#------------------------------------------------------------------------------
#$Date: 2025-08-19 21:30:04 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301811 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/28/4002848.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_4002848
loop_
_publ_author_name
'Zhang, Bolong'
'Soleimaninejad, Hamid'
'Jones, David J.'
'White, Jonathan M.'
'Ghiggino, Kenneth P.'
'Smith, Trevor A.'
'Wong, Wallace W. H.'
_publ_section_title
;
 Highly Fluorescent Molecularly Insulated Perylene Diimides: Effect of
 Concentration on Photophysical Properties
;
_journal_issue                   19
_journal_name_full               'Chemistry of Materials'
_journal_page_first              8395
_journal_paper_doi               10.1021/acs.chemmater.7b02968
_journal_volume                  29
_journal_year                    2017
_chemical_formula_sum            'C144 H106 N2 O4'
_chemical_formula_weight         1928.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                96.813(5)
_cell_angle_beta                 99.765(5)
_cell_angle_gamma                93.246(5)
_cell_formula_units_Z            1
_cell_length_a                   9.5089(6)
_cell_length_b                   16.5114(10)
_cell_length_c                   18.4177(11)
_cell_measurement_reflns_used    3849
_cell_measurement_temperature    130.00(10)
_cell_measurement_theta_max      73.9090
_cell_measurement_theta_min      3.8500
_cell_volume                     2820.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43i (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43i (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43i (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      130.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16294
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.495
_diffrn_reflns_theta_max         67.495
_diffrn_reflns_theta_min         3.883
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.517
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75034
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43i (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_description       plate
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.417
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.020
_refine_diff_density_max         1.187
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     676
_refine_ls_number_reflns         10045
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0708
_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)+(0.1377P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1955
_refine_ls_wR_factor_ref         0.2168
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7463
_reflns_number_total             10045
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cm7b02968_si_003.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4002848--4002849.cif.'
_cod_database_code               4002848
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_usercomment     'Bolong/Wallace ID: zbl-65'
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.228
_oxdiff_exptl_absorpt_empirical_full_max 1.495
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
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
C1 C 0.1565(2) 0.31381(14) 0.28444(13) 0.0229(5) Uani 1 1 d . .
C2 C 0.0787(3) 0.35665(14) 0.33924(13) 0.0233(5) Uani 1 1 d . .
C3 C -0.0634(3) 0.33236(15) 0.33815(14) 0.0268(5) Uani 1 1 d . .
H3 H -0.110409 0.290960 0.302104 0.032 Uiso 1 1 calc R U
C4 C -0.1366(3) 0.37005(15) 0.39127(15) 0.0278(5) Uani 1 1 d . .
H4 H -0.232164 0.353209 0.389676 0.033 Uiso 1 1 calc R U
C5 C -0.0699(2) 0.43220(14) 0.44655(14) 0.0234(5) Uani 1 1 d . .
C6 C 0.0739(2) 0.46146(14) 0.44561(13) 0.0229(5) Uani 1 1 d . .
C7 C 0.1441(3) 0.52922(14) 0.49595(13) 0.0234(5) Uani 1 1 d . .
C8 C 0.2811(3) 0.55749(15) 0.48934(15) 0.0271(5) Uani 1 1 d . .
H8 H 0.324600 0.604461 0.519505 0.032 Uiso 1 1 calc R U
C9 C 0.3552(3) 0.51671(15) 0.43809(15) 0.0274(5) Uani 1 1 d . .
H9 H 0.447729 0.536175 0.435633 0.033 Uiso 1 1 calc R U
C10 C 0.2924(2) 0.44838(14) 0.39157(14) 0.0244(5) Uani 1 1 d . .
C11 C 0.1484(2) 0.42190(14) 0.39190(13) 0.0224(5) Uani 1 1 d . .
C12 C 0.3773(2) 0.40030(14) 0.34446(13) 0.0238(5) Uani 1 1 d . .
C13 C 0.3912(2) 0.28308(14) 0.25510(14) 0.0237(5) Uani 1 1 d . .
C14 C 0.4369(3) 0.21552(15) 0.28950(15) 0.0266(5) Uani 1 1 d . .
C15 C 0.5335(3) 0.16737(16) 0.26001(17) 0.0347(6) Uani 1 1 d . .
H15 H 0.564171 0.122636 0.282883 0.042 Uiso 1 1 calc R U
C16 C 0.5855(3) 0.18465(17) 0.19676(18) 0.0377(6) Uani 1 1 d . .
C17 C 0.5386(3) 0.25211(16) 0.16386(15) 0.0315(6) Uani 1 1 d . .
H17 H 0.571625 0.263631 0.121183 0.038 Uiso 1 1 calc R U
C18 C 0.4437(3) 0.30321(15) 0.19269(14) 0.0255(5) Uani 1 1 d . .
C19 C 0.3909(3) 0.20229(14) 0.36100(15) 0.0265(5) Uani 1 1 d . .
C20 C 0.2558(3) 0.16633(15) 0.36392(14) 0.0268(5) Uani 1 1 d . .
