#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:48:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180277 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/63/7116398.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_7116398
loop_
_publ_author_name
'T. W. Chamberlain'
'M. A. Lebedeva'
'W. Abuajwa'
'M. Suyetin'
'W. Lewis'
'E. Bichoutskaia'
'M. Schroder'
A.
N.
Khlobystov'
_publ_section_title
;
 Switching intermolecular interactions by confinement in carbon nanotubes
;
_journal_name_full               Chem.Commun.
_journal_page_first              648
_journal_paper_doi               10.1039/C4cc08029G
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C81 H19 N'
_chemical_formula_sum            'C81 H19 N'
_chemical_formula_weight         1005.97
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-08-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.499(2)
_cell_length_b                   27.568(4)
_cell_length_c                   9.7851(15)
_cell_measurement_reflns_used    3026
_cell_measurement_temperature    293
_cell_measurement_theta_max      68.6
_cell_measurement_theta_min      21.5
_cell_volume                     4180.9(10)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 22.2222
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details
;
scan:
    Number of images: 180
               Slice: -130.0000 - 50.0000
         Image width: 1.0000
            Exp time: 10.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 180.0000
                 XTD: 41.0648
              2theta: -39.7919
scan:
    Number of images: 120
               Slice: -130.0000 - -10.0000
         Image width: 1.0000
            Exp time: 10.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 0.0000
                 XTD: 41.0648
              2theta: -39.7919
scan:
    Number of images: 30
               Slice: -60.0000 - -30.0000
         Image width: 1.0000
            Exp time: 10.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 50.0000
                 Phi: 135.0000
                 XTD: 41.0648
              2theta: -39.7919
scan:
    Number of images: 180
               Slice: -180.0000 - 0.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 50.0000
                 Phi: 135.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 180
               Slice: -180.0000 - 0.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 180.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 180
               Slice: -180.0000 - 0.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 315.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 180
               Slice: -180.0000 - 0.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 20.0000
                 Phi: 135.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 180
               Slice: -180.0000 - 0.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 225.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 150
               Slice: -180.0000 - -30.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 30.0000
                 Phi: 225.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 105
               Slice: -153.0000 - -48.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 0.0000
                 XTD: 41.0648
              2theta: -89.7919
scan:
    Number of images: 39
               Slice: -170.0000 - -131.0000
         Image width: 1.0000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
                 Chi: 60.0000
                 Phi: 45.0000
                 XTD: 41.0648
              2theta: -89.7919
;
_diffrn_measurement_device
;
AFC11 (Right): Eulerian 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn944+ (2x2 bin mode)
;
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.064338
_diffrn_orient_matrix_UB_12      0.004441
_diffrn_orient_matrix_UB_13      -0.001886
_diffrn_orient_matrix_UB_21      -0.001018
_diffrn_orient_matrix_UB_22      -0.025638
_diffrn_orient_matrix_UB_23      -0.025640
_diffrn_orient_matrix_UB_31      -0.007083
_diffrn_orient_matrix_UB_32      -0.071952
_diffrn_orient_matrix_UB_33      0.072227
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            18720
_diffrn_reflns_point_group_measured_fraction_full 0.954
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.572
_diffrn_reflns_theta_min         3.206
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.2
_diffrn_source_voltage           40.0
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrystalClear-SM Expert 2.1 b29 (Rigaku, 2013)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2048
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Flack x determined using 1683 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         3786
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_gt           0.0391
_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)+(0.0775P)²+1.6189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1051
_refine_ls_wR_factor_ref         0.1055
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    0.925
_reflns_Friedel_fraction_max     0.913
_reflns_number_gt                3755
_reflns_number_total             3786
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4cc08029g2.cif
_cod_data_source_block           1
_cod_original_cell_volume        4181.1(11)
_cod_database_code               7116398
#BEGIN Tags that were not found in dictionaries:
_nottingham_internal_coll_name   C60WBQ
_nottingham_internal_coll_number 10919
_nottingham_internal_coll_client WA/ANK
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '10, 45'
_nottingham_internal_coll_frame_width 1
_nottingham_internal_coll_date   07/11/2013
_nottingham_internal_coll_location SOTON
_nottingham_internal_ncs_number  2011ncs0496
_nottingham_internal_process_date 09/01/2014
_nottingham_internal_process_user WA
_nottingham_internal_solution_date 9/1/2014
_nottingham_internal_solution_user WA/WL
_nottingham_internal_refinement_date 19/8/2014
_nottingham_internal_refinement_user WA/WL
_nottingham_internal_validation_date 19/8/2014
_nottingham_internal_validation_user WL
_nottingham_internal_archive_date 19/8/2014
_shelxl_version_number           2014/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B)
2.b Aromatic/amide H refined with riding coordinates:
 C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C42(H42), C43(H43), C44(H44)
;
_olex2_submission_special_instructions 'No special instructions were received'
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, 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'
'-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
N1 N 0.0000 0.14766(10) 0.6304(3) 0.0243(6) Uani 1 2 d S T P
C1 C 0.05190(16) 0.22522(9) 0.6741(2) 0.0240(5) Uani 1 1 d . . .
