# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_mo_sharmarke2a_0m
_database_code_depnum_ccdc_archive 'CCDC 1841364'
_audit_update_record             
;
2018-05-04 deposited with the CCDC.
2018-06-22 downloaded from the CCDC.
;
_audit_creation_date             2018-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            
'(3-Bromo-1-adamantyl)acetic acid, 3-Bromotricyclo[3.3.1.13,7]decane-1-acetic acid'
_chemical_name_systematic        '3-bromoadamantane-1-acetic acid'
_chemical_formula_moiety         'C12 H17 Br O2'
_chemical_formula_sum            'C12 H17 Br O2'
_chemical_formula_weight         273.16
_chemical_melting_point          467
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.176(2)
_cell_length_b                   13.512(5)
_cell_length_c                   11.930(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.582(5)
_cell_angle_gamma                90
_cell_volume                     1108.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9574
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.796
_cell_measurement_theta_min      2.333
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.685
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0837 before and 0.0401 after correction.
The Ratio of minimum to maximum transmission is 0.8585.
The λ/2 correction factor is Not present.
;
_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    1.637
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0151
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20566
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.958
_diffrn_reflns_theta_min         2.333
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2623
_reflns_number_total             2909
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2909
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0188
_refine_ls_restrained_S_all      1.062
_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)+(0.0280P)²+0.3400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0499
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_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
Br1 Br 0.43262(2) 0.21720(2) 0.47087(2) 0.02166(5) Uani 1 1 d . . . . .
O1 O 0.72645(13) 0.00356(7) 1.00063(7) 0.01813(19) Uani 1 1 d . . . . .
O2 O 0.46987(14) -0.02024(8) 0.84591(8) 0.0197(2) Uani 1 1 d . . . . .
H1 H 0.416(3) -0.0108(15) 0.8907(18) 0.035(5) Uiso 1 1 d . . . . .
C1 C 0.65737(18) -0.01607(9) 0.89680(10) 0.0133(2) Uani 1 1 d . . . . .
C2 C 0.78069(19) -0.03733(10) 0.81739(11) 0.0141(2) Uani 1 1 d . . . . .
H2 H 0.902(3) -0.0603(13) 0.8673(15) 0.020(4) Uiso 1 1 d . . . . .
H3 H 0.723(3) -0.0853(14) 0.7704(16) 0.025(4) Uiso 1 1 d . . . . .
C3 C 0.81659(17) 0.05197(9) 0.74629(10) 0.0109(2) Uani 1 1 d . . . . .
C4 C 0.62794(18) 0.08705(9) 0.65660(10) 0.0124(2) Uani 1 1 d . . . . .
H4 H 0.567(2) 0.0330(12) 0.6067(13) 0.013(4) Uiso 1 1 d . . . . .
H5 H 0.536(2) 0.1114(11) 0.6956(13) 0.012(4) Uiso 1 1 d . . . . .
C5 C 0.67723(18) 0.17184(9) 0.58560(10) 0.0135(2) Uani 1 1 d . . . . .
C6 C 0.76244(19) 0.25903(9) 0.66428(11) 0.0149(2) Uani 1 1 d . . . . .
H6 H 0.674(3) 0.2837(11) 0.7048(16) 0.019(4) Uiso 1 1 d . . . . .
H7 H 0.791(2) 0.3143(13) 0.6192(14) 0.017(4) Uiso 1 1 d . . . . .
C7 C 0.95041(19) 0.22432(9) 0.75316(11) 0.0141(2) Uani 1 1 d . . . . .
H8 H 1.004(3) 0.2805(11) 0.8071(15) 0.015(4) Uiso 1 1 d . . . . .
C8 C 0.90525(18) 0.13930(9) 0.82613(10) 0.0129(2) Uani 1 1 d . . . . .
H9 H 1.018(2) 0.1200(12) 0.8829(14) 0.015(4) Uiso 1 1 d . . . . .
H10 H 0.813(2) 0.1625(12) 0.8664(14) 0.019(4) Uiso 1 1 d . . . . .
C9 C 1.09452(19) 0.18911(10) 0.68819(12) 0.0161(2) Uani 1 1 d . . . . .
H11 H 1.215(2) 0.1674(12) 0.7434(14) 0.015(4) Uiso 1 1 d . . . . .
H12 H 1.123(3) 0.2427(14) 0.6419(16) 0.023(4) Uiso 1 1 d . . . . .
C10 C 1.00470(19) 0.10324(9) 0.60728(10) 0.0141(2) Uani 1 1 d . . . . .
