#------------------------------------------------------------------------------
#$Date: 2023-01-14 01:45:23 +0200 (Sat, 14 Jan 2023) $
#$Revision: 280340 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/21/7712110.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_7712110
loop_
_publ_author_name
'Peedika Paramban, Ramees'
'Guo, Zhifang'
'Deacon, Glen B.'
'Junk, Peter C.'
_publ_section_title
;
 Formation of a cyclooctatetraenylsamarium(III) inverse sandwich that
 ring-opens tetrahydrofuran.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d2dt04164b
_journal_year                    2023
_chemical_formula_moiety         'C83 H121 N6 O2 Sm, C4 H8 O'
_chemical_formula_sum            'C87 H129 N6 O3 Sm'
_chemical_formula_weight         1457.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-15
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-11-15 deposited with the CCDC.	2023-01-05 downloaded from the CCDC.
;
_cell_angle_alpha                97.357(2)
_cell_angle_beta                 103.624(2)
_cell_angle_gamma                108.342(3)
_cell_formula_units_Z            2
_cell_length_a                   12.6902(4)
_cell_length_b                   17.9896(7)
_cell_length_c                   20.6655(4)
_cell_measurement_reflns_used    15021
_cell_measurement_temperature    122.99(12)
_cell_measurement_theta_max      76.1280
_cell_measurement_theta_min      3.8310
_cell_volume                     4246.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(12)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 119.00   0.50    0.30    --   47.95  46.00 -11.00  168
  2  ω     95.00 178.00   0.50    2.00    --  107.11  46.00 -11.00  166
  3  ω     95.00 178.00   0.50    2.00    --  107.11  30.00 120.00  166
  4  ω     94.00 178.00   0.50    2.00    --  107.11  15.00 -90.00  168
  5  ω     35.00  77.00   0.50    2.00    --  107.11 -46.00-161.00   84
  6  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00-120.00  142
  7  ω     36.00  76.00   0.50    2.00    --  107.11 -45.00 -30.00   80
  8  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00 -90.00   68
  9  ω     36.00  76.00   0.50    2.00    --  107.11 -45.00-120.00   80
 10  ω     35.00 105.00   0.50    2.00    --  107.11 -95.00 -59.63  140
 11  ω     35.00 107.00   0.50    2.00    --  107.11-105.00  72.02  144
 12  ω     34.00  96.00   0.50    0.30    --   47.95-125.00  60.00  124
 13  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00 -30.00   68
 14  ω     36.00  76.00   0.50    2.00    --  107.11 -45.00  30.00   80
 15  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00  60.00   68
 16  ω     36.00  76.00   0.50    2.00    --  107.11 -45.00  90.00   80
 17  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00 150.00  142
 18  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00  60.00  142
 19  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00 -30.00  142
 20  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00-180.00   68
 21  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00-150.00   68
 22  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00-120.00   68
 23  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00 -60.00   68
 24  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00   0.00   68
 25  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00  30.00   68
 26  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00 120.00  142
 27  ω     35.00 130.00   0.50    2.00    --  107.11 -77.00 150.00  190
 28  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00  30.00  142
 29  ω     32.00  66.00   0.50    2.00    --  107.11 -30.00 120.00   68
 30  ω     25.00 120.00   0.50    0.30    --   47.95  77.00  60.00  190
 31  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00-150.00  142
 32  ω     35.00 106.00   0.50    2.00    --  107.11 -94.00-180.00  142
 33  ω    -23.00  61.00   0.50    0.30    --   47.95 -46.00-161.00  168
 34  ω    -60.00  25.00   0.50    0.30    --  -47.95  38.00  60.00  170
 35  ω    -61.00  25.00   0.50    0.30    --  -47.95  46.00 -11.00  172
 36  ω    -79.00 -14.00   0.50    2.00    --  -86.25  46.00 -11.00  130
 37  ω    -71.00  25.00   0.50    0.30    --  -47.95  77.00-120.00  192
 38  ω    -68.00 -11.00   0.50    2.00    --  -86.25  30.00 -90.00  114
 39  ω    -86.00 -13.00   0.50    2.00    --  -86.25 125.00  60.00  146
 40  ω   -119.00 -35.00   0.50    0.30    --  -47.95 -46.00-161.00  168
 41  ω   -120.00 -73.00   0.50    0.30    --  -47.95-125.00 -30.00   94
 42  ω   -159.00 -73.00   0.50    2.00    --  -86.25 -46.00-161.00  172
 43  ω   -159.00 -83.00   0.50    2.00    --  -86.25 -94.00 -60.00  152
 44  ω   -120.00 -73.00   0.50    0.30    --  -47.95-125.00 150.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0269239000
_diffrn_orient_matrix_UB_12      0.0778918000
_diffrn_orient_matrix_UB_13      0.0028769000
_diffrn_orient_matrix_UB_21      0.0794737000
_diffrn_orient_matrix_UB_22      0.0283969000
_diffrn_orient_matrix_UB_23      -0.0448267000
_diffrn_orient_matrix_UB_31      -0.1041790000
_diffrn_orient_matrix_UB_32      -0.0409504000
_diffrn_orient_matrix_UB_33      -0.0645213000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1189
_diffrn_reflns_av_unetI/netI     0.0776
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            76924
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.000
_diffrn_reflns_theta_min         3.806
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.551
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.140
_exptl_crystal_description       plate
_exptl_crystal_F_000             1558
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.01
_refine_diff_density_max         3.622
_refine_diff_density_min         -1.168
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     943
_refine_ls_number_reflns         16575
_refine_ls_number_restraints     165
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0763
_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)+(0.0936P)²+10.7447P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1806
_refine_ls_wR_factor_ref         0.1904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14020
_reflns_number_total             16575
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt04164b2.cif
_cod_data_source_block           rpp_t8c_g5
_cod_original_cell_volume        4246.3(2)
_cod_database_code               7712110
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Sm C H O N'
_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   0.947
_shelx_estimated_absorpt_t_min   0.337
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Restrained distances
 O4-C88 = O4-C91
 1.44 with sigma of 0.02
 C88-C89 = C90-C91
 1.53 with sigma of 0.02
 C89-C90
 1.54 with sigma of 0.02
 O3-C84 = O3-C87
 1.44 with sigma of 0.02
 C84-C85 = C86-C87
 1.53 with sigma of 0.02
 C85-C86
 1.54 with sigma of 0.02
 O4-C89 = O4-C90 = C88-C90 = C89-C91
 2.38 with sigma of 0.04
 O3-C85 = O3-C86 = C84-C86 = C85-C87
 2.38 with sigma of 0.04
 C89-C91 \\sim C88-C90
 with sigma of 0.04
 O4-C89 \\sim O4-C90
 with sigma of 0.04
 C88-C89 \\sim C89-C90 \\sim C90-C91
 with sigma of 0.02
 O4-C88 \\sim O4-C91
 with sigma of 0.02
 O3-C85 \\sim O3-C86
 with sigma of 0.04
 C85-C87 \\sim C84-C86
 with sigma of 0.04
 O3-C84 \\sim O3-C87
 with sigma of 0.02
 C84-C85 \\sim C85-C86 \\sim C86-C87
 with sigma of 0.02
3. Rigid bond restraints
 C79, C78, C80
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
O4 \\sim C88 \\sim C89 \\sim C90 \\sim C91: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
O3 \\sim C84 \\sim C85 \\sim C86 \\sim C87: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
C79 \\sim C78 \\sim C80: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.01 within 2A
5. Rigid body (RIGU) restrains
 O4, C88, C89, C90, C91
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O3, C84, C85, C86, C87
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: O4(0.5) C88(0.5) H88A(0.5) H88B(0.5) C89(0.5) H89A(0.5) H89B(0.5)
 C90(0.5) H90A(0.5) H90B(0.5) C91(0.5) H91A(0.5) H91B(0.5) O3(0.5) C84(0.5)
 H84A(0.5) H84B(0.5) C85(0.5) H85A(0.5) H85B(0.5) C86(0.5) H86A(0.5) H86B(0.5)
 C87(0.5) H87A(0.5) H87B(0.5)
7.a Ternary CH refined with riding coordinates:
 C3(H3), C35(H35), C20(H20), C10(H10), C45(H45), C28(H28), C48(H48), C23(H23),
 C61(H61), C81(H81), C68(H68), C78(H78)
7.b Secondary CH2 refined with riding coordinates:
 C56(H56A,H56B), C55(H55A,H55B), C57(H57A,H57B), C58(H58A,H58B), C51(H51A,
 H51B), C53(H53A,H53B), C52(H52A,H52B), C54(H54A,H54B), C88(H88A,H88B),
 C89(H89A,H89B), C90(H90A,H90B), C91(H91A,H91B), C84(H84A,H84B), C85(H85A,H85B),
  C86(H86A,H86B), C87(H87A,H87B)
7.c Aromatic/amide H refined with riding coordinates:
 C13(H13), C38(H38), C71(H71), C41(H41), C42(H42), C43(H43), C7(H7), C32(H32),
 C17(H17), C5(H5), C31(H31), C6(H6), C30(H30), C65(H65), C16(H16), C18(H18),
 C63(H63), C64(H64), C74(H74), C76(H76), C75(H75)
7.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C),
 C47(H47A,H47B,H47C), C12(H12A,H12B,H12C), C22(H22A,H22B,H22C), C46(H46A,H46B,
 H46C), C11(H11A,H11B,H11C), C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C25(H25A,
 H25B,H25C), C24(H24A,H24B,H24C), C59(H59A,H59B,H59C), C60(H60A,H60B,H60C),
 C27(H27A,H27B,H27C), C69(H69A,H69B,H69C), C50(H50A,H50B,H50C), C49(H49A,H49B,
 H49C), C83(H83A,H83B,H83C), C82(H82A,H82B,H82C), C80(H80A,H80B,H80C), C70(H70A,
 H70B,H70C), C79(H79A,H79B,H79C)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.867
_oxdiff_exptl_absorpt_empirical_full_min 0.610
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
Sm1 Sm 0.59068(3) 0.12586(2) 0.27341(2) 0.02831(10) Uani 1 1 d . . . . .
