#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:18:06 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178687 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/98/4079838.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_4079838
loop_
_publ_author_name
'Heuclin, Hadrien'
'Fustier-Boutignon, Marie'
'Ho, Samuel Ying-Fu'
'Goff, Xavier-Frédéric Le'
'Carenco, Sophie'
'So, Cheuk-Wai'
'Mézailles, Nicolas'
_publ_section_title
;
 Synthesis of Phosphorus(V)-Stabilized Geminal Dianions. The Cases of
 Mixed P═X/P→ BH3(X = S, O) and
 P═S/SiMe3Derivatives
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              498
_journal_paper_doi               10.1021/om300954a
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C25 H25 B O P2'
_chemical_formula_sum            'C25 H25 B O P2'
_chemical_formula_weight         414.20
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.894(1)
_cell_length_b                   11.152(1)
_cell_length_c                   22.310(1)
_cell_measurement_reflns_used    2545
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     2212.8(3)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997) & COLLECT'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7964
_diffrn_reflns_theta_full        26.02
_diffrn_reflns_theta_max         26.02
_diffrn_reflns_theta_min         2.93
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  0.9834
_exptl_absorpt_correction_T_min  0.9552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1996)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.10(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+3.0708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0986
_refine_ls_wR_factor_ref         0.1035
_reflns_number_gt                3939
_reflns_number_total             4248
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300954a_si_002.cif
_cod_data_source_block           mf137b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P212121     '
_cod_database_code               4079838
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
P1 P 0.00182(9) 0.55512(6) 0.75422(4) 0.01758(17) Uani 1 1 d .
P2 P 0.04596(8) 0.47207(7) 0.62421(4) 0.01862(17) Uani 1 1 d .
O1 O 0.0233(2) 0.68072(18) 0.73329(9) 0.0238(5) Uani 1 1 d .
C1 C 0.0778(3) 0.4422(3) 0.70380(13) 0.0187(6) Uani 1 1 d .
H1A H 0.0324 0.3637 0.7139 0.022 Uiso 1 1 calc R
H1B H 0.1874 0.4357 0.7108 0.022 Uiso 1 1 calc R
C2 C 0.1019(3) 0.5269(3) 0.82344(13) 0.0197(6) Uani 1 1 d .
C3 C 0.1156(4) 0.4131(3) 0.84937(14) 0.0236(7) Uani 1 1 d .
H3 H 0.0680 0.3460 0.8313 0.028 Uiso 1 1 calc R
C4 C 0.1984(4) 0.3986(3) 0.90135(16) 0.0303(8) Uani 1 1 d .
H4 H 0.2079 0.3214 0.9190 0.036 Uiso 1 1 calc R
C5 C 0.2677(4) 0.4967(3) 0.92767(14) 0.0313(8) Uani 1 1 d .
H5 H 0.3240 0.4867 0.9635 0.038 Uiso 1 1 calc R
C6 C 0.2551(4) 0.6083(3) 0.90214(16) 0.0317(8) Uani 1 1 d .
H6 H 0.3033 0.6750 0.9203 0.038 Uiso 1 1 calc R
C7 C 0.1726(4) 0.6245(3) 0.84998(15) 0.0270(8) Uani 1 1 d .
H7 H 0.1644 0.7019 0.8325 0.032 Uiso 1 1 calc R
C8 C -0.1941(3) 0.5196(3) 0.76563(13) 0.0192(6) Uani 1 1 d .
C9 C -0.2999(3) 0.6099(3) 0.75538(15) 0.0260(7) Uani 1 1 d .
H9 H -0.2686 0.6857 0.7406 0.031 Uiso 1 1 calc R
C10 C -0.4506(4) 0.5885(3) 0.76688(16) 0.0345(9) Uani 1 1 d .
H10 H -0.5227 0.6499 0.7602 0.041 Uiso 1 1 calc R
C11 C -0.4962(4) 0.4777(3) 0.78805(15) 0.0338(8) Uani 1 1 d .
H11 H -0.5995 0.4637 0.7964 0.041 Uiso 1 1 calc R
C12 C -0.3929(4) 0.3874(3) 0.79712(15) 0.0280(8) Uani 1 1 d .
H12 H -0.4252 0.3111 0.8111 0.034 Uiso 1 1 calc R
C13 C -0.2418(4) 0.4080(3) 0.78586(15) 0.0236(7) Uani 1 1 d .
H13 H -0.1707 0.3457 0.7920 0.028 Uiso 1 1 calc R
C14 C 0.0898(4) 0.3301(3) 0.58772(14) 0.0222(7) Uani 1 1 d .
C15 C 0.1937(4) 0.2491(3) 0.61086(16) 0.0307(8) Uani 1 1 d .
H15 H 0.2488 0.2686 0.6460 0.037 Uiso 1 1 calc R
C16 C 0.2168(5) 0.1397(3) 0.58250(17) 0.0369(9) Uani 1 1 d .
H16 H 0.2880 0.0845 0.5982 0.044 Uiso 1 1 calc R
C17 C 0.1361(5) 0.1111(3) 0.53141(17) 0.0398(10) Uani 1 1 d .
