# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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 1522232'
_audit_update_record             
;
2016-12-12 deposited with the CCDC.
2017-05-02 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                   16.1287(11)
_cell_length_b                   11.1367(9)
_cell_length_c                   8.7194(9)
_cell_angle_alpha                90.0
_cell_angle_beta                 104.776(8)
_cell_angle_gamma                90.0
_cell_volume                     1514.4(2)

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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'
F 0.0171 0.0103 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'


_cell_formula_units_Z            4

# Given Formula = C18 H17 F2 N1 O1 
# Dc =      1.33 Fooo =    664.00 Mu =      0.99 M =    301.34
# Found Formula = C18 H17 F2 N1 O2 
# Dc =      1.40 FOOO =    664.00 Mu =      1.08 M =    317.33

_chemical_formula_sum            'C18 H17 F2 N1 O2'
_chemical_formula_moiety         'C18 H17 F2 N1 O2'
_chemical_compound_source        ?
_chemical_formula_weight         317.33


_cell_measurement_reflns_used    1292
_cell_measurement_theta_min      3
_cell_measurement_theta_max      23
_cell_measurement_temperature    293

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.048
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_max          0.544

_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.108

# Sheldrick geometric approximatio 0.99 0.99 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  0.99
_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            7530
_reflns_number_total             3512
_diffrn_reflns_av_R_equivalents  0.035
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 3512 
# Theoretical number of reflections is about 7423 


_diffrn_reflns_theta_min         3.036
_diffrn_reflns_theta_max         29.377
_diffrn_measured_fraction_theta_max 0.850

_diffrn_reflns_theta_full        25.264
_diffrn_measured_fraction_theta_full 0.942


_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_reflns_limit_h_min              -21
_reflns_limit_h_max              20
_reflns_limit_k_min              0
_reflns_limit_k_max              14
_reflns_limit_l_min              0
_reflns_limit_l_max              12

_oxford_diffrn_Wilson_B_factor   3.85
_oxford_diffrn_Wilson_scale      0.53

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

_refine_diff_density_min         -0.24
_refine_diff_density_max         0.22


# 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         1474
_refine_ls_number_restraints     0
_refine_ls_number_parameters     208
_oxford_refine_ls_R_factor_ref   0.0470
_refine_ls_wR_factor_ref         0.0532
_refine_ls_goodness_of_fit_ref   1.1190
_refine_ls_shift/su_max          0.0001721
_refine_ls_shift/su_mean         0.0000161


# The values computed from all data 
_oxford_reflns_number_all        3504
_refine_ls_R_factor_all          0.1476
_refine_ls_wR_factor_all         0.0767

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1902
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_gt          0.0594

# 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 .


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    noref # none, 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: 
 6.04 4.79 5.22 
;

