# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 2110412'
loop_
_audit_author_name
_audit_author_address
'Eliska Skorepova'
;Institute of Physics of the Czech Academy of Sciences
Czech Republic
;
_audit_update_record             
;
2021-09-17 deposited with the CCDC.	2022-02-24 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                   9.187550(8)
_cell_length_b                   13.996380(9)
_cell_length_c                   20.528931(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2639.865(3)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  ?
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 0.0181 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'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 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'


_cell_formula_units_Z            8

# Given Formula = C11 H14.50 F0.50 N1.50 O4.50 P0.50 
# Dc =      1.33 Fooo =   1112.00 Mu =     14.59 M =    264.73
# Found Formula = C11 H15.50 F0.50 N1.50 O5 P0.50 
# Dc =      1.38 FOOO =   1152.00 Mu =     15.05 M =    273.74

_chemical_formula_sum            'C11 H15.50 F0.50 N1.50 O5 P0.50'
_chemical_formula_moiety         'C11 H15.50 F0.50 N1.50 O5 P0.50'
_chemical_compound_source        .
_chemical_formula_weight         273.74


_cell_measurement_reflns_used    41742
_cell_measurement_theta_min      4
_cell_measurement_theta_max      68
_cell_measurement_temperature    120

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.366
_exptl_crystal_size_mid          0.466
_exptl_crystal_size_max          0.763

_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1152
_exptl_absorpt_coefficient_mu    1.505

# Sheldrick geometric approximatio 0.50 0.58 
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_exptl_absorpt_correction_T_min  0.02
_exptl_absorpt_correction_T_max  0.58
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_method       ω

# 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       
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_computing_data_reduction        
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2017) 
;
_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_ambient_temperature      120
_diffrn_ambient_pressure         100
_diffrn_reflns_number            57181
_diffrn_reflns_av_unetI/netI     0.061
_reflns_number_total             4741
_diffrn_reflns_av_R_equivalents  0.067
# Number of reflections without Friedels Law is 4741 
# Number of reflections with Friedels Law is 2698 
# Theoretical number of reflections is about 2384 


_diffrn_reflns_theta_min         3.822
_diffrn_reflns_theta_max         67.595
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        67.595
_diffrn_measured_fraction_theta_full 0.999


_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_reflns_limit_h_min              -10
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              24

_oxford_diffrn_Wilson_B_factor   1.94
_oxford_diffrn_Wilson_scale      0.06

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

_refine_diff_density_min         -0.27
_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_refine_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_restraints     14
_refine_ls_number_parameters     356
_refine_ls_number_reflns         4741
_oxford_refine_ls_R_factor_ref   0.0290
_refine_ls_wR_factor_ref         0.0747
_refine_ls_goodness_of_fit_ref   1.0189
_refine_ls_shift/su_max          0.0006886
_refine_ls_shift/su_mean         0.0000419


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4741
_refine_ls_R_factor_all          0.0290
_refine_ls_wR_factor_all         0.0747

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4694
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_gt          0.0743

# For an explanation, see Cooper & Watkin, Acta Cryst. (2016). B72, 661-683 
_oxford_Hooft_y                  0.023(6) # for 2030 Friedel pairs 
_oxford_Bijvoet_difference       0.027(6) # for 2030 Friedel pairs 
# (Similar to the Parsons(q).) 
_oxford_refined_Flack_x          0.034(17) # for 2043 Friedel pairs 
_refine_ls_abs_structure_Flack   0.027(6)
_refine_ls_abs_structure_details 
; 
 Parsons, Flack & Wagner (2013), 
 2030 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 Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    mixed #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² + 0.85P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;

