# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1451458'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H40 Li N4 P'
_chemical_formula_sum            'C20 H40 Li N4 P'
_chemical_formula_weight         374.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   16.9831(16)
_cell_length_b                   16.3830(13)
_cell_length_c                   19.5470(13)
_cell_angle_alpha                90
_cell_angle_beta                 118.911(6)
_cell_angle_gamma                90
_cell_volume                     4760.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    47395
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.045
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1648
_exptl_absorpt_coefficient_mu    0.125
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.262
0 0 -1 0.234
0 1 0 0.099
0 -1 0 0.061
-1 0 1 0.131
1 0 -1 0.083
1 0 0 0.228
-1 0 0 0.247


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;


_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            47311
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.81
_diffrn_reflns_theta_max         27.50
_reflns_number_total             10812
_reflns_number_gt                7385
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0331P)²+3.6485P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10812
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1386
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.37817(3) 0.20361(3) 0.90076(3) 0.01986(12) Uani 1 1 d . . .
P2 P 0.11212(3) -0.20633(3) 0.60209(3) 0.01952(12) Uani 1 1 d . . .
N7 N 0.11348(10) -0.14437(10) 0.67771(9) 0.0208(3) Uani 1 1 d . . .
H7 H 0.1531 -0.1027 0.6880 0.025 Uiso 1 1 calc . . .
N1 N 0.37850(11) 0.14684(10) 0.82335(9) 0.0208(3) Uani 1 1 d . . .
H1 H 0.3382 0.1053 0.8103 0.025 Uiso 1 1 calc . . .
C101 C 0.20446(13) -0.14720(12) 0.59946(11) 0.0217(4) Uani 1 1 d . . .
N5 N 0.15566(11) -0.28958(10) 0.65339(9) 0.0215(3) Uani 1 1 d . . .
N2 N 0.32716(11) 0.28649(10) 0.85207(9) 0.0226(3) Uani 1 1 d . . .
N3 N 0.32815(13) 0.31765(12) 0.65983(10) 0.0334(4) Uani 1 1 d . . .
C11 C 0.34743(15) 0.36420(12) 0.89465(12) 0.0268(4) Uani 1 1 d . . .
C13 C 0.44019(17) 0.39598(15) 0.91336(16) 0.0444(6) Uani 1 1 d . . .
H13A H 0.4856 0.3590 0.9484 0.053 Uiso 1 1 d R . .
H13B H 0.4495 0.4488 0.9374 0.053 Uiso 1 1 d R . .
H13C H 0.4437 0.4004 0.8659 0.053 Uiso 1 1 d R . .
C111 C 0.13868(14) -0.36949(12) 0.61492(11) 0.0235(4) Uani 1 1 d . . .
C1 C 0.28977(14) 0.13922(12) 0.90472(11) 0.0226(4) Uani 1 1 d . . .
N8 N 0.32319(12) -0.23244(12) 0.84539(10) 0.0319(4) Uani 1 1 d . . .
C7 C 0.46470(14) 0.11316(13) 0.83385(12) 0.0259(4) Uani 1 1 d . . .
C117 C 0.1063(2) -0.36259(17) 0.83860(15) 0.0489(7) Uani 1 1 d . . .
H117A H 0.1068 -0.3797 0.8858 0.059 Uiso 1 1 d R . .
H117B H 0.1282 -0.4061 0.8194 0.059 Uiso 1 1 d R . .
H117C H 0.0460 -0.3489 0.8000 0.059 Uiso 1 1 d R . .
C112 C 0.13350(18) -0.43248(14) 0.67035(14) 0.0377(5) Uani 1 1 d . . .
H112A H 0.1886 -0.4318 0.7191 0.045 Uiso 1 1 d R . .
H112B H 0.1245 -0.4858 0.6473 0.045 Uiso 1 1 d R . .
H112C H 0.0842 -0.4195 0.6794 0.045 Uiso 1 1 d R . .
C102 C 0.29170(14) -0.17680(13) 0.63026(12) 0.0262(4) Uani 1 1 d . . .
H102 H 0.3056 -0.2278 0.6541 0.031 Uiso 1 1 d R . .
N6 N 0.16435(12) -0.29101(11) 0.85469(10) 0.0297(4) Uani 1 1 d . . .
C114 C 0.05083(16) -0.37534(14) 0.53692(13) 0.0356(5) Uani 1 1 d . . .
H114A H 0.0011 -0.3600 0.5446 0.043 Uiso 1 1 d R . .
H114B H 0.0426 -0.4304 0.5178 0.043 Uiso 1 1 d R . .
H114C H 0.0539 -0.3393 0.4995 0.043 Uiso 1 1 d R . .
C104 C 0.33934(15) -0.05604(13) 0.59018(12) 0.0299(5) Uani 1 1 d . . .
H104 H 0.3842 -0.0257 0.5878 0.036 Uiso 1 1 d R . .
C2 C 0.20223(14) 0.16726(13) 0.87638(11) 0.0268(4) Uani 1 1 d . . .
H2 H 0.1866 0.2186 0.8533 0.032 Uiso 1 1 d R . .
C109 C -0.02029(16) -0.05781(14) 0.59273(14) 0.0362(5) Uani 1 1 d . . .
H109A H 0.0180 -0.0131 0.5963 0.043 Uiso 1 1 d R . .
H109B H -0.0756 -0.0370 0.5879 0.043 Uiso 1 1 d R . .
H109C H -0.0329 -0.0903 0.5477 0.043 Uiso 1 1 d R . .
C6 C 0.31113(16) 0.06273(13) 0.94035(13) 0.0302(5) Uani 1 1 d . . .
H6 H 0.3695 0.0430 0.9605 0.036 Uiso 1 1 d R . .
N4 N 0.18289(12) 0.21864(12) 0.65719(10) 0.0346(4) Uani 1 1 d . . .
C14 C 0.27669(18) 0.42553(14) 0.84168(16) 0.0416(6) Uani 1 1 d . . .
H14A H 0.2799 0.4320 0.7943 0.050 Uiso 1 1 d R . .
H14B H 0.2877 0.4771 0.8680 0.050 Uiso 1 1 d R . .
H14C H 0.2180 0.4062 0.8295 0.050 Uiso 1 1 d R . .
C12 C 0.34297(19) 0.35799(16) 0.97097(14) 0.0439(6) Uani 1 1 d . . .
H12A H 0.2840 0.3403 0.9596 0.053 Uiso 1 1 d R . .
H12B H 0.3552 0.4104 0.9959 0.053 Uiso 1 1 d R . .
H12C H 0.3868 0.3193 1.0051 0.053 Uiso 1 1 d R . .
C4 C 0.16011(16) 0.04368(14) 0.91711(13) 0.0327(5) Uani 1 1 d . . .
H4 H 0.1170 0.0118 0.9209 0.039 Uiso 1 1 d R . .
C107 C 0.02681(14) -0.11018(12) 0.66630(12) 0.0255(4) Uani 1 1 d . . .
C108 C -0.03423(15) -0.18132(14) 0.66033(14) 0.0339(5) Uani 1 1 d . . .
H108A H -0.0462 -0.2142 0.6157 0.041 Uiso 1 1 d R . .
H108B H -0.0898 -0.1605 0.6548 0.041 Uiso 1 1 d R . .
H108C H -0.0051 -0.2139 0.7068 0.041 Uiso 1 1 d R . .
C3 C 0.13761(15) 0.11983(14) 0.88199(12) 0.0326(5) Uani 1 1 d . . .
H3 H 0.0792 0.1393 0.8621 0.039 Uiso 1 1 d R . .
C106 C 0.18605(15) -0.07124(13) 0.56218(13) 0.0301(5) Uani 1 1 d . . .
H106 H 0.1279 -0.0505 0.5399 0.036 Uiso 1 1 d R . .
C9 C 0.50825(17) 0.05427(16) 0.90332(14) 0.0418(6) Uani 1 1 d . . .
H9A H 0.5185 0.0821 0.9501 0.050 Uiso 1 1 d R . .
H9B H 0.5645 0.0352 0.9090 0.050 Uiso 1 1 d R . .
H9C H 0.4689 0.0087 0.8943 0.050 Uiso 1 1 d R . .
C119 C 0.37445(17) -0.29636(17) 0.83158(15) 0.0439(6) Uani 1 1 d . . .
H119A H 0.3748 -0.2855 0.7835 0.053 Uiso 1 1 d R . .
H119B H 0.3471 -0.3485 0.8284 0.053 Uiso 1 1 d R . .
H119C H 0.4351 -0.2968 0.8739 0.053 Uiso 1 1 d R . .
C105 C 0.25264(16) -0.02613(13) 0.55774(13) 0.0332(5) Uani 1 1 d . . .
H105 H 0.2388 0.0244 0.5329 0.040 Uiso 1 1 d R . .
C17 C 0.3884(2) 0.2779(2) 0.63791(18) 0.0660(10) Uani 1 1 d . . .
H17A H 0.3845 0.3040 0.5924 0.079 Uiso 1 1 d R . .
H17B H 0.3720 0.2215 0.6267 0.079 Uiso 1 1 d R . .
H17C H 0.4489 0.2819 0.6802 0.079 Uiso 1 1 d R . .
C8 C 0.44446(18) 0.06759(15) 0.75909(14) 0.0400(6) Uani 1 1 d . . .
H8A H 0.4025 0.0243 0.7504 0.048 Uiso 1 1 d R . .
H8B H 0.4992 0.0451 0.7641 0.048 Uiso 1 1 d R . .
H8C H 0.4191 0.1048 0.7158 0.048 Uiso 1 1 d R . .
C5 C 0.24709(16) 0.01550(14) 0.94651(13) 0.0343(5) Uani 1 1 d . . .
H5 H 0.2629 -0.0353 0.9706 0.041 Uiso 1 1 d R . .
C115 C 0.25746(17) -0.31309(15) 0.91216(13) 0.0388(6) Uani 1 1 d . . .
H115A H 0.2734 -0.3638 0.8963 0.047 Uiso 1 1 d R . .
H115B H 0.2610 -0.3220 0.9626 0.047 Uiso 1 1 d R . .
C103 C 0.35855(14) -0.13141(14) 0.62613(12) 0.0298(5) Uani 1 1 d . . .
H103 H 0.4167 -0.1521 0.6478 0.036 Uiso 1 1 d R . .
C120 C 0.36411(19) -0.15323(17) 0.84775(16) 0.0497(7) Uani 1 1 d . . .
H120A H 0.3299 -0.1108 0.8551 0.060 Uiso 1 1 d R . .
H120B H 0.3648 -0.1444 0.7995 0.060 Uiso 1 1 d R . .
H120C H 0.4246 -0.1526 0.8903 0.060 Uiso 1 1 d R . .
C110 C 0.04775(17) -0.05765(14) 0.73755(14) 0.0367(5) Uani 1 1 d . . .
H110A H 0.0783 -0.0901 0.7840 0.044 Uiso 1 1 d R . .
H110B H -0.0074 -0.0371 0.7333 0.044 Uiso 1 1 d R . .
H110C H 0.0854 -0.0128 0.7401 0.044 Uiso 1 1 d R . .
C116 C 0.32340(16) -0.24740(17) 0.91984(13) 0.0402(6) Uani 1 1 d . . .
H116A H 0.3088 -0.1972 0.9375 0.048 Uiso 1 1 d R . .
H116B H 0.3833 -0.2639 0.9590 0.048 Uiso 1 1 d R . .
C118 C 0.13169(17) -0.22758(16) 0.88757(14) 0.0408(6) Uani 1 1 d . . .
H118A H 0.0696 -0.2163 0.8519 0.049 Uiso 1 1 d R . .
H118B H 0.1665 -0.1788 0.8959 0.049 Uiso 1 1 d R . .
H118C H 0.1376 -0.2460 0.9365 0.049 Uiso 1 1 d R . .
C18 C 0.3570(3) 0.40273(19) 0.67869(19) 0.0687(10) Uani 1 1 d . . .
H18A H 0.4176 0.4043 0.7211 0.082 Uiso 1 1 d R . .
H18B H 0.3180 0.4307 0.6937 0.082 Uiso 1 1 d R . .
H18C H 0.3544 0.4289 0.6337 0.082 Uiso 1 1 d R . .
C113 C 0.21648(17) -0.39275(14) 0.60033(15) 0.0377(5) Uani 1 1 d . . .
H113A H 0.2198 -0.3545 0.5646 0.045 Uiso 1 1 d R . .
H113B H 0.2065 -0.4466 0.5783 0.045 Uiso 1 1 d R . .
H113C H 0.2719 -0.3918 0.6488 0.045 Uiso 1 1 d R . .
C10 C 0.52843(15) 0.18352(16) 0.84711(14) 0.0380(5) Uani 1 1 d . . .
H10A H 0.5022 0.2197 0.8030 0.046 Uiso 1 1 d R . .
H10B H 0.5843 0.1627 0.8533 0.046 Uiso 1 1 d R . .
H10C H 0.5392 0.2127 0.8934 0.046 Uiso 1 1 d R . .
C16 C 0.18580(19) 0.2420(2) 0.58597(14) 0.0518(7) Uani 1 1 d . . .
H16A H 0.1247 0.2481 0.5437 0.062 Uiso 1 1 d R . .
H16B H 0.2140 0.1986 0.5717 0.062 Uiso 1 1 d R . .
C20 C 0.11518(18) 0.2665(2) 0.66500(17) 0.0628(9) Uani 1 1 d . . .
H20A H 0.1312 0.3233 0.6700 0.075 Uiso 1 1 d R . .
H20B H 0.1122 0.2491 0.7106 0.075 Uiso 1 1 d R . .
H20C H 0.0576 0.2588 0.6195 0.075 Uiso 1 1 d R . .
Li1 Li 0.3098(2) 0.2526(2) 0.75005(19) 0.0248(7) Uani 1 1 d . . .
C15 C 0.23495(19) 0.3184(2) 0.59444(15) 0.0557(8) Uani 1 1 d . . .
H15A H 0.2026 0.3628 0.6026 0.067 Uiso 1 1 d R . .
H15B H 0.2362 0.3292 0.5462 0.067 Uiso 1 1 d R . .
Li2 Li 0.1844(2) -0.2470(2) 0.75633(18) 0.0243(7) Uani 1 1 d . . .
C19 C 0.1609(2) 0.1321(2) 0.65480(18) 0.0675(9) Uani 1 1 d . . .
H19A H 0.1044 0.1215 0.6091 0.081 Uiso 1 1 d R . .
H19B H 0.1567 0.1180 0.7006 0.081 Uiso 1 1 d R . .
H19C H 0.2071 0.1000 0.6530 0.081 Uiso 1 1 d R . .


_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
P1 N2 1.6440(17) . ?
P1 N1 1.7784(16) . ?
P1 C1 1.867(2) . ?
P1 Li1 2.714(3) . ?
P2 N5 1.6419(16) . ?
P2 N7 1.7840(16) . ?
P2 C101 1.865(2) . ?
P2 Li2 2.732(3) . ?
N7 C107 1.488(2) . ?
N7 Li2 2.202(4) . ?
N7 H7 0.9100 . ?
N1 C7 1.483(2) . ?
N1 Li1 2.191(4) . ?
N1 H1 0.9100 . ?
C101 C102 1.389(3) . ?
C101 C106 1.399(3) . ?
N5 C111 1.467(2) . ?
N5 Li2 1.956(4) . ?
N2 C11 1.468(2) . ?
N2 Li1 1.950(4) . ?
N3 C17 1.441(3) . ?
N3 C18 1.464(4) . ?
N3 C15 1.478(3) . ?
N3 Li1 2.208(4) . ?
C11 C14 1.524(3) . ?
C11 C13 1.526(3) . ?
C11 C12 1.533(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9601 . ?
C13 H13C 0.9600 . ?
C111 C113 1.529(3) . ?
C111 C112 1.529(3) . ?
C111 C114 1.536(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.394(3) . ?
N8 C120 1.462(3) . ?
N8 C119 1.468(3) . ?
N8 C116 1.474(3) . ?
N8 Li2 2.163(4) . ?
C7 C10 1.515(3) . ?
C7 C8 1.525(3) . ?
C7 C9 1.533(3) . ?
C117 N6 1.465(3) . ?
C117 H117A 0.9600 . ?
C117 H117B 0.9601 . ?
C117 H117C 0.9600 . ?
C112 H112A 0.9599 . ?
C112 H112B 0.9601 . ?
C112 H112C 0.9601 . ?
C102 C103 1.392(3) . ?
C102 H102 0.9301 . ?
N6 C118 1.465(3) . ?
N6 C115 1.475(3) . ?
N6 Li2 2.228(4) . ?
C114 H114A 0.9600 . ?
C114 H114B 0.9599 . ?
C114 H114C 0.9600 . ?
C104 C103 1.379(3) . ?
C104 C105 1.381(3) . ?
C104 H104 0.9301 . ?
C2 C3 1.392(3) . ?
C2 H2 0.9300 . ?
C109 C107 1.527(3) . ?
C109 H109A 0.9599 . ?
C109 H109B 0.9599 . ?
C109 H109C 0.9601 . ?
C6 C5 1.387(3) . ?
C6 H6 0.9300 . ?
N4 C20 1.460(3) . ?
N4 C19 1.460(3) . ?
N4 C16 1.467(3) . ?
N4 Li1 2.113(4) . ?
C14 H14A 0.9599 . ?
C14 H14B 0.9599 . ?
C14 H14C 0.9601 . ?
C12 H12A 0.9601 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C4 C5 1.380(3) . ?
C4 C3 1.386(3) . ?
C4 H4 0.9300 . ?
C107 C110 1.526(3) . ?
C107 C108 1.526(3) . ?
C108 H108A 0.9602 . ?
C108 H108B 0.9600 . ?
C108 H108C 0.9600 . ?
C3 H3 0.9300 . ?
C106 C105 1.388(3) . ?
C106 H106 0.9299 . ?
C9 H9A 0.9599 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9601 . ?
C119 H119A 0.9601 . ?
C119 H119B 0.9599 . ?
C119 H119C 0.9601 . ?
C105 H105 0.9301 . ?
C17 H17A 0.9601 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9599 . ?
C5 H5 0.9299 . ?
C115 C116 1.507(4) . ?
C115 H115A 0.9700 . ?
C115 H115B 0.9700 . ?
C103 H103 0.9302 . ?
C120 H120A 0.9600 . ?
C120 H120B 0.9601 . ?
C120 H120C 0.9600 . ?
C110 H110A 0.9599 . ?
C110 H110B 0.9601 . ?
C110 H110C 0.9602 . ?
C116 H116A 0.9700 . ?
C116 H116B 0.9701 . ?
C118 H118A 0.9601 . ?
C118 H118B 0.9599 . ?
C118 H118C 0.9598 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9601 . ?
C113 H113A 0.9599 . ?
C113 H113B 0.9601 . ?
C113 H113C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9599 . ?
C10 H10C 0.9601 . ?
C16 C15 1.468(4) . ?
C16 H16A 0.9699 . ?
C16 H16B 0.9701 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9599 . ?
C20 H20C 0.9599 . ?
C15 H15A 0.9701 . ?
C15 H15B 0.9699 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9599 . ?

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
N2 P1 N1 99.03(8) . . ?
N2 P1 C1 106.34(9) . . ?
N1 P1 C1 94.20(8) . . ?
N2 P1 Li1 45.41(9) . . ?
N1 P1 Li1 53.61(9) . . ?
C1 P1 Li1 106.35(10) . . ?
N5 P2 N7 98.34(8) . . ?
N5 P2 C101 108.17(9) . . ?
N7 P2 C101 93.04(8) . . ?
N5 P2 Li2 45.08(9) . . ?
N7 P2 Li2 53.52(9) . . ?
C101 P2 Li2 102.84(9) . . ?
C107 N7 P2 118.34(13) . . ?
C107 N7 Li2 124.02(15) . . ?
P2 N7 Li2 85.84(11) . . ?
C107 N7 H7 108.8 . . ?
P2 N7 H7 108.8 . . ?
Li2 N7 H7 108.8 . . ?
C7 N1 P1 119.06(13) . . ?
C7 N1 Li1 124.26(15) . . ?
P1 N1 Li1 85.59(11) . . ?
C7 N1 H1 108.6 . . ?
P1 N1 H1 108.6 . . ?
Li1 N1 H1 108.6 . . ?
C102 C101 C106 117.33(19) . . ?
C102 C101 P2 122.79(15) . . ?
C106 C101 P2 119.82(15) . . ?
C111 N5 P2 120.62(13) . . ?
C111 N5 Li2 137.30(16) . . ?
P2 N5 Li2 98.44(13) . . ?
C11 N2 P1 118.33(13) . . ?
C11 N2 Li1 134.81(16) . . ?
P1 N2 Li1 97.69(13) . . ?
C17 N3 C18 107.8(2) . . ?
C17 N3 C15 111.3(2) . . ?
C18 N3 C15 107.4(2) . . ?
C17 N3 Li1 114.47(18) . . ?
C18 N3 Li1 114.68(18) . . ?
C15 N3 Li1 100.88(17) . . ?
N2 C11 C14 107.15(18) . . ?
N2 C11 C13 111.32(17) . . ?
C14 C11 C13 108.73(19) . . ?
N2 C11 C12 112.69(18) . . ?
C14 C11 C12 108.14(19) . . ?
C13 C11 C12 108.7(2) . . ?
C11 C13 H13A 109.7 . . ?
C11 C13 H13B 109.4 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.4 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C111 C113 110.16(17) . . ?
N5 C111 C112 107.66(16) . . ?
C113 C111 C112 108.36(18) . . ?
N5 C111 C114 114.85(17) . . ?
C113 C111 C114 108.15(18) . . ?
C112 C111 C114 107.47(18) . . ?
C2 C1 C6 117.78(19) . . ?
C2 C1 P1 121.57(15) . . ?
C6 C1 P1 120.56(16) . . ?
C120 N8 C119 108.9(2) . . ?
C120 N8 C116 110.01(19) . . ?
C119 N8 C116 110.14(19) . . ?
C120 N8 Li2 116.11(18) . . ?
C119 N8 Li2 106.61(17) . . ?
C116 N8 Li2 104.93(16) . . ?
N1 C7 C10 108.44(17) . . ?
N1 C7 C8 107.42(17) . . ?
C10 C7 C8 110.35(18) . . ?
N1 C7 C9 112.21(17) . . ?
C10 C7 C9 109.17(19) . . ?
C8 C7 C9 109.23(19) . . ?
N6 C117 H117A 109.6 . . ?
N6 C117 H117B 109.3 . . ?
H117A C117 H117B 109.5 . . ?
N6 C117 H117C 109.5 . . ?
H117A C117 H117C 109.5 . . ?
H117B C117 H117C 109.5 . . ?
C111 C112 H112A 109.5 . . ?
C111 C112 H112B 109.4 . . ?
H112A C112 H112B 109.5 . . ?
C111 C112 H112C 109.5 . . ?
H112A C112 H112C 109.5 . . ?
H112B C112 H112C 109.5 . . ?
C101 C102 C103 121.14(19) . . ?
C101 C102 H102 119.4 . . ?
C103 C102 H102 119.5 . . ?
C118 N6 C117 107.69(19) . . ?
C118 N6 C115 109.50(18) . . ?
C117 N6 C115 109.24(19) . . ?
C118 N6 Li2 113.41(16) . . ?
C117 N6 Li2 116.18(16) . . ?
C115 N6 Li2 100.48(15) . . ?
C111 C114 H114A 109.5 . . ?
C111 C114 H114B 109.5 . . ?
H114A C114 H114B 109.5 . . ?
C111 C114 H114C 109.5 . . ?
H114A C114 H114C 109.5 . . ?
H114B C114 H114C 109.5 . . ?
C103 C104 C105 119.2(2) . . ?
C103 C104 H104 120.4 . . ?
C105 C104 H104 120.3 . . ?
C1 C2 C3 121.1(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.5 . . ?
C107 C109 H109A 109.4 . . ?
C107 C109 H109B 109.5 . . ?
H109A C109 H109B 109.5 . . ?
C107 C109 H109C 109.5 . . ?
H109A C109 H109C 109.5 . . ?
H109B C109 H109C 109.5 . . ?
C5 C6 C1 121.3(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.3 . . ?
C20 N4 C19 108.8(2) . . ?
C20 N4 C16 110.4(2) . . ?
C19 N4 C16 110.3(2) . . ?
C20 N4 Li1 107.24(19) . . ?
C19 N4 Li1 114.93(19) . . ?
C16 N4 Li1 104.97(17) . . ?
C11 C14 H14A 109.6 . . ?
C11 C14 H14B 109.3 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N7 C107 C110 107.37(17) . . ?
N7 C107 C108 108.07(16) . . ?
C110 C107 C108 110.52(18) . . ?
N7 C107 C109 112.49(16) . . ?
C110 C107 C109 109.13(18) . . ?
C108 C107 C109 109.25(18) . . ?
C107 C108 H108A 109.6 . . ?
C107 C108 H108B 109.4 . . ?
H108A C108 H108B 109.5 . . ?
C107 C108 H108C 109.4 . . ?
H108A C108 H108C 109.5 . . ?
H108B C108 H108C 109.5 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C105 C106 C101 121.5(2) . . ?
C105 C106 H106 119.2 . . ?
C101 C106 H106 119.3 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.4 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N8 C119 H119A 109.5 . . ?
N8 C119 H119B 109.6 . . ?
H119A C119 H119B 109.5 . . ?
N8 C119 H119C 109.3 . . ?
H119A C119 H119C 109.5 . . ?
H119B C119 H119C 109.5 . . ?
C104 C105 C106 120.1(2) . . ?
C104 C105 H105 120.0 . . ?
C106 C105 H105 119.9 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.4 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.4 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C5 C6 120.2(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 119.8 . . ?
N6 C115 C116 111.85(19) . . ?
N6 C115 H115A 109.2 . . ?
C116 C115 H115A 109.5 . . ?
N6 C115 H115B 109.1 . . ?
C116 C115 H115B 109.1 . . ?
H115A C115 H115B 107.9 . . ?
C104 C103 C102 120.6(2) . . ?
C104 C103 H103 119.7 . . ?
C102 C103 H103 119.7 . . ?
N8 C120 H120A 109.6 . . ?
N8 C120 H120B 109.5 . . ?
H120A C120 H120B 109.5 . . ?
N8 C120 H120C 109.3 . . ?
H120A C120 H120C 109.5 . . ?
H120B C120 H120C 109.5 . . ?
C107 C110 H110A 109.4 . . ?
C107 C110 H110B 109.4 . . ?
H110A C110 H110B 109.5 . . ?
C107 C110 H110C 109.6 . . ?
H110A C110 H110C 109.5 . . ?
H110B C110 H110C 109.5 . . ?
N8 C116 C115 111.91(19) . . ?
N8 C116 H116A 109.3 . . ?
C115 C116 H116A 109.6 . . ?
N8 C116 H116B 109.0 . . ?
C115 C116 H116B 109.0 . . ?
H116A C116 H116B 107.9 . . ?
N6 C118 H118A 109.5 . . ?
N6 C118 H118B 109.4 . . ?
H118A C118 H118B 109.5 . . ?
N6 C118 H118C 109.5 . . ?
H118A C118 H118C 109.5 . . ?
H118B C118 H118C 109.5 . . ?
N3 C18 H18A 109.4 . . ?
N3 C18 H18B 109.6 . . ?
H18A C18 H18B 109.5 . . ?
N3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C111 C113 H113A 109.5 . . ?
C111 C113 H113B 109.4 . . ?
H113A C113 H113B 109.5 . . ?
C111 C113 H113C 109.5 . . ?
H113A C113 H113C 109.5 . . ?
H113B C113 H113C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.4 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C16 C15 113.1(2) . . ?
N4 C16 H16A 108.7 . . ?
C15 C16 H16A 108.9 . . ?
N4 C16 H16B 109.2 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.8 . . ?
N4 C20 H20A 109.4 . . ?
N4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N2 Li1 N4 122.73(18) . . ?
N2 Li1 N1 77.70(13) . . ?
N4 Li1 N1 110.68(16) . . ?
N2 Li1 N3 132.02(19) . . ?
N4 Li1 N3 85.43(14) . . ?
N1 Li1 N3 131.89(17) . . ?
N2 Li1 P1 36.90(7) . . ?
N4 Li1 P1 125.32(15) . . ?
N1 Li1 P1 40.80(7) . . ?
N3 Li1 P1 149.12(16) . . ?
C16 C15 N3 113.8(2) . . ?
C16 C15 H15A 108.7 . . ?
N3 C15 H15A 108.5 . . ?
C16 C15 H15B 108.9 . . ?
N3 C15 H15B 109.0 . . ?
H15A C15 H15B 107.7 . . ?
N5 Li2 N8 120.00(18) . . ?
N5 Li2 N7 76.93(13) . . ?
N8 Li2 N7 119.51(17) . . ?
N5 Li2 N6 134.96(19) . . ?
N8 Li2 N6 84.43(13) . . ?
N7 Li2 N6 126.11(17) . . ?
N5 Li2 P2 36.47(7) . . ?
N8 Li2 P2 126.47(15) . . ?
N7 Li2 P2 40.64(7) . . ?
N6 Li2 P2 148.97(16) . . ?
N4 C19 H19A 109.3 . . ?
N4 C19 H19B 109.7 . . ?
H19A C19 H19B 109.5 . . ?
N4 C19 H19C 109.4 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.701
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.052
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1451459'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H82 Li4 N4 O2 P2, C4 H10 O'
_chemical_formula_sum            'C56 H92 Li4 N4 O3 P2'
_chemical_formula_weight         959.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.1381(19)
_cell_length_b                   11.6450(12)
_cell_length_c                   27.5590(17)
_cell_angle_alpha                90
_cell_angle_beta                 95.893(6)
_cell_angle_gamma                90
_cell_volume                     5790.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    42852
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.3

