#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/27/7022753.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_7022753
loop_
_publ_author_name
'Ribeiro, Marcos A.'
'Lanznaster, Maurício'
'Silva, Marcos M. P.'
'Resende, Jackson A. L. C.'
'Pinheiro, Maurício V B'
'Krambrock, Klaus'
'Stumpf, Humberto O.'
'Pinheiro, Carlos B.'
_publ_section_title
;
 Cobalt lawsone complexes: searching for new valence tautomers.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5462
_journal_page_last               5470
_journal_paper_doi               10.1039/c3dt32968b
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C30 H18 Co N2 O6'
_chemical_formula_weight         561.39
_chemical_name_systematic        ?
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2012-10-11T16:20:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   19.559(5)
_cell_length_b                   14.772(5)
_cell_length_c                   8.378(5)
_cell_measurement_reflns_used    3138
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      62.3720
_cell_measurement_theta_min      2.2578
_cell_volume                     2420.6(18)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
(compiled Oct 5 2009,17:28:39)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
(compiled Oct 5 2009,17:28:39)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.49a (release 05-10-2009 CrysAlis171 .NET)
(compiled Oct 5 2009,17:28:39)
;
_computing_molecular_graphics
'ORTEP-3: Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.'
_computing_publication_material  'PublCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4186
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            7440
_diffrn_reflns_theta_full        62.43
_diffrn_reflns_theta_max         62.43
_diffrn_reflns_theta_min         4.52
_exptl_absorpt_coefficient_mu    6.004
_exptl_absorpt_correction_T_max  0.650
_exptl_absorpt_correction_T_min  0.317
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.54
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             1148
_exptl_crystal_size_max          0.2637
_exptl_crystal_size_mid          0.1369
_exptl_crystal_size_min          0.0771
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.030(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         1652
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0296
_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)+(0.0349P)²+0.9294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0734
_reflns_number_gt                1467
_reflns_number_total             1652
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt32968b.txt
_cod_data_source_block           lau_25_d-cu_def
_cod_original_sg_symbol_Hall     'A 2 -2ac'
_cod_database_code               7022753
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/2, y+1, z+1/2'
'x+1/2, -y+1, 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 0.0000 0.0000 0.22927(12) 0.04264(18) Uani 1 2 d S
O1 O 0.09025(10) 0.08387(13) 0.2168(3) 0.0493(5) Uani 1 1 d .
O2 O 0.06141(11) -0.07323(16) 0.0844(3) 0.0582(6) Uani 1 1 d .
C6 C 0.20731(15) 0.0836(2) 0.1458(4) 0.0468(8) Uani 1 1 d .
N1 N -0.02821(13) 0.0799(2) 0.4284(4) 0.0530(8) Uani 1 1 d .
O4 O 0.29137(14) -0.0916(2) -0.0804(4) 0.0891(10) Uani 1 1 d .
C11 C -0.01409(16) 0.0462(3) 0.5741(5) 0.0616(10) Uani 1 1 d .
C1 C 0.13834(15) 0.0445(2) 0.1502(4) 0.0443(7) Uani 1 1 d .
C3 C 0.17635(18) -0.0869(2) -0.0060(5) 0.0609(10) Uani 1 1 d .
H3 H 0.1671 -0.1409 -0.0588 0.073 Uiso 1 1 calc R
C10 C 0.22123(15) 0.1664(2) 0.2183(6) 0.0552(9) Uani 1 1 d .
H10 H 0.1860 0.1985 0.2669 0.066 Uiso 1 1 calc R
C5 C 0.25975(16) 0.0356(2) 0.0737(5) 0.0538(8) Uani 1 1 d .
C7 C 0.32534(16) 0.0707(3) 0.0753(5) 0.0664(11) Uani 1 1 d .
H7 H 0.3609 0.0385 0.0282 0.080 Uiso 1 1 calc R
C9 C 0.28700(16) 0.2014(2) 0.2188(7) 0.0687(10) Uani 1 1 d .
H9 H 0.2963 0.2567 0.2673 0.082 Uiso 1 1 calc R
C4 C 0.24473(19) -0.0519(2) -0.0105(6) 0.0590(8) Uani 1 1 d .
C2 C 0.12415(15) -0.0444(2) 0.0725(4) 0.0491(8) Uani 1 1 d .
C15 C -0.05338(19) 0.1634(3) 0.4149(6) 0.0772(13) Uani 1 1 d .
H15 H -0.0635 0.1864 0.3143 0.093 Uiso 1 1 calc R
C8 C 0.33825(18) 0.1526(3) 0.1458(5) 0.0735(12) Uani 1 1 d .
