#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:32:23 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179333 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/30/4323066.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_4323066
loop_
_publ_author_name
'Martin Tschinkl'
'Annette Schier'
'Jürgen Riede'
'François P. Gabbaï'
_publ_section_title
;
 Perfluorinated Diindacycles
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5097
_journal_page_last               5101
_journal_paper_doi               10.1021/ic980403o
_journal_volume                  37
_journal_year                    1998
_chemical_formula_sum            'C28 H32 Cl2 F8 In2 O4'
_chemical_formula_weight         885.08
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 105.55(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.686(1)
_cell_length_b                   11.071(1)
_cell_length_c                   15.725(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    203(2)
_cell_volume                     1624.5(3)
_computing_cell_refinement       'Enraf Nonius CAD4'
_computing_data_collection       'Enraf Nonius CAD4'
_computing_data_reduction        CADSHEL
_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      203(2)
_diffrn_measurement_device       'Enraf Nonius CAD4'
_diffrn_measurement_method       omega-theta-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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0148
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3522
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         3.26
_diffrn_standards_interval_time  '3600 s'
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.662
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.032
_refine_ls_goodness_of_fit_obs   1.059
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3333
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_restrained_S_obs      1.059
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_obs          0.0275
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0334P)²+1.8527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0747
_refine_ls_wR_factor_obs         0.0684
_reflns_number_observed          3060
_reflns_number_total             3522
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic980403o_1.cif
_cod_data_source_block           MART20
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0334P)^2^+1.8527P] 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^)+(0.0334P)^2^+1.8527P] 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               4323066
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
In In 0.00974(2) 0.14304(2) 0.944987(13) 0.04121(8) Uani 1 d . .
Cl Cl 0.05442(12) 0.31248(9) 0.86416(7) 0.0786(3) Uani 1 d . .
C1 C 0.1459(3) 0.1087(3) 1.0764(2) 0.0397(6) Uani 1 d . .
C2 C 0.1436(3) -0.0054(3) 1.1170(2) 0.0387(6) Uani 1 d . .
C3 C 0.2365(3) -0.0240(3) 1.1989(2) 0.0477(7) Uani 1 d . .
C4 C 0.3313(3) 0.0627(3) 1.2426(2) 0.0519(8) Uani 1 d . .
C5 C 0.3346(3) 0.1717(3) 1.2031(2) 0.0518(8) Uani 1 d . .
C6 C 0.2420(3) 0.1933(3) 1.1216(2) 0.0503(7) Uani 1 d . .
F3 F 0.2380(3) -0.1319(2) 1.24044(15) 0.0752(6) Uani 1 d . .
F4 F 0.4235(2) 0.0398(2) 1.32174(13) 0.0762(6) Uani 1 d . .
F5 F 0.4303(2) 0.2557(2) 1.2443(2) 0.0794(7) Uani 1 d . .
F6 F 0.2501(3) 0.3032(2) 1.0857(2) 0.0814(7) Uani 1 d . .
O1 O 0.1825(2) 0.0369(2) 0.88918(14) 0.0530(5) Uani 1 d . .
C01 C 0.3273(4) 0.0788(4) 0.9093(3) 0.0680(10) Uani 1 d . .
H11 H 0.3725(4) 0.0722(4) 0.9714(3) 0.102 Uiso 1 d R .
H12 H 0.3306(4) 0.1616(4) 0.8918(3) 0.102 Uiso 1 d R .
C02 C 0.3992(4) -0.0021(4) 0.8577(3) 0.0701(10) Uani 1 d . .
H21 H 0.4371(4) -0.0730(4) 0.8909(3) 0.105 Uiso 1 d R .
H22 H 0.4755(4) 0.0396(4) 0.8417(3) 0.105 Uiso 1 d R .
C03 C 0.2801(4) -0.0347(4) 0.7766(3) 0.0714(11) Uani 1 d . .
