#------------------------------------------------------------------------------
#$Date: 2020-08-12 10:26:27 +0300 (Wed, 12 Aug 2020) $
#$Revision: 255262 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/71/4037191.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_4037191
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         421.53
_chemical_melting_point          382
_chemical_name_systematic        '1:1[α/α-Nα-Bn-hydrazino] ester (R/S)'
_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/cc1kl8w9
_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                   12.1590(2)
_cell_length_b                   21.3910(4)
_cell_length_c                   38.1880(4)
_cell_measurement_reflns_used    13882
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      58.6350
_cell_measurement_theta_min      3.0890
_cell_volume                     9932.4(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'CCDC Mercury'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      110(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4508
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.868
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.868
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            59218
_diffrn_reflns_point_group_measured_fraction_full 0.859
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         62.242
_diffrn_reflns_theta_min         3.102
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82896
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
;
 Flack x determined using 3589 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1109
_refine_ls_number_reflns         15461
_refine_ls_number_restraints     1004
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1308
_refine_ls_R_factor_gt           0.0956
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1446P)²+6.8498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2498
_refine_ls_wR_factor_ref         0.2800
_reflns_Friedel_coverage         0.809
_reflns_Friedel_fraction_full    0.848
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                10451
_reflns_number_total             15461
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo6b01680_si_002.cif
_cod_data_source_block           er62_pur
_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               4037191
_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 0.1139(7) 0.6116(3) 0.93700(15) 0.095(2) Uani 1 1 d . U
O2A O 0.2211(7) 0.5687(3) 0.89435(14) 0.093(2) Uani 1 1 d . U
O3A O 0.4085(6) 0.4850(4) 0.96222(15) 0.100(2) Uani 1 1 d . U
O4A O 0.7527(11) 0.5467(5) 0.8597(3) 0.156(4) Uani 1 1 d . U
O5A O 0.7340(9) 0.5205(5) 0.9169(2) 0.148(4) Uani 1 1 d . U
N1A N 0.1798(6) 0.5164(3) 0.94378(16) 0.0706(18) Uani 1 1 d . U
H1A H 0.1452 0.5172 0.9640 0.085 Uiso 1 1 calc R U
N2A N 0.4189(7) 0.4683(3) 0.90364(16) 0.0765(19) Uani 1 1 d . U
H2A H 0.3808 0.4637 0.8842 0.092 Uiso 1 1 calc R U
N3A N 0.5350(8) 0.4708(4) 0.90106(18) 0.085(2) Uani 1 1 d . U
C1A C 0.1117(13) 0.6745(5) 0.9191(3) 0.107(3) Uani 1 1 d . U
C2A C 0.0255(13) 0.7072(6) 0.9424(3) 0.122(4) Uani 1 1 d . U
H2AA H 0.0083 0.7484 0.9326 0.183 Uiso 1 1 calc R U
H2AB H 0.0551 0.7123 0.9661 0.183 Uiso 1 1 calc R U
H2AC H -0.0415 0.6819 0.9433 0.183 Uiso 1 1 calc R U
C3A C 0.0654(14) 0.6692(6) 0.8828(3) 0.133(5) Uani 1 1 d . U
H3AA H 0.0358 0.7098 0.8756 0.200 Uiso 1 1 calc R U
H3AB H 0.0065 0.6380 0.8826 0.200 Uiso 1 1 calc R U
H3AC H 0.1237 0.6565 0.8666 0.200 Uiso 1 1 calc R U
C4A C 0.2237(13) 0.7019(5) 0.9205(4) 0.121(4) Uani 1 1 d . U
H4AA H 0.2745 0.6758 0.9069 0.182 Uiso 1 1 calc R U
H4AB H 0.2485 0.7039 0.9449 0.182 Uiso 1 1 calc R U
H4AC H 0.2222 0.7442 0.9106 0.182 Uiso 1 1 calc R U
C5A C 0.1766(9) 0.5660(4) 0.9227(2) 0.079(3) Uani 1 1 d . U
C6A C 0.2411(8) 0.4604(4) 0.93311(18) 0.071(2) Uani 1 1 d . U
H6A H 0.2208 0.4502 0.9084 0.085 Uiso 1 1 calc R U
C7A C 0.2097(10) 0.4060(4) 0.9557(2) 0.086(3) Uani 1 1 d . U
H7AA H 0.2655 0.3728 0.9526 0.103 Uiso 1 1 calc R U
H7AB H 0.2132 0.4196 0.9805 0.103 Uiso 1 1 calc R U
