#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:17:11 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298123 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/33/1573301.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_1573301
loop_
_publ_author_name
'He, Yicheng'
'Yan, Biwei'
'Ma, Cheng'
'Ni, Shaofei'
'Guo, Wusheng'
_publ_section_title
;
 Ni-catalyzed asymmetric decarboxylation for the construction of
 carbocycles with contiguous quaternary carbon stereocenters.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              834
_journal_page_last               839
_journal_paper_doi               10.1039/d4sc06849a
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C30 H27 N O3'
_chemical_formula_sum            'C30 H27 N O3'
_chemical_formula_weight         449.52
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-12
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-11-13 deposited with the CCDC.	2024-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.51317(15)
_cell_length_b                   15.2775(3)
_cell_length_c                   21.4630(4)
_cell_measurement_reflns_used    8308
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.8620
_cell_measurement_theta_min      3.5430
_cell_volume                     2463.58(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  34.00   1.00    1.00    --  -40.73  38.00 120.00   99
  2  ω   -113.00 -13.00   1.00    1.00    --  -40.73 -57.00 -30.00  100
  3  ω      1.00  82.00   1.00    1.00    --   40.73 -99.00  30.00   81
  4  ω     35.00 134.00   1.00    1.18    --  108.20 -45.00  30.00   99
  5  ω     32.00 136.00   1.00    1.18    --  108.20 -30.00 -60.00  104
  6  ω     26.00 109.00   1.00    1.18    --  108.20 -95.00 -60.00   83
  7  ω     35.00 121.00   1.00    1.18    --  108.20-125.00  90.00   86
  8  ω     94.00 178.00   1.00    1.18    --  108.20 125.00-120.00   84
  9  ω     36.00 137.00   1.00    1.18    --  108.20 -61.00 -90.00  101
 10  ω   -113.00 -97.00   1.00    1.00    --  -40.73 -57.00-180.00   16
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1803976000
_diffrn_orient_matrix_UB_12      0.0071758000
_diffrn_orient_matrix_UB_13      -0.0338057000
_diffrn_orient_matrix_UB_21      -0.0912984000
_diffrn_orient_matrix_UB_22      -0.0227565000
_diffrn_orient_matrix_UB_23      -0.0622063000
_diffrn_orient_matrix_UB_31      -0.0344136000
_diffrn_orient_matrix_UB_32      0.0979228000
_diffrn_orient_matrix_UB_33      -0.0119387000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12587
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.098
_diffrn_reflns_theta_min         3.551
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 1909 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4889
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0351
_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)+(0.0469P)²+0.3360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0884
_refine_ls_wR_factor_ref         0.0903
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                4701
_reflns_number_total             4889
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc06849a2.cif
_cod_data_source_block           307
_cod_depositor_comments
'Adding full bibliography for 1573300--1573302.cif.'
_cod_original_cell_volume        2463.57(8)
_cod_database_code               1573301
_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.
;
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Ternary CH refined with riding coordinates:
 C13(H13), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C28(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
  C18(H18), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.549
_oxdiff_exptl_absorpt_empirical_full_min 0.582
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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 0.6719(2) 0.60282(10) 0.72053(7) 0.0336(3) Uani 1 1 d . . . . .
O2 O 0.91565(19) 0.51718(9) 0.71870(7) 0.0303(3) Uani 1 1 d . . . . .
O3 O 1.0342(2) 0.36138(10) 0.66163(7) 0.0344(3) Uani 1 1 d . . . . .
H3 H 1.042072 0.403949 0.684730 0.052 Uiso 1 1 calc R U . . .
N1 N 0.3374(2) 0.52994(11) 0.64109(9) 0.0336(4) Uani 1 1 d . . . . .
C1 C 0.7921(3) 0.61445(12) 0.57688(9) 0.0239(4) Uani 1 1 d . . . . .
C2 C 0.9312(3) 0.65749(13) 0.60714(9) 0.0267(4) Uani 1 1 d . . . . .
