# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is (c) The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2007


data_global
_journal_name_full               'New J.Chem.'
_journal_coden_cambridge         0440
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_author_address             
;
Department of Chemistry and Biochemistry
University of Lethbridge
Lethbridge, AB Canada
T1K 3M4
;
_publ_contact_author_address     
;
Department of Chemistry and Biochemistry
University of Lethbridge
Lethbridge, AB Canada
T1K 3M4
;
_publ_contact_author_email       boere@uleth.ca
_publ_contact_author_fax         +1-403-329-2057
_publ_contact_author_phone       +1-403-329-2045
_publ_contact_author_name        'Prof. Rene Boere'

_publ_section_title              
;Photophysical, Dynamic and Redox Behavior of
tris-(2,6-Diisopropylphenyl)phosphine
;
loop_
_publ_author_name
'Rene T. Boere'
'Alan Bond'
'Steve Cronin'
'Noel W. Duffy'
'Paul Hazendonk'
'Jason D. Masuda'
'Kyle Pollard'
'Tracey L. Roemmele'
'Peter Tran'
'Yuankui Zhang'

data_Dipp3P
_database_code_depnum_ccdc_archive 'CCDC 660828'

_chemical_name_systematic        Tris(2,6-diisopropylphenyl)phosphane
_chemical_name_common            Tris(2,6-diisopropylphenyl)phosphine
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H51 P'
_chemical_formula_sum            'C36 H51 P'
_chemical_formula_weight         514.74

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   'R 3'
_symmetry_space_group_name_Hall  'R 3'
_symmetry_int_tables_number      146

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   16.5047(7)
_cell_length_b                   16.5047(7)
_cell_length_c                   10.2363(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2414.8(3)
_cell_formula_units_Z            3
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6376
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      26.40
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.32
_exptl_crystal_density_diffrn    1.062
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             846
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9421
_exptl_absorpt_correction_T_max  0.9668
_exptl_absorpt_process_details   
;
SADABS (Sheldrick, 2004)
;
_exptl_special_details           
;
Low temperature data collection.
Twinning by merohedry. Twin Law refined:
TWIN 0 1 0 1 0 0 0 0 -1
This is the reason that the Flack parameter is out of the
normal range.
;
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker Smart Platform'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       'omega and phi'
_diffrn_reflns_number            5662
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         26.40
_reflns_number_total             2205
_reflns_number_gt                2204
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Mercury 1.4.1 (CCDC, 2001-2005)'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
Refinement of the inverted structure was peformed; R-factor is worse.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.3614P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.37(11)
_refine_ls_number_reflns         2205
_refine_ls_number_parameters     113
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0841
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_restrained_S_all      1.152
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
P P 0.3333 0.6667 0.12664(6) 0.02213(13) Uani 1 3 d S . .
C1 C 0.24422(10) 0.54751(11) 0.17939(16) 0.0267(3) Uani 1 1 d . . .
C2 C 0.23506(13) 0.47649(11) 0.09168(15) 0.0305(3) Uani 1 1 d . . .
C3 C 0.15918(15) 0.38648(14) 0.1035(2) 0.0432(4) Uani 1 1 d . . .
H3 H 0.1532 0.3392 0.0448 0.052 Uiso 1 1 calc R . .
C4 C 0.09178(15) 0.36449(15) 0.1999(2) 0.0500(5) Uani 1 1 d . . .
H4 H 0.0393 0.3031 0.2054 0.060 Uiso 1 1 calc R . .
C5 C 0.10177(16) 0.43199(17) 0.2867(2) 0.0475(5) Uani 1 1 d . . .
H5 H 0.0558 0.4163 0.3527 0.057 Uiso 1 1 calc R . .
C6 C 0.17777(13) 0.52350(14) 0.28104(19) 0.0339(4) Uani 1 1 d . . .
C7 C 0.30499(15) 0.49441(15) -0.0163(2) 0.0367(4) Uani 1 1 d . . .
H7 H 0.3609 0.5575 -0.0009 0.044 Uiso 1 1 calc R . .
C8 C 0.3379(2) 0.4225(2) -0.0152(3) 0.0593(7) Uani 1 1 d . . .
H8A H 0.3830 0.4366 -0.0859 0.071 Uiso 1 1 calc R . .
H8B H 0.2840 0.3597 -0.0279 0.071 Uiso 1 1 calc R . .
H8C H 0.3676 0.4253 0.0688 0.071 Uiso 1 1 calc R . .
C9 C 0.2640(2) 0.4965(2) -0.1495(2) 0.0579(7) Uani 1 1 d . . .
H9A H 0.3104 0.5091 -0.2179 0.069 Uiso 1 1 calc R . .
H9B H 0.2474 0.5458 -0.1500 0.069 Uiso 1 1 calc R . .
H9C H 0.2078 0.4358 -0.1660 0.069 Uiso 1 1 calc R . .
C10 C 0.18538(15) 0.59044(17) 0.38784(18) 0.0432(4) Uani 1 1 d . . .
H10 H 0.2478 0.6485 0.3790 0.052 Uiso 1 1 calc R . .
C11 C 0.1811(2) 0.5493(2) 0.5235(2) 0.0595(6) Uani 1 1 d . . .
H11A H 0.1850 0.5934 0.5905 0.071 Uiso 1 1 calc R . .
H11B H 0.2336 0.5378 0.5337 0.071 Uiso 1 1 calc R . .
H11C H 0.1220 0.4902 0.5329 0.071 Uiso 1 1 calc R . .
C12 C 0.1104(2) 0.6187(2) 0.3763(3) 0.0643(7) Uani 1 1 d . . .
H12A H 0.1187 0.6627 0.4464 0.077 Uiso 1 1 calc R . .
H12B H 0.0483 0.5629 0.3836 0.077 Uiso 1 1 calc R . .
H12C H 0.1161 0.6486 0.2914 0.077 Uiso 1 1 calc R . .

