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#$Date: 2016-03-23 16:58:48 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179402 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/99/4329936.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_4329936
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 N2 Zn'
_chemical_formula_sum            'C12 H26 Br2 N2 Zn'
_chemical_formula_weight         423.54
_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                   9.9604(15)
_cell_length_b                   12.2299(18)
_cell_length_c                   13.610(2)
_cell_measurement_reflns_used    3268
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.99
_cell_measurement_theta_min      2.24
_cell_volume                     1657.9(4)
_computing_cell_refinement       'SAINT-Plus (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_molecular_graphics    'Ortep-3 (Farrugia, 1997)'
_computing_publication_material  'wingx (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_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  0.1192
_diffrn_reflns_av_sigmaI/netI    0.0802
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16054
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    6.286
_exptl_absorpt_correction_T_max  0.3662
_exptl_absorpt_correction_T_min  0.1452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1999)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_description       needles
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.846
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.120
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         3268
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0482
_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)+(0.0278P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0925
_reflns_number_gt                2493
_reflns_number_total             3268
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301089h_si_001_4.cif
_cod_data_source_block           pr090508
_cod_database_code               4329936
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -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
Br1 Br -0.23918(7) 1.04982(5) 0.20074(6) 0.0420(2) Uani 1 1 d .
Br2 Br -0.25968(7) 0.72146(5) 0.19368(6) 0.0469(2) Uani 1 1 d .
C1 C 0.0108(9) 0.9813(6) 0.3719(5) 0.050(2) Uani 1 1 d .
H1A H -0.0813 0.9951 0.3940 0.075 Uiso 1 1 calc R
H1B H 0.0402 1.0410 0.3290 0.075 Uiso 1 1 calc R
H1C H 0.0704 0.9768 0.4291 0.075 Uiso 1 1 calc R
C2 C -0.0090(9) 0.7842(6) 0.3867(5) 0.054(2) Uani 1 1 d .
H2A H 0.0660 0.7811 0.4344 0.065 Uiso 1 1 calc R
H2B H -0.0104 0.7142 0.3502 0.065 Uiso 1 1 calc R
C3 C -0.1405(10) 0.7968(7) 0.4425(6) 0.080(3) Uani 1 1 d .
H3A H -0.1298 0.8521 0.4940 0.120 Uiso 1 1 calc R
H3B H -0.1649 0.7267 0.4726 0.120 Uiso 1 1 calc R
H3C H -0.2114 0.8195 0.3970 0.120 Uiso 1 1 calc R
C4 C 0.1485(6) 0.8574(5) 0.2651(4) 0.0325(17) Uani 1 1 d .
H4 H 0.1567 0.7770 0.2533 0.039 Uiso 1 1 calc R
C5 C 0.2721(7) 0.8916(7) 0.3259(5) 0.054(2) Uani 1 1 d .
H5A H 0.2662 0.9705 0.3414 0.065 Uiso 1 1 calc R
H5B H 0.2726 0.8507 0.3887 0.065 Uiso 1 1 calc R
C6 C 0.4025(7) 0.8690(7) 0.2704(6) 0.061(2) Uani 1 1 d .
H6A H 0.4799 0.8931 0.3105 0.074 Uiso 1 1 calc R
H6B H 0.4115 0.7895 0.2584 0.074 Uiso 1 1 calc R
C7 C 0.4028(8) 0.9289(7) 0.1740(7) 0.067(3) Uani 1 1 d .
H7A H 0.4871 0.9131 0.1383 0.081 Uiso 1 1 calc R
H7B H 0.3982 1.0086 0.1860 0.081 Uiso 1 1 calc R
C8 C 0.2845(7) 0.8937(7) 0.1127(6) 0.0473(19) Uani 1 1 d .
H8A H 0.2937 0.8151 0.0967 0.057 Uiso 1 1 calc R
H8B H 0.2851 0.9350 0.0501 0.057 Uiso 1 1 calc R
C9 C 0.1499(6) 0.9123(5) 0.1646(4) 0.0291(16) Uani 1 1 d .
H9 H 0.1411 0.9927 0.1759 0.035 Uiso 1 1 calc R
C10 C 0.0498(7) 0.7650(5) 0.0648(5) 0.0428(19) Uani 1 1 d .
H10A H 0.1144 0.7664 0.0106 0.064 Uiso 1 1 calc R
H10B H -0.0366 0.7373 0.0410 0.064 Uiso 1 1 calc R
H10C H 0.0834 0.7173 0.1172 0.064 Uiso 1 1 calc R
C11 C 0.0082(8) 0.9569(6) 0.0228(5) 0.0410(19) Uani 1 1 d .
