#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/51/7215162.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_7215162
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 Cl Hg N3 O, C11 H8 Cl N3 O'
_chemical_formula_sum            'C22 H16 Br2 Cl2 Hg N6 O2'
_chemical_formula_weight         827.70
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 101.012(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.5572(7)
_cell_length_b                   7.3163(4)
_cell_length_c                   24.0305(10)
_cell_measurement_temperature    298(2)
_cell_volume                     2512.2(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.1106
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            30859
_diffrn_reflns_theta_full        29.30
_diffrn_reflns_theta_max         29.30
_diffrn_reflns_theta_min         1.73
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.554
_exptl_absorpt_correction_T_max  0.095
_exptl_absorpt_correction_T_min  0.015
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'shape of crystal determined optically'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    2.188
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1560
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.25
_refine_diff_density_max         2.376
_refine_diff_density_min         -2.042
_refine_diff_density_rms         0.288
_refine_ls_extinction_coef       0.0049(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   1.187
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         6770
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0713
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0928P)²+3.8292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1717
_refine_ls_wR_factor_ref         0.1798
_reflns_number_gt                5741
_reflns_number_total             6770
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40433a.cif
_cod_data_source_block           kh357-2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      P21/n
_cod_original_formula_sum        'C22 H16 Br2 Cl2 Hg1 N6 O2'
_cod_database_code               7215162
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.2944(5) 0.3397(14) 0.0261(3) 0.057(2) Uani 1 1 d .
H1 H 0.2305 0.3326 0.0117 0.068 Uiso 1 1 calc R
C2 C 0.3260(5) 0.4139(12) 0.0801(3) 0.0478(15) Uani 1 1 d .
H2 H 0.2825 0.4598 0.1003 0.057 Uiso 1 1 calc R
C3 C 0.4764(4) 0.3581(10) 0.0721(3) 0.0383(13) Uani 1 1 d .
H3 H 0.5402 0.3607 0.0870 0.046 Uiso 1 1 calc R
C4 C 0.4453(5) 0.2900(9) 0.0183(3) 0.0371(12) Uani 1 1 d .
C5 C 0.5160(5) 0.2270(9) -0.0159(3) 0.0383(12) Uani 1 1 d .
C6 C 0.5201(5) 0.0864(9) -0.1097(3) 0.0392(12) Uani 1 1 d .
C7 C 0.4647(5) 0.0095(9) -0.1568(3) 0.0394(13) Uani 1 1 d .
C8 C 0.5002(6) -0.0569(11) -0.2025(3) 0.0492(16) Uani 1 1 d .
H8 H 0.4609 -0.1067 -0.2339 0.059 Uiso 1 1 calc R
C9 C 0.5965(6) -0.0464(11) -0.1999(4) 0.0521(18) Uani 1 1 d .
H9 H 0.6224 -0.0890 -0.2299 0.063 Uiso 1 1 calc R
C10 C 0.6534(6) 0.0268(12) -0.1528(4) 0.0550(19) Uani 1 1 d .
H10 H 0.7177 0.0320 -0.1512 0.066 Uiso 1 1 calc R
C11 C 0.6165(5) 0.0926(11) -0.1081(3) 0.0455(14) Uani 1 1 d .
H11 H 0.6560 0.1413 -0.0765 0.055 Uiso 1 1 calc R
C12 C 0.6392(5) 0.3141(15) 0.3990(3) 0.059(2) Uani 1 1 d .
H12 H 0.7033 0.3133 0.4131 0.071 Uiso 1 1 calc R
C13 C 0.6075(5) 0.3377(14) 0.3420(3) 0.0553(19) Uani 1 1 d .
H13 H 0.6510 0.3528 0.3186 0.066 Uiso 1 1 calc R
C14 C 0.4581(5) 0.3140(13) 0.3540(3) 0.0514(17) Uani 1 1 d .
H14 H 0.3941 0.3099 0.3397 0.062 Uiso 1 1 calc R
C15 C 0.4912(5) 0.2929(11) 0.4123(3) 0.0442(15) Uani 1 1 d .
C16 C 0.4218(5) 0.2668(12) 0.4508(3) 0.0472(16) Uani 1 1 d .
C17 C 0.4245(5) 0.2183(10) 0.5540(3) 0.0417(14) Uani 1 1 d .
C18 C 0.4846(5) 0.2011(11) 0.6068(3) 0.0444(15) Uani 1 1 d .
C19 C 0.4494(6) 0.1720(12) 0.6556(3) 0.0555(18) Uani 1 1 d .
H19 H 0.4902 0.1621 0.6903 0.067 Uiso 1 1 calc R
C20 C 0.3562(6) 0.1577(13) 0.6533(4) 0.0579(19) Uani 1 1 d .
H20 H 0.3328 0.1371 0.6862 0.070 Uiso 1 1 calc R
C21 C 0.2955(6) 0.1743(13) 0.6011(4) 0.059(2) Uani 1 1 d .
