#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/75/1517577.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_1517577
loop_
_publ_author_name
'Ling-Yan Pang'
'Ping Liu'
'Cui-Ping Zhang'
'Xin Chen'
'Bo Chen'
'Yao-Yu Wang'
'Qi-Zhen Shi'
_publ_section_title
;
 Four cobalt(II) complexes constructed from a butterfly-shaped
 tetracarboxylic acid with N-donor ligands: Structures, magnetism and
 influence of coordination modes on dihedral angles
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              43
_journal_page_last               52
_journal_volume                  403
_journal_year                    2013
_chemical_formula_sum            'C27 H21 Co2 N O11'
_chemical_formula_weight         653.31
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                112.540(2)
_cell_angle_beta                 102.421(2)
_cell_angle_gamma                90.440(2)
_cell_formula_units_Z            2
_cell_length_a                   8.2928(9)
_cell_length_b                   13.2171(15)
_cell_length_c                   16.7624(18)
_cell_measurement_temperature    296(2)
_cell_volume                     1648.9(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_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  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0649
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9049
_diffrn_reflns_theta_full        26.18
_diffrn_reflns_theta_max         26.18
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    1.058
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.201
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0493
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0804P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1459
_reflns_number_gt                4707
_reflns_number_total             6385
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-403-43-52-2.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               1517577
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Co1 Co 0.57093(6) 0.98784(4) 0.24279(3) 0.02358(15) Uani 1 1 d .
Co2 Co 0.99110(6) 0.95982(4) 0.32839(3) 0.02314(15) Uani 1 1 d .
O1W O 0.7468(3) 0.9868(2) 0.36200(16) 0.0269(6) Uani 1 1 d .
H1W1 H 0.7153 0.9356 0.3757 0.040 Uiso 1 1 d R
H1W2 H 0.7528 1.0479 0.4058 0.040 Uiso 1 1 d R
O8 O 0.4349(3) 0.8582(2) 0.24889(18) 0.0311(6) Uani 1 1 d .
O9 O 0.2416(3) 0.9378(2) 0.31946(18) 0.0309(6) Uani 1 1 d .
O2 O 0.9739(3) 1.0625(2) 0.26294(19) 0.0355(7) Uani 1 1 d .
O2W O 1.0931(3) 1.1009(2) 0.44459(18) 0.0369(7) Uani 1 1 d .
H2W1 H 1.0748 1.1583 0.4341 0.055 Uiso 1 1 d R
H2W2 H 1.0491 1.1024 0.4863 0.055 Uiso 1 1 d R
O4 O 0.9102(4) 0.8232(2) 0.21658(18) 0.0365(7) Uani 1 1 d .
O5 O 0.6654(3) 0.8608(2) 0.15405(18) 0.0362(7) Uani 1 1 d .
O1 O 0.7199(3) 1.1187(2) 0.2549(2) 0.0383(7) Uani 1 1 d .
O11 O 0.0271(3) 0.8750(2) 0.41247(18) 0.0356(7) Uani 1 1 d .
C19 C 0.3124(4) 0.8548(3) 0.2817(2) 0.0220(8) Uani 1 1 d .
O3W O 0.4393(4) 1.1048(2) 0.3245(2) 0.0442(8) Uani 1 1 d .
H3W1 H 0.3928 1.1432 0.2972 0.066 Uiso 1 1 d R
H3W2 H 0.3665 1.0717 0.3371 0.066 Uiso 1 1 d R
C23 C 0.1510(5) 0.8214(3) 0.4175(3) 0.0260(8) Uani 1 1 d .
C25 C 0.3957(7) 1.0819(4) 0.1122(4) 0.0560(14) Uani 1 1 d .
H25 H 0.4609 1.1459 0.1529 0.067 Uiso 1 1 calc R
C26 C 0.1715(4) 0.7288(3) 0.3343(2) 0.0244(8) Uani 1 1 d .
C28 C 0.1997(5) 0.5456(3) 0.1831(2) 0.0260(8) Uani 1 1 d .
C29 C 0.9340(5) 1.2298(3) 0.2463(3) 0.0283(8) Uani 1 1 d .
N1 N 0.4016(4) 0.9914(3) 0.1288(2) 0.0371(8) Uani 1 1 d .
C32 C 0.2053(5) 0.4531(3) 0.0977(3) 0.0275(8) Uani 1 1 d .
