#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/10/08/1100839.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_1100839
loop_
_publ_author_name
'Schaefer, Carsten'
'Werz, Daniel B.'
'Staeb, Tobias H.'
'Gleiter, Rolf'
'Rominger, Frank'
_publ_section_title
;
CpCo-Stabilized Cyclopentadienones from Cyclobutadiene Complexes: 
Experimental and Theoretical Investigations
;
_journal_issue                   9
_journal_name_full               Organometallics
_journal_page_first              2016
_journal_page_last               2113
_journal_paper_doi               10.1021/om050048r
_journal_volume                  24
_journal_year                    2005
_chemical_formula_sum            'C35 H27 Co O2 S4'
_chemical_formula_weight         666.74
_chemical_name_common            in_paper_30
_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                93.5300(10)
_cell_angle_beta                 93.9120(10)
_cell_angle_gamma                102.0420(10)
_cell_formula_units_Z            2
_cell_length_a                   10.3437(6)
_cell_length_b                   10.4068(6)
_cell_length_c                   14.8969(9)
_cell_measurement_reflns_used    6753
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.34
_cell_volume                     1559.90(16)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16316
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.01
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  0.8832
_exptl_absorpt_correction_T_min  0.7788
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-38.'
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.483
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         7629
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0557P)²+0.2878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0972
_refine_ls_wR_factor_ref         0.1046
_reflns_number_gt                6124
_reflns_number_total             7629
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             4060513
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1100839
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.10465(5) 0.07202(5) 0.77770(4) 0.06182(15) Uani 1 1 d . . .
Co1 Co 0.40046(2) 0.23139(2) 0.851459(16) 0.04229(8) Uani 1 1 d . . .
S2 S 0.40079(6) 0.19908(6) 0.63217(4) 0.06269(15) Uani 1 1 d . . .
S3 S 0.49507(5) 0.52664(5) 0.78883(4) 0.05730(14) Uani 1 1 d . . .
S4 S 0.19994(6) 0.39685(6) 0.93541(4) 0.06094(15) Uani 1 1 d . . .
O1 O 0.2895(2) 0.1519(2) 1.09060(12) 0.0836(5) Uani 1 1 d . . .
O2 O 0.23317(16) -0.02770(17) 0.99450(11) 0.0670(4) Uani 1 1 d . . .
C1 C 0.22882(17) 0.21343(18) 0.78230(13) 0.0434(4) Uani 1 1 d . . .
C2 C 0.33904(18) 0.26011(18) 0.72821(12) 0.0434(4) Uani 1 1 d . . .
C3 C 0.37439(18) 0.38264(17) 0.78617(13) 0.0444(4) Uani 1 1 d . . .
C4 C 0.26394(18) 0.33612(18) 0.84017(12) 0.0436(4) Uani 1 1 d . . .
C11 C 0.41334(19) 0.13203(19) 0.96492(13) 0.0478(4) Uani 1 1 d . . .
C12 C 0.4473(2) 0.0593(2) 0.88978(14) 0.0516(5) Uani 1 1 d . . .
H12 H 0.4044 -0.0253 0.8671 0.062 Uiso 1 1 calc R . .
C13 C 0.5583(2) 0.1388(3) 0.85568(17) 0.0649(6) Uani 1 1 d . . .
H13 H 0.6017 0.1155 0.8065 0.078 Uiso 1 1 calc R . .
C14 C 0.5918(2) 0.2594(3) 0.90897(18) 0.0688(7) Uani 1 1 d . . .
H14 H 0.6612 0.3293 0.9008 0.083 Uiso 1 1 calc R . .
C15 C 0.5033(2) 0.2566(2) 0.97657(15) 0.0595(5) Uani 1 1 d . . .
H15 H 0.5034 0.3238 1.0208 0.071 Uiso 1 1 calc R . .
C16 C 0.3059(2) 0.0894(2) 1.02364(14) 0.0550(5) Uani 1 1 d . . .
C17 C 0.1287(3) -0.0813(3) 1.0498(2) 0.0911(9) Uani 1 1 d . . .
H17A H 0.1669 -0.1032 1.1059 0.137 Uiso 1 1 calc R . .
H17B H 0.0734 -0.1591 1.0188 0.137 Uiso 1 1 calc R . .
H17C H 0.0762 -0.0171 1.0616 0.137 Uiso 1 1 calc R . .
