#------------------------------------------------------------------------------
#$Date: 2019-11-02 08:02:08 +0200 (Sat, 02 Nov 2019) $
#$Revision: 221032 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/78/4127869.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_4127869
loop_
_publ_author_name
'Eymann, Léonard Y M'
'Varava, Paul'
'Shved, Andrei M.'
'Curchod, Basile F. E.'
'Liu, Yizhu'
'Planes, Ophélie M'
'Sienkiewicz, Andrzej'
'Scopelliti, Rosario'
'Fadaei Tirani, Farzaneh'
'Severin, Kay'
_publ_section_title
;
 Synthesis of Organic Super-Electron-Donors by Reaction of Nitrous Oxide
 with N-Heterocyclic Olefins.
;
_journal_issue                   43
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17112
_journal_page_last               17116
_journal_paper_doi               10.1021/jacs.9b10660
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'C56 H74 N6, Cl'
_chemical_formula_sum            'C56 H74 Cl N6'
_chemical_formula_weight         866.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 109.082(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.4308(5)
_cell_length_b                   16.6188(4)
_cell_length_c                   15.7436(4)
_cell_measurement_reflns_used    5785
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      73.1520
_cell_measurement_theta_min      7.4650
_cell_volume                     5299.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'mercury 4.0.0 (CCDC, 2018)'
_computing_publication_material  'CIFTab (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2665
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -117.00 -80.00   1.00    7.50    --  -43.26 -99.00 -30.00   37
  2  ω   -108.00 -17.00   1.00    7.50    --  -43.26 -57.00-150.00   91
  3  ω   -119.00 -92.00   1.00    7.50    --  -43.26 -99.00 -90.00   27
  4  ω    -87.00 -20.00   1.00    7.50    --  -43.26 125.00  60.00   67
  5  ω    -68.00  29.00   1.00    7.50    --  -43.26  57.00   0.00   97
  6  ω     70.00 109.00   1.00   30.00    --  105.68 -94.00 -60.00   39
  7  ω     57.00 123.00   1.00   30.00    --  105.68 -30.00  30.00   66
  8  ω     77.00 128.00   1.00   30.00    --  105.68 -45.00-150.00   51
  9  ω     47.00 132.00   1.00   30.00    --  105.68 -77.00 120.00   85
 10  ω    135.00 160.00   1.00   30.00    --  105.68 125.00  90.00   25
 11  ω     32.00 103.00   1.00   30.00    --  105.68 -94.00  30.00   71
 12  ω     79.00 172.00   1.00   30.00    --  105.68  30.00  30.00   93
 13  ω     35.00 114.00   1.00   30.00    --  105.68 -30.00 120.00   79
 14  ω     23.00  53.00   1.00   30.00    --  105.68 -94.00  60.00   30
 15  ω    103.00 171.00   1.00   30.00    --  105.68 125.00  30.00   68
 16  ω     80.00 165.00   1.00   30.00    --  105.68  45.00  90.00   85
 17  ω     84.00 109.00   1.00   30.00    --  105.68 -94.00  60.00   25
 18  ω    102.00 128.00   1.00   30.00    --  105.68 125.00  90.00   26
 19  ω     93.00 118.00   1.00   30.00    --  105.68-125.00-120.00   25
 20  ω     70.00 105.00   1.00   30.00    --  105.68 -61.00   0.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6110
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.606
_diffrn_reflns_theta_min         3.440
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.933
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.717
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense green'
_exptl_crystal_density_diffrn    1.086
_exptl_crystal_description       prism
_exptl_crystal_F_000             1876
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.137
_refine_diff_density_max         0.934
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         6110
_refine_ls_number_restraints     374
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0582
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1141P)²+1.2164P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1729
_refine_ls_wR_factor_ref         0.1841
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4620
_reflns_number_total             6110
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b10660_si_004.cif
_cod_data_source_block           le-8-21-2
_cod_database_code               4127869
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.845
_shelx_estimated_absorpt_t_max   0.883
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Cl1 Cl 0.500000 0.45539(8) 0.250000 0.0766(3) Uani 1 2 d S T P . .
