# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
# 
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data_ACK_DiOl_NTs_NEW_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2309956'
loop_
_audit_author_name
_audit_author_address
'Chandrakumar Appayee'
;Indian Institute of Technology Gandhinagar
India
;
_audit_update_record             
;
2023-11-23 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
3-((2R,5S)-5-(hydroxydiphenylmethyl)-1-tosylpyrrolidin-2-yl)propan-1-ol
_chemical_name_common            dihydroxy_tosylate
_chemical_melting_point          348-351k
_chemical_formula_moiety         'C27 H31 N O4 S'
_chemical_formula_sum            'C27 H31 N O4 S'
_chemical_formula_weight         465.59

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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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                   6.2369(3)
_cell_length_b                   10.0180(5)
_cell_length_c                   39.109(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2443.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9837
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      22.50

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   0
_exptl_transmission_factor_max   1
_exptl_crystal_size_max          0.73
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.24
_exptl_absorpt_coefficient_mu    0.166
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54504
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0636
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.083
_diffrn_reflns_theta_max         22.593
_diffrn_reflns_theta_full        22.593
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3228
_reflns_number_gt                3105
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_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 1207 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.05(3)
_chemical_absolute_configuration S
_refine_ls_number_reflns         3228
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0481
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1453
_refine_ls_wR_factor_gt          0.1435
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_restrained_S_all      1.289
_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
O1 O 0.1853(5) 0.6962(3) 0.69392(8) 0.0629(9) Uani 1 1 d . . . . .
N1 N 0.4329(5) 0.7358(3) 0.64583(8) 0.0398(8) Uani 1 1 d . . . . .
C1 C 0.3522(16) 0.2366(8) 0.6370(2) 0.130(3) Uani 1 1 d . . . . .
H1A H 0.316622 0.249686 0.613097 0.156 Uiso 1 1 calc R U . . .
H1B H 0.438944 0.156447 0.638649 0.156 Uiso 1 1 calc R U . . .
C2 C 0.4817(11) 0.3526(5) 0.64902(16) 0.0790(17) Uani 1 1 d . . . . .
H2A H 0.620925 0.349118 0.638017 0.095 Uiso 1 1 calc R U . . .
H2B H 0.504677 0.343471 0.673439 0.095 Uiso 1 1 calc R U . . .
C3 C 0.3824(9) 0.4891(5) 0.64216(13) 0.0594(13) Uani 1 1 d . . . . .
H3A H 0.338395 0.493943 0.618407 0.071 Uiso 1 1 calc R U . . .
H3B H 0.255364 0.499489 0.656227 0.071 Uiso 1 1 calc R U . . .
C4 C 0.5358(7) 0.6019(4) 0.64965(11) 0.0464(10) Uani 1 1 d . . . . .
H4 H 0.589218 0.592497 0.673090 0.056 Uiso 1 1 calc R U . . .
C5 C 0.7254(7) 0.6075(5) 0.62531(13) 0.0560(12) Uani 1 1 d . . . . .
H5A H 0.685600 0.573813 0.602937 0.067 Uiso 1 1 calc R U . . .
H5B H 0.843940 0.554863 0.634011 0.067 Uiso 1 1 calc R U . . .
C6 C 0.7863(7) 0.7543(5) 0.62329(12) 0.0536(12) Uani 1 1 d . . . . .
H6A H 0.857943 0.773909 0.601862 0.064 Uiso 1 1 calc R U . . .
H6B H 0.880203 0.778743 0.642041 0.064 Uiso 1 1 calc R U . . .
C7 C 0.5713(6) 0.8295(4) 0.62573(10) 0.0393(9) Uani 1 1 d . . . . .
H7 H 0.593818 0.910180 0.639443 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4663(6) 0.8714(4) 0.59124(10) 0.0412(10) Uani 1 1 d . . . . .
C9 C 0.5682(7) 0.9985(4) 0.57696(11) 0.0470(11) Uani 1 1 d . . . . .
C10 C 0.4528(10) 1.0692(5) 0.55247(12) 0.0651(15) Uani 1 1 d . . . . .
H10 H 0.321891 1.036091 0.544883 0.078 Uiso 1 1 calc R U . . .
C11 C 0.5301(13) 1.1883(6) 0.53918(14) 0.087(2) Uani 1 1 d . . . . .
