#------------------------------------------------------------------------------
#$Date: 2020-06-03 02:19:00 +0300 (Wed, 03 Jun 2020) $
#$Revision: 252554 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/84/4038455.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_4038455
loop_
_publ_author_name
'Zhang, Mengmeng'
'Lan, Hanyang'
'Li, Nan'
'Zhong, Qidi'
'Zhu, Hao'
'Liu, Chunyan'
'Zhao, Hong-Wu'
_publ_section_title
;
 Photocatalyst-Free Singlet Oxygen-Induced Oxygenation: A Strategy for the
 Preparation of 5-Cyano-2-Pyridones Driven by Blue-Light Irradiation.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00963
_journal_year                    2020
_chemical_formula_moiety         'C40 H38 N2 O2, 0.5(C3 H6 O)'
_chemical_formula_sum            'C41.5 H41 N2 O2.5'
_chemical_formula_weight         607.76
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
????
;
_cell_angle_alpha                90
_cell_angle_beta                 112.216(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.705(8)
_cell_length_b                   18.455(6)
_cell_length_c                   17.774(7)
_cell_measurement_reflns_used    17306
_cell_measurement_temperature    128.15
_cell_measurement_theta_max      27.9263
_cell_measurement_theta_min      1.4982
_cell_volume                     6591(4)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      128.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device
;
Saturn70 (4x4 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Rigaku Saturn 70'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            78677
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.927
_diffrn_reflns_theta_min         1.013
_diffrn_source                   'Rotating Anode'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear(Rigaku, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description       prism
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0055(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     836
_refine_ls_number_reflns         15706
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0647
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0621P)²+0.5955P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1531
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11898
_reflns_number_total             15706
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c00963_si_003.cif
_cod_data_source_block           r20190409e
_cod_original_formula_sum        'C41.50 H41 N2 O2.50'
_cod_database_code               4038455
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.973
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C41(H41),
 C43(H43), C44(H44), C45(H45), C47(H47), C48(H48), C49(H49), C50(H50)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C34(H34A,H34B), C67(H67A,H67B), C74(H74A,H74B)
2.c Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23),
 C24(H24), C25(H25), C26(H26), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33),
  C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C56(H56), C57(H57),
 C58(H58), C59(H59), C60(H60), C62(H62), C63(H63), C64(H64), C65(H65), C66(H66),
  C69(H69), C70(H70), C71(H71), C72(H72), C73(H73), C76(H76), C77(H77),
 C78(H78), C79(H79), C80(H80)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C52(H52A,H52B,H52C), C54(H54A,H54B,
 H54C), C81(H81A,H81B,H81C), C83(H83A,H83B,H83C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.83340(8) 0.07814(8) 0.84145(8) 0.0489(4) Uani 1 1 d . . . . .
O2 O 0.83616(7) 0.42329(8) 0.78612(9) 0.0476(4) Uani 1 1 d . . . . .
N1 N 0.82604(7) 0.25998(8) 0.92907(8) 0.0260(3) Uani 1 1 d . . . . .
N2 N 0.93538(7) 0.25022(7) 0.82162(8) 0.0248(3) Uani 1 1 d . . . . .
C1 C 0.88524(8) 0.21999(9) 0.97755(10) 0.0246(4) Uani 1 1 d . . . . .
H1 H 0.878319 0.189663 1.020320 0.029 Uiso 1 1 calc R . . . .
C2 C 0.90629(8) 0.17305(9) 0.91595(10) 0.0256(4) Uani 1 1 d . . . . .
C3 C 0.98299(8) 0.17677(9) 0.95528(10) 0.0264(4) Uani 1 1 d . . . . .
H3 H 0.995766 0.153947 1.010125 0.032 Uiso 1 1 calc R . . . .
C4 C 0.99111(8) 0.25904(9) 0.97012(10) 0.0254(4) Uani 1 1 d . . . . .
H4 H 1.038116 0.273063 1.003186 0.030 Uiso 1 1 calc R . . . .
C5 C 0.94373(8) 0.27536(9) 1.01392(10) 0.0250(4) Uani 1 1 d . . . . .
H5 H 0.966221 0.270761 1.074269 0.030 Uiso 1 1 calc R . . . .
C6 C 0.92052(8) 0.35335(9) 0.98744(10) 0.0256(4) Uani 1 1 d . . . . .
H6 H 0.961196 0.384565 1.006638 0.031 Uiso 1 1 calc R . . . .
C7 C 0.89999(8) 0.34388(9) 0.89444(10) 0.0249(4) Uani 1 1 d . . . . .
C8 C 0.84382(8) 0.28571(9) 0.86202(10) 0.0257(4) Uani 1 1 d . . . . .
H8 H 0.804347 0.303947 0.815240 0.031 Uiso 1 1 calc R . . . .
C9 C 0.87916(8) 0.22042(9) 0.83728(10) 0.0250(4) Uani 1 1 d . . . . .
H9 H 0.847933 0.192894 0.789667 0.030 Uiso 1 1 calc R . . . .
C10 C 0.96173(8) 0.30204(9) 0.88816(10) 0.0249(4) Uani 1 1 d . . . . .
H10 H 0.995009 0.335720 0.880554 0.030 Uiso 1 1 calc R . . . .
C11 C 0.87695(9) 0.09696(10) 0.90460(11) 0.0312(4) Uani 1 1 d . . . . .
C12 C 0.90232(11) 0.04489(11) 0.97454(13) 0.0454(5) Uani 1 1 d . . . . .
H12A H 0.877312 -0.000595 0.959731 0.068 Uiso 1 1 calc GR . . . .
H12B H 0.896566 0.065966 1.022073 0.068 Uiso 1 1 calc GR . . . .
H12C H 0.949634 0.035307 0.987467 0.068 Uiso 1 1 calc GR . . . .
C13 C 0.88574(9) 0.41475(9) 0.84689(11) 0.0297(4) Uani 1 1 d . . . . .
C14 C 0.93541(11) 0.47482(11) 0.87717(12) 0.0430(5) Uani 1 1 d . . . . .
H14A H 0.928320 0.510242 0.833609 0.064 Uiso 1 1 calc GR . . . .
H14B H 0.980508 0.454945 0.894168 0.064 Uiso 1 1 calc GR . . . .
H14C H 0.929903 0.498575 0.923543 0.064 Uiso 1 1 calc GR . . . .
C15 C 1.02564(9) 0.14057(9) 0.91537(11) 0.0292(4) Uani 1 1 d . . . . .
C16 C 1.00007(10) 0.09486(10) 0.84829(11) 0.0359(4) Uani 1 1 d . . . . .
H16 H 0.953421 0.086792 0.824430 0.043 Uiso 1 1 calc R . . . .
C17 C 1.04146(11) 0.06073(11) 0.81546(13) 0.0430(5) Uani 1 1 d . . . . .
H17 H 1.022815 0.030133 0.769396 0.052 Uiso 1 1 calc R . . . .
C18 C 1.10931(12) 0.07114(12) 0.84948(13) 0.0482(6) Uani 1 1 d . . . . .
H18 H 1.137599 0.047935 0.827133 0.058 Uiso 1 1 calc R . . . .
C19 C 1.13585(11) 0.11601(12) 0.91688(14) 0.0467(5) Uani 1 1 d . . . . .