H20 H 0.194300 0.145226 0.320101 0.032 Uiso 1 1 calc R U
C21 C 0.2123(3) 0.16182(15) 0.43244(14) 0.0266(5) Uani 1 1 d . .
H21 H 0.121694 0.137983 0.433345 0.032 Uiso 1 1 calc R U
C22 C 0.3013(3) 0.19211(14) 0.49870(14) 0.0252(5) Uani 1 1 d . .
C23 C 0.4399(3) 0.22450(15) 0.49535(15) 0.0278(5) Uani 1 1 d . .
H23 H 0.503524 0.242829 0.539164 0.033 Uiso 1 1 calc R U
C24 C 0.4826(3) 0.22942(15) 0.42766(15) 0.0272(5) Uani 1 1 d . .
H24 H 0.574553 0.251301 0.426813 0.033 Uiso 1 1 calc R U
C25 C 0.2601(3) 0.18784(15) 0.57572(14) 0.0258(5) Uani 1 1 d . .
C26 C 0.3625(3) 0.12854(15) 0.61125(14) 0.0264(5) Uani 1 1 d . .
C27 C 0.3554(3) 0.04786(16) 0.57756(15) 0.0335(6) Uani 1 1 d . .
H27 H 0.283619 0.029505 0.537044 0.040 Uiso 1 1 calc R U
C28 C 0.4542(3) -0.00550(17) 0.60370(17) 0.0371(6) Uani 1 1 d . .
H28 H 0.447775 -0.059115 0.580534 0.044 Uiso 1 1 calc R U
C29 C 0.5618(3) 0.02043(17) 0.66387(17) 0.0365(6) Uani 1 1 d . .
H29 H 0.626985 -0.015604 0.681736 0.044 Uiso 1 1 calc R U
C30 C 0.5713(3) 0.10032(18) 0.69698(17) 0.0364(6) Uani 1 1 d . .
H30 H 0.643781 0.118449 0.737253 0.044 Uiso 1 1 calc R U
C31 C 0.4728(3) 0.15440(16) 0.67045(15) 0.0308(5) Uani 1 1 d . .
H31 H 0.481335 0.208404 0.692837 0.037 Uiso 1 1 calc R U
C32 C 0.0996(3) 0.16042(15) 0.56865(14) 0.0274(5) Uani 1 1 d . .
C33 C 0.0476(3) 0.09379(17) 0.59790(16) 0.0351(6) Uani 1 1 d . .
H33 H 0.111296 0.059835 0.620663 0.042 Uiso 1 1 calc R U
C34 C -0.0999(3) 0.07684(19) 0.59362(19) 0.0437(7) Uani 1 1 d . .
H34 H -0.132614 0.031453 0.613249 0.052 Uiso 1 1 calc R U
C35 C -0.1969(3) 0.1259(2) 0.56106(17) 0.0408(6) Uani 1 1 d . .
H35 H -0.294618 0.114134 0.558341 0.049 Uiso 1 1 calc R U
C36 C -0.1462(3) 0.1936(2) 0.53218(17) 0.0396(6) Uani 1 1 d . .
H36 H -0.210569 0.227462 0.509774 0.047 Uiso 1 1 calc R U
C37 C -0.0007(3) 0.21098(17) 0.53652(16) 0.0332(6) Uani 1 1 d . .
H37 H 0.031313 0.257141 0.517770 0.040 Uiso 1 1 calc R U
C38 C 0.2749(3) 0.27258(15) 0.62269(14) 0.0261(5) Uani 1 1 d . .
C39 C 0.2947(3) 0.34601(16) 0.59430(15) 0.0299(5) Uani 1 1 d . .
H39 H 0.309239 0.345162 0.545542 0.036 Uiso 1 1 calc R U
C40 C 0.2931(3) 0.42051(16) 0.63778(16) 0.0338(6) Uani 1 1 d . .
H40 H 0.305425 0.468882 0.617580 0.041 Uiso 1 1 calc R U
C41 C 0.2734(3) 0.42376(17) 0.71059(17) 0.0364(6) Uani 1 1 d . .
H41 H 0.272942 0.473853 0.739524 0.044 Uiso 1 1 calc R U
C42 C 0.2543(3) 0.35107(17) 0.73997(15) 0.0345(6) Uani 1 1 d . .
H42 H 0.241392 0.352396 0.789017 0.041 Uiso 1 1 calc R U
C43 C 0.2545(3) 0.27716(15) 0.69685(14) 0.0287(5) Uani 1 1 d . .
H43 H 0.240750 0.229047 0.717242 0.034 Uiso 1 1 calc R U
C44 C 0.4110(3) 0.38093(15) 0.16194(13) 0.0247(5) Uani 1 1 d . .
C45 C 0.5227(3) 0.43306(15) 0.15031(14) 0.0258(5) Uani 1 1 d . .
H45 H 0.615869 0.417514 0.159444 0.031 Uiso 1 1 calc R U
C46 C 0.4976(3) 0.50826(15) 0.12521(13) 0.0260(5) Uani 1 1 d . .
H46 H 0.574344 0.542170 0.118293 0.031 Uiso 1 1 calc R U
C47 C 0.3605(3) 0.53322(15) 0.11044(13) 0.0256(5) Uani 1 1 d . .
