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#$Date: 2022-03-31 11:14:27 +0300 (Thu, 31 Mar 2022) $
#$Revision: 274169 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/49/8104975.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_8104975
loop_
_publ_author_name
'Wu, Jinping'
'Li, Kaihao'
'Lan, Hairong'
'Chu, Yixin'
_publ_section_title
;
 Crystal structure of
 (4′E)-6′-(diethylamino)-2-[(E)-[(pyren-1-yl)methylidene]amino]-4′-{2-[(2E)-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene]ethylidene}-1′,2,2′,3,3′,4′-hexahydrospiro[isoindole-1,9′-xanthene]-3-one,
 C54H48N4O2
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              113
_journal_page_last               116
_journal_paper_doi               10.1515/ncrs-2021-0383
_journal_volume                  237
_journal_year                    2022
_chemical_formula_sum            'C54 H48 N4 O2'
_chemical_formula_weight         784.96
_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   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                105.885(3)
_cell_angle_beta                 97.710(3)
_cell_angle_gamma                94.126(3)
_cell_formula_units_Z            2
_cell_length_a                   11.1883(5)
_cell_length_b                   13.5364(5)
_cell_length_c                   14.3412(5)
_cell_measurement_reflns_used    4997
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.9840
_cell_measurement_theta_min      3.8300
_cell_volume                     2056.64(14)
_computing_cell_refinement       'CrysAlisPro [1]'
_computing_data_collection       'CrysAlisPro [1]'
_computing_data_reduction        'CrysAlisPro [1]'
_computing_molecular_graphics    'Olex2 [2]'
_computing_publication_material  'Olex2 [2]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015) [3]'
_computing_structure_solution    'ShelXT-2015 [4]'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.826
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.826
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18679
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.607
_diffrn_reflns_theta_min         3.323
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85112
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     556
_refine_ls_number_reflns         9577
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0685
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0478P)²+1.4524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1606
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6192
_reflns_number_total             9577
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0383_suppl.cif
_cod_data_source_block           1
_cod_database_code               8104975
_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.
;
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
O1 O 0.33412(15) 0.98971(13) 0.19667(13) 0.0469(4) Uani 1 1 d . . . . .
O2 O 0.78771(16) 0.73548(13) 0.24706(11) 0.0446(4) Uani 1 1 d . . . . .
N1 N 0.48253(17) 0.88602(14) 0.22453(14) 0.0343(4) Uani 1 1 d . . . . .
N2 N 0.40803(16) 0.82515(14) 0.25996(13) 0.0334(4) Uani 1 1 d . . . . .
N3 N 0.9082(2) 0.90937(18) 0.58565(15) 0.0519(6) Uani 1 1 d . U . . .
N4 N 0.89884(18) 0.29127(15) 0.02062(14) 0.0397(5) Uani 1 1 d . . . . .
C1 C 0.4486(2) 0.74420(18) 0.27677(16) 0.0354(5) Uani 1 1 d . . . . .
H1 H 0.522951 0.726360 0.259212 0.043 Uiso 1 1 calc R U . . .
C2 C 0.3809(2) 0.67975(17) 0.32272(16) 0.0336(5) Uani 1 1 d . . . . .
C3 C 0.2820(2) 0.71470(18) 0.36679(17) 0.0397(6) Uani 1 1 d . . . . .
H3 H 0.255214 0.776569 0.361141 0.048 Uiso 1 1 calc R U . . .
C4 C 0.2236(2) 0.6601(2) 0.41815(18) 0.0446(6) Uani 1 1 d . . . . .
H4 H 0.157191 0.685124 0.445767 0.054 Uiso 1 1 calc R U . . .
C5 C 0.2617(2) 0.56782(19) 0.42985(17) 0.0407(6) Uani 1 1 d . . . . .
C6 C 0.2063(3) 0.5114(2) 0.48726(18) 0.0501(7) Uani 1 1 d . . . . .
H6 H 0.141512 0.536260 0.517367 0.060 Uiso 1 1 calc R U . . .
C7 C 0.2459(3) 0.4237(2) 0.49844(19) 0.0544(7) Uani 1 1 d . . . . .
H7 H 0.208539 0.389547 0.536856 0.065 Uiso 1 1 calc R U . . .
C8 C 0.3437(3) 0.38123(19) 0.45301(18) 0.0475(7) Uani 1 1 d . . . . .
C9 C 0.4016(2) 0.43476(17) 0.39556(16) 0.0387(6) Uani 1 1 d . . . . .
C10 C 0.3612(2) 0.52917(17) 0.38463(15) 0.0348(5) Uani 1 1 d . . . . .
C11 C 0.4199(2) 0.58415(17) 0.32891(15) 0.0328(5) Uani 1 1 d . . . . .
C12 C 0.5182(2) 0.54022(18) 0.28315(16) 0.0385(5) Uani 1 1 d . . . . .
