# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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#  fide research purposes only. It may contain copyright material 
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data_110323csp2_0m
_database_code_depnum_ccdc_archive 'CCDC 821227'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H27 N4 O10 P3'
_chemical_formula_weight         624.41

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'
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   P2(1)/n

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

_cell_length_a                   13.640(2)
_cell_length_b                   10.7221(19)
_cell_length_c                   18.581(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.220(2)
_cell_angle_gamma                90.00
_cell_volume                     2701.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9168
_exptl_absorpt_correction_T_max  0.9373
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16961
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         28.00
_reflns_number_total             6475
_reflns_number_gt                4909
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0794P)^2^+1.3344P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0107(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         6475
_refine_ls_number_parameters     393
_refine_ls_number_restraints     29
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1664
_refine_ls_wR_factor_gt          0.1562
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.146
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6645(2) 1.0271(3) 0.18721(15) 0.0496(6) Uani 1 1 d . . .
H1 H 0.6638 1.0841 0.2249 0.060 Uiso 1 1 calc R . .
C2 C 0.6898(2) 0.9042(3) 0.20227(17) 0.0566(7) Uani 1 1 d . . .
H2 H 0.7079 0.8787 0.2497 0.068 Uiso 1 1 calc R . .
C3 C 0.6879(2) 0.8202(3) 0.14632(17) 0.0543(7) Uani 1 1 d . . .
H3 H 0.7050 0.7374 0.1560 0.065 Uiso 1 1 calc R . .
C4 C 0.66070(17) 0.8580(2) 0.07500(15) 0.0443(6) Uani 1 1 d . . .
C5 C 0.6564(2) 0.7747(3) 0.01461(16) 0.0523(7) Uani 1 1 d . . .
H5 H 0.6702 0.6906 0.0224 0.063 Uiso 1 1 calc R . .
C6 C 0.63277(19) 0.8167(3) -0.05329(16) 0.0513(7) Uani 1 1 d . . .
H6 H 0.6291 0.7606 -0.0916 0.062 Uiso 1 1 calc R . .
C7 C 0.61323(17) 0.9458(2) -0.06767(14) 0.0429(5) Uani 1 1 d . . .
C8 C 0.59404(19) 0.9946(3) -0.13799(15) 0.0516(7) Uani 1 1 d . . .
H8 H 0.5925 0.9424 -0.1781 0.062 Uiso 1 1 calc R . .
C9 C 0.5777(2) 1.1188(3) -0.14667(15) 0.0543(7) Uani 1 1 d . . .
H9 H 0.5659 1.1530 -0.1928 0.065 Uiso 1 1 calc R . .
C10 C 0.5788(2) 1.1947(3) -0.08572(15) 0.0503(6) Uani 1 1 d . . .
H10 H 0.5657 1.2792 -0.0927 0.060 Uiso 1 1 calc R . .
C11 C 0.61515(15) 1.0307(2) -0.01007(13) 0.0376(5) Uani 1 1 d . . .
C12 C 0.63870(15) 0.9845(2) 0.06216(13) 0.0375(5) Uani 1 1 d . . .
C13 C 0.8837(2) 0.7644(3) -0.06088(15) 0.0534(7) Uani 1 1 d . . .
H13 H 0.8920 0.6785 -0.0639 0.064 Uiso 1 1 calc R . .
C14 C 0.8585(2) 0.8303(3) -0.12496(15) 0.0564(7) Uani 1 1 d . . .
H14 H 0.8507 0.7888 -0.1692 0.068 Uiso 1 1 calc R . .
C15 C 0.84534(18) 0.9563(3) -0.12203(15) 0.0542(7) Uani 1 1 d . . .
H15 H 0.8284 1.0016 -0.1642 0.065 Uiso 1 1 calc R . .
C16 C 0.85764(16) 1.0170(3) -0.05452(14) 0.0442(6) Uani 1 1 d . . .
C17 C 0.8445(2) 1.1475(3) -0.04504(16) 0.0537(7) Uani 1 1 d . . .
H17 H 0.8273 1.1969 -0.0856 0.064 Uiso 1 1 calc R . .