N1 N 0.28406(7) 0.41483(9) 0.37376(10) 0.0313(3) Uani 1 1 d . . . . .
N2 N 0.36549(7) 0.34484(10) 0.35981(11) 0.0378(4) Uani 1 1 d D . . . .
N3 N 0.25252(7) 0.28232(10) 0.47658(10) 0.0325(3) Uani 1 1 d . . . . .
C1 C 0.31496(8) 0.34286(12) 0.39437(11) 0.0325(4) Uani 1 1 d . . . . .
C2 C 0.36705(9) 0.41858(13) 0.31969(12) 0.0377(4) Uani 1 1 d . . . . .
H2 H 0.397926 0.435313 0.291577 0.045 Uiso 1 1 calc R U . . .
C3 C 0.31670(9) 0.46179(12) 0.32812(12) 0.0346(4) Uani 1 1 d . . . . .
H3 H 0.305234 0.515044 0.306777 0.042 Uiso 1 1 calc R U . . .
C4 C 0.30186(9) 0.27798(12) 0.44353(12) 0.0347(4) Uani 1 1 d . . . . .
H4 H 0.328477 0.230969 0.453004 0.042 Uiso 1 1 calc R U . . .
C5 C 0.22755(9) 0.44006(11) 0.39820(12) 0.0334(4) Uani 1 1 d . . . . .
C6 C 0.16493(10) 0.42312(13) 0.33874(14) 0.0415(4) Uani 1 1 d . . . . .
C7 C 0.11194(11) 0.44118(16) 0.36813(17) 0.0527(6) Uani 1 1 d . . . . .
H7 H 0.068260 0.430213 0.329987 0.063 Uiso 1 1 calc R U . . .
C8 C 0.12166(12) 0.47459(16) 0.45139(18) 0.0575(6) Uani 1 1 d . . . . .
H8 H 0.084844 0.484789 0.470818 0.069 Uiso 1 1 calc R U . . .
C9 C 0.18414(12) 0.49334(15) 0.50667(16) 0.0526(6) Uani 1 1 d . . . . .
H9 H 0.189822 0.518126 0.563081 0.063 Uiso 1 1 calc R U . . .
C10 C 0.23940(10) 0.47664(12) 0.48147(13) 0.0406(4) Uani 1 1 d . . . . .
C11 C 0.15440(10) 0.38248(16) 0.24873(16) 0.0530(6) Uani 1 1 d . . . . .
H11 H 0.196827 0.385844 0.235315 0.064 Uiso 1 1 calc R U . . .
C12 C 0.13838(18) 0.29324(19) 0.2546(2) 0.0863(11) Uani 1 1 d . . . . .
H12A H 0.173379 0.268026 0.303957 0.130 Uiso 1 1 calc R U . . .
H12B H 0.135349 0.266490 0.197946 0.130 Uiso 1 1 calc R U . . .
H12C H 0.096158 0.288115 0.265768 0.130 Uiso 1 1 calc R U . . .
C13 C 0.10143(14) 0.42232(18) 0.17209(17) 0.0641(7) Uani 1 1 d . . . . .
H13A H 0.058465 0.415530 0.180698 0.096 Uiso 1 1 calc R U . . .
H13B H 0.100236 0.397431 0.115144 0.096 Uiso 1 1 calc R U . . .
H13C H 0.111251 0.479805 0.170752 0.096 Uiso 1 1 calc R U . . .
C14 C 0.30848(12) 0.49455(15) 0.54455(14) 0.0482(5) Uani 1 1 d . . . . .
H14 H 0.340018 0.483561 0.511112 0.058 Uiso 1 1 calc R U . . .
