#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:09:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179679 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/01/7000180.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_7000180
loop_
_publ_author_name
'Gätjens, Jessica'
'Mullins, Christopher S.'
'Kampf, Jeff W.'
'Thuéry, Pierre'
'Pecoraro, Vincent L.'
_publ_section_title
;
 Corroborative cobalt and zinc model compounds of
 α-amino-β-carboxymuconic-ε-semialdehyde decarboxylase (ACMSD)
;
_journal_issue                   1
_journal_name_full               'Dalton Transactions'
_journal_page_first              51
_journal_page_last               62
_journal_paper_doi               10.1039/b809453e
_journal_year                    2009
_chemical_formula_sum            'C19 H32 Co N8 O2'
_chemical_formula_weight         463.46
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 93.668(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4185(6)
_cell_length_b                   14.8957(6)
_cell_length_c                   14.6449(9)
_cell_measurement_reflns_used    29311
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      3.07
_cell_volume                     2268.1(2)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and two ω scans with 2° steps'
_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  0.0221
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29311
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.788
_exptl_absorpt_correction_T_max  0.882
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'translucent light purple'
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.489(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4182
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0273
_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)+(0.0424P)²+0.7685P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0721
_reflns_number_gt                4028
_reflns_number_total             4182
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b809453e.txt
_cod_data_source_block           6
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7000180
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
Co1 Co 0.790820(19) 0.234548(18) 0.158430(17) 0.02590(9) Uani 1 1 d . . .
O1 O 0.80340(17) 0.36789(12) 0.12527(11) 0.0342(4) Uani 1 1 d . . .
O2 O 0.89052(19) 0.29464(14) 0.01526(13) 0.0418(4) Uani 1 1 d . . .
N1 N 0.89784(19) 0.12170(13) 0.15287(13) 0.0273(4) Uani 1 1 d . . .
N2 N 1.00238(19) -0.00346(13) 0.12934(14) 0.0288(4) Uani 1 1 d . . .
H2 H 1.0210 -0.0623 0.1024 0.035 Uiso 1 1 d R . .
N3 N 0.9560(2) 0.25919(14) 0.27181(14) 0.0254(4) Uani 1 1 d . . .
N4 N 0.6958(2) 0.24071(13) 0.27769(16) 0.0277(4) Uani 1 1 d . . .
N5 N 0.5769(2) 0.23712(13) 0.39632(15) 0.0314(5) Uani 1 1 d . . .
H5 H 0.5059 0.2220 0.4280 0.038 Uiso 1 1 d R . .
N6 N 0.6360(2) 0.20483(16) 0.06578(14) 0.0336(5) Uani 1 1 d . . .
N7 N 0.5668(2) 0.26735(13) 0.04923(14) 0.0282(5) Uani 1 1 d . . .
N8 N 0.4959(2) 0.32704(15) 0.03286(16) 0.0415(5) Uani 1 1 d . . .
C1 C 1.2859(2) 0.37696(18) 0.25866(17) 0.0358(6) Uani 1 1 d . . .
H1A H 1.3149 0.3394 0.2109 0.054 Uiso 1 1 calc R . .
H1B H 1.3563 0.3891 0.3024 0.054 Uiso 1 1 calc R . .
H1C H 1.2537 0.4324 0.2329 0.054 Uiso 1 1 calc R . .
C2 C 1.1795(2) 0.32952(17) 0.30583(16) 0.0317(5) Uani 1 1 d . . .
H2A H 1.1468 0.3688 0.3518 0.038 Uiso 1 1 calc R . .
H2B H 1.2138 0.2761 0.3364 0.038 Uiso 1 1 calc R . .
C3 C 1.0695(2) 0.30317(16) 0.23629(16) 0.0266(5) Uani 1 1 d . . .
H3A H 1.0405 0.3571 0.2040 0.032 Uiso 1 1 calc R . .
H3B H 1.1043 0.2633 0.1917 0.032 Uiso 1 1 calc R . .
C4 C 0.9849(2) 0.16769(14) 0.30754(15) 0.0269(5) Uani 1 1 d . . .
H4A H 0.9213 0.1500 0.3497 0.032 Uiso 1 1 calc R . .
H4B H 1.0689 0.1668 0.3401 0.032 Uiso 1 1 calc R . .
C5 C 0.9824(2) 0.10411(15) 0.22850(15) 0.0262(5) Uani 1 1 d . . .
