#------------------------------------------------------------------------------
#$Date: 2016-02-21 00:03:34 +0000 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/90/2239064.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_2239064
loop_
_publ_author_name
'Novosjolova, Irina'
'Stepanovs, Dmitrijs'
'Bizd\=ena, \=Erika'
'Mishnev, Anatoly'
'Turks, M\=aris'
_publ_section_title
;
2,6-Dichloro-9-(2',3',5'-tri-O-acetyl-\b-D-ribofuranosyl)-9H-purine
;
_journal_coeditor_code LD2116
_journal_issue 2
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o108
_journal_page_last o109
_journal_paper_doi 10.1107/S1600536813034521
_journal_volume 70
_journal_year 2014
_chemical_formula_iupac 'C16 H16 Cl2 N4 O7'
_chemical_formula_moiety 'C16 H16 Cl2 N4 O7'
_chemical_formula_sum 'C16 H16 Cl2 N4 O7'
_chemical_formula_weight 447.23
_chemical_name_systematic
2,6-Dichloro-9-(2',3',5'-tri-O-acetyl-\b-D-ribofuranosyl)-9H-purine
_space_group_IT_number 4
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall 'P 2yb'
_symmetry_space_group_name_H-M 'P 1 21 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 106.537(2)
_cell_angle_gamma 90.00
_cell_formula_units_Z 2
_cell_length_a 10.1324(2)
_cell_length_b 9.6887(3)
_cell_length_c 10.5399(2)
_cell_measurement_reflns_used 17407
_cell_measurement_temperature 296(2)
_cell_measurement_theta_max 27.485
_cell_measurement_theta_min 0.998
_cell_volume 991.90(4)
_computing_cell_refinement 'SCALEPACK (Otwinovski & Minor, 1997)'
_computing_data_collection 'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction
'DENZO and SCALEPACK (Otwinovski & Minor, 1997)'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 2012) and Mercury (Macrae et al., 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and publCIF
(Westrip, 2010)
;
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 296(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type 'Nonius KappaCCD'
_diffrn_measurement_method CCD
_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 0.0000
_diffrn_reflns_av_sigmaI/netI 0.0584
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 3898
_diffrn_reflns_theta_full 27.46
_diffrn_reflns_theta_max 27.46
_diffrn_reflns_theta_min 2.02
_exptl_absorpt_coefficient_mu 0.374
_exptl_absorpt_correction_type none
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.497
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description prism
_exptl_crystal_F_000 460
