# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_1_100k_0m

_audit_creation_date             2014-07-03T10:20:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C36 H52 Li N2 O2 P'
_chemical_formula_sum            'C36 H52 Li N2 O2 P'
_chemical_formula_weight         582.71

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
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'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14


_cell_length_a                   17.958(3)
_cell_length_b                   10.1720(15)
_cell_length_c                   20.232(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.853(2)
_cell_angle_gamma                90
_cell_volume                     3430.1(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9753
_cell_measurement_theta_min      2.169
_cell_measurement_theta_max      28.648

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        ? was used for absorption correction.
        R(int) was 0.0917 before and 0.0614 after correction.
        The Ratio of minimum to maximum transmission is 0.9043.
        The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_correction_T_min  0.6745
_exptl_absorpt_correction_T_max  0.7459

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_number            67933
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             6286
_reflns_number_gt                4694
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    
;
        XS, G.M. Sheldrick, Acta Cryst.
        (2008). A64, 112-122
;
_computing_structure_refinement  
;
        SHELXL, G.M. Sheldrick, Acta Cryst.
        2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0362P)²+3.6071P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6286
_refine_ls_number_parameters     386
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.119
_refine_ls_wR_factor_gt          0.1073
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.507
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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_
_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
Li1 Li 0.2253(2) 0.9750(4) 0.2515(2) 0.0252(8) Uani 1 1 d . . .
C1 C 0.40370(14) 0.9663(2) 0.25186(12) 0.0248(5) Uani 1 1 d . . .
C2 C 0.47250(15) 0.8721(3) 0.25890(16) 0.0404(7) Uani 1 1 d . . .
H2A H 0.489 0.8265 0.3048 0.061 Uiso 1 1 calc R . .
H2B H 0.518 0.9218 0.2562 0.061 Uiso 1 1 calc R . .
H2C H 0.4546 0.8075 0.2202 0.061 Uiso 1 1 calc R . .
C3 C 0.38416(16) 1.0439(2) 0.18260(13) 0.0338(6) Uani 1 1 d . . .
H3A H 0.3684 0.9829 0.1422 0.051 Uiso 1 1 calc R . .
H3B H 0.4316 1.0936 0.1843 0.051 Uiso 1 1 calc R . .
H3C H 0.3399 1.1049 0.1769 0.051 Uiso 1 1 calc R . .
C4 C 0.43287(16) 1.0647(3) 0.31382(14) 0.0358(6) Uani 1 1 d . . .
H4A H 0.3904 1.1289 0.3088 0.054 Uiso 1 1 calc R . .
H4B H 0.4807 1.1103 0.3133 0.054 Uiso 1 1 calc R . .
H4C H 0.4461 1.0175 0.359 0.054 Uiso 1 1 calc R . .
C5 C 0.39046(13) 0.7380(2) 0.36873(11) 0.0215(5) Uani 1 1 d . . .
C6 C 0.39443(14) 0.8275(2) 0.42266(12) 0.0264(5) Uani 1 1 d . . .
H6 H 0.3555 0.8955 0.4129 0.032 Uiso 1 1 calc R . .
C7 C 0.45403(15) 0.8189(3) 0.48999(13) 0.0352(6) Uani 1 1 d . . .
H7 H 0.4554 0.8799 0.526 0.042 Uiso 1 1 calc R . .
C8 C 0.51154(15) 0.7209(3) 0.50467(14) 0.0399(7) Uani 1 1 d . . .
H8 H 0.5525 0.7149 0.5507 0.048 Uiso 1 1 calc R . .
C9 C 0.50920(15) 0.6320(3) 0.45230(14) 0.0367(6) Uani 1 1 d . . .
H9 H 0.5489 0.5653 0.4624 0.044 Uiso 1 1 calc R . .
C10 C 0.44905(13) 0.6396(2) 0.38491(12) 0.0270(5) Uani 1 1 d . . .
H10 H 0.4477 0.5773 0.3495 0.032 Uiso 1 1 calc R . .
C11 C 0.31685(12) 0.6226(2) 0.22866(11) 0.0199(5) Uani 1 1 d . . .
C12 C 0.32505(13) 0.6379(2) 0.16312(12) 0.0234(5) Uani 1 1 d . . .
H12 H 0.332 0.7234 0.1475 0.028 Uiso 1 1 calc R . .
C13 C 0.32320(14) 0.5299(2) 0.12029(12) 0.0283(5) Uani 1 1 d . . .
H13 H 0.3303 0.5419 0.0764 0.034 Uiso 1 1 calc R . .
C14 C 0.31098(14) 0.4048(2) 0.14159(13) 0.0295(6) Uani 1 1 d . . .
H14 H 0.3097 0.331 0.1124 0.035 Uiso 1 1 calc R . .
C15 C 0.30066(14) 0.3879(2) 0.20569(13) 0.0273(5) Uani 1 1 d . . .
H15 H 0.2913 0.3025 0.22 0.033 Uiso 1 1 calc R . .
C16 C 0.30390(13) 0.4950(2) 0.24899(12) 0.0227(5) Uani 1 1 d . . .
H16 H 0.2973 0.4821 0.293 0.027 Uiso 1 1 calc R . .
C17 C 0.17389(12) 0.6737(2) 0.28144(11) 0.0184(5) Uani 1 1 d . . .
C18 C 0.12034(12) 0.6233(2) 0.21490(11) 0.0211(5) Uani 1 1 d . . .
C19 C 0.07025(13) 0.5183(2) 0.21388(12) 0.0261(5) Uani 1 1 d . . .
H19 H 0.0356 0.4843 0.1693 0.031 Uiso 1 1 calc R . .
C20 C 0.06936(14) 0.4617(2) 0.27591(13) 0.0291(6) Uani 1 1 d . . .
H20 H 0.0356 0.3888 0.2741 0.035 Uiso 1 1 calc R . .
C21 C 0.11864(14) 0.5137(2) 0.34049(13) 0.0263(5) Uani 1 1 d . . .
H21 H 0.1172 0.4772 0.3832 0.032 Uiso 1 1 calc R . .
C22 C 0.17064(13) 0.6187(2) 0.34473(11) 0.0213(5) Uani 1 1 d . . .
C23 C 0.11307(13) 0.6875(2) 0.14496(12) 0.0254(5) Uani 1 1 d . . .
H23 H 0.1638 0.7371 0.153 0.03 Uiso 1 1 calc R . .
C24 C 0.10119(16) 0.5890(3) 0.08464(13) 0.0376(7) Uani 1 1 d . . .
H24A H 0.1439 0.5229 0.1002 0.056 Uiso 1 1 calc R . .
H24B H 0.103 0.6355 0.0428 0.056 Uiso 1 1 calc R . .
H24C H 0.049 0.5457 0.0723 0.056 Uiso 1 1 calc R . .
C25 C 0.04382(16) 0.7866(3) 0.12356(14) 0.0414(7) Uani 1 1 d . . .
H25A H -0.0062 0.741 0.1182 0.062 Uiso 1 1 calc R . .
H25B H 0.0385 0.828 0.0783 0.062 Uiso 1 1 calc R . .
H25C H 0.0549 0.8542 0.1605 0.062 Uiso 1 1 calc R . .
C26 C 0.22202(14) 0.6724(2) 0.41756(12) 0.0239(5) Uani 1 1 d . . .
H26 H 0.2509 0.7515 0.41 0.029 Uiso 1 1 calc R . .
C27 C 0.28531(15) 0.5732(3) 0.46150(13) 0.0339(6) Uani 1 1 d . . .
H27A H 0.2586 0.496 0.4716 0.051 Uiso 1 1 calc R . .
H27B H 0.3196 0.614 0.5064 0.051 Uiso 1 1 calc R . .
H27C H 0.3182 0.546 0.4346 0.051 Uiso 1 1 calc R . .
C28 C 0.17033(15) 0.7163(3) 0.45944(13) 0.0331(6) Uani 1 1 d . . .
H28A H 0.1305 0.7806 0.4313 0.05 Uiso 1 1 calc R . .
H28B H 0.2047 0.7565 0.5045 0.05 Uiso 1 1 calc R . .
H28C H 0.1428 0.6399 0.4692 0.05 Uiso 1 1 calc R . .
C29 C 0.16322(17) 1.0480(3) 0.09727(13) 0.0415(7) Uani 1 1 d . . .
H29A H 0.1365 0.9641 0.0769 0.05 Uiso 1 1 calc R . .
H29B H 0.2195 1.0448 0.1003 0.05 Uiso 1 1 calc R . .
C30 C 0.1209(2) 1.1590(4) 0.05371(17) 0.0674(10) Uani 1 1 d . . .
H30A H 0.0938 1.1319 0.0034 0.081 Uiso 1 1 calc R . .
H30B H 0.1587 1.2312 0.056 0.081 Uiso 1 1 calc R . .
C31 C 0.0618(2) 1.2015(4) 0.08346(16) 0.0622(10) Uani 1 1 d . . .
H31A H 0.0107 1.1533 0.0611 0.075 Uiso 1 1 calc R . .
H31B H 0.0513 1.2969 0.0762 0.075 Uiso 1 1 calc R . .
C32 C 0.09988(16) 1.1694(3) 0.16095(14) 0.0357(6) Uani 1 1 d . . .
H32A H 0.1249 1.2487 0.1887 0.043 Uiso 1 1 calc R . .
H32B H 0.0595 1.1348 0.1789 0.043 Uiso 1 1 calc R . .
C33 C 0.25171(17) 1.1991(3) 0.36641(14) 0.0378(6) Uani 1 1 d . . .
H33A H 0.2275 1.2825 0.343 0.045 Uiso 1 1 calc R . .
H33B H 0.309 1.1981 0.3725 0.045 Uiso 1 1 calc R . .
C34 C 0.2434(3) 1.1862(3) 0.43689(17) 0.0728(12) Uani 1 1 d . . .
H34A H 0.221 1.268 0.4485 0.087 Uiso 1 1 calc R . .
H34B H 0.2964 1.1694 0.4749 0.087 Uiso 1 1 calc R . .
C35 C 0.18808(19) 1.0732(3) 0.43092(15) 0.0486(8) Uani 1 1 d . . .
H35A H 0.1461 1.0972 0.4495 0.058 Uiso 1 1 calc R . .
H35B H 0.218 0.996 0.4575 0.058 Uiso 1 1 calc R . .
C36 C 0.15196(15) 1.0451(3) 0.35258(13) 0.0332(6) Uani 1 1 d . . .
H36A H 0.1414 0.9499 0.3439 0.04 Uiso 1 1 calc R . .
H36B H 0.1009 1.0936 0.3301 0.04 Uiso 1 1 calc R . .
N1 N 0.32830(11) 0.90327(17) 0.24865(10) 0.0203(4) Uani 1 1 d . . .
N2 N 0.22519(10) 0.78012(17) 0.28327(9) 0.0186(4) Uani 1 1 d . . .
O1 O 0.16010(11) 1.07065(18) 0.16663(8) 0.0386(5) Uani 1 1 d . . .
O2 O 0.21057(10) 1.08896(16) 0.32448(8) 0.0290(4) Uani 1 1 d . . .
P1 P 0.31324(3) 0.76809(5) 0.28058(3) 0.01766(14) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
Li1 N1 2.009(4) . ?
Li1 N2 2.084(4) . ?
Li1 O1 1.942(4) . ?
Li1 O2 1.970(4) . ?
Li1 P1 2.565(4) . ?
C1 C2 1.528(3) . ?
C1 C3 1.531(3) . ?
C1 C4 1.535(3) . ?
C1 N1 1.478(3) . ?
C5 C6 1.403(3) . ?
C5 C10 1.400(3) . ?
C5 P1 1.832(2) . ?
C6 C7 1.387(3) . ?
C7 C8 1.385(4) . ?
C8 C9 1.382(4) . ?
C9 C10 1.391(3) . ?
C11 C12 1.396(3) . ?
C11 C16 1.406(3) . ?
C11 P1 1.830(2) . ?
C12 C13 1.392(3) . ?
C13 C14 1.387(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.386(3) . ?
C17 C18 1.427(3) . ?
C17 C22 1.418(3) . ?
C17 N2 1.413(3) . ?
C18 C19 1.391(3) . ?
C18 C23 1.519(3) . ?
C19 C20 1.386(3) . ?
C20 C21 1.382(3) . ?
C21 C22 1.400(3) . ?
C22 C26 1.519(3) . ?
C23 C24 1.531(3) . ?
C23 C25 1.533(3) . ?
C26 C27 1.532(3) . ?
C26 C28 1.538(3) . ?
C29 C30 1.460(4) . ?
C29 O1 1.444(3) . ?
C30 C31 1.466(4) . ?
C31 C32 1.495(4) . ?
C32 O1 1.449(3) . ?
C33 C34 1.493(4) . ?
C33 O2 1.433(3) . ?
C34 C35 1.495(4) . ?
C35 C36 1.500(4) . ?
C36 O2 1.440(3) . ?
N1 P1 1.5848(18) . ?
N2 P1 1.6070(18) . ?

