##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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 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. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_global
_audit_creation_method     'manual editing of SHELXL-97 CIF'
_journal_date_recd_electronic     2003-07-21
_journal_date_accepted     2003-07-25
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2003
_journal_volume     59
_journal_issue      8
_journal_page_first     o1228
_journal_page_last     o1230
_journal_paper_category     EO
_publ_contact_author_name     'Paul D. Robinson'
_publ_contact_author_address
;
     Department of Geology
     Southern Illinois University-4324
     Carbondale, Illinois  62901  USA
;
_publ_contact_author_email     robinson@geo.siu.edu
_publ_contact_author_fax     '618 453 7393'
_publ_contact_author_phone     '618 453 7373'
_publ_section_title
;
sp-9-(meta-Methylphenyl)-9-fluorenol
;
loop_
    _publ_author_name
    _publ_author_address
    'McLean, Aaron W.'
;
Meyers Institute for Interdisciplinary Research in Organic and
Medicinal Chemistry and the Department of Chemistry and Biochemistry
Southern Illinois University-4409
Carbondale
IL 62901
USA
;
    'Meyers, Cal Y.'
;
Meyers Institute for Interdisciplinary Research in Organic and
Medicinal Chemistry and the Department of Chemistry and Biochemistry
Southern Illinois University-4409
Carbondale
IL 62901
USA
;
    'Robinson, Paul D.'
;
Department of Geology
Southern Illinois University-4324
Carbondale
IL 62901
USA
;
data_I
_chemical_name_systematic
;
sp-9-(meta-Methylphenyl)-9-fluorenol
;
_chemical_name_common     ?
_chemical_formula_moiety     'C20 H16 O1'
_chemical_formula_sum     'C20 H16 O1'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac     'C20 H16 O1'
_chemical_formula_weight     272.33
_chemical_melting_point     353-354.5
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     9.1443(12)
_cell_length_b     19.4498(14)
_cell_length_c     8.6651(10)
_cell_angle_alpha     90.00
_cell_angle_beta     106.989(9)
_cell_angle_gamma     90.00
_cell_volume     1473.9(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     25
_cell_measurement_theta_min     16.0
_cell_measurement_theta_max     20.0
_cell_measurement_temperature     296
_cell_special_details
; ?
;
_exptl_crystal_description     prism
_exptl_crystal_colour     colorless
_exptl_crystal_size_max     0.42
_exptl_crystal_size_mid     0.34
_exptl_crystal_size_min     0.21
_exptl_crystal_size_rad     ?
_exptl_crystal_density_diffrn     1.227
_exptl_crystal_density_meas     'not measured'
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     576
_exptl_absorpt_coefficient_mu     0.074
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_exptl_special_details     ?
_diffrn_ambient_temperature     296
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Rigaku AFC-5S'
_diffrn_measurement_method     'ω'
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     2804
_diffrn_reflns_av_R_equivalents     0.027
_diffrn_reflns_av_sigmaI/netI     0.048
_diffrn_reflns_theta_min     2.09
_diffrn_reflns_theta_max     25.05
_diffrn_reflns_theta_full     25.05
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -23
_diffrn_reflns_limit_k_max     0
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     10
_diffrn_standards_number     3
_diffrn_standards_interval_count     100
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0.30
loop_
    _diffrn_standard_refln_index_h
    _diffrn_standard_refln_index_k
    _diffrn_standard_refln_index_l
    2 1 -1
    2 1 -2
    1 2 0
_refine_special_details
; ?
;
_reflns_number_total     2620
_reflns_number_gt     1500
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.106
_refine_ls_R_factor_gt     0.045
_refine_ls_wR_factor_gt     0.117
_refine_ls_wR_factor_ref     0.142
_refine_ls_goodness_of_fit_ref     1.032
_refine_ls_restrained_S_all     1.032
_refine_ls_number_reflns     2620
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
          'w = 1/[σ²(Fo²)+(0.0675P)²+0.2168P] 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_mean     0.000
_refine_diff_density_max     0.16
_refine_diff_density_min     -0.23
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
_refine_ls_extinction_expression     ?
