#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/55/4025563.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_4025563
loop_
_publ_author_name
'Yosuke Demizu'
'Mitsunobu Doi'
'Yukiko Sato'
'Masakazu Tanaka'
'Haruhiro Okuda'
'Masaaki Kurihara'
_publ_section_title
;
 Three-Dimensional Structural Control of Diastereomeric
 Leu-Leu-Aib-Leu-Leu-Aib Sequences in the Solid State
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5234
_journal_page_last               5239
_journal_paper_doi               10.1021/jo100965r
_journal_volume                  75
_journal_year                    2010
_chemical_absolute_configuration rm
_chemical_compound_source        synthesis
_chemical_formula_sum            'C38 H70 N6 O9'
_chemical_formula_weight         755.00
_chemical_name_systematic
; 
 Boc-Leu-Leu-Aib-D-Leu-D-Leu-Aib-OMe  
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.383(3)
_cell_length_b                   11.0697(17)
_cell_length_c                   19.560(3)
_cell_measurement_reflns_used    5888
_cell_measurement_temperature    240(2)
_cell_measurement_theta_max      22.90
_cell_measurement_theta_min      2.17
_cell_volume                     4629.9(12)
_computing_cell_refinement       'SAINTPLUS (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINTPLUS (Bruker, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXD (Seldrick & Gould, 1996)'
_diffrn_ambient_temperature      240(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker AXS SMART APEX (CCD area detector)'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator
'Bruker AXS Montel (conforcal multilayer optics)'
_diffrn_radiation_source         'MacScience M18XCE (rotating anode)'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            40387
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.41
_diffrn_standards_decay_%        0.7
_diffrn_standards_interval_count 40387
_diffrn_standards_interval_time  420
_diffrn_standards_number         331
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.800
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.083
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.163
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack (1983), 0 Friedel pairs'
_refine_ls_abs_structure_Flack   1.8(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         5633
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0527
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0898P)²+0.8250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1562
_reflns_number_gt                4928
_reflns_number_total             5633
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo100965r_si_001.cif
_cod_data_source_block           lla2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               4025563
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.33509(15) -0.4281(3) 0.34747(17) 0.0529(8) Uani 1 1 d . . .
O1 O 0.29507(11) -0.35529(19) 0.39258(11) 0.0519(5) Uani 1 1 d . . .
C2 C 0.3034(2) -0.4359(5) 0.2779(2) 0.0749(11) Uani 1 1 d . . .
H2A H 0.2620 -0.4706 0.2833 0.112 Uiso 1 1 calc R . .
H2B H 0.3281 -0.4864 0.2478 0.112 Uiso 1 1 calc R . .
H2C H 0.2998 -0.3556 0.2585 0.112 Uiso 1 1 calc R . .
C3 C 0.33589(19) -0.5491(3) 0.3821(2) 0.0689(10) Uani 1 1 d . . .
H3A H 0.2937 -0.5813 0.3840 0.103 Uiso 1 1 calc R . .
H3B H 0.3520 -0.5403 0.4282 0.103 Uiso 1 1 calc R . .
H3C H 0.3624 -0.6041 0.3566 0.103 Uiso 1 1 calc R . .
C4 C 0.40016(16) -0.3752(4) 0.3436(2) 0.0701(10) Uani 1 1 d . . .
H4A H 0.3985 -0.2975 0.3209 0.105 Uiso 1 1 calc R . .
H4B H 0.4271 -0.4294 0.3181 0.105 Uiso 1 1 calc R . .
H4C H 0.4166 -0.3649 0.3895 0.105 Uiso 1 1 calc R . .
C5 C 0.28076(15) -0.2403(3) 0.37595(16) 0.0482(7) Uani 1 1 d . . .
O5 O 0.30868(15) -0.1772(3) 0.33592(17) 0.0810(9) Uani 1 1 d . . .
N10 N 0.23058(12) -0.2046(2) 0.41252(13) 0.0432(5) Uani 1 1 d . . .
H10 H 0.2156 -0.2516 0.4442 0.052 Uiso 1 1 calc R . .
C10 C 0.20144(14) -0.0890(2) 0.39966(14) 0.0420(6) Uani 1 1 d . . .
