#------------------------------------------------------------------------------
#$Date: 2020-08-12 10:26:27 +0300 (Wed, 12 Aug 2020) $
#$Revision: 255262 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/71/4037189.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_4037189
loop_
_publ_author_name
'Romero, Eugénie'
'Moussodia, Ralph-Olivier'
'Kriznik, Alexandre'
'Wenger, Emmanuel'
'Acherar, Samir'
'Jamart-Grégoire, Brigitte'
_publ_section_title
;
 Spontaneous Self-Assembly of Fully Protected Ester 1:1
 [α/α-N<sup>α</sup>-Bn-hydrazino] Pseudodipeptides into a Twisted
 Parallel β-Sheet in the Crystal State.
;
_journal_issue                   19
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9037
_journal_page_last               9045
_journal_paper_doi               10.1021/acs.joc.6b01680
_journal_volume                  81
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_sum            'C22 H35 N3 O5'
_chemical_formula_weight         410.76
_chemical_melting_point          385
_chemical_name_systematic        '1:1[α/α-Nα-Bn-hydrazino] ester (S/R)'
_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
_audit_block_doi                 10.5517/cc1kl8v8
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2016-01-14 deposited with the CCDC.
2016-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   12.0930(3)
_cell_length_b                   21.4910(4)
_cell_length_c                   38.1980(10)
_cell_measurement_reflns_used    10693
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      62.2367
_cell_measurement_theta_min      3.6519
_cell_volume                     9927.3(4)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_molecular_graphics    'CCDC Mercury'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SIR2002 (Burla et al., 2003)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4508
_diffrn_measured_fraction_theta_full 0.806
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0966
_diffrn_reflns_av_unetI/netI     0.1115
_diffrn_reflns_Laue_measured_fraction_full 0.806
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            59833
_diffrn_reflns_point_group_measured_fraction_full 0.799
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.680
_diffrn_reflns_theta_max         59.997
_diffrn_reflns_theta_min         3.834
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60391
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3648
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Dichloromethane/petroleum ether'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.542
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.045
_refine_ls_abs_structure_details
;
 Flack x determined using 2619 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.21(17)
_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     1109
_refine_ls_number_reflns         14365
_refine_ls_number_restraints     1004
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.1349
_refine_ls_R_factor_gt           0.0692
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0762P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1787
_reflns_Friedel_coverage         0.811
_reflns_Friedel_fraction_full    0.790
_reflns_Friedel_fraction_max     0.972
_reflns_number_gt                8446
_reflns_number_total             14365
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo6b01680_si_001.cif
_cod_data_source_block           rom119
_cod_depositor_comments
;

2020-08-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C88 H140 N12 O20'
_cod_original_formula_weight         1686.11
_cod_original_formula_units_Z            4
_cod_database_code               4037189
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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
O1A O 0.3779(4) 0.6108(2) 0.43537(14) 0.0441(13) Uani 1 1 d . U
O2A O 0.2678(4) 0.5677(2) 0.39390(15) 0.0426(13) Uani 1 1 d . U
O3A O 0.0792(4) 0.4873(2) 0.46124(15) 0.0495(14) Uani 1 1 d . U
O4A O -0.2648(6) 0.5470(3) 0.3610(2) 0.086(2) Uani 1 1 d . U
O5A O -0.2447(5) 0.5184(3) 0.4166(2) 0.082(2) Uani 1 1 d . U
N1A N 0.3128(5) 0.5146(2) 0.44300(16) 0.0377(15) Uani 1 1 d . U
H1A H 0.3488 0.5147 0.4630 0.045 Uiso 1 1 calc R U
N2A N 0.0729(5) 0.4682(3) 0.40272(17) 0.0391(15) Uani 1 1 d . U
H2A H 0.1116 0.4631 0.3834 0.047 Uiso 1 1 calc R U
N3A N -0.0431(5) 0.4704(3) 0.40075(17) 0.0408(16) Uani 1 1 d . U
C1A C 0.3815(7) 0.6726(3) 0.4181(2) 0.051(2) Uani 1 1 d . U
C2A C 0.4645(8) 0.7073(4) 0.4403(3) 0.062(3) Uani 1 1 d . U
H2AA H 0.5367 0.6867 0.4387 0.092 Uiso 1 1 calc R U
H2AB H 0.4399 0.7073 0.4648 0.092 Uiso 1 1 calc R U
H2AC H 0.4709 0.7502 0.4319 0.092 Uiso 1 1 calc R U
C3A C 0.4222(9) 0.6671(4) 0.3805(3) 0.071(3) Uani 1 1 d . U
