#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/17/2211701.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_2211701
loop_
_publ_author_name
'Xiao-Bao Chen'
'De-Qing Shi'
_publ_section_title
;O,O-Diethyl
 [({1-[(2-chlorothiazol-5-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-yl}carbonyloxy)phenylmethyl]phosphonate
;
_journal_coeditor_code           AT2175
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o158
_journal_page_last               o160
_journal_paper_doi               10.1107/S1600536806051841
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C19 H22 Cl N4 O5 P S'
_chemical_formula_moiety         'C19 H22 Cl N4 O5 P S'
_chemical_formula_sum            'C19 H22 Cl N4 O5 P S'
_chemical_formula_weight         484.89
_chemical_name_systematic
;
O,O-Diethyl
[({1-[(2-chlorothiazol-5-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-
yl}carbonyloxy)phenylmethyl]phosphonate
;
_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
_cell_angle_alpha                97.715(2)
_cell_angle_beta                 94.826(2)
_cell_angle_gamma                92.492(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7691(12)
_cell_length_b                   9.3196(13)
_cell_length_c                   14.389(2)
_cell_measurement_reflns_used    4452
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.07
_cell_measurement_theta_min      2.33
_cell_volume                     1159.4(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0195
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8265
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.33
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.361
_exptl_absorpt_correction_T_max  0.8994
_exptl_absorpt_correction_T_min  0.8810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.290
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         4709
_refine_ls_number_restraints     58
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0665
_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)+(0.1034P)²+0.3921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1805
_refine_ls_wR_factor_ref         0.1893
_reflns_number_gt                3943
_reflns_number_total             4709
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2175.cif
_cod_data_source_block           I
_cod_database_code               2211701
_cod_database_fobs_code          2211701
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.2465(4) 1.0292(3) -0.0667(2) 0.0602(7) Uani d . 1 . .
C C2 0.0964(4) 0.8478(3) -0.0493(2) 0.0627(7) Uani d . 1 . .
H H2 0.0223 0.7729 -0.0685 0.075 Uiso calc R 1 . .
C C3 0.1614(3) 0.8730(3) 0.0397(2) 0.0545(6) Uani d . 1 . .
C C4 0.1264(3) 0.7954(4) 0.1201(2) 0.0631(7) Uani d . 1 . .
H H4A 0.0948 0.8646 0.1703 0.076 Uiso calc R 1 . .
H H4B 0.0414 0.7250 0.0998 0.076 Uiso calc R 1 . .
C C5 0.3113(3) 0.5944(3) 0.12169(19) 0.0519(6) Uani d . 1 . .
C C6 0.4326(3) 0.5785(3) 0.18518(18) 0.0513(6) Uani d . 1 . .
C C7 0.2436(4) 0.5034(4) 0.0355(2) 0.0750(9) Uani d . 1 . .
H H7A 0.1383 0.4777 0.0422 0.112 Uiso calc R 1 . .
H H7B 0.2989 0.4170 0.0250 0.112 Uiso calc R 1 . .
H H7C 0.2492 0.5562 -0.0171 0.112 Uiso calc R 1 . .
C C8 0.5313(3) 0.4560(3) 0.18441(19) 0.0530(6) Uani d . 1 . .
C C9 0.7462(3) 0.3646(3) 0.2658(2) 0.0561(7) Uani d . 1 . .
H H9 0.7306 0.2905 0.2102 0.067 Uiso calc R 1 . .
C C10 0.7039(3) 0.2983(3) 0.3499(2) 0.0587(7) Uani d . 1 . .
C C11 0.6981(4) 0.1508(4) 0.3473(3) 0.0795(10) Uani d . 1 . .
H H11 0.7214 0.0920 0.2934 0.095 Uiso calc R 1 . .
C C12 0.6577(5) 0.0886(5) 0.4247(4) 0.1008(13) Uani d . 1 . .
H H12 0.6548 -0.0117 0.4226 0.121 Uiso calc R 1 . .
