# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1400046'
_audit_update_record             
;
2015-05-11 deposited with the CCDC.
2015-07-22 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   16.3644(6)
_cell_length_b                   15.9689(6)
_cell_length_c                   12.8284(5)
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_volume                     3352.4(2)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x+1/2,-y,z+1/2
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C34 H36 N1 O9 P1 S1 
# Dc =      1.33 Fooo =   1400.00 Mu =      2.01 M =    665.70
# Found Formula = C34 H36 N1 O9 P1 S1 
# Dc =      1.33 FOOO =   1400.00 Mu =      2.01 M =    665.70

_chemical_formula_sum            'C34 H36 N1 O9 P1 S1'
_chemical_formula_moiety         'C34 H36 N1 O9 P1 S1'
_chemical_compound_source        ?
_chemical_formula_weight         665.70


_cell_measurement_reflns_used    5907
_cell_measurement_theta_min      4
_cell_measurement_theta_max      26
_cell_measurement_temperature    293

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.229
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_max          0.729

_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    0.199

# Sheldrick geometric approximatio 0.95 0.96 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.96
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            16400
_reflns_number_total             7801
_diffrn_reflns_av_R_equivalents  0.021
# Number of reflections without Friedels Law is 7801 
# Number of reflections with Friedels Law is 1549 
# Theoretical number of reflections is about 4453 


_diffrn_reflns_theta_min         2.805
_diffrn_reflns_theta_max         29.251
_diffrn_measured_fraction_theta_max 0.972

_diffrn_reflns_theta_full        25.156
_diffrn_measured_fraction_theta_full 0.987


_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_reflns_limit_h_min              -22
_reflns_limit_h_max              22
_reflns_limit_k_min              0
_reflns_limit_k_max              20
_reflns_limit_l_min              0
_reflns_limit_l_max              17

_oxford_diffrn_Wilson_B_factor   4.11
_oxford_diffrn_Wilson_scale      0.18

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.17
_refine_diff_density_max         0.21


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         4899
_refine_ls_number_restraints     0
_refine_ls_number_parameters     416
_oxford_refine_ls_R_factor_ref   0.0422
_refine_ls_wR_factor_ref         0.0511
_refine_ls_goodness_of_fit_ref   1.0721
_refine_ls_shift/su_max          0.0006217
_refine_ls_shift/su_mean         0.0000230


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        7781
_refine_ls_R_factor_all          0.0741
_refine_ls_wR_factor_all         0.0520

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                5626
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_gt          0.0512

