#------------------------------------------------------------------------------
#$Date: 2020-04-27 23:12:35 +0300 (Mon, 27 Apr 2020) $
#$Revision: 251191 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/79/1557921.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_1557921
loop_
_publ_author_name
'Yang, Zhijie'
'Sun, Changli'
'Liu, Zhiyong'
'Liu, Qing'
'Zhang, Tianyu'
'Ju, Jianhua'
'Ma, Junying'
_publ_section_title
;
 Production of Antitubercular Depsipeptides via Biosynthetic Engineering
 of Cinnamoyl Units
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.0c00194
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C70 H86 N12 O16'
_chemical_formula_sum            'C70 H86 N12 O16'
_chemical_formula_weight         1351.50
_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
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-02-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 104.4750(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.62640(10)
_cell_length_b                   21.0187(2)
_cell_length_c                   15.18750(10)
_cell_measurement_reflns_used    23697
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      72.6860
_cell_measurement_theta_min      4.0620
_cell_volume                     3902.67(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -32.00  33.00   0.50    1.00    --    0.00 -82.00  30.00  130
  2  ω    -30.00  33.00   0.50    1.00    --    0.00 -77.00  90.00  126
  3  ω    -27.00  33.00   0.50    1.00    --    0.00 -82.00 -90.00  120
  4  ω     30.00  89.00   0.50    1.00    --    0.00  57.00 -30.00  118
  5  ω    -32.00  36.00   0.50    1.00    --    0.00 -82.00 -30.00  136
  6  ω    -12.00  34.00   0.50    1.00    --    0.00 -82.00 150.00   92
  7  ω    -23.00   2.00   0.50    1.00    --    0.00 -82.00 -60.00   50
  8  ω      8.00  64.00   0.50    6.00    --   97.60 -61.00-150.00  112
  9  ω    111.00 137.00   0.50    6.00    --   97.60  61.00-120.00   52
 10  ω     68.00 101.00   0.50    6.00    --   97.60  61.00-120.00   66
 11  ω     71.00 138.00   0.50    6.00    --   97.60  45.00 -30.00  134
 12  ω      9.00  98.00   0.50    6.00    --   97.60 -82.00  30.00  178
 13  ω     20.00  49.00   0.50    6.00    --   97.60 -82.00-150.00   58
 14  ω     53.00 109.00   0.50    6.00    --   97.60 -82.00-150.00  112
 15  ω     44.00 127.00   0.50    6.00    --   97.60 -61.00  60.00  166
 16  ω     42.00 133.00   0.50    6.00    --   97.60 -82.00  60.00  182
 17  ω     99.00 154.00   0.50    6.00    --   97.60  82.00-150.00  110
 18  ω     88.00 127.00   0.50    6.00    --   97.60 -82.00 120.00   78
 19  ω     12.00 103.00   0.50    6.00    --   97.60 -82.00 -90.00  182
 20  ω     96.00 154.00   0.50    6.00    --   97.60  82.00   0.00  116
 21  ω     21.00  47.00   0.50    6.00    --   97.60 -82.00-180.00   52
 22  ω     87.00 112.00   0.50    6.00    --   97.60 -82.00-180.00   50
 23  ω     86.00 121.00   0.50    6.00    --   97.60 -61.00-150.00   70
 24  ω     67.00 187.00   0.50    6.00    --   97.60  30.00  90.00  240
 25  ω     11.00 145.00   0.50    6.00    --   97.60 -15.00  30.00  268
 26  ω     64.00 174.00   0.50    6.00    --   97.60  74.00-162.41  220
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            41404
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.172
_diffrn_reflns_theta_min         3.615
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_description       plate
_exptl_crystal_F_000             1436
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 5816 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     892
_refine_ls_number_reflns         15144
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0511
_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)+(0.0947P)²+0.4651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1478
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_full    0.986
_reflns_Friedel_fraction_max     0.947
_reflns_number_gt                13635
_reflns_number_total             15144
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np0c00194_si_003.cif
_cod_data_source_block           yangzhijie_b_collect
_cod_database_code               1557921
_shelx_shelxl_version_number     2016/6
_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   0.967
_shelx_estimated_absorpt_t_min   0.935
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid bond restraints
 N4, C26
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C25, N4
 with sigma for 1-2 distances of 0.0002 and sigma for 1-3 distances of 0.0001
 C71
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
3. Uiso/Uaniso restraints and constraints
Uanis(C62) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C71) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Ternary CH refined with riding coordinates:
 C16(H16), C47(H47), C39(H39), C23(H23), C17(H17), C34(H34), C65(H65),
 C38(H38), C20(H20), C52(H52), C59(H59), C53(H53), C61(H61)
4.b Secondary CH2 refined with riding coordinates:
 C50(H50A,H50B), C35(H35A,H35B), C21(H21A,H21B), C24(H24A,H24B), C66(H66A,
 H66B), C49(H49A,H49B), C48(H48A,H48B), C57(H57A,H57B), C60(H60A,H60B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N5(H5), N7(H7), N9(H9), N3(H3), C26(H26), N12(H12), C3(H3A),
 N11(H11), N4(H4), C2(H2A), N10(H10A), C31(H31), C68(H68), C29(H29), C28(H28),
 C6(H6), C8(H8), C45(H45), C30(H30), C7(H7A), C5(H5B), C69(H69), C41(H41),
 C44(H44), C42(H42), C10(H10B), C72(H72), C43(H43), C11(H11A), C71(H71)
4.d X=CH2 refined with riding coordinates:
 N6(H6A,H6B)
4.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C12(H12A,H12B,
 H12C), C63(H63A,H63B,H63C), C62(H62A,H62B,H62C)
4.f Idealised tetrahedral OH refined as rotating group:
 O10(H10), O5(H5A), O16(H16A)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
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 0.60232(17) 0.42743(10) 0.51110(15) 0.0432(5) Uani 1 1 d . . . . .
O9 O 0.38000(19) 0.39908(12) 0.57102(16) 0.0499(5) Uani 1 1 d . . . . .
O2 O 0.53351(18) 0.58574(11) 0.55336(16) 0.0464(5) Uani 1 1 d . . . . .
O7 O 0.22464(19) 0.46644(14) 0.29143(17) 0.0546(6) Uani 1 1 d . . . . .
O8 O 0.3586(2) 0.67077(13) 0.26235(18) 0.0576(6) Uani 1 1 d . . . . .
O14 O 0.8784(2) 0.52226(14) 0.80243(18) 0.0598(6) Uani 1 1 d . . . . .
O3 O 0.63125(19) 0.52322(12) 0.80168(16) 0.0507(5) Uani 1 1 d . . . . .
O11 O 0.3848(2) 0.26148(13) 0.62461(17) 0.0552(6) Uani 1 1 d . . . . .
O10 O 0.3588(2) 0.25631(11) 0.43671(17) 0.0526(6) Uani 1 1 d . . . . .
H10 H 0.349263 0.261289 0.489071 0.079 Uiso 1 1 calc GR . . . .
O12 O 0.4918(2) 0.33939(15) 0.92772(19) 0.0645(7) Uani 1 1 d . . . . .
O6 O 0.5414(2) 0.49470(16) 0.23298(19) 0.0648(7) Uani 1 1 d . . . . .
