#------------------------------------------------------------------------------
#$Date: 2022-03-11 01:00:06 +0200 (Fri, 11 Mar 2022) $
#$Revision: 273618 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/98/7129806.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_7129806
loop_
_publ_author_name
'Li, Mingfeng'
'Chia, Xiu Li'
'Zhu, Ye'
_publ_section_title
;
 Tethered photocatalyst-directed palladium-catalysed C--H allenylation of
 N-aryl tetrahydroisoquinolines
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC01064J
_journal_year                    2022
_chemical_formula_sum            'C34 H27 N'
_chemical_formula_weight         449.56
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     'Dual Space'
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-10-08 deposited with the CCDC.	2022-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                111.683(2)
_cell_angle_beta                 96.696(2)
_cell_angle_gamma                106.040(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0794(5)
_cell_length_b                   10.3203(5)
_cell_length_c                   13.2104(7)
_cell_measurement_reflns_used    9911
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.73
_cell_measurement_theta_min      3.71
_cell_volume                     1189.87(11)
_computing_cell_refinement       'APEX3 v2016.1-0 (Bruker AXS)'
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL--2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXT--(Sheldrick 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18581
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        66.767
_diffrn_reflns_theta_max         66.767
_diffrn_reflns_theta_min         3.714
_diffrn_source                   'Microfocus Sealed Tube'
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.6526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.194
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     338
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0343
_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)+(0.0367P)²+0.3459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3689
_reflns_number_total             4164
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc01064j2.cif
_cod_data_source_block           L159
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' 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.

data item '_exptl_crystal_density_meas' value 'Not Measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7129806
_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. 
;
_computing_bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34770(13) 0.96171(14) 0.59703(11) 0.0310(3) Uani 1 1 d . . . . .
C2 C 0.46106(13) 1.03737(13) 0.70791(11) 0.0305(3) Uani 1 1 d . . . . .
H2A H 0.538241 0.995093 0.699219 0.037 Uiso 1 1 calc R U . . .
H2B H 0.502836 1.144860 0.727329 0.037 Uiso 1 1 calc R U . . .
C3 C 0.39914(12) 1.01675(13) 0.80158(10) 0.0274(3) Uani 1 1 d . . . . .
C4 C 0.43739(14) 1.12708(14) 0.91048(11) 0.0357(3) Uani 1 1 d . . . . .
H4 H 0.507390 1.220914 0.929017 0.043 Uiso 1 1 calc R U . . .
C5 C 0.37448(17) 1.10144(16) 0.99198(11) 0.0434(3) Uani 1 1 d . . . . .
H5 H 0.401710 1.177202 1.066335 0.052 Uiso 1 1 calc R U . . .
C6 C 0.27124(16) 0.96458(16) 0.96508(11) 0.0402(3) Uani 1 1 d . . . . .
H6 H 0.227276 0.947232 1.020921 0.048 Uiso 1 1 calc R U . . .
C7 C 0.23240(13) 0.85343(14) 0.85684(10) 0.0299(3) Uani 1 1 d . . . . .
H7 H 0.161787 0.760037 0.838529 0.036 Uiso 1 1 calc R U . . .
C8 C 0.29683(12) 0.87869(13) 0.77513(10) 0.0245(2) Uani 1 1 d . . . . .
C9 C 0.26424(12) 0.75512(12) 0.65923(9) 0.0231(2) Uani 1 1 d . . . . .
H9 H 0.166258 0.683893 0.644131 0.028 Uiso 1 1 calc R U . . .
C10 C 0.36957(11) 0.67073(12) 0.65930(9) 0.0234(2) Uani 1 1 d . . . . .
C11 C 0.35034(12) 0.56692(12) 0.71447(9) 0.0243(2) Uani 1 1 d . . . . .
C12 C 0.21616(12) 0.49104(13) 0.72227(10) 0.0274(3) Uani 1 1 d . . . . .
H12 H 0.134472 0.507486 0.693556 0.033 Uiso 1 1 calc R U . . .
C13 C 0.20171(14) 0.39207(14) 0.77160(11) 0.0330(3) Uani 1 1 d . . . . .
