# Supplementary Information (SI) for Chemical Science.
# 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. 
# 
#######################################################################

data_shelx
_audit_block_doi                 10.5517/ccdc.csd.cc2jkvml
_database_code_depnum_ccdc_archive 'CCDC 2340860'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2024-sdx0k 2024
loop_
_audit_author_name
_audit_author_address
'Dr. Shobhana Krishnaswamy'
;INDIAN INSTITUTES OF TECHNOLOGY, MADRAS
India
;
_audit_update_record             
;
2024-03-17 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H22 Cl N S2'
_chemical_formula_weight         375.95

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'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.7904(14)
_cell_length_b                   13.791(2)
_cell_length_c                   14.347(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.606(5)
_cell_angle_gamma                90
_cell_volume                     1909.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      25.82

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.092
_exptl_absorpt_coefficient_mu    0.420
_shelx_estimated_absorpt_T_min   0.906
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5420
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS-2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 Venture Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55860
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0831
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.118
_diffrn_reflns_theta_max         26.344
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3879
_reflns_number_gt                3071
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX4 (Bruker, 2021)'
_computing_cell_refinement       'APEX4/SAINT (Bruker, 2021)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2021)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019), WinGX'
_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)+(0.0681P)²+1.8933P] 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_number_reflns         3879
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0620
_refine_ls_wR_factor_ref         0.1619
_refine_ls_wR_factor_gt          0.1506
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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 0.2514(4) 0.2402(3) 0.4564(2) 0.0512(8) Uani 1 1 d . . . . .
C2 C 0.1767(4) 0.1676(3) 0.4938(3) 0.0650(10) Uani 1 1 d . . . . .
H2 H 0.099349 0.183598 0.520417 0.078 Uiso 1 1 calc R U . . .
C3 C 0.2180(4) 0.0728(3) 0.4911(3) 0.0656(11) Uani 1 1 d . . . . .
H3 H 0.167995 0.024537 0.515681 0.079 Uiso 1 1 calc R U . . .
C4 C 0.3326(4) 0.0486(3) 0.4524(3) 0.0596(9) Uani 1 1 d . . . . .
H4 H 0.361091 -0.015676 0.451518 0.072 Uiso 1 1 calc R U . . .
C5 C 0.4052(4) 0.1205(2) 0.4150(2) 0.0473(7) Uani 1 1 d . . . . .
H5 H 0.482408 0.103444 0.388631 0.057 Uiso 1 1 calc R U . . .
C6 C 0.3666(3) 0.2182(2) 0.41533(19) 0.0392(6) Uani 1 1 d . . . . .
C7 C 0.4434(3) 0.2907(2) 0.36706(19) 0.0371(6) Uani 1 1 d . . . . .
C8 C 0.5390(3) 0.3560(2) 0.4158(2) 0.0403(7) Uani 1 1 d . . . . .
C9 C 0.6111(4) 0.4197(2) 0.3665(3) 0.0546(8) Uani 1 1 d . . . . .
H9 H 0.673559 0.463463 0.399406 0.065 Uiso 1 1 calc R U . . .
C10 C 0.5906(4) 0.4183(3) 0.2693(3) 0.0610(9) Uani 1 1 d . . . . .
H10 H 0.639824 0.460645 0.236826 0.073 Uiso 1 1 calc R U . . .
C11 C 0.4974(4) 0.3546(3) 0.2199(2) 0.0575(9) Uani 1 1 d . . . . .
H11 H 0.483642 0.353785 0.154186 0.069 Uiso 1 1 calc R U . . .
C12 C 0.4242(3) 0.2915(2) 0.2683(2) 0.0467(7) Uani 1 1 d . . . . .
H12 H 0.360917 0.248931 0.234417 0.056 Uiso 1 1 calc R U . . .
C13 C 0.7108(3) 0.2902(2) 0.5785(2) 0.0380(6) Uani 1 1 d . . . . .
C14 C 0.8797(4) 0.2390(3) 0.7138(3) 0.0626(10) Uani 1 1 d . . . . .