H11 H 0.450531 1.235006 0.523004 0.105 Uiso 1 1 calc R U . . .
C12 C 0.7242(12) 1.2370(6) 0.55000(16) 0.0843(18) Uani 1 1 d . . . . .
H12 H 0.776522 1.316899 0.541210 0.101 Uiso 1 1 calc R U . . .
C13 C 0.8386(10) 1.1690(6) 0.5733(2) 0.0897(19) Uani 1 1 d . . . . .
H13 H 0.971233 1.201555 0.580270 0.108 Uiso 1 1 calc R U . . .
C14 C 0.7619(8) 1.0512(5) 0.58718(16) 0.0721(16) Uani 1 1 d . . . . .
H14 H 0.842520 1.006816 0.603655 0.087 Uiso 1 1 calc R U . . .
C15 C 0.4701(7) 0.7590(4) 0.56441(10) 0.0440(10) Uani 1 1 d . . . . .
C16 C 0.3018(8) 0.6707(5) 0.56143(12) 0.0549(12) Uani 1 1 d . . . . .
H16 H 0.183411 0.679827 0.575693 0.066 Uiso 1 1 calc R U . . .
C17 C 0.3058(11) 0.5675(5) 0.53734(14) 0.0704(15) Uani 1 1 d . . . . .
H17 H 0.192384 0.507460 0.535833 0.084 Uiso 1 1 calc R U . . .
C18 C 0.4783(11) 0.5560(5) 0.51608(13) 0.0733(16) Uani 1 1 d . . . . .
H18 H 0.480861 0.488710 0.499715 0.088 Uiso 1 1 calc R U . . .
C19 C 0.6474(10) 0.6422(5) 0.51852(12) 0.0662(15) Uani 1 1 d . . . . .
H19 H 0.764619 0.632471 0.504039 0.079 Uiso 1 1 calc R U . . .
C20 C 0.6449(9) 0.7445(5) 0.54258(11) 0.0554(12) Uani 1 1 d . . . . .
H20 H 0.760008 0.803154 0.544084 0.067 Uiso 1 1 calc R U . . .
C21 C 0.5240(7) 0.8320(5) 0.71002(11) 0.0482(11) Uani 1 1 d . . . . .
C22 C 0.5772(8) 0.7350(5) 0.73378(11) 0.0611(13) Uani 1 1 d . . . . .
H22 H 0.501739 0.655100 0.734876 0.073 Uiso 1 1 calc R U . . .
C23 C 0.7474(9) 0.7605(6) 0.75606(13) 0.0726(16) Uani 1 1 d . . . . .
H23 H 0.784543 0.696454 0.772218 0.087 Uiso 1 1 calc R U . . .
C24 C 0.8618(8) 0.8780(7) 0.75473(13) 0.0686(15) Uani 1 1 d . . . . .
C25 C 0.8015(9) 0.9742(6) 0.73133(15) 0.0717(15) Uani 1 1 d . . . . .
H25 H 0.874503 1.055126 0.730492 0.086 Uiso 1 1 calc R U . . .
C26 C 0.6344(9) 0.9509(6) 0.70932(14) 0.0660(14) Uani 1 1 d . . . . .
H26 H 0.595200 1.016380 0.693675 0.079 Uiso 1 1 calc R U . . .
C27 C 1.0508(10) 0.9010(8) 0.77801(15) 0.092(2) Uani 1 1 d . . . . .
H27A H 1.060677 0.994241 0.783478 0.139 Uiso 1 1 calc R U . . .
H27B H 1.179849 0.872972 0.766726 0.139 Uiso 1 1 calc R U . . .
H27C H 1.032250 0.850493 0.798656 0.139 Uiso 1 1 calc R U . . .
O2 O 0.2265(5) 0.9227(3) 0.67020(8) 0.0611(9) Uani 1 1 d . . . . .
S1 S 0.31954(16) 0.79795(11) 0.68011(3) 0.0476(4) Uani 1 1 d . . . . .
O3 O 0.2433(4) 0.9016(3) 0.59716(8) 0.0551(9) Uani 1 1 d . . . . .
H3 H 0.222757 0.911205 0.617723 0.083 Uiso 1 1 calc R U . . .
O4 O 0.1707(16) 0.2180(8) 0.6547(2) 0.195(4) Uani 1 1 d . . . . .
