#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/80/2018017.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018017
loop_
_publ_author_name
'Gainsford, Graeme J.'
'Ashraf, Mohamed'
'Bhuiyan, M. Delower H.'
'Kay, Andrew J.'
_publ_section_title
;
 4-Aminopyridinium 2-(anthracen-9-yl)-3-oxo-3H-inden-1-olate
 monohydrate
;
_journal_coeditor_code           LN3147
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o107
_journal_page_last               o110
_journal_paper_doi               10.1107/S0108270111004951
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '2C5 H7 N2 + , 2C23 H13 O2 - , H2 O'
_chemical_formula_moiety         '2(C5 H7 N2 +), 2(C23 H13 O2 -), H2 O'
_chemical_formula_sum            'C56 H42 N4 O5'
_chemical_formula_weight         850.94
_chemical_name_systematic
;
4-Aminopyridinium 2-(anthracen-9-yl)-3-oxo-3H-inden-1-olate
monohydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                100.962(2)
_cell_angle_beta                 97.628(2)
_cell_angle_gamma                105.265(2)
_cell_formula_units_Z            2
_cell_length_a                   9.1990(3)
_cell_length_b                   13.9977(6)
_cell_length_c                   17.9153(7)
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    116(2)
_cell_measurement_theta_max      30.38
_cell_measurement_theta_min      2.34
_cell_volume                     2143.78(15)
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction
;
SAINT (Bruker, 2005) and SADABS (Bruker, 2005)
;
_computing_molecular_graphics
;
ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      116(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41534
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.41
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.222
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     610
_refine_ls_number_reflns         7568
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0443
_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/[σ²(Fo²)+(0.0320P)²+1.1299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0974
_reflns_number_gt                6771
_reflns_number_total             7568
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ln3147.cif
_cod_data_source_block           I
_cod_original_cell_volume        2143.78(14)
_cod_database_code               2018017
_cod_database_fobs_code          2018017
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_disorder_assembly
_atom_site_disorder_group
O O1 0.86467(13) 0.17884(9) 0.43690(6) 0.0230(3) Uani d . 1 . .
O O2 0.90595(13) 0.40933(9) 0.67461(6) 0.0210(3) Uani d . 1 . .
C C1 0.90919(17) 0.25205(12) 0.49499(9) 0.0163(3) Uani d . 1 . .
C C2 0.84918(17) 0.26511(12) 0.56506(9) 0.0165(3) Uani d . 1 . .
C C3 0.92742(17) 0.36418(12) 0.61096(9) 0.0159(3) Uani d . 1 . .
C C4 1.05001(17) 0.41386(12) 0.57041(9) 0.0162(3) Uani d . 1 . .
C C5 1.15955(18) 0.50755(12) 0.59197(10) 0.0194(3) Uani d . 1 . .
H H5 1.1672 0.5538 0.6396 0.023 Uiso calc R 1 . .
C C6 1.25988(18) 0.53273(12) 0.54117(10) 0.0203(4) Uani d . 1 . .
H H6 1.3360 0.5972 0.5545 0.024 Uiso calc R 1 . .
C C7 1.24922(18) 0.46518(13) 0.47231(10) 0.0206(4) Uani d . 1 . .
H H7 1.3185 0.4835 0.4389 0.025 Uiso calc R 1 . .
C C8 1.13748(18) 0.36993(12) 0.45097(9) 0.0186(3) Uani d . 1 . .
H H8 1.1299 0.3232 0.4036 0.022 Uiso calc R 1 . .
C C9 1.03891(17) 0.34607(12) 0.50072(9) 0.0158(3) Uani d . 1 . .
C C10 0.72140(17) 0.18681(12) 0.58140(9) 0.0157(3) Uani d . 1 . .
C C11 0.58225(17) 0.20747(12) 0.59306(9) 0.0165(3) Uani d . 1 . .
C C12 0.55839(19) 0.30393(13) 0.59045(10) 0.0204(4) Uani d . 1 . .
H H12 0.6397 0.3569 0.5827 0.024 Uiso calc R 1 . .
C C13 0.42200(19) 0.32161(13) 0.59880(10) 0.0243(4) Uani d . 1 . .
H H13 0.4096 0.3865 0.5971 0.029 Uiso calc R 1 . .
C C14 0.29859(19) 0.24372(14) 0.60993(10) 0.0244(4) Uani d . 1 . .
H H14 0.2035 0.2564 0.6152 0.029 Uiso calc R 1 . .
C C15 0.31569(18) 0.15164(13) 0.61311(10) 0.0223(4) Uani d . 1 . .
H H15 0.2322 0.1004 0.6211 0.027 Uiso calc R 1 . .
