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#$Date: 2020-10-04 06:40:23 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257150 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/87/4038793.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_4038793
loop_
_publ_author_name
'Selby, Joshua'
'Holzapfel, Marco'
'Lombe, Blaise Kimbadi'
'Schmidt, David'
'Krause, Ana-Maria'
'Würthner, Frank'
'Bringmann, Gerhard'
'Lambert, Christoph'
_publ_section_title
;
 Chiroptical Properties of Indolenine Squaraines with a Stereogenic Center
 at Close Proximity.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12227
_journal_page_last               12242
_journal_paper_doi               10.1021/acs.joc.0c01422
_journal_volume                  85
_journal_year                    2020
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C47 H44 N4 O'
_chemical_formula_sum            'C47 H44 N4 O'
_chemical_formula_weight         680.86
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 102.372(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.5514(13)
_cell_length_b                   10.8418(15)
_cell_length_c                   18.966(3)
_cell_measurement_reflns_used    9473
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      72.17
_cell_measurement_theta_min      4.73
_cell_volume                     1918.4(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  Bruker-Kappa-D8Quest_Photon100
_diffrn_measurement_method       omega_and_phi_scan
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34437
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.161
_diffrn_reflns_theta_min         2.385
_diffrn_source                   Cu/K(alpha)_ImuS_Microsource
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.6632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker-SADABS
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_description       block
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.101
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.028
_refine_ls_abs_structure_details
;
 Flack x determined using 3385 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(5)
_refine_ls_extinction_coef       0.0039(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         7542
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0368
_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)+(0.0579P)²+0.2501P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1019
_reflns_Friedel_coverage         0.888
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                7378
_reflns_number_total             7542
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo0c01422_si_002.cif
_cod_data_source_block           533_JFS_028R_K7
_cod_depositor_comments
'Adding full bibliography for 4038793--4038794.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4038793
_shelx_shelxl_version_number     2014/7
_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   0.824
_shelx_estimated_absorpt_t_max   0.947
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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 0.59931(17) 0.67332(15) 0.70270(10) 0.0539(4) Uani 1 1 d . . . . .
N1 N 0.1293(2) 0.43514(19) 0.61155(11) 0.0534(5) Uani 1 1 d D . . . .
N2 N 1.03406(19) 0.57567(19) 0.90538(10) 0.0470(4) Uani 1 1 d . . . . .
N3 N 0.4596(3) 0.0986(2) 0.68538(16) 0.0747(7) Uani 1 1 d . . . . .
N4 N 0.8782(3) 0.1648(3) 0.82998(17) 0.0854(8) Uani 1 1 d . . . . .
C1 C 0.0194(3) 0.5237(3) 0.59425(13) 0.0539(6) Uani 1 1 d . . . . .
C2 C -0.1273(3) 0.5051(3) 0.56883(18) 0.0729(8) Uani 1 1 d . . . . .
H2 H -0.1670 0.4248 0.5600 0.088 Uiso 1 1 calc R U . . .
C3 C -0.2124(3) 0.6102(4) 0.55714(17) 0.0745(8) Uani 1 1 d . . . . .
H3 H -0.3131 0.6013 0.5410 0.089 Uiso 1 1 calc R U . . .
C4 C -0.1550(3) 0.7272(3) 0.56827(14) 0.0650(7) Uani 1 1 d . . . . .
H4 H -0.2165 0.7970 0.5593 0.078 Uiso 1 1 calc R U . . .
C5 C -0.0077(2) 0.7441(3) 0.59264(12) 0.0517(5) Uani 1 1 d . . . . .
H5 H 0.0324 0.8246 0.5993 0.062 Uiso 1 1 calc R U . . .
C6 C 0.0781(2) 0.6408(2) 0.60685(11) 0.0444(5) Uani 1 1 d . . . . .
C7 C 0.2382(2) 0.6296(2) 0.63728(10) 0.0392(4) Uani 1 1 d . . . . .
C8 C 0.2575(2) 0.4889(2) 0.63839(11) 0.0434(4) Uani 1 1 d . . . . .
C9 C 0.3790(2) 0.4185(2) 0.66536(12) 0.0457(5) Uani 1 1 d . . . . .
