#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/33/8103345.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_8103345
loop_
_publ_author_name
'Rui-Li Fu'
'Jian-Fang Ma'
_publ_section_title
;
 Crystal structure of
 catena-(m2-5-hydroxybenzene-1,3-dicarboxylato)-(m2-1,1'-(1,4-butyl)bis(imidazole))-cobalt(II),
 Co(C8H4O5)(C10H14N4)
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              281
_journal_volume                  227
_journal_year                    2012
_chemical_formula_moiety         'C18 H18 Co N4 O5'
_chemical_formula_sum            'C18 H18 Co N4 O5'
_chemical_formula_weight         429.29
_chemical_melting_point          ?
_chemical_name_systematic
'catena-(μ₂-5-hydroxy-benzene-1,3-dicarboxylato-O,O^,^)-(μ₂-1,1^,^-(1,4-butyl)bis(imidazole)) --cobalt(II)'
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                72.931(5)
_cell_angle_beta                 80.267(5)
_cell_angle_gamma                64.018(5)
_cell_formula_units_Z            2
_cell_length_a                   9.275(5)
_cell_length_b                   9.751(5)
_cell_length_c                   11.434(5)
_cell_measurement_reflns_used    4957
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0957
_cell_measurement_theta_min      2.9996
_cell_volume                     887.7(8)
_computing_cell_refinement       CrysAlis
_computing_data_collection       CrysAlis
_computing_data_reduction        CrysAlis
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SHELXS-97[1]
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.2375
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6443
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.16
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    1.007
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84090
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             442
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0268
_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)+(0.0403P)²+0.1714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0721
_reflns_number_gt                3486
_reflns_number_total             4026
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            1267-3692.cff
_cod_data_source_block           gj
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Triclinic' changed to 'triclinic' 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_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      p-1
_cod_database_code               8103345
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
C1 C 0.9955(2) 0.4084(2) 0.28447(18) 0.0359(4) Uani 1 1 d .
H11 H 0.9559 0.4604 0.3471 0.043 Uiso 1 1 calc R
C2 C 1.0345(2) 0.2562(2) 0.17049(16) 0.0308(4) Uani 1 1 d .
H10 H 1.0287 0.1818 0.1382 0.037 Uiso 1 1 calc R
C3 C 1.1071(2) 0.4281(2) 0.19687(19) 0.0402(4) Uani 1 1 d .
H12 H 1.1576 0.4947 0.1882 0.048 Uiso 1 1 calc R
C4 C 1.2482(3) 0.3084(3) 0.0196(2) 0.0476(5) Uani 1 1 d .
H13A H 1.3554 0.2579 0.0501 0.057 Uiso 1 1 calc R
H13B H 1.2347 0.4108 -0.0334 0.057 Uiso 1 1 calc R
C5 C 1.2349(2) 0.2122(3) -0.05437(18) 0.0406(4) Uani 1 1 d .
H14A H 1.1290 0.2630 -0.0874 0.049 Uiso 1 1 calc R
H14B H 1.2478 0.1095 -0.0022 0.049 Uiso 1 1 calc R
C6 C 1.3622(3) 0.1921(3) -0.1592(2) 0.0477(5) Uani 1 1 d .
H15A H 1.3673 0.2929 -0.1977 0.057 Uiso 1 1 calc R
H15B H 1.4660 0.1195 -0.1259 0.057 Uiso 1 1 calc R
C7 C 1.3315(2) 0.1323(3) -0.25421(19) 0.0420(5) Uani 1 1 d .
H16A H 1.3075 0.0415 -0.2145 0.050 Uiso 1 1 calc R
H16B H 1.2384 0.2132 -0.2986 0.050 Uiso 1 1 calc R
C8 C 1.5240(2) 0.1852(2) -0.42498(16) 0.0296(4) Uani 1 1 d .
H126 H 1.4744 0.2944 -0.4408 0.035 Uiso 1 1 calc R
C9 C 1.6897(2) -0.0504(2) -0.43114(17) 0.0322(4) Uani 1 1 d .
