#------------------------------------------------------------------------------
#$Date: 2025-07-06 20:05:24 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300970 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/79/7717997.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_7717997
loop_
_publ_author_name
'Guo, Dianjun'
'He, Jinqiang'
'Yuan, Qingbing'
'Zhou, Shuangliu'
'Zhu, Xiancui'
_publ_section_title
;
 Synthesis of 2,3-dihydroquinazolinimines and 1,3-diiminoisoindolines
 catalyzed by rare earth metal alkyl complexes through tandem
 addition/cyclization of nitriles with amines.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4484
_journal_page_last               4492
_journal_paper_doi               10.1039/d5dt00106d
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C19 H16 N4'
_chemical_formula_sum            'C19 H16 N4'
_chemical_formula_weight         300.36
_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   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2m3cbg
_audit_creation_date             2024-01-10
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-01-13 deposited with the CCDC.	2025-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                74.158(3)
_cell_angle_beta                 75.580(4)
_cell_angle_gamma                68.158(3)
_cell_formula_units_Z            4
_cell_length_a                   10.9173(14)
_cell_length_b                   11.7318(13)
_cell_length_c                   13.9226(18)
_cell_measurement_reflns_used    3780
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      26.175
_cell_measurement_theta_min      2.752
_cell_volume                     1570.5(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (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_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1549
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            43568
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_min         3.084
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6426
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0878 before and 0.0649 after correction. The Ratio of minimum to maximum transmission is 0.8619. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         7192
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.2050
_refine_ls_R_factor_gt           0.0878
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1271P)²+0.4365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2209
_refine_ls_wR_factor_ref         0.2894
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2971
_reflns_number_total             7192
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5dt00106d2.cif
_cod_data_source_block           4aaa
_cod_depositor_comments
'Adding full bibliography for 7717994--7718001.cif.'
_cod_database_code               7717997
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C00Y(H00Y)
2.b Aromatic/amide H refined with riding coordinates:
 N003(H003), N2(H2), N005(H005), N1(H1), C00I(H00I), C00K(H00K), C3(H3),
 C4(H4), C00N(H00N), C18(H18), C00P(H00P), C15(H15), C6(H6), C00T(H00T),
 C00U(H00U), C17(H17), C5(H5), C00X(H00X), C00Z(H00Z), C010(H010), C16(H16),
 C10(H10), C013(H013), C014(H014), C14(H14), C016(H016), C12(H12), C018(H018),
 C13(H13), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
N001 N 0.1479(3) 1.0329(3) 0.3781(2) 0.0510(8) Uani 1 1 d . . . . .
N4 N 0.4053(3) 0.5246(3) 0.1321(2) 0.0507(8) Uani 1 1 d . . . . .
N003 N 0.2310(3) 0.8179(3) 0.3709(2) 0.0566(9) Uani 1 1 d . . . . .
H003 H 0.258055 0.796154 0.428254 0.068 Uiso 1 1 calc R U . . .
N2 N 0.2284(3) 0.2574(3) 0.2698(3) 0.0604(9) Uani 1 1 d . . . . .
H2 H 0.211524 0.205440 0.324103 0.072 Uiso 1 1 calc R U . . .
N005 N 0.2893(3) 0.7543(3) 0.2165(2) 0.0612(9) Uani 1 1 d . . . . .
H005 H 0.354600 0.701792 0.185524 0.073 Uiso 1 1 calc R U . . .
N1 N 0.4148(3) 0.3125(3) 0.1762(3) 0.0612(9) Uani 1 1 d . . . . .
H1 H 0.500075 0.285680 0.173936 0.073 Uiso 1 1 calc R U . . .
N3 N 0.6288(4) 0.3793(3) 0.1287(3) 0.0651(9) Uani 1 1 d . . . . .
N008 N 0.2076(4) 0.8983(3) 0.5357(3) 0.0657(9) Uani 1 1 d . . . . .
C009 C 0.1816(3) 0.9404(3) 0.3303(3) 0.0485(9) Uani 1 1 d . . . . .
C00A C 0.1694(4) 0.9696(3) 0.2227(3) 0.0500(9) Uani 1 1 d . . . . .
C19 C 0.5419(4) 0.4977(3) 0.1141(3) 0.0556(10) Uani 1 1 d . . . . .
C00C C 0.2291(4) 0.8740(3) 0.1669(3) 0.0512(9) Uani 1 1 d . . . . .
C00D C 0.1589(4) 1.0128(4) 0.4790(3) 0.0536(10) Uani 1 1 d . . . . .
