# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_anna_samr1_3
_database_code_depnum_ccdc_archive 'CCDC 2428127'
_audit_update_record             
;
2025-03-01 deposited with the CCDC.	2026-01-30 downloaded from the CCDC.
;
_audit_creation_date             2025-03-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
''
naksenov@ncfu.ru
_chemical_name_common            ?
_chemical_name_systematic        
'2-(1,5,5-trimethylbicyclo[2.2.1]heptan-2-ylidene)acetic acid'
_chemical_formula_moiety         'C12 H18 O2'
_chemical_formula_sum            'C12 H18 O2'
_chemical_formula_weight         194.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.7467(3)
_cell_length_b                   7.33436(11)
_cell_length_c                   13.43652(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.3898(13)
_cell_angle_gamma                90
_cell_volume                     2217.66(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      75.5600
_cell_measurement_theta_min      6.3490
_shelx_estimated_absorpt_T_max   0.914
_shelx_estimated_absorpt_T_min   0.805
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             848
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 -1 -8 0.1636
13 -2 0 0.1006
-2 1 8 0.1492
-13 2 1 0.0955
4 -1 -8 0.1598
-15 0 1 0.0519
15 0 0 0.0876
5 -5 0 0.1383
-5 4 2 0.1525
10 3 -1 0.1140
-10 -2 5 0.1623
-4 -5 0 0.1352
-14 -1 0 0.0665
3 4 2 0.1522
6 3 -6 0.1702

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'by slow evaporation of EtOAc solution'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.15
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2.8753 -1.2181 -8.4127 -0.0108 -0.0358 0.9993
13.2301 -1.9912 0.1241 0.2283 0.9568 0.1799
-1.9833 1.0898 8.4847 0.0266 0.1022 -0.9944
-13.2578 2.0847 0.8363 -0.2219 -0.9311 -0.2896
3.9229 -1.2620 -8.3303 0.0252 0.0292 0.9993
-14.7075 0.1132 0.5428 -0.6009 -0.7841 -0.1555
14.5682 -0.0093 0.1453 0.6065 0.7917 0.0741
4.5898 -4.5211 -0.0056 -0.5434 0.7902 0.2835
-4.9968 4.3694 2.2282 0.4840 -0.7048 -0.5187
10.1454 3.4572 -1.2905 0.9968 0.0794 0.0075
-10.3787 -2.2575 5.4748 -0.8448 -0.0685 -0.5306
-3.9230 -4.5713 -0.4875 -0.9037 0.3184 0.2864
-13.9849 -1.4499 0.3088 -0.8230 -0.5667 -0.0376
2.7439 4.4487 2.4036 0.8191 -0.2904 -0.4947
6.1029 3.2251 -5.7827 0.8259 -0.2904 0.4833

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16167
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.152
_diffrn_reflns_theta_min         3.929
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2529
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00  14.00   1.00    1.00    --  -41.35 104.00  14.00   96
  2  ω      7.00  84.00   1.00    1.00    --   41.35-104.00 -86.00   77
  3  ω     34.00 108.00   1.00    2.50    --  112.00-104.00 -86.00   74
  4  ω    104.00 178.00   1.00    2.50    --  112.00 104.00  14.00   74
  5  ω    -33.00  66.00   1.00    1.00    --   41.35 -38.00 150.00   99
  6  ω      6.00  32.00   1.00    1.00    --   41.35  85.00-130.41   26
  7  ω      7.00  33.00   1.00    1.00    --   41.35  84.00 -99.73   26
  8  ω      7.00  34.00   1.00    1.00    --   41.35  83.00-176.51   27
  9  ω     27.00  95.00   1.00    1.00    --   41.35-125.00 120.00   68
 10  ω     83.00 178.00   1.00    2.50    --  112.00  61.00  60.00   95
 11  ω    104.00 178.00   1.00    2.50    --  112.00 111.00 150.00   74
 12  ω     40.00 141.00   1.00    2.50    --  112.00 -61.00-120.00  101
 13  ω     31.00 159.00   1.00    2.50    --  112.00 -17.00 -14.15  128
