#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/51/2235159.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_2235159
loop_
_publ_author_name
'Liu, Guang-Xiang'
_publ_section_title
;
 catena-Poly[[[bis(nitrato-κO)copper(II)]-bis[μ-1,3-bis(imidazol-1-yl)-5-methylbenzene-κ²N³:N^3'^]]
 dihydrate]
;
_journal_coeditor_code           LR2064
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m840
_journal_paper_doi               10.1107/S1600536812023628
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          '[Cu (N O3)2 (C13 H12 N4)2], 2H2 O'
_chemical_formula_moiety         'C26 H24 Cu N10 O6, 2(H2 O)'
_chemical_formula_sum            'C26 H28 Cu N10 O8'
_chemical_formula_weight         672.12
_chemical_name_systematic
;
catena-Poly[[[bis(nitrato-κO)copper(II)]-bis[μ-1,3-
bis(imidazol-1-yl)-5-methylbenzene-κ²N³:N^3'^]]
dihydrate]
;
_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                 123.604(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.585(4)
_cell_length_b                   9.652(3)
_cell_length_c                   15.450(4)
_cell_measurement_reflns_used    4382
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.64
_cell_volume                     1438.9(8)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10260
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  0.8654
_exptl_absorpt_correction_T_min  0.8389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.509
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2672
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0356
_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)+(0.0393P)²+1.4695P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0867
_refine_ls_wR_factor_ref         0.1008
_reflns_number_gt                2114
_reflns_number_total             2672
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            lr2064.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2235159
_cod_database_fobs_code          2235159
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
_atom_site_symmetry_multiplicity
Cu Cu1 0.0000 1.0000 0.5000 0.02941(15) Uani d S 1 2
N N1 0.1444(2) 0.9308(2) 0.64001(17) 0.0311(5) Uani d . 1 1
N N2 0.2629(2) 0.9008(2) 0.80892(16) 0.0283(5) Uani d . 1 1
N N3 0.1879(2) 1.1172(2) 1.05555(16) 0.0310(5) Uani d . 1 1
N N4 0.0729(2) 1.3057(2) 1.04231(17) 0.0333(5) Uani d . 1 1
N N5 0.1839(3) 0.9479(3) 0.3683(2) 0.0465(6) Uani d . 1 1
O O1 0.1000(3) 0.8849(3) 0.28647(19) 0.0649(7) Uani d . 1 1
O O2 0.1663(2) 0.9523(3) 0.44070(18) 0.0589(6) Uani d . 1 1
O O3 0.2867(4) 1.0002(4) 0.3790(3) 0.1209(15) Uani d . 1 1
