##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section E. It conforms to the requirements of Notes      #
# for Authors for Section E, and has been peer reviewed under the auspices   #
# of the IUCr Commission on Journals.                                        #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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#            Copyright International Union of Crystallography                #
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##############################################################################
                                             
data_I
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2007-06-26
_journal_date_accepted     2007-07-05
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2007
_journal_volume     63
_journal_issue      8
_journal_page_first     m2139
_journal_page_last     m2140
_journal_paper_category     QM
_journal_coeditor_code     CI2407
_publ_contact_author_name     'Chun-Sen Liu'
_publ_contact_author_address
;
College of Material and Chemical Engineering
Zhengzhou University of Light Industry
Zhengzhou 450002
People's Republic of China
;
_publ_contact_author_email     chunsenliu@mail.nankai.edu.cn
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
{1,3-Bis[3-(2-pyridyl)-1H-pyrazol-1-yl]propan-2-ol}silver(I) perchlorate
;
loop_
    _publ_author_name
    _publ_author_address
    'Chun-Sen Liu'
;
College of Materials and Chemical Engineering
Zhengzhou University of Light Industry
Zhengzhou 450002
People's Republic of China
Department of Chemistry
Nankai University
Tianjin 300071
People's Republic of China
;
    'Xue-Song Shi'
;
Department of Chemistry
Nankai University
Tianjin 300071
People's Republic of China
;
_chemical_name_systematic
;
{1,3-Bis[3-(2-pyridyl)-1H-pyrazol-1-yl]propan-2-ol}silver(I) perchlorate
;
_chemical_name_common     ?
_chemical_formula_moiety     'C19 H18 Ag N6 O1 +, Cl O4 -'
_chemical_formula_sum     'C19 H18 Ag Cl N6 O5'
_chemical_formula_iupac     '[Ag (C19 H18 N6 O)] Cl O4'
_chemical_formula_weight     553.71
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'C 2/c'
_symmetry_space_group_name_Hall     '-C 2yc'
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'
_cell_length_a     8.687(3)
_cell_length_b     21.863(9)
_cell_length_c     10.904(4)
_cell_angle_alpha     90.00
_cell_angle_beta     95.482(7)
_cell_angle_gamma     90.00
_cell_volume     2061.4(14)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     946
_cell_measurement_theta_min     2.64
_cell_measurement_theta_max     22.82
_cell_measurement_temperature     293(2)
_exptl_crystal_description     Block
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.20
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.18
_exptl_crystal_density_diffrn     1.784
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1112
_exptl_absorpt_coefficient_mu     1.154
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 1998)'
_exptl_absorpt_correction_T_min     0.8020
_exptl_absorpt_correction_T_max     0.8192
_exptl_special_details
;
 ?
;
_diffrn_ambient_temperature     293(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker SMART CCD area-detector'
_diffrn_measurement_method     'φ and ω scans'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     5960
_diffrn_reflns_av_R_equivalents     0.0310
_diffrn_reflns_av_sigmaI/netI     0.0384
_diffrn_reflns_theta_min     2.53
_diffrn_reflns_theta_max     26.51
_diffrn_reflns_theta_full     26.51
_diffrn_measured_fraction_theta_max     0.991
_diffrn_measured_fraction_theta_full     0.991
_diffrn_reflns_limit_h_min     -6
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -27
_diffrn_reflns_limit_k_max     24
_diffrn_reflns_limit_l_min     -13
_diffrn_reflns_limit_l_max     13
_diffrn_standards_number     0
_diffrn_standards_interval_count     0
_diffrn_standards_interval_time     0
_diffrn_standards_decay_%     0
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     2135
_reflns_number_gt     1497
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0681
_refine_ls_R_factor_gt     0.0382
_refine_ls_wR_factor_gt     0.0780
_refine_ls_wR_factor_ref     0.0884
_refine_ls_goodness_of_fit_ref     1.004
_refine_ls_restrained_S_all     1.004
_refine_ls_number_reflns     2135
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0393P)²+1.8827P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     <0.001
_refine_diff_density_max     0.529
_refine_diff_density_min     -0.462
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
_computing_data_collection     'SMART (Bruker, 1998)'
_computing_cell_refinement     'SAINT (Bruker, 1998)'
_computing_data_reduction     'SAINT'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'SHELXTL (Bruker, 1998)'
_computing_publication_material     'SHELXTL and PLATON (Spek, 2003)'
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_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Ag Ag1 0.5000 0.510403(19) 0.7500 0.0676(2) Uani d S 1 . .
    Cl Cl1 0.5000 0.76495(5) 1.2500 0.0524(3) Uani d S 1 . .
