data_u210818_1_1
_audit_creation_date               2019-07-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_acknowledgements
;
X-Ray services provided by SMoCC - The Small Molecule Crystallography
Center of ETH Zurich. 
;
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic         
 '2a-hydroxy-10e-methyl-1a,2,2a,3,4,4a,4b,5,6,9,10,10c,10d,10e-tetradecahydrocyclobuta[3,4]cyclopenta[1,7]indeno[5,6-a]naphthalen-8(1H)-one hydrate'
_chemical_formula_moiety           'C21 H26 O2, 0.5(H2 O)'
_chemical_formula_sum              'C21 H27 O2.50'
_chemical_formula_weight           319.42
_chemical_absolute_configuration   ad
_chemical_melting_point            ?
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'

_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.
;
_space_group_crystal_system        'hexagonal'
_space_group_IT_number             170
_space_group_name_H-M_alt          'P 65'
_space_group_name_Hall             'P 65'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-y, x-y, z+2/3'
 '-x+y, -x, z+1/3'
 '-x, -y, z+1/2'
 'y, -x+y, z+1/6'
 'x-y, x, z+5/6'

_cell_length_a                     15.63070(10)
_cell_length_b                     15.63070(10)
_cell_length_c                     12.53510(10)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  120
_cell_volume                       2652.25(4)
_cell_formula_units_Z              6
_cell_measurement_reflns_used      53607
_cell_measurement_temperature      100.0(1)
_cell_measurement_theta_max        79.2040
_cell_measurement_theta_min        3.2460
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      0.603
_exptl_absorpt_correction_T_max    1.000
_exptl_absorpt_correction_T_min    0.719
_exptl_absorpt_correction_type     gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.31d (Rigaku Oxford Diffraction, 2017)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light brown'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      brown
_exptl_crystal_density_diffrn      1.200
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         plank
_exptl_crystal_F_000               1038
loop_
  _exptl_crystal_face_index_h
  _exptl_crystal_face_index_k
  _exptl_crystal_face_index_l
  _exptl_crystal_face_perp_dist
 5 -10 0 0.0496
 -6 10 0 0.0603
 -6 10 -1 0.0731
 3 -5 -7 0.1772
 0 1 -8 0.2034
 -2 3 8 0.2073
 2 -3 8 0.2168
 -9 0 0 0.0198
 9 0 0 0.0495
 -8 -1 3 0.0778
 9 -8 0 0.0486
 2 -2 -8 0.1909
 7 -5 -6 0.1566
 -9 8 0 0.0504
 -3 10 0 0.0595
 -2 -8 0 0.0414
 2 8 0 0.0640
 4 5 -3 0.1087
 10 -6 -2 0.0749
 -10 4 2 0.0679

_exptl_crystal_size_max            0.425
_exptl_crystal_size_mid            0.11
_exptl_crystal_size_min            0.069
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0425
_diffrn_reflns_av_unetI/netI       0.0121
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.998
_diffrn_reflns_limit_h_max         19
_diffrn_reflns_limit_h_min         -19
_diffrn_reflns_limit_k_max         19
_diffrn_reflns_limit_k_min         -19
_diffrn_reflns_limit_l_max         13
_diffrn_reflns_limit_l_min         -15
_diffrn_reflns_number              70373
_diffrn_reflns_point_group_measured_fraction_full  0.986
_diffrn_reflns_point_group_measured_fraction_max  0.966
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           79.533
_diffrn_reflns_theta_min           4.808
_diffrn_ambient_temperature        100.0(1)
_diffrn_detector_area_resol_mean   ?