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
N1 Li1 N2 76.69(15) . . ?
N1 Li1 P1 38.16(8) . . ?
N2 Li1 P1 38.73(8) . . ?
O1 Li1 N1 114.5(2) . . ?
O1 Li1 N2 132.8(2) . . ?
O1 Li1 O2 99.40(18) . . ?
O1 Li1 P1 136.96(19) . . ?
O2 Li1 N1 128.1(2) . . ?
O2 Li1 N2 108.23(18) . . ?
O2 Li1 P1 123.63(18) . . ?
C2 C1 C3 108.1(2) . . ?
C2 C1 C4 108.3(2) . . ?
C3 C1 C4 107.7(2) . . ?
N1 C1 C2 115.32(19) . . ?
N1 C1 C3 106.82(19) . . ?
N1 C1 C4 110.32(18) . . ?
C6 C5 P1 116.71(17) . . ?
C10 C5 C6 117.8(2) . . ?
C10 C5 P1 125.30(17) . . ?
C7 C6 C5 121.3(2) . . ?
C8 C7 C6 119.8(2) . . ?
C9 C8 C7 119.9(2) . . ?
C8 C9 C10 120.4(2) . . ?
C9 C10 C5 120.7(2) . . ?
C12 C11 C16 117.9(2) . . ?
C12 C11 P1 119.59(17) . . ?
C16 C11 P1 122.22(17) . . ?
C13 C12 C11 121.1(2) . . ?
C14 C13 C12 120.0(2) . . ?
C13 C14 C15 119.8(2) . . ?
C16 C15 C14 120.3(2) . . ?
C15 C16 C11 120.9(2) . . ?
C22 C17 C18 118.1(2) . . ?
N2 C17 C18 120.25(19) . . ?
N2 C17 C22 121.59(19) . . ?
C17 C18 C23 121.2(2) . . ?
C19 C18 C17 119.6(2) . . ?
C19 C18 C23 119.0(2) . . ?
C20 C19 C18 122.0(2) . . ?
C21 C20 C19 118.6(2) . . ?
C20 C21 C22 121.8(2) . . ?
C17 C22 C26 121.3(2) . . ?
C21 C22 C17 119.7(2) . . ?
C21 C22 C26 118.9(2) . . ?
C18 C23 C24 113.6(2) . . ?
C18 C23 C25 108.97(19) . . ?
C24 C23 C25 110.3(2) . . ?
C22 C26 C27 112.19(19) . . ?
C22 C26 C28 111.44(19) . . ?
C27 C26 C28 109.95(19) . . ?
O1 C29 C30 105.3(2) . . ?
C29 C30 C31 105.9(3) . . ?
C30 C31 C32 104.4(2) . . ?
O1 C32 C31 105.7(2) . . ?
O2 C33 C34 106.5(2) . . ?
C33 C34 C35 106.8(2) . . ?
C34 C35 C36 104.2(2) . . ?
O2 C36 C35 105.4(2) . . ?
C1 N1 Li1 132.79(18) . . ?
C1 N1 P1 130.64(15) . . ?
P1 N1 Li1 90.28(14) . . ?
C17 N2 Li1 142.77(17) . . ?
C17 N2 P1 125.50(15) . . ?
P1 N2 Li1 87.03(13) . . ?
C29 O1 Li1 123.45(18) . . ?
C29 O1 C32 109.36(18) . . ?
C32 O1 Li1 127.14(18) . . ?
C33 O2 Li1 136.04(19) . . ?
C33 O2 C36 107.44(18) . . ?
C36 O2 Li1 115.80(18) . . ?
C5 P1 Li1 122.59(11) . . ?
C11 P1 Li1 133.04(11) . . ?
C11 P1 C5 104.35(10) . . ?
N1 P1 Li1 51.57(11) . . ?
N1 P1 C5 111.08(10) . . ?
N1 P1 C11 114.83(10) . . ?
N1 P1 N2 105.49(9) . . ?
N2 P1 Li1 54.24(11) . . ?
N2 P1 C5 112.18(10) . . ?
N2 P1 C11 109.06(10) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 1017356'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_2_100k_0m

_audit_creation_date             2014-02-12T04:55:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H38 Al N2 P, C4 H10 O'
_chemical_formula_sum            'C32 H48 Al N2 O P'
_chemical_formula_weight         534.67

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

_cell_length_a                   11.0689(12)
_cell_length_b                   12.1736(12)
_cell_length_c                   13.9552(15)
_cell_angle_alpha                64.181(4)
_cell_angle_beta                 77.344(5)
_cell_angle_gamma                72.461(4)
_cell_volume                     1605.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9946
_cell_measurement_theta_min      3.055
_cell_measurement_theta_max      34.932

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.0395 before and 0.0291 after correction.
        The Ratio of minimum to maximum transmission is 0.9087.
        The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.6787
_exptl_absorpt_correction_T_max  0.7469

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_number            12528
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.63
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_full        25.34
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_reflns_number_total             5859
_reflns_number_gt                5326
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    
;
        XS, G.M. Sheldrick, Acta Cryst.
        (2008). A64, 112-122
;
_computing_structure_refinement  
;
        SHELXL, G.M. Sheldrick, Acta Cryst.
        2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0373P)²+0.7550P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5859
_refine_ls_number_parameters     351
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.039

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 '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_
_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
H1A H -0.0120(16) 0.3916(15) -0.0949(13) 0.031(4) Uiso 1 1 d . . .
H1B H -0.1034(14) 0.5189(13) 0.0086(12) 0.019(4) Uiso 1 1 d . . .
C1 C -0.16677(12) 0.30410(11) 0.20716(10) 0.0145(3) Uani 1 1 d . . .
C2 C -0.26592(13) 0.28677(12) 0.17025(11) 0.0191(3) Uani 1 1 d . . .
C3 C -0.38740(14) 0.30034(15) 0.22438(13) 0.0287(3) Uani 1 1 d . . .
H3 H -0.4545 0.2884 0.2003 0.034 Uiso 1 1 calc R . .
C4 C -0.41250(14) 0.33083(16) 0.31263(13) 0.0322(4) Uani 1 1 d . . .
H4 H -0.4957 0.338 0.3494 0.039 Uiso 1 1 calc R . .
C5 C -0.31616(13) 0.35075(14) 0.34685(11) 0.0239(3) Uani 1 1 d . . .
H5 H -0.334 0.3727 0.4069 0.029 Uiso 1 1 calc R . .
C6 C -0.19329(12) 0.33930(11) 0.29496(10) 0.0160(3) Uani 1 1 d . . .
C7 C -0.24698(13) 0.26075(13) 0.07001(11) 0.0202(3) Uani 1 1 d . . .
H7 H -0.1535 0.243 0.0472 0.024 Uiso 1 1 calc R . .
C8 C -0.29459(14) 0.14648(13) 0.08914(12) 0.0260(3) Uani 1 1 d . . .
H8A H -0.2494 0.0721 0.145 0.039 Uiso 1 1 calc R . .
H8B H -0.2786 0.133 0.0227 0.039 Uiso 1 1 calc R . .
H8C H -0.3862 0.1611 0.1119 0.039 Uiso 1 1 calc R . .
C9 C -0.31114(15) 0.37730(14) -0.02105(12) 0.0279(3) Uani 1 1 d . . .
H9A H -0.4035 0.3952 -0.002 0.042 Uiso 1 1 calc R . .
H9B H -0.292 0.362 -0.0868 0.042 Uiso 1 1 calc R . .
H9C H -0.279 0.4493 -0.0326 0.042 Uiso 1 1 calc R . .
C10 C -0.09332(12) 0.36622(11) 0.33510(10) 0.0160(3) Uani 1 1 d . . .
H10 H -0.0146 0.3653 0.2838 0.019 Uiso 1 1 calc R . .
C11 C -0.05945(14) 0.26534(13) 0.44542(11) 0.0239(3) Uani 1 1 d . . .
H11A H -0.1345 0.2669 0.4977 0.036 Uiso 1 1 calc R . .
H11B H 0.0093 0.2819 0.4672 0.036 Uiso 1 1 calc R . .
H11C H -0.0315 0.1826 0.4419 0.036 Uiso 1 1 calc R . .
C12 C -0.13644(14) 0.49546(12) 0.34052(11) 0.0226(3) Uani 1 1 d . . .
H12A H -0.1593 0.5599 0.2702 0.034 Uiso 1 1 calc R . .
H12B H -0.067 0.5124 0.3611 0.034 Uiso 1 1 calc R . .
H12C H -0.2106 0.4968 0.3937 0.034 Uiso 1 1 calc R . .
C13 C 0.28867(12) 0.18252(12) 0.01896(10) 0.0178(3) Uani 1 1 d . . .
C14 C 0.35975(13) 0.28431(14) -0.00721(13) 0.0267(3) Uani 1 1 d . . .
H14A H 0.3164 0.3637 -0.0598 0.04 Uiso 1 1 calc R . .
H14B H 0.4474 0.2591 -0.0367 0.04 Uiso 1 1 calc R . .
H14C H 0.3608 0.295 0.0582 0.04 Uiso 1 1 calc R . .
C15 C 0.28626(13) 0.16894(13) -0.08458(11) 0.0213(3) Uani 1 1 d . . .
H15A H 0.2433 0.1024 -0.0687 0.032 Uiso 1 1 calc R . .
H15B H 0.3737 0.1473 -0.1161 0.032 Uiso 1 1 calc R . .
H15C H 0.2402 0.2484 -0.1352 0.032 Uiso 1 1 calc R . .
C16 C 0.35912(14) 0.05794(13) 0.09858(11) 0.0265(3) Uani 1 1 d . . .
H16A H 0.3649 0.068 0.1633 0.04 Uiso 1 1 calc R . .
H16B H 0.445 0.0329 0.066 0.04 Uiso 1 1 calc R . .
H16C H 0.3126 -0.0068 0.1174 0.04 Uiso 1 1 calc R . .
C17 C 0.02102(12) 0.03088(11) 0.20767(10) 0.0157(3) Uani 1 1 d . . .
C18 C -0.05945(13) -0.01375(12) 0.30099(11) 0.0197(3) Uani 1 1 d . . .
H18 H -0.0825 0.0268 0.3493 0.024 Uiso 1 1 calc R . .
C19 C -0.10577(14) -0.11736(13) 0.32315(11) 0.0242(3) Uani 1 1 d . . .
H19 H -0.1609 -0.1473 0.3864 0.029 Uiso 1 1 calc R . .
C20 C -0.07185(15) -0.17710(13) 0.25328(12) 0.0269(3) Uani 1 1 d . . .
H20 H -0.1025 -0.2489 0.2694 0.032 Uiso 1 1 calc R . .
C21 C 0.00651(15) -0.13285(13) 0.15998(12) 0.0261(3) Uani 1 1 d . . .
H21 H 0.0291 -0.1738 0.112 0.031 Uiso 1 1 calc R . .
C22 C 0.05226(13) -0.02837(12) 0.13655(11) 0.0205(3) Uani 1 1 d . . .
H22 H 0.105 0.0028 0.0719 0.025 Uiso 1 1 calc R . .
C23 C 0.16530(12) 0.13451(12) 0.28339(10) 0.0159(3) Uani 1 1 d . . .
C24 C 0.21604(12) 0.23061(13) 0.27649(11) 0.0199(3) Uani 1 1 d . . .
H24 H 0.1982 0.3109 0.2195 0.024 Uiso 1 1 calc R . .
C25 C 0.29205(13) 0.20862(15) 0.35256(12) 0.0278(3) Uani 1 1 d . . .
H25 H 0.3259 0.2741 0.3478 0.033 Uiso 1 1 calc R . .
C26 C 0.31900(14) 0.09135(16) 0.43586(13) 0.0315(3) Uani 1 1 d . . .
H26 H 0.3714 0.0768 0.4878 0.038 Uiso 1 1 calc R . .
C27 C 0.26971(14) -0.00435(14) 0.44338(12) 0.0278(3) Uani 1 1 d . . .
H27 H 0.2879 -0.0844 0.5006 0.033 Uiso 1 1 calc R . .
C28 C 0.19354(13) 0.01693(12) 0.36711(11) 0.0207(3) Uani 1 1 d . . .
H28 H 0.1605 -0.0491 0.372 0.025 Uiso 1 1 calc R . .
N1 N -0.04163(10) 0.29318(9) 0.15142(8) 0.0131(2) Uani 1 1 d . . .
N2 N 0.15524(10) 0.22293(9) 0.05990(8) 0.0147(2) Uani 1 1 d . . .
Al1 Al 0.02598(3) 0.38033(3) 0.00720(3) 0.01425(10) Uani 1 1 d . . .
P1 P 0.07661(3) 0.16968(3) 0.17466(2) 0.01249(9) Uani 1 1 d . . .
C29 C 0.47961(16) -0.30687(17) 0.32245(13) 0.0394(4) Uani 1 1 d . . .
H29A H 0.4502 -0.2217 0.2677 0.047 Uiso 1 1 calc R . .
H29B H 0.5432 -0.3574 0.2864 0.047 Uiso 1 1 calc R . .
C30 C 0.53920(16) -0.29886(17) 0.40510(14) 0.0405(4) Uani 1 1 d . . .
H30A H 0.6153 -0.2656 0.3716 0.061 Uiso 1 1 calc R . .
H30B H 0.5632 -0.3827 0.4615 0.061 Uiso 1 1 calc R . .
H30C H 0.4781 -0.243 0.4363 0.061 Uiso 1 1 calc R . .
C31 C 0.31526(18) -0.37255(18) 0.29634(14) 0.0432(4) Uani 1 1 d . . .
H31A H 0.3794 -0.4173 0.2558 0.052 Uiso 1 1 calc R . .
H31B H 0.2785 -0.2874 0.245 0.052 Uiso 1 1 calc R . .
C32 C 0.21218(18) -0.44211(18) 0.35267(15) 0.0439(4) Uani 1 1 d . . .
H32A H 0.1731 -0.4502 0.3002 0.066 Uiso 1 1 calc R . .
H32B H 0.1473 -0.3958 0.3905 0.066 Uiso 1 1 calc R . .
H32C H 0.2487 -0.5258 0.4042 0.066 Uiso 1 1 calc R . .
O1 O 0.37448(10) -0.36357(11) 0.37258(8) 0.0339(3) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.4129(18) . ?
C1 C6 1.4124(18) . ?
C1 N1 1.4312(16) . ?
C2 C3 1.3914(19) . ?
C2 C7 1.5227(18) . ?
C3 C4 1.385(2) . ?
C4 C5 1.380(2) . ?
C5 C6 1.3912(18) . ?
C6 C10 1.5152(17) . ?
C7 C8 1.5300(18) . ?
C7 C9 1.533(2) . ?
C10 C11 1.5321(18) . ?
C10 C12 1.5310(17) . ?
C13 C14 1.5346(19) . ?
C13 C15 1.5308(18) . ?
C13 C16 1.5303(18) . ?
C13 N2 1.4789(16) . ?
C17 C18 1.3970(18) . ?
C17 C22 1.3955(18) . ?
C17 P1 1.8085(12) . ?
C18 C19 1.3893(19) . ?
C19 C20 1.383(2) . ?
C20 C21 1.383(2) . ?
C21 C22 1.3908(19) . ?
C23 C24 1.4026(18) . ?
C23 C28 1.3947(18) . ?
C23 P1 1.8119(13) . ?
C24 C25 1.384(2) . ?
C25 C26 1.389(2) . ?
C26 C27 1.385(2) . ?
C27 C28 1.390(2) . ?
N1 Al1 1.9222(11) . ?
N1 P1 1.6290(10) . ?
N2 Al1 1.9598(11) . ?
N2 P1 1.6023(10) . ?
Al1 Al1 2.7187(8) 2_565 ?
Al1 P1 2.6151(5) . ?
C29 C30 1.498(3) . ?
C29 O1 1.424(2) . ?
C31 C32 1.499(3) . ?
C31 O1 1.423(2) . ?

