#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/82/2218291.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_2218291
loop_
_publ_author_name
'Yan, Jian-Bin'
'Song, Wen-Dong'
'Wang, Hao'
'Ji, Li-Li'
_publ_section_title
;
 Poly[(μ-3,5-dinitro-2-oxidobenzoato)(μ-3-hydroxypyridine)copper(II)]
;
_journal_coeditor_code           ZL2099
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m651
_journal_page_last               m652
_journal_paper_doi               10.1107/S1600536808009392
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu (C7 H3 N2 O7) (C5 H5 N O)]'
_chemical_formula_moiety         'C12 H7 Cu N3 O8'
_chemical_formula_sum            'C12 H7 Cu N3 O8'
_chemical_formula_weight         384.75
_chemical_name_systematic
;
Poly[(μ-3,5-dinitro-2-oxidobenzoato)(μ-3-hydroxypyridine)copper(II)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 94.030(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1055(3)
_cell_length_b                   6.2208(2)
_cell_length_c                   26.9837(9)
_cell_measurement_reflns_used    2895
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      2.35
_cell_volume                     1357.23(8)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2001)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_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  0.0608
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            12917
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.58
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.663
_exptl_absorpt_correction_T_max  0.8648
_exptl_absorpt_correction_T_min  0.6813
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.883
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.447
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0399
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0416P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0924
_reflns_number_gt                2275
_reflns_number_total             3094
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            zl2099.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2218291
_cod_database_fobs_code          2218291
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.12663(5) 0.27589(5) 0.187438(14) 0.02720(13) Uani d . 1
O O1 0.2121(3) 0.3893(3) 0.12851(7) 0.0336(5) Uani d . 1
C C3 0.4627(4) 0.8652(4) 0.15767(12) 0.0300(7) Uani d . 1
H H3 0.5168 0.9353 0.1846 0.036 Uiso calc R 1
C C7 0.2967(4) 0.5637(4) 0.12445(11) 0.0266(6) Uani d . 1
C C2 0.3785(4) 0.6762(4) 0.16517(11) 0.0257(6) Uani d . 1
C C6 0.3114(4) 0.6587(4) 0.07688(11) 0.0303(7) Uani d . 1
C C5 0.3921(4) 0.8497(5) 0.06963(12) 0.0339(7) Uani d . 1
H H5 0.3957 0.9089 0.0381 0.041 Uiso calc R 1
C C4 0.4673(4) 0.9503(4) 0.11085(12) 0.0319(7) Uani d . 1
N N2 0.2313(3) 0.5572(4) 0.03232(10) 0.0383(7) Uani d . 1
N N3 0.5560(3) 1.1514(4) 0.10454(13) 0.0432(7) Uani d . 1
O O5 0.5735(3) 1.2190(4) 0.06299(10) 0.0593(8) Uani d . 1
O O4 0.6093(3) 1.2453(3) 0.14266(11) 0.0569(7) Uani d . 1
