#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/74/2017429.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_2017429
loop_
_publ_author_name
'Lin, Jian'
'Chai, Wenxiang'
'Song, Li'
'Qin, Laishun'
'Shu, Kangying'
_publ_section_title
;An organic photochromic compound:
 (2S)-2'-ethoxy-1,3,3-trimethyl-6'-(piperidin-1-yl)spiro[indoline-2,3'-3'H-naphtho[2,1-b][1,4]oxazine]
;
_journal_coeditor_code           FN3034
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o621
_journal_page_last               o623
_journal_paper_doi               10.1107/S0108270109043339
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C29 H33 N3 O2'
_chemical_formula_moiety         'C29 H33 N3 O2'
_chemical_formula_sum            'C29 H33 N3 O2'
_chemical_formula_weight         455.58
_chemical_name_systematic
;
(2S)-2'-ethoxy-1,3,3-trimethyl-6'-(piperidin-1-yl)spiro[indoline-
2,3'-3'H-naphtho[2,1-b][1,4]oxazine]
;
_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                88.49(3)
_cell_angle_beta                 87.32(3)
_cell_angle_gamma                83.62(3)
_cell_formula_units_Z            4
_cell_length_a                   10.001(2)
_cell_length_b                   12.345(3)
_cell_length_c                   20.513(4)
_cell_measurement_reflns_used    12969
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.445
_cell_measurement_theta_min      3.11
_cell_volume                     2513.6(9)
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 14.6306
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           mok\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0518
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            24807
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.11
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9790
_exptl_absorpt_correction_T_min  0.9680
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.279
_refine_ls_extinction_coef       0.0083(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     621
_refine_ls_number_reflns         11325
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.110
_refine_ls_R_factor_all          0.1368
_refine_ls_R_factor_gt           0.0525
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0846P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1889
_reflns_number_gt                5097
_reflns_number_total             11325
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fn3034.cif
_cod_data_source_block           I
_cod_database_code               2017429
_cod_database_fobs_code          2017429
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 -0.46493(18) 0.26659(17) 0.51199(8) 0.0832(6) Uani d . 1 . .
O O2 -0.12153(15) 0.22614(12) 0.45679(6) 0.0552(4) Uani d . 1 . .
O O3 0.96570(16) 0.09168(15) 0.12882(8) 0.0733(5) Uani d . 1 . .
O O4 0.61987(14) 0.19400(11) 0.11737(6) 0.0500(4) Uani d . 1 . .
N N1 -0.2393(2) 0.13182(15) 0.53471(9) 0.0619(5) Uani d . 1 . .
N N2 -0.35855(19) 0.35948(17) 0.43074(9) 0.0622(5) Uani d . 1 . .
N N3 0.13034(18) 0.40203(15) 0.28729(8) 0.0522(5) Uani d . 1 . .
N N4 0.73884(19) 0.12827(15) 0.20726(8) 0.0540(5) Uani d . 1 . .
N N5 0.85784(19) 0.16636(16) 0.03974(9) 0.0587(5) Uani d . 1 . .
N N6 0.36956(18) 0.36184(14) -0.06043(8) 0.0518(4) Uani d . 1 . .
C C1 -0.1434(3) 0.1080(2) 0.58175(11) 0.0651(7) Uani d . 1 . .
C C2 -0.0940(4) 0.0083(2) 0.60732(15) 0.0976(10) Uani d . 1 . .
H H2 -0.1240 -0.0554 0.5932 0.117 Uiso calc R 1 . .
C C3 -0.0005(5) 0.0042(4) 0.65356(19) 0.1321(16) Uani d . 1 . .
H H3 0.0327 -0.0628 0.6715 0.158 Uiso calc R 1 . .
C C4 0.0454(5) 0.0968(4) 0.67407(17) 0.1356(16) Uani d . 1 . .
H H4 0.1096 0.0920 0.7057 0.163 Uiso calc R 1 . .
C C5 -0.0027(4) 0.1996(3) 0.64827(14) 0.1045(11) Uani d . 1 . .
H H5 0.0292 0.2628 0.6619 0.125 Uiso calc R 1 . .
C C6 -0.0990(3) 0.2033(2) 0.60205(11) 0.0658(7) Uani d . 1 . .
C C7 -0.1743(2) 0.29945(18) 0.56764(10) 0.0562(6) Uani d . 1 . .
C C8 -0.2258(2) 0.23843(18) 0.50900(9) 0.0504(5) Uani d . 1 . .
C C9 -0.3529(2) 0.2938(2) 0.47950(11) 0.0598(6) Uani d . 1 . .
C C10 -0.2353(2) 0.37487(18) 0.39774(10) 0.0520(5) Uani d . 1 . .
C C11 -0.2287(2) 0.45873(17) 0.34926(9) 0.0498(5) Uani d . 1 . .
C C12 -0.3420(3) 0.5347(2) 0.33662(11) 0.0642(6) Uani d . 1 . .
H H12 -0.4240 0.5269 0.3585 0.077 Uiso calc R 1 . .
C C13 -0.3330(3) 0.6187(2) 0.29307(12) 0.0718(7) Uani d . 1 . .
H H13 -0.4084 0.6678 0.2855 0.086 Uiso calc R 1 . .
C C14 -0.2103(3) 0.6316(2) 0.25946(11) 0.0687(7) Uani d . 1 . .
H H14 -0.2042 0.6902 0.2304 0.082 Uiso calc R 1 . .
C C15 -0.0999(3) 0.55872(19) 0.26914(10) 0.0601(6) Uani d . 1 . .
