# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_Chloro_unsolvated
_database_code_depnum_ccdc_archive 'CCDC 2123539'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C28 H18 Cl4 N4'
_chemical_formula_weight         552.26

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

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

_cell_length_a                   14.1375(5)
_cell_length_b                   14.1375(5)
_cell_length_c                   12.8630(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2570.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9873
_cell_measurement_theta_min      2.5805
_cell_measurement_theta_max      25.3985

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.486
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6888
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9238
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.580
_diffrn_reflns_theta_max         28.266
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3176
_reflns_number_gt                1704
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0410P)²+0.3338P] 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       0.0043(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3176
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1190
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1087
_refine_ls_wR_factor_gt          0.0897
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
Cl1 Cl 0.42756(4) 0.19920(4) 0.19708(6) 0.0746(2) Uani 1 1 d . . . . .
N1 N 0.82404(11) 0.43052(11) 0.08419(14) 0.0517(4) Uani 1 1 d . . . . .
C1 C 0.77959(13) 0.43251(12) 0.17172(17) 0.0431(5) Uani 1 1 d . . . . .
Cl2 Cl 0.89064(5) 0.67844(5) 0.52940(6) 0.0936(3) Uani 1 1 d . . . . .
N2 N 0.89838(12) 0.49540(11) 0.07578(14) 0.0550(5) Uani 1 1 d . . . . .
C2 C 0.69450(13) 0.37211(13) 0.17922(16) 0.0435(5) Uani 1 1 d . . . . .
C3 C 0.65005(14) 0.33979(13) 0.08987(16) 0.0478(5) Uani 1 1 d . . . . .
H3 H 0.676155 0.354672 0.023808 0.057 Uiso 1 1 calc R U . . .
C4 C 0.56891(14) 0.28662(13) 0.09539(18) 0.0518(6) Uani 1 1 d . . . . .
H4 H 0.538732 0.265394 0.033656 0.062 Uiso 1 1 calc R U . . .
C5 C 0.53165(14) 0.26432(13) 0.19136(19) 0.0519(6) Uani 1 1 d . . . . .
C6 C 0.57537(15) 0.29263(14) 0.28120(19) 0.0579(6) Uani 1 1 d . . . . .
H6 H 0.549932 0.275583 0.346938 0.069 Uiso 1 1 calc R U . . .
C7 C 0.65683(14) 0.34623(14) 0.27505(17) 0.0533(5) Uani 1 1 d . . . . .
H7 H 0.687601 0.365722 0.337121 0.064 Uiso 1 1 calc R U . . .
C8 C 0.80729(12) 0.49234(13) 0.26166(16) 0.0424(5) Uani 1 1 d . . . . .
C9 C 0.74289(14) 0.55508(13) 0.30554(16) 0.0471(5) Uani 1 1 d . . . . .
H9 H 0.680229 0.557726 0.279034 0.056 Uiso 1 1 calc R U . . .
C10 C 0.76813(15) 0.61337(14) 0.38655(17) 0.0525(6) Uani 1 1 d . . . . .
H10 H 0.724011 0.656850 0.415195 0.063 Uiso 1 1 calc R U . . .
C11 C 0.85908(16) 0.60728(15) 0.42534(16) 0.0542(6) Uani 1 1 d . . . . .
C12 C 0.92346(15) 0.54491(16) 0.38454(17) 0.0571(6) Uani 1 1 d . . . . .
H12 H 0.985474 0.541194 0.412687 0.069 Uiso 1 1 calc R U . . .
C13 C 0.89793(13) 0.48792(14) 0.30290(17) 0.0500(5) Uani 1 1 d . . . . .
H13 H 0.942675 0.445055 0.274338 0.060 Uiso 1 1 calc R U . . .
C14 C 0.96037(14) 0.47018(14) 0.01017(15) 0.0492(5) Uani 1 1 d . . . . .
H14 H 0.954051 0.411630 -0.025407 0.059 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
Cl1 C5 1.737(2) . ?
N1 C1 1.290(2) . ?
N1 N2 1.399(2) . ?
C1 C2 1.478(3) . ?
C1 C8 1.486(3) . ?
Cl2 C11 1.733(2) . ?
N2 C14 1.268(2) . ?
C2 C3 1.387(3) . ?
C2 C7 1.392(3) . ?
C3 C4 1.373(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.370(3) . ?
C6 C7 1.381(3) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.388(2) . ?
C8 C9 1.391(3) . ?
C9 C10 1.376(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.382(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(3) . ?
C12 C13 1.372(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C14 1.426(4) 5_765 ?
C14 H14 0.9500 . ?

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
C1 N1 N2 114.79(17) . . ?
N1 C1 C2 116.16(18) . . ?
N1 C1 C8 124.32(17) . . ?
C2 C1 C8 119.51(17) . . ?
C14 N2 N1 112.73(17) . . ?
C3 C2 C7 118.29(18) . . ?
C3 C2 C1 120.32(18) . . ?
C7 C2 C1 121.39(19) . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 121.07(19) . . ?
C6 C5 Cl1 120.08(18) . . ?
C4 C5 Cl1 118.85(18) . . ?
C5 C6 C7 119.2(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C6 C7 C2 120.9(2) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C13 C8 C9 118.55(19) . . ?
C13 C8 C1 121.01(17) . . ?
C9 C8 C1 120.44(16) . . ?
C10 C9 C8 121.32(18) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 118.5(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 121.3(2) . . ?
C12 C11 Cl2 119.86(17) . . ?
C10 C11 Cl2 118.84(18) . . ?
C11 C12 C13 119.72(19) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C8 120.59(19) . . ?
C12 C13 H13 119.7 . . ?
C8 C13 H13 119.7 . . ?
N2 C14 C14 119.9(2) . 5_765 ?
N2 C14 H14 120.0 . . ?
C14 C14 H14 120.0 5_765 . ?

