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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2127376'
loop_
_audit_author_name
_audit_author_address
'Dr. P. K. Sudhadevi Antharjanam'
;IIT Madras
India
;
_audit_update_record             
;
2021-12-09 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'4-[4-(4-Methoxyphenyl)-1,3-butadienyl]-1-methylpyridinium 4-chlorobenzene sulfonate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H18 N O, C6 H4 Cl O3 S '

_chemical_formula_sum            'C23 H22 Cl N O4 S'
_chemical_formula_weight         443.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -2yc'

_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'

_cell_length_a                   18.8216(2)
_cell_length_b                   9.2134(2)
_cell_length_c                   12.6540(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.552(7)
_cell_angle_gamma                90
_cell_volume                     2163.92(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)

_cell_measurement_reflns_used    9353

_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      30.94
_exptl_crystal_description       BLOCK
_exptl_crystal_colour            yellow


_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.303
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6354
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS (bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'



_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36832
_diffrn_reflns_av_unetI/netI     0.1054
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.116
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.952
_reflns_number_total             36832
_reflns_number_gt                30935
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.917
_reflns_Friedel_fraction_max     0.912
_reflns_Friedel_fraction_full    0.912

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'

_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'


_refine_special_details          
;
 Refined as a 2-component twin.The twin law [1 0 0.494, 0 -1 0, 0 0 -1]
was identified using TwinRotMat program and was used to generate HKLF5
format reflection file which is used for the refinement. The BASF value 
is 0.289  

