#------------------------------------------------------------------------------
#$Date: 2013-12-28 13:58:47 +0000 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/53/2005317.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_2005317
loop_
_publ_author_name
'Sillanp\"a\"a, R.'
'Kivek\"as, R.'
'Teixidor, F.'
'Vi\~nas, C.'
'Nu\~nez, R.'
_publ_section_title
;
 1-Diisopropylphosphino-2-phenyl-1,2-dicarba-<i>closo</i>-dodecaborane(12)
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2223
_journal_page_last               2225
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C14 H29 B10 P'
_chemical_formula_weight         336.46
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90.89(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.673(1)
_cell_length_b                   20.021(2)
_cell_length_c                   10.571(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295
_cell_measurement_theta_max      15.9
_cell_measurement_theta_min      10.1
_cell_volume                     2047.0(5)
_computing_cell_refinement       'MSC/AFC Diffractometer Control Software'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1989a)
;
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1989b)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976) in Xtal3.0'
_computing_publication_material  'ATABLE and BONDLA in Xtal3.0'
_computing_structure_refinement  'CRYLSQ in Xtal3.0 (Hall & Stewart, 1990)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_measurement_device       'Rigaku AFC-5S'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.031
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3966
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0.5
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.935
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.3
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.626
_refine_ls_number_parameters     256
_refine_ls_number_reflns         2141
_refine_ls_R_factor_obs          0.057
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/\s^2^(F)'
_refine_ls_wR_factor_obs         0.058
_reflns_number_observed          2141
_reflns_number_total             3737
_reflns_observed_criterion       F>4\s(F)
_[local]_cod_data_source_file    ab1350.cif
_[local]_cod_data_source_block   ab1350a
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_cod_database_code               2005317
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
P .1080(1) .07041(5) .20574(9) .0503(3)
C(1) .2075(3) .1416(2) .2787(3) .042(1)
C(2) .3296(3) .1775(2) .1759(3) .041(1)
B(3) .3833(4) .1295(2) .3017(4) .047(1)
B(4) .2716(5) .1468(2) .4300(4) .053(2)
B(5) .1455(5) .2039(2) .3737(4) .056(2)
