#------------------------------------------------------------------------------
#$Date: 2026-04-05 13:34:35 +0200 (Sun 05 de Apr de 2026) $
#$Revision: 305281 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/55/7135577.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_7135577
loop_
_publ_author_name
'Jiang, Yihua'
'Souare, Sokhna'
'Robeyns, Koen'
'Leng, Fucheng'
'Collard, Laurent'
'Leyssens, Tom'
_publ_section_title
;
 Solvent-triggered breakdown of solid solution behaviour enables direct
 enantioselective crystallization of RS-phenprocoumon.
;
_journal_issue                   24
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6613
_journal_page_last               6616
_journal_paper_doi               10.1039/d6cc00933f
_journal_volume                  62
_journal_year                    2026
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C20 H25 N2 O2, C18 H15 O3, C18 H16 O3'
_chemical_formula_sum            'C56 H56 N2 O8'
_chemical_formula_weight         885.02
_chemical_name_common            'Quinidine Phenprocoumon Ethyl acetate solvate'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2026-02-10 deposited with the CCDC.	2026-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.8974(3)
_cell_length_b                   12.6796(4)
_cell_length_c                   38.5083(17)
_cell_measurement_reflns_used    5484
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.3470
_cell_measurement_theta_min      2.5710
_cell_volume                     4832.6(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       MAR
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'MERCURY (Macrae et al., 2008)'
_computing_publication_material
;
'MERCURY (Macrae et al., 2008), Platon (Spek, 2009)'
;
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method
;
'240 images, ΔΦ 0.75° '
;
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0847
_diffrn_reflns_av_unetI/netI     0.0659
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            24268
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        22.722
_diffrn_reflns_theta_max         22.722
_diffrn_reflns_theta_min         2.611
_diffrn_source                   'Incoatec microfocus source'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_description       'tick plate'
_exptl_crystal_F_000             1880
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Ethyl acetate'
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.623
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
;
 Flack x determined using 1727 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.187
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         6499
_refine_ls_number_restraints     528
_refine_ls_restrained_S_all      1.187
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0858
_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)+(0.0800P)²+6.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2082
_refine_ls_wR_factor_ref         0.2219
_reflns_Friedel_coverage         0.763
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5148
_reflns_number_total             6499
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d6cc00933f2.cif
_cod_data_source_block           yj_Qd_phenproEA
_cod_depositor_comments
'Adding full bibliography for 7135572--7135577.cif.'
_cod_database_code               7135577
_shelx_shelxl_version_number     2019/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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
N1 N -0.0062(7) 0.3076(6) 0.48077(18) 0.0470(18) Uani 1 1 d . . . . .
C2 C 0.0132(9) 0.2298(7) 0.5028(2) 0.050(2) Uani 1 1 d . . . . .
H2 H -0.037336 0.166818 0.499687 0.060 Uiso 1 1 calc R U . . .
C3 C 0.1042(9) 0.2348(7) 0.5305(2) 0.047(2) Uani 1 1 d . . . . .
H3 H 0.117060 0.174901 0.544948 0.056 Uiso 1 1 calc R U . . .
C4 C 0.1755(8) 0.3263(6) 0.5369(2) 0.0355(19) Uani 1 1 d . . . . .
C5 C 0.1543(8) 0.4136(6) 0.5140(2) 0.0349(18) Uani 1 1 d . . . . .
C6 C 0.0651(9) 0.3987(6) 0.4858(2) 0.041(2) Uani 1 1 d . . . . .
C7 C 0.0480(10) 0.4814(7) 0.4614(2) 0.046(2) Uani 1 1 d . . . . .
H7 H -0.010248 0.471792 0.442046 0.056 Uiso 1 1 calc R U . . .
C8 C 0.1137(9) 0.5732(7) 0.4655(2) 0.048(2) Uani 1 1 d . . . . .
H8 H 0.101592 0.627943 0.448934 0.058 Uiso 1 1 calc R U . . .
C9 C 0.1995(9) 0.5891(6) 0.4937(2) 0.042(2) Uani 1 1 d . . . . .
C10 C 0.2194(9) 0.5133(6) 0.5177(2) 0.040(2) Uani 1 1 d . . . . .
H10 H 0.276660 0.526291 0.537059 0.049 Uiso 1 1 calc R U . . .
O11 O 0.2570(7) 0.6870(4) 0.49480(16) 0.0541(17) Uani 1 1 d . . . . .
C12 C 0.3427(12) 0.7091(8) 0.5234(3) 0.067(3) Uani 1 1 d . . . . .
H12A H 0.379156 0.780659 0.521133 0.101 Uiso 1 1 calc R U . . .
H12B H 0.417199 0.658269 0.523861 0.101 Uiso 1 1 calc R U . . .
H12C H 0.290873 0.703776 0.545036 0.101 Uiso 1 1 calc R U . . .
C13 C 0.2718(8) 0.3301(6) 0.5674(2) 0.0358(19) Uani 1 1 d . . . . .
H13 H 0.348269 0.378270 0.561381 0.043 Uiso 1 1 calc R U . . .
O14 O 0.3248(5) 0.2303(4) 0.57495(14) 0.0404(14) Uani 1 1 d . . . . .
H14 H 0.341227 0.198208 0.556341 0.061 Uiso 1 1 calc R U . . .
C15 C 0.1996(8) 0.3744(6) 0.5991(2) 0.037(2) Uani 1 1 d . . . . .
H15 H 0.140730 0.433849 0.591263 0.044 Uiso 1 1 calc R U . . .
N16 N 0.3023(7) 0.4185(5) 0.62525(17) 0.0435(17) Uani 1 1 d . . . . .
H16 H 0.370572 0.461639 0.612431 0.052 Uiso 1 1 calc R U . . .
C17 C 0.2295(10) 0.4884(8) 0.6507(3) 0.058(3) Uani 1 1 d . . . . .
H17A H 0.194584 0.552017 0.638820 0.070 Uiso 1 1 calc R U . . .
H17B H 0.291987 0.511162 0.669358 0.070 Uiso 1 1 calc R U . . .
C18 C 0.1108(10) 0.4241(9) 0.6664(3) 0.065(3) Uani 1 1 d . . . . .
H18A H 0.108584 0.433596 0.691919 0.078 Uiso 1 1 calc R U . . .
H18B H 0.024058 0.449578 0.656754 0.078 Uiso 1 1 calc R U . . .
C19 C 0.1297(9) 0.3083(8) 0.6577(2) 0.050(2) Uani 1 1 d . . . . .
