#------------------------------------------------------------------------------
#$Date: 2021-09-08 04:21:06 +0300 (Wed, 08 Sep 2021) $
#$Revision: 269042 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/34/7243493.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_7243493
loop_
_publ_author_name
'Li, Wei'
'Zhao, Lin'
'Sun, Li-Tong'
'Xie, Ze-Ping'
'Zhang, Shu-Min'
'Yue, Xi-Dian'
'Dai, Sheng-Jun'
_publ_section_title
;
 Trinorlabdane diterpenoid alkaloids featuring an unprecedented skeleton
 with anti-inflammatory and anti-viral activities from Forsythia suspensa
;
_journal_issue                   47
_journal_name_full               'RSC Advances'
_journal_page_first              29684
_journal_page_last               29689
_journal_paper_doi               10.1039/D1RA05760J
_journal_volume                  11
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C17 H25 N O, 2(H2 O)'
_chemical_formula_sum            'C17 H29 N O3'
_chemical_formula_weight         295.41
_chemical_name_common            yt_dsj2
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2021-07-10 deposited with the CCDC.	2021-08-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.129(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.7060(9)
_cell_length_b                   24.576(2)
_cell_length_c                   14.6471(17)
_cell_measurement_reflns_used    9661
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      72.8416
_cell_measurement_theta_min      3.6656
_cell_volume                     3300.9(6)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1023
_diffrn_reflns_av_unetI/netI     0.0840
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            47471
_diffrn_reflns_theta_full        73.50
_diffrn_reflns_theta_max         73.50
_diffrn_reflns_theta_min         3.19
_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus
_exptl_absorpt_coefficient_mu    0.638
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.33
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.650
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.470
_refine_ls_abs_structure_details
;

Flack x determined using 4102 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.24(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.371
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     776
_refine_ls_number_reflns         12142
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.371
_refine_ls_R_factor_all          0.1218
_refine_ls_R_factor_gt           0.1145
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3024
_refine_ls_wR_factor_ref         0.3132
_reflns_number_gt                11125
_reflns_number_total             12142
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra05760j2.cif
_cod_data_source_block           yt_dsj2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7243493
loop_
_space_group_symop_operation_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_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.1281(8) 0.1546(3) 0.4802(4) 0.0338(14) Uani d . . . 1 . .
H H97 0.041083 0.163777 0.470403 0.051 Uiso calc U . R 1 . .
N N1 0.2963(8) -0.1573(3) 0.5093(6) 0.0305(16) Uani d . . . 1 . .
C C1 0.1618(11) 0.0204(4) 0.3593(6) 0.0327(18) Uani d . . . 1 . .
H H1A 0.067168 0.003438 0.354591 0.039 Uiso calc U . R 1 . .
H H1AB 0.180361 0.013594 0.297709 0.039 Uiso calc U . R 1 . .
O O2 0.3667(9) 0.2245(3) 0.5059(5) 0.0368(14) Uani d . . . 1 . .
H H98 0.453112 0.217547 0.509638 0.055 Uiso calc U . R 1 . .
N N2 0.2115(9) 0.5370(3) 0.5118(6) 0.0342(16) Uani d . . . 1 . .
C C2 0.1528(12) 0.0821(4) 0.3741(7) 0.038(2) Uani d . . . 1 . .
H H2A 0.242463 0.09949 0.369754 0.046 Uiso calc U . R 1 . .
H H2AB 0.069049 0.097 0.321316 0.046 Uiso calc U . R 1 . .
O O3 0.6127(8) 0.7745(3) 1.0031(5) 0.0356(14) Uani d . . . 1 . .
H H99 0.605418 0.791594 0.952087 0.053 Uiso calc U . R 1 . .
N N3 0.7952(8) 0.4650(3) 1.0030(6) 0.0286(14) Uani d . . . 1 . .
C C3 0.1357(10) 0.0967(3) 0.4689(6) 0.0312(18) Uani d . . . 1 . .
H H3 0.040281 0.081242 0.468795 0.037 Uiso calc U . R 1 . .
O O4 0.8333(9) 0.8437(3) 0.9897(5) 0.0383(15) Uani d . . . 1 . .
H H100 0.894849 0.837513 1.044239 0.057 Uiso calc U . R 1 . .
N N4 0.7264(8) 1.1583(3) 0.9951(6) 0.0315(15) Uani d . . . 1 . .
C C4 0.2523(10) 0.0740(4) 0.5572(6) 0.0306(18) Uani d . . . 1 . .
C C5 0.2670(10) 0.0107(3) 0.5395(6) 0.0294(17) Uani d . . . 1 . .
H H5 0.171762 -0.005221 0.538631 0.035 Uiso calc U . R 1 . .
O O5 0.3572(8) 0.8114(3) 0.8562(5) 0.0400(15) Uani d . . . 1 . .
O O6 0.1395(9) 0.8957(3) 0.8310(5) 0.0449(18) Uani d . . . 1 . .
C C6 0.3816(10) -0.0180(3) 0.6237(6) 0.0302(17) Uani d . . . 1 . .
H H6A 0.480343 -0.008717 0.622537 0.036 Uiso calc U . R 1 . .
H H6AB 0.373512 -0.004849 0.685624 0.036 Uiso calc U . R 1 . .
C C7 0.3615(11) -0.0796(4) 0.6173(7) 0.0333(18) Uani d . . . 1 . .
H H7A 0.456097 -0.097062 0.652307 0.04 Uiso calc U . R 1 . .
H H7AB 0.291695 -0.089986 0.650702 0.04 Uiso calc U . R 1 . .
O O7 0.1564(9) 0.7279(3) 0.8459(5) 0.0399(16) Uani d . . . 1 . .
C C8 0.3068(9) -0.1019(3) 0.5151(6) 0.0259(16) Uani d . . . 1 . .
O O8 -0.0311(10) 0.8111(3) 0.8645(6) 0.0474(17) Uani d . . . 1 . .
C C17 0.4300(10) 0.0087(3) 0.4305(6) 0.0323(17) Uani d . . . 1 . .
H H17A 0.433829 -0.005619 0.368896 0.048 Uiso calc U . R 1 . .
H H17B 0.509174 -0.007223 0.483773 0.048 Uiso calc U . R 1 . .
H H17C 0.440802 0.048354 0.43138 0.048 Uiso calc U . R 1 . .
C C9 0.2689(11) -0.0685(4) 0.4344(7) 0.0335(19) Uani d . . . 1 . .
O O9 0.4996(8) 0.1842(3) 0.3722(5) 0.0411(15) Uani d . . . 1 . .
C C29 0.1699(11) 0.5283(4) 0.3423(7) 0.0344(19) Uani d . . . 1 . .
H H29 0.160824 0.544958 0.282102 0.041 Uiso calc U . R 1 . .
C C30 0.1932(11) 0.5597(4) 0.4262(7) 0.0333(19) Uani d . . . 1 . .
C C31 0.1988(11) 0.6207(4) 0.4220(7) 0.036(2) Uani d . . . 1 . .