_refine_diff_density_max         0.160
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_Bromo_unsolvated
_database_code_depnum_ccdc_archive 'CCDC 2123542'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C28 H18 Br4 N4'
_chemical_formula_weight         730.10

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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_H-M_alt        'P 42/n'
_space_group_name_Hall           '-P 4bc'

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

_cell_length_a                   14.2289(6)
_cell_length_b                   14.2289(6)
_cell_length_c                   13.1662(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2665.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9903
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      26.70

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    6.064
_shelx_estimated_absorpt_T_min   0.291
_shelx_estimated_absorpt_T_max   0.530
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5640
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46444
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.107
_diffrn_reflns_theta_max         28.403
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3332
_reflns_number_gt                2383
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0409P)²+1.5353P] 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       0.00076(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3332
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0332
_refine_ls_wR_factor_ref         0.0871
_refine_ls_wR_factor_gt          0.0781
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.001
_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
Br1 Br 0.10559(3) 0.32030(3) 0.47023(3) 0.07980(15) Uani 1 1 d . . . . .
N1 N 0.17353(15) 0.57025(15) 0.91619(17) 0.0470(5) Uani 1 1 d . . . . .
C1 C 0.21840(17) 0.56767(17) 0.83119(19) 0.0414(6) Uani 1 1 d . . . . .
Br2 Br 0.57972(2) 0.80344(2) 0.80721(3) 0.06320(13) Uani 1 1 d . . . . .
N2 N 0.09948(16) 0.50639(16) 0.92345(18) 0.0512(5) Uani 1 1 d . . . . .
C2 C 0.19109(16) 0.50895(17) 0.74262(19) 0.0391(5) Uani 1 1 d . . . . .
C3 C 0.10202(18) 0.51467(19) 0.7014(2) 0.0465(6) Uani 1 1 d . . . . .
H3 H 0.057828 0.557580 0.729206 0.056 Uiso 1 1 calc R U . . .
C4 C 0.07644(18) 0.4589(2) 0.6204(2) 0.0490(6) Uani 1 1 d . . . . .
H4 H 0.015356 0.463950 0.591781 0.059 Uiso 1 1 calc R U . . .
C5 C 0.14006(19) 0.39620(19) 0.58156(19) 0.0479(6) Uani 1 1 d . . . . .
C6 C 0.23049(19) 0.38936(19) 0.6201(2) 0.0475(6) Uani 1 1 d . . . . .
H6 H 0.274236 0.346090 0.592096 0.057 Uiso 1 1 calc R U . . .
C7 C 0.25528(18) 0.44634(18) 0.69940(19) 0.0451(6) Uani 1 1 d . . . . .
H7 H 0.317410 0.443262 0.725606 0.054 Uiso 1 1 calc R U . . .
C8 C 0.30343(17) 0.62777(17) 0.82437(18) 0.0416(6) Uani 1 1 d . . . . .
C9 C 0.34821(18) 0.65886(18) 0.9120(2) 0.0458(6) Uani 1 1 d . . . . .
H9 H 0.322500 0.643320 0.976407 0.055 Uiso 1 1 calc R U . . .
C10 C 0.42891(18) 0.71159(17) 0.9072(2) 0.0473(6) Uani 1 1 d . . . . .
H10 H 0.458721 0.732530 0.967617 0.057 Uiso 1 1 calc R U . . .
C11 C 0.46607(18) 0.73374(18) 0.8137(2) 0.0479(6) Uani 1 1 d . . . . .
C12 C 0.4227(2) 0.7069(2) 0.7253(2) 0.0557(7) Uani 1 1 d . . . . .
H12 H 0.447648 0.724774 0.661211 0.067 Uiso 1 1 calc R U . . .
C13 C 0.3414(2) 0.6530(2) 0.7314(2) 0.0526(7) Uani 1 1 d . . . . .
H13 H 0.311404 0.633051 0.670649 0.063 Uiso 1 1 calc R U . . .
C15 C 0.03940(18) 0.52966(19) 0.99058(19) 0.0454(6) Uani 1 1 d . . . . .
H15 H 0.047061 0.586284 1.027912 0.054 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
Br1 C5 1.886(3) . ?
N1 C1 1.289(3) . ?
N1 N2 1.395(3) . ?
C1 C8 1.484(3) . ?
C1 C2 1.486(4) . ?
Br2 C11 1.899(3) . ?
N2 C15 1.273(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.397(4) . ?
C3 C4 1.378(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.370(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.387(4) . ?
C6 C7 1.368(4) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.386(4) . ?
C8 C9 1.390(4) . ?
C9 C10 1.373(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(4) . ?
C12 C13 1.389(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C15 C15 1.425(5) 5_567 ?
C15 H15 0.9500 . ?

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
C1 N1 N2 114.5(2) . . ?
N1 C1 C8 116.1(2) . . ?
N1 C1 C2 124.6(2) . . ?
C8 C1 C2 119.3(2) . . ?
C15 N2 N1 112.7(2) . . ?
C3 C2 C7 118.5(2) . . ?
C3 C2 C1 121.0(2) . . ?
C7 C2 C1 120.5(2) . . ?
C4 C3 C2 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C5 C4 C3 119.3(2) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 Br1 119.4(2) . . ?
C6 C5 Br1 119.1(2) . . ?
C7 C6 C5 118.5(2) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C6 C7 C2 121.3(2) . . ?
C6 C7 H7 119.3 . . ?
C2 C7 H7 119.3 . . ?
C13 C8 C9 118.1(2) . . ?
C13 C8 C1 121.4(2) . . ?
C9 C8 C1 120.5(2) . . ?
C10 C9 C8 121.3(2) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 119.2(3) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C12 C11 C10 121.5(2) . . ?
C12 C11 Br2 119.4(2) . . ?
C10 C11 Br2 119.2(2) . . ?
C11 C12 C13 118.6(3) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C8 C13 C12 121.2(3) . . ?
C8 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
N2 C15 C15 119.7(3) . 5_567 ?
N2 C15 H15 120.2 . . ?
C15 C15 H15 120.2 5_567 . ?

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_Iodo_unsolvated
_database_code_depnum_ccdc_archive 'CCDC 2123543'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C28 H18 I4 N4'
_chemical_formula_weight         918.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   22.6222(16)
_cell_length_b                   5.5140(4)
_cell_length_c                   23.3117(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2907.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9902
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      28.32

_exptl_crystal_description       Block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.097
_exptl_crystal_F_000             1704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    4.310
_shelx_estimated_absorpt_T_min   0.291
_shelx_estimated_absorpt_T_max   0.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5824
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33950
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.509
_diffrn_reflns_theta_max         28.343
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             6964
_reflns_number_gt                6198
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.876
_reflns_Friedel_fraction_max     0.916
_reflns_Friedel_fraction_full    0.937

