#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:47:40 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180196 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/92/7109286.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_7109286
loop_
_publ_author_name
'Andres Tasada'
'Francisca M. Alberti'
'Antonio Bauza'
'Miquel Barcelo-Oliver'
'Angel Garcia-Raso'
'Juan J. Fiol'
'Elies Molins'
'Amparo Caubet'
'Antonio Frontera'
_publ_section_title
;
 Metallomacrocycles as anion receptors: combining hydrogen bonding and ion
 pair based hosts formed from Ag(I) salts and flexible bis- and
 tris-pyrimidine ligands
;
_journal_name_full               Chem.Commun.
_journal_page_first              4944
_journal_paper_doi               10.1039/c3cc40772a
_journal_volume                  49
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C32 H46 Ag2 B2 F8 N18 O4'
_chemical_formula_sum            'C32 H46 Ag2 B2 F8 N18 O4'
_chemical_formula_weight         1136.23
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_creation_date             2013-03-26T23:06:57-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                96.688(14)
_cell_angle_beta                 117.81(3)
_cell_angle_gamma                108.686(5)
_cell_formula_units_Z            1
_cell_length_a                   10.874(5)
_cell_length_b                   11.150(5)
_cell_length_c                   11.523(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      24.7
_cell_measurement_theta_min      13.58
_cell_measurement_wavelength     0.71073
_cell_volume                     1110.1(9)
_computing_cell_refinement       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_collection       'CAD4 Express (Enraf Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 'scintillation LiI'
_diffrn_detector_dtime           1.195
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       'non-profiled omega/2theta scans'
_diffrn_orient_matrix_type
;
x-axis points to radiation source
the matrix is specified in reciprocal space
;
_diffrn_orient_matrix_UB_11      -0.09476
_diffrn_orient_matrix_UB_12      0.015668
_diffrn_orient_matrix_UB_13      0.074224
_diffrn_orient_matrix_UB_21      -0.044995
_diffrn_orient_matrix_UB_22      0.030516
_diffrn_orient_matrix_UB_23      -0.067445
_diffrn_orient_matrix_UB_31      -0.013246
_diffrn_orient_matrix_UB_32      -0.093765
_diffrn_orient_matrix_UB_33      0.025425
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9603
_diffrn_reflns_theta_full        34.22
_diffrn_reflns_theta_max         34.22
_diffrn_reflns_theta_min         2.73
_diffrn_source                   'Enraf Nonius FR590'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 131
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_T_max  0.27
_exptl_absorpt_correction_T_min  0.005
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
(See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.7
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.34
_refine_diff_density_max         1.56
_refine_diff_density_min         -1.508
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         9213
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0908
_refine_ls_R_factor_gt           0.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0933P)²+0.6959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1568
_refine_ls_wR_factor_ref         0.1775
_reflns_number_gt                6173
_reflns_number_total             9213
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c3cc40772a.txt
_cod_data_source_block           pm94
_cod_original_cell_volume        1110.0(8)
_cod_database_code               7109286
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ag1 Ag 1.31273(3) -0.10688(2) 0.92396(3) 0.05708(10) Uani 1 1 d .
N1 N 1.3583(3) -0.2519(2) 0.8315(2) 0.0447(5) Uani 1 1 d .
C2 C 1.3009(5) -0.3010(4) 0.6947(3) 0.0621(9) Uani 1 1 d .
N3 N 1.3202(4) -0.4005(3) 0.6382(3) 0.0679(9) Uani 1 1 d .
C4 C 1.4066(4) -0.4493(3) 0.7249(4) 0.0575(7) Uani 1 1 d .
H4 H 1.4214 -0.5187 0.6888 0.069 Uiso 1 1 calc R
C5 C 1.4755(4) -0.4017(4) 0.8663(4) 0.0590(8) Uani 1 1 d .
H5 H 1.5385 -0.4353 0.9257 0.071 Uiso 1 1 calc R
C6 C 1.4466(4) -0.3028(3) 0.9146(3) 0.0509(6) Uani 1 1 d .