_refine_ls_abs_structure_Flack   -0.04(8)
_refine_ls_abs_structure_details 'Flack (1983), 6252 Friedel-pairs'
# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 13.9 1.73 12.7 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S -0.61041(5) -0.26565(6) -0.12846(5) 0.0645 1.0000 Uani . . . . . .
O2 O -0.55824(16) -0.3353(2) -0.1092(2) 0.0987 1.0000 Uani . . . . . .
O3 O -0.60769(19) -0.1939(2) -0.06241(16) 0.0973 1.0000 Uani . . . . . .
N4 N -0.58964(14) -0.23315(16) -0.24525(17) 0.0563 1.0000 Uani . . . . . .
C5 C -0.62043(18) -0.15281(17) -0.2825(2) 0.0509 1.0000 Uani . . . . . .
C6 C -0.62750(15) -0.15599(15) -0.40143(18) 0.0438 1.0000 Uani . . . . . .
O7 O -0.69475(10) -0.21119(10) -0.42657(14) 0.0496 1.0000 Uani . . . . . .
P8 P -0.67966(5) -0.30395(4) -0.46789(5) 0.0516 1.0000 Uani . . . . . .
O9 O -0.60702(15) -0.34381(13) -0.42041(16) 0.0688 1.0000 Uani . . . . . .
C10 C -0.6711(2) -0.30075(19) -0.6062(2) 0.0637 1.0000 Uani . . . . . .
C11 C -0.6010(3) -0.3326(2) -0.6512(3) 0.0910 1.0000 Uani . . . . . .
C12 C -0.5937(5) -0.3352(3) -0.7607(4) 0.1319 1.0000 Uani . . . . . .
C13 C -0.6583(5) -0.3054(4) -0.8194(3) 0.1305 1.0000 Uani . . . . . .
C14 C -0.7290(4) -0.2753(3) -0.7772(3) 0.1099 1.0000 Uani . . . . . .
C15 C -0.7358(3) -0.2711(2) -0.6688(3) 0.0772 1.0000 Uani . . . . . .
O16 O -0.80113(18) -0.23805(18) -0.6171(2) 0.0887 1.0000 Uani . . . . . .
C17 C -0.8716(4) -0.2101(4) -0.6739(5) 0.1328 1.0000 Uani . . . . . .
C18 C -0.7749(2) -0.35403(17) -0.4377(2) 0.0603 1.0000 Uani . . . . . .
C19 C -0.7821(3) -0.4376(2) -0.4592(4) 0.1015 1.0000 Uani . . . . . .
C20 C -0.8570(5) -0.4782(3) -0.4406(4) 0.1346 1.0000 Uani . . . . . .
C21 C -0.9199(4) -0.4367(4) -0.4015(4) 0.1126 1.0000 Uani . . . . . .
C22 C -0.9148(3) -0.3550(4) -0.3773(4) 0.1076 1.0000 Uani . . . . . .
C23 C -0.8412(2) -0.3129(3) -0.3959(4) 0.0896 1.0000 Uani . . . . . .
C24 C -0.64797(16) -0.06978(16) -0.44190(19) 0.0472 1.0000 Uani . . . . . .
O25 O -0.64198(11) -0.06884(11) -0.55293(14) 0.0507 1.0000 Uani . . . . . .
C26 C -0.66189(17) 0.01144(17) -0.5935(2) 0.0526 1.0000 Uani . . . . . .
O27 O -0.61011(13) 0.07419(12) -0.55321(16) 0.0625 1.0000 Uani . . . . . .
C28 C -0.6144(2) 0.07952(17) -0.4425(3) 0.0654 1.0000 Uani . . . . . .
C29 C -0.58959(18) -0.00482(17) -0.3991(2) 0.0540 1.0000 Uani . . . . . .
O30 O -0.59273(14) -0.00389(13) -0.28827(15) 0.0678 1.0000 Uani . . . . . .
C31 C -0.5648(2) -0.0806(2) -0.2462(2) 0.0659 1.0000 Uani . . . . . .
O32 O -0.48548(14) -0.09946(15) -0.27599(19) 0.0762 1.0000 Uani . . . . . .
C33 C -0.4257(3) -0.0460(4) -0.2281(5) 0.1372 1.0000 Uani . . . . . .
C34 C -0.65251(16) 0.00898(18) -0.7103(2) 0.0542 1.0000 Uani . . . . . .
C35 C -0.66159(19) -0.0647(2) -0.7635(2) 0.0644 1.0000 Uani . . . . . .
C36 C -0.6526(2) -0.0672(2) -0.8709(3) 0.0751 1.0000 Uani . . . . . .
C37 C -0.6325(2) 0.0032(3) -0.9250(3) 0.0738 1.0000 Uani . . . . . .
C38 C -0.6236(2) 0.0774(2) -0.8722(3) 0.0821 1.0000 Uani . . . . . .
C39 C -0.6339(2) 0.0808(2) -0.7657(3) 0.0775 1.0000 Uani . . . . . .
C40 C -0.71104(15) -0.30371(18) -0.12475(18) 0.0481 1.0000 Uani . . . . . .
C41 C -0.7267(2) -0.38300(19) -0.1619(3) 0.0647 1.0000 Uani . . . . . .
C42 C -0.8044(2) -0.4161(2) -0.1541(3) 0.0763 1.0000 Uani . . . . . .
C43 C -0.8666(2) -0.3700(3) -0.1097(3) 0.0802 1.0000 Uani . . . . . .
C44 C -0.8499(2) -0.2902(3) -0.0752(3) 0.0865 1.0000 Uani . . . . . .
C45 C -0.7732(2) -0.2572(2) -0.0833(3) 0.0699 1.0000 Uani . . . . . .
C46 C -0.9511(3) -0.4066(5) -0.0998(5) 0.1332 1.0000 Uani . . . . . .
H51 H -0.6786 -0.1423 -0.2529 0.0649 1.0000 Uiso R . . . . .
H61 H -0.5729 -0.1759 -0.4342 0.0554 1.0000 Uiso R . . . . .
H111 H -0.5533 -0.3516 -0.6089 0.1175 1.0000 Uiso R . . . . .
H121 H -0.5459 -0.3577 -0.7910 0.1588 1.0000 Uiso R . . . . .
H131 H -0.6504 -0.3076 -0.8941 0.1614 1.0000 Uiso R . . . . .
H141 H -0.7716 -0.2567 -0.8215 0.1446 1.0000 Uiso R . . . . .
H172 H -0.9160 -0.1934 -0.6206 0.1937 1.0000 Uiso R . . . . .
H171 H -0.8938 -0.2557 -0.7198 0.1938 1.0000 Uiso R . . . . .
H173 H -0.8575 -0.1606 -0.7167 0.1931 1.0000 Uiso R . . . . .
H191 H -0.7315 -0.4676 -0.4827 0.1321 1.0000 Uiso R . . . . .
H201 H -0.8593 -0.5381 -0.4570 0.1609 1.0000 Uiso R . . . . .
H211 H -0.9700 -0.4685 -0.3923 0.1426 1.0000 Uiso R . . . . .
H221 H -0.9640 -0.3249 -0.3494 0.1414 1.0000 Uiso R . . . . .
H231 H -0.8330 -0.2516 -0.3791 0.1105 1.0000 Uiso R . . . . .
H241 H -0.7065 -0.0542 -0.4209 0.0604 1.0000 Uiso R . . . . .
H261 H -0.7226 0.0246 -0.5749 0.0637 1.0000 Uiso R . . . . .
H281 H -0.6710 0.0937 -0.4180 0.0828 1.0000 Uiso R . . . . .
H282 H -0.5745 0.1244 -0.4154 0.0823 1.0000 Uiso R . . . . .
H291 H -0.5303 -0.0208 -0.4217 0.0654 1.0000 Uiso R . . . . .
H311 H -0.5677 -0.0756 -0.1693 0.0801 1.0000 Uiso R . . . . .
H332 H -0.3738 -0.0598 -0.2555 0.2050 1.0000 Uiso R . . . . .
H331 H -0.4400 0.0130 -0.2444 0.2049 1.0000 Uiso R . . . . .
H333 H -0.4263 -0.0551 -0.1516 0.2053 1.0000 Uiso R . . . . .
H351 H -0.6754 -0.1155 -0.7254 0.0842 1.0000 Uiso R . . . . .
H361 H -0.6607 -0.1227 -0.9082 0.0910 1.0000 Uiso R . . . . .
H371 H -0.6255 0.0018 -0.9997 0.0935 1.0000 Uiso R . . . . .
H381 H -0.6093 0.1279 -0.9127 0.0982 1.0000 Uiso R . . . . .
H391 H -0.6270 0.1328 -0.7276 0.0985 1.0000 Uiso R . . . . .
H411 H -0.6828 -0.4145 -0.1908 0.0795 1.0000 Uiso R . . . . .
H421 H -0.8140 -0.4713 -0.1812 0.0955 1.0000 Uiso R . . . . .
H441 H -0.8948 -0.2583 -0.0457 0.1048 1.0000 Uiso R . . . . .
H451 H -0.7610 -0.2011 -0.0576 0.0857 1.0000 Uiso R . . . . .
H462 H -0.9769 -0.3904 -0.0328 0.1935 1.0000 Uiso R . . . . .
H463 H -0.9868 -0.3870 -0.1580 0.1930 1.0000 Uiso R . . . . .
H461 H -0.9486 -0.4684 -0.1024 0.1932 1.0000 Uiso R . . . . .
H41 H -0.5914 -0.2749 -0.2939 0.0710 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          2.759(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . O2 . 1.424(3) yes
S1 . O3 . 1.426(3) yes
S1 . N4 . 1.622(2) yes
S1 . C40 . 1.756(3) yes
N4 . C5 . 1.459(4) yes
N4 . H41 . 0.911 no
C5 . C6 . 1.529(3) yes
C5 . C31 . 1.541(4) yes
C5 . H51 . 1.035 no
C6 . O7 . 1.446(3) yes
C6 . C24 . 1.509(4) yes
C6 . H61 . 1.034 no
O7 . P8 . 1.5925(17) yes
P8 . O9 . 1.480(2) yes
P8 . C10 . 1.781(3) yes
P8 . C18 . 1.794(3) yes
C10 . C11 . 1.378(6) yes
C10 . C15 . 1.408(5) yes
C11 . C12 . 1.408(6) yes
C11 . H111 . 0.996 no
C12 . C13 . 1.380(9) yes
C12 . H121 . 0.941 no
C13 . C14 . 1.362(8) yes
C13 . H131 . 0.966 no
C14 . C15 . 1.393(5) yes
C14 . H141 . 0.944 no
C15 . O16 . 1.360(5) yes
O16 . C17 . 1.432(5) yes
C17 . H172 . 1.030 no
C17 . H171 . 1.001 no
C17 . H173 . 0.985 no
C18 . C19 . 1.368(4) yes
C18 . C23 . 1.373(5) yes
C19 . C20 . 1.402(7) yes
C19 . H191 . 0.999 no
C20 . C21 . 1.320(8) yes
C20 . H201 . 0.976 no
C21 . C22 . 1.338(8) yes
C21 . H211 . 0.969 no
C22 . C23 . 1.395(6) yes
C22 . H221 . 1.001 no
C23 . H231 . 1.006 no
C24 . O25 . 1.425(3) yes
C24 . C29 . 1.513(4) yes
C24 . H241 . 1.023 no
O25 . C26 . 1.421(3) yes
C26 . O27 . 1.410(3) yes
C26 . C34 . 1.504(4) yes
C26 . H261 . 1.040 no
O27 . C28 . 1.422(4) yes
C28 . C29 . 1.513(4) yes
C28 . H281 . 1.002 no
C28 . H282 . 1.027 no
C29 . O30 . 1.420(3) yes