H31 H 0.2863(4) -0.1181(4) 0.7612(3) 0.107 Uiso 1 d R .
H32 H 0.2851(4) 0.0145(4) 0.7272(3) 0.107 Uiso 1 d R .
C04 C 0.1466(4) -0.0100(6) 0.8018(3) 0.113(2) Uani 1 d . .
H41 H 0.0884(4) 0.0471(6) 0.7619(3) 0.169 Uiso 1 d R .
H42 H 0.0931(4) -0.0835(6) 0.7993(3) 0.169 Uiso 1 d R .
O2 O -0.1583(3) 0.2534(2) 0.9945(2) 0.0774(8) Uani 1 d . .
C05 C -0.1299(6) 0.3676(6) 1.0376(6) 0.176(4) Uani 1 d . .
H51 H -0.0659(6) 0.4127(6) 1.0125(6) 0.263 Uiso 1 d R .
H52 H -0.0879(6) 0.3599(6) 1.1000(6) 0.263 Uiso 1 d R .
C06 C -0.2738(6) 0.4304(4) 1.0185(4) 0.108(2) Uani 1 d . .
H61 H -0.2967(6) 0.4716(4) 0.9628(4) 0.162 Uiso 1 d R .
H62 H -0.2773(6) 0.4867(4) 1.0643(4) 0.162 Uiso 1 d R .
C07 C -0.3698(5) 0.3299(4) 1.0149(3) 0.0815(12) Uani 1 d . .
H71 H -0.4670(5) 0.3497(4) 0.9846(3) 0.122 Uiso 1 d R .
H72 H -0.3657(5) 0.3029(4) 1.0736(3) 0.122 Uiso 1 d R .
C08 C -0.3090(4) 0.2368(4) 0.9653(3) 0.0745(11) Uani 1 d . .
H81 H -0.3345(4) 0.1567(4) 0.9791(3) 0.112 Uiso 1 d R .
H82 H -0.3436(4) 0.2493(4) 0.9028(3) 0.112 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'
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'
In In -0.7276 1.3100 '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
C1 In C2 118.27(11) . 3_557 ?
C1 In O2 94.26(10) . . ?
C2 In O2 93.61(9) 3_557 . ?
C1 In Cl 119.91(8) . . ?
C2 In Cl 121.13(8) 3_557 . ?
O2 In Cl 90.49(9) . . ?
C1 In O1 87.53(9) . . ?
C2 In O1 87.28(9) 3_557 . ?
O2 In O1 177.33(10) . . ?
Cl In O1 86.90(7) . . ?
C6 C1 C2 117.6(3) . . ?
C6 C1 In 121.9(2) . . ?
C2 C1 In 120.5(2) . . ?
C3 C2 C1 118.0(3) . . ?
C3 C2 In 120.9(2) . 3_557 ?
C1 C2 In 121.0(2) . 3_557 ?
F3 C3 C2 120.1(3) . . ?
F3 C3 C4 116.9(3) . . ?
C2 C3 C4 122.9(3) . . ?
F4 C4 C5 119.8(3) . . ?
F4 C4 C3 121.2(3) . . ?
C5 C4 C3 119.0(3) . . ?
F5 C5 C4 119.3(3) . . ?
F5 C5 C6 121.3(3) . . ?
C4 C5 C6 119.4(3) . . ?
F6 C6 C5 116.8(3) . . ?
F6 C6 C1 120.2(3) . . ?
C5 C6 C1 123.0(3) . . ?
C04 O1 C01 107.7(3) . . ?
C04 O1 In 121.3(2) . . ?
C01 O1 In 120.0(2) . . ?
O1 C01 C02 104.9(3) . . ?
O1 C01 H11 110.7(2) . . ?
C02 C01 H11 110.7(2) . . ?
O1 C01 H12 110.7(2) . . ?
C02 C01 H12 111.0(2) . . ?
