#------------------------------------------------------------------------------
#$Date: 2024-07-05 17:08:14 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292867 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/15/1571531.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_1571531
loop_
_publ_author_name
'Grzelak, Magdalena'
'Kumar, Dharmendra'
'Kochman, Michał Andrzej'
'Morawiak, Maja'
'Wiosna-Sałyga, Gabriela'
'Kubas, Adam'
'Data, Przemysław'
'Lindner, Marcin'
_publ_section_title
;
 An unprecedented roll-off ratio in high-performing red TADF OLED emitters
 featuring 2,3-indole-annulated naphthalene imide and auxiliary donors.
;
_journal_issue                   22
_journal_name_full               'Chemical science'
_journal_page_first              8404
_journal_page_last               8413
_journal_paper_doi               10.1039/d4sc01391c
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C38 H31 N3 O2, 0.5(C8 H22 O4)'
_chemical_formula_sum            'C42 H42 N3 O4'
_chemical_formula_weight         652.78
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2023-08-25 deposited with the CCDC.	2024-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                113.3290(10)
_cell_angle_beta                 94.2160(10)
_cell_angle_gamma                104.5440(10)
_cell_formula_units_Z            2
_cell_length_a                   11.2686(3)
_cell_length_b                   12.7274(3)
_cell_length_c                   13.7006(3)
_cell_measurement_reflns_used    3205
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      68.35
_cell_measurement_theta_min      3.58
_cell_volume                     1713.09(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0708
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            50392
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.348
_diffrn_reflns_theta_min         3.582
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.647
_exptl_absorpt_correction_T_max  0.8710
_exptl_absorpt_correction_T_min  0.7920
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             694
_exptl_crystal_size_max          0.378
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.536
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0017(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         6059
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.1371
_refine_ls_R_factor_gt           0.0679
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1044P)²+0.9650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1836
_refine_ls_wR_factor_ref         0.2253
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3205
_reflns_number_total             6059
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc01391c2.cif
_cod_data_source_block           MMG0249_0m
_cod_depositor_comments
'Adding full bibliography for 1571528--1571532.cif.'
_cod_database_code               1571531
_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   0.792
_shelx_estimated_absorpt_t_max   0.871
_shelxl_version_number           2014-3
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 0.2948(3) -0.3506(2) 0.3700(2) 0.0917(10) Uani 1 1 d . . . . .
O1 O 0.2008(2) -0.26197(19) 0.09155(18) 0.0633(7) Uani 1 1 d . . . . .
N2 N 0.2474(2) -0.3060(2) 0.2311(2) 0.0507(7) Uani 1 1 d . . . . .
N1 N 0.2479(3) 0.1930(2) 0.2778(2) 0.0544(7) Uani 1 1 d . . . . .
N3 N 0.4921(4) 0.9173(3) 1.1043(3) 0.1034(13) Uani 1 1 d . . . . .
C38 C 0.4622(4) 0.8449(4) 1.0164(4) 0.0766(12) Uani 1 1 d . . . . .
C35 C 0.4295(3) 0.7520(3) 0.9075(3) 0.0607(10) Uani 1 1 d . . . . .
C36 C 0.3578(4) 0.6365(3) 0.8851(3) 0.0649(10) Uani 1 1 d . . . . .
H36 H 0.3279 0.6192 0.9402 0.078 Uiso 1 1 calc R U . . .
C37 C 0.3306(4) 0.5470(3) 0.7803(3) 0.0585(9) Uani 1 1 d . . . . .
C32 C 0.3735(3) 0.5706(3) 0.6965(3) 0.0513(8) Uani 1 1 d . . . . .
C4 C 0.3452(3) 0.4738(3) 0.5842(3) 0.0526(9) Uani 1 1 d . . . . .
C5 C 0.3404(3) 0.3579(3) 0.5659(3) 0.0515(9) Uani 1 1 d . . . . .
C6 C 0.3093(3) 0.2667(3) 0.4605(2) 0.0456(8) Uani 1 1 d . . . . .
C7 C 0.2956(3) 0.1404(3) 0.4126(2) 0.0449(8) Uani 1 1 d . . . . .
C16 C 0.3132(3) 0.0578(3) 0.4544(2) 0.0443(8) Uani 1 1 d . . . . .
