# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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 
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data_0109hd2b_0m
_database_code_depnum_ccdc_archive 'CCDC 2159530'
loop_
_audit_author_name
_audit_author_address
'Jianxiao Li'
;Central South University
China
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_audit_creation_date             2022-01-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H17 Cl O2'
_chemical_formula_sum            'C19 H17 Cl O2'
_chemical_formula_weight         312.77
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   20.2818(11)
_cell_length_b                   7.3718(4)
_cell_length_c                   20.3050(13)
_cell_angle_alpha                90
_cell_angle_beta                 91.757(2)
_cell_angle_gamma                90
_cell_volume                     3034.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3694
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.727
_cell_measurement_theta_min      2.796
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5845
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1100 before and 0.0784 after correction. The Ratio of minimum to maximum transmission is 0.7841. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0922
_diffrn_reflns_av_unetI/netI     0.0994
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            21189
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.393
_diffrn_reflns_theta_min         2.007
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4133
_reflns_number_total             6145
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         6145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0608
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+1.0765P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1219
_refine_ls_wR_factor_ref         0.1508
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6155(16)
 0.3845(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Ternary CH refined with riding coordinates:
 C11(H11), C30(H30)
3.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C29(H29A,H29B), C12(H12A,H12B), C13(H13A,H13B), C32(H32A,
 H32B), C31(H31A,H31B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C23(H23), C22(H22), C19(H19), C18(H18), C36(H36), C35(H35), C38(H38),
 C20(H20), C15(H15), C17(H17), C5(H5), C16(H16), C4(H4), C37(H37), C21(H21),
 C2(H2), C3(H3), C34(H34), C25(H25)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.93892(6) 0.81589(18) 0.69542(6) 0.0460(3) Uani 1 1 d . . . . .
Cl2 Cl 0.69599(6) 0.6199(2) 0.44173(6) 0.0491(4) Uani 1 1 d . . . . .
O4 O 0.49004(14) 0.7666(4) 0.48234(14) 0.0354(7) Uani 1 1 d . . . . .
O2 O 0.98004(13) 0.7214(4) 0.48608(14) 0.0352(8) Uani 1 1 d . . . . .
O3 O 0.57862(15) 0.6268(5) 0.52411(15) 0.0450(9) Uani 1 1 d . . . . .
O1 O 1.01767(15) 0.8631(4) 0.57617(15) 0.0417(8) Uani 1 1 d . . . . .
C1 C 0.7630(2) 0.7281(6) 0.6166(2) 0.0305(10) Uani 1 1 d . . . . .
H1 H 0.766583 0.790699 0.575998 0.037 Uiso 1 1 calc R . . . .
C27 C 0.5721(2) 0.7175(5) 0.4083(2) 0.0270(9) Uani 1 1 d . . . . .
C10 C 0.8671(2) 0.6761(6) 0.5092(2) 0.0291(10) Uani 1 1 d . . . . .
H10A H 0.838968 0.774962 0.491025 0.035 Uiso 1 1 calc R . . . .
H10B H 0.839111 0.570058 0.518893 0.035 Uiso 1 1 calc R . . . .
C24 C 0.6551(2) 0.7218(5) 0.3191(2) 0.0261(9) Uani 1 1 d . . . . .
C14 C 0.9590(2) 0.6758(6) 0.2757(2) 0.0307(10) Uani 1 1 d . . . . .
C23 C 0.6155(2) 0.6652(6) 0.2651(2) 0.0301(10) Uani 1 1 d . . . . .
H23 H 0.574741 0.606075 0.272176 0.036 Uiso 1 1 calc R . . . .
C22 C 0.6357(2) 0.6950(6) 0.2018(2) 0.0318(10) Uani 1 1 d . . . . .
H22 H 0.608903 0.654895 0.165495 0.038 Uiso 1 1 calc R . . . .
