# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               Org.Biomol.Chem.
_journal_coden_cambridge         0177
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_author_name
_publ_author_address
'Tiziano Tuccinardi'
; Dipartimento di Chimica
Universit\`a degli Studi di Siena
Via Aldo Moro
I-53100 Siena
Italy
;
A.Zizzari
; Dipartimento Farmaco Chimico Tecnologico
Universit\`a degli Studi di Siena
via Aldo Moro
I-53100 Siena
Italy
;
'Chiara Brullo'
; Dipartimento Farmaco Chimico Tecnologico
Universit\`a degli Studi di Siena
via Aldo Moro
I-53100 Siena
Italy
;
'Simona Daniele' ''
'Francesca Musumeci' ''
'Silvia Schenone' ''
'Maria Trincavelli' ''
'Claudia Martini' ''
'Adriano Martinelli' ''
G.Giorgi ''
M.Botta ''
_publ_contact_author_address     
; Dipartimento di Chimica
Universit\`a degli Studi di Siena
Via Aldo Moro
I-53100 Siena
Italy
;

_publ_contact_author_email       gianluca.giorgi@unisi.it
_publ_contact_author_fax         '+39 0577 234241'
_publ_contact_author_phone       '+39 0577 234233'

# SUBMISSION DETAILS

_publ_contact_author_name        'Giorgi, Gianluca'

data_2008acc1217
_database_code_depnum_ccdc_archive 'CCDC 763003'

_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;
1-((R)-2-chloro-2-phenylethyl)-5-(2-hydroxy-1-methoxyethyl)-N-
-(4-methoxyphenethyl)-1H-pyrazolo[3,4-b]pyridin-4-amine
;
_chemical_formula_moiety         'C25 H25 Cl N4 O3'
_chemical_formula_sum            'C25 H25 Cl N4 O3'
_chemical_formula_weight         464.94

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.4217(2)
_cell_length_b                   20.2401(9)
_cell_length_c                   40.7250(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.5930(10)
_cell_angle_gamma                90.00
_cell_volume                     4467.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    45898
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.48

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1952
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_measurement_device_type  'Bruker-Nonius 95mm CCD camera on \k-goniostat'
_diffrn_measurement_method       '\f & \w scans'
_diffrn_radiation_monochromator  '10cm confocal mirrors'

_diffrn_reflns_number            40945
_diffrn_reflns_av_R_equivalents  0.1101
_diffrn_reflns_av_sigmaI/netI    0.1818
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_limit_l_max       52
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         27.48
_reflns_number_total             19200
_reflns_number_gt                10310
_reflns_threshold_expression     >2\s(I)

_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_cell_refinement       
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+15.5803P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.15(11)
_refine_ls_number_reflns         19200
_refine_ls_number_parameters     1197
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2048
_refine_ls_R_factor_gt           0.1084
_refine_ls_wR_factor_ref         0.2254
_refine_ls_wR_factor_gt          0.1798
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
N1A N 0.3405(13) 0.7579(4) 0.96962(17) 0.0284(17) Uani 1 1 d . . .
N2A N 0.2159(14) 0.7535(4) 0.99792(18) 0.0316(18) Uani 1 1 d . . .
C3A C 0.3243(16) 0.7065(4) 1.0158(2) 0.028(2) Uani 1 1 d . . .
H3A H 0.2755 0.6936 1.0371 0.033 Uiso 1 1 calc R . .
C4A C 0.5232(16) 0.6781(4) 0.9988(2) 0.0223(18) Uani 1 1 d . . .
C5A C 0.7046(16) 0.6267(4) 1.00370(19) 0.0233(19) Uani 1 1 d . . .
C6A C 0.8690(16) 0.6174(4) 0.9769(2) 0.026(2) Uani 1 1 d . . .
C7A C 0.8448(16) 0.6579(4) 0.94909(19) 0.0227(19) Uani 1 1 d . . .
H7A H 0.9591 0.6504 0.9322 0.027 Uiso 1 1 calc R . .
N8A N 0.6778(13) 0.7062(4) 0.94354(17) 0.0256(16) Uani 1 1 d . . .
C9A C 0.5269(17) 0.7121(5) 0.9695(2) 0.030(2) Uani 1 1 d . . .
C10A C 0.2512(16) 0.8003(4) 0.94392(19) 0.0242(19) Uani 1 1 d . . .
H10A H 0.0894 0.8181 0.9502 0.029 Uiso 1 1 calc R . .
H10B H 0.2231 0.7733 0.9239 0.029 Uiso 1 1 calc R . .
C11A C 0.4166(16) 0.8578(4) 0.93538(19) 0.030(2) Uani 1 1 d . . .
H11A H 0.5675 0.8396 0.9251 0.036 Uiso 1 1 calc R . .
Cl1A Cl 0.5129(4) 0.90330(12) 0.97158(5) 0.0356(6) Uani 1 1 d . . .
C1'A C 0.2887(15) 0.9023(4) 0.91081(19) 0.0250(18) Uani 1 1 d . . .
C2'A C 0.0863(17) 0.9386(4) 0.9197(2) 0.031(2) Uani 1 1 d . . .
H2'A H 0.0295 0.9371 0.9415 0.038 Uiso 1 1 calc R . .
C3'A C -0.0349(17) 0.9779(4) 0.8957(2) 0.029(2) Uani 1 1 d . . .
H3'A H -0.1702 1.0047 0.9018 0.035 Uiso 1 1 calc R . .
C4'A C 0.0392(17) 0.9784(5) 0.8635(2) 0.035(2) Uani 1 1 d . . .
H4'A H -0.0487 1.0039 0.8475 0.042 Uiso 1 1 calc R . .
C5'A C 0.2434(18) 0.9413(5) 0.8547(2) 0.036(2) Uani 1 1 d . . .
H5'A H 0.2979 0.9419 0.8328 0.043 Uiso 1 1 calc R . .
C6'A C 0.3651(15) 0.9039(5) 0.8783(2) 0.029(2) Uani 1 1 d . . .
H6'A H 0.5043 0.8786 0.8723 0.035 Uiso 1 1 calc R . .
N3A N 0.7211(14) 0.5879(4) 1.03118(16) 0.0275(17) Uani 1 1 d . . .
H3A1 H 0.8395 0.5581 1.0323 0.033 Uiso 1 1 calc R . .
C12A C 0.5530(16) 0.5926(4) 1.0591(2) 0.0232(19) Uani 1 1 d . . .
H12A H 0.5447 0.5492 1.0702 0.028 Uiso 1 1 calc R . .
H12B H 0.3850 0.6038 1.0507 0.028 Uiso 1 1 calc R . .
C13A C 0.6397(16) 0.6454(5) 1.0841(2) 0.029(2) Uani 1 1 d . . .
H13A H 0.7986 0.6312 1.0944 0.034 Uiso 1 1 calc R . .
H13B H 0.6687 0.6874 1.0723 0.034 Uiso 1 1 calc R . .
C1'B C 0.4564(15) 0.6572(4) 1.1106(2) 0.0213(18) Uani 1 1 d . . .
C2'B C 0.4450(16) 0.6167(4) 1.1388(2) 0.028(2) Uani 1 1 d . . .
H2'B H 0.5520 0.5796 1.1408 0.033 Uiso 1 1 calc R . .
C3'B C 0.2824(17) 0.6297(5) 1.1634(2) 0.031(2) Uani 1 1 d . . .
H3'B H 0.2854 0.6030 1.1826 0.038 Uiso 1 1 calc R . .
C4'B C 0.1174(16) 0.6803(4) 1.1605(2) 0.0255(19) Uani 1 1 d . . .
C5'B C 0.1225(16) 0.7209(5) 1.1329(2) 0.030(2) Uani 1 1 d . . .
H5'B H 0.0123 0.7573 1.1308 0.036 Uiso 1 1 calc R . .
C6'B C 0.2878(16) 0.7082(4) 1.1085(2) 0.024(2) Uani 1 1 d . . .
H6'B H 0.2856 0.7356 1.0896 0.029 Uiso 1 1 calc R . .
O1A O -0.0406(11) 0.6900(3) 1.18595(14) 0.0303(15) Uani 1 1 d . . .
C14A C -0.2060(19) 0.7441(5) 1.1846(2) 0.036(2) Uani 1 1 d . . .
H14A H -0.1136 0.7850 1.1811 0.054 Uiso 1 1 calc R . .
H14B H -0.2930 0.7471 1.2053 0.054 Uiso 1 1 calc R . .
H14C H -0.3258 0.7377 1.1664 0.054 Uiso 1 1 calc R . .
C15A C 1.0623(16) 0.5657(4) 0.9794(2) 0.025(2) Uani 1 1 d . . .
O2A O 1.1002(11) 0.5291(3) 1.00260(15) 0.0334(15) Uani 1 1 d . . .
O3A O 1.1954(11) 0.5645(3) 0.95187(16) 0.0332(15) Uani 1 1 d . . .
C16A C 1.3912(16) 0.5161(5) 0.9522(2) 0.031(2) Uani 1 1 d . . .
H16A H 1.4892 0.5201 0.9727 0.046 Uiso 1 1 calc R . .
H16B H 1.4974 0.5236 0.9335 0.046 Uiso 1 1 calc R . .
H16C H 1.3199 0.4716 0.9507 0.046 Uiso 1 1 calc R . .
N1B N 0.1199(13) 0.6645(4) 0.65923(17) 0.0268(17) Uani 1 1 d . . .
N2B N 0.0150(14) 0.6610(4) 0.68952(16) 0.0274(17) Uani 1 1 d . . .
C3B C 0.1483(17) 0.6178(4) 0.7059(2) 0.031(2) Uani 1 1 d . . .
H3B H 0.1244 0.6070 0.7283 0.037 Uiso 1 1 calc R . .
C4B C 0.3345(16) 0.5889(4) 0.68634(19) 0.0235(19) Uani 1 1 d . . .
C5B C 0.5268(16) 0.5416(4) 0.6899(2) 0.026(2) Uani 1 1 d . . .
C6B C 0.6670(16) 0.5316(4) 0.6616(2) 0.0242(19) Uani 1 1 d . . .
C7B C 0.6205(16) 0.5689(4) 0.6328(2) 0.026(2) Uani 1 1 d . . .
H7B H 0.7234 0.5612 0.6147 0.031 Uiso 1 1 calc R . .
N8B N 0.4437(13) 0.6141(4) 0.62908(17) 0.0274(17) Uani 1 1 d . . .
C9B C 0.3100(15) 0.6216(4) 0.6558(2) 0.0242(19) Uani 1 1 d . . .
C10B C 0.0089(17) 0.7060(5) 0.6333(2) 0.033(2) Uani 1 1 d . . .
H10C H -0.1457 0.7255 0.6413 0.039 Uiso 1 1 calc R . .
H10D H -0.0343 0.6780 0.6141 0.039 Uiso 1 1 calc R . .
C11B C 0.1779(15) 0.7613(4) 0.62254(17) 0.0246(18) Uani 1 1 d . . .
H11B H 0.3261 0.7411 0.6124 0.030 Uiso 1 1 calc R . .
Cl1B Cl 0.2800(4) 0.80945(12) 0.65780(5) 0.0335(5) Uani 1 1 d . . .
C1'C C 0.0500(14) 0.8037(4) 0.59734(19) 0.0235(18) Uani 1 1 d . . .
C2'C C -0.1648(14) 0.8381(4) 0.6037(2) 0.0257(19) Uani 1 1 d . . .
