#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/88/2018833.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_2018833
loop_
_publ_author_name
'Brzuszkiewicz, Anna'
'Makowski, Maciej'
'Lisowski, Marek'
'Lis, Elżbieta'
'Otreba, Marta'
'Lis, Tadeusz'
_publ_section_title
;
 Two phosphonodehydrotripeptides:
 Boc⁰--Gly¹--Δ(Z)Phe²--α-Abu³PO₃Me₂ and
 Boc⁰--Gly¹--Δ(Z)Phe²--α-Nva³PO₃Et₂
;
_journal_coeditor_code           SK3464
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              277
_journal_page_last               281
_journal_paper_doi               10.1107/S0108270113002539
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C21 H32 N3 O7 P'
_chemical_formula_moiety         'C21 H32 N3 O7 P'
_chemical_formula_sum            'C21 H32 N3 O7 P'
_chemical_formula_weight         469.47
_chemical_name_systematic
'Dimethyl (3-{[tert-butoxycarbonylglycyl-α,β-(Z)-dehydrophenylalanyl]amino}propyl)phosphonate'
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.597(3)
_cell_length_b                   18.023(4)
_cell_length_c                   15.852(4)
_cell_measurement_reflns_used    17556
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29
_cell_measurement_theta_min      3
_cell_volume                     2456.2(12)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2008)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2008)'
_computing_data_reduction        'CrysAlisRED (Oxford Diffraction, 2008)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
'Oxford Xcalibur PX κ-geometry diffractometer with CCD area detector'
_diffrn_measurement_method       'ω and φ'
_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  0.0979
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30498
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         29.00
_diffrn_reflns_theta_min         3.28
_exptl_absorpt_coefficient_mu    0.156
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.25
_refine_ls_abs_structure_details none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.231
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         3370
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.227
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0450P)²+1.3496P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1259
_reflns_number_gt                3134
_reflns_number_total             3370
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sk3464.cif
_cod_data_source_block           I
_cod_database_code               2018833
_cod_database_fobs_code          2018833
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'
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
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3576(5) 0.8746(2) 0.4021(3) 0.0215(8) Uani d . 1 1 A 1