C2 C 0.09213(17) 0.22408(9) 0.8160(3) 0.0264(5) Uani 1 1 d . . .
C3 C 0.16615(16) 0.25526(9) 0.8206(3) 0.0311(6) Uani 1 1 d . . .
C4 C 0.16631(18) 0.28453(10) 0.6977(3) 0.0320(6) Uani 1 1 d . . .
C5 C 0.09281(17) 0.27126(9) 0.6172(2) 0.0272(5) Uani 1 1 d . . .
C6 C 0.04765(18) 0.21444(9) 0.9344(3) 0.0284(6) Uani 1 1 d . . .
C7 C 0.0762(2) 0.23482(10) 1.0625(3) 0.0350(7) Uani 1 1 d . . .
C8 C 0.1494(2) 0.26431(10) 1.0677(3) 0.0395(7) Uani 1 1 d . . .
C9 C 0.19515(18) 0.27473(10) 0.9443(3) 0.0372(7) Uani 1 1 d . . .
C10 C 0.22413(18) 0.32480(11) 0.9487(4) 0.0398(7) Uani 1 1 d . . .
C11 C 0.22378(16) 0.35268(10) 0.8316(4) 0.0387(7) Uani 1 1 d . . .
C12 C 0.19531(19) 0.33251(10) 0.7028(3) 0.0365(7) Uani 1 1 d . . .
C13 C 0.14911(19) 0.36943(10) 0.6300(3) 0.0363(7) Uani 1 1 d . . .
C14 C 0.0758(2) 0.35654(10) 0.5558(3) 0.0354(7) Uani 1 1 d . . .
C15 C 0.0477(2) 0.30678(10) 0.5498(2) 0.0313(6) Uani 1 1 d . . .
C16 C 0.0000 0.24711(14) 1.1406(4) 0.0396(10) Uani 1 2 d S T P
C17 C 0.0000 0.28926(15) 1.2219(4) 0.0440(11) Uani 1 2 d S T P
C18 C 0.0757(3) 0.31978(11) 1.2261(3) 0.0436(8) Uani 1 1 d . . .
C19 C 0.1487(2) 0.30767(10) 1.1510(3) 0.0424(7) Uani 1 1 d . . .
C20 C 0.1949(2) 0.34521(11) 1.0783(3) 0.0411(7) Uani 1 1 d . . .
C21 C 0.16716(19) 0.39309(11) 1.0834(3) 0.0383(7) Uani 1 1 d . . .
C22 C 0.16730(19) 0.42243(10) 0.9604(3) 0.0363(6) Uani 1 1 d . . .
C23 C 0.19495(17) 0.40277(10) 0.8371(3) 0.0368(7) Uani 1 1 d . . .
C24 C 0.1489(2) 0.41321(10) 0.7125(3) 0.0366(7) Uani 1 1 d . . .
C25 C 0.0758(2) 0.44269(9) 0.7156(3) 0.0337(6) Uani 1 1 d . . .