    N N1 0.5693(3) 0.58693(12) 0.9020(2) 0.0499(7) Uani d . 1 . .
    N N2 0.3199(3) 0.47008(13) 0.6097(3) 0.0523(7) Uani d . 1 . .
    N N3 0.5527(3) 0.64717(13) 0.9227(3) 0.0550(7) Uani d . 1 . .
    C C1 0.5000 0.7204(3) 0.7500 0.0764(18) Uani d S 1 . .
    H H1B 0.4098 0.7391 0.7082 0.092 Uiso d PR 0.50 . .
    C C2 0.4355(4) 0.68233(16) 0.8498(4) 0.0610(10) Uani d . 1 . .
    H H2A 0.3847 0.7093 0.9040 0.073 Uiso calc R 1 . .
    H H2B 0.3581 0.6545 0.8117 0.073 Uiso calc R 1 . .
    C C3 0.6549(5) 0.66635(19) 1.0135(4) 0.0652(11) Uani d . 1 . .
    H H3A 0.6642 0.7061 1.0438 0.078 Uiso calc R 1 . .
    C C4 0.7424(5) 0.61826(18) 1.0539(3) 0.0626(10) Uani d . 1 . .
    H H4A 0.8231 0.6179 1.1164 0.075 Uiso calc R 1 . .
    C C5 0.6859(4) 0.56931(16) 0.9822(3) 0.0494(8) Uani d . 1 . .
    C C6 0.2745(5) 0.41184(17) 0.6109(3) 0.0629(10) Uani d . 1 . .
    H H6A 0.3154 0.3869 0.6750 0.075 Uiso calc R 1 . .
    C C7 0.1708(5) 0.38710(19) 0.5223(4) 0.0716(11) Uani d . 1 . .
    H H7A 0.1399 0.3465 0.5271 0.086 Uiso calc R 1 . .
    C C8 0.1142(5) 0.4230(2) 0.4277(4) 0.0732(12) Uani d . 1 . .
    H H8A 0.0438 0.4073 0.3662 0.088 Uiso calc R 1 . .
    C C9 0.1609(4) 0.48229(19) 0.4231(4) 0.0648(10) Uani d . 1 . .
    H H9A 0.1238 0.5071 0.3576 0.078 Uiso calc R 1 . .
    C C10 0.2638(4) 0.50556(15) 0.5161(3) 0.0474(8) Uani d . 1 . .
    O O1 0.5842(6) 0.7655(2) 0.7817(5) 0.0669(14) Uani d P 0.50 . .
    H H1A 0.6650 0.7632 0.7489 0.100 Uiso d PR 0.50 . .
    O O2 0.5854(3) 0.80126(13) 1.1757(3) 0.0911(10) Uani d . 1 . .
    O O3 0.3944(4) 0.72815(17) 1.1794(4) 0.1176(13) Uani d . 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    Ag1 0.0799(3) 0.0611(3) 0.0565(3) 0.000 -0.0203(2) 0.000
    Cl1 0.0450(7) 0.0449(7) 0.0679(8) 0.000 0.0082(6) 0.000
    N1 0.0484(17) 0.0463(16) 0.0551(17) 0.0007(12) 0.0061(14) -0.0066(13)
    N2 0.0617(19) 0.0466(17) 0.0474(17) -0.0030(13) -0.0007(14) -0.0032(13)
    N3 0.0512(18) 0.0479(17) 0.068(2) -0.0006(13) 0.0166(15) -0.0087(14)
    C1 0.079(4) 0.051(3) 0.105(5) 0.000 0.040(4) 0.000
    C2 0.056(2) 0.048(2) 0.082(3) 0.0067(17) 0.023(2) -0.0028(19)
    C3 0.070(3) 0.061(2) 0.067(3) -0.015(2) 0.019(2) -0.027(2)
    C4 0.064(2) 0.072(3) 0.052(2) -0.010(2) 0.0030(18) -0.0135(19)
    C5 0.047(2) 0.059(2) 0.0423(19) -0.0041(16) 0.0093(16) -0.0089(16)
    C6 0.078(3) 0.051(2) 0.059(2) -0.0030(19) 0.006(2) -0.0029(18)
    C7 0.077(3) 0.061(3) 0.078(3) -0.013(2) 0.013(2) -0.020(2)
    C8 0.068(3) 0.079(3) 0.069(3) -0.007(2) -0.007(2) -0.027(2)
    C9 0.062(2) 0.079(3) 0.051(2) 0.006(2) -0.0058(18) -0.008(2)
    C10 0.0418(18) 0.058(2) 0.0427(18) 0.0064(15) 0.0079(14) -0.0030(16)
    O1 0.067(3) 0.052(3) 0.082(4) -0.020(2) 0.009(3) -0.020(3)
    O2 0.086(2) 0.080(2) 0.113(3) 0.0011(16) 0.0363(18) 0.0338(18)
    O3 0.077(2) 0.118(3) 0.156(3) -0.0239(19) 0.006(2) -0.072(3)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N2 . 2.260(3) yes
    Ag1 N2 2_656 2.260(3) ?
