#------------------------------------------------------------------------------
#$Date: 2024-04-26 00:29:44 +0200 (Fri 26 de Apr de 2024) $
#$Revision: 291353 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/85/7248536.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_7248536
loop_
_publ_author_name
'Tian, Fanyu'
'Xia, Mengyuan'
'Wang, Hao'
'Zhang, Bingrui'
'Ding, Zhenfeng'
'Rong, Xiaoyi'
'Zhu, Bingqing'
'Mei, Xuefeng'
_publ_section_title
;
 New Solid Forms of Tetrahydrocurcumin with Improved Solubility
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D4CE00259H
_journal_year                    2024
_chemical_formula_moiety         'C5 H11 N O2, C21 H24 O6'
_chemical_formula_sum            'C26 H35 N O8'
_chemical_formula_weight         489.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-02-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-02-21 deposited with the CCDC.	2024-04-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.512(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.254(3)
_cell_length_b                   7.9952(14)
_cell_length_c                   20.500(3)
_cell_measurement_reflns_used    4171
_cell_measurement_temperature    170
_cell_measurement_theta_max      22.807
_cell_measurement_theta_min      2.280
_cell_volume                     2484.0(7)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      170.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_unetI/netI     0.1102
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17294
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.413
_diffrn_reflns_theta_min         2.000
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1305 before and 0.0774 after correction. The Ratio of minimum to maximum transmission is 0.5995. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1791
_refine_ls_R_factor_gt           0.0871
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0455P)²+5.8189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1623
_refine_ls_wR_factor_ref         0.2048
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2752
_reflns_number_total             5068
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4ce00259h2.cif
_cod_data_source_block           mo_20240325_0m
_cod_database_code               7248536
_shelx_shelxl_version_number     2018/3
_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_max   0.994
_shelx_estimated_absorpt_t_min   0.988
_olex2_refinement_description
;
1. 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, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C24(H24a,H24b), C7(H7a,H7b), C1(H1a,H1b), C6(H6a,H6b)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C4(H4a), C13(H13), C20(H20), C9(H9), C19(H19), C16(H16)
2.c Idealised Me refined as rotating group:
 C25(H25a,H25b,H25c), C14(H14a,H14b,H14c), C23(H23a,H23b,H23c), C21(H21a,H21b,
 H21c), C22(H22a,H22b,H22c)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O6(H6), O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O7 O 0.1284(2) 0.6067(4) 0.63210(14) 0.0405(8) Uani 1 1 d . . . . .
O3 O 0.77246(19) 1.2409(4) 0.47615(13) 0.0384(8) Uani 1 1 d . . . . .
O4 O 0.7326(2) 1.1760(4) 0.34878(13) 0.0412(8) Uani 1 1 d . . . . .
H4 H 0.774755 1.230189 0.368490 0.062 Uiso 1 1 calc GR . . . .
O5 O 0.0958(2) 0.7055(4) 0.80729(14) 0.0405(8) Uani 1 1 d . . . . .
O6 O 0.0391(2) 0.4289(4) 0.85460(16) 0.0433(8) Uani 1 1 d . . . . .
H6 H 0.028030 0.335489 0.870502 0.065 Uiso 1 1 calc GR . . . .
O8 O -0.0100(2) 0.6488(4) 0.58588(15) 0.0492(9) Uani 1 1 d . . . . .
O1 O 0.6304(2) 0.4133(4) 0.62297(17) 0.0505(9) Uani 1 1 d . . . . .
H1 H 0.611572 0.367428 0.655510 0.076 Uiso 1 1 calc GR . . . .
O2 O 0.5288(2) 0.3553(4) 0.70763(15) 0.0483(9) Uani 1 1 d . . . . .
N1 N 0.1198(2) 0.2630(4) 0.58792(16) 0.0301(8) Uani 1 1 d . . . . .
C17 C 0.1530(3) 0.5722(5) 0.80919(19) 0.0307(10) Uani 1 1 d . . . . .
C12 C 0.6238(3) 0.9783(6) 0.3726(2) 0.0389(11) Uani 1 1 d . . . . .
H12 H 0.607274 0.961804 0.326984 0.047 Uiso 1 1 calc R . . . .
C11 C 0.6890(3) 1.0922(5) 0.3936(2) 0.0353(10) Uani 1 1 d . . . . .
C8 C 0.6051(3) 0.9072(6) 0.4843(2) 0.0366(11) Uani 1 1 d . . . . .
C10 C 0.7102(3) 1.1189(5) 0.4614(2) 0.0334(10) Uani 1 1 d . . . . .
C4 C 0.4989(3) 0.5636(6) 0.6276(2) 0.0342(10) Uani 1 1 d . . . . .
