# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_PRS-302
_database_code_depnum_ccdc_archive 'CCDC 2006224'
loop_
_audit_author_name
_audit_author_address
'Ramendra Pratap'
;University of Delhi
India
;
_audit_update_record             
;
2020-05-27 deposited with the CCDC.	2020-07-16 downloaded from the CCDC.
;
_audit_creation_date             2020-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        abc
_chemical_formula_moiety         'C23 H26 N2'
_chemical_formula_sum            'C23 H26 N2'
_chemical_formula_weight         330.48
_chemical_oxdiff_formula         'C23 H26 N2'
_chemical_oxdiff_usercomment     01-08-2018
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   8.2991(6)
_cell_length_b                   9.0692(6)
_cell_length_c                   13.6609(9)
_cell_angle_alpha                94.077(5)
_cell_angle_beta                 104.535(6)
_cell_angle_gamma                105.981(6)
_cell_volume                     945.91(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2336
_cell_measurement_temperature    298
_cell_measurement_theta_max      24.2260
_cell_measurement_theta_min      3.9130
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellowish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.1602
_exptl_crystal_description       block
_exptl_crystal_F_000             356.1248
_exptl_crystal_preparation       'IN ethylacetate and hexane'
_exptl_crystal_recrystallization_method ABCD
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14072
_diffrn_reflns_theta_full        29.5040
_diffrn_reflns_theta_max         29.50
_diffrn_reflns_theta_min         3.44
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9853
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.9974
_diffrn_measured_fraction_theta_max 0.8707
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -3.00  77.00   1.00    3.00    --   18.84  38.00   0.00   80
  2  ω      1.00  88.00   1.00    3.00    --   18.84  77.00  60.00   87
  3  ω      1.00  86.00   1.00    3.00    --   18.84  38.00 -90.00   85
  4  ω      7.00  85.00   1.00    3.00    --   18.84  38.00-180.00   78
  5  ω    -12.00  24.00   1.00    3.00    --  -15.17 -99.00 -60.00   36
  6  ω    -16.00  58.00   1.00    3.00    --   18.84 -99.00 -90.00   74
  7  ω    -17.00  59.00   1.00    3.00    --   18.84 -99.00   0.00   76
  8  ω    -18.00  63.00   1.00    3.00    --   18.84-105.00 117.19   81
  9  ω    -49.00  15.00   1.00    3.00    --   18.84 -57.00-180.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0002678000
_diffrn_orient_matrix_UB_12      -0.0365255000
_diffrn_orient_matrix_UB_13      0.0442356000
_diffrn_orient_matrix_UB_21      0.0445704000
_diffrn_orient_matrix_UB_22      0.0728638000
_diffrn_orient_matrix_UB_23      0.0314184000
_diffrn_orient_matrix_UB_31      -0.0812452000
_diffrn_orient_matrix_UB_32      0.0113535000
_diffrn_orient_matrix_UB_33      -0.0000790000
_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              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -11
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                2572
_reflns_number_total             4601
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.3158
_refine_diff_density_min         -0.3276
_refine_diff_density_rms         0.0803
_refine_ls_d_res_high            0.7216
_refine_ls_d_res_low             5.9173
_refine_ls_goodness_of_fit_ref   1.0431
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4601
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0630
_refine_ls_restrained_S_all      1.0431
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0555P)²+0.0798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1583
_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 Secondary CH2 refined with riding coordinates:
 C00A(H00a,H00b), C00D(H00d,H00e), C00G(H00g,H00h), C00I(H00i,H00j), C00K(H00l,
 H00m), C00L(H00n,H00o)
2.b Aromatic/amide H refined with riding coordinates:
 C007(H007), C009(H009), C00C(H00C), C00F(H00F), C00J(H00k), C00N(H00s)
2.c Idealised Me refined as rotating group:
 C00M(H00p,H00q,H00r), C00O(H00t,H00u,H00v)
;
_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
N001 N 0.47023(18) 0.75034(18) 0.57827(11) 0.0373(4) Uani 1.000000 .
C002 C 0.3737(2) 0.7581(2) 0.47908(13) 0.0344(4) Uani 1.000000 .