H14A H 0.845760 0.198142 0.760064 0.075 Uiso 1 1 calc R U . A 1
H14B H 0.900939 0.196036 0.664612 0.075 Uiso 1 1 calc R U . A 1
C15 C 1.002(2) 0.2758(12) 0.757(2) 0.121(9) Uani 0.377(12) 1 d . . P B 1
H15A H 1.068566 0.223752 0.756806 0.145 Uiso 0.377(12) 1 calc R U P B 1
H15B H 0.991645 0.284644 0.822594 0.145 Uiso 0.377(12) 1 calc R U P B 1
C16 C 1.0803(10) 0.3734(11) 0.7290(8) 0.056(3) Uani 0.377(12) 1 d . . P B 1
H16A H 1.175733 0.370075 0.760858 0.067 Uiso 0.377(12) 1 calc R U P B 1
H16B H 1.082134 0.370546 0.661621 0.067 Uiso 0.377(12) 1 calc R U P B 1
C17 C 1.0341(15) 0.4548(14) 0.7462(11) 0.076(5) Uani 0.377(12) 1 d . . P B 1
H17A H 1.000470 0.486573 0.686504 0.091 Uiso 0.377(12) 1 calc R U P B 1
H17B H 1.110316 0.493270 0.778771 0.091 Uiso 0.377(12) 1 calc R U P B 1
C18 C 0.9172(13) 0.4559(14) 0.8057(11) 0.069(4) Uani 0.377(12) 1 d . . P B 1
H18A H 0.959662 0.425519 0.864408 0.082 Uiso 0.377(12) 1 calc R U P B 1
H18B H 0.909584 0.524010 0.820884 0.082 Uiso 0.377(12) 1 calc R U P B 1
C19 C 0.8080(15) 0.4301(10) 0.7967(9) 0.061(4) Uani 0.377(12) 1 d . . P B 1
H19A H 0.757835 0.491058 0.791374 0.073 Uiso 0.377(12) 1 calc R U P B 1
H19B H 0.802666 0.407127 0.859876 0.073 Uiso 0.377(12) 1 calc R U P B 1
C15' C 1.0194(7) 0.2777(6) 0.6931(6) 0.0558(19) Uani 0.623(12) 1 d . . P B 2
H15C H 1.090293 0.259586 0.745833 0.067 Uiso 0.623(12) 1 calc R U P B 2
H15D H 1.040059 0.243776 0.637884 0.067 Uiso 0.623(12) 1 calc R U P B 2
C16' C 1.0322(14) 0.3724(12) 0.6782(12) 0.122(5) Uani 0.623(12) 1 d . . P B 2
H16C H 1.130158 0.380857 0.702092 0.147 Uiso 0.623(12) 1 calc R U P B 2
H16D H 1.026246 0.372730 0.610022 0.147 Uiso 0.623(12) 1 calc R U P B 2
C17' C 0.9882(10) 0.4575(8) 0.6910(10) 0.084(3) Uani 0.623(12) 1 d . . P B 2
H17C H 0.943092 0.477943 0.628762 0.101 Uiso 0.623(12) 1 calc R U P B 2
H17D H 1.071545 0.496482 0.705137 0.101 Uiso 0.623(12) 1 calc R U P B 2
C18' C 0.8963(12) 0.4953(8) 0.7566(9) 0.088(3) Uani 0.623(12) 1 d . . P B 2
H18C H 0.940247 0.480513 0.820738 0.106 Uiso 0.623(12) 1 calc R U P B 2
H18D H 0.893222 0.565341 0.750707 0.106 Uiso 0.623(12) 1 calc R U P B 2
C19' C 0.7617(7) 0.4621(5) 0.7454(7) 0.062(2) Uani 0.623(12) 1 d . . P B 2
H19C H 0.714958 0.496039 0.689902 0.075 Uiso 0.623(12) 1 calc R U P B 2
H19D H 0.725343 0.489838 0.798378 0.075 Uiso 0.623(12) 1 calc R U P B 2
C20 C 0.7027(4) 0.3627(3) 0.7360(2) 0.0530(8) Uani 1 1 d . . . . .
