#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:24:34 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178563 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/72/4067208.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_4067208
loop_
_publ_author_name
'Dureen, Meghan A.'
'Brown, Christopher C.'
'Stephan, Douglas W.'
_publ_section_title
;
 Deprotonation and Addition Reactions of Frustrated Lewis Pairs with
 Alkynes
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              6594
_journal_paper_doi               10.1021/om1009044
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C47 H23.5 Al Br0.5 F15 P'
_chemical_formula_weight         971.07
_chemical_name_systematic
; 
 ? 
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.702(3)
_cell_angle_beta                 100.881(3)
_cell_angle_gamma                90.595(4)
_cell_formula_units_Z            2
_cell_length_a                   11.6961(8)
_cell_length_b                   12.6086(10)
_cell_length_c                   14.7000(10)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.95
_cell_measurement_theta_min      2.37
_cell_volume                     2034.2(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            73453
_diffrn_reflns_theta_full        33.12
_diffrn_reflns_theta_max         33.12
_diffrn_reflns_theta_min         1.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.685
_exptl_absorpt_correction_T_max  0.8752
_exptl_absorpt_correction_T_min  0.8209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             966
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.043
_refine_diff_density_min         -2.090
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     586
_refine_ls_number_reflns         15379
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0654
_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)+(0.1161P)²+1.6540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1911
_refine_ls_wR_factor_ref         0.2173
_reflns_number_gt                10261
_reflns_number_total             15379
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om1009044_si_002.cif
_cod_data_source_block           Ph3P(Ph)CC(H)Al(C6F5)3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4067208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
P1 P 0.99154(4) 0.58953(4) 0.30609(4) 0.01677(11) Uani 1 1 d .
Al1 Al 0.59619(5) 0.65983(5) 0.29687(5) 0.01708(13) Uani 1 1 d .
C2 C 0.83540(17) 0.56285(17) 0.29186(14) 0.0171(3) Uani 1 1 d .
C3 C 0.78842(17) 0.44713(16) 0.23520(14) 0.0170(3) Uani 1 1 d .
C4 C 0.73369(18) 0.42385(17) 0.13830(15) 0.0192(4) Uani 1 1 d .
H4 H 0.7282 0.4813 0.1081 0.023 Uiso 1 1 calc R
C5 C 0.6869(2) 0.31713(18) 0.08524(16) 0.0232(4) Uani 1 1 d .
H5 H 0.6496 0.3020 0.0192 0.028 Uiso 1 1 calc R
C1 C 0.76943(18) 0.64882(17) 0.31966(15) 0.0196(4) Uani 1 1 d .
H1 H 0.8130 0.7164 0.3568 0.023 Uiso 1 1 calc R
C8 C 0.7954(2) 0.36131(19) 0.27860(16) 0.0243(4) Uani 1 1 d .
H8 H 0.8327 0.3760 0.3446 0.029 Uiso 1 1 calc R
C6 C 0.6950(2) 0.23272(19) 0.12938(18) 0.0280(5) Uani 1 1 d .
H6 H 0.6640 0.1596 0.0931 0.034 Uiso 1 1 calc R
C7 C 0.7481(2) 0.2551(2) 0.22587(18) 0.0288(5) Uani 1 1 d .
H7 H 0.7523 0.1976 0.2561 0.035 Uiso 1 1 calc R
C21 C 1.01963(18) 0.60664(17) 0.19462(15) 0.0191(4) Uani 1 1 d .
C15 C 1.07566(18) 0.47781(18) 0.32933(16) 0.0206(4) Uani 1 1 d .
C9 C 1.04093(18) 0.71534(18) 0.40203(16) 0.0203(4) Uani 1 1 d .
C22 C 0.93604(19) 0.65234(19) 0.13870(16) 0.0232(4) Uani 1 1 d .
H22 H 0.8625 0.6677 0.1562 0.028 Uiso 1 1 calc R
C16 C 1.1543(2) 0.4928(2) 0.41691(17) 0.0255(4) Uani 1 1 d .
H16 H 1.1612 0.5616 0.4666 0.031 Uiso 1 1 calc R
C14 C 1.0102(2) 0.7306(2) 0.49228(17) 0.0277(5) Uani 1 1 d .
H14 H 0.9644 0.6744 0.5030 0.033 Uiso 1 1 calc R
C23 C 0.9609(2) 0.6753(2) 0.05731(18) 0.0284(5) Uani 1 1 d .
H23 H 0.9042 0.7063 0.0189 0.034 Uiso 1 1 calc R
C20 C 1.0661(2) 0.3764(2) 0.25667(19) 0.0297(5) Uani 1 1 d .
