#------------------------------------------------------------------------------
#$Date: 2023-08-01 02:00:09 +0300 (Tue, 01 Aug 2023) $
#$Revision: 285400 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/36/7713613.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_7713613
loop_
_publ_author_name
'Guo, Dianjun'
'Rajeshkumar, Thayalan'
'Zhu, Shan'
'Yuan, Qingbing'
'Hong, Dongjing'
'Zhou, Shuangliu'
'Zhu, Xiancui'
'Maron, Laurent'
'Wang, Shaowu'
_publ_section_title
;
 Aryl C--H bond functionalization with diphenyldiazomethane induced by
 rare-earth metal alkyl complexes
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01714A
_journal_year                    2023
_chemical_formula_moiety         'C27 H23 N3 O'
_chemical_formula_sum            'C27 H23 N3 O'
_chemical_formula_weight         405.48
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-25
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-08-13 deposited with the CCDC.	2023-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.731(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.752(6)
_cell_length_b                   9.525(2)
_cell_length_c                   10.485(3)
_cell_measurement_reflns_used    2889
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      24.217
_cell_measurement_theta_min      2.743
_cell_volume                     2224.8(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11429
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.537
_diffrn_reflns_theta_min         1.828
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1077 before and 0.0472 after correction. The Ratio of minimum to maximum transmission is 0.8452. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear light black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4893
_refine_ls_number_restraints     271
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.1011
_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)+(0.0764P)²+0.2519P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1754
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2899
_reflns_number_total             4893
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt01714a2.cif
_cod_data_source_block           8d
_cod_original_cell_volume        2224.9(9)
_cod_database_code               7713613
_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_max   0.985
_shelx_estimated_absorpt_t_min   0.984
_olex2_refinement_description
;
1. Restrained distances
 N1-C6A \\sim N1-C21
 with sigma of 0.02
2. Uiso/Uaniso restraints and constraints
C21 \\sim C26 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C5A \\sim C4A \\sim
C3A \\sim C2A \\sim C1A \\sim C6A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
3. Rigid body (RIGU) restrains
 C22, C26, C25, C21, C23, C24, N1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C1A, C3A, C4A, C6A, C2A, C5A, N1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Others
 Sof(C6A)=Sof(C5A)=Sof(H5A)=Sof(C4A)=Sof(H4A)=Sof(C3A)=Sof(H3A)=Sof(C2A)=
 Sof(H2A)=Sof(C1A)=Sof(H1A)=1-FVAR(1)
 Sof(C21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C26)=Sof(H26)=Sof(C25)=
 Sof(H25)=Sof(C24)=Sof(H24)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C15(H15), C3(H3), C7(H7), C17(H17), C4(H4), C18(H18), C20(H20),
 C9(H9), C13(H13), C5(H5), C22(H22), C23(H23), C26(H26), C25(H25), C24(H24),
 C6(H6), C12(H12), C10(H10), C11(H11), C5A(H5A), C4A(H4A), C3A(H3A), C2A(H2A),
 C1A(H1A)
5.b Fitted hexagon refined as free rotating group:
 C21(C22,C23,C26,C25,C24), C6A(C5A,C4A,C3A,C2A,C1A)
5.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N 0.17808(6) 0.53093(16) 0.54360(14) 0.0481(4) Uani 1 1 d . . . . .
O1 O 0.11003(7) 0.38638(18) 0.09029(13) 0.0748(5) Uani 1 1 d . . . . .
N2 N 0.22952(7) 0.50370(17) 0.49888(15) 0.0537(4) Uani 1 1 d . . . . .
H2 H 0.264146 0.522356 0.546202 0.064 Uiso 1 1 calc R U . . .
N1 N 0.34824(7) 0.42980(19) 0.54176(18) 0.0632(5) Uani 1 1 d D . . . .
C1 C 0.18387(8) 0.57916(18) 0.66047(17) 0.0443(4) Uani 1 1 d . . . . .
C2 C 0.12830(8) 0.60004(18) 0.71099(17) 0.0456(4) Uani 1 1 d . . . . .