C8A C 0.0995(14) 0.3782(6) 0.9495(3) 0.123(4) Uani 1 1 d . U
H8A H 0.0467 0.4125 0.9437 0.148 Uiso 1 1 calc R U
C9A C 0.1104(17) 0.3336(6) 0.9164(3) 0.160(7) Uani 1 1 d . U
H9AA H 0.0409 0.3114 0.9127 0.240 Uiso 1 1 calc R U
H9AB H 0.1695 0.3034 0.9204 0.240 Uiso 1 1 calc R U
H9AC H 0.1274 0.3587 0.8956 0.240 Uiso 1 1 calc R U
C10A C 0.0538(19) 0.3405(9) 0.9808(4) 0.186(8) Uani 1 1 d . U
H10A H 0.0290 0.3694 0.9990 0.280 Uiso 1 1 calc R U
H10B H 0.1117 0.3134 0.9901 0.280 Uiso 1 1 calc R U
H10C H -0.0083 0.3148 0.9729 0.280 Uiso 1 1 calc R U
C11A C 0.3630(8) 0.4727(4) 0.9344(2) 0.075(2) Uani 1 1 d . U
C12A C 0.5717(10) 0.4134(4) 0.8843(2) 0.088(3) Uani 1 1 d . U
H12A H 0.5402 0.4109 0.8604 0.106 Uiso 1 1 calc R U
H12B H 0.6529 0.4139 0.8821 0.106 Uiso 1 1 calc R U
C13A C 0.5383(10) 0.3588(5) 0.9043(3) 0.093(3) Uani 1 1 d . U
C14A C 0.5724(18) 0.3483(8) 0.9365(5) 0.188(8) Uani 1 1 d . U
H14A H 0.6205 0.3778 0.9470 0.226 Uiso 1 1 calc R U
C15A C 0.542(2) 0.2967(9) 0.9557(6) 0.204(9) Uani 1 1 d . U
H15A H 0.5672 0.2908 0.9790 0.245 Uiso 1 1 calc R U
C16A C 0.4746(15) 0.2548(7) 0.9403(5) 0.151(6) Uani 1 1 d . U
H16A H 0.4533 0.2177 0.9521 0.181 Uiso 1 1 calc R U
C17A C 0.4386(19) 0.2668(8) 0.9078(4) 0.167(6) Uani 1 1 d . U
H17A H 0.3911 0.2376 0.8967 0.200 Uiso 1 1 calc R U
C18A C 0.4671(14) 0.3177(6) 0.8908(4) 0.130(4) Uani 1 1 d . U
H18A H 0.4363 0.3254 0.8683 0.156 Uiso 1 1 calc R U
C19A C 0.5682(12) 0.5278(5) 0.8827(3) 0.103(3) Uani 1 1 d . U
H19A H 0.5456 0.5240 0.8576 0.124 Uiso 1 1 calc R U
C20A C 0.5195(12) 0.5865(5) 0.8973(3) 0.112(4) Uani 1 1 d . U
H20A H 0.5491 0.6227 0.8846 0.168 Uiso 1 1 calc R U
H20B H 0.5383 0.5901 0.9222 0.168 Uiso 1 1 calc R U
H20C H 0.4394 0.5854 0.8946 0.168 Uiso 1 1 calc R U
C21A C 0.6978(13) 0.5333(6) 0.8843(3) 0.115(3) Uani 1 1 d . U
C22A C 0.8525(17) 0.5359(13) 0.9191(5) 0.230(11) Uani 1 1 d . U
H22A H 0.8953 0.5041 0.9066 0.345 Uiso 1 1 calc R U
H22B H 0.8752 0.5370 0.9437 0.345 Uiso 1 1 calc R U
H22C H 0.8656 0.5769 0.9084 0.345 Uiso 1 1 calc R U
O1B O 0.3007(7) 0.6276(3) 0.81826(14) 0.092(2) Uani 1 1 d . U
O2B O 0.2772(7) 0.5658(3) 0.77085(13) 0.089(2) Uani 1 1 d . U
O3B O 0.2911(6) 0.4222(3) 0.84385(13) 0.0787(17) Uani 1 1 d . U
O4B O 0.6232(11) 0.3382(5) 0.7524(3) 0.180(5) Uani 1 1 d . U
O5B O 0.5544(7) 0.3194(4) 0.8046(2) 0.117(3) Uani 1 1 d . U
N1B N 0.2011(7) 0.5427(3) 0.82246(16) 0.080(2) Uani 1 1 d . U
H1B H 0.1868 0.5564 0.8437 0.096 Uiso 1 1 calc R U
N2B N 0.2791(6) 0.4073(3) 0.78502(15) 0.0670(17) Uani 1 1 d . U
H2B H 0.2458 0.4179 0.7654 0.080 Uiso 1 1 calc R U
N3B N 0.3634(7) 0.3619(3) 0.78430(16) 0.0741(18) Uani 1 1 d . U
C1B C 0.3503(15) 0.6793(5) 0.7990(3) 0.123(4) Uani 1 1 d . U
C2B C 0.3689(16) 0.7275(5) 0.8280(3) 0.142(6) Uani 1 1 d . U
H2BA H 0.3871 0.7680 0.8176 0.214 Uiso 1 1 calc R U
H2BB H 0.4297 0.7137 0.8430 0.214 Uiso 1 1 calc R U
H2BC H 0.3019 0.7315 0.8421 0.214 Uiso 1 1 calc R U
C3B C 0.2591(18) 0.7048(5) 0.7742(3) 0.164(6) Uani 1 1 d . U
H3BA H 0.2789 0.7469 0.7663 0.246 Uiso 1 1 calc R U
H3BB H 0.1889 0.7063 0.7868 0.246 Uiso 1 1 calc R U
H3BC H 0.2520 0.6771 0.7538 0.246 Uiso 1 1 calc R U
C4B C 0.4507(16) 0.6582(8) 0.7822(4) 0.170(6) Uani 1 1 d . U
H4BA H 0.4332 0.6261 0.7648 0.255 Uiso 1 1 calc R U
H4BB H 0.5004 0.6407 0.7999 0.255 Uiso 1 1 calc R U
H4BC H 0.4866 0.6937 0.7706 0.255 Uiso 1 1 calc R U
C5B C 0.2592(9) 0.5780(4) 0.8011(2) 0.078(3) Uani 1 1 d . U
C6B C 0.1596(8) 0.4815(4) 0.81166(19) 0.069(2) Uani 1 1 d . U
H6B H 0.1368 0.4838 0.7865 0.083 Uiso 1 1 calc R U
C7B C 0.0560(9) 0.4645(5) 0.8345(2) 0.083(2) Uani 1 1 d . U
H7BA H 0.0784 0.4651 0.8594 0.100 Uiso 1 1 calc R U
H7BB H 0.0007 0.4980 0.8313 0.100 Uiso 1 1 calc R U
C8B C 0.0031(9) 0.4051(5) 0.8275(2) 0.088(3) Uani 1 1 d . U
H8B H 0.0588 0.3713 0.8312 0.105 Uiso 1 1 calc R U
C9B C -0.0935(11) 0.3927(6) 0.8524(3) 0.111(4) Uani 1 1 d . U
H9BA H -0.1534 0.4219 0.8472 0.167 Uiso 1 1 calc R U
H9BB H -0.0693 0.3986 0.8766 0.167 Uiso 1 1 calc R U
H9BC H -0.1194 0.3497 0.8492 0.167 Uiso 1 1 calc R U
