# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 1875571'
loop_
_audit_author_name
_audit_author_address
'Blanka Klepetarova'
;Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague 
Czech Republic
;
_audit_update_record             
;
2018-10-26 deposited with the CCDC.	2019-03-08 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                   8.2195(2)
_cell_length_b                   11.0955(3)
_cell_length_c                   18.8126(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1715.70(8)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_int_tables_number      19
# 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
_symmetry_space_group_name_Hall  ?
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 0.0181 0.0091 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 0.0311 0.0180 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 0.0492 0.0322 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'


_cell_formula_units_Z            4
_chemical_name_systematic        
(6R,7R,8aR)-6-(Furan-3-ylmethyl)-10-(methoxymethyl)-7-(prop-1-en-2-yl)tetrahydro-1H-6,8a-(epiminomethano)indolizine-5,9(6H)-dione
_chemical_formula_moiety         'C19 H24 N2 O4'

# Given Formula = C19 H24 N2 O4 
# Dc =      1.33 Fooo =    736.00 Mu =      7.66 M =    344.41
# Found Formula = C19 H24 N2 O4 
# Dc =      1.33 FOOO =    736.00 Mu =      7.66 M =    344.41

_chemical_formula_sum            'C19 H24 N2 O4'
_chemical_compound_source        ?
_chemical_formula_weight         344.41


_cell_measurement_reflns_used    214
_cell_measurement_theta_min      12.0256
_cell_measurement_theta_max      57.6605
_cell_measurement_temperature    180

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless

_diffrn_ambient_temperature      180
_exptl_crystal_size_min          0.086
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_max          0.424

_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             736
_exptl_absorpt_coefficient_mu    0.766

# Sheldrick geometric approximatio 0.82 0.94 
# No experimental values of Tmin/max available 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlis, (Oxford Diffraction, 2002)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.94
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_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_reflns_number            27100
_reflns_number_total             3244
_diffrn_reflns_av_R_equivalents  0.028
# Number of reflections without Friedels Law is 3244 
# Number of reflections with Friedels Law is 1874 
# Theoretical number of reflections is about 1626 


_diffrn_reflns_theta_min         4.627
_diffrn_reflns_theta_max         69.950
_diffrn_measured_fraction_theta_max 0.998

_diffrn_reflns_theta_full        69.950
_diffrn_measured_fraction_theta_full 0.998


_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_reflns_limit_h_min              -9
_reflns_limit_h_max              10
_reflns_limit_k_min              0
_reflns_limit_k_max              13
_reflns_limit_l_min              0
_reflns_limit_l_max              22

_oxford_diffrn_Wilson_B_factor   2.54
_oxford_diffrn_Wilson_scale      20.07

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

_refine_diff_density_min         -0.13
_refine_diff_density_max         0.13


# 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>2.0\s(I)
_refine_ls_number_reflns         3196
_refine_ls_number_restraints     0
_refine_ls_number_parameters     228
_oxford_refine_ls_R_factor_ref   0.0247
_refine_ls_wR_factor_ref         0.0271
_refine_ls_goodness_of_fit_ref   1.0732
_refine_ls_shift/su_max          0.0045414
_refine_ls_shift/su_mean         0.0010400


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        3244
_refine_ls_R_factor_all          0.0255
_refine_ls_wR_factor_all         0.0291

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                3196
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_gt          0.0271

_refine_ls_abs_structure_Flack   0.09(13)
_refine_ls_abs_structure_details 'Flack (1983), 1370 Friedel-pairs'


_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: 
 0.124 0.914E-01 0.340E-01 
;