C11 C 0.2896(3) -0.0642(3) 0.3791(2) 0.0437(8) Uani 1 1 d . . . . .
C12 C 0.3059(3) -0.1485(3) 0.4174(2) 0.0483(8) Uani 1 1 d . . . . .
C18 C 0.2826(4) -0.2744(3) 0.3409(3) 0.0596(10) Uani 1 1 d . . . . .
C19 C 0.2343(4) -0.4282(3) 0.1543(3) 0.0527(9) Uani 1 1 d . . . . .
C20 C 0.3412(4) -0.4551(3) 0.1240(3) 0.0591(9) Uani 1 1 d . . . . .
C21 C 0.3272(4) -0.5709(3) 0.0468(3) 0.0703(11) Uani 1 1 d . . . . .
H21 H 0.3983 -0.5912 0.0266 0.084 Uiso 1 1 calc R U . . .
C22 C 0.2131(5) -0.6557(3) -0.0006(3) 0.0720(11) Uani 1 1 d . . . . .
C26 C 0.2003(5) -0.7786(4) -0.0892(4) 0.1108(17) Uani 1 1 d . . . . .
H26A H 0.2352 -0.7695 -0.1483 0.166 Uiso 1 1 calc R U . . .
H26B H 0.1135 -0.8246 -0.1144 0.166 Uiso 1 1 calc R U . . .
H26C H 0.2440 -0.8194 -0.0611 0.166 Uiso 1 1 calc R U . . .
C25 C 0.4672(4) -0.3642(4) 0.1720(3) 0.0830(12) Uani 1 1 d . . . . .
H25A H 0.4689 -0.2953 0.1586 0.124 Uiso 1 1 calc R U . . .
H25B H 0.5292 -0.3985 0.1396 0.124 Uiso 1 1 calc R U . . .
H25C H 0.4846 -0.3401 0.2487 0.124 Uiso 1 1 calc R U . . .
C13 C 0.3457(4) -0.1137(3) 0.5259(3) 0.0599(10) Uani 1 1 d . . . . .
C14 C 0.3692(4) 0.0055(3) 0.5994(3) 0.0613(10) Uani 1 1 d . . . . .
C15 C 0.3524(3) 0.0885(3) 0.5644(3) 0.0549(9) Uani 1 1 d . . . . .
H15 H 0.3674 0.1675 0.6149 0.066 Uiso 1 1 calc R U . . .
C10 C 0.2508(3) -0.1009(3) 0.2666(2) 0.0439(8) Uani 1 1 d . . . . .
C9 C 0.2348(3) -0.0209(3) 0.2271(3) 0.0486(8) Uani 1 1 d . . . . .
C8 C 0.2573(3) 0.0986(3) 0.3009(2) 0.0469(8) Uani 1 1 d . . . . .
C1 C 0.2805(3) 0.2960(3) 0.3742(2) 0.0499(8) Uani 1 1 d . . . . .
C3 C 0.3213(4) 0.4993(3) 0.4954(3) 0.0600(10) Uani 1 1 d . . . . .
C2 C 0.2876(4) 0.4121(3) 0.3907(3) 0.0608(10) Uani 1 1 d . . . . .
C34 C 0.4698(4) 0.7781(3) 0.8242(3) 0.0671(10) Uani 1 1 d . . . . .
H34 H 0.5153 0.8562 0.8384 0.080 Uiso 1 1 calc R U . . .
C33 C 0.4422(3) 0.6880(3) 0.7202(3) 0.0627(10) Uani 1 1 d . . . . .
H33 H 0.4701 0.7062 0.6648 0.075 Uiso 1 1 calc R U . . .
C28 C 0.2006(4) 0.1824(3) 0.1718(3) 0.0677(11) Uani 1 1 d . . . . .
H28A H 0.2339 0.1272 0.1180 0.081 Uiso 1 1 calc R U . . .
H28B H 0.2311 0.2603 0.1709 0.081 Uiso 1 1 calc R U . . .
C29 C 0.0613(5) 0.1393(5) 0.1406(4) 0.1099(17) Uani 1 1 d . . . . .
H29A H 0.0386 0.1285 0.0669 0.132 Uiso 1 1 calc R U . . .
