#------------------------------------------------------------------------------
#$Date: 2024-09-02 12:36:32 +0300 (Mon, 02 Sep 2024) $
#$Revision: 294326 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/65/7246574.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_7246574
loop_
_publ_author_name
'Shang, Jia-Huan'
'Qiao, Yi-Jun'
'Zhu, Hong-Tao'
'Wang, Dong'
'Yang, Chong-Ren'
'Zhang, Ying-Jun'
_publ_section_title
;
 Discovery of nontriterpenoids from the rot roots of Panax notoginseng
 with cytotoxicity and their molecular docking study and experimental
 validation
;
_journal_issue                   16
_journal_name_full               'RSC Advances'
_journal_page_first              11037
_journal_page_last               11043
_journal_paper_doi               10.1039/D3RA00720K
_journal_volume                  13
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C15 H19 N3 O4, 0.5(H2 O)'
_chemical_formula_sum            'C15 H20 N3 O4.5'
_chemical_formula_weight         314.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-07-15 deposited with the CCDC.	2023-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.563(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.2070(10)
_cell_length_b                   6.1502(2)
_cell_length_c                   22.3583(7)
_cell_measurement_reflns_used    9796
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.26
_cell_measurement_theta_min      3.19
_cell_volume                     3438.5(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            30553
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.545
_diffrn_reflns_theta_min         2.229
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_description       needle
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_transmission_factor_max   0.7536
_exptl_transmission_factor_min   0.6766
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 2448 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         6736
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.918
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1223
_reflns_Friedel_coverage         0.798
_reflns_Friedel_fraction_full    0.980
_reflns_Friedel_fraction_max     0.971
_reflns_number_gt                6078
_reflns_number_total             6736
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra00720k2.cif
_cod_data_source_block           ysjh84_0m_sq
_cod_depositor_comments
;

2024-09-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C30 H40 N6 O9'
_cod_original_formula_weight         628.68
_cod_original_formula_moiety         '2(C15 H19 N3 O4), H2 O'
_cod_original_formula_units_Z            4
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               7246574
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_min   0.851
_shelx_estimated_absorpt_t_max   0.970
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.60380(9) 0.6285(3) 0.49736(10) 0.0374(5) Uani 1 1 d . . . . .
O2 O 0.64862(14) 0.4937(5) 0.15579(18) 0.0681(9) Uani 1 1 d . . . . .
O3 O 0.45653(7) 0.1753(3) 0.23574(8) 0.0227(4) Uani 1 1 d . . . . .
O4 O 0.79331(8) 0.1964(3) 0.63748(11) 0.0356(5) Uani 1 1 d . . . . .
O5 O 0.72136(9) 0.6909(4) 1.02361(10) 0.0386(5) Uani 1 1 d . . . . .
O6 O 0.63187(7) 0.8894(3) 0.72391(9) 0.0242(4) Uani 1 1 d . . . . .
O7 O 0.81946(10) 0.5427(4) 0.63998(13) 0.0442(5) Uani 1 1 d . . . . .
N2 N 0.50173(8) 0.4580(3) 0.30479(10) 0.0197(4) Uani 1 1 d . . . . .
N3 N 0.55279(10) 0.3351(4) 0.44742(11) 0.0302(5) Uani 1 1 d . . . . .
N4 N 0.43963(9) 0.2580(4) 0.32274(11) 0.0259(5) Uani 1 1 d . . . . .
H37 H 0.412712 0.165846 0.306617 0.031 Uiso 1 1 calc R U . . .
N5 N 0.67249(8) 0.5958(3) 0.79096(10) 0.0213(4) Uani 1 1 d . . . . .
N6 N 0.67041(8) 0.4294(4) 0.95073(10) 0.0245(4) Uani 1 1 d . . . . .
N7 N 0.60570(8) 0.7911(3) 0.80131(11) 0.0231(4) Uani 1 1 d . . . . .
H38 H 0.581752 0.895860 0.786037 0.028 Uiso 1 1 calc R U . . .
