#------------------------------------------------------------------------------
#$Date: 2021-07-05 20:39:47 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267182 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/74/7707448.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_7707448
loop_
_publ_author_name
'Elamathi, C.'
'Butcher, R. J.'
'Mohankumar, A.'
'Sundararaj, P.'
'Elango, K. P.'
'Kalaivani, P.'
'Prabhakaran, R.'
_publ_section_title
;
 Dual sensing of methionine and aspartic acid in aqueous medium by a
 quinoline-based fluorescent probe.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8820
_journal_page_last               8830
_journal_paper_doi               10.1039/d1dt00648g
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C18 H16 N4 O2'
_chemical_formula_sum            'C18 H16 N4 O2'
_chemical_formula_weight         320.35
_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_Hall           'P 61'
_space_group_name_H-M_alt        'P 61'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-06-11 deposited with the CCDC.	2021-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   20.266(2)
_cell_length_b                   20.266(2)
_cell_length_c                   20.0904(18)
_cell_measurement_reflns_used    1726
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.7490
_cell_measurement_theta_min      4.0360
_cell_volume                     7145.9(12)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'Shelxt (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.6501
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1222
_diffrn_reflns_av_unetI/netI     0.0885
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17444
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.242
_diffrn_reflns_theta_min         3.482
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_description       'hexagonal plate'
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.094
_refine_ls_abs_structure_details
;
 Flack x determined using 700 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   3.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         8026
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.2135
_refine_ls_R_factor_gt           0.1351
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3388
_refine_ls_wR_factor_ref         0.3987
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.862
_reflns_Friedel_fraction_max     0.862
_reflns_number_gt                3560
_reflns_number_total             8026
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1dt00648g2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7707448--7707450.cif.'
_cod_original_cell_volume        7145.9(15)
_cod_database_code               7707448
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x-y, x, z+1/6'
'-y, x-y, z+1/3'
'-x, -y, z+1/2'
'-x+y, -x, z+2/3'
'y, -x+y, z+5/6'
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
O1A O 1.0927(5) 0.7213(5) 0.0911(5) 0.054(2) Uani 1 1 d . . . . .
O2A O 0.6902(7) 0.5431(7) 0.0732(5) 0.065(3) Uani 1 1 d . . . . .
N1A N 1.1506(5) 0.8517(5) 0.0860(5) 0.034(2) Uani 1 1 d . . . . .
H1AA H 1.1960 0.8559 0.0867 0.041 Uiso 1 1 calc R U . . .
N2A N 0.8772(9) 0.6918(9) 0.0829(6) 0.073(4) Uani 1 1 d . . . . .
N3A N 0.8192(6) 0.6209(6) 0.0794(6) 0.045(3) Uani 1 1 d . . . . .
H3AB H 0.8274 0.5822 0.0798 0.054 Uiso 1 1 calc R U . . .
N4A N 0.7385(5) 0.6721(6) 0.0809(6) 0.044(3) Uani 1 1 d . . . . .
H4AA H 0.7815 0.7153 0.0866 0.052 Uiso 1 1 calc R U . . .
C1A C 1.0867(10) 0.7794(8) 0.0877(7) 0.052(4) Uani 1 1 d . . . . .
C2A C 1.0142(7) 0.7748(9) 0.0859(7) 0.056(4) Uani 1 1 d . . . . .
C3A C 1.0095(9) 0.8420(10) 0.0835(8) 0.056(4) Uani 1 1 d . . . . .
H3AA H 0.9613 0.8391 0.0838 0.067 Uiso 1 1 calc R U . . .
C4A C 1.0762(8) 0.9126(10) 0.0807(6) 0.053(4) Uani 1 1 d . . . . .
C5A C 1.0738(9) 0.9834(9) 0.0794(7) 0.053(4) Uani 1 1 d . . . . .
H5AA H 1.0268 0.9830 0.0822 0.063 Uiso 1 1 calc R U . . .
C6A C 1.1413(9) 1.0503(11) 0.0743(7) 0.065(4) Uani 1 1 d . . . . .
C7A C 1.2105(9) 1.0540(10) 0.0767(7) 0.064(4) Uani 1 1 d . . . . .
H7AA H 1.2564 1.1019 0.0761 0.076 Uiso 1 1 calc R U . . .
C8A C 1.2126(7) 0.9873(8) 0.0801(7) 0.047(3) Uani 1 1 d . . . . .
H8AA H 1.2601 0.9886 0.0803 0.057 Uiso 1 1 calc R U . . .
C9A C 1.1460(7) 0.9188(8) 0.0833(6) 0.039(3) Uani 1 1 d . . . . .
C10A C 1.1419(10) 1.1304(10) 0.0682(9) 0.076(5) Uani 1 1 d . . . . .
H10A H 1.0894 1.1207 0.0695 0.114 Uiso 1 1 calc R U . . .
H10B H 1.1658 1.1552 0.0261 0.114 Uiso 1 1 calc R U . . .
