# Supplementary Material (ESI) for New Journal of Chemistry
# This journal is © The Royal Society of Chemistry and 
# The Centre National de la Recherche Scientifique, 2010

data_global
_journal_name_full               'New J.Chem.'

_journal_coden_Cambridge         0440
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Derek Gates'
_publ_contact_author_email       dgates@chem.ubc.ca

_publ_section_title              
;
A Lewis acid-mediated
synthesis of P-alkyl-substituted phosphaalkenes
;
loop_
_publ_author_name
'Derek Gates'
'Joshua Bates'
'Brian Patrick'

# Attachment '- Updated NJC cifs combined.cif'

data_dg081
_database_code_depnum_ccdc_archive 'CCDC 768435'
#TrackingRef '- Updated NJC cifs combined.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H19 Al Cl3 P'
_chemical_formula_weight         291.54

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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'

_cell_length_a                   11.0934(8)
_cell_length_b                   8.8646(6)
_cell_length_c                   16.1716(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.143(2)
_cell_angle_gamma                90.00
_cell_volume                     1511.23(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3626
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      27.9

_exptl_crystal_description       irregular
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    0.738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.798
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8 APEX 2'
_diffrn_measurement_method       'area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18581
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         27.93
_reflns_number_total             3626
_reflns_number_gt                2775
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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^)+(0.0489P)^2^+1.8670P] 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_extinction_coef       ?
_refine_ls_number_reflns         3626
_refine_ls_number_parameters     133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0484
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.154
_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
C1 C 0.7731(3) 0.6060(3) 0.61580(18) 0.0292(6) Uani 1 1 d . . .
H1 H 0.7687 0.6957 0.6469 0.035 Uiso 1 1 calc R . .
C2 C 0.8056(3) 0.4679(3) 0.67225(19) 0.0324(7) Uani 1 1 d . . .
C3 C 0.8241(5) 0.3280(4) 0.6237(2) 0.0567(11) Uani 1 1 d . . .
H3A H 0.7461 0.3072 0.5760 0.085 Uiso 1 1 calc R . .
H3B H 0.8437 0.2419 0.6636 0.085 Uiso 1 1 calc R . .
H3C H 0.8942 0.3445 0.5999 0.085 Uiso 1 1 calc R . .
C4 C 0.6962(3) 0.4440(5) 0.7108(2) 0.0489(9) Uani 1 1 d . . .
H4A H 0.6831 0.5366 0.7400 0.073 Uiso 1 1 calc R . .
H4B H 0.7176 0.3611 0.7529 0.073 Uiso 1 1 calc R . .
H4C H 0.6184 0.4192 0.6640 0.073 Uiso 1 1 calc R . .
C5 C 0.9287(3) 0.5015(5) 0.7465(2) 0.0455(8) Uani 1 1 d . . .
H5A H 0.9987 0.5153 0.7223 0.068 Uiso 1 1 calc R . .
H5B H 0.9479 0.4170 0.7875 0.068 Uiso 1 1 calc R . .
H5C H 0.9177 0.5937 0.7768 0.068 Uiso 1 1 calc R . .
C6 C 0.7112(3) 0.8344(3) 0.47902(19) 0.0291(6) Uani 1 1 d . . .
C7 C 0.7138(4) 0.9326(4) 0.5574(2) 0.0473(9) Uani 1 1 d . . .
H7A H 0.7984 0.9282 0.6005 0.071 Uiso 1 1 calc R . .
H7B H 0.6508 0.8953 0.5835 0.071 Uiso 1 1 calc R . .
H7C H 0.6939 1.0371 0.5383 0.071 Uiso 1 1 calc R . .
C8 C 0.8136(3) 0.8856(4) 0.4399(2) 0.0450(8) Uani 1 1 d . . .
H8A H 0.7966 0.9896 0.4190 0.068 Uiso 1 1 calc R . .
H8B H 0.8128 0.8195 0.3911 0.068 Uiso 1 1 calc R . .
H8C H 0.8969 0.8804 0.4844 0.068 Uiso 1 1 calc R . .
C9 C 0.5794(3) 0.8427(4) 0.4112(2) 0.0393(8) Uani 1 1 d . . .
H9A H 0.5154 0.8096 0.4376 0.059 Uiso 1 1 calc R . .
H9B H 0.5767 0.7769 0.3620 0.059 Uiso 1 1 calc R . .
H9C H 0.5617 0.9468 0.3907 0.059 Uiso 1 1 calc R . .
P1 P 0.74372(7) 0.63220(8) 0.51024(5) 0.02494(18) Uani 1 1 d . . .
Cl1 Cl 0.68996(12) 0.56680(12) 0.27992(6) 0.0609(3) Uani 1 1 d . . .
Cl2 Cl 0.57822(8) 0.29943(10) 0.39768(6) 0.0447(2) Uani 1 1 d . . .
Cl3 Cl 0.90354(8) 0.32928(10) 0.42245(6) 0.0468(2) Uani 1 1 d . . .
Al1 Al 0.72936(9) 0.44325(10) 0.39687(6) 0.0284(2) 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
C1 0.0366(16) 0.0246(14) 0.0268(15) -0.0020(11) 0.0105(12) -0.0018(12)
C2 0.0381(16) 0.0267(15) 0.0289(15) 0.0041(12) 0.0053(13) -0.0014(12)
C3 0.095(3) 0.0269(17) 0.0373(19) 0.0056(14) 0.004(2) 0.0134(19)
C4 0.045(2) 0.054(2) 0.044(2) 0.0175(17) 0.0085(16) -0.0108(17)
C5 0.0424(19) 0.057(2) 0.0342(17) 0.0060(16) 0.0073(15) -0.0049(17)
C6 0.0358(15) 0.0172(13) 0.0338(15) 0.0023(11) 0.0100(12) -0.0001(11)
C7 0.073(3) 0.0187(15) 0.046(2) -0.0062(14) 0.0129(18) 0.0019(16)
C8 0.0435(19) 0.0360(19) 0.057(2) 0.0171(16) 0.0173(17) -0.0045(15)
C9 0.0381(17) 0.0290(16) 0.0468(19) 0.0043(14) 0.0074(15) 0.0067(13)
P1 0.0325(4) 0.0173(3) 0.0259(4) 0.0010(3) 0.0104(3) 0.0019(3)
Cl1 0.1063(9) 0.0486(6) 0.0311(4) 0.0061(4) 0.0263(5) 0.0098(5)
Cl2 0.0348(4) 0.0388(5) 0.0568(5) -0.0052(4) 0.0090(4) -0.0073(3)
Cl3 0.0345(4) 0.0447(5) 0.0635(6) -0.0136(4) 0.0188(4) 0.0068(3)
Al1 0.0347(5) 0.0231(4) 0.0286(4) -0.0031(3) 0.0116(4) 0.0023(3)