H10A H 0.2152 -0.0607 0.3541 0.050 Uiso 1 1 calc R . .
C11 C 0.13001(15) -0.1037(3) 0.39787(17) 0.0529(7) Uani 1 1 d . . .
H11A H 0.1164 -0.1387 0.4414 0.063 Uiso 1 1 calc R . .
H11B H 0.1110 -0.0235 0.3940 0.063 Uiso 1 1 calc R . .
C12 C 0.1055(2) -0.1825(4) 0.3399(2) 0.0677(10) Uani 1 1 d . . .
H12 H 0.1296 -0.2589 0.3399 0.081 Uiso 1 1 calc R . .
C13 C 0.1141(3) -0.1233(6) 0.2717(2) 0.1030(18) Uani 1 1 d . . .
H13A H 0.1580 -0.1050 0.2648 0.155 Uiso 1 1 calc R . .
H13B H 0.0900 -0.0491 0.2701 0.155 Uiso 1 1 calc R . .
H13C H 0.0999 -0.1775 0.2360 0.155 Uiso 1 1 calc R . .
C14 C 0.0372(3) -0.2129(8) 0.3533(4) 0.136(3) Uani 1 1 d . . .
H14A H 0.0334 -0.2517 0.3976 0.204 Uiso 1 1 calc R . .
H14B H 0.0221 -0.2670 0.3180 0.204 Uiso 1 1 calc R . .
H14C H 0.0126 -0.1392 0.3530 0.204 Uiso 1 1 calc R . .
C15 C 0.21865(13) 0.0072(2) 0.45150(14) 0.0414(6) Uani 1 1 d . . .
O15 O 0.21324(11) 0.11455(18) 0.43730(10) 0.0498(5) Uani 1 1 d . . .
N20 N 0.23650(11) -0.0312(2) 0.51303(12) 0.0415(5) Uani 1 1 d . . .
H20 H 0.2362 -0.1084 0.5212 0.050 Uiso 1 1 calc R . .
C20 C 0.25647(13) 0.0501(2) 0.56688(15) 0.0417(6) Uani 1 1 d . . .
H20A H 0.2635 0.0005 0.6083 0.050 Uiso 1 1 calc R . .
C21 C 0.31848(15) 0.1124(3) 0.5501(2) 0.0570(8) Uani 1 1 d . . .
H21A H 0.3110 0.1718 0.5139 0.068 Uiso 1 1 calc R . .
H21B H 0.3325 0.1565 0.5907 0.068 Uiso 1 1 calc R . .
C22 C 0.37063(18) 0.0291(4) 0.5273(3) 0.0804(13) Uani 1 1 d . . .
H22 H 0.3553 -0.0174 0.4875 0.096 Uiso 1 1 calc R . .
C23 C 0.4262(2) 0.1033(7) 0.5040(4) 0.140(3) Uani 1 1 d . . .
H23A H 0.4594 0.0497 0.4891 0.210 Uiso 1 1 calc R . .
H23B H 0.4410 0.1526 0.5416 0.210 Uiso 1 1 calc R . .
H23C H 0.4137 0.1550 0.4664 0.210 Uiso 1 1 calc R . .
C24 C 0.3885(3) -0.0598(6) 0.5822(5) 0.136(3) Uani 1 1 d . . .
H24A H 0.4217 -0.1116 0.5655 0.204 Uiso 1 1 calc R . .
H24B H 0.3524 -0.1086 0.5940 0.204 Uiso 1 1 calc R . .
H24C H 0.4028 -0.0164 0.6223 0.204 Uiso 1 1 calc R . .
C25 C 0.20579(13) 0.1434(2) 0.58464(13) 0.0380(6) Uani 1 1 d . . .
O25 O 0.21914(10) 0.24707(17) 0.60031(11) 0.0466(5) Uani 1 1 d . . .
N30 N 0.14664(11) 0.1039(2) 0.58065(12) 0.0404(5) Uani 1 1 d . . .
H30 H 0.1402 0.0292 0.5686 0.048 Uiso 1 1 calc R . .
C30 C 0.09218(13) 0.1798(3) 0.59546(16) 0.0444(6) Uani 1 1 d . . .
C31 C 0.03396(15) 0.1123(3) 0.5696(2) 0.0617(9) Uani 1 1 d . . .
