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#$Date: 2024-04-05 01:44:20 +0300 (Fri, 05 Apr 2024) $
#$Revision: 290837 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/08/1570847.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_1570847
loop_
_publ_author_name
'Vermersch, François'
'Wang, Victor T.'
'Abdellaoui, Mehdi'
'Jazzar, Rodolphe'
'Bertrand, Guy'
_publ_section_title
;
 Ambiphilicity of ring-expanded N-heterocyclic carbenes.
;
_journal_issue                   10
_journal_name_full               'Chemical science'
_journal_page_first              3707
_journal_page_last               3710
_journal_paper_doi               10.1039/d3sc04543a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C41 H59 N3, C6 H6'
_chemical_formula_sum            'C47 H65 N3'
_chemical_formula_weight         672.02
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-08-20
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.17 svn.r577a77a9 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-08-29 deposited with the CCDC.	2024-01-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.0250(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1396(4)
_cell_length_b                   20.3171(8)
_cell_length_c                   19.4251(7)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.58
_cell_measurement_theta_min      2.68
_cell_volume                     3940.6(3)
_computing_cell_refinement       'SAINT v8.40B (Bruker, 2019)'
_computing_data_collection       'APEX4 v2022.1-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT v8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker Photon III Area Detector'
_diffrn_detector_area_resol_mean 7.407
_diffrn_detector_type            'CPAD Area Detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Fixed Chi Three-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_av_unetI/netI     0.0446
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            55840
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.724
_diffrn_reflns_theta_min         2.656
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_type              'Bruker TXS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6212
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1687 before and 0.0652 after correction.
The Ratio of minimum to maximum transmission is 0.8335.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_description       plate
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.024
_exptl_crystal_size_mid          0.023
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         7503
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0441
_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)+(0.0402P)²+1.4444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0961
_refine_ls_wR_factor_ref         0.1063
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5678
_reflns_number_total             7503
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc04543a2.cif
_cod_data_source_block           2c
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1570844--1570850.cif.
;
_cod_database_code               1570847
_shelx_shelxl_version_number     2019/1
_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   0.999
_shelx_estimated_absorpt_t_min   0.998
_olex2_refinement_description
;
1. Restrained distances
 C17-C18A \\sim C17-C18
 with sigma of 0.02
 C17-C19A \\sim C17-C19
 with sigma of 0.02
2. Others
 Sof(H17A)=Sof(C18)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C19)=Sof(H19D)=Sof(H19E)=
 Sof(H19F)=1-FVAR(1)
 Sof(H17)=Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C18A)=Sof(H18A)=
 Sof(H18B)=Sof(H18C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C009(H009), C14(H14), C17(H17), C17(H17A), C26(H26), C31(H31), C33(H33),
 C36(H36)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C30(H30A,
 H30B), C32(H32A,H32B), C34(H34A,H34B), C35(H35A,H35B), C37(H37A,H37B),
 C38(H38A,H38B)
3.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C22(H22), C23(H23), C24(H24), C1S(H1S),
 C2S(H2S), C3S(H3S), C4S(H4S), C5S(H5S), C6S(H6S)
3.d Idealised Me refined as rotating group:
 C00Y(H00A,H00B,H00C), C00S(H00D,H00E,H00F), C15(H15A,H15B,H15C), C16(H16A,
 H16B,H16C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), C19A(H19A,H19B,H19C),
 C18A(H18A,H18B,H18C), C18(H18D,H18E,H18F), C19(H19D,H19E,H19F)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.08678(12) 0.74682(6) 0.42123(6) 0.0161(3) Uani 1 1 d . . . . .
N2 N 0.24659(12) 0.66213(6) 0.46373(6) 0.0162(3) Uani 1 1 d . . . . .
N3 N 0.37886(12) 0.76633(6) 0.34829(6) 0.0183(3) Uani 1 1 d . . . . .
C00Y C 0.64777(16) 0.71213(8) 0.54927(8) 0.0238(4) Uani 1 1 d . . . . .
H00A H 0.721847 0.682097 0.558424 0.036 Uiso 1 1 calc R U . . .
H00B H 0.660939 0.747152 0.582942 0.036 Uiso 1 1 calc R U . . .
H00C H 0.641947 0.730076 0.503121 0.036 Uiso 1 1 calc R U . . .
C00S C 0.53384(17) 0.64403(8) 0.62753(8) 0.0245(4) Uani 1 1 d . . . . .
H00D H 0.453555 0.620524 0.631862 0.037 Uiso 1 1 calc R U . . .
H00E H 0.549701 0.677799 0.662556 0.037 Uiso 1 1 calc R U . . .
