#------------------------------------------------------------------------------
#$Date: 2024-12-06 17:30:42 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296322 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/39/7133939.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_7133939
loop_
_publ_author_name
'Yang, Haitao'
'Pan, Yu'
'Tian, Yijing'
'Yu, Kaili'
'Bai, Yifeng'
'Jiang, Yonggang'
'Zhang, Hongbin'
'Deng, Guogang'
'Yang, Xiaodong'
_publ_section_title
;
 Intramolecular cyclization of N-aryl amides for the synthesis of
 3-amino oxindoles.
;
_journal_issue                   95
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14125
_journal_page_last               14128
_journal_paper_doi               10.1039/d4cc05259e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C24 H20 N2 O'
_chemical_formula_sum            'C24 H20 N2 O'
_chemical_formula_weight         352.42
_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     direct
_audit_creation_date             2023-12-21
_audit_creation_method
;
FinalCif V88 by Daniel Kratzert, Freiburg 2023,
https://github.com/dkratzert/FinalCif
;
_audit_update_record
;
2024-06-21 deposited with the CCDC.	2024-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.123(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.0317(8)
_cell_length_b                   9.3673(4)
_cell_length_c                   18.4944(9)
_cell_measurement_reflns_used    7357
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      27.97
_cell_measurement_theta_min      2.37
_cell_volume                     3696.3(3)
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_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_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_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  0.1079
_diffrn_reflns_av_unetI/netI     0.0814
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            48869
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_min         2.203
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_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  0.7457
_exptl_absorpt_correction_T_min  0.7012
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1403 before and 0.0737 after correction.
The Ratio of minimum to maximum transmission is 0.9403.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         9205
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.1385
_refine_ls_R_factor_gt           0.0777
_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)+(0.0283P)²+3.1259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1462
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5850
_reflns_number_total             9205
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc05259e2.cif
_cod_data_source_block           1
_cod_depositor_comments          'Adding full bibliography for 7133939.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133939
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C5(H5), C27(H27), C34(H34)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C25(H25A,H25B), C26(H26A,H26B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29), C30(H30),
  C31(H31), C32(H32), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42),
 C44(H44), C45(H45), C46(H46), C47(H47), C48(H48)
;
_olex2_submission_special_instructions 'No special instructions were received'
_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_min   0.984
_shelx_estimated_absorpt_t_max   0.988
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
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
O1 O 0.10565(8) 0.60286(17) 0.15076(11) 0.0259(4) Uani 1 1 d . . . . .
N1 N 0.04912(8) 0.74695(19) 0.20141(12) 0.0195(4) Uani 1 1 d . . . . .
N2 N 0.15046(9) 0.49248(19) 0.31327(12) 0.0202(4) Uani 1 1 d . . . . .
C1 C -0.01361(14) 0.9448(3) 0.11501(17) 0.0344(7) Uani 1 1 d . . . . .
H1A H -0.057720 0.972315 0.085338 0.041 Uiso 1 1 calc R U . . .
H1B H 0.010396 1.012214 0.156787 0.041 Uiso 1 1 calc R U . . .
C2 C 0.02081(13) 0.8692(3) 0.07176(17) 0.0309(6) Uani 1 1 d . . . . .
H2A H 0.065987 0.890119 0.086909 0.037 Uiso 1 1 calc R U . . .
H2B H -0.002124 0.850223 0.015466 0.037 Uiso 1 1 calc R U . . .
C3 C 0.00104(11) 0.7885(3) 0.12876(15) 0.0234(5) Uani 1 1 d . . . . .
H3 H -0.034960 0.721106 0.106090 0.028 Uiso 1 1 calc R U . . .
C4 C 0.09799(10) 0.6581(2) 0.20594(15) 0.0202(5) Uani 1 1 d . . . . .
C5 C 0.14032(10) 0.6425(2) 0.29222(15) 0.0200(5) Uani 1 1 d . . . . .
H5 H 0.181253 0.691848 0.303197 0.024 Uiso 1 1 calc R U . . .
C6 C 0.10314(10) 0.7182(2) 0.33307(15) 0.0187(5) Uani 1 1 d . . . . .
C7 C 0.05021(10) 0.7789(2) 0.27663(14) 0.0183(5) Uani 1 1 d . . . . .