H11A H 0.0888 0.9592 -0.0197 0.049 Uiso 1 1 calc R
H11B H -0.0044 1.0307 0.0512 0.049 Uiso 1 1 calc R
C12 C -0.1121(9) 0.9291(7) -0.0392(5) 0.068(3) Uani 1 1 d .
H12A H -0.0935 0.8628 -0.0773 0.101 Uiso 1 1 calc R
H12B H -0.1312 0.9898 -0.0841 0.101 Uiso 1 1 calc R
H12C H -0.1899 0.9166 0.0034 0.101 Uiso 1 1 calc R
N1 N 0.0155(5) 0.8754(5) 0.3163(3) 0.0324(12) Uani 1 1 d .
N2 N 0.0317(5) 0.8777(5) 0.1040(3) 0.0295(12) Uani 1 1 d .
Zn Zn -0.12649(7) 0.88040(6) 0.20427(5) 0.02843(18) 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'
Zn Zn 0.2839 1.4301 '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'
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 C3 112.8(6)
N1 C2 H2A 109.0
C3 C2 H2A 109.0
N1 C2 H2B 109.0
C3 C2 H2B 109.0
H2A C2 H2B 107.8
C2 C3 H3A 109.5
C2 C3 H3B 109.5
H3A C3 H3B 109.5
C2 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
N1 C4 C9 110.9(5)
N1 C4 C5 114.3(5)
C9 C4 C5 110.8(5)
N1 C4 H4 106.8
C9 C4 H4 106.8
C5 C4 H4 106.8
C6 C5 C4 111.3(6)
C6 C5 H5A 109.4
C4 C5 H5A 109.4
C6 C5 H5B 109.4
C4 C5 H5B 109.4
H5A C5 H5B 108.0
C7 C6 C5 110.2(6)
C7 C6 H6A 109.6
C5 C6 H6A 109.6
C7 C6 H6B 109.6
C5 C6 H6B 109.6
H6A C6 H6B 108.1
C6 C7 C8 110.1(7)
C6 C7 H7A 109.6
C8 C7 H7A 109.6
C6 C7 H7B 109.6
C8 C7 H7B 109.6
H7A C7 H7B 108.2
C7 C8 C9 112.8(6)
C7 C8 H8A 109.0
C9 C8 H8A 109.0
C7 C8 H8B 109.0
C9 C8 H8B 109.0
H8A C8 H8B 107.8
N2 C9 C4 111.3(5)
N2 C9 C8 113.1(5)
C4 C9 C8 110.9(6)
N2 C9 H9 107.1
C4 C9 H9 107.1
C8 C9 H9 107.1
N2 C10 H10A 109.5
N2 C10 H10B 109.5
H10A C10 H10B 109.5
N2 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
N2 C11 C12 113.3(6)
N2 C11 H11A 108.9
C12 C11 H11A 108.9
N2 C11 H11B 108.9
C12 C11 H11B 108.9
H11A C11 H11B 107.7
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
C2 N1 C1 108.4(5)
C2 N1 C4 109.4(5)
C1 N1 C4 112.6(5)
C2 N1 Zn 112.5(5)
C1 N1 Zn 108.8(4)
C4 N1 Zn 105.2(3)
C11 N2 C10 110.9(5)
C11 N2 C9 110.4(5)
C10 N2 C9 111.3(5)
C11 N2 Zn 110.9(4)
C10 N2 Zn 109.9(4)
C9 N2 Zn 103.2(3)
N1 Zn N2 88.03(19)
N1 Zn Br1 111.39(16)
N2 Zn Br1 111.12(16)
N1 Zn Br2 113.75(15)
N2 Zn Br2 111.86(16)
Br1 Zn Br2 117.10(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Zn 2.3569(10)
Br2 Zn 2.3578(10)
C1 N1 1.501(8)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 N1 1.490(8)
C2 C3 1.521(11)
C2 H2A 0.9900
C2 H2B 0.9900
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C4 N1 1.513(8)
C4 C9 1.524(8)
C4 C5 1.541(9)
C4 H4 1.0000
C5 C6 1.528(10)
C5 H5A 0.9900
C5 H5B 0.9900
C6 C7 1.501(11)
C6 H6A 0.9900
C6 H6B 0.9900
C7 C8 1.506(10)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C9 1.532(8)
C8 H8A 0.9900
C8 H8B 0.9900
C9 N2 1.498(7)
C9 H9 1.0000
C10 N2 1.488(8)
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 N2 1.487(7)
C11 C12 1.504(10)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
N1 Zn 2.081(5)
N2 Zn 2.085(5)