C C16 0.45660(18) 0.12929(12) 0.60478(9) 0.0181(3) Uani d . 1 . .
C C17 0.47146(18) 0.03300(12) 0.60415(9) 0.0198(3) Uani d . 1 . .
H H17 0.3872 -0.0188 0.6108 0.024 Uiso calc R 1 . .
C C18 0.60729(18) 0.01093(12) 0.59402(9) 0.0181(3) Uani d . 1 . .
C C19 0.62289(19) -0.08794(12) 0.59445(10) 0.0221(4) Uani d . 1 . .
H H19 0.5383 -0.1397 0.6009 0.027 Uiso calc R 1 . .
C C20 0.7557(2) -0.10939(13) 0.58587(10) 0.0247(4) Uani d . 1 . .
H H20 0.7641 -0.1754 0.5869 0.030 Uiso calc R 1 . .
C C21 0.8823(2) -0.03319(13) 0.57540(10) 0.0222(4) Uani d . 1 . .
H H21 0.9755 -0.0485 0.5696 0.027 Uiso calc R 1 . .
C C22 0.87214(18) 0.06147(13) 0.57359(9) 0.0189(3) Uani d . 1 . .
H H22 0.9585 0.1110 0.5661 0.023 Uiso calc R 1 . .
C C23 0.73496(17) 0.08857(12) 0.58264(9) 0.0156(3) Uani d . 1 . .
O O1' 0.42132(13) 0.20381(9) 0.01015(7) 0.0245(3) Uani d . 1 . .
O O2' 0.04183(13) 0.34312(10) 0.09840(7) 0.0287(3) Uani d . 1 . .
C C1' 0.34140(18) 0.24437(12) 0.05129(9) 0.0178(3) Uani d . 1 . .
C C2' 0.20833(18) 0.27011(12) 0.02745(9) 0.0183(3) Uani d . 1 . .
C C3' 0.15690(18) 0.31186(13) 0.09448(10) 0.0207(4) Uani d . 1 . .
C C4' 0.26892(18) 0.31249(13) 0.16478(9) 0.0201(4) Uani d . 1 . .
C C5' 0.2737(2) 0.34343(15) 0.24305(10) 0.0305(4) Uani d . 1 . .
H H5' 0.1984 0.3716 0.2616 0.037 Uiso calc R 1 . .
C C6' 0.3936(2) 0.33191(15) 0.29439(10) 0.0301(4) Uani d . 1 . .
H H6' 0.3994 0.3528 0.3486 0.036 Uiso calc R 1 . .
C C7' 0.50317(19) 0.29089(14) 0.26773(10) 0.0250(4) Uani d . 1 . .
H H7' 0.5830 0.2836 0.3037 0.030 Uiso calc R 1 . .
C C8' 0.49766(19) 0.25991(13) 0.18811(10) 0.0220(4) Uani d . 1 . .
H H8' 0.5730 0.2319 0.1692 0.026 Uiso calc R 1 . .
C C9' 0.37980(17) 0.27128(12) 0.13811(9) 0.0176(3) Uani d . 1 . .
C C10' 0.14152(18) 0.25457(12) -0.05583(9) 0.0184(3) Uani d . 1 . .
C C11' 0.02273(19) 0.16579(13) -0.09512(9) 0.0207(4) Uani d . 1 . .
C C12' -0.0475(2) 0.09019(14) -0.05684(10) 0.0274(4) Uani d . 1 . .
H H12' -0.0156 0.1004 -0.0025 0.033 Uiso calc R 1 . .
C C13' -0.1591(2) 0.00397(15) -0.09666(11) 0.0369(5) Uani d . 1 . .
H H13' -0.2032 -0.0454 -0.0699 0.044 Uiso calc R 1 . .
C C14' -0.2108(2) -0.01330(16) -0.17746(12) 0.0431(5) Uani d . 1 . .
H H14' -0.2894 -0.0737 -0.2045 0.052 Uiso calc R 1 . .
C C15' -0.1482(2) 0.05620(15) -0.21624(11) 0.0365(5) Uani d . 1 . .
H H15' -0.1839 0.0439 -0.2704 0.044 Uiso calc R 1 . .
C C16' -0.0298(2) 0.14744(13) -0.17748(10) 0.0245(4) Uani d . 1 . .
C C17' 0.0395(2) 0.21682(13) -0.21767(10) 0.0240(4) Uani d . 1 . .
H H17' 0.0066 0.2033 -0.2722 0.029 Uiso calc R 1 . .
C C18' 0.15583(19) 0.30550(13) -0.18000(10) 0.0205(4) Uani d . 1 . .
C C19' 0.2229(2) 0.37928(14) -0.22081(10) 0.0246(4) Uani d . 1 . .
