# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_AJA012022
_database_code_depnum_ccdc_archive 'CCDC 2133525'
loop_
_audit_author_name
_audit_author_address
'Bara Singh'
;IISER Mohali
India
;
_audit_update_record             
;
2022-01-10 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H19 N O'
_chemical_formula_sum            'C22 H19 N O'
_chemical_formula_weight         311.407
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   10.4984(6)
_cell_length_b                   13.6723(8)
_cell_length_c                   12.6001(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.468(7)
_cell_angle_gamma                90
_cell_volume                     1715.44(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2118
_cell_measurement_temperature    298
_cell_measurement_theta_max      30.2370
_cell_measurement_theta_min      3.4240
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_description       prism
_exptl_crystal_F_000             660.284
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_Laue_measured_fraction_full 0.9974
_diffrn_reflns_Laue_measured_fraction_max 0.9023
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10342
_diffrn_reflns_point_group_measured_fraction_full 0.9974
_diffrn_reflns_point_group_measured_fraction_max 0.9023
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         32.77
_diffrn_reflns_theta_min         2.53
_diffrn_ambient_temperature      289
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.9023
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00  52.10   0.30   25.00    --   29.89  54.00 -30.00  127
  2  ω    -29.00  -2.00   0.30   25.00    --   29.89  54.00  30.00   90
  3  ω    -63.00 117.00   0.30   25.00    --   29.89  54.00-150.00  600
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0626870000
_diffrn_orient_matrix_UB_12      0.0209461000
_diffrn_orient_matrix_UB_13      -0.0305828000
_diffrn_orient_matrix_UB_21      0.0334761000
_diffrn_orient_matrix_UB_22      0.0341590000
_diffrn_orient_matrix_UB_23      -0.0243240000
_diffrn_orient_matrix_UB_31      -0.0052705000
_diffrn_orient_matrix_UB_32      -0.0329719000
_diffrn_orient_matrix_UB_33      -0.0446133000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -15
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              19
_reflns_limit_l_min              -9
_reflns_number_gt                3020
_reflns_number_total             5728
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.2820
_refine_diff_density_min         -0.2255
_refine_diff_density_rms         0.0451
_refine_ls_d_res_high            0.6566
_refine_ls_d_res_low             8.0492
_refine_ls_goodness_of_fit_ref   1.1430
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     218
_refine_ls_number_reflns         5728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0623
_refine_ls_restrained_S_all      1.1430
_refine_ls_shift/su_max          0.0010
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1825
_refine_ls_wR_factor_ref         0.2261
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00B(H00B)
2.b Secondary CH2 refined with riding coordinates:
 C00G(H00e,H00g)
2.c Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00H(H00H), C00I(H00I), C00C(H00C), C009(H009), C00D(H00D),
 C00F(H00F), C008(H008), C00K(H00K), C00O(H00q), C00M(H00M), C00L(H00L),
 C00J(H00J)
2.d Idealised Me refined as rotating group:
 C00N(H00n,H00o,H00p)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
O001 O 0.87814(11) 0.57495(8) 0.64794(9) 0.0825(4) Uani 1.000000 .
C002 C 0.74745(12) 0.80712(10) 0.67322(11) 0.0624(4) Uani 1.000000 .
N003 N 0.70510(16) 1.00557(11) 0.42832(13) 0.0911(5) Uani 1.000000 .
C004 C 0.76419(12) 0.82350(10) 0.55805(11) 0.0629(4) Uani 1.000000 .
C005 C 0.83011(13) 0.65709(11) 0.63380(11) 0.0643(4) Uani 1.000000 .
C006 C 0.78183(12) 0.71320(10) 0.71294(11) 0.0622(4) Uani 1.000000 .
C007 C 0.81363(12) 0.72082(11) 0.53471(11) 0.0639(4) Uani 1.000000 .
C008 C 0.63061(14) 0.85221(12) 0.47316(13) 0.0742(4) Uani 1.000000 .
C009 C 0.86203(15) 0.90526(12) 0.56309(14) 0.0752(4) Uani 1.000000 .
C00A C 0.77107(16) 0.68521(12) 0.81637(12) 0.0748(4) Uani 1.000000 .
C00B C 0.76398(16) 0.67531(12) 0.41764(12) 0.0760(4) Uani 1.000000 .
C00C C 0.70596(16) 0.87494(12) 0.73651(14) 0.0770(4) Uani 1.000000 .
C00D C 0.82966(17) 0.98719(12) 0.50292(14) 0.0806(5) Uani 1.000000 .
C00E C 0.71541(17) 0.57261(12) 0.39536(12) 0.0756(4) Uani 1.000000 .
C00F C 0.60990(18) 0.93485(13) 0.41692(14) 0.0817(5) Uani 1.000000 .
C00G C 0.90601(17) 0.70490(14) 0.46516(15) 0.0880(5) Uani 1.000000 .
C00H C 0.72874(18) 0.75332(14) 0.87772(14) 0.0875(5) Uani 1.000000 .
C00I C 0.69736(18) 0.84752(14) 0.83928(15) 0.0874(5) Uani 1.000000 .
C00J C 0.7940(2) 0.49629(14) 0.37917(14) 0.0933(5) Uani 1.000000 .
C00K C 0.5812(2) 0.55274(16) 0.38255(18) 0.1015(6) Uani 1.000000 .
C00L C 0.7390(3) 0.40432(17) 0.34889(18) 0.1154(7) Uani 1.000000 .
C00M C 0.6064(3) 0.38673(17) 0.33578(18) 0.1201(8) Uani 1.000000 .
C00N C 0.6745(3) 1.09606(15) 0.36601(17) 0.1184(8) Uani 1.000000 .