C18 C 0.8561(2) 1.2014(3) 0.02056(16) 0.0528(6) Uani 1 1 d . . .
H18 H 0.8466 1.2869 0.0248 0.063 Uiso 1 1 calc R . .
C19 C 0.88297(17) 1.1281(2) 0.08420(14) 0.0426(5) Uani 1 1 d . . .
C20 C 0.8985(2) 1.1786(2) 0.15419(16) 0.0518(6) Uani 1 1 d . . .
H20 H 0.8912 1.2639 0.1609 0.062 Uiso 1 1 calc R . .
C21 C 0.9242(2) 1.1034(3) 0.21241(15) 0.0534(7) Uani 1 1 d . . .
H21 H 0.9345 1.1371 0.2587 0.064 Uiso 1 1 calc R . .
C22 C 0.9347(2) 0.9763(3) 0.20202(14) 0.0467(6) Uani 1 1 d . . .
H22 H 0.9512 0.9244 0.2416 0.056 Uiso 1 1 calc R . .
C23 C 0.89637(16) 0.9997(2) 0.07635(12) 0.0372(5) Uani 1 1 d . . .
C24 C 0.88339(15) 0.9413(2) 0.00657(13) 0.0378(5) Uani 1 1 d . . .
N1 N 0.64102(14) 1.06426(18) 0.11913(11) 0.0401(4) Uani 1 1 d . . .
N2 N 0.59727(15) 1.15385(19) -0.01868(11) 0.0428(5) Uani 1 1 d . . .
N3 N 0.89654(15) 0.8166(2) 0.00365(11) 0.0445(5) Uani 1 1 d . . .
H23 H 0.6266 1.1443 0.1120 0.053 Uiso 1 1 d R . .
N4 N 0.92134(14) 0.92864(18) 0.13574(10) 0.0388(4) Uani 1 1 d . . .
H24 H 0.9352 0.8475 0.1334 0.047 Uiso 1 1 d R . .
O1 O 0.36569(16) 0.4470(2) 0.16608(12) 0.0648(6) Uani 1 1 d . . .
H33 H 0.3651 0.3874 0.1962 0.078 Uiso 1 1 d R . .
O2 O 0.18544(17) 0.4571(2) 0.18189(16) 0.0788(7) Uani 1 1 d . . .
H34 H 0.1366 0.5068 0.1769 0.095 Uiso 1 1 d R . .
O3 O 0.29108(16) 0.64776(19) 0.19461(13) 0.0655(6) Uani 1 1 d . . .
O4 O 0.8289(3) 0.5371(6) 0.1444(3) 0.0579(15) Uani 0.456(7) 1 d PDU A 1
H35 H 0.7707 0.5114 0.1317 0.069 Uiso 1 1 d RD A 1
O5 O 1.00167(17) 0.46257(18) 0.16631(14) 0.0694(6) Uani 1 1 d . A .
O6 O 0.95656(18) 0.68935(18) 0.16466(11) 0.0654(6) Uani 1 1 d . A .
O7 O 0.6825(3) 0.4675(4) 0.0618(2) 0.0561(13) Uani 0.544(7) 1 d PDU A 1
O8 O 0.52622(18) 0.5089(2) 0.11744(13) 0.0698(6) Uani 1 1 d . A .
H32 H 0.4927 0.4771 0.1488 0.084 Uiso 1 1 d R . .
O9 O 0.61061(17) 0.30242(18) 0.14107(10) 0.0595(5) Uani 1 1 d . A .
O4' O 0.8486(5) 0.5093(7) 0.0992(6) 0.145(3) Uani 0.544(7) 1 d PDU A 2
O7' O 0.6864(5) 0.5105(6) 0.1235(5) 0.103(3) Uani 0.456(7) 1 d PDU A 2
O1W O 0.13616(17) 0.7544(2) 0.23652(13) 0.0762(7) Uani 1 1 d . . .
H1W1 H 0.1792 0.6978 0.2336 0.091 Uiso 1 1 d R . .
H2W1 H 0.0807 0.7251 0.2191 0.091 Uiso 1 1 d R . .