H31A H 0.0382 0.0968 0.5210 0.092 Uiso 1 1 calc R . .
H31B H -0.0029 0.1612 0.5776 0.092 Uiso 1 1 calc R . .
H31C H 0.0299 0.0362 0.5938 0.092 Uiso 1 1 calc R . .
C32 C 0.0873(2) 0.2069(4) 0.67110(19) 0.0653(10) Uani 1 1 d . . .
H32A H 0.0850 0.1317 0.6964 0.098 Uiso 1 1 calc R . .
H32B H 0.0500 0.2543 0.6797 0.098 Uiso 1 1 calc R . .
H32C H 0.1239 0.2520 0.6856 0.098 Uiso 1 1 calc R . .
C33 C 0.09587(12) 0.2974(3) 0.55462(15) 0.0402(6) Uani 1 1 d . . .
O33 O 0.07197(10) 0.39042(19) 0.57615(12) 0.0516(5) Uani 1 1 d . . .
N40 N 0.12271(11) 0.2928(2) 0.49240(12) 0.0406(5) Uani 1 1 d . . .
H40 H 0.1393 0.2256 0.4780 0.049 Uiso 1 1 calc R . .
C40 C 0.12404(13) 0.3986(3) 0.44951(15) 0.0414(6) Uani 1 1 d U . .
H40A H 0.0804 0.4270 0.4445 0.050 Uiso 1 1 calc R . .
C41 C 0.14801(16) 0.3675(3) 0.37806(15) 0.0497(7) Uani 1 1 d U . .
H41A H 0.1514 0.4426 0.3517 0.060 Uiso 1 1 calc R . .
H41B H 0.1902 0.3340 0.3824 0.060 Uiso 1 1 calc R . .
C42 C 0.1085(2) 0.2791(4) 0.33778(19) 0.0735(10) Uani 1 1 d U . .
H42 H 0.1056 0.2033 0.3644 0.088 Uiso 1 1 calc R . .
C43 C 0.1384(3) 0.2503(5) 0.2702(2) 0.1009(16) Uani 1 1 d U . .
H43A H 0.1808 0.2219 0.2778 0.151 Uiso 1 1 calc R . .
H43B H 0.1394 0.3224 0.2421 0.151 Uiso 1 1 calc R . .
H43C H 0.1145 0.1879 0.2472 0.151 Uiso 1 1 calc R . .
C44 C 0.0440(3) 0.3244(10) 0.3262(4) 0.150(3) Uani 1 1 d U . .
H44A H 0.0247 0.3430 0.3698 0.225 Uiso 1 1 calc R . .
H44B H 0.0197 0.2629 0.3030 0.225 Uiso 1 1 calc R . .
H44C H 0.0456 0.3968 0.2983 0.225 Uiso 1 1 calc R . .
C45 C 0.16163(13) 0.5024(2) 0.47923(14) 0.0395(6) Uani 1 1 d . . .
O45 O 0.15198(11) 0.60534(19) 0.45836(12) 0.0519(5) Uani 1 1 d . . .
N50 N 0.20361(10) 0.4788(2) 0.52829(12) 0.0383(5) Uani 1 1 d . . .
H50 H 0.2119 0.4045 0.5397 0.046 Uiso 1 1 calc R . .
C50 C 0.23524(13) 0.5782(2) 0.56238(15) 0.0409(6) Uani 1 1 d . . .
H50A H 0.2601 0.6225 0.5279 0.049 Uiso 1 1 calc R . .
C51 C 0.27953(15) 0.5316(3) 0.61692(15) 0.0490(7) Uani 1 1 d . . .
H51A H 0.2573 0.4716 0.6446 0.059 Uiso 1 1 calc R . .
H51B H 0.2905 0.5990 0.6471 0.059 Uiso 1 1 calc R . .
C52 C 0.33958(16) 0.4747(3) 0.59086(19) 0.0603(9) Uani 1 1 d . . .
H52 H 0.3285 0.4161 0.5546 0.072 Uiso 1 1 calc R . .
C53 C 0.38290(19) 0.5686(5) 0.5600(3) 0.0859(14) Uani 1 1 d . . .
