# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2300607'
_audit_update_record             
;
2023-10-11 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_audit_creation_date             2023-10-10
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.039(C26 H22)'
_chemical_formula_sum            'C H'
_chemical_formula_weight         13.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_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                   5.8945(12)
_cell_length_b                   7.7498(14)
_cell_length_c                   20.085(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.072(15)
_cell_angle_gamma                90
_cell_volume                     917.3(3)
_cell_formula_units_Z            51
_cell_measurement_reflns_used    1934
_cell_measurement_temperature    294.85
_cell_measurement_theta_max      62.60
_cell_measurement_theta_min      4.40
_shelx_estimated_absorpt_T_max   0.7524
_shelx_estimated_absorpt_T_min   0.5830
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             357
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0819
_diffrn_reflns_av_unetI/netI     0.0695
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            6904
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        64.064
_diffrn_reflns_theta_max         64.064
_diffrn_reflns_theta_min         4.403
_diffrn_ambient_temperature      294.85
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                885
_reflns_number_total             1511
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1908
_refine_ls_R_factor_gt           0.1442
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1416P)²+7.5411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4252
_refine_ls_wR_factor_ref         0.4511
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00B,H00A)
2.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C005(H005), C006(H006), C007(H007), C008(H008), C009(H009),
 C00B(H00C), C00C(H00D), C00D(H00E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C001 C 0.2048(13) 0.3890(10) 0.2812(4) 0.042(2) Uani 1 1 d . . . . .
C002 C 0.0357(14) 0.4019(11) 0.4120(4) 0.047(2) Uani 1 1 d . . . . .
C003 C 0.2974(13) 0.3848(10) 0.2127(4) 0.041(2) Uani 1 1 d . . . . .
C004 C 0.0019(15) 0.4697(13) 0.2961(4) 0.054(2) Uani 1 1 d . . . . .
H004 H -0.082426 0.521169 0.261892 0.065 Uiso 1 1 calc R U . . .
C005 C 0.4714(17) 0.3779(13) 0.0842(4) 0.061(3) Uani 1 1 d . . . . .
H005 H 0.529878 0.374542 0.041577 0.073 Uiso 1 1 calc R U . . .
C006 C -0.0783(15) 0.4759(13) 0.3601(4) 0.056(2) Uani 1 1 d . . . . .
H006 H -0.214391 0.532449 0.367995 0.067 Uiso 1 1 calc R U . . .
C007 C 0.5813(16) 0.2976(14) 0.1357(5) 0.064(3) Uani 1 1 d . . . . .
H007 H 0.715639 0.238789 0.127833 0.077 Uiso 1 1 calc R U . . .
C008 C 0.2364(17) 0.3183(12) 0.3986(4) 0.061(3) Uani 1 1 d . . . . .
H008 H 0.317568 0.264543 0.432858 0.073 Uiso 1 1 calc R U . . .
C009 C 0.4980(15) 0.3017(12) 0.1988(4) 0.053(2) Uani 1 1 d . . . . .
H009 H 0.578400 0.247311 0.233117 0.064 Uiso 1 1 calc R U . . .
C00A C -0.0449(18) 0.4219(12) 0.4835(4) 0.059(3) Uani 1 1 d . . . . .
H00B H -0.209418 0.426146 0.483256 0.071 Uiso 1 1 calc R U . . .
H00A H 0.001974 0.321417 0.509107 0.071 Uiso 1 1 calc R U . . .
C00B C 0.3173(16) 0.3141(12) 0.3347(4) 0.056(3) Uani 1 1 d . . . . .
H00C H 0.454081 0.258070 0.327228 0.068 Uiso 1 1 calc R U . . .
C00C C 0.1869(16) 0.4686(13) 0.1600(4) 0.059(3) Uani 1 1 d . . . . .
H00D H 0.053324 0.528681 0.167658 0.071 Uiso 1 1 calc R U . . .
C00D C 0.2739(18) 0.4634(13) 0.0963(4) 0.062(3) Uani 1 1 d . . . . .
H00E H 0.196931 0.518655 0.061478 0.074 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
C001 C003 1.491(11) . ?
C001 C004 1.387(11) . ?
C001 C00B 1.379(11) . ?
C002 C006 1.355(12) . ?
C002 C008 1.380(12) . ?
C002 C00A 1.531(11) . ?
C003 C009 1.379(12) . ?
C003 C00C 1.392(12) . ?