O2 O 0.5818(4) 0.2294(2) 0.3239(2) 0.0397(10) Uani 1 1 d . . . . .
N2 N 0.4353(4) 0.0169(3) 0.2924(2) 0.0307(10) Uani 1 1 d . . . . .
O1 O 0.8034(4) 0.1886(3) 0.3282(2) 0.0396(10) Uani 1 1 d . . . . .
N1 N 0.6184(4) 0.0499(3) 0.3635(2) 0.0318(10) Uani 1 1 d . . . . .
N6 N 0.6550(5) 0.5871(3) 0.3361(3) 0.0415(12) Uani 1 1 d . . . . .
N4 N 0.6553(4) 0.1217(3) 0.1714(2) 0.0354(11) Uani 1 1 d . . . . .
N3 N 0.4682(4) 0.1149(3) 0.1541(2) 0.0343(11) Uani 1 1 d . . . . .
C9 C 0.6878(5) 0.0509(4) 0.4307(3) 0.0325(12) Uani 1 1 d . . . . .
C4 C 0.6868(5) 0.0997(4) 0.4890(3) 0.0373(13) Uani 1 1 d . . . . .
C34 C 0.3638(5) 0.1148(4) 0.1086(3) 0.0366(13) Uani 1 1 d . . . . .
C14 C 0.3149(5) -0.0255(4) 0.2751(3) 0.0350(13) Uani 1 1 d . . . . .
C33 C 0.2709(5) 0.0416(4) 0.0783(3) 0.0357(13) Uani 1 1 d . . . . .
N5 N 0.4789(5) 0.5398(3) 0.2499(3) 0.0464(13) Uani 1 1 d . . . . .
C13 C 0.5039(5) 0.0157(4) 0.3510(3) 0.0319(12) Uani 1 1 d . . . . .
H13 H 0.472229 -0.008993 0.383598 0.038 Uiso 1 1 calc R U . . .
C29 C 0.3530(5) 0.1869(4) 0.0956(3) 0.0418(15) Uani 1 1 d . . . . .
C3 C 0.6189(5) 0.1563(4) 0.4863(3) 0.0364(13) Uani 1 1 d . . . . .
H3 H 0.583894 0.154924 0.437250 0.044 Uiso 1 1 calc R U . . .
C38 C 0.5568(5) 0.1201(4) 0.1298(3) 0.0339(13) Uani 1 1 d . . . . .
H38 H 0.550284 0.122535 0.083498 0.041 Uiso 1 1 calc R U . . .
C35 C 0.2819(6) -0.0372(4) 0.0904(3) 0.0424(15) Uani 1 1 d . . . . .
H35 H 0.333583 -0.027072 0.137859 0.051 Uiso 1 1 calc R U . . .
C39 C 0.7551(5) 0.1312(4) 0.1492(3) 0.0379(14) Uani 1 1 d . . . . .
C71 C 0.5586(6) 0.5961(4) 0.2978(3) 0.0427(15) Uani 1 1 d . . . . .
H71 H 0.549599 0.646524 0.306914 0.051 Uiso 1 1 calc R U . . .
C41 C 0.9212(6) 0.2128(5) 0.1203(3) 0.0452(16) Uani 1 1 d . . . . .
H41 H 0.964461 0.262038 0.111345 0.054 Uiso 1 1 calc R U . . .
C42 C 0.9634(6) 0.1503(5) 0.1186(3) 0.0490(18) Uani 1 1 d . . . . .
H42 H 1.035015 0.157206 0.108981 0.059 Uiso 1 1 calc R U . . .
C20 C 0.2826(6) 0.1085(4) 0.2843(3) 0.0436(15) Uani 1 1 d . . . . .
H20 H 0.361073 0.127845 0.277052 0.052 Uiso 1 1 calc R U . . .
C15 C 0.2721(5) -0.1097(4) 0.2624(3) 0.0400(14) Uani 1 1 d . . . . .
C44 C 0.7969(5) 0.0672(4) 0.1459(3) 0.0398(15) Uani 1 1 d . . . . .
C1 C 0.7004(6) 0.2429(4) 0.5211(4) 0.0472(16) Uani 1 1 d . . . . .
H1A H 0.730273 0.246828 0.570204 0.071 Uiso 1 1 calc R U . . .
H1B H 0.657482 0.279370 0.513835 0.071 Uiso 1 1 calc R U . . .
H1C H 0.765405 0.257844 0.501617 0.071 Uiso 1 1 calc R U . . .
C56 C 0.6319(6) 0.3704(4) 0.3281(3) 0.0400(14) Uani 1 1 d . . . . .
H56A H 0.715582 0.380414 0.347415 0.048 Uiso 1 1 calc R U . . .
H56B H 0.613677 0.358084 0.277770 0.048 Uiso 1 1 calc R U . . .
C43 C 0.9016(6) 0.0783(5) 0.1310(3) 0.0454(16) Uani 1 1 d . . . . .
H43 H 0.930710 0.035675 0.129300 0.054 Uiso 1 1 calc R U . . .
C55 C 0.5623(6) 0.2979(4) 0.3497(3) 0.0447(15) Uani 1 1 d . . . . .
H55A H 0.584579 0.307811 0.400171 0.054 Uiso 1 1 calc R U . . .
H55B H 0.478630 0.289082 0.332917 0.054 Uiso 1 1 calc R U . . .
C67 C 0.7397(6) 0.6528(4) 0.3880(3) 0.0442(15) Uani 1 1 d . . . . .
C19 C 0.2390(5) 0.0174(5) 0.2675(3) 0.0407(15) Uani 1 1 d . . . . .
C40 C 0.8170(5) 0.2050(5) 0.1347(3) 0.0425(15) Uani 1 1 d . . . . .
C57 C 0.6100(6) 0.4451(4) 0.3498(3) 0.0396(14) Uani 1 1 d . . . . .
H57A H 0.635840 0.461408 0.400218 0.048 Uiso 1 1 calc R U . . .
H57B H 0.525713 0.434724 0.333900 0.048 Uiso 1 1 calc R U . . .
C2 C 0.5199(6) 0.1300(4) 0.5188(3) 0.0438(15) Uani 1 1 d . . . . .
H2A H 0.470794 0.073921 0.497466 0.066 Uiso 1 1 calc R U . . .
H2B H 0.473153 0.164074 0.511767 0.066 Uiso 1 1 calc R U . . .
H2C H 0.552521 0.135123 0.567784 0.066 Uiso 1 1 calc R U . . .
C10 C 0.7616(6) -0.0478(4) 0.3730(3) 0.0422(15) Uani 1 1 d . . . . .
H10 H 0.734085 -0.026189 0.332656 0.051 Uiso 1 1 calc R U . . .
C7 C 0.8208(5) 0.0027(4) 0.5006(3) 0.0420(15) Uani 1 1 d . . . . .
H7 H 0.868215 -0.029089 0.504820 0.050 Uiso 1 1 calc R U . . .
C8 C 0.7581(5) 0.0040(4) 0.4360(3) 0.0357(13) Uani 1 1 d . . . . .
C58 C 0.6750(6) 0.5129(4) 0.3203(4) 0.0491(16) Uani 1 1 d . . . . .
H58A H 0.759259 0.523714 0.337734 0.059 Uiso 1 1 calc R U . . .
H58B H 0.651881 0.494506 0.270072 0.059 Uiso 1 1 calc R U . . .
C36 C 0.3395(6) -0.0677(5) 0.0410(3) 0.0461(16) Uani 1 1 d . . . . .
H36A H 0.287653 -0.082166 -0.005713 0.069 Uiso 1 1 calc R U . . .