H2'C H -0.2329 0.8346 0.6249 0.031 Uiso 1 1 calc R . .
C3'C C -0.2834(17) 0.8775(4) 0.5805(2) 0.031(2) Uani 1 1 d . . .
H3'C H -0.4311 0.9001 0.5855 0.037 Uiso 1 1 calc R . .
C4'C C -0.1839(19) 0.8835(5) 0.5496(2) 0.037(2) Uani 1 1 d . . .
H4'C H -0.2633 0.9100 0.5332 0.044 Uiso 1 1 calc R . .
C5'C C 0.0274(18) 0.8511(4) 0.5431(2) 0.032(2) Uani 1 1 d . . .
H5'C H 0.0957 0.8553 0.5219 0.038 Uiso 1 1 calc R . .
C6'C C 0.1455(15) 0.8123(4) 0.5663(2) 0.027(2) Uani 1 1 d . . .
H6'C H 0.2953 0.7909 0.5611 0.033 Uiso 1 1 calc R . .
N3B N 0.5601(14) 0.5049(4) 0.71758(16) 0.0309(18) Uani 1 1 d . . .
H3B1 H 0.6930 0.4800 0.7192 0.037 Uiso 1 1 calc R . .
C12B C 0.3935(15) 0.5037(5) 0.74460(19) 0.026(2) Uani 1 1 d . . .
H12C H 0.2228 0.4958 0.7363 0.031 Uiso 1 1 calc R . .
H12D H 0.3977 0.5468 0.7561 0.031 Uiso 1 1 calc R . .
C13B C 0.472(2) 0.4482(5) 0.7686(2) 0.038(2) Uani 1 1 d . . .
H13C H 0.6327 0.4606 0.7790 0.046 Uiso 1 1 calc R . .
H13D H 0.3501 0.4460 0.7862 0.046 Uiso 1 1 calc R . .
C1'D C 0.4977(16) 0.3804(4) 0.7542(2) 0.0243(19) Uani 1 1 d . . .
C2'D C 0.6956(16) 0.3412(5) 0.7633(2) 0.028(2) Uani 1 1 d . . .
H2'D H 0.8180 0.3586 0.7781 0.033 Uiso 1 1 calc R . .
C3'D C 0.7226(16) 0.2778(5) 0.7518(2) 0.031(2) Uani 1 1 d . . .
H3'D H 0.8587 0.2515 0.7590 0.037 Uiso 1 1 calc R . .
C4'D C 0.5512(16) 0.2528(4) 0.7297(2) 0.0254(19) Uani 1 1 d . . .
C5'D C 0.3531(18) 0.2912(5) 0.7196(2) 0.038(2) Uani 1 1 d . . .
H5'D H 0.2348 0.2743 0.7041 0.045 Uiso 1 1 calc R . .
C6'D C 0.3265(16) 0.3539(5) 0.7319(2) 0.032(2) Uani 1 1 d . . .
H6'D H 0.1881 0.3796 0.7250 0.038 Uiso 1 1 calc R . .
O1B O 0.5570(13) 0.1906(3) 0.71637(17) 0.0411(18) Uani 1 1 d . . .
C14B C 0.7572(19) 0.1485(5) 0.7282(3) 0.041(3) Uani 1 1 d . . .
H14D H 0.9154 0.1700 0.7241 0.061 Uiso 1 1 calc R . .
H14E H 0.7495 0.1061 0.7166 0.061 Uiso 1 1 calc R . .
H14F H 0.7421 0.1410 0.7518 0.061 Uiso 1 1 calc R . .
C15B C 0.8681(16) 0.4813(4) 0.6617(2) 0.026(2) Uani 1 1 d . . .
O2B O 0.9186(12) 0.4455(3) 0.68476(15) 0.0369(16) Uani 1 1 d . . .
O3B O 0.9887(11) 0.4793(3) 0.63334(14) 0.0300(15) Uani 1 1 d . . .
C16B C 1.1831(16) 0.4310(5) 0.6322(2) 0.028(2) Uani 1 1 d . . .
H16D H 1.2919 0.4357 0.6517 0.042 Uiso 1 1 calc R . .
H16E H 1.2784 0.4379 0.6124 0.042 Uiso 1 1 calc R . .
H16F H 1.1114 0.3866 0.6318 0.042 Uiso 1 1 calc R . .
N1C N 0.2789(13) 0.9614(3) 0.46720(16) 0.0247(16) Uani 1 1 d . . .
N2C N 0.1462(13) 0.9653(3) 0.49577(17) 0.0276(17) Uani 1 1 d . . .
C3C C 0.2610(16) 1.0108(4) 0.5133(2) 0.029(2) Uani 1 1 d . . .
H3C H 0.2107 1.0240 0.5345 0.034 Uiso 1 1 calc R . .
C4C C 0.4700(16) 1.0390(4) 0.4974(2) 0.0254(19) Uani 1 1 d . . .
C5C C 0.6482(16) 1.0888(5) 0.5031(2) 0.030(2) Uani 1 1 d . . .
C6C C 0.8138(15) 1.0985(4) 0.4763(2) 0.0219(18) Uani 1 1 d . . .
C7C C 0.7903(17) 1.0587(4) 0.4480(2) 0.027(2) Uani 1 1 d . . .
H7C H 0.9064 1.0663 0.4313 0.033 Uiso 1 1 calc R . .
N8C N 0.6238(14) 1.0117(4) 0.44195(17) 0.0312(18) Uani 1 1 d . . .
C9C C 0.4727(16) 1.0036(4) 0.4673(2) 0.025(2) Uani 1 1 d . . .
C10C C 0.2057(17) 0.9165(4) 0.4405(2) 0.030(2) Uani 1 1 d . . .
H10E H 0.3087 0.9255 0.4213 0.036 Uiso 1 1 calc R . .
H10F H 0.0318 0.9255 0.4338 0.036 Uiso 1 1 calc R . .
C11C C 0.2315(14) 0.8436(4) 0.44987(19) 0.0284(19) Uani 1 1 d . . .
H11C H 0.0995 0.8325 0.4656 0.034 Uiso 1 1 calc R . .
Cl1C Cl 0.5268(4) 0.82818(12) 0.46977(6) 0.0397(6) Uani 1 1 d . . .
C1'E C 0.1934(16) 0.8016(4) 0.4195(2) 0.027(2) Uani 1 1 d . . .
C2'E C 0.0080(16) 0.7550(5) 0.4176(2) 0.032(2) Uani 1 1 d . . .
H2'E H -0.0919 0.7479 0.4361 0.038 Uiso 1 1 calc R . .
C3'E C -0.0358(19) 0.7177(5) 0.3889(2) 0.046(3) Uani 1 1 d . . .
H3'E H -0.1636 0.6856 0.3880 0.055 Uiso 1 1 calc R . .
C4'E C 0.1083(19) 0.7283(5) 0.3624(2) 0.042(3) Uani 1 1 d . . .
H4'E H 0.0765 0.7045 0.3427 0.051 Uiso 1 1 calc R . .
C5'E C 0.2968(19) 0.7726(5) 0.3641(2) 0.038(2) Uani 1 1 d . . .
H5'E H 0.3967 0.7792 0.3456 0.046 Uiso 1 1 calc R . .
C6'E C 0.3448(18) 0.8088(5) 0.3932(2) 0.036(2) Uani 1 1 d . . .
H6'E H 0.4816 0.8380 0.3946 0.043 Uiso 1 1 calc R . .
N3C N 0.6637(14) 1.1255(4) 0.53007(17) 0.0279(17) Uani 1 1 d . . .
H3C1 H 0.7790 1.1561 0.5303 0.033 Uiso 1 1 calc R . .
C12C C 0.5182(17) 1.1221(4) 0.5588(2) 0.027(2) Uani 1 1 d . . .
H12E H 0.3426 1.1160 0.5522 0.033 Uiso 1 1 calc R . .
H12F H 0.5329 1.1644 0.5710 0.033 Uiso 1 1 calc R . .
C13C C 0.6006(16) 1.0647(5) 0.5816(2) 0.031(2) Uani 1 1 d . . .
H13E H 0.6112 1.0240 0.5683 0.037 Uiso 1 1 calc R . .
H13F H 0.7685 1.0745 0.5905 0.037 Uiso 1 1 calc R . .
C1'F C 0.4369(18) 1.0514(5) 0.6098(2) 0.031(2) Uani 1 1 d . . .
C2'F C 0.4478(17) 1.0868(5) 0.6388(2) 0.027(2) Uani 1 1 d . . .
H2'F H 0.5701 1.1202 0.6413 0.033 Uiso 1 1 calc R . .
C3'F C 0.2904(17) 1.0763(5) 0.6645(2) 0.029(2) Uani 1 1 d . . .
H3'F H 0.3005 1.1030 0.6837 0.035 Uiso 1 1 calc R . .
C4'F C 0.1135(16) 1.0248(4) 0.6614(2) 0.026(2) Uani 1 1 d . . .
C5'F C 0.0950(16) 0.9882(5) 0.6331(2) 0.027(2) Uani 1 1 d . . .
H5'F H -0.0242 0.9540 0.6309 0.033 Uiso 1 1 calc R . .
C6'F C 0.2523(16) 1.0018(5) 0.60755(19) 0.0257(19) Uani 1 1 d . . .
H6'F H 0.2355 0.9769 0.5878 0.031 Uiso 1 1 calc R . .
O1C O -0.0277(11) 1.0148(3) 0.68845(14) 0.0310(15) Uani 1 1 d . . .
C14C C -0.1999(17) 0.9597(5) 0.6865(2) 0.040(3) Uani 1 1 d . . .
H14G H -0.3115 0.9654 0.6674 0.061 Uiso 1 1 calc R . .
H14H H -0.2961 0.9583 0.7065 0.061 Uiso 1 1 calc R . .
H14I H -0.1081 0.9183 0.6844 0.061 Uiso 1 1 calc R . .
C15C C 1.0094(16) 1.1477(5) 0.4782(2) 0.029(2) Uani 1 1 d . . .
O2C O 1.0445(11) 1.1856(3) 0.50126(15) 0.0325(15) Uani 1 1 d . . .
O3C O 1.1455(11) 1.1510(3) 0.45124(14) 0.0306(15) Uani 1 1 d . . .
C16C C 1.3435(15) 1.1991(5) 0.4513(2) 0.032(2) Uani 1 1 d . . .
H16G H 1.2752 1.2430 0.4466 0.049 Uiso 1 1 calc R . .
H16H H 1.4611 1.1874 0.4344 0.049 Uiso 1 1 calc R . .
H16I H 1.4282 1.1993 0.4729 0.049 Uiso 1 1 calc R . .
N1D N 0.0556(13) 1.0454(4) 0.15395(17) 0.0251(16) Uani 1 1 d . . .
N2D N -0.0431(14) 1.0444(4) 0.18440(18) 0.0337(19) Uani 1 1 d . . .
C3D C 0.0889(17) 1.0881(5) 0.2021(2) 0.032(2) Uani 1 1 d . . .
H3D H 0.0597 1.0978 0.2244 0.038 Uiso 1 1 calc R . .
C4D C 0.2814(16) 1.1190(4) 0.1835(2) 0.0236(19) Uani 1 1 d . . .
C5D C 0.4691(15) 1.1662(4) 0.18754(19) 0.0229(19) Uani 1 1 d . . .
C6D C 0.6170(16) 1.1757(4) 0.15925(19) 0.0218(18) Uani 1 1 d . . .