C29 . H291 . 1.041 no
O30 . C31 . 1.415(4) yes
C31 . O32 . 1.382(4) yes
C31 . H311 . 0.989 no
O32 . C33 . 1.431(5) yes
C33 . H332 . 0.943 no
C33 . H331 . 0.989 no
C33 . H333 . 0.991 no
C34 . C35 . 1.368(4) yes
C34 . C39 . 1.383(4) yes
C35 . C36 . 1.384(5) yes
C35 . H351 . 0.970 no
C36 . C37 . 1.357(5) yes
C36 . H361 . 1.010 no
C37 . C38 . 1.373(6) yes
C37 . H371 . 0.964 no
C38 . C39 . 1.375(6) yes
C38 . H381 . 0.982 no
C39 . H391 . 0.966 no
C40 . C41 . 1.377(4) yes
C40 . C45 . 1.363(4) yes
C41 . C42 . 1.381(5) yes
C41 . H411 . 0.950 no
C42 . C43 . 1.375(6) yes
C42 . H421 . 0.957 no
C43 . C44 . 1.369(6) yes
C43 . C46 . 1.503(6) yes
C44 . C45 . 1.361(5) yes
C44 . H441 . 0.969 no
C45 . H451 . 0.971 no
C46 . H462 . 0.990 no
C46 . H463 . 0.995 no
C46 . H461 . 0.983 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . S1 . O3 . 120.26(19) yes
O2 . S1 . N4 . 106.49(16) yes
O3 . S1 . N4 . 106.58(14) yes
O2 . S1 . C40 . 106.82(15) yes
O3 . S1 . C40 . 106.87(15) yes
N4 . S1 . C40 . 109.38(12) yes
S1 . N4 . C5 . 120.75(19) yes
S1 . N4 . H41 . 113.1 no
C5 . N4 . H41 . 113.9 no
N4 . C5 . C6 . 108.9(2) yes
N4 . C5 . C31 . 110.6(2) yes
C6 . C5 . C31 . 111.8(2) yes
N4 . C5 . H51 . 109.8 no
C6 . C5 . H51 . 107.5 no
C31 . C5 . H51 . 108.2 no
C5 . C6 . O7 . 107.47(19) yes
C5 . C6 . C24 . 109.3(2) yes
O7 . C6 . C24 . 107.94(19) yes
C5 . C6 . H61 . 110.5 no
O7 . C6 . H61 . 112.3 no
C24 . C6 . H61 . 109.3 no
C6 . O7 . P8 . 121.44(16) yes
O7 . P8 . O9 . 112.73(11) yes
O7 . P8 . C10 . 108.55(13) yes
O9 . P8 . C10 . 111.11(15) yes
O7 . P8 . C18 . 102.01(12) yes
O9 . P8 . C18 . 114.77(14) yes
C10 . P8 . C18 . 107.22(14) yes
P8 . C10 . C11 . 118.1(3) yes
P8 . C10 . C15 . 121.3(3) yes
C11 . C10 . C15 . 120.5(3) yes
C10 . C11 . C12 . 119.9(5) yes
C10 . C11 . H111 . 122.2 no
C12 . C11 . H111 . 117.8 no
C11 . C12 . C13 . 117.9(6) yes
C11 . C12 . H121 . 119.5 no
C13 . C12 . H121 . 122.6 no
C12 . C13 . C14 . 123.5(4) yes
C12 . C13 . H131 . 115.1 no
C14 . C13 . H131 . 121.4 no
C13 . C14 . C15 . 118.7(5) yes
C13 . C14 . H141 . 119.7 no
C15 . C14 . H141 . 121.6 no
C10 . C15 . C14 . 119.4(4) yes
C10 . C15 . O16 . 116.1(3) yes
C14 . C15 . O16 . 124.5(4) yes
C15 . O16 . C17 . 120.1(4) yes
O16 . C17 . H172 . 108.0 no
O16 . C17 . H171 . 111.3 no
H172 . C17 . H171 . 108.6 no
O16 . C17 . H173 . 110.0 no
H172 . C17 . H173 . 109.1 no
H171 . C17 . H173 . 109.6 no
P8 . C18 . C19 . 117.7(3) yes
P8 . C18 . C23 . 123.9(2) yes
C19 . C18 . C23 . 118.4(4) yes
C18 . C19 . C20 . 119.3(5) yes
C18 . C19 . H191 . 117.0 no
C20 . C19 . H191 . 123.5 no
C19 . C20 . C21 . 120.9(4) yes
C19 . C20 . H201 . 116.6 no
C21 . C20 . H201 . 122.5 no
C20 . C21 . C22 . 121.6(5) yes
C20 . C21 . H211 . 116.4 no
C22 . C21 . H211 . 122.0 no
C21 . C22 . C23 . 118.7(5) yes
C21 . C22 . H221 . 119.7 no
C23 . C22 . H221 . 121.6 no
C22 . C23 . C18 . 121.1(4) yes
C22 . C23 . H231 . 122.9 no
C18 . C23 . H231 . 116.0 no
C6 . C24 . O25 . 109.78(19) yes
C6 . C24 . C29 . 111.0(2) yes
O25 . C24 . C29 . 108.2(2) yes
C6 . C24 . H241 . 109.7 no
O25 . C24 . H241 . 108.9 no
C29 . C24 . H241 . 109.2 no
C24 . O25 . C26 . 111.10(19) yes
O25 . C26 . O27 . 111.5(2) yes
O25 . C26 . C34 . 108.6(2) yes
O27 . C26 . C34 . 108.8(2) yes
O25 . C26 . H261 . 108.4 no
O27 . C26 . H261 . 110.3 no
C34 . C26 . H261 . 109.2 no
C26 . O27 . C28 . 112.3(2) yes
O27 . C28 . C29 . 107.6(2) yes
O27 . C28 . H281 . 111.8 no
C29 . C28 . H281 . 109.4 no
O27 . C28 . H282 . 110.3 no
C29 . C28 . H282 . 108.8 no
H281 . C28 . H282 . 108.9 no
C24 . C29 . C28 . 107.7(2) yes
C24 . C29 . O30 . 110.3(2) yes
C28 . C29 . O30 . 110.5(2) yes
C24 . C29 . H291 . 108.6 no
C28 . C29 . H291 . 111.3 no
O30 . C29 . H291 . 108.3 no
C29 . O30 . C31 . 111.2(2) yes
C5 . C31 . O30 . 109.8(2) yes
C5 . C31 . O32 . 108.0(3) yes
O30 . C31 . O32 . 112.7(2) yes
C5 . C31 . H311 . 109.4 no
O30 . C31 . H311 . 107.2 no
O32 . C31 . H311 . 109.8 no
C31 . O32 . C33 . 113.1(4) yes
O32 . C33 . H332 . 108.5 no
O32 . C33 . H331 . 108.2 no
H332 . C33 . H331 . 110.7 no
O32 . C33 . H333 . 109.4 no
H332 . C33 . H333 . 110.0 no
H331 . C33 . H333 . 110.1 no
C26 . C34 . C35 . 120.6(3) yes
C26 . C34 . C39 . 120.9(3) yes
C35 . C34 . C39 . 118.5(3) yes
C34 . C35 . C36 . 120.8(3) yes
C34 . C35 . H351 . 119.2 no
C36 . C35 . H351 . 120.0 no
C35 . C36 . C37 . 120.6(4) yes
C35 . C36 . H361 . 118.8 no
C37 . C36 . H361 . 120.7 no
C36 . C37 . C38 . 119.0(3) yes
C36 . C37 . H371 . 121.0 no
C38 . C37 . H371 . 119.9 no
C37 . C38 . C39 . 120.8(3) yes
C37 . C38 . H381 . 117.9 no
C39 . C38 . H381 . 121.3 no
C34 . C39 . C38 . 120.4(3) yes
C34 . C39 . H391 . 118.3 no
C38 . C39 . H391 . 121.3 no
S1 . C40 . C41 . 118.9(2) yes
S1 . C40 . C45 . 121.5(2) yes
C41 . C40 . C45 . 119.6(3) yes
C40 . C41 . C42 . 119.9(3) yes
C40 . C41 . H411 . 118.5 no
C42 . C41 . H411 . 121.6 no
C41 . C42 . C43 . 120.5(3) yes
C41 . C42 . H421 . 118.4 no
C43 . C42 . H421 . 121.1 no
C42 . C43 . C44 . 118.6(3) yes
C42 . C43 . C46 . 120.5(4) yes
C44 . C43 . C46 . 120.9(4) yes
C43 . C44 . C45 . 121.0(3) yes
C43 . C44 . H441 . 117.4 no
C45 . C44 . H441 . 121.7 no
C40 . C45 . C44 . 120.4(3) yes
C40 . C45 . H451 . 118.4 no
C44 . C45 . H451 . 121.1 no
C43 . C46 . H462 . 111.2 no
C43 . C46 . H463 . 110.7 no
H462 . C46 . H463 . 108.7 no
C43 . C46 . H461 . 110.2 no
H462 . C46 . H461 . 107.8 no
H463 . C46 . H461 . 108.1 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C28 . H282 . O2 4_454 147.57 1.027 2.281 3.205(6) yes
C31 . H311 . O3 . 121.04 0.989 2.415 3.054(6) yes
C36 . H361 . O3 1_554 137.88 1.010 2.435 3.266(6) yes
N4 . H41 . O9 . 166.05 0.911 1.972 2.873(6) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 12/03/14 at 11:28:46
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT ENANTIO 
RIDE N   (   4,X'S) H   (  41,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) 
RIDE C   (  17,X'S) H   ( 172,X'S) H   ( 171,X'S) H   ( 173,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  24,X'S) H   ( 241,X'S) 
RIDE C   (  26,X'S) H   ( 261,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) H   ( 282,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  33,X'S) H   ( 332,X'S) H   ( 331,X'S) H   ( 333,X'S) 
RIDE C   (  35,X'S) H   ( 351,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  38,X'S) H   ( 381,X'S) 
RIDE C   (  39,X'S) H   ( 391,X'S) 
RIDE C   (  41,X'S) H   ( 411,X'S) 
RIDE C   (  42,X'S) H   ( 421,X'S) 
RIDE C   (  44,X'S) H   ( 441,X'S) 
RIDE C   (  45,X'S) H   ( 451,X'S) 
RIDE C   (  46,X'S) H   ( 462,X'S) H   ( 463,X'S) H   ( 461,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 12/03/14 at 11:28:46
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1400047'
_audit_update_record             
;
2015-05-11 deposited with the CCDC.
2015-07-22 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   10.2628(5)
_cell_length_b                   8.9164(4)
_cell_length_c                   18.5939(9)
_cell_angle_alpha                90.0
_cell_angle_beta                 105.023(5)
_cell_angle_gamma                90.0
_cell_volume                     1643.33(14)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1 '
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            2

