#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/10/2211034.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2211034
loop_
_publ_author_name
'Blatch, Alexandrea J.'
'Howard, Judith A. K.'
'Probert, Michael R.'
'Smethurst, Christian A.'
'Whiting, Andrew'
_publ_section_title
;
 tert-Butyl N-(phosphinoyloxy)carbamate
;
_journal_coeditor_code           HB2179
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o5346
_journal_page_last               o5348
_journal_paper_doi               10.1107/S1600536806044783
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C17 H20 N O4 P'
_chemical_formula_moiety         'C17 H20 N O4 P'
_chemical_formula_sum            'C17 H20 N O4 P'
_chemical_formula_weight         333.31
_chemical_name_common
N-butoxycarbonyl-diphenylphosphinyl-hydroxylamine
_chemical_name_systematic
;
tert-Butyl N-(phosphinoyloxy)carbamate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.100(10)
_cell_angle_beta                 96.770(10)
_cell_angle_gamma                92.930(10)
_cell_formula_units_Z            6
_cell_length_a                   12.1810(10)
_cell_length_b                   13.7340(10)
_cell_length_c                   16.5320(10)
_cell_measurement_reflns_used    5811
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      34.36
_cell_measurement_theta_min      2.18
_cell_volume                     2687.3(4)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2003)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2001)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.843
_diffrn_measured_fraction_theta_max 0.753
_diffrn_measurement_device_type  'Bruker SMART CCD 6K'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_sigmaI/netI    0.0317
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11843
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         1.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.534
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         11796
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0824P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1253
_reflns_number_gt                9155
_reflns_number_total             11796
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2179.cif
_cod_data_source_block           I
_cod_original_cell_volume        2687.3(3)
_cod_database_code               2211034
_cod_database_fobs_code          2211034
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
P P1 0.10055(3) 0.26988(3) 0.27389(2) 0.01775(10) Uani d . 1
O O1 0.18559(8) 0.36743(7) 0.30630(6) 0.0210(2) Uani d . 1
O O2 0.08405(8) 0.23290(7) 0.18273(6) 0.0207(2) Uani d . 1