_diffrn_detector_type              'Pilatus 300K'
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -45.00  41.00   0.50    0.30    --  -34.00  44.00 -24.16  172
  2  ω    -44.00 -19.00   0.50    0.30    --  -42.00 -76.00  86.35   50
  3  ω    -59.00 -29.00   0.50    0.30    --  -54.00 -81.00  97.01   60
  4  ω    -71.00 -45.00   0.50    1.10    --  -70.00 -79.00  20.15   52
  5  ω    -69.00 -39.00   0.50    1.10    --  -66.00 -83.00  -4.62   60
  6  ω    -63.00 -36.00   0.50    0.30    --  -49.37 -45.00 -79.29   54
  7  ω    -78.00 -47.00   0.50    1.10    --  -70.00 -74.00 -61.85   62
  8  ω    -74.00 -48.00   0.50    1.10    --  -70.00 -73.00-116.89   52
  9  ω    -72.00 -46.00   0.50    1.10    --  -70.00 -77.00-120.00   52
 10  ω    -77.00 -46.00   0.50    1.10    --  -70.00 -78.00 -72.74   62
 11  ω    -71.00 -46.00   0.50    1.10    --  -70.00 -78.00 -39.68   50
 12  ω    -98.00 -36.00   0.50    0.30    --  -49.37 -38.00  30.00  124
 13  ω    -83.00 -45.00   0.50    1.10    --  -70.00 -80.00  61.76   76
 14  ω    -72.00 -44.00   0.50    1.10    --  -70.00 -81.00 151.76   56
 15  ω   -115.00 -89.00   0.50    1.10    --  -70.00 -78.00 -39.68   52
 16  ω   -122.00 -67.00   0.50    0.30    --  -49.37 -45.00 -79.29  110
 17  ω    -78.00 -46.00   0.50    1.10    --  -70.00 -77.00-150.00   64
 18  ω    -83.00 -45.00   0.50    1.10    --  -70.00 -79.00-175.82   76
 19  ω   -109.00 -36.00   0.50    0.30    --  -49.37 -38.00-180.00  146
 20  ω    -46.00   1.00   0.50    1.10    --  -70.00  57.00 -90.00   94
 21  ω    -84.00 -31.00   0.50    0.30    --  -26.00 148.00  77.97  106
 22  ω    -47.00  30.00   0.50    0.30    --  -26.00  75.00 179.39  154
 23  ω     34.00  66.00   0.50    0.30    --   49.37  57.00  30.00   64
 24  ω     46.00  71.00   0.50    0.30    --   70.00  78.00  19.60   50
 25  ω     60.00  90.00   0.50    0.30    --   78.00  65.00  32.92   60
 26  ω     80.00 119.00   0.50    1.10    --   98.00  62.00  46.91   78
 27  ω    125.00 167.00   0.50    1.10    --   98.00  62.00  46.91   84
 28  ω    142.00 168.00   0.50    1.10    --  110.00  77.00  90.00   52
 29  ω    152.00 177.00   0.50    1.10    --  110.00  38.00  90.00   50
 30  ω    135.00 171.00   0.50    1.10    --  110.00  77.00  60.00   72
 31  ω    123.00 149.00   0.50    1.10    --   82.00  72.00 115.35   52
 32  ω     96.00 121.00   0.50    0.30    --   54.00  82.00 157.94   50
 33  ω     89.00 177.00   0.50    1.10    --  110.00  72.00 173.84  176
 34  ω     99.00 138.00   0.50    1.10    --  110.00  38.00  90.00   78
 35  ω     96.00 178.00   0.50    1.10    --  110.00  57.00  30.00  164
 36  ω    151.00 177.00   0.50    1.10    --  110.00  77.00 -30.00   52
 37  ω     94.00 142.00   0.50    1.10    --  110.00  57.00-120.00   96
 38  ω    136.00 175.00   0.50    1.10    --  110.00  38.00-180.00   78
 39  ω    108.00 134.00   0.50    1.10    --  110.00  38.00-180.00   52
 40  ω     90.00 177.00   0.50    1.10    --  110.00  77.00-120.00  174
 41  ω     95.00 167.00   0.50    1.10    --  110.00  57.00 -30.00  144