C15 C 0.31661(16) 0.58218(16) 0.57349(18) 0.0655(7) Uani 1 1 d . . . . .
H15A H 0.308407 0.616624 0.520428 0.098 Uiso 1 1 calc R U . . .
H15B H 0.361653 0.591106 0.614233 0.098 Uiso 1 1 calc R U . . .
H15C H 0.285016 0.595351 0.604480 0.098 Uiso 1 1 calc R U . . .
C16 C 0.32692(14) 0.43901(16) 0.62669(15) 0.0591(6) Uani 1 1 d . . . . .
H16A H 0.294895 0.445696 0.658563 0.089 Uiso 1 1 calc R U . . .
H16B H 0.371156 0.452807 0.666976 0.089 Uiso 1 1 calc R U . . .
H16C H 0.326511 0.382986 0.607085 0.089 Uiso 1 1 calc R U . . .
C17 C 0.41443(16) 0.2835(2) 0.3745(3) 0.0416(8) Uani 0.771(4) 1 d D U P A 1
C18 C 0.46868(16) 0.2867(2) 0.4507(3) 0.0498(8) Uani 0.771(4) 1 d . U P A 1
C19 C 0.51265(17) 0.2220(2) 0.4643(3) 0.0658(10) Uani 0.771(4) 1 d . U P A 1
H19 H 0.551315 0.221406 0.515616 0.079 Uiso 0.771(4) 1 calc R U P A 1
C20 C 0.5003(2) 0.1590(2) 0.4036(3) 0.0674(11) Uani 0.771(4) 1 d . U P A 1
H20 H 0.530034 0.114820 0.414912 0.081 Uiso 0.771(4) 1 calc R U P A 1
C21 C 0.4456(2) 0.1593(2) 0.3268(3) 0.0619(9) Uani 0.771(4) 1 d . U P A 1
H21 H 0.438631 0.116425 0.284840 0.074 Uiso 0.771(4) 1 calc R U P A 1
C22 C 0.40109(19) 0.2223(2) 0.3114(3) 0.0503(8) Uani 0.771(4) 1 d . U P A 1
C23 C 0.48123(15) 0.3540(2) 0.5188(2) 0.0574(9) Uani 0.771(4) 1 d . U P A 1
H23 H 0.445038 0.394304 0.495382 0.069 Uiso 0.771(4) 1 calc R U P A 1
C24 C 0.5462(2) 0.3967(3) 0.5282(4) 0.0928(15) Uani 0.771(4) 1 d . U P A 1
H24A H 0.582910 0.358654 0.550755 0.139 Uiso 0.771(4) 1 calc R U P A 1
H24B H 0.552273 0.441611 0.570453 0.139 Uiso 0.771(4) 1 calc R U P A 1
H24C H 0.545279 0.417192 0.469426 0.139 Uiso 0.771(4) 1 calc R U P A 1
C25 C 0.4788(2) 0.3251(3) 0.6093(3) 0.0803(12) Uani 0.771(4) 1 d . U P A 1
H25A H 0.434649 0.303896 0.602153 0.120 Uiso 0.771(4) 1 calc R U P A 1
H25B H 0.488423 0.370119 0.651786 0.120 Uiso 0.771(4) 1 calc R U P A 1
H25C H 0.511625 0.282501 0.632317 0.120 Uiso 0.771(4) 1 calc R U P A 1
C26 C 0.3392(3) 0.2208(4) 0.2281(4) 0.0565(13) Uani 0.771(4) 1 d . U P A 1
H26 H 0.316585 0.273892 0.225068 0.068 Uiso 0.771(4) 1 calc R U P A 1
C27 C 0.3556(4) 0.2113(5) 0.1413(4) 0.0809(18) Uani 0.771(4) 1 d . U P A 1
H27A H 0.387413 0.252816 0.138541 0.121 Uiso 0.771(4) 1 calc R U P A 1
H27B H 0.315214 0.217076 0.089596 0.121 Uiso 0.771(4) 1 calc R U P A 1