H9 H 0.3647 0.3319 0.6606 0.055 Uiso 1 1 calc R U . . .
C10 C 0.5173(2) 0.4532(2) 0.69801(11) 0.0425(4) Uani 1 1 d . . . . .
C11 C 0.6097(2) 0.5652(2) 0.71760(11) 0.0426(4) Uani 1 1 d . . . . .
C12 C 0.7209(2) 0.4833(2) 0.76208(12) 0.0431(4) Uani 1 1 d . . . . .
C13 C 0.6339(2) 0.3781(2) 0.73559(12) 0.0444(5) Uani 1 1 d . . . . .
C14 C 0.6521(3) 0.2509(2) 0.74629(13) 0.0505(5) Uani 1 1 d . . . . .
C15 C 0.5464(3) 0.1665(2) 0.71305(14) 0.0555(6) Uani 1 1 d . . . . .
C16 C 0.7775(3) 0.2027(2) 0.79209(15) 0.0601(6) Uani 1 1 d . . . . .
C17 C 0.8488(2) 0.4891(2) 0.81373(12) 0.0460(5) Uani 1 1 d . . . . .
H17 H 0.8959 0.4123 0.8253 0.055 Uiso 1 1 calc R U . . .
C18 C 0.9172(2) 0.5890(2) 0.85044(11) 0.0430(5) Uani 1 1 d . . . . .
C19 C 0.8835(2) 0.7267(2) 0.84030(11) 0.0409(4) Uani 1 1 d . . . . .
C20 C 0.9998(2) 0.7833(2) 0.89843(11) 0.0457(5) Uani 1 1 d . . . . .
C21 C 1.0318(3) 0.9060(2) 0.91543(14) 0.0551(6) Uani 1 1 d . . . . .
H21 H 0.9754 0.9703 0.8897 0.066 Uiso 1 1 calc R U . . .
C22 C 1.1483(3) 0.9322(3) 0.97090(15) 0.0655(7) Uani 1 1 d . . . . .
H22 H 1.1730 1.0157 0.9828 0.079 Uiso 1 1 calc R U . . .
C23 C 1.2290(3) 0.8380(3) 1.00924(15) 0.0672(7) Uani 1 1 d . . . . .
H23 H 1.3061 0.8582 1.0482 0.081 Uiso 1 1 calc R U . . .
C24 C 1.1997(3) 0.7157(3) 0.99201(13) 0.0596(6) Uani 1 1 d . . . . .
H24 H 1.2560 0.6514 1.0179 0.072 Uiso 1 1 calc R U . . .
C25 C 1.0847(2) 0.6902(2) 0.93527(11) 0.0476(5) Uani 1 1 d . . . . .
C26 C 0.2725(2) 0.6787(2) 0.71535(11) 0.0472(5) Uani 1 1 d . . . . .
H26A H 0.2387 0.7640 0.7159 0.071 Uiso 1 1 calc R U . . .
H26B H 0.3763 0.6760 0.7344 0.071 Uiso 1 1 calc R U . . .
H26C H 0.2242 0.6274 0.7454 0.071 Uiso 1 1 calc R U . . .
C27 C 0.9059(2) 0.7676(2) 0.76549(12) 0.0478(5) Uani 1 1 d . . . . .
H27A H 0.8323 0.7297 0.7277 0.072 Uiso 1 1 calc R U . . .
H27B H 1.0010 0.7414 0.7597 0.072 Uiso 1 1 calc R U . . .
H27C H 0.8985 0.8576 0.7616 0.072 Uiso 1 1 calc R U . . .
C28 C 0.3200(2) 0.6942(2) 0.58670(11) 0.0424(4) Uani 1 1 d . . . . .
C29 C 0.3333(4) 0.6383(3) 0.52313(15) 0.0661(7) Uani 1 1 d . . . . .
H29 H 0.2976 0.5571 0.5123 0.079 Uiso 1 1 calc R U . . .
C30 C 0.3994(4) 0.7008(4) 0.47457(18) 0.0874(12) Uani 1 1 d . . . . .