H19 H 0.061263 0.265067 0.670426 0.060 Uiso 1 1 calc R U . . .
C20 C 0.1108(8) 0.2951(7) 0.6187(2) 0.044(2) Uani 1 1 d . . . . .
H20A H 0.014783 0.306612 0.612570 0.053 Uiso 1 1 calc R U . . .
H20B H 0.135611 0.222393 0.611804 0.053 Uiso 1 1 calc R U . . .
C21 C 0.3737(9) 0.3341(8) 0.6449(2) 0.053(2) Uani 1 1 d . . . . .
H21A H 0.445226 0.365841 0.659468 0.063 Uiso 1 1 calc R U . . .
H21B H 0.417187 0.284746 0.628352 0.063 Uiso 1 1 calc R U . . .
C22 C 0.2732(9) 0.2732(8) 0.6680(2) 0.055(2) Uani 1 1 d . . . . .
H22 H 0.289105 0.294809 0.692675 0.066 Uiso 1 1 calc R U . . .
C23 C 0.2971(12) 0.1547(10) 0.6653(4) 0.083(4) Uani 1 1 d D . . . .
H23 H 0.297525 0.126990 0.642419 0.100 Uiso 1 1 calc R U . A 3
C24 C 0.316(2) 0.0894(16) 0.6888(5) 0.096(7) Uani 0.74(3) 1 d D . P B 3
H24A H 0.316903 0.111512 0.712361 0.116 Uiso 0.74(3) 1 calc R U P B 3
H24B H 0.329654 0.017192 0.683196 0.116 Uiso 0.74(3) 1 calc R U P B 3
C24B C 0.389(5) 0.141(5) 0.6868(12) 0.096(7) Uani 0.26(3) 1 d D . P B 4
H24C H 0.424058 0.198546 0.699595 0.116 Uiso 0.26(3) 1 calc R U P B 4
H24D H 0.424227 0.071754 0.690492 0.116 Uiso 0.26(3) 1 calc R U P B 4
O31 O 0.9060(6) 0.5755(5) 0.6128(2) 0.0639(19) Uani 1 1 d D . . . .
C32 C 0.7888(8) 0.6095(6) 0.6102(3) 0.054(3) Uani 1 1 d D . . . .
O33 O 0.7747(5) 0.7094(4) 0.62353(18) 0.0541(17) Uani 1 1 d D . . . .
C34 C 0.6527(8) 0.7602(6) 0.6229(2) 0.041(2) Uani 1 1 d D . . . .
C35 C 0.6486(9) 0.8628(6) 0.6339(2) 0.052(2) Uani 1 1 d D . . . .
H35 H 0.728823 0.897168 0.641300 0.062 Uiso 1 1 calc R U . . .
C36 C 0.5282(8) 0.9153(7) 0.6340(3) 0.056(3) Uani 1 1 d D . . . .
H36 H 0.525151 0.986562 0.641584 0.067 Uiso 1 1 calc R U . . .
C37 C 0.4122(9) 0.8668(7) 0.6235(3) 0.057(3) Uani 1 1 d D . . . .
H37 H 0.329007 0.904092 0.623831 0.068 Uiso 1 1 calc R U . . .
C38 C 0.4158(8) 0.7640(7) 0.6123(2) 0.052(2) Uani 1 1 d D . . . .
H38 H 0.334791 0.730752 0.604865 0.062 Uiso 1 1 calc R U . . .
C39 C 0.5369(7) 0.7077(6) 0.6117(2) 0.042(2) Uani 1 1 d D . . . .
C40 C 0.5502(8) 0.6002(6) 0.5984(2) 0.041(2) Uani 1 1 d D . . . .
C41 C 0.6751(8) 0.5548(6) 0.5967(2) 0.044(2) Uani 1 1 d D . . . .
O42 O 0.4401(6) 0.5532(5) 0.58778(16) 0.0553(17) Uani 1 1 d D . . . .
C43 C 0.6971(10) 0.4490(6) 0.5800(2) 0.053(2) Uani 1 1 d D . . . .
H43 H 0.608667 0.433892 0.568509 0.063 Uiso 1 1 calc R U . . .
C44 C 0.7943(14) 0.4480(8) 0.5511(3) 0.090(4) Uani 1 1 d D . . . .
H44A H 0.795023 0.376985 0.540413 0.108 Uiso 1 1 calc R U . . .
H44B H 0.885960 0.462178 0.560254 0.108 Uiso 1 1 calc R U . . .
C45 C 0.7596(17) 0.5322(10) 0.5224(3) 0.110(6) Uani 1 1 d D . . . .
H45A H 0.796756 0.509253 0.500033 0.165 Uiso 1 1 calc R U . . .
H45B H 0.799222 0.600323 0.528800 0.165 Uiso 1 1 calc R U . . .
H45C H 0.661340 0.539474 0.520446 0.165 Uiso 1 1 calc R U . . .
C46 C 0.7160(8) 0.3563(6) 0.6044(2) 0.044(2) Uani 1 1 d D . . . .
C47 C 0.7398(8) 0.3669(6) 0.6395(2) 0.045(2) Uani 1 1 d D . . . .
H47 H 0.746705 0.435357 0.649367 0.054 Uiso 1 1 calc R U . . .
C48 C 0.7537(9) 0.2784(7) 0.6605(2) 0.062(3) Uani 1 1 d D . . . .
H48 H 0.771428 0.286505 0.684620 0.074 Uiso 1 1 calc R U . . .
C49 C 0.7419(11) 0.1790(7) 0.6464(3) 0.078(4) Uani 1 1 d D . . . .
H49 H 0.748639 0.118573 0.660920 0.094 Uiso 1 1 calc R U . . .
C50 C 0.7203(13) 0.1671(7) 0.6114(3) 0.079(4) Uani 1 1 d D . . . .
H50 H 0.716649 0.098652 0.601466 0.095 Uiso 1 1 calc R U . . .
C51 C 0.7039(11) 0.2550(6) 0.5908(3) 0.064(3) Uani 1 1 d D . . . .
H51 H 0.683890 0.246271 0.566842 0.077 Uiso 1 1 calc R U . . .