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_F_000             2088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    0.118
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.284
0 0 1 0.179
0 -1 0 0.092
0 1 0 0.148
-1 0 0 0.124
1 0 0 0.147
-1 0 1 0.174
1 0 -1 0.247
1 1 0 0.107
-1 -1 0 0.100


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            42677
_diffrn_reflns_av_unetI/netI     0.0850
_diffrn_reflns_av_R_equivalents  0.1238
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.171
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             12454
_reflns_number_gt                7818
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0587P)²+15.0696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12454
_refine_ls_number_parameters     622
_refine_ls_number_restraints     618
_refine_ls_R_factor_all          0.1631
_refine_ls_R_factor_gt           0.0968
_refine_ls_wR_factor_ref         0.2431
_refine_ls_wR_factor_gt          0.1939
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_restrained_S_all      1.143
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P2 P 0.23021(5) 0.74386(9) 0.16310(3) 0.0242(2) Uani 1 1 d . U . . .
P1 P 0.24609(5) 0.81594(9) -0.01562(3) 0.0224(2) Uani 1 1 d . U . . .
N4 N 0.16519(17) 0.8061(3) 0.12350(11) 0.0245(7) Uani 1 1 d . U . . .
N1 N 0.22152(17) 0.6923(3) 0.01062(10) 0.0222(6) Uani 1 1 d . U . . .
N2 N 0.21899(17) 0.9118(3) 0.02381(10) 0.0227(6) Uani 1 1 d . U . . .
N3 N 0.30545(16) 0.7634(3) 0.13100(10) 0.0233(6) Uani 1 1 d . U . . .
C12 C 0.1175(2) 0.6118(4) -0.04434(13) 0.0271(8) Uani 1 1 d . U . . .
C29 C 0.3742(2) 0.7814(4) 0.15958(13) 0.0269(8) Uani 1 1 d . U . . .
O2 O 0.3328(2) 0.9165(4) -0.13629(12) 0.0544(9) Uani 1 1 d . U . . .
C23 C 0.2144(2) 0.5859(4) 0.15370(14) 0.0294(8) Uani 1 1 d . U . . .
C7 C 0.1905(2) 0.6031(3) -0.02015(12) 0.0233(7) Uani 1 1 d . U . . .
C35 C 0.4209(2) 0.5843(4) 0.13400(14) 0.0306(9) Uani 1 1 d . U . . .
H35 H 0.3678 0.5745 0.1242 0.037 Uiso 1 1 d R U . . .
C31 C 0.4980(2) 0.7165(4) 0.18977(15) 0.0364(10) Uani 1 1 d . U . . .
H31 H 0.5343 0.6599 0.1912 0.044 Uiso 1 1 d R U . . .
C30 C 0.4304(2) 0.6958(4) 0.16236(13) 0.0294(8) Uani 1 1 d . U . . .
C19 C 0.1990(2) 1.0286(3) 0.00678(14) 0.0302(9) Uani 1 1 d . U . . .
C9 C 0.1980(3) 0.4120(4) -0.05518(16) 0.0360(9) Uani 1 1 d . U . . .
H9 H 0.2249 0.3451 -0.0591 0.043 Uiso 1 1 d R U . . .
O1 O 0.1852(2) 0.7963(4) -0.16384(12) 0.0654(11) Uani 1 1 d . U . . .
C8 C 0.2308(2) 0.5009(4) -0.02652(14) 0.0282(8) Uani 1 1 d . U . . .
C13 C 0.3086(2) 0.4833(4) -0.00225(15) 0.0316(9) Uani 1 1 d . U . . .
H13 H 0.3270 0.5578 0.0102 0.038 Uiso 1 1 d R U . . .
C34 C 0.3904(2) 0.8855(4) 0.18511(13) 0.0316(9) Uani 1 1 d . U . . .
C10 C 0.1267(3) 0.4211(4) -0.07786(17) 0.0407(10) Uani 1 1 d . U . . .
H10 H 0.1056 0.3608 -0.0966 0.049 Uiso 1 1 d R U . . .
C41 C 0.0986(2) 0.8501(4) 0.14431(14) 0.0312(9) Uani 1 1 d . U . . .
C1 C 0.3490(2) 0.8133(4) -0.00532(17) 0.0357(9) Uani 1 1 d . U . . .
C16 C 0.0679(2) 0.7139(4) -0.03800(14) 0.0316(9) Uani 1 1 d . U . . .
H16 H 0.0987 0.7746 -0.0216 0.038 Uiso 1 1 d R U . . .
C28 C 0.2549(3) 0.5107(4) 0.18565(16) 0.0408(10) Uani 1 1 d . U . . .
H28 H 0.2880 0.5407 0.2105 0.049 Uiso 1 1 d R U . . .
C33 C 0.4594(2) 0.9005(5) 0.21197(15) 0.0379(10) Uani 1 1 d . U . . .
H33 H 0.4697 0.9695 0.2283 0.045 Uiso 1 1 d R U . . .
C38 C 0.3369(3) 0.9861(4) 0.18270(16) 0.0386(10) Uani 1 1 d . U . . .
H38 H 0.2901 0.9596 0.1655 0.046 Uiso 1 1 d R U . . .
C42 C 0.0433(2) 0.8890(5) 0.10212(16) 0.0410(11) Uani 1 1 d . U . . .
H42A H 0.0663 0.9449 0.0830 0.049 Uiso 1 1 d R U . . .
H42B H 0.0008 0.9226 0.1147 0.049 Uiso 1 1 d R U . . .
H42C H 0.0280 0.8241 0.0821 0.049 Uiso 1 1 d R U . . .
C36 C 0.4594(3) 0.5932(5) 0.08770(17) 0.0428(11) Uani 1 1 d . U . . .
H36A H 0.5112 0.6081 0.0961 0.051 Uiso 1 1 d R U . . .
H36B H 0.4379 0.6548 0.0679 0.051 Uiso 1 1 d R U . . .
H36C H 0.4535 0.5224 0.0700 0.051 Uiso 1 1 d R U . . .
C22 C 0.1937(3) 1.1040(4) 0.05142(17) 0.0410(11) Uani 1 1 d . U . . .
H22A H 0.1584 1.0718 0.0713 0.049 Uiso 1 1 d R U . . .
H22B H 0.1782 1.1797 0.0411 0.049 Uiso 1 1 d R U . . .
H22C H 0.2414 1.1081 0.0700 0.049 Uiso 1 1 d R U . . .
C17 C 0.0317(3) 0.7629(4) -0.08618(16) 0.0416(11) Uani 1 1 d . U . . .
H17A H 0.0693 0.7821 -0.1070 0.050 Uiso 1 1 d R U . . .
H17B H 0.0041 0.8306 -0.0799 0.050 Uiso 1 1 d R U . . .
H17C H -0.0011 0.7066 -0.1021 0.050 Uiso 1 1 d R U . . .
C11 C 0.0874(3) 0.5203(4) -0.07235(16) 0.0368(10) Uani 1 1 d . U . . .
H11 H 0.0396 0.5268 -0.0878 0.044 Uiso 1 1 d R U . . .
C24 C 0.1652(3) 0.5379(4) 0.11803(17) 0.0406(10) Uani 1 1 d . U . . .
H24 H 0.1366 0.5854 0.0965 0.049 Uiso 1 1 d R U . . .
C20 C 0.1235(3) 1.0301(4) -0.02359(18) 0.0452(12) Uani 1 1 d . U . . .
H20A H 0.1240 0.9784 -0.0507 0.054 Uiso 1 1 d R U . . .
H20B H 0.1131 1.1065 -0.0355 0.054 Uiso 1 1 d R U . . .
H20C H 0.0859 1.0066 -0.0036 0.054 Uiso 1 1 d R U . . .
C6 C 0.3897(3) 0.8785(5) 0.0256(2) 0.0537(13) Uani 1 1 d . U . . .
H6 H 0.3667 0.9250 0.0470 0.064 Uiso 1 1 d R U . . .
C43 C 0.1173(3) 0.9527(5) 0.17815(17) 0.0443(11) Uani 1 1 d . U . . .
H43A H 0.1511 0.9290 0.2055 0.053 Uiso 1 1 d R U . . .
H43B H 0.0726 0.9811 0.1898 0.053 Uiso 1 1 d R U . . .
H43C H 0.1397 1.0123 0.1606 0.053 Uiso 1 1 d R U . . .
C27 C 0.2470(3) 0.3929(4) 0.18139(19) 0.0503(12) Uani 1 1 d . U . . .
H27 H 0.2749 0.3447 0.2031 0.060 Uiso 1 1 d R U . . .
C2 C 0.3873(3) 0.7456(5) -0.03734(19) 0.0483(12) Uani 1 1 d . U . . .
H2 H 0.3589 0.7003 -0.0611 0.058 Uiso 1 1 calc R U . . .
C32 C 0.5127(2) 0.8163(5) 0.21477(16) 0.0427(11) Uani 1 1 d . U . . .
H32 H 0.5580 0.8270 0.2333 0.051 Uiso 1 1 d R U . . .
C21 C 0.2559(3) 1.0817(4) -0.0235(2) 0.0508(13) Uani 1 1 d . U . . .
H21A H 0.3027 1.0884 -0.0040 0.061 Uiso 1 1 d R U . . .
H21B H 0.2394 1.1565 -0.0345 0.061 Uiso 1 1 d R U . . .
H21C H 0.2615 1.0336 -0.0512 0.061 Uiso 1 1 d R U . . .
O3 O 0.1061(3) 0.3096(5) 0.25799(17) 0.0840(14) Uani 1 1 d . U . . .
C26 C 0.1979(3) 0.3473(5) 0.1454(2) 0.0552(13) Uani 1 1 d . U . . .
H26 H 0.1925 0.2681 0.1424 0.066 Uiso 1 1 d R U . . .
C18 C 0.0084(3) 0.6810(5) -0.00473(17) 0.0440(11) Uani 1 1 d . U . . .
H18A H -0.0213 0.6193 -0.0192 0.053 Uiso 1 1 d R U . . .
H18B H -0.0225 0.7464 -0.0005 0.053 Uiso 1 1 d R U . . .
H18C H 0.0318 0.6571 0.0265 0.053 Uiso 1 1 d R U . . .
C49 C 0.3854(3) 0.9958(6) -0.1124(2) 0.0625(15) Uani 1 1 d . U . . .
H49A H 0.4338 0.9807 -0.1230 0.075 Uiso 1 1 d R U . . .
H49B H 0.3885 0.9839 -0.0774 0.075 Uiso 1 1 d R U . . .
C44 C 0.0606(2) 0.7580(5) 0.17253(17) 0.0435(11) Uani 1 1 d . U . . .
H44A H 0.0471 0.6944 0.1512 0.052 Uiso 1 1 d R U . . .
H44B H 0.0169 0.7896 0.1842 0.052 Uiso 1 1 d R U . . .
H44C H 0.0939 0.7321 0.1996 0.052 Uiso 1 1 d R U . . .
C37 C 0.4479(3) 0.4788(5) 0.1629(2) 0.0526(13) Uani 1 1 d . U . . .
H37A H 0.4316 0.4111 0.1450 0.063 Uiso 1 1 d R U . . .
H37B H 0.4277 0.4789 0.1938 0.063 Uiso 1 1 d R U . . .
H37C H 0.5010 0.4792 0.1682 0.063 Uiso 1 1 d R U . . .
C25 C 0.1579(3) 0.4186(5) 0.1134(2) 0.0534(13) Uani 1 1 d . U . . .
H25 H 0.1250 0.3875 0.0887 0.064 Uiso 1 1 d R U . . .
C15 C 0.3098(3) 0.4017(5) 0.04088(19) 0.0477(12) Uani 1 1 d . U . . .
H15A H 0.2754 0.4279 0.0628 0.057 Uiso 1 1 d R U . . .
H15B H 0.3588 0.3993 0.0578 0.057 Uiso 1 1 d R U . . .
H15C H 0.2958 0.3263 0.0294 0.057 Uiso 1 1 d R U . . .
C14 C 0.3622(3) 0.4389(5) -0.0375(2) 0.0511(13) Uani 1 1 d . U . . .
H14A H 0.3494 0.3613 -0.0467 0.061 Uiso 1 1 d R U . . .
H14B H 0.4119 0.4410 -0.0217 0.061 Uiso 1 1 d R U . . .
H14C H 0.3588 0.4864 -0.0661 0.061 Uiso 1 1 d R U . . .
C39 C 0.3645(4) 1.0834(5) 0.1535(3) 0.0670(16) Uani 1 1 d . U . . .
H39A H 0.4106 1.1115 0.1693 0.080 Uiso 1 1 d R U . . .
H39B H 0.3286 1.1441 0.1511 0.080 Uiso 1 1 d R U . . .
H39C H 0.3718 1.0566 0.1213 0.080 Uiso 1 1 d R U . . .
C3 C 0.4625(3) 0.7420(6) -0.0358(2) 0.0652(15) Uani 1 1 d . U . . .
H3 H 0.4863 0.6923 -0.0554 0.078 Uiso 1 1 d R U . . .
C40 C 0.3201(3) 1.0276(7) 0.2330(2) 0.0720(19) Uani 1 1 d . U . . .
H40A H 0.3048 0.9637 0.2516 0.086 Uiso 1 1 d R U . . .
H40B H 0.2811 1.0836 0.2293 0.086 Uiso 1 1 d R U . . .
H40C H 0.3638 1.0616 0.2497 0.086 Uiso 1 1 d R U . . .
C4 C 0.4998(3) 0.8109(5) -0.0053(3) 0.0655(15) Uani 1 1 d . U . . .
H4 H 0.5521 0.8140 -0.0056 0.079 Uiso 1 1 calc R U . . .
C45 C 0.1840(5) 0.6805(7) -0.1857(2) 0.0831(19) Uani 1 1 d . U . . .
H45A H 0.1346 0.6477 -0.1877 0.100 Uiso 1 1 d R U . . .
H45B H 0.2000 0.6836 -0.2182 0.100 Uiso 1 1 d R U . . .
C47 C 0.1413(4) 0.8783(8) -0.1930(2) 0.0814(19) Uani 1 1 d . U . . .
H47A H 0.0905 0.8515 -0.1989 0.098 Uiso 1 1 d R U . . .
H47B H 0.1608 0.8877 -0.2243 0.098 Uiso 1 1 d R U . . .
C5 C 0.4678(3) 0.8797(6) 0.0274(3) 0.0714(17) Uani 1 1 d . U . . .
H5 H 0.4964 0.9253 0.0498 0.086 Uiso 1 1 d R U . . .
Li1X Li 0.2511(5) 0.8455(7) -0.1083(3) 0.0414(17) Uani 1 1 d . U . . .
C51 C 0.3471(4) 0.8919(7) -0.18591(19) 0.0740(19) Uani 1 1 d . U . . .
H51A H 0.3608 0.9621 -0.2017 0.089 Uiso 1 1 d R U . . .
H51B H 0.3020 0.8631 -0.2038 0.089 Uiso 1 1 d R U . . .
C50 C 0.3652(4) 1.1159(6) -0.1238(3) 0.080(2) Uani 1 1 d . U . . .
H50A H 0.3663 1.1296 -0.1580 0.096 Uiso 1 1 d R U . . .
H50B H 0.3994 1.1666 -0.1056 0.096 Uiso 1 1 d R U . . .
H50C H 0.3160 1.1296 -0.1150 0.096 Uiso 1 1 d R U . . .
C46 C 0.2357(5) 0.6133(7) -0.1535(2) 0.086(2) Uani 1 1 d . U . . .
H46A H 0.2824 0.6525 -0.1486 0.103 Uiso 1 1 d R U . . .
H46B H 0.2426 0.5393 -0.1677 0.103 Uiso 1 1 d R U . . .
H46C H 0.2160 0.6038 -0.1227 0.103 Uiso 1 1 d R U . . .
C52 C 0.4059(4) 0.8029(9) -0.1885(3) 0.102(3) Uani 1 1 d . U . . .
H52A H 0.4473 0.8233 -0.1656 0.122 Uiso 1 1 d R U . . .
H52B H 0.4212 0.8013 -0.2208 0.122 Uiso 1 1 d R U . . .
H52C H 0.3879 0.7284 -0.1805 0.122 Uiso 1 1 d R U . . .
C48 C 0.1431(5) 0.9876(8) -0.1670(3) 0.088(2) Uani 1 1 d . U . . .
H48A H 0.1200 0.9789 -0.1374 0.106 Uiso 1 1 d R U . . .
H48B H 0.1172 1.0451 -0.1871 0.106 Uiso 1 1 d R U . . .
H48C H 0.1938 1.0105 -0.1593 0.106 Uiso 1 1 d R U . . .
C53 C 0.1392(6) 0.1961(8) 0.2715(4) 0.114(3) Uani 1 1 d . U . . .
H53A H 0.1560 0.1580 0.2433 0.137 Uiso 1 1 d R U . . .
H53B H 0.1036 0.1468 0.2853 0.137 Uiso 1 1 d R U . . .
C54 C 0.2042(7) 0.2180(10) 0.3103(4) 0.136(4) Uani 1 1 d . U . . .
H54A H 0.2414 0.2599 0.2953 0.163 Uiso 1 1 d R U . . .
H54B H 0.2247 0.1468 0.3230 0.163 Uiso 1 1 d R U . . .
H54C H 0.1877 0.2627 0.3364 0.163 Uiso 1 1 d R U . . .
C55 C 0.0520(5) 0.3056(9) 0.2192(3) 0.100(2) Uani 1 1 d . U . . .
H55A H 0.0108 0.2580 0.2268 0.120 Uiso 1 1 d R U . . .
H55B H 0.0723 0.2737 0.1909 0.120 Uiso 1 1 d R U . . .
C56 C 0.0283(5) 0.4263(10) 0.2091(3) 0.109(3) Uani 1 1 d . U . . .
H56A H 0.0120 0.4588 0.2382 0.130 Uiso 1 1 d R U . . .
H56B H -0.0120 0.4268 0.1836 0.130 Uiso 1 1 d R U . . .
H56C H 0.0686 0.4709 0.1992 0.130 Uiso 1 1 d R U . . .
Li2X Li 0.1538(4) 0.7893(6) 0.0512(2) 0.0268(13) Uani 1 1 d . U . . .
Li4X Li 0.2487(4) 0.8946(6) 0.0955(2) 0.0278(13) Uani 1 1 d . U . . .
Li3X Li 0.2843(4) 0.6678(6) 0.0725(2) 0.0345(15) Uani 1 1 d . U . . .


_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
P2 N4 1.686(3) . ?
P2 N3 1.716(3) . ?
P2 C23 1.876(4) . ?
P2 Li4X 2.606(7) . ?
P2 Li3X 2.912(7) . ?
P1 N2 1.667(3) . ?
P1 N1 1.691(3) . ?
P1 C1 1.859(4) . ?
P1 Li1X 2.589(7) . ?
P1 Li2X 2.632(6) . ?
P1 Li3X 3.002(7) . ?
N4 C41 1.481(5) . ?
N4 Li2X 1.990(7) . ?
N4 Li4X 2.048(8) . ?
N1 C7 1.420(5) . ?
N1 Li3X 1.972(7) . ?
N1 Li2X 2.078(7) . ?
N2 C19 1.472(5) . ?
N2 Li4X 2.004(7) . ?
N2 Li2X 2.046(7) . ?
N3 C29 1.420(5) . ?
N3 Li3X 1.964(7) . ?
N3 Li4X 2.035(7) . ?
C12 C11 1.393(6) . ?
C12 C7 1.425(5) . ?
C12 C16 1.512(6) . ?
C29 C34 1.418(6) . ?
C29 C30 1.423(6) . ?
O2 C49 1.437(7) . ?
O2 C51 1.446(6) . ?
O2 Li1X 1.925(9) . ?
C23 C24 1.377(6) . ?
C23 C28 1.396(6) . ?
C7 C8 1.417(5) . ?
C35 C37 1.517(6) . ?
C35 C30 1.516(6) . ?
C35 C36 1.519(6) . ?
C35 H35 0.9799 . ?
C31 C32 1.363(7) . ?
C31 C30 1.394(6) . ?
C31 H31 0.9296 . ?
C19 C21 1.523(7) . ?
C19 C22 1.523(6) . ?
C19 C20 1.529(6) . ?
C9 C10 1.381(7) . ?
C9 C8 1.397(6) . ?
C9 H9 0.9313 . ?
O1 C47 1.436(9) . ?
O1 C45 1.476(9) . ?
O1 Li1X 1.930(9) . ?
C8 C13 1.512(6) . ?
C13 C15 1.520(6) . ?
C13 C14 1.533(6) . ?
C13 H13 0.9793 . ?
C34 C33 1.399(6) . ?
C34 C38 1.517(7) . ?
C10 C11 1.374(7) . ?
C10 H10 0.9298 . ?
C41 C42 1.524(6) . ?
C41 C44 1.529(6) . ?
C41 C43 1.532(6) . ?
C1 C6 1.311(7) . ?
C1 C2 1.417(7) . ?
C16 C17 1.530(6) . ?
C16 C18 1.534(6) . ?
C16 H16 0.9819 . ?
C28 C27 1.383(7) . ?
C28 H28 0.9302 . ?
C33 C32 1.373(7) . ?
C33 H33 0.9301 . ?
C38 C39 1.504(8) . ?
C38 C40 1.527(7) . ?
C38 H38 0.9787 . ?
C42 H42A 0.9591 . ?
C42 H42B 0.9607 . ?
C42 H42C 0.9595 . ?
C36 H36A 0.9601 . ?
C36 H36B 0.9595 . ?
C36 H36C 0.9583 . ?
C22 H22A 0.9609 . ?
C22 H22B 0.9593 . ?
C22 H22C 0.9605 . ?
C17 H17A 0.9612 . ?
C17 H17B 0.9592 . ?
C17 H17C 0.9603 . ?
C11 H11 0.9294 . ?
C24 C25 1.400(7) . ?
C24 H24 0.9290 . ?
C20 H20A 0.9601 . ?
C20 H20B 0.9602 . ?
C20 H20C 0.9597 . ?
C6 C5 1.412(8) . ?
C6 H6 0.9304 . ?
C43 H43A 0.9609 . ?
C43 H43B 0.9603 . ?
C43 H43C 0.9605 . ?
C27 C26 1.370(8) . ?
C27 H27 0.9309 . ?
C2 C3 1.361(7) . ?
C2 H2 0.9500 . ?
C32 H32 0.9298 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9606 . ?
O3 C55 1.376(9) . ?
O3 C53 1.484(11) . ?
C26 C25 1.365(8) . ?
C26 H26 0.9303 . ?
C18 H18A 0.9602 . ?
C18 H18B 0.9596 . ?
C18 H18C 0.9602 . ?
C49 C50 1.472(10) . ?
C49 H49A 0.9693 . ?
C49 H49B 0.9704 . ?
C44 H44A 0.9610 . ?
C44 H44B 0.9592 . ?
C44 H44C 0.9597 . ?
C37 H37A 0.9604 . ?
C37 H37B 0.9610 . ?
C37 H37C 0.9592 . ?
C25 H25 0.9312 . ?
C15 H15A 0.9612 . ?
C15 H15B 0.9605 . ?
C15 H15C 0.9599 . ?
C14 H14A 0.9606 . ?
C14 H14B 0.9603 . ?
C14 H14C 0.9597 . ?
C39 H39A 0.9597 . ?
C39 H39B 0.9587 . ?
C39 H39C 0.9626 . ?
C3 C4 1.300(9) . ?
C3 H3 0.9279 . ?
C40 H40A 0.9606 . ?
C40 H40B 0.9598 . ?
C40 H40C 0.9602 . ?
C4 C5 1.380(10) . ?
C4 H4 0.9500 . ?
C45 C46 1.454(11) . ?
C45 H45A 0.9704 . ?
C45 H45B 0.9701 . ?
C47 C48 1.460(11) . ?
C47 H47A 0.9706 . ?
C47 H47B 0.9715 . ?
C5 H5 0.9308 . ?
C51 C52 1.494(11) . ?
C51 H51A 0.9705 . ?
C51 H51B 0.9706 . ?
C50 H50A 0.9581 . ?
C50 H50B 0.9597 . ?
C50 H50C 0.9618 . ?
C46 H46A 0.9595 . ?
C46 H46B 0.9599 . ?
C46 H46C 0.9606 . ?
C52 H52A 0.9598 . ?
C52 H52B 0.9594 . ?
C52 H52C 0.9605 . ?
C48 H48A 0.9599 . ?
C48 H48B 0.9604 . ?
C48 H48C 0.9601 . ?
C53 C54 1.529(13) . ?
C53 H53A 0.9707 . ?
C53 H53B 0.9704 . ?
C54 H54A 0.9599 . ?
C54 H54B 0.9599 . ?
C54 H54C 0.9603 . ?
C55 C56 1.488(13) . ?
C55 H55A 0.9704 . ?
C55 H55B 0.9700 . ?
C56 H56A 0.9605 . ?
C56 H56B 0.9606 . ?
C56 H56C 0.9589 . ?
Li2X Li4X 2.350(9) . ?
Li2X Li3X 2.768(10) . ?
Li2X H16 2.1558 . ?
Li4X Li3X 2.807(10) . ?
Li4X H38 2.1359 . ?
Li3X H35 2.2497 . ?
Li3X H13 2.3362 . ?

