#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/73/2017306.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_2017306
loop_
_publ_author_name
'Daković, Marijana'
'Popović, Zora'
_publ_section_title
;
 Uncommon isonicotinamide supramolecular synthons in copper(II)
 complexes directed by nitrate and perchlorate anions
;
_journal_coeditor_code           GT3009
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m361
_journal_page_last               m366
_journal_paper_doi               10.1107/S0108270109031989
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu (N O3)2 (C6 H6 N2 O)2 (H2 O)2]'
_chemical_formula_moiety         'C12 H16 Cu N6 O10'
_chemical_formula_sum            'C12 H16 Cu N6 O10'
_chemical_formula_weight         467.86
_chemical_name_systematic
;
trans-Diaquabis(nitrato-κO)bis(pyridine-4-carboxamide-
κN¹)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
_cell_angle_alpha                90
_cell_angle_beta                 96.280(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.5367(2)
_cell_length_b                   9.8819(3)
_cell_length_c                   11.7402(4)
_cell_measurement_reflns_used    8118
_cell_measurement_temperature    296
_cell_measurement_theta_max      32.3327
_cell_measurement_theta_min      3.9572
_cell_volume                     869.13(5)
_computing_cell_refinement       'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_data_collection       'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_data_reduction        'CrysAlisPro (Oxford Diffraction, 2007)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and Mercury (Bruno et al.,
2002)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur diffractometer with a Sapphire3 detector
;
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0126
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11568
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         4.06
_exptl_absorpt_coefficient_mu    1.328
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlisPro; Oxford Diffraction, 2007)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             478
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.333
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         2536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0241
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0400P)²+0.1821P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0666
_refine_ls_wR_factor_ref         0.0692
_reflns_number_gt                2188
_reflns_number_total             2536
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gt3009.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2017306