C26 C 0.0000 0.42981(13) 0.6371(4) 0.0349(9) Uani 1 2 d S T P
C27 C 0.0000 0.38748(14) 0.5599(4) 0.0358(9) Uani 1 2 d S T P
C28 C 0.0470(2) 0.36963(10) 1.2316(3) 0.0408(7) Uani 1 1 d . . .
C29 C 0.0918(2) 0.40557(10) 1.1623(3) 0.0364(6) Uani 1 1 d . . .
C30 C 0.04520(19) 0.44296(9) 1.0889(3) 0.0308(6) Uani 1 1 d . . .
C31 C 0.09133(18) 0.45328(10) 0.9644(3) 0.0313(6) Uani 1 1 d . . .
C32 C 0.04704(18) 0.46325(9) 0.8443(3) 0.0298(6) Uani 1 1 d . . .
C33 C 0.07294(16) 0.17821(9) 0.5936(3) 0.0264(5) Uani 1 1 d . . .
H33A H 0.0750 0.1841 0.4959 0.032 Uiso 1 1 calc R . .
H33B H 0.1271 0.1641 0.6230 0.032 Uiso 1 1 calc R . .
C34 C 0.0000 0.09616(13) 0.5879(4) 0.0252(7) Uani 1 2 d S T P
C35 C 0.07917(16) 0.07131(9) 0.6528(3) 0.0258(5) Uani 1 1 d . . .
C36 C 0.11548(17) 0.02942(9) 0.5966(3) 0.0302(6) Uani 1 1 d . . .
H36 H 0.0926 0.0163 0.5169 0.036 Uiso 1 1 calc R . .
C37 C 0.18562(17) 0.00729(10) 0.6592(3) 0.0338(6) Uani 1 1 d . . .
H37 H 0.2095 -0.0205 0.6206 0.041 Uiso 1 1 calc R . .
C38 C 0.22039(18) 0.02587(10) 0.7778(3) 0.0322(6) Uani 1 1 d . . .
H38 H 0.2681 0.0112 0.8181 0.039 Uiso 1 1 calc R . .
C39 C 0.18345(18) 0.06668(10) 0.8364(3) 0.0312(6) Uani 1 1 d . . .
H39 H 0.2058 0.0792 0.9172 0.037 Uiso 1 1 calc R . .
C40 C 0.11324(17) 0.08896(9) 0.7749(3) 0.0285(5) Uani 1 1 d . . .
H40 H 0.0885 0.1161 0.8157 0.034 Uiso 1 1 calc R . .
C41 C 0.0000 0.09475(12) 0.4292(4) 0.0257(7) Uani 1 2 d S T P
C42 C 0.07687(17) 0.09804(9) 0.3564(3) 0.0298(6) Uani 1 1 d . . .
H42 H 0.1291 0.0963 0.4030 0.036 Uiso 1 1 calc R . .
C43 C 0.07698(19) 0.10383(10) 0.2153(3) 0.0324(6) Uani 1 1 d . . .
H43 H 0.1291 0.1061 0.1686 0.039 Uiso 1 1 calc R . .
C44 C 0.0000 0.10628(13) 0.1436(4) 0.0315(8) Uani 1 2 d S T P
H44 H 0.0000 0.1095 0.0490 0.038 Uiso 1 2 calc RS T 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'
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
C33 N1 C33 102.0(3) 3 .
C33 N1 C34 119.08(17) . .
C33 N1 C34 119.07(17) 3 .
C2 C1 C1 114.16(13) . 3
C2 C1 C5 100.4(2) . .
C2 C1 C33 111.1(2) . .
C5 C1 C1 114.58(14) . 3
C5 C1 C33 115.0(2) . .
C33 C1 C1 102.13(13) . 3
C3 C2 C1 110.1(2) . .
C6 C2 C1 124.6(2) . .
C6 C2 C3 119.4(2) . .
C2 C3 C4 108.0(2) . .
C9 C3 C2 121.0(3) . .
C9 C3 C4 120.3(2) . .
C5 C4 C3 108.2(2) . .
