#------------------------------------------------------------------------------
#$Date: 2020-12-01 03:51:22 +0200 (Tue, 01 Dec 2020) $
#$Revision: 259366 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/74/7127455.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_7127455
loop_
_publ_author_name
'Marques, Carolina S.'
'Cruz, Hugo'
'Lawrence, Simon E.'
'Gago, Sandra'
'Prates Ramalho, João P'
'Morgado, Jorge'
'Branco, Luís C'
'Burke, Anthony J.'
_publ_section_title
;
 Ambipolar pentacyclic diamides with interesting electrochemical and
 optoelectronic properties.
;
_journal_issue                   94
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              14893
_journal_page_last               14896
_journal_paper_doi               10.1039/d0cc04629a
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C19 H14 N2 O3'
_chemical_formula_sum            'C19 H14 N2 O3'
_chemical_formula_weight         318.32
_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_update_record
;
2020-05-02 deposited with the CCDC.	2020-11-02 downloaded from the CCDC.
;
_cell_angle_alpha                95.6420(10)
_cell_angle_beta                 97.6770(10)
_cell_angle_gamma                104.5520(10)
_cell_formula_units_Z            4
_cell_length_a                   7.5891(2)
_cell_length_b                   10.1094(3)
_cell_length_c                   20.3877(6)
_cell_measurement_reflns_used    128
_cell_measurement_temperature    296.(2)
_cell_measurement_theta_max      38.2193
_cell_measurement_theta_min      8.4421
_cell_volume                     1486.17(7)
_computing_cell_refinement       'APEX2 v2014.11-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            36229
_diffrn_reflns_theta_full        67.32
_diffrn_reflns_theta_max         67.32
_diffrn_reflns_theta_min         2.21
_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              'sealed source'
_exptl_absorpt_coefficient_mu    0.801
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'fluorescent orange'
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.038
_refine_diff_density_max         0.161
_refine_diff_density_min         -0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         5115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0341
_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)+(0.0426P)²+0.3660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0898
_reflns_number_gt                4871
_reflns_number_total             5115
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc04629a2.cif
_cod_data_source_block           I
_cod_database_code               7127455
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
N N1 0.26523(14) 0.92145(10) 0.38738(5) 0.0383(2) Uani d . . . 1 . .
C C2 0.36152(17) 1.06673(12) 0.39894(6) 0.0417(3) Uani d . . . 1 . .
H H2 0.4203 1.0932 0.4458 0.05 Uiso calc U . R 1 . .
C C3 0.50615(18) 1.09256(13) 0.35440(7) 0.0445(3) Uani d . . . 1 . .
H H3A 0.5578 1.191 0.3557 0.053 Uiso calc U . R 1 . .
H H3B 0.6052 1.0526 0.3698 0.053 Uiso calc U . R 1 . .
N N4 0.42154(14) 1.03048(10) 0.28669(5) 0.0388(2) Uani d . . . 1 . .
C C5 0.28602(15) 0.90273(11) 0.27191(6) 0.0353(3) Uani d . . . 1 . .
C C6 0.21169(16) 0.84535(11) 0.32258(6) 0.0347(3) Uani d . . . 1 . .
C C7 0.19479(18) 0.84787(13) 0.43596(6) 0.0420(3) Uani d . . . 1 . .
O O8 0.22459(15) 0.89007(11) 0.49568(5) 0.0571(3) Uani d . . . 1 . .
C C9 0.08294(17) 0.71390(13) 0.39962(6) 0.0402(3) Uani d . . . 1 . .
C C10 0.09198(16) 0.71157(12) 0.33156(6) 0.0369(3) Uani d . . . 1 . .
C C11 -0.00089(18) 0.59164(13) 0.28838(7) 0.0462(3) Uani d . . . 1 . .
H H11 0.0048 0.5861 0.2429 0.055 Uiso calc U . R 1 . .
C C12 -0.10203(19) 0.48055(14) 0.31431(8) 0.0546(4) Uani d . . . 1 . .
H H12 -0.1659 0.4006 0.2856 0.066 Uiso calc U . R 1 . .
C C13 -0.1103(2) 0.48562(14) 0.38198(9) 0.0558(4) Uani d . . . 1 . .
H H13 -0.1793 0.4096 0.398 0.067 Uiso calc U . R 1 . .