C00O C 0.5286(3) 0.46079(18) 0.3542(2) 0.1229(8) Uani 1.000000 .
H00A H 0.79212(16) 0.62185(12) 0.84300(12) 0.0898(5) Uiso 1.000000 R
H00H H 0.72103(18) 0.73562(14) 0.94669(14) 0.1049(6) Uiso 1.000000 R
H00I H 0.67027(18) 0.89277(14) 0.88290(15) 0.1049(6) Uiso 1.000000 R
H00C H 0.68410(16) 0.93830(12) 0.71015(14) 0.0924(5) Uiso 1.000000 R
H009 H 0.94965(15) 0.89831(12) 0.61063(14) 0.0902(5) Uiso 1.000000 R
H00D H 0.89569(17) 1.03471(12) 0.51219(14) 0.0968(6) Uiso 1.000000 R
H00F H 0.52500(18) 0.94582(13) 0.36615(14) 0.0980(6) Uiso 1.000000 R
H008 H 0.55927(14) 0.80866(12) 0.46026(13) 0.0890(5) Uiso 1.000000 R
H00K H 0.5263(2) 0.60256(16) 0.39340(18) 0.1218(7) Uiso 1.000000 R
H00q H 0.4391(3) 0.44888(18) 0.3474(2) 0.1475(9) Uiso 1.000000 R
H00M H 0.5698(3) 0.32505(17) 0.31461(18) 0.1442(10) Uiso 1.000000 R
H00L H 0.7927(3) 0.35396(17) 0.33733(18) 0.1385(9) Uiso 1.000000 R
H00J H 0.8845(2) 0.50684(14) 0.38870(14) 0.1119(6) Uiso 1.000000 R
H00B H 0.71130(16) 0.72115(12) 0.36082(12) 0.0913(5) Uiso 1.000000 R
H00e H 0.93508(17) 0.76216(14) 0.43361(15) 0.1056(6) Uiso 1.000000 R
H00g H 0.97271(17) 0.65345(14) 0.48835(15) 0.1056(6) Uiso 1.000000 R
H00n H 0.6349(18) 1.1413(5) 0.4047(8) 0.1776(12) Uiso 1.000000 GR
H00o H 0.7557(4) 1.1235(7) 0.3591(14) 0.1776(12) Uiso 1.000000 GR
H00p H 0.6127(15) 1.0834(3) 0.2929(6) 0.1776(12) Uiso 1.000000 GR


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
O001 C005 1.2208(18) . ?
C002 C004 1.5324(19) . ?
C002 C006 1.384(2) . ?
C002 C00C 1.380(2) . ?
N003 C00D 1.370(2) . ?
N003 C00F 1.365(2) . ?
N003 C00N 1.446(2) . ?
C004 C007 1.557(2) . ?
C004 C008 1.5213(19) . ?
C004 C009 1.506(2) . ?
C005 C006 1.470(2) . ?
C005 C007 1.4870(19) . ?
C006 C00A 1.397(2) . ?
C007 C00B 1.532(2) . ?
C007 C00G 1.515(2) . ?
C008 C00F 1.315(2) . ?
C008 H008 0.9300 . ?
C009 C00D 1.335(2) . ?
C009 H009 0.9300 . ?
C00A C00H 1.371(2) . ?
C00A H00A 0.9300 . ?
C00B C00E 1.490(2) . ?
C00B C00G 1.476(2) . ?
C00B H00B 0.9800 . ?
C00C C00I 1.378(2) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00E C00J 1.385(2) . ?
C00E C00K 1.393(3) . ?
C00F H00F 0.9300 . ?
C00G H00e 0.9700 . ?
C00G H00g 0.9700 . ?
C00H C00I 1.379(3) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00J C00L 1.386(3) . ?
C00J H00J 0.9300 . ?
C00K C00O 1.374(3) . ?
C00K H00K 0.9300 . ?
C00L C00M 1.370(3) . ?
C00L H00L 0.9300 . ?
C00M C00O 1.366(3) . ?
C00M H00M 0.9300 . ?
C00N H00n 0.9600 . ?
C00N H00o 0.9600 . ?
C00N H00p 0.9600 . ?
C00O H00q 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
C006 C002 C004 112.52(13) . . ?
C00C C002 C004 126.92(13) . . ?
C00C C002 C006 120.54(13) . . ?
C00F N003 C00D 116.75(14) . . ?
C00N N003 C00D 121.91(17) . . ?
C00N N003 C00F 121.33(17) . . ?
C007 C004 C002 101.09(10) . . ?
C008 C004 C002 110.29(11) . . ?
C008 C004 C007 112.84(11) . . ?
C009 C004 C002 110.48(12) . . ?
C009 C004 C007 114.43(11) . . ?
C009 C004 C008 107.61(12) . . ?
C006 C005 O001 126.61(13) . . ?
C007 C005 O001 126.47(14) . . ?
C007 C005 C006 106.88(12) . . ?
C005 C006 C002 110.21(12) . . ?
C00A C006 C002 120.19(14) . . ?
C00A C006 C005 129.59(14) . . ?
C005 C007 C004 109.08(11) . . ?
C00B C007 C004 121.06(11) . . ?
C00B C007 C005 118.95(13) . . ?
C00G C007 C004 123.49(13) . . ?
C00G C007 C005 118.43(13) . . ?
C00G C007 C00B 57.97(10) . . ?
C00F C008 C004 123.98(15) . . ?
H008 C008 C004 118.01(8) . . ?
H008 C008 C00F 118.01(10) . . ?
C00D C009 C004 123.47(14) . . ?
