#------------------------------------------------------------------------------
#$Date: 2021-12-04 03:24:28 +0200 (Sat, 04 Dec 2021) $
#$Revision: 271078 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/55/1565502.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_1565502
loop_
_publ_author_name
'Wu, Xiao-Zhen'
'Huang, Wen-Jun'
'Liu, Wei'
'Mándi, Attila'
'Zhang, Qingbo'
'Zhang, Liping'
'Zhang, Wenjun'
'Kurtán, Tibor'
'Yuan, Cheng-Shan'
'Zhang, Changsheng'
_publ_section_title
;
 Penicisteckins A-F, Isochroman-Derived Atropisomeric Dimers from
 Penicillium steckii HNNU-5B18.
;
_journal_issue                   11
_journal_name_full               'Journal of natural products'
_journal_page_first              2953
_journal_page_last               2960
_journal_paper_doi               10.1021/acs.jnatprod.1c00787
_journal_volume                  84
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C23 H28 O6'
_chemical_formula_sum            'C23 H28 O6'
_chemical_formula_weight         400.45
_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             2021-10-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.6129(2)
_cell_length_b                   15.0784(5)
_cell_length_c                   17.2106(5)
_cell_measurement_reflns_used    4845
_cell_measurement_temperature    99.9(9)
_cell_measurement_theta_max      72.3560
_cell_measurement_theta_min      3.8750
_cell_volume                     2235.12(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(9)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -30.00  31.00   0.50    0.60    --    0.00 -82.00  90.00  122
  2  ω    -20.00  10.00   0.50    0.60    --    0.00 -82.00-120.00   60
  3  ω    -26.00  31.00   0.50    0.60    --    0.00 -82.00-150.00  114
  4  ω      7.00  36.00   0.50    8.00    --   95.80 -30.00 -60.00   58
  5  ω    101.00 173.00   0.50    8.00    --   95.80  82.00 150.00  144
  6  ω     22.00 124.00   0.50    8.00    --   95.80 -77.00-120.00  204
  7  ω    109.00 142.00   0.50    8.00    --   95.80  30.00 -30.00   66
  8  ω     45.00 124.00   0.50    8.00    --   95.80 -77.00  30.00  158
  9  ω    154.00 181.00   0.50    8.00    --   95.80  30.00 -30.00   54
 10  ω     79.00 185.00   0.50    8.00    --   95.80  61.00  60.00  212
 11  ω     88.00 185.00   0.50    8.00    --   95.80  82.00  90.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1592488000
_diffrn_orient_matrix_UB_12      -0.0238934000
_diffrn_orient_matrix_UB_13      0.0349058000
_diffrn_orient_matrix_UB_21      0.0691772000
_diffrn_orient_matrix_UB_22      -0.0860318000
_diffrn_orient_matrix_UB_23      0.0337633000
_diffrn_orient_matrix_UB_31      0.0431597000
_diffrn_orient_matrix_UB_32      0.0495769000
_diffrn_orient_matrix_UB_33      0.0752123000
_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  0.0327
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10848
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.581
_diffrn_reflns_theta_max         66.581
_diffrn_reflns_theta_min         3.898
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.700
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89405
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_description       block
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
;
 Flack x determined using 1289 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.12(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3939
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0468
_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)+(0.0788P)²+0.2642P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1271
_refine_ls_wR_factor_ref         0.1311
_reflns_Friedel_coverage         0.745
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3426
_reflns_number_total             3939
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            np1c00787_si_003.cif
_cod_data_source_block           wuxiaozhen_pc19-11-6_collect
_cod_database_code               1565502
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C92 H116 N4 O20 '
_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   0.986
_shelx_estimated_absorpt_t_min   0.986
_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:
 C1(H1), C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C9(H9A,H9B), C18(H18A,H18B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C14(H14)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C24(H24A,H24B,H24C), C22(H22A,H22B,
 H22C), C26(H26A,H26B,H26C)
2.e Idealised tetrahedral OH refined as rotating group:
 O23(H23)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.099
_oxdiff_exptl_absorpt_empirical_full_min 0.900
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
O25 O 0.6911(3) 0.38275(14) 0.60432(15) 0.0405(6) Uani 1 1 d . . . . .