C1 C 0.3488(4) 0.4366(3) 0.1622(3) 0.0542(10) Uani 1 1 d . . . . .
C7 C 0.1456(4) 0.3800(3) 0.2495(3) 0.0564(10) Uani 1 1 d . . . . .
C2 C 0.2025(4) 0.4719(3) 0.1903(3) 0.0543(10) Uani 1 1 d . . . . .
C00H C 0.3186(4) 0.5930(3) 0.3687(3) 0.0571(10) Uani 1 1 d . . . . .
C00I C 0.1052(4) 1.0910(3) 0.1716(3) 0.0583(10) Uani 1 1 d . . . . .
H00I H 0.061976 1.154898 0.207894 0.070 Uiso 1 1 calc R U . . .
C9 C 0.4363(4) 0.0910(3) 0.2298(4) 0.0628(11) Uani 1 1 d . . . . .
C00K C 0.1049(4) 1.1172(4) 0.0694(3) 0.0672(12) Uani 1 1 d . . . . .
H00K H 0.064046 1.198490 0.036603 0.081 Uiso 1 1 calc R U . . .
C3 C 0.1164(4) 0.5964(3) 0.1663(3) 0.0631(11) Uani 1 1 d . . . . .
H3 H 0.151084 0.657631 0.124249 0.076 Uiso 1 1 calc R U . . .
C4 C -0.0186(5) 0.6280(4) 0.2046(4) 0.0735(13) Uani 1 1 d . . . . .
H4 H -0.074368 0.710349 0.189017 0.088 Uiso 1 1 calc R U . . .
C00N C 0.1170(4) 1.1191(4) 0.5222(4) 0.0694(12) Uani 1 1 d . . . . .
H00N H 0.082826 1.198502 0.483391 0.083 Uiso 1 1 calc R U . . .
C18 C 0.5915(5) 0.5985(4) 0.0824(3) 0.0674(12) Uani 1 1 d . . . . .
H18 H 0.532758 0.680103 0.070072 0.081 Uiso 1 1 calc R U . . .
C00P C 0.1656(5) 1.0221(4) 0.0155(3) 0.0753(13) Uani 1 1 d . . . . .
H00P H 0.163598 1.039159 -0.053437 0.090 Uiso 1 1 calc R U . . .
C15 C 0.7604(5) 0.3619(5) 0.1141(4) 0.0747(13) Uani 1 1 d . . . . .
H15 H 0.818960 0.280005 0.124024 0.090 Uiso 1 1 calc R U . . .
C6 C 0.0094(4) 0.4154(4) 0.2890(4) 0.0718(12) Uani 1 1 d . . . . .
H6 H -0.027435 0.355863 0.331439 0.086 Uiso 1 1 calc R U . . .
C8 C 0.3435(4) 0.2223(3) 0.1952(4) 0.0665(12) Uani 1 1 d . . . . .
H8 H 0.315289 0.226067 0.132595 0.080 Uiso 1 1 calc R U . . .
C00T C 0.2288(5) 0.9026(4) 0.0631(3) 0.0741(13) Uani 1 1 d . . . . .
H00T H 0.272077 0.839998 0.025587 0.089 Uiso 1 1 calc R U . . .
C00U C 0.1261(5) 1.1063(5) 0.6204(4) 0.0816(14) Uani 1 1 d . . . . .
H00U H 0.099264 1.176646 0.648925 0.098 Uiso 1 1 calc R U . . .
C17 C 0.7264(5) 0.5775(5) 0.0694(4) 0.0816(14) Uani 1 1 d . . . . .
H17 H 0.758930 0.644690 0.049861 0.098 Uiso 1 1 calc R U . . .
C5 C -0.0703(5) 0.5376(5) 0.2656(4) 0.0810(14) Uani 1 1 d . . . . .
H5 H -0.161293 0.559594 0.291514 0.097 Uiso 1 1 calc R U . . .
C00X C 0.2128(5) 0.8890(5) 0.6320(4) 0.0813(14) Uani 1 1 d . . . . .
H00X H 0.244085 0.809207 0.670902 0.098 Uiso 1 1 calc R U . . .
C00Y C 0.2399(5) 0.7211(4) 0.3199(3) 0.0774(14) Uani 1 1 d . . . . .
H00Y H 0.148648 0.721361 0.325033 0.093 Uiso 1 1 calc R U . . .
