#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/42/2104298.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2104298
loop_
_publ_author_name
'Rychlewska, Urszula'
'Plutecka, Agnieszka'
'Hoffmann, Marcin'
'Skowronek, Paweł'
'Gawrońska, Krystyna'
'Gawroński, Jacek'
_publ_contact_author
;
Urszula Rychlewska
Faculty of Chemistry
Adam Mickiewicz University
Grunwaldzka 6
60-780 Poznań
Poland
;
_publ_section_title
;
 Probing the shapes of chiral bis-(o-naphthalimidobenzoyl)
 systems using X-ray and circular dichroism methods
;
_journal_coeditor_code           SO5018
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              86
_journal_page_last               95
_journal_paper_doi               10.1107/S0108768108041827
_journal_volume                  65
_journal_year                    2009
_chemical_formula_moiety         'C41 H26 N2 O8'
_chemical_formula_sum            'C41 H26 N2 O8'
_chemical_formula_weight         674.64
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 116.312(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.9672(9)
_cell_length_b                   8.0833(3)
_cell_length_c                   25.0204(5)
_cell_measurement_reflns_used    10320
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      65.83
_cell_measurement_theta_min      1.97
_cell_volume                     3076.0(2)
_computing_cell_refinement
'CrysAlisRED v.1.171.32.5(Oxford Diffraction,2007)'
_computing_data_collection
'CrysAlisCCD v.1.171.32.5(Oxford Diffraction,2007)'
_computing_data_reduction
'CrysAlisRED v.1.171.32.5(Oxford Diffraction,2007)'
_computing_molecular_graphics
'XP. Simens Analytical X-Ray Instruments (1989)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Xcalibur Nova κ-geometry diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            26986
_diffrn_reflns_theta_full        65.83
_diffrn_reflns_theta_max         65.83
_diffrn_reflns_theta_min         3.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 'every 50 dc frames'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.843
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SCALE3 ABSPACK.Oxford Diffraction program,2005.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.413
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     506
_refine_ls_number_reflns         2810
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0894
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1555P)²+10.4492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2463
_refine_ls_wR_factor_ref         0.2472
_reflns_number_gt                2765
_reflns_number_total             2810
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            so5018.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               2104298
_cod_database_fobs_code          2104298
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -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
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.6699(4) 1.1290(9) 0.3575(3) 0.0297(14) Uani d . 1 . .
C C1 0.7596(5) 0.9247(12) 0.3403(3) 0.0343(18) Uani d . 1 . .
C C2 0.8429(5) 0.8609(12) 0.3548(4) 0.0383(19) Uani d . 1 . .
H H2 0.8929 0.9007 0.3869 0.046 Uiso d R 1 . .
C C3 0.8517(7) 0.7275(14) 0.3185(4) 0.051(3) Uani d . 1 . .
H H3 0.9059 0.6795 0.3274 0.061 Uiso d R 1 . .
C C4 0.7797(7) 0.6719(11) 0.2709(4) 0.045(2) Uani d . 1 . .
H H4 0.7849 0.5869 0.2476 0.054 Uiso d R 1 . .
C C5 0.6185(7) 0.6825(13) 0.2045(4) 0.051(2) Uani d . 1 . .
H H5 0.6246 0.6006 0.1805 0.061 Uiso d R 1 . .
C C6 0.5396(5) 0.7458(11) 0.1913(4) 0.0397(19) Uani d . 1 . .
H H6 0.4906 0.7077 0.1581 0.048 Uiso d R 1 . .
C C7 0.5291(6) 0.8726(13) 0.2264(4) 0.045(2) Uani d . 1 . .
H H7 0.4740 0.9174 0.2172 0.054 Uiso d R 1 . .
C C8 0.6003(5) 0.9300(11) 0.2759(3) 0.0330(17) Uani d . 1 . .
C C9 0.6867(5) 0.8667(10) 0.2910(3) 0.0300(16) Uani d . 1 . .
C C10 0.6958(6) 0.7340(11) 0.2561(3) 0.0357(18) Uani d . 1 . .
