#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/27/2012733.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_2012733
loop_
_publ_author_name
'Boraei, Ahmed A.'
'du Mont, Wolf-W.'
'Ruthe, Frank'
'Jones, Peter G.'
_publ_section_title
;
 Polymeric methylenebis(diphenylphosphine oxide) hydrogen triiodide
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o318
_journal_page_last               o320
_journal_paper_doi               10.1107/S0108270102005930
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C25 H22 O2 P2 , H + , I3 -'
_chemical_formula_sum            'C25 H23 I3 O2 P2'
_chemical_formula_weight         798.07
_chemical_name_systematic
;
Polymeric methylenebis(diphenylphosphine oxide) hydrogen triiodide
;
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                110.852(2)
_cell_angle_beta                 93.855(2)
_cell_angle_gamma                96.043(2)
_cell_formula_units_Z            2
_cell_length_a                   10.1284(8)
_cell_length_b                   11.8155(10)
_cell_length_c                   12.5299(10)
_cell_measurement_reflns_used    10022
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      3
_cell_volume                     1384.6(2)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'XP (Siemens, 1994)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker SMART1000 CCD area-detector'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.033
_diffrn_reflns_av_sigmaI/netI    0.034
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16933
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.55
_diffrn_reflns_theta_min         1.75
_diffrn_standards_decay_%        0.0
_exptl_absorpt_coefficient_mu    3.521
_exptl_absorpt_correction_T_max  0.590
_exptl_absorpt_correction_T_min  0.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1998)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.914
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular prism'
_exptl_crystal_F_000             756
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         2.65
_refine_diff_density_min         -1.07
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         8330
_refine_ls_number_restraints     204
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.044
_refine_ls_R_factor_gt           0.035
_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)+(0.054P)²+0.832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.089
_refine_ls_wR_factor_ref         0.093
_reflns_number_gt                6921
_reflns_number_total             8330
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bm1492.cif
_cod_data_source_block           I
_cod_depositor_comments
;
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        1384.61(19)
_cod_database_code               2012733
_cod_database_fobs_code          2012733
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_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
I1 0.0000 0.0000 0.5000 0.02830(7) Uani d S 1 . . I
I2 0.13856(2) 0.22713(2) 0.497385(18) 0.03487(6) Uani d . 1 . . I
I3 0.50336(2) 0.49212(2) 0.72927(2) 0.03748(7) Uani d . 1 . . I
I4 0.5000 0.5000 0.5000 0.03006(7) Uani d S 1 . . I
P1 0.40501(8) 0.07929(7) 0.18627(6) 0.02225(14) Uani d U 1 . . P
P2 0.15790(7) 0.17539(6) 0.11313(6) 0.02170(13) Uani d U 1 . . P
O1 0.0836(2) 0.04687(19) 0.08028(19) 0.0290(4) Uani d U 1 . . O
