#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:02:31 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223687 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/25/7232566.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7232566
loop_
_publ_author_name
'Milašinović, Valentina'
'Molčanov, Krešimir'
_publ_section_title
;
 Nitranilic acid as a basis for construction of coordination polymers:
 from discrete monomers to 3D networks
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              2962
_journal_paper_doi               10.1039/C9CE00209J
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C8 H8 Ag1 N3 O8'
_chemical_formula_sum            'C16 H16 Ag2 N6 O16'
_chemical_formula_weight         764.09
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-11-23T14:07:37-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-01-29 deposited with the CCDC.    2019-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                108.407(3)
_cell_angle_beta                 91.535(3)
_cell_angle_gamma                99.860(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8003(2)
_cell_length_b                   11.3128(3)
_cell_length_c                   15.4766(5)
_cell_measurement_reflns_used    5558
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.8167
_cell_measurement_theta_min      3.0181
_cell_volume                     1108.85(6)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54179
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.042
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9756
_diffrn_reflns_theta_full        76
_diffrn_reflns_theta_max         76
_diffrn_reflns_theta_min         3.021
_exptl_absorpt_coefficient_mu    15.106
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.43514
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.696
_refine_diff_density_min         -1.014
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4537
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.037
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0626P)²+1.1787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0989
_reflns_number_gt                4299
_reflns_number_total             4537
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00209j2.cif
_cod_data_source_block           agii_na
_cod_depositor_comments
'Adding full bibliography for 7232565--7232570.cif.'
_cod_database_code               7232566
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
Ag1 0.53906(4) 0.56677(2) 0.26659(2) 0.01735(10) Uani d 1 Ag
Ag2 -0.00990(4) 0.50714(2) 0.74647(2) 0.01855(10) Uani d 1 Ag
O1A 0.3756(4) 0.4152(2) 0.33612(17) 0.0181(5) Uani d 1 O
O2A 0.3504(4) 0.6599(2) 0.38719(17) 0.0185(5) Uani d 1 O
O3A 0.1778(4) 0.6388(2) 0.67593(17) 0.0170(5) Uani d 1 O
O4A 0.1238(4) 0.3877(2) 0.61125(17) 0.0177(5) Uani d 1 O
O5A 0.2273(4) 0.8510(2) 0.52070(18) 0.0224(5) Uani d 1 O
O6A 0.3702(4) 0.8561(2) 0.64966(18) 0.0217(5) Uani d 1 O
O7A 0.1385(5) 0.1979(3) 0.35510(19) 0.0258(6) Uani d 1 O
O8A 0.2758(4) 0.1976(2) 0.48379(19) 0.0234(5) Uani d 1 O
N1A 0.2925(5) 0.7986(3) 0.5715(2) 0.0173(6) Uani d 1 N
N2A 0.2169(5) 0.2518(3) 0.4330(2) 0.0172(6) Uani d 1 N
C1A 0.3123(5) 0.4597(3) 0.4110(2) 0.0140(6) Uani d 1 C
C2A 0.3137(5) 0.6047(3) 0.4446(2) 0.0154(6) Uani d 1 C