P1 P 0.27225(5) 0.51968(7) 0.15660(4) 0.0469(2) Uani 1 1 d . . .
H29 H 0.2505 0.5506 0.0826 0.056 Uiso 1 1 d R . .
P2 P 0.93776(6) 0.56830(7) 0.12929(5) 0.0598(2) Uani 1 1 d D . .
H30 H 0.9593 0.5831 0.0569 0.124(16) Uiso 1 1 d R A .
P3 P 0.59751(6) 0.41216(7) 0.09422(5) 0.0592(2) Uani 1 1 d D . .
H31 H 0.5587 0.3724 0.0236 0.071 Uiso 1 1 d R A .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0487(14) 0.0528(16) 0.0479(14) 0.0011(12) 0.0075(11) -0.0067(12)
C2 0.0562(16) 0.0571(17) 0.0560(16) 0.0127(13) 0.0034(13) -0.0030(13)
C3 0.0527(15) 0.0411(14) 0.0701(18) 0.0136(13) 0.0108(13) 0.0037(12)
C4 0.0357(12) 0.0378(13) 0.0610(15) 0.0036(11) 0.0123(11) 0.0002(10)
C5 0.0503(14) 0.0333(13) 0.0757(19) -0.0018(12) 0.0182(13) 0.0016(11)
C6 0.0460(14) 0.0426(15) 0.0676(18) -0.0153(12) 0.0165(12) -0.0032(11)
C7 0.0314(11) 0.0463(14) 0.0525(14) -0.0069(11) 0.0116(10) -0.0031(10)
C8 0.0463(14) 0.0625(18) 0.0478(14) -0.0107(12) 0.0124(11) -0.0061(12)
C9 0.0537(15) 0.0636(18) 0.0461(14) 0.0059(13) 0.0085(12) -0.0028(13)
C10 0.0512(14) 0.0459(15) 0.0551(15) 0.0063(12) 0.0118(12) -0.0002(12)
C11 0.0284(10) 0.0368(12) 0.0491(13) -0.0016(10) 0.0107(9) -0.0028(9)
C12 0.0283(10) 0.0356(12) 0.0500(13) 0.0002(10) 0.0105(9) -0.0024(8)
C13 0.0497(14) 0.0579(17) 0.0526(15) -0.0137(13) 0.0050(12) 0.0008(12)
C14 0.0458(14) 0.080(2) 0.0427(14) -0.0124(13) 0.0034(11) -0.0020(14)
C15 0.0371(12) 0.082(2) 0.0427(14) 0.0034(13) 0.0019(10) -0.0055(13)
C16 0.0295(10) 0.0584(16) 0.0446(13) 0.0043(11) 0.0033(9) -0.0026(10)
C17 0.0462(14) 0.0577(17) 0.0564(16) 0.0157(13) 0.0023(12) 0.0034(12)
C18 0.0487(14) 0.0415(14) 0.0681(18) 0.0078(13) 0.0051(12) 0.0020(11)
C19 0.0359(11) 0.0383(13) 0.0545(14) -0.0013(10) 0.0089(10) -0.0031(9)
C20 0.0562(15) 0.0356(13) 0.0651(17) -0.0099(12) 0.0133(13) -0.0049(11)
C21 0.0659(17) 0.0486(15) 0.0470(14) -0.0144(12) 0.0119(12) -0.0041(13)
C22 0.0529(14) 0.0472(14) 0.0404(13) -0.0029(11) 0.0068(11) -0.0019(11)
C23 0.0294(10) 0.0401(12) 0.0425(12) -0.0007(9) 0.0058(9) -0.0025(9)
C24 0.0258(10) 0.0460(13) 0.0418(12) -0.0009(10) 0.0046(9) -0.0014(9)
N1 0.0372(10) 0.0357(10) 0.0479(11) 0.0007(8) 0.0071(8) -0.0018(8)
N2 0.0416(10) 0.0388(11) 0.0491(11) 0.0021(9) 0.0106(9) 0.0011(8)
N3 0.0441(11) 0.0470(12) 0.0423(11) -0.0079(9) 0.0041(8) 0.0016(9)
N4 0.0412(10) 0.0355(10) 0.0398(10) -0.0038(8) 0.0057(8) 0.0000(8)
O1 0.0639(13) 0.0581(13) 0.0749(14) 0.0172(10) 0.0189(11) 0.0205(10)
