#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:28:04 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179897 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/93/7019396.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_7019396
loop_
_publ_author_name
'Hung-Low, Fernando'
'Tye, Jesse W.'
'Cheng, Shannon'
'Bradley, Christopher A.'
_publ_section_title
;
 sp(2) C-H activation of dimethyl fumarate by a
 [(Cp*Co)(2)-μ-(η(4) : η(4)-toluene)] complex.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8190
_journal_page_last               8197
_journal_paper_doi               10.1039/c2dt30288h
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C17 H23 Co O5'
_chemical_formula_weight         366.28
_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                86.917(4)
_cell_angle_beta                 83.484(4)
_cell_angle_gamma                78.249(4)
_cell_formula_units_Z            2
_cell_length_a                   8.331(4)
_cell_length_b                   9.448(4)
_cell_length_c                   11.207(5)
_cell_measurement_temperature    150(2)
_cell_volume                     857.6(7)
_computing_cell_refinement       'Bruker APEX 2'
_computing_data_collection       'Bruker APEX 2'
_computing_data_reduction        'Bruker SAINTPLUS'
_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      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       '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  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0523
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6823
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    1.022
_exptl_absorpt_correction_T_max  0.8334
_exptl_absorpt_correction_T_min  0.7054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3218
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0641P)²+0.1157P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1137
_reflns_number_gt                2677
_reflns_number_total             3218
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30288h.txt
_cod_data_source_block           cb138
_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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        857.5(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7019396
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
Co1 Co 0.19374(4) 0.77987(4) 0.22068(3) 0.02385(15) Uani 1 1 d .
O1 O 0.3327(3) 0.4005(2) 0.3066(2) 0.0381(5) Uani 1 1 d .
O2 O 0.5265(2) 0.4529(2) 0.1639(2) 0.0336(5) Uani 1 1 d .
O3 O 0.0116(2) 0.6738(2) -0.01375(19) 0.0330(5) Uani 1 1 d .
O4 O -0.1848(2) 0.6753(2) 0.14136(19) 0.0319(5) Uani 1 1 d .
O5 O 0.2191(3) 0.9240(3) -0.0129(2) 0.0491(6) Uani 1 1 d .
C1 C 0.1628(4) 0.7570(3) 0.4079(3) 0.0309(7) Uani 1 1 d .
C2 C 0.3241(3) 0.7847(3) 0.3719(3) 0.0260(6) Uani 1 1 d .
C3 C 0.3060(3) 0.9187(3) 0.3072(3) 0.0268(6) Uani 1 1 d .
C4 C 0.1325(4) 0.9761(3) 0.3049(3) 0.0311(7) Uani 1 1 d .
C5 C 0.0442(4) 0.8780(4) 0.3679(3) 0.0356(7) Uani 1 1 d .
C6 C 0.1238(5) 0.6325(4) 0.4856(3) 0.0463(9) Uani 1 1 d .
H6A H 0.1939 0.5424 0.4558 0.069 Uiso 1 1 calc R
H6B H 0.0077 0.6277 0.4837 0.069 Uiso 1 1 calc R
H6C H 0.1441 0.6456 0.5684 0.069 Uiso 1 1 calc R
C7 C 0.4830(4) 0.6912(3) 0.4043(3) 0.0344(7) Uani 1 1 d .
H7A H 0.5706 0.6973 0.3391 0.052 Uiso 1 1 calc R
H7B H 0.4693 0.5907 0.4163 0.052 Uiso 1 1 calc R
H7C H 0.5127 0.7249 0.4785 0.052 Uiso 1 1 calc R
C8 C 0.4404(4) 0.9975(3) 0.2611(3) 0.0394(8) Uani 1 1 d .
H8A H 0.4474 1.0697 0.3188 0.059 Uiso 1 1 calc R
H8B H 0.4161 1.0458 0.1838 0.059 Uiso 1 1 calc R
H8C H 0.5457 0.9284 0.2506 0.059 Uiso 1 1 calc R
C9 C 0.0613(5) 1.1232(4) 0.2519(4) 0.0542(11) Uani 1 1 d .
H9A H -0.0541 1.1273 0.2392 0.081 Uiso 1 1 calc R
H9B H 0.1245 1.1392 0.1749 0.081 Uiso 1 1 calc R
H9C H 0.0672 1.1983 0.3073 0.081 Uiso 1 1 calc R
C10 C -0.1404(4) 0.8978(5) 0.3897(4) 0.0577(11) Uani 1 1 d .
H10A H -0.1806 0.9579 0.4597 0.087 Uiso 1 1 calc R
H10B H -0.1712 0.8032 0.4047 0.087 Uiso 1 1 calc R
H10C H -0.1898 0.9452 0.3189 0.087 Uiso 1 1 calc R
C11 C 0.0882(3) 0.6156(3) 0.1848(3) 0.0270(6) Uani 1 1 d .
C12 C 0.2614(3) 0.5804(3) 0.1501(3) 0.0261(6) Uani 1 1 d .
C13 C 0.3706(4) 0.4700(3) 0.2176(3) 0.0297(7) Uani 1 1 d .
C14 C 0.6493(4) 0.3480(4) 0.2201(3) 0.0430(8) Uani 1 1 d .
H14A H 0.6484 0.3724 0.3040 0.064 Uiso 1 1 calc R
H14B H 0.7584 0.3491 0.1773 0.064 Uiso 1 1 calc R
H14C H 0.6242 0.2514 0.2168 0.064 Uiso 1 1 calc R
C15 C -0.0260(3) 0.6565(3) 0.0923(3) 0.0270(6) Uani 1 1 d .
C16 C -0.3056(4) 0.7205(3) 0.0567(3) 0.0364(7) Uani 1 1 d .