H3AA H 0.3629 0.6505 0.3658 0.107 Uiso 1 1 calc R U
H3AB H 0.4860 0.6390 0.3797 0.107 Uiso 1 1 calc R U
H3AC H 0.4440 0.7083 0.3719 0.107 Uiso 1 1 calc R U
C4A C 0.2672(7) 0.7017(4) 0.4206(3) 0.061(3) Uani 1 1 d . U
H4AA H 0.2715 0.7458 0.4142 0.092 Uiso 1 1 calc R U
H4AB H 0.2398 0.6979 0.4447 0.092 Uiso 1 1 calc R U
H4AC H 0.2166 0.6802 0.4047 0.092 Uiso 1 1 calc R U
C5A C 0.3156(7) 0.5646(3) 0.4216(2) 0.0387(19) Uani 1 1 d . U
C6A C 0.2490(6) 0.4604(3) 0.4321(2) 0.0346(17) Uani 1 1 d . U
H6A H 0.2699 0.4497 0.4075 0.042 Uiso 1 1 calc R U
C7A C 0.2767(6) 0.4056(3) 0.4554(2) 0.042(2) Uani 1 1 d . U
H7AA H 0.2758 0.4196 0.4800 0.051 Uiso 1 1 calc R U
H7AB H 0.2181 0.3737 0.4527 0.051 Uiso 1 1 calc R U
C8A C 0.3871(7) 0.3758(4) 0.4478(2) 0.050(2) Uani 1 1 d . U
H8A H 0.4407 0.4097 0.4420 0.060 Uiso 1 1 calc R U
C9A C 0.4315(9) 0.3409(5) 0.4797(3) 0.086(3) Uani 1 1 d . U
H9AA H 0.5032 0.3224 0.4739 0.130 Uiso 1 1 calc R U
H9AB H 0.3793 0.3081 0.4863 0.130 Uiso 1 1 calc R U
H9AC H 0.4403 0.3700 0.4992 0.130 Uiso 1 1 calc R U
C10A C 0.3809(8) 0.3323(4) 0.4168(3) 0.072(3) Uani 1 1 d . U
H10A H 0.3460 0.3538 0.3970 0.108 Uiso 1 1 calc R U
H10B H 0.3371 0.2956 0.4230 0.108 Uiso 1 1 calc R U
H10C H 0.4558 0.3193 0.4101 0.108 Uiso 1 1 calc R U
C11A C 0.1253(6) 0.4738(3) 0.4333(2) 0.0386(18) Uani 1 1 d . U
C12A C -0.0827(7) 0.4135(3) 0.3825(2) 0.051(2) Uani 1 1 d . U
H12A H -0.0527 0.4125 0.3584 0.061 Uiso 1 1 calc R U
H12B H -0.1644 0.4142 0.3809 0.061 Uiso 1 1 calc R U
C13A C -0.0456(7) 0.3565(4) 0.4023(3) 0.057(2) Uani 1 1 d . U
C14A C -0.0845(13) 0.3453(6) 0.4345(4) 0.134(6) Uani 1 1 d . U
H14A H -0.1375 0.3728 0.4443 0.160 Uiso 1 1 calc R U
C15A C -0.0495(14) 0.2948(8) 0.4537(5) 0.177(8) Uani 1 1 d . U
H15A H -0.0761 0.2885 0.4768 0.212 Uiso 1 1 calc R U
C16A C 0.0236(11) 0.2538(6) 0.4394(5) 0.119(5) Uani 1 1 d . U
H16A H 0.0472 0.2179 0.4518 0.142 Uiso 1 1 calc R U
C17A C 0.0614(12) 0.2664(5) 0.4067(4) 0.107(4) Uani 1 1 d . U
H17A H 0.1122 0.2386 0.3959 0.128 Uiso 1 1 calc R U
C18A C 0.0284(9) 0.3174(4) 0.3893(3) 0.076(3) Uani 1 1 d . U
H18A H 0.0592 0.3257 0.3669 0.091 Uiso 1 1 calc R U
C19A C -0.0820(7) 0.5273(3) 0.3832(3) 0.055(2) Uani 1 1 d . U
H19A H -0.0604 0.5242 0.3579 0.066 Uiso 1 1 calc R U
C20A C -0.0321(8) 0.5850(4) 0.3974(3) 0.071(3) Uani 1 1 d . U
H20A H -0.0667 0.6213 0.3864 0.106 Uiso 1 1 calc R U
H20B H 0.0475 0.5852 0.3925 0.106 Uiso 1 1 calc R U
H20C H -0.0440 0.5866 0.4228 0.106 Uiso 1 1 calc R U
C21A C -0.2069(8) 0.5311(4) 0.3847(3) 0.061(2) Uani 1 1 d . U
C22A C -0.3651(8) 0.5268(7) 0.4216(3) 0.117(5) Uani 1 1 d . U
H22A H -0.3822 0.5713 0.4229 0.176 Uiso 1 1 calc R U
H22B H -0.3881 0.5064 0.4434 0.176 Uiso 1 1 calc R U
H22C H -0.4048 0.5083 0.4018 0.176 Uiso 1 1 calc R U
O1B O 0.1872(5) 0.6233(2) 0.31761(14) 0.0515(15) Uani 1 1 d . U
O2B O 0.2188(5) 0.5627(2) 0.26985(16) 0.0557(16) Uani 1 1 d . U
O3B O 0.2048(5) 0.4201(2) 0.34356(15) 0.0481(14) Uani 1 1 d . U
O4B O -0.1317(11) 0.3399(6) 0.2585(5) 0.278(10) Uani 1 1 d . U
O5B O -0.0539(6) 0.3103(4) 0.3034(2) 0.100(3) Uani 1 1 d . U
N1B N 0.2933(6) 0.5402(3) 0.32258(18) 0.0475(17) Uani 1 1 d . U
H1B H 0.3061 0.5540 0.3439 0.057 Uiso 1 1 calc R U
N2B N 0.2227(5) 0.4041(3) 0.28508(17) 0.0401(16) Uani 1 1 d . U
H2B H 0.2581 0.4145 0.2658 0.048 Uiso 1 1 calc R U
N3B N 0.1387(5) 0.3586(3) 0.28399(17) 0.0430(16) Uani 1 1 d . U
C1B C 0.1399(10) 0.6749(4) 0.2983(3) 0.070(3) Uani 1 1 d . U
C2B C 0.1088(10) 0.7202(4) 0.3274(3) 0.084(3) Uani 1 1 d . U
H2BA H 0.1739 0.7286 0.3419 0.126 Uiso 1 1 calc R U
H2BB H 0.0505 0.7018 0.3419 0.126 Uiso 1 1 calc R U
H2BC H 0.0821 0.7591 0.3171 0.126 Uiso 1 1 calc R U
C3B C 0.2307(13) 0.7019(4) 0.2746(3) 0.117(5) Uani 1 1 d . U
H3BA H 0.2482 0.6720 0.2560 0.175 Uiso 1 1 calc R U
H3BB H 0.2972 0.7100 0.2885 0.175 Uiso 1 1 calc R U
H3BC H 0.2047 0.7408 0.2641 0.175 Uiso 1 1 calc R U
C4B C 0.0401(11) 0.6536(5) 0.2789(3) 0.115(4) Uani 1 1 d . U
H4BA H -0.0012 0.6898 0.2704 0.172 Uiso 1 1 calc R U
H4BB H -0.0069 0.6290 0.2945 0.172 Uiso 1 1 calc R U
H4BC H 0.0628 0.6280 0.2589 0.172 Uiso 1 1 calc R U
C5B C 0.2326(7) 0.5746(4) 0.3010(3) 0.047(2) Uani 1 1 d . U
C6B C 0.3394(7) 0.4804(3) 0.3121(2) 0.0441(19) Uani 1 1 d . U
H6B H 0.3638 0.4829 0.2872 0.053 Uiso 1 1 calc R U
C7B C 0.4382(6) 0.4641(3) 0.3349(2) 0.043(2) Uani 1 1 d . U
H7BA H 0.4946 0.4971 0.3320 0.052 Uiso 1 1 calc R U
H7BB H 0.4142 0.4649 0.3597 0.052 Uiso 1 1 calc R U
C8B C 0.4930(7) 0.4020(4) 0.3280(2) 0.048(2) Uani 1 1 d . U
H8B H 0.4364 0.3688 0.3320 0.058 Uiso 1 1 calc R U
C9B C 0.5873(7) 0.3902(4) 0.3527(2) 0.062(3) Uani 1 1 d . U
H9BA H 0.6154 0.3479 0.3492 0.093 Uiso 1 1 calc R U
H9BB H 0.5613 0.3947 0.3769 0.093 Uiso 1 1 calc R U
