#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/90/4029091.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_4029091
loop_
_publ_author_name
'Jayamurugan, Govindasamy'
'Finke, Aaron D.'
'Gisselbrecht, Jean-Paul'
'Boudon, Corinne'
'Schweizer, W. Bernd'
'Diederich, François'
_publ_section_title
;
 One-pot access to push-pull oligoenes by sequential [2 + 2]
 cycloaddition-retroelectrocyclization reactions.
;
_journal_issue                   1
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              426
_journal_page_last               431
_journal_paper_doi               10.1021/jo402440m
_journal_volume                  79
_journal_year                    2014
_chemical_compound_source        'LOC ETH Zurich'
_chemical_formula_moiety         'C38 H46 N6 '
_chemical_formula_sum            'C38 H46 N6'
_chemical_formula_weight         586.828
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                90.00
_cell_angle_beta                 111.422(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8523(3)
_cell_length_b                   28.5180(11)
_cell_length_c                   13.2470(5)
_cell_measurement_reflns_used    38500
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.022
_cell_measurement_theta_min      2.910
_cell_volume                     3464.9(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction
'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.857
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_device       KappaCCD
_diffrn_measurement_method       CCD
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.09425
_diffrn_orient_matrix_UB_12      0.03531
_diffrn_orient_matrix_UB_13      -0.04193
_diffrn_orient_matrix_UB_21      -0.01087
_diffrn_orient_matrix_UB_22      0.00909
_diffrn_orient_matrix_UB_23      0.03208
_diffrn_orient_matrix_UB_31      0.00429
_diffrn_orient_matrix_UB_32      0.07828
_diffrn_orient_matrix_UB_33      -0.02073
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.049
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8668
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.87
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          .165
_exptl_crystal_size_mid          .132
_exptl_crystal_size_min          .09
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.042
_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     415
_refine_ls_number_reflns         5836
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+ (0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1525
_refine_ls_wR_factor_ref         0.1800
_reflns_number_gt                4007
_reflns_number_total             5836
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo402440m_si_002.cif
_cod_data_source_block           3d
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c        '
_cod_original_formula_sum        'C38 H46 N6 '
_cod_database_code               4029091
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,-Y,-Z
'-X,+Y+ 1/2,-Z+ 1/2'
'+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N8 N 0.7621(3) -0.11395(8) 0.8292(2) 0.0356(6) Uani 1 1 d . . .
N10 N 0.4850(3) -0.00176(8) 0.6557(2) 0.0413(6) Uani 1 1 d . . .
N12 N 0.6097(2) 0.16571(8) 0.2197(2) 0.0371(6) Uani 1 1 d . . .
N14 N 0.2726(3) 0.11887(8) -0.0833(2) 0.0370(6) Uani 1 1 d . . .
N21 N 1.1324(2) 0.02333(7) 0.40344(17) 0.0276(5) Uani 1 1 d . B .
N36 N 0.7146(2) 0.20347(7) 0.84191(18) 0.0288(5) Uani 1 1 d . . .
C1 C 0.5093(3) 0.09979(8) 0.0783(2) 0.0244(6) Uani 1 1 d . . .
C2 C 0.5711(3) 0.05571(8) 0.08635(19) 0.0243(6) Uani 1 1 d . . .
C3 C 0.4759(3) 0.01939(8) 0.01696(19) 0.0245(5) Uani 1 1 d . . .
C4 C 0.9601(3) -0.01097(8) 0.95394(19) 0.0226(5) Uani 1 1 d . . .
C5 C 0.8240(3) 0.00778(8) 0.87607(19) 0.0224(5) Uani 1 1 d . . .
C6 C 0.7246(3) -0.02408(8) 0.81179(19) 0.0232(6) Uani 1 1 d . . .
C7 C 0.7478(3) -0.07380(9) 0.8233(2) 0.0265(6) Uani 1 1 d . . .
C9 C 0.5912(3) -0.01096(9) 0.7254(2) 0.0291(6) Uani 1 1 d . . .
C11 C 0.5681(3) 0.13626(9) 0.1565(2) 0.0275(6) Uani 1 1 d . . .
