#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/55/4025564.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_4025564
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-D-Leu-Aib-Leu-D-Leu-OMe
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.125(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3911(19)
_cell_length_b                   21.278(4)
_cell_length_c                   11.662(2)
_cell_measurement_reflns_used    6075
_cell_measurement_temperature    240(2)
_cell_measurement_theta_max      24.33
_cell_measurement_theta_min      2.20
_cell_volume                     2300.9(7)
_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    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      240(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0384
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19211
_diffrn_reflns_theta_full        27.10
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_min         1.77
_diffrn_standards_interval_count 19211
_diffrn_standards_interval_time  480
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.6026
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.090
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.0(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         5187
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0507
_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)+(0.0970P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1365
_refine_ls_wR_factor_ref         0.1447
_reflns_number_gt                4063
_reflns_number_total             5187
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            jo100965r_si_002.cif
_cod_data_source_block           lep
_cod_original_cell_volume        2300.9(8)
_cod_database_code               4025564
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C10 C 1.1478(4) 0.4916(2) 0.2054(3) 0.0601(9) Uani 1 1 d . . .
O10 O 1.1097(3) 0.46201(12) 0.3098(2) 0.0563(6) Uani 1 1 d . . .
C11 C 1.1507(7) 0.4432(3) 0.1132(4) 0.1017(18) Uani 1 1 d . . .
H11A H 1.2293 0.4141 0.1371 0.153 Uiso 1 1 calc R . .
H11B H 1.1645 0.4636 0.0414 0.153 Uiso 1 1 calc R . .
H11C H 1.0601 0.4204 0.1012 0.153 Uiso 1 1 calc R . .
C12 C 1.2902(5) 0.5268(2) 0.2338(5) 0.0812(13) Uani 1 1 d . . .
H12A H 1.2841 0.5570 0.2953 0.122 Uiso 1 1 calc R . .
H12B H 1.3100 0.5488 0.1652 0.122 Uiso 1 1 calc R . .
H12C H 1.3673 0.4972 0.2592 0.122 Uiso 1 1 calc R . .
C13 C 1.0259(5) 0.5374(3) 0.1716(5) 0.0994(18) Uani 1 1 d . . .
H13A H 1.0271 0.5687 0.2321 0.149 Uiso 1 1 calc R . .
H13B H 0.9348 0.5150 0.1615 0.149 Uiso 1 1 calc R . .
H13C H 1.0375 0.5579 0.0993 0.149 Uiso 1 1 calc R . .
C14 C 1.1898(3) 0.41545(14) 0.3630(3) 0.0410(6) Uani 1 1 d . . .
O14 O 1.3107(2) 0.40195(11) 0.3464(2) 0.0549(6) Uani 1 1 d . . .
N20 N 1.1185(3) 0.38569(12) 0.4378(2) 0.0408(6) Uani 1 1 d . . .
H20 H 1.0337 0.3994 0.4470 0.049 Uiso 1 1 calc R . .
C21 C 1.1783(3) 0.33095(14) 0.5045(3) 0.0405(6) Uani 1 1 d . . .
H21 H 1.2846 0.3349 0.5198 0.049 Uiso 1 1 calc R . .
C22 C 1.1234(4) 0.32774(16) 0.6200(3) 0.0505(7) Uani 1 1 d . . .
H22A H 1.1503 0.2869 0.6557 0.061 Uiso 1 1 calc R . .
H22B H 1.0179 0.3298 0.6051 0.061 Uiso 1 1 calc R . .
C23 C 1.1791(6) 0.3790(2) 0.7065(3) 0.0841(15) Uani 1 1 d . . .
H23 H 1.1654 0.4201 0.6665 0.101 Uiso 1 1 calc R . .
C24 C 1.3385(8) 0.3699(4) 0.7493(5) 0.136(3) Uani 1 1 d . . .
H24A H 1.3900 0.3689 0.6835 0.203 Uiso 1 1 calc R . .
H24B H 1.3534 0.3306 0.7916 0.203 Uiso 1 1 calc R . .
H24C H 1.3742 0.4045 0.8002 0.203 Uiso 1 1 calc R . .