C14 C 0.22471(9) 0.44593(18) 0.37681(18) 0.0486(5) Uani 1 1 d . . . . .
C8 C 0.24252(8) 0.61476(19) 0.74667(17) 0.0480(5) Uani 1 1 d . . . . .
C15 C 0.17048(9) 0.4432(2) 0.28883(18) 0.0533(5) Uani 1 1 d . . . . .
H15 H 0.136579 0.481553 0.312101 0.064 Uiso 1 1 calc R U . . .
C3 C 0.07460(8) 0.5369(2) 0.65175(18) 0.0555(5) Uani 1 1 d . . . . .
H3 H 0.073348 0.480129 0.579113 0.067 Uiso 1 1 calc R U . . .
C7 C 0.12856(9) 0.6825(2) 0.8201(2) 0.0598(5) Uani 1 1 d . . . . .
H7 H 0.164070 0.725022 0.861866 0.072 Uiso 1 1 calc R U . . .
C16 C 0.16591(9) 0.3841(2) 0.16667(19) 0.0562(5) Uani 1 1 d . . . . .
C19 C 0.27667(9) 0.3865(2) 0.34096(19) 0.0548(5) Uani 1 1 d . . . . .
C17 C 0.21627(11) 0.3269(2) 0.1290(2) 0.0633(6) Uani 1 1 d . . . . .
H17 H 0.213515 0.287791 0.046739 0.076 Uiso 1 1 calc R U . . .
C4 C 0.02317(9) 0.5578(3) 0.6996(2) 0.0679(6) Uani 1 1 d . . . . .
H4 H -0.012464 0.515239 0.658616 0.081 Uiso 1 1 calc R U . . .
C18 C 0.26970(10) 0.3299(2) 0.2165(2) 0.0652(6) Uani 1 1 d . . . . .
H18 H 0.303276 0.291916 0.191396 0.078 Uiso 1 1 calc R U . . .
C20 C 0.33496(9) 0.3801(2) 0.4265(2) 0.0649(6) Uani 1 1 d . . . . .
H20 H 0.365504 0.335830 0.394782 0.078 Uiso 1 1 calc R U . . .
C9 C 0.26595(9) 0.5330(2) 0.85396(19) 0.0650(6) Uani 1 1 d . . . . .
H9 H 0.245715 0.452553 0.871044 0.078 Uiso 1 1 calc R U . . .
C13 C 0.27359(9) 0.7340(2) 0.7231(2) 0.0682(6) Uani 1 1 d . . . . .
H13 H 0.258673 0.789831 0.651073 0.082 Uiso 1 1 calc R U . . .
C5 C 0.02389(10) 0.6404(3) 0.8069(2) 0.0746(7) Uani 1 1 d . . . . .
H5 H -0.011068 0.654369 0.838245 0.089 Uiso 1 1 calc R U . . .
C21 C 0.40888(11) 0.4277(4) 0.6029(3) 0.0624(13) Uani 0.525(2) 1 d DG U P A 1
C22 C 0.41727(13) 0.4042(4) 0.7362(3) 0.0673(11) Uani 0.525(2) 1 d G U P A 1
H22 H 0.384254 0.395621 0.775322 0.081 Uiso 0.525(2) 1 calc R U P A 1
C23 C 0.47501(15) 0.3936(4) 0.8110(2) 0.0815(13) Uani 0.525(2) 1 d G U P A 1
H23 H 0.480618 0.377955 0.900193 0.098 Uiso 0.525(2) 1 calc R U P A 1
C26 C 0.52435(11) 0.4065(4) 0.7525(3) 0.0985(16) Uani 0.525(2) 1 d G U P A 1
H26 H 0.562982 0.399425 0.802538 0.118 Uiso 0.525(2) 1 calc R U P A 1
C25 C 0.51597(12) 0.4300(4) 0.6192(3) 0.0914(14) Uani 0.525(2) 1 d G U P A 1
H25 H 0.548983 0.438561 0.580012 0.110 Uiso 0.525(2) 1 calc R U P A 1
C24 C 0.45823(14) 0.4405(4) 0.5443(2) 0.0748(12) Uani 0.525(2) 1 d G U P A 1
H24 H 0.452619 0.456228 0.455140 0.090 Uiso 0.525(2) 1 calc R U P A 1
C6 C 0.07673(10) 0.7024(3) 0.8677(2) 0.0758(7) Uani 1 1 d . . . . .
