#------------------------------------------------------------------------------
#$Date: 2023-05-12 11:21:11 +0300 (Fri, 12 May 2023) $
#$Revision: 283717 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/71/8107188.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8107188
loop_
_publ_author_name
'Liu, Xin-Fang'
'Song, Jun-Ya'
'Zhao, Bei-Bei'
'Huang, Shi-Jie'
_publ_section_title
;
 Crystal structure of acrinidinium tetrafluorohydrogenphthalate,
 C21H11F4NO4
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              685
_journal_page_last               687
_journal_paper_doi               10.1515/ncrs-2022-0081
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C8 H F4 O4, C13 H10 N'
_chemical_formula_sum            'C21 H11 F4 N O4'
_chemical_formula_weight         417.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                91.355(4)
_cell_angle_beta                 108.542(4)
_cell_angle_gamma                98.958(4)
_cell_formula_units_Z            4
_cell_length_a                   9.5000(4)
_cell_length_b                   13.9989(7)
_cell_length_c                   14.1423(5)
_cell_measurement_reflns_used    5388
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.4120
_cell_measurement_theta_min      4.0350
_cell_volume                     1756.02(14)
_computing_cell_refinement       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.121a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0584
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -32.00  -6.00   1.00   15.52    --  -15.68  57.00 150.00   26
  2  ω    -24.00   2.00   1.00   15.52    --  -15.68 -77.00-150.00   26
  3  ω    -27.00  11.00   1.00   15.52    --  -15.68 -77.00  30.00   38
  4  ω    -40.00  36.00   1.00   15.52    --   16.93 -38.00-120.00   76
  5  ω    -38.00  24.00   1.00   15.52    --   16.93 -57.00  30.00   62
  6  ω      3.00  70.00   1.00   15.52    --   16.93  57.00   0.00   67
  7  ω    -42.00  44.00   1.00   15.52    --   16.93 -77.00-180.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0207298000
_diffrn_orient_matrix_UB_12      -0.0459457000
_diffrn_orient_matrix_UB_13      0.0115477000
_diffrn_orient_matrix_UB_21      -0.0757919000
_diffrn_orient_matrix_UB_22      -0.0194786000
_diffrn_orient_matrix_UB_23      -0.0050529000
_diffrn_orient_matrix_UB_31      -0.0147347000
_diffrn_orient_matrix_UB_32      -0.0125218000
_diffrn_orient_matrix_UB_33      -0.0515438000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15149
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.278
_diffrn_reflns_theta_min         3.282
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.138
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92047
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.121a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     543
_refine_ls_number_reflns         8030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0377P)²+0.5307P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1157
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5734
_reflns_number_total             8030
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0081_suppl.cif
_cod_data_source_block           ad-sf_auto
_cod_database_code               8107188
_chemical_oxdiff_formula         'C1 H1 O1 F1'
_chemical_oxdiff_usercomment     'C1 H1 O1 F1'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.972
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8),
 C9(H9), N2(H2A), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
 C28(H28), C29(H29), C30(H30)
2.b Idealised tetrahedral OH refined as rotating group:
 O1(H1B), O5(H5A)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.203
_oxdiff_exptl_absorpt_empirical_full_min 0.837
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.69627(15) 1.12057(9) -0.00684(9) 0.0559(3) Uani 1 1 d . . . . .
F2 F 0.82500(14) 1.00955(10) -0.09927(8) 0.0531(3) Uani 1 1 d . . . . .
F3 F 0.90785(15) 0.84375(10) -0.02169(9) 0.0576(4) Uani 1 1 d . . . . .
F4 F 0.87001(13) 0.79328(8) 0.14903(9) 0.0487(3) Uani 1 1 d . . . . .
O1 O 0.71524(15) 1.16530(10) 0.19803(10) 0.0413(3) Uani 1 1 d . . . . .
H1B H 0.6631 1.2044 0.2057 0.062 Uiso 1 1 calc GR . . . .
O2 O 0.50202(15) 1.05756(11) 0.16415(11) 0.0484(4) Uani 1 1 d . . . . .
O3 O 0.72255(16) 0.96539(10) 0.31652(9) 0.0410(3) Uani 1 1 d . . . . .
O4 O 0.70463(19) 0.81013(10) 0.27344(10) 0.0533(4) Uani 1 1 d . . . . .
C14 C 0.74873(19) 0.92731(13) 0.16122(12) 0.0296(4) Uani 1 1 d . . . . .
