#------------------------------------------------------------------------------
#$Date: 2016-03-11 04:13:34 +0200 (Fri, 11 Mar 2016) $
#$Revision: 178114 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/15/2241599.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_2241599
loop_
_publ_author_name
'Doroschuk, Roman'
_publ_section_title
;
 Crystal structure of
 bis{μ₂-3-(pyridin-2-yl)-5-[(1,2,4-triazol-1-yl)methyl]-1,2,4-triazolato}bis[aquanitratocopper(II)]
 dihydrate
;
_journal_coeditor_code           RZ5185
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              486
_journal_page_last               488
_journal_paper_doi               10.1107/S2056989016003479
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '[Cu2 (C10 H8 N7)2 (N O3)2 (H2 O)2], 2H2 O'
_chemical_formula_moiety         'C20 H20 Cu2 N16 O8, 2(H2 O)'
_chemical_formula_sum            'C20 H24 Cu2 N16 O10'
_chemical_formula_weight         775.63
_chemical_name_systematic
'Bis{μ₂-3-(pyridin-2-yl)-5-[(1,2,4-triazol-1-yl)methyl]-1,2,4-triazolato}bis[aquanitratocopper(II)] dihydrate'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                70.1140(10)
_cell_angle_beta                 88.6311(10)
_cell_angle_gamma                66.7650(10)
_cell_formula_units_Z            1
_cell_length_a                   8.8421(2)
_cell_length_b                   8.8636(2)
_cell_length_c                   10.5686(2)
_cell_measurement_reflns_used    6116
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.52
_cell_measurement_theta_min      2.53
_cell_volume                     709.87(3)
_computing_cell_refinement
;
SAINT (Bruker, 2003)
;
_computing_data_collection
;
APEX2 (Bruker, 2003)
;
_computing_data_reduction
;
SAINT (Bruker, 2003)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8672
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.576
_diffrn_reflns_theta_min         2.527
_exptl_absorpt_coefficient_mu    1.584
_exptl_absorpt_correction_T_max  0.5359
_exptl_absorpt_correction_T_min  0.5048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2003)
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_description       prism
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.450
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.569
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         2945
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0270
_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)+(0.0387P)²+0.4452P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0730
_reflns_number_gt                2711
_reflns_number_total             2945
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            rz5185sup1.cif
_cod_data_source_block           I
_cod_database_code               2241599
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.505
_shelx_estimated_absorpt_t_max   0.536
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_occupancy
Cu Cu1 0.11824(3) 0.26915(3) 0.15525(2) 0.01617(9) Uani d 1