N1 N 0.6172(2) 0.43828(13) 0.66184(18) 0.0423(6) Uani 1 1 d . . . . .
H1 H 0.648061 0.424830 0.717173 0.051 Uiso 1 1 calc R . . . .
N2 N 0.7053(2) 0.55868(13) 0.6287(2) 0.0458(6) Uani 1 1 d . . . . .
H2 H 0.747602 0.533248 0.668518 0.055 Uiso 1 1 calc R . . . .
N8 N 0.2265(2) 0.34053(13) 0.52877(19) 0.0457(6) Uani 1 1 d . . . . .
O4 O 0.7811(3) 0.63731(15) 0.4412(2) 0.0682(8) Uani 1 1 d . . . . .
N5 N 0.5000(2) 0.53059(13) 0.36020(19) 0.0424(6) Uani 1 1 d . . . . .
H5 H 0.525644 0.541119 0.417679 0.051 Uiso 1 1 calc R . . . .
O5 O 0.8794(2) 0.64180(13) 0.7297(2) 0.0628(7) Uani 1 1 d . . . . .
H5A H 0.899152 0.610915 0.765054 0.094 Uiso 1 1 calc GR . . . .
O15 O 0.5646(2) 0.59451(17) 0.8840(2) 0.0728(9) Uani 1 1 d . . . . .
N7 N 0.3743(2) 0.42908(14) 0.39355(19) 0.0442(6) Uani 1 1 d . . . . .
H7 H 0.442869 0.436503 0.422032 0.053 Uiso 1 1 calc R . . . .
N6 N 0.4528(2) 0.67809(15) 0.4080(2) 0.0509(6) Uani 1 1 d . . . . .
H6A H 0.485488 0.713182 0.397318 0.061 Uiso 1 1 calc R . . . .
H6B H 0.467518 0.662015 0.463213 0.061 Uiso 1 1 calc R . . . .
N9 N 0.3644(3) 0.29450(16) 0.7604(2) 0.0535(7) Uani 1 1 d . . . . .
H9 H 0.329253 0.320619 0.788529 0.064 Uiso 1 1 calc R . . . .
N3 N 0.7099(2) 0.53922(13) 0.4535(2) 0.0437(6) Uani 1 1 d . . . . .
H3 H 0.692972 0.511890 0.491717 0.052 Uiso 1 1 calc R . . . .
O13 O 0.7307(3) 0.37934(14) 0.82233(19) 0.0701(8) Uani 1 1 d . . . . .
C1 C 0.6337(2) 0.40590(16) 0.5902(2) 0.0416(6) Uani 1 1 d . . . . .
C15 C 0.5967(2) 0.55043(15) 0.6073(2) 0.0406(6) Uani 1 1 d . . . . .
C26 C 1.0491(2) 0.48299(14) 0.3772(2) 0.0413(6) Uani 1 1 d . U . . .
H26 H 1.110531 0.490110 0.352925 0.050 Uiso 1 1 calc R . . . .
N12 N 0.8184(3) 0.51243(16) 0.9309(2) 0.0543(7) Uani 1 1 d . . . . .
H12 H 0.818850 0.488481 0.978570 0.065 Uiso 1 1 calc R . . . .
C37 C 0.3100(3) 0.37286(15) 0.5101(2) 0.0434(7) Uani 1 1 d . . . . .
C33 C 0.3218(2) 0.47186(17) 0.3349(2) 0.0441(7) Uani 1 1 d . . . . .
C36 C 0.3819(3) 0.64968(17) 0.3414(3) 0.0496(8) Uani 1 1 d . . . . .
C22 C 0.5716(3) 0.51335(18) 0.3117(2) 0.0493(8) Uani 1 1 d . . . . .
C25 C 0.8760(3) 0.46538(16) 0.3841(3) 0.0485(7) Uani 1 1 d . U . . .
C27 C 0.9431(3) 0.46732(16) 0.4747(2) 0.0455(7) Uani 1 1 d . . . . .
C3 C 0.7218(3) 0.30955(17) 0.5498(3) 0.0479(7) Uani 1 1 d . . . . .
H3A H 0.694264 0.321698 0.488052 0.057 Uiso 1 1 calc R . . . .
N11 N 0.8775(3) 0.38358(18) 0.9394(2) 0.0622(8) Uani 1 1 d . . . . .
H11 H 0.910502 0.369810 0.994075 0.075 Uiso 1 1 calc R . . . .
C32 C 1.0512(3) 0.47913(15) 0.4685(3) 0.0482(7) Uani 1 1 d . . . . .
C46 C 0.3348(3) 0.29293(16) 0.6697(2) 0.0490(7) Uani 1 1 d . . . . .
C16 C 0.5499(3) 0.49470(15) 0.6500(2) 0.0407(6) Uani 1 1 d . . . . .
H16 H 0.478618 0.483208 0.607079 0.049 Uiso 1 1 calc R . . . .
N4 N 0.9432(3) 0.47476(16) 0.3278(3) 0.0589(7) Uani 1 1 d . U . . .
H4 H 0.921653 0.475445 0.268046 0.071 Uiso 1 1 calc R . . . .
C47 C 0.2295(3) 0.32731(17) 0.6236(2) 0.0504(8) Uani 1 1 d . . . . .
H47 H 0.221280 0.367380 0.656796 0.060 Uiso 1 1 calc R . . . .
C4 C 0.7918(3) 0.25197(17) 0.5684(3) 0.0557(9) Uani 1 1 d . . . . .
C58 C 0.8709(3) 0.4922(2) 0.8710(3) 0.0566(9) Uani 1 1 d . . . . .
C19 C 0.7493(3) 0.59586(17) 0.4865(3) 0.0504(8) Uani 1 1 d . . . . .
C64 C 0.6397(3) 0.5649(2) 0.8693(2) 0.0546(8) Uani 1 1 d . . . . .
C51 C 0.5275(4) 0.2988(2) 0.8849(3) 0.0603(9) Uani 1 1 d . . . . .
C39 C 0.4001(3) 0.31309(17) 0.4085(2) 0.0468(7) Uani 1 1 d . . . . .
H39 H 0.473884 0.321761 0.449511 0.056 Uiso 1 1 calc R . . . .
C2 C 0.6948(3) 0.34526(16) 0.6124(2) 0.0462(7) Uani 1 1 d . . . . .
H2A H 0.715168 0.331585 0.673999 0.055 Uiso 1 1 calc R . . . .
N10 N 0.6335(3) 0.2854(2) 0.8961(3) 0.0736(10) Uani 1 1 d . . . . .
H10A H 0.651630 0.253043 0.866132 0.088 Uiso 1 1 calc R . . . .
C23 C 0.6932(3) 0.51959(17) 0.3599(2) 0.0460(7) Uani 1 1 d . . . . .
H23 H 0.725016 0.553213 0.327565 0.055 Uiso 1 1 calc R . . . .
C50 C 0.1309(3) 0.31266(18) 0.4659(3) 0.0519(8) Uani 1 1 d . . . . .
H50A H 0.150169 0.272994 0.438376 0.062 Uiso 1 1 calc R . . . .
H50B H 0.097140 0.342909 0.416975 0.062 Uiso 1 1 calc R . . . .