H27C H 0.374792 0.157988 0.139945 0.121 Uiso 0.771(4) 1 calc R U P A 1
C28 C 0.2910(3) 0.1558(3) 0.2357(4) 0.0727(13) Uani 0.771(4) 1 d . U P A 1
H28A H 0.312022 0.102866 0.240058 0.109 Uiso 0.771(4) 1 calc R U P A 1
H28B H 0.251361 0.157341 0.182465 0.109 Uiso 0.771(4) 1 calc R U P A 1
H28C H 0.278717 0.165353 0.289627 0.109 Uiso 0.771(4) 1 calc R U P A 1
C29 C 0.4003(5) 0.2667(4) 0.3553(7) 0.049(2) Uani 0.229(4) 1 d DG U P A 2
C30 C 0.4573(5) 0.2514(5) 0.4271(6) 0.058(2) Uani 0.229(4) 1 d G U P A 2
C31 C 0.4936(4) 0.1819(6) 0.4279(6) 0.069(3) Uani 0.229(4) 1 d G U P A 2
H31 H 0.532566 0.171409 0.476942 0.082 Uiso 0.229(4) 1 calc R U P A 2
C32 C 0.4730(5) 0.1278(5) 0.3568(7) 0.065(2) Uani 0.229(4) 1 d G U P A 2
H32 H 0.497781 0.080319 0.357332 0.078 Uiso 0.229(4) 1 calc R U P A 2
C33 C 0.4160(5) 0.1431(4) 0.2850(6) 0.061(2) Uani 0.229(4) 1 d G U P A 2
H33 H 0.401857 0.106153 0.236415 0.073 Uiso 0.229(4) 1 calc R U P A 2
C34 C 0.3797(4) 0.2126(5) 0.2842(6) 0.046(2) Uani 0.229(4) 1 d G U P A 2
C35 C 0.4804(7) 0.3020(12) 0.4977(11) 0.062(2) Uani 0.229(4) 1 d . U P A 2
H35 H 0.454605 0.353235 0.482880 0.075 Uiso 0.229(4) 1 calc R U P A 2
C36 C 0.5563(7) 0.3231(12) 0.5204(11) 0.085(3) Uani 0.229(4) 1 d . U P A 2
H36A H 0.581748 0.273297 0.525416 0.127 Uiso 0.229(4) 1 calc R U P A 2
H36B H 0.571901 0.352447 0.577527 0.127 Uiso 0.229(4) 1 calc R U P A 2
H36C H 0.562264 0.356651 0.472445 0.127 Uiso 0.229(4) 1 calc R U P A 2
C37 C 0.4707(7) 0.2651(12) 0.5855(10) 0.081(4) Uani 0.229(4) 1 d . U P A 2
H37A H 0.424086 0.251865 0.573386 0.121 Uiso 0.229(4) 1 calc R U P A 2
H37B H 0.484724 0.304529 0.634388 0.121 Uiso 0.229(4) 1 calc R U P A 2
H37C H 0.497461 0.216259 0.602878 0.121 Uiso 0.229(4) 1 calc R U P A 2
C38 C 0.3192(9) 0.2225(16) 0.2059(14) 0.051(3) Uani 0.229(4) 1 d . U P A 2
H38 H 0.301335 0.277726 0.208029 0.061 Uiso 0.229(4) 1 calc R U P A 2
C39 C 0.2628(8) 0.1587(11) 0.2029(12) 0.062(3) Uani 0.229(4) 1 d . U P A 2
H39A H 0.277996 0.104533 0.194739 0.093 Uiso 0.229(4) 1 calc R U P A 2
H39B H 0.222881 0.171507 0.152680 0.093 Uiso 0.229(4) 1 calc R U P A 2
H39C H 0.252981 0.160994 0.259403 0.093 Uiso 0.229(4) 1 calc R U P A 2
C40 C 0.3300(9) 0.2111(13) 0.1114(12) 0.053(3) Uani 0.229(4) 1 d . U P A 2
H40A H 0.366674 0.245202 0.108880 0.080 Uiso 0.229(4) 1 calc R U P A 2