C33 C 0.7877(5) 0.8071(3) 0.1527(3) 0.0264(8) Uani 1 1 d .
O12 O 0.2503(4) 0.8336(3) 0.48818(19) 0.0512(9) Uani 1 1 d .
C36 C 0.2644(5) 0.6507(3) 0.1995(2) 0.0250(8) Uani 1 1 d .
H36 H 0.3199 0.6596 0.1596 0.030 Uiso 1 1 calc R
C38 C 0.7902(5) 0.7142(3) 0.0665(2) 0.0271(8) Uani 1 1 d .
C44 C 0.1212(5) 0.5322(3) 0.2455(3) 0.0270(8) Uani 1 1 d .
C46 C 0.8714(5) 1.1287(3) 0.2549(3) 0.0274(8) Uani 1 1 d .
C1 C 0.1114(5) 0.6237(3) 0.3195(3) 0.0278(8) Uani 1 1 d .
H1 H 0.0622 0.6142 0.3614 0.033 Uiso 1 1 calc R
C48 C 0.0600(5) 0.3944(3) 0.0389(3) 0.0337(9) Uani 1 1 d .
H48 H -0.0409 0.4105 0.0543 0.040 Uiso 1 1 calc R
C50 C 0.0535(5) 0.4231(3) 0.2383(3) 0.0302(9) Uani 1 1 d .
C51 C 0.2500(4) 0.7436(3) 0.2728(2) 0.0230(8) Uani 1 1 d .
C57 C 0.8325(5) 1.3128(3) 0.2473(3) 0.0404(11) Uani 1 1 d .
H57 H 0.7228 1.3035 0.2499 0.048 Uiso 1 1 calc R
C58 C 0.9377(5) 0.6877(3) 0.0422(3) 0.0334(9) Uani 1 1 d .
H58 H 1.0370 0.7256 0.0810 0.040 Uiso 1 1 calc R
C60 C 1.0941(5) 1.2429(3) 0.2383(3) 0.0365(10) Uani 1 1 d .
H60 H 1.1628 1.1869 0.2354 0.044 Uiso 1 1 calc R
C3 C -0.1083(5) 0.4099(3) 0.2445(3) 0.0443(12) Uani 1 1 d .
H3 H -0.1772 0.4656 0.2467 0.053 Uiso 1 1 calc R
C63 C 0.3538(5) 0.4280(4) 0.0733(3) 0.0415(11) Uani 1 1 d .
H63 H 0.4525 0.4679 0.1113 0.050 Uiso 1 1 calc R
C2 C 0.1536(5) 0.3394(3) 0.2346(3) 0.0370(10) Uani 1 1 d .
H2 H 0.2620 0.3474 0.2295 0.044 Uiso 1 1 calc R
C68 C 0.6429(5) 0.6560(3) 0.0072(3) 0.0412(11) Uani 1 1 d .
H68 H 0.5418 0.6738 0.0217 0.049 Uiso 1 1 calc R
C71 C 0.3071(7) 0.9022(4) 0.0687(3) 0.0585(14) Uani 1 1 d .
H71 H 0.3118 0.8374 0.0783 0.070 Uiso 1 1 calc R
C73 C 0.2021(8) 0.9013(6) -0.0076(4) 0.0782(19) Uani 1 1 d .
H73 H 0.1349 0.8376 -0.0473 0.094 Uiso 1 1 calc R
C74 C 0.1979(8) 0.9920(6) -0.0240(4) 0.0713(17) Uani 1 1 d .
H74 H 0.1296 0.9927 -0.0757 0.086 Uiso 1 1 calc R
C75 C 0.2944(9) 1.0826(6) 0.0356(5) 0.082(2) Uani 1 1 d .
H75 H 0.2929 1.1468 0.0251 0.098 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'
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
O1 Co1 O5 100.34(11) . .
O1 Co1 O8 171.94(12) . .
O5 Co1 O8 82.71(11) . .
O1 Co1 O3W 86.57(11) . .
O5 Co1 O3W 171.57(11) . .
O8 Co1 O3W 91.08(10) . .
O1 Co1 N1 92.54(13) . .
O5 Co1 N1 85.89(12) . .
O8 Co1 N1 95.13(12) . .
O3W Co1 N1 89.01(13) . .
