#------------------------------------------------------------------------------
#$Date: 2016-03-05 04:13:44 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177596 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/15/2241593.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_2241593
loop_
_publ_author_name
'Shen, Cheng-Chen'
'Hua, Xiu-Ni'
'Han, Lei'
_publ_section_title
;
 Crystal structure of
 poly[(4-aminopyridine-κN)(N,N-dimethylformamide-κO)(μ₃-pyridine-3,5-dicarboxylato-κ³N:O³:O⁵)copper(II)]
;
_journal_coeditor_code           LH5806
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              440
_journal_page_last               443
_journal_paper_doi               10.1107/S205698901600342X
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          '[Cu (C7 H3 N O4) (C5 H6 N2) (C3 H7 N O)]'
_chemical_formula_moiety         'C15 H16 Cu N4 O5'
_chemical_formula_sum            'C15 H16 Cu N4 O5'
_chemical_formula_weight         395.86
_chemical_name_systematic
Poly[(4-aminopyridine-κN)(N,N-dimethylformamide-κO)(μ₃-pyridine-3,5-dicarboxylato-κ³N:O³:O⁵)copper(II)]
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3365(17)
_cell_length_b                   10.453(2)
_cell_length_c                   19.030(4)
_cell_measurement_reflns_used    2974
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      3.13
_cell_volume                     1658.3(6)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
XP in SHELXTL-plus (Sheldrick, 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII DUO CCD'
_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  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0449
_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       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16376
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    1.352
_exptl_absorpt_correction_T_max  0.773
_exptl_absorpt_correction_T_min  0.716
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[based on measured indexed crystal faces using
SHELXL2014 (Sheldrick, 2015b)]
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.793
_refine_diff_density_min         -1.165
_refine_ls_abs_structure_details
;
Flack (1983), 1619 Friedel pairs
;
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3799
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0385
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0573P)²+1.9518P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.1322
_reflns_number_gt                2926
_reflns_number_total             3799
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5806sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1658.2(6)