# Given Formula = C29 H29 N1 O8 P1 S1 
# Dc =      1.19 Fooo =    672.00 Mu =      1.93 M =    582.59
# Found Formula = C31 H40 N1 O9 P1 S1 
# Dc =      1.29 FOOO =    672.00 Mu =      2.00 M =    633.70

_chemical_formula_sum            'C31 H40 N1 O9 P1 S1'
_chemical_formula_moiety         'C31 H40 N1 O9 P1 S1'
_chemical_compound_source        ?
_chemical_formula_weight         633.70


_cell_measurement_reflns_used    3763
_cell_measurement_theta_min      3
_cell_measurement_theta_max      24
_cell_measurement_temperature    293

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.142
_exptl_crystal_size_mid          0.175
_exptl_crystal_size_max          0.515

_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    0.200

# Sheldrick geometric approximatio 0.97 0.97 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.97
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            10873
_reflns_number_total             6292
_diffrn_reflns_av_R_equivalents  0.026
# Number of reflections without Friedels Law is 6292 
# Number of reflections with Friedels Law is 4049 
# Theoretical number of reflections is about 4376 


_diffrn_reflns_theta_min         3.082
_diffrn_reflns_theta_max         29.295
_diffrn_measured_fraction_theta_max 0.965

_diffrn_reflns_theta_full        25.193
_diffrn_measured_fraction_theta_full 0.993


_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_reflns_limit_h_min              -14
_reflns_limit_h_max              13
_reflns_limit_k_min              -12
_reflns_limit_k_max              9
_reflns_limit_l_min              0
_reflns_limit_l_max              25

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.23
_refine_diff_density_max         0.19