H53A H 0.4206 0.5295 0.5436 0.129 Uiso 1 1 calc R . .
H53B H 0.3938 0.6279 0.5946 0.129 Uiso 1 1 calc R . .
H53C H 0.3620 0.6085 0.5222 0.129 Uiso 1 1 calc R . .
C54 C 0.3717(3) 0.4060(5) 0.6483(3) 0.0985(17) Uani 1 1 d . . .
H54A H 0.3431 0.3468 0.6672 0.148 Uiso 1 1 calc R . .
H54B H 0.3841 0.4622 0.6839 0.148 Uiso 1 1 calc R . .
H54C H 0.4085 0.3653 0.6306 0.148 Uiso 1 1 calc R . .
C55 C 0.18864(15) 0.6661(2) 0.59409(15) 0.0444(6) Uani 1 1 d . . .
O55 O 0.20072(13) 0.77406(19) 0.59641(12) 0.0599(6) Uani 1 1 d . . .
N60 N 0.13684(12) 0.6184(2) 0.62188(14) 0.0482(6) Uani 1 1 d . . .
H60 H 0.1347 0.5406 0.6278 0.058 Uiso 1 1 calc R . .
C60 C 0.08372(17) 0.6942(3) 0.64257(18) 0.0565(8) Uani 1 1 d . . .
C61 C 0.0507(2) 0.7382(4) 0.5783(2) 0.0775(12) Uani 1 1 d . . .
H61A H 0.0370 0.6693 0.5516 0.116 Uiso 1 1 calc R . .
H61B H 0.0793 0.7868 0.5514 0.116 Uiso 1 1 calc R . .
H61C H 0.0147 0.7865 0.5910 0.116 Uiso 1 1 calc R . .
C62 C 0.0398(2) 0.6174(4) 0.6858(2) 0.0741(11) Uani 1 1 d . . .
H62A H 0.0257 0.5486 0.6593 0.111 Uiso 1 1 calc R . .
H62B H 0.0041 0.6655 0.6996 0.111 Uiso 1 1 calc R . .
H62C H 0.0618 0.5891 0.7262 0.111 Uiso 1 1 calc R . .
C63 C 0.1054(2) 0.7997(3) 0.6848(2) 0.0686(10) Uani 1 1 d . . .
O63 O 0.0864(2) 0.9010(3) 0.6774(2) 0.1041(12) Uani 1 1 d . . .
O64 O 0.14403(16) 0.7680(2) 0.73563(14) 0.0766(8) Uani 1 1 d . . .
C64 C 0.1654(4) 0.8656(5) 0.7779(3) 0.115(2) Uani 1 1 d . . .
H64A H 0.1930 0.8343 0.8130 0.172 Uiso 1 1 calc R . .
H64B H 0.1298 0.9048 0.7991 0.172 Uiso 1 1 calc R . .
H64C H 0.1879 0.9236 0.7500 0.172 Uiso 1 1 calc R . .
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
O1 C1 C3 103.0(3) . . ?
O1 C1 C4 110.7(3) . . ?
C3 C1 C4 111.0(3) . . ?
O1 C1 C2 107.9(3) . . ?
C3 C1 C2 111.0(3) . . ?
C4 C1 C2 112.8(3) . . ?
C5 O1 C1 120.3(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O5 C5 N10 124.6(3) . . ?
O5 C5 O1 126.2(3) . . ?
N10 C5 O1 109.2(3) . . ?
C5 N10 C10 120.7(3) . . ?
C5 N10 H10 119.7 . . ?
C10 N10 H10 119.7 . . ?
N10 C10 C15 113.7(2) . . ?
N10 C10 C11 109.8(2) . . ?
C15 C10 C11 109.3(2) . . ?
N10 C10 H10A 108.0 . . ?
C15 C10 H10A 108.0 . . ?
C11 C10 H10A 108.0 . . ?
C12 C11 C10 114.8(3) . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11B 108.6 . . ?
C10 C11 H11B 108.6 . . ?
H11A C11 H11B 107.5 . . ?
C13 C12 C14 111.6(4) . . ?
C13 C12 C11 111.7(3) . . ?
C14 C12 C11 109.2(4) . . ?
C13 C12 H12 108.1 . . ?
