# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_1b_methyl_bending
_database_code_depnum_ccdc_archive 'CCDC 1990771'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C23 H30 O3'
_chemical_formula_sum            'C23 H30 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         354.47
_chemical_absolute_configuration rm

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.4511(4)
_cell_length_b                   8.7712(5)
_cell_length_c                   21.3404(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.438(4)
_cell_angle_gamma                90
_cell_volume                     1020.31(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3192
_cell_measurement_theta_min      4.1434
_cell_measurement_theta_max      66.4085
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.363
_exptl_crystal_size_mid          0.296
_exptl_crystal_size_min          0.199
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             384

_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.59
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            4724
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_theta_min         2.07
_diffrn_reflns_theta_max         67.03
_diffrn_reflns_theta_full        67.03
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.937
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;
;

_reflns_number_total             2613
_reflns_number_gt                2376
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1539
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.073
_refine_ls_number_reflns         2613
_refine_ls_number_parameters     239
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0932P)²+0.1435P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.182
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 652 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.8362(8) 0.2991(5) 0.27417(15) 0.0590(9) Uani d . . . 1 . .
C C2 0.6789(6) 0.4421(4) 0.27499(13) 0.0491(8) Uani d . . . 1 . .
H H2 0.5055 0.4138 0.278 0.059 Uiso calc U . R 1 . .
O O3 0.7170(4) 0.5266(3) 0.21943(10) 0.0583(7) Uani d . . . 1 . .
C C4 0.5033(6) 0.5398(4) 0.17943(13) 0.0473(7) Uani d . . . 1 . .
H H4 0.3602 0.5616 0.2055 0.057 Uiso calc U . R 1 . .
C C5 0.5483(7) 0.6755(4) 0.13615(15) 0.0506(8) Uani d . . . 1 . .
H H5 0.6909 0.65 0.1105 0.061 Uiso calc U . R 1 . .
C C6 0.3273(8) 0.6899(5) 0.09119(18) 0.0648(10) Uani d . . . 1 . .
H H6A 0.1831 0.718 0.115 0.078 Uiso calc U . R 1 . .
H H6B 0.3588 0.7707 0.0613 0.078 Uiso calc U . R 1 . .
C C7 0.2763(9) 0.5435(6) 0.05609(18) 0.0715(11) Uani d . . . 1 . .
H H7A 0.414 0.5208 0.0291 0.086 Uiso calc U . R 1 . .
H H7B 0.1324 0.5572 0.0296 0.086 Uiso calc U . R 1 . .
C C8 0.2338(7) 0.4091(5) 0.09990(17) 0.0621(10) Uani d . . . 1 . .
H H8 0.0905 0.4321 0.1257 0.074 Uiso calc U . R 1 . .
C C9 0.4570(7) 0.3942(5) 0.14341(15) 0.0541(8) Uani d . . . 1 . .
H H9A 0.4301 0.3113 0.1727 0.065 Uiso calc U . R 1 . .
H H9B 0.6005 0.3696 0.1188 0.065 Uiso calc U . R 1 . .
C C10 0.6112(8) 0.8233(5) 0.17139(17) 0.0604(9) Uani d . . . 1 . .
H H10 0.7496 0.8001 0.1994 0.072 Uiso calc U . R 1 . .
C C11 0.4036(11) 0.8815(7) 0.2123(2) 0.0898(15) Uani d . . . 1 . .
H H11A 0.2571 0.8919 0.1874 0.135 Uiso calc U . R 1 . .
H H11B 0.4477 0.9788 0.2296 0.135 Uiso calc U . R 1 . .
H H1C 0.375 0.8104 0.2457 0.135 Uiso calc U . R 1 . .
C C12 0.6955(11) 0.9491(6) 0.1273(2) 0.0818(13) Uani d . . . 1 . .
H H12A 0.5582 0.9851 0.1031 0.123 Uiso calc U . R 1 . .
H H12B 0.8185 0.9097 0.0997 0.123 Uiso calc U . R 1 . .
H H12C 0.763 1.0318 0.1513 0.123 Uiso calc U . R 1 . .
C C13 0.1830(11) 0.2630(7) 0.0645(2) 0.0892(15) Uani d . . . 1 . .
H H13A 0.324 0.2361 0.0402 0.134 Uiso calc U . R 1 . .
H H13B 0.0443 0.2773 0.0372 0.134 Uiso calc U . R 1 . .
H H13C 0.1483 0.1827 0.0937 0.134 Uiso calc U . R 1 . .
C C14 0.7527(6) 0.5355(4) 0.33141(14) 0.0459(7) Uani d . . . 1 . .
C C15 0.9666(7) 0.6252(5) 0.32895(16) 0.0558(8) Uani d . . . 1 . .
H H15 1.056 0.6297 0.2921 0.067 Uiso calc U . R 1 . .
C C16 1.0441(7) 0.7055(5) 0.38014(17) 0.0577(9) Uani d . . . 1 . .
H H16 1.1853 0.7646 0.3776 0.069 Uiso calc U . R 1 . .
C C17 0.9133(7) 0.7003(5) 0.43702(16) 0.0535(8) Uani d . . . 1 . .
C C18 0.9926(8) 0.7805(5) 0.4911(2) 0.0648(10) Uani d . . . 1 . .
H H18 1.1333 0.8403 0.4897 0.078 Uiso calc U . R 1 . .
C C19 0.8625(8) 0.7699(6) 0.5455(2) 0.0706(11) Uani d . . . 1 . .
H H19 0.9159 0.8225 0.5809 0.085 Uiso calc U . R 1 . .
C C20 0.6515(9) 0.6816(6) 0.54830(18) 0.0700(11) Uani d . . . 1 . .
H H20 0.5665 0.6747 0.5858 0.084 Uiso calc U . R 1 . .
C C21 0.5672(7) 0.6050(5) 0.49696(17) 0.0586(9) Uani d . . . 1 . .
H H21 0.4234 0.5484 0.4994 0.07 Uiso calc U . R 1 . .
C C22 0.6980(6) 0.6113(4) 0.43983(15) 0.0492(7) Uani d . . . 1 . .
C C23 0.6198(6) 0.5305(4) 0.38591(14) 0.0478(7) Uani d . . . 1 . .
H H23 0.4764 0.4731 0.3873 0.057 Uiso calc U . R 1 . .
O O24 1.0258(8) 0.2858(6) 0.2485(2) 0.1117(14) Uani d . . . 1 . .
O O25 0.7390(7) 0.1911(4) 0.31006(14) 0.0760(8) Uani d . . . 1 . .
C C26 0.8814(13) 0.0548(6) 0.3184(3) 0.0979(17) Uani d . . . 1 . .
H H26A 0.9208 0.0127 0.2782 0.147 Uiso calc U . R 1 . .
H H26B 0.7885 -0.0182 0.3419 0.147 Uiso calc U . R 1 . .
H H26C 1.0301 0.0787 0.3407 0.147 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O24 . 1.180(5) ?
C1 O25 . 1.331(5) ?
C1 C2 . 1.520(6) ?
C2 O3 . 1.415(4) ?
C2 C14 . 1.508(5) ?
C2 H2 . 0.98 ?
O3 C4 . 1.444(4) ?
C4 C9 . 1.511(5) ?
C4 C5 . 1.528(5) ?
C4 H4 . 0.98 ?
C5 C10 . 1.536(5) ?
C5 C6 . 1.540(5) ?
C5 H5 . 0.98 ?
C6 C7 . 1.512(7) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.523(6) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C13 . 1.512(7) ?
C8 C9 . 1.530(5) ?
C8 H8 . 0.98 ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C11 . 1.523(6) ?
C10 C12 . 1.524(6) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H1C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 C23 . 1.376(5) ?
C14 C15 . 1.408(5) ?
C15 C16 . 1.364(5) ?
C15 H15 . 0.93 ?
C16 C17 . 1.413(5) ?
C16 H16 . 0.93 ?
C17 C22 . 1.411(5) ?
C17 C18 . 1.417(5) ?
C18 C19 . 1.366(7) ?
C18 H18 . 0.93 ?
C19 C20 . 1.389(7) ?
C19 H19 . 0.93 ?
C20 C21 . 1.362(6) ?
C20 H20 . 0.93 ?
C21 C22 . 1.418(5) ?
C21 H21 . 0.93 ?
C22 C23 . 1.415(5) ?
C23 H23 . 0.93 ?
O25 C26 . 1.436(6) ?
C26 H26A . 0.96 ?
C26 H26B . 0.96 ?
C26 H26C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O24 C1 O25 . . 123.5(4) ?
O24 C1 C2 . . 125.7(4) ?
O25 C1 C2 . . 110.7(3) ?
O3 C2 C14 . . 110.2(3) ?
O3 C2 C1 . . 109.6(3) ?
C14 C2 C1 . . 108.1(3) ?
O3 C2 H2 . . 109.6 ?
C14 C2 H2 . . 109.6 ?
C1 C2 H2 . . 109.6 ?
C2 O3 C4 . . 114.5(3) ?
O3 C4 C9 . . 111.3(3) ?
O3 C4 C5 . . 106.7(3) ?
C9 C4 C5 . . 112.2(2) ?
O3 C4 H4 . . 108.8 ?
C9 C4 H4 . . 108.8 ?
C5 C4 H4 . . 108.8 ?
C4 C5 C10 . . 113.4(2) ?
C4 C5 C6 . . 108.2(3) ?
C10 C5 C6 . . 114.0(3) ?
C4 C5 H5 . . 106.9 ?
C10 C5 H5 . . 106.9 ?
C6 C5 H5 . . 106.9 ?
C7 C6 C5 . . 112.3(3) ?
C7 C6 H6A . . 109.1 ?
C5 C6 H6A . . 109.1 ?
C7 C6 H6B . . 109.1 ?
C5 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.9 ?
C6 C7 C8 . . 112.4(3) ?
C6 C7 H7A . . 109.1 ?
C8 C7 H7A . . 109.1 ?
C6 C7 H7B . . 109.1 ?
C8 C7 H7B . . 109.1 ?
H7A C7 H7B . . 107.9 ?
C13 C8 C7 . . 112.2(3) ?
C13 C8 C9 . . 111.8(4) ?
C7 C8 C9 . . 108.4(3) ?
C13 C8 H8 . . 108.1 ?
C7 C8 H8 . . 108.1 ?
C9 C8 H8 . . 108.1 ?
C4 C9 C8 . . 111.4(3) ?
C4 C9 H9A . . 109.3 ?
C8 C9 H9A . . 109.3 ?
C4 C9 H9B . . 109.3 ?
C8 C9 H9B . . 109.3 ?
H9A C9 H9B . . 108.0 ?
C11 C10 C12 . . 109.9(4) ?
C11 C10 C5 . . 113.5(4) ?
C12 C10 C5 . . 112.1(3) ?
C11 C10 H10 . . 107.0 ?
C12 C10 H10 . . 107.0 ?
C5 C10 H10 . . 107.0 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H1C . . 109.5 ?
H11A C11 H1C . . 109.5 ?
H11B C11 H1C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C8 C13 H13A . . 109.5 ?
C8 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C8 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C23 C14 C15 . . 119.4(3) ?
C23 C14 C2 . . 121.2(3) ?
C15 C14 C2 . . 119.3(3) ?
C16 C15 C14 . . 120.7(3) ?
C16 C15 H15 . . 119.7 ?
C14 C15 H15 . . 119.7 ?
C15 C16 C17 . . 121.1(4) ?
C15 C16 H16 . . 119.5 ?
C17 C16 H16 . . 119.5 ?
C22 C17 C16 . . 118.7(3) ?
C22 C17 C18 . . 119.2(3) ?
C16 C17 C18 . . 122.1(4) ?
C19 C18 C17 . . 120.1(4) ?
C19 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C18 C19 C20 . . 120.7(4) ?
C18 C19 H19 . . 119.7 ?
C20 C19 H19 . . 119.7 ?
C21 C20 C19 . . 121.0(4) ?
C21 C20 H20 . . 119.5 ?
C19 C20 H20 . . 119.5 ?
C20 C21 C22 . . 120.2(4) ?
C20 C21 H21 . . 119.9 ?
C22 C21 H21 . . 119.9 ?
C17 C22 C23 . . 119.2(3) ?
C17 C22 C21 . . 118.8(3) ?
C23 C22 C21 . . 122.0(3) ?
C14 C23 C22 . . 121.0(3) ?
C14 C23 H23 . . 119.5 ?
C22 C23 H23 . . 119.5 ?
C1 O25 C26 . . 116.5(4) ?
O25 C26 H26A . . 109.5 ?
O25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
O25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O24 C1 C2 O3 . . . . 29.0(6) ?
O25 C1 C2 O3 . . . . -154.9(3) ?
O24 C1 C2 C14 . . . . -91.1(5) ?
O25 C1 C2 C14 . . . . 85.0(4) ?
C14 C2 O3 C4 . . . . -125.4(3) ?
C1 C2 O3 C4 . . . . 115.8(3) ?
C2 O3 C4 C9 . . . . -76.9(3) ?
C2 O3 C4 C5 . . . . 160.3(3) ?
O3 C4 C5 C10 . . . . -54.3(4) ?
C9 C4 C5 C10 . . . . -176.5(3) ?
O3 C4 C5 C6 . . . . 178.1(3) ?
C9 C4 C5 C6 . . . . 55.9(4) ?
C4 C5 C6 C7 . . . . -54.5(4) ?
C10 C5 C6 C7 . . . . 178.3(3) ?
C5 C6 C7 C8 . . . . 56.8(5) ?
C6 C7 C8 C13 . . . . -180.0(4) ?
C6 C7 C8 C9 . . . . -56.0(5) ?
O3 C4 C9 C8 . . . . -178.8(3) ?
C5 C4 C9 C8 . . . . -59.2(4) ?
C13 C8 C9 C4 . . . . -178.9(3) ?
C7 C8 C9 C4 . . . . 56.9(4) ?
C4 C5 C10 C11 . . . . -64.1(5) ?
C6 C5 C10 C11 . . . . 60.4(5) ?
C4 C5 C10 C12 . . . . 170.7(4) ?
C6 C5 C10 C12 . . . . -64.9(5) ?
O3 C2 C14 C23 . . . . 141.5(3) ?
C1 C2 C14 C23 . . . . -98.7(4) ?
O3 C2 C14 C15 . . . . -40.8(4) ?
C1 C2 C14 C15 . . . . 79.0(4) ?
C23 C14 C15 C16 . . . . 0.7(6) ?
C2 C14 C15 C16 . . . . -177.1(3) ?
C14 C15 C16 C17 . . . . 0.4(6) ?
C15 C16 C17 C22 . . . . -0.7(6) ?
C15 C16 C17 C18 . . . . 178.8(4) ?
C22 C17 C18 C19 . . . . 0.6(6) ?
C16 C17 C18 C19 . . . . -178.8(4) ?
C17 C18 C19 C20 . . . . -0.3(7) ?
C18 C19 C20 C21 . . . . -0.9(7) ?
C19 C20 C21 C22 . . . . 1.6(7) ?
C16 C17 C22 C23 . . . . -0.1(5) ?
C18 C17 C22 C23 . . . . -179.6(3) ?
C16 C17 C22 C21 . . . . 179.6(4) ?
C18 C17 C22 C21 . . . . 0.1(5) ?
C20 C21 C22 C17 . . . . -1.2(6) ?
C20 C21 C22 C23 . . . . 178.5(4) ?
C15 C14 C23 C22 . . . . -1.5(5) ?
C2 C14 C23 C22 . . . . 176.3(3) ?
C17 C22 C23 C14 . . . . 1.2(5) ?
C21 C22 C23 C14 . . . . -178.5(3) ?
O24 C1 O25 C26 . . . . 2.0(7) ?
C2 C1 O25 C26 . . . . -174.1(4) ?


# start Validation Reply Form
_vrf_PLAT029_Methyl_bending      
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.937 Why?
RESPONSE: The slightly low value is due to the restricted space of a
dual source instrument combined with the orientation of the crystal and
the use of Cu radiation.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2b_ethyl_bending
_database_code_depnum_ccdc_archive 'CCDC 1990773'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H32 O3'
_chemical_formula_sum            'C24 H32 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         368.49
_chemical_absolute_configuration rm

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   5.3651(3)
_cell_length_b                   9.6939(5)
_cell_length_c                   42.693(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2220.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6510
_cell_measurement_theta_min      4.1420
_cell_measurement_theta_max      66.8653
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800

_exptl_absorpt_coefficient_mu    0.557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.62
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            9594
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_theta_min         4.14
_diffrn_reflns_theta_max         67.19
_diffrn_reflns_theta_full        67.19
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       46

_refine_special_details          
;
;

