .
H6A H 0.1828 0.4918 0.3749 0.059 Uiso 1 1 calc R . .
H6B H 0.1823 0.6038 0.3497 0.059 Uiso 1 1 calc R . .
H6C H 0.1145 0.5399 0.3525 0.059 Uiso 1 1 calc R . .
C7 C 0.11183(14) 0.5216(2) 0.45406(11) 0.0502(7) Uani 1 1 d . . .
H7A H 0.0664 0.5087 0.4407 0.075 Uiso 1 1 calc R . .
H7B H 0.1104 0.5459 0.4891 0.075 Uiso 1 1 calc R . .
H7C H 0.1377 0.4578 0.4531 0.075 Uiso 1 1 calc R . .
C8 C 0.21348(13) 0.6331(2) 0.44496(11) 0.0469(7) Uani 1 1 d . . .
H8A H 0.2084 0.6601 0.4792 0.070 Uiso 1 1 calc R . .
H8B H 0.2337 0.6857 0.4240 0.070 Uiso 1 1 calc R . .
H8C H 0.2421 0.5720 0.4465 0.070 Uiso 1 1 calc R . .
C9 C 0.05808(12) 0.7623(2) 0.47547(10) 0.0412(6) Uani 1 1 d . . .
C10 C 0.02554(15) 0.8678(2) 0.46764(12) 0.0556(8) Uani 1 1 d . . .
H10A H 0.0111 0.8940 0.5002 0.083 Uiso 1 1 calc R . .
H10B H -0.0131 0.8613 0.4440 0.083 Uiso 1 1 calc R . .
H10C H 0.0578 0.9155 0.4537 0.083 Uiso 1 1 calc R . .
C11 C 0.00488(15) 0.6876(2) 0.49414(12) 0.0571(8) Uani 1 1 d . . .
H11A H 0.0264 0.6240 0.5062 0.086 Uiso 1 1 calc R . .
H11B H -0.0270 0.6717 0.4662 0.086 Uiso 1 1 calc R . .
H11C H -0.0186 0.7196 0.5219 0.086 Uiso 1 1 calc R . .
C12 C 0.11404(15) 0.7732(2) 0.51673(10) 0.0542(7) Uani 1 1 d . . .
H12A H 0.1489 0.8186 0.5046 0.081 Uiso 1 1 calc R . .
H12B H 0.1331 0.7053 0.5245 0.081 Uiso 1 1 calc R . .
H12C H 0.0958 0.8025 0.5474 0.081 Uiso 1 1 calc R . .
C13 C 0.15205(11) 0.96034(16) 0.23466(8) 0.0285(5) Uani 1 1 d . . .
H13 H 0.1039 0.9408 0.2332 0.034 Uiso 1 1 calc R . .
C14 C 0.15688(12) 1.05674(18) 0.20099(9) 0.0342(5) Uani 1 1 d . . .
H14A H 0.1334 1.1148 0.2167 0.041 Uiso 1 1 calc R . .
H14B H 0.2042 1.0763 0.1982 0.041 Uiso 1 1 calc R . .
C15 C 0.12594(12) 1.0357(2) 0.14834(9) 0.0407(6) Uani 1 1 d . . .
H15A H 0.0775 1.0247 0.1510 0.049 Uiso 1 1 calc R . .
H15B H 0.1322 1.0968 0.1267 0.049 Uiso 1 1 calc R . .
C16 C 0.15606(13) 0.9423(2) 0.12326(10) 0.0446(6) Uani 1 1 d . . .
H16A H 0.1304 0.9269 0.0915 0.053 Uiso 1 1 calc R . .
H16B H 0.2023 0.9583 0.1145 0.053 Uiso 1 1 calc R . .
C17 C 0.15621(12) 0.8481(2) 0.15726(9) 0.0395(6) Uani 1 1 d . . .
H17A H 0.1809 0.7918 0.1412 0.047 Uiso 1 1 calc R . .
H17B H 0.1099 0.8247 0.1612 0.047 Uiso 1 1 calc R . .
C18 C 0.18828(11) 0.87118(18) 0.20933(9) 0.0334(5) Uani 1 1 d . . .
H18A H 0.2357 0.8895 0.2057 0.040 Uiso 1 1 calc R . .
H18B H 0.1864 0.8091 0.2309 0.040 Uiso 1 1 calc R . .
C19 C 0.14979(11) 1.10842(16) 0.31576(9) 0.0277(5) Uani 1 1 d . . .
H19 H 0.1699 1.1527 0.2895 0.033 Uiso 1 1 calc R . .
C20 C 0.07390(11) 1.12006(17) 0.30947(10) 0.0352(5) Uani 1 1 d . . .
H20A H 0.0589 1.0950 0.2756 0.042 Uiso 1 1 calc R . .
