#------------------------------------------------------------------------------
#$Date: 2017-07-25 12:24:37 +0300 (Tue, 25 Jul 2017) $
#$Revision: 199112 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/08/2020829.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_2020829
loop_
_publ_author_name
'Cati, Dilovan S.'
'Stoeckli-Evans, Helen'
_publ_section_title
;
 Crystal structure of a pyrazine-2,3-dicarboxamide ligand and of its
 silver(I) nitrate complex, a three-dimensional coordination polymer
;
_journal_issue                   6
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              798
_journal_paper_doi               10.1107/S2056989017006387
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          '[Ag (C18 H16 N6 O2)] N O3'
_chemical_formula_moiety         'C18 H16 Ag N6 O2 +, N O3 -'
_chemical_formula_sum            'C18 H16 Ag N7 O5'
_chemical_formula_weight         518.25
_chemical_name_systematic
'Poly[[[μ₄-N²,N³-bis(pyridin-4-ylmethyl)pyrazine-2,3-dicarboxamide]silver(I)] nitrate]'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_Hall           '-F 2uv 2vw'
_space_group_name_H-M_alt        'F d d d'
_symmetry_space_group_name_Hall  '-F 2uv 2vw'
_symmetry_space_group_name_H-M   'F d d d :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   14.9776(16)
_cell_length_b                   17.3228(12)
_cell_length_c                   29.570(4)
_cell_measurement_reflns_used    6115
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      1.92
_cell_volume                     7672.1(14)
_computing_cell_refinement
;
CELL in IPDS-I (Stoe & Cie, 2004)
;
_computing_data_collection
;
EXPOSE in IPDS-I (Stoe & Cie, 2004)
;
_computing_data_reduction
;
INTEGRATE in IPDS-I (Stoe & Cie, 2004)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015), PLATON (Spek, 2009) and
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS2014 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '1 circle goniometer'
_diffrn_measurement_device_type  'Stoe IPDS 1'
_diffrn_measurement_method       'φ rotation'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            13548
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.247
_diffrn_reflns_theta_min         2.725
_exptl_absorpt_coefficient_mu    1.100
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(MULABS; Spek, 2009)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.795
_exptl_crystal_description       block
_exptl_crystal_F_000             4160
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.649
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         1721
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.903
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0575P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                1038
_reflns_number_total             1721
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            pj2044sup1.cif
_cod_data_source_block           I
_cod_database_code               2020829
_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.
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 1/4-x,1/4-y,z
3 x,1/4-y,1/4-z
4 1/4-x,y,1/4-z
5 -x,-y,-z
6 3/4+x,3/4+y,-z
7 -x,3/4+y,3/4+z
8 3/4+x,-y,3/4+z
9 x,1/2+y,1/2+z
10 1/4-x,3/4-y,1/2+z
11 x,3/4-y,3/4-z
12 1/4-x,1/2+y,3/4-z
13 -x,1/2-y,1/2-z
14 3/4+x,1/4+y,1/2-z
15 -x,1/4+y,1/4+z
16 3/4+x,1/2-y,1/4+z
17 1/2+x,y,1/2+z
18 3/4-x,1/4-y,1/2+z
19 1/2+x,1/4-y,3/4-z
20 3/4-x,y,3/4-z
21 1/2-x,-y,1/2-z
22 1/4+x,3/4+y,1/2-z
23 1/2-x,3/4+y,1/4+z
24 1/4+x,-y,1/4+z
25 1/2+x,1/2+y,z
26 3/4-x,3/4-y,z
27 1/2+x,3/4-y,1/4-z
28 3/4-x,1/2+y,1/4-z
29 1/2-x,1/2-y,-z
30 1/4+x,1/4+y,-z
31 1/2-x,1/4+y,3/4+z
32 1/4+x,1/2-y,3/4+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_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag Ag1 0.87500 0.96632(4) 0.37500 0.0464(2) Uani d STP 1.000 . .
O O1 0.9796(3) 0.8101(3) 0.14979(13) 0.0483(14) Uani d . 1.000 . .
N N1 0.9673(3) 0.8836(3) 0.04722(14) 0.0447(18) Uani d . 1.000 . .
N N3 1.0135(3) 0.9361(3) 0.14261(16) 0.050(2) Uani d . 1.000 . .
N N4 0.9359(3) 0.9589(3) 0.31086(16) 0.0427(17) Uani d . 1.000 . .
C C1 0.9207(3) 0.8777(4) 0.08584(15) 0.0337(16) Uani d . 1.000 . .
C C4 0.9204(4) 0.8805(4) 0.00937(17) 0.0453(19) Uani d . 1.000 . .
C C5 0.9745(3) 0.8715(4) 0.12935(16) 0.0340(18) Uani d . 1.000 . .
