#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/68/2016803.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_2016803
loop_
_publ_author_name
'Wang, Xiu-Yan'
'Wang, Jia-Jun'
_publ_section_title
;
 A mixed-valence copper coordination polymer generated by a
 hydrothermal metal/ligand redox reaction process
;
_journal_coeditor_code           GD3240
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m330
_journal_page_last               m332
_journal_paper_doi               10.1107/S0108270108029314
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Cu2 (C8 H3 O5) (C8 H6 N2)]'
_chemical_formula_moiety         'C16 H9 Cu2 N2 O5'
_chemical_formula_sum            'C16 H9 Cu2 N2 O5'
_chemical_formula_weight         436.33
_chemical_name_systematic        ?
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.7190(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.2011(2)
_cell_length_b                   23.5553(11)
_cell_length_c                   12.2402(6)
_cell_measurement_reflns_used    3402
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      1.08
_cell_volume                     1468.33(11)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'ω scans'
_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  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0306
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8982
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.73
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.929
_exptl_absorpt_correction_T_max  0.575
_exptl_absorpt_correction_T_min  0.391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.974
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.294
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.962
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0280
_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)+(0.0427P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0708
_reflns_number_gt                2852
_reflns_number_total             3402
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd3240.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2016803
_cod_database_fobs_code          2016803
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
C C1 0.3875(4) 0.07382(8) 0.87479(16) 0.0236(4) Uani d . 1
C C2 0.3891(4) 0.01664(8) 0.81996(17) 0.0246(4) Uani d . 1
C C3 0.5985(4) -0.02297(8) 0.84865(16) 0.0239(4) Uani d . 1
C C4 0.5854(4) -0.07520(8) 0.78954(17) 0.0258(4) Uani d . 1
C C5 0.3694(4) -0.08508(9) 0.70422(19) 0.0340(5) Uani d . 1
H H5 0.3614 -0.1189 0.6645 0.041 Uiso calc R 1
C C7 0.1646(5) -0.04639(9) 0.6757(2) 0.0372(5) Uani d . 1
H H7 0.0230 -0.0542 0.6179 0.045 Uiso calc R 1
C C8 0.1755(4) 0.00368(9) 0.73481(19) 0.0306(5) Uani d . 1
H H8 0.0374 0.0294 0.7175 0.037 Uiso calc R 1
C C9 0.5675(5) 0.20908(9) 1.08446(18) 0.0328(5) Uani d . 1
H H9 0.6585 0.1786 1.0625 0.039 Uiso calc R 1
C C10 0.6686(4) 0.23533(9) 1.18769(18) 0.0320(5) Uani d . 1
H H10 0.8240 0.2216 1.2309 0.038 Uiso calc R 1
C C11 0.3229(4) 0.29778(9) 1.15748(17) 0.0275(4) Uani d . 1
C C12 0.1873(5) 0.34460(9) 1.19042(19) 0.0358(5) Uani d . 1
H H12 0.2490 0.3619 1.2590 0.043 Uiso calc R 1
C C13 -0.0349(5) 0.36457(10) 1.1214(2) 0.0412(6) Uani d . 1
H H13 -0.1223 0.3957 1.1433 0.049 Uiso calc R 1
C C14 -0.1323(5) 0.33878(10) 1.01838(19) 0.0383(5) Uani d . 1