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0111P)²+6.3942P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2572 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.368(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6964
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0290
_refine_ls_wR_factor_ref         0.0559
_refine_ls_wR_factor_gt          0.0495
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
I1 I 0.61525(2) -0.28184(9) 0.76744(3) 0.03353(13) Uani 1 1 d . . . . .
N1 N 0.5053(2) 0.4540(10) 0.5415(2) 0.0169(12) Uani 1 1 d . . . . .
C1 C 0.4776(3) 0.3399(11) 0.5823(3) 0.0139(13) Uani 1 1 d . . . . .
I2 I 0.20102(2) 0.49492(9) 0.60831(2) 0.02588(11) Uani 1 1 d . . . . .
N2 N 0.5670(2) 0.4352(10) 0.5468(3) 0.0185(12) Uani 1 1 d . . . . .
C2 C 0.5064(3) 0.1864(12) 0.6259(3) 0.0143(13) Uani 1 1 d . . . . .
I3 I 1.04934(2) 0.46484(9) 0.39341(2) 0.02516(11) Uani 1 1 d . . . . .
N3 N 0.6844(2) 0.5885(11) 0.4564(3) 0.0178(12) Uani 1 1 d . . . . .
C3 C 0.5363(3) -0.0225(12) 0.6101(3) 0.0155(13) Uani 1 1 d . . . . .
H3 H 0.537317 -0.069484 0.570927 0.019 Uiso 1 1 calc R U . . .
I4 I 0.65183(2) 1.32674(9) 0.23250(2) 0.02917(12) Uani 1 1 d . . . . .
N4 N 0.7457(2) 0.5641(10) 0.4620(2) 0.0164(12) Uani 1 1 d . . . . .
C4 C 0.5650(3) -0.1646(12) 0.6510(3) 0.0176(14) Uani 1 1 d . . . . .
H4 H 0.584296 -0.310587 0.640116 0.021 Uiso 1 1 calc R U . . .
C5 C 0.5648(3) -0.0896(13) 0.7075(3) 0.0201(15) Uani 1 1 d . . . . .
C6 C 0.5340(3) 0.1148(14) 0.7244(3) 0.0251(16) Uani 1 1 d . . . . .
H6 H 0.533198 0.161292 0.763666 0.030 Uiso 1 1 calc R U . . .
C7 C 0.5041(3) 0.2515(13) 0.6836(3) 0.0204(15) Uani 1 1 d . . . . .
H7 H 0.482047 0.389824 0.695055 0.024 Uiso 1 1 calc R U . . .
C8 C 0.4118(3) 0.3701(11) 0.5840(3) 0.0125(13) Uani 1 1 d . . . . .
C9 C 0.3778(3) 0.1975(12) 0.6117(3) 0.0172(14) Uani 1 1 d . . . . .
H9 H 0.396040 0.058525 0.627982 0.021 Uiso 1 1 calc R U . . .
C10 C 0.3170(3) 0.2273(12) 0.6156(3) 0.0190(15) Uani 1 1 d . . . . .
H10 H 0.293417 0.107557 0.633822 0.023 Uiso 1 1 calc R U . . .
C11 C 0.2913(3) 0.4314(13) 0.5928(3) 0.0183(15) Uani 1 1 d . . . . .
C12 C 0.3242(3) 0.6030(12) 0.5635(3) 0.0182(14) Uani 1 1 d . . . . .
H12 H 0.305576 0.740382 0.546761 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3849(3) 0.5702(12) 0.5589(3) 0.0169(14) Uani 1 1 d . . . . .
H13 H 0.408128 0.685152 0.538570 0.020 Uiso 1 1 calc R U . . .
C14 C 0.5934(3) 0.5157(12) 0.5017(3) 0.0162(14) Uani 1 1 d . . . . .
H14 H 0.571550 0.573574 0.469656 0.019 Uiso 1 1 calc R U . . .
C15 C 0.6574(3) 0.5153(12) 0.5012(3) 0.0174(14) Uani 1 1 d . . . . .
H15 H 0.678943 0.461463 0.533777 0.021 Uiso 1 1 calc R U . . .
C16 C 0.7755(3) 0.6747(12) 0.4226(3) 0.0155(14) Uani 1 1 d . . . . .
C17 C 0.8400(3) 0.6332(12) 0.4203(3) 0.0142(13) Uani 1 1 d . . . . .
C18 C 0.8650(3) 0.4247(13) 0.4447(3) 0.0184(14) Uani 1 1 d . . . . .
H18 H 0.840703 0.313803 0.465129 0.022 Uiso 1 1 calc R U . . .
C19 C 0.9255(3) 0.3789(13) 0.4393(3) 0.0178(14) Uani 1 1 d . . . . .
H19 H 0.942585 0.237732 0.455709 0.021 Uiso 1 1 calc R U . . .
C20 C 0.9602(3) 0.5451(12) 0.4092(3) 0.0183(15) Uani 1 1 d . . . . .
C21 C 0.9369(3) 0.7571(12) 0.3874(3) 0.0182(14) Uani 1 1 d . . . . .
H21 H 0.961540 0.872146 0.368771 0.022 Uiso 1 1 calc R U . . .
C22 C 0.8770(3) 0.7989(12) 0.3933(3) 0.0168(13) Uani 1 1 d . . . . .
H22 H 0.860699 0.944763 0.378451 0.020 Uiso 1 1 calc R U . . .
C23 C 0.7487(3) 0.8349(12) 0.3781(3) 0.0141(13) Uani 1 1 d . . . . .
C24 C 0.7168(3) 1.0410(12) 0.3932(4) 0.0171(13) Uani 1 1 d . . . . .
H24 H 0.713015 1.082598 0.432590 0.021 Uiso 1 1 calc R U . . .
C25 C 0.6905(3) 1.1865(13) 0.3522(3) 0.0188(15) Uani 1 1 d . . . . .
H25 H 0.669596 1.329000 0.362917 0.023 Uiso 1 1 calc R U . . .
C26 C 0.6953(3) 1.1191(13) 0.2949(3) 0.0182(15) Uani 1 1 d . . . . .
C27 C 0.7282(3) 0.9195(12) 0.2787(3) 0.0217(16) Uani 1 1 d . . . . .
H27 H 0.732536 0.879782 0.239301 0.026 Uiso 1 1 calc R U . . .
C28 C 0.7547(3) 0.7786(13) 0.3201(3) 0.0185(14) Uani 1 1 d . . . . .
H28 H 0.777394 0.641405 0.309019 0.022 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
I1 C5 2.093(7) . ?
N1 C1 1.301(8) . ?
N1 N2 1.404(7) . ?
C1 C2 1.475(9) . ?
C1 C8 1.496(9) . ?
I2 C11 2.105(6) . ?
N2 C14 1.289(9) . ?
C2 C3 1.386(9) . ?
C2 C7 1.393(10) . ?
I3 C20 2.098(6) . ?
N3 C15 1.276(9) . ?
N3 N4 1.399(7) . ?
C3 C4 1.393(10) . ?
C3 H3 0.9500 . ?
I4 C26 2.096(7) . ?
N4 C16 1.294(9) . ?
C4 C5 1.381(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(10) . ?
C6 C7 1.390(10) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C9 1.383(9) . ?
C8 C13 1.390(9) . ?
C9 C10 1.387(9) . ?
C9 H9 0.9500 . ?
C10 C11 1.374(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(10) . ?
C12 C13 1.390(9) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.448(8) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.476(9) . ?
C16 C23 1.491(9) . ?
C17 C22 1.391(9) . ?
C17 C18 1.402(9) . ?
C18 C19 1.396(9) . ?
C18 H18 0.9500 . ?
C19 C20 1.396(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.379(10) . ?
C21 C22 1.380(9) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 C24 1.391(9) . ?
C23 C28 1.394(9) . ?
C24 C25 1.383(10) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(10) . ?
C25 H25 0.9500 . ?
C26 C27 1.381(10) . ?
C27 C28 1.376(10) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?

