#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/75/2217584.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_2217584
loop_
_publ_author_name
'Zhu, Jie'
'Yin, Xian-Hong'
'Wei, Ya-Yan'
'Qin, Ru-Wen'
'Lin, Cui-Wu'
'Nong, Hong-Feng'
_publ_section_title
Nitrato(1,10-phenanthroline)(1H-1,2,4-triazole-3-carboxylato)copper(II)
_journal_coeditor_code           LH2590
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m392
_journal_page_last               m392
_journal_paper_doi               10.1107/S1600536808001803
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu (C3 H2 N3 O2) (N O3) (C12 H8 N2)]'
_chemical_formula_moiety         'C15 H10 Cu N6 O5'
_chemical_formula_sum            'C15 H10 Cu N6 O5'
_chemical_formula_weight         417.83
_chemical_name_systematic
Nitrato(1,10-phenanthroline)(1H-1,2,4-triazole-3-carboxylato)copper(II)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 107.416(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3779(14)
_cell_length_b                   12.6444(15)
_cell_length_c                   10.0196(10)
_cell_measurement_reflns_used    3888
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.689
_cell_measurement_theta_min      2.671
_cell_volume                     1496.3(3)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker SMART CCD'
_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  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0335
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7489
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    1.507
_exptl_absorpt_correction_T_max  0.7044
_exptl_absorpt_correction_T_min  0.6282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            dark-blue
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.293
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2601
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0295
_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)+(0.0436P)²+0.8762P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0860
_reflns_number_gt                2102
_reflns_number_total             2601
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh2590.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2217584
_cod_database_fobs_code          2217584
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
Cu Cu1 0.67882(3) 1.02713(2) 0.58353(3) 0.02944(14) Uani d . 1
N N1 0.57639(19) 1.32426(17) 0.6760(2) 0.0321(5) Uani d . 1
H H1 0.5704 1.3918 0.6815 0.039 Uiso calc R 1
N N2 0.52709(19) 1.25284(17) 0.7412(2) 0.0309(5) Uani d . 1
N N3 0.62666(18) 1.17198(17) 0.6177(2) 0.0279(5) Uani d . 1
N N4 0.69970(18) 0.87706(17) 0.5374(2) 0.0277(5) Uani d . 1
N N5 0.78098(19) 1.05325(17) 0.4636(2) 0.0298(5) Uani d . 1
N N6 0.8485(2) 1.07924(19) 0.8885(2) 0.0360(6) Uani d . 1
O O1 0.56644(17) 0.98205(14) 0.6733(2) 0.0369(5) Uani d . 1
O O2 0.46508(19) 1.03880(15) 0.8074(2) 0.0449(6) Uani d . 1
O O3 0.83942(18) 1.03049(17) 0.7753(2) 0.0451(5) Uani d . 1
O O4 0.76459(19) 1.08825(19) 0.9301(2) 0.0512(6) Uani d . 1
O O5 0.9405(2) 1.1152(2) 0.9554(3) 0.0639(7) Uani d . 1
C C1 0.5273(2) 1.0534(2) 0.7344(3) 0.0304(6) Uani d . 1
C C2 0.5598(2) 1.1626(2) 0.7031(3) 0.0268(6) Uani d . 1
C C3 0.6344(2) 1.2759(2) 0.6036(3) 0.0315(6) Uani d . 1