H29B H 0.0317 0.0609 0.1408 0.132 Uiso 1 1 calc R U . . .
C30 C -0.0032(6) 0.2141(6) 0.2067(5) 0.142(2) Uani 1 1 d . . . . .
H30A H 0.0238 0.2921 0.2054 0.170 Uiso 1 1 calc R U . . .
H30B H 0.0191 0.2259 0.2808 0.170 Uiso 1 1 calc R U . . .
C17 C 0.2304(3) -0.2259(3) 0.1893(3) 0.0480(8) Uani 1 1 d . . . . .
C24 C 0.1171(4) -0.5122(3) 0.1129(3) 0.0627(10) Uani 1 1 d . . . . .
C27 C 0.0021(4) -0.4840(4) 0.1495(4) 0.0859(13) Uani 1 1 d . . . . .
H27A H 0.0072 -0.4688 0.2244 0.129 Uiso 1 1 calc R U . . .
H27B H -0.0703 -0.5510 0.1066 0.129 Uiso 1 1 calc R U . . .
H27C H -0.0042 -0.4141 0.1411 0.129 Uiso 1 1 calc R U . . .
C23 C 0.1094(4) -0.6259(3) 0.0340(3) 0.0730(11) Uani 1 1 d . . . . .
H23 H 0.0314 -0.6835 0.0038 0.088 Uiso 1 1 calc R U . . .
C31 C -0.1491(6) 0.1611(8) 0.1693(7) 0.203(4) Uani 1 1 d . . . . .
H31A H -0.1717 0.1469 0.0953 0.304 Uiso 1 1 calc R U . . .
H31B H -0.1874 0.2172 0.2143 0.304 Uiso 1 1 calc R U . . .
H31C H -0.1773 0.0867 0.1756 0.304 Uiso 1 1 calc R U . . .
C41 C 1.0116(16) 0.903(3) 0.5162(18) 0.60(5) Uani 1 1 d D . . . .
H41A H 1.1008 0.9216 0.5258 0.897 Uiso 1 1 calc R U . . .
H41B H 0.9803 0.8575 0.5553 0.897 Uiso 1 1 calc R U . . .
H41C H 0.9900 0.9767 0.5432 0.897 Uiso 1 1 calc R U . . .
H3 H 0.333(3) 0.584(4) 0.508(3) 0.085(12) Uiso 1 1 d . . . . .
O41 O 0.974(2) 0.856(5) 0.438(4) 0.76(3) Uani 1 1 d . . . . .
O42 O 1.0138(12) 0.6862(14) 0.5037(17) 0.452(13) Uani 1 1 d . . . . .
C44 C 0.9982(11) 0.5383(14) 0.4625(10) 0.269(7) Uani 1 1 d . . . . .
H44A H 0.9190 0.4963 0.4118 0.323 Uiso 1 1 calc R U . . .
H44B H 1.0621 0.5238 0.4196 0.323 Uiso 1 1 calc R U . . .
H5 H 0.362(3) 0.344(3) 0.628(3) 0.053(9) Uiso 1 1 d . . . . .
C43 C 0.9926(15) 0.747(2) 0.445(3) 0.425(19) Uani 1 1 d . . . . .
H43A H 1.0166 0.7129 0.3761 0.637 Uiso 1 1 calc R U . . .
H43B H 1.0408 0.8298 0.4835 0.637 Uiso 1 1 calc R U . . .
H43C H 0.9054 0.7398 0.4336 0.637 Uiso 1 1 calc R U . . .
C42 C 0.931(3) 0.911(6) 0.3523(15) 1.19(8) Uani 1 1 d D . . . .
H42A H 0.8811 0.9625 0.3843 1.785 Uiso 1 1 calc R U . . .
H42B H 0.8827 0.8461 0.2854 1.785 Uiso 1 1 calc R U . . .
H42C H 1.0040 0.9569 0.3385 1.785 Uiso 1 1 calc R U . . .
H9 H 0.214(3) -0.048(3) 0.149(3) 0.069(10) Uiso 1 1 d . . . . .
H14 H 0.397(3) 0.029(3) 0.674(3) 0.056(9) Uiso 1 1 d . . . . .
H13 H 0.352(3) -0.183(3) 0.549(3) 0.086(12) Uiso 1 1 d . . . . .
