#------------------------------------------------------------------------------
#$Date: 2025-07-11 04:12:02 +0300 (Fri, 11 Jul 2025) $
#$Revision: 301230 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/06/7250675.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_7250675
loop_
_publ_author_name
'Swathi Krishna, P. E.'
'Baiju, Hanock'
'Hariharan, Mahesh'
_publ_section_title
;
 Thermally Activated Delayed Fluorescence in Aminoacene-linked
 Phenanthroline
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D5CP01709B
_journal_year                    2025
_chemical_formula_moiety         '3(C32 H22 N4), 2(H2 O)'
_chemical_formula_sum            'C96 H70 N12 O2'
_chemical_formula_weight         1423.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-12-20 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 104.29(3)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            4
_cell_length_a                   21.342(4)
_cell_length_b                   16.508(3)
_cell_length_c                   22.533(5)
_cell_measurement_reflns_used    1796
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.38
_cell_measurement_theta_min      2.37
_cell_volume                     7693(3)
_computing_cell_refinement       'APEX3/SAINT (Br uker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_molecular_graphics    'ORTEP3- 2014.1(Farrugia, 1997) '
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2167
_diffrn_reflns_av_unetI/netI     0.1731
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            53083
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.250
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_meas      1.229
_exptl_crystal_density_method    NONE
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             2984
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.135
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     571
_refine_ls_number_reflns         6761
_refine_ls_number_restraints     450
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.2627
_refine_ls_R_factor_gt           0.0618
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0603P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.2051
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1847
_reflns_number_total             3261
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5cp01709b2.cif
_cod_data_source_block           shelx_CCDC1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7250675
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.996
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
C1 C 0.3812(3) 0.3793(4) 0.2771(3) 0.0832(17) Uani 1 1 d . U . . .
C2 C 0.3529(3) 0.3084(4) 0.2961(3) 0.095(2) Uani 1 1 d . U . . .
H2 H 0.340271 0.265087 0.269411 0.114 Uiso 1 1 calc R U . . .
C3 C 0.3450(3) 0.3060(4) 0.3541(3) 0.094(2) Uani 1 1 d . U . . .
H3 H 0.325469 0.260864 0.366550 0.112 Uiso 1 1 calc R U . . .
C4 C 0.3656(3) 0.3703(4) 0.3961(3) 0.0768(16) Uani 1 1 d . U . . .
C5 C 0.3960(2) 0.4359(4) 0.3744(3) 0.0723(16) Uani 1 1 d . U . . .
C6 C 0.4186(2) 0.5033(4) 0.4148(3) 0.0654(15) Uani 1 1 d . U . . .
C7 C 0.4063(3) 0.5048(4) 0.4736(3) 0.0771(16) Uani 1 1 d . U . . .
C8 C 0.3749(3) 0.4362(4) 0.4935(3) 0.0928(19) Uani 1 1 d . U . . .
H8 H 0.367330 0.436487 0.532388 0.111 Uiso 1 1 calc R U . . .
C9 C 0.3565(3) 0.3721(4) 0.4569(3) 0.096(2) Uani 1 1 d . U . . .
H9 H 0.337454 0.328015 0.471300 0.116 Uiso 1 1 calc R U . . .
C10 C 0.4282(3) 0.5745(4) 0.5102(3) 0.0873(18) Uani 1 1 d . U . . .
H10 H 0.421241 0.578378 0.549255 0.105 Uiso 1 1 calc R U . . .
C11 C 0.4591(3) 0.6352(4) 0.4885(3) 0.0808(17) Uani 1 1 d . U . . .
H11 H 0.472531 0.681239 0.512031 0.097 Uiso 1 1 calc R U . . .
C12 C 0.4707(3) 0.6276(4) 0.4295(3) 0.0715(16) Uani 1 1 d . U . . .
C13 C 0.5101(3) 0.7687(4) 0.4171(2) 0.0697(16) Uani 1 1 d . U . . .
C14 C 0.4593(3) 0.8109(4) 0.4279(3) 0.0885(18) Uani 1 1 d . U . . .
H14 H 0.422445 0.783428 0.431498 0.106 Uiso 1 1 calc R U . . .
