#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:24:26 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179629 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/93/4509356.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4509356
loop_
_publ_author_name
'Hunger, Jens'
'Krautscheid, Harald'
'Sieler, Joachim'
_publ_section_title
;
 Hydrothermal Synthesis and Structure of Coordination Polymers by
 Combination of Bipyrazole and Aromatic Dicarboxylate Ligands
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4613
_journal_paper_doi               10.1021/cg801282r
_journal_volume                  9
_journal_year                    2009
_chemical_formula_moiety         'C28 H32 Ag2 N8 O4'
_chemical_formula_sum            'C28 H32 Ag2 N8 O4'
_chemical_formula_weight         760.36
_chemical_name_systematic
;
catena-((μ₂-benzene-1,3-dicarboxylato)-bis(μ₂-3,3',5,5'-tetramethyl-
4,4'-bipyrazole)-di-silver(i))
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 93.350(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   31.700(2)
_cell_length_b                   8.9406(5)
_cell_length_c                   21.5253(18)
_cell_measurement_reflns_used    11273
_cell_measurement_temperature    213(1)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.54
_cell_volume                     6090.2(7)
_computing_cell_refinement       'RECIPE (Stoe & Cie, 2002)'
_computing_data_collection       'WinXpose (Stoe & Cie, 2002)'
_computing_data_reduction        'INTEGRATE (Stoe & Cie, 2002)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL97 and DIAMOND'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      213(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_device_type  'Stoe IPDS-2T'
_diffrn_measurement_method       'ω-scan and φ-scan'
_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  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0284
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            18151
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.98
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    1.333
_exptl_absorpt_correction_T_max  0.8452
_exptl_absorpt_correction_T_min  0.7500
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
[X-RED32 (Stoe & Cie, 2001);
crystal description using FACEIT (Stoe & Cie, 2002);
optimization using equivalent reflections
(X-SHAPE; Stoe & Cie, 1999)]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3056
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.868
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6965
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.868
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0323
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0606P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0841
_refine_ls_wR_factor_ref         0.0864
_reflns_number_gt                5033
_reflns_number_total             6965
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg801282rsup1.cif
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4509356
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.90053(7) 0.1305(3) 0.27043(11) 0.0278(5) Uani 1 1 d .
C2 C 0.89871(7) 0.2311(3) 0.22138(11) 0.0280(5) Uani 1 1 d .
C3 C 0.85559(7) 0.2725(3) 0.21244(11) 0.0278(5) Uani 1 1 d .
C4 C 0.93701(8) 0.0505(4) 0.30164(14) 0.0463(7) Uani 1 1 d .
H4A H 0.9351 0.0556 0.3459 0.069 Uiso 1 1 calc R
H4B H 0.9629 0.0964 0.2904 0.069 Uiso 1 1 calc R
H4C H 0.9366 -0.0523 0.2887 0.069 Uiso 1 1 calc R
C5 C 0.83481(9) 0.3762(4) 0.16637(14) 0.0472(7) Uani 1 1 d .
H5A H 0.8065 0.3562 0.1626 0.071 Uiso 1 1 calc R
H5B H 0.8462 0.3636 0.1286 0.071 Uiso 1 1 calc R
H5C H 0.8389 0.473 0.1795 0.071 Uiso 1 1 calc R
C6 C 0.44860(8) 0.0736(3) 0.67795(13) 0.0370(6) Uani 1 1 d .
C7 C 0.43340(7) 0.2174(3) 0.68378(11) 0.0303(5) Uani 1 1 d .
C8 C 0.45597(7) 0.3066(3) 0.64233(11) 0.0319(5) Uani 1 1 d .
C9 C 0.43781(12) -0.0696(4) 0.70866(19) 0.0617(9) Uani 1 1 d .
H9A H 0.4446 -0.149 0.6837 0.092 Uiso 1 1 calc R
H9B H 0.4094 -0.0716 0.7148 0.092 Uiso 1 1 calc R
H9C H 0.4528 -0.0770 0.7464 0.092 Uiso 1 1 calc R
C10 C 0.45354(9) 0.4692(4) 0.63077(14) 0.0440(7) Uani 1 1 d .
H10A H 0.4689 0.4926 0.5982 0.066 Uiso 1 1 calc R
H10B H 0.4638 0.5188 0.6649 0.066 Uiso 1 1 calc R
H10C H 0.4264 0.4957 0.6222 0.066 Uiso 1 1 calc R
C11 C 0.71178(7) 0.1328(3) 0.44719(11) 0.0309(5) Uani 1 1 d .
C12 C 0.68183(7) 0.2368(3) 0.42665(11) 0.0291(5) Uani 1 1 d .