C C13 0.6223(5) 0.1728(6) 0.5035(3) 0.1001(13) Uani d . 1 . .
H H13 0.5954 0.1303 0.5551 0.120 Uiso calc R 1 . .
C C14 0.6263(6) 0.3183(6) 0.5068(3) 0.1027(14) Uani d . 1 . .
H H14 0.6021 0.3759 0.5610 0.123 Uiso calc R 1 . .
C C15 0.6661(5) 0.3824(4) 0.4302(3) 0.0841(11) Uani d . 1 . .
H H15 0.6673 0.4827 0.4328 0.101 Uiso calc R 1 . .
C C16 1.1942(8) 0.3268(11) 0.3267(8) 0.113(3) Uani d PDU 0.64 A 1
H H16A 1.2216 0.3708 0.3913 0.136 Uiso calc PR 0.64 A 1
H H16B 1.2450 0.3834 0.2852 0.136 Uiso calc PR 0.64 A 1
C C17 1.240(2) 0.1724(13) 0.3125(9) 0.125(4) Uani d PDU 0.64 A 1
H H17A 1.1953 0.1197 0.3572 0.187 Uiso calc PR 0.64 A 1
H H17B 1.3501 0.1708 0.3216 0.187 Uiso calc PR 0.64 A 1
H H17C 1.2056 0.1282 0.2498 0.187 Uiso calc PR 0.64 A 1
C C16' 1.1821(11) 0.2920(18) 0.2803(10) 0.088(4) Uani d PDU 0.36 A 2
H H16C 1.2425 0.3818 0.2806 0.106 Uiso calc PR 0.36 A 2
H H16D 1.1775 0.2367 0.2179 0.106 Uiso calc PR 0.36 A 2
C C17' 1.252(4) 0.206(3) 0.3527(14) 0.135(9) Uani d PDU 0.36 A 2
H H17D 1.2718 0.2675 0.4120 0.202 Uiso calc PR 0.36 A 2
H H17E 1.3461 0.1691 0.3329 0.202 Uiso calc PR 0.36 A 2
H H17F 1.1820 0.1267 0.3595 0.202 Uiso calc PR 0.36 A 2
C C18 0.9272(14) 0.7132(7) 0.3448(6) 0.128(3) Uani d PDU 0.70 A 1
H H18A 0.8252 0.7201 0.3144 0.153 Uiso calc PR 0.70 A 1
H H18B 1.0021 0.7490 0.3064 0.153 Uiso calc PR 0.70 A 1
C C19 0.9433(17) 0.7937(11) 0.4389(7) 0.187(5) Uani d PDU 0.70 A 1
H H19A 0.8486 0.8368 0.4520 0.281 Uiso calc PR 0.70 A 1
H H19B 1.0234 0.8685 0.4431 0.281 Uiso calc PR 0.70 A 1
H H19C 0.9687 0.7292 0.4839 0.281 Uiso calc PR 0.70 A 1
C C19' 0.976(2) 0.8624(14) 0.3869(15) 0.133(7) Uani d PDU 0.30 A 2
H H19D 0.8670 0.8692 0.3869 0.200 Uiso calc PR 0.30 A 2
H H19E 1.0118 0.9094 0.3368 0.200 Uiso calc PR 0.30 A 2
H H19F 1.0252 0.9088 0.4461 0.200 Uiso calc PR 0.30 A 2
C C18' 1.0125(18) 0.7086(10) 0.3730(13) 0.092(4) Uani d PDU 0.30 A 2
H H18C 1.0738 0.7074 0.3198 0.110 Uiso calc PR 0.30 A 2
H H18D 1.0869 0.7067 0.4266 0.110 Uiso calc PR 0.30 A 2
Cl Cl1 0.33443(12) 1.15961(11) -0.11998(8) 0.0897(3) Uani d . 1 . .
N N1 0.1444(3) 0.9374(3) -0.11069(18) 0.0671(7) Uani d . 1 . .