H19 H 1.182567 0.123540 0.940899 0.056 Uiso 1 1 calc R . . . .
C20 C 1.09420(10) 0.14992(11) 0.94925(12) 0.0375(4) Uani 1 1 d . . . . .
H20 H 1.113058 0.180176 0.995583 0.045 Uiso 1 1 calc R . . . .
C21 C 0.87174(9) 0.38668(9) 1.02019(10) 0.0278(4) Uani 1 1 d . . . . .
C22 C 0.88825(10) 0.38870(10) 1.10415(11) 0.0357(4) Uani 1 1 d . . . . .
H22 H 0.930286 0.370748 1.139400 0.043 Uiso 1 1 calc R . . . .
C23 C 0.84435(11) 0.41648(11) 1.13726(12) 0.0438(5) Uani 1 1 d . . . . .
H23 H 0.856196 0.415959 1.194476 0.053 Uiso 1 1 calc R . . . .
C24 C 0.78409(11) 0.44462(11) 1.08773(12) 0.0418(5) Uani 1 1 d . . . . .
H24 H 0.754003 0.463127 1.110310 0.050 Uiso 1 1 calc R . . . .
C25 C 0.76757(10) 0.44571(10) 1.00408(12) 0.0361(4) Uani 1 1 d . . . . .
H25 H 0.726587 0.466399 0.969390 0.043 Uiso 1 1 calc R . . . .
C26 C 0.81068(9) 0.41677(9) 0.97137(11) 0.0309(4) Uani 1 1 d . . . . .
H26 H 0.798409 0.417374 0.914092 0.037 Uiso 1 1 calc R . . . .
C27 C 0.76337(9) 0.21954(11) 0.90340(11) 0.0335(4) Uani 1 1 d . . . . .
H27A H 0.765764 0.177610 0.869876 0.040 Uiso 1 1 calc R . . . .
H27B H 0.726465 0.251161 0.869511 0.040 Uiso 1 1 calc R . . . .
C28 C 0.74929(8) 0.19294(10) 0.97576(11) 0.0315(4) Uani 1 1 d . . . . .
C29 C 0.75237(9) 0.24022(11) 1.03789(11) 0.0346(4) Uani 1 1 d . . . . .
H29 H 0.763964 0.289520 1.035183 0.042 Uiso 1 1 calc R . . . .
C30 C 0.73861(10) 0.21604(13) 1.10412(12) 0.0437(5) Uani 1 1 d . . . . .
H30 H 0.740384 0.248997 1.145950 0.052 Uiso 1 1 calc R . . . .
C31 C 0.72243(12) 0.14444(15) 1.10922(14) 0.0573(7) Uani 1 1 d . . . . .
H31 H 0.713353 0.127787 1.154556 0.069 Uiso 1 1 calc R . . . .
C32 C 0.71956(14) 0.09731(14) 1.04786(15) 0.0643(7) Uani 1 1 d . . . . .
H32 H 0.708235 0.047975 1.050974 0.077 Uiso 1 1 calc R . . . .
C33 C 0.73298(11) 0.12101(12) 0.98167(13) 0.0479(5) Uani 1 1 d . . . . .
H33 H 0.731017 0.087772 0.940008 0.058 Uiso 1 1 calc R . . . .
C34 C 0.91764(8) 0.28036(10) 0.73964(10) 0.0275(4) Uani 1 1 d . . . . .
H34A H 0.889707 0.324008 0.733890 0.033 Uiso 1 1 calc R . . . .
H34B H 0.891228 0.244283 0.699020 0.033 Uiso 1 1 calc R . . . .
C35 C 0.97870(9) 0.30022(10) 0.72318(10) 0.0281(4) Uani 1 1 d . . . . .
C36 C 0.98383(10) 0.36734(10) 0.68976(11) 0.0356(4) Uani 1 1 d . . . . .
H36 H 0.949113 0.401875 0.679212 0.043 Uiso 1 1 calc R . . . .
C37 C 1.03896(11) 0.38415(12) 0.67180(12) 0.0437(5) Uani 1 1 d . . . . .
H37 H 1.042089 0.430294 0.649826 0.052 Uiso 1 1 calc R . . . .
C38 C 1.08946(10) 0.33404(13) 0.68574(12) 0.0457(5) Uani 1 1 d . . . . .
H38 H 1.126759 0.345202 0.672231 0.055 Uiso 1 1 calc R . . . .
C39 C 1.08531(9) 0.26765(12) 0.71942(11) 0.0396(5) Uani 1 1 d . . . . .
H39 H 1.120017 0.233198 0.729310 0.048 Uiso 1 1 calc R . . . .
C40 C 1.03077(9) 0.25094(10) 0.73890(11) 0.0328(4) Uani 1 1 d . . . . .
H40 H 1.028907 0.205545 0.763155 0.039 Uiso 1 1 calc R . . . .
O3 O 0.65392(7) 0.57176(7) 0.43642(9) 0.0431(3) Uani 1 1 d . . . . .
O4 O 0.64735(7) 0.91998(7) 0.48453(9) 0.0456(4) Uani 1 1 d . . . . .
N3 N 0.65963(7) 0.73549(8) 0.58466(8) 0.0245(3) Uani 1 1 d . . . . .
N4 N 0.55103(7) 0.74461(8) 0.37595(8) 0.0253(3) Uani 1 1 d . . . . .
C41 C 0.64229(8) 0.70994(9) 0.50107(10) 0.0246(4) Uani 1 1 d . . . . .
H41 H 0.682027 0.692226 0.490981 0.029 Uiso 1 1 calc R . . . .
C42 C 0.58684(8) 0.65107(9) 0.48170(10) 0.0246(4) Uani 1 1 d . . . . .
C43 C 0.56541(8) 0.64128(9) 0.55478(10) 0.0250(4) Uani 1 1 d . . . . .
H43 H 0.524489 0.610459 0.534920 0.030 Uiso 1 1 calc R . . . .
C44 C 0.54176(8) 0.71889(9) 0.56022(10) 0.0244(3) Uani 1 1 d . . . . .
H44 H 0.519041 0.723080 0.599592 0.029 Uiso 1 1 calc R . . . .
C45 C 0.59969(8) 0.77516(9) 0.57768(10) 0.0238(3) Uani 1 1 d . . . . .
H45 H 0.606151 0.805445 0.626752 0.029 Uiso 1 1 calc R . . . .
C46 C 0.57893(8) 0.82209(9) 0.49715(10) 0.0249(4) Uani 1 1 d . . . . .
C47 C 0.50218(8) 0.81746(9) 0.46588(10) 0.0255(4) Uani 1 1 d . . . . .
H47 H 0.489469 0.839483 0.509367 0.031 Uiso 1 1 calc R . . . .
C48 C 0.49475(8) 0.73500(9) 0.47258(10) 0.0249(4) Uani 1 1 d . . . . .
H48 H 0.447804 0.720445 0.461884 0.030 Uiso 1 1 calc R . . . .
C49 C 0.52493(8) 0.69218(9) 0.41789(10) 0.0249(4) Uani 1 1 d . . . . .
H49 H 0.492091 0.658186 0.379459 0.030 Uiso 1 1 calc R . . . .
C50 C 0.60650(8) 0.77508(9) 0.44346(10) 0.0243(3) Uani 1 1 d . . . . .
