#------------------------------------------------------------------------------
#$Date: 2020-11-06 13:30:32 +0200 (Fri, 06 Nov 2020) $
#$Revision: 258779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/83/1558307.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_1558307
loop_
_publ_author_name
'Labella, Jorge'
'Durán-Sampedro, Gonzalo'
'Martínez-Díaz, M. Victoria'
'Torres, Tomás'
_publ_section_title
;
 Annulative π-extension of BODIPYs made easy via gold(i)-catalyzed
 cycloisomerization
;
_journal_issue                   39
_journal_name_full               'Chemical Science'
_journal_page_first              10778
_journal_page_last               10785
_journal_paper_doi               10.1039/D0SC01054E
_journal_volume                  11
_journal_year                    2020
_chemical_formula_sum            'C48 H38 N2 O2'
_chemical_formula_weight         674.80
_chemical_name_common            JL364-68.MOR_200K
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2020-02-20 deposited with the CCDC.	2020-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.048(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.361(6)
_cell_length_b                   16.095(5)
_cell_length_c                   23.355(7)
_cell_measurement_reflns_used    735
_cell_measurement_temperature    200.(2)
_cell_measurement_theta_max      18.4944
_cell_measurement_theta_min      2.5310
_cell_volume                     6989(4)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2722
_diffrn_reflns_av_unetI/netI     0.2024
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            35933
_diffrn_reflns_theta_full        23.35
_diffrn_reflns_theta_max         23.35
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7449
_exptl_absorpt_correction_T_min  0.6197
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             2848
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.028
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.389
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     474
_refine_ls_number_reflns         5058
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.2306
_refine_ls_R_factor_gt           0.0729
_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)+(0.1170P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.2629
_reflns_number_gt                1998
_reflns_number_total             5058
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01054e2.cif
_cod_data_source_block           02687JorgeLabella
_cod_depositor_comments
'Adding full bibliography for 1558304--1558314.cif.'
_cod_original_cell_volume        6989.(4)
_cod_database_code               1558307
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.2846(4) 0.4266(4) 0.5740(3) 0.0379(18) Uani d . . . 1 . .
C C2 0.3219(4) 0.4249(4) 0.5348(3) 0.0365(18) Uani d . . . 1 . .
C C3 0.3909(4) 0.3900(4) 0.5489(3) 0.0394(19) Uani d . . . 1 . .
H H3 0.4205 0.3613 0.5861 0.047 Uiso calc U . R 1 . .
C C4 0.4062(4) 0.4065(4) 0.4974(3) 0.0348(18) Uani d . . . 1 . .
C C5 0.3445(4) 0.4472(4) 0.4524(3) 0.0355(18) Uani d . . . 1 . .
C C6 0.4690(4) 0.3910(4) 0.4852(3) 0.0396(19) Uani d . . . 1 . .
C C7 0.5346(4) 0.3639(5) 0.5305(4) 0.048(2) Uani d . . . 1 . .
H H7 0.5388 0.351 0.5715 0.058 Uiso calc U . R 1 . .
C C8 0.5939(4) 0.3556(5) 0.5157(4) 0.053(2) Uani d . . . 1 . .
H H8 0.6391 0.3397 0.5473 0.064 Uiso calc U . R 1 . .
C C9 0.5872(5) 0.3705(5) 0.4553(4) 0.055(2) Uani d . . . 1 . .
H H9 0.6274 0.3627 0.4452 0.066 Uiso calc U . R 1 . .
C C10 0.5228(4) 0.3966(5) 0.4097(4) 0.054(2) Uani d . . . 1 . .
H H10 0.5186 0.4052 0.3681 0.065 Uiso calc U . R 1 . .
C C11 0.4631(4) 0.4106(4) 0.4241(4) 0.046(2) Uani d . . . 1 . .
C C12 0.3981(4) 0.4457(4) 0.3794(3) 0.043(2) Uani d . . . 1 . .
H H12 0.3951 0.4544 0.3382 0.052 Uiso calc U . R 1 . .