H00F H 0.608199 0.614079 0.633706 0.037 Uiso 1 1 calc R U . . .
C1 C 0.21635(14) 0.71891(7) 0.42208(7) 0.0151(3) Uani 1 1 d . . . . .
C2 C 0.30408(15) 0.74686(7) 0.38821(7) 0.0175(3) Uani 1 1 d . . . . .
C3 C -0.03382(15) 0.70525(7) 0.40103(8) 0.0188(3) Uani 1 1 d . . . . .
H3A H -0.016083 0.674728 0.365339 0.023 Uiso 1 1 calc R U . . .
H3B H -0.106590 0.733560 0.379665 0.023 Uiso 1 1 calc R U . . .
C4 C -0.08305(15) 0.66519(7) 0.45869(8) 0.0204(3) Uani 1 1 d . . . . .
H4A H -0.070237 0.691646 0.500896 0.025 Uiso 1 1 calc R U . . .
H4B H -0.178610 0.658203 0.444776 0.025 Uiso 1 1 calc R U . . .
C5 C -0.01686(16) 0.59805(7) 0.47683(8) 0.0221(3) Uani 1 1 d . . . . .
H5A H -0.082564 0.568831 0.491323 0.026 Uiso 1 1 calc R U . . .
H5B H 0.007868 0.579674 0.434776 0.026 Uiso 1 1 calc R U . . .
C6 C 0.10767(16) 0.59886(7) 0.53423(8) 0.0223(3) Uani 1 1 d . . . . .
H6A H 0.079086 0.598858 0.579362 0.027 Uiso 1 1 calc R U . . .
H6B H 0.157980 0.558709 0.530977 0.027 Uiso 1 1 calc R U . . .
C7 C 0.19998(15) 0.65729(7) 0.53106(7) 0.0186(3) Uani 1 1 d . . . . .
H7A H 0.152915 0.697419 0.538903 0.022 Uiso 1 1 calc R U . . .
H7B H 0.276938 0.653366 0.568256 0.022 Uiso 1 1 calc R U . . .
C8 C 0.07295(14) 0.81447(7) 0.39773(7) 0.0174(3) Uani 1 1 d . . . . .
C009 C 0.51791(15) 0.67555(7) 0.55456(7) 0.0193(3) Uani 1 1 d . . . . .
H009 H 0.445203 0.707866 0.550369 0.023 Uiso 1 1 calc R U . . .
C9 C 0.04062(15) 0.83038(7) 0.32601(8) 0.0205(3) Uani 1 1 d . . . . .
C10 C 0.01942(16) 0.89621(8) 0.30760(9) 0.0268(4) Uani 1 1 d . . . . .
H10 H -0.003669 0.907340 0.260601 0.032 Uiso 1 1 calc R U . . .
C11 C 0.03178(17) 0.94541(8) 0.35730(9) 0.0299(4) Uani 1 1 d . . . . .
H11 H 0.016070 0.989033 0.343806 0.036 Uiso 1 1 calc R U . . .
C12 C 0.06774(16) 0.92945(8) 0.42739(9) 0.0265(4) Uani 1 1 d . . . . .
H12 H 0.078397 0.962825 0.460665 0.032 Uiso 1 1 calc R U . . .
C13 C 0.08814(15) 0.86445(7) 0.44885(8) 0.0212(3) Uani 1 1 d . . . . .
C14 C 0.02468(16) 0.77906(8) 0.26764(8) 0.0227(3) Uani 1 1 d . . . . .
H14 H 0.052377 0.736346 0.288763 0.027 Uiso 1 1 calc R U . . .
C15 C -0.12206(17) 0.77327(9) 0.23146(9) 0.0327(4) Uani 1 1 d . . . . .
H15A H -0.176875 0.762523 0.265495 0.049 Uiso 1 1 calc R U . . .
H15B H -0.130018 0.739269 0.196668 0.049 Uiso 1 1 calc R U . . .
H15C H -0.151041 0.814406 0.209602 0.049 Uiso 1 1 calc R U . . .
C16 C 0.11329(18) 0.79427(9) 0.21300(8) 0.0305(4) Uani 1 1 d . . . . .
H16A H 0.089150 0.836404 0.192191 0.046 Uiso 1 1 calc R U . . .
H16B H 0.100506 0.760941 0.177435 0.046 Uiso 1 1 calc R U . . .
H16C H 0.205564 0.794977 0.235248 0.046 Uiso 1 1 calc R U . . .
C17 C 0.12381(18) 0.84834(8) 0.52610(8) 0.0294(4) Uani 1 1 d D . . . .