H13 H 0.109992 0.340263 0.775612 0.040 Uiso 1 1 calc R U . . .
C14 C 0.32001(14) 0.36802(15) 0.81518(12) 0.0355(3) Uani 1 1 d . . . . .
H14 H 0.309634 0.301037 0.849780 0.043 Uiso 1 1 calc R U . . .
C15 C 0.45354(13) 0.44238(14) 0.80791(11) 0.0327(3) Uani 1 1 d . . . . .
H15 H 0.534922 0.426222 0.837509 0.039 Uiso 1 1 calc R U . . .
C16 C 0.46842(13) 0.53991(13) 0.75769(10) 0.0277(3) Uani 1 1 d . . . . .
H16 H 0.560205 0.589456 0.752389 0.033 Uiso 1 1 calc R U . . .
C17 C 0.47456(12) 0.69116(12) 0.61028(10) 0.0248(2) Uani 1 1 d . . . . .
C18 C 0.57553(12) 0.70616(12) 0.55710(10) 0.0246(2) Uani 1 1 d . . . . .
H18 H 0.551791 0.645108 0.478757 0.030 Uiso 1 1 calc R U . . .
C19 C 0.72333(12) 0.81038(13) 0.60918(10) 0.0248(2) Uani 1 1 d . . . . .
C20 C 0.77181(13) 0.89754(13) 0.72474(11) 0.0290(3) Uani 1 1 d . . . . .
H20 H 0.706888 0.895705 0.771304 0.035 Uiso 1 1 calc R U . . .
C21 C 0.91374(14) 0.98686(14) 0.77244(12) 0.0363(3) Uani 1 1 d . . . . .
H21 H 0.945454 1.045634 0.851240 0.044 Uiso 1 1 calc R U . . .
C22 C 1.00947(13) 0.99043(14) 0.70514(13) 0.0385(3) Uani 1 1 d . . . . .
H22 H 1.106825 1.050964 0.737730 0.046 Uiso 1 1 calc R U . . .
C23 C 0.96228(14) 0.90533(15) 0.59032(13) 0.0369(3) Uani 1 1 d . . . . .
H23 H 1.027567 0.907771 0.544089 0.044 Uiso 1 1 calc R U . . .
C24 C 0.81999(13) 0.81629(14) 0.54214(11) 0.0298(3) Uani 1 1 d . . . . .
H24 H 0.788428 0.759155 0.463125 0.036 Uiso 1 1 calc R U . . .
H1A H 0.3962(16) 0.9626(17) 0.5364(13) 0.036 Uiso 1 1 d . U . . .
H1B H 0.2824(17) 1.0197(17) 0.5990(12) 0.036 Uiso 1 1 d . U . . .
N1 N 0.26605(10) 0.80749(11) 0.57043(8) 0.0269(2) Uani 1 1 d D . . . .
C25 C 0.21653(16) 0.69793(16) 0.45935(13) 0.0229(3) Uani 0.8700(13) 1 d D U P A
1
C26 C 0.16438(14) 0.54221(16) 0.43397(12) 0.0231(3) Uani 0.8700(13) 1 d D U P A
1
H26 H 0.152368 0.512615 0.493370 0.028 Uiso 0.8700(13) 1 calc R U P A 1
C27 C 0.13172(13) 0.43588(14) 0.32692(11) 0.0234(3) Uani 0.8700(13) 1 d . U P A
1
H27 H 0.098962 0.334077 0.313669 0.028 Uiso 0.8700(13) 1 calc R U P A 1
C28 C 0.14551(13) 0.47370(16) 0.23483(14) 0.0239(3) Uani 0.8700(13) 1 d . U P A
1
C29 C 0.12226(14) 0.36552(16) 0.12428(15) 0.0276(3) Uani 0.8700(13) 1 d . U P A
1
H29 H 0.096365 0.263487 0.110015 0.033 Uiso 0.8700(13) 1 calc R U P A 1
C30 C 0.13687(15) 0.40704(19) 0.03754(13) 0.0308(3) Uani 0.8700(13) 1 d . U P A
1
H30 H 0.122605 0.334029 -0.036206 0.037 Uiso 0.8700(13) 1 calc R U P A 1
C31 C 0.17316(14) 0.55849(16) 0.05803(12) 0.0296(3) Uani 0.8700(13) 1 d . U P A
1
H31 H 0.182080 0.586534 -0.002415 0.036 Uiso 0.8700(13) 1 calc R U P A 1