H H31A 0.191683 0.63212 0.356492 0.055 Uiso calc U . R 1 . .
H H31B 0.291049 0.633691 0.46785 0.055 Uiso calc U . R 1 . .
H H31C 0.117228 0.636197 0.438904 0.055 Uiso calc U . R 1 . .
C C32 0.4109(11) 0.2988(4) 0.6684(6) 0.037(2) Uani d . . . 1 . .
H H32A 0.448548 0.2616 0.671967 0.055 Uiso calc U . R 1 . .
H H32B 0.373894 0.305103 0.722279 0.055 Uiso calc U . R 1 . .
H H32C 0.489473 0.324702 0.672408 0.055 Uiso calc U . R 1 . .
C C33 0.1550(11) 0.2756(4) 0.5815(7) 0.0359(19) Uani d . . . 1 . .
H H33A 0.080984 0.272696 0.51745 0.054 Uiso calc U . R 1 . .
H H33B 0.114334 0.295353 0.624975 0.054 Uiso calc U . R 1 . .
H H33C 0.184951 0.239139 0.607338 0.054 Uiso calc U . R 1 . .
C C34 0.0048(10) 0.3732(4) 0.4208(7) 0.0340(18) Uani d . . . 1 . .
H H34A -0.045908 0.384012 0.353799 0.051 Uiso calc U . R 1 . .
H H34B -0.034406 0.393776 0.46408 0.051 Uiso calc U . R 1 . .
H H34C -0.009854 0.334165 0.428209 0.051 Uiso calc U . R 1 . .
C C35 0.6267(10) 0.6447(4) 0.8693(6) 0.0318(19) Uani d . . . 1 . .
H H35A 0.535072 0.629693 0.874842 0.038 Uiso calc U . R 1 . .
H H35B 0.626483 0.638066 0.802643 0.038 Uiso calc U . R 1 . .
C C36 0.6315(11) 0.7062(4) 0.8880(7) 0.036(2) Uani d . . . 1 . .
H H36A 0.72066 0.721809 0.879611 0.043 Uiso calc U . R 1 . .
H H36B 0.545927 0.723829 0.840714 0.043 Uiso calc U . R 1 . .
C C37 0.6311(11) 0.7175(4) 0.9886(8) 0.036(2) Uani d . . . 1 . .
H H37 0.543107 0.698778 0.994902 0.043 Uiso calc U . R 1 . .
C C38 0.7620(11) 0.6942(3) 1.0674(6) 0.0323(19) Uani d . . . 1 . .
C C39 0.7683(11) 0.6314(3) 1.0457(7) 0.0323(19) Uani d . . . 1 . .
H H39 0.680718 0.615075 1.056741 0.039 Uiso calc U . R 1 . .
C C40 0.9013(11) 0.6024(4) 1.1183(6) 0.0336(19) Uani d . . . 1 . .
H H40A 0.991339 0.61302 1.104963 0.04 Uiso calc U . R 1 . .
H H40B 0.911314 0.614017 1.184866 0.04 Uiso calc U . R 1 . .
C C41 0.8825(10) 0.5404(3) 1.1099(7) 0.0322(18) Uani d . . . 1 . .
H H41A 0.980381 0.523477 1.133445 0.039 Uiso calc U . R 1 . .
H H41B 0.828962 0.52859 1.153521 0.039 Uiso calc U . R 1 . .
C C42 0.8024(8) 0.5182(4) 1.0089(6) 0.0274(16) Uani d . . . 1 . .
C C43 0.7365(10) 0.5536(3) 0.9323(6) 0.0282(17) Uani d . . . 1 . .
C C44 0.7561(9) 0.6153(3) 0.9403(6) 0.0262(16) Uani d . . . 1 . .
C C45 0.6545(9) 0.5284(4) 0.8455(6) 0.0290(17) Uani d . . . 1 . .
H H45 0.60495 0.549941 0.790703 0.035 Uiso calc U . R 1 . .
C C46 0.6458(13) 0.4723(4) 0.8397(7) 0.039(2) Uani d . . . 1 . .
H H46 0.588088 0.455392 0.781395 0.047 Uiso calc U . R 1 . .
C C47 0.7208(11) 0.4409(4) 0.9183(7) 0.036(2) Uani d . . . 1 . .
C C48 0.7155(12) 0.3790(4) 0.9154(7) 0.036(2) Uani d . . . 1 . .
H H48A 0.681424 0.365519 0.967199 0.054 Uiso calc U . R 1 . .
H H48B 0.813294 0.364664 0.924284 0.054 Uiso calc U . R 1 . .
H H48C 0.648482 0.366984 0.852778 0.054 Uiso calc U . R 1 . .
C C49 0.7343(13) 0.6993(4) 1.1661(7) 0.039(2) Uani d . . . 1 . .
H H49A 0.711891 0.737246 1.176312 0.059 Uiso calc U . R 1 . .
H H49B 0.821694 0.68781 1.218372 0.059 Uiso calc U . R 1 . .
H H49C 0.651932 0.676106 1.165506 0.059 Uiso calc U . R 1 . .
C C50 0.9071(12) 0.7242(4) 1.0755(8) 0.043(2) Uani d . . . 1 . .
H H50A 0.917397 0.726981 1.011354 0.065 Uiso calc U . R 1 . .
H H50B 0.989579 0.703737 1.118541 0.065 Uiso calc U . R 1 . .
H H50C 0.90543 0.760778 1.101847 0.065 Uiso calc U . R 1 . .
C C51 0.8941(12) 0.6271(4) 0.9128(7) 0.039(2) Uani d . . . 1 . .
H H51A 0.877311 0.615883 0.845795 0.059 Uiso calc U . R 1 . .
H H51B 0.976901 0.606818 0.955845 0.059 Uiso calc U . R 1 . .
H H51C 0.91561 0.666184 0.919225 0.059 Uiso calc U . R 1 . .
C C52 0.7013(11) 0.9753(4) 0.8573(6) 0.0308(18) Uani d . . . 1 . .
H H52A 0.628881 0.983318 0.79324 0.037 Uiso calc U . R 1 . .
H H52B 0.797745 0.987996 0.856569 0.037 Uiso calc U . R 1 . .
C C53 0.7070(10) 0.9136(3) 0.8748(6) 0.0288(17) Uani d . . . 1 . .
H H53A 0.609599 0.90028 0.872473 0.035 Uiso calc U . R 1 . .
H H53B 0.734816 0.894764 0.823729 0.035 Uiso calc U . R 1 . .
C C54 0.8190(10) 0.9011(4) 0.9741(7) 0.0329(18) Uani d . . . 1 . .
H H54 0.915541 0.915171 0.973947 0.04 Uiso calc U . R 1 . .
C C55 0.7847(10) 0.9284(4) 1.0595(6) 0.0300(18) Uani d . . . 1 . .
C C56 0.7682(9) 0.9899(3) 1.0379(6) 0.0270(17) Uani d . . . 1 . .
