# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_RTFBZ_100K_0m
_database_code_depnum_ccdc_archive 'CCDC 2446863'
loop_
_audit_author_name
_audit_author_address
'Ravi Teja M.'
;Indian Institute Of Technology Delhi
India
;
_audit_update_record             
;
2025-04-26 deposited with the CCDC.	2025-08-07 downloaded from the CCDC.
;
_audit_creation_date             2025-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
loop_
_audit_author_email
mrteja509@gmail.com
sajeshpthomas@gmail.com
_chemical_name_systematic        4-fluorobenzonitrile
_chemical_formula_moiety         'C7 H4 F N'
_chemical_formula_sum            'C7 H4 F N'
_chemical_formula_weight         121.115
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   3.7760(3)
_cell_length_b                   6.3956(5)
_cell_length_c                   12.1583(10)
_cell_angle_alpha                89.900(3)
_cell_angle_beta                 82.854(3)
_cell_angle_gamma                81.347(3)
_cell_volume                     287.98(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7896
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      33.054
_cell_measurement_theta_min      3.612
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.7009
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1125 before and 0.0568 after correction.
The Ratio of minimum to maximum transmission is 0.9389.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_description       needle
_exptl_crystal_F_000             124.097
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.713
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.059
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_Laue_measured_fraction_full 0.9886
_diffrn_reflns_Laue_measured_fraction_max 0.9936
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20466
_diffrn_reflns_point_group_measured_fraction_full 0.9886
_diffrn_reflns_point_group_measured_fraction_max 0.9936
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.19
_diffrn_reflns_theta_min         3.22
_diffrn_ambient_temperature      100.00
_diffrn_measured_fraction_theta_full 0.9886
_diffrn_measured_fraction_theta_max 0.9936
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                1940
_reflns_number_total             2183
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1359
_refine_diff_density_min         -0.1421
_refine_diff_density_rms         0.0367
_refine_ls_d_res_high            0.6492
_refine_ls_d_res_low             6.3219
_refine_ls_goodness_of_fit_ref   1.2392
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0238
_refine_ls_restrained_S_all      1.2392
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0259P)²+0.0121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0712
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
F1 F 0.30114(9) 0.25974(5) 0.99475(2) 0.02817(9) Uani 1.000000 .
N1 N 0.18960(12) 0.23755(7) 0.45143(3) 0.02240(10) Uani 1.000000 .
C4 C 0.23704(11) 0.24442(7) 0.66199(3) 0.01535(9) Uani 1.000000 .
C7 C 0.21165(12) 0.23982(7) 0.54529(4) 0.01756(9) Uani 1.000000 .
C3 C 0.16218(12) 0.07083(7) 0.72622(4) 0.01699(9) Uani 1.000000 .
C2 C 0.18379(13) 0.07619(7) 0.83943(4) 0.01891(10) Uani 1.000000 .
C5 C 0.33284(12) 0.42317(7) 0.70989(4) 0.01738(9) Uani 1.000000 .
C1 C 0.27890(12) 0.25511(7) 0.88473(4) 0.01882(10) Uani 1.000000 .
C6 C 0.35428(12) 0.42891(7) 0.82313(4) 0.01887(10) Uani 1.000000 .
H6 H 0.435(2) 0.5610(12) 0.8638(6) 0.044(2) Uani 1.000000 .
H5 H 0.391(2) 0.5548(12) 0.6589(6) 0.0378(18) Uani 1.000000 .
H3 H 0.084(2) -0.0650(11) 0.6882(6) 0.0387(19) Uani 1.000000 .
H2 H 0.123(2) -0.0517(11) 0.8909(6) 0.0389(19) Uani 1.000000 .


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
F1 C1 1.3514(5) . ?
N1 C7 1.1547(6) . ?
C4 C7 1.4346(6) . ?
C4 C3 1.3996(6) . ?
C4 C5 1.3987(6) . ?
C3 C2 1.3898(6) . ?
C3 H3 1.080(7) . ?
C2 C1 1.3845(7) . ?
C2 H2 1.064(7) . ?
C5 C6 1.3902(6) . ?
C5 H5 1.078(7) . ?
C1 C6 1.3844(7) . ?
C6 H6 1.080(7) . ?

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
C3 C4 C7 119.47(4) . . ?
C5 C4 C7 119.45(4) . . ?
C5 C4 C3 121.08(4) . . ?
C4 C7 N1 179.49(5) . . ?
C2 C3 C4 119.43(4) . . ?
H3 C3 C4 120.2(4) . . ?
H3 C3 C2 120.4(4) . . ?
C1 C2 C3 118.31(4) . . ?
H2 C2 C3 121.3(4) . . ?
