# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_at-te-3br
_database_code_depnum_ccdc_archive 'CCDC 2062387'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-02-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H6 Br3 N O2 Te, 2(H2 O)'
_chemical_formula_sum            'C3 H10 Br3 N O4 Te'
_chemical_formula_weight         491.45
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOTeBr
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'
Br Br -0.2901 2.4595 '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'
Te Te -0.5308 1.6751 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   5.85996(15)
_cell_length_b                   9.5789(3)
_cell_length_c                   20.0889(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1127.62(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7451
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      32.1010
_cell_measurement_theta_min      3.6120
_shelx_estimated_absorpt_T_max   0.351
_shelx_estimated_absorpt_T_min   0.177
_exptl_absorpt_coefficient_mu    13.249
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51398
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    2.895
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            10892
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.823
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.852
_diffrn_reflns_theta_min         3.622
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  38.00   0.50    1.00    --    7.87  53.00  74.00   86
  2  ω    -25.00  56.00   0.50    1.00    --   -8.65  67.00-104.00  162
  3  ω    -17.00  24.00   0.50    1.00    --   -8.65 -99.00 -90.00   82
  4  ω    -72.00   0.00   0.50    1.00    --   -8.65 -57.00 150.00  144
  5  ω    -21.00  21.00   0.50    1.00    --   -8.65 -99.00  60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0775417000
_diffrn_orient_matrix_UB_12      0.0082720000
_diffrn_orient_matrix_UB_13      0.0268276000
_diffrn_orient_matrix_UB_21      -0.0033150000
_diffrn_orient_matrix_UB_22      -0.0734655000
_diffrn_orient_matrix_UB_23      0.0043316000
_diffrn_orient_matrix_UB_31      0.0929101000
_diffrn_orient_matrix_UB_32      0.0042880000
_diffrn_orient_matrix_UB_33      0.0225295000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.672
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.785
_reflns_number_gt                3014
_reflns_number_total             3186
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.82
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.952
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.146
_refine_ls_abs_structure_details 
;
 Flack x determined using 1158 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.016(6)
_refine_ls_extinction_coef       0.0022(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         3186
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0222
_refine_ls_restrained_S_all      1.003
_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)+(0.0174P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0429
_refine_ls_wR_factor_ref         0.0433
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 O3-H3A = O3-H3B
 0.85 with sigma of 0.02
 O4-H4A = O4-H4B
 0.85 with sigma of 0.02
 H3A-H3B
 1.34 with sigma of 0.04
 H4A-H4B
 1.34 with sigma of 0.04
3.a Ternary CH refined with riding coordinates:
 C2(H2)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1D,H1E)
3.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.09968(5) 0.33384(3) 0.32956(2) 0.00803(8) Uani 1 1 d . . . . .
Br1 Br 0.00251(8) 0.47536(5) 0.21662(2) 0.01297(10) Uani 1 1 d . . . . .
Br2 Br 0.48810(8) 0.24647(5) 0.27456(2) 0.01375(11) Uani 1 1 d . . . . .
Br3 Br 0.22004(8) 0.21313(5) 0.44321(2) 0.01527(12) Uani 1 1 d . . . . .
O1 O -0.1622(5) 0.4405(4) 0.38374(16) 0.0129(7) Uani 1 1 d . . . . .
O3 O 0.5097(6) 0.9346(4) 0.37682(16) 0.0180(7) Uani 1 1 d D . . . .
H3A H 0.453(10) 1.014(4) 0.378(3) 0.027 Uiso 1 1 d D U . . .
H3B H 0.553(9) 0.926(6) 0.3373(15) 0.027 Uiso 1 1 d D U . . .
O4 O 0.8619(6) 0.9321(4) 0.46670(16) 0.0152(7) Uani 1 1 d D . . . .
H4A H 0.916(9) 1.014(4) 0.468(3) 0.023 Uiso 1 1 d D U . . .
H4B H 0.762(8) 0.939(6) 0.437(2) 0.023 Uiso 1 1 d D U . . .
N1 N 0.2001(7) 0.7309(4) 0.42539(18) 0.0107(8) Uani 1 1 d . . . . .
H1A H 0.260677 0.686915 0.460189 0.016 Uiso 1 1 calc R U . . .
H1B H 0.088258 0.786680 0.439176 0.016 Uiso 1 1 calc R U . . .
H1C H 0.307181 0.781491 0.405268 0.016 Uiso 1 1 calc R U . . .
O2 O -0.2238(6) 0.6264(4) 0.44785(18) 0.0218(8) Uani 1 1 d . . . . .
C1 C 0.2846(7) 0.5171(5) 0.3597(2) 0.0103(9) Uani 1 1 d . . . . .
H1D H 0.380530 0.496653 0.397825 0.012 Uiso 1 1 calc R U . . .
H1E H 0.380479 0.550315 0.323670 0.012 Uiso 1 1 calc R U . . .
C3 C -0.1091(8) 0.5617(5) 0.4077(2) 0.0121(9) Uani 1 1 d . . . . .
C2 C 0.1066(8) 0.6262(5) 0.3777(2) 0.0098(8) Uani 1 1 d . . . . .
H2 H 0.063228 0.675408 0.336810 0.012 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 Br1 2.7037(5) . ?
Te1 Br2 2.6650(5) . ?
Te1 Br3 2.6545(5) . ?
Te1 O1 2.141(3) . ?
Te1 C1 2.150(5) . ?
O1 C3 1.295(6) . ?
O3 H3A 0.83(2) . ?
O3 H3B 0.84(2) . ?
O4 H4A 0.84(2) . ?
O4 H4B 0.84(2) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C2 1.492(5) . ?
O2 C3 1.219(6) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
C1 C2 1.520(7) . ?
C3 C2 1.531(7) . ?
C2 H2 0.9800 . ?

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
Br2 Te1 Br1 89.391(16) . . ?
Br3 Te1 Br1 174.94(2) . . ?
Br3 Te1 Br2 89.592(17) . . ?
O1 Te1 Br1 92.09(9) . . ?
O1 Te1 Br2 166.62(9) . . ?
O1 Te1 Br3 87.77(9) . . ?
O1 Te1 C1 80.12(15) . . ?
C1 Te1 Br1 86.16(12) . . ?
C1 Te1 Br2 86.72(12) . . ?
C1 Te1 Br3 88.83(12) . . ?
C3 O1 Te1 116.4(3) . . ?
H3A O3 H3B 104(4) . . ?
H4A O4 H4B 102(4) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
Te1 C1 H1D 110.4 . . ?
Te1 C1 H1E 110.4 . . ?
H1D C1 H1E 108.6 . . ?
C2 C1 Te1 106.4(3) . . ?
C2 C1 H1D 110.4 . . ?
C2 C1 H1E 110.4 . . ?
O1 C3 C2 114.4(4) . . ?
O2 C3 O1 124.7(5) . . ?
O2 C3 C2 120.7(4) . . ?
N1 C2 C1 111.3(4) . . ?
N1 C2 C3 108.7(3) . . ?
N1 C2 H2 108.1 . . ?
C1 C2 C3 112.5(4) . . ?
C1 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?

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
Te1 O1 C3 O2 -168.2(4) . . . . ?
Te1 O1 C3 C2 16.0(5) . . . . ?
Te1 C1 C2 N1 155.4(3) . . . . ?
Te1 C1 C2 C3 33.1(4) . . . . ?
O1 C3 C2 N1 -157.6(4) . . . . ?
O1 C3 C2 C1 -33.9(5) . . . . ?
O2 C3 C2 N1 26.5(6) . . . . ?
O2 C3 C2 C1 150.2(4) . . . . ?

_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 1.821
_oxdiff_exptl_absorpt_empirical_full_min 0.744
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2062392'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C9.46 H12.92 Cl2 N O2 Te, C9.44 H12.88 Cl2 N O2 Te, 2(Cl), 3.1(H2 O)
;
_chemical_formula_sum            
;
 C18.90 H32 Cl6 N2 O7.10 Te2
;
_chemical_formula_weight         868.79

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.1759 6.3531 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   13.6819(2)
_cell_length_b                   9.26770(10)
_cell_length_c                   24.7845(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.1830(10)
_cell_angle_gamma                90
_cell_volume                     3093.17(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22096
_cell_measurement_theta_min      3.6060
_cell_measurement_theta_max      77.2800

