# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjmu_02
_database_code_depnum_ccdc_archive 'CCDC 2079449'
loop_
_audit_author_name
_audit_author_address
'Rafal Dolot'
;Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences
Poland
;
_audit_update_record             
;
2024-07-12 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_audit_creation_date             2024-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(R)-2-(uracil-1-yl)-(SP)-N-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane-2-yl)-(S)-6-hydroxymethyl-morpholine
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H24 N3 O5 P S2'
_chemical_formula_sum            'C16 H24 N3 O5 P S2'
_chemical_compound_source        synthetic
_chemical_formula_weight         433.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_chemical_absolute_configuration ad
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_exptl_crystal_recrystallization_method 
'Crystallization from the mixture of acetonitrile : methanol (1:1 v/v)'
_chemical_melting_point          ?
_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_diffrn_ambient_temperature      293.88(10)
_chemical_oxdiff_formula         'C H N O P S'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

_cell_length_a                   6.80030(10)
_cell_length_b                   28.6550(3)
_cell_length_c                   10.60610(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.4520(10)
_cell_angle_gamma                90
_cell_volume                     2062.98(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11272
_cell_measurement_temperature    293.88(10)
_cell_measurement_theta_max      76.0000
_cell_measurement_theta_min      3.0600
_shelx_estimated_absorpt_T_max   0.453
_shelx_estimated_absorpt_T_min   0.251
_exptl_absorpt_coefficient_mu    3.357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.100a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.57
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12241
_diffrn_reflns_point_group_measured_fraction_full 0.821
_diffrn_reflns_point_group_measured_fraction_max 0.761
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.114
_diffrn_reflns_theta_min         3.084
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    103.00 128.00   0.50    0.70    --  107.66  15.00  30.00   50
  2  ω    101.00 133.00   0.50    0.70    --  107.66  15.00  60.00   64
  3  ω    101.00 131.00   0.50    0.70    --  107.66  15.00 -30.00   60
  4  ω    104.00 135.00   0.50    0.70    --  107.66  15.00 -90.00   62
  5  ω    103.00 135.00   0.50    0.70    --  107.66  15.00-120.00   64
  6  ω    102.00 136.00   0.50    0.70    --  107.66  15.00-150.00   68
  7  ω    101.00 126.00   0.50    0.70    --  107.66  15.00-180.00   50
  8  ω    -19.00  29.00   0.50    0.18    --  -45.53  38.00 120.00   96
  9  ω     -9.00  29.00   0.50    0.18    --  -45.53  38.00 150.00   76
 10  ω    -18.00  30.00   0.50    0.18    --  -45.53  38.00  60.00   96
 11  ω    -50.00 -20.00   0.50    0.70    --  -93.75  61.00 150.00   60
 12  ω    -72.00 -26.00   0.50    0.70    --  -93.75  77.00  60.00   92
 13  ω    -51.00 -26.00   0.50    0.70    --  -93.75  61.00  30.00   50
 14  ω    -51.00 -23.00   0.50    0.70    --  -93.75  61.00-180.00   56
 15  ω   -154.00-103.00   0.50    0.70    --  -93.75 -77.00 -90.00  102
 16  ω   -144.00-102.00   0.50    0.70    --  -93.75 -88.00 139.00   84
 17  ω    -67.00 -27.00   0.50    0.70    --  -93.75  88.00-104.00   80
 18  ω    -51.00   8.00   0.50    0.18    --  -45.53  88.00-104.00  118
 19  ω    -76.00 -31.00   0.50    0.18    --  -45.53 125.00   0.00   90
 20  ω     40.00  71.00   0.50    0.70    --  107.66 -77.00-150.00   62
 21  ω     65.00  92.00   0.50    0.70    --  107.66 -95.00-180.00   54
 22  ω     35.00  91.00   0.50    0.70    --  107.66 -95.00-150.00  112
 23  ω     40.00  65.00   0.50    0.18    --   45.53 -88.00 139.00   50
 24  ω     36.00  87.00   0.50    0.70    --  107.66-125.00 120.00  102
 25  ω     46.00  84.00   0.50    0.70    --  107.66 -88.00 139.00   76
 26  ω    134.00 160.00   0.50    0.70    --  107.66  88.00-104.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0680598000
_diffrn_orient_matrix_UB_12      -0.0465219000
_diffrn_orient_matrix_UB_13      0.0558724000
_diffrn_orient_matrix_UB_21      -0.0867221000
_diffrn_orient_matrix_UB_22      -0.0149471000
_diffrn_orient_matrix_UB_23      -0.1313468000
_diffrn_orient_matrix_UB_31      0.1983564000
_diffrn_orient_matrix_UB_32      -0.0224562000
_diffrn_orient_matrix_UB_33      -0.0282085000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.570
_reflns_Friedel_fraction_full    0.637
_reflns_Friedel_fraction_max     0.564
_reflns_number_gt                6454
_reflns_number_total             6583
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 2257 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(19)
_refine_ls_extinction_coef       0.0018(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         6583
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0486
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0989P)²+0.5314P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1313
_refine_ls_wR_factor_ref         0.1319
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6A(H6A), C6B(H6B), C2A(H2A), C2B(H2B)
2.b Secondary CH2 refined with riding coordinates:
 C3B(H3BA,H3BB), C3A(H3AA,H3AB), C13A(H13A,H13B), C5A(H5AA,H5AB), C16A(H16A,
 H16B), C5B(H5BA,H5BB), C14A(H14A,H14B), C16B(H16C,H16D), C14B(H14C,H14D),
 C17A(H17A,H17B), C17B(H17C,H17D), C19B(H19C,H19D), C20A(H20A,H20B), C18B(H18C,
 H18D), C20B(H20C,H20D), C18A(H18A,H18B), C19A(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 N9B(H9B), N9A(H9A), C12A(H12A), C11A(H11A), C11B(H11B), C12B(H12B)
2.d Idealised tetrahedral OH refined as rotating group:
 O5A(H5A), O5B(H5B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1A P 0.67947(16) 0.32372(4) 1.02132(10) 0.0410(3) Uani 1 1 d . . . . .
P1B P 0.12002(17) 0.67592(4) 0.46553(10) 0.0416(3) Uani 1 1 d . . . . .
S1B S -0.01299(17) 0.64306(4) 0.30592(10) 0.0481(3) Uani 1 1 d . . . . .
S1A S 0.56128(18) 0.35577(4) 1.17710(10) 0.0492(3) Uani 1 1 d . . . . .
S2B S -0.0524(2) 0.68816(6) 0.59912(13) 0.0649(4) Uani 1 1 d . . . . .
S2A S 0.4927(2) 0.30907(6) 0.88378(13) 0.0688(4) Uani 1 1 d . . . . .
O1A O 1.0437(4) 0.43963(11) 0.9392(3) 0.0391(6) Uani 1 1 d . . . . .
O2A O 0.6072(4) 0.44882(14) 0.6794(3) 0.0495(8) Uani 1 1 d . . . . .
O1B O 0.5032(4) 0.56161(11) 0.5514(3) 0.0403(6) Uani 1 1 d . . . . .
O5A O 1.1399(5) 0.49656(12) 1.1500(3) 0.0501(8) Uani 1 1 d . . . . .
H5A H 1.098839 0.505053 1.217354 0.075 Uiso 1 1 calc R U . . .
O5B O 0.5504(5) 0.50513(12) 0.3421(3) 0.0474(7) Uani 1 1 d . . . . .
H5B H 0.586421 0.493094 0.277277 0.071 Uiso 1 1 calc R U . . .
O2B O 0.1247(4) 0.55358(14) 0.8173(3) 0.0533(8) Uani 1 1 d . . . . .