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 N1 119.75(11) . . ?
C6 C1 C2 119.83(11) . . ?
C6 C1 N1 120.32(11) . . ?
C1 C2 C7 122.66(12) . . ?
C3 C2 C1 118.78(12) . . ?
C3 C2 C7 118.47(12) . . ?
C4 C3 C2 121.36(13) . . ?
C5 C4 C3 119.70(13) . . ?
C4 C5 C6 121.15(13) . . ?
C1 C6 C10 122.71(11) . . ?
C5 C6 C1 119.11(12) . . ?
C5 C6 C10 118.18(11) . . ?
C2 C7 C8 112.82(11) . . ?
C2 C7 C9 110.22(11) . . ?
C8 C7 C9 110.63(11) . . ?
C6 C10 C11 111.26(10) . . ?
C6 C10 C12 111.81(11) . . ?
C12 C10 C11 109.44(11) . . ?
C15 C13 C14 108.56(11) . . ?
C16 C13 C14 109.14(12) . . ?
C16 C13 C15 109.48(11) . . ?
N2 C13 C14 109.28(10) . . ?
N2 C13 C15 107.59(10) . . ?
N2 C13 C16 112.70(10) . . ?
C18 C17 P1 120.63(10) . . ?
C22 C17 C18 119.28(12) . . ?
C22 C17 P1 119.97(10) . . ?
C19 C18 C17 120.05(13) . . ?
C20 C19 C18 120.17(13) . . ?
C19 C20 C21 120.31(12) . . ?
C20 C21 C22 119.94(13) . . ?
C21 C22 C17 120.23(13) . . ?
C24 C23 P1 116.52(10) . . ?
C28 C23 C24 119.09(12) . . ?
C28 C23 P1 124.19(10) . . ?
C25 C24 C23 120.10(13) . . ?
C24 C25 C26 120.30(13) . . ?
C27 C26 C25 120.13(14) . . ?
C26 C27 C28 119.90(14) . . ?
C27 C28 C23 120.47(13) . . ?
C1 N1 Al1 133.48(8) . . ?
C1 N1 P1 128.34(8) . . ?
P1 N1 Al1 94.49(5) . . ?
C13 N2 Al1 132.25(8) . . ?
C13 N2 P1 132.33(9) . . ?
P1 N2 Al1 93.93(5) . . ?
N1 Al1 N2 76.05(4) . . ?
N1 Al1 Al1 102.29(4) . 2_565 ?
N1 Al1 P1 38.39(3) . . ?
N2 Al1 Al1 138.98(4) . 2_565 ?
N2 Al1 P1 37.68(3) . . ?
P1 Al1 Al1 128.81(2) . 2_565 ?
C17 P1 C23 106.13(6) . . ?
C17 P1 Al1 125.73(4) . . ?
C23 P1 Al1 128.07(4) . . ?
N1 P1 C17 110.77(6) . . ?
N1 P1 C23 115.23(6) . . ?
N1 P1 Al1 47.12(4) . . ?
N2 P1 C17 117.09(6) . . ?
N2 P1 C23 112.31(6) . . ?
N2 P1 N1 95.48(5) . . ?
N2 P1 Al1 48.39(4) . . ?
O1 C29 C30 109.42(13) . . ?
O1 C31 C32 109.65(14) . . ?
C31 O1 C29 111.00(13) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 986795'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_3_100k_0m

_audit_creation_date             2014-02-12T04:51:33-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C30 H42 Al N2 P'
_chemical_formula_sum            'C30 H42 Al N2 P'
_chemical_formula_weight         488.61

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2

_cell_length_a                   8.8728(12)
_cell_length_b                   10.2033(14)
_cell_length_c                   16.2818(16)
_cell_angle_alpha                80.616(8)
_cell_angle_beta                 86.060(6)
_cell_angle_gamma                74.125(7)
_cell_volume                     1398.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100
_cell_measurement_reflns_used    3219
_cell_measurement_theta_min      2.284
_cell_measurement_theta_max      34.282

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.16
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.15
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.0785 before and 0.0509 after correction.
        The Ratio of minimum to maximum transmission is 0.6101.
        The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.4557
_exptl_absorpt_correction_T_max  0.7469

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_number            9962
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.1
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_reflns_number_total             4933
_reflns_number_gt                3970
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  
;
        SHELXL, G.M. Sheldrick, Acta Cryst.
        2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.1262P)²+0.0820P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4933
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.079
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.181
_refine_ls_wR_factor_gt          0.1678
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.097
_refine_diff_density_min         -0.744
_refine_diff_density_rms         0.097

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
N N 0.0061 0.0033 '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_
_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 0.7618(3) 0.5902(2) 0.77832(14) 0.0158(5) Uani 1 1 d . . .
C2 C 0.8588(3) 0.4625(3) 0.75977(15) 0.0179(5) Uani 1 1 d . . .
C3 C 0.9883(3) 0.3969(3) 0.80869(15) 0.0199(6) Uani 1 1 d . . .
H3 H 1.0521 0.31 0.7976 0.024 Uiso 1 1 calc R . .
C4 C 1.0273(3) 0.4539(3) 0.87294(15) 0.0212(6) Uani 1 1 d . . .
H4 H 1.1157 0.4064 0.9059 0.025 Uiso 1 1 calc R . .
C5 C 0.9352(3) 0.5818(3) 0.88862(15) 0.0200(6) Uani 1 1 d . . .
H5 H 0.962 0.622 0.9323 0.024 Uiso 1 1 calc R . .
C6 C 0.8050(3) 0.6519(3) 0.84165(14) 0.0162(5) Uani 1 1 d . . .
C7 C 0.8342(3) 0.4000(3) 0.68420(15) 0.0198(6) Uani 1 1 d . . .
H7 H 0.7282 0.45 0.662 0.024 Uiso 1 1 calc R . .
C8 C 0.9580(3) 0.4237(3) 0.61638(16) 0.0269(6) Uani 1 1 d . . .
H8A H 0.9489 0.5226 0.6023 0.04 Uiso 1 1 calc R . .
H8B H 0.9409 0.3876 0.5666 0.04 Uiso 1 1 calc R . .
H8C H 1.063 0.3758 0.6371 0.04 Uiso 1 1 calc R . .
C9 C 0.8424(3) 0.2476(3) 0.70435(18) 0.0282(6) Uani 1 1 d . . .
H9A H 0.9478 0.196 0.723 0.042 Uiso 1 1 calc R . .
H9B H 0.8196 0.2149 0.6544 0.042 Uiso 1 1 calc R . .
H9C H 0.7653 0.2335 0.7486 0.042 Uiso 1 1 calc R . .
C10 C 0.7178(3) 0.7969(3) 0.85735(15) 0.0184(6) Uani 1 1 d . . .
H10 H 0.6265 0.831 0.8196 0.022 Uiso 1 1 calc R . .
C11 C 0.8226(3) 0.8955(3) 0.83649(17) 0.0254(6) Uani 1 1 d . . .
H11A H 0.9185 0.8592 0.8687 0.038 Uiso 1 1 calc R . .
H11B H 0.7664 0.9863 0.8506 0.038 Uiso 1 1 calc R . .
H11C H 0.8501 0.904 0.7769 0.038 Uiso 1 1 calc R . .
C12 C 0.6544(3) 0.7985(3) 0.94726(16) 0.0255(6) Uani 1 1 d . . .
H12A H 0.5905 0.7328 0.9605 0.038 Uiso 1 1 calc R . .
H12B H 0.5899 0.8913 0.9534 0.038 Uiso 1 1 calc R . .
H12C H 0.7422 0.7724 0.9853 0.038 Uiso 1 1 calc R . .
C13 C 0.2183(3) 0.7856(3) 0.62944(15) 0.0197(6) Uani 1 1 d . . .
C14 C 0.1659(4) 0.9430(3) 0.6222(2) 0.0326(7) Uani 1 1 d . . .
H14A H 0.158 0.9696 0.6779 0.049 Uiso 1 1 calc R . .
H14B H 0.0635 0.9778 0.5961 0.049 Uiso 1 1 calc R . .
H14C H 0.2429 0.9823 0.5881 0.049 Uiso 1 1 calc R . .
C15 C 0.1014(3) 0.7237(3) 0.68581(17) 0.0278(6) Uani 1 1 d . . .
H15A H 0.1327 0.6232 0.6887 0.042 Uiso 1 1 calc R . .
H15B H -0.0037 0.7609 0.6629 0.042 Uiso 1 1 calc R . .
H15C H 0.1005 0.7474 0.7418 0.042 Uiso 1 1 calc R . .
C16 C 0.2196(3) 0.7476(3) 0.54183(16) 0.0261(6) Uani 1 1 d . . .
H16A H 0.2929 0.7883 0.5054 0.039 Uiso 1 1 calc R . .
H16B H 0.1141 0.7832 0.5193 0.039 Uiso 1 1 calc R . .
H16C H 0.2527 0.6472 0.5449 0.039 Uiso 1 1 calc R . .
C17 C 0.4462(3) 0.4688(3) 0.76970(15) 0.0160(5) Uani 1 1 d . . .
C18 C 0.3967(3) 0.4084(3) 0.70910(15) 0.0185(5) Uani 1 1 d . . .
H18 H 0.3579 0.4631 0.6581 0.022 Uiso 1 1 calc R . .
C19 C 0.4036(3) 0.2699(3) 0.72288(16) 0.0213(6) Uani 1 1 d . . .
H19 H 0.3686 0.2297 0.6817 0.026 Uiso 1 1 calc R . .
C20 C 0.4621(3) 0.1890(3) 0.79711(16) 0.0219(6) Uani 1 1 d . . .
H20 H 0.4656 0.0938 0.8068 0.026 Uiso 1 1 calc R . .
C21 C 0.5152(3) 0.2471(3) 0.85691(16) 0.0214(6) Uani 1 1 d . . .
H21 H 0.5555 0.1915 0.9074 0.026 Uiso 1 1 calc R . .
C22 C 0.5097(3) 0.3854(3) 0.84322(15) 0.0182(5) Uani 1 1 d . . .
H22 H 0.5489 0.4242 0.8836 0.022 Uiso 1 1 calc R . .
C23 C 0.3495(3) 0.7265(3) 0.83797(14) 0.0165(5) Uani 1 1 d . . .
C24 C 0.3205(3) 0.8684(3) 0.83054(15) 0.0197(6) Uani 1 1 d . . .
H24 H 0.3524 0.9183 0.781 0.024 Uiso 1 1 calc R . .
C25 C 0.2451(3) 0.9391(3) 0.89474(16) 0.0231(6) Uani 1 1 d . . .
H25 H 0.226 1.0364 0.8888 0.028 Uiso 1 1 calc R . .
C26 C 0.1982(3) 0.8670(3) 0.96732(16) 0.0231(6) Uani 1 1 d . . .
H26 H 0.1483 0.9149 1.0114 0.028 Uiso 1 1 calc R . .
C27 C 0.2238(3) 0.7262(3) 0.97553(16) 0.0230(6) Uani 1 1 d . . .
H27 H 0.191 0.6772 1.0251 0.028 Uiso 1 1 calc R . .
C28 C 0.2980(3) 0.6552(3) 0.91100(15) 0.0191(6) Uani 1 1 d . . .
H28 H 0.3136 0.5583 0.9165 0.023 Uiso 1 1 calc R . .
C29 C 0.6034(3) 0.9533(3) 0.61517(17) 0.0276(6) Uani 1 1 d . . .
H29A H 0.5405 1.0153 0.5702 0.041 Uiso 1 1 calc R . .
H29B H 0.714 0.9512 0.6046 0.041 Uiso 1 1 calc R . .
H29C H 0.5682 0.9863 0.6683 0.041 Uiso 1 1 calc R . .
C30 C 0.6543(4) 0.6827(3) 0.51908(16) 0.0310(7) Uani 1 1 d . . .
H30A H 0.648 0.587 0.528 0.046 Uiso 1 1 calc R . .
H30B H 0.7635 0.6847 0.507 0.046 Uiso 1 1 calc R . .
H30C H 0.5896 0.7346 0.472 0.046 Uiso 1 1 calc R . .
N1 N 0.6268(2) 0.6611(2) 0.72982(12) 0.0146(4) Uani 1 1 d . . .
N2 N 0.3797(2) 0.7344(2) 0.66122(12) 0.0162(5) Uani 1 1 d . . .
Al1 Al 0.57807(9) 0.76639(8) 0.61997(4) 0.0175(2) Uani 1 1 d . . .
P1 P 0.44832(7) 0.64783(6) 0.74863(4) 0.0142(2) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.418(3) . ?
C1 C6 1.416(3) . ?
C1 N1 1.432(3) . ?
C2 C3 1.390(4) . ?
C2 C7 1.529(3) . ?
C3 H3 0.95 . ?
C3 C4 1.383(4) . ?
C4 H4 0.95 . ?
C4 C5 1.390(4) . ?
C5 H5 0.95 . ?
C5 C6 1.387(4) . ?
C6 C10 1.524(3) . ?
C7 H7 1 . ?
C7 C8 1.542(3) . ?
C7 C9 1.519(4) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 H10 1 . ?
C10 C11 1.532(4) . ?
C10 C12 1.533(3) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 C14 1.532(4) . ?
C13 C15 1.535(4) . ?
C13 C16 1.536(3) . ?
C13 N2 1.482(3) . ?
C14 H14A 0.98 . ?
C14 H14B 0.98 . ?
C14 H14C 0.98 . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.398(3) . ?
C17 C22 1.405(4) . ?
C17 P1 1.808(3) . ?
C18 H18 0.95 . ?
C18 C19 1.380(4) . ?
C19 H19 0.95 . ?
C19 C20 1.392(4) . ?
C20 H20 0.95 . ?
C20 C21 1.388(4) . ?
C21 H21 0.95 . ?
C21 C22 1.380(4) . ?
C22 H22 0.95 . ?
C23 C24 1.386(4) . ?
C23 C28 1.406(4) . ?
C23 P1 1.830(2) . ?
C24 H24 0.95 . ?
C24 C25 1.395(3) . ?
C25 H25 0.95 . ?
C25 C26 1.388(4) . ?
C26 H26 0.95 . ?
C26 C27 1.377(4) . ?
C27 H27 0.95 . ?
C27 C28 1.398(3) . ?
C28 H28 0.95 . ?
C29 H29A 0.98 . ?
C29 H29B 0.98 . ?
C29 H29C 0.98 . ?
C29 Al1 1.969(3) . ?
C30 H30A 0.98 . ?
C30 H30B 0.98 . ?
C30 H30C 0.98 . ?
C30 Al1 1.968(3) . ?
N1 Al1 1.941(2) . ?
N1 P1 1.630(2) . ?
N2 Al1 1.933(2) . ?
N2 P1 1.610(2) . ?
Al1 P1 2.6041(10) . ?