C7D C 0.5607(15) 1.1398(4) 0.1301(2) 0.0214(18) Uani 1 1 d . . .
H7D H 0.6610 1.1486 0.1119 0.026 Uiso 1 1 calc R . .
N8D N 0.3844(13) 1.0953(4) 0.12551(16) 0.0247(16) Uani 1 1 d . . .
C9D C 0.2510(15) 1.0869(5) 0.1532(2) 0.025(2) Uani 1 1 d . . .
C10D C -0.0402(16) 1.0048(4) 0.1279(2) 0.028(2) Uani 1 1 d . . .
H10G H 0.0483 1.0157 0.1077 0.033 Uiso 1 1 calc R . .
H10H H -0.2162 1.0162 0.1240 0.033 Uiso 1 1 calc R . .
C11D C -0.0206(15) 0.9301(4) 0.13381(18) 0.0249(18) Uani 1 1 d . . .
H11D H -0.1532 0.9159 0.1489 0.030 Uiso 1 1 calc R . .
Cl1D Cl 0.2774(4) 0.91111(13) 0.15245(5) 0.0360(6) Uani 1 1 d . . .
C1'G C -0.0553(15) 0.8950(4) 0.10097(19) 0.0198(18) Uani 1 1 d . . .
C2'G C -0.2697(15) 0.8557(4) 0.0959(2) 0.0264(19) Uani 1 1 d . . .
H2'G H -0.3829 0.8485 0.1130 0.032 Uiso 1 1 calc R . .
C3'G C -0.3064(16) 0.8281(4) 0.0648(2) 0.031(2) Uani 1 1 d . . .
H3'G H -0.4519 0.8032 0.0604 0.037 Uiso 1 1 calc R . .
C4'G C -0.1426(17) 0.8356(5) 0.0408(2) 0.033(2) Uani 1 1 d . . .
H4'G H -0.1716 0.8148 0.0201 0.039 Uiso 1 1 calc R . .
C5'G C 0.0713(16) 0.8742(5) 0.0460(2) 0.030(2) Uani 1 1 d . . .
H5'G H 0.1860 0.8804 0.0291 0.036 Uiso 1 1 calc R . .
C6'G C 0.1093(15) 0.9027(4) 0.0765(2) 0.028(2) Uani 1 1 d . . .
H6'G H 0.2536 0.9284 0.0805 0.033 Uiso 1 1 calc R . .
N3D N 0.5086(13) 1.1995(4) 0.21549(17) 0.0265(17) Uani 1 1 d . . .
H3D1 H 0.6479 1.2215 0.2177 0.032 Uiso 1 1 calc R . .
C12D C 0.3401(18) 1.2022(5) 0.2426(2) 0.034(2) Uani 1 1 d . . .
H12G H 0.3326 1.1584 0.2534 0.041 Uiso 1 1 calc R . .
H12H H 0.1723 1.2135 0.2342 0.041 Uiso 1 1 calc R . .
C13D C 0.4272(18) 1.2538(4) 0.2675(2) 0.028(2) Uani 1 1 d . . .
H13G H 0.3071 1.2559 0.2854 0.034 Uiso 1 1 calc R . .
H13H H 0.5874 1.2394 0.2774 0.034 Uiso 1 1 calc R . .
C1'H C 0.4575(15) 1.3221(4) 0.25345(19) 0.0217(18) Uani 1 1 d . . .
C2'H C 0.6576(17) 1.3615(4) 0.2614(2) 0.029(2) Uani 1 1 d . . .
H2'H H 0.7831 1.3435 0.2755 0.035 Uiso 1 1 calc R . .
C3'H C 0.6875(16) 1.4251(5) 0.2503(2) 0.031(2) Uani 1 1 d . . .
H3'H H 0.8294 1.4499 0.2569 0.037 Uiso 1 1 calc R . .
C4'H C 0.5085(16) 1.4528(4) 0.2295(2) 0.025(2) Uani 1 1 d . . .
C5'H C 0.3110(15) 1.4150(5) 0.2197(2) 0.027(2) Uani 1 1 d . . .
H5'H H 0.1922 1.4326 0.2045 0.033 Uiso 1 1 calc R . .
C6'H C 0.2804(16) 1.3515(4) 0.2315(2) 0.029(2) Uani 1 1 d . . .
H6'H H 0.1383 1.3270 0.2248 0.034 Uiso 1 1 calc R . .
O1D O 0.5210(12) 1.5164(3) 0.21688(16) 0.0358(16) Uani 1 1 d . . .
C14D C 0.729(2) 1.5563(5) 0.2262(3) 0.045(3) Uani 1 1 d . . .
H14J H 0.7409 1.5595 0.2502 0.067 Uiso 1 1 calc R . .
H14K H 0.7085 1.6006 0.2168 0.067 Uiso 1 1 calc R . .
H14L H 0.8795 1.5361 0.2180 0.067 Uiso 1 1 calc R . .
C15D C 0.8146(16) 1.2240(4) 0.1603(2) 0.0251(19) Uani 1 1 d . . .
O2D O 0.8701(12) 1.2595(3) 0.18427(14) 0.0332(15) Uani 1 1 d . . .
O3D O 0.9351(11) 1.2295(3) 0.13228(14) 0.0302(15) Uani 1 1 d . . .
C16D C 1.1343(16) 1.2773(5) 0.1317(2) 0.031(2) Uani 1 1 d . . .
H16J H 1.0654 1.3219 0.1297 0.046 Uiso 1 1 calc R . .
H16K H 1.2385 1.2682 0.1130 0.046 Uiso 1 1 calc R . .
H16L H 1.2335 1.2739 0.1522 0.046 Uiso 1 1 calc R . .

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
N1A 0.029(4) 0.029(4) 0.027(4) 0.000(3) 0.002(3) 0.005(3)
N2A 0.038(5) 0.026(4) 0.030(4) 0.002(3) -0.008(4) -0.006(3)
C3A 0.034(5) 0.023(5) 0.026(5) -0.009(4) 0.007(4) 0.001(4)
C4A 0.029(5) 0.018(4) 0.020(4) -0.001(3) -0.002(3) -0.002(4)
C5A 0.040(5) 0.012(4) 0.017(4) -0.003(3) -0.003(4) 0.008(4)
C6A 0.032(5) 0.022(5) 0.023(4) -0.003(4) 0.006(4) -0.008(4)
C7A 0.030(5) 0.023(5) 0.015(4) -0.006(3) 0.009(3) -0.010(4)
N8A 0.024(4) 0.027(4) 0.027(4) -0.006(3) 0.006(3) 0.003(3)
C9A 0.031(5) 0.025(5) 0.035(5) 0.007(4) 0.000(4) 0.002(4)
C10A 0.036(5) 0.018(4) 0.019(4) -0.002(3) -0.007(4) -0.007(4)
C11A 0.038(5) 0.024(5) 0.028(4) -0.002(4) 0.000(4) -0.005(4)
Cl1A 0.0439(14) 0.0326(13) 0.0298(12) -0.0050(10) -0.0063(10) -0.0064(11)
C1'A 0.026(4) 0.029(5) 0.020(4) 0.005(4) 0.007(3) -0.005(4)
C2'A 0.042(6) 0.028(5) 0.025(4) -0.005(4) 0.010(4) -0.007(4)
C3'A 0.037(5) 0.026(5) 0.024(5) 0.002(4) 0.004(4) -0.004(4)
C4'A 0.029(5) 0.034(6) 0.040(5) 0.008(4) -0.016(4) -0.001(4)
C5'A 0.039(6) 0.035(6) 0.035(5) 0.008(4) 0.005(4) -0.004(5)
C6'A 0.023(4) 0.033(5) 0.031(5) 0.006(4) 0.001(4) 0.004(4)
N3A 0.037(4) 0.032(4) 0.013(4) -0.002(3) 0.004(3) 0.005(3)
C12A 0.028(5) 0.019(5) 0.022(4) 0.001(4) 0.004(4) 0.001(4)
C13A 0.028(5) 0.037(6) 0.021(4) 0.002(4) -0.003(4) -0.005(4)
C1'B 0.024(4) 0.020(4) 0.020(4) -0.008(3) -0.004(3) -0.002(4)
C2'B 0.030(5) 0.022(5) 0.030(5) 0.003(4) -0.011(4) 0.003(4)
C3'B 0.036(5) 0.036(6) 0.021(5) 0.009(4) -0.010(4) -0.002(4)
C4'B 0.032(5) 0.022(5) 0.023(4) -0.004(4) 0.011(4) -0.006(4)
C5'B 0.027(5) 0.033(6) 0.031(5) 0.003(4) -0.001(4) 0.001(4)
C6'B 0.031(5) 0.022(5) 0.020(4) 0.006(4) 0.002(4) -0.012(4)
O1A 0.032(4) 0.034(4) 0.025(3) 0.007(3) 0.011(3) 0.000(3)
C14A 0.048(6) 0.031(6) 0.030(5) -0.007(4) 0.012(5) 0.006(5)
C15A 0.025(5) 0.029(5) 0.022(4) -0.001(4) 0.006(4) -0.008(4)
O2A 0.037(4) 0.030(4) 0.033(4) 0.003(3) 0.005(3) 0.007(3)
O3A 0.028(3) 0.031(4) 0.041(4) -0.004(3) 0.009(3) 0.006(3)
C16A 0.024(5) 0.023(5) 0.046(6) -0.011(4) 0.007(4) -0.003(4)
N1B 0.030(4) 0.030(4) 0.020(4) 0.004(3) 0.001(3) 0.004(3)
N2B 0.039(4) 0.029(4) 0.015(3) 0.005(3) 0.011(3) 0.005(4)
C3B 0.040(5) 0.024(5) 0.029(5) 0.002(4) 0.015(4) 0.000(4)
C4B 0.037(5) 0.015(4) 0.019(4) 0.000(3) 0.002(4) -0.005(4)
C5B 0.032(5) 0.025(5) 0.021(4) -0.015(4) -0.007(4) -0.012(4)
C6B 0.028(5) 0.015(4) 0.029(5) -0.001(3) 0.000(4) 0.007(4)
C7B 0.028(5) 0.029(5) 0.021(4) -0.002(4) 0.003(4) 0.009(4)
N8B 0.027(4) 0.033(4) 0.023(4) -0.002(3) 0.008(3) 0.005(3)
C9B 0.026(5) 0.019(4) 0.028(5) 0.002(4) 0.005(4) -0.001(4)
C10B 0.039(6) 0.038(6) 0.021(4) -0.001(4) -0.004(4) -0.001(4)
C11B 0.026(4) 0.034(5) 0.014(4) -0.002(3) 0.006(3) 0.005(4)
Cl1B 0.0400(13) 0.0315(13) 0.0287(11) 0.0006(10) -0.0039(10) -0.0006(11)
C1'C 0.018(4) 0.023(5) 0.028(4) -0.004(4) -0.002(3) 0.003(4)
C2'C 0.021(4) 0.028(5) 0.029(4) -0.008(4) 0.007(3) -0.005(4)
C3'C 0.031(5) 0.018(5) 0.043(6) -0.007(4) -0.013(4) 0.004(4)
C4'C 0.048(6) 0.025(5) 0.036(6) 0.006(4) -0.016(5) 0.009(4)
C5'C 0.047(6) 0.019(5) 0.030(5) 0.013(4) 0.000(4) 0.001(4)
C6'C 0.024(4) 0.029(5) 0.030(4) 0.009(4) 0.007(4) -0.004(4)
N3B 0.040(4) 0.036(5) 0.017(4) 0.004(3) 0.003(3) 0.010(4)