H17 H 0.170144 0.805822 0.530509 0.035 Uiso 0.805(3) 1 calc R U P A 1
H17A H 0.083288 0.804529 0.525767 0.035 Uiso 0.195(3) 1 calc R U P A 2
C20 C 0.35698(15) 0.62220(7) 0.45135(7) 0.0161(3) Uani 1 1 d . . . . .
C21 C 0.48295(15) 0.62529(7) 0.49574(7) 0.0181(3) Uani 1 1 d . . . . .
C22 C 0.58267(16) 0.58134(7) 0.48370(8) 0.0208(3) Uani 1 1 d . . . . .
H22 H 0.664371 0.581113 0.514113 0.025 Uiso 1 1 calc R U . . .
C23 C 0.56304(16) 0.53842(7) 0.42804(8) 0.0225(3) Uani 1 1 d . . . . .
H23 H 0.630688 0.509493 0.421238 0.027 Uiso 1 1 calc R U . . .
C24 C 0.44220(16) 0.53854(7) 0.38227(8) 0.0211(3) Uani 1 1 d . . . . .
H24 H 0.430799 0.510977 0.343465 0.025 Uiso 1 1 calc R U . . .
C25 C 0.33748(15) 0.57914(7) 0.39324(7) 0.0183(3) Uani 1 1 d . . . . .
C26 C 0.20583(16) 0.57624(7) 0.34232(7) 0.0211(3) Uani 1 1 d . . . . .
H26 H 0.142703 0.605361 0.360348 0.025 Uiso 1 1 calc R U . . .
C27 C 0.22096(18) 0.60187(9) 0.26990(8) 0.0299(4) Uani 1 1 d . . . . .
H27A H 0.255141 0.646027 0.274016 0.045 Uiso 1 1 calc R U . . .
H27B H 0.135247 0.601515 0.239718 0.045 Uiso 1 1 calc R U . . .
H27C H 0.281957 0.574134 0.250590 0.045 Uiso 1 1 calc R U . . .
C28 C 0.14575(18) 0.50687(8) 0.33766(9) 0.0297(4) Uani 1 1 d . . . . .
H28A H 0.201731 0.477766 0.316520 0.045 Uiso 1 1 calc R U . . .
H28B H 0.057762 0.507950 0.309765 0.045 Uiso 1 1 calc R U . . .
H28C H 0.140088 0.491423 0.383755 0.045 Uiso 1 1 calc R U . . .
C29 C 0.46236(15) 0.82681(7) 0.36549(7) 0.0174(3) Uani 1 1 d . . . . .
C30 C 0.60710(15) 0.80951(7) 0.36029(8) 0.0201(3) Uani 1 1 d . . . . .
H30A H 0.610909 0.792385 0.314061 0.024 Uiso 1 1 calc R U . . .
H30B H 0.639896 0.775724 0.394267 0.024 Uiso 1 1 calc R U . . .
C31 C 0.69571(16) 0.87106(7) 0.37405(8) 0.0221(3) Uani 1 1 d . . . . .
H31 H 0.788627 0.859574 0.371546 0.026 Uiso 1 1 calc R U . . .
C32 C 0.68807(16) 0.89839(8) 0.44657(8) 0.0243(4) Uani 1 1 d . . . . .
H32A H 0.744690 0.937007 0.455593 0.029 Uiso 1 1 calc R U . . .
H32B H 0.720199 0.865625 0.481841 0.029 Uiso 1 1 calc R U . . .
C33 C 0.54338(16) 0.91669(7) 0.45073(8) 0.0232(4) Uani 1 1 d . . . . .
H33 H 0.539067 0.934482 0.497174 0.028 Uiso 1 1 calc R U . . .
C34 C 0.45529(15) 0.85505(7) 0.43769(7) 0.0198(3) Uani 1 1 d . . . . .
H34A H 0.485808 0.822360 0.473297 0.024 Uiso 1 1 calc R U . . .
H34B H 0.363348 0.866258 0.440409 0.024 Uiso 1 1 calc R U . . .
C35 C 0.41169(16) 0.87883(7) 0.30965(8) 0.0217(3) Uani 1 1 d . . . . .
H35A H 0.414926 0.861257 0.263542 0.026 Uiso 1 1 calc R U . . .
H35B H 0.319460 0.890001 0.311731 0.026 Uiso 1 1 calc R U . . .
C36 C 0.49948(16) 0.94076(8) 0.32232(8) 0.0233(3) Uani 1 1 d . . . . .
H36 H 0.466983 0.973876 0.286708 0.028 Uiso 1 1 calc R U . . .
C37 C 0.64517(16) 0.92310(8) 0.31854(8) 0.0237(4) Uani 1 1 d . . . . .