C13 C 0.3763(3) 0.11071(9) -0.0095(2) 0.0278(6) Uani 1 1 d . . .
C15 C 0.7193(3) 0.04571(8) 0.15940(19) 0.0238(5) Uani 1 1 d . . .
C16 C 0.8283(3) 0.08063(8) 0.1867(2) 0.0237(6) Uani 1 1 d . . .
C17 C 0.9655(3) 0.07320(8) 0.2636(2) 0.0236(5) Uani 1 1 d . . .
C18 C 1.0035(3) 0.02983(8) 0.31917(19) 0.0244(6) Uani 1 1 d . . .
C19 C 0.8990(3) -0.00655(9) 0.2837(2) 0.0280(6) Uani 1 1 d . . .
C20 C 0.7615(3) 0.00172(8) 0.2083(2) 0.0255(6) Uani 1 1 d . . .
C22 C 1.2451(3) 0.05978(9) 0.4432(2) 0.0314(6) Uani 1 1 d D . .
C23 C 1.2553(6) 0.08783(14) 0.5413(3) 0.0308(11) Uani 0.696(7) 1 d PD B 1
C24 C 1.1309(4) 0.12374(14) 0.5158(3) 0.0333(13) Uani 0.696(7) 1 d PD B 1
C25 C 1.1333(7) 0.15085(19) 0.6168(4) 0.0465(14) Uani 0.696(7) 1 d PD B 1
C45 C 1.1781(14) 0.0904(4) 0.5174(9) 0.032(3) Uiso 0.304(7) 1 d PD B 2
C46 C 1.2584(10) 0.1348(3) 0.5592(7) 0.034(3) Uiso 0.304(7) 1 d PD B 2
C47 C 1.1865(14) 0.1631(5) 0.6242(11) 0.038(3) Uiso 0.304(7) 1 d PD B 2
C26 C 1.1612(3) -0.01971(9) 0.4697(2) 0.0292(6) Uani 1 1 d . . .
C27 C 1.2407(3) -0.05816(9) 0.4335(2) 0.0325(6) Uani 1 1 d . B .
C28 C 1.2734(3) -0.09979(9) 0.5100(3) 0.0377(7) Uani 1 1 d . . .
C29 C 1.3631(4) -0.13768(11) 0.4838(4) 0.0616(10) Uani 1 1 d . B .
C30 C 0.7968(3) 0.05802(8) 0.86962(19) 0.0231(5) Uani 1 1 d . . .
C31 C 0.9080(3) 0.09066(8) 0.8789(2) 0.0244(6) Uani 1 1 d . . .
C32 C 0.8821(3) 0.13788(8) 0.8685(2) 0.0261(6) Uani 1 1 d . . .
C33 C 0.7419(3) 0.15670(8) 0.8510(2) 0.0252(6) Uani 1 1 d . . .
C34 C 0.6304(3) 0.12394(8) 0.8439(2) 0.0252(6) Uani 1 1 d . . .
C35 C 0.6569(3) 0.07659(8) 0.8513(2) 0.0242(6) Uani 1 1 d . . .
C37 C 0.5679(3) 0.22228(9) 0.8205(2) 0.0306(6) Uani 1 1 d . . .
C38 C 0.5349(3) 0.22752(9) 0.9245(2) 0.0319(6) Uani 1 1 d . . .
C39 C 0.3800(3) 0.24545(10) 0.9011(2) 0.0393(7) Uani 1 1 d . . .
C40 C 0.3496(4) 0.25237(13) 1.0051(3) 0.0555(9) Uani 1 1 d . . .
C41 C 0.8282(3) 0.23809(9) 0.8500(2) 0.0295(6) Uani 1 1 d . . .
C42 C 0.8480(3) 0.24589(9) 0.7422(2) 0.0289(6) Uani 1 1 d . . .
C43 C 0.9571(3) 0.28480(9) 0.7501(2) 0.0322(6) Uani 1 1 d . . .
C44 C 0.9729(3) 0.29389(10) 0.6406(2) 0.0427(7) Uani 1 1 d . . .