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 N1 120.4(2) . . ?
C6 C1 C2 119.5(2) . . ?
C6 C1 N1 120.0(2) . . ?
C1 C2 C7 122.6(2) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 C7 118.8(2) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.2(2) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.2(2) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C10 122.1(2) . . ?
C5 C6 C1 119.5(2) . . ?
C5 C6 C10 118.3(2) . . ?
C2 C7 H7 108.2 . . ?
C2 C7 C8 108.5(2) . . ?
C8 C7 H7 108.2 . . ?
C9 C7 C2 113.3(2) . . ?
C9 C7 H7 108.2 . . ?
C9 C7 C8 110.2(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10 107.9 . . ?
C6 C10 C11 111.1(2) . . ?
C6 C10 C12 111.8(2) . . ?
C11 C10 H10 107.9 . . ?
C11 C10 C12 110.2(2) . . ?
C12 C10 H10 107.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C15 109.5(2) . . ?
C14 C13 C16 108.0(2) . . ?
C15 C13 C16 109.3(2) . . ?
N2 C13 C14 109.3(2) . . ?
N2 C13 C15 112.1(2) . . ?
N2 C13 C16 108.5(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 119.1(2) . . ?
C18 C17 P1 120.14(19) . . ?
C22 C17 P1 120.44(18) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120 . . ?
C18 C19 C20 120.0(2) . . ?
C20 C19 H19 120 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.1(2) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(2) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 119.9 . . ?
C21 C22 C17 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C28 118.6(2) . . ?
C24 C23 P1 116.12(18) . . ?
C28 C23 P1 125.30(19) . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 120.9(2) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.1(2) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.3(2) . . ?
C27 C28 H28 119.8 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
Al1 C29 H29A 109.5 . . ?
Al1 C29 H29B 109.5 . . ?
Al1 C29 H29C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Al1 C30 H30A 109.5 . . ?
Al1 C30 H30B 109.5 . . ?
Al1 C30 H30C 109.5 . . ?
C1 N1 Al1 138.82(16) . . ?
C1 N1 P1 126.92(16) . . ?
P1 N1 Al1 93.23(10) . . ?
C13 N2 Al1 133.17(16) . . ?
C13 N2 P1 132.22(17) . . ?
P1 N2 Al1 94.19(10) . . ?
C29 Al1 P1 121.76(9) . . ?
C30 Al1 C29 114.01(13) . . ?
C30 Al1 P1 124.21(10) . . ?
N1 Al1 C29 110.48(10) . . ?
N1 Al1 C30 120.77(11) . . ?
N1 Al1 P1 38.69(6) . . ?
N2 Al1 C29 117.82(11) . . ?
N2 Al1 C30 112.25(11) . . ?
N2 Al1 N1 76.74(9) . . ?
N2 Al1 P1 38.06(6) . . ?
C17 P1 C23 106.27(11) . . ?
C17 P1 Al1 126.65(8) . . ?
C23 P1 Al1 127.02(9) . . ?
N1 P1 C17 110.60(11) . . ?
N1 P1 C23 114.60(10) . . ?
N1 P1 Al1 48.08(7) . . ?
N2 P1 C17 117.18(11) . . ?
N2 P1 C23 112.46(11) . . ?
N2 P1 N1 95.83(11) . . ?
N2 P1 Al1 47.75(8) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 986796'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_4_100k_0m

_audit_creation_date             2014-02-12T04:53:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H36 B Cl2 N2 P'
_chemical_formula_sum            'C28 H36 B Cl2 N2 P'
_chemical_formula_weight         513.27
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_Int_Tables_number      9


_cell_length_a                   9.991(3)
_cell_length_b                   15.962(5)
_cell_length_c                   17.013(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.830(12)
_cell_angle_gamma                90
_cell_volume                     2673.4(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    4519
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      31.941

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1088
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.0716 before and 0.0579 after correction.
        The Ratio of minimum to maximum transmission is 0.8329.
        The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.6221
_exptl_absorpt_correction_T_max  0.7469

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_number            9848
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_reflns_number_total             3951
_reflns_number_gt                3567
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  
;
        SHELXL, G.M. Sheldrick, Acta Cryst.
        2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0310P)²+1.8625P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3951
_refine_ls_number_parameters     314
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.097
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.115
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(6)
_refine_diff_density_max         0.528
_refine_diff_density_min         -0.36
_refine_diff_density_rms         0.093

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_
_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
B1 B 0.7595(4) 0.1580(3) 0.5749(2) 0.0183(8) Uani 1 1 d . . .
C1 C 0.9009(3) 0.0104(2) 0.55460(19) 0.0151(7) Uani 1 1 d . . .
C2 C 1.0297(3) 0.0212(2) 0.53243(19) 0.0173(7) Uani 1 1 d . . .
C3 C 1.0837(4) -0.0442(2) 0.4938(2) 0.0212(7) Uani 1 1 d . . .
H3 H 1.1707 -0.0378 0.4791 0.025 Uiso 1 1 calc R . .
C4 C 1.0130(4) -0.1190(2) 0.4761(2) 0.0215(7) Uani 1 1 d . . .
H4 H 1.0516 -0.1632 0.4499 0.026 Uiso 1 1 calc R . .
C5 C 0.8860(4) -0.1281(2) 0.4971(2) 0.0212(7) Uani 1 1 d . . .
H5 H 0.8374 -0.1789 0.4846 0.025 Uiso 1 1 calc R . .
C6 C 0.8281(3) -0.0648(2) 0.53585(19) 0.0174(7) Uani 1 1 d . . .
C7 C 1.1139(3) 0.1006(2) 0.5471(2) 0.0193(7) Uani 1 1 d . . .
H7 H 1.064 0.141 0.5765 0.023 Uiso 1 1 calc R . .
C8 C 1.1304(4) 0.1411(3) 0.4669(2) 0.0266(8) Uani 1 1 d . . .
H8A H 1.183 0.1929 0.477 0.04 Uiso 1 1 calc R . .
H8B H 1.0406 0.1538 0.4361 0.04 Uiso 1 1 calc R . .
H8C H 1.1781 0.1022 0.4367 0.04 Uiso 1 1 calc R . .
C9 C 1.2545(3) 0.0842(3) 0.5983(2) 0.0287(9) Uani 1 1 d . . .
H9A H 1.2428 0.0608 0.6499 0.043 Uiso 1 1 calc R . .
H9B H 1.3051 0.137 0.6068 0.043 Uiso 1 1 calc R . .
H9C H 1.3051 0.0444 0.5707 0.043 Uiso 1 1 calc R . .
C10 C 0.6874(3) -0.0800(2) 0.5553(2) 0.0187(7) Uani 1 1 d . . .
H10 H 0.6595 -0.0279 0.5809 0.022 Uiso 1 1 calc R . .
C11 C 0.5800(4) -0.0971(2) 0.4805(2) 0.0265(8) Uani 1 1 d . . .
H11A H 0.5744 -0.0487 0.4445 0.04 Uiso 1 1 calc R . .
H11B H 0.4914 -0.1064 0.4964 0.04 Uiso 1 1 calc R . .
H11C H 0.606 -0.1469 0.453 0.04 Uiso 1 1 calc R . .
C12 C 0.6895(4) -0.1514(2) 0.6158(2) 0.0241(8) Uani 1 1 d . . .
H12A H 0.7197 -0.2031 0.5932 0.036 Uiso 1 1 calc R . .
H12B H 0.598 -0.1595 0.628 0.036 Uiso 1 1 calc R . .
H12C H 0.7522 -0.1372 0.6648 0.036 Uiso 1 1 calc R . .
C13 C 1.0260(3) 0.1056(2) 0.74458(19) 0.0175(7) Uani 1 1 d . . .
C14 C 1.1041(3) 0.0359(2) 0.7751(2) 0.0217(7) Uani 1 1 d . . .
H14 H 1.0659 -0.0188 0.7691 0.026 Uiso 1 1 calc R . .
C15 C 1.2365(4) 0.0468(3) 0.8139(2) 0.0268(8) Uani 1 1 d . . .
H15 H 1.2878 -0.0006 0.8352 0.032 Uiso 1 1 calc R . .
C16 C 1.2957(4) 0.1258(3) 0.8222(2) 0.0293(9) Uani 1 1 d . . .
H16 H 1.3862 0.1326 0.8496 0.035 Uiso 1 1 calc R . .
C17 C 1.2211(4) 0.1948(3) 0.7901(2) 0.0278(8) Uani 1 1 d . . .
H17 H 1.2614 0.2489 0.7945 0.033 Uiso 1 1 calc R . .
C18 C 1.0870(3) 0.1850(2) 0.7513(2) 0.0206(7) Uani 1 1 d . . .
H18 H 1.0367 0.2325 0.7294 0.025 Uiso 1 1 calc R . .
C19 C 0.7607(3) 0.0286(2) 0.7468(2) 0.0190(7) Uani 1 1 d . . .
C20 C 0.8136(3) -0.0149(2) 0.8167(2) 0.0200(7) Uani 1 1 d . . .
H20 H 0.9065 -0.0087 0.8399 0.024 Uiso 1 1 calc R . .
C21 C 0.7297(4) -0.0672(2) 0.8520(2) 0.0238(8) Uani 1 1 d . . .
H21 H 0.766 -0.0984 0.8983 0.029 Uiso 1 1 calc R . .
C22 C 0.5918(4) -0.0739(2) 0.8194(2) 0.0241(8) Uani 1 1 d . . .
H22 H 0.535 -0.11 0.8434 0.029 Uiso 1 1 calc R . .
C23 C 0.5371(4) -0.0279(2) 0.7518(2) 0.0232(8) Uani 1 1 d . . .
H23 H 0.4428 -0.0313 0.7308 0.028 Uiso 1 1 calc R . .
C24 C 0.6210(3) 0.0225(2) 0.7160(2) 0.0205(7) Uani 1 1 d . . .
H24 H 0.5841 0.0536 0.6698 0.025 Uiso 1 1 calc R . .
C25 C 0.7129(3) 0.2487(2) 0.7080(2) 0.0195(7) Uani 1 1 d . . .
C26 C 0.5570(4) 0.2441(3) 0.6928(3) 0.0323(9) Uani 1 1 d . . .
H26A H 0.5229 0.2493 0.6355 0.049 Uiso 1 1 calc R . .
H26B H 0.5205 0.2899 0.7212 0.049 Uiso 1 1 calc R . .
H26C H 0.5281 0.1903 0.7121 0.049 Uiso 1 1 calc R . .
C27 C 0.7674(4) 0.2400(3) 0.7976(2) 0.0335(9) Uani 1 1 d . . .
H27A H 0.7382 0.1863 0.8167 0.05 Uiso 1 1 calc R . .
H27B H 0.732 0.2858 0.8265 0.05 Uiso 1 1 calc R . .
H27C H 0.8669 0.2424 0.8068 0.05 Uiso 1 1 calc R . .
C28 C 0.7547(4) 0.3335(2) 0.6777(3) 0.0299(9) Uani 1 1 d . . .
H28A H 0.854 0.3374 0.6864 0.045 Uiso 1 1 calc R . .
H28B H 0.718 0.3787 0.7068 0.045 Uiso 1 1 calc R . .
H28C H 0.7188 0.3387 0.6206 0.045 Uiso 1 1 calc R . .
N1 N 0.8424(3) 0.07596(17) 0.59650(16) 0.0149(6) Uani 1 1 d . . .
N2 N 0.7731(3) 0.18210(18) 0.66373(16) 0.0163(6) Uani 1 1 d . . .
P1 P 0.85434(7) 0.09623(5) 0.69185(5) 0.01485(19) Uani 1 1 d . . .
Cl1 Cl 0.83625(8) 0.23371(5) 0.51217(5) 0.0236(2) Uani 1 1 d . . .
Cl2 Cl 0.58033(7) 0.13846(5) 0.52080(5) 0.02130(19) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
B1 N1 1.560(5) . ?
B1 N2 1.543(5) . ?
B1 P1 2.277(4) . ?
B1 Cl1 1.862(4) . ?
B1 Cl2 1.893(4) . ?
C1 C2 1.412(5) . ?
C1 C6 1.411(5) . ?
C1 N1 1.445(4) . ?
C2 C3 1.392(5) . ?
C2 C7 1.518(5) . ?
C3 H3 0.95 . ?
C3 C4 1.393(5) . ?
C4 H4 0.95 . ?
C4 C5 1.383(5) . ?
C5 H5 0.95 . ?
C5 C6 1.386(5) . ?
C6 C10 1.517(4) . ?
C7 H7 1 . ?
C7 C8 1.543(5) . ?
C7 C9 1.544(5) . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 H9A 0.98 . ?
C9 H9B 0.98 . ?
C9 H9C 0.98 . ?
C10 H10 1 . ?
C10 C11 1.543(5) . ?
C10 C12 1.533(5) . ?
C11 H11A 0.98 . ?
C11 H11B 0.98 . ?
C11 H11C 0.98 . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 C14 1.407(5) . ?
C13 C18 1.402(5) . ?
C13 P1 1.801(3) . ?
C14 H14 0.95 . ?
C14 C15 1.385(5) . ?
C15 H15 0.95 . ?
C15 C16 1.391(6) . ?
C16 H16 0.95 . ?
C16 C17 1.388(6) . ?
C17 H17 0.95 . ?
C17 C18 1.398(5) . ?
C18 H18 0.95 . ?
C19 C20 1.401(5) . ?
C19 C24 1.408(5) . ?
C19 P1 1.793(4) . ?
C20 H20 0.95 . ?
C20 C21 1.390(5) . ?
C21 H21 0.95 . ?
C21 C22 1.399(5) . ?
C22 H22 0.95 . ?
C22 C23 1.394(5) . ?
C23 H23 0.95 . ?
C23 C24 1.377(5) . ?
C24 H24 0.95 . ?
C25 C26 1.536(5) . ?
C25 C27 1.536(5) . ?
C25 C28 1.531(5) . ?
C25 N2 1.488(4) . ?
C26 H26A 0.98 . ?
C26 H26B 0.98 . ?
C26 H26C 0.98 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C28 H28A 0.98 . ?
C28 H28B 0.98 . ?
C28 H28C 0.98 . ?
N1 P1 1.638(3) . ?
N2 P1 1.623(3) . ?