C15 C 0.4621(3) 0.8955(4) 0.4335(3) 0.104(2) Uani 1 1 d . U . . .
H15 H 0.427226 0.923339 0.441624 0.125 Uiso 1 1 calc R U . . .
C16 C 0.5145(4) 0.9368(4) 0.4273(3) 0.097(2) Uani 1 1 d . U . . .
H16 H 0.514921 0.992999 0.430176 0.117 Uiso 1 1 calc R U . . .
C17 C 0.5689(3) 0.8957(4) 0.4166(2) 0.0791(17) Uani 1 1 d . U . . .
C18 C 0.5671(3) 0.8095(4) 0.4124(2) 0.0673(15) Uani 1 1 d . U . . .
C19 C 0.6227(3) 0.7685(4) 0.4048(2) 0.0781(17) Uani 1 1 d . U . . .
H19 H 0.622406 0.712216 0.402371 0.094 Uiso 1 1 calc R U . . .
C20 C 0.6765(3) 0.8099(4) 0.4012(3) 0.0926(19) Uani 1 1 d . U . . .
H20 H 0.712731 0.781677 0.396685 0.111 Uiso 1 1 calc R U . . .
C21 C 0.6781(3) 0.8954(5) 0.4040(3) 0.103(2) Uani 1 1 d . U . . .
H21 H 0.715091 0.923374 0.401278 0.124 Uiso 1 1 calc R U . . .
C22 C 0.6250(4) 0.9367(4) 0.4109(3) 0.098(2) Uani 1 1 d . U . . .
H22 H 0.625770 0.992969 0.411758 0.118 Uiso 1 1 calc R U . . .
C33 C 0.3758(3) 0.6735(4) 0.2572(2) 0.0663(15) Uani 1 1 d . U . . .
C34 C 0.3403(3) 0.7463(4) 0.2584(2) 0.0749(16) Uani 1 1 d . U . . .
H34 H 0.297417 0.744255 0.260650 0.090 Uiso 1 1 calc R U . . .
C35 C 0.3698(3) 0.8189(4) 0.2563(2) 0.0774(16) Uani 1 1 d . U . . .
H35 H 0.346935 0.866819 0.256586 0.093 Uiso 1 1 calc R U . . .
C36 C 0.4353(3) 0.8214(3) 0.2538(2) 0.0659(14) Uani 1 1 d . U . . .
C37 C 0.4670(2) 0.7474(3) 0.2520(2) 0.0567(13) Uani 1 1 d . U . . .
N6 N 0.4374(2) 0.6739(2) 0.25355(17) 0.0591(11) Uani 1 1 d . U . . .
C39 C 0.4691(2) 0.8960(3) 0.2518(3) 0.0822(18) Uani 1 1 d . U . . .
H39 H 0.448001 0.944998 0.253165 0.099 Uiso 1 1 calc R U . . .
C40 C 0.2812(3) 0.5889(3) 0.2558(3) 0.0737(16) Uani 1 1 d . U . . .
C41 C 0.2579(3) 0.5809(3) 0.3065(3) 0.101(2) Uani 1 1 d . U . . .
H41 H 0.286174 0.579349 0.345222 0.121 Uiso 1 1 calc R U . . .
C42 C 0.1899(4) 0.5748(4) 0.3000(4) 0.127(3) Uani 1 1 d . U . . .
H42 H 0.173668 0.569045 0.334430 0.152 Uiso 1 1 calc R U . . .
C43 C 0.1486(4) 0.5774(4) 0.2430(5) 0.127(3) Uani 1 1 d . U . . .
H43 H 0.104310 0.574908 0.239259 0.153 Uiso 1 1 calc R U . . .
C44 C 0.1714(4) 0.5837(4) 0.1905(4) 0.106(2) Uani 1 1 d . U . . .
C45 C 0.2383(3) 0.5890(3) 0.1959(3) 0.0795(17) Uani 1 1 d . U . . .
C46 C 0.2610(3) 0.5943(3) 0.1426(4) 0.107(2) Uani 1 1 d . U . . .
H46 H 0.305203 0.596547 0.145587 0.128 Uiso 1 1 calc R U . . .