O O4 0.18353(11) 0.55106(8) 0.39437(6) 0.0342(3) Uani d . 1
O O3 0.14394(10) 0.60494(7) 0.27240(6) 0.0274(3) Uani d . 1
N N1 0.14437(11) 0.44524(9) 0.26621(7) 0.0209(3) Uani d . 1
H H1N 0.1747(14) 0.4421(12) 0.2197(10) 0.022(4) Uiso d . 1
C C1 -0.02620(12) 0.30120(11) 0.31342(8) 0.0210(3) Uani d . 1
C C2 -0.12504(14) 0.25301(12) 0.26970(10) 0.0290(4) Uani d . 1
H H2 -0.1243 0.2066 0.2191 0.035 Uiso d R 1
C C3 -0.22496(15) 0.27315(14) 0.30047(12) 0.0372(4) Uani d . 1
H H3 -0.2926 0.2408 0.2706 0.045 Uiso d R 1
C C4 -0.22558(16) 0.33991(14) 0.37421(13) 0.0411(5) Uani d . 1
H H4 -0.2938 0.3523 0.3954 0.049 Uiso d R 1
C C5 -0.12866(16) 0.38862(13) 0.41741(11) 0.0376(4) Uani d . 1
H H5 -0.1302 0.4349 0.4679 0.045 Uiso d R 1
C C6 -0.02786(14) 0.37012(12) 0.38722(9) 0.0289(4) Uani d . 1
H H6 0.0392 0.4043 0.4167 0.035 Uiso d R 1
C C7 0.16770(12) 0.18519(11) 0.32898(8) 0.0196(3) Uani d . 1
C C8 0.20979(12) 0.10244(11) 0.28261(9) 0.0211(3) Uani d . 1
H H8 0.2023 0.0926 0.2237 0.025 Uiso d R 1
C C9 0.26281(12) 0.03471(11) 0.32361(9) 0.0239(3) Uani d . 1
H H9 0.2920 -0.0213 0.2925 0.029 Uiso d R 1
C C10 0.27309(13) 0.04875(11) 0.40974(9) 0.0261(4) Uani d . 1
H H10 0.3091 0.0022 0.4373 0.031 Uiso d R 1
C C11 0.23058(13) 0.13071(12) 0.45561(9) 0.0270(4) Uani d . 1
H H11 0.2374 0.1400 0.5145 0.032 Uiso d R 1
C C12 0.17830(13) 0.19906(11) 0.41571(9) 0.0248(3) Uani d . 1
H H12 0.1497 0.2552 0.4472 0.030 Uiso d R 1
C C13 0.16195(13) 0.53720(11) 0.32002(9) 0.0230(3) Uani d . 1
C C14 0.14467(16) 0.71156(11) 0.31001(10) 0.0310(4) Uani d . 1
C C15 0.25948(18) 0.74960(13) 0.35381(12) 0.0452(5) Uani d . 1
H H151 0.3140 0.7340 0.3150 0.055(4) Uiso d R 1
H H152 0.2769 0.7176 0.4014 0.055(4) Uiso d R 1
H H153 0.2619 0.8218 0.3734 0.055(4) Uiso d R 1
C C16 0.11550(18) 0.75684(13) 0.23410(11) 0.0417(5) Uani d . 1
H H161 0.1721 0.7435 0.1967 0.052(4) Uiso d R 1
H H162 0.1124 0.8289 0.2516 0.052(4) Uiso d R 1
H H163 0.0432 0.7274 0.2050 0.052(4) Uiso d R 1
C C17 0.05589(19) 0.72724(14) 0.36741(12) 0.0479(5) Uani d . 1
H H171 -0.0145 0.6928 0.3385 0.060(4) Uiso d R 1
H H172 0.0467 0.7986 0.3836 0.060(4) Uiso d R 1
H H173 0.0779 0.7004 0.4172 0.060(4) Uiso d R 1
P P2 0.24725(3) 0.38635(3) 0.04178(2) 0.01939(10) Uani d . 1
O O5 0.16717(9) 0.28576(7) 0.00742(6) 0.0223(2) Uani d . 1
O O6 0.25685(9) 0.42489(8) 0.13240(6) 0.0246(2) Uani d . 1
O O7 0.21538(10) 0.05117(7) 0.04486(6) 0.0263(3) Uani d . 1
O O8 0.19732(11) 0.10585(9) -0.07767(7) 0.0375(3) Uani d . 1
N N2 0.20689(11) 0.21047(9) 0.05057(7) 0.0210(3) Uani d . 1
H H2N 0.1694(16) 0.2106(14) 0.0977(12) 0.039(5) Uiso d . 1
C C18 0.17804(12) 0.46636(11) -0.01717(9) 0.0211(3) Uani d . 1