# 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
O1 O 0.43221(11) 0.46509(7) 0.61393(4) 0.0335 1.0000 Uani . . . . . .
C2 C 0.37283(14) 0.51720(9) 0.66474(5) 0.0259 1.0000 Uani . . . . . .
N3 N 0.46016(11) 0.56916(8) 0.71883(5) 0.0245 1.0000 Uani . . . . . .
C4 C 0.36208(13) 0.63194(9) 0.77486(5) 0.0233 1.0000 Uani . . . . . .
C5 C 0.25731(13) 0.72507(9) 0.73443(5) 0.0238 1.0000 Uani . . . . . .
O6 O 0.25642(10) 0.83378(7) 0.74518(4) 0.0309 1.0000 Uani . . . . . .
N7 N 0.16821(12) 0.66776(8) 0.68521(5) 0.0263 1.0000 Uani . . . . . .
C8 C 0.19079(14) 0.53607(10) 0.67664(6) 0.0264 1.0000 Uani . . . . . .
C9 C 0.14737(15) 0.47447(10) 0.74692(6) 0.0295 1.0000 Uani . . . . . .
C10 C 0.24741(14) 0.53352(9) 0.80755(5) 0.0245 1.0000 Uani . . . . . .
C11 C 0.14103(15) 0.57942(10) 0.86774(6) 0.0295 1.0000 Uani . . . . . .
C12 C 0.15964(19) 0.53361(13) 0.93292(6) 0.0434 1.0000 Uani . . . . . .
C13 C 0.01512(17) 0.67146(14) 0.85342(8) 0.0439 1.0000 Uani . . . . . .
C14 C 0.08527(16) 0.50724(11) 0.61219(6) 0.0348 1.0000 Uani . . . . . .
C15 C 0.07871(17) 0.62623(12) 0.57100(6) 0.0374 1.0000 Uani . . . . . .
C16 C 0.07030(15) 0.72244(11) 0.62887(6) 0.0321 1.0000 Uani . . . . . .
C17 C 0.46523(14) 0.69753(10) 0.82988(6) 0.0269 1.0000 Uani . . . . . .
C18 C 0.56108(14) 0.62524(10) 0.88329(6) 0.0268 1.0000 Uani . . . . . .
C19 C 0.61209(15) 0.67195(12) 0.95083(6) 0.0332 1.0000 Uani . . . . . .
C20 C 0.70004(16) 0.58620(12) 0.98251(6) 0.0364 1.0000 Uani . . . . . .
O21 O 0.70975(10) 0.48620(8) 0.94054(4) 0.0366 1.0000 Uani . . . . . .
C22 C 0.62386(15) 0.51357(11) 0.87992(6) 0.0326 1.0000 Uani . . . . . .
C23 C 0.63112(14) 0.59408(10) 0.70746(6) 0.0302 1.0000 Uani . . . . . .
O24 O 0.65920(11) 0.70937(8) 0.67767(5) 0.0389 1.0000 Uani . . . . . .
C25 C 0.6083(2) 0.71955(12) 0.60584(7) 0.0453 1.0000 Uani . . . . . .
H92 H 0.0317 0.4825 0.7551 0.0354 1.0000 Uiso R . . . . .
H91 H 0.1732 0.3875 0.7431 0.0355 1.0000 Uiso R . . . . .
H101 H 0.3187 0.4729 0.8282 0.0284 1.0000 Uiso R . . . . .
H122 H 0.0953 0.5603 0.9713 0.0532 1.0000 Uiso R . . . . .
H121 H 0.2411 0.4752 0.9419 0.0535 1.0000 Uiso R . . . . .
H131 H -0.0580 0.6808 0.8932 0.0650 1.0000 Uiso R . . . . .
H133 H 0.0663 0.7494 0.8428 0.0671 1.0000 Uiso R . . . . .
H132 H -0.0424 0.6491 0.8102 0.0688 1.0000 Uiso R . . . . .
H141 H -0.0267 0.4822 0.6280 0.0413 1.0000 Uiso R . . . . .
H142 H 0.1347 0.4415 0.5845 0.0400 1.0000 Uiso R . . . . .
H152 H 0.1786 0.6377 0.5444 0.0440 1.0000 Uiso R . . . . .
H151 H -0.0160 0.6295 0.5382 0.0435 1.0000 Uiso R . . . . .
H162 H -0.0417 0.7356 0.6466 0.0388 1.0000 Uiso R . . . . .
H161 H 0.1188 0.8000 0.6150 0.0389 1.0000 Uiso R . . . . .
H171 H 0.3905 0.7496 0.8570 0.0320 1.0000 Uiso R . . . . .
H172 H 0.5408 0.7507 0.8051 0.0311 1.0000 Uiso R . . . . .
H191 H 0.5880 0.7516 0.9697 0.0399 1.0000 Uiso R . . . . .
H201 H 0.7541 0.5848 1.0277 0.0443 1.0000 Uiso R . . . . .
H221 H 0.6198 0.4555 0.8440 0.0393 1.0000 Uiso R . . . . .
H232 H 0.6926 0.5921 0.7533 0.0350 1.0000 Uiso R . . . . .
H231 H 0.6718 0.5311 0.6759 0.0363 1.0000 Uiso R . . . . .
H253 H 0.6490 0.7954 0.5868 0.0674 1.0000 Uiso R . . . . .
H252 H 0.4877 0.7183 0.6016 0.0661 1.0000 Uiso R . . . . .
H251 H 0.6508 0.6514 0.5772 0.0660 1.0000 Uiso R . . . . .