O61 O 1.020(4) 1.035(2) 0.7069(6) 0.098(10) Uani 0.501(10) 1 d D U P C 1
C62 C 1.016(5) 0.9740(16) 0.6819(5) 0.055(6) Uani 0.501(10) 1 d D U P C 1
O63 O 0.996(6) 1.0191(15) 0.6500(4) 0.062(6) Uani 0.501(10) 1 d D U P C 1
C64 C 1.005(4) 0.9628(15) 0.6200(4) 0.040(5) Uani 0.501(10) 1 d D U P C 1
C65 C 0.987(4) 1.0150(16) 0.5891(5) 0.047(6) Uani 0.501(10) 1 d D U P C 1
H65 H 0.962873 1.087503 0.589211 0.056 Uiso 0.501(10) 1 calc R U P C 1
C66 C 1.004(5) 0.9642(19) 0.5584(5) 0.057(7) Uani 0.501(10) 1 d D U P C 1
H66 H 0.998852 1.002190 0.537225 0.069 Uiso 0.501(10) 1 calc R U P C 1
C67 C 1.030(6) 0.8579(19) 0.5581(5) 0.059(7) Uani 0.501(10) 1 d D U P C 1
H67 H 1.036499 0.821308 0.536681 0.071 Uiso 0.501(10) 1 calc R U P C 1
C68 C 1.045(5) 0.8044(18) 0.5889(5) 0.046(6) Uani 0.501(10) 1 d D U P C 1
H68 H 1.067761 0.731595 0.588539 0.055 Uiso 0.501(10) 1 calc R U P C 1
C69 C 1.029(5) 0.8551(15) 0.6206(4) 0.037(5) Uani 0.501(10) 1 d D U P C 1
C70 C 1.038(6) 0.8039(15) 0.6542(4) 0.045(6) Uani 0.501(10) 1 d D U P C 1
C71 C 1.039(3) 0.8625(15) 0.6833(4) 0.058(6) Uani 0.501(10) 1 d D U P C 1
O72 O 1.049(5) 0.7000(14) 0.6558(7) 0.058(7) Uani 0.501(10) 1 d D U P C 1
H72 H 0.998028 0.672473 0.640943 0.087 Uiso 0.501(10) 1 calc R U P C 1
C73 C 1.0554(16) 0.8128(19) 0.7187(4) 0.082(6) Uani 0.501(10) 1 d D U P C 1
H73 H 1.066446 0.736032 0.713372 0.098 Uiso 0.501(10) 1 calc R U P C 1
C74 C 0.9389(18) 0.816(2) 0.7414(5) 0.070(6) Uani 0.501(10) 1 d D U P C 1
H74A H 0.910068 0.889741 0.744929 0.084 Uiso 0.501(10) 1 calc R U P C 1
H74B H 0.963306 0.785929 0.764365 0.084 Uiso 0.501(10) 1 calc R U P C 1
C75 C 0.817(2) 0.749(3) 0.7250(8) 0.092(9) Uani 0.501(10) 1 d D U P C 1
H75A H 0.734361 0.761617 0.738414 0.138 Uiso 0.501(10) 1 calc R U P C 1
H75B H 0.839261 0.673876 0.725549 0.138 Uiso 0.501(10) 1 calc R U P C 1
H75C H 0.802513 0.771269 0.700862 0.138 Uiso 0.501(10) 1 calc R U P C 1
C76 C 1.1888(15) 0.8430(16) 0.7348(5) 0.076(6) Uani 0.501(10) 1 d D U P C 1
C77 C 1.3083(18) 0.800(2) 0.7225(7) 0.100(7) Uani 0.501(10) 1 d D U P C 1
H77 H 1.307356 0.753088 0.703401 0.120 Uiso 0.501(10) 1 calc R U P C 1
C78 C 1.4296(18) 0.827(2) 0.7383(6) 0.100(7) Uani 0.501(10) 1 d D U P C 1
H78 H 1.509840 0.789227 0.733150 0.120 Uiso 0.501(10) 1 calc R U P C 1
C79 C 1.432(2) 0.910(2) 0.7618(7) 0.119(8) Uani 0.501(10) 1 d D U P C 1
H79 H 1.517012 0.934148 0.770454 0.142 Uiso 0.501(10) 1 calc R U P C 1
C80 C 1.315(2) 0.9598(17) 0.7731(5) 0.087(6) Uani 0.501(10) 1 d D U P C 1
H80 H 1.317144 1.015667 0.789511 0.105 Uiso 0.501(10) 1 calc R U P C 1
C81 C 1.1933(19) 0.9236(17) 0.7592(5) 0.088(6) Uani 0.501(10) 1 d D U P C 1
H81 H 1.111129 0.954947 0.766647 0.105 Uiso 0.501(10) 1 calc R U P C 1
O61B O 0.987(3) 1.0151(18) 0.7025(5) 0.069(7) Uani 0.499(10) 1 d D U P C 2
C62B C 1.013(7) 0.9544(19) 0.6782(5) 0.075(8) Uani 0.499(10) 1 d D U P C 2
O63B O 1.003(5) 0.9988(16) 0.6459(4) 0.061(6) Uani 0.499(10) 1 d D U P C 2
C64B C 1.018(6) 0.9434(17) 0.6161(5) 0.060(8) Uani 0.499(10) 1 d D U P C 2
C65B C 1.009(5) 0.9951(19) 0.5848(5) 0.070(8) Uani 0.499(10) 1 d D U P C 2
H65B H 1.002187 1.069834 0.584412 0.083 Uiso 0.499(10) 1 calc R U P C 2
C66B C 1.010(6) 0.941(2) 0.5544(6) 0.075(9) Uani 0.499(10) 1 d D U P C 2
H66B H 0.991021 0.975702 0.533157 0.090 Uiso 0.499(10) 1 calc R U P C 2
C67B C 1.039(7) 0.835(2) 0.5548(5) 0.077(9) Uani 0.499(10) 1 d D U P C 2
H67B H 1.052530 0.798116 0.533653 0.093 Uiso 0.499(10) 1 calc R U P C 2
C68B C 1.048(7) 0.782(2) 0.5860(5) 0.064(8) Uani 0.499(10) 1 d D U P C 2
H68B H 1.060144 0.707936 0.585962 0.077 Uiso 0.499(10) 1 calc R U P C 2
C69B C 1.039(6) 0.8356(17) 0.6174(5) 0.052(7) Uani 0.499(10) 1 d D U P C 2
C70B C 1.046(7) 0.7860(17) 0.6513(5) 0.054(7) Uani 0.499(10) 1 d D U P C 2
C71B C 1.037(3) 0.8433(16) 0.6808(4) 0.056(6) Uani 0.499(10) 1 d D U P C 2
O72B O 1.067(7) 0.6831(16) 0.6529(8) 0.077(10) Uani 0.499(10) 1 d D U P C 2
H72B H 1.012232 0.651932 0.639814 0.116 Uiso 0.499(10) 1 calc R U P C 2
C73B C 1.0525(16) 0.795(2) 0.7161(5) 0.088(7) Uani 0.499(10) 1 d D U P C 2