N N1 -0.2107(2) 0.3725(2) 0.34951(17) 0.0208(4) Uani d 1
N N2 -0.0714(2) 0.3636(2) 0.01433(17) 0.0166(3) Uani d 1
N N3 -0.3010(2) 0.3463(2) -0.04965(17) 0.0185(3) Uani d 1
N N4 0.0614(2) 0.0562(2) 0.20396(16) 0.0169(3) Uani d 1
N N5 0.1657(2) 0.4800(2) 0.08348(17) 0.0169(3) Uani d 1
N N6 0.3708(2) 0.2657(2) 0.34195(17) 0.0184(3) Uani d 1
N N7 0.2554(2) 0.2013(2) 0.33410(17) 0.0185(3) Uani d 1
N N8 0.3280(2) 0.1530(3) 0.55105(19) 0.0291(4) Uani d 1
O O1 -0.1224(2) 0.4373(2) 0.27750(19) 0.0352(4) Uani d 1
O O2 -0.34096(19) 0.4721(2) 0.38151(16) 0.0281(3) Uani d 1
O O3 -0.1751(2) 0.2133(2) 0.38786(18) 0.0361(4) Uani d 1
O O4 0.3491(2) 0.1266(2) 0.07991(19) 0.0289(4) Uani d 1
H H41O 0.388(3) 0.033(4) 0.104(3) 0.029(8) Uiso d 1
H H42O 0.376(3) 0.168(4) 0.010(3) 0.032(8) Uiso d 1
O O5 0.5124(2) 0.7700(2) 0.15015(19) 0.0254(3) Uani d 1
H H51O 0.563(4) 0.698(4) 0.219(3) 0.042(9) Uiso d 1
H H52O 0.458(4) 0.736(4) 0.125(3) 0.041(9) Uiso d 1
C C1 -0.1560(2) 0.2649(2) 0.03218(19) 0.0165(4) Uani d 1
C C2 -0.0792(2) 0.0862(2) 0.13281(19) 0.0172(4) Uani d 1
C C3 0.1479(3) -0.1054(3) 0.2939(2) 0.0207(4) Uani d 1
H H3 0.2474 -0.1283 0.3438 0.025 Uiso calc 1
C C4 0.0969(3) -0.2412(3) 0.3170(2) 0.0237(4) Uani d 1
H H4 0.1614 -0.3551 0.3810 0.028 Uiso calc 1
C C5 -0.0481(3) -0.2088(3) 0.2461(2) 0.0239(4) Uani d 1
H H5 -0.0858 -0.2994 0.2614 0.029 Uiso calc 1
C C6 -0.1384(3) -0.0411(3) 0.1517(2) 0.0221(4) Uani d 1
H H6 -0.2389 -0.0149 0.1013 0.027 Uiso calc 1
C C7 0.3006(2) 0.4957(2) 0.1186(2) 0.0173(4) Uani d 1
C C8 0.4370(2) 0.3469(3) 0.2234(2) 0.0204(4) Uani d 1
H H8A 0.5019 0.2577 0.1842 0.025 Uiso calc 1
H H8B 0.5126 0.3913 0.2508 0.025 Uiso calc 1
C C9 0.2342(3) 0.1361(3) 0.4624(2) 0.0227(4) Uani d 1
H H9 0.1591 0.0820 0.4898 0.027 Uiso calc 1
C C10 0.4109(3) 0.2351(3) 0.4713(2) 0.0249(4) Uani d 1
H H10 0.4888 0.2679 0.5026 0.030 Uiso calc 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'
Cu Cu 0.3201 1.2651 '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'
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
N5 Cu1 N2 . . 93.75(6)
N5 Cu1 N4 . . 172.58(6)
N2 Cu1 N4 . . 80.29(6)
N5 Cu1 N7 . . 88.59(6)
N2 Cu1 N7 . . 161.96(7)
N4 Cu1 N7 . . 98.45(6)
N5 Cu1 O4 . . 87.79(7)
N2 Cu1 O4 . . 108.72(7)
N4 Cu1 O4 . . 89.95(6)
N7 Cu1 O4 . . 89.23(7)
O3 N1 O1 . . 120.96(18)
O3 N1 O2 . . 119.57(17)
O1 N1 O2 . . 119.45(17)
C1 N2 N5 . 2_565 105.92(15)
C1 N2 Cu1 . . 114.60(13)
N5 N2 Cu1 2_565 . 137.73(12)
C7 N3 C1 2_565 . 101.45(15)
C3 N4 C2 . . 118.20(16)
C3 N4 Cu1 . . 127.56(14)
C2 N4 Cu1 . . 114.23(13)
C7 N5 N2 . 2_565 105.75(15)
C7 N5 Cu1 . . 126.66(13)
N2 N5 Cu1 2_565 . 127.56(12)
C10 N6 N7 . . 108.72(16)
C10 N6 C8 . . 128.56(17)
N7 N6 C8 . . 122.68(16)
C9 N7 N6 . . 102.89(16)
C9 N7 Cu1 . . 132.81(14)
N6 N7 Cu1 . . 122.03(12)
C10 N8 C9 . . 102.87(18)
Cu1 O4 H41O . . 121(2)
Cu1 O4 H42O . . 123(2)
H41O O4 H42O . . 112(3)
H51O O5 H52O . . 107(3)
N2 C1 N3 . . 113.40(17)
N2 C1 C2 . . 116.86(17)
N3 C1 C2 . . 129.72(17)
N4 C2 C6 . . 122.81(18)