# 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
C1 C 0.9994(3) 0.27152(18) 0.35046(13) 0.0598 1.0000 Uani . . . . . .
C2 C 1.0674(2) 0.36680(15) 0.33491(9) 0.0343 1.0000 Uani . . . . . .
C3 C 1.1834(2) 0.36233(16) 0.28290(11) 0.0352 1.0000 Uani . . . . . .
O4 O 0.95318(14) 0.42859(9) 0.30792(6) 0.0273 1.0000 Uani . . . . . .
C5 C 0.87763(19) 0.48183(12) 0.34934(9) 0.0232 1.0000 Uani . . . . . .
O6 O 0.89849(17) 0.48603(12) 0.40709(6) 0.0415 1.0000 Uani . . . . . .
C7 C 0.76703(19) 0.54172(12) 0.31252(8) 0.0210 1.0000 Uani D . . . . .
C8 C 0.8458(2) 0.61814(13) 0.27326(9) 0.0276 1.0000 Uani . . . . . .
N9 N 0.66298(16) 0.58227(11) 0.35880(7) 0.0243 1.0000 Uani D . . . . .
P10 P 0.49047(5) 0.59248(3) 0.34530(2) 0.0206 1.0000 Uani D . . . . .
O11 O 0.44918(14) 0.55198(9) 0.28195(6) 0.0277 1.0000 Uani . . . . . .
O12 O 0.40413(14) 0.55240(9) 0.40614(6) 0.0294 1.0000 Uani . . . . . .
C13 C 0.4013(2) 0.45614(13) 0.42520(9) 0.0276 1.0000 Uani . . . . . .
C14 C 0.4826(3) 0.38539(14) 0.39476(10) 0.0374 1.0000 Uani . . . . . .
C15 C 0.4714(3) 0.29245(15) 0.41697(11) 0.0464 1.0000 Uani . . . . . .
C16 C 0.3815(4) 0.27136(16) 0.46883(12) 0.0567 1.0000 Uani . . . . . .
C17 C 0.3021(4) 0.34243(17) 0.49842(11) 0.0544 1.0000 Uani . . . . . .
C18 C 0.3103(3) 0.43603(15) 0.47641(10) 0.0364 1.0000 Uani . . . . . .
O19 O 0.44469(13) 0.70000(8) 0.35692(6) 0.0224 1.0000 Uani . . . . . .
C20 C 0.5058(2) 0.77065(12) 0.31350(8) 0.0223 1.0000 Uani . . . . . .
C21 C 0.43138(19) 0.86499(12) 0.32442(8) 0.0193 1.0000 Uani . . . . . .
O22 O 0.28027(13) 0.85469(9) 0.30664(5) 0.0212 1.0000 Uani . . . . . .
C23 C 0.19357(17) 0.91785(11) 0.34431(8) 0.0183 1.0000 Uani . . . . . .
C24 C 0.29646(18) 0.96928(11) 0.39200(8) 0.0185 1.0000 Uani . . . . . .
C25 C 0.42827(18) 0.90265(12) 0.39428(8) 0.0184 1.0000 Uani . . . . . .
O26 O 0.55922(13) 0.94621(9) 0.41435(6) 0.0227 1.0000 Uani D . . . . .
F27 F 0.34271(11) 1.05167(7) 0.35731(5) 0.0236 1.0000 Uani . . . . . .
C28 C 0.2338(2) 1.00106(13) 0.45589(8) 0.0238 1.0000 Uani . . . . . .
N29 N 0.07856(15) 0.86198(10) 0.37664(7) 0.0186 1.0000 Uani . . . . . .
C30 C -0.05495(18) 0.90604(12) 0.38315(8) 0.0207 1.0000 Uani D . . . . .
N31 N -0.15997(16) 0.85154(10) 0.41296(7) 0.0220 1.0000 Uani D . . . . .