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
N1 B1 P1 46.00(14) . . ?
N1 B1 Cl1 115.2(2) . . ?
N1 B1 Cl2 113.3(2) . . ?
N2 B1 N1 91.4(2) . . ?
N2 B1 P1 45.41(14) . . ?
N2 B1 Cl1 115.0(2) . . ?
N2 B1 Cl2 115.8(2) . . ?
Cl1 B1 P1 129.12(19) . . ?
Cl1 B1 Cl2 106.04(19) . . ?
Cl2 B1 P1 124.8(2) . . ?
C2 C1 N1 120.4(3) . . ?
C6 C1 C2 120.2(3) . . ?
C6 C1 N1 119.4(3) . . ?
C1 C2 C7 124.3(3) . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 C7 117.2(3) . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.5(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.5(3) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C10 123.2(3) . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C10 117.7(3) . . ?
C2 C7 H7 108.1 . . ?
C2 C7 C8 110.1(3) . . ?
C2 C7 C9 112.1(3) . . ?
C8 C7 H7 108.1 . . ?
C8 C7 C9 110.2(3) . . ?
C9 C7 H7 108.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C10 H10 107.4 . . ?
C6 C10 C11 112.8(3) . . ?
C6 C10 C12 111.0(3) . . ?
C11 C10 H10 107.4 . . ?
C12 C10 H10 107.4 . . ?
C12 C10 C11 110.5(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 P1 122.6(3) . . ?
C18 C13 C14 118.6(3) . . ?
C18 C13 P1 118.6(3) . . ?
C13 C14 H14 120 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 120 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.3(3) . . ?
C17 C16 H16 120.4 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.3(4) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.5(4) . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C24 119.2(3) . . ?
C20 C19 P1 125.9(2) . . ?
C24 C19 P1 114.8(3) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 C19 119.8(3) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 120 . . ?
C20 C21 C22 120.0(3) . . ?
C22 C21 H21 120 . . ?
C21 C22 H22 119.7 . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(3) . . ?
C24 C23 H23 120.4 . . ?
C19 C24 H24 119.5 . . ?
C23 C24 C19 121.1(3) . . ?
C23 C24 H24 119.5 . . ?
C27 C25 C26 109.9(3) . . ?
C28 C25 C26 108.2(3) . . ?
C28 C25 C27 110.1(3) . . ?
N2 C25 C26 111.5(3) . . ?
N2 C25 C27 109.4(3) . . ?
N2 C25 C28 107.7(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
B1 N1 P1 90.8(2) . . ?
C1 N1 B1 137.3(3) . . ?
C1 N1 P1 131.6(2) . . ?
B1 N2 P1 92.0(2) . . ?
C25 N2 B1 134.3(3) . . ?
C25 N2 P1 132.8(2) . . ?
C13 P1 B1 128.19(15) . . ?
C19 P1 B1 122.69(15) . . ?
C19 P1 C13 109.12(16) . . ?
N1 P1 B1 43.21(14) . . ?
N1 P1 C13 114.33(14) . . ?
N1 P1 C19 116.20(14) . . ?
N2 P1 B1 42.62(14) . . ?
N2 P1 C13 117.55(15) . . ?
N2 P1 C19 112.51(15) . . ?
N2 P1 N1 85.79(14) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 986797'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_5_100k_0m

_audit_creation_date             2014-02-12T04:52:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H36 Al Cl2 N2 P'
_chemical_formula_sum            'C28 H36 Al Cl2 N2 P'
_chemical_formula_weight         529.44

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14

_cell_length_a                   8.8896(4)
_cell_length_b                   17.8277(9)
_cell_length_c                   17.8433(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.859(3)
_cell_angle_gamma                90
_cell_volume                     2756.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9906
_cell_measurement_theta_min      2.606
_cell_measurement_theta_max      34.054

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.0695 before and 0.0438 after correction.
        The Ratio of minimum to maximum transmission is 0.7598.
        The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.5674
_exptl_absorpt_correction_T_max  0.7468

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_number            31414
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1
_reflns_number_total             6322
_reflns_number_gt                5442
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  
;
        XL, G.M. Sheldrick, Acta Cryst.
        (2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0356P)²+1.3371P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6322
_refine_ls_number_parameters     314
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0784
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.227
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_
_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 -0.15880(16) 0.33602(8) 0.26122(8) 0.0216(3) Uani 1 1 d . . .
C2 C -0.30272(17) 0.28855(10) 0.25768(10) 0.0305(3) Uani 1 1 d . . .
H2A H -0.2842 0.253 0.3007 0.046 Uiso 1 1 calc R . .
H2B H -0.3269 0.2608 0.209 0.046 Uiso 1 1 calc R . .
H2C H -0.3896 0.3212 0.261 0.046 Uiso 1 1 calc R . .
C3 C -0.12321(19) 0.37938(9) 0.33711(10) 0.0304(3) Uani 1 1 d . . .
H3A H -0.2071 0.4147 0.3381 0.046 Uiso 1 1 calc R . .
H3B H -0.0263 0.407 0.3417 0.046 Uiso 1 1 calc R . .
H3C H -0.1134 0.3441 0.3801 0.046 Uiso 1 1 calc R . .
C4 C -0.1862(2) 0.39214(10) 0.19495(10) 0.0366(4) Uani 1 1 d . . .
H4A H -0.2157 0.3652 0.146 0.055 Uiso 1 1 calc R . .
H4B H -0.0913 0.4206 0.1962 0.055 Uiso 1 1 calc R . .
H4C H -0.269 0.4267 0.2001 0.055 Uiso 1 1 calc R . .
C5 C 0.29076(14) 0.14418(7) 0.25026(8) 0.0148(2) Uani 1 1 d . . .
C6 C 0.31421(15) 0.12614(7) 0.17673(8) 0.0173(3) Uani 1 1 d . . .
C7 C 0.41625(16) 0.06802(8) 0.17040(8) 0.0224(3) Uani 1 1 d . . .
H7 H 0.433 0.0555 0.1212 0.027 Uiso 1 1 calc R . .
C8 C 0.49318(16) 0.02843(8) 0.23387(9) 0.0229(3) Uani 1 1 d . . .
H8 H 0.5595 -0.0119 0.2281 0.028 Uiso 1 1 calc R . .
C9 C 0.47275(15) 0.04808(8) 0.30603(8) 0.0202(3) Uani 1 1 d . . .
H9 H 0.527 0.0213 0.3498 0.024 Uiso 1 1 calc R . .
C10 C 0.37397(15) 0.10650(7) 0.31598(8) 0.0166(3) Uani 1 1 d . . .
C11 C 0.23976(15) 0.16930(8) 0.10469(8) 0.0187(3) Uani 1 1 d . . .
H11 H 0.1607 0.2038 0.1177 0.022 Uiso 1 1 calc R . .
C12 C 0.15900(18) 0.11750(9) 0.03976(8) 0.0256(3) Uani 1 1 d . . .
H12A H 0.1014 0.1477 -0.003 0.038 Uiso 1 1 calc R . .
H12B H 0.0877 0.0844 0.0587 0.038 Uiso 1 1 calc R . .
H12C H 0.2362 0.0872 0.022 0.038 Uiso 1 1 calc R . .
C13 C 0.36077(17) 0.21699(9) 0.07725(9) 0.0254(3) Uani 1 1 d . . .
H13A H 0.4396 0.1841 0.0643 0.038 Uiso 1 1 calc R . .
H13B H 0.4093 0.2516 0.1182 0.038 Uiso 1 1 calc R . .
H13C H 0.3107 0.2457 0.0317 0.038 Uiso 1 1 calc R . .
C14 C 0.36780(15) 0.12906(8) 0.39744(8) 0.0190(3) Uani 1 1 d . . .
H14 H 0.2917 0.1709 0.394 0.023 Uiso 1 1 calc R . .
C15 C 0.52531(17) 0.15825(10) 0.44103(9) 0.0306(3) Uani 1 1 d . . .
H15A H 0.6012 0.1176 0.4471 0.046 Uiso 1 1 calc R . .
H15B H 0.5171 0.1764 0.4918 0.046 Uiso 1 1 calc R . .
H15C H 0.5583 0.1994 0.412 0.046 Uiso 1 1 calc R . .
C16 C 0.31405(19) 0.06457(9) 0.44183(9) 0.0288(3) Uani 1 1 d . . .
H16A H 0.3864 0.0225 0.4456 0.043 Uiso 1 1 calc R . .
H16B H 0.211 0.0482 0.4148 0.043 Uiso 1 1 calc R . .
H16C H 0.3104 0.0817 0.4936 0.043 Uiso 1 1 calc R . .
C17 C -0.10242(15) 0.15160(7) 0.17154(7) 0.0162(2) Uani 1 1 d . . .
C18 C -0.10385(17) 0.07342(8) 0.16504(8) 0.0218(3) Uani 1 1 d . . .
H18 H -0.0499 0.0435 0.2064 0.026 Uiso 1 1 calc R . .
C19 C -0.18460(19) 0.03968(8) 0.09769(9) 0.0268(3) Uani 1 1 d . . .
H19 H -0.1882 -0.0135 0.0939 0.032 Uiso 1 1 calc R . .
C20 C -0.25960(17) 0.08280(9) 0.03620(9) 0.0267(3) Uani 1 1 d . . .
H20 H -0.3157 0.0592 -0.0092 0.032 Uiso 1 1 calc R . .
C21 C -0.25308(17) 0.16022(9) 0.04077(8) 0.0246(3) Uani 1 1 d . . .
H21 H -0.3016 0.1898 -0.0021 0.03 Uiso 1 1 calc R . .
C22 C -0.17531(16) 0.19450(8) 0.10824(8) 0.0200(3) Uani 1 1 d . . .
H22 H -0.1716 0.2477 0.1114 0.024 Uiso 1 1 calc R . .
C23 C -0.03827(14) 0.15654(7) 0.34146(8) 0.0160(2) Uani 1 1 d . . .
C24 C 0.01962(15) 0.19578(7) 0.41000(8) 0.0177(3) Uani 1 1 d . . .
H24 H 0.0717 0.2421 0.4084 0.021 Uiso 1 1 calc R . .
C25 C 0.00191(16) 0.16794(8) 0.48000(8) 0.0201(3) Uani 1 1 d . . .
H25 H 0.0397 0.1956 0.5258 0.024 Uiso 1 1 calc R . .
C26 C -0.07115(16) 0.09951(8) 0.48308(8) 0.0214(3) Uani 1 1 d . . .
H26 H -0.0802 0.0794 0.5312 0.026 Uiso 1 1 calc R . .
C27 C -0.13080(16) 0.06069(8) 0.41570(8) 0.0218(3) Uani 1 1 d . . .
H27 H -0.1817 0.0141 0.4178 0.026 Uiso 1 1 calc R . .
C28 C -0.11690(15) 0.08930(8) 0.34483(8) 0.0194(3) Uani 1 1 d . . .
H28 H -0.1609 0.063 0.2989 0.023 Uiso 1 1 calc R . .
N1 N -0.02122(13) 0.28976(6) 0.25610(7) 0.0170(2) Uani 1 1 d . . .
N2 N 0.18797(12) 0.20462(6) 0.25826(6) 0.0141(2) Uani 1 1 d . . .
Al1 Al 0.18883(5) 0.30899(2) 0.26248(2) 0.01590(9) Uani 1 1 d . . .
P1 P 0.00234(4) 0.199399(18) 0.256211(19) 0.01356(8) Uani 1 1 d . . .
Cl1 Cl 0.32926(4) 0.351031(19) 0.366822(19) 0.02262(8) Uani 1 1 d . . .
Cl2 Cl 0.23604(4) 0.37473(2) 0.17095(2) 0.02592(9) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.524(2) . ?
C1 C3 1.530(2) . ?
C1 C4 1.527(2) . ?
C1 N1 1.4947(16) . ?
C2 H2A 0.98 . ?
C2 H2B 0.98 . ?
C2 H2C 0.98 . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C3 H3C 0.98 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C5 C6 1.4107(18) . ?
C5 C10 1.4097(18) . ?
C5 N2 1.4403(16) . ?
C6 C7 1.3981(19) . ?
C6 C11 1.5177(19) . ?
C7 H7 0.95 . ?
C7 C8 1.380(2) . ?
C8 H8 0.95 . ?
C8 C9 1.385(2) . ?
C9 H9 0.95 . ?
C9 C10 1.3988(18) . ?
C10 C14 1.5208(18) . ?
C11 H11 1 . ?
C11 C12 1.5298(19) . ?
C11 C13 1.5343(19) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 H14 1 . ?
C14 C15 1.5335(19) . ?
C14 C16 1.532(2) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.3984(19) . ?
C17 C22 1.3981(19) . ?
C17 P1 1.8028(13) . ?
C18 H18 0.95 . ?
C18 C19 1.392(2) . ?
C19 H19 0.95 . ?
C19 C20 1.383(2) . ?
C20 H20 0.95 . ?
C20 C21 1.383(2) . ?
C21 H21 0.95 . ?
C21 C22 1.389(2) . ?
C22 H22 0.95 . ?
C23 C24 1.4034(18) . ?
C23 C28 1.3958(19) . ?
C23 P1 1.8090(13) . ?
C24 H24 0.95 . ?
C24 C25 1.3853(19) . ?
C25 H25 0.95 . ?
C25 C26 1.389(2) . ?
C26 H26 0.95 . ?
C26 C27 1.386(2) . ?
C27 H27 0.95 . ?
C27 C28 1.3942(19) . ?
C28 H28 0.95 . ?
N1 Al1 1.8768(12) . ?
N1 P1 1.6244(11) . ?
N2 Al1 1.8621(11) . ?
N2 P1 1.6450(11) . ?
Al1 P1 2.5485(5) . ?
Al1 Cl1 2.1336(5) . ?
Al1 Cl2 2.1265(5) . ?

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 C3 108.89(13) . . ?
C2 C1 C4 110.14(13) . . ?
C4 C1 C3 108.69(13) . . ?
N1 C1 C2 112.45(12) . . ?
N1 C1 C3 108.79(11) . . ?
N1 C1 C4 107.81(11) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N2 119.41(12) . . ?
C10 C5 C6 120.42(12) . . ?
C10 C5 N2 120.07(11) . . ?
C5 C6 C11 123.04(12) . . ?
C7 C6 C5 118.48(12) . . ?
C7 C6 C11 118.41(12) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 C6 121.66(13) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 H8 120.3 . . ?
C7 C8 C9 119.35(13) . . ?
C9 C8 H8 120.3 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.49(13) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C14 123.04(12) . . ?
C9 C10 C5 118.50(12) . . ?
C9 C10 C14 118.38(12) . . ?
C6 C11 H11 108.2 . . ?
C6 C11 C12 112.22(12) . . ?
C6 C11 C13 110.28(11) . . ?
C12 C11 H11 108.2 . . ?
C12 C11 C13 109.69(11) . . ?
C13 C11 H11 108.2 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14 107.9 . . ?
C10 C14 C15 110.58(11) . . ?
C10 C14 C16 112.18(12) . . ?
C15 C14 H14 107.9 . . ?
C16 C14 H14 107.9 . . ?
C16 C14 C15 110.31(13) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 P1 122.28(11) . . ?
C22 C17 C18 118.96(12) . . ?
C22 C17 P1 118.59(10) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.71(14) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.64(14) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120 . . ?
C21 C20 C19 120.08(14) . . ?
C21 C20 H20 120 . . ?
C20 C21 H21 120.1 . . ?
C20 C21 C22 119.75(14) . . ?
C22 C21 H21 120.1 . . ?
C17 C22 H22 119.6 . . ?
C21 C22 C17 120.74(13) . . ?
C21 C22 H22 119.6 . . ?
C24 C23 P1 114.78(10) . . ?
C28 C23 C24 118.72(12) . . ?
C28 C23 P1 126.48(10) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.93(13) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C26 119.88(13) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.75(13) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 119.7 . . ?
C26 C27 C28 120.66(13) . . ?
C28 C27 H27 119.7 . . ?
C23 C28 H28 120 . . ?
C27 C28 C23 119.98(13) . . ?
C27 C28 H28 120 . . ?
C1 N1 Al1 135.40(9) . . ?
C1 N1 P1 130.86(9) . . ?
P1 N1 Al1 93.14(5) . . ?
C5 N2 Al1 138.99(9) . . ?
C5 N2 P1 127.65(9) . . ?
P1 N2 Al1 93.01(5) . . ?
N1 Al1 P1 39.53(3) . . ?
N1 Al1 Cl1 119.87(4) . . ?
N1 Al1 Cl2 114.70(4) . . ?
N2 Al1 N1 79.63(5) . . ?
N2 Al1 P1 40.13(3) . . ?
N2 Al1 Cl1 112.50(4) . . ?
N2 Al1 Cl2 121.29(4) . . ?
Cl1 Al1 P1 123.79(2) . . ?
Cl2 Al1 P1 128.79(2) . . ?
Cl2 Al1 Cl1 107.42(2) . . ?
C17 P1 C23 110.03(6) . . ?
C17 P1 Al1 127.50(5) . . ?
C23 P1 Al1 122.44(5) . . ?
N1 P1 C17 115.17(6) . . ?
N1 P1 C23 111.72(6) . . ?
N1 P1 N2 94.15(6) . . ?
N1 P1 Al1 47.34(4) . . ?
N2 P1 C17 111.96(6) . . ?
N2 P1 C23 113.09(6) . . ?
N2 P1 Al1 46.86(4) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 986798'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_6_100k_0m