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
C1 N1 N2 112.3(6) . . ?
N1 C1 C2 124.6(6) . . ?
N1 C1 C8 116.5(6) . . ?
C2 C1 C8 119.0(6) . . ?
C14 N2 N1 111.3(6) . . ?
C3 C2 C7 119.2(6) . . ?
C3 C2 C1 120.6(6) . . ?
C7 C2 C1 120.1(6) . . ?
C15 N3 N4 111.5(6) . . ?
C2 C3 C4 120.9(7) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C16 N4 N3 113.9(6) . . ?
C5 C4 C3 118.8(7) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.2(7) . . ?
C4 C5 I1 119.0(5) . . ?
C6 C5 I1 119.8(5) . . ?
C5 C6 C7 119.4(7) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C6 C7 C2 120.3(7) . . ?
C6 C7 H7 119.9 . . ?
C2 C7 H7 119.9 . . ?
C9 C8 C13 119.9(6) . . ?
C9 C8 C1 119.3(6) . . ?
C13 C8 C1 120.8(6) . . ?
C8 C9 C10 120.1(6) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 119.4(6) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 121.6(6) . . ?
C10 C11 I2 118.7(5) . . ?
C12 C11 I2 119.5(5) . . ?
C11 C12 C13 118.6(6) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C8 C13 C12 120.3(6) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
N2 C14 C15 118.0(6) . . ?
N2 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
N3 C15 C14 118.9(6) . . ?
N3 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
N4 C16 C17 117.9(6) . . ?
N4 C16 C23 124.1(6) . . ?
C17 C16 C23 118.0(6) . . ?
C22 C17 C18 118.6(6) . . ?
C22 C17 C16 120.6(6) . . ?
C18 C17 C16 120.8(6) . . ?
C19 C18 C17 120.5(6) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C18 118.5(6) . . ?
C20 C19 H19 120.7 . . ?
C18 C19 H19 120.7 . . ?
C21 C20 C19 121.8(6) . . ?
C21 C20 I3 118.8(5) . . ?
C19 C20 I3 119.4(5) . . ?
C20 C21 C22 118.7(6) . . ?
C20 C21 H21 120.7 . . ?
C22 C21 H21 120.7 . . ?
C21 C22 C17 121.8(6) . . ?
C21 C22 H22 119.1 . . ?
C17 C22 H22 119.1 . . ?
C24 C23 C28 118.6(6) . . ?
C24 C23 C16 121.3(6) . . ?
C28 C23 C16 120.2(6) . . ?
C25 C24 C23 121.5(7) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C24 C25 C26 118.3(7) . . ?
C24 C25 H25 120.8 . . ?
C26 C25 H25 120.8 . . ?
C27 C26 C25 121.2(7) . . ?
C27 C26 I4 119.9(5) . . ?
C25 C26 I4 118.9(5) . . ?
C28 C27 C26 119.6(7) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C27 C28 C23 120.8(7) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?

_refine_diff_density_max         0.637
_refine_diff_density_min         -0.740
_refine_diff_density_rms         0.135

####################################################################### 
# 
# 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_Iodo
_database_code_depnum_ccdc_archive 'CCDC 2123544'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C44 H38 I4 N4'
_chemical_formula_weight         1130.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   5.9329(3)
_cell_length_b                   23.0822(12)
_cell_length_c                   30.2786(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4146.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9956
_cell_measurement_theta_min      2.219
_cell_measurement_theta_max      28.3035