H2 H 0.272(3) 0.432(3) 0.332(3) 0.088(13) Uiso 1 1 d . . . . .
H37 H 0.272(3) 0.462(3) 0.762(3) 0.076(11) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C18 N2 C17 124.1(3) . . ?
C18 N2 C19 118.2(2) . . ?
C17 N2 C19 117.7(2) . . ?
C1 N1 C8 108.2(2) . . ?
C1 N1 C28 126.2(3) . . ?
C8 N1 C28 125.3(3) . . ?
N3 C38 C35 177.2(5) . . ?
C34 C35 C36 119.7(3) . . ?
C34 C35 C38 119.8(4) . . ?
C36 C35 C38 120.5(4) . . ?
C37 C36 C35 119.8(4) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C32 C37 C36 121.3(4) . . ?
C32 C37 H37 118.3(19) . . ?
C36 C37 H37 120.3(19) . . ?
C37 C32 C33 117.9(3) . . ?
C37 C32 C4 121.1(3) . . ?
C33 C32 C4 120.9(3) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 C32 120.8(3) . . ?
C3 C4 C32 120.0(3) . . ?
C4 C5 C6 120.4(3) . . ?
C4 C5 H5 117.3(18) . . ?
C6 C5 H5 122.3(18) . . ?
C5 C6 C1 118.2(3) . . ?
C5 C6 C7 135.3(3) . . ?
C1 C6 C7 106.5(3) . . ?
C8 C7 C16 118.9(3) . . ?
C8 C7 C6 106.8(3) . . ?
C16 C7 C6 134.3(3) . . ?
C15 C16 C7 124.5(3) . . ?
C15 C16 C11 117.8(3) . . ?
C7 C16 C11 117.7(3) . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 C16 119.3(3) . . ?
C10 C11 C16 120.6(3) . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 C18 119.2(3) . . ?
C11 C12 C18 120.0(3) . . ?
O2 C18 N2 119.5(3) . . ?
O2 C18 C12 122.5(3) . . ?
N2 C18 C12 118.0(3) . . ?
C20 C19 C24 122.3(3) . . ?
C20 C19 N2 117.9(3) . . ?
C24 C19 N2 119.8(3) . . ?
C19 C20 C21 117.6(3) . . ?
C19 C20 C25 121.5(3) . . ?
C21 C20 C25 120.9(4) . . ?
C22 C21 C20 122.5(4) . . ?
C22 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?
C21 C22 C23 117.9(4) . . ?
C21 C22 C26 121.3(4) . . ?
C23 C22 C26 120.8(4) . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C12 C13 C14 119.9(3) . . ?
C12 C13 H13 117(2) . . ?
C14 C13 H13 123(2) . . ?
C15 C14 C13 120.4(3) . . ?
C15 C14 H14 119.8(19) . . ?
C13 C14 H14 119.8(19) . . ?
C14 C15 C16 121.8(3) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C9 C10 C11 121.3(3) . . ?
C9 C10 C17 118.4(3) . . ?
C11 C10 C17 120.2(3) . . ?
C10 C9 C8 118.1(3) . . ?
C10 C9 H9 119(2) . . ?
C8 C9 H9 122(2) . . ?
N1 C8 C7 109.5(3) . . ?
N1 C8 C9 127.2(3) . . ?
C7 C8 C9 123.3(3) . . ?
N1 C1 C2 128.8(3) . . ?
N1 C1 C6 109.0(3) . . ?
C2 C1 C6 122.2(3) . . ?
C2 C3 C4 122.4(3) . . ?
C2 C3 H3 118(2) . . ?
C4 C3 H3 119(2) . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 H2 120(2) . . ?
C1 C2 H2 122(2) . . ?
C33 C34 C35 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C33 C32 121.3(4) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
N1 C28 C29 114.0(3) . . ?
N1 C28 H28A 108.8 . . ?
C29 C28 H28A 108.7 . . ?
N1 C28 H28B 108.7 . . ?
C29 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C30 C29 C28 116.5(5) . . ?
C30 C29 H29A 108.2 . . ?
C28 C29 H29A 108.2 . . ?
C30 C29 H29B 108.2 . . ?
C28 C29 H29B 108.2 . . ?