H10C H 1.1707 1.1636 0.1054 0.114 Uiso 1 1 calc R U . . .
C11A C 0.9446(8) 0.6997(10) 0.0854(7) 0.057(4) Uani 1 1 d . . . . .
H11A H 0.9493 0.6554 0.0869 0.069 Uiso 1 1 calc R U . . .
C12A C 0.7462(9) 0.6087(10) 0.0753(8) 0.063(4) Uani 1 1 d . . . . .
C13A C 0.6751(7) 0.6783(7) 0.0791(8) 0.049(3) Uani 1 1 d . . . . .
C14A C 0.6041(9) 0.6215(9) 0.0494(7) 0.057(4) Uani 1 1 d . . . . .
H14A H 0.6001 0.5768 0.0302 0.068 Uiso 1 1 calc R U . . .
C15A C 0.5429(9) 0.6326(10) 0.0492(8) 0.069(4) Uani 1 1 d . . . . .
H15A H 0.4967 0.5952 0.0294 0.082 Uiso 1 1 calc R U . . .
C16A C 0.5462(11) 0.6945(12) 0.0762(10) 0.076(5) Uani 1 1 d . . . . .
H16A H 0.5020 0.6996 0.0765 0.092 Uiso 1 1 calc R U . . .
C17A C 0.6111(15) 0.7493(12) 0.1028(10) 0.090(6) Uani 1 1 d . . . . .
H17A H 0.6120 0.7923 0.1227 0.108 Uiso 1 1 calc R U . . .
C18A C 0.6794(9) 0.7447(9) 0.1021(8) 0.063(4) Uani 1 1 d . . . . .
H18A H 0.7264 0.7861 0.1169 0.075 Uiso 1 1 calc R U . . .
O1B O 0.8314(5) 0.4878(5) 0.0777(5) 0.053(2) Uani 1 1 d . . . . .
O2B O 1.0073(6) 0.2546(6) 0.0918(7) 0.071(3) Uani 1 1 d . . . . .
N1B N 0.7011(6) 0.4102(7) 0.0847(5) 0.045(3) Uani 1 1 d . . . . .
H1BA H 0.6968 0.4514 0.0846 0.054 Uiso 1 1 calc R U . . .
N2B N 0.8592(6) 0.2990(7) 0.0847(6) 0.053(3) Uani 1 1 d . . . . .
N3B N 0.9306(6) 0.3076(6) 0.0868(6) 0.051(3) Uani 1 1 d . . . . .
H3BB H 0.9706 0.3538 0.0878 0.061 Uiso 1 1 calc R U . . .
N4B N 0.8788(8) 0.1819(8) 0.0908(7) 0.077(4) Uani 1 1 d . . . . .
H4BA H 0.8378 0.1845 0.1005 0.092 Uiso 1 1 calc R U . . .
C1B C 0.7715(8) 0.4216(9) 0.0818(7) 0.049(3) Uani 1 1 d . . . . .
C2B C 0.7771(7) 0.3523(7) 0.0829(6) 0.038(3) Uani 1 1 d . . . . .
C3B C 0.7140(9) 0.2858(8) 0.0831(6) 0.047(3) Uani 1 1 d . . . . .
H3BA H 0.7192 0.2417 0.0823 0.057 Uiso 1 1 calc R U . . .
C4B C 0.6386(7) 0.2742(8) 0.0845(7) 0.052(4) Uani 1 1 d . . . . .
C5B C 0.5684(9) 0.2033(9) 0.0862(7) 0.057(4) Uani 1 1 d . . . . .
H5BA H 0.5699 0.1572 0.0839 0.068 Uiso 1 1 calc R U . . .
C6B C 0.4994(7) 0.1996(8) 0.0909(7) 0.048(3) Uani 1 1 d . . . . .
C7B C 0.4993(9) 0.2705(9) 0.0930(7) 0.057(4) Uani 1 1 d . . . . .
H7BA H 0.4514 0.2684 0.0953 0.068 Uiso 1 1 calc R U . . .
C8B C 0.5622(8) 0.3393(9) 0.0918(8) 0.061(4) Uani 1 1 d . . . . .
H8BA H 0.5585 0.3842 0.0936 0.073 Uiso 1 1 calc R U . . .
C9B C 0.6367(8) 0.3445(9) 0.0879(6) 0.047(3) Uani 1 1 d . . . . .
C10B C 0.4270(12) 0.1240(11) 0.0958(9) 0.081(5) Uani 1 1 d . . . . .
H10D H 0.4364 0.0836 0.0804 0.122 Uiso 1 1 calc R U . . .
H10E H 0.3877 0.1248 0.0680 0.122 Uiso 1 1 calc R U . . .
H10F H 0.4098 0.1145 0.1422 0.122 Uiso 1 1 calc R U . . .
C11B C 0.8531(8) 0.3628(10) 0.0836(7) 0.054(4) Uani 1 1 d . . . . .