Both SO3 groups are disordered over two positions with a site occupancies 
of  55:45 and 64:36 respectively. Disordered atom positions were
located from difference electron density peaks and refined using SADI 
to have standard geometry. SIMU restraint was applied to their thermal 
parameter values to have same Uij components with a standard deviation 
of 0.02.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0166P)²+1.1786P] 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 2659 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         36832
_refine_ls_number_parameters     602
_refine_ls_number_restraints     176
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1582
_refine_ls_wR_factor_gt          0.1462
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.042
_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
C1 C 0.0734(5) 0.3484(10) 0.4600(7) 0.042(2) Uani 1 1 d . . . . .
C2 C 0.1156(6) 0.4685(10) 0.4473(8) 0.042(2) Uani 1 1 d . . . . .
H2 H 0.112850 0.552465 0.489935 0.050 Uiso 1 1 calc R U . . .
C3 C 0.1616(6) 0.4665(11) 0.3727(9) 0.046(2) Uani 1 1 d . . . . .
H3 H 0.190533 0.549308 0.365577 0.055 Uiso 1 1 calc R U . . .
C4 C 0.1665(4) 0.3461(9) 0.3078(6) 0.0377(19) Uani 1 1 d . . . . .
C5 C 0.1234(5) 0.2260(10) 0.3220(7) 0.044(2) Uani 1 1 d . . . . .
H5 H 0.126308 0.141191 0.280181 0.053 Uiso 1 1 calc R U . . .
C6 C 0.0780(5) 0.2283(10) 0.3939(8) 0.052(2) Uani 1 1 d . . . . .
H6 H 0.048288 0.146239 0.399711 0.062 Uiso 1 1 calc R U . . .
C7 C 0.2134(5) 0.3398(10) 0.2265(7) 0.045(2) Uani 1 1 d . . . . .
H7 H 0.220470 0.246316 0.198267 0.054 Uiso 1 1 calc R U . . .
C8 C 0.2477(5) 0.4495(11) 0.1871(7) 0.045(2) Uani 1 1 d . . . . .
H8 H 0.243324 0.544292 0.214858 0.054 Uiso 1 1 calc R U . . .
C9 C 0.2911(5) 0.4295(12) 0.1036(7) 0.048(2) Uani 1 1 d . . . . .
H9 H 0.298639 0.333269 0.080964 0.057 Uiso 1 1 calc R U . . .
C10 C 0.3211(6) 0.5380(13) 0.0567(9) 0.050(3) Uani 1 1 d . . . . .
H10 H 0.314441 0.633442 0.081883 0.060 Uiso 1 1 calc R U . . .
C11 C 0.3632(7) 0.5231(12) -0.0300(9) 0.048(3) Uani 1 1 d . . . . .
C12 C 0.3852(7) 0.6444(16) -0.0812(9) 0.058(3) Uani 1 1 d . . . . .
H12 H 0.373177 0.738475 -0.058987 0.070 Uiso 1 1 calc R U . . .
C13 C 0.4235(7) 0.6308(18) -0.1618(9) 0.069(4) Uani 1 1 d . . . . .
H13 H 0.438624 0.715929 -0.194121 0.082 Uiso 1 1 calc R U . . .
N1 N 0.4408(6) 0.5005(12) -0.1979(9) 0.063(4) Uani 1 1 d . . . . .
C15 C 0.4217(6) 0.3773(15) -0.1507(9) 0.059(3) Uani 1 1 d . . . . .
H15 H 0.434603 0.284806 -0.174718 0.071 Uiso 1 1 calc R U . . .
C16 C 0.3831(7) 0.3890(15) -0.0672(9) 0.055(3) Uani 1 1 d . . . . .
H16 H 0.369686 0.302945 -0.034094 0.066 Uiso 1 1 calc R U . . .
C17 C 0.0262(7) 0.4545(13) 0.6069(10) 0.065(3) Uani 1 1 d . . . . .
H17A H 0.074536 0.467896 0.648303 0.097 Uiso 1 1 calc R U . . .
H17B H -0.007636 0.431370 0.655592 0.097 Uiso 1 1 calc R U . . .
H17C H 0.010857 0.543978 0.567765 0.097 Uiso 1 1 calc R U . . .
C18 C 0.7006(4) 0.5636(8) -0.4353(6) 0.0313(18) Uani 1 1 d . . . . .
C19 C 0.7031(5) 0.5607(9) -0.3254(7) 0.0399(19) Uani 1 1 d . . . . .
H19 H 0.661522 0.532434 -0.296970 0.048 Uiso 1 1 calc R U . . .
C20 C 0.7660(5) 0.5990(10) -0.2558(8) 0.049(2) Uani 1 1 d . . . . .
H20 H 0.767281 0.600224 -0.180418 0.059 Uiso 1 1 calc R U . . .
C21 C 0.8262(5) 0.6351(10) -0.2998(9) 0.050(2) Uani 1 1 d . . . . .
C22 C 0.8255(5) 0.6398(10) -0.4090(9) 0.055(3) Uani 1 1 d . . . . .
H22 H 0.867478 0.666348 -0.437092 0.065 Uiso 1 1 calc R U . . .
C23 C 0.7619(5) 0.6048(10) -0.4770(7) 0.043(2) Uani 1 1 d . . . . .
H23 H 0.760029 0.608817 -0.552448 0.052 Uiso 1 1 calc R U . . .
C14 C 0.4835(9) 0.4911(15) -0.2854(12) 0.081(5) Uani 1 1 d . . . . .
H1A H 0.466511 0.408998 -0.332067 0.122 Uiso 1 1 calc R U . . .
H1B H 0.534419 0.476997 -0.255126 0.122 Uiso 1 1 calc R U . . .
H1C H 0.477963 0.581134 -0.327268 0.122 Uiso 1 1 calc R U . . .
O1 O 0.0273(4) 0.3378(7) 0.5322(5) 0.0583(18) Uani 1 1 d . . . . .
Cl1 Cl 0.90745(18) 0.6711(3) -0.2145(3) 0.0807(11) Uani 1 1 d . . . . .
S1 S 0.61943(14) 0.5192(2) -0.52357(18) 0.0306(6) Uani 1 1 d D U . . .
O2 O 0.6343(12) 0.391(3) -0.5833(19) 0.059(6) Uani 0.55(4) 1 d D U P A 1
O3 O 0.5653(10) 0.493(3) -0.4584(13) 0.048(7) Uani 0.55(4) 1 d D U P A 1
O4 O 0.6015(12) 0.643(2) -0.595(2) 0.066(8) Uani 0.55(4) 1 d D U P A 1
O2' O 0.6446(13) 0.469(4) -0.6158(19) 0.059(8) Uani 0.45(4) 1 d D U P A 2
O3' O 0.5857(15) 0.409(3) -0.4675(19) 0.059(8) Uani 0.45(4) 1 d D U P A 2
O4' O 0.5807(11) 0.653(2) -0.532(3) 0.053(8) Uani 0.45(4) 1 d D U P A 2
C24 C 0.2372(5) 0.8956(10) 0.1418(7) 0.043(2) Uani 1 1 d . . . . .
H24 H 0.239143 0.891150 0.067332 0.052 Uiso 1 1 calc R U . . .
C25 C 0.1738(5) 0.8615(10) 0.1789(9) 0.052(2) Uani 1 1 d . . . . .
H25 H 0.131872 0.835539 0.129861 0.063 Uiso 1 1 calc R U . . .
C26 C 0.1720(5) 0.8655(10) 0.2860(9) 0.049(2) Uani 1 1 d . . . . .
C27 C 0.2323(5) 0.9020(10) 0.3602(8) 0.050(2) Uani 1 1 d . . . . .
H27 H 0.230376 0.901280 0.434759 0.060 Uiso 1 1 calc R U . . .
C28 C 0.2962(5) 0.9399(10) 0.3232(7) 0.0396(19) Uani 1 1 d . . . . .
H28 H 0.337628 0.967603 0.372637 0.048 Uiso 1 1 calc R U . . .
C29 C 0.2985(4) 0.9369(8) 0.2151(6) 0.0313(18) Uani 1 1 d . . . . .
N2 N 0.5582(7) 0.9970(13) 0.5843(9) 0.073(4) Uani 1 1 d . . . . .
C31 C 0.5777(7) 0.8781(17) 0.6412(10) 0.069(4) Uani 1 1 d . . . . .
H31 H 0.564890 0.785816 0.610322 0.083 Uiso 1 1 calc R U . . .
C32 C 0.6158(7) 0.8853(16) 0.7432(9) 0.062(4) Uani 1 1 d . . . . .
H32 H 0.628349 0.798222 0.782136 0.074 Uiso 1 1 calc R U . . .
C33 C 0.6366(7) 1.0196(12) 0.7910(10) 0.053(3) Uani 1 1 d . . . . .
C34 C 0.6147(8) 1.1413(17) 0.7300(10) 0.065(4) Uani 1 1 d . . . . .
H34 H 0.626393 1.235233 0.758621 0.077 Uiso 1 1 calc R U . . .
C35 C 0.5764(7) 1.1273(19) 0.6290(11) 0.075(5) Uani 1 1 d . . . . .
H35 H 0.562105 1.212547 0.588729 0.090 Uiso 1 1 calc R U . . .
C36 C 0.6784(6) 1.0340(13) 0.8976(9) 0.050(3) Uani 1 1 d . . . . .
H36 H 0.685082 1.129818 0.925133 0.059 Uiso 1 1 calc R U . . .
C37 C 0.7081(5) 0.9285(11) 0.9609(7) 0.046(2) Uani 1 1 d . . . . .
H37 H 0.699739 0.831881 0.935767 0.055 Uiso 1 1 calc R U . . .
C38 C 0.7520(5) 0.9470(11) 1.0641(8) 0.046(2) Uani 1 1 d . . . . .
H38 H 0.757248 1.042040 1.093412 0.056 Uiso 1 1 calc R U . . .
C39 C 0.7859(5) 0.8380(10) 1.1214(7) 0.046(2) Uani 1 1 d . . . . .
H39 H 0.778317 0.744151 1.090546 0.055 Uiso 1 1 calc R U . . .
C40 C 0.8331(5) 0.8446(9) 1.2258(7) 0.0381(19) Uani 1 1 d . . . . .
C41 C 0.8384(6) 0.9667(10) 1.2917(8) 0.043(2) Uani 1 1 d . . . . .
H41 H 0.810136 1.049729 1.268647 0.052 Uiso 1 1 calc R U . . .
C42 C 0.8838(6) 0.9705(10) 1.3901(8) 0.044(2) Uani 1 1 d . . . . .
H42 H 0.886205 1.054475 1.434112 0.052 Uiso 1 1 calc R U . . .
C43 C 0.9258(5) 0.8489(10) 1.4232(7) 0.042(2) Uani 1 1 d . . . . .
C44 C 0.9223(5) 0.7285(11) 1.3564(8) 0.052(2) Uani 1 1 d . . . . .
H44 H 0.952152 0.646849 1.377512 0.063 Uiso 1 1 calc R U . . .
C45 C 0.8767(5) 0.7262(10) 1.2612(7) 0.041(2) Uani 1 1 d . . . . .
H45 H 0.874443 0.641789 1.217630 0.050 Uiso 1 1 calc R U . . .
C46 C 0.9733(8) 0.9577(13) 1.5935(10) 0.066(3) Uani 1 1 d . . . . .
H46A H 0.987027 1.047207 1.560294 0.099 Uiso 1 1 calc R U . . .
H46B H 1.008161 0.937104 1.658283 0.099 Uiso 1 1 calc R U . . .
H46C H 0.925206 0.969328 1.612535 0.099 Uiso 1 1 calc R U . . .
C30 C 0.5161(9) 0.9885(16) 0.4752(12) 0.092(6) Uani 1 1 d . . . . .
H2A H 0.525601 1.074682 0.434361 0.138 Uiso 1 1 calc R U . . .
H2B H 0.464611 0.983871 0.479471 0.138 Uiso 1 1 calc R U . . .
H2C H 0.530042 0.901298 0.439328 0.138 Uiso 1 1 calc R U . . .
O5 O 0.9724(4) 0.8384(8) 1.5187(5) 0.0573(18) Uani 1 1 d . . . . .
Cl2 Cl 0.09147(18) 0.8290(3) 0.3320(3) 0.0811(11) Uani 1 1 d . . . . .
S2 S 0.37970(14) 0.9814(2) 0.16671(19) 0.0313(6) Uani 1 1 d D U . . .
O6 O 0.3970(13) 0.858(2) 0.105(3) 0.067(8) Uani 0.64(6) 1 d D U P B 3
O7 O 0.3646(13) 1.108(3) 0.098(3) 0.067(7) Uani 0.64(6) 1 d D U P B 3
O8 O 0.4322(11) 1.009(4) 0.2597(14) 0.062(8) Uani 0.64(6) 1 d D U P B 3
O6' O 0.4168(16) 0.844(3) 0.170(4) 0.050(10) Uani 0.36(6) 1 d D U P B 4
O7' O 0.355(2) 1.033(8) 0.061(3) 0.071(13) Uani 0.36(6) 1 d D U P B 4
O8' O 0.416(2) 1.085(5) 0.240(4) 0.065(11) Uani 0.36(6) 1 d D U P B 4