# 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 0.14019(16) 0.1385(2) 0.3080(3) 0.0487 1.0000 Uani . . . . . .
C2 C 0.06104(19) 0.0937(3) 0.3289(4) 0.0633 1.0000 Uani . . . . . .
C3 C 0.0037(2) 0.1669(3) 0.3691(4) 0.0782 1.0000 Uani . . . . . .
C4 C 0.0208(2) 0.2885(3) 0.3942(4) 0.0735 1.0000 Uani . . . . . .
C5 C 0.09392(17) 0.3369(3) 0.3679(4) 0.0588 1.0000 Uani . . . . . .
C6 C 0.15491(15) 0.2649(2) 0.3193(3) 0.0429 1.0000 Uani . . . . . .
C7 C 0.23057(15) 0.3127(2) 0.2821(3) 0.0407 1.0000 Uani . . . . . .
C8 C 0.24868(17) 0.4417(2) 0.2854(3) 0.0485 1.0000 Uani . . . . . .
O9 O 0.19768(13) 0.52235(18) 0.2853(3) 0.0790 1.0000 Uani . . . . . .
C10 C 0.34144(16) 0.4764(2) 0.2903(3) 0.0493 1.0000 Uani . . . . . .
F11 F 0.38693(10) 0.46063(15) 0.44552(18) 0.0622 1.0000 Uani . . . . . .
F12 F 0.34462(11) 0.59681(13) 0.2654(3) 0.0805 1.0000 Uani . . . . . .
C13 C 0.38078(16) 0.4094(2) 0.1786(3) 0.0475 1.0000 Uani . . . . . .
C14 C 0.47859(19) 0.4194(3) 0.2158(4) 0.0651 1.0000 Uani . . . . . .
C15 C 0.5110(2) 0.3063(3) 0.3025(5) 0.0830 1.0000 Uani . . . . . .
O16 O 0.43948(11) 0.23689(16) 0.3179(2) 0.0598 1.0000 Uani . . . . . .
C17 C 0.36759(16) 0.2747(2) 0.1942(3) 0.0462 1.0000 Uani . . . . . .
C18 C 0.28668(14) 0.2350(2) 0.2358(3) 0.0392 1.0000 Uani . . . . . .
C19 C 0.27191(16) 0.1102(2) 0.2292(3) 0.0456 1.0000 Uani . . . . . .
C20 C 0.20270(15) 0.0604(2) 0.2694(3) 0.0451 1.0000 Uani . . . . . .
N21 N 0.18997(15) -0.06379(18) 0.2635(3) 0.0565 1.0000 Uani . . . . . .
C22 C 0.2406(3) -0.1359(3) 0.1843(5) 0.0906 1.0000 Uani . . . . . .
C23 C 0.1811(3) -0.1230(3) 0.4062(4) 0.0851 1.0000 Uani . . . . . .
H21 H 0.0481 0.0074 0.3116 0.0779 1.0000 Uiso . . . . . .
H31 H -0.0504 0.1347 0.3823 0.0925 1.0000 Uiso . . . . . .
H41 H -0.0182 0.3411 0.4316 0.0893 1.0000 Uiso . . . . . .
H51 H 0.1052 0.4233 0.3839 0.0727 1.0000 Uiso . . . . . .
H131 H 0.3528 0.4358 0.0634 0.0589 1.0000 Uiso . . . . . .
H141 H 0.4989 0.4925 0.2837 0.0797 1.0000 Uiso . . . . . .
H142 H 0.4985 0.4270 0.1165 0.0793 1.0000 Uiso . . . . . .
H151 H 0.5493 0.3238 0.4124 0.1026 1.0000 Uiso . . . . . .
H152 H 0.5457 0.2604 0.2432 0.1025 1.0000 Uiso . . . . . .
H171 H 0.3703 0.2338 0.0887 0.0594 1.0000 Uiso . . . . . .
H191 H 0.3132 0.0591 0.1934 0.0544 1.0000 Uiso . . . . . .
H221 H 0.2176 -0.2172 0.1693 0.1359 1.0000 Uiso . . . . . .
H222 H 0.3015 -0.1390 0.2493 0.1364 1.0000 Uiso . . . . . .
H223 H 0.2400 -0.1009 0.0756 0.1363 1.0000 Uiso . . . . . .
H231 H 0.1419 -0.1917 0.3823 0.1334 1.0000 Uiso . . . . . .
H232 H 0.2378 -0.1510 0.4678 0.1332 1.0000 Uiso . . . . . .
H233 H 0.1579 -0.0655 0.4747 0.1333 1.0000 Uiso . . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0481(15) 0.0519(15) 0.0460(15) -0.0012(11) 0.0116(11) -0.0103(12)
C2 0.0521(18) 0.0641(18) 0.078(2) -0.0040(15) 0.0235(14) -0.0158(15)
C3 0.0557(19) 0.093(3) 0.094(3) 0.0016(19) 0.0341(17) -0.0138(18)