 42  ω     87.00 172.00   0.50    1.10    --  110.00  77.00 -60.00  170
 43  ω     93.00 178.00   0.50    1.10    --  110.00  65.00 -87.12  170
 44  ω     86.00 175.00   0.50    1.10    --  110.00  77.00-150.00  178
 45  ω     87.00 172.00   0.50    1.10    --  110.00  77.00   0.00  170
 46  ω     87.00 136.00   0.50    1.10    --  110.00  77.00  90.00   98
 47  ω     88.00 142.00   0.50    1.10    --  110.00  77.00 150.00  108
 48  ω     86.00 112.00   0.50    1.10    --  110.00  77.00  60.00   52
 49  ω     86.00 177.00   0.50    1.10    --  110.00  77.00 120.00  182
 50  ω     86.00 139.00   0.50    1.10    --  110.00  77.00 -30.00  106
 51  ω     73.00 102.00   0.50    1.10    --   94.00  74.00 -58.77   58
 52  ω     76.00 101.00   0.50    1.10    --   98.00  73.00 -65.11   50
 53  ω     50.00  76.00   0.50    0.30    --   74.00  78.00  38.09   52
 54  ω     49.00  90.00   0.50    0.30    --   74.00  80.00  78.56   82
 55  ω     61.00  92.00   0.50    1.10    --   82.00  72.00 115.35   62
 56  ω     48.00  86.00   0.50    0.30    --   74.00  83.00 115.64   76
 57  ω     56.00  87.00   0.50    1.10    --   82.00  83.00 148.69   62
 58  ω     50.00  86.00   0.50    0.30    --   74.00  79.00  93.12   72
 59  ω     34.00  62.00   0.50    0.30    --   49.37  57.00 150.00   56
 60  ω     29.00  55.00   0.50    0.30    --   54.00  82.00 157.94   52
 61  ω     20.00  45.00   0.50    0.30    --   50.00  90.00  55.81   50
 62  ω     26.00  55.00   0.50    0.30    --   49.37  77.00  30.00   58
 63  ω     35.00  67.00   0.50    0.30    --   49.37  57.00 -60.00   64
 64  ω     52.00  79.00   0.50    0.30    --   78.00  83.00 -81.47   54
 65  ω     57.00 110.00   0.50    1.10    --   82.00  81.00-155.85  106
 66  ω     34.00  64.00   0.50    0.30    --   49.37  57.00-120.00   60
 67  ω     20.00  45.00   0.50    0.30    --   50.00  90.00-100.79   50
 68  ω     29.00  55.00   0.50    0.30    --   54.00  81.00-131.49   52
 69  ω     45.00  73.00   0.50    1.10    --  110.00 -57.00 -60.00   56
 70  ω     53.00  98.00   0.50    1.10    --  110.00 -99.00-120.00   90
 71  ω     46.00  91.00   0.50    1.10    --  110.00 -99.00 -30.00   90
 72  ω     46.00 110.00   0.50    1.10    --  110.00 -99.00  60.00  128
 73  ω     48.00 110.00   0.50    1.10    --  110.00 -99.00 150.00  124
 74  ω     47.00 133.00   0.50    1.10    --  110.00 -77.00 150.00  172
 75  ω     39.00 117.00   0.50    1.10    --  110.00-125.00  60.00  156
 76  ω     40.00 104.00   0.50    1.10    --  110.00 -99.00 -60.00  128
 77  ω     46.00  91.00   0.50    1.10    --  110.00 -99.00  90.00   90
 78  ω    -93.00 -15.00   0.50    1.10    --  -70.00 125.00  30.00  156
 79  ω   -135.00-110.00   0.50    1.10    --  -70.00 -79.00-175.82   50
 80  ω   -131.00-106.00   0.50    1.10    --  -70.00 -73.00-116.89   50
 81  ω   -132.00-107.00   0.50    1.10    --  -70.00 -74.00 -61.85   50
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method         'ω scans'
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     ?