C21 C -0.03057(19) 0.1176(2) 0.71805(14) 0.0553(5) Uani 1 1 d . . .
C22 C -0.0362(3) 0.2437(3) 0.7025(2) 0.0830(8) Uani 1 1 d . . .
H22 H 0.0344 0.3128 0.7229 0.100 Uiso 1 1 calc R . .
C23 C -0.1480(4) 0.2684(4) 0.6560(3) 0.1155(13) Uani 1 1 d . . .
H23 H -0.1527 0.3547 0.6459 0.139 Uiso 1 1 calc R . .
C24 C -0.2505(3) 0.1683(6) 0.6252(2) 0.1256(18) Uani 1 1 d . . .
H24 H -0.3248 0.1855 0.5935 0.151 Uiso 1 1 calc R . .
C25 C -0.2440(3) 0.0443(6) 0.6409(3) 0.1331(18) Uani 1 1 d . . .
H25 H -0.3141 -0.0245 0.6195 0.160 Uiso 1 1 calc R . .
C26 C -0.1365(3) 0.0178(4) 0.6874(2) 0.0958(10) Uani 1 1 d . . .
H26 H -0.1344 -0.0687 0.6986 0.115 Uiso 1 1 calc R . .
C31 C 0.3038(2) 0.2526(2) 0.54480(14) 0.0594(5) Uani 1 1 d . . .
C32 C 0.3652(3) 0.3369(3) 0.48559(19) 0.0852(8) Uani 1 1 d . . .
H32 H 0.4569 0.3658 0.4909 0.102 Uiso 1 1 calc R . .
C33 C 0.2874(6) 0.3783(4) 0.4173(2) 0.1178(14) Uani 1 1 d . . .
H33 H 0.3276 0.4337 0.3758 0.141 Uiso 1 1 calc R . .
C34 C 0.1553(5) 0.3385(5) 0.4114(2) 0.1282(17) Uani 1 1 d . . .
H34 H 0.1045 0.3688 0.3668 0.154 Uiso 1 1 calc R . .
C35 C 0.0955(4) 0.2564(5) 0.4681(3) 0.1292(16) Uani 1 1 d . . .
H35 H 0.0035 0.2301 0.4630 0.155 Uiso 1 1 calc R . .
C36 C 0.1694(3) 0.2099(4) 0.5349(2) 0.0946(9) Uani 1 1 d . . .
H36 H 0.1275 0.1497 0.5729 0.114 Uiso 1 1 calc R . .
C41 C 0.4157(2) 0.62553(19) 0.72001(13) 0.0502(4) Uani 1 1 d . . .
C42 C 0.4686(3) 0.7590(2) 0.72910(17) 0.0661(6) Uani 1 1 d . . .
H42 H 0.5427 0.7931 0.7690 0.079 Uiso 1 1 calc R . .
C43 C 0.4102(3) 0.8420(2) 0.6782(2) 0.0805(8) Uani 1 1 d . . .
H43 H 0.4453 0.9322 0.6844 0.097 Uiso 1 1 calc R . .
C44 C 0.3021(3) 0.7931(3) 0.6191(2) 0.0843(8) Uani 1 1 d . . .
H44 H 0.2637 0.8496 0.5853 0.101 Uiso 1 1 calc R . .
C45 C 0.2503(3) 0.6603(3) 0.60991(19) 0.0805(8) Uani 1 1 d . . .
H45 H 0.1767 0.6265 0.5695 0.097 Uiso 1 1 calc R . .
C46 C 0.3070(2) 0.5760(2) 0.66030(16) 0.0649(6) Uani 1 1 d . . .
H46 H 0.2715 0.4858 0.6538 0.078 Uiso 1 1 calc R . .
C51 C 0.1068(2) 0.5071(2) 0.88898(13) 0.0510(4) Uani 1 1 d . . .
C52 C -0.0293(2) 0.4722(3) 0.87934(19) 0.0719(7) Uani 1 1 d . . .
H52 H -0.0729 0.3888 0.8925 0.086 Uiso 1 1 calc R . .
C53 C -0.1008(3) 0.5622(3) 0.8499(2) 0.0841(8) Uani 1 1 d . . .
H53 H -0.1930 0.5398 0.8443 0.101 Uiso 1 1 calc R . .
C54 C -0.0370(3) 0.6827(3) 0.82926(18) 0.0809(8) Uani 1 1 d . . .
