#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/21/1512133.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_1512133
loop_
_publ_author_name
'Liu, Xiaogang'
'Cole, Jacqueline M.'
'Waddell, Paul G.'
'Lin, Tze-Chia'
'McKechnie, Scott'
_publ_section_title
;
 Molecular Origins of Optoelectronic Properties in Coumarins 343, 314T,
 445, and 522B
;
_journal_issue                   27
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              14130
_journal_paper_doi               10.1021/jp400614e
_journal_volume                  117
_journal_year                    2013
_chemical_formula_moiety         'C17 H18 F3 N O2'
_chemical_formula_sum            'C17 H18 F3 N O2'
_chemical_formula_weight         325.32
_chemical_name_common            'Coumarin 522B'
_chemical_name_systematic
; 
6,8,8,9-tetramethyl-4-(trifluoromethyl)-6,7,8,9-tetrahydro-2H-pyrano[3,2-g]quinolin-2-one
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.378(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.365(6)
_cell_length_b                   7.358(3)
_cell_length_c                   16.939(8)
_cell_measurement_reflns_used    5764
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      33.0
_cell_measurement_theta_min      2.1
_cell_volume                     1534.4(12)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_sigmaI/netI    0.0211
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15532
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Scaled and merged with Sortav 
 R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 
 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.47
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         4004
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0905P)²+0.3500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1513
_refine_ls_wR_factor_ref         0.1535
_reflns_number_gt                3807
_reflns_number_total             4004
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp400614e_si_002.cif
_cod_data_source_block           coumarin522B_120k
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1534.3(12)
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               1512133
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.11007(13) 0.7500 0.67128(10) 0.0321(3) Uani 1 2 d S . .
C2 C 1.20433(13) 0.7500 0.46325(10) 0.0318(3) Uani 1 2 d S . .
C3 C 1.20221(13) 0.7500 0.54856(10) 0.0310(3) Uani 1 2 d S . .
H3 H 1.2687 0.7500 0.5816 0.037 Uiso 1 2 calc SR . .
C4 C 1.10734(13) 0.7500 0.58190(9) 0.0274(3) Uani 1 2 d S . .
C5 C 0.90114(13) 0.7500 0.56162(9) 0.0340(4) Uani 1 2 d S . .
H5 H 0.8958 0.7500 0.6172 0.041 Uiso 1 2 calc SR . .
C6 C 0.80687(13) 0.7500 0.51152(10) 0.0376(4) Uani 1 2 d S . .
C7 C 0.81265(12) 0.7500 0.42759(9) 0.0265(3) Uani 1 2 d S A .
C8 C 0.91623(12) 0.7500 0.39949(8) 0.0267(3) Uani 1 2 d S . .
H8 H 0.9226 0.7500 0.3440 0.032 Uiso 1 2 calc SR A .
C9 C 1.00847(12) 0.7500 0.45191(9) 0.0256(3) Uani 1 2 d S . .
C10 C 1.00516(12) 0.7500 0.53417(9) 0.0264(3) Uani 1 2 d S . .
C11 C 0.60861(15) 0.765(5) 0.40053(11) 0.026(3) Uani 0.50 1 d P A -1
C12 C 0.73119(16) 0.7466(18) 0.29035(11) 0.0415(7) Uani 0.5 1 d P A -1
H12A H 0.7563 0.8656 0.2735 0.062 Uiso 0.50 1 calc PR A -1
H12B H 0.6605 0.7189 0.2617 0.062 Uiso 0.50 1 calc PR A -1
H12C H 0.7839 0.6532 0.2787 0.062 Uiso 0.50 1 calc PR A -1
C13 C 0.69591(16) 0.7030(3) 0.54142(12) 0.0282(5) Uani 0.50 1 d P A -1
H13 H 0.6802 0.5704 0.5344 0.034 Uiso 0.50 1 calc PR A -1
C14 C 0.61521(17) 0.8147(3) 0.48825(12) 0.0292(4) Uani 0.50 1 d P A -1
H14A H 0.6353 0.9446 0.4940 0.035 Uiso 0.50 1 calc PR A -1
H14B H 0.5422 0.8001 0.5070 0.035 Uiso 0.50 1 calc PR A -1
C15 C 0.69215(16) 0.758(4) 0.62845(11) 0.0344(14) Uani 0.50 1 d P A -1
H15A H 0.7201 0.8819 0.6363 0.052 Uiso 0.50 1 calc PR A -1
H15B H 0.7370 0.6741 0.6625 0.052 Uiso 0.50 1 calc PR A -1
H15C H 0.6170 0.7530 0.6422 0.052 Uiso 0.50 1 calc PR A -1
C16 C 0.5473(3) 0.9108(5) 0.3530(2) 0.0364(7) Uani 0.50 1 d P A -1
H16A H 0.5882 1.0250 0.3585 0.055 Uiso 0.50 1 calc PR A -1
H16B H 0.4759 0.9275 0.3726 0.055 Uiso 0.50 1 calc PR A -1
H16C H 0.5380 0.8751 0.2971 0.055 Uiso 0.50 1 calc PR A -1
C17 C 0.5477(3) 0.5800(5) 0.3871(2) 0.0363(7) Uani 0.50 1 d P A -1
H17A H 0.5509 0.5409 0.3320 0.054 Uiso 0.50 1 calc PR A -1
H17B H 0.4717 0.5950 0.3978 0.054 Uiso 0.50 1 calc PR A -1
H17C H 0.5824 0.4882 0.4229 0.054 Uiso 0.50 1 calc PR A -1
C1' C 0.5172(2) 0.7500 -0.15971(12) 0.0517(5) Uani 1 2 d S . .
