#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:12:46 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178553 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/61/4066108.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_4066108
loop_
_publ_author_name
'Patel, Upali'
'Sharma, Sagar'
'Singh, Harkesh B.'
'Dey, Sandip'
'Jain, Vimal K.'
'Wolmershäuser, Gotthelf'
'Butcher, Ray J.'
_publ_section_title
;
 Intermetallic Bonds in Metallophilic Mercuraazametallamacrocycles of
 Synthetic Design
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              4265
_journal_paper_doi               10.1021/om100297v
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C40 H40 Hg2 N4'
_chemical_formula_sum            'C40 H40 Hg2 N4'
_chemical_formula_weight         977.94
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2c'
_symmetry_space_group_name_H-M   'P c a n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8247(8)
_cell_length_b                   15.5549(9)
_cell_length_c                   17.1838(10)
_cell_measurement_reflns_used    8003
_cell_measurement_temperature    103(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.62
_cell_volume                     3427.9(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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      103(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD area detector'
_diffrn_measurement_method       'ω 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  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0341
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25199
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.38
_exptl_absorpt_coefficient_mu    8.981
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.858
_refine_diff_density_min         -0.877
_refine_diff_density_rms         0.121
_refine_ls_extinction_coef       0.00080(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         4177
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.953
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0222
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0263P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0517
_refine_ls_wR_factor_ref         0.0535
_reflns_number_gt                3063
_reflns_number_total             4177
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            om100297v_si_002.cif
_cod_data_source_block           12
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      Pcan
_cod_database_code               4066108
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x, -y, -z+1/2'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x, y, z-1/2'
'x-1/2, -y-1/2, 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
Hg Hg 0.491963(8) 0.416801(8) 0.371895(5) 0.01396(6) Uani 1 1 d .
N1A N 0.58156(19) 0.57090(16) 0.35376(14) 0.0156(6) Uani 1 1 d .
N1B N 0.40265(19) 0.63257(16) 0.26427(13) 0.0154(6) Uani 1 1 d .
C1A C 0.5458(3) 0.7972(2) 0.4335(2) 0.0295(9) Uani 1 1 d .
H1AA H 0.5649 0.8212 0.4849 0.035 Uiso 1 1 calc R
H1AB H 0.5814 0.8318 0.3931 0.035 Uiso 1 1 calc R
C2A C 0.5830(3) 0.7044(2) 0.42834(18) 0.0218(7) Uani 1 1 d .
H2AA H 0.5537 0.6714 0.4725 0.026 Uiso 1 1 calc R
H2AB H 0.6599 0.7030 0.4328 0.026 Uiso 1 1 calc R
C3A C 0.5503(2) 0.6616(2) 0.35170(18) 0.0170(7) Uani 1 1 d .
H3AA H 0.5862 0.6909 0.3074 0.020 Uiso 1 1 calc R
C4A C 0.6759(2) 0.55197(19) 0.33938(16) 0.0146(7) Uani 1 1 d .
H4AA H 0.7218 0.5962 0.3227 0.018 Uiso 1 1 calc R
C5A C 0.7170(2) 0.4638(2) 0.34753(17) 0.0151(7) Uani 1 1 d .
C6A C 0.8244(2) 0.4516(2) 0.33935(17) 0.0183(7) Uani 1 1 d .
H6AA H 0.8678 0.4991 0.3267 0.022 Uiso 1 1 calc R
C7A C 0.8683(3) 0.3707(2) 0.34953(18) 0.0208(7) Uani 1 1 d .
H7AA H 0.9414 0.3630 0.3446 0.025 Uiso 1 1 calc R
C8A C 0.8047(3) 0.3018(2) 0.36691(17) 0.0212(7) Uani 1 1 d .
H8AA H 0.8341 0.2462 0.3739 0.025 Uiso 1 1 calc R
C9A C 0.6982(3) 0.3135(2) 0.37422(15) 0.0198(7) Uani 1 1 d .
H9AA H 0.6558 0.2652 0.3862 0.024 Uiso 1 1 calc R
C10A C 0.6510(2) 0.3928(2) 0.36475(16) 0.0146(7) Uani 1 1 d .
C1B C 0.4302(3) 0.8038(2) 0.42250(19) 0.0308(9) Uani 1 1 d .
H1BA H 0.4092 0.8650 0.4227 0.037 Uiso 1 1 calc R
H1BB H 0.3943 0.7747 0.4662 0.037 Uiso 1 1 calc R
C2B C 0.3971(3) 0.7621(2) 0.34532(18) 0.0244(8) Uani 1 1 d .
H2BA H 0.3202 0.7647 0.3404 0.029 Uiso 1 1 calc R
H2BB H 0.4277 0.7947 0.3014 0.029 Uiso 1 1 calc R
C3B C 0.4326(2) 0.6685(2) 0.34079(17) 0.0153(7) Uani 1 1 d .
H3BA H 0.3971 0.6350 0.3827 0.018 Uiso 1 1 calc R
C4B C 0.3079(2) 0.61367(19) 0.25463(17) 0.0165(7) Uani 1 1 d .
