#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/56/7035643.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_7035643
loop_
_publ_author_name
'Al-Jibori, Subhi A'
'Irzoqi, Ahmed A.'
'Al-Saraj, Emad G H'
'Al-Janabi, Ahmed S M'
'Basak-Modi, Sucharita'
'Ghosh, Shishir'
'Merzweiler, Kurt'
'Wagner, Christoph'
'Schmidt, Harry'
'Hogarth, Graeme'
_publ_section_title
;
 Formation of ortho-cyano-aminothiophenolate ligands with versatile
 binding modes via facile carbon-sulfur bond cleavage of
 2-aminobenzothiazoles at mercury(ii) centres.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14217
_journal_page_last               14219
_journal_paper_doi               10.1039/c5dt02080h
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C25 H19 Hg N2 P S'
_chemical_formula_weight         611.04
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2013-04-16 deposited with the CCDC.
2015-07-06 downloaded from the CCDC.
;
_cell_angle_alpha                103.936(5)
_cell_angle_beta                 102.011(5)
_cell_angle_gamma                101.091(5)
_cell_formula_units_Z            2
_cell_length_a                   8.955(3)
_cell_length_b                   10.643(4)
_cell_length_c                   12.059(4)
_cell_measurement_temperature    150(2)
_cell_volume                     1054.9(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'Bruker SMART 1K CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_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  0.0392
_diffrn_reflns_av_sigmaI/netI    0.0810
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8623
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.48
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    7.486
_exptl_absorpt_correction_T_max  0.7539
_exptl_absorpt_correction_T_min  0.4670
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.924
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.726
_refine_diff_density_min         -1.731
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4657
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.919
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0377
_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)+(0.0223P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0660
_reflns_number_gt                3744
_reflns_number_total             4657
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c5dt02080h2.cif
_cod_data_source_block           str0938
_cod_depositor_comments
'Adding full bibliography for 7035643--7035645.cif.'
_cod_original_cell_volume        1054.8(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7035643
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 0.52272(3) 0.54870(2) 0.736760(18) 0.02570(8) Uani 1 1 d .
P1 P 0.39039(16) 0.33184(13) 0.73428(11) 0.0217(3) Uani 1 1 d .
S1 S 0.65636(18) 0.77032(14) 0.84917(12) 0.0322(3) Uani 1 1 d .
N1 N 0.7153(5) 0.5814(4) 0.6378(3) 0.0249(10) Uani 1 1 d .
N2 N 0.6887(5) 0.4487(4) 0.4361(4) 0.0296(11) Uani 1 1 d .
C1 C 0.7038(6) 0.5147(5) 0.5308(5) 0.0250(12) Uani 1 1 d .
C2 C 0.8192(6) 0.7916(5) 0.7893(4) 0.0278(13) Uani 1 1 d .
C3 C 0.8338(7) 0.6981(6) 0.6915(4) 0.0294(13) Uani 1 1 d .
C4 C 0.9682(7) 0.7253(6) 0.6535(5) 0.0328(14) Uani 1 1 d .
H4A H 0.9817 0.6608 0.5891 0.039 Uiso 1 1 calc R
C5 C 1.0818(7) 0.8420(6) 0.7059(5) 0.0411(16) Uani 1 1 d .
H5A H 1.1735 0.8581 0.6783 0.049 Uiso 1 1 calc R
C6 C 1.0642(7) 0.9366(6) 0.7983(5) 0.0385(15) Uani 1 1 d .
H6A H 1.1425 1.0190 0.8342 0.046 Uiso 1 1 calc R
C7 C 0.9343(7) 0.9114(6) 0.8381(5) 0.0356(14) Uani 1 1 d .
H7A H 0.9217 0.9779 0.9014 0.043 Uiso 1 1 calc R
C8 C 0.2052(6) 0.3291(5) 0.7689(4) 0.0227(12) Uani 1 1 d .
C9 C 0.1766(6) 0.2979(5) 0.8682(4) 0.0262(12) Uani 1 1 d .
H9A H 0.2545 0.2725 0.9186 0.031 Uiso 1 1 calc R
C10 C 0.0367(7) 0.3035(6) 0.8943(5) 0.0372(15) Uani 1 1 d .
H10A H 0.0173 0.2825 0.9631 0.045 Uiso 1 1 calc R
C11 C -0.0763(7) 0.3393(6) 0.8214(6) 0.0431(16) Uani 1 1 d .
H11A H -0.1738 0.3430 0.8399 0.052 Uiso 1 1 calc R
C12 C -0.0490(7) 0.3696(7) 0.7220(5) 0.0431(16) Uani 1 1 d .
H12A H -0.1281 0.3935 0.6714 0.052 Uiso 1 1 calc R
C13 C 0.0910(7) 0.3657(6) 0.6953(5) 0.0316(13) Uani 1 1 d .
H13A H 0.1102 0.3878 0.6269 0.038 Uiso 1 1 calc R
C14 C 0.5079(6) 0.2809(5) 0.8460(4) 0.0215(11) Uani 1 1 d .