H36B H 0.355141 -0.114955 0.052906 0.069 Uiso 1 1 calc R U . . .
H36C H 0.412727 -0.025402 0.044025 0.069 Uiso 1 1 calc R U . . .
C32 C 0.1692(6) 0.0424(5) 0.0337(3) 0.0432(15) Uani 1 1 d . . . . .
H32 H 0.105519 -0.006534 0.013333 0.052 Uiso 1 1 calc R U . . .
C17 C 0.0758(6) -0.1078(5) 0.2364(3) 0.055(2) Uani 1 1 d . . . . .
H17 H -0.005619 -0.136153 0.223258 0.066 Uiso 1 1 calc R U . . .
C5 C 0.7504(5) 0.0954(4) 0.5528(3) 0.0415(14) Uani 1 1 d . . . . .
H5 H 0.748755 0.126704 0.592947 0.050 Uiso 1 1 calc R U . . .
C51 C 0.8892(6) 0.1529(5) 0.3233(3) 0.0509(18) Uani 1 1 d . . . . .
H51A H 0.862646 0.112251 0.280087 0.061 Uiso 1 1 calc R U . . .
H51B H 0.906235 0.127156 0.362093 0.061 Uiso 1 1 calc R U . . .
C45 C 0.7259(5) -0.0137(4) 0.1561(3) 0.0401(14) Uani 1 1 d . . . . .
H45 H 0.680679 -0.003365 0.187566 0.048 Uiso 1 1 calc R U . . .
C28 C 0.4466(6) 0.2689(4) 0.1289(3) 0.0501(17) Uani 1 1 d . . . . .
H28 H 0.511266 0.260605 0.161899 0.060 Uiso 1 1 calc R U . . .
C66 C 0.8422(6) 0.6972(4) 0.3748(4) 0.0537(18) Uani 1 1 d . . . . .
C31 C 0.1604(6) 0.1131(5) 0.0192(3) 0.0466(16) Uani 1 1 d . . . . .
H31 H 0.091850 0.112448 -0.012034 0.056 Uiso 1 1 calc R U . . .
C6 C 0.8155(6) 0.0467(4) 0.5585(3) 0.0451(16) Uani 1 1 d . . . . .
H6 H 0.856493 0.043570 0.602240 0.054 Uiso 1 1 calc R U . . .
C37 C 0.1669(6) -0.1025(5) 0.0840(3) 0.0529(18) Uani 1 1 d . . . . .
H37A H 0.125455 -0.081313 0.111694 0.079 Uiso 1 1 calc R U . . .
H37B H 0.181571 -0.148257 0.100105 0.079 Uiso 1 1 calc R U . . .
H37C H 0.119536 -0.119953 0.036133 0.079 Uiso 1 1 calc R U . . .
C47 C 0.7982(7) -0.0604(5) 0.1880(4) 0.0551(18) Uani 1 1 d . . . . .
H47A H 0.835839 -0.077596 0.155750 0.083 Uiso 1 1 calc R U . . .
H47B H 0.747632 -0.107575 0.199070 0.083 Uiso 1 1 calc R U . . .
H47C H 0.857515 -0.025904 0.229848 0.083 Uiso 1 1 calc R U . . .
C12 C 0.8848(6) -0.0465(5) 0.3765(4) 0.0463(16) Uani 1 1 d . . . . .
H12A H 0.937959 0.009223 0.385617 0.069 Uiso 1 1 calc R U . . .
H12B H 0.883869 -0.075910 0.332941 0.069 Uiso 1 1 calc R U . . .
H12C H 0.911046 -0.071852 0.413234 0.069 Uiso 1 1 calc R U . . .
C22 C 0.2988(7) 0.1386(5) 0.3597(4) 0.0572(19) Uani 1 1 d . . . . .
H22A H 0.223635 0.119499 0.368956 0.086 Uiso 1 1 calc R U . . .
H22B H 0.330354 0.197368 0.371055 0.086 Uiso 1 1 calc R U . . .
H22C H 0.352659 0.118107 0.387474 0.086 Uiso 1 1 calc R U . . .
C30 C 0.2502(6) 0.1844(5) 0.0497(3) 0.0456(16) Uani 1 1 d . . . . .
H30 H 0.242789 0.232931 0.039674 0.055 Uiso 1 1 calc R U . . .
C48 C 0.7746(6) 0.2749(4) 0.1361(3) 0.0457(15) Uani 1 1 d . . . . .
H48 H 0.688450 0.251840 0.126722 0.055 Uiso 1 1 calc R U . . .
C62 C 0.7178(6) 0.6722(4) 0.4504(3) 0.0468(16) Uani 1 1 d . . . . .
C46 C 0.6381(6) -0.0663(5) 0.0884(4) 0.0542(18) Uani 1 1 d . . . . .
H46A H 0.588282 -0.037752 0.069008 0.081 Uiso 1 1 calc R U . . .
H46B H 0.590273 -0.116675 0.096482 0.081 Uiso 1 1 calc R U . . .
H46C H 0.679829 -0.077850 0.056329 0.081 Uiso 1 1 calc R U . . .
C23 C 0.3546(6) -0.1553(4) 0.2670(3) 0.0495(17) Uani 1 1 d . . . . .
H23 H 0.420418 -0.127400 0.309518 0.059 Uiso 1 1 calc R U . . .
C65 C 0.9210(7) 0.7635(5) 0.4249(5) 0.068(2) Uani 1 1 d . . . . .
H65 H 0.991422 0.794181 0.417481 0.082 Uiso 1 1 calc R U . . .
C11 C 0.6798(6) -0.1344(5) 0.3617(4) 0.0501(17) Uani 1 1 d . . . . .
H11A H 0.705431 -0.157068 0.400544 0.075 Uiso 1 1 calc R U . . .
H11B H 0.680562 -0.166179 0.319784 0.075 Uiso 1 1 calc R U . . .
H11C H 0.600793 -0.135361 0.357685 0.075 Uiso 1 1 calc R U . . .
C16 C 0.1511(6) -0.1493(5) 0.2437(3) 0.0527(19) Uani 1 1 d . . . . .
H16 H 0.120364 -0.206221 0.236041 0.063 Uiso 1 1 calc R U . . .
C21 C 0.2072(7) 0.1445(6) 0.2395(4) 0.057(2) Uani 1 1 d . . . . .
H21A H 0.200276 0.125543 0.191528 0.085 Uiso 1 1 calc R U . . .
H21B H 0.242960 0.203136 0.251975 0.085 Uiso 1 1 calc R U . . .
H21C H 0.129959 0.127838 0.246207 0.085 Uiso 1 1 calc R U . . .
C26 C 0.4022(8) 0.3233(5) 0.1690(4) 0.063(2) Uani 1 1 d . . . . .
H26A H 0.464918 0.375171 0.190275 0.095 Uiso 1 1 calc R U . . .
H26B H 0.375701 0.298166 0.204494 0.095 Uiso 1 1 calc R U . . .
H26C H 0.337369 0.331513 0.138064 0.095 Uiso 1 1 calc R U . . .
C61 C 0.6132(7) 0.6225(5) 0.4676(4) 0.0556(19) Uani 1 1 d . . . . .
H61 H 0.572562 0.572946 0.430462 0.067 Uiso 1 1 calc R U . . .
C53 C 0.9844(6) 0.2944(5) 0.3684(4) 0.058(2) Uani 1 1 d . . . . .
H53A H 1.047254 0.314996 0.412197 0.069 Uiso 1 1 calc R U . . .
H53B H 0.987387 0.338374 0.343804 0.069 Uiso 1 1 calc R U . . .
C18 C 0.1181(6) -0.0261(5) 0.2478(3) 0.0497(18) Uani 1 1 d . . . . .
H18 H 0.065608 0.002006 0.242622 0.060 Uiso 1 1 calc R U . . .
C25 C 0.4064(8) -0.1523(5) 0.2069(4) 0.0571(19) Uani 1 1 d . . . . .
H25A H 0.344441 -0.180164 0.164167 0.086 Uiso 1 1 calc R U . . .
H25B H 0.463911 -0.178593 0.212939 0.086 Uiso 1 1 calc R U . . .
H25C H 0.444040 -0.096247 0.205145 0.086 Uiso 1 1 calc R U . . .
C52 C 0.9946(6) 0.2232(6) 0.3252(4) 0.060(2) Uani 1 1 d . . . . .
H52A H 0.993624 0.231530 0.278722 0.072 Uiso 1 1 calc R U . . .
H52B H 1.067102 0.214534 0.346456 0.072 Uiso 1 1 calc R U . . .
C81 C 0.2666(8) 0.4926(6) 0.2876(6) 0.076(3) Uani 1 1 d . . . . .
H81 H 0.346629 0.506661 0.318854 0.092 Uiso 1 1 calc R U . . .