C17 C 0.5244(3) 0.51476(18) 0.7381(2) 0.0473(7) Uani 1 1 d . . . . .
H17 H 0.484896 0.556427 0.728998 0.057 Uiso 1 1 calc R . . . .
C9 C 0.7893(4) 0.20559(19) 0.5009(4) 0.0670(11) Uani 1 1 d . . . . .
C40 C 0.4120(3) 0.30333(19) 0.3130(2) 0.0532(8) Uani 1 1 d . . . . .
C34 C 0.3822(2) 0.53251(16) 0.3214(2) 0.0436(7) Uani 1 1 d . . . . .
H34 H 0.368995 0.540229 0.254599 0.052 Uiso 1 1 calc R . . . .
C35 C 0.3324(3) 0.58793(18) 0.3626(2) 0.0480(7) Uani 1 1 d . . . . .
H35A H 0.252172 0.588763 0.337010 0.058 Uiso 1 1 calc R . . . .
H35B H 0.346891 0.582391 0.429263 0.058 Uiso 1 1 calc R . . . .
C56 C 0.7768(3) 0.3632(2) 0.8988(3) 0.0582(9) Uani 1 1 d . . . . .
C65 C 0.7600(3) 0.5725(2) 0.9213(3) 0.0595(9) Uani 1 1 d . . . . .
H65 H 0.795462 0.601662 0.885254 0.071 Uiso 1 1 calc R . . . .
C18 C 0.4572(3) 0.4664(2) 0.7755(2) 0.0579(9) Uani 1 1 d . . . . .
H18A H 0.499765 0.427314 0.791860 0.087 Uiso 1 1 calc GR . . . .
H18B H 0.389808 0.456903 0.729114 0.087 Uiso 1 1 calc GR . . . .
H18C H 0.438713 0.483979 0.829550 0.087 Uiso 1 1 calc GR . . . .
C38 C 0.3239(3) 0.37019(16) 0.4132(2) 0.0423(6) Uani 1 1 d . . . . .
H38 H 0.251248 0.364110 0.369019 0.051 Uiso 1 1 calc R . . . .
C21 C 0.8720(3) 0.62206(17) 0.6386(3) 0.0553(8) Uani 1 1 d . . . . .
H21A H 0.915223 0.582675 0.639490 0.066 Uiso 1 1 calc R . . . .
H21B H 0.903930 0.655365 0.607030 0.066 Uiso 1 1 calc R . . . .
C31 C 1.1383(3) 0.48651(19) 0.5450(3) 0.0607(9) Uani 1 1 d . . . . .
H31 H 1.210212 0.495392 0.539753 0.073 Uiso 1 1 calc R . . . .
C20 C 0.7544(3) 0.60985(17) 0.5863(3) 0.0508(8) Uani 1 1 d . . . . .
H20 H 0.711637 0.649591 0.588622 0.061 Uiso 1 1 calc R . . . .
C24 C 0.7532(3) 0.45716(17) 0.3526(3) 0.0489(7) Uani 1 1 d . . . . .
H24A H 0.729462 0.424224 0.390199 0.059 Uiso 1 1 calc R . . . .
H24B H 0.733536 0.442421 0.288690 0.059 Uiso 1 1 calc R . . . .
C52 C 0.4508(3) 0.2558(2) 0.8153(3) 0.0576(9) Uani 1 1 d . . . . .
H52 H 0.493605 0.236945 0.774510 0.069 Uiso 1 1 calc R . . . .
C68 C 0.9694(4) 0.5929(2) 1.1030(3) 0.0653(10) Uani 1 1 d . . . . .
H68 H 0.955141 0.550606 1.118998 0.078 Uiso 1 1 calc R . . . .
C66 C 0.7700(4) 0.6031(2) 1.0143(3) 0.0686(11) Uani 1 1 d . . . . .
H66A H 0.716110 0.638035 1.008761 0.082 Uiso 1 1 calc R . . . .
H66B H 0.754254 0.571144 1.057160 0.082 Uiso 1 1 calc R . . . .
C29 C 1.0112(4) 0.4662(2) 0.6370(3) 0.0633(10) Uani 1 1 d . . . . .
H29 H 0.999341 0.461196 0.695909 0.076 Uiso 1 1 calc R . . . .
C67 C 0.8847(4) 0.6292(2) 1.0506(3) 0.0730(12) Uani 1 1 d . . . . .
C28 C 0.9256(3) 0.45929(19) 0.5621(3) 0.0565(9) Uani 1 1 d . . . . .
H28 H 0.854726 0.449165 0.568967 0.068 Uiso 1 1 calc R . . . .
C49 C 0.0559(3) 0.2994(2) 0.5274(3) 0.0623(10) Uani 1 1 d . . . . .
H49A H 0.011322 0.337314 0.532461 0.075 Uiso 1 1 calc R . . . .
H49B H 0.006318 0.263372 0.503847 0.075 Uiso 1 1 calc R . . . .
C6 C 0.9384(4) 0.1942(2) 0.6693(4) 0.0782(14) Uani 1 1 d . . . . .
H6 H 0.987902 0.190128 0.727480 0.094 Uiso 1 1 calc R . . . .
C8 C 0.8665(4) 0.1552(2) 0.5220(5) 0.0794(15) Uani 1 1 d . . . . .
H8 H 0.866511 0.123762 0.477089 0.095 Uiso 1 1 calc R . . . .
C45 C 0.4902(4) 0.3369(2) 0.2815(3) 0.0666(10) Uani 1 1 d . . . . .
H45 H 0.537568 0.365328 0.321500 0.080 Uiso 1 1 calc R . . . .
C30 C 1.1156(4) 0.4804(2) 0.6280(3) 0.0628(10) Uani 1 1 d . . . . .
H30 H 1.172978 0.486056 0.681292 0.075 Uiso 1 1 calc R . . . .
C48 C 0.1307(3) 0.2833(2) 0.6167(3) 0.0651(11) Uani 1 1 d . . . . .
H48A H 0.152919 0.238042 0.618718 0.078 Uiso 1 1 calc R . . . .
H48B H 0.095282 0.291559 0.666896 0.078 Uiso 1 1 calc R . . . .
C59 C 0.9327(4) 0.4286(2) 0.8928(3) 0.0698(12) Uani 1 1 d . . . . .
H59 H 0.937542 0.408924 0.834006 0.084 Uiso 1 1 calc R . . . .
C7 C 0.9398(4) 0.1502(2) 0.6034(5) 0.0826(16) Uani 1 1 d . . . . .
H7A H 0.991603 0.116498 0.614657 0.099 Uiso 1 1 calc R . . . .
C5 C 0.8658(3) 0.24464(19) 0.6525(3) 0.0614(10) Uani 1 1 d . . . . .
H5B H 0.866581 0.274817 0.699197 0.074 Uiso 1 1 calc R . . . .
C69 C 1.0723(4) 0.6168(3) 1.1318(3) 0.0738(12) Uani 1 1 d . . . . .
H69 H 1.128978 0.591010 1.167099 0.089 Uiso 1 1 calc R . . . .
C41 C 0.3433(4) 0.2612(2) 0.2534(3) 0.0691(11) Uani 1 1 d . . . . .
H41 H 0.288582 0.238285 0.273064 0.083 Uiso 1 1 calc R . . . .