C12B 0.026(5) 0.038(5) 0.012(4) 0.006(4) 0.000(3) -0.005(4)
C13B 0.059(7) 0.034(6) 0.022(5) 0.008(4) 0.001(4) 0.010(5)
C1'D 0.035(5) 0.018(4) 0.021(4) 0.002(3) 0.003(4) 0.001(4)
C2'D 0.032(5) 0.028(5) 0.022(4) 0.011(4) -0.007(4) 0.010(4)
C3'D 0.026(5) 0.034(5) 0.033(5) 0.003(4) -0.002(4) 0.015(4)
C4'D 0.031(5) 0.022(5) 0.023(4) -0.003(4) 0.001(4) 0.000(4)
C5'D 0.041(6) 0.040(6) 0.033(5) -0.002(4) -0.007(4) 0.001(5)
C6'D 0.029(5) 0.036(6) 0.030(5) 0.010(4) 0.002(4) 0.005(4)
O1B 0.049(4) 0.031(4) 0.044(4) -0.014(3) -0.004(3) 0.006(3)
C14B 0.044(6) 0.030(6) 0.049(6) -0.007(5) 0.003(5) -0.002(5)
C15B 0.026(5) 0.031(5) 0.022(4) -0.008(4) -0.006(4) -0.005(4)
O2B 0.036(4) 0.043(4) 0.032(4) 0.006(3) 0.003(3) 0.015(3)
O3B 0.032(3) 0.034(4) 0.025(3) 0.006(3) 0.010(3) 0.003(3)
C16B 0.027(5) 0.032(5) 0.025(5) -0.005(4) -0.006(4) 0.010(4)
N1C 0.032(4) 0.021(4) 0.021(4) 0.001(3) 0.000(3) -0.001(3)
N2C 0.039(4) 0.020(4) 0.024(4) -0.003(3) 0.007(3) -0.005(3)
C3C 0.040(5) 0.021(5) 0.025(4) 0.001(4) 0.002(4) 0.006(4)
C4C 0.027(5) 0.021(5) 0.029(5) -0.002(4) 0.011(4) 0.001(4)
C5C 0.026(5) 0.035(6) 0.030(5) 0.013(4) 0.003(4) 0.010(4)
C6C 0.024(4) 0.019(4) 0.024(4) 0.001(3) 0.011(3) -0.001(4)
C7C 0.034(5) 0.030(5) 0.018(4) 0.010(4) 0.007(4) 0.003(4)
N8C 0.038(4) 0.034(5) 0.023(4) -0.012(3) 0.004(3) -0.007(4)
C9C 0.037(5) 0.021(5) 0.016(4) 0.001(3) 0.001(4) -0.005(4)
C10C 0.035(5) 0.022(5) 0.032(5) -0.012(4) -0.002(4) -0.007(4)
C11C 0.015(4) 0.040(5) 0.030(4) -0.003(4) 0.000(3) 0.000(4)
Cl1C 0.0354(13) 0.0460(15) 0.0370(13) -0.0081(11) -0.0084(10) 0.0100(11)
C1'E 0.030(5) 0.026(5) 0.025(4) 0.007(4) 0.000(4) 0.007(4)
C2'E 0.026(5) 0.035(6) 0.034(5) 0.004(4) 0.012(4) 0.001(4)
C3'E 0.043(6) 0.048(7) 0.045(6) -0.020(5) -0.003(5) -0.007(5)
C4'E 0.046(6) 0.050(7) 0.031(5) -0.018(5) -0.011(5) 0.001(5)
C5'E 0.046(6) 0.039(6) 0.030(5) -0.006(4) 0.012(4) 0.003(5)
C6'E 0.048(6) 0.034(5) 0.026(5) -0.007(4) 0.009(4) -0.015(5)
N3C 0.035(4) 0.023(4) 0.026(4) -0.002(3) 0.002(3) -0.010(3)
C12C 0.043(5) 0.007(4) 0.032(5) 0.000(3) -0.004(4) 0.009(4)
C13C 0.028(5) 0.037(6) 0.026(5) 0.002(4) -0.005(4) 0.002(4)
C1'F 0.040(5) 0.029(5) 0.026(5) 0.012(4) 0.003(4) 0.007(4)
C2'F 0.037(5) 0.028(5) 0.017(4) -0.008(4) 0.003(4) 0.005(4)
C3'F 0.037(5) 0.026(5) 0.026(5) 0.007(4) 0.006(4) 0.007(4)
C4'F 0.026(5) 0.028(5) 0.026(5) 0.003(4) 0.007(4) 0.009(4)
C5'F 0.032(5) 0.026(5) 0.023(5) 0.003(4) 0.000(4) 0.001(4)
C6'F 0.032(5) 0.031(5) 0.014(4) 0.000(4) 0.003(4) 0.001(4)
O1C 0.035(4) 0.034(4) 0.024(3) 0.007(3) 0.008(3) -0.007(3)
C14C 0.029(5) 0.049(7) 0.043(6) 0.005(5) 0.013(4) -0.002(5)
C15C 0.030(5) 0.038(6) 0.020(4) -0.001(4) -0.006(4) -0.002(4)
O2C 0.039(4) 0.033(4) 0.025(3) 0.000(3) 0.009(3) -0.006(3)
O3C 0.035(4) 0.032(4) 0.026(3) 0.002(3) 0.008(3) -0.009(3)
C16C 0.017(4) 0.046(6) 0.035(5) 0.004(4) 0.007(4) -0.006(4)
N1D 0.032(4) 0.021(4) 0.023(4) -0.004(3) 0.007(3) 0.003(3)
N2D 0.043(5) 0.031(4) 0.027(4) -0.006(3) -0.006(4) -0.010(4)
C3D 0.040(6) 0.037(6) 0.018(4) -0.001(4) 0.001(4) 0.003(5)
C4D 0.030(5) 0.015(4) 0.027(4) -0.004(3) 0.003(4) -0.004(4)
C5D 0.026(5) 0.027(5) 0.016(4) -0.005(3) -0.002(3) 0.002(4)
C6D 0.030(5) 0.022(5) 0.014(4) 0.007(3) -0.002(3) 0.001(4)
C7D 0.020(4) 0.024(5) 0.021(4) 0.005(3) 0.004(3) 0.007(4)
N8D 0.028(4) 0.023(4) 0.023(4) -0.008(3) -0.001(3) 0.002(3)
C9D 0.020(4) 0.031(5) 0.023(5) 0.005(4) 0.004(4) 0.004(4)
C10D 0.031(5) 0.024(5) 0.028(5) -0.009(4) 0.005(4) -0.009(4)
C11D 0.028(5) 0.023(5) 0.024(4) -0.003(3) 0.004(3) 0.001(3)
Cl1D 0.0421(13) 0.0402(14) 0.0251(11) -0.0056(10) -0.0074(10) 0.0099(12)
C1'G 0.028(5) 0.010(4) 0.022(4) -0.003(3) -0.005(3) 0.003(3)
C2'G 0.021(4) 0.028(5) 0.030(5) 0.013(4) 0.005(4) 0.004(4)
C3'G 0.028(5) 0.031(5) 0.033(5) -0.005(4) -0.006(4) -0.001(4)
C4'G 0.044(6) 0.032(5) 0.022(4) -0.003(4) -0.001(4) 0.010(5)
C5'G 0.025(5) 0.038(5) 0.027(5) -0.006(4) 0.002(4) 0.003(4)
C6'G 0.027(5) 0.024(5) 0.032(5) -0.007(4) 0.003(4) 0.006(4)
N3D 0.022(4) 0.031(4) 0.027(4) -0.002(3) 0.006(3) -0.005(3)
C12D 0.038(5) 0.024(5) 0.040(5) -0.008(4) 0.003(4) -0.016(4)
C13D 0.039(5) 0.024(5) 0.021(4) 0.008(4) 0.000(4) -0.001(4)
C1'H 0.027(4) 0.018(4) 0.021(4) 0.002(3) 0.002(3) 0.002(4)
C2'H 0.042(6) 0.026(5) 0.019(4) 0.004(4) -0.004(4) 0.002(4)
C3'H 0.027(5) 0.035(6) 0.031(5) 0.007(4) 0.003(4) -0.007(4)
C4'H 0.025(5) 0.026(5) 0.025(4) 0.006(4) 0.005(4) -0.002(4)
C5'H 0.022(4) 0.034(5) 0.025(4) -0.005(4) -0.017(4) 0.010(4)
C6'H 0.023(4) 0.023(5) 0.040(5) 0.009(4) 0.001(4) -0.002(4)
O1D 0.039(4) 0.030(4) 0.039(4) 0.001(3) -0.001(3) -0.006(3)
C14D 0.061(7) 0.037(6) 0.037(6) 0.001(5) 0.013(5) -0.005(5)
C15D 0.028(5) 0.025(5) 0.023(4) -0.003(4) 0.007(4) -0.002(4)
O2D 0.038(4) 0.038(4) 0.024(3) -0.008(3) 0.005(3) -0.007(3)
O3D 0.027(3) 0.035(4) 0.028(3) 0.003(3) -0.001(3) 0.003(3)
C16D 0.029(5) 0.028(5) 0.034(5) 0.007(4) 0.004(4) -0.001(4)

_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1A N2A 1.355(10) . ?
N1A C9A 1.371(11) . ?
N1A C10A 1.427(10) . ?
N2A C3A 1.325(11) . ?
C3A C4A 1.419(12) . ?
C3A H3A 0.9500 . ?
C4A C9A 1.376(12) . ?
C4A C5A 1.442(12) . ?
C5A N3A 1.368(10) . ?
C5A C6A 1.441(12) . ?
C6A C7A 1.401(12) . ?
C6A C15A 1.483(12) . ?
C7A N8A 1.348(11) . ?
C7A H7A 0.9500 . ?
N8A C9A 1.361(12) . ?
C10A C11A 1.515(11) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A C1'A 1.502(11) . ?
C11A Cl1A 1.804(8) . ?
C11A H11A 1.0000 . ?
C1'A C2'A 1.377(12) . ?
C1'A C6'A 1.400(11) . ?
C2'A C3'A 1.407(12) . ?
C2'A H2'A 0.9500 . ?
C3'A C4'A 1.383(13) . ?
C3'A H3'A 0.9500 . ?
C4'A C5'A 1.393(14) . ?
C4'A H4'A 0.9500 . ?
C5'A C6'A 1.375(12) . ?
C5'A H5'A 0.9500 . ?
C6'A H6'A 0.9500 . ?
N3A C12A 1.480(10) . ?
N3A H3A1 0.8800 . ?
C12A C13A 1.540(12) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C1'B 1.507(12) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C1'B C6'B 1.379(12) . ?
C1'B C2'B 1.414(12) . ?
C2'B C3'B 1.378(13) . ?
C2'B H2'B 0.9500 . ?
C3'B C4'B 1.362(13) . ?
C3'B H3'B 0.9500 . ?
C4'B O1A 1.376(10) . ?
C4'B C5'B 1.397(12) . ?
C5'B C6'B 1.378(12) . ?
C5'B H5'B 0.9500 . ?
C6'B H6'B 0.9500 . ?
O1A C14A 1.415(11) . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A O2A 1.214(10) . ?
C15A O3A 1.350(10) . ?
O3A C16A 1.445(10) . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
N1B C9B 1.358(11) . ?
N1B N2B 1.375(10) . ?
N1B C10B 1.466(11) . ?
N2B C3B 1.305(11) . ?
