#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/51/7215168.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_7215168
loop_
_publ_author_name
'Khavasi, Hamid Reza'
'Tahrani, Alireza Azhdari'
_publ_section_title
;
 The role of secondary bonding on supramolecular assembly of coordination
 compounds: diversity of coordination modes and supramolecular structures
;
_journal_issue                   29
_journal_name_full               CrystEngComm
_journal_page_first              5799
_journal_paper_doi               10.1039/c3ce40433a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C11 H8 Br2 Hg1 I1 N3 O1'
_chemical_formula_sum            'C11 H8 Br2 Hg I N3 O'
_chemical_formula_weight         685.49
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_creation_method           SHELXL-97
_cell_angle_alpha                101.27(3)
_cell_angle_beta                 92.18(3)
_cell_angle_gamma                115.00(3)
_cell_formula_units_Z            2
_cell_length_a                   7.893(3)
_cell_length_b                   8.012(3)
_cell_length_c                   13.861(5)
_cell_measurement_reflns_used    2.87
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      8660
_cell_measurement_theta_min      29.22
_cell_volume                     771.9(6)
_computing_cell_refinement       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_collection       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_molecular_graphics    'ORTEP-3 for Windows (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      298(2)
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'STOE IPDS IIT'
_diffrn_measurement_method       'rotation method'
_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  0.1363
_diffrn_reflns_av_sigmaI/netI    0.0981
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8660
_diffrn_reflns_theta_full        29.22
_diffrn_reflns_theta_max         29.22
_diffrn_reflns_theta_min         2.87
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    17.140
_exptl_absorpt_correction_T_max  0.165
_exptl_absorpt_correction_T_min  0.057
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_crystal_colour            Browm
_exptl_crystal_density_diffrn    2.949
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.178
_refine_diff_density_min         -1.125
_refine_diff_density_rms         0.537
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.183
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         4127
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.183
_refine_ls_R_factor_all          0.1388
_refine_ls_R_factor_gt           0.1121
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1090P)²+29.7340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2849
_refine_ls_wR_factor_ref         0.3025
_reflns_number_gt                3066
_reflns_number_total             4127
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40433a.cif
_cod_data_source_block           d:\determination\solution\c54\khc54-abs1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/RSC/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        771.8(4)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C11 H8 Br2 Hg1 I1 N3 O1'
_cod_database_code               7215168
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.491(4) 0.417(3) 0.239(2) 0.056(6) Uani 1 1 d .
H1 H 0.4071 0.2935 0.2389 0.067 Uiso 1 1 calc R
C2 C 0.522(4) 0.554(3) 0.3242(18) 0.051(6) Uani 1 1 d .
H2 H 0.4620 0.5214 0.3787 0.061 Uiso 1 1 calc R
C3 C 0.723(3) 0.771(3) 0.2482(15) 0.040(4) Uani 1 1 d .
H3 H 0.8069 0.8949 0.2479 0.048 Uiso 1 1 calc R
C4 C 0.687(3) 0.624(3) 0.1635(15) 0.038(4) Uani 1 1 d .
C5 C 0.787(3) 0.678(3) 0.0747(17) 0.043(5) Uani 1 1 d .
C6 C 0.832(3) 0.517(3) -0.0879(17) 0.045(5) Uani 1 1 d .
C7 C 0.786(4) 0.344(3) -0.1503(13) 0.045(5) Uani 1 1 d .
C8 C 0.853(4) 0.328(5) -0.2406(16) 0.064(7) Uani 1 1 d .
H8 H 0.8151 0.2086 -0.2819 0.076 Uiso 1 1 calc R
C9 C 0.970(5) 0.480(5) -0.2695(17) 0.062(8) Uani 1 1 d .
H9 H 1.0208 0.4689 -0.3286 0.075 Uiso 1 1 calc R
C10 C 1.016(3) 0.661(4) -0.206(2) 0.053(6) Uani 1 1 d .