C4 0.0539(18) 0.090(2) 0.082(2) -0.0059(18) 0.0264(15) 0.0042(16)
C5 0.0420(15) 0.0674(18) 0.0681(19) -0.0042(14) 0.0158(13) 0.0023(13)
C6 0.0397(13) 0.0493(14) 0.0368(13) 0.0002(10) 0.0044(10) -0.0010(10)
C7 0.0411(13) 0.0408(13) 0.0388(13) -0.0029(10) 0.0073(10) -0.0038(10)
C8 0.0545(16) 0.0408(13) 0.0489(14) 0.0004(11) 0.0108(12) 0.0024(12)
O9 0.0700(15) 0.0476(11) 0.127(2) 0.0048(12) 0.0386(13) 0.0104(10)
C10 0.0555(16) 0.0315(12) 0.0559(16) 0.0065(11) 0.0049(13) -0.0046(11)
F11 0.0652(9) 0.0656(10) 0.0516(10) -0.0136(7) 0.0071(7) -0.0085(7)
F12 0.0786(13) 0.0360(9) 0.1278(17) 0.0122(9) 0.0274(11) -0.0074(7)
C13 0.0519(15) 0.0483(14) 0.0441(15) 0.0054(11) 0.0154(12) -0.0119(11)
C14 0.0622(19) 0.0661(18) 0.073(2) -0.0016(14) 0.0288(15) -0.0160(14)
C15 0.0472(18) 0.0630(19) 0.142(3) 0.000(2) 0.0296(18) -0.0085(14)
O16 0.0404(10) 0.0497(10) 0.0888(15) 0.0063(9) 0.0154(9) -0.0001(8)
C17 0.0499(15) 0.0474(14) 0.0426(15) -0.0092(11) 0.0138(12) -0.0085(11)
C18 0.0410(13) 0.0410(12) 0.0345(12) -0.0019(10) 0.0077(10) -0.0068(10)
C19 0.0490(15) 0.0382(12) 0.0497(15) -0.0052(11) 0.0122(11) -0.0025(11)
C20 0.0525(16) 0.0388(12) 0.0428(14) -0.0015(10) 0.0100(11) -0.0081(11)
N21 0.0712(15) 0.0414(11) 0.0606(14) 0.0013(11) 0.0236(11) -0.0118(10)
C22 0.125(3) 0.0399(16) 0.123(3) -0.0122(17) 0.061(3) -0.0093(17)
C23 0.106(3) 0.072(2) 0.077(2) 0.0161(18) 0.0210(18) -0.0221(18)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.060(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 . 1.425(4) yes
C1 . C6 . 1.425(4) yes
C1 . C20 . 1.435(4) yes
C2 . C3 . 1.340(5) yes
C2 . H21 . 0.984 no
C3 . C4 . 1.386(5) yes
C3 . H31 . 0.973 no
C4 . C5 . 1.364(4) yes
C4 . H41 . 0.971 no
C5 . C6 . 1.415(4) yes
C5 . H51 . 0.981 no
C6 . C7 . 1.442(4) yes
C7 . C8 . 1.463(3) yes
C7 . C18 . 1.385(4) yes
C8 . O9 . 1.218(3) yes
C8 . C10 . 1.535(4) yes
C10 . F11 . 1.374(3) yes
C10 . F12 . 1.359(3) yes
C10 . C13 . 1.491(4) yes
C13 . C14 . 1.531(4) yes
C13 . C17 . 1.524(4) yes
C13 . H131 . 1.032 no
C14 . C15 . 1.491(5) yes
C14 . H141 . 1.009 no
C14 . H142 . 0.997 no
C15 . O16 . 1.423(4) yes
C15 . H151 . 1.016 no
C15 . H152 . 0.992 no
O16 . C17 . 1.428(3) yes
C17 . C18 . 1.507(3) yes
C17 . H171 . 1.035 no
C18 . C19 . 1.409(3) yes
C19 . C20 . 1.370(4) yes
C19 . H191 . 0.982 no
C20 . N21 . 1.395(3) yes
N21 . C22 . 1.441(4) yes
N21 . C23 . 1.447(4) yes
C22 . H221 . 0.973 no
C22 . H222 . 0.999 no
C22 . H223 . 1.020 no
C23 . H231 . 0.979 no
C23 . H232 . 0.983 no
C23 . H233 . 1.007 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 . C6 . 118.4(2) yes
C2 . C1 . C20 . 121.5(2) yes
C6 . C1 . C20 . 120.1(2) yes
C1 . C2 . C3 . 121.2(3) yes
C1 . C2 . H21 . 118.9 no
C3 . C2 . H21 . 119.9 no
C2 . C3 . C4 . 120.8(3) yes
C2 . C3 . H31 . 120.1 no
C4 . C3 . H31 . 119.1 no
C3 . C4 . C5 . 120.2(3) yes
C3 . C4 . H41 . 121.4 no
C5 . C4 . H41 . 118.4 no
C4 . C5 . C6 . 121.4(3) yes