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.811
_exptl_crystal_F_000             2168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    3.041
_shelx_estimated_absorpt_T_min   0.424
_shelx_estimated_absorpt_T_max   0.611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5507
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55244
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.219
_diffrn_reflns_theta_max         28.315
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5147
_reflns_number_gt                4278
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0074P)²+12.0446P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5147
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0578
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_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
I1 I 0.21300(3) 0.45517(2) 0.29578(2) 0.01898(5) Uani 1 1 d . . . . .
I2 I 1.01562(4) 0.07881(2) 0.43065(2) 0.02245(6) Uani 1 1 d . . . . .
N2 N 0.9633(4) 0.44103(11) 0.46467(9) 0.0174(5) Uani 1 1 d . . . . .
N1 N 0.9832(4) 0.38070(11) 0.47012(8) 0.0156(5) Uani 1 1 d . . . . .
C5 C 0.4315(5) 0.42395(13) 0.34470(10) 0.0152(6) Uani 1 1 d . . . . .
C14 C 1.0024(5) 0.46857(12) 0.50052(10) 0.0156(6) Uani 1 1 d . . . . .
H14 H 1.033791 0.448381 0.527159 0.019 Uiso 1 1 calc R U . . .
C2 C 0.7159(5) 0.37780(12) 0.40817(9) 0.0134(6) Uani 1 1 d . . . . .
C6 C 0.6306(5) 0.39729(13) 0.33177(10) 0.0178(6) Uani 1 1 d . . . . .
H6 H 0.670637 0.395356 0.301425 0.021 Uiso 1 1 calc R U . . .
C11 C 0.9658(5) 0.16863(12) 0.43625(10) 0.0165(6) Uani 1 1 d . . . . .
C1 C 0.8714(5) 0.35148(13) 0.44114(10) 0.0143(6) Uani 1 1 d . . . . .
C3 C 0.5174(5) 0.40547(13) 0.42057(10) 0.0174(6) Uani 1 1 d . . . . .
H3 H 0.480300 0.408839 0.450983 0.021 Uiso 1 1 calc R U . . .
C4 C 0.3725(5) 0.42832(13) 0.38875(10) 0.0170(6) Uani 1 1 d . . . . .
H4 H 0.235577 0.446558 0.397193 0.020 Uiso 1 1 calc R U . . .
C7 C 0.7696(5) 0.37362(13) 0.36357(10) 0.0172(6) Uani 1 1 d . . . . .
H7 H 0.903655 0.354225 0.354884 0.021 Uiso 1 1 calc R U . . .
C8 C 0.9032(5) 0.28789(13) 0.44037(10) 0.0157(6) Uani 1 1 d . . . . .
C13 C 1.0983(5) 0.26257(13) 0.45806(10) 0.0177(6) Uani 1 1 d . . . . .
H13 H 1.208616 0.286347 0.471790 0.021 Uiso 1 1 calc R U . . .
C18 C 0.6790(5) 0.12769(14) 0.30661(10) 0.0203(7) Uani 1 1 d . . . . .
C19 C 0.4727(5) 0.12105(14) 0.32789(11) 0.0217(7) Uani 1 1 d . . . . .
H19 H 0.427420 0.083728 0.337699 0.026 Uiso 1 1 calc R U . . .
C12 C 1.1317(5) 0.20301(13) 0.45569(10) 0.0173(6) Uani 1 1 d . . . . .
H12 H 1.265421 0.186030 0.467119 0.021 Uiso 1 1 calc R U . . .
C10 C 0.7708(5) 0.19252(13) 0.41936(10) 0.0190(6) Uani 1 1 d . . . . .
H10 H 0.658279 0.168507 0.406580 0.023 Uiso 1 1 calc R U . . .
C15 C 0.3929(5) 0.22346(14) 0.32170(10) 0.0195(7) Uani 1 1 d . . . . .
C20 C 0.3324(5) 0.16817(14) 0.33498(11) 0.0209(7) Uani 1 1 d . . . . .
H20 H 0.191568 0.162416 0.349264 0.025 Uiso 1 1 calc R U . . .
C9 C 0.7412(5) 0.25219(13) 0.42131(10) 0.0184(6) Uani 1 1 d . . . . .
H9 H 0.607998 0.268900 0.409421 0.022 Uiso 1 1 calc R U . . .
C16 C 0.5996(6) 0.23007(14) 0.30073(11) 0.0222(7) Uani 1 1 d . . . . .
H16 H 0.645540 0.267536 0.291374 0.027 Uiso 1 1 calc R U . . .
C17 C 0.7403(5) 0.18317(15) 0.29318(11) 0.0221(7) Uani 1 1 d . . . . .
H17 H 0.880416 0.188956 0.278641 0.027 Uiso 1 1 calc R U . . .
C22 C 0.8307(6) 0.07644(15) 0.29773(12) 0.0280(8) Uani 1 1 d . . . . .
H22A H 0.979275 0.083542 0.310789 0.042 Uiso 1 1 calc R U . . .
H22B H 0.846523 0.070990 0.265786 0.042 Uiso 1 1 calc R U . . .
H22C H 0.764655 0.041545 0.310867 0.042 Uiso 1 1 calc R U . . .
C21 C 0.2379(6) 0.27403(15) 0.33000(12) 0.0264(8) Uani 1 1 d . . . . .
H21A H 0.090316 0.259706 0.339584 0.040 Uiso 1 1 calc R U . . .
H21B H 0.220491 0.296467 0.302739 0.040 Uiso 1 1 calc R U . . .
H21C H 0.302195 0.298791 0.353079 0.040 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
I1 C5 2.096(3) . ?
I2 C11 2.101(3) . ?
N2 C14 1.279(4) . ?
N2 N1 1.407(3) . ?
N1 C1 1.290(4) . ?
C5 C4 1.383(4) . ?
C5 C6 1.388(4) . ?
C14 C14 1.452(6) 5_766 ?
C2 C7 1.391(4) . ?
C2 C3 1.391(4) . ?
C2 C1 1.489(4) . ?
C6 C7 1.381(4) . ?
C11 C10 1.380(4) . ?
C11 C12 1.395(4) . ?
C1 C8 1.480(4) . ?
C3 C4 1.395(4) . ?
C8 C9 1.391(4) . ?
C8 C13 1.403(4) . ?
C13 C12 1.391(4) . ?
C18 C19 1.392(4) . ?
C18 C17 1.392(5) . ?
C18 C22 1.510(4) . ?
C19 C20 1.386(4) . ?
C10 C9 1.390(4) . ?
C15 C20 1.385(4) . ?
C15 C16 1.390(5) . ?
C15 C21 1.507(4) . ?
C16 C17 1.386(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 N2 N1 112.2(3) . . ?
C1 N1 N2 113.2(2) . . ?
C4 C5 C6 121.3(3) . . ?
C4 C5 I1 120.0(2) . . ?
C6 C5 I1 118.6(2) . . ?
N2 C14 C14 118.4(3) . 5_766 ?
C7 C2 C3 119.2(3) . . ?
C7 C2 C1 118.7(3) . . ?
C3 C2 C1 122.1(3) . . ?
C7 C6 C5 119.1(3) . . ?
C10 C11 C12 121.4(3) . . ?
C10 C11 I2 118.8(2) . . ?
C12 C11 I2 119.8(2) . . ?
N1 C1 C8 117.6(3) . . ?
N1 C1 C2 124.1(3) . . ?
C8 C1 C2 118.2(3) . . ?
C2 C3 C4 120.6(3) . . ?
C5 C4 C3 118.9(3) . . ?
C6 C7 C2 120.9(3) . . ?
C9 C8 C13 118.8(3) . . ?
C9 C8 C1 120.4(3) . . ?
C13 C8 C1 120.8(3) . . ?
C12 C13 C8 120.6(3) . . ?
C19 C18 C17 117.8(3) . . ?
C19 C18 C22 121.3(3) . . ?
C17 C18 C22 120.8(3) . . ?
C20 C19 C18 120.9(3) . . ?
C13 C12 C11 118.9(3) . . ?
C11 C10 C9 119.1(3) . . ?
C20 C15 C16 117.6(3) . . ?
C20 C15 C21 120.5(3) . . ?
C16 C15 C21 122.0(3) . . ?
C15 C20 C19 121.5(3) . . ?
C10 C9 C8 121.1(3) . . ?
C17 C16 C15 121.4(3) . . ?
C16 C17 C18 120.9(3) . . ?