H10 H 1.0927 0.7698 -0.2260 0.063 Uiso 1 1 calc R
C11 C 0.949(4) 0.676(4) -0.1156(18) 0.054(6) Uani 1 1 d .
H11 H 0.9831 0.7950 -0.0741 0.065 Uiso 1 1 calc R
N1 N 0.568(3) 0.445(3) 0.1598(15) 0.047(4) Uani 1 1 d .
N2 N 0.641(3) 0.737(3) 0.3277(14) 0.042(4) Uani 1 1 d .
N3 N 0.756(3) 0.522(2) 0.0031(13) 0.045(4) Uani 1 1 d .
H3B H 0.6817 0.4143 0.0141 0.054 Uiso 1 1 calc R
O1 O 0.884(4) 0.845(3) 0.076(2) 0.091(9) Uani 1 1 d .
Hg1 Hg 0.73876(14) 0.98075(13) 0.48258(7) 0.0478(3) Uani 1 1 d .
I1 I 0.6064(3) 0.0873(2) -0.11242(14) 0.0602(5) Uani 1 1 d .
Br1 Br 0.8633(4) 0.8309(4) 0.5882(2) 0.0559(6) Uani 1 1 d .
Br2 Br 0.6618(4) 1.2337(4) 0.4474(2) 0.0601(7) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.067(16) 0.035(11) 0.064(16) 0.008(11) 0.016(13) 0.021(11)
C2 0.072(16) 0.044(12) 0.043(12) 0.018(10) 0.027(11) 0.025(11)
C3 0.052(12) 0.035(9) 0.032(9) 0.011(8) 0.011(8) 0.016(9)
C4 0.041(10) 0.038(10) 0.036(10) 0.000(8) 0.012(8) 0.021(8)
C5 0.050(12) 0.025(8) 0.043(11) 0.002(8) 0.007(9) 0.007(8)
C6 0.053(13) 0.035(10) 0.043(11) 0.007(9) 0.005(9) 0.017(9)
C7 0.064(14) 0.055(13) 0.013(7) 0.002(8) -0.005(8) 0.028(11)
C8 0.09(2) 0.09(2) 0.018(9) 0.013(12) 0.016(11) 0.045(17)
C9 0.10(2) 0.09(2) 0.023(10) 0.016(12) 0.026(12) 0.066(19)
C10 0.045(13) 0.060(15) 0.052(14) 0.019(12) 0.012(10) 0.020(11)
C11 0.077(17) 0.042(12) 0.040(12) 0.014(10) 0.005(11) 0.021(12)
N1 0.049(11) 0.043(10) 0.044(10) -0.004(8) 0.014(8) 0.022(8)
N2 0.043(10) 0.039(9) 0.038(9) 0.006(7) 0.002(7) 0.016(8)
N3 0.066(13) 0.031(8) 0.033(9) 0.008(7) 0.013(8) 0.016(8)
O1 0.13(2) 0.055(12) 0.12(2) 0.046(13) 0.086(18) 0.047(13)
Hg1 0.0548(6) 0.0495(5) 0.0454(5) 0.0096(4) 0.0101(4) 0.0292(4)
I1 0.0817(13) 0.0333(7) 0.0549(10) 0.0100(7) 0.0184(9) 0.0148(7)
Br1 0.0485(13) 0.0609(15) 0.0649(16) 0.0350(13) 0.0146(11) 0.0210(11)
Br2 0.0604(15) 0.0625(15) 0.0839(19) 0.0395(15) 0.0349(14) 0.0401(13)
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'
O O 0.0106 0.0060 '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'
I I -0.4742 1.8119 '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 C2 126(2)