C25 C 1.0949(9) 0.3793(3) 0.8066(4) 0.119(2) Uani 1 1 d . . .
H25A H 1.1304 0.4126 0.8604 0.179 Uiso 1 1 calc R . .
H25B H 1.1067 0.3391 0.8465 0.179 Uiso 1 1 calc R . .
H25C H 0.9935 0.3862 0.7774 0.179 Uiso 1 1 calc R . .
C26 C 1.1391(3) 0.27127(14) 0.4341(3) 0.0399(6) Uani 1 1 d . . .
O26 O 1.0503(3) 0.23333(11) 0.4606(2) 0.0547(6) Uani 1 1 d . . .
N30 N 1.2034(3) 0.26300(13) 0.3416(2) 0.0487(6) Uani 1 1 d . . .
H30 H 1.2682 0.2900 0.3279 0.058 Uiso 1 1 calc R . .
C31 C 1.1690(3) 0.21032(14) 0.2625(3) 0.0407(6) Uani 1 1 d . . .
H31 H 1.2113 0.1714 0.3001 0.049 Uiso 1 1 calc R . .
C32 C 1.2342(4) 0.22279(17) 0.1518(3) 0.0540(8) Uani 1 1 d . . .
H32A H 1.1984 0.2634 0.1196 0.065 Uiso 1 1 calc R . .
H32B H 1.3391 0.2263 0.1733 0.065 Uiso 1 1 calc R . .
C33 C 1.2014(4) 0.17284(19) 0.0566(3) 0.0585(9) Uani 1 1 d . . .
H33 H 1.0955 0.1694 0.0341 0.070 Uiso 1 1 calc R . .
C34 C 1.2672(7) 0.1945(3) -0.0500(4) 0.1019(17) Uani 1 1 d . . .
H34A H 1.2304 0.2359 -0.0740 0.153 Uiso 1 1 calc R . .
H34B H 1.2412 0.1650 -0.1132 0.153 Uiso 1 1 calc R . .
H34C H 1.3714 0.1963 -0.0298 0.153 Uiso 1 1 calc R . .
C35 C 1.2611(4) 0.10888(19) 0.0953(3) 0.0631(10) Uani 1 1 d . . .
H35A H 1.2195 0.0951 0.1620 0.095 Uiso 1 1 calc R . .
H35B H 1.3651 0.1116 0.1162 0.095 Uiso 1 1 calc R . .
H35C H 1.2371 0.0790 0.0324 0.095 Uiso 1 1 calc R . .
C36 C 1.0051(3) 0.20302(14) 0.2338(2) 0.0382(6) Uani 1 1 d . . .
O36 O 0.9257(2) 0.24739(10) 0.2027(2) 0.0499(5) Uani 1 1 d . . .
N40 N 0.9576(3) 0.14360(11) 0.2412(2) 0.0402(5) Uani 1 1 d . . .
H40 H 1.0206 0.1150 0.2678 0.048 Uiso 1 1 calc R . .
C41 C 0.8078(3) 0.12376(15) 0.2079(3) 0.0457(7) Uani 1 1 d . . .
C42 C 0.7536(4) 0.1387(2) 0.0798(3) 0.0701(11) Uani 1 1 d . . .
H42A H 0.7601 0.1836 0.0672 0.105 Uiso 1 1 calc R . .
H42B H 0.6540 0.1253 0.0597 0.105 Uiso 1 1 calc R . .
H42C H 0.8124 0.1166 0.0315 0.105 Uiso 1 1 calc R . .
C43 C 0.8030(5) 0.05351(17) 0.2325(5) 0.0729(12) Uani 1 1 d . . .
H43A H 0.8378 0.0459 0.3141 0.109 Uiso 1 1 calc R . .
H43B H 0.8636 0.0314 0.1858 0.109 Uiso 1 1 calc R . .
H43C H 0.7046 0.0386 0.2132 0.109 Uiso 1 1 calc R . .
C44 C 0.7069(3) 0.15549(14) 0.2835(3) 0.0418(6) Uani 1 1 d . . .
O44 O 0.5776(2) 0.15684(14) 0.2500(2) 0.0646(7) Uani 1 1 d . . .
