# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2002


data_global

_journal_coden_Cambridge      207
_journal_volume           ?
_journal_year             ? 
_journal_page_first       ?

_publ_requested_journal       'Perkin Transactions 1'

loop_
_publ_author_name
'Henryk Krawczyk'
'Marcin Sliwinski'
'Wojciech M. Wolf'

_publ_contact_author_name     	'Dr Henryk Krawczyk'  
_publ_contact_author_address 
;
Dr Henryk Krawczyk
Institute of Organic Chemistry
Technical University (Politechnika)
90-924 Lodz
Zeromskiego
116
POLAND
;
_publ_contact_author_email       'HENKRAWC@P.LODZ.PL'

_publ_section_title
;
Nitroalkanes as nucleophiles in a self-catalytic
Michael reaction
;

data_11 

_database_code_CSD	194257


_audit_creation_method   'manual editing of the SHELXL97 .cif file'   
_chemical_name_systematic 
;
Dicyclohexylammonium 2-diethoxyphosphoryl-N-hydroxysuccinamate 
; 
_chemical_name_common             ? 
_chemical_melting_point       '454-455 K' 
_chemical_formula_moiety      '2(C12 H24 N), C6 H8 N O6 P, C3 H8 O'
_chemical_formula_sum 
'C33 H64 N3 O7 P1'
_chemical_formula_weight          645.84 

loop_ 
_atom_type_symbol 
_atom_type_description 
_atom_type_scat_dispersion_real 
_atom_type_scat_dispersion_imag 
_atom_type_scat_source 
'C'  'C'   0.0181   0.0091 
'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'   0.0311   0.0180 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'O'  'O'   0.0492   0.0322 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
'P'  'P'   0.2955   0.4335 
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

#============================================================================
#
# CRYSTAL DATA

_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    'P 2~1~/c'  

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

_cell_length_a                    17.464(2) 
_cell_length_b                     9.908(1) 
_cell_length_c                    22.979(2) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  110.740(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      3718.5(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     291(2) 
_cell_measurement_reflns_used     62 
_cell_measurement_theta_min       7 
_cell_measurement_theta_max       16 

_exptl_crystal_description        Prism 
_exptl_crystal_colour             Colourless 
_exptl_crystal_size_max           0.6 
_exptl_crystal_size_mid           0.2
_exptl_crystal_size_min           0.3
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.152 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1416 
_exptl_absorpt_coefficient_mu     1.026 
_exptl_absorpt_correction_type    None 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 
#============================================================================
#
# EXPERIMENTAL DATA

_diffrn_ambient_temperature       291(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'KUMA Diffraction KM-4'  
_diffrn_measurement_method        \w--2\q    
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          3 
_diffrn_standards_interval_count  100 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         5 
_diffrn_reflns_number             7937 
_diffrn_reflns_av_R_equivalents   0.0217 
_diffrn_reflns_av_sigmaI/netI     0.0288 
_diffrn_reflns_limit_h_min        -19 
_diffrn_reflns_limit_h_max        21 
_diffrn_reflns_limit_k_min        -12 
_diffrn_reflns_limit_k_max        1 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        28 
_diffrn_reflns_theta_min          2.71 
_diffrn_reflns_theta_max          70.00 
_diffrn_measured_fraction_theta_max    0.931 
_diffrn_reflns_theta_full              70.00 
_diffrn_measured_fraction_theta_full   0.931 
_reflns_number_total              6562 
_reflns_number_gt                 5141 
_reflns_threshold_expression      >2sigma(I) 

#============================================================================
#
# REFINEMENT DATA

_computing_data_collection        'KM-4 (Kuma Diffraction, 1991)'   
_computing_cell_refinement        'KM-4 (Kuma Diffraction, 1991)'   
_computing_data_reduction         'Dataproc 9.0 (Ga\/ldecki et al., 1995)'  
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1997)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'  
_computing_molecular_graphics     'XP (Siemens, 1990)'   
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)'  

_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 
'w=1/[\s^2^(Fo^2^)+(0.1155P)^2^+2.3720P] 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     mixed 
_refine_ls_extinction_method      SHELXL-97 
_refine_ls_extinction_coef        0.00046(13) 
_refine_ls_extinction_expression 
'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' 
_refine_ls_number_reflns          6562 
_refine_ls_number_parameters      427 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0801 
_refine_ls_R_factor_gt            0.0650 
_refine_ls_wR_factor_ref          0.2037 
_refine_ls_wR_factor_gt           0.1890 
_refine_ls_goodness_of_fit_ref    1.026 
_refine_ls_restrained_S_all       1.026 
_refine_ls_shift/su_max           0.003 
_refine_ls_shift/su_mean          0.001 
_refine_diff_density_max          0.841 
_refine_diff_density_min         -0.517 
_refine_diff_density_rms          0.055 