C32 C -0.14366(19) 0.75961(12) 0.43805(8) 0.0212 1.0000 Uani D . . . . .
C33 C -0.00039(19) 0.72062(12) 0.43061(8) 0.0217 1.0000 Uani . . . . . .
C34 C 0.10352(18) 0.77128(12) 0.40072(8) 0.0198 1.0000 Uani . . . . . .
O35 O -0.07759(14) 0.98726(9) 0.36383(6) 0.0266 1.0000 Uani . . . . . .
O36 O -0.24897(14) 0.71956(9) 0.46229(6) 0.0278 1.0000 Uani . . . . . .
O37 O 0.33794(14) 0.59208(9) 0.15825(7) 0.0283 1.0000 Uani D . . . . .
H11 H 0.9273 0.2808 0.3846 0.0900 1.0000 Uiso R . . . . .
H12 H 1.0741 0.2298 0.3672 0.0895 1.0000 Uiso R . . . . .
H13 H 0.9526 0.2432 0.3127 0.0892 1.0000 Uiso R . . . . .
H21 H 1.1052 0.3972 0.3752 0.0411 1.0000 Uiso R . . . . .
H31 H 1.2216 0.4250 0.2737 0.0523 1.0000 Uiso R . . . . .
H33 H 1.2604 0.3222 0.2973 0.0523 1.0000 Uiso R . . . . .
H32 H 1.1414 0.3355 0.2435 0.0525 1.0000 Uiso R . . . . .
H71 H 0.7125 0.5001 0.2837 0.0251 1.0000 Uiso R . . . . .
H81 H 0.7749 0.6536 0.2473 0.0413 1.0000 Uiso R . . . . .
H83 H 0.8938 0.6628 0.3025 0.0414 1.0000 Uiso R . . . . .
H82 H 0.9176 0.5889 0.2456 0.0413 1.0000 Uiso R . . . . .
H141 H 0.5436 0.4009 0.3586 0.0461 1.0000 Uiso R . . . . .
H151 H 0.5226 0.2421 0.3969 0.0562 1.0000 Uiso R . . . . .
H161 H 0.3783 0.2081 0.4853 0.0667 1.0000 Uiso R . . . . .
H171 H 0.2379 0.3291 0.5328 0.0665 1.0000 Uiso R . . . . .
H181 H 0.2512 0.4843 0.4948 0.0429 1.0000 Uiso R . . . . .
H202 H 0.6078 0.7801 0.3231 0.0252 1.0000 Uiso R . . . . .
H201 H 0.4940 0.7495 0.2680 0.0254 1.0000 Uiso R . . . . .
H211 H 0.4799 0.9117 0.2965 0.0223 1.0000 Uiso R . . . . .
H231 H 0.1414 0.9642 0.3157 0.0196 1.0000 Uiso R . . . . .
H251 H 0.4083 0.8504 0.4242 0.0212 1.0000 Uiso R . . . . .
H281 H 0.3083 1.0350 0.4787 0.0362 1.0000 Uiso R . . . . .
H282 H 0.1554 1.0439 0.4486 0.0350 1.0000 Uiso R . . . . .
H283 H 0.2006 0.9461 0.4807 0.0350 1.0000 Uiso R . . . . .
H331 H 0.0208 0.6594 0.4465 0.0269 1.0000 Uiso R . . . . .
H341 H 0.1977 0.7459 0.3948 0.0226 1.0000 Uiso R . . . . .
H371 H 0.257(2) 0.5664(17) 0.1567(12) 0.0416(19) 1.0000 Uiso D . . . . .
H311 H -0.2438(17) 0.8769(11) 0.4167(9) 0.0256(19) 1.0000 Uiso D . . . . .
H372 H 0.362(3) 0.5814(18) 0.1963(9) 0.0431(19) 1.0000 Uiso D . . . . .
H261 H 0.581(3) 0.9935(13) 0.3917(10) 0.0345(19) 1.0000 Uiso D . . . . .
H91 H 0.6994(17) 0.6062(15) 0.3947(8) 0.0300(19) 1.0000 Uiso D . . . . .

