#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:27:59 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178652 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/63/4076358.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_4076358
loop_
_publ_author_name
'Dürr, Simon'
'Zarzycki, Bartosz'
'Ertler, Daniel'
'Ivanović-Burmazović, Ivana'
'Radius, Udo'
_publ_section_title
;
 Aerobic CO Oxidation of a Metal-Bound Carbonyl in a NHC-Stabilized Cobalt
 Half-Sandwich Complex
;
_journal_issue                   5
_journal_name_full               Organometallics
_journal_page_first              1730
_journal_paper_doi               10.1021/om201037w
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C20 H31 Co N2 O3'
_chemical_formula_sum            'C20 H31 Co N2 O3'
_chemical_formula_weight         406.40
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 96.78(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.755(2)
_cell_length_b                   10.104(2)
_cell_length_c                   18.750(4)
_cell_measurement_reflns_used    4299
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      23.26
_cell_measurement_theta_min      2.29
_cell_volume                     2023.3(7)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.920
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'STOE IPDS 1'
_diffrn_measurement_method       rotation
_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  0.1122
_diffrn_reflns_av_sigmaI/netI    0.1361
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9271
_diffrn_reflns_theta_full        25.95
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    0.869
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.931
_refine_ls_R_factor_all          0.1254
_refine_ls_R_factor_gt           0.0527
_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)+(0.0316P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.1048
_reflns_number_gt                1989
_reflns_number_total             3641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om201037w_si_002.cif
_cod_data_source_block           compound5
_cod_original_cell_volume        2023.2(7)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4076358
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Co Co 0.72087(6) 0.77783(7) 0.58857(3) 0.02340(16) Uani 1 1 d .
C1 C 0.8972(4) 0.7527(4) 0.5799(2) 0.0238(11) Uani 1 1 d .
N1 N 0.9536(3) 0.7572(4) 0.51840(17) 0.0257(9) Uani 1 1 d .
N2 N 0.9945(3) 0.7413(4) 0.63297(17) 0.0287(10) Uani 1 1 d .
C2 C 1.0838(4) 0.7520(4) 0.5330(2) 0.0314(12) Uani 1 1 d .
H2A H 1.1425 0.7555 0.4997 0.038 Uiso 1 1 calc R
C3 C 1.1076(4) 0.7407(5) 0.6049(2) 0.0347(13) Uani 1 1 d .
H3A H 1.1872 0.7337 0.6313 0.042 Uiso 1 1 calc R
C4 C 0.8878(4) 0.7708(6) 0.4447(2) 0.0307(10) Uani 1 1 d .
H4A H 0.7974 0.7554 0.4469 0.037 Uiso 1 1 calc R
C5 C 0.9035(5) 0.9100(5) 0.4162(3) 0.0416(14) Uani 1 1 d .
H5A H 0.8768 0.9739 0.4499 0.062 Uiso 1 1 calc R
H5B H 0.8528 0.9198 0.3702 0.062 Uiso 1 1 calc R
H5C H 0.9908 0.9250 0.4104 0.062 Uiso 1 1 calc R
C6 C 0.9339(6) 0.6669(6) 0.3956(3) 0.0474(15) Uani 1 1 d .
H6A H 0.9326 0.5807 0.4182 0.071 Uiso 1 1 calc R
H6B H 1.0188 0.6879 0.3869 0.071 Uiso 1 1 calc R
H6C H 0.8799 0.6658 0.3504 0.071 Uiso 1 1 calc R
C7 C 0.9846(5) 0.7444(5) 0.7107(2) 0.0343(13) Uani 1 1 d .
H7A H 0.8948 0.7366 0.7171 0.041 Uiso 1 1 calc R
C8 C 1.0313(5) 0.8758(5) 0.7427(3) 0.0425(14) Uani 1 1 d .
H8A H 0.9869 0.9476 0.7164 0.064 Uiso 1 1 calc R
H8B H 1.1203 0.8842 0.7395 0.064 Uiso 1 1 calc R
H8C H 1.0165 0.8797 0.7927 0.064 Uiso 1 1 calc R
C9 C 1.0528(6) 0.6270(6) 0.7488(3) 0.0545(18) Uani 1 1 d .
H9A H 1.0285 0.5462 0.7229 0.082 Uiso 1 1 calc R
H9B H 1.0308 0.6206 0.7974 0.082 Uiso 1 1 calc R
H9C H 1.1425 0.6395 0.7503 0.082 Uiso 1 1 calc R
C10 C 0.7470(4) 1.0103(5) 0.5982(2) 0.0285(11) Uani 1 1 d .
O1 O 0.7551(3) 0.9275(3) 0.65258(16) 0.0321(8) Uani 1 1 d .