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.32
_exptl_crystal_size_min 0.15
_refine_diff_density_max 0.223
_refine_diff_density_min -0.195
_refine_ls_abs_structure_details 'Flack (1983), 1518 Friedel pairs'
_refine_ls_abs_structure_Flack 0.00(7)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.019
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 265
_refine_ls_number_reflns 3898
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.019
_refine_ls_R_factor_all 0.0754
_refine_ls_R_factor_gt 0.0461
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0352P)^2^+0.3514P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0942
_refine_ls_wR_factor_ref 0.1070
_reflns_number_gt 2846
_reflns_number_total 3898
_reflns_threshold_expression I>2sigma(I)
_iucr_refine_instructions_details
;
TITL test structure: IrN-313
CELL 0.71073 10.1324 9.6887 10.5399 90.000 106.537 90.000
ZERR 2.00 0.0002 0.0003 0.0002 0.000 0.002 0.000
LATT -1
SYMM - X, 1/2 + Y, - Z
SFAC C H N O CL
UNIT 32 32 8 14 4
MERG 2
OMIT 1 0 0
OMIT -1 -1 1
OMIT -1 1 1
OMIT 1 -1 0
OMIT 1 1 0
OMIT -1 0 1
OMIT 0 1 1
FMAP 2
PLAN -20
SIZE 0.15 0.32 0.38
ACTA
BOND $H
CONF
L.S. 12
WGHT 0.035100 0.353200
FVAR 1.00343
N1 3 1.084971 0.113861 0.478539 11.00000 0.06302 0.05455 =
0.04978 -0.00497 0.02696 0.00152
C2 1 0.964970 0.178746 0.460212 11.00000 0.06435 0.05220 =
0.03760 -0.00283 0.01730 -0.00827
N3 3 0.917788 0.255297 0.539859 11.00000 0.05509 0.04372 =
0.04445 0.00228 0.02386 0.00097
C4 1 1.016974 0.270363 0.657404 11.00000 0.05114 0.03778 =
0.03620 0.00515 0.01890 -0.00141
C5 1 1.147662 0.213487 0.691488 11.00000 0.04513 0.04563 =
0.04056 0.00399 0.01660 0.00162
C6 1 1.176086 0.130948 0.595154 11.00000 0.05695 0.05002 =
0.05329 -0.00004 0.02749 0.00526
N7 3 1.221075 0.250821 0.819552 11.00000 0.04651 0.05524 =
0.04950 -0.00087 0.01256 0.00141
C8 1 1.133071 0.326565 0.859605 11.00000 0.05044 0.04815 =
0.04373 -0.00119 0.01430 -0.00147
AFIX 43
H8 2 1.154028 0.367072 0.942967 11.00000 -1.20000
AFIX 0
N9 3 1.007071 0.340448 0.766897 11.00000 0.04503 0.04255 =
0.03634 0.00161 0.01536 0.00327
CL10 5 1.329583 0.045481 0.623120 11.00000 0.07122 0.10992 =
0.09067 -0.01556 0.02989 0.03243
CL11 5 0.850379 0.155486 0.303785 11.00000 0.08241 0.09028 =
0.04335 -0.01394 0.01184 -0.00457
C1' 1 0.887651 0.420522 0.776944 11.00000 0.05008 0.04204 =
0.03191 0.00395 0.01374 0.01004
AFIX 13
H1 2 0.857394 0.482651 0.700797 11.00000 -1.20000