H H15 -0.0194 0.5676 0.2461 0.072 Uiso calc R 1 . .
C C16 -0.1057(2) 0.46982(17) 0.31366(9) 0.0485(5) Uani d . 1 . .
C C17 0.0098(2) 0.39240(17) 0.32549(9) 0.0477(5) Uani d . 1 . .
C C18 0.0000(2) 0.31395(17) 0.37342(9) 0.0496(5) Uani d . 1 . .
H H18 0.0746 0.2646 0.3819 0.060 Uiso calc R 1 . .
C C19 -0.1206(2) 0.30703(17) 0.40980(9) 0.0483(5) Uani d . 1 . .
C C20 0.1244(3) 0.3605(2) 0.22117(10) 0.0652(7) Uani d . 1 . .
H H20A 0.0406 0.3904 0.2024 0.078 Uiso calc R 1 . .
H H20B 0.1264 0.2818 0.2233 0.078 Uiso calc R 1 . .
C C21 0.2418(3) 0.3915(3) 0.17813(12) 0.0838(8) Uani d . 1 . .
H H21A 0.2350 0.4702 0.1725 0.101 Uiso calc R 1 . .
H H21B 0.2387 0.3602 0.1354 0.101 Uiso calc R 1 . .
C C22 0.3750(3) 0.3509(3) 0.20808(13) 0.0849(8) Uani d . 1 . .
H H22A 0.3883 0.2719 0.2076 0.102 Uiso calc R 1 . .
H H22B 0.4485 0.3784 0.1824 0.102 Uiso calc R 1 . .
C C23 0.3755(3) 0.3888(2) 0.27728(12) 0.0738(7) Uani d . 1 . .
H H23A 0.3747 0.4674 0.2771 0.089 Uiso calc R 1 . .
H H23B 0.4573 0.3569 0.2971 0.089 Uiso calc R 1 . .
C C24 0.2547(2) 0.3567(2) 0.31708(11) 0.0639(6) Uani d . 1 . .
H H24A 0.2584 0.2778 0.3197 0.077 Uiso calc R 1 . .
H H24B 0.2562 0.3833 0.3611 0.077 Uiso calc R 1 . .
C C25 -0.2742(3) 0.0474(2) 0.49213(14) 0.0940(10) Uani d . 1 . .
H H25A -0.1947 0.0167 0.4682 0.141 Uiso calc R 1 . .
H H25B -0.3393 0.0787 0.4621 0.141 Uiso calc R 1 . .
H H25C -0.3114 -0.0088 0.5180 0.141 Uiso calc R 1 . .
C C26 -0.0890(3) 0.3903(2) 0.54633(13) 0.0764(7) Uani d . 1 . .
H H26A -0.0573 0.4219 0.5842 0.115 Uiso calc R 1 . .
H H26B -0.1426 0.4453 0.5221 0.115 Uiso calc R 1 . .
H H26C -0.0135 0.3608 0.5193 0.115 Uiso calc R 1 . .
C C27 -0.2918(3) 0.3474(2) 0.61226(12) 0.0768(8) Uani d . 1 . .
H H27A -0.3464 0.2909 0.6260 0.115 Uiso calc R 1 . .
H H27B -0.3454 0.4036 0.5889 0.115 Uiso calc R 1 . .
H H27C -0.2575 0.3777 0.6499 0.115 Uiso calc R 1 . .
C C28 -0.7002(3) 0.2667(3) 0.52684(19) 0.1236(13) Uani d . 1 . .
H H28A -0.6898 0.1894 0.5202 0.185 Uiso calc R 1 . .
H H28B -0.7863 0.2976 0.5123 0.185 Uiso calc R 1 . .
H H28C -0.6945 0.2805 0.5724 0.185 Uiso calc R 1 . .
C C29 -0.5926(3) 0.3166(3) 0.48935(16) 0.1131(12) Uani d . 1 . .
H H29A -0.5985 0.3043 0.4431 0.136 Uiso calc R 1 . .
H H29B -0.6015 0.3946 0.4961 0.136 Uiso calc R 1 . .
C C30 0.6423(2) 0.07325(19) 0.24151(10) 0.0583(6) Uani d . 1 . .
C C31 0.5927(3) 0.0879(3) 0.30506(12) 0.0854(9) Uani d . 1 . .
H H31 0.6224 0.1403 0.3310 0.103 Uiso calc R 1 . .
C C32 0.4980(4) 0.0225(3) 0.32870(17) 0.1165(12) Uani d . 1 . .
H H32 0.4632 0.0310 0.3713 0.140 Uiso calc R 1 . .
C C33 0.4534(4) -0.0551(3) 0.29081(19) 0.1205(13) Uani d . 1 . .
H H33 0.3894 -0.0984 0.3080 0.145 Uiso calc R 1 . .
C C34 0.5039(3) -0.0694(2) 0.22627(15) 0.0920(9) Uani d . 1 . .
H H34 0.4736 -0.1214 0.2003 0.110 Uiso calc R 1 . .
C C35 0.5987(2) -0.00513(19) 0.20246(11) 0.0596(6) Uani d . 1 . .
C C36 0.6755(2) -0.00388(17) 0.13711(10) 0.0529(5) Uani d . 1 . .
C C37 0.7264(2) 0.11151(17) 0.13898(10) 0.0489(5) Uani d . 1 . .
C C38 0.8527(2) 0.12677(18) 0.09753(11) 0.0544(5) Uani d . 1 . .
C C39 0.7340(2) 0.20795(17) 0.01361(10) 0.0491(5) Uani d . 1 . .