_reflns_number_total             3726
_reflns_number_gt                3385
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0627
_refine_ls_wR_factor_gt          0.1660
_refine_ls_wR_factor_ref         0.1686
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_number_reflns         3726
_refine_ls_number_parameters     256
_refine_ls_number_restraints     5
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0565P)²+1.2867P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.200
_refine_diff_density_min         -0.152
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1177 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.28(13)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.1604(9) 0.7245(5) 0.64558(10) 0.0645(11) Uani d . . . 1.0 . .
C C2 0.3069(8) 0.5914(4) 0.64227(8) 0.0559(10) Uani d . . . 1.0 . .
H H2 0.4848 0.6112 0.6449 0.067 Uiso calc U . R 1.0 . .
O O3 0.2670(6) 0.5354(3) 0.61216(6) 0.0711(9) Uani d . . . 1.0 . .
C C4 0.4722(8) 0.5544(5) 0.59065(9) 0.0587(10) Uani d . . . 1.0 . .
H H4 0.6249 0.521 0.6007 0.07 Uiso calc U . R 1.0 . .
C C5 0.4194(9) 0.4642(5) 0.56215(9) 0.0653(11) Uani d . . . 1.0 . .
H H5 0.27 0.5014 0.552 0.078 Uiso calc U . R 1.0 . .
C C6 0.6369(10) 0.4824(6) 0.53904(11) 0.0813(15) Uani d . . . 1.0 . .
H H6A 0.7868 0.4436 0.5482 0.098 Uiso calc U . R 1.0 . .
H H6B 0.6006 0.4315 0.52 0.098 Uiso calc U . R 1.0 . .
C C7 0.6845(13) 0.6325(6) 0.53074(11) 0.0906(17) Uani d . . . 1.0 . .
H H7A 0.8287 0.6382 0.5171 0.109 Uiso calc U . R 1.0 . .
H H7B 0.5421 0.6684 0.5194 0.109 Uiso calc U . R 1.0 . .
C C8 0.7292(11) 0.7209(6) 0.55943(11) 0.0791(14) Uani d . . . 1.0 . .
H H8 0.8794 0.6866 0.5699 0.095 Uiso calc U . R 1.0 . .
C C9 0.5092(9) 0.7031(5) 0.58191(10) 0.0663(11) Uani d . . . 1.0 . .
H H9A 0.539 0.7568 0.6007 0.08 Uiso calc U . R 1.0 . .
H H9B 0.3588 0.7379 0.5721 0.08 Uiso calc U . R 1.0 . .
C C10 0.3648(11) 0.3141(6) 0.57019(12) 0.0859(16) Uani d . . . 1.0 . .
H H10 0.2212 0.3153 0.5844 0.103 Uiso calc U . R 1.0 . .
C C11 0.2845(14) 0.2300(7) 0.54148(15) 0.112(2) Uani d . . . 1.0 . .
H H11A 0.4204 0.2247 0.5269 0.169 Uiso calc U . R 1.0 . .
H H11B 0.1447 0.2739 0.5316 0.169 Uiso calc U . R 1.0 . .
H H11C 0.2383 0.1386 0.5479 0.169 Uiso calc U . R 1.0 . .
C C12 0.5718(19) 0.2421(7) 0.58764(17) 0.126(3) Uani d . . . 1.0 . .
H H12A 0.7188 0.2401 0.5748 0.189 Uiso calc U . R 1.0 . .
H H12B 0.5218 0.1495 0.5925 0.189 Uiso calc U . R 1.0 . .
H H12C 0.6066 0.291 0.6067 0.189 Uiso calc U . R 1.0 . .
C C13 0.7721(17) 0.8708(7) 0.55102(15) 0.119(2) Uani d . . . 1.0 . .
H H13A 0.6301 0.9055 0.5398 0.178 Uiso calc U . R 1.0 . .
H H13B 0.9179 0.8784 0.5381 0.178 Uiso calc U . R 1.0 . .
H H13C 0.7955 0.9236 0.5698 0.178 Uiso calc U . R 1.0 . .
C C14 0.2261(8) 0.4921(4) 0.66716(9) 0.0552(9) Uani d . . . 1.0 . .
C C15 0.3517(8) 0.4822(4) 0.69487(9) 0.0544(9) Uani d . . . 1.0 . .
H H15 0.4938 0.5355 0.6978 0.065 Uiso calc U . R 1.0 . .
C C16 0.2730(8) 0.3935(4) 0.71919(9) 0.0579(10) Uani d . . . 1.0 . .
C C17 0.3951(9) 0.3848(5) 0.74828(11) 0.0701(12) Uani d . . . 1.0 . .
H H17 0.535 0.4393 0.7518 0.084 Uiso calc U . R 1.0 . .
C C18 0.3152(12) 0.2997(6) 0.77115(12) 0.0846(15) Uani d . . . 1.0 . .
H H18 0.3996 0.2966 0.7902 0.102 Uiso calc U . R 1.0 . .
C C19 0.1053(12) 0.2159(6) 0.76639(14) 0.0892(17) Uani d . . . 1.0 . .
H H19 0.052 0.1562 0.7821 0.107 Uiso calc U . R 1.0 . .
C C20 -0.0190(10) 0.2225(5) 0.73885(14) 0.0833(15) Uani d . . . 1.0 . .
H H20 -0.158 0.1668 0.7358 0.1 Uiso calc U . R 1.0 . .
C C21 0.0579(8) 0.3119(4) 0.71473(11) 0.0638(11) Uani d . . . 1.0 . .
C C22 -0.0709(9) 0.3249(5) 0.68580(12) 0.0748(13) Uani d . . . 1.0 . .
H H22 -0.214 0.2728 0.6824 0.09 Uiso calc U . R 1.0 . .
C C23 0.0101(9) 0.4113(5) 0.66304(11) 0.0672(11) Uani d . . . 1.0 . .
H H23 -0.0784 0.4175 0.6444 0.081 Uiso calc U . R 1.0 . .
O O24 -0.0440(8) 0.7408(5) 0.63652(11) 0.1167(16) Uani d . . . 1.0 . .
O O25 0.2890(7) 0.8189(3) 0.66074(9) 0.0941(12) Uani d . . D 1.0 . .
C C26A 0.1806(18) 0.9509(6) 0.6644(4) 0.112(9) Uani d . P D 0.729(17) A 1
H H26A 0.0801 0.954 0.6832 0.134 Uiso calc U P R 0.729(17) A 1
H H26B 0.0749 0.9721 0.6466 0.134 Uiso calc U P R 0.729(17) A 1
C C27A 0.396(2) 1.0552(9) 0.6665(3) 0.137(6) Uani d . P D 0.729(17) A 1
H H27A 0.3295 1.1465 0.669 0.205 Uiso calc U P R 0.729(17) A 1
H H27B 0.4991 1.0331 0.6842 0.205 Uiso calc U P R 0.729(17) A 1
H H27C 0.4939 1.0512 0.6477 0.205 Uiso calc U P R 0.729(17) A 1
C C26B 0.176(9) 0.947(2) 0.6677(7) 0.15(4) Uiso d U P D 0.271(17) A 2
H H26C 0.2632 0.9917 0.6848 0.181 Uiso calc U P R 0.271(17) A 2
H H26D 0.0037 0.9335 0.6737 0.181 Uiso calc U P R 0.271(17) A 2
C C27B 0.193(7) 1.035(3) 0.6378(7) 0.146(14) Uiso d U P D 0.271(17) A 2
H H27D 0.1185 1.1233 0.6415 0.219 Uiso calc U P R 0.271(17) A 2
H H27E 0.3651 1.047 0.6321 0.219 Uiso calc U P R 0.271(17) A 2
H H27F 0.1068 0.9891 0.621 0.219 Uiso calc U P R 0.271(17) A 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O24 . 1.174(6) ?
C1 O25 . 1.316(6) ?
C1 C2 . 1.517(6) ?
C2 O3 . 1.412(4) ?
C2 C14 . 1.498(6) ?
C2 H2 . 0.98 ?
O3 C4 . 1.445(5) ?
C4 C9 . 1.503(6) ?
C4 C5 . 1.525(5) ?
C4 H4 . 0.98 ?
C5 C10 . 1.523(8) ?
C5 C6 . 1.539(6) ?
C5 H5 . 0.98 ?
C6 C7 . 1.519(8) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.514(7) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C13 . 1.515(8) ?
C8 C9 . 1.531(7) ?
C8 H8 . 0.98 ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C12 . 1.508(10) ?
C10 C11 . 1.534(7) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 C15 . 1.365(5) ?
C14 C23 . 1.410(6) ?
C15 C16 . 1.413(6) ?
C15 H15 . 0.93 ?
C16 C17 . 1.407(6) ?
C16 C21 . 1.412(6) ?
C17 C18 . 1.348(7) ?
C17 H17 . 0.93 ?
C18 C19 . 1.403(9) ?
C18 H18 . 0.93 ?
C19 C20 . 1.353(8) ?
C19 H19 . 0.93 ?
C20 C21 . 1.408(7) ?
C20 H20 . 0.93 ?
C21 C22 . 1.421(7) ?
C22 C23 . 1.355(6) ?
C22 H22 . 0.93 ?
C23 H23 . 0.93 ?
O25 C26B . 1.411(3) ?
O25 C26A . 1.414(3) ?
C26A C27A . 1.539(3) ?
C26A H26A . 0.97 ?
C26A H26B . 0.97 ?
C27A H27A . 0.96 ?
C27A H27B . 0.96 ?
C27A H27C . 0.96 ?
C26B C27B . 1.540(3) ?
C26B H26C . 0.97 ?
C26B H26D . 0.97 ?
C27B H27D . 0.96 ?
C27B H27E . 0.96 ?
C27B H27F . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O24 C1 O25 . . 123.9(5) ?
O24 C1 C2 . . 124.6(5) ?
O25 C1 C2 . . 111.4(4) ?
O3 C2 C14 . . 110.8(3) ?
O3 C2 C1 . . 109.5(3) ?
C14 C2 C1 . . 109.3(3) ?
O3 C2 H2 . . 109.1 ?
C14 C2 H2 . . 109.1 ?
C1 C2 H2 . . 109.1 ?
C2 O3 C4 . . 114.5(3) ?
O3 C4 C9 . . 112.4(3) ?
O3 C4 C5 . . 107.0(3) ?
C9 C4 C5 . . 112.1(4) ?
O3 C4 H4 . . 108.4 ?
C9 C4 H4 . . 108.4 ?
C5 C4 H4 . . 108.4 ?
C10 C5 C4 . . 113.8(4) ?
C10 C5 C6 . . 113.6(4) ?
C4 C5 C6 . . 107.7(4) ?
C10 C5 H5 . . 107.1 ?
C4 C5 H5 . . 107.1 ?
C6 C5 H5 . . 107.1 ?
C7 C6 C5 . . 112.8(4) ?
C7 C6 H6A . . 109.0 ?
C5 C6 H6A . . 109.0 ?
C7 C6 H6B . . 109.0 ?
C5 C6 H6B . . 109.0 ?
H6A C6 H6B . . 107.8 ?
C8 C7 C6 . . 112.3(4) ?
C8 C7 H7A . . 109.1 ?
C6 C7 H7A . . 109.1 ?
C8 C7 H7B . . 109.1 ?
C6 C7 H7B . . 109.1 ?
H7A C7 H7B . . 107.9 ?
C7 C8 C13 . . 112.0(4) ?
C7 C8 C9 . . 108.7(5) ?
C13 C8 C9 . . 111.9(5) ?
C7 C8 H8 . . 108.0 ?
C13 C8 H8 . . 108.0 ?
C9 C8 H8 . . 108.0 ?
C4 C9 C8 . . 111.4(4) ?
C4 C9 H9A . . 109.3 ?
C8 C9 H9A . . 109.3 ?
C4 C9 H9B . . 109.3 ?
C8 C9 H9B . . 109.3 ?
H9A C9 H9B . . 108.0 ?
C12 C10 C5 . . 114.3(5) ?
C12 C10 C11 . . 110.8(5) ?
C5 C10 C11 . . 112.4(5) ?
C12 C10 H10 . . 106.2 ?
C5 C10 H10 . . 106.2 ?
C11 C10 H10 . . 106.2 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C8 C13 H13A . . 109.5 ?
C8 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C8 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 C23 . . 118.3(4) ?
C15 C14 C2 . . 121.2(4) ?
C23 C14 C2 . . 120.4(4) ?
C14 C15 C16 . . 122.2(4) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C17 C16 C21 . . 117.8(4) ?
C17 C16 C15 . . 123.1(4) ?
C21 C16 C15 . . 119.1(4) ?
C18 C17 C16 . . 121.9(5) ?
C18 C17 H17 . . 119.1 ?
C16 C17 H17 . . 119.1 ?
C17 C18 C19 . . 120.3(5) ?
C17 C18 H18 . . 119.9 ?
C19 C18 H18 . . 119.9 ?
C20 C19 C18 . . 119.6(5) ?
C20 C19 H19 . . 120.2 ?
C18 C19 H19 . . 120.2 ?
C19 C20 C21 . . 121.3(5) ?
C19 C20 H20 . . 119.3 ?
C21 C20 H20 . . 119.3 ?
C20 C21 C16 . . 119.0(5) ?
C20 C21 C22 . . 123.2(5) ?
C16 C21 C22 . . 117.7(4) ?
C23 C22 C21 . . 121.5(4) ?
C23 C22 H22 . . 119.3 ?
C21 C22 H22 . . 119.3 ?
C22 C23 C14 . . 121.2(4) ?
C22 C23 H23 . . 119.4 ?
C14 C23 H23 . . 119.4 ?
C1 O25 C26B . . 119.(2) ?
C1 O25 C26A . . 117.9(6) ?
O25 C26A C27A . . 107.0(6) ?
O25 C26A H26A . . 110.3 ?
C27A C26A H26A . . 110.3 ?
O25 C26A H26B . . 110.3 ?
C27A C26A H26B . . 110.3 ?
H26A C26A H26B . . 108.6 ?
C26A C27A H27A . . 109.5 ?
C26A C27A H27B . . 109.5 ?
H27A C27A H27B . . 109.5 ?
C26A C27A H27C . . 109.5 ?
H27A C27A H27C . . 109.5 ?
H27B C27A H27C . . 109.5 ?
O25 C26B C27B . . 106.7(14) ?
O25 C26B H26C . . 110.4 ?
C27B C26B H26C . . 110.4 ?
O25 C26B H26D . . 110.4 ?
C27B C26B H26D . . 110.4 ?
H26C C26B H26D . . 108.6 ?
C26B C27B H27D . . 109.5 ?
C26B C27B H27E . . 109.5 ?
H27D C27B H27E . . 109.5 ?
C26B C27B H27F . . 109.5 ?
H27D C27B H27F . . 109.5 ?
H27E C27B H27F . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O24 C1 C2 O3 . . . . 41.7(6) ?
O25 C1 C2 O3 . . . . -140.1(4) ?
O24 C1 C2 C14 . . . . -79.8(6) ?
O25 C1 C2 C14 . . . . 98.4(4) ?
C14 C2 O3 C4 . . . . -135.4(4) ?
C1 C2 O3 C4 . . . . 104.0(4) ?
C2 O3 C4 C9 . . . . -67.6(5) ?
C2 O3 C4 C5 . . . . 168.9(4) ?
O3 C4 C5 C10 . . . . -52.8(5) ?
C9 C4 C5 C10 . . . . -176.4(4) ?
O3 C4 C5 C6 . . . . -179.7(4) ?
C9 C4 C5 C6 . . . . 56.7(5) ?
C10 C5 C6 C7 . . . . 178.7(5) ?
C4 C5 C6 C7 . . . . -54.3(6) ?
C5 C6 C7 C8 . . . . 55.7(7) ?
C6 C7 C8 C13 . . . . -179.0(6) ?
C6 C7 C8 C9 . . . . -54.8(6) ?
O3 C4 C9 C8 . . . . 179.3(3) ?
C5 C4 C9 C8 . . . . -60.1(5) ?
C7 C8 C9 C4 . . . . 57.0(5) ?
C13 C8 C9 C4 . . . . -178.7(5) ?
C4 C5 C10 C12 . . . . -58.8(6) ?
C6 C5 C10 C12 . . . . 65.0(6) ?
C4 C5 C10 C11 . . . . 173.7(5) ?
C6 C5 C10 C11 . . . . -62.5(6) ?
O3 C2 C14 C15 . . . . 144.8(4) ?
C1 C2 C14 C15 . . . . -94.5(5) ?
O3 C2 C14 C23 . . . . -38.4(5) ?
C1 C2 C14 C23 . . . . 82.3(5) ?
C23 C14 C15 C16 . . . . 0.4(6) ?
C2 C14 C15 C16 . . . . 177.3(4) ?
C14 C15 C16 C17 . . . . -178.0(4) ?
C14 C15 C16 C21 . . . . 0.2(6) ?
C21 C16 C17 C18 . . . . 1.4(7) ?
C15 C16 C17 C18 . . . . 179.6(5) ?
C16 C17 C18 C19 . . . . 0.3(8) ?
C17 C18 C19 C20 . . . . -1.0(9) ?
C18 C19 C20 C21 . . . . 0.0(8) ?
C19 C20 C21 C16 . . . . 1.7(7) ?
C19 C20 C21 C22 . . . . -178.2(5) ?
C17 C16 C21 C20 . . . . -2.4(6) ?
C15 C16 C21 C20 . . . . 179.4(4) ?
C17 C16 C21 C22 . . . . 177.6(4) ?
C15 C16 C21 C22 . . . . -0.7(6) ?
C20 C21 C22 C23 . . . . -179.5(5) ?
C16 C21 C22 C23 . . . . 0.6(7) ?
C21 C22 C23 C14 . . . . 0.0(7) ?
C15 C14 C23 C22 . . . . -0.6(6) ?
C2 C14 C23 C22 . . . . -177.4(4) ?
O24 C1 O25 C26B . . . . 2.1(15) ?
C2 C1 O25 C26B . . . . -176.1(13) ?
O24 C1 O25 C26A . . . . -4.7(10) ?
C2 C1 O25 C26A . . . . 177.1(8) ?
C1 O25 C26A C27A . . . . -151.6(9) ?
C1 O25 C26B C27B . . . . -81.(4) ?


# start Validation Reply Form
_vrf_PLAT029_Ethyl_bending       
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.957 Why?
RESPONSE: The slightly low value is due to the restricted space of a
dual source instrument combined with the orientation of the crystal and
the use of Cu radiation.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3b_isopropyl_bending
_database_code_depnum_ccdc_archive 'CCDC 1990772'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H34 O3'
_chemical_formula_sum            'C25 H34 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         382.52
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.3605(4)
_cell_length_b                   10.0888(8)
_cell_length_c                   21.4700(16)
_cell_angle_alpha                90
_cell_angle_beta                 97.129(5)
_cell_angle_gamma                90
_cell_volume                     1152.14(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6158
_cell_measurement_theta_min      4.1503
_cell_measurement_theta_max      66.0928
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.359
_exptl_crystal_size_mid          0.325
_exptl_crystal_size_min          0.096
_exptl_crystal_density_diffrn    1.103
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416

_exptl_absorpt_coefficient_mu    0.552
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8797
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         66.82
_diffrn_reflns_theta_full        66.82
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 0.912
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_refine_special_details          
;
;