H73B H 1.063792 0.861014 0.730260 0.105 Uiso 0.499(10) 1 calc R U P C 2
C74B C 0.941(2) 0.748(2) 0.7343(8) 0.101(8) Uani 0.499(10) 1 d D U P C 2
H74C H 0.962524 0.743894 0.759364 0.121 Uiso 0.499(10) 1 calc R U P C 2
H74D H 0.927777 0.675000 0.725710 0.121 Uiso 0.499(10) 1 calc R U P C 2
C75B C 0.804(2) 0.812(3) 0.7294(11) 0.120(12) Uani 0.499(10) 1 d D U P C 2
H75D H 0.737084 0.787917 0.746450 0.180 Uiso 0.499(10) 1 calc R U P C 2
H75E H 0.768720 0.800438 0.705904 0.180 Uiso 0.499(10) 1 calc R U P C 2
H75F H 0.821097 0.887490 0.732816 0.180 Uiso 0.499(10) 1 calc R U P C 2
C76B C 1.1874(12) 0.7442(13) 0.7226(4) 0.079(6) Uani 0.499(10) 1 d DG U P C 2
C77B C 1.2017(15) 0.6580(13) 0.7446(4) 0.090(7) Uani 0.499(10) 1 d DG U P C 2
H77B H 1.124162 0.627012 0.755007 0.108 Uiso 0.499(10) 1 calc R U P C 2
C78B C 1.3293(18) 0.6172(13) 0.7515(5) 0.117(8) Uani 0.499(10) 1 d DG U P C 2
H78B H 1.338998 0.558338 0.766506 0.140 Uiso 0.499(10) 1 calc R U P C 2
C79B C 1.4427(14) 0.6626(17) 0.7363(5) 0.130(9) Uani 0.499(10) 1 d DG U P C 2
H79B H 1.529877 0.634744 0.740958 0.156 Uiso 0.499(10) 1 calc R U P C 2
C80B C 1.4284(13) 0.7488(17) 0.7143(5) 0.111(8) Uani 0.499(10) 1 d DG U P C 2
H80B H 1.505921 0.779824 0.703910 0.133 Uiso 0.499(10) 1 calc R U P C 2
C81B C 1.3008(16) 0.7896(13) 0.7075(4) 0.094(7) Uani 0.499(10) 1 d DG U P C 2
H81B H 1.291085 0.848501 0.692410 0.113 Uiso 0.499(10) 1 calc R U P C 2
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'
N N 0.0061 0.0033 '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'
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
C2 N1 C6 117.9(7) . . ?
N1 C2 C3 123.5(8) . . ?
N1 C2 H2 118.2 . . ?
C3 C2 H2 118.2 . . ?
C4 C3 C2 120.3(8) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 117.7(7) . . ?
C3 C4 C13 119.2(7) . . ?
C5 C4 C13 123.1(7) . . ?
C6 C5 C10 118.5(7) . . ?
C6 C5 C4 117.5(7) . . ?
C10 C5 C4 123.9(7) . . ?
N1 C6 C5 123.0(7) . . ?
N1 C6 C7 118.0(8) . . ?
C5 C6 C7 119.0(8) . . ?
C8 C7 C6 120.4(8) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 120.8(8) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 O11 124.5(8) . . ?
C10 C9 C8 121.4(8) . . ?
O11 C9 C8 114.1(7) . . ?
C9 C10 C5 119.8(8) . . ?
C9 C10 H10 120.1 . . ?
C5 C10 H10 120.1 . . ?
C9 O11 C12 116.9(7) . . ?
O11 C12 H12A 109.5 . . ?
O11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
O11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O14 C13 C4 111.6(6) . . ?
O14 C13 C15 110.0(6) . . ?
C4 C13 C15 109.8(6) . . ?
O14 C13 H13 108.4 . . ?
C4 C13 H13 108.4 . . ?
C15 C13 H13 108.4 . . ?
C13 O14 H14 109.5 . . ?
C13 C15 C20 114.9(7) . . ?
C13 C15 N16 110.5(6) . . ?
C20 C15 N16 107.2(6) . . ?
C13 C15 H15 108.0 . . ?
C20 C15 H15 108.0 . . ?
N16 C15 H15 108.0 . . ?
C21 N16 C17 108.7(7) . . ?
C21 N16 C15 112.6(7) . . ?
C17 N16 C15 109.0(6) . . ?
C21 N16 H16 108.8 . . ?
C17 N16 H16 108.8 . . ?
C15 N16 H16 108.8 . . ?
N16 C17 C18 107.8(8) . . ?
N16 C17 H17A 110.1 . . ?
C18 C17 H17A 110.1 . . ?
N16 C17 H17B 110.1 . . ?
C18 C17 H17B 110.1 . . ?
H17A C17 H17B 108.5 . . ?
C19 C18 C17 109.2(8) . . ?
C19 C18 H18A 109.8 . . ?
C17 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.3 . . ?
C18 C19 C20 108.0(8) . . ?
C18 C19 C22 109.7(8) . . ?
C20 C19 C22 109.6(7) . . ?
C18 C19 H19 109.8 . . ?
C20 C19 H19 109.8 . . ?
C22 C19 H19 109.8 . . ?
C19 C20 C15 110.0(7) . . ?
C19 C20 H20A 109.7 . . ?
C15 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
C15 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
N16 C21 C22 110.3(7) . . ?
N16 C21 H21A 109.6 . . ?
C22 C21 H21A 109.6 . . ?
N16 C21 H21B 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.1 . . ?
C23 C22 C19 114.2(9) . . ?
C23 C22 C21 110.7(9) . . ?
C19 C22 C21 107.5(7) . . ?
C23 C22 H22 108.1 . . ?
C19 C22 H22 108.1 . . ?
C21 C22 H22 108.1 . . ?
C24 C23 C22 129.2(16) . . ?
C24B C23 C22 102(3) . . ?
C24 C23 H23 115.4 . . ?
C22 C23 H23 115.4 . . ?
C23 C24 H24A 120.0 . . ?
C23 C24 H24B 120.0 . . ?
H24A C24 H24B 120.0 . . ?
C23 C24B H24C 120.0 . . ?
C23 C24B H24D 120.0 . . ?
H24C C24B H24D 120.0 . . ?
O31 C32 O33 112.7(7) . . ?