O4A O 0.7755(6) 0.28005(11) 1.0983(3) 0.0568(9) Uani 1 1 d . . . . .
O4B O 0.1972(6) 0.72035(12) 0.3929(4) 0.0591(9) Uani 1 1 d . . . . .
N7A N 0.9363(5) 0.44152(13) 0.7292(3) 0.0373(7) Uani 1 1 d . . . . .
O3A O 1.0256(6) 0.50322(17) 0.3981(3) 0.0638(10) Uani 1 1 d . . . . .
N9B N 0.3697(5) 0.52709(15) 0.9535(3) 0.0434(8) Uani 1 1 d . . . . .
H9B H 0.284804 0.519837 1.007079 0.052 Uiso 1 1 calc R U . . .
O3B O 0.6050(5) 0.49522(16) 1.0861(3) 0.0592(9) Uani 1 1 d . . . . .
N4A N 0.8735(6) 0.35193(15) 0.9782(3) 0.0456(8) Uani 1 1 d . . . . .
N7B N 0.4413(5) 0.56004(14) 0.7615(3) 0.0387(7) Uani 1 1 d . . . . .
C8A C 0.7744(6) 0.45454(15) 0.6511(4) 0.0368(8) Uani 1 1 d . . . . .
N4B N 0.3237(6) 0.64943(15) 0.5130(4) 0.0480(9) Uani 1 1 d . . . . .
N9A N 0.8218(5) 0.47483(14) 0.5389(3) 0.0403(7) Uani 1 1 d . . . . .
H9A H 0.724565 0.483675 0.488988 0.048 Uiso 1 1 calc R U . . .
C6A C 1.0106(6) 0.42391(16) 1.0662(4) 0.0400(8) Uani 1 1 d . . . . .
H6A H 0.880062 0.434219 1.089079 0.048 Uiso 1 1 calc R U . . .
C8B C 0.2961(6) 0.54710(16) 0.8424(4) 0.0392(8) Uani 1 1 d . . . . .
C12A C 1.1264(6) 0.44615(18) 0.6912(4) 0.0422(9) Uani 1 1 d . . . . .
H12A H 1.230547 0.435701 0.744707 0.051 Uiso 1 1 calc R U . . .
C10B C 0.5637(6) 0.51733(17) 0.9887(4) 0.0415(9) Uani 1 1 d . . . . .
C10A C 1.0092(7) 0.48257(17) 0.4977(4) 0.0421(9) Uani 1 1 d . . . . .
C11A C 1.1657(6) 0.46512(19) 0.5802(4) 0.0459(10) Uani 1 1 d . . . . .
H11A H 1.295062 0.466934 0.556817 0.055 Uiso 1 1 calc R U . . .
C3B C 0.3708(7) 0.63186(18) 0.6408(4) 0.0468(10) Uani 1 1 d . . . . .
H3BA H 0.273360 0.642834 0.697022 0.056 Uiso 1 1 calc R U . . .
H3BB H 0.498757 0.643409 0.671787 0.056 Uiso 1 1 calc R U . . .
C3A C 0.8974(7) 0.36939(17) 0.8506(4) 0.0442(9) Uani 1 1 d . . . . .
H3AA H 0.790633 0.358120 0.793848 0.053 Uiso 1 1 calc R U . . .
H3AB H 1.020625 0.358160 0.820269 0.053 Uiso 1 1 calc R U . . .
C6B C 0.4461(6) 0.57720(17) 0.4257(4) 0.0406(9) Uani 1 1 d . . . . .
H6B H 0.310257 0.567421 0.403844 0.049 Uiso 1 1 calc R U . . .
C13A C 1.1663(7) 0.44749(18) 1.1516(4) 0.0471(10) Uani 1 1 d . . . . .
H13A H 1.158657 0.436008 1.237188 0.056 Uiso 1 1 calc R U . . .
H13B H 1.295816 0.439943 1.123734 0.056 Uiso 1 1 calc R U . . .
C11B C 0.7026(6) 0.53454(19) 0.9040(4) 0.0453(10) Uani 1 1 d . . . . .
H11B H 0.837076 0.532057 0.924501 0.054 Uiso 1 1 calc R U . . .
C2A C 0.8969(5) 0.42193(15) 0.8526(3) 0.0363(8) Uani 1 1 d . . . . .
H2A H 0.767810 0.432841 0.876687 0.044 Uiso 1 1 calc R U . . .
C5A C 1.0199(7) 0.37158(17) 1.0710(4) 0.0461(10) Uani 1 1 d . . . . .
H5AA H 1.150736 0.361150 1.052290 0.055 Uiso 1 1 calc R U . . .
H5AB H 0.993491 0.360828 1.154991 0.055 Uiso 1 1 calc R U . . .
C12B C 0.6374(6) 0.55425(18) 0.7951(4) 0.0446(10) Uani 1 1 d . . . . .
H12B H 0.729251 0.564479 0.739715 0.054 Uiso 1 1 calc R U . . .
C2B C 0.3724(6) 0.57889(16) 0.6389(4) 0.0380(8) Uani 1 1 d . . . . .
H2B H 0.239189 0.567361 0.616552 0.046 Uiso 1 1 calc R U . . .
C15A C 0.6018(8) 0.30381(18) 1.2811(5) 0.0517(11) Uani 1 1 d . . . . .
C16A C 0.7659(9) 0.3139(2) 1.3796(5) 0.0608(13) Uani 1 1 d . . . . .
H16A H 0.881716 0.323983 1.337961 0.073 Uiso 1 1 calc R U . . .
H16B H 0.799303 0.285487 1.425683 0.073 Uiso 1 1 calc R U . . .
C5B C 0.4579(7) 0.63039(17) 0.4216(4) 0.0471(10) Uani 1 1 d . . . . .
H5BA H 0.591765 0.640537 0.443321 0.057 Uiso 1 1 calc R U . . .
H5BB H 0.419730 0.641511 0.337309 0.057 Uiso 1 1 calc R U . . .
C13B C 0.5818(8) 0.55374(19) 0.3376(4) 0.0500(11) Uani 1 1 d . . . . .
C15B C 0.0146(9) 0.69407(18) 0.2005(5) 0.0555(12) Uani 1 1 d . . . . .
C14A C 0.6504(12) 0.26407(19) 1.1942(6) 0.0700(16) Uani 1 1 d . . . . .
H14A H 0.716417 0.239397 1.242946 0.084 Uiso 1 1 calc R U . . .
H14B H 0.529649 0.251407 1.154596 0.084 Uiso 1 1 calc R U . . .
C16B C 0.1788(10) 0.6861(2) 0.1132(5) 0.0643(14) Uani 1 1 d . . . . .
H16C H 0.297685 0.677630 0.163011 0.077 Uiso 1 1 calc R U . . .
H16D H 0.204479 0.714963 0.069352 0.077 Uiso 1 1 calc R U . . .
C14B C 0.0638(12) 0.73505(19) 0.2910(6) 0.0712(17) Uani 1 1 d . . . . .
H14C H 0.122818 0.760202 0.245163 0.085 Uiso 1 1 calc R U . . .
H14D H -0.056357 0.746710 0.324546 0.085 Uiso 1 1 calc R U . . .
C17A C 0.7095(12) 0.3515(3) 1.4725(6) 0.0778(18) Uani 1 1 d . . . . .
H17A H 0.816508 0.355715 1.536130 0.093 Uiso 1 1 calc R U . . .
H17B H 0.689091 0.380786 1.427989 0.093 Uiso 1 1 calc R U . . .
C17B C 0.1313(12) 0.6482(3) 0.0169(6) 0.0816(19) Uani 1 1 d . . . . .
H17C H 0.236797 0.646046 -0.040435 0.098 Uiso 1 1 calc R U . . .