C13 C 0.69223(8) 0.2764(3) 0.36552(12) 0.0338(5) Uani 1 1 d .
C14 C 0.71708(10) 0.0498(4) 0.50742(14) 0.0495(7) Uani 1 1 d .
H14A H 0.7155 -0.045 0.5004 0.074 Uiso 1 1 calc R
H14B H 0.6973 0.076 0.5313 0.074 Uiso 1 1 calc R
H14C H 0.7415 0.071 0.5255 0.074 Uiso 1 1 calc R
C15 C 0.67024(11) 0.3786(4) 0.32011(16) 0.0613(11) Uani 1 1 d .
H15A H 0.6836 0.464 0.3198 0.092 Uiso 1 1 calc R
H15B H 0.6445 0.393 0.3307 0.092 Uiso 1 1 calc R
H15C H 0.6697 0.3388 0.2832 0.092 Uiso 1 1 calc R
C16 C 0.63842(7) 0.4411(3) 0.47745(12) 0.0333(5) Uani 1 1 d .
C17 C 0.64559(7) 0.2952(3) 0.45943(11) 0.0296(5) Uani 1 1 d .
C18 C 0.61019(7) 0.2131(3) 0.47707(11) 0.0307(5) Uani 1 1 d .
C19 C 0.66313(10) 0.5811(4) 0.47145(17) 0.0510(8) Uani 1 1 d .
H19A H 0.6459 0.6548 0.4589 0.077 Uiso 1 1 calc R
H19B H 0.6825 0.5677 0.4438 0.077 Uiso 1 1 calc R
H19C H 0.6758 0.6045 0.5081 0.077 Uiso 1 1 calc R
C20 C 0.60058(9) 0.0521(4) 0.46779(14) 0.0459(7) Uani 1 1 d .
H20A H 0.5732 0.0333 0.4779 0.069 Uiso 1 1 calc R
H20B H 0.6190 -0.0042 0.4929 0.069 Uiso 1 1 calc R
H20C H 0.6035 0.0271 0.4267 0.069 Uiso 1 1 calc R
C21 C 0.69811(7) 0.3223(3) 0.15150(11) 0.0330(6) Uani 1 1 d .
C22 C 0.66059(7) 0.2175(3) 0.14255(10) 0.0301(5) Uani 1 1 d .
C23 C 0.66466(10) 0.0668(4) 0.15845(14) 0.0453(7) Uani 1 1 d .
C24 C 0.63076(11) -0.0299(4) 0.14793(16) 0.0504(7) Uani 1 1 d .
C25 C 0.59262(9) 0.0220(3) 0.12229(13) 0.0416(6) Uani 1 1 d .
H25 H 0.5699 -0.0434 0.1166 0.050 Uiso 1 1 calc R
C26 C 0.58785(7) 0.1708(3) 0.10488(11) 0.0311(5) Uani 1 1 d .
C27 C 0.54714(7) 0.2239(3) 0.07052(11) 0.0321(5) Uani 1 1 d .
C28 C 0.62205(7) 0.2680(3) 0.11546(10) 0.0280(5) Uani 1 1 d .
N1 N 0.83279(6) 0.2012(2) 0.25367(9) 0.0277(4) Uani 1 1 d .
N2 N 0.86068(6) 0.1162(2) 0.28841(9) 0.0273(4) Uani 1 1 d .
N3 N 0.48272(6) 0.2188(3) 0.61261(10) 0.0379(5) Uani 1 1 d .
N4 N 0.47814(7) 0.0796(3) 0.63560(11) 0.0406(5) Uani 1 1 d D
N5 N 0.72706(6) 0.2022(3) 0.35114(10) 0.0348(5) Uani 1 1 d .
N6 N 0.73821(6) 0.1155(2) 0.40096(10) 0.0328(5) Uani 1 1 d .
N7 N 0.58321(6) 0.3048(3) 0.50388(10) 0.0352(5) Uani 1 1 d .
N8 N 0.60106(6) 0.4413(3) 0.50412(10) 0.0352(5) Uani 1 1 d .
O1 O 0.73222(6) 0.2717(3) 0.17304(12) 0.0635(7) Uani 1 1 d .
O2 O 0.69169(5) 0.4574(2) 0.13451(9) 0.0400(4) Uani 1 1 d .
O3 O 0.51592(6) 0.1365(3) 0.06812(11) 0.0534(6) Uani 1 1 d .
O4 O 0.54696(5) 0.3478(2) 0.04364(10) 0.0449(5) Uani 1 1 d .