H1 0.0000 0.0000 0.0000 0.019(11) Uiso d S 1 . . H
O2 0.4617(3) 0.0778(2) 0.0767(2) 0.0370(5) Uani d U 1 . . O
H2 0.5000 0.0000 0.0000 0.025(12) Uiso d S 1 . . H
C1 0.2931(3) 0.1927(2) 0.2197(2) 0.0219(5) Uani d . 1 . . C
H1A 0.2546 0.1944 0.2908 0.026 Uiso calc R 1 . . H
H1B 0.3466 0.2736 0.2373 0.026 Uiso calc R 1 . . H
C2 0.5321(3) 0.1316(3) 0.3055(3) 0.0253(5) Uani d U 1 . . C
C3 0.5080(3) 0.1184(3) 0.4090(3) 0.0316(6) Uani d U 1 . . C
H3 0.4240 0.0794 0.4165 0.038 Uiso calc R 1 . . H
C4 0.6079(4) 0.1627(4) 0.5013(3) 0.0414(8) Uani d U 1 . . C
H4 0.5917 0.1549 0.5724 0.050 Uiso calc R 1 . . H
C5 0.7302(4) 0.2178(3) 0.4901(4) 0.0428(8) Uani d U 1 . . C
H5 0.7983 0.2474 0.5533 0.051 Uiso calc R 1 . . H
C6 0.7544(4) 0.2303(4) 0.3871(4) 0.0455(9) Uani d U 1 . . C
H6 0.8394 0.2675 0.3796 0.055 Uiso calc R 1 . . H
C7 0.6555(3) 0.1889(3) 0.2950(3) 0.0372(7) Uani d U 1 . . C
H7 0.6716 0.1993 0.2251 0.045 Uiso calc R 1 . . H
C8 0.3230(3) -0.0671(3) 0.1764(2) 0.0234(5) Uani d U 1 . . C
C9 0.3870(3) -0.1687(3) 0.1230(3) 0.0294(6) Uani d U 1 . . C
H9 0.4667 -0.1597 0.0891 0.035 Uiso calc R 1 . . H
C10 0.3324(4) -0.2829(3) 0.1202(3) 0.0355(7) Uani d U 1 . . C
H10 0.3761 -0.3520 0.0852 0.043 Uiso calc R 1 . . H
C11 0.2160(4) -0.2972(3) 0.1673(3) 0.0367(7) Uani d U 1 . . C
H11 0.1792 -0.3760 0.1638 0.044 Uiso calc R 1 . . H
C12 0.1521(4) -0.1965(3) 0.2201(3) 0.0354(7) Uani d U 1 . . C
H12 0.0713 -0.2065 0.2522 0.042 Uiso calc R 1 . . H
C13 0.2067(3) -0.0813(3) 0.2259(3) 0.0294(6) Uani d U 1 . . C
H13 0.1645 -0.0120 0.2637 0.035 Uiso calc R 1 . . H
C14 0.2130(3) 0.1988(3) -0.0108(2) 0.0252(5) Uani d U 1 . . C
C15 0.2505(4) 0.3176(3) -0.0071(3) 0.0333(7) Uani d U 1 . . C
H15 0.2491 0.3858 0.0617 0.040 Uiso calc R 1 . . H
C16 0.2899(4) 0.3352(4) -0.1050(3) 0.0409(8) Uani d U 1 . . C
H16 0.3166 0.4156 -0.1027 0.049 Uiso calc R 1 . . H
C17 0.2902(4) 0.2359(4) -0.2055(3) 0.0359(7) Uani d U 1 . . C
H17 0.3177 0.2484 -0.2719 0.043 Uiso calc R 1 . . H
C18 0.2510(3) 0.1185(3) -0.2101(3) 0.0328(6) Uani d U 1 . . C
H18 0.2493 0.0510 -0.2800 0.039 Uiso calc R 1 . . H
C19 0.2136(3) 0.0991(3) -0.1118(3) 0.0294(6) Uani d U 1 . . C
H19 0.1889 0.0184 -0.1142 0.035 Uiso calc R 1 . . H
C20 0.0561(3) 0.2913(3) 0.1765(3) 0.0244(5) Uani d U 1 . . C
C21 0.0986(3) 0.3900(3) 0.2791(3) 0.0291(6) Uani d U 1 . . C
H21 0.1839 0.3973 0.3193 0.035 Uiso calc R 1 . . H
C22 0.0138(3) 0.4780(3) 0.3219(3) 0.0352(7) Uani d U 1 . . C
H22 0.0423 0.5465 0.3907 0.042 Uiso calc R 1 . . H
C23 -0.1110(4) 0.4657(3) 0.2644(3) 0.0379(7) Uani d U 1 . . C
H23 -0.1687 0.5249 0.2947 0.045 Uiso calc R 1 . . H
C24 -0.1526(4) 0.3674(3) 0.1629(3) 0.0398(8) Uani d U 1 . . C
H24 -0.2389 0.3595 0.1241 0.048 Uiso calc R 1 . . H
C25 -0.0697(3) 0.2811(3) 0.1177(3) 0.0331(7) Uani d U 1 . . C
H25 -0.0978 0.2150 0.0470 0.040 Uiso calc R 1 . . H
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
I2 I1 I2 2_556 180 ?
I3 I4 I3 2_666 180 ?
O2 P1 C2 . 111.33(15) y
O2 P1 C8 . 113.60(14) y
C2 P1 C8 . 108.01(13) y
O2 P1 C1 . 106.93(13) y
C2 P1 C1 . 105.14(13) y
C8 P1 C1 . 111.53(13) y
O1 P2 C14 . 110.52(13) y
O1 P2 C1 . 107.08(13) y
C14 P2 C1 . 112.64(13) y
O1 P2 C20 . 112.58(14) y
C14 P2 C20 . 107.07(14) y
C1 P2 C20 . 106.98(13) y
P2 O1 H1 . 123.93(17) y
P1 O2 H2 . 133.03(19) y
P2 C1 P1 . 117.57(15) y
P2 C1 H1A . 107.9 ?
P1 C1 H1A . 107.9 ?