O10 O 0.6039(3) 0.10981(14) 0.60852(14) 0.0405(6) Uani 1 1 d . . . . .
O27 O 0.1409(3) 0.43600(18) 0.62915(15) 0.0426(6) Uani 1 1 d . . . . .
O23 O 0.4100(3) 0.51658(16) 0.75539(15) 0.0476(6) Uani 1 1 d . . . . .
H23 H 0.408589 0.551579 0.791850 0.071 Uiso 1 1 calc R U . . .
O20 O 0.5896(3) 0.63838(17) 0.41313(14) 0.0483(6) Uani 1 1 d . . . . .
O21 O 0.5943(3) 0.77513(15) 0.61965(15) 0.0498(6) Uani 1 1 d . . . . .
C8 C 0.5125(4) 0.2632(2) 0.6042(2) 0.0340(7) Uani 1 1 d . . . . .
C3 C 0.3594(4) 0.2319(2) 0.60373(19) 0.0358(7) Uani 1 1 d . . . . .
C4 C 0.2354(4) 0.2905(2) 0.6143(2) 0.0368(7) Uani 1 1 d . . . . .
C7 C 0.5383(4) 0.3545(2) 0.6104(2) 0.0352(7) Uani 1 1 d . . . . .
C15 C 0.4504(4) 0.5598(2) 0.6898(2) 0.0393(8) Uani 1 1 d . . . . .
C17 C 0.4842(4) 0.5578(2) 0.5509(2) 0.0380(8) Uani 1 1 d . . . . .
C16 C 0.4477(4) 0.5129(2) 0.6197(2) 0.0369(7) Uani 1 1 d . . . . .
C5 C 0.2655(4) 0.3812(2) 0.6208(2) 0.0355(7) Uani 1 1 d . . . . .
C13 C 0.5407(4) 0.6894(2) 0.6237(2) 0.0420(8) Uani 1 1 d . . . . .
C6 C 0.4168(4) 0.4152(2) 0.6179(2) 0.0357(7) Uani 1 1 d . . . . .
C12 C 0.5322(4) 0.6465(2) 0.5520(2) 0.0410(8) Uani 1 1 d . . . . .
C14 C 0.4987(4) 0.6483(2) 0.6921(2) 0.0416(8) Uani 1 1 d . . . . .
H14 H 0.502314 0.678938 0.738977 0.050 Uiso 1 1 calc R U . . .
C2 C 0.3320(4) 0.1348(2) 0.5893(2) 0.0415(8) Uani 1 1 d . . . . .
H2A H 0.247801 0.128152 0.552337 0.050 Uiso 1 1 calc R U . . .
H2B H 0.300379 0.106835 0.637528 0.050 Uiso 1 1 calc R U . . .
C9 C 0.6498(4) 0.2011(2) 0.5991(2) 0.0363(7) Uani 1 1 d . . . . .
H9A H 0.700036 0.208336 0.549085 0.044 Uiso 1 1 calc R U . . .
H9B H 0.724485 0.216393 0.639140 0.044 Uiso 1 1 calc R U . . .
C1 C 0.4744(4) 0.0882(2) 0.5583(2) 0.0427(8) Uani 1 1 d . . . . .
H1 H 0.496385 0.110355 0.505960 0.051 Uiso 1 1 calc R U . . .
C18 C 0.4691(4) 0.5120(2) 0.4737(2) 0.0427(8) Uani 1 1 d . . . . .
H18A H 0.375858 0.475972 0.473769 0.051 Uiso 1 1 calc R U . . .
H18B H 0.557269 0.472885 0.466299 0.051 Uiso 1 1 calc R U . . .
C28 C 0.0713(4) 0.2558(2) 0.6189(3) 0.0450(9) Uani 1 1 d . . . . .
H28A H 0.043344 0.229234 0.570194 0.068 Uiso 1 1 calc R U . . .
H28B H 0.001694 0.303943 0.630014 0.068 Uiso 1 1 calc R U . . .