H11B H 0.8969 0.4122 0.0833 0.065 Uiso 1 1 calc R U . . .
C12B C 0.9412(7) 0.2455(10) 0.0874(8) 0.057(4) Uani 1 1 d . . . . .
C13B C 0.8675(7) 0.1066(9) 0.0808(7) 0.053(4) Uani 1 1 d . . . . .
C14B C 0.9198(10) 0.0880(11) 0.0550(8) 0.069(5) Uani 1 1 d . . . . .
H14B H 0.9710 0.1272 0.0479 0.083 Uiso 1 1 calc R U . . .
C15B C 0.8983(12) 0.0128(12) 0.0393(8) 0.074(5) Uani 1 1 d . . . . .
H15B H 0.9352 0.0035 0.0187 0.089 Uiso 1 1 calc R U . . .
C16B C 0.8276(14) -0.0487(12) 0.0515(9) 0.084(6) Uani 1 1 d . . . . .
H16B H 0.8156 -0.0994 0.0417 0.100 Uiso 1 1 calc R U . . .
C17B C 0.7754(11) -0.0326(11) 0.0787(11) 0.083(5) Uani 1 1 d . . . . .
H17B H 0.7249 -0.0727 0.0867 0.099 Uiso 1 1 calc R U . . .
C18B C 0.7957(13) 0.0432(10) 0.0949(11) 0.089(6) Uani 1 1 d . . . . .
H18B H 0.7589 0.0517 0.1164 0.107 Uiso 1 1 calc R U . . .
O1C O 1.0669(5) 0.4544(6) 0.0959(6) 0.070(3) Uani 1 1 d . . . . .
O2C O 1.2891(6) 0.8583(6) 0.0924(6) 0.060(3) Uani 1 1 d . . . . .
N1C N 1.1373(7) 0.3991(7) 0.0882(6) 0.063(3) Uani 1 1 d . . . . .
H1CA H 1.0950 0.3547 0.0861 0.075 Uiso 1 1 calc R U . . .
N2C N 1.2514(7) 0.6704(7) 0.0914(6) 0.058(3) Uani 1 1 d . . . . .
N3C N 1.2389(8) 0.7303(7) 0.0933(6) 0.056(3) Uani 1 1 d . . . . .
H3CB H 1.1920 0.7221 0.0963 0.067 Uiso 1 1 calc R U . . .
N4C N 1.3669(7) 0.8074(8) 0.0892(6) 0.057(3) Uani 1 1 d . . . . .
H4CA H 1.3656 0.7634 0.0875 0.069 Uiso 1 1 calc R U . . .
C1C C 1.1316(11) 0.4652(11) 0.0911(8) 0.065(5) Uani 1 1 d . . . . .
C2C C 1.1976(7) 0.5359(8) 0.0899(7) 0.041(3) Uani 1 1 d . . . . .
C3C C 1.2667(10) 0.5387(8) 0.0908(7) 0.055(4) Uani 1 1 d . . . . .
H3CA H 1.3116 0.5873 0.0922 0.066 Uiso 1 1 calc R U . . .
C4C C 1.2750(7) 0.4744(7) 0.0898(7) 0.041(3) Uani 1 1 d . . . . .
C5C C 1.3467(9) 0.4791(11) 0.0922(7) 0.068(4) Uani 1 1 d . . . . .
H5CA H 1.3922 0.5272 0.0928 0.081 Uiso 1 1 calc R U . . .
C6C C 1.3501(9) 0.4070(9) 0.0938(7) 0.053(4) Uani 1 1 d . . . . .
C7C C 1.2815(11) 0.3417(12) 0.0907(9) 0.075(5) Uani 1 1 d . . . . .
H7CA H 1.2831 0.2956 0.0913 0.090 Uiso 1 1 calc R U . . .
C8C C 1.2105(9) 0.3339(9) 0.0870(8) 0.059(4) Uani 1 1 d . . . . .
H8CA H 1.1657 0.2855 0.0835 0.070 Uiso 1 1 calc R U . . .
C9C C 1.2083(8) 0.4004(7) 0.0885(6) 0.042(3) Uani 1 1 d . . . . .
C10C C 1.4238(11) 0.4131(12) 0.1015(10) 0.084(6) Uani 1 1 d . . . . .
H10G H 1.4175 0.3664 0.1221 0.127 Uiso 1 1 calc R U . . .
H10H H 1.4561 0.4568 0.1300 0.127 Uiso 1 1 calc R U . . .
H10I H 1.4478 0.4200 0.0578 0.127 Uiso 1 1 calc R U . . .
C11C C 1.1869(8) 0.5992(9) 0.0925(7) 0.054(4) Uani 1 1 d . . . . .
H11C H 1.1374 0.5932 0.0949 0.064 Uiso 1 1 calc R U . . .
C12C C 1.2991(9) 0.8037(10) 0.0906(7) 0.057(4) Uani 1 1 d . . . . .