C4 . C5 . H51 . 119.9 no
C6 . C5 . H51 . 118.7 no
C1 . C6 . C5 . 117.7(2) yes
C1 . C6 . C7 . 119.0(2) yes
C5 . C6 . C7 . 123.3(2) yes
C6 . C7 . C8 . 122.2(2) yes
C6 . C7 . C18 . 119.1(2) yes
C8 . C7 . C18 . 118.6(2) yes
C7 . C8 . O9 . 126.4(2) yes
C7 . C8 . C10 . 115.8(2) yes
O9 . C8 . C10 . 117.8(2) yes
C8 . C10 . F11 . 105.5(2) yes
C8 . C10 . F12 . 108.6(2) yes
F11 . C10 . F12 . 104.5(2) yes
C8 . C10 . C13 . 115.4(2) yes
F11 . C10 . C13 . 111.7(2) yes
F12 . C10 . C13 . 110.5(2) yes
C10 . C13 . C14 . 114.2(2) yes
C10 . C13 . C17 . 110.1(2) yes
C14 . C13 . C17 . 102.2(2) yes
C10 . C13 . H131 . 109.8 no
C14 . C13 . H131 . 111.0 no
C17 . C13 . H131 . 109.2 no
C13 . C14 . C15 . 104.8(2) yes
C13 . C14 . H141 . 110.3 no
C15 . C14 . H141 . 111.3 no
C13 . C14 . H142 . 111.2 no
C15 . C14 . H142 . 111.2 no
H141 . C14 . H142 . 108.2 no
C14 . C15 . O16 . 108.6(2) yes
C14 . C15 . H151 . 111.4 no
O16 . C15 . H151 . 109.2 no
C14 . C15 . H152 . 110.0 no
O16 . C15 . H152 . 110.1 no
H151 . C15 . H152 . 107.5 no
C15 . O16 . C17 . 106.8(2) yes
C13 . C17 . O16 . 104.58(19) yes
C13 . C17 . C18 . 117.3(2) yes
O16 . C17 . C18 . 108.5(2) yes
C13 . C17 . H171 . 108.4 no
O16 . C17 . H171 . 109.4 no
C18 . C17 . H171 . 108.5 no
C17 . C18 . C7 . 123.7(2) yes
C17 . C18 . C19 . 115.3(2) yes
C7 . C18 . C19 . 120.9(2) yes
C18 . C19 . C20 . 122.0(2) yes
C18 . C19 . H191 . 117.6 no
C20 . C19 . H191 . 120.3 no
C1 . C20 . C19 . 118.7(2) yes
C1 . C20 . N21 . 120.3(2) yes
C19 . C20 . N21 . 120.9(2) yes
C20 . N21 . C22 . 118.3(2) yes
C20 . N21 . C23 . 117.8(2) yes
C22 . N21 . C23 . 110.4(3) yes
N21 . C22 . H221 . 109.9 no
N21 . C22 . H222 . 109.9 no
H221 . C22 . H222 . 109.2 no
N21 . C22 . H223 . 110.9 no
H221 . C22 . H223 . 108.4 no
H222 . C22 . H223 . 108.4 no
N21 . C23 . H231 . 111.8 no
N21 . C23 . H232 . 109.6 no
H231 . C23 . H232 . 109.0 no
N21 . C23 . H233 . 110.5 no
H231 . C23 . H233 . 107.8 no
H232 . C23 . H233 . 107.9 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
C5 . H51 . O9 . 123.82 0.981 2.190 2.864(4) yes
C22 . H223 . O9 4_554 165.7 1.020 2.594 3.599(4) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 17/10/13 at 14:26:09
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 17/10/13 at 14:26:09
#
#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 1522233'
_audit_update_record             
;
2016-12-12 deposited with the CCDC.
2017-05-02 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                   7.4538(9)
_cell_length_b                   9.224(2)
_cell_length_c                   10.1161(15)
_cell_angle_alpha                72.845(17)
_cell_angle_beta                 78.348(11)
_cell_angle_gamma                73.761(15)
_cell_volume                     632.6(2)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-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'
F 0.0171 0.0103 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'