C C6 1.0689(4) 0.9393(4) 0.18277(18) 0.051(2) Uani d . 1.000 . .
C C7 1.0197(4) 0.9446(3) 0.22692(19) 0.0437(19) Uani d . 1.000 . .
C C8 1.0640(4) 0.9276(4) 0.26675(19) 0.045(2) Uani d . 1.000 . .
C C9 1.0221(4) 0.9354(4) 0.3075(2) 0.046(2) Uani d . 1.000 . .
C C10 0.8921(3) 0.9745(3) 0.27201(19) 0.043(2) Uani d . 1.000 . .
C C11 0.9302(4) 0.9686(4) 0.23033(19) 0.0447(19) Uani d . 1.000 . .
O O11 0.9918(8) 0.0666(8) 0.0912(4) 0.089(3) Uani d P 0.500 A 1
O O12 1.0655(16) 0.1323(15) 0.1063(6) 0.089(3) Uani d P 0.250 A 1
O O13 0.9326(9) 0.0862(7) 0.1489(4) 0.089(3) Uani d P 0.500 A 1
O O14 0.9869(18) 0.1233(19) 0.1570(7) 0.089(3) Uani d P 0.250 A 1
N N10A 0.9614(15) 0.12500 0.12500 0.089(3) Uani d STP 0.500 A 1
N N10B 0.9960(16) 0.12500 0.12500 0.089(3) Uani d STP 0.500 A 1
H H4 0.95046 0.88600 -0.01873 0.0540 Uiso c RU 1.000 . .
H H3N 1.00563 0.97838 0.12661 0.0600 Uiso c RU 1.000 . .
H H6A 1.10904 0.98449 0.18023 0.0610 Uiso c RU 1.000 . .
H H6B 1.10697 0.89253 0.18345 0.0610 Uiso c RU 1.000 . .
H H8 1.12416 0.91024 0.26574 0.0540 Uiso c RU 1.000 . .
H H9 1.05428 0.92399 0.33436 0.0560 Uiso c RU 1.000 . .
H H10 0.83154 0.99047 0.27385 0.0520 Uiso c RU 1.000 . .
H H11 0.89687 0.98062 0.20392 0.0530 Uiso c RU 1.000 . .
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'
Ag Ag -0.8971 1.1015 '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
_geom_angle_publ_flag
N4 Ag1 N4 . 20_655 173.0(2) yes
O1 Ag1 O1 14_455 15_755 109.48(14) yes
Ag1 Ag1 N4 11_565 . 86.51(14) yes
O1 Ag1 N4 14_455 . 97.80(15) yes
O1 Ag1 N4 15_755 . 86.26(15) yes
Ag1 Ag1 O1 11_565 14_455 125.26(10) yes
Ag1 Ag1 O1 11_565 15_755 125.26(10) no
Ag1 Ag1 N4 11_565 20_655 86.51(14) no
O1 Ag1 N4 14_455 20_655 86.26(15) no
O1 Ag1 N4 15_755 20_655 97.80(15) no
Ag1 O1 C5 7_744 . 114.9(3) no
C1 N1 C4 . . 116.2(5) no
C5 N3 C6 . . 121.9(5) no
Ag1 N4 C9 . . 119.7(4) no
Ag1 N4 C10 . . 122.9(3) no
C9 N4 C10 . . 117.4(5) no
N1 C1 C5 . . 116.7(4) no
N1 C1 C1 . 26_665 121.6(4) no
C1 C1 C5 26_665 . 121.6(4) no
N1 C4 C4 . 26_665 122.1(5) no
C5 N3 H3N . . 119.00 no
C6 N3 H3N . . 119.00 no
O1 C5 N3 . . 124.1(5) no
O1 C5 C1 . . 120.7(6) no
N3 C5 C1 . . 115.2(5) no
N3 C6 C7 . . 115.7(5) no
C8 C7 C11 . . 117.3(5) no
C6 C7 C8 . . 119.5(5) no
C6 C7 C11 . . 123.2(5) no
C7 C8 C9 . . 120.7(6) no
N4 C9 C8 . . 122.1(5) no
N4 C10 C11 . . 123.5(5) no
C7 C11 C10 . . 119.1(5) no
C4 C4 H4 26_665 . 119.00 no
N1 C4 H4 . . 119.00 no
N3 C6 H6B . . 108.00 no
C7 C6 H6A . . 108.00 no
H6A C6 H6B . . 107.00 no
C7 C6 H6B . . 108.00 no
N3 C6 H6A . . 108.00 no
C7 C8 H8 . . 120.00 no
C9 C8 H8 . . 120.00 no
C8 C9 H9 . . 119.00 no
N4 C9 H9 . . 119.00 no
N4 C10 H10 . . 118.00 no
C11 C10 H10 . . 118.00 no
O11 N10A O13 . . 98.0(8) no