Ag1 Ag 0.766289(6) 0.21200(3) 0.272940(10) 0.04150(8) Uani 1 1 d .
Ag2 Ag 0.519193(6) 0.26474(3) 0.531081(10) 0.04938(9) Uani 1 1 d .
H2N H 0.8520(9) 0.064(4) 0.3155(14) 0.038(8) Uiso 1 1 d .
H4N H 0.4920(9) 0.017(3) 0.6198(14) 0.044(9) Uiso 1 1 d D
H6N H 0.7597(9) 0.061(3) 0.3981(12) 0.033(6) Uiso 1 1 d .
H8N H 0.5876(10) 0.516(4) 0.5160(15) 0.046(9) Uiso 1 1 d .
H23 H 0.6890 0.033 0.1729 0.058 Uiso 1 1 calc R
H24 H 0.6344 -0.123 0.1590 0.058 Uiso 1 1 calc R
H28 H 0.6196 0.369 0.1036 0.026 Uiso 1 1 calc R
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'
Ag Ag -0.8971 1.1015 '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_3
N2 C1 C2 106.4(2) .
N2 C1 C4 122.8(2) .
C2 C1 C4 130.8(2) .
C1 C2 C3 105.65(19) .
C1 C2 C7 128.4(2) 8
C3 C2 C7 125.9(2) 8
N1 C3 C2 109.8(2) .
N1 C3 C5 120.3(2) .
C2 C3 C5 129.8(2) .
C1 C4 H4A 109.5 .
C1 C4 H4B 109.5 .
H4A C4 H4B 109.5 .
C1 C4 H4C 109.5 .
H4A C4 H4C 109.5 .
H4B C4 H4C 109.5 .
C3 C5 H5A 109.5 .
C3 C5 H5B 109.5 .
H5A C5 H5B 109.5 .
C3 C5 H5C 109.5 .
H5A C5 H5C 109.5 .
H5B C5 H5C 109.5 .
N4 C6 C7 106.6(2) .
N4 C6 C9 121.4(3) .
C7 C6 C9 132.0(2) .
C7 C6 H4N 123.8(9) .
C9 C6 H4N 104.2(9) .
C6 C7 C8 105.9(2) .
C6 C7 C2 127.9(2) 8_456
C8 C7 C2 126.0(2) 8_456
N3 C8 C7 109.0(2) .
N3 C8 C10 121.5(2) .
C7 C8 C10 129.4(2) .
C6 C9 H9A 109.5 .
C6 C9 H9B 109.5 .
H9A C9 H9B 109.5 .
C6 C9 H9C 109.5 .
H9A C9 H9C 109.5 .
H9B C9 H9C 109.5 .
C8 C10 H10A 109.5 .
C8 C10 H10B 109.5 .
H10A C10 H10B 109.5 .
C8 C10 H10C 109.5 .
H10A C10 H10C 109.5 .
H10B C10 H10C 109.5 .
N6 C11 C12 106.6(2) .
N6 C11 C14 122.7(2) .
C12 C11 C14 130.6(2) .
C11 C12 C13 105.77(19) .
C11 C12 C17 128.6(2) .
C13 C12 C17 125.7(2) .
N5 C13 C12 109.2(2) .
N5 C13 C15 121.0(2) .
C12 C13 C15 129.7(2) .
C11 C14 H14A 109.5 .
C11 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C11 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C13 C15 H15A 109.5 .
C13 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C13 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
N8 C16 C17 106.5(2) .
N8 C16 C19 121.1(2) .
C17 C16 C19 132.4(2) .
C16 C17 C18 105.58(19) .
C16 C17 C12 127.7(2) .
C18 C17 C12 126.7(2) .
N7 C18 C17 109.6(2) .
N7 C18 C20 121.4(2) .
C17 C18 C20 129.0(2) .
C16 C19 H19A 109.5 .
C16 C19 H19B 109.5 .
H19A C19 H19B 109.5 .
C16 C19 H19C 109.5 .
H19A C19 H19C 109.5 .
H19B C19 H19C 109.5 .
C18 C20 H20A 109.5 .
C18 C20 H20B 109.5 .
H20A C20 H20B 109.5 .
C18 C20 H20C 109.5 .
H20A C20 H20C 109.5 .
H20B C20 H20C 109.5 .
O1 C21 O2 125.1(2) .
O1 C21 C22 118.9(3) .
O2 C21 C22 115.9(2) .
C23 C22 C28 118.7(2) .
C23 C22 C21 120.3(2) .
C28 C22 C21 120.9(2) .
C24 C23 C22 120.2(3) .
C24 C23 H23 121 .
C22 C23 H23 119 .