H12 H 0.557066 0.574331 0.245476 0.046 Uiso 1 1 calc R U . . .
C13 C 0.5552(2) 0.45072(19) 0.29359(17) 0.0441(6) Uani 1 1 d . . . . .
H13 H 0.619162 0.424749 0.262900 0.053 Uiso 1 1 calc R U . . .
C14 C 0.4993(2) 0.39459(18) 0.35034(17) 0.0425(6) Uani 1 1 d . . . . .
C15 C 0.5376(3) 0.30220(19) 0.36274(19) 0.0543(7) Uani 1 1 d . . . . .
H15 H 0.602553 0.275633 0.333924 0.065 Uiso 1 1 calc R U . . .
C16 C 0.4794(3) 0.2501(2) 0.4177(2) 0.0639(9) Uani 1 1 d . . . . .
H16 H 0.504763 0.188080 0.424359 0.077 Uiso 1 1 calc R U . . .
C17 C 0.3854(3) 0.2885(2) 0.4621(2) 0.0594(8) Uani 1 1 d . . . . .
H17 H 0.348171 0.252560 0.499167 0.071 Uiso 1 1 calc R U . . .
C18 C 0.4385(2) 0.96950(17) 0.19860(16) 0.0353(5) Uani 1 1 d . . . . .
C19 C 0.5426(2) 1.02476(17) 0.17440(16) 0.0350(5) Uani 1 1 d . . . . .
C20 C 0.5477(2) 1.11366(19) 0.14404(18) 0.0440(6) Uani 1 1 d . . . . .
H20 H 0.479004 1.147201 0.135935 0.053 Uiso 1 1 calc R U . . .
C21 C 0.6579(3) 1.1507(2) 0.12628(19) 0.0496(7) Uani 1 1 d . . . . .
H21 H 0.664091 1.210943 0.107167 0.059 Uiso 1 1 calc R U . . .
C22 C 0.7592(3) 1.0996(2) 0.13645(19) 0.0493(7) Uani 1 1 d . . . . .
H22 H 0.832437 1.125507 0.123392 0.059 Uiso 1 1 calc R U . . .
C23 C 0.7534(2) 1.0100(2) 0.16586(17) 0.0432(6) Uani 1 1 d . . . . .
H23 H 0.821363 0.975195 0.171883 0.052 Uiso 1 1 calc R U . . .
C24 C 0.6443(2) 0.97431(17) 0.18586(16) 0.0341(5) Uani 1 1 d . . . . .
C25 C 0.6149(2) 0.87860(17) 0.21841(16) 0.0328(5) Uani 1 1 d . . . . .
C26 C 0.6866(2) 0.88414(17) 0.31686(16) 0.0330(5) Uani 1 1 d . . . . .
C27 C 0.6728(2) 0.95624(18) 0.40311(17) 0.0390(5) Uani 1 1 d . . . . .
H27 H 0.614446 1.001430 0.400478 0.047 Uiso 1 1 calc R U . . .
C28 C 0.7411(2) 0.96405(19) 0.49217(17) 0.0397(6) Uani 1 1 d . . . . .
H28 H 0.726249 1.011867 0.548531 0.048 Uiso 1 1 calc R U . . .
C29 C 0.8340(2) 0.89971(19) 0.49862(17) 0.0389(5) Uani 1 1 d . . . . .
C30 C 0.8449(2) 0.82428(18) 0.41275(17) 0.0395(6) Uani 1 1 d . . . . .
H30 H 0.902786 0.778585 0.414547 0.047 Uiso 1 1 calc R U . . .
C31 C 0.7714(2) 0.81626(18) 0.32535(16) 0.0349(5) Uani 1 1 d . . . . .
C32 C 0.7122(2) 0.71788(18) 0.15795(16) 0.0337(5) Uani 1 1 d . . . . .
C33 C 0.7252(2) 0.61984(18) 0.08761(16) 0.0364(5) Uani 1 1 d . . . . .
C34 C 0.6515(3) 0.5986(2) -0.01249(19) 0.0559(8) Uani 1 1 d . . . . .
H34C H 0.704156 0.613667 -0.056513 0.067 Uiso 0.415(14) 1 calc R U P A 2
H34D H 0.622690 0.525382 -0.036291 0.067 Uiso 0.415(14) 1 calc R U P A 2
H34A H 0.700541 0.567066 -0.061009 0.067 Uiso 0.585(14) 1 calc R U P A 1
H34B H 0.582298 0.548644 -0.018017 0.067 Uiso 0.585(14) 1 calc R U P A 1
C35B C 0.5461(11) 0.6574(8) -0.0178(7) 0.051(3) Uani 0.415(14) 1 d . U P A 2
H35A H 0.525230 0.658568 -0.085293 0.061 Uiso 0.415(14) 1 calc R U P A 2
H35B H 0.478240 0.618897 -0.002934 0.061 Uiso 0.415(14) 1 calc R U P A 2
C36 C 0.5556(3) 0.7594(2) 0.04227(19) 0.0561(8) Uani 1 1 d . . . . .