H40B H 0.289673 0.226514 0.063162 0.080 Uiso 0.229(4) 1 calc R U P A 2
H40C H 0.340319 0.154649 0.103953 0.080 Uiso 0.229(4) 1 calc R U P A 2
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'
Cl Cl 0.3639 0.7018 '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'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
10 -4 4 0.0772
11 5 -7 0.0493
-3 -10 4 0.0860
-1 7 -7 0.0464
6 9 -5 0.0413
-13 0 6 0.0934
7 1 -10 0.0576
13 0 -7 0.0572
3 -7 -8 0.0767
9 -8 -4 0.0756
-9 1 -5 0.0608
13 3 -2 0.0479
-7 -9 0 0.0804
2 -9 5 0.1032
9 -1 5 0.0970
13 -1 1 0.0602
-10 5 -2 0.0557
-7 8 6 0.0806
-6 8 7 0.0827
11 6 0 0.0653
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_3
C1 N1 C3 109.24(14) .
C1 N1 C5 125.33(15) .
C3 N1 C5 125.40(16) .
C1 N2 C2 110.16(15) .
C1 N2 C17 123.8(2) .
C2 N2 C17 125.5(2) .
C1 N2 C29 117.9(5) .
C2 N2 C29 130.8(5) .
C4 N3 N3 113.25(19) 7_556
N1 C1 N2 105.86(15) .
N1 C1 C4 129.66(15) .
N2 C1 C4 124.44(17) .
C3 C2 N2 106.81(15) .
C3 C2 H2 126.6 .
N2 C2 H2 126.6 .
C2 C3 N1 107.90(17) .
C2 C3 H3 126.0 .
N1 C3 H3 126.0 .
N3 C4 C1 120.18(17) .
N3 C4 H4 119.9 .
C1 C4 H4 119.9 .
C10 C5 C6 124.15(17) .
C10 C5 N1 117.79(17) .
C6 C5 N1 118.00(16) .
C5 C6 C7 116.4(2) .
C5 C6 C11 122.29(17) .
C7 C6 C11 121.17(19) .
C8 C7 C6 121.2(2) .
C8 C7 H7 119.4 .
C6 C7 H7 119.4 .
C9 C8 C7 120.54(19) .
C9 C8 H8 119.7 .
C7 C8 H8 119.7 .
C8 C9 C10 121.2(2) .
C8 C9 H9 119.4 .
C10 C9 H9 119.4 .
C5 C10 C9 116.4(2) .
C5 C10 C14 122.73(17) .
C9 C10 C14 120.80(19) .
C13 C11 C6 113.2(2) .
C13 C11 C12 110.3(2) .
C6 C11 C12 110.0(2) .
C13 C11 H11 107.7 .
C6 C11 H11 107.7 .
C12 C11 H11 107.7 .
C11 C12 H12A 109.5 .
C11 C12 H12B 109.5 .
H12A C12 H12B 109.5 .
C11 C12 H12C 109.5 .
H12A C12 H12C 109.5 .
H12B C12 H12C 109.5 .
C11 C13 H13A 109.5 .
C11 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C11 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
C10 C14 C15 112.1(2) .
C10 C14 C16 111.2(2) .
C15 C14 C16 110.61(19) .
C10 C14 H14 107.6 .
C15 C14 H14 107.6 .
C16 C14 H14 107.6 .
C14 C15 H15A 109.5 .
C14 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C14 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
C14 C16 H16A 109.5 .
C14 C16 H16B 109.5 .
H16A C16 H16B 109.5 .
C14 C16 H16C 109.5 .
H16A C16 H16C 109.5 .