C13C C 1.4405(9) 0.8728(7) 0.0901(8) 0.057(4) Uani 1 1 d . . . . .
C14C C 1.4533(9) 0.9409(9) 0.1222(8) 0.061(4) Uani 1 1 d . . . . .
H14C H 1.4114 0.9417 0.1423 0.074 Uiso 1 1 calc R U . . .
C15C C 1.5222(9) 1.0038(9) 0.1253(8) 0.065(4) Uani 1 1 d . . . . .
H15C H 1.5277 1.0483 0.1462 0.078 Uiso 1 1 calc R U . . .
C16C C 1.5867(14) 1.0045(16) 0.0976(11) 0.105(8) Uani 1 1 d . . . . .
H16C H 1.6366 1.0473 0.1009 0.126 Uiso 1 1 calc R U . . .
C17C C 1.5711(11) 0.9359(14) 0.0643(9) 0.087(6) Uani 1 1 d . . . . .
H17C H 1.6129 0.9347 0.0441 0.104 Uiso 1 1 calc R U . . .
C18C C 1.4982(11) 0.8692(16) 0.0588(8) 0.096(7) Uani 1 1 d . . . . .
H18D H 1.4903 0.8254 0.0351 0.115 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
C1A N1A C9A 122.8(9) . . ?
C1A N1A H1AA 118.6 . . ?
C9A N1A H1AA 118.6 . . ?
C11A N2A N3A 116.5(13) . . ?
N2A N3A C12A 119.3(12) . . ?
N2A N3A H3AB 120.3 . . ?
C12A N3A H3AB 120.3 . . ?
C13A N4A C12A 129.9(12) . . ?
C13A N4A H4AA 115.0 . . ?
C12A N4A H4AA 115.0 . . ?
O1A C1A N1A 121.3(13) . . ?
O1A C1A C2A 121.7(15) . . ?
N1A C1A C2A 117.0(11) . . ?
C3A C2A C1A 120.1(13) . . ?
C3A C2A C11A 120.4(12) . . ?
C1A C2A C11A 119.5(14) . . ?
C4A C3A C2A 119.5(12) . . ?
C4A C3A H3AA 120.2 . . ?
C2A C3A H3AA 120.2 . . ?
C9A C4A C3A 121.7(14) . . ?
C9A C4A C5A 117.0(14) . . ?
C3A C4A C5A 121.2(12) . . ?
C6A C5A C4A 117.9(13) . . ?
C6A C5A H5AA 121.1 . . ?
C4A C5A H5AA 121.1 . . ?
C5A C6A C7A 122.9(16) . . ?
C5A C6A C10A 120.1(13) . . ?
C7A C6A C10A 117.0(15) . . ?
C6A C7A C8A 118.8(15) . . ?
C6A C7A H7AA 120.6 . . ?
C8A C7A H7AA 120.6 . . ?
C9A C8A C7A 119.9(12) . . ?
C9A C8A H8AA 120.1 . . ?
C7A C8A H8AA 120.1 . . ?
C4A C9A C8A 123.1(12) . . ?
C4A C9A N1A 118.7(12) . . ?
C8A C9A N1A 118.0(10) . . ?
C6A C10A H10A 109.5 . . ?
C6A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
C6A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
N2A C11A C2A 122.4(14) . . ?
N2A C11A H11A 118.8 . . ?
C2A C11A H11A 118.8 . . ?
O2A C12A N3A 121.3(16) . . ?
O2A C12A N4A 122.2(15) . . ?
N3A C12A N4A 116.1(13) . . ?
N4A C13A C18A 118.7(13) . . ?
N4A C13A C14A 123.3(13) . . ?
C18A C13A C14A 117.8(13) . . ?
C15A C14A C13A 119.5(14) . . ?
C15A C14A H14A 120.2 . . ?
C13A C14A H14A 120.2 . . ?
C16A C15A C14A 122.0(16) . . ?
C16A C15A H15A 119.0 . . ?
C14A C15A H15A 119.0 . . ?
C17A C16A C15A 120.5(17) . . ?
C17A C16A H16A 119.8 . . ?
C15A C16A H16A 119.8 . . ?
C16A C17A C18A 121.5(16) . . ?
C16A C17A H17A 119.2 . . ?
C18A C17A H17A 119.2 . . ?
C13A C18A C17A 118.3(14) . . ?
C13A C18A H18A 120.9 . . ?
C17A C18A H18A 120.9 . . ?
C9B N1B C1B 127.7(12) . . ?
C9B N1B H1BA 116.2 . . ?
C1B N1B H1BA 116.2 . . ?
C11B N2B N3B 118.2(11) . . ?
N2B N3B C12B 121.4(11) . . ?
N2B N3B H3BB 119.3 . . ?
C12B N3B H3BB 119.3 . . ?
C12B N4B C13B 127.8(15) . . ?
C12B N4B H4BA 116.1 . . ?
C13B N4B H4BA 116.1 . . ?