C1 C 0.65586(15) 0.8993(7) 0.11905(19) 0.0515(9) Uani 1 1 d . . . . .
H1 H 0.692168 0.841216 0.144442 0.077 Uiso 1 1 calc R U . . .
H16 H 0.657464 1.057794 0.115963 0.077 Uiso 1 1 calc R U . . .
H17 H 0.639012 0.836741 0.073569 0.077 Uiso 1 1 calc R U . . .
C2 C 0.62467(13) 0.6337(5) 0.16824(17) 0.0371(7) Uani 1 1 d . . . . .
C3 C 0.59193(11) 0.5918(5) 0.20359(15) 0.0297(6) Uani 1 1 d . . . . .
C4 C 0.56300(11) 0.7554(4) 0.21462(14) 0.0277(5) Uani 1 1 d . . . . .
H13 H 0.563998 0.899192 0.199706 0.033 Uiso 1 1 calc R U . . .
C5 C 0.53263(10) 0.7101(4) 0.24732(13) 0.0238(5) Uani 1 1 d . . . . .
H12 H 0.512648 0.822255 0.254495 0.029 Uiso 1 1 calc R U . . .
C6 C 0.53157(9) 0.4997(4) 0.26954(12) 0.0213(5) Uani 1 1 d . . . . .
C7 C 0.50639(10) 0.6088(4) 0.35823(12) 0.0227(5) Uani 1 1 d . . . . .
H11 H 0.476396 0.713799 0.340041 0.027 Uiso 1 1 calc R U . . .
H10 H 0.540298 0.691183 0.375082 0.027 Uiso 1 1 calc R U . . .
C8 C 0.50527(11) 0.4791(4) 0.41583(13) 0.0264(5) Uani 1 1 d . . . . .
H8 H 0.506821 0.584299 0.450796 0.032 Uiso 1 1 calc R U . . .
O8 O 0.62479(9) 0.8432(4) 0.15324(12) 0.0415(5) Uani 1 1 d . . . . .
C9 C 0.60043(12) 0.4298(5) 0.48642(13) 0.0332(6) Uani 1 1 d . . . . .
O9 O 0.58564(14) 0.8915(5) 0.58497(12) 0.0618(8) Uani 1 1 d . . . . .
C10 C 0.64983(14) 0.2905(6) 0.51545(17) 0.0461(8) Uani 1 1 d . . . . .
H4 H 0.681534 0.383317 0.537538 0.069 Uiso 1 1 calc R U . . .
H3 H 0.651721 0.207718 0.479167 0.069 Uiso 1 1 calc R U . . .
H2 H 0.648451 0.189806 0.548571 0.069 Uiso 1 1 calc R U . . .
C11 C 0.54844(14) 0.1026(5) 0.43071(14) 0.0373(7) Uani 1 1 d . . . . .
H6 H 0.548773 0.083013 0.387414 0.056 Uiso 1 1 calc R U . . .
H7 H 0.514926 0.045294 0.427510 0.056 Uiso 1 1 calc R U . . .
H5 H 0.578709 0.024474 0.466070 0.056 Uiso 1 1 calc R U . . .
C12 C 0.45209(12) 0.3616(5) 0.38763(14) 0.0320(6) Uani 1 1 d . . . . .
H9 H 0.453397 0.249516 0.420142 0.038 Uiso 1 1 calc R U . . .
H18 H 0.423493 0.466405 0.381270 0.038 Uiso 1 1 calc R U . . .
C13 C 0.46534(9) 0.2902(4) 0.28546(12) 0.0208(5) Uani 1 1 d . . . . .
C14 C 0.59107(11) 0.3813(5) 0.22646(15) 0.0327(6) Uani 1 1 d . . . . .
H15 H 0.611177 0.269427 0.219431 0.039 Uiso 1 1 calc R U . . .
C15 C 0.56097(10) 0.3349(4) 0.25941(13) 0.0268(5) Uani 1 1 d . . . . .
H14 H 0.560410 0.191636 0.274962 0.032 Uiso 1 1 calc R U . . .