_refine_ls_abs_structure_details     ?
_refine_ls_abs_structure_Flack     ?
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'
    'O' 'O' 0.0106 0.0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation,1996)
;
_computing_cell_refinement     'MSC/AFC Diffractometer Control Software'
_computing_data_reduction
;
PROCESS in TEXSAN  (Molecular Structure Corporation, 1997)
;
_computing_structure_solution     'SIR92 (Burla et al., 1989)'
_computing_structure_refinement
;
LS in TEXSAN and SHELXL97 (Sheldrick, 1997)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2000)
;
_computing_publication_material
;
TEXSAN, SHELXL97 and PLATON (Spek, 2000)
;
loop_
    _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_disorder_assembly
    _atom_site_disorder_group
    _atom_site_type_symbol
    O1 0.10298(18) 0.00523(8) 0.2586(2) 0.0512(5) Uani d . 1 . . O
    C1 0.1807(3) 0.09719(14) -0.0067(3) 0.0554(7) Uani d . 1 . . C
    C2 0.1491(4) 0.12771(16) -0.1570(3) 0.0662(8) Uani d . 1 . . C
    C3 0.0207(4) 0.16684(15) -0.2171(3) 0.0632(8) Uani d . 1 . . C
    C4 -0.0837(3) 0.17597(13) -0.1309(3) 0.0545(7) Uani d . 1 . . C
    C4A -0.0543(3) 0.14437(11) 0.0189(3) 0.0424(6) Uani d . 1 . . C
    C4B -0.1444(2) 0.14244(11) 0.1346(3) 0.0407(5) Uani d . 1 . . C
    C5 -0.2856(3) 0.17036(13) 0.1281(3) 0.0523(7) Uani d . 1 . . C
    C6 -0.3456(3) 0.15831(14) 0.2540(4) 0.0593(7) Uani d . 1 . . C
    C7 -0.2665(3) 0.11959(14) 0.3852(4) 0.0597(7) Uani d . 1 . . C
    C8 -0.1246(3) 0.09167(12) 0.3934(3) 0.0497(6) Uani d . 1 . . C
    C8A -0.0655(2) 0.10306(11) 0.2670(3) 0.0389(5) Uani d . 1 . . C
    C9 0.0870(2) 0.07817(11) 0.2486(3) 0.0388(5) Uani d . 1 . . C
    C9A 0.0781(3) 0.10594(11) 0.0806(3) 0.0420(6) Uani d . 1 . . C
    C10 0.2204(2) 0.10891(11) 0.3800(3) 0.0393(5) Uani d . 1 . . C
    C11 0.3135(2) 0.06873(13) 0.5003(3) 0.0431(6) Uani d . 1 . . C
    C12 0.4306(3) 0.09697(13) 0.6247(3) 0.0472(6) Uani d . 1 . . C
    C13 0.4527(3) 0.16708(14) 0.6255(3) 0.0572(7) Uani d . 1 . . C
    C14 0.3608(3) 0.20789(14) 0.5061(3) 0.0652(8) Uani d . 1 . . C
    C15 0.2459(3) 0.17908(13) 0.3833(3) 0.0562(7) Uani d . 1 . . C
    C16 0.5280(3) 0.05209(16) 0.7574(3) 0.0736(9) Uani d . 1 . . C
    H1 0.0284 -0.0128 0.1949 0.077 Uiso calc R 1 . . H
    H1A 0.2691 0.0714 0.0344 0.066 Uiso calc R 1 . . H
    H2 0.2163 0.1215 -0.2183 0.079 Uiso calc R 1 . . H
