#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:41:20 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179257 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/77/4317774.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_4317774
loop_
_publ_author_name
'Kevin R. Flower'
'Victoria J. Howard'
'Shakil Naguthney'
'Robin G. Pritchard'
'John E. Warren'
'Alan T. McGown'
_publ_section_title
;
 The Synthesis and Characterization of Compounds of the Type
 Hg{1-C6H4-2-C(H)NC6H5-nRn}2
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1907
_journal_page_last               1912
_journal_paper_doi               10.1021/ic010881q
_journal_volume                  41
_journal_year                    2002
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C38 H44 Hg1 N2'
_chemical_formula_structural     'C38 H44 HG1 N2'
_chemical_formula_sum            'C38 H44 Hg N2'
_chemical_formula_weight         729.34
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_creation_date             2001-08-10T09:17:31-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                103.6650
_cell_angle_beta                 109.3350
_cell_angle_gamma                104.627(2)
_cell_formula_units_Z            1
_cell_length_a                   8.2626(2)
_cell_length_b                   9.8317(2)
_cell_length_c                   11.8873(3)
_cell_measurement_reflns_used    9430
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1
_cell_measurement_wavelength     0.71073
_cell_volume                     825.80(4)
_computing_cell_refinement
;
 'DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998)'
;
_computing_data_collection
;
 'DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998)'
;
_computing_data_reduction
;
        'DENZO (Otwinowski and Minor, 1997) and COLLECT (Hooft, 1998)'
;
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Enraf Nonius KappaCCD area detector'
_diffrn_measurement_method       'Phi and Omega scans to fill Ewald sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0599
_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       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10818
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.42
_exptl_absorpt_coefficient_mu    4.687
_exptl_absorpt_correction_T_max  0.7201
_exptl_absorpt_correction_T_min  0.2558
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
 Using multiple and symmetry-related data measurements via the program
 SORTAV
  See R.H. Blessing, Acta Crysta (1995), A51, 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             366
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         2.675
_refine_diff_density_min         -5.205
_refine_diff_density_rms         0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         3698
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0477
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0826P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1128
_reflns_number_gt                3683
_reflns_number_total             3698
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010881q_3.cif
_cod_data_source_block           a
_cod_original_cell_volume        825.80(3)
_cod_database_code               4317774
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Hg1 Hg 0 0 0 0.02652(6) Uani 1 d S . .
N1 N 0.3013(5) 0.2679(4) 0.0902(3) 0.0278(8) Uani 1 d . . .
C1 C 0.0046(6) 0.0608(5) -0.1552(4) 0.0301(9) Uani 1 d . . .
C2 C -0.1290(6) -0.0240(5) -0.2778(4) 0.0322(10) Uani 1 d . . .
C3 C -0.1247(8) 0.0171(6) -0.3813(5) 0.0392(12) Uani 1 d . . .
C4 C 0.0104(8) 0.1438(6) -0.3650(5) 0.0411(12) Uani 1 d . . .
C5 C 0.1474(7) 0.2304(6) -0.2433(5) 0.0378(12) Uani 1 d . . .
C6 C 0.1441(6) 0.1902(5) -0.1383(4) 0.0273(9) Uani 1 d . . .
C7 C 0.2909(6) 0.2894(5) -0.0127(4) 0.0300(10) Uani 1 d . . .
C8 C 0.4411(6) 0.3733(5) 0.2082(4) 0.0293(9) Uani 1 d . A .
C9 C 0.5837(6) 0.3290(6) 0.2734(5) 0.0346(11) Uani 1 d . . .
C10 C 0.7145(7) 0.4304(7) 0.3925(5) 0.0465(15) Uani 1 d . . .
C11 C 0.7023(8) 0.5667(7) 0.4471(5) 0.0471(15) Uani 1 d . . .
C12 C 0.5600(9) 0.6047(6) 0.3835(5) 0.0460(14) Uani 1 d . A .
C13 C 0.4268(8) 0.5098(6) 0.2621(5) 0.0379(11) Uani 1 d . . .