H009 C009 C004 118.26(8) . . ?
H009 C009 C00D 118.26(9) . . ?
C00H C00A C006 118.45(15) . . ?
H00A C00A C006 120.78(9) . . ?
H00A C00A C00H 120.78(10) . . ?
C00E C00B C007 123.77(13) . . ?
C00G C00B C007 60.42(10) . . ?
C00G C00B C00E 125.17(15) . . ?
H00B C00B C007 112.63(8) . . ?
H00B C00B C00E 112.63(8) . . ?
H00B C00B C00G 112.63(10) . . ?
C00I C00C C002 119.12(15) . . ?
H00C C00C C002 120.44(9) . . ?
H00C C00C C00I 120.44(10) . . ?
C009 C00D N003 124.01(15) . . ?
H00D C00D N003 118.00(9) . . ?
H00D C00D C009 118.00(10) . . ?
C00J C00E C00B 123.61(16) . . ?
C00K C00E C00B 118.61(15) . . ?
C00K C00E C00J 117.63(17) . . ?
C008 C00F N003 124.16(15) . . ?
H00F C00F N003 117.92(9) . . ?
H00F C00F C008 117.92(10) . . ?
C00B C00G C007 61.61(10) . . ?
H00e C00G C007 117.60(9) . . ?
H00e C00G C00B 117.60(9) . . ?
H00g C00G C007 117.60(9) . . ?
H00g C00G C00B 117.60(10) . . ?
H00g C00G H00e 114.7 . . ?
C00I C00H C00A 121.37(16) . . ?
H00H C00H C00A 119.32(10) . . ?
H00H C00H C00I 119.32(10) . . ?
C00H C00I C00C 120.31(16) . . ?
H00I C00I C00C 119.84(10) . . ?
H00I C00I C00H 119.84(10) . . ?
C00L C00J C00E 120.5(2) . . ?
H00J C00J C00E 119.73(12) . . ?
H00J C00J C00L 119.73(15) . . ?
C00O C00K C00E 121.2(2) . . ?
H00K C00K C00E 119.42(11) . . ?
H00K C00K C00O 119.42(15) . . ?
C00M C00L C00J 120.8(2) . . ?
H00L C00L C00J 119.62(15) . . ?
H00L C00L C00M 119.62(14) . . ?
C00O C00M C00L 119.3(2) . . ?
H00M C00M C00L 120.37(14) . . ?
H00M C00M C00O 120.37(15) . . ?
H00n C00N N003 109.5 . . ?
H00o C00N N003 109.5 . . ?
H00o C00N H00n 109.5 . . ?
H00p C00N N003 109.5 . . ?
H00p C00N H00n 109.5 . . ?
H00p C00N H00o 109.5 . . ?
C00M C00O C00K 120.6(2) . . ?
H00q C00O C00K 119.69(15) . . ?
H00q C00O C00M 119.69(15) . . ?


_olex2_submission_original_sample_id 'AJA 01 202 2'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.173
_oxdiff_exptl_absorpt_empirical_full_min 0.872
####################################################################### 
# 
# 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_AJANONPOLAR
_database_code_depnum_ccdc_archive 'CCDC 2133527'
loop_
_audit_author_name
_audit_author_address
'Bara Singh'
;IISER Mohali
India
;
_audit_update_record             
;
2022-01-10 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2021-06-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_formula_moiety         'C22 H19 N O'
_chemical_formula_sum            'C22 H19 N O'
_chemical_formula_weight         313.402
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.2759(4)
_cell_length_b                   18.6849(8)
_cell_length_c                   11.6613(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.981(5)
_cell_angle_gamma                90
_cell_volume                     1724.62(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3215
_cell_measurement_temperature    298
_cell_measurement_theta_max      32.0370
_cell_measurement_theta_min      3.3570
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_description       prism
_exptl_crystal_F_000             664.278
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.9898
_diffrn_reflns_Laue_measured_fraction_max 0.8801
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8796
_diffrn_reflns_point_group_measured_fraction_full 0.9898
_diffrn_reflns_point_group_measured_fraction_max 0.8801
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         32.67
_diffrn_reflns_theta_min         3.37
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9898
_diffrn_measured_fraction_theta_max 0.8801
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00 115.00   0.30   20.00    --   29.89  54.00 150.00  610
  2  ω     25.00  49.90   0.30   20.00    --   29.89  54.00  30.00   83
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0386740000
_diffrn_orient_matrix_UB_12      0.0264618000
_diffrn_orient_matrix_UB_13      -0.0267864000
_diffrn_orient_matrix_UB_21      -0.0363937000
_diffrn_orient_matrix_UB_22      0.0272407000
_diffrn_orient_matrix_UB_23      0.0269018000
_diffrn_orient_matrix_UB_31      0.0720870000
_diffrn_orient_matrix_UB_32      -0.0004486000
_diffrn_orient_matrix_UB_33      0.0510626000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -11
_reflns_limit_k_max              28
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3996
_reflns_number_total             5576
_reflns_odcompleteness_completeness 98.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.2703
_refine_diff_density_min         -0.1915
_refine_diff_density_rms         0.0422
_refine_ls_d_res_high            0.6584
_refine_ls_d_res_low             6.0391
_refine_ls_goodness_of_fit_ref   1.2112
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     218
_refine_ls_number_reflns         5576
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0577
_refine_ls_restrained_S_all      1.2112
_refine_ls_shift/su_max          0.0077
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1745
_refine_ls_wR_factor_ref         0.1994
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00a,H00b)
2.c Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00J(H00J), C00I(H00I), C00D(H00D), C007(H007), C00H(H00H),
 C00E(H00E), C002(H002), C00L(H00L), C00N(H00N), C00M(H00M), C00K(H00K),
 C00F(H00F)
2.d Idealised Me refined as rotating group:
 C00O(H00o,H00p,H00q)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
O001 O 0.90308(12) 0.55815(5) 0.68138(12) 0.0747(3) Uani 1.000000 .