C004 H004 0.9300 . ?
C004 C006 1.380(11) . ?
C005 H005 0.9300 . ?
C005 C007 1.360(13) . ?
C005 C00D 1.365(13) . ?
C006 H006 0.9300 . ?
C007 H007 0.9300 . ?
C007 C009 1.368(12) . ?
C008 H008 0.9300 . ?
C008 C00B 1.378(12) . ?
C009 H009 0.9300 . ?
C00A C00A 1.473(17) 3_566 ?
C00A H00B 0.9700 . ?
C00A H00A 0.9700 . ?
C00B H00C 0.9300 . ?
C00C H00D 0.9300 . ?
C00C C00D 1.389(12) . ?
C00D H00E 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
C004 C001 C003 122.7(7) . . ?
C00B C001 C003 122.1(7) . . ?
C00B C001 C004 115.3(8) . . ?
C006 C002 C008 117.6(8) . . ?
C006 C002 C00A 121.4(8) . . ?
C008 C002 C00A 120.9(8) . . ?
C009 C003 C001 121.7(7) . . ?
C009 C003 C00C 117.1(8) . . ?
C00C C003 C001 121.2(8) . . ?
C001 C004 H004 119.1 . . ?
C006 C004 C001 121.9(8) . . ?
C006 C004 H004 119.1 . . ?
C007 C005 H005 120.5 . . ?
C007 C005 C00D 118.9(8) . . ?
C00D C005 H005 120.5 . . ?
C002 C006 C004 121.8(9) . . ?
C002 C006 H006 119.1 . . ?
C004 C006 H006 119.1 . . ?
C005 C007 H007 119.3 . . ?
C005 C007 C009 121.3(9) . . ?
C009 C007 H007 119.3 . . ?
C002 C008 H008 119.8 . . ?
C00B C008 C002 120.4(9) . . ?
C00B C008 H008 119.8 . . ?
C003 C009 H009 119.3 . . ?
C007 C009 C003 121.4(9) . . ?
C007 C009 H009 119.3 . . ?
C002 C00A H00B 109.0 . . ?
C002 C00A H00A 109.0 . . ?
C00A C00A C002 112.9(10) 3_566 . ?
C00A C00A H00B 109.0 3_566 . ?
C00A C00A H00A 109.0 3_566 . ?
H00B C00A H00A 107.8 . . ?
C001 C00B H00C 118.5 . . ?
C008 C00B C001 123.0(9) . . ?
C008 C00B H00C 118.5 . . ?
C003 C00C H00D 119.6 . . ?
C00D C00C C003 120.8(9) . . ?
C00D C00C H00D 119.6 . . ?
C005 C00D C00C 120.5(9) . . ?
C005 C00D H00E 119.8 . . ?
C00C C00D H00E 119.8 . . ?

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
C001 C003 C009 C007 179.6(9) . . . . ?
C001 C003 C00C C00D -179.7(9) . . . . ?
C001 C004 C006 C002 -0.7(15) . . . . ?
C002 C008 C00B C001 -0.8(16) . . . . ?
C003 C001 C004 C006 -178.4(9) . . . . ?
C003 C001 C00B C008 179.1(9) . . . . ?
C003 C00C C00D C005 -0.9(16) . . . . ?
C004 C001 C003 C009 -179.1(8) . . . . ?
C004 C001 C003 C00C 2.4(13) . . . . ?
C004 C001 C00B C008 -0.1(14) . . . . ?
C005 C007 C009 C003 1.1(16) . . . . ?
C006 C002 C008 C00B 1.1(14) . . . . ?
C006 C002 C00A C00A -87.3(14) . . . 3_566 ?
C007 C005 C00D C00C 0.1(15) . . . . ?
C008 C002 C006 C004 -0.3(14) . . . . ?
C008 C002 C00A C00A 87.9(13) . . . 3_566 ?
C009 C003 C00C C00D 1.7(14) . . . . ?
C00A C002 C006 C004 175.1(9) . . . . ?
C00A C002 C008 C00B -174.4(9) . . . . ?
C00B C001 C003 C009 1.7(13) . . . . ?
C00B C001 C003 C00C -176.8(8) . . . . ?
C00B C001 C004 C006 0.9(13) . . . . ?
C00C C003 C009 C007 -1.8(14) . . . . ?
C00D C005 C007 C009 -0.2(16) . . . . ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