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.866
_exptl_crystal_F_000             1688.8
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    20.001
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.17150
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
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.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            6551
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.624
_diffrn_reflns_theta_max         77.653
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6551
_reflns_number_gt                6535
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.873
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0840P)²+99.9773P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2922 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.013(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6551
_refine_ls_number_parameters     375
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1668
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.28839(6) 0.07623(9) 0.16886(3) 0.0188(2) Uani 1 1 d . . . . .
Cl1A Cl 0.1490(3) 0.2390(4) 0.18840(16) 0.0275(8) Uani 1 1 d . . . . .
Cl2A Cl 0.4049(3) -0.0989(4) 0.13863(16) 0.0262(7) Uani 1 1 d . . . . .
O1A O 0.3376(9) 0.3584(11) 0.1209(5) 0.029(3) Uani 1 1 d . . . . .
H1A H 0.384688 0.416997 0.121697 0.035 Uiso 0.54(5) 1 calc R U P A 2
O2A O 0.2671(7) 0.4883(12) 0.0477(5) 0.023(2) Uani 1 1 d . . . . .
N1A N 0.1652(9) 0.2545(13) 0.0036(5) 0.018(2) Uani 1 1 d D . . . .
H1AC H 0.130139 0.335985 -0.007419 0.022 Uiso 1 1 calc R U . . .
H1AA H 0.126071 0.175832 -0.005894 0.022 Uiso 1 1 calc DR U . . .
H1AB H 0.219375 0.249707 -0.012969 0.022 Uiso 1 1 calc DR U . . .
C1A C 0.1972(10) -0.1003(17) 0.1824(6) 0.019(3) Uani 1 1 d . . . . .
C2A C 0.1622(12) -0.1045(19) 0.2315(6) 0.025(3) Uani 1 1 d . . . . .
H2AA H 0.177608 -0.029319 0.257697 0.031 Uiso 1 1 calc R U . . .
C3A C 0.1041(12) -0.2211(18) 0.2417(7) 0.027(3) Uani 1 1 d . . . . .
H3AA H 0.080255 -0.226123 0.275411 0.033 Uiso 1 1 calc R U . . .
C4A C 0.0806(13) -0.330(2) 0.2035(7) 0.034(4) Uani 1 1 d . . . . .
H4AA H 0.040330 -0.408224 0.210914 0.040 Uiso 1 1 calc R U . . .
C5A C 0.1157(14) -0.3245(18) 0.1538(7) 0.030(3) Uani 1 1 d . . . . .
H5AA H 0.099099 -0.399004 0.127430 0.036 Uiso 1 1 calc R U . . .
C6A C 0.1754(12) -0.2092(16) 0.1432(7) 0.024(3) Uani 1 1 d . . . . .
H6AA H 0.200757 -0.205043 0.109926 0.029 Uiso 1 1 calc R U . . .
C7A C 0.2375(12) 0.1080(14) 0.0833(6) 0.021(3) Uani 1 1 d . . . . .
H7AA H 0.293107 0.085241 0.064032 0.026 Uiso 1 1 calc R U . . .
H7AB H 0.184251 0.036924 0.071028 0.026 Uiso 1 1 calc R U . . .
C8A C 0.1979(10) 0.2577(16) 0.0647(6) 0.019(3) Uani 1 1 d . . . . .
H8AA H 0.139171 0.279654 0.082170 0.023 Uiso 1 1 calc R U . . .
C9A C 0.2711(11) 0.3804(16) 0.0762(6) 0.022(3) Uani 1 1 d . . . . .
C10A C 0.423(3) 0.472(4) 0.1303(16) 0.027(8) Uani 0.46(5) 1 d . U P A 1
H10A H 0.458960 0.469525 0.099632 0.041 Uiso 0.46(5) 1 calc R U P A 1
H10B H 0.468069 0.450524 0.164507 0.041 Uiso 0.46(5) 1 calc R U P A 1
H10C H 0.394134 0.568678 0.132726 0.041 Uiso 0.46(5) 1 calc R U P A 1
Te2 Te 0.58252(7) 0.82874(10) 0.31949(4) 0.0207(2) Uani 1 1 d . . . . .
Cl1B Cl 0.4323(3) 0.9920(4) 0.29878(16) 0.0282(8) Uani 1 1 d . . . . .
Cl2B Cl 0.7215(3) 0.6589(4) 0.35097(16) 0.0272(8) Uani 1 1 d . . . . .
O1B O 0.7162(9) 1.0655(13) 0.3790(4) 0.028(2) Uani 1 1 d . . . . .
H1B H 0.774951 1.067465 0.373297 0.034 Uiso 0.56(4) 1 calc R U P B 2
O2B O 0.7472(7) 1.1242(11) 0.4691(5) 0.021(2) Uani 1 1 d . . . . .
N1B N 0.6622(9) 0.8915(14) 0.4996(5) 0.021(2) Uani 1 1 d D . . . .
H1BC H 0.618481 0.961013 0.505723 0.025 Uiso 1 1 calc R U . . .
H1BA H 0.722165 0.908022 0.521189 0.025 Uiso 1 1 calc DR U . . .
H1BB H 0.639074 0.803485 0.507719 0.025 Uiso 1 1 calc DR U . . .
C1B C 0.4846(12) 0.6516(17) 0.3078(7) 0.025(3) Uani 1 1 d . . . . .
C2B C 0.4145(12) 0.6484(18) 0.2585(7) 0.026(3) Uani 1 1 d . . . . .
H2BA H 0.410472 0.725063 0.232749 0.031 Uiso 1 1 calc R U . . .
C3B C 0.3510(15) 0.529(2) 0.2486(7) 0.033(4) Uani 1 1 d . . . . .
H3BA H 0.302349 0.524820 0.216154 0.040 Uiso 1 1 calc R U . . .
C4B C 0.3591(13) 0.417(2) 0.2862(8) 0.035(4) Uani 1 1 d . . . . .
H4BA H 0.315718 0.336845 0.278853 0.043 Uiso 1 1 calc R U . . .
C5B C 0.4295(13) 0.419(2) 0.3346(8) 0.032(4) Uani 1 1 d . . . . .
H5BA H 0.434179 0.341567 0.359961 0.039 Uiso 1 1 calc R U . . .
C6B C 0.4932(13) 0.5390(18) 0.3446(7) 0.028(3) Uani 1 1 d . . . . .
H6BA H 0.542168 0.542440 0.376952 0.034 Uiso 1 1 calc R U . . .
C7B C 0.5725(11) 0.8671(18) 0.4040(6) 0.024(3) Uani 1 1 d . . . . .
H7BA H 0.529029 0.951641 0.406045 0.028 Uiso 1 1 calc R U . . .
H7BB H 0.540834 0.782541 0.418222 0.028 Uiso 1 1 calc R U . . .
C8B C 0.6734(10) 0.8946(15) 0.4409(6) 0.020(3) Uani 1 1 d . . . . .
H8BA H 0.721344 0.817997 0.434236 0.024 Uiso 1 1 calc R U . . .
C9B C 0.7166(10) 1.0413(16) 0.4323(6) 0.021(3) Uani 1 1 d . . . . .
C10B C 0.763(3) 1.203(4) 0.3681(17) 0.031(8) Uani 0.44(4) 1 d . U P B 1
H10D H 0.719234 1.283148 0.373051 0.047 Uiso 0.44(4) 1 calc R U P B 1
H10E H 0.775822 1.203100 0.330325 0.047 Uiso 0.44(4) 1 calc R U P B 1
H10F H 0.826426 1.213600 0.393555 0.047 Uiso 0.44(4) 1 calc R U P B 1
Cl1 Cl 0.000000 0.4824(6) 0.000000 0.0341(13) Uani 1 2 d S T P . .
Cl2 Cl 0.500000 0.5163(6) 0.000000 0.0372(15) Uani 1 2 d S T P . .
Cl3 Cl 0.500000 1.1327(6) 0.500000 0.0323(12) Uani 1 2 d S T P . .
Cl4 Cl 1.000000 1.1357(6) 0.500000 0.0268(11) Uani 1 2 d S T P . .
O1W O 0.8655(9) 0.8914(14) 0.5401(5) 0.032(3) Uani 1 1 d D . . . .
H1W1 H 0.862(17) 0.836(17) 0.514(6) 0.049 Uiso 1 1 d D U . . .
H1W2 H 0.893(17) 0.964(14) 0.531(8) 0.049 Uiso 1 1 d D U . . .
O2W O 0.4642(17) 0.548(3) 0.1273(10) 0.033(7) Uani 0.54(5) 1 d D U P A 2
H2W1 H 0.45(3) 0.53(5) 0.157(7) 0.050 Uiso 0.54(5) 1 d D U P A 2
H2W2 H 0.522(13) 0.58(5) 0.135(13) 0.050 Uiso 0.54(5) 1 d D U P A 2
O3W O 0.7819(16) 1.328(3) 0.3723(9) 0.032(6) Uani 0.56(4) 1 d D U P B 2
H3W1 H 0.74(2) 1.29(4) 0.351(10) 0.048 Uiso 0.56(4) 1 d D U P B 2
H3W2 H 0.82(2) 1.37(4) 0.353(11) 0.048 Uiso 0.56(4) 1 d D U P B 2
O4W O 0.3584(8) 0.2449(13) -0.0094(5) 0.026(2) Uani 1 1 d D . . . .
H4W1 H 0.405(11) 0.301(18) -0.006(8) 0.039 Uiso 1 1 d D U . . .
H4W2 H 0.366(14) 0.190(18) -0.034(7) 0.039 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 C1A 2.120(16) . ?
Te1 C7A 2.131(15) . ?
Te1 Cl2A 2.482(4) . ?
Te1 Cl1A 2.545(4) . ?
O1A C9A 1.318(19) . ?
O1A C10A 1.56(4) . ?
O1A H1A 0.8400 . ?
O2A C9A 1.220(19) . ?
N1A C8A 1.501(19) . ?
N1A H1AC 0.9100 . ?
N1A H1AA 0.9100 . ?
N1A H1AB 0.9100 . ?
C1A C2A 1.38(2) . ?
C1A C6A 1.40(2) . ?
C2A C3A 1.39(2) . ?
C2A H2AA 0.9500 . ?
C3A C4A 1.38(3) . ?
C3A H3AA 0.9500 . ?
C4A C5A 1.40(3) . ?
C4A H4AA 0.9500 . ?
C5A C6A 1.40(2) . ?
C5A H5AA 0.9500 . ?
C6A H6AA 0.9500 . ?
C7A C8A 1.531(19) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C8A C9A 1.51(2) . ?
C8A H8AA 1.0000 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
Te2 C1B 2.106(14) . ?
Te2 C7B 2.153(15) . ?
Te2 Cl2B 2.486(4) . ?
Te2 Cl1B 2.530(4) . ?
O1B C9B 1.338(19) . ?
O1B C10B 1.47(4) . ?
O1B H1B 0.8400 . ?
O2B C9B 1.210(18) . ?
N1B C8B 1.49(2) . ?
N1B H1BC 0.9100 . ?
N1B H1BA 0.9100 . ?
N1B H1BB 0.9100 . ?
C1B C6B 1.38(2) . ?
C1B C2B 1.41(2) . ?
C2B C3B 1.40(2) . ?
C2B H2BA 0.9500 . ?
C3B C4B 1.38(3) . ?
C3B H3BA 0.9500 . ?
C4B C5B 1.40(3) . ?
C4B H4BA 0.9500 . ?
C5B C6B 1.41(2) . ?
C5B H5BA 0.9500 . ?
C6B H6BA 0.9500 . ?
C7B C8B 1.54(2) . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?
C8B C9B 1.51(2) . ?
C8B H8BA 1.0000 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?
O1W H1W1 0.82(3) . ?
O1W H1W2 0.82(3) . ?
O2W H2W1 0.82(3) . ?
O2W H2W2 0.82(3) . ?
O3W H3W1 0.82(3) . ?
O3W H3W2 0.82(3) . ?
O4W H4W1 0.81(3) . ?
O4W H4W2 0.82(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
C1A Te1 C7A 99.6(6) . . ?
C1A Te1 Cl2A 88.3(4) . . ?
C7A Te1 Cl2A 84.5(4) . . ?
C1A Te1 Cl1A 86.9(4) . . ?
C7A Te1 Cl1A 89.1(4) . . ?
Cl2A Te1 Cl1A 171.20(13) . . ?
C9A O1A C10A 114.0(18) . . ?
C9A O1A H1A 109.5 . . ?
C8A N1A H1AC 109.5 . . ?
C8A N1A H1AA 109.5 . . ?
H1AC N1A H1AA 109.5 . . ?
C8A N1A H1AB 109.5 . . ?
H1AC N1A H1AB 109.5 . . ?
H1AA N1A H1AB 109.5 . . ?
C2A C1A C6A 121.8(15) . . ?
C2A C1A Te1 117.7(11) . . ?
C6A C1A Te1 120.4(11) . . ?
C1A C2A C3A 118.6(16) . . ?
C1A C2A H2AA 120.7 . . ?
C3A C2A H2AA 120.7 . . ?
C4A C3A C2A 120.9(16) . . ?
C4A C3A H3AA 119.6 . . ?
C2A C3A H3AA 119.6 . . ?
C3A C4A C5A 120.3(16) . . ?
C3A C4A H4AA 119.9 . . ?
C5A C4A H4AA 119.9 . . ?
C6A C5A C4A 119.6(16) . . ?
C6A C5A H5AA 120.2 . . ?
C4A C5A H5AA 120.2 . . ?
C1A C6A C5A 118.8(15) . . ?
C1A C6A H6AA 120.6 . . ?
C5A C6A H6AA 120.6 . . ?
C8A C7A Te1 117.5(10) . . ?
C8A C7A H7AA 107.9 . . ?
Te1 C7A H7AA 107.9 . . ?
C8A C7A H7AB 107.9 . . ?
Te1 C7A H7AB 107.9 . . ?
H7AA C7A H7AB 107.2 . . ?
N1A C8A C9A 106.1(12) . . ?
N1A C8A C7A 108.3(12) . . ?
C9A C8A C7A 116.0(12) . . ?
N1A C8A H8AA 108.8 . . ?
C9A C8A H8AA 108.8 . . ?
C7A C8A H8AA 108.8 . . ?
O2A C9A O1A 124.5(14) . . ?
O2A C9A C8A 123.2(14) . . ?
O1A C9A C8A 112.3(13) . . ?
O1A C10A H10A 109.5 . . ?
O1A C10A H10B 109.5 . . ?
H10A C10A H10B 109.5 . . ?
O1A C10A H10C 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
C1B Te2 C7B 96.6(6) . . ?
C1B Te2 Cl2B 89.0(5) . . ?
C7B Te2 Cl2B 88.6(4) . . ?
C1B Te2 Cl1B 88.0(5) . . ?
C7B Te2 Cl1B 84.8(4) . . ?
Cl2B Te2 Cl1B 172.39(13) . . ?
C9B O1B C10B 113.6(19) . . ?
C9B O1B H1B 109.5 . . ?
C8B N1B H1BC 109.5 . . ?
C8B N1B H1BA 109.5 . . ?
H1BC N1B H1BA 109.5 . . ?
C8B N1B H1BB 109.5 . . ?
H1BC N1B H1BB 109.5 . . ?
H1BA N1B H1BB 109.5 . . ?
C6B C1B C2B 121.4(14) . . ?
C6B C1B Te2 121.4(12) . . ?
C2B C1B Te2 117.0(11) . . ?
C3B C2B C1B 118.2(15) . . ?
C3B C2B H2BA 120.9 . . ?
C1B C2B H2BA 120.9 . . ?
C4B C3B C2B 120.0(16) . . ?
C4B C3B H3BA 120.0 . . ?
C2B C3B H3BA 120.0 . . ?
C3B C4B C5B 121.9(17) . . ?
C3B C4B H4BA 119.1 . . ?
C5B C4B H4BA 119.1 . . ?
C4B C5B C6B 118.2(17) . . ?
C4B C5B H5BA 120.9 . . ?
C6B C5B H5BA 120.9 . . ?
C1B C6B C5B 120.2(16) . . ?
C1B C6B H6BA 119.9 . . ?
C5B C6B H6BA 119.9 . . ?
C8B C7B Te2 113.6(10) . . ?
C8B C7B H7BA 108.8 . . ?
Te2 C7B H7BA 108.8 . . ?
C8B C7B H7BB 108.8 . . ?
Te2 C7B H7BB 108.8 . . ?
H7BA C7B H7BB 107.7 . . ?
N1B C8B C9B 105.4(12) . . ?
N1B C8B C7B 109.9(12) . . ?
C9B C8B C7B 113.4(12) . . ?
N1B C8B H8BA 109.3 . . ?
C9B C8B H8BA 109.3 . . ?
C7B C8B H8BA 109.3 . . ?
O2B C9B O1B 125.3(14) . . ?
O2B C9B C8B 123.8(14) . . ?
O1B C9B C8B 110.9(12) . . ?
O1B C10B H10D 109.5 . . ?
O1B C10B H10E 109.5 . . ?
H10D C10B H10E 109.5 . . ?
O1B C10B H10F 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?
H1W1 O1W H1W2 105(5) . . ?
H2W1 O2W H2W2 105(5) . . ?
H3W1 O3W H3W2 105(5) . . ?
H4W1 O4W H4W2 106(5) . . ?