C15 C 0.70823(19) 1.01367(13) 0.12094(12) 0.0295(4) Uani 1 1 d . . . . .
C16 C 0.7354(2) 1.03931(14) 0.03400(13) 0.0361(4) Uani 1 1 d . . . . .
C17 C 0.8004(2) 0.98272(16) -0.01483(13) 0.0383(5) Uani 1 1 d . . . . .
C18 C 0.8416(2) 0.89931(15) 0.02424(14) 0.0380(5) Uani 1 1 d . . . . .
C19 C 0.8176(2) 0.87294(14) 0.11191(13) 0.0339(4) Uani 1 1 d . . . . .
C20 C 0.7232(2) 0.89721(14) 0.25773(13) 0.0313(4) Uani 1 1 d . . . . .
C21 C 0.6295(2) 1.07989(14) 0.16496(12) 0.0327(4) Uani 1 1 d . . . . .
F5 F 0.14775(18) 0.39433(10) 0.95474(12) 0.0776(5) Uani 1 1 d . . . . .
F6 F 0.17855(19) 0.53081(11) 1.09996(11) 0.0798(5) Uani 1 1 d . . . . .
F7 F 0.34957(17) 0.70678(10) 1.10945(8) 0.0659(4) Uani 1 1 d . . . . .
F8 F 0.48495(14) 0.74706(9) 0.97145(8) 0.0517(3) Uani 1 1 d . . . . .
O5 O 0.34896(16) 0.35423(10) 0.83519(10) 0.0457(4) Uani 1 1 d . . . . .
H5A H 0.3167 0.3054 0.7963 0.069 Uiso 1 1 calc GR . . . .
O6 O 0.18248(19) 0.42105(13) 0.71838(11) 0.0651(5) Uani 1 1 d . . . . .
O7 O 0.50219(17) 0.55649(11) 0.77185(11) 0.0501(4) Uani 1 1 d . . . . .
O8 O 0.42477(17) 0.69855(10) 0.76425(10) 0.0471(4) Uani 1 1 d . . . . .
N1 N 0.59769(16) 0.90183(11) 0.44963(10) 0.0310(3) Uani 1 1 d . . . . .
H1 H 0.6355 0.9193 0.4037 0.037 Uiso 1 1 calc R . . . .
C1 C 0.8498(2) 0.90658(14) 0.55949(14) 0.0382(5) Uani 1 1 d . . . . .
H1A H 0.8890 0.9246 0.5088 0.046 Uiso 1 1 calc R . . . .
C2 C 0.9432(2) 0.89492(15) 0.65227(16) 0.0442(5) Uani 1 1 d . . . . .
H2 H 1.0467 0.9046 0.6645 0.053 Uiso 1 1 calc R . . . .
C3 C 0.8857(2) 0.86837(16) 0.73020(15) 0.0469(5) Uani 1 1 d . . . . .
H3 H 0.9518 0.8615 0.7932 0.056 Uiso 1 1 calc R . . . .
C4 C 0.7362(2) 0.85288(15) 0.71450(14) 0.0413(5) Uani 1 1 d . . . . .
H4 H 0.7001 0.8350 0.7665 0.050 Uiso 1 1 calc R . . . .
C5 C 0.2219(2) 0.84377(15) 0.47590(16) 0.0442(5) Uani 1 1 d . . . . .
H5 H 0.1769 0.8273 0.5242 0.053 Uiso 1 1 calc R . . . .
C6 C 0.1349(2) 0.85265(17) 0.38120(18) 0.0524(6) Uani 1 1 d . . . . .
H6 H 0.0305 0.8409 0.3645 0.063 Uiso 1 1 calc R . . . .
C7 C 0.2016(2) 0.87969(16) 0.30746(17) 0.0510(6) Uani 1 1 d . . . . .
H7 H 0.1399 0.8856 0.2428 0.061 Uiso 1 1 calc R . . . .
C8 C 0.3527(2) 0.89718(14) 0.32853(14) 0.0409(5) Uani 1 1 d . . . . .
H8 H 0.3946 0.9159 0.2793 0.049 Uiso 1 1 calc R . . . .
C9 C 0.4779(2) 0.84906(14) 0.59706(13) 0.0358(4) Uani 1 1 d . . . . .
H9 H 0.4373 0.8319 0.6473 0.043 Uiso 1 1 calc R . . . .
C10 C 0.6334(2) 0.86367(13) 0.61889(13) 0.0323(4) Uani 1 1 d . . . . .