H37A H 0.650703 0.906131 0.272450 0.028 Uiso 1 1 calc R U . . .
H37B H 0.700724 0.962161 0.326508 0.028 Uiso 1 1 calc R U . . .
C38 C 0.49208(17) 0.96828(8) 0.39488(8) 0.0258(4) Uani 1 1 d . . . . .
H38A H 0.400222 0.979734 0.397507 0.031 Uiso 1 1 calc R U . . .
H38B H 0.546109 1.007828 0.403109 0.031 Uiso 1 1 calc R U . . .
C19A C 0.2213(2) 0.90068(10) 0.56560(10) 0.0284(6) Uani 0.805(3) 1 d D . P A 1
H19A H 0.294105 0.907843 0.540800 0.043 Uiso 0.805(3) 1 calc R U P A 1
H19B H 0.255845 0.885146 0.611907 0.043 Uiso 0.805(3) 1 calc R U P A 1
H19C H 0.174050 0.941258 0.568407 0.043 Uiso 0.805(3) 1 calc R U P A 1
C18A C 0.0030(2) 0.84175(12) 0.55782(11) 0.0298(6) Uani 0.805(3) 1 d D . P A 1
H18A H -0.045353 0.882592 0.553390 0.045 Uiso 0.805(3) 1 calc R U P A 1
H18B H 0.028296 0.830796 0.606397 0.045 Uiso 0.805(3) 1 calc R U P A 1
H18C H -0.052903 0.807541 0.534370 0.045 Uiso 0.805(3) 1 calc R U P A 1
C18 C 0.0302(10) 0.8883(5) 0.5771(4) 0.031(2) Uani 0.195(3) 1 d D . P A 2
H18D H 0.066116 0.931538 0.587652 0.046 Uiso 0.195(3) 1 calc R U P A 2
H18E H 0.031716 0.864180 0.619698 0.046 Uiso 0.195(3) 1 calc R U P A 2
H18F H -0.060454 0.891763 0.552704 0.046 Uiso 0.195(3) 1 calc R U P A 2
C19 C 0.2481(8) 0.8348(4) 0.5661(4) 0.027(2) Uani 0.195(3) 1 d D . P A 2
H19D H 0.288988 0.798867 0.545547 0.041 Uiso 0.195(3) 1 calc R U P A 2
H19E H 0.237062 0.823054 0.612666 0.041 Uiso 0.195(3) 1 calc R U P A 2
H19F H 0.304198 0.873012 0.567856 0.041 Uiso 0.195(3) 1 calc R U P A 2
C1S C 0.5423(2) 0.66312(10) 0.22095(11) 0.0459(5) Uani 1 1 d . . . . .
H1S H 0.467007 0.689440 0.220138 0.055 Uiso 1 1 calc R U . . .
C2S C 0.5840(2) 0.64672(11) 0.15960(11) 0.0525(6) Uani 1 1 d . . . . .
H2S H 0.536051 0.661534 0.117237 0.063 Uiso 1 1 calc R U . . .
C3S C 0.6961(2) 0.60855(11) 0.16042(10) 0.0519(6) Uani 1 1 d . . . . .
H3S H 0.724900 0.598077 0.118852 0.062 Uiso 1 1 calc R U . . .
C4S C 0.7655(2) 0.58590(10) 0.22319(11) 0.0453(5) Uani 1 1 d . . . . .
H4S H 0.841446 0.560060 0.224081 0.054 Uiso 1 1 calc R U . . .
C5S C 0.7225(2) 0.60147(9) 0.28479(9) 0.0373(4) Uani 1 1 d . . . . .
H5S H 0.768461 0.585429 0.327072 0.045 Uiso 1 1 calc R U . . .
C6S C 0.6121(2) 0.64058(9) 0.28363(10) 0.0369(5) Uani 1 1 d . . . . .
H6S H 0.584268 0.651900 0.325231 0.044 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C3 119.45(11) . . ?
C1 N1 C8 114.77(11) . . ?
C8 N1 C3 115.31(11) . . ?
C1 N2 C7 119.57(11) . . ?
C1 N2 C20 117.61(11) . . ?
C20 N2 C7 119.48(11) . . ?
C2 N3 C29 120.39(12) . . ?
H00A C00Y H00B 109.5 . . ?
H00A C00Y H00C 109.5 . . ?
H00B C00Y H00C 109.5 . . ?
C009 C00Y H00A 109.5 . . ?
C009 C00Y H00B 109.5 . . ?
C009 C00Y H00C 109.5 . . ?
H00D C00S H00E 109.5 . . ?
H00D C00S H00F 109.5 . . ?