O1 Co1 O1W 86.85(11) . .
O5 Co1 O1W 94.79(10) . .
O8 Co1 O1W 85.45(10) . .
O3W Co1 O1W 90.37(11) . .
N1 Co1 O1W 179.16(12) . .
O4 Co2 O2 94.10(12) . .
O4 Co2 O11 94.42(11) . 1_655
O2 Co2 O11 171.37(12) . 1_655
O4 Co2 O2W 175.97(11) . .
O2 Co2 O2W 86.04(12) . .
O11 Co2 O2W 85.37(11) 1_655 .
O4 Co2 O9 90.76(11) . 1_655
O2 Co2 O9 91.44(10) . 1_655
O11 Co2 O9 87.07(10) 1_655 1_655
O2W Co2 O9 85.21(11) . 1_655
O4 Co2 O1W 95.87(11) . .
O2 Co2 O1W 95.43(10) . .
O11 Co2 O1W 85.07(10) 1_655 .
O2W Co2 O1W 88.13(10) . .
O9 Co2 O1W 170.08(10) 1_655 .
Co1 O1W Co2 106.81(10) . .
Co1 O1W H1W1 110.4 . .
Co2 O1W H1W1 110.4 . .
Co1 O1W H1W2 110.3 . .
Co2 O1W H1W2 110.3 . .
H1W1 O1W H1W2 108.7 . .
C19 O8 Co1 132.5(2) . .
C19 O9 Co2 132.7(2) . 1_455
C46 O2 Co2 132.0(2) . .
Co2 O2W H2W1 109.4 . .
Co2 O2W H2W2 109.7 . .
H2W1 O2W H2W2 109.8 . .
C33 O4 Co2 129.1(2) . .
C33 O5 Co1 139.5(3) . .
C46 O1 Co1 131.3(2) . .
C23 O11 Co2 120.5(2) . 1_455
O9 C19 O8 124.0(3) . .
O9 C19 C51 119.8(3) . .
O8 C19 C51 116.2(3) . .
Co1 O3W H3W1 109.4 . .
Co1 O3W H3W2 109.7 . .
H3W1 O3W H3W2 109.8 . .
O12 C23 O11 124.1(4) . .
O12 C23 C26 117.3(3) . .
O11 C23 C26 118.3(3) . .
N1 C25 C75 121.0(5) . .
N1 C25 H25 119.5 . .
C75 C25 H25 119.5 . .
C1 C26 C51 119.0(3) . .
C1 C26 C23 117.4(3) . .
C51 C26 C23 123.6(3) . .
C36 C28 C44 118.1(3) . .
C36 C28 C32 119.1(3) . .
C44 C28 C32 122.6(3) . .
C60 C29 C57 118.5(3) . .
C60 C29 C46 120.9(3) . .
C57 C29 C46 120.6(3) . .
C71 N1 C25 117.2(4) . .
C71 N1 Co1 121.8(3) . .
C25 N1 Co1 120.8(3) . .
C63 C32 C48 118.4(4) . .
C63 C32 C28 121.2(4) . .
C48 C32 C28 120.3(3) . .
O5 C33 O4 126.3(4) . .
O5 C33 C38 117.1(3) . .
O4 C33 C38 116.6(3) . .
C28 C36 C51 123.1(3) . .
C28 C36 H36 118.4 . .
C51 C36 H36 118.4 . .
C58 C38 C68 118.4(4) . .
C58 C38 C33 120.6(3) . .
C68 C38 C33 120.9(3) . .
C1 C44 C28 118.8(3) . .
C1 C44 C50 117.5(3) . .
C28 C44 C50 123.7(3) . .
O2 C46 O1 125.6(3) . .
O2 C46 C29 117.3(3) . .
O1 C46 C29 117.1(3) . .
C44 C1 C26 123.0(3) . .
C44 C1 H1 118.5 . .
C26 C1 H1 118.5 . .
C58 C48 C32 121.1(4) 2_665 .
C58 C48 H48 119.5 2_665 .
C32 C48 H48 119.5 . .
C2 C50 C3 119.4(4) . .
C2 C50 C44 121.3(3) . .
C3 C50 C44 119.0(4) . .
C36 C51 C26 118.0(3) . .
C36 C51 C19 119.5(3) . .
C26 C51 C19 122.5(3) . .
