#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/73/2217360.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2217360
loop_
_publ_author_name
'Jiao, Wei '
'Mao, Zhi-hua'
'Dong, Wei-wei'
'Deng, Mei-cai'
'Lu, Run-hua'
_publ_section_title
;
 Euphorbia factor L₈: a diterpenoid from the seeds of
 Euphorbia lathyris
;
_journal_coeditor_code           WW2099
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o331
_journal_page_last               o331
_journal_paper_doi               10.1107/S1600536807066901
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C30 H37 N O7'
_chemical_formula_moiety         'C30 H37 N O7'
_chemical_formula_sum            'C30 H37 N O7'
_chemical_formula_weight         523.61
_chemical_melting_point          469.0(10)
_chemical_name_common
;
Euphorbia Factor L₈
;
_chemical_name_systematic
;
(2S*,3S*,4R*,5R*,9S*,11S*,
15R*)-5,15-diacetoxy-3-nicotinoyloxy-14-oxolathyra-6(17),12(E)-
diene
;
_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                   10.162(6)
_cell_length_b                   15.249(5)
_cell_length_c                   18.802(9)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      5.54
_cell_measurement_theta_min      4.53
_cell_volume                     2914(2)
_computing_cell_refinement       'DIFRAC (Gabe & White, 1993)'
_computing_data_collection       'DIFRAC (Gabe & White, 1993)'
_computing_data_reduction        'NRCVAX (Gabe et al.,  1989)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0025
_diffrn_reflns_av_sigmaI/netI    0.0864
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            3444
_diffrn_reflns_theta_full        25.54
_diffrn_reflns_theta_max         25.54
_diffrn_reflns_theta_min         1.72
_diffrn_standards_decay_%        0.248
_diffrn_standards_interval_count 300
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.239
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         3065
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.931
_refine_ls_R_factor_all          0.1516
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0541P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1183
_reflns_number_gt                1462
_reflns_number_total             3065
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ww2099.cif
_cod_data_source_block           I
_cod_database_code               2217360
_cod_database_fobs_code          2217360
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.4410(3) 0.60363(17) 0.75057(16) 0.0422(8) Uani d . 1
O O2 0.3383(4) 0.6889(2) 0.67028(18) 0.0745(12) Uani d . 1
O O3 0.6027(3) 0.50915(17) 0.86366(15) 0.0442(8) Uani d . 1
O O4 0.5648(4) 0.4774(2) 0.97859(19) 0.0725(11) Uani d . 1
