#------------------------------------------------------------------------------
#$Date: 2020-07-25 02:16:13 +0300 (Sat, 25 Jul 2020) $
#$Revision: 254557 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/86/1558661.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_1558661
loop_
_publ_author_name
'Chen, Ming'
'Wang, Wen-Jing'
'Li, Ni-Ping'
'Zeng, Hu-Hu'
'Guo, Hong'
'Jiang, Ren-Wang'
'Wang, Lei'
'Ye, Wen-Cai'
_publ_section_title
;
 Myrcaulones A--C, Unusual Rearranged Triketone--Terpene Adducts from
 Myrciaria cauliflora
;
_journal_name_full               'Journal of Natural Products'
_journal_paper_doi               10.1021/acs.jnatprod.0c00283
_journal_year                    2020
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C23 H34 O4'
_chemical_formula_sum            'C23 H34 O4'
_chemical_formula_weight         374.50
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-06-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                110.288(11)
_cell_angle_beta                 110.241(13)
_cell_angle_gamma                91.134(13)
_cell_formula_units_Z            3
_cell_length_a                   10.715(2)
_cell_length_b                   11.6367(16)
_cell_length_c                   14.6771(16)
_cell_measurement_reflns_used    3249
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      73.6170
_cell_measurement_theta_min      3.4360
_cell_volume                     1590.1(5)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      190(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Rigaku Oxford SuperNova'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6170
_diffrn_reflns_point_group_measured_fraction_full 0.591
_diffrn_reflns_point_group_measured_fraction_max 0.591
_diffrn_reflns_theta_full        66.596
_diffrn_reflns_theta_max         66.596
_diffrn_reflns_theta_min         5.559
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49365
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             613.8875
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.682
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.110
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.2(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     731
_refine_ls_number_reflns         6170
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.216
_refine_ls_R_factor_all          0.1496
_refine_ls_R_factor_gt           0.1277
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3099
_refine_ls_wR_factor_ref         0.3520
_reflns_Friedel_coverage         0.227
_reflns_Friedel_fraction_full    0.219
_reflns_Friedel_fraction_max     0.219
_reflns_number_gt                4669
_reflns_number_total             6170
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np0c00283_si_003.cif
_cod_data_source_block           w1
_cod_original_cell_volume        1590.1(4)
_cod_database_code               1558661
_shelx_shelxl_version_number     2014/7
_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.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.731(10)
 0.269(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Ternary CH refined with riding coordinates:
 C2(H2), C4(H4), C6'(H6'), C7'(H7'), C2A(H2A), C4A(H4A), C6B(H6BA), C7B(H7BA),
 C2C(H2C), C4C(H4C), C6D(H6D), C7D(H7D)
3.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B), C4'(H4'A,H4'B), C9'(H9'A,
 H9'B), C3A(H3AA,H3AB), C5A(H5AA,H5AB), C6A(H6AA,H6AB), C7A(H7AA,H7AB),
 C4B(H4BA,H4BB), C9B(H9BA,H9BB), C3C(H3CA,H3CB), C5C(H5CA,H5CB), C6C(H6CA,H6CB),
  C7C(H7CA,H7CB), C4D(H4DA,H4DB), C9D(H9DA,H9DB)
3.c Me refined with riding coordinates:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C8'(H8'A,H8'B,H8'C), C11'(H11A,H11B,
 H11C), C12'(H12A,H12B,H12C), C13'(H13A,H13B,H13C), C9A(H9AA,H9AB,H9AC),
 C10A(H10D,H10E,H10F), C8B(H8BA,H8BB,H8BC), C11B(H11D,H11E,H11F), C12B(H12D,
 H12E,H12F), C13B(H13D,H13E,H13F), C9C(H9CA,H9CB,H9CC), C10C(H10G,H10H,H10I),
 C8D(H8DA,H8DB,H8DC), C11D(H11G,H11H,H11I), C12D(H12G,H12H,H12I), C13D(H13G,
 H13H,H13I)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, 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 -0.9512(12) -0.3677(11) -0.2110(7) 0.075(3) Uani 1 1 d . . . . .
O2 O -0.8653(8) -0.4870(7) -0.0145(6) 0.0485(17) Uani 1 1 d . . . . .
O3 O -0.7325(8) -0.6766(7) -0.2993(6) 0.0487(17) Uani 1 1 d . . . . .
O4 O -0.6287(8) -0.3297(6) 0.0121(5) 0.0446(16) Uani 1 1 d . . . . .
C1 C -0.5961(13) -0.6766(10) -0.3032(8) 0.047(2) Uani 1 1 d . . . . .
C2 C -0.5166(13) -0.7373(11) -0.2273(9) 0.052(3) Uani 1 1 d . . . . .
H2 H -0.5052 -0.6913 -0.1542 0.062 Uiso 1 1 calc R . . . .
C3 C -0.5801(14) -0.8736(10) -0.2695(9) 0.051(3) Uani 1 1 d . . . . .
H3A H -0.6745 -0.8920 -0.3151 0.061 Uiso 1 1 calc R . . . .
H3B H -0.5629 -0.9098 -0.2167 0.061 Uiso 1 1 calc R . . . .
C4 C -0.4759(13) -0.8963(8) -0.3297(9) 0.050(3) Uani 1 1 d . . . . .
H4 H -0.4374 -0.9731 -0.3362 0.060 Uiso 1 1 calc R . . . .
C5 C -0.5441(13) -0.8779(11) -0.4302(8) 0.051(3) Uani 1 1 d . . . . .
H5A H -0.6073 -0.9522 -0.4806 0.061 Uiso 1 1 calc R . . . .
H5B H -0.4771 -0.8662 -0.4582 0.061 Uiso 1 1 calc R . . . .
C6 C -0.6213(14) -0.7642(11) -0.4173(9) 0.052(3) Uani 1 1 d . . . . .
H6A H -0.5969 -0.7155 -0.4523 0.063 Uiso 1 1 calc R . . . .
H6B H -0.7170 -0.7953 -0.4535 0.063 Uiso 1 1 calc R . . . .
C7 C -0.5396(13) -0.5448(9) -0.2791(8) 0.045(2) Uani 1 1 d . . . . .
H7A H -0.5996 -0.5152 -0.3298 0.053 Uiso 1 1 calc R . . . .
H7B H -0.4531 -0.5438 -0.2865 0.053 Uiso 1 1 calc R . . . .
C8 C -0.3861(12) -0.7790(9) -0.2405(8) 0.045(2) Uani 1 1 d . . . . .
C9 C -0.2989(14) -0.8057(12) -0.1454(9) 0.058(3) Uani 1 1 d . . . . .
H9A H -0.2442 -0.7300 -0.0914 0.086 Uiso 1 1 calc R . . . .
H9B H -0.3556 -0.8398 -0.1198 0.086 Uiso 1 1 calc R . . . .
H9C H -0.2419 -0.8640 -0.1653 0.086 Uiso 1 1 calc R . . . .
C10 C -0.2902(14) -0.7044(13) -0.2663(12) 0.059(3) Uani 1 1 d . . . . .
H10A H -0.3413 -0.6856 -0.3261 0.089 Uiso 1 1 calc R . . . .
H10B H -0.2467 -0.6286 -0.2072 0.089 Uiso 1 1 calc R . . . .
H10C H -0.2234 -0.7529 -0.2817 0.089 Uiso 1 1 calc R . . . .
C1' C -0.6452(11) -0.4837(9) -0.1505(6) 0.042(2) Uani 1 1 d . . . . .
C2' C -0.6909(11) -0.4169(10) -0.0669(8) 0.043(2) Uani 1 1 d . . . . .
C3' C -0.8414(12) -0.4732(10) -0.0983(7) 0.046(2) Uani 1 1 d . . . . .
C4' C -0.8684(12) -0.5924(11) -0.1944(9) 0.054(3) Uani 1 1 d . . . . .
