##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     'form.cif (version 2.0)'
_journal_data_validation_number     ?
_journal_date_recd_electronic     2011-05-24
_journal_date_accepted     2011-05-30
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2011
_journal_volume     67
_journal_issue      7
_journal_page_first     o1600
_journal_page_last     o1600
_journal_paper_category     QO
_journal_coeditor_code     RZ2604
_publ_contact_author_name     'Prof. Fun Hoong-Kun'
_publ_contact_author_address
;
      X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM, Penang
      MALAYSIA
;
_publ_contact_author_email     'hkfun@usm.my'
_publ_contact_author_fax     '6 04 6579150'
_publ_contact_author_phone     '6 04 6577888  Ext. 3690'
_publ_section_title
;
4-(Morpholin-4-yl)-3-(trifluoromethyl)benzonitrile
;
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Hoong-Kun Fun'
;
      Thomson Reuters ResearcherID: A-3561-2009.
;
;     X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM, Penang
      Malaysia
;
    'Safra Izuani Jama Asik' ?
;     X-ray Crystallography Unit
      School of Physics
      Universiti Sains Malaysia
      11800 USM, Penang
      Malaysia
;
    'Rajesha Kumar' ?
;     Organic Chemistry Division
      Department of Chemistry
      National Institute of Technology -- Karnataka
      Surathkal, Mangalore 575 025
      India
;
    'Arun M. Isloor' ?
;     Organic Chemistry Division
      Department of Chemistry
      National Institute of Technology -- Karnataka
      Surathkal, Mangalore 575 025
      India
;
    'Shivananda, K. N.' ?
;     Schulich Faculty of Chemistry
      Technion Israel Institute of Technology
      Haifa 32000
      Israel
;
_publ_section_synopsis     .
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
4-(Morpholin-4-yl)-3-(trifluoromethyl)benzonitrile
;
_chemical_name_common     ?
_chemical_formula_moiety     'C12 H11 F3 N2 O'
_chemical_formula_sum     'C12 H11 F3 N2 O'
_chemical_formula_iupac     'C12 H11 F3 N2 O'
_chemical_formula_weight     256.23
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/n'
_symmetry_space_group_name_Hall     '-P 2yn'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x+1/2, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x-1/2, -y-1/2, z-1/2'
_cell_length_a     12.7003(12)
_cell_length_b     6.8990(7)
_cell_length_c     13.3484(13)
_cell_angle_alpha     90.00
_cell_angle_beta     91.668(2)
_cell_angle_gamma     90.00
_cell_volume     1169.1(2)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     3536
_cell_measurement_theta_min     3.05
_cell_measurement_theta_max     29.30
_cell_measurement_temperature     296(2)
_exptl_crystal_description     'plate'
_exptl_crystal_colour     'colourless'
_exptl_crystal_size_max     0.85
_exptl_crystal_size_mid     0.25
_exptl_crystal_size_min     0.12
_exptl_crystal_density_diffrn     1.456
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     528
_exptl_absorpt_coefficient_mu     0.127
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(SADABS; Bruker, 2009)'
_exptl_absorpt_correction_T_min     0.8993
_exptl_absorpt_correction_T_max     0.9851
_exptl_special_details
;
;
_diffrn_ambient_temperature     296(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Bruker APEX DUO CCD area-detector'
_diffrn_measurement_method     'φ and ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     11929
_diffrn_reflns_av_R_equivalents     0.0211
