#------------------------------------------------------------------------------
#$Date: 2024-11-09 14:07:10 +0200 (Sat, 09 Nov 2024) $
#$Revision: 295862 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/26/7062668.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_7062668
loop_
_publ_author_name
'Karak, Anirban'
'Banerjee, Shilpita'
'Halder, Satyajit'
'Mandal, Moumi'
'Banik, Dipanjan'
'Maiti, Anwesha'
'Jana, Kuladip'
'Mahapatra, Ajit Kumar'
_publ_section_title
;
 Visual and ratiometric fluorescent probe via an intramolecular charge
 transfer for detection of a nerve agent simulant in solutions and in the
 gas phase
;
_journal_issue                   35
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              16756
_journal_page_last               16763
_journal_paper_doi               10.1039/D3NJ02545D
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C26 H17 N3, 1.5(H2 O)'
_chemical_formula_sum            'C26 H20 N3 O1.5'
_chemical_formula_weight         398.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2023-08-08 deposited with the CCDC.	2023-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                104.498(4)
_cell_angle_beta                 96.983(5)
_cell_angle_gamma                115.518(4)
_cell_formula_units_Z            4
_cell_length_a                   11.8392(16)
_cell_length_b                   12.4584(19)
_cell_length_c                   16.460(2)
_cell_measurement_reflns_used    5893
_cell_measurement_temperature    250
_cell_measurement_theta_max      27.141
_cell_measurement_theta_min      2.316
_cell_volume                     2046.8(5)
_computing_cell_refinement       'APEX2(Bruker,2007)and SAINT (Bruker,2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT(Bruker,2007)and XPREP(Bruker,2007)'
_computing_molecular_graphics
;    
ORTEP-3 for Windows (Farrugia, 1997), DIAMOND (Brandenburg,
1999) and Mercury (Macrae et al., 2006)
;
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      250(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD area-detector'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21234
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.141
_diffrn_reflns_theta_min         2.316
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_description       block
_exptl_crystal_F_000             836.0
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.247
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     553
_refine_ls_number_reflns         9062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0992
_refine_ls_R_factor_gt           0.0688
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1183P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1856
_refine_ls_wR_factor_ref         0.2156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5893
_reflns_number_total             8960
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3nj02545d2.cif
_cod_data_source_block           smskl_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7062668.cif.

2024-11-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C52 H40 N6 O3'
_cod_original_formula_weight         796.90
_cod_original_formula_moiety         '2(C26 H17 N3), 3(H2 O)'
_cod_original_formula_units_Z            2
_cod_database_code               7062668
_shelx_shelxl_version_number     2016/6
_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, -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
O2 O 0.51756(15) 0.33651(17) 0.25105(8) 0.0610(5) Uani 1 1 d G . . . .
H2A H 0.471976 0.307950 0.285087 0.092 Uiso 1 1 d G U . . .
H2B H 0.584073 0.325938 0.262778 0.092 Uiso 1 1 d G U . . .
O1 O 0.37056(16) 0.39012(16) 0.67147(8) 0.0588(4) Uani 1 1 d G . . . .
H1A H 0.364591 0.349727 0.707527 0.088 Uiso 1 1 d G U . . .
H1B H 0.400718 0.467459 0.703773 0.088 Uiso 1 1 d G U . . .
N6 N 0.36372(15) 0.23538(16) 0.36490(10) 0.0399(4) Uani 1 1 d . . . . .
N2 N 0.40570(16) 0.28445(16) 0.93116(11) 0.0410(4) Uani 1 1 d . . . . .
H2C H 0.396901 0.301041 0.983867 0.049 Uiso 1 1 calc R U . . .
N5 N 0.32246(15) 0.27081(16) 0.49525(10) 0.0415(4) Uani 1 1 d . . . . .
H5C H 0.336016 0.297943 0.551473 0.050 Uiso 1 1 calc R U . . .
N3 N 0.38356(16) 0.27238(16) 0.79228(11) 0.0421(4) Uani 1 1 d . . . . .
O3 O 0.3617(2) 0.3123(3) 0.09477(11) 0.0862(7) Uani 1 1 d G . . . .
H3A H 0.307483 0.337553 0.109060 0.129 Uiso 1 1 d G U . . .