H4'A H -0.8810 -0.6654 -0.1790 0.064 Uiso 1 1 calc R . . . .
H4'B H -0.9471 -0.5937 -0.2532 0.064 Uiso 1 1 calc R . . . .
C5' C -0.7404(11) -0.5844(9) -0.2163(7) 0.041(2) Uani 1 1 d . . . . .
C6' C -0.5215(11) -0.4564(10) -0.1683(8) 0.043(2) Uani 1 1 d . . . . .
H6' H -0.4446 -0.4738 -0.1176 0.051 Uiso 1 1 calc R . . . .
C7' C -0.4921(13) -0.3173(9) -0.1555(9) 0.048(2) Uani 1 1 d . . . . .
H7' H -0.4746 -0.2659 -0.0822 0.057 Uiso 1 1 calc R . . . .
C8' C -0.6138(17) -0.2767(12) -0.2232(10) 0.065(4) Uani 1 1 d . . . . .
H8'A H -0.6914 -0.2933 -0.2086 0.098 Uiso 1 1 calc R . . . .
H8'B H -0.5946 -0.1895 -0.2074 0.098 Uiso 1 1 calc R . . . .
H8'C H -0.6313 -0.3220 -0.2960 0.098 Uiso 1 1 calc R . . . .
C9' C -0.3656(17) -0.2937(13) -0.1748(13) 0.067(3) Uani 1 1 d . . . . .
H9'A H -0.2994 -0.3388 -0.1440 0.081 Uiso 1 1 calc R . . . .
H9'B H -0.3872 -0.3279 -0.2499 0.081 Uiso 1 1 calc R . . . .
C10' C -0.9213(14) -0.3744(11) -0.1246(10) 0.058(3) Uani 1 1 d . . . . .
C11' C -0.9570(17) -0.2850(12) -0.0410(12) 0.065(3) Uani 1 1 d . . . . .
H11A H -0.9254 -0.3052 0.0204 0.097 Uiso 1 1 calc R . . . .
H11B H -0.9157 -0.2026 -0.0244 0.097 Uiso 1 1 calc R . . . .
H11C H -1.0531 -0.2892 -0.0647 0.097 Uiso 1 1 calc R . . . .
C12' C -0.7964(17) -0.5718(14) 0.0251(10) 0.067(4) Uani 1 1 d . . . . .
H12A H -0.8198 -0.5741 0.0820 0.101 Uiso 1 1 calc R . . . .
H12B H -0.8214 -0.6529 -0.0295 0.101 Uiso 1 1 calc R . . . .
H12C H -0.7010 -0.5461 0.0497 0.101 Uiso 1 1 calc R . . . .
C13' C -0.3025(19) -0.1606(14) -0.1328(16) 0.075(4) Uani 1 1 d . . . . .
H13A H -0.2236 -0.1556 -0.1490 0.113 Uiso 1 1 calc R . . . .
H13B H -0.3657 -0.1150 -0.1643 0.113 Uiso 1 1 calc R . . . .
H13C H -0.2777 -0.1259 -0.0581 0.113 Uiso 1 1 calc R . . . .
O1A O -0.6213(10) -0.4272(10) -0.4731(7) 0.065(2) Uani 1 1 d . . . . .
O2A O -0.6972(7) -0.3516(6) -0.6918(5) 0.0432(16) Uani 1 1 d . . . . .
O3A O -0.2888(8) -0.1592(6) -0.4014(5) 0.0441(16) Uani 1 1 d . . . . .
O4A O -0.5013(8) -0.5179(6) -0.7032(6) 0.0469(17) Uani 1 1 d . . . . .
C1A C -0.1488(11) -0.1662(9) -0.3899(8) 0.044(2) Uani 1 1 d . . . . .
C2A C -0.1242(11) -0.1276(9) -0.4681(8) 0.042(2) Uani 1 1 d . . . . .
H2A H -0.1776 -0.1809 -0.5411 0.051 Uiso 1 1 calc R . . . .
C3A C -0.1348(13) 0.0125(11) -0.4404(11) 0.056(3) Uani 1 1 d . . . . .
H3AA H -0.1564 0.0380 -0.4996 0.068 Uiso 1 1 calc R . . . .
H3AB H -0.1933 0.0413 -0.4021 0.068 Uiso 1 1 calc R . . . .
C4A C 0.0152(11) 0.0415(9) -0.3710(10) 0.050(2) Uani 1 1 d . . . . .
H4A H 0.0662 0.1141 -0.3685 0.059 Uiso 1 1 calc R . . . .
C5A C 0.0272(12) 0.0384(9) -0.2656(8) 0.049(2) Uani 1 1 d . . . . .
H5AA H 0.0038 0.1145 -0.2257 0.059 Uiso 1 1 calc R . . . .
H5AB H 0.1202 0.0351 -0.2269 0.059 Uiso 1 1 calc R . . . .
C6A C -0.0658(12) -0.0755(10) -0.2761(8) 0.048(2) Uani 1 1 d . . . . .
H6AA H -0.0099 -0.1217 -0.2386 0.057 Uiso 1 1 calc R . . . .
H6AB H -0.1278 -0.0442 -0.2418 0.057 Uiso 1 1 calc R . . . .
C7A C -0.1309(12) -0.3043(9) -0.4045(8) 0.045(2) Uani 1 1 d . . . . .
H7AA H -0.0368 -0.3122 -0.3908 0.054 Uiso 1 1 calc R . . . .
H7AB H -0.1553 -0.3250 -0.3537 0.054 Uiso 1 1 calc R . . . .
C8A C 0.0287(13) -0.0869(9) -0.4450(8) 0.047(2) Uani 1 1 d . . . . .
C9A C 0.0477(16) -0.0779(13) -0.5419(9) 0.064(3) Uani 1 1 d . . . . .
H9AA H -0.0196 -0.0351 -0.5730 0.096 Uiso 1 1 calc R . . . .
H9AB H 0.1356 -0.0332 -0.5210 0.096 Uiso 1 1 calc R . . . .
H9AC H 0.0390 -0.1599 -0.5920 0.096 Uiso 1 1 calc R . . . .
C10A C 0.1390(12) -0.1565(12) -0.3971(12) 0.063(3) Uani 1 1 d . . . . .
H10D H 0.1292 -0.1633 -0.3365 0.094 Uiso 1 1 calc R . . . .
H10E H 0.1298 -0.2380 -0.4480 0.094 Uiso 1 1 calc R . . . .
H10F H 0.2264 -0.1113 -0.3770 0.094 Uiso 1 1 calc R . . . .
C1B C -0.3555(11) -0.3587(9) -0.5409(8) 0.040(2) Uani 1 1 d . . . . .
C2B C -0.4787(9) -0.4240(8) -0.6240(6) 0.0340(18) Uani 1 1 d . . . . .
C3B C -0.6006(11) -0.3600(8) -0.6027(7) 0.041(2) Uani 1 1 d . . . . .
C4B C -0.5251(11) -0.2341(9) -0.5104(8) 0.045(2) Uani 1 1 d . . . . .
H4BA H -0.5412 -0.1650 -0.5332 0.054 Uiso 1 1 calc R . . . .
H4BB H -0.5540 -0.2206 -0.4522 0.054 Uiso 1 1 calc R . . . .
C5B C -0.3806(11) -0.2486(10) -0.4800(9) 0.044(2) Uani 1 1 d . . . . .
C6B C -0.2174(11) -0.3972(9) -0.5155(8) 0.042(2) Uani 1 1 d . . . . .
H6BA H -0.1793 -0.3897 -0.5654 0.050 Uiso 1 1 calc R . . . .
C7B C -0.2218(12) -0.5308(10) -0.5192(9) 0.048(2) Uani 1 1 d . . . . .
H7BA H -0.2728 -0.5851 -0.5924 0.057 Uiso 1 1 calc R . . . .
C8B C -0.2940(14) -0.5581(10) -0.4551(10) 0.057(3) Uani 1 1 d . . . . .
