#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:58:28 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180242 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/28/7112841.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_7112841
loop_
_publ_author_name
'Gessner, Viktoria H.'
'Dilsky, Stefan'
'Strohmann, Carsten'
_publ_section_title
;
 Unexpected direct dilithiation of a prochiral phosphine borane.
;
_journal_issue                   26
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              4719
_journal_page_last               4721
_journal_paper_doi               10.1039/c0cc00130a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C34 H34 B O2 P'
_chemical_formula_weight         516.39
_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_date             2009-08-27T17:19:41-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 109.362(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.9867(15)
_cell_length_b                   13.8915(11)
_cell_length_c                   17.6964(16)
_cell_measurement_temperature    173(2)
_cell_volume                     2780.0(5)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET)
(compiled Oct 24 2008,09:44:38)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET)
(compiled Oct 24 2008,09:44:38)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET)
(compiled Oct 24 2008,09:44:38)
;
_computing_molecular_graphics    'Ortep-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17640
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    0.129
_exptl_absorpt_correction_T_max  0.9872
_exptl_absorpt_correction_T_min  0.9025
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.37 (release 24-10-2008 CrysAlis171 .NET)
(compiled Oct 24 2008,09:44:38)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5408
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0292P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0727
_reflns_number_gt                3616
_reflns_number_total             5408
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc00130a.txt
_cod_data_source_block           0483
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7112841
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
B1 B 0.70652(17) 0.33580(15) 0.56266(12) 0.0253(5) Uani 1 1 d .
C1 C 0.75243(13) 0.27300(12) 0.73852(9) 0.0238(4) Uani 1 1 d .
C2 C 0.84987(14) 0.33236(14) 0.75535(10) 0.0362(5) Uani 1 1 d .
H2 H 0.8637 0.368 0.7135 0.043 Uiso 1 1 calc R
C3 C 0.92770(16) 0.34027(18) 0.83291(12) 0.0568(6) Uani 1 1 d .
H3 H 0.9943 0.3817 0.8443 0.068 Uiso 1 1 calc R
C4 C 0.90875(17) 0.28859(18) 0.89289(12) 0.0583(7) Uani 1 1 d .
H4 H 0.963 0.2935 0.9459 0.07 Uiso 1 1 calc R
C5 C 0.81145(16) 0.22901(15) 0.87757(10) 0.0455(5) Uani 1 1 d .
H5 H 0.7985 0.1935 0.9198 0.055 Uiso 1 1 calc R
C6 C 0.73346(14) 0.22146(13) 0.80066(9) 0.0309(4) Uani 1 1 d .
H6 H 0.6662 0.1808 0.7899 0.037 Uiso 1 1 calc R
C7 C 0.63239(12) 0.13524(11) 0.61551(9) 0.0192(4) Uani 1 1 d .
H7A H 0.6288 0.103 0.6646 0.023 Uiso 1 1 calc R
H7B H 0.5541 0.1268 0.5738 0.023 Uiso 1 1 calc R
C8 C 0.72381(12) 0.08130(12) 0.58765(9) 0.0210(4) Uani 1 1 d .
C9 C 0.69573(12) -0.02594(12) 0.57603(8) 0.0211(4) Uani 1 1 d .
C10 C 0.76782(13) -0.08318(13) 0.54740(9) 0.0296(4) Uani 1 1 d .
H10 H 0.8292 -0.0543 0.5324 0.036 Uiso 1 1 calc R
C11 C 0.75157(15) -0.18126(14) 0.54046(11) 0.0359(5) Uani 1 1 d .
C12 C 0.66299(14) -0.22500(13) 0.56150(10) 0.0322(4) Uani 1 1 d .
H12 H 0.6534 -0.2929 0.5581 0.039 Uiso 1 1 calc R
C13 C 0.58905(14) -0.16869(13) 0.58741(9) 0.0305(4) Uani 1 1 d .
H13 H 0.526 -0.1977 0.6004 0.037 Uiso 1 1 calc R
C14 C 0.60510(13) -0.06989(12) 0.59488(9) 0.0266(4) Uani 1 1 d .
H14 H 0.5532 -0.032 0.6132 0.032 Uiso 1 1 calc R
C15 C 0.84883(12) 0.09177(11) 0.64667(9) 0.0230(4) Uani 1 1 d .