C24 C 0.3010(9) -0.2430(5) 0.2721(4) 0.067(2) Uani 1 1 d . . . . .
H24A H 0.269830 -0.244552 0.311269 0.100 Uiso 1 1 calc R U . . .
H24B H 0.360726 -0.267291 0.278216 0.100 Uiso 1 1 calc R U . . .
H24C H 0.238174 -0.272902 0.230238 0.100 Uiso 1 1 calc R U . . .
C72 C 0.3839(7) 0.5567(5) 0.2111(4) 0.057(2) Uani 1 1 d . . . . .
C63 C 0.8006(8) 0.7409(5) 0.4976(4) 0.062(2) Uani 1 1 d . . . . .
H63 H 0.787612 0.756747 0.539816 0.074 Uiso 1 1 calc R U . . .
C59 C 0.6480(9) 0.5957(6) 0.5350(4) 0.075(3) Uani 1 1 d . . . . .
H59A H 0.687239 0.643015 0.572728 0.112 Uiso 1 1 calc R U . . .
H59B H 0.700694 0.566525 0.531622 0.112 Uiso 1 1 calc R U . . .
H59C H 0.578360 0.560588 0.543401 0.112 Uiso 1 1 calc R U . . .
C64 C 0.8985(8) 0.7851(5) 0.4847(5) 0.072(3) Uani 1 1 d . . . . .
H64 H 0.952099 0.831650 0.517479 0.087 Uiso 1 1 calc R U . . .
C60 C 0.5273(9) 0.6643(6) 0.4707(4) 0.068(2) Uani 1 1 d . . . . .
H60A H 0.460144 0.628700 0.481135 0.102 Uiso 1 1 calc R U . . .
H60B H 0.501469 0.677666 0.426635 0.102 Uiso 1 1 calc R U . . .
H60C H 0.564614 0.713675 0.506481 0.102 Uiso 1 1 calc R U . . .
C68 C 0.8626(8) 0.6777(5) 0.3061(5) 0.071(2) Uani 1 1 d . . . . .
H68 H 0.803974 0.623587 0.281380 0.085 Uiso 1 1 calc R U . . .
C73 C 0.3957(10) 0.5932(6) 0.1556(4) 0.074(3) Uani 1 1 d . . . . .
C27 C 0.4959(7) 0.3080(6) 0.0763(4) 0.065(2) Uani 1 1 d . . . . .
H27A H 0.436738 0.322232 0.046064 0.097 Uiso 1 1 calc R U . . .
H27B H 0.519040 0.270395 0.049251 0.097 Uiso 1 1 calc R U . . .
H27C H 0.563793 0.356578 0.099527 0.097 Uiso 1 1 calc R U . . .
C54 C 0.8673(7) 0.2600(5) 0.3801(4) 0.0580(19) Uani 1 1 d . . . . .
H54A H 0.876291 0.247411 0.425896 0.070 Uiso 1 1 calc R U . . .
H54B H 0.826691 0.298819 0.376792 0.070 Uiso 1 1 calc R U . . .
C77 C 0.2777(8) 0.5315(6) 0.2263(5) 0.072(2) Uani 1 1 d . . . . .
C78 C 0.5097(13) 0.6163(7) 0.1369(6) 0.097(3) Uani 1 1 d . U . . .
H78 H 0.571213 0.615561 0.176955 0.116 Uiso 1 1 calc R U . . .
C74 C 0.2940(13) 0.6018(7) 0.1156(5) 0.092(4) Uani 1 1 d . . . . .
H74 H 0.297386 0.625130 0.077119 0.111 Uiso 1 1 calc R U . . .
C69 C 0.8407(11) 0.7381(7) 0.2637(6) 0.093(3) Uani 1 1 d . . . . .
H69A H 0.762989 0.739268 0.260428 0.139 Uiso 1 1 calc R U . . .
H69B H 0.846319 0.722072 0.217885 0.139 Uiso 1 1 calc R U . . .
H69C H 0.898894 0.791575 0.285764 0.139 Uiso 1 1 calc R U . . .
C50 C 0.8225(10) 0.3288(7) 0.2061(5) 0.084(3) Uani 1 1 d . . . . .
H50A H 0.807830 0.296639 0.240022 0.125 Uiso 1 1 calc R U . . .
H50B H 0.784630 0.368510 0.208066 0.125 Uiso 1 1 calc R U . . .
H50C H 0.906345 0.356499 0.215737 0.125 Uiso 1 1 calc R U . . .
C49 C 0.7977(11) 0.3207(7) 0.0807(5) 0.087(3) Uani 1 1 d . . . . .
H49A H 0.881622 0.345173 0.088466 0.130 Uiso 1 1 calc R U . . .
H49B H 0.763979 0.362755 0.082045 0.130 Uiso 1 1 calc R U . . .
H49C H 0.762282 0.283559 0.035952 0.130 Uiso 1 1 calc R U . . .
C83 C 0.2141(14) 0.4023(7) 0.2639(8) 0.115(4) Uani 1 1 d . . . . .
H83A H 0.138425 0.387107 0.229830 0.172 Uiso 1 1 calc R U . . .
H83B H 0.204179 0.378055 0.302958 0.172 Uiso 1 1 calc R U . . .
H83C H 0.265767 0.383037 0.243570 0.172 Uiso 1 1 calc R U . . .
C76 C 0.1820(9) 0.5413(7) 0.1860(6) 0.092(3) Uani 1 1 d . . . . .
H76 H 0.109828 0.523433 0.195900 0.110 Uiso 1 1 calc R U . . .
C82 C 0.1950(14) 0.5209(9) 0.3287(6) 0.117(5) Uani 1 1 d . . . . .
H82A H 0.227559 0.579509 0.343350 0.175 Uiso 1 1 calc R U . . .
H82B H 0.197237 0.497114 0.368898 0.175 Uiso 1 1 calc R U . . .
H82C H 0.114410 0.504014 0.300178 0.175 Uiso 1 1 calc R U . . .
C80 C 0.5492(14) 0.6995(7) 0.1222(7) 0.112(3) Uani 1 1 d . U . . .
H80A H 0.488843 0.703445 0.084706 0.168 Uiso 1 1 calc R U . . .
H80B H 0.621046 0.709075 0.109229 0.168 Uiso 1 1 calc R U . . .
H80C H 0.563249 0.739691 0.163071 0.168 Uiso 1 1 calc R U . . .
C70 C 0.9828(11) 0.6731(10) 0.3126(9) 0.127(5) Uani 1 1 d . . . . .
H70A H 1.041972 0.726971 0.330739 0.191 Uiso 1 1 calc R U . . .
H70B H 0.986510 0.651257 0.267622 0.191 Uiso 1 1 calc R U . . .
H70C H 0.996873 0.638093 0.343674 0.191 Uiso 1 1 calc R U . . .
C75 C 0.1906(12) 0.5769(8) 0.1317(6) 0.109(4) Uani 1 1 d . . . . .
H75 H 0.124660 0.584576 0.104709 0.130 Uiso 1 1 calc R U . . .
C79 C 0.5037(16) 0.5565(9) 0.0777(8) 0.136(4) Uani 1 1 d . U . . .
H79A H 0.493960 0.504595 0.090354 0.204 Uiso 1 1 calc R U . . .
H79B H 0.575668 0.575029 0.064823 0.204 Uiso 1 1 calc R U . . .
H79C H 0.437633 0.550534 0.038956 0.204 Uiso 1 1 calc R U . . .
O4 O 0.917(2) 0.487(2) 0.4400(12) 0.178(10) Uani 0.5 1 d D U P A -1
C88 C 0.902(2) 0.463(3) 0.5012(16) 0.123(10) Uani 0.5 1 d D U P A -1
H88A H 0.839768 0.409329 0.489764 0.147 Uiso 0.5 1 calc R U P A -1
H88B H 0.878987 0.501399 0.527905 0.147 Uiso 0.5 1 calc R U P A -1
C89 C 1.015(2) 0.459(3) 0.5432(15) 0.142(11) Uani 0.5 1 d D U P A -1
H89A H 1.009534 0.402528 0.542049 0.171 Uiso 0.5 1 calc R U P A -1
H89B H 1.035919 0.487436 0.591210 0.171 Uiso 0.5 1 calc R U P A -1
C90 C 1.1038(19) 0.500(3) 0.5087(17) 0.142(10) Uani 0.5 1 d D U P A -1
H90A H 1.125587 0.461022 0.481695 0.171 Uiso 0.5 1 calc R U P A -1
H90B H 1.174544 0.540322 0.542334 0.171 Uiso 0.5 1 calc R U P A -1
C91 C 1.036(3) 0.540(2) 0.463(2) 0.163(11) Uani 0.5 1 d D U P A -1
H91A H 1.043736 0.592720 0.488749 0.196 Uiso 0.5 1 calc R U P A -1
H91B H 1.066848 0.548856 0.423550 0.196 Uiso 0.5 1 calc R U P A -1
O3 O 0.9145(16) 0.6253(10) 0.1064(7) 0.115(5) Uani 0.5 1 d D U P . .