H29A C29 H29B 107.3 . . ?
C29 C30 C31 113.1(6) . . ?
C29 C30 H30A 108.9 . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30B 109.0 . . ?
C31 C30 H30B 108.9 . . ?
H30A C30 H30B 107.8 . . ?
O1 C17 N2 119.1(3) . . ?
O1 C17 C10 123.3(3) . . ?
N2 C17 C10 117.6(3) . . ?
C19 C24 C23 117.1(4) . . ?
C19 C24 C27 122.1(3) . . ?
C23 C24 C27 120.7(4) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22 C23 C24 122.4(4) . . ?
C22 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
O41 C41 H41A 109.4 . . ?
O41 C41 H41B 109.4 . . ?
H41A C41 H41B 109.3 . . ?
O41 C41 H41C 110.0 . . ?
H41A C41 H41C 109.4 . . ?
H41B C41 H41C 109.3 . . ?
C41 O41 C42 126(8) . . ?
C43 O42 C44 130(2) . . ?
C44 C44 O42 129.0(17) 2_766 . ?
C44 C44 H44A 105.1 2_766 . ?
O42 C44 H44A 105.1 . . ?
C44 C44 H44B 105.0 2_766 . ?
O42 C44 H44B 105.0 . . ?
H44A C44 H44B 105.8 . . ?
O42 C43 H43A 109.7 . . ?
O42 C43 H43B 109.2 . . ?
H43A C43 H43B 109.5 . . ?
O42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O41 C42 H42A 112.1 . . ?
O41 C42 H42B 112.1 . . ?
H42A C42 H42B 106.9 . . ?
O41 C42 H42C 111.5 . . ?
H42A C42 H42C 107.0 . . ?
H42B C42 H42C 106.9 . . ?
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 C18 1.218(4) . ?
O1 C17 1.219(3) . ?
N2 C18 1.391(4) . ?
N2 C17 1.396(4) . ?
N2 C19 1.454(4) . ?
N1 C1 1.383(4) . ?
N1 C8 1.384(4) . ?
N1 C28 1.451(4) . ?
N3 C38 1.148(5) . ?
C38 C35 1.437(5) . ?
C35 C34 1.384(5) . ?
C35 C36 1.385(5) . ?
C36 C37 1.385(5) . ?
C36 H36 0.9300 . ?
C37 C32 1.387(5) . ?
C37 H37 1.03(4) . ?
C32 C33 1.392(4) . ?
C32 C4 1.488(4) . ?
C4 C5 1.380(4) . ?
C4 C3 1.401(5) . ?
C5 C6 1.397(4) . ?
C5 H5 0.96(3) . ?
C6 C1 1.412(4) . ?
C6 C7 1.436(4) . ?
C7 C8 1.398(4) . ?
C7 C16 1.427(4) . ?
C16 C15 1.402(4) . ?
C16 C11 1.425(4) . ?
C11 C12 1.411(4) . ?
C11 C10 1.419(4) . ?
C12 C13 1.374(4) . ?
C12 C18 1.467(4) . ?
C19 C20 1.382(5) . ?
C19 C24 1.381(5) . ?
C20 C21 1.393(5) . ?
C20 C25 1.491(5) . ?
C21 C22 1.365(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(5) . ?
C22 C26 1.516(5) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C13 C14 1.391(5) . ?
C13 H13 1.07(4) . ?
C14 C15 1.367(4) . ?
C14 H14 0.94(3) . ?
C15 H15 0.9300 . ?
C10 C9 1.370(4) . ?
C10 C17 1.466(4) . ?
C9 C8 1.396(4) . ?
C9 H9 0.98(3) . ?
C1 C2 1.384(4) . ?
C3 C2 1.372(5) . ?
C3 H3 0.99(4) . ?
C2 H2 0.95(4) . ?
C34 C33 1.380(5) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C28 C29 1.494(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.420(7) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.570(8) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C24 C23 1.398(5) . ?
C24 C27 1.499(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C23 H23 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C41 O41 0.99(5) . ?
C41 H41A 0.9607 . ?
C41 H41B 0.9607 . ?
C41 H41C 0.9607 . ?
O41 C42 1.70(7) . ?
O42 C43 1.36(3) . ?
O42 C44 1.694(18) . ?
