##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
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data_I
_audit_creation_method     'SHELXL-2014/7'
_journal_date_recd_electronic     2015-07-29
_journal_date_accepted     2015-09-29
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2015
_journal_volume     71
_journal_issue     11
_journal_page_first     969
_journal_page_last     974
_journal_paper_category     FA
_journal_paper_doi     10.1107/S2053229615018173
_journal_coeditor_code     WQ3099
_publ_contact_author_name     'Jie Ma'
_publ_contact_author_address
;
College of Chemistry, Chemical Engineering and Materials Science,
Zaozhuang University, Zaozhuang, Shandong 277160,
People's Republic of China
;
_publ_contact_author_email     'jiemacn@163.com'
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
Structure and magnetic properties of a copper(II) coordination polymer based on
azide, pyridine and homophthalic acid
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Ma, Jie' .
;
College of Chemistry, Chemical Engineering and Materials Science,
Zaozhuang University, Zaozhuang, Shandong 277160, People's Republic of China
;
    'Wang, Deng-Feng' .
;
College of Chemistry, Chemical Engineering and Materials Science,
Zaozhuang University, Zaozhuang, Shandong 277160, People's Republic of China
;
    'Fan, Li-Qun' .
;
College of Chemistry, Chemical Engineering and Materials Science,
Zaozhuang University, Zaozhuang, Shandong 277160, People's Republic of China
;
    'Zhou, Kang' .
;
State Key Laboratory of Structure Chemistry
Fujian Institute of Research on the Structure of Matter
Chinese Academy of Sciences
Fuzhou
Fujian 350002
People's Republic of China
;
_publ_section_synopsis
;
A new coordination polymer, [Cu₂(hmph)(N₃)₂(py)₂]ₙ (hmph is
homophthalate and py is pyridine) was synthesized successfully and
characterized as having a one-dimensional chain structure composed of
tetranuclear CuII units containing
(μ~1,1~-N₃⁻)(μ-syn--syn-COO⁻)₂ and
(μ~1,1~-N₃⁻)₂ bridges, and exhibits dominant antiferromagnetic
behaviour.
;
_database_code_depnum_ccdc_archive     'CCDC 1041812'
_chemical_name_systematic
;\
Poly[bis(μ-azido-κ²N¹:N¹-)(μ₄-\
homophthalato-κ⁴O:O':O'':O''')bis(pyridine-\
κN)dicopper(II)]
;
_chemical_name_common     ?
_chemical_formula_moiety     'C19 H16 Cu2 N8 O4'
_chemical_formula_sum     'C19 H16 Cu2 N8 O4'
_chemical_formula_iupac     '[Cu2 (C9 H6 O4) (N3)2 (C5 H5 N)2]'
_chemical_formula_weight     547.48
_chemical_melting_point     ?
_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.
;
_space_group_crystal_system     triclinic
_space_group_name_H-M_alt     'P -1'
_space_group_name_Hall     '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     9.882(4)
_cell_length_b     11.070(3)
_cell_length_c     12.287(4)
_cell_angle_alpha     66.194(18)
_cell_angle_beta     78.01(2)
_cell_angle_gamma     63.966(16)
_cell_volume     1104.3(7)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     1239
_cell_measurement_theta_min     2.1904
_cell_measurement_theta_max     27.4758
_cell_measurement_temperature     293(2)
_exptl_crystal_description     block
_exptl_crystal_colour     black
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.23
_exptl_crystal_size_min     0.22
_exptl_crystal_density_diffrn     1.647
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     552
_exptl_absorpt_coefficient_mu     1.970
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(CrystalClear; Rigaku, 2007)
;
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
_exptl_absorpt_correction_T_min     0.6574
_exptl_absorpt_correction_T_max     1.0000
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type     'Rigaku Mercury CCD area-detector'
_diffrn_measurement_method     'CCD_Profile_fitting'
_diffrn_detector_area_resol_mean     13.6612
_diffrn_reflns_number     8686
_diffrn_reflns_av_R_equivalents     0.0221
_diffrn_reflns_theta_min     2.295
_diffrn_reflns_theta_max     27.467
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.994
_diffrn_measured_fraction_theta_full     0.996
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     12
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     15
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     5028
_reflns_number_gt     4082
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0478
_refine_ls_R_factor_gt     0.0360
_refine_ls_wR_factor_gt     0.0851
_refine_ls_wR_factor_ref     0.0923
_refine_ls_goodness_of_fit_ref     1.024
_refine_ls_restrained_S_all     1.024
_refine_ls_number_reflns     5028
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
                      'w=1/[σ²(Fo²)+(0.0495P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.457
_refine_diff_density_min     -0.538
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     .