C12 C4 C3 119.8(3) . .
C12 C4 C5 121.1(3) . .
C4 C5 C1 110.0(2) . .
C15 C5 C1 123.9(2) . .
C15 C5 C4 119.2(2) . .
C2 C6 C6 120.12(15) . 3
C2 C6 C7 120.2(2) . .
C7 C6 C6 107.82(17) . 3
C6 C7 C16 107.5(3) . .
C8 C7 C6 120.4(3) . .
C8 C7 C16 120.5(3) . .
C7 C8 C9 119.3(3) . .
C7 C8 C19 119.7(3) . .
C9 C8 C19 108.3(3) . .
C3 C9 C8 119.6(3) . .
C3 C9 C10 119.4(3) . .
C8 C9 C10 108.6(3) . .
C9 C10 C20 107.2(3) . .
C11 C10 C9 120.3(3) . .
C11 C10 C20 120.4(3) . .
C10 C11 C12 120.7(2) . .
C10 C11 C23 120.0(3) . .
C12 C11 C23 107.7(3) . .
C4 C12 C11 119.6(3) . .
C4 C12 C13 119.6(3) . .
C13 C12 C11 108.2(2) . .
C12 C13 C24 108.4(3) . .
C14 C13 C12 119.0(2) . .
C14 C13 C24 120.0(3) . .
C13 C14 C15 120.7(3) . .
C13 C14 C27 119.7(3) . .
C15 C14 C27 108.5(3) . .
C5 C15 C14 120.4(3) . .
C5 C15 C15 120.63(16) . 3
C14 C15 C15 107.57(18) . 3
C7 C16 C7 109.4(3) . 3
C17 C16 C7 119.45(19) . .
C17 C16 C7 119.45(19) . 3
C16 C17 C18 119.8(2) . 3
C16 C17 C18 119.8(2) . .
C18 C17 C18 108.7(4) 3 .
C17 C18 C28 107.7(3) . .
C19 C18 C17 120.4(3) . .
C19 C18 C28 119.9(3) . .
C18 C19 C8 120.2(3) . .
C18 C19 C20 119.4(3) . .
C20 C19 C8 108.1(3) . .
C19 C20 C10 107.8(3) . .
C21 C20 C10 119.6(3) . .
C21 C20 C19 120.6(3) . .
C20 C21 C22 120.0(3) . .
C20 C21 C29 119.8(3) . .
C29 C21 C22 108.2(2) . .
C21 C22 C31 107.6(3) . .
C23 C22 C21 120.2(3) . .
C23 C22 C31 120.1(3) . .
C22 C23 C11 119.9(3) . .
C22 C23 C24 120.2(3) . .
C24 C23 C11 108.1(3) . .
C23 C24 C13 107.7(3) . .
C25 C24 C13 119.9(3) . .
C25 C24 C23 120.0(3) . .
C24 C25 C26 120.3(3) . .
C24 C25 C32 119.7(3) . .
C26 C25 C32 107.8(3) . .
C25 C26 C25 108.5(3) 3 .
C27 C26 C25 119.59(19) . .
C27 C26 C25 119.59(19) . 3
C14 C27 C14 107.9(3) . 3
C26 C27 C14 120.55(19) . .
C26 C27 C14 120.55(19) . 3
C18 C28 C28 107.9(2) . 3
C29 C28 C18 120.5(3) . .
C29 C28 C28 120.03(19) . 3
C21 C29 C30 107.9(3) . .
C28 C29 C21 119.8(3) . .
C28 C29 C30 120.1(3) . .
C30 C30 C29 119.89(18) 3 .
C30 C30 C31 119.76(16) 3 .
C31 C30 C29 108.2(3) . .
C30 C31 C22 108.0(2) . .
C32 C31 C22 119.5(3) . .
C32 C31 C30 120.6(3) . .
C25 C32 C32 107.91(17) . 3
C31 C32 C25 120.3(2) . .
C31 C32 C32 119.63(16) . 3
N1 C33 C1 101.2(2) . .
N1 C33 H33A 111.5 . .