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
C6A C1A C2A C3A 0(2) . . . . ?
Te1 C1A C2A C3A -178.6(12) . . . . ?
C1A C2A C3A C4A -1(2) . . . . ?
C2A C3A C4A C5A 1(3) . . . . ?
C3A C4A C5A C6A 0(3) . . . . ?
C2A C1A C6A C5A 1(2) . . . . ?
Te1 C1A C6A C5A 179.5(12) . . . . ?
C4A C5A C6A C1A -1(2) . . . . ?
Te1 C7A C8A N1A -179.1(9) . . . . ?
Te1 C7A C8A C9A 61.9(16) . . . . ?
C10A O1A C9A O2A -9(2) . . . . ?
C10A O1A C9A C8A 172.5(17) . . . . ?
N1A C8A C9A O2A 30.4(19) . . . . ?
C7A C8A C9A O2A 150.6(15) . . . . ?
N1A C8A C9A O1A -150.9(12) . . . . ?
C7A C8A C9A O1A -30.7(19) . . . . ?
C6B C1B C2B C3B 2(3) . . . . ?
Te2 C1B C2B C3B 177.6(13) . . . . ?
C1B C2B C3B C4B -1(3) . . . . ?
C2B C3B C4B C5B 0(3) . . . . ?
C3B C4B C5B C6B 0(3) . . . . ?
C2B C1B C6B C5B -2(3) . . . . ?
Te2 C1B C6B C5B -177.2(13) . . . . ?
C4B C5B C6B C1B 1(3) . . . . ?
Te2 C7B C8B N1B -169.0(9) . . . . ?
Te2 C7B C8B C9B 73.3(14) . . . . ?
C10B O1B C9B O2B 4(3) . . . . ?
C10B O1B C9B C8B -176(2) . . . . ?
N1B C8B C9B O2B 9.5(18) . . . . ?
C7B C8B C9B O2B 129.8(15) . . . . ?
N1B C8B C9B O1B -170.7(11) . . . . ?
C7B C8B C9B O1B -50.4(16) . . . . ?