C19 C 0.8992(2) 0.6656(6) 0.2404(2) 0.0307(10) Uani 1 1 d . . . . .
H19 H 0.860694 0.626587 0.261850 0.037 Uiso 1 1 calc R . . . .
C28 C 0.5506(2) 0.6942(6) 0.4769(2) 0.0325(10) Uani 1 1 d . . . . .
C7 C 0.8856(2) 0.7434(6) 0.6317(2) 0.0283(9) Uani 1 1 d . . . . .
C6 C 0.8197(2) 0.6901(5) 0.6542(2) 0.0284(10) Uani 1 1 d . . . . .
C8 C 0.9057(2) 0.7377(6) 0.5699(2) 0.0263(9) Uani 1 1 d . . . . .
C9 C 0.9731(2) 0.7844(6) 0.5477(2) 0.0311(10) Uani 1 1 d . . . . .
C18 C 0.8952(2) 0.7118(6) 0.1742(2) 0.0332(11) Uani 1 1 d . . . . .
H18 H 0.854011 0.704558 0.150726 0.040 Uiso 1 1 calc R . . . .
C26 C 0.6335(2) 0.6933(5) 0.3868(2) 0.0303(10) Uani 1 1 d . . . . .
C36 C 0.1418(2) 0.8131(6) 0.4511(2) 0.0379(11) Uani 1 1 d . . . . .
H36 H 0.095073 0.806226 0.447772 0.046 Uiso 1 1 calc R . . . .
C29 C 0.5124(2) 0.7830(6) 0.3688(2) 0.0287(10) Uani 1 1 d . . . . .
H29A H 0.491237 0.682176 0.343801 0.034 Uiso 1 1 calc R . . . .
H29B H 0.524507 0.879814 0.337570 0.034 Uiso 1 1 calc R . . . .
C12 C 0.9089(2) 0.6788(6) 0.3908(2) 0.0331(11) Uani 1 1 d . . . . .
H12A H 0.903873 0.812114 0.387861 0.040 Uiso 1 1 calc R . . . .
H12B H 0.867143 0.622976 0.374340 0.040 Uiso 1 1 calc R . . . .
C11 C 0.9209(2) 0.6260(6) 0.4619(2) 0.0326(10) Uani 1 1 d . . . . .
H11 H 0.928917 0.492271 0.464497 0.039 Uiso 1 1 calc R . . . .
C35 C 0.1796(2) 0.7837(6) 0.3964(2) 0.0369(11) Uani 1 1 d . . . . .
H35 H 0.158711 0.754915 0.355218 0.044 Uiso 1 1 calc R . . . .
C13 C 0.9654(2) 0.6184(7) 0.3469(2) 0.0376(11) Uani 1 1 d . . . . .
H13A H 1.007292 0.667617 0.365800 0.045 Uiso 1 1 calc R . . . .
H13B H 0.968473 0.484454 0.348594 0.045 Uiso 1 1 calc R . . . .
C38 C 0.1736(2) 0.8528(6) 0.5108(2) 0.0397(12) Uani 1 1 d . . . . .
H38 H 0.148429 0.870646 0.549019 0.048 Uiso 1 1 calc R . . . .
C20 C 0.7342(2) 0.8390(6) 0.2433(2) 0.0363(11) Uani 1 1 d . . . . .
H20 H 0.774519 0.900246 0.235818 0.044 Uiso 1 1 calc R . . . .
C15 C 1.0141(2) 0.7335(6) 0.2424(2) 0.0345(11) Uani 1 1 d . . . . .
H15 H 1.055367 0.741501 0.265546 0.041 Uiso 1 1 calc R . . . .
C33 C 0.2799(2) 0.8394(6) 0.4609(2) 0.0335(10) Uani 1 1 d . . . . .
C17 C 0.9503(2) 0.7678(6) 0.1426(2) 0.0343(11) Uani 1 1 d . . . . .