H20 H 1.0130 0.3657 0.1968 0.036 Uiso 1 1 calc R
C25 C 1.1511(2) 0.6068(2) 0.08681(18) 0.0295(5) Uani 1 1 d .
H25 H 1.2241 0.5906 0.0684 0.035 Uiso 1 1 calc R
C24 C 1.0690(2) 0.6528(2) 0.03214(17) 0.0291(5) Uani 1 1 d .
H24 H 1.0862 0.6692 -0.0232 0.035 Uiso 1 1 calc R
C10 C 1.1080(2) 0.7978(2) 0.38625(19) 0.0291(5) Uani 1 1 d .
H10 H 1.1285 0.7878 0.3249 0.035 Uiso 1 1 calc R
C26 C 1.12774(19) 0.5839(2) 0.16904(17) 0.0256(4) Uani 1 1 d .
H26 H 1.1849 0.5532 0.2073 0.031 Uiso 1 1 calc R
C17 C 1.2225(2) 0.4071(3) 0.4315(2) 0.0342(5) Uani 1 1 d .
H17 H 1.2761 0.4172 0.4910 0.041 Uiso 1 1 calc R
C18 C 1.2124(3) 0.3072(3) 0.3593(2) 0.0378(6) Uani 1 1 d .
H18 H 1.2592 0.2489 0.3694 0.045 Uiso 1 1 calc R
C12 C 1.1145(3) 0.9103(2) 0.5501(2) 0.0400(6) Uani 1 1 d .
H12 H 1.1398 0.9772 0.6007 0.048 Uiso 1 1 calc R
C19 C 1.1343(3) 0.2915(2) 0.2722(2) 0.0394(6) Uani 1 1 d .
H19 H 1.1275 0.2224 0.2230 0.047 Uiso 1 1 calc R
C11 C 1.1447(3) 0.8949(2) 0.4611(2) 0.0399(6) Uani 1 1 d .
H11 H 1.1909 0.9512 0.4510 0.048 Uiso 1 1 calc R
C13 C 1.0472(2) 0.8286(2) 0.56616(19) 0.0352(6) Uani 1 1 d .
H13 H 1.0266 0.8396 0.6275 0.042 Uiso 1 1 calc R
C27 C 0.5557(2) 0.77466(17) 0.22657(16) 0.0228(4) Uani 1 1 d .
C28 C 0.6300(2) 0.83563(19) 0.19454(18) 0.0282(5) Uani 1 1 d .
C32 C 0.4408(2) 0.7995(2) 0.20914(18) 0.0285(5) Uani 1 1 d .
C29 C 0.5937(3) 0.9129(2) 0.14721(19) 0.0359(6) Uani 1 1 d .
C30 C 0.4780(3) 0.9333(2) 0.13094(19) 0.0396(7) Uani 1 1 d .
C33 C 0.54456(18) 0.73091(17) 0.42297(15) 0.0196(4) Uani 1 1 d .
C34 C 0.5986(2) 0.83170(18) 0.48143(16) 0.0233(4) Uani 1 1 d .
C38 C 0.44583(19) 0.69907(18) 0.45052(16) 0.0214(4) Uani 1 1 d .
C37 C 0.4040(2) 0.76094(19) 0.53004(16) 0.0237(4) Uani 1 1 d .
C35 C 0.5593(2) 0.89812(19) 0.56060(17) 0.0278(5) Uani 1 1 d .
C36 C 0.4607(2) 0.8618(2) 0.58483(16) 0.0267(4) Uani 1 1 d .
C39 C 0.50487(17) 0.51461(17) 0.22337(14) 0.0175(3) Uani 1 1 d .
C40 C 0.44413(18) 0.48848(17) 0.12832(15) 0.0186(4) Uani 1 1 d .
C44 C 0.50010(18) 0.42976(18) 0.26543(15) 0.0205(4) Uani 1 1 d .
C41 C 0.38229(19) 0.38776(18) 0.07908(16) 0.0223(4) Uani 1 1 d .
C43 C 0.4398(2) 0.32794(18) 0.21938(17) 0.0244(4) Uani 1 1 d .
C42 C 0.3799(2) 0.30717(18) 0.12515(18) 0.0264(4) Uani 1 1 d .
F11 F 0.44375(12) 0.56324(11) 0.07786(9) 0.0245(3) Uani 1 1 d .
F15 F 0.55815(13) 0.44588(12) 0.35807(10) 0.0290(3) Uani 1 1 d .
F10 F 0.38272(14) 0.60354(13) 0.39802(12) 0.0348(4) Uani 1 1 d .