_refine_diff_density_max         0.717
_refine_diff_density_min         -0.725
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_Bromo
_database_code_depnum_ccdc_archive 'CCDC 2123540'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C44 H38 Br4 N4'
_chemical_formula_weight         942.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   5.8699(2)
_cell_length_b                   22.6993(9)
_cell_length_c                   29.7060(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3958.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6481
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      28.2025

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    4.104
_shelx_estimated_absorpt_T_min   0.345
_shelx_estimated_absorpt_T_max   0.661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5470
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26627
_diffrn_reflns_av_unetI/netI     0.0740
_diffrn_reflns_av_R_equivalents  0.0818
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.258
_diffrn_reflns_theta_max         28.292
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4908
_reflns_number_gt                3362
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0190P)²+11.8518P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4908
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_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
Br1 Br 0.21776(7) 0.55454(2) 0.29492(2) 0.01941(11) Uani 1 1 d . . . . .
Br2 Br 1.01712(7) 0.91917(2) 0.43638(2) 0.02128(11) Uani 1 1 d . . . . .
N1 N 0.9608(5) 0.55962(13) 0.46328(10) 0.0144(7) Uani 1 1 d . . . . .
N2 N 0.9838(5) 0.62064(13) 0.46851(10) 0.0126(7) Uani 1 1 d . . . . .
C1 C 0.8731(6) 0.65088(16) 0.43872(13) 0.0112(8) Uani 1 1 d . . . . .
C14 C 1.0037(6) 0.53179(16) 0.50009(12) 0.0125(8) Uani 1 1 d . . . . .
H14 H 1.039573 0.552706 0.526864 0.015 Uiso 1 1 calc R U . . .
C11 C 0.4219(6) 0.58182(16) 0.33979(12) 0.0135(8) Uani 1 1 d . . . . .
C12 C 0.6188(7) 0.60990(16) 0.32677(13) 0.0142(8) Uani 1 1 d . . . . .
H12 H 0.654903 0.613983 0.295749 0.017 Uiso 1 1 calc R U . . .
C10 C 0.3682(7) 0.57368(16) 0.38468(13) 0.0143(8) Uani 1 1 d . . . . .
H10 H 0.232474 0.553805 0.393207 0.017 Uiso 1 1 calc R U . . .
C13 C 0.7633(7) 0.63206(16) 0.35922(12) 0.0140(8) Uani 1 1 d . . . . .
H13 H 0.897761 0.652300 0.350392 0.017 Uiso 1 1 calc R U . . .
C5 C 0.9716(6) 0.83610(15) 0.43787(13) 0.0142(8) Uani 1 1 d . . . . .
C8 C 0.7146(7) 0.62515(15) 0.40450(12) 0.0126(8) Uani 1 1 d . . . . .
C2 C 0.9062(6) 0.71552(16) 0.43876(12) 0.0121(8) Uani 1 1 d . . . . .
C4 C 0.7736(7) 0.81340(16) 0.41999(12) 0.0134(8) Uani 1 1 d . . . . .
H4 H 0.660135 0.838639 0.407805 0.016 Uiso 1 1 calc R U . . .
C6 C 1.1379(7) 0.80034(16) 0.45628(12) 0.0137(8) Uani 1 1 d . . . . .
H6 H 1.273163 0.817074 0.468296 0.016 Uiso 1 1 calc R U . . .
C9 C 0.5177(7) 0.59527(16) 0.41705(13) 0.0156(8) Uani 1 1 d . . . . .
H9 H 0.484909 0.589563 0.448060 0.019 Uiso 1 1 calc R U . . .
C16 C 0.3209(6) 0.84457(17) 0.33643(13) 0.0161(9) Uani 1 1 d . . . . .
H16 H 0.178356 0.848920 0.351210 0.019 Uiso 1 1 calc R U . . .
C18 C 0.6700(7) 0.88879(17) 0.30945(13) 0.0175(9) Uani 1 1 d . . . . .
C3 C 0.7441(6) 0.75286(16) 0.42022(12) 0.0136(8) Uani 1 1 d . . . . .
H3 H 0.609957 0.736531 0.407399 0.016 Uiso 1 1 calc R U . . .
C15 C 0.3863(7) 0.78968(17) 0.32122(13) 0.0160(9) Uani 1 1 d . . . . .
C7 C 1.1056(6) 0.74005(17) 0.45706(12) 0.0134(8) Uani 1 1 d . . . . .
H7 H 1.218158 0.715185 0.469964 0.016 Uiso 1 1 calc R U . . .
C17 C 0.4590(7) 0.89346(18) 0.33054(13) 0.0195(9) Uani 1 1 d . . . . .
H17 H 0.408832 0.930793 0.341077 0.023 Uiso 1 1 calc R U . . .
C19 C 0.7360(7) 0.83343(17) 0.29408(13) 0.0183(8) Uani 1 1 d . . . . .
H19 H 0.878465 0.828895 0.279291 0.022 Uiso 1 1 calc R U . . .
C20 C 0.5969(7) 0.78505(18) 0.30009(13) 0.0175(9) Uani 1 1 d . . . . .
H20 H 0.646175 0.747663 0.289524 0.021 Uiso 1 1 calc R U . . .
C21 C 0.2339(7) 0.73677(18) 0.32779(14) 0.0228(10) Uani 1 1 d . . . . .
H21A H 0.293841 0.712335 0.352278 0.034 Uiso 1 1 calc R U . . .
H21B H 0.229228 0.713652 0.299950 0.034 Uiso 1 1 calc R U . . .
H21C H 0.079735 0.749997 0.335422 0.034 Uiso 1 1 calc R U . . .
C22 C 0.8203(7) 0.94185(18) 0.30266(15) 0.0273(11) Uani 1 1 d . . . . .
H22A H 0.895345 0.951872 0.331112 0.041 Uiso 1 1 calc R U . . .
H22B H 0.727417 0.975233 0.292609 0.041 Uiso 1 1 calc R U . . .
H22C H 0.935807 0.932960 0.279834 0.041 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
Br1 C11 1.896(4) . ?
Br2 C5 1.905(4) . ?
N1 C14 1.287(5) . ?
N1 N2 1.400(4) . ?
N2 C1 1.295(5) . ?
C1 C2 1.480(5) . ?
C1 C8 1.497(5) . ?
C14 C14 1.444(7) 5_766 ?
C14 H14 0.9500 . ?
C11 C12 1.376(5) . ?
C11 C10 1.383(5) . ?
C12 C13 1.379(5) . ?
C12 H12 0.9500 . ?
C10 C9 1.391(5) . ?
C10 H10 0.9500 . ?
C13 C8 1.384(5) . ?
C13 H13 0.9500 . ?
C5 C4 1.378(5) . ?
C5 C6 1.382(5) . ?
C8 C9 1.391(5) . ?
C2 C3 1.388(5) . ?
C2 C7 1.405(5) . ?
C4 C3 1.385(5) . ?
C4 H4 0.9500 . ?
C6 C7 1.382(5) . ?
C6 H6 0.9500 . ?
C9 H9 0.9500 . ?
C16 C15 1.380(5) . ?
C16 C17 1.385(5) . ?
C16 H16 0.9500 . ?
C18 C19 1.392(5) . ?
C18 C17 1.392(6) . ?
C18 C22 1.506(5) . ?
C3 H3 0.9500 . ?
C15 C20 1.390(6) . ?
C15 C21 1.510(5) . ?
C7 H7 0.9500 . ?
C17 H17 0.9500 . ?
C19 C20 1.380(5) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C14 N1 N2 111.9(3) . . ?
C1 N2 N1 113.6(3) . . ?
N2 C1 C2 117.3(3) . . ?
N2 C1 C8 124.7(3) . . ?
C2 C1 C8 118.0(3) . . ?
N1 C14 C14 118.8(4) . 5_766 ?
N1 C14 H14 120.6 . . ?
C14 C14 H14 120.6 5_766 . ?
C12 C11 C10 121.6(4) . . ?
C12 C11 Br1 119.0(3) . . ?
C10 C11 Br1 119.4(3) . . ?
C11 C12 C13 119.3(4) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C11 C10 C9 118.4(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C12 C13 C8 120.7(4) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 Br2 118.7(3) . . ?
C6 C5 Br2 119.4(3) . . ?
C13 C8 C9 119.2(4) . . ?
C13 C8 C1 119.2(3) . . ?
C9 C8 C1 121.6(3) . . ?
C3 C2 C7 118.8(3) . . ?
C3 C2 C1 121.0(3) . . ?
C7 C2 C1 120.2(3) . . ?
C5 C4 C3 118.3(4) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C7 C6 C5 119.4(4) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C10 C9 C8 120.7(4) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C15 C16 C17 121.3(4) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C19 C18 C17 117.7(4) . . ?
C19 C18 C22 121.0(4) . . ?
C17 C18 C22 121.4(4) . . ?
C4 C3 C2 121.5(4) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C16 C15 C20 117.6(4) . . ?
C16 C15 C21 120.7(4) . . ?
C20 C15 C21 121.7(4) . . ?
C6 C7 C2 120.0(4) . . ?
C6 C7 H7 120.0 . . ?
C2 C7 H7 120.0 . . ?
C16 C17 C18 121.1(4) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C20 C19 C18 120.7(4) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C19 C20 C15 121.6(4) . . ?
C19 C20 H20 119.2 . . ?
C15 C20 H20 119.2 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.565
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.126