C48 C 0.2476(3) 0.47934(16) 0.12050(14) 0.0285(5) Uani 1 1 d . .
H48 H 0.154147 0.494221 0.110055 0.034 Uiso 1 1 calc R U
C49 C 0.2719(3) 0.40479(15) 0.14554(14) 0.0269(5) Uani 1 1 d . .
H49 H 0.195099 0.370308 0.151487 0.032 Uiso 1 1 calc R U
C50 C 0.3218(3) 0.61684(15) 0.08592(14) 0.0270(5) Uani 1 1 d . .
C51 C 0.2381(3) 0.60497(16) 0.00538(15) 0.0286(5) Uani 1 1 d . .
C52 C 0.1992(3) 0.52867(16) -0.03702(15) 0.0300(5) Uani 1 1 d . .
H52 H 0.220104 0.481597 -0.015477 0.036 Uiso 1 1 calc R U
C53 C 0.1302(3) 0.52123(18) -0.11052(15) 0.0326(6) Uani 1 1 d . .
H53 H 0.106152 0.469612 -0.137527 0.039 Uiso 1 1 calc R U
C54 C 0.0970(3) 0.59043(19) -0.14381(16) 0.0357(6) Uani 1 1 d . .
H54 H 0.050866 0.585559 -0.193046 0.043 Uiso 1 1 calc R U
C55 C 0.1333(3) 0.66675(19) -0.10295(17) 0.0377(6) Uani 1 1 d . .
H55 H 0.109888 0.713429 -0.124599 0.045 Uiso 1 1 calc R U
C56 C 0.2047(3) 0.67429(17) -0.02950(16) 0.0330(6) Uani 1 1 d . .
H56 H 0.230593 0.726120 -0.003199 0.040 Uiso 1 1 calc R U
C57 C 0.4553(3) 0.67542(15) 0.08650(14) 0.0281(5) Uani 1 1 d . .
C58 C 0.5484(3) 0.65509(17) 0.03735(15) 0.0315(5) Uani 1 1 d . .
H58 H 0.532500 0.605071 0.007000 0.038 Uiso 1 1 calc R U
C59 C 0.6650(3) 0.70854(18) 0.03294(16) 0.0350(6) Uani 1 1 d . .
H59 H 0.726797 0.693648 0.000456 0.042 Uiso 1 1 calc R U
C60 C 0.6884(3) 0.78383(18) 0.07703(18) 0.0398(6) Uani 1 1 d . .
H60 H 0.765480 0.819775 0.074044 0.048 Uiso 1 1 calc R U
C61 C 0.5961(3) 0.80513(18) 0.12556(18) 0.0410(6) Uani 1 1 d . .
H61 H 0.611167 0.855650 0.155111 0.049 Uiso 1 1 calc R U
C62 C 0.4807(3) 0.75116(17) 0.13033(16) 0.0356(6) Uani 1 1 d . .
H62 H 0.419785 0.766063 0.163311 0.043 Uiso 1 1 calc R U
C63 C 0.2343(3) 0.65396(15) 0.14384(15) 0.0294(5) Uani 1 1 d . .
C64 C 0.1056(3) 0.68880(18) 0.12594(18) 0.0373(6) Uani 1 1 d . .
H64 H 0.064222 0.688157 0.076331 0.045 Uiso 1 1 calc R U
C65 C 0.0374(3) 0.7249(2) 0.1817(2) 0.0453(7) Uani 1 1 d . .
H65 H -0.048941 0.747868 0.168799 0.054 Uiso 1 1 calc R U
C66 C 0.0969(4) 0.7267(2) 0.2559(2) 0.0473(7) Uani 1 1 d . .
H66 H 0.052242 0.751828 0.292776 0.057 Uiso 1 1 calc R U
C67 C 0.2234(3) 0.6908(2) 0.27442(18) 0.0424(7) Uani 1 1 d . .
H67 H 0.263098 0.690570 0.324137 0.051 Uiso 1 1 calc R U
C68 C 0.2922(3) 0.65471(18) 0.21879(17) 0.0365(6) Uani 1 1 d . .
H68 H 0.377665 0.630938 0.231970 0.044 Uiso 1 1 calc R U
C69 C 0.6872(5) 0.1302(2) 0.1624(2) 0.0600(11) Uani 1 1 d . .
H69A H 0.633348 0.098236 0.117670 0.072 Uiso 1 1 calc R U
H69B H 0.759333 0.165192 0.147235 0.072 Uiso 1 1 calc R U
C70 C 0.7629(6) 0.0719(3) 0.2100(3) 0.0818(14) Uani 1 1 d . .
H70A H 0.692321 0.034397 0.223407 0.098 Uiso 1 1 calc R U
H70B H 0.815851 0.102763 0.255493 0.098 Uiso 1 1 calc R U
C71 C 0.8660(7) 0.0230(4) 0.1704(4) 0.097(2) Uani 1 1 d . .
H71A H 0.923403 0.061542 0.149583 0.116 Uiso 1 1 calc R U
H71B H 0.808599 -0.012461 0.128891 0.116 Uiso 1 1 calc R U
C72 C 0.9753(9) -0.0334(3) 0.2154(2) 0.109(3) Uani 1 1 d . .