H3B H 0.413205 0.330154 0.143499 0.129 Uiso 1 1 d G U . . .
C39 C 0.23136(18) 0.18302(18) 0.35516(12) 0.0373(4) Uani 1 1 d . . . . .
C38 C 0.41517(19) 0.28734(19) 0.44992(13) 0.0392(5) Uani 1 1 d . . . . .
C35 C 0.55378(19) 0.3508(2) 0.49336(13) 0.0405(5) Uani 1 1 d . . . . .
N1 N -0.1798(2) 0.6068(2) 0.87031(15) 0.0628(6) Uani 1 1 d . . . . .
C40 C 0.20473(18) 0.20351(18) 0.43501(12) 0.0380(4) Uani 1 1 d . . . . .
N4 N 1.22467(19) 0.6381(2) 0.70809(14) 0.0617(6) Uani 1 1 d . . . . .
C12 C 0.35035(19) 0.30632(19) 0.86484(13) 0.0398(5) Uani 1 1 d . . . . .
C13 C 0.47901(18) 0.23067(18) 0.89936(13) 0.0389(5) Uani 1 1 d . . . . .
C34 C 0.6332(2) 0.3058(2) 0.45881(14) 0.0481(5) Uani 1 1 d . . . . .
H34 H 0.598083 0.237001 0.406610 0.058 Uiso 1 1 calc R U . . .
C6 C 0.07884(19) 0.44779(19) 0.87262(13) 0.0419(5) Uani 1 1 d . . . . .
C9 C 0.25705(19) 0.35500(19) 0.86959(13) 0.0392(5) Uani 1 1 d . . . . .
C41 C 0.07626(19) 0.15454(18) 0.44611(13) 0.0397(5) Uani 1 1 d . . . . .
C14 C 0.46439(19) 0.22428(19) 0.81373(13) 0.0390(5) Uani 1 1 d . . . . .
C52 C 0.12861(19) 0.11481(18) 0.27641(13) 0.0381(4) Uani 1 1 d . . . . .
C47 C -0.00133(19) 0.06477(19) 0.28314(13) 0.0407(5) Uani 1 1 d . . . . .
C46 C -0.0276(2) 0.08373(19) 0.36941(14) 0.0421(5) Uani 1 1 d . . . . .
C26 C 0.55272(19) 0.18425(19) 0.93979(13) 0.0409(5) Uani 1 1 d . . . . .
C36 C 0.6090(2) 0.4532(2) 0.57039(13) 0.0459(5) Uani 1 1 d . . . . .
H36 H 0.556777 0.484482 0.594735 0.055 Uiso 1 1 calc R U . . .
C51 C 0.1531(2) 0.0980(2) 0.19409(13) 0.0442(5) Uani 1 1 d . . . . .
H51 H 0.239234 0.133576 0.189881 0.053 Uiso 1 1 calc R U . . .
C15 C 0.52600(19) 0.17167(19) 0.75860(13) 0.0414(5) Uani 1 1 d . . . . .
C20 C 0.5974(2) 0.1204(2) 0.79514(14) 0.0443(5) Uani 1 1 d . . . . .
C31 C 0.9584(2) 0.5240(2) 0.62242(13) 0.0447(5) Uani 1 1 d . . . . .
C33 C 0.7630(2) 0.3619(2) 0.50086(14) 0.0491(5) Uani 1 1 d . . . . .
H33 H 0.814827 0.329848 0.476898 0.059 Uiso 1 1 calc R U . . .
C5 C -0.0123(2) 0.5002(2) 0.87187(14) 0.0452(5) Uani 1 1 d . . . . .
C21 C 0.61129(19) 0.1268(2) 0.88626(14) 0.0441(5) Uani 1 1 d . . . . .
C32 C 0.81919(19) 0.4648(2) 0.57792(13) 0.0424(5) Uani 1 1 d . . . . .
C10 C 0.1530(2) 0.3079(2) 0.79813(14) 0.0500(6) Uani 1 1 d . . . . .
H10 H 0.142626 0.244658 0.747955 0.060 Uiso 1 1 calc R U . . .
C42 C 0.0506(2) 0.1697(2) 0.52835(15) 0.0495(5) Uani 1 1 d . . . . .
H42 H 0.119838 0.215448 0.578917 0.059 Uiso 1 1 calc R U . . .