H3 H 0.3692 0.0238 -0.0063 0.029 Uiso 1 1 calc R . .
H4 H 0.9952 -0.0415 0.9378 0.027 Uiso 1 1 calc R . .
H16 H 0.8057 0.1114 0.1496 0.028 Uiso 1 1 calc R . .
H17 H 1.0388 0.0986 0.2803 0.028 Uiso 1 1 calc R . .
H19 H 0.9252 -0.0385 0.3136 0.034 Uiso 1 1 calc R . .
H20 H 0.6900 -0.0243 0.1880 0.031 Uiso 1 1 calc R . .
H22A H 1.2296 0.0842 0.3775 0.038 Uiso 1 1 calc R A 1
H22B H 1.3495 0.0431 0.4599 0.038 Uiso 1 1 calc R A 1
H23A H 1.3587 0.1060 0.5712 0.037 Uiso 0.696(7) 1 calc PR B 1
H23B H 1.2514 0.0644 0.6043 0.037 Uiso 0.696(7) 1 calc PR B 1
H24A H 1.0278 0.1057 0.4808 0.040 Uiso 0.696(7) 1 calc PR B 1
H24B H 1.1392 0.1484 0.4564 0.040 Uiso 0.696(7) 1 calc PR B 1
H25A H 1.1217 0.1265 0.6756 0.056 Uiso 0.696(7) 1 calc PR B 1
H25B H 1.0443 0.1757 0.5940 0.056 Uiso 0.696(7) 1 calc PR B 1
H25C H 1.2355 0.1694 0.6516 0.056 Uiso 0.696(7) 1 calc PR B 1
H45A H 1.0658 0.0987 0.4699 0.039 Uiso 0.304(7) 1 calc PR B 2
H45B H 1.1792 0.0693 0.5853 0.039 Uiso 0.304(7) 1 calc PR B 2
H46A H 1.2611 0.1557 0.4919 0.041 Uiso 0.304(7) 1 calc PR B 2
H46B H 1.3694 0.1268 0.6102 0.041 Uiso 0.304(7) 1 calc PR B 2
H47A H 1.0730 0.1689 0.5754 0.045 Uiso 0.304(7) 1 calc PR B 2
H47B H 1.2410 0.1965 0.6466 0.045 Uiso 0.304(7) 1 calc PR B 2
H47C H 1.1947 0.1440 0.6966 0.045 Uiso 0.304(7) 1 calc PR B 2
H26A H 1.0584 -0.0335 0.4683 0.035 Uiso 1 1 calc R B .
H26B H 1.2252 -0.0106 0.5526 0.035 Uiso 1 1 calc R . .
H27A H 1.1743 -0.0695 0.3527 0.039 Uiso 1 1 calc R . .
H27B H 1.3415 -0.0444 0.4310 0.039 Uiso 1 1 calc R . .
H28A H 1.3311 -0.0876 0.5916 0.045 Uiso 1 1 calc R B .
H28B H 1.1716 -0.1149 0.5074 0.045 Uiso 1 1 calc R . .
H29A H 1.3072 -0.1499 0.4019 0.074 Uiso 1 1 calc R . .
H29B H 1.3780 -0.1666 0.5395 0.074 Uiso 1 1 calc R . .
H29C H 1.4682 -0.1236 0.4915 0.074 Uiso 1 1 calc R . .
H31 H 1.0081 0.0791 0.8933 0.029 Uiso 1 1 calc R . .
H32 H 0.9630 0.1594 0.8733 0.031 Uiso 1 1 calc R . .
H34 H 0.5313 0.1355 0.8333 0.030 Uiso 1 1 calc R . .
H35 H 0.5755 0.0548 0.8436 0.029 Uiso 1 1 calc R . .
H37A H 0.4883 0.1992 0.7652 0.037 Uiso 1 1 calc R . .
H37B H 0.5582 0.2561 0.7818 0.037 Uiso 1 1 calc R . .
H38A H 0.5484 0.1940 0.9648 0.038 Uiso 1 1 calc R . .
H38B H 0.6121 0.2517 0.9786 0.038 Uiso 1 1 calc R . .