C10B C -0.0396(11) 0.3996(6) 0.7895(3) 0.103(3) Uani 1 1 d . U
H10D H 0.0224 0.4023 0.7732 0.155 Uiso 1 1 calc R U
H10E H -0.0914 0.4337 0.7848 0.155 Uiso 1 1 calc R U
H10F H -0.0770 0.3594 0.7865 0.155 Uiso 1 1 calc R U
C11B C 0.2493(8) 0.4343(3) 0.81508(18) 0.0638(19) Uani 1 1 d . U
C12B C 0.3214(9) 0.3061(4) 0.7658(2) 0.076(2) Uani 1 1 d . U
H12C H 0.3804 0.2742 0.7648 0.092 Uiso 1 1 calc R U
H12D H 0.3024 0.3177 0.7415 0.092 Uiso 1 1 calc R U
C13B C 0.2221(9) 0.2779(4) 0.7830(2) 0.072(2) Uani 1 1 d . U
C14B C 0.2198(10) 0.2677(4) 0.8194(2) 0.083(3) Uani 1 1 d . U
H14B H 0.2808 0.2794 0.8334 0.100 Uiso 1 1 calc R U
C15B C 0.1284(11) 0.2407(5) 0.8344(3) 0.100(3) Uani 1 1 d . U
H15B H 0.1261 0.2341 0.8590 0.120 Uiso 1 1 calc R U
C16B C 0.0392(12) 0.2230(6) 0.8136(4) 0.118(4) Uani 1 1 d . U
H16B H -0.0234 0.2043 0.8242 0.142 Uiso 1 1 calc R U
C17B C 0.0408(13) 0.2321(7) 0.7787(4) 0.128(4) Uani 1 1 d . U
H17B H -0.0206 0.2205 0.7648 0.153 Uiso 1 1 calc R U
C18B C 0.1339(10) 0.2589(5) 0.7631(3) 0.096(3) Uani 1 1 d . U
H18B H 0.1362 0.2640 0.7384 0.115 Uiso 1 1 calc R U
C19B C 0.4631(9) 0.3872(5) 0.7670(3) 0.086(2) Uani 1 1 d . U
H19B H 0.4511 0.3867 0.7411 0.103 Uiso 1 1 calc R U
C20B C 0.4900(10) 0.4527(5) 0.7780(3) 0.108(3) Uani 1 1 d . U
H20D H 0.5543 0.4675 0.7649 0.162 Uiso 1 1 calc R U
H20E H 0.5063 0.4535 0.8031 0.162 Uiso 1 1 calc R U
H20F H 0.4271 0.4800 0.7732 0.162 Uiso 1 1 calc R U
C21B C 0.5556(11) 0.3481(6) 0.7750(3) 0.105(3) Uani 1 1 d . U
C22B C 0.6516(12) 0.2800(7) 0.8133(4) 0.133(5) Uani 1 1 d . U
H22D H 0.6432 0.2387 0.8025 0.200 Uiso 1 1 calc R U
H22E H 0.6571 0.2753 0.8388 0.200 Uiso 1 1 calc R U
H22F H 0.7184 0.3000 0.8044 0.200 Uiso 1 1 calc R U
O1C O 0.4376(5) 0.5841(3) 0.69062(16) 0.0765(15) Uani 1 1 d . U
O2C O 0.3469(5) 0.5382(4) 0.64469(14) 0.0872(19) Uani 1 1 d . U
O3C O 0.1985(6) 0.4260(3) 0.71614(13) 0.0778(17) Uani 1 1 d . U
O4C O 0.3003(12) 0.2332(5) 0.6170(2) 0.170(5) Uani 1 1 d . U
O5C O 0.2477(8) 0.2457(3) 0.67263(18) 0.111(3) Uani 1 1 d . U
N1C N 0.2649(5) 0.5536(3) 0.69664(15) 0.0581(15) Uani 1 1 d . U
H1C H 0.2719 0.5694 0.7178 0.070 Uiso 1 1 calc R U
N2C N 0.1661(7) 0.4241(3) 0.65765(15) 0.0734(19) Uani 1 1 d . U
H2C H 0.1580 0.4465 0.6385 0.088 Uiso 1 1 calc R U
N3C N 0.1679(7) 0.3590(4) 0.65503(17) 0.0799(19) Uani 1 1 d . U
C1C C 0.5424(8) 0.5893(5) 0.6723(4) 0.099(3) Uani 1 1 d . U
C2C C 0.6150(11) 0.6180(7) 0.7004(5) 0.152(5) Uani 1 1 d . U
H2CA H 0.6858 0.6300 0.6901 0.228 Uiso 1 1 calc R U
H2CB H 0.6273 0.5875 0.7191 0.228 Uiso 1 1 calc R U
H2CC H 0.5788 0.6551 0.7100 0.228 Uiso 1 1 calc R U
C3C C 0.5842(9) 0.5244(6) 0.6629(4) 0.128(5) Uani 1 1 d . U
H3CA H 0.5256 0.5009 0.6512 0.192 Uiso 1 1 calc R U
H3CB H 0.6062 0.5024 0.6843 0.192 Uiso 1 1 calc R U
H3CC H 0.6476 0.5281 0.6472 0.192 Uiso 1 1 calc R U
C4C C 0.5340(12) 0.6307(7) 0.6419(5) 0.155(5) Uani 1 1 d . U
H4CA H 0.4941 0.6093 0.6231 0.232 Uiso 1 1 calc R U
H4CB H 0.6079 0.6417 0.6338 0.232 Uiso 1 1 calc R U
H4CC H 0.4943 0.6688 0.6485 0.232 Uiso 1 1 calc R U
C5C C 0.3489(7) 0.5572(4) 0.6742(2) 0.0634(19) Uani 1 1 d . U
C6C C 0.1631(7) 0.5243(4) 0.68682(19) 0.0632(18) Uani 1 1 d . U
H6C H 0.1450 0.5368 0.6623 0.076 Uiso 1 1 calc R U
C7C C 0.0709(7) 0.5479(5) 0.7112(2) 0.077(2) Uani 1 1 d . U
H7CA H 0.0924 0.5387 0.7356 0.093 Uiso 1 1 calc R U
H7CB H 0.0664 0.5939 0.7088 0.093 Uiso 1 1 calc R U
C8C C -0.0411(9) 0.5215(5) 0.7051(3) 0.096(3) Uani 1 1 d . U
H8C H -0.0386 0.4749 0.7069 0.115 Uiso 1 1 calc R U
C9C C -0.1217(11) 0.5484(8) 0.7331(4) 0.135(5) Uani 1 1 d . U
H9CA H -0.1941 0.5288 0.7303 0.202 Uiso 1 1 calc R U
H9CB H -0.1284 0.5937 0.7299 0.202 Uiso 1 1 calc R U
H9CC H -0.0932 0.5395 0.7565 0.202 Uiso 1 1 calc R U
C10C C -0.0826(10) 0.5411(7) 0.6680(3) 0.124(4) Uani 1 1 d . U
H10G H -0.0459 0.5156 0.6502 0.186 Uiso 1 1 calc R U
H10H H -0.0657 0.5853 0.6640 0.186 Uiso 1 1 calc R U
H10I H -0.1623 0.5346 0.6665 0.186 Uiso 1 1 calc R U
C11C C 0.1761(7) 0.4533(4) 0.68806(19) 0.070(2) Uani 1 1 d . U
C12C C 0.0700(10) 0.3372(5) 0.6355(2) 0.091(3) Uani 1 1 d . U