####################################################################### 
# 
# 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_Chloro
_database_code_depnum_ccdc_archive 'CCDC 2123541'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-22 deposited with the CCDC.	2021-12-30 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         ?
_chemical_formula_sum            'C44 H38 Cl4 N4'
_chemical_formula_weight         764.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   15.4025(9)
_cell_length_b                   5.8486(3)
_cell_length_c                   22.1487(13)
_cell_angle_alpha                90
_cell_angle_beta                 109.329(2)
_cell_angle_gamma                90
_cell_volume                     1882.76(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9265
_cell_measurement_theta_min      2.803
_cell_measurement_theta_max      27.616

_exptl_crystal_description       Block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             796
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.353
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6728
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon-II detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40648
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_av_R_equivalents  0.0875
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.793
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4645
_reflns_number_gt                3330
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Xseed-2017 (Barbour, 2017)'
_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)+(0.0264P)²+1.7546P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4645
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0812
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.0956
_refine_ls_wR_factor_gt          0.0854
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.50250(3) -0.00822(9) 0.88734(2) 0.01943(13) Uani 1 1 d . . . . .
Cl2 Cl 0.37571(3) 0.80506(8) 0.46128(2) 0.01863(13) Uani 1 1 d . . . . .
N1 N 0.17186(11) 0.0273(3) 0.60427(8) 0.0137(4) Uani 1 1 d . . . . .
N2 N 0.11685(11) 0.0503(3) 0.54004(8) 0.0142(4) Uani 1 1 d . . . . .
C14 C 0.03291(13) -0.0012(3) 0.53202(9) 0.0133(4) Uani 1 1 d . . . . .
H14 H 0.014285 -0.040271 0.567532 0.016 Uiso 1 1 calc R U . . .
C11 C 0.33656(13) 0.6084(3) 0.50541(9) 0.0126(4) Uani 1 1 d . . . . .
C8 C 0.27674(12) 0.3000(3) 0.57756(9) 0.0122(4) Uani 1 1 d . . . . .
C10 C 0.38803(13) 0.4142(3) 0.52821(9) 0.0145(4) Uani 1 1 d . . . . .
H10 H 0.442814 0.385595 0.518686 0.017 Uiso 1 1 calc R U . . .
C1 C 0.24892(13) 0.1378(3) 0.61949(9) 0.0127(4) Uani 1 1 d . . . . .
C2 C 0.31312(12) 0.1006(3) 0.68512(9) 0.0117(4) Uani 1 1 d . . . . .
C13 C 0.22536(13) 0.4951(3) 0.55289(9) 0.0147(4) Uani 1 1 d . . . . .
H13 H 0.169139 0.521301 0.560709 0.018 Uiso 1 1 calc R U . . .
C6 C 0.43594(13) 0.2341(3) 0.77791(10) 0.0150(4) Uani 1 1 d . . . . .
H6 H 0.479637 0.347898 0.798647 0.018 Uiso 1 1 calc R U . . .
C9 C 0.35854(13) 0.2625(3) 0.56508(9) 0.0144(4) Uani 1 1 d . . . . .
H9 H 0.394428 0.130855 0.582142 0.017 Uiso 1 1 calc R U . . .
C12 C 0.25521(13) 0.6512(3) 0.51715(9) 0.0152(4) Uani 1 1 d . . . . .
H12 H 0.220526 0.785255 0.500939 0.018 Uiso 1 1 calc R U . . .
C3 C 0.30824(13) -0.1003(3) 0.71833(10) 0.0142(4) Uani 1 1 d . . . . .
H3 H 0.264272 -0.214153 0.698069 0.017 Uiso 1 1 calc R U . . .
C7 C 0.37825(13) 0.2653(3) 0.71575(10) 0.0141(4) Uani 1 1 d . . . . .
H7 H 0.383022 0.401059 0.693534 0.017 Uiso 1 1 calc R U . . .
C15 C 0.18264(13) 1.1402(3) 0.31722(10) 0.0156(4) Uani 1 1 d . . . . .
C4 C 0.36654(13) -0.1348(3) 0.78015(10) 0.0153(4) Uani 1 1 d . . . . .
H4 H 0.363818 -0.272369 0.802240 0.018 Uiso 1 1 calc R U . . .