C C11 0.7553(5) 1.0684(10) 0.3743(3) 0.0327(17) Uani d . 1 . .
C C12 0.5901(5) 1.0638(12) 0.3127(4) 0.0370(19) Uani d . 1 . .
O O1 0.8175(4) 1.1293(10) 0.4153(2) 0.0455(16) Uani d . 1 . .
O O2 0.5208(4) 1.1129(10) 0.3072(3) 0.0473(15) Uani d . 1 . .
C C13 0.6625(5) 1.2696(10) 0.3908(3) 0.0319(17) Uani d . 1 . .
C C14 0.6350(7) 1.2558(13) 0.4354(5) 0.049(3) Uani d D 1 . .
C C15 0.6304(9) 1.3994(16) 0.4656(5) 0.066(4) Uani d . 1 . .
H H15 0.6108 1.3894 0.4947 0.079 Uiso d R 1 . .
C C16 0.6541(7) 1.5513(12) 0.4520(4) 0.048(2) Uani d . 1 . .
H H16 0.6522 1.6448 0.4731 0.057 Uiso d R 1 . .
C C17 0.6808(7) 1.5645(13) 0.4089(4) 0.053(2) Uani d . 1 . .
H H17 0.6962 1.6673 0.3997 0.064 Uiso d R 1 . .
C C18 0.6858(6) 1.4236(11) 0.3769(4) 0.0378(19) Uani d . 1 . .
H H18 0.7049 1.4331 0.3474 0.045 Uiso d R 1 . .
C C19 0.6096(9) 1.0919(16) 0.4497(6) 0.075(4) Uani d D 1 . .
O O3 0.6288(4) 0.9599(8) 0.4391(3) 0.0456(16) Uani d D 1 . .
N N10 0.3229(5) 0.2931(10) 0.1435(3) 0.0391(17) Uani d . 1 . .
C C21 0.3891(5) 0.4913(10) 0.2252(3) 0.0337(17) Uani d . 1 . .
C C22 0.4615(6) 0.5475(14) 0.2752(4) 0.044(2) Uani d . 1 . .
H H22 0.5168 0.5033 0.2849 0.053 Uiso d R 1 . .
C C23 0.4551(6) 0.6672(15) 0.3108(4) 0.054(3) Uani d . 1 . .
H H23 0.5037 0.6976 0.3456 0.065 Uiso d R 1 . .
C C24 0.3727(6) 0.7409(14) 0.2959(4) 0.048(2) Uani d . 1 . .
H H24 0.3698 0.8301 0.3184 0.057 Uiso d R 1 . .
C C25 0.2103(6) 0.7475(17) 0.2302(4) 0.054(3) Uani d . 1 . .
H H25 0.2017 0.8306 0.2528 0.065 Uiso d R 1 . .
C C26 0.1413(6) 0.6886(13) 0.1821(4) 0.050(2) Uani d . 1 . .
H H26 0.0851 0.7281 0.1724 0.060 Uiso d R 1 . .
C C27 0.1497(6) 0.5629(15) 0.1474(4) 0.049(3) Uani d . 1 . .
H H27 0.1015 0.5232 0.1140 0.059 Uiso d R 1 . .
C C28 0.2307(5) 0.5005(12) 0.1614(3) 0.0358(19) Uani d . 1 . .
C C29 0.3062(6) 0.5606(13) 0.2110(4) 0.043(2) Uani d . 1 . .
C C30 0.2975(6) 0.6854(12) 0.2471(4) 0.044(2) Uani d . 1 . .
C C31 0.4000(5) 0.3579(12) 0.1887(3) 0.0346(18) Uani d . 1 . .
C C32 0.2408(5) 0.3601(16) 0.1272(4) 0.050(3) Uani d . 1 . .
O O10 0.4710(4) 0.3039(9) 0.1955(2) 0.0443(15) Uani d . 1 . .
O O20 0.1765(4) 0.2985(12) 0.0839(2) 0.055(2) Uani d . 1 . .
