#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:38:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179590 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/55/4505506.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_4505506
loop_
_publ_author_name
'Ali, Afsar'
'Hundal, Geeta'
'Gupta, Rajeev'
_publ_section_title
;
 Co3+-Based Building Blocks with Appended Phenol and Catechol Groups:
 Examples of Placing Hydrogen-Bond Donors and Acceptors in a Single
 Molecule
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1308
_journal_paper_doi               10.1021/cg201369g
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C42 H29 Co N6 O13'
_chemical_formula_weight         884.64
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           167
_symmetry_space_group_name_Hall  '-R 3 2"c'
_symmetry_space_group_name_H-M   'R -3 c :H'
_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                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   25.1860(17)
_cell_length_b                   25.1860(17)
_cell_length_c                   33.184(3)
_cell_measurement_temperature    120(2)
_cell_volume                     18230(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0631
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            56177
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.499
_exptl_absorpt_correction_T_max  0.9245
_exptl_absorpt_correction_T_min  0.9156
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             8172
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.231
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.273
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3577
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.273
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0806
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0982P)²+74.7817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2024
_refine_ls_wR_factor_ref         0.2052
_reflns_number_gt                3396
_reflns_number_total             3577
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg201369g_si_001.cif
_cod_data_source_block           3P
_cod_database_code               4505506
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z+1/2'
'-x, -x+y, -z+1/2'
'x-y, -y, -z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+5/6'
'-x+2/3, -x+y+1/3, -z+5/6'
'x-y+2/3, -y+1/3, -z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+7/6'
'-x+1/3, -x+y+2/3, -z+7/6'
'x-y+1/3, -y+2/3, -z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z-1/2'
'x, x-y, z-1/2'
'-x+y, y, z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-y+2/3, -x+1/3, z-1/6'
'x+2/3, x-y+1/3, z-1/6'
'-x+y+2/3, y+1/3, z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'-y+1/3, -x+2/3, z+1/6'
'x+1/3, x-y+2/3, z+1/6'
'-x+y+1/3, y+2/3, z+1/6'
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 0.5034(3) 0.3954(3) 0.88225(16) 0.0677(17) Uani 1 1 d .
H1A H 0.5434 0.4277 0.8716 0.081 Uiso 1 1 calc R
H1B H 0.4738 0.3792 0.8597 0.081 Uiso 1 1 calc R
C2 C 0.4854(2) 0.3943(2) 0.94822(13) 0.0424(11) Uani 1 1 d .
C3 C 0.5016(3) 0.3506(3) 0.94119(14) 0.0506(12) Uani 1 1 d .
C4 C 0.5090(3) 0.3191(3) 0.97135(16) 0.0595(15) Uani 1 1 d .
H4 H 0.5208 0.2893 0.9663 0.071 Uiso 1 1 calc R
C5 C 0.4983(2) 0.3325(2) 1.01059(14) 0.0445(11) Uani 1 1 d .
H5 H 0.5032 0.3115 1.0327 0.053 Uiso 1 1 calc R
C6 C 0.48086(18) 0.37564(18) 1.01769(12) 0.0308(9) Uani 1 1 d .
C7 C 0.4746(2) 0.4082(2) 0.98585(12) 0.0364(10) Uani 1 1 d .
H7 H 0.4633 0.4386 0.9902 0.044 Uiso 1 1 calc R
C8 C 0.50513(19) 0.43603(19) 1.07683(12) 0.0341(9) Uani 1 1 d .
C9 C 0.47912(19) 0.44017(18) 1.11698(12) 0.0337(9) Uani 1 1 d .
C10 C 0.5081(2) 0.4827(2) 1.14712(14) 0.0484(12) Uani 1 1 d .
H10 H 0.5490 0.5153 1.1439 0.058 Uiso 1 1 calc R
C11 C 0.4759(3) 0.4765(2) 1.18230(14) 0.0586(15) Uani 1 1 d .
H11 H 0.4952 0.5053 1.2035 0.070 Uiso 1 1 calc R
C12 C 0.4167(2) 0.4294(2) 1.18719(14) 0.0499(12) Uani 1 1 d .
H12 H 0.3948 0.4253 1.2114 0.060 Uiso 1 1 calc R
C13 C 0.3898(2) 0.38802(19) 1.15564(12) 0.0348(9) Uani 1 1 d .
C14 C 0.3272(2) 0.33359(19) 1.15485(11) 0.0329(9) Uani 1 1 d .
C15 C 0.25833(18) 0.2476(2) 1.11509(12) 0.0333(9) Uani 1 1 d .
C16 C 0.2362(2) 0.1996(2) 1.14255(14) 0.0392(10) Uani 1 1 d .
H16 H 0.2597 0.2036 1.1659 0.047 Uiso 1 1 calc R
C17 C 0.1809(2) 0.1462(2) 1.13691(16) 0.0483(12) Uani 1 1 d .