C16 C 0.94082(14) 0.12529(13) 0.62333(11) 0.0380(5) Uani 1 1 d .
H16 H 0.9261 0.1445 0.5694 0.046 Uiso 1 1 calc R
C17 C 1.05387(15) 0.13114(15) 0.67746(14) 0.0542(6) Uani 1 1 d .
H17 H 1.1161 0.1548 0.6605 0.065 Uiso 1 1 calc R
C18 C 1.07743(16) 0.10327(15) 0.75531(14) 0.0542(6) Uani 1 1 d .
H18 H 1.1554 0.1078 0.7925 0.065 Uiso 1 1 calc R
C19 C 0.98746(15) 0.06874(14) 0.77904(11) 0.0426(5) Uani 1 1 d .
H19 H 1.0032 0.0488 0.8329 0.051 Uiso 1 1 calc R
C20 C 0.87408(13) 0.06260(12) 0.72534(9) 0.0292(4) Uani 1 1 d .
H20 H 0.8125 0.038 0.7426 0.035 Uiso 1 1 calc R
C21 C 0.50497(12) 0.29499(11) 0.63637(9) 0.0193(4) Uani 1 1 d .
H21A H 0.4483 0.2559 0.594 0.023 Uiso 1 1 calc R
H21B H 0.4986 0.2734 0.6881 0.023 Uiso 1 1 calc R
C22 C 0.46168(12) 0.40022(11) 0.62370(9) 0.0200(4) Uani 1 1 d .
C23 C 0.33036(13) 0.39894(11) 0.61673(9) 0.0218(4) Uani 1 1 d .
C24 C 0.24275(13) 0.42045(12) 0.54551(10) 0.0302(4) Uani 1 1 d .
H24 H 0.2634 0.4419 0.5009 0.036 Uiso 1 1 calc R
C25 C 0.12485(14) 0.41084(14) 0.53883(11) 0.0399(5) Uani 1 1 d .
H25 H 0.0652 0.4251 0.4893 0.048 Uiso 1 1 calc R
C26 C 0.09328(15) 0.38111(14) 0.60255(12) 0.0422(5) Uani 1 1 d .
H26 H 0.0122 0.3738 0.5971 0.051 Uiso 1 1 calc R
C27 C 0.17944(14) 0.36182(13) 0.67451(11) 0.0361(5) Uani 1 1 d .
H27 H 0.1581 0.3421 0.7193 0.043 Uiso 1 1 calc R
C28 C 0.29733(13) 0.37127(12) 0.68150(10) 0.0273(4) Uani 1 1 d .
H28 H 0.3566 0.3586 0.7315 0.033 Uiso 1 1 calc R
C29 C 0.53059(12) 0.46864(11) 0.69018(9) 0.0192(4) Uani 1 1 d .
C30 C 0.54378(13) 0.56407(12) 0.67235(10) 0.0267(4) Uani 1 1 d .
H30 H 0.5123 0.5859 0.6185 0.032 Uiso 1 1 calc R
C31 C 0.60238(14) 0.62786(13) 0.73226(10) 0.0325(4) Uani 1 1 d .
H31 H 0.6114 0.6931 0.7192 0.039 Uiso 1 1 calc R
C32 C 0.64764(13) 0.59802(13) 0.81038(10) 0.0301(4) Uani 1 1 d .
H32 H 0.6868 0.6426 0.8513 0.036 Uiso 1 1 calc R
C33 C 0.63620(13) 0.50379(13) 0.82929(10) 0.0268(4) Uani 1 1 d .
H33 H 0.6682 0.4826 0.8832 0.032 Uiso 1 1 calc R
C34 C 0.57801(13) 0.43976(12) 0.76960(9) 0.0242(4) Uani 1 1 d .
H34 H 0.5702 0.3745 0.7831 0.029 Uiso 1 1 calc R
H11 H 0.8018(12) -0.2206(12) 0.5199(9) 0.032(5) Uiso 1 1 d .
H1B H 0.7082(12) 0.4134(12) 0.5811(8) 0.029(4) Uiso 1 1 d .
H2B H 0.7954(12) 0.3082(11) 0.5692(8) 0.028(4) Uiso 1 1 d .
H3B H 0.6410(13) 0.3235(11) 0.5036(9) 0.035(4) Uiso 1 1 d .
H2O H 0.5361(14) 0.4364(13) 0.5481(9) 0.040(5) Uiso 1 1 d .