C003 C 0.3474(2) 0.7876(2) 0.30073(14) 0.0364(4) Uani 1.000000 .
C004 C 0.0928(2) 0.7506(2) 0.36154(15) 0.0416(5) Uani 1.000000 .
C005 C 0.1950(2) 0.7454(2) 0.45908(14) 0.0394(5) Uani 1.000000 .
C006 C 0.1668(2) 0.7668(2) 0.28006(14) 0.0399(5) Uani 1.000000 .
C007 C 0.5784(2) 0.9588(2) 0.23977(15) 0.0435(5) Uani 1.000000 .
C008 C 0.4430(2) 0.8208(2) 0.22157(14) 0.0379(5) Uani 1.000000 .
C009 C 0.4459(2) 0.7840(2) 0.39846(14) 0.0369(5) Uani 1.000000 .
C00A C 0.6608(2) 0.8107(2) 0.60053(14) 0.0440(5) Uani 1.000000 .
N00B N 0.0533(3) 0.7224(3) 0.60743(16) 0.0809(7) Uani 1.000000 .
C00C C 0.6735(3) 0.9957(3) 0.17007(16) 0.0507(6) Uani 1.000000 .
C00D C 0.4169(3) 0.5988(2) 0.61265(15) 0.0486(5) Uani 1.000000 .
C00E C 0.6393(3) 0.8963(3) 0.08117(16) 0.0515(6) Uani 1.000000 .
C00F C 0.4096(3) 0.7207(3) 0.13295(15) 0.0502(5) Uani 1.000000 .
C00G C 0.7477(3) 0.8239(3) 0.71367(15) 0.0499(5) Uani 1.000000 .
C00H C 0.1165(2) 0.7328(3) 0.54203(16) 0.0516(6) Uani 1.000000 .
C00I C 0.0564(3) 0.7678(3) 0.17452(16) 0.0505(6) Uani 1.000000 .
C00J C 0.5064(3) 0.7585(3) 0.06409(16) 0.0576(6) Uani 1.000000 .
C00K C 0.6942(3) 0.6705(3) 0.75134(17) 0.0586(6) Uani 1.000000 .
C00L C 0.4970(3) 0.6096(3) 0.72599(16) 0.0571(6) Uani 1.000000 .
C00M C -0.0951(2) 0.7482(3) 0.34674(18) 0.0620(7) Uani 1.000000 .
C00N C -0.0531(3) 0.6113(3) 0.11579(18) 0.0690(7) Uani 1.000000 .
C00O C 0.7398(3) 0.9390(3) 0.00431(18) 0.0769(8) Uani 1.000000 .
C00P C -0.0738(4) 0.4774(4) 0.1480(3) 0.0772(8) Uani 1.000000 .
H009 H 0.5652(2) 0.7996(2) 0.41029(14) 0.0443(5) Uiso 1.000000 R
H00F H 0.3211(3) 0.6267(3) 0.11925(15) 0.0603(7) Uiso 1.000000 R
H00k H 0.4810(3) 0.6892(3) 0.00480(16) 0.0692(7) Uiso 1.000000 R
H00C H 0.7623(3) 1.0895(3) 0.18356(16) 0.0609(7) Uiso 1.000000 R
H007 H 0.6055(2) 1.0273(2) 0.29966(15) 0.0522(6) Uiso 1.000000 R
H00a H 0.7019(2) 0.7418(2) 0.56219(14) 0.0528(6) Uiso 1.000000 R
H00b H 0.6923(2) 0.9119(2) 0.57919(14) 0.0528(6) Uiso 1.000000 R
H00d H 0.2906(3) 0.5622(2) 0.59724(15) 0.0583(6) Uiso 1.000000 R
H00e H 0.4530(3) 0.5241(2) 0.57580(15) 0.0583(6) Uiso 1.000000 R
H00g H 0.8735(3) 0.8586(3) 0.72626(15) 0.0599(7) Uiso 1.000000 R
H00h H 0.7156(3) 0.9006(3) 0.75136(15) 0.0599(7) Uiso 1.000000 R
H00i H -0.0202(3) 0.8297(3) 0.18033(16) 0.0606(7) Uiso 1.000000 R