C2' C 0.69084(15) 0.7500 0.03940(12) 0.0410(4) Uani 1 2 d S . .
C3' C 0.65575(17) 0.7500 -0.04484(12) 0.0449(4) Uani 1 2 d S . .
H3' H 0.7088 0.7500 -0.0819 0.054 Uiso 1 2 calc SR . .
C4' C 0.55000(16) 0.7500 -0.07156(10) 0.0383(4) Uani 1 2 d S . .
C5' C 0.35383(15) 0.7500 -0.03925(10) 0.0366(4) Uani 1 2 d S . .
H5' H 0.3282 0.7500 -0.0939 0.044 Uiso 1 2 calc SR . .
C6' C 0.27908(15) 0.7500 0.01561(10) 0.0394(4) Uani 1 2 d S . .
C7' C 0.31676(14) 0.7500 0.09834(9) 0.0331(3) Uani 1 2 d S B .
C8' C 0.42901(13) 0.7500 0.11992(9) 0.0310(3) Uani 1 2 d S . .
H8' H 0.4555 0.7500 0.1744 0.037 Uiso 1 2 calc SR B .
C9' C 0.50121(13) 0.7500 0.06268(9) 0.0291(3) Uani 1 2 d S . .
C10' C 0.46661(14) 0.7500 -0.01847(9) 0.0315(3) Uani 1 2 d S . .
C11' C 0.1267(2) 0.731(3) 0.13802(17) 0.055(3) Uani 0.50 1 d P B -1
C12' C 0.2879(2) 0.7857(7) 0.23765(14) 0.0507(16) Uani 0.50 1 d P B -1
H12D H 0.3316 0.6817 0.2580 0.076 Uiso 0.50 1 calc PR B -1
H12E H 0.2274 0.8038 0.2703 0.076 Uiso 0.50 1 calc PR B -1
H12F H 0.3333 0.8950 0.2396 0.076 Uiso 0.50 1 calc PR B -1
C13' C 0.1585(2) 0.7839(4) -0.00638(16) 0.0421(9) Uani 0.50 1 d P B -1
H13' H 0.1412 0.9153 0.0007 0.050 Uiso 0.50 1 calc PR B -1
C14' C 0.1028(2) 0.6692(4) 0.05224(17) 0.0492(6) Uani 0.50 1 d P B -1
H14D H 0.1264 0.5414 0.0478 0.059 Uiso 0.50 1 calc PR B -1
H14C H 0.0233 0.6734 0.0379 0.059 Uiso 0.50 1 calc PR B -1
C15' C 0.1231(2) 0.7241(16) -0.09171(18) 0.056(2) Uani 0.50 1 d P B -1
H15D H 0.1565 0.8039 -0.1289 0.084 Uiso 0.50 1 calc PR B -1
H15F H 0.0439 0.7316 -0.1014 0.084 Uiso 0.50 1 calc PR B -1
H15E H 0.1465 0.5985 -0.0993 0.084 Uiso 0.50 1 calc PR B -1
C16' C 0.0931(7) 0.5814(13) 0.1926(3) 0.128(4) Uani 0.50 1 d P B -1
H26A H 0.0153 0.5566 0.1811 0.192 Uiso 0.50 1 calc PR B -1
H26B H 0.1077 0.6201 0.2479 0.192 Uiso 0.50 1 calc PR B -1
H26C H 0.1345 0.4708 0.1839 0.192 Uiso 0.50 1 calc PR B -1
C17' C 0.0673(4) 0.9108(10) 0.1521(4) 0.097(2) Uani 0.50 1 d P B -1
H27A H -0.0112 0.8893 0.1476 0.145 Uiso 0.50 1 calc PR B -1
H27B H 0.0846 1.0004 0.1124 0.145 Uiso 0.50 1 calc PR B -1
H27C H 0.0909 0.9567 0.2052 0.145 Uiso 0.50 1 calc PR B -1
F1 F 1.21153(9) 0.7500 0.70663(6) 0.0477(3) Uani 1 2 d S . .