H30 H 0.4080 0.6620 0.4308 0.105 Uiso 1 1 calc R U . . .
C31 C 0.4517(3) 0.8175(3) 0.4897(2) 0.0805(10) Uani 1 1 d . . . . .
H31 H 0.4965 0.8597 0.4566 0.097 Uiso 1 1 calc R U . . .
C32 C 0.4394(3) 0.8724(3) 0.55212(19) 0.0723(8) Uani 1 1 d . . . . .
H32 H 0.4759 0.9534 0.5627 0.087 Uiso 1 1 calc R U . . .
C33 C 0.3742(3) 0.8120(2) 0.60068(14) 0.0545(5) Uani 1 1 d . . . . .
H33 H 0.3665 0.8520 0.6443 0.065 Uiso 1 1 calc R U . . .
C34 C 0.7348(2) 0.7599(2) 0.85363(11) 0.0422(4) Uani 1 1 d . . . . .
C35 C 0.6628(2) 0.6827(2) 0.89228(12) 0.0492(5) Uani 1 1 d . . . . .
H35 H 0.7043 0.6059 0.9097 0.059 Uiso 1 1 calc R U . . .
C36 C 0.5301(3) 0.7164(3) 0.90582(14) 0.0586(6) Uani 1 1 d . . . . .
H36 H 0.4824 0.6626 0.9325 0.070 Uiso 1 1 calc R U . . .
C37 C 0.4683(3) 0.8260(3) 0.88108(15) 0.0634(7) Uani 1 1 d . . . . .
H37 H 0.3780 0.8488 0.8904 0.076 Uiso 1 1 calc R U . . .
C38 C 0.5380(3) 0.9030(3) 0.84262(19) 0.0744(9) Uani 1 1 d . . . . .
H38 H 0.4955 0.9794 0.8253 0.089 Uiso 1 1 calc R U . . .
C39 C 0.6705(3) 0.8704(3) 0.82866(17) 0.0642(7) Uani 1 1 d . . . . .
H39 H 0.7171 0.9247 0.8017 0.077 Uiso 1 1 calc R U . . .
C40 C 0.104(5) 0.2988(13) 0.6125(11) 0.061(2) Uani 0.600(9) 1 d D . P A 1
H40A H 0.0185 0.2784 0.5746 0.073 Uiso 0.600(9) 1 calc R U P A 1
H40B H 0.1871 0.2558 0.6003 0.073 Uiso 0.600(9) 1 calc R U P A 1
C41 C 0.0821(11) 0.2520(8) 0.6828(6) 0.0612(18) Uani 0.600(9) 1 d D . P A 1
H41A H 0.0011 0.2972 0.6957 0.073 Uiso 0.600(9) 1 calc R U P A 1
H41B H 0.1689 0.2702 0.7203 0.073 Uiso 0.600(9) 1 calc R U P A 1
C42 C 0.0510(9) 0.1120(6) 0.6838(4) 0.0705(18) Uani 0.600(9) 1 d D . P A 1
H42A H 0.1313 0.0671 0.6701 0.085 Uiso 0.600(9) 1 calc R U P A 1
H42B H 0.0485 0.0877 0.7339 0.085 Uiso 0.600(9) 1 calc R U P A 1
C43 C -0.0827(7) 0.0727(5) 0.6363(4) 0.0830(19) Uani 0.600(9) 1 d . . P A 1
H43A H -0.0965 -0.0159 0.6426 0.125 Uiso 0.600(9) 1 calc R U P A 1
H43B H -0.0782 0.0892 0.5860 0.125 Uiso 0.600(9) 1 calc R U P A 1
H43C H -0.1630 0.1183 0.6482 0.125 Uiso 0.600(9) 1 calc R U P A 1
C40B C 0.097(8) 0.304(2) 0.6008(18) 0.061(2) Uani 0.400(9) 1 d D . P A 2
H40C H 0.1805 0.2606 0.5896 0.073 Uiso 0.400(9) 1 calc R U P A 2
H40D H 0.0149 0.2931 0.5593 0.073 Uiso 0.400(9) 1 calc R U P A 2
C41B C 0.061(3) 0.2486(18) 0.6663(14) 0.127(10) Uani 0.400(9) 1 d D . P A 2
