# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_exp_289
_database_code_depnum_ccdc_archive 'CCDC 1850340'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2017-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H16 N2 S'
_chemical_formula_sum            'C22 H18 N2 S'
_chemical_formula_weight         342.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 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'

_cell_length_a                   9.6081(3)
_cell_length_b                   15.1360(4)
_cell_length_c                   11.7745(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.041(3)
_cell_angle_gamma                90.00
_cell_volume                     1680.64(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3060
_cell_measurement_temperature    199.94(12)
_cell_measurement_theta_max      71.6690
_cell_measurement_theta_min      3.8260
_exptl_absorpt_coefficient_mu    1.739
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92665
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_crystal_size_max          .34
_exptl_crystal_size_mid          .21
_exptl_crystal_size_min          .15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5794
_diffrn_reflns_theta_full        71.92
_diffrn_reflns_theta_max         71.92
_diffrn_reflns_theta_min         4.69
_diffrn_ambient_temperature      199.94(12)
_diffrn_detector_area_resol_mean 8.0851
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
_refine_ls_extinction_coef        0.00005(11)
#__ type_ start__ end____ width___ exp.time_
  1 omega -118.00  -56.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000   30.0000 62

#__ type_ start__ end____ width___ exp.time_
  2 omega  -44.00  -10.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   30.0000 34

#__ type_ start__ end____ width___ exp.time_
  3 omega  -57.00   23.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   50.0000  -90.0000 80

#__ type_ start__ end____ width___ exp.time_
  4 omega -113.00  -21.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000   60.0000 92

#__ type_ start__ end____ width___ exp.time_
  5 omega   87.00  125.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       54.7151   19.0000  120.0000 38

#__ type_ start__ end____ width___ exp.time_
  6 omega   41.00   79.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000   60.0000 38

#__ type_ start__ end____ width___ exp.time_
  7 omega   96.00  173.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303   64.0000 -180.0000 77

#__ type_ start__ end____ width___ exp.time_
  8 omega   41.00   96.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -50.0000 -180.0000 55

#__ type_ start__ end____ width___ exp.time_
  9 omega   62.00   89.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000 -180.0000 27

#__ type_ start__ end____ width___ exp.time_
 10 omega   43.00  144.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -92.0000   60.0000 101

#__ type_ start__ end____ width___ exp.time_
 11 omega   96.00  124.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303   64.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
 12 omega  149.00  177.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303   64.0000  -30.0000 28

#__ type_ start__ end____ width___ exp.time_
 13 omega   77.00  104.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -50.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
 14 omega   37.00   92.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000 -120.0000 55

#__ type_ start__ end____ width___ exp.time_
 15 omega   60.00  141.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  178.0000   90.0000 81
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0043590000
_diffrn_orient_matrix_UB_12      0.0465308000
_diffrn_orient_matrix_UB_13      0.1156740000
_diffrn_orient_matrix_UB_21      0.0367523000
_diffrn_orient_matrix_UB_22      -0.0878722000
_diffrn_orient_matrix_UB_23      0.0646746000
_diffrn_orient_matrix_UB_31      0.1591497000
_diffrn_orient_matrix_UB_32      0.0215932000
_diffrn_orient_matrix_UB_33      0.0144488000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2662
_reflns_number_total             3159
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.105
_refine_diff_density_min         -0.856
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3159
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0829
_refine_ls_R_factor_gt           0.0730
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0746P)²+3.1372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1773
_refine_ls_wR_factor_ref         0.1856
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C17(H17), C16(H16), C8(H8), C18(H18), C19(H19), C9(H9), C25(H25),
 C22(H22), C15(H15), C13(H13), C14(H14), C24(H24), C11(H11), C10(H10), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S4 S 0.65197(12) 0.42363(7) 1.01966(8) 0.0577(3) Uani 1 d . . .
N5 N 0.6744(3) 0.46787(19) 0.8998(2) 0.0449(7) Uani 1 d . . .
N3 N 0.7626(4) 0.4801(2) 1.1112(2) 0.0532(8) Uani 1 d . . .
C6 C 0.7742(3) 0.5302(2) 0.9270(2) 0.0360(7) Uani 1 d . . .
C21 C 0.6628(3) 0.7280(2) 0.4684(3) 0.0403(7) Uani 1 d . . .
H21 H 0.6855 0.7805 0.5087 0.048 Uiso 1 calc . . R
C2 C 0.8259(4) 0.5373(2) 1.0495(3) 0.0411(8) Uani 1 d . . .
C17 C 1.2689(4) 0.6779(2) 1.4467(3) 0.0447(8) Uani 1 d . . .
H17 H 1.3232 0.6981 1.3946 0.054 Uiso 1 calc . . R
C20 C 0.6912(3) 0.6475(2) 0.5262(2) 0.0339(6) Uani 1 d . . .
C16 C 1.3226(4) 0.6832(2) 1.5631(3) 0.0445(8) Uani 1 d . . .
H16 H 1.4121 0.7074 1.5887 0.053 Uiso 1 calc . . R
C7 C 0.8258(3) 0.58619(19) 0.8462(2) 0.0328(6) Uani 1 d . . .
C8 C 0.9320(3) 0.6440(2) 0.8935(3) 0.0388(7) Uani 1 d . . .
H8 H 0.9713 0.6805 0.8444 0.047 Uiso 1 calc . . R
C18 C 0.7611(3) 0.5810(2) 0.7235(2) 0.0335(6) Uani 1 d . . .
H18 H 0.7210 0.5275 0.6953 0.040 Uiso 1 calc . . R
C12 C 1.1372(4) 0.6434(2) 1.4054(3) 0.0417(8) Uani 1 d . . .
C19 C 0.7561(3) 0.6482(2) 0.6493(2) 0.0344(6) Uani 1 d . . .
H19 H 0.7980 0.7008 0.6789 0.041 Uiso 1 calc . . R
C9 C 0.9835(4) 0.6497(2) 1.0152(3) 0.0439(8) Uani 1 d . . .
H9 H 1.0554 0.6900 1.0420 0.053 Uiso 1 calc . . R
C25 C 0.6557(3) 0.5699(2) 0.4631(3) 0.0405(7) Uani 1 d . . .
H25 H 0.6728 0.5155 0.4998 0.049 Uiso 1 calc . . R
C22 C 0.6016(4) 0.7307(3) 0.3523(3) 0.0491(9) Uani 1 d . . .
H22 H 0.5824 0.7848 0.3152 0.059 Uiso 1 calc . . R
C15 C 1.2456(4) 0.6533(2) 1.6422(2) 0.0392(7) Uani 1 d . . .
H15 H 1.2828 0.6569 1.7210 0.047 Uiso 1 calc . . R
C1 C 0.9326(4) 0.5987(2) 1.0954(3) 0.0432(8) Uani 1 d . . .
C13 C 1.0583(3) 0.6134(2) 1.4865(3) 0.0427(8) Uani 1 d . . .
H13 H 0.9683 0.5900 1.4610 0.051 Uiso 1 calc . . R
C14 C 1.1128(4) 0.6181(2) 1.6041(3) 0.0410(7) Uani 1 d . . .
H14 H 1.0600 0.5975 1.6571 0.049 Uiso 1 calc . . R
C24 C 0.5956(4) 0.5731(3) 0.3472(3) 0.0481(8) Uani 1 d . . .
H24 H 0.5730 0.5208 0.3062 0.058 Uiso 1 calc . . R
C11 C 1.0908(4) 0.6403(2) 1.2779(3) 0.0479(8) Uani 1 d . . .
H11 H 1.1488 0.6675 1.2335 0.057 Uiso 1 calc . . R
C10 C 0.9756(4) 0.6026(2) 1.2227(3) 0.0482(8) Uani 1 d . . .
H10 H 0.9161 0.5763 1.2666 0.058 Uiso 1 calc . . R
C23 C 0.5688(4) 0.6531(3) 0.2913(3) 0.0513(9) Uani 1 d . . .
H23 H 0.5288 0.6548 0.2129 0.062 Uiso 1 calc . . R


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S4 N5 1.614(3) . ?
S4 N3 1.607(4) . ?
N5 C6 1.339(4) . ?
N3 C2 1.347(5) . ?
C6 C2 1.436(4) . ?
C6 C7 1.432(4) . ?
C21 C20 1.397(4) . ?
C21 C22 1.381(4) . ?
C2 C1 1.412(5) . ?
C17 C16 1.372(5) . ?
C17 C12 1.369(5) . ?
C20 C19 1.464(4) . ?
C20 C25 1.396(4) . ?
C16 C15 1.372(5) . ?
C7 C8 1.378(4) . ?
C7 C18 1.462(4) . ?
C8 C9 1.426(4) . ?
C18 C19 1.335(4) . ?
C12 C13 1.403(5) . ?
C12 C11 1.483(4) . ?
C9 C1 1.380(5) . ?
C25 C24 1.378(4) . ?
C22 C23 1.382(5) . ?
C15 C14 1.376(5) . ?
C1 C10 1.477(5) . ?
C13 C14 1.385(5) . ?
C24 C23 1.378(5) . ?
C11 C10 1.303(5) . ?

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
N3 S4 N5 100.60(16) . . ?
C6 N5 S4 107.0(2) . . ?
C2 N3 S4 106.8(2) . . ?
N5 C6 C2 112.8(3) . . ?
N5 C6 C7 125.5(3) . . ?
C7 C6 C2 121.7(3) . . ?
C22 C21 C20 121.0(3) . . ?
N3 C2 C6 112.9(3) . . ?
N3 C2 C1 125.8(3) . . ?
C1 C2 C6 121.3(3) . . ?
C12 C17 C16 121.5(3) . . ?
C21 C20 C19 118.8(3) . . ?
C25 C20 C21 118.0(3) . . ?
C25 C20 C19 123.2(3) . . ?
C17 C16 C15 120.7(3) . . ?
C6 C7 C18 119.3(3) . . ?
C8 C7 C6 115.6(3) . . ?
C8 C7 C18 125.1(3) . . ?
C7 C8 C9 122.1(3) . . ?
C19 C18 C7 124.1(3) . . ?
C17 C12 C13 117.7(3) . . ?
C17 C12 C11 116.7(3) . . ?
C13 C12 C11 125.6(3) . . ?
C18 C19 C20 126.7(3) . . ?
C1 C9 C8 123.6(3) . . ?
C24 C25 C20 120.7(3) . . ?
C21 C22 C23 120.0(3) . . ?
C16 C15 C14 119.6(3) . . ?
C2 C1 C10 117.2(3) . . ?
C9 C1 C2 115.6(3) . . ?
C9 C1 C10 127.2(3) . . ?
C14 C13 C12 120.9(3) . . ?
C15 C14 C13 119.7(3) . . ?
C25 C24 C23 120.5(3) . . ?
C10 C11 C12 125.5(4) . . ?
C11 C10 C1 124.7(4) . . ?
C24 C23 C22 119.7(3) . . ?

_olex2_date_sample_data_collection 2014-01-03
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_381
_database_code_depnum_ccdc_archive 'CCDC 1850342'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2016-10-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H14 N4 S, C8 H6 O4'
_chemical_formula_sum            'C28 H20 N4 O4 S'
_chemical_formula_weight         508.54
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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 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'

_cell_length_a                   13.0978(6)
_cell_length_b                   8.4281(4)
_cell_length_c                   21.7783(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.164(4)
_cell_angle_gamma                90.00
_cell_volume                     2340.93(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2112
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1000
_cell_measurement_theta_min      4.7720
_exptl_absorpt_coefficient_mu    1.608
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93557
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            6730
_diffrn_reflns_theta_full        71.76
_diffrn_reflns_theta_max         71.76
_diffrn_reflns_theta_min         4.17
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0851
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -50.00   30.00   1.0000   28.2700
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   30.0000 80

#__ type_ start__ end____ width___ exp.time_
  2 omega -119.00  -75.00   1.0000   28.2700
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000  -60.0000 44

#__ type_ start__ end____ width___ exp.time_
  3 omega -113.00  -10.00   1.0000   28.2700
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -25.0000   30.0000 103

#__ type_ start__ end____ width___ exp.time_
  4 omega   41.00   80.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000  150.0000 39

#__ type_ start__ end____ width___ exp.time_
  5 omega   64.00   93.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000   90.0000 29

#__ type_ start__ end____ width___ exp.time_
  6 omega   37.00   81.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000    0.0000 44

#__ type_ start__ end____ width___ exp.time_
  7 omega   37.00   91.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000 -180.0000 54

#__ type_ start__ end____ width___ exp.time_
  8 omega   84.00  113.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000    0.0000 29