#============================================================================
#
# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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 0.33699(4) 0.68200(7) 0.21801(3) 0.0440(2) Uani 1 1 d . . . 
O1   O 0.37631(13) 0.5490(2) 0.23666(10) 0.0609(6) Uani 1 1 d . . . 
O2   O 0.38642(11) 0.8061(2) 0.23959(11) 0.0579(6) Uani 1 1 d . . . 
O3   O 0.25871(13) 0.6974(2) 0.23869(11) 0.0621(6) Uani 1 1 d . . . 
O4   O 0.08393(11) 0.5784(2) 0.05163(10) 0.0555(6) Uani 1 1 d . . . 
O5   O 0.23887(12) 0.4632(2) 0.10298(11) 0.0624(6) Uani 1 1 d . . . 
O6   O 0.09897(14) 0.8558(2) 0.05481(13) 0.0740(8) Uani 1 1 d . . . 
N1   N 0.15440(12) 0.6463(2) 0.07754(11) 0.0421(5) Uani 1 1 d . . . 
C1   C 0.29181(15) 0.6922(3) 0.13319(13) 0.0440(6) Uani 1 1 d . . . 
H11  H 0.3357 0.6856 0.1160 0.042(7) Uiso 1 1 calc R . . 
C2   C 0.24523(17) 0.8244(3) 0.11093(17) 0.0580(8) Uani 1 1 d . . . 
H21  H 0.2498 0.8826 0.1459 0.059(9) Uiso 1 1 calc R . . 
H22  H 0.2665 0.8719 0.0830 0.094(14) Uiso 1 1 calc R . . 
C3   C 0.15826(17) 0.7835(3) 0.07789(14) 0.0489(7) Uani 1 1 d . . . 
C4   C 0.22889(15) 0.5848(3) 0.10377(13) 0.0429(6) Uani 1 1 d . . . 
C5   C 0.2079(3) 0.5841(5) 0.2399(2) 0.0869(13) Uani 1 1 d . . . 
H51  H 0.2287 0.5409 0.2804 0.14(2) Uiso 1 1 calc R . . 
H52  H 0.2088 0.5184 0.2088 0.14(2) Uiso 1 1 calc R . . 
C6   C 0.1230(3) 0.6314(7) 0.2269(3) 0.133(2) Uani 1 1 d . . . 
H61  H 0.1230 0.7006 0.2561 0.173(16) Uiso 1 1 calc R . . 
H62  H 0.0898 0.5572 0.2307 0.173(16) Uiso 1 1 calc R . . 
H63  H 0.1012 0.6671 0.1854 0.173(16) Uiso 1 1 calc R . . 
N2   N 0.06404(12) 0.3114(2) 0.02260(10) 0.0395(5) Uani 1 1 d . . . 
H1   H 0.0825 0.3923 0.0396 0.060(10) Uiso 1 1 calc R . . 
H2   H 0.0134 0.3243 -0.0054 0.072(11) Uiso 1 1 calc R . . 
C7   C 0.05674(17) 0.2224(3) 0.07299(14) 0.0468(6) Uani 1 1 d . . . 
H71  H 0.0273 0.1404 0.0536 0.068(10) Uiso 1 1 calc R . . 
C8   C 0.0051(2) 0.2970(4) 0.10297(19) 0.0702(10) Uani 1 1 d . . . 
H81  H -0.0488 0.3131 0.0721 0.062(10) Uiso 1 1 calc R . . 
H82  H 0.0299 0.3840 0.1177 0.072(11) Uiso 1 1 calc R . . 
C9   C -0.0039(3) 0.2191(5) 0.1573(2) 0.0921(14) Uani 1 1 d . . . 
H91  H -0.0310 0.2760 0.1785 0.128(19) Uiso 1 1 calc R . . 
H92  H -0.0384 0.1409 0.1415 0.086(14) Uiso 1 1 calc R . . 
C10  C 0.0761(3) 0.1739(5) 0.20278(19) 0.0912(14) Uani 1 1 d . . . 
H101 H 0.0667 0.1166 0.2338 0.099(14) Uiso 1 1 calc R . . 
H102 H 0.1072 0.2519 0.2239 0.16(2) Uiso 1 1 calc R . . 
C11  C 0.1249(2) 0.0970(4) 0.17112(17) 0.0727(10) Uani 1 1 d . . . 
H111 H 0.0959 0.0148 0.1532 0.092(14) Uiso 1 1 calc R . . 
H112 H 0.1774 0.0719 0.2017 0.093(13) Uiso 1 1 calc R . . 
C12  C 0.1385(2) 0.1813(3) 0.12004(15) 0.0588(8) Uani 1 1 d . . . 
H121 H 0.1703 0.2610 0.1381 0.060(9) Uiso 1 1 calc R . . 
H122 H 0.1689 0.1290 0.0997 0.091(14) Uiso 1 1 calc R . . 
C13  C 0.11784(16) 0.2657(3) -0.01218(13) 0.0460(6) Uani 1 1 d . . . 
H131 H 0.1745 0.2647 0.0171 0.053(8) Uiso 1 1 calc R . . 
C14  C 0.1119(2) 0.3697(4) -0.06140(17) 0.0633(8) Uani 1 1 d . . . 
H141 H 0.1288 0.4569 -0.0418 0.064(10) Uiso 1 1 calc R . . 
H142 H 0.0555 0.3772 -0.0893 0.070(11) Uiso 1 1 calc R . . 
C15  C 0.1662(3) 0.3320(5) -0.0990(2) 0.0810(12) Uani 1 1 d . . . 
H151 H 0.1567 0.3954 -0.1331 0.120(18) Uiso 1 1 calc R . . 
H152 H 0.2234 0.3385 -0.0725 0.076(12) Uiso 1 1 calc R . . 
C16  C 0.1483(3) 0.1906(5) -0.1248(2) 0.0885(14) Uani 1 1 d . . . 
