#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:36:11 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179903 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/99/7019977.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_7019977
loop_
_publ_author_name
'Wang, Gao-Feng'
'Song, Xiao-Jiao'
'Chen, Fei'
'Li, Yi-Zhi'
'Chen, Xue-Tai'
'Xue, Zi-Ling'
_publ_section_title
;
 Formation of stable iron/cobalt NHC complexes via unexpected ring opening
 and in situ generation of a tridentate ligand.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10919
_journal_page_last               10922
_journal_paper_doi               10.1039/c2dt30894k
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C26 H39 Co2 I2 N25 O4'
_chemical_formula_weight         1137.48
_chemical_name_systematic
;
?
;
_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                 107.802(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.9487(18)
_cell_length_b                   12.1594(13)
_cell_length_c                   20.182(2)
_cell_measurement_temperature    291(2)
_cell_volume                     4661.0(8)
_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      291(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12844
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    2.096
_exptl_absorpt_correction_T_max  0.7723
_exptl_absorpt_correction_T_min  0.6223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2248
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.820
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4260
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0511
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0500P)²+1.9900P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.0986
_reflns_number_gt                3577
_reflns_number_total             4260
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30894k.txt
_cod_data_source_block           1_3
_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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        4661.0(9)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7019977
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
C1 C 0.8427(2) 0.5730(3) 0.6470(2) 0.0398(8) Uani 1 1 d .
C2 C 0.8685(2) 0.7106(3) 0.7215(2) 0.0437(8) Uani 1 1 d .
H2 H 0.8773 0.7820 0.7384 0.052 Uiso 1 1 d R
C3 C 0.83431(18) 0.7362(3) 0.54091(19) 0.0359(7) Uani 1 1 d .
H3 H 0.8297 0.7925 0.5086 0.043 Uiso 1 1 d R
C4 C 0.7918(2) 0.5235(3) 0.4204(2) 0.0387(8) Uani 1 1 d .
H4 H 0.7797 0.5094 0.3729 0.046 Uiso 1 1 d R
C5 C 0.82217(19) 0.7114(3) 0.39832(19) 0.0371(7) Uani 1 1 d .
H5A H 0.8187 0.6820 0.3532 0.056 Uiso 1 1 d R
H5B H 0.8674 0.7455 0.4177 0.056 Uiso 1 1 d R
H5C H 0.7858 0.7651 0.3940 0.056 Uiso 1 1 d R
C6 C 0.8530(2) 0.4260(3) 0.7387(2) 0.0438(8) Uani 1 1 d .
H6A H 0.8156 0.3863 0.7062 0.066 Uiso 1 1 calc R
H6B H 0.8437 0.4311 0.7825 0.066 Uiso 1 1 calc R
H6C H 0.8967 0.3880 0.7450 0.066 Uiso 1 1 calc R
C7 C 0.9062(2) 0.4425(3) 0.5731(2) 0.0445(9) Uani 1 1 d .
C8 C 0.9865(2) 0.3147(3) 0.5853(2) 0.0480(9) Uani 1 1 d .
H8 H 1.0066 0.2452 0.5877 0.058 Uiso 1 1 calc R
C9 C 0.8123(2) 0.2680(3) 0.5800(2) 0.0425(8) Uani 1 1 d .
H9 H 0.7833 0.2088 0.5816 0.051 Uiso 1 1 calc R
C10 C 0.6856(2) 0.4659(3) 0.5696(2) 0.0444(9) Uani 1 1 d .
H10 H 0.6398 0.4770 0.5707 0.053 Uiso 1 1 calc R
C11 C 0.6857(2) 0.2848(3) 0.6181(2) 0.0441(9) Uani 1 1 d .
H11A H 0.6373 0.3018 0.6126 0.066 Uiso 1 1 calc R
H11B H 0.7106 0.2753 0.6666 0.066 Uiso 1 1 calc R
H11C H 0.6883 0.2183 0.5934 0.066 Uiso 1 1 calc R
C12 C 0.9918(2) 0.6015(3) 0.5873(2) 0.0494(10) Uani 1 1 d .