H39A H 0.3652 0.2784 0.8582 0.047 Uiso 1 1 calc R . .
H39B H 0.3027 0.2207 0.8496 0.047 Uiso 1 1 calc R . .
H40A H 0.3634 0.2194 1.0479 0.067 Uiso 1 1 calc R . .
H40B H 0.2392 0.2647 0.9852 0.067 Uiso 1 1 calc R . .
H40C H 0.4248 0.2779 1.0559 0.067 Uiso 1 1 calc R . .
H41A H 0.9303 0.2264 0.9096 0.035 Uiso 1 1 calc R . .
H41B H 0.8002 0.2710 0.8776 0.035 Uiso 1 1 calc R . .
H42A H 0.8854 0.2138 0.7178 0.035 Uiso 1 1 calc R . .
H42B H 0.7441 0.2549 0.6808 0.035 Uiso 1 1 calc R . .
H43A H 1.0620 0.2752 0.8094 0.039 Uiso 1 1 calc R . .
H43B H 0.9218 0.3166 0.7773 0.039 Uiso 1 1 calc R . .
H44A H 1.0128 0.2626 0.6148 0.051 Uiso 1 1 calc R . .
H44B H 1.0490 0.3223 0.6492 0.051 Uiso 1 1 calc R . .
H44C H 0.8681 0.3032 0.5809 0.051 Uiso 1 1 calc R . .
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_
_diffrn_radiation_wavelength
0.71073
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
C18 N21 C22 123.6(2) .
C18 N21 C26 121.3(2) .
C22 N21 C26 114.8(2) .
C33 N36 C41 122.3(2) .
C33 N36 C37 121.7(2) .
C41 N36 C37 116.1(2) .
C2 C1 C11 123.6(2) .
C2 C1 C13 120.4(2) .
C11 C1 C13 115.9(2) .
C1 C2 C15 122.4(2) .
C1 C2 C3 115.4(2) .
C15 C2 C3 122.2(2) .
C3 C3 C2 124.4(3) 3_655
C4 C4 C5 123.6(3) 3_757
C6 C5 C30 122.6(2) .
C6 C5 C4 117.1(2) .
C30 C5 C4 120.3(2) .
C5 C6 C7 122.4(2) .
C5 C6 C9 123.7(2) .
C7 C6 C9 113.8(2) .
N8 C7 C6 177.6(3) .
N10 C9 C6 178.1(3) .
N12 C11 C1 177.1(3) .
N14 C13 C1 176.8(3) .
C20 C15 C16 116.3(2) .
C20 C15 C2 122.6(2) .
C16 C15 C2 121.1(2) .
C17 C16 C15 122.0(2) .
C16 C17 C18 121.3(2) .
N21 C18 C17 122.3(2) .
N21 C18 C19 121.3(2) .
C17 C18 C19 116.4(2) .
C20 C19 C18 121.2(2) .
C19 C20 C15 122.3(2) .
N21 C22 C23 119.4(3) .
N21 C22 C45 100.1(4) .
C23 C22 C45 26.0(4) .
C22 C23 C24 111.7(3) .
C23 C24 C25 112.7(4) .
C46 C45 C22 113.8(8) .
C45 C46 C47 111.5(8) .
N21 C26 C27 114.9(2) .
C28 C27 C26 111.2(2) .
C29 C28 C27 113.9(3) .
C31 C30 C35 116.5(2) .
C31 C30 C5 121.6(2) .
C35 C30 C5 121.8(2) .
C32 C31 C30 122.1(2) .
C31 C32 C33 121.5(2) .
N36 C33 C34 121.2(2) .
N36 C33 C32 122.4(2) .
C34 C33 C32 116.4(2) .
C35 C34 C33 121.4(2) .
C34 C35 C30 122.0(2) .
N36 C37 C38 112.2(2) .
C39 C38 C37 111.9(2) .
C40 C39 C38 111.7(2) .
N36 C41 C42 112.6(2) .
C43 C42 C41 111.7(2) .
C42 C43 C44 111.8(2) .
C3 C3 H3 117.8 3_655
C2 C3 H3 117.8 .