H H56 0.866339 1.002825 1.038768 0.032 Uiso calc U . R 1 . .
C C57 0.7332(10) 1.0221(4) 1.1173(6) 0.0314(18) Uani d . . . 1 . .
H H57A 0.79544 1.008953 1.181362 0.038 Uiso calc U . R 1 . .
H H57B 0.630124 1.015933 1.112115 0.038 Uiso calc U . R 1 . .
C C58 0.7592(10) 1.0840(3) 1.1087(6) 0.0302(17) Uani d . . . 1 . .
H H58A 0.70168 1.104424 1.142025 0.036 Uiso calc U . R 1 . .
H H58B 0.863562 1.092089 1.142292 0.036 Uiso calc U . R 1 . .
C C59 0.7181(11) 1.1038(4) 1.0052(8) 0.036(2) Uani d . . . 1 . .
C C60 0.6731(10) 1.0686(3) 0.9245(6) 0.0280(17) Uani d . . . 1 . .
C C61 0.6591(9) 1.0072(4) 0.9371(6) 0.0289(17) Uani d . . . 1 . .
C C62 0.6430(10) 1.0922(4) 0.8353(7) 0.0331(18) Uani d . . . 1 . .
H H62 0.615733 1.069697 0.779453 0.04 Uiso calc U . R 1 . .
C C63 0.6514(12) 1.1482(4) 0.8243(7) 0.037(2) Uani d . . . 1 . .
H H63 0.628454 1.164246 0.762022 0.045 Uiso calc U . R 1 . .
C C64 0.6957(11) 1.1808(4) 0.9098(8) 0.037(2) Uani d . . . 1 . .
C C65 0.7002(13) 1.2415(4) 0.9031(8) 0.042(2) Uani d . . . 1 . .
H H65A 0.715645 1.251854 0.842557 0.063 Uiso calc U . R 1 . .
H H65B 0.780283 1.255727 0.957874 0.063 Uiso calc U . R 1 . .
H H65C 0.607638 1.256801 0.904522 0.063 Uiso calc U . R 1 . .
C C66 0.9232(10) 0.9202(4) 1.1486(6) 0.0323(18) Uani d . . . 1 . .
H H66A 0.950684 0.881646 1.154185 0.048 Uiso calc U . R 1 . .
H H66B 0.903366 0.931765 1.207063 0.048 Uiso calc U . R 1 . .
H H66C 1.003261 0.941956 1.140813 0.048 Uiso calc U . R 1 . .
C C67 0.6556(12) 0.9007(4) 1.0809(7) 0.041(2) Uani d . . . 1 . .
H H67A 0.576937 0.893841 1.019976 0.061 Uiso calc U . R 1 . .
H H67B 0.619902 0.924555 1.121818 0.061 Uiso calc U . R 1 . .
H H67C 0.688141 0.866116 1.114313 0.061 Uiso calc U . R 1 . .
C C68 0.4966(10) 0.9971(4) 0.9235(7) 0.0333(18) Uani d . . . 1 . .
H H68A 0.43591 1.015783 0.865048 0.05 Uiso calc U . R 1 . .
H H68B 0.474227 1.011086 0.97967 0.05 Uiso calc U . R 1 . .
H H68C 0.476517 0.957926 0.917082 0.05 Uiso calc U . R 1 . .
C C10 0.2825(10) -0.0061(3) 0.4420(6) 0.0283(17) Uani d . . . 1 . .
O O10 0.3368(9) -0.2270(3) 0.6683(5) 0.0405(15) Uani d . . . 1 . .
C C11 0.2243(11) -0.0942(4) 0.3435(7) 0.0353(19) Uani d . . . 1 . .
H H11 0.205031 -0.073217 0.286114 0.042 Uiso calc U . R 1 . .
O O11 0.1337(8) 0.6882(3) 0.6603(5) 0.0391(15) Uani d . . . 1 . .
C C12 0.2088(11) -0.1506(4) 0.3383(8) 0.038(2) Uani d . . . 1 . .
H H12 0.170895 -0.168214 0.277457 0.045 Uiso calc U . R 1 . .
O O12 0.3286(9) 0.6047(3) 0.6752(5) 0.0404(16) Uani d . . . 1 . .
C C13 0.2492(10) -0.1806(4) 0.4228(8) 0.034(2) Uani d . . . 1 . .
C C14 0.2412(12) -0.2423(4) 0.4208(7) 0.040(2) Uani d . . . 1 . .
H H14A 0.162008 -0.254261 0.443854 0.061 Uiso calc U . R 1 . .
H H14B 0.333837 -0.257339 0.462775 0.061 Uiso calc U . R 1 . .
H H14C 0.222531 -0.255196 0.35453 0.061 Uiso calc U . R 1 . .
C C15 0.2067(12) 0.0818(4) 0.6469(7) 0.038(2) Uani d . . . 1 . .
H H15A 0.183718 0.120177 0.652767 0.058 Uiso calc U . R 1 . .
H H15B 0.286721 0.07061 0.704501 0.058 Uiso calc U . R 1 . .
H H15C 0.120417 0.059505 0.641001 0.058 Uiso calc U . R 1 . .
C C16 0.4013(10) 0.1037(3) 0.5745(6) 0.0314(17) Uani d . . . 1 . .
H H16A 0.481536 0.078666 0.6056 0.047 Uiso calc U . R 1 . .
H H16B 0.407255 0.135362 0.616405 0.047 Uiso calc U . R 1 . .
H H16C 0.408465 0.11577 0.512473 0.047 Uiso calc U . R 1 . .
C C18 0.2302(11) 0.3565(4) 0.3747(7) 0.0326(18) Uani d . . . 1 . .
H H18A 0.166673 0.364506 0.307968 0.039 Uiso calc U . R 1 . .
H H18B 0.328572 0.370971 0.382604 0.039 Uiso calc U . R 1 . .
C C19 0.2397(10) 0.2948(4) 0.3899(6) 0.0302(17) Uani d . . . 1 . .
H H19A 0.277821 0.277663 0.341825 0.036 Uiso calc U . R 1 . .
H H19B 0.141315 0.279878 0.380535 0.036 Uiso calc U . R 1 . .
C C21 0.2881(12) 0.3067(4) 0.5734(7) 0.036(2) Uani d . . . 1 . .
C C20 0.3415(10) 0.2816(3) 0.4928(7) 0.0305(17) Uani d . . . 1 . .
H H20 0.437776 0.29882 0.499712 0.037 Uiso calc U . R 1 . .
C C23 0.2077(12) 0.3992(4) 0.6247(6) 0.037(2) Uani d . . . 1 . .
H H23A 0.259963 0.385622 0.690608 0.045 Uiso calc U . R 1 . .
H H23B 0.10234 0.392111 0.610421 0.045 Uiso calc U . R 1 . .
C C22 0.2616(9) 0.3689(4) 0.5518(7) 0.0305(17) Uani d . . . 1 . .