AFIX 0
C2' 1 0.769507 0.328151 0.784450 11.00000 0.04133 0.04060 =
0.03636 -0.00491 0.00961 0.00432
AFIX 13
H2 2 0.764163 0.242056 0.734433 11.00000 -1.20000
AFIX 0
C3' 1 0.803428 0.306243 0.934286 11.00000 0.03828 0.04190 =
0.03661 -0.00133 0.01297 0.00324
AFIX 13
H3 2 0.877156 0.237960 0.963883 11.00000 -1.20000
AFIX 0
C4' 1 0.853668 0.447237 0.986216 11.00000 0.04050 0.03969 =
0.03573 -0.00427 0.01294 0.00539
AFIX 13
H4 2 0.773301 0.506342 0.978646 11.00000 -1.20000
AFIX 0
C5' 1 0.945536 0.457036 1.125081 11.00000 0.04916 0.04361 =
0.03642 -0.00547 0.01157 0.00297
AFIX 23
H5A 2 0.978777 0.550877 1.143675 11.00000 -1.20000
H5B 2 0.894581 0.432535 1.187016 11.00000 -1.20000
AFIX 0
O6' 4 0.926372 0.498151 0.894862 11.00000 0.04933 0.03669 =
0.03708 -0.00351 0.01618 -0.00126
O7' 4 0.646031 0.408144 0.745761 11.00000 0.04256 0.05966 =
0.03804 -0.01041 0.00055 0.01325
C8' 1 0.547885 0.372788 0.633674 11.00000 0.04449 0.06037 =
0.04512 -0.00377 0.00280 -0.00444
C9' 1 0.429734 0.470365 0.609575 11.00000 0.04682 0.08436 =
0.06510 -0.00610 -0.00439 0.01070
AFIX 137
H9A 2 0.461590 0.562688 0.603071 11.00000 -1.50000
H9C 2 0.389452 0.465087 0.681585 11.00000 -1.50000
H9B 2 0.362005 0.446211 0.528535 11.00000 -1.50000
AFIX 0
O10' 4 0.563587 0.280864 0.564895 11.00000 0.07939 0.09627 =
0.08873 -0.04819 -0.01737 0.00980
O11' 4 0.688286 0.270122 0.980369 11.00000 0.03822 0.05310 =
0.04921 0.00044 0.01742 -0.00089
C12' 1 0.647362 0.136970 0.963610 11.00000 0.04367 0.05401 =
0.04843 0.01482 0.00503 -0.00013
C13' 1 0.528612 0.109842 1.018946 11.00000 0.05347 0.10866 =
0.08653 0.02717 0.02153 -0.01575
AFIX 137
H13A 2 0.518797 0.012191 1.028770 11.00000 -1.50000
H13B 2 0.445647 0.146201 0.959733 11.00000 -1.50000
H13C 2 0.545501 0.153797 1.103700 11.00000 -1.50000
AFIX 0
O14' 4 0.701220 0.054413 0.911040 11.00000 0.07615 0.05040 =
0.11188 0.00043 0.03636 -0.00122
O15' 4 1.059888 0.364362 1.139944 11.00000 0.04547 0.04694 =
0.03563 -0.00403 0.00490 0.00332
C16' 1 1.155062 0.367656 1.259490 11.00000 0.05135 0.04835 =
0.04006 -0.00438 -0.00289 -0.00358
C17' 1 1.274594 0.279442 1.262772 11.00000 0.05609 0.06240 =
0.05731 0.00298 0.00060 0.00624
AFIX 137
H17A 2 1.356967 0.334182 1.286468 11.00000 -1.50000
H17B 2 1.263000 0.239257 1.177033 11.00000 -1.50000
H17C 2 1.281630 0.207461 1.326953 11.00000 -1.50000
AFIX 0
O18' 4 1.138456 0.436970 1.347822 11.00000 0.08655 0.11990 =
0.04817 -0.03457 -0.01009 0.02586