C C33 0.3318(5) 0.1532(13) 0.1098(4) 0.042(2) Uani d . 1 . .
C C34 0.3655(7) 0.1701(12) 0.0688(4) 0.043(2) Uani d D 1 . .
C C35 0.3706(7) 0.0307(11) 0.0381(4) 0.046(2) Uani d . 1 . .
H H35 0.3972 0.0360 0.0126 0.056 Uiso d R 1 . .
C C36 0.3395(7) -0.1224(15) 0.0456(4) 0.051(2) Uani d . 1 . .
H H36 0.3406 -0.2138 0.0233 0.061 Uiso d R 1 . .
C C37 0.3039(5) -0.1346(12) 0.0867(4) 0.040(2) Uani d . 1 . .
H H37 0.2836 -0.2363 0.0928 0.048 Uiso d R 1 . .
C C38 0.3004(5) 0.0026(12) 0.1169(4) 0.038(2) Uani d . 1 . .
H H38 0.2767 -0.0056 0.1439 0.046 Uiso d R 1 . .
C C39 0.4008(9) 0.3321(13) 0.0594(5) 0.062(3) Uani d D 1 . .
O O30 0.3830(5) 0.4663(9) 0.0717(3) 0.0529(18) Uani d D 1 . .
O O4 0.6042(7) 1.1285(13) 0.5074(4) 0.035(2) Uani d PD 0.50 . .
O O5 0.5336(7) 1.1012(15) 0.4615(5) 0.042(3) Uani d PD 0.50 . .
O O40 0.4232(7) 0.3115(12) 0.0144(4) 0.032(2) Uani d PD 0.50 . .
O O41 0.4828(7) 0.3108(13) 0.0573(4) 0.031(2) Uani d PD 0.50 . .
C C1R 0.5945(8) 0.9758(16) 0.5374(6) 0.034(3) Uani d PD 0.50 . .
H H1R 0.6257 0.9912 0.5798 0.041 Uiso d PR 0.50 . .
H H2R 0.6178 0.8796 0.5270 0.041 Uiso d PR 0.50 . .
C C2R 0.5004(8) 0.9548(18) 0.4806(6) 0.040(4) Uani d PD 0.50 . .
H H3R 0.5066 0.8626 0.4586 0.048 Uiso d PR 0.50 . .
C C3R 0.5573(12) 0.919(3) 0.5469(7) 0.061(6) Uani d PD 0.50 . .
H H4R 0.5227 0.9436 0.5675 0.091 Uiso d PR 0.50 . .
H H5R 0.6092 0.9863 0.5632 0.091 Uiso d PR 0.50 . .
H H6R 0.5728 0.8035 0.5527 0.091 Uiso d PR 0.50 . .
C C4R 0.4647(9) 0.4620(15) 0.0044(6) 0.030(3) Uani d PD 0.50 . .
H H7R 0.4320 0.5581 0.0051 0.036 Uiso d PR 0.50 . .
C C5R 0.5312(17) 0.459(3) 0.0532(8) 0.050(8) Uani d PD 0.50 . .
H H8R 0.5911 0.4443 0.0823 0.060 Uiso d PR 0.50 . .
H H9R 0.5095 0.5588 0.0629 0.060 Uiso d PR 0.50 . .
C C6R 0.5578(12) 0.466(3) 0.0563(9) 0.049(8) Uani d PD 0.50 . .
H H10R 0.5895 0.3671 0.0568 0.073 Uiso d PR 0.50 . .
H H11R 0.5550 0.4759 0.0936 0.073 Uiso d PR 0.50 . .
H H12R 0.5888 0.5598 0.0515 0.073 Uiso d PR 0.50 . .
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
C11 N1 C12 . . 127.0(7) ?
C11 N1 C13 . . 116.3(6) ?
C12 N1 C13 . . 116.7(6) ?
C9 C1 C2 . . 120.7(8) ?
C9 C1 C11 . . 122.1(7) ?
C2 C1 C11 . . 116.7(8) ?
C1 C2 C3 . . 118.9(8) ?