H17 H 0.1509 0.0359 0.5123 0.048 Uiso 1 1 calc R
C19 C 0.0100(4) 0.3007(3) 0.53610(14) 0.0283(7) Uani 1 1 d .
H19 H -0.0610 0.3556 0.5200 0.034 Uiso 1 1 calc R
C18 C 0.0342(4) 0.1919(3) 0.50838(15) 0.0364(9) Uani 1 1 d .
H18 H -0.0200 0.1724 0.4730 0.044 Uiso 1 1 calc R
C20 C 0.1927(3) 0.5755(3) 0.60193(14) 0.0202(7) Uani 1 1 d .
C21 C 0.3448(4) 0.5476(3) 0.60872(16) 0.0301(8) Uani 1 1 d .
H21 H 0.3734 0.4744 0.6273 0.036 Uiso 1 1 calc R
C22 C 0.4542(4) 0.6264(3) 0.58841(17) 0.0354(9) Uani 1 1 d .
H22 H 0.5576 0.6074 0.5934 0.042 Uiso 1 1 calc R
C23 C 0.4129(4) 0.7323(3) 0.56102(16) 0.0352(9) Uani 1 1 d .
H23 H 0.4880 0.7855 0.5465 0.042 Uiso 1 1 calc R
C24 C 0.2632(4) 0.7612(3) 0.55471(16) 0.0333(9) Uani 1 1 d .
H24 H 0.2353 0.8347 0.5363 0.040 Uiso 1 1 calc R
C25 C 0.1535(4) 0.6834(3) 0.57516(15) 0.0277(7) Uani 1 1 d .
H25 H 0.0504 0.7040 0.5709 0.033 Uiso 1 1 calc R
B1 B -0.1523(4) 0.5270(4) 0.60410(18) 0.0248(8) Uani 1 1 d .
H1BA H -0.227(4) 0.455(3) 0.6187(15) 0.030 Uiso 1 1 d .
H1BB H -0.168(4) 0.610(3) 0.6332(16) 0.030 Uiso 1 1 d .
H1BC H -0.150(4) 0.545(3) 0.5568(15) 0.030 Uiso 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 0.0000 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
O1 P1 C8 112.00(14)
O1 P1 C2 111.59(14)
C8 P1 C2 108.43(14)
O1 P1 C1 114.18(13)
C8 P1 C1 107.12(14)
C2 P1 C1 102.98(14)
C20 P2 C14 106.07(15)
C20 P2 C1 105.71(14)
C14 P2 C1 104.02(14)
C20 P2 B1 113.23(17)
C14 P2 B1 111.66(17)
C1 P2 B1 115.30(15)
P1 C1 P2 114.63(15)
C7 C2 C3 119.6(3)
C7 C2 P1 116.7(2)
C3 C2 P1 123.6(2)
C4 C3 C2 119.9(3)
C3 C4 C5 119.9(3)
C6 C5 C4 120.2(3)
C5 C6 C7 120.6(3)
C6 C7 C2 119.7(3)
C13 C8 C9 119.5(3)
C13 C8 P1 122.5(2)
C9 C8 P1 118.0(2)
C10 C9 C8 119.8(3)
C11 C10 C9 120.0(3)
C12 C11 C10 120.5(3)
C11 C12 C13 119.9(3)
C12 C13 C8 120.2(3)
C19 C14 C15 119.5(3)
C19 C14 P2 117.7(2)
C15 C14 P2 122.7(3)
C16 C15 C14 119.9(3)
C17 C16 C15 120.1(4)
C18 C17 C16 119.8(4)
C18 C19 C14 119.9(3)
C17 C18 C19 120.7(3)
C25 C20 C21 118.9(3)
C25 C20 P2 119.3(3)
C21 C20 P2 121.7(3)
C22 C21 C20 120.2(3)
C23 C22 C21 120.0(3)
C24 C23 C22 120.2(3)
C23 C24 C25 120.1(3)
C24 C25 C20 120.6(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P1 O1 1.489(2)
P1 C8 1.805(3)
P1 C2 1.810(3)
P1 C1 1.819(3)
P2 C20 1.812(3)
P2 C14 1.822(3)
P2 C1 1.829(3)
P2 B1 1.920(4)
C2 C7 1.389(5)
C2 C3 1.400(4)
C3 C4 1.384(5)
C4 C5 1.386(5)
C5 C6 1.373(5)
C6 C7 1.388(5)
C8 C13 1.391(4)
C8 C9 1.396(4)
C9 C10 1.386(5)
C10 C11 1.384(5)
C11 C12 1.378(5)
C12 C13 1.386(4)
C14 C19 1.392(5)
C14 C15 1.392(5)
C15 C16 1.389(5)
C16 C17 1.384(6)
C17 C18 1.378(5)
C19 C18 1.379(5)
C20 C25 1.388(4)
C20 C21 1.396(4)
C21 C22 1.387(5)
C22 C23 1.380(5)
C23 C24 1.377(5)
C24 C25 1.383(5)