C48 C -0.1008(2) -0.0024(2) 0.20527(14) 0.0486(5) Uani 1 1 d . . . . .
H48 H -0.187687 -0.035899 0.207857 0.058 Uiso 1 1 calc R U . . .
C8 C 0.2700(2) 0.4475(2) 0.94356(14) 0.0480(5) Uani 1 1 d . . . . .
H8 H 0.338479 0.479045 0.993240 0.058 Uiso 1 1 calc R U . . .
C11 C 0.0647(2) 0.3524(2) 0.79960(14) 0.0514(6) Uani 1 1 d . . . . .
H11 H -0.005911 0.318089 0.750825 0.062 Uiso 1 1 calc R U . . .
C37 C 0.7388(2) 0.5096(2) 0.61156(14) 0.0464(5) Uani 1 1 d . . . . .
H37 H 0.774026 0.579380 0.663185 0.056 Uiso 1 1 calc R U . . .
C50 C 0.0536(2) 0.0305(2) 0.11997(14) 0.0539(6) Uani 1 1 d . . . . .
H50 H 0.071446 0.018512 0.065278 0.065 Uiso 1 1 calc R U . . .
C25 C 0.5685(2) 0.1914(2) 1.02704(15) 0.0511(5) Uani 1 1 d . . . . .
H25 H 0.531306 0.231231 1.062356 0.061 Uiso 1 1 calc R U . . .
C1 C -0.1392(2) 0.4323(2) 0.82153(15) 0.0528(6) Uani 1 1 d . . . . .
H1 H -0.172018 0.347866 0.786013 0.063 Uiso 1 1 calc R U . . .
C7 C 0.1823(2) 0.4931(2) 0.94403(15) 0.0510(6) Uani 1 1 d . . . . .
H7 H 0.192974 0.556515 0.994165 0.061 Uiso 1 1 calc R U . . .
C16 C 0.5181(2) 0.1708(2) 0.67296(14) 0.0509(6) Uani 1 1 d . . . . .
H16 H 0.472298 0.206966 0.650169 0.061 Uiso 1 1 calc R U . . .
C43 C -0.0746(2) 0.1182(2) 0.53523(16) 0.0580(6) Uani 1 1 d . . . . .
H43 H -0.090976 0.128603 0.590356 0.070 Uiso 1 1 calc R U . . .
C49 C -0.0742(2) -0.0204(2) 0.12548(15) 0.0537(6) Uani 1 1 d . . . . .
H49 H -0.142612 -0.067329 0.074455 0.064 Uiso 1 1 calc R U . . .
C45 C -0.1547(2) 0.0331(2) 0.37949(16) 0.0536(6) Uani 1 1 d . . . . .
H45 H -0.225487 -0.013511 0.329889 0.064 Uiso 1 1 calc R U . . .
C2 C -0.2181(2) 0.4882(3) 0.82327(17) 0.0581(6) Uani 1 1 d . . . . .
H2 H -0.304209 0.438931 0.788877 0.070 Uiso 1 1 calc R U . . .
C30 C 1.0276(2) 0.4593(2) 0.61434(18) 0.0610(7) Uani 1 1 d . . . . .
H30 H 0.986309 0.373880 0.578894 0.073 Uiso 1 1 calc R U . . .
C22 C 0.6809(2) 0.0774(2) 0.92493(17) 0.0570(6) Uani 1 1 d . . . . .
H22 H 0.720485 0.038607 0.891327 0.068 Uiso 1 1 calc R U . . .
C19 C 0.6538(2) 0.0646(2) 0.73951(17) 0.0585(6) Uani 1 1 d . . . . .
H19 H 0.699667 0.027450 0.760843 0.070 Uiso 1 1 calc R U . . .
C17 C 0.5769(3) 0.1173(2) 0.62161(16) 0.0628(7) Uani 1 1 d . . . . .
H17 H 0.571948 0.117524 0.564222 0.075 Uiso 1 1 calc R U . . .
C44 C -0.1768(2) 0.0509(2) 0.46086(17) 0.0617(7) Uani 1 1 d . . . . .
H44 H -0.262513 0.016784 0.465962 0.074 Uiso 1 1 calc R U . . .