_cod_database_fobs_code          2017306
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cu Cu1 0.50000 0.50000 0.50000 0.02330(10) Uani . . 1.000
O O1 0.30452(15) -0.16759(9) 0.62031(9) 0.0368(3) Uani . . 1.000
O O2 0.36171(13) 0.56244(10) 0.62446(8) 0.0269(3) Uani . . 1.000
O O3 0.22364(14) 0.55983(12) 0.37130(11) 0.0443(3) Uani . . 1.000
O O4 0.03110(19) 0.43502(14) 0.27264(12) 0.0600(5) Uani . . 1.000
O O5 -0.05722(18) 0.59372(12) 0.37737(16) 0.0637(5) Uani . . 1.000
N N1 0.40841(14) 0.31276(10) 0.51679(9) 0.0236(3) Uani . . 1.000
N N2 0.13123(18) -0.15006(13) 0.45228(13) 0.0383(4) Uani . . 1.000
N N3 0.06714(16) 0.52869(12) 0.34056(11) 0.0320(3) Uani . . 1.000
C C1 0.31556(17) 0.25377(13) 0.42638(11) 0.0273(3) Uani . . 1.000
C C2 0.25586(18) 0.12175(13) 0.42877(11) 0.0282(3) Uani . . 1.000
C C3 0.29348(15) 0.04659(12) 0.52803(11) 0.0231(3) Uani . . 1.000
C C4 0.38775(17) 0.10782(12) 0.62195(11) 0.0262(3) Uani . . 1.000
C C5 0.44300(18) 0.24101(12) 0.61363(11) 0.0268(3) Uani . . 1.000
C C6 0.24200(16) -0.10063(12) 0.53697(12) 0.0265(3) Uani . . 1.000
H H1 0.29030 0.30360 0.35940 0.0330 Uiso calc R 1.000
H H2 0.19130 0.08390 0.36460 0.0340 Uiso calc R 1.000
H H4 0.41380 0.06010 0.69000 0.0310 Uiso calc R 1.000
H H5 0.50590 0.28180 0.67710 0.0320 Uiso calc R 1.000
H H12N 0.097(3) -0.231(3) 0.451(2) 0.067(7) Uiso . . 1.000
H H12O 0.339(3) 0.642(2) 0.6212(16) 0.043(5) Uiso . . 1.000
H H22N 0.097(3) -0.105(2) 0.3935(18) 0.045(5) Uiso . . 1.000
H H22O 0.282(3) 0.520(2) 0.629(2) 0.047(6) Uiso . . 1.000
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cu1 O3 . . . 84.36(4) yes
O2 Cu1 N1 . . . 90.02(4) yes
O2 Cu1 O2 . . 3_666 180.00 no
O2 Cu1 O3 . . 3_666 95.64(4) yes
O2 Cu1 N1 . . 3_666 89.98(4) yes
O3 Cu1 N1 . . . 90.27(4) yes
O2 Cu1 O3 3_666 . . 95.64(4) no
O3 Cu1 O3 . . 3_666 180.00 no
O3 Cu1 N1 . . 3_666 89.73(4) yes
O2 Cu1 N1 3_666 . . 89.98(4) no
O3 Cu1 N1 3_666 . . 89.73(4) no
N1 Cu1 N1 . . 3_666 180.00 no
O2 Cu1 O3 3_666 . 3_666 84.36(4) no
O2 Cu1 N1 3_666 . 3_666 90.02(4) no
O3 Cu1 N1 3_666 . 3_666 90.27(4) no
Cu1 O3 N3 . . . 145.29(10) no
H12O O2 H22O . . . 113(2) no
Cu1 O2 H12O . . . 113.3(14) no
Cu1 O2 H22O . . . 111.9(17) no
Cu1 N1 C1 . . . 118.85(8) no
C1 N1 C5 . . . 118.56(11) no
Cu1 N1 C5 . . . 122.52(8) no
O4 N3 O5 . . . 119.25(14) no
O3 N3 O5 . . . 119.92(13) no
O3 N3 O4 . . . 120.82(13) no
H12N N2 H22N . . . 115(2) no
C6 N2 H22N . . . 122.4(14) no
C6 N2 H12N . . . 122.2(16) no
N1 C1 C2 . . . 122.56(12) no
C1 C2 C3 . . . 119.11(12) no
C2 C3 C4 . . . 118.42(11) no
C2 C3 C6 . . . 122.95(11) no
C4 C3 C6 . . . 118.59(11) no
C3 C4 C5 . . . 119.38(12) no
N1 C5 C4 . . . 121.96(12) no
N2 C6 C3 . . . 116.72(12) no