_audit_creation_date             2014-02-12T17:59:54-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H36 Cl2 Ga N2 P'
_chemical_formula_sum            'C28 H36 Cl2 Ga N2 P'
_chemical_formula_weight         572.18
_chemical_absolute_configuration ad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_Int_Tables_number      9
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   10.053(3)
_cell_length_b                   16.487(3)
_cell_length_c                   17.083(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.03(2)
_cell_angle_gamma                90
_cell_volume                     2769.3(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    1482
_cell_measurement_theta_min      2.408
_cell_measurement_theta_max      25.807

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear whitish colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1192
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    1.264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        SADABS-2008/1 (Bruker,2008) was used for absorption correction.
        R(int) was 0.0592 before and 0.0494 after correction.
        The Ratio of minimum to maximum transmission is 0.8721.
        The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.6506
_exptl_absorpt_correction_T_max  0.746

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_source                   'sealed tube'
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 8
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_reflns_av_R_equivalents  0.051
_diffrn_reflns_number            7390
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             4633
_reflns_number_gt                3800
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  
;
        SHELXL, G.M. Sheldrick, Acta Cryst.
        2008). A64, 112-122
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
        J. Appl. Cryst. (2009). 42, 339-341.
;

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² 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/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         4633
_refine_ls_number_parameters     314
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.071
_refine_ls_goodness_of_fit_ref   0.926
_refine_ls_restrained_S_all      0.926
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.037(12)
_refine_diff_density_max         0.426
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.079

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
N N 0.0061 0.0033 '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_
_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 0.2293(5) 0.2574(3) 0.4170(3) 0.0180(12) Uani 1 1 d . . .
C2 C 0.2923(5) 0.2703(3) 0.5043(3) 0.0321(15) Uani 1 1 d . . .
H2A H 0.2588 0.2288 0.5364 0.048 Uiso 1 1 calc R . .
H2B H 0.2675 0.3242 0.5208 0.048 Uiso 1 1 calc R . .
H2C H 0.3914 0.2663 0.5123 0.048 Uiso 1 1 calc R . .
C3 C 0.0736(5) 0.2655(4) 0.4053(4) 0.0299(14) Uani 1 1 d . . .
H3A H 0.0392 0.2239 0.437 0.045 Uiso 1 1 calc R . .
H3B H 0.0317 0.2583 0.3485 0.045 Uiso 1 1 calc R . .
H3C H 0.0509 0.3194 0.4229 0.045 Uiso 1 1 calc R . .
C4 C 0.2643(5) 0.1729(3) 0.3913(3) 0.0294(13) Uani 1 1 d . . .
H4A H 0.363 0.1683 0.3967 0.044 Uiso 1 1 calc R . .
H4B H 0.2192 0.1638 0.3353 0.044 Uiso 1 1 calc R . .
H4C H 0.2331 0.1322 0.4252 0.044 Uiso 1 1 calc R . .
C5 C 0.4083(5) 0.4922(3) 0.2531(3) 0.0156(11) Uani 1 1 d . . .
C6 C 0.5362(5) 0.4785(3) 0.2312(3) 0.0188(13) Uani 1 1 d . . .
C7 C 0.5912(5) 0.5421(3) 0.1952(3) 0.0223(13) Uani 1 1 d . . .
H7 H 0.6762 0.5344 0.1804 0.027 Uiso 1 1 calc R . .
C8 C 0.5267(5) 0.6163(3) 0.1803(3) 0.0258(14) Uani 1 1 d . . .
H8 H 0.5671 0.6586 0.1555 0.031 Uiso 1 1 calc R . .
C9 C 0.4044(5) 0.6280(3) 0.2015(3) 0.0230(13) Uani 1 1 d . . .
H9 H 0.3605 0.6791 0.1918 0.028 Uiso 1 1 calc R . .
C10 C 0.3421(5) 0.5660(3) 0.2373(3) 0.0202(13) Uani 1 1 d . . .
C11 C 0.6122(5) 0.3982(3) 0.2406(3) 0.0181(12) Uani 1 1 d . . .
H11 H 0.5603 0.3591 0.2675 0.022 Uiso 1 1 calc R . .
C12 C 0.6212(5) 0.3627(3) 0.1583(3) 0.0287(14) Uani 1 1 d . . .
H12A H 0.5294 0.3513 0.1276 0.043 Uiso 1 1 calc R . .
H12B H 0.6742 0.3124 0.166 0.043 Uiso 1 1 calc R . .
H12C H 0.6658 0.4019 0.1291 0.043 Uiso 1 1 calc R . .
C13 C 0.7532(4) 0.4079(3) 0.2927(3) 0.0250(13) Uani 1 1 d . . .
H13A H 0.8092 0.4412 0.2647 0.038 Uiso 1 1 calc R . .
H13B H 0.7953 0.3544 0.3041 0.038 Uiso 1 1 calc R . .
H13C H 0.7462 0.4343 0.3431 0.038 Uiso 1 1 calc R . .
C14 C 0.2020(4) 0.5819(3) 0.2529(3) 0.0162(13) Uani 1 1 d . . .
H14 H 0.1732 0.5321 0.2783 0.019 Uiso 1 1 calc R . .
C15 C 0.0986(5) 0.5960(3) 0.1748(3) 0.0290(14) Uani 1 1 d . . .
H15A H 0.118 0.6478 0.1513 0.043 Uiso 1 1 calc R . .
H15B H 0.0068 0.5974 0.1857 0.043 Uiso 1 1 calc R . .
H15C H 0.1049 0.5519 0.1373 0.043 Uiso 1 1 calc R . .
C16 C 0.1997(6) 0.6524(3) 0.3111(3) 0.0321(15) Uani 1 1 d . . .
H16A H 0.2627 0.6409 0.3619 0.048 Uiso 1 1 calc R . .
H16B H 0.1075 0.6589 0.3207 0.048 Uiso 1 1 calc R . .
H16C H 0.2274 0.7025 0.288 0.048 Uiso 1 1 calc R . .
C17 C 0.5302(5) 0.3984(3) 0.4355(3) 0.0178(12) Uani 1 1 d . . .
C18 C 0.6051(5) 0.4680(3) 0.4644(3) 0.0194(12) Uani 1 1 d . . .
H18 H 0.5629 0.5198 0.4575 0.023 Uiso 1 1 calc R . .
C19 C 0.7395(5) 0.4616(3) 0.5027(3) 0.0254(13) Uani 1 1 d . . .
H19 H 0.7897 0.5088 0.5224 0.03 Uiso 1 1 calc R . .
C20 C 0.8009(5) 0.3866(4) 0.5125(3) 0.0285(14) Uani 1 1 d . . .
H20 H 0.8929 0.3821 0.5402 0.034 Uiso 1 1 calc R . .
C21 C 0.7305(5) 0.3183(4) 0.4826(3) 0.0291(14) Uani 1 1 d . . .
H21 H 0.7748 0.2671 0.4882 0.035 Uiso 1 1 calc R . .
C22 C 0.5953(5) 0.3237(3) 0.4442(3) 0.0206(12) Uani 1 1 d . . .
H22 H 0.5469 0.2761 0.4238 0.025 Uiso 1 1 calc R . .
C23 C 0.2634(5) 0.4688(3) 0.4364(3) 0.0145(12) Uani 1 1 d . . .
C24 C 0.1232(5) 0.4763(3) 0.4023(3) 0.0182(12) Uani 1 1 d . . .
H24 H 0.0846 0.4468 0.3552 0.022 Uiso 1 1 calc R . .
C25 C 0.0419(5) 0.5267(3) 0.4375(3) 0.0209(13) Uani 1 1 d . . .
H25 H -0.0521 0.5319 0.4141 0.025 Uiso 1 1 calc R . .
C26 C 0.0958(5) 0.5688(3) 0.5052(3) 0.0250(13) Uani 1 1 d . . .
H26 H 0.0394 0.6036 0.5284 0.03 Uiso 1 1 calc R . .
C27 C 0.2330(6) 0.5612(3) 0.5407(3) 0.0231(14) Uani 1 1 d . . .
H27 H 0.2702 0.5907 0.588 0.028 Uiso 1 1 calc R . .
C28 C 0.3145(5) 0.5108(3) 0.5068(3) 0.0217(12) Uani 1 1 d . . .
H28 H 0.4075 0.5045 0.5321 0.026 Uiso 1 1 calc R . .
N1 N 0.2804(4) 0.3158(2) 0.3637(2) 0.0147(10) Uani 1 1 d . . .
N2 N 0.3441(4) 0.4272(2) 0.2884(2) 0.0130(10) Uani 1 1 d . . .
P1 P 0.35597(12) 0.40314(8) 0.38249(8) 0.0144(3) Uani 1 1 d . . .
Cl1 Cl 0.03195(12) 0.35045(8) 0.19183(8) 0.0233(3) Uani 1 1 d . . .
Cl2 Cl 0.33417(13) 0.24515(8) 0.18173(8) 0.0262(3) Uani 1 1 d . . .
Ga1 Ga 0.24288(4) 0.32973(3) 0.25028(3) 0.01587(13) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 1.508(7) . ?
C1 C3 1.542(7) . ?
C1 C4 1.524(7) . ?
C1 N1 1.488(6) . ?
C2 H2A 0.98 . ?
C2 H2B 0.98 . ?
C2 H2C 0.98 . ?
C3 H3A 0.98 . ?
C3 H3B 0.98 . ?
C3 H3C 0.98 . ?
C4 H4A 0.98 . ?
C4 H4B 0.98 . ?
C4 H4C 0.98 . ?
C5 C6 1.430(6) . ?
C5 C10 1.385(7) . ?
C5 N2 1.447(6) . ?
C6 C7 1.386(7) . ?
C6 C11 1.520(7) . ?
C7 H7 0.95 . ?
C7 C8 1.383(7) . ?
C8 H8 0.95 . ?
C8 C9 1.367(7) . ?
C9 H9 0.95 . ?
C9 C10 1.403(7) . ?
C10 C14 1.510(7) . ?
C11 H11 1 . ?
C11 C12 1.543(6) . ?
C11 C13 1.518(7) . ?
C12 H12A 0.98 . ?
C12 H12B 0.98 . ?
C12 H12C 0.98 . ?
C13 H13A 0.98 . ?
C13 H13B 0.98 . ?
C13 H13C 0.98 . ?
C14 H14 1 . ?
C14 C15 1.528(6) . ?
C14 C16 1.533(7) . ?
C15 H15A 0.98 . ?
C15 H15B 0.98 . ?
C15 H15C 0.98 . ?
C16 H16A 0.98 . ?
C16 H16B 0.98 . ?
C16 H16C 0.98 . ?
C17 C18 1.405(7) . ?
C17 C22 1.388(7) . ?
C17 P1 1.798(5) . ?
C18 H18 0.95 . ?
C18 C19 1.377(7) . ?
C19 H19 0.95 . ?
C19 C20 1.377(7) . ?
C20 H20 0.95 . ?
C20 C21 1.370(7) . ?
C21 H21 0.95 . ?
C21 C22 1.384(7) . ?
C22 H22 0.95 . ?
C23 C24 1.414(6) . ?
C23 C28 1.391(7) . ?
C23 P1 1.800(5) . ?
C24 H24 0.95 . ?
C24 C25 1.388(6) . ?
C25 H25 0.95 . ?
C25 C26 1.360(7) . ?
C26 H26 0.95 . ?
C26 C27 1.392(7) . ?
C27 H27 0.95 . ?
C27 C28 1.377(7) . ?
C28 H28 0.95 . ?
N1 P1 1.629(4) . ?
N1 Ga1 1.909(4) . ?
N2 P1 1.635(4) . ?
N2 Ga1 1.940(4) . ?
P1 Ga1 2.6054(15) . ?
Cl1 Ga1 2.1743(15) . ?
Cl2 Ga1 2.1462(14) . ?

