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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/26/1512684.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_1512684
loop_
_publ_author_name
'Ali Akbar Khandar'
'Veysel Turan Yilmaz'
'Ferdinando Costantino'
'Sedat Gumus'
'Seyed Abolfazl Hosseini-Yazdi'
'Ghodrat Mahmoudi'
_publ_section_title
;
 Syntheses, studies and crystal structures of coordination polymers and
 dinuclear complexes of mercury(II) halides and thiocyanate with a
 symmetrical Schiff base ligand
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              36
_journal_page_last               44
_journal_paper_doi               10.1016/j.ica.2012.06.007
_journal_volume                  393
_journal_year                    2012
_chemical_formula_sum            'C13 H11 Cl2 Hg N2'
_chemical_formula_weight         466.73
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 110.506(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7152(13)
_cell_length_b                   9.7243(12)
_cell_length_c                   13.9104(18)
_cell_measurement_reflns_used    4424
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.75
_cell_measurement_theta_min      2.61
_cell_volume                     1357.6(3)
_computing_cell_refinement       'Apex2 v2009.7-0'
_computing_data_collection       'Apex2 v2009.7-0 (Bruker, 2009)'
_computing_data_reduction        'Apex2 v2009.7-0'
_computing_molecular_graphics    'SHELXTL 6.14'
_computing_publication_material  'SHELXTL 6.14'
_computing_structure_refinement  'SHELXTL 6.14'
_computing_structure_solution
'SHELXTL 6.14 (Bruker, 2000-2003; Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       'ω 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  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8551
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         31.05
_diffrn_reflns_theta_min         2.03
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    11.712
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5193
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2  v2009.7-0 (Bruker, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             868
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.900
_refine_diff_density_min         -1.589
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3993
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0240
_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)+(0.0241P)²+2.0631P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0549
_refine_ls_wR_factor_ref         0.0569
_reflns_number_gt                3531
_reflns_number_total             3993
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ICA-2013-394-36-44-2.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1512684
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 1.3176(4) 0.5426(4) 0.7377(3) 0.0177(7) Uani 1 1 d .
H1 H 1.4107 0.5294 0.7705 0.021 Uiso 1 1 calc R
C2 C 1.2702(4) 0.5974(4) 0.6383(3) 0.0179(7) Uani 1 1 d .
H2 H 1.3300 0.6227 0.6046 0.021 Uiso 1 1 calc R
C3 C 1.1355(4) 0.6136(4) 0.5910(3) 0.0170(7) Uani 1 1 d .
H3 H 1.1005 0.6475 0.5226 0.020 Uiso 1 1 calc R
C4 C 1.0505(4) 0.5806(4) 0.6431(3) 0.0151(6) Uani 1 1 d .
H4 H 0.9571 0.5939 0.6118 0.018 Uiso 1 1 calc R
C5 C 1.1043(3) 0.5275(3) 0.7421(2) 0.0117(6) Uani 1 1 d .
C6 C 1.0169(3) 0.4970(3) 0.8031(2) 0.0113(6) Uani 1 1 d .
C7 C 0.8711(3) 0.4947(4) 0.7475(2) 0.0119(6) Uani 1 1 d .
C8 C 0.8133(4) 0.3867(4) 0.6801(3) 0.0155(7) Uani 1 1 d .
H8 H 0.8683 0.3169 0.6685 0.019 Uiso 1 1 calc R
C9 C 0.6769(4) 0.3807(4) 0.6305(3) 0.0203(7) Uani 1 1 d .
H9 H 0.6380 0.3059 0.5862 0.024 Uiso 1 1 calc R
C10 C 0.5970(4) 0.4848(5) 0.6458(3) 0.0234(8) Uani 1 1 d .
H10 H 0.5033 0.4818 0.6112 0.028 Uiso 1 1 calc R
C11 C 0.6535(4) 0.5931(4) 0.7115(3) 0.0198(7) Uani 1 1 d .
H11 H 0.5985 0.6641 0.7216 0.024 Uiso 1 1 calc R
C12 C 0.7901(4) 0.5979(4) 0.7624(3) 0.0159(7) Uani 1 1 d .