H6 H 0.077657 0.757952 0.941060 0.091 Uiso 1 1 calc R U . . .
C27 C 0.10091(12) 0.3260(3) -0.0367(2) 0.0792(7) Uani 1 1 d . . . . .
H27A H 0.124358 0.376045 -0.088258 0.119 Uiso 1 1 calc R U . . .
H27B H 0.059180 0.331970 -0.077330 0.119 Uiso 1 1 calc R U . . .
H27C H 0.113044 0.229288 -0.029982 0.119 Uiso 1 1 calc R U . . .
C12 C 0.32653(11) 0.7701(3) 0.8062(3) 0.0872(8) Uani 1 1 d . . . . .
H12 H 0.347057 0.850284 0.789638 0.105 Uiso 1 1 calc R U . . .
C10 C 0.31917(11) 0.5701(3) 0.9359(2) 0.0860(8) Uani 1 1 d . . . . .
H10 H 0.334798 0.513933 1.007304 0.103 Uiso 1 1 calc R U . . .
C11 C 0.34916(11) 0.6893(3) 0.9124(3) 0.0888(8) Uani 1 1 d . . . . .
H11 H 0.384654 0.714959 0.968529 0.107 Uiso 1 1 calc R U . . .
C6A C 0.40662(13) 0.4086(4) 0.6295(4) 0.0628(14) Uani 0.475(2) 1 d DG U P A 2
C5A C 0.44104(16) 0.2877(3) 0.6321(4) 0.0875(14) Uani 0.475(2) 1 d G U P A 2
H5A H 0.426270 0.211537 0.579842 0.105 Uiso 0.475(2) 1 calc R U P A 2
C4A C 0.49754(16) 0.2806(4) 0.7129(4) 0.1005(16) Uani 0.475(2) 1 d G U P A 2
H4A H 0.520570 0.199688 0.714720 0.121 Uiso 0.475(2) 1 calc R U P A 2
C3A C 0.51961(14) 0.3944(5) 0.7911(4) 0.1064(18) Uani 0.475(2) 1 d G U P A 2
H3A H 0.557415 0.389673 0.845180 0.128 Uiso 0.475(2) 1 calc R U P A 2
C2A C 0.48519(17) 0.5154(4) 0.7885(4) 0.0998(16) Uani 0.475(2) 1 d G U P A 2
H2A H 0.499960 0.591509 0.840764 0.120 Uiso 0.475(2) 1 calc R U P A 2
C1A C 0.42869(16) 0.5225(4) 0.7077(4) 0.0842(14) Uani 0.475(2) 1 d G U P A 2
H1A H 0.405659 0.603361 0.705886 0.101 Uiso 0.475(2) 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 0.0033 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N3 N2 117.58(15) . . ?
C16 O1 C27 119.01(17) . . ?
N3 N2 H2 120.6 . . ?
N3 N2 C14 118.78(15) . . ?
C14 N2 H2 120.6 . . ?
C20 N1 C21 116.8(2) . . ?
C20 N1 C6A 123.5(2) . . ?
N3 C1 C2 117.27(15) . . ?
N3 C1 C8 124.24(16) . . ?
C2 C1 C8 118.48(15) . . ?
C3 C2 C1 121.28(16) . . ?
C7 C2 C1 120.71(16) . . ?
C7 C2 C3 118.00(17) . . ?
N2 C14 C15 121.29(16) . . ?
N2 C14 C19 119.30(17) . . ?
C15 C14 C19 119.41(17) . . ?
C9 C8 C1 120.98(18) . . ?
C9 C8 C13 118.68(19) . . ?