C84 C 0.841(2) 0.5643(11) 0.0485(10) 0.117(8) Uani 0.5 1 d D U P . .
H84A H 0.767270 0.534262 0.057376 0.140 Uiso 0.5 1 calc R U P . .
H84B H 0.878751 0.526190 0.037300 0.140 Uiso 0.5 1 calc R U P . .
C85 C 0.816(2) 0.6057(13) -0.0099(10) 0.127(9) Uani 0.5 1 d D U P . .
H85A H 0.798331 0.569950 -0.054773 0.152 Uiso 0.5 1 calc R U P . .
H85B H 0.752055 0.625704 -0.009502 0.152 Uiso 0.5 1 calc R U P . .
C86 C 0.9311(16) 0.6733(12) 0.0074(8) 0.084(5) Uani 0.5 1 d D U P . .
H86A H 0.992658 0.654759 -0.002194 0.100 Uiso 0.5 1 calc R U P . .
H86B H 0.925940 0.717171 -0.016120 0.100 Uiso 0.5 1 calc R U P . .
C87 C 0.948(2) 0.6965(11) 0.0821(8) 0.114(8) Uani 0.5 1 d D U P . .
H87A H 1.030031 0.729500 0.106134 0.137 Uiso 0.5 1 calc R U P . .
H87B H 0.899329 0.728399 0.090354 0.137 Uiso 0.5 1 calc R U P . .
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'
Sm Sm -5.3236 12.2178 '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
O2 Sm1 N2 104.54(17) . . ?
O2 Sm1 O1 85.73(16) . . ?
O2 Sm1 N1 103.57(16) . . ?
O2 Sm1 N4 121.90(18) . . ?
O2 Sm1 N3 100.24(16) . . ?
N2 Sm1 O1 133.92(15) . . ?
N2 Sm1 N1 55.25(15) . . ?
N2 Sm1 N3 91.92(15) . . ?
O1 Sm1 N3 131.01(15) . . ?
N1 Sm1 O1 78.68(15) . . ?
N1 Sm1 N3 143.27(17) . . ?
N4 Sm1 N2 124.92(17) . . ?
N4 Sm1 O1 80.93(15) . . ?
N4 Sm1 N1 128.07(17) . . ?
N4 Sm1 N3 54.52(15) . . ?
C55 O2 Sm1 171.7(4) . . ?
C14 N2 Sm1 146.3(4) . . ?
C13 N2 Sm1 92.0(3) . . ?
C13 N2 C14 119.7(5) . . ?
C51 O1 Sm1 126.7(4) . . ?
C54 O1 Sm1 129.1(4) . . ?
C54 O1 C51 103.4(5) . . ?
C9 N1 Sm1 146.3(4) . . ?
C13 N1 Sm1 90.9(3) . . ?
C13 N1 C9 115.4(4) . . ?
C71 N6 C67 119.9(5) . . ?
C71 N6 C58 119.5(6) . . ?
C67 N6 C58 120.5(6) . . ?
C38 N4 Sm1 95.2(3) . . ?
C38 N4 C39 121.3(5) . . ?
C39 N4 Sm1 142.6(3) . . ?
C34 N3 Sm1 150.5(4) . . ?
C38 N3 Sm1 91.3(3) . . ?
C38 N3 C34 117.6(4) . . ?
C4 C9 N1 120.4(5) . . ?
C4 C9 C8 120.6(5) . . ?
C8 C9 N1 119.0(5) . . ?
C9 C4 C3 123.2(5) . . ?
C5 C4 C9 118.1(6) . . ?
C5 C4 C3 118.7(6) . . ?
C33 C34 N3 119.4(6) . . ?
C29 C34 N3 120.5(6) . . ?
C29 C34 C33 120.2(5) . . ?
C15 C14 N2 119.8(6) . . ?
C15 C14 C19 121.0(6) . . ?
C19 C14 N2 119.1(6) . . ?
C34 C33 C35 121.0(5) . . ?
C32 C33 C34 118.7(6) . . ?
C32 C33 C35 120.2(6) . . ?
C71 N5 C72 118.8(6) . . ?
N2 C13 N1 118.6(5) . . ?
N2 C13 H13 120.7 . . ?
N1 C13 H13 120.7 . . ?
C34 C29 C28 123.6(5) . . ?
C34 C29 C30 118.9(6) . . ?
C30 C29 C28 117.5(6) . . ?
C4 C3 H3 108.0 . . ?
C4 C3 C1 110.6(5) . . ?
C4 C3 C2 111.7(5) . . ?
C1 C3 H3 108.0 . . ?
C2 C3 H3 108.0 . . ?
C2 C3 C1 110.4(5) . . ?
N4 C38 H38 120.6 . . ?
N3 C38 N4 118.7(5) . . ?
N3 C38 H38 120.6 . . ?
C33 C35 H35 107.9 . . ?
C33 C35 C36 110.1(5) . . ?
C33 C35 C37 113.9(6) . . ?
C36 C35 H35 107.9 . . ?
C37 C35 H35 107.9 . . ?
C37 C35 C36 109.1(6) . . ?
N4 C39 C40 121.4(6) . . ?
C44 C39 N4 118.3(6) . . ?
C44 C39 C40 120.2(6) . . ?
N6 C71 H71 118.3 . . ?
N5 C71 N6 123.4(6) . . ?
N5 C71 H71 118.3 . . ?
C42 C41 H41 119.3 . . ?
C42 C41 C40 121.4(7) . . ?
C40 C41 H41 119.3 . . ?
C41 C42 H42 119.9 . . ?
C43 C42 C41 120.2(6) . . ?
C43 C42 H42 119.9 . . ?
C19 C20 H20 107.2 . . ?
C19 C20 C22 109.5(6) . . ?
C19 C20 C21 114.4(6) . . ?
C22 C20 H20 107.2 . . ?
C21 C20 H20 107.2 . . ?
C21 C20 C22 111.1(6) . . ?
C14 C15 C23 120.4(5) . . ?
C14 C15 C16 117.7(7) . . ?
C16 C15 C23 121.9(6) . . ?
C39 C44 C45 120.2(5) . . ?
C43 C44 C39 119.2(6) . . ?
C43 C44 C45 120.6(6) . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H56A C56 H56B 107.6 . . ?
C55 C56 H56A 108.7 . . ?
C55 C56 H56B 108.7 . . ?
C57 C56 H56A 108.7 . . ?
C57 C56 H56B 108.7 . . ?
C57 C56 C55 114.3(6) . . ?
C42 C43 C44 120.8(7) . . ?
C42 C43 H43 119.6 . . ?
C44 C43 H43 119.6 . . ?
O2 C55 C56 110.9(5) . . ?
O2 C55 H55A 109.5 . . ?
O2 C55 H55B 109.5 . . ?
C56 C55 H55A 109.5 . . ?
C56 C55 H55B 109.5 . . ?
H55A C55 H55B 108.1 . . ?
C66 C67 N6 118.9(7) . . ?
C66 C67 C62 121.8(7) . . ?
C62 C67 N6 119.4(6) . . ?
C14 C19 C20 122.2(5) . . ?
C14 C19 C18 118.5(7) . . ?
C18 C19 C20 119.1(6) . . ?
C39 C40 C48 122.3(6) . . ?
C41 C40 C39 118.1(7) . . ?
C41 C40 C48 119.6(6) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
C56 C57 C58 110.6(5) . . ?
H57A C57 H57B 108.1 . . ?
C58 C57 H57A 109.5 . . ?
C58 C57 H57B 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C8 C10 H10 107.9 . . ?
C8 C10 C12 112.7(5) . . ?
C8 C10 C11 110.7(5) . . ?
C12 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C11 C10 C12 109.5(6) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C6 C7 C8 121.2(6) . . ?
C9 C8 C10 121.0(5) . . ?
C7 C8 C9 118.7(6) . . ?
C7 C8 C10 120.2(6) . . ?
N6 C58 C57 114.7(6) . . ?
N6 C58 H58A 108.6 . . ?
N6 C58 H58B 108.6 . . ?
C57 C58 H58A 108.6 . . ?
C57 C58 H58B 108.6 . . ?
H58A C58 H58B 107.6 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C32 H32 119.6 . . ?
C31 C32 C33 120.9(6) . . ?
C31 C32 H32 119.6 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.1(6) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.4(6) . . ?
C6 C5 H5 119.3 . . ?
O1 C51 H51A 111.0 . . ?
O1 C51 H51B 111.0 . . ?
O1 C51 C52 103.7(6) . . ?
H51A C51 H51B 109.0 . . ?
C52 C51 H51A 111.0 . . ?
C52 C51 H51B 111.0 . . ?