H16B C16 H16C 109.5 .
C18 C17 C22 124.9(3) .
C18 C17 N2 118.9(3) .
C22 C17 N2 116.1(3) .
C17 C18 C19 116.1(4) .
C17 C18 C23 123.5(3) .
C19 C18 C23 120.3(4) .
C20 C19 C18 120.6(4) .
C20 C19 H19 119.7 .
C18 C19 H19 119.7 .
C21 C20 C19 121.1(3) .
C21 C20 H20 119.4 .
C19 C20 H20 119.4 .
C20 C21 C22 119.7(4) .
C20 C21 H21 120.1 .
C22 C21 H21 120.1 .
C21 C22 C17 117.4(4) .
C21 C22 C26 119.6(4) .
C17 C22 C26 123.0(3) .
C18 C23 C25 112.2(4) .
C18 C23 C24 110.9(4) .
C25 C23 C24 111.5(4) .
C18 C23 H23 107.3 .
C25 C23 H23 107.3 .
C24 C23 H23 107.3 .
C23 C24 H24A 109.5 .
C23 C24 H24B 109.5 .
H24A C24 H24B 109.5 .
C23 C24 H24C 109.5 .
H24A C24 H24C 109.5 .
H24B C24 H24C 109.5 .
C23 C25 H25A 109.5 .
C23 C25 H25B 109.5 .
H25A C25 H25B 109.5 .
C23 C25 H25C 109.5 .
H25A C25 H25C 109.5 .
H25B C25 H25C 109.5 .
C28 C26 C27 110.9(5) .
C28 C26 C22 111.3(4) .
C27 C26 C22 112.3(5) .
C28 C26 H26 107.4 .
C27 C26 H26 107.4 .
C22 C26 H26 107.4 .
C26 C27 H27A 109.5 .
C26 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
C26 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
C26 C28 H28A 109.5 .
C26 C28 H28B 109.5 .
H28A C28 H28B 109.5 .
C26 C28 H28C 109.5 .
H28A C28 H28C 109.5 .
H28B C28 H28C 109.5 .
C30 C29 C34 120.0 .
C30 C29 N2 115.8(6) .
C34 C29 N2 124.2(6) .
C35 C30 C29 122.8(9) .
C35 C30 C31 117.1(9) .
C29 C30 C31 120.0 .
C32 C31 C30 120.0 .
C32 C31 H31 120.0 .
C30 C31 H31 120.0 .
C33 C32 C31 120.0 .
C33 C32 H32 120.0 .
C31 C32 H32 120.0 .
C32 C33 C34 120.0 .
C32 C33 H33 120.0 .
C34 C33 H33 120.0 .
C33 C34 C29 120.0 .
C33 C34 C38 115.8(11) .
C29 C34 C38 124.2(11) .
C30 C35 C37 111.0(14) .
C30 C35 C36 113.3(13) .
C37 C35 C36 107.8(12) .
C30 C35 H35 108.2 .
C37 C35 H35 108.2 .
C36 C35 H35 108.2 .
C35 C36 H36A 109.5 .
C35 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
C35 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 109.5 .
C35 C37 H37A 109.5 .
C35 C37 H37B 109.5 .
H37A C37 H37B 109.5 .
C35 C37 H37C 109.5 .
H37A C37 H37C 109.5 .
H37B C37 H37C 109.5 .
C34 C38 C40 114.3(14) .
C34 C38 C39 113.6(15) .
C40 C38 C39 103.5(16) .
C34 C38 H38 108.4 .
C40 C38 H38 108.4 .
C39 C38 H38 108.4 .
C38 C39 H39A 109.5 .
C38 C39 H39B 109.5 .
H39A C39 H39B 109.5 .
C38 C39 H39C 109.5 .
H39A C39 H39C 109.5 .
H39B C39 H39C 109.5 .
C38 C40 H40A 109.5 .
C38 C40 H40B 109.5 .