N1 C33 H33B 111.5 . .
C1 C33 H33A 111.5 . .
C1 C33 H33B 111.5 . .
H33A C33 H33B 109.3 . .
N1 C34 C35 108.09(19) . .
N1 C34 C35 108.08(19) . 3
N1 C34 C41 107.8(3) . .
C35 C34 C35 105.4(3) 3 .
C35 C34 C41 113.61(19) 3 .
C35 C34 C41 113.61(19) . .
C36 C35 C34 121.7(3) . .
C40 C35 C34 119.9(2) . .
C40 C35 C36 118.3(2) . .
C35 C36 H36 119.9 . .
C37 C36 C35 120.3(2) . .
C37 C36 H36 119.9 . .
C36 C37 H37 119.5 . .
C38 C37 C36 121.0(2) . .
C38 C37 H37 119.5 . .
C37 C38 H38 120.4 . .
C37 C38 C39 119.2(3) . .
C39 C38 H38 120.4 . .
C38 C39 H39 119.9 . .
C38 C39 C40 120.3(2) . .
C40 C39 H39 119.9 . .
C35 C40 H40 119.5 . .
C39 C40 C35 121.0(2) . .
C39 C40 H40 119.5 . .
C42 C41 C34 120.67(18) . .
C42 C41 C34 120.67(18) 3 .
C42 C41 C42 117.9(4) . 3
C41 C42 H42 119.4 . .
C43 C42 C41 121.1(3) . .
C43 C42 H42 119.4 . .
C42 C43 H43 119.8 . .
C44 C43 C42 120.5(3) . .
C44 C43 H43 119.8 . .
C43 C44 C43 118.9(4) . 3
C43 C44 H44 120.6 . .
C43 C44 H44 120.6 3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C33 1.455(3) 3
N1 C33 1.455(3) .
N1 C34 1.479(4) .
C1 C1 1.609(5) 3
C1 C2 1.523(3) .
C1 C5 1.524(3) .
C1 C33 1.551(3) .
C2 C3 1.434(4) .
C2 C6 1.374(4) .
C3 C4 1.449(4) .
C3 C9 1.398(4) .
C4 C5 1.432(4) .
C4 C12 1.398(4) .
C5 C15 1.372(4) .
C6 C6 1.477(6) 3
C6 C7 1.443(4) .
C7 C8 1.397(5) .
C7 C16 1.446(4) .
C8 C9 1.430(5) .
C8 C19 1.447(4) .
C9 C10 1.452(4) .
C10 C11 1.379(5) .
C10 C20 1.460(5) .
C11 C12 1.447(4) .
C11 C23 1.452(4) .
C12 C13 1.434(5) .
C13 C14 1.395(4) .
C13 C24 1.452(4) .
C14 C15 1.440(4) .
C14 C27 1.452(4) .
C15 C15 1.479(6) 3
C16 C7 1.446(4) 3
C16 C17 1.409(6) .
C17 C18 1.445(4) 3
C17 C18 1.445(4) .
C18 C19 1.389(5) .
C18 C28 1.446(4) .
C19 C20 1.446(5) .
C20 C21 1.389(4) .
C21 C22 1.451(5) .
C21 C29 1.442(5) .
C22 C23 1.390(4) .
C22 C31 1.453(4) .
C23 C24 1.442(5) .
C24 C25 1.394(5) .
C25 C26 1.448(4) .
C25 C32 1.452(4) .
C26 C25 1.448(4) 3
C26 C27 1.390(6) .
C27 C14 1.452(4) 3
C28 C28 1.458(7) 3
C28 C29 1.386(4) .
C29 C30 1.449(4) .
C30 C30 1.401(6) 3
C30 C31 1.441(4) .
C31 C32 1.389(4) .
C32 C32 1.458(6) 3
C33 H33A 0.9700 .
C33 H33B 0.9700 .
C34 C35 1.542(3) 3
C34 C35 1.542(3) .
C34 C41 1.553(5) .
C35 C36 1.397(4) .
C35 C40 1.394(4) .
C36 H36 0.9300 .