_cod_database_code               2241593
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 -0.23946(7) 0.10503(5) 0.62338(2) 0.02797(16) Uani d . 1 1
O O1 0.0648(5) 0.3766(4) 0.83488(17) 0.0497(10) Uani d . 1 1
O O2 0.2102(4) 0.5278(3) 0.78331(16) 0.0348(8) Uani d . 1 1
O O3 0.3228(5) 0.4977(4) 0.5253(2) 0.0498(11) Uani d . 1 1
O O4 0.2342(5) 0.3222(3) 0.47057(14) 0.0337(7) Uani d . 1 1
O O5 -0.4048(6) 0.2700(4) 0.6723(3) 0.0605(12) Uani d . 1 1
N N1 -0.0413(5) 0.2178(4) 0.63928(18) 0.0284(8) Uani d . 1 1
N N2 -0.4300(5) -0.0057(4) 0.6043(2) 0.0347(10) Uani d . 1 1
N N3 -0.8209(6) -0.2450(6) 0.5764(3) 0.0705(18) Uani d . 1 1
H H3A -0.8050 -0.3239 0.5657 0.085 Uiso calc R 1 1
H H3B -0.9170 -0.2170 0.5822 0.085 Uiso calc R 1 1
N N4 -0.3401(8) 0.4804(5) 0.6705(3) 0.0625(17) Uani d . 1 1
C C1 0.2489(6) 0.3962(4) 0.5239(2) 0.0315(9) Uani d . 1 1
C C2 0.0476(6) 0.2565(4) 0.5840(2) 0.0291(10) Uani d . 1 1
H H2A 0.0301 0.2180 0.5406 0.035 Uiso calc R 1 1
C C3 0.1883(6) 0.4086(5) 0.6536(2) 0.0297(10) Uani d . 1 1
H H3C 0.2624 0.4745 0.6582 0.036 Uiso calc R 1 1
C C4 0.1634(6) 0.3505(4) 0.5889(2) 0.0267(9) Uani d . 1 1
C C5 -0.0125(6) 0.2721(5) 0.7013(2) 0.0310(10) Uani d . 1 1
H H5A -0.0716 0.2450 0.7400 0.037 Uiso calc R 1 1
C C6 0.1011(6) 0.3670(4) 0.7112(2) 0.0278(10) Uani d . 1 1
C C7 0.1250(6) 0.4263(5) 0.7828(2) 0.0316(11) Uani d . 1 1
C C8 -0.5796(7) 0.0376(5) 0.6086(3) 0.0448(13) Uani d . 1 1
H H8A -0.5945 0.1240 0.6183 0.054 Uiso calc R 1 1
C C9 -0.7126(7) -0.0366(5) 0.5999(3) 0.0502(15) Uani d . 1 1
H H9A -0.8141 -0.0008 0.6045 0.060 Uiso calc R 1 1
C C10 -0.6962(7) -0.1657(6) 0.5839(3) 0.0458(14) Uani d . 1 1
C C11 -0.5405(7) -0.2092(5) 0.5747(3) 0.0521(15) Uani d . 1 1
H H11A -0.5225 -0.2933 0.5608 0.062 Uiso calc R 1 1
C C12 -0.4130(7) -0.1294(5) 0.5860(3) 0.0454(13) Uani d . 1 1
H H12A -0.3100 -0.1621 0.5808 0.055 Uiso calc R 1 1
C C13 -0.3972(9) 0.3755(6) 0.7001(4) 0.0610(17) Uani d . 1 1
H H13A -0.4348 0.3824 0.7460 0.073 Uiso calc R 1 1
C C14 -0.330(2) 0.5962(7) 0.7100(5) 0.164(7) Uani d . 1 1
H H14A -0.3715 0.5821 0.7564 0.246 Uiso calc R 1 1
H H14B -0.3920 0.6616 0.6872 0.246 Uiso calc R 1 1
H H14C -0.2201 0.6229 0.7130 0.246 Uiso calc R 1 1
C C15 -0.2832(11) 0.4792(7) 0.5991(4) 0.076(2) Uani d . 1 1
H H15A -0.2989 0.3957 0.5793 0.114 Uiso calc R 1 1
H H15B -0.1711 0.5001 0.5983 0.114 Uiso calc R 1 1
H H15C -0.3418 0.5411 0.5720 0.114 Uiso calc R 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'
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
O4 Cu1 O2 4_456 3_546 178.46(14)
O4 Cu1 N2 4_456 . 88.29(16)
O2 Cu1 N2 3_546 . 91.42(16)
O4 Cu1 N1 4_456 . 90.10(14)
