# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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_squash
#TrackingRef 'Squash.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H13 N3 O2'
_chemical_formula_weight         147.18

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c m'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y-1/2, z'

_cell_length_a                   4.5847(3)
_cell_length_b                   19.1307(16)
_cell_length_c                   8.9047(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     781.01(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6124
_cell_measurement_theta_min      4.6190
_cell_measurement_theta_max      75.6381

_exptl_crystal_description       trapezium
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74181
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Atlas, Nova'
_diffrn_measurement_method       \w-scan
_diffrn_detector_area_resol_mean 10.3543
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12553
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0079
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.62
_diffrn_reflns_theta_max         75.82
_reflns_number_total             865
_reflns_number_gt                803
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The NH hydrogens were refined freely. Other hydrogens were included using a
riding model starting from calculated positions.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0521P)^2^+0.1414P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         865
_refine_ls_number_parameters     70
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0892
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.101
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
O1 O 0.39944(18) 0.61255(4) 0.2500 0.0213(3) Uani 1 2 d S . .
N1 N -0.0253(2) 0.67351(5) 0.2500 0.0219(3) Uani 1 2 d S . .
H01 H -0.211(4) 0.6709(8) 0.2500 0.022(4) Uiso 1 2 d S . .
H02 H 0.073(4) 0.7131(9) 0.2500 0.025(4) Uiso 1 2 d S . .
N3 N -0.0299(2) 0.55349(5) 0.2500 0.0214(3) Uani 1 2 d S . .
H03 H -0.213(4) 0.5564(8) 0.2500 0.021(4) Uiso 1 2 d S . .
H04 H 0.066(4) 0.5135(10) 0.2500 0.035(4) Uiso 1 2 d S . .
C2 C 0.1275(3) 0.61330(6) 0.2500 0.0160(3) Uani 1 2 d S . .
O2 O 0.27152(19) 0.41614(4) 0.2500 0.0221(3) Uani 1 2 d S . .
N2 N 0.7330(2) 0.31456(6) 0.2500 0.0237(3) Uani 1 2 d S . .
H2 H 0.895(4) 0.3416(10) 0.2500 0.038(5) Uiso 1 2 d S . .
C3 C 0.4411(2) 0.40440(5) 0.11667(9) 0.0233(2) Uani 1 1 d . . .
H3A H 0.6043 0.4382 0.1129 0.028 Uiso 1 1 calc R . .
H3B H 0.3175 0.4119 0.0269 0.028 Uiso 1 1 calc R . .
C4 C 0.5613(2) 0.33049(4) 0.11514(9) 0.0237(3) Uani 1 1 d . . .
H4A H 0.3973 0.2970 0.1077 0.028 Uiso 1 1 calc R . .
H4B H 0.6857 0.3243 0.0253 0.028 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0108(5) 0.0249(5) 0.0284(5) 0.000 0.000 0.0006(3)
N1 0.0124(5) 0.0155(5) 0.0377(6) 0.000 0.000 -0.0006(4)
N3 0.0123(5) 0.0151(5) 0.0369(6) 0.000 0.000 0.0013(4)
C2 0.0135(6) 0.0185(6) 0.0160(5) 0.000 0.000 0.0001(4)
O2 0.0209(5) 0.0209(5) 0.0244(5) 0.000 0.000 0.0060(3)
N2 0.0188(6) 0.0193(5) 0.0330(6) 0.000 0.000 0.0037(4)
C3 0.0299(5) 0.0209(5) 0.0190(5) 0.0018(3) 0.0007(3) 0.0036(3)
C4 0.0301(5) 0.0192(5) 0.0218(5) -0.0024(3) 0.0040(4) 0.0021(3)

_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
O1 C2 1.2469(15) . ?
N1 C2 1.3483(15) . ?
N3 C2 1.3526(15) . ?
O2 C3 1.4368(10) 6_556 ?
O2 C3 1.4368(10) . ?
N2 C4 1.4679(11) . ?
N2 C4 1.4679(11) 6_556 ?
C3 C4 1.5175(12) . ?

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
O1 C2 N1 121.97(10) . . ?
O1 C2 N3 121.58(11) . . ?
N1 C2 N3 116.45(11) . . ?
C3 O2 C3 111.44(9) 6_556 . ?
C4 N2 C4 109.79(10) . 6_556 ?
O2 C3 C4 110.46(7) . . ?
N2 C4 C3 112.38(7) . . ?

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
C3 O2 C3 C4 57.98(12) 6_556 . . . ?
C4 N2 C4 C3 52.93(13) 6_556 . . . ?
O2 C3 C4 N2 -55.84(11) . . . . ?