H12E H 0.0700 0.3568 0.6120 0.109 Uiso 1 1 calc R U
H12F H 0.0752 0.2914 0.6322 0.109 Uiso 1 1 calc R U
C13C C -0.0342(10) 0.3517(4) 0.6530(2) 0.085(2) Uani 1 1 d . U
C14C C -0.1206(13) 0.3752(5) 0.6346(3) 0.107(3) Uani 1 1 d . U
H14C H -0.1126 0.3826 0.6102 0.128 Uiso 1 1 calc R U
C15C C -0.2205(13) 0.3886(6) 0.6507(3) 0.121(4) Uani 1 1 d . U
H15C H -0.2800 0.4038 0.6370 0.145 Uiso 1 1 calc R U
C16C C -0.2343(12) 0.3802(6) 0.6860(3) 0.115(3) Uani 1 1 d . U
H16C H -0.3016 0.3904 0.6973 0.138 Uiso 1 1 calc R U
C17C C -0.1440(10) 0.3558(5) 0.7048(3) 0.096(3) Uani 1 1 d . U
H17C H -0.1512 0.3491 0.7293 0.115 Uiso 1 1 calc R U
C18C C -0.0473(10) 0.3417(5) 0.6890(2) 0.088(3) Uani 1 1 d . U
H18C H 0.0116 0.3250 0.7024 0.105 Uiso 1 1 calc R U
C19C C 0.2684(11) 0.3369(5) 0.6384(2) 0.095(3) Uani 1 1 d . U
H19C H 0.2663 0.3487 0.6131 0.114 Uiso 1 1 calc R U
C20C C 0.3747(10) 0.3648(6) 0.6550(3) 0.104(3) Uani 1 1 d . U
H20G H 0.4392 0.3430 0.6457 0.157 Uiso 1 1 calc R U
H20H H 0.3721 0.3597 0.6805 0.157 Uiso 1 1 calc R U
H20I H 0.3796 0.4094 0.6493 0.157 Uiso 1 1 calc R U
C21C C 0.2737(12) 0.2672(6) 0.6411(3) 0.113(4) Uani 1 1 d . U
C22C C 0.2478(15) 0.1780(6) 0.6768(4) 0.147(5) Uani 1 1 d . U
H22G H 0.1814 0.1605 0.6660 0.220 Uiso 1 1 calc R U
H22H H 0.2489 0.1676 0.7018 0.220 Uiso 1 1 calc R U
H22I H 0.3130 0.1605 0.6654 0.220 Uiso 1 1 calc R U
O1D O 0.0498(5) 0.5384(4) 1.06533(14) 0.0854(18) Uani 1 1 d . U
O2D O 0.1686(5) 0.5288(3) 1.01991(13) 0.0798(17) Uani 1 1 d . U
O3D O 0.4050(5) 0.5269(3) 1.09075(12) 0.0689(14) Uani 1 1 d . U
O4D O 0.6597(7) 0.6612(4) 1.0323(2) 0.109(2) Uani 1 1 d . U
O5D O 0.6134(7) 0.6731(4) 0.97621(17) 0.102(2) Uani 1 1 d . U
N1D N 0.1935(6) 0.4745(4) 1.07053(15) 0.0739(19) Uani 1 1 d . U
H1D H 0.1640 0.4626 1.0905 0.089 Uiso 1 1 calc R U
N2D N 0.4395(6) 0.5122(3) 1.03247(14) 0.0646(16) Uani 1 1 d . U
H2D H 0.4165 0.4932 1.0134 0.077 Uiso 1 1 calc R U
N3D N 0.5294(6) 0.5520(3) 1.03016(16) 0.0681(17) Uani 1 1 d . U
C1D C -0.0201(8) 0.5848(6) 1.0479(3) 0.095(3) Uani 1 1 d . U
C2D C -0.1124(9) 0.5950(7) 1.0750(3) 0.113(4) Uani 1 1 d . U
H2DA H -0.1704 0.6209 1.0646 0.170 Uiso 1 1 calc R U
H2DB H -0.0824 0.6160 1.0957 0.170 Uiso 1 1 calc R U
H2DC H -0.1432 0.5544 1.0819 0.170 Uiso 1 1 calc R U
C3D C -0.0707(9) 0.5588(7) 1.0147(3) 0.112(4) Uani 1 1 d . U
H3DA H -0.1318 0.5855 1.0073 0.168 Uiso 1 1 calc R U
H3DB H -0.0979 0.5164 1.0191 0.168 Uiso 1 1 calc R U
H3DC H -0.0149 0.5575 0.9961 0.168 Uiso 1 1 calc R U
C4D C 0.0408(10) 0.6439(6) 1.0416(3) 0.108(3) Uani 1 1 d . U
H4DA H 0.0997 0.6364 1.0246 0.163 Uiso 1 1 calc R U
H4DB H 0.0726 0.6588 1.0636 0.163 Uiso 1 1 calc R U
H4DC H -0.0098 0.6755 1.0323 0.163 Uiso 1 1 calc R U
C5D C 0.1401(7) 0.5153(5) 1.0495(2) 0.076(2) Uani 1 1 d . U
C6D C 0.3008(8) 0.4503(4) 1.05981(19) 0.070(2) Uani 1 1 d . U
H6D H 0.2962 0.4365 1.0348 0.084 Uiso 1 1 calc R U
C7D C 0.3338(11) 0.3937(4) 1.0827(2) 0.092(3) Uani 1 1 d . U
H7DA H 0.4134 0.3862 1.0793 0.110 Uiso 1 1 calc R U
H7DB H 0.3229 0.4054 1.1075 0.110 Uiso 1 1 calc R U
C8D C 0.2773(11) 0.3354(5) 1.0768(3) 0.102(3) Uani 1 1 d . U
H8D H 0.1964 0.3434 1.0754 0.123 Uiso 1 1 calc R U
C9D C 0.3173(15) 0.3060(7) 1.0415(3) 0.143(6) Uani 1 1 d . U
H9DA H 0.2814 0.3273 1.0219 0.214 Uiso 1 1 calc R U
H9DB H 0.2983 0.2615 1.0410 0.214 Uiso 1 1 calc R U
H9DC H 0.3972 0.3107 1.0395 0.214 Uiso 1 1 calc R U
C10D C 0.3004(15) 0.2902(6) 1.1071(3) 0.136(5) Uani 1 1 d . U
H10J H 0.2654 0.2498 1.1022 0.204 Uiso 1 1 calc R U
H10K H 0.2705 0.3076 1.1288 0.204 Uiso 1 1 calc R U
H10L H 0.3799 0.2843 1.1095 0.204 Uiso 1 1 calc R U
C11D C 0.3864(7) 0.5015(4) 1.06270(19) 0.0616(18) Uani 1 1 d . U
C12D C 0.6251(9) 0.5167(5) 1.0142(2) 0.086(3) Uani 1 1 d . U
H12G H 0.6053 0.5043 0.9901 0.103 Uiso 1 1 calc R U
H12H H 0.6892 0.5450 1.0128 0.103 Uiso 1 1 calc R U
C13D C 0.6567(8) 0.4612(5) 1.0336(2) 0.085(3) Uani 1 1 d . U
C14D C 0.6967(18) 0.4094(7) 1.0164(3) 0.168(7) Uani 1 1 d . U
H14D H 0.7041 0.4108 0.9917 0.202 Uiso 1 1 calc R U
C15D C 0.727(2) 0.3556(8) 1.0339(5) 0.200(8) Uani 1 1 d . U
