#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:39:19 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179340 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/37/4323701.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_4323701
loop_
_publ_author_name
'François P. Gabbaï'
'Annette Schier'
'Jürgen Riede'
'Alexander Sladek'
'Hans W. Görlitzer'
_publ_contact_author
;
   Dr. F. Gabbai, Dr. A. Schier
   Anorganisch-chemisches Institut
   der Technischen Universität München
   Lichtenbergstras̈e 4
   D-85747 Garching
   Germany
;
_publ_contact_author_email       t331344@hpmail.lrz-muenchen.de
_publ_contact_author_fax         '++49 89 2891-3125'
_publ_contact_author_phone       '++49 89 2891-3129'
_publ_section_title
;
 Unusual Ring Systems Containing Indium. Synthesis and Structure of the
 First Mercuraindacycles
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5694
_journal_page_last               5698
_journal_paper_doi               10.1021/ic970241g
_journal_volume                  36
_journal_year                    1997
_chemical_formula_sum            'C28 H28 Br Hg In O2'
_chemical_formula_weight         791.82
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.3680(10)
_cell_length_b                   15.3570(10)
_cell_length_c                   19.4460(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    205(2)
_cell_volume                     2499.0(4)
_computing_cell_refinement       'Enraf Nonius CAD4'
_computing_data_collection       'Enraf Nonius CAD4'
_computing_data_reduction        'Enraf Nonius SDP-PLUS'
_computing_molecular_graphics    'Siemens XTL-PLUS'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      205(2)
_diffrn_measurement_device       'Enraf Nonius CAD4'
_diffrn_measurement_method       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  0.0174
_diffrn_reflns_av_sigmaI/netI    0.0215
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5600
_diffrn_reflns_theta_max         26.96
_diffrn_reflns_theta_min         3.21
_diffrn_standards_interval_time  '3600 s'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    8.681
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.663
_exptl_absorpt_correction_type   Psi-scans
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.105
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.616
_refine_diff_density_min         -1.183
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.068
_refine_ls_goodness_of_fit_obs   1.070
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         5279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_restrained_S_obs      1.070
_refine_ls_R_factor_all          0.0235
_refine_ls_R_factor_obs          0.0202
_refine_ls_shift/esd_max         0.002
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0273P)²+0.8467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0480
_refine_ls_wR_factor_obs         0.0462
_reflns_number_observed          5015
_reflns_number_total             5281
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic970241g_2.cif
_cod_data_source_block           gab3(compound7)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0273P)^2^+0.8467P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0273P)^2^+0.8467P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4323701
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Hg Hg 0.08770(2) 0.586345(10) 0.710755(8) 0.02437(4) Uani 1 d . .
In In -0.27179(3) 0.56254(2) 0.71242(2) 0.02419(7) Uani 1 d . .
Br Br -0.55047(5) 0.50066(3) 0.74495(3) 0.03730(11) Uani 1 d . .
C1 C 0.0659(5) 0.6459(3) 0.8065(2) 0.0247(9) Uani 1 d . .
C2 C 0.1967(6) 0.6626(3) 0.8466(2) 0.0313(10) Uani 1 d . .
H2 H 0.2979(6) 0.6381(3) 0.8337(2) 0.047 Uiso 1 d R .
C3 C 0.1875(6) 0.7153(3) 0.9054(2) 0.0363(11) Uani 1 d . .
H3 H 0.2803(6) 0.7241(3) 0.9336(2) 0.054 Uiso 1 d R .
C4 C 0.0475(6) 0.7534(3) 0.9222(2) 0.0330(11) Uani 1 d . .
H4 H 0.0422(6) 0.7909(3) 0.9617(2) 0.049 Uiso 1 d R .
C5 C -0.2368(6) 0.7825(3) 0.8997(3) 0.0343(11) Uani 1 d . .
H5 H -0.2386(6) 0.8242(3) 0.9365(3) 0.051 Uiso 1 d R .
C6 C -0.3727(5) 0.7656(3) 0.8639(2) 0.0336(10) Uani 1 d . .
H6 H -0.4694(5) 0.7964(3) 0.8745(2) 0.050 Uiso 1 d R .
C7 C -0.3719(5) 0.7030(3) 0.8108(2) 0.0291(10) Uani 1 d . .
H7 H -0.4698(5) 0.6891(3) 0.7875(2) 0.044 Uiso 1 d R .
C8 C -0.2333(5) 0.6607(2) 0.7910(2) 0.0225(8) Uani 1 d . .
C9 C -0.0885(6) 0.6807(2) 0.8259(2) 0.0221(8) Uani 1 d . .