 14  ω     39.00 109.00   1.00    2.50    --  112.00-111.00 150.00   70
 15  ω    103.00 178.00   1.00    2.50    --  112.00  77.00  30.00   75
 16  ω     83.00 178.00   1.00    2.50    --  112.00  61.00  60.00   95
 17  ω     40.00 141.00   1.00    2.50    --  112.00 -61.00-120.00  101
 18  ω    104.00 178.00   1.00    2.50    --  112.00 111.00  90.00   74
 19  ω    103.00 178.00   1.00    2.50    --  112.00  77.00-120.00   75
 20  ω     33.00 146.00   1.00    2.50    --  112.00 -82.00 175.22  113
 21  ω     33.00 146.00   1.00    2.50    --  112.00 -82.00 175.22  113
 22  ω     61.00 146.00   1.00    2.50    --  112.00 178.00  90.00   85
 23  ω     36.00 145.00   1.00    2.50    --  112.00 -77.00 -90.00  109
 24  ω     84.00 178.00   1.00    2.50    --  112.00  30.00-120.00   94
 25  ω     39.00 109.00   1.00    2.50    --  112.00-111.00  60.00   70
 26  ω     31.00 159.00   1.00    2.50    --  112.00 -17.00 -14.15  128
 27  ω    103.00 178.00   1.00    2.50    --  112.00  77.00 -90.00   75
 28  ω     30.00  89.00   1.00    2.50    --  112.00 -95.00 -30.00   59
 29  ω     30.00 106.00   1.00    2.50    --  112.00 -95.00 150.00   76
 30  ω     30.00  89.00   1.00    2.50    --  112.00 -95.00 -30.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0418130000
_diffrn_orient_matrix_UB_12      0.1626496000
_diffrn_orient_matrix_UB_13      -0.0079784000
_diffrn_orient_matrix_UB_21      0.0538646000
_diffrn_orient_matrix_UB_22      -0.1201395000
_diffrn_orient_matrix_UB_23      0.0400633000
_diffrn_orient_matrix_UB_31      0.0061340000
_diffrn_orient_matrix_UB_32      -0.0563454000
_diffrn_orient_matrix_UB_33      -0.1085291000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2215
_reflns_number_total             2309
_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 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.90 64-bit (release 15-09-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.071
_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)+(0.0772P)²+1.1135P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1333
_refine_ls_wR_factor_ref         0.1350
_refine_special_details          ?
_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 C(H,H,H,H,H,H) groups
2. Others
 Sof(H5BD)=Sof(H5BE)=Sof(H5BF)=Sof(C14)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18A)=
 Sof(H18B)=Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(C13)=Sof(C19)=Sof(H19A)=Sof(H19B)=1-
 FVAR(1)
 Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C4)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C12)=
 Sof(H12A)=Sof(H12B)=Sof(H12C)=Sof(C8)=Sof(H8)=Sof(C11)=Sof(H11A)=Sof(H11B)=
 Sof(H11C)=Sof(C10)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H5AA)=Sof(H5AB)=Sof(H5AC)=
 FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C8(H8), C17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C7(H7A,H7B), C6(H6A,H6B), C18(H18A,H18B), C20(H20A,H20B),
 C19(H19A,H19B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2)
3.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C5(H5AA,H5AB,H5AC), C5(H5BD,H5BE,
 H5BF), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_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
O2 O 0.45911(4) 0.83425(12) 0.44240(6) 0.0343(2) Uani 1 1 d . . . . .
O1 O 0.47520(4) 1.11085(12) 0.38050(7) 0.0358(3) Uani 1 1 d . . . . .
C1 C 0.45370(5) 0.94243(16) 0.37209(8) 0.0294(3) Uani 1 1 d . . . . .
C2 C 0.42395(6) 0.90172(17) 0.27021(8) 0.0311(3) Uani 1 1 d . . . . .
H2 H 0.422094 0.993276 0.221963 0.037 Uiso 1 1 calc R U . . .