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         3953
_refine_ls_number_restraints     13
_refine_ls_number_parameters     389
_oxford_refine_ls_R_factor_ref   0.0409
_refine_ls_wR_factor_ref         0.0406
_refine_ls_goodness_of_fit_ref   1.1530
_refine_ls_shift/su_max          0.0002826
_refine_ls_shift/su_mean         0.0000321


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6279
_refine_ls_R_factor_all          0.0738
_refine_ls_wR_factor_all         0.0546

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4677
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_gt          0.0436

_refine_ls_abs_structure_Flack   0.08(8)
_refine_ls_abs_structure_details 'Flack (1983), 2243 Friedel-pairs'
# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 3.31 -1.39 2.54 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.22928(9) 0.23214(12) 0.60969(5) 0.0546 1.0000 Uani . . . . . .
O2 O 0.3517(3) 0.1546(3) 0.64439(15) 0.0725 1.0000 Uani . . . . . .
O3 O 0.1071(3) 0.1513(3) 0.58229(15) 0.0792 1.0000 Uani . . . . . .
N4 N 0.2004(2) 0.3484(3) 0.66913(13) 0.0493 1.0000 Uani . . . . . .
C5 C 0.3085(3) 0.4256(3) 0.72291(16) 0.0432 1.0000 Uani . . . . . .
C6 C 0.2633(3) 0.4639(3) 0.79266(16) 0.0409 1.0000 Uani . . . . . .
O7 O 0.23467(18) 0.3247(2) 0.82540(10) 0.0434 1.0000 Uani . . . . . .
P8 P 0.10633(8) 0.30338(12) 0.85759(4) 0.0447 1.0000 Uani . . . . . .
O9 O -0.0047(2) 0.4070(3) 0.82568(14) 0.0597 1.0000 Uani . . . . . .
C10 C 0.0666(3) 0.1096(4) 0.83902(17) 0.0460 1.0000 Uani . . . . . .
C11 C 0.1084(4) 0.0315(4) 0.7851(2) 0.0655 1.0000 Uani . . . . . .
C12 C 0.0703(4) -0.1171(5) 0.7699(2) 0.0780 1.0000 Uani . . . . . .
C13 C -0.0084(4) -0.1870(5) 0.8088(3) 0.0808 1.0000 Uani . . . . . .
C14 C -0.0539(5) -0.1087(5) 0.8612(3) 0.0837 1.0000 Uani . . . . . .
C15 C -0.0161(4) 0.0390(4) 0.8763(2) 0.0664 1.0000 Uani . . . . . .
C16 C 0.1651(4) 0.3221(5) 0.95642(18) 0.0753 1.0000 Uani . . . . . .
C17 C 0.3780(3) 0.5430(3) 0.84581(17) 0.0431 1.0000 Uani . . . . . .
O18 O 0.3376(2) 0.5927(2) 0.90993(11) 0.0462 1.0000 Uani . . . . . .
C19 C 0.4476(3) 0.6616(4) 0.96137(19) 0.0530 1.0000 Uani . . . . . .
O20 O 0.4938(2) 0.7881(3) 0.93008(12) 0.0620 1.0000 Uani . . . . . .
C21 C 0.5390(4) 0.7509(4) 0.8654(2) 0.0636 1.0000 Uani . . . . . .
C22 C 0.4222(3) 0.6792(4) 0.80975(18) 0.0491 1.0000 Uani . . . . . .
O23 O 0.4627(2) 0.6367(3) 0.74514(13) 0.0585 1.0000 Uani . . . . . .
C24 C 0.3566(3) 0.5673(4) 0.69069(18) 0.0535 1.0000 Uani . . . . . .
O25 O 0.2454(2) 0.6604(3) 0.66669(13) 0.0631 1.0000 Uani . . . . . .
C26 C 0.2630(6) 0.7752(6) 0.6170(3) 0.1091 1.0000 Uani . . . . . .
C27 C 0.3988(3) 0.7113(4) 1.02761(19) 0.0564 1.0000 Uani . . . . . .
C28 C 0.4556(4) 0.6533(4) 1.0964(2) 0.0690 1.0000 Uani . . . . . .
C29 C 0.4059(5) 0.6965(6) 1.1572(2) 0.0826 1.0000 Uani . . . . . .
C30 C 0.3023(5) 0.7966(7) 1.1465(3) 0.0934 1.0000 Uani . . . . . .
C31 C 0.2459(4) 0.8550(6) 1.0776(3) 0.0892 1.0000 Uani . . . . . .
C32 C 0.2937(3) 0.8130(5) 1.0167(2) 0.0711 1.0000 Uani . . . . . .
C33 C 0.2585(3) 0.3308(4) 0.53365(16) 0.0524 1.0000 Uani . . . . . .
C34 C 0.3819(3) 0.3263(5) 0.51740(19) 0.0688 1.0000 Uani . . . . . .
C35 C 0.3989(4) 0.3964(6) 0.4545(2) 0.0785 1.0000 Uani . . . . . .
C36 C 0.2959(4) 0.4722(5) 0.4066(2) 0.0718 1.0000 Uani . . . . . .
C37 C 0.1748(4) 0.4820(6) 0.4252(2) 0.0784 1.0000 Uani . . . . . .
C38 C 0.1562(4) 0.4133(5) 0.4870(2) 0.0701 1.0000 Uani . . . . . .
C39 C 0.3136(6) 0.5416(7) 0.3350(3) 0.1059 1.0000 Uani . . . . . .
O40 O 0.0617(3) 0.9369(6) 0.32378(19) 0.1434 1.0000 Uani . U . . . .
C41 C 0.1730(5) 1.0100(9) 0.3673(3) 0.1257 1.0000 Uani . U . . . .
C42 C 0.2836(5) 1.0421(8) 0.3313(3) 0.1177 1.0000 Uani . U . . . .
C43 C 0.2066(6) 0.9429(8) 0.4391(3) 0.1285 1.0000 Uani . . . . . .
H51 H 0.3856 0.3518 0.7374 0.0555 1.0000 Uiso . . . . . .
H61 H 0.1812 0.5299 0.7803 0.0510 1.0000 Uiso . . . . . .
H111 H 0.1635 0.0808 0.7570 0.0806 1.0000 Uiso . . . . . .
H121 H 0.1005 -0.1706 0.7301 0.0939 1.0000 Uiso . . . . . .
H131 H -0.0358 -0.2925 0.7971 0.1020 1.0000 Uiso . . . . . .
H141 H -0.1102 -0.1608 0.8894 0.1049 1.0000 Uiso . . . . . .
H151 H -0.0461 0.0950 0.9163 0.0867 1.0000 Uiso . . . . . .
H162 H 0.1000 0.2776 0.9813 0.1161 1.0000 Uiso . . . . . .
H161 H 0.1789 0.4283 0.9692 0.1162 1.0000 Uiso . . . . . .
H163 H 0.2529 0.2699 0.9743 0.1168 1.0000 Uiso . . . . . .
H171 H 0.4571 0.4718 0.8614 0.0516 1.0000 Uiso . . . . . .
H191 H 0.5240 0.5881 0.9773 0.0665 1.0000 Uiso . . . . . .
H212 H 0.6180 0.6800 0.8805 0.0804 1.0000 Uiso . . . . . .
H211 H 0.5683 0.8429 0.8435 0.0806 1.0000 Uiso . . . . . .
H221 H 0.3417 0.7494 0.7950 0.0634 1.0000 Uiso . . . . . .
H241 H 0.3938 0.5397 0.6463 0.0629 1.0000 Uiso . . . . . .
H262 H 0.1801 0.8308 0.5993 0.1714 1.0000 Uiso . . . . . .
H261 H 0.3344 0.8449 0.6439 0.1713 1.0000 Uiso . . . . . .
H263 H 0.2897 0.7323 0.5746 0.1709 1.0000 Uiso . . . . . .
H281 H 0.5341 0.5855 1.1040 0.0902 1.0000 Uiso . . . . . .
H291 H 0.4477 0.6527 1.2067 0.1027 1.0000 Uiso . . . . . .
H301 H 0.2686 0.8255 1.1893 0.1125 1.0000 Uiso . . . . . .
H311 H 0.1751 0.9268 1.0724 0.1096 1.0000 Uiso . . . . . .
H321 H 0.2492 0.8521 0.9662 0.0882 1.0000 Uiso . . . . . .
H341 H 0.4546 0.2740 0.5506 0.0842 1.0000 Uiso . . . . . .
H351 H 0.4873 0.3918 0.4443 0.0926 1.0000 Uiso . . . . . .
H371 H 0.1008 0.5410 0.3932 0.0968 1.0000 Uiso . . . . . .
H381 H 0.0704 0.4202 0.4995 0.0855 1.0000 Uiso . . . . . .
H391 H 0.2669 0.6349 0.3256 0.1585 1.0000 Uiso . . . . . .
H393 H 0.4082 0.5530 0.3380 0.1580 1.0000 Uiso . . . . . .
H392 H 0.2752 0.4729 0.2925 0.1585 1.0000 Uiso . . . . . .
H411 H 0.1361 1.1175 0.3759 0.1700 1.0000 Uiso . . . . . .
H421 H 0.3509 1.1073 0.3627 0.1870 1.0000 Uiso . . . . . .
H423 H 0.2494 1.0827 0.2819 0.1872 1.0000 Uiso . . . . . .
H422 H 0.3253 0.9445 0.3297 0.1873 1.0000 Uiso . . . . . .
H432 H 0.2940 0.9770 0.4696 0.1925 1.0000 Uiso . . . . . .
H431 H 0.1350 0.9640 0.4670 0.1926 1.0000 Uiso . . . . . .
H433 H 0.2086 0.8358 0.4307 0.1924 1.0000 Uiso . . . . . .
H41 H 0.1222 0.3960 0.6562 0.0618 1.0000 Uiso . . . . . .
H402 H 0.0240 0.9985 0.2803 0.1705 1.0000 Uiso . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.859(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . O2 . 1.433(3) yes
S1 . O3 . 1.418(3) yes
S1 . N4 . 1.595(3) yes
S1 . C33 . 1.753(3) yes
N4 . C5 . 1.456(4) yes
N4 . H41 . 0.883 no
C5 . C6 . 1.525(4) yes
C5 . C24 . 1.530(5) yes
C5 . H51 . 1.008 no
C6 . O7 . 1.446(4) yes
C6 . C17 . 1.498(4) yes
C6 . H61 . 1.002 no
O7 . P8 . 1.592(2) yes
P8 . O9 . 1.468(2) yes
P8 . C10 . 1.788(3) yes
P8 . C16 . 1.784(3) yes
C10 . C11 . 1.376(5) yes
C10 . C15 . 1.378(5) yes
C11 . C12 . 1.384(6) yes
C11 . H111 . 0.968 no
C12 . C13 . 1.364(6) yes
C12 . H121 . 0.995 no
C13 . C14 . 1.373(6) yes
C13 . H131 . 0.986 no
C14 . C15 . 1.376(6) yes
C14 . H141 . 0.989 no
C15 . H151 . 1.006 no
C16 . H162 . 0.988 no
C16 . H161 . 0.974 no