N N2 0.2566(3) 0.7208(3) 0.15670(17) 0.0551(6) Uani d . 1 . .
N N3 0.3394(3) 0.7806(3) 0.23785(18) 0.0661(7) Uani d . 1 . .
N N4 0.4462(3) 0.6944(3) 0.25507(17) 0.0618(6) Uani d . 1 . .
O O1 0.5118(3) 0.3454(3) 0.13098(19) 0.0850(7) Uani d . 1 . .
O O2 0.6488(2) 0.4833(2) 0.25108(15) 0.0643(5) Uani d . 1 . .
O O3 1.0331(3) 0.3211(3) 0.3053(2) 0.1000(9) Uani d D 1 . .
O O4 0.9536(3) 0.5655(3) 0.35945(18) 0.0884(7) Uani d D 1 . .
O O5 0.9768(3) 0.4945(3) 0.18466(19) 0.0911(8) Uani d . 1 . .
P P1 0.93898(10) 0.44675(9) 0.27217(6) 0.0657(3) Uani d . 1 A .
S S1 0.29328(9) 1.01822(9) 0.05014(6) 0.0677(3) Uani d . 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'
S S 0.1246 0.1234 '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'
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
N1 C1 Cl1 122.4(2) ?
N1 C1 S1 117.2(2) ?
Cl1 C1 S1 120.4(2) ?
C3 C2 N1 117.1(3) ?
C3 C2 H2 121.5 ?
N1 C2 H2 121.5 ?
C2 C3 C4 127.7(3) ?
C2 C3 S1 109.0(2) ?
C4 C3 S1 123.3(2) ?
N2 C4 C3 113.0(2) ?
N2 C4 H4A 109.0 ?
C3 C4 H4A 109.0 ?
N2 C4 H4B 109.0 ?
C3 C4 H4B 109.0 ?
H4A C4 H4B 107.8 ?
N2 C5 C6 103.3(2) ?
N2 C5 C7 123.8(3) ?
C6 C5 C7 132.9(3) ?
N4 C6 C5 109.5(2) ?
N4 C6 C8 123.2(2) ?
C5 C6 C8 127.3(3) ?
C5 C7 H7A 109.5 ?
C5 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
C5 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
O1 C8 O2 123.7(3) ?
O1 C8 C6 125.0(3) ?
O2 C8 C6 111.3(2) ?
O2 C9 C10 110.0(2) ?
O2 C9 P1 103.69(19) ?
C10 C9 P1 116.6(2) ?
O2 C9 H9 108.7 ?
C10 C9 H9 108.7 ?
P1 C9 H9 108.7 ?
C11 C10 C15 118.5(3) ?
C11 C10 C9 120.0(3) ?
C15 C10 C9 121.5(3) ?
C10 C11 C12 120.3(4) ?
C10 C11 H11 119.9 ?
C12 C11 H11 119.9 ?
C13 C12 C11 120.6(4) ?
C13 C12 H12 119.7 ?
C11 C12 H12 119.7 ?
C14 C13 C12 119.9(4) ?
C14 C13 H13 120.1 ?
C12 C13 H13 120.1 ?
C13 C14 C15 120.4(4) ?
C13 C14 H14 119.8 ?
C15 C14 H14 119.8 ?
C10 C15 C14 120.4(4) ?
C10 C15 H15 119.8 ?
C14 C15 H15 119.8 ?
O3 C16 C17 106.2(9) ?
O3 C16 H16A 110.5 ?
C17 C16 H16A 110.5 ?
O3 C16 H16B 110.5 ?
C17 C16 H16B 110.5 ?
H16A C16 H16B 108.7 ?
O3 C16' C17' 106.3(15) ?
O3 C16' H16C 110.5 ?
C17' C16' H16C 110.5 ?
O3 C16' H16D 110.5 ?
C17' C16' H16D 110.5 ?