B(6) .1798(4) .2197(2) .2125(4) .048(2)
B(7) .4699(5) .2043(2) .2613(4) .051(2)
B(8) .4347(5) .1857(2) .4214(4) .059(2)
B(9) .2873(5) .2328(2) .4648(5) .063(2)
B(10) .2298(5) .2779(2) .3309(5) .060(2)
B(11) .3424(5) .2609(2) .2058(4) .053(2)
B(12) .4092(5) .2680(2) .3620(4) .061(2)
C(13) .3453(3) .1515(2) .0437(3) .046(1)
C(14) .2772(4) .1812(2) -.0567(4) .069(2)
C(15) .2961(5) .1589(3) -.1780(4) .087(2)
C(16) .3820(6) .1069(3) -.2026(4) .085(2)
C(17) .4512(5) .0774(2) -.1044(4) .080(2)
C(18) .4339(4) .0996(2) .0187(4) .062(2)
C(19) .1088(4) .0046(2) .3308(3) .058(1)
C(20) .2495(5) -.0277(2) .3505(4) .085(2)
C(21) .0054(5) -.0494(2) .2870(4) .087(2)
C(22) -.0737(4) .1039(2) .2065(4) .065(2)
C(23) -.1547(5) .0741(3) .0929(4) .103(2)
C(24) -.1560(4) .0988(2) .3277(4) .090(2)
H(3) .425(3) .082(2) .281(3) .056
H(4) .246(3) .108(2) .493(3) .064
H(5) .040(3) .197(2) .405(3) .067
H(6) .100(3) .224(1) .140(3) .058
H(7) .566(3) .199(2) .216(3) .061
H(8) .518(4) .172(2) .482(3) .071
H(9) .274(3) .250(2) .558(3) .076
H(10) .178(3) .325(2) .333(3) .072
H(11) .361(3) .289(2) .126(3) .064
H(12) .475(3) .311(2) .391(3) .073
H(14) .2164 .2175 -.0419 .083
H(15) .2483 .1802 -.2460 .104
H(16) .3936 .0915 -.2868 .102
H(17) .5120 .0412 -.1203 .096
H(18) .4837 .0789 .0862 .074
H(19) .0791 .0234 .4083 .070
H(20A) .2767 -.0475 .2731 .102
H(20B) .3142 .0059 .3742 .102
H(20C) .2500 -.0612 .4142 .102
H(21A) -.0845 -.0308 .2777 .104
H(21B) .0332 -.0679 .2086 .104
H(21C) .0059 -.0829 .3507 .104
H(22) -.0658 .1504 .1893 .078
H(23A) -.1113 .0864 .0164 .124
H(23B) -.1566 .0268 .0998 .124
H(23C) -.2464 .0910 .0933 .124
H(24A) -.1609 .0528 .3491 .108
H(24B) -.1053 .1220 .3916 .108
H(24C) -.2477 .1157 .3281 .108
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(1) P C(19) 104.4(2) yes
C(1) P C(22) 101.5(2) yes
C(19) P C(22) 104.0(2) yes
P C(1) C(2) 113.5(2) yes
P C(1) B(3) 116.6(2) yes
P C(1) B(4) 127.3(2) yes
P C(1) B(5) 127.6(2) yes
P C(1) B(6) 116.3(2) yes
C(1) C(2) C(13) 120.5(3) yes
B(3) C(2) C(13) 119.5(3) yes
B(6) C(2) C(13) 118.4(3) yes
B(7) C(2) C(13) 120.7(3) yes
B(11) C(2) C(13) 120.4(3) yes
C(2) C(13) C(14) 120.9(3) yes
C(2) C(13) C(18) 120.9(3) yes
P C(19) C(20) 113.1(3) yes
P C(19) C(21) 106.7(3) yes
P C(22) C(23) 108.8(3) yes
P C(22) C(24) 118.7(3) yes
C(2) C(1) B(3) 58.7(2) no
C(2) C(1) B(4) 108.3(3) no
C(2) C(1) B(5) 107.9(3) no
C(2) C(1) B(6) 59.1(2) no
B(3) C(1) B(4) 62.3(2) no
B(3) C(1) B(5) 111.8(3) no
B(3) C(1) B(6) 109.3(3) no
B(4) C(1) B(5) 62.2(2) no
B(4) C(1) B(6) 112.1(3) no
B(5) C(1) B(6) 61.8(2) no
C(1) C(2) B(3) 59.5(2) no
C(1) C(2) B(6) 59.3(2) no
C(1) C(2) B(7) 109.6(2) no
C(1) C(2) B(11) 109.4(3) no