H H22 0.360682 0.384249 0.56109 0.037 Uiso calc U . R 1 . .
C C26 0.1809(10) 0.4480(4) 0.4374(7) 0.0323(19) Uani d . . . 1 . .
C C25 0.2052(10) 0.4810(4) 0.5183(6) 0.0311(18) Uani d . . . 1 . .
C C24 0.2331(13) 0.4605(4) 0.6205(7) 0.038(2) Uani d . . . 1 . .
H H24A 0.168043 0.48003 0.649215 0.045 Uiso calc U . R 1 . .
H H24B 0.335005 0.468966 0.659803 0.045 Uiso calc U . R 1 . .
C C28 0.1605(10) 0.4722(4) 0.3502(7) 0.0328(18) Uani d . . . 1 . .
H H28 0.139509 0.450295 0.293878 0.039 Uiso calc U . R 1 . .
C C27 0.1690(10) 0.3850(3) 0.4466(6) 0.0298(18) Uani 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C3 O1 H97 . . 109.5 ?
C13 N1 C8 . . 118.9(8) ?
C10 C1 C2 . . 111.9(7) ?
C10 C1 H1A . . 109.2 ?
C2 C1 H1A . . 109.2 ?
C10 C1 H1AB . . 109.2 ?
C2 C1 H1AB . . 109.2 ?
H1A C1 H1AB . . 107.9 ?
C20 O2 H98 . . 109.5 ?
C30 N2 C25 . . 119.1(8) ?
C3 C2 C1 . . 113.3(8) ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2AB . . 108.9 ?
C1 C2 H2AB . . 108.9 ?
H2A C2 H2AB . . 107.7 ?
C37 O3 H99 . . 109.5 ?
C42 N3 C47 . . 119.9(8) ?
O1 C3 C2 . . 111.7(7) ?
O1 C3 C4 . . 108.5(7) ?
C2 C3 C4 . . 115.2(8) ?
O1 C3 H3 . . 107.0 ?
C2 C3 H3 . . 107.0 ?
C4 C3 H3 . . 107.0 ?
C54 O4 H100 . . 109.5 ?
C64 N4 C59 . . 121.4(8) ?
C3 C4 C15 . . 110.0(8) ?
C3 C4 C16 . . 111.0(8) ?
C15 C4 C16 . . 108.3(7) ?
C3 C4 C5 . . 107.5(7) ?
C15 C4 C5 . . 109.2(8) ?
C16 C4 C5 . . 110.8(7) ?
C6 C5 C10 . . 110.8(7) ?
C6 C5 C4 . . 113.5(7) ?
C10 C5 C4 . . 117.1(7) ?
C6 C5 H5 . . 104.7 ?
C10 C5 H5 . . 104.7 ?
C4 C5 H5 . . 104.7 ?
C7 C6 C5 . . 111.3(7) ?
C7 C6 H6A . . 109.4 ?
C5 C6 H6A . . 109.4 ?
C7 C6 H6AB . . 109.4 ?
C5 C6 H6AB . . 109.4 ?
H6A C6 H6AB . . 108.0 ?
C8 C7 C6 . . 114.5(7) ?
C8 C7 H7A . . 108.6 ?
C6 C7 H7A . . 108.6 ?
C8 C7 H7AB . . 108.6 ?
C6 C7 H7AB . . 108.6 ?
H7A C7 H7AB . . 107.6 ?
N1 C8 C9 . . 122.9(8) ?
N1 C8 C7 . . 114.6(7) ?
C9 C8 C7 . . 122.5(8) ?
C10 C17 H17A . . 109.5 ?
C10 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C10 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C8 C9 C11 . . 117.1(8) ?
C8 C9 C10 . . 122.4(8) ?
C11 C9 C10 . . 120.4(8) ?
C28 C29 C30 . . 117.9(9) ?
C28 C29 H29 . . 121.0 ?
C30 C29 H29 . . 121.0 ?
N2 C30 C29 . . 121.8(9) ?
N2 C30 C31 . . 117.5(8) ?
C29 C30 C31 . . 120.6(9) ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C21 C32 H32A . . 109.5 ?
C21 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C21 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C21 C33 H33A . . 109.5 ?
C21 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C21 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C27 C34 H34A . . 109.5 ?
C27 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C27 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C44 C35 C36 . . 112.0(7) ?
C44 C35 H35A . . 109.2 ?
C36 C35 H35A . . 109.2 ?
C44 C35 H35B . . 109.2 ?
C36 C35 H35B . . 109.2 ?
H35A C35 H35B . . 107.9 ?
C37 C36 C35 . . 110.3(8) ?
C37 C36 H36A . . 109.6 ?
C35 C36 H36A . . 109.6 ?
C37 C36 H36B . . 109.6 ?
C35 C36 H36B . . 109.6 ?
H36A C36 H36B . . 108.1 ?
O3 C37 C36 . . 111.4(8) ?
O3 C37 C38 . . 111.6(7) ?
C36 C37 C38 . . 113.9(8) ?
O3 C37 H37 . . 106.5 ?
C36 C37 H37 . . 106.5 ?
C38 C37 H37 . . 106.5 ?
C37 C38 C49 . . 108.5(9) ?
C37 C38 C50 . . 112.9(8) ?
C49 C38 C50 . . 108.5(8) ?
C37 C38 C39 . . 107.0(7) ?
C49 C38 C39 . . 107.2(7) ?
C50 C38 C39 . . 112.6(8) ?
C40 C39 C44 . . 109.8(8) ?
C40 C39 C38 . . 112.8(7) ?
C44 C39 C38 . . 116.8(7) ?
C40 C39 H39 . . 105.5 ?
C44 C39 H39 . . 105.5 ?
C38 C39 H39 . . 105.5 ?
C41 C40 C39 . . 110.5(7) ?
C41 C40 H40A . . 109.6 ?
C39 C40 H40A . . 109.6 ?
C41 C40 H40B . . 109.6 ?
C39 C40 H40B . . 109.6 ?
H40A C40 H40B . . 108.1 ?
C42 C41 C40 . . 116.2(7) ?
C42 C41 H41A . . 108.2 ?
C40 C41 H41A . . 108.2 ?
C42 C41 H41B . . 108.2 ?
C40 C41 H41B . . 108.2 ?
H41A C41 H41B . . 107.4 ?
N3 C42 C43 . . 124.6(8) ?
N3 C42 C41 . . 114.8(7) ?
C43 C42 C41 . . 120.5(8) ?
C42 C43 C45 . . 115.2(8) ?
C42 C43 C44 . . 122.9(7) ?
C45 C43 C44 . . 121.8(7) ?
C35 C44 C43 . . 111.3(7) ?
C35 C44 C51 . . 108.9(7) ?
C43 C44 C51 . . 105.2(7) ?
C35 C44 C39 . . 109.5(7) ?
C43 C44 C39 . . 107.1(6) ?
C51 C44 C39 . . 114.8(7) ?
C46 C45 C43 . . 120.1(8) ?