C47 C 0.2183(5) 0.5961(5) 0.0864(4) 0.146(3) Uani 1 1 d . U . . .
H47 H 0.233682 0.600076 0.051315 0.175 Uiso 1 1 calc R U . . .
C48 C 0.1533(6) 0.5920(6) 0.0811(5) 0.165(4) Uani 1 1 d . U . . .
H48 H 0.125455 0.593329 0.042162 0.198 Uiso 1 1 calc R U . . .
C49 C 0.1278(5) 0.5863(5) 0.1301(5) 0.143(3) Uani 1 1 d . U . . .
H49 H 0.083295 0.583944 0.125105 0.172 Uiso 1 1 calc R U . . .
N1 N 0.3891(3) 0.3875(3) 0.2190(2) 0.1172(18) Uani 1 1 d . U . . .
H1 H 0.418523 0.418101 0.210996 0.141 Uiso 1 1 calc R U . A 1
N2 N 0.4034(2) 0.4404(3) 0.3158(2) 0.0739(13) Uani 1 1 d . U . . .
N3 N 0.4505(2) 0.5646(3) 0.39312(19) 0.0665(12) Uani 1 1 d . U . . .
N4 N 0.5068(2) 0.6841(3) 0.40678(19) 0.0783(13) Uani 1 1 d . U . . .
H4 H 0.530057 0.665527 0.383654 0.094 Uiso 1 1 calc R U . . .
N5 N 0.3486(2) 0.5991(3) 0.26128(19) 0.0767(13) Uani 1 1 d . U . . .
H5 H 0.373164 0.557100 0.267393 0.092 Uiso 1 1 calc R U . . .
O1 O 0.4485(2) 0.5315(3) 0.1769(2) 0.0976(13) Uani 1 1 d D . . . .
C23 C 0.3452(5) 0.3420(5) 0.1721(4) 0.088(3) Uani 0.630(11) 1 d DG U P B 1
C24 C 0.2781(5) 0.3468(10) 0.1569(7) 0.116(5) Uani 0.630(11) 1 d DG U P B 1
H24 H 0.257445 0.382863 0.177416 0.140 Uiso 0.630(11) 1 calc R U P B 1
C25 C 0.2419(4) 0.2976(11) 0.1109(8) 0.129(6) Uani 0.630(11) 1 d DG U P B 1
H25 H 0.197026 0.300815 0.100741 0.155 Uiso 0.630(11) 1 calc R U P B 1
C26 C 0.2728(5) 0.2437(8) 0.0802(5) 0.116(5) Uani 0.630(11) 1 d DG U P B 1
H26 H 0.248601 0.210817 0.049454 0.139 Uiso 0.630(11) 1 calc R U P B 1
C27 C 0.3399(5) 0.2389(9) 0.0954(7) 0.105(5) Uani 0.630(11) 1 d DG U P B 1
C28 C 0.3761(4) 0.2881(9) 0.1413(7) 0.090(4) Uani 0.630(11) 1 d DG U P B 1
C29 C 0.4448(6) 0.2859(12) 0.1581(8) 0.095(6) Uani 0.630(11) 1 d D U P B 1
H29 H 0.468677 0.320034 0.188124 0.114 Uiso 0.630(11) 1 calc R U P B 1
C30 C 0.4753(6) 0.2298(12) 0.1272(9) 0.111(5) Uani 0.630(11) 1 d D U P B 1
H30 H 0.520178 0.225880 0.137782 0.133 Uiso 0.630(11) 1 calc R U P B 1
C31 C 0.4397(6) 0.1802(10) 0.0815(7) 0.118(5) Uani 0.630(11) 1 d D U P B 1
H31 H 0.460968 0.144035 0.061551 0.142 Uiso 0.630(11) 1 calc R U P B 1
C32 C 0.3725(7) 0.1841(11) 0.0650(8) 0.117(5) Uani 0.630(11) 1 d D U P B 1
H32 H 0.349088 0.150729 0.034173 0.141 Uiso 0.630(11) 1 calc R U P B 1
C23' C 0.4003(8) 0.3129(9) 0.1695(8) 0.078(7) Uani 0.370(11) 1 d G . P B 2