H9BC H 0.6465 0.4202 0.3483 0.093 Uiso 1 1 calc R U
C10B C 0.5337(7) 0.3957(4) 0.2897(2) 0.056(2) Uani 1 1 d . U
H10D H 0.4712 0.4014 0.2737 0.084 Uiso 1 1 calc R U
H10E H 0.5658 0.3543 0.2863 0.084 Uiso 1 1 calc R U
H10F H 0.5899 0.4275 0.2850 0.084 Uiso 1 1 calc R U
C11B C 0.2483(7) 0.4313(3) 0.3153(2) 0.0380(18) Uani 1 1 d . U
C12B C 0.1791(7) 0.3028(3) 0.2649(2) 0.049(2) Uani 1 1 d . U
H12C H 0.1993 0.3150 0.2407 0.058 Uiso 1 1 calc R U
H12D H 0.1186 0.2719 0.2634 0.058 Uiso 1 1 calc R U
C13B C 0.2780(7) 0.2733(3) 0.2824(2) 0.045(2) Uani 1 1 d . U
C14B C 0.2805(8) 0.2638(4) 0.3180(3) 0.055(2) Uani 1 1 d . U
H14B H 0.2198 0.2766 0.3321 0.066 Uiso 1 1 calc R U
C15B C 0.3711(8) 0.2358(4) 0.3334(3) 0.064(3) Uani 1 1 d . U
H15B H 0.3721 0.2288 0.3579 0.077 Uiso 1 1 calc R U
C16B C 0.4608(9) 0.2179(4) 0.3130(3) 0.073(3) Uani 1 1 d . U
H16B H 0.5233 0.1989 0.3236 0.087 Uiso 1 1 calc R U
C17B C 0.4590(9) 0.2275(4) 0.2779(3) 0.074(3) Uani 1 1 d . U
H17B H 0.5197 0.2147 0.2638 0.089 Uiso 1 1 calc R U
C18B C 0.3698(8) 0.2557(4) 0.2627(3) 0.060(2) Uani 1 1 d . U
H18B H 0.3704 0.2634 0.2382 0.073 Uiso 1 1 calc R U
C19B C 0.0364(7) 0.3832(4) 0.2673(3) 0.058(2) Uani 1 1 d . U
H19B H 0.0449 0.3797 0.2414 0.069 Uiso 1 1 calc R U
C20B C 0.0123(8) 0.4490(4) 0.2759(3) 0.084(4) Uani 1 1 d . U
H20D H 0.0692 0.4758 0.2655 0.126 Uiso 1 1 calc R U
H20E H 0.0121 0.4544 0.3014 0.126 Uiso 1 1 calc R U
H20F H -0.0602 0.4604 0.2664 0.126 Uiso 1 1 calc R U
C21B C -0.0582(9) 0.3442(4) 0.2780(4) 0.086(4) Uani 1 1 d . U
C22B C -0.1480(8) 0.2732(5) 0.3139(3) 0.087(3) Uani 1 1 d . U
H22D H -0.2164 0.2946 0.3073 0.130 Uiso 1 1 calc R U
H22E H -0.1464 0.2670 0.3393 0.130 Uiso 1 1 calc R U
H22F H -0.1449 0.2327 0.3021 0.130 Uiso 1 1 calc R U
O1C O 0.4332(4) 0.4189(2) 0.68724(15) 0.0465(14) Uani 1 1 d . U
O2C O 0.3374(4) 0.4649(3) 0.64341(16) 0.0513(15) Uani 1 1 d . U
O3C O 0.1900(4) 0.5741(2) 0.71685(14) 0.0420(13) Uani 1 1 d . U
O4C O 0.2987(8) 0.7642(3) 0.6168(2) 0.107(3) Uani 1 1 d . U
O5C O 0.2431(6) 0.7540(2) 0.67239(18) 0.0697(19) Uani 1 1 d . U
N1C N 0.2611(4) 0.4471(2) 0.69605(17) 0.0346(15) Uani 1 1 d . U
H1C H 0.2702 0.4304 0.7169 0.042 Uiso 1 1 calc R U
N2C N 0.1567(5) 0.5756(3) 0.65799(18) 0.0427(16) Uani 1 1 d . U
H2C H 0.1462 0.5532 0.6390 0.051 Uiso 1 1 calc R U
N3C N 0.1602(5) 0.6410(3) 0.65560(18) 0.0462(17) Uani 1 1 d . U
C1C C 0.5382(6) 0.4158(4) 0.6675(3) 0.053(2) Uani 1 1 d . U
C2C C 0.5223(8) 0.3771(5) 0.6351(3) 0.092(4) Uani 1 1 d . U
H2CA H 0.4768 0.4001 0.6183 0.138 Uiso 1 1 calc R U
H2CB H 0.4854 0.3380 0.6412 0.138 Uiso 1 1 calc R U
H2CC H 0.5945 0.3680 0.6246 0.138 Uiso 1 1 calc R U
C3C C 0.5778(6) 0.4809(4) 0.6594(3) 0.064(3) Uani 1 1 d . U
H3CA H 0.6493 0.4788 0.6474 0.096 Uiso 1 1 calc R U
H3CB H 0.5860 0.5044 0.6813 0.096 Uiso 1 1 calc R U
H3CC H 0.5238 0.5018 0.6443 0.096 Uiso 1 1 calc R U
C4C C 0.6142(7) 0.3841(5) 0.6934(3) 0.091(4) Uani 1 1 d . U
H4CA H 0.5821 0.3442 0.7005 0.136 Uiso 1 1 calc R U
H4CB H 0.6234 0.4107 0.7141 0.136 Uiso 1 1 calc R U
H4CC H 0.6864 0.3770 0.6825 0.136 Uiso 1 1 calc R U
C5C C 0.3433(6) 0.4451(3) 0.6733(2) 0.0360(18) Uani 1 1 d . U
C6C C 0.1566(6) 0.4761(3) 0.6874(2) 0.0369(18) Uani 1 1 d . U
H6C H 0.1352 0.4640 0.6631 0.044 Uiso 1 1 calc R U
C7C C 0.0683(6) 0.4536(3) 0.7127(2) 0.042(2) Uani 1 1 d . U
H7CA H 0.0623 0.4079 0.7106 0.051 Uiso 1 1 calc R U
H7CB H 0.0930 0.4630 0.7368 0.051 Uiso 1 1 calc R U
C8C C -0.0455(6) 0.4815(4) 0.7075(3) 0.059(2) Uani 1 1 d . U
H8C H -0.0395 0.5277 0.7101 0.071 Uiso 1 1 calc R U
C9C C -0.1241(7) 0.4571(4) 0.7360(3) 0.078(3) Uani 1 1 d . U
H9CA H -0.1932 0.4810 0.7354 0.118 Uiso 1 1 calc R U
H9CB H -0.0893 0.4618 0.7590 0.118 Uiso 1 1 calc R U
H9CC H -0.1401 0.4131 0.7317 0.118 Uiso 1 1 calc R U
C10C C -0.0911(7) 0.4673(4) 0.6714(3) 0.071(3) Uani 1 1 d . U
H10G H -0.0431 0.4860 0.6536 0.107 Uiso 1 1 calc R U
H10H H -0.1658 0.4847 0.6693 0.107 Uiso 1 1 calc R U
H10I H -0.0939 0.4222 0.6680 0.107 Uiso 1 1 calc R U
C11C C 0.1693(6) 0.5471(3) 0.6893(2) 0.0370(18) Uani 1 1 d . U
C12C C 0.0645(8) 0.6619(4) 0.6348(2) 0.058(2) Uani 1 1 d . U
H12E H 0.0648 0.6402 0.6120 0.070 Uiso 1 1 calc R U
H12F H 0.0714 0.7071 0.6303 0.070 Uiso 1 1 calc R U
C13C C -0.0427(8) 0.6496(4) 0.6530(3) 0.052(2) Uani 1 1 d . U
C14C C -0.1315(9) 0.6302(4) 0.6333(3) 0.067(3) Uani 1 1 d . U
H14C H -0.1243 0.6245 0.6087 0.080 Uiso 1 1 calc R U
C15C C -0.2326(10) 0.6192(4) 0.6500(3) 0.080(3) Uani 1 1 d . U
H15C H -0.2941 0.6059 0.6364 0.096 Uiso 1 1 calc R U
C16C C -0.2457(8) 0.6271(4) 0.6861(3) 0.069(3) Uani 1 1 d . U
H16C H -0.3150 0.6197 0.6970 0.083 Uiso 1 1 calc R U
C17C C -0.1566(8) 0.6458(4) 0.7051(3) 0.062(2) Uani 1 1 d . U