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
N1 H01 O1 0.852(17) 2.106(17) 2.8835(14) 151.4(14) 1_455
N1 H02 N2 0.882(17) 2.134(17) 3.0130(15) 173.8(14) 3_655
N3 H03 O1 0.842(17) 2.076(17) 2.8499(14) 152.6(14) 1_455
N3 H04 O2 0.88(2) 2.09(2) 2.9688(13) 176.9(16) .
N2 H2 O2 0.91(2) 2.24(2) 3.1420(15) 175.2(16) 1_655

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        75.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.040

_iucr_refine_instructions_details 
;
TITL Squash in Pbcm
CELL 1.54184 4.584705 19.130672 8.904665 90.0000 90.0000 90.0000
ZERR 4.00 0.0003 0.0016 0.00061 0.0000 0.0000 0.0000
LATT 1
SYMM - X, - Y, 1/2 + Z
SYMM - X, 1/2 + Y, 1/2 - Z
SYMM X, 1/2 - Y, - Z
SFAC C H N O
UNIT 20 52 12 8
FMAP 2
ACTA 150
CONF
EQIV $1 x-1, y, z
EQIV $2 -x+1, y+1/2, -z+1/2
EQIV $3 x+1, y, z
HTAB N1 O1_$1
HTAB N1 N2_$2
HTAB N3 O1_$1
HTAB N3 O2
HTAB N2 O2_$3
SIZE 0.3 0.24 0.05
TEMP -173
PLAN 10
L.S. 4
WGHT 0.052100 0.141400
FVAR 7.39173
O1 4 0.399444 0.612553 0.250000 10.50000 0.01077 0.02490 =
0.02837 0.00000 0.00000 0.00064
N1 3 -0.025341 0.673512 0.250000 10.50000 0.01242 0.01552 =
0.03773 0.00000 0.00000 -0.00063
H01 2 -0.210863 0.670884 0.250000 10.50000 0.02240
H02 2 0.073231 0.713120 0.250000 10.50000 0.02464
N3 3 -0.029882 0.553494 0.250000 10.50000 0.01227 0.01509 =
0.03693 0.00000 0.00000 0.00130
H03 2 -0.213123 0.556390 0.250000 10.50000 0.02130
H04 2 0.066170 0.513497 0.250000 10.50000 0.03492
C2 1 0.127494 0.613299 0.250000 10.50000 0.01346 0.01849 =
0.01596 0.00000 0.00000 0.00015
O2 4 0.271516 0.416144 0.250000 10.50000 0.02091 0.02088 =
0.02440 0.00000 0.00000 0.00603
N2 3 0.732983 0.314563 0.250000 10.50000 0.01882 0.01928 =
0.03305 0.00000 0.00000 0.00367
H2 2 0.895233 0.341570 0.250000 10.50000 0.03820
C3 1 0.441104 0.404400 0.116674 11.00000 0.02991 0.02088 =
0.01896 0.00179 0.00071 0.00363
AFIX 23
H3A 2 0.604275 0.438249 0.112887 11.00000 -1.20000
H3B 2 0.317513 0.411855 0.026925 11.00000 -1.20000
AFIX 0
C4 1 0.561277 0.330493 0.115145 11.00000 0.03010 0.01923 =
0.02185 -0.00240 0.00401 0.00208
AFIX 23
H4A 2 0.397255 0.297012 0.107729 11.00000 -1.20000
H4B 2 0.685712 0.324320 0.025256 11.00000 -1.20000

HKLF 4
;
_database_code_depnum_ccdc_archive 'CCDC 934631'
#######################################################################
#
#                 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_cycling
#TrackingRef 'cycling.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H12 N2 O3'
_chemical_formula_weight         148.17

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 2/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   6.7949(5)
_cell_length_b                   4.5234(3)
_cell_length_c                   12.2711(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.701(7)
_cell_angle_gamma                90.00
_cell_volume                     375.30(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3144
_cell_measurement_theta_min      3.0040
_cell_measurement_theta_max      30.7620

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             160
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       \w-scan
_diffrn_detector_area_resol_mean 16.1419
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9411
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0143
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         30.03
_reflns_number_total             1096
_reflns_number_gt                987
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb 1 2013,16:14:44)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb 1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb 1 2013,16:14:44)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Siemens XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

NH hydrogens were refined freely; other H were refined using a riding
model starting from calculated positions.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0611P)^2^+0.2544P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1096
_refine_ls_number_parameters     55
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1294
_refine_ls_wR_factor_gt          0.1251
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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
C1 C 0.5000 0.1391(3) 0.2500 0.0139(3) Uani 1 2 d S . .
N1 N 0.37390(17) -0.0162(2) 0.30631(9) 0.0201(3) Uani 1 1 d . . .
H01 H 0.376(3) -0.199(5) 0.3060(15) 0.029(5) Uiso 1 1 d . . .
H02 H 0.292(3) 0.084(4) 0.3412(15) 0.026(5) Uiso 1 1 d . . .
O1 O 0.5000 0.4144(3) 0.2500 0.0183(3) Uani 1 2 d S . .
C2 C 0.2047(2) 0.4973(4) 0.52438(11) 0.0268(3) Uani 1 1 d . . .
H2A H 0.2373 0.7096 0.5184 0.032 Uiso 1 1 calc R . .
H2B H 0.3289 0.3884 0.5460 0.032 Uiso 1 1 calc R . .
C3 C -0.0639(2) 0.5440(4) 0.38971(11) 0.0258(3) Uani 1 1 d . . .
H3A H -0.1246 0.4669 0.3187 0.031 Uiso 1 1 calc R . .
H3B H -0.0370 0.7572 0.3808 0.031 Uiso 1 1 calc R . .
O2 O 0.11798(14) 0.3909(3) 0.42070(8) 0.0282(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0138(7) 0.0106(6) 0.0175(7) 0.000 0.0026(5) 0.000
N1 0.0233(5) 0.0097(5) 0.0297(6) -0.0003(4) 0.0147(4) -0.0002(4)
O1 0.0198(6) 0.0084(5) 0.0275(6) 0.000 0.0066(5) 0.000
C2 0.0177(6) 0.0402(8) 0.0228(6) -0.0034(5) 0.0029(4) 0.0022(5)
C3 0.0208(6) 0.0365(7) 0.0202(6) 0.0003(5) 0.0033(5) 0.0036(5)
O2 0.0191(5) 0.0434(7) 0.0225(5) -0.0106(4) 0.0041(3) 0.0086(4)

_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
C1 O1 1.2452(19) . ?
C1 N1 1.3501(13) 2_655 ?
C1 N1 1.3501(13) . ?
C2 O2 1.4312(16) . ?
C2 C3 1.5037(19) 3_566 ?
C3 O2 1.4347(16) . ?
C3 C2 1.5037(19) 3_566 ?