#__ type_ start__ end____ width___ exp.time_
  9 omega   41.00   92.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000    0.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   95.00  176.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303   50.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  145.00   1.0000    9.0000
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -92.0000 -180.0000 106
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0876903000
_diffrn_orient_matrix_UB_12      -0.0132629000
_diffrn_orient_matrix_UB_13      -0.0363802000
_diffrn_orient_matrix_UB_21      0.0811649000
_diffrn_orient_matrix_UB_22      -0.0257987000
_diffrn_orient_matrix_UB_23      0.0625928000
_diffrn_orient_matrix_UB_31      -0.0179801000
_diffrn_orient_matrix_UB_32      -0.1803778000
_diffrn_orient_matrix_UB_33      -0.0062471000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3017
_reflns_number_total             4584
_reflns_odcompleteness_completeness 98.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_refine_diff_density_max         0.976
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.064
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0749
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1001P)²+1.6271P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1957
_refine_ls_wR_factor_ref         0.2210
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H37(0.081) H34(0.102) H10(0.055) H16(0.057) H13(0.06) H30(0.056)
 H17(0.057) H28(0.057) H9(0.055) H11(0.057) H14(0.059) H18(0.072) H8(0.058)
 H27(0.061) H31(0.059) H21(0.095) H19(0.08) H24(0.095) H22(0.096)
 Fixed X: H37(-0.0027) H34(0.1953) H10(0.8182) H16(1.0308) H13(0.7057) H30(-
 0.0759) H17(0.9339) H28(0.1812) H9(0.7928) H11(0.6733) H14(0.8077) H18(0.5537)
 H8(0.6998) H27(0.2694) H31(0.0118) H21(0.243) H19(0.3859) H24(0.4012)
 H22(0.1631)
 Fixed Y: H37(0.9298) H34(0.3052) H10(1.1095) H16(1.4207) H13(1.2758)
 H30(0.69) H17(1.2523) H28(0.7291) H9(0.9532) H11(1.1081) H14(1.4424)
 H18(0.6494) H8(0.7899) H27(0.5613) H31(0.5208) H21(0.4831) H19(0.6346)
 H24(0.3326) H22(0.3255)
 Fixed Z: H37(0.3895) H34(0.7169) H10(0.6313) H16(0.7726) H13(0.7928)
 H30(0.5519) H17(0.6984) H28(0.4826) H9(0.5411) H11(0.7027) H14(0.8625)
 H18(0.4125) H8(0.4648) H27(0.5598) H31(0.6291) H21(0.4044) H19(0.4598)
 H24(0.2466) H22(0.3255)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S4 S 0.41662(8) 0.88360(15) 0.61605(5) 0.0642(4) Uani 1 1 d . . .
O37 O 0.03265(19) 0.8675(3) 0.41457(11) 0.0541(7) Uani 1 1 d . . .
H37 H -0.0027 0.9298 0.3895 0.081 Uiso 1 1 calc R . .
O36 O -0.1070(2) 0.8725(3) 0.45644(12) 0.0609(8) Uani 1 1 d . . .
N3 N 0.5289(2) 0.9690(4) 0.63743(14) 0.0535(8) Uani 1 1 d . . .
N15 N 0.9286(2) 1.4492(3) 0.82457(13) 0.0449(7) Uani 1 1 d . . .
O34 O 0.1572(2) 0.3599(4) 0.69005(13) 0.0678(8) Uani 1 1 d . . .
H34 H 0.1953 0.3052 0.7169 0.102 Uiso 1 1 calc R . .
N5 N 0.4279(2) 0.7943(4) 0.55304(15) 0.0539(8) Uani 1 1 d . . .
O33 O 0.3021(3) 0.3863(4) 0.65658(15) 0.0900(11) Uani 1 1 d . . .
C6 C 0.5238(3) 0.8274(4) 0.54491(16) 0.0421(8) Uani 1 1 d . . .
C1 C 0.6868(3) 0.9778(4) 0.59331(15) 0.0415(8) Uani 1 1 d . . .
C2 C 0.5827(3) 0.9284(4) 0.59410(15) 0.0419(8) Uani 1 1 d . . .
C29 C 0.0423(3) 0.7259(4) 0.50874(15) 0.0409(8) Uani 1 1 d . . .
C35 C -0.0182(3) 0.8295(4) 0.45791(15) 0.0413(8) Uani 1 1 d . . .
C12 C 0.8067(3) 1.2425(4) 0.73666(15) 0.0432(8) Uani 1 1 d . . .
C7 C 0.5687(3) 0.7734(4) 0.49431(15) 0.0441(8) Uani 1 1 d . . .
N23 N 0.2734(3) 0.3166(4) 0.27987(17) 0.0675(10) Uani 1 1 d . . .
C10 C 0.7544(3) 1.0808(4) 0.64007(16) 0.0455(9) Uani 1 1 d . . .
H10 H 0.8182 1.1095 0.6313 0.055 Uiso 1 1 calc R . .
C16 C 0.9641(3) 1.3913(4) 0.77636(16) 0.0474(9) Uani 1 1 d . . .
H16 H 1.0308 1.4207 0.7726 0.057 Uiso 1 1 calc R . .
C13 C 0.7717(3) 1.3034(5) 0.78721(16) 0.0500(9) Uani 1 1 d . . .
H13 H 0.7057 1.2758 0.7928 0.060 Uiso 1 1 calc R . .
C30 C -0.0065(3) 0.6634(4) 0.55324(16) 0.0463(9) Uani 1 1 d . . .
H30 H -0.0759 0.6900 0.5519 0.056 Uiso 1 1 calc R . .
C26 C 0.1504(3) 0.5210(4) 0.60249(16) 0.0473(9) Uani 1 1 d . . .
C17 C 0.9063(3) 1.2891(4) 0.73153(16) 0.0474(9) Uani 1 1 d . . .
H17 H 0.9339 1.2523 0.6984 0.057 Uiso 1 1 calc R . .
C28 C 0.1470(3) 0.6869(4) 0.51190(16) 0.0475(9) Uani 1 1 d . . .
H28 H 0.1812 0.7291 0.4826 0.057 Uiso 1 1 calc R . .
C9 C 0.7256(3) 0.9231(4) 0.54361(16) 0.0457(8) Uani 1 1 d . . .
H9 H 0.7928 0.9532 0.5411 0.055 Uiso 1 1 calc R . .
C11 C 0.7360(3) 1.1370(4) 0.69255(16) 0.0478(9) Uani 1 1 d . . .
H11 H 0.6733 1.1081 0.7027 0.057 Uiso 1 1 calc R . .
C14 C 0.8337(3) 1.4038(4) 0.82900(16) 0.0490(9) Uani 1 1 d . . .
H14 H 0.8077 1.4424 0.8625 0.059 Uiso 1 1 calc R . .
C18 C 0.5148(3) 0.6723(5) 0.44214(19) 0.0601(11) Uani 1 1 d . . .
H18 H 0.5537 0.6494 0.4125 0.072 Uiso 1 1 calc R . .
C8 C 0.6679(3) 0.8236(4) 0.49659(16) 0.0487(9) Uani 1 1 d . . .
H8 H 0.6998 0.7899 0.4648 0.058 Uiso 1 1 calc R . .
C27 C 0.1997(3) 0.5862(4) 0.55814(17) 0.0512(9) Uani 1 1 d . . .
H27 H 0.2694 0.5613 0.5598 0.061 Uiso 1 1 calc R . .
C31 C 0.0460(3) 0.5620(4) 0.59960(16) 0.0494(9) Uani 1 1 d . . .
H31 H 0.0118 0.5208 0.6291 0.059 Uiso 1 1 calc R . .
C21 C 0.2781(4) 0.4549(5) 0.3734(2) 0.0795(15) Uani 1 1 d . . .
H21 H 0.2430 0.4831 0.4044 0.095 Uiso 1 1 calc R . .
C32 C 0.2106(4) 0.4151(5) 0.65154(18) 0.0570(10) Uani 1 1 d . . .
C19 C 0.4264(4) 0.6124(5) 0.4309(2) 0.0667(12) Uani 1 1 d . . .
H19 H 0.3859 0.6346 0.4598 0.080 Uiso 1 1 calc R . .
C20 C 0.3763(4) 0.5093(5) 0.3769(2) 0.0710(13) Uani 1 1 d . . .
C24 C 0.3695(4) 0.3639(5) 0.2788(2) 0.0789(15) Uani 1 1 d . . .
H24 H 0.4012 0.3326 0.2466 0.095 Uiso 1 1 calc R . .
C25 C 0.4248(4) 0.4686(6) 0.3308(3) 0.0777(15) Uani 1 1 d . . .
C22 C 0.2305(5) 0.3611(5) 0.3258(2) 0.0799(15) Uani 1 1 d . . .
H22 H 0.1631 0.3255 0.3255 0.096 Uiso 1 1 calc R . .
H25 H 0.478(2) 0.479(3) 0.3140(13) 0.011(7) Uiso 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
S4 N3 1.608(3) . ?
S4 N5 1.601(3) . ?
O37 C35 1.312(4) . ?
O36 C35 1.212(4) . ?
N3 C2 1.344(4) . ?
N15 C16 1.334(4) . ?
N15 C14 1.325(5) . ?
O34 C32 1.295(5) . ?
N5 C6 1.338(4) . ?
O33 C32 1.203(5) . ?
C6 C2 1.446(5) . ?
C6 C7 1.436(5) . ?
C1 C2 1.430(5) . ?
C1 C10 1.471(4) . ?
C1 C9 1.376(5) . ?
C29 C35 1.489(4) . ?
C29 C30 1.381(5) . ?
C29 C28 1.396(5) . ?
C12 C13 1.384(5) . ?
C12 C17 1.391(5) . ?
C12 C11 1.471(4) . ?
C7 C18 1.466(5) . ?
C7 C8 1.357(5) . ?
N23 C24 1.326(6) . ?
N23 C22 1.309(6) . ?
C10 C11 1.310(5) . ?
C16 C17 1.389(5) . ?
C13 C14 1.366(5) . ?
C30 C31 1.381(5) . ?
C26 C27 1.391(5) . ?
C26 C31 1.398(5) . ?
C26 C32 1.475(5) . ?
C28 C27 1.376(5) . ?
C9 C8 1.403(5) . ?
C18 C19 1.235(6) . ?
C21 C20 1.351(7) . ?
C21 C22 1.338(6) . ?
C19 C20 1.489(6) . ?
C20 C25 1.350(7) . ?
C24 C25 1.488(7) . ?

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
N5 S4 N3 101.66(16) . . ?
C2 N3 S4 105.9(2) . . ?
C14 N15 C16 116.9(3) . . ?
C6 N5 S4 106.7(2) . . ?
N5 C6 C2 112.6(3) . . ?
N5 C6 C7 126.6(3) . . ?
C7 C6 C2 120.8(3) . . ?
C2 C1 C10 126.1(3) . . ?
C9 C1 C2 115.8(3) . . ?
C9 C1 C10 118.1(3) . . ?
N3 C2 C6 113.2(3) . . ?
N3 C2 C1 126.0(3) . . ?
C1 C2 C6 120.8(3) . . ?
C30 C29 C35 119.5(3) . . ?
C30 C29 C28 118.8(3) . . ?
C28 C29 C35 121.7(3) . . ?
O37 C35 C29 114.0(3) . . ?
O36 C35 O37 123.3(3) . . ?
O36 C35 C29 122.7(3) . . ?
C13 C12 C17 116.4(3) . . ?
C13 C12 C11 118.1(3) . . ?
C17 C12 C11 125.5(3) . . ?
C6 C7 C18 124.7(4) . . ?
C8 C7 C6 115.4(3) . . ?
C8 C7 C18 119.9(4) . . ?
C22 N23 C24 120.2(4) . . ?
C11 C10 C1 128.0(3) . . ?
N15 C16 C17 123.2(3) . . ?
C14 C13 C12 120.4(4) . . ?
C31 C30 C29 121.1(3) . . ?
C27 C26 C31 118.4(3) . . ?
C27 C26 C32 119.1(4) . . ?
C31 C26 C32 122.5(4) . . ?
C16 C17 C12 119.3(3) . . ?
C27 C28 C29 120.3(3) . . ?
C1 C9 C8 122.7(3) . . ?
C10 C11 C12 125.1(4) . . ?
N15 C14 C13 123.7(3) . . ?
C19 C18 C7 131.0(5) . . ?
C7 C8 C9 124.4(4) . . ?
C28 C27 C26 121.1(4) . . ?
C30 C31 C26 120.4(3) . . ?
C22 C21 C20 121.0(6) . . ?
O34 C32 C26 114.1(4) . . ?
O33 C32 O34 122.9(4) . . ?
O33 C32 C26 123.0(4) . . ?
C18 C19 C20 128.3(5) . . ?
C21 C20 C19 119.1(5) . . ?
C25 C20 C21 118.3(5) . . ?
C25 C20 C19 122.6(5) . . ?
N23 C24 C25 117.7(5) . . ?
C20 C25 C24 119.2(5) . . ?
N23 C22 C21 123.7(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_1611
_database_code_depnum_ccdc_archive 'CCDC 1876836'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-11-02 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2018-09-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 N2 O'
_chemical_formula_sum            'C22 H14 N2 O'
_chemical_formula_weight         324.37
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x+1/2, -y, z+1/2'

_cell_length_a                   8.7248(13)
_cell_length_b                   8.5852(10)
_cell_length_c                   11.5340(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.252(17)
_cell_angle_gamma                90.00
_cell_volume                     833.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1448
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.9430
_cell_measurement_theta_min      4.1270
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             340
_exptl_crystal_recrystallization_method 'Ethylacetate-Pet ether'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_unetI/netI     0.0687
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9353
_diffrn_reflns_theta_full        29.26
_diffrn_reflns_theta_max         29.26
_diffrn_reflns_theta_min         3.39
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  93.00   0.75    0.75    --   19.76   0.00 -90.00  196
  2  ω     32.00  98.00   0.75    0.75    --   19.76-178.00   0.00   88
  3  ω    -25.00  23.00   0.75    0.75    --  -20.54 -99.00 -30.00   64
  4  ω    -53.00  46.00   0.75    0.75    --   19.76 -38.00  90.00  132
  5  ω     -2.00  88.00   0.75    0.75    --   19.76  57.00  90.00  120
  6  ω    -25.00  23.00   0.75    0.75    --  -20.54 -99.00-120.00   64
  7  ω    -52.00   7.25   0.75    0.75    --  -20.54  77.00-180.00   79
  8  ω    -75.00 -13.50   0.75    0.75    --  -20.54 118.00 -12.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0366401000
_diffrn_orient_matrix_UB_12      0.0454413000
_diffrn_orient_matrix_UB_13      -0.0365303000
_diffrn_orient_matrix_UB_21      0.0358879000
_diffrn_orient_matrix_UB_22      -0.0680706000
_diffrn_orient_matrix_UB_23      -0.0159269000
_diffrn_orient_matrix_UB_31      -0.0668763000
_diffrn_orient_matrix_UB_32      -0.0115758000
_diffrn_orient_matrix_UB_33      -0.0497015000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2187
_reflns_number_total             4519
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.327
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3741
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1186
_refine_ls_R_factor_gt           0.0620
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.10
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0736P)²+0.0422P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1374
_refine_ls_wR_factor_ref         0.1707
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C007(H007), C008(H008), C009(H009), C00A(H00A), C00D(H00D), C00F(H00F),
 C00G(H00G), C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O001 O -0.2896(3) -0.7734(3) -0.3140(2) 0.0771(9) Uani 1 d . . .
N002 N -0.4017(4) -0.8835(3) -0.3583(3) 0.0643(9) Uani 1 d . . .
N003 N -0.3060(4) -0.6477(3) -0.3893(3) 0.0605(9) Uani 1 d . . .
C004 C -0.2806(4) -0.1933(4) -0.5645(3) 0.0436(8) Uani 1 d . . .
C005 C -0.4270(4) -0.6785(4) -0.4815(3) 0.0445(8) Uani 1 d . . .
C006 C -0.4889(4) -0.8315(4) -0.4609(3) 0.0449(8) Uani 1 d . . .
C007 C -0.6329(5) -1.4001(4) -0.3413(3) 0.0577(10) Uani 1 d . . .
H007 H -0.5394 -1.3673 -0.2874 0.069 Uiso 1 calc . . R
C008 C -0.6370(4) -1.1511(4) -0.4471(3) 0.0514(9) Uani 1 d . . .
H008 H -0.5465 -1.1239 -0.3875 0.062 Uiso 1 calc . . R
C009 C -0.2974(4) 0.0391(4) -0.6847(3) 0.0605(10) Uani 1 d . . .
H009 H -0.3482 0.0957 -0.7527 0.073 Uiso 1 calc . . R
C00A C -0.4480(4) -0.4352(4) -0.6088(3) 0.0515(9) Uani 1 d . . .
H00A H -0.5037 -0.3901 -0.6809 0.062 Uiso 1 calc . . R
C00B C -0.7064(4) -1.3044(4) -0.4345(3) 0.0493(9) Uani 1 d . . .
C00C C -0.4998(4) -0.5885(4) -0.5846(3) 0.0457(8) Uani 1 d . . .
C00D C -0.1658(5) 0.0993(4) -0.6055(4) 0.0655(11) Uani 1 d . . .
H00D H -0.1276 0.1969 -0.6191 0.079 Uiso 1 calc . . R
C00E C -0.6211(4) -0.8980(4) -0.5458(3) 0.0467(8) Uani 1 d . . .
C00F C -0.3555(4) -0.1051(4) -0.6646(3) 0.0529(9) Uani 1 d . . .
H00F H -0.4461 -0.1439 -0.7187 0.064 Uiso 1 calc . . R
C00G C -0.1496(5) -0.1293(4) -0.4854(3) 0.0621(10) Uani 1 d . . .
H00G H -0.0996 -0.1843 -0.4163 0.075 Uiso 1 calc . . R
C00H C -0.6879(4) -1.0497(4) -0.5320(3) 0.0513(8) Uani 1 d . . .
H00H H -0.7784 -1.0776 -0.5913 0.062 Uiso 1 calc . . R
C00I C -0.3324(4) -0.3514(4) -0.5419(3) 0.0521(9) Uani 1 d . . .
H00I H -0.2754 -0.3979 -0.4707 0.063 Uiso 1 calc . . R
C00J C -0.6252(4) -0.6545(4) -0.6626(3) 0.0544(9) Uani 1 d . . .
H00J H -0.6755 -0.5997 -0.7317 0.065 Uiso 1 calc . . R
C00K C -0.8450(5) -1.3583(4) -0.5141(3) 0.0626(10) Uani 1 d . . .
H00K H -0.8965 -1.2963 -0.5788 0.075 Uiso 1 calc . . R
C00L C -0.6864(4) -0.8097(4) -0.6434(3) 0.0539(9) Uani 1 d . . .
H00L H -0.7737 -0.8486 -0.7008 0.065 Uiso 1 calc . . R
C00M C -0.9077(5) -1.5026(5) -0.4987(4) 0.0746(12) Uani 1 d . . .
H00M H -1.0011 -1.5365 -0.5521 0.090 Uiso 1 calc . . R
C00N C -0.8316(6) -1.5949(5) -0.4046(4) 0.0779(14) Uani 1 d . . .
H00N H -0.8730 -1.6922 -0.3943 0.093 Uiso 1 calc . . R
C00O C -0.6951(5) -1.5446(5) -0.3259(4) 0.0725(12) Uani 1 d . . .
H00O H -0.6437 -1.6075 -0.2617 0.087 Uiso 1 calc . . R
C00P C -0.0902(5) 0.0143(4) -0.5055(4) 0.0700(11) Uani 1 d . . .
H00P H 0.0005 0.0535 -0.4517 0.084 Uiso 1 calc . . R


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 N002 1.360(4) . ?
O001 N003 1.370(3) . ?
N002 C006 1.305(4) . ?
N003 C005 1.313(4) . ?
C004 C00F 1.392(5) . ?
C004 C00G 1.376(5) . ?
C004 C00I 1.475(4) . ?
C005 C006 1.463(4) . ?
C005 C00C 1.420(4) . ?
C006 C00E 1.422(4) . ?
C007 C00B 1.371(5) . ?
C007 C00O 1.384(5) . ?
C008 C00B 1.471(4) . ?
C008 C00H 1.298(4) . ?
C009 C00D 1.366(5) . ?
C009 C00F 1.380(4) . ?
C00A C00C 1.442(5) . ?
C00A C00I 1.312(4) . ?
C00B C00K 1.391(5) . ?
C00C C00J 1.346(5) . ?
C00D C00P 1.378(5) . ?
C00E C00H 1.453(4) . ?
C00E C00L 1.352(5) . ?
C00G C00P 1.380(5) . ?
C00J C00L 1.474(5) . ?
C00K C00M 1.384(5) . ?
C00M C00N 1.366(6) . ?
C00N C00O 1.364(6) . ?