_cell_formula_units_Z            2

# Given Formula = C15 H13 F2 N1 O2 
# Dc =      1.46 Fooo =    288.00 Mu =      1.16 M =    277.27
# Found Formula = C15 H13 F2 N1 O2 
# Dc =      1.46 FOOO =    288.00 Mu =      1.16 M =    277.27

_chemical_formula_sum            'C15 H13 F2 N1 O2'
_chemical_formula_moiety         'C15 H13 F2 N1 O2'
_chemical_compound_source        ?
_chemical_formula_weight         277.27


_cell_measurement_reflns_used    797
_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          0.034
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_max          0.403

_exptl_crystal_density_diffrn    1.455
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             288
_exptl_absorpt_coefficient_mu    0.116

# Sheldrick geometric approximatio 0.99 1.00 
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_absorpt_correction_T_min  0.99
_exptl_absorpt_correction_T_max  1.00
_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            5792
_reflns_number_total             2928
_diffrn_reflns_av_R_equivalents  0.069
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 2928 
# Theoretical number of reflections is about 6595 


_diffrn_reflns_theta_min         2.758
_diffrn_reflns_theta_max         29.326
_diffrn_measured_fraction_theta_max 0.944

_diffrn_reflns_theta_full        25.220
_diffrn_measured_fraction_theta_full 0.980


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              -11
_reflns_limit_k_max              11
_reflns_limit_l_min              0
_reflns_limit_l_max              13

_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         -0.32
_refine_diff_density_max         0.26


# 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         960
_refine_ls_number_restraints     0
_refine_ls_number_parameters     181
_oxford_refine_ls_R_factor_ref   0.0562
_refine_ls_wR_factor_ref         0.0475
_refine_ls_goodness_of_fit_ref   1.1222
_refine_ls_shift/su_max          0.0001554
_refine_ls_shift/su_mean         0.0000138


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        2918
_refine_ls_R_factor_all          0.2150
_refine_ls_wR_factor_all         0.0949

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                1303
_refine_ls_R_factor_gt           0.0923
_refine_ls_wR_factor_gt          0.0582

# 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 .


_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: 
 4.98 3.38 4.58 1.52 
;