O31 C32 C41 126.9(7) . . ?
O33 C32 C41 120.4(7) . . ?
C34 O33 C32 121.1(6) . . ?
C35 C34 O33 117.9(7) . . ?
C35 C34 C39 121.7(7) . . ?
O33 C34 C39 120.4(6) . . ?
C36 C35 C34 119.4(8) . . ?
C36 C35 H35 120.3 . . ?
C34 C35 H35 120.3 . . ?
C37 C36 C35 120.9(8) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 120.0(8) . . ?
C36 C37 H37 120.0 . . ?
C38 C37 H37 120.0 . . ?
C37 C38 C39 120.9(8) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 H38 119.6 . . ?
C34 C39 C38 117.2(7) . . ?
C34 C39 C40 118.7(7) . . ?
C38 C39 C40 124.1(7) . . ?
O42 C40 C41 123.2(7) . . ?
O42 C40 C39 117.4(7) . . ?
C41 C40 C39 119.4(7) . . ?
C40 C41 C32 119.7(7) . . ?
C40 C41 C43 121.8(7) . . ?
C32 C41 C43 118.5(7) . . ?
C44 C43 C41 115.2(8) . . ?
C44 C43 C46 112.4(7) . . ?
C41 C43 C46 116.5(7) . . ?
C44 C43 H43 103.5 . . ?
C41 C43 H43 103.5 . . ?
C46 C43 H43 103.5 . . ?
C43 C44 C45 112.5(9) . . ?
C43 C44 H44A 109.1 . . ?
C45 C44 H44A 109.1 . . ?
C43 C44 H44B 109.1 . . ?
C45 C44 H44B 109.1 . . ?
H44A C44 H44B 107.8 . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C47 C46 C51 118.3(7) . . ?
C47 C46 C43 123.5(7) . . ?
C51 C46 C43 118.2(7) . . ?
C46 C47 C48 120.6(8) . . ?
C46 C47 H47 119.7 . . ?
C48 C47 H47 119.7 . . ?
C49 C48 C47 120.0(8) . . ?
C49 C48 H48 120.0 . . ?
C47 C48 H48 120.0 . . ?
C50 C49 C48 120.0(8) . . ?
C50 C49 H49 120.0 . . ?
C48 C49 H49 120.0 . . ?
C49 C50 C51 119.7(9) . . ?
C49 C50 H50 120.1 . . ?
C51 C50 H50 120.1 . . ?
C50 C51 C46 121.2(8) . . ?
C50 C51 H51 119.4 . . ?
C46 C51 H51 119.4 . . ?
O61 C62 O63 116.2(15) . . ?
O61 C62 C71 125.5(15) . . ?
O63 C62 C71 118.1(12) . . ?
C64 O63 C62 122.3(12) . . ?
O63 C64 C65 118.4(12) . . ?
O63 C64 C69 120.8(11) . . ?
C65 C64 C69 120.8(12) . . ?
C66 C65 C64 120.6(13) . . ?
C66 C65 H65 119.7 . . ?
C64 C65 H65 119.7 . . ?
C65 C66 C67 119.8(13) . . ?
C65 C66 H66 120.1 . . ?
C67 C66 H66 120.1 . . ?
C66 C67 C68 119.9(14) . . ?
C66 C67 H67 120.1 . . ?
C68 C67 H67 120.1 . . ?
C67 C68 C69 121.1(13) . . ?
C67 C68 H68 119.5 . . ?
C69 C68 H68 119.5 . . ?
C64 C69 C68 117.5(11) . . ?
C64 C69 C70 117.9(11) . . ?
C68 C69 C70 124.7(12) . . ?
O72 C70 C71 120.7(13) . . ?
O72 C70 C69 119.4(13) . . ?
C71 C70 C69 119.8(12) . . ?
C70 C71 C62 120.6(11) . . ?
C70 C71 C73 121.4(12) . . ?
C62 C71 C73 117.8(12) . . ?
C70 O72 H72 109.5 . . ?
C74 C73 C71 116.9(14) . . ?
C74 C73 C76 116.1(13) . . ?
C71 C73 C76 110.9(14) . . ?
C74 C73 H73 103.6 . . ?
C71 C73 H73 103.6 . . ?
C76 C73 H73 103.6 . . ?
C73 C74 C75 110.2(14) . . ?
C73 C74 H74A 109.6 . . ?
C75 C74 H74A 109.6 . . ?
C73 C74 H74B 109.6 . . ?
C75 C74 H74B 109.6 . . ?
H74A C74 H74B 108.1 . . ?
C74 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C77 C76 C81 119.4(12) . . ?
C77 C76 C73 120.5(13) . . ?
C81 C76 C73 119.6(13) . . ?
C76 C77 C78 119.6(14) . . ?
C76 C77 H77 120.2 . . ?
C78 C77 H77 120.2 . . ?
C77 C78 C79 119.2(14) . . ?
C77 C78 H78 120.4 . . ?
C79 C78 H78 120.4 . . ?
C78 C79 C80 121.9(14) . . ?
C78 C79 H79 119.1 . . ?
C80 C79 H79 119.1 . . ?
C79 C80 C81 117.0(14) . . ?
C79 C80 H80 121.5 . . ?
C81 C80 H80 121.5 . . ?
C76 C81 C80 122.0(13) . . ?
C76 C81 H81 119.0 . . ?
C80 C81 H81 119.0 . . ?
O61B C62B O63B 114.5(15) . . ?
O61B C62B C71B 126.3(15) . . ?
O63B C62B C71B 118.8(12) . . ?
C64B O63B C62B 123.2(13) . . ?
O63B C64B C65B 119.3(13) . . ?
O63B C64B C69B 119.8(12) . . ?
C65B C64B C69B 121.0(13) . . ?
C66B C65B C64B 120.8(15) . . ?
C66B C65B H65B 119.6 . . ?
C64B C65B H65B 119.6 . . ?
C65B C66B C67B 119.2(15) . . ?
C65B C66B H66B 120.4 . . ?
C67B C66B H66B 120.4 . . ?
C66B C67B C68B 119.9(15) . . ?
C66B C67B H67B 120.0 . . ?
C68B C67B H67B 120.0 . . ?
C67B C68B C69B 121.3(14) . . ?
C67B C68B H68B 119.4 . . ?
C69B C68B H68B 119.4 . . ?
C64B C69B C68B 117.2(11) . . ?
C64B C69B C70B 118.0(12) . . ?
C68B C69B C70B 124.8(13) . . ?
O72B C70B C71B 120.2(14) . . ?