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
N002 O001 N003 111.4(2) . . ?
C006 N002 O001 107.0(3) . . ?
C005 N003 O001 106.4(3) . . ?
C00F C004 C00I 123.3(3) . . ?
C00G C004 C00F 117.4(3) . . ?
C00G C004 C00I 119.3(3) . . ?
N003 C005 C006 107.6(3) . . ?
N003 C005 C00C 130.9(3) . . ?
C00C C005 C006 121.5(3) . . ?
N002 C006 C005 107.6(3) . . ?
N002 C006 C00E 131.3(3) . . ?
C00E C006 C005 121.0(3) . . ?
C00B C007 C00O 121.3(3) . . ?
C00H C008 C00B 127.3(3) . . ?
C00D C009 C00F 120.5(3) . . ?
C00I C00A C00C 128.2(3) . . ?
C007 C00B C008 119.6(3) . . ?
C007 C00B C00K 117.7(3) . . ?
C00K C00B C008 122.7(3) . . ?
C005 C00C C00A 124.4(3) . . ?
C00J C00C C005 115.9(3) . . ?
C00J C00C C00A 119.7(3) . . ?
C009 C00D C00P 119.5(3) . . ?
C006 C00E C00H 124.1(3) . . ?
C00L C00E C006 115.9(3) . . ?
C00L C00E C00H 120.0(3) . . ?
C009 C00F C004 120.9(3) . . ?
C004 C00G C00P 121.9(3) . . ?
C008 C00H C00E 128.1(3) . . ?
C00A C00I C004 128.6(3) . . ?
C00C C00J C00L 122.9(3) . . ?
C00M C00K C00B 121.1(4) . . ?
C00E C00L C00J 122.8(3) . . ?
C00N C00M C00K 119.7(4) . . ?
C00O C00N C00M 120.1(4) . . ?
C00N C00O C007 120.1(4) . . ?
C00D C00P C00G 119.7(3) . . ?

_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 1.224
_oxdiff_exptl_absorpt_empirical_full_min 0.524
####################################################################### 
# 
# 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_exp_290
_database_code_depnum_ccdc_archive 'CCDC 1850341'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2016-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C20 H14 N4 S), H2 O'
_chemical_formula_sum            'C40 H30 N8 O S2'
_chemical_formula_weight         702.84
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   9.4466(4)
_cell_length_b                   9.9176(4)
_cell_length_c                   19.5777(9)
_cell_angle_alpha                79.604(4)
_cell_angle_beta                 86.538(4)
_cell_angle_gamma                70.029(4)
_cell_volume                     1695.58(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5644
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.8300
_cell_measurement_theta_min      4.5660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.798
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0179
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10879
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.944
_diffrn_reflns_theta_min         4.593
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.0851
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -116.00   29.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -12.0000  -90.0000 145

#__ type_ start__ end____ width___ exp.time_
  2 omega  -89.00  -13.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  125.0000   90.0000 76

#__ type_ start__ end____ width___ exp.time_
  3 omega  -29.00   28.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   50.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
  4 omega    5.00   67.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151  -57.0000  -30.0000 62

#__ type_ start__ end____ width___ exp.time_
  5 omega   21.00   71.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151 -125.0000 -150.0000 50

#__ type_ start__ end____ width___ exp.time_
  6 omega   85.00  111.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151 -125.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega  -15.00   85.00   1.0000    4.7100
omega____ theta____ kappa____ phi______ frames
    -       54.7151  -77.0000 -120.0000 100

#__ type_ start__ end____ width___ exp.time_
  8 omega   63.00  105.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   97.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -50.0000   30.0000 57

#__ type_ start__ end____ width___ exp.time_
 10 omega   97.00  165.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   50.0000   90.0000 68

#__ type_ start__ end____ width___ exp.time_
 11 omega   79.00  105.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 12 omega  109.00  161.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   77.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
 13 omega  106.00  173.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  111.0000   30.0000 67

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   80.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000   60.0000 40

#__ type_ start__ end____ width___ exp.time_
 15 omega   76.00  178.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303   25.0000 -150.0000 102

#__ type_ start__ end____ width___ exp.time_
 16 omega   54.00  114.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000  120.0000 60

#__ type_ start__ end____ width___ exp.time_
 17 omega   63.00   90.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -110.0000   76.0000 27

#__ type_ start__ end____ width___ exp.time_
 18 omega   51.00  131.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -64.0000  -60.0000 80

#__ type_ start__ end____ width___ exp.time_
 19 omega   57.00  112.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303 -111.0000  -30.0000 55

#__ type_ start__ end____ width___ exp.time_
 20 omega   39.00   87.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -25.0000  -60.0000 48

#__ type_ start__ end____ width___ exp.time_
 21 omega   43.00   93.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000  150.0000 50

#__ type_ start__ end____ width___ exp.time_
 22 omega   37.00   85.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -38.0000 -120.0000 48

#__ type_ start__ end____ width___ exp.time_
 23 omega   43.00   98.00   1.0000   18.8400
omega____ theta____ kappa____ phi______ frames
    -      109.4303  -64.0000  120.0000 55
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0671838000
_diffrn_orient_matrix_UB_12      0.1540975000
_diffrn_orient_matrix_UB_13      -0.0425125000
_diffrn_orient_matrix_UB_21      -0.0043495000
_diffrn_orient_matrix_UB_22      0.0660215000
_diffrn_orient_matrix_UB_23      0.0658690000
_diffrn_orient_matrix_UB_31      0.1599223000
_diffrn_orient_matrix_UB_32      0.0052423000
_diffrn_orient_matrix_UB_33      -0.0159512000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5380
_reflns_number_total             6471
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.513
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         6471
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0633
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1206P)²+0.6524P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1823
_refine_ls_wR_factor_ref         0.1937
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C9(H9), C8(H8), C24(H24), C22(H22), C10(H10), C49(H49), C11(H11), C50(H50),
 C18(H18), C19(H19), C16(H16), C13(H13), C14(H14), C25(H25), C41(H41), C46(H46),
  C38(H38), C39(H39), C47(H47), C44(H44), C21(H21), C42(H42), C17(H17),
 C34(H34), C33(H33), C36(H36), C43(H43), C35(H35)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
S4 S 0.56066(8) 0.72122(8) 1.00951(3) 0.0584(2) Uani 1 1 d . . . . .
S29 S 0.75887(11) 0.19641(9) 0.45110(4) 0.0691(3) Uani 1 1 d . . . . .
N5 N 0.4177(2) 0.8126(2) 1.05101(11) 0.0494(5) Uani 1 1 d . . . . .
N3 N 0.5284(2) 0.8149(2) 0.93239(11) 0.0500(5) Uani 1 1 d . . . . .
N30 N 0.7037(3) 0.2994(3) 0.50957(12) 0.0578(6) Uani 1 1 d . . . . .
N28 N 0.8341(3) 0.2940(3) 0.39634(12) 0.0609(6) Uani 1 1 d . . . . .
N45 N 0.3814(3) 0.5182(3) 0.83049(11) 0.0528(5) Uani 1 1 d . . . . .
N37 N 1.1780(3) 0.5120(3) 0.07842(12) 0.0577(6) Uani 1 1 d . . . . .
C6 C 0.3340(3) 0.9235(3) 1.00403(12) 0.0395(5) Uani 1 1 d . . . . .
C2 C 0.3982(3) 0.9245(2) 0.93572(12) 0.0398(5) Uani 1 1 d . . . . .
N20 N -0.0658(3) 0.9700(3) 1.33959(12) 0.0607(6) Uani 1 1 d . . . . .
C23 C 0.0851(3) 0.9635(3) 1.21077(12) 0.0428(5) Uani 1 1 d . . . . .
N12 N 0.6624(3) 0.9607(3) 0.57348(13) 0.0671(7) Uani 1 1 d . . . . .
C9 C 0.1866(3) 1.1301(3) 0.89306(13) 0.0478(6) Uani 1 1 d . . . . .
H9 H 0.1331 1.2007 0.8571 0.057 Uiso 1 1 calc R . . . .
C7 C 0.1922(3) 1.0297(3) 1.01724(12) 0.0421(5) Uani 1 1 d . . . . .
C48 C 0.5070(3) 0.4897(3) 0.69724(12) 0.0436(5) Uani 1 1 d . . . . .
C15 C 0.5590(3) 0.9646(3) 0.71151(12) 0.0430(5) Uani 1 1 d . . . . .
C1 C 0.3227(3) 1.0323(3) 0.87796(12) 0.0405(5) Uani 1 1 d . . . . .
C8 C 0.1236(3) 1.1290(3) 0.96041(13) 0.0476(6) Uani 1 1 d . . . . .
H8 H 0.0310 1.1991 0.9665 0.057 Uiso 1 1 calc R . . . .
C24 C 0.1500(3) 0.8710(3) 1.27087(14) 0.0514(6) Uani 1 1 d . . . . .
H24 H 0.2464 0.8037 1.2695 0.062 Uiso 1 1 calc R . . . .
C22 C -0.0606(3) 1.0612(3) 1.21721(13) 0.0480(5) Uani 1 1 d . . . . .
H22 H -0.1107 1.1260 1.1787 0.058 Uiso 1 1 calc R . . . .
C40 C 1.0460(3) 0.4753(3) 0.20997(12) 0.0467(6) Uani 1 1 d . . . . .
C10 C 0.3785(3) 1.0377(3) 0.80700(12) 0.0437(5) Uani 1 1 d . . . . .
H10 H 0.3127 1.1036 0.7733 0.052 Uiso 1 1 calc R . . . .
C49 C 0.4465(3) 0.3895(3) 0.73461(14) 0.0509(6) Uani 1 1 d . . . . .
H49 H 0.4465 0.3097 0.7159 0.061 Uiso 1 1 calc R . . . .
C11 C 0.5115(3) 0.9601(3) 0.78426(12) 0.0458(5) Uani 1 1 d . . . . .
H11 H 0.5807 0.8975 0.8175 0.055 Uiso 1 1 calc R . . . .
C50 C 0.3862(3) 0.4083(3) 0.79965(14) 0.0557(6) Uani 1 1 d . . . . .
H50 H 0.3465 0.3393 0.8234 0.067 Uiso 1 1 calc R . . . .
C31 C 0.7441(3) 0.4159(3) 0.48844(13) 0.0488(6) Uani 1 1 d . . . . .
C18 C 0.1167(3) 1.0362(3) 1.08413(13) 0.0441(5) Uani 1 1 d . . . . .
H18 H 0.0210 1.1053 1.0843 0.053 Uiso 1 1 calc R . . . .
C27 C 0.8207(3) 0.4133(3) 0.42246(13) 0.0501(6) Uani 1 1 d . . . . .
C19 C 0.1687(3) 0.9545(3) 1.14537(13) 0.0465(5) Uani 1 1 d . . . . .
H19 H 0.2654 0.8867 1.1465 0.056 Uiso 1 1 calc R . . . .
C16 C 0.7071(3) 0.8880(3) 0.69583(14) 0.0527(6) Uani 1 1 d . . . . .
H16 H 0.7752 0.8353 0.7314 0.063 Uiso 1 1 calc R . . . .
C13 C 0.5205(4) 1.0316(4) 0.58857(15) 0.0722(9) Uani 1 1 d . . . . .
H13 H 0.4542 1.0803 0.5519 0.087 Uiso 1 1 calc R . . . .
C14 C 0.4650(3) 1.0379(3) 0.65534(14) 0.0571(7) Uani 1 1 d . . . . .
H14 H 0.3648 1.0913 0.6625 0.068 Uiso 1 1 calc R . . . .
C25 C 0.0723(3) 0.8779(3) 1.33283(14) 0.0563(6) Uani 1 1 d . . . . .
H25 H 0.1195 0.8144 1.3722 0.068 Uiso 1 1 calc R . . . .
C41 C 1.0208(4) 0.4128(3) 0.15636(15) 0.0590(7) Uani 1 1 d . . . . .
H41 H 0.9589 0.3560 0.1633 0.071 Uiso 1 1 calc R . . . .
C46 C 0.4399(4) 0.6139(3) 0.79488(15) 0.0574(7) Uani 1 1 d . . . . .
H46 H 0.4389 0.6919 0.8153 0.069 Uiso 1 1 calc R . . . .
C38 C 1.2045(3) 0.5713(3) 0.13028(16) 0.0595(7) Uani 1 1 d . . . . .
H38 H 1.2687 0.6258 0.1220 0.071 Uiso 1 1 calc R . . . .
C39 C 1.1417(3) 0.5560(3) 0.19540(14) 0.0553(6) Uani 1 1 d . . . . .
H39 H 1.1637 0.5999 0.2296 0.066 Uiso 1 1 calc R . . . .
C47 C 0.5018(3) 0.6050(3) 0.72973(14) 0.0547(6) Uani 1 1 d . . . . .
H47 H 0.5403 0.6761 0.7074 0.066 Uiso 1 1 calc R . . . .
C32 C 0.7229(3) 0.5339(3) 0.52540(13) 0.0514(6) Uani 1 1 d . . . . .
C44 C 0.5761(3) 0.4660(3) 0.62913(13) 0.0511(6) Uani 1 1 d . . . . .
H44 H 0.5690 0.3883 0.6109 0.061 Uiso 1 1 calc R . . . .
C21 C -0.1286(3) 1.0596(3) 1.28155(15) 0.0560(6) Uani 1 1 d . . . . .
H21 H -0.2252 1.1256 1.2848 0.067 Uiso 1 1 calc R . . . .
C42 C 1.0867(4) 0.4342(4) 0.09322(15) 0.0630(7) Uani 1 1 d . . . . .
H42 H 1.0663 0.3914 0.0582 0.076 Uiso 1 1 calc R . . . .
C17 C 0.7528(3) 0.8905(3) 0.62735(15) 0.0591(7) Uani 1 1 d . . . . .
H17 H 0.8530 0.8399 0.6185 0.071 Uiso 1 1 calc R . . . .
C34 C 0.8571(4) 0.6368(3) 0.42985(15) 0.0592(7) Uani 1 1 d . . . . .
H34 H 0.8946 0.7114 0.4122 0.071 Uiso 1 1 calc R . . . .
C26 C 0.8763(3) 0.5282(3) 0.39212(13) 0.0525(6) Uani 1 1 d . . . . .
C33 C 0.7818(4) 0.6396(3) 0.49516(15) 0.0591(7) Uani 1 1 d . . . . .
H33 H 0.7720 0.7162 0.5184 0.071 Uiso 1 1 calc R . . . .
C36 C 0.9702(3) 0.4550(3) 0.27688(14) 0.0543(6) Uani 1 1 d . . . . .
H36 H 0.9310 0.3794 0.2858 0.065 Uiso 1 1 calc R . . . .
C43 C 0.6473(3) 0.5478(3) 0.59239(14) 0.0538(6) Uani 1 1 d . . . . .
H43 H 0.6499 0.6258 0.6119 0.065 Uiso 1 1 calc R . . . .
C35 C 0.9538(3) 0.5359(3) 0.32515(14) 0.0559(6) Uani 1 1 d . . . . .
H35 H 0.9976 0.6082 0.3154 0.067 Uiso 1 1 calc R . . . .
O1 O -0.2250(3) 1.3281(2) 1.05760(12) 0.0647(6) Uani 1 1 d . . . . .
H1A H -0.270(4) 1.381(4) 1.083(2) 0.068(11) Uiso 1 1 d . . . . .
H1B H -0.213(5) 1.373(5) 1.020(2) 0.089(13) Uiso 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
S4 N5 1.614(2) . ?
S4 N3 1.610(2) . ?
S29 N30 1.616(2) . ?
S29 N28 1.611(2) . ?
N5 C6 1.345(3) . ?
N3 C2 1.342(3) . ?
N30 C31 1.328(4) . ?
N28 C27 1.336(4) . ?
N45 C50 1.325(4) . ?
N45 C46 1.329(4) . ?
N37 C38 1.336(4) . ?
N37 C42 1.330(4) . ?
C6 C2 1.435(3) . ?
C6 C7 1.436(3) . ?
C2 C1 1.439(3) . ?
N20 C25 1.328(4) . ?
N20 C21 1.338(4) . ?
C23 C24 1.384(4) . ?
C23 C22 1.400(4) . ?
C23 C19 1.463(3) . ?
N12 C13 1.328(4) . ?
N12 C17 1.328(4) . ?
C9 H9 0.9300 . ?
C9 C1 1.374(3) . ?
C9 C8 1.413(3) . ?
C7 C8 1.372(3) . ?
C7 C18 1.454(3) . ?
C48 C49 1.388(4) . ?
C48 C47 1.391(4) . ?
C48 C44 1.471(3) . ?
C15 C11 1.465(3) . ?
C15 C16 1.391(4) . ?
C15 C14 1.384(4) . ?
C1 C10 1.454(3) . ?
C8 H8 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.379(4) . ?
C22 H22 0.9300 . ?
C22 C21 1.379(4) . ?
C40 C41 1.382(4) . ?
C40 C39 1.386(4) . ?
C40 C36 1.469(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.328(4) . ?
C49 H49 0.9300 . ?
C49 C50 1.380(4) . ?
C11 H11 0.9300 . ?
C50 H50 0.9300 . ?
C31 C27 1.442(3) . ?
C31 C32 1.435(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.335(4) . ?
C27 C26 1.433(4) . ?
C19 H19 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.382(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.383(4) . ?
C14 H14 0.9300 . ?
C25 H25 0.9300 . ?
C41 H41 0.9300 . ?
C41 C42 1.365(4) . ?
C46 H46 0.9300 . ?
C46 C47 1.376(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.379(4) . ?
C39 H39 0.9300 . ?
C47 H47 0.9300 . ?
C32 C33 1.376(4) . ?
C32 C43 1.461(3) . ?
C44 H44 0.9300 . ?
C44 C43 1.316(4) . ?
C21 H21 0.9300 . ?
C42 H42 0.9300 . ?
C17 H17 0.9300 . ?
C34 H34 0.9300 . ?
C34 C26 1.370(4) . ?
C34 C33 1.425(4) . ?
C26 C35 1.465(3) . ?
C33 H33 0.9300 . ?
C36 H36 0.9300 . ?
C36 C35 1.316(4) . ?
C43 H43 0.9300 . ?
C35 H35 0.9300 . ?
O1 H1A 0.79(4) . ?
O1 H1B 0.82(5) . ?

