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#$Date: 2016-03-24 02:38:42 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179590 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/55/4505550.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_4505550
loop_
_publ_author_name
'Li, Bo'
'Zang, Shuang-Quan'
'Ji, Can'
'Hou, Hong-Wei'
'Mak, Thomas C. W.'
_publ_section_title
;
 Syntheses, Structures, and Properties of Silver--Organic Frameworks
 Constructed with
 1,1′-Biphenyl-2,2′,6,6′-tetracarboxylic Acid
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1443
_journal_paper_doi               10.1021/cg2015447
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C46 H46 Ag3 N7 O14'
_chemical_formula_weight         1244.51
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 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                 131.552(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.8314(11)
_cell_length_b                   9.7047(17)
_cell_length_c                   22.344(2)
_cell_measurement_reflns_used    2848
_cell_measurement_temperature    296
_cell_measurement_theta_max      29.0558
_cell_measurement_theta_min      2.9982
_cell_volume                     2406.8(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9776
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.22
_exptl_absorpt_coefficient_mu    1.282
_exptl_absorpt_correction_T_max  0.8211
_exptl_absorpt_correction_T_min  0.7835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS(2009)
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.494
_refine_diff_density_min         -1.505
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4230
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0653
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0337P)²+14.3537P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1442
_reflns_number_gt                3146
_reflns_number_total             4230
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2015447_si_002.cif
_cod_data_source_block           2
_cod_original_cell_volume        2406.8(5)
_cod_original_sg_symbol_H-M      'P 2/c'
_cod_database_code               4505550
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
N4 N 0.8075(11) 0.5350(13) 0.7034(7) 0.074(4) Uani 0.50 1 d PU
H4D H 0.7556 0.5252 0.7082 0.088 Uiso 0.50 1 d PR
H4A H 0.8437 0.5986 0.7230 0.110 Uiso 0.50 1 d PR
H4B H 0.8456 0.4733 0.7093 0.110 Uiso 0.50 1 d PR
H4C H 0.7772 0.5410 0.6617 0.110 Uiso 0.50 1 d PR
Ag1 Ag -0.5000 0.11680(9) 0.7500 0.0606(3) Uani 1 2 d S
Ag2 Ag 0.50235(4) -0.03539(10) 1.09206(4) 0.1078(4) Uani 1 1 d .
O1 O -0.3997(4) 0.3827(6) 0.9456(3) 0.0749(16) Uani 1 1 d .
O2 O -0.5166(4) 0.2852(6) 0.8270(3) 0.0632(13) Uani 1 1 d .
O1W O 0.4850(6) 0.2743(7) 0.9949(3) 0.105(2) Uani 1 1 d .
H1WA H 0.5457 0.2803 1.0407 0.157 Uiso 1 1 d R
H1WB H 0.4831 0.3345 0.9696 0.157 Uiso 1 1 d R
N1 N 0.3114(4) 0.0022(7) 1.0183(3) 0.0573(16) Uani 1 1 d .
N2 N -0.3054(4) 0.0862(5) 0.8168(3) 0.0442(12) Uani 1 1 d .
N3 N 0.6919(4) -0.0374(7) 1.1542(3) 0.0607(16) Uani 1 1 d .
C1 C 0.2662(5) 0.1267(9) 1.0090(4) 0.0577(19) Uani 1 1 d .
H1A H 0.3180 0.2020 1.0308 0.069 Uiso 1 1 calc R
C2 C 0.1464(5) 0.1493(7) 0.9686(3) 0.0483(16) Uani 1 1 d .
H2 H 0.1186 0.2383 0.9632 0.058 Uiso 1 1 calc R
C3 C 0.0672(4) 0.0387(6) 0.9360(3) 0.0374(13) Uani 1 1 d .
C4 C 0.1148(5) -0.0901(7) 0.9441(4) 0.0511(16) Uani 1 1 d .
H4 H 0.0650 -0.1672 0.9218 0.061 Uiso 1 1 calc R
C5 C 0.2353(5) -0.1039(8) 0.9850(4) 0.0592(19) Uani 1 1 d .
H5 H 0.2652 -0.1913 0.9898 0.071 Uiso 1 1 calc R
C6 C -0.0615(4) 0.0571(6) 0.8950(3) 0.0346(13) Uani 1 1 d .
C7 C -0.1207(5) 0.1814(7) 0.8623(4) 0.0469(15) Uani 1 1 d .
H7 H -0.0791 0.2582 0.8668 0.056 Uiso 1 1 calc R
C8 C -0.2421(5) 0.1916(7) 0.8229(4) 0.0506(16) Uani 1 1 d .
H8 H -0.2809 0.2754 0.7998 0.061 Uiso 1 1 calc R
C9 C -0.2479(5) -0.0333(7) 0.8506(3) 0.0427(14) Uani 1 1 d .