B(3) C(2) B(6) 110.2(3) no
B(3) C(2) B(7) 62.4(2) no
B(3) C(2) B(11) 112.7(3) no
B(6) C(2) B(7) 113.1(3) no
B(6) C(2) B(11) 62.5(2) no
B(7) C(2) B(11) 62.5(2) no
C(1) B(3) C(2) 61.8(2) no
C(1) B(3) B(4) 58.3(2) no
C(1) B(3) B(7) 108.3(3) no
C(1) B(3) B(8) 106.1(3) no
C(1) B(3) H(3) 118(2) no
C(2) B(3) B(4) 107.6(3) no
C(2) B(3) B(7) 58.5(2) no
C(2) B(3) B(8) 106.1(3) no
C(2) B(3) H(3) 117(2) no
B(4) B(3) B(7) 108.3(3) no
B(4) B(3) B(8) 59.7(3) no
B(4) B(3) H(3) 125(2) no
B(7) B(3) B(8) 60.2(2) no
B(7) B(3) H(3) 122(2) no
B(8) B(3) H(3) 129(2) no
C(1) B(4) B(3) 59.4(2) no
C(1) B(4) B(5) 59.1(2) no
C(1) B(4) B(8) 106.9(3) no
C(1) B(4) B(9) 106.4(3) no
C(1) B(4) H(4) 117(2) no
B(3) B(4) B(5) 107.0(3) no
B(3) B(4) B(8) 59.5(2) no
B(3) B(4) B(9) 107.3(3) no
B(3) B(4) H(4) 119(2) no
B(5) B(4) B(8) 108.1(3) no
B(5) B(4) B(9) 59.8(3) no
B(5) B(4) H(4) 121(2) no
B(8) B(4) B(9) 60.4(3) no
B(8) B(4) H(4) 125(2) no
B(9) B(4) H(4) 127(2) no
C(1) B(5) B(4) 58.7(2) no
C(1) B(5) B(6) 59.5(2) no
C(1) B(5) B(9) 106.4(3) no
C(1) B(5) B(10) 107.1(3) no
C(1) B(5) H(5) 115(2) no
B(4) B(5) B(6) 107.5(3) no
B(4) B(5) B(9) 60.1(3) no
B(4) B(5) B(10) 108.2(3) no
B(4) B(5) H(5) 118(2) no
B(6) B(5) B(9) 108.2(3) no
B(6) B(5) B(10) 60.4(3) no
B(6) B(5) H(5) 120(2) no
B(9) B(5) B(10) 60.2(3) no
B(9) B(5) H(5) 127(2) no
B(10) B(5) H(5) 129(2) no
C(1) B(6) C(2) 61.6(2) no
C(1) B(6) B(5) 58.7(2) no
C(1) B(6) B(10) 105.6(3) no
C(1) B(6) B(11) 107.6(3) no
C(1) B(6) H(6) 117(2) no
C(2) B(6) B(5) 107.4(3) no
C(2) B(6) B(10) 105.0(3) no
C(2) B(6) B(11) 58.1(2) no
C(2) B(6) H(6) 118(2) no
B(5) B(6) B(10) 59.3(3) no
B(5) B(6) B(11) 107.5(3) no
B(5) B(6) H(6) 124(2) no
B(10) B(6) B(11) 59.4(3) no
B(10) B(6) H(6) 129(2) no
B(11) B(6) H(6) 124(2) no
C(2) B(7) B(3) 59.1(2) no
C(2) B(7) B(8) 106.0(3) no
C(2) B(7) B(11) 58.7(2) no
C(2) B(7) B(12) 106.0(3) no
C(2) B(7) H(7) 115(2) no
B(3) B(7) B(8) 59.5(3) no
B(3) B(7) B(11) 106.9(3) no
B(3) B(7) B(12) 107.6(3) no
B(3) B(7) H(7) 116(2) no
B(8) B(7) B(11) 107.9(3) no
B(8) B(7) B(12) 60.4(3) no
B(8) B(7) H(7) 126(2) no
B(11) B(7) B(12) 60.1(3) no
B(11) B(7) H(7) 122(2) no
B(12) B(7) H(7) 131(2) no
B(3) B(8) B(4) 60.7(3) no
B(3) B(8) B(7) 60.2(2) no
B(3) B(8) B(9) 107.8(3) no
B(3) B(8) B(12) 107.6(3) no
B(3) B(8) H(8) 118(2) no
B(4) B(8) B(7) 109.1(3) no
B(4) B(8) B(9) 59.9(3) no
B(4) B(8) B(12) 108.0(3) no
B(4) B(8) H(8) 122(2) no
B(7) B(8) B(9) 107.6(3) no
B(7) B(8) B(12) 59.7(3) no
B(7) B(8) H(8) 119(2) no
B(9) B(8) B(12) 59.5(3) no
B(9) B(8) H(8) 126(2) no
B(12) B(8) H(8) 124(2) no
B(4) B(9) B(5) 60.2(3) no
B(4) B(9) B(8) 59.7(3) no
B(4) B(9) B(10) 107.8(3) no
B(4) B(9) B(12) 108.5(3) no