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 C3 108.8(4) . . ?
C2 C1 C4 109.8(4) . . ?
C4 C1 C3 109.3(4) . . ?
N1 C1 C2 112.8(4) . . ?
N1 C1 C3 109.6(4) . . ?
N1 C1 C4 106.5(4) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N2 119.7(4) . . ?
C10 C5 C6 120.6(5) . . ?
C10 C5 N2 119.6(4) . . ?
C5 C6 C11 124.7(4) . . ?
C7 C6 C5 117.4(5) . . ?
C7 C6 C11 117.8(5) . . ?
C6 C7 H7 118.8 . . ?
C8 C7 C6 122.4(5) . . ?
C8 C7 H7 118.8 . . ?
C7 C8 H8 120.4 . . ?
C9 C8 C7 119.2(5) . . ?
C9 C8 H8 120.4 . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.4(5) . . ?
C10 C9 H9 119.3 . . ?
C5 C10 C9 119.0(5) . . ?
C5 C10 C14 123.1(5) . . ?
C9 C10 C14 117.9(5) . . ?
C6 C11 H11 108.1 . . ?
C6 C11 C12 111.0(4) . . ?
C12 C11 H11 108.1 . . ?
C13 C11 C6 111.0(4) . . ?
C13 C11 H11 108.1 . . ?
C13 C11 C12 110.5(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14 107.3 . . ?
C10 C14 C15 111.2(4) . . ?
C10 C14 C16 112.8(4) . . ?
C15 C14 H14 107.3 . . ?
C15 C14 C16 110.6(4) . . ?
C16 C14 H14 107.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 P1 122.4(4) . . ?
C22 C17 C18 118.8(5) . . ?
C22 C17 P1 118.7(4) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.3(5) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(5) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(5) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(5) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 H22 119.9 . . ?
C21 C22 C17 120.1(5) . . ?
C21 C22 H22 119.9 . . ?
C24 C23 P1 114.8(4) . . ?
C28 C23 C24 118.0(5) . . ?
C28 C23 P1 127.2(4) . . ?
C23 C24 H24 120 . . ?
C25 C24 C23 120.0(5) . . ?
C25 C24 H24 120 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(5) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.5(5) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 H27 120.2 . . ?
C28 C27 C26 119.5(5) . . ?
C28 C27 H27 120.2 . . ?
C23 C28 H28 119.3 . . ?
C27 C28 C23 121.3(5) . . ?
C27 C28 H28 119.3 . . ?
C1 N1 P1 131.1(3) . . ?
C1 N1 Ga1 132.8(3) . . ?
P1 N1 Ga1 94.52(19) . . ?
C5 N2 P1 130.0(3) . . ?
C5 N2 Ga1 136.2(3) . . ?
P1 N2 Ga1 93.15(19) . . ?
C17 P1 C23 108.8(2) . . ?
C17 P1 Ga1 128.27(18) . . ?
C23 P1 Ga1 122.94(17) . . ?
N1 P1 C17 115.2(2) . . ?
N1 P1 C23 111.3(2) . . ?
N1 P1 N2 94.9(2) . . ?
N1 P1 Ga1 46.92(14) . . ?
N2 P1 C17 111.7(2) . . ?
N2 P1 C23 114.7(2) . . ?
N2 P1 Ga1 48.04(14) . . ?
N1 Ga1 N2 77.31(16) . . ?
N1 Ga1 P1 38.56(12) . . ?
N1 Ga1 Cl1 116.90(12) . . ?
N1 Ga1 Cl2 117.31(12) . . ?
N2 Ga1 P1 38.81(11) . . ?
N2 Ga1 Cl1 114.66(12) . . ?
N2 Ga1 Cl2 117.84(12) . . ?
Cl1 Ga1 P1 122.19(5) . . ?
Cl2 Ga1 P1 128.01(5) . . ?
Cl2 Ga1 Cl1 109.79(6) . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 986799'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_8_100k_0m

_audit_creation_date             2014-09-09T18:08:35-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C42 H47 Al F5 N2 P'
_chemical_formula_weight         732.77

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.95580(10)
_cell_length_b                   11.98410(10)
_cell_length_c                   16.9461(2)
_cell_angle_alpha                70.9320(10)
_cell_angle_beta                 73.0260(10)
_cell_angle_gamma                67.0570(10)
_cell_volume                     2075.14(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7924
_cell_measurement_theta_min      2.479
_cell_measurement_theta_max      32.48

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.14
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
R(int) was 0.0512 before and 0.0346 after correction.
The Ratio of minimum to maximum transmission is 0.8979.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_correction_T_min  0.671
_exptl_absorpt_correction_T_max  0.7473

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_number            17938
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.29
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_reflns_number_total             7546
_reflns_number_gt                6293
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          SQUEEZE
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.500 1.000 0.000 211.3 18.3
_platon_squeeze_details          
;
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0854P)²+2.2914P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         7546
_refine_ls_number_parameters     439
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1781
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_restrained_S_all      1.226
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_diff_density_max         1.478
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.081

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_
_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 0.5236(2) 0.3660(3) 0.18350(18) 0.0201(6) Uani 1 1 d . . .
C2 C 0.4313(3) 0.3557(3) 0.2666(2) 0.0309(7) Uani 1 1 d . . .
H2A H 0.3473 0.3898 0.2548 0.046 Uiso 1 1 calc R . .
H2B H 0.4387 0.4029 0.3013 0.046 Uiso 1 1 calc R . .
H2C H 0.4482 0.2678 0.2975 0.046 Uiso 1 1 calc R . .
C3 C 0.5102(3) 0.2924(4) 0.1304(2) 0.0364(8) Uani 1 1 d . . .
H3A H 0.5265 0.2047 0.1616 0.055 Uiso 1 1 calc R . .
H3B H 0.5695 0.2982 0.0765 0.055 Uiso 1 1 calc R . .
H3C H 0.4259 0.3271 0.1189 0.055 Uiso 1 1 calc R . .
C4 C 0.4973(3) 0.5024(3) 0.1345(2) 0.0356(8) Uani 1 1 d . . .
H4A H 0.4134 0.5359 0.1224 0.053 Uiso 1 1 calc R . .
H4B H 0.5572 0.5083 0.0809 0.053 Uiso 1 1 calc R . .
H4C H 0.5043 0.5506 0.1686 0.053 Uiso 1 1 calc R . .
C5 C 0.9951(2) 0.1915(2) 0.21066(17) 0.0165(5) Uani 1 1 d . . .
C6 C 1.0295(3) 0.2088(3) 0.27788(17) 0.0199(6) Uani 1 1 d . . .
C7 C 1.1553(3) 0.1748(3) 0.27831(19) 0.0252(6) Uani 1 1 d . . .
H7 H 1.1789 0.1879 0.3226 0.03 Uiso 1 1 calc R . .
C8 C 1.2462(3) 0.1227(3) 0.21617(19) 0.0257(6) Uani 1 1 d . . .
H8 H 1.3311 0.101 0.2175 0.031 Uiso 1 1 calc R . .
C9 C 1.2118(3) 0.1025(3) 0.15198(19) 0.0226(6) Uani 1 1 d . . .
H9 H 1.274 0.0658 0.1096 0.027 Uiso 1 1 calc R . .
C10 C 1.0873(3) 0.1350(2) 0.14844(17) 0.0183(6) Uani 1 1 d . . .
C11 C 0.9365(3) 0.2527(3) 0.35356(18) 0.0255(7) Uani 1 1 d . . .
H11 H 0.8524 0.2893 0.3387 0.031 Uiso 1 1 calc R . .
C12 C 0.9374(3) 0.1390(4) 0.4301(2) 0.0363(8) Uani 1 1 d . . .
H12A H 0.9161 0.0781 0.4154 0.054 Uiso 1 1 calc R . .
H12B H 0.8767 0.1664 0.4789 0.054 Uiso 1 1 calc R . .
H12C H 1.02 0.1003 0.4446 0.054 Uiso 1 1 calc R . .
C13 C 0.9616(3) 0.3518(3) 0.3772(2) 0.0360(8) Uani 1 1 d . . .
H13A H 1.039 0.3146 0.3989 0.054 Uiso 1 1 calc R . .
H13B H 0.8934 0.3846 0.4211 0.054 Uiso 1 1 calc R . .
H13C H 0.9687 0.4199 0.3267 0.054 Uiso 1 1 calc R . .
C14 C 1.0589(2) 0.1061(2) 0.07717(17) 0.0181(6) Uani 1 1 d . . .
H14 H 0.967 0.131 0.0848 0.022 Uiso 1 1 calc R . .
C15 C 1.1131(3) -0.0343(3) 0.0806(2) 0.0259(6) Uani 1 1 d . . .
H15A H 1.2035 -0.0606 0.0715 0.039 Uiso 1 1 calc R . .
H15B H 1.0889 -0.0506 0.036 0.039 Uiso 1 1 calc R . .
H15C H 1.0816 -0.0811 0.1363 0.039 Uiso 1 1 calc R . .
C16 C 1.1058(3) 0.1813(3) -0.00999(18) 0.0228(6) Uani 1 1 d . . .
H16A H 1.0672 0.2707 -0.0122 0.034 Uiso 1 1 calc R . .
H16B H 1.0842 0.1623 -0.0546 0.034 Uiso 1 1 calc R . .
H16C H 1.1958 0.159 -0.0189 0.034 Uiso 1 1 calc R . .
C17 C 0.7658(3) 0.0129(3) 0.19368(19) 0.0247(6) Uani 1 1 d . . .
H17A H 0.8434 -0.0553 0.2025 0.037 Uiso 1 1 calc R . .
H17B H 0.7682 0.0499 0.1326 0.037 Uiso 1 1 calc R . .
H17C H 0.6964 -0.0199 0.2176 0.037 Uiso 1 1 calc R . .
C18 C 0.6970(3) 0.0816(3) 0.37823(17) 0.0188(6) Uani 1 1 d . . .
C19 C 0.7152(3) -0.0430(3) 0.41970(18) 0.0209(6) Uani 1 1 d . . .
C20 C 0.6765(3) -0.0858(3) 0.50595(19) 0.0246(6) Uani 1 1 d . . .
C21 C 0.6149(3) -0.0017(3) 0.55536(18) 0.0242(6) Uani 1 1 d . . .
C22 C 0.5939(3) 0.1239(3) 0.51813(18) 0.0248(6) Uani 1 1 d . . .
C23 C 0.6360(3) 0.1613(3) 0.43212(18) 0.0214(6) Uani 1 1 d . . .
C24 C 0.7580(3) 0.4826(2) 0.21022(17) 0.0168(5) Uani 1 1 d . . .
C25 C 0.6566(3) 0.5233(3) 0.27175(18) 0.0224(6) Uani 1 1 d . . .
H25 H 0.5929 0.4867 0.2904 0.027 Uiso 1 1 calc R . .
C26 C 0.6479(3) 0.6174(3) 0.3061(2) 0.0298(7) Uani 1 1 d . . .
H26 H 0.5786 0.6447 0.3484 0.036 Uiso 1 1 calc R . .
C27 C 0.7405(3) 0.6717(3) 0.2788(2) 0.0304(7) Uani 1 1 d . . .
H27 H 0.7339 0.737 0.3017 0.037 Uiso 1 1 calc R . .
C28 C 0.8420(3) 0.6306(3) 0.21847(19) 0.0271(7) Uani 1 1 d . . .
H28 H 0.9054 0.6676 0.1999 0.033 Uiso 1 1 calc R . .
C29 C 0.8520(3) 0.5354(3) 0.18466(18) 0.0209(6) Uani 1 1 d . . .
H29 H 0.9231 0.5062 0.144 0.025 Uiso 1 1 calc R . .
C30 C 0.7994(2) 0.4084(2) 0.05411(17) 0.0161(5) Uani 1 1 d . . .
C31 C 0.8032(2) 0.3282(3) 0.00848(17) 0.0181(6) Uani 1 1 d . . .
H31 H 0.7938 0.2491 0.0381 0.022 Uiso 1 1 calc R . .
C32 C 0.8205(2) 0.3627(3) -0.07949(18) 0.0203(6) Uani 1 1 d . . .
H32 H 0.8232 0.3073 -0.1098 0.024 Uiso 1 1 calc R . .
C33 C 0.8339(3) 0.4785(3) -0.12340(18) 0.0228(6) Uani 1 1 d . . .
H33 H 0.8467 0.5019 -0.1837 0.027 Uiso 1 1 calc R . .
C34 C 0.8285(3) 0.5594(3) -0.07890(18) 0.0230(6) Uani 1 1 d . . .
H34 H 0.8373 0.6387 -0.1089 0.028 Uiso 1 1 calc R . .
C35 C 0.8103(3) 0.5254(3) 0.00947(18) 0.0193(6) Uani 1 1 d . . .
H35 H 0.8053 0.5821 0.0396 0.023 Uiso 1 1 calc R . .
N1 N 0.6504(2) 0.3076(2) 0.20399(14) 0.0156(5) Uani 1 1 d . . .
N2 N 0.8665(2) 0.2223(2) 0.20896(14) 0.0158(5) Uani 1 1 d . . .
F1 F 0.77406(18) -0.13196(15) 0.37528(11) 0.0326(4) Uani 1 1 d . . .
F2 F 0.6981(2) -0.20872(17) 0.54162(12) 0.0394(5) Uani 1 1 d . . .
F3 F 0.57399(18) -0.03959(19) 0.63923(11) 0.0346(5) Uani 1 1 d . . .
F4 F 0.53296(19) 0.20682(18) 0.56636(12) 0.0393(5) Uani 1 1 d . . .
F5 F 0.61560(18) 0.28581(16) 0.40070(11) 0.0318(4) Uani 1 1 d . . .
Al1 Al 0.74462(7) 0.14060(7) 0.25034(5) 0.0159(2) Uani 1 1 d . . .
P1 P 0.76858(6) 0.35596(6) 0.16955(4) 0.01364(18) Uani 1 1 d . . .
C36 C 0.7414(5) 0.4035(5) 0.5913(3) 0.0691(6) Uani 1 1 d . . .
C37 C 0.8424(5) 0.4480(5) 0.5895(3) 0.0691(6) Uani 1 1 d . . .
H37 H 0.8443 0.5287 0.5567 0.083 Uiso 1 1 calc R . .
C38 C 0.9309(5) 0.3721(5) 0.6350(3) 0.0691(6) Uani 1 1 d . . .
H38 H 0.997 0.3988 0.6328 0.083 Uiso 1 1 calc R . .
C39 C 0.9273(5) 0.2540(5) 0.6856(3) 0.0691(6) Uani 1 1 d . . .
H39 H 0.9889 0.204 0.7191 0.083 Uiso 1 1 calc R . .
C40 C 0.8359(5) 0.2091(5) 0.6874(3) 0.0691(6) Uani 1 1 d . . .
H40 H 0.8333 0.1287 0.7203 0.083 Uiso 1 1 calc R . .
C41 C 0.7493(5) 0.2882(5) 0.6386(3) 0.0691(6) Uani 1 1 d . . .
H41 H 0.6873 0.2573 0.6385 0.083 Uiso 1 1 calc R . .
C42 C 0.6527(5) 0.4822(6) 0.5384(3) 0.0794(17) Uani 1 1 d . . .
H42A H 0.6637 0.4442 0.4924 0.119 Uiso 1 1 calc R . .
H42B H 0.6644 0.5641 0.5142 0.119 Uiso 1 1 calc R . .
H42C H 0.5691 0.4925 0.5724 0.119 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 N1 1.493(3) . ?
C1 C2 1.518(4) . ?
C1 C4 1.525(4) . ?
C1 C3 1.525(4) . ?
C5 C10 1.411(4) . ?
C5 C6 1.415(4) . ?
C5 N2 1.441(3) . ?
C6 C7 1.398(4) . ?
C6 C11 1.519(4) . ?
C7 C8 1.383(4) . ?
C8 C9 1.387(4) . ?
C9 C10 1.398(4) . ?
C10 C14 1.517(4) . ?
C11 C13 1.523(5) . ?
C11 C12 1.543(5) . ?
C14 C16 1.533(4) . ?
C14 C15 1.537(4) . ?
C17 Al1 1.961(3) . ?
C18 C23 1.385(4) . ?
C18 C19 1.386(4) . ?
C18 Al1 2.028(3) . ?
C19 F1 1.352(3) . ?
C19 C20 1.383(4) . ?
C20 F2 1.347(3) . ?
C20 C21 1.368(4) . ?
C21 F3 1.346(3) . ?
C21 C22 1.380(4) . ?
C22 F4 1.343(3) . ?
C22 C23 1.378(4) . ?
C23 F5 1.357(3) . ?
C24 C25 1.389(4) . ?
C24 C29 1.395(4) . ?
C24 P1 1.810(3) . ?
C25 C26 1.387(4) . ?
C26 C27 1.388(5) . ?
C27 C28 1.378(5) . ?
C28 C29 1.387(4) . ?
C30 C31 1.398(4) . ?
C30 C35 1.396(4) . ?
C30 P1 1.820(3) . ?
C31 C32 1.386(4) . ?
C32 C33 1.391(4) . ?
C33 C34 1.384(4) . ?
C34 C35 1.391(4) . ?
N1 P1 1.616(2) . ?
N1 Al1 1.903(2) . ?
N2 P1 1.637(2) . ?
N2 Al1 1.909(2) . ?
Al1 P1 2.5800(10) . ?
C36 C41 1.334(7) . ?
C36 C42 1.429(7) . ?
C36 C37 1.487(7) . ?
C37 C38 1.345(7) . ?
C38 C39 1.405(8) . ?
C39 C40 1.383(7) . ?
C40 C41 1.369(7) . ?

