#------------------------------------------------------------------------------
#$Date: 2016-02-20 04:06:23 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/52/2205236.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2205236
loop_
_publ_author_name
'Zhang, Shu-Ping'
'Liu, Zhao-Di'
'Ma, Ji-Long'
'Yang, Song'
'Shao, Si-Chang'
_publ_section_title
trans-Bis[4-(4-methylphenyl)-3,5-di-2-pyridyl-4H-1,2,4-triazole]diperchlorato-κ²O-copper(II)
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m423
_journal_page_last               m424
_journal_paper_doi               10.1107/S1600536805002540
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu (Cl O4)2 (C19 H15 N5)2]'
_chemical_formula_moiety         'C38 H30 Cl2 Cu N10 O8'
_chemical_formula_sum            'C38 H30 Cl2 Cu N10 O8'
_chemical_formula_weight         889.16
_chemical_name_systematic        k²O-copper(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                93.725(5)
_cell_angle_beta                 91.749(4)
_cell_angle_gamma                106.977(4)
_cell_formula_units_Z            1
_cell_length_a                   8.398(3)
_cell_length_b                   8.680(3)
_cell_length_c                   13.558(4)
_cell_measurement_reflns_used    3291
_cell_measurement_temperature    571(2)
_cell_measurement_theta_max      25.05
_cell_measurement_theta_min      4.52
_cell_volume                     942.0(5)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      571(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0176
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5004
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.46
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.791
_exptl_absorpt_correction_T_max  0.8031
_exptl_absorpt_correction_T_min  0.7274
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             455
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.323
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     269
_refine_ls_number_reflns         3291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0423
_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)+(0.0459P)²+0.6344P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1100
_reflns_number_gt                2450
_reflns_number_total             3291
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6521.cif
_cod_data_source_block           I
_cod_original_cell_volume        942.1(5)
_cod_database_code               2205236
_cod_database_fobs_code          2205236
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu1 0.0000 0.0000 1.0000 0.04156(19) Uani d S 1 Cu
Cl1 0.17279(12) 0.27357(11) 1.20590(7) 0.0550(3) Uani d . 1 Cl
N1 0.3120(3) 0.1464(3) 0.78371(18) 0.0366(6) Uani d . 1 N
N2 0.1328(3) 0.1275(3) 0.89874(18) 0.0412(6) Uani d . 1 N
N3 0.1153(3) 0.2463(3) 0.84082(19) 0.0439(7) Uani d . 1 N
N4 0.1670(3) -0.1269(3) 0.97635(18) 0.0400(6) Uani d . 1 N
N5 0.2980(3) 0.3161(3) 0.6071(2) 0.0495(7) Uani d . 1 N
O1 0.1988(3) 0.1576(4) 1.1338(2) 0.0833(9) Uani d . 1 O
O2 0.3178(4) 0.3355(4) 1.2688(2) 0.1014(11) Uani d . 1 O