P2 C1 H1B . 107.9 ?
P1 C1 H1B . 107.9 ?
H1A C1 H1B . 107.2 ?
C3 C2 C7 . 120.0(3) ?
C3 C2 P1 . 120.8(2) ?
C7 C2 P1 . 119.1(3) ?
C4 C3 C2 . 119.5(3) ?
C4 C3 H3 . 120.3 ?
C2 C3 H3 . 120.3 ?
C5 C4 C3 . 120.3(4) ?
C5 C4 H4 . 119.9 ?
C3 C4 H4 . 119.9 ?
C4 C5 C6 . 120.3(3) ?
C4 C5 H5 . 119.9 ?
C6 C5 H5 . 119.9 ?
C7 C6 C5 . 120.3(3) ?
C7 C6 H6 . 119.8 ?
C5 C6 H6 . 119.8 ?
C6 C7 C2 . 119.6(4) ?
C6 C7 H7 . 120.2 ?
C2 C7 H7 . 120.2 ?
C13 C8 C9 . 120.0(3) ?
C13 C8 P1 . 123.0(2) ?
C9 C8 P1 . 116.8(2) ?
C10 C9 C8 . 119.1(3) ?
C10 C9 H9 . 120.5 ?
C8 C9 H9 . 120.5 ?
C11 C10 C9 . 120.9(3) ?
C11 C10 H10 . 119.5 ?
C9 C10 H10 . 119.5 ?
C10 C11 C12 . 120.1(3) ?
C10 C11 H11 . 120.0 ?
C12 C11 H11 . 120.0 ?
C11 C12 C13 . 119.8(3) ?
C11 C12 H12 . 120.1 ?
C13 C12 H12 . 120.1 ?
C8 C13 C12 . 120.1(3) ?
C8 C13 H13 . 119.9 ?
C12 C13 H13 . 119.9 ?
C19 C14 C15 . 120.2(3) ?
C19 C14 P2 . 119.8(2) ?
C15 C14 P2 . 119.9(2) ?
C16 C15 C14 . 119.5(3) ?
C16 C15 H15 . 120.2 ?
C14 C15 H15 . 120.2 ?
C17 C16 C15 . 120.1(3) ?
C17 C16 H16 . 119.9 ?
C15 C16 H16 . 119.9 ?
C18 C17 C16 . 120.5(3) ?
C18 C17 H17 . 119.7 ?
C16 C17 H17 . 119.7 ?
C17 C18 C19 . 120.0(3) ?
C17 C18 H18 . 120.0 ?
C19 C18 H18 . 120.0 ?
C14 C19 C18 . 119.5(3) ?
C14 C19 H19 . 120.2 ?
C18 C19 H19 . 120.2 ?
C21 C20 C25 . 120.2(3) ?
C21 C20 P2 . 122.7(2) ?
C25 C20 P2 . 117.2(2) ?
C20 C21 C22 . 119.1(3) ?
C20 C21 H21 . 120.4 ?
C22 C21 H21 . 120.4 ?
C23 C22 C21 . 120.2(3) ?
C23 C22 H22 . 119.9 ?
C21 C22 H22 . 119.9 ?
C22 C23 C24 . 120.4(3) ?
C22 C23 H23 . 119.8 ?
C24 C23 H23 . 119.8 ?
C25 C24 C23 . 120.5(3) ?
C25 C24 H24 . 119.8 ?
C23 C24 H24 . 119.8 ?
C24 C25 C20 . 119.6(3) ?
C24 C25 H25 . 120.2 ?
C20 C25 H25 . 120.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
I1 I2 . 2.9066(3) y
I3 I4 . 2.9052(3) y
P1 O2 . 1.518(2) y
P1 C2 . 1.785(3) y
P1 C8 . 1.797(3) y
P1 C1 . 1.801(3) y
P2 O1 . 1.521(2) y
P2 C14 . 1.786(3) y
P2 C1 . 1.789(3) y
P2 C20 . 1.789(3) y
O1 H1 . 1.194(2) ?
O2 H2 . 1.190(2) ?
C1 H1A . 0.9900 ?
C1 H1B . 0.9900 ?
C2 C3 . 1.395(4) ?
C2 C7 . 1.395(4) ?
C3 C4 . 1.391(5) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.378(6) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.385(6) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.383(6) ?
C6 H6 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 C13 . 1.389(4) ?
C8 C9 . 1.399(4) ?
C9 C10 . 1.391(4) ?
C9 H9 . 0.9500 ?