_diffrn_reflns_av_sigmaI/netI     0.0217
_diffrn_reflns_theta_min     2.25
_diffrn_reflns_theta_max     30.01
_diffrn_reflns_theta_full     30.01
_diffrn_measured_fraction_theta_max     0.991
_diffrn_measured_fraction_theta_full     0.991
_diffrn_reflns_limit_h_min     -15
_diffrn_reflns_limit_h_max     17
_diffrn_reflns_limit_k_min     -9
_diffrn_reflns_limit_k_max     9
_diffrn_reflns_limit_l_min     -18
_diffrn_reflns_limit_l_max     18
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     3382
_reflns_number_gt     2399
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0645
_refine_ls_R_factor_gt     0.0444
_refine_ls_wR_factor_gt     0.1182
_refine_ls_wR_factor_ref     0.1318
_refine_ls_goodness_of_fit_ref     1.068
_refine_ls_restrained_S_all     1.068
_refine_ls_number_reflns     3382
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0566P)²+0.1831P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_max_lt     0.001
_refine_diff_density_max     0.247
_refine_diff_density_min     -0.158
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_extinction_coef     0.010(2)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    'C' 'C' 0.0033 0.0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H' 0.0000 0.0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N' 0.0061 0.0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'F' 'F' 0.0171 0.0103
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'APEX2 (Bruker, 2009)'
_computing_cell_refinement     'SAINT (Bruker, 2009)'
_computing_data_reduction     'SAINT (Bruker, 2009)'
_computing_structure_solution     'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics     'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags
    _atom_site_occupancy
    _atom_site_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    F F1 0.7836(5) 0.4513(6) 0.0784(4) 0.0736(12) Uani d P 0.549(16) 1 A 1
    F F2 0.8776(5) 0.2468(9) 0.1535(5) 0.0737(13) Uani d P 0.549(16) 1 A 1
    F F3 0.7289(6) 0.3126(14) 0.2091(5) 0.102(2) Uani d P 0.549(16) 1 A 1
    F F1B 0.7282(13) 0.4501(8) 0.1030(7) 0.110(3) Uani d P 0.451(16) 1 A 2
    F F2B 0.8734(6) 0.301(2) 0.1241(10) 0.107(3) Uani d P 0.451(16) 1 A 2
    F F3B 0.7507(7) 0.2605(15) 0.2204(4) 0.090(2) Uani d P 0.451(16) 1 A 2
    O O1 0.98647(10) 0.34879(18) -0.21269(9) 0.0691(4) Uani d . 1 1 . .
    N N1 0.85532(8) 0.17086(16) -0.07037(8) 0.0412(3) Uani d . 1 1 . .
    N N2 0.45173(11) -0.3350(2) 0.12877(13) 0.0742(4) Uani d . 1 1 . .
    C C1 0.92779(15) 0.0579(2) -0.12999(16) 0.0747(6) Uani d . 1 1 . .
    H H1A 0.8918 0.0116 -0.1905 0.090 Uiso calc R 1 1 . .
    H H1B 0.9527 -0.0536 -0.0919 0.090 Uiso calc R 1 1 . .
    C C2 1.01990(16) 0.1842(3) -0.15715(18) 0.0829(7) Uani d . 1 1 . .
    H H2A 1.0570 0.2260 -0.0964 0.099 Uiso calc R 1 1 . .
    H H2B 1.0685 0.1093 -0.1964 0.099 Uiso calc R 1 1 . .
    C C3 0.91524(13) 0.4581(2) -0.15705(15) 0.0675(5) Uani d . 1 1 . .
    H H3A 0.8916 0.5687 -0.1965 0.081 Uiso calc R 1 1 . .
    H H3B 0.9510 0.5067 -0.0970 0.081 Uiso calc R 1 1 . .
    C C4 0.82075(12) 0.3401(2) -0.12777(13) 0.0598(4) Uani d . 1 1 . .
    H H4A 0.7746 0.4189 -0.0878 0.072 Uiso calc R 1 1 . .
    H H4B 0.7816 0.2990 -0.1875 0.072 Uiso calc R 1 1 . .
    C C5 0.77145(9) 0.06434(17) -0.02829(8) 0.0364(3) Uani d . 1 1 . .
    C C6 0.72846(11) -0.0982(2) -0.07585(10) 0.0487(3) Uani d . 1 1 . .
    H H6A 0.7562 -0.1390 -0.1361 0.058 Uiso calc R 1 1 . .