O2 0.0579(13) 0.0497(13) 0.130(2) -0.0075(13) 0.0143(13) -0.0020(10)
O3 0.0672(13) 0.0472(12) 0.0839(15) -0.0115(10) 0.0162(11) -0.0076(10)
O4 0.039(2) 0.088(4) 0.046(3) -0.008(2) 0.0031(18) -0.019(2)
O5 0.0680(13) 0.0366(10) 0.1044(18) 0.0065(11) 0.0123(12) -0.0015(9)
O6 0.0879(15) 0.0421(11) 0.0626(12) -0.0073(9) -0.0084(11) 0.0088(10)
O7 0.055(2) 0.065(3) 0.050(2) 0.0075(18) 0.0142(16) -0.0058(17)
O8 0.0857(16) 0.0474(12) 0.0806(15) 0.0129(10) 0.0287(12) 0.0141(11)
O9 0.0861(15) 0.0391(10) 0.0537(11) 0.0044(8) 0.0093(10) 0.0065(10)
O4' 0.089(4) 0.116(5) 0.219(8) -0.068(5) -0.037(5) -0.013(4)
O7' 0.087(4) 0.074(4) 0.152(7) -0.012(4) 0.029(4) -0.026(3)
O1W 0.0636(13) 0.0681(15) 0.0947(17) -0.0358(13) -0.0004(12) 0.0080(11)
P1 0.0529(4) 0.0417(4) 0.0452(4) -0.0004(3) 0.0012(3) 0.0090(3)
P2 0.0648(5) 0.0449(4) 0.0664(5) -0.0070(3) -0.0084(4) -0.0083(3)
P3 0.0654(5) 0.0465(4) 0.0694(5) 0.0169(3) 0.0245(4) 0.0114(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.332(3) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.374(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(4) . ?
C3 H3 0.9300 . ?
C4 C12 1.404(3) . ?
C4 C5 1.430(4) . ?
C5 C6 1.345(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.429(4) . ?
C6 H6 0.9300 . ?
C7 C11 1.403(3) . ?
C7 C8 1.406(4) . ?
C8 C9 1.358(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.393(4) . ?
C9 H9 0.9300 . ?
C10 N2 1.318(3) . ?
C10 H10 0.9300 . ?
C11 N2 1.349(3) . ?
C11 C12 1.434(3) . ?
C12 N1 1.359(3) . ?
C13 N3 1.318(3) . ?
C13 C14 1.395(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.365(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.407(4) . ?
C15 H15 0.9300 . ?
C16 C24 1.408(3) . ?
C16 C17 1.425(4) . ?
C17 C18 1.343(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.434(4) . ?
C18 H18 0.9300 . ?
C19 C23 1.399(3) . ?
C19 C20 1.403(4) . ?
C20 C21 1.364(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(4) . ?
C21 H21 0.9300 . ?
C22 N4 1.328(3) . ?
C22 H22 0.9300 . ?
C23 N4 1.354(3) . ?
C23 C24 1.434(3) . ?
C24 N3 1.351(3) . ?
N1 H23 0.8871 . ?
N4 H24 0.8924 . ?
O1 P1 1.488(2) . ?
O1 H33 0.8495 . ?
O2 P1 1.481(2) . ?
O2 H34 0.8501 . ?
O3 P1 1.553(2) . ?
O4 P2 1.577(4) . ?
O4 H35 0.8482 . ?
O5 P2 1.545(2) . ?
O6 P2 1.465(2) . ?
O7 P3 1.486(3) . ?
O8 P3 1.516(2) . ?
O8 H32 0.8500 . ?
O9 P3 1.463(2) . ?
O4' P2 1.430(5) . ?
O4' H35 1.2774 . ?
O7' P3 1.654(5) . ?
O7' H35 1.1439 . ?
O1W H1W1 0.8500 . ?
O1W H2W1 0.8500 . ?
P1 H29 1.4151 . ?
