# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_final


_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
#Added by publCIF




_cell_measurement_theta_min      2.6302
_cell_measurement_theta_max      29.2914

#Added by publCIF




_symmetry_space_group_name_hall  '-P 1'
#Added by publCIF




_symmetry_space_group_name_H-M   'P -1'
#Added by publCIF




_symmetry_cell_setting           triclinic
#Added by publCIF



_audit_creation_date             2014-03-18T12:14:10-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        ?
_chemical_formula_sum            'C16 H20 N4 O6 S'
_chemical_formula_weight         396.42

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6554(3)
_cell_length_b                   9.9905(4)
_cell_length_c                   12.4133(5)
_cell_angle_alpha                84.570(4)
_cell_angle_beta                 88.088(3)
_cell_angle_gamma                67.987(4)
_cell_volume                     876.22(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_special_details           ?

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.229
_exptl_absorpt_correction_type   none

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_number            9730
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.64
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_reflns_number_total             3072
_reflns_number_gt                2323
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3071
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1452
_refine_ls_wR_factor_gt          0.1295
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.047

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.39943(10) 0.19449(8) 0.25490(5) 0.0462(3) Uani 1 1 d . . .
O3 O -0.1456(2) 0.53884(17) 0.12775(12) 0.0337(4) Uani 1 1 d . . .
O1 O -0.3800(3) 0.5985(2) 0.49249(14) 0.0456(5) Uani 1 1 d . . .
O2 O -0.2479(3) 0.75506(19) 0.44960(14) 0.0488(5) Uani 1 1 d . . .
C7 C -0.1536(3) 0.6776(2) 0.12786(17) 0.0262(5) Uani 1 1 d . . .
N1 N 0.0333(3) 0.30434(19) 0.31450(14) 0.0275(4) Uani 1 1 d . . .
C4 C 0.1918(3) 0.3382(3) 0.28563(16) 0.0293(5) Uani 1 1 d . . .
C3 C -0.1109(3) 0.3971(2) 0.37472(16) 0.0272(5) Uani 1 1 d . . .
N3 N -0.2560(3) 0.6336(2) 0.44197(15) 0.0336(5) Uani 1 1 d . . .
N2 N -0.2271(3) 0.3421(2) 0.42673(16) 0.0384(5) Uani 1 1 d . . .
H2 H -0.3366 0.4028 0.4425 0.046 Uiso 1 1 calc R . .
C5 C 0.1790(3) 0.4764(3) 0.28413(16) 0.0286(5) Uani 1 1 d . . .
C2 C -0.1250(3) 0.5399(2) 0.37651(16) 0.0275(5) Uani 1 1 d . . .
O4 O -0.2959(3) 1.01324(18) -0.04357(14) 0.0457(5) Uani 1 1 d . . .
N4 N 0.3400(3) 0.5144(3) 0.26074(16) 0.0419(6) Uani 1 1 d . . .
C8 C -0.2246(3) 0.7821(3) 0.04229(17) 0.0300(5) Uani 1 1 d . . .
