#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:11:09 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179443 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/40/4334014.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_4334014
loop_
_publ_author_name
'Yoichi Habata'
'Aya Taniguchi'
'Mari Ikeda'
'Takao Hiraoka'
'Noriko Matsuyama'
'Sakiko Otsuka'
'Shunsuke Kuwahara'
_publ_section_title
;
 Argentivorous Molecules Bearing Two Aromatic Side-Arms: Ag+-π and CH-π
 Interactions in the Solid State and in Solution
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2542
_journal_page_last               2549
_journal_paper_doi               10.1021/ic302511e
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C38 H40 Cl2 Hg N4'
_chemical_formula_weight         824.23
_chemical_name_systematic
; 
 ? 
;
_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                 104.577(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.1820(19)
_cell_length_b                   7.6862(6)
_cell_length_c                   20.9636(16)
_cell_measurement_temperature    90
_cell_volume                     3459.1(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0416
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            12417
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    4.637
_exptl_absorpt_correction_T_max  0.4891
_exptl_absorpt_correction_T_min  0.2480
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS; Sheldrick, 1996'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       block
_exptl_crystal_F_000             1640
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.18
_refine_diff_density_max         7.255
_refine_diff_density_min         -1.891
_refine_diff_density_rms         0.280
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.185
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         4305
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.185
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0515
_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)+(0.0633P)²+91.9860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1420
_refine_ls_wR_factor_ref         0.1424
_reflns_number_gt                4225
_reflns_number_total             4305
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic302511e_si_002_11.cif
_cod_data_source_block           6a_HgCl2
_cod_database_code               4334014
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 0.0737(3) 0.3957(9) 0.3712(3) 0.0129(11) Uani 1 1 d .
H1A H 0.0763 0.4800 0.4075 0.015 Uiso 1 1 calc R
H1B H 0.1021 0.2979 0.3886 0.015 Uiso 1 1 calc R
C2 C 0.0072(3) 0.3265(8) 0.3495(3) 0.0124(11) Uani 1 1 d .
H2A H 0.0039 0.2425 0.3129 0.015 Uiso 1 1 calc R
H2B H -0.0035 0.2650 0.3866 0.015 Uiso 1 1 calc R
C3 C -0.1019(3) 0.4176(9) 0.2980(3) 0.0127(11) Uani 1 1 d .
H3A H -0.1302 0.5168 0.2988 0.015 Uiso 1 1 calc R
H3B H -0.1128 0.3234 0.3253 0.015 Uiso 1 1 calc R
C4 C -0.1121(3) 0.3527(8) 0.2270(3) 0.0122(11) Uani 1 1 d .
H4A H -0.0873 0.2457 0.2270 0.015 Uiso 1 1 calc R
H4B H -0.1566 0.3218 0.2098 0.015 Uiso 1 1 calc R
C5 C 0.1436(3) 0.6174(8) 0.3421(3) 0.0131(12) Uani 1 1 d .
H5A H 0.1254 0.7086 0.3649 0.016 Uiso 1 1 calc R
H5B H 0.1540 0.6724 0.3035 0.016 Uiso 1 1 calc R
C6 C 0.2042(3) 0.5550(8) 0.3889(3) 0.0128(11) Uani 1 1 d .
C7 C 0.2558(3) 0.5029(8) 0.3643(3) 0.0133(11) Uani 1 1 d .
C8 C 0.2585(3) 0.5264(9) 0.2975(3) 0.0154(12) Uani 1 1 d .
H8 H 0.2237 0.5753 0.2667 0.019 Uiso 1 1 calc R
C9 C 0.3101(3) 0.4801(9) 0.2768(3) 0.0167(12) Uani 1 1 d .
H9 H 0.3111 0.5011 0.2324 0.020 Uiso 1 1 calc R
C10 C 0.3621(3) 0.4014(10) 0.3206(4) 0.0193(13) Uani 1 1 d .
