#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:14:00 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178554 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/62/4066234.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_4066234
loop_
_publ_author_name
'Bleeke, John R.'
'Lutes, Bryn L.'
'Lipschutz, Michael'
'Sakellariou-Thompson, Donastas'
'Lee, John Seonghyun'
'Rath, Nigam P.'
_publ_section_title
;
 Synthesis, Structure, Spectroscopy, and Reactivity of
 Oxapentadienyl−Cobalt−Phosphine Complexes†,(1)
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5057
_journal_paper_doi               10.1021/om100361a
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C12 H27 Co F3 O5 P3 S'
_chemical_formula_weight         492.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 107.585(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8592(9)
_cell_length_b                   8.3390(5)
_cell_length_c                   18.0971(11)
_cell_measurement_reflns_used    9830
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.89
_cell_measurement_theta_min      2.36
_cell_volume                     2137.6(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0473
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            137054
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         37.30
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    1.168
_exptl_absorpt_correction_T_max  0.8735
_exptl_absorpt_correction_T_min  0.5801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'sadabs v2008/1'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         11095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0257
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0268P)²+0.5634P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0569
_refine_ls_wR_factor_ref         0.0619
_reflns_number_gt                9131
_reflns_number_total             11095
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om100361a_si_002.cif
_cod_data_source_block           j4510
_cod_depositor_comments
;
The following automatic conversions were performed:

'_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 'no' 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      P2(1)/c
_cod_database_code               4066234
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Co1 Co 0.183150(8) 0.276072(13) 0.956082(6) 0.00881(2) Uani 1 1 d .
S1 S 0.294953(16) -0.34052(3) 0.790761(13) 0.01554(4) Uani 1 1 d .
P1 P 0.328360(15) 0.19846(3) 0.956813(13) 0.01141(4) Uani 1 1 d .
P2 P 0.103651(15) 0.13276(3) 0.855486(12) 0.01015(4) Uani 1 1 d .
P3 P 0.227941(16) 0.43658(3) 1.057297(12) 0.01214(4) Uani 1 1 d .
F1 F 0.40410(6) -0.37667(12) 0.70182(4) 0.0415(2) Uani 1 1 d .
F2 F 0.46070(5) -0.47666(9) 0.81571(4) 0.03005(15) Uani 1 1 d .
F3 F 0.46106(5) -0.22173(10) 0.79973(5) 0.03865(18) Uani 1 1 d .
O1 O 0.10021(8) 0.07729(14) 1.04936(5) 0.0483(3) Uani 1 1 d .
O2 O 0.09749(5) 0.55185(9) 0.86410(4) 0.02123(14) Uani 1 1 d .
O3 O 0.31803(6) -0.31474(11) 0.87306(4) 0.02758(17) Uani 1 1 d .
O4 O 0.25293(5) -0.20400(9) 0.74402(5) 0.02281(14) Uani 1 1 d .
O5 O 0.25292(6) -0.49292(10) 0.76346(6) 0.03109(18) Uani 1 1 d .
C1 C 0.13498(8) 0.15341(13) 1.01270(6) 0.02190(19) Uani 1 1 d .
C2 C 0.13491(6) 0.44455(10) 0.90031(5) 0.01311(13) Uani 1 1 d .
C3 C 0.41090(7) -0.35446(13) 0.77602(6) 0.02123(18) Uani 1 1 d .
C11 C 0.42480(6) 0.34058(12) 0.99124(6) 0.01823(16) Uani 1 1 d .
H11A H 0.4303 0.3719 1.0446 0.027 Uiso 1 1 calc R
H11B H 0.4122 0.4358 0.9580 0.027 Uiso 1 1 calc R
H11C H 0.4839 0.2906 0.9897 0.027 Uiso 1 1 calc R
C12 C 0.37027(7) 0.02526(13) 1.01876(7) 0.02371(19) Uani 1 1 d .
H12A H 0.3329 -0.0692 0.9959 0.036 Uiso 1 1 calc R
H12B H 0.3636 0.0457 1.0702 0.036 Uiso 1 1 calc R
H12C H 0.4368 0.0059 1.0235 0.036 Uiso 1 1 calc R
C13 C 0.34944(7) 0.13708(12) 0.86700(6) 0.01884(16) Uani 1 1 d .
H13A H 0.4165 0.1120 0.8771 0.028 Uiso 1 1 calc R
H13B H 0.3316 0.2244 0.8291 0.028 Uiso 1 1 calc R
H13C H 0.3115 0.0418 0.8464 0.028 Uiso 1 1 calc R
C21 C 0.12249(6) 0.17266(12) 0.76278(5) 0.01681(15) Uani 1 1 d .