H20B H 0.0523 1.0774 0.3351 0.042 Uiso 1 1 calc R . .
C21 C 0.05290(12) 1.23246(19) 0.31551(11) 0.0441(6) Uani 1 1 d . . .
H21A H 0.0714 1.2741 0.2881 0.053 Uiso 1 1 calc R . .
H21B H 0.0038 1.2374 0.3126 0.053 Uiso 1 1 calc R . .
C22 C 0.07737(14) 1.2748(2) 0.36628(11) 0.0507(7) Uani 1 1 d . . .
H22A H 0.0550 1.2382 0.3937 0.061 Uiso 1 1 calc R . .
H22B H 0.0657 1.3486 0.3684 0.061 Uiso 1 1 calc R . .
C23 C 0.15252(13) 1.26224(18) 0.37366(10) 0.0430(6) Uani 1 1 d . . .
H23A H 0.1667 1.2865 0.4079 0.052 Uiso 1 1 calc R . .
H23B H 0.1750 1.3053 0.3486 0.052 Uiso 1 1 calc R . .
C24 C 0.17356(13) 1.14994(17) 0.36742(10) 0.0369(6) Uani 1 1 d . . .
H24A H 0.2227 1.1448 0.3709 0.044 Uiso 1 1 calc R . .
H24B H 0.1545 1.1078 0.3944 0.044 Uiso 1 1 calc R . .
C25 C 0.26729(10) 0.97680(16) 0.31194(9) 0.0291(5) Uani 1 1 d . . .
H25 H 0.2754 1.0006 0.3476 0.035 Uiso 1 1 calc R . .
C26 C 0.30683(11) 1.05248(18) 0.28028(10) 0.0343(5) Uani 1 1 d . . .
H26A H 0.3059 1.0296 0.2446 0.041 Uiso 1 1 calc R . .
H26B H 0.2862 1.1215 0.2815 0.041 Uiso 1 1 calc R . .
C27 C 0.37894(11) 1.05808(19) 0.30092(11) 0.0404(6) Uani 1 1 d . . .
H27A H 0.4046 1.1047 0.2794 0.049 Uiso 1 1 calc R . .
H27B H 0.3799 1.0869 0.3356 0.049 Uiso 1 1 calc R . .
C28 C 0.41157(12) 0.9518(2) 0.30204(12) 0.0484(7) Uani 1 1 d . . .
H28A H 0.4155 0.9267 0.2669 0.058 Uiso 1 1 calc R . .
H28B H 0.4570 0.9573 0.3177 0.058 Uiso 1 1 calc R . .
C29 C 0.37159(12) 0.87519(19) 0.33161(12) 0.0451(7) Uani 1 1 d . . .
H29A H 0.3719 0.8961 0.3676 0.054 Uiso 1 1 calc R . .
H29B H 0.3925 0.8064 0.3297 0.054 Uiso 1 1 calc R . .
C30 C 0.29952(11) 0.86910(17) 0.31066(11) 0.0368(6) Uani 1 1 d . . .
H30A H 0.2740 0.8206 0.3313 0.044 Uiso 1 1 calc R . .
H30B H 0.2987 0.8432 0.2754 0.044 Uiso 1 1 calc R . .
C101 C 0.22623(14) 0.3357(2) 0.52457(10) 0.0465(7) Uani 1 1 d U . .
H101 H 0.2096 0.3940 0.5416 0.056 Uiso 0.75 1 calc PR A 1
F101 F 0.1916(3) 0.4089(5) 0.5520(2) 0.0526(15) Uani 0.25 1 d PU B 2
C102 C 0.19053(14) 0.2456(2) 0.52238(10) 0.0494(7) Uani 1 1 d U B .
H102 H 0.1488 0.2424 0.5379 0.059 Uiso 0.50 1 calc PR C 3
F102 F 0.13252(17) 0.2442(3) 0.54381(14) 0.0778(11) Uani 0.50 1 d PU B 4
C103 C 0.21378(15) 0.1597(2) 0.49821(11) 0.0484(7) Uani 1 1 d U . .
H103 H 0.1885 0.0980 0.4973 0.058 Uiso 0.75 1 calc PR B 5
F103 F 0.1710(4) 0.0856(5) 0.4966(3) 0.0668(19) Uani 0.25 1 d PU B 6
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'
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'
F F 0.0171 0.0103 '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
C4 Rh1 C3 62.07(10) . .
C4 Rh1 P1 82.51(7) . .
C3 Rh1 P1 81.93(7) . .
C4 Rh1 P2 96.15(7) . .
C3 Rh1 P2 95.47(7) . .
P1 Rh1 P2 177.40(2) . .
C4 Rh1 Cl1 138.81(8) . .
