#------------------------------------------------------------------------------
#$Date: 2013-12-28 07:07:06 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91932 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/78/1507818.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_1507818
loop_
_publ_author_name
'Mandal, Amal Kumar'
'Suresh, Moorthy'
'Das, Priyadip'
'Suresh, E.'
'Baidya, Mithu'
'Ghosh, Sudip K.'
'Das, Amitava'
_publ_section_title
;
 Recognition of Hg2+Ion through Restricted Imine Isomerization:
 Crystallographic Evidence and Imaging in Live Cells
;
_journal_issue                   12
_journal_name_full               'Organic Letters'
_journal_page_first              2980
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C22 H16 Hg2 I4 N4'
_chemical_formula_weight         1245.17
_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                 127.050(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.516(2)
_cell_length_b                   12.5559(16)
_cell_length_c                   15.301(2)
_cell_measurement_reflns_used    4238
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      28.21
_cell_measurement_theta_min      2.76
_cell_volume                     2839.1(6)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    ORTEP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.932
_diffrn_measured_fraction_theta_max 0.932
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_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  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0602
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8301
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    15.168
_exptl_absorpt_correction_T_max  0.2633
_exptl_absorpt_correction_T_min  0.1281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'BRUKER SADABS'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    2.913
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATES
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         4.866
_refine_diff_density_min         -2.080
_refine_diff_density_rms         0.346
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0510
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0694P)^2^+97.1838P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1266
_reflns_number_gt                3093
_reflns_number_total             3287
_reflns_threshold_expression     >2sigma(I)
_[local]_cod_data_source_file    ol3009733_si_001.cif
_[local]_cod_data_source_block   hg2l2
_[local]_cod_cif_authors_sg_H-M  C2/c
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2839.2(6)
_cod_database_code               1507818
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
Hg1 Hg 0.41765(3) 0.33371(3) 0.38576(3) 0.02022(14) Uani 1 1 d .
I1 I 0.30274(5) 0.26739(5) 0.42699(6) 0.02434(18) Uani 1 1 d .
I2 I 0.42580(5) 0.52594(5) 0.32177(5) 0.02110(17) Uani 1 1 d .
N1 N 0.5289(6) 0.2014(7) 0.4694(7) 0.0180(16) Uani 1 1 d .
N2 N 0.3866(6) 0.1914(6) 0.2442(6) 0.0165(16) Uani 1 1 d .
C1 C 0.6013(7) 0.2049(8) 0.5740(8) 0.0194(19) Uani 1 1 d .
H1 H 0.6105 0.2647 0.6155 0.023 Uiso 1 1 calc R
C2 C 0.6634(7) 0.1223(8) 0.6230(8) 0.0205(19) Uani 1 1 d .
H2 H 0.7136 0.1270 0.6960 0.025 Uiso 1 1 calc R
C3 C 0.6501(7) 0.0338(8) 0.5628(8) 0.022(2) Uani 1 1 d .
H3 H 0.6908 -0.0227 0.5948 0.027 Uiso 1 1 calc R
C4 C 0.5757(7) 0.0290(8) 0.4539(9) 0.024(2) Uani 1 1 d .
H4 H 0.5659 -0.0300 0.4112 0.029 Uiso 1 1 calc R
C5 C 0.5157(6) 0.1148(8) 0.4094(7) 0.0173(18) Uani 1 1 d .
C6 C 0.4363(7) 0.1108(7) 0.2934(8) 0.0182(19) Uani 1 1 d .
H6 H 0.4222 0.0471 0.2552 0.022 Uiso 1 1 calc R
C7 C 0.3087(6) 0.1776(7) 0.1330(7) 0.0133(17) Uani 1 1 d .
C8 C 0.2526(7) 0.0913(8) 0.1033(8) 0.0191(19) Uani 1 1 d .
H8 H 0.2662 0.0401 0.1551 0.023 Uiso 1 1 calc R
C9 C 0.2897(6) 0.2563(7) 0.0547(7) 0.0117(16) Uani 1 1 d .
C10 C 0.3463(6) 0.3457(7) 0.0811(7) 0.0148(18) Uani 1 1 d .
H10 H 0.3990 0.3535 0.1521 0.018 Uiso 1 1 calc R
C11 C 0.3251(7) 0.4195(7) 0.0051(8) 0.0182(19) Uani 1 1 d .