C16 . H163 . 0.990 no
C17 . O18 . 1.429(4) yes
C17 . C22 . 1.509(4) yes
C17 . H171 . 1.010 no
O18 . C19 . 1.413(4) yes
C19 . O20 . 1.403(4) yes
C19 . C27 . 1.511(5) yes
C19 . H191 . 1.002 no
O20 . C21 . 1.435(4) yes
C21 . C22 . 1.503(5) yes
C21 . H212 . 1.006 no
C21 . H211 . 0.994 no
C22 . O23 . 1.420(4) yes
C22 . H221 . 1.013 no
O23 . C24 . 1.418(4) yes
C24 . O25 . 1.384(4) yes
C24 . H241 . 1.025 no
O25 . C26 . 1.419(5) yes
C26 . H262 . 0.964 no
C26 . H261 . 0.988 no
C26 . H263 . 0.975 no
C27 . C28 . 1.359(5) yes
C27 . C32 . 1.380(5) yes
C28 . C29 . 1.408(6) yes
C28 . H281 . 0.986 no
C29 . C30 . 1.359(7) yes
C29 . H291 . 0.988 no
C30 . C31 . 1.362(7) yes
C30 . H301 . 0.979 no
C31 . C32 . 1.395(6) yes
C31 . H311 . 0.952 no
C32 . H321 . 0.993 no
C33 . C34 . 1.376(4) yes
C33 . C38 . 1.382(5) yes
C34 . C35 . 1.375(5) yes
C34 . H341 . 0.955 no
C35 . C36 . 1.367(6) yes
C35 . H351 . 0.974 no
C36 . C37 . 1.376(5) yes
C36 . C39 . 1.520(6) yes
C37 . C38 . 1.357(5) yes
C37 . H371 . 0.984 no
C38 . H381 . 0.968 no
C39 . H391 . 0.950 no
C39 . H393 . 0.961 no
C39 . H392 . 0.993 no
O40 . C41 . 1.377(6) yes
O40 . H402 . 0.969 no
C41 . C42 . 1.486(7) yes
C41 . C43 . 1.418(8) yes
C41 . H411 . 1.054 no
C42 . H421 . 0.969 no
C42 . H423 . 0.964 no
C42 . H422 . 0.971 no
C43 . H432 . 0.975 no
C43 . H431 . 1.021 no
C43 . H433 . 0.965 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . S1 . O3 . 120.48(18) yes
O2 . S1 . N4 . 107.44(15) yes
O3 . S1 . N4 . 105.66(16) yes
O2 . S1 . C33 . 106.83(16) yes
O3 . S1 . C33 . 106.54(15) yes
N4 . S1 . C33 . 109.45(15) yes
S1 . N4 . C5 . 122.3(2) yes
S1 . N4 . H41 . 116.2 no
C5 . N4 . H41 . 115.8 no
N4 . C5 . C6 . 110.0(2) yes
N4 . C5 . C24 . 112.6(2) yes
C6 . C5 . C24 . 110.5(2) yes
N4 . C5 . H51 . 106.3 no
C6 . C5 . H51 . 108.0 no
C24 . C5 . H51 . 109.3 no
C5 . C6 . O7 . 107.9(2) yes
C5 . C6 . C17 . 107.7(2) yes
O7 . C6 . C17 . 109.6(2) yes
C5 . C6 . H61 . 111.1 no
O7 . C6 . H61 . 110.3 no
C17 . C6 . H61 . 110.1 no
C6 . O7 . P8 . 122.64(17) yes
O7 . P8 . O9 . 113.87(12) yes
O7 . P8 . C10 . 102.23(13) yes
O9 . P8 . C10 . 114.51(15) yes
O7 . P8 . C16 . 106.59(15) yes
O9 . P8 . C16 . 112.07(19) yes
C10 . P8 . C16 . 106.74(19) yes
P8 . C10 . C11 . 121.9(3) yes
P8 . C10 . C15 . 118.8(3) yes
C11 . C10 . C15 . 119.1(3) yes
C10 . C11 . C12 . 120.2(3) yes
C10 . C11 . H111 . 120.1 no
C12 . C11 . H111 . 119.7 no
C11 . C12 . C13 . 120.1(4) yes
C11 . C12 . H121 . 118.7 no
C13 . C12 . H121 . 121.2 no
C12 . C13 . C14 . 120.1(4) yes
C12 . C13 . H131 . 119.4 no
C14 . C13 . H131 . 120.4 no
C13 . C14 . C15 . 119.8(4) yes
C13 . C14 . H141 . 119.5 no
C15 . C14 . H141 . 120.6 no
C10 . C15 . C14 . 120.5(4) yes
C10 . C15 . H151 . 119.5 no
C14 . C15 . H151 . 119.9 no
P8 . C16 . H162 . 110.9 no
P8 . C16 . H161 . 109.3 no
H162 . C16 . H161 . 110.3 no
P8 . C16 . H163 . 109.6 no
H162 . C16 . H163 . 108.7 no
H161 . C16 . H163 . 108.1 no
C6 . C17 . O18 . 110.2(2) yes
C6 . C17 . C22 . 111.0(2) yes
O18 . C17 . C22 . 108.0(2) yes
C6 . C17 . H171 . 109.2 no
O18 . C17 . H171 . 109.9 no
C22 . C17 . H171 . 108.5 no
C17 . O18 . C19 . 110.1(2) yes
O18 . C19 . O20 . 111.3(3) yes
O18 . C19 . C27 . 107.6(3) yes
O20 . C19 . C27 . 108.8(3) yes
O18 . C19 . H191 . 110.0 no
O20 . C19 . H191 . 108.8 no
C27 . C19 . H191 . 110.4 no
C19 . O20 . C21 . 112.4(3) yes
O20 . C21 . C22 . 107.4(3) yes
O20 . C21 . H212 . 108.8 no
C22 . C21 . H212 . 111.5 no
O20 . C21 . H211 . 110.6 no
C22 . C21 . H211 . 109.8 no
H212 . C21 . H211 . 108.8 no
C17 . C22 . C21 . 108.2(3) yes
C17 . C22 . O23 . 110.5(2) yes
C21 . C22 . O23 . 109.7(2) yes
C17 . C22 . H221 . 107.2 no
C21 . C22 . H221 . 111.8 no
O23 . C22 . H221 . 109.5 no
C22 . O23 . C24 . 112.3(2) yes
C5 . C24 . O23 . 110.1(3) yes
C5 . C24 . O25 . 107.2(3) yes
O23 . C24 . O25 . 112.6(3) yes
C5 . C24 . H241 . 110.1 no
O23 . C24 . H241 . 107.5 no
O25 . C24 . H241 . 109.4 no
C24 . O25 . C26 . 113.9(3) yes
O25 . C26 . H262 . 109.8 no
O25 . C26 . H261 . 108.9 no
H262 . C26 . H261 . 108.8 no
O25 . C26 . H263 . 110.8 no
H262 . C26 . H263 . 109.5 no
H261 . C26 . H263 . 109.1 no
C19 . C27 . C28 . 120.2(3) yes
C19 . C27 . C32 . 119.0(3) yes
C28 . C27 . C32 . 120.8(3) yes
C27 . C28 . C29 . 119.7(4) yes
C27 . C28 . H281 . 119.9 no
C29 . C28 . H281 . 120.3 no
C28 . C29 . C30 . 119.6(4) yes
C28 . C29 . H291 . 118.7 no
C30 . C29 . H291 . 121.7 no
C29 . C30 . C31 . 120.7(4) yes
C29 . C30 . H301 . 118.7 no
C31 . C30 . H301 . 120.6 no
C30 . C31 . C32 . 120.5(4) yes
C30 . C31 . H311 . 118.4 no
C32 . C31 . H311 . 121.1 no
C31 . C32 . C27 . 118.8(4) yes
C31 . C32 . H321 . 120.1 no
C27 . C32 . H321 . 121.0 no
S1 . C33 . C34 . 121.5(3) yes
S1 . C33 . C38 . 120.6(3) yes
C34 . C33 . C38 . 117.9(3) yes
C33 . C34 . C35 . 120.1(4) yes
C33 . C34 . H341 . 118.6 no
C35 . C34 . H341 . 121.2 no
C34 . C35 . C36 . 121.8(3) yes
C34 . C35 . H351 . 118.5 no
C36 . C35 . H351 . 119.6 no
C35 . C36 . C37 . 117.5(4) yes
C35 . C36 . C39 . 121.4(4) yes
C37 . C36 . C39 . 121.1(4) yes
C36 . C37 . C38 . 121.3(4) yes
C36 . C37 . H371 . 119.0 no
C38 . C37 . H371 . 119.7 no
C33 . C38 . C37 . 121.1(3) yes
C33 . C38 . H381 . 118.1 no
C37 . C38 . H381 . 120.8 no
C36 . C39 . H391 . 110.1 no
C36 . C39 . H393 . 109.9 no
H391 . C39 . H393 . 111.8 no
C36 . C39 . H392 . 109.4 no
H391 . C39 . H392 . 108.3 no
H393 . C39 . H392 . 107.2 no
C41 . O40 . H402 . 108.2 no
O40 . C41 . C42 . 116.0(5) yes
O40 . C41 . C43 . 108.3(5) yes
C42 . C41 . C43 . 118.5(5) yes
O40 . C41 . H411 . 103.9 no
C42 . C41 . H411 . 103.9 no
C43 . C41 . H411 . 104.4 no
C41 . C42 . H421 . 110.6 no
C41 . C42 . H423 . 111.7 no
H421 . C42 . H423 . 111.9 no
C41 . C42 . H422 . 103.7 no
H421 . C42 . H422 . 107.6 no
H423 . C42 . H422 . 110.9 no
C41 . C43 . H432 . 112.1 no
C41 . C43 . H431 . 111.7 no
H432 . C43 . H431 . 108.7 no
C41 . C43 . H433 . 105.9 no
H432 . C43 . H433 . 110.2 no
H431 . C43 . H433 . 108.1 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C37 . H371 . O3 2_556 131.2 0.984 2.494 3.234(6) yes
C39 . H393 . O2 2_656 164.8 0.961 2.561 3.498(6) yes
N4 . H41 . O40 2_546 148.1 0.883 2.047 2.835(6) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 06/06/14 at 15:48:50
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT ENANTIO 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 06/06/14 at 15:48:50
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
U(IJ)'S  0.0, 0.010000 = O(40) TO C(41) 
U(IJ)'S  0.0, 0.010000 = C(41) TO C(42) 
END                                                                             
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1400048'
_audit_update_record             
;
2015-05-11 deposited with the CCDC.
2015-07-22 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;
_refine_special_details          
; 
? 
;
#--------------------------------------------------------------- 
# _oxford_ data items, April 2010: 
# There is some uncertainty about the correct way of forming local data 
# names, e.g. 