C C14 -0.01687(19) 0.60263(14) 0.42562(8) 0.0501(3) Uani d . . . 1 . .
H H14 -0.0207 0.6068 0.4712 0.06 Uiso calc U . R 1 . .
O O15 0.24412(13) 1.15107(9) 0.38220(5) 0.0505(2) Uani d . . . 1 . .
C C16 0.0837(2) 1.13029(17) 0.41293(9) 0.0626(4) Uani d . . . 1 . .
H H16A 0.0011 1.0417 0.3949 0.094 Uiso calc U . R 1 . .
H H16B 0.0234 1.2012 0.4044 0.094 Uiso calc U . R 1 . .
H H16C 0.1183 1.134 0.4603 0.094 Uiso calc U . R 1 . .
C C17 0.48857(17) 1.07608(13) 0.23133(7) 0.0415(3) Uani d . . . 1 . .
O O18 0.60822(14) 1.18207(10) 0.23152(5) 0.0575(3) Uani d . . . 1 . .
C C19 0.38500(17) 0.97108(13) 0.17489(6) 0.0407(3) Uani d . . . 1 . .
C C20 0.26085(16) 0.86726(12) 0.19904(6) 0.0376(3) Uani d . . . 1 . .
C C21 0.14007(19) 0.76152(15) 0.15347(7) 0.0491(3) Uani d . . . 1 . .
H H21 0.0531 0.6928 0.1678 0.059 Uiso calc U . R 1 . .
C C22 0.1519(2) 0.76056(17) 0.08626(7) 0.0590(4) Uani d . . . 1 . .
H H22 0.0714 0.6901 0.0555 0.071 Uiso calc U . R 1 . .
C C23 0.2799(2) 0.86118(17) 0.06351(7) 0.0577(4) Uani d . . . 1 . .
H H23 0.2868 0.8562 0.0182 0.069 Uiso calc U . R 1 . .
C C24 0.3972(2) 0.96894(15) 0.10781(7) 0.0503(3) Uani d . . . 1 . .
H H24 0.4822 1.0382 0.093 0.06 Uiso calc U . R 1 . .
N N31 0.42912(14) 0.44199(11) 0.12333(5) 0.0412(2) Uani d . . . 1 . .
C C32 0.59292(17) 0.54384(13) 0.11357(6) 0.0417(3) Uani d . . . 1 . .
H H32 0.5864 0.555 0.0662 0.05 Uiso calc U . R 1 . .
C C33 0.60238(19) 0.67870(13) 0.15426(7) 0.0444(3) Uani d . . . 1 . .
H H33A 0.7204 0.7441 0.1544 0.053 Uiso calc U . R 1 . .
H H33B 0.5056 0.7169 0.1347 0.053 Uiso calc U . R 1 . .
N N34 0.58005(14) 0.65575(10) 0.22225(5) 0.0393(2) Uani d . . . 1 . .
C C35 0.46219(16) 0.53478(11) 0.23723(6) 0.0350(3) Uani d . . . 1 . .
C C36 0.37916(16) 0.43024(12) 0.18730(6) 0.0350(3) Uani d . . . 1 . .
C C37 0.32451(19) 0.33432(14) 0.07591(6) 0.0473(3) Uani d . . . 1 . .
O O38 0.34295(18) 0.31774(13) 0.01731(5) 0.0745(4) Uani d . . . 1 . .
C C39 0.19418(17) 0.24817(13) 0.11141(6) 0.0406(3) Uani d . . . 1 . .
C C40 0.22892(16) 0.30262(12) 0.17892(6) 0.0359(3) Uani d . . . 1 . .
C C41 0.11944(18) 0.23424(14) 0.22135(7) 0.0462(3) Uani d . . . 1 . .
H H41 0.1377 0.2685 0.2665 0.055 Uiso calc U . R 1 . .
C C42 -0.01692(19) 0.11454(15) 0.19530(8) 0.0530(3) Uani d . . . 1 . .
H H42 -0.0885 0.0675 0.2237 0.064 Uiso calc U . R 1 . .
C C43 -0.04952(19) 0.06307(14) 0.12807(8) 0.0537(4) Uani d . . . 1 . .
H H43 -0.143 -0.017 0.1118 0.064 Uiso calc U . R 1 . .