C C13 0.3395(4) 0.4680(4) 0.3907(3) 0.0364(18) Uani d . . . 1 . .
C C14 0.2792(4) 0.5148(5) 0.3443(3) 0.0385(19) Uani d . . . 1 . .
C C15 0.2933(4) 0.5739(5) 0.3069(3) 0.052(2) Uani d . . . 1 . .
H H15 0.3419 0.5839 0.3139 0.062 Uiso calc U . R 1 . .
C C16 0.2402(4) 0.6184(5) 0.2602(3) 0.051(2) Uani d . . . 1 . .
H H16 0.2518 0.6571 0.235 0.061 Uiso calc U . R 1 . .
C C17 0.1704(4) 0.6050(5) 0.2514(3) 0.048(2) Uani d . . . 1 . .
C C18 0.1527(4) 0.5469(5) 0.2875(3) 0.051(2) Uani d . . . 1 . .
H H18 0.1039 0.5373 0.2803 0.061 Uiso calc U . R 1 . .
C C19 0.2072(4) 0.5040(5) 0.3335(3) 0.0428(19) Uani d . . . 1 . .
H H19 0.1953 0.4657 0.3588 0.051 Uiso calc U . R 1 . .
C C20 0.1282(4) 0.7119(5) 0.1708(4) 0.064(2) Uani d . . . 1 . .
H H20A 0.163 0.7506 0.2 0.096 Uiso calc U . R 1 . .
H H20B 0.0839 0.7419 0.1456 0.096 Uiso calc U . R 1 . .
H H20C 0.1486 0.6877 0.1431 0.096 Uiso calc U . R 1 . .
C C21 0.2211(4) 0.4729(4) 0.5596(3) 0.0361(18) Uani d . . . 1 . .
C C22 0.1740(4) 0.4767(4) 0.5899(3) 0.0380(18) Uani d . . . 1 . .
H H22 0.1777 0.4451 0.6255 0.046 Uiso calc U . R 1 . .
C C23 0.1209(4) 0.5348(4) 0.5584(3) 0.0373(18) Uani d . . . 1 . .
C C24 0.1369(4) 0.5662(4) 0.5092(3) 0.0356(18) Uani d . . . 1 . .
C C25 0.0572(4) 0.5628(4) 0.5660(3) 0.0391(19) Uani d . . . 1 . .
C C26 0.0334(4) 0.5295(5) 0.6102(3) 0.047(2) Uani d . . . 1 . .
H H26 0.0598 0.4862 0.6375 0.057 Uiso calc U . R 1 . .
C C27 -0.0282(4) 0.5600(5) 0.6139(4) 0.051(2) Uani d . . . 1 . .
H H27 -0.044 0.5374 0.6437 0.062 Uiso calc U . R 1 . .
C C28 -0.0666(4) 0.6226(5) 0.5748(4) 0.053(2) Uani d . . . 1 . .
H H28 -0.1083 0.6435 0.5786 0.064 Uiso calc U . R 1 . .
C C29 -0.0463(4) 0.6556(5) 0.5306(3) 0.050(2) Uani d . . . 1 . .
H H29 -0.0738 0.6989 0.5039 0.059 Uiso calc U . R 1 . .
C C30 0.0163(4) 0.6250(5) 0.5246(3) 0.0409(19) Uani d . . . 1 . .
C C31 0.0383(4) 0.6586(5) 0.4780(3) 0.042(2) Uani d . . . 1 . .
H H31 0.0108 0.7028 0.4524 0.051 Uiso calc U . R 1 . .
C C32 0.0970(4) 0.6301(4) 0.4684(3) 0.0367(18) Uani d . . . 1 . .
C C33 0.1205(4) 0.6704(4) 0.4222(3) 0.0369(18) Uani d . . . 1 . .
C C34 0.0713(4) 0.6937(5) 0.3632(3) 0.049(2) Uani d . . . 1 . .
H H34 0.0222 0.6787 0.3496 0.058 Uiso calc U . R 1 . .
C C35 0.0939(5) 0.7387(5) 0.3241(3) 0.052(2) Uani d . . . 1 . .