C10 C -0.0923(6) 0.7392(3) 0.8836(2) 0.0266(8) Uani 1 d . .
C11 C 0.0829(6) 0.5387(3) 0.6106(2) 0.0283(9) Uani 1 d . .
C12 C 0.2240(6) 0.5384(3) 0.5738(3) 0.0372(11) Uani 1 d . .
H12 H 0.3202(6) 0.5591(3) 0.5951(3) 0.056 Uiso 1 d R .
C13 C 0.2290(7) 0.5080(4) 0.5053(3) 0.0437(12) Uani 1 d . .
H13 H 0.3278(7) 0.5090(4) 0.4802(3) 0.066 Uiso 1 d R .
C14 C 0.0946(8) 0.4775(3) 0.4746(2) 0.0416(12) Uani 1 d . .
H14 H 0.0989(8) 0.4576(3) 0.4278(2) 0.062 Uiso 1 d R .
C15 C -0.1893(7) 0.4373(3) 0.4801(2) 0.0377(12) Uani 1 d . .
H15 H -0.1834(7) 0.4161(3) 0.4337(2) 0.057 Uiso 1 d R .
C16 C -0.3290(7) 0.4311(3) 0.5149(3) 0.0398(13) Uani 1 d . .
H16 H -0.4202(7) 0.4041(3) 0.4940(3) 0.060 Uiso 1 d R .
C17 C -0.3393(6) 0.4653(3) 0.5822(2) 0.0336(10) Uani 1 d . .
H17 H -0.4393(6) 0.4615(3) 0.6062(2) 0.050 Uiso 1 d R .
C18 C -0.2106(5) 0.5030(3) 0.6150(2) 0.0273(9) Uani 1 d . .
C19 C -0.0593(5) 0.5073(3) 0.5803(2) 0.0256(9) Uani 1 d . .
C20 C -0.0514(6) 0.4744(3) 0.5106(2) 0.0306(10) Uani 1 d . .
O1 O -0.3978(5) 0.6813(2) 0.6359(2) 0.0461(9) Uani 1 d . .
C01 C -0.5184(8) 0.7452(4) 0.6499(3) 0.059(2) Uani 1 d . .
H011 H -0.4782(8) 0.7867(4) 0.6825(3) 0.089 Uiso 1 d R .
H012 H -0.6126(8) 0.7185(4) 0.6686(3) 0.089 Uiso 1 d R .
C02 C -0.5528(11) 0.7905(6) 0.5843(4) 0.098(3) Uani 1 d . .
H021 H -0.5515(11) 0.8526(6) 0.5897(4) 0.147 Uiso 1 d R .
H022 H -0.6564(11) 0.7732(6) 0.5680(4) 0.147 Uiso 1 d R .
C03 C -0.4290(13) 0.7623(6) 0.5368(4) 0.107(4) Uani 1 d . .
H031 H -0.3663(13) 0.8115(6) 0.5228(4) 0.161 Uiso 1 d R .
H032 H -0.4769(13) 0.7371(6) 0.4966(4) 0.161 Uiso 1 d R .
C04 C -0.3346(9) 0.6996(5) 0.5695(3) 0.068(2) Uani 1 d . .
H041 H -0.3296(9) 0.6472(5) 0.5426(3) 0.101 Uiso 1 d R .
H042 H -0.2282(9) 0.7221(5) 0.5744(3) 0.101 Uiso 1 d R .
O2 O -0.1398(4) 0.4492(2) 0.7752(2) 0.0348(8) Uani 1 d . .
C05 C -0.1167(8) 0.4485(4) 0.8481(2) 0.0457(14) Uani 1 d . .
H051 H -0.2094(8) 0.4260(4) 0.8711(2) 0.069 Uiso 1 d R .
H052 H -0.0950(8) 0.5061(4) 0.8650(2) 0.069 Uiso 1 d R .
C06 C 0.0193(15) 0.3884(6) 0.8590(4) 0.142(5) Uani 1 d . .
H061 H 0.0030(15) 0.3525(6) 0.8987(4) 0.213 Uiso 1 d R .
H062 H 0.1139(15) 0.4226(6) 0.8661(4) 0.213 Uiso 1 d R .
C07 C 0.0403(11) 0.3368(5) 0.7995(4) 0.092(3) Uani 1 d . .
H071 H 0.0187(11) 0.2770(5) 0.8103(4) 0.139 Uiso 1 d R .
H072 H 0.1472(11) 0.3413(5) 0.7819(4) 0.139 Uiso 1 d R .
C08 C -0.0720(9) 0.3701(3) 0.7474(3) 0.055(2) Uani 1 d . .