C C40 0.7298(2) 0.24092(17) -0.05351(10) 0.0498(5) Uani d . 1 . .
C C41 0.8436(3) 0.2246(2) -0.09657(11) 0.0656(6) Uani d . 1 . .
H H41 0.9254 0.1946 -0.0806 0.079 Uiso calc R 1 . .
C C42 0.8360(3) 0.2520(2) -0.16136(13) 0.0778(8) Uani d . 1 . .
H H42 0.9123 0.2404 -0.1891 0.093 Uiso calc R 1 . .
C C43 0.7154(3) 0.2969(2) -0.18592(12) 0.0755(8) Uani d . 1 . .
H H43 0.7111 0.3145 -0.2302 0.091 Uiso calc R 1 . .
C C44 0.6022(3) 0.31594(19) -0.14589(10) 0.0636(6) Uani d . 1 . .
H H44 0.5220 0.3465 -0.1632 0.076 Uiso calc R 1 . .
C C45 0.6062(2) 0.28950(17) -0.07812(9) 0.0493(5) Uani d . 1 . .
C C46 0.4900(2) 0.30835(16) -0.03475(10) 0.0476(5) Uani d . 1 . .
C C47 0.4976(2) 0.27300(16) 0.02907(9) 0.0466(5) Uani d . 1 . .
H H47 0.4217 0.2826 0.0572 0.056 Uiso calc R 1 . .
C C48 0.6189(2) 0.22256(16) 0.05197(9) 0.0448(5) Uani d . 1 . .
C C49 0.3752(3) 0.48055(18) -0.06930(12) 0.0652(7) Uani d . 1 . .
H H49A 0.4601 0.4937 -0.0912 0.078 Uiso calc R 1 . .
H H49B 0.3702 0.5144 -0.0270 0.078 Uiso calc R 1 . .
C C50 0.2604(3) 0.5308(2) -0.10905(13) 0.0789(8) Uani d . 1 . .
H H50A 0.2693 0.5012 -0.1526 0.095 Uiso calc R 1 . .
H H50B 0.2635 0.6089 -0.1130 0.095 Uiso calc R 1 . .
C C51 0.1272(3) 0.5077(2) -0.07715(15) 0.0893(9) Uani d . 1 . .
H H51A 0.0548 0.5345 -0.1053 0.107 Uiso calc R 1 . .
H H51B 0.1127 0.5456 -0.0362 0.107 Uiso calc R 1 . .
C C52 0.1251(3) 0.3860(2) -0.06459(13) 0.0747(7) Uani d . 1 . .
H H52A 0.0424 0.3729 -0.0406 0.090 Uiso calc R 1 . .
H H52B 0.1277 0.3491 -0.1059 0.090 Uiso calc R 1 . .
C C53 0.2450(2) 0.3408(2) -0.02582(11) 0.0627(6) Uani d . 1 . .
H H53A 0.2393 0.3745 0.0165 0.075 Uiso calc R 1 . .
H H53B 0.2437 0.2629 -0.0189 0.075 Uiso calc R 1 . .
C C54 0.7740(3) 0.2317(2) 0.23008(12) 0.0726(7) Uani d . 1 . .
H H54A 0.6956 0.2843 0.2309 0.109 Uiso calc R 1 . .
H H54B 0.8425 0.2574 0.2011 0.109 Uiso calc R 1 . .
H H54C 0.8071 0.2218 0.2732 0.109 Uiso calc R 1 . .
C C55 0.5897(3) -0.0187(2) 0.07882(11) 0.0699(7) Uani d . 1 . .
H H55A 0.5600 -0.0901 0.0812 0.105 Uiso calc R 1 . .
H H55B 0.6425 -0.0108 0.0390 0.105 Uiso calc R 1 . .
H H55C 0.5129 0.0354 0.0796 0.105 Uiso calc R 1 . .
C C56 0.7943(3) -0.09406(19) 0.13666(13) 0.0754(7) Uani d . 1 . .
H H56A 0.8484 -0.0860 0.1733 0.113 Uiso calc R 1 . .
H H56B 0.8480 -0.0885 0.0969 0.113 Uiso calc R 1 . .
H H56C 0.7607 -0.1640 0.1394 0.113 Uiso calc R 1 . .
C C57 1.2024(3) 0.0625(3) 0.13793(18) 0.1083(11) Uani d . 1 . .
H H57A 1.1890 0.1022 0.1777 0.162 Uiso calc R 1 . .
H H57B 1.2880 0.0745 0.1175 0.162 Uiso calc R 1 . .
H H57C 1.2007 -0.0139 0.1475 0.162 Uiso calc R 1 . .
C C58 1.0931(3) 0.1008(3) 0.09305(16) 0.0970(10) Uani d . 1 . .
H H58A 1.0997 0.1758 0.0793 0.116 Uiso calc R 1 . .
H H58B 1.1001 0.0561 0.0546 0.116 Uiso calc R 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'
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'
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
C9 O1 C29 . . 117.0(2) ?
C19 O2 C8 . . 117.89(16) ?
C38 O3 C58 . . 116.7(2) ?
C48 O4 C37 . . 118.00(15) ?
C1 N1 C8 . . 107.94(18) ?
C1 N1 C25 . . 120.9(2) ?
C8 N1 C25 . . 120.01(19) ?
C9 N2 C10 . . 116.4(2) ?
C17 N3 C24 . . 115.64(17) ?
C17 N3 C20 . . 112.34(16) ?
C24 N3 C20 . . 110.51(18) ?
C30 N4 C37 . . 107.82(16) ?