H10 H 0.3972 0.3673 0.3054 0.023 Uiso 1 1 calc R
C11 C 0.3615(3) 0.3747(9) 0.3848(4) 0.0206(14) Uani 1 1 d .
H11 H 0.3959 0.3190 0.4139 0.025 Uiso 1 1 calc R
C12 C 0.3097(3) 0.4296(9) 0.4087(3) 0.0151(12) Uani 1 1 d .
C13 C 0.3120(3) 0.4138(9) 0.4756(3) 0.0166(12) Uani 1 1 d .
H13 H 0.3468 0.3585 0.5041 0.020 Uiso 1 1 calc R
C14 C 0.2642(3) 0.4776(9) 0.5013(3) 0.0145(12) Uani 1 1 d .
C15 C 0.2690(3) 0.4693(10) 0.5704(3) 0.0203(14) Uani 1 1 d .
H15 H 0.3047 0.4178 0.5989 0.024 Uiso 1 1 calc R
C16 C 0.2232(3) 0.5341(10) 0.5960(3) 0.0214(14) Uani 1 1 d .
H16 H 0.2262 0.5244 0.6418 0.026 Uiso 1 1 calc R
C17 C 0.1709(3) 0.6161(10) 0.5540(4) 0.0204(14) Uani 1 1 d .
H17 H 0.1398 0.6656 0.5724 0.024 Uiso 1 1 calc R
C18 C 0.1642(3) 0.6254(9) 0.4876(3) 0.0166(13) Uani 1 1 d .
H18 H 0.1287 0.6819 0.4607 0.020 Uiso 1 1 calc R
C19 C 0.2098(3) 0.5516(9) 0.4574(3) 0.0137(12) Uani 1 1 d .
Cl1 Cl 0.0000 0.9365(3) 0.2500 0.0511(11) Uani 1 2 d S
Hg1 Hg 0.0000 0.62613(4) 0.2500 0.01018(12) Uani 1 2 d S
N1 N 0.0948(2) 0.4815(7) 0.3175(2) 0.0097(9) Uani 1 1 d .
N2 N -0.0369(2) 0.4733(7) 0.3273(3) 0.0111(10) Uani 1 1 d .
H2 H -0.0361 0.5456 0.3631 0.013 Uiso 1 1 calc R
Cl2 Cl -0.00761(17) 0.6256(5) 0.47397(17) 0.0224(7) Uani 0.50 1 d P
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hg Hg -2.3894 9.2266 '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
N1 C1 C2 113.4(5) . .
N1 C1 H1A 108.9 . .
C2 C1 H1A 108.9 . .
N1 C1 H1B 108.9 . .
C2 C1 H1B 108.9 . .
H1A C1 H1B 107.7 . .
N2 C2 C1 109.8(5) . .
N2 C2 H2A 109.7 . .
C1 C2 H2A 109.7 . .
N2 C2 H2B 109.7 . .
C1 C2 H2B 109.7 . .
H2A C2 H2B 108.2 . .
N2 C3 C4 112.9(5) . .
N2 C3 H3A 109.0 . .
C4 C3 H3A 109.0 . .
N2 C3 H3B 109.0 . .
C4 C3 H3B 109.0 . .
H3A C3 H3B 107.8 . .
N1 C4 C3 113.4(5) 2 .
N1 C4 H4A 108.9 2 .
C3 C4 H4A 108.9 . .
N1 C4 H4B 108.9 2 .
C3 C4 H4B 108.9 . .
H4A C4 H4B 107.7 . .
N1 C5 C6 116.4(5) . .
N1 C5 H5A 108.2 . .
C6 C5 H5A 108.2 . .
N1 C5 H5B 108.2 . .
C6 C5 H5B 108.2 . .
H5A C5 H5B 107.3 . .
C19 C6 C7 119.3(6) . .
C19 C6 C5 119.9(5) . .
C7 C6 C5 120.8(6) . .
C6 C7 C8 123.7(6) . .
C6 C7 C12 119.3(6) . .