H1O H 0.7338(16) 0.1764(15) 0.5146(11) 0.061(7) Uiso 1 1 d .
O2 O 0.46361(10) 0.43299(8) 0.54803(6) 0.0241(3) Uani 1 1 d .
O1 O 0.71559(10) 0.11560(9) 0.50957(6) 0.0281(3) Uani 1 1 d .
P1 P 0.65375(3) 0.26357(3) 0.63688(2) 0.01906(11) Uani 1 1 d .
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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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'
B B 0.0013 0.0007 '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
C2 C1 C6 119.02(15)
C2 C1 P1 119.22(13)
C6 C1 P1 121.76(12)
C1 C2 C3 120.36(18)
C4 C3 C2 119.95(19)
C3 C4 C5 120.74(18)
C6 C5 C4 119.48(18)
C5 C6 C1 120.43(16)
C8 C7 P1 118.50(10)
O1 C8 C15 111.51(12)
O1 C8 C9 104.65(12)
C15 C8 C9 107.97(12)
O1 C8 C7 108.57(12)
C15 C8 C7 112.17(12)
C9 C8 C7 111.73(12)
C14 C9 C10 118.04(16)
C14 C9 C8 123.74(14)
C10 C9 C8 118.18(14)
C11 C10 C9 120.87(17)
C10 C11 C12 120.76(17)
C13 C12 C11 118.74(17)
C12 C13 C14 120.83(16)
C9 C14 C13 120.70(15)
C16 C15 C20 118.03(15)
C16 C15 C8 121.94(15)
C20 C15 C8 119.95(13)
C17 C16 C15 120.72(18)
C18 C17 C16 120.70(17)
C19 C18 C17 119.23(18)
C18 C19 C20 120.51(18)
C19 C20 C15 120.81(16)
C22 C21 P1 120.42(10)
O2 C22 C29 110.69(12)
O2 C22 C23 105.31(12)
C29 C22 C23 110.33(12)
O2 C22 C21 109.30(12)
C29 C22 C21 114.11(12)
C23 C22 C21 106.67(12)
C24 C23 C28 118.44(14)
C24 C23 C22 121.31(14)
C28 C23 C22 120.17(14)
C23 C24 C25 120.22(16)
C26 C25 C24 120.82(17)
C25 C26 C27 119.67(16)
C26 C27 C28 119.73(17)
C27 C28 C23 121.07(16)
C30 C29 C34 117.91(15)
C30 C29 C22 119.65(14)
C34 C29 C22 122.40(15)
C31 C30 C29 120.45(16)
C32 C31 C30 120.69(17)
C33 C32 C31 119.81(16)
C32 C33 C34 119.69(16)
C33 C34 C29 121.44(16)
C1 P1 C7 106.20(7)
C1 P1 C21 107.67(7)
C7 P1 C21 99.34(7)
C1 P1 B1 112.91(8)
C7 P1 B1 115.14(8)
C21 P1 B1 114.39(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 P1 1.9190(19)
C1 C2 1.379(2)
C1 C6 1.393(2)
C1 P1 1.8002(16)
C2 C3 1.385(2)
C3 C4 1.361(3)
C4 C5 1.382(3)
C5 C6 1.376(2)
C7 C8 1.537(2)
C7 P1 1.8228(15)
C8 O1 1.4339(18)
C8 C15 1.523(2)
C8 C9 1.526(2)
C9 C14 1.380(2)
C9 C10 1.388(2)
C10 C11 1.376(2)
C11 C12 1.377(2)
C12 C13 1.370(2)
C13 C14 1.386(2)
C15 C16 1.380(2)
C15 C20 1.384(2)
C16 C17 1.378(2)
C17 C18 1.367(3)
C18 C19 1.367(3)
C19 C20 1.379(2)
C21 C22 1.542(2)
C21 P1 1.8331(14)
C22 O2 1.4217(17)
C22 C29 1.525(2)
C22 C23 1.538(2)
C23 C24 1.379(2)
C23 C28 1.385(2)
C24 C25 1.385(2)
C25 C26 1.367(2)
C26 C27 1.374(2)
C27 C28 1.383(2)
C29 C30 1.384(2)
C29 C34 1.389(2)
C30 C31 1.382(2)
C31 C32 1.371(2)
C32 C33 1.369(2)
C33 C34 1.380(2)