H4A H 0.122329 0.143708 0.650433 0.293 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 S1 1.425(3) . ?
N1 C4 1.495(5) . ?
N1 C7 1.498(5) . ?
N1 S1 1.639(3) . ?
C1 O4 1.339(11) . ?
C1 C2 1.491(10) . ?
C2 C3 1.525(8) . ?
C3 C4 1.509(7) . ?
C4 C5 1.519(6) . ?
C5 C6 1.521(7) . ?
C6 C7 1.541(6) . ?
C7 C8 1.557(6) . ?
C8 O3 1.442(5) . ?
C8 C9 1.528(6) . ?
C8 C15 1.539(6) . ?
C9 C14 1.378(7) . ?
C9 C10 1.392(7) . ?
C10 C11 1.388(8) . ?
C11 C12 1.372(10) . ?
C12 C13 1.344(9) . ?
C13 C14 1.384(8) . ?
C15 C16 1.378(6) . ?
C15 C20 1.392(6) . ?
C16 C17 1.399(7) . ?
C17 C18 1.365(8) . ?
C18 C19 1.366(8) . ?
C19 C20 1.391(7) . ?
C21 C26 1.376(7) . ?
C21 C22 1.385(7) . ?
C21 S1 1.764(5) . ?
C22 C23 1.397(7) . ?
C23 C24 1.377(8) . ?
C24 C25 1.381(8) . ?
C24 C27 1.507(8) . ?
C25 C26 1.372(8) . ?
O2 S1 1.431(3) . ?

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
C4 N1 C7 111.6(3) . . ?
C4 N1 S1 116.4(3) . . ?
C7 N1 S1 116.1(3) . . ?
O4 C1 C2 113.8(7) . . ?
C1 C2 C3 115.1(6) . . ?
C4 C3 C2 112.3(4) . . ?
N1 C4 C3 112.3(4) . . ?
N1 C4 C5 103.8(3) . . ?
C3 C4 C5 113.6(4) . . ?
C4 C5 C6 105.2(4) . . ?
C5 C6 C7 104.6(4) . . ?
N1 C7 C6 103.1(3) . . ?
N1 C7 C8 112.4(3) . . ?
C6 C7 C8 116.4(3) . . ?
O3 C8 C9 106.6(3) . . ?
O3 C8 C15 106.1(3) . . ?
C9 C8 C15 110.7(3) . . ?
O3 C8 C7 108.8(3) . . ?
C9 C8 C7 111.5(3) . . ?
C15 C8 C7 112.8(3) . . ?
C14 C9 C10 117.3(5) . . ?
C14 C9 C8 125.3(4) . . ?
C10 C9 C8 117.4(4) . . ?
C11 C10 C9 121.1(6) . . ?
C12 C11 C10 119.8(6) . . ?
C13 C12 C11 119.8(6) . . ?
C12 C13 C14 121.0(6) . . ?
C9 C14 C13 121.1(6) . . ?
C16 C15 C20 118.5(4) . . ?
C16 C15 C8 121.0(4) . . ?
C20 C15 C8 120.5(4) . . ?
C15 C16 C17 121.2(5) . . ?
C18 C17 C16 119.1(5) . . ?
C17 C18 C19 120.9(5) . . ?
C18 C19 C20 120.3(5) . . ?
C19 C20 C15 120.1(5) . . ?
C26 C21 C22 120.0(5) . . ?
C26 C21 S1 121.1(4) . . ?
C22 C21 S1 118.9(4) . . ?
C21 C22 C23 118.2(5) . . ?
C24 C23 C22 121.7(5) . . ?
C23 C24 C25 118.7(5) . . ?
C23 C24 C27 120.8(6) . . ?
C25 C24 C27 120.4(6) . . ?
C26 C25 C24 120.2(6) . . ?
C25 C26 C21 121.0(6) . . ?
O1 S1 O2 119.3(2) . . ?
O1 S1 N1 106.96(19) . . ?
O2 S1 N1 106.58(19) . . ?
O1 S1 C21 108.2(2) . . ?
O2 S1 C21 107.7(2) . . ?
N1 S1 C21 107.72(19) . . ?

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
O4 C1 C2 C3 -68.9(10) . . . . ?
C1 C2 C3 C4 -170.7(6) . . . . ?
C7 N1 C4 C3 -133.6(4) . . . . ?