C002 C 0.54945(15) 0.74544(6) 0.63216(10) 0.0480(3) Uani 1.000000 .
C003 C 0.56110(13) 0.68415(5) 0.55039(9) 0.0410(2) Uani 1.000000 .
C004 C 0.74570(14) 0.65813(6) 0.57059(10) 0.0429(2) Uani 1.000000 .
C005 C 0.76936(15) 0.58916(6) 0.63945(11) 0.0494(3) Uani 1.000000 .
C006 C 0.60197(14) 0.56595(6) 0.64347(10) 0.0469(3) Uani 1.000000 .
C007 C 0.46903(15) 0.70575(7) 0.42342(10) 0.0510(3) Uani 1.000000 .
N008 N 0.3917(2) 0.82147(7) 0.47560(12) 0.0789(4) Uani 1.000000 .
C009 C 0.48308(14) 0.61715(6) 0.58941(10) 0.0447(3) Uani 1.000000 .
C00A C 0.90472(15) 0.78442(6) 0.59346(11) 0.0492(3) Uani 1.000000 .
C00B C 0.83898(16) 0.66238(7) 0.47668(12) 0.0534(3) Uani 1.000000 .
C00C C 0.90436(14) 0.70479(6) 0.58937(11) 0.0493(3) Uani 1.000000 .
C00D C 0.31390(16) 0.60518(7) 0.57884(13) 0.0588(3) Uani 1.000000 .
C00E C 0.47072(19) 0.80621(7) 0.59444(12) 0.0606(4) Uani 1.000000 .
C00F C 0.98223(18) 0.81816(7) 0.70198(12) 0.0576(3) Uani 1.000000 .
C00G C 0.55670(17) 0.50226(7) 0.68984(13) 0.0583(3) Uani 1.000000 .
C00H C 0.39354(18) 0.76840(8) 0.39372(11) 0.0616(3) Uani 1.000000 .
C00I C 0.26860(18) 0.54207(8) 0.62391(15) 0.0681(4) Uani 1.000000 .
C00J C 0.38889(19) 0.49151(8) 0.67994(15) 0.0670(4) Uani 1.000000 .
C00K C 0.9915(2) 0.89194(8) 0.71087(14) 0.0666(4) Uani 1.000000 .
C00L C 0.8374(2) 0.82773(9) 0.49495(14) 0.0752(5) Uani 1.000000 .
C00M C 0.9228(2) 0.93379(8) 0.61248(17) 0.0754(4) Uani 1.000000 .
C00N C 0.8452(3) 0.90176(9) 0.50461(17) 0.0877(6) Uani 1.000000 .
C00O C 0.3071(4) 0.88924(11) 0.4401(2) 0.1334(11) Uani 1.000000 .
H00G H 0.63774(17) 0.46834(7) 0.72616(13) 0.0700(4) Uiso 1.000000 R
H00J H 0.35558(19) 0.45007(8) 0.71099(15) 0.0805(5) Uiso 1.000000 R
H00I H 0.15534(18) 0.53340(8) 0.61648(15) 0.0818(5) Uiso 1.000000 R
H00D H 0.23241(16) 0.63885(7) 0.54221(13) 0.0705(4) Uiso 1.000000 R
H007 H 0.46507(15) 0.67314(7) 0.36240(10) 0.0612(3) Uiso 1.000000 R
H00H H 0.33869(18) 0.77709(8) 0.31321(11) 0.0739(4) Uiso 1.000000 R
H00E H 0.46837(19) 0.84076(7) 0.65133(12) 0.0727(4) Uiso 1.000000 R
H002 H 0.60087(15) 0.73998(6) 0.71399(10) 0.0576(3) Uiso 1.000000 R
H00L H 0.7860(2) 0.80687(9) 0.42084(14) 0.0903(6) Uiso 1.000000 R
H00N H 0.7973(3) 0.92986(9) 0.43744(17) 0.1053(7) Uiso 1.000000 R
H00M H 0.9287(2) 0.98341(8) 0.61863(17) 0.0905(5) Uiso 1.000000 R
H00K H 1.0448(2) 0.91324(8) 0.78426(14) 0.0800(5) Uiso 1.000000 R
H00F H 1.02879(18) 0.79052(7) 0.76994(12) 0.0691(4) Uiso 1.000000 R
H00a H 0.90348(16) 0.62080(7) 0.46627(12) 0.0641(4) Uiso 1.000000 R
H00b H 0.78533(16) 0.68838(7) 0.40345(12) 0.0641(4) Uiso 1.000000 R
H00C H 1.00507(14) 0.68355(6) 0.64534(11) 0.0592(3) Uiso 1.000000 R
H00o H 0.227(2) 0.8971(7) 0.4839(18) 0.2000(16) Uiso 1.000000 GR
H00p H 0.3889(6) 0.92717(18) 0.457(2) 0.2000(16) Uiso 1.000000 GR
H00q H 0.249(3) 0.8884(5) 0.3557(5) 0.2000(16) Uiso 1.000000 GR


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
O001 C005 1.2179(14) . ?
C002 C003 1.5112(14) . ?
C002 C00E 1.3191(17) . ?
C002 H002 0.9300 . ?
C003 C004 1.5542(15) . ?
C003 C007 1.5090(15) . ?
C003 C009 1.5371(15) . ?