H H35 0.0597 0.7545 0.2838 0.062 Uiso calc U . R 1 . .
C C36 0.1643(5) 0.7613(5) 0.3422(4) 0.050(2) Uani d . . . 1 . .
C C37 0.2140(4) 0.7371(5) 0.4001(4) 0.050(2) Uani d . . . 1 . .
H H37 0.2632 0.7515 0.4132 0.059 Uiso calc U . R 1 . .
C C38 0.1914(4) 0.6915(4) 0.4389(3) 0.044(2) Uani d . . . 1 . .
H H38 0.2261 0.6741 0.4785 0.053 Uiso calc U . R 1 . .
C C39 0.2533(5) 0.8335(6) 0.3169(4) 0.085(3) Uani d . . . 1 . .
H H39A 0.2683 0.8704 0.3534 0.127 Uiso calc U . R 1 . .
H H39B 0.257 0.8631 0.2816 0.127 Uiso calc U . R 1 . .
H H39C 0.2844 0.7844 0.3272 0.127 Uiso calc U . R 1 . .
C C40 0.3172(4) 0.3761(5) 0.6330(3) 0.0348(18) Uani d . . . 1 . .
C C41 0.2991(4) 0.2918(5) 0.6333(3) 0.0407(19) Uani d . . . 1 . .
C C42 0.3376(5) 0.2452(5) 0.6874(4) 0.054(2) Uani d . . . 1 . .
H H42 0.3259 0.1881 0.6876 0.064 Uiso calc U . R 1 . .
C C43 0.3907(5) 0.2772(6) 0.7395(4) 0.052(2) Uani d . . . 1 . .
C C44 0.4066(4) 0.3610(6) 0.7388(3) 0.050(2) Uani d . . . 1 . .
H H44 0.443 0.3852 0.7749 0.06 Uiso calc U . R 1 . .
C C45 0.3706(4) 0.4100(5) 0.6866(3) 0.0396(19) Uani d . . . 1 . .
C C46 0.2414(4) 0.2522(5) 0.5774(3) 0.057(2) Uani d . . . 1 . .
H H46A 0.2135 0.2954 0.5479 0.086 Uiso calc U . R 1 . .
H H46B 0.2095 0.2198 0.5909 0.086 Uiso calc U . R 1 . .
H H46C 0.2633 0.2154 0.5567 0.086 Uiso calc U . R 1 . .
C C47 0.4333(5) 0.2248(6) 0.7958(4) 0.093(3) Uani d . . . 1 . .
H H47A 0.4227 0.1659 0.7853 0.14 Uiso calc U . R 1 . .
H H47B 0.4202 0.2395 0.8305 0.14 Uiso calc U . R 1 . .
H H47C 0.4848 0.2348 0.8083 0.14 Uiso calc U . R 1 . .
C C48 0.3893(4) 0.5005(5) 0.6891(4) 0.067(3) Uani d . . . 1 . .
H H48A 0.4383 0.5093 0.7208 0.101 Uiso calc U . R 1 . .
H H48B 0.3555 0.533 0.7002 0.101 Uiso calc U . R 1 . .
H H48C 0.3864 0.5183 0.6481 0.101 Uiso calc U . R 1 . .
N N1 0.2947(3) 0.4605(3) 0.4750(2) 0.0334(14) Uani d . . . 1 . .
H H1N 0.2533 0.4862 0.4561 0.04 Uiso calc U P R 0.5 . .
N N2 0.1965(3) 0.5283(3) 0.5095(2) 0.0371(15) Uani d . . . 1 . .
H H2N 0.2161 0.5371 0.4827 0.045 Uiso calc U P R 0.5 . .
O O1 0.1121(3) 0.6461(3) 0.2059(2) 0.0598(15) Uani d . . . 1 . .
O O2 0.1802(3) 0.8082(3) 0.2999(2) 0.0616(16) Uani d . . . 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C21 C1 C2 . . 122.7(6) ?
C21 C1 C40 . . 121.7(6) ?