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
N1 C1 C2 107.8(2) . . ?
N1 C1 C4 112.8(2) . . ?
C2 C1 C4 109.9(3) . . ?
N1 C1 C3 108.6(2) . . ?
C2 C1 C3 108.7(3) . . ?
C4 C1 C3 108.9(3) . . ?
C10 C5 C6 119.8(2) . . ?
C10 C5 N2 119.7(2) . . ?
C6 C5 N2 120.4(2) . . ?
C7 C6 C5 118.6(3) . . ?
C7 C6 C11 118.1(2) . . ?
C5 C6 C11 123.1(2) . . ?
C8 C7 C6 121.9(3) . . ?
C7 C8 C9 119.1(3) . . ?
C8 C9 C10 121.3(3) . . ?
C9 C10 C5 119.2(3) . . ?
C9 C10 C14 117.4(2) . . ?
C5 C10 C14 123.3(2) . . ?
C6 C11 C13 112.9(3) . . ?
C6 C11 C12 109.0(3) . . ?
C13 C11 C12 110.2(3) . . ?
C10 C14 C16 111.3(2) . . ?
C10 C14 C15 111.4(2) . . ?
C16 C14 C15 110.4(2) . . ?
C23 C18 C19 113.2(3) . . ?
C23 C18 Al1 123.7(2) . . ?
C19 C18 Al1 122.9(2) . . ?
F1 C19 C20 115.6(2) . . ?
F1 C19 C18 119.9(2) . . ?
C20 C19 C18 124.4(3) . . ?
F2 C20 C21 119.8(3) . . ?
F2 C20 C19 120.9(3) . . ?
C21 C20 C19 119.3(3) . . ?
F3 C21 C20 121.0(3) . . ?
F3 C21 C22 119.8(3) . . ?
C20 C21 C22 119.2(3) . . ?
F4 C22 C21 119.4(3) . . ?
F4 C22 C23 121.5(3) . . ?
C21 C22 C23 119.1(3) . . ?
F5 C23 C18 119.7(2) . . ?
F5 C23 C22 115.6(2) . . ?
C18 C23 C22 124.7(3) . . ?
C25 C24 C29 119.3(3) . . ?
C25 C24 P1 119.0(2) . . ?
C29 C24 P1 121.6(2) . . ?
C26 C25 C24 120.2(3) . . ?
C27 C26 C25 120.1(3) . . ?
C28 C27 C26 119.9(3) . . ?
C27 C28 C29 120.3(3) . . ?
C28 C29 C24 120.1(3) . . ?
C31 C30 C35 118.7(2) . . ?
C31 C30 P1 116.8(2) . . ?
C35 C30 P1 124.4(2) . . ?
C32 C31 C30 120.8(3) . . ?
C31 C32 C33 120.0(3) . . ?
C34 C33 C32 119.8(3) . . ?
C33 C34 C35 120.4(3) . . ?
C34 C35 C30 120.3(3) . . ?
C1 N1 P1 130.76(18) . . ?
C1 N1 Al1 133.23(18) . . ?
P1 N1 Al1 93.95(11) . . ?
C5 N2 P1 129.38(18) . . ?
C5 N2 Al1 137.50(17) . . ?
P1 N2 Al1 93.08(11) . . ?
N1 Al1 N2 77.89(10) . . ?
N1 Al1 C17 117.13(12) . . ?
N2 Al1 C17 116.10(12) . . ?
N1 Al1 C18 114.39(11) . . ?
N2 Al1 C18 117.16(11) . . ?
C17 Al1 C18 110.83(12) . . ?
N1 Al1 P1 38.66(7) . . ?
N2 Al1 P1 39.30(7) . . ?
C17 Al1 P1 123.42(9) . . ?
C18 Al1 P1 125.72(8) . . ?
N1 P1 N2 94.92(11) . . ?
N1 P1 C24 115.36(12) . . ?
N2 P1 C24 113.17(12) . . ?
N1 P1 C30 111.87(12) . . ?
N2 P1 C30 115.03(12) . . ?
C24 P1 C30 106.52(12) . . ?
N1 P1 Al1 47.39(8) . . ?
N2 P1 Al1 47.62(8) . . ?
C24 P1 Al1 129.80(9) . . ?
C30 P1 Al1 123.67(9) . . ?
C41 C36 C42 126.7(6) . . ?
C41 C36 C37 115.1(5) . . ?
C42 C36 C37 118.0(5) . . ?
C38 C37 C36 118.9(5) . . ?
C37 C38 C39 121.2(5) . . ?
C40 C39 C38 121.2(5) . . ?
C41 C40 C39 115.6(5) . . ?
C36 C41 C40 127.9(6) . . ?

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
C10 C5 C6 C7 3.2(4) . . . . ?
N2 C5 C6 C7 178.4(2) . . . . ?
C10 C5 C6 C11 -171.6(3) . . . . ?
N2 C5 C6 C11 3.5(4) . . . . ?
C5 C6 C7 C8 -1.4(4) . . . . ?
C11 C6 C7 C8 173.7(3) . . . . ?
C6 C7 C8 C9 -0.6(5) . . . . ?
C7 C8 C9 C10 0.7(5) . . . . ?
C8 C9 C10 C5 1.1(4) . . . . ?
C8 C9 C10 C14 -178.4(3) . . . . ?
C6 C5 C10 C9 -3.1(4) . . . . ?
N2 C5 C10 C9 -178.3(2) . . . . ?
C6 C5 C10 C14 176.4(2) . . . . ?
N2 C5 C10 C14 1.2(4) . . . . ?
C7 C6 C11 C13 49.0(4) . . . . ?
C5 C6 C11 C13 -136.1(3) . . . . ?
C7 C6 C11 C12 -73.7(3) . . . . ?
C5 C6 C11 C12 101.2(3) . . . . ?
C9 C10 C14 C16 -64.4(3) . . . . ?
C5 C10 C14 C16 116.1(3) . . . . ?
C9 C10 C14 C15 59.2(3) . . . . ?
C5 C10 C14 C15 -120.2(3) . . . . ?
C23 C18 C19 F1 -179.8(2) . . . . ?
Al1 C18 C19 F1 4.3(4) . . . . ?
C23 C18 C19 C20 0.5(4) . . . . ?
Al1 C18 C19 C20 -175.5(2) . . . . ?
F1 C19 C20 F2 0.5(4) . . . . ?
C18 C19 C20 F2 -179.7(3) . . . . ?
F1 C19 C20 C21 -179.3(3) . . . . ?
C18 C19 C20 C21 0.5(5) . . . . ?
F2 C20 C21 F3 -0.9(4) . . . . ?
C19 C20 C21 F3 178.9(3) . . . . ?
F2 C20 C21 C22 179.7(3) . . . . ?
C19 C20 C21 C22 -0.5(4) . . . . ?
F3 C21 C22 F4 0.3(4) . . . . ?
C20 C21 C22 F4 179.7(3) . . . . ?
F3 C21 C22 C23 -179.8(3) . . . . ?
C20 C21 C22 C23 -0.4(4) . . . . ?
C19 C18 C23 F5 177.7(2) . . . . ?
Al1 C18 C23 F5 -6.4(4) . . . . ?
C19 C18 C23 C22 -1.4(4) . . . . ?
Al1 C18 C23 C22 174.5(2) . . . . ?
F4 C22 C23 F5 2.2(4) . . . . ?
C21 C22 C23 F5 -177.8(3) . . . . ?
F4 C22 C23 C18 -178.6(3) . . . . ?
C21 C22 C23 C18 1.4(5) . . . . ?
C29 C24 C25 C26 1.3(4) . . . . ?
P1 C24 C25 C26 177.9(2) . . . . ?
C24 C25 C26 C27 0.3(5) . . . . ?
C25 C26 C27 C28 -1.0(5) . . . . ?
C26 C27 C28 C29 0.2(5) . . . . ?
C27 C28 C29 C24 1.4(4) . . . . ?
C25 C24 C29 C28 -2.1(4) . . . . ?
P1 C24 C29 C28 -178.6(2) . . . . ?
C35 C30 C31 C32 1.6(4) . . . . ?
P1 C30 C31 C32 177.0(2) . . . . ?
C30 C31 C32 C33 -0.2(4) . . . . ?
C31 C32 C33 C34 -0.7(4) . . . . ?
C32 C33 C34 C35 0.3(4) . . . . ?
C33 C34 C35 C30 1.1(4) . . . . ?
C31 C30 C35 C34 -2.0(4) . . . . ?
P1 C30 C35 C34 -177.1(2) . . . . ?
C2 C1 N1 P1 -133.7(2) . . . . ?
C4 C1 N1 P1 -12.1(4) . . . . ?
C3 C1 N1 P1 108.8(3) . . . . ?
C2 C1 N1 Al1 67.1(3) . . . . ?
C4 C1 N1 Al1 -171.3(2) . . . . ?
C3 C1 N1 Al1 -50.5(3) . . . . ?
C10 C5 N2 P1 -97.7(3) . . . . ?
C6 C5 N2 P1 87.2(3) . . . . ?
C10 C5 N2 Al1 85.6(3) . . . . ?
C6 C5 N2 Al1 -89.5(3) . . . . ?
C1 N1 Al1 N2 167.2(3) . . . . ?
P1 N1 Al1 N2 2.81(10) . . . . ?
C1 N1 Al1 C17 53.9(3) . . . . ?
P1 N1 Al1 C17 -110.50(14) . . . . ?
C1 N1 Al1 C18 -78.3(3) . . . . ?
P1 N1 Al1 C18 117.36(12) . . . . ?
C1 N1 Al1 P1 164.4(3) . . . . ?
C5 N2 Al1 N1 174.7(3) . . . . ?
P1 N2 Al1 N1 -2.77(10) . . . . ?
C5 N2 Al1 C17 -70.9(3) . . . . ?
P1 N2 Al1 C17 111.71(13) . . . . ?
C5 N2 Al1 C18 63.3(3) . . . . ?
P1 N2 Al1 C18 -114.16(12) . . . . ?
C5 N2 Al1 P1 177.4(3) . . . . ?
C23 C18 Al1 N1 -21.9(3) . . . . ?
C19 C18 Al1 N1 153.6(2) . . . . ?
C23 C18 Al1 N2 66.6(3) . . . . ?
C19 C18 Al1 N2 -117.9(2) . . . . ?
C23 C18 Al1 C17 -157.0(2) . . . . ?
C19 C18 Al1 C17 18.5(3) . . . . ?
C23 C18 Al1 P1 21.2(3) . . . . ?
C19 C18 Al1 P1 -163.32(19) . . . . ?
C1 N1 P1 N2 -168.2(2) . . . . ?
Al1 N1 P1 N2 -3.22(11) . . . . ?
C1 N1 P1 C24 73.2(3) . . . . ?
Al1 N1 P1 C24 -121.77(12) . . . . ?
C1 N1 P1 C30 -48.7(3) . . . . ?
Al1 N1 P1 C30 116.26(11) . . . . ?
C1 N1 P1 Al1 -165.0(3) . . . . ?
C5 N2 P1 N1 -174.6(2) . . . . ?
Al1 N2 P1 N1 3.21(11) . . . . ?
C5 N2 P1 C24 -54.3(3) . . . . ?
Al1 N2 P1 C24 123.51(12) . . . . ?
C5 N2 P1 C30 68.5(3) . . . . ?
Al1 N2 P1 C30 -113.72(12) . . . . ?
C5 N2 P1 Al1 -177.8(3) . . . . ?
C25 C24 P1 N1 4.8(3) . . . . ?
C29 C24 P1 N1 -178.7(2) . . . . ?
C25 C24 P1 N2 -103.0(2) . . . . ?
C29 C24 P1 N2 73.5(2) . . . . ?
C25 C24 P1 C30 129.6(2) . . . . ?
C29 C24 P1 C30 -53.9(2) . . . . ?
C25 C24 P1 Al1 -49.7(3) . . . . ?
C29 C24 P1 Al1 126.8(2) . . . . ?
C31 C30 P1 N1 -48.9(2) . . . . ?
C35 C30 P1 N1 126.3(2) . . . . ?
C31 C30 P1 N2 57.9(2) . . . . ?
C35 C30 P1 N2 -126.9(2) . . . . ?
C31 C30 P1 C24 -175.8(2) . . . . ?
C35 C30 P1 C24 -0.6(3) . . . . ?
C31 C30 P1 Al1 3.6(2) . . . . ?
C35 C30 P1 Al1 178.73(19) . . . . ?
N2 Al1 P1 N1 -175.66(15) . . . . ?
C17 Al1 P1 N1 92.85(16) . . . . ?
C18 Al1 P1 N1 -85.14(15) . . . . ?
N1 Al1 P1 N2 175.66(15) . . . . ?
C17 Al1 P1 N2 -91.49(16) . . . . ?
C18 Al1 P1 N2 90.52(15) . . . . ?
N1 Al1 P1 C24 89.49(16) . . . . ?
N2 Al1 P1 C24 -86.17(16) . . . . ?
C17 Al1 P1 C24 -177.65(16) . . . . ?
C18 Al1 P1 C24 4.36(16) . . . . ?
N1 Al1 P1 C30 -89.74(15) . . . . ?
N2 Al1 P1 C30 94.60(15) . . . . ?
C17 Al1 P1 C30 3.11(16) . . . . ?
C18 Al1 P1 C30 -174.88(14) . . . . ?
C41 C36 C37 C38 -0.8(7) . . . . ?
C42 C36 C37 C38 -176.1(5) . . . . ?
C36 C37 C38 C39 -1.8(8) . . . . ?
C37 C38 C39 C40 3.0(8) . . . . ?
C38 C39 C40 C41 -1.4(8) . . . . ?
C42 C36 C41 C40 177.4(5) . . . . ?
C37 C36 C41 C40 2.5(8) . . . . ?
C39 C40 C41 C36 -1.5(8) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_chemical_properties_physical    
'Air-sensitive, Moisture-sensitive, Hygroscopic'
_database_code_depnum_ccdc_archive 'CCDC 986800'