C16 C 0.82275(13) 0.1388(6) 0.60150(17) 0.0418(7) Uani 1 1 d . . . . .
H36 H 0.805802 0.205822 0.556641 0.063 Uiso 1 1 calc R U . . .
H21 H 0.822825 -0.019586 0.596848 0.063 Uiso 1 1 calc R U . . .
H19 H 0.859637 0.191159 0.626561 0.063 Uiso 1 1 calc R U . . .
C17 C 0.79496(11) 0.4073(5) 0.65326(14) 0.0300(6) Uani 1 1 d . . . . .
C18 C 0.76266(10) 0.4539(4) 0.68926(13) 0.0257(5) Uani 1 1 d . . . . .
C19 C 0.76243(10) 0.6641(4) 0.71246(14) 0.0272(5) Uani 1 1 d . . . . .
H22 H 0.782765 0.775022 0.705439 0.033 Uiso 1 1 calc R U . . .
C20 C 0.73285(10) 0.7118(4) 0.74553(13) 0.0244(5) Uani 1 1 d . . . . .
H35 H 0.733110 0.855111 0.761520 0.029 Uiso 1 1 calc R U . . .
C21 C 0.70249(9) 0.5502(4) 0.75561(12) 0.0213(5) Uani 1 1 d . . . . .
C22 C 0.67571(10) 0.4408(4) 0.84290(12) 0.0225(5) Uani 1 1 d . . . . .
H34 H 0.711850 0.375417 0.865727 0.027 Uiso 1 1 calc R U . . .
H25 H 0.649304 0.322620 0.821867 0.027 Uiso 1 1 calc R U . . .
C23 C 0.66403(10) 0.5631(4) 0.89386(12) 0.0228(5) Uani 1 1 d . . . . .
H33 H 0.690311 0.685256 0.912100 0.027 Uiso 1 1 calc R U . . .
C24 C 0.70258(10) 0.5067(5) 1.01395(13) 0.0269(5) Uani 1 1 d . . . . .
C25 C 0.71309(12) 0.3582(6) 1.07231(14) 0.0355(6) Uani 1 1 d . . . . .
H26 H 0.745295 0.406628 1.112245 0.053 Uiso 1 1 calc R U . . .
H20 H 0.718334 0.209372 1.060871 0.053 Uiso 1 1 calc R U . . .
H27 H 0.682487 0.362060 1.081800 0.053 Uiso 1 1 calc R U . . .
C26 C 0.70269(10) 0.3391(4) 0.73303(13) 0.0256(5) Uani 1 1 d . . . . .
H23 H 0.682278 0.228454 0.740057 0.031 Uiso 1 1 calc R U . . .
C27 C 0.73290(10) 0.2913(4) 0.70021(13) 0.0265(5) Uani 1 1 d . . . . .
H24 H 0.733337 0.147292 0.685117 0.032 Uiso 1 1 calc R U . . .
C28 C 0.64669(13) 0.2128(5) 0.93790(15) 0.0354(6) Uani 1 1 d . . . . .
H29 H 0.674048 0.104484 0.943991 0.053 Uiso 1 1 calc R U . . .
H30 H 0.617694 0.205297 0.891551 0.053 Uiso 1 1 calc R U . . .
H28 H 0.632382 0.182997 0.969521 0.053 Uiso 1 1 calc R U . . .
C29 C 0.60847(10) 0.6632(4) 0.85760(12) 0.0226(5) Uani 1 1 d . . . . .
H32 H 0.580988 0.547320 0.840902 0.027 Uiso 1 1 calc R U . . .
H31 H 0.601865 0.757154 0.888923 0.027 Uiso 1 1 calc R U . . .
C30 C 0.63647(9) 0.7635(4) 0.77059(11) 0.0204(4) Uani 1 1 d . . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O4 C16 115.2(2) . . ?
C13 N2 C6 120.64(19) . . ?
C13 N2 C7 120.11(19) . . ?
C6 N2 C7 119.00(19) . . ?