H13 H 1.095(2) 0.0813(12) 0.5670(14) 0.013(4) Uiso 1 1 d . . . . .
C11 C 0.81584(19) 0.13737(10) 0.51812(10) 0.0153(2) Uani 1 1 d . . . . .
H14 H 0.757(2) 0.0849(12) 0.4675(14) 0.017(4) Uiso 1 1 d . . . . .
H15 H 0.842(3) 0.1914(14) 0.4699(15) 0.023(4) Uiso 1 1 d . . . . .
C12 C 0.95981(19) 0.01815(9) 0.67981(11) 0.0130(2) Uani 1 1 d . . . . .
H16 H 1.072(2) -0.0055(12) 0.7320(14) 0.016(4) Uiso 1 1 d . . . . .
H17 H 0.904(2) -0.0372(12) 0.6318(13) 0.013(4) 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
Br1 C5 1.9898(13) . ?
O1 C1 1.2247(15) . ?
O2 H1 0.75(2) . ?
O2 C1 1.3099(16) . ?
C1 C2 1.4972(17) . ?
C2 H2 0.958(18) . ?
C2 H3 0.880(19) . ?
C2 C3 1.5383(17) . ?
C3 C4 1.5412(17) . ?
C3 C8 1.5358(17) . ?
C3 C12 1.5361(16) . ?
C4 H4 0.964(16) . ?
C4 H5 0.970(15) . ?
C4 C5 1.5253(17) . ?
C5 C6 1.5216(18) . ?
C5 C11 1.5203(17) . ?
C6 H6 0.961(17) . ?
C6 H7 0.977(17) . ?
C6 C7 1.5321(19) . ?
C7 H8 0.999(16) . ?
C7 C8 1.5308(17) . ?
C7 C9 1.5343(18) . ?
C8 H9 0.932(17) . ?
C8 H10 0.977(16) . ?
C9 H11 0.972(17) . ?
C9 H12 0.967(19) . ?
C9 C10 1.5291(18) . ?
C10 H13 0.959(15) . ?
C10 C11 1.5356(18) . ?
C10 C12 1.5276(17) . ?
C11 H14 0.949(17) . ?
C11 H15 0.981(18) . ?
C12 H16 0.922(16) . ?
C12 H17 0.957(16) . ?

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 O2 H1 109.2(15) . . ?
O1 C1 O2 122.95(11) . . ?
O1 C1 C2 122.67(12) . . ?
O2 C1 C2 114.39(11) . . ?
C1 C2 H2 105.6(10) . . ?
C1 C2 H3 106.7(12) . . ?
C1 C2 C3 114.88(10) . . ?
H2 C2 H3 109.8(16) . . ?
C3 C2 H2 109.3(10) . . ?
C3 C2 H3 110.5(12) . . ?
C2 C3 C4 111.83(10) . . ?
C8 C3 C2 111.45(10) . . ?
C8 C3 C4 108.70(10) . . ?
C8 C3 C12 109.21(10) . . ?
C12 C3 C2 107.06(10) . . ?
C12 C3 C4 108.52(10) . . ?
C3 C4 H4 110.3(9) . . ?
C3 C4 H5 110.9(9) . . ?
H4 C4 H5 107.7(13) . . ?
C5 C4 C3 108.64(10) . . ?
C5 C4 H4 111.2(9) . . ?
C5 C4 H5 108.0(9) . . ?
C4 C5 Br1 108.33(8) . . ?
C6 C5 Br1 107.83(8) . . ?
C6 C5 C4 110.79(10) . . ?
C11 C5 Br1 108.19(8) . . ?
C11 C5 C4 110.75(10) . . ?
C11 C5 C6 110.82(11) . . ?
C5 C6 H6 111.9(10) . . ?
C5 C6 H7 111.3(10) . . ?
C5 C6 C7 108.02(10) . . ?
H6 C6 H7 106.7(13) . . ?
C7 C6 H6 109.6(11) . . ?
C7 C6 H7 109.4(10) . . ?
C6 C7 H8 108.4(10) . . ?
C6 C7 C9 109.42(11) . . ?
C8 C7 C6 109.62(10) . . ?
C8 C7 H8 108.1(9) . . ?
C8 C7 C9 109.70(11) . . ?
C9 C7 H8 111.6(10) . . ?
C3 C8 H9 110.8(10) . . ?
C3 C8 H10 109.4(10) . . ?
C7 C8 C3 109.96(10) . . ?
C7 C8 H9 110.1(10) . . ?