H00j H 0.1327(3) 0.8185(3) 0.13548(16) 0.0606(7) Uiso 1.000000 R
H00l H 0.7374(3) 0.5964(3) 0.71931(17) 0.0703(7) Uiso 1.000000 R
H00m H 0.7450(3) 0.6836(3) 0.82475(17) 0.0703(7) Uiso 1.000000 R
H00n H 0.4547(3) 0.6787(3) 0.76337(16) 0.0686(7) Uiso 1.000000 R
H00o H 0.4629(3) 0.5080(3) 0.74645(16) 0.0686(7) Uiso 1.000000 R
H00p H -0.1307(7) 0.7184(18) 0.4059(5) 0.0931(10) Uiso 1.000000 GR
H00q H -0.1047(4) 0.8497(5) 0.3375(12) 0.0931(10) Uiso 1.000000 GR
H00r H -0.1688(3) 0.6750(13) 0.2875(7) 0.0931(10) Uiso 1.000000 GR
H00s H -0.1135(3) 0.6096(3) 0.04823(18) 0.0828(8) Uiso 1.000000 R
H00t H 0.6676(9) 0.967(2) -0.0536(7) 0.1154(13) Uiso 1.000000 GR
H00u H 0.8423(13) 1.0254(13) 0.0352(5) 0.1154(13) Uiso 1.000000 GR
H00v H 0.774(2) 0.8521(7) -0.0177(10) 0.1154(13) Uiso 1.000000 GR
H00w H -0.015(3) 0.473(3) 0.221(2) 0.083(8) Uiso 1.000000 .
H00x H -0.151(4) 0.382(4) 0.103(2) 0.115(11) Uiso 1.000000 .


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
N001 C002 1.408(2) . ?
N001 C00A 1.467(2) . ?
N001 C00D 1.472(2) . ?
C002 C005 1.409(2) . ?
C002 C009 1.385(2) . ?
C003 C006 1.409(2) . ?
C003 C008 1.495(2) . ?
C003 C009 1.388(2) . ?
C004 C005 1.400(3) . ?
C004 C006 1.398(3) . ?
C004 C00M 1.515(2) . ?
C005 C00H 1.438(3) . ?
C006 C00I 1.504(3) . ?
C007 C008 1.390(3) . ?
C007 C00C 1.385(3) . ?
C007 H007 0.9300 . ?
C008 C00F 1.380(3) . ?
C009 H009 0.9300 . ?
C00A C00G 1.513(3) . ?
C00A H00a 0.9700 . ?
C00A H00b 0.9700 . ?
N00B C00H 1.141(2) . ?
C00C C00E 1.378(3) . ?
C00C H00C 0.9300 . ?
C00D C00L 1.508(3) . ?
C00D H00d 0.9700 . ?
C00D H00e 0.9700 . ?
C00E C00J 1.379(3) . ?
C00E C00O 1.506(3) . ?
C00F C00J 1.386(3) . ?
C00F H00F 0.9300 . ?
C00G C00K 1.507(3) . ?
C00G H00g 0.9700 . ?
C00G H00h 0.9700 . ?
C00I C00N 1.499(3) . ?
C00I H00i 0.9700 . ?
C00I H00j 0.9700 . ?
C00J H00k 0.9300 . ?
C00K C00L 1.515(3) . ?
C00K H00l 0.9700 . ?
C00K H00m 0.9700 . ?
C00L H00n 0.9700 . ?
C00L H00o 0.9700 . ?
C00M H00p 0.9600 . ?
C00M H00q 0.9600 . ?
C00M H00r 0.9600 . ?
C00N C00P 1.303(4) . ?
C00N H00s 0.9300 . ?
C00O H00t 0.9600 . ?
C00O H00u 0.9600 . ?
C00O H00v 0.9600 . ?
C00P H00w 1.00(2) . ?
C00P H00x 0.98(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
C00A N001 C002 115.85(14) . . ?
C00D N001 C002 114.62(15) . . ?