H11 C01 H12 108.9 . . ?
C01 C02 C03 103.8(3) . . ?
C01 C02 H21 111.1(2) . . ?
C03 C02 H21 110.9(3) . . ?
C01 C02 H22 110.9(2) . . ?
C03 C02 H22 111.1(2) . . ?
H21 C02 H22 109.0 . . ?
C04 C03 C02 104.6(3) . . ?
C04 C03 H31 111.3(3) . . ?
C02 C03 H31 110.9(2) . . ?
C04 C03 H32 110.4(3) . . ?
C02 C03 H32 110.7(2) . . ?
H31 C03 H32 108.8 . . ?
O1 C04 C03 108.8(3) . . ?
O1 C04 H41 109.9(3) . . ?
C03 C04 H41 110.4(3) . . ?
O1 C04 H42 109.8(3) . . ?
C03 C04 H42 109.5(3) . . ?
H41 C04 H42 108.4 . . ?
C08 O2 C05 108.6(3) . . ?
C08 O2 In 125.0(2) . . ?
C05 O2 In 124.1(3) . . ?
O2 C05 C06 105.3(4) . . ?
O2 C05 H51 109.3(3) . . ?
C06 C05 H51 110.0(4) . . ?
O2 C05 H52 112.4(4) . . ?
C06 C05 H52 111.0(4) . . ?
H51 C05 H52 108.8 . . ?
C07 C06 C05 101.7(4) . . ?
C07 C06 H61 110.1(4) . . ?
C05 C06 H61 112.0(5) . . ?
C07 C06 H62 112.2(3) . . ?
C05 C06 H62 111.5(3) . . ?
H61 C06 H62 109.3 . . ?
C06 C07 C08 102.2(4) . . ?
C06 C07 H71 112.4(3) . . ?
C08 C07 H71 111.5(2) . . ?
C06 C07 H72 110.1(3) . . ?
C08 C07 H72 111.3(3) . . ?
H71 C07 H72 109.3 . . ?
O2 C08 C07 104.7(3) . . ?
O2 C08 H81 110.6(2) . . ?
C07 C08 H81 110.8(3) . . ?
O2 C08 H82 111.1(2) . . ?
C07 C08 H82 110.7(3) . . ?
H81 C08 H82 108.9 . . ?
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
In C1 2.166(3) . ?
In C2 2.168(3) 3_557 ?
In O2 2.330(2) . ?
In Cl 2.3699(9) . ?
In O1 2.395(2) . ?
C1 C6 1.377(4) . ?
C1 C2 1.418(4) . ?
C2 C3 1.375(4) . ?
C2 In 2.168(3) 3_557 ?
C3 F3 1.359(4) . ?
C3 C4 1.377(5) . ?
C4 F4 1.348(3) . ?
C4 C5 1.361(5) . ?
C5 F5 1.350(4) . ?
C5 C6 1.374(5) . ?
C6 F6 1.353(4) . ?
O1 C04 1.422(4) . ?
O1 C01 1.429(4) . ?
C01 C02 1.500(5) . ?
C01 H11 0.96 . ?
C01 H12 0.96 . ?
C02 C03 1.516(5) . ?
C02 H21 0.96 . ?
C02 H22 0.96 . ?
C03 C04 1.477(5) . ?
C03 H31 0.96 . ?
C03 H32 0.96 . ?
C04 H41 0.96 . ?
C04 H42 0.96 . ?
O2 C08 1.420(5) . ?
O2 C05 1.425(5) . ?
C05 C06 1.514(8) . ?
C05 H51 0.96 . ?
C05 H52 0.96 . ?
C06 C07 1.441(7) . ?
C06 H61 0.96 . ?
C06 H62 0.96 . ?
C07 C08 1.505(5) . ?
C07 H71 0.96 . ?
C07 H72 0.96 . ?
C08 H81 0.96 . ?
C08 H82 0.96 . ?