H00E C00S H00F 109.5 . . ?
C009 C00S H00D 109.5 . . ?
C009 C00S H00E 109.5 . . ?
C009 C00S H00F 109.5 . . ?
N2 C1 N1 116.01(12) . . ?
C2 C1 N1 121.37(13) . . ?
C2 C1 N2 122.55(13) . . ?
N3 C2 C1 170.13(15) . . ?
N1 C3 H3A 107.9 . . ?
N1 C3 H3B 107.9 . . ?
N1 C3 C4 117.82(12) . . ?
H3A C3 H3B 107.2 . . ?
C4 C3 H3A 107.9 . . ?
C4 C3 H3B 107.9 . . ?
C3 C4 H4A 108.0 . . ?
C3 C4 H4B 108.0 . . ?
H4A C4 H4B 107.3 . . ?
C5 C4 C3 116.99(12) . . ?
C5 C4 H4A 108.0 . . ?
C5 C4 H4B 108.0 . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 C4 115.46(13) . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 C5 114.47(12) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
N2 C7 C6 112.59(12) . . ?
N2 C7 H7A 109.1 . . ?
N2 C7 H7B 109.1 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C9 C8 N1 121.45(13) . . ?
C13 C8 N1 117.97(13) . . ?
C13 C8 C9 120.55(13) . . ?
C00Y C009 C00S 108.09(13) . . ?
C00Y C009 H009 108.2 . . ?
C00S C009 H009 108.2 . . ?
C21 C009 C00Y 111.38(12) . . ?
C21 C009 C00S 112.62(12) . . ?
C21 C009 H009 108.2 . . ?
C8 C9 C14 123.53(13) . . ?
C10 C9 C8 118.20(14) . . ?
C10 C9 C14 118.26(14) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.68(15) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 120.2 . . ?
C10 C11 C12 119.62(15) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.16(15) . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C17 121.29(13) . . ?
C12 C13 C8 118.74(14) . . ?
C12 C13 C17 119.96(14) . . ?
C9 C14 H14 107.9 . . ?
C9 C14 C15 111.15(13) . . ?
C9 C14 C16 112.10(13) . . ?
C15 C14 H14 107.9 . . ?
C15 C14 C16 109.62(13) . . ?
C16 C14 H14 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17 107.7 . . ?
C13 C17 H17A 99.3 . . ?
C13 C17 C19A 111.17(15) . . ?
C13 C17 C18 114.4(3) . . ?
C19A C17 H17 107.7 . . ?
C18A C17 C13 111.20(15) . . ?
C18A C17 H17 107.7 . . ?
C18A C17 C19A 111.05(15) . . ?
C18 C17 H17A 99.3 . . ?
C19 C17 C13 129.3(4) . . ?
C19 C17 H17A 99.3 . . ?
C19 C17 C18 108.3(5) . . ?
C21 C20 N2 121.40(12) . . ?
C21 C20 C25 120.03(13) . . ?
C25 C20 N2 118.57(13) . . ?
C20 C21 C009 123.63(13) . . ?
C22 C21 C009 118.12(14) . . ?
C22 C21 C20 118.21(13) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 C21 121.73(15) . . ?
C23 C22 H22 119.1 . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.65(14) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.16(14) . . ?
C25 C24 H24 119.4 . . ?
C20 C25 C26 121.93(13) . . ?
C24 C25 C20 119.02(14) . . ?
C24 C25 C26 119.06(13) . . ?
C25 C26 H26 107.4 . . ?
C25 C26 C27 111.58(13) . . ?
C25 C26 C28 111.70(13) . . ?
C27 C26 H26 107.4 . . ?
C28 C26 H26 107.4 . . ?
C28 C26 C27 111.14(13) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C30 107.97(11) . . ?
N3 C29 C34 113.46(11) . . ?
N3 C29 C35 107.48(12) . . ?
C30 C29 C35 108.54(11) . . ?
C34 C29 C30 110.23(12) . . ?
C34 C29 C35 109.03(12) . . ?
C29 C30 H30A 109.7 . . ?
C29 C30 H30B 109.7 . . ?
C29 C30 C31 109.90(12) . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 H30A 109.7 . . ?
C31 C30 H30B 109.7 . . ?
C30 C31 H31 109.6 . . ?
C32 C31 C30 109.53(12) . . ?
C32 C31 H31 109.6 . . ?
C32 C31 C37 109.47(13) . . ?
C37 C31 C30 108.98(13) . . ?
C37 C31 H31 109.6 . . ?
C31 C32 H32A 109.7 . . ?
C31 C32 H32B 109.7 . . ?