C9 C 0.39636(15) 0.5668(5) 0.3048(3) 0.0307(6) Uani 0.767(4) 1 d . . P A 1
H9A H 0.372877 0.585675 0.358637 0.037 Uiso 0.767(4) 1 calc R U P A 1
H9B H 0.435788 0.525910 0.333306 0.037 Uiso 0.767(4) 1 calc R U P A 1
C4 C 0.37535(12) 0.6857(4) 0.1354(2) 0.0298(5) Uani 0.767(4) 1 d . . P A 1
C7 C 0.41384(11) 0.3749(3) 0.16252(19) 0.0333(5) Uani 0.767(4) 1 d . . P A 1
H7A H 0.400443 0.273903 0.118331 0.040 Uiso 0.767(4) 1 calc R U P A 1
H7B H 0.450703 0.341251 0.204248 0.040 Uiso 0.767(4) 1 calc R U P A 1
C12 C 0.27593(14) 0.6481(4) 0.2041(3) 0.0442(8) Uani 0.767(4) 1 d . . P A 1
H12A H 0.293918 0.714602 0.262168 0.066 Uiso 0.767(4) 1 calc R U P A 1
H12B H 0.249236 0.558317 0.224018 0.066 Uiso 0.767(4) 1 calc R U P A 1
H12C H 0.254281 0.730745 0.156836 0.066 Uiso 0.767(4) 1 calc R U P A 1
C8 C 0.36626(9) 0.4300(2) 0.22699(12) 0.0303(4) Uani 0.767(4) 1 d . . P A 1
H8 H 0.346619 0.327590 0.255517 0.036 Uiso 0.767(4) 1 calc R U P A 1
C11 C 0.29422(13) 0.4531(4) 0.0612(2) 0.0418(6) Uani 0.767(4) 1 d . . P A 1
H11A H 0.271790 0.538365 0.016579 0.063 Uiso 0.767(4) 1 calc R U P A 1
H11B H 0.268078 0.361210 0.080645 0.063 Uiso 0.767(4) 1 calc R U P A 1
H11C H 0.323975 0.396810 0.027587 0.063 Uiso 0.767(4) 1 calc R U P A 1
C10 C 0.32427(9) 0.5535(2) 0.15500(12) 0.0317(5) Uani 0.767(4) 1 d . . P A 1
C6 C 0.42150(8) 0.5501(3) 0.10189(13) 0.0333(5) Uani 0.767(4) 1 d . . P A 1
H6A H 0.413155 0.526845 0.030149 0.040 Uiso 0.767(4) 1 calc R U P A 1
H6B H 0.461552 0.597672 0.117873 0.040 Uiso 0.767(4) 1 calc R U P A 1
C5 C 0.36213(8) 0.8393(2) 0.06175(10) 0.0475(4) Uani 1 1 d . . . . .
H5AA H 0.346697 0.790927 -0.003208 0.071 Uiso 0.767(4) 1 calc R U P A 1
H5AB H 0.397965 0.906053 0.057321 0.071 Uiso 0.767(4) 1 calc R U P A 1
H5AC H 0.333272 0.919279 0.084021 0.071 Uiso 0.767(4) 1 calc R U P A 1
H5BD H 0.355769 0.962718 0.081508 0.071 Uiso 0.233(4) 1 calc R U P A 2
H5BE H 0.334464 0.809755 0.002980 0.071 Uiso 0.233(4) 1 calc R U P A 2
H5BF H 0.401967 0.826657 0.046980 0.071 Uiso 0.233(4) 1 calc R U P A 2
C3 C 0.39934(6) 0.74046(18) 0.24271(8) 0.0342(3) Uani 1 1 d . . . . .
