#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:14:00 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179959 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/53/7025383.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_7025383
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 Mn N6 O4'
_chemical_formula_sum            'C14 H10 Mn N6 O4'
_chemical_formula_weight         381.22
_chemical_melting_point          ?
_chemical_name_common            '[Mn(ox)(btz)2]n'
_chemical_name_systematic
;
catena-[(μ₂-oxalato)-bis(benzotriazole)-manganese(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                 109.50(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.551(3)
_cell_length_b                   12.549(3)
_cell_length_c                   9.4577(19)
_cell_measurement_reflns_used    4334
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      51.8
_cell_measurement_theta_min      4.2
_cell_volume                     1627.9(7)
_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 0.969
_diffrn_measured_fraction_theta_max 0.969
_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  0.1014
_diffrn_reflns_av_sigmaI/netI    0.1147
_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       -11
_diffrn_reflns_number            6319
_diffrn_reflns_theta_full        26.17
_diffrn_reflns_theta_max         26.17
_diffrn_reflns_theta_min         2.20
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_T_max  0.5612
_exptl_absorpt_correction_T_min  0.5558
_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            white
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.35
_exptl_crystal_size_rad          0.4200
_refine_diff_density_max         0.734
_refine_diff_density_min         -0.712
_refine_diff_density_rms         0.098
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(3)
_refine_ls_extinction_coef       0.0058(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3045
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.918
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0482
_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)+(0.0569P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1090
_refine_ls_wR_factor_ref         0.1154
_reflns_number_gt                2222
_reflns_number_total             3045
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b927522c.txt
_cod_data_source_block           compound7
_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               7025383
#BEGIN Tags that were not found in dictionaries:
_exptl_absorpt_correction_t_ave  0.5589
#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 0.2587(5) 0.2498(5) 0.4325(7) 0.0361(14) Uani 1 1 d .
H16 H 0.2015 0.2103 0.3953 0.043 Uiso 1 1 calc R
Mn1 Mn 0.16772(8) 0.12452(5) 0.73992(10) 0.0202(2) Uani 1 1 d .
O4 O 0.2440(4) -0.1081(3) 0.4796(5) 0.0246(11) Uani 1 1 d .
O1 O 0.0833(3) 0.0926(4) 0.5051(5) 0.0234(10) Uani 1 1 d .
O2 O 0.0787(3) -0.0110(3) 0.3123(5) 0.0244(10) Uani 1 1 d .
O3 O 0.2436(3) -0.0108(3) 0.6766(5) 0.0268(10) Uani 1 1 d .
N12 N 0.3485(4) 0.2638(4) 0.8304(6) 0.0249(13) Uani 1 1 d .
N22 N -0.0173(4) 0.2561(4) 0.6500(7) 0.0322(15) Uani 1 1 d .
C1 C 0.1158(5) 0.0192(5) 0.4448(7) 0.0200(14) Uani 1 1 d .
C2 C 0.2101(5) -0.0373(5) 0.5438(7) 0.0210(14) Uani 1 1 d .
N13 N 0.2822(4) 0.2291(4) 0.7077(6) 0.0273(12) Uani 1 1 d .
N21 N -0.0627(4) 0.3464(4) 0.6652(7) 0.0315(13) Uani 1 1 d .
H21 H -0.1222 0.3615 0.6142 0.038 Uiso 1 1 calc R
N23 N 0.0720(4) 0.2608(4) 0.7431(6) 0.0263(11) Uani 1 1 d .
N11 N 0.4134(4) 0.3219(4) 0.7930(6) 0.0301(13) Uani 1 1 d .
H11 H 0.4633 0.3525 0.8559 0.036 Uiso 1 1 calc R
C25 C 0.1561(7) 0.4943(7) 0.9849(12) 0.0432(16) Uani 1 1 d .
H25 H 0.2094 0.5253 1.0572 0.052 Uiso 1 1 calc R
C13 C 0.4313(5) 0.3766(5) 0.5430(7) 0.0418(15) Uani 1 1 d .
H13 H 0.4870 0.4185 0.5781 0.050 Uiso 1 1 calc R
C21 C 0.0860(4) 0.3545(4) 0.8208(6) 0.0243(11) Uani 1 1 d .
C26 C 0.1675(4) 0.3960(5) 0.9305(7) 0.0344(13) Uani 1 1 d .
H26 H 0.2262 0.3591 0.9648 0.041 Uiso 1 1 calc R
C23 C -0.0120(5) 0.5107(5) 0.8284(7) 0.0393(15) Uani 1 1 d .
H23 H -0.0703 0.5484 0.7941 0.047 Uiso 1 1 calc R
C22 C -0.0022(4) 0.4110(4) 0.7721(6) 0.0276(12) Uani 1 1 d .
C12 C 0.3896(4) 0.3261(4) 0.6393(6) 0.0264(12) Uani 1 1 d .
C15 C 0.3014(5) 0.2972(5) 0.3400(7) 0.0452(16) Uani 1 1 d .
H15 H 0.2737 0.2871 0.2370 0.054 Uiso 1 1 calc R
C14 C 0.3840(5) 0.3593(6) 0.3935(7) 0.0481(18) Uani 1 1 d .
H14 H 0.4086 0.3910 0.3247 0.058 Uiso 1 1 calc R
C24 C 0.0679(5) 0.5506(5) 0.9364(8) 0.0444(16) Uani 1 1 d .