C31 C32 C33 109.87(13) . . ?
H32A C32 H32B 108.2 . . ?
C33 C32 H32A 109.7 . . ?
C33 C32 H32B 109.7 . . ?
C32 C33 H33 109.6 . . ?
C32 C33 C34 109.23(12) . . ?
C32 C33 C38 109.84(13) . . ?
C34 C33 H33 109.6 . . ?
C38 C33 H33 109.6 . . ?
C38 C33 C34 108.99(13) . . ?
C29 C34 C33 109.83(12) . . ?
C29 C34 H34A 109.7 . . ?
C29 C34 H34B 109.7 . . ?
C33 C34 H34A 109.7 . . ?
C33 C34 H34B 109.7 . . ?
H34A C34 H34B 108.2 . . ?
C29 C35 H35A 109.7 . . ?
C29 C35 H35B 109.7 . . ?
H35A C35 H35B 108.2 . . ?
C36 C35 C29 109.69(12) . . ?
C36 C35 H35A 109.7 . . ?
C36 C35 H35B 109.7 . . ?
C35 C36 H36 109.6 . . ?
C37 C36 C35 109.67(13) . . ?
C37 C36 H36 109.6 . . ?
C38 C36 C35 109.08(12) . . ?
C38 C36 H36 109.6 . . ?
C38 C36 C37 109.36(13) . . ?
C31 C37 C36 109.53(12) . . ?
C31 C37 H37A 109.8 . . ?
C31 C37 H37B 109.8 . . ?
C36 C37 H37A 109.8 . . ?
C36 C37 H37B 109.8 . . ?
H37A C37 H37B 108.2 . . ?
C33 C38 H38A 109.7 . . ?
C33 C38 H38B 109.7 . . ?
C36 C38 C33 109.70(12) . . ?
C36 C38 H38A 109.7 . . ?
C36 C38 H38B 109.7 . . ?
H38A C38 H38B 108.2 . . ?
C17 C19A H19A 109.5 . . ?
C17 C19A H19B 109.5 . . ?
C17 C19A H19C 109.5 . . ?
H19A C19A H19B 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
C17 C18A H18A 109.5 . . ?
C17 C18A H18B 109.5 . . ?
C17 C18A H18C 109.5 . . ?
H18A C18A H18B 109.5 . . ?
H18A C18A H18C 109.5 . . ?
H18B C18A H18C 109.5 . . ?
C17 C18 H18D 109.5 . . ?
C17 C18 H18E 109.5 . . ?
C17 C18 H18F 109.5 . . ?
H18D C18 H18E 109.5 . . ?
H18D C18 H18F 109.5 . . ?
H18E C18 H18F 109.5 . . ?
C17 C19 H19D 109.5 . . ?
C17 C19 H19E 109.5 . . ?
C17 C19 H19F 109.5 . . ?
H19D C19 H19E 109.5 . . ?
H19D C19 H19F 109.5 . . ?
H19E C19 H19F 109.5 . . ?
C2S C1S H1S 120.0 . . ?
C2S C1S C6S 119.9(2) . . ?
C6S C1S H1S 120.0 . . ?
C1S C2S H2S 119.8 . . ?
C1S C2S C3S 120.4(2) . . ?
C3S C2S H2S 119.8 . . ?
C2S C3S H3S 120.2 . . ?
C2S C3S C4S 119.55(19) . . ?
C4S C3S H3S 120.2 . . ?
C3S C4S H4S 119.9 . . ?
C3S C4S C5S 120.1(2) . . ?
C5S C4S H4S 119.9 . . ?
C4S C5S H5S 120.0 . . ?
C6S C5S C4S 119.96(19) . . ?
C6S C5S H5S 120.0 . . ?
C1S C6S H6S 120.0 . . ?
C5S C6S C1S 120.04(18) . . ?
C5S C6S H6S 120.0 . . ?
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
N1 C1 1.4284(18) . ?
N1 C3 1.4818(18) . ?
N1 C8 1.4475(18) . ?
N2 C1 1.4117(18) . ?
N2 C7 1.4693(17) . ?
N2 C20 1.4361(18) . ?
N3 C2 1.2399(18) . ?
N3 C29 1.4966(18) . ?
C00Y H00A 0.9600 . ?
C00Y H00B 0.9600 . ?
C00Y H00C 0.9600 . ?
C00Y C009 1.531(2) . ?
C00S H00D 0.9600 . ?
C00S H00E 0.9600 . ?
C00S H00F 0.9600 . ?
C00S C009 1.538(2) . ?
C1 C2 1.323(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.5366(19) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.534(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.532(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.520(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.412(2) . ?
C8 C13 1.410(2) . ?