H16C C16' H16D 108.7 ?
C16' C17' H17D 109.5 ?
C16' C17' H17E 109.5 ?
H17D C17' H17E 109.5 ?
C16' C17' H17F 109.5 ?
H17D C17' H17F 109.5 ?
H17E C17' H17F 109.5 ?
O4 C18 C19 104.2(7) ?
O4 C18 H18A 110.9 ?
C19 C18 H18A 110.9 ?
O4 C18 H18B 110.9 ?
C19 C18 H18B 110.9 ?
H18A C18 H18B 108.9 ?
C18' C19' H19D 109.5 ?
C18' C19' H19E 109.5 ?
H19D C19' H19E 109.5 ?
C18' C19' H19F 109.5 ?
H19D C19' H19F 109.5 ?
H19E C19' H19F 109.5 ?
O4 C18' C19' 145.7(14) ?
O4 C18' H18C 100.4 ?
C19' C18' H18C 100.4 ?
O4 C18' H18D 100.4 ?
C19' C18' H18D 100.4 ?
H18C C18' H18D 104.3 ?
C1 N1 C2 108.6(3) ?
C5 N2 N3 111.3(2) ?
C5 N2 C4 129.1(3) ?
N3 N2 C4 119.5(2) ?
N4 N3 N2 107.4(2) ?
N3 N4 C6 108.4(2) ?
C8 O2 C9 117.2(2) ?
C16' O3 C16 28.6(6) ?
C16' O3 P1 124.0(7) ?
C16 O3 P1 125.5(5) ?
C18' O4 C18 33.8(7) ?
C18' O4 P1 132.0(8) ?
C18 O4 P1 118.2(4) ?
O5 P1 O4 115.69(16) yes
O5 P1 O3 116.12(17) yes
O4 P1 O3 104.09(17) yes
O5 P1 C9 113.34(16) yes
O4 P1 C9 105.89(14) yes
O3 P1 C9 99.98(14) yes
C1 S1 C3 88.10(15) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.275(4) ?
C1 Cl1 1.711(3) ?
C1 S1 1.714(3) ?
C2 C3 1.343(4) ?
C2 N1 1.372(4) ?
C2 H2 0.9300 ?
C3 C4 1.490(4) ?
C3 S1 1.724(3) ?
C4 N2 1.459(4) ?
C4 H4A 0.9700 ?
C4 H4B 0.9700 ?
C5 N2 1.343(4) yes
C5 C6 1.369(4) ?
C5 C7 1.470(4) ?
C6 N4 1.367(4) yes
C6 C8 1.462(4) ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
C8 O1 1.196(4) ?
C8 O2 1.338(3) ?
C9 O2 1.454(3) ?
C9 C10 1.497(4) ?
C9 P1 1.815(3) ?
C9 H9 0.9800 ?
C10 C11 1.369(5) ?
C10 C15 1.380(5) ?
C11 C12 1.387(5) ?
C11 H11 0.9300 ?
C12 C13 1.356(7) ?
C12 H12 0.9300 ?
C13 C14 1.349(7) ?
C13 H13 0.9300 ?
C14 C15 1.386(5) ?
C14 H14 0.9300 ?
C15 H15 0.9300 ?
C16 O3 1.418(7) ?
C16 C17 1.504(8) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 0.9600 ?
C16' O3 1.411(7) ?
C16' C17' 1.504(9) ?
C16' H16C 0.9700 ?
C16' H16D 0.9700 ?
C17' H17D 0.9600 ?
C17' H17E 0.9600 ?
C17' H17F 0.9600 ?
C18 O4 1.445(7) ?
C18 C19 1.450(8) ?
C18 H18A 0.9700 ?
C18 H18B 0.9700 ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
C19' C18' 1.473(9) ?
C19' H19D 0.9600 ?
C19' H19E 0.9600 ?
C19' H19F 0.9600 ?
C18' O4 1.392(8) ?
C18' H18C 0.9700 ?