C4 C4 H4 118.2 3_757
C5 C4 H4 118.2 .
C17 C16 H16 119.0 .
C15 C16 H16 119.0 .
C16 C17 H17 119.4 .
C18 C17 H17 119.4 .
C20 C19 H19 119.4 .
C18 C19 H19 119.4 .
C19 C20 H20 118.8 .
C15 C20 H20 118.8 .
N21 C22 H22A 107.5 .
C23 C22 H22A 107.5 .
C45 C22 H22A 99.9 .
N21 C22 H22B 107.5 .
C23 C22 H22B 107.5 .
C45 C22 H22B 132.8 .
H22A C22 H22B 107.0 .
C22 C23 H23A 109.3 .
C24 C23 H23A 109.3 .
C22 C23 H23B 109.3 .
C24 C23 H23B 109.3 .
H23A C23 H23B 107.9 .
C23 C24 H24A 109.0 .
C25 C24 H24A 109.0 .
C23 C24 H24B 109.0 .
C25 C24 H24B 109.0 .
H24A C24 H24B 107.8 .
C46 C45 H45A 108.8 .
C22 C45 H45A 108.8 .
C46 C45 H45B 108.8 .
C22 C45 H45B 108.8 .
H45A C45 H45B 107.7 .
C45 C46 H46A 109.3 .
C47 C46 H46A 109.3 .
C45 C46 H46B 109.3 .
C47 C46 H46B 109.3 .
H46A C46 H46B 108.0 .
C46 C47 H47A 109.5 .
C46 C47 H47B 109.5 .
H47A C47 H47B 109.5 .
C46 C47 H47C 109.5 .
H47A C47 H47C 109.5 .
H47B C47 H47C 109.5 .
N21 C26 H26A 108.6 .
C27 C26 H26A 108.6 .
N21 C26 H26B 108.6 .
C27 C26 H26B 108.6 .
H26A C26 H26B 107.5 .
C28 C27 H27A 109.4 .
C26 C27 H27A 109.4 .
C28 C27 H27B 109.4 .
C26 C27 H27B 109.4 .
H27A C27 H27B 108.0 .
C29 C28 H28A 108.8 .
C27 C28 H28A 108.8 .
C29 C28 H28B 108.8 .
C27 C28 H28B 108.8 .
H28A C28 H28B 107.7 .
C28 C29 H29A 109.5 .
C28 C29 H29B 109.5 .
H29A C29 H29B 109.5 .
C28 C29 H29C 109.5 .
H29A C29 H29C 109.5 .
H29B C29 H29C 109.5 .
C32 C31 H31 119.0 .
C30 C31 H31 119.0 .
C31 C32 H32 119.2 .
C33 C32 H32 119.2 .
C35 C34 H34 119.3 .
C33 C34 H34 119.3 .
C34 C35 H35 119.0 .
C30 C35 H35 119.0 .
N36 C37 H37A 109.2 .
C38 C37 H37A 109.2 .
N36 C37 H37B 109.2 .
C38 C37 H37B 109.2 .
H37A C37 H37B 107.9 .
C39 C38 H38A 109.2 .
C37 C38 H38A 109.2 .
C39 C38 H38B 109.2 .
C37 C38 H38B 109.2 .
H38A C38 H38B 107.9 .
C40 C39 H39A 109.3 .
C38 C39 H39A 109.3 .
C40 C39 H39B 109.3 .
C38 C39 H39B 109.3 .
H39A C39 H39B 107.9 .
C39 C40 H40A 109.5 .
C39 C40 H40B 109.5 .
H40A C40 H40B 109.5 .
C39 C40 H40C 109.5 .
H40A C40 H40C 109.5 .
H40B C40 H40C 109.5 .
N36 C41 H41A 109.1 .
C42 C41 H41A 109.1 .
N36 C41 H41B 109.1 .
C42 C41 H41B 109.1 .
H41A C41 H41B 107.8 .
C43 C42 H42A 109.3 .
C41 C42 H42A 109.3 .
C43 C42 H42B 109.3 .
C41 C42 H42B 109.3 .
H42A C42 H42B 107.9 .
C42 C43 H43A 109.3 .