C46 C45 H45 . . 120.0 ?
C43 C45 H45 . . 120.0 ?
C47 C46 C45 . . 120.2(8) ?
C47 C46 H46 . . 119.9 ?
C45 C46 H46 . . 119.9 ?
N3 C47 C46 . . 119.9(9) ?
N3 C47 C48 . . 117.8(8) ?
C46 C47 C48 . . 122.2(8) ?
C47 C48 H48A . . 109.5 ?
C47 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C47 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C38 C49 H49A . . 109.5 ?
C38 C49 H49B . . 109.5 ?
H49A C49 H49B . . 109.5 ?
C38 C49 H49C . . 109.5 ?
H49A C49 H49C . . 109.5 ?
H49B C49 H49C . . 109.5 ?
C38 C50 H50A . . 109.5 ?
C38 C50 H50B . . 109.5 ?
H50A C50 H50B . . 109.5 ?
C38 C50 H50C . . 109.5 ?
H50A C50 H50C . . 109.5 ?
H50B C50 H50C . . 109.5 ?
C44 C51 H51A . . 109.5 ?
C44 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
C44 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
C53 C52 C61 . . 111.8(7) ?
C53 C52 H52A . . 109.2 ?
C61 C52 H52A . . 109.2 ?
C53 C52 H52B . . 109.2 ?
C61 C52 H52B . . 109.2 ?
H52A C52 H52B . . 107.9 ?
C54 C53 C52 . . 109.4(7) ?
C54 C53 H53A . . 109.8 ?
C52 C53 H53A . . 109.8 ?
C54 C53 H53B . . 109.8 ?
C52 C53 H53B . . 109.8 ?
H53A C53 H53B . . 108.2 ?
O4 C54 C53 . . 110.6(7) ?
O4 C54 C55 . . 109.5(7) ?
C53 C54 C55 . . 113.9(7) ?
O4 C54 H54 . . 107.5 ?
C53 C54 H54 . . 107.5 ?
C55 C54 H54 . . 107.5 ?
C56 C55 C67 . . 115.9(8) ?
C56 C55 C54 . . 107.1(7) ?
C67 C55 C54 . . 112.1(8) ?
C56 C55 C66 . . 107.7(7) ?
C67 C55 C66 . . 108.0(8) ?
C54 C55 C66 . . 105.5(8) ?
C57 C56 C55 . . 112.6(7) ?
C57 C56 C61 . . 109.0(7) ?
C55 C56 C61 . . 116.8(6) ?
C57 C56 H56 . . 105.9 ?
C55 C56 H56 . . 105.9 ?
C61 C56 H56 . . 105.9 ?
C56 C57 C58 . . 111.2(8) ?
C56 C57 H57A . . 109.4 ?
C58 C57 H57A . . 109.4 ?
C56 C57 H57B . . 109.4 ?
C58 C57 H57B . . 109.4 ?
H57A C57 H57B . . 108.0 ?
C59 C58 C57 . . 113.5(7) ?
C59 C58 H58A . . 108.9 ?
C57 C58 H58A . . 108.9 ?
C59 C58 H58B . . 108.9 ?
C57 C58 H58B . . 108.9 ?
H58A C58 H58B . . 107.7 ?
N4 C59 C60 . . 121.9(9) ?
N4 C59 C58 . . 115.0(8) ?
C60 C59 C58 . . 123.1(8) ?
C62 C60 C59 . . 116.6(8) ?
C62 C60 C61 . . 122.1(8) ?
C59 C60 C61 . . 121.3(8) ?
C60 C61 C68 . . 105.7(7) ?
C60 C61 C56 . . 108.7(6) ?
C68 C61 C56 . . 115.1(7) ?
C60 C61 C52 . . 110.3(7) ?
C68 C61 C52 . . 109.2(7) ?
C56 C61 C52 . . 107.8(7) ?
C60 C62 C63 . . 121.8(8) ?
C60 C62 H62 . . 119.1 ?
C63 C62 H62 . . 119.1 ?
C62 C63 C64 . . 117.7(8) ?
C62 C63 H63 . . 121.1 ?
C64 C63 H63 . . 121.1 ?
N4 C64 C63 . . 120.5(9) ?
N4 C64 C65 . . 118.8(9) ?
C63 C64 C65 . . 120.5(9) ?
C64 C65 H65A . . 109.5 ?
C64 C65 H65B . . 109.5 ?
H65A C65 H65B . . 109.5 ?
C64 C65 H65C . . 109.5 ?
H65A C65 H65C . . 109.5 ?
H65B C65 H65C . . 109.5 ?
C55 C66 H66A . . 109.5 ?
C55 C66 H66B . . 109.5 ?
H66A C66 H66B . . 109.5 ?
C55 C66 H66C . . 109.5 ?
H66A C66 H66C . . 109.5 ?
H66B C66 H66C . . 109.5 ?
C55 C67 H67A . . 109.5 ?
C55 C67 H67B . . 109.5 ?
H67A C67 H67B . . 109.5 ?
C55 C67 H67C . . 109.5 ?
H67A C67 H67C . . 109.5 ?
H67B C67 H67C . . 109.5 ?
C61 C68 H68A . . 109.5 ?
C61 C68 H68B . . 109.5 ?
H68A C68 H68B . . 109.5 ?
C61 C68 H68C . . 109.5 ?
H68A C68 H68C . . 109.5 ?
H68B C68 H68C . . 109.5 ?
C1 C10 C17 . . 108.2(7) ?
C1 C10 C9 . . 110.0(7) ?
C17 C10 C9 . . 106.8(7) ?
C1 C10 C5 . . 109.7(8) ?
C17 C10 C5 . . 114.5(7) ?
C9 C10 C5 . . 107.6(7) ?
C12 C11 C9 . . 119.4(9) ?
C12 C11 H11 . . 120.3 ?
C9 C11 H11 . . 120.3 ?
C13 C12 C11 . . 119.2(9) ?
C13 C12 H12 . . 120.4 ?
C11 C12 H12 . . 120.4 ?
N1 C13 C12 . . 122.2(9) ?
N1 C13 C14 . . 116.6(8) ?
C12 C13 C14 . . 121.1(9) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C4 C15 H15A . . 109.5 ?
C4 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C4 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C4 C16 H16A . . 109.5 ?
C4 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C4 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C19 C18 C27 . . 111.8(7) ?
C19 C18 H18A . . 109.3 ?
C27 C18 H18A . . 109.3 ?
C19 C18 H18B . . 109.3 ?
C27 C18 H18B . . 109.3 ?
H18A C18 H18B . . 107.9 ?
C18 C19 C20 . . 109.8(7) ?
C18 C19 H19A . . 109.7 ?
C20 C19 H19A . . 109.7 ?
C18 C19 H19B . . 109.7 ?
C20 C19 H19B . . 109.7 ?
H19A C19 H19B . . 108.2 ?
C32 C21 C33 . . 107.0(8) ?
C32 C21 C20 . . 106.7(8) ?