C24' C 0.4564(6) 0.2793(16) 0.1593(11) 0.086(11) Uani 0.370(11) 1 d G . P B 2
H24' H 0.496577 0.298126 0.180986 0.103 Uiso 0.370(11) 1 calc R U P B 2
C25' C 0.4524(9) 0.2174(18) 0.1167(13) 0.147(14) Uani 0.370(11) 1 d G . P B 2
H25' H 0.489923 0.194912 0.109820 0.176 Uiso 0.370(11) 1 calc R U P B 2
C26' C 0.3923(11) 0.1892(14) 0.0843(10) 0.117(12) Uani 0.370(11) 1 d G . P B 2
H26' H 0.389623 0.147871 0.055739 0.141 Uiso 0.370(11) 1 calc R U P B 2
C27' C 0.3362(8) 0.2229(14) 0.0945(10) 0.090(10) Uani 0.370(11) 1 d G . P B 2
C28' C 0.3402(6) 0.2847(12) 0.1371(10) 0.090(7) Uani 0.370(11) 1 d G . P B 2
C29' C 0.2825(13) 0.323(3) 0.1441(16) 0.137(13) Uani 0.370(11) 1 d . . P B 2
H29' H 0.282058 0.367822 0.169394 0.164 Uiso 0.370(11) 1 calc R U P B 2
C30' C 0.228(2) 0.288(5) 0.109(2) 0.26(4) Uani 0.370(11) 1 d . . P B 2
H30' H 0.190042 0.313843 0.111378 0.307 Uiso 0.370(11) 1 calc R U P B 2
C31' C 0.2188(18) 0.226(3) 0.0754(19) 0.21(2) Uani 0.370(11) 1 d . . P B 2
H31' H 0.177365 0.206283 0.058566 0.257 Uiso 0.370(11) 1 calc R U P B 2
C32' C 0.2788(16) 0.1846(15) 0.0626(12) 0.153(12) Uani 0.370(11) 1 d . . P B 2
H32' H 0.277275 0.140070 0.037038 0.184 Uiso 0.370(11) 1 calc R U P B 2
H1A H 0.454(2) 0.574(3) 0.209(2) 0.17(3) Uiso 1 1 d D . . . .
H1B H 0.4886(17) 0.536(3) 0.164(2) 0.15(3) Uiso 1 1 d D . . . .
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
N2 C1 N1 116.2(6) . . ?
N2 C1 C2 121.9(6) . . ?
N1 C1 C2 121.9(6) . . ?
C3 C2 C1 118.3(6) . . ?
C2 C3 C4 121.9(6) . . ?
C5 C4 C3 115.9(6) . . ?
C5 C4 C9 119.9(6) . . ?
C3 C4 C9 124.2(6) . . ?
N2 C5 C4 123.2(6) . . ?
N2 C5 C6 117.8(6) . . ?
C4 C5 C6 119.0(6) . . ?
N3 C6 C7 122.9(6) . . ?
N3 C6 C5 117.4(6) . . ?
C7 C6 C5 119.6(6) . . ?
C6 C7 C10 116.5(6) . . ?
C6 C7 C8 119.1(6) . . ?
C10 C7 C8 124.4(6) . . ?
C9 C8 C7 121.1(7) . . ?
C8 C9 C4 121.1(6) . . ?
C11 C10 C7 120.5(6) . . ?
C10 C11 C12 119.1(6) . . ?
N3 C12 N4 115.2(5) . . ?
N3 C12 C11 122.9(6) . . ?
N4 C12 C11 121.8(6) . . ?
C14 C13 N4 121.8(6) . . ?
C14 C13 C18 120.4(6) . . ?
N4 C13 C18 117.7(6) . . ?
C13 C14 C15 120.7(6) . . ?
C16 C15 C14 120.8(6) . . ?
C15 C16 C17 120.8(6) . . ?
C22 C17 C16 122.5(7) . . ?
C22 C17 C18 118.8(6) . . ?
C16 C17 C18 118.6(6) . . ?
C19 C18 C13 122.8(6) . . ?