H50 H 0.637618 0.802969 0.424828 0.029 Uiso 1 1 calc R . . . .
C51 C 0.60344(9) 0.58011(10) 0.44942(10) 0.0297(4) Uani 1 1 d . . . . .
C52 C 0.55537(11) 0.51824(11) 0.43586(13) 0.0451(5) Uani 1 1 d . . . . .
H52A H 0.567599 0.479181 0.406794 0.068 Uiso 1 1 calc GR . . . .
H52B H 0.510233 0.535021 0.403527 0.068 Uiso 1 1 calc GR . . . .
H52C H 0.556957 0.500177 0.488409 0.068 Uiso 1 1 calc GR . . . .
C53 C 0.60669(9) 0.89898(10) 0.51165(11) 0.0306(4) Uani 1 1 d . . . . .
C54 C 0.58278(10) 0.94893(10) 0.56153(12) 0.0404(5) Uani 1 1 d . . . . .
H54A H 0.595767 0.929504 0.616694 0.061 Uiso 1 1 calc GR . . . .
H54B H 0.534197 0.952983 0.536617 0.061 Uiso 1 1 calc GR . . . .
H54C H 0.602750 0.996914 0.563830 0.061 Uiso 1 1 calc GR . . . .
C55 C 0.61247(9) 0.60592(9) 0.63226(10) 0.0277(4) Uani 1 1 d . . . . .
C56 C 0.67411(9) 0.57733(10) 0.64108(11) 0.0341(4) Uani 1 1 d . . . . .
H56 H 0.689647 0.582585 0.598070 0.041 Uiso 1 1 calc R . . . .
C57 C 0.71314(11) 0.54150(12) 0.71101(12) 0.0443(5) Uani 1 1 d . . . . .
H57 H 0.754774 0.521723 0.715392 0.053 Uiso 1 1 calc R . . . .
C58 C 0.69177(12) 0.53432(13) 0.77474(13) 0.0534(6) Uani 1 1 d . . . . .
H58 H 0.718557 0.509573 0.822884 0.064 Uiso 1 1 calc R . . . .
C59 C 0.63129(13) 0.56333(14) 0.76796(13) 0.0564(6) Uani 1 1 d . . . . .
H59 H 0.616669 0.559263 0.811863 0.068 Uiso 1 1 calc R . . . .
C60 C 0.59192(10) 0.59835(11) 0.69719(11) 0.0388(5) Uani 1 1 d . . . . .
H60 H 0.550111 0.617578 0.692854 0.047 Uiso 1 1 calc R . . . .
C61 C 0.45950(9) 0.85474(9) 0.38755(10) 0.0289(4) Uani 1 1 d . . . . .
C62 C 0.39038(9) 0.85148(10) 0.36358(12) 0.0365(4) Uani 1 1 d . . . . .
H62 H 0.371639 0.824366 0.395118 0.044 Uiso 1 1 calc R . . . .
C63 C 0.34874(11) 0.88726(12) 0.29438(13) 0.0480(6) Uani 1 1 d . . . . .
H63 H 0.301852 0.884102 0.278791 0.058 Uiso 1 1 calc R . . . .
C64 C 0.37504(12) 0.92758(12) 0.24784(12) 0.0484(6) Uani 1 1 d . . . . .
H64 H 0.346501 0.952143 0.200528 0.058 Uiso 1 1 calc R . . . .
C65 C 0.44300(11) 0.93156(11) 0.27105(12) 0.0430(5) Uani 1 1 d . . . . .
H65 H 0.461474 0.959151 0.239573 0.052 Uiso 1 1 calc R . . . .
C66 C 0.48494(10) 0.89553(10) 0.34024(11) 0.0353(4) Uani 1 1 d . . . . .
H66 H 0.531770 0.898879 0.355378 0.042 Uiso 1 1 calc R . . . .
C67 C 0.72193(8) 0.77715(10) 0.61489(10) 0.0298(4) Uani 1 1 d . . . . .
H67A H 0.720790 0.814484 0.574387 0.036 Uiso 1 1 calc R . . . .
H67B H 0.759805 0.744341 0.621949 0.036 Uiso 1 1 calc R . . . .
C68 C 0.73209(8) 0.81316(10) 0.69461(11) 0.0304(4) Uani 1 1 d . . . . .
C69 C 0.73147(9) 0.77331(11) 0.76097(11) 0.0364(4) Uani 1 1 d . . . . .
H69 H 0.725526 0.722267 0.756656 0.044 Uiso 1 1 calc R . . . .
C70 C 0.73953(10) 0.80813(14) 0.83337(12) 0.0475(6) Uani 1 1 d . . . . .
H70 H 0.738408 0.780825 0.878140 0.057 Uiso 1 1 calc R . . . .
C71 C 0.74922(10) 0.88262(15) 0.84077(14) 0.0533(6) Uani 1 1 d . . . . .
H71 H 0.754988 0.906136 0.890530 0.064 Uiso 1 1 calc R . . . .
C72 C 0.75041(10) 0.92209(13) 0.77584(15) 0.0516(6) Uani 1 1 d . . . . .
H72 H 0.757326 0.972983 0.780728 0.062 Uiso 1 1 calc R . . . .
C73 C 0.74151(9) 0.88761(11) 0.70311(13) 0.0388(5) Uani 1 1 d . . . . .
H73 H 0.741872 0.915427 0.658309 0.047 Uiso 1 1 calc R . . . .
C74 C 0.57028(9) 0.71452(10) 0.31124(10) 0.0281(4) Uani 1 1 d . . . . .
H74A H 0.600641 0.672938 0.333010 0.034 Uiso 1 1 calc R . . . .
H74B H 0.594580 0.751865 0.293399 0.034 Uiso 1 1 calc R . . . .
C75 C 0.51083(9) 0.69005(10) 0.23974(10) 0.0281(4) Uani 1 1 d . . . . .
C76 C 0.50720(11) 0.62060(11) 0.20859(12) 0.0416(5) Uani 1 1 d . . . . .
H76 H 0.542323 0.587324 0.234101 0.050 Uiso 1 1 calc R . . . .
C77 C 0.45307(13) 0.59901(14) 0.14077(13) 0.0558(6) Uani 1 1 d . . . . .
H77 H 0.450726 0.550953 0.120705 0.067 Uiso 1 1 calc R . . . .
C78 C 0.40271(12) 0.64751(16) 0.10263(13) 0.0578(7) Uani 1 1 d . . . . .
H78 H 0.365912 0.633181 0.055561 0.069 Uiso 1 1 calc R . . . .
C79 C 0.40561(10) 0.71685(14) 0.13262(12) 0.0476(6) Uani 1 1 d . . . . .
H79 H 0.370978 0.750321 0.105872 0.057 Uiso 1 1 calc R . . . .
C80 C 0.45876(9) 0.73785(11) 0.20151(11) 0.0355(4) Uani 1 1 d . . . . .
H80 H 0.459724 0.785210 0.222876 0.043 Uiso 1 1 calc R . . . .
O5 O 0.91123(10) 0.59322(12) 0.99920(13) 0.0843(7) Uani 1 1 d . . . . .
C81 C 0.86986(14) 0.61444(19) 1.10067(17) 0.0806(9) Uani 1 1 d . . . . .
H81A H 0.908945 0.586870 1.135085 0.121 Uiso 1 1 calc GR . . . .