C3A 0.2767(5) 0.6617(3) 0.5362(2) 0.0154(6) Uani d 1 C
C4A 0.2184(5) 0.5927(3) 0.5960(2) 0.0139(6) Uani d 1 C
C5A 0.1907(5) 0.4459(3) 0.5583(2) 0.0152(6) Uani d 1 C
C6A 0.2408(5) 0.3899(3) 0.4695(2) 0.0156(6) Uani d 1 C
O1B 0.7894(4) 0.6421(2) 0.18686(16) 0.0159(5) Uani d 1 O
O2B 0.5763(4) 0.4084(2) 0.11798(17) 0.0169(5) Uani d 1 O
O3B 0.7653(4) 0.3939(2) -0.17674(16) 0.0157(5) Uani d 1 O
O4B 0.9451(4) 0.6363(2) -0.10826(17) 0.0191(5) Uani d 1 O
O6B 0.6007(4) 0.1885(2) -0.01684(18) 0.0219(5) Uani d 1 O
O5B 0.4939(4) 0.2092(2) -0.14337(17) 0.0197(5) Uani d 1 O
O7B 0.8997(4) 0.8543(3) 0.02883(19) 0.0237(5) Uani d 1 O
O8B 1.0473(4) 0.8294(2) 0.14617(17) 0.0204(5) Uani d 1 O
N1B 0.5812(4) 0.2528(3) -0.0667(2) 0.0155(6) Uani d 1 N
N2B 0.9395(5) 0.7882(3) 0.0739(2) 0.0164(6) Uani d 1 N
C1B 0.7765(5) 0.5930(3) 0.1019(2) 0.0138(6) Uani d 1 C
C2B 0.6657(5) 0.4534(3) 0.0624(2) 0.0139(6) Uani d 1 C
C3B 0.6703(5) 0.3873(3) -0.0318(2) 0.0146(6) Uani d 1 C
C4B 0.7575(5) 0.4463(3) -0.0933(2) 0.0135(6) Uani d 1 C
C5B 0.8572(5) 0.5888(3) -0.0546(2) 0.0139(6) Uani d 1 C
C6B 0.8505(5) 0.6533(3) 0.0391(2) 0.0148(6) Uani d 1 C
N5 0.4168(5) 0.8138(3) 0.8301(2) 0.0234(7) Uani d 1 N
H5A 0.402332 0.758781 0.86083 0.028 Uiso calc 1 H
H5B 0.384926 0.770041 0.771132 0.028 Uiso calc 1 H
C13 0.2748(7) 0.9023(4) 0.8612(3) 0.0301(8) Uani d 1 C
H13A 0.140282 0.854724 0.851167 0.045 Uiso calc 1 H
H13B 0.305803 0.948445 0.925147 0.045 Uiso calc 1 H
H13C 0.286816 0.960727 0.827303 0.045 Uiso calc 1 H
C14 0.6298(7) 0.8783(4) 0.8427(3) 0.0317(9) Uani d 1 C
H14A 0.712923 0.816159 0.821396 0.047 Uiso calc 1 H
H14B 0.64767 0.936322 0.808511 0.047 Uiso calc 1 H
H14C 0.666657 0.92404 0.906355 0.047 Uiso calc 1 H
N6 1.1012(5) 0.8241(3) 0.3301(2) 0.0198(6) Uani d 1 N
H6A 1.068753 0.771496 0.273235 0.024 Uiso calc 1 H
H6B 1.109778 0.777325 0.366249 0.024 Uiso calc 1 H
C15 0.9397(6) 0.8977(4) 0.3583(3) 0.0262(8) Uani d 1 C
H15A 0.815406 0.84052 0.354221 0.039 Uiso calc 1 H
H15B 0.971972 0.953343 0.420146 0.039 Uiso calc 1 H
H15C 0.927235 0.946987 0.318716 0.039 Uiso calc 1 H
C16 1.3007(6) 0.9053(3) 0.3342(3) 0.0230(7) Uani d 1 C
H16A 1.39863 0.852514 0.315326 0.034 Uiso calc 1 H
H16B 1.293706 0.95466 0.294307 0.034 Uiso calc 1 H
H16C 1.338443 0.961017 0.395737 0.034 Uiso calc 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag 0.1306 4.282 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1B Ag1 O2A 135.52(9) . .
O1B Ag1 O1A 153.36(8) . .
O2A Ag1 O1A 67.52(8) . .
O1B Ag1 O2B 66.94(8) . .
O2A Ag1 O2B 152.83(9) . .
O1A Ag1 O2B 96.31(8) . .
O4B Ag2 O3A 106.52(9) 1_456 .
O4B Ag2 O4A 165.49(10) 1_456 .
O3A Ag2 O4A 67.96(8) . .
O4B Ag2 O3B 68.52(8) 1_456 1_456
O3A Ag2 O3B 171.64(9) . 1_456
O4A Ag2 O3B 118.49(8) . 1_456
C1A O1A Ag1 116.5(2) . .
C2A O2A Ag1 117.2(2) . .
C4A O3A Ag2 119.3(2) . .
C5A O4A Ag2 117.1(2) . .
O6A N1A O5A 123.6(3) . .
O6A N1A C3A 118.6(3) . .
O5A N1A C3A 117.8(3) . .
O7A N2A O8A 124.6(3) . .
O7A N2A C6A 118.2(3) . .
O8A N2A C6A 117.3(3) . .
O1A C1A C6A 125.5(3) . .
O1A C1A C2A 116.9(3) . .
C6A C1A C2A 117.6(3) . .
O2A C2A C3A 126.1(3) . .
O2A C2A C1A 116.0(3) . .
C3A C2A C1A 117.9(3) . .
C2A C3A C4A 123.6(3) . .
C2A C3A N1A 119.1(3) . .
C4A C3A N1A 117.3(3) . .
O3A C4A C3A 125.6(3) . .
O3A C4A C5A 116.2(3) . .