C19 C 0.11613(13) 1.0747(3) 0.20337(10) 0.0163(4) Uani 1 1 d . . . . .
H19 H 0.104893 1.127535 0.160899 0.020 Uiso 1 1 calc R U . . .
C16 C 0.14921(13) 0.9275(3) 0.32690(10) 0.0154(4) Uani 1 1 d . . . . .
H16 H 0.160170 0.874722 0.369344 0.018 Uiso 1 1 calc R U . . .
C5 C 0.42902(13) 0.0350(3) 0.80932(9) 0.0140(4) Uani 1 1 d . . . . .
C20 C 0.16602(13) 1.2104(3) 0.25442(10) 0.0158(4) Uani 1 1 d . . . . .
H20 H 0.189192 1.353602 0.246349 0.019 Uiso 1 1 calc R U . . .
C17 C 0.10027(13) 0.7911(3) 0.27595(10) 0.0160(4) Uani 1 1 d . . . . .
H17 H 0.078612 0.646073 0.284014 0.019 Uiso 1 1 calc R U . . .
C18 C 0.08231(13) 0.8628(3) 0.21327(10) 0.0156(4) Uani 1 1 d . . . . .
C21 C 0.23455(14) 1.2891(4) 0.37282(10) 0.0219(5) Uani 1 1 d . . . . .
H21A H 0.300178 1.251150 0.386282 0.033 Uiso 1 1 calc R U . . .
H21B H 0.211405 1.263042 0.408477 0.033 Uiso 1 1 calc R U . . .
H21C H 0.225885 1.450036 0.359924 0.033 Uiso 1 1 calc R U . . .
C22 C 0.02713(15) 0.7148(4) 0.15819(11) 0.0236(5) Uani 1 1 d . . . . .
H22A H 0.041421 0.553567 0.169049 0.035 Uiso 1 1 calc R U . . .
H22B H 0.042763 0.753247 0.119965 0.035 Uiso 1 1 calc R U . . .
H22C H -0.038650 0.741362 0.149770 0.035 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
Cl1 C5 1.742(2) . ?
Cl2 C11 1.741(2) . ?
N1 C1 1.294(2) . ?
N1 N2 1.401(2) . ?
N2 C14 1.281(2) . ?
C14 C14 1.445(4) 3_556 ?
C14 H14 0.9500 . ?
C11 C10 1.381(3) . ?
C11 C12 1.384(3) . ?
C8 C13 1.393(3) . ?
C8 C9 1.394(3) . ?
C8 C1 1.487(3) . ?
C10 C9 1.381(3) . ?
C10 H10 0.9500 . ?
C1 C2 1.479(3) . ?
C2 C7 1.394(3) . ?
C2 C3 1.401(3) . ?
C13 C12 1.383(3) . ?
C13 H13 0.9500 . ?
C6 C5 1.379(3) . ?
C6 C7 1.381(3) . ?
C6 H6 0.9500 . ?
C9 H9 0.9500 . ?
C12 H12 0.9500 . ?
C3 C4 1.381(3) . ?
C3 H3 0.9500 . ?
C7 H7 0.9500 . ?
C15 C16 1.390(3) . ?
C15 C20 1.391(3) . ?
C15 C21 1.504(3) . ?
C4 C5 1.385(3) . ?
C4 H4 0.9500 . ?
C19 C20 1.387(3) . ?
C19 C18 1.389(3) . ?
C19 H19 0.9500 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9500 . ?
C20 H20 0.9500 . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 C22 1.508(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C1 N1 N2 114.28(16) . . ?
C14 N2 N1 111.21(16) . . ?
N2 C14 C14 118.8(2) . 3_556 ?
N2 C14 H14 120.6 . . ?
C14 C14 H14 120.6 3_556 . ?
C10 C11 C12 121.71(18) . . ?
C10 C11 Cl2 119.00(15) . . ?
C12 C11 Cl2 119.29(15) . . ?
C13 C8 C9 119.00(18) . . ?
C13 C8 C1 121.61(17) . . ?
C9 C8 C1 119.32(17) . . ?
C9 C10 C11 118.91(18) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
N1 C1 C2 116.09(17) . . ?
N1 C1 C8 125.80(18) . . ?
C2 C1 C8 118.10(16) . . ?
C7 C2 C3 118.59(18) . . ?
C7 C2 C1 121.06(18) . . ?
C3 C2 C1 120.33(17) . . ?
C12 C13 C8 120.78(18) . . ?
C12 C13 H13 119.6 . . ?
C8 C13 H13 119.6 . . ?
C5 C6 C7 118.86(18) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C10 C9 C8 120.78(18) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C13 C12 C11 118.79(18) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C4 C3 C2 120.84(18) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C6 C7 C2 121.05(19) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
C16 C15 C20 117.64(19) . . ?
C16 C15 C21 121.03(19) . . ?
C20 C15 C21 121.33(19) . . ?
C3 C4 C5 118.77(19) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C17 C16 C15 121.31(19) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C6 C5 C4 121.86(19) . . ?
C6 C5 Cl1 119.31(15) . . ?
C4 C5 Cl1 118.81(16) . . ?
C19 C20 C15 121.01(19) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
C16 C17 C18 121.07(19) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
C17 C18 C19 117.80(19) . . ?
C17 C18 C22 120.54(18) . . ?
C19 C18 C22 121.65(19) . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.071