C9 N3 C11 121.7(3) . . ?
C9 N3 C8 117.4(2) . . ?
C11 N3 C8 120.6(2) . . ?
C13 N4 C12 126.5(2) . . ?
C13 N4 H37 116.8 . . ?
C12 N4 H37 116.8 . . ?
C30 N5 C21 120.17(19) . . ?
C30 N5 C22 121.02(19) . . ?
C21 N5 C22 118.24(19) . . ?
C24 N6 C23 117.6(2) . . ?
C24 N6 C28 123.2(2) . . ?
C23 N6 C28 119.0(2) . . ?
C30 N7 C29 125.8(2) . . ?
C30 N7 H38 117.1 . . ?
C29 N7 H38 117.1 . . ?
O8 C1 H1 109.5 . . ?
O8 C1 H16 109.5 . . ?
H1 C1 H16 109.5 . . ?
O8 C1 H17 109.5 . . ?
H1 C1 H17 109.5 . . ?
H16 C1 H17 109.5 . . ?
O2 C2 O8 124.5(3) . . ?
O2 C2 C3 123.4(3) . . ?
O8 C2 C3 112.1(2) . . ?
C4 C3 C14 119.7(2) . . ?
C4 C3 C2 121.9(3) . . ?
C14 C3 C2 118.4(2) . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H13 119.8 . . ?
C5 C4 H13 119.8 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 H12 120.2 . . ?
C6 C5 H12 120.2 . . ?
C5 C6 C15 120.4(2) . . ?
C5 C6 N2 118.9(2) . . ?
C15 C6 N2 120.7(2) . . ?
N2 C7 C8 109.09(19) . . ?
N2 C7 H11 109.9 . . ?
C8 C7 H11 109.9 . . ?
N2 C7 H10 109.9 . . ?
C8 C7 H10 109.9 . . ?
H11 C7 H10 108.3 . . ?
N3 C8 C12 114.6(2) . . ?
N3 C8 C7 110.2(2) . . ?
C12 C8 C7 107.5(2) . . ?
N3 C8 H8 108.1 . . ?
C12 C8 H8 108.1 . . ?
C7 C8 H8 108.1 . . ?
C2 O8 C1 115.9(3) . . ?
O1 C9 N3 121.0(3) . . ?
O1 C9 C10 120.3(3) . . ?
N3 C9 C10 118.7(3) . . ?
C9 C10 H4 109.5 . . ?
C9 C10 H3 109.5 . . ?
H4 C10 H3 109.5 . . ?
C9 C10 H2 109.5 . . ?
H4 C10 H2 109.5 . . ?
H3 C10 H2 109.5 . . ?
N3 C11 H6 109.5 . . ?
N3 C11 H7 109.5 . . ?
H6 C11 H7 109.5 . . ?
N3 C11 H5 109.5 . . ?
H6 C11 H5 109.5 . . ?
H7 C11 H5 109.5 . . ?
N4 C12 C8 110.8(2) . . ?
N4 C12 H9 109.5 . . ?
C8 C12 H9 109.5 . . ?
N4 C12 H18 109.5 . . ?
C8 C12 H18 109.5 . . ?
H9 C12 H18 108.1 . . ?
O3 C13 N4 121.9(2) . . ?
O3 C13 N2 121.3(2) . . ?
N4 C13 N2 116.9(2) . . ?
C15 C14 C3 120.3(2) . . ?
C15 C14 H15 119.9 . . ?
C3 C14 H15 119.9 . . ?
C14 C15 C6 119.6(2) . . ?
C14 C15 H14 120.2 . . ?
C6 C15 H14 120.2 . . ?
O4 C16 H36 109.5 . . ?
O4 C16 H21 109.5 . . ?
H36 C16 H21 109.5 . . ?
O4 C16 H19 109.5 . . ?
H36 C16 H19 109.5 . . ?
H21 C16 H19 109.5 . . ?
O7 C17 O4 124.0(3) . . ?
O7 C17 C18 124.2(3) . . ?