H11 H 0.3625 0.4783 0.0248 0.022 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Hg1 0.0238(2) 0.0194(2) 0.0192(2) 0.00298(13) 0.01388(19) 0.00351(14)
I1 0.0292(4) 0.0243(4) 0.0259(4) 0.0041(2) 0.0201(3) 0.0017(3)
I2 0.0270(4) 0.0165(3) 0.0196(3) 0.0005(2) 0.0139(3) 0.0015(2)
N1 0.021(4) 0.020(4) 0.012(4) 0.006(3) 0.009(4) 0.004(3)
N2 0.019(4) 0.015(4) 0.010(4) 0.000(3) 0.006(4) 0.001(3)
C1 0.019(5) 0.021(5) 0.013(4) -0.007(4) 0.007(4) -0.003(4)
C2 0.018(5) 0.023(5) 0.013(4) -0.001(4) 0.006(4) -0.002(4)
C3 0.017(5) 0.020(5) 0.018(5) 0.009(4) 0.004(4) 0.013(4)
C4 0.027(6) 0.021(5) 0.020(5) 0.001(4) 0.013(5) 0.006(4)
C5 0.015(4) 0.026(5) 0.007(4) 0.002(3) 0.005(4) -0.002(4)
C6 0.032(5) 0.014(4) 0.015(4) -0.002(3) 0.017(5) -0.002(4)
C7 0.015(4) 0.014(4) 0.006(4) -0.003(3) 0.004(4) 0.000(3)
C8 0.020(5) 0.020(5) 0.019(5) 0.010(4) 0.012(4) 0.001(4)
C9 0.011(4) 0.016(4) 0.005(4) 0.002(3) 0.003(4) -0.001(3)
C10 0.012(4) 0.021(5) 0.005(4) -0.001(3) 0.001(4) -0.001(3)
C11 0.027(5) 0.012(4) 0.021(5) 0.002(3) 0.017(4) -0.004(4)
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
N1 Hg1 N2 69.3(3) . .
N1 Hg1 I2 128.6(2) . .
N2 Hg1 I2 110.69(17) . .
N1 Hg1 I1 102.3(2) . .
N2 Hg1 I1 100.03(18) . .
I2 Hg1 I1 126.83(2) . .
C1 N1 C5 118.9(8) . .
C1 N1 Hg1 123.5(7) . .
C5 N1 Hg1 117.5(6) . .
C6 N2 C7 117.4(8) . .
C6 N2 Hg1 109.8(6) . .
C7 N2 Hg1 129.4(6) . .
N1 C1 C2 122.1(9) . .
N1 C1 H1 118.9 . .
C2 C1 H1 118.9 . .
C3 C2 C1 119.4(9) . .
C3 C2 H2 120.3 . .
C1 C2 H2 120.3 . .
C2 C3 C4 119.4(9) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C3 C4 C5 118.4(9) . .
C3 C4 H4 120.8 . .
C5 C4 H4 120.8 . .
N1 C5 C4 121.8(9) . .
N1 C5 C6 119.3(9) . .
C4 C5 C6 118.9(9) . .
N2 C6 C5 121.9(9) . .
N2 C6 H6 119.0 . .
C5 C6 H6 119.0 . .
C8 C7 C9 120.9(8) . .
C8 C7 N2 120.6(8) . .
C9 C7 N2 118.5(8) . .
C7 C8 C11 120.0(8) . 7
C7 C8 H8 120.0 . .
C11 C8 H8 120.0 7 .
C10 C9 C9 119.1(10) . 7
C10 C9 C7 122.9(8) . .
C9 C9 C7 118.0(10) 7 .
C11 C10 C9 121.2(9) . .
C11 C10 H10 119.4 . .
C9 C10 H10 119.4 . .
C10 C11 C8 120.8(9) . 7
C10 C11 H11 119.6 . .
C8 C11 H11 119.6 7 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 N1 2.338(8) .
Hg1 N2 2.591(8) .
Hg1 I2 2.6431(8) .
Hg1 I1 2.6899(8) .
N1 C1 1.332(13) .
N1 C5 1.347(13) .
N2 C6 1.267(13) .
N2 C7 1.431(12) .
C1 C2 1.386(15) .
C1 H1 0.9300 .
C2 C3 1.368(14) .
C2 H2 0.9300 .
C3 C4 1.383(15) .
C3 H3 0.9300 .
C4 C5 1.396(14) .
C4 H4 0.9300 .
C5 C6 1.473(13) .
C6 H6 0.9300 .
C7 C8 1.375(13) .
C7 C9 1.425(12) .
C8 C11 1.401(14) 7
C8 H8 0.9300 .
C9 C10 1.418(13) .
C9 C9 1.422(17) 7
C10 C11 1.348(12) .
C10 H10 0.9300 .
C11 C8 1.401(14) 7
C11 H11 0.9300 .
_journal_paper_doi 10.1021/ol3009733