_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
C1 O1 1.364(10) . ?
C1 C2 1.387(12) . ?
C1 C6 1.399(12) . ?
C2 C3 1.383(15) . ?
C2 H2 0.9500 . ?
C3 C4 1.393(13) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(12) . ?
C4 C7 1.464(12) . ?
C5 C6 1.348(13) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.339(13) . ?
C7 H7 0.9500 . ?
C8 C9 1.450(13) . ?
C8 H8 0.9500 . ?
C9 C10 1.335(14) . ?
C9 H9 0.9500 . ?
C10 C11 1.464(16) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(16) . ?
C11 C16 1.395(17) . ?
C12 C13 1.349(18) . ?
C12 H12 0.9500 . ?
C13 N1 1.343(17) . ?
C13 H13 0.9500 . ?
N1 C15 1.358(15) . ?
N1 C14 1.476(19) . ?
C15 C16 1.382(16) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 O1 1.434(12) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.383(11) . ?
C18 C23 1.398(11) . ?
C18 S1 1.785(8) . ?
C19 C20 1.399(12) . ?
C19 H19 0.9500 . ?
C20 C21 1.385(13) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(14) . ?
C21 Cl1 1.750(9) . ?
C22 C23 1.392(13) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C14 H1A 0.9800 . ?
C14 H1B 0.9800 . ?
C14 H1C 0.9800 . ?
S1 O2' 1.408(18) . ?
S1 O4' 1.425(16) . ?
S1 O3 1.433(15) . ?
S1 O3' 1.443(16) . ?
S1 O2 1.453(16) . ?
S1 O4 1.461(14) . ?
C24 C25 1.389(12) . ?
C24 C29 1.407(11) . ?
C24 H24 0.9500 . ?
C25 C26 1.362(14) . ?
C25 H25 0.9500 . ?
C26 C27 1.389(14) . ?
C26 Cl2 1.743(9) . ?
C27 C28 1.405(12) . ?
C27 H27 0.9500 . ?
C28 C29 1.376(11) . ?
C28 H28 0.9500 . ?
C29 S2 1.786(8) . ?
N2 C31 1.328(16) . ?
N2 C35 1.346(19) . ?
N2 C30 1.476(19) . ?
C31 C32 1.371(17) . ?
C31 H31 0.9500 . ?
C32 C33 1.404(18) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(16) . ?
C33 C36 1.451(17) . ?
C34 C35 1.37(2) . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C36 C37 1.323(14) . ?
C36 H36 0.9500 . ?
C37 C38 1.434(13) . ?
C37 H37 0.9500 . ?
C38 C39 1.337(13) . ?
C38 H38 0.9500 . ?
C39 C40 1.466(12) . ?
C39 H39 0.9500 . ?
C40 C45 1.393(12) . ?
C40 C41 1.394(12) . ?
C41 C42 1.389(15) . ?
C41 H41 0.9500 . ?
C42 C43 1.395(13) . ?
C42 H42 0.9500 . ?
C43 O5 1.373(11) . ?
C43 C44 1.390(12) . ?
C44 C45 1.359(13) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C46 O5 1.449(12) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C30 H2A 0.9800 . ?
C30 H2B 0.9800 . ?
C30 H2C 0.9800 . ?
S2 O8' 1.42(3) . ?
S2 O7' 1.42(3) . ?
S2 O8 1.429(17) . ?
S2 O6' 1.44(2) . ?
S2 O6 1.450(14) . ?
S2 O7 1.452(16) . ?