_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
C1 C2 1.502(4) . ?
C1 P1 1.652(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.516(5) . ?
C2 C5 1.540(4) . ?
C2 C4 1.541(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.530(4) . ?
C6 C8 1.532(4) . ?
C6 C9 1.532(4) . ?
C6 P1 1.866(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
P1 Al1 2.4516(11) . ?
Cl1 Al1 2.1101(12) . ?
Cl2 Al1 2.1096(12) . ?
Cl3 Al1 2.1042(12) . ?

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
C2 C1 P1 132.5(2) . . ?
C2 C1 H1 113.7 . . ?
P1 C1 H1 113.7 . . ?
C1 C2 C3 113.4(3) . . ?
C1 C2 C5 107.6(3) . . ?
C3 C2 C5 109.4(3) . . ?
C1 C2 C4 106.7(3) . . ?
C3 C2 C4 110.3(3) . . ?
C5 C2 C4 109.3(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C8 110.4(3) . . ?
C7 C6 C9 109.5(3) . . ?
C8 C6 C9 110.8(3) . . ?
C7 C6 P1 111.7(2) . . ?
C8 C6 P1 106.9(2) . . ?
C9 C6 P1 107.5(2) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 P1 C6 111.96(14) . . ?
C1 P1 Al1 128.52(11) . . ?
C6 P1 Al1 119.46(10) . . ?
Cl3 Al1 Cl2 113.05(5) . . ?
Cl3 Al1 Cl1 110.28(6) . . ?
Cl2 Al1 Cl1 112.09(6) . . ?
Cl3 Al1 P1 109.82(5) . . ?
Cl2 Al1 P1 105.96(5) . . ?
Cl1 Al1 P1 105.23(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
P1 C1 C2 C3 5.1(5) . . . . ?
P1 C1 C2 C5 126.3(3) . . . . ?
P1 C1 C2 C4 -116.6(3) . . . . ?
C2 C1 P1 C6 -179.2(3) . . . . ?
C2 C1 P1 Al1 3.9(4) . . . . ?
C7 C6 P1 C1 -2.1(3) . . . . ?
C8 C6 P1 C1 118.8(2) . . . . ?
C9 C6 P1 C1 -122.2(2) . . . . ?
C7 C6 P1 Al1 175.2(2) . . . . ?
C8 C6 P1 Al1 -64.0(2) . . . . ?
C9 C6 P1 Al1 55.0(2) . . . . ?
C1 P1 Al1 Cl3 -61.10(15) . . . . ?
C6 P1 Al1 Cl3 122.15(12) . . . . ?
C1 P1 Al1 Cl2 61.31(15) . . . . ?
C6 P1 Al1 Cl2 -115.43(12) . . . . ?
C1 P1 Al1 Cl1 -179.79(14) . . . . ?
C6 P1 Al1 Cl1 3.47(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.93
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.078

