#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/40/7104005.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_7104005
loop_
_publ_author_name
'Ivan Bernal'
'Manas K. Saha'
_publ_section_title
;
An unprecedented trans-Oriented product fro the
Cleavage of a Dipeptide
;
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/b212587k
_journal_year                    2003
_chemical_compound_source        'synthesis as described'
_chemical_formula_sum            'C14 H36 Cl3 Co N6 O16'
_chemical_formula_weight         709.77
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      33
_symmetry_space_group_name_Hall  'P 2c -2ab'
_symmetry_space_group_name_H-M   'P b n 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2002-05-22T18:30:50-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.696
_cell_length_b                   14.532
_cell_length_c                   16.561
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_measurement_wavelength     0.71073
_cell_volume                     2815
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            4775
_diffrn_reflns_theta_full        25.95
_diffrn_reflns_theta_max         25.95
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.48(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         3327
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0796
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.674
_refine_ls_shift/su_mean         0.118
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0530P)²+1.8847P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                2149
_reflns_number_total             3327
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b212587k.txt
_cod_data_source_block           pbn21
_cod_database_code               7104005
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'
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
C1 C 1.1109(10) 0.0590(7) 0.8232(8) 0.039(3) Uani 1 1 d . . .
H1A H 1.1758 0.0269 0.8001 0.046 Uiso 1 1 calc R . .
H1B H 1.1075 0.0442 0.8802 0.046 Uiso 1 1 calc R . .
C2 C 1.0055(11) 0.0274(9) 0.7836(9) 0.044(4) Uani 1 1 d . . .
H2A H 1.0045 -0.0393 0.7828 0.052 Uiso 1 1 calc R . .
H2B H 1.0048 0.0488 0.7282 0.052 Uiso 1 1 calc R . .
C3 C 0.8993(11) 0.0620(7) 0.8262(9) 0.044(3) Uani 1 1 d . . .
H3A H 0.8329 0.0297 0.8055 0.052 Uiso 1 1 calc R . .
H3B H 0.9053 0.0491 0.8835 0.052 Uiso 1 1 calc R . .
C4 C 0.7756(8) 0.2000(7) 0.8481(8) 0.036(3) Uani 1 1 d . . .
H4C H 0.7695 0.183 0.9045 0.043 Uiso 1 1 calc R . .
H4D H 0.7109 0.1742 0.8193 0.043 Uiso 1 1 calc R . .
C5 C 0.7774(9) 0.3026(7) 0.8393(8) 0.037(3) Uani 1 1 d . . .
H5A H 0.7751 0.3198 0.7828 0.045 Uiso 1 1 calc R . .
H5B H 0.7121 0.3297 0.8664 0.045 Uiso 1 1 calc R . .
C6 C 0.8960(10) 0.4322(7) 0.8648(8) 0.038(3) Uani 1 1 d . . .
H6A H 0.8272 0.4625 0.8839 0.046 Uiso 1 1 calc R . .
H6B H 0.9036 0.4448 0.8076 0.046 Uiso 1 1 calc R . .
C7 C 0.9962(11) 0.4705(8) 0.9081(10) 0.051(4) Uani 1 1 d . . .
H7A H 0.9922 0.4523 0.9643 0.061 Uiso 1 1 calc R . .
H7B H 0.9927 0.5371 0.906 0.061 Uiso 1 1 calc R . .
C8 C 1.1127(11) 0.4383(8) 0.8726(8) 0.049(4) Uani 1 1 d . . .
H8A H 1.1177 0.4578 0.8167 0.059 Uiso 1 1 calc R . .
H8B H 1.1742 0.4679 0.902 0.059 Uiso 1 1 calc R . .
C9 C 1.0796(8) 0.3242(8) 0.6905(7) 0.029(3) Uani 1 1 d . . .
C10 C 1.0516(11) 0.3721(9) 0.6123(9) 0.043(3) Uani 1 1 d . . .
H10A H 1.0955 0.3443 0.569 0.052 Uiso 1 1 calc R . .
H10B H 1.074 0.4362 0.6162 0.052 Uiso 1 1 calc R . .
C11 C 0.9225(9) 0.3666(9) 0.5912(8) 0.044(4) Uani 1 1 d . . .
H11A H 0.8768 0.3747 0.6395 0.053 Uiso 1 1 calc R . .
H11B H 0.9025 0.4147 0.5531 0.053 Uiso 1 1 calc R . .
C12 C 1.0846(12) 0.1764(9) 0.9979(7) 0.039(3) Uani 1 1 d . . .
C13 C 1.0475(11) 0.1245(9) 1.0735(9) 0.046(4) Uani 1 1 d . . .
H13A H 1.0601 0.0595 1.0634 0.055 Uiso 1 1 calc R . .