H36C H 0.474502 0.776584 0.051593 0.067 Uiso 0.415(14) 1 calc R U P A 2
H36D H 0.588441 0.804768 0.007688 0.067 Uiso 0.415(14) 1 calc R U P A 2
H36A H 0.475398 0.729000 0.044953 0.067 Uiso 0.585(14) 1 calc R U P A 1
H36B H 0.546639 0.823757 0.025963 0.067 Uiso 0.585(14) 1 calc R U P A 1
C37 C 0.6323(2) 0.78221(18) 0.14125(16) 0.0356(5) Uani 1 1 d . . . . .
C38 C 0.7962(2) 0.55305(18) 0.11457(17) 0.0374(5) Uani 1 1 d . . . . .
H38 H 0.841268 0.574905 0.177439 0.045 Uiso 1 1 calc R U . . .
C39 C 0.8090(2) 0.45141(18) 0.05553(17) 0.0387(5) Uani 1 1 d . . . . .
H39 H 0.756906 0.425725 -0.004038 0.046 Uiso 1 1 calc R U . . .
C40 C 0.8906(2) 0.38986(17) 0.07941(16) 0.0343(5) Uani 1 1 d . . . . .
C41 C 0.9908(2) 0.41401(17) 0.16859(16) 0.0349(5) Uani 1 1 d . . . . .
C42 C 1.0533(2) 0.31640(18) 0.14716(17) 0.0349(5) Uani 1 1 d . . . . .
C43 C 1.1511(2) 0.2904(2) 0.20137(19) 0.0452(6) Uani 1 1 d . . . . .
H43 H 1.188825 0.336342 0.260700 0.054 Uiso 1 1 calc R U . . .
C44 C 1.1928(2) 0.1949(2) 0.1665(2) 0.0516(7) Uani 1 1 d . . . . .
H44 H 1.258072 0.176164 0.202710 0.062 Uiso 1 1 calc R U . . .
C45 C 1.1371(3) 0.1285(2) 0.0783(2) 0.0541(7) Uani 1 1 d . . . . .
H45 H 1.165983 0.065040 0.055414 0.065 Uiso 1 1 calc R U . . .
C46 C 1.0384(2) 0.15332(19) 0.0218(2) 0.0483(6) Uani 1 1 d . . . . .
H46 H 1.001742 0.107980 -0.038155 0.058 Uiso 1 1 calc R U . . .
C47 C 0.9974(2) 0.24822(18) 0.05879(17) 0.0374(5) Uani 1 1 d . . . . .
C48 C 0.8183(3) 0.2421(2) -0.07009(19) 0.0560(7) Uani 1 1 d . . . . .
H48A H 0.736119 0.251969 -0.060946 0.084 Uiso 1 1 calc R U . . .
H48B H 0.826361 0.169509 -0.089744 0.084 Uiso 1 1 calc R U . . .
H48C H 0.838844 0.272131 -0.120077 0.084 Uiso 1 1 calc R U . . .
C49 C 0.9394(2) 0.4290(2) 0.26535(17) 0.0470(6) Uani 1 1 d . . . . .
H49A H 0.900302 0.491149 0.278579 0.070 Uiso 1 1 calc R U . . .
H49B H 1.004333 0.434368 0.318139 0.070 Uiso 1 1 calc R U . . .
H49C H 0.881442 0.370977 0.259610 0.070 Uiso 1 1 calc R U . . .
C50 C 1.0793(2) 0.50680(19) 0.1719(2) 0.0478(6) Uani 1 1 d . . . . .
H50A H 1.103515 0.497838 0.108649 0.072 Uiso 1 1 calc R U . . .
H50B H 1.149569 0.512080 0.220199 0.072 Uiso 1 1 calc R U . . .
H50C H 1.040404 0.568773 0.188964 0.072 Uiso 1 1 calc R U . . .
C51 C 0.8813(3) 0.9735(2) 0.67850(18) 0.0535(7) Uani 1 1 d . . . . .
H51A H 0.911908 0.944513 0.730610 0.064 Uiso 1 1 calc R U . . .
H51B H 0.793923 0.971170 0.674970 0.064 Uiso 1 1 calc R U . . .
C52 C 0.9345(3) 1.0833(2) 0.7042(2) 0.0659(8) Uani 1 1 d . . . . .
H52A H 0.906460 1.112255 0.652271 0.099 Uiso 1 1 calc R U . . .
H52B H 1.021406 1.086892 0.713027 0.099 Uiso 1 1 calc R U . . .
H52C H 0.909799 1.121720 0.764033 0.099 Uiso 1 1 calc R U . . .
C53 C 1.0319(3) 0.8737(2) 0.58758(19) 0.0523(7) Uani 1 1 d . U . . .