C004 C005 1.5008(16) . ?
C004 C00B 1.5151(15) . ?
C004 C00C 1.5376(16) . ?
C005 C006 1.4653(16) . ?
C006 C009 1.3850(16) . ?
C006 C00G 1.4028(16) . ?
C007 C00H 1.3244(17) . ?
C007 H007 0.9300 . ?
N008 C00E 1.3785(18) . ?
N008 C00H 1.3797(19) . ?
N008 C00O 1.448(2) . ?
C009 C00D 1.3874(16) . ?
C00A C00C 1.4886(16) . ?
C00A C00F 1.3914(18) . ?
C00A C00L 1.3825(19) . ?
C00B C00C 1.4941(18) . ?
C00B H00a 0.9700 . ?
C00B H00b 0.9700 . ?
C00C H00C 0.9800 . ?
C00D C00I 1.386(2) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00F C00K 1.3830(18) . ?
C00F H00F 0.9300 . ?
C00G C00J 1.3743(19) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00I C00J 1.389(2) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K C00M 1.368(2) . ?
C00K H00K 0.9300 . ?
C00L C00N 1.388(2) . ?
C00L H00L 0.9300 . ?
C00M C00N 1.372(3) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00O H00o 0.9600 . ?
C00O H00p 0.9600 . ?
C00O H00q 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E C002 C003 123.94(11) . . ?
H002 C002 C003 118.03(6) . . ?
H002 C002 C00E 118.03(7) . . ?
C004 C003 C002 112.49(9) . . ?
C007 C003 C002 108.02(9) . . ?
C007 C003 C004 115.13(9) . . ?
C009 C003 C002 108.71(9) . . ?
C009 C003 C004 100.35(8) . . ?
C009 C003 C007 111.89(9) . . ?
C005 C004 C003 108.58(9) . . ?
C00B C004 C003 124.05(10) . . ?
C00B C004 C005 114.67(9) . . ?
C00C C004 C003 127.23(9) . . ?
C00C C004 C005 115.98(9) . . ?
C00C C004 C00B 58.60(8) . . ?
C004 C005 O001 125.77(11) . . ?
C006 C005 O001 127.09(11) . . ?
C006 C005 C004 107.12(9) . . ?
C009 C006 C005 109.49(10) . . ?
C00G C006 C005 128.67(11) . . ?
C00G C006 C009 121.82(11) . . ?
C00H C007 C003 123.88(11) . . ?
H007 C007 C003 118.06(6) . . ?
H007 C007 C00H 118.06(7) . . ?
C00H N008 C00E 116.70(11) . . ?
C00O N008 C00E 121.09(15) . . ?
C00O N008 C00H 122.19(15) . . ?
C006 C009 C003 113.16(10) . . ?
C00D C009 C003 127.25(10) . . ?
C00D C009 C006 119.57(11) . . ?
C00F C00A C00C 118.56(11) . . ?
C00L C00A C00C 124.19(12) . . ?
C00L C00A C00F 117.22(12) . . ?
C00C C00B C004 61.45(8) . . ?
H00a C00B C004 117.62(6) . . ?
H00a C00B C00C 117.62(7) . . ?
H00b C00B C004 117.62(7) . . ?
H00b C00B C00C 117.62(7) . . ?
H00b C00B H00a 114.7 . . ?
C00A C00C C004 124.40(10) . . ?
C00B C00C C004 59.94(7) . . ?
C00B C00C C00A 123.72(11) . . ?
H00C C00C C004 112.96(6) . . ?
H00C C00C C00A 112.96(6) . . ?
H00C C00C C00B 112.96(7) . . ?
C00I C00D C009 118.75(12) . . ?
H00D C00D C009 120.62(7) . . ?
H00D C00D C00I 120.62(8) . . ?
N008 C00E C002 123.80(12) . . ?
H00E C00E C002 118.10(7) . . ?
H00E C00E N008 118.10(7) . . ?
C00K C00F C00A 121.37(13) . . ?
H00F C00F C00A 119.31(7) . . ?
H00F C00F C00K 119.31(9) . . ?
C00J C00G C006 117.95(13) . . ?
H00G C00G C006 121.02(7) . . ?
H00G C00G C00J 121.02(8) . . ?
N008 C00H C007 123.64(11) . . ?
H00H C00H C007 118.18(7) . . ?
H00H C00H N008 118.18(7) . . ?
C00J C00I C00D 121.38(13) . . ?
H00I C00I C00D 119.31(8) . . ?
H00I C00I C00J 119.31(8) . . ?
C00I C00J C00G 120.52(13) . . ?
H00J C00J C00G 119.74(8) . . ?
H00J C00J C00I 119.74(8) . . ?
C00M C00K C00F 120.45(14) . . ?
H00K C00K C00F 119.78(9) . . ?
H00K C00K C00M 119.78(9) . . ?
C00N C00L C00A 121.21(14) . . ?
H00L C00L C00A 119.40(8) . . ?
H00L C00L C00N 119.40(10) . . ?
C00N C00M C00K 119.24(14) . . ?
H00M C00M C00K 120.38(9) . . ?
H00M C00M C00N 120.38(9) . . ?
C00M C00N C00L 120.50(15) . . ?
H00N C00N C00L 119.75(10) . . ?
H00N C00N C00M 119.75(9) . . ?
H00o C00O N008 109.5 . . ?
H00p C00O N008 109.5 . . ?
H00p C00O H00o 109.5 . . ?
H00q C00O N008 109.5 . . ?
H00q C00O H00o 109.5 . . ?
H00q C00O H00p 109.5 . . ?