H17D H 0.121604 0.618450 0.059607 0.098 Uiso 1 1 calc R U . . .
C19B C -0.2275(14) 0.6647(4) 0.0284(8) 0.099(3) Uani 1 1 d . . . . .
H19C H -0.251104 0.635611 0.071737 0.119 Uiso 1 1 calc R U . . .
H19D H -0.346470 0.672852 -0.021760 0.119 Uiso 1 1 calc R U . . .
C20A C 0.4098(12) 0.2924(3) 1.3453(7) 0.084(2) Uani 1 1 d . . . . .
H20A H 0.302839 0.289501 1.280985 0.101 Uiso 1 1 calc R U . . .
H20B H 0.424581 0.262578 1.388091 0.101 Uiso 1 1 calc R U . . .
C18B C -0.0598(16) 0.6584(3) -0.0572(7) 0.099(3) Uani 1 1 d . . . . .
H18C H -0.090439 0.632830 -0.115147 0.119 Uiso 1 1 calc R U . . .
H18D H -0.045323 0.686477 -0.106754 0.119 Uiso 1 1 calc R U . . .
C20B C -0.1795(13) 0.7033(3) 0.1261(8) 0.093(2) Uani 1 1 d . . . . .
H20C H -0.172468 0.733043 0.083150 0.111 Uiso 1 1 calc R U . . .
H20D H -0.284504 0.705088 0.183897 0.111 Uiso 1 1 calc R U . . .
C18A C 0.5258(14) 0.3386(4) 1.5356(7) 0.096(2) Uani 1 1 d . . . . .
H18A H 0.490654 0.363826 1.591039 0.115 Uiso 1 1 calc R U . . .
H18B H 0.550270 0.310970 1.586824 0.115 Uiso 1 1 calc R U . . .
C19A C 0.3566(13) 0.3294(4) 1.4402(7) 0.101(3) Uani 1 1 d . . . . .
H19A H 0.321706 0.358138 1.395815 0.122 Uiso 1 1 calc R U . . .
H19B H 0.242873 0.319175 1.483704 0.122 Uiso 1 1 calc R U . . .
H13C H 0.554(8) 0.566(2) 0.250(5) 0.047(14) Uiso 1 1 d . . . . .
H13D H 0.720(10) 0.555(2) 0.371(6) 0.062(17) Uiso 1 1 d . . . . .


_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
P1A S1A 2.0927(16) . ?
P1A S2A 1.9219(16) . ?
P1A O4A 1.611(3) . ?
P1A N4A 1.636(4) . ?
P1B S1B 2.0943(16) . ?
P1B S2B 1.9247(16) . ?
P1B O4B 1.593(4) . ?
P1B N4B 1.632(4) . ?
S1B C15B 1.856(5) . ?
S1A C15A 1.864(5) . ?
O1A C6A 1.450(5) . ?
O1A C2A 1.410(5) . ?
O2A C8A 1.205(5) . ?
O1B C6B 1.437(5) . ?
O1B C2B 1.413(5) . ?
O5A H5A 0.8200 . ?
O5A C13A 1.417(6) . ?
O5B H5B 0.8200 . ?
O5B C13B 1.411(6) . ?
O2B C8B 1.194(5) . ?
O4A C14A 1.439(7) . ?
O4B C14B 1.431(7) . ?
N7A C8A 1.389(5) . ?
N7A C12A 1.383(5) . ?
N7A C2A 1.463(5) . ?
O3A C10A 1.222(6) . ?
N9B H9B 0.8600 . ?
N9B C8B 1.377(6) . ?
N9B C10B 1.378(6) . ?
O3B C10B 1.230(6) . ?
N4A C3A 1.462(5) . ?
N4A C5A 1.469(6) . ?
N7B C8B 1.397(5) . ?
N7B C12B 1.370(6) . ?
N7B C2B 1.460(5) . ?
C8A N9A 1.379(5) . ?
N4B C3B 1.463(6) . ?
N4B C5B 1.475(6) . ?
N9A H9A 0.8600 . ?
N9A C10A 1.390(6) . ?
C6A H6A 0.9800 . ?
C6A C13A 1.511(6) . ?
C6A C5A 1.502(6) . ?
C12A H12A 0.9300 . ?
C12A C11A 1.338(6) . ?
C10B C11B 1.429(6) . ?
C10A C11A 1.427(7) . ?
C11A H11A 0.9300 . ?
C3B H3BA 0.9700 . ?
C3B H3BB 0.9700 . ?
C3B C2B 1.518(7) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C2A 1.506(6) . ?
C6B H6B 0.9800 . ?
C6B C5B 1.527(7) . ?
C6B C13B 1.510(6) . ?
C13A H13A 0.9700 . ?
C13A H13B 0.9700 . ?
C11B H11B 0.9300 . ?
C11B C12B 1.337(7) . ?
C2A H2A 0.9800 . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C12B H12B 0.9300 . ?
C2B H2B 0.9800 . ?
C15A C16A 1.510(8) . ?
C15A C14A 1.514(8) . ?
C15A C20A 1.543(9) . ?
C16A H16A 0.9700 . ?
C16A H16B 0.9700 . ?
C16A C17A 1.523(9) . ?
C5B H5BA 0.9700 . ?
C5B H5BB 0.9700 . ?
C13B H13C 1.01(6) . ?
C13B H13D 0.98(7) . ?
C15B C16B 1.510(8) . ?
C15B C14B 1.540(8) . ?
C15B C20B 1.520(9) . ?
C14A H14A 0.9700 . ?
C14A H14B 0.9700 . ?
C16B H16C 0.9700 . ?
C16B H16D 0.9700 . ?
C16B C17B 1.512(9) . ?
C14B H14C 0.9700 . ?
C14B H14D 0.9700 . ?
C17A H17A 0.9700 . ?
C17A H17B 0.9700 . ?
C17A C18A 1.498(12) . ?
C17B H17C 0.9700 . ?
C17B H17D 0.9700 . ?
C17B C18B 1.506(13) . ?
C19B H19C 0.9700 . ?
C19B H19D 0.9700 . ?
C19B C18B 1.511(14) . ?
C19B C20B 1.536(13) . ?
C20A H20A 0.9700 . ?
C20A H20B 0.9700 . ?
C20A C19A 1.521(13) . ?
C18B H18C 0.9700 . ?
C18B H18D 0.9700 . ?
C20B H20C 0.9700 . ?
C20B H20D 0.9700 . ?
C18A H18A 0.9700 . ?
C18A H18B 0.9700 . ?
C18A C19A 1.509(13) . ?
C19A H19A 0.9700 . ?
C19A H19B 0.9700 . ?

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
S2A P1A S1A 115.31(8) . . ?
O4A P1A S1A 95.96(14) . . ?
O4A P1A S2A 116.38(16) . . ?
O4A P1A N4A 102.5(2) . . ?
N4A P1A S1A 111.01(16) . . ?
N4A P1A S2A 113.76(14) . . ?
S2B P1B S1B 115.11(8) . . ?
O4B P1B S1B 96.16(15) . . ?
O4B P1B S2B 116.32(17) . . ?
O4B P1B N4B 102.9(2) . . ?
N4B P1B S1B 110.95(16) . . ?
N4B P1B S2B 113.62(15) . . ?
C15B S1B P1B 94.48(17) . . ?
C15A S1A P1A 93.81(17) . . ?
C2A O1A C6A 110.5(3) . . ?
C2B O1B C6B 110.8(3) . . ?
C13A O5A H5A 109.5 . . ?
C13B O5B H5B 109.5 . . ?
C14A O4A P1A 111.5(4) . . ?
C14B O4B P1B 112.8(4) . . ?