C C44 0.05558(19) 0.12980(14) 0.08536(7) 0.0496(3) Uani d . . . 1 . .
H H44 0.0342 0.0963 0.0401 0.06 Uiso calc U . R 1 . .
O O45 0.75545(12) 0.50750(9) 0.13640(5) 0.0478(2) Uani d . . . 1 . .
C C46 0.7768(3) 0.38652(19) 0.10064(11) 0.0773(5) Uani d . . . 1 . .
H H46A 0.6872 0.3075 0.1094 0.116 Uiso calc U . R 1 . .
H H46B 0.8987 0.3775 0.1146 0.116 Uiso calc U . R 1 . .
H H46C 0.7592 0.3927 0.0536 0.116 Uiso calc U . R 1 . .
C C47 0.64640(17) 0.75546(12) 0.27703(7) 0.0413(3) Uani d . . . 1 . .
O O48 0.74299(14) 0.87159(9) 0.27629(5) 0.0575(3) Uani d . . . 1 . .
C C49 0.57346(17) 0.69185(12) 0.33310(6) 0.0392(3) Uani d . . . 1 . .
C C50 0.46345(16) 0.55798(12) 0.30925(6) 0.0356(3) Uani d . . . 1 . .
C C51 0.38679(18) 0.47531(13) 0.35404(6) 0.0424(3) Uani d . . . 1 . .
H H51 0.3185 0.3845 0.3397 0.051 Uiso calc U . R 1 . .
C C52 0.4139(2) 0.53065(15) 0.42038(7) 0.0493(3) Uani d . . . 1 . .
H H52 0.3598 0.4768 0.4506 0.059 Uiso calc U . R 1 . .
C C53 0.5198(2) 0.66474(15) 0.44322(7) 0.0527(3) Uani d . . . 1 . .
H H53 0.5347 0.6996 0.4882 0.063 Uiso calc U . R 1 . .
C C54 0.6027(2) 0.74636(13) 0.39987(7) 0.0482(3) Uani d . . . 1 . .
H H54 0.6763 0.8355 0.4149 0.058 Uiso calc U . R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 N1 C6 . . 112.91(10) ?
C7 N1 C2 . . 124.15(10) ?
C6 N1 C2 . . 122.40(10) ?
O15 C2 N1 . . 112.55(10) ?
O15 C2 C3 . . 106.26(11) ?
N1 C2 C3 . . 108.68(10) ?
O15 C2 H2 . . 109.8 ?
N1 C2 H2 . . 109.8 ?
C3 C2 H2 . . 109.8 ?
N4 C3 C2 . . 108.82(10) ?
N4 C3 H3A . . 109.9 ?
C2 C3 H3A . . 109.9 ?
N4 C3 H3B . . 109.9 ?
C2 C3 H3B . . 109.9 ?
H3A C3 H3B . . 108.3 ?
C17 N4 C5 . . 113.07(10) ?
C17 N4 C3 . . 123.10(10) ?
C5 N4 C3 . . 122.77(10) ?
C6 C5 N4 . . 118.76(10) ?
C6 C5 C20 . . 136.08(11) ?
N4 C5 C20 . . 105.15(10) ?
C5 C6 N1 . . 117.98(10) ?
C5 C6 C10 . . 136.72(11) ?
N1 C6 C10 . . 105.09(10) ?
O8 C7 N1 . . 125.19(12) ?
O8 C7 C9 . . 129.85(12) ?
N1 C7 C9 . . 104.96(10) ?
C14 C9 C10 . . 122.67(12) ?
C14 C9 C7 . . 127.89(13) ?
C10 C9 C7 . . 109.44(11) ?
C11 C10 C9 . . 118.54(12) ?
C11 C10 C6 . . 133.84(12) ?
C9 C10 C6 . . 107.58(10) ?
C12 C11 C10 . . 118.82(13) ?
C12 C11 H11 . . 120.6 ?
C10 C11 H11 . . 120.6 ?
C13 C12 C11 . . 121.63(13) ?
C13 C12 H12 . . 119.2 ?
C11 C12 H12 . . 119.2 ?
C14 C13 C12 . . 120.37(13) ?
C14 C13 H13 . . 119.8 ?
C12 C13 H13 . . 119.8 ?
C13 C14 C9 . . 117.97(14) ?