C11 C 0.6931(2) 0.89095(13) 0.54115(13) 0.0298(4) Uani 1 1 d . . . . .
C12 C 0.4461(2) 0.88672(13) 0.42639(13) 0.0306(4) Uani 1 1 d . . . . .
C13 C 0.3820(2) 0.85944(13) 0.50230(14) 0.0324(4) Uani 1 1 d . . . . .
N2 N 0.57485(17) 0.60620(11) 0.61271(11) 0.0324(3) Uani 1 1 d . . . . .
H2A H 0.5481 0.5902 0.6636 0.039 Uiso 1 1 calc R . . . .
C22 C 0.3122(2) 0.59166(15) 0.51758(16) 0.0425(5) Uani 1 1 d . . . . .
H22 H 0.2843 0.5728 0.5726 0.051 Uiso 1 1 calc R . . . .
C23 C 0.2055(3) 0.59900(16) 0.42848(18) 0.0541(6) Uani 1 1 d . . . . .
H23 H 0.1042 0.5849 0.4231 0.065 Uiso 1 1 calc R . . . .
C24 C 0.2453(3) 0.62744(17) 0.34429(18) 0.0597(7) Uani 1 1 d . . . . .
H24 H 0.1702 0.6323 0.2844 0.072 Uiso 1 1 calc R . . . .
C25 C 0.3909(3) 0.64765(16) 0.34940(15) 0.0521(6) Uani 1 1 d . . . . .
H25 H 0.4154 0.6662 0.2931 0.063 Uiso 1 1 calc R . . . .
C26 C 0.9263(3) 0.66317(17) 0.5534(2) 0.0562(6) Uani 1 1 d . . . . .
H26 H 0.9594 0.6793 0.4997 0.067 Uiso 1 1 calc R . . . .
C27 C 1.0271(3) 0.65335(19) 0.6427(2) 0.0654(7) Uani 1 1 d . . . . .
H27 H 1.1291 0.6623 0.6499 0.079 Uiso 1 1 calc R . . . .
C28 C 0.9799(3) 0.62975(18) 0.7250(2) 0.0612(7) Uani 1 1 d . . . . .
H28 H 1.0515 0.6241 0.7863 0.073 Uiso 1 1 calc R . . . .
C29 C 0.8314(2) 0.61495(15) 0.71700(16) 0.0462(5) Uani 1 1 d . . . . .
H29 H 0.8018 0.5995 0.7722 0.055 Uiso 1 1 calc R . . . .
C30 C 0.6602(2) 0.65850(14) 0.45079(15) 0.0430(5) Uani 1 1 d . . . . .
H30 H 0.6893 0.6770 0.3961 0.052 Uiso 1 1 calc R . . . .
C31 C 0.5079(2) 0.64085(14) 0.44057(13) 0.0371(4) Uani 1 1 d . . . . .
C32 C 0.4660(2) 0.61307(13) 0.52530(13) 0.0327(4) Uani 1 1 d . . . . .
C33 C 0.7231(2) 0.62325(13) 0.62397(14) 0.0333(4) Uani 1 1 d . . . . .
C34 C 0.7697(2) 0.64919(14) 0.54046(15) 0.0383(5) Uani 1 1 d . . . . .
C35 C 0.3776(2) 0.59317(14) 0.88412(12) 0.0315(4) Uani 1 1 d . . . . .
C36 C 0.2951(2) 0.50102(14) 0.88244(13) 0.0353(4) Uani 1 1 d . . . . .
C37 C 0.2308(3) 0.48186(16) 0.95586(16) 0.0471(5) Uani 1 1 d . . . . .
C38 C 0.2459(3) 0.55112(18) 1.03069(15) 0.0507(6) Uani 1 1 d . . . . .
C39 C 0.3301(3) 0.64016(16) 1.03478(14) 0.0458(5) Uani 1 1 d . . . . .
C40 C 0.3965(2) 0.66066(14) 0.96212(13) 0.0366(4) Uani 1 1 d . . . . .
C41 C 0.4416(2) 0.61909(14) 0.80056(13) 0.0333(4) Uani 1 1 d . . . . .
C42 C 0.2695(2) 0.42142(15) 0.80113(15) 0.0379(4) Uani 1 1 d . . . . .
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'
F F 0.0171 0.0103 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C21 O1 H1B 109.5 . .
C15 C14 C20 120.90(16) . .
C19 C14 C15 117.62(16) . .
C19 C14 C20 121.44(17) . .
C14 C15 C21 123.90(15) . .
C16 C15 C14 119.20(17) . .