O13 N10A N10B . . 113.9(13) no
O11 N10A N10B . . 72.3(9) no
O11 N10B N10A . . 87.5(11) no
O11 N10B O13 . . 89.0(10) no
O13 N10B N10A . . 45.8(9) no
C7 C11 H11 . . 120.00 no
C10 C11 H11 . . 120.00 no
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
Ag1 Ag1 11_565 3.1638(11) yes
Ag1 N4 . 2.109(5) yes
Ag1 O1 14_455 2.814(5) yes
Ag1 O1 15_755 2.814(5) no
Ag1 N4 20_655 2.109(5) no
O1 C5 . 1.226(8) no
N1 C1 . 1.342(6) no
N1 C4 . 1.323(7) no
N3 C5 . 1.322(8) no
N3 C6 . 1.450(7) no
N4 C9 . 1.357(8) no
N4 C10 . 1.350(7) no
C1 C5 . 1.522(6) no
C1 C1 26_665 1.372(6) no
C4 C4 26_665 1.373(9) no
N3 H3N . 0.8800 no
C6 C7 . 1.502(8) no
C7 C8 . 1.384(8) no
C7 C11 . 1.407(8) no
C8 C9 . 1.365(8) no
C10 C11 . 1.362(8) no
O11 N10A . 1.493(14) no
O11 N10B . 1.424(13) no
O11 O12 . 1.65(3) no
O12 N10B . 1.19(3) no
O12 N10A . 1.66(3) no
O13 N10A . 1.066(15) no
O13 N10B . 1.36(2) no
O13 O14 . 1.06(3) no
O14 N10B . 0.96(2) no
O14 N10A . 1.02(2) no
C4 H4 . 0.9500 no
C6 H6B . 0.9900 no
C6 H6A . 0.9900 no
C8 H8 . 0.9500 no
C9 H9 . 0.9500 no
C10 H10 . 0.9500 no
C11 H11 . 0.9500 no
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 H3N O11 1_565 0.88 1.86 2.744(14) 178
N3 H3N O13 1_565 0.88 2.26 2.875(13) 127
C4 H4 O11 5_765 0.95 2.45 3.378(13) 165
C4 H4 O14 7_754 0.95 2.40 3.33(2) 168
C9 H9 O13 22_555 0.95 2.50 3.224(14) 133
C11 H11 O13 1_565 0.95 2.51 3.154(13) 126
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_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Ag1 Ag1 N4 C9 11_565 . . -71.9(5) no
Ag1 Ag1 N4 C10 11_565 . . 106.2(4) no
O1 Ag1 N4 C9 14_455 . . 163.0(5) no
O1 Ag1 N4 C10 14_455 . . -19.0(5) no
O1 Ag1 N4 C9 15_755 . . 53.8(5) no
O1 Ag1 N4 C10 15_755 . . -128.1(5) no
Ag1 O1 C5 N3 7_744 . . -89.1(5) no
Ag1 O1 C5 C1 7_744 . . 91.1(5) no
C4 N1 C1 C5 . . . 172.9(6) no
C4 N1 C1 C1 . . 26_665 -2.9(10) no
C1 N1 C4 C4 . . 26_665 -1.9(10) no
C6 N3 C5 O1 . . . 1.7(8) no
C6 N3 C5 C1 . . . -178.5(4) no
C5 N3 C6 C7 . . . -79.7(7) no
Ag1 N4 C9 C8 . . . 178.2(5) no
C10 N4 C9 C8 . . . 0.1(9) no
Ag1 N4 C10 C11 . . . -178.8(5) no
C9 N4 C10 C11 . . . -0.7(9) no
N1 C1 C5 O1 . . . -106.9(6) no
N1 C1 C5 N3 . . . 73.3(7) no
C1 C1 C5 O1 26_665 . . 68.8(8) no
C1 C1 C5 N3 26_665 . . -111.0(7) no
N1 C1 C1 N1 . 26_665 26_665 5.5(11) no
N1 C1 C1 C5 . 26_665 26_665 -170.1(6) no
C5 C1 C1 N1 . 26_665 26_665 -170.1(6) no
C5 C1 C1 C5 . 26_665 26_665 14.4(10) no
N1 C4 C4 N1 . 26_665 26_665 4.5(11) no
N3 C6 C7 C8 . . . 163.0(6) no
N3 C6 C7 C11 . . . -19.0(9) no
C6 C7 C8 C9 . . . 177.0(6) no
C11 C7 C8 C9 . . . -1.1(9) no
C6 C7 C11 C10 . . . -177.5(6) no
C8 C7 C11 C10 . . . 0.5(9) no
C7 C8 C9 N4 . . . 0.9(10) no
N4 C10 C11 C7 . . . 0.4(9) no

_cod_database_fobs_code 2020829