C13 C14 H14 . . 121.0 ?
C9 C14 H14 . . 121.0 ?
C2 O15 C16 . . 115.53(11) ?
O15 C16 H16A . . 109.5 ?
O15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
O15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
O18 C17 N4 . . 125.28(12) ?
O18 C17 C19 . . 129.51(12) ?
N4 C17 C19 . . 105.22(10) ?
C24 C19 C20 . . 122.42(12) ?
C24 C19 C17 . . 128.63(12) ?
C20 C19 C17 . . 108.94(11) ?
C21 C20 C19 . . 118.64(12) ?
C21 C20 C5 . . 133.71(12) ?
C19 C20 C5 . . 107.57(10) ?
C22 C21 C20 . . 118.62(13) ?
C22 C21 H21 . . 120.7 ?
C20 C21 H21 . . 120.7 ?
C23 C22 C21 . . 121.95(14) ?
C23 C22 H22 . . 119.0 ?
C21 C22 H22 . . 119.0 ?
C24 C23 C22 . . 120.20(13) ?
C24 C23 H23 . . 119.9 ?
C22 C23 H23 . . 119.9 ?
C23 C24 C19 . . 118.10(13) ?
C23 C24 H24 . . 121.0 ?
C19 C24 H24 . . 120.9 ?
C37 N31 C36 . . 112.30(10) ?
C37 N31 C32 . . 125.17(11) ?
C36 N31 C32 . . 121.71(10) ?
O45 C32 N31 . . 111.81(10) ?
O45 C32 C33 . . 106.89(10) ?
N31 C32 C33 . . 108.42(10) ?
O45 C32 H32 . . 109.9 ?
N31 C32 H32 . . 109.9 ?
C33 C32 H32 . . 109.9 ?
N34 C33 C32 . . 109.30(10) ?
N34 C33 H33A . . 109.8 ?
C32 C33 H33A . . 109.8 ?
N34 C33 H33B . . 109.8 ?
C32 C33 H33B . . 109.8 ?
H33A C33 H33B . . 108.3 ?
C47 N34 C35 . . 112.58(10) ?
C47 N34 C33 . . 124.15(10) ?
C35 N34 C33 . . 122.53(10) ?
C36 C35 N34 . . 119.09(11) ?
C36 C35 C50 . . 135.34(11) ?
N34 C35 C50 . . 105.58(10) ?
C35 C36 N31 . . 118.08(10) ?
C35 C36 C40 . . 136.07(11) ?
N31 C36 C40 . . 105.61(10) ?
O38 C37 N31 . . 125.50(13) ?
O38 C37 C39 . . 129.19(13) ?
N31 C37 C39 . . 105.30(11) ?
C44 C39 C40 . . 122.57(12) ?
C44 C39 C37 . . 127.82(12) ?
C40 C39 C37 . . 109.60(11) ?
C41 C40 C39 . . 118.29(11) ?
C41 C40 C36 . . 134.55(11) ?
C39 C40 C36 . . 107.11(10) ?
C42 C41 C40 . . 118.93(13) ?
C42 C41 H41 . . 120.5 ?
C40 C41 H41 . . 120.5 ?
C41 C42 C43 . . 121.69(13) ?
C41 C42 H42 . . 119.2 ?
C43 C42 H42 . . 119.2 ?
C44 C43 C42 . . 120.21(12) ?
C44 C43 H43 . . 119.9 ?
C42 C43 H43 . . 119.9 ?
C43 C44 C39 . . 118.28(13) ?
C43 C44 H44 . . 120.9 ?
C39 C44 H44 . . 120.9 ?
C32 O45 C46 . . 115.02(11) ?
O45 C46 H46A . . 109.5 ?
O45 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
O45 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
O48 C47 N34 . . 125.14(13) ?
O48 C47 C49 . . 129.53(12) ?
N34 C47 C49 . . 105.33(10) ?
C54 C49 C50 . . 122.04(12) ?
C54 C49 C47 . . 129.05(12) ?
C50 C49 C47 . . 108.90(11) ?
C51 C50 C49 . . 119.19(11) ?
C51 C50 C35 . . 133.25(11) ?
C49 C50 C35 . . 107.50(10) ?
C52 C51 C50 . . 118.56(12) ?
C52 C51 H51 . . 120.7 ?