H28C H 0.064399 0.212303 0.659445 0.068 Uiso 1 1 calc R U . . .
C19 C 0.4615(4) 0.5774(3) 0.4069(2) 0.0464(9) Uani 1 1 d . . . . .
H19 H 0.363911 0.610569 0.410009 0.056 Uiso 1 1 calc R U . . .
C29 C 0.4590(5) -0.0111(2) 0.5552(3) 0.0563(11) Uani 1 1 d . . . . .
H29A H 0.553290 -0.036400 0.535286 0.084 Uiso 1 1 calc R U . . .
H29B H 0.374072 -0.026800 0.521785 0.084 Uiso 1 1 calc R U . . .
H29C H 0.439897 -0.033627 0.606496 0.084 Uiso 1 1 calc R U . . .
C11 C 0.5749(5) 0.6955(3) 0.4787(2) 0.0501(9) Uani 1 1 d . . . . .
H11A H 0.495949 0.739706 0.467914 0.060 Uiso 1 1 calc R U . . .
H11B H 0.672435 0.726298 0.486779 0.060 Uiso 1 1 calc R U . . .
C24 C 0.4724(5) 0.5334(3) 0.3284(2) 0.0580(11) Uani 1 1 d . . . . .
H24A H 0.453569 0.576574 0.288468 0.087 Uiso 1 1 calc R U . . .
H24B H 0.396236 0.487112 0.324944 0.087 Uiso 1 1 calc R U . . .
H24C H 0.574189 0.508660 0.321828 0.087 Uiso 1 1 calc R U . . .
C22 C 0.6172(6) 0.8199(3) 0.6913(3) 0.0649(13) Uani 1 1 d . . . . .
H22A H 0.661893 0.877146 0.681687 0.097 Uiso 1 1 calc R U . . .
H22B H 0.685958 0.785821 0.723523 0.097 Uiso 1 1 calc R U . . .
H22C H 0.519217 0.826874 0.717170 0.097 Uiso 1 1 calc R U . . .
C26 C 0.7555(5) 0.4169(4) 0.6733(3) 0.0751(16) Uani 1 1 d . . . . .
H26A H 0.859090 0.437435 0.663390 0.113 Uiso 1 1 calc R U . . .
H26B H 0.758106 0.371219 0.712150 0.113 Uiso 1 1 calc R U . . .
H26C H 0.693064 0.465428 0.691534 0.113 Uiso 1 1 calc R U . . .
H27 H 0.163(6) 0.490(4) 0.632(3) 0.068(15) Uiso 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'
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
C7 O25 C26 115.0(3) . . ?
C9 O10 C1 111.1(2) . . ?
C5 O27 H27 115(4) . . ?
C15 O23 H23 109.5 . . ?
C11 O20 C19 112.2(3) . . ?
C13 O21 C22 116.7(3) . . ?
C3 C8 C9 121.9(3) . . ?
C7 C8 C3 118.7(3) . . ?
C7 C8 C9 119.4(3) . . ?
C8 C3 C2 118.5(3) . . ?
C4 C3 C8 120.4(3) . . ?
C4 C3 C2 121.1(3) . . ?
C3 C4 C28 120.2(3) . . ?
C5 C4 C3 119.2(3) . . ?
C5 C4 C28 120.6(3) . . ?
O25 C7 C8 116.5(3) . . ?
O25 C7 C6 121.1(3) . . ?
C6 C7 C8 122.3(3) . . ?
O23 C15 C16 118.3(3) . . ?
O23 C15 C14 120.9(3) . . ?
C14 C15 C16 120.8(3) . . ?
C16 C17 C12 121.2(3) . . ?
C16 C17 C18 120.4(3) . . ?
C12 C17 C18 118.5(3) . . ?
C15 C16 C6 121.2(3) . . ?
C17 C16 C15 118.8(3) . . ?
C17 C16 C6 120.0(3) . . ?
O27 C5 C4 117.1(3) . . ?
O27 C5 C6 120.9(3) . . ?
C4 C5 C6 121.9(3) . . ?
O21 C13 C12 114.1(3) . . ?