#===END

data_dg027
_database_code_depnum_ccdc_archive 'CCDC 768436'
#TrackingRef '- Updated NJC cifs combined.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H19 Cl3 Ga P'
_chemical_formula_weight         334.28

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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'

_cell_length_a                   11.0971(14)
_cell_length_b                   8.8556(12)
_cell_length_c                   16.184(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.247(5)
_cell_angle_gamma                90.00
_cell_volume                     1510.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6868
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      28.0

_exptl_crystal_description       irregular
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680
_exptl_absorpt_coefficient_mu    2.426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_process_details   'twinabs 2008/2'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8 APEX'
_diffrn_measurement_method       'area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32228
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         27.95
_reflns_number_total             6868
_reflns_number_gt                5368
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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^)+(0.0243P)^2^+1.7075P] 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_extinction_coef       ?
_refine_ls_number_reflns         6868
_refine_ls_number_parameters     134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.0887
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.001
_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
C1 C 0.7725(2) 0.6061(3) 0.61727(16) 0.0250(6) Uani 1 1 d . . .
H1 H 0.7669 0.6951 0.6486 0.030 Uiso 1 1 calc R . .
C2 C 0.8053(3) 0.4674(3) 0.67322(17) 0.0285(6) Uani 1 1 d . . .
C3 C 0.8242(3) 0.3279(3) 0.6245(2) 0.0505(9) Uani 1 1 d . . .
H3A H 0.7477 0.3095 0.5752 0.076 Uiso 1 1 calc R . .
H3B H 0.8405 0.2406 0.6637 0.076 Uiso 1 1 calc R . .
H3C H 0.8967 0.3433 0.6031 0.076 Uiso 1 1 calc R . .
C4 C 0.6964(3) 0.4424(4) 0.7118(2) 0.0459(8) Uani 1 1 d . . .
H4A H 0.6833 0.5346 0.7414 0.069 Uiso 1 1 calc R . .
H4B H 0.7181 0.3589 0.7536 0.069 Uiso 1 1 calc R . .
H4C H 0.6184 0.4179 0.6650 0.069 Uiso 1 1 calc R . .
C5 C 0.9283(3) 0.5023(4) 0.74735(19) 0.0399(7) Uani 1 1 d . . .
H5A H 0.9983 0.5156 0.7232 0.060 Uiso 1 1 calc R . .
H5B H 0.9477 0.4185 0.7889 0.060 Uiso 1 1 calc R . .
H5C H 0.9170 0.5952 0.7771 0.060 Uiso 1 1 calc R . .
C6 C 0.7101(2) 0.8358(3) 0.47910(17) 0.0245(5) Uani 1 1 d . . .
C7 C 0.7106(3) 0.9340(3) 0.5566(2) 0.0433(8) Uani 1 1 d . . .
H7A H 0.7949 0.9311 0.6001 0.065 Uiso 1 1 calc R . .
H7B H 0.6476 0.8958 0.5823 0.065 Uiso 1 1 calc R . .
H7C H 0.6896 1.0383 0.5370 0.065 Uiso 1 1 calc R . .
C8 C 0.8123(3) 0.8887(3) 0.4403(2) 0.0387(7) Uani 1 1 d . . .