O1B C1B N1B 123.8(12) . . ?
O1B C1B C2B 121.1(12) . . ?
N1B C1B C2B 115.1(13) . . ?
C3B C2B C11B 124.7(12) . . ?
C3B C2B C1B 118.7(11) . . ?
C11B C2B C1B 116.6(12) . . ?
C2B C3B C4B 125.7(12) . . ?
C2B C3B H3BA 117.2 . . ?
C4B C3B H3BA 117.2 . . ?
C3B C4B C5B 127.8(14) . . ?
C3B C4B C9B 113.1(12) . . ?
C5B C4B C9B 119.1(12) . . ?
C6B C5B C4B 122.2(13) . . ?
C6B C5B H5BA 118.9 . . ?
C4B C5B H5BA 118.9 . . ?
C5B C6B C7B 117.4(13) . . ?
C5B C6B C10B 120.7(13) . . ?
C7B C6B C10B 121.9(13) . . ?
C8B C7B C6B 124.3(14) . . ?
C8B C7B H7BA 117.9 . . ?
C6B C7B H7BA 117.9 . . ?
C7B C8B C9B 119.2(15) . . ?
C7B C8B H8BA 120.4 . . ?
C9B C8B H8BA 120.4 . . ?
N1B C9B C4B 119.5(11) . . ?
N1B C9B C8B 122.6(13) . . ?
C4B C9B C8B 117.8(13) . . ?
C6B C10B H10D 109.5 . . ?
C6B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
C6B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
N2B C11B C2B 117.2(13) . . ?
N2B C11B H11B 121.4 . . ?
C2B C11B H11B 121.4 . . ?
O2B C12B N4B 126.0(16) . . ?
O2B C12B N3B 120.4(14) . . ?
N4B C12B N3B 113.2(13) . . ?
C14B C13B C18B 114.1(15) . . ?
C14B C13B N4B 126.9(14) . . ?
C18B C13B N4B 118.9(13) . . ?
C13B C14B C15B 121.1(17) . . ?
C13B C14B H14B 119.4 . . ?
C15B C14B H14B 119.4 . . ?
C16B C15B C14B 124.4(17) . . ?
C16B C15B H15B 117.8 . . ?
C14B C15B H15B 117.8 . . ?
C17B C16B C15B 115.9(18) . . ?
C17B C16B H16B 122.1 . . ?
C15B C16B H16B 122.1 . . ?
C16B C17B C18B 120.8(19) . . ?
C16B C17B H17B 119.6 . . ?
C18B C17B H17B 119.6 . . ?
C13B C18B C17B 123.5(18) . . ?
C13B C18B H18B 118.3 . . ?
C17B C18B H18B 118.3 . . ?
C1C N1C C9C 123.1(13) . . ?
C1C N1C H1CA 118.5 . . ?
C9C N1C H1CA 118.5 . . ?
N3C N2C C11C 115.5(12) . . ?
N2C N3C C12C 120.3(12) . . ?
N2C N3C H3CB 119.9 . . ?
C12C N3C H3CB 119.9 . . ?
C12C N4C C13C 128.6(13) . . ?
C12C N4C H4CA 115.7 . . ?
C13C N4C H4CA 115.7 . . ?
O1C C1C C2C 125.4(14) . . ?
O1C C1C N1C 115.3(17) . . ?
C2C C1C N1C 119.3(13) . . ?
C3C C2C C1C 118.5(12) . . ?
C3C C2C C11C 125.6(13) . . ?
C1C C2C C11C 115.7(12) . . ?
C2C C3C C4C 123.9(14) . . ?
C2C C3C H3CA 118.0 . . ?
C4C C3C H3CA 118.0 . . ?
C3C C4C C5C 122.6(14) . . ?
C3C C4C C9C 119.2(11) . . ?
C5C C4C C9C 118.2(12) . . ?
C4C C5C C6C 118.9(15) . . ?
C4C C5C H5CA 120.5 . . ?
C6C C5C H5CA 120.5 . . ?
C7C C6C C10C 126.7(15) . . ?
C7C C6C C5C 115.3(12) . . ?
C10C C6C C5C 118.0(15) . . ?
C6C C7C C8C 128.2(16) . . ?
C6C C7C H7CA 115.9 . . ?
C8C C7C H7CA 115.9 . . ?
C7C C8C C9C 115.8(15) . . ?
C7C C8C H8CA 122.1 . . ?
C9C C8C H8CA 122.1 . . ?
C8C C9C N1C 120.7(13) . . ?
C8C C9C C4C 123.5(12) . . ?
N1C C9C C4C 115.8(10) . . ?
C6C C10C H10G 109.5 . . ?
C6C C10C H10H 109.5 . . ?
H10G C10C H10H 109.5 . . ?
C6C C10C H10I 109.5 . . ?
H10G C10C H10I 109.5 . . ?
H10H C10C H10I 109.5 . . ?