C6 C 1.0473(2) 0.02642(15) 0.21495(15) 0.0276(5) Uani 1 1 d . . .
C7 C 1.1430(2) -0.02314(17) 0.27489(18) 0.0366(6) Uani 1 1 d . . .
H7A H 1.1743 0.0151 0.3242 0.055 Uiso 1 1 calc R . .
H7B H 1.2135 -0.0413 0.2400 0.055 Uiso 1 1 calc R . .
H7C H 1.1033 -0.0753 0.2993 0.055 Uiso 1 1 calc R . .
C8 C 0.9132(2) 0.05513(15) 0.09388(16) 0.0278(5) Uani 1 1 d . . .
C9 C 0.8455(3) 0.04547(17) 0.00135(17) 0.0335(5) Uani 1 1 d . . .
H9A H 0.9071 0.0268 -0.0418 0.040 Uiso 1 1 calc R . .
H9B H 0.8117 0.1035 -0.0183 0.040 Uiso 1 1 calc R . .
C10 C 0.7359(3) -0.0218(2) -0.0010(2) 0.0469(7) Uani 1 1 d . . .
H10A H 0.7677 -0.0788 0.0212 0.070 Uiso 1 1 calc R . .
H10B H 0.7003 -0.0284 -0.0628 0.070 Uiso 1 1 calc R . .
H10C H 0.6704 -0.0009 0.0370 0.070 Uiso 1 1 calc R . .
C11 C 0.8961(2) 0.31515(14) 0.34110(15) 0.0267(5) Uani 1 1 d . . .
H11A H 0.8912 0.3772 0.3210 0.032 Uiso 1 1 calc R . .
H11B H 0.9471 0.3127 0.3988 0.032 Uiso 1 1 calc R . .
C12 C 0.7643(2) 0.27932(15) 0.35272(16) 0.0269(5) Uani 1 1 d . . .
C13 C 0.6923(2) 0.27712(15) 0.42731(17) 0.0289(5) Uani 1 1 d . . .
C14 C 0.7193(3) 0.30694(18) 0.52389(17) 0.0379(6) Uani 1 1 d . . .
H14A H 0.7988 0.3397 0.5289 0.057 Uiso 1 1 calc R . .
H14B H 0.7258 0.2554 0.5633 0.057 Uiso 1 1 calc R . .
H14C H 0.6508 0.3449 0.5417 0.057 Uiso 1 1 calc R . .
C15 C 0.5834(2) 0.21577(15) 0.30751(17) 0.0303(5) Uani 1 1 d . . .
C16 C 0.4786(2) 0.16621(17) 0.25393(18) 0.0343(5) Uani 1 1 d . . .
H16A H 0.4602 0.1965 0.1959 0.041 Uiso 1 1 calc R . .
H16B H 0.4011 0.1679 0.2873 0.041 Uiso 1 1 calc R . .
C17 C 0.5132(3) 0.06876(17) 0.23576(19) 0.0385(6) Uani 1 1 d . . .
H17A H 0.5886 0.0667 0.2015 0.058 Uiso 1 1 calc R . .
H17B H 0.4430 0.0402 0.2015 0.058 Uiso 1 1 calc R . .
H17C H 0.5297 0.0380 0.2929 0.058 Uiso 1 1 calc R . .
C18 C 0.8504(2) 0.36663(16) 0.04741(16) 0.0301(5) Uani 1 1 d . . .
C19 C 0.8607(3) 0.45384(19) -0.00276(19) 0.0428(6) Uani 1 1 d . . .
H19A H 0.9218 0.4920 0.0302 0.064 Uiso 1 1 calc R . .
H19B H 0.7782 0.4827 -0.0077 0.064 Uiso 1 1 calc R . .
H19C H 0.8888 0.4426 -0.0629 0.064 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 O1 138.76(8) . . ?
N1 Co1 N4 111.52(8) . . ?
O1 Co1 N4 101.46(7) . . ?
N1 Co1 N6 101.70(8) . . ?
O1 Co1 N6 96.31(8) . . ?
N4 Co1 N6 99.60(9) . . ?
N1 Co1 N3 77.10(7) . . ?
O1 Co1 N3 87.76(7) . . ?
N4 Co1 N3 76.35(8) . . ?
N6 Co1 N3 174.80(9) . . ?
C18 O1 Co1 103.45(14) . . ?
C8 N1 C5 106.22(19) . . ?