H17C H -0.1635 0.6509 0.7297 0.074 Uiso 1 1 calc R U
C18C C -0.0546(7) 0.6575(4) 0.6889(3) 0.056(2) Uani 1 1 d . U
H18C H 0.0066 0.6709 0.7025 0.068 Uiso 1 1 calc R U
C19C C 0.2645(8) 0.6619(4) 0.6389(2) 0.058(2) Uani 1 1 d . U
H19C H 0.2631 0.6499 0.6137 0.069 Uiso 1 1 calc R U
C20C C 0.3658(8) 0.6338(4) 0.6557(3) 0.064(3) Uani 1 1 d . U
H20G H 0.3694 0.5894 0.6502 0.096 Uiso 1 1 calc R U
H20H H 0.3617 0.6392 0.6812 0.096 Uiso 1 1 calc R U
H20I H 0.4321 0.6547 0.6468 0.096 Uiso 1 1 calc R U
C21C C 0.2695(9) 0.7316(4) 0.6415(3) 0.072(3) Uani 1 1 d . U
C22C C 0.2445(10) 0.8210(4) 0.6762(3) 0.088(4) Uani 1 1 d . U
H22G H 0.3157 0.8373 0.6681 0.132 Uiso 1 1 calc R U
H22H H 0.2338 0.8319 0.7009 0.132 Uiso 1 1 calc R U
H22I H 0.1848 0.8392 0.6622 0.132 Uiso 1 1 calc R U
O1D O 0.4416(4) 0.5379(3) 0.56431(14) 0.0517(15) Uani 1 1 d . U
O2D O 0.3229(4) 0.5277(2) 0.51877(15) 0.0445(14) Uani 1 1 d . U
O3D O 0.0881(4) 0.5283(2) 0.59029(14) 0.0404(13) Uani 1 1 d . U
O4D O -0.1679(4) 0.6645(2) 0.53286(16) 0.0511(15) Uani 1 1 d . U
O5D O -0.1241(4) 0.6740(2) 0.47628(16) 0.0525(15) Uani 1 1 d . U
N1D N 0.2993(5) 0.4744(3) 0.56965(18) 0.0428(16) Uani 1 1 d . U
H1D H 0.3294 0.4626 0.5895 0.051 Uiso 1 1 calc R U
N2D N 0.0518(4) 0.5127(2) 0.53230(17) 0.0314(14) Uani 1 1 d . U
H2D H 0.0737 0.4939 0.5130 0.038 Uiso 1 1 calc R U
N3D N -0.0393(4) 0.5536(2) 0.53094(17) 0.0330(15) Uani 1 1 d . U
C1D C 0.5118(6) 0.5846(4) 0.5466(2) 0.053(2) Uani 1 1 d . U
C2D C 0.6030(7) 0.5962(5) 0.5734(2) 0.068(3) Uani 1 1 d . U
H2DA H 0.6432 0.5574 0.5777 0.102 Uiso 1 1 calc R U
H2DB H 0.5701 0.6111 0.5953 0.102 Uiso 1 1 calc R U
H2DC H 0.6542 0.6277 0.5643 0.102 Uiso 1 1 calc R U
C3D C 0.5612(7) 0.5584(5) 0.5134(2) 0.066(3) Uani 1 1 d . U
H3DA H 0.5043 0.5566 0.4952 0.099 Uiso 1 1 calc R U
H3DB H 0.5893 0.5163 0.5179 0.099 Uiso 1 1 calc R U
H3DC H 0.6221 0.5851 0.5056 0.099 Uiso 1 1 calc R U
C4D C 0.4449(8) 0.6433(4) 0.5399(3) 0.070(3) Uani 1 1 d . U
H4DA H 0.4947 0.6771 0.5330 0.106 Uiso 1 1 calc R U
H4DB H 0.4053 0.6551 0.5613 0.106 Uiso 1 1 calc R U
H4DC H 0.3915 0.6355 0.5211 0.106 Uiso 1 1 calc R U
C5D C 0.3515(6) 0.5145(4) 0.5486(2) 0.041(2) Uani 1 1 d . U
C6D C 0.1917(6) 0.4506(3) 0.5591(2) 0.0374(19) Uani 1 1 d . U
H6D H 0.1957 0.4366 0.5341 0.045 Uiso 1 1 calc R U
C7D C 0.1579(7) 0.3955(3) 0.5820(2) 0.049(2) Uani 1 1 d . U
H7DA H 0.1700 0.4074 0.6067 0.059 Uiso 1 1 calc R U
H7DB H 0.0774 0.3888 0.5790 0.059 Uiso 1 1 calc R U
C8D C 0.2147(8) 0.3347(4) 0.5759(3) 0.064(3) Uani 1 1 d . U
H8D H 0.2957 0.3429 0.5735 0.077 Uiso 1 1 calc R U
C9D C 0.1983(11) 0.2904(4) 0.6065(3) 0.094(4) Uani 1 1 d . U
H9DA H 0.1190 0.2831 0.6100 0.141 Uiso 1 1 calc R U
H9DB H 0.2298 0.3088 0.6278 0.141 Uiso 1 1 calc R U
H9DC H 0.2353 0.2508 0.6016 0.141 Uiso 1 1 calc R U
C10D C 0.1744(10) 0.3041(5) 0.5419(3) 0.094(4) Uani 1 1 d . U
H10J H 0.0942 0.2979 0.5430 0.141 Uiso 1 1 calc R U
H10K H 0.2111 0.2637 0.5389 0.141 Uiso 1 1 calc R U
H10L H 0.1923 0.3310 0.5220 0.141 Uiso 1 1 calc R U
C11D C 0.1056(5) 0.5019(3) 0.5623(2) 0.0308(17) Uani 1 1 d . U
C12D C -0.1344(6) 0.5193(3) 0.5153(2) 0.044(2) Uani 1 1 d . U
H12G H -0.1997 0.5471 0.5146 0.053 Uiso 1 1 calc R U
H12H H -0.1159 0.5078 0.4909 0.053 Uiso 1 1 calc R U
C13D C -0.1626(6) 0.4623(3) 0.5351(2) 0.044(2) Uani 1 1 d . U
C14D C -0.1610(6) 0.4584(4) 0.5707(3) 0.050(2) Uani 1 1 d . U
H14D H -0.1415 0.4942 0.5839 0.060 Uiso 1 1 calc R U
C15D C -0.1867(7) 0.4044(4) 0.5881(3) 0.062(3) Uani 1 1 d . U
H15D H -0.1831 0.4034 0.6130 0.074 Uiso 1 1 calc R U
C16D C -0.2170(11) 0.3529(5) 0.5704(4) 0.101(4) Uani 1 1 d . U
H16D H -0.2318 0.3152 0.5825 0.121 Uiso 1 1 calc R U
C17D C -0.2261(15) 0.3556(5) 0.5350(4) 0.150(6) Uani 1 1 d . U
H17D H -0.2535 0.3206 0.5226 0.179 Uiso 1 1 calc R U
C18D C -0.1956(13) 0.4098(5) 0.5165(3) 0.120(5) Uani 1 1 d . U
H18D H -0.1976 0.4104 0.4917 0.144 Uiso 1 1 calc R U
C19D C -0.0109(6) 0.6083(3) 0.5089(2) 0.0378(19) Uani 1 1 d . U
H19D H 0.0043 0.5939 0.4844 0.045 Uiso 1 1 calc R U
C20D C 0.0889(6) 0.6423(3) 0.5226(2) 0.046(2) Uani 1 1 d . U
H20J H 0.1545 0.6159 0.5201 0.069 Uiso 1 1 calc R U
H20K H 0.0778 0.6522 0.5474 0.069 Uiso 1 1 calc R U
H20L H 0.0993 0.6809 0.5094 0.069 Uiso 1 1 calc R U
C21D C -0.1101(6) 0.6513(3) 0.5086(3) 0.0382(19) Uani 1 1 d . U
C22D C -0.2171(7) 0.7170(4) 0.4723(3) 0.070(3) Uani 1 1 d . U
H22J H -0.2206 0.7317 0.4480 0.105 Uiso 1 1 calc R U
H22K H -0.2070 0.7526 0.4880 0.105 Uiso 1 1 calc R U
H22L H -0.2862 0.6956 0.4782 0.105 Uiso 1 1 calc R U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C5A O1A C1A 120.0(6)
C21A O5A C22A 115.5(9)
C5A N1A C6A 118.5(6)
C5A N1A H1A 120.7
C6A N1A H1A 120.7
C11A N2A N3A 121.2(6)
C11A N2A H2A 119.4
N3A N2A H2A 119.4
N2A N3A C19A 111.8(6)