C29 C57 C3 121.3(4) . 1_665
C29 C57 H57 119.4 . .
C3 C57 H57 119.4 1_665 .
C38 C58 C48 120.8(4) . 2_665
C38 C58 H58 119.6 . .
C48 C58 H58 119.6 2_665 .
C29 C60 C2 120.5(4) . 1_665
C29 C60 H60 119.8 . .
C2 C60 H60 119.8 1_665 .
C50 C3 C57 119.6(4) . 1_445
C50 C3 H3 120.2 . .
C57 C3 H3 120.2 1_445 .
C32 C63 C68 120.7(4) . 2_665
C32 C63 H63 119.6 . .
C68 C63 H63 119.6 2_665 .
C50 C2 C60 120.7(4) . 1_445
C50 C2 H2 119.6 . .
C60 C2 H2 119.6 1_445 .
C63 C68 C38 120.5(4) 2_665 .
C63 C68 H68 119.7 2_665 .
C38 C68 H68 119.7 . .
N1 C71 C73 122.9(5) . .
N1 C71 H71 118.6 . .
C73 C71 H71 118.6 . .
C74 C73 C71 119.4(6) . .
C74 C73 H73 120.3 . .
C71 C73 H73 120.3 . .
C73 C74 C75 118.4(5) . .
C73 C74 H74 120.8 . .
C75 C74 H74 120.8 . .
C74 C75 C25 121.0(6) . .
C74 C75 H75 119.5 . .
C25 C75 H75 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O1 2.037(3) .
Co1 O5 2.062(3) .
Co1 O8 2.091(2) .
Co1 O3W 2.122(3) .
Co1 N1 2.130(3) .
Co1 O1W 2.211(2) .
Co2 O4 2.017(3) .
Co2 O2 2.035(3) .
Co2 O11 2.090(3) 1_655
Co2 O2W 2.114(3) .
Co2 O9 2.129(3) 1_655
Co2 O1W 2.213(3) .
O1W H1W1 0.8500 .
O1W H1W2 0.8500 .
O8 C19 1.264(4) .
O9 C19 1.259(4) .
O9 Co2 2.129(3) 1_455
O2 C46 1.248(4) .
O2W H2W1 0.8498 .
O2W H2W2 0.8500 .
O4 C33 1.257(5) .
O5 C33 1.242(4) .
O1 C46 1.262(5) .
O11 C23 1.258(4) .
O11 Co2 2.090(3) 1_455
C19 C51 1.495(5) .
O3W H3W1 0.8501 .
O3W H3W2 0.8500 .
C23 O12 1.240(5) .
C23 C26 1.506(5) .
C25 N1 1.328(5) .
C25 C75 1.378(7) .
C25 H25 0.9300 .
C26 C1 1.383(5) .
C26 C51 1.403(5) .
C28 C36 1.388(5) .
C28 C44 1.408(5) .
C28 C32 1.494(5) .
C29 C60 1.379(5) .
C29 C57 1.386(5) .
C29 C46 1.498(5) .
N1 C71 1.324(6) .
C32 C63 1.384(6) .
C32 C48 1.383(5) .
C33 C38 1.499(5) .
C36 C51 1.393(5) .
C36 H36 0.9300 .
C38 C58 1.377(5) .
C38 C68 1.396(5) .
C44 C1 1.380(5) .
C44 C50 1.495(5) .
C1 H1 0.9300 .
C48 C58 1.382(5) 2_665
C48 H48 0.9300 .
C50 C2 1.378(5) .
C50 C3 1.382(6) .
C57 C3 1.392(5) 1_665
C57 H57 0.9300 .
C58 C48 1.382(5) 2_665
C58 H58 0.9300 .
C60 C2 1.392(5) 1_665
C60 H60 0.9300 .
C3 C57 1.392(5) 1_445
C3 H3 0.9300 .
C63 C68 1.386(6) 2_665
C63 H63 0.9300 .
C2 C60 1.392(5) 1_445
C2 H2 0.9300 .
C68 C63 1.386(6) 2_665
C68 H68 0.9300 .
C71 C73 1.380(7) .
C71 H71 0.9300 .
C73 C74 1.329(8) .
C73 H73 0.9300 .
C74 C75 1.340(9) .
C74 H74 0.9300 .
C75 H75 0.9300 .