H15D H 0.7533 0.3203 1.0214 0.240 Uiso 1 1 calc R U
C16D C 0.7172(16) 0.3538(7) 1.0695(4) 0.157(6) Uani 1 1 d . U
H16D H 0.7328 0.3163 1.0819 0.189 Uiso 1 1 calc R U
C17D C 0.6873(10) 0.4031(6) 1.0864(3) 0.104(3) Uani 1 1 d . U
H17D H 0.6851 0.4017 1.1113 0.125 Uiso 1 1 calc R U
C18D C 0.6580(8) 0.4582(5) 1.0696(2) 0.089(3) Uani 1 1 d . U
H18D H 0.6388 0.4939 1.0830 0.106 Uiso 1 1 calc R U
C19D C 0.5008(8) 0.6063(4) 1.0088(2) 0.073(2) Uani 1 1 d . U
H19D H 0.4843 0.5920 0.9845 0.088 Uiso 1 1 calc R U
C20D C 0.4023(8) 0.6405(5) 1.0230(2) 0.083(2) Uani 1 1 d . U
H20J H 0.3885 0.6779 1.0088 0.124 Uiso 1 1 calc R U
H20K H 0.4164 0.6530 1.0473 0.124 Uiso 1 1 calc R U
H20L H 0.3379 0.6131 1.0221 0.124 Uiso 1 1 calc R U
C21D C 0.6016(9) 0.6483(4) 1.0080(2) 0.081(2) Uani 1 1 d . U
C22D C 0.7069(12) 0.7163(6) 0.9720(4) 0.125(4) Uani 1 1 d . U
H22J H 0.7160 0.7265 0.9471 0.188 Uiso 1 1 calc R U
H22K H 0.7741 0.6964 0.9807 0.188 Uiso 1 1 calc R U
H22L H 0.6928 0.7547 0.9853 0.188 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 118.0(7)
C21A O5A C22A 109.0(13)
C5A N1A C6A 119.8(7)
C5A N1A H1A 120.1
C6A N1A H1A 120.1
C11A N2A N3A 123.8(7)
C11A N2A H2A 118.1
N3A N2A H2A 118.1
N2A N3A C12A 107.8(8)
N2A N3A C19A 109.8(9)
C12A N3A C19A 114.1(8)
C4A C1A C3A 114.1(12)
C4A C1A O1A 108.7(10)
C3A C1A O1A 111.0(10)
C4A C1A C2A 115.0(11)
C3A C1A C2A 108.1(12)
O1A C1A C2A 98.9(9)
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 124.4(8)
O2A C5A O1A 125.2(8)
N1A C5A O1A 110.3(8)
N1A C6A C7A 110.1(7)
N1A C6A C11A 110.3(7)
C7A C6A C11A 111.6(8)
N1A C6A H6A 108.2
C7A C6A H6A 108.2
C11A C6A H6A 108.2
C8A C7A C6A 116.6(8)
C8A C7A H7AA 108.1
C6A C7A H7AA 108.1
C8A C7A H7AB 108.1
C6A C7A H7AB 108.1
H7AA C7A H7AB 107.3
C7A C8A C10A 114.1(11)
C7A C8A C9A 107.1(13)
C10A C8A C9A 109.4(11)
C7A C8A H8A 108.7
C10A C8A H8A 108.7
C9A C8A H8A 108.7
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 122.5(9)
O3A C11A C6A 120.7(8)
N2A C11A C6A 116.9(7)
C13A C12A N3A 111.1(9)
C13A C12A H12A 109.4
N3A C12A H12A 109.4
C13A C12A H12B 109.4
N3A C12A H12B 109.4
H12A C12A H12B 108.0
C14A C13A C18A 116.8(13)
C14A C13A C12A 122.7(11)
C18A C13A C12A 120.4(11)
C13A C14A C15A 123.3(16)
C13A C14A H14A 118.4
C15A C14A H14A 118.4
C16A C15A C14A 117.8(17)
C16A C15A H15A 121.1
C14A C15A H15A 121.1
C17A C16A C15A 118.3(16)
C17A C16A H16A 120.9
C15A C16A H16A 120.9
C18A C17A C16A 122.0(18)
C18A C17A H17A 119.0
C16A C17A H17A 119.0
C17A C18A C13A 121.7(16)
C17A C18A H18A 119.2
C13A C18A H18A 119.2
N3A C19A C20A 114.4(9)
N3A C19A C21A 108.5(10)
C20A C19A C21A 108.5(10)
N3A C19A H19A 108.4
C20A C19A H19A 108.4
C21A C19A H19A 108.4
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 126.6(15)
O4A C21A C19A 123.2(13)
O5A C21A C19A 110.2(11)
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 120.4(7)
C21B O5B C22B 117.2(11)
C5B N1B C6B 121.5(7)
C5B N1B H1B 119.2
C6B N1B H1B 119.2
C11B N2B N3B 120.7(6)
C11B N2B H2B 119.6
N3B N2B H2B 119.6
N2B N3B C12B 108.3(7)
N2B N3B C19B 110.5(7)
C12B N3B C19B 111.4(7)
C4B C1B O1B 109.7(11)
C4B C1B C2B 113.8(15)
O1B C1B C2B 101.8(8)
C4B C1B C3B 116.1(12)
O1B C1B C3B 106.1(13)
C2B C1B C3B 108.1(12)
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 124.6(8)
O2B C5B O1B 124.7(8)
N1B C5B O1B 110.6(7)
N1B C6B C11B 109.3(7)
N1B C6B C7B 109.0(7)
C11B C6B C7B 112.4(7)
N1B C6B H6B 108.7
C11B C6B H6B 108.7
C7B C6B H6B 108.7
C8B C7B C6B 117.1(8)
C8B C7B H7BA 108.0
C6B C7B H7BA 108.0
C8B C7B H7BB 108.0
C6B C7B H7BB 108.0
H7BA C7B H7BB 107.3
C7B C8B C9B 112.2(9)
C7B C8B C10B 112.8(8)
C9B C8B C10B 108.1(9)
C7B C8B H8B 107.8
C9B C8B H8B 107.8
C10B C8B H8B 107.8
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 124.2(8)
O3B C11B C6B 121.2(7)
N2B C11B C6B 114.6(7)
N3B C12B C13B 113.1(7)
N3B C12B H12C 109.0
C13B C12B H12C 109.0
N3B C12B H12D 109.0
C13B C12B H12D 109.0
H12C C12B H12D 107.8
C18B C13B C14B 119.0(10)
C18B C13B C12B 120.2(8)
C14B C13B C12B 120.8(9)
C15B C14B C13B 119.6(10)
C15B C14B H14B 120.2
C13B C14B H14B 120.2
C14B C15B C16B 120.1(10)
C14B C15B H15B 119.9
C16B C15B H15B 119.9