H41C H -0.0368 0.2730 0.6711 0.152 Uiso 0.400(9) 1 calc R U P A 2
H41D H 0.1305 0.2736 0.7104 0.152 Uiso 0.400(9) 1 calc R U P A 2
C42B C 0.069(2) 0.1031(13) 0.6523(12) 0.131(7) Uani 0.400(9) 1 d D . P A 2
H42C H -0.0258 0.0723 0.6265 0.157 Uiso 0.400(9) 1 calc R U P A 2
H42D H 0.1392 0.0865 0.6219 0.157 Uiso 0.400(9) 1 calc R U P A 2
C43B C 0.1123(19) 0.0402(10) 0.7212(11) 0.148(7) Uani 0.400(9) 1 d . . P A 2
H43D H 0.2055 0.0720 0.7468 0.222 Uiso 0.400(9) 1 calc R U P A 2
H43E H 0.1199 -0.0485 0.7129 0.222 Uiso 0.400(9) 1 calc R U P A 2
H43F H 0.0407 0.0548 0.7504 0.222 Uiso 0.400(9) 1 calc R U P A 2
C44 C 1.1070(3) 0.4596(3) 0.92776(13) 0.0545(6) Uani 1 1 d . . . . .
H44A H 1.0348 0.3932 0.9249 0.065 Uiso 1 1 calc R U . . .
H44B H 1.1591 0.4665 0.9787 0.065 Uiso 1 1 calc R U . . .
C45 C 1.2121(3) 0.4248(3) 0.88135(14) 0.0636(7) Uani 1 1 d . . . . .
H45A H 1.1601 0.4158 0.8305 0.076 Uiso 1 1 calc R U . . .
H45B H 1.2837 0.4915 0.8834 0.076 Uiso 1 1 calc R U . . .
C46 C 1.2885(6) 0.3049(5) 0.9068(2) 0.124(2) Uani 1 1 d . . . . .
H46A H 1.3365 0.3143 0.9583 0.148 Uiso 1 1 calc R U . . .
H46B H 1.2156 0.2391 0.9040 0.148 Uiso 1 1 calc R U . . .
C47 C 1.3945(6) 0.2649(7) 0.8670(3) 0.154(3) Uani 1 1 d . . . . .
H47A H 1.3459 0.2378 0.8186 0.231 Uiso 1 1 calc R U . . .
H47B H 1.4501 0.1963 0.8926 0.231 Uiso 1 1 calc R U . . .
H47C H 1.4590 0.3336 0.8629 0.231 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
C8 N1 C1 111.3(2) . . ?
C8 N1 C40B 128(3) . . ?
C1 N1 C40B 120(3) . . ?
C8 N1 C40 123.8(17) . . ?
C1 N1 C40 124.1(18) . . ?
C18 N2 C25 111.67(18) . . ?
C18 N2 C44 125.2(2) . . ?
C25 N2 C44 122.91(18) . . ?
C6 C1 C2 122.0(3) . . ?
C6 C1 N1 109.3(2) . . ?
C2 C1 N1 128.7(3) . . ?
C3 C2 C1 116.5(3) . . ?
C3 C2 H2 121.7 . . ?
C1 C2 H2 121.7 . . ?
C4 C3 C2 122.0(2) . . ?
C4 C3 H3 119.0 . . ?
C2 C3 H3 119.0 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 118.2(3) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 C7 130.2(2) . . ?
C1 C6 C7 109.23(19) . . ?
C6 C7 C28 109.47(16) . . ?
C6 C7 C8 101.09(17) . . ?
C28 C7 C8 112.74(17) . . ?
C6 C7 C26 109.07(16) . . ?
C28 C7 C26 114.37(18) . . ?
C8 C7 C26 109.24(18) . . ?
N1 C8 C9 121.2(2) . . ?
N1 C8 C7 109.05(18) . . ?
C9 C8 C7 129.7(2) . . ?
C10 C9 C8 130.9(2) . . ?
C10 C9 H9 114.5 . . ?
C8 C9 H9 114.5 . . ?