H2 H 1.018585 0.625164 0.627444 0.032 Uiso 1 1 calc R U . . .
C3 C 0.9400(3) 0.74832(12) 0.60713(9) 0.0266(4) Uani 1 1 d . . . . .
H3A H 1.032061 0.776032 0.628344 0.032 Uiso 1 1 calc R U . . .
C4 C 0.8135(3) 0.79879(12) 0.57593(8) 0.0240(4) Uani 1 1 d . . . . .
C5 C 0.6810(3) 0.75570(13) 0.54263(9) 0.0269(4) Uani 1 1 d . . . . .
H5 H 0.599026 0.787834 0.519573 0.032 Uiso 1 1 calc R U . . .
C6 C 0.6704(3) 0.66490(12) 0.54363(9) 0.0266(4) Uani 1 1 d . . . . .
H6 H 0.579953 0.637181 0.521586 0.032 Uiso 1 1 calc R U . . .
C7 C 0.8187(3) 0.89602(12) 0.57959(9) 0.0252(4) Uani 1 1 d . . . . .
C8 C 0.8593(3) 0.93754(13) 0.63561(10) 0.0326(5) Uani 1 1 d . . . . .
H8 H 0.886259 0.904134 0.670581 0.039 Uiso 1 1 calc R U . . .
C9 C 0.8599(3) 1.02827(14) 0.63983(11) 0.0390(5) Uani 1 1 d . . . . .
H9 H 0.883888 1.055281 0.677735 0.047 Uiso 1 1 calc R U . . .
C10 C 0.8246(4) 1.07857(13) 0.58742(11) 0.0377(5) Uani 1 1 d . . . . .
H10 H 0.825680 1.139336 0.589985 0.045 Uiso 1 1 calc R U . . .
C11 C 0.7879(3) 1.03785(13) 0.53146(10) 0.0321(5) Uani 1 1 d . . . . .
H11 H 0.766738 1.071494 0.496119 0.039 Uiso 1 1 calc R U . . .
C12 C 0.7822(3) 0.94724(13) 0.52738(9) 0.0271(4) Uani 1 1 d . . . . .
H12 H 0.753944 0.920605 0.489696 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7628(3) 0.51663(12) 0.58284(9) 0.0233(4) Uani 1 1 d . . . . .
H13 H 0.680610 0.499308 0.549590 0.028 Uiso 1 1 calc R U . . .
C14 C 0.6748(3) 0.48867(11) 0.64687(8) 0.0221(4) Uani 1 1 d . . . . .
C15 C 0.7048(3) 0.38662(11) 0.64749(9) 0.0231(4) Uani 1 1 d . . . . .
C16 C 0.8949(3) 0.37519(12) 0.61817(9) 0.0260(4) Uani 1 1 d . . . . .
H16 H 0.891008 0.324437 0.590277 0.031 Uiso 1 1 calc R U . . .
C17 C 0.9267(3) 0.45730(12) 0.57791(9) 0.0274(4) Uani 1 1 d . . . . .
H17A H 1.031510 0.488237 0.592476 0.033 Uiso 1 1 calc R U . . .
H17B H 0.945953 0.440506 0.534851 0.033 Uiso 1 1 calc R U . . .
C18 C 0.5656(3) 0.34597(12) 0.60410(9) 0.0260(4) Uani 1 1 d . . . . .
H18 H 0.448136 0.346032 0.617730 0.031 Uiso 1 1 calc R U . . .
C19 C 0.5973(3) 0.31143(13) 0.54999(10) 0.0304(4) Uani 1 1 d . . . . .
C20 C 0.6301(4) 0.2784(2) 0.49547(13) 0.0489(7) Uani 1 1 d . . . . .
H20A H 0.665(4) 0.217(2) 0.4892(14) 0.053(8) Uiso 1 1 d . . . . .
H20B H 0.629(4) 0.3119(19) 0.4584(14) 0.052(8) Uiso 1 1 d . . . . .