_olex2_submission_original_sample_id 'AJA NON POLAR'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.420
_oxdiff_exptl_absorpt_empirical_full_min 0.855
####################################################################### 
# 
# 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_iiser-sam0412
_database_code_depnum_ccdc_archive 'CCDC 2143316'
loop_
_audit_author_name
_audit_author_address
'Bara Singh'
;IISER Mohali
India
;
_audit_update_record             
;
2022-01-20 deposited with the CCDC.	2023-05-29 downloaded from the CCDC.
;
_audit_creation_date             2020-07-20
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H27 N O2 S'
_chemical_formula_sum            'C28 H27 N O2 S'
_chemical_formula_weight         441.56
_chemical_absolute_configuration syn
_chemical_compound_source        synthesized
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O S H'
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0157(3)
_cell_length_b                   11.1293(4)
_cell_length_c                   11.8264(3)
_cell_angle_alpha                88.918(3)
_cell_angle_beta                 87.476(3)
_cell_angle_gamma                74.544(3)
_cell_volume                     1142.58(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9567
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.1750
_cell_measurement_theta_min      3.3760
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             468
_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  0.0484
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16391
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_min         3.177
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00 -15.00   0.50   20.00    --   -9.95 -60.00 -76.00   52
  2  ω     22.00  54.00   0.50   20.00    --   -9.95  60.00  63.00   64
  3  ω     -1.00  55.00   0.50   20.00    --   10.22  60.00  63.00  112
  4  ω    -36.00 -11.00   0.50   20.00    --   10.22 -60.00 -76.00   50
  5  ω     14.00  59.00   0.50   20.00    --   -9.95  19.00  60.00   90
  6  ω    -55.00 -29.00   0.50   20.00    --   -9.95 125.00-150.00   52
  7  ω    -52.00  -2.00   0.50   20.00    --   -9.95 -57.00   0.00  100
  8  ω    -28.00  53.00   0.50   20.00    --   -9.95  57.00   0.00  162
  9  ω    -58.00  -3.00   0.50   20.00    --   -9.95 125.00-180.00  110
 10  ω    -26.00  53.00   0.50   20.00    --   -9.95  57.00 -60.00  158
 11  ω    -74.00  -4.00   0.50   20.00    --   -9.95 -38.00 120.00  140
 12  ω    -32.00   1.00   0.50   20.00    --   10.22 121.00 -44.02   66
 13  ω    -34.00  -3.00   0.50   20.00    --   10.22 122.00  60.46   62
 14  ω    -53.00 -21.00   0.50   20.00    --   10.22 -19.00 -90.00   64
 15  ω      7.00  59.00   0.50   20.00    --   10.22-125.00-180.00  104
 16  ω      4.00  48.00   0.50   20.00    --   10.22-125.00 150.00   88
 17  ω    -27.00   0.00   0.50   20.00    --   10.22 122.00 134.20   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0426937000
_diffrn_orient_matrix_UB_12      0.0379202000
_diffrn_orient_matrix_UB_13      0.0441646000
_diffrn_orient_matrix_UB_21      0.0511505000
_diffrn_orient_matrix_UB_22      0.0386460000
_diffrn_orient_matrix_UB_23      -0.0043821000
_diffrn_orient_matrix_UB_31      -0.0472718000
_diffrn_orient_matrix_UB_32      0.0379626000
_diffrn_orient_matrix_UB_33      -0.0404301000
_diffrn_oxdiff_ac3_digest_frames 
;
017c084d88baa7f1caa7443be1291d61d300025f78b
;
_diffrn_oxdiff_ac3_digest_hkl    
;
0139ed00b2aeb09103be0f1621756d84eabc4f
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3414
_reflns_number_total             4891
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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         0.377
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0502
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0715P)²+0.0422P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1363
_refine_ls_wR_factor_ref         0.1490
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20), C19(H19), C16(H16), C21(H21)
2.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C28(H28A,H28B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C4(H4), C5(H5), C10(H10), C3(H3), C12(H12), C11(H11),
 C23(H23), C27(H27), C25(H25), C24(H24), C26(H26)
2.d Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C18(H18A,H18B,H18C)
;
_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
S1 S 0.28923(6) 0.10252(5) 0.89177(5) 0.0558(2) Uani 1 1 d . . . . .
N1 N 0.63618(16) 0.26405(13) 0.80356(12) 0.0427(4) Uani 1 1 d . . . . .
O2 O 0.30134(18) 0.10086(13) 1.01683(12) 0.0681(4) Uani 1 1 d . . . . .
O1 O 0.2873(2) 0.69482(14) 0.50121(13) 0.0811(5) Uani 1 1 d . . . . .
C20 C 0.37224(19) 0.37470(15) 0.67472(14) 0.0349(4) Uani 1 1 d . . . . .
H20 H 0.471183 0.332414 0.637506 0.042 Uiso 1 1 calc R . . . .
C8 C 0.37967(19) 0.47185(15) 0.76228(14) 0.0340(4) Uani 1 1 d . . . . .
C19 C 0.35769(19) 0.34680(15) 0.79817(14) 0.0352(4) Uani 1 1 d . . . . .
H19 H 0.253708 0.347737 0.826783 0.042 Uiso 1 1 calc R . . . .
C7 C 0.24432(19) 0.58448(15) 0.77308(15) 0.0367(4) Uani 1 1 d . . . . .
C9 C 0.53462(19) 0.48890(16) 0.78461(14) 0.0370(4) Uani 1 1 d . . . . .
C16 C 0.48630(19) 0.25223(15) 0.85253(15) 0.0383(4) Uani 1 1 d . . . . .