C8 C 0.00724(11) 0.8564(2) 0.29653(15) 0.0218(5) Uani 1 1 d . . . . .
H8 H -0.029119 0.896338 0.257814 0.026 Uiso 1 1 calc R U . . .
C9 C 0.01964(11) 0.8732(2) 0.37593(15) 0.0230(5) Uani 1 1 d . . . . .
H9 H -0.008796 0.926444 0.391499 0.028 Uiso 1 1 calc R U . . .
C10 C 0.07239(11) 0.8143(2) 0.43269(15) 0.0238(5) Uani 1 1 d . . . . .
H10 H 0.079729 0.827759 0.486340 0.029 Uiso 1 1 calc R U . . .
C11 C 0.11488(11) 0.7351(2) 0.41120(15) 0.0211(5) Uani 1 1 d . . . . .
H11 H 0.151018 0.693938 0.449717 0.025 Uiso 1 1 calc R U . . .
C12 C 0.20625(10) 0.4411(2) 0.33960(13) 0.0164(5) Uani 1 1 d . . . . .
C13 C 0.26440(10) 0.5268(2) 0.35269(14) 0.0175(5) Uani 1 1 d . . . . .
C14 C 0.29138(11) 0.5249(3) 0.29693(15) 0.0254(6) Uani 1 1 d . . . . .
H14 H 0.273704 0.467000 0.251728 0.030 Uiso 1 1 calc R U . . .
C15 C 0.34390(12) 0.6069(3) 0.30687(17) 0.0327(6) Uani 1 1 d . . . . .
H15 H 0.362046 0.605652 0.268477 0.039 Uiso 1 1 calc R U . . .
C16 C 0.36977(12) 0.6906(3) 0.37276(17) 0.0325(7) Uani 1 1 d . . . . .
H16 H 0.405507 0.747635 0.379369 0.039 Uiso 1 1 calc R U . . .
C17 C 0.34384(12) 0.6916(3) 0.42929(17) 0.0297(6) Uani 1 1 d . . . . .
H17 H 0.362097 0.748391 0.474839 0.036 Uiso 1 1 calc R U . . .
C18 C 0.29120(11) 0.6097(2) 0.41934(15) 0.0231(5) Uani 1 1 d . . . . .
H18 H 0.273465 0.610286 0.458131 0.028 Uiso 1 1 calc R U . . .
C19 C 0.21329(10) 0.2858(2) 0.35748(14) 0.0174(5) Uani 1 1 d . . . . .
C20 C 0.27161(10) 0.2199(2) 0.38299(14) 0.0190(5) Uani 1 1 d . . . . .
H20 H 0.307978 0.274987 0.390008 0.023 Uiso 1 1 calc R U . . .
C21 C 0.27724(11) 0.0741(2) 0.39836(15) 0.0222(5) Uani 1 1 d . . . . .
H21 H 0.317238 0.029724 0.415153 0.027 Uiso 1 1 calc R U . . .
C22 C 0.22444(11) -0.0061(2) 0.38912(14) 0.0222(5) Uani 1 1 d . . . . .
H22 H 0.228313 -0.105389 0.400388 0.027 Uiso 1 1 calc R U . . .
C23 C 0.16609(11) 0.0580(2) 0.36352(15) 0.0248(6) Uani 1 1 d . . . . .
H23 H 0.129848 0.002595 0.356679 0.030 Uiso 1 1 calc R U . . .
C24 C 0.16053(11) 0.2030(2) 0.34786(15) 0.0216(5) Uani 1 1 d . . . . .
H24 H 0.120345 0.246536 0.330366 0.026 Uiso 1 1 calc R U . . .
O2 O 0.60812(8) 0.63554(17) 0.15490(11) 0.0270(4) Uani 1 1 d . . . . .
N3 N 0.65260(9) 0.53057(19) 0.31703(12) 0.0220(5) Uani 1 1 d . . . . .
N4 N 0.54857(9) 0.7760(2) 0.20298(12) 0.0203(4) Uani 1 1 d . . . . .
C25 C 0.51538(12) 0.8764(2) 0.06809(15) 0.0255(6) Uani 1 1 d . . . . .
H25A H 0.491709 0.847946 0.013272 0.031 Uiso 1 1 calc R U . . .