H161 H 0.0933 0.1870 -0.1554 0.13(2) Uiso 1 1 calc R . . 
H162 H 0.1863 0.1668 -0.1454 0.114(16) Uiso 1 1 calc R . . 
C17  C 0.1559(3) 0.0913(4) -0.0741(2) 0.0817(12) Uani 1 1 d . . . 
H171 H 0.2118 0.0908 -0.0449 0.094(14) Uiso 1 1 calc R . . 
H172 H 0.1433 0.0015 -0.0918 0.120(17) Uiso 1 1 calc R . . 
C18  C 0.0977(2) 0.1262(3) -0.03939(17) 0.0630(9) Uani 1 1 d . . . 
H181 H 0.0413 0.1232 -0.0679 0.068(10) Uiso 1 1 calc R . . 
H182 H 0.1040 0.0611 -0.0065 0.099(15) Uiso 1 1 calc R . . 
N3   N 0.55432(12) 0.8075(2) 0.27137(10) 0.0398(5) Uani 1 1 d . . . 
H3   H 0.4998 0.8109 0.2624 0.037(7) Uiso 1 1 calc R . . 
H4   H 0.5710 0.8918 0.2674 0.055(9) Uiso 1 1 calc R . . 
C19  C 0.59348(15) 0.7670(3) 0.33841(12) 0.0405(6) Uani 1 1 d . . . 
H191 H 0.6529 0.7766 0.3505 0.042(7) Uiso 1 1 calc R . . 
C20  C 0.57453(18) 0.6217(3) 0.34933(13) 0.0486(7) Uani 1 1 d . . . 
H201 H 0.5956 0.5615 0.3253 0.047(8) Uiso 1 1 calc R . . 
H202 H 0.5158 0.6090 0.3361 0.059(9) Uiso 1 1 calc R . . 
C21  C 0.6143(2) 0.5893(4) 0.41848(14) 0.0607(8) Uani 1 1 d . . . 
H211 H 0.6003 0.4977 0.4259 0.063(10) Uiso 1 1 calc R . . 
H212 H 0.6733 0.5944 0.4304 0.070(11) Uiso 1 1 calc R . . 
C22  C 0.5867(3) 0.6858(4) 0.45827(16) 0.0719(10) Uani 1 1 d . . . 
H221 H 0.5287 0.6728 0.4499 0.070(11) Uiso 1 1 calc R . . 
H222 H 0.6159 0.6657 0.5019 0.069(10) Uiso 1 1 calc R . . 
C23  C 0.6019(2) 0.8308(4) 0.44558(15) 0.0662(9) Uani 1 1 d . . . 
H231 H 0.6604 0.8471 0.4597 0.063(10) Uiso 1 1 calc R . . 
H232 H 0.5789 0.8897 0.4689 0.080(12) Uiso 1 1 calc R . . 
C24  C 0.56403(19) 0.8640(3) 0.37687(14) 0.0519(7) Uani 1 1 d . . . 
H241 H 0.5049 0.8590 0.3639 0.054(9) Uiso 1 1 calc R . . 
H242 H 0.5786 0.9555 0.3698 0.055(9) Uiso 1 1 calc R . . 
C25  C 0.56978(16) 0.7217(3) 0.22343(12) 0.0432(6) Uani 1 1 d . . . 
H251 H 0.5444 0.6332 0.2229 0.045(8) Uiso 1 1 calc R . . 
C26  C 0.66011(19) 0.7015(4) 0.23668(14) 0.0575(8) Uani 1 1 d . . . 
H261 H 0.6848 0.6557 0.2763 0.069(10) Uiso 1 1 calc R . . 
H262 H 0.6867 0.7884 0.2394 0.074(12) Uiso 1 1 calc R . . 
C27  C 0.6724(3) 0.6177(5) 0.18504(16) 0.0752(11) Uani 1 1 d . . . 
H271 H 0.7306 0.6066 0.1935 0.084(12) Uiso 1 1 calc R . . 
H272 H 0.6487 0.5289 0.1842 0.123(19) Uiso 1 1 calc R . . 
C28  C 0.6328(2) 0.6851(5) 0.12232(16) 0.0712(10) Uani 1 1 d . . . 
H281 H 0.6595 0.7708 0.1220 0.072(12) Uiso 1 1 calc R . . 
H282 H 0.6398 0.6286 0.0901 0.083(12) Uiso 1 1 calc R . . 
C29  C 0.5425(2) 0.7084(4) 0.10873(15) 0.0643(9) Uani 1 1 d . . . 
H291 H 0.5148 0.6221 0.1043 0.084(12) Uiso 1 1 calc R . . 
H292 H 0.5192 0.7570 0.0698 0.097(14) Uiso 1 1 calc R . . 
C30  C 0.52861(17) 0.7888(3) 0.16057(13) 0.0515(7) Uani 1 1 d . . . 
H301 H 0.5504 0.8792 0.1616 0.080(12) Uiso 1 1 calc R . . 
H302 H 0.4703 0.7963 0.1522 0.058(9) Uiso 1 1 calc R . . 
O7   O 0.2528(5) 0.8161(9) 0.3629(4) 0.254(2) Uiso 1 1 d . . . 
C31  C 0.3394(5) 0.6331(11) 0.4124(4) 0.254(2) Uiso 1 1 d . . . 
H311 H 0.2898 0.5863 0.4087 0.254(2) Uiso 1 1 calc R . . 
H312 H 0.3813 0.6100 0.4513 0.254(2) Uiso 1 1 calc R . . 
H313 H 0.3568 0.6076 0.3787 0.254(2) Uiso 1 1 calc R . . 
C32  C 0.3254(5) 0.7741(11) 0.4103(4) 0.254(2) Uiso 1 1 d R . . 
H321 H 0.3736 0.8298 0.4149 0.254(2) Uiso 1 1 calc R . . 
C33  C 0.2865(8) 0.7984(13) 0.4601(6) 0.254(2) Uiso 1 1 d . . . 
H331 H 0.2396 0.7411 0.4520 0.254(2) Uiso 1 1 calc R . . 
H332 H 0.2700 0.8911 0.4588 0.254(2) Uiso 1 1 calc R . . 
H333 H 0.3258 0.7782 0.5005 0.254(2) Uiso 1 1 calc R . . 

loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 
P1  0.0292(3) 0.0454(4) 0.0505(4) -0.0067(3) 0.0057(3) 0.0034(3) 
O1  0.0562(12) 0.0531(13) 0.0592(12) -0.0018(10) 0.0029(10) 0.0171(10) 
O2  0.0354(10) 0.0552(13) 0.0714(14) -0.0184(11) 0.0043(9) -0.0029(8) 
O3  0.0491(12) 0.0685(15) 0.0739(15) -0.0095(12) 0.0283(11) -0.0017(10) 
O4  0.0300(9) 0.0416(11) 0.0781(14) -0.0054(10) -0.0016(9) -0.0050(8) 
O5  0.0461(11) 0.0414(11) 0.0817(15) -0.0114(11) 0.0005(10) 0.0048(9) 
O6  0.0519(12) 0.0439(12) 0.0966(18) 0.0088(12) -0.0102(12) 0.0077(10) 
N1  0.0297(10) 0.0377(12) 0.0500(12) -0.0016(10) 0.0031(9) -0.0045(8) 
C1  0.0277(11) 0.0443(15) 0.0535(16) -0.0022(12) 0.0063(11) -0.0038(10) 
C2  0.0434(15) 0.0406(15) 0.074(2) 0.0075(16) 0.0016(14) -0.0079(12) 
C3  0.0399(14) 0.0408(15) 0.0540(16) 0.0045(13) 0.0019(12) -0.0001(11) 
C4  0.0323(12) 0.0424(15) 0.0472(14) -0.0027(12) 0.0055(11) 0.0002(10) 
C5  0.078(3) 0.103(3) 0.095(3) -0.014(3) 0.049(2) -0.027(2) 
C6  0.075(3) 0.182(6) 0.164(6) -0.039(5) 0.069(3) -0.036(4) 
N2  0.0310(10) 0.0382(12) 0.0428(11) -0.0008(10) 0.0050(9) 0.0007(8) 
C7  0.0445(14) 0.0424(15) 0.0506(15) 0.0020(13) 0.0132(12) -0.0014(11) 
C8  0.072(2) 0.073(2) 0.076(2) 0.008(2) 0.039(2) 0.0100(18) 
C9  0.104(3) 0.103(4) 0.092(3) 0.009(3) 0.062(3) 0.002(3) 
C10 0.119(4) 0.100(3) 0.052(2) 0.002(2) 0.028(2) -0.022(3) 
C11 0.075(2) 0.073(2) 0.0568(19) 0.0136(18) 0.0075(18) -0.0054(19) 
C12 0.0520(17) 0.0590(19) 0.0549(17) 0.0075(16) 0.0058(14) -0.0031(15) 
C13 0.0411(13) 0.0442(15) 0.0494(15) -0.0016(12) 0.0118(12) 0.0036(11) 
C14 0.064(2) 0.064(2) 0.067(2) 0.0083(18) 0.0284(17) 0.0053(16) 
C15 0.085(3) 0.095(3) 0.077(3) 0.005(2) 0.046(2) 0.000(2) 
C16 0.080(3) 0.125(4) 0.070(2) -0.024(3) 0.038(2) -0.004(2) 
C17 0.081(3) 0.071(3) 0.100(3) -0.030(2) 0.041(2) 0.002(2) 
C18 0.066(2) 0.0517(19) 0.070(2) -0.0120(17) 0.0233(17) -0.0046(15) 
N3  0.0328(10) 0.0406(12) 0.0421(11) -0.0013(10) 0.0085(9) -0.0020(9) 
C19 0.0313(11) 0.0476(15) 0.0376(13) -0.0064(11) 0.0061(10) -0.0025(10) 
C20 0.0524(16) 0.0474(16) 0.0394(14) -0.0012(12) 0.0082(12) -0.0003(12) 
C21 0.071(2) 0.058(2) 0.0456(16) 0.0048(15) 0.0112(15) 0.0091(16) 
C22 0.085(3) 0.088(3) 0.0456(17) 0.0016(18) 0.0269(17) 0.010(2) 
C23 0.077(2) 0.072(2) 0.0490(17) -0.0162(17) 0.0213(16) 0.0062(18) 
C24 0.0553(17) 0.0490(17) 0.0527(16) -0.0078(14) 0.0207(14) 0.0033(13) 
C25 0.0419(13) 0.0457(15) 0.0387(13) -0.0035(12) 0.0102(11) -0.0038(11) 
C26 0.0471(16) 0.076(2) 0.0468(16) -0.0024(16) 0.0135(13) 0.0122(15) 
C27 0.076(2) 0.097(3) 0.057(2) 0.000(2) 0.0283(18) 0.026(2) 
C28 0.073(2) 0.096(3) 0.0510(18) 0.0007(19) 0.0302(17) 0.006(2) 
C29 0.067(2) 0.082(2) 0.0418(16) 0.0019(16) 0.0157(14) -0.0110(18) 
C30 0.0416(14) 0.0639(19) 0.0440(15) 0.0042(14) 0.0090(12) -0.0036(13) 