C44 C43 H43A 109.3 .
C42 C43 H43B 109.3 .
C44 C43 H43B 109.3 .
H43A C43 H43B 107.9 .
C43 C44 H44A 109.5 .
C43 C44 H44B 109.5 .
H44A C44 H44B 109.5 .
C43 C44 H44C 109.5 .
H44A C44 H44C 109.5 .
H44B C44 H44C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N8 C7 1.153(3) .
N10 C9 1.144(3) .
N12 C11 1.151(3) .
N14 C13 1.150(3) .
N21 C18 1.363(3) .
N21 C22 1.471(3) .
N21 C26 1.475(3) .
N36 C33 1.357(3) .
N36 C41 1.467(3) .
N36 C37 1.468(3) .
C1 C2 1.384(3) .
C1 C11 1.432(4) .
C1 C13 1.434(4) .
C2 C15 1.455(3) .
C2 C3 1.472(3) .
C3 C3 1.344(5) 3_655
C4 C4 1.341(5) 3_757
C4 C5 1.462(3) .
C5 C6 1.379(3) .
C5 C30 1.454(3) .
C6 C7 1.435(3) .
C6 C9 1.442(4) .
C15 C20 1.403(3) .
C15 C16 1.412(3) .
C16 C17 1.379(3) .
C17 C18 1.418(3) .
C18 C19 1.415(4) .
C19 C20 1.378(4) .
C22 C23 1.498(5) .
C22 C45 1.624(10) .
C23 C24 1.538(6) .
C24 C25 1.537(6) .
C45 C46 1.489(12) .
C46 C47 1.530(13) .
C26 C27 1.523(4) .
C27 C28 1.517(4) .
C28 C29 1.514(4) .
C30 C31 1.409(3) .
C30 C35 1.412(3) .
C31 C32 1.368(3) .
C32 C33 1.420(3) .
C33 C34 1.419(3) .
C34 C35 1.372(3) .
C37 C38 1.535(4) .
C38 C39 1.530(4) .
C39 C40 1.525(4) .
C41 C42 1.526(4) .
C42 C43 1.522(4) .
C43 C44 1.536(4) .
C3 H3 0.9900 .
C4 H4 0.9900 .
C16 H16 0.9900 .
C17 H17 0.9900 .
C19 H19 0.9900 .
C20 H20 0.9900 .
C22 H22A 1.0800 .
C22 H22B 1.0800 .
C23 H23A 1.0800 .
C23 H23B 1.0800 .
C24 H24A 1.0800 .
C24 H24B 1.0800 .
C25 H25A 1.0800 .
C25 H25B 1.0800 .
C25 H25C 1.0800 .
C45 H45A 1.0800 .
C45 H45B 1.0800 .
C46 H46A 1.0800 .
C46 H46B 1.0800 .
C47 H47A 1.0800 .
C47 H47B 1.0800 .
C47 H47C 1.0800 .
C26 H26A 1.0800 .
C26 H26B 1.0800 .
C27 H27A 1.0800 .
C27 H27B 1.0800 .
C28 H28A 1.0800 .
C28 H28B 1.0800 .
C29 H29A 1.0800 .
C29 H29B 1.0800 .
C29 H29C 1.0800 .
C31 H31 0.9900 .
C32 H32 0.9900 .
C34 H34 0.9900 .
C35 H35 0.9900 .
C37 H37A 1.0800 .
C37 H37B 1.0800 .
C38 H38A 1.0800 .
C38 H38B 1.0800 .
C39 H39A 1.0800 .
C39 H39B 1.0800 .
C40 H40A 1.0800 .
C40 H40B 1.0800 .
C40 H40C 1.0800 .
C41 H41A 1.0800 .
C41 H41B 1.0800 .
C42 H42A 1.0800 .
C42 H42B 1.0800 .
C43 H43A 1.0800 .
C43 H43B 1.0800 .
C44 H44A 1.0800 .
C44 H44B 1.0800 .
C44 H44C 1.0800 .
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_4
C11 C1 C2 C15 -15.5(4) . .
C13 C1 C2 C15 166.8(2) . .