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'
_computing_data_collection
;
CrystalClear (Rigaku, 2007)
;
_computing_cell_refinement
;
CrystalClear (Rigaku, 2007)
;
_computing_data_reduction
;
CrystalClear (Rigaku, 2007)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
SHELXL97 (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008)
;
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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cu Cu1 0.36342(3) 0.14165(3) 0.50231(3) 0.03635(10) Uani d 1 . .
    O O1 -0.1711(2) 0.84805(17) 0.41597(17) 0.0441(4) Uani d 1 . .
    N N1 0.3515(3) 0.3105(2) 0.78573(19) 0.0419(5) Uani d 1 . .
    C C1 -0.0868(3) 0.7563(2) 0.3688(2) 0.0316(5) Uani d 1 . .
    Cu Cu2 0.31029(3) 0.39131(3) 0.61025(2) 0.03316(10) Uani d 1 . .
    O O2 -0.1144(2) 0.65952(18) 0.36432(16) 0.0403(4) Uani d 1 . .
    N N2 0.1908(2) 0.5859(2) 0.62475(18) 0.0363(5) Uani d 1 . .
    C C2 0.0599(3) 0.7717(2) 0.3128(2) 0.0359(5) Uani d 1 . .
    H H2A 0.0415 0.8750 0.2781 0.043 Uiso calc 1 . .
    H H2B 0.1341 0.7243 0.3757 0.043 Uiso calc 1 . .
    O O3 0.2959(2) 0.49060(17) 0.43412(15) 0.0401(4) Uani d 1 . .
    N N3 0.6700(3) 0.0489(3) 0.7195(3) 0.0774(9) Uani d 1 . .
    C C3 0.1254(3) 0.7072(2) 0.2173(2) 0.0347(5) Uani d 1 . .
    O O4 0.2818(2) 0.32776(16) 0.37669(15) 0.0416(4) Uani d 1 . .
    N N4 0.5736(3) 0.1312(2) 0.6570(2) 0.0465(5) Uani d 1 . .
    C C4 0.0839(3) 0.7957(3) 0.1007(2) 0.0499(7) Uani d 1 . .
    H H4 0.0214 0.8946 0.0848 0.060 Uiso calc 1 . .
    N N5 0.4745(3) 0.2167(2) 0.58917(19) 0.0406(5) Uani d 1 . .
    C C5 0.1294(4) 0.7461(3) 0.0078(3) 0.0593(8) Uani d 1 . .
    H H5 0.0981 0.8099 -0.0705 0.071 Uiso calc 1 . .
    N N6 0.5394(3) 0.0660(2) 0.3979(2) 0.0490(6) Uani d 1 . .
    C C6 0.2206(4) 0.6038(3) 0.0286(3) 0.0593(8) Uani d 1 . .
    H H6 0.2544 0.5684 -0.0351 0.071 Uiso calc 1 . .
    N N7 0.5826(3) 0.1288(3) 0.3026(2) 0.0478(6) Uani d 1 . .
    C C7 0.2626(3) 0.5125(3) 0.1435(2) 0.0471(7) Uani d 1 . .
    H H7 0.3235 0.4135 0.1581 0.057 Uiso calc 1 . .
    N N8 0.6239(4) 0.1878(4) 0.2143(2) 0.0949(12) Uani d 1 . .
    C C8 0.2184(3) 0.5614(2) 0.2383(2) 0.0340(5) Uani d 1 . .
    C C9 0.2690(3) 0.4519(2) 0.3604(2) 0.0347(5) Uani d 1 . .
    C C10 0.2486(3) 0.6856(3) 0.5829(3) 0.0476(7) Uani d 1 . .
    H H10 0.3460 0.6641 0.5449 0.057 Uiso calc 1 . .
    C C11 0.1711(4) 0.8189(3) 0.5934(3) 0.0580(8) Uani d 1 . .
    H H11 0.2139 0.8887 0.5623 0.070 Uiso calc 1 . .
    C C12 0.0305(4) 0.8494(3) 0.6498(3) 0.0641(9) Uani d 1 . .
    H H12 -0.0247 0.9400 0.6590 0.077 Uiso calc 1 . .
    C C13 -0.0278(4) 0.7472(3) 0.6921(3) 0.0627(8) Uani d 1 . .
    H H13 -0.1245 0.7657 0.7311 0.075 Uiso calc 1 . .
    C C14 0.0549(3) 0.6173(3) 0.6777(3) 0.0499(7) Uani d 1 . .