H17 H 0.1654 0.1140 1.1562 0.058 Uiso 1 1 calc R
C18 C 0.1497(2) 0.1419(2) 1.10256(17) 0.0497(12) Uani 1 1 d .
C19 C 0.1706(2) 0.1891(3) 1.07553(14) 0.0511(13) Uani 1 1 d .
C20 C 0.2241(2) 0.2427(2) 1.08063(14) 0.0469(12) Uani 1 1 d .
H20 H 0.2376 0.2753 1.0617 0.056 Uiso 1 1 calc R
C21 C 0.0857(3) 0.1111(3) 1.0506(2) 0.080(2) Uani 1 1 d .
H21A H 0.0911 0.0853 1.0304 0.096 Uiso 1 1 calc R
H21B H 0.0438 0.1049 1.0476 0.096 Uiso 1 1 calc R
Co1 Co 0.38678(3) 0.3333 1.0833 0.0253(3) Uani 1 2 d S
N1 N 0.42139(15) 0.39499(15) 1.12173(9) 0.0294(7) Uani 1 1 d .
N2 N 0.31658(15) 0.30139(15) 1.12070(10) 0.0317(8) Uani 1 1 d .
N3 N 0.46618(15) 0.38538(15) 1.05762(10) 0.0295(7) Uani 1 1 d .
O1 O 0.29129(15) 0.32433(15) 1.18299(9) 0.0460(8) Uani 1 1 d .
O2 O 0.55671(15) 0.47570(15) 1.06580(10) 0.0527(9) Uani 1 1 d .
O3 O 0.4822(2) 0.4202(2) 0.91218(10) 0.0768(13) Uani 1 1 d .
O4 O 0.5099(3) 0.3473(2) 0.90000(11) 0.0847(15) Uani 1 1 d .
O5 O 0.12936(19) 0.1733(2) 1.04401(13) 0.0861(15) Uani 1 1 d .
O6 O 0.09354(17) 0.09399(19) 1.09017(14) 0.0713(12) Uani 1 1 d .
O7 O 0.2489(2) 0.2489(2) 0.2500 0.0579(13) Uani 1 2 d S
H71 H 0.2737 0.2674 0.2771 0.069 Uiso 1 1 d .
H72 H 0.2042 0.2458 0.2595 0.069 Uiso 0.50 1 d P
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'
Co Co 0.3494 0.9721 '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'
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
O3 C1 O4 108.3(4) . .
O3 C1 H1A 110.0 . .
O4 C1 H1A 110.0 . .
O3 C1 H1B 110.0 . .
O4 C1 H1B 110.0 . .
H1A C1 H1B 108.4 . .
C7 C2 C3 122.8(4) . .
C7 C2 O3 127.2(5) . .
C3 C2 O3 110.0(4) . .
C4 C3 C2 122.1(4) . .
C4 C3 O4 128.7(5) . .
C2 C3 O4 109.2(4) . .
C3 C4 C5 116.6(5) . .
C3 C4 H4 121.7 . .
C5 C4 H4 121.7 . .
C6 C5 C4 121.5(4) . .
C6 C5 H5 119.3 . .
C4 C5 H5 119.3 . .
C5 C6 C7 120.6(4) . .
C5 C6 N3 120.3(4) . .
C7 C6 N3 119.1(4) . .
C2 C7 C6 116.5(4) . .
C2 C7 H7 121.7 . .
C6 C7 H7 121.7 . .
O2 C8 N3 127.7(4) . .
O2 C8 C9 121.5(4) . .
N3 C8 C9 110.7(3) . .
N1 C9 C10 120.3(4) . .
N1 C9 C8 111.8(3) . .
C10 C9 C8 127.9(4) . .
C9 C10 C11 118.2(4) . .
C9 C10 H10 120.9 . .
C11 C10 H10 120.9 . .
C12 C11 C10 121.2(4) . .
C12 C11 H11 119.4 . .
C10 C11 H11 119.4 . .
C11 C12 C13 118.0(4) . .
C11 C12 H12 121.0 . .
C13 C12 H12 121.0 . .
N1 C13 C12 120.0(4) . .
N1 C13 C14 113.2(4) . .
C12 C13 C14 126.8(4) . .
O1 C14 N2 128.2(4) . .
O1 C14 C13 119.9(4) . .
N2 C14 C13 111.8(3) . .
C16 C15 C20 119.8(4) . .
C16 C15 N2 121.1(4) . .
C20 C15 N2 119.1(4) . .
C17 C16 C15 122.0(4) . .
C17 C16 H16 119.0 . .
C15 C16 H16 119.0 . .
C18 C17 C16 116.9(5) . .
C18 C17 H17 121.6 . .
C16 C17 H17 121.6 . .