C00D N001 C00A 111.32(14) . . ?
C005 C002 N001 119.75(15) . . ?
C009 C002 N001 123.61(15) . . ?
C009 C002 C005 116.59(16) . . ?
C008 C003 C006 122.56(16) . . ?
C009 C003 C006 120.44(16) . . ?
C009 C003 C008 116.94(15) . . ?
C006 C004 C005 120.08(16) . . ?
C00M C004 C005 119.38(17) . . ?
C00M C004 C006 120.44(17) . . ?
C004 C005 C002 121.99(16) . . ?
C00H C005 C002 119.12(17) . . ?
C00H C005 C004 118.85(16) . . ?
C004 C006 C003 118.12(17) . . ?
C00I C006 C003 121.53(17) . . ?
C00I C006 C004 120.31(17) . . ?
C00C C007 C008 121.0(2) . . ?
H007 C007 C008 119.49(11) . . ?
H007 C007 C00C 119.49(13) . . ?
C007 C008 C003 118.14(17) . . ?
C00F C008 C003 124.19(18) . . ?
C00F C008 C007 117.63(18) . . ?
C003 C009 C002 122.57(16) . . ?
H009 C009 C002 118.71(10) . . ?
H009 C009 C003 118.71(10) . . ?
C00G C00A N001 110.68(15) . . ?
H00a C00A N001 109.51(10) . . ?
H00a C00A C00G 109.51(11) . . ?
H00b C00A N001 109.51(10) . . ?
H00b C00A C00G 109.51(11) . . ?
H00b C00A H00a 108.1 . . ?
C00E C00C C007 121.3(2) . . ?
H00C C00C C007 119.33(13) . . ?
H00C C00C C00E 119.33(13) . . ?
C00L C00D N001 111.19(17) . . ?
H00d C00D N001 109.40(10) . . ?
H00d C00D C00L 109.40(11) . . ?
H00e C00D N001 109.40(10) . . ?
H00e C00D C00L 109.40(12) . . ?
H00e C00D H00d 108.0 . . ?
C00J C00E C00C 117.45(19) . . ?
C00O C00E C00C 121.1(2) . . ?
C00O C00E C00J 121.4(2) . . ?
C00J C00F C008 120.8(2) . . ?
H00F C00F C008 119.59(12) . . ?
H00F C00F C00J 119.59(14) . . ?
C00K C00G C00A 111.26(18) . . ?
H00g C00G C00A 109.38(10) . . ?
H00g C00G C00K 109.38(11) . . ?
H00h C00G C00A 109.38(11) . . ?
H00h C00G C00K 109.38(12) . . ?
H00h C00G H00g 108.0 . . ?
N00B C00H C005 179.6(2) . . ?
C00N C00I C006 115.30(17) . . ?
H00i C00I C006 108.45(11) . . ?
H00i C00I C00N 108.45(12) . . ?
H00j C00I C006 108.45(10) . . ?
H00j C00I C00N 108.45(12) . . ?
H00j C00I H00i 107.5 . . ?
C00F C00J C00E 121.7(2) . . ?
H00k C00J C00E 119.13(13) . . ?
H00k C00J C00F 119.13(14) . . ?
C00L C00K C00G 109.98(17) . . ?
H00l C00K C00G 109.67(12) . . ?
H00l C00K C00L 109.67(13) . . ?
H00m C00K C00G 109.67(12) . . ?
H00m C00K C00L 109.67(12) . . ?
H00m C00K H00l 108.2 . . ?
C00K C00L C00D 109.86(18) . . ?
H00n C00L C00D 109.69(12) . . ?
H00n C00L C00K 109.69(13) . . ?
H00o C00L C00D 109.69(12) . . ?
H00o C00L C00K 109.69(12) . . ?
H00o C00L H00n 108.2 . . ?
H00p C00M C004 109.5 . . ?
H00q C00M C004 109.5 . . ?
H00q C00M H00p 109.5 . . ?
H00r C00M C004 109.5 . . ?
H00r C00M H00p 109.5 . . ?
H00r C00M H00q 109.5 . . ?
C00P C00N C00I 127.8(2) . . ?