O21 C13 C14 123.7(3) . . ?
C14 C13 C12 122.2(3) . . ?
C7 C6 C16 120.9(3) . . ?
C7 C6 C5 117.4(3) . . ?
C5 C6 C16 121.7(3) . . ?
C17 C12 C11 121.9(3) . . ?
C13 C12 C17 118.1(3) . . ?
C13 C12 C11 120.0(3) . . ?
C15 C14 H14 120.6 . . ?
C13 C14 C15 118.9(3) . . ?
C13 C14 H14 120.6 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C3 C2 C1 112.6(3) . . ?
H2A C2 H2B 107.8 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
O10 C9 C8 111.8(3) . . ?
O10 C9 H9A 109.3 . . ?
O10 C9 H9B 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
O10 C1 C2 108.1(3) . . ?
O10 C1 H1 108.8 . . ?
O10 C1 C29 108.2(3) . . ?
C2 C1 H1 108.8 . . ?
C29 C1 C2 113.9(3) . . ?
C29 C1 H1 108.8 . . ?
C17 C18 H18A 109.2 . . ?
C17 C18 H18B 109.2 . . ?
C17 C18 C19 112.1(3) . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 H18A 109.2 . . ?
C19 C18 H18B 109.2 . . ?
C4 C28 H28A 109.5 . . ?
C4 C28 H28B 109.5 . . ?
C4 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O20 C19 C18 109.0(3) . . ?
O20 C19 H19 109.1 . . ?
O20 C19 C24 107.5(3) . . ?
C18 C19 H19 109.1 . . ?
C24 C19 C18 113.1(3) . . ?
C24 C19 H19 109.1 . . ?
C1 C29 H29A 109.5 . . ?
C1 C29 H29B 109.5 . . ?
C1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O20 C11 C12 112.9(3) . . ?
O20 C11 H11A 109.0 . . ?
O20 C11 H11B 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O21 C22 H22A 109.5 . . ?
O21 C22 H22B 109.5 . . ?
O21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O25 C26 H26A 109.5 . . ?
O25 C26 H26B 109.5 . . ?
O25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O25 C7 1.387(4) . ?
O25 C26 1.409(5) . ?
O10 C9 1.441(4) . ?
O10 C1 1.448(4) . ?
O27 C5 1.363(4) . ?
O27 H27 0.84(5) . ?
O23 H23 0.8200 . ?
O23 C15 1.349(4) . ?
O20 C19 1.440(5) . ?
O20 C11 1.425(5) . ?
O21 C13 1.374(4) . ?
O21 C22 1.419(5) . ?
C8 C3 1.401(4) . ?
C8 C7 1.399(4) . ?
C8 C9 1.511(5) . ?
C3 C4 1.398(5) . ?
C3 C2 1.504(5) . ?
C4 C5 1.396(5) . ?
C4 C28 1.509(4) . ?
C7 C6 1.396(5) . ?
C15 C16 1.400(5) . ?
C15 C14 1.399(5) . ?
C17 C16 1.399(5) . ?
C17 C12 1.400(5) . ?
C17 C18 1.503(5) . ?
C16 C6 1.497(4) . ?
C5 C6 1.401(4) . ?
C13 C12 1.395(5) . ?
C13 C14 1.379(5) . ?
C12 C11 1.508(5) . ?
C14 H14 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.511(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C1 H1 0.9800 . ?
C1 C29 1.505(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.517(5) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C19 H19 0.9800 . ?
C19 C24 1.507(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
O25 C7 C6 C16 -0.1(5) . . . . ?
O25 C7 C6 C5 177.7(3) . . . . ?
O27 C5 C6 C7 179.0(3) . . . . ?
O27 C5 C6 C16 -3.2(5) . . . . ?
O23 C15 C16 C17 177.8(3) . . . . ?
O23 C15 C16 C6 -6.2(5) . . . . ?
O23 C15 C14 C13 179.2(3) . . . . ?
O21 C13 C12 C17 177.7(3) . . . . ?
O21 C13 C12 C11 -2.0(5) . . . . ?
O21 C13 C14 C15 -177.9(3) . . . . ?