S1 N1 C4 C3 90.0(4) . . . . ?
C7 N1 C4 C5 -10.5(4) . . . . ?
S1 N1 C4 C5 -146.9(3) . . . . ?
C2 C3 C4 N1 -175.1(4) . . . . ?
C2 C3 C4 C5 67.5(5) . . . . ?
N1 C4 C5 C6 27.9(4) . . . . ?
C3 C4 C5 C6 150.1(4) . . . . ?
C4 C5 C6 C7 -35.1(5) . . . . ?
C4 N1 C7 C6 -10.7(4) . . . . ?
S1 N1 C7 C6 125.8(3) . . . . ?
C4 N1 C7 C8 115.4(4) . . . . ?
S1 N1 C7 C8 -108.1(3) . . . . ?
C5 C6 C7 N1 27.7(4) . . . . ?
C5 C6 C7 C8 -95.9(4) . . . . ?
N1 C7 C8 O3 43.8(5) . . . . ?
C6 C7 C8 O3 162.4(4) . . . . ?
N1 C7 C8 C9 161.0(3) . . . . ?
C6 C7 C8 C9 -80.4(5) . . . . ?
N1 C7 C8 C15 -73.7(4) . . . . ?
C6 C7 C8 C15 44.9(5) . . . . ?
O3 C8 C9 C14 135.1(5) . . . . ?
C15 C8 C9 C14 -109.9(5) . . . . ?
C7 C8 C9 C14 16.5(6) . . . . ?
O3 C8 C9 C10 -42.6(5) . . . . ?
C15 C8 C9 C10 72.3(5) . . . . ?
C7 C8 C9 C10 -161.3(4) . . . . ?
C14 C9 C10 C11 -0.5(8) . . . . ?
C8 C9 C10 C11 177.5(5) . . . . ?
C9 C10 C11 C12 0.7(9) . . . . ?
C10 C11 C12 C13 0.1(10) . . . . ?
C11 C12 C13 C14 -1.2(11) . . . . ?
C10 C9 C14 C13 -0.6(8) . . . . ?
C8 C9 C14 C13 -178.3(5) . . . . ?
C12 C13 C14 C9 1.4(11) . . . . ?
O3 C8 C15 C16 -27.5(5) . . . . ?
C9 C8 C15 C16 -142.8(4) . . . . ?
C7 C8 C15 C16 91.5(5) . . . . ?
O3 C8 C15 C20 152.5(4) . . . . ?
C9 C8 C15 C20 37.3(5) . . . . ?
C7 C8 C15 C20 -88.4(5) . . . . ?
C20 C15 C16 C17 0.7(7) . . . . ?
C8 C15 C16 C17 -179.3(4) . . . . ?
C15 C16 C17 C18 -1.1(7) . . . . ?
C16 C17 C18 C19 1.2(8) . . . . ?
C17 C18 C19 C20 -0.8(8) . . . . ?
C18 C19 C20 C15 0.3(7) . . . . ?
C16 C15 C20 C19 -0.2(7) . . . . ?
C8 C15 C20 C19 179.7(4) . . . . ?
C26 C21 C22 C23 -1.5(7) . . . . ?
S1 C21 C22 C23 176.5(4) . . . . ?
C21 C22 C23 C24 -0.3(7) . . . . ?
C22 C23 C24 C25 1.9(7) . . . . ?
C22 C23 C24 C27 -177.4(5) . . . . ?
C23 C24 C25 C26 -1.7(7) . . . . ?
C27 C24 C25 C26 177.6(5) . . . . ?
C24 C25 C26 C21 0.0(8) . . . . ?
C22 C21 C26 C25 1.7(7) . . . . ?
S1 C21 C26 C25 -176.2(4) . . . . ?
C4 N1 S1 O1 -49.4(3) . . . . ?
C7 N1 S1 O1 176.1(3) . . . . ?
C4 N1 S1 O2 -178.0(3) . . . . ?
C7 N1 S1 O2 47.5(3) . . . . ?
C4 N1 S1 C21 66.6(3) . . . . ?
C7 N1 S1 C21 -67.8(3) . . . . ?
C26 C21 S1 O1 -159.0(4) . . . . ?
C22 C21 S1 O1 23.1(4) . . . . ?
C26 C21 S1 O2 -28.9(4) . . . . ?
C22 C21 S1 O2 153.2(4) . . . . ?
