#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:14:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179959 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/53/7025386.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_7025386
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 N6 O4 Zn'
_chemical_formula_sum            'C14 H10 N6 O4 Zn'
_chemical_formula_weight         391.65
_chemical_melting_point          ?
_chemical_name_common            Zn(ox)(btz)2
_chemical_name_systematic
;
catena-[(μ₂-oxalato)-bis(benzotriazole)-zinc(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                 108.751(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.3720(14)
_cell_length_b                   12.3909(16)
_cell_length_c                   9.2272(9)
_cell_measurement_reflns_used    6347
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.03
_cell_measurement_theta_min      2.22
_cell_volume                     1556.0(3)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0585
_diffrn_reflns_av_sigmaI/netI    0.0646
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            6423
_diffrn_reflns_theta_full        25.62
_diffrn_reflns_theta_max         25.62
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.613
_exptl_absorpt_correction_T_max  0.7159
_exptl_absorpt_correction_T_min  0.7139
_exptl_absorpt_correction_type   cylinder
_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            white
_exptl_crystal_density_diffrn    1.672
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_size_rad          0.2000
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.15(2)
_refine_ls_extinction_coef       0.0090(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2715
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0331
_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)+(0.0500P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                2284
_reflns_number_total             2715
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b927522c.txt
_cod_data_source_block           compound11
_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_sg_symbol_H-M      'C c'
_cod_database_code               7025386
#BEGIN Tags that were not found in dictionaries:
_exptl_absorpt_correction_t_ave  0.7150
#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 0.2536(4) 0.2489(5) 0.4271(6) 0.0263(13) Uani 1 1 d .
H16 H 0.1961 0.2059 0.3893 0.032 Uiso 1 1 calc R
Zn1 Zn 0.16796(7) 0.12284(4) 0.73987(10) 0.01428(17) Uani 1 1 d .
O4 O 0.2448(4) -0.1106(4) 0.4787(6) 0.0191(12) Uani 1 1 d .
O1 O 0.0848(4) 0.0948(4) 0.5078(6) 0.0170(11) Uani 1 1 d .
O2 O 0.0798(4) -0.0098(3) 0.3091(6) 0.0187(11) Uani 1 1 d .
O3 O 0.2438(3) -0.0127(4) 0.6813(6) 0.0190(11) Uani 1 1 d .
N12 N 0.3474(4) 0.2566(5) 0.8360(7) 0.0182(14) Uani 1 1 d .
N22 N -0.0159(5) 0.2471(5) 0.6485(7) 0.0224(15) Uani 1 1 d .
C1 C 0.1177(5) 0.0206(5) 0.4461(8) 0.0174(15) Uani 1 1 d .
C2 C 0.2104(5) -0.0382(5) 0.5460(8) 0.0163(15) Uani 1 1 d .
N13 N 0.2806(4) 0.2227(4) 0.7098(6) 0.0158(11) Uani 1 1 d .
N21 N -0.0622(4) 0.3387(4) 0.6645(7) 0.0210(14) Uani 1 1 d .
H21 H -0.1237 0.3539 0.6127 0.025 Uiso 1 1 calc R
N23 N 0.0750(4) 0.2524(4) 0.7424(6) 0.0151(11) Uani 1 1 d .
N11 N 0.4108(4) 0.3181(5) 0.7940(7) 0.0214(13) Uani 1 1 d .
H11 H 0.4619 0.3507 0.8584 0.026 Uiso 1 1 calc R
C25 C 0.1578(7) 0.4926(7) 0.9854(13) 0.0321(15) Uani 1 1 d .
H25 H 0.2121 0.5259 1.0594 0.038 Uiso 1 1 calc R
C13 C 0.4275(5) 0.3785(5) 0.5403(7) 0.0303(13) Uani 1 1 d .
H13 H 0.4853 0.4210 0.5775 0.036 Uiso 1 1 calc R
C21 C 0.0873(4) 0.3480(4) 0.8213(6) 0.0175(11) Uani 1 1 d .
C26 C 0.1703(4) 0.3924(4) 0.9325(6) 0.0249(12) Uani 1 1 d .
H26 H 0.2311 0.3549 0.9685 0.030 Uiso 1 1 calc R
C23 C -0.0128(4) 0.5068(5) 0.8280(7) 0.0278(13) Uani 1 1 d .
H23 H -0.0732 0.5452 0.7944 0.033 Uiso 1 1 calc R
C22 C -0.0017(4) 0.4040(4) 0.7707(6) 0.0183(11) Uani 1 1 d .
C12 C 0.3861(4) 0.3240(4) 0.6389(6) 0.0200(12) Uani 1 1 d .
C15 C 0.2938(5) 0.3009(5) 0.3304(7) 0.0365(16) Uani 1 1 d .
H15 H 0.2641 0.2929 0.2230 0.044 Uiso 1 1 calc R
C14 C 0.3784(5) 0.3660(6) 0.3865(7) 0.0348(15) Uani 1 1 d .
H14 H 0.4024 0.4026 0.3152 0.042 Uiso 1 1 calc R
C24 C 0.0685(5) 0.5479(5) 0.9347(7) 0.0337(15) Uani 1 1 d .