C C19 0.14058(13) 0.55285(11) 0.02770(10) 0.0250(3) Uani d . 1
H H19 0.1523 0.5666 0.0868 0.030 Uiso d R 1
C C20 0.08625(14) 0.61845(12) -0.01490(11) 0.0310(4) Uani d . 1
H H20 0.0606 0.6771 0.0153 0.037 Uiso d R 1
C C21 0.06930(14) 0.59849(13) -0.10092(11) 0.0346(4) Uani d . 1
H H21 0.0326 0.6438 -0.1295 0.042 Uiso d R 1
C C22 0.10585(15) 0.51247(14) -0.14566(10) 0.0344(4) Uani d . 1
H H22 0.0937 0.4990 -0.2047 0.041 Uiso d R 1
C C23 0.16013(13) 0.44597(12) -0.10403(9) 0.0281(4) Uani d . 1
H H23 0.1849 0.3871 -0.1345 0.034 Uiso d R 1
C C24 0.38035(12) 0.36019(11) 0.01099(9) 0.0214(3) Uani d . 1
C C25 0.47290(14) 0.40633(12) 0.06499(10) 0.0288(4) Uani d . 1
H H25 0.4639 0.4494 0.1157 0.035 Uiso d R 1
C C26 0.57862(15) 0.38912(13) 0.04411(12) 0.0378(4) Uani d . 1
H H26 0.6421 0.4199 0.0809 0.045 Uiso d R 1
C C27 0.59084(15) 0.32707(14) -0.03009(13) 0.0405(5) Uani d . 1
H H27 0.6631 0.3162 -0.0444 0.049 Uiso d R 1
C C28 0.49962(15) 0.28076(14) -0.08368(11) 0.0377(4) Uani d . 1
H H28 0.5092 0.2380 -0.1344 0.045 Uiso d R 1
C C29 0.39359(14) 0.29679(12) -0.06343(9) 0.0295(4) Uani d . 1
H H29 0.3305 0.2647 -0.1000 0.035 Uiso d R 1
C C30 0.20366(13) 0.11913(11) -0.00321(9) 0.0234(3) Uani d . 1
C C31 0.21882(16) -0.05516(12) 0.00805(10) 0.0333(4) Uani d . 1
C C32 0.1093(2) -0.09396(15) -0.04397(13) 0.0540(6) Uani d . 1
H H321 0.0489 -0.0800 -0.0101 0.079(5) Uiso d R 1
H H322 0.1093 -0.1659 -0.0638 0.079(5) Uiso d R 1
H H323 0.0986 -0.0611 -0.0917 0.079(5) Uiso d R 1
C C33 0.3164(2) -0.07041(16) -0.04069(15) 0.0645(7) Uani d . 1
H H331 0.3839 -0.0374 -0.0060 0.064(4) Uiso d R 1
H H332 0.3033 -0.0418 -0.0906 0.064(4) Uiso d R 1
H H333 0.3253 -0.1418 -0.0570 0.064(4) Uiso d R 1
C C34 0.2348(2) -0.10051(13) 0.08505(12) 0.0458(5) Uani d . 1
H H341 0.1730 -0.0859 0.1173 0.060(4) Uiso d R 1
H H342 0.3046 -0.0723 0.1192 0.060(4) Uiso d R 1
H H343 0.2371 -0.1728 0.0684 0.060(4) Uiso d R 1
P P3 0.58759(3) 1.05685(3) 0.38744(2) 0.01867(10) Uani d . 1
O O9 0.51367(8) 0.95294(7) 0.35097(6) 0.0216(2) Uani d . 1
O O10 0.58442(8) 1.09867(7) 0.47662(6) 0.0214(2) Uani d . 1
O O11 0.56502(10) 0.72252(8) 0.39681(7) 0.0302(3) Uani d . 1
O O12 0.57720(12) 0.77787(9) 0.27653(7) 0.0420(3) Uani d . 1
N N3 0.55055(11) 0.88095(9) 0.39871(7) 0.0215(3) Uani d . 1
H H3N 0.5092(15) 0.8805(14) 0.4420(11) 0.034(5) Uiso d . 1
C C35 0.52414(12) 1.13203(11) 0.32102(9) 0.0206(3) Uani d . 1
C C36 0.48845(13) 1.22263(11) 0.36013(9) 0.0252(3) Uani d . 1
H H36 0.4984 1.2414 0.4191 0.030 Uiso d R 1
C C37 0.43820(14) 1.28491(12) 0.31187(11) 0.0307(4) Uani d . 1
H H37 0.4139 1.3464 0.3380 0.037 Uiso d R 1