C14 C 0.3581(3) 0.5068(8) 0.1441(4) 0.0315(14) Uani 0.233(4) 1 d . . P A 2
C15 C 0.3174(5) 0.4139(15) 0.0559(7) 0.046(2) Uani 0.233(4) 1 d . . P A 2
H15A H 0.327037 0.458660 -0.006866 0.069 Uiso 0.233(4) 1 calc R U P A 2
H15B H 0.276605 0.441145 0.060597 0.069 Uiso 0.233(4) 1 calc R U P A 2
H15C H 0.323325 0.284312 0.059424 0.069 Uiso 0.233(4) 1 calc R U P A 2
C16 C 0.4213(4) 0.4428(14) 0.1406(7) 0.040(2) Uani 0.233(4) 1 d . . P A 2
H16A H 0.427488 0.327359 0.174160 0.060 Uiso 0.233(4) 1 calc R U P A 2
H16B H 0.448742 0.530638 0.173638 0.060 Uiso 0.233(4) 1 calc R U P A 2
H16C H 0.427500 0.429967 0.071813 0.060 Uiso 0.233(4) 1 calc R U P A 2
C17 C 0.3350(3) 0.4857(8) 0.2456(4) 0.0352(15) Uani 0.233(4) 1 d . . P A 2
H17 H 0.332443 0.359043 0.267709 0.042 Uiso 0.233(4) 1 calc R U P A 2
C18 C 0.2768(6) 0.5854(16) 0.2319(9) 0.047(2) Uani 0.233(4) 1 d . . P A 2
H18A H 0.267483 0.630990 0.295537 0.056 Uiso 0.233(4) 1 calc R U P A 2
H18B H 0.244656 0.507533 0.201368 0.056 Uiso 0.233(4) 1 calc R U P A 2
C20 C 0.2881(3) 0.7464(10) 0.1596(5) 0.0413(16) Uani 0.233(4) 1 d . . P A 2
H20A H 0.261318 0.739305 0.096519 0.050 Uiso 0.233(4) 1 calc R U P A 2
H20B H 0.283161 0.863761 0.190669 0.050 Uiso 0.233(4) 1 calc R U P A 2
C13 C 0.3533(4) 0.7164(14) 0.1432(7) 0.0351(19) Uani 0.233(4) 1 d . . P A 2
C19 C 0.3799(5) 0.6041(16) 0.3161(8) 0.030(2) Uani 0.233(4) 1 d . . P A 2
H19A H 0.360919 0.663927 0.367404 0.036 Uiso 0.233(4) 1 calc R U P A 2
H19B H 0.413119 0.531949 0.348110 0.036 Uiso 0.233(4) 1 calc R U P A 2
H1 H 0.4954(11) 1.122(3) 0.4408(19) 0.067(6) Uiso 1 1 d . . . . .


_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
O2 C1 1.2260(15) . ?
O1 C1 1.3273(14) . ?
O1 H1 0.88(3) . ?
C1 C2 1.4666(15) . ?
C2 H2 0.9300 . ?
C2 C3 1.3373(17) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.536(4) . ?
C9 C3 1.529(4) . ?
C4 C10 1.565(3) . ?
C4 C6 1.559(3) . ?
C4 C5 1.501(3) . ?
C4 C3 1.519(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.536(3) . ?
C7 C6 1.545(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C12 C10 1.528(4) . ?
C8 H8 0.9800 . ?
C8 C10 1.549(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 C10 1.532(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 H5AA 0.9600 . ?
C5 H5AB 0.9600 . ?
C5 H5AC 0.9600 . ?
C5 H5BD 0.9600 . ?
C5 H5BE 0.9600 . ?
C5 H5BF 0.9600 . ?
C5 C13 1.454(10) . ?
C3 C13 1.583(9) . ?
C3 C19 1.515(11) . ?
C14 C15 1.551(10) . ?
C14 C16 1.519(11) . ?
C14 C17 1.538(9) . ?
C14 C13 1.541(12) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17 0.9800 . ?
C17 C18 1.501(15) . ?
C17 C19 1.553(13) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C20 1.574(11) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C13 1.548(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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
C1 O1 H1 107.6(14) . . ?
O2 C1 O1 122.85(10) . . ?
O2 C1 C2 124.63(11) . . ?
O1 C1 C2 112.52(10) . . ?
C1 C2 H2 118.1 . . ?
C3 C2 C1 123.74(11) . . ?
C3 C2 H2 118.1 . . ?
H9A C9 H9B 109.1 . . ?
C8 C9 H9A 111.2 . . ?
C8 C9 H9B 111.2 . . ?
C3 C9 H9A 111.2 . . ?
C3 C9 H9B 111.2 . . ?
C3 C9 C8 102.9(2) . . ?
C6 C4 C10 101.6(2) . . ?
C5 C4 C10 119.6(2) . . ?
C5 C4 C6 111.52(19) . . ?
C5 C4 C3 115.91(19) . . ?
C3 C4 C10 100.18(17) . . ?