O4 C17 C18 111.8(2) . . ?
C19 C18 C27 119.4(2) . . ?
C19 C18 C17 119.1(2) . . ?
C27 C18 C17 121.4(2) . . ?
C20 C19 C18 120.3(2) . . ?
C20 C19 H22 119.8 . . ?
C18 C19 H22 119.8 . . ?
C19 C20 C21 120.2(2) . . ?
C19 C20 H35 119.9 . . ?
C21 C20 H35 119.9 . . ?
C26 C21 C20 119.9(2) . . ?
C26 C21 N5 119.1(2) . . ?
C20 C21 N5 120.9(2) . . ?
N5 C22 C23 108.33(19) . . ?
N5 C22 H34 110.0 . . ?
C23 C22 H34 110.0 . . ?
N5 C22 H25 110.0 . . ?
C23 C22 H25 110.0 . . ?
H34 C22 H25 108.4 . . ?
N6 C23 C29 112.01(19) . . ?
N6 C23 C22 113.1(2) . . ?
C29 C23 C22 109.1(2) . . ?
N6 C23 H33 107.5 . . ?
C29 C23 H33 107.5 . . ?
C22 C23 H33 107.5 . . ?
O5 C24 N6 122.0(2) . . ?
O5 C24 C25 120.8(3) . . ?
N6 C24 C25 117.2(3) . . ?
C24 C25 H26 109.5 . . ?
C24 C25 H20 109.5 . . ?
H26 C25 H20 109.5 . . ?
C24 C25 H27 109.5 . . ?
H26 C25 H27 109.5 . . ?
H20 C25 H27 109.5 . . ?
C27 C26 C21 119.6(2) . . ?
C27 C26 H23 120.2 . . ?
C21 C26 H23 120.2 . . ?
C26 C27 C18 120.4(2) . . ?
C26 C27 H24 119.8 . . ?
C18 C27 H24 119.8 . . ?
N6 C28 H29 109.5 . . ?
N6 C28 H30 109.5 . . ?
H29 C28 H30 109.5 . . ?
N6 C28 H28 109.5 . . ?
H29 C28 H28 109.5 . . ?
H30 C28 H28 109.5 . . ?
N7 C29 C23 108.01(19) . . ?
N7 C29 H32 110.1 . . ?
C23 C29 H32 110.1 . . ?
N7 C29 H31 110.1 . . ?
C23 C29 H31 110.1 . . ?
H32 C29 H31 108.4 . . ?
O6 C30 N7 120.2(2) . . ?
O6 C30 N5 121.0(2) . . ?
N7 C30 N5 118.7(2) . . ?
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
O1 C9 1.242(4) . ?
O2 C2 1.204(4) . ?
O3 C13 1.241(3) . ?
O4 C17 1.339(4) . ?
O4 C16 1.442(3) . ?
O5 C24 1.227(4) . ?
O6 C30 1.257(3) . ?
O7 C17 1.204(4) . ?
N2 C13 1.376(3) . ?
N2 C6 1.418(3) . ?
N2 C7 1.470(3) . ?
N3 C9 1.349(4) . ?
N3 C11 1.468(4) . ?
N3 C8 1.485(4) . ?
N4 C13 1.349(3) . ?
N4 C12 1.471(3) . ?
N4 H37 0.8800 . ?
N5 C30 1.369(3) . ?
N5 C21 1.428(3) . ?
N5 C22 1.472(3) . ?
N6 C24 1.364(3) . ?
N6 C23 1.454(3) . ?
N6 C28 1.459(3) . ?
N7 C30 1.344(3) . ?
N7 C29 1.455(3) . ?
N7 H38 0.8800 . ?
C1 O8 1.446(3) . ?
C1 H1 0.9800 . ?
C1 H16 0.9800 . ?
C1 H17 0.9800 . ?
C2 O8 1.332(4) . ?
C2 C3 1.490(3) . ?
C3 C4 1.388(4) . ?
C3 C14 1.396(4) . ?
C4 C5 1.388(3) . ?