H17 H 0.947256 0.798671 0.097146 0.041 Uiso 1 1 calc R . . . .
C5 C 0.8131(2) 0.5952(6) 0.7135(2) 0.0352(11) Uani 1 1 d . . . . .
H5 H 0.851286 0.568297 0.739980 0.042 Uiso 1 1 calc R . . . .
C16 C 1.0102(2) 0.7794(6) 0.1765(2) 0.0347(11) Uani 1 1 d . . . . .
H16 H 1.048421 0.818677 0.154713 0.042 Uiso 1 1 calc R . . . .
C4 C 0.7517(2) 0.5403(6) 0.7338(2) 0.0386(11) Uani 1 1 d . . . . .
H4 H 0.747749 0.474281 0.773700 0.046 Uiso 1 1 calc R . . . .
C37 C 0.2417(2) 0.8667(6) 0.5152(2) 0.0379(11) Uani 1 1 d . . . . .
H37 H 0.262609 0.895681 0.556336 0.046 Uiso 1 1 calc R . . . .
C32 C 0.3538(2) 0.8709(7) 0.4682(2) 0.0473(13) Uani 1 1 d . . . . .
H32A H 0.361267 1.001884 0.476134 0.057 Uiso 1 1 calc R . . . .
H32B H 0.370209 0.805227 0.507893 0.057 Uiso 1 1 calc R . . . .
C21 C 0.6946(2) 0.7828(6) 0.1907(2) 0.0352(11) Uani 1 1 d . . . . .
H21 H 0.707828 0.804344 0.146904 0.042 Uiso 1 1 calc R . . . .
C2 C 0.7020(2) 0.6768(6) 0.6372(2) 0.0355(11) Uani 1 1 d . . . . .
H2 H 0.663739 0.706365 0.611188 0.043 Uiso 1 1 calc R . . . .
C3 C 0.6958(2) 0.5825(6) 0.6954(2) 0.0406(12) Uani 1 1 d . . . . .
H3 H 0.653426 0.546477 0.709178 0.049 Uiso 1 1 calc R . . . .
C30 C 0.4669(2) 0.8558(6) 0.4210(2) 0.0350(10) Uani 1 1 d . . . . .
H30 H 0.473016 0.989976 0.425329 0.042 Uiso 1 1 calc R . . . .
C34 C 0.2482(2) 0.7960(6) 0.4015(2) 0.0365(11) Uani 1 1 d . . . . .
H34 H 0.273589 0.774419 0.363703 0.044 Uiso 1 1 calc R . . . .
C31 C 0.3950(2) 0.8139(6) 0.4108(2) 0.0303(10) Uani 1 1 d . . . . .
H31A H 0.389642 0.681797 0.403759 0.036 Uiso 1 1 calc R . . . .
H31B H 0.378312 0.876427 0.370512 0.036 Uiso 1 1 calc R . . . .
C25 C 0.7148(2) 0.8054(6) 0.3078(2) 0.0321(10) Uani 1 1 d . . . . .
H25 H 0.742798 0.840197 0.343982 0.038 Uiso 1 1 calc R . . . .


_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
Cl1 C7 1.745(4) . ?
Cl2 C26 1.748(4) . ?
O4 C28 1.347(5) . ?
O4 C30 1.472(5) . ?
O2 C9 1.347(5) . ?
O2 C11 1.463(5) . ?
O3 C28 1.207(5) . ?
O1 C9 1.206(5) . ?
C1 H1 0.9500 . ?
C1 C6 1.388(6) . ?
C1 C2 1.371(6) . ?
C27 C28 1.481(6) . ?
C27 C26 1.344(6) . ?
C27 C29 1.513(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C8 1.510(6) . ?
C10 C11 1.520(6) . ?
C24 C23 1.402(6) . ?
C24 C26 1.471(6) . ?
C24 C25 1.384(6) . ?
C14 C19 1.393(6) . ?
C14 C13 1.509(6) . ?