H25B H 0.560001 0.900016 0.080492 0.031 Uiso 1 1 calc R U . . .
C26 C 0.48107(12) 0.9593(3) 0.10915(16) 0.0268(6) Uani 1 1 d . . . . .
H26A H 0.436312 0.981534 0.079618 0.032 Uiso 1 1 calc R U . . .
H26B H 0.504629 1.033622 0.146862 0.032 Uiso 1 1 calc R U . . .
C27 C 0.49865(10) 0.8058(2) 0.13025(15) 0.0214(5) Uani 1 1 d . . . . .
H27 H 0.463705 0.734752 0.112192 0.026 Uiso 1 1 calc R U . . .
C28 C 0.54860(10) 0.8087(2) 0.27773(15) 0.0199(5) Uani 1 1 d . . . . .
C29 C 0.50384(11) 0.8816(2) 0.29653(15) 0.0228(5) Uani 1 1 d . . . . .
H29 H 0.467264 0.919341 0.257171 0.027 Uiso 1 1 calc R U . . .
C30 C 0.51464(11) 0.8975(2) 0.37554(15) 0.0237(5) Uani 1 1 d . . . . .
H30 H 0.484985 0.948050 0.390149 0.028 Uiso 1 1 calc R U . . .
C31 C 0.56772(12) 0.8412(2) 0.43346(16) 0.0255(6) Uani 1 1 d . . . . .
H31 H 0.573810 0.852721 0.486867 0.031 Uiso 1 1 calc R U . . .
C32 C 0.61213(11) 0.7676(2) 0.41303(15) 0.0235(5) Uani 1 1 d . . . . .
H32 H 0.648489 0.728594 0.452202 0.028 Uiso 1 1 calc R U . . .
C33 C 0.60233(10) 0.7525(2) 0.33515(15) 0.0203(5) Uani 1 1 d . . . . .
C34 C 0.64111(10) 0.6803(2) 0.29584(15) 0.0211(5) Uani 1 1 d . . . . .
H34 H 0.681482 0.732394 0.307094 0.025 Uiso 1 1 calc R U . . .
C35 C 0.59926(10) 0.6912(2) 0.20903(15) 0.0209(5) Uani 1 1 d . . . . .
C36 C 0.70863(10) 0.4840(2) 0.35049(14) 0.0176(5) Uani 1 1 d . . . . .
C37 C 0.76651(10) 0.5746(2) 0.37280(14) 0.0171(5) Uani 1 1 d . . . . .
C38 C 0.79628(12) 0.6029(3) 0.32193(16) 0.0375(7) Uani 1 1 d . . . . .
H38 H 0.781596 0.560333 0.271601 0.045 Uiso 1 1 calc R U . . .
C39 C 0.84799(13) 0.6941(4) 0.34478(18) 0.0464(8) Uani 1 1 d . . . . .
H39 H 0.868379 0.712794 0.309672 0.056 Uiso 1 1 calc R U . . .
C40 C 0.86971(12) 0.7567(3) 0.41644(17) 0.0332(7) Uani 1 1 d . . . . .
H40 H 0.904682 0.819390 0.431044 0.040 Uiso 1 1 calc R U . . .
C41 C 0.84085(12) 0.7288(3) 0.46697(18) 0.0369(7) Uani 1 1 d . . . . .
H41 H 0.855876 0.771766 0.517191 0.044 Uiso 1 1 calc R U . . .
C42 C 0.78949(11) 0.6376(3) 0.44547(16) 0.0290(6) Uani 1 1 d . . . . .
H42 H 0.769947 0.618361 0.481420 0.035 Uiso 1 1 calc R U . . .
C43 C 0.71609(10) 0.3297(2) 0.37183(14) 0.0176(5) Uani 1 1 d . . . . .
C44 C 0.66546(11) 0.2552(2) 0.37739(15) 0.0230(5) Uani 1 1 d . . . . .
H44 H 0.627078 0.303651 0.368162 0.028 Uiso 1 1 calc R U . . .
C45 C 0.67061(11) 0.1114(2) 0.39623(15) 0.0253(6) Uani 1 1 d . . . . .
H45 H 0.635858 0.061537 0.399778 0.030 Uiso 1 1 calc R U . . .
C46 C 0.72659(11) 0.0403(2) 0.40991(14) 0.0232(5) Uani 1 1 d . . . . .