H H19' 0.1937 0.3649 -0.2756 0.030 Uiso calc R 1 . .
C C20' 0.3271(2) 0.46902(14) -0.18280(11) 0.0295(4) Uani d . 1 . .
H H20' 0.3713 0.5166 -0.2109 0.035 Uiso calc R 1 . .
C C21' 0.3704(2) 0.49196(14) -0.10113(11) 0.0310(4) Uani d . 1 . .
H H21' 0.4404 0.5563 -0.0746 0.037 Uiso calc R 1 . .
C C22' 0.31302(19) 0.42310(13) -0.06011(11) 0.0254(4) Uani d . 1 . .
H H22' 0.3455 0.4397 -0.0054 0.030 Uiso calc R 1 . .
C C23' 0.20500(18) 0.32634(13) -0.09751(10) 0.0195(3) Uani d . 1 . .
O O5W 0.92879(15) 0.39664(10) 0.23334(8) 0.0275(3) Uani d . 1 . .
H H5W1 0.974(2) 0.3872(17) 0.1918(14) 0.041 Uiso d . 1 . .
H H5W2 0.980(3) 0.4554(18) 0.2632(13) 0.041 Uiso d . 1 . .
C C24 0.73817(19) 0.32855(13) 0.93506(10) 0.0232(4) Uani d . 1 . .
C C25 0.87778(19) 0.38332(13) 0.91918(10) 0.0243(4) Uani d . 1 . .
H H25 0.9676 0.4082 0.9586 0.029 Uiso calc R 1 . .
C C26 0.8840(2) 0.40052(14) 0.84769(11) 0.0262(4) Uani d . 1 . .
H H26 0.9793 0.4364 0.8373 0.031 Uiso calc R 1 . .
N N27 0.75841(18) 0.36803(12) 0.79094(9) 0.0288(4) Uani d . 1 . .
H H27 0.773(2) 0.3759(15) 0.7438(13) 0.035 Uiso d . 1 . .
C C28 0.6201(2) 0.32122(16) 0.80525(11) 0.0337(4) Uani d . 1 . .
H H28 0.5314 0.3013 0.7654 0.040 Uiso calc R 1 . .
C C29 0.6067(2) 0.30236(15) 0.87608(11) 0.0308(4) Uani d . 1 . .
H H29 0.5084 0.2714 0.8860 0.037 Uiso calc R 1 . .
N N30 0.73216(19) 0.30329(13) 1.00307(9) 0.0299(4) Uani d . 1 . .
H H30A 0.821(2) 0.3192(16) 1.0385(13) 0.036 Uiso d . 1 . .
H H30B 0.641(2) 0.2692(16) 1.0137(12) 0.036 Uiso d . 1 . .
C C24' 0.82090(19) 0.12900(13) 0.23086(10) 0.0232(4) Uani d . 1 . .
C C25' 0.7987(2) 0.13074(14) 0.15164(10) 0.0287(4) Uani d . 1 . .
H H25' 0.8261 0.1937 0.1368 0.034 Uiso calc R 1 . .
C C26' 0.7380(2) 0.04225(15) 0.09695(11) 0.0324(4) Uani d . 1 . .
H H26' 0.7218 0.0442 0.0439 0.039 Uiso calc R 1 . .
N N27' 0.70022(19) -0.04846(13) 0.11595(10) 0.0330(4) Uani d . 1 . .
H H27' 0.661(2) -0.1065(17) 0.0772(13) 0.040 Uiso d . 1 . .
C C28' 0.7259(2) -0.05313(15) 0.19079(12) 0.0351(5) Uani d . 1 . .
H H28' 0.7026 -0.1177 0.2034 0.042 Uiso calc R 1 . .
C C29' 0.7842(2) 0.03232(14) 0.24836(11) 0.0303(4) Uani d . 1 . .
H H29' 0.8005 0.0273 0.3008 0.036 Uiso calc R 1 . .
N N30' 0.87372(19) 0.21402(12) 0.28657(9) 0.0294(4) Uani d . 1 . .
H H31' 0.896(2) 0.2761(17) 0.2731(12) 0.035 Uiso d . 1 . .
H H32' 0.880(2) 0.2079(16) 0.3372(13) 0.035 Uiso d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C2 . . 128.78(15) ?
O1 C1 C9 . . 123.27(14) ?
C2 C1 C9 . . 107.93(13) ?
C3 C2 C1 . . 108.24(13) ?
C3 C2 C10 . . 128.04(14) ?
C1 C2 C10 . . 123.66(14) ?
O2 C3 C2 . . 129.61(15) ?
O2 C3 C4 . . 122.26(14) ?
C2 C3 C4 . . 108.12(13) ?
C5 C4 C9 . . 121.13(15) ?
C5 C4 C3 . . 131.02(15) ?