C30 N4 C54 . . 120.69(19) ?
C37 N4 C54 . . 120.64(18) ?
C38 N5 C39 . . 116.60(19) ?
C46 N6 C53 . . 116.00(17) ?
C46 N6 C49 . . 112.02(16) ?
C53 N6 C49 . . 110.25(19) ?
C2 C1 C6 . . 121.1(3) ?
C2 C1 N1 . . 129.0(3) ?
C6 C1 N1 . . 109.9(2) ?
C3 C2 C1 . . 119.0(3) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C2 C3 C4 . . 121.0(3) ?
C2 C3 H3 . . 119.5 ?
C4 C3 H3 . . 119.5 ?
C3 C4 C5 . . 121.1(3) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
C6 C5 C4 . . 117.6(3) ?
C6 C5 H5 . . 121.2 ?
C4 C5 H5 . . 121.2 ?
C5 C6 C1 . . 120.2(3) ?
C5 C6 C7 . . 130.5(3) ?
C1 C6 C7 . . 109.3(2) ?
C6 C7 C26 . . 114.9(2) ?
C6 C7 C27 . . 109.22(19) ?
C26 C7 C27 . . 108.7(2) ?
C6 C7 C8 . . 99.07(17) ?
C26 C7 C8 . . 113.56(18) ?
C27 C7 C8 . . 111.1(2) ?
N1 C8 O2 . . 106.47(17) ?
N1 C8 C9 . . 113.74(19) ?
O2 C8 C9 . . 107.43(16) ?
N1 C8 C7 . . 103.95(16) ?
O2 C8 C7 . . 109.84(17) ?
C9 C8 C7 . . 115.08(18) ?
N2 C9 O1 . . 121.7(2) ?
N2 C9 C8 . . 126.4(2) ?
O1 C9 C8 . . 111.9(2) ?
C19 C10 N2 . . 120.9(2) ?
C19 C10 C11 . . 118.7(2) ?
N2 C10 C11 . . 120.4(2) ?
C12 C11 C16 . . 118.5(2) ?
C12 C11 C10 . . 121.4(2) ?
C16 C11 C10 . . 120.0(2) ?
C13 C12 C11 . . 121.2(2) ?
C13 C12 H12 . . 119.4 ?
C11 C12 H12 . . 119.4 ?
C12 C13 C14 . . 120.2(2) ?
C12 C13 H13 . . 119.9 ?
C14 C13 H13 . . 119.9 ?
C15 C14 C13 . . 120.3(2) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
C14 C15 C16 . . 121.1(2) ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C15 C16 C11 . . 118.6(2) ?
C15 C16 C17 . . 122.2(2) ?
C11 C16 C17 . . 119.10(19) ?
C18 C17 N3 . . 122.8(2) ?
C18 C17 C16 . . 119.01(19) ?
N3 C17 C16 . . 118.23(19) ?
C17 C18 C19 . . 121.0(2) ?
C17 C18 H18 . . 119.5 ?
C19 C18 H18 . . 119.5 ?
O2 C19 C10 . . 120.78(19) ?
O2 C19 C18 . . 117.15(19) ?
C10 C19 C18 . . 122.0(2) ?
N3 C20 C21 . . 110.79(19) ?
N3 C20 H20A . . 109.5 ?
C21 C20 H20A . . 109.5 ?
N3 C20 H20B . . 109.5 ?
C21 C20 H20B . . 109.5 ?
H20A C20 H20B . . 108.1 ?
C20 C21 C22 . . 110.8(2) ?
C20 C21 H21A . . 109.5 ?
C22 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 108.1 ?
C23 C22 C21 . . 110.2(2) ?
C23 C22 H22A . . 109.6 ?
C21 C22 H22A . . 109.6 ?
C23 C22 H22B . . 109.6 ?
C21 C22 H22B . . 109.6 ?
H22A C22 H22B . . 108.1 ?
C22 C23 C24 . . 111.1(2) ?
C22 C23 H23A . . 109.4 ?
C24 C23 H23A . . 109.4 ?
C22 C23 H23B . . 109.4 ?
C24 C23 H23B . . 109.4 ?
H23A C23 H23B . . 108.0 ?
N3 C24 C23 . . 110.4(2) ?
N3 C24 H24A . . 109.6 ?
C23 C24 H24A . . 109.6 ?
N3 C24 H24B . . 109.6 ?
C23 C24 H24B . . 109.6 ?
H24A C24 H24B . . 108.1 ?
N1 C25 H25A . . 109.5 ?
N1 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
N1 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C7 C26 H26A . . 109.5 ?
C7 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C7 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C7 C27 H27A . . 109.5 ?
C7 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C7 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 H28A . . 109.5 ?
C29 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C29 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
O1 C29 C28 . . 107.7(3) ?
O1 C29 H29A . . 110.2 ?
C28 C29 H29A . . 110.2 ?
O1 C29 H29B . . 110.2 ?
C28 C29 H29B . . 110.2 ?
H29A C29 H29B . . 108.5 ?
C31 C30 C35 . . 121.4(2) ?
C31 C30 N4 . . 128.3(2) ?
C35 C30 N4 . . 110.22(18) ?
C32 C31 C30 . . 117.9(3) ?
C32 C31 H31 . . 121.1 ?
C30 C31 H31 . . 121.1 ?
C33 C32 C31 . . 121.5(3) ?
C33 C32 H32 . . 119.2 ?
C31 C32 H32 . . 119.2 ?
C32 C33 C34 . . 120.3(3) ?
