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#$Date: 2016-03-23 16:00:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179358 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/55/4325585.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_4325585
loop_
_publ_author_name
'Jiasheng Wu'
'Ruilong Sheng'
'Weimin Liu'
'Pengfei Wang'
'Jingjin Ma'
'Hongyan Zhang'
'Xiaoqing Zhuang'
_publ_section_title
;
 Reversible Fluorescent Probe for Highly Selective and Sensitive Detection
 of Mercapto Biomolecules
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6543
_journal_page_last               6551
_journal_paper_doi               10.1021/ic200181p
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C30 H36 Cl4 Hg2 N8 O4 S2'
_chemical_formula_weight         1179.79
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.93(3)
_cell_angle_beta                 105.24(3)
_cell_angle_gamma                94.29(3)
_cell_formula_units_Z            1
_cell_length_a                   8.2194(16)
_cell_length_b                   9.3156(19)
_cell_length_c                   13.358(3)
_cell_measurement_temperature    296(2)
_cell_volume                     970.8(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0593
_diffrn_reflns_av_sigmaI/netI    0.0852
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8055
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    8.326
_exptl_absorpt_correction_T_max  0.7883
_exptl_absorpt_correction_T_min  0.2121
_exptl_crystal_density_diffrn    2.018
_exptl_crystal_F_000             564
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.236
_refine_diff_density_min         -1.498
_refine_diff_density_rms         0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4440
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0624
_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/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1656
_reflns_number_gt                3383
_reflns_number_total             4440
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200181p_si_004.cif
_cod_data_source_block           a
_cod_original_cell_volume        970.8(3)
_cod_database_code               4325585
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.47800(5) 1.05180(5) -0.36298(4) 0.04923(18) Uani 1 1 d .
Cl1 Cl 0.6506(3) 0.9154(3) -0.2469(3) 0.0553(7) Uani 1 1 d .
Cl2 Cl 0.6430(3) 1.1851(3) -0.4677(2) 0.0475(6) Uani 1 1 d .
S1 S 0.2200(3) 1.1655(3) -0.3812(2) 0.0472(6) Uani 1 1 d .
O1 O 0.2472(8) 0.7146(7) 0.1411(6) 0.0410(16) Uani 1 1 d .
O2 O 0.4585(9) 0.8154(9) 0.0897(6) 0.0509(19) Uani 1 1 d .
N1 N -0.1713(11) 0.4617(10) 0.2582(7) 0.046(2) Uani 1 1 d .
N2 N 0.1414(10) 0.9612(10) -0.1559(7) 0.0421(19) Uani 1 1 d .
N3 N 0.2208(10) 1.0394(9) -0.2150(7) 0.0403(19) Uani 1 1 d .
H3A H 0.3290 1.0624 -0.1957 0.048 Uiso 1 1 calc R
N4 N -0.0365(10) 1.0481(10) -0.3277(8) 0.048(2) Uani 1 1 d .
H4A H -0.0851 1.0033 -0.2892 0.058 Uiso 1 1 calc R
H4B H -0.0967 1.0736 -0.3841 0.058 Uiso 1 1 calc R
C1 C -0.4646(18) 0.4737(16) 0.2795(14) 0.080(5) Uani 1 1 d .
H1A H -0.5737 0.4175 0.2632 0.120 Uiso 1 1 calc R
H1B H -0.4758 0.5599 0.2475 0.120 Uiso 1 1 calc R
H1C H -0.4209 0.5011 0.3544 0.120 Uiso 1 1 calc R
C2 C -0.3431(15) 0.3826(12) 0.2375(11) 0.053(3) Uani 1 1 d .
H2B H -0.3335 0.2952 0.2697 0.063 Uiso 1 1 calc R
H2C H -0.3902 0.3523 0.1623 0.063 Uiso 1 1 calc R
C3 C 0.056(2) 0.3389(17) 0.3595(13) 0.086(5) Uani 1 1 d .
H3B H 0.1324 0.3428 0.4280 0.129 Uiso 1 1 calc R
H3C H 0.1193 0.3473 0.3093 0.129 Uiso 1 1 calc R
H3D H -0.0162 0.2477 0.3399 0.129 Uiso 1 1 calc R
C4 C -0.0515(15) 0.4622(12) 0.3614(8) 0.046(2) Uani 1 1 d .
H4C H -0.1142 0.4543 0.4130 0.056 Uiso 1 1 calc R
H4D H 0.0216 0.5541 0.3826 0.056 Uiso 1 1 calc R
C5 C -0.1316(13) 0.5362(11) 0.1855(8) 0.040(2) Uani 1 1 d .
C6 C 0.0387(12) 0.5913(11) 0.1983(8) 0.040(2) Uani 1 1 d .
H6A H 0.1239 0.5756 0.2558 0.047 Uiso 1 1 calc R
C7 C 0.0778(11) 0.6677(10) 0.1261(8) 0.0343(19) Uani 1 1 d .
C8 C -0.0419(12) 0.6980(11) 0.0383(8) 0.039(2) Uani 1 1 d .
C9 C -0.2106(13) 0.6423(13) 0.0271(9) 0.047(3) Uani 1 1 d .
H9A H -0.2952 0.6596 -0.0301 0.056 Uiso 1 1 calc R
C10 C -0.2555(13) 0.5630(12) 0.0976(9) 0.045(2) Uani 1 1 d .
H10A H -0.3685 0.5271 0.0868 0.054 Uiso 1 1 calc R
C11 C 0.0109(13) 0.7831(12) -0.0285(8) 0.045(2) Uani 1 1 d .
H11A H -0.0698 0.8077 -0.0848 0.054 Uiso 1 1 calc R
C12 C 0.1762(11) 0.8302(11) -0.0132(8) 0.037(2) Uani 1 1 d .