_reflns_Friedel_coverage           0.851
_reflns_Friedel_fraction_full      0.972
_reflns_Friedel_fraction_max       0.931
_reflns_number_gt                  3663
_reflns_number_total               3711
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'CrysAlisPro 1.171.39.31d (Rigaku OD, 2017)'
_computing_data_collection         'CrysAlisPro 1.171.39.31d (Rigaku OD, 2017)'
_computing_data_reduction          'CrysAlisPro 1.171.39.31d (Rigaku OD, 2017)'
_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)'
_refine_diff_density_max           0.306
_refine_diff_density_min           -0.180
_refine_diff_density_rms           0.049
_refine_ls_abs_structure_details
;
 Flack x determined using 1658 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     -0.08(6)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.052
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       252
_refine_ls_number_reflns           3711
_refine_ls_number_restraints       55
_refine_ls_R_factor_all            0.0352
_refine_ls_R_factor_gt             0.0349
_refine_ls_restrained_S_all        1.049
_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)+(0.0620P)²+0.4401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0945
_refine_ls_wR_factor_ref           0.0948
_refine_special_details
;
Enlarged ADPs for disordered water position O3/O3A
were intentionally accepted instead of removing from
the density e.g. with SQUEEZE, since the positions
could be clearly detected and refined. Occupancies
for both oxygens were fixed to 0.25 for better
convergence. A free occupancy refinement yielded
very similar values for both oxygens. Note that the
disordered water molecules reside in channels along
the 65 axes. Additional disorder over two positions at
C19.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O1-H1
 0.93 with sigma of 0.02
 H3AA-H3AB
 1.344 with sigma of 0.001
 O3A-H3AA = O3A-H3AB
 0.85 with sigma of 0.001
 O3-H3B = O3-H3A
 0.85 with sigma of 0.001
 H3A-H3B
 1.344 with sigma of 0.001
 C2-C1 \\sim C2A-C1
 with sigma of 0.02
 C3-C2 \\sim C3-C2A
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C10, C1, C2A, C2, C3, O2, C4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(H1BC)=Sof(H1BD)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=1-FVAR(1)
 Sof(H1AA)=Sof(H1AB)=Sof(C2)=Sof(H2A)=Sof(H2B)=FVAR(1)
 Fixed Sof: O3(0.25) H3A(0.25) H3B(0.25) O3A(0.25) H3AA(0.25) H3AB(0.25)
5.a Ternary CH refined with riding coordinates:
 C21(H21), C11(H11), C12(H12), C14(H14), C8(H8)
5.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C22(H22A,H22B), C16(H16A,H16B), C15(H15A,H15B), C6(H6A,H6B),
 C7(H7A,H7B), C1(H1AA,H1AB), C1(H1BC,H1BD), C2(H2A,H2B), C2A(H2AA,H2AB)
5.c Aromatic/amide H refined with riding coordinates:
 C4(H4)
5.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
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 0.52643(12) 0.75022(13) 0.9244(3) 0.0381(4) Uani 1 1 d D . . . .
 H1 H 0.579(2) 0.789(2) 0.967(3) 0.057 Uiso 1 1 d DR . . . .
 O2 O 0.66293(15) 0.87409(13) 0.0757(3) 0.0497(5) Uani 1 1 d . U . . .
 C17 C 0.56321(15) 0.72761(14) 0.8307(3) 0.0273(4) Uani 1 1 d . . . . .
 C20 C 0.67544(15) 0.80163(15) 0.8156(3) 0.0302(4) Uani 1 1 d . . . . .
 H20A H 0.707053 0.827000 0.884047 0.036 Uiso 1 1 calc R . . . .
 H20B H 0.707389 0.769595 0.780794 0.036 Uiso 1 1 calc R . . . .
 C21 C 0.68232(16) 0.88609(14) 0.7454(3) 0.0313(4) Uani 1 1 d . . . . .