H8 H -0.2698 0.7587 -0.019 0.036 Uiso 1 1 calc R . .
C9 C -0.2289(3) 0.9211(2) 0.04733(18) 0.0314(6) Uani 1 1 d . . .
C1 C 0.0055(3) 0.5993(2) 0.31527(17) 0.0287(5) Uani 1 1 d . . .
H1 H 0.047 0.6502 0.3666 0.034 Uiso 1 1 calc R . .
C6 C -0.0831(3) 0.7107(2) 0.22007(17) 0.0279(5) Uani 1 1 d . . .
O5 O 0.3414(3) 0.6273(2) 0.29076(17) 0.0593(6) Uani 1 1 d . . .
C10 C -0.1673(4) 0.9582(3) 0.1388(2) 0.0378(6) Uani 1 1 d . . .
H10 H -0.1745 1.0524 0.144 0.045 Uiso 1 1 calc R . .
C11 C -0.0947(4) 0.8523(3) 0.22261(19) 0.0366(6) Uani 1 1 d . . .
H11 H -0.0514 0.877 0.284 0.044 Uiso 1 1 calc R . .
C15 C -0.0222(4) 0.2176(3) 0.2422(2) 0.0398(6) Uani 1 1 d . . .
H15A H 0.0092 0.1208 0.2757 0.06 Uiso 1 1 calc R . .
H15B H 0.0437 0.2145 0.1748 0.06 Uiso 1 1 calc R . .
H15C H -0.1555 0.2611 0.2292 0.06 Uiso 1 1 calc R . .
O6 O 0.4702(3) 0.4330(3) 0.20807(17) 0.0668(7) Uani 1 1 d . . .
C13 C -0.3047(4) 1.1585(3) -0.0421(2) 0.0502(8) Uani 1 1 d . . .
H13A H -0.3786 1.2015 0.0185 0.075 Uiso 1 1 calc R . .
H13B H -0.3617 1.214 -0.1079 0.075 Uiso 1 1 calc R . .
H13C H -0.1796 1.1578 -0.036 0.075 Uiso 1 1 calc R . .
C12 C -0.2359(4) 0.5063(3) 0.04016(19) 0.0356(6) Uani 1 1 d . . .
H12A H -0.368 0.5648 0.0401 0.053 Uiso 1 1 calc R . .
H12B H -0.2188 0.4057 0.0487 0.053 Uiso 1 1 calc R . .
H12C H -0.1813 0.5267 -0.0271 0.053 Uiso 1 1 calc R . .
C14 C -0.1884(5) 0.1903(3) 0.4597(2) 0.0527(8) Uani 1 1 d . . .
H14A H -0.2411 0.1508 0.4076 0.079 Uiso 1 1 calc R . .
H14B H -0.244 0.1817 0.5292 0.079 Uiso 1 1 calc R . .
H14C H -0.0547 0.138 0.4641 0.079 Uiso 1 1 calc R . .
C16 C 0.3794(5) 0.0399(3) 0.3316(3) 0.0649(9) Uani 1 1 d . . .
H16A H 0.3162 0.0685 0.3985 0.097 Uiso 1 1 calc R . .
H16B H 0.5029 -0.0321 0.3463 0.097 Uiso 1 1 calc R . .
H16C H 0.3084 0.0004 0.2909 0.097 Uiso 1 1 calc R . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.757(2) . ?
S1 C16 1.790(3) . ?
O3 C7 1.364(3) . ?
O3 C12 1.432(3) . ?
O1 N3 1.260(3) . ?
O2 N3 1.250(3) . ?
C7 C8 1.384(3) . ?
C7 C6 1.399(3) . ?
N1 C3 1.395(3) . ?
N1 C4 1.404(3) . ?
N1 C15 1.478(3) . ?
C4 C5 1.345(3) . ?
C3 N2 1.331(3) . ?
C3 C2 1.392(3) . ?
N3 C2 1.389(3) . ?
N2 C14 1.452(3) . ?
N2 H2 0.86 . ?
C5 N4 1.433(3) . ?
C5 C1 1.502(3) . ?
C2 C1 1.495(3) . ?
O4 C9 1.368(3) . ?
O4 C13 1.430(3) . ?
N4 O5 1.225(3) . ?
N4 O6 1.238(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.93 . ?
C9 C10 1.377(3) . ?
C1 C6 1.527(3) . ?
C1 H1 0.98 . ?
C6 C11 1.387(3) . ?
C10 C11 1.378(3) . ?
C10 H10 0.93 . ?
C11 H11 0.93 . ?
C15 H15A 0.96 . ?
C15 H15B 0.96 . ?
C15 H15C 0.96 . ?
C13 H13A 0.96 . ?
C13 H13B 0.96 . ?
C13 H13C 0.96 . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
C14 H14A 0.96 . ?
C14 H14B 0.96 . ?
C14 H14C 0.96 . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?

