# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_SA-4FBZ_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2040858'
loop_
_audit_author_name
_audit_author_address
'Saghir Ali'
;IIT Guwahati
India
;
_audit_update_record             
;
2020-10-27 deposited with the CCDC.	2021-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H64 F4 N4 O4'
_chemical_formula_weight         1317.43

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.9206(6)
_cell_length_b                   9.0995(4)
_cell_length_c                   14.8399(6)
_cell_angle_alpha                90
_cell_angle_beta                 116.4760(10)
_cell_angle_gamma                90
_cell_volume                     1682.63(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8115
_cell_measurement_theta_min      2.71
_cell_measurement_theta_max      21.12

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            83679
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_av_R_equivalents  0.0798
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.634
_diffrn_reflns_theta_max         28.489
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4268
_reflns_number_gt                2817
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.8558P] 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         4268
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1805
_refine_ls_wR_factor_gt          0.1456
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_restrained_S_all      0.883
_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
O001 O 0.30446(11) 0.99216(17) 0.24841(11) 0.0568(4) Uani 1 1 d . . . . .
F1 F 0.85497(13) 0.3619(2) 0.99629(11) 0.0890(5) Uani 1 1 d . . . . .
N003 N 0.54516(12) 0.68048(18) 0.59685(11) 0.0410(4) Uani 1 1 d . . . . .
C004 C 0.70737(14) 0.7169(2) 0.57788(13) 0.0399(4) Uani 1 1 d . . . . .
C005 C 0.49003(14) 0.7578(2) 0.50992(13) 0.0382(4) Uani 1 1 d . . . . .
C006 C 0.65024(14) 0.6626(2) 0.63063(13) 0.0386(4) Uani 1 1 d . . . . .
C007 C 0.54085(13) 0.8217(2) 0.45579(13) 0.0379(4) Uani 1 1 d . . . . .
C008 C 0.65201(14) 0.7984(2) 0.49288(13) 0.0402(4) Uani 1 1 d . . . . .
H008 H 0.688171 0.838856 0.459131 0.048 Uiso 1 1 calc R U . . .
C009 C 0.70614(14) 0.5832(2) 0.72778(13) 0.0408(4) Uani 1 1 d . . . . .
C00A C 0.47979(14) 0.9025(2) 0.36673(14) 0.0421(4) Uani 1 1 d . . . . .
H00A H 0.513088 0.944471 0.330840 0.051 Uiso 1 1 calc R U . . .
C00B C 0.37153(15) 0.9183(2) 0.33378(14) 0.0430(4) Uani 1 1 d . . . . .
C00C C 0.82241(14) 0.6804(2) 0.60839(13) 0.0444(4) Uani 1 1 d . . . . .
C00D C 0.37782(14) 0.7767(2) 0.47271(14) 0.0442(4) Uani 1 1 d . . . . .
H00D H 0.342861 0.734864 0.507168 0.053 Uiso 1 1 calc R U . . .
C00E C 0.32076(14) 0.8546(2) 0.38789(14) 0.0466(5) Uani 1 1 d . . . . .
H00E H 0.247207 0.866302 0.364983 0.056 Uiso 1 1 calc R U . . .
C00F C 0.80097(16) 0.6359(2) 0.80495(14) 0.0495(5) Uani 1 1 d . . . . .
H00F H 0.831147 0.722092 0.795318 0.059 Uiso 1 1 calc R U . . .
C00G C 0.66227(17) 0.4545(2) 0.74406(15) 0.0491(5) Uani 1 1 d . . . . .
H00G H 0.598197 0.418739 0.693768 0.059 Uiso 1 1 calc R U . . .
C00H C 0.85094(17) 0.5625(3) 0.89548(16) 0.0577(6) Uani 1 1 d . . . . .
H00H H 0.914030 0.598471 0.947064 0.069 Uiso 1 1 calc R U . . .
C00I C 0.80557(19) 0.4359(3) 0.90748(16) 0.0583(6) Uani 1 1 d . . . . .
C00J C 0.7127(2) 0.3790(3) 0.83408(17) 0.0585(6) Uani 1 1 d . . . . .
H00J H 0.684198 0.291759 0.844423 0.070 Uiso 1 1 calc R U . . .
C00K C 0.90082(17) 0.7881(3) 0.63909(18) 0.0617(6) Uani 1 1 d . . . . .
H00K H 0.882889 0.885082 0.644306 0.074 Uiso 1 1 calc R U . . .
C00L C 0.3511(2) 1.0548(3) 0.18925(17) 0.0631(6) Uani 1 1 d . . . . .
H00B H 0.402010 1.128851 0.227740 0.095 Uiso 1 1 calc R U . . .
H00C H 0.295809 1.098449 0.129846 0.095 Uiso 1 1 calc R U . . .
H00I H 0.386792 0.979524 0.170264 0.095 Uiso 1 1 calc R U . . .
C00M C 0.85162(18) 0.5378(3) 0.60014(19) 0.0645(6) Uani 1 1 d . . . . .
H00M H 0.800298 0.463625 0.580260 0.077 Uiso 1 1 calc R U . . .
C00N C 1.00579(19) 0.7520(4) 0.6621(2) 0.0779(8) Uani 1 1 d . . . . .
H00N H 1.058336 0.824584 0.684787 0.094 Uiso 1 1 calc R U . . .
C00O C 0.9564(2) 0.5042(4) 0.6211(2) 0.0859(9) Uani 1 1 d . . . . .
H00O H 0.974615 0.407909 0.614332 0.103 Uiso 1 1 calc R U . . .
C00P C 1.03310(19) 0.6109(4) 0.6517(2) 0.0841(9) Uani 1 1 d . . . . .
H00P H 1.103379 0.587978 0.665384 0.101 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
O001 C00B 1.369(2) . ?
O001 C00L 1.423(3) . ?
F1 C00I 1.362(2) . ?
N003 C006 1.328(2) . ?
N003 C005 1.366(2) . ?
C004 C008 1.367(3) . ?
C004 C006 1.430(2) . ?
C004 C00C 1.494(2) . ?
C005 C007 1.411(2) . ?
C005 C00D 1.416(2) . ?
C006 C009 1.485(2) . ?
C007 C008 1.408(2) . ?
C007 C00A 1.417(2) . ?
C008 H008 0.9300 . ?
C009 C00G 1.391(3) . ?
C009 C00F 1.391(3) . ?
C00A C00B 1.369(2) . ?
C00A H00A 0.9300 . ?
C00B C00E 1.409(3) . ?
C00C C00M 1.382(3) . ?
C00C C00K 1.384(3) . ?
C00D C00E 1.351(3) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00F C00H 1.379(3) . ?
C00F H00F 0.9300 . ?
C00G C00J 1.383(3) . ?
C00G H00G 0.9300 . ?
C00H C00I 1.363(4) . ?
C00H H00H 0.9300 . ?
C00I C00J 1.368(3) . ?
C00J H00J 0.9300 . ?
C00K C00N 1.384(3) . ?
C00K H00K 0.9300 . ?
C00L H00B 0.9600 . ?
C00L H00C 0.9600 . ?
C00L H00I 0.9600 . ?
C00M C00O 1.382(3) . ?
C00M H00M 0.9300 . ?
C00N C00P 1.367(5) . ?
C00N H00N 0.9300 . ?
C00O C00P 1.363(4) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?