F2 F 1.06025(6) 0.60448(10) 0.69837(4) 0.0405(2) Uani 1 1 d . . .
F1' F 0.60164(16) 0.7500 -0.20219(9) 0.0908(6) Uani 1 2 d S . .
F2' F 0.45641(9) 0.60434(12) -0.18279(5) 0.0592(3) Uani 1 1 d . . .
N1 N 0.72051(11) 0.7500 0.37572(8) 0.0316(3) Uani 1 2 d S . .
N1' N 0.24469(13) 0.7500 0.15483(9) 0.0445(4) Uani 1 2 d S . .
O1 O 1.10589(9) 0.7500 0.41813(7) 0.0307(3) Uani 1 2 d S . .
O2 O 1.28562(10) 0.7500 0.42859(8) 0.0411(3) Uani 1 2 d S . .
O1' O 0.60966(10) 0.7500 0.09004(7) 0.0350(3) Uani 1 2 d S . .
O2' O 0.78339(12) 0.7500 0.06857(11) 0.0558(4) Uani 1 2 d S . .
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'
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
F2 C1 F2 106.33(14) . 4_575
F2 C1 F1 106.80(9) . .
F2 C1 F1 106.80(9) 4_575 .
F2 C1 C4 112.08(9) . .
F2 C1 C4 112.08(9) 4_575 .
F1 C1 C4 112.35(13) . .
O2 C2 O1 117.54(15) . .
O2 C2 C3 125.28(15) . .
O1 C2 C3 117.18(14) . .
C4 C3 C2 121.05(15) . .
C4 C3 H3 119.5 . .
C2 C3 H3 119.5 . .
C3 C4 C10 121.24(14) . .
C3 C4 C1 118.74(14) . .
C10 C4 C1 120.03(13) . .
C6 C5 C10 122.93(15) . .
C6 C5 H5 118.5 . .
C10 C5 H5 118.5 . .
C5 C6 C7 119.65(14) . .
C5 C6 C13 121.64(15) . .
C7 C6 C13 117.03(15) . .
C5 C6 C13 121.64(15) . 4_575
C7 C6 C13 117.03(15) . 4_575
C13 C6 C13 25.85(15) . 4_575
N1 C7 C8 120.71(14) . .
N1 C7 C6 121.38(14) . .
C8 C7 C6 117.91(14) . .
C9 C8 C7 120.42(14) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C8 C9 O1 115.74(13) . .
C8 C9 C10 122.85(13) . .
O1 C9 C10 121.41(13) . .
C9 C10 C5 116.24(14) . .
C9 C10 C4 117.08(13) . .
C5 C10 C4 126.68(14) . .
N1 C11 C16 109.6(14) . .
N1 C11 C14 109.0(4) . .
C16 C11 C14 109.0(19) . .
N1 C11 C17 110(2) . .
C16 C11 C17 109.4(4) . .
C14 C11 C17 109.5(13) . .
N1 C12 H12A 109.5 . .
N1 C12 H12B 109.5 . .
N1 C12 H12C 109.5 . .
C14 C13 C15 110.4(8) . .
C14 C13 C6 103.78(15) . .
C15 C13 C6 111.3(4) . .
C14 C13 H13 110.4 . .
C15 C13 H13 110.4 . .
C6 C13 H13 110.4 . .
C13 C14 C11 114.7(10) . .
C13 C14 H14A 108.6 . .
C11 C14 H14A 108.6 . .
C13 C14 H14B 108.6 . .
C11 C14 H14B 108.6 . .
H14A C14 H14B 107.6 . .
F1' C1' F2' 106.84(12) . .
F1' C1' F2' 106.84(12) . 4_575
F2' C1' F2' 105.6(2) . 4_575
F1' C1' C4' 112.6(2) . .