H9 H -0.2907 -0.1068 0.8478 0.051 Uiso 1 1 calc R
C10 C -0.1289(5) -0.0524(6) 0.8892(3) 0.0410(14) Uani 1 1 d .
H10 H -0.0927 -0.1375 0.9115 0.049 Uiso 1 1 calc R
C11 C -0.3728(5) 0.4495(6) 0.8570(3) 0.0402(14) Uani 1 1 d .
C12 C -0.2478(5) 0.4620(7) 0.9162(4) 0.0513(17) Uani 1 1 d .
H12 H -0.2079 0.4229 0.9662 0.062 Uiso 1 1 calc R
C13 C -0.1830(5) 0.5305(7) 0.9022(4) 0.0556(17) Uani 1 1 d .
H13 H -0.0994 0.5324 0.9412 0.067 Uiso 1 1 calc R
C14 C -0.2416(6) 0.5968(7) 0.8304(4) 0.0584(18) Uani 1 1 d .
H14 H -0.1976 0.6444 0.8210 0.070 Uiso 1 1 calc R
C15 C -0.3663(5) 0.5924(7) 0.7721(3) 0.0493(16) Uani 1 1 d .
C16 C -0.4324(4) 0.5139(6) 0.7835(3) 0.0372(13) Uani 1 1 d .
C17 C -0.4369(5) 0.3667(7) 0.8766(4) 0.0471(16) Uani 1 1 d .
O3 O -0.4957(5) 0.7821(6) 0.6969(4) 0.101(2) Uani 1 1 d .
C19 C 0.8681(5) -0.1579(8) 1.2035(5) 0.069(2) Uani 1 1 d .
H19 H 0.9037 -0.2423 1.2104 0.083 Uiso 1 1 calc R
C20 C 0.9348(4) -0.0391(7) 1.2293(3) 0.0391(14) Uani 1 1 d .
C21 C 0.8744(5) 0.0808(8) 1.2165(4) 0.0590(19) Uani 1 1 d .
H21 H 0.9147 0.1647 1.2329 0.071 Uiso 1 1 calc R
C22 C 0.7558(6) 0.0769(8) 1.1798(4) 0.064(2) Uani 1 1 d .
H22 H 0.7177 0.1595 1.1723 0.077 Uiso 1 1 calc R
C23 C 0.7490(6) -0.1525(9) 1.1675(5) 0.083(3) Uani 1 1 d .
H23 H 0.7065 -0.2349 1.1516 0.100 Uiso 1 1 calc R
C18 C -0.4297(7) 0.6911(10) 0.7023(5) 0.078(3) Uani 1 1 d .
O4 O -0.4091(6) 0.6788(8) 0.6561(4) 0.119(3) Uani 1 1 d .
O2W O 0.7354(7) 0.5610(8) 0.0655(4) 0.129(3) Uani 1 1 d .
H2WB H 0.7281 0.4981 0.0456 0.194 Uiso 1 1 d R
H2WA H 0.6897 0.6181 0.0302 0.194 Uiso 1 1 d R
O3W O 0.9786(8) 0.4893(17) 0.1324(6) 0.257(8) Uani 1 1 d .
H3WB H 0.9473 0.4868 0.1508 0.386 Uiso 1 1 d R
H3WA H 1.0444 0.5051 0.1649 0.386 Uiso 1 1 d 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
H4D N4 H4A 112.3 . .
H4D N4 H4B 120.9 . .
H4A N4 H4B 112.4 . .
H4D N4 H4C 109.5 . .
H4A N4 H4C 106.5 . .
H4B N4 H4C 92.3 . .
N2 Ag1 N2 164.6(3) . 2_456
N2 Ag1 O2 107.62(17) . .
N2 Ag1 O2 82.66(17) 2_456 .
N2 Ag1 O2 82.66(17) . 2_456
N2 Ag1 O2 107.62(16) 2_456 2_456
O2 Ag1 O2 98.4(2) . 2_456
N3 Ag2 N1 168.7(2) . .
C17 O2 Ag1 124.4(4) . .
H1WA O1W H1WB 109.5 . .
C1 N1 C5 117.5(5) . .
C1 N1 Ag2 122.8(5) . .
C5 N1 Ag2 119.5(5) . .
C8 N2 C9 117.8(5) . .
C8 N2 Ag1 118.6(4) . .
C9 N2 Ag1 123.6(4) . .
C23 N3 C22 116.6(5) . .
C23 N3 Ag2 121.6(5) . .
C22 N3 Ag2 121.8(5) . .
N1 C1 C2 123.1(7) . .
N1 C1 H1A 118.5 . .
C2 C1 H1A 118.5 . .
C1 C2 C3 119.7(7) . .