C19 C18 C17 118.6(6) . . ?
C13 C18 C17 118.6(6) . . ?
C20 C19 C18 120.9(6) . . ?
C19 C20 C21 120.8(6) . . ?
C22 C21 C20 119.5(6) . . ?
C21 C22 C17 121.3(6) . . ?
N6 C33 N5 116.6(5) . . ?
N6 C33 C34 122.2(5) . . ?
N5 C33 C34 121.2(5) . . ?
C35 C34 C33 119.3(5) . . ?
C34 C35 C36 119.9(5) . . ?
C37 C36 C35 117.7(5) . . ?
C37 C36 C39 119.8(5) . . ?
C35 C36 C39 122.5(5) . . ?
N6 C37 C36 122.8(4) . . ?
N6 C37 C37 117.8(3) . 2_655 ?
C36 C37 C37 119.4(3) . 2_655 ?
C33 N6 C37 118.1(4) . . ?
C39 C39 C36 120.8(3) 2_655 . ?
C41 C40 N5 120.7(6) . . ?
C41 C40 C45 120.6(6) . . ?
N5 C40 C45 118.7(6) . . ?
C40 C41 C42 119.6(7) . . ?
C43 C42 C41 119.9(8) . . ?
C42 C43 C44 121.5(8) . . ?
C43 C44 C45 119.5(8) . . ?
C43 C44 C49 121.7(9) . . ?
C45 C44 C49 118.8(9) . . ?
C46 C45 C44 119.2(7) . . ?
C46 C45 C40 122.0(6) . . ?
C44 C45 C40 118.8(7) . . ?
C47 C46 C45 120.1(8) . . ?
C48 C47 C46 120.8(10) . . ?
C49 C48 C47 122.6(12) . . ?
C48 C49 C44 118.5(11) . . ?
C1 N1 C23 116.2(6) . . ?
C1 N1 C23' 128.4(7) . . ?
C1 N2 C5 118.6(5) . . ?
C12 N3 C6 118.1(5) . . ?
C12 N4 C13 127.8(5) . . ?
C33 N5 C40 122.5(5) . . ?
C24 C23 C28 120.0 . . ?
C24 C23 N1 126.5(7) . . ?
C28 C23 N1 113.5(7) . . ?
C25 C24 C23 120.0 . . ?
C24 C25 C26 120.0 . . ?
C27 C26 C25 120.0 . . ?
C26 C27 C28 120.0 . . ?
C26 C27 C32 121.1(8) . . ?
C28 C27 C32 118.9(8) . . ?
C27 C28 C23 120.0 . . ?
C27 C28 C29 122.0(9) . . ?
C23 C28 C29 118.0(9) . . ?
C30 C29 C28 117.2(12) . . ?
C31 C30 C29 121.3(11) . . ?
C30 C31 C32 120.7(11) . . ?
C31 C32 C27 119.8(9) . . ?
C24' C23' C28' 120.0 . . ?
C24' C23' N1 131.2(10) . . ?
C28' C23' N1 108.8(10) . . ?
C25' C24' C23' 120.0 . . ?
C24' C25' C26' 120.0 . . ?
C25' C26' C27' 120.0 . . ?
C26' C27' C28' 120.0 . . ?
C26' C27' C32' 114(2) . . ?
C28' C27' C32' 125(2) . . ?
C27' C28' C23' 120.0 . . ?
C27' C28' C29' 119.8(18) . . ?
C23' C28' C29' 120.1(19) . . ?
C30' C29' C28' 112(4) . . ?
C31' C30' C29' 133(6) . . ?
C30' C31' C32' 117(4) . . ?
C27' C32' C31' 111(3) . . ?
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
C1 N2 1.341(6) . ?
C1 N1 1.366(6) . ?
C1 C2 1.430(7) . ?
C2 C3 1.360(7) . ?
C3 C4 1.419(7) . ?
C4 C5 1.411(7) . ?
C4 C9 1.431(7) . ?
C5 N2 1.371(6) . ?
C5 C6 1.443(7) . ?
C6 N3 1.376(6) . ?
C6 C7 1.411(6) . ?