H H3 0.6746 1.3093 0.5507 0.038 Uiso calc R 1
C C4 0.6555(2) 0.7905(2) 0.5753(3) 0.0312(6) Uani d . 1
H H4A 0.6063 0.7972 0.6290 0.037 Uiso calc R 1
C C5 0.6811(2) 0.6898(2) 0.5364(3) 0.0355(7) Uani d . 1
H H5A 0.6479 0.6306 0.5629 0.043 Uiso calc R 1
C C6 0.7544(2) 0.6778(2) 0.4597(3) 0.0367(7) Uani d . 1
H H6 0.7714 0.6107 0.4336 0.044 Uiso calc R 1
C C7 0.8041(2) 0.7676(2) 0.4206(3) 0.0300(6) Uani d . 1
C C8 0.7725(2) 0.8658(2) 0.4602(3) 0.0255(6) Uani d . 1
C C9 0.8155(2) 0.9609(2) 0.4195(2) 0.0261(6) Uani d . 1
C C10 0.8887(2) 0.9563(2) 0.3374(3) 0.0314(6) Uani d . 1
C C11 0.9255(3) 1.0523(3) 0.2966(3) 0.0403(7) Uani d . 1
H H11 0.9718 1.0534 0.2387 0.048 Uiso calc R 1
C C12 0.8919(3) 1.1448(2) 0.3435(3) 0.0427(8) Uani d . 1
H H12 0.9169 1.2092 0.3190 0.051 Uiso calc R 1
C C13 0.8209(2) 1.1429(2) 0.4275(3) 0.0375(7) Uani d . 1
H H13 0.8005 1.2066 0.4597 0.045 Uiso calc R 1
C C14 0.8817(2) 0.7653(2) 0.3406(3) 0.0371(7) Uani d . 1
H H14 0.9051 0.7004 0.3153 0.044 Uiso calc R 1
C C15 0.9220(2) 0.8549(2) 0.3007(3) 0.0368(7) Uani d . 1
H H15 0.9725 0.8508 0.2483 0.044 Uiso calc R 1
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'
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
O1 Cu1 N4 89.34(8)
O1 Cu1 N3 82.99(8)
N4 Cu1 N3 169.22(9)
O1 Cu1 N5 169.26(8)
N4 Cu1 N5 82.50(9)
N3 Cu1 N5 104.10(9)
O1 Cu1 O3 100.15(8)
N4 Cu1 O3 94.09(8)
N3 Cu1 O3 94.71(8)
N5 Cu1 O3 87.45(8)
C3 N1 N2 110.7(2)
C3 N1 H1 124.6
N2 N1 H1 124.6
C2 N2 N1 102.5(2)
C3 N3 C2 103.2(2)
C3 N3 Cu1 148.06(19)
C2 N3 Cu1 108.37(16)
C4 N4 C8 118.4(2)
C4 N4 Cu1 128.81(18)
C8 N4 Cu1 112.74(17)
C13 N5 C9 117.7(2)
C13 N5 Cu1 130.77(19)
C9 N5 Cu1 111.51(17)
O5 N6 O4 121.3(3)
O5 N6 O3 119.4(3)
O4 N6 O3 119.3(2)
C1 O1 Cu1 116.28(17)
N6 O3 Cu1 125.19(17)
O2 C1 O1 125.5(2)
O2 C1 C2 121.4(2)
O1 C1 C2 113.0(2)
N2 C2 N3 114.1(2)
N2 C2 C1 128.3(2)
N3 C2 C1 117.6(2)
N1 C3 N3 109.4(2)
N1 C3 H3 125.3
N3 C3 H3 125.3
N4 C4 C5 121.7(3)
N4 C4 H4A 119.2
C5 C4 H4A 119.2
C6 C5 C4 120.3(3)
C6 C5 H5A 119.9
C4 C5 H5A 119.9
C5 C6 C7 119.3(3)
C5 C6 H6 120.3
C7 C6 H6 120.3
C8 C7 C6 117.2(2)
C8 C7 C14 118.2(3)
C6 C7 C14 124.5(3)
N4 C8 C7 123.0(2)
N4 C8 C9 116.3(2)
C7 C8 C9 120.6(2)
N5 C9 C10 123.3(2)
N5 C9 C8 116.8(2)
C10 C9 C8 119.9(2)
C9 C10 C11 117.4(3)
C9 C10 C15 118.6(3)
C11 C10 C15 124.0(3)
C12 C11 C10 118.8(3)
C12 C11 H11 120.6
C10 C11 H11 120.6
C11 C12 C13 120.3(3)
C11 C12 H12 119.8
C13 C12 H12 119.8
N5 C13 C12 122.4(3)
N5 C13 H13 118.8
C12 C13 H13 118.8
C15 C14 C7 121.5(3)
C15 C14 H14 119.3
C7 C14 H14 119.3
C14 C15 C10 121.2(3)
C14 C15 H15 119.4
C10 C15 H15 119.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 1.9540(19) y
Cu1 N4 1.988(2) y
Cu1 N3 2.005(2) y
Cu1 N5 2.015(2) y
Cu1 O3 2.315(2) y
N1 C3 1.314(3) ?
N1 N2 1.361(3) ?
N1 H1 0.8600 ?
N2 C2 1.305(3) ?
N3 C3 1.329(3) ?
N3 C2 1.363(3) ?
N4 C4 1.329(3) ?
N4 C8 1.359(3) ?
N5 C13 1.329(4) ?
N5 C9 1.362(3) ?
N6 O5 1.223(3) ?
N6 O4 1.234(3) ?
N6 O3 1.267(3) ?
O1 C1 1.266(3) ?
O2 C1 1.225(3) ?
C1 C2 1.497(4) ?
C3 H3 0.9300 ?
C4 C5 1.396(4) ?
C4 H4A 0.9300 ?
C5 C6 1.362(4) ?
C5 H5A 0.9300 ?
C6 C7 1.402(4) ?
C6 H6 0.9300 ?
C7 C8 1.395(4) ?
C7 C14 1.424(4) ?
C8 C9 1.423(4) ?
C9 C10 1.396(4) ?
C10 C11 1.401(4) ?
C10 C15 1.427(4) ?
C11 C12 1.371(4) ?