C8A N7A C2A 117.1(3) . . ?
C12A N7A C8A 121.4(3) . . ?
C12A N7A C2A 121.5(3) . . ?
C8B N9B H9B 116.2 . . ?
C8B N9B C10B 127.6(3) . . ?
C10B N9B H9B 116.2 . . ?
C3A N4A P1A 124.4(3) . . ?
C3A N4A C5A 112.4(4) . . ?
C5A N4A P1A 121.8(3) . . ?
C8B N7B C2B 116.4(3) . . ?
C12B N7B C8B 121.4(4) . . ?
C12B N7B C2B 122.1(3) . . ?
O2A C8A N7A 122.7(4) . . ?
O2A C8A N9A 123.1(4) . . ?
N9A C8A N7A 114.2(3) . . ?
C3B N4B P1B 125.5(3) . . ?
C3B N4B C5B 111.8(4) . . ?
C5B N4B P1B 121.1(3) . . ?
C8A N9A H9A 116.4 . . ?
C8A N9A C10A 127.2(3) . . ?
C10A N9A H9A 116.4 . . ?
O1A C6A H6A 109.2 . . ?
O1A C6A C13A 106.0(3) . . ?
O1A C6A C5A 109.4(4) . . ?
C13A C6A H6A 109.2 . . ?
C5A C6A H6A 109.2 . . ?
C5A C6A C13A 113.6(4) . . ?
O2B C8B N9B 123.8(4) . . ?
O2B C8B N7B 122.5(4) . . ?
N9B C8B N7B 113.7(3) . . ?
N7A C12A H12A 118.8 . . ?
C11A C12A N7A 122.3(4) . . ?
C11A C12A H12A 118.8 . . ?
N9B C10B C11B 114.7(4) . . ?
O3B C10B N9B 119.9(4) . . ?
O3B C10B C11B 125.4(4) . . ?
O3A C10A N9A 118.8(4) . . ?
O3A C10A C11A 126.6(4) . . ?
N9A C10A C11A 114.6(4) . . ?
C12A C11A C10A 120.0(4) . . ?
C12A C11A H11A 120.0 . . ?
C10A C11A H11A 120.0 . . ?
N4B C3B H3BA 109.8 . . ?
N4B C3B H3BB 109.8 . . ?
N4B C3B C2B 109.5(4) . . ?
H3BA C3B H3BB 108.2 . . ?
C2B C3B H3BA 109.8 . . ?
C2B C3B H3BB 109.8 . . ?
N4A C3A H3AA 109.8 . . ?
N4A C3A H3AB 109.8 . . ?
N4A C3A C2A 109.2(4) . . ?
H3AA C3A H3AB 108.3 . . ?
C2A C3A H3AA 109.8 . . ?
C2A C3A H3AB 109.8 . . ?
O1B C6B H6B 109.2 . . ?
O1B C6B C5B 109.0(4) . . ?
O1B C6B C13B 107.1(4) . . ?
C5B C6B H6B 109.2 . . ?
C13B C6B H6B 109.2 . . ?
C13B C6B C5B 113.1(4) . . ?
O5A C13A C6A 110.7(4) . . ?
O5A C13A H13A 109.5 . . ?
O5A C13A H13B 109.5 . . ?
C6A C13A H13A 109.5 . . ?
C6A C13A H13B 109.5 . . ?
H13A C13A H13B 108.1 . . ?
C10B C11B H11B 120.3 . . ?
C12B C11B C10B 119.4(4) . . ?
C12B C11B H11B 120.3 . . ?
O1A C2A N7A 106.5(3) . . ?
O1A C2A C3A 111.5(3) . . ?
O1A C2A H2A 109.0 . . ?
N7A C2A C3A 111.7(3) . . ?
N7A C2A H2A 109.0 . . ?
C3A C2A H2A 109.0 . . ?
N4A C5A C6A 109.6(4) . . ?
N4A C5A H5AA 109.8 . . ?
N4A C5A H5AB 109.8 . . ?
C6A C5A H5AA 109.8 . . ?
C6A C5A H5AB 109.8 . . ?
H5AA C5A H5AB 108.2 . . ?
N7B C12B H12B 118.6 . . ?
C11B C12B N7B 122.8(4) . . ?
C11B C12B H12B 118.6 . . ?
O1B C2B N7B 105.9(3) . . ?
O1B C2B C3B 111.4(3) . . ?
O1B C2B H2B 109.4 . . ?
N7B C2B C3B 111.1(4) . . ?
N7B C2B H2B 109.4 . . ?
C3B C2B H2B 109.4 . . ?
C16A C15A S1A 109.4(4) . . ?
C16A C15A C14A 112.7(5) . . ?
C16A C15A C20A 110.2(5) . . ?
C14A C15A S1A 105.7(3) . . ?
C14A C15A C20A 109.3(5) . . ?
C20A C15A S1A 109.4(5) . . ?
C15A C16A H16A 109.2 . . ?
C15A C16A H16B 109.2 . . ?
C15A C16A C17A 112.3(5) . . ?
H16A C16A H16B 107.9 . . ?
C17A C16A H16A 109.2 . . ?
C17A C16A H16B 109.2 . . ?
N4B C5B C6B 108.4(4) . . ?
N4B C5B H5BA 110.0 . . ?
N4B C5B H5BB 110.0 . . ?
C6B C5B H5BA 110.0 . . ?
C6B C5B H5BB 110.0 . . ?
H5BA C5B H5BB 108.4 . . ?
O5B C13B C6B 108.6(4) . . ?
O5B C13B H13C 112(3) . . ?
O5B C13B H13D 99(4) . . ?
C6B C13B H13C 109(3) . . ?
C6B C13B H13D 112(4) . . ?
H13C C13B H13D 117(5) . . ?
C16B C15B S1B 110.8(4) . . ?
C16B C15B C14B 110.9(5) . . ?
C16B C15B C20B 111.0(5) . . ?
C14B C15B S1B 104.5(4) . . ?
C20B C15B S1B 109.4(5) . . ?
C20B C15B C14B 109.9(5) . . ?
O4A C14A C15A 110.5(4) . . ?
O4A C14A H14A 109.5 . . ?
O4A C14A H14B 109.5 . . ?
C15A C14A H14A 109.5 . . ?
C15A C14A H14B 109.5 . . ?
H14A C14A H14B 108.1 . . ?
C15B C16B H16C 109.0 . . ?
C15B C16B H16D 109.0 . . ?
C15B C16B C17B 112.8(5) . . ?
H16C C16B H16D 107.8 . . ?
C17B C16B H16C 109.0 . . ?
C17B C16B H16D 109.0 . . ?
O4B C14B C15B 110.5(4) . . ?
O4B C14B H14C 109.6 . . ?
O4B C14B H14D 109.6 . . ?
C15B C14B H14C 109.6 . . ?
C15B C14B H14D 109.6 . . ?
H14C C14B H14D 108.1 . . ?
C16A C17A H17A 109.3 . . ?
C16A C17A H17B 109.3 . . ?
H17A C17A H17B 108.0 . . ?
C18A C17A C16A 111.4(7) . . ?
C18A C17A H17A 109.3 . . ?
C18A C17A H17B 109.3 . . ?
C16B C17B H17C 109.5 . . ?
C16B C17B H17D 109.5 . . ?
H17C C17B H17D 108.1 . . ?
C18B C17B C16B 110.9(7) . . ?
C18B C17B H17C 109.5 . . ?
C18B C17B H17D 109.5 . . ?
H19C C19B H19D 108.1 . . ?
C18B C19B H19C 109.5 . . ?
C18B C19B H19D 109.5 . . ?
C18B C19B C20B 110.8(8) . . ?