#============================================================================
#
# MOLECULAR GEOMETRY

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

loop_ 
_geom_bond_atom_site_label_1 
_geom_bond_atom_site_label_2 
_geom_bond_distance 
_geom_bond_site_symmetry_2 
_geom_bond_publ_flag 
P1 O1 1.477(2) . ? 
P1 O2 1.483(2) . ? 
P1 O3 1.606(2) . ? 
P1 C1 1.828(3) . ? 
O3 C5 1.437(5) . ? 
O4 N1 1.342(3) . ? 
O5 C4 1.219(3) . ? 
O6 C3 1.216(3) . ? 
N1 C3 1.361(4) . ? 
N1 C4 1.368(3) . ? 
C1 C4 1.507(3) . ? 
C1 C2 1.531(4) . ? 
C1 H11 0.9800 . ? 
C2 C3 1.494(4) . ? 
C2 H21 0.9700 . ? 
C2 H22 0.9700 . ? 
C5 C6 1.482(7) . ? 
C5 H51 0.9700 . ? 
C5 H52 0.9700 . ? 
C6 H61 0.9600 . ? 
C6 H62 0.9600 . ? 
C6 H63 0.9600 . ? 
N2 C7 1.496(4) . ? 
N2 C13 1.503(4) . ? 
N2 H1 0.9000 . ? 
N2 H2 0.9000 . ? 
C7 C12 1.511(4) . ? 
C7 C8 1.508(5) . ? 
C7 H71 0.9800 . ? 
C8 C9 1.523(6) . ? 
C8 H81 0.9700 . ? 
C8 H82 0.9700 . ? 
C9 C10 1.487(7) . ? 
C9 H91 0.9700 . ? 
C9 H92 0.9700 . ? 
C10 C11 1.507(6) . ? 
C10 H101 0.9700 . ? 
C10 H102 0.9700 . ? 
C11 C12 1.526(5) . ? 
C11 H111 0.9700 . ? 
C11 H112 0.9700 . ? 
C12 H121 0.9700 . ? 
C12 H122 0.9700 . ? 
C13 C14 1.507(5) . ? 
C13 C18 1.507(4) . ? 
C13 H131 0.9800 . ? 
C14 C15 1.538(5) . ? 
C14 H141 0.9700 . ? 
C14 H142 0.9700 . ? 
C15 C16 1.511(6) . ? 
C15 H151 0.9700 . ? 
C15 H152 0.9700 . ? 
C16 C17 1.495(6) . ? 
C16 H161 0.9700 . ? 
C16 H162 0.9700 . ? 
C17 C18 1.537(5) . ? 
C17 H171 0.9700 . ? 
C17 H172 0.9700 . ? 
C18 H181 0.9700 . ? 
C18 H182 0.9700 . ? 
N3 C25 1.490(3) . ? 
N3 C19 1.502(3) . ? 
N3 H3 0.9000 . ? 
N3 H4 0.9000 . ? 
C19 C24 1.514(4) . ? 
C19 C20 1.517(4) . ? 
C19 H191 0.9800 . ? 
C20 C21 1.526(4) . ? 
C20 H201 0.9700 . ? 
C20 H202 0.9700 . ? 
C21 C22 1.515(5) . ? 
C21 H211 0.9700 . ? 
C21 H212 0.9700 . ? 
C22 C23 1.508(5) . ? 
C22 H221 0.9700 . ? 
C22 H222 0.9700 . ? 
C23 C24 1.516(4) . ? 
C23 H231 0.9700 . ? 
C23 H232 0.9700 . ? 
C24 H241 0.9700 . ? 
C24 H242 0.9700 . ? 
C25 C26 1.510(4) . ? 
C25 C30 1.520(4) . ? 
C25 H151 0.9800 . ? 
C26 C27 1.524(5) . ? 
C26 H261 0.9700 . ? 
C26 H262 0.9700 . ? 
C27 C28 1.515(5) . ? 
C27 H271 0.9700 . ? 
C27 H272 0.9700 . ? 
C28 C29 1.513(5) . ? 
C28 H281 0.9700 . ? 
C28 H282 0.9700 . ? 
C29 C30 1.522(5) . ? 
C29 H291 0.9700 . ? 
C29 H292 0.9700 . ? 
C30 H301 0.9700 . ? 
C30 H302 0.9700 . ? 
O7 C32 1.411(11) . ? 
C31 C32 1.4161 . ? 
C31 H311 0.9600 . ? 
C31 H312 0.9600 . ? 
C31 H313 0.9600 . ? 
C32 C33 1.541(14) . ? 
C32 H321 0.9800 . ? 
C33 H331 0.9600 . ? 
C33 H332 0.9600 . ? 
C33 H333 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 