    H H14 0.0131 0.5469 0.7068 0.060 Uiso calc 1 . .
    C C15 0.3075(5) 0.1771(5) 0.9853(3) 0.0943(15) Uani d 1 . .
    H H15 0.2532 0.1234 1.0402 0.113 Uiso calc 1 . .
    C C16 0.2779(4) 0.2381(4) 0.8669(3) 0.0762(12) Uani d 1 . .
    H H16 0.2002 0.2276 0.8419 0.091 Uiso calc 1 . .
    C C17 0.4586(4) 0.3247(4) 0.8233(3) 0.0611(8) Uani d 1 . .
    H H17 0.5143 0.3756 0.7665 0.073 Uiso calc 1 . .
    C C18 0.4916(5) 0.2684(4) 0.9410(3) 0.0766(11) Uani d 1 . .
    H H18 0.5683 0.2813 0.9649 0.092 Uiso calc 1 . .
    C C19 0.4142(5) 0.1939(4) 1.0236(3) 0.0750(11) Uani d 1 . .
    H H19 0.4348 0.1549 1.1058 0.090 Uiso calc 1 . .
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Cu1 O1 2_566 1.9343(19) ?
    Cu1 O4 . 1.9414(17) ?
    Cu1 N6 2_656 1.996(2) ?
    Cu1 N6 . 2.009(2) ?
    Cu1 N5 . 2.244(2) ?
    O1 C1 . 1.262(3) ?
    O1 Cu1 2_566 1.9343(19) ?
    N1 C16 . 1.315(4) ?
    N1 C17 . 1.329(4) ?
    N1 Cu2 . 2.025(2) ?
    C1 O2 . 1.239(3) ?
    C1 C2 . 1.520(3) ?
    Cu2 N5 . 1.978(2) ?
    Cu2 O3 . 1.9956(18) ?
    Cu2 N2 . 2.014(2) ?
    Cu2 O2 2_566 2.1738(18) ?
    O2 Cu2 2_566 2.1737(18) ?
    N2 C14 . 1.325(3) ?
    N2 C10 . 1.335(3) ?
    C2 C3 . 1.503(3) ?
    C2 H2A . 0.9900 ?
    C2 H2B . 0.9900 ?
    O3 C9 . 1.260(3) ?
    N3 N4 . 1.142(3) ?
    C3 C4 . 1.392(4) ?
    C3 C8 . 1.406(3) ?
    O4 C9 . 1.257(3) ?
    N4 N5 . 1.199(3) ?
    C4 C5 . 1.372(4) ?
    C4 H4 . 0.9500 ?
    C5 C6 . 1.373(4) ?
    C5 H5 . 0.9500 ?
    N6 N7 . 1.196(3) ?
    N6 Cu1 2_656 1.996(2) ?
    C6 C7 . 1.382(4) ?
    C6 H6 . 0.9500 ?
    N7 N8 . 1.118(3) ?
    C7 C8 . 1.389(3) ?
    C7 H7 . 0.9500 ?
    C8 C9 . 1.510(3) ?
    C10 C11 . 1.379(4) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.378(5) ?
    C11 H11 . 0.9500 ?
    C12 C13 . 1.362(4) ?
    C12 H12 . 0.9500 ?
    C13 C14 . 1.372(4) ?
    C13 H13 . 0.9500 ?
    C14 H14 . 0.9500 ?
    C15 C19 . 1.348(5) ?
    C15 C16 . 1.367(5) ?
    C15 H15 . 0.9500 ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.370(5) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.360(5) ?
    C18 H18 . 0.9500 ?
    C19 H19 . 0.9500 ?
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
    _geom_angle_publ_flag
    O1 Cu1 O4 2_566 . 95.14(8) ?
    O1 Cu1 N6 2_566 2_656 90.72(9) ?
    O4 Cu1 N6 . 2_656 167.42(9) ?
    O1 Cu1 N6 2_566 . 152.05(9) ?
    O4 Cu1 N6 . . 92.45(8) ?
    N6 Cu1 N6 2_656 . 77.38(9) ?
    O1 Cu1 N5 2_566 . 108.31(8) ?
    O4 Cu1 N5 . . 93.72(8) ?
    N6 Cu1 N5 2_656 . 94.99(10) ?
    N6 Cu1 N5 . . 97.96(10) ?
    C1 O1 Cu1 . 2_566 125.78(16) ?
    C16 N1 C17 . . 117.0(3) ?
    C16 N1 Cu2 . . 122.1(2) ?
    C17 N1 Cu2 . . 120.9(2) ?
    O2 C1 O1 . . 126.0(2) ?