C32 C 0.19558(14) 0.66517(15) 0.16404(12) 0.0265(3) Uani 0.8700(13) 1 d . U P A
1
H32 H 0.218304 0.766160 0.175891 0.032 Uiso 0.8700(13) 1 calc R U P A 1
C33 C 0.18542(18) 0.62736(17) 0.25682(13) 0.0238(3) Uani 0.8700(13) 1 d . U P A
1
C34 C 0.21766(13) 0.73586(16) 0.36820(11) 0.0239(3) Uani 0.8700(13) 1 d . U P A
1
H34 H 0.240738 0.837383 0.381514 0.029 Uiso 0.8700(13) 1 calc R U P A 1
C25A C 0.2305(13) 0.7441(11) 0.4547(9) 0.0232(8) Uani 0.1300(13) 1 d D U P A 2
C26A C 0.2332(9) 0.8249(11) 0.3860(8) 0.0242(7) Uani 0.1300(13) 1 d D U P A 2
H26A H 0.252(11) 0.932(12) 0.412(9) 0.029 Uiso 0.1300(13) 1 d . U P A 2
C27A C 0.2028(9) 0.7443(10) 0.2720(8) 0.0244(7) Uani 0.1300(13) 1 d . U P A 2
H27A H 0.201593 0.792273 0.223002 0.029 Uiso 0.1300(13) 1 calc R U P A 2
C28A C 0.1732(14) 0.5892(14) 0.2279(11) 0.0248(7) Uani 0.1300(13) 1 d . U P A 2
C29A C 0.1521(9) 0.5038(11) 0.1064(8) 0.0270(6) Uani 0.1300(13) 1 d . U P A 2
H29A H 0.158580 0.551980 0.057245 0.032 Uiso 0.1300(13) 1 calc R U P A 2
C30A C 0.1239(11) 0.3581(13) 0.0670(12) 0.0276(9) Uani 0.1300(13) 1 d . U P A 2
H30A H 0.113701 0.304587 -0.011078 0.033 Uiso 0.1300(13) 1 calc R U P A 2
C31A C 0.1079(9) 0.2766(11) 0.1344(8) 0.0259(8) Uani 0.1300(13) 1 d . U P A 2
H31A H 0.086225 0.172010 0.102617 0.031 Uiso 0.1300(13) 1 calc R U P A 2
C32A C 0.1251(9) 0.3553(10) 0.2458(8) 0.0250(7) Uani 0.1300(13) 1 d . U P A 2
H32A H 0.114372 0.303548 0.292381 0.030 Uiso 0.1300(13) 1 calc R U P A 2
C33A C 0.1582(9) 0.5108(11) 0.2958(10) 0.0235(6) Uani 0.1300(13) 1 d . U P A 2
C34A C 0.1898(10) 0.5965(14) 0.4155(9) 0.0226(7) Uani 0.1300(13) 1 d . U P A 2
H34A H 0.181923 0.549087 0.465078 0.027 Uiso 0.1300(13) 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'
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
_geom_angle_publ_flag
N1 C1 C2 112.92(10) . . ?
N1 C1 H1A 108.0(9) . . ?
C2 C1 H1A 108.0(9) . . ?
N1 C1 H1B 110.2(9) . . ?
C2 C1 H1B 109.7(9) . . ?
H1A C1 H1B 107.8(12) . . ?
C3 C2 C1 111.29(10) . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C4 C3 C8 119.40(12) . . ?
C4 C3 C2 123.59(11) . . ?
C8 C3 C2 117.01(11) . . ?
C5 C4 C3 120.57(12) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.94(12) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 C5 120.07(13) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C8 119.98(12) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C7 C8 C3 120.03(11) . . ?
C7 C8 C9 120.68(10) . . ?
C3 C8 C9 119.18(10) . . ?
N1 C9 C8 113.11(9) . . ?
N1 C9 C10 111.76(9) . . ?