O72B C70B C69B 118.4(14) . . ?
C71B C70B C69B 121.3(12) . . ?
C70B C71B C62B 118.8(11) . . ?
C70B C71B C73B 122.6(13) . . ?
C62B C71B C73B 118.7(13) . . ?
C70B O72B H72B 109.5 . . ?
C74B C73B C71B 122.0(15) . . ?
C74B C73B C76B 114.8(13) . . ?
C71B C73B C76B 114.8(13) . . ?
C74B C73B H73B 99.7 . . ?
C71B C73B H73B 99.7 . . ?
C76B C73B H73B 99.7 . . ?
C73B C74B C75B 112.5(16) . . ?
C73B C74B H74C 109.1 . . ?
C75B C74B H74C 109.1 . . ?
C73B C74B H74D 109.1 . . ?
C75B C74B H74D 109.1 . . ?
H74C C74B H74D 107.8 . . ?
C74B C75B H75D 109.5 . . ?
C74B C75B H75E 109.5 . . ?
H75D C75B H75E 109.5 . . ?
C74B C75B H75F 109.5 . . ?
H75D C75B H75F 109.5 . . ?
H75E C75B H75F 109.5 . . ?
C77B C76B C81B 120.0 . . ?
C77B C76B C73B 122.0(10) . . ?
C81B C76B C73B 117.9(10) . . ?
C78B C77B C76B 120.0 . . ?
C78B C77B H77B 120.0 . . ?
C76B C77B H77B 120.0 . . ?
C77B C78B C79B 120.0 . . ?
C77B C78B H78B 120.0 . . ?
C79B C78B H78B 120.0 . . ?
C80B C79B C78B 120.0 . . ?
C80B C79B H79B 120.0 . . ?
C78B C79B H79B 120.0 . . ?
C81B C80B C79B 120.0 . . ?
C81B C80B H80B 120.0 . . ?
C79B C80B H80B 120.0 . . ?
C80B C81B C76B 120.0 . . ?
C80B C81B H81B 120.0 . . ?
C76B C81B H81B 120.0 . . ?
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
N1 C2 1.315(11) . ?
N1 C6 1.367(11) . ?
C2 C3 1.397(12) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(12) . ?
C3 H3 0.9500 . ?
C4 C5 1.430(11) . ?
C4 C13 1.513(11) . ?
C5 C6 1.413(12) . ?
C5 C10 1.427(11) . ?
C6 C7 1.418(12) . ?
C7 C8 1.342(12) . ?
C7 H7 0.9500 . ?
C8 C9 1.395(12) . ?
C8 H8 0.9500 . ?
C9 C10 1.347(12) . ?
C9 O11 1.367(10) . ?
C10 H10 0.9500 . ?
O11 C12 1.419(11) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 O14 1.401(9) . ?
C13 C15 1.522(11) . ?
C13 H13 1.0000 . ?
O14 H14 0.8400 . ?
C15 C20 1.533(12) . ?
C15 N16 1.536(10) . ?
C15 H15 1.0000 . ?
N16 C21 1.488(11) . ?
N16 C17 1.506(11) . ?
N16 H16 1.0000 . ?
C17 C18 1.552(14) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.517(14) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.523(12) . ?
C19 C22 1.541(12) . ?
C19 H19 1.0000 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.543(13) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.524(16) . ?
C22 H22 1.0000 . ?
C23 C24 1.240(18) . ?
C23 C24B 1.24(2) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9500 . ?
C24 H24B 0.9500 . ?
C24B H24C 0.9500 . ?
C24B H24D 0.9500 . ?
O31 C32 1.241(10) . ?
C32 O33 1.374(9) . ?
C32 C41 1.421(11) . ?
O33 C34 1.369(9) . ?
C34 C35 1.368(10) . ?
C34 C39 1.394(10) . ?
C35 C36 1.365(11) . ?
C35 H35 0.9500 . ?
C36 C37 1.365(11) . ?
C36 H36 0.9500 . ?
C37 C38 1.373(11) . ?
C37 H37 0.9500 . ?
C38 C39 1.395(10) . ?
C38 H38 0.9500 . ?
C39 C40 1.462(10) . ?
C40 O42 1.307(9) . ?
C40 C41 1.365(10) . ?
C41 C43 1.503(10) . ?
C43 C44 1.473(12) . ?
C43 C46 1.516(10) . ?
C43 H43 1.0000 . ?
C44 C45 1.575(13) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 C47 1.377(9) . ?
C46 C51 1.392(9) . ?
C47 C48 1.392(9) . ?
C47 H47 0.9500 . ?
C48 C49 1.378(10) . ?
C48 H48 0.9500 . ?
C49 C50 1.373(11) . ?
C49 H49 0.9500 . ?
C50 C51 1.377(10) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
O61 C62 1.240(14) . ?
C62 O63 1.367(12) . ?
C62 C71 1.433(14) . ?
O63 C64 1.361(12) . ?
C64 C65 1.373(13) . ?
C64 C69 1.386(13) . ?
C65 C66 1.356(14) . ?
C65 H65 0.9500 . ?
C66 C67 1.371(14) . ?
C66 H66 0.9500 . ?
C67 C68 1.375(13) . ?
C67 H67 0.9500 . ?
C68 C69 1.389(13) . ?
C68 H68 0.9500 . ?
C69 C70 1.450(12) . ?
C70 O72 1.323(12) . ?
C70 C71 1.346(13) . ?
C71 C73 1.507(13) . ?
O72 H72 0.8400 . ?
C73 C74 1.450(15) . ?
C73 C76 1.509(14) . ?
C73 H73 1.0000 . ?
C74 C75 1.604(17) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 C77 1.384(12) . ?
C76 C81 1.388(12) . ?
C77 C78 1.389(12) . ?
C77 H77 0.9500 . ?
C78 C79 1.389(12) . ?
C78 H78 0.9500 . ?
C79 C80 1.391(13) . ?
C79 H79 0.9500 . ?
C80 C81 1.393(12) . ?
C80 H80 0.9500 . ?
C81 H81 0.9500 . ?
O61B C62B 1.238(14) . ?
C62B O63B 1.368(12) . ?
C62B C71B 1.432(14) . ?
O63B C64B 1.355(12) . ?
C64B C65B 1.374(13) . ?
C64B C69B 1.384(13) . ?
C65B C66B 1.356(14) . ?
C65B H65B 0.9500 . ?
C66B C67B 1.373(15) . ?
C66B H66B 0.9500 . ?
C67B C68B 1.375(14) . ?