N2A N3A C12A 108.7(6)
C19A N3A C12A 111.4(6)
O1A C1A C2A 102.2(6)
O1A C1A C4A 108.3(7)
C2A C1A C4A 111.4(7)
O1A C1A C3A 111.1(7)
C2A C1A C3A 110.7(8)
C4A C1A C3A 112.7(8)
C1A C2A H2AA 109.5
C1A C2A H2AB 109.5
H2AA C2A H2AB 109.5
C1A C2A H2AC 109.5
H2AA C2A H2AC 109.5
H2AB C2A H2AC 109.5
C1A C3A H3AA 109.5
C1A C3A H3AB 109.5
H3AA C3A H3AB 109.5
C1A C3A H3AC 109.5
H3AA C3A H3AC 109.5
H3AB C3A H3AC 109.5
C1A C4A H4AA 109.5
C1A C4A H4AB 109.5
H4AA C4A H4AB 109.5
C1A C4A H4AC 109.5
H4AA C4A H4AC 109.5
H4AB C4A H4AC 109.5
O2A C5A N1A 124.2(7)
O2A C5A O1A 124.6(7)
N1A C5A O1A 111.3(7)
N1A C6A C7A 109.8(6)
N1A C6A C11A 111.1(5)
C7A C6A C11A 110.4(6)
N1A C6A H6A 108.5
C7A C6A H6A 108.5
C11A C6A H6A 108.5
C8A C7A C6A 114.5(6)
C8A C7A H7AA 108.6
C6A C7A H7AA 108.6
C8A C7A H7AB 108.6
C6A C7A H7AB 108.6
H7AA C7A H7AB 107.6
C7A C8A C10A 111.6(8)
C7A C8A C9A 111.6(7)
C10A C8A C9A 109.8(7)
C7A C8A H8A 107.9
C10A C8A H8A 107.9
C9A C8A H8A 107.9
C8A C9A H9AA 109.5
C8A C9A H9AB 109.5
H9AA C9A H9AB 109.5
C8A C9A H9AC 109.5
H9AA C9A H9AC 109.5
H9AB C9A H9AC 109.5
C8A C10A H10A 109.5
C8A C10A H10B 109.5
H10A C10A H10B 109.5
C8A C10A H10C 109.5
H10A C10A H10C 109.5
H10B C10A H10C 109.5
O3A C11A N2A 124.1(7)
O3A C11A C6A 120.7(7)
N2A C11A C6A 115.2(7)
N3A C12A C13A 109.7(7)
N3A C12A H12A 109.7
C13A C12A H12A 109.7
N3A C12A H12B 109.7
C13A C12A H12B 109.7
H12A C12A H12B 108.2
C18A C13A C14A 117.8(10)
C18A C13A C12A 122.0(9)
C14A C13A C12A 120.1(9)
C13A C14A C15A 121.5(12)
C13A C14A H14A 119.2
C15A C14A H14A 119.2
C16A C15A C14A 119.7(14)
C16A C15A H15A 120.2
C14A C15A H15A 120.2
C17A C16A C15A 117.4(12)
C17A C16A H16A 121.3
C15A C16A H16A 121.3
C18A C17A C16A 121.2(13)
C18A C17A H17A 119.4
C16A C17A H17A 119.4
C13A C18A C17A 122.3(12)
C13A C18A H18A 118.8
C17A C18A H18A 118.8
N3A C19A C20A 113.4(7)
N3A C19A C21A 110.2(7)
C20A C19A C21A 110.3(7)
N3A C19A H19A 107.6
C20A C19A H19A 107.6
C21A C19A H19A 107.6
C19A C20A H20A 109.5
C19A C20A H20B 109.5
H20A C20A H20B 109.5
C19A C20A H20C 109.5
H20A C20A H20C 109.5
H20B C20A H20C 109.5
O4A C21A O5A 123.6(10)
O4A C21A C19A 124.7(11)
O5A C21A C19A 111.6(9)
O5A C22A H22A 109.5
O5A C22A H22B 109.5
H22A C22A H22B 109.5
O5A C22A H22C 109.5
H22A C22A H22C 109.5
H22B C22A H22C 109.5
C5B O1B C1B 121.1(7)
C21B O5B C22B 121.2(9)
C5B N1B C6B 122.2(7)
C5B N1B H1B 118.9
C6B N1B H1B 118.9
C11B N2B N3B 119.8(6)
C11B N2B H2B 120.1
N3B N2B H2B 120.1
N2B N3B C12B 109.7(6)
N2B N3B C19B 111.3(6)
C12B N3B C19B 110.5(6)
O1B C1B C4B 109.7(8)
O1B C1B C2B 102.3(7)
C4B C1B C2B 111.0(10)
O1B C1B C3B 107.9(9)
C4B C1B C3B 113.7(10)
C2B C1B C3B 111.4(8)
C1B C2B H2BA 109.5
C1B C2B H2BB 109.5
H2BA C2B H2BB 109.5
C1B C2B H2BC 109.5
H2BA C2B H2BC 109.5
H2BB C2B H2BC 109.5
C1B C3B H3BA 109.5
C1B C3B H3BB 109.5
H3BA C3B H3BB 109.5
C1B C3B H3BC 109.5
H3BA C3B H3BC 109.5
H3BB C3B H3BC 109.5
C1B C4B H4BA 109.5
C1B C4B H4BB 109.5
H4BA C4B H4BB 109.5
C1B C4B H4BC 109.5
H4BA C4B H4BC 109.5
H4BB C4B H4BC 109.5
O2B C5B N1B 124.1(7)
O2B C5B O1B 124.4(8)
N1B C5B O1B 111.5(8)
N1B C6B C7B 110.4(6)
N1B C6B C11B 108.2(6)
C7B C6B C11B 111.2(6)
N1B C6B H6B 109.0
C7B C6B H6B 109.0
C11B C6B H6B 109.0
C8B C7B C6B 116.6(7)
C8B C7B H7BA 108.1
C6B C7B H7BA 108.1
C8B C7B H7BB 108.1
C6B C7B H7BB 108.1
H7BA C7B H7BB 107.3
C9B C8B C7B 111.8(7)
C9B C8B C10B 109.8(7)
C7B C8B C10B 112.4(7)
C9B C8B H8B 107.6
C7B C8B H8B 107.6
C10B C8B H8B 107.6
C8B C9B H9BA 109.5
C8B C9B H9BB 109.5
H9BA C9B H9BB 109.5
C8B C9B H9BC 109.5
H9BA C9B H9BC 109.5
H9BB C9B H9BC 109.5
C8B C10B H10D 109.5
C8B C10B H10E 109.5
H10D C10B H10E 109.5
C8B C10B H10F 109.5
H10D C10B H10F 109.5
H10E C10B H10F 109.5
O3B C11B N2B 125.4(7)
O3B C11B C6B 121.0(7)
N2B C11B C6B 113.6(7)
N3B C12B C13B 112.5(7)
N3B C12B H12C 109.1
C13B C12B H12C 109.1
N3B C12B H12D 109.1
C13B C12B H12D 109.1
H12C C12B H12D 107.8
C14B C13B C18B 118.4(9)
C14B C13B C12B 121.1(8)
C18B C13B C12B 120.4(8)
C13B C14B C15B 120.1(9)
C13B C14B H14B 119.9
C15B C14B H14B 119.9
C14B C15B C16B 120.2(10)
C14B C15B H15B 119.9
C16B C15B H15B 119.9
C17B C16B C15B 119.9(10)
C17B C16B H16B 120.1
C15B C16B H16B 120.1
C16B C17B C18B 120.0(10)
C16B C17B H17B 120.0
C18B C17B H17B 120.0
C17B C18B C13B 121.3(10)
C17B C18B H18B 119.4
C13B C18B H18B 119.4
C21B C19B C20B 109.2(8)
C21B C19B N3B 108.9(7)
C20B C19B N3B 114.2(8)
C21B C19B H19B 108.1
C20B C19B H19B 108.1
N3B C19B H19B 108.1
C19B C20B H20D 109.5
C19B C20B H20E 109.5
H20D C20B H20E 109.5
C19B C20B H20F 109.5
H20D C20B H20F 109.5
H20E C20B H20F 109.5
O4B C21B O5B 119.9(11)
O4B C21B C19B 117.3(13)
O5B C21B C19B 121.9(10)
O5B C22B H22D 109.5
O5B C22B H22E 109.5
H22D C22B H22E 109.5
O5B C22B H22F 109.5
H22D C22B H22F 109.5
H22E C22B H22F 109.5
C5C O1C C1C 121.0(7)