HKLF 4
REM test structure: IrN-313
REM R1 = 0.0461 for 2846 Fo > 4sig(Fo) and 0.0754 for all 3898 data
REM 265 parameters refined using 1 restraints
END
WGHT 0.0351 0.3532
REM Highest difference peak 0.223, deepest hole -0.195, 1-sigma level 0.040
Q1 1 1.3407 -0.0220 0.5534 11.00000 0.05 0.22
Q2 1 0.5063 0.2734 0.6242 11.00000 0.05 0.19
Q3 1 0.7920 0.3119 0.8799 11.00000 0.05 0.17
Q4 1 1.1013 0.3652 1.1774 11.00000 0.05 0.15
Q5 1 1.3280 0.3107 1.1610 11.00000 0.05 0.15
Q6 1 0.8457 0.2234 0.4707 11.00000 0.05 0.15
Q7 1 1.1823 0.5013 1.3129 11.00000 0.05 0.15
Q8 1 0.4945 0.2722 1.0989 11.00000 0.05 0.14
Q9 1 0.7718 0.6561 0.9963 11.00000 0.05 0.14
Q10 1 0.6827 0.0849 0.9976 11.00000 0.05 0.14
;
_cod_data_source_file ld2116sup1.cf
_cod_data_source_block I
_cod_original_sg_symbol_H-M 'P 21'
_cod_database_code 2239064
_cod_database_fobs_code 2239064
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
N N1 1.0850(3) 0.1139(3) 0.4785(3) 0.0535(8) Uani d . 1 1
C C2 0.9650(4) 0.1787(4) 0.4602(3) 0.0508(9) Uani d . 1 1
N N3 0.9178(3) 0.2553(3) 0.5399(2) 0.0458(6) Uani d . 1 1
C C4 1.0170(3) 0.2704(3) 0.6574(3) 0.0404(7) Uani d . 1 1
C C5 1.1477(3) 0.2135(4) 0.6915(3) 0.0429(8) Uani d . 1 1
C C6 1.1761(4) 0.1309(4) 0.5952(3) 0.0510(9) Uani d . 1 1
N N7 1.2211(3) 0.2508(3) 0.8196(3) 0.0506(7) Uani d . 1 1
C C8 1.1331(3) 0.3266(4) 0.8596(3) 0.0473(8) Uani d . 1 1
H H8 1.1540 0.3671 0.9430 0.057 Uiso calc R 1 1
N N9 1.0071(2) 0.3404(3) 0.7669(2) 0.0405(6) Uani d . 1 1
Cl Cl10 1.32958(12) 0.04548(15) 0.62312(11) 0.0892(4) Uani d . 1 1
Cl Cl11 0.85038(11) 0.15549(12) 0.30379(9) 0.0733(3) Uani d . 1 1
C C1' 0.8877(3) 0.4205(4) 0.7769(3) 0.0409(7) Uani d . 1 1
H H1 0.8574 0.4827 0.7008 0.049 Uiso calc R 1 1
C C2' 0.7695(3) 0.3282(4) 0.7845(3) 0.0397(7) Uani d . 1 1
H H2 0.7642 0.2421 0.7344 0.048 Uiso calc R 1 1
C C3' 0.8034(3) 0.3062(3) 0.9343(3) 0.0385(7) Uani d . 1 1
H H3 0.8772 0.2380 0.9639 0.046 Uiso calc R 1 1
C C4' 0.8537(3) 0.4472(3) 0.9862(3) 0.0382(7) Uani d . 1 1
H H4 0.7733 0.5063 0.9786 0.046 Uiso calc R 1 1
C C5' 0.9455(3) 0.4570(4) 1.1251(3) 0.0432(8) Uani d . 1 1
H H5A 0.9788 0.5509 1.1437 0.052 Uiso calc R 1 1
H H5B 0.8946 0.4325 1.1870 0.052 Uiso calc R 1 1
O O6' 0.9264(2) 0.4982(2) 0.89486(18) 0.0402(5) Uani d . 1 1
O O7' 0.6460(2) 0.4081(2) 0.74576(19) 0.0490(6) Uani d . 1 1
C C8' 0.5479(3) 0.3728(4) 0.6337(3) 0.0520(9) Uani d . 1 1
C C9' 0.4297(4) 0.4704(5) 0.6096(4) 0.0696(12) Uani d . 1 1