C1 C2 H2 . . 122.0 ?
C3 C2 H2 . . 119.2 ?
C4 C3 C2 . . 119.5(9) ?
C4 C3 H3 . . 118.9 ?
C2 C3 H3 . . 121.5 ?
C3 C4 C10 . . 122.1(8) ?
C3 C4 H4 . . 119.8 ?
C10 C4 H4 . . 118.0 ?
C6 C5 C10 . . 122.0(8) ?
C6 C5 H5 . . 120.0 ?
C10 C5 H5 . . 118.0 ?
C5 C6 C7 . . 121.1(8) ?
C5 C6 H6 . . 119.8 ?
C7 C6 H6 . . 119.2 ?
C8 C7 C6 . . 120.2(8) ?
C8 C7 H7 . . 118.5 ?
C6 C7 H7 . . 121.3 ?
C7 C8 C9 . . 120.3(8) ?
C7 C8 C12 . . 120.7(7) ?
C9 C8 C12 . . 118.9(7) ?
C1 C9 C10 . . 120.0(7) ?
C1 C9 C8 . . 121.3(7) ?
C10 C9 C8 . . 118.6(7) ?
C4 C10 C5 . . 123.6(8) ?
C4 C10 C9 . . 118.7(8) ?
C5 C10 C9 . . 117.5(8) ?
O1 C11 N1 . . 120.7(7) ?
O1 C11 C1 . . 124.8(7) ?
N1 C11 C1 . . 114.5(7) ?
O2 C12 N1 . . 121.1(9) ?
O2 C12 C8 . . 123.6(8) ?
N1 C12 C8 . . 115.3(7) ?
C14 C13 C18 . . 120.3(8) ?
C14 C13 N1 . . 123.0(8) ?
C18 C13 N1 . . 116.7(6) ?
C13 C14 C15 . . 118.9(10) ?
C13 C14 C19 . . 120.1(9) ?
C15 C14 C19 . . 121.0(9) ?
C16 C15 C14 . . 120.7(9) ?
C16 C15 H15 . . 121.0 ?
C14 C15 H15 . . 118.4 ?
C17 C16 C15 . . 120.4(9) ?
C17 C16 H16 . . 119.8 ?
C15 C16 H16 . . 119.8 ?
C16 C17 C18 . . 121.0(9) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 118.9 ?
C13 C18 C17 . . 118.7(8) ?
C13 C18 H18 . . 120.6 ?
C17 C18 H18 . . 120.7 ?
O3 C19 O5 . . 116.9(12) ?
O3 C19 C14 . . 127.8(8) ?
O5 C19 C14 . . 112.5(9) ?
O3 C19 O4 . . 122.1(11) ?
O5 C19 O4 . . 50.3(6) ?
C14 C19 O4 . . 101.7(10) ?
C32 N10 C31 . . 123.6(8) ?
C32 N10 C33 . . 119.0(8) ?
C31 N10 C33 . . 117.3(7) ?
C22 C21 C29 . . 119.0(8) ?
C22 C21 C31 . . 119.6(7) ?
C29 C21 C31 . . 121.4(7) ?
C23 C22 C21 . . 122.1(9) ?
C23 C22 H22 . . 118.0 ?
C21 C22 H22 . . 119.9 ?
C22 C23 C24 . . 119.3(9) ?
C22 C23 H23 . . 120.7 ?
C24 C23 H23 . . 120.0 ?
C30 C24 C23 . . 120.8(9) ?
C30 C24 H24 . . 120.5 ?
C23 C24 H24 . . 118.6 ?
C26 C25 C30 . . 121.0(10) ?
C26 C25 H25 . . 119.6 ?
C30 C25 H25 . . 119.4 ?
C25 C26 C27 . . 122.2(8) ?
C25 C26 H26 . . 119.8 ?
C27 C26 H26 . . 117.9 ?
C28 C27 C26 . . 119.0(9) ?
C28 C27 H27 . . 119.4 ?
C26 C27 H27 . . 121.6 ?
C27 C28 C29 . . 121.2(9) ?