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
C4 S1 C16 103.84(13) . . ?
C7 O3 C12 117.48(17) . . ?
O3 C7 C8 123.2(2) . . ?
O3 C7 C6 116.36(18) . . ?
C8 C7 C6 120.4(2) . . ?
C3 N1 C4 119.90(19) . . ?
C3 N1 C15 116.2(2) . . ?
C4 N1 C15 117.73(18) . . ?
C5 C4 N1 119.3(2) . . ?
C5 C4 S1 123.45(19) . . ?
N1 C4 S1 117.27(17) . . ?
N2 C3 C2 124.3(2) . . ?
N2 C3 N1 117.1(2) . . ?
C2 C3 N1 118.6(2) . . ?
O2 N3 O1 120.5(2) . . ?
O2 N3 C2 118.0(2) . . ?
O1 N3 C2 121.5(2) . . ?
C3 N2 C14 126.9(2) . . ?
C3 N2 H2 116.6 . . ?
C14 N2 H2 116.6 . . ?
C4 C5 N4 121.1(2) . . ?
C4 C5 C1 124.1(2) . . ?
N4 C5 C1 114.6(2) . . ?
N3 C2 C3 121.0(2) . . ?
N3 C2 C1 115.9(2) . . ?
C3 C2 C1 123.0(2) . . ?
C9 O4 C13 117.3(2) . . ?
O5 N4 O6 122.7(2) . . ?
O5 N4 C5 119.1(2) . . ?
O6 N4 C5 118.2(2) . . ?
C9 C8 C7 120.5(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
O4 C9 C10 124.5(2) . . ?
O4 C9 C8 115.1(2) . . ?
C10 C9 C8 120.3(2) . . ?
C2 C1 C5 109.43(18) . . ?
C2 C1 C6 115.37(19) . . ?
C5 C1 C6 112.86(18) . . ?
C2 C1 H1 106.2 . . ?
C5 C1 H1 106.2 . . ?
C6 C1 H1 106.2 . . ?
C11 C6 C7 117.0(2) . . ?
C11 C6 C1 119.7(2) . . ?
C7 C6 C1 123.30(19) . . ?
C9 C10 C11 118.3(2) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
C10 C11 C6 123.3(2) . . ?
C10 C11 H11 118.3 . . ?
C6 C11 H11 118.3 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 O3 C7 C8 -7.7(3) . . . . ?
C12 O3 C7 C6 173.1(2) . . . . ?
C3 N1 C4 C5 -21.5(3) . . . . ?
C15 N1 C4 C5 130.0(2) . . . . ?
C3 N1 C4 S1 157.64(15) . . . . ?
C15 N1 C4 S1 -50.9(2) . . . . ?
C16 S1 C4 C5 151.6(2) . . . . ?
C16 S1 C4 N1 -27.5(2) . . . . ?
C4 N1 C3 N2 -160.49(19) . . . . ?
C15 N1 C3 N2 47.6(3) . . . . ?
C4 N1 C3 C2 19.7(3) . . . . ?
C15 N1 C3 C2 -132.1(2) . . . . ?
C2 C3 N2 C14 -157.3(2) . . . . ?
N1 C3 N2 C14 23.0(3) . . . . ?
N1 C4 C5 N4 176.65(18) . . . . ?
S1 C4 C5 N4 -2.4(3) . . . . ?
N1 C4 C5 C1 2.1(3) . . . . ?
S1 C4 C5 C1 -176.95(15) . . . . ?
O2 N3 C2 C3 172.0(2) . . . . ?
O1 N3 C2 C3 -8.0(3) . . . . ?
O2 N3 C2 C1 -4.1(3) . . . . ?
O1 N3 C2 C1 175.87(19) . . . . ?
N2 C3 C2 N3 5.5(3) . . . . ?
N1 C3 C2 N3 -174.73(19) . . . . ?
N2 C3 C2 C1 -178.7(2) . . . . ?
N1 C3 C2 C1 1.1(3) . . . . ?
C4 C5 N4 O5 -158.2(2) . . . . ?
C1 C5 N4 O5 16.8(3) . . . . ?
C4 C5 N4 O6 23.7(3) . . . . ?
C1 C5 N4 O6 -161.3(2) . . . . ?
O3 C7 C8 C9 -180.0(2) . . . . ?
C6 C7 C8 C9 -0.8(4) . . . . ?
C13 O4 C9 C10 -1.0(4) . . . . ?
C13 O4 C9 C8 179.5(2) . . . . ?
C7 C8 C9 O4 177.8(2) . . . . ?
C7 C8 C9 C10 -1.8(4) . . . . ?
N3 C2 C1 C5 158.42(18) . . . . ?
C3 C2 C1 C5 -17.6(3) . . . . ?
N3 C2 C1 C6 -73.0(2) . . . . ?
C3 C2 C1 C6 111.0(2) . . . . ?
C4 C5 C1 C2 16.1(3) . . . . ?
N4 C5 C1 C2 -158.72(17) . . . . ?
C4 C5 C1 C6 -113.8(2) . . . . ?
N4 C5 C1 C6 71.4(2) . . . . ?
O3 C7 C6 C11 -178.4(2) . . . . ?
C8 C7 C6 C11 2.4(3) . . . . ?
O3 C7 C6 C1 2.1(3) . . . . ?
C8 C7 C6 C1 -177.1(2) . . . . ?
C2 C1 C6 C11 115.5(2) . . . . ?
C5 C1 C6 C11 -117.7(2) . . . . ?
C2 C1 C6 C7 -65.0(3) . . . . ?
C5 C1 C6 C7 61.8(3) . . . . ?
O4 C9 C10 C11 -176.9(2) . . . . ?
C8 C9 C10 C11 2.7(4) . . . . ?
C9 C10 C11 C6 -1.0(4) . . . . ?
C7 C6 C11 C10 -1.5(4) . . . . ?
C1 C6 C11 C10 178.0(2) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF

_database_code_depnum_ccdc_archive 'CCDC 992572'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_hsp-ap-ii-318
#TrackingRef 'web_deposit_cif_file_0_H.SuryaPrakashRao_1357492031.HSP-AP-II-318.cif'

_audit_creation_date             2012-12-26
_audit_creation_method           
;
Olex2 1.2-ac2
(compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
?
;
_chemical_formula_moiety         'C20 H21 Cl N6 O4'
_chemical_formula_sum            'C23 H22 Cl0.25 N3 O5'
_chemical_formula_weight         429.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H21 N6 O4'
_chemical_oxdiff_usercomment     'AT 298 K, YELLOW, BLOCK'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   11.9760(6)
_cell_length_b                   15.2085(6)
_cell_length_c                   12.0589(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.923(6)
_cell_angle_gamma                90.00
_cell_volume                     2101.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2529
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0352
_cell_measurement_theta_min      3.7222
_exptl_absorpt_coefficient_mu    0.127
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             901
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
?
;
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11325
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.10
_diffrn_reflns_theta_min         3.73
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 15.9821
_diffrn_measured_fraction_theta_full 0.9798
_diffrn_measured_fraction_theta_max 0.8944
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
1 omega -90.00 -64.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 -178.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
2 omega -89.00 23.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 -19.0000 -180.0000 112

#__ type_ start__ end____ width___ exp.time_
3 omega -34.00 41.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- -17.3397 77.0000 0.0000 75