C44 C44 1.68(2) 2_766 ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C43 H43A 0.9601 . ?
C43 H43B 0.9601 . ?
C43 H43C 0.9601 . ?
C42 H42A 0.9888 . ?
C42 H42B 0.9887 . ?
C42 H42C 0.9873 . ?
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
C2 H2 O2 0.95(4) 2.54(4) 3.125(4) 120(3) 1_565
C42 H42A O41 0.99 2.65 3.06(4) 104.8 2_776
O41 H43B O42 1.13 1.91 2.76(4) 128.8 .
C41 H43B O42 1.02 1.91 2.71(5) 133.4 .
C41 H41C O41 0.96 1.97 2.83(3) 147.6 2_776
C2 H2 O2 0.95(4) 2.54(4) 3.125(4) 120(3) 1_565
C42 H42A O41 0.99 2.65 3.06(4) 104.8 2_776
O41 H43B O42 1.13 1.91 2.76(4) 128.8 .
C41 H43B O42 1.02 1.91 2.71(5) 133.4 .
C41 H41C O41 0.96 1.97 2.83(3) 147.6 2_776
C41 H43B O42 1.02 1.91 2.71(5) 133.4 .
O41 H43B O42 1.13 1.91 2.76(4) 128.8 .
C42 H42A O41 0.99 2.65 3.06(4) 104.8 2_776
C2 H2 O2 0.95(4) 2.54(4) 3.125(4) 120(3) 1_565
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
C34 C35 C36 C37 2.3(5) . . . . ?
C38 C35 C36 C37 -177.8(3) . . . . ?
C35 C36 C37 C32 -0.3(5) . . . . ?
C36 C37 C32 C33 -1.7(5) . . . . ?
C36 C37 C32 C4 179.3(3) . . . . ?
C37 C32 C4 C5 -35.9(5) . . . . ?
C33 C32 C4 C5 145.2(3) . . . . ?
C37 C32 C4 C3 143.2(4) . . . . ?
C33 C32 C4 C3 -35.8(5) . . . . ?
C3 C4 C5 C6 -1.4(5) . . . . ?
C32 C4 C5 C6 177.6(3) . . . . ?
C4 C5 C6 C1 -1.4(5) . . . . ?
C4 C5 C6 C7 -180.0(3) . . . . ?
C5 C6 C7 C8 177.7(4) . . . . ?
C1 C6 C7 C8 -1.0(3) . . . . ?
C5 C6 C7 C16 -2.8(6) . . . . ?
C1 C6 C7 C16 178.5(3) . . . . ?
C8 C7 C16 C15 179.4(3) . . . . ?
C6 C7 C16 C15 -0.1(6) . . . . ?
C8 C7 C16 C11 -0.4(4) . . . . ?
C6 C7 C16 C11 -179.9(3) . . . . ?
C15 C16 C11 C12 0.2(4) . . . . ?
C7 C16 C11 C12 -179.9(3) . . . . ?
C15 C16 C11 C10 -179.4(3) . . . . ?
C7 C16 C11 C10 0.4(4) . . . . ?
C10 C11 C12 C13 178.7(3) . . . . ?
C16 C11 C12 C13 -0.9(5) . . . . ?
C10 C11 C12 C18 0.0(5) . . . . ?
C16 C11 C12 C18 -179.7(3) . . . . ?
C17 N2 C18 O2 179.7(3) . . . . ?
C19 N2 C18 O2 -3.9(5) . . . . ?
C17 N2 C18 C12 -1.4(5) . . . . ?
C19 N2 C18 C12 175.0(3) . . . . ?
C13 C12 C18 O2 1.5(6) . . . . ?
C11 C12 C18 O2 -179.7(3) . . . . ?
C13 C12 C18 N2 -177.3(3) . . . . ?
C11 C12 C18 N2 1.5(5) . . . . ?
C18 N2 C19 C20 -82.3(4) . . . . ?
C17 N2 C19 C20 94.4(4) . . . . ?
C18 N2 C19 C24 98.9(4) . . . . ?
C17 N2 C19 C24 -84.4(4) . . . . ?
C24 C19 C20 C21 1.7(5) . . . . ?
N2 C19 C20 C21 -177.1(3) . . . . ?