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 C1 C2 125.2(8) . . ?
O1 C1 C6 117.0(8) . . ?
C2 C1 C6 117.9(9) . . ?
C3 C2 C1 120.3(9) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 121.5(9) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 117.2(8) . . ?
C3 C4 C7 123.6(8) . . ?
C5 C4 C7 119.2(8) . . ?
C6 C5 C4 121.3(9) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 121.7(9) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
C8 C7 C4 128.0(9) . . ?
C8 C7 H7 116.0 . . ?
C4 C7 H7 116.0 . . ?
C7 C8 C9 122.7(9) . . ?
C7 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C10 C9 C8 124.0(11) . . ?
C10 C9 H9 118.0 . . ?
C8 C9 H9 118.0 . . ?
C9 C10 C11 125.8(11) . . ?
C9 C10 H10 117.1 . . ?
C11 C10 H10 117.1 . . ?
C12 C11 C16 116.0(13) . . ?
C12 C11 C10 121.0(11) . . ?
C16 C11 C10 123.1(10) . . ?
C13 C12 C11 121.1(14) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
N1 C13 C12 122.0(13) . . ?
N1 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 N1 C15 120.1(12) . . ?
C13 N1 C14 120.0(10) . . ?
C15 N1 C14 119.8(11) . . ?
N1 C15 C16 118.8(13) . . ?
N1 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C15 C16 C11 122.1(12) . . ?
C15 C16 H16 119.0 . . ?
C11 C16 H16 119.0 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 119.6(8) . . ?
C19 C18 S1 120.5(6) . . ?
C23 C18 S1 120.0(6) . . ?
C18 C19 C20 120.8(9) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C21 C20 C19 118.1(9) . . ?
C21 C20 H20 120.9 . . ?
C19 C20 H20 120.9 . . ?
C22 C21 C20 122.5(9) . . ?
C22 C21 Cl1 118.3(8) . . ?
C20 C21 Cl1 119.2(8) . . ?
C21 C22 C23 118.4(9) . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
C22 C23 C18 120.6(9) . . ?
C22 C23 H23 119.7 . . ?
C18 C23 H23 119.7 . . ?
N1 C14 H1A 109.5 . . ?
N1 C14 H1B 109.5 . . ?
H1A C14 H1B 109.5 . . ?
N1 C14 H1C 109.5 . . ?
H1A C14 H1C 109.5 . . ?
H1B C14 H1C 109.5 . . ?
C1 O1 C17 117.9(8) . . ?
O2' S1 O4' 117.3(13) . . ?
O2' S1 O3' 114.4(15) . . ?
O4' S1 O3' 112.5(13) . . ?
O3 S1 O2 112.3(10) . . ?
O3 S1 O4 112.1(11) . . ?
O2 S1 O4 110.7(13) . . ?
O2' S1 C18 102.9(10) . . ?
O4' S1 C18 102.9(7) . . ?
O3 S1 C18 107.1(7) . . ?
O3' S1 C18 104.7(8) . . ?
O2 S1 C18 107.1(8) . . ?
O4 S1 C18 107.2(7) . . ?
C25 C24 C29 119.6(8) . . ?
C25 C24 H24 120.2 . . ?
C29 C24 H24 120.2 . . ?
C26 C25 C24 119.7(9) . . ?
C26 C25 H25 120.2 . . ?
C24 C25 H25 120.2 . . ?
C25 C26 C27 121.8(9) . . ?
C25 C26 Cl2 119.6(8) . . ?
C27 C26 Cl2 118.6(8) . . ?
C26 C27 C28 118.9(9) . . ?
C26 C27 H27 120.5 . . ?
C28 C27 H27 120.5 . . ?
C29 C28 C27 119.7(8) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C24 120.2(8) . . ?
C28 C29 S2 120.4(6) . . ?
C24 C29 S2 119.4(6) . . ?
C31 N2 C35 118.7(13) . . ?
C31 N2 C30 121.3(13) . . ?
C35 N2 C30 120.0(11) . . ?
N2 C31 C32 121.6(14) . . ?
N2 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C31 C32 C33 120.8(13) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C34 C33 C32 116.0(14) . . ?
C34 C33 C36 120.7(12) . . ?
C32 C33 C36 123.3(11) . . ?
C35 C34 C33 120.5(15) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
N2 C35 C34 122.3(13) . . ?
N2 C35 H35 118.8 . . ?
C34 C35 H35 118.8 . . ?
C37 C36 C33 127.3(12) . . ?
C37 C36 H36 116.3 . . ?
C33 C36 H36 116.3 . . ?
C36 C37 C38 125.9(11) . . ?
C36 C37 H37 117.1 . . ?
C38 C37 H37 117.1 . . ?
C39 C38 C37 123.8(10) . . ?
C39 C38 H38 118.1 . . ?
C37 C38 H38 118.1 . . ?
C38 C39 C40 128.4(9) . . ?
C38 C39 H39 115.8 . . ?
C40 C39 H39 115.8 . . ?
C45 C40 C41 117.3(8) . . ?
C45 C40 C39 119.6(8) . . ?
C41 C40 C39 123.0(8) . . ?
C42 C41 C40 122.0(9) . . ?
C42 C41 H41 119.0 . . ?
C40 C41 H41 119.0 . . ?
C41 C42 C43 118.9(9) . . ?
C41 C42 H42 120.6 . . ?
C43 C42 H42 120.6 . . ?
O5 C43 C44 116.0(8) . . ?
O5 C43 C42 124.6(8) . . ?
C44 C43 C42 119.4(9) . . ?
C45 C44 C43 120.7(9) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C44 C45 C40 121.7(9) . . ?
C44 C45 H45 119.2 . . ?
C40 C45 H45 119.2 . . ?
O5 C46 H46A 109.5 . . ?
O5 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
O5 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
N2 C30 H2A 109.5 . . ?
N2 C30 H2B 109.5 . . ?
H2A C30 H2B 109.5 . . ?
N2 C30 H2C 109.5 . . ?
H2A C30 H2C 109.5 . . ?
H2B C30 H2C 109.5 . . ?
C43 O5 C46 117.2(8) . . ?
O8' S2 O7' 116(2) . . ?
O8' S2 O6' 113.1(17) . . ?
O7' S2 O6' 113.9(18) . . ?
O8 S2 O6 113.5(11) . . ?
O8 S2 O7 113.0(11) . . ?
O6 S2 O7 110.2(12) . . ?
O8' S2 C29 106.1(15) . . ?
O7' S2 C29 103.1(15) . . ?
O8 S2 C29 105.8(8) . . ?
O6' S2 C29 103.1(10) . . ?
O6 S2 C29 106.7(7) . . ?
O7 S2 C29 107.2(9) . . ?