H46 H 0.730268 -0.058048 0.423337 0.028 Uiso 1 1 calc R U . . .
C47 C 0.77711(11) 0.1123(2) 0.40405(15) 0.0230(5) Uani 1 1 d . . . . .
H47 H 0.815116 0.062916 0.412371 0.028 Uiso 1 1 calc R U . . .
C48 C 0.77217(10) 0.2571(2) 0.38596(14) 0.0209(5) Uani 1 1 d . . . . .
H48 H 0.807231 0.306823 0.383222 0.025 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'
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
C4 N1 C3 123.1(2) . . ?
C4 N1 C7 110.91(19) . . ?
C7 N1 C3 125.79(18) . . ?
C12 N2 C5 120.04(19) . . ?
H1A C1 H1B 114.9 . . ?
C2 C1 H1A 117.8 . . ?
C2 C1 H1B 117.8 . . ?
C2 C1 C3 59.99(16) . . ?
C3 C1 H1A 117.8 . . ?
C3 C1 H1B 117.8 . . ?
C1 C2 H2A 117.8 . . ?
C1 C2 H2B 117.8 . . ?
C1 C2 C3 60.10(16) . . ?
H2A C2 H2B 114.9 . . ?
C3 C2 H2A 117.8 . . ?
C3 C2 H2B 117.8 . . ?
N1 C3 C1 117.9(2) . . ?
N1 C3 C2 117.6(2) . . ?
N1 C3 H3 116.5 . . ?
C1 C3 H3 116.5 . . ?
C2 C3 C1 59.91(16) . . ?
C2 C3 H3 116.5 . . ?
O1 C4 N1 125.5(2) . . ?
O1 C4 C5 126.7(2) . . ?
N1 C4 C5 107.8(2) . . ?
N2 C5 C4 110.27(19) . . ?
N2 C5 H5 110.4 . . ?
N2 C5 C6 112.53(19) . . ?
C4 C5 H5 110.4 . . ?
C6 C5 C4 102.55(18) . . ?
C6 C5 H5 110.4 . . ?
C7 C6 C5 108.5(2) . . ?
C11 C6 C5 130.8(2) . . ?
C11 C6 C7 120.7(2) . . ?
C6 C7 N1 109.70(19) . . ?
C8 C7 N1 128.5(2) . . ?
C8 C7 C6 121.8(2) . . ?
C7 C8 H8 121.4 . . ?
C7 C8 C9 117.1(2) . . ?
C9 C8 H8 121.4 . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.7(2) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C6 C11 C10 118.5(2) . . ?
C6 C11 H11 120.7 . . ?
C10 C11 H11 120.7 . . ?
N2 C12 C13 124.47(19) . . ?
N2 C12 C19 117.41(19) . . ?
C19 C12 C13 118.12(18) . . ?
C14 C13 C12 119.6(2) . . ?
C18 C13 C12 120.9(2) . . ?
C18 C13 C14 119.5(2) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C13 C18 H18 120.0 . . ?
C17 C18 C13 120.1(2) . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C12 121.4(2) . . ?
C20 C19 C24 118.7(2) . . ?
C24 C19 C12 119.9(2) . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.9(2) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 H22 119.9 . . ?
C23 C22 C21 120.1(2) . . ?
C23 C22 H22 119.9 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.9(2) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 H24 119.6 . . ?
C23 C24 C19 120.8(2) . . ?
C23 C24 H24 119.6 . . ?
C36 N3 C34 120.50(19) . . ?
C28 N4 C27 125.53(18) . . ?
C35 N4 C27 123.0(2) . . ?
C35 N4 C28 110.8(2) . . ?
H25A C25 H25B 114.9 . . ?
C26 C25 H25A 117.7 . . ?
C26 C25 H25B 117.7 . . ?
C27 C25 H25A 117.7 . . ?
C27 C25 H25B 117.7 . . ?
C27 C25 C26 60.25(16) . . ?
C25 C26 H26A 117.8 . . ?
C25 C26 H26B 117.8 . . ?
C25 C26 C27 59.72(15) . . ?
H26A C26 H26B 114.9 . . ?
C27 C26 H26A 117.8 . . ?
C27 C26 H26B 117.8 . . ?