C C2 0.2514(6) 0.9355(3) 0.3688(3) 0.0378(12) Uani d . 1 1 A 1
H H2A 0.3061 0.9832 0.3709 0.057 Uiso calc R 1 1 A 1
H H2B 0.1575 0.9382 0.4037 0.057 Uiso calc R 1 1 A 1
H H2C 0.2223 0.9245 0.3104 0.057 Uiso calc R 1 1 A 1
C C3 0.5102(5) 0.8735(3) 0.3547(3) 0.0355(11) Uani d . 1 1 A 1
H H3A 0.5606 0.9221 0.3595 0.053 Uiso calc R 1 1 A 1
H H3B 0.4907 0.8625 0.2951 0.053 Uiso calc R 1 1 A 1
H H3C 0.5782 0.8354 0.3787 0.053 Uiso calc R 1 1 A 1
C C4 0.2758(6) 0.8000(3) 0.3997(3) 0.0396(12) Uani d . 1 1 A 1
H H4A 0.3444 0.7619 0.4232 0.059 Uiso calc R 1 1 A 1
H H4B 0.2501 0.7874 0.3412 0.059 Uiso calc R 1 1 A 1
H H4C 0.1801 0.8026 0.4332 0.059 Uiso calc R 1 1 A 1
O O1 0.3819(3) 0.89845(15) 0.48950(18) 0.0228(6) Uani d . 1 1 A 1
O O2 0.5417(3) 0.80166(17) 0.52359(19) 0.0291(7) Uani d . 1 1 A 1
C C5 0.4731(4) 0.8583(2) 0.5414(3) 0.0202(8) Uani d . 1 1 A 1
N N1 0.4819(4) 0.8931(2) 0.6177(2) 0.0213(7) Uani d . 1 1 A 1
H H1 0.415(6) 0.926(3) 0.634(3) 0.026 Uiso d . 1 1 B 1
C C6 0.5601(5) 0.8588(2) 0.6866(3) 0.0223(8) Uani d . 1 1 A 1
H H6A 0.6062 0.8980 0.7226 0.027 Uiso calc R 1 1 A 1
H H6B 0.6464 0.8282 0.6643 0.027 Uiso calc R 1 1 A 1
C C7 0.4562(4) 0.81006(19) 0.7409(2) 0.0172(7) Uani d . 1 1 A 1
O O3 0.3254(3) 0.78945(14) 0.72015(17) 0.0198(6) Uani d . 1 1 A 1
N N2 0.5227(4) 0.78868(17) 0.8150(2) 0.0162(6) Uani d . 1 1 A 1
H H2 0.600(5) 0.805(2) 0.839(3) 0.019 Uiso d . 1 1 C 1
C C8 0.4512(4) 0.73264(19) 0.8638(2) 0.0152(7) Uani d . 1 1 A 1
C C9 0.4083(4) 0.7375(2) 0.9442(2) 0.0187(8) Uani d . 1 1 A 1
H H9 0.3668 0.6932 0.9674 0.022 Uiso calc R 1 1 A 1
C C10 0.4148(4) 0.8005(2) 1.0029(2) 0.0192(8) Uani d . 1 1 A 1
C C11 0.3090(5) 0.8015(3) 1.0697(3) 0.0284(9) Uani d . 1 1 A 1
H H11 0.2386 0.7613 1.0764 0.034 Uiso calc R 1 1 A 1
C C12 0.3044(6) 0.8596(3) 1.1262(3) 0.0380(12) Uani d . 1 1 A 1
H H12 0.2294 0.8595 1.1702 0.046 Uiso calc R 1 1 A 1
C C13 0.4078(6) 0.9181(3) 1.1194(3) 0.0336(11) Uani d . 1 1 A 1
H H13 0.4060 0.9577 1.1590 0.040 Uiso calc R 1 1 A 1
C C14 0.5141(5) 0.9178(2) 1.0535(3) 0.0287(9) Uani d . 1 1 A 1
H H14 0.5860 0.9576 1.0483 0.034 Uiso calc R 1 1 A 1
C C15 0.5175(5) 0.8606(2) 0.9954(3) 0.0216(8) Uani d . 1 1 A 1
H H15 0.5898 0.8620 0.9501 0.026 Uiso calc R 1 1 A 1
O O4 0.3059(3) 0.62187(14) 0.83751(18) 0.0196(6) Uani d . 1 1 A 1
C C16 0.4192(4) 0.6604(2) 0.8181(2) 0.0169(7) Uani d PD 0.943(3) 1 A 1
N N3 0.5213(4) 0.64126(18) 0.7571(2) 0.0170(7) Uani d PD 0.943(3) 1 A 1
H H3 0.595(5) 0.662(3) 0.754(3) 0.020 Uiso d P 0.943(3) 1 A 1
C C17 0.5075(4) 0.5730(2) 0.7082(2) 0.0159(8) Uani d PD 0.943(3) 1 A 1
H H17 0.3990 0.5538 0.7148 0.019 Uiso calc PR 0.943(3) 1 A 1
C C18 0.5383(5) 0.5856(3) 0.6131(3) 0.0234(9) Uani d PD 0.943(3) 1 A 1
H H18A 0.6362 0.6139 0.6066 0.028 Uiso calc PR 0.943(3) 1 A 1