O16 O 1.1961(4) 0.7054(3) 1.1368(4) 0.140(3) Uani 1 1 d . . . . .
H16A H 1.244292 0.677432 1.139615 0.211 Uiso 1 1 calc GR . . . .
C57 C 0.7187(4) 0.3213(3) 0.9544(3) 0.0735(12) Uani 1 1 d . . . . .
H57A H 0.772128 0.292004 0.992841 0.088 Uiso 1 1 calc R . . . .
H57B H 0.687344 0.348390 0.994888 0.088 Uiso 1 1 calc R . . . .
C44 C 0.5005(5) 0.3301(3) 0.1948(4) 0.0900(17) Uani 1 1 d . . . . .
H44 H 0.555222 0.353073 0.175228 0.108 Uiso 1 1 calc R . . . .
C53 C 0.4065(4) 0.2012(2) 0.8629(3) 0.0674(11) Uani 1 1 d . . . . .
H53 H 0.362694 0.220558 0.902595 0.081 Uiso 1 1 calc R . . . .
C42 C 0.3552(6) 0.2530(3) 0.1658(3) 0.0912(16) Uani 1 1 d . . . . .
H42 H 0.311483 0.222496 0.126933 0.109 Uiso 1 1 calc R . . . .
C10 C 0.7102(4) 0.2070(3) 0.4136(4) 0.0794(13) Uani 1 1 d . . . . .
H10B H 0.642180 0.227585 0.409556 0.095 Uiso 1 1 calc R . . . .
C72 C 0.9075(6) 0.6892(3) 1.0301(6) 0.117(3) Uani 1 1 d . . . . .
H72 H 0.850136 0.715600 0.996981 0.140 Uiso 1 1 calc R . . . .
C54 C 0.4982(6) 0.1631(3) 0.9236(4) 0.0959(18) Uani 1 1 d . . . . .
H54A H 0.551176 0.150989 0.889222 0.144 Uiso 1 1 calc GR . . . .
H54B H 0.467967 0.124734 0.944708 0.144 Uiso 1 1 calc GR . . . .
H54C H 0.534637 0.189021 0.976094 0.144 Uiso 1 1 calc GR . . . .
C70 C 1.0955(5) 0.6783(3) 1.1103(4) 0.0933(17) Uani 1 1 d . . . . .
C43 C 0.4300(6) 0.2889(4) 0.1346(4) 0.102(2) Uani 1 1 d . . . . .
H43 H 0.433674 0.285698 0.073025 0.122 Uiso 1 1 calc R . . . .
C55 C 0.3292(7) 0.1608(3) 0.7918(4) 0.108(2) Uani 1 1 d . . . . .
H55A H 0.267174 0.186782 0.759663 0.162 Uiso 1 1 calc GR . . . .
H55B H 0.302518 0.125054 0.821740 0.162 Uiso 1 1 calc GR . . . .
H55C H 0.368276 0.144440 0.748334 0.162 Uiso 1 1 calc GR . . . .
C60 C 1.0489(4) 0.4431(3) 0.9480(6) 0.113(3) Uani 1 1 d . . . . .
H60A H 1.045100 0.458996 1.008470 0.135 Uiso 1 1 calc R . . . .
H60B H 1.078574 0.477893 0.917287 0.135 Uiso 1 1 calc R . . . .
C11 C 0.7275(6) 0.1812(4) 0.3399(5) 0.113(2) Uani 1 1 d . . . . .
H11A H 0.796570 0.162101 0.343236 0.136 Uiso 1 1 calc R . . . .
C12 C 0.6430(7) 0.1804(5) 0.2499(6) 0.132(3) Uani 1 1 d . . . . .
H12A H 0.655066 0.216573 0.212977 0.198 Uiso 1 1 calc GR . . . .
H12B H 0.569693 0.183326 0.260530 0.198 Uiso 1 1 calc GR . . . .
H12C H 0.649264 0.140635 0.217823 0.198 Uiso 1 1 calc GR . . . .
C71 C 1.0144(7) 0.7136(4) 1.0568(6) 0.144(4) Uani 1 1 d . U . . .
H71 H 1.030001 0.754734 1.037355 0.172 Uiso 1 1 calc R . . . .
C61 C 1.1293(7) 0.3873(5) 0.9619(8) 0.162(5) Uani 1 1 d . . . . .
H61 H 1.102000 0.352133 0.994689 0.195 Uiso 1 1 calc R . . . .
C63 C 1.2409(7) 0.4154(6) 1.0249(13) 0.239(10) Uani 1 1 d . . . . .
H63A H 1.256311 0.456868 1.001212 0.358 Uiso 1 1 calc GR . . . .
H63B H 1.301164 0.386085 1.024800 0.358 Uiso 1 1 calc GR . . . .
H63C H 1.233374 0.420552 1.087199 0.358 Uiso 1 1 calc GR . . . .
C62 C 1.1479(13) 0.3634(7) 0.8775(9) 0.225(7) Uani 1 1 d . U . . .
H62A H 1.080646 0.343804 0.841187 0.337 Uiso 1 1 calc GR . . . .
H62B H 1.206483 0.331555 0.890894 0.337 Uiso 1 1 calc GR . . . .
H62C H 1.169222 0.398603 0.843234 0.337 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 0.0181 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C64 O3 C17 118.2(3) . . ?
C39 O10 H10 109.5 . . ?
C1 N1 H1 119.3 . . ?
C1 N1 C16 121.4(3) . . ?
C16 N1 H1 119.3 . . ?
C15 N2 H2 119.8 . . ?
C15 N2 C20 120.5(3) . . ?
C20 N2 H2 119.8 . . ?
C37 N8 C47 118.5(3) . . ?
C37 N8 C50 129.0(3) . . ?
C47 N8 C50 112.4(3) . . ?
C22 N5 H5 118.6 . . ?
C22 N5 C34 122.8(3) . . ?
C34 N5 H5 118.6 . . ?
C21 O5 H5A 109.5 . . ?
C33 N7 H7 118.5 . . ?
C33 N7 C38 123.1(3) . . ?
C38 N7 H7 118.5 . . ?
H6A N6 H6B 120.0 . . ?
C36 N6 H6A 120.0 . . ?
C36 N6 H6B 120.0 . . ?
C46 N9 H9 118.1 . . ?
C46 N9 C52 123.8(3) . . ?
C52 N9 H9 118.1 . . ?
C19 N3 H3 117.6 . . ?
C19 N3 C23 124.9(3) . . ?
C23 N3 H3 117.6 . . ?
O1 C1 N1 121.2(3) . . ?
O1 C1 C2 123.4(3) . . ?
N1 C1 C2 115.4(3) . . ?
O2 C15 N2 122.3(3) . . ?
O2 C15 C16 119.2(3) . . ?
N2 C15 C16 118.5(3) . . ?
C32 C26 H26 125.9 . . ?
N4 C26 H26 125.9 . . ?
N4 C26 C32 108.2(3) . . ?
C58 N12 H12 118.6 . . ?
C58 N12 C65 122.7(3) . . ?
C65 N12 H12 118.6 . . ?
O9 C37 N8 121.2(3) . . ?
O9 C37 C38 120.4(3) . . ?
N8 C37 C38 118.1(3) . . ?
O7 C33 N7 123.9(3) . . ?