H72A H 1.031819 -0.059702 0.182367 0.163 Uiso 1 1 calc R U
H72B H 1.037161 0.000256 0.255633 0.163 Uiso 1 1 calc R U
H72C H 0.921644 -0.074207 0.234811 0.163 Uiso 1 1 calc R U
N1 N 0.3033(2) 0.33639(12) 0.29292(11) 0.0230(4) Uani 1 1 d . .
O1 O 0.09937(18) 0.26100(11) 0.23524(10) 0.0277(4) Uani 1 1 d . .
O2 O 0.50598(18) 0.41237(11) 0.35082(11) 0.0301(4) Uani 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_3
O1 C1 N1 120.4(2) .
O1 C1 C2 123.1(2) .
N1 C1 C2 116.5(2) .
C3 C2 C11 120.0(2) .
C3 C2 C1 119.5(2) .
C11 C2 C1 120.6(2) .
C2 C3 C4 120.1(2) .
C2 C3 H3 120.0 .
C4 C3 H3 120.0 .
C5 C4 C3 121.8(2) .
C5 C4 H4 119.1 .
C3 C4 H4 119.1 .
C4 C5 C6 118.7(2) .
C4 C5 C7 122.5(2) 2_566
C6 C5 C7 118.8(2) 2_566
C7 C6 C5 121.8(2) .
C7 C6 C11 119.2(2) .
C5 C6 C11 118.9(2) .
C8 C7 C6 118.9(2) .
C8 C7 C5 121.8(2) 2_566
C6 C7 C5 119.3(2) 2_566
C7 C8 C9 121.4(2) .
C7 C8 H8 119.3 .
C9 C8 H8 119.3 .
C10 C9 C8 120.7(2) .
C10 C9 H9 119.7 .
C8 C9 H9 119.7 .
C9 C10 C11 119.7(2) .
C9 C10 C12 120.0(2) .
C11 C10 C12 120.2(2) .
C2 C11 C10 120.0(2) .
C2 C11 C6 120.3(2) .
C10 C11 C6 119.8(2) .
O2 C12 N1 120.2(2) .
O2 C12 C10 122.8(2) .
N1 C12 C10 117.0(2) .
C18 C13 C14 120.9(2) .
C18 C13 N1 121.8(2) .
C14 C13 N1 116.8(2) .
C15 C14 C13 119.2(2) .
C15 C14 C19 121.7(2) .
C13 C14 C19 118.8(2) .
C14 C15 C16 121.3(2) .
C14 C15 H15 119.3 .
C16 C15 H15 119.3 .
C17 C16 C15 118.2(2) .
C17 C16 C69 120.1(2) .
C15 C16 C69 121.6(2) .
C16 C17 C18 122.3(2) .
C16 C17 H17 118.9 .
C18 C17 H17 118.9 .
C13 C18 C17 118.0(2) .
C13 C18 C44 121.2(2) .
C17 C18 C44 120.6(2) .
C24 C19 C20 118.1(2) .
C24 C19 C14 119.4(2) .
C20 C19 C14 122.4(2) .
C19 C20 C21 120.5(2) .
C19 C20 H20 119.8 .
C21 C20 H20 119.8 .
C22 C21 C20 121.3(2) .
C22 C21 H21 119.3 .
C20 C21 H21 119.3 .
C21 C22 C23 117.8(2) .
C21 C22 C25 123.7(2) .
C23 C22 C25 118.5(2) .
C24 C23 C22 120.9(2) .
C24 C23 H23 119.6 .
C22 C23 H23 119.6 .
C23 C24 C19 121.3(2) .
C23 C24 H24 119.4 .
C19 C24 H24 119.4 .
C38 C25 C22 112.26(19) .
C38 C25 C26 112.3(2) .
C22 C25 C26 104.06(19) .
C38 C25 C32 103.12(19) .
C22 C25 C32 111.2(2) .
C26 C25 C32 114.17(19) .
C31 C26 C27 118.1(2) .
C31 C26 C25 122.5(2) .
C27 C26 C25 119.0(2) .
C28 C27 C26 120.9(3) .
C28 C27 H27 119.6 .
C26 C27 H27 119.6 .
C29 C28 C27 120.6(3) .
C29 C28 H28 119.7 .
C27 C28 H28 119.7 .
C30 C29 C28 119.1(2) .
C30 C29 H29 120.4 .
C28 C29 H29 120.4 .
C29 C30 C31 120.5(3) .
C29 C30 H30 119.8 .
C31 C30 H30 119.8 .
C26 C31 C30 120.9(3) .
C26 C31 H31 119.6 .
C30 C31 H31 119.6 .
C33 C32 C37 117.4(2) .
C33 C32 C25 124.6(2) .
C37 C32 C25 117.7(2) .
C32 C33 C34 120.8(3) .
C32 C33 H33 119.6 .
C34 C33 H33 119.6 .
C35 C34 C33 121.2(3) .
C35 C34 H34 119.4 .
C33 C34 H34 119.4 .
C34 C35 C36 118.6(3) .
C34 C35 H35 120.7 .