_refine_diff_density_max         2.140
_refine_diff_density_min         -2.150
_refine_diff_density_rms         0.226

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2062194'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'C14 H14 O4 Se'
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H14 O4 Se'
_chemical_formula_sum            'C14 H14 O4 Se'
_chemical_formula_weight         325.21

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.41562(5)
_cell_length_b                   8.19270(5)
_cell_length_c                   21.78490(14)
_cell_angle_alpha                90
_cell_angle_beta                 93.5017(6)
_cell_angle_gamma                90
_cell_volume                     1321.049(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14540
_cell_measurement_theta_min      5.7560
_cell_measurement_theta_max      77.1370

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.063
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    3.931
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.50881
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.61a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            23988
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         4.066
_diffrn_reflns_theta_max         77.454
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2814
_reflns_number_gt                2745
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0338P)²+0.9655P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00053(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2814
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0683
_refine_ls_wR_factor_gt          0.0679
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.11729(2) 0.67067(2) 0.62768(2) 0.01847(9) Uani 1 1 d . . . . .
O1 O 0.1090(2) 0.84310(15) 0.59126(7) 0.0261(3) Uani 1 1 d . . . . .
O1A O -0.05612(17) 0.61136(18) 0.66349(6) 0.0270(3) Uani 1 1 d . . . . .
O2 O 0.72918(18) 0.70232(17) 0.82117(6) 0.0257(3) Uani 1 1 d . . . . .
O2A O 0.32436(19) 0.15410(15) 0.44970(6) 0.0235(3) Uani 1 1 d . . . . .
C1 C 0.3147(2) 0.6830(2) 0.68789(8) 0.0190(3) Uani 1 1 d . . . . .
C1A C 0.1762(2) 0.5063(2) 0.57052(8) 0.0192(3) Uani 1 1 d . . . . .
C2 C 0.4616(2) 0.7812(2) 0.67682(8) 0.0206(3) Uani 1 1 d . . . . .
H2 H 0.464455 0.839439 0.640261 0.025 Uiso 1 1 calc R U . . .
C2A C 0.1540(3) 0.3444(2) 0.58715(9) 0.0227(4) Uani 1 1 d . . . . .
H2A H 0.107166 0.318361 0.624569 0.027 Uiso 1 1 calc R U . . .
C3 C 0.6035(2) 0.7914(2) 0.72063(8) 0.0212(3) Uani 1 1 d . . . . .
H3 H 0.702589 0.857178 0.713975 0.025 Uiso 1 1 calc R U . . .
C3A C 0.2021(3) 0.2219(2) 0.54753(8) 0.0217(3) Uani 1 1 d . . . . .
H3A H 0.189250 0.112770 0.558244 0.026 Uiso 1 1 calc R U . . .
C4 C 0.5970(2) 0.7019(2) 0.77517(8) 0.0202(3) Uani 1 1 d . . . . .
C4A C 0.2700(2) 0.2640(2) 0.49136(8) 0.0188(3) Uani 1 1 d . . . . .
C5 C 0.4489(2) 0.6022(2) 0.78536(8) 0.0217(4) Uani 1 1 d . . . . .
H5 H 0.446412 0.542339 0.821574 0.026 Uiso 1 1 calc R U . . .
C5A C 0.2884(3) 0.4277(2) 0.47485(8) 0.0226(4) Uani 1 1 d . . . . .
H5A H 0.331656 0.454454 0.436953 0.027 Uiso 1 1 calc R U . . .
C6 C 0.3062(2) 0.5924(2) 0.74175(8) 0.0208(3) Uani 1 1 d . . . . .
H6 H 0.206686 0.526877 0.748178 0.025 Uiso 1 1 calc R U . . .
C6A C 0.2424(2) 0.5495(2) 0.51464(8) 0.0221(4) Uani 1 1 d . . . . .
H6A H 0.255676 0.658751 0.504197 0.027 Uiso 1 1 calc R U . . .
C7 C 0.8812(3) 0.8079(3) 0.81462(10) 0.0295(4) Uani 1 1 d . . . . .
H7A H 0.939885 0.779100 0.778070 0.044 Uiso 1 1 calc R U . . .
H7B H 0.964752 0.796161 0.849762 0.044 Uiso 1 1 calc R U . . .
H7C H 0.840541 0.919019 0.811646 0.044 Uiso 1 1 calc R U . . .
C7A C 0.2806(3) -0.0140(2) 0.45979(9) 0.0258(4) Uani 1 1 d . . . . .
H7AA H 0.315607 -0.078311 0.425653 0.039 Uiso 1 1 calc R U . . .
H7AB H 0.152814 -0.024553 0.463625 0.039 Uiso 1 1 calc R U . . .
H7AC H 0.343987 -0.051663 0.496848 0.039 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 O1A 1.6189(13) . ?
Se1 O1 1.6195(13) . ?
Se1 C1A 1.9028(17) . ?
Se1 C1 1.9078(19) . ?
O2 C4 1.358(2) . ?
O2 C7 1.435(2) . ?
O2A C4A 1.357(2) . ?
O2A C7A 1.435(2) . ?
C1 C2 1.387(2) . ?
C1 C6 1.393(2) . ?
C1A C6A 1.386(2) . ?
C1A C2A 1.388(2) . ?
C2 C3 1.379(3) . ?
C2 H2 0.9300 . ?
C2A C3A 1.385(3) . ?
C2A H2A 0.9300 . ?
C3 C4 1.399(2) . ?
C3 H3 0.9300 . ?
C3A C4A 1.395(2) . ?
C3A H3A 0.9300 . ?
C4 C5 1.398(3) . ?
C4A C5A 1.397(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9300 . ?
C5A C6A 1.379(3) . ?
C5A H5A 0.9300 . ?
C6 H6 0.9300 . ?
C6A H6A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C7A H7AA 0.9600 . ?
C7A H7AB 0.9600 . ?
C7A H7AC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1A Se1 O1 119.37(7) . . ?
O1A Se1 C1A 108.89(7) . . ?
O1 Se1 C1A 107.47(7) . . ?
O1A Se1 C1 106.46(7) . . ?
O1 Se1 C1 107.17(7) . . ?
C1A Se1 C1 106.86(7) . . ?
C4 O2 C7 117.63(15) . . ?
C4A O2A C7A 117.07(14) . . ?
C2 C1 C6 122.13(17) . . ?
C2 C1 Se1 119.28(13) . . ?
C6 C1 Se1 118.59(13) . . ?
C6A C1A C2A 121.84(16) . . ?
C6A C1A Se1 120.11(13) . . ?
C2A C1A Se1 118.04(13) . . ?
C3 C2 C1 119.27(16) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C3A C2A C1A 119.41(17) . . ?
C3A C2A H2A 120.3 . . ?
C1A C2A H2A 120.3 . . ?
C2 C3 C4 119.46(17) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C2A C3A C4A 119.21(17) . . ?
C2A C3A H3A 120.4 . . ?
C4A C3A H3A 120.4 . . ?
O2 C4 C5 115.01(16) . . ?
O2 C4 C3 124.40(17) . . ?
C5 C4 C3 120.59(17) . . ?
O2A C4A C3A 124.08(16) . . ?
O2A C4A C5A 115.27(15) . . ?
C3A C4A C5A 120.64(16) . . ?
C6 C5 C4 120.09(16) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6A C5A C4A 120.09(16) . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C5 C6 C1 118.45(16) . . ?
C5 C6 H6 120.8 . . ?
C1 C6 H6 120.8 . . ?
C5A C6A C1A 118.80(17) . . ?
C5A C6A H6A 120.6 . . ?
C1A C6A H6A 120.6 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
O2A C7A H7AA 109.5 . . ?
O2A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
O2A C7A H7AC 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.7(3) . . . . ?
Se1 C1 C2 C3 179.32(13) . . . . ?
C6A C1A C2A C3A 1.2(3) . . . . ?
Se1 C1A C2A C3A -177.58(14) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1A C2A C3A C4A -0.7(3) . . . . ?
C7 O2 C4 C5 -177.31(16) . . . . ?
C7 O2 C4 C3 3.3(3) . . . . ?
C2 C3 C4 O2 179.68(16) . . . . ?
C2 C3 C4 C5 0.3(3) . . . . ?
C7A O2A C4A C3A 10.9(2) . . . . ?
C7A O2A C4A C5A -169.92(16) . . . . ?
C2A C3A C4A O2A 178.71(17) . . . . ?
C2A C3A C4A C5A -0.4(3) . . . . ?
O2 C4 C5 C6 179.89(16) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
O2A C4A C5A C6A -178.01(16) . . . . ?
C3A C4A C5A C6A 1.2(3) . . . . ?
C4 C5 C6 C1 0.4(3) . . . . ?
C2 C1 C6 C5 0.3(3) . . . . ?
Se1 C1 C6 C5 -179.68(13) . . . . ?
C4A C5A C6A C1A -0.8(3) . . . . ?
C2A C1A C6A C5A -0.4(3) . . . . ?
Se1 C1A C6A C5A 178.32(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O2A 0.93 2.58 3.306(2) 135.0 3_666 yes
C3A H3A O1 0.93 2.41 3.331(2) 170.8 1_545 yes
C5 H5 O1 0.93 2.56 3.472(2) 168.3 2_546 yes
C7A H7AA O2 0.96 2.54 3.392(2) 148.1 4_565 yes

