#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:22:55 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179107 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/69/4306925.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_4306925
loop_
_publ_author_name
'K. K. Sarker'
'B. G. Chand'
'K. Suwa'
'J. Cheng'
'T.-H. Lu'
'J. Otsuki'
'C. Sinha'
_publ_section_title
;
Structural Studies and Photochromism of Mercury(II)-Iodo Complexes of
(Arylazo)imidazoles
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              670
_journal_page_last               680
_journal_paper_doi               10.1021/ic061221u
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C17 H16 Hg I2 N4'
_chemical_formula_sum            'C17 H16 Hg I2 N4'
_chemical_formula_weight         730.73
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 109.002(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.6496(13)
_cell_length_b                   14.3615(16)
_cell_length_c                   12.8105(14)
_cell_measurement_temperature    294(2)
_cell_volume                     2026.5(4)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_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  0.1066
_diffrn_reflns_av_sigmaI/netI    0.2488
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13566
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         2.05
_exptl_absorpt_coefficient_mu    10.648
_exptl_absorpt_correction_T_max  0.587
_exptl_absorpt_correction_T_min  0.533
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'North, A. C. T., Philips, D. C. & Mathews, F. S. (1968).'
_exptl_crystal_colour            orange-red
_exptl_crystal_density_diffrn    2.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.014
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.750
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         4921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.1903
_refine_ls_R_factor_gt           0.0398
_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)+(0.0010P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0620
_reflns_number_gt                1454
_reflns_number_total             4921
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061221usi20060703_095234.cif
_cod_data_source_block           crs222
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4306925
loop_
_publ_contact_author_name
_publ_contact_author_address
'Jack Cheng'
; Department of Physics
 National Tsing Hua University
 Hsinchu, Taiwan, 300
 ROC
;
'Tian-Huey Lu'
; Department of Physics
 National Tsing Hua University
 Hsinchu, Taiwan, 300
 ROC
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg Hg 0.54343(4) 1.02127(3) 0.67373(3) 0.07710(17) Uani 1 1 d . . .
I1 I 0.51475(6) 0.86073(4) 0.55924(5) 0.0761(2) Uani 1 1 d . . .
I2 I 0.72344(6) 1.12232(5) 0.80252(5) 0.0860(3) Uani 1 1 d . . .
N1 N 0.3657(8) 1.0823(6) 0.6863(7) 0.070(3) Uani 1 1 d . . .
N2 N 0.2261(9) 1.1010(7) 0.7686(7) 0.073(3) Uani 1 1 d . . .
N4 N 0.4641(8) 0.9425(5) 0.8327(6) 0.052(2) Uani 1 1 d . . .
N3 N 0.3711(8) 0.9810(6) 0.8450(5) 0.058(2) Uani 1 1 d . . .
C1 C 0.2876(12) 1.1502(9) 0.6358(9) 0.095(4) Uani 1 1 d . . .
H1 H 0.2920 1.1828 0.5745 0.114 Uiso 1 1 calc R . .
C2 C 0.2027(12) 1.1656(8) 0.6839(10) 0.093(4) Uani 1 1 d . . .
H2 H 0.1414 1.2100 0.6646 0.112 Uiso 1 1 calc R . .
C3 C 0.3258(9) 1.0535(7) 0.7662(9) 0.058(3) Uani 1 1 d . . .
C4 C 0.5118(10) 0.8704(7) 0.9058(7) 0.051(3) Uani 1 1 d . . .
C5 C 0.6051(10) 0.8188(8) 0.8870(7) 0.074(3) Uani 1 1 d . . .
H5 H 0.6319 0.8341 0.8283 0.089 Uiso 1 1 calc R . .
C6 C 0.6567(8) 0.7461(7) 0.9545(8) 0.067(3) Uani 1 1 d . . .
H6 H 0.7178 0.7122 0.9400 0.081 Uiso 1 1 calc R . .
C7 C 0.6211(10) 0.7208(7) 1.0444(8) 0.072(3) Uani 1 1 d . . .
C8 C 0.5259(10) 0.7698(7) 1.0594(7) 0.070(3) Uani 1 1 d . . .
H8 H 0.4962 0.7514 1.1154 0.083 Uiso 1 1 calc R . .
C9 C 0.4734(9) 0.8446(6) 0.9949(7) 0.058(3) Uani 1 1 d . . .
H9 H 0.4124 0.8781 1.0101 0.070 Uiso 1 1 calc R . .
C10 C 0.6804(9) 0.6361(6) 1.1129(7) 0.104(4) Uani 1 1 d . . .
H10A H 0.7446 0.6136 1.0880 0.155 Uiso 1 1 calc R . .
H10B H 0.6208 0.5881 1.1046 0.155 Uiso 1 1 calc R . .
H10C H 0.7130 0.6536 1.1893 0.155 Uiso 1 1 calc R . .
C11 C 0.1548(11) 1.0901(8) 0.8453(9) 0.129(5) Uani 1 1 d . . .