C3B C4B 1.430(12) . ?
C3B H3B 0.9500 . ?
C4B C9B 1.412(11) . ?
C4B C5B 1.419(12) . ?
C5B N3B 1.359(11) . ?
C5B C6B 1.413(12) . ?
C6B C7B 1.410(11) . ?
C6B C15B 1.492(12) . ?
C7B N8B 1.330(10) . ?
C7B H7B 0.9500 . ?
N8B C9B 1.332(11) . ?
C10B C11B 1.519(12) . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B C1'C 1.493(11) . ?
C11B Cl1B 1.809(8) . ?
C11B H11B 1.0000 . ?
C1'C C2'C 1.389(11) . ?
C1'C C6'C 1.390(11) . ?
C2'C C3'C 1.383(11) . ?
C2'C H2'C 0.9500 . ?
C3'C C4'C 1.387(13) . ?
C3'C H3'C 0.9500 . ?
C4'C C5'C 1.352(13) . ?
C4'C H4'C 0.9500 . ?
C5'C C6'C 1.375(11) . ?
C5'C H5'C 0.9500 . ?
C6'C H6'C 0.9500 . ?
N3B C12B 1.443(10) . ?
N3B H3B1 0.8800 . ?
C12B C13B 1.542(12) . ?
C12B H12C 0.9900 . ?
C12B H12D 0.9900 . ?
C13B C1'D 1.499(12) . ?
C13B H13C 0.9900 . ?
C13B H13D 0.9900 . ?
C1'D C2'D 1.377(11) . ?
C1'D C6'D 1.389(12) . ?
C2'D C3'D 1.377(13) . ?
C2'D H2'D 0.9500 . ?
C3'D C4'D 1.371(12) . ?
C3'D H3'D 0.9500 . ?
C4'D O1B 1.372(10) . ?
C4'D C5'D 1.379(13) . ?
C5'D C6'D 1.372(14) . ?
C5'D H5'D 0.9500 . ?
C6'D H6'D 0.9500 . ?
O1B C14B 1.452(11) . ?
C14B H14D 0.9800 . ?
C14B H14E 0.9800 . ?
C14B H14F 0.9800 . ?
C15B O2B 1.212(10) . ?
C15B O3B 1.343(10) . ?
O3B C16B 1.439(10) . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
N1C C9C 1.353(11) . ?
N1C N2C 1.387(10) . ?
N1C C10C 1.465(10) . ?
N2C C3C 1.313(11) . ?
C3C C4C 1.438(12) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.412(13) . ?
C4C C9C 1.422(12) . ?
C5C N3C 1.327(12) . ?
C5C C6C 1.445(12) . ?
C6C C7C 1.411(12) . ?
C6C C15C 1.456(12) . ?
C7C N8C 1.328(11) . ?
C7C H7C 0.9500 . ?
N8C C9C 1.345(11) . ?
C10C C11C 1.531(12) . ?
C10C H10E 0.9900 . ?
C10C H10F 0.9900 . ?
C11C C1'E 1.512(11) . ?
C11C Cl1C 1.802(8) . ?
C11C H11C 1.0000 . ?
C1'E C6'E 1.375(12) . ?
C1'E C2'E 1.379(12) . ?
C2'E C3'E 1.406(12) . ?
C2'E H2'E 0.9500 . ?
C3'E C4'E 1.366(15) . ?
C3'E H3'E 0.9500 . ?
C4'E C5'E 1.359(14) . ?
C4'E H4'E 0.9500 . ?
C5'E C6'E 1.410(12) . ?
C5'E H5'E 0.9500 . ?
C6'E H6'E 0.9500 . ?
N3C C12C 1.432(11) . ?
N3C H3C1 0.8800 . ?
C12C C13C 1.547(12) . ?
C12C H12E 0.9900 . ?
C12C H12F 0.9900 . ?
C13C C1'F 1.492(13) . ?
C13C H13E 0.9900 . ?
C13C H13F 0.9900 . ?
C1'F C2'F 1.384(12) . ?
C1'F C6'F 1.419(13) . ?
C2'F C3'F 1.383(12) . ?
C2'F H2'F 0.9500 . ?
C3'F C4'F 1.419(13) . ?
C3'F H3'F 0.9500 . ?
C4'F O1C 1.373(10) . ?
C4'F C5'F 1.375(12) . ?
C5'F C6'F 1.390(12) . ?
C5'F H5'F 0.9500 . ?
C6'F H6'F 0.9500 . ?
O1C C14C 1.454(12) . ?
C14C H14G 0.9800 . ?
C14C H14H 0.9800 . ?
C14C H14I 0.9800 . ?
C15C O2C 1.223(10) . ?
C15C O3C 1.342(11) . ?
O3C C16C 1.449(10) . ?
C16C H16G 0.9800 . ?
C16C H16H 0.9800 . ?
C16C H16I 0.9800 . ?
N1D C9D 1.353(11) . ?
N1D N2D 1.364(10) . ?
N1D C10D 1.427(10) . ?
N2D C3D 1.336(11) . ?
C3D C4D 1.448(12) . ?
C3D H3D 0.9500 . ?
C4D C9D 1.400(11) . ?
C4D C5D 1.401(11) . ?
C5D N3D 1.335(10) . ?
C5D C6D 1.435(12) . ?
C6D C7D 1.417(11) . ?
C6D C15D 1.449(12) . ?
C7D N8D 1.322(10) . ?
C7D H7D 0.9500 . ?
N8D C9D 1.368(11) . ?
C10D C11D 1.536(11) . ?
C10D H10G 0.9900 . ?
C10D H10H 0.9900 . ?
C11D C1'G 1.521(10) . ?
C11D Cl1D 1.807(8) . ?
C11D H11D 1.0000 . ?
C1'G C6'G 1.366(11) . ?
C1'G C2'G 1.419(11) . ?
C2'G C3'G 1.394(11) . ?
C2'G H2'G 0.9500 . ?
C3'G C4'G 1.348(12) . ?
C3'G H3'G 0.9500 . ?
C4'G C5'G 1.409(13) . ?
C4'G H4'G 0.9500 . ?
C5'G C6'G 1.378(11) . ?
C5'G H5'G 0.9500 . ?
C6'G H6'G 0.9500 . ?
N3D C12D 1.455(12) . ?
N3D H3D1 0.8800 . ?
C12D C13D 1.522(12) . ?
C12D H12G 0.9900 . ?
C12D H12H 0.9900 . ?
C13D C1'H 1.507(11) . ?
C13D H13G 0.9900 . ?
C13D H13H 0.9900 . ?
C1'H C2'H 1.378(12) . ?
C1'H C6'H 1.424(11) . ?
C2'H C3'H 1.376(13) . ?
C2'H H2'H 0.9500 . ?
C3'H C4'H 1.390(12) . ?
C3'H H3'H 0.9500 . ?
C4'H C5'H 1.367(12) . ?
C4'H O1D 1.388(11) . ?
C5'H C6'H 1.383(13) . ?
C5'H H5'H 0.9500 . ?
C6'H H6'H 0.9500 . ?
O1D C14D 1.428(12) . ?
C14D H14J 0.9800 . ?
C14D H14K 0.9800 . ?
C14D H14L 0.9800 . ?
C15D O2D 1.243(10) . ?
C15D O3D 1.336(10) . ?
O3D C16D 1.449(10) . ?
C16D H16J 0.9800 . ?
C16D H16K 0.9800 . ?
C16D H16L 0.9800 . ?

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
_geom_angle_publ_flag
N2A N1A C9A 110.0(7) . . ?
N2A N1A C10A 119.8(7) . . ?
C9A N1A C10A 129.7(8) . . ?
C3A N2A N1A 106.9(7) . . ?
N2A C3A C4A 110.8(8) . . ?
N2A C3A H3A 124.6 . . ?
C4A C3A H3A 124.6 . . ?
C9A C4A C3A 104.4(8) . . ?
C9A C4A C5A 117.0(8) . . ?
C3A C4A C5A 138.5(8) . . ?
N3A C5A C6A 121.1(8) . . ?
N3A C5A C4A 123.8(8) . . ?
C6A C5A C4A 115.0(7) . . ?
C7A C6A C5A 119.4(8) . . ?
C7A C6A C15A 121.2(8) . . ?
C5A C6A C15A 119.4(8) . . ?
N8A C7A C6A 127.4(8) . . ?
N8A C7A H7A 116.3 . . ?
C6A C7A H7A 116.3 . . ?
C7A N8A C9A 110.4(7) . . ?
N8A C9A N1A 121.3(8) . . ?
N8A C9A C4A 130.8(8) . . ?
N1A C9A C4A 107.9(8) . . ?
N1A C10A C11A 116.0(7) . . ?
N1A C10A H10A 108.3 . . ?
C11A C10A H10A 108.3 . . ?
N1A C10A H10B 108.3 . . ?
C11A C10A H10B 108.3 . . ?
H10A C10A H10B 107.4 . . ?
C1'A C11A C10A 110.4(7) . . ?
C1'A C11A Cl1A 110.8(6) . . ?
C10A C11A Cl1A 111.4(6) . . ?
C1'A C11A H11A 108.0 . . ?
C10A C11A H11A 108.0 . . ?
Cl1A C11A H11A 108.0 . . ?
C2'A C1'A C6'A 119.6(8) . . ?
C2'A C1'A C11A 120.1(7) . . ?
C6'A C1'A C11A 120.1(8) . . ?
C1'A C2'A C3'A 118.7(8) . . ?
C1'A C2'A H2'A 120.6 . . ?
C3'A C2'A H2'A 120.6 . . ?
C4'A C3'A C2'A 121.2(9) . . ?
C4'A C3'A H3'A 119.4 . . ?
C2'A C3'A H3'A 119.4 . . ?
C3'A C4'A C5'A 119.6(9) . . ?
C3'A C4'A H4'A 120.2 . . ?
C5'A C4'A H4'A 120.2 . . ?
C6'A C5'A C4'A 119.2(9) . . ?
C6'A C5'A H5'A 120.4 . . ?
C4'A C5'A H5'A 120.4 . . ?
C5'A C6'A C1'A 121.6(8) . . ?
C5'A C6'A H6'A 119.2 . . ?
C1'A C6'A H6'A 119.2 . . ?
C5A N3A C12A 124.3(7) . . ?
C5A N3A H3A1 117.9 . . ?
C12A N3A H3A1 117.9 . . ?
N3A C12A C13A 111.7(7) . . ?
N3A C12A H12A 109.3 . . ?
C13A C12A H12A 109.3 . . ?
N3A C12A H12B 109.3 . . ?
C13A C12A H12B 109.3 . . ?
H12A C12A H12B 107.9 . . ?
C1'B C13A C12A 112.9(7) . . ?
C1'B C13A H13A 109.0 . . ?
C12A C13A H13A 109.0 . . ?
C1'B C13A H13B 109.0 . . ?
C12A C13A H13B 109.0 . . ?
H13A C13A H13B 107.8 . . ?
C6'B C1'B C2'B 116.1(8) . . ?
C6'B C1'B C13A 121.7(8) . . ?
C2'B C1'B C13A 122.3(8) . . ?
C3'B C2'B C1'B 121.5(8) . . ?
C3'B C2'B H2'B 119.3 . . ?
C1'B C2'B H2'B 119.3 . . ?
C4'B C3'B C2'B 120.9(8) . . ?
C4'B C3'B H3'B 119.5 . . ?
C2'B C3'B H3'B 119.5 . . ?
C3'B C4'B O1A 117.8(8) . . ?