O1 C6 N2 . . . 123.72(12) no
O1 C6 C3 . . . 119.56(12) no
N1 C1 H1 . . . 119.00 no
C2 C1 H1 . . . 119.00 no
C1 C2 H2 . . . 120.00 no
C3 C2 H2 . . . 120.00 no
C3 C4 H4 . . . 120.00 no
C5 C4 H4 . . . 120.00 no
N1 C5 H5 . . . 119.00 no
C4 C5 H5 . . . 119.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O2 . . 1.9840(10) yes
Cu1 O3 . . 2.5070(10) yes
Cu1 N1 . . 1.9920(10) yes
Cu1 O2 . 3_666 1.9840(10) no
Cu1 O3 . 3_666 2.5070(10) no
Cu1 N1 . 3_666 1.9920(10) no
O1 C6 . . 1.231(2) no
O3 N3 . . 1.234(2) no
O4 N3 . . 1.233(2) no
O5 N3 . . 1.252(2) no
O2 H12O . . 0.81(2) no
O2 H22O . . 0.74(2) no
N1 C1 . . 1.339(2) no
N1 C5 . . 1.341(2) no
N2 C6 . . 1.320(2) no
N2 H22N . . 0.84(2) no
N2 H12N . . 0.84(3) no
C1 C2 . . 1.3813(18) no
C2 C3 . . 1.3848(18) no
C3 C6 . . 1.5123(17) no
C3 C4 . . 1.3840(18) no
C4 C5 . . 1.3871(17) no
C1 H1 . . 0.9300 no
C2 H2 . . 0.9300 no
C4 H4 . . 0.9300 no
C5 H5 . . 0.9300 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cu1 O1 3.9257(10) . 1_565 no
Cu1 O5 3.8882(14) . 1_655 no
Cu1 O1 3.9257(10) . 3_656 no
Cu1 O5 3.8882(14) . 3_566 no
Cu1 H4 3.6700 . 2_656 no
Cu1 H4 3.6700 . 4_554 no
O1 Cu1 3.9257(10) . 1_545 no
O1 O2 2.7020(13) . 1_545 no
O1 Cu1 3.9257(10) . 3_656 no
O1 N1 3.1767(15) . 3_656 no
O1 C1 3.0932(17) . 3_656 no
O2 O3 3.0398(16) . . no
O2 N1 2.8119(14) . . no
O2 C5 3.2400(16) . . no
O2 O1 2.7020(13) . 1_565 no
O2 C1 3.1446(16) . 3_666 no
O2 O5 2.7636(16) . 3_566 no
O2 C4 3.3765(16) . 2_656 no
O2 N1 2.8109(14) . 3_666 no
O3 N1 3.2090(16) . . no
O3 C1 3.1540(18) . . no
O3 N2 3.1229(18) . 1_565 no
O3 O2 3.0398(16) . . no
O3 C5 3.1812(17) . 3_666 no
O3 N1 3.1945(15) . 3_666 no
O4 C4 3.4021(19) . 4_554 no
O4 C1 3.1962(19) . . no
O4 N2 2.910(2) . 2_555 no
O5 N2 2.9880(19) . 1_565 no
O5 Cu1 3.8882(14) . 3_566 no
O5 N1 3.1817(18) . 3_566 no
O5 C5 3.3465(19) . 3_566 no
O5 Cu1 3.8882(14) . 1_455 no
O5 O2 2.7636(16) . 3_566 no
O1 H12O 1.90(2) . 1_545 no
O1 H5 2.6800 . 2_646 no
O1 H4 2.5000 . . no
O2 H4 2.6100 . 2_656 no
O3 H1 2.5900 . . no
O3 H5 2.6800 . 3_666 no
O3 H12N 2.50(3) . 1_565 no
O4 H2 2.6400 . 2_555 no
O4 H22O 2.77(2) . 3_566 no
O4 H1 2.4700 . . no
O4 H22N 2.12(2) . 2_555 no
O5 H12N 2.21(3) . 1_565 no
O5 H2 2.9100 . 2_555 no
O5 H22O 2.03(2) . 3_566 no
N1 O2 2.8119(14) . . no
N1 O3 3.2090(16) . . no
N1 O3 3.1945(15) . 3_666 no
N1 O1 3.1767(15) . 3_656 no
N1 O2 2.8109(14) . 3_666 no
N1 O5 3.1817(18) . 3_566 no
N2 O5 2.9880(19) . 1_545 no
N2 C3 3.3921(18) . 3_556 no
N2 O3 3.1229(18) . 1_545 no
N2 C2 3.3810(19) . 3_556 no
N2 O4 2.910(2) . 2_545 no
N3 C1 3.3895(18) . . no
N1 H22O 2.67(2) . . no
N1 H12O 2.67(2) . 3_666 no
N2 H2 2.5900 . . no
N3 H1 2.7800 . . no
N3 H12N 2.70(3) . 1_565 no