H H9A 0.4616 0.5627 0.6031 0.104 Uiso calc R 1 1
H H9C 0.3895 0.4651 0.6816 0.104 Uiso calc R 1 1
H H9B 0.3620 0.4462 0.5285 0.104 Uiso calc R 1 1
O O10' 0.5636(3) 0.2809(4) 0.5649(3) 0.0967(11) Uani d . 1 1
O O11' 0.6883(2) 0.2701(2) 0.9804(2) 0.0458(6) Uani d . 1 1
C C12' 0.6474(4) 0.1370(4) 0.9636(3) 0.0504(9) Uani d . 1 1
C C13' 0.5286(4) 0.1098(5) 1.0189(5) 0.0826(15) Uani d . 1 1
H H13A 0.5188 0.0122 1.0288 0.124 Uiso calc R 1 1
H H13B 0.4456 0.1462 0.9597 0.124 Uiso calc R 1 1
H H13C 0.5455 0.1538 1.1037 0.124 Uiso calc R 1 1
O O14' 0.7012(3) 0.0544(3) 0.9110(3) 0.0775(8) Uani d . 1 1
O O15' 1.0599(2) 0.3644(2) 1.13994(18) 0.0441(5) Uani d . 1 1
C C16' 1.1551(3) 0.3677(4) 1.2595(3) 0.0499(8) Uani d . 1 1
C C17' 1.2746(4) 0.2794(4) 1.2628(3) 0.0618(10) Uani d . 1 1
H H17A 1.3570 0.3342 1.2865 0.093 Uiso calc R 1 1
H H17B 1.2630 0.2393 1.1770 0.093 Uiso calc R 1 1
H H17C 1.2816 0.2075 1.3270 0.093 Uiso calc R 1 1
O O18' 1.1385(3) 0.4370(4) 1.3478(2) 0.0909(10) Uani d . 1 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.063(2) 0.055(2) 0.0498(17) 0.0015(15) 0.0270(14) -0.0050(14)
C2 0.064(2) 0.052(2) 0.0376(17) -0.0083(19) 0.0173(14) -0.0028(16)
N3 0.0551(17) 0.0437(17) 0.0444(15) 0.0010(13) 0.0239(12) 0.0023(13)
C4 0.0511(19) 0.0378(19) 0.0362(16) -0.0014(15) 0.0189(13) 0.0051(14)
C5 0.0451(19) 0.046(2) 0.0406(16) 0.0016(15) 0.0166(13) 0.0040(15)
C6 0.057(2) 0.050(2) 0.0533(19) 0.0053(17) 0.0275(16) 0.0000(17)
N7 0.0465(16) 0.0552(19) 0.0495(15) 0.0014(14) 0.0126(12) -0.0009(14)
C8 0.050(2) 0.048(2) 0.0437(17) -0.0015(16) 0.0143(14) -0.0012(15)
N9 0.0450(15) 0.0425(16) 0.0363(13) 0.0033(12) 0.0154(11) 0.0016(12)
Cl10 0.0712(7) 0.1099(11) 0.0907(7) 0.0324(7) 0.0299(6) -0.0156(7)
Cl11 0.0824(7) 0.0903(9) 0.0433(5) -0.0046(6) 0.0118(4) -0.0139(5)
C1' 0.0501(18) 0.0420(19) 0.0319(14) 0.0100(15) 0.0137(12) 0.0040(14)
C2' 0.0413(17) 0.0406(19) 0.0364(15) 0.0043(14) 0.0096(12) -0.0049(14)
C3' 0.0383(16) 0.0419(19) 0.0366(15) 0.0032(14) 0.0130(12) -0.0013(14)
C4' 0.0405(16) 0.0397(19) 0.0357(14) 0.0054(14) 0.0129(12) -0.0043(14)
C5' 0.0492(18) 0.044(2) 0.0364(15) 0.0030(15) 0.0116(13) -0.0055(14)
O6' 0.0493(12) 0.0367(13) 0.0371(11) -0.0013(10) 0.0162(9) -0.0035(9)
O7' 0.0426(12) 0.0597(17) 0.0380(11) 0.0133(11) 0.0005(9) -0.0104(10)
C8' 0.044(2) 0.060(3) 0.0451(18) -0.0044(17) 0.0028(14) -0.0038(18)
C9' 0.047(2) 0.084(3) 0.065(2) 0.011(2) -0.0044(16) -0.006(2)