C17B C16B C15B 120.8(13)
C17B C16B H16B 119.6
C15B C16B H16B 119.6
C16B C17B C18B 119.5(13)
C16B C17B H17B 120.3
C18B C17B H17B 120.3
C13B C18B C17B 120.9(10)
C13B C18B H18B 119.5
C17B C18B H18B 119.5
C21B C19B N3B 109.5(8)
C21B C19B C20B 108.3(10)
N3B C19B C20B 113.3(9)
C21B C19B H19B 108.5
N3B C19B H19B 108.5
C20B C19B H19B 108.5
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 123.4(13)
O4B C21B C19B 118.9(12)
O5B C21B C19B 117.1(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 119.9(7)
C21C O5C C22C 116.4(10)
C5C N1C C6C 121.2(6)
C5C N1C H1C 119.4
C6C N1C H1C 119.4
C11C N2C N3C 122.1(6)
C11C N2C H2C 119.0
N3C N2C H2C 119.0
N2C N3C C19C 111.6(8)
N2C N3C C12C 109.7(7)
C19C N3C C12C 110.7(7)
O1C C1C C4C 111.4(10)
O1C C1C C2C 101.5(10)
C4C C1C C2C 110.8(12)
O1C C1C C3C 109.6(8)
C4C C1C C3C 112.9(12)
C2C C1C C3C 110.0(11)
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 124.6(8)
O2C C5C O1C 125.9(8)
N1C C5C O1C 109.5(7)
N1C C6C C11C 109.6(7)
N1C C6C C7C 109.0(7)
C11C C6C C7C 112.5(7)
N1C C6C H6C 108.5
C11C C6C H6C 108.5
C7C C6C H6C 108.5
C8C C7C C6C 116.5(8)
C8C C7C H7CA 108.2
C6C C7C H7CA 108.2
C8C C7C H7CB 108.2
C6C C7C H7CB 108.2
H7CA C7C H7CB 107.3
C7C C8C C9C 109.1(10)
C7C C8C C10C 109.5(9)
C9C C8C C10C 108.6(10)
C7C C8C H8C 109.9
C9C C8C H8C 109.9
C10C C8C H8C 109.9
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 123.5(8)
O3C C11C C6C 120.9(7)
N2C C11C C6C 115.6(7)
C13C C12C N3C 113.6(7)
C13C C12C H12E 108.8
N3C C12C H12E 108.8
C13C C12C H12F 108.8
N3C C12C H12F 108.8
H12E C12C H12F 107.7
C14C C13C C18C 118.4(12)
C14C C13C C12C 120.8(10)
C18C C13C C12C 120.8(10)
C13C C14C C15C 121.5(11)
C13C C14C H14C 119.2
C15C C14C H14C 119.2
C16C C15C C14C 121.0(12)
C16C C15C H15C 119.5
C14C C15C H15C 119.5
C15C C16C C17C 117.0(14)
C15C C16C H16C 121.5
C17C C16C H16C 121.5
C18C C17C C16C 122.0(10)
C18C C17C H17C 119.0
C16C C17C H17C 119.0
C17C C18C C13C 120.1(10)
C17C C18C H18C 119.9
C13C C18C H18C 119.9
N3C C19C C21C 109.3(10)
N3C C19C C20C 113.2(8)
C21C C19C C20C 108.6(10)
N3C C19C H19C 108.5
C21C C19C H19C 108.5
C20C C19C H19C 108.5
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 122.8(12)
O4C C21C C19C 123.8(12)
O5C C21C C19C 113.4(9)
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 115.7(9)
C5D N1D C6D 119.3(7)
C5D N1D H1D 120.3
C6D N1D H1D 120.3
C11D N2D N3D 122.5(6)
C11D N2D H2D 118.7
N3D N2D H2D 118.7
N2D N3D C19D 109.6(7)
N2D N3D C12D 108.8(7)
C19D N3D C12D 110.9(7)
O1D C1D C4D 111.3(9)
O1D C1D C3D 111.4(10)
C4D C1D C3D 112.2(9)
O1D C1D C2D 102.3(8)
C4D C1D C2D 110.7(11)
C3D C1D C2D 108.5(9)
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 O1D 124.2(9)
O2D C5D N1D 124.7(9)
O1D C5D N1D 111.1(7)
N1D C6D C11D 109.7(7)
N1D C6D C7D 110.5(7)
C11D C6D C7D 110.3(7)
N1D C6D H6D 108.8
C11D C6D H6D 108.8
C7D C6D H6D 108.8
C8D C7D C6D 117.8(9)
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 C10D 109.8(10)
C7D C8D C9D 109.6(11)
C10D C8D C9D 109.9(10)
C7D C8D H8D 109.2
C10D C8D H8D 109.2
C9D C8D H8D 109.2
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 126.1(8)
O3D C11D C6D 120.8(7)
N2D C11D C6D 113.0(7)
C13D C12D N3D 114.1(8)
C13D C12D H12G 108.7
N3D C12D H12G 108.7
C13D C12D H12H 108.7
N3D C12D H12H 108.7
H12G C12D H12H 107.6
C14D C13D C18D 115.7(11)
C14D C13D C12D 120.8(9)
C18D C13D C12D 123.3(9)
C13D C14D C15D 122.4(13)
C13D C14D H14D 118.8
C15D C14D H14D 118.8
C16D C15D C14D 118.9(14)
C16D C15D H15D 120.6
C14D C15D H15D 120.6
C17D C16D C15D 120.0(15)
C17D C16D H16D 120.0
C15D C16D H16D 120.0
C16D C17D C18D 122.4(12)
C16D C17D H17D 118.8
C18D C17D H17D 118.8
C13D C18D C17D 120.3(10)
C13D C18D H18D 119.8
C17D C18D H18D 119.8
N3D C19D C20D 112.1(7)
N3D C19D C21D 106.8(7)
C20D C19D C21D 111.2(8)
N3D C19D H19D 108.9
C20D C19D H19D 108.9
C21D C19D H19D 108.9
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 123.4(10)
O4D C21D C19D 126.5(9)
O5D C21D C19D 110.0(8)
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 1.354(11)
O1A C1A 1.509(13)
O2A C5A 1.212(10)
O3A C11A 1.227(10)
O4A C21A 1.187(14)
O5A C21A 1.348(15)
O5A C22A 1.48(2)