O2 Cu1 N1 3_546 . 90.16(14)
N2 Cu1 N1 . . 177.93(16)
O4 Cu1 O5 4_456 . 90.59(16)
O2 Cu1 O5 3_546 . 90.93(16)
N2 Cu1 O5 . . 91.74(16)
N1 Cu1 O5 . . 89.57(16)
C7 O2 Cu1 . 3_556 114.6(3)
C1 O4 Cu1 . 4_556 118.5(3)
C13 O5 Cu1 . . 141.8(5)
C5 N1 C2 . . 117.7(4)
C5 N1 Cu1 . . 121.4(3)
C2 N1 Cu1 . . 120.0(3)
C8 N2 C12 . . 116.2(5)
C8 N2 Cu1 . . 122.5(3)
C12 N2 Cu1 . . 121.3(4)
C10 N3 H3A . . 120.0
C10 N3 H3B . . 120.0
H3A N3 H3B . . 120.0
C13 N4 C14 . . 120.0(7)
C13 N4 C15 . . 121.0(6)
C14 N4 C15 . . 119.0(7)
O3 C1 O4 . . 126.0(4)
O3 C1 C4 . . 119.6(4)
O4 C1 C4 . . 114.4(4)
N1 C2 C4 . . 123.0(4)
N1 C2 H2A . . 118.5
C4 C2 H2A . . 118.5
C6 C3 C4 . . 119.1(4)
C6 C3 H3C . . 120.5
C4 C3 H3C . . 120.5
C2 C4 C3 . . 118.4(4)
C2 C4 C1 . . 120.1(4)
C3 C4 C1 . . 121.3(4)
N1 C5 C6 . . 123.3(4)
N1 C5 H5A . . 118.4
C6 C5 H5A . . 118.4
C3 C6 C5 . . 118.5(4)
C3 C6 C7 . . 121.1(4)
C5 C6 C7 . . 120.4(4)
O1 C7 O2 . . 125.0(5)
O1 C7 C6 . . 120.1(4)
O2 C7 C6 . . 114.9(4)
N2 C8 C9 . . 124.2(5)
N2 C8 H8A . . 117.9
C9 C8 H8A . . 117.9
C8 C9 C10 . . 119.9(5)
C8 C9 H9A . . 120.0
C10 C9 H9A . . 120.0
N3 C10 C11 . . 120.7(5)
N3 C10 C9 . . 123.3(5)
C11 C10 C9 . . 116.0(5)
C12 C11 C10 . . 120.5(5)
C12 C11 H11A . . 119.8
C10 C11 H11A . . 119.8
N2 C12 C11 . . 123.0(5)
N2 C12 H12A . . 118.5
C11 C12 H12A . . 118.5
O5 C13 N4 . . 125.5(6)
O5 C13 H13A . . 117.3
N4 C13 H13A . . 117.3
N4 C14 H14A . . 109.5
N4 C14 H14B . . 109.5
H14A C14 H14B . . 109.5
N4 C14 H14C . . 109.5
H14A C14 H14C . . 109.5
H14B C14 H14C . . 109.5
N4 C15 H15A . . 109.5
N4 C15 H15B . . 109.5
H15A C15 H15B . . 109.5
N4 C15 H15C . . 109.5
H15A C15 H15C . . 109.5
H15B C15 H15C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 O4 4_456 1.955(3)
Cu1 O2 3_546 1.966(3)
Cu1 N2 . 1.999(4)
Cu1 N1 . 2.052(4)
Cu1 O5 . 2.396(4)
O1 C7 . 1.226(6)
O2 C7 . 1.277(6)
O2 Cu1 3_556 1.966(3)
O3 C1 . 1.228(6)
O4 C1 . 1.281(5)
O4 Cu1 4_556 1.955(3)
O5 C13 . 1.225(7)
N1 C5 . 1.332(6)
N1 C2 . 1.349(6)
N2 C8 . 1.330(7)
N2 C12 . 1.346(6)
N3 C10 . 1.337(7)
N3 H3A . 0.8600
N3 H3B . 0.8600
N4 C13 . 1.322(8)
N4 C14 . 1.428(9)
N4 C15 . 1.440(9)
C1 C4 . 1.506(6)
C2 C4 . 1.381(7)
C2 H2A . 0.9300
C3 C6 . 1.384(6)
C3 C4 . 1.388(6)
C3 H3C . 0.9300
C5 C6 . 1.384(7)
C5 H5A . 0.9300
C6 C7 . 1.511(6)
C8 C9 . 1.362(8)
C8 H8A . 0.9300
C9 C10 . 1.390(8)
C9 H9A . 0.9300
C10 C11 . 1.387(8)
C11 C12 . 1.368(8)
C11 H11A . 0.9300
C12 H12A . 0.9300
C13 H13A . 0.9300
C14 H14A . 0.9600
C14 H14B . 0.9600
C14 H14C . 0.9600
C15 H15A . 0.9600
C15 H15B . 0.9600
C15 H15C . 0.9600
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
N3 H3A O3 1_445 0.86 2.28 3.101(7) 159.4
N3 H3B O1 3_446 0.86 2.23 2.933(7) 139.0

_cod_database_fobs_code 2241593