# 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 -0.0124(4) 1.3098(3) 0.0303(3) 0.0441 1.0000 Uani . . . . . .
C2 C 0.1064(5) 1.2911(5) 0.1294(4) 0.0340 1.0000 Uani . . . . . .
C3 C 0.1374(5) 1.1327(4) 0.2280(4) 0.0274 1.0000 Uani . . . . . .
N4 N 0.0051(4) 1.0482(4) 0.2753(3) 0.0322 1.0000 Uani . . . . . .
C5 C 0.0788(5) 0.9070(5) 0.3665(4) 0.0313 1.0000 Uani . . . . . .
C6 C -0.0064(6) 0.7858(5) 0.4393(4) 0.0383 1.0000 Uani . . . . . .
C7 C 0.1031(6) 0.6586(5) 0.5212(4) 0.0411 1.0000 Uani . . . . . .
C8 C 0.2888(6) 0.6515(5) 0.5341(4) 0.0434 1.0000 Uani . . . . . .
C9 C 0.3722(5) 0.7728(5) 0.4603(4) 0.0400 1.0000 Uani . . . . . .
C10 C 0.2655(5) 0.9033(4) 0.3747(4) 0.0291 1.0000 Uani . . . . . .
C11 C 0.3010(5) 1.0488(5) 0.2862(4) 0.0281 1.0000 Uani . . . . . .
C12 C 0.4633(5) 1.1131(5) 0.2547(4) 0.0354 1.0000 Uani . . . . . .
O13 O 0.6192(4) 1.0441(4) 0.2889(3) 0.0506 1.0000 Uani . . . . . .
C14 C 0.4260(5) 1.2844(5) 0.1722(5) 0.0477 1.0000 Uani . . . . . .
C15 C 0.2998(5) 1.3299(5) 0.0626(5) 0.0384 1.0000 Uani . . . . . .
C16 C 0.3874(7) 1.2534(6) -0.0570(5) 0.0579 1.0000 Uani . . . . . .
C17 C 0.2455(7) 1.2795(6) -0.1552(5) 0.0584 1.0000 Uani . . . . . .
C18 C 0.0715(8) 1.2264(6) -0.0738(5) 0.0586 1.0000 Uani . . . . . .
F19 F 0.5937(3) 1.3223(3) 0.1174(3) 0.0829 1.0000 Uani . . . . . .
F20 F 0.3482(4) 1.3721(3) 0.2706(3) 0.0684 1.0000 Uani . . . . . .
H21 H 0.0400 1.3676 0.1887 0.0454 1.0000 Uiso . . . . . .
H61 H -0.1350 0.7915 0.4319 0.0413 1.0000 Uiso . . . . . .
H71 H 0.0485 0.5710 0.5722 0.0502 1.0000 Uiso . . . . . .
H81 H 0.3573 0.5644 0.5970 0.0543 1.0000 Uiso . . . . . .
H91 H 0.4996 0.7684 0.4675 0.0444 1.0000 Uiso . . . . . .
H151 H 0.2785 1.4464 0.0211 0.0453 1.0000 Uiso . . . . . .
H162 H 0.4975 1.2956 -0.1069 0.0700 1.0000 Uiso . . . . . .
H161 H 0.4338 1.1402 -0.0164 0.0700 1.0000 Uiso . . . . . .
H171 H 0.2096 1.3908 -0.2032 0.0701 1.0000 Uiso . . . . . .
H172 H 0.3034 1.2194 -0.2279 0.0702 1.0000 Uiso . . . . . .
H182 H -0.0239 1.2415 -0.1372 0.0624 1.0000 Uiso . . . . . .
H181 H 0.1069 1.1115 -0.0293 0.0625 1.0000 Uiso . . . . . .
H41 H -0.1142 1.0821 0.2600 0.0344 1.0000 Uiso . . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0343(14) 0.049(2) 0.0455(18) -0.0006(16) -0.0150(14) -0.0094(13)
C2 0.024(2) 0.035(3) 0.041(2) -0.005(2) -0.0061(18) -0.0070(18)
C3 0.0210(18) 0.027(2) 0.035(2) -0.0102(19) -0.0027(17) -0.0047(16)
N4 0.0210(16) 0.039(2) 0.0355(18) -0.0029(17) -0.0078(15) -0.0093(16)
C5 0.0209(19) 0.038(3) 0.031(2) -0.004(2) -0.0050(18) -0.0049(19)
C6 0.039(2) 0.045(3) 0.034(2) 0.000(2) -0.004(2) -0.026(2)
C7 0.052(3) 0.036(3) 0.038(2) -0.001(2) 0.001(2) -0.027(2)
C8 0.050(3) 0.038(3) 0.035(2) -0.001(2) -0.006(2) -0.006(2)
C9 0.031(2) 0.043(3) 0.039(2) -0.004(2) -0.0040(19) -0.006(2)
C10 0.0234(19) 0.028(2) 0.034(2) -0.006(2) -0.0049(17) -0.0041(17)
C11 0.0188(18) 0.029(2) 0.034(2) -0.0068(19) -0.0015(16) -0.0040(16)
C12 0.022(2) 0.041(3) 0.042(3) -0.004(2) -0.0099(19) -0.0100(19)
O13 0.0262(16) 0.052(2) 0.072(2) -0.0005(16) -0.0169(15) -0.0158(15)
C14 0.028(2) 0.043(3) 0.069(3) -0.002(3) -0.005(2) -0.018(2)
C15 0.030(2) 0.025(2) 0.051(3) 0.005(2) -0.0033(19) -0.0097(19)
C16 0.044(2) 0.054(3) 0.053(3) 0.013(3) 0.004(2) -0.010(2)
C17 0.073(3) 0.051(3) 0.035(2) -0.003(2) 0.003(2) -0.005(3)
C18 0.082(4) 0.049(3) 0.049(3) -0.009(3) -0.019(3) -0.020(3)
F19 0.0389(15) 0.064(2) 0.129(3) 0.0301(18) -0.0226(16) -0.0354(15)
F20 0.0718(18) 0.0468(19) 0.097(2) -0.0204(17) -0.0342(17) -0.0122(14)