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
N4 P2 N3 98.60(15) . . ?
N4 P2 C23 104.22(17) . . ?
N3 P2 C23 100.22(17) . . ?
N4 P2 Li4X 51.73(19) . . ?
N3 P2 Li4X 51.28(18) . . ?
C23 P2 Li4X 126.22(19) . . ?
N4 P2 Li3X 81.42(17) . . ?
N3 P2 Li3X 40.79(18) . . ?
C23 P2 Li3X 69.1(2) . . ?
Li4X P2 Li3X 60.8(2) . . ?
N2 P1 N1 100.53(16) . . ?
N2 P1 C1 105.7(2) . . ?
N1 P1 C1 103.01(17) . . ?
N2 P1 Li1X 126.7(2) . . ?
N1 P1 Li1X 124.9(2) . . ?
C1 P1 Li1X 90.9(2) . . ?
N2 P1 Li2X 51.02(19) . . ?
N1 P1 Li2X 52.11(19) . . ?
C1 P1 Li2X 126.28(19) . . ?
Li1X P1 Li2X 142.8(2) . . ?
N2 P1 Li3X 85.19(17) . . ?
N1 P1 Li3X 38.18(18) . . ?
C1 P1 Li3X 73.9(2) . . ?
Li1X P1 Li3X 147.8(2) . . ?
Li2X P1 Li3X 58.4(2) . . ?
C41 N4 P2 116.2(2) . . ?
C41 N4 Li2X 114.6(3) . . ?
P2 N4 Li2X 126.8(3) . . ?
C41 N4 Li4X 129.6(3) . . ?
P2 N4 Li4X 88.0(2) . . ?
Li2X N4 Li4X 71.2(3) . . ?
C7 N1 P1 118.2(2) . . ?
C7 N1 Li3X 124.7(3) . . ?
P1 N1 Li3X 109.8(3) . . ?
C7 N1 Li2X 120.0(3) . . ?
P1 N1 Li2X 87.9(2) . . ?
Li3X N1 Li2X 86.2(3) . . ?
C19 N2 P1 119.4(2) . . ?
C19 N2 Li4X 116.0(3) . . ?
P1 N2 Li4X 120.6(3) . . ?
C19 N2 Li2X 129.0(3) . . ?
P1 N2 Li2X 89.7(2) . . ?
Li4X N2 Li2X 70.9(3) . . ?
C29 N3 P2 115.6(2) . . ?
C29 N3 Li3X 128.7(3) . . ?
P2 N3 Li3X 104.4(3) . . ?
C29 N3 Li4X 121.9(3) . . ?
P2 N3 Li4X 87.6(2) . . ?
Li3X N3 Li4X 89.1(3) . . ?
C11 C12 C7 119.8(4) . . ?
C11 C12 C16 117.5(4) . . ?
C7 C12 C16 122.5(3) . . ?
C34 C29 N3 121.7(4) . . ?
C34 C29 C30 117.5(3) . . ?
N3 C29 C30 120.7(4) . . ?
C49 O2 C51 112.6(4) . . ?
C49 O2 Li1X 126.4(4) . . ?
C51 O2 Li1X 120.9(4) . . ?
C24 C23 C28 117.2(4) . . ?
C24 C23 P2 125.1(3) . . ?
C28 C23 P2 117.7(3) . . ?
C8 C7 N1 120.8(3) . . ?
C8 C7 C12 117.9(3) . . ?
N1 C7 C12 121.3(3) . . ?
C37 C35 C30 114.2(4) . . ?
C37 C35 C36 110.2(4) . . ?
C30 C35 C36 109.7(4) . . ?
C37 C35 H35 107.8 . . ?
C30 C35 H35 107.3 . . ?
C36 C35 H35 107.4 . . ?
C32 C31 C30 122.5(4) . . ?
C32 C31 H31 118.8 . . ?
C30 C31 H31 118.7 . . ?
C31 C30 C29 119.6(4) . . ?
C31 C30 C35 118.3(4) . . ?
C29 C30 C35 122.0(3) . . ?
N2 C19 C21 113.0(3) . . ?
N2 C19 C22 108.0(3) . . ?
C21 C19 C22 108.1(4) . . ?
N2 C19 C20 111.3(4) . . ?
C21 C19 C20 108.3(4) . . ?
C22 C19 C20 108.0(4) . . ?
C10 C9 C8 121.6(4) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C47 O1 C45 113.2(5) . . ?
C47 O1 Li1X 120.6(5) . . ?
C45 O1 Li1X 125.3(5) . . ?
C9 C8 C7 119.8(4) . . ?
C9 C8 C13 118.3(4) . . ?
C7 C8 C13 121.9(4) . . ?
C8 C13 C15 111.7(4) . . ?
C8 C13 C14 112.9(4) . . ?
C15 C13 C14 109.0(4) . . ?
C8 C13 H13 107.7 . . ?
C15 C13 H13 107.5 . . ?
C14 C13 H13 107.8 . . ?
C33 C34 C29 119.8(4) . . ?
C33 C34 C38 117.4(4) . . ?
C29 C34 C38 122.7(3) . . ?
C11 C10 C9 119.1(4) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.4 . . ?
N4 C41 C42 107.8(3) . . ?
N4 C41 C44 112.5(4) . . ?
C42 C41 C44 107.6(4) . . ?
N4 C41 C43 111.5(3) . . ?
C42 C41 C43 108.6(4) . . ?
C44 C41 C43 108.7(4) . . ?
C6 C1 C2 116.6(5) . . ?
C6 C1 P1 125.4(4) . . ?
C2 C1 P1 117.6(4) . . ?
C12 C16 C17 113.6(3) . . ?
C12 C16 C18 109.6(4) . . ?
C17 C16 C18 110.3(4) . . ?
C12 C16 H16 107.6 . . ?
C17 C16 H16 107.7 . . ?
C18 C16 H16 107.9 . . ?
C27 C28 C23 121.7(5) . . ?
C27 C28 H28 119.2 . . ?
C23 C28 H28 119.1 . . ?
C32 C33 C34 121.8(4) . . ?
C32 C33 H33 119.0 . . ?
C34 C33 H33 119.2 . . ?
C39 C38 C34 111.0(4) . . ?
C39 C38 C40 110.8(5) . . ?
C34 C38 C40 113.0(4) . . ?
C39 C38 H38 107.3 . . ?
C34 C38 H38 107.2 . . ?
C40 C38 H38 107.2 . . ?
C41 C42 H42A 109.4 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.4 . . ?
C41 C42 H42C 109.4 . . ?
H42A C42 H42C 109.6 . . ?
H42B C42 H42C 109.4 . . ?
C35 C36 H36A 109.4 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.4 . . ?
C35 C36 H36C 109.4 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.6 . . ?
C19 C22 H22A 109.7 . . ?
C19 C22 H22B 109.4 . . ?
H22A C22 H22B 109.6 . . ?
C19 C22 H22C 109.4 . . ?
H22A C22 H22C 109.3 . . ?
H22B C22 H22C 109.4 . . ?
C16 C17 H17A 109.7 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 109.4 . . ?
C16 C17 H17C 109.4 . . ?
H17A C17 H17C 109.3 . . ?
H17B C17 H17C 109.5 . . ?
C10 C11 C12 121.8(4) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.0 . . ?
C23 C24 C25 121.1(5) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.4 . . ?
C19 C20 H20A 109.8 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 109.4 . . ?
C19 C20 H20C 109.3 . . ?
H20A C20 H20C 109.4 . . ?
H20B C20 H20C 109.5 . . ?
C1 C6 C5 121.7(6) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.0 . . ?
C41 C43 H43A 109.7 . . ?
C41 C43 H43B 109.2 . . ?
H43A C43 H43B 109.3 . . ?
C41 C43 H43C 109.6 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.6 . . ?
C26 C27 C28 120.0(5) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 119.9 . . ?
C3 C2 C1 123.5(6) . . ?
C3 C2 H2 118.3 . . ?
C1 C2 H2 118.3 . . ?
C31 C32 C33 118.7(4) . . ?
C31 C32 H32 120.5 . . ?
C33 C32 H32 120.8 . . ?
C19 C21 H21A 109.7 . . ?
C19 C21 H21B 109.6 . . ?
H21A C21 H21B 109.4 . . ?
C19 C21 H21C 109.3 . . ?
H21A C21 H21C 109.4 . . ?
H21B C21 H21C 109.5 . . ?
C55 O3 C53 113.8(7) . . ?
C25 C26 C27 119.7(5) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.2 . . ?
C16 C18 H18A 109.7 . . ?
C16 C18 H18B 109.2 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.4 . . ?
O2 C49 C50 112.0(6) . . ?
O2 C49 H49A 108.9 . . ?
C50 C49 H49A 108.7 . . ?
O2 C49 H49B 109.3 . . ?
C50 C49 H49B 109.6 . . ?
H49A C49 H49B 108.2 . . ?
C41 C44 H44A 109.2 . . ?
C41 C44 H44B 109.4 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.6 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.6 . . ?
C35 C37 H37A 109.2 . . ?
C35 C37 H37B 109.4 . . ?
H37A C37 H37B 109.3 . . ?
C35 C37 H37C 109.9 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C26 C25 C24 120.4(5) . . ?
C26 C25 H25 119.6 . . ?
C24 C25 H25 120.0 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.6 . . ?
H15A C15 H15B 109.4 . . ?
C13 C15 H15C 109.4 . . ?
H15A C15 H15C 109.3 . . ?
H15B C15 H15C 109.5 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.4 . . ?
H14B C14 H14C 109.6 . . ?
C38 C39 H39A 109.6 . . ?
C38 C39 H39B 109.3 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.4 . . ?
H39B C39 H39C 109.4 . . ?
C4 C3 C2 117.0(6) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 H3 121.7 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.4 . . ?
H40A C40 H40B 109.4 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C3 C4 C5 123.8(6) . . ?
C3 C4 H4 118.1 . . ?
C5 C4 H4 118.1 . . ?
C46 C45 O1 105.1(5) . . ?
C46 C45 H45A 110.9 . . ?
O1 C45 H45A 111.0 . . ?
C46 C45 H45B 110.4 . . ?
O1 C45 H45B 110.5 . . ?
H45A C45 H45B 108.9 . . ?
O1 C47 C48 108.7(5) . . ?
O1 C47 H47A 110.0 . . ?
C48 C47 H47A 109.6 . . ?
O1 C47 H47B 109.9 . . ?
C48 C47 H47B 110.3 . . ?
H47A C47 H47B 108.3 . . ?
C4 C5 C6 117.3(6) . . ?
C4 C5 H5 121.5 . . ?
C6 C5 H5 121.2 . . ?
O2 Li1X O1 104.4(4) . . ?
O2 Li1X P1 124.0(4) . . ?
O1 Li1X P1 131.4(4) . . ?
O2 C51 C52 112.3(6) . . ?
O2 C51 H51A 109.7 . . ?
C52 C51 H51A 110.3 . . ?
O2 C51 H51B 109.0 . . ?
C52 C51 H51B 107.7 . . ?
H51A C51 H51B 107.7 . . ?
C49 C50 H50A 109.8 . . ?
C49 C50 H50B 109.9 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 108.7 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.4 . . ?
C45 C46 H46A 109.6 . . ?
C45 C46 H46B 109.7 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.1 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.4 . . ?
C51 C52 H52A 108.1 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 110.8 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.4 . . ?
C47 C48 H48A 109.6 . . ?
C47 C48 H48B 109.8 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 108.9 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O3 C53 C54 106.9(7) . . ?
O3 C53 H53A 111.0 . . ?
C54 C53 H53A 110.7 . . ?
O3 C53 H53B 110.9 . . ?
C54 C53 H53B 108.7 . . ?
H53A C53 H53B 108.6 . . ?
C53 C54 H54A 108.0 . . ?
C53 C54 H54B 110.6 . . ?
H54A C54 H54B 109.4 . . ?
C53 C54 H54C 109.7 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O3 C55 C56 106.4(7) . . ?
O3 C55 H55A 110.8 . . ?
C56 C55 H55A 111.5 . . ?
O3 C55 H55B 109.8 . . ?
C56 C55 H55B 109.7 . . ?
H55A C55 H55B 108.6 . . ?
C55 C56 H56A 108.9 . . ?
C55 C56 H56B 109.0 . . ?
H56A C56 H56B 109.4 . . ?
C55 C56 H56C 110.6 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
N4 Li2X N2 107.3(3) . . ?
N4 Li2X N1 125.9(3) . . ?
N2 Li2X N1 77.5(3) . . ?
N4 Li2X Li4X 55.6(2) . . ?
N2 Li2X Li4X 53.7(2) . . ?
N1 Li2X Li4X 97.0(3) . . ?
N4 Li2X P1 132.9(3) . . ?
N2 Li2X P1 39.29(14) . . ?
N1 Li2X P1 39.97(14) . . ?
Li4X Li2X P1 79.5(3) . . ?
N4 Li2X Li3X 80.8(3) . . ?
N2 Li2X Li3X 85.5(3) . . ?
N1 Li2X Li3X 45.3(2) . . ?
Li4X Li2X Li3X 65.9(3) . . ?
P1 Li2X Li3X 67.5(2) . . ?
N4 Li2X H16 158.4 . . ?
N2 Li2X H16 86.6 . . ?
N1 Li2X H16 72.5 . . ?
Li4X Li2X H16 140.3 . . ?
P1 Li2X H16 68.0 . . ?
Li3X Li2X H16 117.5 . . ?
N2 Li4X N3 128.3(4) . . ?
N2 Li4X N4 106.7(3) . . ?
N3 Li4X N4 78.4(3) . . ?
N2 Li4X Li2X 55.4(2) . . ?
N3 Li4X Li2X 99.5(3) . . ?
N4 Li4X Li2X 53.3(2) . . ?
N2 Li4X P2 136.9(3) . . ?
N3 Li4X P2 41.13(15) . . ?
N4 Li4X P2 40.28(15) . . ?
Li2X Li4X P2 83.0(3) . . ?
N2 Li4X Li3X 85.2(3) . . ?
N3 Li4X Li3X 44.4(2) . . ?
N4 Li4X Li3X 78.9(3) . . ?
Li2X Li4X Li3X 64.2(3) . . ?
P2 Li4X Li3X 65.0(2) . . ?
N2 Li4X H38 152.8 . . ?
N3 Li4X H38 73.6 . . ?
N4 Li4X H38 92.5 . . ?
Li2X Li4X H38 145.6 . . ?
P2 Li4X H38 69.7 . . ?
Li3X Li4X H38 118.0 . . ?
N3 Li3X N1 132.4(4) . . ?
N3 Li3X Li2X 88.5(3) . . ?
N1 Li3X Li2X 48.5(2) . . ?
N3 Li3X Li4X 46.5(2) . . ?
N1 Li3X Li4X 86.2(3) . . ?
Li2X Li3X Li4X 49.9(2) . . ?
N3 Li3X P2 34.80(16) . . ?
N1 Li3X P2 118.8(3) . . ?
Li2X Li3X P2 70.7(2) . . ?
Li4X Li3X P2 54.19(18) . . ?
N3 Li3X P1 110.3(3) . . ?
N1 Li3X P1 32.01(15) . . ?
Li2X Li3X P1 54.09(18) . . ?
Li4X Li3X P1 66.6(2) . . ?
P2 Li3X P1 116.7(2) . . ?
N3 Li3X H35 72.1 . . ?
N1 Li3X H35 155.4 . . ?
Li2X Li3X H35 152.4 . . ?
Li4X Li3X H35 117.8 . . ?
P2 Li3X H35 82.4 . . ?
P1 Li3X H35 151.0 . . ?
N3 Li3X H13 149.6 . . ?
N1 Li3X H13 69.5 . . ?
Li2X Li3X H13 117.7 . . ?
Li4X Li3X H13 141.5 . . ?
P2 Li3X H13 164.3 . . ?
P1 Li3X H13 77.7 . . ?
H35 Li3X H13 87.0 . . ?

_refine_diff_density_max         1.081
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.078
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1451460'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H48 Li N4 P'
_chemical_formula_sum            'C28 H48 Li N4 P'
_chemical_formula_weight         478.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   10.5280(4)
_cell_length_b                   15.6740(8)
_cell_length_c                   18.8041(13)
_cell_angle_alpha                90
_cell_angle_beta                 106.627(5)
_cell_angle_gamma                90
_cell_volume                     2973.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    26630
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_absorpt_coefficient_mu    0.113
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 1 -1 0.146
-1 -1 1 0.100
1 -1 0 0.150
-1 1 1 0.114
0 0 1 0.171
0 0 -1 0.063
0 1 0 0.156
0 -1 0 0.165
1 1 1 0.169
-1 -1 -1 0.093


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26591
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.35
_reflns_number_total             6612
_reflns_number_gt                4828
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0312P)²+2.4247P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6612
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1276
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.144
_refine_ls_restrained_S_all      1.144
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.82969(5) 0.19336(3) 0.29206(3) 0.02131(12) Uani 1 1 d . . .
N1 N 0.74990(15) 0.26996(10) 0.33367(9) 0.0221(3) Uani 1 1 d . . .
H1 H 0.8101 0.2899 0.3753 0.026 Uiso 1 1 d R . .
N2 N 0.82874(16) 0.25120(10) 0.21795(9) 0.0217(3) Uani 1 1 d . . .
C12 C 0.77525(19) 0.14414(12) 0.11521(10) 0.0229(4) Uani 1 1 d . . .
N4 N 0.59352(17) 0.41109(11) 0.15758(9) 0.0271(4) Uani 1 1 d . . .
C7 C 0.85334(18) 0.21230(11) 0.15575(10) 0.0205(4) Uani 1 1 d . . .
C1 C 0.99722(19) 0.20676(13) 0.35883(10) 0.0249(4) Uani 1 1 d . . .
N3 N 0.81441(17) 0.48419(11) 0.27434(10) 0.0300(4) Uani 1 1 d . . .
C16 C 0.6516(2) 0.11203(13) 0.13329(11) 0.0274(4) Uani 1 1 d . . .
H16 H 0.6358 0.1497 0.1715 0.033 Uiso 1 1 d R . .
C19 C 0.62787(19) 0.24476(13) 0.35370(11) 0.0265(4) Uani 1 1 d . . .
C11 C 0.8099(2) 0.10736(13) 0.05595(11) 0.0286(4) Uani 1 1 d . . .
H11 H 0.7605 0.0616 0.0311 0.034 Uiso 1 1 d R . .
C6 C 1.0550(2) 0.13701(14) 0.40100(12) 0.0317(5) Uani 1 1 d . . .
H6 H 1.0078 0.0862 0.3965 0.038 Uiso 1 1 d R . .
C8 C 0.95786(19) 0.24420(12) 0.12929(11) 0.0250(4) Uani 1 1 d . . .
C9 C 0.9859(2) 0.20617(14) 0.06849(12) 0.0308(5) Uani 1 1 d . . .
H9 H 1.0543 0.2279 0.0517 0.037 Uiso 1 1 d R . .
C21 C 0.5309(2) 0.20149(14) 0.28777(12) 0.0312(5) Uani 1 1 d . . .
H21A H 0.5161 0.2373 0.2448 0.037 Uiso 1 1 d R . .
H21B H 0.4484 0.1919 0.2987 0.037 Uiso 1 1 d R . .
H21C H 0.5670 0.1479 0.2783 0.037 Uiso 1 1 d R . .
C10 C 0.9150(2) 0.13694(14) 0.03291(12) 0.0318(5) Uani 1 1 d . . .
H10 H 0.9376 0.1106 -0.0061 0.038 Uiso 1 1 d R . .
C13 C 1.0428(2) 0.31829(13) 0.16820(13) 0.0314(5) Uani 1 1 d . . .
H13 H 1.0021 0.3408 0.2051 0.038 Uiso 1 1 d R . .
C5 C 1.1819(2) 0.14106(16) 0.44969(13) 0.0408(6) Uani 1 1 d . . .
H5 H 1.2188 0.0933 0.4773 0.049 Uiso 1 1 d R . .
C22 C 0.5652(2) 0.32628(15) 0.37217(13) 0.0384(5) Uani 1 1 d . . .
H22A H 0.6272 0.3550 0.4126 0.046 Uiso 1 1 d R . .
H22B H 0.4869 0.3121 0.3861 0.046 Uiso 1 1 d R . .
H22C H 0.5420 0.3630 0.3295 0.046 Uiso 1 1 d R . .
C20 C 0.6617(2) 0.18498(17) 0.42042(13) 0.0423(6) Uani 1 1 d . . .
H20A H 0.7057 0.1352 0.4094 0.051 Uiso 1 1 d R . .
H20B H 0.5817 0.1683 0.4315 0.051 Uiso 1 1 d R . .
H20C H 0.7191 0.2138 0.4625 0.051 Uiso 1 1 d R . .
C18 C 0.5290(2) 0.11690(17) 0.06586(13) 0.0404(6) Uani 1 1 d . . .
H18A H 0.5188 0.1740 0.0465 0.048 Uiso 1 1 d R . .
H18B H 0.4519 0.1013 0.0804 0.048 Uiso 1 1 d R . .
H18C H 0.5394 0.0783 0.0283 0.048 Uiso 1 1 d R . .
C24 C 0.6106(3) 0.50278(14) 0.17001(14) 0.0435(6) Uani 1 1 d . . .
H24A H 0.5585 0.5209 0.2023 0.052 Uiso 1 1 d R . .
H24B H 0.5765 0.5321 0.1230 0.052 Uiso 1 1 d R . .
C23 C 0.7502(3) 0.52859(15) 0.20393(14) 0.0437(6) Uani 1 1 d . . .
H23A H 0.8001 0.5169 0.1689 0.052 Uiso 1 1 d R . .
H23B H 0.7534 0.5896 0.2129 0.052 Uiso 1 1 d R . .
C2 C 1.0704(2) 0.28145(16) 0.36776(13) 0.0413(6) Uani 1 1 d . . .
H2 H 1.0344 0.3293 0.3401 0.050 Uiso 1 1 d R . .
C17 C 0.6690(3) 0.02150(15) 0.16497(14) 0.0424(6) Uani 1 1 d . . .
H17A H 0.6839 -0.0172 0.1286 0.051 Uiso 1 1 d R . .
H17B H 0.5905 0.0049 0.1777 0.051 Uiso 1 1 d R . .
H17C H 0.7436 0.0201 0.2086 0.051 Uiso 1 1 d R . .
C15 C 1.0493(3) 0.39124(15) 0.11543(16) 0.0496(7) Uani 1 1 d . . .
H15A H 1.0885 0.3712 0.0783 0.059 Uiso 1 1 d R . .
H15B H 1.1019 0.4368 0.1430 0.059 Uiso 1 1 d R . .
H15C H 0.9613 0.4116 0.0919 0.059 Uiso 1 1 d R . .
C3 C 1.1966(2) 0.28667(19) 0.41717(14) 0.0514(7) Uani 1 1 d . . .
H3 H 1.2431 0.3379 0.4232 0.062 Uiso 1 1 d R . .
C28 C 0.6320(3) 0.38427(17) 0.09251(13) 0.0461(6) Uani 1 1 d . . .
H28A H 0.6179 0.3240 0.0851 0.055 Uiso 1 1 d R . .
H28B H 0.7240 0.3971 0.0999 0.055 Uiso 1 1 d R . .
H28C H 0.5795 0.4144 0.0497 0.055 Uiso 1 1 d R . .
C26 C 0.9556(2) 0.50396(16) 0.29296(17) 0.0512(7) Uani 1 1 d . . .
H26A H 0.9678 0.5646 0.2972 0.061 Uiso 1 1 d R . .
H26B H 0.9907 0.4828 0.2545 0.061 Uiso 1 1 d R . .
H26C H 1.0011 0.4775 0.3393 0.061 Uiso 1 1 d R . .
C25 C 0.7629(3) 0.51464(17) 0.33379(15) 0.0523(7) Uani 1 1 d . . .
H25A H 0.8111 0.4884 0.3797 0.063 Uiso 1 1 d R . .
H25B H 0.6707 0.5002 0.3228 0.063 Uiso 1 1 d R . .
H25C H 0.7731 0.5755 0.3381 0.063 Uiso 1 1 d R . .
Li1 Li 0.7478(3) 0.3545(2) 0.24463(18) 0.0255(7) Uani 1 1 d . . .
C14 C 1.1819(2) 0.28777(16) 0.20964(16) 0.0466(6) Uani 1 1 d . . .
H14A H 1.1756 0.2420 0.2424 0.056 Uiso 1 1 d R . .
H14B H 1.2312 0.3341 0.2380 0.056 Uiso 1 1 d R . .
H14C H 1.2263 0.2679 0.1747 0.056 Uiso 1 1 d R . .
C4 C 1.2522(2) 0.21575(19) 0.45732(13) 0.0453(6) Uani 1 1 d . . .
H4 H 1.3377 0.2184 0.4894 0.054 Uiso 1 1 d R . .
C27 C 0.4533(2) 0.38942(19) 0.14541(14) 0.0503(7) Uani 1 1 d . . .
H27A H 0.4003 0.4217 0.1042 0.060 Uiso 1 1 d R . .
H27B H 0.4273 0.4028 0.1891 0.060 Uiso 1 1 d R . .
H27C H 0.4407 0.3296 0.1348 0.060 Uiso 1 1 d R . .