N50 N 0.7664(3) 0.17594(11) 0.3881(2) 0.0409(5) Uani 1 1 d . . .
H50 H 0.8590 0.1722 0.4101 0.049 Uiso 1 1 calc R . .
C51 C 0.6787(4) 0.20453(15) 0.4662(3) 0.0473(7) Uani 1 1 d U . .
H51 H 0.5919 0.1780 0.4649 0.057 Uiso 1 1 calc R . .
C52 C 0.7608(5) 0.20353(18) 0.5899(3) 0.0631(9) Uani 1 1 d U . .
H52A H 0.7852 0.1597 0.6102 0.076 Uiso 1 1 calc R . .
H52B H 0.8519 0.2261 0.5901 0.076 Uiso 1 1 calc R . .
C53 C 0.6876(6) 0.2312(2) 0.6854(4) 0.0903(13) Uani 1 1 d U . .
H53 H 0.6688 0.2762 0.6677 0.108 Uiso 1 1 calc R . .
C54 C 0.5424(8) 0.1991(3) 0.6914(6) 0.126(2) Uani 1 1 d U . .
H54A H 0.4982 0.2183 0.7526 0.188 Uiso 1 1 calc R . .
H54B H 0.5580 0.1548 0.7079 0.188 Uiso 1 1 calc R . .
H54C H 0.4792 0.2041 0.6177 0.188 Uiso 1 1 calc R . .
C55 C 0.7907(10) 0.2268(3) 0.8009(4) 0.136(2) Uani 1 1 d U . .
H55A H 0.7440 0.2438 0.8627 0.204 Uiso 1 1 calc R . .
H55B H 0.8774 0.2507 0.7958 0.204 Uiso 1 1 calc R . .
H55C H 0.8159 0.1832 0.8175 0.204 Uiso 1 1 calc R . .
C56 C 0.6277(3) 0.27020(16) 0.4287(3) 0.0469(7) Uani 1 1 d . . .
O56 O 0.5206(3) 0.29209(14) 0.4614(3) 0.0767(9) Uani 1 1 d . . .
N60 N 0.7055(3) 0.30349(11) 0.3634(2) 0.0406(6) Uani 1 1 d . . .
H60 H 0.7820 0.2869 0.3422 0.049 Uiso 1 1 calc R . .
C61 C 0.6630(3) 0.36701(13) 0.3276(3) 0.0393(6) Uani 1 1 d . . .
H61 H 0.5566 0.3686 0.3078 0.047 Uiso 1 1 calc R . .
C62 C 0.7279(4) 0.38673(15) 0.2212(3) 0.0462(7) Uani 1 1 d . . .
H62A H 0.8321 0.3790 0.2368 0.055 Uiso 1 1 calc R . .
H62B H 0.7137 0.4321 0.2097 0.055 Uiso 1 1 calc R . .
C63 C 0.6650(5) 0.3530(2) 0.1087(3) 0.0692(11) Uani 1 1 d . . .
H63 H 0.6806 0.3074 0.1221 0.083 Uiso 1 1 calc R . .
C64 C 0.7453(7) 0.3718(4) 0.0110(4) 0.117(2) Uani 1 1 d . . .
H64A H 0.7050 0.3496 -0.0593 0.176 Uiso 1 1 calc R . .
H64B H 0.8465 0.3611 0.0319 0.176 Uiso 1 1 calc R . .
H64C H 0.7357 0.4168 -0.0020 0.176 Uiso 1 1 calc R . .
C65 C 0.5082(6) 0.3629(5) 0.0753(5) 0.120(2) Uani 1 1 d . . .
H65A H 0.4596 0.3524 0.1402 0.180 Uiso 1 1 calc R . .
H65B H 0.4722 0.3363 0.0096 0.180 Uiso 1 1 calc R . .
H65C H 0.4898 0.4066 0.0541 0.180 Uiso 1 1 calc R . .
C66 C 0.7104(3) 0.41171(13) 0.4292(2) 0.0372(6) Uani 1 1 d . . .
O66 O 0.8365(2) 0.42010(12) 0.4708(2) 0.0525(6) Uani 1 1 d . . .