C2 C1 C40 . . 115.6(6) ?
N1 C2 C1 . . 122.9(6) ?
N1 C2 C3 . . 110.2(5) ?
C1 C2 C3 . . 126.9(6) ?
C4 C3 C2 . . 105.9(6) ?
C4 C3 H3 . . 127.1 ?
C2 C3 H3 . . 127.1 ?
C3 C4 C5 . . 106.6(6) ?
C3 C4 C6 . . 132.1(7) ?
C5 C4 C6 . . 121.3(6) ?
N1 C5 C4 . . 111.3(6) ?
N1 C5 C13 . . 126.9(6) ?
C4 C5 C13 . . 121.7(6) ?
C7 C6 C11 . . 119.6(7) ?
C7 C6 C4 . . 123.9(7) ?
C11 C6 C4 . . 116.4(7) ?
C8 C7 C6 . . 120.3(7) ?
C8 C7 H7 . . 119.9 ?
C6 C7 H7 . . 119.9 ?
C9 C8 C7 . . 120.1(7) ?
C9 C8 H8 . . 120.0 ?
C7 C8 H8 . . 120.0 ?
C10 C9 C8 . . 120.6(7) ?
C10 C9 H9 . . 119.7 ?
C8 C9 H9 . . 119.7 ?
C9 C10 C11 . . 120.6(8) ?
C9 C10 H10 . . 119.7 ?
C11 C10 H10 . . 119.7 ?
C10 C11 C6 . . 118.6(7) ?
C10 C11 C12 . . 121.7(7) ?
C6 C11 C12 . . 119.7(6) ?
C13 C12 C11 . . 125.8(6) ?
C13 C12 H12 . . 117.1 ?
C11 C12 H12 . . 117.1 ?
C12 C13 C5 . . 114.8(6) ?
C12 C13 C14 . . 121.6(6) ?
C5 C13 C14 . . 123.5(6) ?
C19 C14 C15 . . 116.2(7) ?
C19 C14 C13 . . 124.8(6) ?
C15 C14 C13 . . 119.1(6) ?
C16 C15 C14 . . 123.5(7) ?
C16 C15 H15 . . 118.3 ?
C14 C15 H15 . . 118.3 ?
C17 C16 C15 . . 117.9(7) ?
C17 C16 H16 . . 121.1 ?
C15 C16 H16 . . 121.1 ?
C16 C17 O1 . . 123.2(7) ?
C16 C17 C18 . . 121.4(7) ?
O1 C17 C18 . . 115.3(7) ?
C19 C18 C17 . . 118.8(7) ?
C19 C18 H18 . . 120.6 ?
C17 C18 H18 . . 120.6 ?
C18 C19 C14 . . 122.2(7) ?
C18 C19 H19 . . 118.9 ?
C14 C19 H19 . . 118.9 ?
O1 C20 H20A . . 109.5 ?
O1 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
O1 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
N2 C21 C22 . . 108.1(6) ?
N2 C21 C1 . . 121.4(6) ?
C22 C21 C1 . . 130.5(7) ?
C23 C22 C21 . . 107.8(6) ?
C23 C22 H22 . . 126.1 ?
C21 C22 H22 . . 126.1 ?
C22 C23 C24 . . 106.6(6) ?
C22 C23 C25 . . 133.2(7) ?
C24 C23 C25 . . 120.1(7) ?
N2 C24 C23 . . 109.8(6) ?
N2 C24 C32 . . 126.7(6) ?
C23 C24 C32 . . 123.5(7) ?
C30 C25 C26 . . 119.2(7) ?
C30 C25 C23 . . 116.6(6) ?
C26 C25 C23 . . 124.1(7) ?
C27 C26 C25 . . 120.1(7) ?
C27 C26 H26 . . 120.0 ?
C25 C26 H26 . . 120.0 ?
C28 C27 C26 . . 120.4(8) ?
C28 C27 H27 . . 119.8 ?
C26 C27 H27 . . 119.8 ?
C29 C28 C27 . . 121.5(7) ?
C29 C28 H28 . . 119.2 ?