H H18B 0.5528 0.5368 0.5854 0.028 Uiso calc PR 0.943(3) 1 A 1
C C19 0.4095(5) 0.6267(3) 0.5689(3) 0.0290(10) Uani d PD 0.943(3) 1 A 1
H H19A 0.4372 0.6338 0.5095 0.043 Uiso calc PR 0.943(3) 1 A 1
H H19B 0.3944 0.6751 0.5958 0.043 Uiso calc PR 0.943(3) 1 A 1
H H19C 0.3131 0.5979 0.5727 0.043 Uiso calc PR 0.943(3) 1 A 1
P P1 0.64018(11) 0.50407(5) 0.74984(7) 0.0169(2) Uani d PD 0.943(3) 1 A 1
O O5 0.8040(3) 0.51538(16) 0.7261(2) 0.0239(7) Uani d PD 0.943(3) 1 A 1
O O6 0.6126(4) 0.4998(2) 0.8477(2) 0.0244(9) Uani d PD 0.943(3) 1 A 1
C C20 0.7098(7) 0.5403(3) 0.9062(3) 0.0386(12) Uani d PD 0.943(3) 1 A 1
H H20A 0.7388 0.5078 0.9532 0.058 Uiso calc PR 0.943(3) 1 A 1
H H20B 0.6526 0.5832 0.9279 0.058 Uiso calc PR 0.943(3) 1 A 1
H H20C 0.8040 0.5572 0.8771 0.058 Uiso calc PR 0.943(3) 1 A 1
O O7 0.5615(4) 0.43075(15) 0.7172(2) 0.0247(7) Uani d PD 0.943(3) 1 A 1
C C21 0.6347(6) 0.3600(2) 0.7311(4) 0.0462(16) Uani d PD 0.943(3) 1 A 1
H H21A 0.5784 0.3215 0.7000 0.069 Uiso calc PR 0.943(3) 1 A 1
H H21B 0.6330 0.3484 0.7915 0.069 Uiso calc PR 0.943(3) 1 A 1
H H21C 0.7427 0.3620 0.7114 0.069 Uiso calc PR 0.943(3) 1 A 1
C C161 0.4192(4) 0.6604(2) 0.8181(2) 0.0169(7) Uani d P 0.057(3) 1 A 2
N N31 0.550(4) 0.628(3) 0.791(4) 0.050 Uiso d PD 0.057(3) 1 A 2
H H31 0.6374 0.6518 0.7806 0.060 Uiso calc PR 0.057(3) 1 A 2
C C171 0.530(7) 0.548(3) 0.7828(19) 0.050 Uiso d PD 0.057(3) 1 A 2
H H171 0.4197 0.5361 0.7978 0.060 Uiso calc PR 0.057(3) 1 A 2
C C181 0.637(17) 0.505(5) 0.844(4) 0.050 Uiso d PD 0.057(3) 1 A 2
H H18C 0.6043 0.4529 0.8465 0.060 Uiso calc PR 0.057(3) 1 A 2
H H18D 0.7452 0.5070 0.8226 0.060 Uiso calc PR 0.057(3) 1 A 2
C C191 0.633(14) 0.538(6) 0.932(3) 0.050 Uiso d PD 0.057(3) 1 A 2
H H19D 0.7077 0.5114 0.9682 0.075 Uiso calc PR 0.057(3) 1 A 2
H H19E 0.5284 0.5328 0.9558 0.075 Uiso calc PR 0.057(3) 1 A 2
H H19F 0.6615 0.5906 0.9300 0.075 Uiso calc PR 0.057(3) 1 A 2
P P11 0.560(3) 0.5220(13) 0.6736(15) 0.050 Uiso d PD 0.057(3) 1 A 2
O O51 0.721(4) 0.532(3) 0.643(3) 0.050 Uiso d PD 0.057(3) 1 A 2
O O61 0.434(5) 0.562(3) 0.619(3) 0.050 Uiso d PD 0.057(3) 1 A 2
C C201 0.401(11) 0.537(5) 0.534(3) 0.050 Uiso d PD 0.057(3) 1 A 2
H H20D 0.3193 0.5685 0.5093 0.075 Uiso calc PR 0.057(3) 1 A 2
H H20E 0.3666 0.4857 0.5349 0.075 Uiso calc PR 0.057(3) 1 A 2
H H20F 0.4957 0.5415 0.4994 0.075 Uiso calc PR 0.057(3) 1 A 2
O O71 0.505(6) 0.4385(17) 0.678(3) 0.050 Uiso d PD 0.057(3) 1 A 2
C C211 0.551(12) 0.391(3) 0.609(5) 0.050 Uiso d PD 0.057(3) 1 A 2
H H21D 0.5119 0.3406 0.6188 0.075 Uiso calc PR 0.057(3) 1 A 2
H H21E 0.6651 0.3896 0.6050 0.075 Uiso calc PR 0.057(3) 1 A 2
H H21F 0.5082 0.4101 0.5559 0.075 Uiso calc PR 0.057(3) 1 A 2
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0000 '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
O1 C1 C3 110.5(3) ?