H6 H 1.4905 -0.2696 1.0094 0.061 Uiso 1 1 calc R
N7 N 1.2224(8) -0.2447(6) 0.6128(4) 0.134(3) Uani 1 1 d .
H7 H 1.198 -0.1905 0.6473 0.161 Uiso 1 1 calc R
C8 C 1.1677(9) -0.2709(6) 0.4481(9) 0.126(3) Uani 1 1 d .
H8A H 1.1686 -0.1921 0.42 0.151 Uiso 1 1 calc R
H8B H 1.2267 -0.3066 0.4249 0.151 Uiso 1 1 calc R
C9 C 1.0217(7) -0.3649(5) 0.3977(8) 0.106(2) Uani 1 1 d .
H9A H 0.9747 -0.3377 0.4432 0.127 Uiso 1 1 calc R
H9B H 1.0189 -0.4518 0.4033 0.127 Uiso 1 1 calc R
N10 N 0.9438(5) -0.3611(3) 0.2368(3) 0.0754(11) Uani 1 1 d .
C11 C 0.8995(4) -0.4674(3) 0.1323(3) 0.0493(6) Uani 1 1 d .
N12 N 0.9687(3) -0.5505(3) 0.1633(3) 0.0519(5) Uani 1 1 d .
C13 C 0.9239(4) -0.6511(3) 0.0567(4) 0.0546(7) Uani 1 1 d .
H13 H 0.9707 -0.7092 0.0736 0.066 Uiso 1 1 calc R
C14 C 0.8123(5) -0.6731(3) -0.0764(4) 0.0605(8) Uani 1 1 d .
H14 H 0.7822 -0.7441 -0.1494 0.073 Uiso 1 1 calc R
C15 C 0.7468(4) -0.5833(4) -0.0961(4) 0.0588(7) Uani 1 1 d .
H15 H 0.6694 -0.596 -0.1851 0.071 Uiso 1 1 calc R
N16 N 0.7891(3) -0.4810(3) 0.0053(3) 0.0535(6) Uani 1 1 d .
C17 C 0.8797(5) -0.2638(4) 0.2081(4) 0.0666(10) Uani 1 1 d .
H17A H 0.8846 -0.2216 0.2897 0.08 Uiso 1 1 calc R
H17B H 0.7723 -0.3099 0.1338 0.08 Uiso 1 1 calc R
C18 C 0.9618(5) -0.1585(5) 0.1682(5) 0.0749(11) Uani 1 1 d .
H18A H 1.0633 -0.1008 0.2484 0.09 Uiso 1 1 calc R
H18B H 0.9745 -0.2004 0.0984 0.09 Uiso 1 1 calc R
N19 N 0.8785(4) -0.0784(3) 0.1142(3) 0.0668(8) Uani 1 1 d .
H19 H 0.8794 -0.0212 0.1719 0.08 Uiso 1 1 calc R
C20 C 0.8012(4) -0.0885(3) -0.0191(3) 0.0493(6) Uani 1 1 d .
N21 N 0.7159(3) -0.0174(2) -0.0562(3) 0.0469(5) Uani 1 1 d .
C22 C 0.6385(4) -0.0299(4) -0.1908(4) 0.0584(7) Uani 1 1 d .
H22 H 0.579 0.0172 -0.2203 0.07 Uiso 1 1 calc R
C23 C 0.6438(5) -0.1096(4) -0.2869(4) 0.0695(9) Uani 1 1 d .
H23 H 0.5896 -0.1173 -0.3802 0.083 Uiso 1 1 calc R
C24 C 0.7331(6) -0.1776(5) -0.2384(5) 0.0745(11) Uani 1 1 d .
H24 H 0.7378 -0.2331 -0.3015 0.089 Uiso 1 1 calc R
N25 N 0.8122(4) -0.1678(3) -0.1069(4) 0.0641(7) Uani 1 1 d .