N3 H22O 2.74(2) . 3_566 no
C1 O4 3.1962(19) . . no
C1 N3 3.3895(18) . . no
C1 O1 3.0932(17) . 3_656 no
C2 N2 3.3810(19) . 3_556 no
C3 N2 3.3921(18) . 3_556 no
C3 C3 3.3793(16) . 3_656 no
C3 C4 3.4822(17) . 3_656 no
C4 C3 3.4822(17) . 3_656 no
C4 C6 3.5230(18) . 3_656 no
C4 O2 3.3765(16) . 2_646 no
C4 O4 3.4021(19) . 4_555 no
C5 C6 3.4066(18) . 3_656 no
C5 O5 3.3465(19) . 3_566 no
C6 C5 3.4066(18) . 3_656 no
C6 C4 3.5230(18) . 3_656 no
C1 H12O 2.91(2) . 3_666 no
C2 H22N 2.55(2) . . no
C4 H1 3.0900 . 4_555 no
C5 H22O 3.03(2) . . no
C6 H12O 2.80(2) . 1_545 no
H1 O3 2.5900 . . no
H1 O4 2.4700 . . no
H1 N3 2.7800 . . no
H1 C4 3.0900 . 4_554 no
H2 N2 2.5900 . . no
H2 H22N 2.0400 . . no
H2 O4 2.6400 . 2_545 no
H2 O5 2.9100 . 2_545 no
H4 O1 2.5000 . . no
H4 Cu1 3.6700 . 2_646 no
H4 O2 2.6100 . 2_646 no
H4 Cu1 3.6700 . 4_555 no
H5 O1 2.6800 . 2_656 no
H5 O3 2.6800 . 3_666 no
H12N O3 2.50(3) . 1_545 no
H12N O5 2.21(3) . 1_545 no
H12N N3 2.70(3) . 1_545 no
H12O O1 1.90(2) . 1_565 no
H12O C6 2.80(2) . 1_565 no
H12O C1 2.91(2) . 3_666 no
H22N C2 2.55(2) . . no
H22N H2 2.0400 . . no
H22N O4 2.12(2) . 2_545 no
H22O C5 3.03(2) . . no
H22O O4 2.77(2) . 3_566 no
H22O O5 2.03(2) . 3_566 no
H22O N3 2.74(2) . 3_566 no
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
_geom_hbond_publ_flag
O2 H12O O1 1_565 0.81(2) 1.90(2) 2.7020(10) 175(2) yes
O2 H22O O5 3_566 0.74(2) 2.03(2) 2.764(2) 174(2) yes
N2 H12N O3 1_545 0.84(3) 2.50(3) 3.123(2) 132(2) yes
N2 H22N O4 2_545 0.84(2) 2.12(2) 2.910(2) 158(2) yes
N2 H12N O5 1_545 0.84(3) 2.21(3) 2.988(2) 154(2) yes
C1 H1 O3 . 0.93 2.59 3.154(2) 120 no
C1 H1 O4 . 0.93 2.47 3.196(2) 135 no
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cu1 O3 N3 . . . . -70.56(17) no
N1 Cu1 O3 N3 . . . . 19.44(18) no
O2 Cu1 O3 N3 3_666 . . . 109.44(17) no
N1 Cu1 O3 N3 3_666 . . . -160.56(18) no
O2 Cu1 N1 C1 . . . . 120.76(10) no
O2 Cu1 N1 C5 . . . . -62.36(10) no
O3 Cu1 N1 C1 . . . . 36.39(10) no
O3 Cu1 N1 C5 . . . . -146.73(10) no
O2 Cu1 N1 C1 3_666 . . . -59.24(10) no
O2 Cu1 N1 C5 3_666 . . . 117.64(10) no
O3 Cu1 N1 C1 3_666 . . . -143.61(10) no
O3 Cu1 N1 C5 3_666 . . . 33.28(10) no
Cu1 O3 N3 O4 . . . . -78.4(2) no
Cu1 O3 N3 O5 . . . . 102.54(19) no
Cu1 N1 C1 C2 . . . . 176.33(10) no
C5 N1 C1 C2 . . . . -0.68(19) no
Cu1 N1 C5 C4 . . . . -175.96(10) no
C1 N1 C5 C4 . . . . 0.93(19) no
N1 C1 C2 C3 . . . . -0.3(2) no
C1 C2 C3 C4 . . . . 0.93(19) no
C1 C2 C3 C6 . . . . -176.81(12) no
C6 C3 C4 C5 . . . . 177.15(11) no
C2 C3 C6 O1 . . . . 167.95(13) no
C2 C3 C6 N2 . . . . -11.57(18) no
C4 C3 C6 O1 . . . . -9.79(18) no
C4 C3 C6 N2 . . . . 170.69(12) no
C2 C3 C4 C5 . . . . -0.69(18) no
C3 C4 C5 N1 . . . . -0.3(2) no