C32 C33 H33 . . 119.8 ?
C34 C33 H33 . . 119.8 ?
C35 C34 C33 . . 118.5(3) ?
C35 C34 H34 . . 120.8 ?
C33 C34 H34 . . 120.8 ?
C34 C35 C30 . . 120.3(2) ?
C34 C35 C36 . . 131.0(2) ?
C30 C35 C36 . . 108.67(19) ?
C35 C36 C55 . . 114.0(2) ?
C35 C36 C56 . . 109.58(19) ?
C55 C36 C56 . . 108.69(18) ?
C35 C36 C37 . . 99.76(16) ?
C55 C36 C37 . . 113.74(18) ?
C56 C36 C37 . . 110.82(19) ?
N4 C37 O4 . . 106.32(16) ?
N4 C37 C38 . . 113.99(17) ?
O4 C37 C38 . . 107.41(17) ?
N4 C37 C36 . . 103.63(17) ?
O4 C37 C36 . . 109.08(16) ?
C38 C37 C36 . . 115.97(17) ?
N5 C38 O3 . . 121.5(2) ?
N5 C38 C37 . . 126.5(2) ?
O3 C38 C37 . . 112.06(19) ?
C48 C39 N5 . . 121.26(18) ?
C48 C39 C40 . . 118.9(2) ?
N5 C39 C40 . . 119.71(19) ?
C41 C40 C45 . . 118.8(2) ?
C41 C40 C39 . . 122.0(2) ?
C45 C40 C39 . . 119.13(19) ?
C42 C41 C40 . . 121.2(3) ?
C42 C41 H41 . . 119.4 ?
C40 C41 H41 . . 119.4 ?
C41 C42 C43 . . 120.3(2) ?
C41 C42 H42 . . 119.8 ?
C43 C42 H42 . . 119.8 ?
C44 C43 C42 . . 120.8(2) ?
C44 C43 H43 . . 119.6 ?
C42 C43 H43 . . 119.6 ?
C43 C44 C45 . . 120.7(2) ?
C43 C44 H44 . . 119.7 ?
C45 C44 H44 . . 119.7 ?
C44 C45 C40 . . 118.2(2) ?
C44 C45 C46 . . 122.2(2) ?
C40 C45 C46 . . 119.56(18) ?
C47 C46 N6 . . 122.62(19) ?
C47 C46 C45 . . 119.33(19) ?
N6 C46 C45 . . 118.04(18) ?
C46 C47 C48 . . 120.24(19) ?
C46 C47 H47 . . 119.9 ?
C48 C47 H47 . . 119.9 ?
C39 C48 O4 . . 120.56(18) ?
C39 C48 C47 . . 122.66(19) ?
O4 C48 C47 . . 116.64(18) ?
N6 C49 C50 . . 110.58(19) ?
N6 C49 H49A . . 109.5 ?
C50 C49 H49A . . 109.5 ?
N6 C49 H49B . . 109.5 ?
C50 C49 H49B . . 109.5 ?
H49A C49 H49B . . 108.1 ?
C49 C50 C51 . . 110.5(2) ?
C49 C50 H50A . . 109.6 ?
C51 C50 H50A . . 109.6 ?
C49 C50 H50B . . 109.6 ?
C51 C50 H50B . . 109.6 ?
H50A C50 H50B . . 108.1 ?
C50 C51 C52 . . 110.5(2) ?
C50 C51 H51A . . 109.6 ?
C52 C51 H51A . . 109.6 ?
C50 C51 H51B . . 109.6 ?
C52 C51 H51B . . 109.6 ?
H51A C51 H51B . . 108.1 ?
C53 C52 C51 . . 110.3(2) ?
C53 C52 H52A . . 109.6 ?
C51 C52 H52A . . 109.6 ?
C53 C52 H52B . . 109.6 ?
C51 C52 H52B . . 109.6 ?
H52A C52 H52B . . 108.1 ?
N6 C53 C52 . . 110.36(19) ?
N6 C53 H53A . . 109.6 ?
C52 C53 H53A . . 109.6 ?
N6 C53 H53B . . 109.6 ?
C52 C53 H53B . . 109.6 ?
H53A C53 H53B . . 108.1 ?
N4 C54 H54A . . 109.5 ?
N4 C54 H54B . . 109.5 ?
H54A C54 H54B . . 109.5 ?
N4 C54 H54C . . 109.5 ?
H54A C54 H54C . . 109.5 ?
H54B C54 H54C . . 109.5 ?
C36 C55 H55A . . 109.5 ?
C36 C55 H55B . . 109.5 ?
H55A C55 H55B . . 109.5 ?
C36 C55 H55C . . 109.5 ?
H55A C55 H55C . . 109.5 ?
H55B C55 H55C . . 109.5 ?
C36 C56 H56A . . 109.5 ?
C36 C56 H56B . . 109.5 ?
H56A C56 H56B . . 109.5 ?
C36 C56 H56C . . 109.5 ?
H56A C56 H56C . . 109.5 ?
H56B C56 H56C . . 109.5 ?
C58 C57 H57A . . 109.5 ?
C58 C57 H57B . . 109.5 ?
H57A C57 H57B . . 109.5 ?
C58 C57 H57C . . 109.5 ?
H57A C57 H57C . . 109.5 ?
H57B C57 H57C . . 109.5 ?
O3 C58 C57 . . 107.2(3) ?
O3 C58 H58A . . 110.3 ?
C57 C58 H58A . . 110.3 ?
O3 C58 H58B . . 110.3 ?
C57 C58 H58B . . 110.3 ?