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
N3 S4 N5 101.04(11) . . ?
N28 S29 N30 99.92(13) . . ?
C6 N5 S4 106.40(16) . . ?
C2 N3 S4 106.38(16) . . ?
C31 N30 S29 107.28(18) . . ?
C27 N28 S29 107.37(19) . . ?
C50 N45 C46 115.9(2) . . ?
C42 N37 C38 115.8(2) . . ?
N5 C6 C2 112.9(2) . . ?
N5 C6 C7 125.8(2) . . ?
C2 C6 C7 121.3(2) . . ?
N3 C2 C6 113.3(2) . . ?
N3 C2 C1 125.6(2) . . ?
C6 C2 C1 121.1(2) . . ?
C25 N20 C21 115.8(2) . . ?
C24 C23 C22 116.3(2) . . ?
C24 C23 C19 119.8(2) . . ?
C22 C23 C19 124.0(2) . . ?
C13 N12 C17 116.0(2) . . ?
C1 C9 H9 118.3 . . ?
C1 C9 C8 123.4(2) . . ?
C8 C9 H9 118.3 . . ?
C6 C7 C18 125.4(2) . . ?
C8 C7 C6 115.5(2) . . ?
C8 C7 C18 119.1(2) . . ?
C49 C48 C47 115.7(2) . . ?
C49 C48 C44 119.6(2) . . ?
C47 C48 C44 124.7(2) . . ?
C16 C15 C11 119.4(2) . . ?
C14 C15 C11 124.5(2) . . ?
C14 C15 C16 116.0(2) . . ?
C2 C1 C10 124.2(2) . . ?
C9 C1 C2 115.4(2) . . ?
C9 C1 C10 120.3(2) . . ?
C9 C8 H8 118.3 . . ?
C7 C8 C9 123.3(2) . . ?
C7 C8 H8 118.3 . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C22 H22 120.6 . . ?
C21 C22 C23 118.9(2) . . ?
C21 C22 H22 120.6 . . ?
C41 C40 C39 116.1(2) . . ?
C41 C40 C36 119.3(3) . . ?
C39 C40 C36 124.6(3) . . ?
C1 C10 H10 115.9 . . ?
C11 C10 C1 128.1(2) . . ?
C11 C10 H10 115.9 . . ?
C48 C49 H49 120.1 . . ?
C50 C49 C48 119.9(2) . . ?
C50 C49 H49 120.1 . . ?
C15 C11 H11 117.1 . . ?
C10 C11 C15 125.8(2) . . ?
C10 C11 H11 117.1 . . ?
N45 C50 C49 124.3(3) . . ?
N45 C50 H50 117.9 . . ?
C49 C50 H50 117.9 . . ?
N30 C31 C27 113.0(2) . . ?
N30 C31 C32 126.6(2) . . ?
C32 C31 C27 120.4(2) . . ?
C7 C18 H18 116.2 . . ?
C19 C18 C7 127.6(2) . . ?
C19 C18 H18 116.2 . . ?
N28 C27 C31 112.5(2) . . ?
N28 C27 C26 126.5(2) . . ?
C26 C27 C31 121.0(2) . . ?
C23 C19 H19 117.5 . . ?
C18 C19 C23 125.0(2) . . ?
C18 C19 H19 117.5 . . ?
C15 C16 H16 120.1 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.1 . . ?
N12 C13 H13 117.9 . . ?
N12 C13 C14 124.2(3) . . ?
C14 C13 H13 117.9 . . ?
C15 C14 H14 120.1 . . ?
C13 C14 C15 119.8(3) . . ?
C13 C14 H14 120.1 . . ?
N20 C25 C24 123.9(3) . . ?
N20 C25 H25 118.1 . . ?
C24 C25 H25 118.1 . . ?
C40 C41 H41 120.0 . . ?
C42 C41 C40 120.1(3) . . ?
C42 C41 H41 120.0 . . ?
N45 C46 H46 117.9 . . ?
N45 C46 C47 124.2(3) . . ?
C47 C46 H46 117.9 . . ?
N37 C38 H38 118.3 . . ?
N37 C38 C39 123.4(3) . . ?
C39 C38 H38 118.3 . . ?
C40 C39 H39 119.9 . . ?
C38 C39 C40 120.1(3) . . ?
C38 C39 H39 119.9 . . ?
C48 C47 H47 120.0 . . ?
C46 C47 C48 120.0(3) . . ?
C46 C47 H47 120.0 . . ?
C31 C32 C43 125.1(3) . . ?
C33 C32 C31 116.5(2) . . ?
C33 C32 C43 118.4(3) . . ?
C48 C44 H44 117.9 . . ?
C43 C44 C48 124.2(3) . . ?
C43 C44 H44 117.9 . . ?
N20 C21 C22 124.7(3) . . ?
N20 C21 H21 117.6 . . ?
C22 C21 H21 117.6 . . ?
N37 C42 C41 124.5(3) . . ?
N37 C42 H42 117.8 . . ?
C41 C42 H42 117.8 . . ?
N12 C17 C16 124.0(3) . . ?
N12 C17 H17 118.0 . . ?
C16 C17 H17 118.0 . . ?
C26 C34 H34 118.8 . . ?
C26 C34 C33 122.4(3) . . ?
C33 C34 H34 118.8 . . ?
C27 C26 C35 125.0(3) . . ?
C34 C26 C27 116.7(2) . . ?
C34 C26 C35 118.3(3) . . ?
C32 C33 C34 122.9(3) . . ?
C32 C33 H33 118.5 . . ?
C34 C33 H33 118.5 . . ?
C40 C36 H36 117.6 . . ?
C35 C36 C40 124.8(3) . . ?
C35 C36 H36 117.6 . . ?
C32 C43 H43 115.3 . . ?
C44 C43 C32 129.4(3) . . ?
C44 C43 H43 115.3 . . ?
C26 C35 H35 115.4 . . ?
C36 C35 C26 129.1(3) . . ?
C36 C35 H35 115.4 . . ?
H1A O1 H1B 111(4) . . ?

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
S4 N5 C6 C2 -0.7(3) . . . . ?
S4 N5 C6 C7 177.1(2) . . . . ?
S4 N3 C2 C6 0.7(3) . . . . ?
S4 N3 C2 C1 -177.3(2) . . . . ?
S29 N30 C31 C27 0.2(3) . . . . ?
S29 N30 C31 C32 -177.5(2) . . . . ?
S29 N28 C27 C31 -0.7(3) . . . . ?
S29 N28 C27 C26 177.9(2) . . . . ?
N5 S4 N3 C2 -1.0(2) . . . . ?
N5 C6 C2 N3 0.1(3) . . . . ?
N5 C6 C2 C1 178.1(2) . . . . ?
N5 C6 C7 C8 -177.0(2) . . . . ?
N5 C6 C7 C18 1.1(4) . . . . ?
N3 S4 N5 C6 1.0(2) . . . . ?
N3 C2 C1 C9 176.8(2) . . . . ?
N3 C2 C1 C10 -0.3(4) . . . . ?
N30 S29 N28 C27 0.8(2) . . . . ?
N30 C31 C27 N28 0.3(4) . . . . ?
N30 C31 C27 C26 -178.4(2) . . . . ?
N30 C31 C32 C33 176.3(3) . . . . ?
N30 C31 C32 C43 -2.3(5) . . . . ?
N28 S29 N30 C31 -0.6(2) . . . . ?
N28 C27 C26 C34 -176.5(3) . . . . ?
N28 C27 C26 C35 2.2(5) . . . . ?
N45 C46 C47 C48 -0.5(5) . . . . ?
N37 C38 C39 C40 0.2(5) . . . . ?
C6 C2 C1 C9 -1.0(3) . . . . ?
C6 C2 C1 C10 -178.1(2) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C6 C7 C18 C19 5.7(4) . . . . ?
C2 C6 C7 C8 0.7(3) . . . . ?
C2 C6 C7 C18 178.8(2) . . . . ?
C2 C1 C10 C11 -9.0(4) . . . . ?
C23 C24 C25 N20 0.2(5) . . . . ?
C23 C22 C21 N20 -0.3(5) . . . . ?
N12 C13 C14 C15 -1.4(6) . . . . ?
C9 C1 C10 C11 174.1(3) . . . . ?
C7 C6 C2 N3 -177.9(2) . . . . ?
C7 C6 C2 C1 0.1(3) . . . . ?
C7 C18 C19 C23 -178.1(2) . . . . ?
C48 C49 C50 N45 -0.1(5) . . . . ?
C48 C44 C43 C32 178.5(3) . . . . ?
C15 C16 C17 N12 -1.2(5) . . . . ?
C1 C9 C8 C7 -0.3(4) . . . . ?
C1 C10 C11 C15 176.6(2) . . . . ?
C8 C9 C1 C2 1.1(4) . . . . ?
C8 C9 C1 C10 178.3(2) . . . . ?
C8 C7 C18 C19 -176.3(3) . . . . ?
C24 C23 C22 C21 0.3(4) . . . . ?
C24 C23 C19 C18 178.8(3) . . . . ?
C22 C23 C24 C25 -0.2(4) . . . . ?
C22 C23 C19 C18 -0.8(4) . . . . ?
C40 C41 C42 N37 0.7(5) . . . . ?
C40 C36 C35 C26 177.7(3) . . . . ?
C49 C48 C47 C46 0.2(4) . . . . ?
C49 C48 C44 C43 -174.1(3) . . . . ?
C11 C15 C16 C17 179.5(3) . . . . ?
C11 C15 C14 C13 -178.2(3) . . . . ?
C50 N45 C46 C47 0.5(5) . . . . ?
C31 C27 C26 C34 2.0(4) . . . . ?
C31 C27 C26 C35 -179.3(3) . . . . ?
C31 C32 C33 C34 1.5(4) . . . . ?
C31 C32 C43 C44 -5.4(5) . . . . ?
C18 C7 C8 C9 -178.9(2) . . . . ?
C27 C31 C32 C33 -1.3(4) . . . . ?
C27 C31 C32 C43 -179.9(3) . . . . ?
C27 C26 C35 C36 9.8(5) . . . . ?
C19 C23 C24 C25 -179.8(3) . . . . ?
C19 C23 C22 C21 179.8(2) . . . . ?
C16 C15 C11 C10 173.6(3) . . . . ?
C16 C15 C14 C13 0.2(4) . . . . ?
C13 N12 C17 C16 0.1(5) . . . . ?
C14 C15 C11 C10 -8.0(4) . . . . ?
C14 C15 C16 C17 1.0(4) . . . . ?
C25 N20 C21 C22 0.3(5) . . . . ?
C41 C40 C39 C38 0.6(4) . . . . ?
C41 C40 C36 C35 -162.1(3) . . . . ?
C46 N45 C50 C49 -0.2(5) . . . . ?
C38 N37 C42 C41 0.1(5) . . . . ?
C39 C40 C41 C42 -1.1(4) . . . . ?
C39 C40 C36 C35 17.0(4) . . . . ?
C47 C48 C49 C50 0.1(4) . . . . ?
C47 C48 C44 C43 3.3(4) . . . . ?
C32 C31 C27 N28 178.3(3) . . . . ?
C32 C31 C27 C26 -0.5(4) . . . . ?
C44 C48 C49 C50 177.7(3) . . . . ?
C44 C48 C47 C46 -177.3(3) . . . . ?
C21 N20 C25 C24 -0.3(4) . . . . ?
C42 N37 C38 C39 -0.6(5) . . . . ?
C17 N12 C13 C14 1.2(6) . . . . ?
C34 C26 C35 C36 -171.5(3) . . . . ?
C26 C34 C33 C32 0.1(5) . . . . ?
C33 C32 C43 C44 176.0(3) . . . . ?
C33 C34 C26 C27 -1.9(4) . . . . ?
C33 C34 C26 C35 179.3(3) . . . . ?
C36 C40 C41 C42 178.0(3) . . . . ?
C36 C40 C39 C38 -178.4(3) . . . . ?
C43 C32 C33 C34 -179.7(3) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_date_sample_data_collection 2014-01-03
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_1627
_database_code_depnum_ccdc_archive 'CCDC 1876837'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-11-02 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2018-10-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C24 H16 N2 O4 S'
_chemical_formula_sum            'C24 H16 N2 O4 S'
_chemical_formula_weight         428.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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'