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
P 0.02201(17) 0.02201(17) 0.0224(2) 0.000 0.000 0.01100(9)
C1 0.0229(6) 0.0241(7) 0.0304(7) 0.0029(6) 0.0004(6) 0.0098(5)
C2 0.0301(8) 0.0275(7) 0.0350(8) -0.0008(6) -0.0030(7) 0.0152(7)
C3 0.0410(10) 0.0299(9) 0.0520(11) -0.0037(8) -0.0059(8) 0.0127(7)
C4 0.0364(10) 0.0338(10) 0.0611(13) 0.0066(9) 0.0004(9) 0.0035(8)
C5 0.0359(10) 0.0480(12) 0.0490(12) 0.0122(9) 0.0127(8) 0.0138(9)
C6 0.0302(8) 0.0370(9) 0.0347(9) 0.0068(7) 0.0038(7) 0.0170(7)
C7 0.0412(10) 0.0332(9) 0.0361(9) -0.0052(7) 0.0042(7) 0.0189(8)
C8 0.0689(17) 0.0581(15) 0.0686(16) -0.0041(12) 0.0122(12) 0.0450(14)
C9 0.0784(18) 0.0663(15) 0.0366(11) -0.0009(10) 0.0039(10) 0.0419(14)
C10 0.0485(10) 0.0494(12) 0.0364(9) 0.0070(9) 0.0165(7) 0.0280(10)
C11 0.0787(17) 0.0643(15) 0.0352(11) 0.0088(9) 0.0186(10) 0.0354(13)
C12 0.0680(15) 0.0709(16) 0.0734(16) 0.0172(13) 0.0355(13) 0.0492(14)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P C1 1.8520(15) 3_565 ?
P C1 1.8520(15) . ?
P C1 1.8520(15) 2_665 ?
C1 C6 1.417(2) . ?
C1 C2 1.423(2) . ?
C2 C3 1.389(3) . ?
C2 C7 1.516(3) . ?
C3 C4 1.393(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.369(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.401(3) . ?
C5 H5 0.9500 . ?
C6 C10 1.514(3) . ?
C7 C9 1.531(3) . ?
C7 C8 1.532(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C12 1.530(3) . ?
C10 C11 1.532(3) . ?
C10 H10 1.0000 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?

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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 P C1 111.87(5) 3_565 . ?
C1 P C1 111.87(5) 3_565 2_665 ?
C1 P C1 111.87(5) . 2_665 ?
C6 C1 C2 118.97(15) . . ?
C6 C1 P 127.14(13) . . ?
C2 C1 P 113.05(12) . . ?
C3 C2 C1 119.58(17) . . ?
C3 C2 C7 117.60(17) . . ?
C1 C2 C7 122.82(15) . . ?
C2 C3 C4 121.06(19) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 119.50(19) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.9(2) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 118.83(19) . . ?
C5 C6 C10 117.36(18) . . ?
C1 C6 C10 123.77(17) . . ?
C2 C7 C9 110.58(18) . . ?
C2 C7 C8 111.94(18) . . ?
C9 C7 C8 110.8(2) . . ?
C2 C7 H7 107.8 . . ?
C9 C7 H7 107.8 . . ?
C8 C7 H7 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 C12 112.4(2) . . ?
C6 C10 C11 111.2(2) . . ?
C12 C10 C11 109.9(2) . . ?
C6 C10 H10 107.7 . . ?
C12 C10 H10 107.7 . . ?
C11 C10 H10 107.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 P C1 C6 -20.28(19) 3_565 . . . ?
C1 P C1 C6 106.14(12) 2_665 . . . ?
C1 P C1 C2 148.97(12) 3_565 . . . ?
C1 P C1 C2 -84.61(16) 2_665 . . . ?
C6 C1 C2 C3 3.0(3) . . . . ?
P C1 C2 C3 -167.21(14) . . . . ?
C6 C1 C2 C7 -177.21(17) . . . . ?
P C1 C2 C7 12.6(2) . . . . ?
C1 C2 C3 C4 0.0(3) . . . . ?
C7 C2 C3 C4 -179.8(2) . . . . ?
C2 C3 C4 C5 -1.8(3) . . . . ?
C3 C4 C5 C6 0.6(4) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C4 C5 C6 C10 -175.7(2) . . . . ?
C2 C1 C6 C5 -4.1(3) . . . . ?
P C1 C6 C5 164.54(16) . . . . ?
C2 C1 C6 C10 173.81(17) . . . . ?
P C1 C6 C10 -17.5(3) . . . . ?
C3 C2 C7 C9 73.6(2) . . . . ?
C1 C2 C7 C9 -106.2(2) . . . . ?
C3 C2 C7 C8 -50.5(3) . . . . ?
C1 C2 C7 C8 129.7(2) . . . . ?
C5 C6 C10 C12 -70.9(2) . . . . ?
C1 C6 C10 C12 111.1(2) . . . . ?
C5 C6 C10 C11 52.9(3) . . . . ?
C1 C6 C10 C11 -125.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.40
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.030
_chemical_compound_source        Pentane
_exptl_crystal_recrystallization_method 'Slow Cooling'

#END