C21 C 0.6810(3) 0.34270(12) 0.71083(9) 0.0260(4) Uani 1 1 d . . . . .
C22 C 0.5901(3) 0.38097(14) 0.75998(10) 0.0323(5) Uani 1 1 d . . . . .
H22 H 0.545484 0.437445 0.755745 0.039 Uiso 1 1 calc R U . . .
C23 C 0.5647(3) 0.33554(15) 0.81592(10) 0.0374(5) Uani 1 1 d . . . . .
H23 H 0.505721 0.362351 0.848886 0.045 Uiso 1 1 calc R U . . .
C24 C 0.6271(3) 0.25105(15) 0.82225(10) 0.0349(5) Uani 1 1 d . . . . .
H24 H 0.609079 0.220608 0.859236 0.042 Uiso 1 1 calc R U . . .
C25 C 0.7166(3) 0.21184(14) 0.77335(10) 0.0327(5) Uani 1 1 d . . . . .
H25 H 0.758272 0.154796 0.777380 0.039 Uiso 1 1 calc R U . . .
C26 C 0.7442(3) 0.25730(13) 0.71845(10) 0.0295(4) Uani 1 1 d . . . . .
H26 H 0.805981 0.230597 0.686061 0.035 Uiso 1 1 calc R U . . .
C27 C 0.7690(3) 0.53612(13) 0.70047(9) 0.0248(4) Uani 1 1 d . . . . .
C28 C 0.7488(4) 0.66122(19) 0.76725(13) 0.0547(8) Uani 1 1 d . . . . .
H28A H 0.708470 0.720651 0.759933 0.066 Uiso 1 1 calc R U . . .
H28B H 0.877572 0.660401 0.763982 0.066 Uiso 1 1 calc R U . . .
C29 C 0.6944(5) 0.6327(3) 0.83058(14) 0.0875(14) Uani 1 1 d . . . . .
H29A H 0.567113 0.627938 0.832380 0.131 Uiso 1 1 calc R U . . .
H29B H 0.734120 0.674889 0.860671 0.131 Uiso 1 1 calc R U . . .
H29C H 0.746849 0.576823 0.839633 0.131 Uiso 1 1 calc R U . . .
C30 C 0.4851(3) 0.51250(12) 0.64545(9) 0.0246(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
C27 O1 C28 118.34(18) . . ?
C16 O3 H3 109.5 . . ?
C2 C1 C13 122.28(17) . . ?
C6 C1 C2 118.00(17) . . ?
C6 C1 C13 119.57(17) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.42(18) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3A 119.3 . . ?
C2 C3 C4 121.32(18) . . ?
C4 C3 H3A 119.3 . . ?
C3 C4 C7 120.58(18) . . ?
C5 C4 C3 118.20(17) . . ?
C5 C4 C7 121.20(18) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.35(19) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.2 . . ?
C5 C6 C1 121.53(18) . . ?
C5 C6 H6 119.2 . . ?
C8 C7 C4 120.38(17) . . ?
C8 C7 C12 118.76(18) . . ?
C12 C7 C4 120.85(18) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.75(19) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 119.9(2) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.58(19) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.71(19) . . ?
C12 C11 H11 119.6 . . ?
C7 C12 H12 119.9 . . ?
C11 C12 C7 120.21(19) . . ?
C11 C12 H12 119.9 . . ?
C1 C13 H13 107.2 . . ?
C1 C13 C14 113.57(15) . . ?
C1 C13 C17 117.40(17) . . ?
C14 C13 H13 107.2 . . ?
C17 C13 H13 107.2 . . ?
C17 C13 C14 103.65(15) . . ?
C15 C14 C13 102.39(14) . . ?
C27 C14 C13 109.32(15) . . ?
C27 C14 C15 113.30(15) . . ?
C30 C14 C13 108.65(15) . . ?
C30 C14 C15 112.55(15) . . ?
C30 C14 C27 110.24(16) . . ?
C16 C15 C14 103.70(15) . . ?