H127 H 1.7772 -0.1348 -0.4530 0.039 Uiso 1 1 calc R
C10 C 1.5746(2) -0.0625(2) -0.34364(17) 0.0349(4) Uani 1 1 d .
H125 H 1.5684 -0.1550 -0.2951 0.042 Uiso 1 1 calc R
C11 C 1.04195(16) -0.12353(17) 0.36492(13) 0.0186(3) Uani 1 1 d .
C12 C 1.15662(17) -0.21292(17) 0.27574(13) 0.0193(3) Uani 1 1 d .
C13 C 1.12841(18) -0.15666(17) 0.15149(14) 0.0224(3) Uani 1 1 d .
H26 H 1.0359 -0.0677 0.1242 0.027 Uiso 1 1 calc R
C14 C 1.23830(18) -0.23313(18) 0.06782(14) 0.0219(3) Uani 1 1 d .
C15 C 1.37462(17) -0.36730(17) 0.10919(14) 0.0216(3) Uani 1 1 d .
H24 H 1.4479 -0.4191 0.0535 0.026 Uiso 1 1 calc R
C16 C 1.40219(17) -0.42462(17) 0.23358(14) 0.0198(3) Uani 1 1 d .
C17 C 1.29388(17) -0.34750(17) 0.31736(14) 0.0202(3) Uani 1 1 d .
H22 H 1.3127 -0.3853 0.4005 0.024 Uiso 1 1 calc R
C18 C 1.55149(17) -0.56857(17) 0.27773(15) 0.0234(3) Uani 1 1 d .
N1 N 1.46945(17) 0.08771(18) -0.34076(13) 0.0312(3) Uani 1 1 d .
N2 N 1.65744(16) 0.10555(16) -0.48248(12) 0.0257(3) Uani 1 1 d .
N5 N 0.94941(15) 0.30037(16) 0.26737(12) 0.0256(3) Uani 1 1 d .
N6 N 1.13117(18) 0.33104(18) 0.12351(14) 0.0316(3) Uani 1 1 d .
O1 O 1.06696(13) -0.18048(13) 0.47668(10) 0.0265(2) Uani 1 1 d .
O2 O 0.92680(12) 0.00321(12) 0.32050(10) 0.0253(2) Uani 1 1 d .
O3 O 1.20547(15) -0.16931(15) -0.05272(10) 0.0362(3) Uani 1 1 d .
H3A H 1.2773 -0.2224 -0.0942 0.054 Uiso 1 1 calc R
O4 O 1.61216(13) -0.57808(13) 0.37159(11) 0.0304(3) Uani 1 1 d .
O5 O 1.61035(14) -0.67544(14) 0.22159(12) 0.0368(3) Uani 1 1 d .
Co1 Co 0.80380(2) 0.19792(2) 0.389042(18) 0.01926(7) 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
C3 C1 N5 109.78(16) . .
C3 C1 H11 125.1 . .
N5 C1 H11 125.1 . .
N5 C2 N6 112.06(15) . .
N5 C2 H10 124.0 . .
N6 C2 H10 124.0 . .
C1 C3 N6 106.58(16) . .
C1 C3 H12 126.7 . .
N6 C3 H12 126.7 . .
N6 C4 C5 114.26(16) . .
N6 C4 H13A 108.7 . .
C5 C4 H13A 108.7 . .
N6 C4 H13B 108.7 . .
C5 C4 H13B 108.7 . .
H13A C4 H13B 107.6 . .
C4 C5 C6 110.93(17) . .
C4 C5 H14A 109.5 . .
C6 C5 H14A 109.5 . .
C4 C5 H14B 109.5 . .
C6 C5 H14B 109.5 . .
H14A C5 H14B 108.0 . .
C7 C6 C5 113.58(17) . .
C7 C6 H15A 108.8 . .
C5 C6 H15A 108.8 . .
C7 C6 H15B 108.8 . .
C5 C6 H15B 108.8 . .
H15A C6 H15B 107.7 . .
N1 C7 C6 111.82(15) . .
N1 C7 H16A 109.3 . .
C6 C7 H16A 109.3 . .
N1 C7 H16B 109.3 . .
C6 C7 H16B 109.3 . .
