#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:14:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179959 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/53/7025384.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_7025384
loop_
_publ_author_name
'Keene, Tony D.'
'Zimmermann, Iwan'
'Neels, Antonia'
'Sereda, Olha'
'Hauser, Jürg'
'Bonin, Michel'
'Hursthouse, Michael B.'
'Price, Daniel J.'
'Decurtins, Silvio'
_publ_section_title
;
 Heterocyclic amine directed synthesis of metal(II)-oxalates:
 investigating the magnetic properties of two complete series of chains
 with S = 5/2 to S = 1/2.
;
_journal_issue                   20
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4937
_journal_page_last               4950
_journal_paper_doi               10.1039/b927522c
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety         'C14 H10 Co N6 O4'
_chemical_formula_sum            'C14 H10 Co N6 O4'
_chemical_formula_weight         385.21
_chemical_melting_point          ?
_chemical_name_common            Co(ox)(btz)2
_chemical_name_systematic
;
catena-[(μ₂-oxalato)-bis(benzotriazole)-cobalt(II)]
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 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                 109.25(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.436(5)
_cell_length_b                   12.353(3)
_cell_length_c                   9.245(4)
_cell_measurement_reflns_used    2922
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      1.41
_cell_volume                     1556.5(10)
_computing_cell_refinement       'CELL (Stoe IPDS Software, 2000)'
_computing_data_collection       'EXPOSE (Stoe IPDS Software, 2000)'
_computing_data_reduction        'INTEGRATE (Stoe IPDS Software, 2000)'
_computing_molecular_graphics    'DIAMOND 2.1a (Brandenberg, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 0.81\%A
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'phi oscillation'
_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  0.0812
_diffrn_reflns_av_sigmaI/netI    0.0991
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5842
_diffrn_reflns_theta_full        25.64
_diffrn_reflns_theta_max         25.64
_diffrn_reflns_theta_min         2.23
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.137
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_correction_T_min  0.7431
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
Interpolation using Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_size_rad          0.1830
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_extinction_coef       0.0124(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0466
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0630P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1037
_refine_ls_wR_factor_ref         0.1167
_reflns_number_gt                2088
_reflns_number_total             2726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b927522c.txt
_cod_data_source_block           compound9
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'N/A' was changed to '?' - the value
is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        1556.5(8)
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               7025384
#BEGIN Tags that were not found in dictionaries:
_exptl_absorpt_correction_t_ave  0.7441
#END Tags that were not found in dictionaries
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'
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
C16 C 0.2519(6) 0.2467(6) 0.4256(7) 0.0336(18) Uani 1 1 d .
H16 H 0.1943 0.2039 0.3869 0.040 Uiso 1 1 calc R
Co1 Co 0.16807(10) 0.12104(5) 0.73972(13) 0.0195(2) Uani 1 1 d .
O4 O 0.2450(5) -0.1112(4) 0.4794(6) 0.0220(14) Uani 1 1 d .
O1 O 0.0842(4) 0.0933(4) 0.5085(6) 0.0233(13) Uani 1 1 d .
O2 O 0.0798(4) -0.0089(4) 0.3059(6) 0.0241(14) Uani 1 1 d .
O3 O 0.2434(4) -0.0127(4) 0.6809(6) 0.0257(14) Uani 1 1 d .
N12 N 0.3459(5) 0.2559(5) 0.8358(8) 0.0269(17) Uani 1 1 d .
N22 N -0.0152(5) 0.2466(6) 0.6500(8) 0.0256(17) Uani 1 1 d .
C1 C 0.1173(6) 0.0190(6) 0.4437(9) 0.0202(18) Uani 1 1 d .
C2 C 0.2093(6) -0.0397(6) 0.5435(9) 0.0212(18) Uani 1 1 d .
N13 N 0.2786(5) 0.2212(5) 0.7099(7) 0.0225(15) Uani 1 1 d .
N21 N -0.0611(6) 0.3376(5) 0.6671(8) 0.0296(17) Uani 1 1 d .
H21 H -0.1230 0.3523 0.6161 0.035 Uiso 1 1 calc R
N23 N 0.0754(5) 0.2510(5) 0.7454(7) 0.0220(14) Uani 1 1 d .
N11 N 0.4096(5) 0.3167(5) 0.7939(8) 0.0283(16) Uani 1 1 d .
H11 H 0.4608 0.3490 0.8588 0.034 Uiso 1 1 calc R
C25 C 0.1592(9) 0.4921(8) 0.9891(14) 0.0358(18) Uani 1 1 d .
H25 H 0.2130 0.5245 1.0658 0.043 Uiso 1 1 calc R
C13 C 0.4263(6) 0.3770(6) 0.5409(8) 0.0411(19) Uani 1 1 d .
H13 H 0.4836 0.4204 0.5789 0.049 Uiso 1 1 calc R
C21 C 0.0884(5) 0.3482(5) 0.8229(7) 0.0227(14) Uani 1 1 d .
C26 C 0.1724(5) 0.3929(5) 0.9332(7) 0.0287(15) Uani 1 1 d .
H26 H 0.2337 0.3565 0.9663 0.034 Uiso 1 1 calc R
C23 C -0.0111(6) 0.5069(6) 0.8306(8) 0.0376(19) Uani 1 1 d .
H23 H -0.0715 0.5451 0.7961 0.045 Uiso 1 1 calc R
C22 C 0.0002(5) 0.4046(5) 0.7737(7) 0.0283(16) Uani 1 1 d .
C12 C 0.3851(5) 0.3227(5) 0.6364(6) 0.0244(15) Uani 1 1 d .
