#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:29:14 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179581 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/46/4504680.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_4504680
loop_
_publ_author_name
'Zhang, Jie-Peng'
'Lin, Yan-Yong'
'Huang, Xiao-Chun'
'Chen, Xiao-Ming'
_publ_section_title
;
 From One- to Three-Dimensional Architectures:  Supramolecular
 Isomerism of Copper(I) 3,5-Di(4-pyridyl)-1,2,4-triazolate Involving in
 Situ Ligand Synthesis
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              519
_journal_paper_doi               10.1021/cg050453l
_journal_volume                  6
_journal_year                    2006
_chemical_formula_sum            'C12 H8 Cu N5'
_chemical_formula_weight         285.77
_chemical_name_systematic
; 
 ? 
;
_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                 113.0250(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.4278(5)
_cell_length_b                   24.7779(14)
_cell_length_c                   10.6761(6)
_cell_measurement_temperature    293(2)
_cell_volume                     2295.3(2)
_computing_cell_refinement       SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       '/w scan'
_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  0.0155
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7708
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    1.889
_exptl_absorpt_correction_T_max  0.7037
_exptl_absorpt_correction_T_min  0.6495
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block-like
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4593
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0266P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0616
_refine_ls_wR_factor_ref         0.0620
_reflns_number_gt                4421
_reflns_number_total             4593
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg050453lsi20050902_093919.cif
_cod_data_source_block           compound_2
_cod_original_sg_symbol_H-M      Cc
_cod_database_code               4504680
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.38354(3) -0.054612(11) -0.73392(3) 0.02542(8) Uani 1 1 d . . .
Cu2 Cu -0.19921(3) -0.142717(12) -0.86636(3) 0.03049(9) Uani 1 1 d . . .
N1 N -0.4049(2) -0.13435(8) -0.7317(2) 0.0257(4) Uani 1 1 d . . .
N2 N -0.2583(2) -0.15501(9) -0.6894(2) 0.0274(5) Uani 1 1 d . . .
N3 N -0.4185(2) -0.22175(9) -0.6815(2) 0.0299(5) Uani 1 1 d . . .
N4 N -0.9765(2) -0.15555(9) -0.8233(2) 0.0309(5) Uani 1 1 d . . .
N5 N 0.1237(2) -0.30724(9) -0.4882(2) 0.0297(5) Uani 1 1 d . . .
N6 N -0.3651(2) -0.03613(9) -0.9072(2) 0.0260(5) Uani 1 1 d . A .
N7 N -0.2733(3) -0.06783(8) -0.9514(2) 0.0252(5) Uani 1 1 d . A .
N8 N -0.3344(3) 0.00749(9) -1.0766(2) 0.0270(5) Uani 1 1 d . . .
N10 N 0.0376(5) -0.09488(14) -1.2448(4) 0.0700(10) Uani 1 1 d . . .
C1 C -0.4953(3) -0.17490(10) -0.7271(2) 0.0260(5) Uani 1 1 d . . .
C2 C -0.6603(3) -0.16843(10) -0.7633(3) 0.0273(5) Uani 1 1 d . . .
C3 C -0.7556(3) -0.21249(11) -0.7718(3) 0.0399(7) Uani 1 1 d . . .
H3A H -0.7154 -0.2473 -0.7571 0.048 Uiso 1 1 calc R . .
C4 C -0.9092(3) -0.20405(12) -0.8021(3) 0.0419(7) Uani 1 1 d . . .
H4A H -0.9707 -0.2341 -0.8084 0.050 Uiso 1 1 calc R . .
C5 C -0.8840(3) -0.11350(11) -0.8133(3) 0.0362(6) Uani 1 1 d . . .
H5A H -0.9268 -0.0791 -0.8262 0.043 Uiso 1 1 calc R . .
C6 C -0.7302(3) -0.11813(11) -0.7853(3) 0.0366(7) Uani 1 1 d . . .
H6A H -0.6720 -0.0873 -0.7809 0.044 Uiso 1 1 calc R . .
C7 C -0.2724(3) -0.20660(11) -0.6577(3) 0.0280(5) Uani 1 1 d . . .
C8 C -0.1374(3) -0.24171(10) -0.6000(3) 0.0278(5) Uani 1 1 d . . .
C9 C -0.1481(3) -0.29771(11) -0.6123(3) 0.0341(6) Uani 1 1 d . . .
H9A H -0.2429 -0.3142 -0.6587 0.041 Uiso 1 1 calc R . .
C10 C -0.0166(3) -0.32824(12) -0.5550(3) 0.0373(7) Uani 1 1 d . . .
H10A H -0.0256 -0.3656 -0.5631 0.045 Uiso 1 1 calc R . .
C11 C 0.1333(3) -0.25347(11) -0.4766(3) 0.0333(6) Uani 1 1 d . . .
H11A H 0.2296 -0.2380 -0.4303 0.040 Uiso 1 1 calc R . .
