#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:58:48 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179402 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/99/4329939.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_4329939
loop_
_publ_author_name
'Prisca K. Eckert'
'Viktoria H. Gessner'
'Michael Knorr'
'Carsten Strohmann'
_publ_contact_author_address
;Anorganische Chemie
Technische Universität Dortmund
Otto-Hahn-Straße
44227 Dortmund
Germany
;
_publ_contact_author_email       carsten.strohmann@tu-dortmund.de
_publ_contact_author_fax         '0049 231 755 3807'
_publ_contact_author_name        'Strohmann, Carsten'
_publ_contact_author_phone       '0049 231 755 3813'
_publ_section_title
;
 Formation of Specific Configurations at Stereogenic Nitrogen Centers upon
 Their Coordination to Zinc and Mercury
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8516
_journal_page_last               8523
_journal_paper_doi               10.1021/ic301089h
_journal_volume                  51
_journal_year                    2012
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C12 H26 Br2 Hg N2'
_chemical_formula_sum            'C12 H26 Br2 Hg N2'
_chemical_formula_weight         558.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   8.6139(4)
_cell_length_b                   13.1839(7)
_cell_length_c                   14.3439(8)
_cell_measurement_reflns_used    3207
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      2.76
_cell_volume                     1628.96(15)
_computing_cell_refinement
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
        (compiled Jan  5 2010,16:28:46)
;
_computing_data_collection
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
        (compiled Jan  5 2010,16:28:46)
;
_computing_data_reduction
;
        CrysAlisPro, Oxford Diffraction Ltd.,
        Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
        (compiled Jan  5 2010,16:28:46)
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_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  0.0337
_diffrn_reflns_av_sigmaI/netI    0.0544
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8547
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    14.339
_exptl_absorpt_correction_T_max  0.3281
_exptl_absorpt_correction_T_min  0.0526
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.278
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.797
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.369
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         3207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0676
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0901P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1551
_refine_ls_wR_factor_ref         0.1576
_reflns_number_gt                2445
_reflns_number_total             3207
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301089h_si_001_7.cif
_cod_data_source_block           hg2
_cod_database_code               4329939
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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
Br1 Br 0.1550(2) 0.1318(2) 0.26936(18) 0.0839(7) Uani 1 1 d .
Br2 Br 0.4498(2) 0.32892(17) 0.45331(16) 0.0710(5) Uani 1 1 d .
C1 C 0.497(3) 0.0866(18) 0.5711(14) 0.074(6) Uani 1 1 d .
H1A H 0.4800 0.0466 0.6277 0.112 Uiso 1 1 calc R
H1B H 0.4486 0.1534 0.5781 0.112 Uiso 1 1 calc R
H1C H 0.6090 0.0951 0.5609 0.112 Uiso 1 1 calc R
C2 C 0.278(3) -0.0129(19) 0.5167(18) 0.084(7) Uani 1 1 d .
H2A H 0.2968 -0.0715 0.5573 0.126 Uiso 1 1 calc R
H2B H 0.2246 -0.0353 0.4601 0.126 Uiso 1 1 calc R
H2C H 0.2139 0.0368 0.5496 0.126 Uiso 1 1 calc R
C3 C 0.532(2) -0.0393(14) 0.4450(15) 0.062(5) Uani 1 1 d .
H3 H 0.4667 -0.0791 0.4003 0.075 Uiso 1 1 calc R
C4 C 0.602(3) -0.1166(16) 0.5163(17) 0.079(6) Uani 1 1 d .
H4A H 0.6603 -0.0790 0.5647 0.095 Uiso 1 1 calc R
H4B H 0.5163 -0.1535 0.5475 0.095 Uiso 1 1 calc R
C5 C 0.709(3) -0.1924(18) 0.4698(19) 0.083(7) Uani 1 1 d .
H5A H 0.7508 -0.2399 0.5171 0.099 Uiso 1 1 calc R
H5B H 0.6504 -0.2324 0.4233 0.099 Uiso 1 1 calc R
C6 C 0.838(3) -0.1399(17) 0.424(2) 0.086(7) Uani 1 1 d .
H6A H 0.8990 -0.1016 0.4704 0.103 Uiso 1 1 calc R
H6B H 0.9074 -0.1900 0.3937 0.103 Uiso 1 1 calc R
C7 C 0.777(3) -0.0704(18) 0.3537(17) 0.079(6) Uani 1 1 d .
H7A H 0.7262 -0.1109 0.3044 0.094 Uiso 1 1 calc R
H7B H 0.8661 -0.0347 0.3246 0.094 Uiso 1 1 calc R
C8 C 0.6600(19) 0.0105(13) 0.3885(14) 0.056(4) Uani 1 1 d .
H8 H 0.7188 0.0539 0.4335 0.067 Uiso 1 1 calc R
C9 C 0.551(3) 0.0300(19) 0.2332(14) 0.074(6) Uani 1 1 d .
H9A H 0.6414 0.0023 0.2007 0.111 Uiso 1 1 calc R
H9B H 0.4977 0.0787 0.1926 0.111 Uiso 1 1 calc R
H9C H 0.4794 -0.0253 0.2491 0.111 Uiso 1 1 calc R
C10 C 0.714(2) 0.1606(17) 0.2970(14) 0.064(5) Uani 1 1 d .