P2 H30 1.4160 . ?
P3 H31 1.4264 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 120.4(3) . . ?
N1 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C12 118.1(2) . . ?
C3 C4 C5 123.2(2) . . ?
C12 C4 C5 118.7(2) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C11 C7 C8 117.0(2) . . ?
C11 C7 C6 119.9(2) . . ?
C8 C7 C6 123.1(2) . . ?
C9 C8 C7 119.2(3) . . ?
C9 C8 H8 120.4 . . ?
C7 C8 H8 120.4 . . ?
C8 C9 C10 119.3(3) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N2 C10 C9 124.0(3) . . ?
N2 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N2 C11 C7 123.8(2) . . ?
N2 C11 C12 117.9(2) . . ?
C7 C11 C12 118.3(2) . . ?
N1 C12 C4 119.3(2) . . ?
N1 C12 C11 119.7(2) . . ?
C4 C12 C11 121.0(2) . . ?
N3 C13 C14 123.9(3) . . ?
N3 C13 H13 118.1 . . ?
C14 C13 H13 118.1 . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.3(3) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C24 116.6(3) . . ?
C15 C16 C17 124.0(3) . . ?
C24 C16 C17 119.4(2) . . ?
C18 C17 C16 122.1(3) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C17 C18 C19 120.5(3) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C23 C19 C20 117.9(2) . . ?
C23 C19 C18 118.6(2) . . ?
C20 C19 C18 123.5(3) . . ?
C21 C20 C19 120.5(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 119.5(2) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
N4 C22 C21 120.1(3) . . ?
N4 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
N4 C23 C19 119.5(2) . . ?
N4 C23 C24 119.2(2) . . ?
C19 C23 C24 121.3(2) . . ?
N3 C24 C16 124.1(2) . . ?
N3 C24 C23 117.7(2) . . ?
C16 C24 C23 118.2(2) . . ?
C1 N1 C12 122.3(2) . . ?
C1 N1 H23 117.3 . . ?
C12 N1 H23 120.4 . . ?
C10 N2 C11 116.8(2) . . ?
C13 N3 C24 116.9(2) . . ?
C22 N4 C23 122.5(2) . . ?
C22 N4 H24 114.4 . . ?
C23 N4 H24 123.0 . . ?
P1 O1 H33 113.8 . . ?
P1 O2 H34 109.1 . . ?
P2 O4 H35 152.9 . . ?
P3 O8 H32 109.2 . . ?
P2 O4' H35 121.6 . . ?
P3 O7' H35 137.8 . . ?
H1W1 O1W H2W1 107.7 . . ?
O2 P1 O1 115.42(14) . . ?
O2 P1 O3 110.77(13) . . ?
O1 P1 O3 108.18(13) . . ?
O2 P1 H29 108.9 . . ?
O1 P1 H29 108.9 . . ?
O3 P1 H29 104.0 . . ?
O4' P2 O6 131.8(3) . . ?
O4' P2 O5 105.3(4) . . ?
O6 P2 O5 112.79(13) . . ?
O4' P2 O4 36.7(4) . . ?
O6 P2 O4 103.3(2) . . ?
O5 P2 O4 105.2(2) . . ?
O4' P2 H30 86.2 . . ?
O6 P2 H30 106.4 . . ?
O5 P2 H30 109.9 . . ?
O4 P2 H30 119.3 . . ?
O9 P3 O7 120.77(18) . . ?
O9 P3 O8 114.94(13) . . ?
O7 P3 O8 113.25(19) . . ?
O9 P3 O7' 106.2(3) . . ?
O7 P3 O7' 45.8(3) . . ?
O8 P3 O7' 86.6(3) . . ?
O9 P3 H31 108.5 . . ?
O7 P3 H31 88.5 . . ?
O8 P3 H31 106.3 . . ?
O7' P3 H31 132.7 . . ?

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
N1 C1 C2 C3 -1.7(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C12 2.1(4) . . . . ?
C2 C3 C4 C5 -179.4(3) . . . . ?
C3 C4 C5 C6 -177.9(2) . . . . ?
C12 C4 C5 C6 0.7(4) . . . . ?