C00Z C 0.1755(5) 0.9885(6) 0.6773(4) 0.0859(15) Uani 1 1 d . . . . .
H00Z H 0.183107 0.977248 0.744560 0.103 Uiso 1 1 calc R U . . .
C010 C 0.4558(5) 0.5560(5) 0.3583(4) 0.0802(14) Uani 1 1 d . . . . .
H010 H 0.499250 0.613854 0.323907 0.096 Uiso 1 1 calc R U . . .
C16 C 0.8132(5) 0.4568(5) 0.0855(4) 0.0830(14) Uani 1 1 d . . . . .
H16 H 0.904988 0.440525 0.077161 0.100 Uiso 1 1 calc R U . . .
C10 C 0.4686(5) 0.0498(5) 0.3237(4) 0.0842(14) Uani 1 1 d . . . . .
H10 H 0.434208 0.104557 0.368488 0.101 Uiso 1 1 calc R U . . .
C013 C 0.4651(7) 0.3526(5) 0.4444(4) 0.0970(17) Uani 1 1 d . . . . .
H013 H 0.516458 0.270715 0.468356 0.116 Uiso 1 1 calc R U . . .
C014 C 0.2536(6) 0.5059(5) 0.4189(4) 0.0922(16) Uani 1 1 d . . . . .
H014 H 0.161085 0.528586 0.426459 0.111 Uiso 1 1 calc R U . . .
C14 C 0.4837(5) 0.0121(5) 0.1630(4) 0.0921(16) Uani 1 1 d . . . . .
H14 H 0.461194 0.038346 0.098494 0.111 Uiso 1 1 calc R U . . .
C016 C 0.5290(6) 0.4383(5) 0.3966(4) 0.0963(17) Uani 1 1 d . . . . .
H016 H 0.621307 0.415831 0.390527 0.116 Uiso 1 1 calc R U . . .
C12 C 0.5943(6) -0.1450(5) 0.2940(6) 0.105(2) Uani 1 1 d . . . . .
H12 H 0.646322 -0.226361 0.318539 0.127 Uiso 1 1 calc R U . . .
C018 C 0.3315(7) 0.3810(5) 0.4586(4) 0.0943(17) Uani 1 1 d . . . . .
H018 H 0.290904 0.320956 0.493299 0.113 Uiso 1 1 calc R U . . .
C13 C 0.5718(6) -0.1162(6) 0.1967(7) 0.115(2) Uani 1 1 d . . . . .
H13 H 0.609634 -0.173922 0.154384 0.138 Uiso 1 1 calc R U . . .
C11 C 0.5477(6) -0.0660(5) 0.3547(5) 0.1056(19) Uani 1 1 d . . . . .
H11 H 0.569563 -0.090324 0.419347 0.127 Uiso 1 1 calc R U . . .
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_
_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
C009 N001 C00D 122.4(3) . . ?
C1 N4 C19 122.4(3) . . ?
C009 N003 H003 119.3 . . ?
C009 N003 C00Y 121.5(3) . . ?
C00Y N003 H003 119.3 . . ?
C7 N2 H2 122.1 . . ?
C7 N2 C8 115.8(3) . . ?
C8 N2 H2 122.1 . . ?
C00C N005 H005 121.3 . . ?
C00C N005 C00Y 117.4(3) . . ?
C00Y N005 H005 121.3 . . ?
C1 N1 H1 119.5 . . ?
C1 N1 C8 121.0(3) . . ?
C8 N1 H1 119.5 . . ?
C15 N3 C19 119.0(4) . . ?
C00X N008 C00D 118.7(4) . . ?
N001 C009 N003 125.3(4) . . ?
N001 C009 C00A 119.1(3) . . ?
N003 C009 C00A 115.5(3) . . ?
C00C C00A C009 119.0(3) . . ?
C00C C00A C00I 118.1(4) . . ?
C00I C00A C009 122.9(3) . . ?
N4 C19 C18 117.7(4) . . ?
N3 C19 N4 123.0(4) . . ?
N3 C19 C18 119.2(4) . . ?
N005 C00C C00A 118.6(3) . . ?
N005 C00C C00T 121.8(3) . . ?
C00T C00C C00A 119.6(3) . . ?
N001 C00D C00N 117.1(4) . . ?
N008 C00D N001 123.4(3) . . ?
N008 C00D C00N 119.6(4) . . ?
N4 C1 N1 125.2(4) . . ?
N4 C1 C2 119.4(3) . . ?
N1 C1 C2 115.2(4) . . ?