H8BA H -0.3819 -0.5347 -0.4745 0.085 Uiso 1 1 calc R . . . .
H8BB H -0.3024 -0.6451 -0.4682 0.085 Uiso 1 1 calc R . . . .
H8BC H -0.2434 -0.5117 -0.3820 0.085 Uiso 1 1 calc R . . . .
C9B C -0.0836(13) -0.5667(10) -0.4901(8) 0.052(3) Uani 1 1 d . . . . .
H9BA H -0.0314 -0.5154 -0.4173 0.062 Uiso 1 1 calc R . . . .
H9BB H -0.0399 -0.5477 -0.5322 0.062 Uiso 1 1 calc R . . . .
C10B C -0.6606(12) -0.4425(12) -0.5620(10) 0.054(3) Uani 1 1 d . . . . .
C11B C -0.7669(10) -0.5473(11) -0.6466(10) 0.051(3) Uani 1 1 d . . . . .
H11D H -0.7830 -0.5412 -0.7132 0.076 Uiso 1 1 calc R . . . .
H11E H -0.7372 -0.6248 -0.6475 0.076 Uiso 1 1 calc R . . . .
H11F H -0.8487 -0.5430 -0.6333 0.076 Uiso 1 1 calc R . . . .
C12B C -0.6510(15) -0.2875(12) -0.7419(10) 0.058(3) Uani 1 1 d . . . . .
H12D H -0.7249 -0.2870 -0.8018 0.088 Uiso 1 1 calc R . . . .
H12E H -0.6129 -0.2037 -0.6941 0.088 Uiso 1 1 calc R . . . .
H12F H -0.5834 -0.3278 -0.7642 0.088 Uiso 1 1 calc R . . . .
C13B C -0.0786(18) -0.7016(13) -0.5036(11) 0.070(4) Uani 1 1 d . . . . .
H13D H 0.0135 -0.7151 -0.4831 0.106 Uiso 1 1 calc R . . . .
H13E H -0.1188 -0.7214 -0.4606 0.106 Uiso 1 1 calc R . . . .
H13F H -0.1273 -0.7538 -0.5758 0.106 Uiso 1 1 calc R . . . .
O1C O -0.2114(10) -0.4860(9) -0.9875(6) 0.061(2) Uani 1 1 d . . . . .
O2C O -0.2392(7) -0.3378(7) -0.7464(5) 0.0439(16) Uani 1 1 d . . . . .
O3C O -0.4929(7) -0.7345(7) -0.9567(6) 0.0453(16) Uani 1 1 d . . . . .
O4C O -0.0754(7) -0.5074(7) -0.7001(5) 0.0445(16) Uani 1 1 d . . . . .
C1C C -0.4935(12) -0.8516(9) -0.9321(9) 0.044(2) Uani 1 1 d . . . . .
C2C C -0.5385(10) -0.8154(9) -0.8389(8) 0.038(2) Uani 1 1 d . . . . .
H2C H -0.4843 -0.7410 -0.7788 0.046 Uiso 1 1 calc R . . . .
C3C C -0.6910(11) -0.8123(11) -0.8796(8) 0.045(2) Uani 1 1 d . . . . .
H3CA H -0.7244 -0.7937 -0.9425 0.054 Uiso 1 1 calc R . . . .
H3CB H -0.7227 -0.7615 -0.8267 0.054 Uiso 1 1 calc R . . . .
C4C C -0.7100(12) -0.9518(11) -0.9000(9) 0.047(2) Uani 1 1 d . . . . .
H4C H -0.7877 -0.9829 -0.8897 0.056 Uiso 1 1 calc R . . . .
C5C C -0.7020(12) -1.0195(10) -1.0068(9) 0.047(2) Uani 1 1 d . . . . .
H5CA H -0.7903 -1.0319 -1.0609 0.057 Uiso 1 1 calc R . . . .
H5CB H -0.6783 -1.1006 -1.0110 0.057 Uiso 1 1 calc R . . . .
C6C C -0.5977(10) -0.9493(11) -1.0293(10) 0.050(2) Uani 1 1 d . . . . .
H6CA H -0.5517 -1.0093 -1.0647 0.060 Uiso 1 1 calc R . . . .
H6CB H -0.6458 -0.9098 -1.0765 0.060 Uiso 1 1 calc R . . . .
C7C C -0.3506(11) -0.8804(10) -0.9094(9) 0.045(2) Uani 1 1 d . . . . .
H7CA H -0.3285 -0.8922 -0.9705 0.054 Uiso 1 1 calc R . . . .
H7CB H -0.3471 -0.9578 -0.8981 0.054 Uiso 1 1 calc R . . . .
C8C C -0.5715(10) -0.9289(10) -0.8097(8) 0.043(2) Uani 1 1 d . . . . .
C9C C -0.5768(14) -0.8796(15) -0.7015(11) 0.064(3) Uani 1 1 d . . . . .
H9CA H -0.6263 -0.8113 -0.6948 0.095 Uiso 1 1 calc R . . . .
H9CB H -0.6206 -0.9442 -0.6912 0.095 Uiso 1 1 calc R . . . .
H9CC H -0.4869 -0.8521 -0.6496 0.095 Uiso 1 1 calc R . . . .
C10C C -0.4928(12) -1.0370(10) -0.8192(11) 0.051(3) Uani 1 1 d . . . . .
H10G H -0.4890 -1.0689 -0.8877 0.076 Uiso 1 1 calc R . . . .
H10H H -0.4031 -1.0091 -0.7671 0.076 Uiso 1 1 calc R . . . .
H10I H -0.5368 -1.1013 -0.8087 0.076 Uiso 1 1 calc R . . . .
C1D C -0.2691(10) -0.6602(10) -0.8285(8) 0.039(2) Uani 1 1 d . . . . .
C2D C -0.1850(9) -0.5419(9) -0.7738(9) 0.041(2) Uani 1 1 d . . . . .
C3D C -0.2521(11) -0.4502(10) -0.8278(8) 0.042(2) Uani 1 1 d . . . . .
C4D C -0.3907(10) -0.5189(10) -0.8970(8) 0.042(2) Uani 1 1 d . . . . .
H4DA H -0.4126 -0.5213 -0.9676 0.050 Uiso 1 1 calc R . . . .
H4DB H -0.4564 -0.4791 -0.8703 0.050 Uiso 1 1 calc R . . . .
C5D C -0.3904(10) -0.6487(10) -0.8964(8) 0.041(2) Uani 1 1 d . . . . .
C6D C -0.2444(11) -0.7797(10) -0.8142(8) 0.042(2) Uani 1 1 d . . . . .
H6D H -0.2609 -0.7762 -0.7517 0.050 Uiso 1 1 calc R . . . .
C7D C -0.0984(11) -0.8062(11) -0.7987(9) 0.047(2) Uani 1 1 d . . . . .
H7D H -0.0381 -0.7396 -0.7343 0.056 Uiso 1 1 calc R . . . .
C8D C -0.0550(11) -0.8038(12) -0.8880(10) 0.052(3) Uani 1 1 d . . . . .
H8DA H -0.0671 -0.7260 -0.8964 0.078 Uiso 1 1 calc R . . . .
H8DB H 0.0381 -0.8133 -0.8710 0.078 Uiso 1 1 calc R . . . .
H8DC H -0.1091 -0.8705 -0.9520 0.078 Uiso 1 1 calc R . . . .
C9D C -0.0819(12) -0.9289(12) -0.7800(10) 0.052(3) Uani 1 1 d . . . . .
H9DA H -0.1166 -0.9988 -0.8467 0.062 Uiso 1 1 calc R . . . .
H9DB H -0.1330 -0.9366 -0.7387 0.062 Uiso 1 1 calc R . . . .
C10D C -0.1658(12) -0.4326(12) -0.8908(10) 0.051(3) Uani 1 1 d . . . . .
C11D C -0.0305(14) -0.3541(15) -0.8304(10) 0.060(3) Uani 1 1 d . . . . .