C18 C15 C14 107.37(15) . . ?
C18 C15 C16 109.39(15) . . ?
C21 C15 C14 115.20(15) . . ?
C21 C15 C16 114.48(16) . . ?
C21 C15 C18 106.46(15) . . ?
O3 C16 C15 115.11(16) . . ?
O3 C16 H16 107.8 . . ?
O3 C16 C17 112.03(16) . . ?
C15 C16 H16 107.8 . . ?
C17 C16 C15 105.98(15) . . ?
C17 C16 H16 107.8 . . ?
C13 C17 C16 108.52(16) . . ?
C13 C17 H17A 110.0 . . ?
C13 C17 H17B 110.0 . . ?
C16 C17 H17A 110.0 . . ?
C16 C17 H17B 110.0 . . ?
H17A C17 H17B 108.4 . . ?
C15 C18 H18 117.1 . . ?
C19 C18 C15 125.7(2) . . ?
C19 C18 H18 117.1 . . ?
C18 C19 C20 178.8(2) . . ?
C19 C20 H20A 123.1(17) . . ?
C19 C20 H20B 123.2(18) . . ?
H20A C20 H20B 114(2) . . ?
C22 C21 C15 123.37(17) . . ?
C22 C21 C26 118.17(18) . . ?
C26 C21 C15 118.33(17) . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.7(2) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.9 . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.72(19) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.1(2) . . ?
C25 C26 H26 119.4 . . ?
O1 C27 C14 110.67(17) . . ?
O2 C27 O1 125.65(18) . . ?
O2 C27 C14 123.56(18) . . ?
O1 C28 H28A 109.7 . . ?
O1 C28 H28B 109.7 . . ?
O1 C28 C29 109.9(3) . . ?
H28A C28 H28B 108.2 . . ?
C29 C28 H28A 109.7 . . ?
C29 C28 H28B 109.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N1 C30 C14 176.4(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 C27 1.325(2) . ?
O1 C28 1.461(3) . ?
O2 C27 1.204(3) . ?
O3 H3 0.8200 . ?
O3 C16 1.418(2) . ?
N1 C30 1.145(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.393(3) . ?
C1 C13 1.516(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.395(3) . ?
C4 C5 1.392(3) . ?
C4 C7 1.488(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.393(3) . ?
C7 C12 1.394(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.389(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.388(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(3) . ?
C12 H12 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.584(3) . ?
C13 C17 1.533(3) . ?
C14 C15 1.575(2) . ?
C14 C27 1.533(3) . ?
C14 C30 1.471(3) . ?
C15 C16 1.570(3) . ?
C15 C18 1.531(3) . ?
C15 C21 1.527(3) . ?
C16 H16 0.9800 . ?
C16 C17 1.542(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18 0.9300 . ?
C18 C19 1.298(3) . ?
C19 C20 1.298(3) . ?
C20 H20A 0.98(3) . ?
C20 H20B 0.95(3) . ?
C21 C22 1.386(3) . ?
C21 C26 1.398(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.400(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.380(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.383(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.383(3) . ?
C26 H26 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.485(5) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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
O3 C16 C17 C13 -126.00(17) . . . . ?
C1 C2 C3 C4 -1.5(3) . . . . ?
C1 C13 C14 C15 -166.29(16) . . . . ?
C1 C13 C14 C27 -45.9(2) . . . . ?
C1 C13 C14 C30 74.5(2) . . . . ?
C1 C13 C17 C16 149.55(17) . . . . ?
C2 C1 C6 C5 -2.9(3) . . . . ?
C2 C1 C13 C14 76.7(2) . . . . ?
C2 C1 C13 C17 -44.3(3) . . . . ?
C2 C3 C4 C5 -2.3(3) . . . . ?
C2 C3 C4 C7 176.28(19) . . . . ?
C3 C4 C5 C6 3.5(3) . . . . ?
C3 C4 C7 C8 -40.0(3) . . . . ?
C3 C4 C7 C12 140.4(2) . . . . ?