H54 H -0.0858 0.7426 0.8092 0.097 Uiso 1 1 calc R . .
C55 C 0.0973(3) 0.7168(3) 0.8377(2) 0.0857(8) Uani 1 1 d . . .
H55 H 0.1401 0.7992 0.8222 0.103 Uiso 1 1 calc R . .
C56 C 0.1706(3) 0.6303(2) 0.86880(18) 0.0685(6) Uani 1 1 d . . .
H56 H 0.2627 0.6549 0.8762 0.082 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C21 103.08(9) . . ?
C3 Co1 C1 63.48(7) . . ?
C3 Co1 C4 43.75(7) . . ?
C1 Co1 C4 43.77(8) . . ?
C3 Co1 C2 43.75(8) . . ?
C1 Co1 C2 43.67(7) . . ?
C4 Co1 C2 63.67(8) . . ?
C3 Co1 C11 153.94(8) . . ?
C1 Co1 C11 119.85(8) . . ?
C4 Co1 C11 118.18(8) . . ?
C2 Co1 C11 157.16(8) . . ?
C3 Co1 C12 165.23(8) . . ?
C1 Co1 C12 115.96(8) . . ?
C4 Co1 C12 146.72(8) . . ?
C2 Co1 C12 124.55(8) . . ?
C11 Co1 C12 40.46(8) . . ?
C3 Co1 C15 121.16(9) . . ?
C1 Co1 C15 147.08(9) . . ?
C4 Co1 C15 113.77(9) . . ?
C2 Co1 C15 162.19(9) . . ?
C11 Co1 C15 40.58(8) . . ?
C12 Co1 C15 68.13(9) . . ?
C3 Co1 C14 111.28(9) . . ?
C1 Co1 C14 172.39(9) . . ?
C4 Co1 C14 136.69(10) . . ?
C2 Co1 C14 128.72(9) . . ?
C11 Co1 C14 67.40(9) . . ?
C12 Co1 C14 67.54(9) . . ?
C15 Co1 C14 39.92(10) . . ?
C3 Co1 C13 129.47(9) . . ?
C1 Co1 C13 138.30(10) . . ?
C4 Co1 C13 173.09(9) . . ?
C2 Co1 C13 112.89(9) . . ?
C11 Co1 C13 67.49(8) . . ?
C12 Co1 C13 40.16(9) . . ?
C15 Co1 C13 67.48(10) . . ?
C14 Co1 C13 39.99(11) . . ?
C2 S2 C31 101.49(9) . . ?
C3 S3 C41 102.14(9) . . ?
C4 S4 C51 102.15(9) . . ?
C16 O2 C17 115.8(2) . . ?
C2 C1 C4 90.28(14) . . ?
C2 C1 S1 134.74(15) . . ?
C4 C1 S1 134.97(15) . . ?
C2 C1 Co1 68.30(10) . . ?
C4 C1 Co1 68.17(10) . . ?
S1 C1 Co1 122.76(9) . . ?
C1 C2 C3 89.75(15) . . ?
C1 C2 S2 135.58(15) . . ?
C3 C2 S2 134.64(14) . . ?
C1 C2 Co1 68.03(10) . . ?
C3 C2 Co1 67.89(10) . . ?
S2 C2 Co1 123.32(9) . . ?
C4 C3 C2 90.27(14) . . ?
C4 C3 S3 134.51(15) . . ?
C2 C3 S3 135.20(15) . . ?
C4 C3 Co1 68.28(9) . . ?
C2 C3 Co1 68.36(9) . . ?
S3 C3 Co1 122.58(10) . . ?
C3 C4 C1 89.70(15) . . ?
C3 C4 S4 136.07(15) . . ?
C1 C4 S4 134.21(14) . . ?
C3 C4 Co1 67.97(9) . . ?
C1 C4 Co1 68.06(10) . . ?
S4 C4 Co1 121.02(9) . . ?
C12 C11 C15 108.30(19) . . ?
C12 C11 C16 127.52(19) . . ?
C15 C11 C16 124.2(2) . . ?
C12 C11 Co1 70.08(10) . . ?
C15 C11 Co1 70.08(11) . . ?
C16 C11 Co1 126.26(13) . . ?
C13 C12 C11 107.4(2) . . ?
C13 C12 Co1 70.19(12) . . ?
C11 C12 Co1 69.46(10) . . ?
C14 C13 C12 108.2(2) . . ?