N70 N 0.6044(3) 0.44260(12) 0.4681(2) 0.0453(6) Uani 1 1 d . . .
H70 H 0.5160 0.4368 0.4341 0.054 Uiso 1 1 calc R . .
C71 C 0.6322(3) 0.48588(17) 0.5662(3) 0.0503(8) Uani 1 1 d . . .
C72 C 0.6813(5) 0.4513(2) 0.6781(4) 0.0767(12) Uani 1 1 d . . .
H72A H 0.6084 0.4209 0.6909 0.115 Uiso 1 1 calc R . .
H72B H 0.6959 0.4810 0.7419 0.115 Uiso 1 1 calc R . .
H72C H 0.7711 0.4297 0.6735 0.115 Uiso 1 1 calc R . .
C73 C 0.4925(5) 0.5221(2) 0.5725(4) 0.0799(14) Uani 1 1 d . . .
H73A H 0.4174 0.4928 0.5852 0.120 Uiso 1 1 calc R . .
H73B H 0.4630 0.5444 0.5001 0.120 Uiso 1 1 calc R . .
H73C H 0.5087 0.5519 0.6361 0.120 Uiso 1 1 calc R . .
C74 C 0.7464(4) 0.53351(16) 0.5457(3) 0.0575(9) Uani 1 1 d U . .
C75 C 0.8311(8) 0.6000(3) 0.4118(6) 0.117(2) Uani 1 1 d U . .
H75A H 0.8079 0.6124 0.3310 0.176 Uiso 1 1 calc R . .
H75B H 0.9272 0.5820 0.4260 0.176 Uiso 1 1 calc R . .
H75C H 0.8274 0.6365 0.4611 0.176 Uiso 1 1 calc R . .
O74 O 0.8366(3) 0.55302(16) 0.6220(3) 0.0790(9) Uani 1 1 d . . .
O75 O 0.7278(3) 0.55371(13) 0.4376(2) 0.0738(8) Uani 1 1 d U . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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
O10 C10 C11 109.7(4) . . ?
O10 C10 C13 102.7(3) . . ?
C11 C10 C13 111.0(4) . . ?
O10 C10 C12 110.6(3) . . ?
C11 C10 C12 112.4(4) . . ?
C13 C10 C12 110.0(4) . . ?
C14 O10 C10 120.8(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O14 C14 O10 124.9(3) . . ?
O14 C14 N20 124.6(3) . . ?
O10 C14 N20 110.5(2) . . ?
C14 N20 C21 122.2(2) . . ?
C14 N20 H20 118.9 . . ?
C21 N20 H20 118.9 . . ?
N20 C21 C22 110.6(2) . . ?
N20 C21 C26 109.7(2) . . ?
C22 C21 C26 110.7(3) . . ?
N20 C21 H21 108.6 . . ?
C22 C21 H21 108.6 . . ?
C26 C21 H21 108.6 . . ?
C21 C22 C23 115.3(3) . . ?
C21 C22 H22A 108.5 . . ?
C23 C22 H22A 108.5 . . ?
C21 C22 H22B 108.5 . . ?
C23 C22 H22B 108.5 . . ?
H22A C22 H22B 107.5 . . ?
C24 C23 C25 110.9(4) . . ?
C24 C23 C22 110.2(5) . . ?
C25 C23 C22 110.4(4) . . ?
C24 C23 H23 108.4 . . ?
C25 C23 H23 108.4 . . ?
C22 C23 H23 108.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O26 C26 N30 121.9(3) . . ?
O26 C26 C21 121.6(3) . . ?
N30 C26 C21 116.5(3) . . ?
C26 N30 C31 122.2(3) . . ?
C26 N30 H30 118.9 . . ?
C31 N30 H30 118.9 . . ?
N30 C31 C36 109.3(2) . . ?
N30 C31 C32 108.8(3) . . ?
C36 C31 C32 110.7(3) . . ?
N30 C31 H31 109.3 . . ?
C36 C31 H31 109.3 . . ?
C32 C31 H31 109.3 . . ?
C33 C32 C31 115.3(3) . . ?