C9 C4 C3 . . 107.85(13) ?
C4 C5 C6 . . 117.85(15) ?
C4 C5 H5 . . 121.1 ?
C6 C5 H5 . . 121.1 ?
C7 C6 C5 . . 120.92(15) ?
C7 C6 H6 . . 119.5 ?
C5 C6 H6 . . 119.5 ?
C6 C7 C8 . . 120.78(15) ?
C6 C7 H7 . . 119.6 ?
C8 C7 H7 . . 119.6 ?
C9 C8 C7 . . 118.00(15) ?
C9 C8 H8 . . 121.0 ?
C7 C8 H8 . . 121.0 ?
C8 C9 C4 . . 121.32(15) ?
C8 C9 C1 . . 130.98(15) ?
C4 C9 C1 . . 107.70(13) ?
C23 C10 C11 . . 118.94(14) ?
C23 C10 C2 . . 120.17(14) ?
C11 C10 C2 . . 120.84(14) ?
C10 C11 C12 . . 122.17(14) ?
C10 C11 C16 . . 120.26(14) ?
C12 C11 C16 . . 117.53(14) ?
C13 C12 C11 . . 121.62(16) ?
C13 C12 H12 . . 119.2 ?
C11 C12 H12 . . 119.2 ?
C12 C13 C14 . . 120.34(16) ?
C12 C13 H13 . . 119.8 ?
C14 C13 H13 . . 119.8 ?
C15 C14 C13 . . 120.24(15) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
C14 C15 C16 . . 121.58(16) ?
C14 C15 H15 . . 119.2 ?
C16 C15 H15 . . 119.2 ?
C17 C16 C15 . . 121.49(15) ?
C17 C16 C11 . . 119.76(14) ?
C15 C16 C11 . . 118.68(15) ?
C16 C17 C18 . . 121.28(15) ?
C16 C17 H17 . . 119.4 ?
C18 C17 H17 . . 119.4 ?
C17 C18 C19 . . 121.13(15) ?
C17 C18 C23 . . 119.76(15) ?
C19 C18 C23 . . 119.11(14) ?
C20 C19 C18 . . 121.38(16) ?
C20 C19 H19 . . 119.3 ?
C18 C19 H19 . . 119.3 ?
C19 C20 C21 . . 119.86(16) ?
C19 C20 H20 . . 120.1 ?
C21 C20 H20 . . 120.1 ?
C22 C21 C20 . . 120.81(15) ?
C22 C21 H21 . . 119.6 ?
C20 C21 H21 . . 119.6 ?
C21 C22 C23 . . 121.77(15) ?
C21 C22 H22 . . 119.1 ?
C23 C22 H22 . . 119.1 ?
C10 C23 C22 . . 122.97(14) ?
C10 C23 C18 . . 119.98(14) ?
C22 C23 C18 . . 117.05(14) ?
O1' C1' C2' . . 128.88(15) ?
O1' C1' C9' . . 122.32(14) ?
C2' C1' C9' . . 108.79(14) ?
C1' C2' C3' . . 108.77(14) ?
C1' C2' C10' . . 122.07(14) ?
C3' C2' C10' . . 129.16(14) ?
O2' C3' C2' . . 128.94(15) ?
O2' C3' C4' . . 123.68(15) ?
C2' C3' C4' . . 107.37(14) ?
C5' C4' C9' . . 120.67(15) ?
C5' C4' C3' . . 131.86(15) ?
C9' C4' C3' . . 107.46(14) ?
C4' C5' C6' . . 117.80(16) ?
C4' C5' H5' . . 121.1 ?
C6' C5' H5' . . 121.1 ?
C7' C6' C5' . . 121.35(16) ?
C7' C6' H6' . . 119.3 ?
C5' C6' H6' . . 119.3 ?
C6' C7' C8' . . 120.48(16) ?
C6' C7' H7' . . 119.8 ?
C8' C7' H7' . . 119.8 ?
C9' C8' C7' . . 117.88(16) ?
C9' C8' H8' . . 121.1 ?
C7' C8' H8' . . 121.1 ?
C8' C9' C4' . . 121.82(15) ?
C8' C9' C1' . . 130.58(15) ?
C4' C9' C1' . . 107.60(14) ?
C11' C10' C23' . . 119.38(15) ?
C11' C10' C2' . . 120.81(15) ?
C23' C10' C2' . . 119.67(14) ?
C10' C11' C12' . . 122.54(15) ?
C10' C11' C16' . . 119.90(15) ?
C12' C11' C16' . . 117.54(15) ?
C13' C12' C11' . . 121.22(17) ?
C13' C12' H12' . . 119.4 ?
C11' C12' H12' . . 119.4 ?