H16 H 0.481203 0.267143 0.934192 0.046 Uiso 1 1 calc R . . . .
C22 C 0.2291(2) 0.27107(16) 0.55434(15) 0.0400(4) Uani 1 1 d . . . . .
C6 C 0.1812(2) 0.62384(17) 0.87948(16) 0.0446(5) Uani 1 1 d . . . . .
H6 H 0.223128 0.579832 0.943305 0.054 Uiso 1 1 calc R . . . .
C14 C 0.6584(2) 0.38392(16) 0.80365(14) 0.0381(4) Uani 1 1 d . . . . .
C2 C 0.1831(2) 0.65330(15) 0.67849(15) 0.0405(4) Uani 1 1 d . . . . .
C21 C 0.2341(2) 0.39618(15) 0.60091(14) 0.0382(4) Uani 1 1 d . . . . .
H21 H 0.140932 0.428186 0.648885 0.046 Uiso 1 1 calc R . . . .
C13 C 0.8035(2) 0.40386(19) 0.81880(16) 0.0482(5) Uani 1 1 d . . . . .
H13 H 0.887872 0.335899 0.829483 0.058 Uiso 1 1 calc R . . . .
C17 C 0.4681(2) 0.12283(16) 0.83162(16) 0.0460(5) Uani 1 1 d . . . . .
H17A H 0.553063 0.061273 0.864160 0.055 Uiso 1 1 calc R . . . .
H17B H 0.472543 0.108580 0.750728 0.055 Uiso 1 1 calc R . . . .
C4 C -0.0030(2) 0.79480(18) 0.79888(19) 0.0549(6) Uani 1 1 d . . . . .
H4 H -0.086501 0.864562 0.807540 0.066 Uiso 1 1 calc R . . . .
C5 C 0.0573(2) 0.72720(18) 0.89204(18) 0.0525(5) Uani 1 1 d . . . . .
H5 H 0.014562 0.751100 0.963812 0.063 Uiso 1 1 calc R . . . .
C1 C 0.2455(2) 0.61934(17) 0.56006(16) 0.0465(5) Uani 1 1 d . . . . .
C10 C 0.5582(2) 0.60687(18) 0.78676(17) 0.0506(5) Uani 1 1 d . . . . .
H10 H 0.475342 0.676108 0.776325 0.061 Uiso 1 1 calc R . . . .
C28 C 0.2432(2) 0.49588(16) 0.51170(15) 0.0485(5) Uani 1 1 d . . . . .
H28A H 0.335487 0.465235 0.464101 0.058 Uiso 1 1 calc R . . . .
H28B H 0.155401 0.508573 0.463996 0.058 Uiso 1 1 calc R . . . .
C3 C 0.0599(2) 0.75956(17) 0.69260(19) 0.0507(5) Uani 1 1 d . . . . .
H3 H 0.020129 0.806762 0.629774 0.061 Uiso 1 1 calc R . . . .
C12 C 0.8229(2) 0.5226(2) 0.81811(17) 0.0578(6) Uani 1 1 d . . . . .
H12 H 0.920422 0.533470 0.827424 0.069 Uiso 1 1 calc R . . . .
C11 C 0.7016(2) 0.6244(2) 0.80399(19) 0.0599(6) Uani 1 1 d . . . . .
H11 H 0.715036 0.704289 0.805923 0.072 Uiso 1 1 calc R . . . .
C23 C 0.1270(3) 0.2100(2) 0.60109(18) 0.0607(6) Uani 1 1 d . . . . .
H23 H 0.053549 0.250143 0.655280 0.073 Uiso 1 1 calc R . . . .
C27 C 0.3330(3) 0.2102(2) 0.47290(19) 0.0631(6) Uani 1 1 d . . . . .
H27 H 0.402924 0.249392 0.439212 0.076 Uiso 1 1 calc R . . . .
C25 C 0.2356(3) 0.0307(2) 0.4892(2) 0.0723(7) Uani 1 1 d . . . . .
H25 H 0.239468 -0.050140 0.468001 0.087 Uiso 1 1 calc R . . . .
C24 C 0.1313(3) 0.0897(2) 0.5691(2) 0.0747(7) Uani 1 1 d . . . . .
H24 H 0.062222 0.049646 0.602780 0.090 Uiso 1 1 calc R . . . .
C15 C 0.7705(2) 0.1605(2) 0.8222(2) 0.0758(7) Uani 1 1 d . . . . .
H15A H 0.797307 0.159149 0.899986 0.114 Uiso 1 1 calc GR . . . .
H15B H 0.855245 0.170214 0.774267 0.114 Uiso 1 1 calc GR . . . .
H15C H 0.747483 0.083631 0.804773 0.114 Uiso 1 1 calc GR . . . .
C26 C 0.3353(3) 0.0912(2) 0.4400(2) 0.0790(8) Uani 1 1 d . . . . .
H26 H 0.405644 0.051875 0.383620 0.095 Uiso 1 1 calc R . . . .
C18 C 0.3240(3) -0.0568(2) 0.8484(2) 0.0815(8) Uani 1 1 d . . . . .
H18A H 0.419408 -0.105151 0.877696 0.122 Uiso 1 1 calc GR . . . .
H18B H 0.329813 -0.060666 0.767296 0.122 Uiso 1 1 calc GR . . . .
H18C H 0.241424 -0.089593 0.877194 0.122 Uiso 1 1 calc GR . . . .


_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
S1 O2 1.4873(16) . ?
S1 C17 1.8010(19) . ?
S1 C18 1.796(2) . ?
N1 C16 1.484(2) . ?
N1 C14 1.401(2) . ?
N1 C15 1.454(2) . ?