C11 C1 C2 C3 163.7(2) . .
C13 C1 C2 C3 -14.0(3) . .
C1 C2 C3 C3 155.6(3) . 3_655
C15 C2 C3 C3 -25.2(4) . 3_655
C4 C4 C5 C6 -153.9(3) 3_757 .
C4 C4 C5 C30 25.3(4) 3_757 .
C30 C5 C6 C7 -175.8(2) . .
C4 C5 C6 C7 3.3(3) . .
C30 C5 C6 C9 6.1(4) . .
C4 C5 C6 C9 -174.8(2) . .
C5 C6 C7 N8 -173(6) . .
C9 C6 C7 N8 6(7) . .
C5 C6 C9 N10 162(9) . .
C7 C6 C9 N10 -16(9) . .
C2 C1 C11 N12 -125(5) . .
C13 C1 C11 N12 52(6) . .
C2 C1 C13 N14 -56(5) . .
C11 C1 C13 N14 126(5) . .
C1 C2 C15 C20 148.5(2) . .
C3 C2 C15 C20 -30.6(3) . .
C1 C2 C15 C16 -30.0(4) . .
C3 C2 C15 C16 150.8(2) . .
C20 C15 C16 C17 -5.0(4) . .
C2 C15 C16 C17 173.7(2) . .
C15 C16 C17 C18 0.0(4) . .
C22 N21 C18 C17 -1.4(4) . .
C26 N21 C18 C17 171.4(2) . .
C22 N21 C18 C19 179.6(2) . .
C26 N21 C18 C19 -7.6(4) . .
C16 C17 C18 N21 -172.8(2) . .
C16 C17 C18 C19 6.3(3) . .
N21 C18 C19 C20 171.5(2) . .
C17 C18 C19 C20 -7.6(4) . .
C18 C19 C20 C15 2.7(4) . .
C16 C15 C20 C19 3.6(4) . .
C2 C15 C20 C19 -175.0(2) . .
C18 N21 C22 C23 99.0(3) . .
C26 N21 C22 C23 -74.2(3) . .
C18 N21 C22 C45 80.3(5) . .
C26 N21 C22 C45 -92.9(5) . .
N21 C22 C23 C24 -73.8(4) . .
C45 C22 C23 C24 -27.7(9) . .
C22 C23 C24 C25 176.4(4) . .
N21 C22 C45 C46 -172.3(8) . .
C23 C22 C45 C46 47.3(8) . .
C22 C45 C46 C47 177.5(8) . .
C18 N21 C26 C27 94.0(3) . .
C22 N21 C26 C27 -92.6(3) . .
N21 C26 C27 C28 176.6(2) . .
C26 C27 C28 C29 -175.3(3) . .
C6 C5 C30 C31 -141.5(2) . .
C4 C5 C30 C31 39.5(3) . .
C6 C5 C30 C35 37.1(3) . .
C4 C5 C30 C35 -142.0(2) . .
C35 C30 C31 C32 -1.3(4) . .
C5 C30 C31 C32 177.3(2) . .
C30 C31 C32 C33 1.9(4) . .
C41 N36 C33 C34 179.5(2) . .
C37 N36 C33 C34 -2.2(4) . .
C41 N36 C33 C32 -0.3(4) . .
C37 N36 C33 C32 178.1(2) . .
C31 C32 C33 N36 179.2(2) . .
C31 C32 C33 C34 -0.6(4) . .
N36 C33 C34 C35 179.0(2) . .
C32 C33 C34 C35 -1.3(4) . .
C33 C34 C35 C30 1.9(4) . .
C31 C30 C35 C34 -0.6(3) . .
C5 C30 C35 C34 -179.2(2) . .
C33 N36 C37 C38 84.0(3) . .
C41 N36 C37 C38 -97.6(3) . .
N36 C37 C38 C39 -177.9(2) . .
C37 C38 C39 C40 -177.8(3) . .
C33 N36 C41 C42 85.0(3) . .
C37 N36 C41 C42 -93.4(3) . .
N36 C41 C42 C43 175.2(2) . .
C41 C42 C43 C44 -177.9(2) . .