C9 C10 C13 129.0(2) . . ?
C9 C10 C11 141.7(2) . . ?
C13 C10 C11 89.08(17) . . ?
O1 C11 C12 136.2(2) . . ?
O1 C11 C10 135.6(2) . . ?
C12 C11 C10 88.19(16) . . ?
C17 C12 C13 129.5(2) . . ?
C17 C12 C11 141.1(2) . . ?
C13 C12 C11 89.23(17) . . ?
C14 C13 C12 133.4(2) . . ?
C14 C13 C10 133.5(2) . . ?
C12 C13 C10 92.96(17) . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 C16 120.9(2) . . ?
C15 C14 C16 117.7(2) . . ?
N3 C15 C14 179.3(3) . . ?
N4 C16 C14 178.9(3) . . ?
C18 C17 C12 129.90(19) . . ?
C18 C17 H17 115.1 . . ?
C12 C17 H17 115.1 . . ?
N2 C18 C17 121.78(19) . . ?
N2 C18 C19 108.40(19) . . ?
C17 C18 C19 129.82(18) . . ?
C20 C19 C18 101.64(17) . . ?
C20 C19 C34 110.12(17) . . ?
C18 C19 C34 112.63(18) . . ?
C20 C19 C27 109.12(18) . . ?
C18 C19 C27 109.18(17) . . ?
C34 C19 C27 113.47(17) . . ?
C25 C20 C21 120.3(2) . . ?
C25 C20 C19 109.3(2) . . ?
C21 C20 C19 130.4(2) . . ?
C20 C21 C22 118.3(3) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C21 C22 C23 120.8(3) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C24 C23 C22 121.4(3) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 C24 C25 117.4(3) . . ?
C23 C24 H24 121.3 . . ?
C25 C24 H24 121.3 . . ?
C20 C25 C24 121.7(2) . . ?
C20 C25 N2 109.02(19) . . ?
C24 C25 N2 129.3(2) . . ?
C7 C26 H26A 109.5 . . ?
C7 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C7 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C19 C27 H27A 109.5 . . ?
C19 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C19 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C33 118.2(2) . . ?
C29 C28 C7 120.2(2) . . ?
C33 C28 C7 121.5(2) . . ?
C28 C29 C30 120.1(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 120.4(3) . . ?
C31 C30 H30 119.8 . . ?
C29 C30 H30 119.8 . . ?
C32 C31 C30 119.6(3) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C31 C32 C33 120.7(3) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C28 120.9(3) . . ?
C32 C33 H33 119.5 . . ?
C28 C33 H33 119.5 . . ?
C39 C34 C35 118.0(2) . . ?
C39 C34 C19 120.3(2) . . ?
C35 C34 C19 121.67(19) . . ?
C34 C35 C36 120.8(2) . . ?
C34 C35 H35 119.6 . . ?
C36 C35 H35 119.6 . . ?
C37 C36 C35 120.5(2) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 119.3(2) . . ?
C36 C37 H37 120.4 . . ?
C38 C37 H37 120.4 . . ?
C37 C38 C39 120.8(3) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C34 C39 C38 120.6(3) . . ?
C34 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C41 C40 N1 113.7(12) . . ?
C41 C40 H40A 108.8 . . ?
N1 C40 H40A 108.8 . . ?
C41 C40 H40B 108.8 . . ?
N1 C40 H40B 108.8 . . ?
H40A C40 H40B 107.7 . . ?
C40 C41 C42 114.3(8) . . ?
C40 C41 H41A 108.7 . . ?
C42 C41 H41A 108.7 . . ?
C40 C41 H41B 108.7 . . ?
C42 C41 H41B 108.7 . . ?
H41A C41 H41B 107.6 . . ?
C43 C42 C41 115.1(6) . . ?
C43 C42 H42A 108.5 . . ?
C41 C42 H42A 108.5 . . ?
C43 C42 H42B 108.5 . . ?
C41 C42 H42B 108.5 . . ?
H42A C42 H42B 107.5 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N1 C40B C41B 111(2) . . ?
N1 C40B H40C 109.4 . . ?
C41B C40B H40C 109.4 . . ?