H4BA H 0.2613 0.6209 0.2971 0.020 Uiso 1 1 calc R
C5B C 0.2659(2) 0.5807(2) 0.17979(16) 0.0153(6) Uani 1 1 d .
C6B C 0.1595(2) 0.5654(2) 0.17427(18) 0.0196(7) Uani 1 1 d .
H6BA H 0.1151 0.5792 0.2167 0.024 Uiso 1 1 calc R
C7B C 0.1176(3) 0.5300(2) 0.10707(19) 0.0205(7) Uani 1 1 d .
H7BA H 0.0446 0.5204 0.1032 0.025 Uiso 1 1 calc R
C8B C 0.1823(2) 0.5089(2) 0.04577(18) 0.0205(7) Uani 1 1 d .
H8BA H 0.1542 0.4831 0.0002 0.025 Uiso 1 1 calc R
C9B C 0.2876(3) 0.5251(2) 0.05078(18) 0.0182(7) Uani 1 1 d .
H9BA H 0.3307 0.5114 0.0076 0.022 Uiso 1 1 calc R
C10B C 0.3330(3) 0.5609(2) 0.11678(16) 0.0164(7) 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'
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
C10A Hg C10B 177.89(11) . 3_565
C10A Hg N1A 74.49(10) . .
C10B Hg N1A 106.40(10) 3_565 .
C4A N1A C3A 118.6(3) . .
C4A N1A Hg 102.95(19) . .
C3A N1A Hg 138.30(19) . .
C4B N1B C3B 117.1(2) . .
C1B C1A C2A 111.5(3) . .
C1B C1A H1AA 109.3 . .
C2A C1A H1AA 109.3 . .
C1B C1A H1AB 109.3 . .
C2A C1A H1AB 109.3 . .
H1AA C1A H1AB 108.0 . .
C1A C2A C3A 112.1(3) . .
C1A C2A H2AA 109.2 . .
C3A C2A H2AA 109.2 . .
C1A C2A H2AB 109.2 . .
C3A C2A H2AB 109.2 . .
H2AA C2A H2AB 107.9 . .
N1A C3A C3B 110.0(2) . .
N1A C3A C2A 108.8(2) . .
C3B C3A C2A 110.2(2) . .
N1A C3A H3AA 109.3 . .
C3B C3A H3AA 109.3 . .
C2A C3A H3AA 109.3 . .
N1A C4A C5A 122.5(3) . .
N1A C4A H4AA 118.7 . .
C5A C4A H4AA 118.7 . .
C6A C5A C10A 120.2(3) . .
C6A C5A C4A 118.0(3) . .
C10A C5A C4A 121.9(3) . .
C7A C6A C5A 120.6(3) . .
C7A C6A H6AA 119.7 . .
C5A C6A H6AA 119.7 . .
C8A C7A C6A 119.5(3) . .
C8A C7A H7AA 120.3 . .
C6A C7A H7AA 120.3 . .
C7A C8A C9A 120.0(3) . .
C7A C8A H8AA 120.0 . .
C9A C8A H8AA 120.0 . .
C10A C9A C8A 122.6(3) . .
C10A C9A H9AA 118.7 . .
C8A C9A H9AA 118.7 . .
C9A C10A C5A 117.1(3) . .
C9A C10A Hg 125.7(2) . .
C5A C10A Hg 117.2(2) . .
C1A C1B C2B 110.7(3) . .
C1A C1B H1BA 109.5 . .
C2B C1B H1BA 109.5 . .
C1A C1B H1BB 109.5 . .
C2B C1B H1BB 109.5 . .
H1BA C1B H1BB 108.1 . .
C3B C2B C1B 111.3(3) . .
C3B C2B H2BA 109.4 . .
C1B C2B H2BA 109.4 . .
C3B C2B H2BB 109.4 . .
C1B C2B H2BB 109.4 . .
H2BA C2B H2BB 108.0 . .
N1B C3B C3A 109.8(2) . .
N1B C3B C2B 109.2(2) . .
C3A C3B C2B 110.9(3) . .
N1B C3B H3BA 109.0 . .
C3A C3B H3BA 109.0 . .
C2B C3B H3BA 109.0 . .
N1B C4B C5B 122.9(3) . .
N1B C4B H4BA 118.5 . .
C5B C4B H4BA 118.5 . .
C6B C5B C10B 120.5(3) . .
C6B C5B C4B 118.3(3) . .
C10B C5B C4B 121.1(3) . .
C7B C6B C5B 120.4(3) . .
C7B C6B H6BA 119.8 . .
C5B C6B H6BA 119.8 . .
C8B C7B C6B 119.8(3) . .
C8B C7B H7BA 120.1 . .
C6B C7B H7BA 120.1 . .
C9B C8B C7B 119.9(3) . .
C9B C8B H8BA 120.1 . .
C7B C8B H8BA 120.1 . .
C8B C9B C10B 122.4(3) . .
C8B C9B H9BA 118.8 . .
C10B C9B H9BA 118.8 . .