C13 C 0.3037(13) 0.7870(11) 0.0724(8) 0.038(2) Uani 1 1 d .
C14 C 0.2410(12) 0.9171(11) -0.0788(8) 0.040(2) Uani 1 1 d .
H14A H 0.3576 0.9414 -0.0645 0.048 Uiso 1 1 calc R
C15 C 0.1271(11) 1.0773(10) -0.3006(8) 0.0332(19) 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'
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'
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'
S S 0.1246 0.1234 '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
Cl1 Hg1 S1 139.30(10) . .
Cl1 Hg1 Cl2 112.80(9) . .
S1 Hg1 Cl2 104.80(9) . .
Cl1 Hg1 Cl2 95.50(10) . 2_674
S1 Hg1 Cl2 98.53(10) . 2_674
Cl2 Hg1 Cl2 91.62(8) . 2_674
Cl1 Hg1 Hg1 109.59(9) . 2_674
S1 Hg1 Hg1 106.57(8) . 2_674
Cl2 Hg1 Hg1 48.88(7) . 2_674
Cl2 Hg1 Hg1 42.75(5) 2_674 2_674
Hg1 Cl2 Hg1 88.38(8) . 2_674
C15 S1 Hg1 100.8(3) . .
C13 O1 C7 122.7(8) . .
C5 N1 C4 122.2(8) . .
C5 N1 C2 120.5(9) . .
C4 N1 C2 117.3(9) . .
C14 N2 N3 115.3(8) . .
C15 N3 N2 118.6(8) . .
C15 N3 H3A 120.7 . .
N2 N3 H3A 120.7 . .
C15 N4 H4A 120.0 . .
C15 N4 H4B 120.0 . .
H4A N4 H4B 120.0 . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C1 113.2(10) . .
N1 C2 H2B 108.9 . .
C1 C2 H2B 108.9 . .
N1 C2 H2C 108.9 . .
C1 C2 H2C 108.9 . .
H2B C2 H2C 107.8 . .
C4 C3 H3B 109.5 . .
C4 C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C4 C3 H3D 109.5 . .
H3B C3 H3D 109.5 . .
H3C C3 H3D 109.5 . .
N1 C4 C3 111.8(10) . .
N1 C4 H4C 109.3 . .
C3 C4 H4C 109.3 . .
N1 C4 H4D 109.3 . .
C3 C4 H4D 109.3 . .
H4C C4 H4D 107.9 . .
N1 C5 C10 122.1(9) . .
N1 C5 C6 119.9(9) . .
C10 C5 C6 118.0(9) . .
C7 C6 C5 119.7(9) . .
C7 C6 H6A 120.1 . .
C5 C6 H6A 120.1 . .
C6 C7 O1 116.9(9) . .
C6 C7 C8 124.0(9) . .
O1 C7 C8 119.0(8) . .
C7 C8 C11 119.4(9) . .
C7 C8 C9 115.4(9) . .
C11 C8 C9 125.2(9) . .
C10 C9 C8 122.6(9) . .
C10 C9 H9A 118.7 . .
C8 C9 H9A 118.7 . .
C9 C10 C5 120.3(9) . .
C9 C10 H10A 119.8 . .
C5 C10 H10A 119.8 . .
C12 C11 C8 121.5(9) . .
C12 C11 H11A 119.3 . .
C8 C11 H11A 119.3 . .
C11 C12 C14 124.9(9) . .
C11 C12 C13 119.4(9) . .
C14 C12 C13 115.7(8) . .
O2 C13 O1 117.4(9) . .
O2 C13 C12 125.0(9) . .
O1 C13 C12 117.5(8) . .
N2 C14 C12 121.2(8) . .
N2 C14 H14A 119.4 . .
C12 C14 H14A 119.4 . .
N4 C15 N3 120.9(9) . .
N4 C15 S1 118.6(7) . .
N3 C15 S1 120.6(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 Cl1 2.385(3) .
Hg1 S1 2.411(3) .
Hg1 Cl2 2.562(3) .
Hg1 Cl2 2.843(3) 2_674
Hg1 Hg1 3.7732(13) 2_674
Cl2 Hg1 2.843(3) 2_674
S1 C15 1.731(9) .
O1 C13 1.364(11) .
O1 C7 1.381(11) .
O2 C13 1.233(12) .
N1 C5 1.360(13) .
N1 C4 1.467(14) .
N1 C2 1.482(13) .
N2 C14 1.275(13) .
N2 N3 1.392(11) .
N3 C15 1.310(12) .
N3 H3A 0.8600 .
N4 C15 1.295(11) .
N4 H4A 0.8600 .
N4 H4B 0.8600 .
C1 C2 1.525(18) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 H2B 0.9700 .
C2 H2C 0.9700 .
C3 C4 1.501(19) .
C3 H3B 0.9600 .
C3 H3C 0.9600 .
C3 H3D 0.9600 .
C4 H4C 0.9700 .
C4 H4D 0.9700 .
C5 C10 1.403(15) .
C5 C6 1.412(14) .
C6 C7 1.363(14) .
C6 H6A 0.9300 .
C7 C8 1.396(14) .
C8 C11 1.401(14) .
C8 C9 1.405(14) .
C9 C10 1.380(15) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.350(13) .
C11 H11A 0.9300 .
C12 C14 1.443(13) .
C12 C13 1.458(13) .
C14 H14A 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O2 0.86 2.08 2.847(10) 148.8 2_675
N4 H4A Cl1 0.86 2.49 3.264(9) 149.6 1_455
N4 H4B Cl2 0.86 2.51 3.262(9) 146.4 1_455
