#------------------------------------------------------------------------------
#$Date: 2015-12-07 04:32:03 +0100 (lun 07 de dic de 2015) $
#$Revision: 170856 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/81/7118142.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_7118142
loop_
_publ_author_name
'Orgué, Sílvia'
'Flores-Gaspar, Areli'
'Biosca, Maria'
'Pàmies, Oscar'
'Diéguez, Montserrat'
'Riera, Antoni'
'Verdaguer, Xavier'
_publ_section_title
;
 Stereospecific SN2@P reactions: novel access to bulky P-stereogenic
 ligands.
;
_journal_issue                   99
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              17548
_journal_page_last               17551
_journal_paper_doi               10.1039/c5cc07504a
_journal_volume                  51
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_sum            'C12 H20 B O2 P'
_chemical_formula_weight         238.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2015-07-14 deposited with the CCDC.
2015-10-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5960(9)
_cell_length_b                   11.0390(9)
_cell_length_c                   11.6053(9)
_cell_measurement_reflns_used    1660
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.55
_cell_volume                     1357.46(19)
_computing_cell_refinement       'Bruker APEX2 v2011.4-0'
_computing_data_collection       'Bruker APEX2 v2011.4-0'
_computing_data_reduction        'Bruker SAINT V7.60A'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_solution    Sir2011
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 512
_diffrn_detector_type            '4K CCD area detector APEX II'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_device_type  'Kappa 4-axis goniometer bruker-nonius'
_diffrn_measurement_method
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_measurement_specimen_support 'magnetic support with MicroMount'
_diffrn_radiation_monochromator  'Multilayer Montel 200 mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_sigmaI/netI    0.0170
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9755
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         33.10
_diffrn_reflns_theta_min         2.55
_diffrn_source                   'Rotating anode X-ray tube'
_diffrn_source_current           70
_diffrn_source_power             50
_diffrn_source_size              '3 mm x 0.3 mm fine focus'
_diffrn_source_type              'Bruker-Nonius FR 591'
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_correction_T_min  0.9726
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.604
_refine_diff_density_rms         0.200
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.264
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     150
_refine_ls_number_reflns         4313
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.264
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0271
_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)+(0.0586P)²+0.0729P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0795
_refine_ls_wR_factor_ref         0.0955
_reflns_number_gt                4223
_reflns_number_total             4313
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc07504a2.cif
_cod_data_source_block           sog358_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7118142
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 0.91156(13) 0.60026(10) 0.07091(12) 0.0248(2) Uani 1 1 d .
H1A H 0.8971 0.5376 0.1293 0.037 Uiso 1 1 calc R
H1B H 0.9960 0.5902 0.0379 0.037 Uiso 1 1 calc R
H1C H 0.8482 0.5928 0.0098 0.037 Uiso 1 1 calc R
C1 C 0.71009(10) 0.71429(9) 0.28288(9) 0.02205(19) Uani 1 1 d .
C2 C 0.57903(9) 0.74701(10) 0.31379(8) 0.02136(18) Uani 1 1 d .
C3 C 0.52100(11) 0.67965(11) 0.40118(9) 0.0259(2) Uani 1 1 d .
H3 H 0.5651 0.6152 0.4375 0.031 Uiso 1 1 calc R
C4 C 0.39875(12) 0.70754(13) 0.43443(10) 0.0310(2) Uani 1 1 d .
H4 H 0.3591 0.6620 0.4937 0.037 Uiso 1 1 calc R
C5 C 0.33399(11) 0.80153(13) 0.38170(11) 0.0312(3) Uani 1 1 d .
H5 H 0.2508 0.8212 0.4059 0.037 Uiso 1 1 calc R
C6 C 0.39071(12) 0.86721(11) 0.29329(11) 0.0283(2) Uani 1 1 d .
H6 H 0.3453 0.9302 0.2560 0.034 Uiso 1 1 calc R
C7 C 0.51335(10) 0.84095(10) 0.25945(10) 0.0241(2) Uani 1 1 d .
H7 H 0.5524 0.8864 0.1998 0.029 Uiso 1 1 calc R
C8 C 0.91188(10) 0.88527(9) 0.04212(10) 0.02094(18) Uani 1 1 d .
C9 C 0.81763(12) 0.86953(11) -0.05729(11) 0.0285(2) Uani 1 1 d .
H9A H 0.7314 0.8701 -0.0267 0.043 Uiso 1 1 calc R
H9B H 0.8335 0.7923 -0.0963 0.043 Uiso 1 1 calc R
H9C H 0.8278 0.9362 -0.1123 0.043 Uiso 1 1 calc R
C10 C 0.88781(15) 1.00523(10) 0.10352(12) 0.0344(3) Uani 1 1 d .
H10A H 0.8995 1.0722 0.0492 0.052 Uiso 1 1 calc R
H10B H 0.9472 1.0140 0.1677 0.052 Uiso 1 1 calc R
H10C H 0.8012 1.0065 0.1331 0.052 Uiso 1 1 calc R
C11 C 1.04749(12) 0.88333(14) -0.00523(14) 0.0371(3) Uani 1 1 d .
H11A H 1.0552 0.9424 -0.0678 0.056 Uiso 1 1 calc R
H11B H 1.0670 0.8022 -0.0346 0.056 Uiso 1 1 calc R
H11C H 1.1067 0.9041 0.0566 0.056 Uiso 1 1 calc R
C12 C 1.01038(11) 0.78185(10) 0.25439(10) 0.0273(2) Uani 1 1 d .