C33 C21 C20 . . 111.0(8) ?
C32 C21 C22 . . 109.6(8) ?
C33 C21 C22 . . 114.4(8) ?
C20 C21 C22 . . 107.8(7) ?
O2 C20 C19 . . 111.4(7) ?
O2 C20 C21 . . 111.8(7) ?
C19 C20 C21 . . 113.0(7) ?
O2 C20 H20 . . 106.7 ?
C19 C20 H20 . . 106.7 ?
C21 C20 H20 . . 106.7 ?
C22 C23 C24 . . 110.8(8) ?
C22 C23 H23A . . 109.5 ?
C24 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
C24 C23 H23B . . 109.5 ?
H23A C23 H23B . . 108.1 ?
C23 C22 C27 . . 110.3(7) ?
C23 C22 C21 . . 114.0(8) ?
C27 C22 C21 . . 116.8(8) ?
C23 C22 H22 . . 104.8 ?
C27 C22 H22 . . 104.8 ?
C21 C22 H22 . . 104.8 ?
C28 C26 C25 . . 118.5(8) ?
C28 C26 C27 . . 121.4(8) ?
C25 C26 C27 . . 120.1(8) ?
N2 C25 C26 . . 121.4(8) ?
N2 C25 C24 . . 113.7(8) ?
C26 C25 C24 . . 124.9(8) ?
C25 C24 C23 . . 112.8(7) ?
C25 C24 H24A . . 109.0 ?
C23 C24 H24A . . 109.0 ?
C25 C24 H24B . . 109.0 ?
C23 C24 H24B . . 109.0 ?
H24A C24 H24B . . 107.8 ?
C26 C28 C29 . . 121.2(9) ?
C26 C28 H28 . . 119.4 ?
C29 C28 H28 . . 119.4 ?
C18 C27 C34 . . 110.3(7) ?
C18 C27 C22 . . 109.5(7) ?
C34 C27 C22 . . 114.1(8) ?
C18 C27 C26 . . 109.7(8) ?
C34 C27 C26 . . 105.4(7) ?
C22 C27 C26 . . 107.6(7) ?
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 C3 . 1.438(9) ?
O1 H97 . 0.84 ?
N1 C13 . 1.327(14) ?
N1 C8 . 1.366(10) ?
C1 C10 . 1.527(11) ?
C1 C2 . 1.540(12) ?
C1 H1A . 0.99 ?
C1 H1AB . 0.99 ?
O2 C20 . 1.427(10) ?
O2 H98 . 0.84 ?
N2 C30 . 1.330(13) ?
N2 C25 . 1.382(12) ?
C2 C3 . 1.495(15) ?
C2 H2A . 0.99 ?
C2 H2AB . 0.99 ?
O3 C37 . 1.438(11) ?
O3 H99 . 0.84 ?
N3 C42 . 1.311(12) ?
N3 C47 . 1.351(12) ?
C3 C4 . 1.519(12) ?
C3 H3 . 1.0 ?
O4 C54 . 1.427(10) ?
O4 H100 . 0.84 ?
N4 C64 . 1.309(13) ?
N4 C59 . 1.351(12) ?
C4 C15 . 1.529(14) ?
C4 C16 . 1.566(13) ?
C4 C5 . 1.590(12) ?
C5 C6 . 1.536(11) ?
C5 C10 . 1.542(12) ?
C5 H5 . 1.0 ?
C6 C7 . 1.527(11) ?
C6 H6A . 0.99 ?
C6 H6AB . 0.99 ?
C7 C8 . 1.517(12) ?
C7 H7A . 0.99 ?
C7 H7AB . 0.99 ?
C8 C9 . 1.386(12) ?
C17 C10 . 1.538(13) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C9 C11 . 1.407(13) ?
C9 C10 . 1.540(11) ?
C29 C28 . 1.390(13) ?
C29 C30 . 1.405(14) ?
C29 H29 . 0.95 ?
C30 C31 . 1.502(12) ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
C32 C21 . 1.520(11) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C21 . 1.538(15) ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 C27 . 1.541(13) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C44 . 1.525(10) ?
C35 C36 . 1.535(12) ?
C35 H35A . 0.99 ?
C35 H35B . 0.99 ?
C36 C37 . 1.500(15) ?
C36 H36A . 0.99 ?
C36 H36B . 0.99 ?
C37 C38 . 1.521(13) ?
C37 H37 . 1.0 ?
C38 C49 . 1.559(13) ?
C38 C50 . 1.559(15) ?
C38 C39 . 1.582(10) ?
C39 C40 . 1.550(12) ?
C39 C44 . 1.559(13) ?
C39 H39 . 1.0 ?
C40 C41 . 1.536(11) ?
C40 H40A . 0.99 ?
C40 H40B . 0.99 ?
C41 C42 . 1.529(12) ?
C41 H41A . 0.99 ?
C41 H41B . 0.99 ?
C42 C43 . 1.399(11) ?
C43 C45 . 1.403(11) ?
C43 C44 . 1.528(10) ?
C44 C51 . 1.548(14) ?
C45 C46 . 1.382(12) ?
C45 H45 . 0.95 ?
C46 C47 . 1.380(13) ?
C46 H46 . 0.95 ?
C47 C48 . 1.521(11) ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
C49 H49A . 0.98 ?
C49 H49B . 0.98 ?
C49 H49C . 0.98 ?
C50 H50A . 0.98 ?
C50 H50B . 0.98 ?
C50 H50C . 0.98 ?
C51 H51A . 0.98 ?
C51 H51B . 0.98 ?
C51 H51C . 0.98 ?
C52 C53 . 1.537(11) ?
C52 C61 . 1.568(13) ?
C52 H52A . 0.99 ?
C52 H52B . 0.99 ?
C53 C54 . 1.535(11) ?
C53 H53A . 0.99 ?
C53 H53B . 0.99 ?
C54 C55 . 1.549(13) ?
C54 H54 . 1.0 ?
C55 C56 . 1.543(12) ?
C55 C67 . 1.545(15) ?
C55 C66 . 1.549(11) ?
C56 C57 . 1.534(12) ?
C56 C61 . 1.567(10) ?
C56 H56 . 1.0 ?
C57 C58 . 1.553(11) ?
C57 H57A . 0.99 ?
C57 H57B . 0.99 ?
C58 C59 . 1.517(13) ?
C58 H58A . 0.99 ?
C58 H58B . 0.99 ?
C59 C60 . 1.414(13) ?
C60 C62 . 1.372(13) ?
C60 C61 . 1.531(11) ?
C61 C68 . 1.544(12) ?
C62 C63 . 1.392(12) ?
C62 H62 . 0.95 ?
C63 C64 . 1.430(14) ?
C63 H63 . 0.95 ?
C64 C65 . 1.497(13) ?
C65 H65A . 0.98 ?
C65 H65B . 0.98 ?
C65 H65C . 0.98 ?
C66 H66A . 0.98 ?
C66 H66B . 0.98 ?