H H14 -0.2829 0.3530 0.9723 0.046 Uiso calc R 1
C C15 -0.0086(5) 0.29320(9) 0.98517(18) 0.0329(5) Uani d . 1
H H15 -0.0764 0.2760 0.9170 0.039 Uiso calc R 1
C C16 0.2213(4) 0.27178(8) 1.05309(17) 0.0271(4) Uani d . 1
C C6 0.7921(4) -0.12175(8) 0.81325(18) 0.0283(4) Uani d . 1
N N1 0.3490(4) 0.22601(7) 1.01771(14) 0.0287(4) Uani d . 1
N N2 0.5513(4) 0.27873(7) 1.22558(14) 0.0292(4) Uani d . 1
O O1 0.1729(3) 0.10073(6) 0.85540(13) 0.0331(4) Uani d . 1
O O2 0.5921(3) 0.09585(6) 0.93331(13) 0.0307(3) Uani d . 1
O O3 0.8022(3) -0.01133(6) 0.93043(12) 0.0282(3) Uani d . 1
O O4 0.7721(3) -0.16162(6) 0.74691(13) 0.0392(4) Uani d . 1
O O5 0.9752(3) -0.12024(6) 0.90078(13) 0.0344(4) Uani d . 1
Cu Cu1 0.90826(5) 0.059211(10) 1.00466(2) 0.02654(9) Uani d . 1
Cu Cu2 0.20383(5) 0.187416(11) 0.87622(2) 0.03198(9) 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 C1 O2 . . 120.62(18)
O1 C1 C2 . . 116.71(18)
O2 C1 C2 . . 122.59(18)
C8 C2 C3 . . 119.64(18)
C8 C2 C1 . . 116.99(18)
C3 C2 C1 . . 123.34(18)
O3 C3 C4 . . 120.66(18)
O3 C3 C2 . . 120.22(17)
C4 C3 C2 . . 119.12(18)
C5 C4 C3 . . 118.38(19)
C5 C4 C6 . . 117.06(18)
C3 C4 C6 . . 124.56(19)
C4 C5 C7 . . 122.7(2)
C4 C5 H5 . . 118.7
C7 C5 H5 . . 118.7
C8 C7 C5 . . 118.7(2)
C8 C7 H7 . . 120.6
C5 C7 H7 . . 120.6
C7 C8 C2 . . 121.4(2)
C7 C8 H8 . . 119.3
C2 C8 H8 . . 119.3
N1 C9 C10 . . 122.7(2)
N1 C9 H9 . . 118.6
C10 C9 H9 . . 118.6
N2 C10 C9 . . 122.6(2)
N2 C10 H10 . . 118.7
C9 C10 H10 . . 118.7
N2 C11 C12 . . 120.01(19)
N2 C11 C16 . . 121.40(19)
C12 C11 C16 . . 118.6(2)
C13 C12 C11 . . 120.0(2)
C13 C12 H12 . . 120.0
C11 C12 H12 . . 120.0
C12 C13 C14 . . 120.8(2)
C12 C13 H13 . . 119.6
C14 C13 H13 . . 119.6
C15 C14 C13 . . 120.5(2)
C15 C14 H14 . . 119.7
C13 C14 H14 . . 119.7
C14 C15 C16 . . 120.4(2)
C14 C15 H15 . . 119.8
C16 C15 H15 . . 119.8
N1 C16 C15 . . 120.04(19)
N1 C16 C11 . . 120.29(19)
C15 C16 C11 . . 119.66(19)
O4 C6 O5 . . 121.41(19)
O4 C6 C4 . . 117.5(2)
O5 C6 C4 . . 121.07(18)
C9 N1 C16 . . 116.76(18)
C9 N1 Cu2 . . 122.28(14)
C16 N1 Cu2 . . 120.94(15)
C10 N2 C11 . . 116.20(18)
C10 N2 Cu2 . 4_666 120.17(15)
C11 N2 Cu2 . 4_666 123.63(14)
C1 O1 Cu2 . . 115.47(13)
C1 O2 Cu1 . . 128.42(13)
C3 O3 Cu1 . 3_757 128.93(12)
C3 O3 Cu1 . . 130.02(12)
Cu1 O3 Cu1 3_757 . 100.76(6)
C6 O5 Cu1 . 3_757 129.19(13)
O5 Cu1 O2 3_757 . 94.39(6)
O5 Cu1 O3 3_757 3_757 93.86(6)
O2 Cu1 O3 . 3_757 170.96(6)
O5 Cu1 O3 3_757 . 170.10(7)
O2 Cu1 O3 . . 92.11(6)
O3 Cu1 O3 3_757 . 79.24(6)
N1 Cu2 N2 . 4_565 129.17(7)
N1 Cu2 O1 . . 125.01(7)
N2 Cu2 O1 4_565 . 105.81(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C1 O1 . 1.264(2)
C1 O2 . 1.267(2)
C1 C2 . 1.506(3)
C2 C8 . 1.394(3)
C2 C3 . 1.423(3)
C3 O3 . 1.330(2)
C3 C4 . 1.422(3)
C4 C5 . 1.389(3)
C4 C6 . 1.522(3)
C5 C7 . 1.392(3)
C5 H5 . 0.9300
C7 C8 . 1.379(3)
C7 H7 . 0.9300
C8 H8 . 0.9300
C9 N1 . 1.320(3)
C9 C10 . 1.409(3)
C9 H9 . 0.9300
C10 N2 . 1.322(3)
C10 H10 . 0.9300
C11 N2 . 1.380(3)
C11 C12 . 1.411(3)
C11 C16 . 1.419(3)
C12 C13 . 1.369(3)
C12 H12 . 0.9300
C13 C14 . 1.399(3)
C13 H13 . 0.9300
C14 C15 . 1.356(3)
C14 H14 . 0.9300
C15 C16 . 1.404(3)
C15 H15 . 0.9300
C16 N1 . 1.381(3)
C6 O4 . 1.232(2)
C6 O5 . 1.281(3)
Cu1 O1 1_655 2.6852(16)
Cu1 O2 . 1.9047(14)
Cu1 O3 3_757 1.9198(14)
Cu1 O3 . 1.9201(13)
Cu1 O5 3_757 1.8678(14)
Cu2 N2 4_565 2.0176(17)
Cu2 N1 . 1.9659(17)
Cu2 O1 . 2.0599(14)