#__ type_ start__ end____ width___ exp.time_
4 omega -11.00 54.00 1.0000 25.0000
omega____ theta____ kappa____ phi______ frames
- 19.0585 77.0000 60.0000 65
;
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0205552000
_diffrn_orient_matrix_UB_12      -0.0424067000
_diffrn_orient_matrix_UB_13      -0.0207783000
_diffrn_orient_matrix_UB_21      -0.0087546000
_diffrn_orient_matrix_UB_22      -0.0100317000
_diffrn_orient_matrix_UB_23      0.0543011000
_diffrn_orient_matrix_UB_31      -0.0577416000
_diffrn_orient_matrix_UB_32      0.0166141000
_diffrn_orient_matrix_UB_33      -0.0200349000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2705
_reflns_number_total             4769
_reflns_odcompleteness_completeness 97.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4769
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0509
_refine_ls_restrained_S_all      0.989
_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)+(0.0464P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1166
_refine_special_details          
;
Refinement of F² against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.36443(7) 0.01653(5) 0.13538(7) 0.0920(3) Uani 1 1 d . . .
N2 N 0.08535(12) -0.45441(10) 0.26863(13) 0.0366(4) Uani 1 1 d . . .
C3 C 0.01243(14) -0.50837(12) 0.18372(16) 0.0352(4) Uani 1 1 d . . .
C4 C 0.06436(14) -0.57295(12) 0.13498(16) 0.0354(4) Uani 1 1 d . . .
O1 O -0.11112(11) -0.62675(9) 0.02016(13) 0.0538(4) Uani 1 1 d . . .
O2 O 0.35932(12) -0.50909(11) 0.07692(14) 0.0609(4) Uani 1 1 d . . .
N3 N 0.25314(12) -0.36951(10) 0.33174(14) 0.0416(4) Uani 1 1 d . . .
N4 N 0.32524(13) -0.45830(13) 0.14149(14) 0.0441(4) Uani 1 1 d . . .
O5 O 0.35889(11) -0.38026(11) 0.15393(13) 0.0562(4) Uani 1 1 d . . .
N6 N -0.00136(13) -0.63089(11) 0.05237(15) 0.0441(4) Uani 1 1 d . . .
C7 C 0.25245(15) -0.64555(12) 0.26001(18) 0.0389(5) Uani 1 1 d . . .
C8 C 0.19473(14) -0.57991(12) 0.16471(16) 0.0358(4) Uani 1 1 d . . .
H8 H 0.2138 -0.5979 0.0943 0.043 Uiso 1 1 calc R . .
N9 N -0.10136(13) -0.49468(11) 0.16078(16) 0.0498(5) Uani 1 1 d . . .
H9 H -0.1465 -0.5369 0.1276 0.060 Uiso 1 1 calc R . .
C10 C 0.19859(15) -0.43604(12) 0.26353(16) 0.0352(4) Uani 1 1 d . . .
C11 C 0.24401(14) -0.48922(12) 0.19618(16) 0.0349(4) Uani 1 1 d . . .
O12 O 0.04961(13) -0.68834(11) 0.01233(16) 0.0742(5) Uani 1 1 d . . .
C13 C 0.24194(16) -0.21004(13) 0.29897(17) 0.0413(5) Uani 1 1 d . . .
C15 C 0.06017(18) -0.44914(15) 0.38130(19) 0.0547(6) Uani 1 1 d . . .
H15A H 0.0215 -0.3946 0.3861 0.082 Uiso 1 1 calc R . .
H15B H 0.1319 -0.4521 0.4430 0.082 Uiso 1 1 calc R . .
H15C H 0.0107 -0.4973 0.3881 0.082 Uiso 1 1 calc R . .
C16 C 0.32292(16) -0.15343(13) 0.36856(18) 0.0439(5) Uani 1 1 d . . .