C17 C18 C19 121.7(5) . .
C17 C18 O6 128.1(5) . .
C19 C18 O6 110.1(5) . .
C20 C19 C18 122.7(5) . .
C20 C19 O5 127.4(5) . .
C18 C19 O5 109.9(5) . .
C19 C20 C15 116.8(4) . .
C19 C20 H20 121.6 . .
C15 C20 H20 121.6 . .
O5 C21 O6 109.2(5) . .
O5 C21 H21A 109.8 . .
O6 C21 H21A 109.8 . .
O5 C21 H21B 109.8 . .
O6 C21 H21B 109.8 . .
H21A C21 H21B 108.3 . .
N1 Co1 N1 174.1(2) . 18_556
N1 Co1 N3 81.00(14) . .
N1 Co1 N3 94.93(13) 18_556 .
N1 Co1 N3 94.94(13) . 18_556
N1 Co1 N3 80.99(14) 18_556 18_556
N3 Co1 N3 93.1(2) . 18_556
N1 Co1 N2 102.20(14) . 18_556
N1 Co1 N2 81.94(14) 18_556 18_556
N3 Co1 N2 89.81(14) . 18_556
N3 Co1 N2 162.86(14) 18_556 18_556
N1 Co1 N2 81.94(14) . .
N1 Co1 N2 102.20(15) 18_556 .
N3 Co1 N2 162.87(14) . .
N3 Co1 N2 89.81(14) 18_556 .
N2 Co1 N2 92.32(19) 18_556 .
C9 N1 C13 122.3(4) . .
C9 N1 Co1 119.2(3) . .
C13 N1 Co1 117.9(3) . .
C14 N2 C15 118.9(3) . .
C14 N2 Co1 114.7(3) . .
C15 N2 Co1 126.3(3) . .
C8 N3 C6 118.8(3) . .
C8 N3 Co1 117.0(3) . .
C6 N3 Co1 123.7(3) . .
C2 O3 C1 105.9(4) . .
C3 O4 C1 105.7(4) . .
C19 O5 C21 104.9(5) . .
C18 O6 C21 104.2(5) . .
H71 O7 H72 98.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O3 1.413(7) .
C1 O4 1.429(7) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 C7 1.361(6) .
C2 C3 1.371(7) .
C2 O3 1.384(6) .
C3 C4 1.347(7) .
C3 O4 1.391(6) .
C4 C5 1.405(6) .
C4 H4 0.9500 .
C5 C6 1.380(6) .
C5 H5 0.9500 .
C6 C7 1.394(6) .
C6 N3 1.430(5) .
C7 H7 0.9500 .
C8 O2 1.234(5) .
C8 N3 1.321(5) .
C8 C9 1.511(6) .
C9 N1 1.334(5) .
C9 C10 1.378(6) .
C10 C11 1.385(7) .
C10 H10 0.9500 .
C11 C12 1.374(8) .
C11 H11 0.9500 .
C12 C13 1.391(6) .
C12 H12 0.9500 .
C13 N1 1.338(5) .
C13 C14 1.485(6) .
C14 O1 1.238(5) .
C14 N2 1.341(5) .
C15 C16 1.389(6) .
C15 C20 1.400(6) .
C15 N2 1.426(5) .
C16 C17 1.383(7) .
C16 H16 0.9500 .
C17 C18 1.357(7) .
C17 H17 0.9500 .
C18 C19 1.368(7) .
C18 O6 1.385(6) .
C19 C20 1.360(7) .
C19 O5 1.384(6) .
C20 H20 0.9500 .
C21 O5 1.410(8) .
C21 O6 1.427(8) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
Co1 N1 1.855(3) .
Co1 N1 1.855(3) 18_556
Co1 N3 1.955(3) .
Co1 N3 1.955(3) 18_556
Co1 N2 1.972(3) 18_556
Co1 N2 1.972(3) .
O7 H71 1.0600 .
O7 H72 1.1333 .
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_1
C7 C2 C3 C4 -1.4(9) .
O3 C2 C3 C4 178.8(6) .
C7 C2 C3 O4 -179.6(5) .
O3 C2 C3 O4 0.6(7) .
C2 C3 C4 C5 1.1(9) .
O4 C3 C4 C5 178.9(6) .
C3 C4 C5 C6 0.3(9) .
C4 C5 C6 C7 -1.4(8) .
C4 C5 C6 N3 175.6(5) .
C3 C2 C7 C6 0.2(7) .
O3 C2 C7 C6 -179.9(5) .
C5 C6 C7 C2 1.1(7) .
N3 C6 C7 C2 -175.9(4) .
O2 C8 C9 N1 175.7(4) .
N3 C8 C9 N1 -5.7(5) .
O2 C8 C9 C10 -5.5(7) .
N3 C8 C9 C10 173.1(5) .