C14 C12 H12 108.1 . . ?
C11 C12 H12 108.1 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O15 C15 N20 122.8(3) . . ?
O15 C15 C10 120.5(3) . . ?
N20 C15 C10 116.7(2) . . ?
C15 N20 C20 122.9(2) . . ?
C15 N20 H20 118.6 . . ?
C20 N20 H20 118.6 . . ?
N20 C20 C21 112.3(3) . . ?
N20 C20 C25 111.9(2) . . ?
C21 C20 C25 110.9(2) . . ?
N20 C20 H20A 107.1 . . ?
C21 C20 H20A 107.1 . . ?
C25 C20 H20A 107.1 . . ?
C22 C21 C20 115.3(3) . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 C24 112.0(5) . . ?
C21 C22 C23 109.7(4) . . ?
C24 C22 C23 111.8(5) . . ?
C21 C22 H22 107.7 . . ?
C24 C22 H22 107.7 . . ?
C23 C22 H22 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O25 C25 N30 122.8(3) . . ?
O25 C25 C20 121.5(3) . . ?
N30 C25 C20 115.7(2) . . ?
C25 N30 C30 123.5(2) . . ?
C25 N30 H30 118.3 . . ?
C30 N30 H30 118.3 . . ?
N30 C30 C32 111.2(3) . . ?
N30 C30 C33 110.1(2) . . ?
C32 C30 C33 110.2(3) . . ?
N30 C30 C31 107.4(2) . . ?
C32 C30 C31 111.3(3) . . ?
C33 C30 C31 106.5(3) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O33 C33 N40 121.4(3) . . ?
O33 C33 C30 121.0(3) . . ?
N40 C33 C30 117.5(2) . . ?
C33 N40 C40 120.2(2) . . ?
C33 N40 H40 119.9 . . ?
C40 N40 H40 119.9 . . ?
N40 C40 C45 113.7(2) . . ?
N40 C40 C41 110.8(2) . . ?
C45 C40 C41 110.1(2) . . ?
N40 C40 H40A 107.3 . . ?
C45 C40 H40A 107.3 . . ?
C41 C40 H40A 107.3 . . ?
C42 C41 C40 115.7(3) . . ?
C42 C41 H41A 108.3 . . ?
C40 C41 H41A 108.3 . . ?
C42 C41 H41B 108.3 . . ?
C40 C41 H41B 108.3 . . ?
H41A C41 H41B 107.4 . . ?
C44 C42 C43 109.5(4) . . ?
C44 C42 C41 112.3(5) . . ?
C43 C42 C41 110.9(4) . . ?
C44 C42 H42 108.0 . . ?
C43 C42 H42 108.0 . . ?
C41 C42 H42 108.0 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O45 C45 N50 122.1(3) . . ?
O45 C45 C40 119.1(2) . . ?
N50 C45 C40 118.8(2) . . ?
C45 N50 C50 119.5(2) . . ?
C45 N50 H50 120.2 . . ?
C50 N50 H50 120.2 . . ?
N50 C50 C51 110.8(2) . . ?
N50 C50 C55 111.5(2) . . ?
C51 C50 C55 109.8(2) . . ?
N50 C50 H50A 108.2 . . ?
C51 C50 H50A 108.2 . . ?
C55 C50 H50A 108.2 . . ?
C50 C51 C52 115.7(3) . . ?
C50 C51 H51A 108.4 . . ?
C52 C51 H51A 108.4 . . ?
C50 C51 H51B 108.4 . . ?
C52 C51 H51B 108.4 . . ?
H51A C51 H51B 107.4 . . ?
C53 C52 C51 111.4(3) . . ?
C53 C52 C54 111.1(4) . . ?
C51 C52 C54 110.0(4) . . ?
C53 C52 H52 108.1 . . ?
C51 C52 H52 108.1 . . ?
C54 C52 H52 108.1 . . ?
C52 C53 H53A 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
C52 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
O55 C55 N60 122.9(3) . . ?
O55 C55 C50 120.0(3) . . ?
N60 C55 C50 116.9(2) . . ?
C55 N60 C60 121.7(3) . . ?
C55 N60 H60 119.2 . . ?
C60 N60 H60 119.2 . . ?
N60 C60 C63 110.9(3) . . ?