N2 C7 C2 118.5(4) . . ?
N2 C7 C6 121.8(4) . . ?
C6 C7 C2 119.6(4) . . ?
C7 C2 C1 118.9(3) . . ?
C7 C2 C3 118.2(4) . . ?
C3 C2 C1 122.7(4) . . ?
C010 C00H C00Y 121.2(4) . . ?
C010 C00H C014 119.0(4) . . ?
C014 C00H C00Y 119.6(5) . . ?
C00A C00I H00I 119.3 . . ?
C00K C00I C00A 121.4(4) . . ?
C00K C00I H00I 119.3 . . ?
C10 C9 C8 122.6(4) . . ?
C10 C9 C14 119.9(4) . . ?
C14 C9 C8 117.4(5) . . ?
C00I C00K H00K 120.2 . . ?
C00I C00K C00P 119.6(4) . . ?
C00P C00K H00K 120.2 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(4) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C00D C00N H00N 119.9 . . ?
C00U C00N C00D 120.2(5) . . ?
C00U C00N H00N 119.9 . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18 119.9 . . ?
C00K C00P H00P 119.8 . . ?
C00T C00P C00K 120.4(4) . . ?
C00T C00P H00P 119.8 . . ?
N3 C15 H15 118.0 . . ?
N3 C15 C16 124.0(5) . . ?
C16 C15 H15 118.0 . . ?
C7 C6 H6 119.9 . . ?
C5 C6 C7 120.3(5) . . ?
C5 C6 H6 119.9 . . ?
N2 C8 N1 107.8(3) . . ?
N2 C8 C9 111.8(4) . . ?
N2 C8 H8 109.3 . . ?
N1 C8 C9 109.4(3) . . ?
N1 C8 H8 109.3 . . ?
C9 C8 H8 109.3 . . ?
C00C C00T H00T 119.6 . . ?
C00P C00T C00C 120.8(4) . . ?
C00P C00T H00T 119.6 . . ?
C00N C00U H00U 120.3 . . ?
C00N C00U C00Z 119.4(4) . . ?
C00Z C00U H00U 120.3 . . ?
C18 C17 H17 120.1 . . ?
C18 C17 C16 119.8(5) . . ?
C16 C17 H17 120.1 . . ?
C4 C5 H5 119.4 . . ?
C6 C5 C4 121.3(5) . . ?
C6 C5 H5 119.4 . . ?
N008 C00X H00X 117.8 . . ?
N008 C00X C00Z 124.3(5) . . ?
C00Z C00X H00X 117.8 . . ?
N003 C00Y C00H 112.5(4) . . ?
N003 C00Y H00Y 107.3 . . ?
N005 C00Y N003 108.7(4) . . ?
N005 C00Y C00H 113.3(4) . . ?
N005 C00Y H00Y 107.3 . . ?
C00H C00Y H00Y 107.3 . . ?
C00U C00Z H00Z 121.1 . . ?
C00X C00Z C00U 117.8(5) . . ?
C00X C00Z H00Z 121.1 . . ?
C00H C010 H010 119.0 . . ?
C016 C010 C00H 122.0(5) . . ?
C016 C010 H010 119.0 . . ?
C15 C16 C17 117.7(5) . . ?
C15 C16 H16 121.1 . . ?
C17 C16 H16 121.1 . . ?
C9 C10 H10 118.7 . . ?
C11 C10 C9 122.6(5) . . ?
C11 C10 H10 118.7 . . ?
C016 C013 H013 118.5 . . ?
C018 C013 H013 118.5 . . ?
C018 C013 C016 123.1(5) . . ?
C00H C014 H014 120.5 . . ?
C00H C014 C018 118.9(5) . . ?
C018 C014 H014 120.5 . . ?
C9 C14 H14 121.1 . . ?
C9 C14 C13 117.7(5) . . ?
C13 C14 H14 121.1 . . ?
C010 C016 C013 118.8(6) . . ?
C010 C016 H016 120.6 . . ?
C013 C016 H016 120.6 . . ?
C13 C12 H12 117.9 . . ?
C11 C12 H12 117.9 . . ?
C11 C12 C13 124.2(6) . . ?
C013 C018 C014 118.1(5) . . ?
C013 C018 H018 120.9 . . ?
C014 C018 H018 120.9 . . ?
C14 C13 H13 122.1 . . ?
C12 C13 C14 115.8(5) . . ?
C12 C13 H13 122.1 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.7(7) . . ?