O10' 0.079(2) 0.096(3) 0.089(2) 0.0098(18) -0.0174(16) -0.048(2)
O11' 0.0382(12) 0.0531(16) 0.0492(12) -0.0009(11) 0.0174(9) 0.0004(11)
C12' 0.044(2) 0.054(2) 0.0484(18) -0.0001(18) 0.0050(14) 0.0148(18)
C13' 0.053(3) 0.109(4) 0.087(3) -0.016(2) 0.022(2) 0.027(3)
O14' 0.0762(19) 0.0504(18) 0.112(2) -0.0012(16) 0.0364(17) 0.0004(17)
O15' 0.0455(12) 0.0469(14) 0.0356(10) 0.0033(10) 0.0049(9) -0.0040(10)
C16' 0.051(2) 0.048(2) 0.0401(18) -0.0036(17) -0.0029(14) -0.0044(17)
C17' 0.056(2) 0.062(3) 0.057(2) 0.006(2) 0.0006(16) 0.0030(19)
O18' 0.087(2) 0.120(3) 0.0482(14) 0.026(2) -0.0101(13) -0.0346(18)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 N1 C2 116.3(3)
N3 C2 N1 131.2(3)
N3 C2 Cl11 114.5(3)
N1 C2 Cl11 114.3(2)
C2 N3 C4 109.5(3)
N3 C4 N9 127.5(3)
N3 C4 C5 126.6(3)
N9 C4 C5 105.9(3)
C4 C5 C6 115.0(3)
C4 C5 N7 110.9(3)
C6 C5 N7 134.1(3)
N1 C6 C5 121.2(3)
N1 C6 Cl10 117.4(2)
C5 C6 Cl10 121.4(3)
C8 N7 C5 103.5(3)
N7 C8 N9 113.8(3)
N7 C8 H8 123.1
N9 C8 H8 123.1
C4 N9 C8 105.9(3)
C4 N9 C1' 125.7(2)
C8 N9 C1' 128.2(3)
O6' C1' N9 108.5(2)
O6' C1' C2' 107.2(2)
N9 C1' C2' 111.8(3)
O6' C1' H1 109.8
N9 C1' H1 109.8
C2' C1' H1 109.8
O7' C2' C1' 107.8(3)
O7' C2' C3' 106.9(2)
C1' C2' C3' 100.8(2)
O7' C2' H2 113.5
C1' C2' H2 113.5
C3' C2' H2 113.5
O11' C3' C4' 108.8(2)
O11' C3' C2' 114.8(2)
C4' C3' C2' 101.7(2)
O11' C3' H3 110.4
C4' C3' H3 110.4
C2' C3' H3 110.4
O6' C4' C5' 109.5(2)
O6' C4' C3' 104.5(2)
C5' C4' C3' 117.7(3)
O6' C4' H4 108.3
C5' C4' H4 108.3
C3' C4' H4 108.3
O15' C5' C4' 108.9(2)
O15' C5' H5A 109.9
C4' C5' H5A 109.9
O15' C5' H5B 109.9
C4' C5' H5B 109.9
H5A C5' H5B 108.3
C1' O6' C4' 109.7(2)
C8' O7' C2' 118.5(3)
O10' C8' O7' 122.0(3)
O10' C8' C9' 127.8(3)
O7' C8' C9' 110.1(3)
C8' C9' H9A 109.5
C8' C9' H9C 109.5
H9A C9' H9C 109.5
C8' C9' H9B 109.5
H9A C9' H9B 109.5
H9C C9' H9B 109.5
C12' O11' C3' 116.1(3)
O14' C12' O11' 122.6(3)
O14' C12' C13' 126.0(4)
O11' C12' C13' 111.5(4)
C12' C13' H13A 109.5
C12' C13' H13B 109.5
H13A C13' H13B 109.5
C12' C13' H13C 109.5
H13A C13' H13C 109.5
H13B C13' H13C 109.5
C16' O15' C5' 115.2(2)
O18' C16' O15' 121.1(3)
O18' C16' C17' 127.1(3)
O15' C16' C17' 111.8(3)
C16' C17' H17A 109.5
C16' C17' H17B 109.5
H17A C17' H17B 109.5
C16' C17' H17C 109.5
H17A C17' H17C 109.5
H17B C17' H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C6 1.321(4)
N1 C2 1.333(4)
C2 N3 1.308(4)
C2 Cl11 1.740(3)
N3 C4 1.363(4)
C4 N9 1.367(4)
C4 C5 1.384(4)
C5 C6 1.386(4)