C9B C10B C5B 117.1(3) . .
C9B C10B Hg 123.7(2) . 3_565
C5B C10B Hg 119.2(2) . 3_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Hg C10A 2.077(3) .
Hg C10B 2.077(3) 3_565
Hg N1A 2.676(3) .
N1A C4A 1.269(4) .
N1A C3A 1.467(4) .
N1B C4B 1.261(4) .
N1B C3B 1.480(3) .
C1A C1B 1.498(5) .
C1A C2A 1.523(4) .
C1A H1AA 0.9900 .
C1A H1AB 0.9900 .
C2A C3A 1.534(4) .
C2A H2AA 0.9900 .
C2A H2AB 0.9900 .
C3A C3B 1.525(5) .
C3A H3AA 1.0000 .
C4A C5A 1.476(4) .
C4A H4AA 0.9500 .
C5A C6A 1.397(4) .
C5A C10A 1.423(4) .
C6A C7A 1.389(5) .
C6A H6AA 0.9500 .
C7A C8A 1.380(5) .
C7A H7AA 0.9500 .
C8A C9A 1.384(4) .
C8A H8AA 0.9500 .
C9A C10A 1.384(4) .
C9A H9AA 0.9500 .
C1B C2B 1.536(4) .
C1B H1BA 0.9900 .
C1B H1BB 0.9900 .
C2B C3B 1.526(4) .
C2B H2BA 0.9900 .
C2B H2BB 0.9900 .
C3B H3BA 1.0000 .
C4B C5B 1.486(4) .
C4B H4BA 0.9500 .
C5B C6B 1.388(4) .
C5B C10B 1.417(4) .
C6B C7B 1.387(4) .
C6B H6BA 0.9500 .
C7B C8B 1.381(4) .
C7B H7BA 0.9500 .
C8B C9B 1.376(4) .
C8B H8BA 0.9500 .
C9B C10B 1.391(4) .
C9B H9BA 0.9500 .
C10B Hg 2.077(3) 3_565
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_4
C10A Hg N1A C4A 8.35(18) . .
C10B Hg N1A C4A -173.63(18) 3_565 .
C10A Hg N1A C3A -176.2(3) . .
C10B Hg N1A C3A 1.8(3) 3_565 .
C1B C1A C2A C3A 55.6(4) . .
C4A N1A C3A C3B 159.4(2) . .
Hg N1A C3A C3B -15.5(4) . .
C4A N1A C3A C2A -79.8(3) . .
Hg N1A C3A C2A 105.3(3) . .
C1A C2A C3A N1A -175.6(3) . .
C1A C2A C3A C3B -55.0(4) . .
C3A N1A C4A C5A 173.9(3) . .
Hg N1A C4A C5A -9.6(3) . .
N1A C4A C5A C6A -172.5(3) . .
N1A C4A C5A C10A 6.3(4) . .
C10A C5A C6A C7A -1.4(4) . .
C4A C5A C6A C7A 177.4(3) . .
C5A C6A C7A C8A 0.8(5) . .
C6A C7A C8A C9A -0.1(5) . .
C7A C8A C9A C10A 0.0(5) . .
C8A C9A C10A C5A -0.6(4) . .
C8A C9A C10A Hg 178.5(2) . .
C6A C5A C10A C9A 1.2(4) . .
C4A C5A C10A C9A -177.5(3) . .
C6A C5A C10A Hg -177.9(2) . .
C4A C5A C10A Hg 3.4(4) . .
C10B Hg C10A C9A 60(3) 3_565 .
N1A Hg C10A C9A 175.2(3) . .
C10B Hg C10A C5A -121(3) 3_565 .
N1A Hg C10A C5A -5.8(2) . .
C2A C1A C1B C2B -55.5(4) . .
C1A C1B C2B C3B 56.4(4) . .
C4B N1B C3B C3A 162.5(3) . .
C4B N1B C3B C2B -75.7(3) . .
N1A C3A C3B N1B -64.0(3) . .
C2A C3A C3B N1B 176.0(3) . .
N1A C3A C3B C2B 175.2(3) . .
C2A C3A C3B C2B 55.3(3) . .
C1B C2B C3B N1B -177.7(3) . .
C1B C2B C3B C3A -56.5(4) . .
C3B N1B C4B C5B 177.2(3) . .
N1B C4B C5B C6B -177.2(3) . .
N1B C4B C5B C10B 6.1(5) . .
C10B C5B C6B C7B 0.4(5) . .
C4B C5B C6B C7B -176.4(3) . .
C5B C6B C7B C8B 0.9(5) . .
C6B C7B C8B C9B -1.8(5) . .
C7B C8B C9B C10B 1.5(5) . .
C8B C9B C10B C5B -0.2(5) . .
C8B C9B C10B Hg 178.2(2) . 3_565
C6B C5B C10B C9B -0.7(5) . .
C4B C5B C10B C9B 176.0(3) . .
C6B C5B C10B Hg -179.2(2) . 3_565
C4B C5B C10B Hg -2.5(4) . 3_565