C C38 0.42358(14) 1.25756(14) 0.22619(11) 0.0344(4) Uani d . 1
H H38 0.3891 1.3003 0.1937 0.041 Uiso d R 1
C C39 0.45897(14) 1.16801(14) 0.18714(10) 0.0340(4) Uani d . 1
H H39 0.4490 1.1499 0.1282 0.041 Uiso d R 1
C C40 0.50918(13) 1.10465(12) 0.23440(9) 0.0272(4) Uani d . 1
H H40 0.5330 1.0432 0.2078 0.033 Uiso d R 1
C C41 0.72615(12) 1.03390(11) 0.36752(8) 0.0209(3) Uani d . 1
C C42 0.81257(13) 1.08015(12) 0.42822(9) 0.0260(3) Uani d . 1
H H42 0.7964 1.1220 0.4775 0.031 Uiso d R 1
C C43 0.92164(13) 1.06508(13) 0.41655(10) 0.0322(4) Uani d . 1
H H43 0.9802 1.0958 0.4582 0.039 Uiso d R 1
C C44 0.94527(14) 1.00512(13) 0.34412(10) 0.0328(4) Uani d . 1
H H44 1.0202 0.9948 0.3364 0.039 Uiso d R 1
C C45 0.86058(14) 0.96007(13) 0.28310(10) 0.0328(4) Uani d . 1
H H45 0.8774 0.9198 0.2332 0.039 Uiso d R 1
C C46 0.75090(13) 0.97382(12) 0.29476(9) 0.0282(4) Uani d . 1
H H46 0.6926 0.9423 0.2532 0.034 Uiso d R 1
C C47 0.56398(14) 0.79048(11) 0.34854(9) 0.0265(4) Uani d . 1
C C48 0.59500(19) 0.62056(12) 0.36590(12) 0.0426(5) Uani d . 1
C C49 0.7133(2) 0.62491(16) 0.34395(15) 0.0647(7) Uani d . 1
H H491 0.7159 0.6575 0.2963 0.088(5) Uiso d R 1
H H492 0.7366 0.5572 0.3297 0.088(5) Uiso d R 1
H H493 0.7633 0.6627 0.3917 0.088(5) Uiso d R 1
C C50 0.5102(3) 0.56827(15) 0.29476(15) 0.0728(8) Uani d . 1
H H501 0.4358 0.5733 0.3115 0.079(5) Uiso d R 1
H H502 0.5249 0.4980 0.2799 0.079(5) Uiso d R 1
H H503 0.5148 0.5996 0.2467 0.079(5) Uiso d R 1
C C51 0.5900(2) 0.57414(14) 0.44159(14) 0.0577(7) Uani d . 1
H H511 0.5159 0.5790 0.4590 0.068(4) Uiso d R 1
H H512 0.6453 0.6095 0.4870 0.068(4) Uiso d R 1
H H513 0.6056 0.5040 0.4279 0.068(4) Uiso d R 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O2 P1 O1 115.19(6) ?
O2 P1 C7 112.68(6) ?
O1 P1 C7 99.91(6) ?
O2 P1 C1 112.18(6) ?
O1 P1 C1 105.79(6) ?
C7 P1 C1 110.27(7) ?
N1 O1 P1 107.68(8) n
C13 O3 C14 120.86(11) ?
C13 N1 O1 111.09(10) yes
C13 N1 H1N 114.4(11) yes
O1 N1 H1N 107.8(11) yes
C2 C1 C6 119.87(14) ?
C2 C1 P1 118.31(11) ?
C6 C1 P1 121.80(12) ?
C1 C2 C3 119.72(15) ?
C1 C2 H2 120.1 ?
C3 C2 H2 120.2 ?
C4 C3 C2 120.01(17) ?
C4 C3 H3 120.1 ?
C2 C3 H3 119.9 ?
C5 C4 C3 120.74(16) ?
C5 C4 H4 119.7 ?
C3 C4 H4 119.6 ?
C4 C5 C6 120.10(16) ?
C4 C5 H5 120.0 ?
C6 C5 H5 119.9 ?
C1 C6 C5 119.55(17) ?
C1 C6 H6 120.2 ?
C5 C6 H6 120.3 ?
C12 C7 C8 120.03(12) ?
C12 C7 P1 122.08(10) ?
C8 C7 P1 117.89(10) ?
C9 C8 C7 119.44(13) ?
C9 C8 H8 120.3 ?
C7 C8 H8 120.2 ?
C10 C9 C8 120.33(13) ?
C10 C9 H9 119.9 ?
C8 C9 H9 119.8 ?
C9 C10 C11 120.09(13) ?
C9 C10 H10 119.9 ?
C11 C10 H10 120.0 ?
C12 C11 C10 120.22(14) ?
C12 C11 H11 119.9 ?
C10 C11 H11 119.9 ?
C11 C12 C7 119.88(13) ?
C11 C12 H12 120.1 ?
