#------------------------------------------------------------------------------
#$Date: 2016-02-14 05:40:26 +0100 (dom 14 de feb de 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/09/4500960.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_4500960
loop_
_publ_author_name
'Yakovenko, Andrey A.'
'Gallegos, Jose H.'
'Antipin, Mikhail Yu.'
'Masunov, Artem'
'Timofeeva, Tatiana V.'
_publ_section_title
;
 Crystal Morphology as an Evidence of Supramolecular Organization in
 Adducts of 1,2-Bis(chloromercurio)tetrafluorobenzene with Organic Esters
;
_journal_issue                   9
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3964
_journal_paper_doi               10.1021/cg200547k
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C6 Cl2 F4 Hg2, C4 H8 O2'
_chemical_formula_sum            'C10 H8 Cl2 F4 Hg2 O2'
_chemical_formula_weight         708.24
_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                69.285(7)
_cell_angle_beta                 88.979(8)
_cell_angle_gamma                72.307(7)
_cell_formula_units_Z            2
_cell_length_a                   7.200(4)
_cell_length_b                   10.030(5)
_cell_length_c                   11.485(6)
_cell_measurement_reflns_used    1301
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.2
_cell_measurement_theta_min      2.25
_cell_volume                     735.3(7)
_computing_cell_refinement       'SAINT+ ver. 6.2 (Bruker, 2001)'
_computing_data_collection       'APEX2  (Bruker, 2005)'
_computing_data_reduction        'SAINT+ ver. 6.2 (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL ver. 6.12 (Sheldrick, 2001)'
_computing_publication_material  'SHELXTL ver. 6.12 (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXTL ver. 6.12 (Sheldrick, 2001)'
_computing_structure_solution    'SHELXTL ver. 6.12 (Sheldrick, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART APEX II 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  0.0315
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7865
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    21.254
_exptl_absorpt_correction_T_max  0.8156
_exptl_absorpt_correction_T_min  0.0429
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    3.199
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.468
_refine_diff_density_min         -1.405
_refine_diff_density_rms         0.222
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         3859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0335
_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)+(0.0300P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0750
_refine_ls_wR_factor_ref         0.0768
_reflns_number_gt                3042
_reflns_number_total             3859
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg200547k_si_002.cif
_cod_data_source_block           II1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        735.4(7)
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P - 1'
_cod_database_code               4500960
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
Hg1 Hg 0.35479(4) 0.39391(3) 0.94234(3) 0.03969(9) Uani 1 1 d .
Hg2 Hg 0.87794(4) 0.22317(3) 0.88740(3) 0.04195(9) Uani 1 1 d .
Cl1 Cl 0.2424(3) 0.4476(2) 1.11551(18) 0.0484(4) Uani 1 1 d .
Cl2 Cl 1.1745(3) 0.1158(2) 1.0113(2) 0.0497(4) Uani 1 1 d .
F3 F 0.8602(6) 0.2249(6) 0.6233(5) 0.0536(12) Uani 1 1 d .
F4 F 0.5658(7) 0.2944(6) 0.4478(5) 0.0556(12) Uani 1 1 d .
F5 F 0.1889(7) 0.4020(6) 0.4907(5) 0.0549(12) Uani 1 1 d .
F6 F 0.1040(6) 0.4395(5) 0.7087(4) 0.0473(10) Uani 1 1 d .
O1 O 0.7001(8) 0.2326(7) 1.1034(5) 0.0529(14) Uani 1 1 d .
O2 O 0.8416(8) 0.1094(6) 1.3002(5) 0.0475(13) Uani 1 1 d .
C1 C 0.4413(11) 0.3545(8) 0.7832(7) 0.0389(15) Uani 1 1 d .
C2 C 0.6374(11) 0.2974(8) 0.7605(7) 0.0407(16) Uani 1 1 d .
C3 C 0.6748(11) 0.2794(9) 0.6489(8) 0.0450(17) Uani 1 1 d .
C4 C 0.5275(12) 0.3140(9) 0.5553(8) 0.0461(17) Uani 1 1 d .
C5 C 0.3347(11) 0.3691(9) 0.5780(7) 0.0421(16) Uani 1 1 d .
C6 C 0.2953(11) 0.3864(8) 0.6903(7) 0.0405(15) Uani 1 1 d .
C7 C 0.6016(13) 0.0282(10) 1.2405(9) 0.057(2) Uani 1 1 d .
H7A H 0.6086 -0.0192 1.1785 0.085 Uiso 1 1 calc R
H7B H 0.4648 0.0837 1.2434 0.085 Uiso 1 1 calc R
H7C H 0.6547 -0.0494 1.3230 0.085 Uiso 1 1 calc R
C8 C 0.7186(11) 0.1340(10) 1.2050(8) 0.0462(18) Uani 1 1 d .
C9 C 0.9595(13) 0.2114(10) 1.2792(9) 0.055(2) Uani 1 1 d .
H9A H 0.8771 0.3104 1.2792 0.066 Uiso 1 1 calc R
H9B H 1.0134 0.2265 1.1973 0.066 Uiso 1 1 calc R
C10 C 1.1242(13) 0.1406(11) 1.3835(8) 0.057(2) Uani 1 1 d .