C4 C5 C6 C1 -0.9(3) . . . . ?
C4 C7 C8 C9 -178.3(2) . . . . ?
C4 C7 C12 C11 -179.9(2) . . . . ?
C5 C4 C7 C8 138.6(2) . . . . ?
C5 C4 C7 C12 -41.0(3) . . . . ?
C6 C1 C2 C3 4.1(3) . . . . ?
C6 C1 C13 C14 -98.8(2) . . . . ?
C6 C1 C13 C17 140.09(19) . . . . ?
C7 C4 C5 C6 -175.10(19) . . . . ?
C7 C8 C9 C10 -1.8(4) . . . . ?
C8 C7 C12 C11 0.5(3) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C10 C11 C12 1.4(4) . . . . ?
C10 C11 C12 C7 -1.9(3) . . . . ?
C12 C7 C8 C9 1.3(3) . . . . ?
C13 C1 C2 C3 -171.56(19) . . . . ?
C13 C1 C6 C5 172.85(18) . . . . ?
C13 C14 C15 C16 37.96(17) . . . . ?
C13 C14 C15 C18 -77.78(17) . . . . ?
C13 C14 C15 C21 163.84(16) . . . . ?
C13 C14 C27 O1 102.27(18) . . . . ?
C13 C14 C27 O2 -73.9(2) . . . . ?
C14 C13 C17 C16 23.4(2) . . . . ?
C14 C15 C16 O3 100.35(18) . . . . ?
C14 C15 C16 C17 -24.06(18) . . . . ?
C14 C15 C18 C19 108.6(2) . . . . ?
C14 C15 C21 C22 18.7(3) . . . . ?
C14 C15 C21 C26 -165.49(18) . . . . ?
C15 C14 C27 O1 -144.25(17) . . . . ?
C15 C14 C27 O2 39.6(3) . . . . ?
C15 C16 C17 C13 0.3(2) . . . . ?
C15 C21 C22 C23 176.6(2) . . . . ?
C15 C21 C26 C25 -175.76(19) . . . . ?
C16 C15 C18 C19 -3.3(3) . . . . ?
C16 C15 C21 C22 138.8(2) . . . . ?
C16 C15 C21 C26 -45.4(2) . . . . ?
C17 C13 C14 C15 -37.79(18) . . . . ?
C17 C13 C14 C27 82.61(18) . . . . ?
C17 C13 C14 C30 -157.04(15) . . . . ?
C18 C15 C16 O3 -145.35(15) . . . . ?
C18 C15 C16 C17 90.24(18) . . . . ?
C18 C15 C21 C22 -100.2(2) . . . . ?
C18 C15 C21 C26 75.6(2) . . . . ?
C21 C15 C16 O3 -26.0(2) . . . . ?
C21 C15 C16 C17 -150.40(16) . . . . ?
C21 C15 C18 C19 -127.5(2) . . . . ?
C21 C22 C23 C24 -1.4(4) . . . . ?
C22 C21 C26 C25 0.3(3) . . . . ?
C22 C23 C24 C25 0.7(3) . . . . ?
C23 C24 C25 C26 0.3(3) . . . . ?
C24 C25 C26 C21 -0.9(3) . . . . ?
C26 C21 C22 C23 0.8(3) . . . . ?
C27 O1 C28 C29 -94.3(3) . . . . ?
C27 C14 C15 C16 -79.64(18) . . . . ?
C27 C14 C15 C18 164.62(15) . . . . ?
C27 C14 C15 C21 46.2(2) . . . . ?
C28 O1 C27 O2 2.3(3) . . . . ?
C28 O1 C27 C14 -173.8(2) . . . . ?
C30 C14 C15 C16 154.44(16) . . . . ?
C30 C14 C15 C18 38.7(2) . . . . ?
C30 C14 C15 C21 -79.7(2) . . . . ?
C30 C14 C27 O1 -17.1(2) . . . . ?
C30 C14 C27 O2 166.71(18) . . . . ?