F12 F 0.32542(14) 0.36730(13) -0.01371(11) 0.0322(3) Uani 1 1 d .
F6 F 0.69538(14) 0.87174(13) 0.46000(12) 0.0364(4) Uani 1 1 d .
F9 F 0.30878(13) 0.72509(14) 0.55473(11) 0.0335(3) Uani 1 1 d .
F14 F 0.43952(15) 0.24842(13) 0.26392(12) 0.0367(4) Uani 1 1 d .
F8 F 0.42012(16) 0.92339(15) 0.66129(11) 0.0405(4) Uani 1 1 d .
F5 F 0.36069(14) 0.74592(15) 0.23901(14) 0.0391(4) Uani 1 1 d .
F13 F 0.32013(16) 0.20945(13) 0.07824(13) 0.0415(4) Uani 1 1 d .
F1 F 0.74585(15) 0.82209(14) 0.21033(15) 0.0418(4) Uani 1 1 d .
F7 F 0.61543(17) 0.99645(14) 0.61387(14) 0.0478(5) Uani 1 1 d .
F2 F 0.6709(2) 0.97112(15) 0.11947(16) 0.0552(6) Uani 1 1 d .
F3 F 0.4405(2) 1.01018(17) 0.08694(15) 0.0585(6) Uani 1 1 d .
F4 F 0.28607(19) 0.8962(2) 0.14786(18) 0.0633(6) Uani 1 1 d .
C31 C 0.3996(3) 0.8763(2) 0.1623(2) 0.0378(6) Uani 1 1 d .
Br1 Br 0.07119(18) 0.97761(12) 0.23219(11) 0.1209(6) Uani 0.50 1 d PD
C47 C 0.1113(7) 1.0243(5) 0.0545(7) 0.120(3) Uani 1 1 d .
C45 C 0.0256(6) 0.9901(4) 0.0957(6) 0.140(4) Uani 1 1 d D
C46 C -0.0796(7) 0.9689(6) 0.0512(9) 0.143(4) 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 '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'
Br Br -0.2901 2.4595 '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
_geom_angle_site_symmetry_3
C9 P1 C21 108.65(10) .
C9 P1 C15 109.42(10) .
C21 P1 C15 106.82(10) .
C9 P1 C2 109.92(9) .
C21 P1 C2 108.22(9) .
C15 P1 C2 113.66(10) .
C1 Al1 C39 113.71(9) .
C1 Al1 C27 108.64(9) .
C39 Al1 C27 110.47(9) .
C1 Al1 C33 110.69(9) .
C39 Al1 C33 111.60(8) .
C27 Al1 C33 100.97(9) .
C1 C2 C3 124.81(18) .
C1 C2 P1 119.14(15) .
C3 C2 P1 115.34(14) .
C4 C3 C8 118.83(18) .
C4 C3 C2 119.95(18) .
C8 C3 C2 121.20(18) .
C3 C4 C5 120.64(19) .
C6 C5 C4 119.8(2) .
C2 C1 Al1 131.67(16) .
C7 C8 C3 120.5(2) .
C7 C6 C5 120.1(2) .
C6 C7 C8 120.1(2) .
C22 C21 C26 120.28(19) .
C22 C21 P1 119.09(15) .
C26 C21 P1 120.38(17) .
C16 C15 C20 119.6(2) .
C16 C15 P1 120.94(17) .
C20 C15 P1 119.38(17) .
C10 C9 C14 120.2(2) .
C10 C9 P1 120.16(17) .
C14 C9 P1 119.60(17) .
C23 C22 C21 119.7(2) .
C17 C16 C15 120.0(2) .
C13 C14 C9 119.6(2) .
C22 C23 C24 119.9(2) .
C19 C20 C15 119.9(2) .
C24 C25 C26 120.3(2) .
C25 C24 C23 120.5(2) .
C11 C10 C9 119.3(2) .
C25 C26 C21 119.4(2) .
C18 C17 C16 120.0(2) .
C17 C18 C19 120.4(2) .
C11 C12 C13 120.3(2) .
C18 C19 C20 120.1(3) .
C12 C11 C10 120.6(3) .
C12 C13 C14 119.9(3) .
C32 C27 C28 114.1(2) .
C32 C27 Al1 117.65(17) .
C28 C27 Al1 128.25(19) .
F1 C28 C29 116.1(2) .
F1 C28 C27 120.0(2) .
C29 C28 C27 123.9(3) .
F5 C32 C27 119.0(2) .
F5 C32 C31 116.5(2) .
C27 C32 C31 124.5(3) .
F2 C29 C30 119.5(3) .
F2 C29 C28 121.0(3) .
C30 C29 C28 119.5(3) .