C27 C28 C32 . . 120.1(8) ?
C29 C28 C32 . . 118.6(7) ?
C30 C29 C21 . . 120.2(8) ?
C30 C29 C28 . . 119.8(8) ?
C21 C29 C28 . . 119.9(9) ?
C24 C30 C29 . . 118.6(9) ?
C24 C30 C25 . . 124.7(9) ?
C29 C30 C25 . . 116.7(9) ?
O10 C31 N10 . . 119.5(8) ?
O10 C31 C21 . . 124.1(8) ?
N10 C31 C21 . . 116.4(6) ?
O20 C32 N10 . . 118.6(10) ?
O20 C32 C28 . . 121.8(8) ?
N10 C32 C28 . . 119.6(8) ?
C38 C33 C34 . . 119.8(9) ?
C38 C33 N10 . . 117.8(7) ?
C34 C33 N10 . . 122.3(9) ?
C33 C34 C35 . . 118.5(9) ?
C33 C34 C39 . . 121.8(9) ?
C35 C34 C39 . . 119.6(8) ?
C34 C35 C36 . . 121.9(8) ?
C34 C35 H35 . . 120.7 ?
C36 C35 H35 . . 117.4 ?
C35 C36 C37 . . 118.1(10) ?
C35 C36 H36 . . 121.2 ?
C37 C36 H36 . . 120.6 ?
C38 C37 C36 . . 119.3(9) ?
C38 C37 H37 . . 121.2 ?
C36 C37 H37 . . 119.5 ?
C37 C38 C33 . . 122.4(7) ?
C37 C38 H38 . . 119.2 ?
C33 C38 H38 . . 118.5 ?
O30 C39 O40 . . 121.4(10) ?
O30 C39 O41 . . 118.6(11) ?
O40 C39 O41 . . 46.7(7) ?
O30 C39 C34 . . 125.7(9) ?
O40 C39 C34 . . 107.6(9) ?
O41 C39 C34 . . 111.3(9) ?
C1R O4 C19 . . 112.7(10) ?
C19 O5 C2R . . 121.8(11) ?
C39 O40 C4R . . 111.8(9) ?
C39 O41 C5R . . 118.9(13) ?
C2R C1R O4 2_656 . 106.9(11) ?
C2R C1R H1R 2_656 . 110.2 ?
O4 C1R H1R . . 108.6 ?
O4 C1R H2R . . 112.5 ?
H1R C1R H2R . . 108.2 ?
C1R C2R O5 2_656 . 109.3(12) ?
O5 C2R H3R . . 106.4 ?
O5 C2R C3R . . 110.8(14) ?
C1R C2R H3R 2_656 . 107.2 ?
C3R C2R H3R . . 107.2 ?
C2R C3R H4R . . 107.4 ?
C2R C3R H5R . . 111.8 ?
H4R C3R H5R . . 108.3 ?
C2R C3R H6R . . 110.3 ?
C5R C4R O40 2_655 . 112.7(14) ?
O40 C4R C6R . . 105.2(14) ?
C5R C4R C6R 2_655 . 110.5(12) ?
O40 C4R H7R . . 109.8 ?
C5R C4R H7R 2_655 . 108.1 ?
C6R C4R H7R . . 110.7 ?
C4R C5R O41 2_655 . 110.3(12) ?
C4R C5R H8R 2_655 . 104.5 ?
O41 C5R H8R . . 106.1 ?
C4R C5R H9R 2_655 . 115.3 ?
O41 C5R H9R . . 112.0 ?
H8R C5R H9R . . 108.0 ?
C4R C6R H10R . . 110.7 ?
C4R C6R H11R . . 110.4 ?
H10R C6R H11R . . 109.0 ?
C4R C6R H12R 2_655 . 77.5 ?
H10R C6R H12R . . 109.0 ?
H11R C6R H12R . . 108.7 ?
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 C11 . 1.405(10) ?
N1 C12 . 1.421(10) ?
N1 C13 . 1.448(10) ?
C1 C9 . 1.385(11) ?