C24 C19 C20 C25 -178.3(3) . . . . ?
N2 C19 C20 C25 2.9(5) . . . . ?
C19 C20 C21 C22 1.5(5) . . . . ?
C25 C20 C21 C22 -178.6(4) . . . . ?
C20 C21 C22 C23 -3.1(6) . . . . ?
C20 C21 C22 C26 176.4(4) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C18 C12 C13 C14 179.5(3) . . . . ?
C12 C13 C14 C15 0.2(6) . . . . ?
C13 C14 C15 C16 -0.9(6) . . . . ?
C7 C16 C15 C14 -179.1(3) . . . . ?
C11 C16 C15 C14 0.7(5) . . . . ?
C12 C11 C10 C9 -179.7(3) . . . . ?
C16 C11 C10 C9 -0.1(5) . . . . ?
C12 C11 C10 C17 -1.5(5) . . . . ?
C16 C11 C10 C17 178.2(3) . . . . ?
C11 C10 C9 C8 -0.2(5) . . . . ?
C17 C10 C9 C8 -178.5(3) . . . . ?
C1 N1 C8 C7 0.2(4) . . . . ?
C28 N1 C8 C7 -174.5(3) . . . . ?
C1 N1 C8 C9 -179.0(3) . . . . ?
C28 N1 C8 C9 6.4(5) . . . . ?
C16 C7 C8 N1 -179.1(3) . . . . ?
C6 C7 C8 N1 0.5(4) . . . . ?
C16 C7 C8 C9 0.2(5) . . . . ?
C6 C7 C8 C9 179.8(3) . . . . ?
C10 C9 C8 N1 179.3(3) . . . . ?
C10 C9 C8 C7 0.2(5) . . . . ?
C8 N1 C1 C2 178.3(3) . . . . ?
C28 N1 C1 C2 -7.1(6) . . . . ?
C8 N1 C1 C6 -0.9(4) . . . . ?
C28 N1 C1 C6 173.7(3) . . . . ?
C5 C6 C1 N1 -177.8(3) . . . . ?
C7 C6 C1 N1 1.2(4) . . . . ?
C5 C6 C1 C2 3.0(5) . . . . ?
C7 C6 C1 C2 -178.1(3) . . . . ?
C5 C4 C3 C2 3.0(6) . . . . ?
C32 C4 C3 C2 -176.1(3) . . . . ?
C4 C3 C2 C1 -1.5(6) . . . . ?
N1 C1 C2 C3 179.3(3) . . . . ?
C6 C1 C2 C3 -1.5(5) . . . . ?
C36 C35 C34 C33 -2.4(5) . . . . ?
C38 C35 C34 C33 177.7(3) . . . . ?
C35 C34 C33 C32 0.5(5) . . . . ?
C37 C32 C33 C34 1.6(5) . . . . ?
C4 C32 C33 C34 -179.4(3) . . . . ?
C1 N1 C28 C29 -94.6(4) . . . . ?
C8 N1 C28 C29 79.1(4) . . . . ?
N1 C28 C29 C30 62.7(6) . . . . ?
C28 C29 C30 C31 -179.0(5) . . . . ?
C18 N2 C17 O1 179.2(3) . . . . ?
C19 N2 C17 O1 2.7(5) . . . . ?
C18 N2 C17 C10 -0.1(5) . . . . ?
C19 N2 C17 C10 -176.5(3) . . . . ?
C9 C10 C17 O1 0.6(5) . . . . ?
C11 C10 C17 O1 -177.7(3) . . . . ?
C9 C10 C17 N2 179.8(3) . . . . ?
C11 C10 C17 N2 1.5(4) . . . . ?
C20 C19 C24 C23 -2.9(5) . . . . ?
N2 C19 C24 C23 175.8(3) . . . . ?
C20 C19 C24 C27 177.3(3) . . . . ?
N2 C19 C24 C27 -3.9(5) . . . . ?
C21 C22 C23 C24 1.7(6) . . . . ?
C26 C22 C23 C24 -177.8(4) . . . . ?
C19 C24 C23 C22 1.2(5) . . . . ?
C27 C24 C23 C22 -179.0(4) . . . . ?
C43 O42 C44 C44 -168.8(15) . . . 2_766 ?