B(4) B(9) H(9) 120(2) no
B(5) B(9) B(8) 107.8(3) no
B(5) B(9) B(10) 59.7(3) no
B(5) B(9) B(12) 108.5(3) no
B(5) B(9) H(9) 121(2) no
B(8) B(9) B(10) 108.0(3) no
B(8) B(9) B(12) 60.4(3) no
B(8) B(9) H(9) 122(2) no
B(10) B(9) B(12) 60.4(3) no
B(10) B(9) H(9) 123(2) no
B(12) B(9) H(9) 123(2) no
B(5) B(10) B(6) 60.3(3) no
B(5) B(10) B(9) 60.2(3) no
B(5) B(10) B(11) 109.1(3) no
B(5) B(10) B(12) 108.4(3) no
B(5) B(10) H(10) 122(2) no
B(6) B(10) B(9) 108.1(3) no
B(6) B(10) B(11) 60.5(3) no
B(6) B(10) B(12) 108.3(3) no
B(6) B(10) H(10) 118(2) no
B(9) B(10) B(11) 108.3(3) no
B(9) B(10) B(12) 59.8(3) no
B(9) B(10) H(10) 125(2) no
B(11) B(10) B(12) 60.1(3) no
B(11) B(10) H(10) 119(2) no
B(12) B(10) H(10) 123(2) no
C(2) B(11) B(6) 59.4(2) no
C(2) B(11) B(7) 58.8(2) no
C(2) B(11) B(10) 106.6(3) no
C(2) B(11) B(12) 106.1(3) no
C(2) B(11) H(11) 113(2) no
B(6) B(11) B(7) 107.6(3) no
B(6) B(11) B(10) 60.1(3) no
B(6) B(11) B(12) 108.1(3) no
B(6) B(11) H(11) 117(2) no
B(7) B(11) B(10) 108.2(3) no
B(7) B(11) B(12) 60.0(3) no
B(7) B(11) H(11) 120(2) no
B(10) B(11) B(12) 60.3(3) no
B(10) B(11) H(11) 129(2) no
B(12) B(11) H(11) 131(2) no
B(7) B(12) B(8) 59.9(3) no
B(7) B(12) B(9) 108.3(3) no
B(7) B(12) B(10) 107.6(3) no
B(7) B(12) B(11) 60.0(3) no
B(7) B(12) H(12) 122(2) no
B(8) B(12) B(9) 60.2(3) no
B(8) B(12) B(10) 107.4(3) no
B(8) B(12) B(11) 107.5(3) no
B(8) B(12) H(12) 123(2) no
B(9) B(12) B(10) 59.8(3) no
B(9) B(12) B(11) 107.8(3) no
B(9) B(12) H(12) 122(2) no
B(10) B(12) B(11) 59.6(3) no
B(10) B(12) H(12) 121(2) no
B(11) B(12) H(12) 121(2) no
C(14) C(13) C(18) 118.1(3) no
C(13) C(14) C(15) 120.8(4) no
C(13) C(14) H(14) 119.6 no
C(15) C(14) H(14) 119.6 no
C(14) C(15) C(16) 121.2(4) no
C(14) C(15) H(15) 119.4 no
C(16) C(15) H(15) 119.4 no
C(15) C(16) C(17) 118.8(4) no
C(15) C(16) H(16) 120.6 no
C(17) C(16) H(16) 120.6 no
C(16) C(17) C(18) 120.7(4) no
C(16) C(17) H(17) 119.6 no
C(18) C(17) H(17) 119.7 no
C(13) C(18) C(17) 120.5(4) no
C(13) C(18) H(18) 119.8 no
C(17) C(18) H(18) 119.8 no
P C(19) H(19) 109.5 no
C(20) C(19) C(21) 108.6(3) no
C(20) C(19) H(19) 109.5 no
C(21) C(19) H(19) 109.5 no
C(19) C(20) H(20A) 108.6 no
C(19) C(20) H(20B) 108.6 no
C(19) C(20) H(20C) 113.1 no
H(20A) C(20) H(20B) 109.5 no
H(20A) C(20) H(20C) 108.6 no
H(20B) C(20) H(20C) 108.6 no
C(19) C(21) H(21A) 110.2 no
C(19) C(21) H(21B) 110.2 no
C(19) C(21) H(21C) 106.7 no
H(21A) C(21) H(21B) 109.5 no
H(21A) C(21) H(21C) 110.2 no
H(21B) C(21) H(21C) 110.2 no
P C(22) H(22) 105.7 no
C(23) C(22) C(24) 111.3(3) no
C(23) C(22) H(22) 105.7 no
C(24) C(22) H(22) 105.7 no
C(22) C(23) H(23A) 109.6 no
C(22) C(23) H(23B) 109.7 no
C(22) C(23) H(23C) 108.8 no
H(23A) C(23) H(23B) 109.5 no