H8A H 0.7926 0.9913 0.4173 0.058 Uiso 1 1 calc R . .
H8B H 0.8146 0.8204 0.3932 0.058 Uiso 1 1 calc R . .
H8C H 0.8951 0.8883 0.4857 0.058 Uiso 1 1 calc R . .
C9 C 0.5786(2) 0.8422(3) 0.4098(2) 0.0360(7) Uani 1 1 d . . .
H9A H 0.5144 0.8044 0.4347 0.054 Uiso 1 1 calc R . .
H9B H 0.5787 0.7795 0.3600 0.054 Uiso 1 1 calc R . .
H9C H 0.5587 0.9468 0.3907 0.054 Uiso 1 1 calc R . .
P1 P 0.74417(6) 0.63474(7) 0.51182(4) 0.02196(15) Uani 1 1 d . . .
Cl1 Cl 0.69379(10) 0.56869(9) 0.27870(5) 0.0567(2) Uani 1 1 d . . .
Cl2 Cl 0.57730(7) 0.29789(8) 0.39736(5) 0.04131(18) Uani 1 1 d . . .
Cl3 Cl 0.90866(7) 0.32736(9) 0.42459(5) 0.0436(2) Uani 1 1 d . . .
Ga1 Ga 0.73223(3) 0.44830(3) 0.400520(19) 0.02454(8) 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
C1 0.0325(14) 0.0201(11) 0.0231(15) -0.0008(10) 0.0098(12) -0.0027(10)
C2 0.0372(15) 0.0255(13) 0.0192(14) 0.0038(11) 0.0037(11) -0.0018(11)
C3 0.085(3) 0.0244(15) 0.0306(18) 0.0067(13) 0.0020(16) 0.0136(15)
C4 0.0418(17) 0.0534(19) 0.0388(18) 0.0183(16) 0.0073(14) -0.0121(15)
C5 0.0369(16) 0.0522(18) 0.0265(16) 0.0054(14) 0.0042(13) -0.0059(14)
C6 0.0304(14) 0.0176(11) 0.0248(14) 0.0030(10) 0.0076(11) 0.0005(10)
C7 0.065(2) 0.0232(14) 0.0375(18) -0.0044(13) 0.0104(15) 0.0055(14)
C8 0.0368(16) 0.0324(14) 0.047(2) 0.0177(14) 0.0135(14) -0.0052(13)
C9 0.0307(15) 0.0315(14) 0.0424(19) -0.0005(13) 0.0067(13) 0.0058(12)
P1 0.0297(4) 0.0168(3) 0.0208(4) 0.0008(3) 0.0100(3) 0.0016(3)
Cl1 0.0995(7) 0.0483(5) 0.0259(4) 0.0058(4) 0.0247(4) 0.0084(5)
Cl2 0.0313(4) 0.0383(4) 0.0503(5) -0.0038(4) 0.0070(3) -0.0072(3)
Cl3 0.0306(4) 0.0443(4) 0.0578(5) -0.0138(4) 0.0165(4) 0.0073(3)
Ga1 0.02977(15) 0.02205(13) 0.02319(15) -0.00221(12) 0.01029(12) 0.00258(12)

_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
C1 C2 1.502(3) . ?
C1 P1 1.655(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.515(4) . ?
C2 C5 1.540(4) . ?
C2 C4 1.541(4) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.524(4) . ?
C6 C8 1.532(4) . ?
C6 C9 1.538(4) . ?
C6 P1 1.862(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
P1 Ga1 2.4164(7) . ?
Cl1 Ga1 2.1631(9) . ?
Cl2 Ga1 2.1628(8) . ?
Cl3 Ga1 2.1573(8) . ?

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
C2 C1 P1 132.7(2) . . ?
C2 C1 H1 113.6 . . ?
P1 C1 H1 113.6 . . ?
C1 C2 C3 113.6(2) . . ?
C1 C2 C5 107.1(2) . . ?
C3 C2 C5 109.7(2) . . ?
C1 C2 C4 106.8(2) . . ?
C3 C2 C4 110.4(2) . . ?
C5 C2 C4 109.2(2) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C8 110.5(2) . . ?
C7 C6 C9 109.7(2) . . ?
C8 C6 C9 110.2(2) . . ?
C7 C6 P1 111.32(18) . . ?
C8 C6 P1 107.35(17) . . ?
C9 C6 P1 107.73(17) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 P1 C6 113.30(12) . . ?
C1 P1 Ga1 127.77(9) . . ?
C6 P1 Ga1 118.84(8) . . ?
Cl3 Ga1 Cl2 111.61(3) . . ?
Cl3 Ga1 Cl1 108.55(4) . . ?
Cl2 Ga1 Cl1 110.70(4) . . ?
Cl3 Ga1 P1 111.70(3) . . ?
Cl2 Ga1 P1 107.22(3) . . ?
Cl1 Ga1 P1 106.97(3) . . ?