H081 H -0.0201(9) 0.3812(3) 0.7043(3) 0.082 Uiso 1 d R .
H082 H -0.1555(9) 0.3282(3) 0.7402(3) 0.082 Uiso 1 d R .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 Hg C1 171.7(2) . . ?
C11 Hg In 87.03(14) . . ?
C1 Hg In 87.50(12) . . ?
C18 In C8 150.9(2) . . ?
C18 In O2 91.69(14) . . ?
C8 In O2 94.45(13) . . ?
C18 In O1 83.73(14) . . ?
C8 In O1 88.60(14) . . ?
O2 In O1 174.98(11) . . ?
C18 In Br 105.74(12) . . ?
C8 In Br 102.48(10) . . ?
O2 In Br 91.38(9) . . ?
O1 In Br 91.84(10) . . ?
C18 In Hg 78.85(12) . . ?
C8 In Hg 77.08(10) . . ?
O2 In Hg 68.61(9) . . ?
O1 In Hg 108.32(10) . . ?
Br In Hg 159.77(2) . . ?
C2 C1 C9 119.7(4) . . ?
C2 C1 Hg 121.5(3) . . ?
C9 C1 Hg 118.3(3) . . ?
C1 C2 C3 121.9(5) . . ?
C1 C2 H2 118.9(3) . . ?
C3 C2 H2 119.2(3) . . ?
C4 C3 C2 119.7(5) . . ?
C4 C3 H3 120.1(3) . . ?
C2 C3 H3 120.2(3) . . ?
C3 C4 C10 121.6(4) . . ?
C3 C4 H4 119.6(3) . . ?
C10 C4 H4 118.8(3) . . ?
C6 C5 C10 120.7(4) . . ?
C6 C5 H5 119.8(3) . . ?
C10 C5 H5 119.5(3) . . ?
C5 C6 C7 120.1(4) . . ?
C5 C6 H6 120.1(3) . . ?
C7 C6 H6 119.8(3) . . ?
C8 C7 C6 121.8(4) . . ?
C8 C7 H7 118.7(3) . . ?
C6 C7 H7 119.5(3) . . ?
C7 C8 C9 118.7(4) . . ?
C7 C8 In 113.4(3) . . ?
C9 C8 In 127.8(3) . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 C1 123.8(3) . . ?
C10 C9 C1 117.0(4) . . ?
C4 C10 C5 121.2(4) . . ?
C4 C10 C9 119.7(4) . . ?
C5 C10 C9 119.1(4) . . ?
C12 C11 C19 120.1(4) . . ?
C12 C11 Hg 118.0(4) . . ?
C19 C11 Hg 121.8(3) . . ?
C11 C12 C13 121.0(5) . . ?
C11 C12 H12 119.4(3) . . ?
C13 C12 H12 119.5(3) . . ?
C14 C13 C12 120.3(5) . . ?
C14 C13 H13 119.7(3) . . ?
C12 C13 H13 120.0(3) . . ?
C13 C14 C20 120.7(4) . . ?
C13 C14 H14 119.7(3) . . ?
C20 C14 H14 119.6(3) . . ?
C16 C15 C20 121.4(4) . . ?
C16 C15 H15 119.4(3) . . ?
C20 C15 H15 119.2(3) . . ?
C15 C16 C17 119.4(5) . . ?
C15 C16 H16 120.3(3) . . ?
C17 C16 H16 120.4(3) . . ?
C18 C17 C16 122.5(5) . . ?
C18 C17 H17 118.8(3) . . ?
C16 C17 H17 118.7(3) . . ?
C17 C18 C19 119.3(4) . . ?
C17 C18 In 113.4(3) . . ?
C19 C18 In 126.9(3) . . ?
C11 C19 C18 124.2(4) . . ?
C11 C19 C20 118.1(4) . . ?
C18 C19 C20 117.7(4) . . ?
C14 C20 C15 120.7(4) . . ?
C14 C20 C19 119.6(4) . . ?
C15 C20 C19 119.7(4) . . ?
C04 O1 C01 107.4(4) . . ?
C04 O1 In 120.7(3) . . ?
C01 O1 In 131.5(3) . . ?
O1 C01 C02 107.2(5) . . ?
O1 C01 H011 109.4(3) . . ?
C02 C01 H011 109.1(5) . . ?
O1 C01 H012 110.9(3) . . ?
C02 C01 H012 111.5(5) . . ?
H011 C01 H012 108.6 . . ?
C03 C02 C01 105.6(6) . . ?
C03 C02 H021 110.9(6) . . ?
C01 C02 H021 111.8(5) . . ?