H00s C00N C00I 116.11(12) . . ?
H00s C00N C00P 116.11(18) . . ?
H00t C00O C00E 109.5 . . ?
H00u C00O C00E 109.5 . . ?
H00u C00O H00t 109.5 . . ?
H00v C00O C00E 109.5 . . ?
H00v C00O H00t 109.5 . . ?
H00v C00O H00u 109.5 . . ?
H00w C00P C00N 119.4(15) . . ?
H00x C00P C00N 120.7(18) . . ?
H00x C00P H00w 120(2) . . ?


_olex2_exptl_crystal_mounting_method ABCD
_olex2_submission_original_sample_id 'PRS 302'
_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 1.093
_oxdiff_exptl_absorpt_empirical_full_min 0.929
####################################################################### 
# 
# 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_PRS-315B
_database_code_depnum_ccdc_archive 'CCDC 2006225'
loop_
_audit_author_name
_audit_author_address
'Ramendra Pratap'
;University of Delhi
India
;
_audit_update_record             
;
2020-05-27 deposited with the CCDC.	2020-07-16 downloaded from the CCDC.
;
_audit_creation_date             2020-02-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        prs315B
_chemical_formula_moiety         '0.14(C18 H17 N S)'
_chemical_formula_sum            'C2.483 H2.345 N0.138 S0.138'
_chemical_formula_weight         38.54
_chemical_oxdiff_formula         'C18 H17 N S'
_chemical_oxdiff_usercomment     05-01-2018
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'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'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                   9.0216(3)
_cell_length_b                   10.1719(3)
_cell_length_c                   17.3180(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.519(4)
_cell_angle_gamma                90
_cell_volume                     1557.21(10)
_cell_formula_units_Z            29
_cell_measurement_reflns_used    6153
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      28.2260
_cell_measurement_theta_min      3.5730
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.1917
_exptl_crystal_description       block
_exptl_crystal_F_000             592.6898
_exptl_crystal_preparation       
'slow evaporation in 1:9 ethyl acetate in hexane'
_exptl_crystal_recrystallization_method 'crystaline clear blocks'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22455
_diffrn_reflns_theta_full        29.4596
_diffrn_reflns_theta_max         29.46
_diffrn_reflns_theta_min         3.45
_diffrn_ambient_temperature      298.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9853
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.8482
_diffrn_measured_fraction_theta_max 0.8482
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00  53.00   1.00    1.00    --  -15.32  77.00 120.00   97
  2  ω     13.00  80.00   1.00    1.00    --   19.15  57.00  90.00   67
  3  ω      4.00  83.00   1.00    1.00    --   19.15  57.00  30.00   79
  4  ω      1.00  88.00   1.00    1.00    --   19.15  57.00 -90.00   87
  5  ω      8.00  88.00   1.00    1.00    --   19.15  57.00-180.00   80
  6  ω    -12.00  18.00   1.00    1.00    --  -15.32 -99.00 -90.00   30
  7  ω    -38.00  27.00   1.00    1.00    --   19.15 -57.00 -90.00   65
  8  ω    -23.00  60.00   1.00    1.00    --   19.15 -99.00-120.00   83
  9  ω    -24.00  60.00   1.00    1.00    --   19.15 -99.00  30.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0583333000
_diffrn_orient_matrix_UB_12      -0.0078283000
_diffrn_orient_matrix_UB_13      0.0338074000
_diffrn_orient_matrix_UB_21      -0.0500790000
_diffrn_orient_matrix_UB_22      0.0211418000
_diffrn_orient_matrix_UB_23      0.0242739000
_diffrn_orient_matrix_UB_31      -0.0229753000
_diffrn_orient_matrix_UB_32      -0.0660011000
_diffrn_orient_matrix_UB_33      0.0037733000
_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              'Enhance (Mo) X-ray Source'
_diffrn_special_details          --
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                2770
_reflns_number_total             3661
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.1979
_refine_diff_density_min         -0.1912
_refine_diff_density_rms         0.0499
_refine_ls_d_res_high            0.7226
_refine_ls_d_res_low             5.9134
_refine_ls_goodness_of_fit_ref   1.0456
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    25
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3661
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0450
_refine_ls_restrained_S_all      1.0456
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0428P)²+0.1170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0899
_refine_ls_wR_factor_ref         0.0990
_refine_special_details          'Olex refine'
_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 Secondary CH2 refined with riding coordinates:
 C7aa(H7aa,H7ab)
2.b Aromatic/amide H refined with riding coordinates:
 C4aa(H4aa), C0ba(H0ba), C4ba(H4ba), C3ba(H3ba), C1ba(H1ba), C9aa(H9aa),
 C2ba(H2ba)
2.c Idealised Me refined as rotating group:
 C(Ha,Hb,Hc), C7ba(H7ba,H7bb,H7bc)
;
_atom_sites_solution_primary     iterative
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
S0aa S 0.84990(4) 0.64403(4) 0.44715(3) 0.05985(15) Uani 1.000000 .