C8 C7 C12 116.9(6) . .
C9 C8 C7 121.5(6) . .
C9 C8 H8 119.3 . .
C7 C8 H8 119.3 . .
C8 C9 C10 121.0(6) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C11 C10 C9 119.7(6) . .
C11 C10 H10 120.1 . .
C9 C10 H10 120.1 . .
C10 C11 C12 120.6(7) . .
C10 C11 H11 119.7 . .
C12 C11 H11 119.7 . .
C13 C12 C11 119.8(6) . .
C13 C12 C7 120.1(6) . .
C11 C12 C7 120.1(6) . .
C14 C13 C12 121.2(6) . .
C14 C13 H13 119.4 . .
C12 C13 H13 119.4 . .
C13 C14 C15 120.5(6) . .
C13 C14 C19 119.4(6) . .
C15 C14 C19 120.1(6) . .
C16 C15 C14 120.8(6) . .
C16 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
C15 C16 C17 119.7(6) . .
C15 C16 H16 120.1 . .
C17 C16 H16 120.1 . .
C18 C17 C16 121.3(7) . .
C18 C17 H17 119.3 . .
C16 C17 H17 119.3 . .
C17 C18 C19 121.4(6) . .
C17 C18 H18 119.3 . .
C19 C18 H18 119.3 . .
C6 C19 C18 123.3(6) . .
C6 C19 C14 120.2(6) . .
C18 C19 C14 116.5(6) . .
N2 Hg1 N2 118.9(3) 2 .
N2 Hg1 Cl1 120.53(14) 2 .
N2 Hg1 Cl1 120.53(14) . .
N2 Hg1 N1 76.79(17) 2 2
N2 Hg1 N1 76.92(17) . 2
Cl1 Hg1 N1 116.60(12) . 2
N2 Hg1 N1 76.92(17) 2 .
N2 Hg1 N1 76.79(17) . .
Cl1 Hg1 N1 116.60(12) . .
N1 Hg1 N1 126.8(2) 2 .
C4 N1 C1 111.4(5) 2 .
C4 N1 C5 113.9(5) 2 .
C1 N1 C5 112.9(5) . .
C4 N1 Hg1 105.0(3) 2 .
C1 N1 Hg1 104.3(3) . .
C5 N1 Hg1 108.6(4) . .
C3 N2 C2 113.9(5) . .
C3 N2 Hg1 109.6(4) . .
C2 N2 Hg1 106.4(4) . .
C3 N2 H2 108.9 . .
C2 N2 H2 108.9 . .
Hg1 N2 H2 108.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.480(8) .
C1 C2 1.524(8) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 N2 1.489(8) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 N2 1.481(8) .
C3 C4 1.532(9) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 N1 1.476(8) 2
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 N1 1.499(8) .
C5 C6 1.528(8) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C19 1.411(9) .
C6 C7 1.426(8) .
C7 C8 1.429(9) .
C7 C12 1.432(9) .
C8 C9 1.369(9) .
C8 H8 0.9500 .
C9 C10 1.416(10) .
C9 H9 0.9500 .
C10 C11 1.364(11) .
C10 H10 0.9500 .
C11 C12 1.429(9) .
C11 H11 0.9500 .
C12 C13 1.395(10) .
C13 C14 1.394(9) .
C13 H13 0.9500 .
C14 C15 1.428(9) .
C14 C19 1.438(8) .
C15 C16 1.357(10) .
C15 H15 0.9500 .
C16 C17 1.415(10) .
C16 H16 0.9500 .
C17 C18 1.364(10) .
C17 H17 0.9500 .
C18 C19 1.437(9) .
C18 H18 0.9500 .
Cl1 Hg1 2.386(3) .
Hg1 N2 2.312(5) 2
Hg1 N2 2.312(5) .
Hg1 N1 2.483(5) 2
Hg1 N1 2.483(5) .
N1 C4 1.476(8) 2
N2 H2 0.9300 .
Cl2 Cl2 2.201(8) 5_566