_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
P1 N2 1.6602(16) . ?
P1 N1 1.7708(16) . ?
P1 C1 1.861(2) . ?
P1 Li1 2.735(3) . ?
N1 C19 1.492(2) . ?
N1 Li1 2.130(4) . ?
N1 H1 0.9099 . ?
N2 C7 1.407(2) . ?
N2 Li1 1.961(4) . ?
C12 C11 1.393(3) . ?
C12 C7 1.428(3) . ?
C12 C16 1.522(3) . ?
N4 C28 1.456(3) . ?
N4 C24 1.459(3) . ?
N4 C27 1.467(3) . ?
N4 Li1 2.141(4) . ?
C7 C8 1.422(3) . ?
C1 C6 1.385(3) . ?
C1 C2 1.385(3) . ?
N3 C25 1.455(3) . ?
N3 C26 1.459(3) . ?
N3 C23 1.477(3) . ?
N3 Li1 2.171(4) . ?
C16 C17 1.530(3) . ?
C16 C18 1.531(3) . ?
C16 H16 0.9801 . ?
C19 C21 1.521(3) . ?
C19 C22 1.523(3) . ?
C19 C20 1.524(3) . ?
C11 C10 1.379(3) . ?
C11 H11 0.9301 . ?
C6 C5 1.388(3) . ?
C6 H6 0.9299 . ?
C8 C9 1.394(3) . ?
C8 C13 1.520(3) . ?
C9 C10 1.377(3) . ?
C9 H9 0.9300 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9599 . ?
C21 H21C 0.9601 . ?
C10 H10 0.9301 . ?
C13 C14 1.526(3) . ?
C13 C15 1.528(3) . ?
C13 H13 0.9799 . ?
C5 C4 1.370(4) . ?
C5 H5 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C20 H20A 0.9599 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9601 . ?
C18 H18A 0.9601 . ?
C18 H18B 0.9599 . ?
C18 H18C 0.9599 . ?
C24 C23 1.481(4) . ?
C24 H24A 0.9701 . ?
C24 H24B 0.9698 . ?
C23 H23A 0.9701 . ?
C23 H23B 0.9701 . ?
C2 C3 1.389(3) . ?
C2 H2 0.9301 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9599 . ?
C15 H15A 0.9599 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3 C4 1.377(4) . ?
C3 H3 0.9300 . ?
C28 H28A 0.9601 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C25 H25A 0.9599 . ?
C25 H25B 0.9599 . ?
C25 H25C 0.9601 . ?
C14 H14A 0.9601 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C4 H4 0.9300 . ?
C27 H27A 0.9601 . ?
C27 H27B 0.9601 . ?
C27 H27C 0.9600 . ?

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
N2 P1 N1 96.37(8) . . ?
N2 P1 C1 106.36(8) . . ?
N1 P1 C1 95.92(8) . . ?
N2 P1 Li1 45.27(9) . . ?
N1 P1 Li1 51.15(9) . . ?
C1 P1 Li1 105.38(10) . . ?
C19 N1 P1 118.93(13) . . ?
C19 N1 Li1 123.17(15) . . ?
P1 N1 Li1 88.51(11) . . ?
C19 N1 H1 108.1 . . ?
P1 N1 H1 108.1 . . ?
Li1 N1 H1 108.1 . . ?
C7 N2 P1 120.18(12) . . ?
C7 N2 Li1 140.12(16) . . ?
P1 N2 Li1 97.75(12) . . ?
C11 C12 C7 119.63(18) . . ?
C11 C12 C16 118.56(18) . . ?
C7 C12 C16 121.78(17) . . ?
C28 N4 C24 111.58(19) . . ?
C28 N4 C27 108.13(19) . . ?
C24 N4 C27 109.00(19) . . ?
C28 N4 Li1 100.98(16) . . ?
C24 N4 Li1 104.70(16) . . ?
C27 N4 Li1 122.18(17) . . ?
N2 C7 C8 118.90(17) . . ?
N2 C7 C12 123.58(17) . . ?
C8 C7 C12 117.46(17) . . ?
C6 C1 C2 117.38(19) . . ?
C6 C1 P1 118.25(16) . . ?
C2 C1 P1 124.34(16) . . ?
C25 N3 C26 108.9(2) . . ?
C25 N3 C23 111.0(2) . . ?
C26 N3 C23 106.8(2) . . ?
C25 N3 Li1 109.93(17) . . ?
C26 N3 Li1 119.50(17) . . ?
C23 N3 Li1 100.33(16) . . ?
C12 C16 C17 112.29(18) . . ?
C12 C16 C18 111.77(17) . . ?
C17 C16 C18 110.32(19) . . ?
C12 C16 H16 107.4 . . ?
C17 C16 H16 107.5 . . ?
C18 C16 H16 107.3 . . ?
N1 C19 C21 109.74(16) . . ?
N1 C19 C22 107.20(16) . . ?
C21 C19 C22 109.05(18) . . ?
N1 C19 C20 110.81(17) . . ?
C21 C19 C20 109.94(18) . . ?
C22 C19 C20 110.03(18) . . ?
C10 C11 C12 122.0(2) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C1 C6 C5 121.6(2) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.2 . . ?
C9 C8 C7 120.23(18) . . ?
C9 C8 C13 119.21(18) . . ?
C7 C8 C13 120.53(17) . . ?
C10 C9 C8 121.52(19) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C19 C21 H21A 109.6 . . ?
C19 C21 H21B 109.4 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C10 C11 118.98(19) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C8 C13 C14 110.67(17) . . ?
C8 C13 C15 112.9(2) . . ?
C14 C13 C15 110.58(19) . . ?
C8 C13 H13 107.4 . . ?
C14 C13 H13 107.5 . . ?
C15 C13 H13 107.5 . . ?
C4 C5 C6 119.8(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.3 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.6 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C20 H20A 109.6 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.4 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C16 C18 H18A 109.7 . . ?
C16 C18 H18B 109.4 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.3 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N4 C24 C23 113.6(2) . . ?
N4 C24 H24A 108.8 . . ?
C23 C24 H24A 108.6 . . ?
N4 C24 H24B 108.9 . . ?
C23 C24 H24B 109.1 . . ?
H24A C24 H24B 107.7 . . ?
N3 C23 C24 113.6(2) . . ?
N3 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
N3 C23 H23B 108.9 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.7 . . ?
C1 C2 C3 121.6(2) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.1 . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.4 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C15 H15A 109.6 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.3 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C4 C3 C2 119.6(2) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.1 . . ?
N4 C28 H28A 109.8 . . ?
N4 C28 H28B 109.2 . . ?
H28A C28 H28B 109.5 . . ?
N4 C28 H28C 109.4 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C26 H26A 109.5 . . ?
N3 C26 H26B 109.3 . . ?
H26A C26 H26B 109.5 . . ?
N3 C26 H26C 109.6 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C25 H25A 109.5 . . ?
N3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N3 C25 H25C 109.4 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 Li1 N1 77.29(13) . . ?
N2 Li1 N4 115.89(17) . . ?
N1 Li1 N4 133.92(18) . . ?
N2 Li1 N3 135.00(18) . . ?
N1 Li1 N3 116.76(16) . . ?
N4 Li1 N3 85.83(14) . . ?
N2 Li1 P1 36.98(7) . . ?
N1 Li1 P1 40.34(7) . . ?
N4 Li1 P1 137.01(15) . . ?
N3 Li1 P1 137.10(16) . . ?
C13 C14 H14A 109.3 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.6 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
N4 C27 H27A 109.3 . . ?
N4 C27 H27B 109.7 . . ?
H27A C27 H27B 109.5 . . ?
N4 C27 H27C 109.4 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.35
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.051
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5Et2O
_database_code_depnum_ccdc_archive 'CCDC 1451461'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT411_5.Et2O              
;
PROBLEM: Short Inter H...H Contact  H7     ..  H21D    ..       1.74 Ang.  
RESPONSE: The H21D atom is from only one position of disordered ether molecule.
;
# end Validation Reply Form
_audit_creation_date             2016-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H63 Li2 N2 O2 P'
_chemical_formula_sum            'C36 H63 Li2 N2 O2 P'
_chemical_formula_weight         600.73
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   20.3440(10)
_cell_length_b                   17.6920(15)
_cell_length_c                   10.6000(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3815.2(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3821
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      4.09
_cell_measurement_theta_min      26.39
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.102
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.046
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.322
_exptl_crystal_size_min          0.316
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            26607
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         4.079
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3041
_reflns_number_total             3987
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         3987
_refine_ls_number_restraints     255
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0585
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0668P)²+3.4284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O2-C18 \\sim O2-C20 \\sim O2-C18A \\sim O2-C20A
 with sigma of 0.001
 C18-C19 \\sim C20-C21 \\sim C18A-C19A \\sim C20A-C21A
 with sigma of 0.001
 O2-C19 \\sim O2-C21 \\sim O2-C19A \\sim O2-C21A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C18) = Uanis(C18A)
Uanis(C19) = Uanis(C19A)
Uanis(C20) = Uanis(C20A)
Uanis(C21) = Uanis(C21A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=
 Sof(C20A)=Sof(H20C)=Sof(H20D)=Sof(C21A)=Sof(H21D)=Sof(H21E)=Sof(H21F)=0.5*(1-
 FVAR(2))
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20)=
 Sof(H20A)=Sof(H20B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=0.5*FVAR(2)
 Fixed Sof: H3A(0.5) H3B(0.5) H3C(0.5)
6.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
6.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C18(H18A,H18B), C20(H20A,H20B), C18A(H18C,H18D), C20A(H20C,
 H20D)
6.c Me refined with riding coordinates:
 C3(H3A,H3B,H3C), C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C19A(H19D,H19E,
 H19F), C21A(H21D,H21E,H21F)
6.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8)
6.e Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.4340(3) 0.7500 0.5954(5) 0.0419(12) Uani 1 2 d S TU P A .
Li2 Li 0.3112(3) 0.7500 0.5602(5) 0.0362(11) Uani 1 2 d S TU P A .
P1 P 0.35569(4) 0.7500 0.78383(7) 0.0277(2) Uani 1 2 d S TU P A .
O1 O 0.51259(12) 0.7500 0.4951(3) 0.0566(7) Uani 1 2 d S TU P . .
O2 O 0.27854(13) 0.7500 0.3872(2) 0.0717(9) Uani 1 2 d DS TU P . .
N1 N 0.36605(8) 0.68123(9) 0.67175(15) 0.0286(4) Uani 1 1 d . U . . .
C1 C 0.26418(15) 0.7500 0.8229(3) 0.0337(6) Uani 1 2 d S TU P . .
C2 C 0.25267(13) 0.82076(14) 0.9022(2) 0.0475(6) Uani 1 1 d . U . . .
H2A H 0.2594 0.8658 0.8499 0.071 Uiso 1 1 calc GR . . . .
H2B H 0.2836 0.8214 0.9730 0.071 Uiso 1 1 calc GR . . . .
H2C H 0.2076 0.8205 0.9347 0.071 Uiso 1 1 calc GR . . . .
C3 C 0.21707(15) 0.7500 0.7113(3) 0.0414(7) Uani 1 2 d S TU P A .
H3A H 0.2244 0.7046 0.6603 0.062 Uiso 0.5 1 calc R . . . .
H3B H 0.1717 0.7504 0.7422 0.062 Uiso 1 2 calc R . . . .
H3C H 0.2248 0.7950 0.6596 0.062 Uiso 0.5 1 calc R . . . .
C4 C 0.37565(10) 0.60537(11) 0.70836(19) 0.0298(4) Uani 1 1 d . U . . .
C5 C 0.42493(11) 0.58231(13) 0.7960(2) 0.0379(5) Uani 1 1 d . U . . .
C6 C 0.43093(12) 0.50668(14) 0.8288(2) 0.0451(6) Uani 1 1 d . U . . .
H6 H 0.4628 0.4926 0.8900 0.054 Uiso 1 1 calc R . . . .
C7 C 0.39255(13) 0.45171(13) 0.7762(2) 0.0483(6) Uani 1 1 d . U . . .
H7 H 0.3970 0.4004 0.8012 0.058 Uiso 1 1 calc R . . . .
C8 C 0.34703(12) 0.47237(13) 0.6855(2) 0.0438(6) Uani 1 1 d . U . . .
H8 H 0.3213 0.4342 0.6463 0.053 Uiso 1 1 calc R . . . .
C9 C 0.33791(10) 0.54717(12) 0.6504(2) 0.0335(5) Uani 1 1 d . U . . .
C10 C 0.47388(13) 0.63595(16) 0.8572(3) 0.0575(7) Uani 1 1 d . U . . .
H10 H 0.4688 0.6863 0.8155 0.069 Uiso 1 1 calc R . . . .
C11 C 0.45980(18) 0.6467(2) 0.9977(3) 0.0800(11) Uani 1 1 d . U . . .
H11A H 0.4167 0.6707 1.0083 0.120 Uiso 1 1 calc GR . . . .
H11B H 0.4938 0.6790 1.0350 0.120 Uiso 1 1 calc GR . . . .
H11C H 0.4598 0.5975 1.0399 0.120 Uiso 1 1 calc GR . . . .
C12 C 0.54543(14) 0.6102(2) 0.8368(4) 0.0837(11) Uani 1 1 d . U . . .
H12A H 0.5529 0.5625 0.8814 0.126 Uiso 1 1 calc GR . . . .
H12B H 0.5754 0.6488 0.8697 0.126 Uiso 1 1 calc GR . . . .
H12C H 0.5535 0.6030 0.7465 0.126 Uiso 1 1 calc GR . . . .
C13 C 0.28867(12) 0.56400(13) 0.5471(2) 0.0406(5) Uani 1 1 d . U . . .
H13 H 0.2845 0.6202 0.5408 0.049 Uiso 1 1 calc R . . . .
C14 C 0.22019(13) 0.53224(18) 0.5742(3) 0.0579(7) Uani 1 1 d . U . . .
H14A H 0.2224 0.4770 0.5783 0.087 Uiso 1 1 calc GR . . . .
H14B H 0.1900 0.5474 0.5068 0.087 Uiso 1 1 calc GR . . . .
H14C H 0.2043 0.5520 0.6550 0.087 Uiso 1 1 calc GR . . . .
C15 C 0.31308(16) 0.53513(17) 0.4192(2) 0.0602(7) Uani 1 1 d . U . . .
H15A H 0.3561 0.5575 0.4006 0.090 Uiso 1 1 calc GR . . . .
H15B H 0.2817 0.5494 0.3533 0.090 Uiso 1 1 calc GR . . . .
H15C H 0.3171 0.4800 0.4219 0.090 Uiso 1 1 calc GR . . . .
C16 C 0.55096(17) 0.8175(2) 0.4813(4) 0.0868(12) Uani 1 1 d . U . . .
H16A H 0.5767 0.8148 0.4022 0.104 Uiso 1 1 calc R . . . .
H16B H 0.5822 0.8217 0.5526 0.104 Uiso 1 1 calc R . . . .
C17 C 0.50787(17) 0.88528(19) 0.4784(4) 0.0773(10) Uani 1 1 d . U . . .
H17A H 0.4795 0.8831 0.4038 0.116 Uiso 1 1 calc GR . . . .
H17B H 0.5351 0.9310 0.4748 0.116 Uiso 1 1 calc GR . . . .
H17C H 0.4807 0.8864 0.5546 0.116 Uiso 1 1 calc GR . . . .
C18 C 0.3257(4) 0.7247(8) 0.2938(8) 0.083(3) Uani 0.314(5) 1 d D U . A -1
H18A H 0.3183 0.6699 0.2804 0.100 Uiso 0.314(5) 1 calc R . . A -1
H18B H 0.3149 0.7503 0.2134 0.100 Uiso 0.314(5) 1 calc R . . A -1
C19 C 0.3855(4) 0.7339(9) 0.3133(9) 0.082(3) Uani 0.314(5) 1 d D U . A -1
H19A H 0.4106 0.7138 0.2418 0.123 Uiso 0.314(5) 1 calc R . . A -1
H19B H 0.3948 0.7879 0.3230 0.123 Uiso 0.314(5) 1 calc R . . A -1
H19C H 0.3982 0.7071 0.3905 0.123 Uiso 0.314(5) 1 calc R . . A -1
C20 C 0.2160(3) 0.7301(8) 0.3304(10) 0.086(3) Uani 0.314(5) 1 d D U . A -1
H20A H 0.2131 0.7574 0.2491 0.103 Uiso 0.314(5) 1 calc R . . A -1
H20B H 0.2177 0.6755 0.3104 0.103 Uiso 0.314(5) 1 calc R . . A -1
C21 C 0.1637(3) 0.7418(18) 0.3882(11) 0.085(4) Uani 0.314(5) 1 d D U . A -1
H21A H 0.1265 0.7251 0.3364 0.127 Uiso 0.314(5) 1 calc R . . A -1
H21B H 0.1639 0.7136 0.4677 0.127 Uiso 0.314(5) 1 calc R . . A -1
H21C H 0.1593 0.7959 0.4060 0.127 Uiso 0.314(5) 1 calc R . . A -1
C18A C 0.3118(7) 0.750(2) 0.2662(8) 0.083(3) Uani 0.186(5) 1 d D U . A -2
H18C H 0.2802 0.7290 0.2040 0.100 Uiso 0.186(5) 1 calc R . . A -2
H18D H 0.3193 0.8032 0.2429 0.100 Uiso 0.186(5) 1 calc R . . A -2
C19A C 0.3648(7) 0.7159(11) 0.2495(16) 0.082(3) Uani 0.186(5) 1 d D U . A -2
H19D H 0.3790 0.7225 0.1618 0.123 Uiso 0.186(5) 1 calc R . . A -2
H19E H 0.3982 0.7367 0.3063 0.123 Uiso 0.186(5) 1 calc R . . A -2
H19F H 0.3589 0.6620 0.2671 0.123 Uiso 0.186(5) 1 calc R . . A -2
C20A C 0.2198(5) 0.7047(7) 0.371(2) 0.086(3) Uani 0.186(5) 1 d D U . A -2
H20C H 0.2331 0.6587 0.3241 0.103 Uiso 0.186(5) 1 calc R . . A -2
H20D H 0.2061 0.6878 0.4560 0.103 Uiso 0.186(5) 1 calc R . . A -2
C21A C 0.1696(6) 0.7295(12) 0.318(2) 0.085(4) Uani 0.186(5) 1 d D U . A -2
H21D H 0.1357 0.6901 0.3165 0.127 Uiso 0.186(5) 1 calc R . . A -2
H21E H 0.1532 0.7736 0.3641 0.127 Uiso 0.186(5) 1 calc R . . A -2
H21F H 0.1804 0.7442 0.2311 0.127 Uiso 0.186(5) 1 calc R . . A -2


_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 Li2 2.525(8) . ?
Li1 P1 2.555(5) . ?
Li1 O1 1.920(6) . ?
Li1 N1 2.011(5) 7_575 ?
Li1 N1 2.011(5) . ?
Li2 P1 2.537(5) . ?
Li2 O2 1.950(6) . ?
Li2 N1 2.030(4) . ?
Li2 N1 2.030(4) 7_575 ?
P1 N1 1.7135(17) . ?
P1 N1 1.7135(17) 7_575 ?
P1 C1 1.907(3) . ?
O1 C16 1.435(3) 7_575 ?
O1 C16 1.435(3) . ?
O2 C18 1.450(5) . ?
O2 C20 1.450(5) . ?
O2 C18A 1.450(5) . ?
O2 C20A 1.450(5) . ?
N1 C4 1.411(2) . ?
C1 C2 1.526(3) . ?
C1 C2 1.526(3) 7_575 ?
C1 C3 1.523(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.427(3) . ?
C4 C9 1.424(3) . ?
C5 C6 1.388(3) . ?
C5 C10 1.521(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.367(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.383(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.387(3) . ?
C9 C13 1.514(3) . ?
C10 H10 1.0000 . ?
C10 C11 1.529(5) . ?
C10 C12 1.540(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13 1.0000 . ?
C13 C14 1.530(3) . ?
C13 C15 1.531(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.485(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.246(9) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.246(9) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C18A C19A 1.246(9) . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C20A H20C 0.9900 . ?
C20A H20D 0.9900 . ?
C20A C21A 1.246(9) . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Li2 Li1 P1 59.93(17) . . ?
O1 Li1 Li2 137.9(3) . . ?
O1 Li1 P1 162.2(3) . . ?
O1 Li1 N1 142.65(11) . 7_575 ?
O1 Li1 N1 142.65(11) . . ?
N1 Li1 Li2 51.68(15) . . ?
N1 Li1 Li2 51.68(15) 7_575 . ?
N1 Li1 P1 42.01(11) 7_575 . ?
N1 Li1 P1 42.01(11) . . ?
N1 Li1 N1 74.5(2) . 7_575 ?
Li1 Li2 P1 60.62(17) . . ?
O2 Li2 Li1 118.4(3) . . ?
O2 Li2 P1 179.0(3) . . ?
O2 Li2 N1 137.28(17) . . ?
O2 Li2 N1 137.28(17) . 7_575 ?
N1 Li2 Li1 51.00(15) . . ?
N1 Li2 Li1 51.00(15) 7_575 . ?
N1 Li2 P1 42.28(10) 7_575 . ?
N1 Li2 P1 42.28(10) . . ?
N1 Li2 N1 73.63(19) . 7_575 ?
Li2 P1 Li1 59.45(18) . . ?
N1 P1 Li1 51.77(8) 7_575 . ?
N1 P1 Li1 51.77(8) . . ?
N1 P1 Li2 52.85(8) . . ?
N1 P1 Li2 52.85(8) 7_575 . ?
N1 P1 N1 90.48(11) 7_575 . ?
N1 P1 C1 105.71(9) . . ?
N1 P1 C1 105.71(9) 7_575 . ?
C1 P1 Li1 141.11(16) . . ?
C1 P1 Li2 81.66(15) . . ?
C16 O1 Li1 120.63(17) . . ?
C16 O1 Li1 120.63(17) 7_575 . ?
C16 O1 C16 112.8(3) . 7_575 ?
C18 O2 Li2 114.6(5) . . ?
C18 O2 C20 102.8(7) . . ?
C20 O2 Li2 133.6(5) . . ?
C18A O2 Li2 132.3(7) . . ?
C18A O2 C20A 106.0(17) . . ?
C20A O2 Li2 113.2(9) . . ?
Li1 N1 Li2 77.3(2) . . ?
P1 N1 Li1 86.22(14) . . ?
P1 N1 Li2 84.87(13) . . ?
C4 N1 Li1 126.25(17) . . ?
C4 N1 Li2 143.74(16) . . ?
C4 N1 P1 120.12(13) . . ?
C2 C1 P1 105.64(16) 7_575 . ?
C2 C1 P1 105.64(16) . . ?
C2 C1 C2 110.2(3) . 7_575 ?
C3 C1 P1 116.4(2) . . ?
C3 C1 C2 109.36(18) . . ?
C3 C1 C2 109.36(18) . 7_575 ?
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 . . ?
N1 C4 C5 123.27(19) . . ?
N1 C4 C9 119.64(18) . . ?
C9 C4 C5 116.96(19) . . ?
C4 C5 C10 124.0(2) . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 C10 115.9(2) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.2(2) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 H7 120.7 . . ?
C6 C7 C8 118.6(2) . . ?
C8 C7 H7 120.7 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.9(2) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C13 121.80(19) . . ?
C8 C9 C4 120.1(2) . . ?
C8 C9 C13 118.1(2) . . ?
C5 C10 H10 107.4 . . ?
C5 C10 C11 111.7(3) . . ?
C5 C10 C12 112.0(3) . . ?
C11 C10 H10 107.4 . . ?
C11 C10 C12 110.5(3) . . ?
C12 C10 H10 107.4 . . ?
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 . . ?
C9 C13 H13 107.5 . . ?
C9 C13 C14 113.2(2) . . ?
C9 C13 C15 111.1(2) . . ?
C14 C13 H13 107.5 . . ?
C14 C13 C15 109.9(2) . . ?
C15 C13 H13 107.5 . . ?
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 . . ?
O1 C16 H16A 109.5 . . ?
O1 C16 H16B 109.5 . . ?
O1 C16 C17 110.7(3) . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 107.4 . . ?
O2 C18 H18B 107.4 . . ?
H18A C18 H18B 107.0 . . ?
C19 C18 O2 119.5(8) . . ?
C19 C18 H18A 107.4 . . ?
C19 C18 H18B 107.4 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C20 H20A 107.2 . . ?
O2 C20 H20B 107.2 . . ?
H20A C20 H20B 106.9 . . ?
C21 C20 O2 120.4(8) . . ?
C21 C20 H20A 107.2 . . ?
C21 C20 H20B 107.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O2 C18A H18C 106.8 . . ?
O2 C18A H18D 106.8 . . ?
H18C C18A H18D 106.6 . . ?
C19A C18A O2 122.1(9) . . ?
C19A C18A H18C 106.8 . . ?
C19A C18A H18D 106.8 . . ?
C18A C19A H19D 109.5 . . ?
C18A C19A H19E 109.5 . . ?
C18A C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
O2 C20A H20C 106.7 . . ?
O2 C20A H20D 106.7 . . ?
H20C C20A H20D 106.6 . . ?
C21A C20A O2 122.3(9) . . ?
C21A C20A H20C 106.7 . . ?
C21A C20A H20D 106.7 . . ?
C20A C21A H21D 109.5 . . ?
C20A C21A H21E 109.5 . . ?
C20A C21A H21F 109.5 . . ?
H21D C21A H21E 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Li1 P1 N1 Li2 -77.6(2) . . . . ?
Li1 P1 N1 C4 130.3(2) . . . . ?
Li1 O1 C16 C17 -34.9(5) . . . . ?
Li1 N1 C4 C5 56.5(3) . . . . ?
Li1 N1 C4 C9 -119.2(3) . . . . ?
Li2 P1 N1 Li1 77.6(2) . . . . ?
Li2 P1 N1 C4 -152.1(2) . . . . ?
Li2 O2 C18 C19 -28.6(16) . . . . ?
Li2 O2 C20 C21 34(2) . . . . ?
Li2 O2 C18A C19A 34(4) . . . . ?
Li2 O2 C20A C21A 129(2) . . . . ?
Li2 N1 C4 C5 179.2(3) . . . . ?
Li2 N1 C4 C9 3.5(4) . . . . ?
P1 N1 C4 C5 -52.8(2) . . . . ?
P1 N1 C4 C9 131.51(17) . . . . ?
N1 P1 N1 Li1 37.40(18) 7_575 . . . ?
N1 P1 N1 Li2 -40.19(16) 7_575 . . . ?
N1 P1 N1 C4 167.70(11) 7_575 . . . ?
N1 C4 C5 C6 179.2(2) . . . . ?
N1 C4 C5 C10 -1.8(3) . . . . ?
N1 C4 C9 C8 179.90(19) . . . . ?
N1 C4 C9 C13 1.8(3) . . . . ?
C1 P1 N1 Li1 143.88(17) . . . . ?
C1 P1 N1 Li2 66.29(16) . . . . ?
C1 P1 N1 C4 -85.82(16) . . . . ?
C4 C5 C6 C7 2.6(4) . . . . ?
C4 C5 C10 C11 109.8(3) . . . . ?
C4 C5 C10 C12 -125.6(3) . . . . ?
C4 C9 C13 C14 -126.8(2) . . . . ?
C4 C9 C13 C15 109.0(2) . . . . ?
C5 C4 C9 C8 3.9(3) . . . . ?
C5 C4 C9 C13 -174.22(19) . . . . ?
C5 C6 C7 C8 1.1(4) . . . . ?
C6 C5 C10 C11 -71.2(3) . . . . ?
C6 C5 C10 C12 53.4(3) . . . . ?
C6 C7 C8 C9 -2.3(4) . . . . ?
C7 C8 C9 C4 -0.3(3) . . . . ?
C7 C8 C9 C13 177.9(2) . . . . ?
C8 C9 C13 C14 55.0(3) . . . . ?
C8 C9 C13 C15 -69.1(3) . . . . ?
C9 C4 C5 C6 -5.0(3) . . . . ?
C9 C4 C5 C10 174.0(2) . . . . ?
C10 C5 C6 C7 -176.5(2) . . . . ?
C16 O1 C16 C17 172.1(2) 7_575 . . . ?
C18 O2 C20 C21 178(2) . . . . ?
C20 O2 C18 C19 179.6(15) . . . . ?
C18A O2 C20A C21A -78(3) . . . . ?
C20A O2 C18A C19A -111(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_8
_database_code_depnum_ccdc_archive 'CCDC 1451462'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H31 Ge N2 P'
_chemical_formula_sum            'C22 H31 Ge N2 P'
_chemical_formula_weight         427.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1790(4)
_cell_length_b                   10.6229(7)
_cell_length_c                   11.3441(5)
_cell_angle_alpha                105.523(5)
_cell_angle_beta                 101.831(4)
_cell_angle_gamma                99.773(4)
_cell_volume                     1123.50(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    26417
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.29
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    1.442
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.135
-1 0 0 0.145
0 1 -1 0.146
0 -1 -1 0.080
0 1 1 0.202
0 -1 1 0.119
0 0 1 0.152
-1 -1 1 0.124
1 1 -1 0.172
-1 1 -1 0.157
1 -1 1 0.148
-1 1 1 0.172