C1 C2 H2 120.1 . .
C3 C2 H2 120.1 . .
C4 C3 C2 116.6(5) . .
C4 C3 C6 121.7(5) . .
C2 C3 C6 121.7(6) . .
C5 C4 C3 120.0(7) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
N1 C5 C4 123.0(7) . .
N1 C5 H5 118.5 . .
C4 C5 H5 118.5 . .
C7 C6 C10 116.6(5) . .
C7 C6 C3 122.6(5) . .
C10 C6 C3 120.8(5) . .
C6 C7 C8 120.0(6) . .
C6 C7 H7 120.0 . .
C8 C7 H7 120.0 . .
N2 C8 C7 122.6(6) . .
N2 C8 H8 118.7 . .
C7 C8 H8 118.7 . .
N2 C9 C10 123.1(5) . .
N2 C9 H9 118.5 . .
C10 C9 H9 118.5 . .
C9 C10 C6 119.8(6) . .
C9 C10 H10 120.1 . .
C6 C10 H10 120.1 . .
C16 C11 C12 118.9(6) . .
C16 C11 C17 123.3(5) . .
C12 C11 C17 117.7(5) . .
C13 C12 C11 121.3(6) . .
C13 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
C12 C13 C14 119.9(6) . .
C12 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
C13 C14 C15 119.9(6) . .
C13 C14 H14 120.1 . .
C15 C14 H14 120.1 . .
C14 C15 C16 120.5(6) . .
C14 C15 C18 118.6(6) . .
C16 C15 C18 120.2(6) . .
C15 C16 C11 119.2(5) . .
C15 C16 C16 116.9(5) . 2_456
C11 C16 C16 123.8(6) . 2_456
O2 C17 O1 124.2(7) . .
O2 C17 C11 119.5(5) . .
O1 C17 C11 116.2(6) . .
C23 C19 C20 120.2(7) . .
C23 C19 H19 119.9 . .
C20 C19 H19 119.9 . .
C19 C20 C21 115.7(5) . .
C19 C20 C20 122.5(4) . 2_757
C21 C20 C20 121.8(4) . 2_757
C22 C21 C20 120.3(7) . .
C22 C21 H21 119.9 . .
C20 C21 H21 119.9 . .
N3 C22 C21 123.7(7) . .
N3 C22 H22 118.2 . .
C21 C22 H22 118.2 . .
N3 C23 C19 123.5(7) . .
N3 C23 H23 118.3 . .
C19 C23 H23 118.3 . .
O4 C18 O3 125.5(9) . .
O4 C18 C15 117.5(10) . .
O3 C18 C15 117.0(9) . .
H2WB O2W H2WA 106.7 . .
H3WB O3W H3WA 109.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N4 H4D 0.8501 .
N4 H4A 0.7413 .
N4 H4B 0.7725 .
N4 H4C 0.7199 .
Ag1 N2 2.221(4) .
Ag1 N2 2.221(4) 2_456
Ag1 O2 2.502(5) .
Ag1 O2 2.502(5) 2_456
Ag2 N3 2.157(5) .
Ag2 N1 2.163(5) .
O1 C17 1.255(7) .
O2 C17 1.230(8) .
O1W H1WA 0.7999 .
O1W H1WB 0.7999 .
N1 C1 1.329(9) .
N1 C5 1.332(9) .
N2 C8 1.332(8) .
N2 C9 1.337(8) .
N3 C23 1.312(10) .
N3 C22 1.317(9) .
C1 C2 1.376(8) .
C1 H1A 0.9300 .
C2 C3 1.389(8) .
C2 H2 0.9300 .
C3 C4 1.387(9) .
C3 C6 1.482(7) .
C4 C5 1.371(8) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C7 1.381(8) .
C6 C10 1.404(8) .
C7 C8 1.386(7) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C9 C10 1.369(7) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 C16 1.394(8) .
C11 C12 1.396(8) .
C11 C17 1.515(9) .
C12 C13 1.363(9) .
C12 H12 0.9300 .
C13 C14 1.377(9) .
C13 H13 0.9300 .
C14 C15 1.386(8) .
C14 H14 0.9300 .
C15 C16 1.393(8) .
C15 C18 1.513(10) .
C16 C16 1.509(10) 2_456
O3 C18 1.264(12) .
C19 C23 1.374(9) .
C19 C20 1.372(9) .
C19 H19 0.9300 .
C20 C21 1.378(9) .
C20 C20 1.490(9) 2_757
C21 C22 1.362(8) .
C21 H21 0.9300 .
C22 H22 0.9300 .
C23 H23 0.9300 .
C18 O4 1.261(11) .
O2W H2WB 0.7201 .
O2W H2WA 0.8244 .
O3W H3WB 0.8003 .