C36 C35 H35 120.7 .
C37 C36 C35 120.5(3) .
C37 C36 H36 119.8 .
C35 C36 H36 119.8 .
C36 C37 C32 121.4(3) .
C36 C37 H37 119.3 .
C32 C37 H37 119.3 .
C39 C38 C43 117.4(2) .
C39 C38 C25 123.8(2) .
C43 C38 C25 118.6(2) .
C40 C39 C38 120.9(2) .
C40 C39 H39 119.6 .
C38 C39 H39 119.6 .
C41 C40 C39 120.9(2) .
C41 C40 H40 119.5 .
C39 C40 H40 119.5 .
C40 C41 C42 119.0(3) .
C40 C41 H41 120.5 .
C42 C41 H41 120.5 .
C43 C42 C41 120.3(3) .
C43 C42 H42 119.9 .
C41 C42 H42 119.9 .
C42 C43 C38 121.6(2) .
C42 C43 H43 119.2 .
C38 C43 H43 119.2 .
C45 C44 C49 118.1(2) .
C45 C44 C18 119.4(2) .
C49 C44 C18 122.6(2) .
C44 C45 C46 121.2(2) .
C44 C45 H45 119.4 .
C46 C45 H45 119.4 .
C47 C46 C45 121.1(2) .
C47 C46 H46 119.4 .
C45 C46 H46 119.4 .
C46 C47 C48 117.4(2) .
C46 C47 C50 125.2(2) .
C48 C47 C50 117.4(2) .
C49 C48 C47 121.7(2) .
C49 C48 H48 119.2 .
C47 C48 H48 119.2 .
C48 C49 C44 120.5(2) .
C48 C49 H49 119.8 .
C44 C49 H49 119.8 .
C51 C50 C47 110.3(2) .
C51 C50 C57 106.18(19) .
C47 C50 C57 112.86(19) .
C51 C50 C63 113.5(2) .
C47 C50 C63 104.70(19) .
C57 C50 C63 109.5(2) .
C52 C51 C56 117.1(2) .
C52 C51 C50 123.8(2) .
C56 C51 C50 119.0(2) .
C53 C52 C51 121.7(2) .
C53 C52 H52 119.1 .
C51 C52 H52 119.1 .
C54 C53 C52 120.3(3) .
C54 C53 H53 119.9 .
C52 C53 H53 119.9 .
C55 C54 C53 119.2(3) .
C55 C54 H54 120.4 .
C53 C54 H54 120.4 .
C54 C55 C56 120.5(2) .
C54 C55 H55 119.7 .
C56 C55 H55 119.7 .
C55 C56 C51 121.1(3) .
C55 C56 H56 119.4 .
C51 C56 H56 119.4 .
C62 C57 C58 118.1(2) .
C62 C57 C50 122.3(2) .
C58 C57 C50 119.4(2) .
C57 C58 C59 121.2(3) .
C57 C58 H58 119.4 .
C59 C58 H58 119.4 .
C60 C59 C58 119.9(3) .
C60 C59 H59 120.0 .
C58 C59 H59 120.0 .
C61 C60 C59 119.5(3) .
C61 C60 H60 120.2 .
C59 C60 H60 120.2 .
C60 C61 C62 120.3(3) .
C60 C61 H61 119.8 .
C62 C61 H61 119.8 .
C57 C62 C61 121.0(3) .
C57 C62 H62 119.5 .
C61 C62 H62 119.5 .
C64 C63 C68 118.2(3) .
C64 C63 C50 124.3(2) .
C68 C63 C50 117.4(2) .
C63 C64 C65 120.7(3) .
C63 C64 H64 119.7 .
C65 C64 H64 119.7 .
C66 C65 C64 120.7(3) .
C66 C65 H65 119.6 .
C64 C65 H65 119.6 .
C67 C66 C65 119.1(3) .
C67 C66 H66 120.4 .
C65 C66 H66 120.4 .
C66 C67 C68 120.4(3) .
C66 C67 H67 119.8 .
C68 C67 H67 119.8 .
C63 C68 C67 120.8(3) .
C63 C68 H68 119.6 .
C67 C68 H68 119.6 .
C70 C69 C16 117.2(3) .
C70 C69 H69A 108.0 .
C16 C69 H69A 108.0 .
C70 C69 H69B 108.0 .
C16 C69 H69B 108.0 .
H69A C69 H69B 107.2 .
C69 C70 C71 112.2(4) .
C69 C70 H70A 109.2 .
C71 C70 H70A 109.2 .
C69 C70 H70B 109.2 .
C71 C70 H70B 109.2 .
H70A C70 H70B 107.9 .
C70 C71 C72 120.4(5) .
C70 C71 H71A 107.2 .
C72 C71 H71A 107.2 .
C70 C71 H71B 107.2 .
C72 C71 H71B 107.2 .
H71A C71 H71B 106.9 .
C71 C72 H72A 109.5 .
C71 C72 H72B 109.5 .
H72A C72 H72B 109.5 .
C71 C72 H72C 109.5 .
H72A C72 H72C 109.5 .
H72B C72 H72C 109.5 .
C12 N1 C1 124.81(19) .