N1 C1 H1 117.1
C2 C1 H1 117.1
N2 C2 C1 119(2)
N2 C2 H2 120.3
C1 C2 H2 120.3
N2 C3 C4 121.1(19)
N2 C3 H3 119.4
C4 C3 H3 119.4
N1 C4 C3 121.9(19)
N1 C4 C5 120.5(18)
C3 C4 C5 117.6(18)
O1 C5 N3 129(2)
O1 C5 C4 120(2)
N3 C5 C4 111.4(17)
C11 C6 C7 119(2)
C11 C6 N3 123(2)
C7 C6 N3 118.6(19)
C6 C7 C8 122(2)
C6 C7 I1 121.3(16)
C8 C7 I1 117(2)
C9 C8 C7 121(3)
C9 C8 H8 119.3
C7 C8 H8 119.3
C8 C9 C10 117(2)
C8 C9 H9 121.3
C10 C9 H9 121.3
C11 C10 C9 121(2)
C11 C10 H10 119.4
C9 C10 H10 119.4
C6 C11 C10 120(2)
C6 C11 H11 120.2
C10 C11 H11 120.2
C1 N1 C4 115(2)
C3 N2 C2 116.7(19)
C3 N2 Hg1 121.0(14)
C2 N2 Hg1 121.4(15)
C5 N3 C6 127.2(18)
C5 N3 H3B 116.4
C6 N3 H3B 116.4
N2 Hg1 Br2 106.2(4)
N2 Hg1 Br1 99.1(4)
Br2 Hg1 Br1 154.74(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.29(3)
C1 C2 1.38(3)
C1 H1 0.9300
C2 N2 1.35(3)
C2 H2 0.9300
C3 N2 1.32(3)
C3 C4 1.42(3)
C3 H3 0.9300
C4 N1 1.33(3)
C4 C5 1.52(3)
C5 O1 1.23(3)
C5 N3 1.36(3)
C6 C11 1.36(3)
C6 C7 1.37(3)
C6 N3 1.42(3)
C7 C8 1.38(3)
C7 I1 2.13(2)
C8 C9 1.33(4)
C8 H8 0.9300
C9 C10 1.43(4)
C9 H9 0.9300
C10 C11 1.39(3)
C10 H10 0.9300
C11 H11 0.9300
N2 Hg1 2.447(19)
N3 H3B 0.8600
Hg1 Br2 2.474(3)
Hg1 Br1 2.476(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3B I1 0.8600 2.6600 3.208(16) 122.00 yes
N3 H3B N1 0.8600 2.2500 2.70(3) 112.00 yes
C3 H3 O1 0.9300 2.4800 2.80(3) 100.00 yes
C11 H11 O1 0.9300 2.2700 2.90(4) 125.00 yes
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(5)
N2 C3 C4 N1 1(4)
N2 C3 C4 C5 179(2)
N1 C4 C5 O1 174(3)
C3 C4 C5 O1 -5(4)
N1 C4 C5 N3 -8(3)
C3 C4 C5 N3 174(2)
C11 C6 C7 C8 -1(4)
N3 C6 C7 C8 179(2)
C11 C6 C7 I1 179.4(19)
N3 C6 C7 I1 -1(3)
C6 C7 C8 C9 2(4)
I1 C7 C8 C9 -178(2)
C7 C8 C9 C10 -3(4)
C8 C9 C10 C11 3(4)
C7 C6 C11 C10 1(4)
N3 C6 C11 C10 -179(2)
C9 C10 C11 C6 -2(4)
C2 C1 N1 C4 0(4)
C3 C4 N1 C1 -1(3)
C5 C4 N1 C1 -179(2)
C4 C3 N2 C2 1(3)
C4 C3 N2 Hg1 170.5(16)
C1 C2 N2 C3 -1(4)
C1 C2 N2 Hg1 -171(2)
O1 C5 N3 C6 1(5)
C4 C5 N3 C6 -177(2)
C11 C6 N3 C5 -1(4)
C7 C6 N3 C5 179(2)
C3 N2 Hg1 Br2 64.9(17)
C2 N2 Hg1 Br2 -125.6(18)
C3 N2 Hg1 Br1 -114.8(17)
C2 N2 Hg1 Br1 54.6(18)