C3 C4 C6 106.20(19) . . ?
H7A C7 H7B 109.1 . . ?
C8 C7 H7A 111.2 . . ?
C8 C7 H7B 111.2 . . ?
C8 C7 C6 102.78(17) . . ?
C6 C7 H7A 111.2 . . ?
C6 C7 H7B 111.2 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
C9 C8 H8 114.7 . . ?
C9 C8 C10 102.46(17) . . ?
C7 C8 C9 105.95(18) . . ?
C7 C8 H8 114.7 . . ?
C7 C8 C10 102.88(16) . . ?
C10 C8 H8 114.7 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
C12 C10 C4 112.95(19) . . ?
C12 C10 C8 114.39(19) . . ?
C12 C10 C11 108.1(2) . . ?
C8 C10 C4 93.56(18) . . ?
C11 C10 C4 114.36(18) . . ?
C11 C10 C8 113.14(17) . . ?
C4 C6 H6A 110.9 . . ?
C4 C6 H6B 110.9 . . ?
C7 C6 C4 104.23(19) . . ?
C7 C6 H6A 110.9 . . ?
C7 C6 H6B 110.9 . . ?
H6A C6 H6B 108.9 . . ?
C4 C5 H5AA 109.5 . . ?
C4 C5 H5AB 109.5 . . ?
C4 C5 H5AC 109.5 . . ?
H5AA C5 H5AB 109.5 . . ?
H5AA C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
H5BD C5 H5BE 109.5 . . ?
H5BD C5 H5BF 109.5 . . ?
H5BE C5 H5BF 109.5 . . ?
C13 C5 H5BD 109.5 . . ?
C13 C5 H5BE 109.5 . . ?
C13 C5 H5BF 109.5 . . ?
C2 C3 C9 129.48(17) . . ?
C2 C3 C4 125.02(15) . . ?
C2 C3 C13 122.0(4) . . ?
C2 C3 C19 123.7(4) . . ?
C4 C3 C9 105.02(19) . . ?
C19 C3 C13 104.9(6) . . ?
C16 C14 C15 107.6(6) . . ?
C16 C14 C17 116.3(6) . . ?
C16 C14 C13 112.0(7) . . ?
C17 C14 C15 113.0(6) . . ?
C17 C14 C13 94.3(6) . . ?
C13 C14 C15 113.5(6) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 H17 114.1 . . ?
C14 C17 C19 101.9(5) . . ?
C18 C17 C14 104.6(6) . . ?
C18 C17 H17 114.1 . . ?
C18 C17 C19 107.0(7) . . ?
C19 C17 H17 114.1 . . ?
C17 C18 H18A 111.2 . . ?
C17 C18 H18B 111.2 . . ?
C17 C18 C20 102.7(8) . . ?
H18A C18 H18B 109.1 . . ?
C20 C18 H18A 111.2 . . ?
C20 C18 H18B 111.2 . . ?
C18 C20 H20A 111.1 . . ?
C18 C20 H20B 111.1 . . ?
H20A C20 H20B 109.1 . . ?
C13 C20 C18 103.2(7) . . ?
C13 C20 H20A 111.1 . . ?
C13 C20 H20B 111.1 . . ?
C5 C13 C3 114.8(6) . . ?
C5 C13 C14 127.4(8) . . ?
C5 C13 C20 105.0(6) . . ?
C14 C13 C3 93.9(5) . . ?
C14 C13 C20 102.0(7) . . ?
C20 C13 C3 113.2(7) . . ?
C3 C19 C17 101.5(7) . . ?
C3 C19 H19A 111.5 . . ?
C3 C19 H19B 111.5 . . ?
C17 C19 H19A 111.5 . . ?
C17 C19 H19B 111.5 . . ?
H19A C19 H19B 109.3 . . ?

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 C1 C2 C3 -0.1(2) . . . . ?
O1 C1 C2 C3 179.19(12) . . . . ?
C1 C2 C3 C9 -0.8(3) . . . . ?
C1 C2 C3 C4 -171.67(16) . . . . ?
C1 C2 C3 C13 163.1(5) . . . . ?
C1 C2 C3 C19 21.9(5) . . . . ?