_reflns_number_total             3444
_reflns_number_gt                3069
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0607
_refine_ls_wR_factor_gt          0.1594
_refine_ls_wR_factor_ref         0.1650
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_number_reflns         3444
_refine_ls_number_parameters     258
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0834P)²+0.2330P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.143
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1192 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(14)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.5938(5) 0.3983(4) 0.22644(11) 0.0754(10) Uani d . . . 1 . .
C C2 0.7721(6) 0.4187(5) 0.18264(16) 0.0628(12) Uani d . . . 1 . .
H H2 0.9394 0.3947 0.2033 0.075 Uiso calc U . R 1 . .
C C3 0.7797(9) 0.5602(6) 0.1612(2) 0.0773(14) Uani d . . . 1 . .
H H3A 0.8246 0.6167 0.1975 0.093 Uiso calc U . R 1 . .
H H3B 0.6135 0.586 0.142 0.093 Uiso calc U . R 1 . .
C C4 0.9677(13) 0.5819(8) 0.1143(2) 0.0975(18) Uani d . . . 1 . .
H H4 1.1358 0.5592 0.1348 0.117 Uiso calc U . R 1 . .
C C5 0.971(2) 0.7252(11) 0.0923(4) 0.162(4) Uani d . . . 1 . .
H H5A 0.8076 0.7492 0.0721 0.242 Uiso calc U . R 1 . .
H H5B 1.0923 0.7349 0.0633 0.242 Uiso calc U . R 1 . .
H H5C 1.0159 0.7821 0.1278 0.242 Uiso calc U . R 1 . .
C C6 0.8992(17) 0.4852(9) 0.0593(2) 0.124(3) Uani d . . . 1 . .
H H6A 0.7372 0.5098 0.0371 0.149 Uiso calc U . R 1 . .
H H6B 1.0233 0.4924 0.0302 0.149 Uiso calc U . R 1 . .
C C7 0.8883(12) 0.3451(7) 0.0811(2) 0.0976(19) Uani d . . . 1 . .
H H7A 1.0544 0.3186 0.1001 0.117 Uiso calc U . R 1 . .
H H7B 0.8421 0.2885 0.0449 0.117 Uiso calc U . R 1 . .
C C8 0.7019(7) 0.3230(6) 0.12831(18) 0.0724(14) Uani d . . . 1 . .
H H8 0.5367 0.3506 0.1077 0.087 Uiso calc U . R 1 . .
C C9 0.6758(9) 0.1784(7) 0.1483(2) 0.0837(15) Uani d . . . 1 . .
H H9 0.5513 0.1783 0.1781 0.1 Uiso calc U . R 1 . .
C C10 0.5684(14) 0.0914(10) 0.0940(3) 0.122(2) Uani d . . . 1 . .
H H10A 0.4268 0.1349 0.0709 0.184 Uiso calc U . R 1 . .
H H10B 0.5157 0.0084 0.1098 0.184 Uiso calc U . R 1 . .
H H10C 0.6947 0.0759 0.0668 0.184 Uiso calc U . R 1 . .
C C11 0.9119(13) 0.1187(9) 0.1828(4) 0.126(3) Uani d . . . 1 . .
H H11A 1.0453 0.1241 0.1569 0.19 Uiso calc U . R 1 . .
H H11B 0.8818 0.0276 0.1922 0.19 Uiso calc U . R 1 . .
H H11C 0.9587 0.1666 0.2211 0.19 Uiso calc U . R 1 . .
C C12 0.6626(6) 0.4566(5) 0.28601(15) 0.0530(10) Uani d . . . 1 . .
H H12 0.8414 0.4799 0.2907 0.064 Uiso calc U . R 1 . .
C C13 0.5068(8) 0.5806(5) 0.29164(19) 0.0646(12) Uani d . . . 1 . .
O O14 0.2832(6) 0.5849(5) 0.2836(3) 0.1187(16) Uani d . . . 1 . .
O O15 0.6471(6) 0.6844(4) 0.30895(14) 0.0746(9) Uani d . . . 1 . .
C C16 0.5297(13) 0.8135(7) 0.3146(3) 0.0973(19) Uani d . . . 1 . .
H H16 0.3918 0.8061 0.3404 0.117 Uiso calc U . R 1 . .
C C17 0.4351(18) 0.8661(9) 0.2524(4) 0.134(3) Uani d . . . 1 . .
H H17A 0.571 0.8722 0.2273 0.201 Uiso calc U . R 1 . .
H H17B 0.3647 0.9526 0.2568 0.201 Uiso calc U . R 1 . .
H H17C 0.3079 0.808 0.2323 0.201 Uiso calc U . R 1 . .
C C18 0.740(2) 0.9018(11) 0.3478(6) 0.205(7) Uani d . . . 1 . .
H H18A 0.7998 0.8646 0.3881 0.308 Uiso calc U . R 1 . .
H H18B 0.6753 0.9892 0.3534 0.308 Uiso calc U . R 1 . .
H H18C 0.8761 0.9067 0.3228 0.308 Uiso calc U . R 1 . .
C C19 0.6140(6) 0.3598(4) 0.33690(16) 0.0496(9) Uani d . . . 1 . .
C C20 0.7761(6) 0.3515(4) 0.39120(16) 0.0490(9) Uani d . . . 1 . .
H H20 0.92 0.4039 0.3962 0.059 Uiso calc U . R 1 . .
C C21 0.7277(7) 0.2637(4) 0.44029(17) 0.0531(9) Uani d . . . 1 . .
C C22 0.8943(8) 0.2547(5) 0.49680(19) 0.0678(11) Uani d . . . 1 . .
H H22 1.037 0.3079 0.5024 0.081 Uiso calc U . R 1 . .
C C23 0.8476(10) 0.1690(6) 0.5429(2) 0.0816(14) Uani d . . . 1 . .
H H23 0.9583 0.1637 0.5798 0.098 Uiso calc U . R 1 . .
C C24 0.6354(10) 0.0899(7) 0.5349(2) 0.0865(15) Uani d . . . 1 . .
H H24 0.6053 0.0314 0.5667 0.104 Uiso calc U . R 1 . .
C C25 0.4708(9) 0.0958(6) 0.4818(2) 0.0781(14) Uani d . . . 1 . .
H H25 0.3302 0.041 0.4772 0.094 Uiso calc U . R 1 . .
C C26 0.5121(7) 0.1858(5) 0.43269(19) 0.0597(10) Uani d . . . 1 . .
C C27 0.3468(7) 0.1968(5) 0.3767(2) 0.0674(12) Uani d . . . 1 . .
H H27 0.2019 0.1452 0.3714 0.081 Uiso calc U . R 1 . .
C C28 0.3943(7) 0.2812(5) 0.33020(19) 0.0618(11) Uani d . . . 1 . .
H H28 0.2813 0.2872 0.2938 0.074 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C12 . 1.414(4) ?
O1 C2 . 1.436(4) ?
C2 C3 . 1.501(8) ?
C2 C8 . 1.525(7) ?
C2 H2 . 0.98 ?
C3 C4 . 1.527(7) ?
C3 H3A . 0.97 ?
C3 H3B . 0.97 ?
C4 C5 . 1.522(13) ?
C4 C6 . 1.540(10) ?
C4 H4 . 0.98 ?
C5 H5A . 0.96 ?
C5 H5B . 0.96 ?
C5 H5C . 0.96 ?
C6 C7 . 1.493(11) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.526(7) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C9 . 1.532(9) ?
C8 H8 . 0.98 ?
C9 C11 . 1.510(9) ?
C9 C10 . 1.515(8) ?
C9 H9 . 0.98 ?
C10 H10A . 0.96 ?
C10 H10B . 0.96 ?
C10 H10C . 0.96 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 C19 . 1.512(6) ?
C12 C13 . 1.517(7) ?
C12 H12 . 0.98 ?
C13 O14 . 1.191(5) ?
C13 O15 . 1.315(6) ?
O15 C16 . 1.458(7) ?
C16 C17 . 1.468(9) ?
C16 C18 . 1.541(13) ?
C16 H16 . 0.98 ?
C17 H17A . 0.96 ?
C17 H17B . 0.96 ?
C17 H17C . 0.96 ?
C18 H18A . 0.96 ?
C18 H18B . 0.96 ?
C18 H18C . 0.96 ?
C19 C20 . 1.368(5) ?
C19 C28 . 1.412(6) ?
C20 C21 . 1.425(5) ?
C20 H20 . 0.93 ?
C21 C26 . 1.391(6) ?
C21 C22 . 1.417(5) ?
C22 C23 . 1.360(7) ?
C22 H22 . 0.93 ?
C23 C24 . 1.383(8) ?
C23 H23 . 0.93 ?
C24 C25 . 1.355(7) ?
C24 H24 . 0.93 ?
C25 C26 . 1.429(7) ?
C25 H25 . 0.93 ?
C26 C27 . 1.406(6) ?
C27 C28 . 1.360(7) ?
C27 H27 . 0.93 ?
C28 H28 . 0.93 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C12 O1 C2 . . 114.3(3) ?
O1 C2 C3 . . 112.5(4) ?
O1 C2 C8 . . 106.8(3) ?
C3 C2 C8 . . 112.4(4) ?
O1 C2 H2 . . 108.3 ?
C3 C2 H2 . . 108.3 ?
C8 C2 H2 . . 108.3 ?
C2 C3 C4 . . 112.6(5) ?
C2 C3 H3A . . 109.1 ?
C4 C3 H3A . . 109.1 ?
C2 C3 H3B . . 109.1 ?
C4 C3 H3B . . 109.1 ?
H3A C3 H3B . . 107.8 ?
C5 C4 C3 . . 112.0(7) ?
C5 C4 C6 . . 112.1(6) ?
C3 C4 C6 . . 107.5(6) ?
C5 C4 H4 . . 108.4 ?
C3 C4 H4 . . 108.4 ?
C6 C4 H4 . . 108.4 ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C7 C6 C4 . . 112.0(5) ?
C7 C6 H6A . . 109.2 ?
C4 C6 H6A . . 109.2 ?
C7 C6 H6B . . 109.2 ?
C4 C6 H6B . . 109.2 ?
H6A C6 H6B . . 107.9 ?
C6 C7 C8 . . 113.6(5) ?
C6 C7 H7A . . 108.8 ?
C8 C7 H7A . . 108.8 ?
C6 C7 H7B . . 108.8 ?
C8 C7 H7B . . 108.8 ?
H7A C7 H7B . . 107.7 ?
C7 C8 C2 . . 107.2(4) ?
C7 C8 C9 . . 114.5(5) ?
C2 C8 C9 . . 114.3(4) ?
C7 C8 H8 . . 106.8 ?
C2 C8 H8 . . 106.8 ?
C9 C8 H8 . . 106.8 ?
C11 C9 C10 . . 111.2(7) ?
C11 C9 C8 . . 114.6(5) ?
C10 C9 C8 . . 112.0(5) ?
C11 C9 H9 . . 106.1 ?
C10 C9 H9 . . 106.1 ?
C8 C9 H9 . . 106.1 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C9 C11 H11A . . 109.5 ?
C9 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C9 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
O1 C12 C19 . . 109.6(4) ?
O1 C12 C13 . . 109.3(3) ?
C19 C12 C13 . . 109.2(3) ?
O1 C12 H12 . . 109.6 ?
C19 C12 H12 . . 109.6 ?
C13 C12 H12 . . 109.6 ?
O14 C13 O15 . . 122.8(5) ?
O14 C13 C12 . . 124.9(5) ?
O15 C13 C12 . . 112.2(3) ?
C13 O15 C16 . . 119.8(4) ?
O15 C16 C17 . . 110.5(5) ?
O15 C16 C18 . . 104.9(5) ?
C17 C16 C18 . . 111.2(9) ?
O15 C16 H16 . . 110.0 ?
C17 C16 H16 . . 110.0 ?
C18 C16 H16 . . 110.0 ?
C16 C17 H17A . . 109.5 ?
C16 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C16 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C20 C19 C28 . . 119.1(3) ?
C20 C19 C12 . . 120.5(3) ?
C28 C19 C12 . . 120.4(3) ?
C19 C20 C21 . . 120.9(3) ?
C19 C20 H20 . . 119.5 ?
C21 C20 H20 . . 119.5 ?
C26 C21 C22 . . 119.4(4) ?
C26 C21 C20 . . 119.3(3) ?
C22 C21 C20 . . 121.3(4) ?
C23 C22 C21 . . 120.7(5) ?
C23 C22 H22 . . 119.7 ?
C21 C22 H22 . . 119.7 ?
C22 C23 C24 . . 120.0(5) ?
C22 C23 H23 . . 120.0 ?
C24 C23 H23 . . 120.0 ?
C25 C24 C23 . . 121.2(5) ?
C25 C24 H24 . . 119.4 ?
C23 C24 H24 . . 119.4 ?
C24 C25 C26 . . 120.3(5) ?
C24 C25 H25 . . 119.8 ?
C26 C25 H25 . . 119.8 ?
C21 C26 C27 . . 118.8(4) ?
C21 C26 C25 . . 118.4(4) ?
C27 C26 C25 . . 122.8(4) ?
C28 C27 C26 . . 121.4(4) ?
C28 C27 H27 . . 119.3 ?
C26 C27 H27 . . 119.3 ?
C27 C28 C19 . . 120.4(4) ?
C27 C28 H28 . . 119.8 ?
C19 C28 H28 . . 119.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C12 O1 C2 C3 . . . . -69.9(4) ?
C12 O1 C2 C8 . . . . 166.4(4) ?
O1 C2 C3 C4 . . . . -179.5(4) ?
C8 C2 C3 C4 . . . . -58.9(5) ?
C2 C3 C4 C5 . . . . 179.3(6) ?
C2 C3 C4 C6 . . . . 55.7(6) ?
C5 C4 C6 C7 . . . . -178.3(8) ?
C3 C4 C6 C7 . . . . -54.7(8) ?
C4 C6 C7 C8 . . . . 57.7(8) ?
C6 C7 C8 C2 . . . . -55.6(6) ?
C6 C7 C8 C9 . . . . 176.5(5) ?
O1 C2 C8 C7 . . . . 179.3(4) ?
C3 C2 C8 C7 . . . . 55.5(5) ?
O1 C2 C8 C9 . . . . -52.6(5) ?
C3 C2 C8 C9 . . . . -176.4(4) ?
C7 C8 C9 C11 . . . . 63.6(6) ?
C2 C8 C9 C11 . . . . -60.7(6) ?
C7 C8 C9 C10 . . . . -64.3(6) ?
C2 C8 C9 C10 . . . . 171.4(4) ?
C2 O1 C12 C19 . . . . -135.8(4) ?
C2 O1 C12 C13 . . . . 104.5(4) ?
O1 C12 C13 O14 . . . . 54.4(6) ?
C19 C12 C13 O14 . . . . -65.5(5) ?
O1 C12 C13 O15 . . . . -127.9(3) ?
C19 C12 C13 O15 . . . . 112.1(3) ?
O14 C13 O15 C16 . . . . -4.5(7) ?
C12 C13 O15 C16 . . . . 177.9(4) ?
C13 O15 C16 C17 . . . . -71.0(7) ?
C13 O15 C16 C18 . . . . 169.0(7) ?
O1 C12 C19 C20 . . . . 142.3(3) ?
C13 C12 C19 C20 . . . . -98.0(4) ?
O1 C12 C19 C28 . . . . -40.7(5) ?
C13 C12 C19 C28 . . . . 79.0(5) ?
C28 C19 C20 C21 . . . . 0.9(5) ?
C12 C19 C20 C21 . . . . 178.0(3) ?
C19 C20 C21 C26 . . . . -0.1(5) ?
C19 C20 C21 C22 . . . . -179.8(4) ?
C26 C21 C22 C23 . . . . 1.3(7) ?
C20 C21 C22 C23 . . . . -179.0(5) ?
C21 C22 C23 C24 . . . . -0.2(8) ?
C22 C23 C24 C25 . . . . -0.2(9) ?
C23 C24 C25 C26 . . . . -0.7(9) ?
C22 C21 C26 C27 . . . . 179.3(4) ?
C20 C21 C26 C27 . . . . -0.4(6) ?
C22 C21 C26 C25 . . . . -2.1(6) ?
C20 C21 C26 C25 . . . . 178.3(4) ?
C24 C25 C26 C21 . . . . 1.8(7) ?
C24 C25 C26 C27 . . . . -179.6(5) ?
C21 C26 C27 C28 . . . . 0.2(7) ?
C25 C26 C27 C28 . . . . -178.4(5) ?
C26 C27 C28 C19 . . . . 0.5(7) ?
C20 C19 C28 C27 . . . . -1.1(6) ?
C12 C19 C28 C27 . . . . -178.2(4) ?


# start Validation Reply Form
_vrf_PLAT029_IsoPropyl_bending   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.912 Why?
RESPONSE: The slightly low value is due to the restricted space of a
dual source instrument combined with the orientation of the crystal and
the use of Cu radiation.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_3a_isopropyl_brittle
_database_code_depnum_ccdc_archive 'CCDC 1990774'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H34 O3'
_chemical_formula_sum            'C25 H34 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         382.52
_chemical_absolute_configuration rm

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   7.0826(2)
_cell_length_b                   16.1438(4)
_cell_length_c                   20.5765(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2352.72(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7334
_cell_measurement_theta_min      2.7371
_cell_measurement_theta_max      66.4925
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.286
_exptl_crystal_size_mid          0.206
_exptl_crystal_size_min          0.112
_exptl_crystal_density_diffrn    1.080
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             832

_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            11475
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         67.45
_diffrn_reflns_theta_full        67.45
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.958
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;
;