H4A H 0.460157 0.650105 0.610611 0.041 Uiso 1 1 calc R . . . .
C13 C 0.5826(3) 0.8884(6) 0.4180(2) 0.0401(11) Uani 1 1 d . . . . .
H13 H 0.537367 0.811337 0.402843 0.048 Uiso 1 1 calc R . . . .
C5 C 0.4771(3) 0.4650(6) 0.6816(2) 0.0369(11) Uani 1 1 d . . . . .
C15 C 0.2906(3) 0.4350(6) 0.79440(19) 0.0353(11) Uani 1 1 d . . . . .
C18 C 0.1209(3) 0.4258(5) 0.8348(2) 0.0321(10) Uani 1 1 d . . . . .
C20 C 0.2573(3) 0.2888(6) 0.8174(2) 0.0360(11) Uani 1 1 d . . . . .
H20 H 0.291856 0.189716 0.819078 0.043 Uiso 1 1 calc R . . . .
C9 C 0.6692(3) 1.0240(5) 0.5057(2) 0.0353(10) Uani 1 1 d . . . . .
H9 H 0.685209 1.039319 0.551456 0.042 Uiso 1 1 calc R . . . .
C2 C 0.6072(3) 0.6319(6) 0.5455(2) 0.0378(11) Uani 1 1 d . . . . .
H2A H 0.597557 0.564722 0.504769 0.045 Uiso 1 1 calc R . . . .
H2B H 0.671534 0.649623 0.555607 0.045 Uiso 1 1 calc R . . . .
C26 C 0.0574(3) 0.5613(6) 0.6018(2) 0.0362(11) Uani 1 1 d . . . . .
C24 C 0.0427(3) 0.3807(5) 0.5788(2) 0.0331(10) Uani 1 1 d . . . . .
H24A H -0.005014 0.332896 0.602002 0.040 Uiso 1 1 calc R . . . .
H24B H 0.020834 0.383066 0.531433 0.040 Uiso 1 1 calc R . . . .
C19 C 0.1735(3) 0.2846(5) 0.8384(2) 0.0353(11) Uani 1 1 d . . . . .
H19 H 0.152292 0.183569 0.855250 0.042 Uiso 1 1 calc R . . . .
C7 C 0.3831(3) 0.4409(7) 0.7750(2) 0.0444(12) Uani 1 1 d . . . . .
H7A H 0.418070 0.522040 0.803756 0.053 Uiso 1 1 calc R . . . .
H7B H 0.410662 0.329532 0.782921 0.053 Uiso 1 1 calc R . . . .
C25 C 0.1956(3) 0.3286(6) 0.5554(2) 0.0362(11) Uani 1 1 d . . . . .
H25A H 0.177307 0.343111 0.508304 0.054 Uiso 1 1 calc GR . . . .
H25B H 0.244730 0.249123 0.561596 0.054 Uiso 1 1 calc GR . . . .
H25C H 0.214399 0.436543 0.574795 0.054 Uiso 1 1 calc GR . . . .
C14 C 0.8046(3) 1.2632(6) 0.5440(2) 0.0441(12) Uani 1 1 d . . . . .
H14A H 0.845040 1.358803 0.548659 0.066 Uiso 1 1 calc GR . . . .
H14B H 0.835974 1.162041 0.560558 0.066 Uiso 1 1 calc GR . . . .
H14C H 0.754876 1.283862 0.569273 0.066 Uiso 1 1 calc GR . . . .
C23 C 0.0900(3) 0.1011(6) 0.5556(2) 0.0409(11) Uani 1 1 d . . . . .
H23A H 0.037383 0.060875 0.574106 0.061 Uiso 1 1 calc GR . . . .
H23B H 0.137226 0.017965 0.563415 0.061 Uiso 1 1 calc GR . . . .
H23C H 0.075966 0.118876 0.508304 0.061 Uiso 1 1 calc GR . . . .
C16 C 0.2368(3) 0.5779(5) 0.7899(2) 0.0333(10) Uani 1 1 d . . . . .
H16 H 0.258306 0.679404 0.773593 0.040 Uiso 1 1 calc R . . . .
C21 C 0.1207(3) 0.8537(6) 0.7756(2) 0.0456(12) Uani 1 1 d . . . . .
H21A H 0.132699 0.826926 0.730832 0.068 Uiso 1 1 calc GR . . . .
H21B H 0.173953 0.900644 0.800173 0.068 Uiso 1 1 calc GR . . . .
H21C H 0.072723 0.935534 0.774081 0.068 Uiso 1 1 calc GR . . . .
