#------------------------------------------------------------------------------
#$Date: 2016-02-13 21:28:24 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176429 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/29/4512980.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_4512980
loop_
_publ_author_name
'Khavasi, Hamid Reza'
'Norouzi, Fataneh'
'Azhdari Tehrani, Alireza'
_publ_section_title
;
 Halogen Bonding Synthon Modularity in Coordination Compounds
;
_journal_issue                   6
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2579
_journal_paper_doi               10.1021/acs.cgd.5b00282
_journal_volume                  15
_journal_year                    2015
_chemical_formula_sum            'C11 H8 Br2 Cl Hg N3 O'
_chemical_formula_weight         594.04
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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            8
_cell_length_a                   6.8666(8)
_cell_length_b                   11.9826(11)
_cell_length_c                   35.436(3)
_cell_measurement_temperature    298(2)
_cell_volume                     2915.7(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'APEX2 CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0888
_diffrn_reflns_av_sigmaI/netI    0.0917
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            22714
_diffrn_reflns_theta_full        29.28
_diffrn_reflns_theta_max         29.28
_diffrn_reflns_theta_min         2.30
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    16.216
_exptl_absorpt_correction_T_max  0.446
_exptl_absorpt_correction_T_min  0.009
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.707
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.110
_refine_diff_density_min         -1.175
_refine_diff_density_rms         0.402
_refine_ls_extinction_coef       0.0041(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         3953
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0871
_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)+(0.1152P)²+5.6682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1782
_refine_ls_wR_factor_ref         0.1921
_reflns_number_gt                2738
_reflns_number_total             3953
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00282_si_002.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4512980--4512981.cif.
;
_cod_original_sg_symbol_H-M      Pbca
_cod_original_formula_sum        'C11 H8 Br2 Cl1 Hg1 N3 O1'
_cod_database_code               4512980
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'
'-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
C1 C -0.081(2) 0.0404(12) 0.3878(4) 0.087(4) Uani 1 1 d .
H1 H -0.0894 -0.0368 0.3899 0.104 Uiso 1 1 calc R
C2 C -0.060(2) 0.1037(13) 0.4202(4) 0.082(4) Uani 1 1 d .
H2 H -0.0573 0.0682 0.4436 0.098 Uiso 1 1 calc R
C3 C -0.0551(16) 0.2596(10) 0.3838(3) 0.061(2) Uani 1 1 d .
H3 H -0.0471 0.3367 0.3812 0.073 Uiso 1 1 calc R
C4 C -0.0769(16) 0.1977(10) 0.3517(4) 0.066(3) Uani 1 1 d .
C5 C -0.0873(16) 0.2514(10) 0.3135(3) 0.061(2) Uani 1 1 d .
C6 C -0.0989(17) 0.1963(10) 0.2457(3) 0.058(2) Uani 1 1 d .
C7 C -0.0986(18) 0.3025(10) 0.2305(4) 0.069(3) Uani 1 1 d .
H7 H -0.1033 0.3651 0.2460 0.083 Uiso 1 1 calc R
C8 C -0.091(2) 0.3133(10) 0.1913(4) 0.070(3) Uani 1 1 d .
H8 H -0.0929 0.3841 0.1806 0.085 Uiso 1 1 calc R
C9 C -0.0812(16) 0.2202(12) 0.1682(4) 0.068(3) Uani 1 1 d .
C10 C -0.0833(18) 0.1145(11) 0.1840(4) 0.071(3) Uani 1 1 d .
H10 H -0.0786 0.0516 0.1687 0.085 Uiso 1 1 calc R
C11 C -0.0924(17) 0.1036(10) 0.2220(3) 0.067(3) Uani 1 1 d .
H11 H -0.0944 0.0325 0.2325 0.080 Uiso 1 1 calc R
N1 N -0.0878(16) 0.0872(9) 0.3536(3) 0.077(3) Uani 1 1 d .
N2 N -0.0443(14) 0.2163(10) 0.4188(3) 0.070(2) Uani 1 1 d .
N3 N -0.0993(14) 0.1773(8) 0.2849(3) 0.066(2) Uani 1 1 d .
H3A H -0.1085 0.1085 0.2916 0.079 Uiso 1 1 calc R
Hg1 Hg 0.02836(9) 0.33054(4) 0.476987(15) 0.0727(3) Uani 1 1 d .
Cl1 Cl -0.0644(5) 0.2375(3) 0.11925(10) 0.0786(9) Uani 1 1 d .