H53A H 1.054109 0.860830 0.522558 0.063 Uiso 1 1 calc R U . . .
H53B H 1.090540 0.927951 0.632296 0.063 Uiso 1 1 calc R U . . .
C54 C 1.0370(3) 0.7793(3) 0.6186(2) 0.0705(9) Uani 1 1 d . . . . .
H54A H 0.985192 0.723516 0.570933 0.106 Uiso 1 1 calc R U . . .
H54B H 1.010217 0.790332 0.681165 0.106 Uiso 1 1 calc R U . . .
H54C H 1.118949 0.762141 0.624126 0.106 Uiso 1 1 calc R U . . .
C35A C 0.6075(9) 0.6884(5) -0.0360(4) 0.0452(18) Uani 0.585(14) 1 d . . P A 1
H35C H 0.545908 0.664819 -0.094150 0.054 Uiso 0.585(14) 1 calc R U P A 1
H35D H 0.674172 0.726945 -0.052244 0.054 Uiso 0.585(14) 1 calc R U P A 1
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
C31 O2 C32 119.01(16) . .
N2 N1 C18 118.99(18) . .
N2 N1 C25 126.69(16) . .
C18 N1 C25 114.07(18) . .
C1 N2 N1 117.42(18) . .
C29 N3 C51 121.1(2) . .
C29 N3 C53 121.3(2) . .
C51 N3 C53 116.4(2) . .
C40 N4 C47 111.49(19) . .
C40 N4 C48 123.6(2) . .
C47 N4 C48 124.9(2) . .
N2 C1 C2 121.5(2) . .
N2 C1 H1 119.2 . .
C2 C1 H1 119.2 . .
C3 C2 C11 119.4(2) . .
C3 C2 C1 120.3(2) . .
C11 C2 C1 120.2(2) . .
C4 C3 C2 121.6(2) . .
C4 C3 H3 119.2 . .
C2 C3 H3 119.2 . .
C3 C4 C5 121.3(2) . .
C3 C4 H4 119.4 . .
C5 C4 H4 119.4 . .
C4 C5 C10 118.6(2) . .
C4 C5 C6 122.7(2) . .
C10 C5 C6 118.7(2) . .
C7 C6 C5 121.4(3) . .
C7 C6 H6 119.3 . .
C5 C6 H6 119.3 . .
C6 C7 C8 121.7(2) . .
C6 C7 H7 119.1 . .
C8 C7 H7 119.1 . .
C17 C8 C9 118.4(3) . .
C17 C8 C7 122.8(3) . .
C9 C8 C7 118.8(2) . .
C14 C9 C8 119.8(2) . .
C14 C9 C10 120.4(2) . .
C8 C9 C10 119.8(2) . .
C11 C10 C5 120.3(2) . .
C11 C10 C9 120.2(2) . .
C5 C10 C9 119.5(2) . .
C2 C11 C10 118.8(2) . .
C2 C11 C12 123.4(2) . .
C10 C11 C12 117.8(2) . .
C13 C12 C11 121.5(2) . .
C13 C12 H12 119.3 . .
C11 C12 H12 119.3 . .
C12 C13 C14 122.0(2) . .
C12 C13 H13 119.0 . .
C14 C13 H13 119.0 . .
C15 C14 C9 119.2(2) . .
C15 C14 C13 122.6(3) . .
C9 C14 C13 118.1(2) . .
C16 C15 C14 120.4(3) . .
C16 C15 H15 119.8 . .
C14 C15 H15 119.8 . .
C17 C16 C15 120.8(3) . .
C17 C16 H16 119.6 . .
C15 C16 H16 119.6 . .
C16 C17 C8 121.3(3) . .
C16 C17 H17 119.3 . .
C8 C17 H17 119.3 . .
O1 C18 N1 125.4(2) . .
O1 C18 C19 128.9(2) . .
N1 C18 C19 105.68(18) . .
C24 C19 C20 121.2(2) . .
C24 C19 C18 109.61(19) . .
C20 C19 C18 129.2(2) . .
C21 C20 C19 117.8(2) . .
C21 C20 H20 121.1 . .
C19 C20 H20 121.1 . .
C20 C21 C22 121.0(2) . .
C20 C21 H21 119.5 . .
C22 C21 H21 119.5 . .
C21 C22 C23 121.0(2) . .
C21 C22 H22 119.5 . .
C23 C22 H22 119.5 . .
C24 C23 C22 118.2(2) . .
C24 C23 H23 120.9 . .
C22 C23 H23 120.9 . .
C23 C24 C19 120.8(2) . .
C23 C24 C25 128.0(2) . .
C19 C24 C25 111.2(2) . .
N1 C25 C37 111.11(19) . .
N1 C25 C26 111.30(17) . .
C37 C25 C26 111.21(17) . .
N1 C25 C24 99.47(16) . .
C37 C25 C24 110.72(18) . .