C7 C8 H10 108.8(10) . . ?
H9 C8 H10 107.7(14) . . ?
C7 C9 H11 110.5(9) . . ?
C7 C9 H12 109.9(11) . . ?
H11 C9 H12 108.7(15) . . ?
C10 C9 C7 109.31(10) . . ?
C10 C9 H11 109.4(10) . . ?
C10 C9 H12 109.1(11) . . ?
C9 C10 H13 109.1(10) . . ?
C9 C10 C11 109.83(11) . . ?
C11 C10 H13 109.6(10) . . ?
C12 C10 C9 109.43(10) . . ?
C12 C10 H13 109.5(10) . . ?
C12 C10 C11 109.35(10) . . ?
C5 C11 C10 107.86(10) . . ?
C5 C11 H14 109.1(10) . . ?
C5 C11 H15 110.2(10) . . ?
C10 C11 H14 111.1(10) . . ?
C10 C11 H15 110.6(11) . . ?
H14 C11 H15 107.9(14) . . ?
C3 C12 H16 109.7(10) . . ?
C3 C12 H17 108.5(9) . . ?
C10 C12 C3 110.42(10) . . ?
C10 C12 H16 111.0(10) . . ?
C10 C12 H17 111.6(9) . . ?
H16 C12 H17 105.5(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H1 O1 0.75(2) 1.87(2) 2.6191(15) 173(2) 3_657 yes

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
Br1 C5 C6 C7 179.75(8) . . . . ?
Br1 C5 C11 C10 179.58(8) . . . . ?
O1 C1 C2 C3 -95.84(15) . . . . ?
O2 C1 C2 C3 84.16(14) . . . . ?
C1 C2 C3 C4 -66.42(14) . . . . ?
C1 C2 C3 C8 55.48(14) . . . . ?
C1 C2 C3 C12 174.84(10) . . . . ?
C2 C3 C4 C5 -177.07(10) . . . . ?
C2 C3 C8 C7 176.55(10) . . . . ?
C2 C3 C12 C10 -179.56(10) . . . . ?
C3 C4 C5 Br1 -179.62(8) . . . . ?
C3 C4 C5 C6 -61.52(13) . . . . ?
C3 C4 C5 C11 61.88(13) . . . . ?
C4 C3 C8 C7 -59.75(12) . . . . ?
C4 C3 C12 C10 59.57(13) . . . . ?
C4 C5 C6 C7 61.35(13) . . . . ?
C4 C5 C11 C10 -61.83(13) . . . . ?
C5 C6 C7 C8 -60.06(13) . . . . ?
C5 C6 C7 C9 60.29(13) . . . . ?
C6 C5 C11 C10 61.56(13) . . . . ?
C6 C7 C8 C3 60.52(13) . . . . ?
C6 C7 C9 C10 -60.09(13) . . . . ?
C7 C9 C10 C11 59.98(13) . . . . ?
C7 C9 C10 C12 -60.06(14) . . . . ?
C8 C3 C4 C5 59.47(12) . . . . ?
C8 C3 C12 C10 -58.77(13) . . . . ?
C8 C7 C9 C10 60.21(14) . . . . ?
C9 C7 C8 C3 -59.66(13) . . . . ?
C9 C10 C11 C5 -59.90(13) . . . . ?
C9 C10 C12 C3 59.84(13) . . . . ?
C11 C5 C6 C7 -62.01(13) . . . . ?
C11 C10 C12 C3 -60.49(13) . . . . ?
C12 C3 C4 C5 -59.19(12) . . . . ?
C12 C3 C8 C7 58.47(13) . . . . ?
C12 C10 C11 C5 60.19(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
####################################################################### 
# 
# 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_mo_sharmarke3a_0m
_database_code_depnum_ccdc_archive 'CCDC 1841365'
_audit_update_record             
;
2018-05-04 deposited with the CCDC.
2018-06-22 downloaded from the CCDC.
;
_audit_creation_date             2018-04-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            '1-Adamantylacetic acid'
_chemical_name_systematic        '1-Adamantaneacetic acid'
_chemical_formula_moiety         'C12 H18 O2'
_chemical_formula_sum            'C12 H18 O2'
_chemical_formula_weight         194.26
_chemical_melting_point          407
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   18.173(13)
_cell_length_b                   6.598(5)
_cell_length_c                   18.585(13)
_cell_angle_alpha                90
_cell_angle_beta                 111.339(11)
_cell_angle_gamma                90
_cell_volume                     2075(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5513
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.56
_cell_measurement_theta_min      2.68
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0992 before and 0.0529 after correction.