C26 C21 S1 N1 85.7(4) . . . . ?
C22 C21 S1 N1 -92.2(4) . . . . ?

_refine_diff_density_max         0.280
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.042

# start Validation Reply Form
_vrf_THETM01_ACK_DiOl_NTs_NEW_0m_a 
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE:Data was collected on Bruker SMART Apex II differectometer using
Mo-K alpha radiation of 0.75 A resolution. The alert is due to crystal's
weak diffracting nature. Multiple crystals were screened and many
datasets were accuired. The presented dataset is optimal.
;
_vrf_PLAT230_ACK_DiOl_NTs_NEW_0m_a 
;
PROBLEM: Hirshfeld Test Diff for    O4       --C1       .        8.9 s.u.  
RESPONSE: RIGU restraints were applied to atoms in the disordered chains.
Several of the atoms were still not ideally shaped, however, 
this does not indicate an incorrect atom-type assignment.
;
# 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_4_Cl_Carbamate_a
_database_code_depnum_ccdc_archive 'CCDC 2372580'
loop_
_audit_author_name
_audit_author_address
'Chandrakumar Appayee'
;Indian Institute of Technology Gandhinagar
India
;
_audit_update_record             
;
2024-07-22 deposited with the CCDC.	2024-07-23 downloaded from the CCDC.
;
#=========================================================================================

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
"2-((1S,2R,3S)-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)ethyl (4-chlorophenyl)carbamate"
_chemical_name_common            
"2-((1S,2R,3S)-2-nitro-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)ethyl (4-chlorophenyl)carbamate"
_chemical_melting_point          417K
_chemical_formula_moiety         'C21 H21 Cl N2 O4'
_chemical_formula_sum            'C21 H21 Cl N2 O4'
_chemical_formula_weight         400.85

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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   5.1998(8)
_cell_length_b                   15.781(3)
_cell_length_c                   24.305(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1994.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4957
_cell_measurement_theta_min      2.12
_cell_measurement_theta_max      28.34

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   0
_exptl_transmission_factor_max   1
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    0.219
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56769
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.115
_diffrn_reflns_theta_max         28.338
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4957
_reflns_number_gt                3840
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.724
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1327 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4957
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0627
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.1444
_refine_ls_wR_factor_gt          0.1270
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.994
_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
Cl1 Cl 0.9335(3) 0.89643(6) 0.26226(4) 0.0907(4) Uani 1 1 d . . . . .
O1 O 0.7824(4) 0.41645(13) 0.36673(9) 0.0558(5) Uani 1 1 d . . . . .
O2 O 0.6261(4) 0.15910(17) 0.51111(9) 0.0675(6) Uani 1 1 d . . . . .
O3 O 1.0114(4) 0.13716(18) 0.48479(10) 0.0715(7) Uani 1 1 d . . . . .
O4 O 0.4883(4) 0.51376(14) 0.34198(12) 0.0660(6) Uani 1 1 d . . . . .
N1 N 0.9192(4) 0.54178(15) 0.34100(11) 0.0528(6) Uani 1 1 d . . . . .
H21 H 1.092(8) 0.519(3) 0.3442(16) 0.079 Uiso 1 1 d . U . . .
N2 N 0.7831(4) 0.14148(14) 0.47602(9) 0.0441(5) Uani 1 1 d . . . . .
C1 C 0.9254(7) 0.79203(19) 0.28568(12) 0.0572(7) Uani 1 1 d . . . . .
C2 C 0.7312(7) 0.7662(2) 0.32049(14) 0.0622(8) Uani 1 1 d . . . . .
H20 H 0.604475 0.804224 0.331490 0.075 Uiso 1 1 calc R U . . .
C3 C 0.7266(6) 0.68332(19) 0.33887(13) 0.0586(8) Uani 1 1 d . . . . .
H19 H 0.597033 0.665586 0.362598 0.070 Uiso 1 1 calc R U . . .
C4 C 0.9140(5) 0.62659(17) 0.32214(11) 0.0468(6) Uani 1 1 d . . . . .
C5 C 0.7099(5) 0.49260(18) 0.34940(12) 0.0482(6) Uani 1 1 d . . . . .
C6 C 0.5807(6) 0.35425(17) 0.37286(13) 0.0538(7) Uani 1 1 d . . . . .