C12' C13' C14' . . 120.94(18) ?
C12' C13' H13' . . 119.5 ?
C14' C13' H13' . . 119.5 ?
C15' C14' C13' . . 120.04(17) ?
C15' C14' H14' . . 120.0 ?
C13' C14' H14' . . 120.0 ?
C14' C15' C16' . . 121.35(18) ?
C14' C15' H15' . . 119.3 ?
C16' C15' H15' . . 119.3 ?
C17' C16' C15' . . 121.49(16) ?
C17' C16' C11' . . 119.55(15) ?
C15' C16' C11' . . 118.91(16) ?
C16' C17' C18' . . 121.55(16) ?
C16' C17' H17' . . 119.2 ?
C18' C17' H17' . . 119.2 ?
C17' C18' C19' . . 121.65(16) ?
C17' C18' C23' . . 119.30(15) ?
C19' C18' C23' . . 118.98(15) ?
C20' C19' C18' . . 121.23(17) ?
C20' C19' H19' . . 119.4 ?
C18' C19' H19' . . 119.4 ?
C19' C20' C21' . . 119.95(17) ?
C19' C20' H20' . . 120.0 ?
C21' C20' H20' . . 120.0 ?
C22' C21' C20' . . 120.89(17) ?
C22' C21' H21' . . 119.6 ?
C20' C21' H21' . . 119.6 ?
C21' C22' C23' . . 121.42(17) ?
C21' C22' H22' . . 119.3 ?
C23' C22' H22' . . 119.3 ?
C10' C23' C22' . . 122.33(15) ?
C10' C23' C18' . . 120.19(15) ?
C22' C23' C18' . . 117.41(15) ?
H5W1 O5W H5W2 . . 108(2) ?
N30 C24 C25 . . 120.88(16) ?
N30 C24 C29 . . 122.28(16) ?
C25 C24 C29 . . 116.84(16) ?
C26 C25 C24 . . 119.91(16) ?
C26 C25 H25 . . 120.0 ?
C24 C25 H25 . . 120.0 ?
N27 C26 C25 . . 121.60(16) ?
N27 C26 H26 . . 119.2 ?
C25 C26 H26 . . 119.2 ?
C26 N27 C28 . . 120.34(16) ?
C26 N27 H27 . . 116.9(13) ?
C28 N27 H27 . . 122.7(13) ?
N27 C28 C29 . . 120.62(18) ?
N27 C28 H28 . . 119.7 ?
C29 C28 H28 . . 119.7 ?
C28 C29 C24 . . 120.33(17) ?
C28 C29 H29 . . 119.8 ?
C24 C29 H29 . . 119.8 ?
C24 N30 H30A . . 119.2(13) ?
C24 N30 H30B . . 120.7(13) ?
H30A N30 H30B . . 120.1(19) ?
N30' C24' C29' . . 121.25(17) ?
N30' C24' C25' . . 121.88(17) ?
C29' C24' C25' . . 116.87(16) ?
C26' C25' C24' . . 119.77(18) ?
C26' C25' H25' . . 120.1 ?
C24' C25' H25' . . 120.1 ?
N27' C26' C25' . . 121.65(18) ?
N27' C26' H26' . . 119.2 ?
C25' C26' H26' . . 119.2 ?
C26' N27' C28' . . 120.10(17) ?
C26' N27' H27' . . 118.9(14) ?
C28' N27' H27' . . 120.9(14) ?
N27' C28' C29' . . 121.29(18) ?
N27' C28' H28' . . 119.4 ?
C29' C28' H28' . . 119.4 ?
C28' C29' C24' . . 120.23(18) ?
C28' C29' H29' . . 119.9 ?
C24' C29' H29' . . 119.9 ?
C24' N30' H31' . . 119.0(13) ?
C24' N30' H32' . . 117.7(13) ?
H31' N30' H32' . . 123.1(18) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.2494(19) ?
O2 C3 . 1.2610(19) ?
C1 C2 . 1.437(2) ?
C1 C9 . 1.502(2) ?
C2 C3 . 1.414(2) ?
C2 C10 . 1.485(2) ?
C3 C4 . 1.510(2) ?
C4 C5 . 1.376(2) ?
C4 C9 . 1.391(2) ?
C5 C6 . 1.406(2) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.379(2) ?
C6 H6 . 0.9500 ?
C7 C8 . 1.400(2) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.377(2) ?
C8 H8 . 0.9500 ?
C10 C23 . 1.417(2) ?
C10 C11 . 1.417(2) ?
C11 C12 . 1.432(2) ?
C11 C16 . 1.436(2) ?
C12 C13 . 1.363(2) ?
C12 H12 . 0.9500 ?
C13 C14 . 1.417(2) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.350(2) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.431(2) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.388(2) ?