H20A H 0.658606 0.322599 0.777888 0.064 Uiso 1 1 calc R U . B 1
H20B H 0.631254 0.402443 0.699503 0.064 Uiso 1 1 calc R U . B 1
N1 N 0.7619(3) 0.29882(19) 0.67034(17) 0.0428(6) Uani 1 1 d . . . . .
S1 S 0.56306(8) 0.36579(6) 0.54099(5) 0.0470(2) Uani 1 1 d . . . . .
S2 S 0.77306(10) 0.21658(7) 0.50383(7) 0.0580(3) Uani 1 1 d . . . . .
Cl1 Cl 0.19643(12) 0.35945(8) 0.45921(10) 0.0845(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.390(4) . ?
C1 C2 1.398(5) . ?
C1 Cl1 1.733(4) . ?
C2 C3 1.371(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.490(4) . ?
C7 C12 1.398(4) . ?
C7 C8 1.400(4) . ?
C8 C9 1.392(5) . ?
C8 S1 1.777(3) . ?
C9 C10 1.375(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.375(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 N1 1.335(4) . ?
C13 S2 1.664(3) . ?
C13 S1 1.791(3) . ?
C14 C15 1.352(16) . ?
C14 N1 1.470(4) . ?
C14 C15' 1.543(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.63(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.25(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.537(19) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.114(18) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.544(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C15' C16' 1.332(17) . ?
C15' H15C 0.9700 . ?
C15' H15D 0.9700 . ?
C16' C17' 1.274(16) . ?
C16' H16C 0.9700 . ?
C16' H16D 0.9700 . ?
C17' C18' 1.500(15) . ?
C17' H17C 0.9700 . ?
C17' H17D 0.9700 . ?
C18' C19' 1.379(12) . ?
C18' H18C 0.9700 . ?
C18' H18D 0.9700 . ?
C19' C20 1.485(8) . ?
C19' H19C 0.9700 . ?
C19' H19D 0.9700 . ?
C20 N1 1.477(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.3(3) . . ?
C6 C1 Cl1 119.6(3) . . ?
C2 C1 Cl1 119.1(3) . . ?
C3 C2 C1 119.8(4) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 119.4(4) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C1 C6 C5 116.8(3) . . ?
C1 C6 C7 124.0(3) . . ?
C5 C6 C7 119.1(3) . . ?
C12 C7 C8 117.9(3) . . ?
C12 C7 C6 118.9(3) . . ?
C8 C7 C6 123.2(2) . . ?
C9 C8 C7 120.3(3) . . ?
C9 C8 S1 118.3(2) . . ?
C7 C8 S1 121.3(2) . . ?
C10 C9 C8 120.4(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C11 C10 C9 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C11 C12 C7 121.3(3) . . ?
C11 C12 H12 119.3 . . ?
C7 C12 H12 119.3 . . ?
N1 C13 S2 124.9(2) . . ?
N1 C13 S1 113.3(2) . . ?
S2 C13 S1 121.75(17) . . ?
C15 C14 N1 123.7(7) . . ?
N1 C14 C15' 112.4(4) . . ?
C15 C14 H14A 106.4 . . ?
N1 C14 H14A 106.4 . . ?
C15 C14 H14B 106.4 . . ?
N1 C14 H14B 106.4 . . ?
H14A C14 H14B 106.5 . . ?
C14 C15 C16 127.8(14) . . ?
C14 C15 H15A 105.3 . . ?
C16 C15 H15A 105.3 . . ?
C14 C15 H15B 105.4 . . ?
C16 C15 H15B 105.4 . . ?
H15A C15 H15B 106.0 . . ?
C17 C16 C15 119.3(14) . . ?
C17 C16 H16A 107.5 . . ?
C15 C16 H16A 107.5 . . ?
C17 C16 H16B 107.5 . . ?
C15 C16 H16B 107.5 . . ?
H16A C16 H16B 107.0 . . ?
C16 C17 C18 116.5(14) . . ?
C16 C17 H17A 108.2 . . ?
C18 C17 H17A 108.2 . . ?
C16 C17 H17B 108.2 . . ?
C18 C17 H17B 108.2 . . ?
H17A C17 H17B 107.3 . . ?
C19 C18 C17 136.2(12) . . ?