H12A H 1.0004 0.8645 0.2839 0.041 Uiso 1 1 calc R
H12B H 1.0963 0.7714 0.2247 0.041 Uiso 1 1 calc R
H12C H 0.9954 0.7237 0.3167 0.041 Uiso 1 1 calc R
O1 O 0.75860(7) 0.78599(7) 0.19702(7) 0.02152(15) Uani 1 1 d .
O2 O 0.77069(8) 0.63428(8) 0.32694(8) 0.03087(19) Uani 1 1 d .
P1 P 0.89879(2) 0.75612(2) 0.14041(2) 0.01799(7) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
B1 0.0253(5) 0.0179(4) 0.0313(6) -0.0039(4) -0.0024(5) 0.0010(4)
C1 0.0248(4) 0.0211(4) 0.0203(4) 0.0001(4) -0.0003(3) -0.0032(4)
C2 0.0233(4) 0.0217(4) 0.0191(4) -0.0028(4) 0.0000(3) -0.0028(4)
C3 0.0274(5) 0.0289(5) 0.0214(5) 0.0013(4) -0.0009(4) -0.0069(4)
C4 0.0281(5) 0.0410(6) 0.0239(5) -0.0021(5) 0.0030(4) -0.0101(5)
C5 0.0246(5) 0.0403(6) 0.0288(5) -0.0100(5) 0.0022(4) -0.0044(4)
C6 0.0271(5) 0.0295(5) 0.0283(5) -0.0057(4) -0.0009(4) 0.0028(4)
C7 0.0260(5) 0.0229(4) 0.0233(5) -0.0023(4) 0.0010(4) 0.0002(4)
C8 0.0196(4) 0.0175(4) 0.0257(4) 0.0033(4) -0.0007(4) -0.0009(3)
C9 0.0294(5) 0.0292(5) 0.0270(5) 0.0055(4) -0.0048(4) -0.0002(4)
C10 0.0504(7) 0.0153(4) 0.0375(6) 0.0012(4) -0.0059(6) 0.0010(5)
C11 0.0230(5) 0.0426(7) 0.0457(7) 0.0171(6) 0.0066(5) -0.0005(5)
C12 0.0294(5) 0.0224(4) 0.0302(5) -0.0006(4) -0.0106(4) -0.0009(4)
O1 0.0229(3) 0.0193(3) 0.0224(3) 0.0022(3) 0.0033(3) 0.0015(3)
O2 0.0283(4) 0.0315(4) 0.0328(4) 0.0115(4) -0.0017(3) 0.0015(3)
P1 0.01850(11) 0.01419(10) 0.02128(12) 0.00000(8) -0.00190(8) 0.00033(9)
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'
B B 0.0013 0.0007 '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'
P P 0.1023 0.0942 '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
O2 C1 O1 122.06(10)
O2 C1 C2 125.17(10)
O1 C1 C2 112.76(9)
C7 C2 C3 120.12(10)
C7 C2 C1 122.60(9)
C3 C2 C1 117.28(10)
C4 C3 C2 119.61(11)
C5 C4 C3 120.39(11)
C4 C5 C6 120.09(11)
C7 C6 C5 120.24(11)
C6 C7 C2 119.54(11)
C10 C8 C9 109.90(9)
C10 C8 C11 109.57(11)
C9 C8 C11 109.72(10)
C10 C8 P1 111.86(8)
C9 C8 P1 109.31(7)
C11 C8 P1 106.41(8)
C1 O1 P1 120.58(7)
O1 P1 C12 105.46(5)
O1 P1 C8 99.20(4)
C12 P1 C8 106.60(5)
O1 P1 B1 114.28(5)
C12 P1 B1 114.06(6)
C8 P1 B1 115.73(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
B1 P1 1.9050(12)
C1 O2 1.2058(14)
C1 O1 1.3725(12)
C1 C2 1.4791(14)
C2 C7 1.3991(15)
C2 C3 1.3999(15)
C3 C4 1.3863(17)
C4 C5 1.386(2)
C5 C6 1.3927(18)
C6 C7 1.3881(16)
C8 C10 1.5253(15)
C8 C9 1.5357(16)
C8 C11 1.5386(16)
C8 P1 1.8311(10)
C12 P1 1.7969(11)
O1 P1 1.6573(8)
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
O2 C1 C2 C7 -179.96(11)
O1 C1 C2 C7 0.38(14)
O2 C1 C2 C3 0.03(16)
O1 C1 C2 C3 -179.63(9)
C7 C2 C3 C4 -0.78(16)
C1 C2 C3 C4 179.23(10)
C2 C3 C4 C5 -0.01(17)
C3 C4 C5 C6 1.20(18)
C4 C5 C6 C7 -1.60(18)
C5 C6 C7 C2 0.81(17)
C3 C2 C7 C6 0.38(16)
C1 C2 C7 C6 -179.63(10)
O2 C1 O1 P1 6.42(14)
C2 C1 O1 P1 -173.91(7)
C1 O1 P1 C12 -66.38(9)
C1 O1 P1 C8 -176.57(8)
C1 O1 P1 B1 59.69(9)
C10 C8 P1 O1 51.74(9)
C9 C8 P1 O1 -70.21(8)
C11 C8 P1 O1 171.37(8)
C10 C8 P1 C12 -57.53(10)
C9 C8 P1 C12 -179.48(8)
C11 C8 P1 C12 62.10(10)
C10 C8 P1 B1 174.46(9)
C9 C8 P1 B1 52.51(9)
C11 C8 P1 B1 -65.91(10)