C24 C 0.6369(2) 0.1416(3) 1.06173(17) 0.0615(7) Uani 1 1 d . . . . .
H24 H 0.645943 0.146299 1.120231 0.074 Uiso 1 1 calc R U . . .
C18 C 0.6435(3) 0.0631(3) 0.65571(17) 0.0643(7) Uani 1 1 d . . . . .
H18 H 0.682041 0.024890 0.620513 0.077 Uiso 1 1 calc R U . . .
C27 C 1.0284(2) 0.6504(2) 0.67466(16) 0.0618(7) Uani 1 1 d . . . . .
H27 H 0.987516 0.700907 0.682721 0.074 Uiso 1 1 calc R U . . .
C23 C 0.6930(2) 0.0839(3) 1.00964(18) 0.0650(7) Uani 1 1 d . . . . .
H23 H 0.739645 0.048944 1.033120 0.078 Uiso 1 1 calc R U . . .
C29 C 1.1569(2) 0.5180(3) 0.65754(19) 0.0670(7) Uani 1 1 d . . . . .
H29 H 1.200089 0.469603 0.650713 0.080 Uiso 1 1 calc R U . . .
C4 C 0.0279(2) 0.6244(2) 0.92225(19) 0.0658(7) Uani 1 1 d . . . . .
H4 H 0.112886 0.675568 0.958225 0.079 Uiso 1 1 calc R U . . .
C28 C 1.1581(2) 0.7013(3) 0.71459(18) 0.0708(8) Uani 1 1 d . . . . .
H28 H 1.202864 0.787254 0.749070 0.085 Uiso 1 1 calc R U . . .
C3 C -0.0577(3) 0.6721(3) 0.9191(2) 0.0758(9) Uani 1 1 d . . . . .
H3 H -0.027871 0.756299 0.953808 0.091 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
H2A O2 H2B 104.5 . . ?
H1A O1 H1B 104.5 . . ?
C38 N6 C39 104.57(15) . . ?
C12 N2 C13 106.95(16) . . ?
C12 N2 H2C 126.5 . . ?
C13 N2 H2C 126.5 . . ?
C40 N5 C38 106.78(16) . . ?
C40 N5 H5C 126.6 . . ?
C38 N5 H5C 126.6 . . ?
C12 N3 C14 104.61(16) . . ?
H3A O3 H3B 104.5 . . ?
C40 C39 N6 110.59(17) . . ?
C40 C39 C52 120.83(18) . . ?
N6 C39 C52 128.57(17) . . ?
N6 C38 N5 112.18(17) . . ?
N6 C38 C35 125.43(17) . . ?
N5 C38 C35 122.34(17) . . ?
C36 C35 C34 118.36(19) . . ?
C36 C35 C38 121.85(18) . . ?
C34 C35 C38 119.76(18) . . ?
C2 N1 C3 115.7(2) . . ?
N5 C40 C39 105.87(16) . . ?
N5 C40 C41 130.50(18) . . ?
C39 C40 C41 123.56(18) . . ?
C29 N4 C28 114.7(2) . . ?
N3 C12 N2 112.57(17) . . ?
N3 C12 C9 122.91(19) . . ?
N2 C12 C9 124.43(17) . . ?
C14 C13 N2 105.59(17) . . ?
C14 C13 C26 123.57(17) . . ?
N2 C13 C26 130.79(18) . . ?
C33 C34 C35 120.3(2) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C7 C6 C11 117.64(19) . . ?
C7 C6 C5 121.83(19) . . ?
C11 C6 C5 120.5(2) . . ?
C10 C9 C8 118.67(19) . . ?
C10 C9 C12 119.25(18) . . ?
C8 C9 C12 122.08(19) . . ?
C42 C41 C46 120.13(19) . . ?
C42 C41 C40 122.90(19) . . ?
C46 C41 C40 116.92(18) . . ?
C13 C14 N3 110.27(16) . . ?
C13 C14 C15 121.67(19) . . ?
N3 C14 C15 128.05(18) . . ?
C51 C52 C47 119.77(19) . . ?
C51 C52 C39 122.01(18) . . ?
C47 C52 C39 118.22(18) . . ?
C48 C47 C52 117.43(19) . . ?
C48 C47 C46 122.56(19) . . ?
C52 C47 C46 120.00(19) . . ?