H12A H 1.0414 0.6059 0.5935 0.074 Uiso 1 1 calc R
H12B H 0.9818 0.6358 0.6261 0.074 Uiso 1 1 calc R
H12C H 0.9663 0.6387 0.5451 0.074 Uiso 1 1 calc R
C13 C 0.4760(5) 0.4731(7) 0.5815(5) 0.0481(18) Uani 0.50 1 d P
H13A H 0.4544 0.5236 0.5446 0.072 Uiso 0.50 1 calc PR
H13B H 0.4482 0.4073 0.5757 0.072 Uiso 0.50 1 calc PR
H13C H 0.5225 0.4551 0.5802 0.072 Uiso 0.50 1 calc PR
C14 C 0.4805(5) 0.5229(8) 0.6473(5) 0.0513(19) Uani 0.50 1 d P
Co1 Co 0.81587(3) 0.50226(3) 0.55895(2) 0.03450(16) Uani 1 1 d .
I1 I 0.663130(15) 0.56422(2) 0.735906(16) 0.05119(11) Uani 1 1 d .
N1 N 0.85768(18) 0.5366(3) 0.71187(18) 0.0449(7) Uani 1 1 d .
N2 N 0.87051(18) 0.6250(3) 0.76004(17) 0.0444(7) Uani 1 1 d .
N3 N 0.85231(16) 0.6829(3) 0.65322(16) 0.0395(7) Uani 1 1 d .
N4 N 0.84465(16) 0.7676(2) 0.60444(16) 0.0386(7) Uani 1 1 d .
N5 N 0.82942(16) 0.6352(2) 0.51575(16) 0.0367(6) Uani 1 1 d .
N6 N 0.81386(16) 0.6224(2) 0.44372(16) 0.0369(6) Uani 1 1 d .
N7 N 0.97006(19) 0.4854(3) 0.5830(2) 0.0469(8) Uani 1 1 d .
N8 N 1.02082(18) 0.4063(3) 0.5902(2) 0.0478(8) Uani 1 1 d .
N9 N 0.91832(17) 0.3339(3) 0.57641(18) 0.0450(7) Uani 1 1 d .
N10 N 0.87157(18) 0.2448(3) 0.57143(19) 0.0464(8) Uani 1 1 d .
N11 N 0.78758(17) 0.3671(2) 0.58672(18) 0.0411(7) Uani 1 1 d .
N12 N 0.71672(17) 0.3729(2) 0.59080(18) 0.0408(7) Uani 1 1 d .
N13 N 0.4836(4) 0.5648(6) 0.7027(4) 0.0499(16) Uani 0.50 1 d P
O1 O 0.71751(14) 0.5434(2) 0.54675(15) 0.0422(6) Uani 1 1 d .
O2 O 0.78688(13) 0.44809(19) 0.46109(14) 0.0370(5) Uani 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'
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'
I I -0.4742 1.8119 '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_3
N1 C1 N3 104.9(3) .
N1 C1 Co1 133.3(3) .
N3 C1 Co1 121.8(3) .
N2 C2 N3 111.4(3) .
N2 C2 H2 124.3 .
N3 C2 H2 124.3 .
N4 C3 N5 128.8(3) .
N4 C3 H3 115.4 .
N5 C3 H3 115.8 .
O2 C4 N6 121.2(3) .
O2 C4 H4 119.4 .
N6 C4 H4 119.4 .
N6 C5 H5A 109.2 .
N6 C5 H5B 109.7 .
H5A C5 H5B 109.5 .
N6 C5 H5C 109.5 .
H5A C5 H5C 109.5 .
H5B C5 H5C 109.5 .
N1 C6 H6A 109.5 .
N1 C6 H6B 109.5 .
H6A C6 H6B 109.5 .
N1 C6 H6C 109.5 .
H6A C6 H6C 109.5 .
H6B C6 H6C 109.5 .
N7 C7 N9 103.2(3) .
N7 C7 Co1 134.2(3) .
N9 C7 Co1 122.5(3) .
N8 C8 N9 110.6(4) .
N8 C8 H8 124.7 .
N9 C8 H8 124.7 .
N10 C9 N11 127.1(4) .
N10 C9 H9 116.4 .
N11 C9 H9 116.4 .
N12 C10 O1 120.8(4) .
N12 C10 H10 119.6 .
O1 C10 H10 119.6 .
N12 C11 H11A 109.5 .
N12 C11 H11B 109.5 .
H11A C11 H11B 109.5 .
N12 C11 H11C 109.5 .
H11A C11 H11C 109.5 .
H11B C11 H11C 109.5 .
N7 C12 H12A 109.5 .
N7 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
N7 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
C14 C13 H13A 109.5 .
C14 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C14 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
N13 C14 C13 179.4(9) .
N11 Co1 C7 88.73(15) .