C33 C32 H32A 108.4 . . ?
C31 C32 H32A 108.4 . . ?
C33 C32 H32B 108.4 . . ?
C31 C32 H32B 108.4 . . ?
H32A C32 H32B 107.5 . . ?
C35 C33 C32 112.7(3) . . ?
C35 C33 C34 109.4(4) . . ?
C32 C33 C34 108.4(4) . . ?
C35 C33 H33 108.8 . . ?
C32 C33 H33 108.8 . . ?
C34 C33 H33 108.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O36 C36 N40 123.5(3) . . ?
O36 C36 C31 122.1(3) . . ?
N40 C36 C31 114.4(2) . . ?
C36 N40 C41 124.6(3) . . ?
C36 N40 H40 117.7 . . ?
C41 N40 H40 117.7 . . ?
N40 C41 C43 106.8(3) . . ?
N40 C41 C42 110.9(3) . . ?
C43 C41 C42 111.8(3) . . ?
N40 C41 C44 111.9(2) . . ?
C43 C41 C44 106.4(3) . . ?
C42 C41 C44 109.0(3) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O44 C44 N50 122.6(3) . . ?
O44 C44 C41 119.9(3) . . ?
N50 C44 C41 117.3(3) . . ?
C44 N50 C51 120.9(3) . . ?
C44 N50 H50 119.6 . . ?
C51 N50 H50 119.6 . . ?
N50 C51 C56 112.9(2) . . ?
N50 C51 C52 109.5(3) . . ?
C56 C51 C52 112.0(3) . . ?
N50 C51 H51 107.4 . . ?
C56 C51 H51 107.4 . . ?
C52 C51 H51 107.4 . . ?
C53 C52 C51 118.0(4) . . ?
C53 C52 H52A 107.8 . . ?
C51 C52 H52A 107.8 . . ?
C53 C52 H52B 107.8 . . ?
C51 C52 H52B 107.8 . . ?
H52A C52 H52B 107.2 . . ?
C52 C53 C55 109.0(5) . . ?
C52 C53 C54 111.8(4) . . ?
C55 C53 C54 112.0(5) . . ?
C52 C53 H53 108.0 . . ?
C55 C53 H53 108.0 . . ?
C54 C53 H53 108.0 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
O56 C56 N60 121.7(3) . . ?
O56 C56 C51 119.9(3) . . ?
N60 C56 C51 118.4(2) . . ?
C56 N60 C61 120.4(2) . . ?
C56 N60 H60 119.8 . . ?
C61 N60 H60 119.8 . . ?
N60 C61 C62 111.2(2) . . ?
N60 C61 C66 108.9(2) . . ?
C62 C61 C66 110.7(2) . . ?
N60 C61 H61 108.6 . . ?
C62 C61 H61 108.6 . . ?
C66 C61 H61 108.6 . . ?
C61 C62 C63 114.8(3) . . ?
C61 C62 H62A 108.6 . . ?
C63 C62 H62A 108.6 . . ?
C61 C62 H62B 108.6 . . ?
C63 C62 H62B 108.6 . . ?
H62A C62 H62B 107.6 . . ?
C65 C63 C64 110.9(4) . . ?
C65 C63 C62 113.2(4) . . ?
C64 C63 C62 110.5(4) . . ?
C65 C63 H63 107.3 . . ?
C64 C63 H63 107.3 . . ?
C62 C63 H63 107.3 . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C63 C65 H65A 109.5 . . ?
C63 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C63 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
O66 C66 N70 121.6(3) . . ?
O66 C66 C61 123.0(2) . . ?
N70 C66 C61 115.4(2) . . ?
C66 N70 C71 121.9(2) . . ?
C66 N70 H70 119.1 . . ?
C71 N70 H70 119.1 . . ?
N70 C71 C72 111.3(3) . . ?
N70 C71 C74 109.9(3) . . ?
C72 C71 C74 109.6(3) . . ?
N70 C71 C73 107.8(3) . . ?
C72 C71 C73 110.5(3) . . ?
C74 C71 C73 107.6(3) . . ?
C71 C72 H72A 109.5 . . ?