_refine_ls_extinction_coef       90(6)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_oxford_refine_ls_scale          3.96(4)
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
C1 . C2 . 1.507(3) yes
C1 . H11 . 0.973 no
C1 . H12 . 0.964 no
C1 . H13 . 0.970 no
C2 . C3 . 1.510(3) yes
C2 . O4 . 1.469(2) yes
C2 . H21 . 0.993 no
C3 . H31 . 0.964 no
C3 . H33 . 0.950 no
C3 . H32 . 0.972 no
O4 . C5 . 1.327(2) yes
C5 . O6 . 1.202(2) yes
C5 . C7 . 1.519(2) yes
C7 . C8 . 1.522(2) yes
C7 . N9 . 1.462(2) yes
C7 . H71 . 0.969 no
C8 . H81 . 0.978 no
C8 . H83 . 0.972 no
C8 . H82 . 0.962 no
N9 . P10 . 1.6153(15) yes
N9 . H91 . 0.876(15) no
P10 . O11 . 1.4686(13) yes
P10 . O12 . 1.5822(13) yes
P10 . O19 . 1.5808(11) yes
O12 . C13 . 1.403(2) yes
C13 . C14 . 1.389(3) yes
C13 . C18 . 1.372(3) yes
C14 . C15 . 1.382(3) yes
C14 . H141 . 0.954 no
C15 . C16 . 1.379(4) yes
C15 . H151 . 0.943 no
C16 . C17 . 1.375(4) yes
C16 . H161 . 0.948 no
C17 . C18 . 1.388(3) yes
C17 . H171 . 0.938 no
C18 . H181 . 0.946 no
O19 . C20 . 1.445(2) yes
C20 . C21 . 1.504(2) yes
C20 . H202 . 0.966 no
C20 . H201 . 0.986 no
C21 . O22 . 1.443(2) yes
C21 . C25 . 1.528(2) yes
C21 . H211 . 0.977 no
O22 . C23 . 1.419(2) yes
C23 . C24 . 1.540(2) yes
C23 . N29 . 1.473(2) yes
C23 . H231 . 0.998 no
C24 . C25 . 1.529(2) yes
C24 . F27 . 1.4205(18) yes
C24 . C28 . 1.500(2) yes
C25 . O26 . 1.410(2) yes
C25 . H251 . 0.972 no
O26 . H261 . 0.834(15) no
C28 . H281 . 0.956 no
C28 . H282 . 0.949 no
C28 . H283 . 0.972 no
N29 . C30 . 1.379(2) yes
N29 . C34 . 1.382(2) yes
C30 . N31 . 1.374(2) yes
C30 . O35 . 1.222(2) yes
N31 . C32 . 1.394(2) yes
N31 . H311 . 0.852(15) no
C32 . C33 . 1.433(3) yes
C32 . O36 . 1.224(2) yes
C33 . C34 . 1.338(2) yes
C33 . H331 . 0.937 no
C34 . H341 . 0.944 no
O37 . H371 . 0.831(16) no
O37 . H372 . 0.824(16) 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
C2 . C1 . H11 . 108.4 no
C2 . C1 . H12 . 108.4 no
H11 . C1 . H12 . 108.1 no
C2 . C1 . H13 . 112.1 no
H11 . C1 . H13 . 109.1 no
H12 . C1 . H13 . 110.6 no
C1 . C2 . C3 . 113.94(18) yes
C1 . C2 . O4 . 107.73(18) yes
C3 . C2 . O4 . 105.18(15) yes
C1 . C2 . H21 . 110.4 no
C3 . C2 . H21 . 111.1 no
O4 . C2 . H21 . 108.1 no
C2 . C3 . H31 . 111.0 no
C2 . C3 . H33 . 109.2 no
H31 . C3 . H33 . 109.1 no
C2 . C3 . H32 . 108.9 no
H31 . C3 . H32 . 109.4 no
H33 . C3 . H32 . 109.1 no
C2 . O4 . C5 . 117.57(14) yes
O4 . C5 . O6 . 125.18(17) yes
O4 . C5 . C7 . 109.94(14) yes
O6 . C5 . C7 . 124.77(16) yes
C5 . C7 . C8 . 109.47(15) yes
C5 . C7 . N9 . 109.16(14) yes
C8 . C7 . N9 . 112.46(14) yes
C5 . C7 . H71 . 108.5 no
C8 . C7 . H71 . 110.2 no
N9 . C7 . H71 . 106.9 no
C7 . C8 . H81 . 109.2 no
C7 . C8 . H83 . 109.9 no
H81 . C8 . H83 . 108.3 no
C7 . C8 . H82 . 109.9 no
H81 . C8 . H82 . 110.5 no
H83 . C8 . H82 . 109.1 no
C7 . N9 . P10 . 124.36(12) yes
C7 . N9 . H91 . 116.5(10) no
P10 . N9 . H91 . 119.0(10) no
N9 . P10 . O11 . 111.79(7) yes
N9 . P10 . O12 . 108.98(8) yes
O11 . P10 . O12 . 115.64(8) yes
N9 . P10 . O19 . 108.63(7) yes
O11 . P10 . O19 . 115.61(7) yes
O12 . P10 . O19 . 94.87(6) yes
P10 . O12 . C13 . 124.74(12) yes