The Ratio of minimum to maximum transmission is 0.8669.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.015
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            38969
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.887
_diffrn_reflns_theta_min         1.342
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3803
_reflns_number_total             5366
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         5366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0426
_refine_ls_restrained_S_all      1.026
_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)+(0.0510P)²+0.4120P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1094
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_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 0.75739(5) 0.49251(14) 0.73372(6) 0.0190(2) Uani 1 1 d . . . . .
O2 O 0.65576(6) 0.69970(15) 0.67752(6) 0.0208(2) Uani 1 1 d . . . . .
H1 H 0.6912(13) 0.790(3) 0.7120(13) 0.056(6) Uiso 1 1 d . . . . .
C1 C 0.68949(8) 0.5181(2) 0.68794(8) 0.0147(3) Uani 1 1 d . . . . .
C2 C 0.63774(8) 0.3528(2) 0.63931(8) 0.0143(3) Uani 1 1 d . . . . .
H2 H 0.5821(9) 0.387(2) 0.6306(9) 0.019(4) Uiso 1 1 d . . . . .
H3 H 0.6532(9) 0.231(2) 0.6707(9) 0.021(4) Uiso 1 1 d . . . . .
C3 C 0.64613(7) 0.3181(2) 0.56017(7) 0.0123(3) Uani 1 1 d . . . . .
C4 C 0.73200(8) 0.2674(2) 0.56880(8) 0.0159(3) Uani 1 1 d . . . . .
H4 H 0.7677(9) 0.380(3) 0.5944(9) 0.023(4) Uiso 1 1 d . . . . .
H5 H 0.7495(10) 0.146(3) 0.6033(9) 0.026(4) Uiso 1 1 d . . . . .
C5 C 0.73629(8) 0.2244(2) 0.48861(8) 0.0172(3) Uani 1 1 d . . . . .
H6 H 0.7922(9) 0.196(2) 0.4958(9) 0.019(4) Uiso 1 1 d . . . . .
C6 C 0.68332(8) 0.0426(2) 0.45127(9) 0.0195(3) Uani 1 1 d . . . . .
H7 H 0.7013(10) -0.080(3) 0.4842(10) 0.029(5) Uiso 1 1 d . . . . .
H8 H 0.6864(9) 0.005(2) 0.3985(10) 0.027(4) Uiso 1 1 d . . . . .
C7 C 0.59739(8) 0.0917(2) 0.44166(8) 0.0186(3) Uani 1 1 d . . . . .
H9 H 0.5624(9) -0.028(2) 0.4186(9) 0.021(4) Uiso 1 1 d . . . . .
C8 C 0.59301(8) 0.1361(2) 0.52132(8) 0.0158(3) Uani 1 1 d . . . . .
H10 H 0.5370(10) 0.169(3) 0.5142(9) 0.025(4) Uiso 1 1 d . . . . .
H11 H 0.6090(9) 0.016(2) 0.5553(9) 0.022(4) Uiso 1 1 d . . . . .
C9 C 0.56912(8) 0.2788(2) 0.38955(8) 0.0207(3) Uani 1 1 d . . . . .
H12 H 0.5138(9) 0.310(2) 0.3814(9) 0.019(4) Uiso 1 1 d . . . . .
H13 H 0.5724(10) 0.247(3) 0.3380(11) 0.033(5) Uiso 1 1 d . . . . .
C10 C 0.62222(8) 0.4613(2) 0.42706(8) 0.0182(3) Uani 1 1 d . . . . .
H14 H 0.6052(10) 0.582(3) 0.3940(10) 0.028(4) Uiso 1 1 d . . . . .
C11 C 0.70827(8) 0.4121(2) 0.43656(8) 0.0199(3) Uani 1 1 d . . . . .
H15 H 0.7453(10) 0.529(3) 0.4607(10) 0.028(5) Uiso 1 1 d . . . . .
H16 H 0.7124(9) 0.384(2) 0.3848(9) 0.022(4) Uiso 1 1 d . . . . .
C12 C 0.61862(8) 0.5050(2) 0.50710(8) 0.0157(3) Uani 1 1 d . . . . .
H17 H 0.5636(9) 0.542(2) 0.5017(9) 0.023(4) Uiso 1 1 d . . . . .
H18 H 0.6535(9) 0.620(2) 0.5314(9) 0.016(4) Uiso 1 1 d . . . . .
O3 O 0.73652(6) 0.52431(15) 0.25361(6) 0.0225(2) Uani 1 1 d . . . . .