C19 C18 H18A 103.1 . . ?
C17 C18 H18A 103.1 . . ?
C19 C18 H18B 103.1 . . ?
C17 C18 H18B 103.1 . . ?
H18A C18 H18B 105.1 . . ?
C18 C19 C20 142.7(10) . . ?
C18 C19 H19A 101.3 . . ?
C20 C19 H19A 101.3 . . ?
C18 C19 H19B 101.3 . . ?
C20 C19 H19B 101.3 . . ?
H19A C19 H19B 104.5 . . ?
C16' C15' C14 118.7(7) . . ?
C16' C15' H15C 107.6 . . ?
C14 C15' H15C 107.6 . . ?
C16' C15' H15D 107.6 . . ?
C14 C15' H15D 107.6 . . ?
H15C C15' H15D 107.1 . . ?
C17' C16' C15' 146.7(9) . . ?
C17' C16' H16C 100.1 . . ?
C15' C16' H16C 100.1 . . ?
C17' C16' H16D 100.1 . . ?
C15' C16' H16D 100.1 . . ?
H16C C16' H16D 104.2 . . ?
C16' C17' C18' 131.6(10) . . ?
C16' C17' H17C 104.4 . . ?
C18' C17' H17C 104.4 . . ?
C16' C17' H17D 104.4 . . ?
C18' C17' H17D 104.4 . . ?
H17C C17' H17D 105.6 . . ?
C19' C18' C17' 118.3(8) . . ?
C19' C18' H18C 107.7 . . ?
C17' C18' H18C 107.7 . . ?
C19' C18' H18D 107.7 . . ?
C17' C18' H18D 107.7 . . ?
H18C C18' H18D 107.1 . . ?
C18' C19' C20 131.8(7) . . ?
C18' C19' H19C 104.3 . . ?
C20 C19' H19C 104.3 . . ?
C18' C19' H19D 104.3 . . ?
C20 C19' H19D 104.3 . . ?
H19C C19' H19D 105.6 . . ?
N1 C20 C19' 114.9(4) . . ?
N1 C20 C19 115.0(5) . . ?
N1 C20 H20A 108.5 . . ?
C19 C20 H20A 108.5 . . ?
N1 C20 H20B 108.5 . . ?
C19 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C13 N1 C14 120.5(3) . . ?
C13 N1 C20 124.1(3) . . ?
C14 N1 C20 115.4(3) . . ?
C8 S1 C13 102.91(14) . . ?

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
C6 C1 C2 C3 0.7(5) . . . . ?
Cl1 C1 C2 C3 179.2(3) . . . . ?
C1 C2 C3 C4 0.4(6) . . . . ?
C2 C3 C4 C5 -0.9(6) . . . . ?
C3 C4 C5 C6 0.3(5) . . . . ?
C2 C1 C6 C5 -1.2(5) . . . . ?
Cl1 C1 C6 C5 -179.7(2) . . . . ?
C2 C1 C6 C7 174.6(3) . . . . ?
Cl1 C1 C6 C7 -3.9(4) . . . . ?
C4 C5 C6 C1 0.7(5) . . . . ?
C4 C5 C6 C7 -175.4(3) . . . . ?
C1 C6 C7 C12 -104.0(3) . . . . ?
C5 C6 C7 C12 71.7(4) . . . . ?
C1 C6 C7 C8 78.6(4) . . . . ?
C5 C6 C7 C8 -105.6(3) . . . . ?
C12 C7 C8 C9 0.4(4) . . . . ?
C6 C7 C8 C9 177.7(3) . . . . ?
C12 C7 C8 S1 176.1(2) . . . . ?
C6 C7 C8 S1 -6.6(4) . . . . ?
C7 C8 C9 C10 -0.8(5) . . . . ?
S1 C8 C9 C10 -176.6(3) . . . . ?
C8 C9 C10 C11 0.7(6) . . . . ?
C9 C10 C11 C12 0.0(6) . . . . ?
C10 C11 C12 C7 -0.4(5) . . . . ?
C8 C7 C12 C11 0.2(4) . . . . ?
C6 C7 C12 C11 -177.2(3) . . . . ?