H81B H 0.829597 0.592599 1.103369 0.121 Uiso 1 1 calc GR . . . .
H81C H 0.873764 0.664661 1.119847 0.121 Uiso 1 1 calc GR . . . .
C82 C 0.86578(12) 0.61325(12) 1.01616(14) 0.0499(6) Uani 1 1 d . . . . .
C83 C 0.80240(19) 0.6403(2) 0.9553(2) 0.1148(14) Uani 1 1 d . . . . .
H83A H 0.796538 0.691313 0.966245 0.172 Uiso 1 1 calc GR . . . .
H83B H 0.765361 0.611769 0.958425 0.172 Uiso 1 1 calc GR . . . .
H83C H 0.803303 0.635640 0.900760 0.172 Uiso 1 1 calc GR . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 101.64(13) . . ?
C1 N1 C27 115.85(14) . . ?
C8 N1 C27 114.29(13) . . ?
C9 N2 C10 101.09(13) . . ?
C9 N2 C34 114.08(13) . . ?
C10 N2 C34 115.55(14) . . ?
N1 C1 H1 112.5 . . ?
N1 C1 C2 106.77(13) . . ?
N1 C1 C5 108.14(13) . . ?
C2 C1 H1 112.5 . . ?
C5 C1 H1 112.5 . . ?
C5 C1 C2 103.89(13) . . ?
C3 C2 C1 101.83(13) . . ?
C3 C2 C9 110.93(14) . . ?
C9 C2 C1 101.64(13) . . ?
C11 C2 C1 112.22(14) . . ?
C11 C2 C3 115.21(14) . . ?
C11 C2 C9 113.57(14) . . ?
C2 C3 H3 106.1 . . ?
C4 C3 C2 98.94(13) . . ?
C4 C3 H3 106.1 . . ?
C15 C3 C2 120.83(15) . . ?
C15 C3 H3 106.1 . . ?
C15 C3 C4 117.62(15) . . ?
C3 C4 H4 112.4 . . ?
C3 C4 C10 111.11(13) . . ?
C5 C4 C3 103.00(13) . . ?
C5 C4 H4 112.4 . . ?
C5 C4 C10 104.87(13) . . ?
C10 C4 H4 112.4 . . ?
C1 C5 H5 112.2 . . ?
C4 C5 C1 104.86(13) . . ?
C4 C5 H5 112.2 . . ?
C4 C5 C6 103.47(13) . . ?
C6 C5 C1 111.31(13) . . ?
C6 C5 H5 112.2 . . ?
C5 C6 H6 106.8 . . ?
C5 C6 C7 98.60(13) . . ?
C7 C6 H6 106.8 . . ?
C21 C6 C5 117.18(14) . . ?
C21 C6 H6 106.8 . . ?
C21 C6 C7 119.58(14) . . ?
C6 C7 C8 109.91(13) . . ?
C6 C7 C10 102.70(13) . . ?
C8 C7 C10 101.65(13) . . ?
C13 C7 C6 114.24(14) . . ?
C13 C7 C8 114.76(14) . . ?
C13 C7 C10 112.22(14) . . ?
N1 C8 C7 109.38(13) . . ?
N1 C8 H8 112.3 . . ?
N1 C8 C9 106.55(13) . . ?
C7 C8 H8 112.3 . . ?
C7 C8 C9 103.52(13) . . ?
C9 C8 H8 112.3 . . ?
N2 C9 C2 108.80(13) . . ?
N2 C9 C8 107.18(13) . . ?
N2 C9 H9 112.2 . . ?
C2 C9 C8 103.67(13) . . ?
C2 C9 H9 112.2 . . ?
C8 C9 H9 112.2 . . ?
N2 C10 C4 108.57(13) . . ?
N2 C10 C7 107.05(13) . . ?
N2 C10 H10 112.3 . . ?
C4 C10 C7 103.80(13) . . ?
C4 C10 H10 112.3 . . ?
C7 C10 H10 112.3 . . ?
O1 C11 C2 121.79(16) . . ?
O1 C11 C12 119.76(17) . . ?
C12 C11 C2 118.44(16) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 C7 122.08(17) . . ?
O2 C13 C14 119.99(17) . . ?
C14 C13 C7 117.93(15) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C3 123.41(17) . . ?
C20 C15 C3 119.05(16) . . ?
C20 C15 C16 117.46(17) . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.39(19) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.3(2) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.16(19) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(2) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 121.49(19) . . ?
C15 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C6 119.08(16) . . ?
C26 C21 C6 123.97(15) . . ?
C26 C21 C22 116.94(16) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.39(18) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.41(18) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.26(18) . . ?
C25 C24 H24 120.4 . . ?
C24 C25 H25 119.9 . . ?
C26 C25 C24 120.12(18) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 119.1 . . ?
C25 C26 C21 121.81(17) . . ?
C25 C26 H26 119.1 . . ?
N1 C27 H27A 109.4 . . ?
N1 C27 H27B 109.4 . . ?
N1 C27 C28 111.29(14) . . ?
H27A C27 H27B 108.0 . . ?
C28 C27 H27A 109.4 . . ?
C28 C27 H27B 109.4 . . ?
C29 C28 C27 120.52(17) . . ?
C33 C28 C27 120.95(18) . . ?
C33 C28 C29 118.53(18) . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.62(19) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 119.9 . . ?
C31 C30 C29 120.3(2) . . ?
C31 C30 H30 119.9 . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.3(2) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 H32 119.6 . . ?
C31 C32 C33 120.8(2) . . ?
C33 C32 H32 119.6 . . ?
C28 C33 H33 119.7 . . ?
C32 C33 C28 120.5(2) . . ?
C32 C33 H33 119.7 . . ?
N2 C34 H34A 109.3 . . ?
N2 C34 H34B 109.3 . . ?
N2 C34 C35 111.41(14) . . ?
H34A C34 H34B 108.0 . . ?
C35 C34 H34A 109.3 . . ?
C35 C34 H34B 109.3 . . ?
C36 C35 C34 121.06(16) . . ?
C40 C35 C34 120.56(16) . . ?
C40 C35 C36 118.36(17) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 C35 120.77(19) . . ?
C37 C36 H36 119.6 . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.3(2) . . ?
C38 C37 H37 119.9 . . ?
C37 C38 H38 120.2 . . ?
C39 C38 C37 119.57(19) . . ?
C39 C38 H38 120.2 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.44(19) . . ?
C40 C39 H39 119.8 . . ?
C35 C40 H40 119.7 . . ?
C39 C40 C35 120.55(18) . . ?
C39 C40 H40 119.7 . . ?
C41 N3 C67 112.77(13) . . ?
C45 N3 C41 101.34(12) . . ?
C45 N3 C67 115.92(14) . . ?
C49 N4 C74 115.35(14) . . ?
C50 N4 C49 101.24(13) . . ?
C50 N4 C74 113.54(14) . . ?
N3 C41 H41 112.2 . . ?
N3 C41 C42 109.19(13) . . ?
N3 C41 C50 106.68(13) . . ?
C42 C41 H41 112.2 . . ?
C42 C41 C50 103.74(13) . . ?
C50 C41 H41 112.2 . . ?
C41 C42 C49 101.49(13) . . ?
C43 C42 C41 110.36(13) . . ?
C43 C42 C49 102.36(13) . . ?