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.666
_exptl_absorpt_correction_T_max  0.802
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;


_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26310
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5146
_reflns_number_gt                4546
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0313P)²+0.6960P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5146
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0795
_refine_ls_wR_factor_gt          0.0740
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.04922(2) 0.16221(2) 0.51751(2) 0.03120(8) Uani 1 1 d . . .
P1 P 0.32182(5) 0.28389(5) 0.61604(4) 0.02440(10) Uani 1 1 d . . .
N2 N 0.18726(16) 0.28923(15) 0.50001(14) 0.0268(3) Uani 1 1 d . . .
C2 C 0.30736(19) 0.02983(17) 0.75183(17) 0.0246(4) Uani 1 1 d . . .
N1 N 0.19865(15) 0.17858(14) 0.65221(14) 0.0232(3) Uani 1 1 d . . .
C1 C 0.21838(17) 0.11808(16) 0.74923(16) 0.0217(3) Uani 1 1 d . . .
C13 C 0.35181(19) 0.44356(18) 0.74309(17) 0.0268(4) Uani 1 1 d . . .
C7 C 0.3804(2) -0.01090(18) 0.64838(18) 0.0282(4) Uani 1 1 d . . .
H7 H 0.3434 0.0236 0.5798 0.034 Uiso 1 1 d R . .
C8 C 0.5352(2) 0.0512(2) 0.6969(2) 0.0376(5) Uani 1 1 d . . .
H8A H 0.5512 0.1474 0.7270 0.045 Uiso 1 1 d R . .
H8B H 0.5782 0.0256 0.6292 0.045 Uiso 1 1 d R . .
H8C H 0.5739 0.0196 0.7650 0.045 Uiso 1 1 d R . .
C20 C 0.2720(3) 0.2648(3) 0.3097(3) 0.0561(7) Uani 1 1 d . . .
H20A H 0.3632 0.2709 0.3583 0.067 Uiso 1 1 d R . .
H20B H 0.2783 0.3018 0.2420 0.067 Uiso 1 1 d R . .
H20C H 0.2221 0.1722 0.2750 0.067 Uiso 1 1 d R . .
C4 C 0.2563(2) 0.0015(2) 0.9434(2) 0.0393(5) Uani 1 1 d . . .
H4 H 0.2701 -0.0361 1.0088 0.047 Uiso 1 1 d R . .
C16 C 0.4120(3) 0.6823(2) 0.9418(2) 0.0484(6) Uani 1 1 d . . .
H16 H 0.4319 0.7620 1.0083 0.058 Uiso 1 1 d R . .
C3 C 0.3262(2) -0.0246(2) 0.85069(19) 0.0334(4) Uani 1 1 d . . .
H3 H 0.3875 -0.0800 0.8547 0.040 Uiso 1 1 d R . .
C6 C 0.14517(19) 0.14396(18) 0.84324(18) 0.0279(4) Uani 1 1 d . . .
C14 C 0.2491(2) 0.5094(2) 0.7666(2) 0.0363(5) Uani 1 1 d . . .
H14 H 0.1593 0.4737 0.7150 0.044 Uiso 1 1 d R . .
C19 C 0.1977(2) 0.3430(2) 0.39449(19) 0.0357(5) Uani 1 1 d . . .
C9 C 0.3525(2) -0.1642(2) 0.5930(2) 0.0397(5) Uani 1 1 d . . .
H9A H 0.3902 -0.2004 0.6579 0.048 Uiso 1 1 d R . .
H9B H 0.3952 -0.1865 0.5246 0.048 Uiso 1 1 d R . .
H9C H 0.2547 -0.2017 0.5619 0.048 Uiso 1 1 d R . .
C15 C 0.2788(3) 0.6282(2) 0.8664(2) 0.0457(6) Uani 1 1 d . . .
H15 H 0.2087 0.6709 0.8820 0.055 Uiso 1 1 d R . .
C5 C 0.1646(2) 0.0830(2) 0.93735(19) 0.0360(5) Uani 1 1 d . . .
H5 H 0.1153 0.0981 0.9982 0.043 Uiso 1 1 d R . .
C17 C 0.5146(3) 0.6192(2) 0.9194(2) 0.0505(6) Uani 1 1 d . . .
H17 H 0.6045 0.6562 0.9703 0.061 Uiso 1 1 d R . .
C18 C 0.4855(2) 0.4996(2) 0.8199(2) 0.0385(5) Uani 1 1 d . . .
H18 H 0.5558 0.4569 0.8051 0.046 Uiso 1 1 d R . .
C10 C 0.0434(2) 0.2329(2) 0.8406(2) 0.0393(5) Uani 1 1 d . . .
H10 H 0.0640 0.2876 0.7866 0.047 Uiso 1 1 d R . .
C22 C 0.2718(5) 0.4895(3) 0.4467(3) 0.0945(15) Uani 1 1 d . . .
H22A H 0.2250 0.5373 0.5027 0.113 Uiso 1 1 d R . .
H22B H 0.2727 0.5261 0.3781 0.113 Uiso 1 1 d R . .
H22C H 0.3650 0.4984 0.4927 0.113 Uiso 1 1 d R . .
C21 C 0.0502(3) 0.3268(5) 0.3188(3) 0.0850(12) Uani 1 1 d . . .
H21A H 0.0043 0.2330 0.2851 0.102 Uiso 1 1 d R . .
H21B H 0.0524 0.3634 0.2503 0.102 Uiso 1 1 d R . .
H21C H 0.0009 0.3735 0.3728 0.102 Uiso 1 1 d R . .
C12 C -0.1050(3) 0.1464(3) 0.7806(3) 0.0639(8) Uani 1 1 d . . .
H12A H -0.1105 0.0861 0.6988 0.077 Uiso 1 1 d R . .
H12B H -0.1674 0.2035 0.7712 0.077 Uiso 1 1 d R . .
H12C H -0.1297 0.0953 0.8343 0.077 Uiso 1 1 d R . .
C11 C 0.0543(4) 0.3272(4) 0.9697(3) 0.0838(11) Uani 1 1 d . . .
H11A H 0.0396 0.2762 1.0261 0.101 Uiso 1 1 d R . .
H11B H -0.0145 0.3784 0.9626 0.101 Uiso 1 1 d R . .
H11C H 0.1444 0.3872 1.0026 0.101 Uiso 1 1 d R . .


_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
Ge1 N2 1.8570(16) . ?
Ge1 N1 1.8691(15) . ?
Ge1 P1 2.7124(5) . ?
P1 N2 1.7143(16) . ?
P1 N1 1.7240(15) . ?
P1 C13 1.8392(19) . ?
N2 C19 1.472(2) . ?
C2 C3 1.388(3) . ?
C2 C1 1.411(2) . ?
C2 C7 1.521(3) . ?
N1 C1 1.413(2) . ?
C1 C6 1.417(2) . ?
C13 C14 1.384(3) . ?
C13 C18 1.388(3) . ?
C7 C8 1.523(3) . ?
C7 C9 1.533(3) . ?
C7 H7 0.9800 . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9601 . ?
C20 C19 1.506(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C4 C5 1.380(3) . ?
C4 C3 1.381(3) . ?
C4 H4 0.9301 . ?
C16 C17 1.364(4) . ?
C16 C15 1.377(4) . ?
C16 H16 0.9300 . ?
C3 H3 0.9301 . ?
C6 C5 1.387(3) . ?
C6 C10 1.516(3) . ?
C14 C15 1.390(3) . ?
C14 H14 0.9300 . ?
C19 C22 1.506(4) . ?
C19 C21 1.526(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9601 . ?
C9 H9C 0.9600 . ?
C15 H15 0.9299 . ?
C5 H5 0.9300 . ?
C17 C18 1.394(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C10 C11 1.507(4) . ?
C10 C12 1.537(4) . ?
C10 H10 0.9800 . ?
C22 H22A 0.9601 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9601 . ?
C21 H21C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
N2 Ge1 N1 77.39(7) . . ?
N2 Ge1 P1 38.66(5) . . ?
N1 Ge1 P1 39.01(5) . . ?
N2 P1 N1 85.30(7) . . ?
N2 P1 C13 104.04(8) . . ?
N1 P1 C13 102.38(8) . . ?
N2 P1 Ge1 42.58(5) . . ?
N1 P1 Ge1 43.04(5) . . ?
C13 P1 Ge1 112.25(6) . . ?
C19 N2 P1 126.62(14) . . ?
C19 N2 Ge1 131.42(13) . . ?
P1 N2 Ge1 98.76(8) . . ?
C3 C2 C1 118.83(17) . . ?
C3 C2 C7 118.69(17) . . ?
C1 C2 C7 122.45(16) . . ?
C1 N1 P1 127.60(12) . . ?
C1 N1 Ge1 134.19(12) . . ?
P1 N1 Ge1 97.95(7) . . ?
C2 C1 N1 120.87(16) . . ?
C2 C1 C6 119.69(16) . . ?
N1 C1 C6 119.42(16) . . ?
C14 C13 C18 118.72(19) . . ?
C14 C13 P1 123.83(14) . . ?
C18 C13 P1 117.45(16) . . ?
C2 C7 C8 111.25(16) . . ?
C2 C7 C9 111.61(16) . . ?
C8 C7 C9 110.40(16) . . ?
C2 C7 H7 107.7 . . ?
C8 C7 H7 107.9 . . ?
C9 C7 H7 107.8 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C19 C20 H20A 109.3 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.7 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 C4 C3 119.33(19) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.4 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 119.8 . . ?
C4 C3 C2 121.65(19) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.2 . . ?
C5 C6 C1 118.84(18) . . ?
C5 C6 C10 119.63(18) . . ?
C1 C6 C10 121.50(18) . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.8 . . ?
N2 C19 C22 109.46(18) . . ?
N2 C19 C20 110.79(17) . . ?
C22 C19 C20 110.6(3) . . ?
N2 C19 C21 106.7(2) . . ?
C22 C19 C21 110.1(3) . . ?
C20 C19 C21 109.1(2) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.4 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 119.9 . . ?
C4 C5 C6 121.55(19) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 120.3(2) . . ?
C13 C18 H18 119.8 . . ?
C17 C18 H18 119.9 . . ?
C11 C10 C6 113.1(2) . . ?
C11 C10 C12 110.2(2) . . ?
C6 C10 C12 110.30(19) . . ?
C11 C10 H10 107.7 . . ?
C6 C10 H10 107.7 . . ?
C12 C10 H10 107.6 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.4 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.4 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C21 H21A 109.4 . . ?
C19 C21 H21B 109.3 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.8 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.6 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.4 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.6 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.056
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_10
_database_code_depnum_ccdc_archive 'CCDC 1451463'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H46 N4 P2 Sn2'
_chemical_formula_sum            'C28 H46 N4 P2 Sn2'
_chemical_formula_weight         738.01

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

_cell_length_a                   10.7590(4)
_cell_length_b                   11.1479(7)
_cell_length_c                   16.5240(5)
_cell_angle_alpha                90
_cell_angle_beta                 125.839(4)
_cell_angle_gamma                90
_cell_volume                     1606.65(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    12773
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    1.677
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.068
0 -1 1 0.100
0 0 1 0.096
0 -1 -1 0.129
-1 0 1 0.034
1 0 -1 0.054


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.720
_exptl_absorpt_correction_T_max  0.889
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12709
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3651
_reflns_number_gt                2756
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0126P)²+1.6180P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3651
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0628
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.155
_refine_ls_restrained_S_all      1.155
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.19602(2) 0.50355(2) 0.067935(14) 0.03000(7) Uani 1 1 d . . .
P1 P 0.06124(9) 0.66293(7) 0.14158(6) 0.03095(17) Uani 1 1 d . . .
N1 N 0.0018(3) 0.6360(2) 0.01749(16) 0.0284(5) Uani 1 1 d . . .
N2 N 0.1914(3) 0.5508(2) 0.19180(17) 0.0333(6) Uani 1 1 d . . .
C5 C -0.1011(3) 0.6081(3) 0.1412(2) 0.0337(7) Uani 1 1 d . . .
C1 C -0.0005(4) 0.7508(3) -0.0333(2) 0.0387(7) Uani 1 1 d . . .
C6 C -0.0868(4) 0.5143(3) 0.2002(2) 0.0419(8) Uani 1 1 d . . .
H6 H 0.0056 0.4728 0.2382 0.050 Uiso 1 1 d R . .
C10 C -0.2387(4) 0.6726(3) 0.0901(2) 0.0442(8) Uani 1 1 d . . .
H10 H -0.2496 0.7399 0.0532 0.053 Uiso 1 1 d R . .
C11 C 0.3372(4) 0.5657(4) 0.2938(2) 0.0520(10) Uani 1 1 d . . .
C4 C -0.0248(5) 0.7195(3) -0.1301(3) 0.0601(11) Uani 1 1 d . . .
H4A H -0.1152 0.6710 -0.1697 0.072 Uiso 1 1 d R . .
H4B H 0.0625 0.6753 -0.1160 0.072 Uiso 1 1 d R . .
H4C H -0.0365 0.7912 -0.1661 0.072 Uiso 1 1 d R . .
C3 C -0.1286(6) 0.8310(4) -0.0532(4) 0.0715(13) Uani 1 1 d . . .
H3A H -0.2243 0.7893 -0.0948 0.086 Uiso 1 1 d R . .
H3B H -0.1311 0.9025 -0.0866 0.086 Uiso 1 1 d R . .
H3C H -0.1121 0.8522 0.0087 0.086 Uiso 1 1 d R . .
C9 C -0.3586(4) 0.6375(4) 0.0932(3) 0.0616(11) Uani 1 1 d . . .
H9 H -0.4507 0.6795 0.0565 0.074 Uiso 1 1 d R . .
C2 C 0.1515(5) 0.8180(4) 0.0304(3) 0.0630(11) Uani 1 1 d . . .
H2A H 0.1500 0.8855 -0.0063 0.076 Uiso 1 1 d R . .
H2B H 0.2339 0.7652 0.0471 0.076 Uiso 1 1 d R . .
H2C H 0.1662 0.8455 0.0905 0.076 Uiso 1 1 d R . .
C7 C -0.2071(5) 0.4814(4) 0.2045(3) 0.0590(11) Uani 1 1 d . . .
H7 H -0.1953 0.4176 0.2448 0.071 Uiso 1 1 d R . .
C12 C 0.4323(5) 0.4533(5) 0.3178(3) 0.0780(15) Uani 1 1 d . . .
H12A H 0.3829 0.3868 0.3252 0.094 Uiso 1 1 d R . .
H12B H 0.5321 0.4651 0.3790 0.094 Uiso 1 1 d R . .
H12C H 0.4423 0.4367 0.2649 0.094 Uiso 1 1 d R . .
C14 C 0.4292(5) 0.6736(5) 0.2976(3) 0.0847(16) Uani 1 1 d . . .
H14A H 0.4500 0.6630 0.2489 0.102 Uiso 1 1 d R . .
H14B H 0.5242 0.6797 0.3629 0.102 Uiso 1 1 d R . .
H14C H 0.3707 0.7457 0.2830 0.102 Uiso 1 1 d R . .
C13 C 0.3043(5) 0.5847(6) 0.3700(3) 0.0916(19) Uani 1 1 d . . .
H13A H 0.2373 0.6524 0.3508 0.110 Uiso 1 1 d R . .
H13B H 0.3992 0.6000 0.4337 0.110 Uiso 1 1 d R . .
H13C H 0.2567 0.5146 0.3744 0.110 Uiso 1 1 d R . .
C8 C -0.3434(5) 0.5423(5) 0.1497(4) 0.0684(12) Uani 1 1 d . . .
H8 H -0.4254 0.5189 0.1507 0.082 Uiso 1 1 d R . .


_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
Sn1 N2 2.142(2) . ?
Sn1 N1 2.281(2) . ?
Sn1 N1 2.329(2) 3_565 ?
Sn1 P1 2.9676(8) . ?
P1 N2 1.689(3) . ?
P1 N1 1.780(2) . ?
P1 C5 1.847(3) . ?
N1 C1 1.523(4) . ?
N1 Sn1 2.329(2) 3_565 ?
N2 C11 1.495(4) . ?
C5 C6 1.377(4) . ?
C5 C10 1.399(4) . ?
C1 C4 1.503(5) . ?
C1 C3 1.509(5) . ?
C1 C2 1.526(5) . ?
C6 C7 1.387(5) . ?
C6 H6 0.9301 . ?
C10 C9 1.378(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.508(5) . ?
C11 C12 1.517(6) . ?
C11 C14 1.536(6) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9601 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9599 . ?
C9 C8 1.359(6) . ?
C9 H9 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9599 . ?
C2 H2C 0.9600 . ?
C7 C8 1.370(6) . ?
C7 H7 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13 H13A 0.9601 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9599 . ?
C8 H8 0.9299 . ?

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
N2 Sn1 N1 70.19(9) . . ?
N2 Sn1 N1 102.67(9) . 3_565 ?
N1 Sn1 N1 83.92(9) . 3_565 ?
N2 Sn1 P1 33.97(7) . . ?
N1 Sn1 P1 36.79(6) . . ?
N1 Sn1 P1 98.97(6) 3_565 . ?
N2 P1 N1 94.38(12) . . ?
N2 P1 C5 105.50(14) . . ?
N1 P1 C5 103.81(12) . . ?
N2 P1 Sn1 45.13(8) . . ?
N1 P1 Sn1 50.12(8) . . ?
C5 P1 Sn1 119.24(10) . . ?
C1 N1 P1 111.82(19) . . ?
C1 N1 Sn1 117.45(18) . . ?
P1 N1 Sn1 93.09(10) . . ?
C1 N1 Sn1 120.89(18) . 3_565 ?
P1 N1 Sn1 113.31(11) . 3_565 ?
Sn1 N1 Sn1 96.08(9) . 3_565 ?
C11 N2 P1 119.5(2) . . ?
C11 N2 Sn1 120.6(2) . . ?
P1 N2 Sn1 100.89(12) . . ?
C6 C5 C10 117.3(3) . . ?
C6 C5 P1 122.4(2) . . ?
C10 C5 P1 119.8(3) . . ?
C4 C1 C3 109.8(3) . . ?
C4 C1 N1 109.2(3) . . ?
C3 C1 N1 109.7(3) . . ?
C4 C1 C2 107.2(3) . . ?
C3 C1 C2 109.4(3) . . ?
N1 C1 C2 111.6(3) . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.7 . . ?
C9 C10 C5 121.0(4) . . ?
C9 C10 H10 119.5 . . ?
C5 C10 H10 119.6 . . ?
N2 C11 C13 110.7(3) . . ?
N2 C11 C12 107.7(3) . . ?
C13 C11 C12 110.5(4) . . ?
N2 C11 C14 111.0(3) . . ?
C13 C11 C14 108.5(4) . . ?
C12 C11 C14 108.5(4) . . ?
C1 C4 H4A 109.4 . . ?
C1 C4 H4B 108.9 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 110.1 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C3 H3A 109.2 . . ?
C1 C3 H3B 109.4 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.8 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C8 C9 C10 120.6(4) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.3 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C7 C6 120.4(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.8 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C14 H14A 109.3 . . ?
C11 C14 H14B 109.7 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C11 C13 H13A 109.4 . . ?
C11 C13 H13B 108.8 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 110.2 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C9 C8 C7 119.6(4) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 120.6 . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.081
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_syn-12
_database_code_depnum_ccdc_archive 'CCDC 1451464'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H24 Cl Ge N2 P'
_chemical_formula_sum            'C14 H24 Cl Ge N2 P'
_chemical_formula_weight         359.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   14.8260(6)
_cell_length_b                   10.2630(7)
_cell_length_c                   11.3191(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1722.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    13413
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    2.017
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.153
0 -1 0 0.072
1 1 0 0.082
0 0 -1 0.088
0 0 1 0.120
0 1 0 0.147
0 -1 -1 0.089


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.641
_exptl_absorpt_correction_T_max  0.727
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13375
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0311
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.29
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3545
_reflns_number_gt                3304
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0167P)²+1.1399P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.006(9)
_refine_ls_number_reflns         3545
_refine_ls_number_parameters     172
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0578
_refine_ls_wR_factor_gt          0.0541
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.098
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.731551(16) 0.66458(2) 0.55741(3) 0.02214(7) Uani 1 1 d . . .
P1 P 0.74538(4) 0.40794(6) 0.59556(6) 0.01698(13) Uani 1 1 d . . .
H1 H 0.7848 0.3450 0.6923 0.020 Uiso 1 1 d R . .
Cl1 Cl 0.66633(5) 0.66495(7) 0.36653(7) 0.03316(16) Uani 1 1 d . . .
N1 N 0.66778(14) 0.51265(19) 0.62328(19) 0.0188(4) Uani 1 1 d . . .
C1 C 0.71470(16) 0.2716(2) 0.5054(2) 0.0206(5) Uani 1 1 d . . .
N2 N 0.81310(13) 0.51367(18) 0.5387(2) 0.0190(5) Uani 1 1 d . . .
C11 C 0.90263(16) 0.4960(2) 0.4828(2) 0.0225(5) Uani 1 1 d . . .
C2 C 0.67441(18) 0.2910(3) 0.3956(2) 0.0267(6) Uani 1 1 d . . .
H2 H 0.6638 0.3750 0.3680 0.032 Uiso 1 1 d R . .
C5 C 0.7056(2) 0.0401(3) 0.4762(3) 0.0381(8) Uani 1 1 d . . .
H5 H 0.7152 -0.0446 0.5026 0.046 Uiso 1 1 d R . .
C7 C 0.58131(17) 0.4982(3) 0.6865(2) 0.0224(5) Uani 1 1 d . . .
C14 C 0.95745(19) 0.6175(3) 0.5080(3) 0.0335(7) Uani 1 1 d . . .
H14A H 0.9714 0.6214 0.5907 0.040 Uiso 1 1 d R . .
H14B H 1.0124 0.6150 0.4632 0.040 Uiso 1 1 d R . .
H14C H 0.9232 0.6930 0.4859 0.040 Uiso 1 1 d R . .
C3 C 0.65000(19) 0.1848(3) 0.3276(3) 0.0352(7) Uani 1 1 d . . .
H3 H 0.6231 0.1967 0.2542 0.042 Uiso 1 1 d R . .
C8 C 0.50476(18) 0.4908(3) 0.5974(3) 0.0365(7) Uani 1 1 d . . .
H8A H 0.5131 0.4161 0.5475 0.044 Uiso 1 1 d R . .
H8B H 0.4485 0.4832 0.6387 0.044 Uiso 1 1 d R . .
H8C H 0.5043 0.5684 0.5499 0.044 Uiso 1 1 d R . .
C13 C 0.94843(17) 0.3771(3) 0.5364(3) 0.0344(7) Uani 1 1 d . . .
H13A H 0.9142 0.3006 0.5169 0.041 Uiso 1 1 d R . .
H13B H 1.0084 0.3689 0.5053 0.041 Uiso 1 1 d R . .
H13C H 0.9512 0.3865 0.6207 0.041 Uiso 1 1 d R . .
C4 C 0.6659(2) 0.0607(3) 0.3690(3) 0.0405(8) Uani 1 1 d . . .
H4 H 0.6494 -0.0104 0.3229 0.049 Uiso 1 1 d R . .
C9 C 0.5836(2) 0.3765(3) 0.7635(3) 0.0343(7) Uani 1 1 d . . .
H9A H 0.6346 0.3797 0.8155 0.041 Uiso 1 1 d R . .
H9B H 0.5291 0.3714 0.8092 0.041 Uiso 1 1 d R . .
H9C H 0.5882 0.3012 0.7135 0.041 Uiso 1 1 d R . .
C10 C 0.5697(2) 0.6179(3) 0.7653(3) 0.0355(7) Uani 1 1 d . . .
H10A H 0.5640 0.6942 0.7168 0.043 Uiso 1 1 d R . .
H10B H 0.5165 0.6081 0.8128 0.043 Uiso 1 1 d R . .
H10C H 0.6214 0.6268 0.8157 0.043 Uiso 1 1 d R . .
C12 C 0.8914(2) 0.4786(3) 0.3502(3) 0.0358(7) Uani 1 1 d . . .
H12A H 0.8610 0.5531 0.3179 0.043 Uiso 1 1 d R . .
H12B H 0.9498 0.4702 0.3143 0.043 Uiso 1 1 d R . .
H12C H 0.8566 0.4016 0.3346 0.043 Uiso 1 1 d R . .
C6 C 0.73080(17) 0.1460(2) 0.5469(4) 0.0280(6) Uani 1 1 d . . .
H6 H 0.7579 0.1327 0.6200 0.034 Uiso 1 1 d R . .