C21C O5C C22C 116.9(8)
C5C N1C C6C 121.4(7)
C5C N1C H1C 119.3
C6C N1C H1C 119.3
C11C N2C N3C 120.4(6)
C11C N2C H2C 119.8
N3C N2C H2C 119.8
N2C N3C C12C 108.4(6)
N2C N3C C19C 110.9(6)
C12C N3C C19C 110.2(7)
O1C C1C C2C 109.6(7)
O1C C1C C4C 102.1(7)
C2C C1C C4C 111.6(8)
O1C C1C C3C 109.6(6)
C2C C1C C3C 112.5(8)
C4C C1C C3C 111.0(7)
C1C C2C H2CA 109.5
C1C C2C H2CB 109.5
H2CA C2C H2CB 109.5
C1C C2C H2CC 109.5
H2CA C2C H2CC 109.5
H2CB C2C H2CC 109.5
C1C C3C H3CA 109.5
C1C C3C H3CB 109.5
H3CA C3C H3CB 109.5
C1C C3C H3CC 109.5
H3CA C3C H3CC 109.5
H3CB C3C H3CC 109.5
C1C C4C H4CA 109.5
C1C C4C H4CB 109.5
H4CA C4C H4CB 109.5
C1C C4C H4CC 109.5
H4CA C4C H4CC 109.5
H4CB C4C H4CC 109.5
O2C C5C N1C 124.1(7)
O2C C5C O1C 124.6(8)
N1C C5C O1C 111.3(7)
N1C C6C C7C 109.5(6)
N1C C6C C11C 109.3(6)
C7C C6C C11C 110.8(6)
N1C C6C H6C 109.1
C7C C6C H6C 109.1
C11C C6C H6C 109.1
C8C C7C C6C 115.6(7)
C8C C7C H7CA 108.4
C6C C7C H7CA 108.4
C8C C7C H7CB 108.4
C6C C7C H7CB 108.4
H7CA C7C H7CB 107.5
C7C C8C C10C 111.7(7)
C7C C8C C9C 109.6(8)
C10C C8C C9C 110.4(7)
C7C C8C H8C 108.3
C10C C8C H8C 108.3
C9C C8C H8C 108.3
C8C C9C H9CA 109.5
C8C C9C H9CB 109.5
H9CA C9C H9CB 109.5
C8C C9C H9CC 109.5
H9CA C9C H9CC 109.5
H9CB C9C H9CC 109.5
C8C C10C H10G 109.5
C8C C10C H10H 109.5
H10G C10C H10H 109.5
C8C C10C H10I 109.5
H10G C10C H10I 109.5
H10H C10C H10I 109.5
O3C C11C N2C 124.6(7)
O3C C11C C6C 122.0(7)
N2C C11C C6C 113.4(7)
N3C C12C C13C 112.2(7)
N3C C12C H12E 109.2
C13C C12C H12E 109.2
N3C C12C H12F 109.2
C13C C12C H12F 109.2
H12E C12C H12F 107.9
C14C C13C C18C 119.7(10)
C14C C13C C12C 118.5(9)
C18C C13C C12C 121.8(8)
C13C C14C C15C 119.0(10)
C13C C14C H14C 120.5
C15C C14C H14C 120.5
C16C C15C C14C 121.9(10)
C16C C15C H15C 119.1
C14C C15C H15C 119.1
C17C C16C C15C 118.3(11)
C17C C16C H16C 120.9
C15C C16C H16C 120.9
C16C C17C C18C 120.8(10)
C16C C17C H17C 119.6
C18C C17C H17C 119.6
C13C C18C C17C 120.4(9)
C13C C18C H18C 119.8
C17C C18C H18C 119.8
N3C C19C C21C 108.0(8)
N3C C19C C20C 112.7(7)
C21C C19C C20C 109.8(8)
N3C C19C H19C 108.7
C21C C19C H19C 108.7
C20C C19C H19C 108.7
C19C C20C H20G 109.5
C19C C20C H20H 109.5
H20G C20C H20H 109.5
C19C C20C H20I 109.5
H20G C20C H20I 109.5
H20H C20C H20I 109.5
O4C C21C O5C 123.4(9)
O4C C21C C19C 122.2(10)
O5C C21C C19C 114.4(8)
O5C C22C H22G 109.5
O5C C22C H22H 109.5
H22G C22C H22H 109.5
O5C C22C H22I 109.5
H22G C22C H22I 109.5
H22H C22C H22I 109.5
C5D O1D C1D 121.1(7)
C21D O5D C22D 115.0(7)
C5D N1D C6D 118.8(7)
C5D N1D H1D 120.6
C6D N1D H1D 120.6
C11D N2D N3D 121.3(6)
C11D N2D H2D 119.4
N3D N2D H2D 119.4
N2D N3D C19D 109.5(5)
N2D N3D C12D 108.0(5)
C19D N3D C12D 109.9(6)
O1D C1D C3D 110.9(7)
O1D C1D C4D 109.6(6)
C3D C1D C4D 112.2(8)
O1D C1D C2D 102.8(7)
C3D C1D C2D 109.8(7)
C4D C1D C2D 111.3(8)
C1D C2D H2DA 109.5
C1D C2D H2DB 109.5
H2DA C2D H2DB 109.5
C1D C2D H2DC 109.5
H2DA C2D H2DC 109.5
H2DB C2D H2DC 109.5
C1D C3D H3DA 109.5
C1D C3D H3DB 109.5
H3DA C3D H3DB 109.5
C1D C3D H3DC 109.5
H3DA C3D H3DC 109.5
H3DB C3D H3DC 109.5
C1D C4D H4DA 109.5
C1D C4D H4DB 109.5
H4DA C4D H4DB 109.5
C1D C4D H4DC 109.5
H4DA C4D H4DC 109.5
H4DB C4D H4DC 109.5
O2D C5D N1D 125.1(7)
O2D C5D O1D 124.0(8)
N1D C5D O1D 110.9(8)
N1D C6D C11D 109.5(6)
N1D C6D C7D 110.6(6)
C11D C6D C7D 109.3(6)
N1D C6D H6D 109.1
C11D C6D H6D 109.1
C7D C6D H6D 109.1
C8D C7D C6D 117.6(7)
C8D C7D H7DA 107.9
C6D C7D H7DA 107.9
C8D C7D H7DB 107.9
C6D C7D H7DB 107.9
H7DA C7D H7DB 107.2
C7D C8D C9D 111.5(8)
C7D C8D C10D 111.1(8)
C9D C8D C10D 110.0(8)
C7D C8D H8D 108.0
C9D C8D H8D 108.0
C10D C8D H8D 108.0
C8D C9D H9DA 109.5
C8D C9D H9DB 109.5
H9DA C9D H9DB 109.5
C8D C9D H9DC 109.5
H9DA C9D H9DC 109.5
H9DB C9D H9DC 109.5
C8D C10D H10J 109.5
C8D C10D H10K 109.5
H10J C10D H10K 109.5
C8D C10D H10L 109.5
H10J C10D H10L 109.5
H10K C10D H10L 109.5
O3D C11D N2D 125.5(6)
O3D C11D C6D 121.6(7)
N2D C11D C6D 112.8(7)
C13D C12D N3D 112.4(7)
C13D C12D H12G 109.1
N3D C12D H12G 109.1
C13D C12D H12H 109.1
N3D C12D H12H 109.1
H12G C12D H12H 107.9
C14D C13D C18D 117.6(9)
C14D C13D C12D 124.1(7)
C18D C13D C12D 118.4(9)
C13D C14D C15D 122.3(9)
C13D C14D H14D 118.9
C15D C14D H14D 118.9
C16D C15D C14D 120.8(10)
C16D C15D H15D 119.6
C14D C15D H15D 119.6
C15D C16D C17D 119.0(11)
C15D C16D H16D 120.5
C17D C16D H16D 120.5
C16D C17D C18D 120.9(11)
C16D C17D H17D 119.5
C18D C17D H17D 119.5
C13D C18D C17D 119.2(11)
C13D C18D H18D 120.4
C17D C18D H18D 120.4
N3D C19D C20D 111.8(6)
N3D C19D C21D 107.7(6)
C20D C19D C21D 110.0(6)
N3D C19D H19D 109.1
C20D C19D H19D 109.1
C21D C19D H19D 109.1
C19D C20D H20J 109.5
C19D C20D H20K 109.5
H20J C20D H20K 109.5
C19D C20D H20L 109.5
H20J C20D H20L 109.5
H20K C20D H20L 109.5
O4D C21D O5D 123.8(7)
O4D C21D C19D 127.0(8)
O5D C21D C19D 109.3(7)