N1A C5A 1.332(10)
N1A C6A 1.469(11)
N1A H1A 0.8800
N2A C11A 1.361(11)
N2A N3A 1.416(12)
N2A H2A 0.8800
N3A C12A 1.455(12)
N3A C19A 1.463(13)
C1A C4A 1.48(2)
C1A C3A 1.499(16)
C1A C2A 1.544(16)
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 1.498(12)
C6A C11A 1.505(14)
C6A H6A 1.0000
C7A C8A 1.485(18)
C7A H7AA 0.9900
C7A H7AB 0.9900
C8A C10A 1.545(17)
C8A C9A 1.587(18)
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 1.453(15)
C12A H12A 0.9900
C12A H12B 0.9900
C13A C14A 1.319(17)
C13A C18A 1.339(17)
C14A C15A 1.38(2)
C14A H14A 0.9500
C15A C16A 1.35(2)
C15A H15A 0.9500
C16A C17A 1.34(2)
C16A H16A 0.9500
C17A C18A 1.313(19)
C17A H17A 0.9500
C18A H18A 0.9500
C19A C20A 1.496(16)
C19A C21A 1.58(2)
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 1.345(10)
O1B C1B 1.459(13)
O2B C5B 1.204(9)
O3B C11B 1.237(9)
O4B C21B 1.209(13)
O5B C21B 1.286(13)
O5B C22B 1.489(15)
N1B C5B 1.317(11)
N1B C6B 1.464(11)
N1B H1B 0.8800
N2B C11B 1.335(10)
N2B N3B 1.412(10)
N2B H2B 0.8800
N3B C12B 1.478(11)
N3B C19B 1.483(13)
C1B C4B 1.45(2)
C1B C2B 1.532(14)
C1B C3B 1.56(2)
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 C11B 1.492(12)
C6B C7B 1.574(13)
C6B H6B 1.0000
C7B C8B 1.449(14)
C7B H7BA 0.9900
C7B H7BB 0.9900
C8B C9B 1.533(15)
C8B C10B 1.546(13)
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 1.500(14)
C12B H12C 0.9900
C12B H12D 0.9900
C13B C18B 1.377(14)
C13B C14B 1.404(12)
C14B C15B 1.379(15)
C14B H14B 0.9500
C15B C16B 1.397(18)
C15B H15B 0.9500
C16B C17B 1.348(17)
C16B H16B 0.9500
C17B C18B 1.402(18)
C17B H17B 0.9500
C18B H18B 0.9500
C19B C21B 1.435(17)
C19B C20B 1.499(15)
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 1.372(10)
O1C C1C 1.458(12)
O2C C5C 1.200(9)
O3C C11C 1.251(9)
O4C C21C 1.216(13)
O5C C21C 1.329(13)
O5C C22C 1.455(15)
N1C C5C 1.335(10)
N1C C6C 1.437(10)
N1C H1C 0.8800
N2C C11C 1.324(10)
N2C N3C 1.397(10)
N2C H2C 0.8800
N3C C19C 1.456(14)
N3C C12C 1.481(13)
C1C C4C 1.463(18)
C1C C2C 1.519(18)
C1C C3C 1.520(15)
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 C11C 1.528(12)
C6C C7C 1.541(12)
C6C H6C 1.0000
C7C C8C 1.492(14)
C7C H7CA 0.9900
C7C H7CB 0.9900
C8C C9C 1.559(17)
C8C C10C 1.562(15)
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 1.465(16)
C12C H12E 0.9900
C12C H12F 0.9900
C13C C14C 1.359(16)
C13C C18C 1.403(13)
C14C C15C 1.391(19)
C14C H14C 0.9500
C15C C16C 1.372(17)
C15C H15C 0.9500
C16C C17C 1.413(16)
C16C H16C 0.9500
C17C C18C 1.355(16)
C17C H17C 0.9500
C18C H18C 0.9500
C19C C21C 1.495(16)
C19C C20C 1.559(17)
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 1.348(11)
O1D C1D 1.467(13)
O2D C5D 1.216(10)
O3D C11D 1.222(9)
O4D C21D 1.200(11)
O5D C21D 1.332(11)
O5D C22D 1.474(14)
N1D C5D 1.352(12)
N1D C6D 1.462(12)
N1D H1D 0.8800
N2D C11D 1.342(10)
N2D N3D 1.389(10)
N2D H2D 0.8800
N3D C19D 1.460(11)
N3D C12D 1.515(12)
C1D C4D 1.484(17)
C1D C3D 1.518(15)
C1D C2D 1.541(14)
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 1.514(12)
C6D C7D 1.547(12)
C6D H6D 1.0000
C7D C8D 1.442(15)
C7D H7DA 0.9900
C7D H7DB 0.9900
C8D C10D 1.533(15)
C8D C9D 1.564(16)
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 1.450(14)
C12D H12G 0.9900
C12D H12H 0.9900
C13D C14D 1.374(16)
C13D C18D 1.377(13)
C14D C15D 1.38(2)
C14D H14D 0.9500
C15D C16D 1.37(2)
C15D H15D 0.9500
C16D C17D 1.288(17)
C16D H16D 0.9500
C17D C18D 1.389(15)
C17D H17D 0.9500
C18D H18D 0.9500
C19D C20D 1.504(13)
C19D C21D 1.519(14)
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 C12A 122.2(9)
C11A N2A N3A C19A -113.0(9)
C5A O1A C1A C4A -63.9(12)
C5A O1A C1A C3A 62.3(15)
C5A O1A C1A C2A 175.8(9)
C6A N1A C5A O2A 0.6(15)
C6A N1A C5A O1A 178.5(8)
C1A O1A C5A O2A -9.5(16)
C1A O1A C5A N1A 172.6(9)
C5A N1A C6A C7A -165.3(8)
C5A N1A C6A C11A 71.0(10)
N1A C6A C7A C8A 73.4(11)
C11A C6A C7A C8A -163.7(10)
C6A C7A C8A C10A -158.6(13)
C6A C7A C8A C9A 80.1(12)
N3A N2A C11A O3A 6.9(14)
N3A N2A C11A C6A -171.8(8)
N1A C6A C11A O3A 63.3(10)
C7A C6A C11A O3A -59.5(11)
N1A C6A C11A N2A -118.0(8)
C7A C6A C11A N2A 119.3(8)
N2A N3A C12A C13A -59.2(10)
C19A N3A C12A C13A 178.6(10)