C7 C10 1.427(7) . ?
C7 C8 1.442(7) . ?
C8 C9 1.339(7) . ?
C10 C11 1.355(6) . ?
C11 C12 1.418(6) . ?
C12 N3 1.327(6) . ?
C12 N4 1.386(6) . ?
C13 C14 1.359(6) . ?
C13 N4 1.414(6) . ?
C13 C18 1.419(6) . ?
C14 C15 1.401(7) . ?
C15 C16 1.346(7) . ?
C16 C17 1.417(7) . ?
C17 C22 1.407(7) . ?
C17 C18 1.426(6) . ?
C18 C19 1.412(6) . ?
C19 C20 1.356(6) . ?
C20 C21 1.414(7) . ?
C21 C22 1.363(7) . ?
C33 N6 1.337(5) . ?
C33 N5 1.371(5) . ?
C33 C34 1.426(6) . ?
C34 C35 1.359(6) . ?
C35 C36 1.414(6) . ?
C36 C37 1.402(6) . ?
C36 C39 1.434(6) . ?
C37 N6 1.373(5) . ?
C37 C37 1.432(8) 2_655 ?
C39 C39 1.340(9) 2_655 ?
C40 C41 1.361(7) . ?
C40 N5 1.423(6) . ?
C40 C45 1.432(7) . ?
C41 C42 1.425(8) . ?
C42 C43 1.367(9) . ?
C43 C44 1.388(9) . ?
C44 C45 1.405(8) . ?
C44 C49 1.448(10) . ?
C45 C46 1.405(7) . ?
C46 C47 1.366(9) . ?
C47 C48 1.364(11) . ?
C48 C49 1.348(11) . ?
N1 C23 1.439(9) . ?
N1 C23' 1.717(13) . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?
C27 C28 1.3900 . ?
C27 C32 1.417(11) . ?
C28 C29 1.422(11) . ?
C29 C30 1.410(11) . ?
C30 C31 1.387(13) . ?
C31 C32 1.391(12) . ?
C23' C24' 1.3900 . ?
C23' C28' 1.3900 . ?
C24' C25' 1.3900 . ?
C25' C26' 1.3900 . ?
C26' C27' 1.3900 . ?
C27' C28' 1.3900 . ?
C27' C32' 1.41(3) . ?
C28' C29' 1.43(3) . ?
C29' C30' 1.37(4) . ?
C30' C31' 1.26(7) . ?
C31' C32' 1.54(5) . ?
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
_geom_hbond_publ_flag
N1 H1^a O1 0.86 2.18 2.960(6) 150.7 . yes
N5 H5 N2 0.86 2.23 3.005(6) 150.1 . yes
O1 H1A N6 0.983(19) 2.02(3) 2.960(6) 160(5) . yes
O1 H1B N3 0.967(19) 2.10(3) 3.018(6) 157(5) 2_655 yes
N1 H1^a O1 0.86 2.18 2.960(6) 150.7 . yes
N5 H5 N2 0.86 2.23 3.005(6) 150.1 . yes
O1 H1A N6 0.983(19) 2.02(3) 2.960(6) 160(5) . yes
O1 H1B N3 0.967(19) 2.10(3) 3.018(6) 157(5) 2_655 yes
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
N2 C1 C2 C3 4.1(9) . . . . ?
N1 C1 C2 C3 -178.0(6) . . . . ?
C1 C2 C3 C4 -1.8(9) . . . . ?
C2 C3 C4 C5 -1.4(8) . . . . ?
C2 C3 C4 C9 177.8(6) . . . . ?
C3 C4 C5 N2 2.7(8) . . . . ?
C9 C4 C5 N2 -176.5(5) . . . . ?
C3 C4 C5 C6 -179.6(5) . . . . ?
C9 C4 C5 C6 1.2(7) . . . . ?
N2 C5 C6 N3 -4.9(7) . . . . ?
C4 C5 C6 N3 177.3(4) . . . . ?
N2 C5 C6 C7 173.8(4) . . . . ?
C4 C5 C6 C7 -4.0(7) . . . . ?
N3 C6 C7 C10 0.7(7) . . . . ?