H11A H 0.1149 1.1487 0.8490 0.155 Uiso 1 1 calc R . .
H11B H 0.2102 1.0768 0.9186 0.155 Uiso 1 1 calc R . .
C12 C 0.0579(13) 1.0125(10) 0.8120(12) 0.128(2) Uani 1 1 d . . .
C13 C -0.0240(11) 1.0178(9) 0.7070(10) 0.128(2) Uani 1 1 d . . .
H13 H -0.0181 1.0672 0.6620 0.154 Uiso 1 1 calc R . .
C14 C -0.1155(12) 0.9520(8) 0.6653(11) 0.128(2) Uani 1 1 d . . .
H14 H -0.1736 0.9558 0.5956 0.154 Uiso 1 1 calc R . .
C15 C -0.1106(11) 0.8819(8) 0.7375(9) 0.128(2) Uani 1 1 d . . .
H15 H -0.1678 0.8345 0.7149 0.154 Uiso 1 1 calc R . .
C16 C -0.0319(12) 0.8760(8) 0.8357(10) 0.128(2) Uani 1 1 d . . .
H16 H -0.0395 0.8251 0.8778 0.154 Uiso 1 1 calc R . .
C17 C 0.0645(11) 0.9384(8) 0.8862(10) 0.128(2) Uani 1 1 d . . .
H17 H 0.1220 0.9316 0.9558 0.154 Uiso 1 1 calc 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
_geom_angle_publ_flag
N1 Hg I2 107.23(18) . . ?
N1 Hg I1 114.15(18) . . ?
I2 Hg I1 137.98(3) . . ?
N1 Hg N4 64.9(3) . . ?
I2 Hg N4 98.86(15) . . ?
I1 Hg N4 92.24(15) . . ?
N1 Hg I1 86.8(2) . 3_676 ?
I2 Hg I1 99.79(2) . 3_676 ?
I1 Hg I1 89.69(2) . 3_676 ?
N4 Hg I1 149.70(19) . 3_676 ?
Hg I1 Hg 90.31(2) . 3_676 ?
C3 N1 C1 104.3(10) . . ?
C3 N1 Hg 119.1(8) . . ?
C1 N1 Hg 136.4(9) . . ?
C3 N2 C2 105.7(9) . . ?
C3 N2 C11 129.0(11) . . ?
C2 N2 C11 125.2(11) . . ?
N3 N4 C4 114.3(9) . . ?
N3 N4 Hg 114.8(6) . . ?
C4 N4 Hg 130.8(7) . . ?
N4 N3 C3 111.3(8) . . ?
C2 C1 N1 112.4(11) . . ?
C2 C1 H1 123.8 . . ?
N1 C1 H1 123.8 . . ?
C1 C2 N2 105.2(10) . . ?
C1 C2 H2 127.4 . . ?
N2 C2 H2 127.4 . . ?
N1 C3 N2 112.3(10) . . ?
N1 C3 N3 129.4(11) . . ?
N2 C3 N3 118.3(12) . . ?
N4 C4 C5 116.2(10) . . ?
N4 C4 C9 125.7(11) . . ?
C5 C4 C9 118.1(9) . . ?
C6 C5 C4 120.2(10) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 122.4(10) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C8 C7 C6 116.9(10) . . ?
C8 C7 C10 124.0(11) . . ?
C6 C7 C10 118.8(11) . . ?
C9 C8 C7 122.4(10) . . ?
C9 C8 H8 118.8 . . ?
C7 C8 H8 118.8 . . ?
C8 C9 C4 119.9(10) . . ?
C8 C9 H9 120.0 . . ?
C4 C9 H9 120.0 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C11 C12 114.1(10) . . ?
N2 C11 H11A 108.7 . . ?
C12 C11 H11A 108.7 . . ?
N2 C11 H11B 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
C13 C12 C17 124.7(15) . . ?
C13 C12 C11 116.2(14) . . ?
C17 C12 C11 118.9(13) . . ?
C12 C13 C14 122.5(15) . . ?
C12 C13 H13 118.7 . . ?
C14 C13 H13 118.7 . . ?
C15 C14 C13 112.7(13) . . ?
C15 C14 H14 123.7 . . ?
C13 C14 H14 123.7 . . ?
C16 C15 C14 124.7(15) . . ?
C16 C15 H15 117.7 . . ?
C14 C15 H15 117.7 . . ?
C15 C16 C17 127.4(14) . . ?
C15 C16 H16 116.3 . . ?
C17 C16 H16 116.3 . . ?
C12 C17 C16 107.9(13) . . ?
C12 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg N1 2.302(9) . ?
Hg I2 2.6406(8) . ?
Hg I1 2.6943(8) . ?
Hg N4 2.739(7) . ?
Hg I1 3.3046(8) 3_676 ?
I1 Hg 3.3046(8) 3_676 ?
N1 C3 1.320(11) . ?
N1 C1 1.347(11) . ?