C16 C15 C21 116.86(17) . .
F1 C16 C15 120.54(17) . .
F1 C16 C17 117.47(16) . .
C17 C16 C15 121.98(19) . .
F2 C17 C16 120.54(19) . .
F2 C17 C18 120.18(18) . .
C18 C17 C16 119.27(17) . .
F3 C18 C17 120.10(17) . .
F3 C18 C19 120.13(19) . .
C17 C18 C19 119.76(17) . .
F4 C19 C14 121.62(16) . .
F4 C19 C18 116.20(17) . .
C18 C19 C14 122.13(18) . .
O3 C20 C14 115.34(16) . .
O4 C20 O3 124.79(16) . .
O4 C20 C14 119.87(16) . .
O1 C21 C15 111.60(15) . .
O2 C21 O1 125.27(18) . .
O2 C21 C15 123.02(17) . .
C42 O5 H5A 109.5 . .
C11 N1 H1 118.2 . .
C11 N1 C12 123.57(15) . .
C12 N1 H1 118.2 . .
C2 C1 H1A 120.4 . .
C2 C1 C11 119.14(18) . .
C11 C1 H1A 120.4 . .
C1 C2 H2 119.4 . .
C1 C2 C3 121.15(19) . .
C3 C2 H2 119.4 . .
C2 C3 H3 119.6 . .
C4 C3 C2 120.83(19) . .
C4 C3 H3 119.6 . .
C3 C4 H4 119.8 . .
C3 C4 C10 120.40(19) . .
C10 C4 H4 119.8 . .
C6 C5 H5 119.7 . .
C6 C5 C13 120.5(2) . .
C13 C5 H5 119.7 . .
C5 C6 H6 119.8 . .
C5 C6 C7 120.4(2) . .
C7 C6 H6 119.8 . .
C6 C7 H7 119.2 . .
C8 C7 C6 121.7(2) . .
C8 C7 H7 119.2 . .
C7 C8 H8 120.5 . .
C7 C8 C12 119.09(19) . .
C12 C8 H8 120.5 . .
C10 C9 H9 119.2 . .
C13 C9 H9 119.2 . .
C13 C9 C10 121.64(16) . .
C4 C10 C11 118.14(17) . .
C9 C10 C4 123.70(17) . .
C9 C10 C11 118.16(16) . .
N1 C11 C1 120.40(16) . .
N1 C11 C10 119.27(16) . .
C1 C11 C10 120.33(17) . .
N1 C12 C8 120.68(16) . .
N1 C12 C13 118.86(16) . .
C8 C12 C13 120.46(17) . .
C5 C13 C12 117.80(17) . .
C9 C13 C5 123.70(17) . .
C9 C13 C12 118.50(17) . .
C32 N2 H2A 118.4 . .
C33 N2 H2A 118.4 . .
C33 N2 C32 123.29(15) . .
C23 C22 H22 120.5 . .
C23 C22 C32 119.1(2) . .
C32 C22 H22 120.5 . .
C22 C23 H23 119.3 . .
C22 C23 C24 121.4(2) . .
C24 C23 H23 119.3 . .
C23 C24 H24 119.6 . .
C25 C24 C23 120.8(2) . .
C25 C24 H24 119.6 . .
C24 C25 H25 119.7 . .
C24 C25 C31 120.5(2) . .
C31 C25 H25 119.7 . .
C27 C26 H26 119.7 . .
C27 C26 C34 120.6(2) . .
C34 C26 H26 119.7 . .
C26 C27 H27 119.6 . .
C26 C27 C28 120.7(2) . .
C28 C27 H27 119.6 . .
C27 C28 H28 119.4 . .
C29 C28 C27 121.3(2) . .
C29 C28 H28 119.4 . .
C28 C29 H29 120.4 . .
C28 C29 C33 119.2(2) . .
C33 C29 H29 120.4 . .
C31 C30 H30 119.2 . .
C34 C30 H30 119.2 . .
C34 C30 C31 121.58(17) . .
C30 C31 C25 123.68(19) . .
C30 C31 C32 118.26(18) . .
C32 C31 C25 118.05(19) . .
N2 C32 C22 120.57(17) . .
N2 C32 C31 119.21(17) . .
C22 C32 C31 120.21(18) . .
N2 C33 C29 120.71(17) . .
N2 C33 C34 119.25(17) . .
C29 C33 C34 120.04(18) . .
C26 C34 C33 118.1(2) . .
C30 C34 C26 123.54(19) . .