    C C7 0.64609(11) -0.2008(2) -0.03650(11) 0.0505(3) Uani d . 1 1 . .
    H H7A 0.6187 -0.3087 -0.0699 0.061 Uiso calc R 1 1 . .
    C C8 0.60446(10) -0.14135(19) 0.05332(10) 0.0418(3) Uani d . 1 1 . .
    C C9 0.64620(9) 0.01808(19) 0.10331(9) 0.0394(3) Uani d . 1 1 . .
    H H9A 0.6182 0.0571 0.1637 0.047 Uiso calc R 1 1 . .
    C C10 0.72972(9) 0.12021(17) 0.06375(9) 0.0360(3) Uani d . 1 1 A .
    C C11 0.77589(11) 0.2827(2) 0.12573(11) 0.0481(3) Uani d . 1 1 . .
    C C12 0.51905(11) -0.2485(2) 0.09623(11) 0.0517(3) Uani d . 1 1 . .
loop_
    _atom_site_aniso_label
    _atom_site_aniso_U_11
    _atom_site_aniso_U_22
    _atom_site_aniso_U_33
    _atom_site_aniso_U_12
    _atom_site_aniso_U_13
    _atom_site_aniso_U_23
    F1 0.100(3) 0.0403(11) 0.0802(18) -0.0085(14) -0.0012(17) -0.0078(10)
    F2 0.053(2) 0.0799(19) 0.086(3) -0.0015(17) -0.020(2) -0.0182(16)
    F3 0.085(2) 0.134(5) 0.090(4) -0.050(2) 0.059(2) -0.073(3)
    F1B 0.175(8) 0.0450(17) 0.107(4) 0.028(3) -0.034(4) -0.021(2)
    F2B 0.058(3) 0.148(7) 0.118(6) -0.054(4) 0.036(3) -0.083(5)
    F3B 0.133(5) 0.104(4) 0.0318(17) -0.054(3) 0.004(2) -0.013(2)
    O1 0.0764(8) 0.0712(7) 0.0617(7) -0.0107(6) 0.0354(6) 0.0108(6)
    N1 0.0425(5) 0.0427(5) 0.0392(5) -0.0004(4) 0.0159(4) 0.0028(4)
    N2 0.0601(8) 0.0777(10) 0.0852(11) -0.0232(7) 0.0116(7) 0.0158(8)
    C1 0.0833(12) 0.0516(9) 0.0924(13) 0.0031(8) 0.0588(10) 0.0010(8)
    C2 0.0725(11) 0.0692(11) 0.1103(16) 0.0081(9) 0.0591(11) 0.0188(11)
    C3 0.0664(10) 0.0548(9) 0.0829(12) -0.0047(7) 0.0286(9) 0.0168(8)
    C4 0.0516(8) 0.0597(9) 0.0687(10) -0.0008(7) 0.0136(7) 0.0229(7)
    C5 0.0377(6) 0.0381(6) 0.0337(6) -0.0008(5) 0.0066(4) 0.0022(5)
    C6 0.0578(8) 0.0498(7) 0.0391(7) -0.0086(6) 0.0120(6) -0.0086(5)
    C7 0.0559(8) 0.0448(7) 0.0508(8) -0.0115(6) 0.0041(6) -0.0066(6)
    C8 0.0362(6) 0.0433(6) 0.0461(7) -0.0038(5) 0.0028(5) 0.0078(5)
    C9 0.0361(6) 0.0456(6) 0.0368(6) 0.0005(5) 0.0074(4) 0.0028(5)
    C10 0.0356(6) 0.0380(6) 0.0348(6) -0.0006(4) 0.0058(4) -0.0012(5)
    C11 0.0506(7) 0.0496(7) 0.0447(7) -0.0063(6) 0.0117(6) -0.0101(6)
    C12 0.0448(7) 0.0528(8) 0.0577(8) -0.0089(6) 0.0026(6) 0.0081(6)
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    F1 C11 . 1.328(4) ?