H11G H -0.0151 -0.3217 -0.7570 0.090 Uiso 1 1 calc R . . . .
H11H H 0.0375 -0.4033 -0.8419 0.090 Uiso 1 1 calc R . . . .
H11I H -0.0266 -0.2866 -0.8532 0.090 Uiso 1 1 calc R . . . .
C12D C -0.2994(13) -0.2463(10) -0.7829(10) 0.057(3) Uani 1 1 d . . . . .
H12G H -0.2877 -0.1713 -0.7241 0.085 Uiso 1 1 calc R . . . .
H12H H -0.2573 -0.2302 -0.8262 0.085 Uiso 1 1 calc R . . . .
H12I H -0.3938 -0.2758 -0.8230 0.085 Uiso 1 1 calc R . . . .
C13D C 0.0692(14) -0.9304(13) -0.7215(11) 0.058(3) Uani 1 1 d . . . . .
H13G H 0.0789 -1.0066 -0.7100 0.087 Uiso 1 1 calc R . . . .
H13H H 0.1192 -0.9237 -0.7630 0.087 Uiso 1 1 calc R . . . .
H13I H 0.1029 -0.8617 -0.6552 0.087 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 0.0181 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'
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
C3' O2 C12' 116.3(10) . . ?
C5' O3 C1 114.3(8) . . ?
O3 C1 C2 106.3(9) . . ?
O3 C1 C6 103.9(9) . . ?
O3 C1 C7 107.8(9) . . ?
C2 C1 C6 109.0(9) . . ?
C7 C1 C2 116.3(10) . . ?
C7 C1 C6 112.6(9) . . ?
C1 C2 H2 113.6 . . ?
C3 C2 C1 109.1(9) . . ?
C3 C2 H2 113.6 . . ?
C3 C2 C8 89.6(9) . . ?
C8 C2 C1 115.0(9) . . ?
C8 C2 H2 113.6 . . ?
C2 C3 H3A 114.7 . . ?
C2 C3 H3B 114.7 . . ?
C2 C3 C4 83.6(9) . . ?
H3A C3 H3B 111.8 . . ?
C4 C3 H3A 114.7 . . ?
C4 C3 H3B 114.7 . . ?
C3 C4 H4 115.5 . . ?
C5 C4 C3 106.8(10) . . ?
C5 C4 H4 115.5 . . ?
C5 C4 C8 113.3(9) . . ?
C8 C4 C3 86.7(8) . . ?
C8 C4 H4 115.5 . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
C4 C5 C6 113.2(9) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
C1 C6 C5 116.4(9) . . ?
C1 C6 H6A 108.2 . . ?
C1 C6 H6B 108.2 . . ?
C5 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
H6A C6 H6B 107.3 . . ?
C1 C7 H7A 109.0 . . ?
C1 C7 H7B 109.0 . . ?
C1 C7 C6' 112.8(9) . . ?
H7A C7 H7B 107.8 . . ?
C6' C7 H7A 109.0 . . ?
C6' C7 H7B 109.0 . . ?
C2 C8 C10 123.4(9) . . ?
C4 C8 C2 86.5(9) . . ?
C4 C8 C10 117.0(10) . . ?
C9 C8 C2 110.1(10) . . ?
C9 C8 C4 112.1(9) . . ?
C9 C8 C10 106.7(11) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C2' C1' C6' 130.7(10) . . ?
C5' C1' C2' 106.6(10) . . ?
C5' C1' C6' 122.6(9) . . ?
O4 C2' C1' 127.2(11) . . ?
O4 C2' C3' 123.9(10) . . ?
C1' C2' C3' 108.9(9) . . ?
O2 C3' C2' 112.5(8) . . ?
O2 C3' C4' 115.9(9) . . ?
O2 C3' C10' 106.9(10) . . ?
C4' C3' C2' 104.5(10) . . ?
C10' C3' C2' 103.8(9) . . ?
C10' C3' C4' 112.6(9) . . ?
C3' C4' H4'A 111.3 . . ?
C3' C4' H4'B 111.3 . . ?
H4'A C4' H4'B 109.2 . . ?
C5' C4' C3' 102.2(10) . . ?
C5' C4' H4'A 111.3 . . ?
C5' C4' H4'B 111.3 . . ?
O3 C5' C1' 126.0(10) . . ?
O3 C5' C4' 117.5(9) . . ?
C1' C5' C4' 116.5(9) . . ?
C7 C6' H6' 108.6 . . ?
C7 C6' C7' 110.6(8) . . ?
C1' C6' C7 107.5(9) . . ?
C1' C6' H6' 108.6 . . ?
C1' C6' C7' 112.8(9) . . ?
C7' C6' H6' 108.6 . . ?
C6' C7' H7' 106.9 . . ?
C8' C7' C6' 112.5(10) . . ?
C8' C7' H7' 106.9 . . ?
C9' C7' C6' 111.0(9) . . ?
C9' C7' H7' 106.9 . . ?
C9' C7' C8' 112.2(11) . . ?
C7' C8' H8'A 109.5 . . ?
C7' C8' H8'B 109.5 . . ?
C7' C8' H8'C 109.5 . . ?
H8'A C8' H8'B 109.5 . . ?
H8'A C8' H8'C 109.5 . . ?
H8'B C8' H8'C 109.5 . . ?
C7' C9' H9'A 108.3 . . ?
C7' C9' H9'B 108.3 . . ?
H9'A C9' H9'B 107.4 . . ?
C13' C9' C7' 115.9(12) . . ?
C13' C9' H9'A 108.3 . . ?
C13' C9' H9'B 108.3 . . ?
O1 C10' C3' 120.9(12) . . ?
O1 C10' C11' 121.7(10) . . ?
C11' C10' C3' 117.4(10) . . ?
C10' C11' H11A 109.5 . . ?
C10' C11' H11B 109.5 . . ?
C10' C11' H11C 109.5 . . ?
H11A C11' H11B 109.5 . . ?
H11A C11' H11C 109.5 . . ?
H11B C11' H11C 109.5 . . ?
O2 C12' H12A 109.5 . . ?
O2 C12' H12B 109.5 . . ?
O2 C12' H12C 109.5 . . ?
H12A C12' H12B 109.5 . . ?
H12A C12' H12C 109.5 . . ?
H12B C12' H12C 109.5 . . ?
C9' C13' H13A 109.5 . . ?
C9' C13' H13B 109.5 . . ?
C9' C13' H13C 109.5 . . ?
H13A C13' H13B 109.5 . . ?
H13A C13' H13C 109.5 . . ?
H13B C13' H13C 109.5 . . ?
C3B O2A C12B 116.1(9) . . ?
C5B O3A C1A 117.1(8) . . ?
O3A C1A C2A 108.4(7) . . ?
O3A C1A C6A 104.5(9) . . ?
O3A C1A C7A 105.7(9) . . ?
C2A C1A C6A 112.2(9) . . ?
C2A C1A C7A 113.8(9) . . ?
C6A C1A C7A 111.6(7) . . ?
C1A C2A H2A 114.6 . . ?
C1A C2A C3A 108.7(9) . . ?
C1A C2A C8A 115.4(8) . . ?
C3A C2A H2A 114.6 . . ?
C3A C2A C8A 85.4(8) . . ?
C8A C2A H2A 114.6 . . ?
C2A C3A H3AA 114.0 . . ?
C2A C3A H3AB 114.0 . . ?
H3AA C3A H3AB 111.2 . . ?
C4A C3A C2A 88.1(8) . . ?
C4A C3A H3AA 114.0 . . ?
C4A C3A H3AB 114.0 . . ?
C3A C4A H4A 115.9 . . ?
C3A C4A C8A 87.0(9) . . ?
C5A C4A C3A 107.4(10) . . ?
C5A C4A H4A 115.9 . . ?
C5A C4A C8A 110.9(8) . . ?
C8A C4A H4A 115.9 . . ?