N60 C60 C61 108.3(3) . . ?
C63 C60 C61 110.4(3) . . ?
N60 C60 C62 108.1(3) . . ?
C63 C60 C62 108.5(3) . . ?
C61 C60 C62 110.6(4) . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C60 C62 H62A 109.5 . . ?
C60 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C60 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
O63 C63 O64 122.9(4) . . ?
O63 C63 C60 123.7(4) . . ?
O64 C63 C60 113.2(3) . . ?
C63 O64 C64 115.2(4) . . ?
O64 C64 H64A 109.5 . . ?
O64 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
O64 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
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
C1 O1 1.470(4) . ?
C1 C3 1.501(6) . ?
C1 C4 1.511(5) . ?
C1 C2 1.522(5) . ?
O1 C5 1.349(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 H2C 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 H4C 0.9700 . ?
C5 O5 1.207(4) . ?
C5 N10 1.349(4) . ?
N10 C10 1.445(4) . ?
N10 H10 0.8700 . ?
C10 C15 1.516(4) . ?
C10 C11 1.536(4) . ?
C10 H10A 0.9900 . ?
C11 C12 1.523(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 C13 1.498(6) . ?
C12 C14 1.521(7) . ?
C12 H12 0.9900 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 O15 1.226(3) . ?
C15 N20 1.332(4) . ?
N20 C20 1.450(4) . ?
N20 H20 0.8700 . ?
C20 C21 1.530(4) . ?
C20 C25 1.537(4) . ?
C20 H20A 0.9900 . ?
C21 C22 1.514(5) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C22 C24 1.505(9) . ?
C22 C23 1.514(7) . ?
C22 H22 0.9900 . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 H23C 0.9700 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 O25 1.222(3) . ?
C25 N30 1.340(4) . ?
N30 C30 1.465(4) . ?
N30 H30 0.8700 . ?
C30 C32 1.513(5) . ?
C30 C33 1.529(4) . ?
C30 C31 1.538(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C31 H31C 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 O33 1.224(4) . ?
C33 N40 1.347(4) . ?
N40 C40 1.442(3) . ?
N40 H40 0.8700 . ?
C40 C45 1.517(4) . ?
C40 C41 1.528(4) . ?
C40 H40A 0.9900 . ?
C41 C42 1.515(5) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C42 C44 1.483(8) . ?
C42 C43 1.503(7) . ?
C42 H42 0.9900 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 O45 1.228(3) . ?
C45 N50 1.340(4) . ?
N50 C50 1.454(3) . ?
N50 H50 0.8700 . ?
C50 C51 1.517(4) . ?
C50 C55 1.525(4) . ?
C50 H50A 0.9900 . ?
C51 C52 1.518(5) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C52 C53 1.517(6) . ?
C52 C54 1.521(6) . ?
C52 H52 0.9900 . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 H53C 0.9700 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 H54C 0.9700 . ?
C55 O55 1.223(4) . ?
C55 N60 1.342(4) . ?
N60 C60 1.469(4) . ?
N60 H60 0.8700 . ?
C60 C63 1.504(6) . ?
C60 C61 1.522(6) . ?
C60 C62 1.523(5) . ?
C61 H61A 0.9700 . ?
C61 H61B 0.9700 . ?
C61 H61C 0.9700 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C62 H62C 0.9700 . ?
C63 O63 1.201(4) . ?
C63 O64 1.339(5) . ?
O64 C64 1.435(6) . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C64 H64C 0.9700 . ?
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
C3 C1 O1 C5 -176.8(3) . . . . ?
C4 C1 O1 C5 64.5(4) . . . . ?
C2 C1 O1 C5 -59.4(4) . . . . ?
C1 O1 C5 O5 -19.3(5) . . . . ?
C1 O1 C5 N10 162.2(3) . . . . ?
O5 C5 N10 C10 7.7(5) . . . . ?
O1 C5 N10 C10 -173.7(2) . . . . ?
C5 N10 C10 C15 -101.9(3) . . . . ?
C5 N10 C10 C11 135.3(3) . . . . ?
N10 C10 C11 C12 -64.2(4) . . . . ?
C15 C10 C11 C12 170.4(3) . . . . ?