C36 C37 1.389(4) .
C37 H37 0.9300 .
C37 C38 1.378(4) .
C38 H38 0.9300 .
C38 C39 1.386(4) .
C39 H39 0.9300 .
C39 C40 1.387(4) .
C40 H40 0.9300 .
C41 C42 1.391(3) 3
C41 C42 1.391(3) .
C42 H42 0.9300 .
C42 C43 1.390(4) .
C43 H43 0.9300 .
C43 C44 1.385(4) .
C44 C43 1.385(4) 3
C44 H44 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_4
N1 C34 C35 C36 -156.3(2) . .
N1 C34 C35 C40 27.4(3) . .
N1 C34 C41 C42 84.8(3) . .
N1 C34 C41 C42 -84.8(3) . 3
C1 C1 C2 C3 -140.29(15) 3 .
C1 C1 C2 C6 12.2(3) 3 .
C1 C1 C5 C4 139.83(16) 3 .
C1 C1 C5 C15 -10.7(3) 3 .
C1 C1 C33 N1 -31.47(18) 3 .
C1 C2 C3 C4 11.7(3) . .
C1 C2 C3 C9 156.1(2) . .
C1 C2 C6 C6 -12.9(3) . 3
C1 C2 C6 C7 -151.3(2) . .
C1 C5 C15 C14 150.3(2) . .
C1 C5 C15 C15 11.3(3) . 3
C2 C1 C5 C4 17.1(3) . .
C2 C1 C5 C15 -133.4(2) . .
C2 C1 C33 N1 90.6(2) . .
C2 C3 C4 C5 -0.3(3) . .
C2 C3 C4 C12 144.5(2) . .
C2 C3 C9 C8 -1.4(4) . .
C2 C3 C9 C10 -139.2(3) . .
C2 C6 C7 C8 -0.3(4) . .
C2 C6 C7 C16 143.0(3) . .
C3 C2 C6 C6 137.26(18) . 3
C3 C2 C6 C7 -1.1(4) . .
C3 C4 C5 C1 -11.2(3) . .
C3 C4 C5 C15 140.9(2) . .
C3 C4 C12 C11 -0.9(4) . .
C3 C4 C12 C13 -138.1(3) . .
C3 C9 C10 C11 -0.6(4) . .
C3 C9 C10 C20 141.9(3) . .
C4 C3 C9 C8 138.8(3) . .
C4 C3 C9 C10 1.0(4) . .
C4 C5 C15 C14 2.2(4) . .
C4 C5 C15 C15 -136.73(19) . 3
C4 C12 C13 C14 0.2(4) . .
C4 C12 C13 C24 142.0(3) . .
C5 C1 C2 C3 -17.2(2) . .
C5 C1 C2 C6 135.3(2) . .
C5 C1 C33 N1 -156.2(2) . .
C5 C4 C12 C11 139.3(3) . .
C5 C4 C12 C13 2.1(4) . .
C6 C2 C3 C4 -142.5(2) . .
C6 C2 C3 C9 2.0(4) . .
C6 C6 C7 C8 -143.2(2) 3 .
C6 C6 C7 C16 0.1(2) 3 .
C6 C7 C8 C9 0.9(4) . .
C6 C7 C8 C19 138.2(3) . .
C6 C7 C16 C7 -0.2(4) . 3
C6 C7 C16 C17 -143.1(3) . .
C7 C8 C9 C3 -0.1(4) . .
C7 C8 C9 C10 141.8(3) . .
C7 C8 C19 C18 0.3(4) . .
C7 C8 C19 C20 -141.7(3) . .
C7 C16 C17 C18 0.2(5) . .
C7 C16 C17 C18 -0.2(5) 3 3
C7 C16 C17 C18 -139.0(3) 3 .
C7 C16 C17 C18 139.0(3) . 3
C8 C7 C16 C7 143.1(2) . 3
C8 C7 C16 C17 0.2(4) . .
C8 C9 C10 C11 -142.6(3) . .
C8 C9 C10 C20 -0.1(3) . .
C8 C19 C20 C10 0.2(3) . .