C8 C9 C10 108.76(9) . . ?
N1 C9 H9 107.7 . . ?
C8 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
C17 C10 C11 120.70(10) . . ?
C17 C10 C9 119.61(10) . . ?
C11 C10 C9 119.69(9) . . ?
C12 C11 C16 118.23(11) . . ?
C12 C11 C10 121.99(11) . . ?
C16 C11 C10 119.76(10) . . ?
C13 C12 C11 120.43(11) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C12 C13 C14 120.57(12) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.58(12) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C16 C15 C14 120.11(12) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 121.07(11) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
C18 C17 C10 177.33(12) . . ?
C17 C18 C19 125.19(11) . . ?
C17 C18 H18 117.4 . . ?
C19 C18 H18 117.4 . . ?
C24 C19 C20 118.70(11) . . ?
C24 C19 C18 119.23(11) . . ?
C20 C19 C18 121.97(10) . . ?
C21 C20 C19 120.76(12) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 120.08(13) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 119.63(12) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 120.46(12) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C19 120.36(12) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
C25A N1 C1 102.1(4) . . ?
C25 N1 C1 121.75(10) . . ?
C25A N1 C9 136.7(4) . . ?
C25 N1 C9 116.60(10) . . ?
C1 N1 C9 119.91(10) . . ?
C34 C25 N1 121.23(12) . . ?
C34 C25 C26 116.93(13) . . ?
N1 C25 C26 121.84(13) . . ?
C27 C26 C25 121.72(14) . . ?
C27 C26 H26 119.1 . . ?
C25 C26 H26 119.1 . . ?
C26 C27 C28 121.53(13) . . ?
C26 C27 H27 119.2 . . ?
C28 C27 H27 119.2 . . ?
C29 C28 C27 122.38(13) . . ?
C29 C28 C33 119.96(15) . . ?
C27 C28 C33 117.65(14) . . ?
C30 C29 C28 120.47(14) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 119.97(13) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 H30 120.0 . . ?
C32 C31 C30 120.70(13) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C31 C32 C33 121.13(13) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 H32 119.4 . . ?
C34 C33 C32 122.37(14) . . ?
C34 C33 C28 119.87(16) . . ?
C32 C33 C28 117.73(14) . . ?
C25 C34 C33 121.78(14) . . ?
C25 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
C34A C25A N1 110.1(7) . . ?
C34A C25A C26A 124.9(10) . . ?
N1 C25A C26A 125.0(9) . . ?
C27A C26A C25A 117.1(9) . . ?
C27A C26A H26A 116(6) . . ?
C25A C26A H26A 127(6) . . ?
C26A C27A C28A 119.5(9) . . ?
C26A C27A H27A 120.3 . . ?
C28A C27A H27A 120.3 . . ?
C33A C28A C27A 122.3(11) . . ?
C33A C28A C29A 118.0(11) . . ?
C27A C28A C29A 119.7(11) . . ?
C30A C29A C28A 118.5(11) . . ?
C30A C29A H29A 120.7 . . ?
C28A C29A H29A 120.7 . . ?
C29A C30A C31A 124.3(12) . . ?
C29A C30A H30A 117.9 . . ?
C31A C30A H30A 117.9 . . ?
C32A C31A C30A 116.9(9) . . ?
C32A C31A H31A 121.5 . . ?
C30A C31A H31A 121.5 . . ?
C31A C32A C33A 123.0(9) . . ?
C31A C32A H32A 118.5 . . ?
C33A C32A H32A 118.5 . . ?
C28A C33A C32A 119.3(11) . . ?
C28A C33A C34A 117.5(10) . . ?
C32A C33A C34A 123.0(10) . . ?
C25A C34A C33A 118.2(10) . . ?
C25A C34A H34A 120.9 . . ?
C33A C34A H34A 120.9 . . ?
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
C1 N1 1.4593(16) . ?
C1 C2 1.5272(18) . ?
C1 H1A 0.987(16) . ?
C1 H1B 1.001(16) . ?
C2 C3 1.5057(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.3901(18) . ?
C3 C8 1.3971(17) . ?