 H21 H 0.709017 0.948742 0.784155 0.038 Uiso 1 1 calc R . . . .
 C22 C 0.72350(16) 0.89977(14) 0.6291(3) 0.0327(4) Uani 1 1 d . . . . .
 H22A H 0.744919 0.853272 0.610036 0.039 Uiso 1 1 calc R . . . .
 H22B H 0.774440 0.966951 0.613093 0.039 Uiso 1 1 calc R . . . .
 C11 C 0.61916(15) 0.87187(13) 0.5830(3) 0.0280(4) Uani 1 1 d . . . . .
 H11 H 0.620684 0.931370 0.555728 0.034 Uiso 1 1 calc R . . . .
 C12 C 0.57797(16) 0.85109(14) 0.6994(3) 0.0282(4) Uani 1 1 d . . . . .
 H12 H 0.549276 0.891459 0.721683 0.034 Uiso 1 1 calc R . . . .
 C13 C 0.51652(14) 0.74319(14) 0.7296(3) 0.0250(4) Uani 1 1 d . . . . .
 C18 C 0.40688(15) 0.70961(17) 0.7432(3) 0.0326(4) Uani 1 1 d . . . . .
 H18A H 0.370348 0.639513 0.754692 0.049 Uiso 1 1 calc GR . . . .
 H18B H 0.382990 0.725541 0.680021 0.049 Uiso 1 1 calc GR . . . .
 H18C H 0.398539 0.742700 0.803397 0.049 Uiso 1 1 calc GR . . . .
 C16 C 0.53263(16) 0.61680(15) 0.8267(3) 0.0319(4) Uani 1 1 d . . . . .
 H16A H 0.479667 0.579214 0.876939 0.038 Uiso 1 1 calc R . . . .
 H16B H 0.588318 0.608331 0.844647 0.038 Uiso 1 1 calc R . . . .
 C15 C 0.49738(15) 0.58107(14) 0.7103(3) 0.0280(4) Uani 1 1 d . . . . .
 H15A H 0.526833 0.543870 0.682344 0.034 Uiso 1 1 calc R . . . .
 H15B H 0.426011 0.540782 0.706521 0.034 Uiso 1 1 calc R . . . .
 C14 C 0.53474(13) 0.67906(12) 0.6506(3) 0.0221(3) Uani 1 1 d . . . . .
 H14 H 0.606653 0.708581 0.646566 0.027 Uiso 1 1 calc R . . . .
 C8 C 0.50151(13) 0.68606(13) 0.5382(3) 0.0223(3) Uani 1 1 d . . . . .
 H8 H 0.435181 0.677846 0.541851 0.027 Uiso 1 1 calc R . . . .
 C9 C 0.57374(14) 0.79048(13) 0.5000(3) 0.0236(3) Uani 1 1 d . . . . .
 C10 C 0.60271(14) 0.81031(13) 0.3968(3) 0.0245(4) Uani 1 1 d . U . . .
 C5 C 0.55720(13) 0.73447(13) 0.3140(3) 0.0241(4) Uani 1 1 d . . . . .
 C6 C 0.48316(14) 0.63056(13) 0.3476(3) 0.0269(4) Uani 1 1 d . . . . .
 H6A H 0.488053 0.584180 0.300138 0.032 Uiso 1 1 calc R . . . .
 H6B H 0.417043 0.620853 0.341060 0.032 Uiso 1 1 calc R . . . .
 C7 C 0.49959(14) 0.60925(13) 0.4618(3) 0.0248(4) Uani 1 1 d . . . . .
 H7A H 0.561709 0.609592 0.466439 0.030 Uiso 1 1 calc R . . . .
 H7B H 0.447065 0.544120 0.482391 0.030 Uiso 1 1 calc R . . . .
 C1 C 0.68578(18) 0.90967(15) 0.3602(3) 0.0360(5) Uani 1 1 d D U . . .