C14 C15 1.389(6) . ?
C23 H23 0.9500 . ?
C23 C22 1.378(6) . ?
C22 H22 0.9500 . ?
C22 C21 1.384(6) . ?
C19 H19 0.9500 . ?
C19 C18 1.385(6) . ?
C7 C6 1.479(6) . ?
C7 C8 1.332(6) . ?
C6 C5 1.401(6) . ?
C8 C9 1.492(6) . ?
C18 H18 0.9500 . ?
C18 C17 1.370(6) . ?
C36 H36 0.9500 . ?
C36 C35 1.386(7) . ?
C36 C38 1.386(7) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.525(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C11 1.507(6) . ?
C12 C13 1.540(6) . ?
C11 H11 1.0000 . ?
C35 H35 0.9500 . ?
C35 C34 1.394(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C38 H38 0.9500 . ?
C38 C37 1.386(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.380(6) . ?
C20 C25 1.401(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.379(6) . ?
C33 C37 1.380(6) . ?
C33 C32 1.519(6) . ?
C33 C34 1.387(6) . ?
C17 H17 0.9500 . ?
C17 C16 1.382(6) . ?
C5 H5 0.9500 . ?
C5 C4 1.385(6) . ?
C16 H16 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.392(6) . ?
C37 H37 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C31 1.513(6) . ?
C21 H21 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.380(6) . ?
C3 H3 0.9500 . ?
C30 H30 1.0000 . ?
C30 C31 1.500(6) . ?
C34 H34 0.9500 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C25 H25 0.9500 . ?

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
C28 O4 C30 112.0(3) . . ?
C9 O2 C11 111.7(3) . . ?
C6 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C2 C1 C6 121.1(4) . . ?
C28 C27 C29 106.4(4) . . ?
C26 C27 C28 126.4(4) . . ?
C26 C27 C29 127.2(4) . . ?
H10A C10 H10B 109.1 . . ?
C8 C10 H10A 111.2 . . ?
C8 C10 H10B 111.2 . . ?
C8 C10 C11 103.0(3) . . ?
C11 C10 H10A 111.2 . . ?
C11 C10 H10B 111.2 . . ?
C23 C24 C26 120.6(4) . . ?
C25 C24 C23 119.1(4) . . ?
C25 C24 C26 120.4(4) . . ?
C19 C14 C13 121.8(4) . . ?
C15 C14 C19 117.8(4) . . ?
C15 C14 C13 120.4(4) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 C24 120.2(4) . . ?
C22 C23 H23 119.9 . . ?
C23 C22 H22 119.7 . . ?
C23 C22 C21 120.6(4) . . ?
C21 C22 H22 119.7 . . ?
C14 C19 H19 119.7 . . ?
C18 C19 C14 120.7(4) . . ?
C18 C19 H19 119.7 . . ?
O4 C28 C27 109.1(4) . . ?
O3 C28 O4 120.4(4) . . ?
O3 C28 C27 130.5(4) . . ?
C6 C7 Cl1 113.4(3) . . ?
C8 C7 Cl1 120.4(3) . . ?
C8 C7 C6 126.1(4) . . ?
C1 C6 C7 121.1(4) . . ?
C1 C6 C5 118.3(4) . . ?
C5 C6 C7 120.6(4) . . ?
C7 C8 C10 127.7(4) . . ?
C7 C8 C9 126.0(4) . . ?
C9 C8 C10 106.2(4) . . ?
O2 C9 C8 108.9(4) . . ?
O1 C9 O2 120.9(4) . . ?
O1 C9 C8 130.3(4) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 C19 120.3(4) . . ?
C17 C18 H18 119.8 . . ?
C27 C26 Cl2 119.6(3) . . ?
C27 C26 C24 126.2(4) . . ?
C24 C26 Cl2 114.2(3) . . ?
C35 C36 H36 120.6 . . ?