Br1 Br 0.0382(2) 0.17407(12) 0.52152(4) 0.0775(4) Uani 1 1 d .
Br2 Br 0.0565(2) 0.50702(11) 0.44359(5) 0.0824(4) Uani 1 1 d .
O1 O -0.0778(16) 0.3522(7) 0.3102(3) 0.080(2) 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'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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 C2 121.8(14)
N1 C1 H1 119.1
C2 C1 H1 119.1
N2 C2 C1 121.5(13)
N2 C2 H2 119.3
C1 C2 H2 119.3
N2 C3 C4 124.3(12)
N2 C3 H3 117.9
C4 C3 H3 117.9
N1 C4 C3 120.5(12)
N1 C4 C5 118.0(12)
C3 C4 C5 121.5(11)
O1 C5 N3 125.6(11)
O1 C5 C4 120.8(11)
N3 C5 C4 113.5(10)
C7 C6 C11 119.9(11)
C7 C6 N3 122.3(10)
C11 C6 N3 117.8(11)
C6 C7 C8 118.3(12)
C6 C7 H7 120.8
C8 C7 H7 120.8
C9 C8 C7 121.0(12)
C9 C8 H8 119.5
C7 C8 H8 119.5
C10 C9 C8 119.9(12)
C10 C9 Cl1 120.6(11)
C8 C9 Cl1 119.5(10)
C11 C10 C9 119.3(12)
C11 C10 H10 120.3
C9 C10 H10 120.3
C10 C11 C6 121.6(12)
C10 C11 H11 119.2
C6 C11 H11 119.2
C4 N1 C1 117.4(12)
C3 N2 C2 114.5(12)
C3 N2 Hg1 123.7(9)
C2 N2 Hg1 121.6(9)
C5 N3 C6 129.4(10)
C5 N3 H3A 115.3
C6 N3 H3A 115.3
Br2 Hg1 Br1 167.54(6)
Br2 Hg1 N2 95.1(3)
Br1 Hg1 N2 96.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.338(17)
C1 C2 1.38(2)
C1 H1 0.9300
C2 N2 1.35(2)
C2 H2 0.9300
C3 N2 1.346(16)
C3 C4 1.364(17)
C3 H3 0.9300
C4 N1 1.327(15)
C4 C5 1.500(17)
C5 O1 1.216(14)
C5 N3 1.351(15)
C6 C7 1.383(17)
C6 C11 1.394(15)
C6 N3 1.406(14)
C7 C8 1.394(18)
C7 H7 0.9300
C8 C9 1.386(18)
C8 H8 0.9300
C9 C10 1.384(19)
C9 Cl1 1.753(13)
C10 C11 1.354(17)
C10 H10 0.9300
C11 H11 0.9300
N2 Hg1 2.526(12)
N3 H3A 0.8600
Hg1 Br2 2.4309(14)
Hg1 Br1 2.4516(14)
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
N1 C1 C2 N2 -1(2)
N2 C3 C4 N1 -0.4(18)
N2 C3 C4 C5 -179.8(10)
N1 C4 C5 O1 -179.9(11)
C3 C4 C5 O1 -0.5(17)
N1 C4 C5 N3 -2.5(15)
C3 C4 C5 N3 176.9(10)
C11 C6 C7 C8 -0.2(19)
N3 C6 C7 C8 177.7(11)
C6 C7 C8 C9 -1(2)
C7 C8 C9 C10 2(2)
C7 C8 C9 Cl1 -178.0(11)
C8 C9 C10 C11 -0.9(18)
Cl1 C9 C10 C11 178.7(10)
C9 C10 C11 C6 -0.3(18)
C7 C6 C11 C10 0.8(18)
N3 C6 C11 C10 -177.2(11)
C3 C4 N1 C1 1.3(18)
C5 C4 N1 C1 -179.3(11)
C2 C1 N1 C4 -1(2)
C4 C3 N2 C2 -1.0(16)
C4 C3 N2 Hg1 173.9(8)
C1 C2 N2 C3 1.6(18)
C1 C2 N2 Hg1 -173.4(11)
O1 C5 N3 C6 2(2)
C4 C5 N3 C6 -175.5(11)
C7 C6 N3 C5 -4.6(19)
C11 C6 N3 C5 173.4(11)
C3 N2 Hg1 Br2 0.2(9)
C2 N2 Hg1 Br2 174.8(9)
C3 N2 Hg1 Br1 -175.9(8)
C2 N2 Hg1 Br1 -1.3(9)