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
O1 C1 N1 121.36(7) . 2_655 ?
O1 C1 N1 121.36(7) . . ?
N1 C1 N1 117.29(15) 2_655 . ?
O2 C2 C3 110.31(11) . 3_566 ?
O2 C3 C2 110.22(11) . 3_566 ?
C2 O2 C3 109.95(10) . . ?

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
C3 C2 O2 C3 58.24(17) 3_566 . . . ?
C2 C3 O2 C2 -58.18(17) 3_566 . . . ?

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
N1 H01 O1 0.83(2) 2.08(2) 2.8219(15) 148.1(18) 1_545
N1 H02 O2 0.86(2) 2.12(2) 2.9783(14) 170.8(18) .

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        30.03
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.054

_iucr_refinement_instructions_details 
;
TITL cycling in P2/c
CELL 0.71073 6.794885 4.523424 12.271074 90.0000 95.7012 90.0000
ZERR 2.00 0.0005 0.0003 0.0009 0.0000 0.007 0.0000
LATT 1
SYMM -x, y,-z+1/2
SFAC C H N O
UNIT 10.00 24.00 4.00 6.00
TEMP -173
SIZE 0.3 0.3 0.3
FMAP 2
PLAN 10
L.S. 4
SHEL 999 0.71
ACTA
CONF
EQIV $1 x,y-1,z
HTAB N1 O1_$1
HTAB N1 O2
WGHT 0.061100 0.254400
FVAR 14.96080
C1 1 0.500000 0.139105 0.250000 10.50000 0.01385 0.01058 =
0.01748 0.00000 0.00265 0.00000
N1 3 0.373899 -0.016207 0.306306 11.00000 0.02330 0.00967 =
0.02965 -0.00028 0.01473 -0.00023
H01 2 0.376482 -0.199226 0.306043 11.00000 0.02916
H02 2 0.292199 0.084135 0.341157 11.00000 0.02642
O1 4 0.500000 0.414387 0.250000 10.50000 0.01982 0.00840 =
0.02752 0.00000 0.00665 0.00000
C2 1 0.204695 0.497254 0.524376 11.00000 0.01766 0.04016 =
0.02283 -0.00337 0.00291 0.00220
AFIX 23
H2A 2 0.237336 0.709553 0.518361 11.00000 -1.20000
H2B 2 0.328869 0.388404 0.545960 11.00000 -1.20000
AFIX 0
C3 1 -0.063940 0.543952 0.389712 11.00000 0.02084 0.03651 =
0.02018 0.00027 0.00328 0.00362
AFIX 23
H3A 2 -0.124579 0.466860 0.318665 11.00000 -1.20000
H3B 2 -0.037007 0.757223 0.380801 11.00000 -1.20000
AFIX 0
O2 4 0.117976 0.390893 0.420701 11.00000 0.01910 0.04342 =
0.02250 -0.01058 0.00411 0.00863

HKLF 4
;

# end of cif file

_database_code_depnum_ccdc_archive 'CCDC 934632'
#######################################################################
#
#                 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_polo
#TrackingRef 'Squash.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H43 N11 O3 S4'
_chemical_formula_weight         565.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.0368(2)
_cell_length_b                   7.64170(18)
_cell_length_c                   18.6502(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.082(2)
_cell_angle_gamma                90.00
_cell_volume                     1422.38(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11181
_cell_measurement_theta_min      2.1919
_cell_measurement_theta_max      30.7267

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             608
_exptl_absorpt_coefficient_mu    0.373
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96252
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       \w-scan
_diffrn_detector_area_resol_mean 16.1419
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34170
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         30.80
_reflns_number_total             4242
_reflns_number_gt                3715
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The NH hydrogens were refined freely. Other hydrogens were included using a
riding model starting from calculated positions.