_reflns_number_total             4050
_reflns_number_gt                3797
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0712
_refine_ls_wR_factor_gt          0.2140
_refine_ls_wR_factor_ref         0.2179
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.216
_refine_ls_number_reflns         4050
_refine_ls_number_parameters     258
_refine_ls_number_restraints     36
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1292P)²+0.4119P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.193
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1515 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.13(5)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.8094(6) 0.5611(2) 0.55761(17) 0.0692(9) Uani d . . . 1 . .
C C2 0.7740(6) 0.4743(2) 0.58501(17) 0.0736(10) Uani d . . . 1 . .
H H2 0.8899 0.4523 0.6045 0.088 Uiso calc U . R 1 . .
O O3 0.6280(4) 0.47536(17) 0.63113(11) 0.0760(7) Uani d . . . 1 . .
C C4 0.6785(6) 0.5084(2) 0.69419(18) 0.0730(10) Uani d . . . 1 . .
H H4 0.7609 0.5566 0.6883 0.088 Uiso calc U . R 1 . .
C C5 0.4971(7) 0.5356(3) 0.7266(2) 0.0858(12) Uani d . . . 1 . .
H H5 0.413 0.4874 0.727 0.103 Uiso calc U . R 1 . .
C C6 0.5343(9) 0.5588(4) 0.7980(2) 0.1072(16) Uani d . . . 1 . .
H H6A 0.6095 0.609 0.7995 0.129 Uiso calc U . R 1 . .
H H6B 0.4149 0.5702 0.8193 0.129 Uiso calc U . R 1 . .
C C7 0.6365(11) 0.4907(4) 0.8347(2) 0.117(2) Uani d . . . 1 . .
H H7A 0.6615 0.5093 0.8788 0.14 Uiso calc U . R 1 . .
H H7B 0.5558 0.4423 0.8372 0.14 Uiso calc U . R 1 . .
C C8 0.8166(9) 0.4676(3) 0.8034(2) 0.1016(15) Uani d . . . 1 . .
H H8 0.8973 0.5169 0.8032 0.122 Uiso calc U . R 1 . .
C C9 0.7831(9) 0.4425(3) 0.7327(2) 0.0975(15) Uani d . . . 1 . .
H H9A 0.9038 0.4319 0.7121 0.117 Uiso calc U . R 1 . .
H H9B 0.7108 0.3915 0.7317 0.117 Uiso calc U . R 1 . .
C C10 0.3944(7) 0.6043(4) 0.6886(3) 0.1014(15) Uani d . . . 1 . .
H H10 0.3967 0.5881 0.6427 0.122 Uiso calc U . R 1 . .
C C11 0.4843(11) 0.6882(4) 0.6928(4) 0.128(2) Uani d . . . 1 . .
H H11A 0.4661 0.7104 0.7356 0.192 Uiso calc U . R 1 . .
H H11B 0.4274 0.7244 0.6614 0.192 Uiso calc U . R 1 . .
H H11C 0.617 0.6835 0.6841 0.192 Uiso calc U . R 1 . .
C C12 0.1874(10) 0.6091(6) 0.7085(4) 0.148(3) Uani d U . . 1 . .
H H12A 0.1788 0.6159 0.7548 0.221 Uiso calc U . R 1 . .
H H12B 0.1241 0.559 0.696 0.221 Uiso calc U . R 1 . .
H H12C 0.1289 0.6555 0.6874 0.221 Uiso calc U . R 1 . .
C C13 0.9238(13) 0.3989(5) 0.8390(4) 0.143(2) Uani d U . . 1 . .
H H13A 0.9177 0.4084 0.885 0.215 Uiso calc U . R 1 . .
H H13B 1.0533 0.3989 0.8252 0.215 Uiso calc U . R 1 . .
H H13C 0.8676 0.3463 0.829 0.215 Uiso calc U . R 1 . .
C C14 0.7120(7) 0.4202(2) 0.52847(18) 0.0795(11) Uani d . . . 1 . .
C C15 0.8310(8) 0.3651(2) 0.5022(2) 0.0871(13) Uani d . . . 1 . .
H H15 0.9509 0.3585 0.5198 0.105 Uiso calc U . R 1 . .
C C16 0.7753(9) 0.3156(3) 0.44636(19) 0.0899(13) Uani d . . . 1 . .
C C17 0.8974(10) 0.2576(3) 0.4192(3) 0.1081(16) Uani d U . . 1 . .
H H17 1.0176 0.2495 0.4362 0.13 Uiso calc U . R 1 . .
C C18 0.8353(11) 0.2125(4) 0.3662(4) 0.1235(19) Uani d U . . 1 . .
H H18 0.9164 0.1747 0.3466 0.148 Uiso calc U . R 1 . .
C C19 0.6614(11) 0.2221(4) 0.3426(3) 0.1206(18) Uani d U . . 1 . .
H H19 0.6255 0.189 0.3078 0.145 Uiso calc U . R 1 . .
C C20 0.5338(12) 0.2767(4) 0.3658(3) 0.1200(18) Uani d U . . 1 . .
H H20 0.4144 0.2821 0.3476 0.144 Uiso calc U . R 1 . .
C C21 0.5941(10) 0.3272(3) 0.4218(2) 0.0977(15) Uani d . . . 1 . .
C C22 0.4707(9) 0.3842(4) 0.4497(3) 0.1062(16) Uani d . . . 1 . .
H H22 0.3499 0.3909 0.4327 0.127 Uiso calc U . R 1 . .
C C23 0.5271(8) 0.4307(3) 0.5023(2) 0.0931(13) Uani d . . . 1 . .
H H23 0.4448 0.469 0.5208 0.112 Uiso calc U . R 1 . .
O O24 0.6921(5) 0.61373(19) 0.55290(19) 0.0971(10) Uani d . . . 1 . .
O O25 0.9853(4) 0.56744(16) 0.53558(14) 0.0776(7) Uani d . . . 1 . .
C C26 1.0336(6) 0.6415(3) 0.4987(2) 0.0835(11) Uani d . . . 1 . .
H H26 0.9254 0.6575 0.4718 0.1 Uiso calc U . R 1 . .
C C27 1.0813(10) 0.7107(3) 0.5433(3) 0.1162(18) Uani d . . . 1 . .
H H27A 0.9787 0.7196 0.573 0.174 Uiso calc U . R 1 . .
H H27B 1.1028 0.7602 0.5185 0.174 Uiso calc U . R 1 . .
H H27C 1.1933 0.6971 0.5673 0.174 Uiso calc U . R 1 . .
C C28 1.1955(9) 0.6173(5) 0.4551(3) 0.1237(19) Uani d . . . 1 . .
H H28A 1.3055 0.6065 0.4811 0.186 Uiso calc U . R 1 . .
H H28B 1.2217 0.6616 0.4254 0.186 Uiso calc U . R 1 . .
H H28C 1.1626 0.5684 0.4312 0.186 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O24 . 1.192(5) ?
C1 O25 . 1.330(5) ?
C1 C2 . 1.530(5) ?
C2 O3 . 1.404(5) ?
C2 C14 . 1.520(6) ?
C2 H2 . 0.98 ?
O3 C4 . 1.448(4) ?
C4 C5 . 1.513(6) ?
C4 C9 . 1.518(6) ?
C4 H4 . 0.98 ?
C5 C10 . 1.538(8) ?
C5 C6 . 1.539(6) ?
C5 H5 . 0.98 ?
C6 C7 . 1.519(9) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.477(10) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C9 . 1.529(6) ?
C8 C13 . 1.530(9) ?
C8 H8 . 0.98 ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C11 . 1.500(9) ?
C10 C12 . 1.524(9) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 C15 . 1.339(6) ?
C14 C23 . 1.426(7) ?
C15 C16 . 1.453(6) ?
C15 H15 . 0.93 ?
C16 C17 . 1.392(8) ?
C16 C21 . 1.392(8) ?
C17 C18 . 1.383(9) ?
C17 H17 . 0.93 ?
C18 C19 . 1.332(10) ?
C18 H18 . 0.93 ?
C19 C20 . 1.349(10) ?
C19 H19 . 0.93 ?
C20 C21 . 1.474(8) ?
C20 H20 . 0.93 ?
C21 C22 . 1.393(9) ?
C22 C23 . 1.377(7) ?
C22 H22 . 0.93 ?
C23 H23 . 0.93 ?
O25 C26 . 1.457(5) ?
C26 C27 . 1.485(8) ?
C26 C28 . 1.507(7) ?
C26 H26 . 0.98 ?
C27 H27A . 0.96 ?
C27 H27B . 0.96 ?
C27 H27C . 0.96 ?
C28 H28A . 0.96 ?
C28 H28B . 0.96 ?
C28 H28C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O24 C1 O25 . . 124.7(3) ?
O24 C1 C2 . . 124.6(4) ?
O25 C1 C2 . . 110.5(3) ?
O3 C2 C14 . . 108.1(4) ?
O3 C2 C1 . . 111.0(3) ?
C14 C2 C1 . . 107.0(3) ?
O3 C2 H2 . . 110.2 ?
C14 C2 H2 . . 110.2 ?
C1 C2 H2 . . 110.2 ?
C2 O3 C4 . . 115.3(3) ?
O3 C4 C5 . . 107.0(3) ?
O3 C4 C9 . . 109.3(3) ?
C5 C4 C9 . . 112.8(4) ?
O3 C4 H4 . . 109.2 ?
C5 C4 H4 . . 109.2 ?
C9 C4 H4 . . 109.2 ?
C4 C5 C10 . . 112.8(4) ?
C4 C5 C6 . . 110.2(4) ?
C10 C5 C6 . . 112.9(5) ?
C4 C5 H5 . . 106.8 ?
C10 C5 H5 . . 106.8 ?
C6 C5 H5 . . 106.8 ?
C7 C6 C5 . . 112.4(5) ?
C7 C6 H6A . . 109.1 ?
C5 C6 H6A . . 109.1 ?
C7 C6 H6B . . 109.1 ?
C5 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.9 ?
C8 C7 C6 . . 112.2(4) ?
C8 C7 H7A . . 109.2 ?
C6 C7 H7A . . 109.2 ?
C8 C7 H7B . . 109.2 ?
C6 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
C7 C8 C9 . . 110.4(5) ?
C7 C8 C13 . . 113.7(5) ?
C9 C8 C13 . . 109.9(5) ?
C7 C8 H8 . . 107.5 ?
C9 C8 H8 . . 107.5 ?
C13 C8 H8 . . 107.5 ?
C4 C9 C8 . . 112.8(4) ?
C4 C9 H9A . . 109.0 ?
C8 C9 H9A . . 109.0 ?
C4 C9 H9B . . 109.0 ?
C8 C9 H9B . . 109.0 ?
H9A C9 H9B . . 107.8 ?
C11 C10 C12 . . 110.3(6) ?
C11 C10 C5 . . 114.9(4) ?
C12 C10 C5 . . 110.8(6) ?
C11 C10 H10 . . 106.8 ?
C12 C10 H10 . . 106.8 ?
C5 C10 H10 . . 106.8 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C8 C13 H13A . . 109.5 ?
C8 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C8 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 C23 . . 120.3(4) ?
C15 C14 C2 . . 120.6(4) ?
C23 C14 C2 . . 119.0(4) ?
C14 C15 C16 . . 120.9(5) ?
C14 C15 H15 . . 119.5 ?
C16 C15 H15 . . 119.5 ?
C17 C16 C21 . . 121.1(5) ?
C17 C16 C15 . . 121.3(5) ?
C21 C16 C15 . . 117.6(5) ?
C18 C17 C16 . . 118.3(7) ?
C18 C17 H17 . . 120.9 ?
C16 C17 H17 . . 120.9 ?
C19 C18 C17 . . 121.3(7) ?
C19 C18 H18 . . 119.4 ?
C17 C18 H18 . . 119.4 ?
C18 C19 C20 . . 124.5(7) ?
C18 C19 H19 . . 117.7 ?
C20 C19 H19 . . 117.7 ?
C19 C20 C21 . . 116.3(7) ?
C19 C20 H20 . . 121.8 ?
C21 C20 H20 . . 121.8 ?
C16 C21 C22 . . 121.2(5) ?
C16 C21 C20 . . 118.4(5) ?
C22 C21 C20 . . 120.4(6) ?
C23 C22 C21 . . 120.1(6) ?
C23 C22 H22 . . 119.9 ?
C21 C22 H22 . . 119.9 ?
C22 C23 C14 . . 119.9(5) ?
C22 C23 H23 . . 120.1 ?
C14 C23 H23 . . 120.1 ?
C1 O25 C26 . . 117.4(3) ?
O25 C26 C27 . . 110.4(4) ?
O25 C26 C28 . . 106.0(4) ?
C27 C26 C28 . . 112.9(5) ?
O25 C26 H26 . . 109.1 ?
C27 C26 H26 . . 109.1 ?
C28 C26 H26 . . 109.1 ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O24 C1 C2 O3 . . . . -29.2(6) ?
O25 C1 C2 O3 . . . . 155.3(3) ?
O24 C1 C2 C14 . . . . 88.6(5) ?
O25 C1 C2 C14 . . . . -86.9(4) ?
C14 C2 O3 C4 . . . . 166.7(3) ?
C1 C2 O3 C4 . . . . -76.2(4) ?
C2 O3 C4 C5 . . . . 158.1(3) ?
C2 O3 C4 C9 . . . . -79.4(4) ?
O3 C4 C5 C10 . . . . -61.6(5) ?
C9 C4 C5 C10 . . . . 178.2(4) ?
O3 C4 C5 C6 . . . . 171.1(4) ?
C9 C4 C5 C6 . . . . 50.9(5) ?
C4 C5 C6 C7 . . . . -52.5(6) ?
C10 C5 C6 C7 . . . . -179.7(5) ?
C5 C6 C7 C8 . . . . 56.4(6) ?
C6 C7 C8 C9 . . . . -55.8(6) ?
C6 C7 C8 C13 . . . . -179.9(5) ?
O3 C4 C9 C8 . . . . -171.6(4) ?
C5 C4 C9 C8 . . . . -52.8(6) ?
C7 C8 C9 C4 . . . . 54.2(6) ?
C13 C8 C9 C4 . . . . -179.5(6) ?
C4 C5 C10 C11 . . . . -73.6(6) ?
C6 C5 C10 C11 . . . . 52.2(6) ?
C4 C5 C10 C12 . . . . 160.6(5) ?
C6 C5 C10 C12 . . . . -73.6(6) ?
O3 C2 C14 C15 . . . . -135.8(4) ?
C1 C2 C14 C15 . . . . 104.5(4) ?
O3 C2 C14 C23 . . . . 46.3(4) ?
C1 C2 C14 C23 . . . . -73.3(5) ?
C23 C14 C15 C16 . . . . 0.5(6) ?
C2 C14 C15 C16 . . . . -177.4(4) ?
C14 C15 C16 C17 . . . . -179.3(4) ?
C14 C15 C16 C21 . . . . -0.5(6) ?
C21 C16 C17 C18 . . . . 1.1(8) ?
C15 C16 C17 C18 . . . . 179.9(5) ?
C16 C17 C18 C19 . . . . -1.9(9) ?
C17 C18 C19 C20 . . . . 2.0(11) ?
C18 C19 C20 C21 . . . . -1.0(10) ?
C17 C16 C21 C22 . . . . 178.9(5) ?
C15 C16 C21 C22 . . . . 0.1(7) ?
C17 C16 C21 C20 . . . . -0.2(7) ?
C15 C16 C21 C20 . . . . -179.1(4) ?
C19 C20 C21 C16 . . . . 0.2(7) ?
C19 C20 C21 C22 . . . . -179.0(6) ?
C16 C21 C22 C23 . . . . 0.3(8) ?
C20 C21 C22 C23 . . . . 179.4(5) ?
C21 C22 C23 C14 . . . . -0.3(8) ?
C15 C14 C23 C22 . . . . -0.1(7) ?
C2 C14 C23 C22 . . . . 177.8(4) ?
O24 C1 O25 C26 . . . . -5.0(6) ?
C2 C1 O25 C26 . . . . 170.6(3) ?
C1 O25 C26 C27 . . . . 83.1(5) ?
C1 O25 C26 C28 . . . . -154.3(4) ?


# start Validation Reply Form
_vrf_PLAT029_IsoPropyl_brittle   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.958 Why?
RESPONSE: The slightly low value is due to the restricted space of a
dual source instrument combined with the orientation of the crystal and
the use of Cu radiation.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_4a_tertbutyl_brittle
_database_code_depnum_ccdc_archive 'CCDC 1990776'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H36 O3'
_chemical_formula_sum            'C26 H36 O3'
_chemical_formula_weight         396.55

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.8941(2)
_cell_length_b                   11.0810(3)
_cell_length_c                   25.5820(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.0290(10)
_cell_angle_gamma                90
_cell_volume                     2517.73(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9501
_cell_measurement_theta_min      5.9159
_cell_measurement_theta_max      66.5162

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.046
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.313
_exptl_crystal_size_min          0.162
_exptl_absorpt_coefficient_mu    0.520
_shelx_estimated_absorpt_T_min   0.833
_shelx_estimated_absorpt_T_max   0.920
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            23966
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.729
_diffrn_reflns_theta_max         67.175
_diffrn_reflns_theta_full        67.175
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.956
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.956
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             8567
_reflns_number_gt                8170
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_max     0.947
_reflns_Friedel_fraction_full    0.947

_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.
;