C3'B C4'B C5'B 118.9(8) . . ?
O1A C4'B C5'B 123.3(8) . . ?
C6'B C5'B C4'B 119.8(8) . . ?
C6'B C5'B H5'B 120.1 . . ?
C4'B C5'B H5'B 120.1 . . ?
C5'B C6'B C1'B 122.7(8) . . ?
C5'B C6'B H6'B 118.7 . . ?
C1'B C6'B H6'B 118.7 . . ?
C4'B O1A C14A 119.2(7) . . ?
O1A C14A H14A 109.5 . . ?
O1A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
O1A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
O2A C15A O3A 123.6(8) . . ?
O2A C15A C6A 126.1(8) . . ?
O3A C15A C6A 110.4(7) . . ?
C15A O3A C16A 114.4(7) . . ?
O3A C16A H16A 109.5 . . ?
O3A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
O3A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C9B N1B N2B 113.2(7) . . ?
C9B N1B C10B 126.1(8) . . ?
N2B N1B C10B 120.3(7) . . ?
C3B N2B N1B 104.9(7) . . ?
N2B C3B C4B 112.2(8) . . ?
N2B C3B H3B 123.9 . . ?
C4B C3B H3B 123.9 . . ?
C9B C4B C5B 117.1(8) . . ?
C9B C4B C3B 104.4(8) . . ?
C5B C4B C3B 138.4(8) . . ?
N3B C5B C6B 122.4(8) . . ?
N3B C5B C4B 122.2(8) . . ?
C6B C5B C4B 115.1(8) . . ?
C7B C6B C5B 120.8(8) . . ?
C7B C6B C15B 118.8(8) . . ?
C5B C6B C15B 120.4(8) . . ?
N8B C7B C6B 125.1(8) . . ?
N8B C7B H7B 117.4 . . ?
C6B C7B H7B 117.4 . . ?
C7B N8B C9B 113.0(7) . . ?
N8B C9B N1B 126.1(8) . . ?
N8B C9B C4B 128.7(8) . . ?
N1B C9B C4B 105.2(7) . . ?
N1B C10B C11B 113.1(7) . . ?
N1B C10B H10C 109.0 . . ?
C11B C10B H10C 109.0 . . ?
N1B C10B H10D 109.0 . . ?
C11B C10B H10D 109.0 . . ?
H10C C10B H10D 107.8 . . ?
C1'C C11B C10B 110.4(7) . . ?
C1'C C11B Cl1B 111.2(6) . . ?
C10B C11B Cl1B 110.0(5) . . ?
C1'C C11B H11B 108.4 . . ?
C10B C11B H11B 108.4 . . ?
Cl1B C11B H11B 108.4 . . ?
C2'C C1'C C6'C 116.3(8) . . ?
C2'C C1'C C11B 122.4(8) . . ?
C6'C C1'C C11B 121.3(7) . . ?
C3'C C2'C C1'C 122.5(8) . . ?
C3'C C2'C H2'C 118.8 . . ?
C1'C C2'C H2'C 118.8 . . ?
C2'C C3'C C4'C 119.1(8) . . ?
C2'C C3'C H3'C 120.4 . . ?
C4'C C3'C H3'C 120.4 . . ?
C5'C C4'C C3'C 119.3(8) . . ?
C5'C C4'C H4'C 120.4 . . ?
C3'C C4'C H4'C 120.4 . . ?
C4'C C5'C C6'C 121.5(9) . . ?
C4'C C5'C H5'C 119.3 . . ?
C6'C C5'C H5'C 119.3 . . ?
C5'C C6'C C1'C 121.3(8) . . ?
C5'C C6'C H6'C 119.3 . . ?
C1'C C6'C H6'C 119.3 . . ?
C5B N3B C12B 124.8(8) . . ?
C5B N3B H3B1 117.6 . . ?
C12B N3B H3B1 117.6 . . ?
N3B C12B C13B 109.1(7) . . ?
N3B C12B H12C 109.9 . . ?
C13B C12B H12C 109.9 . . ?
N3B C12B H12D 109.9 . . ?
C13B C12B H12D 109.9 . . ?
H12C C12B H12D 108.3 . . ?
C1'D C13B C12B 116.5(7) . . ?
C1'D C13B H13C 108.2 . . ?
C12B C13B H13C 108.2 . . ?
C1'D C13B H13D 108.2 . . ?
C12B C13B H13D 108.2 . . ?
H13C C13B H13D 107.3 . . ?
C2'D C1'D C6'D 117.1(8) . . ?
C2'D C1'D C13B 120.1(8) . . ?
C6'D C1'D C13B 122.9(8) . . ?
C1'D C2'D C3'D 122.3(8) . . ?
C1'D C2'D H2'D 118.8 . . ?
C3'D C2'D H2'D 118.8 . . ?
C4'D C3'D C2'D 119.4(8) . . ?
C4'D C3'D H3'D 120.3 . . ?
C2'D C3'D H3'D 120.3 . . ?
C3'D C4'D O1B 125.1(8) . . ?
C3'D C4'D C5'D 119.7(8) . . ?
O1B C4'D C5'D 115.2(8) . . ?
C6'D C5'D C4'D 120.1(9) . . ?
C6'D C5'D H5'D 120.0 . . ?
C4'D C5'D H5'D 120.0 . . ?
C5'D C6'D C1'D 121.4(9) . . ?
C5'D C6'D H6'D 119.3 . . ?
C1'D C6'D H6'D 119.3 . . ?
C4'D O1B C14B 115.7(7) . . ?
O1B C14B H14D 109.5 . . ?
O1B C14B H14E 109.5 . . ?
H14D C14B H14E 109.5 . . ?
O1B C14B H14F 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
O2B C15B O3B 122.9(8) . . ?
O2B C15B C6B 124.0(8) . . ?
O3B C15B C6B 113.0(7) . . ?
C15B O3B C16B 115.0(7) . . ?
O3B C16B H16D 109.5 . . ?
O3B C16B H16E 109.5 . . ?
H16D C16B H16E 109.5 . . ?
O3B C16B H16F 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
C9C N1C N2C 112.6(7) . . ?
C9C N1C C10C 126.0(7) . . ?
N2C N1C C10C 121.5(7) . . ?
C3C N2C N1C 104.2(7) . . ?
N2C C3C C4C 113.7(8) . . ?
N2C C3C H3C 123.2 . . ?
C4C C3C H3C 123.2 . . ?
C5C C4C C9C 118.6(8) . . ?
C5C C4C C3C 138.9(8) . . ?
C9C C4C C3C 102.5(8) . . ?
N3C C5C C4C 124.3(8) . . ?
N3C C5C C6C 121.5(8) . . ?
C4C C5C C6C 114.2(8) . . ?
C7C C6C C5C 119.8(8) . . ?
C7C C6C C15C 118.9(8) . . ?
C5C C6C C15C 121.3(8) . . ?
N8C C7C C6C 127.2(8) . . ?
N8C C7C H7C 116.4 . . ?
C6C C7C H7C 116.4 . . ?
C7C N8C C9C 111.8(7) . . ?
N8C C9C N1C 124.4(8) . . ?
N8C C9C C4C 128.4(8) . . ?
N1C C9C C4C 107.0(7) . . ?
N1C C10C C11C 113.0(7) . . ?
N1C C10C H10E 109.0 . . ?
C11C C10C H10E 109.0 . . ?
N1C C10C H10F 109.0 . . ?
C11C C10C H10F 109.0 . . ?
H10E C10C H10F 107.8 . . ?
C1'E C11C C10C 109.1(7) . . ?
C1'E C11C Cl1C 111.8(6) . . ?
C10C C11C Cl1C 110.7(6) . . ?
C1'E C11C H11C 108.4 . . ?
C10C C11C H11C 108.4 . . ?
Cl1C C11C H11C 108.4 . . ?
C6'E C1'E C2'E 118.7(8) . . ?
C6'E C1'E C11C 120.5(8) . . ?
C2'E C1'E C11C 120.8(8) . . ?
C1'E C2'E C3'E 121.2(9) . . ?
C1'E C2'E H2'E 119.4 . . ?
C3'E C2'E H2'E 119.4 . . ?
C4'E C3'E C2'E 119.0(10) . . ?
C4'E C3'E H3'E 120.5 . . ?
C2'E C3'E H3'E 120.5 . . ?
C5'E C4'E C3'E 120.7(9) . . ?
C5'E C4'E H4'E 119.6 . . ?
C3'E C4'E H4'E 119.6 . . ?
C4'E C5'E C6'E 120.3(10) . . ?
C4'E C5'E H5'E 119.8 . . ?
C6'E C5'E H5'E 119.8 . . ?
C1'E C6'E C5'E 119.9(9) . . ?
C1'E C6'E H6'E 120.0 . . ?
C5'E C6'E H6'E 120.0 . . ?
C5C N3C C12C 128.8(8) . . ?
C5C N3C H3C1 115.6 . . ?
C12C N3C H3C1 115.6 . . ?
N3C C12C C13C 111.8(7) . . ?
N3C C12C H12E 109.3 . . ?
C13C C12C H12E 109.3 . . ?
N3C C12C H12F 109.3 . . ?
C13C C12C H12F 109.3 . . ?
H12E C12C H12F 107.9 . . ?
C1'F C13C C12C 115.3(8) . . ?
C1'F C13C H13E 108.4 . . ?
C12C C13C H13E 108.4 . . ?
C1'F C13C H13F 108.4 . . ?
C12C C13C H13F 108.4 . . ?
H13E C13C H13F 107.5 . . ?
C2'F C1'F C6'F 115.7(8) . . ?
C2'F C1'F C13C 123.4(9) . . ?
C6'F C1'F C13C 120.8(8) . . ?
C1'F C2'F C3'F 123.7(9) . . ?
C1'F C2'F H2'F 118.2 . . ?
C3'F C2'F H2'F 118.2 . . ?
C2'F C3'F C4'F 118.5(9) . . ?
C2'F C3'F H3'F 120.8 . . ?
C4'F C3'F H3'F 120.8 . . ?
O1C C4'F C5'F 124.4(8) . . ?
O1C C4'F C3'F 115.5(8) . . ?
C5'F C4'F C3'F 120.2(8) . . ?
C4'F C5'F C6'F 119.3(9) . . ?
C4'F C5'F H5'F 120.3 . . ?
C6'F C5'F H5'F 120.3 . . ?
C5'F C6'F C1'F 122.6(8) . . ?
C5'F C6'F H6'F 118.7 . . ?
C1'F C6'F H6'F 118.7 . . ?
C4'F O1C C14C 116.3(7) . . ?
O1C C14C H14G 109.5 . . ?
O1C C14C H14H 109.5 . . ?
H14G C14C H14H 109.5 . . ?
O1C C14C H14I 109.5 . . ?
H14G C14C H14I 109.5 . . ?
H14H C14C H14I 109.5 . . ?
O2C C15C O3C 121.3(8) . . ?
O2C C15C C6C 124.6(8) . . ?
O3C C15C C6C 114.0(7) . . ?
C15C O3C C16C 117.2(7) . . ?
O3C C16C H16G 109.5 . . ?
O3C C16C H16H 109.5 . . ?
H16G C16C H16H 109.5 . . ?
O3C C16C H16I 109.5 . . ?
H16G C16C H16I 109.5 . . ?
H16H C16C H16I 109.5 . . ?
C9D N1D N2D 110.9(7) . . ?
C9D N1D C10D 127.6(7) . . ?
N2D N1D C10D 121.5(7) . . ?