O1 C1 C4 110.4(4) ?
C3 C1 C4 112.3(4) ?
O1 C1 C2 101.6(3) ?
C3 C1 C2 110.9(4) ?
C4 C1 C2 110.6(4) ?
C5 O1 C1 120.1(3) ?
O2 C5 O1 126.4(4) ?
O2 C5 N1 124.5(4) ?
O1 C5 N1 109.0(3) ?
C5 N1 C6 120.4(4) ?
C5 N1 H1 123(3) ?
C6 N1 H1 112(3) ?
N1 C6 C7 114.1(3) ?
N1 C6 H6A 108.7 ?
C7 C6 H6A 108.7 ?
N1 C6 H6B 108.7 ?
C7 C6 H6B 108.7 ?
H6A C6 H6B 107.6 ?
O3 C7 N2 122.0(3) ?
O3 C7 C6 124.1(3) ?
N2 C7 C6 113.9(3) ?
C7 N2 C8 119.5(3) ?
C7 N2 H2 130(3) ?
C8 N2 H2 110(3) ?
C9 C8 N2 126.8(3) y
C9 C8 C16 117.7(3) ?
N2 C8 C16 115.5(3) y
C8 C9 C10 130.4(4) y
C8 C9 H9 114.8 ?
C10 C9 H9 114.8 ?
C11 C10 C15 117.6(4) ?
C11 C10 C9 117.8(4) ?
C15 C10 C9 124.5(4) ?
C12 C11 C10 121.4(4) ?
C12 C11 H11 119.3 ?
C10 C11 H11 119.3 ?
C11 C12 C13 120.7(4) ?
C11 C12 H12 119.7 ?
C13 C12 H12 119.7 ?
C12 C13 C14 118.6(4) ?
C12 C13 H13 120.7 ?
C14 C13 H13 120.7 ?
C15 C14 C13 121.2(4) ?
C15 C14 H14 119.4 ?
C13 C14 H14 119.4 ?
C14 C15 C10 120.4(4) ?
C14 C15 H15 119.8 ?
C10 C15 H15 119.8 ?
O4 C16 N3 123.1(3) ?
O4 C16 C8 120.5(3) ?
N3 C16 C8 116.4(3) ?
C16 N3 C17 122.9(3) ?
C16 N3 H3 118(4) ?
C17 N3 H3 118(4) ?
N3 C17 C18 112.3(3) ?
N3 C17 P1 109.5(3) ?
C18 C17 P1 110.4(3) ?
N3 C17 H17 108.2 ?
C18 C17 H17 108.2 ?
P1 C17 H17 108.2 ?
C19 C18 C17 113.6(4) ?
C19 C18 H18A 108.9 ?
C17 C18 H18A 108.9 ?
C19 C18 H18B 108.9 ?
C17 C18 H18B 108.9 ?
H18A C18 H18B 107.7 ?
C18 C19 H19A 109.5 ?
C18 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C18 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
O5 P1 O6 113.8(2) y
O5 P1 O7 116.35(17) y
O6 P1 O7 102.7(2) y
O5 P1 C17 114.50(17) ?
O6 P1 C17 107.35(18) ?
O7 P1 C17 100.68(18) ?
C20 O6 P1 121.4(4) ?
C21 O7 P1 120.4(3) ?
C171 N31 H31 124.5 ?
N31 C171 C181 111(3) ?
N31 C171 P11 109(2) ?
C181 C171 P11 113(3) ?
N31 C171 H171 107.9 ?
C181 C171 H171 107.9 ?
P11 C171 H171 107.9 ?
C191 C181 C171 112(3) ?
C191 C181 H18C 109.2 ?
C171 C181 H18C 109.2 ?
C191 C181 H18D 109.2 ?