H21 H 0.2313 0.1641 0.5993 0.071 Uiso 1 1 calc R
C22 C 0.3296(5) 0.2059(12) 0.5520(4) 0.0533(17) Uani 1 1 d .
H22 H 0.2883 0.2187 0.5176 0.064 Uiso 1 1 calc R
N1 N 0.3551(4) 0.2788(10) -0.0050(3) 0.0464(13) Uani 1 1 d .
N2 N 0.4158(4) 0.4204(9) 0.1030(2) 0.0433(12) Uani 1 1 d .
N3 N 0.4769(4) 0.1535(9) -0.0665(2) 0.0421(12) Uani 1 1 d .
H3A H 0.4168 0.1472 -0.0732 0.050 Uiso 1 1 calc R
N4 N 0.5811(4) 0.2925(11) 0.4344(3) 0.0527(15) Uani 1 1 d .
N5 N 0.5173(4) 0.3399(10) 0.3187(3) 0.0522(15) Uani 1 1 d .
N6 N 0.4649(4) 0.2486(11) 0.5059(2) 0.0500(15) Uani 1 1 d .
H6A H 0.5249 0.2567 0.5123 0.060 Uiso 1 1 calc R
Hg1 Hg 0.46632(2) 0.52362(4) 0.209335(12) 0.04699(14) Uani 1 1 d .
Br1 Br 0.63072(6) 0.53612(13) 0.20324(4) 0.0565(2) Uani 1 1 d .
Br2 Br 0.30961(7) 0.54778(16) 0.22850(4) 0.0667(3) Uani 1 1 d .
O1 O 0.5999(4) 0.2420(10) 0.0025(2) 0.0590(15) Uani 1 1 d .
O2 O 0.3382(4) 0.2619(14) 0.4337(3) 0.079(2) Uani 1 1 d .
Cl1 Cl 0.34416(13) -0.0148(3) -0.16016(10) 0.0549(5) Uani 1 1 d .
Cl2 Cl 0.60490(14) 0.2180(4) 0.61116(9) 0.0698(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'
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'
Cl Cl 0.1484 0.1585 '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 120.8(7)
N1 C1 H1 119.6
C2 C1 H1 119.6
N2 C2 C1 121.6(7)
N2 C2 H2 119.2
C1 C2 H2 119.2
N2 C3 C4 120.7(6)
N2 C3 H3 119.6
C4 C3 H3 119.6
N1 C4 C3 122.6(6)
N1 C4 C5 118.4(6)
C3 C4 C5 119.0(6)
O1 C5 N3 125.5(6)
O1 C5 C4 121.0(6)
N3 C5 C4 113.5(6)
C7 C6 C11 117.6(6)
C7 C6 N3 118.4(6)
C11 C6 N3 123.9(6)
C6 C7 C8 123.0(7)
C6 C7 Cl1 120.3(5)
C8 C7 Cl1 116.7(6)
C7 C8 C9 117.9(7)
C7 C8 H8 121.0
C9 C8 H8 121.0
C10 C9 C8 120.1(7)
C10 C9 H9 120.0
C8 C9 H9 120.0
C9 C10 C11 121.0(8)
C9 C10 H10 119.5
C11 C10 H10 119.5
C10 C11 C6 120.4(7)
C10 C11 H11 119.8
C6 C11 H11 119.8
N4 C12 C13 121.7(7)
N4 C12 H12 119.2
C13 C12 H12 119.2
N5 C13 C12 122.7(7)
N5 C13 H13 118.7
C12 C13 H13 118.7
N5 C14 C15 120.8(7)
N5 C14 H14 119.6
C15 C14 H14 119.6
N4 C15 C14 122.0(7)
N4 C15 C16 118.9(6)
C14 C15 C16 119.1(6)
O2 C16 N6 125.2(7)
O2 C16 C15 122.9(7)
N6 C16 C15 111.9(6)
C22 C17 C18 118.4(6)
C22 C17 N6 123.6(6)
C18 C17 N6 118.0(6)
C19 C18 C17 120.9(7)
C19 C18 Cl2 119.4(6)
C17 C18 Cl2 119.7(5)
C20 C19 C18 120.6(8)
C20 C19 H19 119.7
C18 C19 H19 119.7
C19 C20 C21 119.3(7)
C19 C20 H20 120.4
C21 C20 H20 120.4
C22 C21 C20 120.9(8)
C22 C21 H21 119.6
C20 C21 H21 119.6
C17 C22 C21 120.1(8)
C17 C22 H22 120.0
C21 C22 H22 120.0
C4 N1 C1 116.7(6)
C2 N2 C3 117.5(6)
C2 N2 Hg1 119.1(4)
C3 N2 Hg1 123.1(4)
