#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/51/2005146.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005146
loop_
_publ_author_name
'Wang, W.'
'Pan, Y.'
'Huang, X.'
'Sun, H.'
'Lu, Z.'
'Sun, X.'
_publ_section_title
;
 (5-Benzyldibenzo[b,d]phosphole 5-oxide)trimethylindium
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1661
_journal_page_last               1663
_journal_paper_doi               10.1107/S0108270196001606
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          '[In (C H3)3 (C19 H15 O P)]'
_chemical_formula_sum            'C22 H24 In O P'
_chemical_formula_weight         450.22
_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_type_scat_source           IntTabIV
_cell_angle_alpha                89.45(4)
_cell_angle_beta                 105.25(3)
_cell_angle_gamma                91.85(2)
_cell_formula_units_Z            2
_cell_length_a                   9.089(2)
_cell_length_b                   9.418(3)
_cell_length_c                   12.575(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      16.94
_cell_measurement_theta_min      10.26
_cell_volume                     1038.0(8)
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1989)'
_computing_data_reduction
'TEXSAN PROCESS (Molecular Structure Corporation, 1987)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_structure_refinement  'TEXSAN LS, TEXSAN FOUR'
_computing_structure_solution    'DIRDIF (Beurskens et al., 1984)'
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0117
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3896
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        1.7
_diffrn_standards_interval_count 300
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.202
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.9477
_exptl_absorpt_correction_type
'empirical, \y-scan (TEXSAN; Molecular Structure Corporation, 1987)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.44
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.90
_exptl_crystal_size_mid          0.70
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.76
_refine_diff_density_min         -1.03
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.90
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3353
_refine_ls_R_factor_obs          0.044
_refine_ls_shift/esd_max         0.004
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/σ²(F)
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.057
_reflns_number_observed          3353
_reflns_number_total             3641
_reflns_observed_criterion       I>3\s(I)
_cod_data_source_file            kh1081.cif
_cod_data_source_block           kh1081a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value ' w=1/\s^2^(F)' 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^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2005146
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
In 1.01482(3) .15638(3) .13305(2) 3.99(2)
P .84010(10) .40130(10) .26165(7) 3.07(3)
O .9748(3) .3312(3) .2433(2) 4.20(10)
C(1) .8767(4) .5646(4) .3375(3) 3.30(10)
C(2) .9508(5) .6873(4) .3163(3) 4.3(2)
C(3) .9565(6) .8041(5) .3826(4) 5.3(2)
C(4) .8918(6) .7971(5) .4698(4) 5.5(2)
C(5) .8158(6) .6743(5) .4911(3) 4.7(2)
C(6) .8082(4) .5559(4) .4256(3) 3.30(10)
C(7) .7367(4) .4159(4) .4355(3) 3.60(10)
C(8) .6629(5) .3751(5) .5158(3) 5.1(2)
C(9) .6065(6) .2379(6) .5157(4) 6.1(2)
C(10) .6204(6) .1411(5) .4380(4) 5.9(2)
C(11) .6915(5) .1806(5) .3571(4) 4.8(2)
C(12) .7468(4) .3183(4) .3569(3) 3.40(10)
C(13) .6972(4) .4348(4) .1331(3) 3.70(10)
C(14) .5699(4) .5207(4) .1488(3) 3.40(10)
C(15) .4430(5) .4572(5) .1731(3) 4.5(2)
C(16) .3291(5) .5392(7) .1914(4) 5.9(2)
C(17) .3390(6) .6834(7) .1854(5) 6.4(2)
C(18) .4625(6) .7473(5) .1607(5) 6.0(2)
C(19) .5766(5) .6656(4) .1410(3) 4.4(2)
C(20) .7997(6) .0373(5) .1023(4) 5.8(2)
C(21) 1.2176(6) .0777(6) .2467(5) 6.3(2)
C(22) 1.0507(6) .2870(6) -.0004(4) 5.7(2)
H(1) .9974 .6913 .2570 5.1
H(2) 1.0053 .8899 .3678 6.3
H(3) .8993 .8774 .5162 6.6
H(4) .7692 .6717 .5505 5.6
H(5) .6518 .4411 .5696 6.1
H(6) .5569 .2093 .5705 7.4
H(7) .5810 .0467 .4399 7.1