    Ag1 N1 . 2.391(3) yes
    Ag1 N1 2_656 2.391(3) ?
    Cl1 O3 . 1.395(3) ?
    Cl1 O3 2_657 1.395(3) ?
    Cl1 O2 2_657 1.397(3) ?
    Cl1 O2 . 1.397(3) ?
    N1 C5 . 1.330(4) ?
    N1 N3 . 1.346(4) ?
    N2 C6 . 1.333(4) ?
    N2 C10 . 1.337(4) ?
    N3 C3 . 1.333(5) ?
    N3 C2 . 1.451(5) ?
    C1 O1 . 1.257(6) ?
    C1 O1 2_656 1.257(6) ?
    C1 C2 2_656 1.519(5) ?
    C1 C2 . 1.519(5) ?
    C1 H1B . 0.96 ?
    C2 H2A . 0.97 ?
    C2 H2B . 0.97 ?
    C3 C4 . 1.346(5) ?
    C3 H3A . 0.93 ?
    C4 C5 . 1.387(5) ?
    C4 H4A . 0.93 ?
    C5 C10 2_656 1.460(5) ?
    C6 C7 . 1.368(5) ?
    C6 H6A . 0.93 ?
    C7 C8 . 1.351(6) ?
    C7 H7A . 0.93 ?
    C8 C9 . 1.361(6) ?
    C8 H8A . 0.93 ?
    C9 C10 . 1.383(5) ?
    C9 H9A . 0.93 ?
    C10 C5 2_656 1.460(5) ?
    O1 O1 2_656 1.557(10) ?
    O1 H1A . 0.82 ?
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
    N2 Ag1 N2 . 2_656 134.08(15) yes
    N2 Ag1 N1 . . 148.68(10) yes
    N2 Ag1 N1 2_656 . 72.03(10) ?
    N2 Ag1 N1 . 2_656 72.03(10) yes
    N2 Ag1 N1 2_656 2_656 148.68(10) ?
    N1 Ag1 N1 . 2_656 91.21(14) yes
    O3 Cl1 O3 . 2_657 109.6(4) ?
    O3 Cl1 O2 . 2_657 106.87(19) ?
    O3 Cl1 O2 2_657 2_657 111.4(2) ?
    O3 Cl1 O2 . . 111.4(2) ?
    O3 Cl1 O2 2_657 . 106.87(19) ?
    O2 Cl1 O2 2_657 . 110.8(3) ?
    C5 N1 N3 . . 105.1(3) ?
    C5 N1 Ag1 . . 112.2(2) ?
    N3 N1 Ag1 . . 140.9(2) ?
    C6 N2 C10 . . 118.4(3) ?
    C6 N2 Ag1 . . 123.5(2) ?
    C10 N2 Ag1 . . 118.0(2) ?
    C3 N3 N1 . . 111.0(3) ?
    C3 N3 C2 . . 128.6(3) ?
    N1 N3 C2 . . 120.5(3) ?
    O1 C1 O1 . 2_656 76.5(6) ?
    O1 C1 C2 . 2_656 112.5(3) ?
    O1 C1 C2 2_656 2_656 118.5(3) ?
    O1 C1 C2 . . 118.5(3) ?
    O1 C1 C2 2_656 . 112.5(3) ?
    C2 C1 C2 2_656 . 113.6(5) ?
    O1 C1 H1B . . 102.8 ?
    C2 C1 H1B 2_656 . 103.5 ?
    C2 C1 H1B . . 103.5 ?
    N3 C2 C1 . . 113.2(3) ?
    N3 C2 H2A . . 108.9 ?
    C1 C2 H2A . . 108.9 ?
    N3 C2 H2B . . 108.9 ?
    C1 C2 H2B . . 108.9 ?
    H2A C2 H2B . . 107.7 ?
    N3 C3 C4 . . 108.2(3) ?
    N3 C3 H3A . . 125.9 ?
    C4 C3 H3A . . 125.9 ?
    C3 C4 C5 . . 105.1(4) ?