    F2 C11 . 1.357(6) ?
    F3 C11 . 1.294(5) ?
    F1B C11 . 1.335(5) ?
    F2B C11 . 1.245(7) ?
    F3B C11 . 1.321(6) ?
    O1 C3 . 1.4064(19) ?
    O1 C2 . 1.415(2) ?
    N1 C5 . 1.4230(14) ?
    N1 C4 . 1.4573(18) ?
    N1 C1 . 1.4597(17) ?
    N2 C12 . 1.1388(18) ?
    C1 C2 . 1.511(2) ?
    C1 H1A . 0.9700 ?
    C1 H1B . 0.9700 ?
    C2 H2A . 0.9700 ?
    C2 H2B . 0.9700 ?
    C3 C4 . 1.511(2) ?
    C3 H3A . 0.9700 ?
    C3 H3B . 0.9700 ?
    C4 H4A . 0.9700 ?
    C4 H4B . 0.9700 ?
    C5 C6 . 1.3925(18) ?
    C5 C10 . 1.4060(16) ?
    C6 C7 . 1.3794(18) ?
    C6 H6A . 0.9300 ?
    C7 C8 . 1.3863(19) ?
    C7 H7A . 0.9300 ?
    C8 C9 . 1.3840(18) ?
    C8 C12 . 1.4449(18) ?
    C9 C10 . 1.3902(16) ?
    C9 H9A . 0.9300 ?
    C10 C11 . 1.5023(18) ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C3 O1 C2 . . 109.97(12) ?
    C5 N1 C4 . . 113.82(10) ?
    C5 N1 C1 . . 115.51(11) ?
    C4 N1 C1 . . 109.04(12) ?
    N1 C1 C2 . . 109.13(14) ?
    N1 C1 H1A . . 109.9 ?
    C2 C1 H1A . . 109.9 ?
    N1 C1 H1B . . 109.9 ?
    C2 C1 H1B . . 109.9 ?
    H1A C1 H1B . . 108.3 ?
    O1 C2 C1 . . 111.47(17) ?
    O1 C2 H2A . . 109.3 ?
    C1 C2 H2A . . 109.3 ?
    O1 C2 H2B . . 109.3 ?
    C1 C2 H2B . . 109.3 ?
    H2A C2 H2B . . 108.0 ?
    O1 C3 C4 . . 112.06(14) ?
    O1 C3 H3A . . 109.2 ?
    C4 C3 H3A . . 109.2 ?
    O1 C3 H3B . . 109.2 ?
    C4 C3 H3B . . 109.2 ?
    H3A C3 H3B . . 107.9 ?
    N1 C4 C3 . . 109.77(13) ?
    N1 C4 H4A . . 109.7 ?
    C3 C4 H4A . . 109.7 ?
    N1 C4 H4B . . 109.7 ?
    C3 C4 H4B . . 109.7 ?
    H4A C4 H4B . . 108.2 ?
    C6 C5 C10 . . 117.81(11) ?
    C6 C5 N1 . . 121.60(11) ?
    C10 C5 N1 . . 120.59(11) ?
    C7 C6 C5 . . 122.07(12) ?
    C7 C6 H6A . . 119.0 ?
    C5 C6 H6A . . 119.0 ?
    C6 C7 C8 . . 119.37(12) ?
    C6 C7 H7A . . 120.3 ?
    C8 C7 H7A . . 120.3 ?
    C9 C8 C7 . . 120.10(11) ?
    C9 C8 C12 . . 119.81(12) ?
    C7 C8 C12 . . 120.08(12) ?
    C8 C9 C10 . . 120.36(11) ?
    C8 C9 H9A . . 119.8 ?
    C10 C9 H9A . . 119.8 ?
    C9 C10 C5 . . 120.27(11) ?
    C9 C10 C11 . . 117.32(11) ?
    C5 C10 C11 . . 122.33(11) ?
    F2B C11 F3 . . 118.8(5) ?
    F2B C11 F3B . . 107.3(6) ?