C5 N3 C6 129.4(6)
C5 N3 H3A 115.3
C6 N3 H3A 115.3
C15 N4 C12 116.8(7)
C13 N5 C14 116.1(7)
C16 N6 C17 128.9(6)
C16 N6 H6A 115.6
C17 N6 H6A 115.6
Br2 Hg1 Br1 170.25(4)
Br2 Hg1 N2 96.16(13)
Br1 Hg1 N2 92.74(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.338(9)
C1 C2 1.400(10)
C1 H1 0.9300
C2 N2 1.320(9)
C2 H2 0.9300
C3 N2 1.336(8)
C3 C4 1.379(9)
C3 H3 0.9300
C4 N1 1.328(9)
C4 C5 1.506(9)
C5 O1 1.223(8)
C5 N3 1.353(8)
C6 C7 1.378(10)
C6 C11 1.397(10)
C6 N3 1.401(8)
C7 C8 1.388(10)
C7 Cl1 1.750(7)
C8 C9 1.395(12)
C8 H8 0.9300
C9 C10 1.375(13)
C9 H9 0.9300
C10 C11 1.378(10)
C10 H10 0.9300
C11 H11 0.9300
C12 N4 1.319(10)
C12 C13 1.371(11)
C12 H12 0.9300
C13 N5 1.324(9)
C13 H13 0.9300
C14 N5 1.332(9)
C14 C15 1.400(9)
C14 H14 0.9300
C15 N4 1.315(9)
C15 C16 1.507(10)
C16 O2 1.209(9)
C16 N6 1.359(9)
C17 C22 1.377(10)
C17 C18 1.401(9)
C17 N6 1.411(8)
C18 C19 1.384(10)
C18 Cl2 1.739(7)
C19 C20 1.351(12)
C19 H19 0.9300
C20 C21 1.395(13)
C20 H20 0.9300
C21 C22 1.385(11)
C21 H21 0.9300
C22 H22 0.9300
N2 Hg1 2.631(5)
N3 H3A 0.8600
N6 H6A 0.8600
Hg1 Br2 2.4184(9)
Hg1 Br1 2.4273(9)
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 -2.5(15)
N2 C3 C4 N1 -1.5(11)
N2 C3 C4 C5 177.9(6)
N1 C4 C5 O1 176.6(7)
C3 C4 C5 O1 -2.8(11)
N1 C4 C5 N3 -4.1(9)
C3 C4 C5 N3 176.5(6)
C11 C6 C7 C8 -1.6(11)
N3 C6 C7 C8 178.3(7)
C11 C6 C7 Cl1 176.4(6)
N3 C6 C7 Cl1 -3.7(9)
C6 C7 C8 C9 0.7(11)
Cl1 C7 C8 C9 -177.3(6)
C7 C8 C9 C10 0.4(12)
C8 C9 C10 C11 -0.7(13)
C9 C10 C11 C6 -0.1(13)
C7 C6 C11 C10 1.3(11)
N3 C6 C11 C10 -178.7(7)
N4 C12 C13 N5 -0.2(17)
N5 C14 C15 N4 -2.0(14)
N5 C14 C15 C16 179.1(8)
N4 C15 C16 O2 -178.5(9)
C14 C15 C16 O2 0.5(14)
N4 C15 C16 N6 1.0(12)
C14 C15 C16 N6 -179.9(8)
C22 C17 C18 C19 0.1(12)
N6 C17 C18 C19 179.7(8)
C22 C17 C18 Cl2 -179.4(6)
N6 C17 C18 Cl2 0.2(10)
C17 C18 C19 C20 0.7(13)
Cl2 C18 C19 C20 -179.8(7)
C18 C19 C20 C21 -0.6(14)
C19 C20 C21 C22 -0.3(14)
C18 C17 C22 C21 -1.0(12)
N6 C17 C22 C21 179.4(8)
C20 C21 C22 C17 1.1(14)
C3 C4 N1 C1 0.9(12)
C5 C4 N1 C1 -178.6(7)
C2 C1 N1 C4 1.1(13)
C1 C2 N2 C3 1.9(12)
C1 C2 N2 Hg1 -172.3(7)
C4 C3 N2 C2 0.0(11)
C4 C3 N2 Hg1 173.9(5)
O1 C5 N3 C6 -2.8(13)
C4 C5 N3 C6 177.9(7)
C7 C6 N3 C5 176.9(7)
C11 C6 N3 C5 -3.2(12)
C14 C15 N4 C12 0.4(14)
C16 C15 N4 C12 179.4(8)
C13 C12 N4 C15 0.6(15)
C12 C13 N5 C14 -1.3(15)
C15 C14 N5 C13 2.3(13)
O2 C16 N6 C17 1.0(16)
C15 C16 N6 C17 -178.5(8)
C22 C17 N6 C16 -1.5(14)
C18 C17 N6 C16 178.9(8)
C2 N2 Hg1 Br2 4.6(6)
C3 N2 Hg1 Br2 -169.3(6)
C2 N2 Hg1 Br1 -171.4(6)
C3 N2 Hg1 Br1 14.7(6)