C3D N2D N1D 105.2(7) . . ?
N2D C3D C4D 112.9(8) . . ?
N2D C3D H3D 123.6 . . ?
C4D C3D H3D 123.6 . . ?
C9D C4D C5D 119.2(8) . . ?
C9D C4D C3D 100.9(7) . . ?
C5D C4D C3D 139.9(8) . . ?
N3D C5D C4D 122.9(8) . . ?
N3D C5D C6D 122.4(8) . . ?
C4D C5D C6D 114.7(7) . . ?
C7D C6D C5D 119.4(8) . . ?
C7D C6D C15D 120.9(8) . . ?
C5D C6D C15D 119.7(7) . . ?
N8D C7D C6D 127.3(8) . . ?
N8D C7D H7D 116.3 . . ?
C6D C7D H7D 116.3 . . ?
C7D N8D C9D 111.3(7) . . ?
N1D C9D N8D 121.8(8) . . ?
N1D C9D C4D 110.0(7) . . ?
N8D C9D C4D 128.1(8) . . ?
N1D C10D C11D 115.4(7) . . ?
N1D C10D H10G 108.4 . . ?
C11D C10D H10G 108.4 . . ?
N1D C10D H10H 108.4 . . ?
C11D C10D H10H 108.4 . . ?
H10G C10D H10H 107.5 . . ?
C1'G C11D C10D 108.4(6) . . ?
C1'G C11D Cl1D 111.0(5) . . ?
C10D C11D Cl1D 109.4(6) . . ?
C1'G C11D H11D 109.4 . . ?
C10D C11D H11D 109.4 . . ?
Cl1D C11D H11D 109.4 . . ?
C6'G C1'G C2'G 120.5(7) . . ?
C6'G C1'G C11D 121.5(7) . . ?
C2'G C1'G C11D 118.0(7) . . ?
C3'G C2'G C1'G 116.9(8) . . ?
C3'G C2'G H2'G 121.6 . . ?
C1'G C2'G H2'G 121.6 . . ?
C4'G C3'G C2'G 122.3(8) . . ?
C4'G C3'G H3'G 118.8 . . ?
C2'G C3'G H3'G 118.8 . . ?
C3'G C4'G C5'G 120.5(8) . . ?
C3'G C4'G H4'G 119.7 . . ?
C5'G C4'G H4'G 119.7 . . ?
C6'G C5'G C4'G 118.0(9) . . ?
C6'G C5'G H5'G 121.0 . . ?
C4'G C5'G H5'G 121.0 . . ?
C1'G C6'G C5'G 121.7(8) . . ?
C1'G C6'G H6'G 119.1 . . ?
C5'G C6'G H6'G 119.1 . . ?
C5D N3D C12D 125.3(7) . . ?
C5D N3D H3D1 117.4 . . ?
C12D N3D H3D1 117.4 . . ?
N3D C12D C13D 110.0(7) . . ?
N3D C12D H12G 109.7 . . ?
C13D C12D H12G 109.7 . . ?
N3D C12D H12H 109.7 . . ?
C13D C12D H12H 109.7 . . ?
H12G C12D H12H 108.2 . . ?
C1'H C13D C12D 114.3(7) . . ?
C1'H C13D H13G 108.7 . . ?
C12D C13D H13G 108.7 . . ?
C1'H C13D H13H 108.7 . . ?
C12D C13D H13H 108.7 . . ?
H13G C13D H13H 107.6 . . ?
C2'H C1'H C6'H 114.8(8) . . ?
C2'H C1'H C13D 122.3(7) . . ?
C6'H C1'H C13D 122.9(8) . . ?
C3'H C2'H C1'H 124.3(8) . . ?
C3'H C2'H H2'H 117.8 . . ?
C1'H C2'H H2'H 117.8 . . ?
C2'H C3'H C4'H 119.4(8) . . ?
C2'H C3'H H3'H 120.3 . . ?
C4'H C3'H H3'H 120.3 . . ?
C5'H C4'H O1D 117.3(8) . . ?
C5'H C4'H C3'H 118.7(8) . . ?
O1D C4'H C3'H 124.0(8) . . ?
C4'H C5'H C6'H 121.4(8) . . ?
C4'H C5'H H5'H 119.3 . . ?
C6'H C5'H H5'H 119.3 . . ?
C5'H C6'H C1'H 121.4(8) . . ?
C5'H C6'H H6'H 119.3 . . ?
C1'H C6'H H6'H 119.3 . . ?
C4'H O1D C14D 118.1(7) . . ?
O1D C14D H14J 109.5 . . ?
O1D C14D H14K 109.5 . . ?
H14J C14D H14K 109.5 . . ?
O1D C14D H14L 109.5 . . ?
H14J C14D H14L 109.5 . . ?
H14K C14D H14L 109.5 . . ?
O2D C15D O3D 120.5(8) . . ?
O2D C15D C6D 125.2(8) . . ?
O3D C15D C6D 114.2(7) . . ?
C15D O3D C16D 116.8(7) . . ?
O3D C16D H16J 109.5 . . ?
O3D C16D H16K 109.5 . . ?
H16J C16D H16K 109.5 . . ?
O3D C16D H16L 109.5 . . ?
H16J C16D H16L 109.5 . . ?
H16K C16D H16L 109.5 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C9A N1A N2A C3A 1.1(9) . . . . ?
C10A N1A N2A C3A 173.9(7) . . . . ?
N1A N2A C3A C4A -1.0(9) . . . . ?
N2A C3A C4A C9A 0.5(10) . . . . ?
N2A C3A C4A C5A -178.5(10) . . . . ?
C9A C4A C5A N3A -178.7(8) . . . . ?
C3A C4A C5A N3A 0.2(16) . . . . ?
C9A C4A C5A C6A 0.0(12) . . . . ?
C3A C4A C5A C6A 179.0(10) . . . . ?
N3A C5A C6A C7A 179.5(8) . . . . ?
C4A C5A C6A C7A 0.8(12) . . . . ?
N3A C5A C6A C15A -1.1(12) . . . . ?
C4A C5A C6A C15A -179.9(7) . . . . ?
C5A C6A C7A N8A -1.0(13) . . . . ?
C15A C6A C7A N8A 179.7(8) . . . . ?
C6A C7A N8A C9A 0.3(12) . . . . ?
C7A N8A C9A N1A -179.7(8) . . . . ?
C7A N8A C9A C4A 0.6(14) . . . . ?
N2A N1A C9A N8A 179.4(8) . . . . ?
C10A N1A C9A N8A 7.5(14) . . . . ?
N2A N1A C9A C4A -0.8(10) . . . . ?
C10A N1A C9A C4A -172.7(8) . . . . ?
C3A C4A C9A N8A 179.9(9) . . . . ?
C5A C4A C9A N8A -0.8(15) . . . . ?
C3A C4A C9A N1A 0.2(10) . . . . ?
C5A C4A C9A N1A 179.5(7) . . . . ?
N2A N1A C10A C11A 115.8(9) . . . . ?
C9A N1A C10A C11A -73.0(12) . . . . ?
N1A C10A C11A C1'A -173.7(7) . . . . ?
N1A C10A C11A Cl1A -50.1(9) . . . . ?
C10A C11A C1'A C2'A 67.8(10) . . . . ?
Cl1A C11A C1'A C2'A -56.1(10) . . . . ?
C10A C11A C1'A C6'A -108.2(9) . . . . ?
Cl1A C11A C1'A C6'A 127.9(8) . . . . ?
C6'A C1'A C2'A C3'A -1.7(13) . . . . ?
C11A C1'A C2'A C3'A -177.7(8) . . . . ?
C1'A C2'A C3'A C4'A 2.8(13) . . . . ?
C2'A C3'A C4'A C5'A -2.5(14) . . . . ?
C3'A C4'A C5'A C6'A 1.1(14) . . . . ?
C4'A C5'A C6'A C1'A -0.1(14) . . . . ?
C2'A C1'A C6'A C5'A 0.4(14) . . . . ?
C11A C1'A C6'A C5'A 176.3(8) . . . . ?
C6A C5A N3A C12A -177.5(8) . . . . ?
C4A C5A N3A C12A 1.2(13) . . . . ?
C5A N3A C12A C13A -86.0(10) . . . . ?
N3A C12A C13A C1'B 173.0(7) . . . . ?
C12A C13A C1'B C6'B -96.2(10) . . . . ?
C12A C13A C1'B C2'B 83.2(10) . . . . ?
C6'B C1'B C2'B C3'B -3.0(12) . . . . ?
C13A C1'B C2'B C3'B 177.5(8) . . . . ?
C1'B C2'B C3'B C4'B 3.5(14) . . . . ?
C2'B C3'B C4'B O1A 179.5(8) . . . . ?
C2'B C3'B C4'B C5'B -2.8(14) . . . . ?
C3'B C4'B C5'B C6'B 1.9(13) . . . . ?
O1A C4'B C5'B C6'B 179.5(8) . . . . ?
C4'B C5'B C6'B C1'B -1.7(13) . . . . ?
C2'B C1'B C6'B C5'B 2.2(12) . . . . ?
C13A C1'B C6'B C5'B -178.4(8) . . . . ?
C3'B C4'B O1A C14A 176.9(8) . . . . ?
C5'B C4'B O1A C14A -0.7(13) . . . . ?
C7A C6A C15A O2A 178.8(9) . . . . ?
C5A C6A C15A O2A -0.6(14) . . . . ?
C7A C6A C15A O3A -1.1(11) . . . . ?
C5A C6A C15A O3A 179.6(7) . . . . ?
O2A C15A O3A C16A -0.6(12) . . . . ?
C6A C15A O3A C16A 179.2(7) . . . . ?
C9B N1B N2B C3B 3.2(10) . . . . ?
C10B N1B N2B C3B 176.7(8) . . . . ?
N1B N2B C3B C4B -3.6(10) . . . . ?
N2B C3B C4B C9B 2.8(10) . . . . ?
N2B C3B C4B C5B 179.9(10) . . . . ?
C9B C4B C5B N3B -176.7(8) . . . . ?
C3B C4B C5B N3B 6.4(16) . . . . ?
C9B C4B C5B C6B -1.9(11) . . . . ?
C3B C4B C5B C6B -178.8(10) . . . . ?
N3B C5B C6B C7B 177.5(8) . . . . ?
C4B C5B C6B C7B 2.6(12) . . . . ?
N3B C5B C6B C15B -2.8(13) . . . . ?
C4B C5B C6B C15B -177.6(7) . . . . ?
C5B C6B C7B N8B -1.9(14) . . . . ?
C15B C6B C7B N8B 178.3(8) . . . . ?
C6B C7B N8B C9B 0.3(13) . . . . ?
C7B N8B C9B N1B 179.2(8) . . . . ?
C7B N8B C9B C4B 0.5(13) . . . . ?
N2B N1B C9B N8B 179.5(8) . . . . ?
C10B N1B C9B N8B 6.6(14) . . . . ?
N2B N1B C9B C4B -1.5(10) . . . . ?
C10B N1B C9B C4B -174.5(8) . . . . ?
C5B C4B C9B N8B 0.4(14) . . . . ?
C3B C4B C9B N8B 178.2(9) . . . . ?
C5B C4B C9B N1B -178.5(7) . . . . ?
C3B C4B C9B N1B -0.7(9) . . . . ?
C9B N1B C10B C11B -69.9(11) . . . . ?
N2B N1B C10B C11B 117.6(9) . . . . ?
N1B C10B C11B C1'C -177.2(7) . . . . ?