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
C00B O001 C00L 117.22(16) . . ?
C006 N003 C005 118.69(15) . . ?
C008 C004 C006 118.05(16) . . ?
C008 C004 C00C 119.17(16) . . ?
C006 C004 C00C 122.68(16) . . ?
N003 C005 C007 122.47(16) . . ?
N003 C005 C00D 119.24(15) . . ?
C007 C005 C00D 118.28(16) . . ?
N003 C006 C004 122.62(16) . . ?
N003 C006 C009 115.99(15) . . ?
C004 C006 C009 121.39(15) . . ?
C008 C007 C005 117.24(16) . . ?
C008 C007 C00A 122.72(16) . . ?
C005 C007 C00A 120.02(16) . . ?
C004 C008 C007 120.79(16) . . ?
C004 C008 H008 119.6 . . ?
C007 C008 H008 119.6 . . ?
C00G C009 C00F 118.44(18) . . ?
C00G C009 C006 119.84(17) . . ?
C00F C009 C006 121.70(17) . . ?
C00B C00A C007 119.66(16) . . ?
C00B C00A H00A 120.2 . . ?
C007 C00A H00A 120.2 . . ?
O001 C00B C00A 124.77(17) . . ?
O001 C00B C00E 114.90(16) . . ?
C00A C00B C00E 120.33(17) . . ?
C00M C00C C00K 118.3(2) . . ?
C00M C00C C004 119.98(18) . . ?
C00K C00C C004 121.61(19) . . ?
C00E C00D C005 120.99(17) . . ?
C00E C00D H00D 119.5 . . ?
C005 C00D H00D 119.5 . . ?
C00D C00E C00B 120.71(17) . . ?
C00D C00E H00E 119.6 . . ?
C00B C00E H00E 119.6 . . ?
C00H C00F C009 121.1(2) . . ?
C00H C00F H00F 119.5 . . ?
C009 C00F H00F 119.5 . . ?
C00J C00G C009 120.9(2) . . ?
C00J C00G H00G 119.6 . . ?
C009 C00G H00G 119.6 . . ?
C00I C00H C00F 118.4(2) . . ?
C00I C00H H00H 120.8 . . ?
C00F C00H H00H 120.8 . . ?
F1 C00I C00H 118.7(2) . . ?
F1 C00I C00J 118.3(2) . . ?
C00H C00I C00J 123.0(2) . . ?
C00I C00J C00G 118.3(2) . . ?
C00I C00J H00J 120.9 . . ?
C00G C00J H00J 120.9 . . ?
C00C C00K C00N 120.3(3) . . ?
C00C C00K H00K 119.8 . . ?
C00N C00K H00K 119.8 . . ?
O001 C00L H00B 109.5 . . ?
O001 C00L H00C 109.5 . . ?
H00B C00L H00C 109.5 . . ?
O001 C00L H00I 109.5 . . ?
H00B C00L H00I 109.5 . . ?
H00C C00L H00I 109.5 . . ?
C00C C00M C00O 120.7(2) . . ?
C00C C00M H00M 119.7 . . ?
C00O C00M H00M 119.7 . . ?
C00P C00N C00K 120.7(3) . . ?
C00P C00N H00N 119.6 . . ?
C00K C00N H00N 119.6 . . ?
C00P C00O C00M 120.6(3) . . ?
C00P C00O H00O 119.7 . . ?
C00M C00O H00O 119.7 . . ?
C00O C00P C00N 119.4(2) . . ?
C00O C00P H00P 120.3 . . ?
C00N C00P H00P 120.3 . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.059