C26 C25 C24 112.51(19) . .
C31 C26 C27 116.2(2) . .
C31 C26 C25 120.9(2) . .
C27 C26 C25 122.90(19) . .
C28 C27 C26 123.0(2) . .
C28 C27 H27 118.5 . .
C26 C27 H27 118.5 . .
C27 C28 C29 120.2(2) . .
C27 C28 H28 119.9 . .
C29 C28 H28 119.9 . .
N3 C29 C30 121.5(2) . .
N3 C29 C28 121.6(2) . .
C30 C29 C28 116.8(2) . .
C31 C30 C29 121.2(2) . .
C31 C30 H30 119.4 . .
C29 C30 H30 119.4 . .
C30 C31 O2 115.31(19) . .
C30 C31 C26 122.3(2) . .
O2 C31 C26 122.4(2) . .
C37 C32 O2 122.7(2) . .
C37 C32 C33 124.4(2) . .
O2 C32 C33 112.82(18) . .
C38 C33 C32 120.6(2) . .
C38 C33 C34 123.6(2) . .
C32 C33 C34 115.72(19) . .
C35A C34 C33 115.1(3) . .
C35B C34 C33 115.3(4) . .
C35B C34 H34C 108.4 . .
C33 C34 H34C 108.4 . .
C35B C34 H34D 108.4 . .
C33 C34 H34D 108.4 . .
H34C C34 H34D 107.5 . .
C35A C34 H34A 108.5 . .
C33 C34 H34A 108.5 . .
C35A C34 H34B 108.5 . .
C33 C34 H34B 108.5 . .
H34A C34 H34B 107.5 . .
C36 C35B C34 118.9(7) . .
C36 C35B H35A 107.6 . .
C34 C35B H35A 107.6 . .
C36 C35B H35B 107.6 . .
C34 C35B H35B 107.6 . .
H35A C35B H35B 107.0 . .
C35B C36 C37 116.1(4) . .
C35A C36 C37 112.8(3) . .
C35B C36 H36C 108.3 . .
C37 C36 H36C 108.3 . .
C35B C36 H36D 108.3 . .
C37 C36 H36D 108.3 . .
H36C C36 H36D 107.4 . .
C35A C36 H36A 109.0 . .
C37 C36 H36A 109.0 . .
C35A C36 H36B 109.0 . .
C37 C36 H36B 109.0 . .
H36A C36 H36B 107.8 . .
C32 C37 C36 119.8(2) . .
C32 C37 C25 122.8(2) . .
C36 C37 C25 117.47(19) . .
C33 C38 C39 126.1(2) . .
C33 C38 H38 116.9 . .
C39 C38 H38 116.9 . .
C40 C39 C38 125.3(2) . .
C40 C39 H39 117.4 . .
C38 C39 H39 117.4 . .
C39 C40 N4 123.4(2) . .
C39 C40 C41 128.6(2) . .
N4 C40 C41 107.92(18) . .
C42 C41 C40 101.60(18) . .
C42 C41 C50 109.98(19) . .
C40 C41 C50 110.99(19) . .
C42 C41 C49 109.96(18) . .
C40 C41 C49 112.16(19) . .
C50 C41 C49 111.7(2) . .
C43 C42 C47 120.3(2) . .
C43 C42 C41 129.7(2) . .
C47 C42 C41 109.97(19) . .
C42 C43 C44 119.4(3) . .
C42 C43 H43 120.3 . .
C44 C43 H43 120.3 . .
C45 C44 C43 119.6(2) . .
C45 C44 H44 120.2 . .
C43 C44 H44 120.2 . .
C44 C45 C46 122.1(2) . .
C44 C45 H45 119.0 . .
C46 C45 H45 119.0 . .
C47 C46 C45 117.2(3) . .
C47 C46 H46 121.4 . .
C45 C46 H46 121.4 . .
C42 C47 C46 121.4(2) . .
C42 C47 N4 108.95(19) . .
C46 C47 N4 129.7(2) . .
N4 C48 H48A 109.5 . .
N4 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
N4 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C41 C49 H49A 109.5 . .
C41 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C41 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C41 C50 H50A 109.5 . .
C41 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C41 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
N3 C51 C52 113.8(2) . .
N3 C51 H51A 108.8 . .
C52 C51 H51A 108.8 . .
N3 C51 H51B 108.8 . .
C52 C51 H51B 108.8 . .
H51A C51 H51B 107.7 . .
C51 C52 H52A 109.5 . .
C51 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C51 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C54 C53 N3 112.0(3) . .
C54 C53 H53A 109.2 . .
N3 C53 H53A 109.2 . .
C54 C53 H53B 109.2 . .
N3 C53 H53B 109.2 . .
H53A C53 H53B 107.9 . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C34 C35A C36 115.6(5) . .
C34 C35A H35C 108.4 . .
C36 C35A H35C 108.4 . .
C34 C35A H35D 108.4 . .