F2' C1' C4' 112.23(11) . .
F2' C1' C4' 112.23(11) 4_575 .
O2' C2' O1' 117.64(19) . .
O2' C2' C3' 126.06(18) . .
O1' C2' C3' 116.30(16) . .
C4' C3' C2' 121.53(16) . .
C4' C3' H3' 119.2 . .
C2' C3' H3' 119.2 . .
C3' C4' C10' 121.64(17) . .
C3' C4' C1' 119.76(17) . .
C10' C4' C1' 118.60(18) . .
C6' C5' C10' 123.10(15) . .
C6' C5' H5' 118.4 . .
C10' C5' H5' 118.4 . .
C5' C6' C7' 118.97(16) . .
C5' C6' C13' 122.75(17) . .
C7' C6' C13' 117.36(18) . .
C5' C6' C13' 122.75(17) . 4_575
C7' C6' C13' 117.36(18) . 4_575
C13' C6' C13' 18.8(2) . 4_575
N1' C7' C8' 120.79(15) . .
N1' C7' C6' 120.68(16) . .
C8' C7' C6' 118.53(15) . .
C9' C8' C7' 120.49(14) . .
C9' C8' H8' 119.8 . .
C7' C8' H8' 119.8 . .
O1' C9' C8' 115.96(14) . .
O1' C9' C10' 121.90(14) . .
C8' C9' C10' 122.14(15) . .
C9' C10' C5' 116.76(15) . .
C9' C10' C4' 116.43(16) . .
C5' C10' C4' 126.81(16) . .
N1' C11' C16' 105.9(8) . .
N1' C11' C14' 108.3(3) . .
C16' C11' C14' 108.8(12) . .
N1' C11' C17' 111.7(12) . .
C16' C11' C17' 111.5(4) . .
C14' C11' C17' 110.6(8) . .
N1' C12' H12D 109.5 . .
N1' C12' H12E 109.5 . .
N1' C12' H12F 109.5 . .
C14' C13' C6' 104.07(19) . .
C14' C13' C15' 110.5(4) . .
C6' C13' C15' 111.7(3) . .
C14' C13' H13' 110.1 . .
C6' C13' H13' 110.1 . .
C15' C13' H13' 110.1 . .
C13' C14' C11' 113.4(6) . .
C13' C14' H14D 108.9 . .
C11' C14' H14D 108.9 . .
C13' C14' H14C 108.9 . .
C11' C14' H14C 108.9 . .
H14D C14' H14C 107.7 . .
C7 N1 C12 119.08(14) . .
C7 N1 C11 123.90(16) . 4_575
C12 N1 C11 116.75(16) . 4_575
C7 N1 C11 123.90(16) . .
C12 N1 C11 116.91(15) . .
C11 N1 C11 8(3) 4_575 .
C7' N1' C11' 124.47(18) . .
C7' N1' C11' 124.47(18) . 4_575
C11' N1' C11' 10.8(17) . 4_575
C7' N1' C12' 117.60(17) . .
C11' N1' C12' 117.8(2) . .
C11' N1' C12' 115.6(3) 4_575 .
C7' N1' C12' 117.60(17) . 4_575
C11' N1' C12' 115.6(3) . 4_575
C11' N1' C12' 117.8(2) 4_575 4_575
C12' N1' C12' 20.5(4) . 4_575
C2 O1 C9 122.05(13) . .
C9' O1' C2' 122.19(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 F2 1.3378(13) .
C1 F2 1.3378(13) 4_575
C1 F1 1.3385(19) .
C1 C4 1.511(2) .
C2 O2 1.211(2) .
C2 O1 1.375(2) .
C2 C3 1.448(2) .
C3 C4 1.349(2) .
C3 H3 0.9500 .
C4 C10 1.435(2) .
C5 C6 1.376(2) .
C5 C10 1.408(2) .
C5 H5 0.9500 .
C6 C7 1.430(2) .
C6 C13 1.546(2) .
C6 C13 1.546(2) 4_575
C7 N1 1.3720(19) .
C7 C8 1.408(2) .
C8 C9 1.378(2) .
C8 H8 0.9500 .
C9 O1 1.3811(18) .
C9 C10 1.398(2) .
C11 N1 1.487(4) .
C11 C16 1.50(3) .
C11 C14 1.526(10) .
C11 C17 1.56(3) .
C12 N1 1.465(2) .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 C14 1.521(3) .
C13 C15 1.534(8) .