H12 H 0.8284 0.6719 0.8077 0.019 Uiso 1 1 calc R
C13 C 0.9963(3) 0.4409(3) 0.9634(3) 0.0131(6) Uani 1 1 d .
H13A H 1.0323 0.3562 1.0029 0.016 Uiso 1 1 calc R
H13B H 0.9023 0.4237 0.9200 0.016 Uiso 1 1 calc R
Cl1 Cl 1.56744(8) 0.38154(9) 0.93062(6) 0.01656(16) Uani 1 1 d .
Cl2 Cl 1.28509(9) 0.21148(9) 1.02957(7) 0.01936(17) Uani 1 1 d .
Hg1 Hg 1.314975(12) 0.425881(14) 0.955625(10) 0.01546(5) Uani 1 1 d .
N1 N 1.2366(3) 0.5083(3) 0.7879(2) 0.0141(6) Uani 1 1 d .
N2 N 1.0738(3) 0.4759(3) 0.8988(2) 0.0121(5) Uani 1 1 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 0.0000 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 122.4(3) . .
N1 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
C3 C2 C1 118.4(3) . .
C3 C2 H2 120.8 . .
C1 C2 H2 120.8 . .
C2 C3 C4 119.8(3) . .
C2 C3 H3 120.1 . .
C4 C3 H3 120.1 . .
C3 C4 C5 118.9(3) . .
C3 C4 H4 120.6 . .
C5 C4 H4 120.6 . .
N1 C5 C4 121.4(3) . .
N1 C5 C6 117.8(3) . .
C4 C5 C6 120.7(3) . .
N2 C6 C7 125.2(3) . .
N2 C6 C5 117.3(3) . .
C7 C6 C5 117.5(3) . .
C12 C7 C8 119.3(3) . .
C12 C7 C6 120.7(3) . .
C8 C7 C6 120.0(3) . .
C9 C8 C7 120.6(3) . .
C9 C8 H8 119.7 . .
C7 C8 H8 119.7 . .
C8 C9 C10 119.5(4) . .
C8 C9 H9 120.2 . .
C10 C9 H9 120.2 . .
C11 C10 C9 120.3(4) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
C12 C11 C10 120.1(3) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C11 C12 C7 120.2(3) . .
C11 C12 H12 119.9 . .
C7 C12 H12 119.9 . .
N2 C13 C13 109.1(3) . 3_767
N2 C13 H13A 109.9 . .
C13 C13 H13A 109.9 3_767 .
N2 C13 H13B 109.9 . .
C13 C13 H13B 109.9 3_767 .
H13A C13 H13B 108.3 . .
Hg1 Cl1 Hg1 95.64(3) 3_867 .
N1 Hg1 Cl2 132.41(8) . .
N1 Hg1 N2 69.01(10) . .
Cl2 Hg1 N2 91.53(7) . .
N1 Hg1 Cl1 107.62(8) . 3_867
Cl2 Hg1 Cl1 119.71(3) . 3_867
N2 Hg1 Cl1 107.15(7) . 3_867
N1 Hg1 Cl1 87.41(7) . .
Cl2 Hg1 Cl1 101.20(3) . .
N2 Hg1 Cl1 155.85(7) . .
Cl1 Hg1 Cl1 84.36(3) 3_867 .
C1 N1 C5 119.1(3) . .
C1 N1 Hg1 122.6(2) . .
C5 N1 Hg1 118.2(2) . .
C6 N2 C13 120.9(3) . .
C6 N2 Hg1 115.6(2) . .
C13 N2 Hg1 120.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.333(4) .
C1 C2 1.401(5) .
C1 H1 0.9500 .
C2 C3 1.370(5) .
C2 H2 0.9500 .
C3 C4 1.386(5) .
C3 H3 0.9500 .
C4 C5 1.392(5) .
C4 H4 0.9500 .
C5 N1 1.349(4) .
C5 C6 1.498(4) .
C6 N2 1.271(4) .