C36 C35A H35D 108.4 . .
H35C C35A H35D 107.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C18 1.217(3) .
O2 C31 1.379(3) .
O2 C32 1.385(3) .
N1 N2 1.370(3) .
N1 C18 1.385(3) .
N1 C25 1.504(3) .
N2 C1 1.285(3) .
N3 C29 1.372(3) .
N3 C51 1.459(3) .
N3 C53 1.498(3) .
N4 C40 1.387(3) .
N4 C47 1.400(3) .
N4 C48 1.439(3) .
C1 C2 1.457(3) .
C1 H1 0.9300 .
C2 C3 1.395(3) .
C2 C11 1.417(3) .
C3 C4 1.369(3) .
C3 H3 0.9300 .
C4 C5 1.394(3) .
C4 H4 0.9300 .
C5 C10 1.423(3) .
C5 C6 1.435(3) .
C6 C7 1.339(4) .
C6 H6 0.9300 .
C7 C8 1.425(4) .
C7 H7 0.9300 .
C8 C17 1.402(4) .
C8 C9 1.423(3) .
C9 C14 1.412(4) .
C9 C10 1.427(3) .
C10 C11 1.422(3) .
C11 C12 1.438(3) .
C12 C13 1.348(3) .
C12 H12 0.9300 .
C13 C14 1.428(4) .
C13 H13 0.9300 .
C14 C15 1.399(3) .
C15 C16 1.385(4) .
C15 H15 0.9300 .
C16 C17 1.364(4) .
C16 H16 0.9300 .
C17 H17 0.9300 .
C18 C19 1.470(3) .
C19 C24 1.383(3) .
C19 C20 1.387(3) .
C20 C21 1.379(4) .
C20 H20 0.9300 .
C21 C22 1.382(4) .
C21 H21 0.9300 .
C22 C23 1.388(3) .
C22 H22 0.9300 .
C23 C24 1.375(3) .
C23 H23 0.9300 .
C24 C25 1.522(3) .
C25 C37 1.506(3) .
C25 C26 1.507(3) .
C26 C31 1.384(3) .
C26 C27 1.385(3) .
C27 C28 1.371(3) .
C27 H27 0.9300 .
C28 C29 1.413(3) .
C28 H28 0.9300 .
C29 C30 1.394(3) .
C30 C31 1.376(3) .
C30 H30 0.9300 .
C32 C37 1.336(3) .
C32 C33 1.461(3) .
C33 C38 1.346(3) .
C33 C34 1.499(3) .
C34 C35A 1.449(5) .
C34 C35B 1.474(8) .
C34 H34C 0.9700 .
C34 H34D 0.9700 .
C34 H34A 0.9700 .
C34 H34B 0.9700 .
C35B C36 1.401(8) .
C35B H35A 0.9700 .
C35B H35B 0.9700 .
C36 C35A 1.478(7) .
C36 C37 1.497(3) .
C36 H36C 0.9700 .
C36 H36D 0.9700 .
C36 H36A 0.9700 .
C36 H36B 0.9700 .
C38 C39 1.433(3) .
C38 H38 0.9300 .
C39 C40 1.351(3) .
C39 H39 0.9300 .
C40 C41 1.527(3) .
C41 C42 1.516(3) .
C41 C50 1.528(3) .
C41 C49 1.541(3) .
C42 C43 1.379(3) .
C42 C47 1.383(3) .
C43 C44 1.391(4) .
C43 H43 0.9300 .
C44 C45 1.371(4) .
C44 H44 0.9300 .
C45 C46 1.396(4) .
C45 H45 0.9300 .
C46 C47 1.385(3) .
C46 H46 0.9300 .
C48 H48A 0.9600 .
C48 H48B 0.9600 .
C48 H48C 0.9600 .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C50 H50A 0.9600 .
C50 H50B 0.9600 .
C50 H50C 0.9600 .
C51 C52 1.488(4) .
C51 H51A 0.9700 .
C51 H51B 0.9700 .
C52 H52A 0.9600 .
C52 H52B 0.9600 .
C52 H52C 0.9600 .
C53 C54 1.466(4) .
C53 H53A 0.9700 .
C53 H53B 0.9700 .
C54 H54A 0.9600 .
C54 H54B 0.9600 .
C54 H54C 0.9600 .
C35A H35C 0.9700 .
C35A H35D 0.9700 .
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
C18 N1 N2 C1 175.2(2) . . . .
C25 N1 N2 C1 -10.8(3) . . . .
N1 N2 C1 C2 174.40(19) . . . .
N2 C1 C2 C3 -12.4(3) . . . .
N2 C1 C2 C11 171.9(2) . . . .
C11 C2 C3 C4 1.7(4) . . . .
C1 C2 C3 C4 -174.0(2) . . . .
C2 C3 C4 C5 1.0(4) . . . .
C3 C4 C5 C10 -1.8(4) . . . .