C3A C4A C5A 118.1(3) . .
O4A C5A C6A 125.6(3) . .
O4A C5A C4A 116.1(3) . .
C6A C5A C4A 118.2(3) . .
C5A C6A C1A 123.8(3) . .
C5A C6A N2A 119.0(3) . .
C1A C6A N2A 117.2(3) . .
C1B O1B Ag1 118.1(2) . .
C2B O2B Ag1 115.0(2) . .
C4B O3B Ag2 116.9(2) . 1_654
CB O4B Ag2 119.7(2) . 1_654
O5B N1B O6B 123.6(3) . .
O5B N1B C3B 119.0(3) . .
O6B N1B C3B 117.5(3) . .
O7B N2B O8B 123.8(3) . .
O7B N2B C6B 117.2(3) . .
O8B N2B C6B 119.0(3) . .
O1B C1B C6B 126.2(3) . .
O1B C1B C2B 116.4(3) . .
C6B C1B C2B 117.3(3) . .
O2B C2B C3B 125.2(3) . .
O2B C2B C1B 115.8(3) . .
C3B C2B C1B 118.9(3) . .
C4B C3B C2B 122.8(3) . .
C4B C3B N1B 118.6(3) . .
C2B C3B N1B 118.5(3) . .
O3B C4B C3B 126.0(3) . .
O3B C4B C5B 116.0(3) . .
C3B C4B C5B 118.0(3) . .
O4B C5B C6B 124.5(3) . .
O4B C5B C4B 117.0(3) . .
C6B C5B C4B 118.4(3) . .
C5B C6B C1B 123.6(3) . .
C5B C6B N2B 117.8(3) . .
C1B C6B N2B 118.4(3) . .
C14 N5 C13 113.7(3) . .
C14 N5 H5A 108.8 . .
C13 N5 H5A 108.8 . .
C14 N5 H5B 108.8 . .
C13 N5 H5B 108.8 . .
H5A N5 H5B 107.7 . .
N5 C13 H13A 109.5 . .
N5 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
N5 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
N5 C14 H14A 109.5 . .
N5 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
N5 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C15 N6 C16 113.4(3) . .
C15 N6 H6A 108.9 . .
C16 N6 H6A 108.9 . .
C15 N6 H6B 108.9 . .
C16 N6 H6B 108.9 . .
H6A N6 H6B 107.7 . .
N6 C15 H15A 109.5 . .
N6 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
N6 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N6 C16 H16A 109.5 . .
N6 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
N6 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ag1 O1B . 2.329(2)
Ag1 O2A . 2.364(2)
Ag1 O1A . 2.431(2)
Ag1 O2B . 2.480(3)
Ag2 O4B 1_456 2.323(2)
Ag2 O3A . 2.343(2)
Ag2 O4A . 2.402(2)
Ag2 O3B 1_456 2.404(2)
O1A C1A . 1.231(4)
O2A C2A . 1.245(4)
O3A C4A . 1.240(4)
O4A C5A . 1.253(4)
O5A N1A . 1.237(4)
O6A N1A . 1.232(4)
O7A N2A . 1.224(4)
O8A N2A . 1.236(4)
N1A C3A . 1.454(4)
N2A C6A . 1.462(4)
C1A C6A . 1.422(5)
C1A C2A . 1.555(5)
C2A C3A . 1.409(5)
C3A C4A . 1.412(5)
C4A C5A . 1.552(5)
C5A C6A . 1.399(5)
O1B C1B . 1.250(4)
O2B C2B . 1.252(4)
O3B C4B . 1.246(4)
O4B C5B . 1.239(4)
O6B N1B . 1.235(4)
O5B N1B . 1.223(4)
O7B N2B . 1.228(4)
O8B N2B . 1.231(4)
N1B C3B . 1.457(4)
N2B C6B . 1.460(4)
C1B C6B . 1.411(4)
C1B C2B . 1.547(5)
C2B C3B . 1.417(5)
C3B C4B . 1.414(4)
C4B C5B . 1.552(5)
C5B C6B . 1.409(5)
N5 C14 . 1.484(6)
N5 C13 . 1.489(5)
N5 H5A . 0.89
N5 H5B . 0.89
C13 H13A . 0.96
C13 H13B . 0.96
C13 H13C . 0.96
C14 H14A . 0.96
C14 H14B . 0.96
C14 H14C . 0.96
N6 C15 . 1.483(5)
N6 C16 . 1.490(5)
N6 H6A . 0.89
N6 H6B . 0.89
C15 H15A . 0.96
C15 H15B . 0.96
C15 H15C . 0.96
C16 H16A . 0.96
C16 H16B . 0.96
C16 H16C . 0.96
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
_geom_torsion_site_symmetry_1
Ag1 O1A C1A C6A -169.7(3) .