C6 C7 1.481(5) .
C7 C12 1.389(5) .
C7 C8 1.399(5) .
C8 C9 1.382(5) .
C8 H8 0.9500 .
C9 C10 1.390(6) .
C9 H9 0.9500 .
C10 C11 1.386(6) .
C10 H10 0.9500 .
C11 C12 1.385(5) .
C11 H11 0.9500 .
C12 H12 0.9500 .
C13 N2 1.462(4) .
C13 C13 1.519(7) 3_767
C13 H13A 0.9900 .
C13 H13B 0.9900 .
Cl1 Hg1 2.4903(9) 3_867
Cl1 Hg1 2.8783(9) .
Cl2 Hg1 2.3954(9) .
Hg1 N1 2.327(3) .
Hg1 N2 2.472(3) .
Hg1 Cl1 2.4903(9) 3_867
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
N1 C1 C2 C3 -1.2(6) . .
C1 C2 C3 C4 2.3(5) . .
C2 C3 C4 C5 -1.8(5) . .
C3 C4 C5 N1 0.2(5) . .
C3 C4 C5 C6 176.9(3) . .
N1 C5 C6 N2 10.8(5) . .
C4 C5 C6 N2 -166.0(3) . .
N1 C5 C6 C7 -169.6(3) . .
C4 C5 C6 C7 13.6(5) . .
N2 C6 C7 C12 70.1(5) . .
C5 C6 C7 C12 -109.4(4) . .
N2 C6 C7 C8 -108.9(4) . .
C5 C6 C7 C8 71.6(4) . .
C12 C7 C8 C9 -1.3(5) . .
C6 C7 C8 C9 177.7(3) . .
C7 C8 C9 C10 1.6(6) . .
C8 C9 C10 C11 -0.8(6) . .
C9 C10 C11 C12 -0.1(6) . .
C10 C11 C12 C7 0.4(6) . .
C8 C7 C12 C11 0.3(5) . .
C6 C7 C12 C11 -178.7(3) . .
Hg1 Cl1 Hg1 N1 107.99(8) 3_867 .
Hg1 Cl1 Hg1 Cl2 -119.22(3) 3_867 .
Hg1 Cl1 Hg1 N2 120.26(17) 3_867 .
Hg1 Cl1 Hg1 Cl1 0.0 3_867 3_867
C2 C1 N1 C5 -0.4(5) . .
C2 C1 N1 Hg1 -177.3(3) . .
C4 C5 N1 C1 0.9(5) . .
C6 C5 N1 C1 -175.9(3) . .
C4 C5 N1 Hg1 177.9(3) . .
C6 C5 N1 Hg1 1.1(4) . .
Cl2 Hg1 N1 C1 -117.7(3) . .
N2 Hg1 N1 C1 170.5(3) . .
Cl1 Hg1 N1 C1 68.4(3) 3_867 .
Cl1 Hg1 N1 C1 -14.8(3) . .
Cl2 Hg1 N1 C5 65.4(3) . .
N2 Hg1 N1 C5 -6.5(2) . .
Cl1 Hg1 N1 C5 -108.6(2) 3_867 .
Cl1 Hg1 N1 C5 168.2(3) . .
C7 C6 N2 C13 2.5(5) . .
C5 C6 N2 C13 -177.9(3) . .
C7 C6 N2 Hg1 164.1(3) . .
C5 C6 N2 Hg1 -16.4(4) . .
C13 C13 N2 C6 -112.0(4) 3_767 .
C13 C13 N2 Hg1 87.4(4) 3_767 .
N1 Hg1 N2 C6 12.4(2) . .
Cl2 Hg1 N2 C6 -123.0(2) . .
Cl1 Hg1 N2 C6 115.2(2) 3_867 .
Cl1 Hg1 N2 C6 -0.7(4) . .
N1 Hg1 N2 C13 174.0(3) . .
Cl2 Hg1 N2 C13 38.6(2) . .
Cl1 Hg1 N2 C13 -83.2(2) 3_867 .
Cl1 Hg1 N2 C13 160.88(17) . .