C171 C181 H18D 109.2 ?
H18C C181 H18D 109.2 ?
C181 C191 H19D 109.5 ?
C181 C191 H19E 109.5 ?
H19D C191 H19E 109.5 ?
C181 C191 H19F 109.5 ?
H19D C191 H19F 109.5 ?
H19E C191 H19F 109.5 ?
O51 P11 O61 114(2) ?
O51 P11 O71 114(2) ?
O61 P11 O71 105(2) ?
O51 P11 C171 115(2) ?
O61 P11 C171 108(2) ?
O71 P11 C171 99.5(19) ?
C201 O61 P11 121(3) ?
O61 C201 H20D 109.5 ?
O61 C201 H20E 109.5 ?
H20D C201 H20E 109.5 ?
O61 C201 H20F 109.5 ?
H20D C201 H20F 109.5 ?
H20E C201 H20F 109.5 ?
C211 O71 P11 117(3) ?
O71 C211 H21D 109.5 ?
O71 C211 H21E 109.5 ?
H21D C211 H21E 109.5 ?
O71 C211 H21F 109.5 ?
H21D C211 H21F 109.5 ?
H21E C211 H21F 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 1.466(5) ?
C1 C3 1.512(6) ?
C1 C4 1.517(6) ?
C1 C2 1.523(6) ?
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 H4A 0.9800 ?
C4 H4B 0.9800 ?
C4 H4C 0.9800 ?
O1 C5 1.347(5) ?
O2 C5 1.212(5) ?
C5 N1 1.366(5) ?
N1 C6 1.424(5) ?
N1 H1 0.87(5) ?
C6 C7 1.519(5) ?
C6 H6A 0.9900 ?
C6 H6B 0.9900 ?
C7 O3 1.229(4) ?
C7 N2 1.362(5) ?
N2 C8 1.413(5) y
N2 H2 0.81(5) ?
C8 C9 1.329(5) y
C8 C16 1.515(5) y
C9 C10 1.468(6) y
C9 H9 0.9500 ?
C10 C11 1.397(6) ?
C10 C15 1.403(5) ?
C11 C12 1.378(7) ?
C11 H11 0.9500 ?
C12 C13 1.384(7) ?
C12 H12 0.9500 ?
C13 C14 1.388(7) ?
C13 H13 0.9500 ?
C14 C15 1.383(6) ?
C14 H14 0.9500 ?
C15 H15 0.9500 ?
O4 C16 1.235(4) ?
C16 N3 1.352(5) ?
N3 C17 1.459(5) ?
N3 H3 0.74(5) ?
C17 C18 1.548(6) ?
C17 P1 1.811(4) y
C17 H17 1.0000 ?
C18 C19 1.505(6) ?
C18 H18A 0.9900 ?
C18 H18B 0.9900 ?
C19 H19A 0.9800 ?
C19 H19B 0.9800 ?
C19 H19C 0.9800 ?
P1 O5 1.472(3) ?
P1 O6 1.571(3) ?
P1 O7 1.572(3) ?
O6 C20 1.446(6) ?
C20 H20A 0.9800 ?
C20 H20B 0.9800 ?
C20 H20C 0.9800 ?
O7 C21 1.439(5) ?
C21 H21A 0.9800 ?
C21 H21B 0.9800 ?
C21 H21C 0.9800 ?
N31 C171 1.46(2) ?
N31 H31 0.8800 ?
C171 C181 1.55(2) ?
C171 P11 1.813(19) ?
C171 H171 1.0000 ?
C181 C191 1.51(2) ?
C181 H18C 0.9900 ?
C181 H18D 0.9900 ?
C191 H19D 0.9800 ?
C191 H19E 0.9800 ?
C191 H19F 0.9800 ?
P11 O51 1.475(19) ?
P11 O61 1.566(19) ?
P11 O71 1.578(19) ?
O61 C201 1.45(2) ?
C201 H20D 0.9800 ?
C201 H20E 0.9800 ?
C201 H20F 0.9800 ?
O71 C211 1.44(2) ?
C211 H21D 0.9800 ?