C4 C5 1.381(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.3867(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.3902(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.5122(16) . ?
C9 N1 1.4618(15) . ?
C9 C10 1.5482(16) . ?
C9 H9 1.0000 . ?
C10 C17 1.3119(16) . ?
C10 C11 1.4872(17) . ?
C11 C12 1.3999(17) . ?
C11 C16 1.4010(17) . ?
C12 C13 1.3860(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.3870(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3869(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3816(19) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.3089(17) . ?
C18 C19 1.4759(16) . ?
C18 H18 0.9500 . ?
C19 C24 1.3948(17) . ?
C19 C20 1.3953(18) . ?
C20 C21 1.3875(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.3904(19) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
N1 C25A 1.378(10) . ?
N1 C25 1.4044(18) . ?
C25 C34 1.397(2) . ?
C25 C26 1.437(2) . ?
C26 C27 1.3629(19) . ?
C26 H26 0.9500 . ?
C27 C28 1.418(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.416(2) . ?
C28 C33 1.429(2) . ?
C29 C30 1.373(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.414(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.369(2) . ?
C31 H31 0.9500 . ?
C32 C33 1.423(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.412(2) . ?
C34 H34 0.9500 . ?
C25A C34A 1.334(14) . ?
C25A C26A 1.439(5) . ?
C26A C27A 1.371(13) . ?
C26A H26A 0.98(11) . ?
C27A C28A 1.413(15) . ?
C27A H27A 0.9500 . ?
C28A C33A 1.407(18) . ?
C28A C29A 1.473(16) . ?
C29A C30A 1.329(16) . ?
C29A H29A 0.9500 . ?
C30A C31A 1.427(18) . ?
C30A H30A 0.9500 . ?
C31A C32A 1.354(13) . ?
C31A H31A 0.9500 . ?
C32A C33A 1.411(14) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.441(16) . ?
C34A H34A 0.9500 . ?
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 C1 C2 C3 -50.54(14) . . . . ?
C1 C2 C3 C4 -140.92(12) . . . . ?
C1 C2 C3 C8 38.42(15) . . . . ?
C8 C3 C4 C5 -0.44(19) . . . . ?
C2 C3 C4 C5 178.88(12) . . . . ?
C3 C4 C5 C6 -0.4(2) . . . . ?
C4 C5 C6 C7 0.6(2) . . . . ?
C5 C6 C7 C8 0.1(2) . . . . ?
C6 C7 C8 C3 -0.96(18) . . . . ?
C6 C7 C8 C9 175.21(11) . . . . ?
C4 C3 C8 C7 1.14(17) . . . . ?
C2 C3 C8 C7 -178.23(11) . . . . ?
C4 C3 C8 C9 -175.09(11) . . . . ?
C2 C3 C8 C9 5.54(16) . . . . ?
C7 C8 C9 N1 146.05(11) . . . . ?
C3 C8 C9 N1 -37.75(14) . . . . ?
C7 C8 C9 C10 -89.15(12) . . . . ?
C3 C8 C9 C10 87.05(12) . . . . ?
N1 C9 C10 C17 20.32(14) . . . . ?
C8 C9 C10 C17 -105.27(12) . . . . ?
N1 C9 C10 C11 -159.41(10) . . . . ?
C8 C9 C10 C11 75.00(12) . . . . ?
C17 C10 C11 C12 -150.76(11) . . . . ?
C9 C10 C11 C12 28.96(16) . . . . ?
C17 C10 C11 C16 27.48(16) . . . . ?
C9 C10 C11 C16 -152.80(10) . . . . ?
C16 C11 C12 C13 0.00(17) . . . . ?
C10 C11 C12 C13 178.27(11) . . . . ?
C11 C12 C13 C14 0.8(2) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C13 C14 C15 C16 0.1(2) . . . . ?
C14 C15 C16 C11 0.69(19) . . . . ?
C12 C11 C16 C15 -0.74(17) . . . . ?
C10 C11 C16 C15 -179.04(11) . . . . ?
C17 C18 C19 C24 -179.18(12) . . . . ?
C17 C18 C19 C20 4.49(19) . . . . ?
C24 C19 C20 C21 -0.89(18) . . . . ?