The second morpholine molecule (based on C7, C8) is disordered across an
inversion centre. Both heteroatoms (NH and O) were refined
independently as half-occupied sites. An extensive series of restraints
was used to improve refinement stability, but the dimensions of
disordered groups should always be interpreted with caution.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+0.4605P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4242
_refine_ls_number_parameters     192
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0656
_refine_ls_wR_factor_gt          0.0618
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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 0.38919(2) 0.47344(3) 0.336217(12) 0.01595(6) Uani 1 1 d . . .
N1 N 0.58459(9) 0.27786(13) 0.29190(5) 0.02045(18) Uani 1 1 d . . .
H01 H 0.6135(14) 0.201(2) 0.2651(8) 0.029(4) Uiso 1 1 d . . .
H02 H 0.6347(14) 0.324(2) 0.3262(8) 0.033(4) Uiso 1 1 d . . .
C2 C 0.45512(9) 0.32181(13) 0.28184(5) 0.01495(18) Uani 1 1 d . . .
N3 N 0.37893(9) 0.24603(13) 0.22843(5) 0.01997(18) Uani 1 1 d . . .
H03 H 0.4130(14) 0.171(2) 0.2012(8) 0.031(4) Uiso 1 1 d . . .
H04 H 0.2947(15) 0.271(2) 0.2203(7) 0.033(4) Uiso 1 1 d . . .
S1' S 0.83220(2) 0.43055(3) 0.416615(13) 0.01915(7) Uani 1 1 d . . .
N1' N 0.83414(9) 0.61452(13) 0.53777(5) 0.02214(19) Uani 1 1 d . . .
H01' H 0.7976(15) 0.660(2) 0.5718(8) 0.039(4) Uiso 1 1 d . . .
H02' H 0.9191(15) 0.5879(19) 0.5445(8) 0.031(4) Uiso 1 1 d . . .
C2' C 0.76052(10) 0.55016(13) 0.48013(5) 0.01590(18) Uani 1 1 d . . .
N3' N 0.63000(9) 0.58343(13) 0.47273(5) 0.01971(18) Uani 1 1 d . . .
H03' H 0.5951(14) 0.650(2) 0.5025(8) 0.034(4) Uiso 1 1 d . . .
H04' H 0.5808(14) 0.5403(18) 0.4372(8) 0.024(3) Uiso 1 1 d . . .
N2 N 0.10116(9) 0.31293(12) 0.18675(5) 0.01832(17) Uani 1 1 d . . .
H2 H 0.0743(13) 0.2129(18) 0.1706(7) 0.023(3) Uiso 1 1 d . . .
O2 O -0.11648(7) 0.54666(10) 0.14117(4) 0.02181(16) Uani 1 1 d . . .
C3 C -0.03344(11) 0.47777(15) 0.09005(6) 0.0218(2) Uani 1 1 d . . .
H3A H -0.0259 0.5650 0.0514 0.026 Uiso 1 1 calc R . .
H3B H -0.0755 0.3711 0.0676 0.026 Uiso 1 1 calc R . .
C4 C 0.10513(10) 0.43353(14) 0.12565(6) 0.0206(2) Uani 1 1 d . . .
H4A H 0.1580 0.3797 0.0895 0.025 Uiso 1 1 calc R . .
H4B H 0.1510 0.5428 0.1428 0.025 Uiso 1 1 calc R . .
C5 C 0.00954(11) 0.37988(14) 0.23676(5) 0.0200(2) Uani 1 1 d . . .
H5A H 0.0491 0.4857 0.2612 0.024 Uiso 1 1 calc R . .
H5B H -0.0011 0.2905 0.2742 0.024 Uiso 1 1 calc R . .
C6 C -0.12736(10) 0.42525(15) 0.19850(6) 0.0221(2) Uani 1 1 d . . .
H6A H -0.1717 0.3171 0.1789 0.027 Uiso 1 1 calc R . .
H6B H -0.1837 0.4765 0.2336 0.027 Uiso 1 1 calc R . .
O4 O 0.4686(4) 0.8511(5) 0.5395(2) 0.0177(2) Uiso 0.50 1 d PD A 1
N4 N 0.4744(5) 0.8414(7) 0.5376(3) 0.0177(2) Uiso 0.50 1 d PD A 2
H4 H 0.425(2) 0.798(3) 0.5665(11) 0.020(6) Uiso 0.50 1 d PD B 2
C7 C 0.38228(10) 0.90640(14) 0.47672(6) 0.0207(2) Uani 1 1 d D . .
H7A H 0.3105 0.9826 0.4918 0.025 Uiso 1 1 calc R A 1
H7B H 0.3395 0.8027 0.4522 0.025 Uiso 1 1 calc R A 1
C8 C 0.53897(11) 0.99484(14) 0.57520(5) 0.0203(2) Uani 1 1 d D . .
H8A H 0.6009 0.9506 0.6160 0.024 Uiso 1 1 calc R A 1
H8B H 0.4742 1.0749 0.5947 0.024 Uiso 1 1 calc R A 1

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.01544(11) 0.01769(12) 0.01521(11) -0.00027(8) 0.00385(8) 0.00102(8)
N1 0.0135(4) 0.0246(5) 0.0231(4) -0.0074(4) 0.0010(3) 0.0011(3)
C2 0.0155(4) 0.0149(4) 0.0149(4) 0.0029(3) 0.0038(3) -0.0002(3)
N3 0.0156(4) 0.0231(5) 0.0207(4) -0.0055(3) -0.0003(3) 0.0035(3)
S1' 0.01645(12) 0.02285(13) 0.01825(12) -0.00620(9) 0.00226(9) 0.00208(9)
N1' 0.0148(4) 0.0317(5) 0.0203(4) -0.0099(4) 0.0036(3) -0.0008(4)
C2' 0.0163(4) 0.0149(4) 0.0171(4) 0.0000(3) 0.0045(3) -0.0023(3)
N3' 0.0145(4) 0.0247(5) 0.0201(4) -0.0063(3) 0.0029(3) 0.0001(3)
N2 0.0179(4) 0.0163(4) 0.0205(4) -0.0012(3) 0.0005(3) 0.0021(3)
O2 0.0195(4) 0.0254(4) 0.0208(3) 0.0002(3) 0.0034(3) 0.0081(3)
C3 0.0230(5) 0.0260(5) 0.0169(4) 0.0008(4) 0.0038(4) 0.0071(4)
C4 0.0169(5) 0.0221(5) 0.0237(5) 0.0013(4) 0.0063(4) 0.0012(4)
C5 0.0239(5) 0.0190(5) 0.0173(4) 0.0002(4) 0.0030(4) 0.0015(4)
C6 0.0191(5) 0.0254(5) 0.0229(5) -0.0010(4) 0.0069(4) -0.0004(4)
C7 0.0169(4) 0.0225(5) 0.0226(5) -0.0005(4) 0.0008(4) -0.0027(4)
C8 0.0221(5) 0.0227(5) 0.0160(4) -0.0006(4) 0.0015(4) -0.0007(4)