O1 P1 O2 119.13(12) . . ? 
O1 P1 O3 110.86(14) . . ? 
O2 P1 O3 106.13(12) . . ? 
O1 P1 C1 109.83(13) . . ? 
O2 P1 C1 106.91(13) . . ? 
O3 P1 C1 102.65(12) . . ? 
C5 O3 P1 121.8(2) . . ? 
O4 N1 C3 122.6(2) . . ? 
O4 N1 C4 123.5(2) . . ? 
C3 N1 C4 113.9(2) . . ? 
C4 C1 C2 103.7(2) . . ? 
C4 C1 P1 114.2(2) . . ? 
C2 C1 P1 112.4(2) . . ? 
C4 C1 H11 108.8 . . ? 
C2 C1 H11 108.8 . . ? 
P1 C1 H11 108.8 . . ? 
C3 C2 C1 105.2(2) . . ? 
C3 C2 H21 110.7 . . ? 
C1 C2 H21 110.7 . . ? 
C3 C2 H22 110.7 . . ? 
C1 C2 H22 110.7 . . ? 
H21 C2 H22 108.8 . . ? 
O6 C3 N1 123.6(3) . . ? 
O6 C3 C2 128.1(3) . . ? 
N1 C3 C2 108.3(2) . . ? 
O5 C4 N1 123.5(2) . . ? 
O5 C4 C1 128.3(2) . . ? 
N1 C4 C1 108.2(2) . . ? 
O3 C5 C6 109.2(4) . . ? 
O3 C5 H51 109.8 . . ? 
C6 C5 H51 109.8 . . ? 
O3 C5 H52 109.8 . . ? 
C6 C5 H52 109.8 . . ? 
H51 C5 H52 108.3 . . ? 
C5 C6 H61 109.5 . . ? 
C5 C6 H62 109.5 . . ? 
H61 C6 H62 109.5 . . ? 
C5 C6 H63 109.5 . . ? 
H61 C6 H63 109.5 . . ? 
H62 C6 H63 109.5 . . ? 
C7 N2 C13 118.3(2) . . ? 
C7 N2 H1 107.7 . . ? 
C13 N2 H1 107.7 . . ? 
C7 N2 H2 107.7 . . ? 
C13 N2 H2 107.7 . . ? 
H1 N2 H2 107.1 . . ? 
N2 C7 C12 113.3(2) . . ? 
N2 C7 C8 107.0(2) . . ? 
C12 C7 C8 111.9(3) . . ? 
N2 C7 H71 108.2 . . ? 
C12 C7 H71 108.2 . . ? 
C8 C7 H71 108.2 . . ? 
C7 C8 C9 112.2(3) . . ? 
C7 C8 H81 109.2 . . ? 
C9 C8 H81 109.1 . . ? 
C7 C8 H82 109.2 . . ? 
C9 C8 H82 109.2 . . ? 
H81 C8 H82 107.9 . . ? 
C10 C9 C8 112.6(4) . . ? 
C10 C9 H91 109.1 . . ? 
C8 C9 H91 109.1 . . ? 
C10 C9 H92 109.1 . . ? 
C8 C9 H92 109.1 . . ? 
H91 C9 H92 107.8 . . ? 
C9 C10 C11 111.4(3) . . ? 
C9 C10 H101 109.4 . . ? 
C11 C10 H101 109.4 . . ? 
C9 C10 H102 109.4 . . ? 
C11 C10 H102 109.3 . . ? 
H101 C10 H102 108.0 . . ? 
C10 C11 C12 111.3(3) . . ? 
C10 C11 H111 109.4 . . ? 
C12 C11 H111 109.4 . . ? 
C10 C11 H112 109.4 . . ? 
C12 C11 H112 109.4 . . ? 
H111 C11 H112 108.0 . . ? 
C7 C12 C11 109.4(3) . . ? 
C7 C12 H121 109.8 . . ? 
C11 C12 H121 109.8 . . ? 
C7 C12 H122 109.8 . . ? 
C11 C12 H122 109.8 . . ? 
H121 C12 H122 108.2 . . ? 
N2 C13 C14 107.7(2) . . ? 
N2 C13 C18 113.5(2) . . ? 
C14 C13 C18 111.9(3) . . ? 
N2 C13 H131 107.9 . . ? 
C14 C13 H131 107.9 . . ? 
C18 C13 H131 107.9 . . ? 
C13 C14 C15 111.3(3) . . ? 
C13 C14 H141 109.4 . . ? 
C15 C14 H141 109.4 . . ? 
C13 C14 H142 109.4 . . ? 
C15 C14 H142 109.4 . . ? 
H141 C14 H142 108.0 . . ? 
C16 C15 C14 111.2(3) . . ? 
C16 C15 H151 109.4 . . ? 
C14 C15 H151 109.4 . . ? 
C16 C15 H152 109.4 . . ? 
C14 C15 H152 109.4 . . ? 
H151 C15 H152 108.0 . . ? 
C17 C16 C15 110.9(3) . . ? 
C17 C16 H161 109.5 . . ? 
C15 C16 H161 109.5 . . ? 
C17 C16 H162 109.5 . . ? 