O3 0.0318(4) 0.1959(4) 1.2588(2) 0.0978(11) Uani d . 1 O
O4 0.1353(5) 0.4005(4) 1.1584(3) 0.1062(12) Uani d . 1 O
C1 0.2492(4) 0.0683(4) 0.8641(2) 0.0367(7) Uani d . 1 C
C2 0.2240(4) 0.2563(4) 0.7720(2) 0.0388(7) Uani d . 1 C
C3 0.2822(4) -0.0689(4) 0.9092(2) 0.0388(7) Uani d . 1 C
C4 0.4070(4) -0.1366(4) 0.8887(2) 0.0490(9) Uani d . 1 C
H4 0.4883 -0.0907 0.8454 0.059 Uiso calc R 1 H
C5 0.4098(5) -0.2742(5) 0.9333(3) 0.0557(10) Uani d . 1 C
H5 0.4917 -0.3239 0.9195 0.067 Uiso calc R 1 H
C6 0.2909(5) -0.3366(5) 0.9981(3) 0.0558(10) Uani d . 1 C
H6 0.2895 -0.4305 1.0278 0.067 Uiso calc R 1 H
C7 0.1727(4) -0.2589(4) 1.0191(3) 0.0509(9) Uani d . 1 C
H7 0.0941 -0.3004 1.0648 0.061 Uiso calc R 1 H
C8 0.2353(4) 0.3611(4) 0.6895(2) 0.0395(8) Uani d . 1 C
C9 0.1686(4) 0.4891(4) 0.6983(3) 0.0477(8) Uani d . 1 C
H9 0.1280 0.5173 0.7577 0.057 Uiso calc R 1 H
C10 0.1645(5) 0.5734(4) 0.6159(3) 0.0561(10) Uani d . 1 C
H10 0.1172 0.6579 0.6178 0.067 Uiso calc R 1 H
C11 0.2313(5) 0.5304(5) 0.5312(3) 0.0623(11) Uani d . 1 C
H11 0.2331 0.5875 0.4753 0.075 Uiso calc R 1 H
C12 0.2953(5) 0.4025(5) 0.5298(3) 0.0580(10) Uani d . 1 C
H12 0.3394 0.3743 0.4717 0.070 Uiso calc R 1 H
C13 0.4483(4) 0.1238(4) 0.7275(2) 0.0352(7) Uani d . 1 C
C14 0.4228(4) -0.0112(4) 0.6642(2) 0.0475(8) Uani d . 1 C
H14 0.3177 -0.0861 0.6552 0.057 Uiso calc R 1 H
C15 0.5547(4) -0.0349(4) 0.6141(3) 0.0513(9) Uani d . 1 C
H15 0.5379 -0.1270 0.5712 0.062 Uiso calc R 1 H
C16 0.7113(4) 0.0752(4) 0.6260(2) 0.0444(8) Uani d . 1 C
C17 0.7316(4) 0.2107(4) 0.6892(3) 0.0476(8) Uani d . 1 C
H17 0.8358 0.2872 0.6974 0.057 Uiso calc R 1 H
C18 0.6009(4) 0.2361(4) 0.7410(2) 0.0414(8) Uani d . 1 C
H18 0.6168 0.3278 0.7840 0.050 Uiso calc R 1 H
C19 0.8551(5) 0.0491(5) 0.5708(3) 0.0704(12) Uani d . 1 C
H19A 0.9285 0.1516 0.5560 0.106 Uiso calc R 1 H
H19B 0.8137 -0.0159 0.5102 0.106 Uiso calc R 1 H
H19C 0.9149 -0.0050 0.6108 0.106 Uiso calc R 1 H
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'
Cu Cu 0.3201 1.2651 '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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Cu1 N2 2_557 . 180.0 y
N2 Cu1 N4 2_557 . 99.76(10) ?
N2 Cu1 N4 . . 80.24(10) y
N2 Cu1 N4 2_557 2_557 80.24(10) ?
N2 Cu1 N4 . 2_557 99.76(10) y
N4 Cu1 N4 . 2_557 180.0 y
N2 Cu1 O1 2_557 . 88.83(11) y
N2 Cu1 O1 . . 91.17(11) y
N4 Cu1 O1 . . 86.28(10) y
N4 Cu1 O1 2_557 . 93.72(10) y
O2 Cl1 O4 . . 110.1(2) ?
O2 Cl1 O3 . . 112.0(2) ?
O4 Cl1 O3 . . 107.6(2) ?
O2 Cl1 O1 . . 109.3(2) ?
O4 Cl1 O1 . . 109.9(2) ?
O3 Cl1 O1 . . 107.9(2) ?
C1 N1 C2 . . 104.9(2) ?
C1 N1 C13 . . 126.7(2) ?
C2 N1 C13 . . 128.3(2) ?
C1 N2 N3 . . 109.2(2) ?
C1 N2 Cu1 . . 114.1(2) ?
N3 N2 Cu1 . . 135.34(19) ?
C2 N3 N2 . . 106.2(2) ?
C7 N4 C3 . . 117.9(3) ?
C7 N4 Cu1 . . 126.7(2) ?
C3 N4 Cu1 . . 115.5(2) ?
C12 N5 C8 . . 116.5(3) ?
Cl1 O1 Cu1 . . 127.40(17) ?
N2 C1 N1 . . 109.2(3) ?
N2 C1 C3 . . 119.4(3) ?
N1 C1 C3 . . 131.2(3) ?
N3 C2 N1 . . 110.5(3) ?
N3 C2 C8 . . 123.2(3) ?
N1 C2 C8 . . 126.1(3) ?
N4 C3 C4 . . 122.3(3) ?
N4 C3 C1 . . 110.4(3) ?
C4 C3 C1 . . 127.3(3) ?