_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 C2 1.7179(10) . ?
N1 C2 1.3361(12) . ?
C2 N3 1.3232(13) . ?
S1' C2' 1.7138(10) . ?
N1' C2' 1.3323(13) . ?
C2' N3' 1.3272(13) . ?
N2 C4 1.4693(13) . ?
N2 C5 1.4694(13) . ?
O2 C6 1.4285(13) . ?
O2 C3 1.4315(12) . ?
C3 C4 1.5146(15) . ?
C5 C6 1.5197(15) . ?
O4 C8 1.432(4) . ?
O4 C7 1.444(4) . ?
N4 C7 1.472(5) . ?
N4 C8 1.480(5) . ?
C7 C8 1.5147(14) 3_676 ?
C8 C7 1.5147(14) 3_676 ?

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
N3 C2 N1 118.14(9) . . ?
N3 C2 S1 120.77(8) . . ?
N1 C2 S1 121.09(8) . . ?
N3' C2' N1' 118.04(9) . . ?
N3' C2' S1' 120.82(8) . . ?
N1' C2' S1' 121.13(8) . . ?
C4 N2 C5 110.13(8) . . ?
C6 O2 C3 110.84(8) . . ?
O2 C3 C4 111.25(8) . . ?
N2 C4 C3 112.39(8) . . ?
N2 C5 C6 112.15(8) . . ?
O2 C6 C5 111.25(8) . . ?
C8 O4 C7 112.1(3) . . ?
C7 N4 C8 107.8(3) . . ?
O4 C7 N4 3.9(4) . . ?
O4 C7 C8 110.8(2) . 3_676 ?
N4 C7 C8 109.5(2) . 3_676 ?
O4 C8 N4 3.6(4) . . ?
O4 C8 C7 110.5(2) . 3_676 ?
N4 C8 C7 108.9(2) . 3_676 ?

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
C6 O2 C3 C4 -57.92(11) . . . . ?
C5 N2 C4 C3 -51.71(11) . . . . ?
O2 C3 C4 N2 55.39(12) . . . . ?
C4 N2 C5 C6 51.66(11) . . . . ?
C3 O2 C6 C5 58.01(11) . . . . ?
N2 C5 C6 O2 -55.55(12) . . . . ?
C8 O4 C7 N4 126(6) . . . . ?
C8 O4 C7 C8 56.0(3) . . . 3_676 ?
C8 N4 C7 O4 -49(6) . . . . ?
C8 N4 C7 C8 61.7(4) . . . 3_676 ?
C7 O4 C8 N4 -120(6) . . . . ?
C7 O4 C8 C7 -55.9(3) . . . 3_676 ?
C7 N4 C8 O4 56(6) . . . . ?
C7 N4 C8 C7 -61.3(4) . . . 3_676 ?

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
N1 H01 S1 0.845(15) 2.563(15) 3.3650(10) 158.8(12) 2_645
N1 H02 S1' 0.846(15) 2.595(15) 3.4239(9) 166.8(13) .
N3 H03 S1 0.861(15) 2.645(15) 3.4357(10) 153.1(12) 2_645
N3 H04 N2 0.865(15) 2.002(15) 2.8599(12) 171.3(13) .
N1' H01' S1 0.841(16) 2.859(16) 3.4808(10) 132.2(13) 3_666
N1' H02' S1' 0.873(15) 2.528(15) 3.3843(10) 167.0(13) 3_766
N3' H03' N4 0.854(16) 2.051(17) 2.862(5) 158.2(14) .
N3' H03' O4 0.854(16) 2.154(16) 2.964(4) 158.2(13) .
N3' H04' S1 0.850(14) 2.596(14) 3.4244(9) 165.1(12) .
N2 H2 S1' 0.855(14) 2.916(14) 3.6021(9) 138.6(11) 2_645

_diffrn_measured_fraction_theta_max 0.954
_diffrn_reflns_theta_full        30.50
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.047