O4 O 0.68304(6) 0.31809(16) 0.15324(6) 0.0245(2) Uani 1 1 d . . . . .
H19 H 0.7172(12) 0.232(3) 0.1892(12) 0.046(6) Uiso 1 1 d . . . . .
C13 C 0.69134(8) 0.4988(2) 0.18673(8) 0.0164(3) Uani 1 1 d . . . . .
C14 C 0.64085(8) 0.6622(2) 0.13551(8) 0.0167(3) Uani 1 1 d . . . . .
H20 H 0.6299(9) 0.622(2) 0.0805(9) 0.020(4) Uiso 1 1 d . . . . .
H21 H 0.6714(9) 0.784(2) 0.1496(9) 0.017(4) Uiso 1 1 d . . . . .
C15 C 0.56024(7) 0.6946(2) 0.14512(7) 0.0130(3) Uani 1 1 d . . . . .
C16 C 0.57071(8) 0.7511(2) 0.22914(8) 0.0164(3) Uani 1 1 d . . . . .
H22 H 0.5983(9) 0.642(3) 0.2656(9) 0.022(4) Uiso 1 1 d . . . . .
H23 H 0.6063(9) 0.874(3) 0.2438(9) 0.025(4) Uiso 1 1 d . . . . .
C17 C 0.48941(8) 0.7914(2) 0.23479(8) 0.0175(3) Uani 1 1 d . . . . .
H24 H 0.4973(9) 0.828(2) 0.2888(10) 0.023(4) Uiso 1 1 d . . . . .
C18 C 0.44830(9) 0.9681(2) 0.18121(8) 0.0192(3) Uani 1 1 d . . . . .
H25 H 0.4832(9) 1.093(3) 0.1987(9) 0.022(4) Uiso 1 1 d . . . . .
H26 H 0.3957(10) 0.997(2) 0.1851(10) 0.025(4) Uiso 1 1 d . . . . .
C19 C 0.43668(8) 0.9125(2) 0.09712(8) 0.0180(3) Uani 1 1 d . . . . .
H27 H 0.4103(9) 1.027(2) 0.0620(9) 0.021(4) Uiso 1 1 d . . . . .
C20 C 0.51787(8) 0.8711(2) 0.09137(8) 0.0174(3) Uani 1 1 d . . . . .
H28 H 0.5098(9) 0.835(2) 0.0356(10) 0.023(4) Uiso 1 1 d . . . . .
H29 H 0.5517(9) 0.995(2) 0.1042(9) 0.021(4) Uiso 1 1 d . . . . .
C21 C 0.38520(8) 0.7204(2) 0.07288(8) 0.0194(3) Uani 1 1 d . . . . .
H30 H 0.3767(9) 0.688(3) 0.0178(10) 0.026(4) Uiso 1 1 d . . . . .
H31 H 0.3345(10) 0.743(2) 0.0779(9) 0.025(4) Uiso 1 1 d . . . . .
C22 C 0.42645(8) 0.5442(2) 0.12665(8) 0.0172(3) Uani 1 1 d . . . . .
H32 H 0.3945(9) 0.419(2) 0.1122(9) 0.021(4) Uiso 1 1 d . . . . .
C23 C 0.43738(8) 0.6008(2) 0.21029(8) 0.0185(3) Uani 1 1 d . . . . .
H33 H 0.4629(9) 0.489(2) 0.2462(9) 0.021(4) Uiso 1 1 d . . . . .
H34 H 0.3850(10) 0.629(3) 0.2133(9) 0.026(4) Uiso 1 1 d . . . . .
C24 C 0.50794(8) 0.5039(2) 0.12153(8) 0.0155(3) Uani 1 1 d . . . . .
H35 H 0.5006(9) 0.464(2) 0.0675(10) 0.024(4) Uiso 1 1 d . . . . .
H36 H 0.5346(9) 0.389(2) 0.1570(9) 0.018(4) 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
O1 C1 1.2293(17) . ?
O2 H1 0.94(2) . ?
O2 C1 1.3276(18) . ?
C1 C2 1.507(2) . ?
C2 H2 0.989(16) . ?
C2 H3 0.972(16) . ?
C2 C3 1.550(2) . ?
C3 C4 1.546(2) . ?
C3 C8 1.5449(19) . ?
C3 C12 1.544(2) . ?
C4 H4 0.985(17) . ?
C4 H5 1.004(17) . ?
C4 C5 1.547(2) . ?
C5 H6 0.993(16) . ?