N2C C11C C2C 117.1(12) . . ?
N2C C11C H11C 121.4 . . ?
C2C C11C H11C 121.4 . . ?
O2C C12C N4C 125.5(16) . . ?
O2C C12C N3C 121.3(13) . . ?
N4C C12C N3C 113.1(13) . . ?
C18C C13C N4C 118.4(16) . . ?
C18C C13C C14C 120.9(17) . . ?
N4C C13C C14C 120.6(14) . . ?
C15C C14C C13C 122.8(15) . . ?
C15C C14C H14C 118.6 . . ?
C13C C14C H14C 118.6 . . ?
C14C C15C C16C 120.6(18) . . ?
C14C C15C H15C 119.7 . . ?
C16C C15C H15C 119.7 . . ?
C15C C16C C17C 115(2) . . ?
C15C C16C H16C 122.6 . . ?
C17C C16C H16C 122.6 . . ?
C18C C17C C16C 125.4(19) . . ?
C18C C17C H17C 117.3 . . ?
C16C C17C H17C 117.3 . . ?
C13C C18C C17C 115(2) . . ?
C13C C18C H18D 122.4 . . ?
C17C C18C H18D 122.4 . . ?
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
O1A C1A 1.243(14) . ?
O2A C12A 1.244(18) . ?
N1A C1A 1.389(18) . ?
N1A C9A 1.411(15) . ?
N1A H1AA 0.8800 . ?
N2A C11A 1.295(18) . ?
N2A N3A 1.326(17) . ?
N3A C12A 1.375(19) . ?
N3A H3AB 0.8800 . ?
N4A C13A 1.354(15) . ?
N4A C12A 1.37(2) . ?
N4A H4AA 0.8800 . ?
C1A C2A 1.43(2) . ?
C2A C3A 1.41(2) . ?
C2A C11A 1.47(2) . ?
C3A C4A 1.39(2) . ?
C3A H3AA 0.9500 . ?
C4A C9A 1.356(16) . ?
C4A C5A 1.46(2) . ?
C5A C6A 1.37(2) . ?
C5A H5AA 0.9500 . ?
C6A C7A 1.37(2) . ?
C6A C10A 1.62(2) . ?
C7A C8A 1.38(2) . ?
C7A H7AA 0.9500 . ?
C8A C9A 1.370(18) . ?
C8A H8AA 0.9500 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C11A H11A 0.9500 . ?
C13A C18A 1.38(2) . ?
C13A C14A 1.45(2) . ?
C14A C15A 1.37(2) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.34(2) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.34(3) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.43(3) . ?
C17A H17A 0.9500 . ?
C18A H18A 0.9500 . ?
O1B C1B 1.284(17) . ?
O2B C12B 1.260(15) . ?
N1B C9B 1.320(18) . ?
N1B C1B 1.329(16) . ?
N1B H1BA 0.8800 . ?
N2B C11B 1.359(18) . ?
N2B N3B 1.370(14) . ?
N3B C12B 1.379(18) . ?
N3B H3BB 0.8800 . ?
N4B C12B 1.279(19) . ?
N4B C13B 1.44(2) . ?
N4B H4BA 0.8800 . ?
C1B C2B 1.465(18) . ?
C2B C3B 1.315(18) . ?
C2B C11B 1.444(16) . ?
C3B C4B 1.426(19) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.43(2) . ?
C4B C9B 1.45(2) . ?
C5B C6B 1.368(18) . ?
C5B H5BA 0.9500 . ?
C6B C7B 1.44(2) . ?
C6B C10B 1.50(2) . ?
C7B C8B 1.34(2) . ?
C7B H7BA 0.9500 . ?
C8B C9B 1.462(19) . ?
C8B H8BA 0.9500 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
C11B H11B 0.9500 . ?
C13B C14B 1.39(2) . ?
C13B C18B 1.41(2) . ?
C14B C15B 1.40(2) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.37(3) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.37(3) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.42(2) . ?
C17B H17B 0.9500 . ?
C18B H18B 0.9500 . ?
O1C C1C 1.222(17) . ?
O2C C12C 1.222(17) . ?
N1C C1C 1.402(19) . ?
N1C C9C 1.425(17) . ?
N1C H1CA 0.8800 . ?
N2C N3C 1.360(16) . ?
N2C C11C 1.381(18) . ?
N3C C12C 1.374(19) . ?
N3C H3CB 0.8800 . ?
N4C C12C 1.339(17) . ?
N4C C13C 1.415(18) . ?
N4C H4CA 0.8800 . ?
C1C C2C 1.39(2) . ?
C2C C3C 1.375(18) . ?
C2C C11C 1.404(19) . ?
C3C C4C 1.394(18) . ?
C3C H3CA 0.9500 . ?
C4C C5C 1.410(19) . ?
C4C C9C 1.432(18) . ?
C5C C6C 1.50(2) . ?
C5C H5CA 0.9500 . ?
C6C C7C 1.36(2) . ?