C7 C12 H12 120.0 ?
O4 C13 O3 128.10(14) ?
O4 C13 N1 126.01(14) ?
O3 C13 N1 105.80(11) ?
O3 C14 C15 109.68(13) ?
O3 C14 C17 109.88(15) ?
C15 C14 C17 112.75(16) ?
O3 C14 C16 101.85(12) ?
C15 C14 C16 111.39(16) ?
C17 C14 C16 110.74(15) ?
C14 C15 H151 109.4 ?
C14 C15 H152 109.5 ?
H151 C15 H152 109.5 ?
C14 C15 H153 109.5 ?
H151 C15 H153 109.5 ?
H152 C15 H153 109.5 ?
C14 C16 H161 109.5 ?
C14 C16 H162 109.5 ?
H161 C16 H162 109.5 ?
C14 C16 H163 109.5 ?
H161 C16 H163 109.5 ?
H162 C16 H163 109.5 ?
C14 C17 H171 109.5 ?
C14 C17 H172 109.6 ?
H171 C17 H172 109.4 ?
C14 C17 H173 109.5 ?
H171 C17 H173 109.4 ?
H172 C17 H173 109.4 ?
O6 P2 O5 115.40(6) ?
O6 P2 C18 112.66(6) ?
O5 P2 C18 99.07(6) ?
O6 P2 C24 110.56(6) ?
O5 P2 C24 106.56(6) ?
C18 P2 C24 112.02(7) ?
N2 O5 P2 108.19(8) n
C30 O7 C31 121.02(11) ?
C30 N2 O5 111.24(10) yes
C30 N2 H2N 115.3(12) yes
O5 N2 H2N 109.6(11) yes
C23 C18 C19 120.06(13) ?
C23 C18 P2 123.04(11) ?
C19 C18 P2 116.90(11) ?
C20 C19 C18 119.55(14) ?
C20 C19 H19 120.3 ?
C18 C19 H19 120.2 ?
C21 C20 C19 120.30(15) ?
C21 C20 H20 119.9 ?
C19 C20 H20 119.8 ?
C20 C21 C22 120.31(14) ?
C20 C21 H21 119.8 ?
C22 C21 H21 119.9 ?
C21 C22 C23 120.13(15) ?
C21 C22 H22 119.9 ?
C23 C22 H22 119.9 ?
C22 C23 C18 119.64(15) ?
C22 C23 H23 120.2 ?
C18 C23 H23 120.2 ?
C25 C24 C29 120.18(14) ?
C25 C24 P2 117.08(11) ?
C29 C24 P2 122.74(12) ?
C26 C25 C24 119.62(16) ?
C26 C25 H25 120.2 ?
C24 C25 H25 120.2 ?
C27 C26 C25 119.77(16) ?
C27 C26 H26 120.2 ?
C25 C26 H26 120.1 ?
C28 C27 C26 120.93(16) ?
C28 C27 H27 119.5 ?
C26 C27 H27 119.5 ?
C27 C28 C29 119.93(16) ?
C27 C28 H28 120.1 ?
C29 C28 H28 120.0 ?
C28 C29 C24 119.56(16) ?
C28 C29 H29 120.2 ?
C24 C29 H29 120.2 ?
O8 C30 O7 127.79(14) ?
O8 C30 N2 125.97(14) ?
O7 C30 N2 106.14(11) ?
O7 C31 C32 109.70(14) ?
O7 C31 C33 110.27(16) ?
C32 C31 C33 112.80(18) ?
O7 C31 C34 101.63(12) ?
C32 C31 C34 110.71(18) ?
C33 C31 C34 111.16(16) ?
C31 C32 H321 109.5 ?
C31 C32 H322 109.4 ?
H321 C32 H322 109.5 ?
C31 C32 H323 109.5 ?
H321 C32 H323 109.5 ?
H322 C32 H323 109.5 ?
C31 C33 H331 109.4 ?
C31 C33 H332 109.5 ?
H331 C33 H332 109.5 ?
C31 C33 H333 109.6 ?
H331 C33 H333 109.4 ?
H332 C33 H333 109.5 ?
C31 C34 H341 109.5 ?