C8 C19 C20 C21 142.5(3) . .
C9 C3 C4 C5 -145.0(2) . .
C9 C3 C4 C12 -0.2(4) . .
C9 C8 C19 C18 141.8(3) . .
C9 C8 C19 C20 -0.2(3) . .
C9 C10 C11 C12 -0.5(4) . .
C9 C10 C11 C23 138.2(3) . .
C9 C10 C20 C19 -0.1(3) . .
C9 C10 C20 C21 -142.9(3) . .
C10 C11 C12 C4 1.2(4) . .
C10 C11 C12 C13 142.8(3) . .
C10 C11 C23 C22 -0.3(4) . .
C10 C11 C23 C24 -143.3(3) . .
C10 C20 C21 C22 0.0(4) . .
C10 C20 C21 C29 138.3(3) . .
C11 C10 C20 C19 142.4(3) . .
C11 C10 C20 C21 -0.4(4) . .
C11 C12 C13 C14 -141.3(3) . .
C11 C12 C13 C24 0.4(3) . .
C11 C23 C24 C13 0.2(3) . .
C11 C23 C24 C25 142.1(3) . .
C12 C4 C5 C1 -155.5(2) . .
C12 C4 C5 C15 -3.4(4) . .
C12 C11 C23 C22 143.1(3) . .
C12 C11 C23 C24 0.1(3) . .
C12 C13 C14 C15 -1.3(4) . .
C12 C13 C14 C27 138.3(3) . .
C12 C13 C24 C23 -0.4(3) . .
C12 C13 C24 C25 -142.4(3) . .
C13 C14 C15 C5 0.0(4) . .
C13 C14 C15 C15 143.7(2) . 3
C13 C14 C27 C14 -144.2(2) . 3
C13 C14 C27 C26 0.0(4) . .
C13 C24 C25 C26 0.1(4) . .
C13 C24 C25 C32 138.1(3) . .
C14 C13 C24 C23 141.0(3) . .
C14 C13 C24 C25 -1.1(4) . .
C15 C14 C27 C14 -0.2(4) . 3
C15 C14 C27 C26 144.0(3) . .
C16 C7 C8 C9 -137.7(3) . .
C16 C7 C8 C19 -0.4(4) . .
C16 C17 C18 C19 -0.3(5) . .
C16 C17 C18 C28 142.3(3) . .
C17 C18 C19 C8 0.1(4) . .
C17 C18 C19 C20 137.8(3) . .
C17 C18 C28 C28 0.4(2) . 3
C17 C18 C28 C29 -142.8(3) . .
C18 C17 C18 C19 -143.2(2) 3 .
C18 C17 C18 C28 -0.6(4) 3 .
C18 C19 C20 C10 -142.1(3) . .
C18 C19 C20 C21 0.2(4) . .
C18 C28 C29 C21 0.4(4) . .
C18 C28 C29 C30 138.3(3) . .
C19 C8 C9 C3 -141.7(3) . .
C19 C8 C9 C10 0.2(3) . .
C19 C18 C28 C28 143.2(2) . 3
C19 C18 C28 C29 0.0(4) . .
C19 C20 C21 C22 -138.0(3) . .
C19 C20 C21 C29 0.2(4) . .
C20 C10 C11 C12 -138.2(3) . .
C20 C10 C11 C23 0.5(4) . .
C20 C21 C22 C23 0.2(4) . .
C20 C21 C22 C31 142.7(3) . .
C20 C21 C29 C28 -0.6(4) . .
C20 C21 C29 C30 -143.0(3) . .
C21 C22 C23 C11 0.0(4) . .
C21 C22 C23 C24 138.5(3) . .
C21 C22 C31 C30 0.1(3) . .
C21 C22 C31 C32 -143.1(3) . .
C21 C29 C30 C30 142.77(16) . 3
C21 C29 C30 C31 0.4(3) . .
C22 C21 C29 C28 142.0(3) . .
C22 C21 C29 C30 -0.4(3) . .
C22 C23 C24 C13 -142.6(3) . .