C44 C45 H45 107.4 . . ?
C44 C45 C47 114.4(6) . . ?
C44 C45 C46 110.8(5) . . ?
C47 C45 H45 107.4 . . ?
C47 C45 C46 109.2(6) . . ?
C46 C45 H45 107.4 . . ?
C29 C28 H28 107.6 . . ?
C29 C28 C26 111.7(6) . . ?
C26 C28 H28 107.6 . . ?
C27 C28 C29 110.9(6) . . ?
C27 C28 H28 107.6 . . ?
C27 C28 C26 111.2(7) . . ?
C67 C66 C68 121.3(7) . . ?
C65 C66 C67 117.9(8) . . ?
C65 C66 C68 120.7(8) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 C32 120.3(6) . . ?
C30 C31 H31 119.9 . . ?
C7 C6 C5 119.8(6) . . ?
C7 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.0(7) . . ?
C31 C30 H30 119.5 . . ?
C40 C48 H48 106.8 . . ?
C40 C48 C49 113.0(6) . . ?
C50 C48 C40 110.7(6) . . ?
C50 C48 H48 106.8 . . ?
C50 C48 C49 112.4(8) . . ?
C49 C48 H48 106.8 . . ?
C67 C62 C61 122.8(6) . . ?
C63 C62 C67 116.7(7) . . ?
C63 C62 C61 120.5(7) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C15 C23 H23 107.2 . . ?
C15 C23 C25 111.1(5) . . ?
C15 C23 C24 114.2(7) . . ?
C25 C23 H23 107.2 . . ?
C25 C23 C24 109.7(7) . . ?
C24 C23 H23 107.2 . . ?
C66 C65 H65 119.5 . . ?
C64 C65 C66 121.0(8) . . ?
C64 C65 H65 119.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C16 H16 119.1 . . ?
C17 C16 C15 121.7(7) . . ?
C17 C16 H16 119.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C28 C26 H26A 109.5 . . ?
C28 C26 H26B 109.5 . . ?
C28 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C62 C61 H61 107.3 . . ?
C62 C61 C59 111.3(7) . . ?
C62 C61 C60 113.1(7) . . ?
C59 C61 H61 107.3 . . ?
C60 C61 H61 107.3 . . ?
C60 C61 C59 110.1(7) . . ?
H53A C53 H53B 109.0 . . ?
C52 C53 H53A 111.0 . . ?
C52 C53 H53B 111.0 . . ?
C54 C53 H53A 111.0 . . ?
C54 C53 H53B 111.0 . . ?
C54 C53 C52 103.6(6) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 C19 120.9(7) . . ?
C17 C18 H18 119.6 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C51 C52 C53 104.2(6) . . ?
C51 C52 H52A 110.9 . . ?
C51 C52 H52B 110.9 . . ?
C53 C52 H52A 110.9 . . ?
C53 C52 H52B 110.9 . . ?
H52A C52 H52B 108.9 . . ?
C77 C81 H81 107.8 . . ?
C83 C81 H81 107.8 . . ?
C83 C81 C77 110.0(10) . . ?
C83 C81 C82 109.1(10) . . ?
C82 C81 H81 107.8 . . ?
C82 C81 C77 114.1(9) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C73 C72 N5 119.5(8) . . ?
C77 C72 N5 119.0(7) . . ?
C77 C72 C73 121.4(8) . . ?
C62 C63 H63 119.1 . . ?
C64 C63 C62 121.9(8) . . ?
C64 C63 H63 119.1 . . ?
C61 C59 H59A 109.5 . . ?
C61 C59 H59B 109.5 . . ?
C61 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C65 C64 H64 119.6 . . ?
C63 C64 C65 120.8(8) . . ?
C63 C64 H64 119.6 . . ?
C61 C60 H60A 109.5 . . ?
C61 C60 H60B 109.5 . . ?
C61 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C66 C68 H68 107.4 . . ?
C66 C68 C69 109.8(8) . . ?
C66 C68 C70 112.9(10) . . ?
C69 C68 H68 107.4 . . ?
C70 C68 H68 107.4 . . ?
C70 C68 C69 111.7(9) . . ?
C72 C73 C78 121.2(9) . . ?
C72 C73 C74 116.3(10) . . ?
C74 C73 C78 122.4(9) . . ?
C28 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
C28 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1 C54 C53 106.4(6) . . ?
O1 C54 H54A 110.5 . . ?
O1 C54 H54B 110.5 . . ?
C53 C54 H54A 110.5 . . ?
C53 C54 H54B 110.5 . . ?
H54A C54 H54B 108.6 . . ?
C72 C77 C81 120.7(7) . . ?
C76 C77 C81 119.3(9) . . ?
C76 C77 C72 120.0(9) . . ?
C73 C78 H78 107.2 . . ?
C80 C78 C73 114.5(10) . . ?
C80 C78 H78 107.2 . . ?
C79 C78 C73 111.5(12) . . ?
C79 C78 H78 107.2 . . ?
C79 C78 C80 109.0(11) . . ?
C73 C74 H74 119.3 . . ?
C75 C74 C73 121.4(10) . . ?
C75 C74 H74 119.3 . . ?
C68 C69 H69A 109.5 . . ?
C68 C69 H69B 109.5 . . ?
C68 C69 H69C 109.5 . . ?
H69A C69 H69B 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C81 C83 H83A 109.5 . . ?
C81 C83 H83B 109.5 . . ?
C81 C83 H83C 109.5 . . ?
H83A C83 H83B 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C77 C76 H76 119.9 . . ?
C75 C76 C77 120.1(11) . . ?
C75 C76 H76 119.9 . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C78 C80 H80A 109.5 . . ?
C78 C80 H80B 109.5 . . ?
C78 C80 H80C 109.5 . . ?
H80A C80 H80B 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C68 C70 H70A 109.5 . . ?
C68 C70 H70B 109.5 . . ?
C68 C70 H70C 109.5 . . ?
H70A C70 H70B 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
C74 C75 H75 119.6 . . ?
C76 C75 C74 120.8(10) . . ?
C76 C75 H75 119.6 . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C88 O4 C91 101(2) . . ?
O4 C88 H88A 109.8 . . ?
O4 C88 H88B 109.8 . . ?
O4 C88 C89 109.3(15) . . ?
H88A C88 H88B 108.3 . . ?
C89 C88 H88A 109.8 . . ?
C89 C88 H88B 109.8 . . ?
C88 C89 H89A 111.0 . . ?
C88 C89 H89B 111.0 . . ?
C88 C89 C90 103.9(11) . . ?
H89A C89 H89B 109.0 . . ?
C90 C89 H89A 111.0 . . ?
C90 C89 H89B 111.0 . . ?
C89 C90 H90A 111.5 . . ?
C89 C90 H90B 111.5 . . ?
C89 C90 C91 101.3(13) . . ?
H90A C90 H90B 109.3 . . ?
C91 C90 H90A 111.5 . . ?
C91 C90 H90B 111.5 . . ?
O4 C91 C90 107.1(18) . . ?
O4 C91 H91A 110.3 . . ?
O4 C91 H91B 110.3 . . ?
C90 C91 H91A 110.3 . . ?
C90 C91 H91B 110.3 . . ?
H91A C91 H91B 108.5 . . ?
C87 O3 C84 105.8(13) . . ?
O3 C84 H84A 110.4 . . ?
O3 C84 H84B 110.4 . . ?
O3 C84 C85 106.8(13) . . ?
H84A C84 H84B 108.6 . . ?
C85 C84 H84A 110.4 . . ?
C85 C84 H84B 110.4 . . ?
C84 C85 H85A 111.8 . . ?
C84 C85 H85B 111.8 . . ?
H85A C85 H85B 109.5 . . ?
C86 C85 C84 99.9(11) . . ?
C86 C85 H85A 111.8 . . ?
C86 C85 H85B 111.8 . . ?
C85 C86 H86A 112.3 . . ?
C85 C86 H86B 112.3 . . ?
H86A C86 H86B 109.9 . . ?
C87 C86 C85 97.4(12) . . ?
C87 C86 H86A 112.3 . . ?
C87 C86 H86B 112.3 . . ?
O3 C87 C86 107.8(13) . . ?
O3 C87 H87A 110.1 . . ?
O3 C87 H87B 110.1 . . ?
C86 C87 H87A 110.1 . . ?
C86 C87 H87B 110.1 . . ?
H87A C87 H87B 108.5 . . ?
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
Sm1 O2 2.064(4) . ?
Sm1 N2 2.453(5) . ?
Sm1 O1 2.481(4) . ?
Sm1 N1 2.470(4) . ?
Sm1 N4 2.436(5) . ?
Sm1 N3 2.531(4) . ?
O2 C55 1.395(8) . ?
N2 C14 1.408(7) . ?
N2 C13 1.322(7) . ?
O1 C51 1.444(8) . ?
O1 C54 1.429(8) . ?