C8 N1 Co1 137.28(16) . . ?
C5 N1 Co1 116.50(15) . . ?
C8 N2 C6 108.91(18) . . ?
C8 N2 H2 124.6 . . ?
C6 N2 H2 125.8 . . ?
C3 N3 C11 111.97(19) . . ?
C3 N3 C4 112.55(19) . . ?
C11 N3 C4 111.10(18) . . ?
C3 N3 Co1 112.87(14) . . ?
C11 N3 Co1 104.51(14) . . ?
C4 N3 Co1 103.24(15) . . ?
C15 N4 C12 105.9(2) . . ?
C15 N4 Co1 138.28(19) . . ?
C12 N4 Co1 115.82(17) . . ?
C15 N5 C13 108.7(2) . . ?
C15 N5 H5 121.2 . . ?
C13 N5 H5 129.9 . . ?
N7 N6 Co1 113.48(18) . . ?
N8 N7 N6 178.1(3) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 110.69(19) . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C3 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
N3 C3 C2 117.45(19) . . ?
N3 C3 H3A 107.9 . . ?
C2 C3 H3A 107.9 . . ?
N3 C3 H3B 107.9 . . ?
C2 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
N3 C4 C5 108.42(19) . . ?
N3 C4 H4A 110.0 . . ?
C5 C4 H4A 110.0 . . ?
N3 C4 H4B 110.0 . . ?
C5 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
C6 C5 N1 109.8(2) . . ?
C6 C5 C4 131.9(2) . . ?
N1 C5 C4 118.3(2) . . ?
C5 C6 N2 105.28(19) . . ?
C5 C6 C7 131.2(2) . . ?
N2 C6 C7 123.50(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 N2 109.8(2) . . ?
N1 C8 C9 126.2(2) . . ?
N2 C8 C9 123.9(2) . . ?
C8 C9 C10 113.3(2) . . ?
C8 C9 H9A 108.9 . . ?
C10 C9 H9A 108.9 . . ?
C8 C9 H9B 108.9 . . ?
C10 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C12 107.95(19) . . ?
N3 C11 H11A 110.1 . . ?
C12 C11 H11A 110.1 . . ?
N3 C11 H11B 110.1 . . ?
C12 C11 H11B 110.1 . . ?
H11A C11 H11B 108.4 . . ?
C13 C12 N4 109.9(2) . . ?
C13 C12 C11 131.0(2) . . ?
N4 C12 C11 119.0(2) . . ?
C12 C13 N5 104.9(2) . . ?
C12 C13 C14 132.2(2) . . ?
N5 C13 C14 122.9(2) . . ?
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 . . ?
N4 C15 N5 110.6(2) . . ?
N4 C15 C16 126.4(2) . . ?
N5 C15 C16 122.9(2) . . ?
C15 C16 C17 112.9(2) . . ?
C15 C16 H16A 109.0 . . ?
C17 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C17 C16 H16B 109.0 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 O1 120.5(2) . . ?
O2 C18 C19 121.4(2) . . ?
O1 C18 C19 118.1(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
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
Co1 N1 2.022(2) . ?
Co1 O1 2.0510(18) . ?
Co1 N4 2.064(2) . ?
Co1 N6 2.088(2) . ?
Co1 N3 2.343(2) . ?
O1 C18 1.269(3) . ?
O2 C18 1.254(3) . ?
N1 C8 1.331(3) . ?
N1 C5 1.395(3) . ?
N2 C8 1.354(3) . ?
N2 C6 1.383(3) . ?
N2 H2 0.9846 . ?
N3 C3 1.475(3) . ?
N3 C11 1.482(3) . ?
N3 C4 1.484(3) . ?
N4 C15 1.328(3) . ?
N4 C12 1.395(3) . ?
N5 C15 1.345(3) . ?
N5 C13 1.391(3) . ?
N5 H5 0.9268 . ?
N6 N7 1.193(3) . ?
N7 N8 1.171(3) . ?
C1 C2 1.517(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.535(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.495(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.361(3) . ?
C6 C7 1.483(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.494(3) . ?
C9 C10 1.518(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.493(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.365(3) . ?
C13 C14 1.492(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.498(4) . ?
C16 C17 1.523(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.500(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 N8 0.98 1.95 2.892(3) 159.9 3_545
N5 H5 O2 0.93 1.83 2.732(3) 165.1 4_455