O7 C33 C34 117.7(3) . . ?
N7 C33 C34 118.4(3) . . ?
O8 C36 N6 122.1(3) . . ?
O8 C36 C35 120.1(3) . . ?
N6 C36 C35 117.7(3) . . ?
O6 C22 N5 122.1(3) . . ?
O6 C22 C23 121.6(3) . . ?
N5 C22 C23 116.3(3) . . ?
C27 C25 C24 128.5(3) . . ?
N4 C25 C27 106.8(3) . . ?
N4 C25 C24 124.6(3) . . ?
C32 C27 C25 106.9(3) . . ?
C28 C27 C25 135.3(3) . . ?
C28 C27 C32 117.7(3) . . ?
C4 C3 H3A 117.5 . . ?
C2 C3 H3A 117.5 . . ?
C2 C3 C4 125.1(4) . . ?
C56 N11 H11 120.0 . . ?
C56 N11 C59 119.9(4) . . ?
C59 N11 H11 120.0 . . ?
C26 C32 C27 107.5(3) . . ?
C26 C32 C31 130.0(3) . . ?
C31 C32 C27 122.5(4) . . ?
O11 C46 N9 122.5(4) . . ?
O11 C46 C47 120.6(3) . . ?
N9 C46 C47 116.7(3) . . ?
N1 C16 C15 113.9(2) . . ?
N1 C16 H16 106.8 . . ?
N1 C16 C17 111.6(3) . . ?
C15 C16 H16 106.8 . . ?
C17 C16 C15 110.6(3) . . ?
C17 C16 H16 106.8 . . ?
C26 N4 H4 124.8 . . ?
C25 N4 C26 110.5(3) . . ?
C25 N4 H4 124.8 . . ?
N8 C47 C46 110.4(3) . . ?
N8 C47 H47 110.9 . . ?
N8 C47 C48 103.2(3) . . ?
C46 C47 H47 110.9 . . ?
C46 C47 C48 110.3(3) . . ?
C48 C47 H47 110.9 . . ?
C9 C4 C3 121.4(4) . . ?
C5 C4 C3 119.9(4) . . ?
C5 C4 C9 118.6(4) . . ?
O14 C58 N12 124.7(4) . . ?
O14 C58 C59 118.8(3) . . ?
N12 C58 C59 116.4(4) . . ?
O4 C19 N3 124.0(4) . . ?
O4 C19 C20 118.4(3) . . ?
N3 C19 C20 117.5(3) . . ?
O3 C64 C65 110.1(3) . . ?
O15 C64 O3 124.7(4) . . ?
O15 C64 C65 125.1(3) . . ?
O12 C51 N10 124.6(4) . . ?
O12 C51 C52 121.5(4) . . ?
N10 C51 C52 113.8(4) . . ?
O10 C39 H39 108.8 . . ?
O10 C39 C40 108.1(3) . . ?
O10 C39 C38 111.1(3) . . ?
C40 C39 H39 108.8 . . ?
C40 C39 C38 111.2(3) . . ?
C38 C39 H39 108.8 . . ?
C1 C2 H2A 118.8 . . ?
C3 C2 C1 122.5(3) . . ?
C3 C2 H2A 118.8 . . ?
C51 N10 H10A 118.5 . . ?
C51 N10 C57 122.9(4) . . ?
C57 N10 H10A 118.5 . . ?
N3 C23 C22 112.2(3) . . ?
N3 C23 H23 107.7 . . ?
N3 C23 C24 111.2(3) . . ?
C22 C23 H23 107.7 . . ?
C24 C23 C22 110.3(3) . . ?
C24 C23 H23 107.7 . . ?
N8 C50 H50A 111.3 . . ?
N8 C50 H50B 111.3 . . ?
N8 C50 C49 102.3(3) . . ?
H50A C50 H50B 109.2 . . ?
C49 C50 H50A 111.3 . . ?
C49 C50 H50B 111.3 . . ?
O3 C17 C16 104.6(2) . . ?
O3 C17 H17 109.3 . . ?
O3 C17 C18 110.1(3) . . ?
C16 C17 H17 109.3 . . ?
C16 C17 C18 113.9(3) . . ?
C18 C17 H17 109.3 . . ?
C4 C9 C8 117.5(5) . . ?
C4 C9 C10 122.5(4) . . ?
C8 C9 C10 119.9(5) . . ?
C45 C40 C39 120.8(4) . . ?
C45 C40 C41 118.4(4) . . ?
C41 C40 C39 120.9(3) . . ?
N5 C34 C33 114.6(3) . . ?
N5 C34 H34 108.0 . . ?
N5 C34 C35 109.8(3) . . ?
C33 C34 H34 108.0 . . ?
C33 C34 C35 108.1(2) . . ?
C35 C34 H34 108.0 . . ?
C36 C35 C34 109.5(3) . . ?
C36 C35 H35A 109.8 . . ?
C36 C35 H35B 109.8 . . ?
C34 C35 H35A 109.8 . . ?
C34 C35 H35B 109.8 . . ?
H35A C35 H35B 108.2 . . ?
O13 C56 N11 121.7(4) . . ?
O13 C56 C57 120.6(4) . . ?
N11 C56 C57 117.6(3) . . ?
N12 C65 C64 111.9(3) . . ?
N12 C65 H65 107.6 . . ?
N12 C65 C66 110.6(3) . . ?
C64 C65 H65 107.6 . . ?
C66 C65 C64 111.3(3) . . ?
C66 C65 H65 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N7 C38 C37 109.1(3) . . ?
N7 C38 C39 109.9(2) . . ?
N7 C38 H38 110.2 . . ?
C37 C38 C39 107.2(3) . . ?
C37 C38 H38 110.2 . . ?
C39 C38 H38 110.2 . . ?
O5 C21 H21A 109.2 . . ?
O5 C21 H21B 109.2 . . ?
O5 C21 C20 112.1(3) . . ?
H21A C21 H21B 107.9 . . ?
C20 C21 H21A 109.2 . . ?
C20 C21 H21B 109.2 . . ?
C32 C31 H31 121.5 . . ?
C30 C31 C32 117.0(4) . . ?
C30 C31 H31 121.5 . . ?
N2 C20 C19 112.1(3) . . ?
N2 C20 C21 111.0(3) . . ?
N2 C20 H20 107.8 . . ?
C19 C20 H20 107.8 . . ?
C21 C20 C19 110.1(3) . . ?
C21 C20 H20 107.8 . . ?
C25 C24 C23 111.4(3) . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N9 C52 C51 108.7(3) . . ?
N9 C52 H52 108.3 . . ?
N9 C52 C53 112.4(3) . . ?
C51 C52 H52 108.3 . . ?
C53 C52 C51 110.9(3) . . ?
C53 C52 H52 108.3 . . ?
C67 C68 H68 119.4 . . ?
C69 C68 H68 119.4 . . ?
C69 C68 C67 121.1(5) . . ?
C65 C66 H66A 109.7 . . ?
C65 C66 H66B 109.7 . . ?
H66A C66 H66B 108.2 . . ?
C67 C66 C65 109.8(4) . . ?
C67 C66 H66A 109.7 . . ?
C67 C66 H66B 109.7 . . ?
C28 C29 H29 119.6 . . ?