B1 B 1.3329(6) 0.1220(5) 0.6495(5) 0.0681(10) Uani 1 1 d .
F1 F 1.3639(6) 0.2512(4) 0.6830(7) 0.159(2) Uani 1 1 d .
F2 F 1.3685(4) 0.0847(4) 0.7668(3) 0.0965(9) Uani 1 1 d .
F3 F 1.4207(6) 0.1012(6) 0.6055(5) 0.155(2) Uani 1 1 d .
F4 F 1.1808(4) 0.0505(5) 0.5526(4) 0.1315(15) Uani 1 1 d .
O1W O 1.1860(5) -0.5998(3) 0.3811(3) 0.0918(11) Uani 1 1 d D
O2W O 0.9857(5) -0.8499(4) 0.3459(4) 0.0833(9) Uani 1 1 d D
H10 H 1.257(6) -0.528(4) 0.457(4) 0.12(2) Uiso 1 1 d D
H11 H 1.123(6) -0.578(6) 0.308(4) 0.12(2) Uiso 1 1 d D
H20 H 1.009(5) -0.884(4) 0.413(3) 0.064(12) Uiso 1 1 d D
H21 H 1.044(4) -0.766(2) 0.364(4) 0.056(11) Uiso 1 1 d D
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 -5 -6
-7 -4 -3
-1 5 -3
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
N21 Ag1 N1 166.03(9) 2_756 .
C6 N1 C2 116.3(2) . .
C6 N1 Ag1 117.7(2) . .
C2 N1 Ag1 126.01(19) . .
N7 C2 N3 118.5(3) . .
N7 C2 N1 116.8(3) . .
N3 C2 N1 124.7(3) . .
C4 N3 C2 116.5(3) . .
N3 C4 C5 122.9(3) . .
C6 C5 C4 116.7(3) . .
N1 C6 C5 122.8(3) . .
C2 N7 C8 124.7(3) . .
C9 C8 N7 94.8(5) . .
C8 C9 N10 97.3(5) . .
C11 N10 C17 120.6(3) . .
C11 N10 C9 120.3(3) . .
C17 N10 C9 116.0(3) . .
N16 C11 N12 125.2(3) . .
N16 C11 N10 116.5(3) . .
N12 C11 N10 118.3(3) . .
C13 N12 C11 115.9(3) . .
N12 C13 C14 123.2(3) . .
C13 C14 C15 116.1(3) . .
N16 C15 C14 123.0(3) . .
C15 N16 C11 116.6(3) . .
N10 C17 C18 112.9(4) . .
N19 C18 C17 111.8(4) . .
C20 N19 C18 123.9(3) . .
N19 C20 N25 118.0(3) . .
N19 C20 N21 117.4(3) . .
N25 C20 N21 124.6(3) . .
C22 N21 C20 116.2(3) . .
C22 N21 Ag1 116.7(2) . 2_756
C20 N21 Ag1 127.0(2) . 2_756
N21 C22 C23 122.4(3) . .
C22 C23 C24 116.7(4) . .
N25 C24 C23 123.1(3) . .
C24 N25 C20 116.9(3) . .
F1 B1 F3 110.4(5) . .
F1 B1 F4 109.1(4) . .
F3 B1 F4 111.9(5) . .
F1 B1 F2 108.2(5) . .
F3 B1 F2 107.7(4) . .
F4 B1 F2 109.4(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N21 2.137(2) 2_756
Ag1 N1 2.144(2) .
N1 C6 1.334(4) .
N1 C2 1.355(4) .
C2 N7 1.320(4) .
C2 N3 1.345(4) .
N3 C4 1.325(4) .
C4 C5 1.379(5) .
C5 C6 1.366(4) .
N7 C8 1.656(9) .
C8 C9 1.373(9) .
C9 N10 1.652(8) .
N10 C11 1.359(4) .
N10 C17 1.459(4) .
C11 N16 1.341(4) .
C11 N12 1.351(3) .
N12 C13 1.332(4) .