H58A C58 H58B . . 108.5 ?
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 C9 . 1.347(3) ?
O1 C29 . 1.446(3) ?
O2 C19 . 1.370(2) ?
O2 C8 . 1.458(2) ?
O3 C38 . 1.349(3) ?
O3 C58 . 1.454(3) ?
O4 C48 . 1.378(2) ?
O4 C37 . 1.466(2) ?
N1 C1 . 1.395(3) ?
N1 C8 . 1.423(3) ?
N1 C25 . 1.459(3) ?
N2 C9 . 1.270(3) ?
N2 C10 . 1.408(3) ?
N3 C17 . 1.421(3) ?
N3 C24 . 1.460(3) ?
N3 C20 . 1.468(3) ?
N4 C30 . 1.394(3) ?
N4 C37 . 1.434(2) ?
N4 C54 . 1.457(3) ?
N5 C38 . 1.271(3) ?
N5 C39 . 1.411(3) ?
N6 C46 . 1.424(3) ?
N6 C53 . 1.450(3) ?
N6 C49 . 1.479(3) ?
C1 C2 . 1.375(4) ?
C1 C6 . 1.384(3) ?
C2 C3 . 1.358(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.362(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.405(5) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.379(4) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.510(3) ?
C7 C26 . 1.525(3) ?
C7 C27 . 1.531(3) ?
C7 C8 . 1.573(3) ?
C8 C9 . 1.518(3) ?
C10 C19 . 1.371(3) ?
C10 C11 . 1.421(3) ?
C11 C12 . 1.417(3) ?
C11 C16 . 1.418(3) ?
C12 C13 . 1.358(3) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.401(4) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.364(3) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.413(3) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.441(3) ?
C17 C18 . 1.370(3) ?
C18 C19 . 1.398(3) ?
C18 H18 . 0.9300 ?
C20 C21 . 1.513(3) ?
C20 H20A . 0.9700 ?
C20 H20B . 0.9700 ?
C21 C22 . 1.521(4) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C23 . 1.507(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.510(3) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 H24A . 0.9700 ?
C24 H24B . 0.9700 ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 H26A . 0.9600 ?
C26 H26B . 0.9600 ?
C26 H26C . 0.9600 ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
C28 C29 . 1.474(4) ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
C29 H29A . 0.9700 ?
C29 H29B . 0.9700 ?
C30 C31 . 1.382(3) ?
C30 C35 . 1.391(3) ?
C31 C32 . 1.375(4) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.374(5) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.403(4) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.368(3) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.514(3) ?
C36 C55 . 1.530(3) ?
C36 C56 . 1.535(3) ?
C36 C37 . 1.568(3) ?
C37 C38 . 1.516(3) ?
C39 C48 . 1.361(3) ?
C39 C40 . 1.426(3) ?
C40 C41 . 1.408(3) ?
C40 C45 . 1.421(3) ?
C41 C42 . 1.366(3) ?
C41 H41 . 0.9300 ?
C42 C43 . 1.382(4) ?
C42 H42 . 0.9300 ?
C43 C44 . 1.369(4) ?
C43 H43 . 0.9300 ?
C44 C45 . 1.421(3) ?
C44 H44 . 0.9300 ?
C45 C46 . 1.432(3) ?
C46 C47 . 1.372(3) ?
C47 C48 . 1.397(3) ?
C47 H47 . 0.9300 ?
C49 C50 . 1.507(3) ?
C49 H49A . 0.9700 ?
C49 H49B . 0.9700 ?
C50 C51 . 1.509(4) ?
C50 H50A . 0.9700 ?
C50 H50B . 0.9700 ?
C51 C52 . 1.520(4) ?
C51 H51A . 0.9700 ?
C51 H51B . 0.9700 ?
C52 C53 . 1.516(3) ?
C52 H52A . 0.9700 ?
C52 H52B . 0.9700 ?
C53 H53A . 0.9700 ?
C53 H53B . 0.9700 ?
C54 H54A . 0.9600 ?
C54 H54B . 0.9600 ?
C54 H54C . 0.9600 ?
C55 H55A . 0.9600 ?
C55 H55B . 0.9600 ?
C55 H55C . 0.9600 ?
C56 H56A . 0.9600 ?
C56 H56B . 0.9600 ?
C56 H56C . 0.9600 ?
C57 C58 . 1.491(4) ?
C57 H57A . 0.9600 ?
C57 H57B . 0.9600 ?
C57 H57C . 0.9600 ?
C58 H58A . 0.9700 ?
C58 H58B . 0.9700 ?
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
C8 N1 C1 C2 . . . . -161.3(3) ?
C25 N1 C1 C2 . . . . -17.6(4) ?
C8 N1 C1 C6 . . . . 18.7(3) ?
C25 N1 C1 C6 . . . . 162.4(2) ?
C6 C1 C2 C3 . . . . 0.4(5) ?
N1 C1 C2 C3 . . . . -179.5(3) ?
C1 C2 C3 C4 . . . . -0.8(6) ?
C2 C3 C4 C5 . . . . 0.2(7) ?
C3 C4 C5 C6 . . . . 0.7(6) ?
C4 C5 C6 C1 . . . . -1.1(5) ?
C4 C5 C6 C7 . . . . 177.0(3) ?
C2 C1 C6 C5 . . . . 0.6(4) ?
N1 C1 C6 C5 . . . . -179.5(2) ?
C2 C1 C6 C7 . . . . -177.9(2) ?
N1 C1 C6 C7 . . . . 2.0(3) ?
C5 C6 C7 C26 . . . . 41.2(4) ?