O2 O 0.7196(3) 0.9439(3) 0.53718(15) 0.0299(8) Uani 1 1 d .
O3 O 0.7631(3) 1.1305(4) 0.6022(2) 0.0444(10) Uani 1 1 d .
C11 C 0.6551(4) 0.5978(5) 0.5462(2) 0.0289(11) Uani 1 1 d .
C12 C 0.7137(5) 0.5047(5) 0.4984(3) 0.0399(13) Uani 1 1 d .
H12A H 0.6800 0.4165 0.5033 0.060 Uiso 1 1 calc R
H12B H 0.8036 0.5033 0.5118 0.060 Uiso 1 1 calc R
H12C H 0.6955 0.5337 0.4489 0.060 Uiso 1 1 calc R
C13 C 0.6718(4) 0.5917(5) 0.6243(2) 0.0296(11) Uani 1 1 d .
C14 C 0.7499(5) 0.4906(5) 0.6663(3) 0.0395(14) Uani 1 1 d .
H14A H 0.7130 0.4037 0.6570 0.059 Uiso 1 1 calc R
H14B H 0.7537 0.5105 0.7171 0.059 Uiso 1 1 calc R
H14C H 0.8338 0.4915 0.6522 0.059 Uiso 1 1 calc R
C15 C 0.5935(4) 0.6878(5) 0.6499(2) 0.0270(11) Uani 1 1 d .
C16 C 0.5814(5) 0.7228(6) 0.7264(2) 0.0384(12) Uani 1 1 d .
H16A H 0.4960 0.7076 0.7361 0.058 Uiso 1 1 calc R
H16B H 0.6027 0.8153 0.7346 0.058 Uiso 1 1 calc R
H16C H 0.6378 0.6681 0.7581 0.058 Uiso 1 1 calc R
C17 C 0.5292(4) 0.7581(5) 0.5895(2) 0.0275(11) Uani 1 1 d .
C18 C 0.4428(5) 0.8714(6) 0.5921(3) 0.0441(14) Uani 1 1 d .
H18A H 0.3686 0.8430 0.6127 0.066 Uiso 1 1 calc R
H18B H 0.4189 0.9044 0.5438 0.066 Uiso 1 1 calc R
H18C H 0.4842 0.9412 0.6215 0.066 Uiso 1 1 calc R
C19 C 0.5658(4) 0.6987(5) 0.5259(2) 0.0284(11) Uani 1 1 d .
C20 C 0.5252(5) 0.7429(6) 0.4500(2) 0.0418(14) Uani 1 1 d .
H20A H 0.4390 0.7729 0.4460 0.063 Uiso 1 1 calc R
H20B H 0.5320 0.6695 0.4174 0.063 Uiso 1 1 calc R
H20C H 0.5784 0.8149 0.4377 0.063 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'
N N 0.0061 0.0033 '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
O2 Co O1 67.76(13)
O2 Co C1 91.22(16)
O1 Co C1 92.16(16)
O2 Co C17 98.00(17)
O1 Co C17 100.75(17)
C1 Co C17 166.25(17)
O2 Co C11 126.00(15)
O1 Co C11 162.13(17)
C1 Co C11 98.38(18)
C17 Co C11 67.94(19)
O2 Co C19 95.37(16)
O1 Co C19 136.85(17)
C1 Co C19 128.93(18)
C17 Co C19 40.27(18)
C11 Co C19 39.99(18)
O2 Co C13 162.81(15)
O1 Co C13 122.77(16)
C1 Co C13 101.30(19)
C17 Co C13 67.72(19)
C11 Co C13 40.94(17)
C19 Co C13 67.61(17)
O2 Co C15 133.06(17)
O1 Co C15 95.03(16)
C1 Co C15 134.25(17)
C17 Co C15 40.46(17)
C11 Co C15 67.31(18)
C19 Co C15 67.13(16)
C13 Co C15 39.29(19)
O2 Co C10 34.10(14)
O1 Co C10 33.67(14)
C1 Co C10 91.60(17)
C17 Co C10 101.76(18)
C11 Co C10 158.41(15)
C19 Co C10 120.19(16)
C13 Co C10 154.37(18)
C15 Co C10 117.86(18)
N2 C1 N1 103.9(3)
N2 C1 Co 128.7(3)
N1 C1 Co 127.1(3)
C1 N1 C2 111.6(3)
C1 N1 C4 125.4(3)
C2 N1 C4 122.9(4)
C1 N2 C3 111.0(3)
C1 N2 C7 125.5(4)
C3 N2 C7 123.2(3)
C3 C2 N1 105.5(4)
C3 C2 H2A 127.3
N1 C2 H2A 127.3
C2 C3 N2 108.1(4)
C2 C3 H3A 126.0
N2 C3 H3A 126.0
N1 C4 C6 110.3(4)
N1 C4 C5 110.6(4)