 H1AA H 0.691907 0.959689 0.410390 0.043 Uiso 0.797(8) 1 calc R . P A 1
 H1AB H 0.747086 0.908233 0.362163 0.043 Uiso 0.797(8) 1 calc R . P A 1
 H1BC H 0.662296 0.956426 0.365190 0.043 Uiso 0.203(8) 1 calc R . P A 2
 H1BD H 0.739347 0.930595 0.411100 0.043 Uiso 0.203(8) 1 calc R . P A 2
 C2 C 0.6728(2) 0.93947(18) 0.2503(3) 0.0299(7) Uani 0.797(8) 1 d D U P A 1
 H2A H 0.734319 0.996093 0.227279 0.036 Uiso 0.797(8) 1 calc R . P A 1
 H2B H 0.622807 0.958962 0.252252 0.036 Uiso 0.797(8) 1 calc R . P A 1
 C3 C 0.64214(18) 0.85570(17) 0.1703(3) 0.0386(5) Uani 1 1 d D U . . .
 C4 C 0.57831(15) 0.75623(15) 0.2092(3) 0.0278(4) Uani 1 1 d . U . . .
 H4 H 0.550527 0.704891 0.159946 0.033 Uiso 1 1 calc R . . . .
 C2A C 0.7265(8) 0.9190(8) 0.2565(9) 0.036(3) Uani 0.203(8) 1 d D U P A 2
 H2AA H 0.774098 0.896447 0.257959 0.043 Uiso 0.203(8) 1 calc R . P A 2
 H2AB H 0.760891 0.987974 0.235666 0.043 Uiso 0.203(8) 1 calc R . P A 2
 O3 O 1.0553(11) 1.0237(13) 0.448(2) 0.209(17) Uani 0.25 1 d D . P B 1
 H3A H 1.023(3) 1.040(4) 0.407(3) 0.313 Uiso 0.25 1 d DR . P C 1
 H3B H 1.044(6) 1.038(7) 0.5102(19) 0.313 Uiso 0.25 1 d DR . P D 1
 O3A O 1.0400(13) 1.0402(13) 0.5432(19) 0.206(14) Uani 0.25 1 d D . P E 2
 H3AA H 1.055(7) 1.027(5) 0.483(2) 0.308 Uiso 0.25 1 d DR . P F 2
 H3AB H 1.039(7) 0.997(3) 0.585(3) 0.308 Uiso 0.25 1 d DR . P G 2


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 H1 0.91(2) . ?
 O1 C17 1.427(2) . ?
 O2 C3 1.225(3) . ?
 C17 C20 1.556(3) . ?
 C17 C13 1.542(3) . ?
 C17 C16 1.550(3) . ?
 C20 H20A 0.9700 . ?
 C20 H20B 0.9700 . ?
 C20 C21 1.545(3) . ?
 C21 H21 0.9800 . ?
 C21 C22 1.564(3) . ?
 C21 C12 1.549(3) . ?
 C22 H22A 0.9700 . ?
 C22 H22B 0.9700 . ?
 C22 C11 1.573(3) . ?
 C11 H11 0.9800 . ?
 C11 C12 1.561(3) . ?
 C11 C9 1.517(3) . ?
 C12 H12 0.9800 . ?
 C12 C13 1.514(3) . ?
 C13 C18 1.530(3) . ?
 C13 C14 1.533(2) . ?
 C18 H18A 0.9600 . ?
 C18 H18B 0.9600 . ?
 C18 H18C 0.9600 . ?
 C16 H16A 0.9700 . ?
 C16 H16B 0.9700 . ?
 C16 C15 1.560(3) . ?
 C15 H15A 0.9700 . ?
 C15 H15B 0.9700 . ?
 C15 C14 1.534(2) . ?
 C14 H14 0.9800 . ?
 C14 C8 1.525(3) . ?
 C8 H8 0.9800 . ?
 C8 C9 1.525(2) . ?
 C8 C7 1.524(2) . ?
 C9 C10 1.355(3) . ?