C17 C18 . 1.390(2) ?
C17 H17 . 0.9500 ?
C18 C19 . 1.430(2) ?
C18 C23 . 1.441(2) ?
C19 C20 . 1.354(2) ?
C19 H19 . 0.9500 ?
C20 C21 . 1.417(2) ?
C20 H20 . 0.9500 ?
C21 C22 . 1.359(2) ?
C21 H21 . 0.9500 ?
C22 C23 . 1.430(2) ?
C22 H22 . 0.9500 ?
O1' C1' . 1.2691(19) ?
O2' C3' . 1.252(2) ?
C1' C2' . 1.401(2) ?
C1' C9' . 1.499(2) ?
C2' C3' . 1.427(2) ?
C2' C10' . 1.488(2) ?
C3' C4' . 1.515(2) ?
C4' C5' . 1.378(2) ?
C4' C9' . 1.391(2) ?
C5' C6' . 1.403(3) ?
C5' H5' . 0.9500 ?
C6' C7' . 1.379(3) ?
C6' H6' . 0.9500 ?
C7' C8' . 1.400(2) ?
C7' H7' . 0.9500 ?
C8' C9' . 1.375(2) ?
C8' H8' . 0.9500 ?
C10' C11' . 1.408(2) ?
C10' C23' . 1.414(2) ?
C11' C12' . 1.429(2) ?
C11' C16' . 1.441(2) ?
C12' C13' . 1.358(3) ?
C12' H12' . 0.9500 ?
C13' C14' . 1.415(3) ?
C13' H13' . 0.9500 ?
C14' C15' . 1.352(3) ?
C14' H14' . 0.9500 ?
C15' C16' . 1.424(2) ?
C15' H15' . 0.9500 ?
C16' C17' . 1.389(2) ?
C17' C18' . 1.390(2) ?
C17' H17' . 0.9500 ?
C18' C19' . 1.433(2) ?
C18' C23' . 1.436(2) ?
C19' C20' . 1.352(3) ?
C19' H19' . 0.9500 ?
C20' C21' . 1.415(3) ?
C20' H20' . 0.9500 ?
C21' C22' . 1.361(3) ?
C21' H21' . 0.9500 ?
C22' C23' . 1.428(2) ?
C22' H22' . 0.9500 ?
O5W H5W1 . 0.90(2) ?
O5W H5W2 . 0.86(2) ?
C24 N30 . 1.336(2) ?
C24 C25 . 1.407(2) ?
C24 C29 . 1.412(2) ?
C25 C26 . 1.353(3) ?
C25 H25 . 0.9500 ?
C26 N27 . 1.345(2) ?
C26 H26 . 0.9500 ?
N27 C28 . 1.351(2) ?
N27 H27 . 0.89(2) ?
C28 C29 . 1.359(3) ?
C28 H28 . 0.9500 ?
C29 H29 . 0.9500 ?
N30 H30A . 0.91(2) ?
N30 H30B . 0.91(2) ?
C24' N30' . 1.328(2) ?
C24' C29' . 1.412(3) ?
C24' C25' . 1.413(2) ?
C25' C26' . 1.355(3) ?
C25' H25' . 0.9500 ?
C26' N27' . 1.346(3) ?
C26' H26' . 0.9500 ?
N27' C28' . 1.347(3) ?
N27' H27' . 0.91(2) ?
C28' C29' . 1.352(3) ?
C28' H28' . 0.9500 ?
C29' H29' . 0.9500 ?
N30' H31' . 0.92(2) ?
N30' H32' . 0.92(2) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_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
O5W H5W1 O2' 1_655 0.90(2) 1.91(2) 2.8064(19) 169(2) y
O5W H5W2 O2 2_766 0.86(2) 1.94(2) 2.8043(18) 177(2) y
N27 H27 O2 . 0.90(2) 1.89(2) 2.705(2) 150.4(18) y
N27' H27' O1' 2_655 0.92(2) 1.79(2) 2.695(2) 169(2) y
N30 H30A O2' 1_656 0.91(2) 2.08(2) 2.975(2) 167.5(19) y
N30 H30B O1' 1_556 0.91(2) 1.97(2) 2.863(2) 164.3(19) y
N30' H31' O5W . 0.92(2) 1.92(2) 2.842(2) 173(2) y
N30' H32' O1 . 0.92(2) 1.92(2) 2.8364(19) 171(2) y
C5 H5 O5W 2_766 0.95 2.59 3.451(2) 151 y
C5' H5' O5W 1_455 0.95 2.59 3.435(2) 148 y
C15' H15' Cg1 1_454 0.95 2.51 3.452(2) 170 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . -174.50(15) ?
C9 C1 C2 C3 . . . . 3.94(17) ?