N2 C3 1.356(10) . ?
N2 C2 1.385(11) . ?
N2 C11 1.488(13) . ?
N4 N3 1.272(9) . ?
N4 C4 1.385(9) . ?
N3 C3 1.426(11) . ?
C1 C2 1.343(13) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C4 C5 1.399(11) . ?
C4 C9 1.405(10) . ?
C5 C6 1.365(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(11) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(12) . ?
C7 C10 1.527(11) . ?
C8 C9 1.372(10) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.545(15) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.375(14) . ?
C12 C17 1.411(14) . ?
C13 C14 1.395(14) . ?
C13 H13 0.9300 . ?
C14 C15 1.356(13) . ?
C14 H14 0.9300 . ?
C15 C16 1.296(13) . ?
C15 H15 0.9300 . ?
C16 C17 1.417(14) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Hg I1 Hg 86.3(3) . . . 3_676 ?
I2 Hg I1 Hg -104.36(4) . . . 3_676 ?
N4 Hg I1 Hg 149.75(19) . . . 3_676 ?
I1 Hg I1 Hg 0.0 3_676 . . 3_676 ?
I2 Hg N1 C3 -86.7(7) . . . . ?
I1 Hg N1 C3 85.8(6) . . . . ?
N4 Hg N1 C3 5.2(6) . . . . ?
I1 Hg N1 C3 174.0(7) 3_676 . . . ?
I2 Hg N1 C1 86.7(10) . . . . ?
I1 Hg N1 C1 -100.7(10) . . . . ?
N4 Hg N1 C1 178.6(11) . . . . ?
I1 Hg N1 C1 -12.5(10) 3_676 . . . ?
N1 Hg N4 N3 -5.1(6) . . . . ?
I2 Hg N4 N3 99.9(6) . . . . ?
I1 Hg N4 N3 -120.8(6) . . . . ?
I1 Hg N4 N3 -27.6(8) 3_676 . . . ?
N1 Hg N4 C4 178.6(7) . . . . ?
I2 Hg N4 C4 -76.5(6) . . . . ?
I1 Hg N4 C4 62.9(6) . . . . ?
I1 Hg N4 C4 156.1(5) 3_676 . . . ?
C4 N4 N3 C3 -179.1(6) . . . . ?
Hg N4 N3 C3 3.9(8) . . . . ?
C3 N1 C1 C2 1.6(13) . . . . ?
Hg N1 C1 C2 -172.5(7) . . . . ?
N1 C1 C2 N2 -2.0(14) . . . . ?
C3 N2 C2 C1 1.6(12) . . . . ?
C11 N2 C2 C1 -179.4(10) . . . . ?
C1 N1 C3 N2 -0.5(11) . . . . ?
Hg N1 C3 N2 174.9(5) . . . . ?
C1 N1 C3 N3 178.4(9) . . . . ?
Hg N1 C3 N3 -6.3(12) . . . . ?
C2 N2 C3 N1 -0.7(11) . . . . ?
C11 N2 C3 N1 -179.7(9) . . . . ?
C2 N2 C3 N3 -179.7(7) . . . . ?
C11 N2 C3 N3 1.4(14) . . . . ?
N4 N3 C3 N1 0.9(13) . . . . ?
N4 N3 C3 N2 179.7(8) . . . . ?
N3 N4 C4 C5 172.7(8) . . . . ?
Hg N4 C4 C5 -11.0(11) . . . . ?
N3 N4 C4 C9 -6.3(12) . . . . ?
Hg N4 C4 C9 170.1(6) . . . . ?
N4 C4 C5 C6 -179.5(7) . . . . ?
C9 C4 C5 C6 -0.4(13) . . . . ?
C4 C5 C6 C7 -0.8(14) . . . . ?
C5 C6 C7 C8 3.3(14) . . . . ?
C5 C6 C7 C10 177.7(8) . . . . ?
C6 C7 C8 C9 -4.8(15) . . . . ?
C10 C7 C8 C9 -178.8(8) . . . . ?
C7 C8 C9 C4 3.7(14) . . . . ?
N4 C4 C9 C8 178.0(8) . . . . ?
C5 C4 C9 C8 -0.9(12) . . . . ?
C3 N2 C11 C12 -84.1(13) . . . . ?
C2 N2 C11 C12 97.1(12) . . . . ?
N2 C11 C12 C13 -54.7(15) . . . . ?
N2 C11 C12 C17 120.5(12) . . . . ?
C17 C12 C13 C14 4(2) . . . . ?
C11 C12 C13 C14 179.3(11) . . . . ?
C12 C13 C14 C15 -2.6(18) . . . . ?
C13 C14 C15 C16 1.3(19) . . . . ?
C14 C15 C16 C17 -2(2) . . . . ?
C13 C12 C17 C16 -3.9(18) . . . . ?
C11 C12 C17 C16 -178.7(11) . . . . ?
C15 C16 C17 C12 2.6(19) . . . . ?