O O5 0.6858(4) 0.6902(2) 0.97413(16) 0.0600(10) Uani d . 1
O O6 0.6894(4) 0.63864(19) 0.68532(16) 0.0539(9) Uani d . 1
O O7 0.6709(5) 0.4992(3) 0.6477(2) 0.0887(14) Uani d . 1
N N1 0.3198(5) 0.3782(2) 0.6543(2) 0.0653(13) Uani d . 1
C C1 0.4680(5) 0.6336(3) 0.9021(2) 0.0463(13) Uani d . 1
H H1A 0.4056 0.5857 0.8985 0.071(7) Uiso calc R 1
H H1B 0.4675 0.6552 0.9506 0.071(7) Uiso calc R 1
C C2 0.4308(5) 0.7065(3) 0.8509(2) 0.0465(12) Uani d . 1
H H2 0.4703 0.7610 0.8684 0.045(5) Uiso calc R 1
C C3 0.5024(5) 0.6806(3) 0.7833(2) 0.0401(12) Uani d . 1
H H3 0.5082 0.7297 0.7498 0.045(5) Uiso calc R 1
C C4 0.6377(5) 0.6534(3) 0.8103(2) 0.0405(12) Uani d . 1
H H4 0.6821 0.7076 0.8246 0.045(5) Uiso calc R 1
C C5 0.7290(5) 0.6088(3) 0.7565(2) 0.0441(12) Uani d . 1
H H5 0.7175 0.5451 0.7596 0.045(5) Uiso calc R 1
C C6 0.8749(5) 0.6304(3) 0.7607(3) 0.0491(14) Uani d . 1
C C7 0.9639(6) 0.5689(4) 0.7203(3) 0.0763(18) Uani d . 1
H H7A 1.0510 0.5950 0.7184 0.071(7) Uiso calc R 1
H H7B 0.9318 0.5648 0.6718 0.071(7) Uiso calc R 1
C C8 0.9773(6) 0.4764(4) 0.7498(3) 0.0732(17) Uani d . 1
H H8A 0.8901 0.4547 0.7612 0.071(7) Uiso calc R 1
H H8B 1.0129 0.4391 0.7127 0.071(7) Uiso calc R 1
C C9 1.0623(6) 0.4677(4) 0.8146(3) 0.0686(15) Uani d . 1
H H9 1.1538 0.4847 0.8055 0.045(5) Uiso calc R 1
C C10 1.0512(6) 0.3977(4) 0.8693(3) 0.0697(17) Uani d . 1
C C11 1.0173(5) 0.4919(3) 0.8887(3) 0.0586(16) Uani d . 1
H H11 1.0834 0.5220 0.9178 0.045(5) Uiso calc R 1
C C12 0.8824(5) 0.5235(3) 0.8982(2) 0.0454(12) Uani d . 1
H H12 0.8184 0.4984 0.8693 0.064(7) Uiso calc R 1
C C13 0.8419(5) 0.5850(3) 0.9442(2) 0.0446(12) Uani d . 1
C C14 0.7110(5) 0.6257(3) 0.9385(2) 0.0443(12) Uani d . 1
C C15 0.6070(5) 0.6020(3) 0.8815(2) 0.0410(12) Uani d . 1
C C16 0.2825(5) 0.7213(3) 0.8442(3) 0.0612(15) Uani d . 1
H H16A 0.2414 0.6687 0.8271 0.129(6) Uiso calc R 1
H H16B 0.2661 0.7683 0.8115 0.129(6) Uiso calc R 1
H H16C 0.2468 0.7361 0.8899 0.129(6) Uiso calc R 1
C C17 0.9201(6) 0.7006(4) 0.7918(3) 0.0720(16) Uani d . 1
H H17A 1.0093 0.7138 0.7894 0.089(15) Uiso calc R 1
H H17B 0.8631 0.7374 0.8164 0.089(15) Uiso calc R 1
C C18 0.9437(7) 0.3300(4) 0.8661(3) 0.090(2) Uani d . 1
H H18A 0.9760 0.2784 0.8426 0.129(6) Uiso calc R 1
H H18B 0.8702 0.3532 0.8401 0.129(6) Uiso calc R 1
H H18C 0.9164 0.3153 0.9134 0.129(6) Uiso calc R 1
C C19 1.1778(7) 0.3627(5) 0.9013(4) 0.112(3) Uani d . 1
H H19A 1.2163 0.3207 0.8694 0.129(6) Uiso calc R 1
H H19B 1.1591 0.3350 0.9460 0.129(6) Uiso calc R 1
H H19C 1.2382 0.4102 0.9086 0.129(6) Uiso calc R 1
C C20 0.9313(6) 0.6255(3) 0.9990(3) 0.0698(16) Uani d . 1
H H20A 0.9596 0.6822 0.9829 0.129(6) Uiso calc R 1
H H20B 1.0067 0.5885 1.0059 0.129(6) Uiso calc R 1