C14A C 0.263(2) 0.5506(18) 0.1974(15) 0.066(2) Uani 0.509(12) d P A 1
H14A H 0.1853 0.4623 0.1169 0.079 Uiso 0.509(12) calc PR A 1
C15A C 0.1311(17) 0.5524(19) 0.2747(14) 0.066(3) Uani 0.509(12) d P A 1
H15A H 0.0274 0.5787 0.2298 0.099 Uiso 0.509(12) calc PR A 1
H15B H 0.2026 0.6266 0.3609 0.099 Uiso 0.509(12) calc PR A 1
H15C H 0.0846 0.4528 0.2795 0.099 Uiso 0.509(12) calc PR A 1
C16A C 0.2834(13) 0.6719(12) 0.1569(10) 0.071(3) Uani 0.509(12) d P A 1
H16A H 0.2279 0.7376 0.1929 0.107 Uiso 0.509(12) calc PR A 1
H16B H 0.2225 0.6363 0.0637 0.107 Uiso 0.509(12) calc PR A 1
H16C H 0.4146 0.7279 0.1852 0.107 Uiso 0.509(12) calc PR A 1
C14B C 0.270(2) 0.5528(15) 0.1913(16) 0.066(2) Uani 0.49 d PR A 2
H14B H 0.2447 0.5123 0.0993 0.079 Uiso 0.491(12) calc PR A 2
C15B C 0.1138(16) 0.4880(15) 0.1999(15) 0.066(3) Uani 0.49 d PR A 2
H15D H 0.0175 0.5197 0.1523 0.099 Uiso 0.491(12) calc PR A 2
H15E H 0.1333 0.518 0.2894 0.099 Uiso 0.491(12) calc PR A 2
H15F H 0.0759 0.3786 0.1641 0.099 Uiso 0.491(12) calc PR A 2
C16B C 0.343(2) 0.7360(18) 0.2319(19) 0.071(3) Uani 0.49 d P A 2
H16D H 0.2555 0.7645 0.1727 0.107 Uiso 0.491(12) calc PR A 2
H16E H 0.4634 0.7716 0.2289 0.107 Uiso 0.491(12) calc PR A 2
H16F H 0.3556 0.7814 0.3185 0.107 Uiso 0.491(12) calc PR A 2
C17 C 0.5894(8) 0.1775(7) 0.2116(6) 0.0482(15) Uani 1 d . . .
C18 C 0.6790(10) 0.1834(11) 0.1199(8) 0.071(2) Uani 1 d . . .
C19 C 0.6874(14) 0.1148(11) 0.3087(9) 0.082(3) Uani 1 d . . .
H2 H -0.221(9) -0.116(8) -0.302(7) 0.049(19) Uiso 1 d . . .
H3 H -0.220(8) -0.043(7) -0.466(6) 0.038(16) Uiso 1 d . . .
H4 H 0.017(8) 0.174(7) -0.433(6) 0.038(16) Uiso 1 d . . .
H5 H 0.236(10) 0.321(9) -0.232(7) 0.06(2) Uiso 1 d . . .
H7 H 0.380(8) 0.368(7) -0.011(6) 0.034(15) Uiso 1 d . . .
H11 H 0.799(12) 0.633(10) 0.524(9) 0.08(3) Uiso 1 d . . .
H10 H 0.795(10) 0.408(8) 0.433(7) 0.05(2) Uiso 1 d . . .
H12 H 0.543(10) 0.695(9) 0.417(7) 0.06(2) Uiso 1 d . . .
H17 H 0.456(8) 0.103(7) 0.162(5) 0.034(15) Uiso 1 d . . .
H18A H 0.604(15) 0.220(13) 0.063(11) 0.11(4) Uiso 1 d . . .
H18B H 0.675(12) 0.081(10) 0.083(8) 0.07(3) Uiso 1 d . . .
H18C H 0.783(11) 0.237(9) 0.163(7) 0.06(2) Uiso 1 d . . .
H19A H 0.634(7) 0.101(6) 0.346(5) 0.018(13) Uiso 1 d . . .
H19B H 0.788(18) 0.167(15) 0.319(12) 0.12(5) Uiso 1 d . . .
H19C H 0.658(14) -0.012(12) 0.259(10) 0.10(3) Uiso 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 0 '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'
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
C1 Hg1 C1 180.0(2) 2 . ?
C7 N1 C8 120.0(4) . . ?
C2 C1 C6 118.1(4) . . ?
C2 C1 Hg1 121.5(3) . . ?
C6 C1 Hg1 120.4(3) . . ?
C1 C2 C3 121.2(4) . . ?
C4 C3 C2 120.8(4) . . ?
C3 C4 C5 119.4(5) . . ?
C4 C5 C6 120.3(5) . . ?
C5 C6 C1 120.2(4) . . ?
C5 C6 C7 117.0(4) . . ?
C1 C6 C7 122.7(4) . . ?
N1 C7 C6 123.4(4) . . ?
C13 C8 C9 121.8(4) . . ?
C13 C8 N1 120.4(4) . . ?
C9 C8 N1 117.5(4) . . ?
C10 C9 C8 117.0(5) . . ?
C10 C9 C17 123.5(5) . . ?
C8 C9 C17 119.5(4) . . ?
C11 C10 C9 121.8(6) . . ?
C12 C11 C10 120.0(5) . . ?
C11 C12 C13 121.1(6) . . ?
C8 C13 C12 118.3(5) . . ?
C8 C13 C14B 120.7(7) . . ?
C12 C13 C14B 121.0(8) . . ?
C8 C13 C14A 121.7(7) . . ?
C12 C13 C14A 119.8(7) . . ?