C5 C6 C7 C10 -178.0(5) . . . . ?
N3 C6 C7 C8 -177.4(5) . . . . ?
C5 C6 C7 C8 3.9(7) . . . . ?
C6 C7 C8 C9 -1.0(8) . . . . ?
C10 C7 C8 C9 -178.9(6) . . . . ?
C7 C8 C9 C4 -1.8(9) . . . . ?
C5 C4 C9 C8 1.8(9) . . . . ?
C3 C4 C9 C8 -177.4(6) . . . . ?
C6 C7 C10 C11 0.0(8) . . . . ?
C8 C7 C10 C11 177.9(5) . . . . ?
C7 C10 C11 C12 -1.4(8) . . . . ?
C10 C11 C12 N3 2.5(8) . . . . ?
C10 C11 C12 N4 -174.4(5) . . . . ?
N4 C13 C14 C15 -175.3(5) . . . . ?
C18 C13 C14 C15 1.0(8) . . . . ?
C13 C14 C15 C16 1.2(10) . . . . ?
C14 C15 C16 C17 -1.7(10) . . . . ?
C15 C16 C17 C22 -179.0(6) . . . . ?
C15 C16 C17 C18 0.0(9) . . . . ?
C14 C13 C18 C19 176.2(5) . . . . ?
N4 C13 C18 C19 -7.3(8) . . . . ?
C14 C13 C18 C17 -2.6(8) . . . . ?
N4 C13 C18 C17 173.9(4) . . . . ?
C22 C17 C18 C19 2.3(8) . . . . ?
C16 C17 C18 C19 -176.8(5) . . . . ?
C22 C17 C18 C13 -178.9(5) . . . . ?
C16 C17 C18 C13 2.1(8) . . . . ?
C13 C18 C19 C20 -179.3(5) . . . . ?
C17 C18 C19 C20 -0.5(8) . . . . ?
C18 C19 C20 C21 -0.8(9) . . . . ?
C19 C20 C21 C22 0.3(9) . . . . ?
C20 C21 C22 C17 1.5(10) . . . . ?
C16 C17 C22 C21 176.2(6) . . . . ?
C18 C17 C22 C21 -2.8(9) . . . . ?
N6 C33 C34 C35 -0.5(8) . . . . ?
N5 C33 C34 C35 177.8(5) . . . . ?
C33 C34 C35 C36 -0.8(8) . . . . ?
C34 C35 C36 C37 1.5(7) . . . . ?
C34 C35 C36 C39 -179.6(5) . . . . ?
C35 C36 C37 N6 -0.9(7) . . . . ?
C39 C36 C37 N6 -179.8(5) . . . . ?
C35 C36 C37 C37 178.5(5) . . . 2_655 ?
C39 C36 C37 C37 -0.4(8) . . . 2_655 ?
N5 C33 N6 C37 -177.2(4) . . . . ?
C34 C33 N6 C37 1.1(7) . . . . ?
C36 C37 N6 C33 -0.4(7) . . . . ?
C37 C37 N6 C33 -179.8(5) 2_655 . . . ?
C37 C36 C39 C39 0.2(10) . . . 2_655 ?
C35 C36 C39 C39 -178.6(7) . . . 2_655 ?
N5 C40 C41 C42 176.8(5) . . . . ?
C45 C40 C41 C42 -1.8(9) . . . . ?
C40 C41 C42 C43 -0.3(10) . . . . ?
C41 C42 C43 C44 1.8(12) . . . . ?
C42 C43 C44 C45 -1.1(11) . . . . ?
C42 C43 C44 C49 179.8(7) . . . . ?
C43 C44 C45 C46 179.2(6) . . . . ?
C49 C44 C45 C46 -1.7(9) . . . . ?
C43 C44 C45 C40 -0.9(9) . . . . ?
C49 C44 C45 C40 178.2(6) . . . . ?
C41 C40 C45 C46 -177.7(5) . . . . ?
N5 C40 C45 C46 3.7(8) . . . . ?
C41 C40 C45 C44 2.4(8) . . . . ?
N5 C40 C45 C44 -176.2(5) . . . . ?
C44 C45 C46 C47 1.4(9) . . . . ?