_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
Ge1 N1 1.970(2) . ?
Ge1 N2 1.9762(19) . ?
Ge1 Cl1 2.3670(8) . ?
Ge1 P1 2.6770(7) . ?
P1 N1 1.605(2) . ?
P1 N2 1.612(2) . ?
P1 C1 1.791(3) . ?
P1 H1 1.3986 . ?
N1 C7 1.476(3) . ?
C1 C6 1.393(4) . ?
C1 C2 1.393(4) . ?
N2 C11 1.482(3) . ?
C11 C14 1.515(4) . ?
C11 C12 1.520(4) . ?
C11 C13 1.522(4) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C5 C4 1.365(5) . ?
C5 C6 1.401(4) . ?
C5 H5 0.9300 . ?
C7 C8 1.520(4) . ?
C7 C9 1.523(4) . ?
C7 C10 1.529(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9601 . ?
C14 H14C 0.9600 . ?
C3 C4 1.378(5) . ?
C3 H3 0.9299 . ?
C8 H8A 0.9602 . ?
C8 H8B 0.9599 . ?
C8 H8C 0.9599 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9599 . ?
C4 H4 0.9299 . ?
C9 H9A 0.9599 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9601 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C6 H6 0.9300 . ?

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 Ge1 N2 73.38(8) . . ?
N1 Ge1 Cl1 98.66(7) . . ?
N2 Ge1 Cl1 98.82(7) . . ?
N1 Ge1 P1 36.58(6) . . ?
N2 Ge1 P1 36.80(6) . . ?
Cl1 Ge1 P1 100.38(3) . . ?
N1 P1 N2 94.23(10) . . ?
N1 P1 C1 116.89(11) . . ?
N2 P1 C1 117.15(12) . . ?
N1 P1 Ge1 47.00(7) . . ?
N2 P1 Ge1 47.24(7) . . ?
C1 P1 Ge1 131.09(9) . . ?
N1 P1 H1 117.1 . . ?
N2 P1 H1 111.3 . . ?
C1 P1 H1 101.1 . . ?
Ge1 P1 H1 127.8 . . ?
C7 N1 P1 130.54(17) . . ?
C7 N1 Ge1 132.86(16) . . ?
P1 N1 Ge1 96.43(10) . . ?
C6 C1 C2 120.5(3) . . ?
C6 C1 P1 119.1(2) . . ?
C2 C1 P1 120.4(2) . . ?
C11 N2 P1 130.23(16) . . ?
C11 N2 Ge1 133.62(15) . . ?
P1 N2 Ge1 95.95(9) . . ?
N2 C11 C14 107.4(2) . . ?
N2 C11 C12 109.8(2) . . ?
C14 C11 C12 110.0(2) . . ?
N2 C11 C13 109.1(2) . . ?
C14 C11 C13 110.2(2) . . ?
C12 C11 C13 110.4(2) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.3 . . ?
C4 C5 C6 120.2(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 120.0 . . ?
N1 C7 C8 109.4(2) . . ?
N1 C7 C9 109.9(2) . . ?
C8 C7 C9 110.8(2) . . ?
N1 C7 C10 107.4(2) . . ?
C8 C7 C10 110.1(2) . . ?
C9 C7 C10 109.1(2) . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.4 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 120.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.3 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C11 C13 H13A 109.1 . . ?
C11 C13 H13B 109.7 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.3 . . ?
C7 C9 H9A 109.9 . . ?
C7 C9 H9B 109.6 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 108.9 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.4 . . ?
C7 C10 H10B 109.6 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.7 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C1 C6 C5 118.6(3) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 H6 120.6 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.059
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_13
_database_code_depnum_ccdc_archive 'CCDC 1451465'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;
_audit_creation_date             2015-11-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H50 Li N4 P'
_chemical_formula_sum            'C30 H50 Li N4 P'
_chemical_formula_weight         504.65
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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'
'-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                   10.463(2)
_cell_length_b                   24.322(5)
_cell_length_c                   13.238(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.28(3)
_cell_angle_gamma                90
_cell_volume                     3216.7(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12994
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  0.628414
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS v.2.10 (Bruker,2003) was used for absorption correction.
R(int) was 0.1246 before and 0.0316 after correction.
The Ratio of minimum to maximum transmission is 0.6284.
The λ/2 correction factor is 0.0015.
;

_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.042
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   0.756
_exptl_transmission_factor_min   0.475
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_min         2.204
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2402
_reflns_number_total             3671
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3671
_refine_ls_number_restraints     334
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0616P)²+3.2986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1311
_refine_ls_wR_factor_ref         0.1576
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N2-C21 \\sim N2-C22 \\sim N3-C31 \\sim N3-C32
 with sigma of 0.02
 N2-C23 \\sim N3-C33
 with sigma of 0.02
 C21-C22 \\sim C31-C32
 with sigma of 0.02
 C21-C23 \\sim C22-C23 \\sim C31-C33 \\sim C32-C33
 with sigma of 0.02
 N2-C33 \\sim N3-C23
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C1A) = Uanis(C1B)
Uanis(C2A) = Uanis(C2B)
Uanis(C3A) = Uanis(C3B)
Uanis(C4A) = Uanis(C4B)
Uanis(C5A) = Uanis(C5B)
Uanis(C6A) = Uanis(C6B)
Uanis(C7A) = Uanis(C7B)
Uanis(C8A) = Uanis(C8B)
Uanis(C9A) = Uanis(C9B)
Uanis(C10A) = Uanis(C10B)
Uanis(C11A) = Uanis(C11B)
Uanis(C12A) = Uanis(C12B)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C1B, C2B, C3B, C4B, C5B, C6B, C7B, C8B, C9B, C10B, C11B, C12B} sigma for 1-2:
0.01, 1-3: 0.04
as
{C1A, C2A, C3A, C4A, C5A, C6A, C7A, C8A, C9A, C10A, C11A, C12A}
6. Others
 Sof(C1B)=Sof(C2B)=Sof(C3B)=Sof(H3B)=Sof(C4B)=Sof(H4B)=Sof(C5B)=Sof(H5B)=
 Sof(C6B)=Sof(C7B)=Sof(H7B)=Sof(C8B)=Sof(H8BA)=Sof(H8BB)=Sof(H8BC)=Sof(C9B)=
 Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11D)=
 Sof(H11E)=Sof(H11F)=Sof(C12B)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(1)
 Sof(C1A)=Sof(C2A)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=Sof(C5A)=Sof(H5A)=
 Sof(C6A)=Sof(C7A)=Sof(H7A)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=Sof(C9A)=
 Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C10A)=Sof(H10A)=Sof(C11A)=Sof(H11A)=
 Sof(H11B)=Sof(H11C)=Sof(C12A)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(1)
 Fixed Sof: N2(0.5) C21(0.5) H21A(0.5) H21B(0.5) H21C(0.5) C22(0.5) H22A(0.5)
 H22B(0.5) H22C(0.5) C23(0.5) H23A(0.5) H23B(0.5) N3(0.5) C31(0.5) H31A(0.5)
 H31B(0.5) H31C(0.5) C32(0.5) H32A(0.5) H32B(0.5) H32C(0.5) C33(0.5) H33A(0.5)
 H33B(0.5)
7.a Ternary CH refined with riding coordinates:
 C7A(H7A), C10A(H10A), C7B(H7B), C10B(H10B)
7.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C33(H33A,H33B)
7.c Me refined with riding coordinates:
 C8A(H8AA,H8AB,H8AC), C9A(H9AA,H9AB,H9AC), C11A(H11A,H11B,H11C), C12A(H12A,
 H12B,H12C), C8B(H8BA,H8BB,H8BC), C9B(H9BA,H9BB,H9BC), C11B(H11D,H11E,H11F),
 C12B(H12D,H12E,H12F)
7.d Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C4A(H4A), C5A(H5A), C3B(H3B), C4B(H4B), C5B(H5B)
7.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C31(H31A,H31B,H31C), C32(H32A,H32B,
 H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.5000 0.58087(3) 0.2500 0.0347(2) Uani 1 2 d S TU P A .
N1 N 0.56690(16) 0.62155(6) 0.34442(11) 0.0359(4) Uani 1 1 d . U . . .
Li1 Li 0.5000 0.6879(2) 0.2500 0.0685(16) Uani 1 2 d S TU P A .
C1A C 0.6394(11) 0.5982(7) 0.4452(10) 0.0266(19) Uani 0.496(7) 1 d D U . A 1
C2A C 0.5720(11) 0.5960(10) 0.5227(10) 0.0394(13) Uani 0.496(7) 1 d D U . A 1
C3A C 0.6422(11) 0.5829(9) 0.6274(11) 0.0478(14) Uani 0.496(7) 1 d D U . A 1
H3A H 0.5959 0.5809 0.6791 0.057 Uiso 0.496(7) 1 calc R . . A 1
C4A C 0.7766(10) 0.5730(7) 0.6561(9) 0.0462(16) Uani 0.496(7) 1 d D U . A 1
H4A H 0.8229 0.5630 0.7269 0.055 Uiso 0.496(7) 1 calc R . . A 1
C5A C 0.8442(11) 0.5776(7) 0.5828(8) 0.0435(15) Uani 0.496(7) 1 d D U . A 1
H5A H 0.9378 0.5707 0.6039 0.052 Uiso 0.496(7) 1 calc R . . A 1
C6A C 0.7800(11) 0.5921(9) 0.4777(9) 0.0382(13) Uani 0.496(7) 1 d D U . A 1
C7A C 0.4240(11) 0.6058(4) 0.5007(13) 0.0537(9) Uani 0.496(7) 1 d D U . A 1
H7A H 0.3790 0.6090 0.4229 0.064 Uiso 0.496(7) 1 calc R . . A 1
C8A C 0.3643(8) 0.5577(3) 0.5484(8) 0.0871(17) Uani 0.496(7) 1 d D U . A 1
H8AA H 0.2679 0.5635 0.5347 0.131 Uiso 0.496(7) 1 calc R . . A 1
H8AB H 0.3793 0.5231 0.5158 0.131 Uiso 0.496(7) 1 calc R . . A 1
H8AC H 0.4078 0.5560 0.6249 0.131 Uiso 0.496(7) 1 calc R . . A 1
C9A C 0.407(2) 0.6595(5) 0.5585(16) 0.104(4) Uani 0.496(7) 1 d D U . A 1
H9AA H 0.3118 0.6671 0.5457 0.156 Uiso 0.496(7) 1 calc R . . A 1
H9AB H 0.4506 0.6553 0.6346 0.156 Uiso 0.496(7) 1 calc R . . A 1
H9AC H 0.4489 0.6901 0.5317 0.156 Uiso 0.496(7) 1 calc R . . A 1
C10A C 0.8532(12) 0.5941(5) 0.3952(9) 0.0474(16) Uani 0.496(7) 1 d D U . A 1
H10A H 0.7990 0.6181 0.3368 0.057 Uiso 0.496(7) 1 calc R . . A 1
C11A C 0.856(2) 0.5373(6) 0.3473(16) 0.076(3) Uani 0.496(7) 1 d D U . A 1
H11A H 0.9041 0.5393 0.2940 0.113 Uiso 0.496(7) 1 calc R . . A 1
H11B H 0.9024 0.5115 0.4031 0.113 Uiso 0.496(7) 1 calc R . . A 1
H11C H 0.7646 0.5246 0.3140 0.113 Uiso 0.496(7) 1 calc R . . A 1
C12A C 0.9939(14) 0.6187(6) 0.4316(15) 0.083(3) Uani 0.496(7) 1 d D U . A 1
H12A H 1.0328 0.6182 0.3728 0.124 Uiso 0.496(7) 1 calc R . . A 1
H12B H 0.9890 0.6567 0.4548 0.124 Uiso 0.496(7) 1 calc R . . A 1
H12C H 1.0501 0.5970 0.4906 0.124 Uiso 0.496(7) 1 calc R . . A 1
C1B C 0.6457(11) 0.6098(7) 0.4470(10) 0.0266(19) Uani 0.504(7) 1 d D U . A 2
C2B C 0.5889(11) 0.6000(10) 0.5297(10) 0.0394(13) Uani 0.504(7) 1 d D U . A 2
C3B C 0.6749(10) 0.5809(9) 0.6259(10) 0.0478(14) Uani 0.504(7) 1 d D U . A 2
H3B H 0.6392 0.5736 0.6827 0.057 Uiso 0.504(7) 1 calc R . . A 2
C4B C 0.8086(10) 0.5724(6) 0.6408(9) 0.0462(16) Uani 0.504(7) 1 d D U . A 2
H4B H 0.8645 0.5605 0.7076 0.055 Uiso 0.504(7) 1 calc R . . A 2
C5B C 0.8617(11) 0.5812(7) 0.5595(8) 0.0435(15) Uani 0.504(7) 1 d D U . A 2
H5B H 0.9547 0.5755 0.5707 0.052 Uiso 0.504(7) 1 calc R . . A 2
C6B C 0.7815(11) 0.5982(9) 0.4604(9) 0.0382(13) Uani 0.504(7) 1 d D U . A 2
C7B C 0.4410(11) 0.6085(4) 0.5073(13) 0.0537(9) Uani 0.504(7) 1 d D U . A 2
H7B H 0.4142 0.6300 0.4399 0.064 Uiso 0.504(7) 1 calc R . . A 2
C8B C 0.3564(8) 0.5557(3) 0.4816(8) 0.0871(17) Uani 0.504(7) 1 d D U . A 2
H8BA H 0.2616 0.5649 0.4681 0.131 Uiso 0.504(7) 1 calc R . . A 2
H8BB H 0.3694 0.5383 0.4186 0.131 Uiso 0.504(7) 1 calc R . . A 2
H8BC H 0.3843 0.5303 0.5416 0.131 Uiso 0.504(7) 1 calc R . . A 2
C9B C 0.397(2) 0.6446(6) 0.5864(15) 0.104(4) Uani 0.504(7) 1 d D U . A 2
H9BA H 0.2987 0.6474 0.5641 0.156 Uiso 0.504(7) 1 calc R . . A 2
H9BB H 0.4273 0.6281 0.6570 0.156 Uiso 0.504(7) 1 calc R . . A 2
H9BC H 0.4353 0.6814 0.5885 0.156 Uiso 0.504(7) 1 calc R . . A 2
C10B C 0.8443(12) 0.6056(6) 0.3722(8) 0.0474(16) Uani 0.504(7) 1 d D U . A 2
H10B H 0.7811 0.6276 0.3150 0.057 Uiso 0.504(7) 1 calc R . . A 2
C11B C 0.864(2) 0.5502(6) 0.3259(16) 0.076(3) Uani 0.504(7) 1 d D U . A 2
H11D H 0.9047 0.5556 0.2689 0.113 Uiso 0.504(7) 1 calc R . . A 2
H11E H 0.9227 0.5272 0.3813 0.113 Uiso 0.504(7) 1 calc R . . A 2
H11F H 0.7770 0.5320 0.2976 0.113 Uiso 0.504(7) 1 calc R . . A 2
C12B C 0.9760(13) 0.6377(5) 0.4109(14) 0.083(3) Uani 0.504(7) 1 d D U . A 2
H12D H 1.0149 0.6420 0.3525 0.124 Uiso 0.504(7) 1 calc R . . A 2
H12E H 0.9586 0.6740 0.4359 0.124 Uiso 0.504(7) 1 calc R . . A 2
H12F H 1.0386 0.6175 0.4689 0.124 Uiso 0.504(7) 1 calc R . . A 2
N2 N 0.5995(6) 0.7557(2) 0.2611(4) 0.0687(13) Uani 0.5 1 d D U . A -1
C21 C 0.6797(9) 0.7551(4) 0.3751(6) 0.089(3) Uani 0.5 1 d D U . A -1
H21A H 0.7446 0.7249 0.3878 0.133 Uiso 0.5 1 calc GR . . A -1
H21B H 0.6198 0.7499 0.4189 0.133 Uiso 0.5 1 calc GR . . A -1
H21C H 0.7273 0.7901 0.3934 0.133 Uiso 0.5 1 calc GR . . A -1
C22 C 0.6865(11) 0.7587(4) 0.1973(9) 0.127(3) Uani 0.5 1 d D U . A -1
H22A H 0.6368 0.7499 0.1239 0.191 Uiso 0.5 1 calc GR . . A -1
H22B H 0.7599 0.7324 0.2232 0.191 Uiso 0.5 1 calc GR . . A -1
H22C H 0.7230 0.7960 0.2007 0.191 Uiso 0.5 1 calc GR . . A -1
C23 C 0.5103(15) 0.80308(18) 0.2403(14) 0.083(2) Uani 0.5 1 d D U . A -1
H23A H 0.4748 0.8090 0.1629 0.099 Uiso 0.5 1 calc R . . A -1
H23B H 0.5611 0.8363 0.2720 0.099 Uiso 0.5 1 calc R . . A -1
N3 N 0.3227(8) 0.7435(2) 0.2472(5) 0.0717(15) Uani 0.5 1 d D U . A -1
C31 C 0.2506(9) 0.7477(4) 0.1367(6) 0.099(3) Uani 0.5 1 d D U . A -1
H31A H 0.1971 0.7143 0.1140 0.148 Uiso 0.5 1 calc GR . . A -1
H31B H 0.3141 0.7517 0.0957 0.148 Uiso 0.5 1 calc GR . . A -1
H31C H 0.1913 0.7797 0.1250 0.148 Uiso 0.5 1 calc GR . . A -1
C32 C 0.2295(11) 0.7310(3) 0.3049(8) 0.128(3) Uani 0.5 1 d D U . A -1
H32A H 0.2764 0.7310 0.3809 0.193 Uiso 0.5 1 calc GR . . A -1
H32B H 0.1899 0.6948 0.2837 0.193 Uiso 0.5 1 calc GR . . A -1
H32C H 0.1586 0.7589 0.2893 0.193 Uiso 0.5 1 calc GR . . A -1
C33 C 0.3950(8) 0.7946(2) 0.2860(5) 0.0852(18) Uani 0.5 1 d D U . A -1
H33A H 0.4299 0.7933 0.3641 0.102 Uiso 0.5 1 calc R . . A -1
H33B H 0.3325 0.8260 0.2663 0.102 Uiso 0.5 1 calc R . . A -1


_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
P1 N1 1.5847(16) . ?
P1 N1 1.5848(16) 2_655 ?
P1 Li1 2.604(6) . ?
N1 Li1 2.035(5) . ?
N1 C1A 1.441(12) . ?
N1 C1B 1.393(12) . ?
Li1 N1 2.035(5) 2_655 ?
Li1 N2 1.931(7) . ?
Li1 N3 2.287(8) . ?
C1A C2A 1.408(6) . ?
C1A C6A 1.413(6) . ?
C2A C3A 1.399(6) . ?
C2A C7A 1.507(6) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.364(6) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.365(6) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.399(6) . ?
C6A C10A 1.510(6) . ?
C7A H7A 1.0000 . ?
C7A C8A 1.547(9) . ?
C7A C9A 1.550(7) . ?
C8A H8AA 0.9800 . ?
C8A H8AB 0.9800 . ?
C8A H8AC 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C10A H10A 1.0000 . ?
C10A C11A 1.525(6) . ?
C10A C12A 1.529(6) . ?
C11A H11A 0.9800 . ?
C11A H11B 0.9800 . ?
C11A H11C 0.9800 . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C1B C2B 1.413(6) . ?
C1B C6B 1.407(6) . ?
C2B C3B 1.402(6) . ?
C2B C7B 1.501(6) . ?
C3B H3B 0.9500 . ?
C3B C4B 1.369(6) . ?
C4B H4B 0.9500 . ?
C4B C5B 1.367(6) . ?
C5B H5B 0.9500 . ?
C5B C6B 1.394(6) . ?
C6B C10B 1.510(6) . ?
C7B H7B 1.0000 . ?
C7B C8B 1.541(8) . ?
C7B C9B 1.540(7) . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10B H10B 1.0000 . ?
C10B C11B 1.520(6) . ?
C10B C12B 1.533(6) . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
N2 C21 1.493(7) . ?
N2 C22 1.416(10) . ?
N2 C23 1.458(11) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C33 1.516(19) . ?
N3 C31 1.437(8) . ?
N3 C32 1.438(9) . ?
N3 C33 1.465(9) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?