O3W H3WA 0.7499 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N4 H4D O4 0.85 2.40 2.980(15) 125.7 1_655
N4 H4C O2W 0.72 2.05 2.670(14) 144.3 4_566
O1W H1WA O4 0.80 2.23 2.854(8) 135.6 4_666
O1W H1WB O1 0.80 2.18 2.782(8) 132.0 1_655
O2W H2WB O1 0.72 2.06 2.659(9) 141.9 1_654
O2W H2WA O1W 0.82 2.49 3.035(11) 124.8 3_666
O3W H3WB O2W 0.80 2.47 2.929(12) 118.1 .
O3W H3WA N4 0.75 2.25 2.854(16) 138.3 3_766
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
_geom_torsion_site_symmetry_4
N2 Ag1 O2 C17 20.9(6) . .
N2 Ag1 O2 C17 -170.8(5) 2_456 .
O2 Ag1 O2 C17 -64.0(5) 2_456 .
N3 Ag2 N1 C1 -45.2(14) . .
N3 Ag2 N1 C5 140.0(11) . .
N2 Ag1 N2 C8 163.0(5) 2_456 .
O2 Ag1 N2 C8 -66.5(5) . .
O2 Ag1 N2 C8 30.0(5) 2_456 .
N2 Ag1 N2 C9 -16.1(5) 2_456 .
O2 Ag1 N2 C9 114.3(5) . .
O2 Ag1 N2 C9 -149.2(5) 2_456 .
N1 Ag2 N3 C23 -138.7(12) . .
N1 Ag2 N3 C22 40.3(15) . .
C5 N1 C1 C2 1.5(10) . .
Ag2 N1 C1 C2 -173.4(5) . .
N1 C1 C2 C3 0.5(10) . .
C1 C2 C3 C4 -2.3(9) . .
C1 C2 C3 C6 177.4(5) . .
C2 C3 C4 C5 2.1(9) . .
C6 C3 C4 C5 -177.5(6) . .
C1 N1 C5 C4 -1.7(10) . .
Ag2 N1 C5 C4 173.4(5) . .
C3 C4 C5 N1 -0.2(10) . .
C4 C3 C6 C7 -157.6(6) . .
C2 C3 C6 C7 22.7(9) . .
C4 C3 C6 C10 23.8(8) . .
C2 C3 C6 C10 -155.8(6) . .
C10 C6 C7 C8 -3.0(9) . .
C3 C6 C7 C8 178.4(6) . .
C9 N2 C8 C7 0.2(10) . .
Ag1 N2 C8 C7 -179.0(5) . .
C6 C7 C8 N2 2.1(10) . .
C8 N2 C9 C10 -1.5(9) . .
Ag1 N2 C9 C10 177.6(4) . .
N2 C9 C10 C6 0.5(9) . .
C7 C6 C10 C9 1.8(8) . .
C3 C6 C10 C9 -179.6(5) . .
C16 C11 C12 C13 -3.0(10) . .
C17 C11 C12 C13 177.6(6) . .
C11 C12 C13 C14 4.4(11) . .
C12 C13 C14 C15 -0.7(11) . .
C13 C14 C15 C16 -4.3(10) . .
C13 C14 C15 C18 166.3(8) . .
C14 C15 C16 C11 5.6(9) . .
C18 C15 C16 C11 -164.8(7) . .
C14 C15 C16 C16 -179.3(6) . 2_456
C18 C15 C16 C16 10.3(9) . 2_456
C12 C11 C16 C15 -2.0(9) . .
C17 C11 C16 C15 177.4(6) . .
C12 C11 C16 C16 -176.7(5) . 2_456
C17 C11 C16 C16 2.7(8) . 2_456
Ag1 O2 C17 O1 -130.6(5) . .
Ag1 O2 C17 C11 46.0(7) . .
C16 C11 C17 O2 44.0(9) . .
C12 C11 C17 O2 -136.6(6) . .
C16 C11 C17 O1 -139.1(6) . .
C12 C11 C17 O1 40.3(8) . .
C23 C19 C20 C21 0.0(11) . .
C23 C19 C20 C20 178.4(8) . 2_757
C19 C20 C21 C22 -0.4(10) . .
C20 C20 C21 C22 -178.8(7) 2_757 .
C23 N3 C22 C21 1.7(12) . .
Ag2 N3 C22 C21 -177.4(6) . .
C20 C21 C22 N3 -0.5(12) . .
C22 N3 C23 C19 -2.1(13) . .
Ag2 N3 C23 C19 176.9(7) . .
C20 C19 C23 N3 1.3(14) . .
C14 C15 C18 O4 63.7(9) . .
C16 C15 C18 O4 -125.8(7) . .
C14 C15 C18 O3 -113.9(8) . .
C16 C15 C18 O3 56.7(9) . .