C15 C 0.5016(6) 0.1474(6) 0.8338(5) 0.0286(13) Uani 1 1 d .
H15A H 0.4359 0.0810 0.7639 0.034 Uiso 1 1 calc R
C16 C 0.5889(7) 0.1107(6) 0.9213(5) 0.0367(14) Uani 1 1 d .
H16A H 0.5837 0.0187 0.9126 0.044 Uiso 1 1 calc R
C17 C 0.6838(7) 0.2057(6) 1.0214(5) 0.0387(15) Uani 1 1 d .
H17A H 0.7455 0.1797 1.0820 0.046 Uiso 1 1 calc R
C18 C 0.6906(7) 0.3362(6) 1.0351(5) 0.0326(14) Uani 1 1 d .
H18A H 0.7564 0.4019 1.1054 0.039 Uiso 1 1 calc R
C19 C 0.6025(6) 0.3744(6) 0.9475(5) 0.0285(13) Uani 1 1 d .
H19A H 0.6074 0.4666 0.9577 0.034 Uiso 1 1 calc R
C20 C 0.3527(6) 0.2051(5) 0.5975(4) 0.0216(11) Uani 1 1 d .
C21 C 0.2298(6) 0.0925(5) 0.5625(5) 0.0302(13) Uani 1 1 d .
H21A H 0.1594 0.0818 0.6106 0.036 Uiso 1 1 calc R
C22 C 0.2085(7) -0.0036(6) 0.4596(5) 0.0350(14) Uani 1 1 d .
H22A H 0.1250 -0.0826 0.4365 0.042 Uiso 1 1 calc R
C23 C 0.3075(7) 0.0135(6) 0.3891(5) 0.0372(15) Uani 1 1 d .
H23A H 0.2909 -0.0530 0.3161 0.045 Uiso 1 1 calc R
C24 C 0.4297(7) 0.1248(6) 0.4223(5) 0.0351(14) Uani 1 1 d .
H24A H 0.4987 0.1356 0.3732 0.042 Uiso 1 1 calc R
C25 C 0.4522(7) 0.2206(5) 0.5263(4) 0.0291(13) Uani 1 1 d .
H25A H 0.5372 0.2986 0.5498 0.035 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'
P P 0.1023 0.0942 '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'
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_3
N1 Hg1 S1 81.76(11) .
N1 Hg1 P1 122.04(11) .
S1 Hg1 P1 147.76(5) .
N1 Hg1 N2 91.86(14) 2_666
S1 Hg1 N2 109.18(11) 2_666
P1 Hg1 N2 92.66(11) 2_666
C20 P1 C14 107.0(2) .
C20 P1 C8 107.1(2) .
C14 P1 C8 106.2(2) .
C20 P1 Hg1 114.73(18) .
C14 P1 Hg1 109.15(18) .
C8 P1 Hg1 112.18(18) .
C2 S1 Hg1 99.64(19) .
C1 N1 C3 119.0(4) .
C1 N1 Hg1 124.8(4) .
C3 N1 Hg1 114.8(3) .
C1 N2 Hg1 121.4(4) 2_666
N2 C1 N1 176.2(6) .
C7 C2 C3 118.6(5) .
C7 C2 S1 117.7(4) .
C3 C2 S1 123.6(4) .
C4 C3 N1 122.5(5) .
C4 C3 C2 118.3(5) .
N1 C3 C2 119.1(5) .
C5 C4 C3 121.6(6) .
C4 C5 C6 120.2(6) .
C7 C6 C5 119.3(6) .
C6 C7 C2 121.9(6) .
C9 C8 C13 119.8(5) .
C9 C8 P1 122.0(4) .
C13 C8 P1 118.1(4) .
C10 C9 C8 120.0(5) .
C9 C10 C11 120.1(5) .
C12 C11 C10 120.2(5) .
C13 C12 C11 120.4(6) .
C12 C13 C8 119.5(5) .
C19 C14 C15 118.7(5) .
C19 C14 P1 120.0(4) .
C15 C14 P1 121.3(4) .
C16 C15 C14 120.3(5) .
C15 C16 C17 120.0(5) .
C18 C17 C16 120.4(6) .
C17 C18 C19 120.1(5) .
C14 C19 C18 120.5(5) .
C21 C20 C25 119.4(5) .
C21 C20 P1 122.1(4) .
C25 C20 P1 118.5(4) .
C22 C21 C20 120.2(5) .
C21 C22 C23 119.8(6) .
C24 C23 C22 120.7(5) .
C23 C24 C25 119.5(5) .
C24 C25 C20 120.4(5) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg1 N1 2.312(4) .
Hg1 S1 2.3520(15) .
Hg1 P1 2.3731(15) .
Hg1 N2 2.517(5) 2_666
P1 C20 1.783(5) .
P1 C14 1.788(5) .
P1 C8 1.789(5) .
S1 C2 1.757(6) .
N1 C1 1.287(6) .
N1 C3 1.381(7) .
N2 C1 1.153(6) .
N2 Hg1 2.517(5) 2_666
C2 C7 1.383(8) .
C2 C3 1.396(7) .