 C10 C5 1.464(2) . ?
 C10 C1 1.514(3) . ?
 C5 C6 1.508(2) . ?
 C5 C4 1.356(3) . ?
 C6 H6A 0.9700 . ?
 C6 H6B 0.9700 . ?
 C6 C7 1.521(3) . ?
 C7 H7A 0.9700 . ?
 C7 H7B 0.9700 . ?
 C1 H1AA 0.9700 . ?
 C1 H1AB 0.9700 . ?
 C1 H1BC 0.9700 . ?
 C1 H1BD 0.9700 . ?
 C1 C2 1.500(3) . ?
 C1 C2A 1.422(10) . ?
 C2 H2A 0.9700 . ?
 C2 H2B 0.9700 . ?
 C2 C3 1.524(3) . ?
 C3 C4 1.449(3) . ?
 C3 C2A 1.606(11) . ?
 C4 H4 0.9300 . ?
 C2A H2AA 0.9700 . ?
 C2A H2AB 0.9700 . ?
 O3 H3A 0.8500(15) . ?
 O3 H3B 0.8500(15) . ?
 O3A H3AA 0.8500(15) . ?
 O3A H3AB 0.8500(15) . ?

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
 C17 O1 H1 108(2) . . ?
 O1 C17 C20 111.09(17) . . ?
 O1 C17 C13 110.87(15) . . ?
 O1 C17 C16 111.49(16) . . ?
 C13 C17 C20 103.25(15) . . ?
 C13 C17 C16 104.11(16) . . ?
 C16 C17 C20 115.46(16) . . ?
 C17 C20 H20A 110.5 . . ?
 C17 C20 H20B 110.5 . . ?
 H20A C20 H20B 108.7 . . ?
 C21 C20 C17 105.99(17) . . ?
 C21 C20 H20A 110.5 . . ?
 C21 C20 H20B 110.5 . . ?
 C20 C21 H21 112.6 . . ?
 C20 C21 C22 119.72(17) . . ?
 C20 C21 C12 107.42(16) . . ?
 C22 C21 H21 112.6 . . ?
 C12 C21 H21 112.6 . . ?
 C12 C21 C22 89.42(15) . . ?
 C21 C22 H22A 113.6 . . ?
 C21 C22 H22B 113.6 . . ?
 C21 C22 C11 90.32(15) . . ?
 H22A C22 H22B 110.9 . . ?
 C11 C22 H22A 113.6 . . ?
 C11 C22 H22B 113.6 . . ?
 C22 C11 H11 109.6 . . ?
 C12 C11 C22 88.68(15) . . ?
 C12 C11 H11 109.6 . . ?
 C9 C11 C22 118.05(16) . . ?
 C9 C11 H11 109.6 . . ?
 C9 C11 C12 119.66(16) . . ?
 C21 C12 C11 91.30(15) . . ?
 C21 C12 H12 114.0 . . ?
 C11 C12 H12 114.0 . . ?
 C13 C12 C21 105.65(16) . . ?
 C13 C12 C11 115.56(16) . . ?
 C13 C12 H12 114.0 . . ?
 C12 C13 C17 107.16(16) . . ?
 C12 C13 C18 112.83(16) . . ?
 C12 C13 C14 110.19(15) . . ?
 C18 C13 C17 113.05(16) . . ?
 C18 C13 C14 112.94(16) . . ?
 C14 C13 C17 99.80(14) . . ?
 C13 C18 H18A 109.5 . . ?
 C13 C18 H18B 109.5 . . ?
 C13 C18 H18C 109.5 . . ?
 H18A C18 H18B 109.5 . . ?
 H18A C18 H18C 109.5 . . ?
 H18B C18 H18C 109.5 . . ?
 C17 C16 H16A 110.4 . . ?
 C17 C16 H16B 110.4 . . ?
 C17 C16 C15 106.67(15) . . ?
 H16A C16 H16B 108.6 . . ?