N4 C27 C25 117.4(2) . . ?
N4 C27 C26 118.2(2) . . ?
N4 C27 H27 116.4 . . ?
C25 C27 C26 60.04(16) . . ?
C25 C27 H27 116.4 . . ?
C26 C27 H27 116.4 . . ?
C29 C28 N4 128.7(2) . . ?
C29 C28 C33 121.7(2) . . ?
C33 C28 N4 109.6(2) . . ?
C28 C29 H29 121.3 . . ?
C28 C29 C30 117.4(2) . . ?
C30 C29 H29 121.3 . . ?
C29 C30 H30 119.2 . . ?
C31 C30 C29 121.6(2) . . ?
C31 C30 H30 119.2 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 119.9(2) . . ?
C32 C31 H31 120.0 . . ?
C31 C32 H32 120.5 . . ?
C33 C32 C31 119.0(2) . . ?
C33 C32 H32 120.5 . . ?
C28 C33 C34 108.6(2) . . ?
C32 C33 C28 120.4(2) . . ?
C32 C33 C34 131.0(2) . . ?
N3 C34 C33 112.56(19) . . ?
N3 C34 H34 110.7 . . ?
N3 C34 C35 108.97(19) . . ?
C33 C34 H34 110.7 . . ?
C33 C34 C35 102.83(18) . . ?
C35 C34 H34 110.7 . . ?
O2 C35 N4 125.5(2) . . ?
O2 C35 C34 126.9(2) . . ?
N4 C35 C34 107.6(2) . . ?
N3 C36 C37 124.7(2) . . ?
N3 C36 C43 117.0(2) . . ?
C43 C36 C37 118.26(19) . . ?
C38 C37 C36 122.5(2) . . ?
C42 C37 C36 119.0(2) . . ?
C42 C37 C38 118.4(2) . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.8(3) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.4 . . ?
C40 C39 C38 121.2(3) . . ?
C40 C39 H39 119.4 . . ?
C39 C40 H40 120.3 . . ?
C39 C40 C41 119.4(3) . . ?
C41 C40 H40 120.3 . . ?
C40 C41 H41 119.8 . . ?
C40 C41 C42 120.3(3) . . ?
C42 C41 H41 119.8 . . ?
C37 C42 C41 121.0(2) . . ?
C37 C42 H42 119.5 . . ?
C41 C42 H42 119.5 . . ?
C44 C43 C36 119.2(2) . . ?
C48 C43 C36 121.9(2) . . ?
C48 C43 C44 118.9(2) . . ?
C43 C44 H44 119.7 . . ?
C45 C44 C43 120.6(2) . . ?
C45 C44 H44 119.7 . . ?
C44 C45 H45 120.1 . . ?
C44 C45 C46 119.9(2) . . ?
C46 C45 H45 120.1 . . ?
C45 C46 H46 119.9 . . ?
C47 C46 C45 120.2(2) . . ?
C47 C46 H46 119.9 . . ?
C46 C47 H47 120.0 . . ?
C46 C47 C48 119.9(2) . . ?
C48 C47 H47 120.0 . . ?
C43 C48 H48 119.8 . . ?
C47 C48 C43 120.4(2) . . ?
C47 C48 H48 119.8 . . ?
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
O1 C4 1.215(3) . ?
N1 C3 1.436(3) . ?
N1 C4 1.377(3) . ?
N1 C7 1.414(3) . ?
N2 C5 1.453(3) . ?
N2 C12 1.284(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.499(4) . ?
C1 C3 1.502(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.500(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.532(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.515(3) . ?
C6 C7 1.393(3) . ?
C6 C11 1.375(3) . ?
C7 C8 1.384(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.395(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.400(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.500(3) . ?
C12 C19 1.487(3) . ?
C13 C14 1.390(3) . ?
C13 C18 1.389(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(3) . ?
C19 C24 1.396(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.391(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.384(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.383(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(3) . ?
C24 H24 0.9500 . ?
O2 C35 1.212(3) . ?
N3 C34 1.454(3) . ?
N3 C36 1.280(3) . ?
N4 C27 1.430(3) . ?
N4 C28 1.415(3) . ?
N4 C35 1.382(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.502(3) . ?
C25 C27 1.497(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.505(3) . ?
C27 H27 1.0000 . ?