C3 C4 1.380(7) .
C4 C5 1.358(8) .
C5 C6 1.369(9) .
C6 C7 1.353(8) .
C8 C9 1.377(7) .
C8 C13 1.389(7) .
C9 C10 1.363(7) .
C10 C11 1.372(8) .
C11 C12 1.371(8) .
C12 C13 1.363(7) .
C14 C19 1.365(7) .
C14 C15 1.381(7) .
C15 C16 1.361(8) .
C16 C17 1.363(8) .
C17 C18 1.346(8) .
C18 C19 1.374(7) .
C20 C21 1.372(7) .
C20 C25 1.374(7) .
C21 C22 1.356(7) .
C22 C23 1.367(8) .
C23 C24 1.360(8) .
C24 C25 1.362(7) .
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
N1 Hg1 P1 C20 -36.2(2) .
S1 Hg1 P1 C20 -168.65(19) .
N2 Hg1 P1 C20 57.7(2) 2_666
N1 Hg1 P1 C14 83.8(2) .
S1 Hg1 P1 C14 -48.6(2) .
N2 Hg1 P1 C14 177.72(19) 2_666
N1 Hg1 P1 C8 -158.7(2) .
S1 Hg1 P1 C8 68.8(2) .
N2 Hg1 P1 C8 -64.8(2) 2_666
N1 Hg1 S1 C2 -7.4(2) .
P1 Hg1 S1 C2 133.45(18) .
N2 Hg1 S1 C2 -96.5(2) 2_666
S1 Hg1 N1 C1 -157.5(4) .
P1 Hg1 N1 C1 46.0(5) .
N2 Hg1 N1 C1 -48.3(4) 2_666
S1 Hg1 N1 C3 9.2(3) .
P1 Hg1 N1 C3 -147.4(3) .
N2 Hg1 N1 C3 118.3(4) 2_666
Hg1 N2 C1 N1 97(9) 2_666
C3 N1 C1 N2 160(9) .
Hg1 N1 C1 N2 -34(9) .
Hg1 S1 C2 C7 -176.7(4) .
Hg1 S1 C2 C3 7.2(5) .
C1 N1 C3 C4 -21.2(8) .
Hg1 N1 C3 C4 171.3(4) .
C1 N1 C3 C2 160.0(5) .
Hg1 N1 C3 C2 -7.5(6) .
C7 C2 C3 C4 4.7(8) .
S1 C2 C3 C4 -179.2(4) .
C7 C2 C3 N1 -176.4(5) .
S1 C2 C3 N1 -0.3(7) .
N1 C3 C4 C5 178.5(5) .
C2 C3 C4 C5 -2.6(8) .
C3 C4 C5 C6 -0.4(9) .
C4 C5 C6 C7 1.2(9) .
C5 C6 C7 C2 1.1(9) .
C3 C2 C7 C6 -4.1(8) .
S1 C2 C7 C6 179.6(4) .
C20 P1 C8 C9 116.7(4) .
C14 P1 C8 C9 2.6(5) .
Hg1 P1 C8 C9 -116.6(4) .
C20 P1 C8 C13 -66.3(5) .
C14 P1 C8 C13 179.6(4) .
Hg1 P1 C8 C13 60.4(4) .
C13 C8 C9 C10 -0.2(8) .
P1 C8 C9 C10 176.7(4) .
C8 C9 C10 C11 0.4(9) .
C9 C10 C11 C12 0.0(10) .
C10 C11 C12 C13 -0.6(10) .
C11 C12 C13 C8 0.8(9) .
C9 C8 C13 C12 -0.4(8) .
P1 C8 C13 C12 -177.5(5) .
C20 P1 C14 C19 155.8(4) .
C8 P1 C14 C19 -90.1(5) .
Hg1 P1 C14 C19 31.1(4) .
C20 P1 C14 C15 -26.3(5) .
C8 P1 C14 C15 87.9(4) .
Hg1 P1 C14 C15 -151.0(4) .
C19 C14 C15 C16 -0.3(8) .
P1 C14 C15 C16 -178.3(4) .
C14 C15 C16 C17 -0.3(9) .
C15 C16 C17 C18 0.7(9) .
C16 C17 C18 C19 -0.5(9) .
C15 C14 C19 C18 0.6(8) .
P1 C14 C19 C18 178.6(4) .
C17 C18 C19 C14 -0.2(8) .
C14 P1 C20 C21 85.2(5) .
C8 P1 C20 C21 -28.4(5) .
Hg1 P1 C20 C21 -153.6(4) .
C14 P1 C20 C25 -93.8(4) .
C8 P1 C20 C25 152.7(4) .
Hg1 P1 C20 C25 27.5(5) .
C25 C20 C21 C22 1.1(8) .
P1 C20 C21 C22 -177.8(4) .
C20 C21 C22 C23 -1.7(9) .
C21 C22 C23 C24 1.4(9) .
C22 C23 C24 C25 -0.7(9) .
C23 C24 C25 C20 0.1(9) .
C21 C20 C25 C24 -0.4(8) .
P1 C20 C25 C24 178.6(4) .