C50 C51 H51 . . 120.7 ?
C51 C52 C53 . . 121.68(13) ?
C51 C52 H52 . . 119.2 ?
C53 C52 H52 . . 119.2 ?
C54 C53 C52 . . 120.46(13) ?
C54 C53 H53 . . 119.8 ?
C52 C53 H53 . . 119.8 ?
C53 C54 C49 . . 117.98(12) ?
C53 C54 H54 . . 121.0 ?
C49 C54 H54 . . 121.0 ?
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
N1 C7 . 1.3808(16) ?
N1 C6 . 1.4149(15) ?
N1 C2 . 1.4468(15) ?
C2 O15 . 1.4124(16) ?
C2 C3 . 1.5055(18) ?
C2 H2 . 0.98 ?
C3 N4 . 1.4499(16) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
N4 C17 . 1.3722(16) ?
N4 C5 . 1.4105(15) ?
C5 C6 . 1.3532(17) ?
C5 C20 . 1.4686(17) ?
C6 C10 . 1.4709(16) ?
C7 O8 . 1.2212(16) ?
C7 C9 . 1.4699(18) ?
C9 C14 . 1.3844(18) ?
C9 C10 . 1.3966(18) ?
C10 C11 . 1.3916(17) ?
C11 C12 . 1.386(2) ?
C11 H11 . 0.93 ?
C12 C13 . 1.386(2) ?
C12 H12 . 0.93 ?
C13 C14 . 1.377(2) ?
C13 H13 . 0.93 ?
C14 H14 . 0.93 ?
O15 C16 . 1.4213(18) ?
C16 H16A . 0.96 ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?
C17 O18 . 1.2174(15) ?
C17 C19 . 1.4722(18) ?
C19 C24 . 1.3816(19) ?
C19 C20 . 1.4001(18) ?
C20 C21 . 1.3896(18) ?
C21 C22 . 1.384(2) ?
C21 H21 . 0.93 ?
C22 C23 . 1.382(2) ?
C22 H22 . 0.93 ?
C23 C24 . 1.378(2) ?
C23 H23 . 0.93 ?
C24 H24 . 0.93 ?
N31 C37 . 1.3796(17) ?
N31 C36 . 1.4139(15) ?
N31 C32 . 1.4520(15) ?
C32 O45 . 1.4075(16) ?
C32 C33 . 1.5050(18) ?
C32 H32 . 0.98 ?
C33 N34 . 1.4526(16) ?
C33 H33A . 0.97 ?
C33 H33B . 0.97 ?
N34 C47 . 1.3748(16) ?
N34 C35 . 1.4091(15) ?
C35 C36 . 1.3538(17) ?
C35 C50 . 1.4624(17) ?
C36 C40 . 1.4694(16) ?
C37 O38 . 1.2214(17) ?
C37 C39 . 1.4639(18) ?
C39 C44 . 1.3834(18) ?
C39 C40 . 1.3956(17) ?
C40 C41 . 1.3920(18) ?
C41 C42 . 1.3838(19) ?
C41 H41 . 0.93 ?
C42 C43 . 1.384(2) ?
C42 H42 . 0.93 ?
C43 C44 . 1.371(2) ?
C43 H43 . 0.93 ?
C44 H44 . 0.93 ?
O45 C46 . 1.4176(18) ?
C46 H46A . 0.96 ?
C46 H46B . 0.96 ?
C46 H46C . 0.96 ?
C47 O48 . 1.2206(15) ?
C47 C49 . 1.4701(18) ?
C49 C54 . 1.3843(18) ?
C49 C50 . 1.3998(17) ?
C50 C51 . 1.3850(17) ?
C51 C52 . 1.3799(18) ?
C51 H51 . 0.93 ?
C52 C53 . 1.389(2) ?
C52 H52 . 0.93 ?
C53 C54 . 1.374(2) ?
C53 H53 . 0.93 ?
C54 H54 . 0.93 ?
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
C7 N1 C2 O15 . . . . -95.49(14) ?
C6 N1 C2 O15 . . . . 75.45(14) ?
C7 N1 C2 C3 . . . . 147.10(12) ?
C6 N1 C2 C3 . . . . -41.97(15) ?
O15 C2 C3 N4 . . . . -71.48(12) ?