C28 C29 C30 120.9(4) . . ?
C30 C29 H29 119.6 . . ?
C68 C67 C66 122.5(5) . . ?
C72 C67 C68 117.9(5) . . ?
C72 C67 C66 119.6(5) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.5(4) . . ?
C29 C28 H28 120.2 . . ?
C50 C49 H49A 110.8 . . ?
C50 C49 H49B 110.8 . . ?
H49A C49 H49B 108.9 . . ?
C48 C49 C50 104.6(3) . . ?
C48 C49 H49A 110.8 . . ?
C48 C49 H49B 110.8 . . ?
C7 C6 H6 119.6 . . ?
C7 C6 C5 120.9(6) . . ?
C5 C6 H6 119.6 . . ?
C9 C8 H8 118.7 . . ?
C7 C8 C9 122.7(5) . . ?
C7 C8 H8 118.7 . . ?
C40 C45 H45 119.1 . . ?
C44 C45 C40 121.8(5) . . ?
C44 C45 H45 119.1 . . ?
C31 C30 C29 122.2(4) . . ?
C31 C30 H30 118.9 . . ?
C29 C30 H30 118.9 . . ?
C47 C48 H48A 110.9 . . ?
C47 C48 H48B 110.9 . . ?
C49 C48 C47 104.2(3) . . ?
C49 C48 H48A 110.9 . . ?
C49 C48 H48B 110.9 . . ?
H48A C48 H48B 108.9 . . ?
N11 C59 C58 112.9(3) . . ?
N11 C59 H59 107.9 . . ?
N11 C59 C60 111.9(4) . . ?
C58 C59 H59 107.9 . . ?
C60 C59 C58 108.1(4) . . ?
C60 C59 H59 107.9 . . ?
C6 C7 H7A 120.5 . . ?
C8 C7 C6 119.1(5) . . ?
C8 C7 H7A 120.5 . . ?
C4 C5 H5B 119.4 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 H5B 119.4 . . ?
C68 C69 H69 119.6 . . ?
C68 C69 C70 120.8(5) . . ?
C70 C69 H69 119.6 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.1(5) . . ?
C42 C41 H41 120.0 . . ?
C70 O16 H16A 109.5 . . ?
N10 C57 C56 110.7(4) . . ?
N10 C57 H57A 109.5 . . ?
N10 C57 H57B 109.5 . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 108.1 . . ?
C45 C44 H44 120.1 . . ?
C45 C44 C43 119.7(5) . . ?
C43 C44 H44 120.1 . . ?
C52 C53 H53 107.6 . . ?
C54 C53 C52 111.6(4) . . ?
C54 C53 H53 107.6 . . ?
C54 C53 C55 113.1(5) . . ?
C55 C53 C52 109.1(3) . . ?
C55 C53 H53 107.6 . . ?
C41 C42 H42 119.7 . . ?
C43 C42 C41 120.6(6) . . ?
C43 C42 H42 119.7 . . ?
C9 C10 H10B 118.3 . . ?
C11 C10 C9 123.4(6) . . ?
C11 C10 H10B 118.3 . . ?
C67 C72 H72 119.4 . . ?
C67 C72 C71 121.3(6) . . ?
C71 C72 H72 119.4 . . ?
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 . . ?
O16 C70 C69 124.1(5) . . ?
C71 C70 C69 118.7(5) . . ?
C71 C70 O16 117.2(6) . . ?
C44 C43 H43 120.4 . . ?
C42 C43 C44 119.3(5) . . ?
C42 C43 H43 120.4 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C59 C60 H60A 108.3 . . ?
C59 C60 H60B 108.3 . . ?
C59 C60 C61 115.9(8) . . ?
H60A C60 H60B 107.4 . . ?
C61 C60 H60A 108.3 . . ?
C61 C60 H60B 108.3 . . ?
C10 C11 H11A 118.4 . . ?
C10 C11 C12 123.2(7) . . ?
C12 C11 H11A 118.4 . . ?
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 . . ?
C72 C71 H71 120.0 . . ?
C70 C71 C72 119.9(6) . . ?
C70 C71 H71 120.0 . . ?
C60 C61 H61 109.6 . . ?
C60 C61 C63 104.7(10) . . ?
C63 C61 H61 109.6 . . ?
C62 C61 C60 113.1(8) . . ?
C62 C61 H61 109.6 . . ?
C62 C61 C63 110.0(10) . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 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 C1 1.252(4) . ?
O9 C37 1.238(4) . ?
O2 C15 1.237(4) . ?
O7 C33 1.245(4) . ?
O8 C36 1.244(4) . ?
O14 C58 1.242(5) . ?
O3 C64 1.334(4) . ?
O3 C17 1.461(4) . ?
O11 C46 1.233(4) . ?
O10 H10 0.8400 . ?
O10 C39 1.411(4) . ?
O12 C51 1.225(5) . ?
O6 C22 1.224(5) . ?
N1 H1 0.8800 . ?
N1 C1 1.343(4) . ?
N1 C16 1.444(4) . ?
N2 H2 0.8800 . ?
N2 C15 1.340(4) . ?
N2 C20 1.468(4) . ?
N8 C37 1.343(4) . ?
N8 C47 1.458(4) . ?
N8 C50 1.461(5) . ?
O4 C19 1.238(4) . ?
N5 H5 0.8800 . ?
N5 C22 1.350(4) . ?
N5 C34 1.457(4) . ?
O5 H5A 0.8400 . ?
O5 C21 1.423(5) . ?
O15 C64 1.201(5) . ?
N7 H7 0.8800 . ?
N7 C33 1.321(4) . ?
N7 C38 1.456(4) . ?
N6 H6A 0.8800 . ?
N6 H6B 0.8800 . ?
N6 C36 1.315(5) . ?
N9 H9 0.8800 . ?
N9 C46 1.335(5) . ?
N9 C52 1.446(5) . ?
N3 H3 0.8800 . ?
N3 C19 1.338(5) . ?
N3 C23 1.445(5) . ?
O13 C56 1.211(5) . ?
C1 C2 1.484(5) . ?
C15 C16 1.528(4) . ?
C26 H26 0.9500 . ?
C26 C32 1.382(5) . ?
C26 N4 1.372(5) . ?
N12 H12 0.8800 . ?
N12 C58 1.324(5) . ?
N12 C65 1.451(5) . ?
C37 C38 1.525(5) . ?
C33 C34 1.526(4) . ?
C36 C35 1.510(5) . ?
C22 C23 1.533(5) . ?
C25 C27 1.425(5) . ?
C25 N4 1.361(5) . ?
C25 C24 1.514(5) . ?
C27 C32 1.414(5) . ?
C27 C28 1.409(5) . ?
C3 H3A 0.9500 . ?
C3 C4 1.484(5) . ?
C3 C2 1.322(5) . ?
N11 H11 0.8800 . ?
N11 C56 1.337(6) . ?
N11 C59 1.459(6) . ?
C32 C31 1.395(6) . ?
C46 C47 1.522(5) . ?
C16 H16 1.0000 . ?
C16 C17 1.512(4) . ?
N4 H4 0.8800 . ?
C47 H47 1.0000 . ?
C47 C48 1.536(5) . ?
C4 C9 1.410(6) . ?
C4 C5 1.389(6) . ?