C22 C 0.1467(3) 0.2310(6) 0.6596(2) 0.0416(12) Uani 1 1 d . . . . .
H22A H 0.167142 0.335627 0.681171 0.062 Uiso 1 1 calc GR . . . .
H22B H 0.194404 0.148397 0.664608 0.062 Uiso 1 1 calc GR . . . .
H22C H 0.095976 0.188256 0.679907 0.062 Uiso 1 1 calc GR . . . .
C3 C 0.5749(3) 0.5344(6) 0.6003(2) 0.0358(11) Uani 1 1 d . . . . .
C1 C 0.5627(3) 0.8009(6) 0.5331(2) 0.0430(12) Uani 1 1 d . . . . .
H1A H 0.499917 0.783020 0.516593 0.052 Uiso 1 1 calc R . . . .
H1B H 0.564877 0.862276 0.575222 0.052 Uiso 1 1 calc R . . . .
C6 C 0.3882(3) 0.4885(7) 0.7054(2) 0.0436(12) Uani 1 1 d . . . . .
H6A H 0.371107 0.607585 0.699807 0.052 Uiso 1 1 calc R . . . .
H6B H 0.344330 0.421575 0.677252 0.052 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 O3 C14 117.1(3) . . ?
C11 O4 H4 109.5 . . ?
C17 O5 C21 117.2(3) . . ?
C18 O6 H6 109.5 . . ?
C3 O1 H1 109.5 . . ?
C24 N1 C22 110.6(3) . . ?
C25 N1 C24 111.0(3) . . ?
C25 N1 C23 108.5(3) . . ?
C25 N1 C22 111.0(3) . . ?
C23 N1 C24 107.0(3) . . ?
C23 N1 C22 108.7(3) . . ?
O5 C17 C18 114.4(4) . . ?
O5 C17 C16 124.8(4) . . ?
C16 C17 C18 120.7(4) . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(4) . . ?
C13 C12 H12 120.0 . . ?
O4 C11 C12 120.1(4) . . ?
O4 C11 C10 120.9(4) . . ?
C12 C11 C10 119.0(4) . . ?
C13 C8 C9 118.4(4) . . ?
C13 C8 C1 121.1(4) . . ?
C9 C8 C1 120.5(4) . . ?
O3 C10 C11 113.7(4) . . ?
O3 C10 C9 126.7(4) . . ?
C9 C10 C11 119.6(4) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C3 C4 C5 120.5(4) . . ?
C12 C13 H13 119.1 . . ?
C8 C13 C12 121.8(4) . . ?
C8 C13 H13 119.1 . . ?
O2 C5 C4 121.6(4) . . ?
O2 C5 C6 119.7(4) . . ?
C4 C5 C6 118.7(4) . . ?
C20 C15 C7 120.6(4) . . ?
C20 C15 C16 118.5(4) . . ?
C16 C15 C7 120.9(4) . . ?
O6 C18 C17 118.1(4) . . ?
O6 C18 C19 123.2(4) . . ?
C19 C18 C17 118.7(4) . . ?
C15 C20 H20 119.6 . . ?
C15 C20 C19 120.8(4) . . ?
C19 C20 H20 119.6 . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(4) . . ?
C10 C9 H9 119.5 . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C3 C2 C1 114.2(4) . . ?
C1 C2 H2A 108.7 . . ?
C1 C2 H2B 108.7 . . ?
O7 C26 O8 127.6(4) . . ?
O7 C26 C24 121.4(4) . . ?
O8 C26 C24 111.0(4) . . ?
N1 C24 C26 117.9(4) . . ?
N1 C24 H24A 107.8 . . ?
N1 C24 H24B 107.8 . . ?
C26 C24 H24A 107.8 . . ?
C26 C24 H24B 107.8 . . ?
H24A C24 H24B 107.2 . . ?
C18 C19 C20 120.7(4) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C15 C7 H7A 108.7 . . ?
C15 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C6 C7 C15 114.3(4) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
N1 C25 H25A 109.5 . . ?
N1 C25 H25B 109.5 . . ?
N1 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C23 H23A 109.5 . . ?
N1 C23 H23B 109.5 . . ?
N1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C16 C15 120.5(4) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O1 C3 C4 121.1(4) . . ?
O1 C3 C2 113.0(4) . . ?
C4 C3 C2 125.9(4) . . ?
C8 C1 C2 113.2(4) . . ?
C8 C1 H1A 108.9 . . ?
C8 C1 H1B 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.8 . . ?
C5 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C7 C6 C5 115.2(4) . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
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
O7 C26 1.239(5) . ?
O3 C10 1.371(5) . ?
O3 C14 1.433(5) . ?
O4 H4 0.8400 . ?