C38 C36 H36 120.6 . . ?
C38 C36 C35 118.7(4) . . ?
C27 C29 H29A 111.0 . . ?
C27 C29 H29B 111.0 . . ?
C27 C29 C30 103.6(3) . . ?
H29A C29 H29B 109.0 . . ?
C30 C29 H29A 111.0 . . ?
C30 C29 H29B 111.0 . . ?
H12A C12 H12B 107.9 . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
C11 C12 C13 112.2(4) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
O2 C11 C10 105.6(3) . . ?
O2 C11 C12 107.7(3) . . ?
O2 C11 H11 109.0 . . ?
C10 C11 H11 109.0 . . ?
C12 C11 C10 116.3(4) . . ?
C12 C11 H11 109.0 . . ?
C36 C35 H35 119.8 . . ?
C36 C35 C34 120.4(4) . . ?
C34 C35 H35 119.8 . . ?
C14 C13 C12 115.5(4) . . ?
C14 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C12 C13 H13A 108.4 . . ?
C12 C13 H13B 108.4 . . ?
H13A C13 H13B 107.5 . . ?
C36 C38 H38 119.8 . . ?
C36 C38 C37 120.4(4) . . ?
C37 C38 H38 119.8 . . ?
C21 C20 H20 120.1 . . ?
C21 C20 C25 119.8(4) . . ?
C25 C20 H20 120.1 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.6(4) . . ?
C16 C15 H15 119.2 . . ?
C37 C33 C32 118.4(4) . . ?
C37 C33 C34 118.2(4) . . ?
C34 C33 C32 123.3(4) . . ?
C18 C17 H17 119.9 . . ?
C18 C17 C16 120.1(4) . . ?
C16 C17 H17 119.9 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C15 C16 C17 119.5(4) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C5 C4 H4 120.3 . . ?
C5 C4 C3 119.4(4) . . ?
C3 C4 H4 120.3 . . ?
C38 C37 H37 119.3 . . ?
C33 C37 C38 121.4(4) . . ?
C33 C37 H37 119.3 . . ?
C33 C32 H32A 108.1 . . ?
C33 C32 H32B 108.1 . . ?
H32A C32 H32B 107.3 . . ?
C31 C32 C33 116.7(4) . . ?
C31 C32 H32A 108.1 . . ?
C31 C32 H32B 108.1 . . ?
C22 C21 H21 120.0 . . ?
C20 C21 C22 119.9(4) . . ?
C20 C21 H21 120.0 . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.4(4) . . ?
C3 C2 H2 119.8 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3 120.0 . . ?
O4 C30 C29 104.3(3) . . ?
O4 C30 H30 109.5 . . ?
O4 C30 C31 107.9(3) . . ?
C29 C30 H30 109.5 . . ?
C31 C30 C29 116.0(4) . . ?
C31 C30 H30 109.5 . . ?
C35 C34 H34 119.6 . . ?
C33 C34 C35 120.9(4) . . ?
C33 C34 H34 119.6 . . ?
C32 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C30 C31 C32 113.2(4) . . ?
C30 C31 H31A 108.9 . . ?
C30 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
C24 C25 C20 120.4(4) . . ?
C24 C25 H25 119.8 . . ?