C11 H11 0.9300 ?
C12 C13 1.387(4) ?
C12 H12 0.9300 ?
C13 H13 0.9300 ?
C14 C15 1.347(4) ?
C14 H14 0.9300 ?
C15 H15 0.9300 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 O2 2_656 0.86 1.92 2.775(3) 171.8
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
C3 N1 N2 C2 0.2(3)
O1 Cu1 N3 C3 -178.1(4)
N4 Cu1 N3 C3 -133.1(5)
N5 Cu1 N3 C3 -6.3(4)
O3 Cu1 N3 C3 82.3(4)
O1 Cu1 N3 C2 10.49(17)
N4 Cu1 N3 C2 55.4(5)
N5 Cu1 N3 C2 -177.73(17)
O3 Cu1 N3 C2 -89.18(18)
O1 Cu1 N4 C4 -5.8(2)
N3 Cu1 N4 C4 -50.4(6)
N5 Cu1 N4 C4 -178.8(2)
O3 Cu1 N4 C4 94.3(2)
O1 Cu1 N4 C8 176.37(18)
N3 Cu1 N4 C8 131.8(4)
N5 Cu1 N4 C8 3.38(17)
O3 Cu1 N4 C8 -83.50(18)
O1 Cu1 N5 C13 139.0(4)
N4 Cu1 N5 C13 179.9(3)
N3 Cu1 N5 C13 8.6(3)
O3 Cu1 N5 C13 -85.6(3)
O1 Cu1 N5 C9 -43.7(5)
N4 Cu1 N5 C9 -2.82(17)
N3 Cu1 N5 C9 -174.14(17)
O3 Cu1 N5 C9 91.65(18)
N4 Cu1 O1 C1 175.3(2)
N3 Cu1 O1 C1 -12.3(2)
N5 Cu1 O1 C1 -144.3(4)
O3 Cu1 O1 C1 81.2(2)
O5 N6 O3 Cu1 -148.4(2)
O4 N6 O3 Cu1 32.6(3)
O1 Cu1 O3 N6 -52.7(2)
N4 Cu1 O3 N6 -142.7(2)
N3 Cu1 O3 N6 31.0(2)
N5 Cu1 O3 N6 135.0(2)
Cu1 O1 C1 O2 -172.5(2)
Cu1 O1 C1 C2 10.6(3)
N1 N2 C2 N3 -0.1(3)
N1 N2 C2 C1 -176.0(3)
C3 N3 C2 N2 0.0(3)
Cu1 N3 C2 N2 175.33(18)
C3 N3 C2 C1 176.3(2)
Cu1 N3 C2 C1 -8.3(3)
O2 C1 C2 N2 -2.3(5)
O1 C1 C2 N2 174.8(3)
O2 C1 C2 N3 -178.1(3)
O1 C1 C2 N3 -1.0(4)
N2 N1 C3 N3 -0.2(3)
C2 N3 C3 N1 0.2(3)
Cu1 N3 C3 N1 -171.5(3)
C8 N4 C4 C5 -0.7(4)
Cu1 N4 C4 C5 -178.4(2)
N4 C4 C5 C6 1.1(4)
C4 C5 C6 C7 0.1(4)
C5 C6 C7 C8 -1.7(4)
C5 C6 C7 C14 -179.9(3)
C4 N4 C8 C7 -0.9(4)
Cu1 N4 C8 C7 177.13(19)
C4 N4 C8 C9 178.6(2)
Cu1 N4 C8 C9 -3.4(3)
C6 C7 C8 N4 2.1(4)
C14 C7 C8 N4 -179.5(2)
C6 C7 C8 C9 -177.4(2)
C14 C7 C8 C9 1.0(4)
C13 N5 C9 C10 -0.9(4)
Cu1 N5 C9 C10 -178.6(2)
C13 N5 C9 C8 179.5(2)
Cu1 N5 C9 C8 1.8(3)
N4 C8 C9 N5 1.0(3)
C7 C8 C9 N5 -179.5(2)
N4 C8 C9 C10 -178.6(2)
C7 C8 C9 C10 0.9(4)
N5 C9 C10 C11 -1.6(4)
C8 C9 C10 C11 178.0(2)
N5 C9 C10 C15 178.1(2)
C8 C9 C10 C15 -2.3(4)
C9 C10 C11 C12 2.6(4)
C15 C10 C11 C12 -177.0(3)
C10 C11 C12 C13 -1.3(5)
C9 N5 C13 C12 2.4(4)
Cu1 N5 C13 C12 179.5(2)
C11 C12 C13 N5 -1.3(5)
C8 C7 C14 C15 -1.6(4)
C6 C7 C14 C15 176.7(3)
C7 C14 C15 C10 0.2(4)
C9 C10 C15 C14 1.8(4)
C11 C10 C15 C14 -178.5(3)