C13 H13 1.0000 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C1' F1' 1.323(3) .
C1' F2' 1.3456(19) .
C1' F2' 1.3456(19) 4_575
C1' C4' 1.510(3) .
C2' O2' 1.203(3) .
C2' O1' 1.380(2) .
C2' C3' 1.452(3) .
C3' C4' 1.343(3) .
C3' H3' 0.9500 .
C4' C10' 1.430(2) .
C5' C6' 1.371(3) .
C5' C10' 1.406(3) .
C5' H5' 0.9500 .
C6' C7' 1.435(2) .
C6' C13' 1.524(3) .
C6' C13' 1.524(3) 4_575
C7' N1' 1.367(2) .
C7' C8' 1.402(2) .
C8' C9' 1.378(2) .
C8' H8' 0.9500 .
C9' O1' 1.377(2) .
C9' C10' 1.401(2) .
C11' N1' 1.466(4) .
C11' C16' 1.522(17) .
C11' C14' 1.525(7) .
C11' C17' 1.540(19) .
C12' N1' 1.477(3) .
C12' H12D 0.9800 .
C12' H12E 0.9800 .
C12' H12F 0.9800 .
C13' C14' 1.517(4) .
C13' C15' 1.535(5) .
C13' H13' 1.0000 .
C14' H14D 0.9900 .
C14' H14C 0.9900 .
C15' H15D 0.9800 .
C15' H15F 0.9800 .
C15' H15E 0.9800 .
C16' H26A 0.9800 .
C16' H26B 0.9800 .
C16' H26C 0.9800 .
C17' H27A 0.9800 .
C17' H27B 0.9800 .
C17' H27C 0.9800 .
N1 C11 1.487(4) 4_575
N1' C11' 1.466(4) 4_575
N1' C12' 1.477(3) 4_575
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O2 C2 C3 C4 180.0 . .
O1 C2 C3 C4 0.0 . .
C2 C3 C4 C10 0.0 . .
C2 C3 C4 C1 180.0 . .
F2 C1 C4 C3 -120.26(10) . .
F2 C1 C4 C3 120.26(10) 4_575 .
F1 C1 C4 C3 0.000(1) . .
F2 C1 C4 C10 59.74(10) . .
F2 C1 C4 C10 -59.74(10) 4_575 .
F1 C1 C4 C10 180.0 . .
C10 C5 C6 C7 0.0 . .
C10 C5 C6 C13 164.77(9) . .
C10 C5 C6 C13 -164.77(9) . 4_575
C5 C6 C7 N1 180.0 . .
C13 C6 C7 N1 14.54(9) . .
C13 C6 C7 N1 -14.54(9) 4_575 .
C5 C6 C7 C8 0.0 . .
C13 C6 C7 C8 -165.46(9) . .
C13 C6 C7 C8 165.46(9) 4_575 .
N1 C7 C8 C9 180.0 . .
C6 C7 C8 C9 0.0 . .
C7 C8 C9 O1 180.0 . .
C7 C8 C9 C10 0.0 . .
C8 C9 C10 C5 0.0 . .
O1 C9 C10 C5 180.0 . .
C8 C9 C10 C4 180.0 . .
O1 C9 C10 C4 0.000(1) . .
C6 C5 C10 C9 0.0 . .
C6 C5 C10 C4 180.0 . .
C3 C4 C10 C9 0.000(1) . .
C1 C4 C10 C9 180.0 . .
C3 C4 C10 C5 180.0 . .
C1 C4 C10 C5 0.0 . .
C5 C6 C13 C14 149.29(11) . .
C7 C6 C13 C14 -45.56(16) . .
C13 C6 C13 C14 51.16(14) 4_575 .
C5 C6 C13 C15 30.5(11) . .
C7 C6 C13 C15 -164.4(11) . .
C13 C6 C13 C15 -67.7(11) 4_575 .
C15 C13 C14 C11 -177.3(14) . .
C6 C13 C14 C11 63.3(11) . .
N1 C11 C14 C13 -47(2) . .
C16 C11 C14 C13 -166.8(6) . .
C17 C11 C14 C13 73.5(6) . .
O2' C2' C3' C4' 180.0 . .
O1' C2' C3' C4' 0.000(1) . .
C2' C3' C4' C10' 0.000(1) . .
C2' C3' C4' C1' 180.0 . .
F1' C1' C4' C3' 0.000(1) . .
F2' C1' C4' C3' 120.63(14) . .
F2' C1' C4' C3' -120.63(14) 4_575 .