C6C C10C 1.45(2) . ?
C7C C8C 1.37(2) . ?
C7C H7CA 0.9500 . ?
C8C C9C 1.371(18) . ?
C8C H8CA 0.9500 . ?
C10C H10G 0.9800 . ?
C10C H10H 0.9800 . ?
C10C H10I 0.9800 . ?
C11C H11C 0.9500 . ?
C13C C18C 1.36(2) . ?
C13C C14C 1.42(2) . ?
C14C C15C 1.34(2) . ?
C14C H14C 0.9500 . ?
C15C C16C 1.41(3) . ?
C15C H15C 0.9500 . ?
C16C C17C 1.43(3) . ?
C16C H16C 0.9500 . ?
C17C C18C 1.42(3) . ?
C17C H17C 0.9500 . ?
C18C H18D 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1A H1AA O2C 0.88 1.87 2.744(13) 175.7 .
N3A H3AB O1B 0.88 1.96 2.830(14) 172.4 .
C14A H14A O2A 0.95 2.41 2.928(18) 114.1 .
N1B H1BA O2A 0.88 1.94 2.818(16) 173.3 .
N3B H3BB O1C 0.88 2.00 2.880(15) 174.1 .
N4B H4BA N2B 0.88 2.16 2.60(2) 110.1 .
C14B H14B O2B 0.95 2.47 3.02(2) 116.7 .
N1C H1CA O2B 0.88 1.92 2.794(17) 172.7 .
N3C H3CB O1A 0.88 2.01 2.876(16) 168.6 .
N4C H4CA N2C 0.88 2.13 2.587(18) 111.4 .
C14C H14C O2C 0.95 2.41 2.944(19) 115.2 .
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
C11A N2A N3A C12A -178.6(12) . . . . ?
C9A N1A C1A O1A -178.9(12) . . . . ?
C9A N1A C1A C2A 0.6(18) . . . . ?
O1A C1A C2A C3A 178.6(13) . . . . ?
N1A C1A C2A C3A -1(2) . . . . ?
O1A C1A C2A C11A -2(2) . . . . ?
N1A C1A C2A C11A 178.1(11) . . . . ?
C1A C2A C3A C4A 2(2) . . . . ?
C11A C2A C3A C4A -176.8(12) . . . . ?
C2A C3A C4A C9A -3(2) . . . . ?
C2A C3A C4A C5A -178.8(13) . . . . ?
C9A C4A C5A C6A 6.4(18) . . . . ?
C3A C4A C5A C6A -177.7(13) . . . . ?
C4A C5A C6A C7A -7(2) . . . . ?
C4A C5A C6A C10A 176.4(12) . . . . ?
C5A C6A C7A C8A 4(2) . . . . ?
C10A C6A C7A C8A -178.4(13) . . . . ?
C6A C7A C8A C9A -2(2) . . . . ?
C3A C4A C9A C8A 179.5(13) . . . . ?
C5A C4A C9A C8A -4.6(19) . . . . ?
C3A C4A C9A N1A 3(2) . . . . ?
C5A C4A C9A N1A 178.6(11) . . . . ?
C7A C8A C9A C4A 3(2) . . . . ?
C7A C8A C9A N1A 179.3(12) . . . . ?
C1A N1A C9A C4A -1.5(18) . . . . ?
C1A N1A C9A C8A -178.4(11) . . . . ?
N3A N2A C11A C2A 176.8(12) . . . . ?
C3A C2A C11A N2A 0(2) . . . . ?
C1A C2A C11A N2A -179.1(13) . . . . ?
N2A N3A C12A O2A -178.6(13) . . . . ?
N2A N3A C12A N4A -6(2) . . . . ?
C13A N4A C12A O2A -7(2) . . . . ?
C13A N4A C12A N3A -179.7(13) . . . . ?
C12A N4A C13A C18A 164.2(15) . . . . ?
C12A N4A C13A C14A -21(2) . . . . ?
N4A C13A C14A C15A -179.4(13) . . . . ?
C18A C13A C14A C15A -5(2) . . . . ?
C13A C14A C15A C16A 0(2) . . . . ?
C14A C15A C16A C17A 2(3) . . . . ?
C15A C16A C17A C18A 1(3) . . . . ?
N4A C13A C18A C17A -177.2(14) . . . . ?
C14A C13A C18A C17A 8(2) . . . . ?
C16A C17A C18A C13A -6(3) . . . . ?
C11B N2B N3B C12B -179.3(13) . . . . ?
C9B N1B C1B O1B 178.8(13) . . . . ?
C9B N1B C1B C2B -1(2) . . . . ?
O1B C1B C2B C3B -176.0(12) . . . . ?
N1B C1B C2B C3B 3.5(19) . . . . ?
O1B C1B C2B C11B 4.0(19) . . . . ?
N1B C1B C2B C11B -176.5(11) . . . . ?
C11B C2B C3B C4B 177.9(13) . . . . ?