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
P1 C1 C2 C3 4.5(4) . . . . ?
P1 C1 C2 C5 125.7(3) . . . . ?
P1 C1 C2 C4 -117.5(3) . . . . ?
C2 C1 P1 C6 -179.2(2) . . . . ?
C2 C1 P1 Ga1 4.3(3) . . . . ?
C7 C6 P1 C1 -2.0(2) . . . . ?
C8 C6 P1 C1 119.0(2) . . . . ?
C9 C6 P1 C1 -122.29(19) . . . . ?
C7 C6 P1 Ga1 174.91(16) . . . . ?
C8 C6 P1 Ga1 -64.1(2) . . . . ?
C9 C6 P1 Ga1 54.6(2) . . . . ?
C1 P1 Ga1 Cl3 -60.89(12) . . . . ?
C6 P1 Ga1 Cl3 122.71(10) . . . . ?
C1 P1 Ga1 Cl2 61.68(12) . . . . ?
C6 P1 Ga1 Cl2 -114.73(10) . . . . ?
C1 P1 Ga1 Cl1 -179.54(12) . . . . ?
C6 P1 Ga1 Cl1 4.06(10) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.95
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.085

#===END

data_dg136
_database_code_depnum_ccdc_archive 'CCDC 768437'
#TrackingRef '- NJC_cifs.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H25 Cl3 Ga P'
_chemical_formula_weight         412.39

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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'

_cell_length_a                   10.5923(11)
_cell_length_b                   15.9466(17)
_cell_length_c                   11.3326(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.238(5)
_cell_angle_gamma                90.00
_cell_volume                     1828.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7795
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      28.2

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          1.0
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.3
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_absorpt_coefficient_mu    2.020
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.278
_exptl_absorpt_correction_T_max  0.545
_exptl_absorpt_process_details   'twinabs 2008/2'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker X8 APEX 2'
_diffrn_measurement_method       'area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39679
_diffrn_reflns_av_R_equivalents  0.0880
_diffrn_reflns_av_sigmaI/netI    0.0650
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         28.20
_reflns_number_total             7795
_reflns_number_gt                5496
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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.
;