H16A H -0.3056 0.8210 0.0301 0.055 Uiso 1 1 calc R
H16B H -0.4152 0.7129 0.0955 0.055 Uiso 1 1 calc R
H16C H -0.2779 0.6582 -0.0129 0.055 Uiso 1 1 calc R
C17 C 0.2069(4) 0.8630(3) 0.0777(3) 0.0307(7) Uani 1 1 d .
H12 H 0.300(4) 0.589(3) 0.063(3) 0.029(8) Uiso 1 1 d .
H11 H 0.043(3) 0.572(3) 0.259(3) 0.026(8) 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'
O O 0.0106 0.0060 '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
C17 Co1 C11 99.43(13)
C17 Co1 C12 91.39(13)
C11 Co1 C12 41.33(11)
C17 Co1 C4 92.64(13)
C11 Co1 C4 139.57(12)
C12 Co1 C4 175.48(11)
C17 Co1 C5 123.10(14)
C11 Co1 C5 104.39(13)
C12 Co1 C5 138.17(13)
C4 Co1 C5 39.65(13)
C17 Co1 C1 159.66(13)
C11 Co1 C1 97.23(12)
C12 Co1 C1 108.86(12)
C4 Co1 C1 67.06(12)
C5 Co1 C1 40.27(12)
C17 Co1 C3 97.41(13)
C11 Co1 C3 163.08(12)
C12 Co1 C3 136.79(11)
C4 Co1 C3 40.47(11)
C5 Co1 C3 67.15(12)
C1 Co1 C3 66.67(11)
C17 Co1 C2 132.27(13)
C11 Co1 C2 124.53(12)
C12 Co1 C2 108.82(11)
C4 Co1 C2 66.87(11)
C5 Co1 C2 67.00(12)
C1 Co1 C2 39.71(11)
C3 Co1 C2 39.21(10)
C13 O2 C14 116.3(2)
C15 O4 C16 114.6(2)
C2 C1 C5 108.2(3)
C2 C1 C6 125.8(3)
C5 C1 C6 125.7(3)
C2 C1 Co1 71.31(17)
C5 C1 Co1 69.79(18)
C6 C1 Co1 129.8(2)
C3 C2 C1 107.8(2)
C3 C2 C7 126.6(3)
C1 C2 C7 125.5(3)
C3 C2 Co1 69.29(16)
C1 C2 Co1 68.98(16)
C7 C2 Co1 130.0(2)
C2 C3 C4 108.1(3)
C2 C3 C8 126.7(3)
C4 C3 C8 124.8(3)
C2 C3 Co1 71.50(16)
C4 C3 Co1 68.92(16)
C8 C3 Co1 130.5(2)
C5 C4 C3 108.4(3)
C5 C4 C9 127.0(3)
C3 C4 C9 124.4(3)
C5 C4 Co1 70.88(18)
C3 C4 Co1 70.61(16)
C9 C4 Co1 128.1(2)
C4 C5 C1 107.5(3)
C4 C5 C10 125.9(3)
C1 C5 C10 126.6(3)
C4 C5 Co1 69.47(18)
C1 C5 Co1 69.94(18)
C10 C5 Co1 126.4(2)
C1 C6 H6A 109.5
C1 C6 H6B 109.5
H6A C6 H6B 109.5
C1 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C2 C7 H7A 109.5
C2 C7 H7B 109.5
H7A C7 H7B 109.5
C2 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C3 C8 H8A 109.5
C3 C8 H8B 109.5
H8A C8 H8B 109.5
C3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C4 C9 H9A 109.5
C4 C9 H9B 109.5
H9A C9 H9B 109.5
C4 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C5 C10 H10A 109.5
C5 C10 H10B 109.5
H10A C10 H10B 109.5
C5 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C12 C11 C15 119.6(3)
C12 C11 Co1 70.06(16)
C15 C11 Co1 112.0(2)
C12 C11 H11 119.0(17)
C15 C11 H11 115.7(17)
Co1 C11 H11 110.6(17)
C11 C12 C13 121.2(3)
C11 C12 Co1 68.61(16)
C13 C12 Co1 116.7(2)
C11 C12 H12 117.8(17)
C13 C12 H12 113.9(17)
Co1 C12 H12 110.2(17)
O1 C13 O2 122.8(3)
O1 C13 C12 127.6(3)
O2 C13 C12 109.5(3)
O2 C14 H14A 109.5
O2 C14 H14B 109.5
H14A C14 H14B 109.5
O2 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
O3 C15 O4 122.6(3)
O3 C15 C11 126.3(3)
O4 C15 C11 111.1(3)
O4 C16 H16A 109.5
O4 C16 H16B 109.5
H16A C16 H16B 109.5
O4 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
O5 C17 Co1 175.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co1 C17 1.748(3)
Co1 C11 2.011(3)
Co1 C12 2.030(3)
Co1 C4 2.070(3)
Co1 C5 2.088(3)
Co1 C1 2.090(3)
Co1 C3 2.092(3)
Co1 C2 2.121(3)
O1 C13 1.212(4)
O2 C13 1.350(4)
O2 C14 1.445(3)
O3 C15 1.205(4)
O4 C15 1.355(3)
O4 C16 1.447(4)
O5 C17 1.145(4)
C1 C2 1.431(4)
C1 C5 1.438(4)
C1 C6 1.493(4)
C2 C3 1.414(4)
C2 C7 1.504(4)
C3 C4 1.440(4)
C3 C8 1.497(4)
C4 C5 1.410(5)
C4 C9 1.513(4)
C5 C10 1.504(4)
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C12 1.427(4)
C11 C15 1.471(4)
C11 H11 0.98(3)
C12 C13 1.474(4)
C12 H12 1.00(3)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C16 H16C 0.9800