H13B H 1.0992 0.1421 1.1166 0.055 Uiso 1 1 calc R . .
C14 C 0.9297(11) 0.1343(8) 1.1050(9) 0.048(4) Uani 1 1 d . . .
H14A H 0.9202 0.0916 1.1494 0.058 Uiso 1 1 calc R . .
H14B H 0.877 0.1158 1.0627 0.058 Uiso 1 1 calc R . .
N1 N 1.1273(7) 0.1599(7) 0.8134(7) 0.037(3) Uani 1 1 d . . .
H1C H 1.1413 0.1699 0.7607 0.044 Uiso 1 1 calc R . .
H1D H 1.1916 0.1747 0.8402 0.044 Uiso 1 1 calc R . .
N2 N 0.8839(7) 0.1651(6) 0.8137(6) 0.030(2) Uani 1 1 d . . .
H2 H 0.8769 0.1726 0.7594 0.036 Uiso 1 1 calc R . .
N3 N 0.8849(7) 0.3345(5) 0.8768(6) 0.025(2) Uani 1 1 d . . .
H3 H 0.875 0.3268 0.9308 0.03 Uiso 1 1 calc R . .
N4 N 1.1284(7) 0.3378(7) 0.8765(7) 0.034(3) Uani 1 1 d . . .
H4A H 1.1483 0.3246 0.9277 0.04 Uiso 1 1 calc R . .
H4B H 1.1896 0.3246 0.8457 0.04 Uiso 1 1 calc R . .
N5 N 0.9003(9) 0.2759(8) 0.5555(8) 0.054(3) Uani 1 1 d . . .
H5C H 0.8284 0.2735 0.538 0.081 Uiso 1 1 calc R . .
H5D H 0.9113 0.2325 0.5926 0.081 Uiso 1 1 calc R . .
H5E H 0.9477 0.2667 0.5143 0.081 Uiso 1 1 calc R . .
N6 N 0.8957(9) 0.2268(7) 1.1333(9) 0.051(3) Uani 1 1 d . . .
H6A' H 0.8216 0.2267 1.1457 0.077 Uiso 1 1 calc R . .
H6B' H 0.9087 0.2678 1.0945 0.077 Uiso 1 1 calc R . .
H6C H 0.9363 0.2415 1.1769 0.077 Uiso 1 1 calc R . .
O1 O 1.1866(6) 0.3131(6) 0.7086(5) 0.039(2) Uani 1 1 d . . .
O2 O 0.9990(6) 0.2995(6) 0.7370(5) 0.028(2) Uani 1 1 d . . .
O3 O 0.9977(6) 0.2014(6) 0.9531(5) 0.030(2) Uani 1 1 d . . .
O4 O 1.1815(7) 0.1879(7) 0.9832(6) 0.053(3) Uani 1 1 d . . .
O5 O 1.2436(10) 0.0845(9) 0.6393(5) 0.097(3) Uani 1 1 d . . .
O7 O 1.1760(15) 0.0418(9) 0.5058(8) 0.164(7) Uani 1 1 d . . .
O8 O 1.0795(10) 0.1351(10) 0.5999(8) 0.121(5) Uani 1 1 d . . .
O9 O 1.0245(8) 0.2799(8) 0.4124(7) 0.076(3) Uani 1 1 d . . .
O10 O 1.0237(8) 0.2102(6) 0.2864(6) 0.053(2) Uani 1 1 d . . .
O11 O 0.8812(9) 0.3199(7) 0.3137(7) 0.094(4) Uani 1 1 d . . .
O12 O 0.8845(9) 0.1775(7) 0.3733(10) 0.114(5) Uani 1 1 d . . .
O13 O 1.2359(10) 0.3124(6) 0.1608(5) 0.101(4) Uani 1 1 d . . .
O14 O 1.1893(15) 0.4626(8) 0.1783(8) 0.156(7) Uani 1 1 d . . .
O15 O 1.2475(12) 0.4169(10) 0.0637(9) 0.156(6) Uani 1 1 d . . .
O16 O 1.0735(8) 0.3737(9) 0.1074(10) 0.131(6) Uani 1 1 d . . .
O024 O 1.2365(7) 0.1921(6) 0.5299(6) 0.068(3) Uiso 1 1 d . . .
Cl1 Cl 1.1864(3) 0.1087(3) 0.56576(18) 0.0554(11) Uani 1 1 d . . .
Cl2 Cl 0.95311(8) 0.2496(3) 0.3465(4) 0.0477(3) Uani 1 1 d . . .
Cl3 Cl 1.1851(3) 0.3904(3) 0.12734(19) 0.0517(10) Uiso 1 1 d . . .
Co Co 1.00883(4) 0.24997(13) 0.8466(2) 0.02349(15) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C2 C1 N1 111.5(11) . . ?