C51 C42 C41 114.09(14) . . ?
C51 C42 C43 113.82(14) . . ?
C51 C42 C49 113.47(14) . . ?
C42 C43 H43 106.2 . . ?
C44 C43 C42 99.06(13) . . ?
C44 C43 H43 106.2 . . ?
C55 C43 C42 119.97(15) . . ?
C55 C43 H43 106.2 . . ?
C55 C43 C44 118.03(14) . . ?
C43 C44 H44 112.4 . . ?
C43 C44 C45 111.57(13) . . ?
C45 C44 H44 112.4 . . ?
C48 C44 C43 103.09(13) . . ?
C48 C44 H44 112.4 . . ?
C48 C44 C45 104.38(13) . . ?
N3 C45 C44 107.90(13) . . ?
N3 C45 H45 112.4 . . ?
N3 C45 C46 106.93(13) . . ?
C44 C45 H45 112.4 . . ?
C44 C45 C46 104.48(12) . . ?
C46 C45 H45 112.4 . . ?
C47 C46 C45 101.19(13) . . ?
C47 C46 C50 110.99(13) . . ?
C50 C46 C45 101.76(13) . . ?
C53 C46 C45 113.36(13) . . ?
C53 C46 C47 114.53(14) . . ?
C53 C46 C50 113.63(14) . . ?
C46 C47 H47 105.9 . . ?
C48 C47 C46 99.03(13) . . ?
C48 C47 H47 105.9 . . ?
C61 C47 C46 120.45(14) . . ?
C61 C47 H47 105.9 . . ?
C61 C47 C48 118.32(14) . . ?
C44 C48 C47 102.77(13) . . ?
C44 C48 H48 112.3 . . ?
C44 C48 C49 104.90(13) . . ?
C47 C48 H48 112.3 . . ?
C47 C48 C49 111.59(14) . . ?
C49 C48 H48 112.3 . . ?
N4 C49 C42 107.15(13) . . ?
N4 C49 C48 108.35(13) . . ?
N4 C49 H49 112.4 . . ?
C42 C49 H49 112.4 . . ?
C48 C49 C42 103.67(13) . . ?
C48 C49 H49 112.4 . . ?
N4 C50 C41 106.95(13) . . ?
N4 C50 C46 109.22(13) . . ?
N4 C50 H50 112.2 . . ?
C41 C50 H50 112.2 . . ?
C46 C50 C41 103.54(13) . . ?
C46 C50 H50 112.2 . . ?
O3 C51 C42 122.65(17) . . ?
O3 C51 C52 119.70(17) . . ?
C52 C51 C42 117.63(16) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O4 C53 C46 121.89(17) . . ?
O4 C53 C54 120.16(17) . . ?
C54 C53 C46 117.94(16) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C56 C55 C43 123.65(16) . . ?
C56 C55 C60 117.67(16) . . ?
C60 C55 C43 118.60(16) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 C55 121.35(18) . . ?
C57 C56 H56 119.3 . . ?
C56 C57 H57 119.9 . . ?
C56 C57 C58 120.1(2) . . ?
C58 C57 H57 119.9 . . ?
C57 C58 H58 120.2 . . ?
C59 C58 C57 119.59(19) . . ?
C59 C58 H58 120.2 . . ?
C58 C59 H59 120.0 . . ?
C58 C59 C60 120.0(2) . . ?
C60 C59 H59 120.0 . . ?
C55 C60 H60 119.4 . . ?
C59 C60 C55 121.23(19) . . ?
C59 C60 H60 119.4 . . ?
C62 C61 C47 118.28(16) . . ?
C66 C61 C47 123.87(16) . . ?
C66 C61 C62 117.75(17) . . ?
C61 C62 H62 119.5 . . ?
C63 C62 C61 121.0(2) . . ?
C63 C62 H62 119.5 . . ?
C62 C63 H63 119.8 . . ?
C64 C63 C62 120.5(2) . . ?
C64 C63 H63 119.8 . . ?
C63 C64 H64 120.4 . . ?
C65 C64 C63 119.14(19) . . ?
C65 C64 H64 120.4 . . ?
C64 C65 H65 119.7 . . ?
C64 C65 C66 120.6(2) . . ?
C66 C65 H65 119.7 . . ?
C61 C66 C65 121.12(19) . . ?
C61 C66 H66 119.4 . . ?
C65 C66 H66 119.4 . . ?
N3 C67 H67A 109.4 . . ?
N3 C67 H67B 109.4 . . ?
N3 C67 C68 111.26(14) . . ?
H67A C67 H67B 108.0 . . ?
C68 C67 H67A 109.4 . . ?
C68 C67 H67B 109.4 . . ?
C69 C68 C67 121.26(17) . . ?
C73 C68 C67 120.19(17) . . ?
C73 C68 C69 118.54(18) . . ?
C68 C69 H69 119.9 . . ?
C70 C69 C68 120.1(2) . . ?
C70 C69 H69 119.9 . . ?
C69 C70 H70 119.8 . . ?
C69 C70 C71 120.5(2) . . ?
C71 C70 H70 119.8 . . ?
C70 C71 H71 120.1 . . ?
C72 C71 C70 119.7(2) . . ?
C72 C71 H71 120.1 . . ?
C71 C72 H72 120.0 . . ?
C71 C72 C73 120.0(2) . . ?
C73 C72 H72 120.0 . . ?
C68 C73 H73 119.4 . . ?
C72 C73 C68 121.2(2) . . ?
C72 C73 H73 119.4 . . ?
N4 C74 H74A 109.3 . . ?
N4 C74 H74B 109.3 . . ?
N4 C74 C75 111.61(14) . . ?
H74A C74 H74B 108.0 . . ?
C75 C74 H74A 109.3 . . ?
C75 C74 H74B 109.3 . . ?
C76 C75 C74 121.20(17) . . ?
C76 C75 C80 118.55(17) . . ?
C80 C75 C74 120.21(17) . . ?
C75 C76 H76 119.5 . . ?
C77 C76 C75 121.0(2) . . ?
C77 C76 H76 119.5 . . ?
C76 C77 H77 120.2 . . ?
C78 C77 C76 119.7(2) . . ?
C78 C77 H77 120.2 . . ?
C77 C78 H78 120.0 . . ?
C77 C78 C79 120.1(2) . . ?
C79 C78 H78 120.0 . . ?
C78 C79 H79 119.9 . . ?
C78 C79 C80 120.2(2) . . ?
C80 C79 H79 119.9 . . ?
C75 C80 H80 119.8 . . ?
C79 C80 C75 120.4(2) . . ?
C79 C80 H80 119.8 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C82 C81 H81A 109.5 . . ?
C82 C81 H81B 109.5 . . ?
C82 C81 H81C 109.5 . . ?
O5 C82 C81 121.7(2) . . ?
O5 C82 C83 123.3(3) . . ?
C81 C82 C83 115.0(3) . . ?
C82 C83 H83A 109.5 . . ?
C82 C83 H83B 109.5 . . ?
C82 C83 H83C 109.5 . . ?
H83A C83 H83B 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.213(2) . ?
O2 C13 1.213(2) . ?
N1 C1 1.449(2) . ?
N1 C8 1.464(2) . ?
N1 C27 1.465(2) . ?
N2 C9 1.458(2) . ?