C1 C2 . 1.393(11) ?
C1 C11 . 1.461(11) ?
C2 C3 . 1.459(14) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.350(14) ?
C3 H3 . 0.9300 ?
C4 C10 . 1.394(13) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.331(13) ?
C5 C10 . 1.434(13) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.411(13) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.373(12) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.436(10) ?
C8 C12 . 1.480(12) ?
C9 C10 . 1.435(11) ?
C11 O1 . 1.204(10) ?
C12 O2 . 1.190(10) ?
C13 C14 . 1.391(12) ?
C13 C18 . 1.396(12) ?
C14 C15 . 1.406(15) ?
C14 C19 . 1.486(16) ?
C15 C16 . 1.381(17) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.347(14) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.417(13) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9301 ?
C19 O3 . 1.180(14) ?
C19 O5 . 1.446(13) ?
C19 O4 . 1.514(14) ?
N10 C32 . 1.376(11) ?
N10 C31 . 1.397(11) ?
N10 C33 . 1.459(12) ?
C21 C22 . 1.385(12) ?
C21 C29 . 1.405(12) ?
C21 C31 . 1.477(12) ?
C22 C23 . 1.351(15) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.410(14) ?
C23 H23 . 0.9300 ?
C24 C30 . 1.391(14) ?
C24 H24 . 0.9300 ?
C25 C26 . 1.341(15) ?
C25 C30 . 1.438(14) ?
C25 H25 . 0.9299 ?
C26 C27 . 1.383(15) ?
C26 H26 . 0.9299 ?
C27 C28 . 1.356(11) ?
C27 H27 . 0.9299 ?
C28 C29 . 1.418(12) ?
C28 C32 . 1.477(14) ?
C29 C30 . 1.405(13) ?
C31 O10 . 1.219(10) ?
C32 O20 . 1.251(11) ?
C33 C38 . 1.372(14) ?
C33 C34 . 1.383(13) ?
C34 C35 . 1.388(13) ?
C34 C39 . 1.501(13) ?
C35 C36 . 1.390(14) ?
C35 H35 . 0.9301 ?
C36 C37 . 1.408(12) ?
C36 H36 . 0.9302 ?
C37 C38 . 1.359(13) ?
C37 H37 . 0.9300 ?
C38 H38 . 0.9302 ?
C39 O30 . 1.202(13) ?
C39 O40 . 1.349(13) ?
C39 O41 . 1.426(14) ?
O4 C1R . 1.492(10) ?
O5 C2R . 1.478(10) ?
O40 C4R . 1.481(9) ?
O41 C5R . 1.484(11) ?
C1R C2R 2_656 1.476(8) ?
C1R H1R . 0.9601 ?
C1R H2R . 0.9599 ?
C2R C1R 2_656 1.476(8) ?
C2R C3R . 1.533(11) ?
C2R H3R . 0.9599 ?
C3R H4R . 0.9599 ?
C3R H5R . 0.9600 ?
C3R H6R . 0.9600 ?
C4R C5R 2_655 1.472(8) ?
C4R C6R . 1.538(11) ?
C4R H7R . 0.9601 ?
C5R C4R 2_655 1.472(8) ?
C5R H8R . 0.9600 ?
C5R H9R . 0.9600 ?
C6R H10R . 0.9599 ?
C6R H11R . 0.9603 ?
C6R H12R . 0.9599 ?
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
C9 C1 C2 C3 . . . . -2.3(12) ?
C11 C1 C2 C3 . . . . -174.4(7) ?
C1 C2 C3 C4 . . . . 1.9(13) ?
C2 C3 C4 C10 . . . . -2.3(13) ?
C10 C5 C6 C7 . . . . 2.9(14) ?
C5 C6 C7 C8 . . . . -1.8(14) ?
C6 C7 C8 C9 . . . . 2.8(13) ?
C6 C7 C8 C12 . . . . 179.6(8) ?
C2 C1 C9 C10 . . . . 3.1(12) ?
C11 C1 C9 C10 . . . . 174.7(7) ?