# _atom_site_special_shape_oxford 
# or 
# _oxford_atom_site_special_shape 

# see: 
# http://www.iucr.org/resources/cif/spec/version1.1/semantics#namespace 

# A reserved prefix, e.g. foo, must be used in the following way 
# " If the data file contains items defined in a DDL1 dictionary, the 
# local data names assigned under the reserved prefix must contain it as 
# their first component, e.g. _foo_atom_site_my_item. " 

# However, this seems to say the opposite: 
# http://www.iucr.org/__data/iucr/cif/standard/cifstd8.html 

# According to advice from the IUCr, CRYSTALS is correct 
#--------------------------------------------------------------- 
# End of 'script/refcif.dat' 
#end of refcif 
_cell_length_a                   11.8008(5)
_cell_length_b                   14.3566(8)
_cell_length_c                   16.6799(11)
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_volume                     2825.9(3)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x+1/2,-y+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C27 H28 N1 O8 P1 S1 
# Dc =      1.31 Fooo =   1168.00 Mu =      2.19 M =    557.56
# Found Formula = C27 H28 N1 O8 P1 S1 
# Dc =      1.31 FOOO =   1168.00 Mu =      2.19 M =    557.56

_chemical_formula_sum            'C27 H28 N1 O8 P1 S1'
_chemical_formula_moiety         'C27 H28 N1 O8 P1 S1'
_chemical_compound_source        ?
_chemical_formula_weight         557.56


_cell_measurement_reflns_used    2333
_cell_measurement_theta_min      3
_cell_measurement_theta_max      21
_cell_measurement_temperature    293

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.133
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_max          0.232

_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1168
_exptl_absorpt_coefficient_mu    0.219

# Sheldrick geometric approximatio 0.97 0.97 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.97
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_method       ω/2θ

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      293
_diffrn_reflns_number            12345
_reflns_number_total             6417
_diffrn_reflns_av_R_equivalents  0.054
# Number of reflections without Friedels Law is 6417 
# Number of reflections with Friedels Law is 2838 
# Theoretical number of reflections is about 3828 


_diffrn_reflns_theta_min         2.824
_diffrn_reflns_theta_max         29.385
_diffrn_measured_fraction_theta_max 0.887

_diffrn_reflns_theta_full        25.271
_diffrn_measured_fraction_theta_full 0.966


_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -16
_reflns_limit_h_max              15
_reflns_limit_k_min              0
_reflns_limit_k_max              19
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   2.23
_oxford_diffrn_Wilson_scale      1.59

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.48
_refine_diff_density_max         0.48


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_refine_ls_number_reflns         2690
_refine_ls_number_restraints     36
_refine_ls_number_parameters     343
_oxford_refine_ls_R_factor_ref   0.0562
_refine_ls_wR_factor_ref         0.0536
_refine_ls_goodness_of_fit_ref   1.1191
_refine_ls_shift/su_max          0.0001801
_refine_ls_shift/su_mean         0.0000158


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        6398
_refine_ls_R_factor_all          0.1498
_refine_ls_wR_factor_all         0.0806

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3417
_refine_ls_R_factor_gt           0.0788
_refine_ls_wR_factor_gt          0.0595

_refine_ls_abs_structure_Flack   -0.17(16)
_refine_ls_abs_structure_details 'Flack (1983), 3579 Friedel-pairs'
# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration ad