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
C12 H12 O6^c 0.95 2.32 3.05(3) 132.4 . yes
C13 H13 O8^c 0.95 2.60 3.48(4) 153.6 2_574 yes
C13 H13 O8'^d 0.95 2.03 2.89(4) 149.9 2_574 yes
C15 H15 O6'^d 0.95 2.27 3.04(4) 137.4 2_564 yes
C16 H16 O7^c 0.95 2.47 3.38(2) 161.8 1_545 yes
C19 H19 O2'^b 0.95 2.37 3.05(2) 128.3 2_565 yes
C20 H20 O2'^b 0.95 2.65 3.18(2) 115.3 2_565 yes
C14 H1A O6'^d 0.98 2.51 3.35(3) 142.6 2_564 yes
C14 H1B O4^a 0.98 2.46 3.24(3) 135.8 2_565 yes
C14 H1B O2'^b 0.98 2.54 3.43(3) 151.5 2_565 yes
C28 H28 O7'^d 0.95 2.35 3.04(3) 128.7 2_575 yes
C31 H31 O4'^b 0.95 2.24 3.03(3) 139.6 1_556 yes
C32 H32 O2^a 0.95 2.43 3.34(2) 161.6 2_566 yes
C34 H34 O4^a 0.95 2.28 3.01(2) 133.9 2_576 yes
C35 H35 O3'^b 0.95 2.02 2.89(3) 150.4 1_566 yes
C30 H2B O6^c 0.98 2.63 3.31(3) 126.1 2_575 yes
C30 H2B O7'^d 0.98 2.47 3.40(4) 158.7 2_575 yes
C30 H2C O4'^b 0.98 2.48 3.33(2) 144.6 1_556 yes