H40A C40 H40B 109.5 .
C38 C40 H40C 109.5 .
H40A C40 H40C 109.5 .
H40B C40 H40C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.354(2) .
N1 C3 1.394(2) .
N1 C5 1.447(2) .
N2 C1 1.362(2) .
N2 C2 1.384(3) .
N2 C17 1.426(3) .
N2 C29 1.511(4) .
N3 C4 1.324(2) .
N3 N3 1.327(3) 7_556
C1 C4 1.408(3) .
C2 C3 1.338(3) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 H4 0.9500 .
C5 C10 1.391(3) .
C5 C6 1.391(3) .
C6 C7 1.392(3) .
C6 C11 1.519(3) .
C7 C8 1.375(4) .
C7 H7 0.9500 .
C8 C9 1.373(4) .
C8 H8 0.9500 .
C9 C10 1.394(3) .
C9 H9 0.9500 .
C10 C14 1.518(3) .
C11 C13 1.512(4) .
C11 C12 1.532(4) .
C11 H11 1.0000 .
C12 H12A 0.9800 .
C12 H12B 0.9800 .
C12 H12C 0.9800 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 C15 1.519(4) .
C14 C16 1.532(3) .
C14 H14 1.0000 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.371(5) .
C17 C22 1.386(5) .
C18 C19 1.398(5) .
C18 C23 1.512(6) .
C19 C20 1.383(6) .
C19 H19 0.9500 .
C20 C21 1.382(6) .
C20 H20 0.9500 .
C21 C22 1.383(5) .
C21 H21 0.9500 .
C22 C26 1.530(6) .
C23 C25 1.521(6) .
C23 C24 1.527(5) .
C23 H23 1.0000 .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 C28 1.527(8) .
C26 C27 1.527(9) .
C26 H26 1.0000 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 H28A 0.9800 .
C28 H28B 0.9800 .
C28 H28C 0.9800 .
C29 C30 1.3900 .
C29 C34 1.3900 .
C30 C35 1.35(2) .
C30 C31 1.3900 .
C31 C32 1.3900 .
C31 H31 0.9500 .
C32 C33 1.3900 .
C32 H32 0.9500 .
C33 C34 1.3900 .
C33 H33 0.9500 .
C34 C38 1.477(17) .
C35 C37 1.59(2) .
C35 C36 1.59(2) .
C35 H35 1.0000 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C37 H37A 0.9800 .
C37 H37B 0.9800 .
C37 H37C 0.9800 .
C38 C40 1.59(3) .
C38 C39 1.60(3) .
C38 H38 1.0000 .
C39 H39A 0.9800 .
C39 H39B 0.9800 .
C39 H39C 0.9800 .
C40 H40A 0.9800 .
C40 H40B 0.9800 .
C40 H40C 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
C3 N1 C1 N2 -1.31(19) .
C5 N1 C1 N2 -179.23(16) .
C3 N1 C1 C4 176.65(18) .
C5 N1 C1 C4 -1.3(3) .
C2 N2 C1 N1 1.4(2) .
C17 N2 C1 N1 173.5(2) .
C29 N2 C1 N1 -167.5(5) .
C2 N2 C1 C4 -176.65(18) .
C17 N2 C1 C4 -4.6(3) .
C29 N2 C1 C4 14.4(5) .
C1 N2 C2 C3 -1.0(2) .
C17 N2 C2 C3 -172.9(3) .
C29 N2 C2 C3 166.1(5) .
N2 C2 C3 N1 0.2(2) .
C1 N1 C3 C2 0.7(2) .
C5 N1 C3 C2 178.63(16) .
N3 N3 C4 C1 -178.15(18) 7_556
N1 C1 C4 N3 0.6(3) .
N2 C1 C4 N3 178.24(17) .
C1 N1 C5 C10 87.3(2) .
C3 N1 C5 C10 -90.3(2) .