_refine_ls_extinction_coef       50(3)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          0.2213(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
O1 . C2 . 1.2191(13) yes
C2 . N3 . 1.3722(14) yes
C2 . C8 . 1.5274(16) yes
N3 . C4 . 1.4987(13) yes
N3 . C23 . 1.4481(15) yes
C4 . C5 . 1.5453(15) yes
C4 . C10 . 1.5682(14) yes
C4 . C17 . 1.5232(15) yes
C5 . O6 . 1.2230(13) yes
C5 . N7 . 1.3410(14) yes
N7 . C8 . 1.4816(14) yes
N7 . C16 . 1.4625(14) yes
C8 . C9 . 1.5306(15) yes
C8 . C14 . 1.5247(15) yes
C9 . C10 . 1.5514(14) yes
C9 . H92 . 0.967 no
C9 . H91 . 0.991 no
C10 . C11 . 1.5186(15) yes
C10 . H101 . 0.973 no
C11 . C12 . 1.3362(17) yes
C11 . C13 . 1.4788(18) yes
C12 . H122 . 0.943 no
C12 . H121 . 0.947 no
C13 . H131 . 0.965 no
C13 . H133 . 0.982 no
C13 . H132 . 0.973 no
C14 . C15 . 1.5318(17) yes
C14 . H141 . 1.007 no
C14 . H142 . 0.985 no
C15 . C16 . 1.5264(17) yes
C15 . H152 . 0.970 no
C15 . H151 . 0.995 no
C16 . H162 . 0.989 no
C16 . H161 . 0.983 no
C17 . C18 . 1.5078(15) yes
C17 . H171 . 0.985 no
C17 . H172 . 0.975 no
C18 . C19 . 1.4349(15) yes
C18 . C22 . 1.3436(17) yes
C19 . C20 . 1.3353(18) yes
C19 . H191 . 0.973 no
C20 . O21 . 1.3641(16) yes
C20 . H201 . 0.959 no
O21 . C22 . 1.3751(14) yes
C22 . H221 . 0.934 no
C23 . O24 . 1.4155(14) yes
C23 . H232 . 1.000 no
C23 . H231 . 0.976 no
O24 . C25 . 1.4190(16) yes
C25 . H253 . 0.973 no
C25 . H252 . 0.995 no
C25 . H251 . 0.992 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
O1 . C2 . N3 . 124.84(11) yes
O1 . C2 . C8 . 124.90(10) yes
N3 . C2 . C8 . 110.25(9) yes
C2 . N3 . C4 . 115.81(9) yes
C2 . N3 . C23 . 118.58(9) yes
C4 . N3 . C23 . 122.48(9) yes
N3 . C4 . C5 . 105.33(8) yes
N3 . C4 . C10 . 106.00(8) yes
C5 . C4 . C10 . 108.89(8) yes
N3 . C4 . C17 . 113.62(9) yes
C5 . C4 . C17 . 108.97(8) yes
C10 . C4 . C17 . 113.62(8) yes
C4 . C5 . O6 . 125.55(10) yes
C4 . C5 . N7 . 109.09(9) yes
O6 . C5 . N7 . 125.35(10) yes
C5 . N7 . C8 . 118.32(9) yes
C5 . N7 . C16 . 127.17(10) yes
C8 . N7 . C16 . 113.53(9) yes
C2 . C8 . N7 . 105.89(9) yes
C2 . C8 . C9 . 107.09(9) yes
N7 . C8 . C9 . 108.49(9) yes
C2 . C8 . C14 . 114.33(10) yes
N7 . C8 . C14 . 102.84(9) yes
C9 . C8 . C14 . 117.43(9) yes
C8 . C9 . C10 . 108.84(8) yes
C8 . C9 . H92 . 109.0 no
C10 . C9 . H92 . 111.3 no
C8 . C9 . H91 . 108.8 no
C10 . C9 . H91 . 110.6 no
H92 . C9 . H91 . 108.2 no
C9 . C10 . C4 . 108.92(8) yes
C9 . C10 . C11 . 112.62(9) yes
C4 . C10 . C11 . 113.90(8) yes
C9 . C10 . H101 . 108.7 no
C4 . C10 . H101 . 106.0 no
C11 . C10 . H101 . 106.3 no
C10 . C11 . C12 . 119.39(11) yes
C10 . C11 . C13 . 119.91(10) yes
C12 . C11 . C13 . 120.67(11) yes
C11 . C12 . H122 . 121.3 no
C11 . C12 . H121 . 120.3 no
H122 . C12 . H121 . 118.4 no
C11 . C13 . H131 . 111.6 no