O O1W 0.5399(4) 0.9268(4) 0.3928(3) 0.0902(10) Uani d D 1 1
C C1 0.2547(3) 0.8473(3) 0.6687(2) 0.0422(7) Uani d . 1 1
H H1 0.2756 0.8095 0.6235 0.051 Uiso calc R 1 1
C C2 0.3288(3) 0.8274(3) 0.7721(2) 0.0432(7) Uani d . 1 1
H H2 0.4089 0.7745 0.8110 0.052 Uiso calc R 1 1
C C3 0.1522(3) 0.9612(3) 0.7259(2) 0.0350(6) Uani d . 1 1
H H3 0.0892 1.0172 0.7290 0.042 Uiso calc R 1 1
C C4 0.3023(3) 0.9164(3) 0.91399(19) 0.0280(6) Uani d . 1 1
C C5 0.4142(3) 0.8449(3) 0.9937(2) 0.0316(6) Uani d . 1 1
H H5 0.4639 0.7847 0.9791 0.038 Uiso calc R 1 1
C C6 0.4530(3) 0.8625(3) 1.0961(2) 0.0309(6) Uani d . 1 1
C C7 0.3782(3) 0.9530(3) 1.1169(2) 0.0310(6) Uani d . 1 1
H H7 0.4033 0.9667 1.1848 0.037 Uiso calc R 1 1
C C8 0.2661(3) 1.0225(2) 1.0358(2) 0.0297(6) Uani d . 1 1
C C9 0.2265(3) 1.0052(3) 0.9345(2) 0.0305(6) Uani d . 1 1
H H9 0.1502 1.0523 0.8808 0.037 Uiso calc R 1 1
C C10 0.5755(3) 0.7855(3) 1.1834(2) 0.0436(7) Uani d . 1 1
H H10A 0.6186 0.8405 1.2455 0.065 Uiso calc R 1 1
H H10B 0.6411 0.7676 1.1652 0.065 Uiso calc R 1 1
H H10C 0.5449 0.6993 1.1951 0.065 Uiso calc R 1 1
C C11 0.1473(3) 1.2442(3) 1.0130(2) 0.0359(6) Uani d . 1 1
H H11 0.1689 1.2832 0.9686 0.043 Uiso calc R 1 1
C C12 0.0659(3) 1.2134(3) 1.1069(2) 0.0372(6) Uani d . 1 1
H H12 0.0194 1.2287 1.1395 0.045 Uiso calc R 1 1
C C13 0.1364(3) 1.0975(3) 1.1159(2) 0.0363(6) Uani d . 1 1
H H13 0.1478 1.0195 1.1553 0.044 Uiso calc R 1 1
H H1WA 0.469(3) 0.958(4) 0.393(3) 0.071(14) Uiso d D 1 1
H H1WB 0.598(5) 0.964(5) 0.452(2) 0.108(19) Uiso d D 1 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
N1 Cu1 N1 . 3_576 180.0
N1 Cu1 N4 . 4_585 90.60(9)
N1 Cu1 N4 3_576 4_585 89.40(9)
N1 Cu1 N4 . 2_546 89.40(9)
N1 Cu1 N4 3_576 2_546 90.60(9)
N4 Cu1 N4 4_585 2_546 180.0
C3 N1 C1 . . 106.1(2)
C3 N1 Cu1 . . 124.95(19)
C1 N1 Cu1 . . 128.98(18)
C3 N2 C2 . . 106.5(2)
C3 N2 C4 . . 125.0(2)
C2 N2 C4 . . 128.5(2)
C11 N3 C13 . . 107.0(2)
C11 N3 C8 . . 124.6(2)
C13 N3 C8 . . 128.3(2)
C11 N4 C12 . . 105.7(2)
C11 N4 Cu1 . 2_556 123.13(18)
C12 N4 Cu1 . 2_556 131.13(18)
O3 N5 O2 . . 119.9(3)
O3 N5 O1 . . 119.7(3)
O2 N5 O1 . . 120.3(3)
H1WA O1W H1WB . . 92(4)
C2 C1 N1 . . 109.8(2)
C2 C1 H1 . . 125.1
N1 C1 H1 . . 125.1
C1 C2 N2 . . 106.4(2)
C1 C2 H2 . . 126.8
N2 C2 H2 . . 126.8
N1 C3 N2 . . 111.3(2)
N1 C3 H3 . . 124.4
N2 C3 H3 . . 124.4
C5 C4 C9 . . 120.5(2)
C5 C4 N2 . . 120.8(2)
C9 C4 N2 . . 118.7(2)
C4 C5 C6 . . 120.3(2)
C4 C5 H5 . . 119.8
C6 C5 H5 . . 119.8
C7 C6 C5 . . 119.3(2)
C7 C6 C10 . . 120.2(2)
C5 C6 C10 . . 120.5(2)
C8 C7 C6 . . 119.3(2)
C8 C7 H7 . . 120.3
C6 C7 H7 . . 120.3
C9 C8 C7 . . 121.8(2)