_iucr_refine_instructions_details 
;
TITL Polo in P2(1)/c
CELL 0.71073 10.036827 7.641698 18.650159 90.0000 96.0824 90.0000
ZERR 2.00 0.00022 0.00018 0.0004 0.0000 0.002 0.0000
LATT 1
SYMM - X, 1/2 + Y, 1/2 - Z
SFAC C H N O S
UNIT 32 86 22 6 8
OMIT 1 1 9
OMIT -3 4 7
CONF
ACTA 61
FMAP 2
EQIV $1 -x+1, y-1/2, -z+1/2
EQIV $2 -x+1, 1-y, 1-z
EQIV $3 -x+2, 1-y, 1-z
HTAB N1 S1_$1
HTAB N1 S1'
HTAB N3 S1_$1
HTAB N3 N2
HTAB N1' S1_$2
HTAB N1' S1'_$3
HTAB N3' N4
HTAB N3' O4
HTAB N3' S1
HTAB N2 S1'_$1
TEMP -173
SIZE 0.25 0.25 0.28
PLAN 5
L.S. 4
EADP O4 N4
DFIX C7 O4 1.43 0.01
DFIX C7 N4 1.47 0.01
DFIX C8 O4 1.43 0.01
DFIX C8 N4 1.47 0.01
DFIX N4 H4 0.85 0.02
WGHT 0.027500 0.460500
FVAR 5.77166
S1 5 0.389189 0.473440 0.336217 11.00000 0.01544 0.01769 =
0.01521 -0.00027 0.00385 0.00102
N1 3 0.584590 0.277858 0.291899 11.00000 0.01350 0.02458 =
0.02307 -0.00741 0.00105 0.00108
H01 2 0.613498 0.200520 0.265056 11.00000 0.02948
H02 2 0.634741 0.323511 0.326185 11.00000 0.03264
C2 1 0.455117 0.321813 0.281840 11.00000 0.01546 0.01494 =
0.01492 0.00286 0.00384 -0.00017
N3 3 0.378934 0.246031 0.228431 11.00000 0.01564 0.02311 =
0.02067 -0.00547 -0.00032 0.00345
H03 2 0.413009 0.170738 0.201237 11.00000 0.03104
H04 2 0.294654 0.271294 0.220262 11.00000 0.03253
S1' 5 0.832204 0.430545 0.416615 11.00000 0.01645 0.02285 =
0.01825 -0.00620 0.00226 0.00208
N1' 3 0.834141 0.614523 0.537771 11.00000 0.01485 0.03169 =
0.02027 -0.00991 0.00363 -0.00078
H01' 2 0.797554 0.659924 0.571805 11.00000 0.03881
H02' 2 0.919100 0.587928 0.544525 11.00000 0.03111
C2' 1 0.760518 0.550158 0.480133 11.00000 0.01631 0.01492 =
0.01705 0.00002 0.00448 -0.00228
N3' 3 0.630003 0.583431 0.472729 11.00000 0.01450 0.02474 =
0.02011 -0.00629 0.00294 0.00008
H03' 2 0.595119 0.649875 0.502488 11.00000 0.03377
H04' 2 0.580800 0.540287 0.437198 11.00000 0.02403
N2 3 0.101160 0.312934 0.186746 11.00000 0.01788 0.01628 =
0.02049 -0.00124 0.00055 0.00211
H2 2 0.074306 0.212937 0.170576 11.00000 0.02263
O2 4 -0.116481 0.546660 0.141170 11.00000 0.01950 0.02541 =
0.02079 0.00021 0.00344 0.00813
C3 1 -0.033444 0.477770 0.090046 11.00000 0.02299 0.02598 =
0.01691 0.00085 0.00377 0.00706
AFIX 23
H3A 2 -0.025911 0.564964 0.051423 11.00000 -1.20000
H3B 2 -0.075491 0.371082 0.067634 11.00000 -1.20000
AFIX 0
C4 1 0.105129 0.433528 0.125650 11.00000 0.01686 0.02209 =
0.02370 0.00131 0.00631 0.00123
AFIX 23
H4A 2 0.157959 0.379685 0.089524 11.00000 -1.20000
H4B 2 0.150988 0.542760 0.142838 11.00000 -1.20000
AFIX 0
C5 1 0.009537 0.379884 0.236755 11.00000 0.02387 0.01900 =
0.01729 0.00022 0.00300 0.00151
AFIX 23
H5A 2 0.049125 0.485653 0.261168 11.00000 -1.20000
H5B 2 -0.001099 0.290517 0.274156 11.00000 -1.20000
AFIX 0
C6 1 -0.127363 0.425254 0.198502 11.00000 0.01913 0.02544 =
0.02286 -0.00095 0.00691 -0.00042
AFIX 23
H6A 2 -0.171681 0.317147 0.178852 11.00000 -1.20000
H6B 2 -0.183745 0.476538 0.233574 11.00000 -1.20000
AFIX 0
PART 1
O4 4 0.468577 0.851071 0.539470 10.50000 0.01772
PART 2
N4 3 0.474396 0.841443 0.537605 10.50000 0.01772
H4 2 0.424723 0.798105 0.566548 10.50000 0.01954
PART 0
C7 1 0.382276 0.906398 0.476721 11.00000 0.01689 0.02249 =
0.02256 -0.00050 0.00078 -0.00270
AFIX 23
H7A 2 0.310537 0.982608 0.491837 11.00000 -1.20000
H7B 2 0.339537 0.802661 0.452192 11.00000 -1.20000
AFIX 0
C8 1 0.538970 0.994836 0.575199 11.00000 0.02213 0.02270 =
0.01605 -0.00060 0.00151 -0.00071
AFIX 23
H8A 2 0.600853 0.950624 0.616050 11.00000 -1.20000
H8B 2 0.474198 1.074929 0.594730 11.00000 -1.20000

HKLF 4
;
_database_code_depnum_ccdc_archive 'CCDC 934633'
#######################################################################
#
#                 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_kungfu
#TrackingRef 'Squash.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H24 N8 O2 S4'
_chemical_formula_weight         392.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4441(3)
_cell_length_b                   7.1099(2)
_cell_length_c                   13.7207(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.022(3)
_cell_angle_gamma                90.00
_cell_volume                     919.03(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8319
_cell_measurement_theta_min      2.5321
_cell_measurement_theta_max      30.7567

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_absorpt_coefficient_mu    0.535
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Eos'
_diffrn_measurement_method       '\w scan'
_diffrn_detector_area_resol_mean 16.1419
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32417
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0239
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.54
_diffrn_reflns_theta_max         30.83
_reflns_number_total             2784
_reflns_number_gt                2370
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.