N2 C10 1.459(2) . ?
N2 C34 1.468(2) . ?
C1 H1 1.0000 . ?
C1 C2 1.593(2) . ?
C1 C5 1.566(2) . ?
C2 C3 1.544(2) . ?
C2 C9 1.563(2) . ?
C2 C11 1.524(2) . ?
C3 H3 1.0000 . ?
C3 C4 1.540(2) . ?
C3 C15 1.518(2) . ?
C4 H4 1.0000 . ?
C4 C5 1.536(2) . ?
C4 C10 1.567(2) . ?
C5 H5 1.0000 . ?
C5 C6 1.539(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.550(2) . ?
C6 C21 1.518(2) . ?
C7 C8 1.562(2) . ?
C7 C10 1.587(2) . ?
C7 C13 1.524(2) . ?
C8 H8 1.0000 . ?
C8 C9 1.578(2) . ?
C9 H9 1.0000 . ?
C10 H10 1.0000 . ?
C11 C12 1.501(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.497(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.393(3) . ?
C15 C20 1.389(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.378(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.397(2) . ?
C21 C26 1.396(2) . ?
C22 H22 0.9500 . ?
C22 C23 1.393(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.373(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.382(3) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.512(3) . ?
C28 C29 1.389(3) . ?
C28 C33 1.388(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.393(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.379(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.378(4) . ?
C32 H32 0.9500 . ?
C32 C33 1.385(3) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.507(2) . ?
C35 C36 1.396(3) . ?
C35 C40 1.394(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.385(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.383(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.381(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.388(3) . ?
C40 H40 0.9500 . ?
O3 C51 1.212(2) . ?
O4 C53 1.218(2) . ?
N3 C41 1.466(2) . ?
N3 C45 1.457(2) . ?
N3 C67 1.469(2) . ?
N4 C49 1.460(2) . ?
N4 C50 1.454(2) . ?
N4 C74 1.473(2) . ?
C41 H41 1.0000 . ?
C41 C42 1.560(2) . ?
C41 C50 1.580(2) . ?
C42 C43 1.547(2) . ?
C42 C49 1.586(2) . ?
C42 C51 1.527(2) . ?
C43 H43 1.0000 . ?
C43 C44 1.537(2) . ?
C43 C55 1.517(2) . ?
C44 H44 1.0000 . ?
C44 C45 1.568(2) . ?
C44 C48 1.534(2) . ?
C45 H45 1.0000 . ?
C45 C46 1.586(2) . ?
C46 C47 1.546(2) . ?
C46 C50 1.566(2) . ?
C46 C53 1.525(2) . ?
C47 H47 1.0000 . ?
C47 C48 1.540(2) . ?
C47 C61 1.515(2) . ?
C48 H48 1.0000 . ?
C48 C49 1.575(2) . ?
C49 H49 1.0000 . ?
C50 H50 1.0000 . ?
C51 C52 1.503(3) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 C54 1.501(3) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 C56 1.391(3) . ?
C55 C60 1.393(3) . ?
C56 H56 0.9500 . ?
C56 C57 1.380(3) . ?
C57 H57 0.9500 . ?
C57 C58 1.383(3) . ?
C58 H58 0.9500 . ?
C58 C59 1.380(3) . ?
C59 H59 0.9500 . ?
C59 C60 1.385(3) . ?
C60 H60 0.9500 . ?
C61 C62 1.397(3) . ?
C61 C66 1.389(3) . ?
C62 H62 0.9500 . ?
C62 C63 1.388(3) . ?
C63 H63 0.9500 . ?
C63 C64 1.386(3) . ?
C64 H64 0.9500 . ?
C64 C65 1.375(3) . ?
C65 H65 0.9500 . ?
C65 C66 1.392(3) . ?
C66 H66 0.9500 . ?
C67 H67A 0.9900 . ?
C67 H67B 0.9900 . ?
C67 C68 1.504(2) . ?
C68 C69 1.394(3) . ?
C68 C73 1.389(3) . ?
C69 H69 0.9500 . ?
C69 C70 1.389(3) . ?
C70 H70 0.9500 . ?
C70 C71 1.389(3) . ?
C71 H71 0.9500 . ?
C71 C72 1.373(4) . ?
C72 H72 0.9500 . ?
C72 C73 1.387(3) . ?
C73 H73 0.9500 . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C74 C75 1.498(2) . ?
C75 C76 1.387(3) . ?
C75 C80 1.392(3) . ?
C76 H76 0.9500 . ?
C76 C77 1.386(3) . ?
C77 H77 0.9500 . ?
C77 C78 1.377(4) . ?
C78 H78 0.9500 . ?
C78 C79 1.378(4) . ?
C79 H79 0.9500 . ?
C79 C80 1.383(3) . ?
C80 H80 0.9500 . ?
O5 C82 1.194(3) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C81 C82 1.471(3) . ?
C82 C83 1.479(4) . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 143.06(13) . . . . ?
N1 C1 C2 C9 28.50(16) . . . . ?
N1 C1 C2 C11 -93.18(16) . . . . ?
N1 C1 C5 C4 -111.16(14) . . . . ?
N1 C1 C5 C6 0.07(18) . . . . ?
N1 C8 C9 N2 -138.99(13) . . . . ?
N1 C8 C9 C2 -24.00(16) . . . . ?
N1 C27 C28 C29 50.4(2) . . . . ?
N1 C27 C28 C33 -129.67(19) . . . . ?
N2 C34 C35 C36 -132.29(17) . . . . ?
N2 C34 C35 C40 49.6(2) . . . . ?
C1 N1 C8 C7 -69.12(15) . . . . ?
C1 N1 C8 C9 42.17(15) . . . . ?
C1 N1 C27 C28 60.7(2) . . . . ?
C1 C2 C3 C4 -48.40(15) . . . . ?
C1 C2 C3 C15 -178.22(14) . . . . ?
C1 C2 C9 N2 111.48(14) . . . . ?
C1 C2 C9 C8 -2.35(15) . . . . ?
C1 C2 C11 O1 109.8(2) . . . . ?
C1 C2 C11 C12 -69.1(2) . . . . ?
C1 C5 C6 C7 -62.23(16) . . . . ?
C1 C5 C6 C21 67.48(18) . . . . ?
C2 C1 C5 C4 2.03(16) . . . . ?
C2 C1 C5 C6 113.26(14) . . . . ?
C2 C3 C4 C5 50.64(15) . . . . ?
C2 C3 C4 C10 -61.17(16) . . . . ?
C2 C3 C15 C16 -8.5(3) . . . . ?
C2 C3 C15 C20 174.99(16) . . . . ?
C3 C2 C9 N2 3.85(18) . . . . ?
C3 C2 C9 C8 -109.98(15) . . . . ?
C3 C2 C11 O1 -134.26(19) . . . . ?
C3 C2 C11 C12 46.8(2) . . . . ?
C3 C4 C5 C1 -32.52(16) . . . . ?
C3 C4 C5 C6 -149.27(13) . . . . ?
C3 C4 C10 N2 -0.17(18) . . . . ?
C3 C4 C10 C7 113.47(14) . . . . ?
C3 C15 C16 C17 -177.65(17) . . . . ?
C3 C15 C20 C19 177.76(18) . . . . ?
C4 C3 C15 C16 -129.57(18) . . . . ?