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 P1 N1 102.74(12) . 2_655 ?
N1 P1 Li1 51.37(6) . . ?
N1 P1 Li1 51.37(6) 2_655 . ?
P1 N1 Li1 91.15(12) . . ?
C1A N1 P1 118.2(7) . . ?
C1A N1 Li1 150.7(7) . . ?
C1B N1 P1 129.4(7) . . ?
C1B N1 Li1 139.3(7) . . ?
N1 Li1 P1 37.48(10) 2_655 . ?
N1 Li1 P1 37.48(10) . . ?
N1 Li1 N1 75.0(2) 2_655 . ?
N1 Li1 N3 127.48(17) . . ?
N1 Li1 N3 109.26(17) 2_655 . ?
N2 Li1 P1 148.6(2) . . ?
N2 Li1 N1 123.43(17) . . ?
N2 Li1 N1 143.44(18) . 2_655 ?
N2 Li1 N3 85.0(4) . . ?
N3 Li1 P1 126.24(19) . . ?
C2A C1A N1 116.8(9) . . ?
C2A C1A C6A 118.4(9) . . ?
C6A C1A N1 122.6(8) . . ?
C1A C2A C7A 124.1(9) . . ?
C3A C2A C1A 120.1(9) . . ?
C3A C2A C7A 115.8(9) . . ?
C2A C3A H3A 119.6 . . ?
C4A C3A C2A 120.7(9) . . ?
C4A C3A H3A 119.6 . . ?
C3A C4A H4A 120.1 . . ?
C3A C4A C5A 119.8(8) . . ?
C5A C4A H4A 120.1 . . ?
C4A C5A H5A 119.0 . . ?
C4A C5A C6A 122.0(8) . . ?
C6A C5A H5A 119.0 . . ?
C1A C6A C10A 118.8(8) . . ?
C5A C6A C1A 118.6(8) . . ?
C5A C6A C10A 122.1(7) . . ?
C2A C7A H7A 110.8 . . ?
C2A C7A C8A 108.5(10) . . ?
C2A C7A C9A 107.4(12) . . ?
C8A C7A H7A 110.8 . . ?
C8A C7A C9A 108.5(9) . . ?
C9A C7A H7A 110.8 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7A C9A H9AA 109.5 . . ?
C7A C9A H9AB 109.5 . . ?
C7A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C6A C10A H10A 106.6 . . ?
C6A C10A C11A 110.5(9) . . ?
C6A C10A C12A 115.6(9) . . ?
C11A C10A H10A 106.6 . . ?
C11A C10A C12A 110.4(10) . . ?
C12A C10A H10A 106.6 . . ?
C10A C11A H11A 109.5 . . ?
C10A C11A H11B 109.5 . . ?
C10A C11A H11C 109.5 . . ?
H11A C11A H11B 109.5 . . ?
H11A C11A H11C 109.5 . . ?
H11B C11A H11C 109.5 . . ?
C10A C12A H12A 109.5 . . ?
C10A C12A H12B 109.5 . . ?
C10A C12A H12C 109.5 . . ?
H12A C12A H12B 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
N1 C1B C2B 121.8(8) . . ?
N1 C1B C6B 116.6(8) . . ?
C6B C1B C2B 120.7(8) . . ?
C1B C2B C7B 118.1(8) . . ?
C3B C2B C1B 117.1(8) . . ?
C3B C2B C7B 124.8(9) . . ?
C2B C3B H3B 118.9 . . ?
C4B C3B C2B 122.2(8) . . ?
C4B C3B H3B 118.9 . . ?
C3B C4B H4B 120.0 . . ?
C5B C4B C3B 120.0(8) . . ?
C5B C4B H4B 120.0 . . ?
C4B C5B H5B 119.5 . . ?
C4B C5B C6B 121.0(8) . . ?
C6B C5B H5B 119.5 . . ?
C1B C6B C10B 122.3(8) . . ?
C5B C6B C1B 118.7(8) . . ?
C5B C6B C10B 119.0(7) . . ?
C2B C7B H7B 104.3 . . ?
C2B C7B C8B 114.8(11) . . ?
C2B C7B C9B 116.6(11) . . ?
C8B C7B H7B 104.3 . . ?
C8B C7B C9B 110.9(9) . . ?
C9B C7B H7B 104.3 . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C7B C9B H9BA 109.5 . . ?
C7B C9B H9BB 109.5 . . ?
C7B C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
C6B C10B H10B 107.9 . . ?
C6B C10B C11B 110.4(9) . . ?
C6B C10B C12B 110.9(9) . . ?
C11B C10B H10B 107.9 . . ?
C11B C10B C12B 111.7(10) . . ?
C12B C10B H10B 107.9 . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
C10B C12B H12D 109.5 . . ?
C10B C12B H12E 109.5 . . ?
C10B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C21 N2 Li1 101.4(5) . . ?
C22 N2 Li1 115.3(6) . . ?
C22 N2 C21 109.6(7) . . ?
C22 N2 C23 109.5(7) . . ?
C23 N2 Li1 111.1(6) . . ?
C23 N2 C21 109.6(8) . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
N2 C23 C33 110.9(7) . . ?
H23A C23 H23B 108.0 . . ?
C33 C23 H23A 109.5 . . ?
C33 C23 H23B 109.5 . . ?
C31 N3 Li1 103.7(6) . . ?
C31 N3 C32 108.7(7) . . ?
C31 N3 C33 111.0(6) . . ?
C32 N3 Li1 122.8(5) . . ?
C32 N3 C33 110.7(6) . . ?
C33 N3 Li1 99.4(5) . . ?
N3 C31 H31A 109.5 . . ?
N3 C31 H31B 109.5 . . ?
N3 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N3 C32 H32A 109.5 . . ?
N3 C32 H32B 109.5 . . ?
N3 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C23 C33 H33A 109.3 . . ?
C23 C33 H33B 109.3 . . ?
N3 C33 C23 111.4(7) . . ?
N3 C33 H33A 109.3 . . ?
N3 C33 H33B 109.3 . . ?
H33A C33 H33B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 N1 C1A C2A -100.1(16) . . . . ?
P1 N1 C1A C6A 97.4(16) . . . . ?
P1 N1 C1B C2B -88.5(17) . . . . ?
P1 N1 C1B C6B 80.3(15) . . . . ?
N1 P1 N1 Li1 0.000(0) 2_655 . . . ?
N1 P1 N1 C1A -179.5(5) 2_655 . . . ?
N1 P1 N1 C1B -176.7(6) 2_655 . . . ?
N1 C1A C2A C3A -168.9(18) . . . . ?
N1 C1A C2A C7A 12(3) . . . . ?
N1 C1A C6A C5A 169.7(14) . . . . ?
N1 C1A C6A C10A -18(2) . . . . ?
N1 C1B C2B C3B 171.2(17) . . . . ?
N1 C1B C2B C7B -7(3) . . . . ?
N1 C1B C6B C5B -174.0(13) . . . . ?
N1 C1B C6B C10B 8(2) . . . . ?
Li1 P1 N1 C1A -179.5(5) . . . . ?
Li1 P1 N1 C1B -176.7(6) . . . . ?
Li1 N1 C1A C2A 80.9(18) . . . . ?
Li1 N1 C1A C6A -81.6(19) . . . . ?
Li1 N1 C1B C2B 96.6(17) . . . . ?
Li1 N1 C1B C6B -94.6(16) . . . . ?
Li1 N2 C23 C33 37.7(12) . . . . ?
Li1 N3 C33 C23 39.3(8) . . . . ?
C1A C2A C3A C4A 1(3) . . . . ?
C1A C2A C7A C8A 130(2) . . . . ?
C1A C2A C7A C9A -113(2) . . . . ?
C1A C6A C10A C11A -86(2) . . . . ?
C1A C6A C10A C12A 147.2(16) . . . . ?
C2A C1A C6A C5A 7(3) . . . . ?
C2A C1A C6A C10A 179.6(16) . . . . ?
C2A C3A C4A C5A 2(3) . . . . ?
C3A C2A C7A C8A -49(2) . . . . ?
C3A C2A C7A C9A 68(2) . . . . ?
C3A C4A C5A C6A 0(2) . . . . ?
C4A C5A C6A C1A -5(2) . . . . ?
C4A C5A C6A C10A -176.5(13) . . . . ?
C5A C6A C10A C11A 85.4(18) . . . . ?
C5A C6A C10A C12A -40.9(18) . . . . ?
C6A C1A C2A C3A -6(3) . . . . ?
C6A C1A C2A C7A 175.5(18) . . . . ?
C7A C2A C3A C4A 179.8(15) . . . . ?
C1B C2B C3B C4B 1(3) . . . . ?
C1B C2B C7B C8B 99(2) . . . . ?
C1B C2B C7B C9B -129.5(18) . . . . ?
C1B C6B C10B C11B -104(2) . . . . ?
C1B C6B C10B C12B 131.6(18) . . . . ?
C2B C1B C6B C5B -5(3) . . . . ?
C2B C1B C6B C10B 177.0(17) . . . . ?
C2B C3B C4B C5B -2(3) . . . . ?
C3B C2B C7B C8B -79(2) . . . . ?
C3B C2B C7B C9B 53(3) . . . . ?
C3B C4B C5B C6B -1(2) . . . . ?
C4B C5B C6B C1B 4(2) . . . . ?
C4B C5B C6B C10B -178.1(12) . . . . ?
C5B C6B C10B C11B 78.1(18) . . . . ?
C5B C6B C10B C12B -46.3(17) . . . . ?
C6B C1B C2B C3B 3(3) . . . . ?
C6B C1B C2B C7B -174.9(17) . . . . ?
C7B C2B C3B C4B 178.2(16) . . . . ?
N2 C23 C33 N3 -54.9(13) . . . . ?
C21 N2 C23 C33 -73.6(11) . . . . ?
C22 N2 C23 C33 166.2(9) . . . . ?
C31 N3 C33 C23 -69.3(11) . . . . ?
C32 N3 C33 C23 169.8(9) . . . . ?

_shelx_SHELXL_version_number     2014/7
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_14
_database_code_depnum_ccdc_archive 'CCDC 1451466'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H68 Ge N4 P2'
_chemical_formula_sum            'C48 H68 Ge N4 P2'
_chemical_formula_weight         835.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'

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

_cell_length_a                   15.1732(4)
_cell_length_b                   20.1215(8)
_cell_length_c                   15.3980(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4701.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    21770
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1784
_exptl_absorpt_coefficient_mu    0.755
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.186
0 -1 0 0.151
0 1 0 0.044
-1 0 0 0.063
-1 0 1 0.091
1 0 -1 0.103
1 0 1 0.181
0 0 -1 0.152
0 0 1 0.148
-1 -1 1 0.114


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.804
_exptl_absorpt_correction_T_max  0.893
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21691
_diffrn_reflns_av_R_equivalents  0.0917
_diffrn_reflns_av_sigmaI/netI    0.0633
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.65
_diffrn_reflns_theta_max         27.50
_reflns_number_total             5355
_reflns_number_gt                4475
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0206P)²+6.9979P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.002(12)
_refine_ls_number_reflns         5355
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0906
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_restrained_S_all      1.141
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.5000 0.17190(2) 0.2500 0.02359(11) Uani 1 2 d S . .
P1 P 0.37208(5) 0.23587(4) 0.14672(5) 0.02414(18) Uani 1 1 d . . .
N1 N 0.47957(14) 0.23471(12) 0.14870(16) 0.0231(5) Uani 1 1 d . . .
N2 N 0.35805(15) 0.20252(11) 0.2397(2) 0.0233(5) Uani 1 1 d . . .
C14 C 0.25513(19) 0.10918(15) 0.2478(3) 0.0341(7) Uani 1 1 d . . .
C2 C 0.5273(2) 0.3282(2) 0.0569(2) 0.0329(7) Uani 1 1 d . . .
C13 C 0.27534(18) 0.17529(17) 0.2661(2) 0.0280(7) Uani 1 1 d . . .
C18 C 0.2170(2) 0.21593(19) 0.3143(2) 0.0355(8) Uani 1 1 d . . .
C1 C 0.52770(19) 0.25954(18) 0.0762(2) 0.0286(7) Uani 1 1 d . . .
C22 C 0.2403(2) 0.28646(19) 0.3357(2) 0.0384(9) Uani 1 1 d . . .
H22 H 0.3048 0.2886 0.3384 0.046 Uiso 1 1 d R . .
C10 C 0.5791(3) 0.1411(2) 0.0434(3) 0.0439(10) Uani 1 1 d . . .
H10 H 0.5783 0.1381 0.1069 0.053 Uiso 1 1 d R . .
C3 C 0.5666(3) 0.3479(2) -0.0212(3) 0.0453(11) Uani 1 1 d . . .
H3 H 0.5656 0.3927 -0.0357 0.054 Uiso 1 1 d R . .
C19 C 0.3182(3) 0.06356(17) 0.1989(3) 0.0400(9) Uani 1 1 d . . .
H19 H 0.3667 0.0913 0.1774 0.048 Uiso 1 1 d R . .
C6 C 0.5735(2) 0.2140(2) 0.0217(2) 0.0373(9) Uani 1 1 d . . .
C7 C 0.4863(3) 0.37927(16) 0.1160(2) 0.0374(9) Uani 1 1 d . . .
H7 H 0.4699 0.3568 0.1700 0.045 Uiso 1 1 d R . .
C15 C 0.1736(3) 0.0845(2) 0.2747(3) 0.0495(12) Uani 1 1 d . . .
H15 H 0.1587 0.0408 0.2620 0.059 Uiso 1 1 d R . .
C24 C 0.2109(3) 0.3344(2) 0.2650(3) 0.0548(11) Uani 1 1 d . . .
H24A H 0.2413 0.3238 0.2121 0.066 Uiso 1 1 d R . .
H24B H 0.2245 0.3792 0.2817 0.066 Uiso 1 1 d R . .
H24C H 0.1486 0.3301 0.2562 0.066 Uiso 1 1 d R . .
C4 C 0.6056(3) 0.3046(3) -0.0761(3) 0.0624(14) Uani 1 1 d . . .
H4 H 0.6289 0.3197 -0.1284 0.075 Uiso 1 1 d R . .
C17 C 0.1357(2) 0.1873(2) 0.3394(3) 0.0508(11) Uani 1 1 d . . .
H17 H 0.0951 0.2127 0.3702 0.061 Uiso 1 1 d R . .
C21 C 0.2763(3) 0.0302(2) 0.1201(3) 0.0574(12) Uani 1 1 d . . .
H21A H 0.2301 0.0011 0.1393 0.069 Uiso 1 1 d R . .
H21B H 0.3198 0.0051 0.0889 0.069 Uiso 1 1 d R . .
H21C H 0.2520 0.0637 0.0826 0.069 Uiso 1 1 d R . .
C20 C 0.3583(3) 0.01198(19) 0.2598(4) 0.0613(13) Uani 1 1 d . . .
H20A H 0.3838 0.0338 0.3092 0.074 Uiso 1 1 d R . .
H20B H 0.4031 -0.0126 0.2296 0.074 Uiso 1 1 d R . .
H20C H 0.3129 -0.0179 0.2788 0.074 Uiso 1 1 d R . .
C9 C 0.4024(3) 0.4090(2) 0.0771(3) 0.0539(11) Uani 1 1 d . . .
H9A H 0.4179 0.4373 0.0293 0.065 Uiso 1 1 d R . .
H9B H 0.3723 0.4347 0.1206 0.065 Uiso 1 1 d R . .
H9C H 0.3645 0.3741 0.0571 0.065 Uiso 1 1 d R . .
C5 C 0.6104(3) 0.2384(3) -0.0545(3) 0.0530(11) Uani 1 1 d . . .
H5 H 0.6393 0.2092 -0.0917 0.064 Uiso 1 1 d R . .
C23 C 0.2058(3) 0.3097(3) 0.4237(3) 0.0699(16) Uani 1 1 d . . .
H23A H 0.1426 0.3111 0.4222 0.084 Uiso 1 1 d R . .
H23B H 0.2283 0.3533 0.4363 0.084 Uiso 1 1 d R . .
H23C H 0.2246 0.2793 0.4680 0.084 Uiso 1 1 d R . .
C8 C 0.5522(3) 0.4338(2) 0.1388(4) 0.0634(14) Uani 1 1 d . . .
H8A H 0.5713 0.4555 0.0865 0.076 Uiso 1 1 d R . .
H8B H 0.6022 0.4148 0.1678 0.076 Uiso 1 1 d R . .
H8C H 0.5244 0.4656 0.1763 0.076 Uiso 1 1 d R . .
C12 C 0.5006(4) 0.10252(19) 0.0110(3) 0.0614(11) Uani 1 1 d . . .
H12A H 0.4479 0.1214 0.0350 0.074 Uiso 1 1 d R . .
H12B H 0.5056 0.0570 0.0290 0.074 Uiso 1 1 d R . .
H12C H 0.4980 0.1046 -0.0513 0.074 Uiso 1 1 d R . .
C11 C 0.6652(3) 0.1081(3) 0.0137(3) 0.0592(13) Uani 1 1 d . . .
H11A H 0.6663 0.1056 -0.0485 0.071 Uiso 1 1 d R . .
H11B H 0.6693 0.0641 0.0376 0.071 Uiso 1 1 d R . .
H11C H 0.7142 0.1342 0.0336 0.071 Uiso 1 1 d R . .
C16 C 0.1158(3) 0.1228(3) 0.3191(3) 0.0581(13) Uani 1 1 d . . .
H16 H 0.0619 0.1051 0.3362 0.070 Uiso 1 1 d R . .


_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
Ge1 N1 2.031(3) . ?
Ge1 N1 2.031(3) 4_655 ?
Ge1 N2 2.246(2) . ?
Ge1 N2 2.246(2) 4_655 ?
P1 N2 1.595(3) . ?
P1 N1 1.632(2) . ?
N1 C1 1.424(4) . ?
N2 C13 1.428(4) . ?
C14 C13 1.394(5) . ?
C14 C15 1.396(5) . ?
C14 C19 1.526(5) . ?
C2 C3 1.399(5) . ?
C2 C1 1.413(5) . ?
C2 C7 1.507(5) . ?
C13 C18 1.415(5) . ?
C18 C17 1.415(5) . ?
C18 C22 1.499(6) . ?
C1 C6 1.423(5) . ?
C22 C24 1.521(5) . ?
C22 C23 1.527(6) . ?
C22 H22 0.9799 . ?
C10 C6 1.507(6) . ?
C10 C12 1.507(7) . ?
C10 C11 1.535(5) . ?
C10 H10 0.9800 . ?
C3 C4 1.351(7) . ?
C3 H3 0.9300 . ?
C19 C20 1.525(6) . ?
C19 C21 1.526(6) . ?
C19 H19 0.9799 . ?
C6 C5 1.390(5) . ?
C7 C8 1.525(5) . ?
C7 C9 1.528(5) . ?
C7 H7 0.9800 . ?
C15 C16 1.351(6) . ?
C15 H15 0.9300 . ?
C24 H24A 0.9601 . ?
C24 H24B 0.9599 . ?
C24 H24C 0.9599 . ?
C4 C5 1.375(7) . ?
C4 H4 0.9301 . ?
C17 C16 1.369(7) . ?
C17 H17 0.9300 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9598 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C5 H5 0.9300 . ?
C23 H23A 0.9599 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9601 . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9601 . ?
C8 H8C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9601 . ?
C12 H12C 0.9601 . ?
C11 H11A 0.9601 . ?
C11 H11B 0.9601 . ?
C11 H11C 0.9600 . ?
C16 H16 0.9300 . ?

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 Ge1 N1 103.06(14) . 4_655 ?
N1 Ge1 N2 68.21(9) . . ?
N1 Ge1 N2 91.72(10) 4_655 . ?
N1 Ge1 N2 91.72(10) . 4_655 ?
N1 Ge1 N2 68.20(9) 4_655 4_655 ?
N2 Ge1 N2 148.16(12) . 4_655 ?
N2 P1 N1 96.35(13) . . ?
C1 N1 P1 119.5(2) . . ?
C1 N1 Ge1 137.88(19) . . ?
P1 N1 Ge1 100.13(12) . . ?
C13 N2 P1 122.3(2) . . ?
C13 N2 Ge1 135.8(2) . . ?
P1 N2 Ge1 92.92(11) . . ?
C13 C14 C15 118.3(4) . . ?
C13 C14 C19 122.4(3) . . ?
C15 C14 C19 119.3(3) . . ?
C3 C2 C1 117.1(4) . . ?
C3 C2 C7 120.0(4) . . ?
C1 C2 C7 122.8(3) . . ?
C14 C13 C18 121.3(3) . . ?
C14 C13 N2 120.1(3) . . ?
C18 C13 N2 118.5(3) . . ?
C17 C18 C13 116.9(4) . . ?
C17 C18 C22 122.1(4) . . ?
C13 C18 C22 121.0(3) . . ?
C2 C1 C6 120.5(3) . . ?
C2 C1 N1 120.4(3) . . ?
C6 C1 N1 119.1(3) . . ?
C18 C22 C24 112.0(3) . . ?
C18 C22 C23 113.9(4) . . ?
C24 C22 C23 109.9(3) . . ?
C18 C22 H22 106.7 . . ?
C24 C22 H22 107.2 . . ?
C23 C22 H22 106.9 . . ?
C6 C10 C12 112.5(4) . . ?
C6 C10 C11 113.8(4) . . ?
C12 C10 C11 110.6(4) . . ?
C6 C10 H10 106.3 . . ?
C12 C10 H10 106.8 . . ?
C11 C10 H10 106.3 . . ?
C4 C3 C2 122.8(4) . . ?
C4 C3 H3 118.9 . . ?
C2 C3 H3 118.3 . . ?
C20 C19 C21 110.9(3) . . ?
C20 C19 C14 110.8(4) . . ?
C21 C19 C14 113.3(3) . . ?
C20 C19 H19 107.2 . . ?
C21 C19 H19 107.1 . . ?
C14 C19 H19 107.2 . . ?
C5 C6 C1 117.8(4) . . ?
C5 C6 C10 120.5(4) . . ?
C1 C6 C10 121.6(3) . . ?
C2 C7 C8 111.1(4) . . ?
C2 C7 C9 112.0(3) . . ?
C8 C7 C9 110.8(3) . . ?
C2 C7 H7 107.6 . . ?
C8 C7 H7 107.7 . . ?
C9 C7 H7 107.5 . . ?
C16 C15 C14 121.5(4) . . ?
C16 C15 H15 119.2 . . ?
C14 C15 H15 119.3 . . ?
C22 C24 H24A 109.0 . . ?
C22 C24 H24B 110.0 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C3 C4 C5 119.7(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 120.4 . . ?
C16 C17 C18 121.1(4) . . ?
C16 C17 H17 119.4 . . ?
C18 C17 H17 119.5 . . ?
C19 C21 H21A 109.2 . . ?
C19 C21 H21B 110.0 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.3 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.2 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C9 H9A 109.1 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.8 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C5 C6 121.7(4) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.2 . . ?
C22 C23 H23A 109.3 . . ?
C22 C23 H23B 109.7 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.3 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C12 H12A 109.1 . . ?
C10 C12 H12B 109.4 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.9 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.8 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.1 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C16 C17 120.8(4) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.157
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.074
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_15
_database_code_depnum_ccdc_archive 'CCDC 1451467'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C48 H68 N4 P2 Sn'
_chemical_formula_sum            'C48 H68 N4 P2 Sn'
_chemical_formula_weight         881.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   15.4435(7)
_cell_length_b                   20.2430(3)
_cell_length_c                   15.3661(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4803.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    15370
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    0.633
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 -1 0.209
1 0 0 0.126
1 0 -1 0.128
0 0 1 0.182
0 -1 0 0.125
0 1 0 0.122
-1 1 0 0.232
-1 0 0 0.290
0 1 1 0.117
0 -1 -1 0.213
0 1 -1 0.222


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.788
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            15320
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5458
_reflns_number_gt                4731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_max     0.975
_reflns_Friedel_fraction_full    0.986

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0045P)²+9.7333P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1969 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.032(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5458
_refine_ls_number_parameters     253
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0727
_refine_ls_wR_factor_gt          0.0613
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.206
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.0000 0.34228(2) 0.2500 0.02751(10) Uani 1 2 d S TU P . .
P1 P 0.12987(7) 0.26802(6) 0.35569(7) 0.0275(2) Uani 1 1 d . U . . .
C1 C 0.2261(2) 0.32680(19) 0.2355(3) 0.0267(10) Uani 1 1 d . U . . .
N2 N 0.0252(2) 0.27152(17) 0.3594(2) 0.0276(8) Uani 1 1 d . U . . .
N1 N 0.14356(19) 0.30297(14) 0.2638(3) 0.0237(8) Uani 1 1 d . U . . .
C13 C -0.0201(2) 0.2453(2) 0.4328(3) 0.0320(10) Uani 1 1 d . U . . .
C10 C 0.1925(3) 0.4391(2) 0.3045(4) 0.0396(11) Uani 1 1 d . U . . .
H10 H 0.1439 0.4131 0.3270 0.048 Uiso 1 1 d R U . . .
C7 C 0.2501(3) 0.2166(2) 0.1624(3) 0.0391(11) Uani 1 1 d . U . . .
H7 H 0.1866 0.2163 0.1632 0.047 Uiso 1 1 d R U . . .
C14 C -0.0213(3) 0.1770(2) 0.4483(3) 0.0351(11) Uani 1 1 d . U . . .
C19 C 0.0168(3) 0.1271(2) 0.3857(3) 0.0424(10) Uani 1 1 d . U . . .
H19 H 0.0320 0.1503 0.3318 0.051 Uiso 1 1 d R U . . .
C6 C 0.2508(2) 0.39205(18) 0.2544(5) 0.0335(9) Uani 1 1 d . U . . .
C2 C 0.2790(3) 0.2856(2) 0.1854(3) 0.0338(10) Uani 1 1 d . U . . .
C3 C 0.3595(3) 0.3099(3) 0.1584(3) 0.0472(13) Uani 1 1 d . U . . .
H3 H 0.3968 0.2833 0.1262 0.057 Uiso 1 1 d R U . . .
C15 C -0.0607(3) 0.1545(3) 0.5248(3) 0.0481(12) Uani 1 1 d . U . . .
H15 H -0.0622 0.1092 0.5355 0.058 Uiso 1 1 d R U . . .
C5 C 0.3313(3) 0.4136(3) 0.2260(3) 0.0491(15) Uani 1 1 d . U . . .
H5 H 0.3489 0.4564 0.2392 0.059 Uiso 1 1 d R U . . .
C9 C 0.2808(4) 0.1669(2) 0.2310(4) 0.0553(16) Uani 1 1 d . U . . .
H9A H 0.3429 0.1668 0.2331 0.066 Uiso 1 1 d R U . . .
H9B H 0.2604 0.1236 0.2158 0.066 Uiso 1 1 d R U . . .
H9C H 0.2581 0.1791 0.2869 0.066 Uiso 1 1 d R U . . .
C12 C 0.2381(4) 0.4714(3) 0.3822(4) 0.0588(16) Uani 1 1 d . U . . .
H12A H 0.2841 0.4994 0.3620 0.071 Uiso 1 1 d R U . . .
H12B H 0.2613 0.4378 0.4195 0.071 Uiso 1 1 d R U . . .
H12C H 0.1969 0.4975 0.4140 0.071 Uiso 1 1 d R U . . .
C20 C -0.0493(4) 0.0733(3) 0.3623(4) 0.0672(19) Uani 1 1 d . U . . .
H20A H -0.0236 0.0421 0.3230 0.081 Uiso 1 1 d R U . . .
H20B H -0.0988 0.0934 0.3352 0.081 Uiso 1 1 d R U . . .
H20C H -0.0671 0.0510 0.4144 0.081 Uiso 1 1 d R U . . .
C24 C -0.0081(19) 0.3971(9) 0.5750(13) 0.074(2) Uani 0.3 1 d D U P A 1
H24A H 0.0488 0.3777 0.5874 0.110 Uiso 0.3 1 calc R U P A 1
H24B H -0.0458 0.3917 0.6258 0.110 Uiso 0.3 1 calc R U P A 1
H24C H -0.0013 0.4442 0.5621 0.110 Uiso 0.3 1 calc R U P A 1
C21 C 0.0999(4) 0.0959(3) 0.4223(4) 0.0585(16) Uani 1 1 d . U . . .
H21A H 0.1410 0.1302 0.4345 0.070 Uiso 1 1 d R U . . .
H21B H 0.1239 0.0659 0.3803 0.070 Uiso 1 1 d R U . . .
H21C H 0.0867 0.0723 0.4749 0.070 Uiso 1 1 d R U . . .
C8 C 0.2788(4) 0.1944(4) 0.0718(4) 0.0675(19) Uani 1 1 d . U . . .
H8A H 0.2564 0.2243 0.0289 0.081 Uiso 1 1 d R U . . .
H8B H 0.2568 0.1508 0.0610 0.081 Uiso 1 1 d R U . . .
H8C H 0.3409 0.1939 0.0687 0.081 Uiso 1 1 d R U . . .
C18 C -0.0620(4) 0.2892(3) 0.4900(4) 0.0499(13) Uani 1 1 d D U . . .
C16 C -0.0973(4) 0.1965(4) 0.5832(4) 0.0605(16) Uani 1 1 d . U . . .
H16 H -0.1207 0.1803 0.6347 0.073 Uiso 1 1 d R U . . .
C11 C 0.1556(4) 0.4912(2) 0.2429(6) 0.0581(15) Uani 1 1 d . U . . .
H11A H 0.2021 0.5157 0.2168 0.070 Uiso 1 1 d R U . . .
H11B H 0.1192 0.5207 0.2753 0.070 Uiso 1 1 d R U . . .
H11C H 0.1222 0.4701 0.1981 0.070 Uiso 1 1 d R U . . .
C17 C -0.0986(4) 0.2626(4) 0.5653(4) 0.0628(16) Uani 1 1 d . U . . .
H17 H -0.1245 0.2912 0.6049 0.075 Uiso 1 1 d R U . . .
C22 C -0.0477(12) 0.3628(6) 0.4979(11) 0.0424(10) Uani 0.3 1 d D U P A 1
H22 H -0.0092 0.3744 0.4478 0.051 Uiso 0.3 1 calc R U P A 1
C4 C 0.3848(4) 0.3738(3) 0.1796(4) 0.0541(15) Uani 1 1 d . U . . .
H4 H 0.4385 0.3894 0.1618 0.065 Uiso 1 1 d R U . . .
C23 C -0.1335(15) 0.395(2) 0.477(2) 0.064(3) Uani 0.3 1 d D U P A 1
H23A H -0.1599 0.3723 0.4270 0.096 Uiso 0.3 1 calc R U P A 1
H23B H -0.1242 0.4415 0.4624 0.096 Uiso 0.3 1 calc R U P A 1
H23C H -0.1720 0.3915 0.5272 0.096 Uiso 0.3 1 calc R U P A 1
C24A C 0.0023(9) 0.4000(4) 0.4982(6) 0.074(2) Uani 0.7 1 d D U P A 2
H24D H 0.0555 0.3797 0.4759 0.110 Uiso 0.7 1 calc R U P A 2
H24E H 0.0023 0.3982 0.5619 0.110 Uiso 0.7 1 calc R U P A 2
H24F H -0.0007 0.4461 0.4791 0.110 Uiso 0.7 1 calc R U P A 2
C23A C -0.1598(7) 0.3920(8) 0.4948(8) 0.064(3) Uani 0.7 1 d D U P A 2
H23D H -0.2079 0.3665 0.4702 0.096 Uiso 0.7 1 calc R U P A 2
H23E H -0.1642 0.4380 0.4756 0.096 Uiso 0.7 1 calc R U P A 2
H23F H -0.1625 0.3901 0.5585 0.096 Uiso 0.7 1 calc R U P A 2
C22A C -0.0746(5) 0.3630(3) 0.4640(5) 0.0424(10) Uani 0.7 1 d D U P A 2
H22A H -0.0734 0.3658 0.3990 0.051 Uiso 0.7 1 calc R U P A 2