C10 C11 . 1.375(5) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.390(5) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.390(4) ?
C12 H12 . 0.9500 ?
C13 H13 . 0.9500 ?
C14 C19 . 1.390(4) ?
C14 C15 . 1.399(4) ?
C15 C16 . 1.391(5) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.383(5) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.381(5) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.399(4) ?
C18 H18 . 0.9500 ?
C19 H19 . 0.9500 ?
C20 C21 . 1.396(4) ?
C20 C25 . 1.400(4) ?
C21 C22 . 1.400(4) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.378(5) ?
C22 H22 . 0.9500 ?
C23 C24 . 1.385(5) ?
C23 H23 . 0.9500 ?
C24 C25 . 1.378(5) ?
C24 H24 . 0.9500 ?
C25 H25 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H2 O2 2_655 1.19 1.19 2.380(4) 180 y
O1 H1 O1 2 1.19 1.19 2.388(4) 180 y
C1 H1A I2 . 0.99 2.83 3.818(3) 173 y
C1 H1B I3 2_666 0.99 2.89 3.878(3) 176 y
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
_geom_torsion_publ_flag
O1 P2 C1 P1 53.25(19) y
C14 P2 C1 P1 -68.5(2) ?
C20 P2 C1 P1 174.17(16) ?
O2 P1 C1 P2 57.3(2) y
C2 P1 C1 P2 175.76(16) ?
C8 P1 C1 P2 -67.43(19) ?
O2 P1 C2 C3 -167.7(2) ?
C8 P1 C2 C3 -42.3(3) ?
C1 P1 C2 C3 76.9(3) ?
O2 P1 C2 C7 13.8(3) ?
C8 P1 C2 C7 139.2(3) ?
C1 P1 C2 C7 -101.6(3) ?
C7 C2 C3 C4 0.0(5) ?
P1 C2 C3 C4 -178.5(3) ?
C2 C3 C4 C5 -0.8(6) ?
C3 C4 C5 C6 0.4(6) ?
C4 C5 C6 C7 0.8(6) ?
C5 C6 C7 C2 -1.6(6) ?
C3 C2 C7 C6 1.2(5) ?
P1 C2 C7 C6 179.7(3) ?
O2 P1 C8 C13 -141.4(3) ?
C2 P1 C8 C13 94.6(3) ?
C1 P1 C8 C13 -20.5(3) ?
O2 P1 C8 C9 43.2(3) ?
C2 P1 C8 C9 -80.8(3) ?
C1 P1 C8 C9 164.2(2) ?
C13 C8 C9 C10 0.1(5) ?
P1 C8 C9 C10 175.7(3) ?
C8 C9 C10 C11 1.0(5) ?
C9 C10 C11 C12 -0.9(6) ?
C10 C11 C12 C13 -0.5(6) ?
C9 C8 C13 C12 -1.5(5) ?
P1 C8 C13 C12 -176.7(3) ?
C11 C12 C13 C8 1.6(5) ?
O1 P2 C14 C19 -14.9(3) ?
C1 P2 C14 C19 104.9(3) ?
C20 P2 C14 C19 -137.8(3) ?
O1 P2 C14 C15 162.7(3) ?
C1 P2 C14 C15 -77.6(3) ?
C20 P2 C14 C15 39.7(3) ?
C19 C14 C15 C16 -0.7(5) ?
P2 C14 C15 C16 -178.3(3) ?
C14 C15 C16 C17 0.8(6) ?
C15 C16 C17 C18 0.3(6) ?
C16 C17 C18 C19 -1.6(5) ?
C15 C14 C19 C18 -0.5(5) ?
P2 C14 C19 C18 177.0(2) ?
C17 C18 C19 C14 1.7(5) ?
O1 P2 C20 C21 130.8(3) ?
C14 P2 C20 C21 -107.5(3) ?
C1 P2 C20 C21 13.4(3) ?
O1 P2 C20 C25 -50.3(3) ?
C14 P2 C20 C25 71.4(3) ?
C1 P2 C20 C25 -167.6(2) ?
C25 C20 C21 C22 0.0(5) ?
P2 C20 C21 C22 178.9(3) ?
C20 C21 C22 C23 1.3(5) ?
C21 C22 C23 C24 -1.2(6) ?
C22 C23 C24 C25 -0.3(6) ?
C23 C24 C25 C20 1.6(6) ?
C21 C20 C25 C24 -1.4(5) ?
P2 C20 C25 C24 179.6(3) ?