N1 C9 1.452(6) . ?
N1 C13 1.334(7) . ?
N6 C71 1.361(9) . ?
N6 C67 1.426(8) . ?
N6 C58 1.448(9) . ?
N4 C38 1.329(7) . ?
N4 C39 1.415(8) . ?
N3 C34 1.432(7) . ?
N3 C38 1.317(8) . ?
C9 C4 1.403(9) . ?
C9 C8 1.405(8) . ?
C4 C3 1.524(9) . ?
C4 C5 1.400(8) . ?
C34 C33 1.407(9) . ?
C34 C29 1.399(10) . ?
C14 C15 1.405(9) . ?
C14 C19 1.405(9) . ?
C33 C35 1.513(10) . ?
C33 C32 1.404(8) . ?
N5 C71 1.287(9) . ?
N5 C72 1.423(10) . ?
C13 H13 0.9500 . ?
C29 C28 1.521(10) . ?
C29 C30 1.404(9) . ?
C3 H3 1.0000 . ?
C3 C1 1.538(9) . ?
C3 C2 1.536(9) . ?
C38 H38 0.9500 . ?
C35 H35 1.0000 . ?
C35 C36 1.530(9) . ?
C35 C37 1.523(9) . ?
C39 C44 1.413(10) . ?
C39 C40 1.422(10) . ?
C71 H71 0.9500 . ?
C41 H41 0.9500 . ?
C41 C42 1.390(11) . ?
C41 C40 1.391(9) . ?
C42 H42 0.9500 . ?
C42 C43 1.377(11) . ?
C20 H20 1.0000 . ?
C20 C19 1.519(10) . ?
C20 C22 1.525(10) . ?
C20 C21 1.522(9) . ?
C15 C23 1.514(11) . ?
C15 C16 1.406(9) . ?
C44 C43 1.394(9) . ?
C44 C45 1.522(10) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C56 H56A 0.9900 . ?
C56 H56B 0.9900 . ?
C56 C55 1.514(9) . ?
C56 C57 1.491(9) . ?
C43 H43 0.9500 . ?
C55 H55A 0.9900 . ?
C55 H55B 0.9900 . ?
C67 C66 1.405(10) . ?
C67 C62 1.406(10) . ?
C19 C18 1.415(9) . ?
C40 C48 1.516(10) . ?
C57 H57A 0.9900 . ?
C57 H57B 0.9900 . ?
C57 C58 1.527(9) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C10 H10 1.0000 . ?
C10 C8 1.519(9) . ?
C10 C12 1.540(9) . ?
C10 C11 1.528(10) . ?
C7 H7 0.9500 . ?
C7 C8 1.390(8) . ?
C7 C6 1.375(10) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C32 H32 0.9500 . ?
C32 C31 1.374(10) . ?
C17 H17 0.9500 . ?
C17 C16 1.381(12) . ?
C17 C18 1.363(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(10) . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.512(12) . ?
C45 H45 1.0000 . ?
C45 C47 1.524(9) . ?
C45 C46 1.535(9) . ?
C28 H28 1.0000 . ?
C28 C26 1.525(11) . ?
C28 C27 1.519(11) . ?
C66 C65 1.393(12) . ?
C66 C68 1.519(13) . ?
C31 H31 0.9500 . ?
C31 C30 1.369(10) . ?
C6 H6 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C30 H30 0.9500 . ?
C48 H48 1.0000 . ?
C48 C50 1.502(12) . ?
C48 C49 1.524(11) . ?
C62 C61 1.498(11) . ?
C62 C63 1.405(10) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C23 H23 1.0000 . ?
C23 C25 1.535(10) . ?
C23 C24 1.537(10) . ?
C65 H65 0.9500 . ?
C65 C64 1.368(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C16 H16 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C61 H61 1.0000 . ?
C61 C59 1.544(11) . ?
C61 C60 1.514(11) . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C52 1.523(12) . ?
C53 C54 1.509(11) . ?
C18 H18 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C81 H81 1.0000 . ?
C81 C77 1.536(14) . ?
C81 C83 1.512(16) . ?
C81 C82 1.534(16) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C72 C73 1.407(12) . ?
C72 C77 1.405(13) . ?
C63 H63 0.9500 . ?
C63 C64 1.356(14) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C64 H64 0.9500 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C68 H68 1.0000 . ?
C68 C69 1.531(14) . ?
C68 C70 1.528(15) . ?
C73 C78 1.530(17) . ?
C73 C74 1.425(15) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C54 H54A 0.9900 . ?
C54 H54B 0.9900 . ?
C77 C76 1.377(13) . ?
C78 H78 1.0000 . ?
C78 C80 1.516(16) . ?
C78 C79 1.494(16) . ?
C74 H74 0.9500 . ?
C74 C75 1.379(18) . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C76 H76 0.9500 . ?
C76 C75 1.373(17) . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C75 H75 0.9500 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
O4 C88 1.429(15) . ?
O4 C91 1.431(15) . ?
C88 H88A 0.9900 . ?
C88 H88B 0.9900 . ?
C88 C89 1.520(13) . ?
C89 H89A 0.9900 . ?
C89 H89B 0.9900 . ?
C89 C90 1.520(13) . ?
C90 H90A 0.9900 . ?
C90 H90B 0.9900 . ?
C90 C91 1.523(14) . ?
C91 H91A 0.9900 . ?
C91 H91B 0.9900 . ?
O3 C84 1.415(14) . ?
O3 C87 1.413(14) . ?
C84 H84A 0.9900 . ?
C84 H84B 0.9900 . ?
C84 C85 1.519(13) . ?
C85 H85A 0.9900 . ?
C85 H85B 0.9900 . ?
C85 C86 1.503(13) . ?
C86 H86A 0.9900 . ?
C86 H86B 0.9900 . ?
C86 C87 1.493(13) . ?
C87 H87A 0.9900 . ?
C87 H87B 0.9900 . ?
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
Sm1 N2 C14 C15 135.2(6) . . . . ?
Sm1 N2 C14 C19 -41.6(9) . . . . ?
Sm1 N2 C13 N1 -18.1(6) . . . . ?
Sm1 O1 C51 C52 146.3(4) . . . . ?
Sm1 O1 C54 C53 -150.2(4) . . . . ?
Sm1 N1 C9 C4 68.3(9) . . . . ?
Sm1 N1 C9 C8 -109.9(7) . . . . ?
Sm1 N1 C13 N2 18.0(6) . . . . ?
Sm1 N4 C38 N3 -5.1(6) . . . . ?
Sm1 N4 C39 C44 78.7(9) . . . . ?
Sm1 N4 C39 C40 -97.2(7) . . . . ?
Sm1 N3 C34 C33 -92.0(9) . . . . ?
Sm1 N3 C34 C29 86.5(10) . . . . ?
Sm1 N3 C38 N4 4.9(6) . . . . ?
N2 C14 C15 C23 -0.1(8) . . . . ?
N2 C14 C15 C16 -178.6(5) . . . . ?
N2 C14 C19 C20 -6.5(8) . . . . ?
N2 C14 C19 C18 178.0(5) . . . . ?
O1 C51 C52 C53 30.2(6) . . . . ?
N1 C9 C4 C3 -2.5(9) . . . . ?
N1 C9 C4 C5 176.8(5) . . . . ?
N1 C9 C8 C10 -0.5(9) . . . . ?
N1 C9 C8 C7 -177.6(5) . . . . ?
N6 C67 C66 C65 176.9(6) . . . . ?
N6 C67 C66 C68 1.4(10) . . . . ?
N6 C67 C62 C61 5.3(10) . . . . ?
N6 C67 C62 C63 -175.6(6) . . . . ?
N4 C39 C44 C43 -173.4(5) . . . . ?
N4 C39 C44 C45 8.8(8) . . . . ?
N4 C39 C40 C41 173.1(5) . . . . ?
N4 C39 C40 C48 -5.4(8) . . . . ?
N3 C34 C33 C35 -3.0(8) . . . . ?
N3 C34 C33 C32 -179.9(5) . . . . ?
N3 C34 C29 C28 -1.6(9) . . . . ?
N3 C34 C29 C30 178.9(5) . . . . ?
C9 N1 C13 N2 176.1(5) . . . . ?
C9 C4 C3 C1 -122.8(6) . . . . ?
C9 C4 C3 C2 113.7(6) . . . . ?
C9 C4 C5 C6 2.1(9) . . . . ?
C4 C9 C8 C10 -178.7(6) . . . . ?
C4 C9 C8 C7 4.2(9) . . . . ?
C4 C5 C6 C7 1.6(10) . . . . ?
C34 N3 C38 N4 178.8(6) . . . . ?
C34 C33 C35 C36 -84.2(7) . . . . ?
C34 C33 C35 C37 152.9(6) . . . . ?
C34 C33 C32 C31 0.7(9) . . . . ?