H(23A) C(23) H(23C) 109.7 no
H(23B) C(23) H(23C) 109.6 no
C(22) C(24) H(24A) 107.1 no
C(22) C(24) H(24B) 107.1 no
C(22) C(24) H(24C) 118.7 no
H(24A) C(24) H(24B) 109.5 no
H(24A) C(24) H(24C) 107.1 no
H(24B) C(24) H(24C) 107.1 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P C(1) 1.879(3) yes
P C(19) 1.866(4) yes
P C(22) 1.881(4) yes
C(1) C(2) 1.769(4) yes
C(1) B(3) 1.730(5) yes
C(1) B(4) 1.710(5) yes
C(1) B(6) 1.731(5) yes
C(2) C(13) 1.501(5) yes
C(19) C(20) 1.519(6) yes
C(19) C(21) 1.540(6) yes
C(22) C(23) 1.544(6) yes
C(22) C(24) 1.522(6) yes
C(1) B(5) 1.716(6) no
C(2) B(3) 1.715(5) no
C(2) B(6) 1.726(5) no
C(2) B(7) 1.705(5) no
C(2) B(11) 1.702(5) no
B(3) B(4) 1.780(6) no
B(3) B(7) 1.772(6) no
B(3) B(8) 1.759(6) no
B(3) H(3) 1.05(3) no
B(4) B(5) 1.769(7) no
B(4) B(8) 1.763(7) no
B(4) B(9) 1.768(7) no
B(4) H(4) 1.05(3) no
B(5) B(6) 1.770(6) no
B(5) B(9) 1.762(7) no
B(5) B(10) 1.753(7) no
B(5) H(5) 1.08(3) no
B(6) B(10) 1.772(6) no
B(6) B(11) 1.779(6) no
B(6) H(6) 1.08(3) no
B(7) B(8) 1.771(6) no
B(7) B(11) 1.768(6) no
B(7) B(12) 1.768(7) no
B(7) H(7) 1.05(3) no
B(8) B(9) 1.776(7) no
B(8) B(12) 1.779(7) no
B(8) H(8) 1.05(3) no
B(9) B(10) 1.762(7) no
B(9) B(12) 1.763(7) no
B(9) H(9) 1.05(3) no
B(10) B(11) 1.759(7) no
B(10) B(12) 1.773(7) no
B(10) H(10) 1.07(3) no
B(11) B(12) 1.769(7) no
B(11) H(11) 1.03(3) no
B(12) H(12) 1.11(3) no
C(13) C(14) 1.376(5) no
C(13) C(18) 1.375(5) no
C(14) C(15) 1.372(6) no
C(14) H(14) .950 no
C(15) C(16) 1.360(8) no
C(15) H(15) .950 no
C(16) C(17) 1.362(7) no
C(16) H(16) .950 no
C(17) C(18) 1.388(6) no
C(17) H(17) .950 no
C(18) H(18) .950 no
C(19) H(19) .950 no
C(20) H(20A) .950 no
C(20) H(20B) .950 no
C(20) H(20C) .950 no
C(21) H(21A) .950 no
C(21) H(21B) .950 no
C(21) H(21C) .950 no
C(22) H(22) .950 no
C(23) H(23A) .950 no
C(23) H(23B) .950 no
C(23) H(23C) .950 no
C(24) H(24A) .950 no
C(24) H(24B) .950 no
C(24) H(24C) .950 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
P C(2) 3.052(3) no
P B(3) 3.072(4) no
P B(4) 3.216(4) no
P B(5) 3.226(5) no
P B(6) 3.068(4) no
P C(13) 3.310(4) no
P C(20) 2.831(4) no
P C(21) 2.739(4) no
P C(23) 2.791(5) no
P C(24) 2.934(4) no
P H(3) 3.16(3) no
P H(4) 3.38(3) no
P H(5) 3.37(3) no
P H(6) 3.15(3) no
P H(19) 2.359 no
P H(20A) 2.950 no
P H(20B) 2.950 no
P H(21A) 2.862 no
P H(21B) 2.862 no
P H(22) 2.326 no
P H(23A) 2.912 no
P H(23B) 2.912 no
P H(24A) 3.051 no
P H(24B) 3.051 no
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
C(19) P C(1) C(2) 134.9(2) yes
C(22) P C(1) C(2) -117.2(2) yes
P C(1) C(2) C(13) .7(4) yes
C(1) C(2) C(13) C(14) 95.6(4) yes
C(1) C(2) C(13) C(18) -88.0(4) yes
_journal_paper_doi 10.1107/S0108270196004349