N1 C2 C3 N4 . . . . 49.88(14) ?
C2 C3 N4 C17 . . . . 154.34(11) ?
C2 C3 N4 C5 . . . . -38.23(16) ?
C17 N4 C5 C6 . . . . 178.70(11) ?
C3 N4 C5 C6 . . . . 10.13(17) ?
C17 N4 C5 C20 . . . . -2.27(13) ?
C3 N4 C5 C20 . . . . -170.84(11) ?
N4 C5 C6 N1 . . . . 4.19(16) ?
C20 C5 C6 N1 . . . . -174.46(12) ?
N4 C5 C6 C10 . . . . -169.61(12) ?
C20 C5 C6 C10 . . . . 11.7(2) ?
C7 N1 C6 C5 . . . . -174.20(11) ?
C2 N1 C6 C5 . . . . 13.93(17) ?
C7 N1 C6 C10 . . . . 1.40(13) ?
C2 N1 C6 C10 . . . . -170.46(10) ?
C6 N1 C7 O8 . . . . 178.35(12) ?
C2 N1 C7 O8 . . . . -9.9(2) ?
C6 N1 C7 C9 . . . . -1.29(14) ?
C2 N1 C7 C9 . . . . 170.41(11) ?
O8 C7 C9 C14 . . . . 0.2(2) ?
N1 C7 C9 C14 . . . . 179.83(12) ?
O8 C7 C9 C10 . . . . -178.97(13) ?
N1 C7 C9 C10 . . . . 0.65(14) ?
C14 C9 C10 C11 . . . . -1.03(18) ?
C7 C9 C10 C11 . . . . 178.20(11) ?
C14 C9 C10 C6 . . . . -179.05(11) ?
C7 C9 C10 C6 . . . . 0.18(13) ?
C5 C6 C10 C11 . . . . -4.2(2) ?
N1 C6 C10 C11 . . . . -178.51(13) ?
C5 C6 C10 C9 . . . . 173.42(14) ?
N1 C6 C10 C9 . . . . -0.92(12) ?
C9 C10 C11 C12 . . . . 1.48(18) ?
C6 C10 C11 C12 . . . . 178.87(13) ?
C10 C11 C12 C13 . . . . -1.0(2) ?
C11 C12 C13 C14 . . . . -0.1(2) ?
C12 C13 C14 C9 . . . . 0.5(2) ?
C10 C9 C14 C13 . . . . 0.0(2) ?
C7 C9 C14 C13 . . . . -179.08(13) ?
N1 C2 O15 C16 . . . . 53.85(15) ?
C3 C2 O15 C16 . . . . 172.69(11) ?
C5 N4 C17 O18 . . . . -178.70(12) ?
C3 N4 C17 O18 . . . . -10.2(2) ?
C5 N4 C17 C19 . . . . 1.52(13) ?
C3 N4 C17 C19 . . . . 170.04(11) ?
O18 C17 C19 C24 . . . . -1.1(2) ?
N4 C17 C19 C24 . . . . 178.68(12) ?
O18 C17 C19 C20 . . . . -179.87(13) ?
N4 C17 C19 C20 . . . . -0.09(13) ?
C24 C19 C20 C21 . . . . -2.90(19) ?
C17 C19 C20 C21 . . . . 175.97(11) ?
C24 C19 C20 C5 . . . . 179.87(11) ?
C17 C19 C20 C5 . . . . -1.26(13) ?
C6 C5 C20 C21 . . . . 4.2(2) ?
N4 C5 C20 C21 . . . . -174.54(14) ?
C6 C5 C20 C19 . . . . -179.14(13) ?
N4 C5 C20 C19 . . . . 2.09(13) ?
C19 C20 C21 C22 . . . . 2.26(19) ?
C5 C20 C21 C22 . . . . 178.60(13) ?
C20 C21 C22 C23 . . . . 0.1(2) ?
C21 C22 C23 C24 . . . . -1.9(2) ?
C22 C23 C24 C19 . . . . 1.3(2) ?
C20 C19 C24 C23 . . . . 1.1(2) ?
C17 C19 C24 C23 . . . . -177.53(13) ?
C37 N31 C32 O45 . . . . -94.92(14) ?
C36 N31 C32 O45 . . . . 73.95(14) ?
C37 N31 C32 C33 . . . . 147.49(12) ?