O1 C1 1.207(2) . ?
C20 H20 0.9800 . ?
C20 C8 1.527(2) . ?
C20 C19 1.494(2) . ?
C20 C21 1.517(2) . ?
C8 C19 1.508(2) . ?
C8 C7 1.501(2) . ?
C8 C9 1.494(2) . ?
C19 H19 0.9800 . ?
C19 C16 1.502(2) . ?
C7 C6 1.387(2) . ?
C7 C2 1.392(2) . ?
C9 C14 1.407(2) . ?
C9 C10 1.386(2) . ?
C16 H16 0.9800 . ?
C16 C17 1.518(2) . ?
C22 C21 1.519(2) . ?
C22 C23 1.374(3) . ?
C22 C27 1.367(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.379(3) . ?
C14 C13 1.403(2) . ?
C2 C1 1.503(3) . ?
C2 C3 1.397(2) . ?
C21 H21 0.9800 . ?
C21 C28 1.532(2) . ?
C13 H13 0.9300 . ?
C13 C12 1.379(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.371(3) . ?
C4 C3 1.376(3) . ?
C5 H5 0.9300 . ?
C1 C28 1.504(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.382(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C3 H3 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.362(3) . ?
C11 H11 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.388(3) . ?
C27 H27 0.9300 . ?
C27 C26 1.382(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.351(4) . ?
C25 C26 1.364(4) . ?
C24 H24 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C26 H26 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 S1 C17 106.78(9) . . ?
O2 S1 C18 106.87(10) . . ?
C18 S1 C17 95.28(11) . . ?
C14 N1 C16 116.08(14) . . ?
C14 N1 C15 116.81(15) . . ?
C15 N1 C16 116.99(15) . . ?
C8 C20 H20 115.1 . . ?
C19 C20 H20 115.1 . . ?
C19 C20 C8 59.86(10) . . ?
C19 C20 C21 120.61(15) . . ?
C21 C20 H20 115.1 . . ?
C21 C20 C8 119.94(14) . . ?
C19 C8 C20 58.98(11) . . ?
C7 C8 C20 117.21(14) . . ?
C7 C8 C19 118.48(14) . . ?
C9 C8 C20 117.44(14) . . ?
C9 C8 C19 114.62(13) . . ?
C9 C8 C7 117.27(14) . . ?
C20 C19 C8 61.16(11) . . ?
C20 C19 H19 115.4 . . ?
C20 C19 C16 119.12(14) . . ?
C8 C19 H19 115.4 . . ?
C16 C19 C8 119.77(14) . . ?
C16 C19 H19 115.4 . . ?
C6 C7 C8 119.69(16) . . ?
C6 C7 C2 118.86(17) . . ?
C2 C7 C8 121.41(16) . . ?
C14 C9 C8 119.67(15) . . ?
C10 C9 C8 120.89(16) . . ?
C10 C9 C14 119.44(16) . . ?
N1 C16 C19 109.38(13) . . ?
N1 C16 H16 109.4 . . ?
N1 C16 C17 110.48(14) . . ?
C19 C16 H16 109.4 . . ?
C19 C16 C17 108.87(14) . . ?
C17 C16 H16 109.4 . . ?
C23 C22 C21 120.07(18) . . ?
C27 C22 C21 122.10(17) . . ?
C27 C22 C23 117.57(18) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 C7 120.99(18) . . ?
C5 C6 H6 119.5 . . ?
N1 C14 C9 120.23(15) . . ?
N1 C14 C13 122.00(16) . . ?
C13 C14 C9 117.74(16) . . ?
C7 C2 C1 122.73(16) . . ?
C7 C2 C3 119.55(18) . . ?
C3 C2 C1 117.71(16) . . ?
C20 C21 C22 108.08(13) . . ?
C20 C21 H21 108.1 . . ?
C20 C21 C28 108.91(14) . . ?
C22 C21 H21 108.1 . . ?
C22 C21 C28 115.30(14) . . ?
C28 C21 H21 108.1 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.03(18) . . ?
C12 C13 H13 119.5 . . ?
S1 C17 H17A 109.1 . . ?
S1 C17 H17B 109.1 . . ?
C16 C17 S1 112.30(13) . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C5 C4 H4 120.0 . . ?
C5 C4 C3 120.08(18) . . ?
C3 C4 H4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.09(19) . . ?
C4 C5 H5 120.0 . . ?
O1 C1 C2 119.74(17) . . ?
O1 C1 C28 119.99(18) . . ?
C2 C1 C28 120.07(15) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.75(19) . . ?
C11 C10 H10 119.1 . . ?
C21 C28 H28A 108.7 . . ?
C21 C28 H28B 108.7 . . ?
C1 C28 C21 114.21(15) . . ?
C1 C28 H28A 108.7 . . ?
C1 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.39(18) . . ?
C4 C3 H3 119.8 . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 121.05(18) . . ?
C11 C12 H12 119.5 . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 118.91(19) . . ?
C12 C11 H11 120.5 . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.4(2) . . ?
C24 C23 H23 119.3 . . ?
C22 C27 H27 119.6 . . ?
C22 C27 C26 120.9(2) . . ?
C26 C27 H27 119.6 . . ?
C24 C25 H25 120.4 . . ?
C24 C25 C26 119.2(2) . . ?
C26 C25 H25 120.4 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 119.9 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C27 C26 H26 119.6 . . ?
C25 C26 C27 120.8(2) . . ?
C25 C26 H26 119.6 . . ?
S1 C18 H18A 109.5 . . ?
S1 C18 H18B 109.5 . . ?
S1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.412
_oxdiff_exptl_absorpt_empirical_full_min 0.678