O4 C11 1.368(5) . ?
O5 C17 1.375(5) . ?
O5 C21 1.423(5) . ?
O6 H6 0.8400 . ?
O6 C18 1.355(5) . ?
O8 C26 1.256(5) . ?
O1 H1 0.8400 . ?
O1 C3 1.334(5) . ?
O2 C5 1.257(5) . ?
N1 C24 1.502(5) . ?
N1 C25 1.494(5) . ?
N1 C23 1.500(5) . ?
N1 C22 1.503(5) . ?
C17 C18 1.394(6) . ?
C17 C16 1.382(6) . ?
C12 H12 0.9500 . ?
C12 C11 1.381(6) . ?
C12 C13 1.383(6) . ?
C11 C10 1.407(6) . ?
C8 C13 1.372(6) . ?
C8 C9 1.387(6) . ?
C8 C1 1.513(6) . ?
C10 C9 1.386(6) . ?
C4 H4A 0.9500 . ?
C4 C5 1.428(6) . ?
C4 C3 1.364(6) . ?
C13 H13 0.9500 . ?
C5 C6 1.505(6) . ?
C15 C20 1.379(6) . ?
C15 C7 1.511(6) . ?
C15 C16 1.403(6) . ?
C18 C19 1.382(6) . ?
C20 H20 0.9500 . ?
C20 C19 1.394(6) . ?
C9 H9 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.496(6) . ?
C2 C1 1.520(6) . ?
C26 C24 1.528(6) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C19 H19 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C6 1.487(6) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C16 H16 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
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
O7 C26 C24 N1 -6.0(6) . . . . ?
O3 C10 C9 C8 178.1(4) . . . . ?
O4 C11 C10 O3 4.0(6) . . . . ?
O4 C11 C10 C9 -175.7(4) . . . . ?
O5 C17 C18 O6 0.1(5) . . . . ?
O5 C17 C18 C19 179.6(4) . . . . ?
O5 C17 C16 C15 179.4(4) . . . . ?
O6 C18 C19 C20 -179.8(4) . . . . ?
O8 C26 C24 N1 174.0(3) . . . . ?
O2 C5 C6 C7 27.4(7) . . . . ?
C17 C18 C19 C20 0.7(6) . . . . ?
C12 C11 C10 O3 -176.7(4) . . . . ?
C12 C11 C10 C9 3.7(6) . . . . ?
C11 C12 C13 C8 -0.7(7) . . . . ?
C11 C10 C9 C8 -2.3(6) . . . . ?
C4 C5 C6 C7 -155.5(4) . . . . ?
C13 C12 C11 O4 177.1(4) . . . . ?
C13 C12 C11 C10 -2.2(6) . . . . ?
C13 C8 C9 C10 -0.5(6) . . . . ?
C13 C8 C1 C2 84.3(5) . . . . ?
C5 C4 C3 O1 0.3(7) . . . . ?
C5 C4 C3 C2 -177.6(4) . . . . ?
C15 C20 C19 C18 1.8(6) . . . . ?
C15 C7 C6 C5 -169.3(4) . . . . ?
C18 C17 C16 C15 1.5(6) . . . . ?
C20 C15 C7 C6 120.4(5) . . . . ?
C20 C15 C16 C17 0.9(6) . . . . ?
C9 C8 C13 C12 2.1(7) . . . . ?
C9 C8 C1 C2 -94.4(5) . . . . ?
C7 C15 C20 C19 176.9(4) . . . . ?
C7 C15 C16 C17 -178.5(4) . . . . ?
C25 N1 C24 C26 -56.5(5) . . . . ?
C14 O3 C10 C11 -173.5(4) . . . . ?
C14 O3 C10 C9 6.2(6) . . . . ?
C23 N1 C24 C26 -174.6(4) . . . . ?
C16 C17 C18 O6 178.1(4) . . . . ?
C16 C17 C18 C19 -2.3(6) . . . . ?
C16 C15 C20 C19 -2.6(6) . . . . ?
C16 C15 C7 C6 -60.1(6) . . . . ?
C21 O5 C17 C18 -173.8(4) . . . . ?
C21 O5 C17 C16 8.3(6) . . . . ?
C22 N1 C24 C26 67.2(5) . . . . ?
C3 C4 C5 O2 3.7(7) . . . . ?
C3 C4 C5 C6 -173.3(4) . . . . ?
C3 C2 C1 C8 171.9(4) . . . . ?
C1 C8 C13 C12 -176.7(4) . . . . ?
C1 C8 C9 C10 178.2(4) . . . . ?
C1 C2 C3 O1 -161.5(4) . . . . ?
C1 C2 C3 C4 16.5(7) . . . . ?