_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^)+(0.0386P)^2^+4.0242P] 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_extinction_coef       ?
_refine_ls_number_reflns         7795
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1350
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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
C1 C 0.6288(4) 0.0707(2) 0.8114(4) 0.0273(8) Uani 1 1 d . . .
H1 H 0.5679 0.0260 0.8047 0.033 Uiso 1 1 calc R . .
C2 C 0.7701(4) 0.0474(2) 0.8751(4) 0.0255(8) Uani 1 1 d . . .
C3 C 0.8129(5) -0.0143(3) 0.7906(5) 0.0482(12) Uani 1 1 d . . .
H3A H 0.7535 -0.0628 0.7742 0.072 Uiso 1 1 calc R . .
H3B H 0.9036 -0.0329 0.8311 0.072 Uiso 1 1 calc R . .
H3C H 0.8091 0.0136 0.7125 0.072 Uiso 1 1 calc R . .
C4 C 0.7748(4) 0.0039(3) 0.9961(4) 0.0353(10) Uani 1 1 d . . .
H4A H 0.7421 0.0423 1.0480 0.053 Uiso 1 1 calc R . .
H4B H 0.8661 -0.0121 1.0394 0.053 Uiso 1 1 calc R . .
H4C H 0.7191 -0.0463 0.9787 0.053 Uiso 1 1 calc R . .
C5 C 0.8614(4) 0.1225(3) 0.9024(4) 0.0366(11) Uani 1 1 d . . .
H5A H 0.8640 0.1482 0.8246 0.055 Uiso 1 1 calc R . .
H5B H 0.9506 0.1045 0.9495 0.055 Uiso 1 1 calc R . .
H5C H 0.8289 0.1636 0.9508 0.055 Uiso 1 1 calc R . .
C6 C 0.3798(3) 0.1515(2) 0.6847(3) 0.0202(7) Uani 1 1 d . . .
C7 C 0.3161(4) 0.2246(2) 0.7344(4) 0.0285(9) Uani 1 1 d . . .
H7A H 0.3371 0.2200 0.8253 0.034 Uiso 1 1 calc R . .
H7B H 0.3519 0.2785 0.7149 0.034 Uiso 1 1 calc R . .
C8 C 0.3448(4) 0.1569(2) 0.5434(3) 0.0273(8) Uani 1 1 d . . .
H8A H 0.3806 0.2094 0.5196 0.033 Uiso 1 1 calc R . .
H8B H 0.3846 0.1091 0.5116 0.033 Uiso 1 1 calc R . .
C9 C 0.3250(4) 0.0683(2) 0.7182(4) 0.0274(9) Uani 1 1 d . . .
H9A H 0.3650 0.0206 0.6864 0.033 Uiso 1 1 calc R . .
H9B H 0.3478 0.0629 0.8092 0.033 Uiso 1 1 calc R . .
C10 C 0.1663(4) 0.2223(3) 0.6753(4) 0.0324(9) Uani 1 1 d . . .
H10 H 0.1252 0.2704 0.7068 0.039 Uiso 1 1 calc R . .
C11 C 0.1946(4) 0.1551(2) 0.4876(4) 0.0290(9) Uani 1 1 d . . .
H11 H 0.1721 0.1593 0.3956 0.035 Uiso 1 1 calc R . .
C12 C 0.1741(4) 0.0668(2) 0.6613(4) 0.0321(10) Uani 1 1 d . . .
H12 H 0.1385 0.0130 0.6837 0.039 Uiso 1 1 calc R . .
C13 C 0.1336(4) 0.2288(3) 0.5357(4) 0.0349(10) Uani 1 1 d . . .
H13A H 0.0366 0.2286 0.4977 0.042 Uiso 1 1 calc R . .
H13B H 0.1689 0.2821 0.5133 0.042 Uiso 1 1 calc R . .
C14 C 0.1395(4) 0.0733(3) 0.5215(4) 0.0339(10) Uani 1 1 d . . .
H14A H 0.0423 0.0719 0.4845 0.041 Uiso 1 1 calc R . .
H14B H 0.1777 0.0252 0.4887 0.041 Uiso 1 1 calc R . .
C15 C 0.1122(4) 0.1399(3) 0.7100(4) 0.0364(10) Uani 1 1 d . . .
H15A H 0.1333 0.1358 0.8010 0.044 Uiso 1 1 calc R . .
H15B H 0.0149 0.1384 0.6740 0.044 Uiso 1 1 calc R . .
P1 P 0.56051(9) 0.15971(6) 0.75112(10) 0.0244(2) Uani 1 1 d . . .
Cl1 Cl 0.52138(11) 0.36572(6) 0.60825(12) 0.0452(3) Uani 1 1 d . . .
Cl2 Cl 0.65839(17) 0.34641(8) 0.93542(13) 0.0622(4) Uani 1 1 d . . .
Cl3 Cl 0.84876(10) 0.30625(7) 0.73180(12) 0.0462(3) Uani 1 1 d . . .
Ga1 Ga 0.65755(4) 0.29757(2) 0.75841(5) 0.02803(12) 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
C1 0.0277(19) 0.0194(17) 0.033(2) 0.0023(17) 0.0060(17) -0.0025(15)
C2 0.0259(18) 0.0179(17) 0.031(2) 0.0028(16) 0.0066(17) 0.0044(14)
C3 0.049(3) 0.047(3) 0.049(3) -0.008(2) 0.014(2) 0.020(2)
C4 0.029(2) 0.035(2) 0.039(3) 0.010(2) 0.0063(19) 0.0015(18)
C5 0.0213(18) 0.030(2) 0.055(3) 0.008(2) 0.0062(19) 0.0009(16)
C6 0.0187(16) 0.0179(16) 0.025(2) 0.0004(15) 0.0078(15) 0.0011(13)
C7 0.026(2) 0.0267(18) 0.032(2) -0.0089(17) 0.0071(18) -0.0010(15)
C8 0.032(2) 0.0272(19) 0.024(2) 0.0007(16) 0.0112(17) -0.0019(17)
C9 0.030(2) 0.0203(17) 0.029(2) 0.0033(16) 0.0035(17) -0.0037(15)
C10 0.0254(19) 0.032(2) 0.042(3) -0.0081(19) 0.0134(19) 0.0036(16)
C11 0.033(2) 0.036(2) 0.015(2) 0.0004(17) 0.0014(16) -0.0034(17)
C12 0.0276(19) 0.028(2) 0.038(3) 0.0027(18) 0.0047(18) -0.0080(16)
C13 0.024(2) 0.030(2) 0.045(3) 0.0063(19) 0.0015(18) 0.0021(17)
C14 0.030(2) 0.033(2) 0.035(3) -0.0099(19) 0.0036(18) -0.0079(18)
C15 0.025(2) 0.055(3) 0.031(2) 0.000(2) 0.0105(17) -0.0029(19)
P1 0.0206(4) 0.0182(4) 0.0330(6) 0.0039(4) 0.0059(4) 0.0005(4)
Cl1 0.0321(5) 0.0281(5) 0.0675(9) 0.0175(5) 0.0027(5) 0.0025(4)
Cl2 0.1038(11) 0.0389(6) 0.0554(9) -0.0136(6) 0.0414(8) -0.0187(7)
Cl3 0.0272(5) 0.0458(6) 0.0673(8) 0.0254(6) 0.0165(5) 0.0017(5)
Ga1 0.0257(2) 0.01971(19) 0.0388(3) 0.0034(2) 0.00975(19) -0.00223(18)