    F2B C11 F1 . . 79.4(6) ?
    F3 C11 F1 . . 108.2(4) ?
    F3B C11 F1 . . 125.4(4) ?
    F2B C11 F1B . . 110.7(4) ?
    F3 C11 F1B . . 80.8(4) ?
    F3B C11 F1B . . 101.4(5) ?
    F3 C11 F2 . . 104.7(4) ?
    F3B C11 F2 . . 88.5(5) ?
    F1 C11 F2 . . 101.9(3) ?
    F1B C11 F2 . . 129.9(6) ?
    F2B C11 C10 . . 116.0(4) ?
    F3 C11 C10 . . 114.2(3) ?
    F3B C11 C10 . . 109.8(4) ?
    F1 C11 C10 . . 115.1(2) ?
    F1B C11 C10 . . 110.7(3) ?
    F2 C11 C10 . . 111.6(3) ?
    N2 C12 C8 . . 178.91(18) ?
loop_
    _geom_torsion_atom_site_label_1
    _geom_torsion_atom_site_label_2
    _geom_torsion_atom_site_label_3
    _geom_torsion_atom_site_label_4
    _geom_torsion_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C5 N1 C1 C2 . . . . -172.23(15) ?
    C4 N1 C1 C2 . . . . 58.1(2) ?
    C3 O1 C2 C1 . . . . 58.5(2) ?
    N1 C1 C2 O1 . . . . -59.4(2) ?
    C2 O1 C3 C4 . . . . -57.5(2) ?
    C5 N1 C4 C3 . . . . 172.24(13) ?
    C1 N1 C4 C3 . . . . -57.19(18) ?
    O1 C3 C4 N1 . . . . 57.6(2) ?
    C4 N1 C5 C6 . . . . 96.34(15) ?
    C1 N1 C5 C6 . . . . -30.95(19) ?
    C4 N1 C5 C10 . . . . -84.08(15) ?
    C1 N1 C5 C10 . . . . 148.64(14) ?
    C10 C5 C6 C7 . . . . 1.4(2) ?
    N1 C5 C6 C7 . . . . -178.98(13) ?
    C5 C6 C7 C8 . . . . -0.1(2) ?
    C6 C7 C8 C9 . . . . -0.7(2) ?
    C6 C7 C8 C12 . . . . -179.22(13) ?
    C7 C8 C9 C10 . . . . 0.27(19) ?
    C12 C8 C9 C10 . . . . 178.77(12) ?
    C8 C9 C10 C5 . . . . 1.04(18) ?
    C8 C9 C10 C11 . . . . -175.72(12) ?
    C6 C5 C10 C9 . . . . -1.85(18) ?
    N1 C5 C10 C9 . . . . 178.54(11) ?
    C6 C5 C10 C11 . . . . 174.75(12) ?
    N1 C5 C10 C11 . . . . -4.86(18) ?
    C9 C10 C11 F2B . . . . 141.6(9) ?
    C5 C10 C11 F2B . . . . -35.0(9) ?
    C9 C10 C11 F3 . . . . -2.1(6) ?
    C5 C10 C11 F3 . . . . -178.8(5) ?
    C9 C10 C11 F3B . . . . 19.9(5) ?
    C5 C10 C11 F3B . . . . -156.8(5) ?
    C9 C10 C11 F1 . . . . -128.2(4) ?
    C5 C10 C11 F1 . . . . 55.1(4) ?
    C9 C10 C11 F1B . . . . -91.2(8) ?
    C5 C10 C11 F1B . . . . 92.2(8) ?
    C9 C10 C11 F2 . . . . 116.3(3) ?
    C5 C10 C11 F2 . . . . -60.4(3) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C2 H2B F3 4_665 0.97 2.49 3.242(5) 134.6 yes
    C4 H4A F1 . 0.9700 2.2300 2.909(6) 126.00 yes
    C9 H9A O1 4_566 0.93 2.47 3.3588(16) 159.7 yes