N1 C40B H40D 109.4 . . ?
C41B C40B H40D 109.4 . . ?
H40C C40B H40D 108.0 . . ?
C40B C41B C42B 103.3(17) . . ?
C40B C41B H41C 111.1 . . ?
C42B C41B H41C 111.1 . . ?
C40B C41B H41D 111.1 . . ?
C42B C41B H41D 111.1 . . ?
H41C C41B H41D 109.1 . . ?
C43B C42B C41B 109.1(16) . . ?
C43B C42B H42C 109.9 . . ?
C41B C42B H42C 109.9 . . ?
C43B C42B H42D 109.9 . . ?
C41B C42B H42D 109.9 . . ?
H42C C42B H42D 108.3 . . ?
C42B C43B H43D 109.5 . . ?
C42B C43B H43E 109.5 . . ?
H43D C43B H43E 109.5 . . ?
C42B C43B H43F 109.5 . . ?
H43D C43B H43F 109.5 . . ?
H43E C43B H43F 109.5 . . ?
N2 C44 C45 112.3(2) . . ?
N2 C44 H44A 109.1 . . ?
C45 C44 H44A 109.1 . . ?
N2 C44 H44B 109.1 . . ?
C45 C44 H44B 109.1 . . ?
H44A C44 H44B 107.9 . . ?
C46 C45 C44 111.1(3) . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45B 109.4 . . ?
C44 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
C47 C46 C45 115.5(5) . . ?
C47 C46 H46A 108.4 . . ?
C45 C46 H46A 108.4 . . ?
C47 C46 H46B 108.4 . . ?
C45 C46 H46B 108.4 . . ?
H46A C46 H46B 107.5 . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
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
O1 C11 1.205(3) . ?
N1 C8 1.354(3) . ?
N1 C1 1.408(3) . ?
N1 C40B 1.462(18) . ?
N1 C40 1.498(11) . ?
N2 C18 1.362(3) . ?
N2 C25 1.408(3) . ?
N2 C44 1.457(3) . ?
N3 C15 1.148(4) . ?
N4 C16 1.146(4) . ?
C1 C6 1.388(4) . ?
C1 C2 1.395(4) . ?
C2 C3 1.390(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.519(3) . ?
C7 C28 1.530(3) . ?
C7 C8 1.536(3) . ?
C7 C26 1.541(3) . ?
C8 C9 1.392(3) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9500 . ?
C10 C13 1.440(3) . ?
C10 C11 1.500(3) . ?
C11 C12 1.498(3) . ?
C12 C17 1.394(3) . ?
C12 C13 1.437(3) . ?
C13 C14 1.399(3) . ?
C14 C15 1.408(4) . ?
C14 C16 1.420(4) . ?
C17 C18 1.374(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.531(3) . ?
C19 C20 1.517(3) . ?
C19 C34 1.538(3) . ?
C19 C27 1.544(3) . ?
C20 C25 1.386(3) . ?
C20 C21 1.387(4) . ?
C21 C22 1.387(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.388(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.380(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(3) . ?
C24 H24 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.379(3) . ?
C28 C33 1.383(4) . ?
C29 C30 1.398(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.368(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.353(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.382(4) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C39 1.383(3) . ?
C34 C35 1.389(3) . ?
C35 C36 1.394(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.365(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.371(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.392(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.483(12) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.547(10) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.461(10) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C40B C41B 1.484(19) . ?
C40B H40C 0.9900 . ?
C40B H40D 0.9900 . ?
C41B C42B 1.604(19) . ?
C41B H41C 0.9900 . ?
C41B H41D 0.9900 . ?
C42B C43B 1.45(3) . ?
C42B H42C 0.9900 . ?
C42B H42D 0.9900 . ?
C43B H43D 0.9800 . ?
C43B H43E 0.9800 . ?
C43B H43F 0.9800 . ?
C44 C45 1.518(4) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.518(5) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C47 1.454(7) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C47 H47C 0.9800 . ?
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
C8 N1 C1 C6 2.9(3) . . . . ?
C40B N1 C1 C6 -178.0(14) . . . . ?