C18' H18D 0.9700 ?
N2 N3 1.360(4) ?
N3 N4 1.290(4) ?
O3 P1 1.564(3) ?
O4 P1 1.551(3) ?
O5 P1 1.450(3) ?
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
C7 H7B O1 . 0.96 2.48 3.145(4) 126.2
C7 H7A O5 1_455 0.96 2.58 3.311(5) 133.2
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
N1 C2 C3 C4 177.9(3)
N1 C2 C3 S1 -0.2(3)
C2 C3 C4 N2 117.2(3)
S1 C3 C4 N2 -64.9(3)
N2 C5 C6 N4 0.0(3)
C7 C5 C6 N4 -178.8(3)
N2 C5 C6 C8 177.2(2)
C7 C5 C6 C8 -1.6(5)
N4 C6 C8 O1 170.7(3)
C5 C6 C8 O1 -6.1(5)
N4 C6 C8 O2 -10.0(4)
C5 C6 C8 O2 173.3(2)
O2 C9 C10 C11 138.6(3)
P1 C9 C10 C11 -103.7(3)
O2 C9 C10 C15 -39.6(4)
P1 C9 C10 C15 78.1(3)
C15 C10 C11 C12 -1.2(6)
C9 C10 C11 C12 -179.4(3)
C10 C11 C12 C13 0.5(7)
C11 C12 C13 C14 0.0(8)
C12 C13 C14 C15 0.1(8)
C11 C10 C15 C14 1.3(6)
C9 C10 C15 C14 179.5(4)
C13 C14 C15 C10 -0.8(7)
Cl1 C1 N1 C2 179.9(2)
S1 C1 N1 C2 -0.4(3)
C3 C2 N1 C1 0.4(4)
C6 C5 N2 N3 -0.1(3)
C7 C5 N2 N3 178.9(3)
C6 C5 N2 C4 -179.6(2)
C7 C5 N2 C4 -0.7(4)
C3 C4 N2 C5 -78.0(4)
C3 C4 N2 N3 102.5(3)
C5 N2 N3 N4 0.1(3)
C4 N2 N3 N4 179.7(2)
N2 N3 N4 C6 -0.1(3)
C5 C6 N4 N3 0.0(3)
C8 C6 N4 N3 -177.3(2)
O1 C8 O2 C9 -7.7(4)
C6 C8 O2 C9 173.0(2)
C10 C9 O2 C8 -100.4(3)
P1 C9 O2 C8 134.1(2)
C17' C16' O3 C16 55.9(19)
C17' C16' O3 P1 159.0(12)
C17 C16 O3 C16' -58.1(18)
C17 C16 O3 P1 -155.3(7)
C19' C18' O4 C18 30(2)
C19' C18' O4 P1 108(3)
C19 C18 O4 C18' -57.9(15)
C19 C18 O4 P1 177.8(7)
C18' O4 P1 O5 -8.1(10)
C18 O4 P1 O5 30.1(6)
C18' O4 P1 O3 120.6(10)
C18 O4 P1 O3 158.7(6)
C18' O4 P1 C9 -134.5(10)
C18 O4 P1 C9 -96.4(6)
C16' O3 P1 O5 25.8(8)
C16 O3 P1 O5 60.8(6)
C16' O3 P1 O4 -102.6(8)
C16 O3 P1 O4 -67.6(6)
C16' O3 P1 C9 148.1(8)
C16 O3 P1 C9 -176.9(6)
O2 C9 P1 O5 -65.2(2)
C10 C9 P1 O5 173.7(2)
O2 C9 P1 O4 62.7(2)
C10 C9 P1 O4 -58.4(2)
O2 C9 P1 O3 170.5(2)
C10 C9 P1 O3 49.5(3)
N1 C1 S1 C3 0.2(2)
Cl1 C1 S1 C3 179.94(19)
C2 C3 S1 C1 0.0(2)
C4 C3 S1 C1 -178.2(2)