N1 C14 C15 C16 -35(3) . . . . ?
C14 C15 C16 C17 74(3) . . . . ?
C15 C16 C17 C18 8(2) . . . . ?
C16 C17 C18 C19 -65(3) . . . . ?
C17 C18 C19 C20 16(4) . . . . ?
N1 C14 C15' C16' 28.3(10) . . . . ?
C14 C15' C16' C17' 23(3) . . . . ?
C15' C16' C17' C18' 14(4) . . . . ?
C16' C17' C18' C19' -63(2) . . . . ?
C17' C18' C19' C20 49.2(16) . . . . ?
C18' C19' C20 N1 -45.1(12) . . . . ?
C18 C19 C20 N1 9(3) . . . . ?
S2 C13 N1 C14 -1.7(4) . . . . ?
S1 C13 N1 C14 177.4(2) . . . . ?
S2 C13 N1 C20 -178.2(2) . . . . ?
S1 C13 N1 C20 0.9(4) . . . . ?
C15 C14 N1 C13 120.3(17) . . . . ?
C15' C14 N1 C13 78.8(5) . . . . ?
C15 C14 N1 C20 -62.8(17) . . . . ?
C15' C14 N1 C20 -104.4(4) . . . . ?
C19' C20 N1 C13 -90.9(5) . . . . ?
C19 C20 N1 C13 -129.6(7) . . . . ?
C19' C20 N1 C14 92.4(5) . . . . ?
C19 C20 N1 C14 53.7(8) . . . . ?
C9 C8 S1 C13 -87.4(3) . . . . ?
C7 C8 S1 C13 96.8(2) . . . . ?
N1 C13 S1 C8 169.8(2) . . . . ?
S2 C13 S1 C8 -11.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14B^a S2 0.97 2.45 3.035(4) 118.5 . yes
C19^a H19B^a S2 0.97 2.73 3.658(15) 160.0 4_566 yes
C19'^b H19C^b S1 0.97 2.99 3.499(8) 114.0 . yes
C20 H20B^a S1 0.97 2.32 2.902(3) 118.0 . yes

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.062



####################################################################### 
# 
# 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_1830
_audit_block_doi                 10.5517/ccdc.csd.cc2k0zsc
_database_code_depnum_ccdc_archive 'CCDC 2354443'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2024-sdx0k 2024
loop_
_audit_author_name
_audit_author_address
'DR. ELIAS JESU PACKIAM D'
;IIT Madras
India
;
_audit_update_record             
;
2024-05-10 deposited with the CCDC.	2024-09-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H18 Cl N'
_chemical_formula_weight         307.80

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.9856(9)
_cell_length_b                   7.6368(3)
_cell_length_c                   23.5135(13)
_cell_angle_alpha                90
_cell_angle_beta                 92.914(2)
_cell_angle_gamma                90
_cell_volume                     3225.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4798
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      25.20

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.233
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9434
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.734
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2841
_reflns_number_gt                2269
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0539P)²+3.2759P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0024(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2841
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1142
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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 0.90875(14) 0.6287(3) 0.69211(11) 0.0572(6) Uani 1 1 d . . . . .
H1 H 0.8676 0.6035 0.7131 0.069 Uiso 1 1 calc R U . . .
C2 C 0.95625(16) 0.4946(3) 0.67837(12) 0.0678(8) Uani 1 1 d . . . . .
H2 H 0.9464 0.3804 0.6895 0.081 Uiso 1 1 calc R U . . .
C3 C 1.01763(15) 0.5293(3) 0.64845(11) 0.0604(7) Uani 1 1 d . . . . .
H3 H 1.0500 0.4391 0.6400 0.072 Uiso 1 1 calc R U . . .
C4 C 1.03185(12) 0.6964(3) 0.63076(10) 0.0514(6) Uani 1 1 d . . . . .
H4 H 1.0737 0.7202 0.6104 0.062 Uiso 1 1 calc R U . . .
C5 C 0.98297(11) 0.8300(3) 0.64372(9) 0.0407(5) Uani 1 1 d . . . . .
C6 C 0.92103(11) 0.8008(3) 0.67521(8) 0.0386(5) Uani 1 1 d . . . . .