C45 C46 C41 117.5(2) . . ?
C45 C46 C47 122.1(2) . . ?
C41 C46 C47 120.40(18) . . ?
C25 C26 C13 123.69(18) . . ?
C25 C26 C21 119.8(2) . . ?
C13 C26 C21 116.47(18) . . ?
C37 C36 C35 121.06(19) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C50 C51 C52 120.9(2) . . ?
C50 C51 H51 119.5 . . ?
C52 C51 H51 119.5 . . ?
C16 C15 C20 120.69(18) . . ?
C16 C15 C14 122.4(2) . . ?
C20 C15 C14 116.89(18) . . ?
C19 C20 C15 116.6(2) . . ?
C19 C20 C21 122.5(2) . . ?
C15 C20 C21 120.87(17) . . ?
C30 C31 C27 115.5(2) . . ?
C30 C31 C32 122.8(2) . . ?
C27 C31 C32 121.8(2) . . ?
C34 C33 C32 121.73(19) . . ?
C34 C33 H33 119.1 . . ?
C32 C33 H33 119.1 . . ?
C1 C5 C4 115.9(2) . . ?
C1 C5 C6 123.48(19) . . ?
C4 C5 C6 120.6(2) . . ?
C22 C21 C26 116.8(2) . . ?
C22 C21 C20 122.74(19) . . ?
C26 C21 C20 120.44(19) . . ?
C33 C32 C37 117.41(19) . . ?
C33 C32 C31 121.20(18) . . ?
C37 C32 C31 121.39(19) . . ?
C11 C10 C9 121.0(2) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C43 C42 C41 120.5(2) . . ?
C43 C42 H42 119.8 . . ?
C41 C42 H42 119.8 . . ?
C49 C48 C47 121.7(2) . . ?
C49 C48 H48 119.2 . . ?
C47 C48 H48 119.2 . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C10 C11 C6 120.8(2) . . ?
C10 C11 H11 119.6 . . ?
C6 C11 H11 119.6 . . ?
C36 C37 C32 121.1(2) . . ?
C36 C37 H37 119.4 . . ?
C32 C37 H37 119.4 . . ?
C51 C50 C49 120.0(2) . . ?
C51 C50 H50 120.0 . . ?
C49 C50 H50 120.0 . . ?
C24 C25 C26 121.2(2) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C5 C1 C2 120.2(2) . . ?
C5 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C8 C7 C6 121.8(2) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C17 C16 C15 120.6(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C42 C43 C44 119.9(2) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C48 C49 C50 120.2(2) . . ?
C48 C49 H49 119.9 . . ?
C50 C49 H49 119.9 . . ?
C44 C45 C46 121.1(2) . . ?
C44 C45 H45 119.5 . . ?
C46 C45 H45 119.5 . . ?
N1 C2 C1 124.1(2) . . ?
N1 C2 H2 118.0 . . ?
C1 C2 H2 118.0 . . ?
C31 C30 C29 120.7(2) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C23 C22 C21 122.1(2) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C18 C19 C20 121.8(2) . . ?
C18 C19 H19 119.1 . . ?
C20 C19 H19 119.1 . . ?
C16 C17 C18 119.3(2) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C45 C44 C43 120.9(2) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C19 C18 C17 121.0(2) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C28 C27 C31 119.6(2) . . ?
C28 C27 H27 120.2 . . ?
C31 C27 H27 120.2 . . ?
C22 C23 C24 120.7(2) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
N4 C29 C30 124.5(2) . . ?
N4 C29 H29 117.8 . . ?
C30 C29 H29 117.8 . . ?
C3 C4 C5 119.7(2) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
N4 C28 C27 125.0(2) . . ?
N4 C28 H28 117.5 . . ?
C27 C28 H28 117.5 . . ?
N1 C3 C4 124.4(2) . . ?
N1 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
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
O2 H2A 0.8601 . ?
O2 H2B 0.8601 . ?
O1 H1A 0.8600 . ?
O1 H1B 0.8600 . ?
N6 C38 1.322(2) . ?
N6 C39 1.383(2) . ?
N2 C12 1.351(3) . ?
N2 C13 1.383(2) . ?
N2 H2C 0.8700 . ?
N5 C40 1.367(2) . ?
N5 C38 1.373(2) . ?