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1722P)²+0.6172P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3568 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         8567
_refine_ls_number_parameters     583
_refine_ls_number_restraints     256
_refine_ls_R_factor_all          0.0896
_refine_ls_R_factor_gt           0.0875
_refine_ls_wR_factor_ref         0.2544
_refine_ls_wR_factor_gt          0.2505
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.5966(4) 0.4902(5) 0.53181(19) 0.0643(11) Uani 1 1 d . . . . .
C2 C 0.4402(4) 0.4302(4) 0.52529(17) 0.0582(9) Uani 1 1 d . . . . .
H2 H 0.450470 0.342175 0.524379 0.070 Uiso 1 1 calc R U . . .
O3 O 0.3467(3) 0.4647(4) 0.56579(12) 0.0650(8) Uani 1 1 d . . . . .
C4 C 0.3934(5) 0.4228(5) 0.61751(18) 0.0684(11) Uani 1 1 d . . . . .
H4 H 0.498348 0.446262 0.625509 0.082 Uiso 1 1 calc R U . . .
C5 C 0.2927(6) 0.4867(6) 0.6550(2) 0.0778(13) Uani 1 1 d . . . . .
H5 H 0.189783 0.458264 0.646863 0.093 Uiso 1 1 calc R U . . .
C6 C 0.3380(8) 0.4420(8) 0.7106(2) 0.100(2) Uani 1 1 d . . . . .
H6A H 0.440413 0.467561 0.719642 0.121 Uiso 1 1 calc R U . . .
H6B H 0.272958 0.479471 0.735128 0.121 Uiso 1 1 calc R U . . .
C7 C 0.3285(10) 0.3072(8) 0.7163(3) 0.108(2) Uani 1 1 d . . . . .
H7A H 0.224370 0.282195 0.710907 0.130 Uiso 1 1 calc R U . . .
H7B H 0.362556 0.284819 0.751602 0.130 Uiso 1 1 calc R U . . .
C8 C 0.4232(8) 0.2416(7) 0.6775(3) 0.0966(19) Uani 1 1 d . . . . .
H8 H 0.529040 0.262444 0.685517 0.116 Uiso 1 1 calc R U . . .
C9 C 0.3790(7) 0.2875(6) 0.6222(2) 0.0803(14) Uani 1 1 d . . . . .
H9A H 0.442897 0.249291 0.597413 0.096 Uiso 1 1 calc R U . . .
H9B H 0.275821 0.264310 0.613032 0.096 Uiso 1 1 calc R U . . .
C10 C 0.2904(8) 0.6236(7) 0.6489(3) 0.0951(18) Uani 1 1 d . . . . .
H10 H 0.272051 0.640532 0.611479 0.114 Uiso 1 1 calc R U . . .
C11 C 0.4362(13) 0.6843(9) 0.6658(5) 0.136(3) Uani 1 1 d . . . . .
H11A H 0.448873 0.682842 0.703264 0.204 Uiso 1 1 calc R U . . .
H11B H 0.434596 0.766383 0.653795 0.204 Uiso 1 1 calc R U . . .
H11C H 0.518384 0.642263 0.651025 0.204 Uiso 1 1 calc R U . . .
C12 C 0.1586(12) 0.6778(10) 0.6770(4) 0.139(3) Uani 1 1 d . U . . .
H12A H 0.183294 0.680344 0.713935 0.208 Uiso 1 1 calc R U . . .
H12B H 0.070573 0.628842 0.670318 0.208 Uiso 1 1 calc R U . . .
H12C H 0.139181 0.758095 0.664273 0.208 Uiso 1 1 calc R U . . .
C13 C 0.4079(12) 0.1047(8) 0.6810(3) 0.120(3) Uani 1 1 d . U . . .
H13A H 0.303333 0.082959 0.677782 0.179 Uiso 1 1 calc R U . . .
H13B H 0.450813 0.077200 0.714067 0.179 Uiso 1 1 calc R U . . .
H13C H 0.459941 0.067727 0.653174 0.179 Uiso 1 1 calc R U . . .
C14 C 0.3645(4) 0.4751(5) 0.47484(17) 0.0632(10) Uani 1 1 d . . . . .
C15 C 0.3257(6) 0.3987(7) 0.4359(2) 0.0803(14) Uani 1 1 d . . . . .
H15 H 0.348149 0.316825 0.438084 0.096 Uiso 1 1 calc R U . . .
C16 C 0.2423(6) 0.4533(6) 0.3876(2) 0.0825(14) Uani 1 1 d . . . . .
C17 C 0.1969(10) 0.3748(8) 0.3485(3) 0.108(2) Uani 1 1 d . . . . .
H17 H 0.218090 0.292625 0.350337 0.129 Uiso 1 1 calc R U . . .
C18 C 0.1156(11) 0.4273(11) 0.3052(3) 0.127(3) Uani 1 1 d . . . . .
H18 H 0.079230 0.379214 0.277579 0.153 Uiso 1 1 calc R U . . .
C19 C 0.0907(13) 0.5488(11) 0.3042(4) 0.133(3) Uani 1 1 d . U . . .
H19 H 0.036553 0.580272 0.275257 0.159 Uiso 1 1 calc R U . . .
C20 C 0.1361(10) 0.6229(10) 0.3401(3) 0.118(2) Uani 1 1 d . . . . .
H20 H 0.117609 0.705032 0.336025 0.141 Uiso 1 1 calc R U . . .
C21 C 0.2195(6) 0.5771(5) 0.3889(3) 0.0825(14) Uani 1 1 d . . . . .
C22 C 0.2626(8) 0.6489(6) 0.4270(3) 0.0913(16) Uani 1 1 d . . . . .
H22 H 0.245670 0.731573 0.424378 0.110 Uiso 1 1 calc R U . . .
C23 C 0.3325(6) 0.6017(6) 0.4707(3) 0.0858(15) Uani 1 1 d . . . . .
H23 H 0.360371 0.652366 0.498484 0.103 Uiso 1 1 calc R U . . .
O24 O 0.6195(5) 0.5856(5) 0.5521(2) 0.1086(16) Uani 1 1 d . . . . .
O25 O 0.6953(3) 0.4231(3) 0.50805(13) 0.0657(8) Uani 1 1 d . . . . .
C26 C 0.8487(5) 0.4679(6) 0.4993(3) 0.0853(16) Uani 1 1 d . . . . .
C27 C 0.9345(9) 0.4933(11) 0.5504(4) 0.128(3) Uani 1 1 d . U . . .
H27A H 0.880442 0.551320 0.569998 0.192 Uiso 1 1 calc R U . . .
H27B H 1.032129 0.524807 0.543631 0.192 Uiso 1 1 calc R U . . .
H27C H 0.945784 0.419918 0.570194 0.192 Uiso 1 1 calc R U . . .
C28 C 0.8365(9) 0.5798(8) 0.4661(3) 0.112(2) Uani 1 1 d . U . . .
H28A H 0.780804 0.561869 0.433856 0.169 Uiso 1 1 calc R U . . .
H28B H 0.935485 0.607296 0.458700 0.169 Uiso 1 1 calc R U . . .
H28C H 0.785344 0.641687 0.484511 0.169 Uiso 1 1 calc R U . . .
C29 C 0.9139(9) 0.3666(9) 0.4692(4) 0.127(3) Uani 1 1 d . U . . .
H29A H 0.918054 0.295010 0.490387 0.191 Uiso 1 1 calc R U . . .
H29B H 1.013679 0.387721 0.459889 0.191 Uiso 1 1 calc R U . . .
H29C H 0.851829 0.351954 0.438001 0.191 Uiso 1 1 calc R U . . .
C31 C 1.1030(5) 0.4382(5) 0.9443(2) 0.0753(13) Uani 1 1 d . . . . .
C32 C 0.9613(4) 0.5113(4) 0.95801(18) 0.0602(10) Uani 1 1 d . . . . .
H32 H 0.986683 0.596985 0.962049 0.072 Uiso 1 1 calc R U . . .
O33 O 0.8473(3) 0.4962(4) 0.91771(13) 0.0702(8) Uani 1 1 d . . . . .
C34 C 0.8631(5) 0.5684(7) 0.87229(19) 0.0806(15) Uani 1 1 d . . . . .
H34 H 0.969919 0.572944 0.864874 0.097 Uiso 1 1 calc R U . . .
C35 C 0.7782(7) 0.5101(8) 0.8268(2) 0.0942(19) Uani 1 1 d . . . . .
H35 H 0.674155 0.501399 0.837107 0.113 Uiso 1 1 calc R U . . .
C36 C 0.7716(12) 0.5902(10) 0.7786(3) 0.126(3) Uani 1 1 d . U . . .
H36A H 0.872050 0.599181 0.766113 0.151 Uiso 1 1 calc R U . . .
H36B H 0.709080 0.552051 0.751105 0.151 Uiso 1 1 calc R U . . .
C37 C 0.7087(12) 0.7125(10) 0.7902(4) 0.126(3) Uani 1 1 d . U . . .
H37A H 0.707235 0.761549 0.758721 0.151 Uiso 1 1 calc R U . . .
H37B H 0.605910 0.703964 0.800496 0.151 Uiso 1 1 calc R U . . .
C38 C 0.8005(9) 0.7744(8) 0.8329(3) 0.109(2) Uani 1 1 d . U . . .
H38 H 0.903557 0.784260 0.821724 0.130 Uiso 1 1 calc R U . . .
C39 C 0.8046(7) 0.6967(7) 0.8825(3) 0.0917(17) Uani 1 1 d . . . . .
H39A H 0.704058 0.691662 0.895263 0.110 Uiso 1 1 calc R U . . .
H39B H 0.869210 0.734865 0.909372 0.110 Uiso 1 1 calc R U . . .
C40 C 0.8341(12) 0.3818(10) 0.8158(4) 0.127(3) Uani 1 1 d . U . . .
H40 H 0.853611 0.345264 0.850352 0.152 Uiso 1 1 calc R U . . .
C41 C 0.9813(13) 0.3725(12) 0.7895(4) 0.145(3) Uani 1 1 d . U . . .
H41A H 1.025818 0.295017 0.796784 0.218 Uiso 1 1 calc R U . . .
H41B H 1.048226 0.434807 0.802521 0.218 Uiso 1 1 calc R U . . .
H41C H 0.963535 0.381810 0.752346 0.218 Uiso 1 1 calc R U . . .
C42 C 0.728(2) 0.2995(15) 0.7880(6) 0.185(5) Uani 1 1 d . U . . .
H42A H 0.633413 0.300711 0.804548 0.278 Uiso 1 1 calc R U . . .
H42B H 0.767942 0.219056 0.789052 0.278 Uiso 1 1 calc R U . . .
H42C H 0.712519 0.324939 0.752234 0.278 Uiso 1 1 calc R U . . .
C43 C 0.7363(15) 0.9000(11) 0.8453(5) 0.151(4) Uani 1 1 d . U . . .
H43A H 0.741846 0.951352 0.815268 0.226 Uiso 1 1 calc R U . . .
H43B H 0.793835 0.934773 0.874343 0.226 Uiso 1 1 calc R U . . .
H43C H 0.633133 0.891949 0.854120 0.226 Uiso 1 1 calc R U . . .
C44 C 0.9036(4) 0.4633(4) 1.00762(16) 0.0549(9) Uani 1 1 d . . . . .
C45 C 0.9006(5) 0.5323(5) 1.0509(2) 0.0682(11) Uani 1 1 d . . . . .
H45 H 0.936172 0.611070 1.049536 0.082 Uiso 1 1 calc R U . . .
C46 C 0.8448(6) 0.4891(6) 1.0987(2) 0.0766(13) Uani 1 1 d . . . . .
C47 C 0.8399(10) 0.5628(10) 1.1429(3) 0.117(2) Uani 1 1 d . . . . .
H47 H 0.874356 0.642032 1.142236 0.140 Uiso 1 1 calc R U . . .
C48 C 0.7825(13) 0.5150(11) 1.1875(4) 0.133(3) Uani 1 1 d . U . . .
H48 H 0.774339 0.564481 1.216555 0.160 Uiso 1 1 calc R U . . .
C49 C 0.7380(11) 0.3990(10) 1.1903(3) 0.124(3) Uani 1 1 d . U . . .
H49 H 0.706931 0.369107 1.221961 0.148 Uiso 1 1 calc R U . . .
C50 C 0.7374(9) 0.3256(9) 1.1484(3) 0.109(2) Uani 1 1 d . U . . .
H50 H 0.700963 0.247230 1.150695 0.131 Uiso 1 1 calc R U . . .
C51 C 0.7941(6) 0.3693(6) 1.0996(2) 0.0767(13) Uani 1 1 d . . . . .
C52 C 0.7962(6) 0.2979(5) 1.0545(3) 0.0789(14) Uani 1 1 d . . . . .
H52 H 0.760539 0.219044 1.055353 0.095 Uiso 1 1 calc R U . . .
C53 C 0.8499(5) 0.3424(4) 1.0094(2) 0.0661(11) Uani 1 1 d . . . . .
H53 H 0.851323 0.293709 0.979807 0.079 Uiso 1 1 calc R U . . .
O54 O 1.0997(6) 0.3479(6) 0.9190(2) 0.1236(19) Uani 1 1 d . . . . .
O55A O 1.2211(9) 0.4997(8) 0.9788(3) 0.063(2) Uani 0.4878 1 d . U P A 1
C56A C 1.3712(9) 0.4461(7) 0.9779(4) 0.071(2) Uani 0.4878 1 d D U P A 1
C57A C 1.3650(18) 0.3187(8) 1.0013(6) 0.098(4) Uani 0.4878 1 d D U P A 1
H57A H 1.271295 0.308087 1.017688 0.147 Uiso 0.4878 1 calc R U P A 1
H57B H 1.446977 0.308394 1.026831 0.147 Uiso 0.4878 1 calc R U P A 1
H57C H 1.372828 0.260006 0.973958 0.147 Uiso 0.4878 1 calc R U P A 1
C58A C 1.4649(18) 0.5298(12) 1.0148(6) 0.122(5) Uani 0.4878 1 d D U P A 1
H58A H 1.469502 0.608747 0.999541 0.183 Uiso 0.4878 1 calc R U P A 1
H58B H 1.564991 0.497930 1.020060 0.183 Uiso 0.4878 1 calc R U P A 1
H58C H 1.418878 0.534823 1.047815 0.183 Uiso 0.4878 1 calc R U P A 1
C59A C 1.436(2) 0.4435(15) 0.9234(4) 0.128(5) Uani 0.4878 1 d D U P A 1
H59A H 1.399985 0.373117 0.904835 0.192 Uiso 0.4878 1 calc R U P A 1
H59B H 1.543994 0.441205 0.927120 0.192 Uiso 0.4878 1 calc R U P A 1
H59C H 1.404731 0.514534 0.904346 0.192 Uiso 0.4878 1 calc R U P A 1
O55B O 1.2243(8) 0.4842(7) 0.9557(3) 0.0569(16) Uani 0.5122 1 d . U P A 2
C56B C 1.3653(9) 0.4272(7) 0.9486(4) 0.074(2) Uani 0.5122 1 d D U P A 2
C57B C 1.3817(17) 0.3052(8) 0.9768(5) 0.094(4) Uani 0.5122 1 d D U P A 2
H57D H 1.412633 0.318417 1.012901 0.142 Uiso 0.5122 1 calc R U P A 2
H57E H 1.455893 0.257167 0.960537 0.142 Uiso 0.5122 1 calc R U P A 2
H57F H 1.286771 0.263763 0.974737 0.142 Uiso 0.5122 1 calc R U P A 2
C58B C 1.4787(12) 0.5191(9) 0.9724(6) 0.104(3) Uani 0.5122 1 d D U P A 2
H58D H 1.472403 0.592558 0.952504 0.155 Uiso 0.5122 1 calc R U P A 2
H58E H 1.578641 0.486753 0.971614 0.155 Uiso 0.5122 1 calc R U P A 2
H58F H 1.455725 0.535412 1.007956 0.155 Uiso 0.5122 1 calc R U P A 2
C59B C 1.388(2) 0.4108(14) 0.8898(3) 0.128(5) Uani 0.5122 1 d D U P A 2
H59D H 1.310766 0.359354 0.874685 0.192 Uiso 0.5122 1 calc R U P A 2
H59E H 1.484937 0.374809 0.885226 0.192 Uiso 0.5122 1 calc R U P A 2
H59F H 1.383581 0.488006 0.872740 0.192 Uiso 0.5122 1 calc R U P A 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
C1 O24 1.190(7) . ?
C1 O25 1.322(6) . ?
C1 C2 1.543(6) . ?
C2 O3 1.415(5) . ?
C2 C14 1.508(6) . ?
C2 H2 0.9800 . ?
O3 C4 1.443(6) . ?
C4 C9 1.510(9) . ?
C4 C5 1.522(7) . ?
C4 H4 0.9800 . ?
C5 C10 1.526(10) . ?
C5 C6 1.538(9) . ?
C5 H5 0.9800 . ?
C6 C7 1.503(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.520(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.526(12) . ?
C8 C9 1.536(9) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.504(13) . ?
C10 C12 1.529(11) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.338(8) . ?
C14 C23 1.434(8) . ?
C15 C16 1.532(9) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(9) . ?
C16 C21 1.388(9) . ?
C17 C18 1.416(13) . ?
C17 H17 0.9300 . ?
C18 C19 1.364(15) . ?
C18 H18 0.9300 . ?
C19 C20 1.281(13) . ?
C19 H19 0.9300 . ?
C20 C21 1.506(11) . ?
C20 H20 0.9300 . ?
C21 C22 1.301(9) . ?
C22 C23 1.353(9) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O25 C26 1.480(5) . ?
C26 C29 1.496(11) . ?
C26 C28 1.505(10) . ?
C26 C27 1.505(10) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C31 O54 1.192(8) . ?
C31 O55B 1.215(9) . ?
C31 O55A 1.500(10) . ?
C31 C32 1.554(7) . ?
C32 O33 1.417(5) . ?
C32 C44 1.492(6) . ?
C32 H32 0.9800 . ?
O33 C34 1.424(6) . ?
C34 C35 1.499(9) . ?
C34 C39 1.540(10) . ?
C34 H34 0.9800 . ?
C35 C36 1.519(11) . ?
C35 C40 1.537(13) . ?
C35 H35 0.9800 . ?
C36 C37 1.502(15) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.495(12) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.533(10) . ?
C38 C43 1.544(16) . ?
C38 H38 0.9800 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C42 1.470(19) . ?
C40 C41 1.506(15) . ?
C40 H40 0.9800 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 C45 1.346(7) . ?
C44 C53 1.425(6) . ?
C45 C46 1.427(8) . ?
C45 H45 0.9300 . ?
C46 C47 1.396(10) . ?
C46 C51 1.403(8) . ?
C47 C48 1.380(13) . ?
C47 H47 0.9300 . ?
C48 C49 1.348(15) . ?
C48 H48 0.9300 . ?
C49 C50 1.345(12) . ?
C49 H49 0.9300 . ?
C50 C51 1.454(9) . ?
C50 H50 0.9300 . ?
C51 C52 1.399(9) . ?
C52 C53 1.365(8) . ?
C52 H52 0.9300 . ?
C53 H53 0.9300 . ?
O55A C56A 1.463(12) . ?
C56A C59A 1.535(3) . ?
C56A C57A 1.536(3) . ?
C56A C58A 1.537(3) . ?
C57A H57A 0.9600 . ?
C57A H57B 0.9600 . ?
C57A H57C 0.9600 . ?
C58A H58A 0.9600 . ?
C58A H58B 0.9600 . ?
C58A H58C 0.9600 . ?
C59A H59A 0.9600 . ?
C59A H59B 0.9600 . ?
C59A H59C 0.9600 . ?
O55B C56B 1.425(11) . ?
C56B C58B 1.536(3) . ?
C56B C57B 1.537(3) . ?
C56B C59B 1.539(3) . ?
C57B H57D 0.9600 . ?
C57B H57E 0.9600 . ?
C57B H57F 0.9600 . ?
C58B H58D 0.9600 . ?
C58B H58E 0.9600 . ?
C58B H58F 0.9600 . ?
C59B H59D 0.9600 . ?
C59B H59E 0.9600 . ?
C59B H59F 0.9600 . ?

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
O24 C1 O25 126.7(4) . . ?
O24 C1 C2 124.2(4) . . ?
O25 C1 C2 108.9(4) . . ?
O3 C2 C14 106.5(3) . . ?
O3 C2 C1 111.4(4) . . ?
C14 C2 C1 108.0(4) . . ?
O3 C2 H2 110.2 . . ?
C14 C2 H2 110.2 . . ?
C1 C2 H2 110.2 . . ?
C2 O3 C4 115.6(3) . . ?
O3 C4 C9 111.8(4) . . ?
O3 C4 C5 106.2(4) . . ?
C9 C4 C5 110.9(4) . . ?
O3 C4 H4 109.3 . . ?
C9 C4 H4 109.3 . . ?
C5 C4 H4 109.3 . . ?
C4 C5 C10 113.7(5) . . ?
C4 C5 C6 107.4(5) . . ?
C10 C5 C6 114.7(5) . . ?
C4 C5 H5 106.9 . . ?
C10 C5 H5 106.9 . . ?
C6 C5 H5 106.9 . . ?
C7 C6 C5 113.4(6) . . ?
C7 C6 H6A 108.9 . . ?
C5 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C8 112.1(6) . . ?
C6 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C7 C8 C13 112.6(6) . . ?
C7 C8 C9 108.6(6) . . ?
C13 C8 C9 111.3(7) . . ?
C7 C8 H8 108.1 . . ?
C13 C8 H8 108.1 . . ?
C9 C8 H8 108.1 . . ?
C4 C9 C8 112.5(6) . . ?
C4 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C4 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C5 114.1(7) . . ?
C11 C10 C12 111.1(7) . . ?
C5 C10 C12 110.4(7) . . ?
C11 C10 H10 107.0 . . ?
C5 C10 H10 107.0 . . ?
C12 C10 H10 107.0 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C23 121.4(5) . . ?
C15 C14 C2 120.9(5) . . ?
C23 C14 C2 117.7(5) . . ?
C14 C15 C16 116.4(6) . . ?
C14 C15 H15 121.8 . . ?
C16 C15 H15 121.8 . . ?
C17 C16 C21 127.5(7) . . ?
C17 C16 C15 116.7(6) . . ?
C21 C16 C15 115.8(5) . . ?
C16 C17 C18 115.3(8) . . ?
C16 C17 H17 122.3 . . ?
C18 C17 H17 122.3 . . ?
C19 C18 C17 119.7(9) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C18 125.0(10) . . ?
C20 C19 H19 117.5 . . ?
C18 C19 H19 117.5 . . ?
C19 C20 C21 120.1(9) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C22 C21 C16 125.8(6) . . ?
C22 C21 C20 121.9(6) . . ?
C16 C21 C20 112.3(6) . . ?
C21 C22 C23 119.1(6) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C22 C23 C14 121.4(6) . . ?
C22 C23 H23 119.3 . . ?
C14 C23 H23 119.3 . . ?
C1 O25 C26 121.3(4) . . ?
O25 C26 C29 102.2(5) . . ?
O25 C26 C28 108.8(5) . . ?
C29 C26 C28 110.2(6) . . ?
O25 C26 C27 111.2(5) . . ?
C29 C26 C27 113.3(7) . . ?
C28 C26 C27 110.8(7) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O54 C31 O55B 118.7(6) . . ?
O54 C31 O55A 134.3(6) . . ?
O54 C31 C32 124.3(5) . . ?
O55B C31 C32 116.6(6) . . ?
O55A C31 C32 100.4(5) . . ?
O33 C32 C44 108.2(3) . . ?
O33 C32 C31 109.4(4) . . ?
C44 C32 C31 109.0(4) . . ?
O33 C32 H32 110.1 . . ?
C44 C32 H32 110.1 . . ?
C31 C32 H32 110.1 . . ?
C32 O33 C34 115.4(4) . . ?
O33 C34 C35 108.8(5) . . ?
O33 C34 C39 109.4(4) . . ?
C35 C34 C39 111.6(5) . . ?
O33 C34 H34 109.0 . . ?
C35 C34 H34 109.0 . . ?
C39 C34 H34 109.0 . . ?
C34 C35 C36 112.0(7) . . ?
C34 C35 C40 112.8(6) . . ?
C36 C35 C40 112.9(7) . . ?
C34 C35 H35 106.2 . . ?
C36 C35 H35 106.2 . . ?
C40 C35 H35 106.2 . . ?
C37 C36 C35 111.5(7) . . ?
C37 C36 H36A 109.3 . . ?
C35 C36 H36A 109.3 . . ?
C37 C36 H36B 109.3 . . ?
C35 C36 H36B 109.3 . . ?
H36A C36 H36B 108.0 . . ?
C38 C37 C36 111.3(8) . . ?
C38 C37 H37A 109.4 . . ?
C36 C37 H37A 109.4 . . ?
C38 C37 H37B 109.4 . . ?
C36 C37 H37B 109.4 . . ?
H37A C37 H37B 108.0 . . ?
C37 C38 C39 109.6(7) . . ?
C37 C38 C43 111.8(7) . . ?
C39 C38 C43 109.2(8) . . ?
C37 C38 H38 108.8 . . ?
C39 C38 H38 108.8 . . ?
C43 C38 H38 108.8 . . ?
C38 C39 C34 111.8(6) . . ?
C38 C39 H39A 109.2 . . ?
C34 C39 H39A 109.2 . . ?
C38 C39 H39B 109.2 . . ?
C34 C39 H39B 109.2 . . ?
H39A C39 H39B 107.9 . . ?
C42 C40 C41 107.1(10) . . ?
C42 C40 C35 117.2(10) . . ?
C41 C40 C35 116.3(9) . . ?
C42 C40 H40 105.0 . . ?
C41 C40 H40 105.0 . . ?
C35 C40 H40 105.0 . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C38 C43 H43A 109.5 . . ?
C38 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C38 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 C53 119.1(4) . . ?
C45 C44 C32 121.3(4) . . ?
C53 C44 C32 119.6(4) . . ?
C44 C45 C46 122.5(5) . . ?
C44 C45 H45 118.7 . . ?
C46 C45 H45 118.7 . . ?
C47 C46 C51 121.1(6) . . ?
C47 C46 C45 121.7(6) . . ?
C51 C46 C45 117.2(5) . . ?
C48 C47 C46 118.2(9) . . ?
C48 C47 H47 120.9 . . ?
C46 C47 H47 120.9 . . ?
C49 C48 C47 122.2(10) . . ?
C49 C48 H48 118.9 . . ?
C47 C48 H48 118.9 . . ?
C50 C49 C48 121.5(9) . . ?
C50 C49 H49 119.3 . . ?
C48 C49 H49 119.3 . . ?
C49 C50 C51 119.7(8) . . ?
C49 C50 H50 120.1 . . ?
C51 C50 H50 120.1 . . ?
C52 C51 C46 120.2(5) . . ?
C52 C51 C50 122.7(6) . . ?
C46 C51 C50 117.1(6) . . ?
C53 C52 C51 120.9(5) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C52 C53 C44 120.0(5) . . ?
C52 C53 H53 120.0 . . ?
C44 C53 H53 120.0 . . ?
C56A O55A C31 114.6(8) . . ?
O55A C56A C59A 114.2(9) . . ?
O55A C56A C57A 108.3(8) . . ?
C59A C56A C57A 111.1(4) . . ?
O55A C56A C58A 102.2(9) . . ?
C59A C56A C58A 110.6(4) . . ?
C57A C56A C58A 110.1(4) . . ?
C56A C57A H57A 109.5 . . ?
C56A C57A H57B 109.5 . . ?
H57A C57A H57B 109.5 . . ?
C56A C57A H57C 109.5 . . ?
H57A C57A H57C 109.5 . . ?
H57B C57A H57C 109.5 . . ?
C56A C58A H58A 109.5 . . ?
C56A C58A H58B 109.5 . . ?
H58A C58A H58B 109.5 . . ?
C56A C58A H58C 109.5 . . ?
H58A C58A H58C 109.5 . . ?
H58B C58A H58C 109.5 . . ?
C56A C59A H59A 109.5 . . ?
C56A C59A H59B 109.5 . . ?
H59A C59A H59B 109.5 . . ?
C56A C59A H59C 109.5 . . ?
H59A C59A H59C 109.5 . . ?
H59B C59A H59C 109.5 . . ?
C31 O55B C56B 124.0(7) . . ?
O55B C56B C58B 102.6(7) . . ?
O55B C56B C57B 113.1(8) . . ?
C58B C56B C57B 110.6(4) . . ?
O55B C56B C59B 109.9(9) . . ?
C58B C56B C59B 110.4(4) . . ?
C57B C56B C59B 110.0(4) . . ?
C56B C57B H57D 109.5 . . ?
C56B C57B H57E 109.5 . . ?
H57D C57B H57E 109.5 . . ?
C56B C57B H57F 109.5 . . ?
H57D C57B H57F 109.5 . . ?
H57E C57B H57F 109.5 . . ?
C56B C58B H58D 109.5 . . ?
C56B C58B H58E 109.5 . . ?
H58D C58B H58E 109.5 . . ?
C56B C58B H58F 109.5 . . ?
H58D C58B H58F 109.5 . . ?
H58E C58B H58F 109.5 . . ?
C56B C59B H59D 109.5 . . ?
C56B C59B H59E 109.5 . . ?
H59D C59B H59E 109.5 . . ?
C56B C59B H59F 109.5 . . ?
H59D C59B H59F 109.5 . . ?
H59E C59B H59F 109.5 . . ?