C3 C4 C5 C6 176.8(2) . . . .
C4 C5 C6 C7 -179.0(3) . . . .
C10 C5 C6 C7 -0.3(4) . . . .
C5 C6 C7 C8 -0.8(4) . . . .
C6 C7 C8 C17 -178.8(3) . . . .
C6 C7 C8 C9 0.9(4) . . . .
C17 C8 C9 C14 -0.7(3) . . . .
C7 C8 C9 C14 179.6(2) . . . .
C17 C8 C9 C10 179.8(2) . . . .
C7 C8 C9 C10 0.1(3) . . . .
C4 C5 C10 C11 0.0(3) . . . .
C6 C5 C10 C11 -178.7(2) . . . .
C4 C5 C10 C9 -179.9(2) . . . .
C6 C5 C10 C9 1.3(3) . . . .
C14 C9 C10 C11 -0.7(3) . . . .
C8 C9 C10 C11 178.8(2) . . . .
C14 C9 C10 C5 179.3(2) . . . .
C8 C9 C10 C5 -1.2(3) . . . .
C3 C2 C11 C10 -3.4(3) . . . .
C1 C2 C11 C10 172.3(2) . . . .
C3 C2 C11 C12 177.9(2) . . . .
C1 C2 C11 C12 -6.4(3) . . . .
C5 C10 C11 C2 2.5(3) . . . .
C9 C10 C11 C2 -177.5(2) . . . .
C5 C10 C11 C12 -178.7(2) . . . .
C9 C10 C11 C12 1.3(3) . . . .
C2 C11 C12 C13 177.7(2) . . . .
C10 C11 C12 C13 -1.0(3) . . . .
C11 C12 C13 C14 0.1(4) . . . .
C8 C9 C14 C15 0.1(3) . . . .
C10 C9 C14 C15 179.6(2) . . . .
C8 C9 C14 C13 -179.8(2) . . . .
C10 C9 C14 C13 -0.3(3) . . . .
C12 C13 C14 C15 -179.3(2) . . . .
C12 C13 C14 C9 0.6(4) . . . .
C9 C14 C15 C16 0.8(4) . . . .
C13 C14 C15 C16 -179.3(2) . . . .
C14 C15 C16 C17 -1.2(4) . . . .
C15 C16 C17 C8 0.6(4) . . . .
C9 C8 C17 C16 0.3(4) . . . .
C7 C8 C17 C16 -180.0(3) . . . .
N2 N1 C18 O1 -6.5(3) . . . .
C25 N1 C18 O1 178.8(2) . . . .
N2 N1 C18 C19 173.91(18) . . . .
C25 N1 C18 C19 -0.8(2) . . . .
O1 C18 C19 C24 -179.5(2) . . . .
N1 C18 C19 C24 0.1(3) . . . .
O1 C18 C19 C20 0.4(4) . . . .
N1 C18 C19 C20 180.0(2) . . . .
C24 C19 C20 C21 -0.5(4) . . . .
C18 C19 C20 C21 179.7(2) . . . .
C19 C20 C21 C22 1.3(4) . . . .
C20 C21 C22 C23 -0.7(4) . . . .
C21 C22 C23 C24 -0.8(4) . . . .
C22 C23 C24 C19 1.7(4) . . . .
C22 C23 C24 C25 179.6(2) . . . .
C20 C19 C24 C23 -1.1(4) . . . .
C18 C19 C24 C23 178.8(2) . . . .
C20 C19 C24 C25 -179.3(2) . . . .
C18 C19 C24 C25 0.6(3) . . . .
N2 N1 C25 C37 70.2(3) . . . .
C18 N1 C25 C37 -115.6(2) . . . .
N2 N1 C25 C26 -54.4(3) . . . .
C18 N1 C25 C26 119.9(2) . . . .
N2 N1 C25 C24 -173.15(19) . . . .
C18 N1 C25 C24 1.1(2) . . . .
C23 C24 C25 N1 -179.0(2) . . . .
C19 C24 C25 N1 -1.0(2) . . . .
C23 C24 C25 C37 -62.1(3) . . . .
C19 C24 C25 C37 116.0(2) . . . .
C23 C24 C25 C26 63.1(3) . . . .
C19 C24 C25 C26 -118.8(2) . . . .
N1 C25 C26 C31 134.8(2) . . . .
C37 C25 C26 C31 10.3(3) . . . .
C24 C25 C26 C31 -114.6(2) . . . .
N1 C25 C26 C27 -45.5(3) . . . .
C37 C25 C26 C27 -170.0(2) . . . .
C24 C25 C26 C27 65.1(3) . . . .
C31 C26 C27 C28 2.3(4) . . . .
C25 C26 C27 C28 -177.4(2) . . . .
C26 C27 C28 C29 2.6(4) . . . .
C51 N3 C29 C30 -167.5(2) . . . .