C71 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
C71 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
C71 C73 H73A 109.5 . . ?
C71 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C71 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
O74 C74 O75 124.5(3) . . ?
O74 C74 C71 123.1(4) . . ?
O75 C74 C71 112.2(3) . . ?
O75 C75 H75A 109.5 . . ?
O75 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
O75 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
C74 O75 C75 115.5(4) . . ?
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
C10 O10 1.464(4) . ?
C10 C11 1.492(7) . ?
C10 C13 1.507(6) . ?
C10 C12 1.524(6) . ?
O10 C14 1.336(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 H12C 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C14 O14 1.217(4) . ?
C14 N20 1.340(4) . ?
N20 C21 1.462(4) . ?
N20 H20 0.8700 . ?
C21 C22 1.518(5) . ?
C21 C26 1.525(4) . ?
C21 H21 0.9900 . ?
C22 C23 1.521(5) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C23 C24 1.513(9) . ?
C23 C25 1.511(7) . ?
C23 H23 0.9900 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 O26 1.235(4) . ?
C26 N30 1.328(4) . ?
N30 C31 1.455(4) . ?
N30 H30 0.8700 . ?
C31 C36 1.531(4) . ?
C31 C32 1.537(4) . ?
C31 H31 0.9900 . ?
C32 C33 1.533(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C35 1.513(6) . ?
C33 C34 1.544(6) . ?
C33 H33 0.9900 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 O36 1.222(4) . ?
C36 N40 1.348(4) . ?
N40 C41 1.461(4) . ?
N40 H40 0.8700 . ?
C41 C43 1.524(5) . ?
C41 C42 1.533(5) . ?
C41 C44 1.548(4) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 O44 1.215(4) . ?
C44 N50 1.332(4) . ?
N50 C51 1.455(4) . ?
N50 H50 0.8700 . ?
C51 C56 1.519(5) . ?
C51 C52 1.524(5) . ?
C51 H51 0.9900 . ?
C52 C53 1.518(5) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C53 C55 1.532(10) . ?
C53 C54 1.536(9) . ?
C53 H53 0.9900 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C54 H54C 0.9700 . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C55 H55C 0.9700 . ?
C56 O56 1.222(4) . ?
C56 N60 1.339(4) . ?
N60 C61 1.451(4) . ?
N60 H60 0.8700 . ?
C61 C62 1.526(4) . ?
C61 C66 1.529(4) . ?
C61 H61 0.9900 . ?
C62 C63 1.529(5) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C63 C65 1.477(7) . ?
C63 C64 1.517(7) . ?
C63 H63 0.9900 . ?
C64 H64A 0.9700 . ?
C64 H64B 0.9700 . ?
C64 H64C 0.9700 . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C65 H65C 0.9700 . ?
C66 O66 1.219(3) . ?
C66 N70 1.332(3) . ?
N70 C71 1.460(4) . ?
N70 H70 0.8700 . ?
C71 C72 1.505(6) . ?
C71 C74 1.521(5) . ?
C71 C73 1.533(5) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C72 H72C 0.9700 . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
C73 H73C 0.9700 . ?
C74 O74 1.201(5) . ?
C74 O75 1.317(5) . ?
C75 O75 1.447(6) . ?
C75 H75A 0.9700 . ?
C75 H75B 0.9700 . ?
C75 H75C 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
C11 C10 O10 C14 58.5(5) . . . . ?
C13 C10 O10 C14 176.5(4) . . . . ?
C12 C10 O10 C14 -66.1(4) . . . . ?
C10 O10 C14 O14 15.0(5) . . . . ?
C10 O10 C14 N20 -165.2(3) . . . . ?
O14 C14 N20 C21 -2.8(5) . . . . ?
O10 C14 N20 C21 177.4(3) . . . . ?
C14 N20 C21 C22 150.0(3) . . . . ?
C14 N20 C21 C26 -87.5(3) . . . . ?
N20 C21 C22 C23 -68.8(4) . . . . ?
C26 C21 C22 C23 169.4(3) . . . . ?
C21 C22 C23 C24 -68.9(5) . . . . ?
C21 C22 C23 C25 168.3(4) . . . . ?