_refine_diff_density_max         0.719
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.070

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2062219'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            'C16 H18 O2 Se'
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 O2 Se'
_chemical_formula_sum            'C16 H18 O2 Se'
_chemical_formula_weight         321.26

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'
O O 0.0106 0.0060 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8964(16)
_cell_length_b                   8.4010(17)
_cell_length_c                   11.588(2)
_cell_angle_alpha                92.16(3)
_cell_angle_beta                 96.22(3)
_cell_angle_gamma                106.84(3)
_cell_volume                     729.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16202
_cell_measurement_theta_min      3.8230
_cell_measurement_theta_max      77.1250

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_F_000             328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.032
_exptl_absorpt_coefficient_mu    2.569
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.36056
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.61a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            22156
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_av_R_equivalents  0.1405
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.772
_diffrn_reflns_theta_max         26.734
_diffrn_reflns_theta_full        26.734
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3081
_reflns_number_gt                3020
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.61a (Rigaku OD, 2019)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0728P)²+0.4915P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3081
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1203
_refine_ls_wR_factor_gt          0.1197
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.12533(3) 0.22362(3) 0.24181(2) 0.02539(14) Uani 1 1 d . . . . .
O1 O -0.0632(3) 0.1479(3) 0.15974(18) 0.0317(4) Uani 1 1 d . . . . .
O1A O 0.1604(3) 0.3993(2) 0.31671(19) 0.0344(5) Uani 1 1 d . . . . .
C1 C 0.3093(4) 0.2476(3) 0.1446(2) 0.0229(5) Uani 1 1 d . . . . .
C1A C 0.1536(4) 0.0602(3) 0.3467(2) 0.0214(5) Uani 1 1 d . . . . .
C2 C 0.2794(4) 0.1395(3) 0.0461(2) 0.0265(5) Uani 1 1 d . . . . .
H2 H 0.168(5) 0.055(4) 0.026(3) 0.021(7) Uiso 1 1 d . . . . .
C2A C 0.0921(4) -0.1063(3) 0.3057(2) 0.0242(5) Uani 1 1 d . . . . .
H2A H 0.024(6) -0.141(5) 0.229(3) 0.034(9) Uiso 1 1 d . . . . .
C3 C 0.4158(4) 0.1574(4) -0.0222(2) 0.0286(6) Uani 1 1 d . . . . .
H3 H 0.403(6) 0.079(5) -0.093(3) 0.037(10) Uiso 1 1 d . . . . .
C3A C 0.1257(4) -0.2229(3) 0.3797(2) 0.0284(6) Uani 1 1 d . . . . .
H3A H 0.090(5) -0.335(5) 0.355(3) 0.034(9) Uiso 1 1 d . . . . .
C4 C 0.5789(4) 0.2801(4) 0.0062(2) 0.0276(6) Uani 1 1 d . . . . .
C4A C 0.2165(4) -0.1746(4) 0.4910(2) 0.0290(6) Uani 1 1 d . . . . .
C5 C 0.6068(4) 0.3889(3) 0.1063(2) 0.0252(5) Uani 1 1 d . . . . .
C5A C 0.2734(4) -0.0060(4) 0.5316(2) 0.0290(6) Uani 1 1 d . . . . .
C6 C 0.4698(4) 0.3720(3) 0.1751(2) 0.0241(5) Uani 1 1 d . . . . .
H6 H 0.486(5) 0.453(4) 0.245(3) 0.021(8) Uiso 1 1 d . . . . .
C6A C 0.2412(4) 0.1133(3) 0.4577(2) 0.0254(5) Uani 1 1 d . . . . .
H6A H 0.284(4) 0.237(4) 0.486(3) 0.018(7) Uiso 1 1 d . . . . .
C7 C 0.7257(5) 0.2941(5) -0.0701(3) 0.0374(7) Uani 1 1 d . . . . .
H7A H 0.824(7) 0.274(5) -0.031(4) 0.044(11) Uiso 1 1 d . . . . .
H7B H 0.686(8) 0.203(7) -0.133(5) 0.070(15) Uiso 1 1 d . . . . .
H7C H 0.759(7) 0.394(6) -0.101(4) 0.058(13) Uiso 1 1 d . . . . .
C7A C 0.2535(5) -0.3065(5) 0.5665(3) 0.0404(7) Uani 1 1 d . . . . .
H7AA H 0.373(6) -0.280(5) 0.586(3) 0.036(10) Uiso 1 1 d . . . . .
H7AB H 0.212(7) -0.298(6) 0.637(5) 0.062(14) Uiso 1 1 d . . . . .
H7AC H 0.218(8) -0.405(7) 0.531(5) 0.065(15) Uiso 1 1 d . . . . .
C8 C 0.7808(5) 0.5216(4) 0.1397(3) 0.0349(7) Uani 1 1 d . . . . .
H8A H 0.764(7) 0.585(6) 0.205(4) 0.059(13) Uiso 1 1 d . . . . .
H8B H 0.821(6) 0.598(6) 0.080(4) 0.048(11) Uiso 1 1 d . . . . .
H8C H 0.881(7) 0.481(6) 0.156(4) 0.055(12) Uiso 1 1 d . . . . .
C8A C 0.3700(5) 0.0491(5) 0.6523(3) 0.0391(7) Uani 1 1 d . . . . .
H8AA H 0.479(7) 0.018(6) 0.668(4) 0.050(12) Uiso 1 1 d . . . . .
H8AB H 0.413(7) 0.170(6) 0.669(4) 0.058(13) Uiso 1 1 d . . . . .
H8AC H 0.284(8) 0.007(7) 0.716(5) 0.070(16) 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
Se1 O1A 1.620(2) . ?
Se1 O1 1.620(2) . ?
Se1 C1 1.903(3) . ?
Se1 C1A 1.913(2) . ?
C1 C2 1.386(4) . ?
C1 C6 1.389(4) . ?
C1A C6A 1.385(4) . ?
C1A C2A 1.387(4) . ?
C2 C3 1.381(4) . ?
C2 H2 0.95(4) . ?
C2A C3A 1.390(4) . ?
C2A H2A 0.97(4) . ?
C3 C4 1.394(4) . ?
C3 H3 1.01(4) . ?
C3A C4A 1.391(4) . ?
C3A H3A 0.92(4) . ?
C4 C5 1.406(4) . ?
C4 C7 1.514(4) . ?
C4A C5A 1.401(4) . ?
C4A C7A 1.512(4) . ?
C5 C6 1.391(4) . ?
C5 C8 1.498(4) . ?
C5A C6A 1.402(4) . ?
C5A C8A 1.506(4) . ?
C6 H6 1.01(3) . ?
C6A H6A 1.02(3) . ?
C7 H7A 0.92(5) . ?
C7 H7B 0.99(6) . ?
C7 H7C 0.90(5) . ?
C7A H7AA 0.91(5) . ?
C7A H7AB 0.92(5) . ?
C7A H7AC 0.87(6) . ?
C8 H8A 0.95(5) . ?
C8 H8B 0.98(5) . ?
C8 H8C 0.95(5) . ?
C8A H8AA 0.97(5) . ?
C8A H8AB 0.98(5) . ?
C8A H8AC 1.06(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
O1A Se1 O1 118.37(12) . . ?
O1A Se1 C1 108.19(12) . . ?
O1 Se1 C1 107.30(11) . . ?
O1A Se1 C1A 108.35(11) . . ?
O1 Se1 C1A 108.19(11) . . ?
C1 Se1 C1A 105.75(11) . . ?
C2 C1 C6 122.1(3) . . ?
C2 C1 Se1 118.9(2) . . ?
C6 C1 Se1 119.0(2) . . ?
C6A C1A C2A 123.1(2) . . ?
C6A C1A Se1 118.80(19) . . ?
C2A C1A Se1 118.02(19) . . ?
C3 C2 C1 118.0(3) . . ?
C3 C2 H2 121(2) . . ?
C1 C2 H2 121(2) . . ?
C1A C2A C3A 117.5(2) . . ?
C1A C2A H2A 121(2) . . ?
C3A C2A H2A 121(2) . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 121(2) . . ?
C4 C3 H3 117(2) . . ?
C2A C3A C4A 121.2(3) . . ?
C2A C3A H3A 120(2) . . ?
C4A C3A H3A 118(2) . . ?
C3 C4 C5 119.8(3) . . ?
C3 C4 C7 119.8(3) . . ?
C5 C4 C7 120.4(3) . . ?
C3A C4A C5A 120.2(3) . . ?
C3A C4A C7A 118.9(3) . . ?
C5A C4A C7A 120.9(3) . . ?
C6 C5 C4 119.0(3) . . ?
C6 C5 C8 119.8(3) . . ?
C4 C5 C8 121.2(3) . . ?
C4A C5A C6A 119.2(3) . . ?
C4A C5A C8A 121.2(3) . . ?
C6A C5A C8A 119.6(3) . . ?
C1 C6 C5 119.6(2) . . ?
C1 C6 H6 120(2) . . ?
C5 C6 H6 120(2) . . ?
C1A C6A C5A 118.7(2) . . ?
C1A C6A H6A 121.3(17) . . ?
C5A C6A H6A 120.1(17) . . ?
C4 C7 H7A 112(3) . . ?
C4 C7 H7B 109(3) . . ?
H7A C7 H7B 103(4) . . ?
C4 C7 H7C 112(3) . . ?
H7A C7 H7C 109(4) . . ?
H7B C7 H7C 111(4) . . ?
C4A C7A H7AA 108(2) . . ?
C4A C7A H7AB 110(3) . . ?
H7AA C7A H7AB 103(4) . . ?
C4A C7A H7AC 113(4) . . ?
H7AA C7A H7AC 108(4) . . ?
H7AB C7A H7AC 115(5) . . ?
C5 C8 H8A 106(3) . . ?
C5 C8 H8B 116(3) . . ?
H8A C8 H8B 108(4) . . ?
C5 C8 H8C 115(3) . . ?
H8A C8 H8C 112(4) . . ?
H8B C8 H8C 101(4) . . ?
C5A C8A H8AA 114(3) . . ?
C5A C8A H8AB 115(3) . . ?
H8AA C8A H8AB 102(4) . . ?
C5A C8A H8AC 111(3) . . ?
H8AA C8A H8AC 111(4) . . ?
H8AB C8A H8AC 104(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
C6 C1 C2 C3 0.5(4) . . . . ?
Se1 C1 C2 C3 -179.01(19) . . . . ?
C6A C1A C2A C3A -1.8(4) . . . . ?
Se1 C1A C2A C3A 175.1(2) . . . . ?
C1 C2 C3 C4 0.0(4) . . . . ?
C1A C2A C3A C4A 0.4(4) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C3 C4 C7 179.2(3) . . . . ?
C2A C3A C4A C5A 1.1(5) . . . . ?
C2A C3A C4A C7A -178.4(3) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C7 C4 C5 C6 -179.5(2) . . . . ?
C3 C4 C5 C8 179.7(3) . . . . ?
C7 C4 C5 C8 0.5(4) . . . . ?
C3A C4A C5A C6A -1.4(4) . . . . ?
C7A C4A C5A C6A 178.1(3) . . . . ?
C3A C4A C5A C8A 179.3(3) . . . . ?
C7A C4A C5A C8A -1.2(5) . . . . ?
C2 C1 C6 C5 -0.8(4) . . . . ?
Se1 C1 C6 C5 178.69(18) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
C8 C5 C6 C1 -179.3(2) . . . . ?
C2A C1A C6A C5A 1.5(4) . . . . ?
Se1 C1A C6A C5A -175.3(2) . . . . ?
C4A C5A C6A C1A 0.1(4) . . . . ?
C8A C5A C6A C1A 179.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 O1 0.95(4) 2.59(3) 3.276(4) 129(2) 2 yes