C13 C8 C1 120.30(17) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 120.96(18) . . ?
C16 C15 H15 119.5 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.61(18) . . ?
C4 C3 H3 119.7 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 120.96(19) . . ?
C6 C7 H7 119.5 . . ?
O1 C16 C15 115.12(18) . . ?
O1 C16 C17 124.29(18) . . ?
C15 C16 C17 120.59(19) . . ?
C14 C19 C20 123.96(18) . . ?
C18 C19 C14 117.26(18) . . ?
C18 C19 C20 118.77(18) . . ?
C16 C17 H17 120.9 . . ?
C18 C17 C16 118.14(19) . . ?
C18 C17 H17 120.9 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(2) . . ?
C5 C4 H4 119.6 . . ?
C19 C18 H18 118.2 . . ?
C17 C18 C19 123.63(19) . . ?
C17 C18 H18 118.2 . . ?
N1 C20 C19 125.69(19) . . ?
N1 C20 H20 117.2 . . ?
C19 C20 H20 117.2 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C13 H13 119.9 . . ?
C12 C13 C8 120.2(2) . . ?
C12 C13 H13 119.9 . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C22 C21 N1 112.6(2) . . ?
C22 C21 C24 120.0 . . ?
C24 C21 N1 127.4(2) . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C26 C23 C22 120.0 . . ?
C26 C23 H23 120.0 . . ?
C23 C26 H26 120.0 . . ?
C23 C26 C25 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C24 C25 H25 120.0 . . ?
C21 C24 H24 120.0 . . ?
C25 C24 C21 120.0 . . ?
C25 C24 H24 120.0 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.2(2) . . ?
C5 C6 H6 119.9 . . ?
O1 C27 H27A 109.5 . . ?
O1 C27 H27B 109.5 . . ?
O1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.7(2) . . ?
C11 C12 H12 119.6 . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.6(2) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C5A C6A N1 124.1(2) . . ?
C5A C6A C1A 120.0 . . ?
C1A C6A N1 115.8(2) . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C3A C4A C5A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C3A C2A C1A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C6A C1A H1A 120.0 . . ?
C2A C1A C6A 120.0 . . ?
C2A C1A H1A 120.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N3 N2 1.371(2) . ?
N3 C1 1.290(2) . ?
O1 C16 1.358(2) . ?
O1 C27 1.426(2) . ?
N2 H2 0.8600 . ?
N2 C14 1.377(2) . ?
N1 C20 1.276(3) . ?
N1 C21 1.398(3) . ?
N1 C6A 1.468(3) . ?
C1 C2 1.480(3) . ?
C1 C8 1.491(2) . ?
C2 C3 1.390(2) . ?
C2 C7 1.387(3) . ?
C14 C15 1.382(3) . ?
C14 C19 1.428(3) . ?
C8 C9 1.383(3) . ?
C8 C13 1.386(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(3) . ?
C7 H7 0.9300 . ?
C7 C6 1.384(3) . ?
C16 C17 1.396(3) . ?
C19 C18 1.392(3) . ?
C19 C20 1.443(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.366(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(3) . ?
C18 H18 0.9300 . ?
C20 H20 0.9300 . ?
C9 H9 0.9300 . ?
C9 C10 1.381(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.379(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(3) . ?
C21 C22 1.3900 . ?
C21 C24 1.3900 . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C26 1.3900 . ?
C26 H26 0.9300 . ?
C26 C25 1.3900 . ?
C25 H25 0.9300 . ?
C25 C24 1.3900 . ?
C24 H24 0.9300 . ?
C6 H6 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C12 H12 0.9300 . ?
C12 C11 1.365(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.373(4) . ?
C11 H11 0.9300 . ?
C6A C5A 1.3900 . ?
C6A C1A 1.3900 . ?
C5A H5A 0.9300 . ?
C5A C4A 1.3900 . ?
C4A H4A 0.9300 . ?
C4A C3A 1.3900 . ?
C3A H3A 0.9300 . ?
C3A C2A 1.3900 . ?