    O2 C1 C2 . . 119.4(2) ?
    O1 C1 C2 . . 114.6(2) ?
    N5 Cu2 O3 . . 90.58(8) ?
    N5 Cu2 N2 . . 164.06(9) ?
    O3 Cu2 N2 . . 87.59(8) ?
    N5 Cu2 N1 . . 90.51(9) ?
    O3 Cu2 N1 . . 168.71(8) ?
    N2 Cu2 N1 . . 88.28(9) ?
    N5 Cu2 O2 . 2_566 101.65(8) ?
    O3 Cu2 O2 . 2_566 95.65(8) ?
    N2 Cu2 O2 . 2_566 94.29(8) ?
    N1 Cu2 O2 . 2_566 95.14(8) ?
    C1 O2 Cu2 . 2_566 137.08(16) ?
    C14 N2 C10 . . 118.5(2) ?
    C14 N2 Cu2 . . 121.13(17) ?
    C10 N2 Cu2 . . 120.38(19) ?
    C3 C2 C1 . . 112.9(2) ?
    C3 C2 H2A . . 109.0 ?
    C1 C2 H2A . . 109.0 ?
    C3 C2 H2B . . 109.0 ?
    C1 C2 H2B . . 109.0 ?
    H2A C2 H2B . . 107.8 ?
    C9 O3 Cu2 . . 127.89(15) ?
    C4 C3 C8 . . 117.4(2) ?
    C4 C3 C2 . . 117.9(2) ?
    C8 C3 C2 . . 124.6(2) ?
    C9 O4 Cu1 . . 133.93(17) ?
    N3 N4 N5 . . 178.4(3) ?
    C5 C4 C3 . . 122.8(3) ?
    C5 C4 H4 . . 118.6 ?
    C3 C4 H4 . . 118.6 ?
    N4 N5 Cu2 . . 125.42(19) ?
    N4 N5 Cu1 . . 120.31(17) ?
    Cu2 N5 Cu1 . . 103.80(10) ?
    C4 C5 C6 . . 119.5(3) ?
    C4 C5 H5 . . 120.2 ?
    C6 C5 H5 . . 120.2 ?
    N7 N6 Cu1 . 2_656 127.6(2) ?
    N7 N6 Cu1 . . 129.66(19) ?
    Cu1 N6 Cu1 2_656 . 102.62(9) ?
    C5 C6 C7 . . 119.2(3) ?
    C5 C6 H6 . . 120.4 ?
    C7 C6 H6 . . 120.4 ?
    N8 N7 N6 . . 179.2(4) ?
    C6 C7 C8 . . 121.9(3) ?
    C6 C7 H7 . . 119.1 ?
    C8 C7 H7 . . 119.1 ?
    C7 C8 C3 . . 119.1(2) ?
    C7 C8 C9 . . 117.5(2) ?
    C3 C8 C9 . . 123.4(2) ?
    O4 C9 O3 . . 126.5(2) ?
    O4 C9 C8 . . 114.6(2) ?
    O3 C9 C8 . . 118.9(2) ?
    N2 C10 C11 . . 121.9(3) ?
    N2 C10 H10 . . 119.1 ?
    C11 C10 H10 . . 119.1 ?
    C12 C11 C10 . . 119.0(3) ?
    C12 C11 H11 . . 120.5 ?
    C10 C11 H11 . . 120.5 ?
    C13 C12 C11 . . 118.8(3) ?
    C13 C12 H12 . . 120.6 ?
    C11 C12 H12 . . 120.6 ?
    C12 C13 C14 . . 119.2(3) ?
    C12 C13 H13 . . 120.4 ?
    C14 C13 H13 . . 120.4 ?
    N2 C14 C13 . . 122.7(3) ?
    N2 C14 H14 . . 118.7 ?
    C13 C14 H14 . . 118.7 ?
    C19 C15 C16 . . 119.5(4) ?
    C19 C15 H15 . . 120.3 ?
    C16 C15 H15 . . 120.3 ?
    N1 C16 C15 . . 123.4(3) ?
    N1 C16 H16 . . 118.3 ?
    C15 C16 H16 . . 118.3 ?
    N1 C17 C18 . . 122.3(3) ?
    N1 C17 H17 . . 118.8 ?
    C18 C17 H17 . . 118.8 ?
    C19 C18 C17 . . 119.8(3) ?
    C19 C18 H18 . . 120.1 ?
    C17 C18 H18 . . 120.1 ?
    C15 C19 C18 . . 117.9(3) ?
    C15 C19 H19 . . 121.0 ?
    C18 C19 H19 . . 121.0 ?