C27 C28 H28 . . 119.2 ?
C28 C29 C30 . . 119.8(7) ?
C28 C29 H29 . . 120.1 ?
C30 C29 H29 . . 120.1 ?
C25 C30 C29 . . 118.9(7) ?
C25 C30 C31 . . 120.5(6) ?
C29 C30 C31 . . 120.6(7) ?
C32 C31 C30 . . 123.6(7) ?
C32 C31 H31 . . 118.2 ?
C30 C31 H31 . . 118.2 ?
C31 C32 C24 . . 115.4(7) ?
C31 C32 C33 . . 121.8(6) ?
C24 C32 C33 . . 122.5(6) ?
C38 C33 C34 . . 117.7(7) ?
C38 C33 C32 . . 120.7(6) ?
C34 C33 C32 . . 121.4(7) ?
C35 C34 C33 . . 119.9(7) ?
C35 C34 H34 . . 120.0 ?
C33 C34 H34 . . 120.0 ?
C36 C35 C34 . . 121.6(7) ?
C36 C35 H35 . . 119.2 ?
C34 C35 H35 . . 119.2 ?
C35 C36 C37 . . 119.2(7) ?
C35 C36 O2 . . 116.4(7) ?
C37 C36 O2 . . 124.4(8) ?
C36 C37 C38 . . 119.1(7) ?
C36 C37 H37 . . 120.4 ?
C38 C37 H37 . . 120.4 ?
C33 C38 C37 . . 122.4(7) ?
C33 C38 H38 . . 118.8 ?
C37 C38 H38 . . 118.8 ?
O2 C39 H39A . . 109.5 ?
O2 C39 H39B . . 109.5 ?
H39A C39 H39B . . 109.5 ?
O2 C39 H39C . . 109.5 ?
H39A C39 H39C . . 109.5 ?
H39B C39 H39C . . 109.5 ?
C45 C40 C41 . . 118.9(6) ?
C45 C40 C1 . . 120.3(7) ?
C41 C40 C1 . . 120.5(6) ?
C42 C41 C40 . . 117.9(7) ?
C42 C41 C46 . . 120.6(7) ?
C40 C41 C46 . . 121.4(7) ?
C43 C42 C41 . . 123.6(8) ?
C43 C42 H42 . . 118.2 ?
C41 C42 H42 . . 118.2 ?
C42 C43 C44 . . 117.5(7) ?
C42 C43 C47 . . 122.4(9) ?
C44 C43 C47 . . 120.1(8) ?
C45 C44 C43 . . 121.5(8) ?
C45 C44 H44 . . 119.3 ?
C43 C44 H44 . . 119.3 ?
C44 C45 C40 . . 120.5(7) ?
C44 C45 C48 . . 118.9(7) ?
C40 C45 C48 . . 120.5(7) ?
C41 C46 H46A . . 109.5 ?
C41 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C41 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
C43 C47 H47A . . 109.5 ?
C43 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C43 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
C45 C48 H48A . . 109.5 ?
C45 C48 H48B . . 109.5 ?
H48A C48 H48B . . 109.5 ?
C45 C48 H48C . . 109.5 ?
H48A C48 H48C . . 109.5 ?
H48B C48 H48C . . 109.5 ?
C5 N1 C2 . . 105.9(5) ?
C5 N1 H1N . . 127.1 ?
C2 N1 H1N . . 127.1 ?
C24 N2 C21 . . 107.8(5) ?
C24 N2 H2N . . 126.1 ?
C21 N2 H2N . . 126.1 ?
C17 O1 C20 . . 117.2(6) ?
C36 O2 C39 . . 118.4(6) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C21 . 1.409(9) ?
C1 C2 . 1.409(9) ?
C1 C40 . 1.501(9) ?
C2 N1 . 1.399(8) ?
C2 C3 . 1.421(9) ?
C3 C4 . 1.386(9) ?
C3 H3 . 0.95 ?
C4 C5 . 1.427(9) ?
C4 C6 . 1.439(9) ?
C5 N1 . 1.337(8) ?