C3 Rh1 Cl1 157.48(7) . .
P1 Rh1 Cl1 91.88(2) . .
P2 Rh1 Cl1 90.60(2) . .
C1 P1 C5 107.03(10) . .
C1 P1 C9 105.74(11) . .
C5 P1 C9 109.03(11) . .
C1 P1 Rh1 96.79(7) . .
C5 P1 Rh1 116.51(8) . .
C9 P1 Rh1 119.63(8) . .
C25 P2 C19 103.96(10) . .
C25 P2 C13 109.55(10) . .
C19 P2 C13 101.59(10) . .
C25 P2 Rh1 107.62(7) . .
C19 P2 Rh1 114.99(7) . .
C13 P2 Rh1 118.16(7) . .
C2 C1 P1 105.13(14) . .
C3 C2 C4 89.67(17) . .
C3 C2 C1 112.55(19) . .
C4 C2 C1 110.3(2) . .
C2 C3 Rh1 94.24(15) . .
C2 C4 Rh1 94.25(14) . .
C7 C5 C6 107.6(2) . .
C7 C5 C8 110.4(2) . .
C6 C5 C8 106.2(2) . .
C7 C5 P1 113.56(17) . .
C6 C5 P1 109.55(16) . .
C8 C5 P1 109.15(16) . .
C10 C9 C11 108.0(2) . .
C10 C9 C12 108.0(2) . .
C11 C9 C12 109.1(2) . .
C10 C9 P1 106.68(18) . .
C11 C9 P1 113.57(18) . .
C12 C9 P1 111.20(17) . .
C18 C13 C14 108.62(19) . .
C18 C13 P2 112.93(15) . .
C14 C13 P2 117.76(15) . .
C15 C14 C13 110.36(19) . .
C16 C15 C14 112.7(2) . .
C17 C16 C15 112.1(2) . .
C16 C17 C18 111.5(2) . .
C17 C18 C13 110.53(19) . .
C24 C19 C20 109.65(19) . .
C24 C19 P2 114.38(15) . .
C20 C19 P2 110.82(15) . .
C21 C20 C19 111.09(19) . .
C22 C21 C20 111.0(2) . .
C21 C22 C23 111.1(2) . .
C22 C23 C24 111.4(2) . .
C19 C24 C23 110.82(19) . .
C26 C25 C30 110.03(18) . .
C26 C25 P2 118.76(15) . .
C30 C25 P2 113.32(15) . .
C27 C26 C25 109.87(19) . .
C28 C27 C26 111.3(2) . .
C29 C28 C27 111.6(2) . .
C28 C29 C30 111.1(2) . .
C29 C30 C25 109.68(19) . .
C103 C101 C102 119.1(3) 7_556 .
C103 C101 F101 131.5(4) 7_556 .
C102 C101 F101 109.4(4) . .
F102 C102 C101 117.6(3) . .
F102 C102 C103 120.8(3) . .
C101 C102 C103 121.6(3) . .
F103 C103 C101 127.9(4) . 7_556
F103 C103 C102 112.4(4) . .
C101 C103 C102 119.3(3) 7_556 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Rh1 C4 2.081(2) .
Rh1 C3 2.083(2) .
Rh1 P1 2.3477(6) .
Rh1 P2 2.3504(6) .
Rh1 Cl1 2.4401(6) .
P1 C1 1.850(2) .
P1 C5 1.890(2) .
P1 C9 1.895(2) .
P2 C25 1.852(2) .
P2 C19 1.857(2) .
P2 C13 1.864(2) .
C1 C2 1.534(3) .
C2 C3 1.521(3) .
C2 C4 1.524(3) .
C5 C7 1.533(3) .
C5 C6 1.534(3) .
C5 C8 1.541(3) .
C9 C10 1.530(4) .
C9 C11 1.540(4) .
C9 C12 1.543(4) .
C13 C18 1.537(3) .
C13 C14 1.543(3) .
C14 C15 1.527(3) .
C15 C16 1.521(4) .
C16 C17 1.519(4) .
C17 C18 1.527(3) .
C19 C24 1.528(3) .
C19 C20 1.536(3) .
C20 C21 1.531(3) .
C21 C22 1.515(4) .
C22 C23 1.525(4) .
C23 C24 1.531(3) .
C25 C26 1.534(3) .
C25 C30 1.544(3) .
C26 C27 1.530(3) .
C27 C28 1.529(4) .
C28 C29 1.517(4) .
C29 C30 1.533(3) .
C101 C103 1.371(4) 7_556
C101 C102 1.374(4) .
C101 F101 1.398(7) .
C102 F102 1.317(5) .
C102 C103 1.377(4) .
C103 F103 1.292(7) .
C103 C101 1.371(4) 7_556