C4A C5A H5AA 109.0 . . ?
C4A C5A H5AB 109.0 . . ?
C4A C5A C6A 113.0(8) . . ?
H5AA C5A H5AB 107.8 . . ?
C6A C5A H5AA 109.0 . . ?
C6A C5A H5AB 109.0 . . ?
C1A C6A C5A 115.5(9) . . ?
C1A C6A H6AA 108.4 . . ?
C1A C6A H6AB 108.4 . . ?
C5A C6A H6AA 108.4 . . ?
C5A C6A H6AB 108.4 . . ?
H6AA C6A H6AB 107.5 . . ?
C1A C7A H7AA 109.1 . . ?
C1A C7A H7AB 109.1 . . ?
H7AA C7A H7AB 107.8 . . ?
C6B C7A C1A 112.7(8) . . ?
C6B C7A H7AA 109.1 . . ?
C6B C7A H7AB 109.1 . . ?
C4A C8A C2A 86.2(8) . . ?
C9A C8A C2A 111.7(10) . . ?
C9A C8A C4A 111.4(9) . . ?
C9A C8A C10A 107.9(12) . . ?
C10A C8A C2A 120.6(10) . . ?
C10A C8A C4A 117.7(10) . . ?
C8A C9A H9AA 109.5 . . ?
C8A C9A H9AB 109.5 . . ?
C8A C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
C8A C10A H10D 109.5 . . ?
C8A C10A H10E 109.5 . . ?
C8A C10A H10F 109.5 . . ?
H10D C10A H10E 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
C2B C1B C6B 129.1(9) . . ?
C5B C1B C2B 108.1(9) . . ?
C5B C1B C6B 122.7(9) . . ?
O4A C2B C1B 130.5(10) . . ?
O4A C2B C3B 119.6(8) . . ?
C1B C2B C3B 109.9(8) . . ?
O2A C3B C2B 113.5(8) . . ?
O2A C3B C4B 116.3(8) . . ?
O2A C3B C10B 110.9(9) . . ?
C4B C3B C2B 101.6(8) . . ?
C10B C3B C2B 104.0(8) . . ?
C10B C3B C4B 109.5(9) . . ?
C3B C4B H4BA 110.9 . . ?
C3B C4B H4BB 110.9 . . ?
H4BA C4B H4BB 108.9 . . ?
C5B C4B C3B 104.2(9) . . ?
C5B C4B H4BA 110.9 . . ?
C5B C4B H4BB 110.9 . . ?
O3A C5B C1B 125.5(10) . . ?
O3A C5B C4B 119.8(9) . . ?
C1B C5B C4B 114.7(9) . . ?
C7A C6B H6BA 109.4 . . ?
C1B C6B C7A 105.7(9) . . ?
C1B C6B H6BA 109.4 . . ?
C1B C6B C7B 112.2(9) . . ?
C7B C6B C7A 110.8(8) . . ?
C7B C6B H6BA 109.4 . . ?
C6B C7B H7BA 106.6 . . ?
C8B C7B C6B 114.3(10) . . ?
C8B C7B H7BA 106.6 . . ?
C9B C7B C6B 111.8(10) . . ?
C9B C7B H7BA 106.6 . . ?
C9B C7B C8B 110.4(9) . . ?
C7B C8B H8BA 109.5 . . ?
C7B C8B H8BB 109.5 . . ?
C7B C8B H8BC 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C7B C9B H9BA 108.3 . . ?
C7B C9B H9BB 108.3 . . ?
C7B C9B C13B 115.8(12) . . ?
H9BA C9B H9BB 107.4 . . ?
C13B C9B H9BA 108.3 . . ?
C13B C9B H9BB 108.3 . . ?
O1A C10B C3B 122.1(12) . . ?
O1A C10B C11B 124.0(12) . . ?
C11B C10B C3B 113.8(10) . . ?
C10B C11B H11D 109.5 . . ?
C10B C11B H11E 109.5 . . ?
C10B C11B H11F 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
O2A C12B H12D 109.5 . . ?
O2A C12B H12E 109.5 . . ?
O2A C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C9B C13B H13D 109.5 . . ?
C9B C13B H13E 109.5 . . ?
C9B C13B H13F 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C3D O2C C12D 112.8(8) . . ?
C5D O3C C1C 116.0(7) . . ?
O3C C1C C2C 104.0(7) . . ?
C6C C1C O3C 105.5(8) . . ?
C6C C1C C2C 111.6(9) . . ?
C6C C1C C7C 113.7(9) . . ?
C7C C1C O3C 105.5(8) . . ?
C7C C1C C2C 115.4(9) . . ?
C1C C2C H2C 114.7 . . ?
C1C C2C C3C 108.4(9) . . ?
C1C C2C C8C 114.0(8) . . ?
C3C C2C H2C 114.7 . . ?
C3C C2C C8C 87.1(7) . . ?
C8C C2C H2C 114.7 . . ?
C2C C3C H3CA 114.2 . . ?
C2C C3C H3CB 114.2 . . ?
C2C C3C C4C 86.6(7) . . ?
H3CA C3C H3CB 111.4 . . ?
C4C C3C H3CA 114.2 . . ?
C4C C3C H3CB 114.2 . . ?
C3C C4C H4C 115.7 . . ?
C3C C4C C8C 88.5(8) . . ?
C5C C4C C3C 106.4(9) . . ?
C5C C4C H4C 115.7 . . ?
C5C C4C C8C 111.4(9) . . ?
C8C C4C H4C 115.7 . . ?
C4C C5C H5CA 108.8 . . ?
C4C C5C H5CB 108.8 . . ?
C4C C5C C6C 113.7(10) . . ?
H5CA C5C H5CB 107.7 . . ?
C6C C5C H5CA 108.8 . . ?
C6C C5C H5CB 108.8 . . ?
C1C C6C C5C 114.1(10) . . ?
C1C C6C H6CA 108.7 . . ?
C1C C6C H6CB 108.7 . . ?
C5C C6C H6CA 108.7 . . ?
C5C C6C H6CB 108.7 . . ?
H6CA C6C H6CB 107.6 . . ?
C1C C7C H7CA 108.8 . . ?
C1C C7C H7CB 108.8 . . ?
C1C C7C C6D 114.0(9) . . ?
H7CA C7C H7CB 107.7 . . ?
C6D C7C H7CA 108.8 . . ?
C6D C7C H7CB 108.8 . . ?
C4C C8C C2C 84.4(7) . . ?
C9C C8C C2C 109.2(10) . . ?
C9C C8C C4C 114.1(10) . . ?
C9C C8C C10C 108.9(10) . . ?
C10C C8C C2C 122.5(9) . . ?
C10C C8C C4C 116.1(10) . . ?
C8C C9C H9CA 109.5 . . ?
C8C C9C H9CB 109.5 . . ?
C8C C9C H9CC 109.5 . . ?
H9CA C9C H9CB 109.5 . . ?
H9CA C9C H9CC 109.5 . . ?
H9CB C9C H9CC 109.5 . . ?
C8C C10C H10G 109.5 . . ?
C8C C10C H10H 109.5 . . ?
C8C C10C H10I 109.5 . . ?
H10G C10C H10H 109.5 . . ?
H10G C10C H10I 109.5 . . ?
H10H C10C H10I 109.5 . . ?
C2D C1D C6D 129.1(9) . . ?
C5D C1D C2D 109.0(9) . . ?
C5D C1D C6D 121.7(10) . . ?
O4C C2D C1D 130.9(9) . . ?
O4C C2D C3D 120.6(9) . . ?
C1D C2D C3D 108.4(9) . . ?
O2C C3D C2D 106.2(8) . . ?
O2C C3D C4D 117.7(9) . . ?
O2C C3D C10D 109.6(9) . . ?
C4D C3D C2D 103.1(8) . . ?
C4D C3D C10D 112.9(9) . . ?
C10D C3D C2D 106.1(8) . . ?