C5 N7 1.391(4)
C6 Cl10 1.712(4)
N7 C8 1.314(4)
C8 N9 1.376(4)
C8 H8 0.9300
N9 C1' 1.466(4)
C1' O6' 1.409(4)
C1' C2' 1.515(5)
C1' H1 0.9800
C2' O7' 1.429(4)
C2' C3' 1.532(4)
C2' H2 0.9800
C3' O11' 1.429(3)
C3' C4' 1.505(5)
C3' H3 0.9800
C4' O6' 1.455(3)
C4' C5' 1.497(4)
C4' H4 0.9800
C5' O15' 1.439(4)
C5' H5A 0.9700
C5' H5B 0.9700
O7' C8' 1.354(4)
C8' O10' 1.187(4)
C8' C9' 1.489(5)
C9' H9A 0.9600
C9' H9C 0.9600
C9' H9B 0.9600
O11' C12' 1.351(5)
C12' O14' 1.190(4)
C12' C13' 1.502(5)
C13' H13A 0.9600
C13' H13B 0.9600
C13' H13C 0.9600
O15' C16' 1.352(3)
C16' O18' 1.198(4)
C16' C17' 1.475(5)
C17' H17A 0.9600
C17' H17B 0.9600
C17' H17C 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8 H8 O15' 1_555 1_555 1_555 0.93 2.52 3.265(4) 137 y
C8 H8 O14' 1_555 1_555 2_757 0.93 2.56 3.350(4) 143 y
C1' H1 N1 1_555 1_555 2_756 0.98 2.48 3.355(5) 148 y
C9' H9B O18' 1_555 1_555 1_454 0.96 2.51 3.434(4) 161 y
C13' H13B N7 1_555 1_555 1_455 0.96 2.54 3.502(5) 175 y
C5' H5A Cg 1_555 1_555 2_757 0.97 2.69 3.454 136 y
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
C6 N1 C2 N3 -2.3(6)
C6 N1 C2 Cl11 178.7(3)
N1 C2 N3 C4 3.0(5)
Cl11 C2 N3 C4 -178.0(2)
C2 N3 C4 N9 -178.6(3)
C2 N3 C4 C5 -0.9(5)
N3 C4 C5 C6 -1.5(5)
N9 C4 C5 C6 176.6(3)
N3 C4 C5 N7 180.0(3)
N9 C4 C5 N7 -1.9(4)
C2 N1 C6 C5 -0.8(5)
C2 N1 C6 Cl10 178.4(3)
C4 C5 C6 N1 2.4(5)
N7 C5 C6 N1 -179.6(4)
C4 C5 C6 Cl10 -176.8(3)
N7 C5 C6 Cl10 1.2(6)
C4 C5 N7 C8 0.9(4)
C6 C5 N7 C8 -177.2(4)
C5 N7 C8 N9 0.4(4)
N3 C4 N9 C8 -179.9(3)
C5 C4 N9 C8 2.0(3)
N3 C4 N9 C1' -3.4(5)
C5 C4 N9 C1' 178.5(3)
N7 C8 N9 C4 -1.6(4)
N7 C8 N9 C1' -177.9(3)
C4 N9 C1' O6' -168.8(3)
C8 N9 C1' O6' 6.9(4)
C4 N9 C1' C2' 73.2(4)
C8 N9 C1' C2' -111.1(3)
O6' C1' C2' O7' 82.0(3)
N9 C1' C2' O7' -159.2(2)
O6' C1' C2' C3' -29.8(3)
N9 C1' C2' C3' 89.0(3)
O7' C2' C3' O11' 44.0(4)
C1' C2' C3' O11' 156.5(3)
O7' C2' C3' C4' -73.3(3)
C1' C2' C3' C4' 39.2(3)
O11' C3' C4' O6' -157.0(2)
C2' C3' C4' O6' -35.5(3)
O11' C3' C4' C5' 81.3(3)
C2' C3' C4' C5' -157.2(2)
O6' C4' C5' O15' -65.6(3)
C3' C4' C5' O15' 53.4(3)
N9 C1' O6' C4' -112.7(3)
C2' C1' O6' C4' 8.2(3)
C5' C4' O6' C1' 144.5(2)
C3' C4' O6' C1' 17.6(3)
C1' C2' O7' C8' 115.0(3)
C3' C2' O7' C8' -137.4(3)
C2' O7' C8' O10' -2.6(5)
C2' O7' C8' C9' -178.7(3)
C4' C3' O11' C12' -168.0(2)
C2' C3' O11' C12' 78.9(3)
C3' O11' C12' O14' -1.6(5)
C3' O11' C12' C13' 178.4(3)
C4' C5' O15' C16' 176.9(3)
C5' O15' C16' O18' 4.7(5)
C5' O15' C16' C17' -174.8(3)