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 8.17 -2.54 7.30 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S -0.26251(14) -0.09339(10) -0.57753(9) 0.0444 1.0000 Uani . . . . . .
O2 O -0.2267(4) -0.0558(3) -0.5027(3) 0.0583 1.0000 Uani . . . . . .
O3 O -0.3637(4) -0.0615(3) -0.6150(3) 0.0605 1.0000 Uani . . . . . .
N4 N -0.2775(4) -0.2061(3) -0.5630(3) 0.0392 1.0000 Uani . . . . . .
P5 P -0.23941(11) -0.25858(10) -0.47499(8) 0.0375 1.0000 Uani . . . . . .
O6 O -0.1165(3) -0.2651(3) -0.4648(2) 0.0521 1.0000 Uani . . . . . .
O7 O -0.3085(3) -0.3519(3) -0.4935(2) 0.0425 1.0000 Uani . . . . . .
C8 C -0.3309(4) -0.3609(4) -0.5779(3) 0.0378 1.0000 Uani . . . . . .
C9 C -0.3615(4) -0.2634(4) -0.6077(3) 0.0346 1.0000 Uani . . . . . .
C10 C -0.3680(4) -0.2625(4) -0.6979(4) 0.0408 1.0000 Uani . . . . . .
O11 O -0.4557(3) -0.3265(3) -0.7188(2) 0.0416 1.0000 Uani . . . . . .
C12 C -0.4391(5) -0.4185(4) -0.6901(4) 0.0412 1.0000 Uani . . . . . .
C13 C -0.4303(5) -0.4213(4) -0.5989(3) 0.0385 1.0000 Uani . . . . . .
O14 O -0.4143(3) -0.5154(3) -0.5744(3) 0.0497 1.0000 Uani . . . . . .
C15 C -0.5120(6) -0.5684(5) -0.5983(5) 0.0592 1.0000 Uani . . . . . .
O16 O -0.5219(4) -0.5703(3) -0.6832(3) 0.0610 1.0000 Uani . . . . . .
C17 C -0.5388(7) -0.4793(5) -0.7146(5) 0.0720 1.0000 Uani . U . . . .
C18 C -0.5002(7) -0.6645(6) -0.5674(5) 0.0738 1.0000 Uani . U . . . .
C19 C -0.4356(8) -0.7272(6) -0.6036(6) 0.0911 1.0000 Uani . U . . . .
C20 C -0.4249(10) -0.8189(6) -0.5725(7) 0.1080 1.0000 Uani . U . . . .
C21 C -0.4813(12) -0.8442(8) -0.5115(7) 0.1207 1.0000 Uani . U . . . .
C22 C -0.5678(13) -0.7886(9) -0.4845(8) 0.1397 1.0000 Uani . U . . . .
C23 C -0.5709(11) -0.6945(7) -0.5094(6) 0.1171 1.0000 Uani . U . . . .
O24 O -0.2621(4) -0.2897(3) -0.7293(2) 0.0523 1.0000 Uani . . . . . .
C25 C -0.2581(7) -0.2895(6) -0.8143(4) 0.0730 1.0000 Uani . . . . . .
C26 C -0.3104(5) -0.2165(4) -0.3889(3) 0.0342 1.0000 Uani . . . . . .
C27 C -0.2502(6) -0.2089(4) -0.3179(3) 0.0505 1.0000 Uani . . . . . .
C28 C -0.3073(7) -0.1861(5) -0.2476(4) 0.0659 1.0000 Uani . . . . . .
C29 C -0.4231(7) -0.1723(5) -0.2488(5) 0.0673 1.0000 Uani . . . . . .
C30 C -0.4828(6) -0.1810(5) -0.3192(5) 0.0620 1.0000 Uani . . . . . .
C31 C -0.4265(5) -0.2013(5) -0.3880(4) 0.0524 1.0000 Uani . . . . . .
C32 C -0.1505(5) -0.0802(4) -0.6457(4) 0.0441 1.0000 Uani . . . . . .
C33 C -0.1718(6) -0.0771(5) -0.7263(4) 0.0574 1.0000 Uani . . . . . .
C34 C -0.0825(7) -0.0660(5) -0.7786(5) 0.0695 1.0000 Uani . . . . . .
C35 C 0.0284(7) -0.0594(5) -0.7509(6) 0.0702 1.0000 Uani . . . . . .
C36 C 0.0468(7) -0.0627(5) -0.6709(6) 0.0714 1.0000 Uani . . . . . .
C37 C -0.0413(6) -0.0740(5) -0.6175(4) 0.0611 1.0000 Uani . . . . . .
C38 C 0.1240(8) -0.0482(7) -0.8107(6) 0.0990 1.0000 Uani . . . . . .
H81 H -0.2634 -0.3845 -0.6070 0.0441 1.0000 Uiso R . . . . .
H91 H -0.4370 -0.2476 -0.5855 0.0444 1.0000 Uiso R . . . . .
H101 H -0.3891 -0.1991 -0.7183 0.0531 1.0000 Uiso R . . . . .
H121 H -0.3676 -0.4454 -0.7137 0.0462 1.0000 Uiso R . . . . .
H131 H -0.5005 -0.3936 -0.5747 0.0463 1.0000 Uiso R . . . . .
H151 H -0.5819 -0.5371 -0.5733 0.0704 1.0000 Uiso R . . . . .
H171 H -0.5422 -0.4823 -0.7738 0.1060 1.0000 Uiso R . . . . .
H172 H -0.6095 -0.4515 -0.6952 0.1062 1.0000 Uiso R . . . . .
H191 H -0.3976 -0.7094 -0.6523 0.1172 1.0000 Uiso R . . . . .
H201 H -0.3680 -0.8610 -0.5975 0.1343 1.0000 Uiso R . . . . .
H211 H -0.4648 -0.9040 -0.4850 0.1512 1.0000 Uiso R . . . . .
H221 H -0.6226 -0.8094 -0.4474 0.1583 1.0000 Uiso R . . . . .
H231 H -0.6163 -0.6477 -0.4816 0.1403 1.0000 Uiso R . . . . .
H251 H -0.1809 -0.2984 -0.8326 0.1152 1.0000 Uiso R . . . . .
H252 H -0.3029 -0.3418 -0.8350 0.1151 1.0000 Uiso R . . . . .
H253 H -0.2879 -0.2330 -0.8366 0.1152 1.0000 Uiso R . . . . .
H271 H -0.1704 -0.2215 -0.3173 0.0632 1.0000 Uiso R . . . . .
H281 H -0.2674 -0.1793 -0.1988 0.0793 1.0000 Uiso R . . . . .
H291 H -0.4597 -0.1573 -0.1994 0.0841 1.0000 Uiso R . . . . .
H301 H -0.5628 -0.1746 -0.3187 0.0734 1.0000 Uiso R . . . . .
H311 H -0.4670 -0.2072 -0.4374 0.0642 1.0000 Uiso R . . . . .
H331 H -0.2480 -0.0827 -0.7465 0.0693 1.0000 Uiso R . . . . .
H341 H -0.0960 -0.0619 -0.8357 0.0882 1.0000 Uiso R . . . . .
H361 H 0.1217 -0.0571 -0.6490 0.0841 1.0000 Uiso R . . . . .
H371 H -0.0276 -0.0773 -0.5608 0.0721 1.0000 Uiso R . . . . .
H382 H 0.1962 -0.0353 -0.7809 0.1491 1.0000 Uiso R . . . . .
H381 H 0.1360 -0.1064 -0.8391 0.1491 1.0000 Uiso R . . . . .
H383 H 0.1122 0.0013 -0.8471 0.1490 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.958(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . O2 . 1.423(4) yes
S1 . O3 . 1.423(5) yes
S1 . N4 . 1.645(5) yes
S1 . C32 . 1.754(6) yes
N4 . P5 . 1.710(5) yes
N4 . C9 . 1.489(7) yes
P5 . O6 . 1.463(4) yes
P5 . O7 . 1.599(4) yes
P5 . C26 . 1.769(6) yes
O7 . C8 . 1.437(6) yes
C8 . C9 . 1.530(8) yes
C8 . C13 . 1.499(8) yes
C8 . H81 . 0.993 no
C9 . C10 . 1.506(8) yes
C9 . H91 . 0.991 no
C10 . O11 . 1.427(7) yes
C10 . O24 . 1.410(7) yes
C10 . H101 . 1.004 no
O11 . C12 . 1.418(8) yes
C12 . C13 . 1.526(8) yes
C12 . C17 . 1.522(9) yes
C12 . H121 . 1.008 no
C13 . O14 . 1.425(7) yes
C13 . H131 . 1.004 no
O14 . C15 . 1.438(8) yes
C15 . O16 . 1.421(9) yes
C15 . C18 . 1.478(11) yes
C15 . H151 . 1.028 no
O16 . C17 . 1.422(9) yes
C17 . H171 . 0.990 no
C17 . H172 . 0.980 no
C18 . C19 . 1.326(11) yes
C18 . C23 . 1.349(12) yes
C19 . C20 . 1.420(12) yes
C19 . H191 . 0.962 no
C20 . C21 . 1.269(13) yes
C20 . H201 . 0.994 no
C21 . C22 . 1.371(16) yes
C21 . H211 . 0.986 no
C22 . C23 . 1.413(14) yes
C22 . H221 . 0.944 no
C23 . H231 . 0.977 no
O24 . C25 . 1.420(7) yes
C25 . H251 . 0.969 no
C25 . H252 . 0.982 no
C25 . H253 . 0.959 no
C26 . C27 . 1.385(8) yes
C26 . C31 . 1.387(8) yes
C27 . C28 . 1.391(9) yes
C27 . H271 . 0.959 no
C28 . C29 . 1.381(10) yes
C28 . H281 . 0.945 no
C29 . C30 . 1.375(10) yes
C29 . H291 . 0.955 no
C30 . C31 . 1.357(9) yes
C30 . H301 . 0.949 no
C31 . H311 . 0.957 no
C32 . C33 . 1.369(9) yes
C32 . C37 . 1.375(9) yes
C33 . C34 . 1.378(10) yes
C33 . H331 . 0.964 no
C34 . C35 . 1.392(11) yes
C34 . H341 . 0.968 no
C35 . C36 . 1.354(12) yes
C35 . C38 . 1.513(11) yes
C36 . C37 . 1.378(11) yes
C36 . H361 . 0.959 no
C37 . H371 . 0.960 no
C38 . H382 . 1.003 no
C38 . H381 . 0.971 no
C38 . H383 . 0.946 no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 . S1 . O3 . 120.8(3) yes
O2 . S1 . N4 . 106.0(3) yes
O3 . S1 . N4 . 106.9(3) yes
O2 . S1 . C32 . 107.7(3) yes
O3 . S1 . C32 . 108.2(3) yes
N4 . S1 . C32 . 106.4(3) yes
S1 . N4 . P5 . 122.1(3) yes
S1 . N4 . C9 . 122.7(4) yes
P5 . N4 . C9 . 111.2(4) yes
N4 . P5 . O6 . 112.9(2) yes
N4 . P5 . O7 . 94.0(2) yes
O6 . P5 . O7 . 118.3(2) yes
N4 . P5 . C26 . 115.0(2) yes
O6 . P5 . C26 . 113.4(3) yes
O7 . P5 . C26 . 101.6(2) yes
P5 . O7 . C8 . 111.0(3) yes
O7 . C8 . C9 . 106.2(4) yes
O7 . C8 . C13 . 115.2(5) yes
C9 . C8 . C13 . 105.6(4) yes
O7 . C8 . H81 . 111.2 no
C9 . C8 . H81 . 110.0 no
C13 . C8 . H81 . 108.4 no
C8 . C9 . N4 . 100.7(4) yes
C8 . C9 . C10 . 110.1(5) yes
N4 . C9 . C10 . 122.0(5) yes
C8 . C9 . H91 . 107.5 no
N4 . C9 . H91 . 106.6 no
C10 . C9 . H91 . 109.0 no
C9 . C10 . O11 . 106.0(4) yes
C9 . C10 . O24 . 108.9(4) yes
O11 . C10 . O24 . 111.9(5) yes
C9 . C10 . H101 . 111.1 no
O11 . C10 . H101 . 108.7 no
O24 . C10 . H101 . 110.2 no
C10 . O11 . C12 . 114.7(4) yes
O11 . C12 . C13 . 111.7(5) yes
O11 . C12 . C17 . 109.7(5) yes
C13 . C12 . C17 . 107.8(5) yes
O11 . C12 . H121 . 109.9 no
C13 . C12 . H121 . 108.8 no
C17 . C12 . H121 . 108.8 no
C12 . C13 . C8 . 105.8(5) yes
C12 . C13 . O14 . 108.7(5) yes
C8 . C13 . O14 . 112.2(5) yes
C12 . C13 . H131 . 109.5 no
C8 . C13 . H131 . 108.8 no
O14 . C13 . H131 . 111.7 no
C13 . O14 . C15 . 108.5(5) yes
O14 . C15 . O16 . 110.6(6) yes
O14 . C15 . C18 . 108.8(6) yes
O16 . C15 . C18 . 109.7(6) yes
O14 . C15 . H151 . 107.4 no
O16 . C15 . H151 . 110.2 no
C18 . C15 . H151 . 110.0 no
C15 . O16 . C17 . 111.2(5) yes
C12 . C17 . O16 . 108.7(6) yes
C12 . C17 . H171 . 108.9 no
O16 . C17 . H171 . 109.5 no
C12 . C17 . H172 . 109.6 no
O16 . C17 . H172 . 111.9 no
H171 . C17 . H172 . 108.2 no
C15 . C18 . C19 . 122.0(7) yes
C15 . C18 . C23 . 119.4(8) yes
C19 . C18 . C23 . 117.7(8) yes
C18 . C19 . C20 . 121.0(9) yes
C18 . C19 . H191 . 118.1 no
C20 . C19 . H191 . 120.8 no
C19 . C20 . C21 . 120.7(10) yes
C19 . C20 . H201 . 118.0 no
C21 . C20 . H201 . 121.1 no
C20 . C21 . C22 . 119.2(11) yes
C20 . C21 . H211 . 120.3 no
C22 . C21 . H211 . 120.5 no
C21 . C22 . C23 . 118.7(12) yes
C21 . C22 . H221 . 122.8 no
C23 . C22 . H221 . 118.4 no
C22 . C23 . C18 . 120.0(11) yes
C22 . C23 . H231 . 122.2 no
C18 . C23 . H231 . 117.3 no
C10 . O24 . C25 . 113.6(5) yes
O24 . C25 . H251 . 110.1 no
O24 . C25 . H252 . 109.3 no
H251 . C25 . H252 . 107.2 no
O24 . C25 . H253 . 112.2 no
H251 . C25 . H253 . 109.6 no
H252 . C25 . H253 . 108.3 no
P5 . C26 . C27 . 118.6(4) yes
P5 . C26 . C31 . 122.0(5) yes
C27 . C26 . C31 . 119.0(6) yes
C26 . C27 . C28 . 119.4(6) yes
C26 . C27 . H271 . 119.7 no
C28 . C27 . H271 . 120.8 no
C27 . C28 . C29 . 120.0(7) yes
C27 . C28 . H281 . 120.5 no
C29 . C28 . H281 . 119.5 no
C28 . C29 . C30 . 120.4(6) yes
C28 . C29 . H291 . 117.8 no
C30 . C29 . H291 . 121.7 no
C29 . C30 . C31 . 119.4(6) yes
C29 . C30 . H301 . 119.5 no
C31 . C30 . H301 . 121.1 no
C26 . C31 . C30 . 121.7(6) yes
C26 . C31 . H311 . 118.1 no
C30 . C31 . H311 . 120.2 no
S1 . C32 . C33 . 120.1(5) yes
S1 . C32 . C37 . 119.4(5) yes
C33 . C32 . C37 . 120.4(6) yes
C32 . C33 . C34 . 119.0(7) yes
C32 . C33 . H331 . 120.8 no
C34 . C33 . H331 . 120.2 no
C33 . C34 . C35 . 121.2(7) yes
C33 . C34 . H341 . 120.3 no
C35 . C34 . H341 . 118.5 no
C34 . C35 . C36 . 118.4(7) yes
C34 . C35 . C38 . 119.3(9) yes
C36 . C35 . C38 . 122.3(8) yes
C35 . C36 . C37 . 121.3(8) yes
C35 . C36 . H361 . 121.3 no
C37 . C36 . H361 . 117.4 no
C36 . C37 . C32 . 119.6(7) yes
C36 . C37 . H371 . 120.9 no
C32 . C37 . H371 . 119.5 no
C35 . C38 . H382 . 109.0 no
C35 . C38 . H381 . 109.8 no
H382 . C38 . H381 . 106.1 no
C35 . C38 . H383 . 113.2 no
H382 . C38 . H383 . 107.7 no
H381 . C38 . H383 . 110.7 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C9 . H91 . O6 2_444 171.29 0.991 2.285 3.268(11) yes
C15 . H151 . O2 2_444 169.49 1.028 2.512 3.528(11) yes
C17 . H171 . O3 3_443 142.7 0.990 2.443 3.286(11) yes
C30 . H301 . O24 2_444 155.1 0.949 2.535 3.420(11) yes
C31 . H311 . O6 2_444 162.49 0.957 2.436 3.360(11) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 21/11/14 at 09:19:18
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
RIDE C   (   8,X'S) H   (  81,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  15,X'S) H   ( 151,X'S) 
RIDE C   (  17,X'S) H   ( 171,X'S) H   ( 172,X'S) 
RIDE C   (  19,X'S) H   ( 191,X'S) 
RIDE C   (  20,X'S) H   ( 201,X'S) 
RIDE C   (  21,X'S) H   ( 211,X'S) 
RIDE C   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 231,X'S) 
RIDE C   (  25,X'S) H   ( 251,X'S) H   ( 252,X'S) H   ( 253,X'S) 
RIDE C   (  27,X'S) H   ( 271,X'S) 
RIDE C   (  28,X'S) H   ( 281,X'S) 
RIDE C   (  29,X'S) H   ( 291,X'S) 
RIDE C   (  30,X'S) H   ( 301,X'S) 
RIDE C   (  31,X'S) H   ( 311,X'S) 
RIDE C   (  33,X'S) H   ( 331,X'S) 
RIDE C   (  34,X'S) H   ( 341,X'S) 
RIDE C   (  36,X'S) H   ( 361,X'S) 
RIDE C   (  37,X'S) H   ( 371,X'S) 
RIDE C   (  38,X'S) H   ( 382,X'S) H   ( 381,X'S) H   ( 383,X'S) 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 21/11/14 at 09:19:18
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
U(IJ)'S  0.0, 0.010000 = C(17) TO C(18) 
U(IJ)'S  0.0, 0.010000 = C(18) TO C(19) 
U(IJ)'S  0.0, 0.010000 = C(19) TO C(20) 
U(IJ)'S  0.0, 0.010000 = C(17) TO C(22) 
U(IJ)'S  0.0, 0.010000 = C(18) TO C(23) 
U(IJ)'S  0.0, 0.010000 = C(20) TO C(21) 
END                                                                             
;

# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-1 12 17 x .
-1 12 18 x .