H21A H 0.1761 0.1092 0.7584 0.025 Uiso 1 1 calc R
H21B H 0.1358 0.2870 0.7590 0.025 Uiso 1 1 calc R
H21C H 0.0657 0.1434 0.7208 0.025 Uiso 1 1 calc R
C22 C -0.02195(6) 0.16419(11) 0.83487(5) 0.01532(15) Uani 1 1 d .
H22A H -0.0561 0.0957 0.7914 0.023 Uiso 1 1 calc R
H22B H -0.0370 0.2769 0.8212 0.023 Uiso 1 1 calc R
H22C H -0.0408 0.1370 0.8808 0.023 Uiso 1 1 calc R
C23 C 0.11542(7) -0.08258(11) 0.86676(6) 0.01907(17) Uani 1 1 d .
H23A H 0.0762 -0.1351 0.8196 0.029 Uiso 1 1 calc R
H23B H 0.0948 -0.1163 0.9110 0.029 Uiso 1 1 calc R
H23C H 0.1816 -0.1130 0.8759 0.029 Uiso 1 1 calc R
C31 C 0.12600(7) 0.51339(14) 1.08120(6) 0.02129(18) Uani 1 1 d .
H31A H 0.0886 0.4236 1.0910 0.032 Uiso 1 1 calc R
H31B H 0.0872 0.5775 1.0378 0.032 Uiso 1 1 calc R
H31C H 0.1471 0.5806 1.1277 0.032 Uiso 1 1 calc R
C32 C 0.28806(8) 0.62094(12) 1.04818(6) 0.02244(19) Uani 1 1 d .
H32A H 0.2889 0.6926 1.0913 0.034 Uiso 1 1 calc R
H32B H 0.2548 0.6732 0.9990 0.034 Uiso 1 1 calc R
H32C H 0.3530 0.5968 1.0493 0.034 Uiso 1 1 calc R
C33 C 0.29882(7) 0.34961(13) 1.14786(5) 0.01801(16) Uani 1 1 d .
H33A H 0.3594 0.3139 1.1426 0.027 Uiso 1 1 calc R
H33B H 0.2654 0.2578 1.1610 0.027 Uiso 1 1 calc R
H33C H 0.3100 0.4301 1.1891 0.027 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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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
C1 Co1 C2 129.69(5)
C1 Co1 P2 87.39(3)
C2 Co1 P2 86.27(3)
C1 Co1 P3 86.70(3)
C2 Co1 P3 87.71(3)
P2 Co1 P3 165.945(10)
C1 Co1 P1 112.98(4)
C2 Co1 P1 117.32(3)
P2 Co1 P1 97.060(10)
P3 Co1 P1 96.987(10)
O5 S1 O3 115.52(6)
O5 S1 O4 115.48(5)
O3 S1 O4 114.46(5)
O5 S1 C3 103.00(5)
O3 S1 C3 102.73(5)
O4 S1 C3 103.01(5)
C11 P1 C12 102.63(5)
C11 P1 C13 99.14(5)
C12 P1 C13 102.00(5)
C11 P1 Co1 118.02(3)
C12 P1 Co1 112.42(4)
C13 P1 Co1 119.97(3)
C22 P2 C23 103.04(5)
C22 P2 C21 102.75(4)
C23 P2 C21 104.46(5)
C22 P2 Co1 110.78(3)
C23 P2 Co1 115.87(3)
C21 P2 Co1 118.14(3)
C32 P3 C33 104.75(5)
C32 P3 C31 101.10(5)
C33 P3 C31 103.00(5)
C32 P3 Co1 118.27(3)
C33 P3 Co1 117.15(3)
C31 P3 Co1 110.41(3)
O1 C1 Co1 177.11(12)
O2 C2 Co1 175.40(8)
F1 C3 F3 107.81(9)
F1 C3 F2 107.34(9)
F3 C3 F2 107.21(8)
F1 C3 S1 111.70(7)
F3 C3 S1 111.18(8)
F2 C3 S1 111.38(7)
P1 C11 H11A 109.5
P1 C11 H11B 109.5
H11A C11 H11B 109.5
P1 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
P1 C12 H12A 109.5
P1 C12 H12B 109.5
H12A C12 H12B 109.5
P1 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
P1 C13 H13A 109.5
P1 C13 H13B 109.5
H13A C13 H13B 109.5
P1 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
P2 C21 H21A 109.5
P2 C21 H21B 109.5