C31 C34 H342 109.5 ?
H341 C34 H342 109.5 ?
C31 C34 H343 109.4 ?
H341 C34 H343 109.5 ?
H342 C34 H343 109.5 ?
O10 P3 O9 115.30(6) ?
O10 P3 C35 112.54(6) ?
O9 P3 C35 99.52(6) ?
O10 P3 C41 111.02(6) ?
O9 P3 C41 106.13(6) ?
C35 P3 C41 111.72(7) ?
N3 O9 P3 108.44(8) n
C47 O11 C48 120.81(12) ?
C47 N3 O9 111.97(11) yes
C47 N3 H3N 117.6(12) yes
O9 N3 H3N 110.6(11) yes
C40 C35 C36 120.06(13) ?
C40 C35 P3 123.37(11) ?
C36 C35 P3 116.57(11) ?
C37 C36 C35 119.50(14) ?
C37 C36 H36 120.2 ?
C35 C36 H36 120.3 ?
C38 C37 C36 120.25(15) ?
C38 C37 H37 119.9 ?
C36 C37 H37 119.9 ?
C37 C38 C39 120.48(14) ?
C37 C38 H38 119.8 ?
C39 C38 H38 119.8 ?
C38 C39 C40 120.07(15) ?
C38 C39 H39 120.0 ?
C40 C39 H39 120.0 ?
C39 C40 C35 119.63(15) ?
C39 C40 H40 120.2 ?
C35 C40 H40 120.2 ?
C46 C41 C42 119.44(14) ?
C46 C41 P3 123.19(11) ?
C42 C41 P3 117.37(11) ?
C43 C42 C41 120.11(14) ?
C43 C42 H42 120.0 ?
C41 C42 H42 119.9 ?
C42 C43 C44 119.96(15) ?
C42 C43 H43 120.0 ?
C44 C43 H43 120.0 ?
C45 C44 C43 120.48(15) ?
C45 C44 H44 119.8 ?
C43 C44 H44 119.8 ?
C44 C45 C46 119.92(15) ?
C44 C45 H45 120.1 ?
C46 C45 H45 120.0 ?
C45 C46 C41 120.08(15) ?
C45 C46 H46 120.0 ?
C41 C46 H46 119.9 ?
O12 C47 O11 127.51(14) ?
O12 C47 N3 125.58(15) ?
O11 C47 N3 106.82(12) ?
O11 C48 C50 110.23(16) ?
O11 C48 C51 101.75(14) ?
C50 C48 C51 110.8(2) ?
O11 C48 C49 109.18(16) ?
C50 C48 C49 113.8(2) ?
C51 C48 C49 110.39(18) ?
C48 C49 H491 109.5 ?
C48 C49 H492 109.4 ?
H491 C49 H492 109.5 ?
C48 C49 H493 109.5 ?
H491 C49 H493 109.5 ?
H492 C49 H493 109.5 ?
C48 C50 H501 109.4 ?
C48 C50 H502 109.6 ?
H501 C50 H502 109.5 ?
C48 C50 H503 109.4 ?
H501 C50 H503 109.5 ?
H502 C50 H503 109.5 ?
C48 C51 H511 109.6 ?
C48 C51 H512 109.4 ?
H511 C51 H512 109.4 ?
C48 C51 H513 109.5 ?
H511 C51 H513 109.4 ?
H512 C51 H513 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P1 O2 1.4808(9) yes
P1 O1 1.6144(11) yes
P1 C7 1.7835(13) ?
P1 C1 1.7871(15) ?
O1 N1 1.4430(14) n
O4 C13 1.2020(17) n
O3 C13 1.3400(17) n
O3 C14 1.4757(17) ?
N1 C13 1.3883(18) n
N1 H1N 0.886(17) ?
C1 C2 1.392(2) ?
C1 C6 1.396(2) ?
C2 C3 1.394(2) ?
C2 H2 0.9500 ?
C3 C4 1.378(3) ?
C3 H3 0.9500 ?
C4 C5 1.374(3) ?
C4 H4 0.9500 ?
C5 C6 1.396(2) ?