C20B C19B H19C 109.5 . . ?
C20B C19B H19D 109.5 . . ?
C15A C20A H20A 109.1 . . ?
C15A C20A H20B 109.1 . . ?
H20A C20A H20B 107.8 . . ?
C19A C20A C15A 112.6(6) . . ?
C19A C20A H20A 109.1 . . ?
C19A C20A H20B 109.1 . . ?
C17B C18B C19B 111.6(6) . . ?
C17B C18B H18C 109.3 . . ?
C17B C18B H18D 109.3 . . ?
C19B C18B H18C 109.3 . . ?
C19B C18B H18D 109.3 . . ?
H18C C18B H18D 108.0 . . ?
C15B C20B C19B 111.6(6) . . ?
C15B C20B H20C 109.3 . . ?
C15B C20B H20D 109.3 . . ?
C19B C20B H20C 109.3 . . ?
C19B C20B H20D 109.3 . . ?
H20C C20B H20D 108.0 . . ?
C17A C18A H18A 109.3 . . ?
C17A C18A H18B 109.3 . . ?
C17A C18A C19A 111.5(6) . . ?
H18A C18A H18B 108.0 . . ?
C19A C18A H18A 109.3 . . ?
C19A C18A H18B 109.3 . . ?
C20A C19A H19A 109.4 . . ?
C20A C19A H19B 109.4 . . ?
C18A C19A C20A 111.3(8) . . ?
C18A C19A H19A 109.4 . . ?
C18A C19A H19B 109.4 . . ?
H19A C19A H19B 108.0 . . ?

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
_geom_hbond_publ_flag
O5A H5A O3A 0.82 2.01 2.796(5) 160.2 1_556 yes
O5B H5B O3B 0.82 2.04 2.777(5) 149.4 1_554 yes
N9B H9B O5A 0.86 1.97 2.818(5) 167.4 1_455 yes
N9A H9A O5B 0.86 2.00 2.838(5) 165.8 . yes

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
P1A S1A C15A C16A 109.0(4) . . . . ?
P1A S1A C15A C14A -12.7(4) . . . . ?
P1A S1A C15A C20A -130.3(4) . . . . ?
P1A O4A C14A C15A -54.9(6) . . . . ?
P1A N4A C3A C2A 112.8(4) . . . . ?
P1A N4A C5A C6A -111.5(4) . . . . ?
P1B S1B C15B C16B 104.7(4) . . . . ?
P1B S1B C15B C14B -14.8(4) . . . . ?
P1B S1B C15B C20B -132.5(4) . . . . ?
P1B O4B C14B C15B -53.9(7) . . . . ?
P1B N4B C3B C2B 110.9(4) . . . . ?
P1B N4B C5B C6B -109.1(4) . . . . ?
S1B P1B O4B C14B 35.9(4) . . . . ?
S1B P1B N4B C3B -125.9(4) . . . . ?
S1B P1B N4B C5B 38.3(4) . . . . ?
S1B C15B C16B C17B 68.1(6) . . . . ?
S1B C15B C14B O4B 40.3(7) . . . . ?
S1B C15B C20B C19B -69.4(8) . . . . ?
S1A P1A O4A C14A 38.2(4) . . . . ?
S1A P1A N4A C3A -125.6(4) . . . . ?
S1A P1A N4A C5A 39.8(4) . . . . ?
S1A C15A C16A C17A 67.0(6) . . . . ?
S1A C15A C14A O4A 39.6(6) . . . . ?
S1A C15A C20A C19A -68.0(7) . . . . ?
S2B P1B O4B C14B -86.1(4) . . . . ?
S2B P1B N4B C3B 5.6(5) . . . . ?
S2B P1B N4B C5B 169.9(3) . . . . ?
S2A P1A O4A C14A -83.9(4) . . . . ?
S2A P1A N4A C3A 6.5(5) . . . . ?
S2A P1A N4A C5A 171.8(3) . . . . ?
O1A C6A C13A O5A 64.3(5) . . . . ?
O1A C6A C5A N4A -57.5(5) . . . . ?
O2A C8A N9A C10A -179.5(5) . . . . ?
O1B C6B C5B N4B -59.6(5) . . . . ?
O1B C6B C13B O5B 63.8(5) . . . . ?
O4A P1A N4A C3A 133.0(4) . . . . ?
O4A P1A N4A C5A -61.7(4) . . . . ?
O4B P1B N4B C3B 132.2(4) . . . . ?
O4B P1B N4B C5B -63.5(4) . . . . ?
N7A C8A N9A C10A 0.9(7) . . . . ?
N7A C12A C11A C10A 1.7(8) . . . . ?
O3A C10A C11A C12A 175.1(5) . . . . ?
N9B C10B C11B C12B -6.0(7) . . . . ?
O3B C10B C11B C12B 173.7(5) . . . . ?
N4A P1A O4A C14A 151.3(4) . . . . ?
N4A C3A C2A O1A 56.3(4) . . . . ?
N4A C3A C2A N7A 175.4(3) . . . . ?
C8A N7A C12A C11A 2.9(7) . . . . ?
C8A N7A C2A O1A -141.5(4) . . . . ?
C8A N7A C2A C3A 96.5(4) . . . . ?
C8A N9A C10A O3A -176.3(5) . . . . ?
C8A N9A C10A C11A 3.2(7) . . . . ?
N4B P1B O4B C14B 149.1(4) . . . . ?
N4B C3B C2B O1B 55.5(5) . . . . ?
N4B C3B C2B N7B 173.3(3) . . . . ?
N9A C10A C11A C12A -4.5(7) . . . . ?
C6A O1A C2A N7A 177.1(3) . . . . ?
C6A O1A C2A C3A -60.8(4) . . . . ?
C8B N9B C10B O3B -173.0(5) . . . . ?
C8B N9B C10B C11B 6.7(7) . . . . ?
C8B N7B C12B C11B 2.5(7) . . . . ?
C8B N7B C2B O1B -142.7(4) . . . . ?
C8B N7B C2B C3B 96.2(4) . . . . ?
C12A N7A C8A O2A 176.4(5) . . . . ?
C12A N7A C8A N9A -4.1(6) . . . . ?
C12A N7A C2A O1A 39.6(5) . . . . ?
C12A N7A C2A C3A -82.4(5) . . . . ?
C10B N9B C8B O2B 178.3(5) . . . . ?
C10B N9B C8B N7B -2.7(7) . . . . ?
C10B C11B C12B N7B 1.9(8) . . . . ?
C3B N4B C5B C6B 57.1(5) . . . . ?
C3A N4A C5A C6A 55.5(5) . . . . ?
C6B O1B C2B N7B 178.6(3) . . . . ?
C6B O1B C2B C3B -60.4(5) . . . . ?
C13A C6A C5A N4A -175.7(4) . . . . ?
C2A O1A C6A C13A -176.1(4) . . . . ?
C2A O1A C6A C5A 61.1(4) . . . . ?
C2A N7A C8A O2A -2.6(7) . . . . ?
C2A N7A C8A N9A 177.0(4) . . . . ?
C2A N7A C12A C11A -178.2(4) . . . . ?
C5A N4A C3A C2A -53.8(5) . . . . ?
C5A C6A C13A O5A -175.5(4) . . . . ?
C12B N7B C8B O2B 176.9(5) . . . . ?
C12B N7B C8B N9B -2.2(6) . . . . ?
C12B N7B C2B O1B 35.9(5) . . . . ?
C12B N7B C2B C3B -85.2(5) . . . . ?
C2B O1B C6B C5B 62.4(4) . . . . ?
C2B O1B C6B C13B -175.0(4) . . . . ?
C2B N7B C8B O2B -4.5(7) . . . . ?
