#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:47:12 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179733 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/29/7002937.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_7002937
loop_
_publ_author_name
'Tremelling, Grant W.'
'Foxman, Bruce M.'
'Landee, Christopher P.'
'Turnbull, Mark M.'
'Willett, Roger D.'
_publ_section_title
;
 Transition metal complexes of 2-amino-3,5-dihalopyridines: Syntheses,
 structures and magnetic properties of (3,5-diCAPH)2CuX4 and
 (3,5-diBAPH)2CuX4
;
_journal_issue                   47
_journal_name_full               'Dalton Transactions'
_journal_page_first              10518
_journal_page_last               10526
_journal_paper_doi               10.1039/b914392k
_journal_year                    2009
_chemical_formula_sum            'C10 H10 Cl8 Cu N4'
_chemical_formula_weight         533.36
_chemical_name_common
'bis(2-amino-3,5-dichloropyridinium) tetrachlorocuprate'
_chemical_name_systematic
;
bis(2-amino-3,5-dichloropyridinium) tetrachlorocuprate
;
_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                94.383(12)
_cell_angle_beta                 96.358(13)
_cell_angle_gamma                106.088(18)
_cell_formula_units_Z            2
_cell_length_a                   8.2075(15)
_cell_length_b                   9.2718(16)
_cell_length_c                   13.0297(18)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      12.46
_cell_measurement_theta_min      5.04
_cell_volume                     940.9(3)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0575
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2782
_diffrn_reflns_theta_full        21.95
_diffrn_reflns_theta_max         21.95
_diffrn_reflns_theta_min         2.30
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.297
_exptl_absorpt_correction_T_max  0.7005
_exptl_absorpt_correction_T_min  0.6177
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.883
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             526
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .4
_exptl_crystal_size_min          .15
_refine_diff_density_max         0.791
_refine_diff_density_min         -0.547
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0015(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   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0415
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0675P)²+1.0268P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1136
_reflns_number_gt                1842
_reflns_number_total             2225
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b914392k.txt
_cod_data_source_block           gwt2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7002937
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.32191(7) 0.46866(7) 0.27331(4) 0.0368(3) Uani 1 1 d . . .
Cl1 Cl 0.28799(17) 0.59250(19) 0.13497(11) 0.0597(5) Uani 1 1 d . . .
Cl2 Cl 0.05858(17) 0.47009(17) 0.31219(11) 0.0520(4) Uani 1 1 d . . .
Cl3 Cl 0.32238(17) 0.27794(17) 0.36880(11) 0.0576(5) Uani 1 1 d . . .
Cl4 Cl 0.60752(16) 0.52354(19) 0.26600(11) 0.0597(5) Uani 1 1 d . . .
N11 N -0.0187(6) 0.2512(5) 0.4926(3) 0.0421(12) Uani 1 1 d . . .
H11 H 0.022(8) 0.298(7) 0.454(5) 0.051 Uiso 1 1 d . . .
N12 N -0.2694(7) 0.2988(7) 0.4295(4) 0.0607(16) Uani 1 1 d . . .
H12B H -0.361(9) 0.301(8) 0.433(6) 0.073 Uiso 1 1 d . . .
H12A H -0.224(9) 0.348(8) 0.392(6) 0.073 Uiso 1 1 d . . .
C12 C -0.1827(7) 0.2426(6) 0.4986(4) 0.0405(13) Uani 1 1 d . . .
C13 C -0.2553(6) 0.1658(6) 0.5811(4) 0.0405(12) Uani 1 1 d . . .
C14 C -0.1605(6) 0.1065(6) 0.6474(4) 0.0407(12) Uani 1 1 d . . .
H14 H -0.2092 0.0565 0.7007 0.049 Uiso 1 1 calc R . .
C15 C 0.0091(6) 0.1195(6) 0.6369(4) 0.0406(13) Uani 1 1 d . . .
C16 C 0.0803(6) 0.1949(6) 0.5592(4) 0.0437(13) Uani 1 1 d . . .
H16 H 0.1947 0.2074 0.5521 0.052 Uiso 1 1 calc R . .