C25 C24 C23 120.6(3) .
C25 C24 H24 122 .
C23 C24 H24 117 .
C24 C25 C26 120.6(3) .
C24 C25 H25 119.7 .
C26 C25 H25 119.7 .
C25 C26 C28 118.7(2) .
C25 C26 C27 120.3(2) .
C28 C26 C27 120.8(2) .
O4 C27 O3 123.3(2) .
O4 C27 C26 118.8(2) .
O3 C27 C26 117.8(2) .
C22 C28 C26 121.2(3) .
C22 C28 H28 118.7 .
C26 C28 H28 120.1 .
C3 N1 N2 105.81(17) .
C3 N1 Ag1 132.26(16) .
N2 N1 Ag1 121.84(13) .
C1 N2 N1 112.33(19) .
C1 N2 H2N 129(2) .
N1 N2 H2N 119(2) .
N4 N3 C8 106.2(2) .
N4 N3 Ag2 122.58(16) .
C8 N3 Ag2 130.3(2) .
N3 N4 C6 112.3(2) .
N3 N4 H4N 115(2) .
C6 N4 H4N 133(2) .
C13 N5 N6 106.34(19) .
C13 N5 Ag1 133.00(18) .
N6 N5 Ag1 120.47(14) .
C11 N6 N5 112.02(19) .
C11 N6 H6N 131.3(17) .
N5 N6 H6N 116.6(17) .
C18 N7 N8 106.15(19) .
C18 N7 Ag2 130.13(18) .
N8 N7 Ag2 123.18(15) .
C16 N8 N7 112.2(2) .
C16 N8 H8N 127(2) .
N7 N8 H8N 120(2) .
C21 O1 Ag1 138.8(2) .
N5 Ag1 N1 139.31(8) .
N5 Ag1 O1 117.25(8) .
N1 Ag1 O1 103.22(7) .
N7 Ag2 N3 142.11(8) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.349(3) .
C1 C2 1.386(3) .
C1 C4 1.486(4) .
C2 C3 1.418(3) .
C2 C7 1.477(3) 8
C3 N1 1.338(3) .
C3 C5 1.484(4) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 H5A 0.9153 .
C5 H5B 0.9153 .
C5 H5C 0.9153 .
C6 N4 1.346(3) .
C6 C7 1.381(4) .
C6 C9 1.490(4) .
C7 C8 1.421(3) .
C7 C2 1.477(3) 8_456
C8 N3 1.345(3) .
C8 C10 1.476(4) .
C9 H9A 0.9193 .
C9 H9B 0.9193 .
C9 H9C 0.9193 .
C10 H10A 0.9018 .
C10 H10B 0.9018 .
C10 H10C 0.9018 .
C11 N6 1.347(3) .
C11 C12 1.383(3) .
C11 C14 1.495(4) .
C12 C13 1.420(3) .
C12 C17 1.478(3) .
C13 N5 1.340(3) .
C13 C15 1.482(4) .
C14 H14A 0.8650 .
C14 H14B 0.8650 .
C14 H14C 0.8650 .
C15 H15A 0.8705 .
C15 H15B 0.8705 .
C15 H15C 0.8705 .
C16 N8 1.346(3) .
C16 C17 1.384(4) .
C16 C19 1.486(4) .
C17 C18 1.411(3) .
C18 N7 1.339(3) .
C18 C20 1.482(4) .
C19 H19A 0.8878 .
C19 H19B 0.8878 .
C19 H19C 0.8878 .
C20 H20A 0.9214 .
C20 H20B 0.9214 .
C20 H20C 0.9214 .
C21 O1 1.237(3) .
C21 O2 1.275(4) .
C21 C22 1.517(3) .
C22 C23 1.395(4) .
C22 C28 1.397(3) .
C23 C24 1.387(4) .
C23 H23 0.87 .
C24 C25 1.380(4) .
C24 H24 0.87 .
C25 C26 1.388(4) .
C25 H25 0.9300 .
C26 C28 1.398(3) .
C26 C27 1.525(3) .
C27 O4 1.249(3) .
C27 O3 1.260(3) .
C28 H28 0.94 .
N1 N2 1.357(3) .
N1 Ag1 2.1744(18) .
N2 H2N 0.81(3) .
N3 N4 1.350(4) .
N3 Ag2 2.196(2) .
N4 H4N 0.801(18) .
N5 N6 1.353(3) .
N5 Ag1 2.1523(19) .
N6 H6N 0.84(3) .
N7 N8 1.345(3) .
N7 Ag2 2.1745(19) .
N8 H8N 0.84(3) .
O1 Ag1 2.409(2) .