H16 H 0.3493 -0.1624 0.4482 0.053 Uiso 1 1 calc R . .
C17 C 0.37888(16) -0.37126(15) 0.38675(19) 0.0532(6) Uani 1 1 d . . .
H17A H 0.4072 -0.4302 0.3857 0.080 Uiso 1 1 calc R . .
H17B H 0.3955 -0.3515 0.4655 0.080 Uiso 1 1 calc R . .
H17C H 0.4167 -0.3332 0.3453 0.080 Uiso 1 1 calc R . .
C18 C 0.35545(18) -0.68568(16) 0.2580(2) 0.0590(6) Uani 1 1 d . . .
H18 H 0.3856 -0.6751 0.1964 0.071 Uiso 1 1 calc R . .
C20 C 0.21110(18) -0.66307(14) 0.3525(2) 0.0550(6) Uani 1 1 d . . .
H20 H 0.1409 -0.6382 0.3548 0.066 Uiso 1 1 calc R . .
C21 C 0.2064(2) -0.19272(16) 0.1823(2) 0.0638(7) Uani 1 1 d . . .
H21 H 0.1525 -0.2308 0.1348 0.077 Uiso 1 1 calc R . .
C22 C 0.19359(17) -0.28786(13) 0.34703(19) 0.0480(5) Uani 1 1 d . . .
H22A H 0.2032 -0.2786 0.4289 0.058 Uiso 1 1 calc R . .
H22B H 0.1108 -0.2932 0.3079 0.058 Uiso 1 1 calc R . .
C23 C 0.32102(19) -0.07354(14) 0.2019(2) 0.0539(6) Uani 1 1 d . . .
C24 C 0.2716(2) -0.71700(15) 0.4424(2) 0.0638(7) Uani 1 1 d . . .
H24 H 0.2432 -0.7264 0.5055 0.077 Uiso 1 1 calc R . .
C25 C 0.3725(2) -0.75623(15) 0.4386(2) 0.0643(7) Uani 1 1 d . . .
H25 H 0.4127 -0.7930 0.4986 0.077 Uiso 1 1 calc R . .
C26 C -0.15780(18) -0.41533(15) 0.1860(2) 0.0625(7) Uani 1 1 d . . .
H26A H -0.2322 -0.4083 0.1289 0.094 Uiso 1 1 calc R . .
H26B H -0.1096 -0.3653 0.1841 0.094 Uiso 1 1 calc R . .
H26C H -0.1688 -0.4202 0.2615 0.094 Uiso 1 1 calc R . .
C27 C 0.4144(2) -0.74150(17) 0.3465(3) 0.0717(7) Uani 1 1 d . . .
H27 H 0.4826 -0.7690 0.3431 0.086 Uiso 1 1 calc R . .
C1 C 0.36417(16) -0.08393(14) 0.3194(2) 0.0490(5) Uani 1 1 d . . .
H1 H 0.4193 -0.0454 0.3643 0.059 Uiso 1 1 calc R . .
N0AA N 0.24381(18) -0.12515(13) 0.13224(17) 0.0690(6) Uani 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
Cl1 C23 1.741(2) . ?
N2 C3 1.401(2) . ?
N2 C10 1.403(2) . ?
N2 C15 1.477(2) . ?
C3 C4 1.382(3) . ?
C3 N9 1.326(2) . ?
C4 N6 1.390(2) . ?
C4 C8 1.501(2) . ?
O1 N6 1.2592(18) . ?
O2 N4 1.247(2) . ?
N3 C10 1.347(2) . ?
N3 C17 1.458(2) . ?
N3 C22 1.470(2) . ?
N4 O5 1.248(2) . ?
N4 C11 1.406(2) . ?
N6 O12 1.241(2) . ?
C7 C8 1.527(3) . ?
C7 C18 1.383(3) . ?
C7 C20 1.372(3) . ?
C8 H8 0.9800 . ?
C8 C11 1.505(2) . ?
N9 H9 0.8600 . ?
N9 C26 1.458(3) . ?
C10 C11 1.366(2) . ?
C13 C16 1.383(3) . ?
C13 C21 1.371(3) . ?
C13 C22 1.506(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C1 1.372(3) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C27 1.386(3) . ?
C20 H20 0.9300 . ?
C20 C24 1.384(3) . ?
C21 H21 0.9300 . ?
C21 N0AA 1.334(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C1 1.369(3) . ?
C23 N0AA 1.313(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.360(3) . ?
C25 H25 0.9300 . ?
C25 C27 1.363(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27 0.9300 . ?
C1 H1 0.9300 . ?