C20 C25 H25 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6155(16)
2 0.3845(16)

####################################################################### 
# 
# 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_02246af_0m
_database_code_depnum_ccdc_archive 'CCDC 2159532'
loop_
_audit_author_name
_audit_author_address
'Jianxiao Li'
;Central South University
China
;
_audit_update_record             
;
2022-03-17 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;
_audit_creation_date             2022-02-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H17 Cl O4'
_chemical_formula_sum            'C16 H17 Cl O4'
_chemical_formula_weight         308.74
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.6341(10)
_cell_length_b                   30.099(5)
_cell_length_c                   9.1511(14)
_cell_angle_alpha                90
_cell_angle_beta                 96.992(6)
_cell_angle_gamma                90
_cell_volume                     1540.3(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4366
_cell_measurement_temperature    160
_cell_measurement_theta_max      25.869
_cell_measurement_theta_min      2.342
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1201 before and 0.0660 after correction. The Ratio of minimum to maximum transmission is 0.8841. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            17017
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.104
_diffrn_reflns_theta_min         2.342
_diffrn_ambient_temperature      160.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2249
_reflns_number_total             3036
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3036
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)²+0.8017P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1158
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H12A(0.65) H12B(0.65) H12C(0.35) H12D(0.35) H15A(0.65) H15B(0.65)
 H15C(0.35) H15D(0.35) C13(0.65) H13(0.65) C14(0.65) H14A(0.65) H14B(0.65)
 C1AA(0.35) H1AA(0.35) C0AA(0.35) H0AA(0.35) H0AB(0.35)
3.a Ternary CH refined with riding coordinates:
 C13(H13), C1AA(H1AA)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C12(H12C,H12D), C15(H15A,H15B), C15(H15C,H15D), C14(H14A,
 H14B), C0AA(H0AA,H0AB)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C7(H7), C4(H4)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.81200(10) 0.72715(2) 0.25294(6) 0.04001(18) Uani 1 1 d . . . . .
O3 O 0.2113(3) 0.73088(5) 0.57451(16) 0.0371(4) Uani 1 1 d . . . . .
O2 O 0.2331(3) 0.53683(5) 0.60804(18) 0.0457(4) Uani 1 1 d . . . . .
O4 O 0.2191(3) 0.80231(5) 0.5159(2) 0.0581(5) Uani 1 1 d . . . . .
O1 O 0.6204(3) 0.52719(7) 0.6788(3) 0.0718(7) Uani 1 1 d . . . . .
C6 C 0.5603(4) 0.67594(7) 0.4247(2) 0.0295(5) Uani 1 1 d . . . . .
C9 C 0.5938(4) 0.72171(7) 0.3707(2) 0.0292(5) Uani 1 1 d . . . . .
C3 C 0.4933(4) 0.59237(7) 0.5443(2) 0.0338(5) Uani 1 1 d . . . . .
C5 C 0.3450(4) 0.65374(7) 0.3916(2) 0.0361(5) Uani 1 1 d . . . . .
H5 H 0.220047 0.667042 0.327118 0.043 Uiso 1 1 calc R . . . .
C8 C 0.7122(4) 0.61367(8) 0.5723(2) 0.0383(5) Uani 1 1 d . . . . .
H8 H 0.840106 0.599658 0.632383 0.046 Uiso 1 1 calc R . . . .
C7 C 0.7459(4) 0.65538(7) 0.5132(2) 0.0355(5) Uani 1 1 d . . . . .
H7 H 0.896201 0.669842 0.533350 0.043 Uiso 1 1 calc R . . . .
C2 C 0.4608(4) 0.54886(8) 0.6172(3) 0.0402(6) Uani 1 1 d . . . . .
C11 C 0.2943(4) 0.75991(7) 0.5068(2) 0.0339(5) Uani 1 1 d . . . . .
C10 C 0.4812(4) 0.75846(7) 0.4054(2) 0.0310(5) Uani 1 1 d . . . . .
C4 C 0.3103(4) 0.61240(7) 0.4515(2) 0.0359(5) Uani 1 1 d . . . . .
H4 H 0.161203 0.597646 0.429170 0.043 Uiso 1 1 calc R . . . .
C12 C 0.5257(4) 0.80510(7) 0.3592(3) 0.0386(5) Uani 1 1 d . . . . .