Cl13 Cl -0.46144(18) 0.1595(2) 0.59669(12) 0.0625(5) Uani 1 1 d . . .
Cl15 Cl 0.13168(18) 0.04063(18) 0.71921(11) 0.0561(4) Uani 1 1 d . . .
N21 N -0.3363(6) 0.7027(5) 0.0585(3) 0.0443(12) Uani 1 1 d . . .
H21A H -0.367(8) 0.658(7) 0.101(5) 0.053 Uiso 1 1 d . . .
N22 N -0.0892(8) 0.6407(7) 0.1151(4) 0.0575(15) Uani 1 1 d . . .
H22A H 0.020(8) 0.630(7) 0.111(5) 0.069 Uiso 1 1 d . . .
H22B H -0.136(10) 0.604(9) 0.142(6) 0.069 Uiso 1 1 d . . .
C22 C -0.1745(7) 0.7047(6) 0.0494(4) 0.0382(12) Uani 1 1 d . . .
C23 C -0.1022(6) 0.7815(6) -0.0325(4) 0.0392(12) Uani 1 1 d . . .
C24 C -0.1948(6) 0.8480(6) -0.0959(4) 0.0412(13) Uani 1 1 d . . .
H24A H -0.1464 0.8981 -0.1492 0.049 Uiso 1 1 calc R . .
C25 C -0.3613(6) 0.8418(6) -0.0815(4) 0.0430(13) Uani 1 1 d . . .
C26 C -0.4303(7) 0.7679(6) -0.0037(4) 0.0448(13) Uani 1 1 d . . .
H26A H -0.5421 0.7623 0.0067 0.054 Uiso 1 1 calc R . .
Cl23 Cl 0.10335(17) 0.78688(19) -0.04990(11) 0.0593(5) Uani 1 1 d . . .
Cl25 Cl -0.4793(2) 0.9295(2) -0.15961(12) 0.0672(5) 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
_geom_angle_publ_flag
Cl3 Cu Cl1 160.26(7) . . ?
Cl3 Cu Cl4 92.76(5) . . ?
Cl1 Cu Cl4 90.67(5) . . ?
Cl3 Cu Cl2 91.07(5) . . ?
Cl1 Cu Cl2 90.74(5) . . ?
Cl4 Cu Cl2 164.57(7) . . ?
C12 N11 C16 124.6(5) . . ?
C12 N11 H11 116(5) . . ?
C16 N11 H11 118(5) . . ?
C12 N12 H12B 123(6) . . ?
C12 N12 H12A 120(5) . . ?
H12B N12 H12A 115(8) . . ?
N12 C12 N11 120.3(5) . . ?
N12 C12 C13 123.5(5) . . ?
N11 C12 C13 116.1(4) . . ?
C14 C13 C12 120.5(5) . . ?
C14 C13 Cl13 121.3(4) . . ?
C12 C13 Cl13 118.2(4) . . ?
C13 C14 C15 120.5(5) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 119.3(4) . . ?
C16 C15 Cl15 119.3(4) . . ?
C14 C15 Cl15 121.3(4) . . ?
N11 C16 C15 118.9(5) . . ?
N11 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C22 N21 C26 124.4(5) . . ?
C22 N21 H21A 111(5) . . ?
C26 N21 H21A 125(5) . . ?
C22 N22 H22A 126(4) . . ?
C22 N22 H22B 111(8) . . ?
H22A N22 H22B 121(9) . . ?
N22 C22 N21 120.8(5) . . ?
N22 C22 C23 123.2(5) . . ?
N21 C22 C23 116.0(4) . . ?
C24 C23 C22 120.4(5) . . ?
C24 C23 Cl23 120.9(4) . . ?
C22 C23 Cl23 118.7(4) . . ?
C23 C24 C25 120.3(4) . . ?
C23 C24 H24A 119.8 . . ?
C25 C24 H24A 119.8 . . ?
C26 C25 C24 119.1(5) . . ?
C26 C25 Cl25 120.0(4) . . ?