C30 C34 C33 118.38(18) . .
C36 C35 C41 120.48(16) . .
C40 C35 C36 118.56(16) . .
C40 C35 C41 120.94(17) . .
C35 C36 C42 122.77(16) . .
C37 C36 C35 118.98(18) . .
C37 C36 C42 118.23(18) . .
F5 C37 C36 120.24(19) . .
F5 C37 C38 118.13(18) . .
C36 C37 C38 121.6(2) . .
F6 C38 C37 120.1(2) . .
F6 C38 C39 120.0(2) . .
C39 C38 C37 119.82(18) . .
F7 C39 C38 120.13(18) . .
F7 C39 C40 120.4(2) . .
C38 C39 C40 119.45(18) . .
F8 C40 C35 120.67(17) . .
F8 C40 C39 117.80(17) . .
C39 C40 C35 121.48(19) . .
O7 C41 O8 125.64(17) . .
O7 C41 C35 116.21(17) . .
O8 C41 C35 118.10(17) . .
O5 C42 C36 110.94(17) . .
O6 C42 O5 126.19(19) . .
O6 C42 C36 122.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C16 1.339(2) .
F2 C17 1.339(2) .
F3 C18 1.346(2) .
F4 C19 1.342(2) .
O1 H1B 0.8200 .
O1 C21 1.319(2) .
O2 C21 1.199(2) .
O3 C20 1.253(2) .
O4 C20 1.240(2) .
C14 C15 1.404(3) .
C14 C19 1.383(3) .
C14 C20 1.518(2) .
C15 C16 1.379(2) .
C15 C21 1.513(3) .
C16 C17 1.373(3) .
C17 C18 1.363(3) .
C18 C19 1.379(3) .
F5 C37 1.347(2) .
F6 C38 1.343(2) .
F7 C39 1.339(2) .
F8 C40 1.339(2) .
O5 H5A 0.8200 .
O5 C42 1.303(2) .
O6 C42 1.198(2) .
O7 C41 1.246(2) .
O8 C41 1.248(2) .
N1 H1 0.8600 .
N1 C11 1.351(2) .
N1 C12 1.351(2) .
C1 H1A 0.9300 .
C1 C2 1.360(3) .
C1 C11 1.408(2) .
C2 H2 0.9300 .
C2 C3 1.411(3) .
C3 H3 0.9300 .
C3 C4 1.347(3) .
C4 H4 0.9300 .
C4 C10 1.422(3) .
C5 H5 0.9300 .
C5 C6 1.352(3) .
C5 C13 1.425(3) .
C6 H6 0.9300 .
C6 C7 1.413(3) .
C7 H7 0.9300 .
C7 C8 1.350(3) .
C8 H8 0.9300 .
C8 C12 1.412(3) .
C9 H9 0.9300 .
C9 C10 1.390(3) .
C9 C13 1.386(3) .
C10 C11 1.423(2) .
C12 C13 1.426(2) .
N2 H2A 0.8600 .
N2 C32 1.353(2) .
N2 C33 1.348(2) .
C22 H22 0.9300 .
C22 C23 1.361(3) .
C22 C32 1.413(3) .
C23 H23 0.9300 .
C23 C24 1.408(3) .
C24 H24 0.9300 .
C24 C25 1.346(3) .
C25 H25 0.9300 .
C25 C31 1.426(3) .
C26 H26 0.9300 .
C26 C27 1.345(4) .
C26 C34 1.421(3) .
C27 H27 0.9300 .
C27 C28 1.404(4) .
C28 H28 0.9300 .
C28 C29 1.360(3) .
C29 H29 0.9300 .
C29 C33 1.410(3) .
C30 H30 0.9300 .
C30 C31 1.388(3) .
C30 C34 1.385(3) .
C31 C32 1.423(3) .
C33 C34 1.423(3) .
C35 C36 1.397(3) .
C35 C40 1.383(3) .
C35 C41 1.518(2) .
C36 C37 1.374(3) .
C36 C42 1.517(3) .
C37 C38 1.376(3) .
C38 C39 1.361(3) .
C39 C40 1.381(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1B O8 0.82 1.81 2.623(2) 171.0 2_676
O5 H5A O4 0.82 1.82 2.6238(19) 164.6 2_666
N1 H1 O3 0.86 1.77 2.6293(18) 174.6 .
N2 H2A O7 0.86 1.77 2.6342(19) 177.2 .
C29 H29 F6 0.93 2.58 3.350(3) 139.9 2_667