C12 N1 C13 115.81(19) .
C1 N1 C13 118.6(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.212(3) .
C1 N1 1.402(3) .
C1 C2 1.487(3) .
C2 C3 1.384(3) .
C2 C11 1.412(4) .
C3 C4 1.402(4) .
C3 H3 0.9300 .
C4 C5 1.397(4) .
C4 H4 0.9300 .
C5 C6 1.428(3) .
C5 C7 1.473(3) 2_566
C6 C7 1.420(4) .
C6 C11 1.430(3) .
C7 C8 1.388(3) .
C8 C9 1.403(4) .
C8 H8 0.9300 .
C9 C10 1.373(4) .
C9 H9 0.9300 .
C10 C11 1.415(3) .
C10 C12 1.477(3) .
C12 O2 1.212(3) .
C12 N1 1.400(3) .
C13 C18 1.395(3) .
C13 C14 1.401(3) .
C13 N1 1.447(3) .
C14 C15 1.386(4) .
C14 C19 1.492(3) .
C15 C16 1.393(4) .
C15 H15 0.9300 .
C16 C17 1.390(4) .
C16 C69 1.522(4) .
C17 C18 1.397(4) .
C17 H17 0.9300 .
C18 C44 1.491(3) .
C19 C24 1.389(4) .
C19 C20 1.397(4) .
C20 C21 1.402(4) .
C20 H20 0.9300 .
C21 C22 1.383(4) .
C21 H21 0.9300 .
C22 C23 1.408(3) .
C22 C25 1.542(3) .
C23 C24 1.385(4) .
C23 H23 0.9300 .
C24 H24 0.9300 .
C25 C38 1.541(4) .
C25 C26 1.542(3) .
C25 C32 1.547(3) .
C26 C31 1.386(4) .
C26 C27 1.394(4) .
C27 C28 1.389(4) .
C27 H27 0.9300 .
C28 C29 1.383(5) .
C28 H28 0.9300 .
C29 C30 1.377(4) .
C29 H29 0.9300 .
C30 C31 1.399(4) .
C30 H30 0.9300 .
C31 H31 0.9300 .
C32 C33 1.384(4) .
C32 C37 1.405(4) .
C33 C34 1.402(4) .
C33 H33 0.9300 .
C34 C35 1.371(5) .
C34 H34 0.9300 .
C35 C36 1.390(5) .
C35 H35 0.9300 .
C36 C37 1.384(4) .
C36 H36 0.9300 .
C37 H37 0.9300 .
C38 C39 1.392(4) .
C38 C43 1.406(4) .
C39 C40 1.388(4) .
C39 H39 0.9300 .
C40 C41 1.380(4) .
C40 H40 0.9300 .
C41 C42 1.389(4) .
C41 H41 0.9300 .
C42 C43 1.375(4) .
C42 H42 0.9300 .
C43 H43 0.9300 .
C44 C45 1.390(3) .
C44 C49 1.396(4) .
C45 C46 1.395(3) .
C45 H45 0.9300 .
C46 C47 1.382(4) .
C46 H46 0.9300 .
C47 C48 1.406(4) .
C47 C50 1.547(3) .
C48 C49 1.383(4) .
C48 H48 0.9300 .
C49 H49 0.9300 .
C50 C51 1.544(4) .
C50 C57 1.550(3) .
C50 C63 1.553(4) .
C51 C52 1.396(4) .
C51 C56 1.404(3) .
C52 C53 1.389(4) .
C52 H52 0.9300 .
C53 C54 1.387(4) .
C53 H53 0.9300 .
C54 C55 1.382(5) .
C54 H54 0.9300 .
C55 C56 1.395(4) .
C55 H55 0.9300 .
C56 H56 0.9300 .
C57 C62 1.391(4) .
C57 C58 1.396(4) .
C58 C59 1.397(4) .
C58 H58 0.9300 .
C59 C60 1.386(4) .
C59 H59 0.9300 .
C60 C61 1.385(5) .
C60 H60 0.9300 .
C61 C62 1.395(4) .
C61 H61 0.9300 .
C62 H62 0.9300 .
C63 C64 1.387(4) .
C63 C68 1.395(4) .
C64 C65 1.398(4) .
C64 H64 0.9300 .
C65 C66 1.383(5) .
C65 H65 0.9300 .
C66 C67 1.380(5) .
C66 H66 0.9300 .
C67 C68 1.400(4) .
C67 H67 0.9300 .
C68 H68 0.9300 .
C69 C70 1.509(6) .
C69 H69A 0.9700 .
C69 H69B 0.9700 .
C70 C71 1.529(6) .
C70 H70A 0.9700 .
C70 H70B 0.9700 .
C71 C72 1.623(7) .
C71 H71A 0.9700 .
C71 H71B 0.9700 .
C72 H72A 0.9600 .
C72 H72B 0.9600 .
C72 H72C 0.9600 .
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_4
O1 C1 C2 C3 4.5(3) . .
N1 C1 C2 C3 -174.3(2) . .
O1 C1 C2 C11 -175.2(2) . .
N1 C1 C2 C11 6.0(3) . .
C11 C2 C3 C4 -2.8(3) . .