C5 C13 . 1.443(9) ?
C6 C7 . 1.393(9) ?
C6 C11 . 1.420(10) ?
C7 C8 . 1.391(9) ?
C7 H7 . 0.95 ?
C8 C9 . 1.383(10) ?
C8 H8 . 0.95 ?
C9 C10 . 1.375(10) ?
C9 H9 . 0.95 ?
C10 C11 . 1.403(10) ?
C10 H10 . 0.95 ?
C11 C12 . 1.427(10) ?
C12 C13 . 1.370(9) ?
C12 H12 . 0.95 ?
C13 C14 . 1.472(9) ?
C14 C19 . 1.393(9) ?
C14 C15 . 1.399(10) ?
C15 C16 . 1.382(10) ?
C15 H15 . 0.95 ?
C16 C17 . 1.369(10) ?
C16 H16 . 0.95 ?
C17 O1 . 1.395(8) ?
C17 C18 . 1.401(10) ?
C18 C19 . 1.376(10) ?
C18 H18 . 0.95 ?
C19 H19 . 0.95 ?
C20 O1 . 1.457(8) ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 N2 . 1.392(8) ?
C21 C22 . 1.407(9) ?
C22 C23 . 1.391(9) ?
C22 H22 . 0.95 ?
C23 C24 . 1.409(9) ?
C23 C25 . 1.450(9) ?
C24 N2 . 1.357(8) ?
C24 C32 . 1.413(9) ?
C25 C30 . 1.404(10) ?
C25 C26 . 1.414(9) ?
C26 C27 . 1.382(9) ?
C26 H26 . 0.95 ?
C27 C28 . 1.371(10) ?
C27 H27 . 0.95 ?
C28 C29 . 1.367(10) ?
C28 H28 . 0.95 ?
C29 C30 . 1.426(9) ?
C29 H29 . 0.95 ?
C30 C31 . 1.442(9) ?
C31 C32 . 1.381(9) ?
C31 H31 . 0.95 ?
C32 C33 . 1.494(9) ?
C33 C38 . 1.375(9) ?
C33 C34 . 1.385(9) ?
C34 C35 . 1.382(10) ?
C34 H34 . 0.95 ?
C35 C36 . 1.368(10) ?
C35 H35 . 0.95 ?
C36 C37 . 1.374(10) ?
C36 O2 . 1.383(9) ?
C37 C38 . 1.383(9) ?
C37 H37 . 0.95 ?
C38 H38 . 0.95 ?
C39 O2 . 1.435(9) ?
C39 H39A . 0.98 ?
C39 H39B . 0.98 ?
C39 H39C . 0.98 ?
C40 C45 . 1.392(9) ?
C40 C41 . 1.406(9) ?
C41 C42 . 1.403(10) ?
C41 C46 . 1.498(9) ?
C42 C43 . 1.357(10) ?
C42 H42 . 0.95 ?
C43 C44 . 1.388(10) ?
C43 C47 . 1.505(10) ?
C44 C45 . 1.383(10) ?
C44 H44 . 0.95 ?
C45 C48 . 1.502(10) ?
C46 H46A . 0.98 ?
C46 H46B . 0.98 ?
C46 H46C . 0.98 ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.98 ?
C48 H48B . 0.98 ?
C48 H48C . 0.98 ?
N1 H1N . 0.88 ?
N2 H2N . 0.88 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C20 H20A O2 . 0.98 2.40 3.164(10) 134.5 ?
N1 H1N N2 . 0.88 2.13 2.674(8) 119.6 ?
N2 H2N N1 . 0.88 2.09 2.674(8) 123.5 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C21 C1 C2 N1 . . . . -8.2(11) ?
C40 C1 C2 N1 . . . . 172.4(6) ?
C21 C1 C2 C3 . . . . 170.6(7) ?
C40 C1 C2 C3 . . . . -8.8(10) ?
N1 C2 C3 C4 . . . . 1.4(8) ?
C1 C2 C3 C4 . . . . -177.5(7) ?
C2 C3 C4 C5 . . . . -2.8(8) ?