C5 H5 0.9501 ?
C6 H6 0.9501 ?
C7 C12 1.3992(18) ?
C7 C8 1.3995(18) ?
C8 C9 1.3939(18) ?
C8 H8 0.9502 ?
C9 C10 1.389(2) ?
C9 H9 0.9500 ?
C10 C11 1.391(2) ?
C10 H10 0.9500 ?
C11 C12 1.3864(18) ?
C11 H11 0.9500 ?
C12 H12 0.9501 ?
C14 C15 1.515(3) ?
C14 C17 1.518(3) ?
C14 C16 1.518(2) ?
C15 H151 0.9800 ?
C15 H152 0.9802 ?
C15 H153 0.9802 ?
C16 H161 0.9802 ?
C16 H162 0.9801 ?
C16 H163 0.9800 ?
C17 H171 0.9805 ?
C17 H172 0.9807 ?
C17 H173 0.9804 ?
P2 O6 1.4783(10) yes
P2 O5 1.6162(11) yes
P2 C18 1.7836(14) ?
P2 C24 1.7890(15) ?
O5 N2 1.4374(14) n
O7 C30 1.3400(17) n
O7 C31 1.4748(18) ?
O8 C30 1.2018(17) n
N2 C30 1.3867(18) n
N2 H2N 0.95(2) ?
C18 C23 1.3976(19) ?
C18 C19 1.4019(19) ?
C19 C20 1.3932(19) ?
C19 H19 0.9501 ?
C20 C21 1.384(2) ?
C20 H20 0.9500 ?
C21 C22 1.391(2) ?
C21 H21 0.9500 ?
C22 C23 1.393(2) ?
C22 H22 0.9500 ?
C23 H23 0.9500 ?
C24 C25 1.393(2) ?
C24 C29 1.395(2) ?
C25 C26 1.392(2) ?
C25 H25 0.9500 ?
C26 C27 1.381(3) ?
C26 H26 0.9500 ?
C27 C28 1.379(3) ?
C27 H27 0.9501 ?
C28 C29 1.390(2) ?
C28 H28 0.9501 ?
C29 H29 0.9500 ?
C31 C32 1.511(3) ?
C31 C33 1.514(3) ?
C31 C34 1.518(2) ?
C32 H321 0.9801 ?
C32 H322 0.9800 ?
C32 H323 0.9799 ?
C33 H331 0.9803 ?
C33 H332 0.9802 ?
C33 H333 0.9804 ?
C34 H341 0.9802 ?
C34 H342 0.9801 ?
C34 H343 0.9801 ?
P3 O10 1.4813(10) yes
P3 O9 1.6187(11) yes
P3 C35 1.7853(13) ?
P3 C41 1.7895(15) ?
O9 N3 1.4367(14) n
O11 C47 1.3393(18) n
O11 C48 1.4752(18) ?
O12 C47 1.2007(18) n
N3 C47 1.3837(18) n
N3 H3N 0.923(18) ?
C35 C40 1.3961(19) ?
C35 C36 1.4026(19) ?
C36 C37 1.3942(19) ?
C36 H36 0.9500 ?
C37 C38 1.381(2) ?
C37 H37 0.9500 ?
C38 C39 1.389(2) ?
C38 H38 0.9500 ?
C39 C40 1.395(2) ?
C39 H39 0.9499 ?
C40 H40 0.9502 ?
C41 C46 1.3954(19) ?
C41 C42 1.399(2) ?
C42 C43 1.385(2) ?
C42 H42 0.9500 ?
C43 C44 1.386(2) ?
C43 H43 0.9500 ?
C44 C45 1.383(2) ?
C44 H44 0.9501 ?
C45 C46 1.389(2) ?
C45 H45 0.9501 ?
C46 H46 0.9499 ?
C48 C50 1.509(3) ?
C48 C51 1.516(3) ?
C48 C49 1.528(3) ?
C49 H491 0.9801 ?
C49 H492 0.9800 ?
C49 H493 0.9801 ?
C50 H501 0.9803 ?
C50 H502 0.9802 ?
C50 H503 0.9801 ?
C51 H511 0.9804 ?