C10 C11 C12 C13 -68.9(5) . . . . ?
C10 C11 C12 C14 167.2(4) . . . . ?
N10 C10 C15 O15 158.6(3) . . . . ?
C11 C10 C15 O15 -78.4(3) . . . . ?
N10 C10 C15 N20 -24.7(4) . . . . ?
C11 C10 C15 N20 98.4(3) . . . . ?
O15 C15 N20 C20 -5.6(5) . . . . ?
C10 C15 N20 C20 177.7(2) . . . . ?
C15 N20 C20 C21 -67.7(3) . . . . ?
C15 N20 C20 C25 57.8(3) . . . . ?
N20 C20 C21 C22 -50.1(4) . . . . ?
C25 C20 C21 C22 -176.2(3) . . . . ?
C20 C21 C22 C24 -62.4(5) . . . . ?
C20 C21 C22 C23 172.9(5) . . . . ?
N20 C20 C25 O25 -143.9(3) . . . . ?
C21 C20 C25 O25 -17.6(4) . . . . ?
N20 C20 C25 N30 35.0(3) . . . . ?
C21 C20 C25 N30 161.3(3) . . . . ?
O25 C25 N30 C30 -0.9(4) . . . . ?
C20 C25 N30 C30 -179.8(2) . . . . ?
C25 N30 C30 C32 -70.8(3) . . . . ?
C25 N30 C30 C33 51.7(4) . . . . ?
C25 N30 C30 C31 167.3(3) . . . . ?
N30 C30 C33 O33 -151.2(3) . . . . ?
C32 C30 C33 O33 -28.1(4) . . . . ?
C31 C30 C33 O33 92.7(3) . . . . ?
N30 C30 C33 N40 33.0(3) . . . . ?
C32 C30 C33 N40 156.1(3) . . . . ?
C31 C30 C33 N40 -83.1(3) . . . . ?
O33 C33 N40 C40 0.2(4) . . . . ?
C30 C33 N40 C40 176.0(2) . . . . ?
C33 N40 C40 C45 63.6(3) . . . . ?
C33 N40 C40 C41 -171.8(2) . . . . ?
N40 C40 C41 C42 62.6(4) . . . . ?
C45 C40 C41 C42 -170.7(3) . . . . ?
C40 C41 C42 C44 60.3(5) . . . . ?
C40 C41 C42 C43 -176.8(4) . . . . ?
N40 C40 C45 O45 -159.4(3) . . . . ?
C41 C40 C45 O45 75.5(3) . . . . ?
N40 C40 C45 N50 19.5(4) . . . . ?
C41 C40 C45 N50 -105.6(3) . . . . ?
O45 C45 N50 C50 5.3(4) . . . . ?
C40 C45 N50 C50 -173.5(2) . . . . ?
C45 N50 C50 C51 178.8(2) . . . . ?
C45 N50 C50 C55 56.1(3) . . . . ?
N50 C50 C51 C52 74.2(3) . . . . ?
C55 C50 C51 C52 -162.2(3) . . . . ?
C50 C51 C52 C53 69.8(4) . . . . ?
C50 C51 C52 C54 -166.5(3) . . . . ?
N50 C50 C55 O55 -146.5(3) . . . . ?
C51 C50 C55 O55 90.3(3) . . . . ?
N50 C50 C55 N60 37.1(4) . . . . ?
C51 C50 C55 N60 -86.1(3) . . . . ?
O55 C55 N60 C60 15.0(5) . . . . ?
C50 C55 N60 C60 -168.7(3) . . . . ?
C55 N60 C60 C63 -48.7(4) . . . . ?
C55 N60 C60 C61 72.5(4) . . . . ?
C55 N60 C60 C62 -167.6(3) . . . . ?
N60 C60 C63 O63 136.4(4) . . . . ?
C61 C60 C63 O63 16.4(6) . . . . ?
C62 C60 C63 O63 -105.0(5) . . . . ?
N60 C60 C63 O64 -49.0(4) . . . . ?
C61 C60 C63 O64 -169.0(3) . . . . ?
C62 C60 C63 O64 69.6(4) . . . . ?
O63 C63 O64 C64 -4.7(7) . . . . ?
C60 C63 O64 C64 -179.4(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659243