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.054


# start Validation Reply Form
_vrf_PLAT340_shelx               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01455 Ang.  
RESPONSE: The  crystal under investigation was twinned. This caused 
inaccuracies in C-C bond lengths
;
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetonitrile-Millipore water'
####################################################################### 
# 
# 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 2158165'
loop_
_audit_author_name
_audit_author_address
'Shobhana Krishnaswamy'
;Indian Institute of Technology Madras
India
;
_audit_update_record             
;
2022-03-13 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'4-[4-(4-Methoxyphenyl)-1,3-butadienyl]-1-methylpyridinium Iodide'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 I N O'
_chemical_formula_weight         379.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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                   6.3116(12)
_cell_length_b                   7.6593(13)
_cell_length_c                   33.650(6)
_cell_angle_alpha                90
_cell_angle_beta                 91.663(6)
_cell_angle_gamma                90
_cell_volume                     1626.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9830
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_F_000             752
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.358
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.097
_exptl_absorpt_coefficient_mu    1.965
_shelx_estimated_absorpt_T_min   0.540
_shelx_estimated_absorpt_T_max   0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.559
_exptl_absorpt_correction_T_max  0.694
_exptl_absorpt_process_details   'SADABS, Bruker 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  
'Bruker axs kappa apex3 PHOTON II Diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25101
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_theta_min         2.422
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3685
_reflns_number_gt                3611
_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       'APEX3(Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'