C2 C3 C4 C6 . . . . 176.1(7) ?
C3 C4 C5 N1 . . . . 3.5(8) ?
C6 C4 C5 N1 . . . . -175.6(6) ?
C3 C4 C5 C13 . . . . -175.2(6) ?
C6 C4 C5 C13 . . . . 5.7(10) ?
C3 C4 C6 C7 . . . . -9.5(12) ?
C5 C4 C6 C7 . . . . 169.4(7) ?
C3 C4 C6 C11 . . . . 174.9(7) ?
C5 C4 C6 C11 . . . . -6.2(10) ?
C11 C6 C7 C8 . . . . -0.3(11) ?
C4 C6 C7 C8 . . . . -175.8(7) ?
C6 C7 C8 C9 . . . . -3.1(11) ?
C7 C8 C9 C10 . . . . 2.4(12) ?
C8 C9 C10 C11 . . . . 1.7(12) ?
C9 C10 C11 C6 . . . . -5.0(11) ?
C9 C10 C11 C12 . . . . 173.5(7) ?
C7 C6 C11 C10 . . . . 4.3(10) ?
C4 C6 C11 C10 . . . . -179.9(7) ?
C7 C6 C11 C12 . . . . -174.2(7) ?
C4 C6 C11 C12 . . . . 1.6(10) ?
C10 C11 C12 C13 . . . . -174.2(7) ?
C6 C11 C12 C13 . . . . 4.2(11) ?
C11 C12 C13 C5 . . . . -4.9(10) ?
C11 C12 C13 C14 . . . . 170.9(7) ?
N1 C5 C13 C12 . . . . -178.6(7) ?
C4 C5 C13 C12 . . . . -0.1(10) ?
N1 C5 C13 C14 . . . . 5.7(11) ?
C4 C5 C13 C14 . . . . -175.8(7) ?
C12 C13 C14 C19 . . . . 144.2(7) ?
C5 C13 C14 C19 . . . . -40.4(11) ?
C12 C13 C14 C15 . . . . -34.5(10) ?
C5 C13 C14 C15 . . . . 140.9(7) ?
C19 C14 C15 C16 . . . . -1.8(11) ?
C13 C14 C15 C16 . . . . 177.0(7) ?
C14 C15 C16 C17 . . . . 1.5(12) ?
C15 C16 C17 O1 . . . . 179.9(6) ?
C15 C16 C17 C18 . . . . -1.3(11) ?
C16 C17 C18 C19 . . . . 1.4(11) ?
O1 C17 C18 C19 . . . . -179.8(6) ?
C17 C18 C19 C14 . . . . -1.7(11) ?
C15 C14 C19 C18 . . . . 1.9(10) ?
C13 C14 C19 C18 . . . . -176.9(7) ?
C2 C1 C21 N2 . . . . -8.2(10) ?
C40 C1 C21 N2 . . . . 171.2(6) ?
C2 C1 C21 C22 . . . . 174.1(7) ?
C40 C1 C21 C22 . . . . -6.5(12) ?
N2 C21 C22 C23 . . . . -0.4(7) ?
C1 C21 C22 C23 . . . . 177.5(7) ?
C21 C22 C23 C24 . . . . -0.3(7) ?
C21 C22 C23 C25 . . . . 177.2(7) ?
C22 C23 C24 N2 . . . . 0.9(8) ?
C25 C23 C24 N2 . . . . -176.9(6) ?
C22 C23 C24 C32 . . . . -176.7(6) ?
C25 C23 C24 C32 . . . . 5.4(10) ?
C22 C23 C25 C30 . . . . 179.2(7) ?
C24 C23 C25 C30 . . . . -3.6(9) ?
C22 C23 C25 C26 . . . . -3.1(12) ?
C24 C23 C25 C26 . . . . 174.1(7) ?
C30 C25 C26 C27 . . . . -2.1(10) ?
C23 C25 C26 C27 . . . . -179.8(7) ?
C25 C26 C27 C28 . . . . 0.0(11) ?