C03 C02 H022 110.6(6) . . ?
C01 C02 H022 109.3(5) . . ?
H021 C02 H022 108.7 . . ?
C04 C03 C02 108.6(6) . . ?
C04 C03 H031 111.3(6) . . ?
C02 C03 H031 109.6(6) . . ?
C04 C03 H032 109.2(6) . . ?
C02 C03 H032 109.9(6) . . ?
H031 C03 H032 108.3 . . ?
C03 C04 O1 109.8(6) . . ?
C03 C04 H041 110.7(5) . . ?
O1 C04 H041 110.2(4) . . ?
C03 C04 H042 108.7(6) . . ?
O1 C04 H042 108.9(4) . . ?
H041 C04 H042 108.4 . . ?
C05 O2 C08 108.1(4) . . ?
C05 O2 In 124.9(3) . . ?
C08 O2 In 127.0(3) . . ?
O2 C05 C06 104.4(4) . . ?
O2 C05 H051 110.8(3) . . ?
C06 C05 H051 109.3(6) . . ?
O2 C05 H052 111.0(3) . . ?
C06 C05 H052 112.3(5) . . ?
H051 C05 H052 109.0 . . ?
C07 C06 C05 109.2(6) . . ?
C07 C06 H061 110.8(6) . . ?
C05 C06 H061 111.4(5) . . ?
C07 C06 H062 108.8(7) . . ?
C05 C06 H062 108.3(6) . . ?
H061 C06 H062 108.3 . . ?
C06 C07 C08 106.8(6) . . ?
C06 C07 H071 109.6(6) . . ?
C08 C07 H071 111.2(4) . . ?
C06 C07 H072 111.6(7) . . ?
C08 C07 H072 109.0(5) . . ?
H071 C07 H072 108.7 . . ?
O2 C08 C07 106.6(4) . . ?
O2 C08 H081 110.7(3) . . ?
C07 C08 H081 111.9(5) . . ?
O2 C08 H082 109.4(3) . . ?
C07 C08 H082 109.5(5) . . ?
H081 C08 H082 108.6 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hg C11 2.080(4) . ?
Hg C1 2.082(4) . ?
Hg In 3.0305(5) . ?
In C18 2.165(4) . ?
In C8 2.171(4) . ?
In O2 2.395(3) . ?
In O1 2.579(3) . ?
In Br 2.5964(6) . ?
C1 C2 1.369(6) . ?
C1 C9 1.448(6) . ?
C2 C3 1.403(7) . ?
C2 H2 0.96 . ?
C3 C4 1.350(7) . ?
C3 H3 0.96 . ?
C4 C10 1.408(7) . ?
C4 H4 0.96 . ?
C5 C6 1.359(7) . ?
C5 C10 1.416(7) . ?
C5 H5 0.96 . ?
C6 C7 1.410(6) . ?
C6 H6 0.96 . ?
C7 C8 1.384(5) . ?
C7 H7 0.96 . ?
C8 C9 1.422(6) . ?
C9 C10 1.437(5) . ?
C11 C12 1.382(7) . ?
C11 C19 1.413(7) . ?
C12 C13 1.412(7) . ?
C12 H12 0.96 . ?
C13 C14 1.357(8) . ?
C13 H13 0.96 . ?
C14 C20 1.409(7) . ?
C14 H14 0.96 . ?
C15 C16 1.355(8) . ?
C15 C20 1.418(7) . ?
C15 H15 0.96 . ?
C16 C17 1.412(7) . ?
C16 H16 0.96 . ?
C17 C18 1.379(6) . ?
C17 H17 0.96 . ?
C18 C19 1.436(6) . ?
C19 C20 1.447(6) . ?
O1 C04 1.424(7) . ?
O1 C01 1.434(7) . ?
C01 C02 1.480(8) . ?
C01 H011 0.96 . ?
C01 H012 0.96 . ?
C02 C03 1.454(11) . ?
C02 H021 0.96 . ?
C02 H022 0.96 . ?
C03 C04 1.399(9) . ?
C03 H031 0.96 . ?
C03 H032 0.96 . ?
C04 H041 0.96 . ?
C04 H042 0.96 . ?
O2 C05 1.432(6) . ?
O2 C08 1.446(6) . ?
C05 C06 1.481(9) . ?
C05 H051 0.96 . ?
C05 H052 0.96 . ?
C06 C07 1.412(9) . ?
C06 H061 0.96 . ?
C06 H062 0.96 . ?
C07 C08 1.472(8) . ?
C07 H071 0.96 . ?
C07 H072 0.96 . ?
C08 H081 0.96 . ?
C08 H082 0.96 . ?