H21A C21 H21B 109.5
P2 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
P2 C22 H22A 109.5
P2 C22 H22B 109.5
H22A C22 H22B 109.5
P2 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
P2 C23 H23A 109.5
P2 C23 H23B 109.5
H23A C23 H23B 109.5
P2 C23 H23C 109.5
H23A C23 H23C 109.5
H23B C23 H23C 109.5
P3 C31 H31A 109.5
P3 C31 H31B 109.5
H31A C31 H31B 109.5
P3 C31 H31C 109.5
H31A C31 H31C 109.5
H31B C31 H31C 109.5
P3 C32 H32A 109.5
P3 C32 H32B 109.5
H32A C32 H32B 109.5
P3 C32 H32C 109.5
H32A C32 H32C 109.5
H32B C32 H32C 109.5
P3 C33 H33A 109.5
P3 C33 H33B 109.5
H33A C33 H33B 109.5
P3 C33 H33C 109.5
H33A C33 H33C 109.5
H33B C33 H33C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 C1 1.7470(10)
Co1 C2 1.7519(9)
Co1 P2 2.1996(3)
Co1 P3 2.2029(3)
Co1 P1 2.2489(3)
S1 O5 1.4363(9)
S1 O3 1.4400(8)
S1 O4 1.4430(8)
S1 C3 1.8250(10)
P1 C11 1.8185(9)
P1 C12 1.8190(10)
P1 C13 1.8192(10)
P2 C22 1.8084(9)
P2 C23 1.8097(9)
P2 C21 1.8132(9)
P3 C32 1.8105(10)
P3 C33 1.8106(9)
P3 C31 1.8132(10)
F1 C3 1.3289(12)
F2 C3 1.3345(12)
F3 C3 1.3310(13)
O1 C1 1.1475(13)
O2 C2 1.1485(11)
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 H23A 0.9800
C23 H23B 0.9800
C23 H23C 0.9800
C31 H31A 0.9800
C31 H31B 0.9800
C31 H31C 0.9800
C32 H32A 0.9800
C32 H32B 0.9800
C32 H32C 0.9800
C33 H33A 0.9800
C33 H33B 0.9800
C33 H33C 0.9800
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
C1 Co1 P1 C11 -120.90(5)
C2 Co1 P1 C11 59.50(5)
P2 Co1 P1 C11 148.94(4)
P3 Co1 P1 C11 -31.53(4)
C1 Co1 P1 C12 -1.72(6)
C2 Co1 P1 C12 178.68(5)
P2 Co1 P1 C12 -91.88(4)
P3 Co1 P1 C12 87.65(4)
C1 Co1 P1 C13 118.12(5)
C2 Co1 P1 C13 -61.48(5)
P2 Co1 P1 C13 27.96(4)
P3 Co1 P1 C13 -152.51(4)
C1 Co1 P2 C22 67.45(5)
C2 Co1 P2 C22 -62.62(4)
P3 Co1 P2 C22 2.22(6)
P1 Co1 P2 C22 -179.71(3)
C1 Co1 P2 C23 -49.43(6)
C2 Co1 P2 C23 -179.50(5)
P3 Co1 P2 C23 -114.67(5)
P1 Co1 P2 C23 63.41(4)
C1 Co1 P2 C21 -174.48(5)
C2 Co1 P2 C21 55.46(5)
P3 Co1 P2 C21 120.29(5)
P1 Co1 P2 C21 -61.63(4)
C1 Co1 P3 C32 -178.12(6)
C2 Co1 P3 C32 -48.14(5)
P2 Co1 P3 C32 -112.81(6)
P1 Co1 P3 C32 69.12(5)
C1 Co1 P3 C33 54.97(5)
C2 Co1 P3 C33 -175.04(5)
P2 Co1 P3 C33 120.28(5)
P1 Co1 P3 C33 -57.79(4)
C1 Co1 P3 C31 -62.44(6)
C2 Co1 P3 C31 67.54(5)
P2 Co1 P3 C31 2.87(6)
P1 Co1 P3 C31 -175.21(4)
C2 Co1 C1 O1 -7.4(19)
P2 Co1 C1 O1 -90.3(19)
P3 Co1 C1 O1 76.9(19)
P1 Co1 C1 O1 173.1(19)
C1 Co1 C2 O2 -15.9(10)
P2 Co1 C2 O2 67.6(10)
P3 Co1 C2 O2 -99.7(10)
P1 Co1 C2 O2 163.6(10)
O5 S1 C3 F1 60.45(9)
O3 S1 C3 F1 -179.19(8)
O4 S1 C3 F1 -59.98(9)
O5 S1 C3 F3 -179.07(8)
O3 S1 C3 F3 -58.71(9)
O4 S1 C3 F3 60.50(8)
O5 S1 C3 F2 -59.56(9)
O3 S1 C3 F2 60.80(9)
O4 S1 C3 F2 -179.99(7)