C5 C6 1.536(2) . ?
C5 C11 1.540(2) . ?
C6 H7 0.997(18) . ?
C6 H8 1.032(17) . ?
C6 C7 1.540(2) . ?
C7 H9 1.007(16) . ?
C7 C8 1.540(2) . ?
C7 C9 1.537(2) . ?
C8 H10 1.001(17) . ?
C8 H11 0.991(16) . ?
C9 H12 0.983(15) . ?
C9 H13 1.004(18) . ?
C9 C10 1.542(2) . ?
C10 H14 0.985(18) . ?
C10 C11 1.543(2) . ?
C10 C12 1.540(2) . ?
C11 H15 1.014(17) . ?
C11 H16 1.008(16) . ?
C12 H17 0.998(16) . ?
C12 H18 0.988(16) . ?
O3 C13 1.2266(18) . ?
O4 H19 0.92(2) . ?
O4 C13 1.3279(19) . ?
C13 C14 1.508(2) . ?
C14 H20 1.002(16) . ?
C14 H21 0.956(16) . ?
C14 C15 1.554(2) . ?
C15 C16 1.548(2) . ?
C15 C20 1.545(2) . ?
C15 C24 1.541(2) . ?
C16 H22 0.992(17) . ?
C16 H23 1.010(17) . ?
C16 C17 1.542(2) . ?
C17 H24 0.991(17) . ?
C17 C18 1.538(2) . ?
C17 C23 1.540(2) . ?
C18 H25 1.017(16) . ?
C18 H26 1.003(17) . ?
C18 C19 1.543(2) . ?
C19 H27 0.997(16) . ?
C19 C20 1.542(2) . ?
C19 C21 1.542(2) . ?
C20 H28 1.021(17) . ?
C20 H29 0.998(16) . ?
C21 H30 1.000(17) . ?
C21 H31 0.970(17) . ?
C21 C22 1.538(2) . ?
C22 H32 0.987(16) . ?
C22 C23 1.540(2) . ?
C22 C24 1.541(2) . ?
C23 H33 0.990(16) . ?
C23 H34 0.990(16) . ?
C24 H35 0.999(17) . ?
C24 H36 1.005(16) . ?

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 O2 H1 107.8(13) . . ?
O1 C1 O2 121.24(12) . . ?
O1 C1 C2 124.47(12) . . ?
O2 C1 C2 114.29(12) . . ?
C1 C2 H2 108.1(9) . . ?
C1 C2 H3 104.9(9) . . ?
C1 C2 C3 114.87(11) . . ?
H2 C2 H3 110.0(13) . . ?
C3 C2 H2 109.0(9) . . ?
C3 C2 H3 109.8(9) . . ?
C4 C3 C2 112.18(10) . . ?
C8 C3 C2 107.32(11) . . ?
C8 C3 C4 108.41(11) . . ?
C12 C3 C2 111.56(11) . . ?
C12 C3 C4 108.60(11) . . ?
C12 C3 C8 108.66(12) . . ?
C3 C4 H4 110.5(9) . . ?
C3 C4 H5 108.2(9) . . ?
C3 C4 C5 110.03(11) . . ?
H4 C4 H5 107.0(13) . . ?
C5 C4 H4 110.3(9) . . ?
C5 C4 H5 110.7(9) . . ?
C4 C5 H6 108.2(9) . . ?
C6 C5 C4 109.59(12) . . ?
C6 C5 H6 110.9(9) . . ?
C6 C5 C11 109.54(12) . . ?
C11 C5 C4 109.68(12) . . ?
C11 C5 H6 109.0(9) . . ?
C5 C6 H7 110.2(10) . . ?
C5 C6 H8 111.9(9) . . ?
C5 C6 C7 109.28(12) . . ?
H7 C6 H8 105.7(13) . . ?
C7 C6 H7 109.6(10) . . ?
C7 C6 H8 110.1(9) . . ?
C6 C7 H9 110.0(9) . . ?
C8 C7 C6 109.49(11) . . ?
C8 C7 H9 108.3(9) . . ?
C9 C7 C6 109.54(12) . . ?
C9 C7 H9 110.3(9) . . ?
C9 C7 C8 109.31(12) . . ?
C3 C8 H10 109.0(10) . . ?
C3 C8 H11 109.7(9) . . ?
C7 C8 C3 110.79(11) . . ?
C7 C8 H10 108.6(9) . . ?
C7 C8 H11 110.8(9) . . ?
H10 C8 H11 107.9(13) . . ?