C11 . C13 . H133 . 110.2 no
H131 . C13 . H133 . 109.3 no
C11 . C13 . H132 . 108.5 no
H131 . C13 . H132 . 111.9 no
H133 . C13 . H132 . 105.2 no
C8 . C14 . C15 . 103.97(9) yes
C8 . C14 . H141 . 110.1 no
C15 . C14 . H141 . 110.8 no
C8 . C14 . H142 . 110.0 no
C15 . C14 . H142 . 112.6 no
H141 . C14 . H142 . 109.2 no
C14 . C15 . C16 . 104.09(9) yes
C14 . C15 . H152 . 110.2 no
C16 . C15 . H152 . 108.3 no
C14 . C15 . H151 . 111.9 no
C16 . C15 . H151 . 112.5 no
H152 . C15 . H151 . 109.7 no
C15 . C16 . N7 . 101.64(9) yes
C15 . C16 . H162 . 112.6 no
N7 . C16 . H162 . 109.2 no
C15 . C16 . H161 . 113.9 no
N7 . C16 . H161 . 109.4 no
H162 . C16 . H161 . 109.7 no
C4 . C17 . C18 . 119.31(9) yes
C4 . C17 . H171 . 106.6 no
C18 . C17 . H171 . 107.0 no
C4 . C17 . H172 . 108.5 no
C18 . C17 . H172 . 107.9 no
H171 . C17 . H172 . 106.9 no
C17 . C18 . C19 . 123.41(10) yes
C17 . C18 . C22 . 131.29(10) yes
C19 . C18 . C22 . 105.22(10) yes
C18 . C19 . C20 . 107.22(11) yes
C18 . C19 . H191 . 126.3 no
C20 . C19 . H191 . 126.5 no
C19 . C20 . O21 . 110.66(10) yes
C19 . C20 . H201 . 131.1 no
O21 . C20 . H201 . 118.2 no
C20 . O21 . C22 . 105.68(9) yes
O21 . C22 . C18 . 111.21(10) yes
O21 . C22 . H221 . 117.8 no
C18 . C22 . H221 . 131.0 no
N3 . C23 . O24 . 112.91(9) yes
N3 . C23 . H232 . 111.0 no
O24 . C23 . H232 . 106.2 no
N3 . C23 . H231 . 106.6 no
O24 . C23 . H231 . 110.5 no
H232 . C23 . H231 . 109.7 no
C23 . O24 . C25 . 113.64(10) yes
O24 . C25 . H253 . 108.5 no
O24 . C25 . H252 . 111.7 no
H253 . C25 . H252 . 108.9 no
O24 . C25 . H251 . 110.7 no
H253 . C25 . H251 . 109.8 no
H252 . C25 . H251 . 107.2 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
C13 . H133 . O6 . 136.18(4) 0.982 2.587 3.3650(17) yes
C16 . H162 . O24 1_455 163.63(3) 0.989 2.544 3.5045(17) yes
C22 . H221 . O6 3_646 152.25(3) 0.934 2.383 3.2384(17) yes
C23 . H232 . C22 . 133.50(4) 1.000 2.598 3.3657(17) yes


_iucr_refine_instructions_details_constraints 
;
#
# Punched on 26/01/18 at 13:34:57
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
CONT EXTPARAM 
CONT ENANTIO 
RIDE C   (   9,X'S) H   (  92,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 133,X'S) H   ( 132,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) H   ( 142,X'S) 
RIDE C   (  15,X'S) H   ( 152,X'S) H   ( 151,X'S) 
RIDE C   (  16,X'S) H   ( 162,X'S) H   ( 161,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   (  22,X'S) H   ( 221,X'S) 
RIDE C   (  23,X'S) H   ( 232,X'S) H   ( 231,X'S) 
RIDE C   (  25,X'S) H   ( 253,X'S) H   ( 252,X'S) H   ( 251,X'S) 
END                                                                             
;


_iucr_refine_instructions_details_restraints 
;
#
# Punched on 26/01/18 at 13:34:57
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;