C66 H66C . 0.98 ?
C67 H67A . 0.98 ?
C67 H67B . 0.98 ?
C67 H67C . 0.98 ?
C68 H68A . 0.98 ?
C68 H68B . 0.98 ?
C68 H68C . 0.98 ?
C11 C12 . 1.394(14) ?
C11 H11 . 0.95 ?
C12 C13 . 1.382(14) ?
C12 H12 . 0.95 ?
C13 C14 . 1.520(12) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C18 C19 . 1.530(12) ?
C18 C27 . 1.537(14) ?
C18 H18A . 0.99 ?
C18 H18B . 0.99 ?
C19 C20 . 1.542(12) ?
C19 H19A . 0.99 ?
C19 H19B . 0.99 ?
C21 C20 . 1.561(14) ?
C21 C22 . 1.565(12) ?
C20 H20 . 1.0 ?
C23 C22 . 1.528(14) ?
C23 C24 . 1.531(11) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C22 C27 . 1.560(12) ?
C22 H22 . 1.0 ?
C26 C28 . 1.362(14) ?
C26 C25 . 1.391(13) ?
C26 C27 . 1.562(11) ?
C25 C24 . 1.517(12) ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C28 H28 . 0.95 ?
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
O1 H97 O11 2_546 0.84 2.19 2.820(9) 132.2 ?
O2 H98 O9 . 0.84 2.35 2.852(11) 118.9 ?
O3 H99 O5 . 0.84 2.41 2.846(10) 113.3 ?
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
C10 C1 C2 C3 . . . . -54.8(11) ?
C1 C2 C3 O1 . . . . 179.8(7) ?
C1 C2 C3 C4 . . . . 55.5(11) ?
O1 C3 C4 C15 . . . . 65.4(10) ?
C2 C3 C4 C15 . . . . -168.6(8) ?
O1 C3 C4 C16 . . . . -54.5(10) ?
C2 C3 C4 C16 . . . . 71.5(10) ?
O1 C3 C4 C5 . . . . -175.8(7) ?
C2 C3 C4 C5 . . . . -49.8(11) ?
C3 C4 C5 C6 . . . . -179.9(8) ?
C15 C4 C5 C6 . . . . -60.6(10) ?
C16 C4 C5 C6 . . . . 58.7(10) ?
C3 C4 C5 C10 . . . . 49.1(10) ?
C15 C4 C5 C10 . . . . 168.4(8) ?
C16 C4 C5 C10 . . . . -72.4(9) ?
C10 C5 C6 C7 . . . . -62.5(10) ?
C4 C5 C6 C7 . . . . 163.4(8) ?
C5 C6 C7 C8 . . . . 33.9(11) ?
C13 N1 C8 C9 . . . . 0.8(13) ?
C13 N1 C8 C7 . . . . 179.9(9) ?
C6 C7 C8 N1 . . . . 176.6(8) ?
C6 C7 C8 C9 . . . . -4.2(13) ?
N1 C8 C9 C11 . . . . -3.0(15) ?
C7 C8 C9 C11 . . . . 177.9(9) ?
N1 C8 C9 C10 . . . . -179.5(8) ?
C7 C8 C9 C10 . . . . 1.5(15) ?
C25 N2 C30 C29 . . . . -1.0(14) ?
C25 N2 C30 C31 . . . . 179.2(8) ?
C28 C29 C30 N2 . . . . 2.5(15) ?
C28 C29 C30 C31 . . . . -177.7(9) ?
C44 C35 C36 C37 . . . . -59.2(11) ?
C35 C36 C37 O3 . . . . -171.0(7) ?
C35 C36 C37 C38 . . . . 61.7(10) ?
O3 C37 C38 C49 . . . . 63.0(10) ?
C36 C37 C38 C49 . . . . -169.8(8) ?
O3 C37 C38 C50 . . . . -57.3(11) ?
C36 C37 C38 C50 . . . . 70.0(10) ?
O3 C37 C38 C39 . . . . 178.3(8) ?
C36 C37 C38 C39 . . . . -54.4(11) ?
C37 C38 C39 C40 . . . . 177.6(9) ?
C49 C38 C39 C40 . . . . -66.2(11) ?
C50 C38 C39 C40 . . . . 53.0(11) ?
C37 C38 C39 C44 . . . . 48.9(11) ?
C49 C38 C39 C44 . . . . 165.1(8) ?
C50 C38 C39 C44 . . . . -75.7(10) ?
C44 C39 C40 C41 . . . . -61.7(10) ?
C38 C39 C40 C41 . . . . 166.1(8) ?
C39 C40 C41 C42 . . . . 33.7(12) ?
C47 N3 C42 C43 . . . . 0.5(13) ?
C47 N3 C42 C41 . . . . 176.8(9) ?
C40 C41 C42 N3 . . . . 176.4(8) ?
C40 C41 C42 C43 . . . . -7.2(12) ?
N3 C42 C43 C45 . . . . 2.0(13) ?
C41 C42 C43 C45 . . . . -174.1(8) ?
N3 C42 C43 C44 . . . . -175.8(8) ?
C41 C42 C43 C44 . . . . 8.2(13) ?
C36 C35 C44 C43 . . . . 170.2(8) ?
C36 C35 C44 C51 . . . . -74.2(10) ?
C36 C35 C44 C39 . . . . 52.0(10) ?
C42 C43 C44 C35 . . . . -153.9(9) ?
C45 C43 C44 C35 . . . . 28.4(12) ?
C42 C43 C44 C51 . . . . 88.3(10) ?
C45 C43 C44 C51 . . . . -89.4(10) ?
C42 C43 C44 C39 . . . . -34.3(11) ?
C45 C43 C44 C39 . . . . 148.1(9) ?
C40 C39 C44 C35 . . . . -179.0(7) ?
C38 C39 C44 C35 . . . . -48.9(11) ?
C40 C39 C44 C43 . . . . 60.2(9) ?
C38 C39 C44 C43 . . . . -169.8(8) ?
C40 C39 C44 C51 . . . . -56.2(10) ?
C38 C39 C44 C51 . . . . 73.8(10) ?
C42 C43 C45 C46 . . . . -1.3(13) ?
C44 C43 C45 C46 . . . . 176.5(9) ?
C43 C45 C46 C47 . . . . -1.7(16) ?
C42 N3 C47 C46 . . . . -3.7(15) ?
C42 N3 C47 C48 . . . . -179.9(8) ?
C45 C46 C47 N3 . . . . 4.3(17) ?
C45 C46 C47 C48 . . . . -179.7(9) ?
C61 C52 C53 C54 . . . . -58.9(10) ?
C52 C53 C54 O4 . . . . -176.3(8) ?
C52 C53 C54 C55 . . . . 59.8(10) ?
O4 C54 C55 C56 . . . . -179.1(7) ?
C53 C54 C55 C56 . . . . -54.7(10) ?
O4 C54 C55 C67 . . . . -51.0(10) ?
C53 C54 C55 C67 . . . . 73.4(10) ?