C7 C9 H12 110.9(9) . . ?
C7 C9 H13 108.2(10) . . ?
C7 C9 C10 109.35(12) . . ?
H12 C9 H13 108.0(13) . . ?
C10 C9 H12 110.0(9) . . ?
C10 C9 H13 110.4(10) . . ?
C9 C10 H14 110.3(10) . . ?
C9 C10 C11 109.21(12) . . ?
C11 C10 H14 108.5(10) . . ?
C12 C10 C9 110.08(12) . . ?
C12 C10 H14 109.7(10) . . ?
C12 C10 C11 109.05(11) . . ?
C5 C11 C10 109.32(11) . . ?
C5 C11 H15 108.5(10) . . ?
C5 C11 H16 109.4(9) . . ?
C10 C11 H15 111.9(10) . . ?
C10 C11 H16 110.6(9) . . ?
H15 C11 H16 107.0(13) . . ?
C3 C12 H17 109.8(9) . . ?
C3 C12 H18 108.6(9) . . ?
C10 C12 C3 110.49(12) . . ?
C10 C12 H17 110.0(9) . . ?
C10 C12 H18 109.9(9) . . ?
H17 C12 H18 108.1(13) . . ?
C13 O4 H19 106.3(12) . . ?
O3 C13 O4 121.20(13) . . ?
O3 C13 C14 124.80(13) . . ?
O4 C13 C14 114.00(13) . . ?
C13 C14 H20 107.9(9) . . ?
C13 C14 H21 105.5(9) . . ?
C13 C14 C15 114.11(11) . . ?
H20 C14 H21 112.3(13) . . ?
C15 C14 H20 107.9(9) . . ?
C15 C14 H21 109.3(9) . . ?
C16 C15 C14 111.97(11) . . ?
C20 C15 C14 107.37(11) . . ?
C20 C15 C16 108.68(12) . . ?
C24 C15 C14 111.36(11) . . ?
C24 C15 C16 108.67(11) . . ?
C24 C15 C20 108.70(12) . . ?
C15 C16 H22 111.1(9) . . ?
C15 C16 H23 107.3(9) . . ?
H22 C16 H23 106.5(13) . . ?
C17 C16 C15 109.94(11) . . ?
C17 C16 H22 109.8(9) . . ?
C17 C16 H23 112.2(9) . . ?
C16 C17 H24 108.8(9) . . ?
C18 C17 C16 109.78(12) . . ?
C18 C17 H24 109.2(9) . . ?
C18 C17 C23 109.03(12) . . ?
C23 C17 C16 109.84(12) . . ?
C23 C17 H24 110.2(9) . . ?
C17 C18 H25 107.8(9) . . ?
C17 C18 H26 110.5(10) . . ?
C17 C18 C19 109.33(12) . . ?
H25 C18 H26 108.8(13) . . ?
C19 C18 H25 110.9(9) . . ?
C19 C18 H26 109.6(10) . . ?
C18 C19 H27 109.9(9) . . ?
C20 C19 C18 109.30(11) . . ?
C20 C19 H27 109.4(9) . . ?
C20 C19 C21 109.15(12) . . ?
C21 C19 C18 109.63(12) . . ?
C21 C19 H27 109.5(9) . . ?
C15 C20 H28 109.6(9) . . ?
C15 C20 H29 110.1(9) . . ?
C19 C20 C15 110.68(11) . . ?
C19 C20 H28 108.9(9) . . ?
C19 C20 H29 111.1(9) . . ?
H28 C20 H29 106.3(13) . . ?
C19 C21 H30 108.9(10) . . ?
C19 C21 H31 109.9(10) . . ?
H30 C21 H31 109.4(13) . . ?
C22 C21 C19 109.32(12) . . ?
C22 C21 H30 111.2(10) . . ?
C22 C21 H31 108.1(10) . . ?
C21 C22 H32 110.7(9) . . ?
C21 C22 C23 109.02(12) . . ?
C21 C22 C24 110.02(12) . . ?
C23 C22 H32 108.9(9) . . ?
C23 C22 C24 109.29(11) . . ?
C24 C22 H32 108.8(9) . . ?
C17 C23 C22 109.66(11) . . ?
C17 C23 H33 108.8(9) . . ?
C17 C23 H34 109.1(10) . . ?
C22 C23 H33 110.9(9) . . ?
C22 C23 H34 109.2(9) . . ?
H33 C23 H34 109.1(13) . . ?
C15 C24 H35 110.2(9) . . ?
C15 C24 H36 109.2(9) . . ?