_cell_length_a                   8.8175(10)
_cell_length_b                   10.9212(15)
_cell_length_c                   10.9295(16)
_cell_angle_alpha                76.676(12)
_cell_angle_beta                 67.685(12)
_cell_angle_gamma                89.692(10)
_cell_volume                     943.5(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    975
_cell_measurement_temperature    290
_cell_measurement_theta_max      19.8650
_cell_measurement_theta_min      3.2950
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64911
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear pinkish pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   pinkish
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             444
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1673
_diffrn_reflns_av_unetI/netI     0.1664
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18903
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.02
_diffrn_ambient_temperature      290
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  88.00   1.00    1.81    --   19.21  57.00 -90.00   90
  2  ω    -50.00  41.00   1.00    1.81    --   19.21 -57.00 120.00   91
  3  ω    -50.00  41.00   1.00    1.81    --   19.21 -57.00   0.00   91
  4  ω    -25.00  23.00   1.00    1.81    --  -20.07 -99.00  30.00   48
  5  ω    -98.00 -53.00   1.00    1.81    --  -20.07 178.00-180.00   45
  6  ω    -25.00  63.00   1.00    1.81    --   19.21 -99.00  60.00   88
  7  ω    -25.00  63.00   1.00    1.81    --   19.21 -99.00-180.00   88
  8  ω     -2.00  88.00   1.00    1.81    --   19.21  57.00 150.00   90
  9  ω    -50.00  41.00   1.00    1.81    --   19.21 -57.00-120.00   91
 10  ω     -2.00  88.00   1.00    1.81    --   19.21  57.00  30.00   90
 11  ω    -25.00  23.00   1.00    1.81    --  -20.07 -99.00 150.00   48
 12  ω    -25.00  23.00   1.00    1.81    --  -20.07 -99.00 -90.00   48
 13  ω    -42.00  49.00   1.00    1.81    --  -20.07  57.00-120.00   91
 14  ω    -25.00  63.00   1.00    1.81    --   19.21 -99.00 -60.00   88
 15  ω    -91.00 -10.00   1.00    1.81    --  -20.07 -77.00 120.00   81
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0246237000
_diffrn_orient_matrix_UB_12      0.0428663000
_diffrn_orient_matrix_UB_13      -0.0470154000
_diffrn_orient_matrix_UB_21      0.0189274000
_diffrn_orient_matrix_UB_22      -0.0423768000
_diffrn_orient_matrix_UB_23      -0.0430298000
_diffrn_orient_matrix_UB_31      -0.0816087000
_diffrn_orient_matrix_UB_32      -0.0293048000
_diffrn_orient_matrix_UB_33      0.0343326000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1438
_reflns_number_total             3856
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.050
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2095
_refine_ls_R_factor_gt           0.0726
_refine_ls_restrained_S_all      0.925
_refine_ls_shift/su_max          0.100
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0345P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1677
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C16(H16A,H16B)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C21(H21), C22(H22), C10(H10), C8(H8), C19(H19), C9(H9), C31(H31),
 C11(H11), C13(H13), C30(H30), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S4 S 0.41400(15) 0.77915(14) 0.01470(13) 0.0693(5) Uani 1 d . . .
O26 O 1.0221(4) 0.8082(3) -1.0313(3) 0.0699(10) Uani 1 d . . .
O17 O 0.7600(4) 0.1672(3) 0.6754(3) 0.0624(9) Uani 1 d . . .
O28 O 0.8036(4) 0.9195(3) -1.0464(3) 0.0676(10) Uani 1 d . . .
N3 N 0.5123(4) 0.6729(3) 0.0771(3) 0.0561(10) Uani 1 d . . .
C24 C 0.9334(5) 0.7750(4) -0.7838(4) 0.0516(12) Uani 1 d . . .
H24 H 1.0226 0.7309 -0.7797 0.062 Uiso 1 calc . . R
O15 O 0.7898(4) 0.0806(3) 0.4950(4) 0.0803(11) Uani 1 d . . .
C25 C 0.9181(5) 0.8196(4) -0.9036(4) 0.0458(11) Uani 1 d . . .
C6 C 0.6215(5) 0.7054(4) -0.1574(4) 0.0444(11) Uani 1 d . . .
C29 C 0.7896(5) 0.8859(4) -0.9142(5) 0.0513(12) Uani 1 d . . .
C21 C 0.7215(5) 0.7468(4) -0.4108(4) 0.0533(12) Uani 1 d . . .
H21 H 0.6333 0.7956 -0.4047 0.064 Uiso 1 calc . . R
C7 C 0.7344(5) 0.6833(4) -0.2834(4) 0.0454(11) Uani 1 d . . .
C23 C 0.8122(5) 0.7964(4) -0.6654(5) 0.0498(12) Uani 1 d . . .
C18 C 0.7422(5) 0.2553(5) 0.5727(5) 0.0492(12) Uani 1 d . . .
C22 C 0.8226(5) 0.7420(4) -0.5342(4) 0.0550(13) Uani 1 d . . .
H22 H 0.9139 0.6974 -0.5382 0.066 Uiso 1 calc . . R
C2 C 0.6263(5) 0.6395(4) -0.0293(4) 0.0474(12) Uani 1 d . . .
C1 C 0.7411(5) 0.5497(4) -0.0214(4) 0.0510(12) Uani 1 d . . .
N5 N 0.5066(4) 0.7884(3) -0.1476(3) 0.0542(10) Uani 1 d . . .
C12 C 0.7082(5) 0.3988(5) 0.3449(5) 0.0571(13) Uani 1 d . . .
C10 C 0.7526(5) 0.4722(5) 0.1026(5) 0.0626(14) Uani 1 d . . .
H10 H 0.8161 0.4043 0.0909 0.075 Uiso 1 calc . . R
C8 C 0.8443(5) 0.5970(4) -0.2709(4) 0.0518(12) Uani 1 d . . .
H8 H 0.9203 0.5799 -0.3501 0.062 Uiso 1 calc . . R
C19 C 0.7072(5) 0.3762(5) 0.5696(5) 0.0540(13) Uani 1 d . . .
H19 H 0.6951 0.4104 0.6429 0.065 Uiso 1 calc . . R
C9 C 0.8485(5) 0.5337(4) -0.1466(5) 0.0554(13) Uani 1 d . . .
H9 H 0.9280 0.4772 -0.1474 0.066 Uiso 1 calc . . R
C14 C 0.7621(5) 0.2036(5) 0.4636(5) 0.0518(12) Uani 1 d . . .
C31 C 0.6831(5) 0.8635(4) -0.6768(4) 0.0572(13) Uani 1 d . . .
H31 H 0.6025 0.8782 -0.5984 0.069 Uiso 1 calc . . R
C11 C 0.6874(5) 0.4849(5) 0.2250(5) 0.0654(15) Uani 1 d . . .
H11 H 0.6230 0.5518 0.2405 0.079 Uiso 1 calc . . R
C13 C 0.7416(5) 0.2723(5) 0.3508(5) 0.0580(13) Uani 1 d . . .
H13 H 0.7494 0.2362 0.2796 0.070 Uiso 1 calc . . R
C30 C 0.6692(5) 0.9102(5) -0.8020(5) 0.0646(15) Uani 1 d . . .
H30 H 0.5819 0.9557 -0.8085 0.077 Uiso 1 calc . . R
C20 C 0.6899(5) 0.4475(5) 0.4549(5) 0.0610(14) Uani 1 d . . .
H20 H 0.6652 0.5308 0.4515 0.073 Uiso 1 calc . . R
C27 C 0.9553(6) 0.8751(5) -1.1231(5) 0.0642(14) Uani 1 d . . .
H27A H 0.9355 0.8202 -1.1747 0.077 Uiso 1 calc . . R
H27B H 1.0319 0.9461 -1.1867 0.077 Uiso 1 calc . . R
C16 C 0.8045(6) 0.0570(5) 0.6231(5) 0.0750(16) Uani 1 d . . .
H16A H 0.9167 0.0411 0.6122 0.090 Uiso 1 calc . . R
H16B H 0.7319 -0.0164 0.6857 0.090 Uiso 1 calc . . R


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S4 N3 1.624(4) . ?
S4 N5 1.626(3) . ?
O26 C25 1.383(5) . ?
O26 C27 1.412(5) . ?
O17 C18 1.359(5) . ?
O17 C16 1.439(5) . ?
O28 C29 1.363(5) . ?
O28 C27 1.433(5) . ?
N3 C2 1.341(5) . ?
C24 C25 1.345(5) . ?
C24 C23 1.400(5) . ?
O15 C14 1.353(5) . ?
O15 C16 1.420(5) . ?
C25 C29 1.370(5) . ?
C6 C7 1.434(5) . ?
C6 C2 1.435(5) . ?
C6 N5 1.346(5) . ?
C29 C30 1.363(6) . ?
C21 C7 1.451(5) . ?
C21 C22 1.318(5) . ?
C7 C8 1.370(5) . ?
C23 C22 1.458(5) . ?
C23 C31 1.380(5) . ?
C18 C19 1.351(6) . ?
C18 C14 1.386(6) . ?
C2 C1 1.418(5) . ?
C1 C10 1.462(6) . ?
C1 C9 1.387(6) . ?
C12 C11 1.499(6) . ?
C12 C13 1.403(6) . ?
C12 C20 1.379(6) . ?
C10 C11 1.280(6) . ?
C8 C9 1.390(5) . ?
C19 C20 1.377(6) . ?
C14 C13 1.363(6) . ?
C31 C30 1.398(5) . ?

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
N3 S4 N5 101.07(18) . . ?
C25 O26 C27 105.7(3) . . ?
C18 O17 C16 105.5(4) . . ?
C29 O28 C27 105.4(3) . . ?
C2 N3 S4 106.6(3) . . ?
C25 C24 C23 118.5(4) . . ?
C14 O15 C16 106.6(4) . . ?
C24 C25 O26 127.9(4) . . ?
C24 C25 C29 122.6(4) . . ?
C29 C25 O26 109.5(4) . . ?
C7 C6 C2 121.0(4) . . ?
N5 C6 C7 124.4(4) . . ?
N5 C6 C2 114.6(4) . . ?
O28 C29 C25 110.6(4) . . ?
O28 C29 C30 128.3(5) . . ?
C30 C29 C25 121.1(4) . . ?
C22 C21 C7 126.3(4) . . ?
C6 C7 C21 119.7(4) . . ?
C8 C7 C6 115.1(4) . . ?
C8 C7 C21 125.1(4) . . ?
C24 C23 C22 118.8(4) . . ?
C31 C23 C24 118.6(4) . . ?
C31 C23 C22 122.5(4) . . ?
O17 C18 C14 110.1(4) . . ?
C19 C18 O17 128.4(5) . . ?
C19 C18 C14 121.5(5) . . ?
C21 C22 C23 129.3(4) . . ?
N3 C2 C6 112.5(4) . . ?
N3 C2 C1 125.7(4) . . ?
C1 C2 C6 121.8(4) . . ?
C2 C1 C10 126.9(4) . . ?
C9 C1 C2 114.6(4) . . ?
C9 C1 C10 118.5(4) . . ?
C6 N5 S4 105.2(3) . . ?
C13 C12 C11 123.3(5) . . ?
C20 C12 C11 117.4(5) . . ?
C20 C12 C13 119.3(4) . . ?
C11 C10 C1 129.0(5) . . ?
C7 C8 C9 123.6(4) . . ?
C18 C19 C20 118.1(5) . . ?
C1 C9 C8 123.9(4) . . ?
O15 C14 C18 109.5(4) . . ?
O15 C14 C13 129.3(5) . . ?
C13 C14 C18 120.9(5) . . ?
C23 C31 C30 122.3(4) . . ?
C10 C11 C12 124.2(5) . . ?
C14 C13 C12 118.2(4) . . ?
C29 C30 C31 116.9(4) . . ?
C19 C20 C12 121.8(5) . . ?
O26 C27 O28 108.6(3) . . ?
O15 C16 O17 107.5(4) . . ?

_olex2_date_sample_data_collection 2018-09-24
_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.779
####################################################################### 
# 
# 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_exp_1358
_database_code_depnum_ccdc_archive 'CCDC 1850346'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2018-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H16 N2 Se'
_chemical_formula_sum            'C22 H16 N2 Se'
_chemical_formula_weight         387.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N Se'
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'
Se Se -0.0929 2.2259 '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 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'