C26 C27 C28 C29 . . . . 1.2(11) ?
C27 C28 C29 C30 . . . . -0.2(11) ?
C26 C25 C30 C29 . . . . 3.1(10) ?
C23 C25 C30 C29 . . . . -179.1(6) ?
C26 C25 C30 C31 . . . . -178.4(6) ?
C23 C25 C30 C31 . . . . -0.6(9) ?
C28 C29 C30 C25 . . . . -2.0(10) ?
C28 C29 C30 C31 . . . . 179.5(6) ?
C25 C30 C31 C32 . . . . 3.6(10) ?
C29 C30 C31 C32 . . . . -178.0(6) ?
C30 C31 C32 C24 . . . . -2.0(10) ?
C30 C31 C32 C33 . . . . -176.1(6) ?
N2 C24 C32 C31 . . . . -179.7(6) ?
C23 C24 C32 C31 . . . . -2.5(9) ?
N2 C24 C32 C33 . . . . -5.7(10) ?
C23 C24 C32 C33 . . . . 171.5(6) ?
C31 C32 C33 C38 . . . . 131.1(7) ?
C24 C32 C33 C38 . . . . -42.6(9) ?
C31 C32 C33 C34 . . . . -43.6(10) ?
C24 C32 C33 C34 . . . . 142.7(7) ?
C38 C33 C34 C35 . . . . -1.9(10) ?
C32 C33 C34 C35 . . . . 173.0(6) ?
C33 C34 C35 C36 . . . . 0.1(11) ?
C34 C35 C36 C37 . . . . 1.3(12) ?
C34 C35 C36 O2 . . . . -178.3(7) ?
C35 C36 C37 C38 . . . . -0.8(11) ?
O2 C36 C37 C38 . . . . 178.8(7) ?
C34 C33 C38 C37 . . . . 2.4(10) ?
C32 C33 C38 C37 . . . . -172.5(7) ?
C36 C37 C38 C33 . . . . -1.1(11) ?
C21 C1 C40 C45 . . . . -93.6(8) ?
C2 C1 C40 C45 . . . . 85.8(8) ?
C21 C1 C40 C41 . . . . 92.3(8) ?
C2 C1 C40 C41 . . . . -88.3(8) ?
C45 C40 C41 C42 . . . . -1.8(9) ?
C1 C40 C41 C42 . . . . 172.4(6) ?
C45 C40 C41 C46 . . . . 179.1(6) ?
C1 C40 C41 C46 . . . . -6.8(10) ?
C40 C41 C42 C43 . . . . 0.6(11) ?
C46 C41 C42 C43 . . . . 179.7(7) ?
C41 C42 C43 C44 . . . . 0.8(12) ?
C41 C42 C43 C47 . . . . -177.2(7) ?
C42 C43 C44 C45 . . . . -1.0(11) ?
C47 C43 C44 C45 . . . . 177.1(7) ?
C43 C44 C45 C40 . . . . -0.3(10) ?
C43 C44 C45 C48 . . . . 178.9(7) ?
C41 C40 C45 C44 . . . . 1.7(10) ?
C1 C40 C45 C44 . . . . -172.5(6) ?
C41 C40 C45 C48 . . . . -177.5(6) ?
C1 C40 C45 C48 . . . . 8.3(10) ?
C4 C5 N1 C2 . . . . -2.6(7) ?
C13 C5 N1 C2 . . . . 176.1(6) ?
C1 C2 N1 C5 . . . . 179.7(6) ?
C3 C2 N1 C5 . . . . 0.7(7) ?
C23 C24 N2 C21 . . . . -1.2(7) ?
C32 C24 N2 C21 . . . . 176.3(6) ?
C22 C21 N2 C24 . . . . 1.0(7) ?
C1 C21 N2 C24 . . . . -177.1(6) ?
C16 C17 O1 C20 . . . . -6.2(10) ?
C18 C17 O1 C20 . . . . 175.0(6) ?
C35 C36 O2 C39 . . . . 179.8(7) ?
C37 C36 O2 C39 . . . . 0.2(11) ?