C0aa C 0.51714(15) 0.64683(12) 0.57203(7) 0.0410(3) Uani 1.000000 .
C1aa C 0.65209(14) 0.62562(12) 0.54520(7) 0.0421(3) Uani 1.000000 .
C2aa C 0.40402(13) 0.72495(12) 0.52719(7) 0.0382(3) Uani 1.000000 .
C3aa C 0.67642(14) 0.67928(13) 0.47450(8) 0.0422(3) Uani 1.000000 .
C4aa C 0.56270(14) 0.75591(13) 0.43095(8) 0.0414(3) Uani 1.000000 .
C5aa C 0.31541(13) 0.86655(12) 0.40579(7) 0.0386(3) Uani 1.000000 .
C6aa C 0.42874(13) 0.77963(12) 0.45665(7) 0.0371(3) Uani 1.000000 .
C C 0.49890(19) 0.58547(16) 0.64884(8) 0.0573(4) Uani 1.000000 .
C7aa C 0.25654(15) 0.74441(15) 0.55453(8) 0.0502(3) Uani 1.000000 .
N N 0.86162(17) 0.48361(16) 0.62916(9) 0.0769(4) Uani 1.000000 .
C9aa C 0.26262(15) 0.98020(14) 0.43497(9) 0.0492(3) Uani 1.000000 .
C0ba C 0.26540(15) 0.83697(15) 0.32674(8) 0.0492(3) Uani 1.000000 .
C1ba C 0.16172(17) 1.06197(15) 0.38684(10) 0.0585(4) Uani 1.000000 .
C2ba C 0.2627(2) 0.83992(19) 0.62041(10) 0.0671(5) Uani 1.000000 .
C3ba C 0.11221(17) 1.03079(16) 0.30845(9) 0.0582(4) Uani 1.000000 .
C4ba C 0.16436(17) 0.91815(18) 0.27878(9) 0.0597(4) Uani 1.000000 .
C5ba C 0.76872(16) 0.54610(14) 0.59170(9) 0.0535(4) Uani 1.000000 .
C6ba C 0.3784(3) 0.9100(2) 0.65494(11) 0.0770(6) Uani 1.000000 .
C7ba C 0.8500(2) 0.7497(2) 0.36540(13) 0.0874(6) Uani 1.000000 .