H3 H 0.485802 0.347767 0.338765 0.065 Uiso 1 1 calc R U . . .
H2 H 0.461997 0.370876 0.401693 0.065 Uiso 1 1 calc R U . . .
C7 C 0.7161(6) 0.27274(17) 0.38783(11) 0.0480(6) Uani 1 1 d . . . . .
H15 H 0.815351 0.281883 0.421091 0.058 Uiso 1 1 calc R U . . .
H16 H 0.835604 0.258343 0.358645 0.058 Uiso 1 1 calc R U . . .
C8 C 0.5345(5) 0.19795(17) 0.39702(11) 0.0455(6) Uani 1 1 d . . . . .
H14 H 0.407922 0.214203 0.424967 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6878(5) 0.12199(16) 0.41881(10) 0.0410(5) Uani 1 1 d . . . . .
H13 H 0.837116 0.113352 0.394871 0.049 Uiso 1 1 calc R U . . .
C10 C 0.5307(5) 0.04001(17) 0.41987(11) 0.0478(6) Uani 1 1 d . . . . .
H12 H 0.369177 0.051846 0.439167 0.057 Uiso 1 1 calc R U . . .
C11 C 0.6648(5) -0.03191(17) 0.45007(11) 0.0486(6) Uani 1 1 d . . . . .
C12 C 0.5938(8) -0.0532(2) 0.50329(13) 0.0683(8) Uani 1 1 d . . . . .
H7 H 0.461045 -0.023854 0.520437 0.082 Uiso 1 1 calc R U . . .
C13 C 0.7193(10) -0.1180(3) 0.53131(15) 0.0794(11) Uani 1 1 d . . . . .
H4 H 0.667960 -0.131890 0.566835 0.095 Uiso 1 1 calc R U . . .
C14 C 0.9160(8) -0.1614(2) 0.50745(16) 0.0738(9) Uani 1 1 d . . . . .
H1 H 1.000895 -0.203989 0.526681 0.089 Uiso 1 1 calc R U . . .
C15 C 0.9874(8) -0.1416(2) 0.45488(17) 0.0764(10) Uani 1 1 d . . . . .
H5 H 1.119735 -0.171557 0.438033 0.092 Uiso 1 1 calc R U . . .
C16 C 0.8647(7) -0.0776(2) 0.42663(13) 0.0639(8) Uani 1 1 d . . . . .
H6 H 0.917203 -0.064650 0.391027 0.077 Uiso 1 1 calc R U . . .
C17 C 0.4645(6) 0.0179(2) 0.36009(13) 0.0603(7) Uani 1 1 d . . . . .
H8 H 0.617177 -0.003453 0.341805 0.072 Uiso 1 1 calc R U . . .
H11 H 0.336037 -0.026708 0.359692 0.072 Uiso 1 1 calc R U . . .
C18 C 0.3643(6) 0.0930(2) 0.32919(12) 0.0604(8) Uani 1 1 d . . . . .
H9 H 0.277543 0.083554 0.296294 0.072 Uiso 1 1 calc R U . . .
C19 C 0.3924(6) 0.1715(2) 0.34607(12) 0.0554(7) Uani 1 1 d . . . . .
H10 H 0.318583 0.214018 0.324807 0.066 Uiso 1 1 calc R U . . .
C21 C 1.1055(6) 0.6534(2) 0.28722(13) 0.0587(7) Uani 1 1 d . . . . .
H17 H 1.230602 0.615303 0.275527 0.070 Uiso 1 1 calc R U . . .
C22 C 1.1131(7) 0.7370(2) 0.26929(13) 0.0633(8) Uani 1 1 d . . . . .
H18 H 1.244859 0.755271 0.246314 0.076 Uiso 1 1 calc R U . . .


_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 C1 1.744(3) . ?
O1 C5 1.328(3) . ?
O1 C6 1.444(3) . ?
O2 N2 1.213(3) . ?
O3 N2 1.208(3) . ?
O4 C5 1.213(3) . ?
N1 C5 1.352(4) . ?
N1 C4 1.415(4) . ?
N1 H21 0.97(4) . ?
N2 C9 1.508(3) . ?
C1 C22 1.366(5) . ?
C1 C2 1.379(5) . ?
C2 C3 1.383(5) . ?
C2 H20 0.9300 . ?
C3 C4 1.384(4) . ?