C14B C13 C14A 4.1(10) . . ?
C16A C14A C13 121.5(14) . . ?
C16A C14A C15A 109.7(15) . . ?
C13 C14A C15A 112.1(12) . . ?
C15B C14B C13 113.1(6) . . ?
C15B C14B C16B 116.7(9) . . ?
C13 C14B C16B 108.3(11) . . ?
C18 C17 C9 111.8(6) . . ?
C18 C17 C19 109.1(7) . . ?
C9 C17 C19 112.8(5) . . ?
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
Hg1 C1 2.078(5) 2 ?
Hg1 C1 2.078(5) . ?
N1 C7 1.269(6) . ?
N1 C8 1.418(5) . ?
C1 C2 1.391(6) . ?
C1 C6 1.405(6) . ?
C2 C3 1.391(8) . ?
C3 C4 1.370(8) . ?
C4 C5 1.395(7) . ?
C5 C6 1.401(7) . ?
C6 C7 1.472(6) . ?
C8 C13 1.396(7) . ?
C8 C9 1.412(7) . ?
C9 C10 1.394(7) . ?
C9 C17 1.517(8) . ?
C10 C11 1.389(10) . ?
C11 C12 1.363(10) . ?
C12 C13 1.400(7) . ?
C13 C14B 1.513(15) . ?
C13 C14A 1.523(18) . ?
C14A C16A 1.38(2) . ?
C14A C15A 1.64(2) . ?
C14B C15B 1.335(7) . ?
C14B C16B 1.64(2) . ?
C17 C18 1.510(12) . ?
C17 C19 1.528(11) . ?
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
C1 Hg1 C1 C2 13E1(10) 2 . . . ?
C1 Hg1 C1 C6 -5E1(10) 2 . . . ?
C6 C1 C2 C3 0.4(8) . . . . ?
Hg1 C1 C2 C3 -179.8(4) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C2 C3 C4 C5 1.5(9) . . . . ?
C3 C4 C5 C6 -1.6(9) . . . . ?
C4 C5 C6 C1 1.1(8) . . . . ?
C4 C5 C6 C7 -178.5(5) . . . . ?
C2 C1 C6 C5 -0.5(7) . . . . ?
Hg1 C1 C6 C5 179.6(4) . . . . ?
C2 C1 C6 C7 179.1(5) . . . . ?
Hg1 C1 C6 C7 -0.7(7) . . . . ?
C8 N1 C7 C6 -176.4(5) . . . . ?
C5 C6 C7 N1 178.3(5) . . . . ?
C1 C6 C7 N1 -1.4(8) . . . . ?
C7 N1 C8 C13 76.1(6) . . . . ?
C7 N1 C8 C9 -109.8(5) . . . . ?
C13 C8 C9 C10 -2.5(8) . . . . ?
N1 C8 C9 C10 -176.5(5) . . . . ?
C13 C8 C9 C17 178.3(5) . . . . ?
N1 C8 C9 C17 4.3(7) . . . . ?
C8 C9 C10 C11 2.3(9) . . . . ?
C17 C9 C10 C11 -178.6(6) . . . . ?
C9 C10 C11 C12 -0.4(10) . . . . ?
C10 C11 C12 C13 -1.3(10) . . . . ?
C9 C8 C13 C12 0.9(8) . . . . ?
N1 C8 C13 C12 174.7(5) . . . . ?
C9 C8 C13 C14B -178.5(7) . . . . ?
N1 C8 C13 C14B -4.7(9) . . . . ?
C9 C8 C13 C14A -173.8(10) . . . . ?
N1 C8 C13 C14A 0.0(11) . . . . ?
C11 C12 C13 C8 1.1(9) . . . . ?
C11 C12 C13 C14B -179.5(7) . . . . ?
C11 C12 C13 C14A 175.9(10) . . . . ?
C8 C13 C14A C16A -117.1(14) . . . . ?
C12 C13 C14A C16A 68.3(18) . . . . ?
C14B C13 C14A C16A -40(13) . . . . ?
C8 C13 C14A C15A 110.4(11) . . . . ?
C12 C13 C14A C15A -64.2(13) . . . . ?
C14B C13 C14A C15A -173(14) . . . . ?
C8 C13 C14B C15B 80.2(14) . . . . ?
C12 C13 C14B C15B -99.2(14) . . . . ?
C14A C13 C14B C15B -25(13) . . . . ?
C8 C13 C14B C16B -148.8(10) . . . . ?
C12 C13 C14B C16B 31.8(13) . . . . ?
C14A C13 C14B C16B 106(14) . . . . ?
C10 C9 C17 C18 -96.2(7) . . . . ?
C8 C9 C17 C18 82.9(6) . . . . ?
C10 C9 C17 C19 27.2(10) . . . . ?
C8 C9 C17 C19 -153.7(7) . . . . ?