_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)+(0.0502P)²+3.8517P] 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         3685
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1203
_refine_ls_wR_factor_gt          0.1191
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_restrained_S_all      1.176
_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
C1 C 1.1952(6) 0.8226(4) 0.79863(11) 0.0289(7) Uani 1 1 d . . . . .
C2 C 1.2635(6) 0.9054(5) 0.76403(12) 0.0319(7) Uani 1 1 d . . . . .
H2 H 1.401899 0.953828 0.763281 0.038 Uiso 1 1 calc R U . . .
C3 C 1.1293(6) 0.9159(5) 0.73136(11) 0.0317(7) Uani 1 1 d . . . . .
H3 H 1.176459 0.973139 0.708185 0.038 Uiso 1 1 calc R U . . .
C4 C 0.9254(6) 0.8451(4) 0.73109(11) 0.0288(7) Uani 1 1 d . . . . .
C5 C 0.8571(6) 0.7708(5) 0.76661(11) 0.0322(7) Uani 1 1 d . . . . .
H5 H 0.716874 0.726277 0.767731 0.039 Uiso 1 1 calc R U . . .
C6 C 0.9897(6) 0.7608(5) 0.80008(11) 0.0322(7) Uani 1 1 d . . . . .
H6 H 0.939499 0.711739 0.823966 0.039 Uiso 1 1 calc R U . . .
C7 C 1.2757(8) 0.7332(6) 0.86516(13) 0.0467(10) Uani 1 1 d . . . . .
H7A H 1.165363 0.805568 0.876773 0.070 Uiso 1 1 calc R U . . .
H7B H 1.396965 0.724334 0.883899 0.070 Uiso 1 1 calc R U . . .
H7C H 1.219043 0.616348 0.859587 0.070 Uiso 1 1 calc R U . . .
C8 C 0.7954(6) 0.8501(5) 0.69444(12) 0.0337(8) Uani 1 1 d . . . . .
H8 H 0.847465 0.919147 0.673398 0.040 Uiso 1 1 calc R U . . .
C9 C 0.6107(6) 0.7676(5) 0.68728(11) 0.0326(7) Uani 1 1 d . . . . .
H9 H 0.555031 0.697397 0.707770 0.039 Uiso 1 1 calc R U . . .
C10 C 0.4925(6) 0.7801(5) 0.65020(11) 0.0326(7) Uani 1 1 d . . . . .
H10 H 0.551402 0.844380 0.629056 0.039 Uiso 1 1 calc R U . . .
C11 C 0.3023(6) 0.7045(5) 0.64424(11) 0.0339(8) Uani 1 1 d . . . . .
H11 H 0.246851 0.641869 0.665978 0.041 Uiso 1 1 calc R U . . .
C12 C -0.1417(7) 0.6180(5) 0.57184(15) 0.0422(10) Uani 1 1 d . . . . .
H12 H -0.272470 0.556431 0.571012 0.051 Uiso 1 1 calc R U . . .
C13 C -0.0203(7) 0.6187(5) 0.60619(14) 0.0385(9) Uani 1 1 d . . . . .
H13 H -0.067173 0.557913 0.628917 0.046 Uiso 1 1 calc R U . . .
C14 C 0.1733(6) 0.7090(5) 0.60801(11) 0.0317(7) Uani 1 1 d . . . . .
C15 C 0.2316(6) 0.7976(6) 0.57356(12) 0.0367(8) Uani 1 1 d . . . . .
H15 H 0.360611 0.861410 0.573412 0.044 Uiso 1 1 calc R U . . .
C16 C 0.1030(7) 0.7924(6) 0.54014(12) 0.0410(9) Uani 1 1 d . . . . .
H16 H 0.143514 0.853507 0.516994 0.049 Uiso 1 1 calc R U . . .
C17 C -0.2181(9) 0.7023(8) 0.50303(16) 0.0589(13) Uani 1 1 d . . . . .
H17A H -0.293152 0.590526 0.500817 0.088 Uiso 1 1 calc R U . . .
H17B H -0.131088 0.718865 0.479672 0.088 Uiso 1 1 calc R U . . .
H17C H -0.321251 0.797484 0.504529 0.088 Uiso 1 1 calc R U . . .
N1 N -0.0797(5) 0.7021(5) 0.53953(11) 0.0387(7) Uani 1 1 d . . . . .
O1 O 1.3423(4) 0.8112(4) 0.82899(9) 0.0365(6) Uani 1 1 d . . . . .
I1 I -0.30581(4) 0.14565(4) 0.56507(2) 0.04214(13) Uani 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
C1 O1 1.363(5) . ?
C1 C6 1.383(5) . ?
C1 C2 1.405(5) . ?
C2 C3 1.371(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.403(5) . ?
C4 C8 1.462(5) . ?
C5 C6 1.386(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 O1 1.430(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.342(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.438(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.343(6) . ?
C10 H10 0.9500 . ?
C11 C14 1.446(5) . ?
C11 H11 0.9500 . ?
C12 N1 1.332(6) . ?
C12 C13 1.369(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.403(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.402(6) . ?
C15 C16 1.368(6) . ?
C15 H15 0.9500 . ?
C16 N1 1.344(6) . ?
C16 H16 0.9500 . ?
C17 N1 1.487(6) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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 C1 C6 124.8(3) . . ?
O1 C1 C2 115.5(3) . . ?
C6 C1 C2 119.6(3) . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 122.0(4) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C3 C4 C5 117.3(3) . . ?
C3 C4 C8 119.3(3) . . ?
C5 C4 C8 123.4(3) . . ?
C6 C5 C4 121.4(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C1 C6 C5 119.8(3) . . ?
C1 C6 H6 120.1 . . ?
C5 C6 H6 120.1 . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C4 127.1(4) . . ?
C9 C8 H8 116.5 . . ?
C4 C8 H8 116.5 . . ?
C8 C9 C10 123.4(4) . . ?
C8 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C11 C10 C9 122.7(4) . . ?
C11 C10 H10 118.7 . . ?
C9 C10 H10 118.7 . . ?
C10 C11 C14 126.5(4) . . ?
C10 C11 H11 116.8 . . ?
C14 C11 H11 116.8 . . ?
N1 C12 C13 121.1(4) . . ?
N1 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 120.3(4) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 116.8(4) . . ?
C15 C14 C11 123.6(4) . . ?
C13 C14 C11 119.5(4) . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N1 C16 C15 121.0(4) . . ?
N1 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C12 N1 C16 120.6(4) . . ?
C12 N1 C17 119.7(4) . . ?
C16 N1 C17 119.7(4) . . ?
C1 O1 C7 117.0(3) . . ?