H12A H 0.539425 0.806648 0.252465 0.046 Uiso 0.65 1 calc R . P A 1
H12B H 0.673495 0.817179 0.414582 0.046 Uiso 0.65 1 calc R . P A 1
H12C H 0.454962 0.810292 0.256176 0.046 Uiso 0.35 1 calc R . P B 2
H12D H 0.699259 0.811413 0.367670 0.046 Uiso 0.35 1 calc R . P B 2
C1 C 0.1853(5) 0.49500(8) 0.6767(3) 0.0520(7) Uani 1 1 d . . . . .
H1A H 0.252872 0.470632 0.623977 0.078 Uiso 1 1 calc GR . . . .
H1B H 0.012138 0.490853 0.673144 0.078 Uiso 1 1 calc GR . . . .
H1C H 0.258448 0.495172 0.779495 0.078 Uiso 1 1 calc GR . . . .
C15 C 0.1354(7) 0.90091(10) 0.4924(4) 0.0797(10) Uani 1 1 d . . . . .
H15A H 0.031741 0.908024 0.400075 0.096 Uiso 0.65 1 calc R . P C 1
H15B H 0.041468 0.884115 0.558501 0.096 Uiso 0.65 1 calc R . P C 1
H15C H 0.093818 0.882146 0.574375 0.096 Uiso 0.35 1 calc R . P D 2
H15D H -0.019004 0.910678 0.438748 0.096 Uiso 0.35 1 calc R . P D 2
C13 C 0.3093(9) 0.82988(14) 0.3956(5) 0.0453(10) Uani 0.65 1 d . . P E 1
H13 H 0.185707 0.831708 0.307618 0.054 Uiso 0.65 1 calc R . P E 1
C14 C 0.3594(11) 0.87468(14) 0.4610(5) 0.0555(12) Uani 0.65 1 d . . P E 1
H14A H 0.446040 0.892345 0.393141 0.067 Uiso 0.65 1 calc R . P E 1
H14B H 0.466525 0.871267 0.554375 0.067 Uiso 0.65 1 calc R . P E 1
C16 C 0.2395(12) 0.94170(14) 0.5647(5) 0.150(2) Uani 1 1 d . . . . .
H16A H 0.345073 0.933613 0.653823 0.225 Uiso 1 1 calc GR . . . .
H16B H 0.110776 0.960872 0.591049 0.225 Uiso 1 1 calc GR . . . .
H16C H 0.331648 0.957583 0.496934 0.225 Uiso 1 1 calc GR . . . .
C1AA C 0.3988(15) 0.8353(2) 0.4699(8) 0.0344(16) Uani 0.35 1 d . . P E 2
H1AA H 0.510357 0.847548 0.553636 0.041 Uiso 0.35 1 calc R . P E 2
C0AA C 0.2333(15) 0.8695(3) 0.3911(11) 0.0473(19) Uani 0.35 1 d . . P E 2
H0AA H 0.321653 0.886446 0.322295 0.057 Uiso 0.35 1 calc R . P E 2
H0AB H 0.099161 0.854037 0.332102 0.057 Uiso 0.35 1 calc R . P E 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
Cl1 C9 1.739(2) . ?
O3 C11 1.199(3) . ?
O2 C2 1.326(3) . ?
O2 C1 1.447(3) . ?
O4 C11 1.351(3) . ?
O4 C13 1.514(5) . ?
O4 C1AA 1.514(7) . ?
O1 C2 1.195(3) . ?
C6 C9 1.483(3) . ?
C6 C5 1.386(3) . ?
C6 C7 1.388(3) . ?
C9 C10 1.333(3) . ?
C3 C8 1.386(3) . ?
C3 C2 1.491(3) . ?
C3 C4 1.391(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.383(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.389(3) . ?
C7 H7 0.9500 . ?
C11 C10 1.486(3) . ?
C10 C12 1.496(3) . ?
C4 H4 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 H12C 0.9900 . ?
C12 H12D 0.9900 . ?
C12 C13 1.501(5) . ?
C12 C1AA 1.594(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 H15C 0.9900 . ?
C15 H15D 0.9900 . ?