C009 H009 0.9800 . ?
C009 C21 1.527(2) . ?
C9 C10 1.391(2) . ?
C9 C14 1.528(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(2) . ?
C13 C17 1.517(2) . ?
C14 H14 0.9800 . ?
C14 C15 1.535(2) . ?
C14 C16 1.537(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17 0.9800 . ?
C17 H17A 0.9800 . ?
C17 C19A 1.560(3) . ?
C17 C18A 1.470(3) . ?
C17 C18 1.693(8) . ?
C17 C19 1.388(8) . ?
C20 C21 1.413(2) . ?
C20 C25 1.415(2) . ?
C21 C22 1.399(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.376(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.383(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.390(2) . ?
C25 C26 1.518(2) . ?
C26 H26 0.9800 . ?
C26 C27 1.533(2) . ?
C26 C28 1.532(2) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.530(2) . ?
C29 C34 1.5285(19) . ?
C29 C35 1.537(2) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.536(2) . ?
C31 H31 0.9800 . ?
C31 C32 1.529(2) . ?
C31 C37 1.533(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 C33 1.529(2) . ?
C33 H33 0.9800 . ?
C33 C34 1.533(2) . ?
C33 C38 1.533(2) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.536(2) . ?
C36 H36 0.9800 . ?
C36 C37 1.534(2) . ?
C36 C38 1.530(2) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C19A H19A 0.9600 . ?
C19A H19B 0.9600 . ?
C19A H19C 0.9600 . ?
C18A H18A 0.9600 . ?
C18A H18B 0.9600 . ?
C18A H18C 0.9600 . ?
C18 H18D 0.9600 . ?
C18 H18E 0.9600 . ?
C18 H18F 0.9600 . ?
C19 H19D 0.9600 . ?
C19 H19E 0.9600 . ?
C19 H19F 0.9600 . ?
C1S H1S 0.9300 . ?
C1S C2S 1.373(3) . ?
C1S C6S 1.376(3) . ?
C2S H2S 0.9300 . ?
C2S C3S 1.374(3) . ?
C3S H3S 0.9300 . ?
C3S C4S 1.376(3) . ?
C4S H4S 0.9300 . ?
C4S C5S 1.379(3) . ?
C5S H5S 0.9300 . ?
C5S C6S 1.370(3) . ?
C6S H6S 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C4 C5 -84.64(16) . . . . ?
N1 C8 C9 C10 175.41(13) . . . . ?
N1 C8 C9 C14 -3.2(2) . . . . ?
N1 C8 C13 C12 -176.41(13) . . . . ?
N1 C8 C13 C17 2.6(2) . . . . ?
N2 C20 C21 C009 -7.1(2) . . . . ?
N2 C20 C21 C22 175.10(12) . . . . ?
N2 C20 C25 C24 -177.68(12) . . . . ?
N2 C20 C25 C26 2.7(2) . . . . ?
N3 C29 C30 C31 177.26(11) . . . . ?
N3 C29 C34 C33 -179.93(12) . . . . ?
N3 C29 C35 C36 -176.70(11) . . . . ?
C00Y C009 C21 C20 -127.83(15) . . . . ?
C00Y C009 C21 C22 49.96(18) . . . . ?
C00S C009 C21 C20 110.54(16) . . . . ?
C00S C009 C21 C22 -71.66(17) . . . . ?
C1 N1 C3 C4 87.52(16) . . . . ?
C1 N1 C8 C9 85.46(16) . . . . ?
C1 N1 C8 C13 -96.72(15) . . . . ?
C1 N2 C7 C6 119.72(14) . . . . ?
C1 N2 C20 C21 101.83(15) . . . . ?
C1 N2 C20 C25 -78.14(16) . . . . ?
C2 N3 C29 C30 128.45(14) . . . . ?
C2 N3 C29 C34 5.97(19) . . . . ?
C2 N3 C29 C35 -114.64(15) . . . . ?
C3 N1 C1 N2 -55.55(16) . . . . ?
C3 N1 C1 C2 127.48(15) . . . . ?
C3 N1 C8 C9 -59.36(17) . . . . ?
C3 N1 C8 C13 118.46(14) . . . . ?
C3 C4 C5 C6 89.90(16) . . . . ?
C4 C5 C6 C7 -39.50(17) . . . . ?
C5 C6 C7 N2 -57.28(17) . . . . ?
C7 N2 C1 N1 -37.84(18) . . . . ?
C7 N2 C1 C2 139.09(14) . . . . ?
C7 N2 C20 C21 -57.44(18) . . . . ?
C7 N2 C20 C25 122.58(14) . . . . ?