C22 C23 C24 C25 -0.7(4) . .
C22 C31 C32 C25 0.5(4) . .
C22 C31 C32 C32 138.51(19) . 3
C23 C11 C12 C4 -141.9(3) . .
C23 C11 C12 C13 -0.3(3) . .
C23 C22 C31 C30 142.7(3) . .
C23 C22 C31 C32 -0.5(4) . .
C23 C24 C25 C26 -137.2(3) . .
C23 C24 C25 C32 0.7(4) . .
C24 C13 C14 C15 -138.6(3) . .
C24 C13 C14 C27 1.0(4) . .
C24 C25 C26 C25 142.9(2) . 3
C24 C25 C26 C27 0.8(4) . .
C24 C25 C32 C31 -0.7(4) . .
C24 C25 C32 C32 -143.0(2) . 3
C25 C26 C27 C14 138.9(3) . 3
C25 C26 C27 C14 -0.9(5) . .
C25 C26 C27 C14 -138.9(3) 3 .
C25 C26 C27 C14 0.9(5) 3 3
C26 C25 C32 C31 141.9(3) . .
C26 C25 C32 C32 -0.4(2) . 3
C27 C14 C15 C5 -143.5(3) . .
C27 C14 C15 C15 0.1(2) . 3
C28 C18 C19 C8 -138.1(3) . .
C28 C18 C19 C20 -0.3(4) . .
C28 C28 C29 C21 -138.4(2) 3 .
C28 C28 C29 C30 -0.5(3) 3 .
C28 C29 C30 C30 0.5(3) . 3
C28 C29 C30 C31 -141.8(2) . .
C29 C21 C22 C23 -142.4(3) . .
C29 C21 C22 C31 0.2(3) . .
C29 C30 C31 C22 -0.3(3) . .
C29 C30 C31 C32 142.4(3) . .
C30 C30 C31 C22 -142.70(15) 3 .
C30 C30 C31 C32 0.0(3) 3 .
C30 C31 C32 C25 -138.0(3) . .
C30 C31 C32 C32 0.0(3) . 3
C31 C22 C23 C11 -138.0(3) . .
C31 C22 C23 C24 0.5(4) . .
C32 C25 C26 C25 0.6(4) . 3
C32 C25 C26 C27 -141.5(3) . .
C33 N1 C33 C1 54.2(3) 3 .
C33 N1 C34 C35 174.1(2) . 3
C33 N1 C34 C35 -174.1(2) 3 .
C33 N1 C34 C35 -60.4(3) 3 3
C33 N1 C34 C35 60.4(3) . .
C33 N1 C34 C41 62.7(2) 3 .
C33 N1 C34 C41 -62.7(2) . .
C33 C1 C2 C3 104.9(2) . .
C33 C1 C2 C6 -102.6(3) . .
C33 C1 C5 C4 -102.2(2) . .
C33 C1 C5 C15 107.3(3) . .
C34 N1 C33 C1 -172.5(2) . .
C34 C35 C36 C37 -178.6(2) . .
C34 C35 C40 C39 178.8(2) . .
C34 C41 C42 C43 -170.7(3) . .
C35 C34 C35 C36 88.3(3) 3 .
C35 C34 C35 C40 -88.0(3) 3 .
C35 C34 C41 C42 34.9(4) 3 3
C35 C34 C41 C42 155.5(3) . 3
C35 C34 C41 C42 -155.5(3) 3 .
C35 C34 C41 C42 -34.9(4) . .
C35 C36 C37 C38 0.4(4) . .
C36 C35 C40 C39 2.4(4) . .
C36 C37 C38 C39 1.3(4) . .
C37 C38 C39 C40 -1.1(4) . .
C38 C39 C40 C35 -0.8(4) . .
C40 C35 C36 C37 -2.2(4) . .
C41 C34 C35 C36 -36.8(4) . .
C41 C34 C35 C40 147.0(3) . .
C41 C42 C43 C44 -0.2(4) . .
C42 C41 C42 C43 -0.8(5) 3 .
C42 C43 C44 C43 1.3(5) . 3