_cell_length_a                   9.6424(15)
_cell_length_b                   15.1758(17)
_cell_length_c                   11.7826(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.610(13)
_cell_angle_gamma                90.00
_cell_volume                     1688.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1789
_cell_measurement_temperature    150.01(10)
_cell_measurement_theta_max      28.8600
_cell_measurement_theta_min      3.7890
_exptl_absorpt_coefficient_mu    2.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       clear
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.1266
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7713
_diffrn_reflns_theta_full        28.82
_diffrn_reflns_theta_max         28.82
_diffrn_reflns_theta_min         3.33
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.0
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00  47.00   1.00    1.53    --   19.60 -77.00 120.00   95
  2  ω    -46.00 -20.00   1.00    1.53    --   19.60 -77.00-150.00   26
  3  ω     25.00  51.00   1.00    1.53    --   19.60 -77.00-150.00   26
  4  ω      5.00  89.00   1.00    1.53    --   19.60  57.00-120.00   84
  5  ω     -7.00  18.00   1.00    1.53    --  -20.38 -99.00  60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0709991000
_diffrn_orient_matrix_UB_12      0.0024328000
_diffrn_orient_matrix_UB_13      -0.0310003000
_diffrn_orient_matrix_UB_21      -0.0243506000
_diffrn_orient_matrix_UB_22      -0.0109588000
_diffrn_orient_matrix_UB_23      0.0511662000
_diffrn_orient_matrix_UB_31      -0.0020668000
_diffrn_orient_matrix_UB_32      0.0453965000
_diffrn_orient_matrix_UB_33      0.0139349000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2120
_reflns_number_total             4408
_reflns_odcompleteness_completeness 99.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.583
_refine_diff_density_min         -1.928
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0046(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3808
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1725
_refine_ls_R_factor_gt           0.0958
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0536P)²+6.6236P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1745
_refine_ls_wR_factor_ref         0.2162
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C21(H21), C16(H16), C14(H14), C10(H10), C13(H13), C8(H8), C24(H24),
 C25(H25), C19(H19), C11(H11), C9(H9), C15(H15), C22(H22), C17(H17), C23(H23)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Se4 Se 0.85069(10) 0.41717(6) 0.48062(7) 0.0567(4) Uani 1 d . . .
C18 C 0.7388(6) 0.5841(4) 0.7814(5) 0.0217(12) Uani 1 d . . .
H18 H 0.7784 0.5310 0.8114 0.026 Uiso 1 calc . . R
C7 C 0.6719(6) 0.5886(4) 0.6551(5) 0.0277(14) Uani 1 d . . .
C21 C 0.8439(7) 0.5745(5) 1.0390(5) 0.0339(15) Uani 1 d . . .
H21 H 0.8254 0.5201 1.0029 0.041 Uiso 1 calc . . R
N5 N 0.8219(6) 0.4708(4) 0.6088(5) 0.0393(14) Uani 1 d . . .
C16 C 0.3859(7) 0.6181(4) -0.1067(6) 0.0359(16) Uani 1 d . . .
H16 H 0.4377 0.5998 -0.1610 0.043 Uiso 1 calc . . R
C14 C 0.1756(7) 0.6770(4) -0.0626(6) 0.0373(16) Uani 1 d . . .
H14 H 0.0847 0.6991 -0.0874 0.045 Uiso 1 calc . . R
C10 C 0.5192(9) 0.6032(5) 0.2723(9) 0.061(3) Uani 1 d . . .
H10 H 0.5786 0.5785 0.2277 0.073 Uiso 1 calc . . R
C13 C 0.2312(8) 0.6707(5) 0.0533(6) 0.0417(17) Uani 1 d . . .
H13 H 0.1775 0.6885 0.1064 0.050 Uiso 1 calc . . R
C8 C 0.5642(7) 0.6477(4) 0.6090(6) 0.0360(16) Uani 1 d . . .
H8 H 0.5256 0.6844 0.6577 0.043 Uiso 1 calc . . R
C24 C 0.9016(7) 0.7349(5) 1.1479(6) 0.0420(18) Uani 1 d . . .
H24 H 0.9215 0.7889 1.1847 0.050 Uiso 1 calc . . R
N3 N 0.7274(8) 0.4826(4) 0.3854(5) 0.0557(19) Uani 1 d . . .
C1 C 0.5628(8) 0.6003(5) 0.4080(6) 0.045(2) Uani 1 d . . .
C12 C 0.3646(9) 0.6385(4) 0.0922(6) 0.0422(19) Uani 1 d . . .
C25 C 0.8400(6) 0.7320(4) 1.0314(6) 0.0337(15) Uani 1 d . . .
H25 H 0.8189 0.7844 0.9907 0.040 Uiso 1 calc . . R
C19 C 0.7438(6) 0.6514(4) 0.8509(6) 0.0294(14) Uani 1 d . . .
H19 H 0.7024 0.7036 0.8194 0.035 Uiso 1 calc . . R
C2 C 0.6702(8) 0.5378(5) 0.4521(6) 0.0389(17) Uani 1 d . . .
C11 C 0.4109(10) 0.6366(5) 0.2259(9) 0.065(3) Uani 1 d . . .
H11 H 0.3528 0.6622 0.2710 0.078 Uiso 1 calc . . R
C6 C 0.7224(7) 0.5319(4) 0.5758(5) 0.0275(14) Uani 1 d . . .
C9 C 0.5136(8) 0.6514(4) 0.4865(7) 0.0433(19) Uani 1 d . . .
H9 H 0.4419 0.6914 0.4583 0.052 Uiso 1 calc . . R
C15 C 0.2521(7) 0.6511(4) -0.1418(6) 0.0346(15) Uani 1 d . . .
H15 H 0.2132 0.6560 -0.2204 0.042 Uiso 1 calc . . R
C22 C 0.9047(8) 0.5778(5) 1.1543(6) 0.0452(18) Uani 1 d . . .
H22 H 0.9265 0.5258 1.1957 0.054 Uiso 1 calc . . R
C17 C 0.4433(7) 0.6122(4) 0.0111(7) 0.0425(19) Uani 1 d . . .
H17 H 0.5346 0.5906 0.0360 0.051 Uiso 1 calc . . R
C23 C 0.9338(8) 0.6578(5) 1.2097(6) 0.0469(19) Uani 1 d . . .
H23 H 0.9748 0.6598 1.2882 0.056 Uiso 1 calc . . R
C20 C 0.8089(6) 0.6519(4) 0.9739(6) 0.0296(14) Uani 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
Se4 N5 1.786(5) . ?
Se4 N3 1.767(7) . ?
C18 C7 1.500(8) . ?
C18 C19 1.305(8) . ?
C7 C8 1.397(9) . ?
C7 C6 1.425(9) . ?
C21 C22 1.368(9) . ?
C21 C20 1.405(9) . ?
N5 C6 1.336(8) . ?
C16 C15 1.368(9) . ?
C16 C17 1.391(10) . ?
C14 C13 1.366(9) . ?
C14 C15 1.358(9) . ?
C10 C1 1.570(12) . ?
C10 C11 1.191(11) . ?
C13 C12 1.366(10) . ?
C8 C9 1.429(9) . ?
C24 C25 1.382(9) . ?
C24 C23 1.379(10) . ?
N3 C2 1.341(9) . ?
C1 C2 1.423(10) . ?
C1 C9 1.363(10) . ?
C12 C11 1.549(12) . ?
C12 C17 1.392(10) . ?
C25 C20 1.395(9) . ?
C19 C20 1.459(9) . ?
C2 C6 1.446(8) . ?
C22 C23 1.380(10) . ?

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
N3 Se4 N5 94.7(3) . . ?
C19 C18 C7 122.8(5) . . ?
C8 C7 C18 123.6(6) . . ?
C8 C7 C6 117.2(6) . . ?
C6 C7 C18 119.2(5) . . ?
C22 C21 C20 121.3(6) . . ?
C6 N5 Se4 107.2(4) . . ?
C15 C16 C17 119.1(6) . . ?
C15 C14 C13 120.6(6) . . ?
C11 C10 C1 120.6(10) . . ?
C12 C13 C14 120.9(6) . . ?
C7 C8 C9 119.6(7) . . ?
C23 C24 C25 120.3(7) . . ?
C2 N3 Se4 106.4(5) . . ?
C2 C1 C10 114.6(7) . . ?
C9 C1 C10 128.1(7) . . ?
C9 C1 C2 117.3(7) . . ?
C13 C12 C11 114.0(7) . . ?
C13 C12 C17 118.6(6) . . ?
C17 C12 C11 127.4(7) . . ?
C24 C25 C20 121.1(6) . . ?
C18 C19 C20 125.6(6) . . ?
N3 C2 C1 123.9(7) . . ?
N3 C2 C6 116.8(7) . . ?
C1 C2 C6 119.3(7) . . ?
C10 C11 C12 121.4(10) . . ?
C7 C6 C2 121.9(6) . . ?
N5 C6 C7 123.3(5) . . ?
N5 C6 C2 114.8(6) . . ?
C1 C9 C8 124.6(7) . . ?
C14 C15 C16 120.5(6) . . ?
C21 C22 C23 120.5(7) . . ?
C16 C17 C12 120.3(6) . . ?
C24 C23 C22 119.5(7) . . ?
C21 C20 C19 123.1(6) . . ?
C25 C20 C21 117.3(6) . . ?
C25 C20 C19 119.6(6) . . ?

_olex2_date_sample_data_collection 2018-01-23
_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 2.837
_oxdiff_exptl_absorpt_empirical_full_min 0.632
####################################################################### 
# 
# 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_exp_1356
_database_code_depnum_ccdc_archive 'CCDC 1850345'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2018-01-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         'C22 H14 F2 N2 S'
_chemical_formula_sum            'C22 H14 F2 N2 S'
_chemical_formula_weight         376.43
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'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'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                   9.5114(10)
_cell_length_b                   15.6910(17)
_cell_length_c                   11.5516(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.966(9)
_cell_angle_gamma                90
_cell_volume                     1702.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2537
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      27.9650
_cell_measurement_theta_min      3.8050
_exptl_crystal_density_method    'not measured'
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_crystal_description       hexagonal
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_density_diffrn    1.4681
_exptl_crystal_F_000             776.8755
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7888
_diffrn_reflns_theta_full        28.8860
_diffrn_reflns_theta_max         28.89
_diffrn_reflns_theta_min         3.57
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  49.00   1.00    1.00    --   19.60 -77.00 -30.00   27
  2  ω     -2.00  79.00   1.00    1.00    --   19.60  57.00 -90.00   81
  3  ω     38.00  75.00   1.00    1.00    --   19.60 178.00-120.00   37
  4  ω     21.00  63.00   1.00    1.00    --   19.60  57.00 -30.00   42
  5  ω    -95.00 -54.00   1.00    1.00    --  -20.54 178.00 -30.00   41
  6  ω    -99.00 -70.00   1.00    1.00    --  -20.54 178.00  60.00   29
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0427828000
_diffrn_orient_matrix_UB_12      0.0357238000
_diffrn_orient_matrix_UB_13      -0.0200458000
_diffrn_orient_matrix_UB_21      0.0597228000
_diffrn_orient_matrix_UB_22      0.0200824000
_diffrn_orient_matrix_UB_23      -0.0179009000
_diffrn_orient_matrix_UB_31      -0.0170564000
_diffrn_orient_matrix_UB_32      -0.0191837000
_diffrn_orient_matrix_UB_33      -0.0560869000
_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'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              20
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                2734
_reflns_number_total             3893
_reflns_odcompleteness_completeness 99.42
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.5658
_refine_diff_density_min         -1.0541
_refine_diff_density_rms         0.1700
_refine_ls_d_res_high            0.7356
_refine_ls_d_res_low             5.7052
_refine_ls_goodness_of_fit_ref   1.0658
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1595
_refine_ls_R_factor_gt           0.1213
_refine_ls_restrained_S_all      1.0658
_refine_ls_shift/su_max          0.0090
_refine_ls_shift/su_mean         0.0007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1617P)²+8.3403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3057
_refine_ls_wR_factor_ref         0.3486
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C9(H9), C23(H23), C25(H25), C19(H19), C17(H17), C14(H14), C11(H11),
 C8(H8), C13(H13), C20(H20), C22(H22), C26(H26), C10(H10)
;
_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
S4 S 0.32894(16) 0.56061(11) 0.98103(13) 0.0461(5) Uani 1.000000 .
F18 F -0.3235(4) 0.3367(2) 0.2508(3) 0.0510(10) Uani 1.000000 .
F27 F 0.4449(4) 0.3533(2) 1.8389(3) 0.0475(9) Uani 1.000000 .
N5 N 0.3095(5) 0.5166(3) 1.1035(4) 0.0369(10) Uani 1.000000 .
C1 C 0.0464(6) 0.3928(3) 0.9104(5) 0.0402(13) Uani 1.000000 .
C16 C -0.1351(5) 0.3831(3) 0.3910(4) 0.0304(10) Uani 1.000000 .
H16 H -0.0874(5) 0.4039(3) 0.3325(4) 0.0365(12) Uiso 1.000000 R
C15 C -0.2648(5) 0.3448(3) 0.3654(4) 0.0283(10) Uani 1.000000 .
C7 C 0.1573(5) 0.4027(4) 1.1614(4) 0.0349(12) Uani 1.000000 .
N3 N 0.2147(5) 0.5083(3) 0.8906(4) 0.0388(11) Uani 1.000000 .
C2 C 0.1531(5) 0.4513(3) 0.9551(4) 0.0322(11) Uani 1.000000 .
C9 C -0.0021(7) 0.3426(4) 0.9930(6) 0.0480(15) Uani 1.000000 .
H9 H -0.0738(7) 0.3033(4) 0.9683(6) 0.0576(18) Uiso 1.000000 R
C23 C 0.3660(6) 0.2827(5) 1.6626(6) 0.0535(17) Uani 1.000000 .
H23 H 0.3761(6) 0.2311(5) 1.7026(6) 0.064(2) Uiso 1.000000 R
C12 C -0.1549(8) 0.3577(4) 0.5959(4) 0.0501(17) Uani 1.000000 .
C25 C 0.3957(7) 0.4360(4) 1.6694(5) 0.0429(14) Uani 1.000000 .
H25 H 0.4252(7) 0.4854(4) 1.7105(5) 0.0514(16) Uiso 1.000000 R
C21 C 0.2993(6) 0.3576(6) 1.4895(5) 0.057(2) Uani 1.000000 .
C19 C 0.2228(7) 0.4098(5) 1.2854(5) 0.058(2) Uani 1.000000 .
H19 H 0.2609(7) 0.4628(5) 1.3089(5) 0.070(2) Uiso 1.000000 R
C24 C 0.4023(5) 0.3586(4) 1.7217(4) 0.0358(12) Uani 1.000000 .
C6 C 0.2075(5) 0.4566(3) 1.0781(4) 0.0304(11) Uani 1.000000 .
C17 C -0.0773(6) 0.3896(4) 0.5097(5) 0.0434(14) Uani 1.000000 .
H17 H 0.0114(6) 0.4146(4) 0.5320(5) 0.0520(17) Uiso 1.000000 R
C14 C -0.3384(6) 0.3134(4) 0.4473(6) 0.0444(14) Uani 1.000000 .
H14 H -0.4259(6) 0.2869(4) 0.4249(6) 0.0533(16) Uiso 1.000000 R
C11 C -0.1116(7) 0.3593(4) 0.7251(5) 0.0498(15) Uani 1.000000 .
H11 H -0.1735(7) 0.3340(4) 0.7698(5) 0.0598(18) Uiso 1.000000 R
C8 C 0.0523(7) 0.3478(4) 1.1151(6) 0.0455(14) Uani 1.000000 .
H8 H 0.0140(7) 0.3117(4) 1.1659(6) 0.0545(16) Uiso 1.000000 R
C13 C -0.2838(8) 0.3209(4) 0.5609(5) 0.0533(17) Uani 1.000000 .
H13 H -0.3353(8) 0.3005(4) 0.6172(5) 0.064(2) Uiso 1.000000 R
C20 C 0.2336(7) 0.3531(4) 1.3634(5) 0.0476(14) Uani 1.000000 .
H20 H 0.1948(7) 0.3005(4) 1.3389(5) 0.0571(17) Uiso 1.000000 R
C22 C 0.3159(6) 0.2843(5) 1.5469(6) 0.0550(18) Uani 1.000000 .
H22 H 0.2929(6) 0.2335(5) 1.5069(6) 0.066(2) Uiso 1.000000 R
C26 C 0.3415(8) 0.4370(5) 1.5490(5) 0.065(2) Uani 1.000000 .
H26 H 0.3327(8) 0.4881(5) 1.5080(5) 0.078(3) Uiso 1.000000 R
C10 C 0.0007(8) 0.3916(5) 0.7802(6) 0.064(2) Uani 1.000000 .
H10 H 0.0618(8) 0.4174(5) 0.7352(6) 0.077(3) Uiso 1.000000 R


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
S4 N5 1.611(5) . ?
S4 N3 1.610(5) . ?
F18 C15 1.360(5) . ?
F27 C24 1.353(5) . ?
N5 C6 1.351(7) . ?
C1 C2 1.405(8) . ?
C1 C9 1.372(9) . ?
C1 C10 1.499(8) . ?
C16 C15 1.363(7) . ?
C16 C17 1.399(7) . ?
C15 C14 1.354(7) . ?
C7 C19 1.474(8) . ?
C7 C6 1.419(7) . ?
C7 C8 1.363(8) . ?
N3 C2 1.354(7) . ?
C2 C6 1.437(6) . ?
C9 C8 1.427(9) . ?
C23 C24 1.389(9) . ?
C23 C22 1.348(9) . ?
C12 C17 1.420(9) . ?
C12 C11 1.485(8) . ?
C12 C13 1.358(10) . ?
C25 C24 1.353(8) . ?
C25 C26 1.406(8) . ?
C21 C20 1.494(8) . ?
C21 C22 1.325(11) . ?
C21 C26 1.448(11) . ?
C19 C20 1.260(9) . ?
C14 C13 1.340(9) . ?
C11 C10 1.262(9) . ?