C1 N1 C5 C6 -90.0(2) .
C3 N1 C5 C6 92.4(2) .
C10 C5 C6 C7 -3.1(3) .
N1 C5 C6 C7 173.99(19) .
C10 C5 C6 C11 -179.5(2) .
N1 C5 C6 C11 -2.4(3) .
C5 C6 C7 C8 0.5(3) .
C11 C6 C7 C8 177.0(2) .
C6 C7 C8 C9 2.0(4) .
C7 C8 C9 C10 -2.2(4) .
C6 C5 C10 C9 3.0(3) .
N1 C5 C10 C9 -174.14(18) .
C6 C5 C10 C14 -179.73(19) .
N1 C5 C10 C14 3.1(3) .
C8 C9 C10 C5 -0.2(3) .
C8 C9 C10 C14 -177.6(2) .
C5 C6 C11 C13 -134.6(2) .
C7 C6 C11 C13 49.2(3) .
C5 C6 C11 C12 101.5(3) .
C7 C6 C11 C12 -74.7(3) .
C5 C10 C14 C15 126.7(2) .
C9 C10 C14 C15 -56.1(3) .
C5 C10 C14 C16 -108.9(2) .
C9 C10 C14 C16 68.3(3) .
C1 N2 C17 C18 -85.3(4) .
C2 N2 C17 C18 85.5(4) .
C1 N2 C17 C22 91.5(3) .
C2 N2 C17 C22 -97.6(3) .
C22 C17 C18 C19 -0.6(5) .
N2 C17 C18 C19 175.9(3) .
C22 C17 C18 C23 -179.2(3) .
N2 C17 C18 C23 -2.6(5) .
C17 C18 C19 C20 -0.7(5) .
C23 C18 C19 C20 177.9(3) .
C18 C19 C20 C21 2.0(6) .
C19 C20 C21 C22 -2.1(6) .
C20 C21 C22 C17 0.8(5) .
C20 C21 C22 C26 -177.7(4) .
C18 C17 C22 C21 0.6(5) .
N2 C17 C22 C21 -176.0(3) .
C18 C17 C22 C26 179.0(4) .
N2 C17 C22 C26 2.4(5) .
C17 C18 C23 C25 114.4(4) .
C19 C18 C23 C25 -64.1(4) .
C17 C18 C23 C24 -120.1(4) .
C19 C18 C23 C24 61.4(5) .
C21 C22 C26 C28 69.6(5) .
C17 C22 C26 C28 -108.8(5) .
C21 C22 C26 C27 -55.5(6) .
C17 C22 C26 C27 126.1(5) .
C1 N2 C29 C30 -95.0(6) .
C2 N2 C29 C30 98.7(6) .
C1 N2 C29 C34 86.7(6) .
C2 N2 C29 C34 -79.7(7) .
C34 C29 C30 C35 179.2(11) .
N2 C29 C30 C35 0.8(11) .
C34 C29 C30 C31 0.0 .
N2 C29 C30 C31 -178.5(9) .
C35 C30 C31 C32 -179.3(11) .
C29 C30 C31 C32 0.0 .
C30 C31 C32 C33 0.0 .
C31 C32 C33 C34 0.0 .
C32 C33 C34 C29 0.0 .
C32 C33 C34 C38 -178.8(12) .
C30 C29 C34 C33 0.0 .
N2 C29 C34 C33 178.3(9) .
C30 C29 C34 C38 178.6(14) .
N2 C29 C34 C38 -3.0(13) .
C29 C30 C35 C37 109.0(11) .
C31 C30 C35 C37 -71.8(13) .
C29 C30 C35 C36 -129.6(12) .
C31 C30 C35 C36 49.7(15) .
C33 C34 C38 C40 -50(2) .
C29 C34 C38 C40 130.8(15) .
C33 C34 C38 C39 68.0(18) .
C29 C34 C38 C39 -110.7(16) .