C22 C24 C15 110.39(11) . . ?
C22 C24 H35 109.1(9) . . ?
C22 C24 H36 109.5(9) . . ?
H35 C24 H36 108.5(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H1 O1 0.94(2) 1.73(2) 2.6550(18) 168(2) 2_656 yes
O4 H19 O3 0.92(2) 1.75(2) 2.6550(19) 165.7(19) 2_645 yes

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
O1 C1 C2 C3 -88.32(17) . . . . ?
O2 C1 C2 C3 91.49(14) . . . . ?
C1 C2 C3 C4 57.59(15) . . . . ?
C1 C2 C3 C8 176.56(11) . . . . ?
C1 C2 C3 C12 -64.52(15) . . . . ?
C2 C3 C4 C5 177.35(11) . . . . ?
C2 C3 C8 C7 179.64(11) . . . . ?
C2 C3 C12 C10 -176.15(11) . . . . ?
C3 C4 C5 C6 -60.51(15) . . . . ?
C3 C4 C5 C11 59.78(15) . . . . ?
C4 C3 C8 C7 -58.99(14) . . . . ?
C4 C3 C12 C10 59.70(14) . . . . ?
C4 C5 C6 C7 60.19(15) . . . . ?
C4 C5 C11 C10 -60.01(15) . . . . ?
C5 C6 C7 C8 -59.63(15) . . . . ?
C5 C6 C7 C9 60.23(16) . . . . ?
C6 C5 C11 C10 60.31(15) . . . . ?
C6 C7 C8 C3 59.77(15) . . . . ?
C6 C7 C9 C10 -60.32(15) . . . . ?
C7 C9 C10 C11 60.22(15) . . . . ?
C7 C9 C10 C12 -59.47(15) . . . . ?
C8 C3 C4 C5 59.02(14) . . . . ?
C8 C3 C12 C10 -58.03(14) . . . . ?
C8 C7 C9 C10 59.64(15) . . . . ?
C9 C7 C8 C3 -60.23(15) . . . . ?
C9 C10 C11 C5 -60.16(16) . . . . ?
C9 C10 C12 C3 59.15(15) . . . . ?
C11 C5 C6 C7 -60.19(15) . . . . ?
C11 C10 C12 C3 -60.63(14) . . . . ?
C12 C3 C4 C5 -58.88(15) . . . . ?
C12 C3 C8 C7 58.86(14) . . . . ?
C12 C10 C11 C5 60.16(15) . . . . ?
O3 C13 C14 C15 -85.62(17) . . . . ?
O4 C13 C14 C15 94.15(15) . . . . ?
C13 C14 C15 C16 58.62(16) . . . . ?
C13 C14 C15 C20 177.84(12) . . . . ?
C13 C14 C15 C24 -63.28(15) . . . . ?
C14 C15 C16 C17 177.35(11) . . . . ?
C14 C15 C20 C19 179.68(11) . . . . ?
C14 C15 C24 C22 -176.44(11) . . . . ?
C15 C16 C17 C18 -60.28(15) . . . . ?
C15 C16 C17 C23 59.60(14) . . . . ?
C16 C15 C20 C19 -59.02(14) . . . . ?
C16 C15 C24 C22 59.77(14) . . . . ?
C16 C17 C18 C19 60.26(15) . . . . ?
C16 C17 C23 C22 -59.46(14) . . . . ?
C17 C18 C19 C20 -59.62(15) . . . . ?
C17 C18 C19 C21 59.98(15) . . . . ?
C18 C17 C23 C22 60.86(15) . . . . ?
C18 C19 C20 C15 59.74(15) . . . . ?
C18 C19 C21 C22 -60.01(15) . . . . ?
C19 C21 C22 C23 60.18(15) . . . . ?
C19 C21 C22 C24 -59.66(15) . . . . ?
C20 C15 C16 C17 58.91(14) . . . . ?
C20 C15 C24 C22 -58.35(15) . . . . ?
C20 C19 C21 C22 59.68(15) . . . . ?
C21 C19 C20 C15 -60.16(15) . . . . ?
C21 C22 C23 C17 -60.89(15) . . . . ?
C21 C22 C24 C15 59.49(15) . . . . ?
C23 C17 C18 C19 -60.11(15) . . . . ?
C23 C22 C24 C15 -60.18(14) . . . . ?
C24 C15 C16 C17 -59.22(14) . . . . ?
C24 C15 C20 C19 59.09(15) . . . . ?
C24 C22 C23 C17 59.40(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