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
O24 C1 C2 O3 -29.3(7) . . . . ?
O25 C1 C2 O3 155.3(4) . . . . ?
O24 C1 C2 C14 87.4(6) . . . . ?
O25 C1 C2 C14 -88.0(5) . . . . ?
C14 C2 O3 C4 175.7(4) . . . . ?
C1 C2 O3 C4 -66.6(5) . . . . ?
C2 O3 C4 C9 -67.8(5) . . . . ?
C2 O3 C4 C5 171.1(4) . . . . ?
O3 C4 C5 C10 -53.0(6) . . . . ?
C9 C4 C5 C10 -174.6(5) . . . . ?
O3 C4 C5 C6 179.0(5) . . . . ?
C9 C4 C5 C6 57.4(6) . . . . ?
C4 C5 C6 C7 -56.7(7) . . . . ?
C10 C5 C6 C7 175.9(6) . . . . ?
C5 C6 C7 C8 56.5(9) . . . . ?
C6 C7 C8 C13 -176.9(7) . . . . ?
C6 C7 C8 C9 -53.2(9) . . . . ?
O3 C4 C9 C8 -178.1(4) . . . . ?
C5 C4 C9 C8 -59.8(6) . . . . ?
C7 C8 C9 C4 55.6(8) . . . . ?
C13 C8 C9 C4 -179.9(6) . . . . ?
C4 C5 C10 C11 -68.8(8) . . . . ?
C6 C5 C10 C11 55.3(8) . . . . ?
C4 C5 C10 C12 165.3(6) . . . . ?
C6 C5 C10 C12 -70.6(8) . . . . ?
O3 C2 C14 C15 -121.7(4) . . . . ?
C1 C2 C14 C15 118.5(4) . . . . ?
O3 C2 C14 C23 56.9(5) . . . . ?
C1 C2 C14 C23 -63.0(5) . . . . ?
C23 C14 C15 C16 -1.5(6) . . . . ?
C2 C14 C15 C16 177.0(3) . . . . ?
C14 C15 C16 C17 -177.4(5) . . . . ?
C14 C15 C16 C21 1.6(6) . . . . ?
C21 C16 C17 C18 -1.0(11) . . . . ?
C15 C16 C17 C18 177.9(6) . . . . ?
C16 C17 C18 C19 1.4(13) . . . . ?
C17 C18 C19 C20 0.2(18) . . . . ?
C18 C19 C20 C21 -2.2(16) . . . . ?
C17 C16 C21 C22 179.1(7) . . . . ?
C15 C16 C21 C22 0.2(8) . . . . ?
C17 C16 C21 C20 -0.7(9) . . . . ?
C15 C16 C21 C20 -179.7(5) . . . . ?
C19 C20 C21 C22 -177.5(8) . . . . ?
C19 C20 C21 C16 2.4(11) . . . . ?
C16 C21 C22 C23 -2.1(10) . . . . ?
C20 C21 C22 C23 177.7(6) . . . . ?
C21 C22 C23 C14 2.2(9) . . . . ?
C15 C14 C23 C22 -0.4(8) . . . . ?
C2 C14 C23 C22 -178.9(5) . . . . ?
O24 C1 O25 C26 -6.3(8) . . . . ?
C2 C1 O25 C26 168.9(4) . . . . ?
C1 O25 C26 C29 -176.8(5) . . . . ?
C1 O25 C26 C28 -60.3(7) . . . . ?
C1 O25 C26 C27 62.0(7) . . . . ?
O54 C31 C32 O33 -29.6(8) . . . . ?
O55B C31 C32 O33 142.3(6) . . . . ?
O55A C31 C32 O33 160.4(5) . . . . ?
O54 C31 C32 C44 88.5(7) . . . . ?
O55B C31 C32 C44 -99.6(6) . . . . ?
O55A C31 C32 C44 -81.5(5) . . . . ?
C44 C32 O33 C34 161.5(4) . . . . ?
C31 C32 O33 C34 -79.9(5) . . . . ?
C32 O33 C34 C35 157.2(4) . . . . ?
C32 O33 C34 C39 -80.6(5) . . . . ?
O33 C34 C35 C36 172.1(6) . . . . ?
C39 C34 C35 C36 51.3(7) . . . . ?
O33 C34 C35 C40 -59.1(7) . . . . ?
C39 C34 C35 C40 -180.0(6) . . . . ?
C34 C35 C36 C37 -54.4(9) . . . . ?
C40 C35 C36 C37 176.9(8) . . . . ?
C35 C36 C37 C38 58.3(11) . . . . ?
C36 C37 C38 C39 -58.5(10) . . . . ?
C36 C37 C38 C43 -179.6(8) . . . . ?
C37 C38 C39 C34 55.5(8) . . . . ?
C43 C38 C39 C34 178.2(7) . . . . ?
O33 C34 C39 C38 -173.0(5) . . . . ?
C35 C34 C39 C38 -52.5(7) . . . . ?
C34 C35 C40 C42 156.2(10) . . . . ?
C36 C35 C40 C42 -75.5(12) . . . . ?
C34 C35 C40 C41 -75.3(10) . . . . ?
C36 C35 C40 C41 52.9(11) . . . . ?
O33 C32 C44 C45 -124.4(4) . . . . ?
C31 C32 C44 C45 116.8(5) . . . . ?
O33 C32 C44 C53 55.3(5) . . . . ?
C31 C32 C44 C53 -63.6(5) . . . . ?
C53 C44 C45 C46 -0.2(6) . . . . ?
C32 C44 C45 C46 179.4(4) . . . . ?
C44 C45 C46 C47 -178.7(6) . . . . ?
C44 C45 C46 C51 0.9(7) . . . . ?
C51 C46 C47 C48 -0.5(12) . . . . ?
C45 C46 C47 C48 179.1(8) . . . . ?
C46 C47 C48 C49 3.0(15) . . . . ?
C47 C48 C49 C50 -4.7(17) . . . . ?
C48 C49 C50 C51 3.6(14) . . . . ?
C47 C46 C51 C52 178.3(6) . . . . ?
C45 C46 C51 C52 -1.4(7) . . . . ?
C47 C46 C51 C50 -0.4(9) . . . . ?
C45 C46 C51 C50 180.0(5) . . . . ?
C49 C50 C51 C52 -179.7(7) . . . . ?
C49 C50 C51 C46 -1.1(10) . . . . ?
C46 C51 C52 C53 1.2(8) . . . . ?
C50 C51 C52 C53 179.8(5) . . . . ?
C51 C52 C53 C44 -0.5(7) . . . . ?
C45 C44 C53 C52 0.0(6) . . . . ?
C32 C44 C53 C52 -179.7(4) . . . . ?
O54 C31 O55A C56A 7.8(12) . . . . ?
C32 C31 O55A C56A 176.2(6) . . . . ?
C31 O55A C56A C59A 58.8(9) . . . . ?
C31 O55A C56A C57A -65.5(9) . . . . ?
C31 O55A C56A C58A 178.2(7) . . . . ?
O54 C31 O55B C56B -11.1(12) . . . . ?
C32 C31 O55B C56B 176.5(7) . . . . ?
C31 O55B C56B C58B -176.3(9) . . . . ?
C31 O55B C56B C57B -57.0(11) . . . . ?
C31 O55B C56B C59B 66.3(10) . . . . ?

_refine_diff_density_max         0.513
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.046


# start Validation Reply Form
_vrf_PLAT029_tertbutyl_brittle   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.956 Why?
RESPONSE: a combination of a dual instrument, Cu radiation and crystal orientation
;
_vrf_PLAT340_tertbutyl_brittle   
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01078 Ang.
RESPONSE: the crystal was not the best
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2a_ethyl_brittle
_database_code_depnum_ccdc_archive 'CCDC 1990777'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H32 O3'
_chemical_formula_sum            'C24 H32 O3'
_chemical_formula_weight         368.49

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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'

_cell_length_a                   6.64180(10)
_cell_length_b                   15.8771(3)
_cell_length_c                   20.7515(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2188.30(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9865
_cell_measurement_theta_min      6.3989
_cell_measurement_theta_max      67.1047

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_absorpt_coefficient_mu    0.565
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            20478
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         6.982
_diffrn_reflns_theta_max         67.245
_diffrn_reflns_theta_full        67.245
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.967
_reflns_number_total             3775
_reflns_number_gt                3662
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_max     0.957
_reflns_Friedel_fraction_full    0.957

_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.
;

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)²+0.1483P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1483 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(7)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3775
_refine_ls_number_parameters     280
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0413
_refine_ls_R_factor_gt           0.0405
_refine_ls_wR_factor_ref         0.1174
_refine_ls_wR_factor_gt          0.1162
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.123
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.1589(4) 0.56983(16) 0.43863(13) 0.0858(8) Uani 1 1 d D . . . .
C2 C 0.2088(4) 0.48208(13) 0.41383(10) 0.0662(5) Uani 1 1 d . . . . .
H2 H 0.089574 0.456640 0.393973 0.079 Uiso 1 1 calc R U . . .
O3 O 0.3680(2) 0.48538(9) 0.36892(6) 0.0687(4) Uani 1 1 d . . . . .
C4 C 0.3147(3) 0.51731(13) 0.30583(9) 0.0644(5) Uani 1 1 d . . . . .
H4 H 0.221099 0.564561 0.310900 0.077 Uiso 1 1 calc R U . . .
C5 C 0.5094(4) 0.54941(16) 0.27570(10) 0.0758(6) Uani 1 1 d . . . . .
H5 H 0.606948 0.503229 0.278312 0.091 Uiso 1 1 calc R U . . .
C6 C 0.4767(5) 0.56773(18) 0.20356(12) 0.0924(8) Uani 1 1 d . . . . .
H6A H 0.391959 0.617171 0.199335 0.111 Uiso 1 1 calc R U . . .
H6B H 0.605740 0.580673 0.183999 0.111 Uiso 1 1 calc R U . . .
C7 C 0.3820(6) 0.49650(19) 0.16745(12) 0.1043(10) Uani 1 1 d . . . . .
H7A H 0.471829 0.448345 0.167959 0.125 Uiso 1 1 calc R U . . .
H7B H 0.361630 0.513003 0.122918 0.125 Uiso 1 1 calc R U . . .
C8 C 0.1834(5) 0.47200(17) 0.19664(13) 0.0941(9) Uani 1 1 d . . . . .
H8 H 0.095599 0.521580 0.195187 0.113 Uiso 1 1 calc R U . . .
C9 C 0.2131(5) 0.44863(15) 0.26735(11) 0.0859(7) Uani 1 1 d . . . . .
H9A H 0.082994 0.436504 0.286436 0.103 Uiso 1 1 calc R U . . .
H9B H 0.293814 0.397809 0.269861 0.103 Uiso 1 1 calc R U . . .
C10 C 0.5987(4) 0.62309(18) 0.31346(13) 0.0845(7) Uani 1 1 d . . . . .
H10 H 0.590084 0.608073 0.359179 0.101 Uiso 1 1 calc R U . . .
C11 C 0.4836(6) 0.70535(18) 0.30527(19) 0.1073(10) Uani 1 1 d . . . . .
H11A H 0.507001 0.727344 0.262830 0.161 Uiso 1 1 calc R U . . .
H11B H 0.529104 0.745327 0.336774 0.161 Uiso 1 1 calc R U . . .
H11C H 0.342283 0.695228 0.311036 0.161 Uiso 1 1 calc R U . . .
C12 C 0.8216(5) 0.6369(4) 0.2985(2) 0.1377(15) Uani 1 1 d . U . . .
H12A H 0.835445 0.659116 0.255736 0.207 Uiso 1 1 calc R U . . .
H12B H 0.891836 0.584174 0.301492 0.207 Uiso 1 1 calc R U . . .
H12C H 0.877389 0.675958 0.328954 0.207 Uiso 1 1 calc R U . . .
C13 C 0.0777(8) 0.4015(2) 0.16047(19) 0.1342(14) Uani 1 1 d . U . . .
H13A H 0.154824 0.350598 0.164252 0.201 Uiso 1 1 calc R U . . .
H13B H 0.065366 0.416500 0.115827 0.201 Uiso 1 1 calc R U . . .
H13C H -0.053821 0.392854 0.178474 0.201 Uiso 1 1 calc R U . . .
C14 C 0.2785(3) 0.42925(12) 0.46996(9) 0.0615(5) Uani 1 1 d . . . . .
C15 C 0.4723(4) 0.44227(13) 0.49625(10) 0.0711(6) Uani 1 1 d . . . . .
H15 H 0.556334 0.482846 0.478349 0.085 Uiso 1 1 calc R U . . .
C16 C 0.5371(4) 0.39630(15) 0.54728(11) 0.0764(6) Uani 1 1 d . . . . .
H16 H 0.665218 0.405797 0.563829 0.092 Uiso 1 1 calc R U . . .
C17 C 0.4132(4) 0.33425(13) 0.57571(9) 0.0688(6) Uani 1 1 d . . . . .
C18 C 0.4767(5) 0.28386(16) 0.62831(11) 0.0863(7) Uani 1 1 d . . . . .
H18 H 0.604657 0.291589 0.645563 0.104 Uiso 1 1 calc R U . . .
C19 C 0.3538(6) 0.22475(17) 0.65370(12) 0.0967(10) Uani 1 1 d . . . . .
H19 H 0.396764 0.193075 0.688810 0.116 Uiso 1 1 calc R U . . .
C20 C 0.1636(6) 0.21086(15) 0.62779(12) 0.0933(9) Uani 1 1 d . . . . .
H20 H 0.081603 0.169246 0.645298 0.112 Uiso 1 1 calc R U . . .
C21 C 0.0957(4) 0.25739(13) 0.57709(10) 0.0770(6) Uani 1 1 d . . . . .
H21 H -0.032014 0.247516 0.560366 0.092 Uiso 1 1 calc R U . . .
C22 C 0.2187(4) 0.32053(12) 0.54990(9) 0.0630(5) Uani 1 1 d . . . . .
C23 C 0.1560(3) 0.36964(12) 0.49662(9) 0.0618(5) Uani 1 1 d . . . . .
H23 H 0.028422 0.361102 0.479380 0.074 Uiso 1 1 calc R U . . .
O24 O 0.2695(4) 0.62764(12) 0.44014(13) 0.1156(8) Uani 1 1 d . . . . .
O25A O 0.0018(9) 0.5748(5) 0.4748(3) 0.0835(15) Uani 0.4557 1 d D . P A 1
C26A C -0.0443(12) 0.6557(5) 0.5017(6) 0.097(2) Uani 0.4557 1 d D . P A 1
H26A H -0.050304 0.697973 0.468042 0.116 Uiso 0.4557 1 calc R U P A 1
H26B H 0.058274 0.672102 0.532552 0.116 Uiso 0.4557 1 calc R U P A 1
C27A C -0.2425(13) 0.6480(6) 0.5341(6) 0.123(3) Uani 0.4557 1 d D . P A 1
H27A H -0.244691 0.597679 0.559729 0.184 Uiso 0.4557 1 calc R U P A 1
H27B H -0.346963 0.645280 0.502203 0.184 Uiso 0.4557 1 calc R U P A 1
H27C H -0.264040 0.696063 0.561304 0.184 Uiso 0.4557 1 calc R U P A 1
O25B O -0.0557(7) 0.5700(4) 0.4489(2) 0.0816(12) Uani 0.5442 1 d D . P A 2
C26B C -0.1495(12) 0.6507(5) 0.4726(3) 0.1062(19) Uani 0.5442 1 d D . P A 2
H26C H -0.089557 0.699185 0.451690 0.127 Uiso 0.5442 1 calc R U P A 2
H26D H -0.293502 0.651036 0.464928 0.127 Uiso 0.5442 1 calc R U P A 2
C27B C -0.1056(19) 0.6505(5) 0.5415(4) 0.127(3) Uani 0.5442 1 d D . P A 2
H27D H 0.033900 0.663672 0.548156 0.190 Uiso 0.5442 1 calc R U P A 2
H27E H -0.134246 0.595853 0.559034 0.190 Uiso 0.5442 1 calc R U P A 2
H27F H -0.187698 0.691910 0.562643 0.190 Uiso 0.5442 1 calc R U P A 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
C1 O24 1.176(4) . ?
C1 O25A 1.287(6) . ?
C1 O25B 1.441(6) . ?
C1 C2 1.522(3) . ?
C2 O3 1.410(2) . ?
C2 C14 1.508(3) . ?
C2 H2 0.9800 . ?
O3 C4 1.448(2) . ?
C4 C9 1.511(3) . ?
C4 C5 1.524(3) . ?
C4 H4 0.9800 . ?
C5 C10 1.528(4) . ?
C5 C6 1.540(3) . ?
C5 H5 0.9800 . ?
C6 C7 1.496(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.503(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.519(5) . ?
C8 C9 1.526(3) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.523(4) . ?
C10 C12 1.528(4) . ?
C10 H10 0.9800 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C23 1.365(3) . ?
C14 C15 1.413(3) . ?
C15 C16 1.356(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.413(3) . ?
C16 H16 0.9300 . ?
C17 C22 1.416(3) . ?
C17 C18 1.418(3) . ?
C18 C19 1.351(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.391(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.362(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.411(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.415(3) . ?
C23 H23 0.9300 . ?
O25A C26A 1.434(9) . ?
C26A C27A 1.482(9) . ?
C26A H26A 0.9700 . ?
C26A H26B 0.9700 . ?
C27A H27A 0.9600 . ?
C27A H27B 0.9600 . ?
C27A H27C 0.9600 . ?
O25B C26B 1.507(9) . ?
C26B C27B 1.458(8) . ?
C26B H26C 0.9700 . ?
C26B H26D 0.9700 . ?
C27B H27D 0.9600 . ?
C27B H27E 0.9600 . ?
C27B H27F 0.9600 . ?

