#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:13:15 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179744 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/40/7004090.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_7004090
loop_
_publ_author_name
'Bates, Gareth W.'
'Gale, Philip A.'
'Light, Mark E.'
'Ogden, Mark I.'
'Warriner, Colin N.'
_publ_section_title
;
 Structural diversity in the first metal complexes of
 2,5-dicarboxamidopyrroles and 2,5-dicarbothioamidopyrroles
;
_journal_issue                   31
_journal_name_full               'Dalton Transactions'
_journal_page_first              4106
_journal_page_last               4112
_journal_paper_doi               10.1039/b802506a
_journal_year                    2008
_chemical_formula_sum            'C62 H48 Co2 N10 O6'
_chemical_formula_weight         1146.96
_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                 107.468(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.8197(5)
_cell_length_b                   24.1188(10)
_cell_length_c                   19.9231(7)
_cell_measurement_reflns_used    125639
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     6334.4(4)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'CAMERON (Watkin, et al., 1993)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_av_sigmaI/netI    0.0687
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34159
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.97
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_T_max  0.9885
_exptl_absorpt_correction_T_min  0.8931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;
_exptl_crystal_colour            'Pale Brown'
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.661
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         5610
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1544
_refine_ls_R_factor_gt           0.1147
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1549P)²+57.7576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2865
_refine_ls_wR_factor_ref         0.3124
_reflns_number_gt                3807
_reflns_number_total             5610
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b802506a.txt
_cod_data_source_block           2007sot0773
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7004090
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C12 C 0.5751(6) 0.0929(4) 0.1878(4) 0.0497(19) Uani 1 1 d . A .
C14 C 0.7046(6) 0.1015(4) 0.3766(4) 0.0491(19) Uani 1 1 d . . .
C15 C 0.7516(7) 0.0747(4) 0.4406(4) 0.065(2) Uani 1 1 d . A .
H15 H 0.7570 0.0354 0.4430 0.078 Uiso 1 1 calc R . .
C16 C 0.7896(7) 0.1067(5) 0.4998(4) 0.068(3) Uani 1 1 d . . .
H16 H 0.8229 0.0899 0.5438 0.082 Uiso 1 1 calc R A .
C17 C 0.7789(6) 0.1628(5) 0.4946(4) 0.067(3) Uani 1 1 d . A .
H17 H 0.8034 0.1850 0.5356 0.080 Uiso 1 1 calc R . .
C18 C 0.7323(5) 0.1881(4) 0.4298(4) 0.056(2) Uani 1 1 d . . .
H18 H 0.7268 0.2273 0.4265 0.067 Uiso 1 1 calc R A .
N4 N 0.6121(4) 0.1071(3) 0.2565(3) 0.0477(16) Uani 1 1 d . . .
N5 N 0.6949(4) 0.1561(3) 0.3716(3) 0.0478(16) Uani 1 1 d . . .
O2 O 0.5777(5) 0.0459(3) 0.1628(3) 0.0662(16) Uani 1 1 d . . .
C6A C 0.3194(6) 0.2952(4) 0.2226(4) 0.054(2) Uani 0.697(7) 1 d P A 1
H6A H 0.3579 0.3257 0.2531 0.065 Uiso 0.697(7) 1 calc PR A 1
O3A O 0.2424(5) 0.3162(3) 0.1612(4) 0.0496(14) Uani 0.697(7) 1 d PD A 1
C31A C 0.2249(8) 0.3743(4) 0.1646(5) 0.0496(14) Uani 0.697(7) 1 d PD A 1
H31A H 0.2012 0.3822 0.2053 0.074 Uiso 0.697(7) 1 calc PR A 1
H31B H 0.1735 0.3862 0.1215 0.074 Uiso 0.697(7) 1 calc PR A 1
H31C H 0.2883 0.3945 0.1695 0.074 Uiso 0.697(7) 1 calc PR A 1
C6B C 0.3194(6) 0.2952(4) 0.2226(4) 0.054(2) Uani 0.303(7) 1 d P A 2
H6B1 H 0.2701 0.3134 0.1819 0.065 Uiso 0.303(7) 1 calc PR A 2
H6B2 H 0.3593 0.3242 0.2542 0.065 Uiso 0.303(7) 1 calc PR A 2
C13A C 0.6648(6) 0.0683(5) 0.3093(4) 0.074(3) Uani 0.303(7) 1 d PD A 3
H13A H 0.6204 0.0369 0.3145 0.089 Uiso 0.303(7) 1 calc PR A 3
O3B O 0.7558(12) 0.0491(6) 0.2929(8) 0.0496(14) Uani 0.303(7) 1 d PD A 3
C31B C 0.7591(16) -0.0097(7) 0.2777(12) 0.0496(14) Uani 0.303(7) 1 d PD A 3
H31D H 0.8134 -0.0275 0.3148 0.074 Uiso 0.303(7) 1 calc PR A 3
H31E H 0.7721 -0.0145 0.2323 0.074 Uiso 0.303(7) 1 calc PR A 3
H31F H 0.6939 -0.0268 0.2757 0.074 Uiso 0.303(7) 1 calc PR A 3
C13B C 0.6648(6) 0.0683(5) 0.3093(4) 0.074(3) Uani 0.697(7) 1 d P A 4
H13B H 0.7215 0.0509 0.2962 0.089 Uiso 0.697(7) 1 calc PR A 4
H13C H 0.6182 0.0388 0.3152 0.089 Uiso 0.697(7) 1 calc PR A 4
C1 C 0.2255(6) 0.1692(4) 0.2864(4) 0.063(2) Uani 1 1 d . . .