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
O1 C1 C2 C3 177.1(3) . . . . ?
C6 C1 C2 C3 -3.4(5) . . . . ?
C1 C2 C3 C4 -0.6(6) . . . . ?
C2 C3 C4 C5 3.7(5) . . . . ?
C2 C3 C4 C8 -175.8(3) . . . . ?
C3 C4 C5 C6 -2.8(6) . . . . ?
C8 C4 C5 C6 176.6(4) . . . . ?
O1 C1 C6 C5 -176.4(3) . . . . ?
C2 C1 C6 C5 4.2(6) . . . . ?
C4 C5 C6 C1 -1.0(6) . . . . ?
C3 C4 C8 C9 169.9(4) . . . . ?
C5 C4 C8 C9 -9.6(6) . . . . ?
C4 C8 C9 C10 179.9(4) . . . . ?
C8 C9 C10 C11 -176.3(4) . . . . ?
C9 C10 C11 C14 -179.5(4) . . . . ?
N1 C12 C13 C14 0.0(7) . . . . ?
C12 C13 C14 C15 0.7(6) . . . . ?
C12 C13 C14 C11 -178.4(4) . . . . ?
C10 C11 C14 C15 -0.8(7) . . . . ?
C10 C11 C14 C13 178.2(4) . . . . ?
C13 C14 C15 C16 -0.6(6) . . . . ?
C11 C14 C15 C16 178.5(4) . . . . ?
C14 C15 C16 N1 -0.4(7) . . . . ?
C13 C12 N1 C16 -1.0(7) . . . . ?
C13 C12 N1 C17 -178.5(4) . . . . ?
C15 C16 N1 C12 1.2(7) . . . . ?
C15 C16 N1 C17 178.7(5) . . . . ?
C6 C1 O1 C7 -1.6(5) . . . . ?
C2 C1 O1 C7 177.8(4) . . . . ?

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
C7 H7A I1 0.98 3.28 3.894(5) 122.6 2_556 yes
C7 H7B I1 0.98 3.12 4.087(5) 170.7 2_656 yes
C12 H12 I1 0.95 3.16 3.768(4) 123.5 . yes
C15 H15 I1 0.95 3.05 3.970(4) 164.3 1_665 yes
C16 H16 I1 0.95 2.97 3.829(4) 150.5 3_566 yes
C17 H17C I1 0.98 3.30 3.904(5) 121.5 3_466 yes

_refine_diff_density_max         0.477
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.092


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol and Acetonitrile'