H16A C7 H16B 107.9 . .
N2 C8 N1 111.22(15) . .
N2 C8 H126 124.4 . .
N1 C8 H126 124.4 . .
C10 C9 N2 109.52(16) . .
C10 C9 H127 125.2 . .
N2 C9 H127 125.2 . .
C9 C10 N1 106.46(16) . .
C9 C10 H125 126.8 . .
N1 C10 H125 126.8 . .
O1 C11 O2 124.94(14) . .
O1 C11 C12 118.16(13) . .
O2 C11 C12 116.90(13) . .
C13 C12 C17 120.24(13) . .
C13 C12 C11 119.66(13) . .
C17 C12 C11 120.04(13) . .
C12 C13 C14 120.08(14) . .
C12 C13 H26 120.0 . .
C14 C13 H26 120.0 . .
O3 C14 C15 123.26(14) . .
O3 C14 C13 117.04(13) . .
C15 C14 C13 119.70(14) . .
C14 C15 C16 120.27(14) . .
C14 C15 H24 119.9 . .
C16 C15 H24 119.9 . .
C17 C16 C15 120.24(13) . .
C17 C16 C18 119.69(14) . .
C15 C16 C18 120.05(13) . .
C16 C17 C12 119.45(14) . .
C16 C17 H22 120.3 . .
C12 C17 H22 120.3 . .
O5 C18 O4 122.11(14) . .
O5 C18 C16 119.68(15) . .
O4 C18 C16 118.20(14) . .
C8 N1 C10 107.20(15) . .
C8 N1 C7 126.78(16) . .
C10 N1 C7 125.82(16) . .
C8 N2 C9 105.59(14) . .
C8 N2 Co1 127.01(12) . 1_654
C9 N2 Co1 127.05(11) . 1_654
C2 N5 C1 105.19(14) . .
C2 N5 Co1 127.17(12) . .
C1 N5 Co1 126.85(12) . .
C2 N6 C3 106.38(15) . .
C2 N6 C4 127.99(16) . .
C3 N6 C4 125.51(16) . .
C11 O1 Co1 143.14(11) . 2_756
C11 O2 Co1 128.89(10) . .
C14 O3 H3A 109.5 . .
C18 O4 Co1 99.89(10) . 1_645
O1 Co1 O2 107.86(5) 2_756 .
O1 Co1 N2 91.67(6) 2_756 1_456
O2 Co1 N2 96.12(6) . 1_456
O1 Co1 O4 104.05(5) 2_756 1_465
O2 Co1 O4 147.65(5) . 1_465
N2 Co1 O4 88.01(6) 1_456 1_465
O1 Co1 N5 85.66(6) 2_756 .
O2 Co1 N5 87.25(6) . .
N2 Co1 N5 176.23(5) 1_456 .
O4 Co1 N5 90.06(6) 1_465 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C3 1.350(3) .
C1 N5 1.369(2) .
C1 H11 0.9300 .
C2 N5 1.313(2) .
C2 N6 1.344(2) .
C2 H10 0.9300 .
C3 N6 1.366(2) .
C3 H12 0.9300 .
C4 N6 1.465(2) .
C4 C5 1.487(3) .
C4 H13A 0.9700 .
C4 H13B 0.9700 .
C5 C6 1.525(3) .
C5 H14A 0.9700 .
C5 H14B 0.9700 .
C6 C7 1.492(3) .
C6 H15A 0.9700 .
C6 H15B 0.9700 .
C7 N1 1.464(2) .
C7 H16A 0.9700 .
C7 H16B 0.9700 .
C8 N2 1.323(2) .
C8 N1 1.344(2) .
C8 H126 0.9300 .
C9 C10 1.355(2) .
C9 N2 1.372(2) .
C9 H127 0.9300 .
C10 N1 1.365(3) .
C10 H125 0.9300 .
C11 O1 1.2514(19) .
C11 O2 1.2588(18) .
C11 C12 1.508(2) .
C12 C13 1.389(2) .
C12 C17 1.394(2) .
C13 C14 1.390(2) .
C13 H26 0.9300 .
C14 O3 1.3609(19) .