C3 H19 0.9300 . ?
C4 C21 1.375(4) . ?
C6 C7 1.511(4) . ?
C6 H3 0.9700 . ?
C6 H2 0.9700 . ?
C7 C8 1.528(4) . ?
C7 H15 0.9700 . ?
C7 H16 0.9700 . ?
C8 C19 1.501(4) . ?
C8 C9 1.534(4) . ?
C8 H14 0.9800 . ?
C9 C10 1.530(4) . ?
C9 H13 0.9800 . ?
C10 C11 1.521(4) . ?
C10 C17 1.534(4) . ?
C10 H12 0.9800 . ?
C11 C12 1.387(4) . ?
C11 C16 1.387(4) . ?
C12 C13 1.391(5) . ?
C12 H7 0.9300 . ?
C13 C14 1.361(6) . ?
C13 H4 0.9300 . ?
C14 C15 1.367(6) . ?
C14 H1 0.9300 . ?
C15 C16 1.378(5) . ?
C15 H5 0.9300 . ?
C16 H6 0.9300 . ?
C17 C18 1.497(5) . ?
C17 H8 0.9700 . ?
C17 H11 0.9700 . ?
C18 C19 1.313(5) . ?
C18 H9 0.9300 . ?
C19 H10 0.9300 . ?
C21 C22 1.390(4) . ?
C21 H17 0.9300 . ?
C22 H18 0.9300 . ?

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
C5 O1 C6 116.2(2) . . ?
C5 N1 C4 125.2(2) . . ?
C5 N1 H21 121(2) . . ?
C4 N1 H21 113(2) . . ?
O3 N2 O2 123.4(3) . . ?
O3 N2 C9 118.3(2) . . ?
O2 N2 C9 118.3(2) . . ?
C22 C1 C2 121.0(3) . . ?
C22 C1 Cl1 119.3(3) . . ?
C2 C1 Cl1 119.8(3) . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 H20 120.3 . . ?
C3 C2 H20 120.3 . . ?
C2 C3 C4 120.3(3) . . ?
C2 C3 H19 119.8 . . ?
C4 C3 H19 119.8 . . ?
C21 C4 C3 119.5(3) . . ?
C21 C4 N1 118.5(3) . . ?
C3 C4 N1 122.0(3) . . ?
O4 C5 O1 124.5(3) . . ?
O4 C5 N1 125.7(3) . . ?
O1 C5 N1 109.8(2) . . ?
O1 C6 C7 105.4(2) . . ?
O1 C6 H3 110.7 . . ?
C7 C6 H3 110.7 . . ?
O1 C6 H2 110.7 . . ?
C7 C6 H2 110.7 . . ?
H3 C6 H2 108.8 . . ?
C6 C7 C8 113.9(2) . . ?
C6 C7 H15 108.8 . . ?
C8 C7 H15 108.8 . . ?
C6 C7 H16 108.8 . . ?
C8 C7 H16 108.8 . . ?
H15 C7 H16 107.7 . . ?
C19 C8 C7 113.5(2) . . ?
C19 C8 C9 108.9(2) . . ?
C7 C8 C9 109.5(2) . . ?
C19 C8 H14 108.3 . . ?
C7 C8 H14 108.3 . . ?
C9 C8 H14 108.3 . . ?
N2 C9 C10 109.4(2) . . ?
N2 C9 C8 109.3(2) . . ?
C10 C9 C8 112.9(2) . . ?
N2 C9 H13 108.4 . . ?
C10 C9 H13 108.4 . . ?
C8 C9 H13 108.4 . . ?
C11 C10 C9 113.2(2) . . ?
C11 C10 C17 113.0(2) . . ?
C9 C10 C17 107.3(2) . . ?
C11 C10 H12 107.7 . . ?
C9 C10 H12 107.7 . . ?
C17 C10 H12 107.7 . . ?
C12 C11 C16 117.2(3) . . ?
C12 C11 C10 120.6(3) . . ?
C16 C11 C10 122.2(3) . . ?
C11 C12 C13 120.7(3) . . ?
C11 C12 H7 119.7 . . ?
C13 C12 H7 119.7 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H4 119.5 . . ?
C12 C13 H4 119.5 . . ?
C13 C14 C15 119.2(3) . . ?
C13 C14 H1 120.4 . . ?
C15 C14 H1 120.4 . . ?