C13 C14 1.367(6) .
C14 C15 1.385(6) .
C15 N16 1.316(4) .
C17 C18 1.491(7) .
C18 N19 1.459(4) .
N19 C20 1.331(5) .
C20 N25 1.339(4) .
C20 N21 1.360(3) .
N21 C22 1.338(5) .
N21 Ag1 2.137(2) 2_756
C22 C23 1.371(5) .
C23 C24 1.377(7) .
C24 N25 1.316(6) .
B1 F1 1.332(6) .
B1 F3 1.338(6) .
B1 F4 1.358(6) .
B1 F2 1.377(6) .
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
N7 H7 O2W 0.86 2.22 2.980(6) 147.8 2_746
N19 H19 O2W 0.86 2.13 2.930(5) 154.7 1_565
O1W H10 N3 0.902(19) 2.05(4) 2.863(4) 150(6) .
O1W H11 N12 0.922(19) 1.88(2) 2.794(4) 171(6) .
O2W H20 F4 0.873(18) 2.22(3) 2.970(5) 144(4) 1_545
O2W H20 F4 0.873(18) 2.51(4) 3.104(6) 126(4) 2_746
O2W H21 O1W 0.880(18) 1.91(2) 2.775(6) 167(4) .
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
N21 Ag1 N1 C6 -19.0(5) 2_756 .
N21 Ag1 N1 C2 158.4(4) 2_756 .
C6 N1 C2 N7 -175.3(5) . .
Ag1 N1 C2 N7 7.2(7) . .
C6 N1 C2 N3 3.8(6) . .
Ag1 N1 C2 N3 -173.7(3) . .
N7 C2 N3 C4 176.4(5) . .
N1 C2 N3 C4 -2.6(7) . .
C2 N3 C4 C5 -0.5(7) . .
N3 C4 C5 C6 2.1(6) . .
C2 N1 C6 C5 -1.9(5) . .
Ag1 N1 C6 C5 175.8(3) . .
C4 C5 C6 N1 -0.8(6) . .
N3 C2 N7 C8 -9.9(10) . .
N1 C2 N7 C8 169.2(6) . .
C2 N7 C8 C9 97.3(7) . .
N7 C8 C9 N10 163.1(3) . .
C8 C9 N10 C11 111.0(5) . .
C8 C9 N10 C17 -88.9(5) . .
C17 N10 C11 N16 -3.7(6) . .
C9 N10 C11 N16 155.4(4) . .
C17 N10 C11 N12 176.2(4) . .
C9 N10 C11 N12 -24.6(6) . .
N16 C11 N12 C13 1.6(5) . .
N10 C11 N12 C13 -178.4(4) . .
C11 N12 C13 C14 -1.5(5) . .
N12 C13 C14 C15 0.3(5) . .
C13 C14 C15 N16 1.0(6) . .
C14 C15 N16 C11 -1.0(5) . .
N12 C11 N16 C15 -0.4(5) . .
N10 C11 N16 C15 179.6(4) . .
C11 N10 C17 C18 -84.5(5) . .
C9 N10 C17 C18 115.5(4) . .
N10 C17 C18 N19 168.8(3) . .
C17 C18 N19 C20 -106.1(5) . .
C18 N19 C20 N25 -6.5(6) . .
C18 N19 C20 N21 173.4(4) . .
N19 C20 N21 C22 -179.6(3) . .
N25 C20 N21 C22 0.2(5) . .
N19 C20 N21 Ag1 -1.6(4) . 2_756
N25 C20 N21 Ag1 178.2(3) . 2_756
C20 N21 C22 C23 0.0(5) . .
Ag1 N21 C22 C23 -178.1(3) 2_756 .
N21 C22 C23 C24 0.2(6) . .
C22 C23 C24 N25 -0.7(7) . .
C23 C24 N25 C20 0.9(7) . .
N19 C20 N25 C24 179.1(4) . .
N21 C20 N25 C24 -0.7(5) . .