H10A H 1.2017 0.2085 1.3736 0.085 Uiso 1 1 calc R
H10B H 1.2084 0.0450 1.3803 0.085 Uiso 1 1 calc R
H10C H 1.0694 0.1226 1.4643 0.085 Uiso 1 1 calc R
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
Hg1 0.04010(15) 0.03983(17) 0.04015(16) -0.01499(13) 0.00466(11) -0.01372(12)
Hg2 0.03618(15) 0.03986(17) 0.04839(18) -0.01414(14) 0.00361(12) -0.01244(12)
Cl1 0.0606(11) 0.0433(10) 0.0445(10) -0.0185(9) 0.0124(9) -0.0183(9)
Cl2 0.0398(9) 0.0427(10) 0.0626(12) -0.0141(9) -0.0036(8) -0.0133(8)
F3 0.045(2) 0.059(3) 0.058(3) -0.027(3) 0.013(2) -0.011(2)
F4 0.057(3) 0.064(3) 0.047(3) -0.026(2) 0.012(2) -0.014(2)
F5 0.052(3) 0.061(3) 0.051(3) -0.024(2) -0.002(2) -0.012(2)
F6 0.037(2) 0.056(3) 0.050(3) -0.022(2) 0.0051(19) -0.014(2)
O1 0.045(3) 0.058(4) 0.042(3) -0.005(3) 0.006(2) -0.015(3)
O2 0.045(3) 0.045(3) 0.051(3) -0.012(3) 0.001(2) -0.019(2)
C1 0.046(4) 0.033(4) 0.037(4) -0.010(3) 0.005(3) -0.015(3)
C2 0.042(4) 0.033(4) 0.048(4) -0.016(3) 0.003(3) -0.012(3)
C3 0.042(4) 0.047(4) 0.048(4) -0.018(4) 0.014(3) -0.017(3)
C4 0.053(4) 0.037(4) 0.045(4) -0.015(4) 0.008(3) -0.012(3)
C5 0.044(4) 0.044(4) 0.040(4) -0.016(3) 0.002(3) -0.013(3)
C6 0.041(4) 0.035(4) 0.044(4) -0.011(3) 0.007(3) -0.013(3)
C7 0.057(5) 0.053(5) 0.059(5) -0.015(4) -0.003(4) -0.022(4)
C8 0.040(4) 0.049(5) 0.046(4) -0.017(4) 0.005(3) -0.011(3)
C9 0.052(5) 0.053(5) 0.059(5) -0.010(4) 0.000(4) -0.029(4)
C10 0.057(5) 0.065(6) 0.048(5) -0.015(4) 0.006(4) -0.027(4)
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
C1 Hg1 Cl1 177.0(2)
C2 Hg2 Cl2 170.5(2)
C8 O2 C9 116.7(6)
C6 C1 C2 117.4(7)
C6 C1 Hg1 117.5(5)
C2 C1 Hg1 125.0(5)
C3 C2 C1 119.0(7)
C3 C2 Hg2 115.6(6)
C1 C2 Hg2 125.3(6)
F3 C3 C2 121.0(7)
F3 C3 C4 115.8(7)
C2 C3 C4 123.2(7)
F4 C4 C5 119.6(7)
F4 C4 C3 122.6(7)
C5 C4 C3 117.8(7)
F5 C5 C6 121.0(7)
F5 C5 C4 119.4(7)
C6 C5 C4 119.5(7)
F6 C6 C5 117.4(7)
F6 C6 C1 119.6(7)
C5 C6 C1 123.0(7)
C8 C7 H7A 109.5
C8 C7 H7B 109.5
H7A C7 H7B 109.5
C8 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
O1 C8 O2 124.1(8)
O1 C8 C7 124.6(8)
O2 C8 C7 111.3(7)
O2 C9 C10 107.9(7)
O2 C9 H9A 110.1
C10 C9 H9A 110.1
O2 C9 H9B 110.1
C10 C9 H9B 110.1
H9A C9 H9B 108.4
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Hg1 C1 2.051(7)
Hg1 Cl1 2.310(2)
Hg2 C2 2.054(7)
Hg2 Cl2 2.318(2)
F3 C3 1.351(8)
F4 C4 1.329(9)
F5 C5 1.345(8)
F6 C6 1.360(8)
O1 C8 1.211(10)
O2 C8 1.323(9)
O2 C9 1.474(9)
C1 C6 1.392(10)
C1 C2 1.411(10)
C2 C3 1.368(11)
C3 C4 1.397(11)
C4 C5 1.387(11)
C5 C6 1.375(10)
C7 C8 1.492(12)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C9 C10 1.511(12)
C9 H9A 0.9900
C9 H9B 0.9900
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
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
C6 C1 C2 C3 1.4(11)
Hg1 C1 C2 C3 -178.6(6)
C6 C1 C2 Hg2 -174.1(5)
Hg1 C1 C2 Hg2 5.9(9)
C1 C2 C3 F3 -179.9(7)
Hg2 C2 C3 F3 -4.0(10)
C1 C2 C3 C4 -0.4(12)
Hg2 C2 C3 C4 175.5(6)
F3 C3 C4 F4 0.2(12)
C2 C3 C4 F4 -179.2(7)
F3 C3 C4 C5 179.5(7)
C2 C3 C4 C5 0.0(13)
F4 C4 C5 F5 0.0(12)
C3 C4 C5 F5 -179.3(7)
F4 C4 C5 C6 178.7(7)
C3 C4 C5 C6 -0.6(12)
F5 C5 C6 F6 -0.7(11)
C4 C5 C6 F6 -179.4(7)
F5 C5 C6 C1 -179.7(7)
C4 C5 C6 C1 1.6(12)
C2 C1 C6 F6 179.0(6)
Hg1 C1 C6 F6 -1.0(9)
C2 C1 C6 C5 -2.0(11)
Hg1 C1 C6 C5 178.0(6)
C9 O2 C8 O1 1.0(12)
C9 O2 C8 C7 -177.2(7)
C8 O2 C9 C10 -165.1(7)