H1 H 0.2339 0.1302 0.2836 0.076 Uiso 1 1 calc R . .
C2 C 0.1579(6) 0.1900(5) 0.3201(5) 0.072(3) Uani 1 1 d . . .
H2 H 0.1185 0.1651 0.3382 0.087 Uiso 1 1 calc R . .
C3 C 0.1483(7) 0.2462(5) 0.3272(5) 0.079(3) Uani 1 1 d . . .
H3 H 0.1055 0.2609 0.3523 0.094 Uiso 1 1 calc R . .
C4 C 0.2024(7) 0.2799(4) 0.2971(5) 0.067(2) Uani 1 1 d . A .
H4 H 0.1966 0.3190 0.3007 0.080 Uiso 1 1 calc R . .
C5 C 0.2660(6) 0.2583(4) 0.2611(4) 0.057(2) Uani 1 1 d . . .
C7 C 0.4474(6) 0.2796(4) 0.1649(4) 0.0489(19) Uani 1 1 d . A .
C8 C 0.5007(5) 0.2332(3) 0.1429(3) 0.0443(18) Uani 1 1 d . . .
C9 C 0.5206(5) 0.2206(3) 0.0812(4) 0.0444(18) Uani 1 1 d . . .
C10 C 0.5428(5) 0.1620(4) 0.0827(3) 0.051(2) Uani 1 1 d . A .
C11 C 0.5359(5) 0.1427(3) 0.1463(4) 0.0447(18) Uani 1 1 d . . .
C19 C 0.5107(5) 0.2577(4) 0.0209(4) 0.0495(19) Uani 1 1 d . . .
C20 C 0.5485(6) 0.3112(4) 0.0316(4) 0.059(2) Uani 1 1 d . . .
H20 H 0.5853 0.3230 0.0777 0.071 Uiso 1 1 calc R . .
C21 C 0.5332(7) 0.3479(5) -0.0243(5) 0.071(3) Uani 1 1 d . . .
H21 H 0.5603 0.3844 -0.0165 0.086 Uiso 1 1 calc R . .
C22 C 0.4780(7) 0.3312(5) -0.0919(5) 0.069(3) Uani 1 1 d . . .
H22 H 0.4654 0.3565 -0.1302 0.083 Uiso 1 1 calc R . .
C23 C 0.4429(6) 0.2789(5) -0.1026(4) 0.069(3) Uani 1 1 d . . .
H23 H 0.4073 0.2673 -0.1490 0.082 Uiso 1 1 calc R . .
C24 C 0.4572(5) 0.2418(4) -0.0482(4) 0.053(2) Uani 1 1 d . . .
H24 H 0.4308 0.2053 -0.0572 0.063 Uiso 1 1 calc R . .
C25 C 0.5722(6) 0.1309(4) 0.0280(3) 0.0498(19) Uani 1 1 d . . .
C26 C 0.6514(6) 0.1508(4) 0.0046(4) 0.058(2) Uani 1 1 d . A .
H26 H 0.6872 0.1831 0.0255 0.069 Uiso 1 1 calc R . .
C27 C 0.6783(7) 0.1241(5) -0.0483(4) 0.070(3) Uani 1 1 d . . .