_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
C1 C2 1.503(5) . ?
C1 P1 1.647(4) . ?
C1 H1 0.9500 . ?
C2 C5 1.514(5) . ?
C2 C4 1.524(5) . ?
C2 C3 1.531(6) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C8 1.535(5) . ?
C6 C7 1.536(5) . ?
C6 C9 1.540(5) . ?
C6 P1 1.842(3) . ?
C7 C10 1.529(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C11 1.528(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C12 1.536(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C13 1.520(6) . ?
C10 C15 1.530(6) . ?
C10 H10 1.0000 . ?
C11 C13 1.518(6) . ?
C11 C14 1.525(5) . ?
C11 H11 1.0000 . ?
C12 C15 1.520(6) . ?
C12 C14 1.520(6) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
P1 Ga1 2.4178(10) . ?
Cl1 Ga1 2.1686(12) . ?
Cl2 Ga1 2.1493(14) . ?
Cl3 Ga1 2.1387(11) . ?

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
C2 C1 P1 131.7(3) . . ?
C2 C1 H1 114.1 . . ?
P1 C1 H1 114.1 . . ?
C1 C2 C5 112.8(3) . . ?
C1 C2 C4 107.9(3) . . ?
C5 C2 C4 109.1(3) . . ?
C1 C2 C3 107.2(3) . . ?
C5 C2 C3 110.2(4) . . ?
C4 C2 C3 109.5(3) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 C6 C7 110.1(3) . . ?
C8 C6 C9 108.3(3) . . ?
C7 C6 C9 108.9(3) . . ?
C8 C6 P1 108.9(2) . . ?
C7 C6 P1 108.2(2) . . ?
C9 C6 P1 112.5(2) . . ?
C10 C7 C6 109.4(3) . . ?
C10 C7 H7A 109.8 . . ?
C6 C7 H7A 109.8 . . ?
C10 C7 H7B 109.8 . . ?
C6 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C11 C8 C6 109.4(3) . . ?
C11 C8 H8A 109.8 . . ?
C6 C8 H8A 109.8 . . ?
C11 C8 H8B 109.8 . . ?
C6 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C12 C9 C6 109.4(3) . . ?
C12 C9 H9A 109.8 . . ?
C6 C9 H9A 109.8 . . ?
C12 C9 H9B 109.8 . . ?
C6 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
C13 C10 C7 110.0(3) . . ?
C13 C10 C15 109.9(3) . . ?
C7 C10 C15 109.1(3) . . ?
C13 C10 H10 109.3 . . ?
C7 C10 H10 109.3 . . ?
C15 C10 H10 109.3 . . ?
C13 C11 C14 109.7(3) . . ?
C13 C11 C8 109.8(3) . . ?
C14 C11 C8 109.9(3) . . ?
C13 C11 H11 109.2 . . ?
C14 C11 H11 109.2 . . ?
C8 C11 H11 109.2 . . ?
C15 C12 C14 109.3(3) . . ?
C15 C12 C9 110.0(3) . . ?
C14 C12 C9 109.7(3) . . ?
C15 C12 H12 109.3 . . ?
C14 C12 H12 109.3 . . ?
C9 C12 H12 109.3 . . ?
C11 C13 C10 109.3(3) . . ?
C11 C13 H13A 109.8 . . ?
C10 C13 H13A 109.8 . . ?
C11 C13 H13B 109.8 . . ?
C10 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C12 C14 C11 109.2(3) . . ?
C12 C14 H14A 109.8 . . ?
C11 C14 H14A 109.8 . . ?
C12 C14 H14B 109.8 . . ?
C11 C14 H14B 109.8 . . ?
H14A C14 H14B 108.3 . . ?
C12 C15 C10 109.3(3) . . ?
C12 C15 H15A 109.8 . . ?
C10 C15 H15A 109.8 . . ?
C12 C15 H15B 109.8 . . ?
C10 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
C1 P1 C6 112.56(17) . . ?
C1 P1 Ga1 129.74(14) . . ?
C6 P1 Ga1 117.30(11) . . ?
Cl3 Ga1 Cl2 111.46(6) . . ?
Cl3 Ga1 Cl1 107.12(5) . . ?
Cl2 Ga1 Cl1 111.63(6) . . ?
Cl3 Ga1 P1 117.70(4) . . ?
Cl2 Ga1 P1 104.22(5) . . ?
Cl1 Ga1 P1 104.58(4) . . ?