    H3 0.0032 0.1877 -0.3175 0.076 Uiso calc R 1 . . H
    H4 -0.1710 0.2025 -0.1721 0.065 Uiso calc R 1 . . H
    H5 -0.3389 0.1968 0.0401 0.063 Uiso calc R 1 . . H
    H6 -0.4405 0.1765 0.2505 0.071 Uiso calc R 1 . . H
    H7 -0.3087 0.1121 0.4693 0.072 Uiso calc R 1 . . H
    H8 -0.0709 0.0659 0.4823 0.060 Uiso calc R 1 . . H
    H11 0.2976 0.0215 0.4981 0.052 Uiso calc R 1 . . H
    H13 0.5305 0.1870 0.7074 0.069 Uiso calc R 1 . . H
    H14 0.3763 0.2552 0.5086 0.078 Uiso calc R 1 . . H
    H15 0.1854 0.2069 0.3023 0.067 Uiso calc R 1 . . H
    H16A 0.6332 0.0559 0.7593 0.110 Uiso calc R 1 . . H
    H16B 0.4956 0.0051 0.7380 0.110 Uiso calc R 1 . . H
    H16C 0.5173 0.0667 0.8594 0.110 Uiso calc R 1 . . H
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
    O1 0.0501(10) 0.0365(9) 0.0585(11) -0.0011(7) 0.0027(8) -0.0035(8)
    C1 0.0515(15) 0.0622(17) 0.0556(16) -0.0043(12) 0.0207(13) -0.0106(14)
    C2 0.076(2) 0.077(2) 0.0561(18) -0.0196(17) 0.0354(16) -0.0135(15)
    C3 0.083(2) 0.0684(19) 0.0396(15) -0.0247(16) 0.0208(15) -0.0035(13)
    C4 0.0621(16) 0.0536(15) 0.0414(15) -0.0054(12) 0.0049(12) 0.0038(12)
    C4A 0.0438(13) 0.0425(13) 0.0365(12) -0.0049(10) 0.0048(10) -0.0026(10)
    C4B 0.0371(12) 0.0439(13) 0.0365(12) -0.0025(10) 0.0034(10) -0.0049(11)
    C5 0.0413(14) 0.0573(15) 0.0523(16) 0.0068(12) 0.0040(12) 0.0013(13)
    C6 0.0428(14) 0.0646(18) 0.074(2) 0.0041(13) 0.0226(14) -0.0052(15)
    C7 0.0593(17) 0.0630(17) 0.0639(18) -0.0038(13) 0.0295(14) -0.0022(14)
    C8 0.0516(15) 0.0527(15) 0.0449(14) -0.0019(12) 0.0145(12) 0.0041(12)
    C8A 0.0372(12) 0.0397(12) 0.0368(13) -0.0038(10) 0.0062(10) -0.0027(10)
    C9 0.0382(12) 0.0348(12) 0.0408(13) 0.0014(10) 0.0074(10) 0.0002(10)
    C9A 0.0415(13) 0.0424(13) 0.0405(13) -0.0062(10) 0.0095(11) -0.0062(10)
    C10 0.0348(12) 0.0412(13) 0.0402(13) 0.0005(10) 0.0080(10) -0.0038(10)
    C11 0.0413(13) 0.0436(13) 0.0437(13) 0.0026(10) 0.0109(10) -0.0032(11)
    C12 0.0376(13) 0.0620(16) 0.0411(13) 0.0067(11) 0.0101(11) -0.0060(12)
    C13 0.0424(14) 0.0662(18) 0.0553(16) -0.0075(12) 0.0023(12) -0.0128(14)
    C14 0.0588(17) 0.0480(16) 0.076(2) -0.0108(13) -0.0011(15) -0.0072(14)
    C15 0.0509(15) 0.0435(14) 0.0620(17) -0.0027(12) -0.0025(13) 0.0032(13)
    C16 0.0671(19) 0.082(2) 0.0559(18) 0.0171(16) -0.0064(15) -0.0006(16)
_geom_special_details     ?