H10A H 0.8116 0.1279 0.2762 0.077 Uiso 1 1 calc R
H10B H 0.7369 0.1965 0.3560 0.077 Uiso 1 1 calc R
C11 C 0.668(2) 0.2385(19) 0.225(2) 0.086(7) Uani 1 1 d .
H11A H 0.6592 0.2051 0.1634 0.103 Uiso 1 1 calc R
H11B H 0.5654 0.2668 0.2414 0.103 Uiso 1 1 calc R
C12 C 0.778(3) 0.319(2) 0.219(2) 0.101(8) Uani 1 1 d .
H12A H 0.8038 0.3429 0.2817 0.151 Uiso 1 1 calc R
H12B H 0.7333 0.3749 0.1828 0.151 Uiso 1 1 calc R
H12C H 0.8723 0.2945 0.1880 0.151 Uiso 1 1 calc R
Hg1 Hg 0.37416(8) 0.16347(5) 0.37888(5) 0.0576(2) Uani 1 1 d .
N1 N 0.4288(18) 0.0341(12) 0.4912(13) 0.064(4) Uani 1 1 d .
N2 N 0.6002(17) 0.0801(11) 0.3169(11) 0.057(4) 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'
Br Br -0.2901 2.4595 '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
N1 C1 H1A 109.5
N1 C1 H1B 109.5
H1A C1 H1B 109.5
N1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
N1 C2 H2A 109.5
N1 C2 H2B 109.5
H2A C2 H2B 109.5
N1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
N1 C3 C8 113.3(15)
N1 C3 C4 111.5(17)
C8 C3 C4 110.5(17)
N1 C3 H3 107.1
C8 C3 H3 107.1
C4 C3 H3 107.1
C5 C4 C3 112(2)
C5 C4 H4A 109.2
C3 C4 H4A 109.2
C5 C4 H4B 109.2
C3 C4 H4B 109.2
H4A C4 H4B 107.9
C6 C5 C4 110(2)
C6 C5 H5A 109.6
C4 C5 H5A 109.6
C6 C5 H5B 109.6
C4 C5 H5B 109.6
H5A C5 H5B 108.1
C7 C6 C5 109.7(19)
C7 C6 H6A 109.7
C5 C6 H6A 109.7
C7 C6 H6B 109.7
C5 C6 H6B 109.7
H6A C6 H6B 108.2
C6 C7 C8 116(2)
C6 C7 H7A 108.2
C8 C7 H7A 108.2
C6 C7 H7B 108.2
C8 C7 H7B 108.2
H7A C7 H7B 107.4
N2 C8 C3 112.8(14)
N2 C8 C7 115.6(16)
C3 C8 C7 110.3(15)
N2 C8 H8 105.8
C3 C8 H8 105.7
C7 C8 H8 105.7
N2 C9 H9A 109.5
N2 C9 H9B 109.5
H9A C9 H9B 109.5
N2 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
N2 C10 C11 116.7(16)
N2 C10 H10A 108.1
C11 C10 H10A 108.1
N2 C10 H10B 108.1
C11 C10 H10B 108.1
H10A C10 H10B 107.3
C12 C11 C10 112(2)
C12 C11 H11A 109.2
C10 C11 H11A 109.2
C12 C11 H11B 109.2
C10 C11 H11B 109.2
H11A C11 H11B 107.9
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
N1 Hg1 N2 76.3(5)
N1 Hg1 Br1 117.0(4)
N2 Hg1 Br1 107.7(3)
N1 Hg1 Br2 106.4(4)
N2 Hg1 Br2 110.1(3)
Br1 Hg1 Br2 127.56(8)
C1 N1 C3 114.9(16)
C1 N1 C2 110.9(18)
C3 N1 C2 111.4(16)
C1 N1 Hg1 105.6(12)
C3 N1 Hg1 106.5(12)
C2 N1 Hg1 107.0(13)
C9 N2 C10 111.5(15)
C9 N2 C8 113.7(15)
C10 N2 C8 110.6(13)
C9 N2 Hg1 106.2(12)
C10 N2 Hg1 106.3(10)
C8 N2 Hg1 108.1(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Hg1 2.491(2)
Br2 Hg1 2.514(2)
C1 N1 1.46(3)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 N1 1.48(3)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 N1 1.47(3)
C3 C8 1.52(3)
C3 C4 1.57(3)
C3 H3 1.0000
C4 C5 1.52(3)
C4 H4A 0.9900
C4 H4B 0.9900
C5 C6 1.46(3)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.46(3)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.55(3)
C7 H7A 0.9900
C7 H7B 0.9900
C8 N2 1.47(2)
C8 H8 1.0000
C9 N2 1.44(2)
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 N2 1.47(2)
C10 C11 1.51(3)
C10 H10A 0.9900
C10 H10B 0.9900
C11 C12 1.42(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
Hg1 N1 2.393(16)
Hg1 N2 2.406(14)