C3 C4 C5 . . 118.8(3) ?
C3 C4 H4 . . 120.6 ?
C5 C4 H4 . . 120.6 ?
C6 C5 C4 . . 119.2(3) ?
C6 C5 H5 . . 120.4 ?
C4 C5 H5 . . 120.4 ?
C5 C6 C7 . . 119.4(3) ?
C5 C6 H6 . . 120.3 ?
C7 C6 H6 . . 120.3 ?
N4 C7 C6 . . 122.4(3) ?
N4 C7 H7 . . 118.8 ?
C6 C7 H7 . . 118.8 ?
N5 C8 C9 . . 124.1(3) ?
N5 C8 C2 . . 116.4(3) ?
C9 C8 C2 . . 119.2(3) ?
C10 C9 C8 . . 117.7(3) ?
C10 C9 H9 . . 121.2 ?
C8 C9 H9 . . 121.2 ?
C11 C10 C9 . . 118.8(3) ?
C11 C10 H10 . . 120.6 ?
C9 C10 H10 . . 120.6 ?
C12 C11 C10 . . 119.2(3) ?
C12 C11 H11 . . 120.4 ?
C10 C11 H11 . . 120.4 ?
N5 C12 C11 . . 123.7(3) ?
N5 C12 H12 . . 118.2 ?
C11 C12 H12 . . 118.2 ?
C18 C13 C14 . . 121.4(3) ?
C18 C13 N1 . . 119.1(3) ?
C14 C13 N1 . . 119.5(3) ?
C13 C14 C15 . . 119.2(3) ?
C13 C14 H14 . . 120.4 ?
C15 C14 H14 . . 120.4 ?
C14 C15 C16 . . 121.3(3) ?
C14 C15 H15 . . 119.4 ?
C16 C15 H15 . . 119.4 ?
C17 C16 C15 . . 117.9(3) ?
C17 C16 C19 . . 121.0(3) ?
C15 C16 C19 . . 121.1(3) ?
C16 C17 C18 . . 121.7(3) ?
C16 C17 H17 . . 119.1 ?
C18 C17 H17 . . 119.1 ?
C13 C18 C17 . . 118.6(3) ?
C13 C18 H18 . . 120.7 ?
C17 C18 H18 . . 120.7 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N2 2_557 1.981(2) ?
Cu1 N2 . 1.981(2) y
Cu1 N4 . 2.042(3) y
Cu1 N4 2_557 2.042(3) ?
Cu1 O1 . 2.471(3) ?
Cl1 O2 . 1.412(3) ?
Cl1 O4 . 1.418(3) ?
Cl1 O3 . 1.421(3) ?
Cl1 O1 . 1.425(3) ?
N1 C1 . 1.359(4) ?
N1 C2 . 1.381(4) ?
N1 C13 . 1.447(4) ?
N2 C1 . 1.315(4) ?
N2 N3 . 1.374(3) ?
N3 C2 . 1.315(4) ?
N4 C7 . 1.329(4) ?
N4 C3 . 1.359(4) ?
N5 C12 . 1.331(4) ?
N5 C8 . 1.333(4) ?
C1 C3 . 1.465(4) ?
C2 C8 . 1.474(4) ?
C3 C4 . 1.370(4) ?
C4 C5 . 1.380(5) ?
C4 H4 . 0.93 ?
C5 C6 . 1.363(5) ?
C5 H5 . 0.93 ?
C6 C7 . 1.381(5) ?
C6 H6 . 0.93 ?
C7 H7 . 0.93 ?
C8 C9 . 1.383(4) ?
C9 C10 . 1.380(5) ?
C9 H9 . 0.93 ?
C10 C11 . 1.371(5) ?
C10 H10 . 0.93 ?
C11 C12 . 1.366(5) ?
C11 H11 . 0.93 ?
C12 H12 . 0.93 ?
C13 C18 . 1.364(4) ?
C13 C14 . 1.367(4) ?
C14 C15 . 1.375(4) ?
C14 H14 . 0.93 ?
C15 C16 . 1.380(5) ?
C15 H15 . 0.93 ?
C16 C17 . 1.374(5) ?
C16 C19 . 1.505(4) ?
C17 C18 . 1.383(4) ?
C17 H17 . 0.93 ?
C18 H18 . 0.93 ?
C19 H19A . 0.96 ?