C53 N3 C29 C30 25.5(4) . . . .
C51 N3 C29 C28 11.0(4) . . . .
C53 N3 C29 C28 -156.0(2) . . . .
C27 C28 C29 N3 176.4(2) . . . .
C27 C28 C29 C30 -5.0(4) . . . .
N3 C29 C30 C31 -178.9(2) . . . .
C28 C29 C30 C31 2.6(4) . . . .
C29 C30 C31 O2 -177.1(2) . . . .
C29 C30 C31 C26 2.4(4) . . . .
C32 O2 C31 C30 175.9(2) . . . .
C32 O2 C31 C26 -3.6(3) . . . .
C27 C26 C31 C30 -4.8(3) . . . .
C25 C26 C31 C30 174.9(2) . . . .
C27 C26 C31 O2 174.7(2) . . . .
C25 C26 C31 O2 -5.6(3) . . . .
C31 O2 C32 C37 7.2(3) . . . .
C31 O2 C32 C33 -169.6(2) . . . .
C37 C32 C33 C38 -171.0(2) . . . .
O2 C32 C33 C38 5.8(3) . . . .
C37 C32 C33 C34 6.6(4) . . . .
O2 C32 C33 C34 -176.6(2) . . . .
C38 C33 C34 C35A -164.2(5) . . . .
C32 C33 C34 C35A 18.2(6) . . . .
C38 C33 C34 C35B 156.7(8) . . . .
C32 C33 C34 C35B -20.8(8) . . . .
C33 C34 C35B C36 35.9(14) . . . .
C34 C35B C36 C37 -34.2(14) . . . .
O2 C32 C37 C36 178.6(2) . . . .
C33 C32 C37 C36 -4.9(4) . . . .
O2 C32 C37 C25 -1.4(4) . . . .
C33 C32 C37 C25 175.2(2) . . . .
C35B C36 C37 C32 18.4(8) . . . .
C35A C36 C37 C32 -20.7(5) . . . .
C35B C36 C37 C25 -161.7(8) . . . .
C35A C36 C37 C25 159.2(4) . . . .
N1 C25 C37 C32 -131.6(2) . . . .
C26 C25 C37 C32 -7.1(3) . . . .
C24 C25 C37 C32 118.8(2) . . . .
N1 C25 C37 C36 48.4(3) . . . .
C26 C25 C37 C36 173.0(2) . . . .
C24 C25 C37 C36 -61.1(3) . . . .
C32 C33 C38 C39 174.6(2) . . . .
C34 C33 C38 C39 -2.9(4) . . . .
C33 C38 C39 C40 172.2(2) . . . .
C38 C39 C40 N4 179.1(2) . . . .
C38 C39 C40 C41 -3.9(4) . . . .
C47 N4 C40 C39 175.0(2) . . . .
C48 N4 C40 C39 -2.7(4) . . . .
C47 N4 C40 C41 -2.5(3) . . . .
C48 N4 C40 C41 179.8(2) . . . .
C39 C40 C41 C42 -176.2(2) . . . .
N4 C40 C41 C42 1.2(2) . . . .
C39 C40 C41 C50 -59.3(3) . . . .
N4 C40 C41 C50 118.1(2) . . . .
C39 C40 C41 C49 66.4(3) . . . .
N4 C40 C41 C49 -116.2(2) . . . .
C40 C41 C42 C43 -179.4(2) . . . .
C50 C41 C42 C43 63.0(3) . . . .
C49 C41 C42 C43 -60.5(3) . . . .
C40 C41 C42 C47 0.6(2) . . . .
C50 C41 C42 C47 -117.1(2) . . . .
C49 C41 C42 C47 119.5(2) . . . .
C47 C42 C43 C44 -0.2(4) . . . .
C41 C42 C43 C44 179.8(2) . . . .
C42 C43 C44 C45 0.8(4) . . . .
C43 C44 C45 C46 -0.4(4) . . . .
C44 C45 C46 C47 -0.5(4) . . . .
C43 C42 C47 C46 -0.8(4) . . . .
C41 C42 C47 C46 179.2(2) . . . .
C43 C42 C47 N4 177.9(2) . . . .
C41 C42 C47 N4 -2.1(3) . . . .
C45 C46 C47 C42 1.1(4) . . . .
C45 C46 C47 N4 -177.2(2) . . . .
C40 N4 C47 C42 3.0(3) . . . .
C48 N4 C47 C42 -179.4(2) . . . .
C40 N4 C47 C46 -178.5(2) . . . .
C48 N4 C47 C46 -0.9(4) . . . .
C29 N3 C51 C52 -88.8(3) . . . .
C53 N3 C51 C52 78.8(3) . . . .
C29 N3 C53 C54 -107.6(3) . . . .
C51 N3 C53 C54 84.8(3) . . . .
C33 C34 C35A C36 -44.5(9) . . . .
C37 C36 C35A C34 45.5(8) . . . .