N11 Co1 N5 169.12(14) .
C7 Co1 N5 97.73(15) .
N11 Co1 C1 98.14(16) .
C7 Co1 C1 92.86(18) .
N5 Co1 C1 90.30(15) .
N11 Co1 O1 83.15(12) .
C7 Co1 O1 171.83(14) .
N5 Co1 O1 90.14(12) .
C1 Co1 O1 89.26(14) .
N11 Co1 O2 89.08(13) .
C7 Co1 O2 89.82(15) .
N5 Co1 O2 82.23(11) .
C1 Co1 O2 172.34(13) .
O1 Co1 O2 89.08(11) .
C1 N1 N2 111.2(3) .
C1 N1 C6 130.7(3) .
N2 N1 C6 117.5(3) .
C2 N2 N1 103.4(3) .
C1 N3 C2 108.8(3) .
C1 N3 N4 132.9(3) .
C2 N3 N4 118.1(3) .
C3 N4 N3 115.5(3) .
C3 N5 N6 118.0(3) .
C3 N5 Co1 128.3(3) .
N6 N5 Co1 111.5(2) .
C4 N6 N5 114.6(3) .
C4 N6 C5 122.9(3) .
N5 N6 C5 122.6(3) .
C7 N7 N8 112.5(3) .
C7 N7 C12 129.4(3) .
N8 N7 C12 118.1(3) .
C8 N8 N7 103.8(3) .
C8 N9 C7 109.8(3) .
C8 N9 N10 119.9(3) .
C7 N9 N10 130.3(3) .
C9 N10 N9 116.0(3) .
C9 N11 N12 116.9(3) .
C9 N11 Co1 127.6(3) .
N12 N11 Co1 111.3(2) .
C10 N12 C11 124.0(3) .
C10 N12 N11 113.7(3) .
C11 N12 N11 122.2(3) .
C14 N13 N13 150.2(6) 2_656
C10 O1 Co1 110.5(2) .
C4 O2 Co1 110.5(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.326(5) .
C1 N3 1.350(5) .
C1 Co1 1.899(4) .
C2 N2 1.293(5) .
C2 N3 1.358(5) .
C2 H2 0.9300 .
C3 N4 1.292(5) .
C3 N5 1.321(5) .
C3 H3 0.9300 .
C4 O2 1.255(5) .
C4 N6 1.317(5) .
C4 H4 0.9300 .
C5 N6 1.460(4) .
C5 H5A 0.9600 .
C5 H5B 0.9600 .
C5 H5C 0.9600 .
C6 N1 1.463(5) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C7 N7 1.333(6) .
C7 N9 1.340(5) .
C7 Co1 1.883(4) .
C8 N8 1.295(5) .
C8 N9 1.338(5) .
C8 H8 0.9300 .
C9 N10 1.278(5) .
C9 N11 1.325(5) .
C9 H9 0.9300 .
C10 N12 1.298(5) .
C10 O1 1.299(5) .
C10 H10 0.9300 .
C11 N12 1.430(5) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 N7 1.472(5) .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.437(13) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 N13 1.214(12) .
Co1 N11 1.878(3) .
Co1 N5 1.894(3) .
Co1 O1 1.966(3) .
Co1 O2 1.993(3) .
N1 N2 1.420(5) .
N3 N4 1.400(4) .
N5 N6 1.399(4) .
N7 N8 1.371(5) .
N9 N10 1.413(5) .
N11 N12 1.443(4) .
N13 N13 1.820(17) 2_656
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
_geom_torsion_site_symmetry_4
N7 C7 Co1 N11 -160.1(5) .
N9 C7 Co1 N11 18.6(4) .
N7 C7 Co1 N5 28.7(5) .
N9 C7 Co1 N5 -152.6(4) .
N7 C7 Co1 C1 -62.0(5) .
N9 C7 Co1 C1 116.7(4) .
N7 C7 Co1 O1 -166.9(8) .
N9 C7 Co1 O1 11.8(14) .
N7 C7 Co1 O2 110.9(5) .
N9 C7 Co1 O2 -70.5(4) .
N1 C1 Co1 N11 17.5(4) .
N3 C1 Co1 N11 -164.5(3) .
N1 C1 Co1 C7 -71.6(4) .
N3 C1 Co1 C7 106.4(3) .
N1 C1 Co1 N5 -169.4(4) .
N3 C1 Co1 N5 8.7(3) .
N1 C1 Co1 O1 100.5(4) .