C15 C16 H162 109.5 . . ? 
H161 C16 H162 108.1 . . ? 
C16 C17 C18 111.3(3) . . ? 
C16 C17 H171 109.4 . . ? 
C18 C17 H171 109.4 . . ? 
C16 C17 H172 109.4 . . ? 
C18 C17 H172 109.4 . . ? 
H171 C17 H172 108.0 . . ? 
C13 C18 C17 108.8(3) . . ? 
C13 C18 H181 109.9 . . ? 
C17 C18 H181 109.9 . . ? 
C13 C18 H182 109.9 . . ? 
C17 C18 H182 109.9 . . ? 
H181 C18 H182 108.3 . . ? 
C25 N3 C19 118.0(2) . . ? 
C25 N3 H3 107.8 . . ? 
C19 N3 H3 107.8 . . ? 
C25 N3 H4 107.8 . . ? 
C19 N3 H4 107.8 . . ? 
H3 N3 H4 107.1 . . ? 
N3 C19 C24 107.7(2) . . ? 
N3 C19 C20 112.1(2) . . ? 
C24 C19 C20 111.5(2) . . ? 
N3 C19 H191 108.5 . . ? 
C24 C19 H191 108.5 . . ? 
C20 C19 H191 108.5 . . ? 
C19 C20 C21 109.0(2) . . ? 
C19 C20 H201 109.9 . . ? 
C21 C20 H201 109.9 . . ? 
C19 C20 H202 109.9 . . ? 
C21 C20 H202 109.9 . . ? 
H201 C20 H202 108.3 . . ? 
C22 C21 C20 111.8(3) . . ? 
C22 C21 H211 109.3 . . ? 
C20 C21 H211 109.3 . . ? 
C22 C21 H212 109.3 . . ? 
C20 C21 H212 109.3 . . ? 
H211 C21 H212 107.9 . . ? 
C23 C22 C21 111.7(3) . . ? 
C23 C22 H221 109.3 . . ? 
C21 C22 H221 109.3 . . ? 
C23 C22 H222 109.3 . . ? 
C21 C22 H222 109.3 . . ? 
H221 C22 H222 107.9 . . ? 
C22 C23 C24 111.5(3) . . ? 
C22 C23 H231 109.3 . . ? 
C24 C23 H231 109.3 . . ? 
C22 C23 H232 109.3 . . ? 
C24 C23 H232 109.3 . . ? 
H231 C23 H232 108.0 . . ? 
C19 C24 C23 110.9(3) . . ? 
C19 C24 H241 109.5 . . ? 
C23 C24 H241 109.5 . . ? 
C19 C24 H242 109.4 . . ? 
C23 C24 H242 109.5 . . ? 
H241 C24 H242 108.0 . . ? 
N3 C25 C26 112.1(2) . . ? 
N3 C25 C30 107.7(2) . . ? 
C26 C25 C30 111.0(2) . . ? 
N3 C25 H151 108.7 . . ? 
C26 C25 H151 108.7 . . ? 
C30 C25 H151 108.7 . . ? 
C25 C26 C27 109.9(3) . . ? 
C25 C26 H261 109.7 . . ? 
C27 C26 H261 109.7 . . ? 
C25 C26 H262 109.7 . . ? 
C27 C26 H262 109.7 . . ? 
H261 C26 H262 108.2 . . ? 
C28 C27 C26 111.0(3) . . ? 
C28 C27 H271 109.4 . . ? 
C26 C27 H271 109.4 . . ? 
C28 C27 H272 109.4 . . ? 
C26 C27 H272 109.4 . . ? 
H271 C27 H272 108.0 . . ? 
C29 C28 C27 110.8(3) . . ? 
C29 C28 H281 109.5 . . ? 
C27 C28 H281 109.5 . . ? 
C29 C28 H282 109.5 . . ? 
C27 C28 H282 109.5 . . ? 
H281 C28 H282 108.1 . . ? 
C28 C29 C30 111.2(3) . . ? 
C28 C29 H291 109.4 . . ? 
C30 C29 H291 109.4 . . ? 
C28 C29 H292 109.4 . . ? 
C30 C29 H292 109.4 . . ? 
H291 C29 H292 108.0 . . ? 
C25 C30 C29 111.2(3) . . ? 
C25 C30 H301 109.4 . . ? 
C29 C30 H301 109.4 . . ? 
C25 C30 H302 109.4 . . ? 
C29 C30 H302 109.4 . . ? 
H301 C30 H302 108.0 . . ? 
C32 C31 H311 109.5 . . ? 
C32 C31 H312 109.5 . . ? 
H311 C31 H312 109.5 . . ? 
C32 C31 H313 109.5 . . ? 
H311 C31 H313 109.5 . . ? 
H312 C31 H313 109.5 . . ? 