C15 C 0.2933(7) 0.2987(6) 0.3308(9) 0.046(2) Uani 1 1 d .
H15 H 0.2636 0.2906 0.2232 0.055 Uiso 1 1 calc R
C14 C 0.3770(6) 0.3627(6) 0.3853(8) 0.041(2) Uani 1 1 d .
H14 H 0.4012 0.3979 0.3136 0.049 Uiso 1 1 calc R
C24 C 0.0700(6) 0.5481(6) 0.9385(8) 0.0401(19) Uani 1 1 d .
H24 H 0.0659 0.6172 0.9808 0.048 Uiso 1 1 calc R
C11 C 0.3003(5) 0.2608(5) 0.5840(7) 0.0236(14) 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
C15 C16 C11 115.8(7) . .
C15 C16 H16 122.1 . .
C11 C16 H16 122.1 . .
N23 Co1 O2 92.5(2) . 2
N23 Co1 N13 94.1(3) . .
O2 Co1 N13 168.9(2) 2 .
N23 Co1 O1 89.5(2) . .
O2 Co1 O1 89.3(2) 2 .
N13 Co1 O1 99.7(2) . .
N23 Co1 O4 97.8(2) . 2
O2 Co1 O4 79.5(2) 2 2
N13 Co1 O4 90.7(2) . 2
O1 Co1 O4 166.86(17) . 2
N23 Co1 O3 167.2(2) . .
O2 Co1 O3 88.44(19) 2 .
N13 Co1 O3 87.1(2) . .
O1 Co1 O3 77.7(2) . .
O4 Co1 O3 94.9(2) 2 .
C2 O4 Co1 112.0(5) . 2_554
C1 O1 Co1 114.5(5) . .
C1 O2 Co1 112.0(5) . 2_554
C2 O3 Co1 113.6(5) . .
N13 N12 N11 107.6(6) . .
N23 N22 N21 107.9(7) . .
O2 C1 O1 124.9(8) . .
O2 C1 C2 118.7(6) . .
O1 C1 C2 116.4(6) . .
O3 C2 O4 125.4(8) . .
O3 C2 C1 117.5(6) . .
O4 C2 C1 117.2(5) . .
N12 N13 C11 108.7(6) . .
N12 N13 Co1 116.4(5) . .
C11 N13 Co1 134.9(5) . .
N22 N21 C22 111.4(7) . .
N22 N21 H21 124.3 . .
C22 N21 H21 124.3 . .
N22 N23 C21 108.6(6) . .
N22 N23 Co1 116.9(5) . .
C21 N23 Co1 134.4(5) . .
N12 N11 C12 111.9(6) . .
N12 N11 H11 124.0 . .
C12 N11 H11 124.0 . .
C26 C25 C24 122.9(9) . .
C26 C25 H25 118.5 . .
C24 C25 H25 118.5 . .
C12 C13 C14 114.5(6) . .
C12 C13 H13 122.7 . .
C14 C13 H13 122.7 . .
N23 C21 C22 108.3(6) . .
N23 C21 C26 130.7(6) . .
C22 C21 C26 121.1(5) . .
C25 C26 C21 115.4(8) . .
C25 C26 H26 122.3 . .
C21 C26 H26 122.3 . .
C24 C23 C22 115.7(7) . .
C24 C23 H23 122.1 . .
C22 C23 H23 122.1 . .
N21 C22 C21 103.8(5) . .
N21 C22 C23 133.6(7) . .
C21 C22 C23 122.5(6) . .
N11 C12 C11 103.1(6) . .
N11 C12 C13 132.9(6) . .
C11 C12 C13 123.9(6) . .
C16 C15 C14 122.9(7) . .
C16 C15 H15 118.5 . .
C14 C15 H15 118.5 . .
C13 C14 C15 122.3(7) . .
C13 C14 H14 118.9 . .
C15 C14 H14 118.9 . .
C23 C24 C25 122.3(8) . .
C23 C24 H24 118.8 . .
C25 C24 H24 118.8 . .
C12 C11 N13 108.6(5) . .
C12 C11 C16 120.5(6) . .
N13 C11 C16 130.9(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C16 C15 1.372(10) .
C16 C11 1.411(9) .
C16 H16 0.9500 .
Co1 N23 2.102(7) .
Co1 O2 2.105(6) 2
Co1 N13 2.108(7) .
Co1 O1 2.109(6) .
Co1 O4 2.129(6) 2
Co1 O3 2.145(5) .
O4 C2 1.265(10) .
O4 Co1 2.129(6) 2_554
O1 C1 1.272(9) .
O2 C1 1.257(10) .
O2 Co1 2.105(6) 2_554
O3 C2 1.247(10) .
N12 N13 1.318(9) .
N12 N11 1.339(10) .
N22 N23 1.315(9) .
N22 N21 1.340(9) .
C1 C2 1.527(7) .
N13 C11 1.390(9) .
N21 C22 1.366(9) .
N21 H21 0.8800 .
N23 C21 1.380(8) .
N11 C12 1.382(9) .
N11 H11 0.8800 .
C25 C26 1.368(12) .
C25 C24 1.399(14) .
C25 H25 0.9500 .
C13 C12 1.389(9) .
C13 C14 1.390(10) .
C13 H13 0.9500 .
C21 C22 1.389(9) .
C21 C26 1.414(9) .
C26 H26 0.9500 .
C23 C24 1.362(10) .
C23 C22 1.399(9) .
C23 H23 0.9500 .
C12 C11 1.388(9) .
C15 C14 1.392(11) .
C15 H15 0.9500 .
C14 H14 0.9500 .
C24 H24 0.9500 .