_refine_diff_density_max         0.993
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.112

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2062388'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H13 Cl N O2 Te, Cl, H2 O'
_chemical_formula_sum            'C10 H15 Cl2 N O3 Te'
_chemical_formula_weight         395.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   32.234(6)
_cell_length_b                   5.6150(11)
_cell_length_c                   7.6100(15)
_cell_angle_alpha                90
_cell_angle_beta                 100.28(3)
_cell_angle_gamma                90
_cell_volume                     1355.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2559
_cell_measurement_theta_min      2
_cell_measurement_theta_max      26

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    2.585
_shelx_estimated_absorpt_T_min   0.698
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.741
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8390
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_av_R_equivalents  0.0624
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.284
_diffrn_reflns_theta_max         26.016
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_full 0.955
_reflns_number_total             2559
_reflns_number_gt                2536
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_max     0.936
_reflns_Friedel_fraction_full    0.931

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Apex 3 (Bruker, 2015)'
_computing_cell_refinement       'Apex 3 (Bruker, 2015)'
_computing_data_reduction        'Apex 3 (Bruker, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0213P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.040(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         2559
_refine_ls_number_parameters     163
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0281
_refine_ls_wR_factor_ref         0.0664
_refine_ls_wR_factor_gt          0.0664
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Te1 Te 0.37739(2) 0.59126(8) 0.51758(3) 0.01273(12) Uani 1 1 d . . . . .
Cl1 Cl 0.37651(5) 0.2441(3) 0.71532(15) 0.0217(3) Uani 1 1 d . . . . .
Cl2 Cl 0.53188(5) 0.6789(3) 0.26895(17) 0.0217(3) Uani 1 1 d . . . . .
O1 O 0.38108(13) 0.8406(7) 0.3047(4) 0.0171(8) Uani 1 1 d . . . . .
O2 O 0.41463(14) 0.8999(8) 0.0763(5) 0.0237(9) Uani 1 1 d . . . . .
O3 O 0.500000 1.1067(19) 0.500000 0.0496(18) Uani 1 2 d DS T P . .
H3W1 H 0.507(3) 1.015(5) 0.426(8) 0.074 Uiso 1 1 d D U . . .
O4 O 0.500000 1.1018(14) 0.000000 0.0226(10) Uani 1 2 d DS T P . .
H4W1 H 0.5127(18) 1.011(4) 0.076(5) 0.034 Uiso 1 1 d D U . . .
N1 N 0.44603(16) 0.4466(9) 0.0947(6) 0.0195(10) Uani 1 1 d . . . . .
H1A H 0.443028 0.524302 -0.011736 0.023 Uiso 1 1 calc R U . . .
H1B H 0.447458 0.286992 0.076059 0.023 Uiso 1 1 calc R U . . .
H1C H 0.470122 0.496108 0.166695 0.023 Uiso 1 1 calc R U . . .
C1 C 0.40238(19) 0.7696(11) 0.1823(6) 0.0148(11) Uani 1 1 d . . . . .
C2 C 0.40934(18) 0.4996(11) 0.1815(6) 0.0140(11) Uani 1 1 d . . . . .
H2 H 0.383806 0.425060 0.108158 0.017 Uiso 1 1 calc R U . . .
C3 C 0.41517(17) 0.3939(10) 0.3676(6) 0.0152(10) Uani 1 1 d . . . . .
H3A H 0.445190 0.402849 0.425390 0.018 Uiso 1 1 calc R U . . .
H3B H 0.406492 0.224518 0.361232 0.018 Uiso 1 1 calc R U . . .
C4 C 0.31752(17) 0.4899(10) 0.3748(6) 0.0132(10) Uani 1 1 d . . . . .
C5 C 0.31070(18) 0.2752(11) 0.2825(6) 0.0176(11) Uani 1 1 d . . . . .
H5 H 0.333498 0.169542 0.277899 0.021 Uiso 1 1 calc R U . . .
C6 C 0.27040(19) 0.2177(11) 0.1976(6) 0.0165(11) Uani 1 1 d . . . . .
H6 H 0.265822 0.071618 0.134078 0.020 Uiso 1 1 calc R U . . .
C7 C 0.23606(17) 0.3695(10) 0.2029(6) 0.0165(11) Uani 1 1 d . . . . .
C8 C 0.24358(16) 0.5815(14) 0.2960(5) 0.0171(9) Uani 1 1 d . . . . .
H8 H 0.220816 0.687072 0.301430 0.020 Uiso 1 1 calc R U . . .
C9 C 0.28412(19) 0.6424(9) 0.3818(6) 0.0166(13) Uani 1 1 d . . . . .
H9 H 0.288799 0.788547 0.445047 0.020 Uiso 1 1 calc R U . . .
C10 C 0.19251(19) 0.2972(12) 0.1122(6) 0.0219(12) Uani 1 1 d . . . . .
H10A H 0.181749 0.172856 0.182532 0.033 Uiso 1 1 calc R U . . .
H10B H 0.193679 0.235849 -0.007422 0.033 Uiso 1 1 calc R U . . .
H10C H 0.173740 0.435686 0.102309 0.033 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Te1 C4 2.117(5) . ?
Te1 C3 2.124(5) . ?
Te1 O1 2.161(4) . ?
Te1 Cl1 2.4659(14) . ?
O1 C1 1.314(7) . ?
O2 C1 1.207(7) . ?
O3 H3W1 0.827(14) . ?
O3 H3W1 0.827(14) 2_656 ?
O4 H4W1 0.824(14) . ?
O4 H4W1 0.824(14) 2_655 ?
N1 C2 1.484(7) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 H1C 0.9100 . ?
C1 C2 1.533(9) . ?
C2 C3 1.516(6) . ?
C2 H2 1.0000 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.384(8) . ?
C4 C5 1.393(8) . ?
C5 C6 1.382(8) . ?
C5 H5 0.9500 . ?
C6 C7 1.403(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(9) . ?
C7 C10 1.506(8) . ?
C8 C9 1.395(8) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 Te1 C3 98.1(2) . . ?
C4 Te1 O1 87.50(18) . . ?
C3 Te1 O1 79.73(17) . . ?
C4 Te1 Cl1 89.54(15) . . ?
C3 Te1 Cl1 89.17(15) . . ?
O1 Te1 Cl1 167.98(10) . . ?
C1 O1 Te1 116.1(3) . . ?
H3W1 O3 H3W1 103(3) . 2_656 ?
H4W1 O4 H4W1 104(3) . 2_655 ?
C2 N1 H1A 109.5 . . ?
C2 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C2 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
O2 C1 O1 124.4(6) . . ?
O2 C1 C2 122.1(5) . . ?
O1 C1 C2 113.5(5) . . ?
N1 C2 C3 111.2(5) . . ?
N1 C2 C1 109.2(5) . . ?
C3 C2 C1 112.2(5) . . ?
N1 C2 H2 108.1 . . ?
C3 C2 H2 108.1 . . ?
C1 C2 H2 108.1 . . ?
C2 C3 Te1 108.1(4) . . ?
C2 C3 H3A 110.1 . . ?
Te1 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
Te1 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
C9 C4 C5 120.1(5) . . ?
C9 C4 Te1 117.3(4) . . ?
C5 C4 Te1 122.6(4) . . ?
C6 C5 C4 119.3(5) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.7(5) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C8 C7 C6 118.1(5) . . ?
C8 C7 C10 122.0(5) . . ?
C6 C7 C10 119.9(5) . . ?
C7 C8 C9 120.9(5) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C4 C9 C8 120.0(5) . . ?
C4 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