C7 C 0.86985(11) 0.9455(3) 0.69057(8) 0.0357(5) Uani 1 1 d . . . . .
C8 C 0.88554(12) 1.0449(3) 0.73914(9) 0.0471(6) Uani 1 1 d . . . . .
H8 H 0.9285 1.0209 0.7615 0.057 Uiso 1 1 calc R U . . .
C9 C 0.83932(13) 1.1781(3) 0.75514(10) 0.0527(6) Uani 1 1 d . . . . .
H9 H 0.8512 1.2440 0.7876 0.063 Uiso 1 1 calc R U . . .
C10 C 0.77542(13) 1.2123(3) 0.72252(9) 0.0495(6) Uani 1 1 d . . . . .
H10 H 0.7440 1.3023 0.7329 0.059 Uiso 1 1 calc R U . . .
C11 C 0.75758(12) 1.1143(3) 0.67458(9) 0.0465(5) Uani 1 1 d . . . . .
H11 H 0.7137 1.1375 0.6533 0.056 Uiso 1 1 calc R U . . .
C12 C 0.80443(11) 0.9803(3) 0.65743(9) 0.0378(5) Uani 1 1 d . . . . .
C13 C 0.72392(11) 0.8800(3) 0.57313(9) 0.0416(5) Uani 1 1 d . . . . .
C14 C 0.69980(12) 1.0330(3) 0.54602(9) 0.0446(5) Uani 1 1 d . . . . .
H14 H 0.7254 1.1368 0.5538 0.053 Uiso 1 1 calc R U . . .
C15 C 0.63859(12) 1.0347(3) 0.50768(9) 0.0450(5) Uani 1 1 d . . . . .
C16 C 0.60226(13) 0.8782(3) 0.49673(10) 0.0519(6) Uani 1 1 d . . . . .
H16 H 0.5612 0.8754 0.4711 0.062 Uiso 1 1 calc R U . . .
C17 C 0.62606(13) 0.7263(3) 0.52325(10) 0.0516(6) Uani 1 1 d . . . . .
H17 H 0.6007 0.6227 0.5148 0.062 Uiso 1 1 calc R U . . .
C18 C 0.68663(12) 0.7227(3) 0.56220(9) 0.0435(5) Uani 1 1 d . . . . .
C19 C 0.61327(15) 1.2003(4) 0.47766(12) 0.0658(7) Uani 1 1 d . . . . .
H19A H 0.6468 1.2940 0.4883 0.099 Uiso 1 1 calc R U . . .
H19B H 0.5640 1.2296 0.4884 0.099 Uiso 1 1 calc R U . . .
H19C H 0.6129 1.1827 0.4372 0.099 Uiso 1 1 calc R U . . .
C20 C 0.71057(16) 0.5543(3) 0.59141(11) 0.0616(7) Uani 1 1 d . . . . .
H20A H 0.6744 0.4646 0.5825 0.092 Uiso 1 1 calc R U . . .
H20B H 0.7145 0.5723 0.6319 0.092 Uiso 1 1 calc R U . . .
H20C H 0.7581 0.5188 0.5785 0.092 Uiso 1 1 calc R U . . .
Cl1 Cl 1.00084(4) 1.03844(8) 0.61892(3) 0.0658(3) Uani 1 1 d . . . . .
N1 N 0.78876(11) 0.8785(3) 0.60966(9) 0.0587(6) Uani 1 1 d . . . . .
H1A H 0.8227 0.8051 0.6011 0.070 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
C1 C2 1.383(4) . ?
C1 C6 1.394(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.365(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.387(3) . ?
C5 Cl1 1.731(2) . ?
C6 C7 1.494(3) . ?
C7 C8 1.388(3) . ?
C7 C12 1.403(3) . ?
C8 C9 1.378(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.374(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.378(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.398(3) . ?
C11 H11 0.9300 . ?
C12 N1 1.384(3) . ?
C13 C14 1.390(3) . ?
C13 C18 1.393(3) . ?
C13 N1 1.413(3) . ?
C14 C15 1.387(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(3) . ?
C15 C19 1.507(3) . ?