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
C3 N2 C10 119.29(15) . . ?
C3 N2 C15 116.95(14) . . ?
C10 N2 C15 119.21(15) . . ?
C4 C3 N2 117.71(15) . . ?
N9 C3 N2 116.40(17) . . ?
N9 C3 C4 125.83(17) . . ?
C3 C4 N6 121.62(15) . . ?
C3 C4 C8 120.95(16) . . ?
N6 C4 C8 117.34(16) . . ?
C10 N3 C17 121.14(16) . . ?
C10 N3 C22 122.98(15) . . ?
C17 N3 C22 115.64(16) . . ?
O2 N4 O5 120.75(16) . . ?
O2 N4 C11 118.87(17) . . ?
O5 N4 C11 120.33(17) . . ?
O1 N6 C4 120.79(17) . . ?
O12 N6 C4 119.01(15) . . ?
O12 N6 O1 120.18(16) . . ?
C18 C7 C8 119.07(19) . . ?
C20 C7 C8 123.18(17) . . ?
C20 C7 C18 117.62(19) . . ?
C4 C8 C7 115.94(15) . . ?
C4 C8 H8 107.5 . . ?
C4 C8 C11 107.46(14) . . ?
C7 C8 H8 107.5 . . ?
C11 C8 C7 110.55(15) . . ?
C11 C8 H8 107.5 . . ?
C3 N9 H9 116.7 . . ?
C3 N9 C26 126.68(17) . . ?
C26 N9 H9 116.7 . . ?
N3 C10 N2 115.21(16) . . ?
N3 C10 C11 126.97(16) . . ?
C11 C10 N2 117.72(16) . . ?
N4 C11 C8 117.54(17) . . ?
C10 C11 N4 122.04(17) . . ?
C10 C11 C8 119.85(15) . . ?
C16 C13 C22 122.43(19) . . ?
C21 C13 C16 117.14(19) . . ?
C21 C13 C22 120.43(19) . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16 120.2 . . ?
C1 C16 C13 119.6(2) . . ?
C1 C16 H16 120.2 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C7 C18 H18 119.6 . . ?
C7 C18 C27 120.9(2) . . ?
C27 C18 H18 119.6 . . ?
C7 C20 H20 119.3 . . ?
C7 C20 C24 121.4(2) . . ?
C24 C20 H20 119.3 . . ?
C13 C21 H21 117.7 . . ?
N0AA C21 C13 124.6(2) . . ?
N0AA C21 H21 117.7 . . ?
N3 C22 C13 111.14(15) . . ?
N3 C22 H22A 109.4 . . ?
N3 C22 H22B 109.4 . . ?
C13 C22 H22A 109.4 . . ?
C13 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C1 C23 Cl1 119.62(18) . . ?
N0AA C23 Cl1 115.14(18) . . ?
N0AA C23 C1 125.2(2) . . ?
C20 C24 H24 120.0 . . ?
C25 C24 C20 120.1(2) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 120.1 . . ?
C24 C25 C27 119.8(2) . . ?
C27 C25 H25 120.1 . . ?
N9 C26 H26A 109.5 . . ?
N9 C26 H26B 109.5 . . ?
N9 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C18 C27 H27 119.9 . . ?
C25 C27 C18 120.2(2) . . ?
C25 C27 H27 119.9 . . ?
C16 C1 H1 121.3 . . ?
C23 C1 C16 117.46(19) . . ?
C23 C1 H1 121.3 . . ?
C23 N0AA C21 116.0(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C23 C1 C16 176.79(14) . . . . ?