H24 H 0.0643 0.6171 0.9764 0.040 Uiso 1 1 calc R
C11 C 0.3012(4) 0.2622(4) 0.5842(6) 0.0193(11) 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'
Zn Zn 0.2839 1.4301 '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 116.8(5) . .
C15 C16 H16 121.6 . .
C11 C16 H16 121.6 . .
N23 Zn1 O1 88.98(19) . .
N23 Zn1 O2 93.32(19) . 2
O1 Zn1 O2 89.9(2) . 2
N23 Zn1 N13 94.0(2) . .
O1 Zn1 N13 99.7(2) . .
O2 Zn1 N13 168.0(2) 2 .
N23 Zn1 O4 99.4(2) . 2
O1 Zn1 O4 166.10(14) . 2
O2 Zn1 O4 78.6(2) 2 2
N13 Zn1 O4 90.8(2) . 2
N23 Zn1 O3 166.6(2) . .
O1 Zn1 O3 77.66(19) . .
O2 Zn1 O3 87.72(17) 2 .
N13 Zn1 O3 87.34(18) . .
O4 Zn1 O3 93.89(19) 2 .
C2 O4 Zn1 113.6(5) . 2_554
C1 O1 Zn1 114.0(5) . .
C1 O2 Zn1 113.0(5) . 2_554
C2 O3 Zn1 113.0(4) . .
N13 N12 N11 107.3(5) . .
N23 N22 N21 107.9(6) . .
O1 C1 O2 124.8(7) . .
O1 C1 C2 117.2(5) . .
O2 C1 C2 118.1(5) . .
O3 C2 O4 126.1(7) . .
O3 C2 C1 118.0(5) . .
O4 C2 C1 115.9(5) . .
N12 N13 C11 109.7(5) . .
N12 N13 Zn1 116.1(4) . .
C11 N13 Zn1 134.2(4) . .
N22 N21 C22 111.0(6) . .
N22 N21 H21 124.5 . .
C22 N21 H21 124.5 . .
N22 N23 C21 108.9(5) . .
N22 N23 Zn1 117.1(4) . .
C21 N23 Zn1 134.0(4) . .
N12 N11 C12 111.4(6) . .
N12 N11 H11 124.3 . .
C12 N11 H11 124.3 . .
C26 C25 C24 122.6(7) . .
C26 C25 H25 118.7 . .
C24 C25 H25 118.7 . .
C14 C13 C12 115.4(5) . .
C14 C13 H13 122.3 . .
C12 C13 H13 122.3 . .
N23 C21 C22 107.7(4) . .
N23 C21 C26 131.1(5) . .
C22 C21 C26 121.3(5) . .
C25 C26 C21 115.9(6) . .
C25 C26 H26 122.1 . .
C21 C26 H26 122.1 . .
C24 C23 C22 115.9(5) . .
C24 C23 H23 122.1 . .
C22 C23 H23 122.1 . .
N21 C22 C21 104.6(5) . .
N21 C22 C23 133.7(5) . .
C21 C22 C23 121.7(5) . .
N11 C12 C11 104.7(5) . .
N11 C12 C13 133.1(5) . .
C11 C12 C13 122.2(5) . .
C16 C15 C14 121.6(6) . .
C16 C15 H15 119.2 . .
C14 C15 H15 119.2 . .
C13 C14 C15 122.6(6) . .
C13 C14 H14 118.7 . .
C15 C14 H14 118.7 . .
C23 C24 C25 122.8(6) . .
C23 C24 H24 118.6 . .
C25 C24 H24 118.6 . .
N13 C11 C12 107.0(4) . .
N13 C11 C16 131.7(5) . .
C12 C11 C16 121.3(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C16 C15 1.370(9) .
C16 C11 1.400(7) .
C16 H16 0.9500 .
Zn1 N23 2.093(5) .
Zn1 O1 2.119(5) .
Zn1 O2 2.120(5) 2
Zn1 N13 2.125(5) .
Zn1 O4 2.129(6) 2
Zn1 O3 2.163(4) .
O4 C2 1.278(9) .
O4 Zn1 2.129(6) 2_554
O1 C1 1.252(8) .
O2 C1 1.263(9) .
O2 Zn1 2.120(5) 2_554
O3 C2 1.227(9) .
N12 N13 1.318(8) .
N12 N11 1.337(8) .
N22 N23 1.317(8) .
N22 N21 1.347(8) .
C1 C2 1.538(6) .
N13 C11 1.375(7) .
N21 C22 1.350(8) .
N21 H21 0.8800 .
N23 C21 1.372(7) .
N11 C12 1.361(8) .
N11 H11 0.8800 .
C25 C26 1.366(10) .
C25 C24 1.397(12) .
C25 H25 0.9500 .
C13 C14 1.376(9) .
C13 C12 1.408(8) .
C13 H13 0.9500 .
C21 C22 1.397(7) .
C21 C26 1.411(7) .
C26 H26 0.9500 .
C23 C24 1.361(8) .
C23 C22 1.408(7) .
C23 H23 0.9500 .
C12 C11 1.392(7) .
C15 C14 1.411(9) .
C15 H15 0.9500 .
C14 H14 0.9500 .
C24 H24 0.9500 .