The NH hydrogens were refined freely. Other hydrogens were included using
a riding model starting from calculated positions.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.3515P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2784
_refine_ls_number_parameters     132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0607
_refine_ls_wR_factor_gt          0.0578
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.47126(3) 0.66971(4) 0.19695(2) 0.01462(7) Uani 1 1 d . . .
N1 N 0.42581(12) 0.50493(16) 0.36597(8) 0.0206(2) Uani 1 1 d . . .
H01 H 0.3748(18) 0.452(2) 0.4056(12) 0.031(4) Uiso 1 1 d . . .
H02 H 0.5152(19) 0.507(2) 0.3764(12) 0.028(4) Uiso 1 1 d . . .
C2 C 0.36810(12) 0.56977(16) 0.28155(8) 0.0154(2) Uani 1 1 d . . .
N3 N 0.22826(11) 0.55883(16) 0.26421(9) 0.0213(2) Uani 1 1 d . . .
H03 H 0.1805(17) 0.495(2) 0.3007(12) 0.026(4) Uiso 1 1 d . . .
H04 H 0.1906(17) 0.587(2) 0.2073(12) 0.026(4) Uiso 1 1 d . . .
S1' S 0.78016(3) 0.49423(4) 0.42672(2) 0.01638(7) Uani 1 1 d . . .
N1' N 0.80186(11) 0.78215(15) 0.30524(7) 0.0171(2) Uani 1 1 d . . .
H01' H 0.8412(16) 0.878(2) 0.2854(11) 0.021(4) Uiso 1 1 d . . .
H02' H 0.7250(17) 0.751(2) 0.2803(11) 0.021(4) Uiso 1 1 d . . .
C2' C 0.86053(11) 0.68842(16) 0.38177(8) 0.0140(2) Uani 1 1 d . . .
N3' N 0.98342(11) 0.75135(16) 0.42220(8) 0.0203(2) Uani 1 1 d . . .
H04' H 1.0267(16) 0.692(2) 0.4678(11) 0.023(4) Uiso 1 1 d . . .
H03' H 1.0169(17) 0.847(2) 0.4014(11) 0.025(4) Uiso 1 1 d . . .
O1 O 0.08254(9) 0.60463(12) 0.07087(6) 0.01962(18) Uani 1 1 d . . .
C3 C 0.14759(12) 0.47717(17) 0.00639(9) 0.0180(2) Uani 1 1 d . . .
H3A H 0.1582 0.3519 0.0376 0.022 Uiso 1 1 calc R . .
H3B H 0.2433 0.5236 -0.0066 0.022 Uiso 1 1 calc R . .
C4 C -0.05756(13) 0.53939(18) 0.08848(9) 0.0190(2) Uani 1 1 d . . .
H4A H -0.1025 0.6285 0.1324 0.023 Uiso 1 1 calc R . .
H4B H -0.0510 0.4152 0.1212 0.023 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.01475(13) 0.01503(13) 0.01428(13) 0.00060(10) 0.00235(9) 0.00066(10)
N1 0.0200(5) 0.0227(5) 0.0194(5) 0.0062(4) 0.0029(4) -0.0024(4)
C2 0.0182(5) 0.0104(5) 0.0179(5) -0.0023(4) 0.0030(4) -0.0014(4)
N3 0.0164(5) 0.0243(6) 0.0233(6) 0.0032(4) 0.0017(4) -0.0062(4)
S1' 0.01606(13) 0.01505(14) 0.01786(14) 0.00365(10) -0.00002(10) -0.00135(10)
N1' 0.0163(5) 0.0180(5) 0.0166(5) 0.0042(4) -0.0003(4) -0.0020(4)
C2' 0.0144(5) 0.0145(5) 0.0136(5) -0.0003(4) 0.0044(4) 0.0017(4)
N3' 0.0172(5) 0.0209(5) 0.0222(5) 0.0081(4) -0.0033(4) -0.0047(4)
O1 0.0178(4) 0.0198(4) 0.0214(4) -0.0039(3) 0.0024(3) -0.0022(3)
C3 0.0155(5) 0.0177(6) 0.0209(6) 0.0017(4) 0.0035(4) 0.0011(4)
C4 0.0169(5) 0.0218(6) 0.0187(6) -0.0001(4) 0.0043(4) 0.0007(4)

_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 C2 1.7205(12) . ?
N1 C2 1.3276(16) . ?
C2 N3 1.3277(15) . ?
S1' C2' 1.7113(11) . ?
N1' C2' 1.3313(15) . ?
C2' N3' 1.3283(15) . ?
O1 C3 1.4345(14) . ?
O1 C4 1.4384(14) . ?
C3 C4 1.5085(17) 3_565 ?
C4 C3 1.5085(17) 3_565 ?

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
N1 C2 N3 118.58(11) . . ?
N1 C2 S1 120.98(9) . . ?
N3 C2 S1 120.43(9) . . ?
N3' C2' N1' 117.64(11) . . ?
N3' C2' S1' 121.19(9) . . ?
N1' C2' S1' 121.17(9) . . ?
C3 O1 C4 109.80(9) . . ?
O1 C3 C4 109.98(9) . 3_565 ?
O1 C4 C3 110.47(9) . 3_565 ?