C14 C15 C16 120.5(3) . . ?
C14 C15 H5 119.7 . . ?
C16 C15 H5 119.7 . . ?
C15 C16 C11 121.5(3) . . ?
C15 C16 H6 119.2 . . ?
C11 C16 H6 119.2 . . ?
C18 C17 C10 111.9(3) . . ?
C18 C17 H8 109.2 . . ?
C10 C17 H8 109.2 . . ?
C18 C17 H11 109.2 . . ?
C10 C17 H11 109.2 . . ?
H8 C17 H11 107.9 . . ?
C19 C18 C17 123.5(3) . . ?
C19 C18 H9 118.3 . . ?
C17 C18 H9 118.3 . . ?
C18 C19 C8 125.1(3) . . ?
C18 C19 H10 117.5 . . ?
C8 C19 H10 117.5 . . ?
C4 C21 C22 120.4(3) . . ?
C4 C21 H17 119.8 . . ?
C22 C21 H17 119.8 . . ?
C1 C22 C21 119.5(3) . . ?
C1 C22 H18 120.3 . . ?
C21 C22 H18 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C22 C1 C2 C3 -0.1(5) . . . . ?
Cl1 C1 C2 C3 -179.9(3) . . . . ?
C1 C2 C3 C4 -0.5(5) . . . . ?
C2 C3 C4 C21 0.2(5) . . . . ?
C2 C3 C4 N1 178.6(3) . . . . ?
C5 N1 C4 C21 -143.5(3) . . . . ?
C5 N1 C4 C3 38.1(4) . . . . ?
C6 O1 C5 O4 4.7(4) . . . . ?
C6 O1 C5 N1 -174.7(2) . . . . ?
C4 N1 C5 O4 0.1(5) . . . . ?
C4 N1 C5 O1 179.6(3) . . . . ?
C5 O1 C6 C7 175.1(2) . . . . ?
O1 C6 C7 C8 179.3(2) . . . . ?
C6 C7 C8 C19 65.2(3) . . . . ?
C6 C7 C8 C9 -173.0(2) . . . . ?
O3 N2 C9 C10 112.4(3) . . . . ?
O2 N2 C9 C10 -66.2(3) . . . . ?
O3 N2 C9 C8 -123.5(3) . . . . ?
O2 N2 C9 C8 57.8(3) . . . . ?
C19 C8 C9 N2 -167.6(2) . . . . ?
C7 C8 C9 N2 67.8(3) . . . . ?
C19 C8 C9 C10 -45.6(3) . . . . ?
C7 C8 C9 C10 -170.2(2) . . . . ?
N2 C9 C10 C11 -48.5(3) . . . . ?
C8 C9 C10 C11 -170.4(2) . . . . ?
N2 C9 C10 C17 -173.8(2) . . . . ?
C8 C9 C10 C17 64.3(3) . . . . ?
C9 C10 C11 C12 101.8(3) . . . . ?
C17 C10 C11 C12 -136.0(3) . . . . ?
C9 C10 C11 C16 -76.8(3) . . . . ?
C17 C10 C11 C16 45.4(4) . . . . ?
C16 C11 C12 C13 -0.2(5) . . . . ?
C10 C11 C12 C13 -178.9(3) . . . . ?
C11 C12 C13 C14 0.7(6) . . . . ?
C12 C13 C14 C15 -1.1(6) . . . . ?
C13 C14 C15 C16 1.1(6) . . . . ?
C14 C15 C16 C11 -0.6(6) . . . . ?
C12 C11 C16 C15 0.2(5) . . . . ?
C10 C11 C16 C15 178.8(3) . . . . ?
C11 C10 C17 C18 -172.6(3) . . . . ?
C9 C10 C17 C18 -47.1(3) . . . . ?
C10 C17 C18 C19 16.6(5) . . . . ?
C17 C18 C19 C8 2.2(5) . . . . ?
C7 C8 C19 C18 134.2(3) . . . . ?
C9 C8 C19 C18 12.0(4) . . . . ?
C3 C4 C21 C22 0.8(5) . . . . ?
N1 C4 C21 C22 -177.7(3) . . . . ?
C2 C1 C22 C21 1.1(5) . . . . ?
Cl1 C1 C22 C21 -179.1(3) . . . . ?
C4 C21 C22 C1 -1.4(5) . . . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.041