C36 N31 C32 C33 . . . . -43.64(15) ?
O45 C32 C33 N34 . . . . -70.48(12) ?
N31 C32 C33 N34 . . . . 50.21(13) ?
C32 C33 N34 C47 . . . . 154.96(11) ?
C32 C33 N34 C35 . . . . -35.64(16) ?
C47 N34 C35 C36 . . . . 176.73(11) ?
C33 N34 C35 C36 . . . . 6.21(17) ?
C47 N34 C35 C50 . . . . -3.58(13) ?
C33 N34 C35 C50 . . . . -174.09(10) ?
N34 C35 C36 N31 . . . . 6.17(17) ?
C50 C35 C36 N31 . . . . -173.41(12) ?
N34 C35 C36 C40 . . . . -167.26(12) ?
C50 C35 C36 C40 . . . . 13.2(2) ?
C37 N31 C36 C35 . . . . -175.17(11) ?
C32 N31 C36 C35 . . . . 14.65(17) ?
C37 N31 C36 C40 . . . . 0.10(14) ?
C32 N31 C36 C40 . . . . -170.07(11) ?
C36 N31 C37 O38 . . . . -177.89(14) ?
C32 N31 C37 O38 . . . . -8.1(2) ?
C36 N31 C37 C39 . . . . 1.41(15) ?
C32 N31 C37 C39 . . . . 171.18(11) ?
O38 C37 C39 C44 . . . . -2.9(3) ?
N31 C37 C39 C44 . . . . 177.78(13) ?
O38 C37 C39 C40 . . . . 176.79(15) ?
N31 C37 C39 C40 . . . . -2.49(15) ?
C44 C39 C40 C41 . . . . 0.18(19) ?
C37 C39 C40 C41 . . . . -179.57(11) ?
C44 C39 C40 C36 . . . . -177.68(12) ?
C37 C39 C40 C36 . . . . 2.57(14) ?
C35 C36 C40 C41 . . . . -5.0(2) ?
N31 C36 C40 C41 . . . . -179.02(14) ?
C35 C36 C40 C39 . . . . 172.33(13) ?
N31 C36 C40 C39 . . . . -1.66(13) ?
C39 C40 C41 C42 . . . . 0.95(19) ?
C36 C40 C41 C42 . . . . 178.07(13) ?
C40 C41 C42 C43 . . . . -1.4(2) ?
C41 C42 C43 C44 . . . . 0.7(2) ?
C42 C43 C44 C39 . . . . 0.4(2) ?
C40 C39 C44 C43 . . . . -0.9(2) ?
C37 C39 C44 C43 . . . . 178.84(13) ?
N31 C32 O45 C46 . . . . 65.41(16) ?
C33 C32 O45 C46 . . . . -176.09(13) ?
C35 N34 C47 O48 . . . . -176.01(12) ?
C33 N34 C47 O48 . . . . -5.7(2) ?
C35 N34 C47 C49 . . . . 3.04(13) ?
C33 N34 C47 C49 . . . . 173.37(11) ?
O48 C47 C49 C54 . . . . -3.0(2) ?
N34 C47 C49 C54 . . . . 178.01(12) ?
O48 C47 C49 C50 . . . . 177.73(13) ?
N34 C47 C49 C50 . . . . -1.26(13) ?
C54 C49 C50 C51 . . . . -2.44(18) ?
C47 C49 C50 C51 . . . . 176.89(11) ?
C54 C49 C50 C35 . . . . 179.82(11) ?
C47 C49 C50 C35 . . . . -0.85(13) ?
C36 C35 C50 C51 . . . . 4.9(2) ?
N34 C35 C50 C51 . . . . -174.70(13) ?
C36 C35 C50 C49 . . . . -177.78(13) ?
N34 C35 C50 C49 . . . . 2.59(12) ?
C49 C50 C51 C52 . . . . 3.35(18) ?
C35 C50 C51 C52 . . . . -179.61(12) ?
C50 C51 C52 C53 . . . . -1.9(2) ?
C51 C52 C53 C54 . . . . -0.6(2) ?
C52 C53 C54 C49 . . . . 1.6(2) ?
C50 C49 C54 C53 . . . . -0.05(19) ?
C47 C49 C54 C53 . . . . -179.23(13) ?