C2 C3 C13 C5 30.8(9) . . . . ?
C2 C3 C13 C14 165.3(4) . . . . ?
C2 C3 C13 C20 -89.8(7) . . . . ?
C2 C3 C19 C17 159.4(4) . . . . ?
C9 C8 C10 C4 54.1(2) . . . . ?
C9 C8 C10 C12 -63.1(2) . . . . ?
C9 C8 C10 C11 172.5(2) . . . . ?
C7 C8 C10 C4 -55.76(17) . . . . ?
C7 C8 C10 C12 -172.97(18) . . . . ?
C7 C8 C10 C11 62.7(2) . . . . ?
C8 C9 C3 C2 -176.22(16) . . . . ?
C8 C9 C3 C4 -4.0(2) . . . . ?
C8 C7 C6 C4 -2.1(2) . . . . ?
C10 C4 C6 C7 -32.9(2) . . . . ?
C10 C4 C3 C2 -149.04(16) . . . . ?
C10 C4 C3 C9 38.3(2) . . . . ?
C6 C4 C10 C12 171.65(19) . . . . ?
C6 C4 C10 C8 53.25(17) . . . . ?
C6 C4 C10 C11 -64.2(2) . . . . ?
C6 C4 C3 C2 105.6(2) . . . . ?
C6 C4 C3 C9 -67.1(2) . . . . ?
C6 C7 C8 C9 -70.1(2) . . . . ?
C6 C7 C8 C10 37.07(18) . . . . ?
C5 C4 C10 C12 -65.2(3) . . . . ?
C5 C4 C10 C8 176.44(19) . . . . ?
C5 C4 C10 C11 59.0(3) . . . . ?
C5 C4 C6 C7 -161.44(18) . . . . ?
C5 C4 C3 C2 -18.9(3) . . . . ?
C5 C4 C3 C9 168.42(19) . . . . ?
C3 C9 C8 C7 75.1(2) . . . . ?
C3 C9 C8 C10 -32.4(2) . . . . ?
C3 C4 C10 C12 62.6(2) . . . . ?
C3 C4 C10 C8 -55.8(2) . . . . ?
C3 C4 C10 C11 -173.21(18) . . . . ?
C3 C4 C6 C7 71.4(2) . . . . ?
C14 C17 C18 C20 -33.7(8) . . . . ?
C14 C17 C19 C3 27.0(7) . . . . ?
C15 C14 C17 C18 -63.6(8) . . . . ?
C15 C14 C17 C19 -174.9(7) . . . . ?
C15 C14 C13 C5 -55.5(11) . . . . ?
C15 C14 C13 C3 178.9(6) . . . . ?
C15 C14 C13 C20 64.2(8) . . . . ?
C16 C14 C17 C18 171.2(7) . . . . ?
C16 C14 C17 C19 59.9(8) . . . . ?
C16 C14 C13 C5 66.5(9) . . . . ?
C16 C14 C13 C3 -59.0(7) . . . . ?
C16 C14 C13 C20 -173.7(6) . . . . ?
C17 C14 C13 C5 -172.9(7) . . . . ?
C17 C14 C13 C3 61.6(6) . . . . ?
C17 C14 C13 C20 -53.1(6) . . . . ?
C17 C18 C20 C13 -0.9(9) . . . . ?
C18 C17 C19 C3 -82.4(7) . . . . ?
C18 C20 C13 C5 169.1(7) . . . . ?
C18 C20 C13 C3 -64.9(8) . . . . ?
C18 C20 C13 C14 34.7(8) . . . . ?
C13 C3 C19 C17 12.7(8) . . . . ?
C13 C14 C17 C18 54.1(7) . . . . ?
C13 C14 C17 C19 -57.2(7) . . . . ?
C19 C3 C13 C5 178.1(6) . . . . ?
C19 C3 C13 C14 -47.3(8) . . . . ?
C19 C3 C13 C20 57.6(8) . . . . ?
C19 C17 C18 C20 73.9(9) . . . . ?

_olex2_exptl_crystal_mounting_method 
'mounted by acrylic glue on the glass stick'
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.744
_oxdiff_exptl_absorpt_empirical_full_min 0.650