H(8) .7019 .1145 .3031 5.8
H(9) .7451 .4845 .0845 4.4
H(10) .6563 .3463 .1013 4.4
H(11) .4343 .3566 .1771 5.3
H(12) .2428 .4946 .2085 7.1
H(13) .2602 .7393 .1983 7.7
H(14) .4704 .8480 .1571 7.2
H(15) .6609 .7110 .1218 5.3
H(16) .7188 .0969 .0671 7.0
H(17) .8017 -0.0415 .0561 7.0
H(18) .7842 .0041 .1703 7.0
H(19) 1.1941 .0477 .3129 7.5
H(20) 1.2534 -0.0004 .2145 7.5
H(21) 1.2943 .1511 .2628 7.5
H(22) 1.1355 .3504 .0267 6.8
H(23) 1.0704 .2282 -0.0557 6.8
H(24) .9622 .3398 -0.0308 6.8
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(22) In C(21) 116.1(2) yes
C(22) In O 98.4(2) yes
C(21) In O 96.3(2) yes
O P C(1) 116.4(2) yes
O P C(13) 112.1(2) yes
C(1) P C(13) 107.5(2) yes
P O In 135.9(2) yes
C(2) C(1) P 129.2(3) yes
C(5) C(6) C(1) 118.4(4) yes
C(1) C(6) C(7) 113.3(3) yes
C(12) C(7) C(6) 114.9(3) yes
C(11) C(12) C(7) 122.3(3) yes
C(7) C(12) P 109.2(3) yes
C(22) In C(20) 116.6(2) yes
C(21) In C(20) 120.7(2) yes
C(20) In O 100.9(2) yes
O P C(12) 117.4(2) yes
C(1) P C(12) 93.1(2) yes
C(12) P C(13) 108.5(2) yes
C(2) C(1) C(6) 121.5(3) yes
C(6) C(1) P 109.2(3) yes
C(5) C(6) C(7) 128.2(3) yes
C(12) C(7) C(8) 118.8(4) yes
C(8) C(7) C(6) 126.3(4) yes
C(11) C(12) P 128.4(3) yes
C(3) C(2) C(1) 119.0(4) no
C(4) C(3) C(2) 120.4(4) no
C(3) C(4) C(5) 120.9(4) no
C(6) C(5) C(4) 119.7(4) no
C(9) C(8) C(7) 119.0(4) no
C(10) C(9) C(8) 121.4(4) no
C(9) C(10) C(11) 120.3(4) no
C(12) C(11) C(10) 118.2(4) no
C(14) C(13) P 112.8(2) no
C(19) C(14) C(15) 118.2(4) no
C(19) C(14) C(13) 120.5(4) no
C(15) C(14) C(13) 121.3(4) no
C(16) C(15) C(14) 120.3(4) no
C(17) C(16) C(15) 120.7(5) no
C(16) C(17) C(18) 119.6(4) no
C(17) C(18) C(19) 120.0(5) no
C(14) C(19) C(18) 121.1(4) no
H(1) C(2) C(3) 120.51 no
H(1) C(2) C(1) 120.51 no
H(2) C(3) C(4) 119.80 no
H(2) C(3) C(2) 119.81 no
H(3) C(4) C(3) 119.52 no
H(3) C(4) C(5) 119.53 no
H(4) C(5) C(6) 120.13 no
H(4) C(5) C(4) 120.13 no
H(5) C(8) C(9) 120.52 no
H(5) C(8) C(7) 120.52 no
H(6) C(9) C(10) 119.29 no
H(6) C(9) C(8) 119.30 no
H(7) C(10) C(9) 119.86 no
H(7) C(10) C(11) 119.88 no
H(8) C(11) C(12) 120.92 no
H(8) C(11) C(10) 120.92 no
H(9) C(13) H(10) 109.48 no
H(9) C(13) C(14) 108.62 no
H(9) C(13) P 108.65 no
H(10) C(13) C(14) 108.63 no
H(10) C(13) P 108.65 no
H(11) C(15) C(16) 119.83 no
H(11) C(15) C(14) 119.83 no
H(12) C(16) C(17) 119.66 no
H(12) C(16) C(15) 119.66 no
H(13) C(17) C(16) 120.20 no
H(13) C(17) C(18) 120.16 no
H(14) C(18) C(17) 119.97 no
H(14) C(18) C(19) 119.99 no
H(15) C(19) C(14) 119.46 no
H(15) C(19) C(18) 119.44 no
H(16) C(20) H(18) 109.48 no
H(16) C(20) H(17) 109.47 no
H(16) C(20) In 109.47 no
H(18) C(20) H(17) 109.48 no
H(18) C(20) In 109.47 no
H(17) C(20) In 109.47 no
H(19) C(21) H(21) 109.48 no
H(19) C(21) H(20) 109.46 no
H(19) C(21) In 109.48 no
H(21) C(21) H(20) 109.46 no
H(21) C(21) In 109.48 no
H(20) C(21) In 109.47 no
H(23) C(22) H(24) 109.49 no
H(23) C(22) H(22) 109.48 no
H(24) C(22) H(22) 109.46 no
H(24) C(22) In 109.47 no
H(22) C(22) In 109.46 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
In C(22) 2.158(5) yes
In C(20) 2.168(5) yes
P O 1.481(3) yes
P C(12) 1.800(3) yes
In C(21) 2.161(5) yes
In O 2.261(3) yes
P C(1) 1.793(4) yes
P C(13) 1.819(4) yes
C(1) C(2) 1.378(5) no
C(1) C(6) 1.407(5) no
C(2) C(3) 1.377(6) no
C(3) C(4) 1.375(7) no
C(4) C(5) 1.388(7) no
C(5) C(6) 1.382(6) no
C(6) C(7) 1.469(5) yes
C(7) C(12) 1.379(5) no
C(7) C(8) 1.396(5) no
C(8) C(9) 1.375(8) no
C(9) C(10) 1.375(8) no
C(10) C(11) 1.384(6) no
C(11) C(12) 1.375(6) no
C(13) C(14) 1.488(5) no
C(14) C(19) 1.368(6) no
C(14) C(15) 1.386(6) no
C(15) C(16) 1.379(7) no
C(16) C(17) 1.361(8) no
C(17) C(18) 1.362(8) no
C(18) C(19) 1.385(6) no
C(2) H(1) 0.950 no
C(3) H(2) 0.950 no
C(4) H(3) 0.950 no
C(5) H(4) 0.950 no
C(8) H(5) 0.950 no
C(9) H(6) 0.950 no
C(10) H(7) 0.950 no
C(11) H(8) 0.950 no
C(13) H(9) 0.950 no
C(13) H(10) 0.950 no
C(15) H(11) 0.950 no
C(16) H(12) 0.950 no
C(17) H(13) 0.950 no
C(18) H(14) 0.950 no
C(19) H(15) 0.950 no
C(20) H(16) 0.950 no
C(20) H(18) 0.950 no
C(20) H(17) 0.950 no
C(21) H(19) 0.950 no
C(21) H(21) 0.950 no
C(21) H(20) 0.950 no
C(22) H(23) 0.950 no
C(22) H(24) 0.950 no
C(22) H(22) 0.950 no