O5D C22D H22J 109.5
O5D C22D H22K 109.5
H22J C22D H22K 109.5
O5D C22D H22L 109.5
H22J C22D H22L 109.5
H22K C22D H22L 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1A C5A 1.352(9)
O1A C1A 1.484(9)
O2A C5A 1.208(9)
O3A C11A 1.240(9)
O4A C21A 1.197(11)
O5A C21A 1.329(12)
O5A C22A 1.480(11)
N1A C5A 1.351(9)
N1A C6A 1.458(8)
N1A H1A 0.8800
N2A C11A 1.333(9)
N2A N3A 1.405(8)
N2A H2A 0.8800
N3A C19A 1.472(9)
N3A C12A 1.487(9)
C1A C2A 1.511(11)
C1A C4A 1.520(12)
C1A C3A 1.521(12)
C2A H2AA 0.9800
C2A H2AB 0.9800
C2A H2AC 0.9800
C3A H3AA 0.9800
C3A H3AB 0.9800
C3A H3AC 0.9800
C4A H4AA 0.9800
C4A H4AB 0.9800
C4A H4AC 0.9800
C6A C7A 1.511(10)
C6A C11A 1.524(10)
C6A H6A 1.0000
C7A C8A 1.509(11)
C7A H7AA 0.9900
C7A H7AB 0.9900
C8A C10A 1.513(12)
C8A C9A 1.526(12)
C8A H8A 1.0000
C9A H9AA 0.9800
C9A H9AB 0.9800
C9A H9AC 0.9800
C10A H10A 0.9800
C10A H10B 0.9800
C10A H10C 0.9800
C12A C13A 1.510(11)
C12A H12A 0.9900
C12A H12B 0.9900
C13A C18A 1.323(12)
C13A C14A 1.340(14)
C14A C15A 1.377(17)
C14A H14A 0.9500
C15A C16A 1.362(19)
C15A H15A 0.9500
C16A C17A 1.357(17)
C16A H16A 0.9500
C17A C18A 1.341(15)
C17A H17A 0.9500
C18A H18A 0.9500
C19A C20A 1.483(11)
C19A C21A 1.514(13)
C19A H19A 1.0000
C20A H20A 0.9800
C20A H20B 0.9800
C20A H20C 0.9800
C22A H22A 0.9800
C22A H22B 0.9800
C22A H22C 0.9800
O1B C5B 1.342(9)
O1B C1B 1.449(9)
O2B C5B 1.228(9)
O3B C11B 1.224(9)
O4B C21B 1.165(13)
O5B C21B 1.212(12)
O5B C22B 1.447(11)
N1B C5B 1.329(10)
N1B C6B 1.456(9)
N1B H1B 0.8800
N2B C11B 1.331(9)
N2B N3B 1.412(8)
N2B H2B 0.8800
N3B C12B 1.484(9)
N3B C19B 1.488(10)
C1B C4B 1.488(15)
C1B C2B 1.525(12)
C1B C3B 1.536(15)
C2B H2BA 0.9800
C2B H2BB 0.9800
C2B H2BC 0.9800
C3B H3BA 0.9800
C3B H3BB 0.9800
C3B H3BC 0.9800
C4B H4BA 0.9800
C4B H4BB 0.9800
C4B H4BC 0.9800
C6B C7B 1.519(11)
C6B C11B 1.531(10)
C6B H6B 1.0000
C7B C8B 1.514(10)
C7B H7BA 0.9900
C7B H7BB 0.9900
C8B C9B 1.503(11)
C8B C10B 1.547(11)
C8B H8B 1.0000
C9B H9BA 0.9800
C9B H9BB 0.9800
C9B H9BC 0.9800
C10B H10D 0.9800
C10B H10E 0.9800
C10B H10F 0.9800
C12B C13B 1.510(11)
C12B H12C 0.9900
C12B H12D 0.9900
C13B C14B 1.377(11)
C13B C18B 1.394(12)
C14B C15B 1.380(12)
C14B H14B 0.9500
C15B C16B 1.389(13)
C15B H15B 0.9500
C16B C17B 1.359(14)
C16B H16B 0.9500
C17B C18B 1.366(13)
C17B H17B 0.9500
C18B H18B 0.9500
C19B C21B 1.477(14)
C19B C20B 1.480(12)
C19B H19B 1.0000
C20B H20D 0.9800
C20B H20E 0.9800
C20B H20F 0.9800
C22B H22D 0.9800
C22B H22E 0.9800
C22B H22F 0.9800
O1C C5C 1.336(8)
O1C C1C 1.478(9)
O2C C5C 1.219(9)
O3C C11C 1.226(9)
O4C C21C 1.227(11)
O5C C21C 1.315(11)
O5C C22C 1.446(10)
N1C C5C 1.322(9)
N1C C6C 1.447(8)
N1C H1C 0.8800
N2C C11C 1.353(9)
N2C N3C 1.409(8)
N2C H2C 0.8800
N3C C12C 1.473(10)
N3C C19C 1.483(11)
C1C C2C 1.504(13)
C1C C4C 1.512(12)
C1C C3C 1.512(11)
C2C H2CA 0.9800
C2C H2CB 0.9800
C2C H2CC 0.9800
C3C H3CA 0.9800
C3C H3CB 0.9800
C3C H3CC 0.9800
C4C H4CA 0.9800
C4C H4CB 0.9800
C4C H4CC 0.9800
C6C C7C 1.518(10)
C6C C11C 1.536(10)
C6C H6C 1.0000
C7C C8C 1.514(11)
C7C H7CA 0.9900
C7C H7CB 0.9900
C8C C10C 1.516(12)
C8C C9C 1.536(12)
C8C H8C 1.0000
C9C H9CA 0.9800
C9C H9CB 0.9800
C9C H9CC 0.9800
C10C H10G 0.9800
C10C H10H 0.9800
C10C H10I 0.9800
C12C C13C 1.494(13)
C12C H12E 0.9900
C12C H12F 0.9900
C13C C14C 1.376(12)
C13C C18C 1.390(12)
C14C C15C 1.399(14)
C14C H14C 0.9500
C15C C16C 1.397(14)
C15C H15C 0.9500
C16C C17C 1.361(12)
C16C H16C 0.9500
C17C C18C 1.403(13)
C17C H17C 0.9500
C18C H18C 0.9500
C19C C21C 1.501(13)
C19C C20C 1.509(12)
C19C H19C 1.0000
C20C H20G 0.9800
C20C H20H 0.9800
C20C H20I 0.9800
C22C H22G 0.9800
C22C H22H 0.9800
C22C H22I 0.9800
O1D C5D 1.341(9)
O1D C1D 1.479(9)
O2D C5D 1.225(9)
O3D C11D 1.229(8)
O4D C21D 1.196(9)
O5D C21D 1.336(9)
O5D C22D 1.465(9)
N1D C5D 1.337(10)
N1D C6D 1.455(9)
N1D H1D 0.8800
N2D C11D 1.338(9)
N2D N3D 1.411(7)
N2D H2D 0.8800
N3D C19D 1.486(9)
N3D C12D 1.491(9)
C1D C3D 1.512(12)
C1D C4D 1.521(12)
C1D C2D 1.523(11)
C2D H2DA 0.9800
C2D H2DB 0.9800
C2D H2DC 0.9800
C3D H3DA 0.9800
C3D H3DB 0.9800
C3D H3DC 0.9800
C4D H4DA 0.9800
C4D H4DB 0.9800
C4D H4DC 0.9800
C6D C11D 1.522(9)
C6D C7D 1.529(10)
C6D H6D 1.0000
C7D C8D 1.495(11)
C7D H7DA 0.9900
C7D H7DB 0.9900
C8D C9D 1.521(12)
C8D C10D 1.536(13)
C8D H8D 1.0000
C9D H9DA 0.9800
C9D H9DB 0.9800
C9D H9DC 0.9800
C10D H10J 0.9800
C10D H10K 0.9800
C10D H10L 0.9800
C12D C13D 1.481(11)
C12D H12G 0.9900
C12D H12H 0.9900
C13D C14D 1.361(11)
C13D C18D 1.393(12)
C14D C15D 1.372(11)
C14D H14D 0.9500
C15D C16D 1.349(13)
C15D H15D 0.9500
C16D C17D 1.357(16)
C16D H16D 0.9500
C17D C18D 1.411(16)
C17D H17D 0.9500
C18D H18D 0.9500
C19D C20D 1.506(10)
C19D C21D 1.514(10)
C19D H19D 1.0000
C20D H20J 0.9800
C20D H20K 0.9800
C20D H20L 0.9800
C22D H22J 0.9800
C22D H22K 0.9800