C2A H2A 0.9300 . ?
C2A C1A 1.3900 . ?
C1A H1A 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 N2 C14 C15 14.1(3) . . . . ?
N3 N2 C14 C19 -165.24(16) . . . . ?
N3 C1 C2 C3 16.8(3) . . . . ?
N3 C1 C2 C7 -163.78(18) . . . . ?
N3 C1 C8 C9 -109.0(2) . . . . ?
N3 C1 C8 C13 73.4(2) . . . . ?
O1 C16 C17 C18 -179.09(19) . . . . ?
N2 N3 C1 C2 -176.33(15) . . . . ?
N2 N3 C1 C8 3.7(3) . . . . ?
N2 C14 C15 C16 -179.56(18) . . . . ?
N2 C14 C19 C18 -179.76(18) . . . . ?
N2 C14 C19 C20 1.3(3) . . . . ?
N1 C21 C22 C23 177.6(3) . . . . ?
N1 C21 C24 C25 -177.2(3) . . . . ?
N1 C6A C5A C4A 176.0(4) . . . . ?
N1 C6A C1A C2A -176.3(3) . . . . ?
C1 N3 N2 C14 176.96(16) . . . . ?
C1 C2 C3 C4 -179.76(18) . . . . ?
C1 C2 C7 C6 179.97(19) . . . . ?
C1 C8 C9 C10 -177.51(19) . . . . ?
C1 C8 C13 C12 177.2(2) . . . . ?
C2 C1 C8 C9 71.0(2) . . . . ?
C2 C1 C8 C13 -106.6(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C2 C7 C6 C5 -0.1(4) . . . . ?
C14 C15 C16 O1 179.15(17) . . . . ?
C14 C15 C16 C17 -0.6(3) . . . . ?
C14 C19 C18 C17 -0.8(3) . . . . ?
C14 C19 C20 N1 -2.5(3) . . . . ?
C8 C1 C2 C3 -163.18(17) . . . . ?
C8 C1 C2 C7 16.2(3) . . . . ?
C8 C9 C10 C11 0.6(4) . . . . ?
C8 C13 C12 C11 0.0(4) . . . . ?
C15 C14 C19 C18 0.8(3) . . . . ?
C15 C14 C19 C20 -178.08(19) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
C3 C2 C7 C6 -0.6(3) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C7 C2 C3 C4 0.8(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C19 C14 C15 C16 -0.2(3) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C18 C19 C20 N1 178.6(2) . . . . ?
C20 N1 C21 C22 -145.3(2) . . . . ?
C20 N1 C21 C24 32.0(3) . . . . ?
C20 N1 C6A C5A -33.6(4) . . . . ?
C20 N1 C6A C1A 142.5(2) . . . . ?
C20 C19 C18 C17 178.15(19) . . . . ?
C9 C8 C13 C12 -0.5(3) . . . . ?
C9 C10 C11 C12 -1.1(4) . . . . ?
C13 C8 C9 C10 0.1(3) . . . . ?
C13 C12 C11 C10 0.7(4) . . . . ?
C21 N1 C20 C19 -172.6(2) . . . . ?
C21 C22 C23 C26 0.0 . . . . ?
C22 C21 C24 C25 0.0 . . . . ?
C22 C23 C26 C25 0.0 . . . . ?
C23 C26 C25 C24 0.0 . . . . ?
C26 C25 C24 C21 0.0 . . . . ?
C24 C21 C22 C23 0.0 . . . . ?
C27 O1 C16 C15 -179.14(19) . . . . ?
C27 O1 C16 C17 0.6(3) . . . . ?
C6A N1 C20 C19 173.8(3) . . . . ?
C6A C5A C4A C3A 0.0 . . . . ?
C5A C6A C1A C2A 0.0 . . . . ?
C5A C4A C3A C2A 0.0 . . . . ?
C4A C3A C2A C1A 0.0 . . . . ?
C3A C2A C1A C6A 0.0 . . . . ?
C1A C6A C5A C4A 0.0 . . . . ?