C6 C4 C5 111.7(4)
N1 C4 H4A 108.0
C6 C4 H4A 108.0
C5 C4 H4A 108.0
C4 C5 H5A 109.5
C4 C5 H5B 109.5
H5A C5 H5B 109.5
C4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C4 C6 H6A 109.5
C4 C6 H6B 109.5
H6A C6 H6B 109.5
C4 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
N2 C7 C8 110.5(4)
N2 C7 C9 111.1(4)
C8 C7 C9 112.1(4)
N2 C7 H7A 107.7
C8 C7 H7A 107.7
C9 C7 H7A 107.7
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
O3 C10 O1 125.9(4)
O3 C10 O2 124.6(4)
O1 C10 O2 109.5(4)
O3 C10 Co 178.3(4)
O1 C10 Co 54.8(2)
O2 C10 Co 54.7(2)
C10 O1 Co 91.5(3)
C10 O2 Co 91.2(3)
C19 C11 C13 107.4(4)
C19 C11 C12 127.7(4)
C13 C11 C12 124.7(4)
C19 C11 Co 70.3(3)
C13 C11 Co 69.9(3)
C12 C11 Co 129.4(4)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C15 C13 C11 107.9(4)
C15 C13 C14 128.1(4)
C11 C13 C14 123.8(5)
C15 C13 Co 70.8(3)
C11 C13 Co 69.2(3)
C14 C13 Co 129.9(3)
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 C17 108.8(4)
C13 C15 C16 127.8(4)
C17 C15 C16 123.2(4)
C13 C15 Co 69.9(3)
C17 C15 Co 68.9(2)
C16 C15 Co 124.0(3)
C15 C16 H16A 109.5
C15 C16 H16B 109.5
H16A C16 H16B 109.5
C15 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C19 C17 C15 107.1(4)
C19 C17 C18 126.0(4)
C15 C17 C18 126.9(4)
C19 C17 Co 70.2(2)
C15 C17 Co 70.7(2)
C18 C17 Co 123.7(4)
C17 C18 H18A 109.5
C17 C18 H18B 109.5
H18A C18 H18B 109.5
C17 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C11 C19 C17 108.7(4)
C11 C19 C20 125.3(4)
C17 C19 C20 125.8(4)
C11 C19 Co 69.7(2)
C17 C19 Co 69.5(2)
C20 C19 Co 122.9(3)
C19 C20 H20A 109.5
C19 C20 H20B 109.5
H20A C20 H20B 109.5
C19 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Co O2 1.934(3)
Co O1 1.938(3)
Co C1 1.939(5)
Co C17 2.073(4)
Co C11 2.076(5)
Co C19 2.083(4)
Co C13 2.085(5)
Co C15 2.097(5)
Co C10 2.370(5)
C1 N2 1.361(5)
C1 N1 1.366(5)
N1 C2 1.396(5)
N1 C4 1.483(5)
N2 C3 1.381(6)
N2 C7 1.474(6)
C2 C3 1.346(6)
C2 H2A 0.9400
C3 H3A 0.9400
C4 C6 1.516(7)
C4 C5 1.521(7)
C4 H4A 0.9900
C5 H5A 0.9700
C5 H5B 0.9700
C5 H5C 0.9700
C6 H6A 0.9700
C6 H6B 0.9700
C6 H6C 0.9700
C7 C8 1.519(7)
C7 C9 1.527(7)
C7 H7A 0.9900
C8 H8A 0.9700
C8 H8B 0.9700
C8 H8C 0.9700
C9 H9A 0.9700
C9 H9B 0.9700
C9 H9C 0.9700
C10 O3 1.227(6)
C10 O1 1.314(6)
C10 O2 1.329(5)
C11 C19 1.422(7)
C11 C13 1.455(6)
C11 C12 1.490(7)
C12 H12A 0.9700
C12 H12B 0.9700
C12 H12C 0.9700
C13 C15 1.406(7)
C13 C14 1.488(7)
C14 H14A 0.9700
C14 H14B 0.9700
C14 H14C 0.9700
C15 C17 1.442(6)
C15 C16 1.498(6)
C16 H16A 0.9700
C16 H16B 0.9700
C16 H16C 0.9700
C17 C19 1.431(6)
C17 C18 1.479(7)
C18 H18A 0.9700
C18 H18B 0.9700
C18 H18C 0.9700
C19 C20 1.506(6)
C20 H20A 0.9700
C20 H20B 0.9700
C20 H20C 0.9700