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
P1 C1 C2 C5 9.1(6) . . . . ?
P1 C1 C2 C4 129.7(4) . . . . ?
P1 C1 C2 C3 -112.4(4) . . . . ?
C8 C6 C7 C10 58.0(4) . . . . ?
C9 C6 C7 C10 -60.6(4) . . . . ?
P1 C6 C7 C10 176.9(3) . . . . ?
C7 C6 C8 C11 -58.4(4) . . . . ?
C9 C6 C8 C11 60.6(4) . . . . ?
P1 C6 C8 C11 -176.8(3) . . . . ?
C8 C6 C9 C12 -60.5(4) . . . . ?
C7 C6 C9 C12 59.2(4) . . . . ?
P1 C6 C9 C12 179.2(3) . . . . ?
C6 C7 C10 C13 -59.2(4) . . . . ?
C6 C7 C10 C15 61.4(4) . . . . ?
C6 C8 C11 C13 59.8(4) . . . . ?
C6 C8 C11 C14 -60.9(4) . . . . ?
C6 C9 C12 C15 -59.6(4) . . . . ?
C6 C9 C12 C14 60.6(4) . . . . ?
C14 C11 C13 C10 59.8(4) . . . . ?
C8 C11 C13 C10 -61.0(4) . . . . ?
C7 C10 C13 C11 60.8(4) . . . . ?
C15 C10 C13 C11 -59.4(4) . . . . ?
C15 C12 C14 C11 60.8(4) . . . . ?
C9 C12 C14 C11 -59.9(4) . . . . ?
C13 C11 C14 C12 -60.7(4) . . . . ?
C8 C11 C14 C12 60.1(4) . . . . ?
C14 C12 C15 C10 -60.2(4) . . . . ?
C9 C12 C15 C10 60.2(4) . . . . ?
C13 C10 C15 C12 59.7(4) . . . . ?
C7 C10 C15 C12 -61.0(4) . . . . ?
C2 C1 P1 C6 -179.8(4) . . . . ?
C2 C1 P1 Ga1 -7.4(5) . . . . ?
C8 C6 P1 C1 -110.0(3) . . . . ?
C7 C6 P1 C1 130.4(3) . . . . ?
C9 C6 P1 C1 10.1(3) . . . . ?
C8 C6 P1 Ga1 76.6(2) . . . . ?
C7 C6 P1 Ga1 -43.0(3) . . . . ?
C9 C6 P1 Ga1 -163.4(2) . . . . ?
C1 P1 Ga1 Cl3 42.6(2) . . . . ?
C6 P1 Ga1 Cl3 -145.24(15) . . . . ?
C1 P1 Ga1 Cl2 -81.4(2) . . . . ?
C6 P1 Ga1 Cl2 90.75(15) . . . . ?
C1 P1 Ga1 Cl1 161.3(2) . . . . ?
C6 P1 Ga1 Cl1 -26.56(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        28.20
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.908
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.112