C4 C3 C15 C20 53.9(2) . . . . ?
C4 C5 C6 C7 49.89(15) . . . . ?
C4 C5 C6 C21 179.59(14) . . . . ?
C5 C1 C2 C3 28.89(15) . . . . ?
C5 C1 C2 C9 -85.68(14) . . . . ?
C5 C1 C2 C11 152.64(14) . . . . ?
C5 C4 C10 N2 -110.78(14) . . . . ?
C5 C4 C10 C7 2.86(16) . . . . ?
C5 C6 C7 C8 60.25(16) . . . . ?
C5 C6 C7 C10 -47.31(15) . . . . ?
C5 C6 C7 C13 -169.09(14) . . . . ?
C5 C6 C21 C22 55.0(2) . . . . ?
C5 C6 C21 C26 -125.77(18) . . . . ?
C6 C7 C8 N1 2.14(18) . . . . ?
C6 C7 C8 C9 -111.14(14) . . . . ?
C6 C7 C10 N2 142.52(13) . . . . ?
C6 C7 C10 C4 27.79(16) . . . . ?
C6 C7 C13 O2 -132.03(18) . . . . ?
C6 C7 C13 C14 48.2(2) . . . . ?
C6 C21 C22 C23 -177.84(18) . . . . ?
C6 C21 C26 C25 179.20(17) . . . . ?
C7 C6 C21 C22 173.99(16) . . . . ?
C7 C6 C21 C26 -6.8(2) . . . . ?
C7 C8 C9 N2 -23.68(16) . . . . ?
C7 C8 C9 C2 91.31(14) . . . . ?
C8 N1 C1 C2 -44.05(15) . . . . ?
C8 N1 C1 C5 67.20(15) . . . . ?
C8 N1 C27 C28 178.38(15) . . . . ?
C8 C7 C10 N2 28.76(16) . . . . ?
C8 C7 C10 C4 -85.97(14) . . . . ?
C8 C7 C13 O2 -3.8(2) . . . . ?
C8 C7 C13 C14 176.46(16) . . . . ?
C9 N2 C10 C4 67.63(15) . . . . ?
C9 N2 C10 C7 -43.86(15) . . . . ?
C9 N2 C34 C35 -171.72(14) . . . . ?
C9 C2 C3 C4 59.11(16) . . . . ?
C9 C2 C3 C15 -70.72(19) . . . . ?
C9 C2 C11 O1 -4.8(3) . . . . ?
C9 C2 C11 C12 176.32(16) . . . . ?
C10 N2 C9 C2 -69.84(15) . . . . ?
C10 N2 C9 C8 41.66(15) . . . . ?
C10 N2 C34 C35 71.71(18) . . . . ?
C10 C4 C5 C1 83.83(15) . . . . ?
C10 C4 C5 C6 -32.92(16) . . . . ?
C10 C7 C8 N1 110.41(14) . . . . ?
C10 C7 C8 C9 -2.87(15) . . . . ?
C10 C7 C13 O2 111.58(19) . . . . ?
C10 C7 C13 C14 -68.2(2) . . . . ?
C11 C2 C3 C4 -170.11(14) . . . . ?
C11 C2 C3 C15 60.1(2) . . . . ?
C11 C2 C9 N2 -127.79(15) . . . . ?
C11 C2 C9 C8 118.39(15) . . . . ?
C13 C7 C8 N1 -128.24(15) . . . . ?
C13 C7 C8 C9 118.48(15) . . . . ?
C13 C7 C10 N2 -94.34(16) . . . . ?
C13 C7 C10 C4 150.93(14) . . . . ?
C15 C3 C4 C5 -177.46(14) . . . . ?
C15 C3 C4 C10 70.73(18) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C16 C15 C20 C19 1.0(3) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C17 C18 C19 C20 -0.1(3) . . . . ?
C18 C19 C20 C15 -0.5(3) . . . . ?
C20 C15 C16 C17 -1.1(3) . . . . ?
C21 C6 C7 C8 -67.85(19) . . . . ?
C21 C6 C7 C10 -175.41(14) . . . . ?
C21 C6 C7 C13 62.8(2) . . . . ?
C21 C22 C23 C24 -1.8(3) . . . . ?
C22 C21 C26 C25 -1.5(3) . . . . ?
C22 C23 C24 C25 -0.6(3) . . . . ?
C23 C24 C25 C26 1.9(3) . . . . ?
C24 C25 C26 C21 -0.8(3) . . . . ?
C26 C21 C22 C23 2.9(3) . . . . ?
C27 N1 C1 C2 80.45(17) . . . . ?
C27 N1 C1 C5 -168.29(14) . . . . ?
C27 N1 C8 C7 165.34(14) . . . . ?
C27 N1 C8 C9 -83.37(17) . . . . ?
C27 C28 C29 C30 179.20(17) . . . . ?
C27 C28 C33 C32 -179.4(2) . . . . ?
C28 C29 C30 C31 0.7(3) . . . . ?
C29 C28 C33 C32 0.6(3) . . . . ?
C29 C30 C31 C32 -0.5(3) . . . . ?
C30 C31 C32 C33 0.3(4) . . . . ?
C31 C32 C33 C28 -0.3(4) . . . . ?
C33 C28 C29 C30 -0.7(3) . . . . ?
C34 N2 C9 C2 165.47(13) . . . . ?
C34 N2 C9 C8 -83.02(16) . . . . ?
C34 N2 C10 C4 -168.69(13) . . . . ?
C34 N2 C10 C7 79.82(16) . . . . ?
C34 C35 C36 C37 -177.44(17) . . . . ?
C34 C35 C40 C39 176.29(16) . . . . ?
C35 C36 C37 C38 0.9(3) . . . . ?
C36 C35 C40 C39 -1.9(3) . . . . ?
C36 C37 C38 C39 -1.5(3) . . . . ?
C37 C38 C39 C40 0.3(3) . . . . ?
C38 C39 C40 C35 1.4(3) . . . . ?
C40 C35 C36 C37 0.8(3) . . . . ?
N3 C41 C42 C43 2.86(18) . . . . ?
N3 C41 C42 C49 110.82(14) . . . . ?
N3 C41 C42 C51 -126.77(14) . . . . ?
N3 C41 C50 N4 -139.09(13) . . . . ?
N3 C41 C50 C46 -23.79(16) . . . . ?
N3 C45 C46 C47 143.30(13) . . . . ?
N3 C45 C46 C50 28.83(16) . . . . ?
N3 C45 C46 C53 -93.58(16) . . . . ?
N3 C67 C68 C69 55.0(2) . . . . ?
N3 C67 C68 C73 -124.16(17) . . . . ?
N4 C74 C75 C76 -127.07(18) . . . . ?
N4 C74 C75 C80 55.0(2) . . . . ?
C41 N3 C45 C44 67.74(15) . . . . ?
C41 N3 C45 C46 -44.16(15) . . . . ?
C41 N3 C67 C68 170.21(14) . . . . ?
C41 C42 C43 C44 59.53(16) . . . . ?
C41 C42 C43 C55 -70.36(19) . . . . ?
C41 C42 C49 N4 28.46(16) . . . . ?
C41 C42 C49 C48 -86.00(14) . . . . ?
C41 C42 C51 O3 -3.4(2) . . . . ?
C41 C42 C51 C52 174.94(15) . . . . ?