C1 C6 C7 C26 . . . . -140.6(2) ?
C5 C6 C7 C27 . . . . -81.2(4) ?
C1 C6 C7 C27 . . . . 97.0(2) ?
C5 C6 C7 C8 . . . . 162.5(3) ?
C1 C6 C7 C8 . . . . -19.2(2) ?
C1 N1 C8 O2 . . . . 85.60(19) ?
C25 N1 C8 O2 . . . . -58.5(3) ?
C1 N1 C8 C9 . . . . -156.29(18) ?
C25 N1 C8 C9 . . . . 59.6(3) ?
C1 N1 C8 C7 . . . . -30.4(2) ?
C25 N1 C8 C7 . . . . -174.5(2) ?
C19 O2 C8 N1 . . . . 157.65(16) ?
C19 O2 C8 C9 . . . . 35.4(2) ?
C19 O2 C8 C7 . . . . -90.4(2) ?
C6 C7 C8 N1 . . . . 29.3(2) ?
C26 C7 C8 N1 . . . . 151.6(2) ?
C27 C7 C8 N1 . . . . -85.5(2) ?
C6 C7 C8 O2 . . . . -84.3(2) ?
C26 C7 C8 O2 . . . . 38.0(2) ?
C27 C7 C8 O2 . . . . 160.95(18) ?
C6 C7 C8 C9 . . . . 154.36(19) ?
C26 C7 C8 C9 . . . . -83.3(2) ?
C27 C7 C8 C9 . . . . 39.6(2) ?
C10 N2 C9 O1 . . . . -175.2(2) ?
C10 N2 C9 C8 . . . . 5.7(3) ?
C29 O1 C9 N2 . . . . -0.7(4) ?
C29 O1 C9 C8 . . . . 178.5(2) ?
N1 C8 C9 N2 . . . . -146.3(2) ?
O2 C8 C9 N2 . . . . -28.7(3) ?
C7 C8 C9 N2 . . . . 93.9(3) ?
N1 C8 C9 O1 . . . . 34.5(3) ?
O2 C8 C9 O1 . . . . 152.09(18) ?
C7 C8 C9 O1 . . . . -85.3(2) ?
C9 N2 C10 C19 . . . . 12.3(3) ?
C9 N2 C10 C11 . . . . -170.2(2) ?
C19 C10 C11 C12 . . . . -176.99(19) ?
N2 C10 C11 C12 . . . . 5.5(3) ?
C19 C10 C11 C16 . . . . 1.1(3) ?
N2 C10 C11 C16 . . . . -176.46(17) ?
C16 C11 C12 C13 . . . . -2.2(3) ?
C10 C11 C12 C13 . . . . 175.9(2) ?
C11 C12 C13 C14 . . . . 0.2(3) ?
C12 C13 C14 C15 . . . . 1.4(4) ?
C13 C14 C15 C16 . . . . -0.9(3) ?
C14 C15 C16 C11 . . . . -1.1(3) ?
C14 C15 C16 C17 . . . . -179.15(19) ?
C12 C11 C16 C15 . . . . 2.6(3) ?
C10 C11 C16 C15 . . . . -175.50(18) ?
C12 C11 C16 C17 . . . . -179.29(17) ?
C10 C11 C16 C17 . . . . 2.6(3) ?
C24 N3 C17 C18 . . . . -24.0(3) ?
C20 N3 C17 C18 . . . . 104.1(2) ?
C24 N3 C17 C16 . . . . 154.97(18) ?
C20 N3 C17 C16 . . . . -76.9(2) ?
C15 C16 C17 C18 . . . . 174.30(18) ?
C11 C16 C17 C18 . . . . -3.7(3) ?
C15 C16 C17 N3 . . . . -4.7(3) ?
C11 C16 C17 N3 . . . . 177.25(16) ?
N3 C17 C18 C19 . . . . -179.81(16) ?
C16 C17 C18 C19 . . . . 1.2(3) ?
C8 O2 C19 C10 . . . . -23.0(3) ?
C8 O2 C19 C18 . . . . 159.57(17) ?
N2 C10 C19 O2 . . . . -3.5(3) ?
C11 C10 C19 O2 . . . . 178.95(17) ?
N2 C10 C19 C18 . . . . 173.80(17) ?
C11 C10 C19 C18 . . . . -3.7(3) ?
C17 C18 C19 O2 . . . . -179.98(17) ?
C17 C18 C19 C10 . . . . 2.6(3) ?
C17 N3 C20 C21 . . . . 169.1(2) ?
C24 N3 C20 C21 . . . . -60.1(3) ?
N3 C20 C21 C22 . . . . 56.2(3) ?
C20 C21 C22 C23 . . . . -53.0(3) ?
C21 C22 C23 C24 . . . . 53.8(3) ?
C17 N3 C24 C23 . . . . -170.32(17) ?
C20 N3 C24 C23 . . . . 60.7(2) ?
C22 C23 C24 N3 . . . . -57.9(3) ?
C9 O1 C29 C28 . . . . 174.0(2) ?
C37 N4 C30 C31 . . . . -161.7(2) ?
C54 N4 C30 C31 . . . . -17.3(4) ?
C37 N4 C30 C35 . . . . 19.2(3) ?
C54 N4 C30 C35 . . . . 163.6(2) ?
C35 C30 C31 C32 . . . . -0.2(4) ?
N4 C30 C31 C32 . . . . -179.3(3) ?
C30 C31 C32 C33 . . . . 0.0(6) ?
C31 C32 C33 C34 . . . . -0.2(6) ?