C3D C4D H4DA 110.5 . . ?
C3D C4D H4DB 110.5 . . ?
C3D C4D C5D 106.1(7) . . ?
H4DA C4D H4DB 108.7 . . ?
C5D C4D H4DA 110.5 . . ?
C5D C4D H4DB 110.5 . . ?
O3C C5D C1D 127.1(10) . . ?
O3C C5D C4D 121.2(8) . . ?
C1D C5D C4D 111.7(9) . . ?
C7C C6D H6D 108.0 . . ?
C7C C6D C7D 112.8(9) . . ?
C1D C6D C7C 106.1(8) . . ?
C1D C6D H6D 108.0 . . ?
C1D C6D C7D 113.7(9) . . ?
C7D C6D H6D 108.0 . . ?
C6D C7D H7D 106.9 . . ?
C8D C7D C6D 113.4(8) . . ?
C8D C7D H7D 106.9 . . ?
C8D C7D C9D 112.7(10) . . ?
C9D C7D C6D 109.5(9) . . ?
C9D C7D H7D 106.9 . . ?
C7D C8D H8DA 109.5 . . ?
C7D C8D H8DB 109.5 . . ?
C7D C8D H8DC 109.5 . . ?
H8DA C8D H8DB 109.5 . . ?
H8DA C8D H8DC 109.5 . . ?
H8DB C8D H8DC 109.5 . . ?
C7D C9D H9DA 109.7 . . ?
C7D C9D H9DB 109.7 . . ?
C7D C9D C13D 109.8(10) . . ?
H9DA C9D H9DB 108.2 . . ?
C13D C9D H9DA 109.7 . . ?
C13D C9D H9DB 109.7 . . ?
O1C C10D C3D 119.1(11) . . ?
O1C C10D C11D 123.0(11) . . ?
C11D C10D C3D 117.9(10) . . ?
C10D C11D H11G 109.5 . . ?
C10D C11D H11H 109.5 . . ?
C10D C11D H11I 109.5 . . ?
H11G C11D H11H 109.5 . . ?
H11G C11D H11I 109.5 . . ?
H11H C11D H11I 109.5 . . ?
O2C C12D H12G 109.5 . . ?
O2C C12D H12H 109.5 . . ?
O2C C12D H12I 109.5 . . ?
H12G C12D H12H 109.5 . . ?
H12G C12D H12I 109.5 . . ?
H12H C12D H12I 109.5 . . ?
C9D C13D H13G 109.5 . . ?
C9D C13D H13H 109.5 . . ?
C9D C13D H13I 109.5 . . ?
H13G C13D H13H 109.5 . . ?
H13G C13D H13I 109.5 . . ?
H13H C13D H13I 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
O1 C10' 1.227(16) . ?
O2 C3' 1.399(14) . ?
O2 C12' 1.409(14) . ?
O3 C1 1.482(16) . ?
O3 C5' 1.347(12) . ?
O4 C2' 1.200(14) . ?
C1 C2 1.542(14) . ?
C1 C6 1.552(16) . ?
C1 C7 1.511(15) . ?
C2 H2 0.9800 . ?
C2 C3 1.532(16) . ?
C2 C8 1.542(19) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.623(19) . ?
C4 H4 0.9800 . ?
C4 C5 1.495(14) . ?
C4 C8 1.530(14) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.564(15) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6' 1.534(14) . ?
C8 C9 1.525(14) . ?
C8 C10 1.555(17) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C1' C2' 1.455(15) . ?
C1' C5' 1.354(16) . ?
C1' C6' 1.486(17) . ?
C2' C3' 1.575(17) . ?
C3' C4' 1.530(15) . ?
C3' C10' 1.524(14) . ?
C4' H4'A 0.9700 . ?
C4' H4'B 0.9700 . ?
C4' C5' 1.521(17) . ?
C6' H6' 0.9800 . ?
C6' C7' 1.575(14) . ?
C7' H7' 0.9800 . ?
C7' C8' 1.538(16) . ?
C7' C9' 1.52(2) . ?
C8' H8'A 0.9600 . ?
C8' H8'B 0.9600 . ?
C8' H8'C 0.9600 . ?
C9' H9'A 0.9700 . ?
C9' H9'B 0.9700 . ?
C9' C13' 1.50(2) . ?
C10' C11' 1.48(2) . ?
C11' H11A 0.9600 . ?
C11' H11B 0.9600 . ?
C11' H11C 0.9600 . ?
C12' H12A 0.9600 . ?
C12' H12B 0.9600 . ?
C12' H12C 0.9600 . ?
C13' H13A 0.9600 . ?
C13' H13B 0.9600 . ?
C13' H13C 0.9600 . ?
O1A C10B 1.169(16) . ?
O2A C3B 1.395(11) . ?
O2A C12B 1.401(17) . ?
O3A C1A 1.458(15) . ?
O3A C5B 1.313(13) . ?
O4A C2B 1.232(12) . ?
C1A C2A 1.466(16) . ?
C1A C6A 1.552(14) . ?
C1A C7A 1.570(12) . ?
C2A H2A 0.9800 . ?
C2A C3A 1.554(13) . ?
C2A C8A 1.580(18) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C4A 1.530(16) . ?
C4A H4A 0.9800 . ?
C4A C5A 1.520(18) . ?
C4A C8A 1.558(15) . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C5A C6A 1.573(16) . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C6B 1.541(14) . ?
C8A C9A 1.542(17) . ?
C8A C10A 1.551(16) . ?
C9A H9AA 0.9600 . ?
C9A H9AB 0.9600 . ?
C9A H9AC 0.9600 . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?
C1B C2B 1.418(13) . ?
C1B C5B 1.378(15) . ?
C1B C6B 1.513(16) . ?
C2B C3B 1.587(14) . ?
C3B C4B 1.567(12) . ?
C3B C10B 1.527(17) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C4B C5B 1.486(15) . ?
C6B H6BA 0.9800 . ?
C6B C7B 1.537(13) . ?
C7B H7BA 0.9800 . ?
C7B C8B 1.511(19) . ?
C7B C9B 1.504(17) . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C9B C13B 1.517(16) . ?
C10B C11B 1.497(18) . ?
C11B H11D 0.9600 . ?
C11B H11E 0.9600 . ?
C11B H11F 0.9600 . ?
C12B H12D 0.9600 . ?
C12B H12E 0.9600 . ?
C12B H12F 0.9600 . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 0.9600 . ?
O1C C10D 1.239(16) . ?
O2C C3D 1.398(13) . ?
O2C C12D 1.421(12) . ?
O3C C1C 1.526(12) . ?
O3C C5D 1.288(14) . ?
O4C C2D 1.230(13) . ?
C1C C2C 1.533(15) . ?
C1C C6C 1.516(17) . ?
C1C C7C 1.520(16) . ?
C2C H2C 0.9800 . ?
C2C C3C 1.540(14) . ?
C2C C8C 1.591(13) . ?
C3C H3CA 0.9700 . ?
C3C H3CB 0.9700 . ?
C3C C4C 1.541(15) . ?
C4C H4C 0.9800 . ?
C4C C5C 1.524(17) . ?
C4C C8C 1.552(14) . ?
C5C H5CA 0.9700 . ?
C5C H5CB 0.9700 . ?
C5C C6C 1.559(16) . ?
C6C H6CA 0.9700 . ?
C6C H6CB 0.9700 . ?
C7C H7CA 0.9700 . ?
C7C H7CB 0.9700 . ?
C7C C6D 1.527(15) . ?
C8C C9C 1.513(18) . ?
C8C C10C 1.521(14) . ?
C9C H9CA 0.9600 . ?
C9C H9CB 0.9600 . ?
C9C H9CC 0.9600 . ?
C10C H10G 0.9600 . ?
C10C H10H 0.9600 . ?
C10C H10I 0.9600 . ?
C1D C2D 1.427(16) . ?
C1D C5D 1.381(14) . ?
C1D C6D 1.491(13) . ?