H24 H 0.0638 0.6165 0.9790 0.053 Uiso 1 1 calc R
C11 C 0.3057(4) 0.2641(4) 0.5851(6) 0.0248(12) 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'
Mn Mn 0.3368 0.7283 '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 115.9(5) . .
C15 C16 H16 122.0 . .
C11 C16 H16 122.0 . .
O4 Mn1 O2 76.19(18) 2 2
O4 Mn1 O1 163.59(12) 2 .
O2 Mn1 O1 90.46(18) 2 .
O4 Mn1 N23 99.42(18) 2 .
O2 Mn1 N23 93.32(18) 2 .
O1 Mn1 N23 90.74(18) . .
O4 Mn1 O3 94.70(17) 2 .
O2 Mn1 O3 89.18(15) 2 .
O1 Mn1 O3 75.31(17) . .
N23 Mn1 O3 165.85(18) . .
O4 Mn1 N13 93.07(18) 2 .
O2 Mn1 N13 168.4(2) 2 .
O1 Mn1 N13 99.31(18) . .
N23 Mn1 N13 92.8(2) . .
O3 Mn1 N13 87.24(18) . .
C2 O4 Mn1 114.9(4) . 2_554
C1 O1 Mn1 115.2(4) . .
C1 O2 Mn1 114.2(4) . 2_554
C2 O3 Mn1 114.8(4) . .
N13 N12 N11 108.9(5) . .
N23 N22 N21 107.7(6) . .
O2 C1 O1 125.2(6) . .
O2 C1 C2 117.9(4) . .
O1 C1 C2 116.9(5) . .
O3 C2 O4 126.4(6) . .
O3 C2 C1 117.5(5) . .
O4 C2 C1 116.0(5) . .
N12 N13 C11 108.8(5) . .
N12 N13 Mn1 116.0(4) . .
C11 N13 Mn1 135.1(4) . .
N22 N21 C22 111.2(6) . .
N22 N21 H21 124.4 . .
C22 N21 H21 124.4 . .
N22 N23 C21 109.7(5) . .
N22 N23 Mn1 116.4(4) . .
C21 N23 Mn1 133.8(4) . .
N12 N11 C12 110.5(5) . .
N12 N11 H11 124.7 . .
C12 N11 H11 124.7 . .
C26 C25 C24 123.0(8) . .
C26 C25 H25 118.5 . .
C24 C25 H25 118.5 . .
C14 C13 C12 115.0(5) . .
C14 C13 H13 122.5 . .
C12 C13 H13 122.5 . .
N23 C21 C26 131.3(5) . .
N23 C21 C22 107.7(5) . .
C26 C21 C22 121.0(5) . .
C25 C26 C21 116.0(6) . .
C25 C26 H26 122.0 . .
C21 C26 H26 122.0 . .
C24 C23 C22 116.6(6) . .
C24 C23 H23 121.7 . .
C22 C23 H23 121.7 . .
N21 C22 C23 134.2(5) . .
N21 C22 C21 103.7(5) . .
C23 C22 C21 122.1(5) . .
N11 C12 C11 104.3(4) . .
N11 C12 C13 133.7(5) . .
C11 C12 C13 121.9(5) . .
C16 C15 C14 122.6(6) . .
C16 C15 H15 118.7 . .
C14 C15 H15 118.7 . .
C13 C14 C15 123.0(6) . .
C13 C14 H14 118.5 . .
C15 C14 H14 118.5 . .
C23 C24 C25 121.3(6) . .
C23 C24 H24 119.3 . .
C25 C24 H24 119.3 . .
N13 C11 C16 131.0(5) . .
N13 C11 C12 107.4(5) . .
C16 C11 C12 121.5(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C16 C15 1.367(8) .
C16 C11 1.387(8) .
C16 H16 0.9300 .
Mn1 O4 2.176(5) 2
Mn1 O2 2.184(4) 2
Mn1 O1 2.186(5) .
Mn1 N23 2.212(5) .
Mn1 O3 2.214(4) .
Mn1 N13 2.221(5) .
O4 C2 1.266(7) .
O4 Mn1 2.176(5) 2_554
O1 C1 1.257(7) .
O2 C1 1.246(8) .
O2 Mn1 2.184(4) 2_554
O3 C2 1.231(8) .
N12 N13 1.311(7) .
N12 N11 1.331(7) .
N22 N23 1.305(8) .
N22 N21 1.343(8) .
C1 C2 1.550(6) .
N13 C11 1.386(7) .
N21 C22 1.364(8) .
N21 H21 0.8600 .
N23 C21 1.365(7) .
N11 C12 1.378(8) .
N11 H11 0.8600 .
C25 C26 1.369(10) .
C25 C24 1.402(11) .
C25 H25 0.9300 .
C13 C14 1.367(9) .
C13 C12 1.403(8) .
C13 H13 0.9300 .
C21 C26 1.390(8) .
C21 C22 1.402(8) .
C26 H26 0.9300 .
C23 C24 1.362(9) .
C23 C22 1.385(8) .
C23 H23 0.9300 .
C12 C11 1.393(8) .
C15 C14 1.380(9) .
C15 H15 0.9300 .
C14 H14 0.9300 .
C24 H24 0.9300 .