C2 C1 C9 C8 . . . . 179.3(7) ?
C11 C1 C9 C8 . . . . -9.1(12) ?
C7 C8 C9 C1 . . . . 179.0(8) ?
C12 C8 C9 C1 . . . . 2.1(12) ?
C7 C8 C9 C10 . . . . -4.7(12) ?
C12 C8 C9 C10 . . . . 178.4(7) ?
C3 C4 C10 C5 . . . . 177.4(9) ?
C3 C4 C10 C9 . . . . 3.0(12) ?
C6 C5 C10 C4 . . . . -179.2(9) ?
C6 C5 C10 C9 . . . . -4.8(13) ?
C1 C9 C10 C4 . . . . -3.4(12) ?
C8 C9 C10 C4 . . . . -179.7(7) ?
C1 C9 C10 C5 . . . . -178.1(8) ?
C8 C9 C10 C5 . . . . 5.6(11) ?
C12 N1 C11 O1 . . . . -175.8(8) ?
C13 N1 C11 O1 . . . . 1.9(11) ?
C12 N1 C11 C1 . . . . 1.2(11) ?
C13 N1 C11 C1 . . . . 179.0(7) ?
C9 C1 C11 O1 . . . . -175.7(8) ?
C2 C1 C11 O1 . . . . -3.8(12) ?
C9 C1 C11 N1 . . . . 7.4(11) ?
C2 C1 C11 N1 . . . . 179.3(7) ?
C11 N1 C12 O2 . . . . 170.8(8) ?
C13 N1 C12 O2 . . . . -7.0(12) ?
C11 N1 C12 C8 . . . . -7.5(12) ?
C13 N1 C12 C8 . . . . 174.8(7) ?
C7 C8 C12 O2 . . . . 10.6(13) ?
C9 C8 C12 O2 . . . . -172.6(8) ?
C7 C8 C12 N1 . . . . -171.2(8) ?
C9 C8 C12 N1 . . . . 5.6(11) ?
C11 N1 C13 C14 . . . . -102.2(10) ?
C12 N1 C13 C14 . . . . 75.8(11) ?
C11 N1 C13 C18 . . . . 76.9(9) ?
C12 N1 C13 C18 . . . . -105.1(8) ?
C18 C13 C14 C15 . . . . 0.5(15) ?
N1 C13 C14 C15 . . . . 179.6(9) ?
C18 C13 C14 C19 . . . . 179.5(10) ?
N1 C13 C14 C19 . . . . -1.4(15) ?
C13 C14 C15 C16 . . . . -1.0(18) ?
C19 C14 C15 C16 . . . . 179.9(12) ?
C14 C15 C16 C17 . . . . 1.1(18) ?
C15 C16 C17 C18 . . . . -0.6(16) ?
C14 C13 C18 C17 . . . . 0.0(13) ?
N1 C13 C18 C17 . . . . -179.2(8) ?
C16 C17 C18 C13 . . . . 0.1(14) ?
C13 C14 C19 O3 . . . . 20(2) ?
C15 C14 C19 O3 . . . . -160.6(15) ?
C13 C14 C19 O5 . . . . -140.1(10) ?
C15 C14 C19 O5 . . . . 38.9(17) ?
C13 C14 C19 O4 . . . . 168.3(9) ?
C15 C14 C19 O4 . . . . -12.7(15) ?
C29 C21 C22 C23 . . . . -0.2(14) ?
C31 C21 C22 C23 . . . . -178.9(8) ?
C21 C22 C23 C24 . . . . -1.7(15) ?
C22 C23 C24 C30 . . . . 3.6(14) ?
C30 C25 C26 C27 . . . . 2.0(16) ?
C25 C26 C27 C28 . . . . -2.1(15) ?
C26 C27 C28 C29 . . . . 0.6(13) ?
C26 C27 C28 C32 . . . . 176.6(8) ?
C22 C21 C29 C30 . . . . 0.3(13) ?
C31 C21 C29 C30 . . . . 178.9(8) ?