O12 . C13 . C14 . 123.30(17) yes
O12 . C13 . C18 . 114.96(17) yes
C14 . C13 . C18 . 121.74(18) yes
C13 . C14 . C15 . 118.8(2) yes
C13 . C14 . H141 . 120.2 no
C15 . C14 . H141 . 120.9 no
C14 . C15 . C16 . 120.1(2) yes
C14 . C15 . H151 . 121.5 no
C16 . C15 . H151 . 118.5 no
C15 . C16 . C17 . 120.2(2) yes
C15 . C16 . H161 . 119.6 no
C17 . C16 . H161 . 120.1 no
C16 . C17 . C18 . 120.7(2) yes
C16 . C17 . H171 . 121.4 no
C18 . C17 . H171 . 117.8 no
C17 . C18 . C13 . 118.4(2) yes
C17 . C18 . H181 . 120.9 no
C13 . C18 . H181 . 120.6 no
P10 . O19 . C20 . 117.06(10) yes
O19 . C20 . C21 . 109.39(13) yes
O19 . C20 . H202 . 110.1 no
C21 . C20 . H202 . 106.9 no
O19 . C20 . H201 . 109.6 no
C21 . C20 . H201 . 110.8 no
H202 . C20 . H201 . 110.0 no
C20 . C21 . O22 . 108.20(14) yes
C20 . C21 . C25 . 116.81(14) yes
O22 . C21 . C25 . 104.71(13) yes
C20 . C21 . H211 . 107.0 no
O22 . C21 . H211 . 110.9 no
C25 . C21 . H211 . 109.2 no
C21 . O22 . C23 . 109.88(12) yes
O22 . C23 . C24 . 107.05(13) yes
O22 . C23 . N29 . 108.52(13) yes
C24 . C23 . N29 . 113.71(13) yes
O22 . C23 . H231 . 110.7 no
C24 . C23 . H231 . 111.5 no
N29 . C23 . H231 . 105.4 no
C23 . C24 . C25 . 102.74(13) yes
C23 . C24 . F27 . 104.14(12) yes
C25 . C24 . F27 . 105.87(12) yes
C23 . C24 . C28 . 117.34(14) yes
C25 . C24 . C28 . 117.26(14) yes
F27 . C24 . C28 . 108.21(13) yes
C24 . C25 . C21 . 101.33(13) yes
C24 . C25 . O26 . 114.89(13) yes
C21 . C25 . O26 . 114.04(14) yes
C24 . C25 . H251 . 109.2 no
C21 . C25 . H251 . 109.7 no
O26 . C25 . H251 . 107.5 no
C25 . O26 . H261 . 112.9(16) no
C24 . C28 . H281 . 107.5 no
C24 . C28 . H282 . 109.9 no
H281 . C28 . H282 . 107.9 no
C24 . C28 . H283 . 110.2 no
H281 . C28 . H283 . 111.2 no
H282 . C28 . H283 . 110.1 no
C23 . N29 . C30 . 116.38(13) yes
C23 . N29 . C34 . 122.02(14) yes
C30 . N29 . C34 . 121.58(14) yes
N29 . C30 . N31 . 114.80(14) yes
N29 . C30 . O35 . 122.40(15) yes
N31 . C30 . O35 . 122.80(16) yes
C30 . N31 . C32 . 126.98(15) yes
C30 . N31 . H311 . 116.4(10) no
C32 . N31 . H311 . 116.7(10) no
N31 . C32 . C33 . 114.26(15) yes
N31 . C32 . O36 . 119.20(16) yes
C33 . C32 . O36 . 126.52(16) yes
C32 . C33 . C34 . 120.16(16) yes
C32 . C33 . H331 . 120.1 no
C34 . C33 . H331 . 119.7 no
N29 . C34 . C33 . 122.18(16) yes
N29 . C34 . H341 . 116.9 no
C33 . C34 . H341 . 121.0 no
H371 . O37 . H372 . 101(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
C28 . H281 . O6 3_466 130 0.96 2.50 3.199(3) yes
C34 . H341 . O19 . 167 0.94 2.48 3.410(3) yes
O37 . H371 . O35 4_545 167(2) 0.831 2.027 2.842(3) yes
N31 . H311 . O26 1_455 172.6(16) 0.852 2.054 2.900(3) yes
O37 . H372 . O11 . 171(3) 0.824 1.977 2.794(3) yes
O26 . H261 . O37 4_655 171(2) 0.834 1.872 2.699(3) yes
N9 . H91 . O36 1_655 154.8(18) 0.876 2.161 2.977(3) yes


# looking for ARCHIVE-HKL.CIF 

# end of ARCHIVE-HKL.CIF 

# start Validation Reply Form
_vrf_PLAT417_I                   
;
PROBLEM: Short Inter D-H..H-D       H261     ..H371     .       2.06 Ang.  
RESPONSE: Checked.
;
# end Validation Reply Form
_chemical_name_systematic        'sofosbuvir hydrate'