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
Te1 O1 C1 O2 -164.5(5) . . . . ?
Te1 O1 C1 C2 17.4(6) . . . . ?
O2 C1 C2 N1 23.7(8) . . . . ?
O1 C1 C2 N1 -158.2(4) . . . . ?
O2 C1 C2 C3 147.4(5) . . . . ?
O1 C1 C2 C3 -34.5(7) . . . . ?
N1 C2 C3 Te1 156.1(4) . . . . ?
C1 C2 C3 Te1 33.5(6) . . . . ?
C9 C4 C5 C6 0.4(7) . . . . ?
Te1 C4 C5 C6 177.7(4) . . . . ?
C4 C5 C6 C7 -0.4(8) . . . . ?
C5 C6 C7 C8 0.2(8) . . . . ?
C5 C6 C7 C10 -178.6(5) . . . . ?
C6 C7 C8 C9 0.0(7) . . . . ?
C10 C7 C8 C9 178.8(5) . . . . ?
C5 C4 C9 C8 -0.2(7) . . . . ?
Te1 C4 C9 C8 -177.6(4) . . . . ?
C7 C8 C9 C4 0.0(8) . . . . ?

_refine_diff_density_max         0.883
_refine_diff_density_min         -0.978
_refine_diff_density_rms         0.172

####################################################################### 
# 
# 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_cc
_database_code_depnum_ccdc_archive 'CCDC 2062215'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_chemical_formula_moiety         'C18 H22 O2 Se'
_chemical_formula_sum            'C18 H22 O2 Se'
_chemical_formula_weight         349.33
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_Int_Tables_number      15
_cell_length_a                   13.144(3)
_cell_length_b                   9.1631(18)
_cell_length_c                   13.270(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.61(3)
_cell_angle_gamma                90
_cell_volume                     1559.8(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11173
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.0930
_cell_measurement_theta_min      5.9050
_exptl_absorpt_coefficient_mu    2.410
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4875
_exptl_crystal_description       block
_exptl_crystal_F_000             719.9666
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12888
_diffrn_reflns_theta_full        26.7383
_diffrn_reflns_theta_max         26.74
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9958
_diffrn_measured_fraction_theta_max 0.9958
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                1654
_reflns_number_total             1655
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.6721
_refine_diff_density_min         -0.5910
_refine_diff_density_rms         0.0996
_refine_ls_d_res_high            0.7898
_refine_ls_d_res_low             6.8482
_refine_ls_goodness_of_fit_ref   1.0252
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    16
_refine_ls_number_parameters     99
_refine_ls_number_reflns         1655
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.0252
_refine_ls_shift/su_max          0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0517P)²+7.6745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.0943
_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:
 C3(H3), C5(H5)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c)
;
_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_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Se1 Se 0.5 0.03742(4) 0.25 0.01698(15) Uani 1.000000 2 S T P
O1 O 0.60502(18) -0.0576(3) 0.28192(19) 0.0310(5) Uani 1.000000 1 . . .
C1 C 0.51882(19) 0.1640(3) 0.13714(18) 0.0135(5) Uani 1.000000 1 . . .
C2 C 0.61102(19) 0.2475(3) 0.15497(19) 0.0154(5) Uani 1.000000 1 . . .
C3 C 0.6312(2) 0.3295(3) 0.0736(2) 0.0183(5) Uani 1.000000 1 . . .
H3 H 0.6924(2) 0.3879(3) 0.0847(2) 0.0220(6) Uiso 1.000000 1 R . .
C4 C 0.5647(2) 0.3290(3) -0.0237(2) 0.0187(5) Uani 1.000000 1 . . .
C5 C 0.4742(2) 0.2455(3) -0.0378(2) 0.0171(5) Uani 1.000000 1 . . .
H5 H 0.4276(2) 0.2465(3) -0.1035(2) 0.0205(6) Uiso 1.000000 1 R . .
C6 C 0.44923(19) 0.1606(3) 0.04043(19) 0.0145(5) Uani 1.000000 1 . . .
C7 C 0.6896(2) 0.2520(3) 0.2570(2) 0.0199(5) Uani 1.000000 1 . . .
H7a H 0.7441(10) 0.3235(18) 0.2530(6) 0.0299(8) Uiso 1.000000 1 GR . .
H7b H 0.6545(4) 0.280(2) 0.3121(3) 0.0299(8) Uiso 1.000000 1 GR . .
H7c H 0.7212(13) 0.1553(7) 0.2721(9) 0.0299(8) Uiso 1.000000 1 GR . .
C8 C 0.5900(2) 0.4143(4) -0.1117(2) 0.0270(6) Uani 1.000000 1 . . .
H8a H 0.6623(6) 0.449(2) -0.0926(8) 0.0404(9) Uiso 1.000000 1 GR . .
H8b H 0.5814(19) 0.3517(8) -0.1728(6) 0.0404(9) Uiso 1.000000 1 GR . .
H8c H 0.5430(13) 0.4983(16) -0.1270(13) 0.0404(9) Uiso 1.000000 1 GR . .
C9 C 0.3502(2) 0.0718(3) 0.0133(2) 0.0182(5) Uani 1.000000 1 . . .
H9a H 0.3224(10) 0.076(2) -0.0614(3) 0.0273(8) Uiso 1.000000 1 GR . .
H9b H 0.3653(4) -0.0298(6) 0.0345(16) 0.0273(8) Uiso 1.000000 1 GR . .
H9c H 0.2987(6) 0.1118(15) 0.0493(14) 0.0273(8) Uiso 1.000000 1 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
Se1 O1 1.609(2) . ?
Se1 O1 1.609(2) 2_655 ?
Se1 C1 1.952(2) . ?
Se1 C1 1.952(2) 2_655 ?
C1 C2 1.409(3) . ?
C1 C6 1.404(3) . ?
C2 C3 1.388(4) . ?
C2 C7 1.514(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(4) . ?
C4 C5 1.391(4) . ?
C4 C8 1.503(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(4) . ?
C6 C9 1.510(3) . ?
C7 H7a 0.9800 . ?
C7 H7b 0.9800 . ?
C7 H7c 0.9800 . ?
C8 H8a 0.9800 . ?
C8 H8b 0.9800 . ?
C8 H8c 0.9800 . ?
C9 H9a 0.9800 . ?
C9 H9b 0.9800 . ?
C9 H9c 0.9800 . ?

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
O1 Se1 O1 114.49(17) 2_655 . ?
C1 Se1 O1 106.16(11) 2_655 2_655 ?
C1 Se1 O1 106.16(11) . . ?
C1 Se1 O1 111.38(11) 2_655 . ?
C1 Se1 O1 111.38(11) . 2_655 ?
C1 Se1 C1 107.10(14) . 2_655 ?
C2 C1 Se1 116.25(18) . 2_655 ?
C6 C1 Se1 121.43(18) . 2_655 ?
C6 C1 C2 122.0(2) . . ?
C3 C2 C1 117.9(2) . . ?
C7 C2 C1 124.0(2) . . ?
C7 C2 C3 118.2(2) . . ?
H3 C3 C2 118.97(15) . . ?
C4 C3 C2 122.1(2) . . ?
C4 C3 H3 118.97(15) . . ?
C5 C4 C3 118.2(2) . . ?
C8 C4 C3 121.2(2) . . ?
C8 C4 C5 120.6(2) . . ?
H5 C5 C4 118.67(15) . . ?
C6 C5 C4 122.7(2) . . ?
C6 C5 H5 118.67(15) . . ?
C5 C6 C1 117.1(2) . . ?
C9 C6 C1 125.8(2) . . ?
C9 C6 C5 117.0(2) . . ?
H7a C7 C2 109.5 . . ?
H7b C7 C2 109.5 . . ?
H7b C7 H7a 109.5 . . ?
H7c C7 C2 109.5 . . ?
H7c C7 H7a 109.5 . . ?
H7c C7 H7b 109.5 . . ?
H8a C8 C4 109.5 . . ?
H8b C8 C4 109.5 . . ?
H8b C8 H8a 109.5 . . ?
H8c C8 C4 109.5 . . ?
H8c C8 H8a 109.5 . . ?
H8c C8 H8b 109.5 . . ?
H9a C9 C6 109.5 . . ?
H9b C9 C6 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 C6 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?