_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
Sn1 N2 2.242(3) . ?
Sn1 N2 2.242(3) 4 ?
Sn1 N1 2.365(3) . ?
Sn1 N1 2.365(3) 4 ?
Sn1 P1 2.9865(11) 4 ?
Sn1 P1 2.9866(11) . ?
P1 N1 1.593(4) . ?
P1 N2 1.619(3) . ?
C1 C2 1.398(6) . ?
C1 C6 1.405(6) . ?
C1 N1 1.431(5) . ?
N2 C13 1.430(5) . ?
C13 C14 1.403(6) . ?
C13 C18 1.408(7) . ?
C10 C6 1.520(8) . ?
C10 C11 1.528(8) . ?
C10 C12 1.533(7) . ?
C10 H10 0.9800 . ?
C7 C2 1.509(7) . ?
C7 C8 1.528(7) . ?
C7 C9 1.531(7) . ?
C7 H7 0.9801 . ?
C14 C15 1.400(6) . ?
C14 C19 1.514(7) . ?
C19 C20 1.536(7) . ?
C19 C21 1.536(7) . ?
C19 H19 0.9801 . ?
C6 C5 1.388(6) . ?
C2 C3 1.401(7) . ?
C3 C4 1.389(8) . ?
C3 H3 0.9300 . ?
C15 C16 1.359(9) . ?
C15 H15 0.9300 . ?
C5 C4 1.357(8) . ?
C5 H5 0.9300 . ?
C9 H9A 0.9599 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9601 . ?
C12 H12A 0.9602 . ?
C12 H12B 0.9599 . ?
C12 H12C 0.9599 . ?
C20 H20A 0.9601 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C24 C22 1.503(12) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C21 H21A 0.9601 . ?
C21 H21B 0.9599 . ?
C21 H21C 0.9600 . ?
C8 H8A 0.9599 . ?
C8 H8B 0.9601 . ?
C8 H8C 0.9601 . ?
C18 C17 1.395(8) . ?
C18 C22 1.511(11) . ?
C18 C22A 1.559(9) . ?
C16 C17 1.366(9) . ?
C16 H16 0.9300 . ?
C11 H11A 0.9601 . ?
C11 H11B 0.9599 . ?
C11 H11C 0.9600 . ?
C17 H17 0.9300 . ?
C22 C23 1.510(13) . ?
C22 H22 1.0000 . ?
C4 H4 0.9299 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24A C22A 1.498(13) . ?
C24A H24D 0.9800 . ?
C24A H24E 0.9800 . ?
C24A H24F 0.9800 . ?
C23A C22A 1.516(9) . ?
C23A H23D 0.9800 . ?
C23A H23E 0.9800 . ?
C23A H23F 0.9800 . ?
C22A H22A 1.0000 . ?

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
N2 Sn1 N2 100.60(18) . 4 ?
N2 Sn1 N1 63.58(12) . . ?
N2 Sn1 N1 90.87(12) 4 . ?
N2 Sn1 N1 90.87(12) . 4 ?
N2 Sn1 N1 63.58(12) 4 4 ?
N1 Sn1 N1 140.68(14) . 4 ?
N2 Sn1 P1 101.69(9) . 4 ?
N2 Sn1 P1 32.26(8) 4 4 ?
N1 Sn1 P1 120.60(8) . 4 ?
N1 Sn1 P1 32.04(9) 4 4 ?
N2 Sn1 P1 32.26(8) . . ?
N2 Sn1 P1 101.69(9) 4 . ?
N1 Sn1 P1 32.04(9) . . ?
N1 Sn1 P1 120.60(8) 4 . ?
P1 Sn1 P1 119.56(4) 4 . ?
N1 P1 N2 98.28(18) . . ?
N1 P1 Sn1 51.95(11) . . ?
N2 P1 Sn1 47.66(13) . . ?
C2 C1 C6 121.1(4) . . ?
C2 C1 N1 119.1(4) . . ?
C6 C1 N1 119.7(4) . . ?
C13 N2 P1 120.0(3) . . ?
C13 N2 Sn1 138.1(3) . . ?
P1 N2 Sn1 100.08(16) . . ?
C1 N1 P1 122.5(3) . . ?
C1 N1 Sn1 134.0(2) . . ?
P1 N1 Sn1 96.01(15) . . ?
C14 C13 C18 120.7(4) . . ?
C14 C13 N2 120.4(4) . . ?
C18 C13 N2 118.9(4) . . ?
C6 C10 C11 109.8(5) . . ?
C6 C10 C12 113.0(5) . . ?
C11 C10 C12 111.0(4) . . ?
C6 C10 H10 107.2 . . ?
C11 C10 H10 107.6 . . ?
C12 C10 H10 107.9 . . ?
C2 C7 C8 113.5(5) . . ?
C2 C7 C9 110.8(4) . . ?
C8 C7 C9 110.2(4) . . ?
C2 C7 H7 107.2 . . ?
C8 C7 H7 107.5 . . ?
C9 C7 H7 107.3 . . ?
C15 C14 C13 118.0(5) . . ?
C15 C14 C19 119.1(5) . . ?
C13 C14 C19 122.9(4) . . ?
C14 C19 C20 111.2(5) . . ?
C14 C19 C21 111.5(4) . . ?
C20 C19 C21 110.4(5) . . ?
C14 C19 H19 108.1 . . ?
C20 C19 H19 107.5 . . ?
C21 C19 H19 107.9 . . ?
C5 C6 C1 118.2(5) . . ?
C5 C6 C10 119.5(4) . . ?
C1 C6 C10 122.2(4) . . ?
C1 C2 C3 118.1(5) . . ?
C1 C2 C7 120.6(4) . . ?
C3 C2 C7 121.2(5) . . ?
C4 C3 C2 120.4(5) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 120.2 . . ?
C16 C15 C14 122.1(6) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 118.6 . . ?
C4 C5 C6 121.6(5) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.1 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.3 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.6 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C10 C12 H12A 109.8 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.1 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C19 C20 H20A 109.8 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.3 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C19 C21 H21A 109.1 . . ?
C19 C21 H21B 109.7 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.7 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.8 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C17 C18 C13 117.4(5) . . ?
C17 C18 C22 111.9(9) . . ?
C13 C18 C22 127.3(8) . . ?
C17 C18 C22A 122.2(6) . . ?
C13 C18 C22A 120.2(5) . . ?
C15 C16 C17 119.1(5) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.7 . . ?
C10 C11 H11A 109.7 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.7 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C17 C18 122.6(6) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 H17 118.4 . . ?
C24 C22 C23 109(2) . . ?
C24 C22 C18 125.3(13) . . ?
C23 C22 C18 106.1(19) . . ?
C24 C22 H22 104.8 . . ?
C23 C22 H22 104.8 . . ?
C18 C22 H22 104.8 . . ?
C5 C4 C3 120.4(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 120.0 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22A C24A H24D 109.5 . . ?
C22A C24A H24E 109.5 . . ?
H24D C24A H24E 109.5 . . ?
C22A C24A H24F 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
C22A C23A H23D 109.5 . . ?
C22A C23A H23E 109.5 . . ?
H23D C23A H23E 109.5 . . ?
C22A C23A H23F 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?
C24A C22A C23A 112.7(9) . . ?
C24A C22A C18 106.8(6) . . ?
C23A C22A C18 113.5(8) . . ?
C24A C22A H22A 107.9 . . ?
C23A C22A H22A 107.9 . . ?
C18 C22A H22A 107.9 . . ?

_refine_diff_density_max         1.053
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.072
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_18
_database_code_depnum_ccdc_archive 'CCDC 1451468'
_audit_update_record             
;
2016-02-02 deposited with the CCDC.
2016-05-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H68 K2 N8 P2'
_chemical_formula_sum            'C28 H68 K2 N8 P2'
_chemical_formula_weight         657.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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'
'-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                   14.5542(4)
_cell_length_b                   15.0050(2)
_cell_length_c                   19.2902(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.712(3)
_cell_angle_gamma                90
_cell_volume                     4055.30(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    12978
_cell_measurement_theta_min      1
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.076
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440
_exptl_absorpt_coefficient_mu    0.339
# Absorption correction 

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 0 0.173
-1 1 0 0.257
1 1 0 0.155
-1 -1 0 0.137
0 0 -1 0.100
0 0 1 0.092
0 -1 0 0.172
1 0 0 0.162
0 1 0 0.248
-1 0 0 0.241
-1 1 1 0.235
1 -1 -1 0.154
-1 -1 1 0.123
1 1 -1 0.139


_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.902
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12934
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.99
_diffrn_reflns_theta_max         27.06
_reflns_number_total             4387
_reflns_number_gt                3616
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0290P)²+4.8675P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4387
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0908
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.10795(2) 0.20995(2) 0.23985(2) 0.02719(10) Uani 1 1 d . . .
P2 P 0.0000 0.42022(4) 0.2500 0.02225(13) Uani 1 2 d S . .
P1 P 0.0000 0.00779(4) 0.2500 0.02383(13) Uani 1 2 d S . .
N1 N 0.04364(10) 0.07203(9) 0.31667(7) 0.0254(3) Uani 1 1 d . . .
N2 N -0.00601(10) 0.35632(9) 0.18284(7) 0.0251(3) Uani 1 1 d . . .
C12 C 0.28340(14) 0.34551(12) 0.28821(11) 0.0386(4) Uani 1 1 d . . .
H12A H 0.3407 0.3805 0.3013 0.046 Uiso 1 1 d R . .
H12B H 0.2394 0.3672 0.3134 0.046 Uiso 1 1 d R . .
H12C H 0.2550 0.3500 0.2373 0.046 Uiso 1 1 d R . .
N4 N 0.25230(11) 0.16795(11) 0.16361(8) 0.0342(3) Uani 1 1 d . . .
N3 N 0.30645(10) 0.25277(10) 0.30770(8) 0.0292(3) Uani 1 1 d . . .
C1 C 0.09614(12) 0.03372(11) 0.38677(9) 0.0276(3) Uani 1 1 d . . .
C5 C -0.01156(12) 0.39477(11) 0.11149(8) 0.0262(3) Uani 1 1 d . . .
C6 C -0.11468(13) 0.38877(13) 0.06500(9) 0.0357(4) Uani 1 1 d . . .
H6A H -0.1355 0.3279 0.0623 0.043 Uiso 1 1 d R . .
H6B H -0.1184 0.4103 0.0175 0.043 Uiso 1 1 d R . .
H6C H -0.1549 0.4244 0.0861 0.043 Uiso 1 1 d R . .
C10 C 0.34315(14) 0.21357(14) 0.19199(11) 0.0414(5) Uani 1 1 d . . .
H10A H 0.3375 0.2737 0.1728 0.050 Uiso 1 1 d R . .
H10B H 0.3914 0.1831 0.1747 0.050 Uiso 1 1 d R . .
C7 C 0.02220(16) 0.49164(13) 0.11270(10) 0.0390(4) Uani 1 1 d . . .
H7A H -0.0177 0.5291 0.1326 0.047 Uiso 1 1 d R . .
H7B H 0.0185 0.5105 0.0645 0.047 Uiso 1 1 d R . .
H7C H 0.0870 0.4959 0.1417 0.047 Uiso 1 1 d R . .
C9 C 0.37670(12) 0.21819(14) 0.27324(11) 0.0405(5) Uani 1 1 d . . .
H9A H 0.3955 0.1589 0.2918 0.049 Uiso 1 1 d R . .
H9B H 0.4330 0.2558 0.2867 0.049 Uiso 1 1 d R . .
C8 C 0.05150(14) 0.33787(14) 0.07730(10) 0.0390(4) Uani 1 1 d . . .
H8A H 0.1167 0.3424 0.1056 0.047 Uiso 1 1 d R . .
H8B H 0.0463 0.3588 0.0294 0.047 Uiso 1 1 d R . .
H8C H 0.0313 0.2768 0.0755 0.047 Uiso 1 1 d R . .
C3 C 0.19673(15) 0.00616(17) 0.38525(12) 0.0506(6) Uani 1 1 d . . .
H3A H 0.1927 -0.0371 0.3479 0.061 Uiso 1 1 d R . .
H3B H 0.2299 -0.0192 0.4309 0.061 Uiso 1 1 d R . .
H3C H 0.2307 0.0576 0.3759 0.061 Uiso 1 1 d R . .
C14 C 0.25616(16) 0.07701(14) 0.18944(14) 0.0514(6) Uani 1 1 d . . .
H14A H 0.3081 0.0464 0.1780 0.062 Uiso 1 1 d R . .
H14B H 0.1973 0.0473 0.1667 0.062 Uiso 1 1 d R . .
H14C H 0.2657 0.0770 0.2407 0.062 Uiso 1 1 d R . .
C4 C 0.10466(18) 0.10499(15) 0.44373(11) 0.0518(6) Uani 1 1 d . . .
H4A H 0.1350 0.1566 0.4306 0.062 Uiso 1 1 d R . .
H4B H 0.1421 0.0829 0.4893 0.062 Uiso 1 1 d R . .
H4C H 0.0422 0.1208 0.4473 0.062 Uiso 1 1 d R . .
C2 C 0.04677(18) -0.04787(17) 0.40795(12) 0.0569(6) Uani 1 1 d . . .
H2A H -0.0179 -0.0327 0.4061 0.068 Uiso 1 1 d R . .
H2B H 0.0800 -0.0657 0.4560 0.068 Uiso 1 1 d R . .
H2C H 0.0471 -0.0960 0.3753 0.068 Uiso 1 1 d R . .
C13 C 0.22829(19) 0.1690(2) 0.08510(12) 0.0637(7) Uani 1 1 d . . .
H13A H 0.2252 0.2294 0.0683 0.076 Uiso 1 1 d R . .
H13B H 0.1675 0.1407 0.0659 0.076 Uiso 1 1 d R . .
H13C H 0.2763 0.1373 0.0693 0.076 Uiso 1 1 d R . .
C11 C 0.34449(16) 0.24524(16) 0.38583(11) 0.0485(5) Uani 1 1 d . . .
H11A H 0.4027 0.2787 0.4012 0.058 Uiso 1 1 d R . .
H11B H 0.3570 0.1837 0.3986 0.058 Uiso 1 1 d R . .
H11C H 0.2987 0.2683 0.4089 0.058 Uiso 1 1 d R . .


_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
K1 N2 2.7923(14) . ?
K1 N1 2.8469(14) . ?
K1 N3 2.9025(14) . ?
K1 N4 2.9404(15) . ?
K1 N1 3.0060(14) 2 ?
K1 C12 3.1997(19) . ?
K1 N2 3.2322(14) 2 ?
K1 K1 3.2701(7) 2 ?
K1 C14 3.273(2) . ?
K1 P1 3.4459(6) . ?
K1 P2 3.5536(6) . ?
K1 H12C 3.0091 . ?
K1 H14C 3.0384 . ?
P2 N2 1.5949(13) . ?
P2 N2 1.5949(13) 2 ?
P2 K1 3.5536(6) 2 ?
P1 N1 1.5950(14) 2 ?
P1 N1 1.5951(14) . ?
P1 K1 3.4459(6) 2 ?
N1 C1 1.478(2) . ?
N1 K1 3.0061(14) 2 ?
N2 C5 1.4743(19) . ?
N2 K1 3.2322(14) 2 ?
C12 N3 1.457(2) . ?
C12 H12A 0.9601 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9599 . ?
N4 C14 1.449(3) . ?
N4 C10 1.458(2) . ?
N4 C13 1.459(3) . ?
N3 C9 1.458(2) . ?
N3 C11 1.463(2) . ?
C1 C4 1.514(3) . ?
C1 C3 1.529(3) . ?
C1 C2 1.530(3) . ?
C5 C8 1.528(2) . ?
C5 C6 1.528(2) . ?
C5 C7 1.533(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9599 . ?
C6 H6C 0.9600 . ?
C10 C9 1.512(3) . ?
C10 H10A 0.9699 . ?
C10 H10B 0.9700 . ?
C7 H7A 0.9599 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9699 . ?
C9 H9B 0.9700 . ?
C8 H8A 0.9601 . ?
C8 H8B 0.9599 . ?
C8 H8C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9601 . ?
C3 H3C 0.9599 . ?
C14 H14A 0.9601 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9598 . ?
C4 H4C 0.9600 . ?
C2 H2A 0.9601 . ?
C2 H2B 0.9599 . ?
C2 H2C 0.9599 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 H11A 0.9601 . ?
C11 H11B 0.9599 . ?
C11 H11C 0.9600 . ?

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
N2 K1 N1 122.19(4) . . ?
N2 K1 N3 114.58(4) . . ?
N1 K1 N3 110.71(4) . . ?
N2 K1 N4 113.59(4) . . ?
N1 K1 N4 118.99(4) . . ?
N3 K1 N4 60.94(4) . . ?
N2 K1 N1 95.70(4) . 2 ?
N1 K1 N1 51.39(5) . 2 ?
N3 K1 N1 149.22(4) . 2 ?
N4 K1 N1 102.99(4) . 2 ?
N2 K1 C12 87.52(5) . . ?
N1 K1 C12 131.24(5) . . ?
N3 K1 C12 27.06(4) . . ?
N4 K1 C12 70.14(5) . . ?
N1 K1 C12 173.12(5) 2 . ?
N2 K1 N2 49.40(5) . 2 ?
N1 K1 N2 89.84(4) . 2 ?
N3 K1 N2 99.60(4) . 2 ?
N4 K1 N2 148.84(4) . 2 ?
N1 K1 N2 104.57(4) 2 2 ?
C12 K1 N2 82.14(4) . 2 ?
N2 K1 K1 63.87(3) . 2 ?
N1 K1 K1 58.38(3) . 2 ?
N3 K1 K1 144.83(3) . 2 ?
N4 K1 K1 154.12(3) . 2 ?
N1 K1 K1 53.75(3) 2 2 ?
C12 K1 K1 133.00(4) . 2 ?
N2 K1 K1 50.86(3) 2 2 ?
N2 K1 C14 137.00(5) . . ?
N1 K1 C14 92.73(5) . . ?
N3 K1 C14 67.25(5) . . ?
N4 K1 C14 26.27(5) . . ?
N1 K1 C14 87.18(5) 2 . ?
C12 K1 C14 86.33(5) . . ?
N2 K1 C14 166.64(5) 2 . ?
K1 K1 C14 140.13(4) 2 . ?
N2 K1 P1 118.91(3) . . ?
N1 K1 P1 27.30(3) . . ?
N3 K1 P1 125.64(3) . . ?
N4 K1 P1 103.78(3) . . ?
N1 K1 P1 27.56(3) 2 . ?
C12 K1 P1 152.03(4) . . ?
N2 K1 P1 107.38(3) 2 . ?
K1 K1 P1 61.674(7) 2 . ?
C14 K1 P1 80.08(4) . . ?
N2 K1 P2 25.71(3) . . ?
N1 K1 P2 113.84(3) . . ?
N3 K1 P2 100.34(3) . . ?
N4 K1 P2 127.17(3) . . ?
N1 K1 P2 109.82(3) 2 . ?
C12 K1 P2 75.48(4) . . ?
N2 K1 P2 26.65(2) 2 . ?
K1 K1 P2 62.606(7) 2 . ?
C14 K1 P2 153.41(4) . . ?
P1 K1 P2 124.280(11) . . ?
N2 K1 H12C 78.1 . . ?
N1 K1 H12C 148.4 . . ?
N3 K1 H12C 39.4 . . ?
N4 K1 H12C 62.2 . . ?
N1 K1 H12C 158.5 2 . ?
C12 K1 H12C 17.4 . . ?
N2 K1 H12C 87.2 2 . ?
K1 K1 H12C 135.5 2 . ?
C14 K1 H12C 83.8 . . ?
P1 K1 H12C 162.3 . . ?
P2 K1 H12C 73.0 . . ?
N2 K1 H14C 152.4 . . ?
N1 K1 H14C 82.8 . . ?
N3 K1 H14C 59.0 . . ?
N4 K1 H14C 38.8 . . ?
N1 K1 H14C 91.7 2 . ?
C12 K1 H14C 82.7 . . ?
N2 K1 H14C 152.2 2 . ?
K1 K1 H14C 138.5 2 . ?
C14 K1 H14C 17.0 . . ?
P1 K1 H14C 77.1 . . ?
P2 K1 H14C 158.0 . . ?
H12C K1 H14C 85.3 . . ?
N2 P2 N2 106.10(10) . 2 ?
N2 P2 K1 49.41(5) . . ?
N2 P2 K1 65.37(5) 2 . ?
N2 P2 K1 65.37(5) . 2 ?
N2 P2 K1 49.41(5) 2 2 ?
K1 P2 K1 54.788(14) . 2 ?
N1 P1 N1 105.64(10) 2 . ?
N1 P1 K1 54.94(5) 2 2 ?
N1 P1 K1 60.68(5) . 2 ?
N1 P1 K1 60.68(5) 2 . ?
N1 P1 K1 54.95(5) . . ?
K1 P1 K1 56.652(15) 2 . ?
C1 N1 P1 119.81(11) . . ?
C1 N1 K1 126.71(10) . . ?
P1 N1 K1 97.75(6) . . ?
C1 N1 K1 138.30(10) . 2 ?
P1 N1 K1 91.76(6) . 2 ?
K1 N1 K1 67.87(3) . 2 ?
C5 N2 P2 120.01(11) . . ?
C5 N2 K1 123.51(10) . . ?
P2 N2 K1 104.88(6) . . ?
C5 N2 K1 141.32(10) . 2 ?
P2 N2 K1 87.98(6) . 2 ?
K1 N2 K1 65.27(3) . 2 ?
N3 C12 K1 65.03(9) . . ?
N3 C12 H12A 109.4 . . ?
K1 C12 H12A 173.0 . . ?
N3 C12 H12B 109.4 . . ?
K1 C12 H12B 76.9 . . ?
H12A C12 H12B 109.5 . . ?
N3 C12 H12C 109.6 . . ?
K1 C12 H12C 70.0 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 N4 C10 111.50(16) . . ?
C14 N4 C13 110.05(18) . . ?
C10 N4 C13 108.84(17) . . ?
C14 N4 K1 89.78(11) . . ?
C10 N4 K1 114.19(10) . . ?
C13 N4 K1 120.94(13) . . ?
C12 N3 C9 111.31(15) . . ?
C12 N3 C11 109.65(16) . . ?
C9 N3 C11 109.01(15) . . ?
C12 N3 K1 87.91(10) . . ?
C9 N3 K1 116.81(10) . . ?
C11 N3 K1 120.03(12) . . ?
N1 C1 C4 108.05(15) . . ?
N1 C1 C3 110.37(15) . . ?
C4 C1 C3 108.31(16) . . ?
N1 C1 C2 113.07(14) . . ?
C4 C1 C2 108.88(18) . . ?
C3 C1 C2 108.05(18) . . ?
N2 C5 C8 107.27(14) . . ?
N2 C5 C6 108.77(14) . . ?
C8 C5 C6 108.85(14) . . ?
N2 C5 C7 114.87(13) . . ?
C8 C5 C7 108.00(15) . . ?
C6 C5 C7 108.94(15) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C10 C9 114.61(16) . . ?
N4 C10 H10A 108.6 . . ?
C9 C10 H10A 108.8 . . ?
N4 C10 H10B 108.4 . . ?
C9 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C5 C7 H7A 109.6 . . ?
C5 C7 H7B 109.4 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.4 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C9 C10 114.80(15) . . ?
N3 C9 H9A 108.7 . . ?
C10 C9 H9A 108.7 . . ?
N3 C9 H9B 108.5 . . ?
C10 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C5 C8 H8A 109.4 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.6 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.6 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.3 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C14 K1 63.95(10) . . ?
N4 C14 H14A 109.3 . . ?
K1 C14 H14A 169.5 . . ?
N4 C14 H14B 109.5 . . ?
K1 C14 H14B 80.9 . . ?
H14A C14 H14B 109.5 . . ?
N4 C14 H14C 109.6 . . ?
K1 C14 H14C 67.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C1 C4 H4A 109.3 . . ?
C1 C4 H4B 109.6 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.9 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N4 C13 H13A 109.6 . . ?
N4 C13 H13B 109.4 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C11 H11A 109.6 . . ?
N3 C11 H11B 109.4 . . ?
H11A C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.06
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.044
#===END===of===cif===submission====================

