O1 C1 C2 C10 . . . . 2.8(3) ?
C9 C1 C2 C10 . . . . -178.73(14) ?
C1 C2 C3 O2 . . . . 175.76(16) ?
C10 C2 C3 O2 . . . . -1.4(3) ?
C1 C2 C3 C4 . . . . -3.81(17) ?
C10 C2 C3 C4 . . . . 179.01(14) ?
O2 C3 C4 C5 . . . . 2.9(3) ?
C2 C3 C4 C5 . . . . -177.46(16) ?
O2 C3 C4 C9 . . . . -177.38(14) ?
C2 C3 C4 C9 . . . . 2.23(17) ?
C9 C4 C5 C6 . . . . 0.1(2) ?
C3 C4 C5 C6 . . . . 179.79(15) ?
C4 C5 C6 C7 . . . . -0.5(2) ?
C5 C6 C7 C8 . . . . 0.4(2) ?
C6 C7 C8 C9 . . . . 0.1(2) ?
C7 C8 C9 C4 . . . . -0.4(2) ?
C7 C8 C9 C1 . . . . -179.93(15) ?
C5 C4 C9 C8 . . . . 0.3(2) ?
C3 C4 C9 C8 . . . . -179.39(14) ?
C5 C4 C9 C1 . . . . 179.93(14) ?
C3 C4 C9 C1 . . . . 0.20(16) ?
O1 C1 C9 C8 . . . . -4.5(3) ?
C2 C1 C9 C8 . . . . 177.01(16) ?
O1 C1 C9 C4 . . . . 176.01(14) ?
C2 C1 C9 C4 . . . . -2.53(17) ?
C3 C2 C10 C23 . . . . -124.32(17) ?
C1 C2 C10 C23 . . . . 58.9(2) ?
C3 C2 C10 C11 . . . . 58.1(2) ?
C1 C2 C10 C11 . . . . -118.71(17) ?
C23 C10 C11 C12 . . . . -178.22(14) ?
C2 C10 C11 C12 . . . . -0.6(2) ?
C23 C10 C11 C16 . . . . -0.9(2) ?
C2 C10 C11 C16 . . . . 176.73(14) ?
C10 C11 C12 C13 . . . . 177.44(16) ?
C16 C11 C12 C13 . . . . 0.1(2) ?
C11 C12 C13 C14 . . . . -0.4(3) ?
C12 C13 C14 C15 . . . . 0.7(3) ?
C13 C14 C15 C16 . . . . -0.6(3) ?
C14 C15 C16 C17 . . . . -176.69(16) ?
C14 C15 C16 C11 . . . . 0.2(2) ?
C10 C11 C16 C17 . . . . -0.4(2) ?
C12 C11 C16 C17 . . . . 177.01(15) ?
C10 C11 C16 C15 . . . . -177.41(14) ?
C12 C11 C16 C15 . . . . 0.0(2) ?
C15 C16 C17 C18 . . . . 178.30(15) ?
C11 C16 C17 C18 . . . . 1.4(2) ?
C16 C17 C18 C19 . . . . 179.14(15) ?
C16 C17 C18 C23 . . . . -1.0(2) ?
C17 C18 C19 C20 . . . . -178.91(16) ?
C23 C18 C19 C20 . . . . 1.2(2) ?
C18 C19 C20 C21 . . . . -0.7(3) ?
C19 C20 C21 C22 . . . . -0.2(3) ?
C20 C21 C22 C23 . . . . 0.5(2) ?
C11 C10 C23 C22 . . . . -178.23(14) ?
C2 C10 C23 C22 . . . . 4.1(2) ?
C11 C10 C23 C18 . . . . 1.3(2) ?
C2 C10 C23 C18 . . . . -176.36(14) ?
C21 C22 C23 C10 . . . . 179.66(15) ?
C21 C22 C23 C18 . . . . 0.1(2) ?
C17 C18 C23 C10 . . . . -0.3(2) ?
C19 C18 C23 C10 . . . . 179.50(15) ?
C17 C18 C23 C22 . . . . 179.19(14) ?
C19 C18 C23 C22 . . . . -1.0(2) ?
O1' C1' C2' C3' . . . . 178.68(16) ?
C9' C1' C2' C3' . . . . -0.46(18) ?
O1' C1' C2' C10' . . . . -2.0(3) ?
C9' C1' C2' C10' . . . . 178.87(14) ?
C1' C2' C3' O2' . . . . -179.17(17) ?
C10' C2' C3' O2' . . . . 1.6(3) ?
C1' C2' C3' C4' . . . . 0.62(18) ?
C10' C2' C3' C4' . . . . -178.66(15) ?
O2' C3' C4' C5' . . . . 0.4(3) ?