N5 H5C 0.8700 . ?
N3 C12 1.328(2) . ?
N3 C14 1.385(2) . ?
O3 H3A 0.8600 . ?
O3 H3B 0.8601 . ?
C39 C40 1.376(3) . ?
C39 C52 1.434(3) . ?
C38 C35 1.464(3) . ?
C35 C36 1.390(3) . ?
C35 C34 1.395(3) . ?
N1 C2 1.323(3) . ?
N1 C3 1.332(3) . ?
C40 C41 1.429(3) . ?
N4 C29 1.325(4) . ?
N4 C28 1.329(3) . ?
C12 C9 1.473(3) . ?
C13 C14 1.377(3) . ?
C13 C26 1.423(3) . ?
C34 C33 1.379(3) . ?
C34 H34 0.9400 . ?
C6 C7 1.386(3) . ?
C6 C11 1.396(3) . ?
C6 C5 1.482(3) . ?
C9 C10 1.387(3) . ?
C9 C8 1.390(3) . ?
C41 C42 1.408(3) . ?
C41 C46 1.419(3) . ?
C14 C15 1.435(3) . ?
C52 C51 1.404(3) . ?
C52 C47 1.420(3) . ?
C47 C48 1.406(3) . ?
C47 C46 1.474(3) . ?
C46 C45 1.408(3) . ?
C26 C25 1.401(3) . ?
C26 C21 1.425(3) . ?
C36 C37 1.376(3) . ?
C36 H36 0.9400 . ?
C51 C50 1.367(3) . ?
C51 H51 0.9400 . ?
C15 C16 1.398(3) . ?
C15 C20 1.420(3) . ?
C20 C19 1.414(3) . ?
C20 C21 1.467(3) . ?
C31 C30 1.371(3) . ?
C31 C27 1.389(3) . ?
C31 C32 1.479(3) . ?
C33 C32 1.393(3) . ?
C33 H33 0.9400 . ?
C5 C1 1.382(3) . ?
C5 C4 1.392(3) . ?
C21 C22 1.403(3) . ?
C32 C37 1.398(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9400 . ?
C42 C43 1.371(3) . ?
C42 H42 0.9400 . ?
C48 C49 1.374(3) . ?
C48 H48 0.9400 . ?
C8 C7 1.382(3) . ?
C8 H8 0.9400 . ?
C11 H11 0.9400 . ?
C37 H37 0.9400 . ?
C50 C49 1.391(3) . ?
C50 H50 0.9400 . ?
C25 C24 1.365(3) . ?
C25 H25 0.9400 . ?
C1 C2 1.384(3) . ?
C1 H1 0.9400 . ?
C7 H7 0.9400 . ?
C16 C17 1.379(3) . ?
C16 H16 0.9400 . ?
C43 C44 1.385(3) . ?
C43 H43 0.9400 . ?
C49 H49 0.9400 . ?
C45 C44 1.378(3) . ?
C45 H45 0.9400 . ?
C2 H2 0.9400 . ?
C30 C29 1.376(3) . ?
C30 H30 0.9400 . ?
C22 C23 1.363(3) . ?
C22 H22 0.9400 . ?
C19 C18 1.365(4) . ?
C19 H19 0.9400 . ?
C17 C18 1.391(4) . ?
C17 H17 0.9400 . ?
C44 H44 0.9400 . ?
C24 C23 1.391(4) . ?
C24 H24 0.9400 . ?
C18 H18 0.9400 . ?
C27 C28 1.378(3) . ?
C27 H27 0.9400 . ?
C23 H23 0.9400 . ?
C29 H29 0.9400 . ?
C4 C3 1.379(3) . ?
C4 H4 0.9400 . ?
C28 H28 0.9400 . ?
C3 H3 0.9400 . ?
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
C38 N6 C39 C40 -0.4(2) . . . . ?
C38 N6 C39 C52 179.9(2) . . . . ?
C39 N6 C38 N5 0.1(2) . . . . ?
C39 N6 C38 C35 177.43(19) . . . . ?
C40 N5 C38 N6 0.3(2) . . . . ?
C40 N5 C38 C35 -177.14(18) . . . . ?
N6 C38 C35 C36 146.5(2) . . . . ?
N5 C38 C35 C36 -36.4(3) . . . . ?