C42 C41 C50 N4 -23.85(16) . . . . ?
C42 C41 C50 C46 91.46(14) . . . . ?
C42 C43 C44 C45 -61.23(16) . . . . ?
C42 C43 C44 C48 50.25(15) . . . . ?
C42 C43 C55 C56 -3.6(3) . . . . ?
C42 C43 C55 C60 179.54(16) . . . . ?
C43 C42 C49 N4 142.53(13) . . . . ?
C43 C42 C49 C48 28.07(16) . . . . ?
C43 C42 C51 O3 -131.24(18) . . . . ?
C43 C42 C51 C52 47.1(2) . . . . ?
C43 C44 C45 N3 -0.80(18) . . . . ?
C43 C44 C45 C46 112.74(14) . . . . ?
C43 C44 C48 C47 -149.56(13) . . . . ?
C43 C44 C48 C49 -32.77(16) . . . . ?
C43 C55 C56 C57 -175.68(18) . . . . ?
C43 C55 C60 C59 176.8(2) . . . . ?
C44 C43 C55 C56 -124.48(18) . . . . ?
C44 C43 C55 C60 58.7(2) . . . . ?
C44 C45 C46 C47 29.06(15) . . . . ?
C44 C45 C46 C50 -85.40(14) . . . . ?
C44 C45 C46 C53 152.19(14) . . . . ?
C44 C48 C49 N4 -110.97(14) . . . . ?
C44 C48 C49 C42 2.63(16) . . . . ?
C45 N3 C41 C42 -69.58(15) . . . . ?
C45 N3 C41 C50 41.95(15) . . . . ?
C45 N3 C67 C68 54.04(19) . . . . ?
C45 C44 C48 C47 -32.86(16) . . . . ?
C45 C44 C48 C49 83.93(15) . . . . ?
C45 C46 C47 C48 -48.82(15) . . . . ?
C45 C46 C47 C61 -179.41(14) . . . . ?
C45 C46 C50 N4 110.96(14) . . . . ?
C45 C46 C50 C41 -2.71(15) . . . . ?
C45 C46 C53 O4 114.29(19) . . . . ?
C45 C46 C53 C54 -65.2(2) . . . . ?
C46 C47 C48 C44 51.35(15) . . . . ?
C46 C47 C48 C49 -60.57(16) . . . . ?
C46 C47 C61 C62 -177.41(16) . . . . ?
C46 C47 C61 C66 -1.2(3) . . . . ?
C47 C46 C50 N4 3.97(18) . . . . ?
C47 C46 C50 C41 -109.70(14) . . . . ?
C47 C46 C53 O4 -130.28(18) . . . . ?
C47 C46 C53 C54 50.2(2) . . . . ?
C47 C48 C49 N4 -0.40(18) . . . . ?
C47 C48 C49 C42 113.20(14) . . . . ?
C47 C61 C62 C63 177.10(17) . . . . ?
C47 C61 C66 C65 -176.64(17) . . . . ?
C48 C44 C45 N3 -111.46(14) . . . . ?
C48 C44 C45 C46 2.08(16) . . . . ?
C48 C47 C61 C62 61.0(2) . . . . ?
C48 C47 C61 C66 -122.73(19) . . . . ?
C49 N4 C50 C41 41.61(16) . . . . ?
C49 N4 C50 C46 -69.82(15) . . . . ?
C49 N4 C74 C75 69.05(18) . . . . ?
C49 C42 C43 C44 -47.85(15) . . . . ?
C49 C42 C43 C55 -177.74(14) . . . . ?
C49 C42 C51 O3 112.23(19) . . . . ?
C49 C42 C51 C52 -69.5(2) . . . . ?
C50 N4 C49 C42 -43.82(15) . . . . ?
C50 N4 C49 C48 67.46(15) . . . . ?
C50 N4 C74 C75 -174.73(14) . . . . ?
C50 C41 C42 C43 -110.59(14) . . . . ?
C50 C41 C42 C49 -2.63(15) . . . . ?
C50 C41 C42 C51 119.78(15) . . . . ?
C50 C46 C47 C48 58.54(16) . . . . ?
C50 C46 C47 C61 -72.05(19) . . . . ?
C50 C46 C53 O4 -1.3(2) . . . . ?
C50 C46 C53 C54 179.22(15) . . . . ?
C51 C42 C43 C44 -170.69(14) . . . . ?
C51 C42 C43 C55 59.4(2) . . . . ?
C51 C42 C49 N4 -94.38(16) . . . . ?
C51 C42 C49 C48 151.15(14) . . . . ?
C53 C46 C47 C48 -171.14(14) . . . . ?
C53 C46 C47 C61 58.3(2) . . . . ?
C53 C46 C50 N4 -126.82(15) . . . . ?
C53 C46 C50 C41 119.51(14) . . . . ?
C55 C43 C44 C45 69.92(19) . . . . ?
C55 C43 C44 C48 -178.60(14) . . . . ?
C55 C56 C57 C58 -1.0(3) . . . . ?
C56 C55 C60 C59 -0.3(3) . . . . ?
C56 C57 C58 C59 -0.1(4) . . . . ?
C57 C58 C59 C60 1.0(4) . . . . ?
C58 C59 C60 C55 -0.8(4) . . . . ?
C60 C55 C56 C57 1.2(3) . . . . ?
C61 C47 C48 C44 -176.70(14) . . . . ?
C61 C47 C48 C49 71.38(19) . . . . ?
C61 C62 C63 C64 -0.5(3) . . . . ?
C62 C61 C66 C65 -0.4(3) . . . . ?
C62 C63 C64 C65 0.1(3) . . . . ?
C63 C64 C65 C66 0.1(3) . . . . ?
C64 C65 C66 C61 0.0(3) . . . . ?
C66 C61 C62 C63 0.6(3) . . . . ?
C67 N3 C41 C42 165.84(13) . . . . ?
C67 N3 C41 C50 -82.64(16) . . . . ?
C67 N3 C45 C44 -169.83(13) . . . . ?
C67 N3 C45 C46 78.27(16) . . . . ?
C67 C68 C69 C70 -178.59(16) . . . . ?
C67 C68 C73 C72 179.43(17) . . . . ?
C68 C69 C70 C71 -0.9(3) . . . . ?
C69 C68 C73 C72 0.2(3) . . . . ?
C69 C70 C71 C72 0.4(3) . . . . ?
C70 C71 C72 C73 0.4(3) . . . . ?
C71 C72 C73 C68 -0.8(3) . . . . ?
C73 C68 C69 C70 0.6(3) . . . . ?
C74 N4 C49 C42 79.19(16) . . . . ?
C74 N4 C49 C48 -169.53(13) . . . . ?
C74 N4 C50 C41 -82.64(16) . . . . ?
C74 N4 C50 C46 165.92(13) . . . . ?
C74 C75 C76 C77 -177.84(18) . . . . ?
C74 C75 C80 C79 176.18(17) . . . . ?
C75 C76 C77 C78 1.3(3) . . . . ?
C76 C75 C80 C79 -1.8(3) . . . . ?
C76 C77 C78 C79 -1.1(3) . . . . ?
C77 C78 C79 C80 -0.6(3) . . . . ?
C78 C79 C80 C75 2.1(3) . . . . ?
C80 C75 C76 C77 0.1(3) . . . . ?