C2' C3' C4' C5' . . . . -179.40(19) ?
O2' C3' C4' C9' . . . . 179.25(16) ?
C2' C3' C4' C9' . . . . -0.55(18) ?
C9' C4' C5' C6' . . . . 0.0(3) ?
C3' C4' C5' C6' . . . . 178.71(18) ?
C4' C5' C6' C7' . . . . -0.1(3) ?
C5' C6' C7' C8' . . . . 0.3(3) ?
C6' C7' C8' C9' . . . . -0.3(3) ?
C7' C8' C9' C4' . . . . 0.3(2) ?
C7' C8' C9' C1' . . . . -178.94(16) ?
C5' C4' C9' C8' . . . . -0.1(3) ?
C3' C4' C9' C8' . . . . -179.09(15) ?
C5' C4' C9' C1' . . . . 179.27(16) ?
C3' C4' C9' C1' . . . . 0.27(17) ?
O1' C1' C9' C8' . . . . 0.2(3) ?
C2' C1' C9' C8' . . . . 179.38(16) ?
O1' C1' C9' C4' . . . . -179.10(15) ?
C2' C1' C9' C4' . . . . 0.11(18) ?
C1' C2' C10' C11' . . . . 95.13(19) ?
C3' C2' C10' C11' . . . . -85.7(2) ?
C1' C2' C10' C23' . . . . -80.5(2) ?
C3' C2' C10' C23' . . . . 98.7(2) ?
C23' C10' C11' C12' . . . . -179.66(16) ?
C2' C10' C11' C12' . . . . 4.7(2) ?
C23' C10' C11' C16' . . . . 1.8(2) ?
C2' C10' C11' C16' . . . . -173.79(15) ?
C10' C11' C12' C13' . . . . -178.22(18) ?
C16' C11' C12' C13' . . . . 0.3(3) ?
C11' C12' C13' C14' . . . . -0.7(3) ?
C12' C13' C14' C15' . . . . 0.4(4) ?
C13' C14' C15' C16' . . . . 0.2(4) ?
C14' C15' C16' C17' . . . . 177.1(2) ?
C14' C15' C16' C11' . . . . -0.5(3) ?
C10' C11' C16' C17' . . . . 1.2(3) ?
C12' C11' C16' C17' . . . . -177.38(16) ?
C10' C11' C16' C15' . . . . 178.87(17) ?
C12' C11' C16' C15' . . . . 0.3(3) ?
C15' C16' C17' C18' . . . . -179.51(18) ?
C11' C16' C17' C18' . . . . -1.9(3) ?
C16' C17' C18' C19' . . . . -177.28(16) ?
C16' C17' C18' C23' . . . . -0.4(3) ?
C17' C18' C19' C20' . . . . 174.59(17) ?
C23' C18' C19' C20' . . . . -2.3(2) ?
C18' C19' C20' C21' . . . . -0.8(3) ?
C19' C20' C21' C22' . . . . 2.6(3) ?
C20' C21' C22' C23' . . . . -1.4(3) ?
C11' C10' C23' C22' . . . . 172.70(15) ?
C2' C10' C23' C22' . . . . -11.7(2) ?
C11' C10' C23' C18' . . . . -4.2(2) ?
C2' C10' C23' C18' . . . . 171.49(14) ?
C21' C22' C23' C10' . . . . -178.62(17) ?
C21' C22' C23' C18' . . . . -1.7(2) ?
C17' C18' C23' C10' . . . . 3.5(2) ?
C19' C18' C23' C10' . . . . -179.55(15) ?
C17' C18' C23' C22' . . . . -173.52(15) ?
C19' C18' C23' C22' . . . . 3.4(2) ?
N30 C24 C25 C26 . . . . 174.32(17) ?
C29 C24 C25 C26 . . . . -5.8(3) ?
C24 C25 C26 N27 . . . . 1.2(3) ?
C25 C26 N27 C28 . . . . 3.2(3) ?
C26 N27 C28 C29 . . . . -2.8(3) ?
N27 C28 C29 C24 . . . . -2.1(3) ?
N30 C24 C29 C28 . . . . -173.90(19) ?
C25 C24 C29 C28 . . . . 6.2(3) ?
N30' C24' C25' C26' . . . . -177.03(18) ?
C29' C24' C25' C26' . . . . 2.9(3) ?
C24' C25' C26' N27' . . . . -1.1(3) ?
C25' C26' N27' C28' . . . . -1.7(3) ?
C26' N27' C28' C29' . . . . 2.5(3) ?
N27' C28' C29' C24' . . . . -0.6(3) ?
N30' C24' C29' C28' . . . . 177.86(18) ?
C25' C24' C29' C28' . . . . -2.1(3) ?