F3 C30 C29 120.7(3) .
F3 C30 C31 119.8(3) .
C29 C30 C31 119.5(2) .
C34 C33 C38 114.22(19) .
C34 C33 Al1 118.51(15) .
C38 C33 Al1 126.27(16) .
F6 C34 C33 119.10(19) .
F6 C34 C35 116.51(19) .
C33 C34 C35 124.4(2) .
F10 C38 C37 115.75(19) .
F10 C38 C33 120.36(18) .
C37 C38 C33 123.9(2) .
F9 C37 C36 119.28(19) .
F9 C37 C38 121.5(2) .
C36 C37 C38 119.2(2) .
F7 C35 C36 119.9(2) .
F7 C35 C34 121.3(2) .
C36 C35 C34 118.8(2) .
F8 C36 C37 119.8(2) .
F8 C36 C35 120.7(2) .
C37 C36 C35 119.5(2) .
C40 C39 C44 114.04(18) .
C40 C39 Al1 124.77(15) .
C44 C39 Al1 121.18(15) .
F11 C40 C41 116.13(18) .
F11 C40 C39 120.13(18) .
C41 C40 C39 123.7(2) .
F15 C44 C43 116.65(19) .
F15 C44 C39 118.96(18) .
C43 C44 C39 124.4(2) .
F12 C41 C42 119.71(19) .
F12 C41 C40 120.8(2) .
C42 C41 C40 119.5(2) .
F14 C43 C42 119.5(2) .
F14 C43 C44 121.5(2) .
C42 C43 C44 118.9(2) .
F13 C42 C41 120.0(2) .
F13 C42 C43 120.6(2) .
C41 C42 C43 119.4(2) .
F4 C31 C30 120.2(3) .
F4 C31 C32 121.1(3) .
C30 C31 C32 118.6(3) .
C45 C47 C46 119.6(6) 2_575
C46 C45 C47 121.8(8) .
C46 C45 Br1 119.7(8) .
C47 C45 Br1 118.5(5) .
C45 C46 C47 118.5(8) 2_575
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 C9 1.796(2) .
P1 C21 1.801(2) .
P1 C15 1.802(2) .
P1 C2 1.815(2) .
Al1 C1 2.003(2) .
Al1 C39 2.012(2) .
Al1 C27 2.019(2) .
Al1 C33 2.021(2) .
C2 C1 1.349(3) .
C2 C3 1.496(3) .
C3 C4 1.392(3) .
C3 C8 1.401(3) .
C4 C5 1.392(3) .
C5 C6 1.392(3) .
C8 C7 1.388(3) .
C6 C7 1.382(4) .
C21 C22 1.394(3) .
C21 C26 1.395(3) .
C15 C16 1.396(3) .
C15 C20 1.398(3) .
C9 C10 1.394(3) .
C9 C14 1.400(3) .
C22 C23 1.389(3) .
C16 C17 1.393(4) .
C14 C13 1.390(3) .
C23 C24 1.393(3) .
C20 C19 1.387(4) .
C25 C24 1.375(4) .
C25 C26 1.394(3) .
C10 C11 1.390(4) .
C17 C18 1.381(4) .
C18 C19 1.386(4) .
C12 C11 1.380(5) .
C12 C13 1.389(4) .
C27 C32 1.376(3) .
C27 C28 1.385(3) .
C28 F1 1.352(3) .
C28 C29 1.379(4) .
C32 F5 1.356(3) .
C32 C31 1.383(4) .
C29 F2 1.348(3) .
C29 C30 1.370(5) .
C30 F3 1.346(3) .
C30 C31 1.380(5) .
C33 C34 1.380(3) .
C33 C38 1.385(3) .
C34 F6 1.360(3) .
C34 C35 1.384(3) .
C38 F10 1.350(2) .
C38 C37 1.383(3) .
C37 F9 1.347(3) .
C37 C36 1.378(3) .
C35 F7 1.346(3) .
C35 C36 1.380(3) .
C36 F8 1.341(2) .
C39 C40 1.386(3) .
C39 C44 1.386(3) .
C40 F11 1.356(2) .
C40 C41 1.384(3) .
C44 F15 1.359(2) .
C44 C43 1.380(3) .
C41 F12 1.350(3) .
C41 C42 1.376(3) .
C43 F14 1.346(3) .
C43 C42 1.378(3) .
C42 F13 1.339(3) .
F4 C31 1.343(4) .
Br1 C45 2.029(7) .
C47 C45 1.389(11) .
C47 C46 1.554(13) 2_575
C45 C46 1.265(10) .
C46 C47 1.554(13) 2_575