C2B N7B C8B N9B 176.4(4) . . . . ?
C2B N7B C12B C11B -176.0(4) . . . . ?
C15A C16A C17A C18A 56.3(7) . . . . ?
C15A C20A C19A C18A -53.4(10) . . . . ?
C16A C15A C14A O4A -79.9(6) . . . . ?
C16A C15A C20A C19A 52.3(8) . . . . ?
C16A C17A C18A C19A -56.4(10) . . . . ?
C5B N4B C3B C2B -54.5(5) . . . . ?
C5B C6B C13B O5B -176.1(4) . . . . ?
C13B C6B C5B N4B -178.7(4) . . . . ?
C15B C16B C17B C18B 55.0(7) . . . . ?
C14A C15A C16A C17A -175.7(5) . . . . ?
C14A C15A C20A C19A 176.7(7) . . . . ?
C16B C15B C14B O4B -79.2(6) . . . . ?
C16B C15B C20B C19B 53.2(9) . . . . ?
C16B C17B C18B C19B -56.0(9) . . . . ?
C14B C15B C16B C17B -176.3(5) . . . . ?
C14B C15B C20B C19B 176.3(7) . . . . ?
C17A C18A C19A C20A 55.1(11) . . . . ?
C20A C15A C16A C17A -53.3(7) . . . . ?
C20A C15A C14A O4A 157.2(6) . . . . ?
C18B C19B C20B C15B -54.7(10) . . . . ?
C20B C15B C16B C17B -53.7(7) . . . . ?
C20B C15B C14B O4B 157.7(6) . . . . ?
C20B C19B C18B C17B 56.1(10) . . . . ?

_olex2_exptl_crystal_mounting_method 
'The crystal was glued to a support using the CA glue'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.170
_oxdiff_exptl_absorpt_empirical_full_min 0.503

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kjmu_2_01_auto
_database_code_depnum_ccdc_archive 'CCDC 2079450'
loop_
_audit_author_name
_audit_author_address
'Rafal Dolot'
;Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences
Poland
;
_audit_update_record             
;
2024-07-12 deposited with the CCDC.	2024-10-02 downloaded from the CCDC.
;
_audit_creation_date             2024-07-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
(R)-2-(uracil-1-yl)-(RP)-N-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane-2-yl)-(S)-6-hydroxymethyl-morpholine
_chemical_name_common            ?
_chemical_formula_moiety         'C16 H24 N3 O5 P S2'
_chemical_formula_sum            'C16 H24 N3 O5 P S2'
_chemical_compound_source        synthetic
_chemical_formula_weight         433.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'
_chemical_absolute_configuration ad
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_exptl_crystal_recrystallization_method 
'Crystallization from the mixture of chloroform : methanol (1:1)'
_chemical_melting_point          ?
_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_diffrn_ambient_temperature      293.88(10)
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

_cell_length_a                   7.4472(2)
_cell_length_b                   6.4902(2)
_cell_length_c                   20.4323(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.566(2)
_cell_angle_gamma                90
_cell_volume                     987.20(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7794
_cell_measurement_temperature    293.88(10)
_cell_measurement_theta_max      76.2630
_cell_measurement_theta_min      4.2650
_shelx_estimated_absorpt_T_max   0.721
_shelx_estimated_absorpt_T_min   0.202
_exptl_absorpt_coefficient_mu    3.508
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.100a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             456
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.67
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10844
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.662
_diffrn_reflns_theta_min         4.329
_diffrn_ambient_environment      air
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    101.00 139.00   0.50    0.05    --  107.22  38.00  60.00   76
  2  ω    131.00 173.00   0.50    0.05    --  107.22  57.00  90.00   84
  3  ω    142.00 176.00   0.50    0.05    --  107.22  38.00  60.00   68
  4  ω     96.00 121.00   0.50    0.05    --  107.22  38.00 120.00   50
  5  ω    107.00 174.00   0.50    0.05    --  107.22  19.00 -90.00  134
  6  ω    142.00 178.00   0.50    0.05    --  107.22  57.00-150.00   72
  7  ω    104.00 130.00   0.50    0.05    --  107.22  57.00-150.00   52
  8  ω    -16.00  25.00   0.50    0.05    --  -47.84  19.00  90.00   82
  9  ω    -25.00  28.00   0.50    0.05    --  -47.84  19.00 150.00  106
 10  ω    -60.00 -35.00   0.50    0.05    --  -91.75  57.00-180.00   50
 11  ω    -65.00 -20.00   0.50    0.05    --  -91.75  57.00   0.00   90
 12  ω    -54.00 -23.00   0.50    0.05    --  -91.75  57.00 120.00   62
 13  ω    -73.00  25.00   0.50    0.05    --  -47.84  84.00 162.00  196
 14  ω    -84.00 -20.00   0.50    0.05    --  -91.75 125.00 150.00  128
 15  ω    -67.00 -19.00   0.50    0.05    --  -91.75  84.00 162.00   96
 16  ω   -114.00 -79.00   0.50    0.05    --  -47.84-125.00 120.00   70
 17  ω   -139.00-113.00   0.50    0.05    --  -91.75 -84.00  42.00   52
 18  ω   -106.00 -76.00   0.50    0.05    --  -47.84-125.00 -90.00   60
 19  ω   -107.00 -75.00   0.50    0.05    --  -47.84-125.00-180.00   64
 20  ω   -160.00-134.00   0.50    0.05    --  -91.75 -19.00-120.00   52
 21  ω   -112.00 -81.00   0.50    0.05    --  -91.75 -19.00-120.00   62
 22  ω   -142.00-104.00   0.50    0.05    --  -91.75 -38.00 -60.00   76
 23  ω   -163.00 -70.00   0.50    0.05    --  -91.75 -77.00   0.00  186
 24  ω   -145.00-119.00   0.50    0.05    --  -91.75 -77.00 120.00   52
 25  ω   -109.00 -70.00   0.50    0.05    --  -91.75 -77.00 120.00   78
 26  ω     -2.00  23.00   0.50    0.05    --   47.84 -19.00 -30.00   50
 27  ω     42.00  68.00   0.50    0.05    --  107.22 -77.00-150.00   52
 28  ω     73.00  98.00   0.50    0.05    --  107.22 -77.00-150.00   50
 29  ω    101.00 178.00   0.50    0.05    --  107.22  84.00 162.00  154
 30  ω     38.00  64.00   0.50    0.05    --  107.22 -57.00  90.00   52
 31  ω     37.00  63.00   0.50    0.05    --  107.22 -57.00  60.00   52
 32  ω     56.00  83.00   0.50    0.05    --  107.22 -84.00  42.00   54
 33  ω     45.00 103.00   0.50    0.05    --  107.22 -99.00 120.00  116
 34  ω     78.00 110.00   0.50    0.05    --  107.22-125.00  30.00   64
 35  ω     80.00 105.00   0.50    0.05    --  107.22 -99.00  60.00   50
 36  ω     38.00  63.00   0.50    0.05    --  107.22-125.00  30.00   50
 37  ω     40.00  69.00   0.50    0.05    --  107.22-125.00   0.00   58
 38  ω     55.00 100.00   0.50    0.05    --  107.22-125.00-120.00   90
 39  ω     -9.00  47.00   0.50    0.05    --   47.84 -84.00  42.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1784621000
_diffrn_orient_matrix_UB_12      0.0437920000
_diffrn_orient_matrix_UB_13      -0.0337929000
_diffrn_orient_matrix_UB_21      -0.0182748000
_diffrn_orient_matrix_UB_22      -0.2047612000
_diffrn_orient_matrix_UB_23      -0.0377040000
_diffrn_orient_matrix_UB_31      -0.1032889000
_diffrn_orient_matrix_UB_32      0.1118664000
_diffrn_orient_matrix_UB_33      -0.0558632000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.902
_reflns_number_gt                3729
_reflns_number_total             3894
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1558 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.022(10)
_refine_ls_extinction_coef       0.0059(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         3894
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0299
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+0.0868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0768
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C14(H14A,H14B), C16(H16A,H16B), C19(H19A,H19B), C13(H13A,
 H13B), C3(H3A,H3B), C5(H5A,H5B), C17(H17A,H17B), C18(H18A,H18B)
2.c Aromatic/amide H refined with riding coordinates:
 N9(H9), C11(H11), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.78637(9) 0.66213(11) 0.80873(3) 0.03405(18) Uani 1 1 d . . . . .