C58 C59 1.540(6) . ?
C19 C20 1.529(6) . ?
C64 C65 1.535(6) . ?
C51 N10 1.337(6) . ?
C51 C52 1.537(6) . ?
C39 H39 1.0000 . ?
C39 C40 1.508(5) . ?
C39 C38 1.551(5) . ?
C2 H2A 0.9500 . ?
N10 H10A 0.8800 . ?
N10 C57 1.426(7) . ?
C23 H23 1.0000 . ?
C23 C24 1.533(5) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C50 C49 1.512(5) . ?
C17 H17 1.0000 . ?
C17 C18 1.521(5) . ?
C9 C8 1.420(7) . ?
C9 C10 1.447(8) . ?
C40 C45 1.392(6) . ?
C40 C41 1.400(6) . ?
C34 H34 1.0000 . ?
C34 C35 1.530(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C56 C57 1.528(6) . ?
C65 H65 1.0000 . ?
C65 C66 1.528(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C38 H38 1.0000 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C20 1.520(5) . ?
C31 H31 0.9500 . ?
C31 C30 1.366(6) . ?
C20 H20 1.0000 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C52 H52 1.0000 . ?
C52 C53 1.534(5) . ?
C68 H68 0.9500 . ?
C68 C67 1.391(7) . ?
C68 C69 1.360(7) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C67 1.517(7) . ?
C29 H29 0.9500 . ?
C29 C28 1.367(6) . ?
C29 C30 1.390(7) . ?
C67 C72 1.348(9) . ?
C28 H28 0.9500 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C49 C48 1.486(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.367(9) . ?
C6 C5 1.382(6) . ?
C8 H8 0.9500 . ?
C8 C7 1.350(9) . ?
C45 H45 0.9500 . ?
C45 C44 1.363(7) . ?
C30 H30 0.9500 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C59 H59 1.0000 . ?
C59 C60 1.527(9) . ?
C7 H7A 0.9500 . ?
C5 H5B 0.9500 . ?
C69 H69 0.9500 . ?
C69 C70 1.381(8) . ?
C41 H41 0.9500 . ?
C41 C42 1.386(7) . ?
O16 H16A 0.8400 . ?
O16 C70 1.359(7) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C44 H44 0.9500 . ?
C44 C43 1.404(10) . ?
C53 H53 1.0000 . ?
C53 C54 1.516(8) . ?
C53 C55 1.521(8) . ?
C42 H42 0.9500 . ?
C42 C43 1.382(10) . ?
C10 H10B 0.9500 . ?
C10 C11 1.310(9) . ?
C72 H72 0.9500 . ?
C72 C71 1.406(10) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C70 C71 1.357(9) . ?
C43 H43 0.9500 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C60 C61 1.531(9) . ?
C11 H11A 0.9500 . ?
C11 C12 1.509(11) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C71 H71 0.9500 . ?
C61 H61 1.0000 . ?
C61 C63 1.605(19) . ?
C61 C62 1.451(17) . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 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
O1 C1 C2 C3 0.8(5) . . . . ?
O9 C37 C38 N7 -36.3(4) . . . . ?
O9 C37 C38 C39 82.7(4) . . . . ?
O2 C15 C16 N1 143.2(3) . . . . ?
O2 C15 C16 C17 -90.1(3) . . . . ?
O7 C33 C34 N5 -168.7(3) . . . . ?
O7 C33 C34 C35 68.4(4) . . . . ?
O8 C36 C35 C34 70.8(4) . . . . ?
O14 C58 C59 N11 -149.4(4) . . . . ?
O14 C58 C59 C60 86.2(6) . . . . ?
O3 C64 C65 N12 -38.5(5) . . . . ?
O3 C64 C65 C66 -162.8(4) . . . . ?
O11 C46 C47 N8 -24.6(4) . . . . ?
O11 C46 C47 C48 88.7(4) . . . . ?
O10 C39 C40 C45 -152.1(4) . . . . ?
O10 C39 C40 C41 29.1(5) . . . . ?
O10 C39 C38 N7 173.7(3) . . . . ?
O10 C39 C38 C37 55.3(3) . . . . ?
O12 C51 N10 C57 -5.7(6) . . . . ?
O12 C51 C52 N9 44.2(4) . . . . ?
O12 C51 C52 C53 -79.8(5) . . . . ?
O6 C22 C23 N3 -177.0(3) . . . . ?
O6 C22 C23 C24 -52.5(4) . . . . ?
N1 C1 C2 C3 -176.8(3) . . . . ?
N1 C16 C17 O3 56.7(3) . . . . ?
N1 C16 C17 C18 -63.6(4) . . . . ?
N2 C15 C16 N1 -35.8(4) . . . . ?
N2 C15 C16 C17 90.9(3) . . . . ?
N8 C37 C38 N7 150.5(3) . . . . ?
N8 C37 C38 C39 -90.6(3) . . . . ?
N8 C47 C48 C49 -25.1(4) . . . . ?
N8 C50 C49 C48 -33.1(4) . . . . ?
O4 C19 C20 N2 175.1(3) . . . . ?
O4 C19 C20 C21 -60.8(4) . . . . ?
N5 C22 C23 N3 4.1(4) . . . . ?
N5 C22 C23 C24 128.7(3) . . . . ?
N5 C34 C35 C36 60.4(3) . . . . ?
O5 C21 C20 N2 -61.4(4) . . . . ?
O5 C21 C20 C19 173.9(3) . . . . ?
O15 C64 C65 N12 145.1(4) . . . . ?
O15 C64 C65 C66 20.8(6) . . . . ?
N7 C33 C34 N5 13.0(4) . . . . ?
N7 C33 C34 C35 -109.8(3) . . . . ?
N6 C36 C35 C34 -106.3(4) . . . . ?
N9 C46 C47 N8 160.6(3) . . . . ?
N9 C46 C47 C48 -86.0(4) . . . . ?
N9 C52 C53 C54 -177.2(4) . . . . ?
N9 C52 C53 C55 57.0(6) . . . . ?
N3 C19 C20 N2 -4.6(4) . . . . ?
N3 C19 C20 C21 119.5(3) . . . . ?
N3 C23 C24 C25 -65.4(4) . . . . ?
O13 C56 C57 N10 24.1(6) . . . . ?
C1 N1 C16 C15 -65.7(4) . . . . ?
C1 N1 C16 C17 168.2(3) . . . . ?
C15 N2 C20 C19 -72.3(4) . . . . ?
C15 N2 C20 C21 164.1(3) . . . . ?
C15 C16 C17 O3 -71.1(3) . . . . ?
C15 C16 C17 C18 168.6(3) . . . . ?
C26 C32 C31 C30 179.6(4) . . . . ?
N12 C58 C59 N11 34.4(6) . . . . ?
N12 C58 C59 C60 -89.9(5) . . . . ?
N12 C65 C66 C67 73.1(5) . . . . ?
C37 N8 C47 C46 -55.1(4) . . . . ?
C37 N8 C47 C48 -173.0(3) . . . . ?
C37 N8 C50 C49 -165.5(3) . . . . ?
C33 N7 C38 C37 -111.3(3) . . . . ?
C33 N7 C38 C39 131.5(3) . . . . ?
C33 C34 C35 C36 -173.9(3) . . . . ?