C22D H22L 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C11A N2A N3A C19A 111.0(8)
C11A N2A N3A C12A -125.7(7)
C5A O1A C1A C2A -176.5(7)
C5A O1A C1A C4A 65.8(9)
C5A O1A C1A C3A -58.4(9)
C6A N1A C5A O2A 0.5(11)
C6A N1A C5A O1A 180.0(6)
C1A O1A C5A O2A 6.6(11)
C1A O1A C5A N1A -172.9(6)
C5A N1A C6A C7A 167.7(6)
C5A N1A C6A C11A -69.9(9)
N1A C6A C7A C8A -75.4(8)
C11A C6A C7A C8A 161.8(7)
C6A C7A C8A C10A -80.3(8)
C6A C7A C8A C9A 156.4(8)
N3A N2A C11A O3A -7.6(11)
N3A N2A C11A C6A 170.7(5)
N1A C6A C11A O3A -61.9(9)
C7A C6A C11A O3A 60.2(9)
N1A C6A C11A N2A 119.8(7)
C7A C6A C11A N2A -118.2(7)
N2A N3A C12A C13A 59.1(8)
C19A N3A C12A C13A -177.3(7)
N3A C12A C13A C18A -112.2(10)
N3A C12A C13A C14A 65.3(13)
C18A C13A C14A C15A 0(2)
C12A C13A C14A C15A -177.8(15)
C13A C14A C15A C16A -2(3)
C14A C15A C16A C17A 2(3)
C15A C16A C17A C18A 0(2)
C14A C13A C18A C17A 2.7(17)
C12A C13A C18A C17A -179.7(10)
C16A C17A C18A C13A -2.9(19)
N2A N3A C19A C20A -50.2(10)
C12A N3A C19A C20A -172.0(8)
N2A N3A C19A C21A -174.3(7)
C12A N3A C19A C21A 63.9(9)
C22A O5A C21A O4A -1.6(14)
C22A O5A C21A C19A 174.4(8)
N3A C19A C21A O4A -138.1(9)
C20A C19A C21A O4A 96.0(12)
N3A C19A C21A O5A 46.0(10)
C20A C19A C21A O5A -79.9(10)
C11B N2B N3B C12B -131.0(7)
C11B N2B N3B C19B 106.3(8)
C5B O1B C1B C4B 66.8(11)
C5B O1B C1B C2B -175.2(8)
C5B O1B C1B C3B -57.6(10)
C6B N1B C5B O2B -7.3(13)
C6B N1B C5B O1B 171.7(6)
C1B O1B C5B O2B -15.8(12)
C1B O1B C5B N1B 165.2(8)
C5B N1B C6B C7B 157.4(7)
C5B N1B C6B C11B -80.7(9)
N1B C6B C7B C8B 178.1(7)
C11B C6B C7B C8B 58.0(9)
C6B C7B C8B C9B -178.2(7)
C6B C7B C8B C10B 57.8(9)
N3B N2B C11B O3B 0.4(11)
N3B N2B C11B C6B -179.0(6)
N1B C6B C11B O3B -61.2(9)
C7B C6B C11B O3B 60.1(9)
N1B C6B C11B N2B 118.2(7)
C7B C6B C11B N2B -120.5(7)
N2B N3B C12B C13B 61.1(8)
C19B N3B C12B C13B -175.8(7)
N3B C12B C13B C14B 45.3(10)
N3B C12B C13B C18B -133.9(8)
C18B C13B C14B C15B -1.8(12)
C12B C13B C14B C15B 178.9(7)
C13B C14B C15B C16B 0.9(13)
C14B C15B C16B C17B -0.5(14)
C15B C16B C17B C18B 1.0(15)
C16B C17B C18B C13B -2.0(14)
C14B C13B C18B C17B 2.4(12)
C12B C13B C18B C17B -178.4(8)
N2B N3B C19B C21B -159.6(8)
C12B N3B C19B C21B 78.2(10)
N2B N3B C19B C20B -37.3(10)
C12B N3B C19B C20B -159.5(8)
C22B O5B C21B O4B -12(2)
C22B O5B C21B C19B 178.9(9)
C20B C19B C21B O4B 84.2(17)
N3B C19B C21B O4B -150.5(14)
C20B C19B C21B O5B -106.8(13)
N3B C19B C21B O5B 18.5(15)
C11C N2C N3C C12C -131.6(7)
C11C N2C N3C C19C 107.4(8)
C5C O1C C1C C2C -62.5(9)
C5C O1C C1C C4C 179.1(7)
C5C O1C C1C C3C 61.4(10)
C6C N1C C5C O2C -2.6(11)
C6C N1C C5C O1C 177.1(5)
C1C O1C C5C O2C 4.3(11)
C1C O1C C5C N1C -175.4(6)
C5C N1C C6C C7C 161.6(6)
C5C N1C C6C C11C -76.8(9)
N1C C6C C7C C8C 178.4(6)
C11C C6C C7C C8C 57.7(9)
C6C C7C C8C C10C 60.1(9)
C6C C7C C8C C9C -177.1(7)
N3C N2C C11C O3C -4.0(11)
N3C N2C C11C C6C 176.7(6)
N1C C6C C11C O3C -64.4(9)
C7C C6C C11C O3C 56.3(9)
N1C C6C C11C N2C 114.8(7)
C7C C6C C11C N2C -124.5(7)
N2C N3C C12C C13C 66.4(8)
C19C N3C C12C C13C -172.2(7)
N3C C12C C13C C14C -141.3(7)
N3C C12C C13C C18C 39.0(10)
C18C C13C C14C C15C 0.3(13)
C12C C13C C14C C15C -179.3(8)
C13C C14C C15C C16C -0.2(14)
C14C C15C C16C C17C -0.4(14)
C15C C16C C17C C18C 0.8(13)
C14C C13C C18C C17C 0.1(12)
C12C C13C C18C C17C 179.7(7)
C16C C17C C18C C13C -0.6(13)
N2C N3C C19C C21C -172.7(7)
C12C N3C C19C C21C 67.3(9)
N2C N3C C19C C20C -51.2(9)
C12C N3C C19C C20C -171.2(7)
C22C O5C C21C O4C 3.0(16)
C22C O5C C21C C19C -178.9(9)
N3C C19C C21C O4C -136.4(11)
C20C C19C C21C O4C 100.2(12)
N3C C19C C21C O5C 45.4(12)
C20C C19C C21C O5C -77.9(11)
C11D N2D N3D C19D 114.8(7)
C11D N2D N3D C12D -125.5(7)
C5D O1D C1D C3D -61.7(9)
C5D O1D C1D C4D 62.7(10)
C5D O1D C1D C2D -179.0(7)
C6D N1D C5D O2D -9.4(11)
C6D N1D C5D O1D 171.8(6)
C1D O1D C5D O2D 2.7(11)
C1D O1D C5D N1D -178.5(6)
C5D N1D C6D C11D -72.0(8)
C5D N1D C6D C7D 167.5(7)
N1D C6D C7D C8D -74.4(9)
C11D C6D C7D C8D 164.9(8)
C6D C7D C8D C9D 163.5(8)
C6D C7D C8D C10D -73.4(10)
N3D N2D C11D O3D -5.3(10)
N3D N2D C11D C6D 172.9(5)
N1D C6D C11D O3D -57.9(9)
C7D C6D C11D O3D 63.4(9)
N1D C6D C11D N2D 123.7(7)
C7D C6D C11D N2D -115.0(7)
N2D N3D C12D C13D 57.5(8)
C19D N3D C12D C13D 176.9(6)
N3D C12D C13D C14D 39.2(10)
N3D C12D C13D C18D -142.5(10)
C18D C13D C14D C15D 2.4(13)
C12D C13D C14D C15D -179.4(7)
C13D C14D C15D C16D -1.3(14)
C14D C15D C16D C17D -2.6(19)
C15D C16D C17D C18D 5(2)
C14D C13D C18D C17D 0.3(19)
C12D C13D C18D C17D -178.0(12)
C16D C17D C18D C13D -4(2)
N2D N3D C19D C20D -58.3(8)
C12D N3D C19D C20D -176.8(6)
N2D N3D C19D C21D -179.2(6)
C12D N3D C19D C21D 62.3(8)
C22D O5D C21D O4D -0.2(10)
C22D O5D C21D C19D -179.5(6)
N3D C19D C21D O4D 41.5(10)
C20D C19D C21D O4D -80.5(9)
N3D C19D C21D O5D -139.3(6)
C20D C19D C21D O5D 98.7(8)