H H20C 0.8847 0.6316 1.0431 0.129(6) Uiso calc R 1
C C21 0.3664(5) 0.6179(3) 0.6929(3) 0.0453(12) Uani d . 1
C C22 0.3204(5) 0.5350(3) 0.6607(2) 0.0411(12) Uani d . 1
C C23 0.2381(5) 0.5386(3) 0.6026(3) 0.0531(13) Uani d . 1
H H23 0.2099 0.5925 0.5852 0.064(7) Uiso calc R 1
C C24 0.1981(6) 0.4628(4) 0.5708(3) 0.0655(15) Uani d . 1
H H24 0.1428 0.4639 0.5314 0.064(7) Uiso calc R 1
C C25 0.2414(6) 0.3849(4) 0.5984(3) 0.0697(17) Uani d . 1
H H25 0.2141 0.3334 0.5764 0.064(7) Uiso calc R 1
C C26 0.3572(5) 0.4531(3) 0.6841(3) 0.0511(13) Uani d . 1
H H26 0.4121 0.4500 0.7236 0.064(7) Uiso calc R 1
C C27 0.6664(6) 0.5762(4) 0.6360(3) 0.0630(16) Uani d . 1
C C28 0.6346(7) 0.6157(4) 0.5654(2) 0.089(2) Uani d . 1
H H28A 0.6076 0.5703 0.5332 0.129(6) Uiso calc R 1
H H28B 0.7111 0.6447 0.5469 0.129(6) Uiso calc R 1
H H28C 0.5646 0.6575 0.5709 0.129(6) Uiso calc R 1
C C29 0.5746(5) 0.4539(3) 0.9179(3) 0.0548(13) Uani d . 1
C C30 0.5620(7) 0.3613(3) 0.8920(4) 0.085(2) Uani d . 1
H H30A 0.5472 0.3230 0.9318 0.129(6) Uiso calc R 1
H H30B 0.6414 0.3444 0.8681 0.129(6) Uiso calc R 1
H H30C 0.4891 0.3572 0.8597 0.129(6) Uiso calc R 1
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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 '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
C21 O1 C3 116.8(3)
C29 O3 C15 115.9(3)
C27 O6 C5 117.0(4)
C25 N1 C26 116.1(4)
C2 C1 C15 107.4(4)
C2 C1 H1A 110.2
C15 C1 H1A 110.2
C2 C1 H1B 110.2
C15 C1 H1B 110.2
H1A C1 H1B 108.5
C3 C2 C1 102.8(3)
C3 C2 C16 116.3(4)
C1 C2 C16 113.9(4)
C3 C2 H2 107.8
C1 C2 H2 107.8
C16 C2 H2 107.8
O1 C3 C2 110.9(4)
O1 C3 C4 107.8(3)
C2 C3 C4 103.0(4)
O1 C3 H3 111.6
C2 C3 H3 111.6
C4 C3 H3 111.6
C3 C4 C5 116.6(4)
C3 C4 C15 103.8(4)
C5 C4 C15 117.3(4)
C3 C4 H4 106.1
C5 C4 H4 106.1
C15 C4 H4 106.1
O6 C5 C6 104.4(4)
O6 C5 C4 107.3(4)
C6 C5 C4 117.4(4)
O6 C5 H5 109.2
C6 C5 H5 109.2
C4 C5 H5 109.2
C17 C6 C7 121.7(5)
C17 C6 C5 123.0(5)
C7 C6 C5 115.1(5)
C6 C7 C8 116.5(4)
C6 C7 H7A 108.2
C8 C7 H7A 108.2
C6 C7 H7B 108.2
C8 C7 H7B 108.2
H7A C7 H7B 107.3
C9 C8 C7 115.4(5)
C9 C8 H8A 108.4
C7 C8 H8A 108.4
C9 C8 H8B 108.4
C7 C8 H8B 108.4
H8A C8 H8B 107.5
C10 C9 C8 125.6(5)
C10 C9 C11 61.0(3)
C8 C9 C11 123.5(5)
C10 C9 H9 112.5
C8 C9 H9 112.5
C11 C9 H9 112.5
C9 C10 C18 121.3(5)
C9 C10 C19 117.5(6)
C18 C10 C19 113.0(5)
C9 C10 C11 60.4(4)
C18 C10 C11 119.6(5)
C19 C10 C11 115.4(5)
C12 C11 C9 118.4(5)
C12 C11 C10 123.5(5)
C9 C11 C10 58.7(3)
C12 C11 H11 114.9
C9 C11 H11 114.9
C10 C11 H11 114.9
C13 C12 C11 126.6(5)
C13 C12 H12 116.7
C11 C12 H12 116.7
C12 C13 C14 121.7(4)
C12 C13 C20 122.9(5)
C14 C13 C20 115.0(4)
O5 C14 C13 119.4(5)
O5 C14 C15 115.2(4)
C13 C14 C15 124.7(4)
O3 C15 C1 109.5(4)