C40 N1 C1 C6 172.9(9) . . . . ?
C8 N1 C1 C2 -176.6(3) . . . . ?
C40B N1 C1 C2 2.5(15) . . . . ?
C40 N1 C1 C2 -6.6(9) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
N1 C1 C2 C3 179.1(3) . . . . ?
C1 C2 C3 C4 1.6(5) . . . . ?
C2 C3 C4 C5 -0.6(5) . . . . ?
C3 C4 C5 C6 -1.5(4) . . . . ?
C4 C5 C6 C1 2.6(3) . . . . ?
C4 C5 C6 C7 -176.3(2) . . . . ?
C2 C1 C6 C5 -1.7(4) . . . . ?
N1 C1 C6 C5 178.7(2) . . . . ?
C2 C1 C6 C7 177.5(3) . . . . ?
N1 C1 C6 C7 -2.1(3) . . . . ?
C5 C6 C7 C28 -61.2(3) . . . . ?
C1 C6 C7 C28 119.8(2) . . . . ?
C5 C6 C7 C8 179.7(2) . . . . ?
C1 C6 C7 C8 0.6(2) . . . . ?
C5 C6 C7 C26 64.7(3) . . . . ?
C1 C6 C7 C26 -114.4(2) . . . . ?
C1 N1 C8 C9 174.0(2) . . . . ?
C40B N1 C8 C9 -5.0(16) . . . . ?
C40 N1 C8 C9 3.9(10) . . . . ?
C1 N1 C8 C7 -2.5(3) . . . . ?
C40B N1 C8 C7 178.5(16) . . . . ?
C40 N1 C8 C7 -172.5(10) . . . . ?
C6 C7 C8 N1 1.1(2) . . . . ?
C28 C7 C8 N1 -115.7(2) . . . . ?
C26 C7 C8 N1 116.0(2) . . . . ?
C6 C7 C8 C9 -175.0(2) . . . . ?
C28 C7 C8 C9 68.3(3) . . . . ?
C26 C7 C8 C9 -60.1(3) . . . . ?
N1 C8 C9 C10 -176.5(2) . . . . ?
C7 C8 C9 C10 -0.9(4) . . . . ?
C8 C9 C10 C13 168.8(2) . . . . ?
C8 C9 C10 C11 -4.2(5) . . . . ?
C9 C10 C11 O1 -12.2(5) . . . . ?
C13 C10 C11 O1 173.3(3) . . . . ?
C9 C10 C11 C12 169.1(3) . . . . ?
C13 C10 C11 C12 -5.47(16) . . . . ?
O1 C11 C12 C17 12.7(5) . . . . ?
C10 C11 C12 C17 -168.6(3) . . . . ?
O1 C11 C12 C13 -173.2(3) . . . . ?
C10 C11 C12 C13 5.48(16) . . . . ?
C17 C12 C13 C14 -6.8(4) . . . . ?
C11 C12 C13 C14 178.0(3) . . . . ?
C17 C12 C13 C10 169.4(2) . . . . ?
C11 C12 C13 C10 -5.71(16) . . . . ?
C9 C10 C13 C14 6.3(4) . . . . ?
C11 C10 C13 C14 -178.0(3) . . . . ?
C9 C10 C13 C12 -170.0(2) . . . . ?
C11 C10 C13 C12 5.71(16) . . . . ?
C12 C13 C14 C15 179.6(2) . . . . ?
C10 C13 C14 C15 4.7(4) . . . . ?
C12 C13 C14 C16 0.5(4) . . . . ?
C10 C13 C14 C16 -174.4(2) . . . . ?
C13 C12 C17 C18 -164.7(2) . . . . ?
C11 C12 C17 C18 7.6(5) . . . . ?
C25 N2 C18 C17 -179.35(19) . . . . ?
C44 N2 C18 C17 5.4(3) . . . . ?
C25 N2 C18 C19 0.6(2) . . . . ?
C44 N2 C18 C19 -174.6(2) . . . . ?
C12 C17 C18 N2 172.4(2) . . . . ?
C12 C17 C18 C19 -7.6(4) . . . . ?
N2 C18 C19 C20 -0.3(2) . . . . ?