C34 C29 C28 C26 -120.8(7) . . . . ?
C34 C29 C28 C27 114.4(7) . . . . ?
C34 C29 C30 C31 1.5(10) . . . . ?
C14 N2 C13 N1 173.8(6) . . . . ?
C14 C15 C23 C25 -71.9(7) . . . . ?
C14 C15 C23 C24 163.4(6) . . . . ?
C14 C15 C16 C17 1.6(9) . . . . ?
C14 C19 C18 C17 -0.2(9) . . . . ?
C33 C34 C29 C28 176.8(6) . . . . ?
C33 C34 C29 C30 -2.7(9) . . . . ?
C33 C32 C31 C30 -1.8(10) . . . . ?
N5 C72 C73 C78 -1.0(13) . . . . ?
N5 C72 C73 C74 174.7(8) . . . . ?
N5 C72 C77 C81 5.0(13) . . . . ?
N5 C72 C77 C76 -174.8(9) . . . . ?
C13 N2 C14 C15 -66.7(7) . . . . ?
C13 N2 C14 C19 116.5(6) . . . . ?
C13 N1 C9 C4 -69.6(7) . . . . ?
C13 N1 C9 C8 112.1(6) . . . . ?
C29 C34 C33 C35 178.5(5) . . . . ?
C29 C34 C33 C32 1.6(8) . . . . ?
C3 C4 C5 C6 -178.6(6) . . . . ?
C38 N4 C39 C44 -115.0(6) . . . . ?
C38 N4 C39 C40 69.2(8) . . . . ?
C38 N3 C34 C33 100.6(7) . . . . ?
C38 N3 C34 C29 -80.9(7) . . . . ?
C35 C33 C32 C31 -176.3(6) . . . . ?
C39 N4 C38 N3 -176.8(6) . . . . ?
C39 C44 C43 C42 -0.8(9) . . . . ?
C39 C44 C45 C47 -149.3(6) . . . . ?
C39 C44 C45 C46 86.8(7) . . . . ?
C39 C40 C48 C50 90.0(8) . . . . ?
C39 C40 C48 C49 -142.9(7) . . . . ?
C71 N6 C67 C66 -101.7(8) . . . . ?
C71 N6 C67 C62 77.3(8) . . . . ?
C71 N6 C58 C57 -82.5(8) . . . . ?
C71 N5 C72 C73 83.5(9) . . . . ?
C71 N5 C72 C77 -100.7(9) . . . . ?
C41 C42 C43 C44 -0.6(9) . . . . ?
C41 C40 C48 C50 -88.4(8) . . . . ?
C41 C40 C48 C49 38.6(9) . . . . ?
C42 C41 C40 C39 1.3(9) . . . . ?
C42 C41 C40 C48 179.8(6) . . . . ?
C20 C19 C18 C17 -176.0(6) . . . . ?
C15 C14 C19 C20 176.8(5) . . . . ?
C15 C14 C19 C18 1.2(8) . . . . ?
C44 C39 C40 C41 -2.7(8) . . . . ?
C44 C39 C40 C48 178.8(5) . . . . ?
C56 C57 C58 N6 177.4(6) . . . . ?
C43 C44 C45 C47 32.9(8) . . . . ?
C43 C44 C45 C46 -91.0(7) . . . . ?
C55 C56 C57 C58 -174.8(6) . . . . ?
C67 N6 C71 N5 179.5(6) . . . . ?
C67 N6 C58 C57 102.3(7) . . . . ?
C67 C66 C65 C64 -0.8(12) . . . . ?
C67 C66 C68 C69 102.4(9) . . . . ?
C67 C66 C68 C70 -132.3(10) . . . . ?
C67 C62 C61 C59 124.4(8) . . . . ?
C67 C62 C61 C60 -111.0(8) . . . . ?
C67 C62 C63 C64 -1.8(11) . . . . ?
C19 C14 C15 C23 176.6(5) . . . . ?
C19 C14 C15 C16 -1.9(8) . . . . ?
C40 C39 C44 C43 2.5(8) . . . . ?
C40 C39 C44 C45 -175.3(5) . . . . ?
C40 C41 C42 C43 0.4(9) . . . . ?
C57 C56 C55 O2 176.1(5) . . . . ?
C8 C9 C4 C3 175.7(6) . . . . ?
C8 C9 C4 C5 -5.0(9) . . . . ?
C8 C7 C6 C5 -2.5(10) . . . . ?
C58 N6 C71 N5 4.3(10) . . . . ?
C58 N6 C67 C66 73.5(8) . . . . ?
C58 N6 C67 C62 -107.5(7) . . . . ?
C32 C33 C35 C36 92.6(7) . . . . ?
C32 C33 C35 C37 -30.2(8) . . . . ?
C32 C31 C30 C29 0.7(10) . . . . ?
C5 C4 C3 C1 57.9(7) . . . . ?
C5 C4 C3 C2 -65.6(7) . . . . ?
C51 O1 C54 C53 39.8(7) . . . . ?
C45 C44 C43 C42 177.0(5) . . . . ?
C28 C29 C30 C31 -178.0(6) . . . . ?
C66 C67 C62 C61 -175.7(7) . . . . ?
C66 C67 C62 C63 3.3(10) . . . . ?
C66 C65 C64 C63 2.3(13) . . . . ?
C6 C7 C8 C9 -0.4(10) . . . . ?
C6 C7 C8 C10 -177.5(6) . . . . ?
C12 C10 C8 C9 140.1(6) . . . . ?
C12 C10 C8 C7 -42.8(8) . . . . ?
C22 C20 C19 C14 -87.5(7) . . . . ?
C22 C20 C19 C18 88.1(7) . . . . ?
C30 C29 C28 C26 58.6(8) . . . . ?
C30 C29 C28 C27 -66.1(8) . . . . ?
C62 C67 C66 C65 -2.1(10) . . . . ?
C62 C67 C66 C68 -177.6(7) . . . . ?
C62 C63 C64 C65 -0.9(12) . . . . ?
C23 C15 C16 C17 -176.8(6) . . . . ?
C65 C66 C68 C69 -72.9(11) . . . . ?
C65 C66 C68 C70 52.4(12) . . . . ?
C11 C10 C8 C9 -96.9(7) . . . . ?
C11 C10 C8 C7 80.2(7) . . . . ?
C16 C15 C23 C25 106.5(7) . . . . ?
C16 C15 C23 C24 -18.2(9) . . . . ?
C16 C17 C18 C19 0.0(10) . . . . ?
C21 C20 C19 C14 147.1(6) . . . . ?
C21 C20 C19 C18 -37.4(8) . . . . ?
C61 C62 C63 C64 177.2(7) . . . . ?
C18 C17 C16 C15 -0.7(10) . . . . ?
C52 C53 C54 O1 -20.0(8) . . . . ?
C81 C77 C76 C75 179.1(11) . . . . ?
C72 N5 C71 N6 -177.5(6) . . . . ?
C72 C73 C78 C80 -134.6(11) . . . . ?
C72 C73 C78 C79 101.1(12) . . . . ?
C72 C73 C74 C75 1.2(15) . . . . ?
C72 C77 C76 C75 -1.1(18) . . . . ?
C63 C62 C61 C59 -54.6(9) . . . . ?
C63 C62 C61 C60 70.0(9) . . . . ?
C68 C66 C65 C64 174.7(8) . . . . ?
C73 C72 C77 C81 -179.3(9) . . . . ?
C73 C72 C77 C76 0.9(14) . . . . ?
C73 C74 C75 C76 -1(2) . . . . ?
C54 O1 C51 C52 -43.4(7) . . . . ?
C54 C53 C52 C51 -6.4(7) . . . . ?
C77 C72 C73 C78 -176.7(9) . . . . ?
C77 C72 C73 C74 -0.9(13) . . . . ?
C77 C76 C75 C74 1(2) . . . . ?
C78 C73 C74 C75 176.9(11) . . . . ?
C74 C73 C78 C80 49.9(15) . . . . ?
C74 C73 C78 C79 -74.4(14) . . . . ?
C83 C81 C77 C72 -98.6(11) . . . . ?
C83 C81 C77 C76 81.2(13) . . . . ?
C82 C81 C77 C72 138.5(10) . . . . ?
C82 C81 C77 C76 -41.7(14) . . . . ?
O4 C88 C89 C90 12(5) . . . . ?
C88 O4 C91 C90 42(4) . . . . ?
C88 C89 C90 C91 13(5) . . . . ?
C89 C90 C91 O4 -35(4) . . . . ?
C91 O4 C88 C89 -33(4) . . . . ?
O3 C84 C85 C86 35(3) . . . . ?
C84 O3 C87 C86 -21(3) . . . . ?
C84 C85 C86 C87 -44(2) . . . . ?
C85 C86 C87 O3 42(2) . . . . ?
C87 O3 C84 C85 -9(3) . . . . ?