C12 C 0.0072(3) -0.21981(11) -0.5298(3) 0.0337(6) Uani 1 1 d . . .
H12A H 0.0193 -0.1826 -0.5186 0.040 Uiso 1 1 calc R . .
C13 C -0.3980(3) 0.00738(11) -0.9832(3) 0.0276(5) Uani 1 1 d . . .
C19 C -0.2576(3) -0.04039(10) -1.0520(3) 0.0247(5) Uani 1 1 d . . .
C20 C -0.1601(3) -0.05924(11) -1.1219(3) 0.0300(6) Uani 1 1 d . A .
C21 C -0.0725(4) -0.02248(14) -1.1627(4) 0.0509(9) Uani 1 1 d . . .
H21A H -0.0777 0.0145 -1.1499 0.061 Uiso 1 1 calc R A .
C22 C 0.0219(6) -0.04365(18) -1.2225(5) 0.0746(13) Uani 1 1 d . A .
H22A H 0.0794 -0.0192 -1.2494 0.089 Uiso 1 1 calc R . .
C23 C -0.0447(4) -0.12933(14) -1.2053(4) 0.0493(8) Uani 1 1 d . A .
H23A H -0.0352 -0.1660 -1.2188 0.059 Uiso 1 1 calc R . .
C24 C -0.14440(18) -0.11329(6) -1.14469(13) 0.0360(6) Uani 1 1 d . . .
H24A H -0.2003 -0.1390 -1.1196 0.043 Uiso 1 1 calc R A .
C14 C -0.50472(18) 0.04863(6) -0.96746(13) 0.0253(7) Uani 0.50 1 d PR A 1
C15 C -0.45243(18) 0.10157(6) -0.95649(13) 0.0300(8) Uani 0.50 1 d PR A 1
H15A H -0.3576 0.1096 -0.9662 0.036 Uiso 0.50 1 d PR B 1
C16 C -0.53745(18) 0.14295(6) -0.93150(13) 0.0433(14) Uani 0.50 1 d PR A 1
H16A H -0.5013 0.1795 -0.9239 0.052 Uiso 0.50 1 d PR C 1
N9 N -0.67477(18) 0.13138(6) -0.91746(13) 0.0583(17) Uani 0.50 1 d PR A 1
C17 C -0.72706(18) 0.07845(6) -0.92843(13) 0.0533(19) Uani 0.50 1 d PR A 1
H17A H -0.8219 0.0705 -0.9187 0.064 Uiso 0.50 1 d PR D 1
C18 C -0.64204(18) 0.03707(6) -0.95343(13) 0.0371(12) Uani 0.50 1 d PR A 1
H18A H -0.6782 0.0005 -0.9610 0.045 Uiso 0.50 1 d PR E 1
C14' C -0.47044(18) 0.05661(6) -0.95119(13) 0.0253(7) Uani 0.50 1 d PR A 2
C15' C -0.41391(18) 0.10828(6) -0.95302(13) 0.0300(8) Uani 0.50 1 d PR A 2
H15B H -0.3245 0.1134 -0.9738 0.036 Uiso 0.50 1 d PR F 2
C16' C -0.48683(18) 0.15261(6) -0.92477(13) 0.0433(14) Uani 0.50 1 d PR A 2
H16B H -0.4478 0.1883 -0.9260 0.052 Uiso 0.50 1 d PR G 2
N9' N -0.61627(18) 0.14526(6) -0.89469(13) 0.0583(17) Uani 0.50 1 d PR A 2
C17' C -0.67279(18) 0.09359(6) -0.89286(13) 0.0533(19) Uani 0.50 1 d PR A 2
H17B H -0.7622 0.0885 -0.8721 0.064 Uiso 0.50 1 d PR H 2
C18' C -0.59988(18) 0.04926(6) -0.92111(13) 0.0371(12) Uani 0.50 1 d PR A 2
H18B H -0.6389 0.0136 -0.9198 0.045 Uiso 0.50 1 d PR I 2
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'
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
N8 Cu1 N6 126.13(9) 2 .
N8 Cu1 N1 125.25(9) 2 .
N6 Cu1 N1 106.71(9) . .
N4 Cu2 N7 112.97(9) 1_655 .
N4 Cu2 N5 124.46(9) 1_655 4_444
N7 Cu2 N5 102.13(9) . 4_444
N4 Cu2 N2 112.30(9) 1_655 .
N7 Cu2 N2 110.36(8) . .
N5 Cu2 N2 92.51(9) 4_444 .
C1 N1 N2 106.4(2) . .
C1 N1 Cu1 145.10(18) . .
N2 N1 Cu1 106.32(15) . .
C7 N2 N1 104.6(2) . .
C7 N2 Cu2 115.70(18) . .
N1 N2 Cu2 103.11(15) . .
C7 N3 C1 101.1(2) . .
C5 N4 C4 115.8(2) . .
C5 N4 Cu2 119.36(18) . 1_455
C4 N4 Cu2 124.79(19) . 1_455
C11 N5 C10 117.0(2) . .