C32 C33 C34 C35 . . . . 0.5(6) ?
C33 C34 C35 C30 . . . . -0.7(5) ?
C33 C34 C35 C36 . . . . 177.2(3) ?
C31 C30 C35 C34 . . . . 0.6(4) ?
N4 C30 C35 C34 . . . . 179.8(2) ?
C31 C30 C35 C36 . . . . -177.8(2) ?
N4 C30 C35 C36 . . . . 1.5(3) ?
C34 C35 C36 C55 . . . . 41.3(4) ?
C30 C35 C36 C55 . . . . -140.6(2) ?
C34 C35 C36 C56 . . . . -80.8(3) ?
C30 C35 C36 C56 . . . . 97.3(2) ?
C34 C35 C36 C37 . . . . 162.9(3) ?
C30 C35 C36 C37 . . . . -19.0(2) ?
C30 N4 C37 O4 . . . . 84.3(2) ?
C54 N4 C37 O4 . . . . -60.1(2) ?
C30 N4 C37 C38 . . . . -157.53(19) ?
C54 N4 C37 C38 . . . . 58.0(3) ?
C30 N4 C37 C36 . . . . -30.6(2) ?
C54 N4 C37 C36 . . . . -175.0(2) ?
C48 O4 C37 N4 . . . . 157.23(16) ?
C48 O4 C37 C38 . . . . 34.8(2) ?
C48 O4 C37 C36 . . . . -91.6(2) ?
C35 C36 C37 N4 . . . . 29.3(2) ?
C55 C36 C37 N4 . . . . 151.12(19) ?
C56 C36 C37 N4 . . . . -86.1(2) ?
C35 C36 C37 O4 . . . . -83.59(19) ?
C55 C36 C37 O4 . . . . 38.2(2) ?
C56 C36 C37 O4 . . . . 160.99(17) ?
C35 C36 C37 C38 . . . . 155.04(18) ?
C55 C36 C37 C38 . . . . -83.2(2) ?
C56 C36 C37 C38 . . . . 39.6(2) ?
C39 N5 C38 O3 . . . . -175.41(19) ?
C39 N5 C38 C37 . . . . 5.3(3) ?
C58 O3 C38 N5 . . . . -0.4(3) ?
C58 O3 C38 C37 . . . . 179.0(2) ?
N4 C37 C38 N5 . . . . -144.9(2) ?
O4 C37 C38 N5 . . . . -27.4(3) ?
C36 C37 C38 N5 . . . . 94.8(3) ?
N4 C37 C38 O3 . . . . 35.7(3) ?
O4 C37 C38 O3 . . . . 153.25(17) ?
C36 C37 C38 O3 . . . . -84.5(2) ?
C38 N5 C39 C48 . . . . 11.3(3) ?
C38 N5 C39 C40 . . . . -172.09(19) ?
C48 C39 C40 C41 . . . . -177.59(19) ?
N5 C39 C40 C41 . . . . 5.7(3) ?
C48 C39 C40 C45 . . . . 1.0(3) ?
N5 C39 C40 C45 . . . . -175.77(18) ?
C45 C40 C41 C42 . . . . -1.7(3) ?
C39 C40 C41 C42 . . . . 176.8(2) ?
C40 C41 C42 C43 . . . . 0.2(4) ?
C41 C42 C43 C44 . . . . 0.8(4) ?
C42 C43 C44 C45 . . . . -0.2(4) ?
C43 C44 C45 C40 . . . . -1.3(3) ?
C43 C44 C45 C46 . . . . 179.9(2) ?
C41 C40 C45 C44 . . . . 2.2(3) ?
C39 C40 C45 C44 . . . . -176.41(18) ?
C41 C40 C45 C46 . . . . -178.97(18) ?
C39 C40 C45 C46 . . . . 2.4(3) ?
C53 N6 C46 C47 . . . . -23.2(3) ?
C49 N6 C46 C47 . . . . 104.6(2) ?
C53 N6 C46 C45 . . . . 155.63(17) ?
C49 N6 C46 C45 . . . . -76.6(2) ?
C44 C45 C46 C47 . . . . 174.77(19) ?
C40 C45 C46 C47 . . . . -4.0(3) ?
C44 C45 C46 N6 . . . . -4.1(3) ?
C40 C45 C46 N6 . . . . 177.08(17) ?
N6 C46 C47 C48 . . . . -178.95(17) ?
C45 C46 C47 C48 . . . . 2.2(3) ?
N5 C39 C48 O4 . . . . -1.8(3) ?
C40 C39 C48 O4 . . . . -178.51(17) ?
N5 C39 C48 C47 . . . . 173.78(18) ?
C40 C39 C48 C47 . . . . -2.9(3) ?
C37 O4 C48 C39 . . . . -23.7(2) ?
C37 O4 C48 C47 . . . . 160.42(16) ?
C46 C47 C48 C39 . . . . 1.3(3) ?
C46 C47 C48 O4 . . . . 177.08(17) ?
C46 N6 C49 C50 . . . . 168.2(2) ?
C53 N6 C49 C50 . . . . -61.0(2) ?
N6 C49 C50 C51 . . . . 57.0(3) ?
C49 C50 C51 C52 . . . . -53.9(3) ?
C50 C51 C52 C53 . . . . 54.1(3) ?
C46 N6 C53 C52 . . . . -170.09(18) ?
C49 N6 C53 C52 . . . . 61.3(2) ?
C51 C52 C53 N6 . . . . -58.0(3) ?
C38 O3 C58 C57 . . . . 177.4(2) ?