C67B H67B 0.9500 . ?
C68B C69B 1.391(13) . ?
C68B H68B 0.9500 . ?
C69B C70B 1.451(12) . ?
C70B O72B 1.323(12) . ?
C70B C71B 1.350(13) . ?
C71B C73B 1.498(13) . ?
O72B H72B 0.8400 . ?
C73B C74B 1.441(15) . ?
C73B C76B 1.506(13) . ?
C73B H73B 1.0000 . ?
C74B C75B 1.593(17) . ?
C74B H74C 0.9900 . ?
C74B H74D 0.9900 . ?
C75B H75D 0.9800 . ?
C75B H75E 0.9800 . ?
C75B H75F 0.9800 . ?
C76B C77B 1.3900 . ?
C76B C81B 1.3900 . ?
C77B C78B 1.3900 . ?
C77B H77B 0.9500 . ?
C78B C79B 1.3900 . ?
C78B H78B 0.9500 . ?
C79B C80B 1.3900 . ?
C79B H79B 0.9500 . ?
C80B C81B 1.3900 . ?
C80B H80B 0.9500 . ?
C81B H81B 0.9500 . ?
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
C6 N1 C2 C3 -1.2(14) . . . . ?
N1 C2 C3 C4 2.8(14) . . . . ?
C2 C3 C4 C5 -1.0(12) . . . . ?
C2 C3 C4 C13 179.0(8) . . . . ?
C3 C4 C5 C6 -2.0(11) . . . . ?
C13 C4 C5 C6 177.9(7) . . . . ?
C3 C4 C5 C10 179.1(8) . . . . ?
C13 C4 C5 C10 -0.9(12) . . . . ?
C2 N1 C6 C5 -2.1(13) . . . . ?
C2 N1 C6 C7 177.8(8) . . . . ?
C10 C5 C6 N1 -177.4(8) . . . . ?
C4 C5 C6 N1 3.7(12) . . . . ?
C10 C5 C6 C7 2.7(12) . . . . ?
C4 C5 C6 C7 -176.2(7) . . . . ?
N1 C6 C7 C8 178.8(8) . . . . ?
C5 C6 C7 C8 -1.3(13) . . . . ?
C6 C7 C8 C9 -0.1(14) . . . . ?
C7 C8 C9 C10 0.0(14) . . . . ?
C7 C8 C9 O11 -178.7(8) . . . . ?
O11 C9 C10 C5 -180.0(7) . . . . ?
C8 C9 C10 C5 1.5(13) . . . . ?
C6 C5 C10 C9 -2.8(12) . . . . ?
C4 C5 C10 C9 176.0(8) . . . . ?
C10 C9 O11 C12 -0.3(13) . . . . ?
C8 C9 O11 C12 178.4(8) . . . . ?
C3 C4 C13 O14 28.9(10) . . . . ?
C5 C4 C13 O14 -151.0(7) . . . . ?
C3 C4 C13 C15 -93.4(9) . . . . ?
C5 C4 C13 C15 86.7(9) . . . . ?
O14 C13 C15 C20 -42.9(9) . . . . ?
C4 C13 C15 C20 80.3(8) . . . . ?
O14 C13 C15 N16 78.6(8) . . . . ?
C4 C13 C15 N16 -158.2(6) . . . . ?
C13 C15 N16 C21 -75.6(8) . . . . ?
C20 C15 N16 C21 50.4(8) . . . . ?
C13 C15 N16 C17 163.8(7) . . . . ?
C20 C15 N16 C17 -70.3(8) . . . . ?
C21 N16 C17 C18 -69.6(9) . . . . ?
C15 N16 C17 C18 53.4(9) . . . . ?
N16 C17 C18 C19 13.7(11) . . . . ?
C17 C18 C19 C20 -68.1(10) . . . . ?
C17 C18 C19 C22 51.3(10) . . . . ?
C18 C19 C20 C15 51.1(9) . . . . ?
C22 C19 C20 C15 -68.3(10) . . . . ?
C13 C15 C20 C19 137.7(7) . . . . ?
N16 C15 C20 C19 14.5(9) . . . . ?
C17 N16 C21 C22 55.6(9) . . . . ?
C15 N16 C21 C22 -65.2(9) . . . . ?
C18 C19 C22 C23 171.6(9) . . . . ?
C20 C19 C22 C23 -69.9(11) . . . . ?
C18 C19 C22 C21 -65.1(10) . . . . ?
C20 C19 C22 C21 53.3(10) . . . . ?
N16 C21 C22 C23 135.4(8) . . . . ?
N16 C21 C22 C19 10.1(11) . . . . ?
C19 C22 C23 C24 -111.7(19) . . . . ?
C21 C22 C23 C24 126.9(19) . . . . ?
C19 C22 C23 C24B -154(3) . . . . ?
C21 C22 C23 C24B 84(3) . . . . ?
O31 C32 O33 C34 179.9(8) . . . . ?
C41 C32 O33 C34 -2.5(12) . . . . ?
C32 O33 C34 C35 -174.5(8) . . . . ?
C32 O33 C34 C39 6.0(12) . . . . ?
O33 C34 C35 C36 -179.2(9) . . . . ?
C39 C34 C35 C36 0.4(14) . . . . ?
C34 C35 C36 C37 0.1(15) . . . . ?
C35 C36 C37 C38 -0.4(16) . . . . ?
C36 C37 C38 C39 0.3(15) . . . . ?
C35 C34 C39 C38 -0.5(13) . . . . ?
O33 C34 C39 C38 179.0(8) . . . . ?
C35 C34 C39 C40 176.3(8) . . . . ?
O33 C34 C39 C40 -4.2(12) . . . . ?
C37 C38 C39 C34 0.1(13) . . . . ?
C37 C38 C39 C40 -176.4(9) . . . . ?
C34 C39 C40 O42 -179.5(8) . . . . ?
C38 C39 C40 O42 -3.0(13) . . . . ?
C34 C39 C40 C41 -1.1(12) . . . . ?
C38 C39 C40 C41 175.5(8) . . . . ?
O42 C40 C41 C32 -177.1(8) . . . . ?
C39 C40 C41 C32 4.5(12) . . . . ?
O42 C40 C41 C43 4.5(13) . . . . ?
C39 C40 C41 C43 -173.8(7) . . . . ?
O31 C32 C41 C40 174.4(10) . . . . ?
O33 C32 C41 C40 -2.8(13) . . . . ?
O31 C32 C41 C43 -7.2(14) . . . . ?
O33 C32 C41 C43 175.5(8) . . . . ?