C14 C15 1.387(2) .
C15 C16 1.390(2) .
C15 H24 0.9300 .
C16 C17 1.388(2) .
C16 C18 1.503(2) .
C17 H22 0.9300 .
C18 O5 1.254(2) .
C18 O4 1.256(2) .
N2 Co1 2.1053(15) 1_654
N5 Co1 2.1186(15) .
O1 Co1 2.0281(13) 2_756
O2 Co1 2.0479(13) .
O3 H3A 0.8200 .
O4 Co1 2.1054(14) 1_645
Co1 O1 2.0281(13) 2_756
Co1 N2 2.1053(15) 1_456
Co1 O4 2.1053(14) 1_465
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_4
N5 C1 C3 N6 0.1(2) .
N6 C4 C5 C6 -179.1(2) .
C4 C5 C6 C7 -165.7(2) .
C5 C6 C7 N1 -169.66(19) .
N2 C9 C10 N1 0.1(2) .
O1 C11 C12 C13 177.16(14) .
O2 C11 C12 C13 -2.3(2) .
O1 C11 C12 C17 -5.6(2) .
O2 C11 C12 C17 174.88(14) .
C17 C12 C13 C14 -0.9(2) .
C11 C12 C13 C14 176.25(14) .
C12 C13 C14 O3 -178.23(14) .
C12 C13 C14 C15 1.1(2) .
O3 C14 C15 C16 178.83(15) .
C13 C14 C15 C16 -0.5(2) .
C14 C15 C16 C17 -0.3(2) .
C14 C15 C16 C18 -179.00(14) .
C15 C16 C17 C12 0.5(2) .
C18 C16 C17 C12 179.20(14) .
C13 C12 C17 C16 0.1(2) .
C11 C12 C17 C16 -177.09(13) .
C17 C16 C18 O5 148.38(15) .
C15 C16 C18 O5 -33.0(2) .
C17 C16 C18 O4 -30.8(2) .
C15 C16 C18 O4 147.90(15) .
N2 C8 N1 C10 0.6(2) .
N2 C8 N1 C7 175.70(16) .
C9 C10 N1 C8 -0.4(2) .
C9 C10 N1 C7 -175.55(16) .
C6 C7 N1 C8 -69.1(3) .
C6 C7 N1 C10 105.1(2) .
N1 C8 N2 C9 -0.6(2) .
N1 C8 N2 Co1 -174.12(11) 1_654
C10 C9 N2 C8 0.3(2) .
C10 C9 N2 Co1 173.84(12) 1_654
N6 C2 N5 C1 -0.8(2) .
N6 C2 N5 Co1 -171.01(11) .
C3 C1 N5 C2 0.4(2) .
C3 C1 N5 Co1 170.67(13) .
N5 C2 N6 C3 0.9(2) .
N5 C2 N6 C4 177.12(19) .
C1 C3 N6 C2 -0.6(2) .
C1 C3 N6 C4 -176.94(19) .
C5 C4 N6 C2 11.9(3) .
C5 C4 N6 C3 -172.5(2) .
O2 C11 O1 Co1 -97.8(2) 2_756
C12 C11 O1 Co1 82.8(2) 2_756
O1 C11 O2 Co1 28.1(2) .
C12 C11 O2 Co1 -152.50(10) .
O5 C18 O4 Co1 -1.45(17) 1_645
C16 C18 O4 Co1 177.67(11) 1_645
C11 O2 Co1 O1 14.47(14) 2_756
C11 O2 Co1 N2 -79.27(14) 1_456
C11 O2 Co1 O4 -175.24(11) 1_465
C11 O2 Co1 N5 99.01(14) .
C2 N5 Co1 O1 126.11(15) 2_756
C1 N5 Co1 O1 -42.08(15) 2_756
C2 N5 Co1 O2 17.95(15) .
C1 N5 Co1 O2 -150.24(15) .
C2 N5 Co1 N2 171.0(7) 1_456
C1 N5 Co1 N2 2.9(9) 1_456
C2 N5 Co1 O4 -129.81(15) 1_465
C1 N5 Co1 O4 62.00(15) 1_465