 C15 C16 H16A 110.4 . . ?
 C15 C16 H16B 110.4 . . ?
 C16 C15 H15A 111.4 . . ?
 C16 C15 H15B 111.4 . . ?
 H15A C15 H15B 109.2 . . ?
 C14 C15 C16 102.05(15) . . ?
 C14 C15 H15A 111.4 . . ?
 C14 C15 H15B 111.4 . . ?
 C13 C14 C15 103.61(14) . . ?
 C13 C14 H14 105.7 . . ?
 C15 C14 H14 105.7 . . ?
 C8 C14 C13 111.63(14) . . ?
 C8 C14 C15 123.33(15) . . ?
 C8 C14 H14 105.7 . . ?
 C14 C8 H8 108.9 . . ?
 C14 C8 C9 105.70(15) . . ?
 C9 C8 H8 108.9 . . ?
 C7 C8 C14 113.41(14) . . ?
 C7 C8 H8 108.9 . . ?
 C7 C8 C9 111.01(15) . . ?
 C11 C9 C8 117.89(16) . . ?
 C10 C9 C11 120.04(16) . . ?
 C10 C9 C8 121.91(16) . . ?
 C9 C10 C5 121.35(17) . . ?
 C9 C10 C1 122.74(17) . . ?
 C5 C10 C1 115.87(16) . . ?
 C10 C5 C6 118.30(16) . . ?
 C4 C5 C10 121.65(17) . . ?
 C4 C5 C6 120.02(17) . . ?
 C5 C6 H6A 109.2 . . ?
 C5 C6 H6B 109.2 . . ?
 C5 C6 C7 112.10(16) . . ?
 H6A C6 H6B 107.9 . . ?
 C7 C6 H6A 109.2 . . ?
 C7 C6 H6B 109.2 . . ?
 C8 C7 H7A 109.4 . . ?
 C8 C7 H7B 109.4 . . ?
 C6 C7 C8 110.96(14) . . ?
 C6 C7 H7A 109.4 . . ?
 C6 C7 H7B 109.4 . . ?
 H7A C7 H7B 108.0 . . ?
 C10 C1 H1AA 108.6 . . ?
 C10 C1 H1AB 108.6 . . ?
 C10 C1 H1BC 107.5 . . ?
 C10 C1 H1BD 107.5 . . ?
 H1AA C1 H1AB 107.6 . . ?
 H1BC C1 H1BD 107.0 . . ?
 C2 C1 C10 114.61(19) . . ?
 C2 C1 H1AA 108.6 . . ?
 C2 C1 H1AB 108.6 . . ?
 C2A C1 C10 119.5(5) . . ?
 C2A C1 H1BC 107.5 . . ?
 C2A C1 H1BD 107.5 . . ?
 C1 C2 H2A 109.3 . . ?
 C1 C2 H2B 109.3 . . ?
 C1 C2 C3 111.76(19) . . ?
 H2A C2 H2B 107.9 . . ?
 C3 C2 H2A 109.3 . . ?
 C3 C2 H2B 109.3 . . ?
 O2 C3 C2 120.2(2) . . ?
 O2 C3 C4 122.5(2) . . ?
 O2 C3 C2A 117.9(4) . . ?
 C4 C3 C2 116.89(19) . . ?
 C4 C3 C2A 110.3(4) . . ?
 C5 C4 C3 123.08(18) . . ?
 C5 C4 H4 118.5 . . ?
 C3 C4 H4 118.5 . . ?
 C1 C2A C3 111.4(7) . . ?
 C1 C2A H2AA 109.3 . . ?
 C1 C2A H2AB 109.3 . . ?
 C3 C2A H2AA 109.3 . . ?
 C3 C2A H2AB 109.3 . . ?
 H2AA C2A H2AB 108.0 . . ?
 H3A O3 H3B 104.5(2) . . ?
 H3AA O3A H3AB 104.5(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
- Detector area scaling
;