C18 C19 C20 C21 175.46(11) . . . . ?
C19 C20 C21 C22 0.05(19) . . . . ?
C20 C21 C22 C23 0.5(2) . . . . ?
C21 C22 C23 C24 -0.1(2) . . . . ?
C22 C23 C24 C19 -0.73(19) . . . . ?
C20 C19 C24 C23 1.22(17) . . . . ?
C18 C19 C24 C23 -175.23(11) . . . . ?
C2 C1 N1 C25A -150.2(5) . . . . ?
C2 C1 N1 C25 -145.39(12) . . . . ?
C2 C1 N1 C9 19.09(15) . . . . ?
C8 C9 N1 C25A -171.6(8) . . . . ?
C10 C9 N1 C25A 65.3(8) . . . . ?
C8 C9 N1 C25 -170.90(10) . . . . ?
C10 C9 N1 C25 65.94(13) . . . . ?
C8 C9 N1 C1 23.84(14) . . . . ?
C10 C9 N1 C1 -99.31(12) . . . . ?
C1 N1 C25 C34 -13.12(19) . . . . ?
C9 N1 C25 C34 -178.09(12) . . . . ?
C1 N1 C25 C26 165.99(12) . . . . ?
C9 N1 C25 C26 1.03(18) . . . . ?
C34 C25 C26 C27 6.8(2) . . . . ?
N1 C25 C26 C27 -172.36(12) . . . . ?
C25 C26 C27 C28 -1.0(2) . . . . ?
C26 C27 C28 C29 175.23(12) . . . . ?
C26 C27 C28 C33 -4.3(2) . . . . ?
C27 C28 C29 C30 -179.95(13) . . . . ?
C33 C28 C29 C30 -0.4(2) . . . . ?
C28 C29 C30 C31 -1.0(2) . . . . ?
C29 C30 C31 C32 0.7(2) . . . . ?
C30 C31 C32 C33 1.1(2) . . . . ?
C31 C32 C33 C34 175.47(14) . . . . ?
C31 C32 C33 C28 -2.4(2) . . . . ?
C29 C28 C33 C34 -175.85(13) . . . . ?
C27 C28 C33 C34 3.7(2) . . . . ?
C29 C28 C33 C32 2.1(2) . . . . ?
C27 C28 C33 C32 -178.35(12) . . . . ?
N1 C25 C34 C33 171.81(13) . . . . ?
C26 C25 C34 C33 -7.3(2) . . . . ?
C32 C33 C34 C25 -175.62(14) . . . . ?
C28 C33 C34 C25 2.2(2) . . . . ?
C1 N1 C25A C34A 162.9(8) . . . . ?
C9 N1 C25A C34A -3.5(14) . . . . ?
C1 N1 C25A C26A -18.7(11) . . . . ?
C9 N1 C25A C26A 174.9(6) . . . . ?
C34A C25A C26A C27A -5.7(16) . . . . ?
N1 C25A C26A C27A 176.1(9) . . . . ?
C25A C26A C27A C28A -1.0(14) . . . . ?
C26A C27A C28A C33A 7.2(17) . . . . ?
C26A C27A C28A C29A -175.0(9) . . . . ?
C33A C28A C29A C30A -1.8(16) . . . . ?
C27A C28A C29A C30A -179.8(10) . . . . ?
C28A C29A C30A C31A 2.1(15) . . . . ?
C29A C30A C31A C32A -1.0(15) . . . . ?
C30A C31A C32A C33A -0.4(13) . . . . ?
C27A C28A C33A C32A 178.4(10) . . . . ?
C29A C28A C33A C32A 0.5(16) . . . . ?
C27A C28A C33A C34A -6.8(17) . . . . ?
C29A C28A C33A C34A 175.3(9) . . . . ?
C31A C32A C33A C28A 0.6(15) . . . . ?
C31A C32A C33A C34A -173.9(9) . . . . ?
N1 C25A C34A C33A -175.6(8) . . . . ?
C26A C25A C34A C33A 6.0(17) . . . . ?
C28A C33A C34A C25A 0.3(15) . . . . ?
C32A C33A C34A C25A 174.9(10) . . . . ?