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
    O1 C9 . 1.426(3) no
    C1 C9A . 1.377(3) no
    C1 C2 . 1.382(4) no
    C2 C3 . 1.368(4) no
    C3 C4 . 1.385(4) no
    C4 C4A . 1.389(3) no
    C4A C9A . 1.390(3) no
    C4A C4B . 1.472(3) no
    C4B C5 . 1.387(3) no
    C4B C8A . 1.393(3) no
    C5 C6 . 1.377(4) no
    C6 C7 . 1.380(4) no
    C7 C8 . 1.389(3) no
    C8 C8A . 1.373(3) no
    C8A C9 . 1.528(3) no
    C9 C10 . 1.526(3) no
    C9 C9A . 1.532(3) no
    C10 C11 . 1.380(3) no
    C10 C15 . 1.383(3) no
    C11 C12 . 1.392(3) no
    C12 C13 . 1.378(4) no
    C12 C16 . 1.510(3) no
    C13 C14 . 1.378(4) no
    C14 C15 . 1.377(3) no
    O1 H1 . 0.8200 no
    C1 H1A . 0.9300 no
    C2 H2 . 0.9300 no
    C3 H3 . 0.9300 no
    C4 H4 . 0.9300 no
    C5 H5 . 0.9300 no
    C6 H6 . 0.9300 no
    C7 H7 . 0.9300 no
    C8 H8 . 0.9300 no
    C11 H11 . 0.9300 no
    C13 H13 . 0.9300 no
    C14 H14 . 0.9300 no
    C15 H15 . 0.9300 no
    C16 H16A . 0.9600 no
    C16 H16B . 0.9600 no
    C16 H16C . 0.9600 no
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
    C9A C1 C2 . . 118.4(3) no
    C3 C2 C1 . . 121.2(3) no
    C2 C3 C4 . . 121.1(3) no
    C3 C4 C4A . . 118.1(3) no
    C4 C4A C9A . . 120.4(2) no
    C4 C4A C4B . . 130.8(2) no
    C9A C4A C4B . . 108.8(2) no
    C5 C4B C8A . . 120.1(2) no
    C5 C4B C4A . . 131.4(2) no
    C8A C4B C4A . . 108.50(19) no
    C6 C5 C4B . . 118.8(2) no
    C5 C6 C7 . . 120.8(2) no
    C6 C7 C8 . . 120.8(3) no
    C8A C8 C7 . . 118.4(2) no
    C8 C8A C4B . . 121.1(2) no
    C8 C8A C9 . . 128.0(2) no
    C4B C8A C9 . . 110.90(19) no
    O1 C9 C10 . . 107.38(17) no
    O1 C9 C8A . . 112.90(18) no
    C10 C9 C8A . . 110.66(18) no
    O1 C9 C9A . . 112.62(18) no
    C10 C9 C9A . . 112.30(18) no
    C8A C9 C9A . . 101.00(17) no
    C1 C9A C4A . . 120.8(2) no
    C1 C9A C9 . . 128.5(2) no
    C4A C9A C9 . . 110.7(2) no
    C11 C10 C15 . . 118.7(2) no
    C11 C10 C9 . . 121.6(2) no
    C15 C10 C9 . . 119.7(2) no
    C10 C11 C12 . . 121.8(2) no
    C13 C12 C11 . . 118.2(2) no
    C13 C12 C16 . . 121.0(2) no
    C11 C12 C16 . . 120.7(2) no
    C14 C13 C12 . . 120.7(2) no
    C15 C14 C13 . . 120.4(3) no
    C14 C15 C10 . . 120.2(2) no
    C9 O1 H1 . . 109.5 no
    C9A C1 H1A . . 120.8 no
    C2 C1 H1A . . 120.8 no
    C3 C2 H2 . . 119.4 no
    C1 C2 H2 . . 119.4 no
    C2 C3 H3 . . 119.5 no
    C4 C3 H3 . . 119.5 no
    C3 C4 H4 . . 120.9 no
    C4A C4 H4 . . 120.9 no
    C6 C5 H5 . . 120.6 no
    C4B C5 H5 . . 120.6 no
    C5 C6 H6 . . 119.6 no
    C7 C6 H6 . . 119.6 no
    C6 C7 H7 . . 119.6 no
    C8 C7 H7 . . 119.6 no
    C8A C8 H8 . . 120.8 no
    C7 C8 H8 . . 120.8 no
    C10 C11 H11 . . 119.1 no