C28 C29 1.386(3) . ?
C28 C33 1.395(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.395(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.391(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.398(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.379(3) . ?
C33 C34 1.508(3) . ?
C34 H34 1.0000 . ?
C34 C35 1.534(3) . ?
C36 C37 1.501(3) . ?
C36 C43 1.491(3) . ?
C37 C38 1.382(3) . ?
C37 C42 1.378(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.396(4) . ?
C39 H39 0.9500 . ?
C39 C40 1.361(4) . ?
C40 H40 0.9500 . ?
C40 C41 1.361(4) . ?
C41 H41 0.9500 . ?
C41 C42 1.390(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.395(3) . ?
C43 C48 1.395(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.386(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.387(3) . ?
C46 H46 0.9500 . ?
C46 C47 1.384(3) . ?
C47 H47 0.9500 . ?
C47 C48 1.391(3) . ?
C48 H48 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
O1 C4 C5 N2 -52.9(3) . . . . ?
O1 C4 C5 C6 -173.0(2) . . . . ?
N1 C4 C5 N2 127.21(19) . . . . ?
N1 C4 C5 C6 7.2(2) . . . . ?
N1 C7 C8 C9 -179.6(2) . . . . ?
N2 C5 C6 C7 -123.3(2) . . . . ?
N2 C5 C6 C11 58.2(3) . . . . ?
N2 C12 C13 C14 -98.6(3) . . . . ?
N2 C12 C13 C18 80.5(3) . . . . ?
N2 C12 C19 C20 177.2(2) . . . . ?
N2 C12 C19 C24 -2.1(3) . . . . ?
C1 C2 C3 N1 -107.9(3) . . . . ?
C2 C1 C3 N1 107.4(2) . . . . ?
C3 N1 C4 O1 -1.6(4) . . . . ?
C3 N1 C4 C5 178.26(19) . . . . ?
C3 N1 C7 C6 178.5(2) . . . . ?
C3 N1 C7 C8 -1.0(4) . . . . ?
C4 N1 C3 C1 -129.4(2) . . . . ?
C4 N1 C3 C2 -60.8(3) . . . . ?
C4 N1 C7 C6 4.0(2) . . . . ?
C4 N1 C7 C8 -175.5(2) . . . . ?
C4 C5 C6 C7 -4.8(2) . . . . ?
C4 C5 C6 C11 176.6(2) . . . . ?
C5 N2 C12 C13 1.5(4) . . . . ?
C5 N2 C12 C19 -177.9(2) . . . . ?
C5 C6 C7 N1 0.9(2) . . . . ?
C5 C6 C7 C8 -179.55(19) . . . . ?
C5 C6 C11 C10 178.5(2) . . . . ?
C6 C7 C8 C9 1.0(3) . . . . ?
C7 N1 C3 C1 56.7(3) . . . . ?
C7 N1 C3 C2 125.4(2) . . . . ?
C7 N1 C4 O1 173.0(2) . . . . ?
C7 N1 C4 C5 -7.1(2) . . . . ?
C7 C6 C11 C10 0.2(3) . . . . ?
C7 C8 C9 C10 -0.5(3) . . . . ?
C8 C9 C10 C11 -0.2(3) . . . . ?
C9 C10 C11 C6 0.3(3) . . . . ?
C11 C6 C7 N1 179.63(19) . . . . ?
C11 C6 C7 C8 -0.8(3) . . . . ?
C12 N2 C5 C4 120.4(2) . . . . ?
C12 N2 C5 C6 -125.8(2) . . . . ?
C12 C13 C14 C15 177.9(2) . . . . ?
C12 C13 C18 C17 -178.0(2) . . . . ?
C12 C19 C20 C21 -179.0(2) . . . . ?
C12 C19 C24 C23 179.4(2) . . . . ?
C13 C12 C19 C20 -2.2(3) . . . . ?
C13 C12 C19 C24 178.5(2) . . . . ?
C13 C14 C15 C16 0.3(4) . . . . ?
C14 C13 C18 C17 1.1(3) . . . . ?
C14 C15 C16 C17 0.7(4) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C16 C17 C18 C13 -0.1(4) . . . . ?
C18 C13 C14 C15 -1.2(4) . . . . ?
C19 C12 C13 C14 80.8(3) . . . . ?