C22 C21 C29 C28 . . . . -177.5(8) ?
C31 C21 C29 C28 . . . . 1.1(12) ?
C27 C28 C29 C30 . . . . 1.0(13) ?
C32 C28 C29 C30 . . . . -175.1(8) ?
C27 C28 C29 C21 . . . . 178.8(8) ?
C32 C28 C29 C21 . . . . 2.7(12) ?
C23 C24 C30 C29 . . . . -3.5(14) ?
C23 C24 C30 C25 . . . . 176.9(9) ?
C21 C29 C30 C24 . . . . 1.5(13) ?
C28 C29 C30 C24 . . . . 179.4(8) ?
C21 C29 C30 C25 . . . . -178.9(8) ?
C28 C29 C30 C25 . . . . -1.0(13) ?
C26 C25 C30 C24 . . . . 179.2(10) ?
C26 C25 C30 C29 . . . . -0.4(14) ?
C32 N10 C31 O10 . . . . -171.1(8) ?
C33 N10 C31 O10 . . . . 4.9(12) ?
C32 N10 C31 C21 . . . . 8.3(12) ?
C33 N10 C31 C21 . . . . -175.6(7) ?
C22 C21 C31 O10 . . . . -8.5(13) ?
C29 C21 C31 O10 . . . . 173.0(8) ?
C22 C21 C31 N10 . . . . 172.1(8) ?
C29 C21 C31 N10 . . . . -6.5(11) ?
C31 N10 C32 O20 . . . . 175.9(8) ?
C33 N10 C32 O20 . . . . 0.0(13) ?
C31 N10 C32 C28 . . . . -4.7(13) ?
C33 N10 C32 C28 . . . . 179.3(7) ?
C27 C28 C32 O20 . . . . 2.1(13) ?
C29 C28 C32 O20 . . . . 178.2(9) ?
C27 C28 C32 N10 . . . . -177.2(8) ?
C29 C28 C32 N10 . . . . -1.1(12) ?
C32 N10 C33 C38 . . . . -72.0(10) ?
C31 N10 C33 C38 . . . . 111.8(9) ?
C32 N10 C33 C34 . . . . 104.0(10) ?
C31 N10 C33 C34 . . . . -72.2(10) ?
C38 C33 C34 C35 . . . . -3.2(14) ?
N10 C33 C34 C35 . . . . -179.2(9) ?
C38 C33 C34 C39 . . . . -180.0(10) ?
N10 C33 C34 C39 . . . . 4.1(14) ?
C33 C34 C35 C36 . . . . 2.8(16) ?
C39 C34 C35 C36 . . . . 179.6(11) ?
C34 C35 C36 C37 . . . . -1.5(17) ?
C35 C36 C37 C38 . . . . 0.6(14) ?
C36 C37 C38 C33 . . . . -1.2(13) ?
C34 C33 C38 C37 . . . . 2.5(14) ?
N10 C33 C38 C37 . . . . 178.6(7) ?
C33 C34 C39 O30 . . . . -21.5(19) ?
C35 C34 C39 O30 . . . . 161.8(12) ?
C33 C34 C39 O40 . . . . -176.1(10) ?
C35 C34 C39 O40 . . . . 7.3(15) ?
C33 C34 C39 O41 . . . . 134.4(10) ?
C35 C34 C39 O41 . . . . -42.3(15) ?
C14 C19 O4 C1R . . . . -170.2(9) ?
C14 C19 O5 C2R . . . . -175.9(11) ?
C34 C39 O40 C4R . . . . -176.0(10) ?
C34 C39 O41 C5R . . . . -175.0(11) ?
C19 O4 C1R C2R . . . 2_656 -96.0(13) ?
C19 O5 C2R C1R . . . 2_656 -153.8(12) ?
C19 O5 C2R C3R . . . . 77.7(16) ?
C39 O40 C4R C5R . . . 2_655 -165.2(12) ?
C39 O40 C4R C6R . . . . 74.4(13) ?
C39 O41 C5R C4R . . . 2_655 -114.2(17) ?