C1B C2B C3B C4B -2(2) . . . . ?
C2B C3B C4B C5B -178.6(14) . . . . ?
C2B C3B C4B C9B -1.9(19) . . . . ?
C3B C4B C5B C6B 176.5(13) . . . . ?
C9B C4B C5B C6B 0(2) . . . . ?
C4B C5B C6B C7B 1(2) . . . . ?
C4B C5B C6B C10B -177.1(13) . . . . ?
C5B C6B C7B C8B -1(2) . . . . ?
C10B C6B C7B C8B 176.9(15) . . . . ?
C6B C7B C8B C9B 0(2) . . . . ?
C1B N1B C9B C4B -4(2) . . . . ?
C1B N1B C9B C8B 179.2(13) . . . . ?
C3B C4B C9B N1B 4.6(17) . . . . ?
C5B C4B C9B N1B -178.4(12) . . . . ?
C3B C4B C9B C8B -178.0(12) . . . . ?
C5B C4B C9B C8B -1.0(18) . . . . ?
C7B C8B C9B N1B 178.1(13) . . . . ?
C7B C8B C9B C4B 1(2) . . . . ?
N3B N2B C11B C2B -178.7(12) . . . . ?
C3B C2B C11B N2B 0(2) . . . . ?
C1B C2B C11B N2B 179.9(11) . . . . ?
C13B N4B C12B O2B -20(3) . . . . ?
C13B N4B C12B N3B 168.1(14) . . . . ?
N2B N3B C12B O2B -177.3(14) . . . . ?
N2B N3B C12B N4B -5(2) . . . . ?
C12B N4B C13B C14B -11(3) . . . . ?
C12B N4B C13B C18B 172.3(17) . . . . ?
C18B C13B C14B C15B 6(2) . . . . ?
N4B C13B C14B C15B -171.1(14) . . . . ?
C13B C14B C15B C16B -5(2) . . . . ?
C14B C15B C16B C17B 3(3) . . . . ?
C15B C16B C17B C18B -2(3) . . . . ?
C14B C13B C18B C17B -6(3) . . . . ?
N4B C13B C18B C17B 171.4(16) . . . . ?
C16B C17B C18B C13B 4(3) . . . . ?
C11C N2C N3C C12C -178.2(12) . . . . ?
C9C N1C C1C O1C -174.2(13) . . . . ?
C9C N1C C1C C2C 4(2) . . . . ?
O1C C1C C2C C3C 173.7(15) . . . . ?
N1C C1C C2C C3C -5(2) . . . . ?
O1C C1C C2C C11C -2(2) . . . . ?
N1C C1C C2C C11C 179.6(12) . . . . ?
C1C C2C C3C C4C 3(2) . . . . ?
C11C C2C C3C C4C 178.4(13) . . . . ?
C2C C3C C4C C5C -178.6(14) . . . . ?
C2C C3C C4C C9C -1(2) . . . . ?
C3C C4C C5C C6C 177.4(13) . . . . ?
C9C C4C C5C C6C -0.4(19) . . . . ?
C4C C5C C6C C7C 2(2) . . . . ?
C4C C5C C6C C10C -175.2(14) . . . . ?
C10C C6C C7C C8C 176.2(17) . . . . ?
C5C C6C C7C C8C -1(3) . . . . ?
C6C C7C C8C C9C -2(3) . . . . ?
C7C C8C C9C N1C -176.9(14) . . . . ?
C7C C8C C9C C4C 4(2) . . . . ?
C1C N1C C9C C8C 178.6(13) . . . . ?
C1C N1C C9C C4C -2(2) . . . . ?
C3C C4C C9C C8C 179.6(13) . . . . ?
C5C C4C C9C C8C -3(2) . . . . ?
C3C C4C C9C N1C 0.2(19) . . . . ?
C5C C4C C9C N1C 178.1(11) . . . . ?
N3C N2C C11C C2C 179.4(11) . . . . ?
C3C C2C C11C N2C 5(2) . . . . ?
C1C C2C C11C N2C -180.0(12) . . . . ?
C13C N4C C12C O2C 1(3) . . . . ?
C13C N4C C12C N3C -176.2(13) . . . . ?
N2C N3C C12C O2C -179.8(13) . . . . ?
N2C N3C C12C N4C -2.9(19) . . . . ?
C12C N4C C13C C18C -150.0(16) . . . . ?
C12C N4C C13C C14C 29(2) . . . . ?
C18C C13C C14C C15C -2(2) . . . . ?
N4C C13C C14C C15C 178.9(14) . . . . ?
C13C C14C C15C C16C -2(2) . . . . ?
C14C C15C C16C C17C 3(3) . . . . ?
C15C C16C C17C C18C -2(3) . . . . ?
N4C C13C C18C C17C -177.3(14) . . . . ?
C14C C13C C18C C17C 3(2) . . . . ?
C16C C17C C18C C13C -2(3) . . . . ?