C2D C3D 1.583(12) . ?
C3D C4D 1.490(16) . ?
C3D C10D 1.571(15) . ?
C4D H4DA 0.9700 . ?
C4D H4DB 0.9700 . ?
C4D C5D 1.513(15) . ?
C6D H6D 0.9800 . ?
C6D C7D 1.555(16) . ?
C7D H7D 0.9800 . ?
C7D C8D 1.542(17) . ?
C7D C9D 1.547(15) . ?
C8D H8DA 0.9600 . ?
C8D H8DB 0.9600 . ?
C8D H8DC 0.9600 . ?
C9D H9DA 0.9700 . ?
C9D H9DB 0.9700 . ?
C9D C13D 1.552(17) . ?
C10D C11D 1.49(2) . ?
C11D H11G 0.9600 . ?
C11D H11H 0.9600 . ?
C11D H11I 0.9600 . ?
C12D H12G 0.9600 . ?
C12D H12H 0.9600 . ?
C12D H12I 0.9600 . ?
C13D H13G 0.9600 . ?
C13D H13H 0.9600 . ?
C13D H13I 0.9600 . ?
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 C3' C4' C5' -131.0(10) . . . . ?
O2 C3' C10' O1 -158.9(13) . . . . ?
O2 C3' C10' C11' 23.1(16) . . . . ?
O3 C1 C2 C3 65.5(12) . . . . ?
O3 C1 C2 C8 164.3(8) . . . . ?
O3 C1 C6 C5 -122.9(11) . . . . ?
O3 C1 C7 C6' 63.0(11) . . . . ?
O4 C2' C3' O2 -45.1(12) . . . . ?
O4 C2' C3' C4' -171.6(9) . . . . ?
O4 C2' C3' C10' 70.2(12) . . . . ?
C1 O3 C5' C1' 12.7(14) . . . . ?
C1 O3 C5' C4' -168.1(9) . . . . ?
C1 C2 C3 C4 89.5(11) . . . . ?
C1 C2 C8 C4 -82.4(10) . . . . ?
C1 C2 C8 C9 165.3(10) . . . . ?
C1 C2 C8 C10 37.9(15) . . . . ?
C1 C7 C6' C1' -44.6(12) . . . . ?
C1 C7 C6' C7' -168.0(9) . . . . ?
C2 C1 C6 C5 -9.9(16) . . . . ?
C2 C1 C7 C6' -56.1(14) . . . . ?
C2 C3 C4 C5 -86.2(9) . . . . ?
C2 C3 C4 C8 27.2(7) . . . . ?
C3 C2 C8 C4 28.6(8) . . . . ?
C3 C2 C8 C9 -83.7(10) . . . . ?
C3 C2 C8 C10 148.8(11) . . . . ?
C3 C4 C5 C6 41.8(13) . . . . ?
C3 C4 C8 C2 -26.9(7) . . . . ?
C3 C4 C8 C9 83.4(11) . . . . ?
C3 C4 C8 C10 -152.9(9) . . . . ?
C4 C5 C6 C1 10.0(17) . . . . ?
C5 C4 C8 C2 80.0(11) . . . . ?
C5 C4 C8 C9 -169.8(11) . . . . ?
C5 C4 C8 C10 -46.1(14) . . . . ?
C6 C1 C2 C3 -46.0(14) . . . . ?
C6 C1 C2 C8 52.8(13) . . . . ?
C6 C1 C7 C6' 177.0(10) . . . . ?
C7 C1 C2 C3 -174.6(10) . . . . ?
C7 C1 C2 C8 -75.8(13) . . . . ?
C7 C1 C6 C5 120.8(12) . . . . ?
C7 C6' C7' C8' 67.3(13) . . . . ?
C7 C6' C7' C9' -59.4(13) . . . . ?
C8 C2 C3 C4 -26.9(7) . . . . ?
C8 C4 C5 C6 -51.9(16) . . . . ?
C1' C2' C3' O2 137.5(8) . . . . ?
C1' C2' C3' C4' 11.0(10) . . . . ?
C1' C2' C3' C10' -107.3(9) . . . . ?
C1' C6' C7' C8' -53.0(13) . . . . ?
C1' C6' C7' C9' -179.7(10) . . . . ?
C2' C1' C5' O3 -174.1(9) . . . . ?
C2' C1' C5' C4' 6.6(12) . . . . ?
C2' C1' C6' C7 -169.5(9) . . . . ?
C2' C1' C6' C7' -47.4(13) . . . . ?
C2' C3' C4' C5' -6.6(10) . . . . ?
C2' C3' C10' O1 82.0(15) . . . . ?
C2' C3' C10' C11' -96.0(14) . . . . ?
C3' C4' C5' O3 -178.9(9) . . . . ?
C3' C4' C5' C1' 0.4(12) . . . . ?
C4' C3' C10' O1 -30.4(19) . . . . ?
C4' C3' C10' C11' 151.6(13) . . . . ?
C5' O3 C1 C2 80.3(10) . . . . ?
C5' O3 C1 C6 -164.7(8) . . . . ?
C5' O3 C1 C7 -45.1(11) . . . . ?
C5' C1' C2' O4 171.9(9) . . . . ?
C5' C1' C2' C3' -10.8(10) . . . . ?
C5' C1' C6' C7 10.6(12) . . . . ?
C5' C1' C6' C7' 132.7(10) . . . . ?
C6' C1' C2' O4 -8.0(16) . . . . ?
C6' C1' C2' C3' 169.3(9) . . . . ?
C6' C1' C5' O3 5.8(15) . . . . ?
C6' C1' C5' C4' -173.4(9) . . . . ?
C6' C7' C9' C13' -161.2(13) . . . . ?
C8' C7' C9' C13' 71.9(18) . . . . ?
C10' C3' C4' C5' 105.4(12) . . . . ?
C12' O2 C3' C2' -64.5(13) . . . . ?
C12' O2 C3' C4' 55.7(14) . . . . ?
C12' O2 C3' C10' -177.8(11) . . . . ?
O2A C3B C4B C5B -132.4(10) . . . . ?
O2A C3B C10B O1A -150.0(11) . . . . ?
O2A C3B C10B C11B 33.5(12) . . . . ?
O3A C1A C2A C3A 66.8(10) . . . . ?
O3A C1A C2A C8A 160.7(7) . . . . ?
O3A C1A C6A C5A -117.3(10) . . . . ?
O3A C1A C7A C6B 64.3(12) . . . . ?
O4A C2B C3B O2A -43.2(12) . . . . ?
O4A C2B C3B C4B -168.8(9) . . . . ?
O4A C2B C3B C10B 77.4(11) . . . . ?
C1A O3A C5B C1B 12.3(14) . . . . ?
C1A O3A C5B C4B -166.8(9) . . . . ?
C1A C2A C3A C4A 88.2(11) . . . . ?
C1A C2A C8A C4A -82.0(9) . . . . ?
C1A C2A C8A C9A 166.5(9) . . . . ?
C1A C2A C8A C10A 38.1(14) . . . . ?
C1A C7A C6B C1B -45.5(12) . . . . ?
C1A C7A C6B C7B -167.2(10) . . . . ?
C2A C1A C6A C5A -0.1(13) . . . . ?
C2A C1A C7A C6B -54.5(13) . . . . ?
C2A C3A C4A C5A -83.6(10) . . . . ?
C2A C3A C4A C8A 27.4(9) . . . . ?
C3A C2A C8A C4A 26.6(8) . . . . ?
C3A C2A C8A C9A -84.9(10) . . . . ?
C3A C2A C8A C10A 146.7(11) . . . . ?
C3A C4A C5A C6A 44.1(12) . . . . ?
C3A C4A C8A C2A -27.0(8) . . . . ?
C3A C4A C8A C9A 84.9(12) . . . . ?
C3A C4A C8A C10A -149.8(12) . . . . ?
C4A C5A C6A C1A 2.1(14) . . . . ?