C40 C45 C46 C47 -178.5(6) . . . . ?
C45 C46 C47 C48 -0.6(12) . . . . ?
C46 C47 C48 C49 0.1(16) . . . . ?
C47 C48 C49 C44 -0.4(16) . . . . ?
C43 C44 C49 C48 -179.7(8) . . . . ?
C45 C44 C49 C48 1.2(12) . . . . ?
N2 C1 N1 C23 -156.2(6) . . . . ?
C2 C1 N1 C23 25.7(9) . . . . ?
N2 C1 N1 C23' 149.2(8) . . . . ?
C2 C1 N1 C23' -28.8(11) . . . . ?
N1 C1 N2 C5 179.1(5) . . . . ?
C2 C1 N2 C5 -2.9(8) . . . . ?
C4 C5 N2 C1 -0.6(8) . . . . ?
C6 C5 N2 C1 -178.4(5) . . . . ?
N4 C12 N3 C6 175.2(4) . . . . ?
C11 C12 N3 C6 -1.9(7) . . . . ?
C7 C6 N3 C12 0.2(7) . . . . ?
C5 C6 N3 C12 179.0(5) . . . . ?
N3 C12 N4 C13 148.4(5) . . . . ?
C11 C12 N4 C13 -34.5(8) . . . . ?
C14 C13 N4 C12 -29.6(8) . . . . ?
C18 C13 N4 C12 154.0(5) . . . . ?
N6 C33 N5 C40 -170.0(5) . . . . ?
C34 C33 N5 C40 11.7(8) . . . . ?
C41 C40 N5 C33 -99.5(6) . . . . ?
C45 C40 N5 C33 79.2(7) . . . . ?
C1 N1 C23 C24 57.9(12) . . . . ?
C1 N1 C23 C28 -120.9(9) . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
N1 C23 C24 C25 -178.8(9) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C25 C26 C27 C32 179.6(18) . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C32 C27 C28 C23 -179.6(17) . . . . ?
C26 C27 C28 C29 -179(2) . . . . ?
C32 C27 C28 C29 1.0(14) . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
N1 C23 C28 C27 178.9(8) . . . . ?
C24 C23 C28 C29 179.4(19) . . . . ?
N1 C23 C28 C29 -1.7(18) . . . . ?
C27 C28 C29 C30 -1.7(19) . . . . ?
C23 C28 C29 C30 178.8(13) . . . . ?
C28 C29 C30 C31 2(2) . . . . ?
C29 C30 C31 C32 -1(3) . . . . ?
C30 C31 C32 C27 0(3) . . . . ?
C26 C27 C32 C31 -179.6(17) . . . . ?
C28 C27 C32 C31 0(2) . . . . ?
C1 N1 C23' C24' -92.4(16) . . . . ?
C1 N1 C23' C28' 86.5(13) . . . . ?
C28' C23' C24' C25' 0.0 . . . . ?
N1 C23' C24' C25' 178.8(15) . . . . ?
C23' C24' C25' C26' 0.0 . . . . ?
C24' C25' C26' C27' 0.0 . . . . ?
C25' C26' C27' C28' 0.0 . . . . ?
C25' C26' C27' C32' -175(2) . . . . ?
C26' C27' C28' C23' 0.0 . . . . ?
C32' C27' C28' C23' 174(2) . . . . ?
C26' C27' C28' C29' 175(3) . . . . ?
C32' C27' C28' C29' -10(3) . . . . ?
C24' C23' C28' C27' 0.0 . . . . ?
N1 C23' C28' C27' -179.1(12) . . . . ?
C24' C23' C28' C29' -175(3) . . . . ?
N1 C23' C28' C29' 6(3) . . . . ?
C27' C28' C29' C30' 5(4) . . . . ?
C23' C28' C29' C30' -179(3) . . . . ?
C28' C29' C30' C31' 4(9) . . . . ?
C29' C30' C31' C32' -8(11) . . . . ?
C26' C27' C32' C31' -179(2) . . . . ?
C28' C27' C32' C31' 6(3) . . . . ?
C30' C31' C32' C27' 2(7) . . . . ?