C4 H13 0.9500 . ?
C5 C6 1.391(4) . ?
C5 H12 0.9500 . ?
C6 C15 1.393(3) . ?
C7 C8 1.528(3) . ?
C7 H11 0.9900 . ?
C7 H10 0.9900 . ?
C8 C12 1.515(4) . ?
C8 H8 1.0000 . ?
C9 C10 1.503(5) . ?
C10 H4 0.9800 . ?
C10 H3 0.9800 . ?
C10 H2 0.9800 . ?
C11 H6 0.9800 . ?
C11 H7 0.9800 . ?
C11 H5 0.9800 . ?
C12 H9 0.9900 . ?
C12 H18 0.9900 . ?
C14 C15 1.387(4) . ?
C14 H15 0.9500 . ?
C15 H14 0.9500 . ?
C16 H36 0.9800 . ?
C16 H21 0.9800 . ?
C16 H19 0.9800 . ?
C17 C18 1.496(3) . ?
C18 C19 1.394(4) . ?
C18 C27 1.398(4) . ?
C19 C20 1.378(3) . ?
C19 H22 0.9500 . ?
C20 C21 1.397(3) . ?
C20 H35 0.9500 . ?
C21 C26 1.394(3) . ?
C22 C23 1.523(3) . ?
C22 H34 0.9900 . ?
C22 H25 0.9900 . ?
C23 C29 1.522(3) . ?
C23 H33 1.0000 . ?
C24 C25 1.505(4) . ?
C25 H26 0.9800 . ?
C25 H20 0.9800 . ?
C25 H27 0.9800 . ?
C26 C27 1.389(3) . ?
C26 H23 0.9500 . ?
C27 H24 0.9500 . ?
C28 H29 0.9800 . ?
C28 H30 0.9800 . ?
C28 H28 0.9800 . ?
C29 H32 0.9900 . ?
C29 H31 0.9900 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H37 O6 0.88 2.04 2.889(3) 163.2 2_646 yes
N7 H38 O3 0.88 1.97 2.829(3) 166.0 2_666 yes
C5 H12 O3 0.95 2.60 3.514(3) 160.4 1_565 yes
C7 H10 O1 0.99 2.51 3.055(3) 114.4 . yes
C11 H5 O1 0.98 2.54 3.318(4) 136.0 1_545 yes
C12 H9 O9 0.99 2.44 3.236(4) 137.0 2_646 yes
C22 H34 O5 0.99 2.58 3.418(3) 142.6 4_647 yes
C25 H27 O2 0.98 2.40 3.260(4) 145.9 1_556 yes
C26 H23 O6 0.95 2.45 3.362(3) 159.7 1_545 yes
C28 H30 O3 0.98 2.65 3.625(4) 176.6 2_656 yes
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
O2 C2 C3 C4 -177.2(4) . . . . ?
O8 C2 C3 C4 3.7(4) . . . . ?
O2 C2 C3 C14 3.3(5) . . . . ?
O8 C2 C3 C14 -175.8(3) . . . . ?
C14 C3 C4 C5 -1.0(4) . . . . ?
C2 C3 C4 C5 179.5(3) . . . . ?
C3 C4 C5 C6 0.5(4) . . . . ?
C4 C5 C6 C15 0.3(4) . . . . ?
C4 C5 C6 N2 178.0(2) . . . . ?
C13 N2 C6 C5 129.1(2) . . . . ?
C7 N2 C6 C5 -45.2(3) . . . . ?
C13 N2 C6 C15 -53.2(3) . . . . ?
C7 N2 C6 C15 132.5(2) . . . . ?
C13 N2 C7 C8 43.4(3) . . . . ?
C6 N2 C7 C8 -142.3(2) . . . . ?
C9 N3 C8 C12 -165.5(2) . . . . ?
C11 N3 C8 C12 20.8(3) . . . . ?
C9 N3 C8 C7 73.1(3) . . . . ?
C11 N3 C8 C7 -100.7(3) . . . . ?
N2 C7 C8 N3 64.5(3) . . . . ?