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
C4 O1 C3 C4 58.25(13) . . . 3_565 ?
C3 O1 C4 C3 -58.54(13) . . . 3_565 ?

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
N1 H01 O1 0.842(17) 2.516(17) 2.9778(14) 115.6(13) 2_545
N1 H01 S1' 0.842(17) 2.839(17) 3.5567(12) 144.4(14) 3_666
N1 H02 S1' 0.846(17) 2.550(18) 3.3924(12) 173.4(15) .
N3 H03 S1 0.832(17) 2.722(17) 3.4102(11) 141.2(14) 2_545
N3 H04 O1 0.859(17) 2.072(17) 2.9198(15) 169.0(16) .
N1' H01' S1 0.832(17) 2.726(16) 3.4920(12) 153.8(13) 2_655
N1' H02' S1 0.811(16) 2.646(16) 3.4561(11) 176.8(15) .
N3' H04' S1' 0.838(16) 2.608(16) 3.4179(11) 162.9(14) 3_766
N3' H03' S1 0.810(17) 2.668(17) 3.4353(12) 158.6(14) 2_655

_diffrn_measured_fraction_theta_max 0.964
_diffrn_reflns_theta_full        30.50
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.055

_iucr_refine_instructions_details 
;
TITL KungFu in P2(1)/n
CELL 0.71073 9.444146 7.109858 13.720712 90.0000 94.0219 90.0000
ZERR 2.00 0.00028 0.00021 0.0004 0.0000 0.0026 0.0000
LATT 1
SYMM 1/2 - X, 1/2 + Y, 1/2 - Z
SFAC C H N O S
UNIT 16 48 16 4 8
FMAP 2
ACTA 61
CONF
EQIV $1 -x+1/2, y-1/2, -z+1/2
EQIV $2 -x+1, -y+1, -z+1
EQIV $3 -x+3/2, y+1/2, -z+1/2
EQIV $4 -x+2, -y+1, -z+1
HTAB N1 O1_$1
HTAB N1 S1'_$2
HTAB N1 S1'
HTAB N3 S1_$1
HTAB N3 O1
HTAB N1' S1_$3
HTAB N1' S1
HTAB N3' S1'_$4
HTAB N3' S1_$3
TEMP -173
SIZE 0.2 0.2 0.02
PLAN 10
L.S. 4
WGHT 0.025000 0.351500
FVAR 4.99475
S1 5 0.471258 0.669710 0.196950 11.00000 0.01475 0.01503 =
0.01428 0.00060 0.00235 0.00066
N1 3 0.425807 0.504931 0.365973 11.00000 0.01995 0.02268 =
0.01942 0.00618 0.00293 -0.00244
H01 2 0.374785 0.451516 0.405565 11.00000 0.03051
H02 2 0.515203 0.506591 0.376366 11.00000 0.02848
C2 1 0.368100 0.569767 0.281553 11.00000 0.01820 0.01038 =
0.01793 -0.00230 0.00296 -0.00135
N3 3 0.228256 0.558832 0.264212 11.00000 0.01642 0.02425 =
0.02329 0.00324 0.00170 -0.00619
H03 2 0.180547 0.494848 0.300673 11.00000 0.02606
H04 2 0.190639 0.587145 0.207271 11.00000 0.02638
S1' 5 0.780159 0.494231 0.426720 11.00000 0.01606 0.01505 =
0.01786 0.00365 -0.00002 -0.00135
N1' 3 0.801860 0.782152 0.305238 11.00000 0.01629 0.01803 =
0.01662 0.00421 -0.00031 -0.00201
H01' 2 0.841157 0.878256 0.285433 11.00000 0.02062
H02' 2 0.725000 0.751045 0.280318 11.00000 0.02140
C2' 1 0.860532 0.688422 0.381772 11.00000 0.01442 0.01447 =
0.01358 -0.00030 0.00445 0.00174
N3' 3 0.983424 0.751345 0.422195 11.00000 0.01718 0.02093 =
0.02220 0.00809 -0.00325 -0.00468
H04' 2 1.026669 0.691956 0.467844 11.00000 0.02251
H03' 2 1.016932 0.846984 0.401428 11.00000 0.02458
O1 4 0.082539 0.604626 0.070870 11.00000 0.01778 0.01977 =
0.02145 -0.00394 0.00238 -0.00222
C3 1 0.147589 0.477168 0.006387 11.00000 0.01553 0.01772 =
0.02093 0.00169 0.00351 0.00113
AFIX 23
H3A 2 0.158213 0.351915 0.037566 11.00000 -1.20000
H3B 2 0.243270 0.523594 -0.006641 11.00000 -1.20000
AFIX 0
C4 1 -0.057565 0.539387 0.088476 11.00000 0.01691 0.02183 =
0.01869 -0.00008 0.00434 0.00068
AFIX 23
H4A 2 -0.102542 0.628488 0.132355 11.00000 -1.20000
H4B 2 -0.051033 0.415245 0.121163 11.00000 -1.20000

HKLF 4
;


#=============================================================================
# end of cif data for "kungfu" = Thiourea:Dioxane (4:1)
#=============================================================================

#=============================================================================
# end of combined cif data
#=============================================================================



_database_code_depnum_ccdc_archive 'CCDC 934634'