O O6 0.1611(3) 0.6731(4) 0.00078(10) 0.0580(7) Uani d . 1
O O7 0.2381(4) 0.3631(4) 0.02875(9) 0.0591(7) Uani d . 1
N N1 0.0150(3) 0.0378(3) 0.14852(9) 0.0280(6) Uani d . 1
C C10 -0.1449(4) -0.2943(4) 0.09616(13) 0.0354(8) Uani d . 1
H H10 -0.1983 -0.4056 0.0785 0.043 Uiso calc R 1
C C8 -0.0260(4) -0.1437(4) 0.17174(12) 0.0308(7) Uani d . 1
H H8 -0.0007 -0.1566 0.2058 0.037 Uiso calc R 1
C C9 -0.1048(4) -0.3115(4) 0.14630(12) 0.0294(7) Uani d . 1
C C12 -0.0227(4) 0.0547(4) 0.09966(12) 0.0335(7) Uani d . 1
H H12 0.0064 0.1790 0.0832 0.040 Uiso calc R 1
C C11 -0.1036(4) -0.1078(5) 0.07304(13) 0.0377(8) Uani d . 1
H H11 -0.1303 -0.0907 0.0392 0.045 Uiso calc R 1
O O8 -0.1323(3) -0.4927(3) 0.17369(9) 0.0429(6) Uani d . 1
H H8A -0.2046 -0.5657 0.1591 0.064 Uiso calc R 1
C C1 0.3686(4) 0.6059(4) 0.21742(11) 0.0272(7) Uani d . 1
O O2 0.2620(3) 0.4681(3) 0.22901(8) 0.0378(5) Uani d . 1
O O3 0.4641(2) 0.6940(3) 0.25017(8) 0.0290(5) Uani d . 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Cu1 O2 . . 91.74(8)
O1 Cu1 O3 . 2_545 173.49(8)
O2 Cu1 O3 . 2_545 83.90(8)
O1 Cu1 N1 . . 90.78(9)
O2 Cu1 N1 . . 169.99(10)
O3 Cu1 N1 2_545 . 94.34(9)
C7 O1 Cu1 . . 127.25(19)
C4 C3 C2 . . 120.6(3)
C4 C3 H3 . . 119.7
C2 C3 H3 . . 119.7
O1 C7 C6 . . 120.2(3)
O1 C7 C2 . . 124.6(3)
C6 C7 C2 . . 115.2(2)
C3 C2 C7 . . 120.8(3)
C3 C2 C1 . . 116.8(3)
C7 C2 C1 . . 122.3(2)
C5 C6 C7 . . 123.8(3)
C5 C6 N2 . . 116.2(3)
C7 C6 N2 . . 119.9(2)
C6 C5 C4 . . 117.7(3)
C6 C5 H5 . . 121.2
C4 C5 H5 . . 121.2
C3 C4 C5 . . 121.8(3)
C3 C4 N3 . . 118.9(3)
C5 C4 N3 . . 119.2(3)
O7 N2 O6 . . 123.5(3)
O7 N2 C6 . . 118.2(3)
O6 N2 C6 . . 118.2(3)
O5 N3 O4 . . 123.3(3)
O5 N3 C4 . . 119.7(3)
O4 N3 C4 . . 117.1(3)
C12 N1 C8 . . 118.6(2)
C12 N1 Cu1 . . 121.62(18)
C8 N1 Cu1 . . 119.7(2)
C11 C10 C9 . . 117.8(3)
C11 C10 H10 . . 121.1
C9 C10 H10 . . 121.1
N1 C8 C9 . . 121.6(3)
N1 C8 H8 . . 119.2
C9 C8 H8 . . 119.2
C10 C9 O8 . . 123.9(3)
C10 C9 C8 . . 120.0(3)
O8 C9 C8 . . 116.1(3)
N1 C12 C11 . . 121.6(3)
N1 C12 H12 . . 119.2
C11 C12 H12 . . 119.2
C10 C11 C12 . . 120.4(3)
C10 C11 H11 . . 119.8
C12 C11 H11 . . 119.8
C9 O8 H8A . . 109.5
O3 C1 O2 . . 121.0(3)
O3 C1 C2 . . 117.9(3)
O2 C1 C2 . . 121.0(3)
C1 O2 Cu1 . . 130.1(2)
C1 O3 Cu1 . 2 117.95(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O1 . 1.9132(19)
Cu1 O2 . 1.929(2)
Cu1 O3 2_545 1.952(2)
Cu1 N1 . 1.996(2)
O1 C7 . 1.292(3)
C3 C4 . 1.373(4)
C3 C2 . 1.382(4)
C3 H3 . 0.9300
C7 C6 . 1.426(4)
C7 C2 . 1.426(4)
C2 C1 . 1.484(4)
C6 C5 . 1.377(4)
C6 N2 . 1.468(4)
C5 C4 . 1.380(4)
C5 H5 . 0.9300
C4 N3 . 1.459(3)
N2 O7 . 1.213(3)
N2 O6 . 1.224(3)
N3 O5 . 1.215(4)
N3 O4 . 1.234(4)
N1 C12 . 1.336(4)
N1 C8 . 1.344(3)
C10 C11 . 1.370(4)
C10 C9 . 1.373(5)
C10 H10 . 0.9300
C8 C9 . 1.381(4)
C8 H8 . 0.9300
C9 O8 . 1.375(3)
C12 C11 . 1.379(4)
C12 H12 . 0.9300
C11 H11 . 0.9300
O8 H8A . 0.8200
C1 O3 . 1.259(3)
C1 O2 . 1.271(3)
O3 Cu1 2 1.952(2)
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
O8 H8A O4 1_435 0.82 1.94 2.738(3) 164.5