C15 C14 1.545(6) . ?
C15 C16 1.481(5) . ?
C15 C0AA 1.476(9) . ?
C13 H13 1.0000 . ?
C13 C14 1.488(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C1AA H1AA 1.0000 . ?
C1AA C0AA 1.512(11) . ?
C0AA H0AA 0.9900 . ?
C0AA H0AB 0.9900 . ?

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
C2 O2 C1 116.09(19) . . ?
C11 O4 C13 109.7(2) . . ?
C11 O4 C1AA 112.2(3) . . ?
C5 C6 C9 121.23(19) . . ?
C5 C6 C7 119.3(2) . . ?
C7 C6 C9 119.41(19) . . ?
C6 C9 Cl1 114.98(15) . . ?
C10 C9 Cl1 117.54(16) . . ?
C10 C9 C6 127.45(19) . . ?
C8 C3 C2 118.6(2) . . ?
C8 C3 C4 119.3(2) . . ?
C4 C3 C2 122.1(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C3 C8 H8 119.8 . . ?
C3 C8 C7 120.4(2) . . ?
C7 C8 H8 119.8 . . ?
C6 C7 C8 120.1(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
O2 C2 C3 112.5(2) . . ?
O1 C2 O2 123.2(2) . . ?
O1 C2 C3 124.3(2) . . ?
O3 C11 O4 120.8(2) . . ?
O3 C11 C10 130.7(2) . . ?
O4 C11 C10 108.52(18) . . ?
C9 C10 C11 124.5(2) . . ?
C9 C10 C12 127.6(2) . . ?
C11 C10 C12 107.74(18) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 119.9 . . ?
C10 C12 H12A 111.0 . . ?
C10 C12 H12B 111.0 . . ?
C10 C12 H12C 110.8 . . ?
C10 C12 H12D 110.8 . . ?
C10 C12 C13 103.6(2) . . ?
C10 C12 C1AA 104.6(3) . . ?
H12A C12 H12B 109.0 . . ?
H12C C12 H12D 108.9 . . ?
C13 C12 H12A 111.0 . . ?
C13 C12 H12B 111.0 . . ?
C1AA C12 H12C 110.8 . . ?
C1AA C12 H12D 110.8 . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
H15A C15 H15B 109.2 . . ?
H15C C15 H15D 105.7 . . ?
C14 C15 H15A 111.2 . . ?
C14 C15 H15B 111.2 . . ?
C16 C15 H15A 111.2 . . ?
C16 C15 H15B 111.2 . . ?
C16 C15 H15C 104.6 . . ?
C16 C15 H15D 104.6 . . ?
C16 C15 C14 102.6(4) . . ?
C0AA C15 H15C 104.6 . . ?
C0AA C15 H15D 104.6 . . ?
C0AA C15 C16 130.8(5) . . ?
O4 C13 H13 110.7 . . ?
C12 C13 O4 104.1(3) . . ?
C12 C13 H13 110.7 . . ?
C14 C13 O4 105.6(3) . . ?
C14 C13 C12 114.8(4) . . ?
C14 C13 H13 110.7 . . ?
C15 C14 H14A 108.6 . . ?
C15 C14 H14B 108.6 . . ?
C13 C14 C15 114.7(5) . . ?
C13 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C1AA C12 99.7(4) . . ?
O4 C1AA H1AA 114.1 . . ?
C12 C1AA H1AA 114.1 . . ?
C0AA C1AA O4 100.6(6) . . ?
C0AA C1AA C12 112.5(6) . . ?
C0AA C1AA H1AA 114.1 . . ?
C15 C0AA C1AA 113.1(7) . . ?
C15 C0AA H0AA 109.0 . . ?
C15 C0AA H0AB 109.0 . . ?
C1AA C0AA H0AA 109.0 . . ?
C1AA C0AA H0AB 109.0 . . ?
H0AA C0AA H0AB 107.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