C22 N5 C34 C33 93.7(4) . . . . ?
C22 N5 C34 C35 -144.5(3) . . . . ?
C22 C23 C24 C25 169.6(3) . . . . ?
C25 C27 C32 C26 -1.0(4) . . . . ?
C25 C27 C32 C31 177.5(3) . . . . ?
C25 C27 C28 C29 -178.4(4) . . . . ?
C27 C25 N4 C26 -0.4(4) . . . . ?
C27 C25 C24 C23 79.2(4) . . . . ?
C27 C32 C31 C30 1.5(5) . . . . ?
C3 C4 C9 C8 174.1(3) . . . . ?
C3 C4 C9 C10 -7.6(6) . . . . ?
C3 C4 C5 C6 -174.6(3) . . . . ?
N11 C56 C57 N10 -159.0(4) . . . . ?
N11 C59 C60 C61 65.5(8) . . . . ?
C32 C26 N4 C25 -0.2(4) . . . . ?
C32 C27 C28 C29 3.2(5) . . . . ?
C32 C31 C30 C29 1.3(6) . . . . ?
C46 N9 C52 C51 130.6(3) . . . . ?
C46 N9 C52 C53 -106.3(4) . . . . ?
C46 C47 C48 C49 -143.0(3) . . . . ?
C16 N1 C1 O1 8.6(4) . . . . ?
C16 N1 C1 C2 -173.7(3) . . . . ?
N4 C26 C32 C27 0.8(4) . . . . ?
N4 C26 C32 C31 -177.5(4) . . . . ?
N4 C25 C27 C32 0.9(4) . . . . ?
N4 C25 C27 C28 -177.7(4) . . . . ?
N4 C25 C24 C23 -98.3(4) . . . . ?
C47 N8 C37 O9 -10.5(5) . . . . ?
C47 N8 C37 C38 162.7(3) . . . . ?
C47 N8 C50 C49 17.6(4) . . . . ?
C4 C3 C2 C1 173.7(3) . . . . ?
C4 C9 C8 C7 0.7(6) . . . . ?
C4 C9 C10 C11 154.2(6) . . . . ?
C58 N12 C65 C64 90.9(5) . . . . ?
C58 N12 C65 C66 -144.5(4) . . . . ?
C58 C59 C60 C61 -169.5(6) . . . . ?
C19 N3 C23 C22 -111.1(3) . . . . ?
C19 N3 C23 C24 124.9(3) . . . . ?
C64 O3 C17 C16 151.7(3) . . . . ?
C64 O3 C17 C18 -85.4(4) . . . . ?
C64 C65 C66 C67 -161.9(4) . . . . ?
C51 N10 C57 C56 -106.3(5) . . . . ?
C51 C52 C53 C54 -55.4(5) . . . . ?
C51 C52 C53 C55 178.8(5) . . . . ?
C39 C40 C45 C44 -178.3(5) . . . . ?
C39 C40 C41 C42 179.8(5) . . . . ?
C2 C3 C4 C9 159.5(3) . . . . ?
C2 C3 C4 C5 -24.0(5) . . . . ?
N10 C51 C52 N9 -138.5(3) . . . . ?
N10 C51 C52 C53 97.5(4) . . . . ?
C23 N3 C19 O4 -3.6(5) . . . . ?
C23 N3 C19 C20 176.1(3) . . . . ?
C50 N8 C37 O9 172.7(3) . . . . ?
C50 N8 C37 C38 -14.1(5) . . . . ?
C50 N8 C47 C46 122.2(3) . . . . ?
C50 N8 C47 C48 4.3(4) . . . . ?
C50 C49 C48 C47 36.5(4) . . . . ?
C17 O3 C64 O15 3.0(6) . . . . ?
C17 O3 C64 C65 -173.4(3) . . . . ?
C9 C4 C5 C6 2.1(5) . . . . ?
C9 C8 C7 C6 1.8(7) . . . . ?
C9 C10 C11 C12 177.4(7) . . . . ?
C40 C39 C38 N7 -65.9(4) . . . . ?
C40 C39 C38 C37 175.7(3) . . . . ?
C40 C45 C44 C43 0.9(9) . . . . ?
C40 C41 C42 C43 -3.9(9) . . . . ?
C34 N5 C22 O6 -4.2(5) . . . . ?
C34 N5 C22 C23 174.6(3) . . . . ?
C56 N11 C59 C58 60.9(6) . . . . ?
C56 N11 C59 C60 -176.9(5) . . . . ?
C65 N12 C58 O14 1.8(6) . . . . ?
C65 N12 C58 C59 177.7(4) . . . . ?
C65 C66 C67 C68 -89.2(5) . . . . ?
C65 C66 C67 C72 89.1(7) . . . . ?
C38 N7 C33 O7 0.5(5) . . . . ?
C38 N7 C33 C34 178.6(3) . . . . ?
C38 C39 C40 C45 85.7(4) . . . . ?
C38 C39 C40 C41 -93.0(4) . . . . ?
C20 N2 C15 O2 -1.7(5) . . . . ?
C20 N2 C15 C16 177.3(3) . . . . ?
C24 C25 C27 C32 -177.0(3) . . . . ?
C24 C25 C27 C28 4.4(7) . . . . ?
C24 C25 N4 C26 177.6(3) . . . . ?
C52 N9 C46 O11 -5.6(5) . . . . ?
C52 N9 C46 C47 169.0(3) . . . . ?
C52 C51 N10 C57 177.1(4) . . . . ?
C68 C67 C72 C71 3.1(12) . . . . ?
C68 C69 C70 O16 179.8(6) . . . . ?
C68 C69 C70 C71 -2.6(10) . . . . ?
C66 C67 C72 C71 -175.3(8) . . . . ?
C67 C68 C69 C70 0.5(8) . . . . ?
C67 C72 C71 C70 -5.3(16) . . . . ?
C28 C27 C32 C26 177.9(3) . . . . ?
C28 C27 C32 C31 -3.7(5) . . . . ?
C28 C29 C30 C31 -1.7(6) . . . . ?
C8 C9 C10 C11 -27.6(8) . . . . ?
C45 C40 C41 C42 1.0(7) . . . . ?
C45 C44 C43 C42 -3.8(10) . . . . ?
C30 C29 C28 C27 -0.6(6) . . . . ?
C59 N11 C56 O13 2.8(6) . . . . ?
C59 N11 C56 C57 -174.1(4) . . . . ?
C59 C60 C61 C63 -177.5(8) . . . . ?
C59 C60 C61 C62 62.7(11) . . . . ?
C7 C6 C5 C4 0.4(6) . . . . ?
C5 C4 C9 C8 -2.5(5) . . . . ?
C5 C4 C9 C10 175.7(4) . . . . ?
C5 C6 C7 C8 -2.3(6) . . . . ?
C69 C68 C67 C66 177.6(4) . . . . ?
C69 C68 C67 C72 -0.8(8) . . . . ?
C69 C70 C71 C72 4.9(14) . . . . ?
C41 C40 C45 C44 0.5(7) . . . . ?
C41 C42 C43 C44 5.3(10) . . . . ?
O16 C70 C71 C72 -177.4(9) . . . . ?
C10 C9 C8 C7 -177.7(4) . . . . ?