C40 C41 C43 C44 121.9(11) . . . . ?
C32 C41 C43 C44 -56.5(12) . . . . ?
C40 C41 C43 C46 -103.3(10) . . . . ?
C32 C41 C43 C46 78.4(10) . . . . ?
C41 C43 C44 C45 -53.2(15) . . . . ?
C46 C43 C44 C45 170.1(10) . . . . ?
C44 C43 C46 C47 123.1(10) . . . . ?
C41 C43 C46 C47 -12.9(12) . . . . ?
C44 C43 C46 C51 -59.3(12) . . . . ?
C41 C43 C46 C51 164.7(9) . . . . ?
C51 C46 C47 C48 1.2(13) . . . . ?
C43 C46 C47 C48 178.8(8) . . . . ?
C46 C47 C48 C49 -0.9(14) . . . . ?
C47 C48 C49 C50 1.9(16) . . . . ?
C48 C49 C50 C51 -3.2(18) . . . . ?
C49 C50 C51 C46 3.5(18) . . . . ?
C47 C46 C51 C50 -2.5(15) . . . . ?
C43 C46 C51 C50 179.8(10) . . . . ?
O61 C62 O63 C64 172(5) . . . . ?
C71 C62 O63 C64 -3(8) . . . . ?
C62 O63 C64 C65 -178(5) . . . . ?
C62 O63 C64 C69 2(8) . . . . ?
O63 C64 C65 C66 175(5) . . . . ?
C69 C64 C65 C66 -6(6) . . . . ?
C64 C65 C66 C67 5(7) . . . . ?
C65 C66 C67 C68 -4(8) . . . . ?
C66 C67 C68 C69 3(8) . . . . ?
O63 C64 C69 C68 -176(5) . . . . ?
C65 C64 C69 C68 5(7) . . . . ?
O63 C64 C69 C70 3(8) . . . . ?
C65 C64 C69 C70 -176(5) . . . . ?
C67 C68 C69 C64 -4(8) . . . . ?
C67 C68 C69 C70 178(5) . . . . ?
C64 C69 C70 O72 174(5) . . . . ?
C68 C69 C70 O72 -7(9) . . . . ?
C64 C69 C70 C71 -8(8) . . . . ?
C68 C69 C70 C71 171(5) . . . . ?
O72 C70 C71 C62 -175(5) . . . . ?
C69 C70 C71 C62 7(8) . . . . ?
O72 C70 C71 C73 1(8) . . . . ?
C69 C70 C71 C73 -177(4) . . . . ?
O61 C62 C71 C70 -177(5) . . . . ?
O63 C62 C71 C70 -2(7) . . . . ?
O61 C62 C71 C73 7(6) . . . . ?
O63 C62 C71 C73 -178(4) . . . . ?
C70 C71 C73 C74 -111(4) . . . . ?
C62 C71 C73 C74 64(4) . . . . ?
C70 C71 C73 C76 113(4) . . . . ?
C62 C71 C73 C76 -72(3) . . . . ?
C71 C73 C74 C75 64(3) . . . . ?
C76 C73 C74 C75 -162(2) . . . . ?
C74 C73 C76 C77 151(2) . . . . ?
C71 C73 C76 C77 -73(3) . . . . ?
C74 C73 C76 C81 -37(3) . . . . ?
C71 C73 C76 C81 99(2) . . . . ?
C81 C76 C77 C78 10(4) . . . . ?
C73 C76 C77 C78 -178(2) . . . . ?
C76 C77 C78 C79 -12(4) . . . . ?
C77 C78 C79 C80 8(4) . . . . ?
C78 C79 C80 C81 -1(4) . . . . ?
C77 C76 C81 C80 -3(4) . . . . ?
C73 C76 C81 C80 -175(2) . . . . ?
C79 C80 C81 C76 -1(4) . . . . ?
O61B C62B O63B C64B -175(5) . . . . ?
C71B C62B O63B C64B -2(9) . . . . ?
C62B O63B C64B C65B -178(6) . . . . ?
C62B O63B C64B C69B 3(9) . . . . ?
O63B C64B C65B C66B -173(5) . . . . ?
C69B C64B C65B C66B 5(9) . . . . ?
C64B C65B C66B C67B -9(9) . . . . ?
C65B C66B C67B C68B 9(10) . . . . ?
C66B C67B C68B C69B -5(11) . . . . ?
O63B C64B C69B C68B 177(6) . . . . ?
C65B C64B C69B C68B -1(9) . . . . ?
O63B C64B C69B C70B -1(9) . . . . ?
C65B C64B C69B C70B -180(6) . . . . ?
C67B C68B C69B C64B 1(10) . . . . ?
C67B C68B C69B C70B 179(7) . . . . ?
C64B C69B C70B O72B -179(6) . . . . ?
C68B C69B C70B O72B 3(11) . . . . ?
C64B C69B C70B C71B -2(10) . . . . ?
C68B C69B C70B C71B 180(6) . . . . ?
O72B C70B C71B C62B -180(6) . . . . ?
C69B C70B C71B C62B 3(9) . . . . ?
O72B C70B C71B C73B 1(9) . . . . ?
C69B C70B C71B C73B -176(5) . . . . ?
O61B C62B C71B C70B 171(6) . . . . ?
O63B C62B C71B C70B -1(8) . . . . ?
O61B C62B C71B C73B -10(8) . . . . ?
O63B C62B C71B C73B 178(4) . . . . ?
C70B C71B C73B C74B -86(5) . . . . ?
C62B C71B C73B C74B 95(4) . . . . ?
C70B C71B C73B C76B 60(5) . . . . ?
C62B C71B C73B C76B -118(4) . . . . ?
C71B C73B C74B C75B -39(4) . . . . ?
C76B C73B C74B C75B 174(3) . . . . ?
C74B C73B C76B C77B 0(3) . . . . ?
C71B C73B C76B C77B -149.1(14) . . . . ?
C74B C73B C76B C81B -177(2) . . . . ?
C71B C73B C76B C81B 35(2) . . . . ?
C81B C76B C77B C78B 0.0 . . . . ?
C73B C76B C77B C78B -176(2) . . . . ?
C76B C77B C78B C79B 0.0 . . . . ?
C77B C78B C79B C80B 0.0 . . . . ?
C78B C79B C80B C81B 0.0 . . . . ?
C79B C80B C81B C76B 0.0 . . . . ?
C77B C76B C81B C80B 0.0 . . . . ?
C73B C76B C81B C80B 176.3(19) . . . . ?