O4 C54 C55 C66 . . . . 66.4(9) ?
C53 C54 C55 C66 . . . . -169.2(8) ?
C67 C55 C56 C57 . . . . 53.9(9) ?
C54 C55 C56 C57 . . . . 179.8(7) ?
C66 C55 C56 C57 . . . . -67.2(9) ?
C67 C55 C56 C61 . . . . -73.4(10) ?
C54 C55 C56 C61 . . . . 52.5(10) ?
C66 C55 C56 C61 . . . . 165.5(8) ?
C55 C56 C57 C58 . . . . 164.3(7) ?
C61 C56 C57 C58 . . . . -64.4(9) ?
C56 C57 C58 C59 . . . . 36.7(11) ?
C64 N4 C59 C60 . . . . -1.3(15) ?
C64 N4 C59 C58 . . . . 179.1(9) ?
C57 C58 C59 N4 . . . . 174.1(8) ?
C57 C58 C59 C60 . . . . -5.5(14) ?
N4 C59 C60 C62 . . . . 2.2(15) ?
C58 C59 C60 C62 . . . . -178.3(10) ?
N4 C59 C60 C61 . . . . -177.8(9) ?
C58 C59 C60 C61 . . . . 1.7(15) ?
C62 C60 C61 C68 . . . . -83.8(11) ?
C59 C60 C61 C68 . . . . 96.2(10) ?
C62 C60 C61 C56 . . . . 152.1(9) ?
C59 C60 C61 C56 . . . . -27.9(11) ?
C62 C60 C61 C52 . . . . 34.1(11) ?
C59 C60 C61 C52 . . . . -145.9(9) ?
C57 C56 C61 C60 . . . . 58.2(9) ?
C55 C56 C61 C60 . . . . -172.7(8) ?
C57 C56 C61 C68 . . . . -60.0(9) ?
C55 C56 C61 C68 . . . . 69.0(10) ?
C57 C56 C61 C52 . . . . 177.9(7) ?
C55 C56 C61 C52 . . . . -53.1(10) ?
C53 C52 C61 C60 . . . . 172.9(7) ?
C53 C52 C61 C68 . . . . -71.3(9) ?
C53 C52 C61 C56 . . . . 54.3(9) ?
C59 C60 C62 C63 . . . . -2.1(15) ?
C61 C60 C62 C63 . . . . 177.8(9) ?
C60 C62 C63 C64 . . . . 1.3(16) ?
C59 N4 C64 C63 . . . . 0.3(15) ?
C59 N4 C64 C65 . . . . 177.2(9) ?
C62 C63 C64 N4 . . . . -0.3(16) ?
C62 C63 C64 C65 . . . . -177.1(9) ?
C2 C1 C10 C17 . . . . -74.5(10) ?
C2 C1 C10 C9 . . . . 169.2(8) ?
C2 C1 C10 C5 . . . . 51.1(10) ?
C8 C9 C10 C1 . . . . -147.0(9) ?
C11 C9 C10 C1 . . . . 36.6(12) ?
C8 C9 C10 C17 . . . . 95.8(11) ?
C11 C9 C10 C17 . . . . -80.5(10) ?
C8 C9 C10 C5 . . . . -27.6(12) ?
C11 C9 C10 C5 . . . . 156.1(9) ?
C6 C5 C10 C1 . . . . 176.7(7) ?
C4 C5 C10 C1 . . . . -51.0(10) ?
C6 C5 C10 C17 . . . . -61.5(9) ?
C4 C5 C10 C17 . . . . 70.8(9) ?
C6 C5 C10 C9 . . . . 57.1(9) ?
C4 C5 C10 C9 . . . . -170.6(7) ?
C8 C9 C11 C12 . . . . 5.3(15) ?
C10 C9 C11 C12 . . . . -178.2(9) ?
C9 C11 C12 C13 . . . . -5.4(15) ?
C8 N1 C13 C12 . . . . -0.8(13) ?
C8 N1 C13 C14 . . . . 179.4(8) ?
C11 C12 C13 N1 . . . . 3.2(15) ?
C11 C12 C13 C14 . . . . -177.0(9) ?
C27 C18 C19 C20 . . . . -60.3(10) ?
C18 C19 C20 O2 . . . . -173.1(7) ?
C18 C19 C20 C21 . . . . 60.1(10) ?
C32 C21 C20 O2 . . . . 63.1(10) ?
C33 C21 C20 O2 . . . . -53.2(10) ?
C22 C21 C20 O2 . . . . -179.2(7) ?
C32 C21 C20 C19 . . . . -170.3(8) ?
C33 C21 C20 C19 . . . . 73.4(9) ?
C22 C21 C20 C19 . . . . -52.6(10) ?
C24 C23 C22 C27 . . . . -65.3(10) ?
C24 C23 C22 C21 . . . . 160.9(8) ?
C32 C21 C22 C23 . . . . -64.5(11) ?
C33 C21 C22 C23 . . . . 55.6(11) ?
C20 C21 C22 C23 . . . . 179.6(8) ?
C32 C21 C22 C27 . . . . 164.8(9) ?
C33 C21 C22 C27 . . . . -75.0(10) ?
C20 C21 C22 C27 . . . . 49.0(10) ?
C30 N2 C25 C26 . . . . 0.3(13) ?
C30 N2 C25 C24 . . . . 178.0(9) ?
C28 C26 C25 N2 . . . . -1.2(14) ?
C27 C26 C25 N2 . . . . -177.9(8) ?
C28 C26 C25 C24 . . . . -178.6(10) ?
C27 C26 C25 C24 . . . . 4.7(14) ?
N2 C25 C24 C23 . . . . 173.1(8) ?
C26 C25 C24 C23 . . . . -9.3(15) ?
C22 C23 C24 C25 . . . . 38.6(12) ?
C25 C26 C28 C29 . . . . 2.8(15) ?
C27 C26 C28 C29 . . . . 179.4(8) ?
C30 C29 C28 C26 . . . . -3.4(15) ?
C19 C18 C27 C34 . . . . -71.8(9) ?
C19 C18 C27 C22 . . . . 54.6(10) ?
C19 C18 C27 C26 . . . . 172.5(7) ?
C23 C22 C27 C18 . . . . 177.0(7) ?
C21 C22 C27 C18 . . . . -50.7(10) ?
C23 C22 C27 C34 . . . . -58.9(10) ?
C21 C22 C27 C34 . . . . 73.5(10) ?
C23 C22 C27 C26 . . . . 57.8(10) ?
C21 C22 C27 C26 . . . . -169.9(8) ?
C28 C26 C27 C18 . . . . 36.2(11) ?
C25 C26 C27 C18 . . . . -147.2(8) ?
C28 C26 C27 C34 . . . . -82.6(11) ?
C25 C26 C27 C34 . . . . 94.0(9) ?
C28 C26 C27 C22 . . . . 155.2(9) ?
C25 C26 C27 C22 . . . . -28.2(11) ?