    C3 C4 H4A . . 127.5 ?
    C5 C4 H4A . . 127.5 ?
    N1 C5 C4 . . 110.7(3) ?
    N1 C5 C10 . 2_656 119.5(3) ?
    C4 C5 C10 . 2_656 129.8(3) ?
    N2 C6 C7 . . 123.1(4) ?
    N2 C6 H6A . . 118.4 ?
    C7 C6 H6A . . 118.4 ?
    C8 C7 C6 . . 118.4(4) ?
    C8 C7 H7A . . 120.8 ?
    C6 C7 H7A . . 120.8 ?
    C7 C8 C9 . . 119.6(4) ?
    C7 C8 H8A . . 120.2 ?
    C9 C8 H8A . . 120.2 ?
    C8 C9 C10 . . 119.8(4) ?
    C8 C9 H9A . . 120.1 ?
    C10 C9 H9A . . 120.1 ?
    N2 C10 C9 . . 120.6(3) ?
    N2 C10 C5 . 2_656 117.2(3) ?
    C9 C10 C5 . 2_656 122.1(3) ?
    C1 O1 O1 . 2_656 51.7(3) ?
    C1 O1 H1A . . 109.3 ?
    O1 O1 H1A 2_656 . 127.8 ?
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_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    N2 Ag1 N1 C5 . . . . 157.0(2) ?
    N2 Ag1 N1 C5 2_656 . . . 6.1(2) ?
    N1 Ag1 N1 C5 2_656 . . . -147.0(3) ?
    N2 Ag1 N1 N3 . . . . -41.1(4) ?
    N2 Ag1 N1 N3 2_656 . . . 168.0(3) ?
    N1 Ag1 N1 N3 2_656 . . . 14.9(3) ?
    N2 Ag1 N2 C6 2_656 . . . 15.6(3) ?
    N1 Ag1 N2 C6 . . . . -124.4(3) ?
    N1 Ag1 N2 C6 2_656 . . . 175.0(3) ?
    N2 Ag1 N2 C10 2_656 . . . -159.8(3) ?
    N1 Ag1 N2 C10 . . . . 60.2(3) ?
    N1 Ag1 N2 C10 2_656 . . . -0.4(2) ?
    C5 N1 N3 C3 . . . . -0.5(4) ?
    Ag1 N1 N3 C3 . . . . -163.1(3) ?
    C5 N1 N3 C2 . . . . 179.3(3) ?
    Ag1 N1 N3 C2 . . . . 16.7(5) ?
    C3 N3 C2 C1 . . . . 77.9(5) ?
    N1 N3 C2 C1 . . . . -101.9(4) ?
    O1 C1 C2 N3 . . . . -69.5(5) ?
    O1 C1 C2 N3 2_656 . . . -155.9(4) ?
    C2 C1 C2 N3 2_656 . . . 65.9(2) ?
    N1 N3 C3 C4 . . . . 0.5(4) ?
    C2 N3 C3 C4 . . . . -179.3(3) ?
    N3 C3 C4 C5 . . . . -0.2(4) ?
    N3 N1 C5 C4 . . . . 0.3(4) ?
    Ag1 N1 C5 C4 . . . . 168.6(2) ?
    N3 N1 C5 C10 . . . 2_656 -179.4(3) ?
    Ag1 N1 C5 C10 . . . 2_656 -11.1(4) ?
    C3 C4 C5 N1 . . . . -0.1(4) ?
    C3 C4 C5 C10 . . . 2_656 179.6(3) ?
    C10 N2 C6 C7 . . . . -1.5(6) ?
    Ag1 N2 C6 C7 . . . . -176.8(3) ?
    N2 C6 C7 C8 . . . . 1.5(6) ?
    C6 C7 C8 C9 . . . . -0.2(6) ?
    C7 C8 C9 C10 . . . . -1.0(6) ?
    C6 N2 C10 C9 . . . . 0.1(5) ?
    Ag1 N2 C10 C9 . . . . 175.8(3) ?
    C6 N2 C10 C5 . . . 2_656 179.4(3) ?
    Ag1 N2 C10 C5 . . . 2_656 -5.0(4) ?
    C8 C9 C10 N2 . . . . 1.1(5) ?
    C8 C9 C10 C5 . . . 2_656 -178.1(3) ?
    C2 C1 O1 O1 2_656 . . 2_656 115.6(4) ?
    C2 C1 O1 O1 . . . 2_656 -108.5(4) ?
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
    O1 H1A O3 8_565 0.82 2.21 3.017(7) 170
    C8 H8A O2 4_546 0.93 2.60 3.315(5) 134