C24 C25 Cl25 120.9(4) . . ?
N21 C26 C25 119.7(5) . . ?
N21 C26 H26A 120.1 . . ?
C25 C26 H26A 120.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu Cl3 2.2392(14) . ?
Cu Cl1 2.2421(14) . ?
Cu Cl4 2.2713(15) . ?
Cu Cl2 2.2771(15) . ?
N11 C12 1.337(7) . ?
N11 C16 1.354(7) . ?
N11 H11 0.74(6) . ?
N12 C12 1.313(7) . ?
N12 H12B 0.76(7) . ?
N12 H12A 0.75(7) . ?
C12 C13 1.428(7) . ?
C13 C14 1.348(7) . ?
C13 Cl13 1.712(5) . ?
C14 C15 1.386(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.367(7) . ?
C15 Cl15 1.728(5) . ?
C16 H16 0.9300 . ?
N21 C22 1.341(7) . ?
N21 C26 1.347(7) . ?
N21 H21A 0.74(6) . ?
N22 C22 1.323(7) . ?
N22 H22A 0.93(7) . ?
N22 H22B 0.60(7) . ?
C22 C23 1.422(7) . ?
C23 C24 1.356(7) . ?
C23 Cl23 1.714(5) . ?
C24 C25 1.386(7) . ?
C24 H24A 0.9300 . ?
C25 C26 1.355(7) . ?
C25 Cl25 1.726(5) . ?
C26 H26A 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H11 Cl2 0.74(6) 2.52(6) 3.223(4) 160(6) .
N11 H11 Cl3 0.74(6) 2.86(6) 3.343(5) 126(6) .
N12 H12B Cl3 0.76(7) 2.59(7) 3.304(6) 158(7) 1_455
N12 H12A Cl2 0.75(7) 2.64(7) 3.320(6) 150(7) .
N12 H12A Cl4 0.75(7) 2.90(7) 3.357(5) 122(6) 1_455
N21 H21A Cl4 0.74(6) 2.57(7) 3.289(5) 165(6) 1_455
N21 H21A Cl1 0.74(6) 2.82(6) 3.261(5) 121(6) 1_455
N22 H22A Cl1 0.93(7) 2.31(7) 3.234(6) 169(6) .
N22 H22B Cl4 0.60(7) 2.77(8) 3.340(5) 159(10) 1_455
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C16 N11 C12 N12 -179.1(6) . . . . ?
C16 N11 C12 C13 -1.0(8) . . . . ?
N12 C12 C13 C14 177.9(6) . . . . ?
N11 C12 C13 C14 -0.1(8) . . . . ?
N12 C12 C13 Cl13 -5.3(8) . . . . ?
N11 C12 C13 Cl13 176.8(4) . . . . ?
C12 C13 C14 C15 0.2(8) . . . . ?
Cl13 C13 C14 C15 -176.6(4) . . . . ?
C13 C14 C15 C16 0.8(8) . . . . ?
C13 C14 C15 Cl15 -178.5(4) . . . . ?
C12 N11 C16 C15 2.1(8) . . . . ?
C14 C15 C16 N11 -1.9(8) . . . . ?
Cl15 C15 C16 N11 177.4(4) . . . . ?
C26 N21 C22 N22 178.5(6) . . . . ?
C26 N21 C22 C23 -0.2(8) . . . . ?
N22 C22 C23 C24 -178.4(5) . . . . ?
N21 C22 C23 C24 0.3(8) . . . . ?
N22 C22 C23 Cl23 2.1(8) . . . . ?
N21 C22 C23 Cl23 -179.2(4) . . . . ?
C22 C23 C24 C25 0.0(8) . . . . ?
Cl23 C23 C24 C25 179.5(4) . . . . ?
C23 C24 C25 C26 -0.3(8) . . . . ?
C23 C24 C25 Cl25 178.5(4) . . . . ?
C22 N21 C26 C25 -0.1(9) . . . . ?
C24 C25 C26 N21 0.3(9) . . . . ?
Cl25 C25 C26 N21 -178.5(4) . . . . ?