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
N3 S4 N5 101.1(3) . . ?
C6 N5 S4 106.5(3) . . ?
C9 C1 C2 114.9(5) . . ?
C10 C1 C2 117.2(6) . . ?
C10 C1 C9 127.9(6) . . ?
C17 C16 C15 116.7(5) . . ?
C16 C15 F18 118.2(4) . . ?
C14 C15 F18 117.9(5) . . ?
C14 C15 C16 123.9(5) . . ?
C6 C7 C19 118.5(6) . . ?
C8 C7 C19 127.0(6) . . ?
C8 C7 C6 114.5(5) . . ?
C2 N3 S4 106.6(3) . . ?
N3 C2 C1 125.4(4) . . ?
C6 C2 C1 122.0(5) . . ?
C6 C2 N3 112.6(5) . . ?
C8 C9 C1 123.0(6) . . ?
C22 C23 C24 119.6(7) . . ?
C11 C12 C17 127.3(7) . . ?
C13 C12 C17 119.0(5) . . ?
C13 C12 C11 113.7(6) . . ?
C26 C25 C24 115.8(6) . . ?
C22 C21 C20 116.4(7) . . ?
C26 C21 C20 123.1(7) . . ?
C26 C21 C22 120.4(5) . . ?
C20 C19 C7 128.0(8) . . ?
C23 C24 F27 116.9(5) . . ?
C25 C24 F27 119.2(5) . . ?
C25 C24 C23 123.9(5) . . ?
C7 C6 N5 125.0(4) . . ?
C2 C6 N5 113.1(5) . . ?
C2 C6 C7 121.9(5) . . ?
C12 C17 C16 119.6(5) . . ?
C13 C14 C15 119.3(6) . . ?
C10 C11 C12 126.4(7) . . ?
C9 C8 C7 123.7(6) . . ?
C14 C13 C12 121.5(6) . . ?
C19 C20 C21 129.7(7) . . ?
C21 C22 C23 120.6(7) . . ?
C21 C26 C25 119.5(6) . . ?
C11 C10 C1 127.0(8) . . ?