O7 C32 C31 114.5(6) . . ? 
O7 C32 C33 90.9(8) . . ? 
C31 C32 C33 104.2(6) . . ? 
O7 C32 H321 114.8 . . ? 
C31 C32 H321 114.7 . . ? 
C33 C32 H321 114.8 . . ? 
C32 C33 H331 109.5 . . ? 
C32 C33 H332 109.5 . . ? 
H331 C33 H332 109.5 . . ? 
C32 C33 H333 109.4 . . ? 
H331 C33 H333 109.5 . . ? 
H332 C33 H333 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 
O1 P1 O3 C5 -33.3(3) . . . . ? 
O2 P1 O3 C5 -164.1(3) . . . . ? 
C1 P1 O3 C5 83.9(3) . . . . ? 
O1 P1 C1 C4 58.5(2) . . . . ? 
O2 P1 C1 C4 -170.95(19) . . . . ? 
O3 P1 C1 C4 -59.5(2) . . . . ? 
O1 P1 C1 C2 176.32(19) . . . . ? 
O2 P1 C1 C2 -53.1(2) . . . . ? 
O3 P1 C1 C2 58.4(2) . . . . ? 
C4 C1 C2 C3 6.9(3) . . . . ? 
P1 C1 C2 C3 -116.9(2) . . . . ? 
O4 N1 C3 O6 -0.3(5) . . . . ? 
C4 N1 C3 O6 177.4(3) . . . . ? 
O4 N1 C3 C2 179.3(3) . . . . ? 
C4 N1 C3 C2 -3.0(4) . . . . ? 
C1 C2 C3 O6 176.7(3) . . . . ? 
C1 C2 C3 N1 -2.9(4) . . . . ? 
O4 N1 C4 O5 4.3(5) . . . . ? 
C3 N1 C4 O5 -173.4(3) . . . . ? 
O4 N1 C4 C1 -174.6(2) . . . . ? 
C3 N1 C4 C1 7.7(3) . . . . ? 
C2 C1 C4 O5 172.3(3) . . . . ? 
P1 C1 C4 O5 -65.0(4) . . . . ? 
C2 C1 C4 N1 -8.8(3) . . . . ? 
P1 C1 C4 N1 113.9(2) . . . . ? 
P1 O3 C5 C6 -149.8(3) . . . . ? 
C13 N2 C7 C12 51.9(3) . . . . ? 
C13 N2 C7 C8 175.7(3) . . . . ? 
N2 C7 C8 C9 -177.5(3) . . . . ? 
C12 C7 C8 C9 -52.9(4) . . . . ? 
C7 C8 C9 C10 51.0(6) . . . . ? 
C8 C9 C10 C11 -52.8(6) . . . . ? 
C9 C10 C11 C12 56.9(5) . . . . ? 
N2 C7 C12 C11 177.1(3) . . . . ? 
C8 C7 C12 C11 56.1(4) . . . . ? 
C10 C11 C12 C7 -58.1(4) . . . . ? 
C7 N2 C13 C14 177.9(2) . . . . ? 
C7 N2 C13 C18 53.5(3) . . . . ? 
N2 C13 C14 C15 179.3(3) . . . . ? 
C18 C13 C14 C15 -55.3(4) . . . . ? 
C13 C14 C15 C16 53.0(5) . . . . ? 
C14 C15 C16 C17 -54.5(5) . . . . ? 
C15 C16 C17 C18 58.2(5) . . . . ? 
N2 C13 C18 C17 179.5(3) . . . . ? 
C14 C13 C18 C17 57.4(4) . . . . ? 
C16 C17 C18 C13 -59.0(4) . . . . ? 
C25 N3 C19 C24 -176.3(2) . . . . ? 
C25 N3 C19 C20 -53.3(3) . . . . ? 
N3 C19 C20 C21 -178.5(2) . . . . ? 
C24 C19 C20 C21 -57.7(3) . . . . ? 
C19 C20 C21 C22 56.5(4) . . . . ? 
C20 C21 C22 C23 -55.2(4) . . . . ? 
C21 C22 C23 C24 53.7(4) . . . . ? 
N3 C19 C24 C23 -179.3(2) . . . . ? 
C20 C19 C24 C23 57.3(3) . . . . ? 
C22 C23 C24 C19 -54.6(4) . . . . ? 
C19 N3 C25 C26 -53.8(3) . . . . ? 
C19 N3 C25 C30 -176.2(2) . . . . ? 
N3 C25 C26 C27 -177.8(3) . . . . ? 
C30 C25 C26 C27 -57.3(4) . . . . ? 
C25 C26 C27 C28 58.1(5) . . . . ? 
C26 C27 C28 C29 -57.1(5) . . . . ? 
C27 C28 C29 C30 55.3(5) . . . . ? 
N3 C25 C30 C29 179.1(2) . . . . ? 
C26 C25 C30 C29 56.1(3) . . . . ? 
C28 C29 C30 C25 -54.8(4) . . . . ? 

#END