C8 C3 C4 C5 3.7(5) . . . . ?
C8 C3 C4 C28 -176.0(3) . . . . ?
C8 C3 C2 C1 -13.7(5) . . . . ?
C8 C7 C6 C16 -176.3(3) . . . . ?
C8 C7 C6 C5 1.4(5) . . . . ?
C3 C8 C7 O25 -175.0(3) . . . . ?
C3 C8 C7 C6 1.5(5) . . . . ?
C3 C8 C9 O10 -10.7(5) . . . . ?
C3 C4 C5 O27 178.5(3) . . . . ?
C3 C4 C5 C6 -0.7(5) . . . . ?
C3 C2 C1 O10 50.6(4) . . . . ?
C3 C2 C1 C29 170.9(3) . . . . ?
C4 C3 C2 C1 164.5(3) . . . . ?
C4 C5 C6 C7 -1.8(5) . . . . ?
C4 C5 C6 C16 175.9(3) . . . . ?
C7 C8 C3 C4 -4.0(5) . . . . ?
C7 C8 C3 C2 174.2(3) . . . . ?
C7 C8 C9 O10 168.6(3) . . . . ?
C15 C16 C6 C7 -100.4(4) . . . . ?
C15 C16 C6 C5 81.9(4) . . . . ?
C17 C16 C6 C7 75.6(4) . . . . ?
C17 C16 C6 C5 -102.0(4) . . . . ?
C17 C12 C11 O20 -11.3(5) . . . . ?
C17 C18 C19 O20 51.3(4) . . . . ?
C17 C18 C19 C24 170.7(3) . . . . ?
C16 C15 C14 C13 1.3(5) . . . . ?
C16 C17 C12 C13 -0.8(5) . . . . ?
C16 C17 C12 C11 178.8(3) . . . . ?
C16 C17 C18 C19 161.2(3) . . . . ?
C13 C12 C11 O20 168.4(3) . . . . ?
C12 C17 C16 C15 4.0(5) . . . . ?
C12 C17 C16 C6 -172.1(3) . . . . ?
C12 C17 C18 C19 -17.5(5) . . . . ?
C12 C13 C14 C15 2.0(5) . . . . ?
C14 C15 C16 C17 -4.2(5) . . . . ?
C14 C15 C16 C6 171.8(3) . . . . ?
C14 C13 C12 C17 -2.3(5) . . . . ?
C14 C13 C12 C11 178.1(4) . . . . ?
C2 C3 C4 C5 -174.5(3) . . . . ?
C2 C3 C4 C28 5.8(5) . . . . ?
C9 O10 C1 C2 -70.7(3) . . . . ?
C9 O10 C1 C29 165.6(3) . . . . ?
C9 C8 C3 C4 175.3(3) . . . . ?
C9 C8 C3 C2 -6.5(5) . . . . ?
C9 C8 C7 O25 5.7(5) . . . . ?
C9 C8 C7 C6 -177.8(3) . . . . ?
C1 O10 C9 C8 49.5(4) . . . . ?
C18 C17 C16 C15 -174.6(3) . . . . ?
C18 C17 C16 C6 9.3(5) . . . . ?
C18 C17 C12 C13 177.8(3) . . . . ?
C18 C17 C12 C11 -2.5(5) . . . . ?
C28 C4 C5 O27 -1.8(5) . . . . ?
C28 C4 C5 C6 179.0(3) . . . . ?
C19 O20 C11 C12 46.9(4) . . . . ?
C11 O20 C19 C18 -68.1(4) . . . . ?
C11 O20 C19 C24 169.1(3) . . . . ?
C22 O21 C13 C12 -175.2(4) . . . . ?
C22 O21 C13 C14 4.7(5) . . . . ?
C26 O25 C7 C8 -111.6(4) . . . . ?
C26 O25 C7 C6 71.9(5) . . . . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.016 0.157 0.826 80.9 15.4 ?
2 0.016 0.657 0.674 80.9 15.4 ?
3 0.484 0.343 0.174 80.9 15.4 ?
4 0.516 0.843 0.326 80.9 15.4 ?