C5A C4A C8A C2A 80.6(9) . . . . ?
C5A C4A C8A C9A -167.6(10) . . . . ?
C5A C4A C8A C10A -42.2(15) . . . . ?
C6A C1A C2A C3A -48.0(12) . . . . ?
C6A C1A C2A C8A 45.9(11) . . . . ?
C6A C1A C7A C6B 177.3(10) . . . . ?
C7A C1A C2A C3A -175.9(9) . . . . ?
C7A C1A C2A C8A -82.0(11) . . . . ?
C7A C1A C6A C5A 129.0(11) . . . . ?
C7A C6B C7B C8B 66.3(13) . . . . ?
C7A C6B C7B C9B -60.1(13) . . . . ?
C8A C2A C3A C4A -27.1(9) . . . . ?
C8A C4A C5A C6A -49.4(13) . . . . ?
C1B C2B C3B O2A 138.0(8) . . . . ?
C1B C2B C3B C4B 12.4(10) . . . . ?
C1B C2B C3B C10B -101.4(9) . . . . ?
C1B C6B C7B C8B -51.5(12) . . . . ?
C1B C6B C7B C9B -177.9(9) . . . . ?
C2B C1B C5B O3A -173.7(9) . . . . ?
C2B C1B C5B C4B 5.4(13) . . . . ?
C2B C1B C6B C7A -167.7(10) . . . . ?
C2B C1B C6B C7B -46.9(14) . . . . ?
C2B C3B C4B C5B -8.6(10) . . . . ?
C2B C3B C10B O1A 87.6(13) . . . . ?
C2B C3B C10B C11B -88.9(10) . . . . ?
C3B C4B C5B O3A -178.1(9) . . . . ?
C3B C4B C5B C1B 2.8(12) . . . . ?
C4B C3B C10B O1A -20.3(16) . . . . ?
C4B C3B C10B C11B 163.1(9) . . . . ?
C5B O3A C1A C2A 76.9(10) . . . . ?
C5B O3A C1A C6A -163.3(8) . . . . ?
C5B O3A C1A C7A -45.4(11) . . . . ?
C5B C1B C2B O4A 170.1(10) . . . . ?
C5B C1B C2B C3B -11.3(11) . . . . ?
C5B C1B C6B C7A 10.5(13) . . . . ?
C5B C1B C6B C7B 131.3(11) . . . . ?
C6B C1B C2B O4A -11.5(18) . . . . ?
C6B C1B C2B C3B 167.1(10) . . . . ?
C6B C1B C5B O3A 7.8(16) . . . . ?
C6B C1B C5B C4B -173.1(10) . . . . ?
C6B C7B C9B C13B -173.1(10) . . . . ?
C8B C7B C9B C13B 58.4(13) . . . . ?
C10B C3B C4B C5B 100.9(10) . . . . ?
C12B O2A C3B C2B -57.8(11) . . . . ?
C12B O2A C3B C4B 59.6(13) . . . . ?
C12B O2A C3B C10B -174.4(9) . . . . ?
O2C C3D C4D C5D -126.4(9) . . . . ?
O2C C3D C10D O1C -141.0(10) . . . . ?
O2C C3D C10D C11D 40.4(12) . . . . ?
O3C C1C C2C C3C 75.0(10) . . . . ?
O3C C1C C2C C8C 170.1(8) . . . . ?
O3C C1C C6C C5C -130.0(9) . . . . ?
O3C C1C C7C C6D 62.5(10) . . . . ?
O4C C2D C3D O2C -45.3(13) . . . . ?
O4C C2D C3D C4D -169.7(10) . . . . ?
O4C C2D C3D C10D 71.3(13) . . . . ?
C1C O3C C5D C1D 15.6(15) . . . . ?
C1C O3C C5D C4D -166.9(9) . . . . ?
C1C C2C C3C C4C 87.3(8) . . . . ?
C1C C2C C8C C4C -81.9(9) . . . . ?
C1C C2C C8C C9C 164.5(9) . . . . ?
C1C C2C C8C C10C 35.6(14) . . . . ?
C1C C7C C6D C1D -49.8(11) . . . . ?
C1C C7C C6D C7D -174.9(8) . . . . ?
C2C C1C C6C C5C -17.8(11) . . . . ?
C2C C1C C7C C6D -51.6(11) . . . . ?
C2C C3C C4C C5C -84.1(9) . . . . ?
C2C C3C C4C C8C 27.8(8) . . . . ?
C3C C2C C8C C4C 26.9(8) . . . . ?
C3C C2C C8C C9C -86.6(10) . . . . ?
C3C C2C C8C C10C 144.5(11) . . . . ?
C3C C4C C5C C6C 36.5(11) . . . . ?
C3C C4C C8C C2C -26.9(8) . . . . ?
C3C C4C C8C C9C 81.6(11) . . . . ?
C3C C4C C8C C10C -150.4(10) . . . . ?
C4C C5C C6C C1C 18.8(12) . . . . ?
C5C C4C C8C C2C 80.2(9) . . . . ?
C5C C4C C8C C9C -171.3(10) . . . . ?
C5C C4C C8C C10C -43.4(13) . . . . ?
C6C C1C C2C C3C -38.2(10) . . . . ?
C6C C1C C2C C8C 56.9(11) . . . . ?
C6C C1C C7C C6D 177.6(8) . . . . ?
C7C C1C C2C C3C -170.1(8) . . . . ?
C7C C1C C2C C8C -74.9(11) . . . . ?
C7C C1C C6C C5C 114.8(10) . . . . ?
C7C C6D C7D C8D 65.3(12) . . . . ?
C7C C6D C7D C9D -61.5(11) . . . . ?
C8C C2C C3C C4C -27.1(8) . . . . ?
C8C C4C C5C C6C -58.5(11) . . . . ?
C1D C2D C3D O2C 137.4(9) . . . . ?
C1D C2D C3D C4D 12.9(11) . . . . ?
C1D C2D C3D C10D -106.0(10) . . . . ?
C1D C6D C7D C8D -55.5(13) . . . . ?
C1D C6D C7D C9D 177.6(9) . . . . ?
C2D C1D C5D O3C -177.9(10) . . . . ?
C2D C1D C5D C4D 4.4(12) . . . . ?
C2D C1D C6D C7C -166.9(10) . . . . ?
C2D C1D C6D C7D -42.3(15) . . . . ?
C2D C3D C4D C5D -9.9(11) . . . . ?
C2D C3D C10D O1C 104.7(11) . . . . ?
C2D C3D C10D C11D -73.9(13) . . . . ?
C3D C4D C5D O3C -173.7(9) . . . . ?
C3D C4D C5D C1D 4.2(12) . . . . ?
C4D C3D C10D O1C -7.6(14) . . . . ?
C4D C3D C10D C11D 173.8(10) . . . . ?
C5D O3C C1C C2C 78.8(10) . . . . ?
C5D O3C C1C C6C -163.7(9) . . . . ?
C5D O3C C1C C7C -43.0(12) . . . . ?
C5D C1D C2D O4C 172.2(12) . . . . ?
C5D C1D C2D C3D -10.8(11) . . . . ?
C5D C1D C6D C7C 18.5(13) . . . . ?
C5D C1D C6D C7D 143.1(10) . . . . ?
C6D C1D C2D O4C -3(2) . . . . ?
C6D C1D C2D C3D 174.0(10) . . . . ?
C6D C1D C5D O3C -2.3(16) . . . . ?
C6D C1D C5D C4D 179.9(9) . . . . ?
C6D C7D C9D C13D -157.2(10) . . . . ?
C8D C7D C9D C13D 75.6(12) . . . . ?
C10D C3D C4D C5D 104.2(9) . . . . ?
C12D O2C C3D C2D -178.1(9) . . . . ?
C12D O2C C3D C4D -63.2(12) . . . . ?
C12D O2C C3D C10D 67.7(11) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.731(10)
2 0.269(10)