H4aa H 0.57629(14) 0.79221(13) 0.38356(8) 0.0496(3) Uiso 1.000000 R
H0ba H 0.30038(15) 0.76155(15) 0.30583(8) 0.0591(4) Uiso 1.000000 R
H4ba H 0.13116(17) 0.89664(18) 0.22596(9) 0.0716(5) Uiso 1.000000 R
H3ba H 0.04416(17) 1.08539(16) 0.27590(9) 0.0699(5) Uiso 1.000000 R
H1ba H 0.12727(17) 1.13800(15) 0.40735(10) 0.0702(5) Uiso 1.000000 R
H9aa H 0.29550(15) 1.00192(14) 0.48778(9) 0.0590(4) Uiso 1.000000 R
Ha H 0.5676(9) 0.5129(7) 0.6611(3) 0.0859(6) Uiso 1.000000 GR
Hb H 0.5205(12) 0.6498(3) 0.69013(14) 0.0859(6) Uiso 1.000000 GR
Hc H 0.3969(4) 0.5546(10) 0.6442(2) 0.0859(6) Uiso 1.000000 GR
H7aa H 0.18075(15) 0.77407(15) 0.51008(8) 0.0603(4) Uiso 1.000000 R
H7ab H 0.22363(15) 0.66003(15) 0.57108(8) 0.0603(4) Uiso 1.000000 R
H2ba H 0.1738(2) 0.85086(19) 0.63912(10) 0.0806(6) Uiso 1.000000 R
H7ba H 0.7740(13) 0.7213(10) 0.3216(3) 0.1312(9) Uiso 1.000000 GR
H7bb H 0.8287(18) 0.8381(3) 0.3794(3) 0.1312(9) Uiso 1.000000 GR
H7bc H 0.9474(6) 0.7469(13) 0.3511(6) 0.1312(9) Uiso 1.000000 GR
H6ba H 0.475(3) 0.905(2) 0.6464(14) 0.106(8) Uiso 1.000000 .
H6bb H 0.365(2) 0.976(2) 0.6922(14) 0.098(7) Uiso 1.000000 .


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
S0aa C3aa 1.7602(13) . ?
S0aa C7ba 1.778(2) . ?
C0aa C1aa 1.4037(19) . ?
C0aa C2aa 1.3998(18) . ?
C0aa C 1.508(2) . ?
C1aa C3aa 1.397(2) . ?
C1aa C5ba 1.4393(18) . ?
C2aa C6aa 1.4000(18) . ?
C2aa C7aa 1.5117(18) . ?
C3aa C4aa 1.3857(18) . ?
C4aa C6aa 1.3900(17) . ?
C5aa C6aa 1.4977(17) . ?
C5aa C9aa 1.3837(18) . ?
C5aa C0ba 1.3863(18) . ?
C7aa C2ba 1.491(2) . ?
N C5ba 1.1446(18) . ?
C9aa C1ba 1.383(2) . ?
C0ba C4ba 1.378(2) . ?
C1ba C3ba 1.379(2) . ?
C2ba C6ba 1.306(3) . ?
C3ba C4ba 1.377(2) . ?

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
C7ba S0aa C3aa 103.48(7) . . ?
C2aa C0aa C1aa 119.21(12) . . ?
C C0aa C1aa 118.89(12) . . ?
C C0aa C2aa 121.90(12) . . ?
C3aa C1aa C0aa 121.90(11) . . ?
C5ba C1aa C0aa 119.12(13) . . ?
C5ba C1aa C3aa 118.98(13) . . ?
C6aa C2aa C0aa 118.95(11) . . ?
C7aa C2aa C0aa 119.36(12) . . ?
C7aa C2aa C6aa 121.65(11) . . ?
C1aa C3aa S0aa 117.38(10) . . ?
C4aa C3aa S0aa 124.72(11) . . ?
C4aa C3aa C1aa 117.89(12) . . ?
C6aa C4aa C3aa 121.33(12) . . ?
C9aa C5aa C6aa 121.52(11) . . ?
C0ba C5aa C6aa 120.13(11) . . ?
C0ba C5aa C9aa 118.30(12) . . ?
C4aa C6aa C2aa 120.71(11) . . ?
C5aa C6aa C2aa 122.60(11) . . ?
C5aa C6aa C4aa 116.69(11) . . ?
C2ba C7aa C2aa 115.10(12) . . ?
C1ba C9aa C5aa 121.04(13) . . ?
C4ba C0ba C5aa 120.71(13) . . ?
C3ba C1ba C9aa 120.00(14) . . ?
C6ba C2ba C7aa 127.61(17) . . ?
C4ba C3ba C1ba 119.43(13) . . ?
C3ba C4ba C0ba 120.52(14) . . ?
N C5ba C1aa 179.44(16) . . ?


_olex2_exptl_crystal_mounting_method 'No need'
_olex2_submission_original_sample_id 'PRS 315 B'
_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 1.200
_oxdiff_exptl_absorpt_empirical_full_min 0.771