N2 C7 C8 C12 -61.0(3) . . . . ?
O2 C2 O8 C1 0.7(5) . . . . ?
C3 C2 O8 C1 179.7(3) . . . . ?
C11 N3 C9 O1 176.4(3) . . . . ?
C8 N3 C9 O1 2.7(4) . . . . ?
C11 N3 C9 C10 -2.4(4) . . . . ?
C8 N3 C9 C10 -176.1(2) . . . . ?
C13 N4 C12 C8 -11.4(4) . . . . ?
N3 C8 C12 N4 -77.4(3) . . . . ?
C7 C8 C12 N4 45.6(3) . . . . ?
C12 N4 C13 O3 170.6(3) . . . . ?
C12 N4 C13 N2 -9.9(4) . . . . ?
C6 N2 C13 O3 -2.1(3) . . . . ?
C7 N2 C13 O3 172.1(2) . . . . ?
C6 N2 C13 N4 178.3(2) . . . . ?
C7 N2 C13 N4 -7.4(3) . . . . ?
C4 C3 C14 C15 0.7(4) . . . . ?
C2 C3 C14 C15 -179.8(3) . . . . ?
C3 C14 C15 C6 0.0(4) . . . . ?
C5 C6 C15 C14 -0.5(4) . . . . ?
N2 C6 C15 C14 -178.2(2) . . . . ?
C16 O4 C17 O7 -1.0(4) . . . . ?
C16 O4 C17 C18 178.9(2) . . . . ?
O7 C17 C18 C19 -3.4(4) . . . . ?
O4 C17 C18 C19 176.6(2) . . . . ?
O7 C17 C18 C27 176.7(3) . . . . ?
O4 C17 C18 C27 -3.2(4) . . . . ?
C27 C18 C19 C20 -0.4(4) . . . . ?
C17 C18 C19 C20 179.7(2) . . . . ?
C18 C19 C20 C21 -0.5(4) . . . . ?
C19 C20 C21 C26 0.9(4) . . . . ?
C19 C20 C21 N5 178.7(2) . . . . ?
C30 N5 C21 C26 -127.8(2) . . . . ?
C22 N5 C21 C26 43.7(3) . . . . ?
C30 N5 C21 C20 54.4(3) . . . . ?
C22 N5 C21 C20 -134.1(2) . . . . ?
C30 N5 C22 C23 -34.7(3) . . . . ?
C21 N5 C22 C23 153.9(2) . . . . ?
C24 N6 C23 C29 -108.8(2) . . . . ?
C28 N6 C23 C29 77.0(3) . . . . ?
C24 N6 C23 C22 127.4(2) . . . . ?
C28 N6 C23 C22 -46.8(3) . . . . ?
N5 C22 C23 N6 -175.26(19) . . . . ?
N5 C22 C23 C29 59.4(2) . . . . ?
C23 N6 C24 O5 7.3(4) . . . . ?
C28 N6 C24 O5 -178.7(3) . . . . ?
C23 N6 C24 C25 -174.4(2) . . . . ?
C28 N6 C24 C25 -0.4(4) . . . . ?
C20 C21 C26 C27 -0.4(4) . . . . ?
N5 C21 C26 C27 -178.2(2) . . . . ?
C21 C26 C27 C18 -0.5(4) . . . . ?
C19 C18 C27 C26 1.0(4) . . . . ?
C17 C18 C27 C26 -179.2(2) . . . . ?
C30 N7 C29 C23 23.2(3) . . . . ?
N6 C23 C29 N7 -179.3(2) . . . . ?
C22 C23 C29 N7 -53.3(2) . . . . ?
C29 N7 C30 O6 -177.3(2) . . . . ?
C29 N7 C30 N5 2.9(4) . . . . ?
C21 N5 C30 O6 -5.2(3) . . . . ?
C22 N5 C30 O6 -176.4(2) . . . . ?
C21 N5 C30 N7 174.6(2) . . . . ?
C22 N5 C30 N7 3.3(3) . . . . ?