O3 C15 C14 114.0(4)
C1 C15 C14 112.4(4)
O3 C15 C4 106.9(3)
C1 C15 C4 103.7(4)
C14 C15 C4 109.6(4)
C2 C16 H16A 109.5
C2 C16 H16B 109.5
H16A C16 H16B 109.5
C2 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C6 C17 H17A 120.0
C6 C17 H17B 120.0
H17A C17 H17B 120.0
C10 C18 H18A 109.5
C10 C18 H18B 109.5
H18A C18 H18B 109.5
C10 C18 H18C 109.5
H18A C18 H18C 109.5
H18B C18 H18C 109.5
C10 C19 H19A 109.5
C10 C19 H19B 109.5
H19A C19 H19B 109.5
C10 C19 H19C 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
C13 C20 H20A 109.5
C13 C20 H20B 109.5
H20A C20 H20B 109.5
C13 C20 H20C 109.5
H20A C20 H20C 109.5
H20B C20 H20C 109.5
O2 C21 O1 124.7(4)
O2 C21 C22 123.5(4)
O1 C21 C22 111.8(4)
C26 C22 C23 117.1(4)
C26 C22 C21 124.0(4)
C23 C22 C21 118.8(4)
C24 C23 C22 119.6(5)
C24 C23 H23 120.2
C22 C23 H23 120.2
C23 C24 C25 118.3(5)
C23 C24 H24 120.9
C25 C24 H24 120.9
N1 C25 C24 124.2(5)
N1 C25 H25 117.9
C24 C25 H25 117.9
N1 C26 C22 124.6(4)
N1 C26 H26 117.7
C22 C26 H26 117.7
O7 C27 O6 124.0(5)
O7 C27 C28 124.7(5)
O6 C27 C28 111.4(5)
C27 C28 H28A 109.5
C27 C28 H28B 109.5
H28A C28 H28B 109.5
C27 C28 H28C 109.5
H28A C28 H28C 109.5
H28B C28 H28C 109.5
O4 C29 O3 123.3(4)
O4 C29 C30 125.7(5)
O3 C29 C30 111.0(5)
C29 C30 H30A 109.5
C29 C30 H30B 109.5
H30A C30 H30B 109.5
C29 C30 H30C 109.5
H30A C30 H30C 109.5
H30B C30 H30C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C21 1.340(5)
O1 C3 1.465(5)
O2 C21 1.198(5)
O3 C29 1.354(6)
O3 C15 1.457(5)
O4 C29 1.199(6)
O5 C14 1.217(5)
O6 C27 1.349(6)
O6 C5 1.470(5)
O7 C27 1.196(6)
N1 C25 1.323(6)
N1 C26 1.328(5)
C1 C2 1.518(6)
C1 C15 1.542(6)
C1 H1A 0.9700
C1 H1B 0.9700
C2 C3 1.516(6)
C2 C16 1.529(7)
C2 H2 0.9800
C3 C4 1.523(6)
C3 H3 0.9800
C4 C5 1.532(6)
C4 C15 1.582(6)
C4 H4 0.9800
C5 C6 1.521(7)
C5 H5 0.9800
C6 C17 1.303(7)
C6 C7 1.508(7)
C7 C8 1.521(7)
C7 H7A 0.9700
C7 H7B 0.9700
C8 C9 1.500(7)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.487(7)
C9 C11 1.513(7)
C9 H9 0.9800
C10 C18 1.504(8)
C10 C19 1.518(8)
C10 C11 1.522(7)
C11 C12 1.463(7)
C11 H11 0.9800
C12 C13 1.341(6)
C12 H12 0.9300
C13 C14 1.471(7)
C13 C20 1.507(7)
C14 C15 1.547(6)
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C17 H17A 0.9300
C17 H17B 0.9300
C18 H18A 0.9600
C18 H18B 0.9600
C18 H18C 0.9600
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 0.9600
C20 H20A 0.9600
C20 H20B 0.9600
C20 H20C 0.9600
C21 C22 1.478(6)
C22 C26 1.375(6)
C22 C23 1.377(6)
C23 C24 1.364(6)
C23 H23 0.9300
C24 C25 1.368(7)
C24 H24 0.9300
C25 H25 0.9300
C26 H26 0.9300
C27 C28 1.492(7)
C28 H28A 0.9600
C28 H28B 0.9600
C28 H28C 0.9600
C29 C30 1.499(7)
C30 H30A 0.9600
C30 H30B 0.9600
C30 H30C 0.9600
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30655427