    C12 C11 H11 . . 119.1 no
    C14 C13 H13 . . 119.7 no
    C12 C13 H13 . . 119.7 no
    C15 C14 H14 . . 119.8 no
    C13 C14 H14 . . 119.8 no
    C14 C15 H15 . . 119.9 no
    C10 C15 H15 . . 119.9 no
    C12 C16 H16A . . 109.5 no
    C12 C16 H16B . . 109.5 no
    H16A C16 H16B . . 109.5 no
    C12 C16 H16C . . 109.5 no
    H16A C16 H16C . . 109.5 no
    H16B C16 H16C . . 109.5 no
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
    C9A C1 C2 C3 . . . . 1.2(4) no
    C1 C2 C3 C4 . . . . -1.4(4) no
    C2 C3 C4 C4A . . . . 0.1(4) no
    C3 C4 C4A C9A . . . . 1.3(3) no
    C3 C4 C4A C4B . . . . -177.6(2) no
    C4 C4A C4B C5 . . . . 1.2(4) no
    C9A C4A C4B C5 . . . . -177.8(2) no
    C4 C4A C4B C8A . . . . 179.4(2) no
    C9A C4A C4B C8A . . . . 0.4(2) no
    C8A C4B C5 C6 . . . . -0.1(4) no
    C4A C4B C5 C6 . . . . 177.9(2) no
    C4B C5 C6 C7 . . . . 0.5(4) no
    C5 C6 C7 C8 . . . . -0.1(4) no
    C6 C7 C8 C8A . . . . -0.5(4) no
    C7 C8 C8A C4B . . . . 0.9(3) no
    C7 C8 C8A C9 . . . . 179.8(2) no
    C5 C4B C8A C8 . . . . -0.6(3) no
    C4A C4B C8A C8 . . . . -179.0(2) no
    C5 C4B C8A C9 . . . . -179.7(2) no
    C4A C4B C8A C9 . . . . 2.0(2) no
    C8 C8A C9 O1 . . . . 57.3(3) no
    C4B C8A C9 O1 . . . . -123.7(2) no
    C8 C8A C9 C10 . . . . -63.1(3) no
    C4B C8A C9 C10 . . . . 115.9(2) no
    C8 C8A C9 C9A . . . . 177.8(2) no
    C4B C8A C9 C9A . . . . -3.2(2) no
    C2 C1 C9A C4A . . . . 0.2(4) no
    C2 C1 C9A C9 . . . . -179.6(2) no
    C4 C4A C9A C1 . . . . -1.5(3) no
    C4B C4A C9A C1 . . . . 177.7(2) no
    C4 C4A C9A C9 . . . . 178.3(2) no
    C4B C4A C9A C9 . . . . -2.5(2) no
    O1 C9 C9A C1 . . . . -56.1(3) no
    C10 C9 C9A C1 . . . . 65.3(3) no
    C8A C9 C9A C1 . . . . -176.8(2) no
    O1 C9 C9A C4A . . . . 124.1(2) no
    C10 C9 C9A C4A . . . . -114.5(2) no
    C8A C9 C9A C4A . . . . 3.4(2) no
    O1 C9 C10 C11 . . . . -11.8(3) no
    C8A C9 C10 C11 . . . . 111.8(2) no
    C9A C9 C10 C11 . . . . -136.1(2) no
    O1 C9 C10 C15 . . . . 170.8(2) no
    C8A C9 C10 C15 . . . . -65.6(3) no
    C9A C9 C10 C15 . . . . 46.4(3) no
    C15 C10 C11 C12 . . . . 0.6(4) no
    C9 C10 C11 C12 . . . . -176.8(2) no
    C10 C11 C12 C13 . . . . -0.2(4) no
    C10 C11 C12 C16 . . . . 178.3(2) no
    C11 C12 C13 C14 . . . . 0.2(4) no
    C16 C12 C13 C14 . . . . -178.3(3) no
    C12 C13 C14 C15 . . . . -0.6(4) no
    C13 C14 C15 C10 . . . . 1.0(4) no
    C11 C10 C15 C14 . . . . -1.0(4) no
    C9 C10 C15 C14 . . . . 176.5(2) no
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_D
    _geom_hbond_site_symmetry_H
    _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
    O1 H1 C1 . . 3_555 0.82 2.68 3.486(3) 167 yes