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          1.256(6)
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 . 1.410(4) yes
O1 . C18 . 1.427(6) yes
C2 . C3 . 1.493(5) yes
C2 . C15 . 1.554(5) yes
C2 . H21 . 1.019 no
C3 . N4 . 1.352(5) yes
C3 . C11 . 1.388(5) yes
N4 . C5 . 1.395(5) yes
N4 . H41 . 0.885 no
C5 . C6 . 1.385(5) yes
C5 . C10 . 1.402(5) yes
C6 . C7 . 1.376(6) yes
C6 . H61 . 0.962 no
C7 . C8 . 1.397(6) yes
C7 . H71 . 0.968 no
C8 . C9 . 1.380(6) yes
C8 . H81 . 0.955 no
C9 . C10 . 1.400(5) yes
C9 . H91 . 0.956 no
C10 . C11 . 1.437(5) yes
C11 . C12 . 1.432(5) yes
C12 . O13 . 1.222(4) yes
C12 . C14 . 1.530(6) yes
C14 . C15 . 1.489(6) yes
C14 . F19 . 1.357(4) yes
C14 . F20 . 1.400(6) yes
C15 . C16 . 1.522(7) yes
C15 . H151 . 1.011 no
C16 . C17 . 1.518(7) yes
C16 . H162 . 0.988 no
C16 . H161 . 0.990 no
C17 . C18 . 1.512(7) yes
C17 . H171 . 0.983 no
C17 . H172 . 1.006 no
C18 . H182 . 1.007 no
C18 . H181 . 1.003 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 . O1 . C18 . 114.2(3) yes
O1 . C2 . C3 . 113.1(3) yes
O1 . C2 . C15 . 113.3(3) yes
C3 . C2 . C15 . 109.5(3) yes
O1 . C2 . H21 . 107.2 no
C3 . C2 . H21 . 106.1 no
C15 . C2 . H21 . 107.1 no
C2 . C3 . N4 . 124.0(3) yes
C2 . C3 . C11 . 126.9(3) yes
N4 . C3 . C11 . 109.1(3) yes
C3 . N4 . C5 . 109.4(3) yes
C3 . N4 . H41 . 125.3 no
C5 . N4 . H41 . 124.8 no
N4 . C5 . C6 . 129.3(3) yes
N4 . C5 . C10 . 107.9(3) yes
C6 . C5 . C10 . 122.8(3) yes
C5 . C6 . C7 . 116.3(3) yes
C5 . C6 . H61 . 121.1 no
C7 . C6 . H61 . 122.7 no
C6 . C7 . C8 . 122.7(4) yes
C6 . C7 . H71 . 118.3 no
C8 . C7 . H71 . 119.0 no
C7 . C8 . C9 . 120.5(4) yes
C7 . C8 . H81 . 120.1 no
C9 . C8 . H81 . 119.4 no
C8 . C9 . C10 . 118.4(4) yes
C8 . C9 . H91 . 121.1 no
C10 . C9 . H91 . 120.5 no
C5 . C10 . C9 . 119.4(3) yes
C5 . C10 . C11 . 106.2(3) yes
C9 . C10 . C11 . 134.4(3) yes
C10 . C11 . C3 . 107.3(3) yes
C10 . C11 . C12 . 132.1(3) yes
C3 . C11 . C12 . 120.5(4) yes
C11 . C12 . O13 . 125.8(4) yes
C11 . C12 . C14 . 113.6(3) yes
O13 . C12 . C14 . 120.6(3) yes
C12 . C14 . C15 . 116.1(3) yes
C12 . C14 . F19 . 108.8(3) yes
C15 . C14 . F19 . 110.8(4) yes
C12 . C14 . F20 . 106.2(3) yes
C15 . C14 . F20 . 109.6(3) yes
F19 . C14 . F20 . 104.7(4) yes
C2 . C15 . C14 . 109.6(3) yes
C2 . C15 . C16 . 111.3(3) yes
C14 . C15 . C16 . 112.3(4) yes
C2 . C15 . H151 . 108.5 no
C14 . C15 . H151 . 108.4 no
C16 . C15 . H151 . 106.6 no
C15 . C16 . C17 . 111.4(4) yes
C15 . C16 . H162 . 108.6 no
C17 . C16 . H162 . 111.1 no
C15 . C16 . H161 . 107.9 no
C17 . C16 . H161 . 110.1 no
H162 . C16 . H161 . 107.6 no
C16 . C17 . C18 . 109.8(4) yes
C16 . C17 . H171 . 110.1 no
C18 . C17 . H171 . 109.2 no
C16 . C17 . H172 . 109.7 no
C18 . C17 . H172 . 109.8 no
H171 . C17 . H172 . 108.2 no
C17 . C18 . O1 . 110.8(4) yes
C17 . C18 . H182 . 111.2 no
O1 . C18 . H182 . 109.3 no
C17 . C18 . H181 . 109.2 no
O1 . C18 . H181 . 110.1 no
H182 . C18 . H181 . 106.3 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
C15 . H151 . O1 2_585 140.8 1.011 2.548 3.392(6) yes
C17 . H172 . O13 2_675 146.6 1.006 2.564 3.450(6) yes
N4 . H41 . O13 1_455 149.9 0.885 2.062 2.862(6) yes


_iucr_refine_instruction_details_constraints 
;
#
# Punched on 22/04/16 at 14:07:55
#
#LIST     12                                                                    
BLOCK SCALE X'S, U'S 
END                                                                             
;


_iucr_refine_instruction_details_restraints 
;
#
# Punched on 22/04/16 at 14:07:55
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
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
-6 7 5 x .
-4 8 6 x .
9 -1 1 x .