H8 H 0.3825 0.1757 0.1444 0.088 Uiso 1 1 calc R
C12 C -0.0256(2) 0.0978(4) 0.7100(6) 0.1005(19) Uani 1 1 d .
H12 H -0.0161 0.0742 0.8105 0.121 Uiso 1 1 calc R
C14 C -0.0647(2) 0.2162(4) 0.5477(10) 0.117(3) Uani 1 1 d .
H14 H -0.0818 0.2745 0.5357 0.141 Uiso 1 1 calc R
C13 C -0.0512(3) 0.1841(6) 0.6951(8) 0.133(3) Uani 1 1 d .
H13 H -0.0590 0.2196 0.7849 0.159 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 0.0181 0.0091 '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 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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
O2 Co O2 106.21(16) 2 .
O2 Co N1 157.89(10) 2 2
O2 Co N1 91.13(12) . 2
O2 Co N1 91.13(12) 2 .
O2 Co N1 157.89(10) . .
N1 Co N1 75.99(18) 2 .
O2 Co O1 98.61(9) 2 .
O2 Co O1 78.01(9) . .
N1 Co O1 98.34(10) 2 .
N1 Co O1 86.06(10) . .
O2 Co O1 78.01(9) 2 2
O2 Co O1 98.61(9) . 2
N1 Co O1 86.06(10) 2 2
N1 Co O1 98.34(10) . 2
O1 Co O1 174.45(16) . 2
C1 O1 Co 111.9(2) . .
C2 O2 Co 115.5(2) . .
C5 C6 C10 119.7(3) . .
C5 C6 C1 119.4(3) . .
C10 C6 C1 120.9(3) . .
C15 N1 C11 119.6(3) . .
C15 N1 Co 123.1(3) . .
C11 N1 Co 117.1(3) . .
N1 C11 C12 120.5(4) . .
N1 C11 C11 114.8(2) . 2
C12 C11 C11 124.7(3) . 2
O1 C1 C6 121.7(3) . .
O1 C1 C2 117.9(3) . .
C6 C1 C2 120.4(3) . .
C2 C3 C4 123.0(4) . .
C2 C3 H3 118.5 . .
C4 C3 H3 118.5 . .
C9 C10 C6 120.7(3) . .
C9 C10 H10 119.6 . .
C6 C10 H10 119.6 . .
C7 C5 C6 119.4(3) . .
C7 C5 C4 120.6(3) . .
C6 C5 C4 120.0(3) . .
C8 C7 C5 120.4(3) . .
C8 C7 H7 119.8 . .
C5 C7 H7 119.8 . .
C8 C9 C10 118.6(4) . .
C8 C9 H9 120.7 . .
C10 C9 H9 120.7 . .
O4 C4 C3 122.1(4) . .
O4 C4 C5 119.2(4) . .
C3 C4 C5 118.7(3) . .
O2 C2 C3 126.2(3) . .
O2 C2 C1 115.4(3) . .
C3 C2 C1 118.3(3) . .
N1 C15 C14 121.0(6) . .
N1 C15 H15 119.5 . .
C14 C15 H15 119.5 . .
C7 C8 C9 121.3(3) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
C13 C12 C11 119.5(6) . .
C13 C12 H12 120.2 . .
C11 C12 H12 120.2 . .
C13 C14 C15 120.6(7) . .
C13 C14 H14 119.7 . .
C15 C14 H14 119.7 . .
C14 C13 C12 118.8(6) . .
C14 C13 H13 120.6 . .
C12 C13 H13 120.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co O2 2.021(2) 2
Co O2 2.021(2) .
Co N1 2.117(3) 2
Co N1 2.117(3) .
Co O1 2.1592(19) .
Co O1 2.1592(19) 2
O1 C1 1.238(4) .
O2 C2 1.303(4) .
C6 C5 1.385(4) .
C6 C10 1.392(5) .
C6 C1 1.468(4) .
N1 C15 1.333(5) .
N1 C11 1.347(5) .
O4 C4 1.233(4) .
C11 C12 1.389(6) .
C11 C11 1.473(8) 2
C1 C2 1.493(5) .
C3 C2 1.366(4) .
C3 C4 1.434(5) .
C3 H3 0.9300 .
C10 C9 1.387(4) .
C10 H10 0.9300 .
C5 C7 1.384(5) .
C5 C4 1.502(5) .
C7 C8 1.370(5) .
C7 H7 0.9300 .
C9 C8 1.378(5) .
C9 H9 0.9300 .
C15 C14 1.376(7) .
C15 H15 0.9300 .
C8 H8 0.9300 .
C12 C13 1.374(9) .
C12 H12 0.9300 .
C14 C13 1.349(10) .
C14 H14 0.9300 .
C13 H13 0.9300 .