F1' C1' C4' C10' 180.0 . .
F2' C1' C4' C10' -59.37(14) . .
F2' C1' C4' C10' 59.37(14) 4_575 .
C10' C5' C6' C7' 0.0 . .
C10' C5' C6' C13' 168.78(13) . .
C10' C5' C6' C13' -168.78(13) . 4_575
C5' C6' C7' N1' 180.0 . .
C13' C6' C7' N1' 10.61(12) . .
C13' C6' C7' N1' -10.61(12) 4_575 .
C5' C6' C7' C8' 0.0 . .
C13' C6' C7' C8' -169.39(12) . .
C13' C6' C7' C8' 169.39(12) 4_575 .
N1' C7' C8' C9' 180.0 . .
C6' C7' C8' C9' 0.0 . .
C7' C8' C9' O1' 180.0 . .
C7' C8' C9' C10' 0.0 . .
O1' C9' C10' C5' 180.0 . .
C8' C9' C10' C5' 0.0 . .
O1' C9' C10' C4' 0.000(1) . .
C8' C9' C10' C4' 180.0 . .
C6' C5' C10' C9' 0.0 . .
C6' C5' C10' C4' 180.0 . .
C3' C4' C10' C9' 0.000(1) . .
C1' C4' C10' C9' 180.0 . .
C3' C4' C10' C5' 180.0 . .
C1' C4' C10' C5' 0.0 . .
C5' C6' C13' C14' 147.60(15) . .
C7' C6' C13' C14' -43.4(2) . .
C13' C6' C13' C14' 51.48(19) 4_575 .
C5' C6' C13' C15' 28.4(5) . .
C7' C6' C13' C15' -162.7(5) . .
C13' C6' C13' C15' -67.8(5) 4_575 .
C6' C13' C14' C11' 64.8(6) . .
C15' C13' C14' C11' -175.2(7) . .
N1' C11' C14' C13' -50.5(14) . .
C16' C11' C14' C13' -165.1(5) . .
C17' C11' C14' C13' 72.2(5) . .
C8 C7 N1 C12 1.1(6) . .
C6 C7 N1 C12 -178.9(6) . .
C8 C7 N1 C11 175.0(18) . 4_575
C6 C7 N1 C11 -5.0(18) . 4_575
C8 C7 N1 C11 -175.0(18) . .
C6 C7 N1 C11 5.0(18) . .
C16 C11 N1 C7 129.9(5) . .
C14 C11 N1 C7 11(3) . .
C17 C11 N1 C7 -109.6(4) . .
C16 C11 N1 C12 -46(2) . .
C14 C11 N1 C12 -165.6(14) . .
C17 C11 N1 C12 74.2(15) . .
C16 C11 N1 C11 -137.3(14) . 4_575
C14 C11 N1 C11 103(2) . 4_575
C17 C11 N1 C11 -16.8(6) . 4_575
C8' C7' N1' C11' -173.4(10) . .
C6' C7' N1' C11' 6.6(10) . .
C8' C7' N1' C11' 173.4(10) . 4_575
C6' C7' N1' C11' -6.6(10) . 4_575
C8' C7' N1' C12' 11.6(2) . .
C6' C7' N1' C12' -168.4(2) . .
C8' C7' N1' C12' -11.6(2) . 4_575
C6' C7' N1' C12' 168.4(2) . 4_575
C16' C11' N1' C7' 129.4(4) . .
C14' C11' N1' C7' 12.9(17) . .
C17' C11' N1' C7' -109.1(4) . .
C16' C11' N1' C11' -136.9(8) . 4_575
C14' C11' N1' C11' 106.6(11) . 4_575
C17' C11' N1' C11' -15.4(5) . 4_575
C16' C11' N1' C12' -55.6(12) . .
C14' C11' N1' C12' -172.2(7) . .
C17' C11' N1' C12' 65.9(9) . .
C16' C11' N1' C12' -32.8(12) . 4_575
C14' C11' N1' C12' -149.4(8) . 4_575
C17' C11' N1' C12' 88.7(8) . 4_575
O2 C2 O1 C9 180.0 . .
C3 C2 O1 C9 0.0 . .
C8 C9 O1 C2 180.0 . .
C10 C9 O1 C2 0.0 . .
C8' C9' O1' C2' 180.0 . .
C10' C9' O1' C2' 0.000(1) . .
O2' C2' O1' C9' 180.0 . .
C3' C2' O1' C9' 0.000(1) . .