H27 H 0.7323 0.1377 -0.0639 0.084 Uiso 1 1 calc R A .
C28 C 0.6250(8) 0.0768(5) -0.0787(5) 0.076(3) Uani 1 1 d . A .
H28 H 0.6434 0.0579 -0.1148 0.092 Uiso 1 1 calc R . .
C30 C 0.5204(7) 0.0849(4) -0.0027(4) 0.062(2) Uani 1 1 d . A .
H30 H 0.4662 0.0713 0.0129 0.074 Uiso 1 1 calc R . .
C39 C 0.5456(8) 0.0574(4) -0.0567(4) 0.074(3) Uani 1 1 d . . .
H39 H 0.5086 0.0255 -0.0781 0.089 Uiso 1 1 calc R A .
N1 N 0.2788(5) 0.2036(3) 0.2576(3) 0.0503(16) Uani 1 1 d . A .
N2 N 0.3848(4) 0.2583(3) 0.1996(3) 0.0513(17) Uani 1 1 d . . .
N3 N 0.5097(4) 0.1854(3) 0.1848(3) 0.0403(14) Uani 1 1 d . . .
O1 O 0.4544(4) 0.3284(3) 0.1502(3) 0.0581(15) Uani 1 1 d . . .
Co1 Co 0.38901(7) 0.18274(5) 0.22006(5) 0.0449(4) 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'
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
O2 C12 N4 126.1(8) . . ?
O2 C12 C11 124.7(7) . . ?
N4 C12 C11 109.1(7) . . ?
N5 C14 C15 122.4(8) . . ?
N5 C14 C13A 117.2(7) . . ?
C15 C14 C13A 120.4(8) . . ?
C16 C15 C14 118.3(9) . . ?
C17 C16 C15 119.2(8) . . ?
C16 C17 C18 120.9(9) . . ?
N5 C18 C17 119.5(9) . . ?
C12 N4 C13A 122.1(7) . . ?
C12 N4 Co1 117.9(6) . 2_655 ?
C13A N4 Co1 119.3(5) . 2_655 ?
C14 N5 C18 119.8(7) . . ?
C14 N5 Co1 114.6(5) . 2_655 ?
C18 N5 Co1 125.2(6) . 2_655 ?
N2 C6A O3A 108.7(6) . . ?
N2 C6A C5 104.4(7) . . ?
O3A C6A C5 106.8(6) . . ?
C31A O3A C6A 113.2(7) . . ?
N4 C13A O3B 108.9(8) . . ?
N4 C13A C14 105.9(8) . . ?
O3B C13A C14 104.8(8) . . ?
C31B O3B C13A 116.0(12) . . ?
N1 C1 C2 120.9(10) . . ?
C3 C2 C1 120.2(9) . . ?
C4 C3 C2 117.5(9) . . ?
C3 C4 C5 121.2(10) . . ?
N1 C5 C4 120.7(8) . . ?
N1 C5 C6A 117.7(7) . . ?
C4 C5 C6A 121.6(9) . . ?
O1 C7 N2 126.4(8) . . ?
O1 C7 C8 125.2(7) . . ?
N2 C7 C8 108.3(7) . . ?
C9 C8 N3 110.1(7) . . ?
C9 C8 C7 133.3(7) . . ?
N3 C8 C7 114.1(6) . . ?
C8 C9 C10 107.3(7) . . ?
C8 C9 C19 127.0(7) . . ?
C10 C9 C19 125.5(6) . . ?
C11 C10 C9 106.2(7) . . ?
C11 C10 C25 127.9(8) . . ?
C9 C10 C25 125.8(7) . . ?
C10 C11 N3 110.8(7) . . ?
C10 C11 C12 132.9(7) . . ?
N3 C11 C12 114.0(6) . . ?
C20 C19 C24 118.0(8) . . ?
C20 C19 C9 120.2(7) . . ?
C24 C19 C9 121.7(8) . . ?
C19 C20 C21 120.7(9) . . ?
C20 C21 C22 119.9(10) . . ?
C23 C22 C21 119.4(9) . . ?
C22 C23 C24 121.8(9) . . ?
C23 C24 C19 120.2(9) . . ?
C30 C25 C26 119.3(7) . . ?
C30 C25 C10 121.4(7) . . ?
C26 C25 C10 119.2(7) . . ?
C27 C26 C25 120.8(9) . . ?
C26 C27 C28 119.1(9) . . ?
C39 C28 C27 120.5(9) . . ?