C51 H512 0.9803 ?
C51 H513 0.9803 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N O6 . 0.886(17) 1.836(17) 2.7138(16) 170.0(15)
N2 H2N O2 . 0.95(2) 1.83(2) 2.7688(16) 168.4(17)
N3 H3N O10 2_676 0.923(18) 1.855(19) 2.7666(16) 169.0(16)
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_publ_flag
O2 P1 O1 N1 58.18(9) n
C7 P1 O1 N1 179.16(8) ?
C1 P1 O1 N1 -66.33(9) ?
P1 O1 N1 C13 142.58(11) n
O2 P1 C1 C2 26.47(14) ?
O1 P1 C1 C2 152.85(12) ?
C7 P1 C1 C2 -100.00(13) ?
O2 P1 C1 C6 -155.13(12) ?
O1 P1 C1 C6 -28.76(14) ?
C7 P1 C1 C6 78.40(14) ?
O2 P1 C7 C12 -171.40(12) ?
O1 P1 C7 C12 65.83(14) ?
C1 P1 C7 C12 -45.21(15) ?
O2 P1 C7 C8 8.16(15) ?
O1 P1 C7 C8 -114.61(12) ?
C1 P1 C7 C8 134.35(12) ?
C14 O3 C13 O4 -2.6(3) ?
C14 O3 C13 N1 174.07(14) n
O1 N1 C13 O4 -16.6(2) n
O1 N1 C13 O3 166.69(11) ?
C13 O3 C14 C15 64.6(2) ?
C13 O3 C14 C17 -59.9(2) ?
C13 O3 C14 C16 -177.33(15) ?
O6 P2 O5 N2 -57.27(9) n
C18 P2 O5 N2 -177.79(8) ?
C24 P2 O5 N2 65.88(9) ?
P2 O5 N2 C30 -138.18(11) n
O6 P2 C18 C23 179.38(13) ?
O5 P2 C18 C23 -58.11(14) ?
C24 P2 C18 C23 53.97(16) ?
O6 P2 C18 C19 -0.87(15) ?
O5 P2 C18 C19 121.64(13) ?
C24 P2 C18 C19 -126.28(13) ?
O6 P2 C24 C25 -19.90(14) ?
O5 P2 C24 C25 -146.03(12) ?
C18 P2 C24 C25 106.65(13) ?
O6 P2 C24 C29 160.14(12) ?
O5 P2 C24 C29 34.01(14) ?
C18 P2 C24 C29 -73.30(14) ?
C31 O7 C30 O8 -1.8(3) ?
C31 O7 C30 N2 -178.31(14) n
O5 N2 C30 O8 18.3(2) n
O5 N2 C30 O7 -165.15(12) ?
C30 O7 C31 C32 -63.8(2) ?
C30 O7 C31 C33 61.0(2) ?
C30 O7 C31 C34 179.00(15) ?
O10 P3 O9 N3 -57.91(9) n
C35 P3 O9 N3 -178.52(8) ?
C41 P3 O9 N3 65.44(9) ?
P3 O9 N3 C47 -133.94(12) n
O10 P3 C35 C40 -174.95(12) ?
O9 P3 C35 C40 -52.35(14) ?
C41 P3 C35 C40 59.37(15) ?
O10 P3 C35 C36 4.97(15) ?
O9 P3 C35 C36 127.57(12) ?
C41 P3 C35 C36 -120.72(13) ?
O10 P3 C41 C46 164.23(12) ?
O9 P3 C41 C46 38.23(14) ?
C35 P3 C41 C46 -69.26(15) ?
O10 P3 C41 C42 -16.56(14) ?
O9 P3 C41 C42 -142.56(12) ?
C35 P3 C41 C42 109.96(13) ?
C48 O11 C47 O12 6.2(3) ?
C48 O11 C47 N3 -170.61(15) n
O9 N3 C47 O12 21.4(2) n
O9 N3 C47 O11 -161.75(12) ?
C47 O11 C48 C50 -64.9(2) ?
C47 O11 C48 C51 177.42(17) ?
C47 O11 C48 C49 60.7(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24736586