S1 S 0.89526(9) 0.54170(11) 0.89600(3) 0.03901(19) Uani 1 1 d . . . . .
S2 S 0.60493(10) 0.87030(13) 0.81903(4) 0.0474(2) Uani 1 1 d . . . . .
O4 O 0.9728(3) 0.7376(4) 0.77945(10) 0.0415(5) Uani 1 1 d . . . . .
O1 O 0.7487(3) 0.3247(4) 0.63253(10) 0.0442(5) Uani 1 1 d . . . . .
O2 O 0.3805(4) 0.7840(4) 0.61927(14) 0.0625(7) Uani 1 1 d . . . . .
O5 O 1.1763(3) 0.1313(5) 0.69046(14) 0.0631(7) Uani 1 1 d . . . . .
N7 N 0.4737(3) 0.4551(4) 0.60055(12) 0.0399(6) Uani 1 1 d . . . . .
O3 O 0.0395(4) 0.3916(5) 0.48144(13) 0.0692(8) Uani 1 1 d . . . . .
N4 N 0.7232(3) 0.4708(4) 0.76126(12) 0.0412(6) Uani 1 1 d . . . . .
N9 N 0.2154(4) 0.5826(4) 0.54891(14) 0.0506(7) Uani 1 1 d . . . . .
H9 H 0.142922 0.683773 0.541616 0.061 Uiso 1 1 calc R U . . .
C20 C 1.2056(4) 0.7330(5) 0.94439(15) 0.0395(7) Uani 1 1 d . . . . .
H20A H 1.317217 0.802439 0.934802 0.047 Uiso 1 1 calc R U . . .
H20B H 1.122856 0.835422 0.960472 0.047 Uiso 1 1 calc R U . . .
C15 C 1.1268(4) 0.6390(5) 0.88130(13) 0.0348(6) Uani 1 1 d . . . . .
C8 C 0.3578(5) 0.6195(5) 0.59182(15) 0.0449(7) Uani 1 1 d . . . . .
C6 C 0.9048(4) 0.3171(5) 0.67599(15) 0.0398(7) Uani 1 1 d . . . . .
H6 H 0.977940 0.441067 0.670394 0.048 Uiso 1 1 calc R U . . .
C14 C 1.1003(4) 0.8060(5) 0.82929(15) 0.0428(7) Uani 1 1 d . . . . .
H14A H 1.056668 0.931002 0.849478 0.051 Uiso 1 1 calc R U . . .
H14B H 1.214228 0.836688 0.809582 0.051 Uiso 1 1 calc R U . . .
C16 C 1.2493(4) 0.4632(5) 0.85927(16) 0.0437(7) Uani 1 1 d . . . . .
H16A H 1.195187 0.397194 0.820975 0.052 Uiso 1 1 calc R U . . .
H16B H 1.363919 0.520062 0.846888 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3023(5) 0.2387(5) 0.52849(17) 0.0504(8) Uani 1 1 d . . . . .
H11 H 0.287768 0.112605 0.507375 0.060 Uiso 1 1 calc R U . . .
C12 C 0.4412(5) 0.2685(5) 0.57026(16) 0.0452(7) Uani 1 1 d . . . . .
H12 H 0.518788 0.159227 0.579221 0.054 Uiso 1 1 calc R U . . .
C2 C 0.6261(4) 0.4825(5) 0.64729(14) 0.0382(6) Uani 1 1 d . . . . .
H2 H 0.682168 0.616926 0.640023 0.046 Uiso 1 1 calc R U . . .
C19 C 1.2415(4) 0.5730(5) 0.99760(15) 0.0455(7) Uani 1 1 d . . . . .
H19A H 1.299347 0.639277 1.035155 0.055 Uiso 1 1 calc R U . . .
H19B H 1.128086 0.516740 1.011477 0.055 Uiso 1 1 calc R U . . .
C13 C 1.0080(4) 0.1302(6) 0.65565(16) 0.0483(8) Uani 1 1 d . . . . .
H13A H 0.941647 0.006186 0.665787 0.058 Uiso 1 1 calc R U . . .
H13B H 1.026724 0.133481 0.608865 0.058 Uiso 1 1 calc R U . . .
C3 C 0.5644(4) 0.4697(5) 0.71740(14) 0.0394(7) Uani 1 1 d . . . . .
H3A H 0.487851 0.586162 0.726973 0.047 Uiso 1 1 calc R U . . .
H3B H 0.496111 0.344208 0.723567 0.047 Uiso 1 1 calc R U . . .
C10 C 0.1764(5) 0.4011(6) 0.51642(16) 0.0496(8) Uani 1 1 d . . . . .
C5 C 0.8458(4) 0.3020(5) 0.74604(15) 0.0417(7) Uani 1 1 d . . . . .
H5A H 0.786032 0.171087 0.752608 0.050 Uiso 1 1 calc R U . . .
H5B H 0.950261 0.307559 0.775406 0.050 Uiso 1 1 calc R U . . .
C17 C 1.2807(5) 0.3033(5) 0.91234(19) 0.0535(8) Uani 1 1 d . . . . .
H17A H 1.362932 0.199224 0.896971 0.064 Uiso 1 1 calc R U . . .
H17B H 1.167910 0.236215 0.921749 0.064 Uiso 1 1 calc R U . . .
C18 C 1.3584(5) 0.4009(5) 0.97473(19) 0.0523(8) Uani 1 1 d . . . . .
H18A H 1.369124 0.297031 1.008736 0.063 Uiso 1 1 calc R U . . .
H18B H 1.477585 0.453661 0.966633 0.063 Uiso 1 1 calc R U . . .
H5 H 1.231(7) 0.024(9) 0.677(3) 0.087(16) Uiso 1 1 d . . . . .


_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 S1 2.0901(9) . ?
P1 S2 1.9264(11) . ?
P1 O4 1.604(2) . ?
P1 N4 1.637(3) . ?
S1 C15 1.869(3) . ?
O4 C14 1.443(4) . ?
O1 C6 1.444(3) . ?
O1 C2 1.410(4) . ?
O2 C8 1.216(4) . ?
O5 C13 1.424(4) . ?
O5 H5 0.86(6) . ?
N7 C8 1.381(4) . ?
N7 C12 1.379(4) . ?
N7 C2 1.474(3) . ?
O3 C10 1.231(4) . ?
N4 C3 1.465(3) . ?
N4 C5 1.465(4) . ?
N9 H9 0.8600 . ?
N9 C8 1.379(4) . ?
N9 C10 1.379(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C15 1.529(4) . ?
C20 C19 1.522(4) . ?
C15 C14 1.527(4) . ?
C15 C16 1.536(4) . ?
C6 H6 0.9800 . ?
C6 C13 1.501(5) . ?
C6 C5 1.512(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.514(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.337(4) . ?
C11 C10 1.428(5) . ?
C12 H12 0.9300 . ?
C2 H2 0.9800 . ?
C2 C3 1.519(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C18 1.498(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.523(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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
S2 P1 S1 115.22(5) . . ?