C4 C5 C6 C7 1.4(4) . . . . ?
C5 C6 C7 C11 -2.3(4) . . . . ?
C5 C6 C7 C8 176.1(2) . . . . ?
C11 C7 C8 C9 -0.6(4) . . . . ?
C6 C7 C8 C9 -179.0(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C8 C9 C10 N2 1.7(4) . . . . ?
C8 C7 C11 N2 1.8(3) . . . . ?
C6 C7 C11 N2 -179.8(2) . . . . ?
C8 C7 C11 C12 -177.4(2) . . . . ?
C6 C7 C11 C12 1.1(3) . . . . ?
C3 C4 C12 N1 -2.4(3) . . . . ?
C5 C4 C12 N1 179.0(2) . . . . ?
C3 C4 C12 C11 176.8(2) . . . . ?
C5 C4 C12 C11 -1.8(3) . . . . ?
N2 C11 C12 N1 0.9(3) . . . . ?
C7 C11 C12 N1 -179.9(2) . . . . ?
N2 C11 C12 C4 -178.3(2) . . . . ?
C7 C11 C12 C4 0.9(3) . . . . ?
N3 C13 C14 C15 -0.3(4) . . . . ?
C13 C14 C15 C16 0.1(4) . . . . ?
C14 C15 C16 C24 0.1(4) . . . . ?
C14 C15 C16 C17 -179.1(3) . . . . ?
C15 C16 C17 C18 179.3(3) . . . . ?
C24 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C19 0.3(4) . . . . ?
C17 C18 C19 C23 -0.3(4) . . . . ?
C17 C18 C19 C20 178.5(3) . . . . ?
C23 C19 C20 C21 -1.1(4) . . . . ?
C18 C19 C20 C21 -179.9(3) . . . . ?
C19 C20 C21 C22 -0.2(4) . . . . ?
C20 C21 C22 N4 1.0(4) . . . . ?
C20 C19 C23 N4 1.4(3) . . . . ?
C18 C19 C23 N4 -179.7(2) . . . . ?
C20 C19 C23 C24 -179.1(2) . . . . ?
C18 C19 C23 C24 -0.2(3) . . . . ?
C15 C16 C24 N3 0.0(3) . . . . ?
C17 C16 C24 N3 179.2(2) . . . . ?
C15 C16 C24 C23 -179.9(2) . . . . ?
C17 C16 C24 C23 -0.6(3) . . . . ?
N4 C23 C24 N3 0.3(3) . . . . ?
C19 C23 C24 N3 -179.2(2) . . . . ?
N4 C23 C24 C16 -179.8(2) . . . . ?
C19 C23 C24 C16 0.7(3) . . . . ?
C2 C1 N1 C12 1.4(4) . . . . ?
C4 C12 N1 C1 0.7(3) . . . . ?
C11 C12 N1 C1 -178.5(2) . . . . ?
C9 C10 N2 C11 -0.6(4) . . . . ?
C7 C11 N2 C10 -1.2(3) . . . . ?
C12 C11 N2 C10 178.0(2) . . . . ?
C14 C13 N3 C24 0.4(4) . . . . ?
C16 C24 N3 C13 -0.3(3) . . . . ?
C23 C24 N3 C13 179.6(2) . . . . ?
C21 C22 N4 C23 -0.7(4) . . . . ?
C19 C23 N4 C22 -0.6(3) . . . . ?
C24 C23 N4 C22 179.9(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H35 O7 0.85 1.74 2.497(6) 147.8 .
N1 H23 O9 0.89 1.80 2.626(3) 154.0 1_565
N4 H24 O6 0.89 1.81 2.655(3) 158.0 .
O1 H33 O1W 0.85 1.90 2.748(3) 179.9 2_545
O2 H34 O5 0.85 1.89 2.493(3) 126.7 1_455
O8 H32 O1 0.85 1.82 2.546(3) 141.6 .
O1W H1W1 O3 0.85 1.84 2.595(3) 147.3 .
O1W H2W1 O6 0.85 1.91 2.750(3) 167.1 1_455

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.680
_refine_diff_density_rms         0.059