C1 C2 C3 C4 177.5(2) . .
C2 C3 C4 C5 -0.3(4) . .
C3 C4 C5 C6 4.1(3) . .
C3 C4 C5 C7 -178.2(2) . 2_566
C4 C5 C6 C7 174.4(2) . .
C7 C5 C6 C7 -3.4(3) 2_566 .
C4 C5 C6 C11 -4.9(3) . .
C7 C5 C6 C11 177.36(19) 2_566 .
C5 C6 C7 C8 -176.4(2) . .
C11 C6 C7 C8 2.9(3) . .
C5 C6 C7 C5 3.4(3) . 2_566
C11 C6 C7 C5 -177.34(19) . 2_566
C6 C7 C8 C9 -5.1(3) . .
C5 C7 C8 C9 175.2(2) 2_566 .
C7 C8 C9 C10 1.6(4) . .
C8 C9 C10 C11 4.1(3) . .
C8 C9 C10 C12 -172.5(2) . .
C3 C2 C11 C10 -178.1(2) . .
C1 C2 C11 C10 1.6(3) . .
C3 C2 C11 C6 1.9(3) . .
C1 C2 C11 C6 -178.43(19) . .
C9 C10 C11 C2 173.8(2) . .
C12 C10 C11 C2 -9.6(3) . .
C9 C10 C11 C6 -6.2(3) . .
C12 C10 C11 C6 170.48(19) . .
C7 C6 C11 C2 -177.31(19) . .
C5 C6 C11 C2 2.0(3) . .
C7 C6 C11 C10 2.6(3) . .
C5 C6 C11 C10 -178.05(19) . .
C9 C10 C12 O2 9.0(3) . .
C11 C10 C12 O2 -167.7(2) . .
C9 C10 C12 N1 -173.7(2) . .
C11 C10 C12 N1 9.7(3) . .
C18 C13 C14 C15 -1.2(4) . .
N1 C13 C14 C15 -173.2(2) . .
C18 C13 C14 C19 172.9(2) . .
N1 C13 C14 C19 1.0(4) . .
C13 C14 C15 C16 -0.2(5) . .
C19 C14 C15 C16 -174.2(3) . .
C14 C15 C16 C17 0.4(5) . .
C14 C15 C16 C69 -177.6(3) . .
C15 C16 C17 C18 1.0(5) . .
C69 C16 C17 C18 179.0(3) . .
C14 C13 C18 C17 2.5(4) . .
N1 C13 C18 C17 174.1(2) . .
C14 C13 C18 C44 -171.7(2) . .
N1 C13 C18 C44 -0.2(4) . .
C16 C17 C18 C13 -2.4(4) . .
C16 C17 C18 C44 171.8(3) . .
C15 C14 C19 C24 76.8(3) . .
C13 C14 C19 C24 -97.2(3) . .
C15 C14 C19 C20 -105.8(3) . .
C13 C14 C19 C20 80.2(3) . .
C24 C19 C20 C21 3.2(3) . .
C14 C19 C20 C21 -174.2(2) . .
C19 C20 C21 C22 -0.4(4) . .
C20 C21 C22 C23 -2.7(3) . .
C20 C21 C22 C25 -179.1(2) . .
C21 C22 C23 C24 3.1(3) . .
C25 C22 C23 C24 179.7(2) . .
C22 C23 C24 C19 -0.3(4) . .
C20 C19 C24 C23 -2.8(3) . .
C14 C19 C24 C23 174.6(2) . .
C21 C22 C25 C38 -125.3(2) . .
C23 C22 C25 C38 58.3(3) . .
C21 C22 C25 C26 113.0(2) . .
C23 C22 C25 C26 -63.4(3) . .
C21 C22 C25 C32 -10.4(3) . .
C23 C22 C25 C32 173.3(2) . .
C38 C25 C26 C31 -11.7(3) . .
C22 C25 C26 C31 110.0(3) . .
C32 C25 C26 C31 -128.6(2) . .
C38 C25 C26 C27 176.1(2) . .
C22 C25 C26 C27 -62.3(3) . .
C32 C25 C26 C27 59.1(3) . .
C31 C26 C27 C28 1.4(4) . .
C25 C26 C27 C28 174.0(2) . .
C26 C27 C28 C29 0.0(4) . .
C27 C28 C29 C30 -0.9(4) . .
C28 C29 C30 C31 0.4(4) . .
C27 C26 C31 C30 -1.9(4) . .
C25 C26 C31 C30 -174.2(2) . .
C29 C30 C31 C26 1.0(4) . .
C38 C25 C32 C33 -115.5(3) . .
C22 C25 C32 C33 124.0(3) . .
C26 C25 C32 C33 6.6(4) . .
C38 C25 C32 C37 58.1(3) . .
C22 C25 C32 C37 -62.4(3) . .
C26 C25 C32 C37 -179.7(2) . .
C37 C32 C33 C34 1.6(4) . .
C25 C32 C33 C34 175.2(3) . .
C32 C33 C34 C35 -0.6(5) . .
C33 C34 C35 C36 -0.2(5) . .
C34 C35 C36 C37 -0.2(5) . .