Cl1 C23 N0AA C21 -177.69(18) . . . . ?
N2 C3 C4 N6 178.31(16) . . . . ?
N2 C3 C4 C8 -5.1(3) . . . . ?
N2 C3 N9 C26 20.1(3) . . . . ?
N2 C10 C11 N4 150.02(16) . . . . ?
N2 C10 C11 C8 -21.2(3) . . . . ?
C3 N2 C10 N3 166.11(16) . . . . ?
C3 N2 C10 C11 -17.3(2) . . . . ?
C3 C4 N6 O1 -0.7(3) . . . . ?
C3 C4 N6 O12 -179.18(19) . . . . ?
C3 C4 C8 C7 96.0(2) . . . . ?
C3 C4 C8 C11 -28.2(2) . . . . ?
C4 C3 N9 C26 -162.7(2) . . . . ?
C4 C8 C11 N4 -129.65(17) . . . . ?
C4 C8 C11 C10 41.9(2) . . . . ?
O2 N4 C11 C8 -5.4(2) . . . . ?
O2 N4 C11 C10 -176.76(17) . . . . ?
N3 C10 C11 N4 -33.8(3) . . . . ?
N3 C10 C11 C8 155.02(17) . . . . ?
O5 N4 C11 C8 171.78(15) . . . . ?
O5 N4 C11 C10 0.4(3) . . . . ?
N6 C4 C8 C7 -87.3(2) . . . . ?
N6 C4 C8 C11 148.53(17) . . . . ?
C7 C8 C11 N4 102.93(19) . . . . ?
C7 C8 C11 C10 -85.5(2) . . . . ?
C7 C18 C27 C25 -1.4(4) . . . . ?
C7 C20 C24 C25 -2.1(3) . . . . ?
C8 C4 N6 O1 -177.45(16) . . . . ?
C8 C4 N6 O12 4.1(3) . . . . ?
C8 C7 C18 C27 176.0(2) . . . . ?
C8 C7 C20 C24 -174.13(19) . . . . ?
N9 C3 C4 N6 1.1(3) . . . . ?
N9 C3 C4 C8 177.73(18) . . . . ?
C10 N2 C3 C4 30.6(2) . . . . ?
C10 N2 C3 N9 -152.01(17) . . . . ?
C10 N3 C22 C13 -115.1(2) . . . . ?
C13 C16 C1 C23 0.8(3) . . . . ?
C13 C21 N0AA C23 0.8(4) . . . . ?
C15 N2 C3 C4 -125.36(19) . . . . ?
C15 N2 C3 N9 52.1(2) . . . . ?
C15 N2 C10 N3 -38.5(2) . . . . ?
C15 N2 C10 C11 138.10(19) . . . . ?
C16 C13 C21 N0AA -0.5(4) . . . . ?
C16 C13 C22 N3 -99.4(2) . . . . ?
C17 N3 C10 N2 145.63(17) . . . . ?
C17 N3 C10 C11 -30.6(3) . . . . ?
C17 N3 C22 C13 59.4(2) . . . . ?
C18 C7 C8 C4 150.77(18) . . . . ?
C18 C7 C8 C11 -86.6(2) . . . . ?
C18 C7 C20 C24 1.7(3) . . . . ?
C20 C7 C8 C4 -33.4(3) . . . . ?
C20 C7 C8 C11 89.2(2) . . . . ?
C20 C7 C18 C27 0.0(3) . . . . ?
C20 C24 C25 C27 0.7(4) . . . . ?
C21 C13 C16 C1 -0.3(3) . . . . ?
C21 C13 C22 N3 80.5(2) . . . . ?
C22 N3 C10 N2 -40.2(2) . . . . ?
C22 N3 C10 C11 143.50(19) . . . . ?
C22 C13 C16 C1 179.63(16) . . . . ?
C22 C13 C21 N0AA 179.5(2) . . . . ?
C24 C25 C27 C18 1.0(4) . . . . ?
C1 C23 N0AA C21 -0.3(4) . . . . ?
N0AA C23 C1 C16 -0.5(3) . . . . ?



_database_code_depnum_ccdc_archive 'CCDC 918142'