C19 H19B . 0.96 ?
C19 H19C . 0.96 ?
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_site_symmetry_1
_geom_torsion
N4 Cu1 N2 C1 . 3.3(2)
N4 Cu1 N2 C1 2_557 -176.7(2)
O1 Cu1 N2 C1 . 89.3(2)
N4 Cu1 N2 N3 . 168.0(3)
N4 Cu1 N2 N3 2_557 -12.0(3)
O1 Cu1 N2 N3 . -106.0(3)
C1 N2 N3 C2 . -0.3(4)
Cu1 N2 N3 C2 . -165.6(2)
N2 Cu1 N4 C7 2_557 1.2(3)
N2 Cu1 N4 C7 . -178.8(3)
O1 Cu1 N4 C7 . 89.4(3)
N2 Cu1 N4 C3 2_557 -179.3(2)
N2 Cu1 N4 C3 . 0.7(2)
O1 Cu1 N4 C3 . -91.1(2)
O2 Cl1 O1 Cu1 . 180.0(2)
O4 Cl1 O1 Cu1 . -59.1(3)
O3 Cl1 O1 Cu1 . 58.0(3)
N2 Cu1 O1 Cl1 2_557 -71.3(2)
N2 Cu1 O1 Cl1 . 108.7(2)
N4 Cu1 O1 Cl1 . -171.2(2)
N4 Cu1 O1 Cl1 2_557 8.8(2)
N3 N2 C1 N1 . 0.5(4)
Cu1 N2 C1 N1 . 169.15(19)
N3 N2 C1 C3 . -175.5(3)
Cu1 N2 C1 C3 . -6.8(4)
C2 N1 C1 N2 . -0.4(3)
C13 N1 C1 N2 . 176.2(3)
C2 N1 C1 C3 . 174.9(3)
C13 N1 C1 C3 . -8.4(5)
N2 N3 C2 N1 . 0.1(3)
N2 N3 C2 C8 . 174.8(3)
C1 N1 C2 N3 . 0.2(3)
C13 N1 C2 N3 . -176.4(3)
C1 N1 C2 C8 . -174.3(3)
C13 N1 C2 C8 . 9.1(5)
C7 N4 C3 C4 . -3.4(5)
Cu1 N4 C3 C4 . 177.0(3)
C7 N4 C3 C1 . 175.5(3)
Cu1 N4 C3 C1 . -4.1(3)
N2 C1 C3 N4 . 7.2(4)
N1 C1 C3 N4 . -167.7(3)
N2 C1 C3 C4 . -173.9(3)
N1 C1 C3 C4 . 11.1(6)
N4 C3 C4 C5 . 3.9(5)
C1 C3 C4 C5 . -174.8(3)
C3 C4 C5 C6 . -1.4(6)
C4 C5 C6 C7 . -1.4(6)
C3 N4 C7 C6 . 0.5(5)
Cu1 N4 C7 C6 . 179.9(3)
C5 C6 C7 N4 . 1.9(6)
C12 N5 C8 C9 . 0.4(5)
C12 N5 C8 C2 . 174.5(3)
N3 C2 C8 N5 . -154.1(3)
N1 C2 C8 N5 . 19.7(5)
N3 C2 C8 C9 . 20.3(5)
N1 C2 C8 C9 . -165.9(3)
N5 C8 C9 C10 . 1.1(5)
C2 C8 C9 C10 . -172.8(3)
C8 C9 C10 C11 . -2.3(5)
C9 C10 C11 C12 . 2.0(6)
C8 N5 C12 C11 . -0.7(6)
C10 C11 C12 N5 . -0.5(6)
C1 N1 C13 C18 . -103.2(4)
C2 N1 C13 C18 . 72.7(4)
C1 N1 C13 C14 . 75.1(4)
C2 N1 C13 C14 . -109.0(4)
C18 C13 C14 C15 . 0.8(5)
N1 C13 C14 C15 . -177.4(3)
C13 C14 C15 C16 . -0.4(5)
C14 C15 C16 C17 . -0.5(5)
C14 C15 C16 C19 . -179.8(3)
C15 C16 C17 C18 . 1.1(5)
C19 C16 C17 C18 . -179.7(3)
C14 C13 C18 C17 . -0.3(5)
N1 C13 C18 C17 . 178.0(3)
C16 C17 C18 C13 . -0.7(5)