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
O24 C1 O25A 116.3(4) . . ?
O24 C1 O25B 127.8(3) . . ?
O24 C1 C2 126.0(2) . . ?
O25A C1 C2 115.4(4) . . ?
O25B C1 C2 105.5(3) . . ?
O3 C2 C14 107.52(17) . . ?
O3 C2 C1 110.66(18) . . ?
C14 C2 C1 108.35(18) . . ?
O3 C2 H2 110.1 . . ?
C14 C2 H2 110.1 . . ?
C1 C2 H2 110.1 . . ?
C2 O3 C4 115.28(16) . . ?
O3 C4 C9 109.54(17) . . ?
O3 C4 C5 106.28(17) . . ?
C9 C4 C5 113.8(2) . . ?
O3 C4 H4 109.0 . . ?
C9 C4 H4 109.0 . . ?
C5 C4 H4 109.0 . . ?
C4 C5 C10 112.03(19) . . ?
C4 C5 C6 110.0(2) . . ?
C10 C5 C6 114.1(2) . . ?
C4 C5 H5 106.7 . . ?
C10 C5 H5 106.7 . . ?
C6 C5 H5 106.7 . . ?
C7 C6 C5 113.8(2) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C6 C7 C8 111.3(2) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 C13 113.4(3) . . ?
C7 C8 C9 109.7(3) . . ?
C13 C8 C9 110.8(3) . . ?
C7 C8 H8 107.6 . . ?
C13 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C4 C9 C8 113.0(2) . . ?
C4 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C4 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C5 113.9(2) . . ?
C11 C10 C12 109.9(3) . . ?
C5 C10 C12 112.4(3) . . ?
C11 C10 H10 106.7 . . ?
C5 C10 H10 106.7 . . ?
C12 C10 H10 106.7 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C23 C14 C15 119.18(19) . . ?
C23 C14 C2 121.1(2) . . ?
C15 C14 C2 119.76(18) . . ?
C16 C15 C14 120.8(2) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C17 121.1(2) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C22 118.74(19) . . ?
C16 C17 C18 122.8(2) . . ?
C22 C17 C18 118.4(2) . . ?
C19 C18 C17 120.8(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 120.6(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.9(3) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C23 122.3(2) . . ?
C21 C22 C17 119.1(2) . . ?
C23 C22 C17 118.63(19) . . ?
C14 C23 C22 121.6(2) . . ?
C14 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C1 O25A C26A 117.1(6) . . ?
O25A C26A C27A 107.0(7) . . ?
O25A C26A H26A 110.3 . . ?
C27A C26A H26A 110.3 . . ?
O25A C26A H26B 110.3 . . ?
C27A C26A H26B 110.3 . . ?
H26A C26A H26B 108.6 . . ?
C26A C27A H27A 109.5 . . ?
C26A C27A H27B 109.5 . . ?
H27A C27A H27B 109.5 . . ?
C26A C27A H27C 109.5 . . ?
H27A C27A H27C 109.5 . . ?
H27B C27A H27C 109.5 . . ?
C1 O25B C26B 117.3(5) . . ?
C27B C26B O25B 103.7(7) . . ?
C27B C26B H26C 111.0 . . ?
O25B C26B H26C 111.0 . . ?
C27B C26B H26D 111.0 . . ?
O25B C26B H26D 111.0 . . ?
H26C C26B H26D 109.0 . . ?
C26B C27B H27D 109.5 . . ?
C26B C27B H27E 109.5 . . ?
H27D C27B H27E 109.5 . . ?
C26B C27B H27F 109.5 . . ?
H27D C27B H27F 109.5 . . ?
H27E C27B H27F 109.5 . . ?

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
O24 C1 C2 O3 -24.9(4) . . . . ?
O25A C1 C2 O3 173.0(3) . . . . ?
O25B C1 C2 O3 145.7(3) . . . . ?
O24 C1 C2 C14 92.8(3) . . . . ?
O25A C1 C2 C14 -69.3(4) . . . . ?
O25B C1 C2 C14 -96.7(3) . . . . ?
C14 C2 O3 C4 166.82(16) . . . . ?
C1 C2 O3 C4 -75.0(2) . . . . ?
C2 O3 C4 C9 -79.5(2) . . . . ?
C2 O3 C4 C5 157.14(17) . . . . ?
O3 C4 C5 C10 -63.6(2) . . . . ?
C9 C4 C5 C10 175.76(19) . . . . ?
O3 C4 C5 C6 168.36(18) . . . . ?
C9 C4 C5 C6 47.7(3) . . . . ?
C4 C5 C6 C7 -50.9(3) . . . . ?
C10 C5 C6 C7 -177.8(2) . . . . ?
C5 C6 C7 C8 57.1(3) . . . . ?
C6 C7 C8 C13 178.3(2) . . . . ?
C6 C7 C8 C9 -57.2(3) . . . . ?
O3 C4 C9 C8 -170.4(2) . . . . ?
C5 C4 C9 C8 -51.6(3) . . . . ?
C7 C8 C9 C4 55.0(3) . . . . ?
C13 C8 C9 C4 -179.1(3) . . . . ?
C4 C5 C10 C11 -73.2(3) . . . . ?
C6 C5 C10 C11 52.6(3) . . . . ?
C4 C5 C10 C12 160.9(3) . . . . ?
C6 C5 C10 C12 -73.2(3) . . . . ?
O3 C2 C14 C23 -135.73(19) . . . . ?
C1 C2 C14 C23 104.6(2) . . . . ?
O3 C2 C14 C15 45.3(2) . . . . ?
C1 C2 C14 C15 -74.4(2) . . . . ?
C23 C14 C15 C16 0.1(3) . . . . ?
C2 C14 C15 C16 179.1(2) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C15 C16 C17 C22 0.1(3) . . . . ?
C15 C16 C17 C18 178.8(2) . . . . ?
C16 C17 C18 C19 -179.5(2) . . . . ?
C22 C17 C18 C19 -0.7(3) . . . . ?
C17 C18 C19 C20 1.4(4) . . . . ?
C18 C19 C20 C21 -1.2(4) . . . . ?
C19 C20 C21 C22 0.2(4) . . . . ?
C20 C21 C22 C23 179.1(2) . . . . ?
C20 C21 C22 C17 0.4(3) . . . . ?
C16 C17 C22 C21 178.61(19) . . . . ?
C18 C17 C22 C21 -0.2(3) . . . . ?
C16 C17 C22 C23 -0.1(3) . . . . ?
C18 C17 C22 C23 -178.87(19) . . . . ?
C15 C14 C23 C22 -0.1(3) . . . . ?
C2 C14 C23 C22 -179.08(18) . . . . ?
C21 C22 C23 C14 -178.55(19) . . . . ?
C17 C22 C23 C14 0.1(3) . . . . ?
O24 C1 O25A C26A 13.1(8) . . . . ?
C2 C1 O25A C26A 177.0(7) . . . . ?
C1 O25A C26A C27A 173.0(8) . . . . ?
O24 C1 O25B C26B -8.6(7) . . . . ?
C2 C1 O25B C26B -178.9(4) . . . . ?
C1 O25B C26B C27B -79.2(8) . . . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.024

####################################################################### 
# 
# 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_1a_methyl_brittle
_database_code_depnum_ccdc_archive 'CCDC 1990775'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C23 H30 O3'
_chemical_formula_sum            'C23 H30 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         354.47
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   6.4082(5)
_cell_length_b                   15.8900(13)
_cell_length_c                   20.4115(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2078.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9852
_cell_measurement_theta_min      4.3321
_cell_measurement_theta_max      66.5674
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.039
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768

_exptl_absorpt_coefficient_mu    0.577
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            20325
_diffrn_reflns_av_R_equivalents  0.0252
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_theta_min         3.52
_diffrn_reflns_theta_max         67.25
_diffrn_reflns_theta_full        67.25
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             3628
_reflns_number_gt                3555
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1164
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         3628
_refine_ls_number_parameters     239
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0740P)²+0.1957P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.182
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1458 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(4)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.8555(4) 0.57974(15) 0.54639(12) 0.0673(6) Uani d . . . 1 . .
C C2 0.8015(3) 0.49413(13) 0.57591(9) 0.0567(5) Uani d . . . 1 . .
H H2 0.9251 0.4703 0.5973 0.068 Uiso calc U . R 1 . .
O O3 0.6377(2) 0.50074(9) 0.62170(7) 0.0612(4) Uani d . . . 1 . .
C C4 0.6947(3) 0.53144(13) 0.68597(10) 0.0567(5) Uani d . . . 1 . .
H H4 0.7926 0.5784 0.681 0.068 Uiso calc U . R 1 . .
C C5 0.4960(4) 0.56381(15) 0.71661(11) 0.0657(6) Uani d . . . 1 . .
H H5 0.3917 0.5191 0.7123 0.079 Uiso calc U . R 1 . .
C C6 0.5267(5) 0.57951(18) 0.79048(13) 0.0815(8) Uani d . . . 1 . .
H H6A 0.6159 0.6283 0.7963 0.098 Uiso calc U . R 1 . .
H H6B 0.3925 0.5923 0.8101 0.098 Uiso calc U . R 1 . .
C C7 0.6220(6) 0.50576(18) 0.82593(12) 0.0875(9) Uani d . . . 1 . .
H H7A 0.5285 0.4579 0.8232 0.105 Uiso calc U . R 1 . .
H H7B 0.6396 0.5199 0.8718 0.105 Uiso calc U . R 1 . .
C C8 0.8305(5) 0.48227(16) 0.79712(12) 0.0777(7) Uani d . . . 1 . .
H H8 0.9213 0.5318 0.8 0.093 Uiso calc U . R 1 . .
C C9 0.8007(5) 0.46153(15) 0.72432(11) 0.0742(7) Uani d . . . 1 . .
H H9A 0.9361 0.4503 0.7049 0.089 Uiso calc U . R 1 . .
H H9B 0.7178 0.4107 0.7206 0.089 Uiso calc U . R 1 . .
C C10 0.4116(4) 0.64077(18) 0.67893(14) 0.0779(7) Uani d . . . 1 . .
H H10 0.418 0.6259 0.6324 0.094 Uiso calc U . R 1 . .
C C11 0.5427(6) 0.72009(18) 0.6866(2) 0.0998(10) Uani d . . . 1 . .
H H11A 0.4857 0.764 0.6598 0.15 Uiso calc U . R 1 . .
H H11B 0.6836 0.7087 0.6734 0.15 Uiso calc U . R 1 . .
H H11C 0.5413 0.7376 0.7317 0.15 Uiso calc U . R 1 . .
C C12 0.1892(5) 0.6588(4) 0.6932(3) 0.1324(15) Uani d . . . 1 . .
H H12A 0.1115 0.6071 0.6932 0.199 Uiso calc U . R 1 . .
H H12B 0.1342 0.6958 0.6603 0.199 Uiso calc U . R 1 . .
H H12C 0.1778 0.685 0.7354 0.199 Uiso calc U . R 1 . .
C C13 0.9380(8) 0.4107(2) 0.83270(16) 0.1169(14) Uani d . . . 1 . .
H H13A 0.9444 0.4231 0.8787 0.175 Uiso calc U . R 1 . .
H H13B 1.0768 0.4039 0.8159 0.175 Uiso calc U . R 1 . .
H H13C 0.8607 0.3596 0.8261 0.175 Uiso calc U . R 1 . .
C C14 0.7299(3) 0.43624(13) 0.52177(9) 0.0527(5) Uani d . . . 1 . .
C C15 0.5283(4) 0.44728(14) 0.49473(10) 0.0609(5) Uani d . . . 1 . .
H H15 0.4419 0.4897 0.5106 0.073 Uiso calc U . R 1 . .
C C16 0.4599(4) 0.39628(15) 0.44559(10) 0.0627(5) Uani d . . . 1 . .
H H16 0.3272 0.4042 0.4283 0.075 Uiso calc U . R 1 . .
C C17 0.5882(4) 0.33144(13) 0.42057(9) 0.0567(5) Uani d . . . 1 . .
C C18 0.5216(5) 0.27703(16) 0.36972(11) 0.0725(7) Uani d . . . 1 . .
H H18 0.3895 0.2837 0.3516 0.087 Uiso calc U . R 1 . .
C C19 0.6496(6) 0.21498(16) 0.34724(12) 0.0810(8) Uani d . . . 1 . .
H H19 0.6053 0.1806 0.3131 0.097 Uiso calc U . R 1 . .
C C20 0.8454(6) 0.20253(15) 0.37467(12) 0.0789(8) Uani d . . . 1 . .
H H20 0.9293 0.1589 0.3596 0.095 Uiso calc U . R 1 . .
C C21 0.9160(4) 0.25383(14) 0.42355(10) 0.0651(6) Uani d . . . 1 . .
H H21 1.048 0.2451 0.4413 0.078 Uiso calc U . R 1 . .
C C22 0.7899(3) 0.32002(12) 0.44740(9) 0.0528(5) Uani d . . . 1 . .
C C23 0.8562(3) 0.37376(12) 0.49856(9) 0.0515(4) Uani d . . . 1 . .
H H23 0.9881 0.3664 0.5167 0.062 Uiso calc U . R 1 . .
O O24 0.7410(4) 0.63784(13) 0.54207(14) 0.1039(8) Uani d . . . 1 . .
O O25 1.0502(3) 0.57948(12) 0.52426(13) 0.0971(7) Uani d . . . 1 . .
C C26 1.1213(7) 0.6553(3) 0.4916(3) 0.1373(17) Uani d . . . 1 . .
H H26A 1.0453 0.6626 0.4515 0.206 Uiso calc U . R 1 . .
H H26B 1.2676 0.6506 0.4822 0.206 Uiso calc U . R 1 . .
H H26C 1.098 0.703 0.5196 0.206 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O24 . 1.183(3) ?
C1 O25 . 1.327(3) ?
C1 C2 . 1.528(3) ?
C2 O3 . 1.409(3) ?
C2 C14 . 1.509(3) ?
C2 H2 . 0.98 ?
O3 C4 . 1.446(2) ?
C4 C5 . 1.509(3) ?
C4 C9 . 1.519(3) ?
C4 H4 . 0.98 ?
C5 C6 . 1.541(3) ?
C5 C10 . 1.543(4) ?
C5 H5 . 0.98 ?
C6 C7 . 1.506(4) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.507(5) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C13 . 1.515(4) ?
C8 C9 . 1.534(3) ?
C8 H8 . 0.98 ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C12 . 1.483(5) ?
C10 C11 . 1.523(4) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 C23 . 1.366(3) ?
C14 C15 . 1.416(3) ?
C15 C16 . 1.362(3) ?
C15 H15 . 0.93 ?
C16 C17 . 1.413(3) ?
C16 H16 . 0.93 ?
C17 C22 . 1.416(3) ?
C17 C18 . 1.417(3) ?
C18 C19 . 1.362(4) ?
C18 H18 . 0.93 ?
C19 C20 . 1.388(5) ?
C19 H19 . 0.93 ?
C20 C21 . 1.366(4) ?
C20 H20 . 0.93 ?
C21 C22 . 1.413(3) ?
C21 H21 . 0.93 ?
C22 C23 . 1.414(3) ?
C23 H23 . 0.93 ?
O25 C26 . 1.451(4) ?
C26 H26A . 0.96 ?
C26 H26B . 0.96 ?
C26 H26C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O24 C1 O25 . . 124.1(2) ?
O24 C1 C2 . . 125.7(2) ?
O25 C1 C2 . . 110.2(2) ?
O3 C2 C14 . . 107.74(17) ?
O3 C2 C1 . . 111.36(17) ?
C14 C2 C1 . . 108.84(17) ?
O3 C2 H2 . . 109.6 ?
C14 C2 H2 . . 109.6 ?
C1 C2 H2 . . 109.6 ?
C2 O3 C4 . . 116.02(16) ?
O3 C4 C5 . . 106.14(17) ?
O3 C4 C9 . . 109.48(16) ?
C5 C4 C9 . . 114.4(2) ?
O3 C4 H4 . . 108.9 ?
C5 C4 H4 . . 108.9 ?
C9 C4 H4 . . 108.9 ?
C4 C5 C6 . . 110.7(2) ?
C4 C5 C10 . . 111.1(2) ?
C6 C5 C10 . . 113.9(2) ?
C4 C5 H5 . . 107.0 ?
C6 C5 H5 . . 107.0 ?
C10 C5 H5 . . 107.0 ?
C7 C6 C5 . . 113.3(2) ?
C7 C6 H6A . . 108.9 ?
C5 C6 H6A . . 108.9 ?
C7 C6 H6B . . 108.9 ?
C5 C6 H6B . . 108.9 ?
H6A C6 H6B . . 107.7 ?
C6 C7 C8 . . 111.4(2) ?
C6 C7 H7A . . 109.4 ?
C8 C7 H7A . . 109.4 ?
C6 C7 H7B . . 109.4 ?
C8 C7 H7B . . 109.4 ?
H7A C7 H7B . . 108.0 ?
C7 C8 C13 . . 113.7(3) ?
C7 C8 C9 . . 108.7(3) ?
C13 C8 C9 . . 111.1(2) ?
C7 C8 H8 . . 107.7 ?
C13 C8 H8 . . 107.7 ?
C9 C8 H8 . . 107.7 ?
C4 C9 C8 . . 113.4(2) ?
C4 C9 H9A . . 108.9 ?
C8 C9 H9A . . 108.9 ?
C4 C9 H9B . . 108.9 ?
C8 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.7 ?
C12 C10 C11 . . 110.5(3) ?
C12 C10 C5 . . 113.1(3) ?
C11 C10 C5 . . 114.3(2) ?
C12 C10 H10 . . 106.1 ?
C11 C10 H10 . . 106.1 ?
C5 C10 H10 . . 106.1 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C8 C13 H13A . . 109.5 ?
C8 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C8 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C23 C14 C15 . . 119.71(19) ?
C23 C14 C2 . . 121.12(19) ?
C15 C14 C2 . . 119.17(19) ?
C16 C15 C14 . . 120.5(2) ?
C16 C15 H15 . . 119.8 ?
C14 C15 H15 . . 119.8 ?
C15 C16 C17 . . 120.9(2) ?
C15 C16 H16 . . 119.6 ?
C17 C16 H16 . . 119.6 ?
C16 C17 C22 . . 118.98(19) ?
C16 C17 C18 . . 122.3(2) ?
C22 C17 C18 . . 118.7(2) ?
C19 C18 C17 . . 120.5(3) ?
C19 C18 H18 . . 119.8 ?
C17 C18 H18 . . 119.8 ?
C18 C19 C20 . . 120.8(2) ?
C18 C19 H19 . . 119.6 ?
C20 C19 H19 . . 119.6 ?
C21 C20 C19 . . 120.6(3) ?
C21 C20 H20 . . 119.7 ?
C19 C20 H20 . . 119.7 ?
C20 C21 C22 . . 120.4(3) ?
C20 C21 H21 . . 119.8 ?
C22 C21 H21 . . 119.8 ?
C21 C22 C23 . . 122.2(2) ?
C21 C22 C17 . . 119.0(2) ?
C23 C22 C17 . . 118.85(19) ?
C14 C23 C22 . . 121.14(18) ?
C14 C23 H23 . . 119.4 ?
C22 C23 H23 . . 119.4 ?
C1 O25 C26 . . 116.7(3) ?
O25 C26 H26A . . 109.5 ?
O25 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
O25 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O24 C1 C2 O3 . . . . -25.3(4) ?
O25 C1 C2 O3 . . . . 156.3(2) ?
O24 C1 C2 C14 . . . . 93.3(3) ?
O25 C1 C2 C14 . . . . -85.0(3) ?
C14 C2 O3 C4 . . . . 161.71(16) ?
C1 C2 O3 C4 . . . . -79.0(2) ?
C2 O3 C4 C5 . . . . 159.16(18) ?
C2 O3 C4 C9 . . . . -76.9(2) ?
O3 C4 C5 C6 . . . . 167.13(19) ?
C9 C4 C5 C6 . . . . 46.3(3) ?
O3 C4 C5 C10 . . . . -65.4(2) ?
C9 C4 C5 C10 . . . . 173.77(19) ?
C4 C5 C6 C7 . . . . -50.4(3) ?
C10 C5 C6 C7 . . . . -176.3(2) ?
C5 C6 C7 C8 . . . . 58.0(3) ?
C6 C7 C8 C13 . . . . 177.6(2) ?
C6 C7 C8 C9 . . . . -58.1(3) ?
O3 C4 C9 C8 . . . . -169.3(2) ?
C5 C4 C9 C8 . . . . -50.3(3) ?
C7 C8 C9 C4 . . . . 54.5(3) ?
C13 C8 C9 C4 . . . . -179.7(3) ?
C4 C5 C10 C12 . . . . 162.2(3) ?
C6 C5 C10 C12 . . . . -72.1(4) ?
C4 C5 C10 C11 . . . . -70.2(3) ?
C6 C5 C10 C11 . . . . 55.5(3) ?
O3 C2 C14 C23 . . . . -134.17(19) ?
C1 C2 C14 C23 . . . . 105.0(2) ?
O3 C2 C14 C15 . . . . 45.9(2) ?
C1 C2 C14 C15 . . . . -75.0(2) ?
C23 C14 C15 C16 . . . . -0.3(3) ?
C2 C14 C15 C16 . . . . 179.6(2) ?
C14 C15 C16 C17 . . . . 0.0(3) ?
C15 C16 C17 C22 . . . . 0.0(3) ?
C15 C16 C17 C18 . . . . 179.7(2) ?
C16 C17 C18 C19 . . . . -179.6(2) ?
C22 C17 C18 C19 . . . . 0.0(3) ?
C17 C18 C19 C20 . . . . 1.6(4) ?
C18 C19 C20 C21 . . . . -1.9(4) ?
C19 C20 C21 C22 . . . . 0.6(4) ?
C20 C21 C22 C23 . . . . 179.1(2) ?
C20 C21 C22 C17 . . . . 1.0(3) ?
C16 C17 C22 C21 . . . . 178.38(18) ?
C18 C17 C22 C21 . . . . -1.3(3) ?
C16 C17 C22 C23 . . . . 0.2(3) ?
C18 C17 C22 C23 . . . . -179.45(18) ?
C15 C14 C23 C22 . . . . 0.5(3) ?
C2 C14 C23 C22 . . . . -179.38(18) ?
C21 C22 C23 C14 . . . . -178.60(18) ?
C17 C22 C23 C14 . . . . -0.5(3) ?
O24 C1 O25 C26 . . . . -1.5(5) ?
C2 C1 O25 C26 . . . . 176.9(3) ?