C1 C2 C3 112.1(13) . . ?
N2 C3 C2 111.1(11) . . ?
N2 C4 C5 107.0(10) . . ?
N3 C5 C4 106.5(9) . . ?
N3 C6 C7 112.0(11) . . ?
C6 C7 C8 113.4(13) . . ?
N4 C8 C7 113.0(11) . . ?
O2 C9 O1 122.8(11) . . ?
O2 C9 C10 119.4(9) . . ?
O1 C9 C10 117.8(10) . . ?
C9 C10 C11 112.4(10) . . ?
N5 C11 C10 108.0(10) . . ?
O4 C12 O3 126.4(12) . . ?
O4 C12 C13 121.1(12) . . ?
O3 C12 C13 112.4(11) . . ?
C14 C13 C12 120.4(11) . . ?
C13 C14 N6 116.8(10) . . ?
C1 N1 Co 122.0(7) . . ?
C4 N2 C3 112.7(9) . . ?
C4 N2 Co 108.1(7) . . ?
C3 N2 Co 119.1(7) . . ?
C6 N3 C5 109.2(8) . . ?
C6 N3 Co 121.0(7) . . ?
C5 N3 Co 109.0(6) . . ?
C8 N4 Co 123.1(7) . . ?
C9 O2 Co 128.6(7) . . ?
C12 O3 Co 125.0(8) . . ?
O7 Cl1 O8 113.2(10) . . ?
O7 Cl1 O5 118.4(9) . . ?
O8 Cl1 O5 97.9(8) . . ?
O7 Cl1 O024 108.8(7) . . ?
O8 Cl1 O024 106.7(7) . . ?
O5 Cl1 O024 111.0(6) . . ?
O12 Cl2 O10 104.9(7) . . ?
O12 Cl2 O11 108.6(3) . . ?
O10 Cl2 O11 111.5(8) . . ?
O12 Cl2 O9 108.7(10) . . ?
O10 Cl2 O9 108.5(2) . . ?
O11 Cl2 O9 114.2(7) . . ?
O14 Cl3 O15 104.4(10) . . ?
O14 Cl3 O16 108.9(10) . . ?
O15 Cl3 O16 112.4(10) . . ?
O14 Cl3 O13 111.6(6) . . ?
O15 Cl3 O13 108.4(8) . . ?
O16 Cl3 O13 111.0(7) . . ?
O3 Co N4 93.2(4) . . ?
O3 Co O2 172.71(11) . . ?
N4 Co O2 92.1(4) . . ?
O3 Co N3 86.9(4) . . ?
N4 Co N3 93.2(4) . . ?
O2 Co N3 87.8(4) . . ?
O3 Co N1 93.5(4) . . ?
N4 Co N1 90.08(15) . . ?
O2 Co N1 91.5(4) . . ?
N3 Co N1 176.7(4) . . ?
O3 Co N2 88.5(4) . . ?
N4 Co N2 177.5(4) . . ?
O2 Co N2 86.0(4) . . ?
N3 Co N2 85.14(13) . . ?
N1 Co N2 91.6(4) . . ?
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
C1 C2 1.469(18) . ?
C1 N1 1.488(13) . ?
C2 C3 1.514(18) . ?
C3 N2 1.523(14) . ?
C4 N2 1.478(12) . ?
C4 C5 1.498(7) . ?
C5 N3 1.476(13) . ?
C6 N3 1.439(14) . ?
C6 C7 1.482(18) . ?
C7 C8 1.556(17) . ?
C8 N4 1.473(15) . ?
C9 O2 1.269(13) . ?
C9 O1 1.297(13) . ?
C9 C10 1.507(18) . ?
C10 C11 1.552(16) . ?
C11 N5 1.467(16) . ?
C12 O4 1.171(15) . ?
C12 O3 1.309(14) . ?
C12 C13 1.525(18) . ?
C13 C14 1.480(18) . ?
C14 N6 1.478(15) . ?
N1 Co 1.984(8) . ?
N2 Co 1.988(8) . ?
N3 Co 1.965(8) . ?
N4 Co 1.957(9) . ?
O2 Co 1.956(9) . ?
O3 Co 1.905(9) . ?
O5 Cl1 1.434(10) . ?
O7 Cl1 1.395(11) . ?
O8 Cl1 1.426(11) . ?
O9 Cl2 1.444(12) . ?
O10 Cl2 1.413(10) . ?
O11 Cl2 1.431(10) . ?
O12 Cl2 1.393(11) . ?
O13 Cl3 1.394(8) . ?
O14 Cl3 1.348(10) . ?
O15 Cl3 1.339(13) . ?
O16 Cl3 1.367(10) . ?
O024 Cl1 1.472(10) . ?