O4 P1 S1 96.47(8) . . ?
O4 P1 S2 116.34(10) . . ?
O4 P1 N4 104.38(13) . . ?
N4 P1 S1 108.68(10) . . ?
N4 P1 S2 113.95(10) . . ?
C15 S1 P1 94.29(9) . . ?
C14 O4 P1 112.97(18) . . ?
C2 O1 C6 114.1(2) . . ?
C13 O5 H5 105(4) . . ?
C8 N7 C2 117.2(3) . . ?
C12 N7 C8 121.3(2) . . ?
C12 N7 C2 121.3(3) . . ?
C3 N4 P1 125.5(2) . . ?
C3 N4 C5 111.4(2) . . ?
C5 N4 P1 121.5(2) . . ?
C8 N9 H9 116.5 . . ?
C8 N9 C10 127.0(3) . . ?
C10 N9 H9 116.5 . . ?
H20A C20 H20B 107.8 . . ?
C15 C20 H20A 109.0 . . ?
C15 C20 H20B 109.0 . . ?
C19 C20 H20A 109.0 . . ?
C19 C20 H20B 109.0 . . ?
C19 C20 C15 112.7(3) . . ?
C20 C15 S1 109.5(2) . . ?
C20 C15 C16 109.0(2) . . ?
C14 C15 S1 104.42(18) . . ?
C14 C15 C20 110.1(2) . . ?
C14 C15 C16 113.0(3) . . ?
C16 C15 S1 110.7(2) . . ?
O2 C8 N7 122.7(3) . . ?
O2 C8 N9 122.7(3) . . ?
N9 C8 N7 114.5(3) . . ?
O1 C6 H6 109.9 . . ?
O1 C6 C13 105.5(2) . . ?
O1 C6 C5 109.5(2) . . ?
C13 C6 H6 109.9 . . ?
C13 C6 C5 112.0(3) . . ?
C5 C6 H6 109.9 . . ?
O4 C14 C15 110.1(2) . . ?
O4 C14 H14A 109.6 . . ?
O4 C14 H14B 109.6 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.2 . . ?
C15 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 C15 112.4(3) . . ?
C17 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C12 C11 H11 120.1 . . ?
C12 C11 C10 119.7(3) . . ?
C10 C11 H11 120.1 . . ?
N7 C12 H12 118.8 . . ?
C11 C12 N7 122.5(3) . . ?
C11 C12 H12 118.8 . . ?
O1 C2 N7 105.4(2) . . ?
O1 C2 H2 109.5 . . ?
O1 C2 C3 112.1(2) . . ?
N7 C2 H2 109.5 . . ?
N7 C2 C3 110.9(2) . . ?
C3 C2 H2 109.5 . . ?
C20 C19 H19A 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
C18 C19 C20 112.2(3) . . ?
C18 C19 H19A 109.2 . . ?
C18 C19 H19B 109.2 . . ?
O5 C13 C6 107.9(3) . . ?
O5 C13 H13A 110.1 . . ?
O5 C13 H13B 110.1 . . ?
C6 C13 H13A 110.1 . . ?
C6 C13 H13B 110.1 . . ?
H13A C13 H13B 108.4 . . ?
N4 C3 C2 108.5(2) . . ?
N4 C3 H3A 110.0 . . ?
N4 C3 H3B 110.0 . . ?
C2 C3 H3A 110.0 . . ?
C2 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
O3 C10 N9 118.8(3) . . ?
O3 C10 C11 126.4(4) . . ?
N9 C10 C11 114.8(3) . . ?
N4 C5 C6 110.6(2) . . ?
N4 C5 H5A 109.5 . . ?
N4 C5 H5B 109.5 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
H5A C5 H5B 108.1 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C16 C17 C18 111.2(3) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C19 C18 C17 111.1(3) . . ?
C19 C18 H18A 109.4 . . ?
C19 C18 H18B 109.4 . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?

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
P1 S1 C15 C20 136.00(19) . . . . ?
P1 S1 C15 C14 18.2(2) . . . . ?
P1 S1 C15 C16 -103.71(19) . . . . ?
P1 O4 C14 C15 53.6(3) . . . . ?
P1 N4 C3 C2 108.4(3) . . . . ?
P1 N4 C5 C6 -107.6(3) . . . . ?
S1 P1 O4 C14 -33.5(2) . . . . ?
S1 P1 N4 C3 143.8(2) . . . . ?
S1 P1 N4 C5 -52.2(3) . . . . ?
S1 C15 C14 O4 -42.8(3) . . . . ?
S1 C15 C16 C17 -65.7(3) . . . . ?
S2 P1 O4 C14 88.9(2) . . . . ?
S2 P1 N4 C3 13.8(3) . . . . ?
S2 P1 N4 C5 177.9(2) . . . . ?
O4 P1 N4 C3 -114.1(3) . . . . ?
O4 P1 N4 C5 49.9(3) . . . . ?
O1 C6 C13 O5 171.7(3) . . . . ?
O1 C6 C5 N4 -54.8(3) . . . . ?
O1 C2 C3 N4 55.2(3) . . . . ?
N7 C2 C3 N4 172.7(3) . . . . ?
N4 P1 O4 C14 -144.7(2) . . . . ?
C20 C15 C14 O4 -160.2(2) . . . . ?
C20 C15 C16 C17 54.9(3) . . . . ?
C20 C19 C18 C17 -54.1(4) . . . . ?
C15 C20 C19 C18 54.7(4) . . . . ?
C15 C16 C17 C18 -56.4(4) . . . . ?
C8 N7 C12 C11 3.5(5) . . . . ?
C8 N7 C2 O1 -162.6(3) . . . . ?
C8 N7 C2 C3 75.8(3) . . . . ?
C8 N9 C10 O3 177.4(4) . . . . ?
C8 N9 C10 C11 -1.6(5) . . . . ?
C6 O1 C2 N7 -176.5(2) . . . . ?
C6 O1 C2 C3 -55.7(3) . . . . ?
C14 C15 C16 C17 177.6(2) . . . . ?
C16 C15 C14 O4 77.7(3) . . . . ?
C16 C17 C18 C19 55.1(4) . . . . ?
C12 N7 C8 O2 178.0(3) . . . . ?
C12 N7 C8 N9 -2.7(5) . . . . ?
C12 N7 C2 O1 21.7(4) . . . . ?
C12 N7 C2 C3 -99.8(3) . . . . ?
C12 C11 C10 O3 -176.8(4) . . . . ?
C12 C11 C10 N9 2.0(5) . . . . ?
C2 O1 C6 C13 175.3(3) . . . . ?
C2 O1 C6 C5 54.6(3) . . . . ?
C2 N7 C8 O2 2.3(5) . . . . ?
C2 N7 C8 N9 -178.3(3) . . . . ?
C2 N7 C12 C11 178.9(3) . . . . ?
C19 C20 C15 S1 67.7(3) . . . . ?
C19 C20 C15 C14 -178.0(3) . . . . ?
C19 C20 C15 C16 -53.6(3) . . . . ?
C13 C6 C5 N4 -171.5(2) . . . . ?
C3 N4 C5 C6 58.5(3) . . . . ?
C10 N9 C8 O2 -178.8(4) . . . . ?
C10 N9 C8 N7 1.9(5) . . . . ?
C10 C11 C12 N7 -3.0(5) . . . . ?
C5 N4 C3 C2 -57.0(3) . . . . ?
C5 C6 C13 O5 -69.2(4) . . . . ?

_olex2_exptl_crystal_mounting_method 
'Crystal was glued to a support using CA glue'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.645
_oxdiff_exptl_absorpt_empirical_full_min 0.538