C17 C18 C19 C20 179.7(2) . . . . ?
N2 C18 C19 C34 -118.06(19) . . . . ?
C17 C18 C19 C34 61.9(3) . . . . ?
N2 C18 C19 C27 114.93(19) . . . . ?
C17 C18 C19 C27 -65.1(3) . . . . ?
C18 C19 C20 C25 -0.2(2) . . . . ?
C34 C19 C20 C25 119.44(19) . . . . ?
C27 C19 C20 C25 -115.4(2) . . . . ?
C18 C19 C20 C21 177.0(2) . . . . ?
C34 C19 C20 C21 -63.4(3) . . . . ?
C27 C19 C20 C21 61.8(3) . . . . ?
C25 C20 C21 C22 -1.4(3) . . . . ?
C19 C20 C21 C22 -178.3(2) . . . . ?
C20 C21 C22 C23 -1.1(4) . . . . ?
C21 C22 C23 C24 2.3(4) . . . . ?
C22 C23 C24 C25 -0.8(4) . . . . ?
C21 C20 C25 C24 2.9(3) . . . . ?
C19 C20 C25 C24 -179.6(2) . . . . ?
C21 C20 C25 N2 -177.0(2) . . . . ?
C19 C20 C25 N2 0.5(2) . . . . ?
C23 C24 C25 C20 -1.7(4) . . . . ?
C23 C24 C25 N2 178.1(2) . . . . ?
C18 N2 C25 C20 -0.7(2) . . . . ?
C44 N2 C25 C20 174.7(2) . . . . ?
C18 N2 C25 C24 179.4(2) . . . . ?
C44 N2 C25 C24 -5.2(3) . . . . ?
C6 C7 C28 C29 -76.5(3) . . . . ?
C8 C7 C28 C29 35.2(3) . . . . ?
C26 C7 C28 C29 160.8(2) . . . . ?
C6 C7 C28 C33 99.3(2) . . . . ?
C8 C7 C28 C33 -149.01(19) . . . . ?
C26 C7 C28 C33 -23.4(3) . . . . ?
C33 C28 C29 C30 -0.4(4) . . . . ?
C7 C28 C29 C30 175.6(3) . . . . ?
C28 C29 C30 C31 0.2(5) . . . . ?
C29 C30 C31 C32 0.0(5) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C32 C33 C28 0.0(4) . . . . ?
C29 C28 C33 C32 0.3(3) . . . . ?
C7 C28 C33 C32 -175.6(2) . . . . ?
C20 C19 C34 C39 84.8(3) . . . . ?
C18 C19 C34 C39 -162.5(2) . . . . ?
C27 C19 C34 C39 -37.8(3) . . . . ?
C20 C19 C34 C35 -93.5(2) . . . . ?
C18 C19 C34 C35 19.2(3) . . . . ?
C27 C19 C34 C35 143.9(2) . . . . ?
C39 C34 C35 C36 -0.5(4) . . . . ?
C19 C34 C35 C36 177.9(2) . . . . ?
C34 C35 C36 C37 0.2(4) . . . . ?
C35 C36 C37 C38 0.0(5) . . . . ?
C36 C37 C38 C39 0.0(5) . . . . ?
C35 C34 C39 C38 0.5(4) . . . . ?
C19 C34 C39 C38 -177.8(3) . . . . ?
C37 C38 C39 C34 -0.3(5) . . . . ?
C8 N1 C40 C41 81(3) . . . . ?
C1 N1 C40 C41 -88(3) . . . . ?
N1 C40 C41 C42 178(2) . . . . ?
C40 C41 C42 C43 -64(2) . . . . ?
C8 N1 C40B C41B 89(5) . . . . ?
C1 N1 C40B C41B -90(4) . . . . ?
N1 C40B C41B C42B -166(4) . . . . ?
C40B C41B C42B C43B 150(3) . . . . ?
C18 N2 C44 C45 82.3(3) . . . . ?
C25 N2 C44 C45 -92.4(3) . . . . ?
N2 C44 C45 C46 178.9(3) . . . . ?
C44 C45 C46 C47 -178.5(4) . . . . ?