Ag1 O1A C1A C2A 9.4(4) .
Ag1 O2A C2A C3A 153.8(3) .
Ag1 O2A C2A C1A -25.3(4) .
O1A C1A C2A O2A 10.4(5) .
C6A C1A C2A O2A -170.4(3) .
O1A C1A C2A C3A -168.8(3) .
C6A C1A C2A C3A 10.4(5) .
O2A C2A C3A C4A 174.2(3) .
C1A C2A C3A C4A -6.8(5) .
O2A C2A C3A N1A -3.8(6) .
C1A C2A C3A N1A 175.3(3) .
O6A N1A C3A C2A -139.9(3) .
O5A N1A C3A C2A 39.9(5) .
O6A N1A C3A C4A 42.1(5) .
O5A N1A C3A C4A -138.2(3) .
Ag2 O3A C4A C3A 160.6(3) .
Ag2 O3A C4A C5A -15.9(4) .
C2A C3A C4A O3A -177.3(3) .
N1A C3A C4A O3A 0.7(5) .
C2A C3A C4A C5A -0.9(5) .
N1A C3A C4A C5A 177.1(3) .
Ag2 O4A C5A C6A -167.8(3) .
Ag2 O4A C5A C4A 12.0(4) .
O3A C4A C5A O4A 2.2(5) .
C3A C4A C5A O4A -174.6(3) .
O3A C4A C5A C6A -178.0(3) .
C3A C4A C5A C6A 5.2(5) .
O4A C5A C6A C1A 178.6(3) .
C4A C5A C6A C1A -1.2(5) .
O4A C5A C6A N2A -0.6(6) .
C4A C5A C6A N2A 179.6(3) .
O1A C1A C6A C5A 172.7(4) .
C2A C1A C6A C5A -6.5(5) .
O1A C1A C6A N2A -8.1(6) .
C2A C1A C6A N2A 172.7(3) .
O7A N2A C6A C5A 135.0(4) .
O8A N2A C6A C5A -44.2(5) .
O7A N2A C6A C1A -44.3(5) .
O8A N2A C6A C1A 136.5(3) .
Ag1 O1B C1B C6B 150.7(3) .
Ag1 O1B C1B C2B -28.4(4) .
Ag1 O2B C2B C3B -166.6(3) .
Ag1 O2B C2B C1B 12.7(4) .
O1B C1B C2B O2B 9.3(4) .
C6B C1B C2B O2B -169.8(3) .
O1B C1B C2B C3B -171.3(3) .
C6B C1B C2B C3B 9.6(5) .
O2B C2B C3B C4B 173.8(3) .
C1B C2B C3B C4B -5.5(5) .
O2B C2B C3B N1B -6.1(5) .
C1B C2B C3B N1B 174.5(3) .
O5B N1B C3B C4B -36.1(5) .
O6B N1B C3B C4B 143.1(3) .
O5B N1B C3B C2B 143.9(3) .
O6B N1B C3B C2B -36.9(5) .
Ag2 O3B C4B C3B -165.8(3) 1_654
Ag2 O3B C4B C5B 12.9(4) 1_654
C2B C3B C4B O3B -179.5(3) .
N1B C3B C4B O3B 0.4(5) .
C2B C3B C4B C5B 1.8(5) .
N1B C3B C4B C5B -178.3(3) .
Ag2 O4B C5B C6B 168.9(3) 1_654
Ag2 O4B C5B C4B -7.9(4) 1_654
O3B C4B C5B O4B -3.9(5) .
C3B C4B C5B O4B 175.0(3) .
O3B C4B C5B C6B 179.2(3) .
C3B C4B C5B C6B -2.0(5) .
O4B C5B C6B C1B -170.0(3) .
C4B C5B C6B C1B 6.7(5) .
O4B C5B C6B N2B 5.2(5) .
C4B C5B C6B N2B -178.1(3) .
O1B C1B C6B C5B 170.6(3) .
C2B C1B C6B C5B -10.4(5) .
O1B C1B C6B N2B -4.5(5) .
C2B C1B C6B N2B 174.5(3) .
O7B N2B C6B C5B 45.5(5) .
O8B N2B C6B C5B -135.1(3) .
O7B N2B C6B C1B -139.1(3) .
O8B N2B C6B C1B 40.3(5) .