N1 C9 C10 C11 0.9(7) .
C8 C9 C10 C11 -177.7(5) .
C9 C10 C11 C12 -0.2(8) .
C10 C11 C12 C13 0.0(8) .
C11 C12 C13 N1 -0.5(7) .
C11 C12 C13 C14 178.8(5) .
N1 C13 C14 O1 -174.4(4) .
C12 C13 C14 O1 6.2(7) .
N1 C13 C14 N2 2.7(5) .
C12 C13 C14 N2 -176.7(4) .
C20 C15 C16 C17 0.4(7) .
N2 C15 C16 C17 -177.5(4) .
C15 C16 C17 C18 1.8(7) .
C16 C17 C18 C19 -2.7(8) .
C16 C17 C18 O6 -179.1(5) .
C17 C18 C19 C20 1.4(8) .
O6 C18 C19 C20 178.4(5) .
C17 C18 C19 O5 -178.2(5) .
O6 C18 C19 O5 -1.2(6) .
C18 C19 C20 C15 0.9(8) .
O5 C19 C20 C15 -179.6(5) .
C16 C15 C20 C19 -1.8(7) .
N2 C15 C20 C19 176.3(4) .
C10 C9 N1 C13 -1.5(6) .
C8 C9 N1 C13 177.4(4) .
C10 C9 N1 Co1 -172.8(4) .
C8 C9 N1 Co1 6.0(5) .
C12 C13 N1 C9 1.3(6) .
C14 C13 N1 C9 -178.2(4) .
C12 C13 N1 Co1 172.7(3) .
C14 C13 N1 Co1 -6.7(5) .
N1 Co1 N1 C9 42.9(3) 18_556
N3 Co1 N1 C9 -3.6(3) .
N3 Co1 N1 C9 88.9(3) 18_556
N2 Co1 N1 C9 -91.4(3) 18_556
N2 Co1 N1 C9 178.0(3) .
N1 Co1 N1 C13 -128.8(3) 18_556
N3 Co1 N1 C13 -175.3(3) .
N3 Co1 N1 C13 -82.8(3) 18_556
N2 Co1 N1 C13 96.9(3) 18_556
N2 Co1 N1 C13 6.3(3) .
O1 C14 N2 C15 -3.0(6) .
C13 C14 N2 C15 -179.9(3) .
O1 C14 N2 Co1 179.0(4) .
C13 C14 N2 Co1 2.1(4) .
C16 C15 N2 C14 -57.2(5) .
C20 C15 N2 C14 124.8(4) .
C16 C15 N2 Co1 120.5(4) .
C20 C15 N2 Co1 -57.5(5) .
N1 Co1 N2 C14 -4.5(3) .
N1 Co1 N2 C14 171.3(3) 18_556
N3 Co1 N2 C14 -9.6(6) .
N3 Co1 N2 C14 90.5(3) 18_556
N2 Co1 N2 C14 -106.5(3) 18_556
N1 Co1 N2 C15 177.7(3) .
N1 Co1 N2 C15 -6.6(3) 18_556
N3 Co1 N2 C15 172.6(4) .
N3 Co1 N2 C15 -87.3(3) 18_556
N2 Co1 N2 C15 75.7(3) 18_556
O2 C8 N3 C6 -6.1(7) .
C9 C8 N3 C6 175.4(3) .
O2 C8 N3 Co1 -178.4(4) .
C9 C8 N3 Co1 3.1(5) .
C5 C6 N3 C8 107.2(5) .
C7 C6 N3 C8 -75.7(5) .
C5 C6 N3 Co1 -81.0(5) .
C7 C6 N3 Co1 96.1(4) .
N1 Co1 N3 C8 -0.1(3) .
N1 Co1 N3 C8 -175.8(3) 18_556
N3 Co1 N3 C8 -94.6(3) 18_556
N2 Co1 N3 C8 102.3(3) 18_556
N2 Co1 N3 C8 5.0(7) .
N1 Co1 N3 C6 -172.0(3) .
N1 Co1 N3 C6 12.3(3) 18_556
N3 Co1 N3 C6 93.5(3) 18_556
N2 Co1 N3 C6 -69.6(3) 18_556
N2 Co1 N3 C6 -166.9(4) .
C7 C2 O3 C1 174.1(5) .
C3 C2 O3 C1 -6.1(6) .
O4 C1 O3 C2 9.2(7) .
C4 C3 O4 C1 -172.9(7) .
C2 C3 O4 C1 5.1(7) .
O3 C1 O4 C3 -8.8(7) .
C20 C19 O5 C21 173.5(6) .
C18 C19 O5 C21 -6.9(7) .
O6 C21 O5 C19 12.4(7) .
C17 C18 O6 C21 -174.6(6) .
C19 C18 O6 C21 8.7(6) .
O5 C21 O6 C18 -13.0(7) .