C14 C13 Co1 69.88(13) . . ?
C12 C13 Co1 69.65(11) . . ?
C15 C14 C13 108.8(2) . . ?
C15 C14 Co1 69.96(12) . . ?
C13 C14 Co1 70.13(12) . . ?
C14 C15 C11 107.3(2) . . ?
C14 C15 Co1 70.12(13) . . ?
C11 C15 Co1 69.33(11) . . ?
O1 C16 O2 124.6(2) . . ?
O1 C16 C11 124.0(2) . . ?
O2 C16 C11 111.37(18) . . ?
C22 C21 C26 119.0(3) . . ?
C22 C21 S1 124.17(18) . . ?
C26 C21 S1 116.9(2) . . ?
C21 C22 C23 119.4(3) . . ?
C24 C23 C22 120.7(4) . . ?
C25 C24 C23 119.5(3) . . ?
C24 C25 C26 120.9(4) . . ?
C25 C26 C21 120.6(4) . . ?
C36 C31 C32 119.5(3) . . ?
C36 C31 S2 120.9(2) . . ?
C32 C31 S2 119.6(2) . . ?
C31 C32 C33 118.9(3) . . ?
C34 C33 C32 120.2(3) . . ?
C35 C34 C33 121.2(3) . . ?
C34 C35 C36 120.4(4) . . ?
C31 C36 C35 119.8(3) . . ?
C46 C41 C42 119.90(19) . . ?
C46 C41 S3 123.69(16) . . ?
C42 C41 S3 116.41(17) . . ?
C41 C42 C43 119.3(2) . . ?
C44 C43 C42 120.9(2) . . ?
C43 C44 C45 119.6(2) . . ?
C44 C45 C46 120.4(2) . . ?
C41 C46 C45 119.9(2) . . ?
C52 C51 C56 120.0(2) . . ?
C52 C51 S4 119.81(17) . . ?
C56 C51 S4 120.07(17) . . ?
C51 C52 C53 119.4(2) . . ?
C54 C53 C52 120.2(3) . . ?
C53 C54 C55 120.5(2) . . ?
C54 C55 C56 120.4(3) . . ?
C55 C56 C51 119.5(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.7341(19) . ?
S1 C21 1.769(2) . ?
Co1 C3 1.9560(16) . ?
Co1 C1 1.9587(17) . ?
Co1 C4 1.9602(17) . ?
Co1 C2 1.9625(17) . ?
Co1 C11 2.0459(17) . ?
Co1 C12 2.0542(18) . ?
Co1 C15 2.056(2) . ?
Co1 C14 2.058(2) . ?
Co1 C13 2.061(2) . ?
S2 C2 1.744(2) . ?
S2 C31 1.776(2) . ?
S3 C3 1.7352(18) . ?
S3 C41 1.7751(19) . ?
S4 C4 1.744(2) . ?
S4 C51 1.7863(19) . ?
O1 C16 1.198(3) . ?
O2 C16 1.322(3) . ?
O2 C17 1.444(3) . ?
C1 C2 1.458(3) . ?
C1 C4 1.461(3) . ?
C2 C3 1.460(3) . ?
C3 C4 1.459(3) . ?
C11 C12 1.418(3) . ?
C11 C15 1.423(3) . ?
C11 C16 1.474(3) . ?
C12 C13 1.413(3) . ?
C13 C14 1.408(4) . ?
C14 C15 1.404(4) . ?
C21 C22 1.359(4) . ?
C21 C26 1.373(3) . ?
C22 C23 1.386(4) . ?
C23 C24 1.354(6) . ?
C24 C25 1.340(6) . ?
C25 C26 1.356(5) . ?
C31 C36 1.363(4) . ?
C31 C32 1.375(3) . ?
C32 C33 1.399(5) . ?
C33 C34 1.337(6) . ?
C34 C35 1.329(6) . ?
C35 C36 1.385(4) . ?
C41 C46 1.374(3) . ?
C41 C42 1.377(3) . ?
C42 C43 1.386(3) . ?
C43 C44 1.363(4) . ?
C44 C45 1.369(4) . ?
C45 C46 1.383(3) . ?
C51 C52 1.374(3) . ?
C51 C56 1.375(3) . ?
C52 C53 1.383(4) . ?
C53 C54 1.354(4) . ?
C54 C55 1.356(4) . ?
C55 C56 1.374(4) . ?