C19 C12 C13 C18 -100.1(3) . . . . ?
C19 C20 C21 C22 -0.8(4) . . . . ?
C20 C19 C24 C23 0.1(4) . . . . ?
C20 C21 C22 C23 1.0(4) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C23 C24 C19 0.1(4) . . . . ?
C24 C19 C20 C21 0.2(4) . . . . ?
N3 C34 C35 O2 -52.7(3) . . . . ?
N3 C34 C35 N4 126.89(19) . . . . ?
N3 C36 C37 C38 -87.3(3) . . . . ?
N3 C36 C37 C42 89.7(3) . . . . ?
N3 C36 C43 C44 -19.5(3) . . . . ?
N3 C36 C43 C48 160.1(2) . . . . ?
N4 C28 C29 C30 178.9(2) . . . . ?
N4 C28 C33 C32 -178.40(19) . . . . ?
N4 C28 C33 C34 1.2(2) . . . . ?
C25 C26 C27 N4 107.1(2) . . . . ?
C26 C25 C27 N4 -108.4(2) . . . . ?
C27 N4 C28 C29 -4.2(4) . . . . ?
C27 N4 C28 C33 174.5(2) . . . . ?
C27 N4 C35 O2 1.6(4) . . . . ?
C27 N4 C35 C34 -178.03(19) . . . . ?
C28 N4 C27 C25 131.8(2) . . . . ?
C28 N4 C27 C26 62.9(3) . . . . ?
C28 N4 C35 O2 172.6(2) . . . . ?
C28 N4 C35 C34 -7.0(2) . . . . ?
C28 C29 C30 C31 -0.7(3) . . . . ?
C28 C33 C34 N3 -122.1(2) . . . . ?
C28 C33 C34 C35 -5.0(2) . . . . ?
C29 C28 C33 C32 0.5(3) . . . . ?
C29 C28 C33 C34 -180.0(2) . . . . ?
C29 C30 C31 C32 0.6(3) . . . . ?
C30 C31 C32 C33 0.1(3) . . . . ?
C31 C32 C33 C28 -0.7(3) . . . . ?
C31 C32 C33 C34 179.9(2) . . . . ?
C32 C33 C34 N3 57.3(3) . . . . ?
C32 C33 C34 C35 174.4(2) . . . . ?
C33 C28 C29 C30 0.2(3) . . . . ?
C33 C34 C35 O2 -172.3(2) . . . . ?
C33 C34 C35 N4 7.3(2) . . . . ?
C34 N3 C36 C37 1.6(4) . . . . ?
C34 N3 C36 C43 178.6(2) . . . . ?
C35 N4 C27 C25 -58.6(3) . . . . ?
C35 N4 C27 C26 -127.5(2) . . . . ?
C35 N4 C28 C29 -174.9(2) . . . . ?
C35 N4 C28 C33 3.8(2) . . . . ?
C36 N3 C34 C33 -120.0(2) . . . . ?
C36 N3 C34 C35 126.6(2) . . . . ?
C36 C37 C38 C39 176.6(3) . . . . ?
C36 C37 C42 C41 -176.3(2) . . . . ?
C36 C43 C44 C45 179.3(2) . . . . ?
C36 C43 C48 C47 -178.6(2) . . . . ?
C37 C36 C43 C44 157.7(2) . . . . ?
C37 C36 C43 C48 -22.7(3) . . . . ?
C37 C38 C39 C40 -0.3(5) . . . . ?
C38 C37 C42 C41 0.8(4) . . . . ?
C38 C39 C40 C41 0.7(5) . . . . ?
C39 C40 C41 C42 -0.3(4) . . . . ?
C40 C41 C42 C37 -0.5(4) . . . . ?
C42 C37 C38 C39 -0.4(4) . . . . ?
C43 C36 C37 C38 95.7(3) . . . . ?
C43 C36 C37 C42 -87.3(3) . . . . ?
C43 C44 C45 C46 0.1(4) . . . . ?
C44 C43 C48 C47 1.0(4) . . . . ?
C44 C45 C46 C47 -0.6(4) . . . . ?
C45 C46 C47 C48 1.3(4) . . . . ?
C46 C47 C48 C43 -1.5(4) . . . . ?
C48 C43 C44 C45 -0.3(4) . . . . ?