C25 C30 C39 120.9(9) . . ?
C28 C39 C30 119.3(10) . . ?
C5 N1 C1 119.2(7) . . ?
C5 N1 Co1 113.9(5) . . ?
C1 N1 Co1 126.4(7) . . ?
C7 N2 C6A 119.0(7) . . ?
C7 N2 Co1 119.9(5) . . ?
C6A N2 Co1 121.1(5) . . ?
C11 N3 C8 105.7(5) . . ?
C11 N3 Co1 106.0(4) . 2_655 ?
C8 N3 Co1 120.2(4) . 2_655 ?
C11 N3 Co1 123.5(5) . . ?
C8 N3 Co1 107.5(4) . . ?
Co1 N3 Co1 95.0(2) 2_655 . ?
N2 Co1 N4 176.8(2) . 2_655 ?
N2 Co1 N1 81.7(3) . . ?
N4 Co1 N1 95.1(3) 2_655 . ?
N2 Co1 N5 98.4(3) . 2_655 ?
N4 Co1 N5 82.3(3) 2_655 2_655 ?
N1 Co1 N5 97.5(2) . 2_655 ?
N2 Co1 N3 98.3(3) . 2_655 ?
N4 Co1 N3 81.4(2) 2_655 2_655 ?
N1 Co1 N3 91.9(2) . 2_655 ?
N5 Co1 N3 161.9(3) 2_655 2_655 ?
N2 Co1 N3 82.3(2) . . ?
N4 Co1 N3 100.9(2) 2_655 . ?
N1 Co1 N3 163.1(3) . . ?
N5 Co1 N3 90.3(2) 2_655 . ?
N3 Co1 N3 84.9(2) 2_655 . ?
N2 Co1 Co1 92.80(18) . 2_655 ?
N4 Co1 Co1 89.10(17) 2_655 2_655 ?
N1 Co1 Co1 133.10(18) . 2_655 ?
N5 Co1 Co1 129.29(18) 2_655 2_655 ?
N3 Co1 Co1 42.58(15) 2_655 2_655 ?
N3 Co1 Co1 42.43(16) . 2_655 ?
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
C12 O2 1.244(10) . ?
C12 N4 1.352(9) . ?
C12 C11 1.466(11) . ?
C14 N5 1.323(10) . ?
C14 C15 1.403(11) . ?
C14 C13A 1.516(12) . ?
C15 C16 1.375(13) . ?
C16 C17 1.361(14) . ?
C17 C18 1.398(12) . ?
C18 N5 1.360(10) . ?
N4 C13A 1.433(11) . ?
N4 Co1 1.884(7) 2_655 ?
N5 Co1 1.955(6) 2_655 ?
C6A N2 1.438(10) . ?
C6A O3A 1.450(10) . ?
C6A C5 1.506(12) . ?
O3A C31A 1.427(8) . ?
C13A O3B 1.466(17) . ?
O3B C31B 1.454(10) . ?
C1 N1 1.345(11) . ?
C1 C2 1.397(12) . ?
C2 C3 1.374(15) . ?
C3 C4 1.360(14) . ?
C4 C5 1.392(11) . ?
C5 N1 1.337(11) . ?
C7 O1 1.224(10) . ?
C7 N2 1.359(10) . ?
C7 C8 1.477(11) . ?
C8 C9 1.372(10) . ?
C8 N3 1.407(10) . ?
C9 C10 1.442(12) . ?
C9 C19 1.473(11) . ?
C10 C11 1.379(10) . ?
C10 C25 1.479(10) . ?
C11 N3 1.397(9) . ?
C19 C20 1.385(12) . ?
C19 C24 1.405(11) . ?
C20 C21 1.388(12) . ?
C21 C22 1.394(14) . ?
C22 C23 1.344(14) . ?
C23 C24 1.374(12) . ?
C25 C30 1.362(12) . ?
C25 C26 1.397(11) . ?
C26 C27 1.378(12) . ?
C27 C28 1.392(14) . ?
C28 C39 1.380(14) . ?
C30 C39 1.395(13) . ?
N1 Co1 1.953(6) . ?
N2 Co1 1.865(8) . ?
N3 Co1 1.990(6) 2_655 ?
N3 Co1 1.996(5) . ?
Co1 N4 1.884(7) 2_655 ?
Co1 N5 1.955(6) 2_655 ?
Co1 N3 1.990(6) 2_655 ?
Co1 Co1 2.9387(18) 2_655 ?