C16 C17 1.374(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C18 C20 1.510(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
N1 H1A 0.8600 . ?

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 C1 C6 121.6(2) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 119.1(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 122.2(2) . . ?
C6 C5 Cl1 119.73(16) . . ?
C4 C5 Cl1 118.08(17) . . ?
C5 C6 C1 116.6(2) . . ?
C5 C6 C7 122.11(19) . . ?
C1 C6 C7 121.32(19) . . ?
C8 C7 C12 118.85(19) . . ?
C8 C7 C6 120.08(18) . . ?
C12 C7 C6 121.04(18) . . ?
C9 C8 C7 121.9(2) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C10 C9 C8 119.2(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 120.4(2) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 121.0(2) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
N1 C12 C11 123.01(19) . . ?
N1 C12 C7 118.33(18) . . ?
C11 C12 C7 118.65(19) . . ?
C14 C13 C18 120.26(19) . . ?
C14 C13 N1 121.0(2) . . ?
C18 C13 N1 118.7(2) . . ?
C15 C14 C13 121.7(2) . . ?
C15 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
C16 C15 C14 117.7(2) . . ?
C16 C15 C19 120.7(2) . . ?
C14 C15 C19 121.6(2) . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 122.2(2) . . ?
C16 C17 H17 118.9 . . ?
C18 C17 H17 118.9 . . ?
C17 C18 C13 117.3(2) . . ?
C17 C18 C20 120.9(2) . . ?
C13 C18 C20 121.8(2) . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C12 N1 C13 128.08(18) . . ?
C12 N1 H1A 116.0 . . ?
C13 N1 H1A 116.0 . . ?

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
C6 C1 C2 C3 1.2(4) . . . . ?
C1 C2 C3 C4 -1.4(4) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
C3 C4 C5 Cl1 -178.04(19) . . . . ?
C4 C5 C6 C1 -1.7(3) . . . . ?
Cl1 C5 C6 C1 177.87(17) . . . . ?
C4 C5 C6 C7 178.1(2) . . . . ?
Cl1 C5 C6 C7 -2.3(3) . . . . ?
C2 C1 C6 C5 0.4(4) . . . . ?
C2 C1 C6 C7 -179.5(2) . . . . ?
C5 C6 C7 C8 -86.1(3) . . . . ?
C1 C6 C7 C8 93.8(3) . . . . ?
C5 C6 C7 C12 95.7(2) . . . . ?
C1 C6 C7 C12 -84.4(3) . . . . ?
C12 C7 C8 C9 -1.0(3) . . . . ?
C6 C7 C8 C9 -179.3(2) . . . . ?
C7 C8 C9 C10 0.8(3) . . . . ?
C8 C9 C10 C11 0.3(3) . . . . ?
C9 C10 C11 C12 -1.2(3) . . . . ?
C10 C11 C12 N1 179.9(2) . . . . ?
C10 C11 C12 C7 1.0(3) . . . . ?
C8 C7 C12 N1 -178.9(2) . . . . ?
C6 C7 C12 N1 -0.7(3) . . . . ?
C8 C7 C12 C11 0.1(3) . . . . ?
C6 C7 C12 C11 178.35(19) . . . . ?
C18 C13 C14 C15 0.1(3) . . . . ?
N1 C13 C14 C15 176.5(2) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C13 C14 C15 C19 -179.0(2) . . . . ?
C14 C15 C16 C17 0.3(3) . . . . ?
C19 C15 C16 C17 178.8(2) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C16 C17 C18 C13 -1.0(3) . . . . ?
C16 C17 C18 C20 178.9(2) . . . . ?
C14 C13 C18 C17 0.7(3) . . . . ?
N1 C13 C18 C17 -175.83(19) . . . . ?
C14 C13 C18 C20 -179.2(2) . . . . ?
N1 C13 C18 C20 4.3(3) . . . . ?
C11 C12 N1 C13 -4.8(4) . . . . ?
C7 C12 N1 C13 174.2(2) . . . . ?
C14 C13 N1 C12 56.6(3) . . . . ?
C18 C13 N1 C12 -126.9(2) . . . . ?

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.038