N1B C10B C11B Cl1B -54.1(9) . . . . ?
C10B C11B C1'C C2'C 60.7(10) . . . . ?
Cl1B C11B C1'C C2'C -61.6(10) . . . . ?
C10B C11B C1'C C6'C -121.3(9) . . . . ?
Cl1B C11B C1'C C6'C 116.3(8) . . . . ?
C6'C C1'C C2'C C3'C 1.9(12) . . . . ?
C11B C1'C C2'C C3'C 179.9(8) . . . . ?
C1'C C2'C C3'C C4'C -0.6(13) . . . . ?
C2'C C3'C C4'C C5'C -0.5(14) . . . . ?
C3'C C4'C C5'C C6'C 0.2(14) . . . . ?
C4'C C5'C C6'C C1'C 1.2(14) . . . . ?
C2'C C1'C C6'C C5'C -2.2(13) . . . . ?
C11B C1'C C6'C C5'C 179.8(8) . . . . ?
C6B C5B N3B C12B -167.2(8) . . . . ?
C4B C5B N3B C12B 7.2(13) . . . . ?
C5B N3B C12B C13B 170.9(8) . . . . ?
N3B C12B C13B C1'D -54.2(11) . . . . ?
C12B C13B C1'D C2'D 137.0(9) . . . . ?
C12B C13B C1'D C6'D -43.7(13) . . . . ?
C6'D C1'D C2'D C3'D -1.7(13) . . . . ?
C13B C1'D C2'D C3'D 177.5(9) . . . . ?
C1'D C2'D C3'D C4'D 1.9(14) . . . . ?
C2'D C3'D C4'D O1B 180.0(9) . . . . ?
C2'D C3'D C4'D C5'D -0.7(14) . . . . ?
C3'D C4'D C5'D C6'D -0.6(15) . . . . ?
O1B C4'D C5'D C6'D 178.7(9) . . . . ?
C4'D C5'D C6'D C1'D 0.8(15) . . . . ?
C2'D C1'D C6'D C5'D 0.3(13) . . . . ?
C13B C1'D C6'D C5'D -178.9(9) . . . . ?
C3'D C4'D O1B C14B 2.6(13) . . . . ?
C5'D C4'D O1B C14B -176.8(9) . . . . ?
C7B C6B C15B O2B -178.0(8) . . . . ?
C5B C6B C15B O2B 2.3(13) . . . . ?
C7B C6B C15B O3B 1.8(11) . . . . ?
C5B C6B C15B O3B -178.0(7) . . . . ?
O2B C15B O3B C16B 0.3(12) . . . . ?
C6B C15B O3B C16B -179.5(7) . . . . ?
C9C N1C N2C C3C 0.4(9) . . . . ?
C10C N1C N2C C3C -178.6(7) . . . . ?
N1C N2C C3C C4C 0.3(10) . . . . ?
N2C C3C C4C C5C 176.7(10) . . . . ?
N2C C3C C4C C9C -0.8(10) . . . . ?
C9C C4C C5C N3C 179.4(8) . . . . ?
C3C C4C C5C N3C 2.2(18) . . . . ?
C9C C4C C5C C6C 1.0(12) . . . . ?
C3C C4C C5C C6C -176.2(10) . . . . ?
N3C C5C C6C C7C -179.6(8) . . . . ?
C4C C5C C6C C7C -1.1(12) . . . . ?
N3C C5C C6C C15C 1.9(13) . . . . ?
C4C C5C C6C C15C -179.7(8) . . . . ?
C5C C6C C7C N8C 1.6(14) . . . . ?
C15C C6C C7C N8C -179.8(9) . . . . ?
C6C C7C N8C C9C -1.7(13) . . . . ?
C7C N8C C9C N1C 176.7(8) . . . . ?
C7C N8C C9C C4C 1.6(13) . . . . ?
N2C N1C C9C N8C -176.8(8) . . . . ?
C10C N1C C9C N8C 2.1(14) . . . . ?
N2C N1C C9C C4C -0.9(10) . . . . ?
C10C N1C C9C C4C 178.0(8) . . . . ?
C5C C4C C9C N8C -1.5(15) . . . . ?
C3C C4C C9C N8C 176.7(9) . . . . ?
C5C C4C C9C N1C -177.2(8) . . . . ?
C3C C4C C9C N1C 1.0(9) . . . . ?
C9C N1C C10C C11C 114.8(9) . . . . ?
N2C N1C C10C C11C -66.4(10) . . . . ?
N1C C10C C11C C1'E -170.6(7) . . . . ?
N1C C10C C11C Cl1C -47.2(9) . . . . ?
C10C C11C C1'E C6'E 59.7(10) . . . . ?
Cl1C C11C C1'E C6'E -63.1(10) . . . . ?
C10C C11C C1'E C2'E -120.9(9) . . . . ?
Cl1C C11C C1'E C2'E 116.3(8) . . . . ?
C6'E C1'E C2'E C3'E -3.4(14) . . . . ?
C11C C1'E C2'E C3'E 177.2(8) . . . . ?
C1'E C2'E C3'E C4'E -0.2(15) . . . . ?
C2'E C3'E C4'E C5'E 2.3(16) . . . . ?
C3'E C4'E C5'E C6'E -0.7(16) . . . . ?
C2'E C1'E C6'E C5'E 5.0(14) . . . . ?
C11C C1'E C6'E C5'E -175.6(8) . . . . ?
C4'E C5'E C6'E C1'E -3.1(15) . . . . ?
C4C C5C N3C C12C 2.6(14) . . . . ?
C6C C5C N3C C12C -179.2(8) . . . . ?
C5C N3C C12C C13C 78.3(11) . . . . ?
N3C C12C C13C C1'F -171.6(8) . . . . ?
C12C C13C C1'F C2'F -81.9(11) . . . . ?
C12C C13C C1'F C6'F 96.1(10) . . . . ?
C6'F C1'F C2'F C3'F -0.6(13) . . . . ?
C13C C1'F C2'F C3'F 177.5(9) . . . . ?
C1'F C2'F C3'F C4'F 2.4(13) . . . . ?
C2'F C3'F C4'F O1C 176.6(8) . . . . ?
C2'F C3'F C4'F C5'F -2.4(13) . . . . ?
O1C C4'F C5'F C6'F -178.4(8) . . . . ?
C3'F C4'F C5'F C6'F 0.5(13) . . . . ?
C4'F C5'F C6'F C1'F 1.4(14) . . . . ?
C2'F C1'F C6'F C5'F -1.4(13) . . . . ?
C13C C1'F C6'F C5'F -179.5(8) . . . . ?
C5'F C4'F O1C C14C 2.4(12) . . . . ?
C3'F C4'F O1C C14C -176.5(8) . . . . ?
C7C C6C C15C O2C 178.7(9) . . . . ?
C5C C6C C15C O2C -2.8(14) . . . . ?
C7C C6C C15C O3C 2.0(12) . . . . ?
C5C C6C C15C O3C -179.4(8) . . . . ?
O2C C15C O3C C16C 3.0(12) . . . . ?
C6C C15C O3C C16C 179.8(7) . . . . ?
C9D N1D N2D C3D 2.5(10) . . . . ?
C10D N1D N2D C3D -179.5(8) . . . . ?
N1D N2D C3D C4D -0.4(10) . . . . ?
N2D C3D C4D C9D -1.7(10) . . . . ?
N2D C3D C4D C5D 179.5(11) . . . . ?
C9D C4D C5D N3D 179.3(8) . . . . ?
C3D C4D C5D N3D -2.0(17) . . . . ?
C9D C4D C5D C6D -0.9(12) . . . . ?
C3D C4D C5D C6D 177.7(10) . . . . ?
N3D C5D C6D C7D -178.5(8) . . . . ?
C4D C5D C6D C7D 1.8(11) . . . . ?
N3D C5D C6D C15D -1.2(13) . . . . ?
C4D C5D C6D C15D 179.1(8) . . . . ?
C5D C6D C7D N8D -1.6(13) . . . . ?
C15D C6D C7D N8D -178.9(8) . . . . ?
C6D C7D N8D C9D 0.4(12) . . . . ?
N2D N1D C9D N8D 178.6(8) . . . . ?
C10D N1D C9D N8D 0.7(13) . . . . ?
N2D N1D C9D C4D -3.7(10) . . . . ?
C10D N1D C9D C4D 178.4(8) . . . . ?
C7D N8D C9D N1D 177.8(8) . . . . ?
C7D N8D C9D C4D 0.5(12) . . . . ?
C5D C4D C9D N1D -177.7(8) . . . . ?
C3D C4D C9D N1D 3.1(9) . . . . ?
C5D C4D C9D N8D -0.2(14) . . . . ?
C3D C4D C9D N8D -179.4(9) . . . . ?
C9D N1D C10D C11D 115.0(9) . . . . ?
N2D N1D C10D C11D -62.6(11) . . . . ?
N1D C10D C11D C1'G -163.0(7) . . . . ?
N1D C10D C11D Cl1D -41.9(9) . . . . ?
C10D C11D C1'G C6'G 64.6(10) . . . . ?
Cl1D C11D C1'G C6'G -55.6(9) . . . . ?
C10D C11D C1'G C2'G -113.1(8) . . . . ?
Cl1D C11D C1'G C2'G 126.7(7) . . . . ?
C6'G C1'G C2'G C3'G -2.3(12) . . . . ?
C11D C1'G C2'G C3'G 175.4(7) . . . . ?
C1'G C2'G C3'G C4'G 2.7(13) . . . . ?
C2'G C3'G C4'G C5'G -2.2(14) . . . . ?
C3'G C4'G C5'G C6'G 1.2(14) . . . . ?
C2'G C1'G C6'G C5'G 1.5(13) . . . . ?
C11D C1'G C6'G C5'G -176.2(8) . . . . ?
C4'G C5'G C6'G C1'G -0.8(13) . . . . ?
C4D C5D N3D C12D -13.0(14) . . . . ?
C6D C5D N3D C12D 167.3(8) . . . . ?
C5D N3D C12D C13D -170.5(8) . . . . ?
N3D C12D C13D C1'H 56.5(11) . . . . ?
C12D C13D C1'H C2'H -136.9(9) . . . . ?
C12D C13D C1'H C6'H 44.5(12) . . . . ?
C6'H C1'H C2'H C3'H 1.8(13) . . . . ?
C13D C1'H C2'H C3'H -177.0(9) . . . . ?
C1'H C2'H C3'H C4'H -0.5(14) . . . . ?
C2'H C3'H C4'H C5'H -2.1(13) . . . . ?
C2'H C3'H C4'H O1D -179.9(8) . . . . ?
O1D C4'H C5'H C6'H -178.7(8) . . . . ?
C3'H C4'H C5'H C6'H 3.4(13) . . . . ?
C4'H C5'H C6'H C1'H -2.1(14) . . . . ?
C2'H C1'H C6'H C5'H -0.5(13) . . . . ?
C13D C1'H C6'H C5'H 178.2(8) . . . . ?
C5'H C4'H O1D C14D -178.7(8) . . . . ?
C3'H C4'H O1D C14D -0.8(13) . . . . ?
C7D C6D C15D O2D 176.9(8) . . . . ?
C5D C6D C15D O2D -0.4(14) . . . . ?
C7D C6D C15D O3D -1.2(12) . . . . ?
C5D C6D C15D O3D -178.4(7) . . . . ?
O2D C15D O3D C16D 1.6(12) . . . . ?
C6D C15D O3D C16D 179.7(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.102