C35 C36 C37 C32 1.2(5) . .
C33 C32 C37 C36 -1.9(4) . .
C25 C32 C37 C36 -176.0(3) . .
C22 C25 C38 C39 12.1(3) . .
C26 C25 C38 C39 129.0(2) . .
C32 C25 C38 C39 -107.6(3) . .
C22 C25 C38 C43 -173.9(2) . .
C26 C25 C38 C43 -57.0(3) . .
C32 C25 C38 C43 66.3(3) . .
C43 C38 C39 C40 -0.5(4) . .
C25 C38 C39 C40 173.6(2) . .
C38 C39 C40 C41 0.7(4) . .
C39 C40 C41 C42 -0.3(4) . .
C40 C41 C42 C43 -0.3(4) . .
C41 C42 C43 C38 0.5(4) . .
C39 C38 C43 C42 -0.2(4) . .
C25 C38 C43 C42 -174.5(2) . .
C13 C18 C44 C45 127.3(3) . .
C17 C18 C44 C45 -46.7(4) . .
C13 C18 C44 C49 -51.3(4) . .
C17 C18 C44 C49 134.6(3) . .
C49 C44 C45 C46 2.0(4) . .
C18 C44 C45 C46 -176.7(2) . .
C44 C45 C46 C47 -0.5(4) . .
C45 C46 C47 C48 -1.0(4) . .
C45 C46 C47 C50 177.0(2) . .
C46 C47 C48 C49 1.2(4) . .
C50 C47 C48 C49 -177.1(2) . .
C47 C48 C49 C44 0.2(4) . .
C45 C44 C49 C48 -1.8(4) . .
C18 C44 C49 C48 176.8(2) . .
C46 C47 C50 C51 113.0(3) . .
C48 C47 C50 C51 -68.9(3) . .
C46 C47 C50 C57 -5.6(4) . .
C48 C47 C50 C57 172.5(2) . .
C46 C47 C50 C63 -124.6(3) . .
C48 C47 C50 C63 53.5(3) . .
C47 C50 C51 C52 2.4(3) . .
C57 C50 C51 C52 125.0(2) . .
C63 C50 C51 C52 -114.7(3) . .
C47 C50 C51 C56 -174.2(2) . .
C57 C50 C51 C56 -51.6(3) . .
C63 C50 C51 C56 68.7(3) . .
C56 C51 C52 C53 -0.1(4) . .
C50 C51 C52 C53 -176.7(2) . .
C51 C52 C53 C54 -0.4(4) . .
C52 C53 C54 C55 -0.1(4) . .
C53 C54 C55 C56 1.1(4) . .
C54 C55 C56 C51 -1.7(4) . .
C52 C51 C56 C55 1.2(4) . .
C50 C51 C56 C55 178.0(2) . .
C51 C50 C57 C62 119.1(3) . .
C47 C50 C57 C62 -120.0(3) . .
C63 C50 C57 C62 -3.8(3) . .
C51 C50 C57 C58 -55.8(3) . .
C47 C50 C57 C58 65.2(3) . .
C63 C50 C57 C58 -178.6(2) . .
C62 C57 C58 C59 1.0(4) . .
C50 C57 C58 C59 176.0(2) . .
C57 C58 C59 C60 -1.1(4) . .
C58 C59 C60 C61 0.4(4) . .
C59 C60 C61 C62 0.2(5) . .
C58 C57 C62 C61 -0.3(4) . .
C50 C57 C62 C61 -175.2(2) . .
C60 C61 C62 C57 -0.3(4) . .
C51 C50 C63 C64 -12.4(3) . .
C47 C50 C63 C64 -132.8(3) . .
C57 C50 C63 C64 106.0(3) . .
C51 C50 C63 C68 170.0(2) . .
C47 C50 C63 C68 49.6(3) . .
C57 C50 C63 C68 -71.6(3) . .
C68 C63 C64 C65 1.1(4) . .
C50 C63 C64 C65 -176.5(3) . .
C63 C64 C65 C66 0.1(5) . .
C64 C65 C66 C67 -1.4(5) . .
C65 C66 C67 C68 1.5(5) . .
C64 C63 C68 C67 -1.0(4) . .
C50 C63 C68 C67 176.8(3) . .
C66 C67 C68 C63 -0.3(5) . .
C17 C16 C69 C70 164.8(4) . .
C15 C16 C69 C70 -17.2(6) . .
C16 C69 C70 C71 -177.9(5) . .
C69 C70 C71 C72 171.1(6) . .
O2 C12 N1 C1 175.7(2) . .
C10 C12 N1 C1 -1.7(3) . .
O2 C12 N1 C13 5.9(3) . .
C10 C12 N1 C13 -171.48(18) . .
O1 C1 N1 C12 175.3(2) . .
C2 C1 N1 C12 -5.8(3) . .
O1 C1 N1 C13 -15.2(3) . .
C2 C1 N1 C13 163.65(19) . .
C18 C13 N1 C12 -83.1(3) . .
C14 C13 N1 C12 88.8(3) . .
C18 C13 N1 C1 106.5(3) . .
C14 C13 N1 C1 -81.6(3) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139089393