N3A C12A C13A C14A -62.3(19)
N3A C12A C13A C18A 115.3(13)
C18A C13A C14A C15A 3(3)
C12A C13A C14A C15A -180(2)
C13A C14A C15A C16A 1(4)
C14A C15A C16A C17A -2(4)
C15A C16A C17A C18A 0(3)
C16A C17A C18A C13A 4(3)
C14A C13A C18A C17A -5(3)
C12A C13A C18A C17A 177.4(15)
N2A N3A C19A C20A 51.9(12)
C12A N3A C19A C20A 173.0(11)
N2A N3A C19A C21A 173.2(8)
C12A N3A C19A C21A -65.7(11)
C22A O5A C21A O4A 9(2)
C22A O5A C21A C19A -170.9(14)
N3A C19A C21A O4A 135.0(12)
C20A C19A C21A O4A -100.1(14)
N3A C19A C21A O5A -44.9(13)
C20A C19A C21A O5A 80.1(12)
C11B N2B N3B C12B 128.3(8)
C11B N2B N3B C19B -109.3(8)
C5B O1B C1B C4B -67.2(16)
C5B O1B C1B C2B 171.9(12)
C5B O1B C1B C3B 59.0(14)
C6B N1B C5B O2B 5.2(16)
C6B N1B C5B O1B -171.4(8)
C1B O1B C5B O2B 14.9(17)
C1B O1B C5B N1B -168.5(11)
C5B N1B C6B C11B 81.2(10)
C5B N1B C6B C7B -155.6(9)
N1B C6B C7B C8B 180.0(8)
C11B C6B C7B C8B -58.8(10)
C6B C7B C8B C9B 177.6(9)
C6B C7B C8B C10B -60.0(12)
N3B N2B C11B O3B -0.3(12)
N3B N2B C11B C6B 179.7(7)
N1B C6B C11B O3B 62.2(10)
C7B C6B C11B O3B -58.9(10)
N1B C6B C11B N2B -117.7(7)
C7B C6B C11B N2B 121.1(8)
N2B N3B C12B C13B -59.7(8)
C19B N3B C12B C13B 178.5(7)
N3B C12B C13B C18B 136.3(9)
N3B C12B C13B C14B -47.0(11)
C18B C13B C14B C15B -1.9(14)
C12B C13B C14B C15B -178.7(9)
C13B C14B C15B C16B 0.7(16)
C14B C15B C16B C17B 0(2)
C15B C16B C17B C18B 1(2)
C14B C13B C18B C17B 2.7(16)
C12B C13B C18B C17B 179.5(11)
C16B C17B C18B C13B -2(2)
N2B N3B C19B C21B 164.1(8)
C12B N3B C19B C21B -75.4(10)
N2B N3B C19B C20B 43.1(10)
C12B N3B C19B C20B 163.5(9)
C22B O5B C21B O4B 10(2)
C22B O5B C21B C19B -178.5(11)
N3B C19B C21B O4B 141.7(13)
C20B C19B C21B O4B -94.3(15)
N3B C19B C21B O5B -30.0(14)
C20B C19B C21B O5B 94.0(13)
C11C N2C N3C C19C -109.4(9)
C11C N2C N3C C12C 127.5(9)
C5C O1C C1C C4C 64.7(13)
C5C O1C C1C C2C -177.3(9)
C5C O1C C1C C3C -61.0(13)
C6C N1C C5C O2C 1.4(13)
C6C N1C C5C O1C -176.8(6)
C1C O1C C5C O2C -2.5(13)
C1C O1C C5C N1C 175.7(7)
C5C N1C C6C C11C 77.4(9)
C5C N1C C6C C7C -159.0(7)
N1C C6C C7C C8C -179.1(8)
C11C C6C C7C C8C -57.2(10)
C6C C7C C8C C9C 177.5(9)
C6C C7C C8C C10C -63.8(12)
N3C N2C C11C O3C 7.1(14)
N3C N2C C11C C6C -175.2(8)
N1C C6C C11C O3C 62.0(10)
C7C C6C C11C O3C -59.5(11)
N1C C6C C11C N2C -115.7(8)
C7C C6C C11C N2C 122.8(8)
N2C N3C C12C C13C -62.9(10)
C19C N3C C12C C13C 173.4(8)
N3C C12C C13C C14C 135.4(9)
N3C C12C C13C C18C -44.7(12)
C18C C13C C14C C15C -0.6(17)
C12C C13C C14C C15C 179.3(11)
C13C C14C C15C C16C 2(2)
C14C C15C C16C C17C -1.8(19)
C15C C16C C17C C18C 0.6(18)
C16C C17C C18C C13C 0.6(16)
C14C C13C C18C C17C -0.6(15)
C12C C13C C18C C17C 179.5(9)
N2C N3C C19C C21C 171.7(8)
C12C N3C C19C C21C -65.8(10)
N2C N3C C19C C20C 50.5(10)
C12C N3C C19C C20C 173.0(8)
C22C O5C C21C O4C -3(2)
C22C O5C C21C C19C 178.2(13)
N3C C19C C21C O4C 135.9(14)
C20C C19C C21C O4C -100.2(16)
N3C C19C C21C O5C -44.9(14)
C20C C19C C21C O5C 79.1(14)
C11D N2D N3D C19D -113.7(8)
C11D N2D N3D C12D 124.8(8)
C5D O1D C1D C4D -63.6(12)
C5D O1D C1D C3D 62.4(12)
C5D O1D C1D C2D 178.2(9)
C1D O1D C5D O2D -2.6(14)
C1D O1D C5D N1D 178.4(8)
C6D N1D C5D O2D 8.6(13)
C6D N1D C5D O1D -172.4(7)
C5D N1D C6D C11D 71.7(9)
C5D N1D C6D C7D -166.5(8)
N1D C6D C7D C8D 73.3(11)
C11D C6D C7D C8D -165.2(9)
C6D C7D C8D C10D -166.4(11)
C6D C7D C8D C9D 72.8(13)
N3D N2D C11D O3D 4.2(13)
N3D N2D C11D C6D -172.6(7)
N1D C6D C11D O3D 59.5(9)
C7D C6D C11D O3D -62.5(10)
N1D C6D C11D N2D -123.5(7)
C7D C6D C11D N2D 114.5(8)
N2D N3D C12D C13D -58.0(10)
C19D N3D C12D C13D -178.6(8)
N3D C12D C13D C14D 146.8(14)
N3D C12D C13D C18D -38.9(15)
C18D C13D C14D C15D 6(3)
C12D C13D C14D C15D -179.4(19)
C13D C14D C15D C16D -1(4)
C14D C15D C16D C17D -4(4)
C15D C16D C17D C18D 3(3)
C14D C13D C18D C17D -6.6(19)
C12D C13D C18D C17D 178.8(11)
C16D C17D C18D C13D 2(2)
N2D N3D C19D C20D 56.8(9)
C12D N3D C19D C20D 177.0(8)
N2D N3D C19D C21D 179.0(6)
C12D N3D C19D C21D -60.9(9)
C22D O5D C21D O4D 2.5(15)
C22D O5D C21D C19D 178.5(9)
N3D C19D C21D O4D -43.2(13)
C20D C19D C21D O4D 79.5(13)
N3D C19D C21D O5D 141.0(8)
C20D C19D C21D O5D -96.3(9)