N4 C2 C1 . . 112.59(16)
C6 C2 C1 . . 124.57(18)
N4 C3 C4 . . 122.16(19)
N4 C3 H3 . . 118.9
C4 C3 H3 . . 118.9
C5 C4 C3 . . 119.35(19)
C5 C4 H4 . . 120.3
C3 C4 H4 . . 120.3
C4 C5 C6 . . 118.81(18)
C4 C5 H5 . . 120.6
C6 C5 H5 . . 120.6
C2 C6 C5 . . 118.65(19)
C2 C6 H6 . . 120.7
C5 C6 H6 . . 120.7
N5 C7 N3 . 2_565 113.47(17)
N5 C7 C8 . . 121.54(17)
N3 C7 C8 2_565 . 124.98(17)
N6 C8 C7 . . 111.03(16)
N6 C8 H8A . . 109.4
C7 C8 H8A . . 109.4
N6 C8 H8B . . 109.4
C7 C8 H8B . . 109.4
H8A C8 H8B . . 108.0
N7 C9 N8 . . 114.40(19)
N7 C9 H9 . . 122.8
N8 C9 H9 . . 122.8
N8 C10 N6 . . 111.12(18)
N8 C10 H10 . . 124.4
N6 C10 H10 . . 124.4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 N5 . 1.9709(15)
Cu1 N2 . 1.9732(16)
Cu1 N4 . 2.0386(16)
Cu1 N7 . 2.0409(17)
Cu1 O4 . 2.2293(16)
N1 O3 . 1.234(2)
N1 O1 . 1.244(2)
N1 O2 . 1.266(2)
N2 C1 . 1.326(2)
N2 N5 2_565 1.356(2)
N3 C7 2_565 1.342(2)
N3 C1 . 1.346(3)
N4 C3 . 1.335(3)
N4 C2 . 1.352(3)
N5 C7 . 1.329(2)
N5 N2 2_565 1.356(2)
N6 C10 . 1.328(3)
N6 N7 . 1.368(2)
N6 C8 . 1.455(3)
N7 C9 . 1.321(3)
N8 C10 . 1.323(3)
N8 C9 . 1.349(3)
O4 H41O . 0.71(3)
O4 H42O . 0.79(3)
O5 H51O . 0.78(3)
O5 H52O . 0.76(3)
C1 C2 . 1.463(3)
C2 C6 . 1.376(3)
C3 C4 . 1.391(3)
C3 H3 . 0.9500
C4 C5 . 1.377(3)
C4 H4 . 0.9500
C5 C6 . 1.391(3)
C5 H5 . 0.9500
C6 H6 . 0.9500
C7 N3 2_565 1.342(2)
C7 C8 . 1.496(3)
C8 H8A . 0.9900
C8 H8B . 0.9900
C9 H9 . 0.9500
C10 H10 . 0.9500
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
O4 H41O O5 1_545 0.71(3) 2.03(3) 2.735(2) 172(3)
O4 H42O O5 2_665 0.79(3) 1.96(3) 2.735(2) 168(3)
O5 H51O O2 1_655 0.78(3) 2.02(3) 2.773(2) 163(3)
O5 H52O N3 2_565 0.76(3) 2.08(3) 2.836(2) 177(3)
C5 H5 O1 1_545 0.95 2.43 3.360(3) 166.2
C8 H8A O4 . 0.99 2.56 3.160(3) 118.7
C8 H8B O2 1_655 0.99 2.36 3.319(3) 161.9
C9 H9 O3 2_556 0.95 2.44 3.205(3) 137.4
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_site_symmetry_4
_geom_torsion
C10 N6 N7 C9 . . 0.2(2)
C8 N6 N7 C9 . . 178.21(17)
C10 N6 N7 Cu1 . . 165.14(14)
C8 N6 N7 Cu1 . . -16.9(2)
N5 N2 C1 N3 2_565 . 0.8(2)
Cu1 N2 C1 N3 . . 168.39(13)
N5 N2 C1 C2 2_565 . 179.30(16)
Cu1 N2 C1 C2 . . -13.1(2)
C7 N3 C1 N2 2_565 . -0.8(2)
C7 N3 C1 C2 2_565 . -179.06(19)
C3 N4 C2 C6 . . 1.6(3)
Cu1 N4 C2 C6 . . -179.68(15)
C3 N4 C2 C1 . . -176.44(16)
Cu1 N4 C2 C1 . . 2.2(2)
N2 C1 C2 N4 . . 7.0(2)
N3 C1 C2 N4 . . -174.73(18)
N2 C1 C2 C6 . . -171.04(18)
N3 C1 C2 C6 . . 7.2(3)
C2 N4 C3 C4 . . -0.7(3)
Cu1 N4 C3 C4 . . -179.13(14)
N4 C3 C4 C5 . . -0.6(3)
C3 C4 C5 C6 . . 0.9(3)
N4 C2 C6 C5 . . -1.3(3)
C1 C2 C6 C5 . . 176.53(18)
C4 C5 C6 C2 . . 0.0(3)
N2 N5 C7 N3 2_565 2_565 0.0(2)
Cu1 N5 C7 N3 . 2_565 178.11(12)
N2 N5 C7 C8 2_565 . -178.85(17)
Cu1 N5 C7 C8 . . -0.8(3)
C10 N6 C8 C7 . . -127.1(2)
N7 N6 C8 C7 . . 55.3(2)
N5 C7 C8 N6 . . -46.0(2)
N3 C7 C8 N6 2_565 . 135.26(19)
N6 N7 C9 N8 . . -0.5(2)
Cu1 N7 C9 N8 . . -162.96(15)
C10 N8 C9 N7 . . 0.5(2)
C9 N8 C10 N6 . . -0.3(2)
N7 N6 C10 N8 . . 0.1(2)
C8 N6 C10 N8 . . -177.76(18)

_cod_database_fobs_code 2241599