_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_1253
_database_code_depnum_ccdc_archive 'CCDC 2062216'
loop_
_audit_author_name
_audit_author_address
'Abhishek Tripathi'
;Indian institute of technology, Bombay
India
;
_audit_update_record             
;
2021-09-28 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-02-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_chemical_formula_moiety         'C14 H14 O2 Se'
_chemical_formula_sum            'C14 H14 O2 Se'
_chemical_formula_weight         293.225
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.9483(4)
_cell_length_b                   14.4494(5)
_cell_length_c                   9.9106(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.301(4)
_cell_angle_gamma                90
_cell_volume                     1229.90(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5404
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      31.8330
_cell_measurement_theta_min      3.5330
_exptl_absorpt_coefficient_mu    3.039
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_description       block
_exptl_crystal_F_000             592.177
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.9978
_diffrn_reflns_Laue_measured_fraction_max 0.8101
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13287
_diffrn_reflns_point_group_measured_fraction_full 0.9978
_diffrn_reflns_point_group_measured_fraction_max 0.8101
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         32.10
_diffrn_reflns_theta_min         3.54
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9978
_diffrn_measured_fraction_theta_max 0.8101
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.00  37.00   0.50    4.00    --    7.72 -92.00-143.00  156
  2  ω    -32.00  -7.00   0.50    4.00    --   -8.65 -92.00-143.00   50
  3  ω    -34.00  20.00   0.50    4.00    --   -8.65  92.00 -30.00  108
  4  ω    -23.00  21.00   0.50    4.00    --    7.72 -99.00 150.00   88
  5  ω    -23.00  24.00   0.50    4.00    --   -8.65 -99.00   0.00   94
  6  ω    -12.00  20.00   0.50    4.00    --   -8.65 -99.00 -90.00   64
  7  ω    -23.00  23.00   0.50    4.00    --   -8.65 -99.00  60.00   92
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0301029000
_diffrn_orient_matrix_UB_12      0.0024407000
_diffrn_orient_matrix_UB_13      0.0741774000
_diffrn_orient_matrix_UB_21      -0.0289375000
_diffrn_orient_matrix_UB_22      -0.0450593000
_diffrn_orient_matrix_UB_23      0.0059807000
_diffrn_orient_matrix_UB_31      0.0712722000
_diffrn_orient_matrix_UB_32      -0.0193086000
_diffrn_orient_matrix_UB_33      -0.0046408000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              12
_reflns_limit_h_min              -13
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2657
_reflns_number_total             3493
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.82
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.6821
_refine_diff_density_min         -0.7190
_refine_diff_density_rms         0.1660
_refine_ls_d_res_high            0.6688
_refine_ls_d_res_low             5.7534
_refine_ls_goodness_of_fit_ref   1.0063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3493
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.0063
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+0.2471P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0880
_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:
 C006(H006), C007(H007), C008(H008), C009(H009), C00A(H00A), C00B(H00B),
 C00E(H00E), C00G(H00G)
2.b Idealised Me refined as rotating group:
 C00F(H00c,H00d,H00f), C00H(H00h,H00i,H00j)
;
_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
Se1 Se 0.26815(2) 0.466982(15) 0.71154(2) 0.01703(9) Uani 1.000000 .
O1 O 0.13590(19) 0.40821(12) 0.59748(19) 0.0237(4) Uani 1.000000 .
O2 O 0.41331(19) 0.41057(12) 0.81264(18) 0.0228(4) Uani 1.000000 .
C1 C 0.3489(3) 0.55822(16) 0.6124(3) 0.0170(5) Uani 1.000000 .
C2 C 0.5096(3) 0.56769(17) 0.6385(3) 0.0190(5) Uani 1.000000 .
H006 H 0.5779(3) 0.53007(17) 0.7038(3) 0.0228(6) Uiso 1.000000 R
C3 C 0.5646(3) 0.63448(17) 0.5649(3) 0.0206(5) Uani 1.000000 .
H009 H 0.6714(3) 0.64136(17) 0.5805(3) 0.0248(6) Uiso 1.000000 R
C4 C 0.4633(3) 0.69199(16) 0.4673(3) 0.0204(5) Uani 1.000000 .
C5 C 0.3032(3) 0.68024(17) 0.4447(3) 0.0215(5) Uani 1.000000 .
H00A H 0.2347(3) 0.71846(17) 0.3807(3) 0.0259(6) Uiso 1.000000 R
C6 C 0.2441(3) 0.61317(17) 0.5151(3) 0.0202(5) Uani 1.000000 .
H008 H 0.1373(3) 0.60507(17) 0.4978(3) 0.0242(6) Uiso 1.000000 R
C7 C 0.5228(3) 0.76500(18) 0.3886(3) 0.0268(6) Uani 1.000000 .
H00c H 0.549(2) 0.8194(5) 0.4460(8) 0.0402(9) Uiso 1.000000 GR
H00d H 0.6137(13) 0.7425(5) 0.3658(18) 0.0402(9) Uiso 1.000000 GR
H00f H 0.4437(8) 0.7799(10) 0.3037(10) 0.0402(9) Uiso 1.000000 GR
C8 C 0.1691(3) 0.53486(15) 0.8283(3) 0.0176(5) Uani 1.000000 .
C9 C 0.2554(3) 0.55406(17) 0.9643(3) 0.0221(5) Uani 1.000000 .
H007 H 0.3573(3) 0.53305(17) 0.9984(3) 0.0266(6) Uiso 1.000000 R
C10 C 0.1866(3) 0.60537(18) 1.0488(3) 0.0237(5) Uani 1.000000 .
H00E H 0.2429(3) 0.61844(18) 1.1409(3) 0.0285(6) Uiso 1.000000 R
C11 C 0.0342(3) 0.63778(16) 0.9980(3) 0.0216(5) Uani 1.000000 .
C12 C -0.0482(3) 0.61670(18) 0.8613(3) 0.0248(5) Uani 1.000000 .
H00G H -0.1501(3) 0.63761(18) 0.8268(3) 0.0297(6) Uiso 1.000000 R
C13 C 0.0172(3) 0.56517(18) 0.7743(3) 0.0230(5) Uani 1.000000 .
H00B H -0.0393(3) 0.55141(18) 0.6824(3) 0.0276(6) Uiso 1.000000 R
C14 C -0.0384(3) 0.6952(2) 1.0892(3) 0.0324(6) Uani 1.000000 .
H00h H 0.0078(17) 0.6795(10) 1.1860(3) 0.0486(10) Uiso 1.000000 GR
H00i H -0.021(2) 0.7596(2) 1.0751(16) 0.0486(10) Uiso 1.000000 GR
H00j H -0.1483(5) 0.6833(11) 1.0646(14) 0.0486(10) 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
Se1 O1 1.6274(16) . ?
Se1 O2 1.6202(16) . ?
Se1 C1 1.904(2) . ?
Se1 C8 1.914(2) . ?
C1 C2 1.395(3) . ?
C1 C6 1.390(3) . ?
C2 C3 1.381(3) . ?
C3 C4 1.398(3) . ?
C4 C7 1.496(3) . ?
C5 C4 1.397(3) . ?
C6 C5 1.383(3) . ?
C8 C9 1.381(3) . ?
C8 C13 1.385(3) . ?
C9 C10 1.385(4) . ?
C11 C10 1.395(3) . ?
C11 C12 1.382(4) . ?
C11 C14 1.503(4) . ?
C13 C12 1.387(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Se1 O1 117.87(9) . . ?
C1 Se1 O1 108.06(9) . . ?
C1 Se1 O2 108.25(9) . . ?
C1 Se1 C8 105.34(10) . . ?
C8 Se1 O1 108.51(9) . . ?
C8 Se1 O2 108.11(9) . . ?
C2 C1 Se1 119.53(18) . . ?
C6 C1 Se1 118.29(17) . . ?
C6 C1 C2 122.2(2) . . ?
C3 C2 C1 118.2(2) . . ?
C4 C3 C2 121.5(2) . . ?
C5 C4 C3 118.4(2) . . ?
C7 C4 C3 121.5(2) . . ?
C7 C4 C5 120.1(2) . . ?
C4 C5 C6 121.6(2) . . ?
C5 C6 C1 118.1(2) . . ?
C9 C8 Se1 117.78(18) . . ?
C13 C8 Se1 119.95(19) . . ?
C13 C8 C9 122.3(2) . . ?
C10 C9 C8 118.4(2) . . ?
C11 C10 C9 121.1(2) . . ?
C12 C11 C10 118.6(2) . . ?
C14 C11 C10 120.8(2) . . ?
C14 C11 C12 120.6(2) . . ?
C11 C12 C13 121.7(2) . . ?
C12 C13 C8 118.0(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 1.545
_oxdiff_exptl_absorpt_empirical_full_min 0.712