C12 C11 H11 120.2 . . ?
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
N001 C009 1.316(4) . ?
N001 C00D 1.388(5) . ?
N4 C19 1.375(5) . ?
N4 C1 1.315(5) . ?
N003 H003 0.8600 . ?
N003 C009 1.344(4) . ?
N003 C00Y 1.459(5) . ?
N2 H2 0.8600 . ?
N2 C7 1.380(4) . ?
N2 C8 1.423(5) . ?
N005 H005 0.8600 . ?
N005 C00C 1.375(4) . ?
N005 C00Y 1.406(5) . ?
N1 H1 0.8600 . ?
N1 C1 1.346(4) . ?
N1 C8 1.467(5) . ?
N3 C19 1.353(5) . ?
N3 C15 1.344(5) . ?
N008 C00D 1.345(5) . ?
N008 C00X 1.329(5) . ?
C009 C00A 1.471(5) . ?
C00A C00C 1.402(5) . ?
C00A C00I 1.406(5) . ?
C19 C18 1.400(6) . ?
C00C C00T 1.392(5) . ?
C00D C00N 1.405(5) . ?
C1 C2 1.470(5) . ?
C7 C2 1.409(6) . ?
C7 C6 1.394(5) . ?
C2 C3 1.413(5) . ?
C00H C00Y 1.493(5) . ?
C00H C010 1.377(6) . ?
C00H C014 1.393(6) . ?
C00I H00I 0.9300 . ?
C00I C00K 1.372(6) . ?
C9 C8 1.518(5) . ?
C9 C10 1.351(6) . ?
C9 C14 1.365(6) . ?
C00K H00K 0.9300 . ?
C00K C00P 1.380(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.371(7) . ?
C00N H00N 0.9300 . ?
C00N C00U 1.360(6) . ?
C18 H18 0.9300 . ?
C18 C17 1.373(6) . ?
C00P H00P 0.9300 . ?
C00P C00T 1.371(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.361(6) . ?
C6 H6 0.9300 . ?
C6 C5 1.369(6) . ?
C8 H8 0.9800 . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00U C00Z 1.374(7) . ?
C17 H17 0.9300 . ?
C17 C16 1.374(7) . ?
C5 H5 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C00Z 1.359(6) . ?
C00Y H00Y 0.9800 . ?
C00Z H00Z 0.9300 . ?
C010 H010 0.9300 . ?
C010 C016 1.349(6) . ?
C16 H16 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.330(6) . ?
C013 H013 0.9300 . ?
C013 C016 1.365(8) . ?
C013 C018 1.345(7) . ?
C014 H014 0.9300 . ?
C014 C018 1.428(7) . ?
C14 H14 0.9300 . ?
C14 C13 1.474(8) . ?
C016 H016 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.365(9) . ?
C12 C11 1.302(8) . ?
C018 H018 0.9300 . ?
C13 H13 0.9300 . ?
C11 H11 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
N001 C009 C00A C00C 167.6(3) . . . . ?
N001 C009 C00A C00I -9.6(6) . . . . ?
N001 C00D C00N C00U -179.4(4) . . . . ?
N4 C19 C18 C17 175.8(4) . . . . ?
N4 C1 C2 C7 -161.4(3) . . . . ?
N4 C1 C2 C3 14.2(6) . . . . ?
N003 C009 C00A C00C -10.5(5) . . . . ?
N003 C009 C00A C00I 172.2(4) . . . . ?
N2 C7 C2 C1 -6.8(5) . . . . ?
N2 C7 C2 C3 177.4(3) . . . . ?
N2 C7 C6 C5 -178.6(4) . . . . ?
N005 C00C C00T C00P 178.5(4) . . . . ?
N1 C1 C2 C7 14.5(5) . . . . ?
N1 C1 C2 C3 -169.9(4) . . . . ?
N3 C19 C18 C17 -2.0(6) . . . . ?
N3 C15 C16 C17 -1.0(8) . . . . ?
N008 C00D C00N C00U 0.3(6) . . . . ?
N008 C00X C00Z C00U 1.6(8) . . . . ?
C009 N001 C00D N008 1.7(6) . . . . ?
C009 N001 C00D C00N -178.6(4) . . . . ?
C009 N003 C00Y N005 43.8(5) . . . . ?
C009 N003 C00Y C00H 170.2(4) . . . . ?
C009 C00A C00C N005 4.2(5) . . . . ?
C009 C00A C00C C00T -174.2(4) . . . . ?