C9 C8 N3 . . 117.8(2)
C7 C8 N3 . . 120.3(2)
C8 C9 C4 . . 118.8(2)
C8 C9 H9 . . 120.6
C4 C9 H9 . . 120.6
C6 C10 H10A . . 109.5
C6 C10 H10B . . 109.5
H10A C10 H10B . . 109.5
C6 C10 H10C . . 109.5
H10A C10 H10C . . 109.5
H10B C10 H10C . . 109.5
N4 C11 N3 . . 111.2(2)
N4 C11 H11 . . 124.4
N3 C11 H11 . . 124.4
C13 C12 N4 . . 109.8(2)
C13 C12 H12 . . 125.1
N4 C12 H12 . . 125.1
C12 C13 N3 . . 106.3(2)
C12 C13 H13 . . 126.8
N3 C13 H13 . . 126.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 N1 . 1.980(2)
Cu1 N1 3_576 1.980(2)
Cu1 N4 4_585 2.011(2)
Cu1 N4 2_546 2.011(2)
N1 C3 . 1.313(3)
N1 C1 . 1.360(4)
N2 C3 . 1.345(3)
N2 C2 . 1.375(3)
N2 C4 . 1.430(3)
N3 C11 . 1.346(3)
N3 C13 . 1.371(3)
N3 C8 . 1.434(3)
N4 C11 . 1.316(3)
N4 C12 . 1.374(3)
N4 Cu1 2_556 2.011(2)
N5 O3 . 1.217(4)
N5 O2 . 1.244(3)
N5 O1 . 1.246(4)
O1W H1WA . 0.877(19)
O1W H1WB . 0.86(2)
C1 C2 . 1.344(4)
C1 H1 . 0.9300
C2 H2 . 0.9300
C3 H3 . 0.9300
C4 C5 . 1.381(4)
C4 C9 . 1.383(4)
C5 C6 . 1.395(4)
C5 H5 . 0.9300
C6 C7 . 1.388(4)
C6 C10 . 1.506(4)
C7 C8 . 1.380(4)
C7 H7 . 0.9300
C8 C9 . 1.376(4)
C9 H9 . 0.9300
C10 H10A . 0.9600
C10 H10B . 0.9600
C10 H10C . 0.9600
C11 H11 . 0.9300
C12 C13 . 1.346(4)
C12 H12 . 0.9300
C13 H13 . 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
O1W H1WA O3 . 0.88(2) 2.04(2) 2.909(6) 170(4)
O1W H1WB O3 3_676 0.86(2) 2.20(3) 3.020(5) 159(5)
O1W H1WB O2 3_676 0.86(2) 2.42(4) 3.142(4) 142(5)
C2 H2 O1W 4_576 0.93 2.36 3.230(5) 156
C3 H3 O1 3_576 0.93 2.27 3.186(4) 167
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
N1 Cu1 N1 C3 3_576 -12(3)
N4 Cu1 N1 C3 4_585 66.7(2)
N4 Cu1 N1 C3 2_546 -113.3(2)
N1 Cu1 N1 C1 3_576 170(3)
N4 Cu1 N1 C1 4_585 -111.9(3)
N4 Cu1 N1 C1 2_546 68.1(3)
C3 N1 C1 C2 . 0.0(3)
Cu1 N1 C1 C2 . 178.8(2)
N1 C1 C2 N2 . 0.0(4)
C3 N2 C2 C1 . 0.1(3)
C4 N2 C2 C1 . -178.3(3)
C1 N1 C3 N2 . 0.1(3)
Cu1 N1 C3 N2 . -178.82(17)
C2 N2 C3 N1 . -0.1(3)
C4 N2 C3 N1 . 178.4(2)
C3 N2 C4 C5 . 176.8(2)
C2 N2 C4 C5 . -5.1(4)
C3 N2 C4 C9 . -3.5(4)
C2 N2 C4 C9 . 174.6(3)
C9 C4 C5 C6 . -0.7(4)
N2 C4 C5 C6 . 179.0(2)
C4 C5 C6 C7 . -0.2(4)
C4 C5 C6 C10 . -179.6(2)
C5 C6 C7 C8 . 0.7(4)
C10 C6 C7 C8 . -179.9(3)
C6 C7 C8 C9 . -0.3(4)
C6 C7 C8 N3 . -179.6(2)
C11 N3 C8 C9 . -44.8(4)
C13 N3 C8 C9 . 132.7(3)
C11 N3 C8 C7 . 134.5(3)
C13 N3 C8 C7 . -48.0(4)
C7 C8 C9 C4 . -0.6(4)
N3 C8 C9 C4 . 178.7(2)
C5 C4 C9 C8 . 1.1(4)
N2 C4 C9 C8 . -178.6(2)
C12 N4 C11 N3 . 0.0(3)
Cu1 N4 C11 N3 2_556 177.32(17)
C13 N3 C11 N4 . -0.2(3)
C8 N3 C11 N4 . 177.7(2)
C11 N4 C12 C13 . 0.2(3)
Cu1 N4 C12 C13 2_556 -176.8(2)
N4 C12 C13 N3 . -0.3(3)
C11 N3 C13 C12 . 0.3(3)
C8 N3 C13 C12 . -177.5(3)