C211 H21E 0.9800 ?
C211 H21F 0.9800 ?
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 H1 O5 3_465 0.87(5) 2.04(5) 2.830(5) 152(4)
N2 H2 O4 3_565 0.81(5) 2.21(5) 2.942(4) 149(4)
N3 H3 O3 3_565 0.74(5) 2.23(5) 2.955(4) 168(5)
C3 H3C O2 . 0.98 2.40 2.987(6) 118
C6 H6A O4 3_565 0.99 2.53 3.210(5) 126
C9 H9 O4 . 0.95 2.48 2.825(5) 101
C15 H15 O4 3_565 0.95 2.59 3.537(5) 173
C17 H17 O4 . 1.00 2.44 2.825(5) 103
C20 H20C O5 . 0.98 2.51 3.001(7) 111
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
C3 C1 O1 C5 -61.7(5) ?
C4 C1 O1 C5 63.1(5) ?
C2 C1 O1 C5 -179.5(4) ?
C1 O1 C5 O2 0.1(6) ?
C1 O1 C5 N1 177.8(3) ?
O2 C5 N1 C6 -7.9(6) ?
O1 C5 N1 C6 174.3(3) ?
C5 N1 C6 C7 -89.8(4) ?
N1 C6 C7 O3 13.6(6) ?
N1 C6 C7 N2 -168.3(3) ?
O3 C7 N2 C8 9.8(5) ?
C6 C7 N2 C8 -168.4(3) y
C7 N2 C8 C9 -124.7(4) ?
C7 N2 C8 C16 54.3(4) ?
N2 C8 C9 C10 3.1(7) y
C16 C8 C9 C10 -175.9(4) ?
C8 C9 C10 C11 154.2(4) y
C8 C9 C10 C15 -24.2(7) y
C15 C10 C11 C12 0.4(7) ?
C9 C10 C11 C12 -178.1(4) ?
C10 C11 C12 C13 -1.6(8) ?
C11 C12 C13 C14 1.3(8) ?
C12 C13 C14 C15 0.2(7) ?
C13 C14 C15 C10 -1.4(7) ?
C11 C10 C15 C14 1.1(6) ?
C9 C10 C15 C14 179.4(4) ?
C9 C8 C16 O4 30.7(5) ?
N2 C8 C16 O4 -148.4(3) ?
C9 C8 C16 N3 -148.6(4) ?
N2 C8 C16 N3 32.3(5) ?
O4 C16 N3 C17 0.0(6) ?
C8 C16 N3 C17 179.2(3) y
C16 N3 C17 C18 136.7(4) ?
C16 N3 C17 P1 -100.4(4) ?
N3 C17 C18 C19 -72.2(5) ?
P1 C17 C18 C19 165.3(3) ?
N3 C17 P1 O5 -76.7(3) ?
C18 C17 P1 O5 47.4(3) ?
N3 C17 P1 O6 50.7(3) ?
C18 C17 P1 O6 174.8(3) ?
N3 C17 P1 O7 157.7(3) ?
C18 C17 P1 O7 -78.2(3) ?
O5 P1 O6 C20 31.0(4) ?
O7 P1 O6 C20 157.6(4) ?
C17 P1 O6 C20 -96.8(4) ?
O5 P1 O7 C21 51.5(5) ?
O6 P1 O7 C21 -73.4(4) ?
C17 P1 O7 C21 175.9(4) ?
N31 C171 C181 C191 46(12) ?
P11 C171 C181 C191 169(9) ?
N31 C171 P11 O51 67(4) ?
C181 C171 P11 O51 -57(6) ?
N31 C171 P11 O61 -62(4) ?
C181 C171 P11 O61 174(6) ?
N31 C171 P11 O71 -171(4) ?
C181 C171 P11 O71 65(6) ?
O51 P11 O61 C201 68(7) ?
O71 P11 O61 C201 -58(7) ?
C171 P11 O61 C201 -163(6) ?
O51 P11 O71 C211 -41(7) ?
O61 P11 O71 C211 85(6) ?
C171 P11 O71 C211 -163(6) ?