N3 C1 Co1 O1 -81.5(3) .
N1 C1 Co1 O2 178.0(8) .
N3 C1 Co1 O2 -4.0(12) .
N3 C1 N1 N2 5.7(4) .
Co1 C1 N1 N2 -176.1(3) .
N3 C1 N1 C6 175.9(4) .
Co1 C1 N1 C6 -5.8(7) .
N3 C2 N2 N1 2.8(4) .
C1 N1 N2 C2 -5.4(4) .
C6 N1 N2 C2 -177.1(3) .
N1 C1 N3 C2 -3.8(4) .
Co1 C1 N3 C2 177.7(3) .
N1 C1 N3 N4 -179.4(3) .
Co1 C1 N3 N4 2.1(6) .
N2 C2 N3 C1 0.5(5) .
N2 C2 N3 N4 176.8(3) .
N5 C3 N4 N3 0.6(5) .
C1 N3 N4 C3 -9.5(6) .
C2 N3 N4 C3 175.2(3) .
N4 C3 N5 N6 176.3(3) .
N4 C3 N5 Co1 14.8(6) .
N11 Co1 N5 C3 124.2(7) .
C7 Co1 N5 C3 -109.7(3) .
C1 Co1 N5 C3 -16.8(3) .
O1 Co1 N5 C3 72.4(3) .
O2 Co1 N5 C3 161.5(3) .
N11 Co1 N5 N6 -38.3(8) .
C7 Co1 N5 N6 87.7(3) .
C1 Co1 N5 N6 -179.3(2) .
O1 Co1 N5 N6 -90.1(2) .
O2 Co1 N5 N6 -1.0(2) .
O2 C4 N6 N5 -1.1(5) .
O2 C4 N6 C5 178.3(3) .
C3 N5 N6 C4 -163.1(3) .
Co1 N5 N6 C4 1.4(4) .
C3 N5 N6 C5 17.5(5) .
Co1 N5 N6 C5 -177.9(2) .
N9 C7 N7 N8 1.9(5) .
Co1 C7 N7 N8 -179.3(3) .
N9 C7 N7 C12 -177.9(4) .
Co1 C7 N7 C12 1.0(8) .
N9 C8 N8 N7 -0.7(5) .
C7 N7 N8 C8 -0.8(5) .
C12 N7 N8 C8 179.0(4) .
N8 C8 N9 C7 1.9(5) .
N8 C8 N9 N10 -178.6(4) .
N7 C7 N9 C8 -2.3(5) .
Co1 C7 N9 C8 178.7(3) .
N7 C7 N9 N10 178.3(4) .
Co1 C7 N9 N10 -0.7(6) .
N11 C9 N10 N9 6.5(6) .
C8 N9 N10 C9 163.6(4) .
C7 N9 N10 C9 -17.0(6) .
N10 C9 N11 N12 175.6(4) .
N10 C9 N11 Co1 20.9(7) .
C7 Co1 N11 C9 -29.2(4) .
N5 Co1 N11 C9 97.5(7) .
C1 Co1 N11 C9 -121.9(4) .
O1 Co1 N11 C9 149.8(4) .
O2 Co1 N11 C9 60.6(4) .
C7 Co1 N11 N12 174.9(3) .
N5 Co1 N11 N12 -58.4(8) .
C1 Co1 N11 N12 82.1(3) .
O1 Co1 N11 N12 -6.1(3) .
O2 Co1 N11 N12 -95.3(3) .
O1 C10 N12 C11 178.5(4) .
O1 C10 N12 N11 0.5(6) .
C9 N11 N12 C10 -153.7(4) .
Co1 N11 N12 C10 5.1(4) .
C9 N11 N12 C11 28.3(5) .
Co1 N11 N12 C11 -173.0(3) .
C13 C14 N13 N13 121(91) 2_656
N12 C10 O1 Co1 -5.5(5) .
N11 Co1 O1 C10 6.4(3) .
C7 Co1 O1 C10 13.3(12) .
N5 Co1 O1 C10 177.8(3) .
C1 Co1 O1 C10 -91.9(3) .
O2 Co1 O1 C10 95.6(3) .
N6 C4 O2 Co1 0.2(4) .
N11 Co1 O2 C4 173.9(3) .
C7 Co1 O2 C4 -97.3(3) .
N5 Co1 O2 C4 0.5(3) .
C1 Co1 O2 C4 13.3(11) .
O1 Co1 O2 C4 90.8(3) .