####################################################################### 
# 
# 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_4b_tertbutyl_bending
_database_code_depnum_ccdc_archive 'CCDC 1990778'
loop_
_audit_author_name
_audit_author_address
'Simon Lawrence'
;University College Cork
Republic of Ireland
;
_audit_update_record             
;
2021-02-15 deposited with the CCDC.	2021-03-05 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C26 H36 O3'
_chemical_formula_sum            'C26 H36 O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         396.55
_chemical_absolute_configuration rm

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   5.6104(2)
_cell_length_b                   9.8196(4)
_cell_length_c                   43.1042(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2374.69(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9952
_cell_measurement_theta_min      5.4566
_cell_measurement_theta_max      66.8920
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       Plate
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.231
_exptl_crystal_size_min          0.114
_exptl_crystal_density_diffrn    1.109
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             864

_exptl_absorpt_coefficient_mu    0.551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   'Incoatec Microfocus X-ray Source I\mS'
_diffrn_source_type              microfocus

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Incoatec Montel Multilayer Mirror'

_diffrn_measurement_device_type  'Bruker AXS Kappa APEX II DUO'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            14620
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_theta_min         5.46
_diffrn_reflns_theta_max         67.28
_diffrn_reflns_theta_full        67.28
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.940
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_limit_l_max       50

_refine_special_details          
;
;

_reflns_number_total             3860
_reflns_number_gt                3749
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_gt          0.1146
_refine_ls_wR_factor_ref         0.1152
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_number_reflns         3860
_refine_ls_number_parameters     268
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0385P)²+0.6227P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.132
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
Flack x determined using 1392 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(6)

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'

_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.2318(5) 0.7313(3) 0.63961(6) 0.0563(7) Uani d . . . 1 . .
C C2 0.3799(5) 0.6008(3) 0.63927(6) 0.0537(7) Uani d . . . 1 . .
H H2 0.5478 0.622 0.6433 0.064 Uiso calc U . R 1 . .
O O3 0.3561(4) 0.5366(2) 0.61001(4) 0.0655(6) Uani d . . . 1 . .
C C4 0.5510(5) 0.5597(3) 0.58891(6) 0.0546(7) Uani d . . . 1 . .
H H4 0.6991 0.5311 0.599 0.065 Uiso calc U . R 1 . .
C C5 0.5085(6) 0.4681(3) 0.56077(6) 0.0619(8) Uani d . . . 1 . .
H H5 0.3637 0.5012 0.5505 0.074 Uiso calc U . R 1 . .
C C6 0.7141(8) 0.4893(4) 0.53806(8) 0.0810(10) Uani d . . . 1 . .
H H6A 0.8606 0.4571 0.5475 0.097 Uiso calc U . R 1 . .
H H6B 0.6855 0.4353 0.5196 0.097 Uiso calc U . R 1 . .
C C7 0.7449(10) 0.6373(4) 0.52878(8) 0.0965(14) Uani d . . . 1 . .
H H7A 0.6058 0.6667 0.5172 0.116 Uiso calc U . R 1 . .
H H7B 0.8825 0.6455 0.5153 0.116 Uiso calc U . R 1 . .
C C8 0.7782(8) 0.7295(4) 0.55673(7) 0.0790(10) Uani d . . . 1 . .
H H8 0.9268 0.7032 0.5671 0.095 Uiso calc U . R 1 . .
C C9 0.5756(6) 0.7076(3) 0.57939(7) 0.0656(8) Uani d . . . 1 . .
H H9A 0.4278 0.7377 0.57 0.079 Uiso calc U . R 1 . .
H H9B 0.603 0.7626 0.5977 0.079 Uiso calc U . R 1 . .
C C10 0.4641(7) 0.3188(4) 0.56943(7) 0.0710(9) Uani d . . . 1 . .
H H10 0.332 0.3187 0.5843 0.085 Uiso calc U . R 1 . .
C C11 0.6725(9) 0.2506(5) 0.58550(12) 0.1052(14) Uani d . . . 1 . .
H H11A 0.6324 0.1577 0.5901 0.158 Uiso calc U . R 1 . .
H H11B 0.7076 0.298 0.6044 0.158 Uiso calc U . R 1 . .
H H11C 0.8095 0.253 0.5722 0.158 Uiso calc U . R 1 . .
C C12 0.3817(10) 0.2341(5) 0.54162(10) 0.1041(14) Uani d . . . 1 . .
H H12A 0.5158 0.2144 0.5285 0.156 Uiso calc U . R 1 . .
H H12B 0.265 0.2844 0.53 0.156 Uiso calc U . R 1 . .
H H12C 0.3127 0.1504 0.5488 0.156 Uiso calc U . R 1 . .
C C13 0.8000(12) 0.8787(5) 0.54720(10) 0.1178(19) Uani d . . . 1 . .
H H13A 0.6554 0.9073 0.5372 0.177 Uiso calc U . R 1 . .
H H13B 0.9311 0.889 0.5331 0.177 Uiso calc U . R 1 . .
H H13C 0.8272 0.9336 0.5653 0.177 Uiso calc U . R 1 . .
C C14 0.2854(5) 0.5075(3) 0.66417(6) 0.0519(7) Uani d . . . 1 . .
C C15 0.3985(5) 0.4923(3) 0.69191(6) 0.0535(7) Uani d . . . 1 . .
H H15 0.5396 0.5396 0.6954 0.064 Uiso calc U . R 1 . .
C C16 0.3086(5) 0.4069(3) 0.71563(7) 0.0546(7) Uani d . . . 1 . .
C C17 0.4281(7) 0.3886(4) 0.74434(7) 0.0682(9) Uani d . . . 1 . .
H H17 0.5676 0.4366 0.7483 0.082 Uiso calc U . R 1 . .
C C18 0.3407(8) 0.3016(4) 0.76617(8) 0.0815(11) Uani d . . . 1 . .
H H18 0.4228 0.2896 0.7847 0.098 Uiso calc U . R 1 . .
C C19 0.1298(8) 0.2303(4) 0.76099(9) 0.0807(10) Uani d . . . 1 . .
H H19 0.0717 0.1711 0.7761 0.097 Uiso calc U . R 1 . .
C C20 0.0094(6) 0.2470(4) 0.73405(8) 0.0727(9) Uani d . . . 1 . .
H H20 -0.1317 0.1993 0.7309 0.087 Uiso calc U . R 1 . .
C C21 0.0929(5) 0.3354(3) 0.71057(7) 0.0589(7) Uani d . . . 1 . .
C C22 -0.0222(6) 0.3540(4) 0.68176(8) 0.0662(8) Uani d . . . 1 . .
H H22 -0.1646 0.3085 0.678 0.079 Uiso calc U . R 1 . .
C C23 0.0692(5) 0.4364(3) 0.65940(7) 0.0617(8) Uani d . . . 1 . .
H H23 -0.0116 0.4462 0.6407 0.074 Uiso calc U . R 1 . .
O O24 0.0282(4) 0.7348(3) 0.63146(6) 0.0856(8) Uani d . . . 1 . .
O O25 0.3569(3) 0.8367(2) 0.65064(4) 0.0535(5) Uani d . . . 1 . .
C C26 0.2408(5) 0.9715(3) 0.65481(7) 0.0588(7) Uani d . . . 1 . .
C C27 0.1423(8) 1.0222(4) 0.62437(9) 0.0933(12) Uani d . . . 1 . .
H H27A 0.2595 1.0102 0.6084 0.14 Uiso calc U . R 1 . .
H H27B 0.1032 1.1171 0.6262 0.14 Uiso calc U . R 1 . .
H H27C 0.0014 0.9716 0.6192 0.14 Uiso calc U . R 1 . .
C C28 0.4433(6) 1.0611(4) 0.66591(10) 0.0788(10) Uani d . . . 1 . .
H H28A 0.5028 1.027 0.6853 0.118 Uiso calc U . R 1 . .
H H28B 0.3864 1.1525 0.6687 0.118 Uiso calc U . R 1 . .
H H28C 0.5689 1.0606 0.6508 0.118 Uiso calc U . R 1 . .
C C29 0.0549(7) 0.9574(4) 0.67982(9) 0.0820(10) Uani d . . . 1 . .
H H29A -0.0683 0.8968 0.6729 0.123 Uiso calc U . R 1 . .
H H29B -0.0128 1.0451 0.6842 0.123 Uiso calc U . R 1 . .
H H29C 0.1273 0.9214 0.6983 0.123 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O24 . 1.196(3) ?
C1 O25 . 1.338(4) ?
C1 C2 . 1.528(4) ?
C2 O3 . 1.416(3) ?
C2 C14 . 1.508(4) ?
C2 H2 . 0.98 ?
O3 C4 . 1.440(3) ?
C4 C9 . 1.516(5) ?
C4 C5 . 1.528(4) ?
C4 H4 . 0.98 ?
C5 C6 . 1.527(5) ?
C5 C10 . 1.533(5) ?
C5 H5 . 0.98 ?
C6 C7 . 1.517(6) ?
C6 H6A . 0.97 ?
C6 H6B . 0.97 ?
C7 C8 . 1.519(5) ?
C7 H7A . 0.97 ?
C7 H7B . 0.97 ?
C8 C9 . 1.514(5) ?
C8 C13 . 1.527(6) ?
C8 H8 . 0.98 ?
C9 H9A . 0.97 ?
C9 H9B . 0.97 ?
C10 C11 . 1.515(6) ?
C10 C12 . 1.531(5) ?
C10 H10 . 0.98 ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 C15 . 1.362(4) ?
C14 C23 . 1.415(4) ?
C15 C16 . 1.415(4) ?
C15 H15 . 0.93 ?
C16 C21 . 1.416(4) ?
C16 C17 . 1.419(4) ?
C17 C18 . 1.362(5) ?
C17 H17 . 0.93 ?
C18 C19 . 1.393(6) ?
C18 H18 . 0.93 ?
C19 C20 . 1.354(5) ?
C19 H19 . 0.93 ?
C20 C21 . 1.413(5) ?
C20 H20 . 0.93 ?
C21 C22 . 1.412(4) ?
C22 C23 . 1.359(5) ?
C22 H22 . 0.93 ?
C23 H23 . 0.93 ?
O25 C26 . 1.486(4) ?
C26 C29 . 1.506(4) ?
C26 C27 . 1.508(5) ?
C26 C28 . 1.514(5) ?
C27 H27A . 0.96 ?
C27 H27B . 0.96 ?
C27 H27C . 0.96 ?
C28 H28A . 0.96 ?
C28 H28B . 0.96 ?
C28 H28C . 0.96 ?
C29 H29A . 0.96 ?
C29 H29B . 0.96 ?
C29 H29C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O24 C1 O25 . . 125.7(3) ?
O24 C1 C2 . . 122.8(3) ?
O25 C1 C2 . . 111.5(2) ?
O3 C2 C14 . . 109.3(2) ?
O3 C2 C1 . . 109.3(2) ?
C14 C2 C1 . . 108.2(2) ?
O3 C2 H2 . . 110.0 ?
C14 C2 H2 . . 110.0 ?
C1 C2 H2 . . 110.0 ?
C2 O3 C4 . . 114.9(2) ?
O3 C4 C9 . . 113.0(2) ?
O3 C4 C5 . . 106.9(2) ?
C9 C4 C5 . . 111.3(2) ?
O3 C4 H4 . . 108.5 ?
C9 C4 H4 . . 108.5 ?
C5 C4 H4 . . 108.5 ?
C6 C5 C4 . . 108.1(3) ?
C6 C5 C10 . . 114.2(3) ?
C4 C5 C10 . . 113.2(2) ?
C6 C5 H5 . . 107.0 ?
C4 C5 H5 . . 107.0 ?
C10 C5 H5 . . 107.0 ?
C7 C6 C5 . . 112.7(3) ?
C7 C6 H6A . . 109.1 ?
C5 C6 H6A . . 109.1 ?
C7 C6 H6B . . 109.1 ?
C5 C6 H6B . . 109.1 ?
H6A C6 H6B . . 107.8 ?
C6 C7 C8 . . 112.1(3) ?
C6 C7 H7A . . 109.2 ?
C8 C7 H7A . . 109.2 ?
C6 C7 H7B . . 109.2 ?
C8 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
C9 C8 C7 . . 109.6(3) ?
C9 C8 C13 . . 111.7(3) ?
C7 C8 C13 . . 111.6(3) ?
C9 C8 H8 . . 107.9 ?
C7 C8 H8 . . 107.9 ?
C13 C8 H8 . . 107.9 ?
C8 C9 C4 . . 112.3(3) ?
C8 C9 H9A . . 109.1 ?
C4 C9 H9A . . 109.1 ?
C8 C9 H9B . . 109.1 ?
C4 C9 H9B . . 109.1 ?
H9A C9 H9B . . 107.9 ?
C11 C10 C12 . . 110.5(4) ?
C11 C10 C5 . . 114.1(3) ?
C12 C10 C5 . . 112.2(3) ?
C11 C10 H10 . . 106.5 ?
C12 C10 H10 . . 106.5 ?
C5 C10 H10 . . 106.5 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C8 C13 H13A . . 109.5 ?
C8 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C8 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C15 C14 C23 . . 118.2(3) ?
C15 C14 C2 . . 121.9(3) ?
C23 C14 C2 . . 119.9(3) ?
C14 C15 C16 . . 122.2(3) ?
C14 C15 H15 . . 118.9 ?
C16 C15 H15 . . 118.9 ?
C15 C16 C21 . . 119.1(3) ?
C15 C16 C17 . . 122.5(3) ?
C21 C16 C17 . . 118.4(3) ?
C18 C17 C16 . . 120.8(4) ?
C18 C17 H17 . . 119.6 ?
C16 C17 H17 . . 119.6 ?
C17 C18 C19 . . 120.7(4) ?
C17 C18 H18 . . 119.7 ?
C19 C18 H18 . . 119.7 ?
C20 C19 C18 . . 120.0(4) ?
C20 C19 H19 . . 120.0 ?
C18 C19 H19 . . 120.0 ?
C19 C20 C21 . . 121.6(4) ?
C19 C20 H20 . . 119.2 ?
C21 C20 H20 . . 119.2 ?
C22 C21 C20 . . 123.9(3) ?
C22 C21 C16 . . 117.5(3) ?
C20 C21 C16 . . 118.5(3) ?
C23 C22 C21 . . 121.9(3) ?
C23 C22 H22 . . 119.0 ?
C21 C22 H22 . . 119.0 ?
C22 C23 C14 . . 120.9(3) ?
C22 C23 H23 . . 119.5 ?
C14 C23 H23 . . 119.5 ?
C1 O25 C26 . . 120.2(2) ?
O25 C26 C29 . . 107.9(3) ?
O25 C26 C27 . . 110.4(3) ?
C29 C26 C27 . . 113.5(3) ?
O25 C26 C28 . . 103.1(2) ?
C29 C26 C28 . . 110.3(3) ?
C27 C26 C28 . . 111.0(3) ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C26 C28 H28A . . 109.5 ?
C26 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C26 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C26 C29 H29A . . 109.5 ?
C26 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C26 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O24 C1 C2 O3 . . . . 49.3(4) ?
O25 C1 C2 O3 . . . . -132.1(2) ?
O24 C1 C2 C14 . . . . -69.6(4) ?
O25 C1 C2 C14 . . . . 108.9(3) ?
C14 C2 O3 C4 . . . . -141.8(2) ?
C1 C2 O3 C4 . . . . 100.0(3) ?
C2 O3 C4 C9 . . . . -64.6(3) ?
C2 O3 C4 C5 . . . . 172.6(2) ?
O3 C4 C5 C6 . . . . -179.5(3) ?
C9 C4 C5 C6 . . . . 56.7(3) ?
O3 C4 C5 C10 . . . . -51.9(3) ?
C9 C4 C5 C10 . . . . -175.8(3) ?
C4 C5 C6 C7 . . . . -55.9(4) ?
C10 C5 C6 C7 . . . . 177.1(3) ?
C5 C6 C7 C8 . . . . 55.9(5) ?
C6 C7 C8 C9 . . . . -53.6(5) ?
C6 C7 C8 C13 . . . . -177.9(5) ?
C7 C8 C9 C4 . . . . 55.4(4) ?
C13 C8 C9 C4 . . . . 179.6(3) ?
O3 C4 C9 C8 . . . . -178.9(2) ?
C5 C4 C9 C8 . . . . -58.6(3) ?
C6 C5 C10 C11 . . . . 61.6(4) ?
C4 C5 C10 C11 . . . . -62.7(4) ?
C6 C5 C10 C12 . . . . -65.2(4) ?
C4 C5 C10 C12 . . . . 170.5(3) ?
O3 C2 C14 C15 . . . . 138.8(3) ?
C1 C2 C14 C15 . . . . -102.3(3) ?
O3 C2 C14 C23 . . . . -43.4(3) ?
C1 C2 C14 C23 . . . . 75.5(3) ?
C23 C14 C15 C16 . . . . 0.9(4) ?
C2 C14 C15 C16 . . . . 178.8(2) ?
C14 C15 C16 C21 . . . . -0.5(4) ?
C14 C15 C16 C17 . . . . 178.7(3) ?
C15 C16 C17 C18 . . . . -177.5(3) ?
C21 C16 C17 C18 . . . . 1.8(5) ?
C16 C17 C18 C19 . . . . -1.1(6) ?
C17 C18 C19 C20 . . . . 0.0(6) ?
C18 C19 C20 C21 . . . . 0.4(5) ?
C19 C20 C21 C22 . . . . 178.3(3) ?
C19 C20 C21 C16 . . . . 0.3(5) ?
C15 C16 C21 C22 . . . . -0.2(4) ?
C17 C16 C21 C22 . . . . -179.4(3) ?
C15 C16 C21 C20 . . . . 177.9(3) ?
C17 C16 C21 C20 . . . . -1.4(4) ?
C20 C21 C22 C23 . . . . -177.6(3) ?
C16 C21 C22 C23 . . . . 0.4(4) ?
C21 C22 C23 C14 . . . . 0.0(5) ?
C15 C14 C23 C22 . . . . -0.7(4) ?
C2 C14 C23 C22 . . . . -178.6(3) ?
O24 C1 O25 C26 . . . . 2.4(5) ?
C2 C1 O25 C26 . . . . -176.1(2) ?
C1 O25 C26 C29 . . . . 66.0(3) ?
C1 O25 C26 C27 . . . . -58.6(4) ?
C1 O25 C26 C28 . . . . -177.3(3) ?



# start Validation Reply Form
_vrf_PLAT029_Tert.Butyl_bending  
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.940 Why?
RESPONSE: The slightly low value is due to the restricted space of a
dual source instrument combined with the orientation of the crystal and
the use of Cu radiation.
;
# end Validation Reply Form