C009 C00A C00I C00K 174.7(4) . . . . ?
C00A C00C C00T C00P -3.1(7) . . . . ?
C00A C00I C00K C00P 1.8(7) . . . . ?
C19 N4 C1 N1 -1.9(6) . . . . ?
C19 N4 C1 C2 173.6(3) . . . . ?
C19 N3 C15 C16 0.4(7) . . . . ?
C19 C18 C17 C16 1.4(7) . . . . ?
C00C N005 C00Y N003 -49.5(5) . . . . ?
C00C N005 C00Y C00H -175.5(4) . . . . ?
C00C C00A C00I C00K -2.6(6) . . . . ?
C00D N001 C009 N003 -0.8(6) . . . . ?
C00D N001 C009 C00A -178.8(3) . . . . ?
C00D N008 C00X C00Z -2.0(7) . . . . ?
C00D C00N C00U C00Z -0.6(7) . . . . ?
C1 N4 C19 N3 -2.2(6) . . . . ?
C1 N4 C19 C18 -179.9(4) . . . . ?
C1 N1 C8 N2 -46.3(5) . . . . ?
C1 N1 C8 C9 -168.1(4) . . . . ?
C1 C2 C3 C4 -172.1(4) . . . . ?
C7 N2 C8 N1 53.0(5) . . . . ?
C7 N2 C8 C9 173.3(3) . . . . ?
C7 C2 C3 C4 3.5(6) . . . . ?
C7 C6 C5 C4 -1.1(7) . . . . ?
C2 C7 C6 C5 3.9(6) . . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C00H C010 C016 C013 1.9(8) . . . . ?
C00H C014 C018 C013 -0.9(8) . . . . ?
C00I C00A C00C N005 -178.4(4) . . . . ?
C00I C00A C00C C00T 3.2(6) . . . . ?
C00I C00K C00P C00T -1.6(7) . . . . ?
C9 C10 C11 C12 -1.6(9) . . . . ?
C9 C14 C13 C12 1.9(8) . . . . ?
C00K C00P C00T C00C 2.3(8) . . . . ?
C3 C4 C5 C6 -0.5(7) . . . . ?
C00N C00U C00Z C00X -0.2(8) . . . . ?
C18 C17 C16 C15 0.0(7) . . . . ?
C15 N3 C19 N4 -176.7(4) . . . . ?
C15 N3 C19 C18 1.1(6) . . . . ?
C6 C7 C2 C1 170.8(4) . . . . ?
C6 C7 C2 C3 -5.0(6) . . . . ?
C8 N2 C7 C2 -29.1(5) . . . . ?
C8 N2 C7 C6 153.3(4) . . . . ?
C8 N1 C1 N4 -170.8(4) . . . . ?
C8 N1 C1 C2 13.5(5) . . . . ?
C8 C9 C10 C11 178.6(5) . . . . ?
C8 C9 C14 C13 -178.9(4) . . . . ?
C00X N008 C00D N001 -179.4(4) . . . . ?
C00X N008 C00D C00N 1.0(6) . . . . ?
C00Y N003 C009 N001 167.2(4) . . . . ?
C00Y N003 C009 C00A -14.7(5) . . . . ?
C00Y N005 C00C C00A 28.0(6) . . . . ?
C00Y N005 C00C C00T -153.6(4) . . . . ?
C00Y C00H C010 C016 -175.8(4) . . . . ?
C00Y C00H C014 C018 175.3(4) . . . . ?
C010 C00H C00Y N003 -73.7(5) . . . . ?
C010 C00H C00Y N005 50.2(6) . . . . ?
C010 C00H C014 C018 0.4(7) . . . . ?
C10 C9 C8 N2 -44.6(6) . . . . ?
C10 C9 C8 N1 74.8(5) . . . . ?
C10 C9 C14 C13 -1.2(7) . . . . ?
C014 C00H C00Y N003 111.5(5) . . . . ?
C014 C00H C00Y N005 -124.6(5) . . . . ?
C014 C00H C010 C016 -1.0(7) . . . . ?
C14 C9 C8 N2 133.1(4) . . . . ?
C14 C9 C8 N1 -107.5(5) . . . . ?
C14 C9 C10 C11 1.0(8) . . . . ?
C016 C013 C018 C014 1.9(9) . . . . ?
C018 C013 C016 C010 -2.5(9) . . . . ?
C13 C12 C11 C10 2.6(10) . . . . ?
C11 C12 C13 C14 -2.7(10) . . . . ?