N20 C21 C26 O26 -108.9(3) . . . . ?
C22 C21 C26 O26 13.5(4) . . . . ?
N20 C21 C26 N30 69.8(3) . . . . ?
C22 C21 C26 N30 -167.8(3) . . . . ?
O26 C26 N30 C31 2.8(5) . . . . ?
C21 C26 N30 C31 -175.9(3) . . . . ?
C26 N30 C31 C36 45.9(4) . . . . ?
C26 N30 C31 C32 166.9(3) . . . . ?
N30 C31 C32 C33 -177.2(3) . . . . ?
C36 C31 C32 C33 -57.0(4) . . . . ?
C31 C32 C33 C35 -61.9(4) . . . . ?
C31 C32 C33 C34 176.9(4) . . . . ?
N30 C31 C36 O36 49.4(4) . . . . ?
C32 C31 C36 O36 -70.4(3) . . . . ?
N30 C31 C36 N40 -133.1(3) . . . . ?
C32 C31 C36 N40 107.0(3) . . . . ?
O36 C36 N40 C41 3.3(4) . . . . ?
C31 C36 N40 C41 -174.1(3) . . . . ?
C36 N40 C41 C43 -179.1(3) . . . . ?
C36 N40 C41 C42 58.9(4) . . . . ?
C36 N40 C41 C44 -63.1(4) . . . . ?
N40 C41 C44 O44 161.6(3) . . . . ?
C43 C41 C44 O44 -82.1(4) . . . . ?
C42 C41 C44 O44 38.6(4) . . . . ?
N40 C41 C44 N50 -23.6(4) . . . . ?
C43 C41 C44 N50 92.7(3) . . . . ?
C42 C41 C44 N50 -146.6(3) . . . . ?
O44 C44 N50 C51 -3.5(5) . . . . ?
C41 C44 N50 C51 -178.0(3) . . . . ?
C44 N50 C51 C56 -73.1(4) . . . . ?
C44 N50 C51 C52 161.4(3) . . . . ?
N50 C51 C52 C53 -179.8(3) . . . . ?
C56 C51 C52 C53 54.2(4) . . . . ?
C51 C52 C53 C55 -178.4(4) . . . . ?
C51 C52 C53 C54 57.2(5) . . . . ?
N50 C51 C56 O56 157.2(3) . . . . ?
C52 C51 C56 O56 -78.7(4) . . . . ?
N50 C51 C56 N60 -25.2(4) . . . . ?
C52 C51 C56 N60 99.0(3) . . . . ?
O56 C56 N60 C61 -0.9(5) . . . . ?
C51 C56 N60 C61 -178.5(3) . . . . ?
C56 N60 C61 C62 -158.8(3) . . . . ?
C56 N60 C61 C66 78.9(3) . . . . ?
N60 C61 C62 C63 69.9(4) . . . . ?
C66 C61 C62 C63 -168.8(3) . . . . ?
C61 C62 C63 C65 59.7(6) . . . . ?
C61 C62 C63 C64 -175.2(4) . . . . ?
N60 C61 C66 O66 63.1(4) . . . . ?
C62 C61 C66 O66 -59.5(4) . . . . ?
N60 C61 C66 N70 -118.6(3) . . . . ?
C62 C61 C66 N70 118.7(3) . . . . ?
O66 C66 N70 C71 -3.1(5) . . . . ?
C61 C66 N70 C71 178.6(3) . . . . ?
C66 N70 C71 C72 -69.3(4) . . . . ?
C66 N70 C71 C74 52.3(4) . . . . ?
C66 N70 C71 C73 169.4(3) . . . . ?
N70 C71 C74 O74 -143.2(4) . . . . ?
C72 C71 C74 O74 -20.5(5) . . . . ?
C73 C71 C74 O74 99.7(4) . . . . ?
N70 C71 C74 O75 41.4(4) . . . . ?
C72 C71 C74 O75 164.0(3) . . . . ?
C73 C71 C74 O75 -75.8(4) . . . . ?
O74 C74 O75 C75 3.7(6) . . . . ?
C71 C74 O75 C75 179.1(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659244