N6 C38 C35 C34 -35.6(3) . . . . ?
N5 C38 C35 C34 141.5(2) . . . . ?
C38 N5 C40 C39 -0.6(2) . . . . ?
C38 N5 C40 C41 176.2(2) . . . . ?
N6 C39 C40 N5 0.6(2) . . . . ?
C52 C39 C40 N5 -179.69(17) . . . . ?
N6 C39 C40 C41 -176.45(18) . . . . ?
C52 C39 C40 C41 3.2(3) . . . . ?
C14 N3 C12 N2 0.7(2) . . . . ?
C14 N3 C12 C9 -175.80(18) . . . . ?
C13 N2 C12 N3 -0.9(2) . . . . ?
C13 N2 C12 C9 175.58(19) . . . . ?
C12 N2 C13 C14 0.6(2) . . . . ?
C12 N2 C13 C26 -177.0(2) . . . . ?
C36 C35 C34 C33 0.4(3) . . . . ?
C38 C35 C34 C33 -177.6(2) . . . . ?
N3 C12 C9 C10 34.6(3) . . . . ?
N2 C12 C9 C10 -141.5(2) . . . . ?
N3 C12 C9 C8 -145.1(2) . . . . ?
N2 C12 C9 C8 38.8(3) . . . . ?
N5 C40 C41 C42 -0.4(3) . . . . ?
C39 C40 C41 C42 176.0(2) . . . . ?
N5 C40 C41 C46 -177.8(2) . . . . ?
C39 C40 C41 C46 -1.5(3) . . . . ?
N2 C13 C14 N3 -0.2(2) . . . . ?
C26 C13 C14 N3 177.65(18) . . . . ?
N2 C13 C14 C15 -179.25(18) . . . . ?
C26 C13 C14 C15 -1.4(3) . . . . ?
C12 N3 C14 C13 -0.3(2) . . . . ?
C12 N3 C14 C15 178.7(2) . . . . ?
C40 C39 C52 C51 176.79(19) . . . . ?
N6 C39 C52 C51 -3.6(3) . . . . ?
C40 C39 C52 C47 -2.4(3) . . . . ?
N6 C39 C52 C47 177.18(19) . . . . ?
C51 C52 C47 C48 1.1(3) . . . . ?
C39 C52 C47 C48 -179.65(18) . . . . ?
C51 C52 C47 C46 -179.14(18) . . . . ?
C39 C52 C47 C46 0.1(3) . . . . ?
C42 C41 C46 C45 1.4(3) . . . . ?
C40 C41 C46 C45 178.9(2) . . . . ?
C42 C41 C46 C47 -178.43(19) . . . . ?
C40 C41 C46 C47 -0.9(3) . . . . ?
C48 C47 C46 C45 1.4(3) . . . . ?
C52 C47 C46 C45 -178.3(2) . . . . ?
C48 C47 C46 C41 -178.71(19) . . . . ?
C52 C47 C46 C41 1.6(3) . . . . ?
C14 C13 C26 C25 179.5(2) . . . . ?
N2 C13 C26 C25 -3.2(3) . . . . ?
C14 C13 C26 C21 -1.1(3) . . . . ?
N2 C13 C26 C21 176.2(2) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C38 C35 C36 C37 178.2(2) . . . . ?
C47 C52 C51 C50 -2.1(3) . . . . ?
C39 C52 C51 C50 178.7(2) . . . . ?
C13 C14 C15 C16 -176.4(2) . . . . ?
N3 C14 C15 C16 4.8(3) . . . . ?
C13 C14 C15 C20 3.2(3) . . . . ?
N3 C14 C15 C20 -175.66(19) . . . . ?
C16 C15 C20 C19 -2.7(3) . . . . ?
C14 C15 C20 C19 177.74(19) . . . . ?
C16 C15 C20 C21 177.0(2) . . . . ?
C14 C15 C20 C21 -2.6(3) . . . . ?
C35 C34 C33 C32 -0.6(4) . . . . ?
C7 C6 C5 C1 -153.7(2) . . . . ?
C11 C6 C5 C1 27.9(3) . . . . ?
C7 C6 C5 C4 27.4(3) . . . . ?
C11 C6 C5 C4 -151.0(2) . . . . ?