C8 N1 C1 N2 161.19(12) . . . . ?
C8 N1 C1 C2 -15.78(19) . . . . ?
C8 N1 C3 C4 -129.40(13) . . . . ?
C8 C9 C10 C11 1.3(2) . . . . ?
C8 C9 C14 C15 110.70(16) . . . . ?
C8 C9 C14 C16 -126.23(16) . . . . ?
C8 C13 C17 C19A 142.49(15) . . . . ?
C8 C13 C17 C18A -93.23(19) . . . . ?
C8 C13 C17 C18 -133.8(4) . . . . ?
C8 C13 C17 C19 81.3(5) . . . . ?
C009 C21 C22 C23 -174.28(13) . . . . ?
C9 C8 C13 C12 1.4(2) . . . . ?
C9 C8 C13 C17 -179.56(14) . . . . ?
C9 C10 C11 C12 0.8(2) . . . . ?
C10 C9 C14 C15 -67.92(18) . . . . ?
C10 C9 C14 C16 55.16(19) . . . . ?
C10 C11 C12 C13 -1.8(2) . . . . ?
C11 C12 C13 C8 0.7(2) . . . . ?
C11 C12 C13 C17 -178.37(15) . . . . ?
C12 C13 C17 C19A -38.5(2) . . . . ?
C12 C13 C17 C18A 85.8(2) . . . . ?
C12 C13 C17 C18 45.2(5) . . . . ?
C12 C13 C17 C19 -99.8(5) . . . . ?
C13 C8 C9 C10 -2.4(2) . . . . ?
C13 C8 C9 C14 179.03(14) . . . . ?
C14 C9 C10 C11 179.94(14) . . . . ?
C20 N2 C1 N1 162.90(12) . . . . ?
C20 N2 C1 C2 -20.2(2) . . . . ?
C20 N2 C7 C6 -81.41(16) . . . . ?
C20 C21 C22 C23 3.6(2) . . . . ?
C20 C25 C26 C27 112.77(15) . . . . ?
C20 C25 C26 C28 -122.15(15) . . . . ?
C21 C20 C25 C24 2.3(2) . . . . ?
C21 C20 C25 C26 -177.31(13) . . . . ?
C21 C22 C23 C24 0.3(2) . . . . ?
C22 C23 C24 C25 -3.1(2) . . . . ?
C23 C24 C25 C20 1.7(2) . . . . ?
C23 C24 C25 C26 -178.62(13) . . . . ?
C24 C25 C26 C27 -66.89(17) . . . . ?
C24 C25 C26 C28 58.19(17) . . . . ?
C25 C20 C21 C009 172.86(13) . . . . ?
C25 C20 C21 C22 -4.9(2) . . . . ?
C29 C30 C31 C32 58.63(16) . . . . ?
C29 C30 C31 C37 -61.10(15) . . . . ?
C29 C35 C36 C37 59.75(15) . . . . ?
C29 C35 C36 C38 -60.00(16) . . . . ?
C30 C29 C34 C33 58.84(16) . . . . ?
C30 C29 C35 C36 -60.16(15) . . . . ?
C30 C31 C32 C33 -59.94(16) . . . . ?
C30 C31 C37 C36 59.76(15) . . . . ?
C31 C32 C33 C34 60.35(16) . . . . ?
C31 C32 C33 C38 -59.14(16) . . . . ?
C32 C31 C37 C36 -60.00(16) . . . . ?
C32 C33 C34 C29 -59.56(16) . . . . ?
C32 C33 C38 C36 59.23(16) . . . . ?
C34 C29 C30 C31 -58.30(15) . . . . ?
C34 C29 C35 C36 59.93(15) . . . . ?
C34 C33 C38 C36 -60.41(16) . . . . ?
C35 C29 C30 C31 61.04(15) . . . . ?
C35 C29 C34 C33 -60.20(16) . . . . ?
C35 C36 C37 C31 -59.44(16) . . . . ?
C35 C36 C38 C33 60.28(17) . . . . ?
C37 C31 C32 C33 59.49(16) . . . . ?
C37 C36 C38 C33 -59.66(16) . . . . ?
C38 C33 C34 C29 60.45(16) . . . . ?
C38 C36 C37 C31 60.13(16) . . . . ?
C1S C2S C3S C4S 1.0(3) . . . . ?
C2S C1S C6S C5S -0.4(3) . . . . ?
C2S C3S C4S C5S 0.0(3) . . . . ?
C3S C4S C5S C6S -1.3(3) . . . . ?
C4S C5S C6S C1S 1.4(3) . . . . ?
C6S C1S C2S C3S -0.8(3) . . . . ?