_olex2_date_sample_data_collection 2018-01-23
_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 1.489
_oxdiff_exptl_absorpt_empirical_full_min 0.624
####################################################################### 
# 
# 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_exp_1359
_database_code_depnum_ccdc_archive 'CCDC 1850348'
loop_
_audit_author_name
_audit_author_address
'Ashutosh Bedekar'
;Department of Chemistry, M S University of Baroda, Vadodara
India
;
_audit_update_record             
;
2018-06-19 deposited with the CCDC.	2019-10-15 downloaded from the CCDC.
;
_audit_creation_date             2018-05-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_chemical_formula_moiety         '3(C24 H20 N2 Se)'
_chemical_formula_sum            'C72 H60 N6 Se3'
_chemical_formula_weight         1246.20
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'
Se -0.08110 2.30834 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'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                   11.8825(6)
_cell_length_b                   12.7306(5)
_cell_length_c                   20.6914(8)
_cell_angle_alpha                90.924(3)
_cell_angle_beta                 101.853(4)
_cell_angle_gamma                111.378(4)
_cell_volume                     2838.3(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6378
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.7320
_cell_measurement_theta_min      3.7800
_exptl_absorpt_coefficient_mu    1.995
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_density_diffrn    1.4581
_exptl_crystal_description       clear
_exptl_crystal_F_000             1271.9147
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            27620
_diffrn_reflns_theta_full        29.1323
_diffrn_reflns_theta_max         29.13
_diffrn_reflns_theta_min         3.27
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1702
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.0
_diffrn_measured_fraction_theta_max 0.8488
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00  98.00   1.00    2.75    --   19.44-178.00  90.00   55
  2  ω     12.00  48.00   1.00    2.75    --   19.44 -77.00 150.00   36
  3  ω    -54.00  92.00   1.00    2.75    --   19.44   0.00 150.00  146
  4  ω     61.00  94.00   1.00    2.75    --   19.44 178.00 -60.00   33
  5  ω     64.00  95.00   1.00    2.75    --   19.44 178.00 120.00   31
  6  ω    -50.00   7.00   1.00    2.75    --   19.44 -77.00 150.00   57
  7  ω    -53.00   1.00   1.00    2.75    --  -20.38 -57.00  60.00   54
  8  ω    -85.00 -53.00   1.00    2.75    --  -20.38 178.00-180.00   32
  9  ω    -23.00   3.00   1.00    2.75    --  -20.38 -99.00 120.00   26
 10  ω    -24.00  23.00   1.00    2.75    --  -20.38 -99.00 -60.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0243705000
_diffrn_orient_matrix_UB_12      0.0064638000
_diffrn_orient_matrix_UB_13      0.0347608000
_diffrn_orient_matrix_UB_21      -0.0591925000
_diffrn_orient_matrix_UB_22      -0.0071128000
_diffrn_orient_matrix_UB_23      0.0055430000
_diffrn_orient_matrix_UB_31      -0.0153172000
_diffrn_orient_matrix_UB_32      -0.0593605000
_diffrn_orient_matrix_UB_33      -0.0004402000
_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'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -15
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                9493
_reflns_number_total             12985
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.6791
_refine_diff_density_min         -0.7833
_refine_diff_density_rms         0.1457
_refine_ls_d_res_high            0.7300
_refine_ls_d_res_low             6.2373
_refine_ls_goodness_of_fit_ref   1.0209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    108
_refine_ls_number_parameters     736
_refine_ls_number_reflns         12985
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.0209
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0720
_refine_ls_wR_factor_ref         0.0808
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C46(H46), C68(H68), C74(H74), C79(H79), C50(H50), C67(H67), C13(H13),
 C65(H65), C49(H49), C64(H64), C11(H11), C76(H76), C17(H17), C10(H10), C14(H14),
  C52(H52), C36(H36), C22(H22), C38(H38), C62(H62), C80(H80), C8(H8), C37(H37),
 C9(H9), C19(H19), C73(H73), C71(H71), C43(H43), C25(H25), C77(H77), C26(H26),
 C44(H44), C16(H16), C40(H40), C53(H53), C63(H63), C35(H35), C20(H20), C47(H47),
  C70(H70), C23(H23), C41(H41)
2.b Idealised Me refined as rotating group:
 C72(H72a,H72b,H72c), C81(H81a,H81b,H81c), C54(H54a,H54b,H54c), C27(H27a,H27b,
 H27c), C18(H18a,H18b,H18c), C45(H45a,H45b,H45c)
;
_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
Se4 Se 0.35036(2) 0.23143(2) 0.230688(12) 0.02418(7) Uani 1.000000 .
Se31 Se 0.89702(2) -0.04213(2) 0.913890(12) 0.02494(7) Uani 1.000000 .
Se58 Se 0.44032(3) 0.45705(2) 0.393652(14) 0.03178(8) Uani 1.000000 .
C46 C 1.1140(2) 0.34402(19) 0.97773(12) 0.0220(6) Uani 1.000000 .
H46 H 1.1383(2) 0.30062(19) 1.00926(12) 0.0264(7) Uiso 1.000000 R
C68 C 0.4958(2) 0.9242(2) 0.69064(13) 0.0278(6) Uani 1.000000 .
H68 H 0.5771(2) 0.9758(2) 0.69686(13) 0.0334(7) Uiso 1.000000 R
C74 C -0.0590(2) 0.3843(2) 0.22283(13) 0.0249(6) Uani 1.000000 .
H74 H -0.1014(2) 0.4243(2) 0.23840(13) 0.0298(7) Uiso 1.000000 R
C12 C 0.3502(2) 0.19658(19) -0.10649(12) 0.0200(5) Uani 1.000000 .
C61 C 0.1101(2) 0.46615(19) 0.32432(12) 0.0207(5) Uani 1.000000 .
C15 C 0.2048(2) 0.0637(2) -0.22640(13) 0.0239(6) Uani 1.000000 .
C34 C 1.0504(2) 0.28854(19) 0.91118(12) 0.0205(5) Uani 1.000000 .
C24 C 0.9577(2) 0.7852(2) 0.48359(12) 0.0223(6) Uani 1.000000 .
C79 C -0.3106(3) 0.2190(2) 0.07621(14) 0.0343(7) Uani 1.000000 .
H79 H -0.3948(3) 0.2034(2) 0.06094(14) 0.0412(8) Uiso 1.000000 R
C50 C 1.3024(2) 0.5236(2) 1.17823(13) 0.0266(6) Uani 1.000000 .
H50 H 1.3357(2) 0.4897(2) 1.21251(13) 0.0319(7) Uiso 1.000000 R
C29 C 0.9200(2) 0.11004(19) 0.83510(12) 0.0186(5) Uani 1.000000 .
C67 C 0.4398(2) 0.8571(2) 0.63080(13) 0.0235(6) Uani 1.000000 .
H67 H 0.4843(2) 0.8632(2) 0.59801(13) 0.0282(7) Uiso 1.000000 R
C55 C 0.2392(2) 0.61229(19) 0.44818(12) 0.0198(5) Uani 1.000000 .
N32 N 0.99468(18) 0.09912(16) 0.94861(10) 0.0211(5) Uani 1.000000 .
C7 C 0.6262(2) 0.49134(18) 0.19368(12) 0.0184(5) Uani 1.000000 .
N5 N 0.48538(18) 0.35766(15) 0.25287(10) 0.0211(5) Uani 1.000000 .
C75 C -0.1202(2) 0.3145(2) 0.15945(12) 0.0225(6) Uani 1.000000 .
N59 N 0.29501(19) 0.41880(17) 0.33537(10) 0.0243(5) Uani 1.000000 .
N30 N 0.86001(19) -0.00156(16) 0.83237(10) 0.0240(5) Uani 1.000000 .
N3 N 0.34950(18) 0.22805(15) 0.14453(10) 0.0198(5) Uani 1.000000 .
N57 N 0.40859(19) 0.54876(17) 0.44723(10) 0.0254(5) Uani 1.000000 .
C51 C 1.3060(2) 0.6328(2) 1.19062(13) 0.0237(6) Uani 1.000000 .
C13 C 0.2478(2) 0.0982(2) -0.10691(13) 0.0273(6) Uani 1.000000 .
H13 H 0.2263(2) 0.0758(2) -0.06712(13) 0.0327(7) Uiso 1.000000 R
C65 C 0.2539(2) 0.70834(19) 0.55671(12) 0.0232(6) Uani 1.000000 .
H65 H 0.1679(2) 0.67466(19) 0.54864(12) 0.0278(7) Uiso 1.000000 R
C49 C 1.2504(2) 0.4650(2) 1.11607(13) 0.0243(6) Uani 1.000000 .
H49 H 1.2489(2) 0.3920(2) 1.10925(13) 0.0292(7) Uiso 1.000000 R
C1 C 0.4715(2) 0.34520(19) 0.07290(12) 0.0191(5) Uani 1.000000 .
C21 C 0.8052(2) 0.63167(19) 0.37142(12) 0.0190(5) Uani 1.000000 .
C66 C 0.3169(2) 0.78017(19) 0.61929(12) 0.0206(5) Uani 1.000000 .
C64 C 0.3066(2) 0.68585(19) 0.50987(12) 0.0216(6) Uani 1.000000 .
H64 H 0.3925(2) 0.71944(19) 0.51698(12) 0.0260(7) Uiso 1.000000 R
C11 C 0.4251(2) 0.27084(19) -0.04581(12) 0.0217(6) Uani 1.000000 .
H11 H 0.5002(2) 0.32606(19) -0.04903(12) 0.0260(7) Uiso 1.000000 R
C76 C -0.0621(2) 0.2669(2) 0.12253(13) 0.0286(6) Uani 1.000000 .
H76 H 0.0222(2) 0.2824(2) 0.13727(13) 0.0343(7) Uiso 1.000000 R
C2 C 0.4455(2) 0.31813(18) 0.13669(11) 0.0163(5) Uani 1.000000 .
C17 C 0.3796(2) 0.2250(2) -0.16690(12) 0.0251(6) Uani 1.000000 .
H17 H 0.4489(2) 0.2893(2) -0.16790(12) 0.0301(7) Uiso 1.000000 R
C10 C 0.3968(2) 0.26772(19) 0.01365(12) 0.0200(5) Uani 1.000000 .
H10 H 0.3231(2) 0.21119(19) 0.01769(12) 0.0240(6) Uiso 1.000000 R
C39 C 0.7568(2) -0.0254(2) 0.61649(12) 0.0204(5) Uani 1.000000 .
C14 C 0.1773(2) 0.0333(2) -0.16597(13) 0.0274(6) Uani 1.000000 .
H14 H 0.1097(2) -0.0325(2) -0.16493(13) 0.0329(7) Uiso 1.000000 R
C52 C 1.2576(2) 0.6811(2) 1.13838(13) 0.0282(6) Uani 1.000000 .
H52 H 1.2598(2) 0.7542(2) 1.14535(13) 0.0338(8) Uiso 1.000000 R
C28 C 0.9146(2) 0.1755(2) 0.77872(12) 0.0208(5) Uani 1.000000 .
C36 C 0.9718(2) 0.2910(2) 0.79259(13) 0.0251(6) Uani 1.000000 .
H36 H 0.9676(2) 0.3357(2) 0.75780(13) 0.0302(7) Uiso 1.000000 R
C22 C 0.8069(2) 0.6008(2) 0.43580(12) 0.0238(6) Uani 1.000000 .
H22 H 0.7567(2) 0.5279(2) 0.44212(12) 0.0286(7) Uiso 1.000000 R
C38 C 0.8153(2) 0.0197(2) 0.68555(12) 0.0220(6) Uani 1.000000 .
H38 H 0.8267(2) -0.0319(2) 0.71498(12) 0.0263(7) Uiso 1.000000 R
C62 C 0.0594(2) 0.5276(2) 0.35550(13) 0.0251(6) Uani 1.000000 .
H62 H -0.0208(2) 0.5218(2) 0.33622(13) 0.0301(7) Uiso 1.000000 R
C33 C 0.9921(2) 0.16662(19) 0.90028(12) 0.0184(5) Uani 1.000000 .
C42 C 0.6469(2) -0.1163(2) 0.48315(13) 0.0306(7) Uani 1.000000 .
C80 C -0.2467(3) 0.2904(2) 0.13372(14) 0.0334(7) Uani 1.000000 .
H80 H -0.2884(3) 0.3232(2) 0.15577(14) 0.0401(8) Uiso 1.000000 R
C8 C 0.6423(2) 0.5155(2) 0.13085(12) 0.0228(6) Uani 1.000000 .
H8 H 0.7055(2) 0.5828(2) 0.12667(12) 0.0273(7) Uiso 1.000000 R
C72 C 0.4987(3) 0.9861(2) 0.80770(14) 0.0378(7) Uani 1.000000 .
H72a H 0.5581(12) 0.9573(10) 0.8312(4) 0.0567(11) Uiso 1.000000 GR
H72b H 0.5404(14) 1.0637(4) 0.80070(14) 0.0567(11) Uiso 1.000000 GR
H72c H 0.4384(3) 0.9813(12) 0.8333(4) 0.0567(11) Uiso 1.000000 GR
C37 C 0.8542(2) 0.1275(2) 0.71088(12) 0.0230(6) Uani 1.000000 .
H37 H 0.8408(2) 0.1780(2) 0.68119(12) 0.0276(7) Uiso 1.000000 R
C9 C 0.5694(2) 0.44526(19) 0.07254(12) 0.0213(5) Uani 1.000000 .
H9 H 0.5879(2) 0.46720(19) 0.03211(12) 0.0255(7) Uiso 1.000000 R
C19 C 0.7107(2) 0.56776(19) 0.25109(12) 0.0220(6) Uani 1.000000 .
H19 H 0.7636(2) 0.63730(19) 0.24182(12) 0.0265(7) Uiso 1.000000 R
C73 C 0.0512(2) 0.3966(2) 0.26061(12) 0.0231(6) Uani 1.000000 .
H73 H 0.0946(2) 0.3576(2) 0.24512(12) 0.0278(7) Uiso 1.000000 R
C71 C 0.2542(2) 0.7746(2) 0.66906(13) 0.0272(6) Uani 1.000000 .
H71 H 0.1719(2) 0.7251(2) 0.66240(13) 0.0327(7) Uiso 1.000000 R
C81 C -0.3247(3) 0.0916(2) -0.02127(13) 0.0356(7) Uani 1.000000 .
H81a H -0.3612(14) 0.0157(3) -0.00974(15) 0.0535(11) Uiso 1.000000 GR
H81b H -0.3889(10) 0.1154(9) -0.0440(5) 0.0535(11) Uiso 1.000000 GR
H81c H -0.2697(4) 0.0934(11) -0.0497(4) 0.0535(11) Uiso 1.000000 GR
C60 C 0.2332(2) 0.47478(19) 0.35792(12) 0.0202(5) Uani 1.000000 .
C43 C 0.6878(2) -0.1789(2) 0.52943(14) 0.0315(7) Uani 1.000000 .
H43 H 0.6789(2) -0.2524(2) 0.51650(14) 0.0378(8) Uiso 1.000000 R
C25 C 0.9572(2) 0.8159(2) 0.41944(13) 0.0242(6) Uani 1.000000 .
H25 H 1.0078(2) 0.8887(2) 0.41342(13) 0.0291(7) Uiso 1.000000 R
C77 C -0.1265(2) 0.1973(2) 0.06454(13) 0.0292(6) Uani 1.000000 .
H77 H -0.0845(2) 0.1679(2) 0.04072(13) 0.0350(7) Uiso 1.000000 R
C26 C 0.8842(2) 0.74192(19) 0.36439(12) 0.0227(6) Uani 1.000000 .
H26 H 0.8872(2) 0.76523(19) 0.32220(12) 0.0273(7) Uiso 1.000000 R
C44 C 0.7417(2) -0.1344(2) 0.59460(13) 0.0264(6) Uani 1.000000 .
H44 H 0.7687(2) -0.1785(2) 0.62463(13) 0.0317(7) Uiso 1.000000 R
C69 C 0.4342(3) 0.9166(2) 0.74146(13) 0.0265(6) Uani 1.000000 .
C16 C 0.3087(2) 0.1603(2) -0.22581(13) 0.0279(6) Uani 1.000000 .
H16 H 0.3309(2) 0.1819(2) -0.26553(13) 0.0335(7) Uiso 1.000000 R
C48 C 1.2000(2) 0.51304(19) 1.06307(12) 0.0205(5) Uani 1.000000 .
C54 C 1.3611(3) 0.6957(2) 1.25912(13) 0.0351(7) Uani 1.000000 .
H54a H 1.2960(3) 0.6866(12) 1.2820(3) 0.0527(11) Uiso 1.000000 GR
H54b H 1.4187(12) 0.6658(10) 1.2835(3) 0.0527(11) Uiso 1.000000 GR
H54c H 1.4036(14) 0.7748(3) 1.25547(13) 0.0527(11) Uiso 1.000000 GR
C6 C 0.5219(2) 0.39031(18) 0.19750(11) 0.0168(5) Uani 1.000000 .
C40 C 0.7126(2) 0.0367(2) 0.56961(13) 0.0284(6) Uani 1.000000 .
H40 H 0.7196(2) 0.1096(2) 0.58249(13) 0.0341(8) Uiso 1.000000 R
C53 C 1.2057(2) 0.6227(2) 1.07566(13) 0.0267(6) Uani 1.000000 .
H53 H 1.1741(2) 0.6576(2) 1.04134(13) 0.0321(7) Uiso 1.000000 R
C27 C 1.0355(3) 0.8682(2) 0.54331(13) 0.0339(7) Uani 1.000000 .
H27a H 1.1045(9) 0.9254(8) 0.5311(2) 0.0508(10) Uiso 1.000000 GR
H27b H 0.9859(5) 0.9033(11) 0.5592(5) 0.0508(10) Uiso 1.000000 GR
H27c H 1.0656(14) 0.8289(3) 0.5776(3) 0.0508(10) Uiso 1.000000 GR
C63 C 0.1215(2) 0.5992(2) 0.41521(12) 0.0241(6) Uani 1.000000 .
H63 H 0.0809(2) 0.6390(2) 0.43282(12) 0.0290(7) Uiso 1.000000 R
C35 C 1.0365(2) 0.3456(2) 0.85637(13) 0.0244(6) Uani 1.000000 .
H35 H 1.0716(2) 0.4244(2) 0.86159(13) 0.0293(7) Uiso 1.000000 R
C20 C 0.7220(2) 0.55091(19) 0.31518(12) 0.0207(5) Uani 1.000000 .
H20 H 0.6718(2) 0.48065(19) 0.32508(12) 0.0248(7) Uiso 1.000000 R
C47 C 1.1400(2) 0.4526(2) 0.99690(13) 0.0234(6) Uani 1.000000 .
H47 H 1.1172(2) 0.4949(2) 0.96419(13) 0.0280(7) Uiso 1.000000 R
C56 C 0.2969(2) 0.54777(19) 0.41925(12) 0.0199(5) Uani 1.000000 .
C78 C -0.2527(2) 0.1705(2) 0.04111(13) 0.0262(6) Uani 1.000000 .
C18 C 0.1249(3) -0.0059(2) -0.29018(13) 0.0336(7) Uani 1.000000 .
H18a H 0.0892(13) -0.0840(3) -0.2821(2) 0.0505(10) Uiso 1.000000 GR
H18b H 0.0599(10) 0.0210(10) -0.3070(5) 0.0505(10) Uiso 1.000000 GR
H18c H 0.1747(4) 0.0007(12) -0.3222(3) 0.0505(10) Uiso 1.000000 GR
C70 C 0.3121(3) 0.8418(2) 0.72908(13) 0.0304(6) Uani 1.000000 .
H70 H 0.2675(3) 0.8362(2) 0.76177(13) 0.0365(8) Uiso 1.000000 R
C23 C 0.8811(2) 0.6756(2) 0.49046(13) 0.0262(6) Uani 1.000000 .
H23 H 0.8798(2) 0.6521(2) 0.53271(13) 0.0315(7) Uiso 1.000000 R
C41 C 0.6592(3) -0.0082(2) 0.50491(13) 0.0316(7) Uani 1.000000 .
H41 H 0.6304(3) 0.0349(2) 0.47488(13) 0.0379(8) Uiso 1.000000 R
C45 C 0.5904(3) -0.1639(3) 0.41146(14) 0.0503(9) Uani 1.000000 .
H45a H 0.6288(14) -0.2133(14) 0.3992(3) 0.0755(14) Uiso 1.000000 GR
H45b H 0.5030(4) -0.2057(15) 0.4060(3) 0.0755(14) Uiso 1.000000 GR
H45c H 0.6034(18) -0.1028(3) 0.38367(17) 0.0755(14) 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
Se4 N5 1.7780(18) . ?
Se4 N3 1.780(2) . ?
Se31 N32 1.7863(18) . ?
Se31 N30 1.7873(19) . ?
Se58 N59 1.785(2) . ?
Se58 N57 1.785(2) . ?
C46 C34 1.455(3) . ?
C46 C47 1.335(3) . ?
C68 C67 1.385(3) . ?
C68 C69 1.385(4) . ?
C74 C75 1.462(3) . ?
C74 C73 1.333(3) . ?
C12 C13 1.391(3) . ?
C12 C11 1.467(3) . ?
C12 C17 1.384(3) . ?
C61 C62 1.370(3) . ?
C61 C73 1.464(3) . ?
C61 C60 1.448(3) . ?
C15 C14 1.383(4) . ?
C15 C16 1.387(3) . ?
C15 C18 1.504(3) . ?
C34 C33 1.442(3) . ?
C34 C35 1.371(3) . ?
C24 C25 1.389(3) . ?
C24 C27 1.508(3) . ?
C24 C23 1.390(3) . ?
C79 C80 1.382(4) . ?
C79 C78 1.372(4) . ?
C50 C51 1.393(3) . ?
C50 C49 1.378(3) . ?
C29 N30 1.331(3) . ?
C29 C28 1.448(3) . ?
C29 C33 1.455(3) . ?
C67 C66 1.398(3) . ?
C55 C64 1.464(3) . ?
C55 C63 1.373(3) . ?
C55 C56 1.438(3) . ?
N32 C33 1.332(3) . ?
C7 C8 1.376(3) . ?
C7 C19 1.458(3) . ?
C7 C6 1.442(3) . ?
N5 C6 1.327(3) . ?
C75 C76 1.390(4) . ?
C75 C80 1.402(3) . ?
N59 C60 1.333(3) . ?
N3 C2 1.331(3) . ?
N57 C56 1.330(3) . ?
C51 C52 1.379(3) . ?
C51 C54 1.510(3) . ?
C13 C14 1.386(3) . ?
C65 C66 1.462(3) . ?
C65 C64 1.336(3) . ?
C49 C48 1.398(3) . ?
C1 C2 1.436(3) . ?
C1 C10 1.463(3) . ?
C1 C9 1.378(3) . ?
C21 C22 1.394(3) . ?
C21 C26 1.405(3) . ?
C21 C20 1.462(3) . ?
C66 C71 1.378(4) . ?
C11 C10 1.338(3) . ?
C76 C77 1.380(3) . ?
C2 C6 1.462(3) . ?
C17 C16 1.383(3) . ?
C39 C38 1.459(3) . ?
C39 C44 1.389(3) . ?
C39 C40 1.400(3) . ?
C52 C53 1.387(3) . ?
C28 C36 1.373(3) . ?
C28 C37 1.448(3) . ?
C36 C35 1.407(3) . ?
C22 C23 1.381(3) . ?
C38 C37 1.336(3) . ?
C62 C63 1.414(3) . ?
C42 C43 1.380(4) . ?
C42 C41 1.387(4) . ?
C42 C45 1.511(4) . ?
C8 C9 1.406(3) . ?
C72 C69 1.511(3) . ?
C19 C20 1.334(3) . ?
C71 C70 1.390(3) . ?
C81 C78 1.512(3) . ?
C60 C56 1.450(3) . ?
C43 C44 1.381(3) . ?
C25 C26 1.379(3) . ?
C77 C78 1.386(4) . ?
C69 C70 1.382(4) . ?
C48 C53 1.391(3) . ?
C48 C47 1.463(3) . ?
C40 C41 1.373(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
N3 Se4 N5 94.31(9) . . ?
N30 Se31 N32 93.84(9) . . ?
N57 Se58 N59 94.60(9) . . ?
C47 C46 C34 124.9(2) . . ?
C69 C68 C67 121.9(2) . . ?
C73 C74 C75 126.8(3) . . ?
C11 C12 C13 123.0(2) . . ?
C17 C12 C13 117.3(2) . . ?
C17 C12 C11 119.6(2) . . ?
C73 C61 C62 125.4(2) . . ?
C60 C61 C62 115.6(2) . . ?
C60 C61 C73 119.0(2) . . ?
C16 C15 C14 117.5(2) . . ?
C18 C15 C14 121.0(2) . . ?
C18 C15 C16 121.5(2) . . ?
C33 C34 C46 120.2(2) . . ?
C35 C34 C46 123.9(2) . . ?
C35 C34 C33 115.9(2) . . ?
C27 C24 C25 121.5(2) . . ?
C23 C24 C25 117.1(2) . . ?
C23 C24 C27 121.4(2) . . ?
C78 C79 C80 121.6(3) . . ?
C49 C50 C51 121.2(2) . . ?
C28 C29 N30 124.3(2) . . ?
C33 C29 N30 115.7(2) . . ?
C33 C29 C28 120.0(2) . . ?
C66 C67 C68 120.6(3) . . ?
C63 C55 C64 124.2(2) . . ?
C56 C55 C64 119.4(2) . . ?
C56 C55 C63 116.4(2) . . ?
C33 N32 Se31 107.36(15) . . ?
C19 C7 C8 119.8(2) . . ?
C6 C7 C8 115.9(2) . . ?
C6 C7 C19 124.2(2) . . ?
C6 N5 Se4 107.35(15) . . ?
C76 C75 C74 124.4(2) . . ?
C80 C75 C74 119.1(2) . . ?
C80 C75 C76 116.5(2) . . ?
C60 N59 Se58 106.56(16) . . ?
C29 N30 Se31 107.34(16) . . ?
C2 N3 Se4 107.20(15) . . ?
C56 N57 Se58 106.52(16) . . ?
C52 C51 C50 117.8(2) . . ?
C54 C51 C50 120.9(2) . . ?
C54 C51 C52 121.3(2) . . ?
C14 C13 C12 120.7(2) . . ?
C64 C65 C66 127.1(2) . . ?
C48 C49 C50 121.3(2) . . ?
C10 C1 C2 120.0(2) . . ?
C9 C1 C2 115.8(2) . . ?
C9 C1 C10 124.2(2) . . ?
C26 C21 C22 117.0(2) . . ?
C20 C21 C22 119.7(2) . . ?
C20 C21 C26 123.2(2) . . ?
C65 C66 C67 122.3(2) . . ?
C71 C66 C67 117.7(2) . . ?
C71 C66 C65 119.9(2) . . ?
C65 C64 C55 124.9(2) . . ?
C10 C11 C12 127.0(2) . . ?
C77 C76 C75 121.6(2) . . ?
C1 C2 N3 122.8(2) . . ?
C6 C2 N3 115.5(2) . . ?
C6 C2 C1 121.7(2) . . ?
C16 C17 C12 121.8(2) . . ?
C11 C10 C1 125.9(2) . . ?
C44 C39 C38 120.4(2) . . ?
C40 C39 C38 122.8(2) . . ?
C40 C39 C44 116.9(2) . . ?
C13 C14 C15 121.8(2) . . ?
C53 C52 C51 121.3(2) . . ?
C36 C28 C29 115.8(2) . . ?
C37 C28 C29 124.7(2) . . ?
C37 C28 C36 119.5(2) . . ?
C35 C36 C28 123.9(2) . . ?
C23 C22 C21 121.7(2) . . ?
C37 C38 C39 126.7(2) . . ?
C63 C62 C61 124.1(2) . . ?
C29 C33 C34 121.0(2) . . ?
N32 C33 C34 123.2(2) . . ?
N32 C33 C29 115.7(2) . . ?
C41 C42 C43 117.6(2) . . ?
C45 C42 C43 121.2(3) . . ?
C45 C42 C41 121.2(3) . . ?
C75 C80 C79 121.3(3) . . ?
C9 C8 C7 124.3(2) . . ?
C38 C37 C28 128.2(2) . . ?
C8 C9 C1 122.6(2) . . ?
C20 C19 C7 128.4(2) . . ?
C61 C73 C74 125.8(2) . . ?
C70 C71 C66 121.0(2) . . ?
N59 C60 C61 123.5(2) . . ?
C56 C60 C61 120.5(2) . . ?
C56 C60 N59 116.0(2) . . ?
C44 C43 C42 121.1(2) . . ?
C26 C25 C24 122.2(2) . . ?
C78 C77 C76 121.3(3) . . ?
C25 C26 C21 120.6(2) . . ?
C43 C44 C39 121.7(2) . . ?
C72 C69 C68 121.3(2) . . ?
C70 C69 C68 117.0(2) . . ?
C70 C69 C72 121.7(3) . . ?
C17 C16 C15 120.9(3) . . ?
C53 C48 C49 117.2(2) . . ?
C47 C48 C49 123.2(2) . . ?
C47 C48 C53 119.7(2) . . ?
N5 C6 C7 124.9(2) . . ?
C2 C6 C7 119.4(2) . . ?
C2 C6 N5 115.63(19) . . ?
C41 C40 C39 121.0(2) . . ?
C48 C53 C52 121.3(2) . . ?
C62 C63 C55 122.6(2) . . ?
C36 C35 C34 123.3(2) . . ?
C19 C20 C21 126.6(2) . . ?
C48 C47 C46 127.9(2) . . ?
N57 C56 C55 122.8(2) . . ?
C60 C56 C55 120.8(2) . . ?
C60 C56 N57 116.3(2) . . ?
C81 C78 C79 120.7(2) . . ?
C77 C78 C79 117.7(2) . . ?
C77 C78 C81 121.6(3) . . ?
C69 C70 C71 121.8(3) . . ?
C22 C23 C24 121.3(2) . . ?
C40 C41 C42 121.7(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 1.558
_oxdiff_exptl_absorpt_empirical_full_min 0.697