C25 C26 C21 C22 1.2(3) . . . . ?
C13 C26 C21 C22 -178.16(19) . . . . ?
C25 C26 C21 C20 -179.0(2) . . . . ?
C13 C26 C21 C20 1.6(3) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C15 C20 C21 C22 180.0(2) . . . . ?
C19 C20 C21 C26 179.9(2) . . . . ?
C15 C20 C21 C26 0.3(3) . . . . ?
C34 C33 C32 C37 0.1(3) . . . . ?
C34 C33 C32 C31 179.9(2) . . . . ?
C30 C31 C32 C33 -26.5(3) . . . . ?
C27 C31 C32 C33 152.7(2) . . . . ?
C30 C31 C32 C37 153.4(2) . . . . ?
C27 C31 C32 C37 -27.5(3) . . . . ?
C8 C9 C10 C11 0.7(3) . . . . ?
C12 C9 C10 C11 -179.0(2) . . . . ?
C46 C41 C42 C43 -1.1(3) . . . . ?
C40 C41 C42 C43 -178.5(2) . . . . ?
C52 C47 C48 C49 0.6(3) . . . . ?
C46 C47 C48 C49 -179.2(2) . . . . ?
C10 C9 C8 C7 -1.7(3) . . . . ?
C12 C9 C8 C7 178.0(2) . . . . ?
C9 C10 C11 C6 1.1(4) . . . . ?
C7 C6 C11 C10 -1.9(3) . . . . ?
C5 C6 C11 C10 176.6(2) . . . . ?
C35 C36 C37 C32 -0.8(3) . . . . ?
C33 C32 C37 C36 0.6(3) . . . . ?
C31 C32 C37 C36 -179.3(2) . . . . ?
C52 C51 C50 C49 1.3(4) . . . . ?
C13 C26 C25 C24 177.9(2) . . . . ?
C21 C26 C25 C24 -1.5(3) . . . . ?
C4 C5 C1 C2 -0.1(3) . . . . ?
C6 C5 C1 C2 -179.0(2) . . . . ?
C9 C8 C7 C6 1.0(4) . . . . ?
C11 C6 C7 C8 0.8(3) . . . . ?
C5 C6 C7 C8 -177.6(2) . . . . ?
C20 C15 C16 C17 1.6(3) . . . . ?
C14 C15 C16 C17 -178.9(2) . . . . ?
C41 C42 C43 C44 -0.1(4) . . . . ?
C47 C48 C49 C50 -1.4(4) . . . . ?
C51 C50 C49 C48 0.4(4) . . . . ?
C41 C46 C45 C44 -0.6(4) . . . . ?
C47 C46 C45 C44 179.2(2) . . . . ?
C3 N1 C2 C1 -1.2(4) . . . . ?
C5 C1 C2 N1 0.9(4) . . . . ?
C27 C31 C30 C29 1.3(4) . . . . ?
C32 C31 C30 C29 -179.5(2) . . . . ?
C26 C21 C22 C23 -0.2(4) . . . . ?
C20 C21 C22 C23 -180.0(2) . . . . ?
C15 C20 C19 C18 1.8(3) . . . . ?
C21 C20 C19 C18 -177.8(2) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C46 C45 C44 C43 -0.5(4) . . . . ?
C42 C43 C44 C45 0.9(4) . . . . ?
C26 C25 C24 C23 0.7(4) . . . . ?
C20 C19 C18 C17 0.2(4) . . . . ?
C16 C17 C18 C19 -1.4(4) . . . . ?
C30 C31 C27 C28 -0.6(4) . . . . ?
C32 C31 C27 C28 -179.9(2) . . . . ?
C21 C22 C23 C24 -0.6(4) . . . . ?
C25 C24 C23 C22 0.4(4) . . . . ?
C28 N4 C29 C30 -0.3(4) . . . . ?
C31 C30 C29 N4 -0.9(5) . . . . ?
C1 C5 C4 C3 -0.4(4) . . . . ?
C6 C5 C4 C3 178.6(2) . . . . ?
C29 N4 C28 C27 1.1(4) . . . . ?
C31 C27 C28 N4 -0.6(5) . . . . ?
C2 N1 C3 C4 0.7(4) . . . . ?
C5 C4 C3 N1 0.1(5) . . . . ?