C11 N5 Cu2 121.84(17) . 4_545
C10 N5 Cu2 119.08(18) . 4_545
C13 N6 N7 106.5(2) . .
C13 N6 Cu1 133.07(18) . .
N7 N6 Cu1 118.94(15) . .
C19 N7 N6 105.56(19) . .
C19 N7 Cu2 133.70(18) . .
N6 N7 Cu2 120.69(16) . .
C13 N8 C19 102.2(2) . .
C13 N8 Cu1 127.88(17) . 2_554
C19 N8 Cu1 128.22(17) . 2_554
C22 N10 C23 116.3(3) . .
N1 C1 N3 113.6(2) . .
N1 C1 C2 122.7(2) . .
N3 C1 C2 123.7(2) . .
C6 C2 C3 116.2(2) . .
C6 C2 C1 122.1(2) . .
C3 C2 C1 121.7(2) . .
C4 C3 C2 119.4(3) . .
N4 C4 C3 124.4(3) . .
N4 C5 C6 123.8(3) . .
C5 C6 C2 120.4(3) . .
N2 C7 N3 114.3(2) . .
N2 C7 C8 121.1(2) . .
N3 C7 C8 124.6(2) . .
C12 C8 C9 117.5(2) . .
C12 C8 C7 120.3(2) . .
C9 C8 C7 122.2(2) . .
C10 C9 C8 119.1(2) . .
N5 C10 C9 123.7(3) . .
N5 C11 C12 123.2(2) . .
C11 C12 C8 119.6(2) . .
N6 C13 N8 113.1(2) . .
N6 C13 C14 120.1(2) . .
N8 C13 C14 126.7(2) . .
N6 C13 C14' 123.1(2) . .
N8 C13 C14' 122.7(2) . .
C14 C13 C14' 13.8 . .
N7 C19 N8 112.6(2) . .
N7 C19 C20 122.6(2) . .
N8 C19 C20 124.8(2) . .
C24 C20 C21 117.2(2) . .
C24 C20 C19 122.0(2) . .
C21 C20 C19 120.7(3) . .
C22 C21 C20 117.2(3) . .
N10 C22 C21 126.1(4) . .
N10 C23 C24 123.3(3) . .
C20 C24 C23 119.9(2) . .
C18 C14 C15 120.0 . .
C18 C14 C13 124.71(13) . .
C15 C14 C13 115.11(13) . .
C16 C15 C14 120.0 . .
C15 C16 N9 120.0 . .
C17 N9 C16 120.0 . .
N9 C17 C18 120.0 . .
C14 C18 C17 120.0 . .
C15' C14' C18' 120.0 . .
C15' C14' C13 122.30(13) . .
C18' C14' C13 117.69(13) . .
C14' C15' C16' 120.0 . .
N9' C16' C15' 120.0 . .
C17' N9' C16' 120.0 . .
N9' C17' C18' 120.0 . .
C14' C18' C17' 120.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N8 1.947(2) 2
Cu1 N6 1.978(2) .
Cu1 N1 1.987(2) .
Cu2 N4 1.991(2) 1_655
Cu2 N7 2.064(2) .
Cu2 N5 2.078(2) 4_444
Cu2 N2 2.190(2) .
N1 C1 1.331(3) .
N1 N2 1.374(3) .
N2 C7 1.342(3) .
N3 C7 1.352(3) .
N3 C1 1.354(3) .
N4 C5 1.336(4) .
N4 C4 1.336(4) .
N4 Cu2 1.991(2) 1_455
N5 C11 1.338(3) .
N5 C10 1.338(3) .
N5 Cu2 2.078(2) 4_545
N6 C13 1.312(3) .
N6 N7 1.382(3) .
N7 C19 1.327(3) .
N8 C13 1.350(3) .
N8 C19 1.361(3) .
N8 Cu1 1.947(2) 2_554
N10 C22 1.310(5) .
N10 C23 1.329(5) .
C1 C2 1.458(3) .
C2 C6 1.387(4) .
C2 C3 1.394(4) .
C3 C4 1.370(4) .
C5 C6 1.366(4) .
C7 C8 1.464(3) .
C8 C12 1.384(4) .
C8 C9 1.394(4) .
C9 C10 1.375(4) .
C11 C12 1.379(4) .
C13 C14 1.489(3) .
C13 C14' 1.501(3) .
C19 C20 1.469(4) .
C20 C24 1.379(3) .
C20 C21 1.408(4) .
C21 C22 1.385(5) .
C23 C24 1.391(3) .
C14 C18 1.3900 .
C14 C15 1.3901 .
C15 C16 1.3900 .
C16 N9 1.3901 .
N9 C17 1.3898 .
C17 C18 1.3901 .
C14' C15' 1.3898 .
C14' C18' 1.3900 .
C15' C16' 1.3901 .
C16' N9' 1.3900 .
N9' C17' 1.3898 .
C17' C18' 1.3900 .