H2 C2 C1 120.4(4) . . ?
C6 C5 C4 119.58(4) . . ?
H5 C5 C4 119.9(4) . . ?
H5 C5 C6 120.5(4) . . ?
C2 C1 F1 118.23(4) . . ?
C6 C1 F1 118.32(4) . . ?
C6 C1 C2 123.45(4) . . ?
C1 C6 C5 118.16(4) . . ?
H6 C6 C5 122.5(4) . . ?
H6 C6 C1 119.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C1 C2 C3 -179.75(4) . . . . ?
F1 C1 C6 C5 179.69(4) . . . . ?
C4 C3 C2 C1 0.12(5) . . . . ?
C4 C5 C6 C1 -0.01(5) . . . . ?
C3 C2 C1 C6 -0.12(5) . . . . ?
C2 C1 C6 C5 0.06(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT927_RTFBZ_100K_0m       
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0946 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT926_RTFBZ_100K_0m       
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0310 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT928_RTFBZ_100K_0m       
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.650 Check 
RESPONSE:  A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT906_RTFBZ_100K_0m       
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.234 Check 
RESPONSE: The disagreeing reflections/ bad reflections identified based
 on Fz values greater than 10 can be different depending upon what type of
 atomic scattering factors are used. The check cif program uses scattering
 factors from spherical atom models whereas hirshfeld atom refinement
 models are based on aspherical scattering factors. Those disagreeing 
 reflections were omitted in the final stage of Hirshfeld Atom
 Refinement (HAR)
;
_vrf_PLAT911_RTFBZ_100K_0m       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         11 Report
RESPONSE: The disagreeing reflections/ bad reflections identified based
 on Fz values greater than 10 can be different depending upon what type of
 atomic scattering factors are used. The check cif program uses scattering
 factors from spherical atom models whereas hirshfeld atom refinement
 models are based on aspherical scattering factors. Those disagreeing 
 reflections were omitted in the final stage of Hirshfeld Atom
 Refinement (HAR)
;
# end Validation Reply Form
####################################################################### 
# 
# 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_RT14DCB_100K_0m
_database_code_depnum_ccdc_archive 'CCDC 2446864'
loop_
_audit_author_name
_audit_author_address
'Ravi Teja M.'
;Indian Institute Of Technology Delhi
India
;
_audit_update_record             
;
2025-04-26 deposited with the CCDC.	2025-08-07 downloaded from the CCDC.
;
_audit_creation_date             2025-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
loop_
_audit_author_email
mrteja509@gmail.com
sajeshpthomas@gmail.com
_chemical_formula_moiety         'C8 H4 N2'
_chemical_formula_sum            'C8 H4 N2'
_chemical_formula_weight         128.134
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   3.7638(1)
_cell_length_b                   6.4436(2)
_cell_length_c                   7.2711(3)
_cell_angle_alpha                114.048(1)
_cell_angle_beta                 92.579(1)
_cell_angle_gamma                98.087(1)
_cell_volume                     158.410(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    11366
_cell_measurement_temperature    109.00
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      3.09
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.747
_exptl_absorpt_correction_T_min  0.700
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_description       needle
_exptl_crystal_F_000             66.041
_exptl_crystal_size_max          0.66
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.148
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_Laue_measured_fraction_full 0.9914
_diffrn_reflns_Laue_measured_fraction_max 0.9951
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11366
_diffrn_reflns_point_group_measured_fraction_full 0.9914
_diffrn_reflns_point_group_measured_fraction_max 0.9951
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.20
_diffrn_reflns_theta_min         3.09
_diffrn_ambient_temperature      109.00
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_measured_fraction_theta_max 0.9951
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              8
_reflns_limit_k_min              -9
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                1153
_reflns_number_total             1210
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.0962
_refine_diff_density_min         -0.0964
_refine_diff_density_rms         0.0260
_refine_ls_d_res_high            0.6490
_refine_ls_d_res_low             6.5973
_refine_ls_goodness_of_fit_ref   1.4361
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0152
_refine_ls_R_factor_gt           0.0144
_refine_ls_restrained_S_all      1.4361
_refine_ls_shift/su_max          -0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0084P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0326
_refine_ls_wR_factor_ref         0.0330
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
N1 N 0.13457(4) 0.22168(3) -0.08459(2) 0.02033(5) Uani 1.000000 .
C2 C 0.37600(4) 0.40468(3) 0.29655(2) 0.01340(5) Uani 1.000000 .
C1 C 0.24339(5) 0.30410(3) 0.08519(3) 0.01567(5) Uani 1.000000 .
C4 C 0.48811(5) 0.73284(3) 0.61959(3) 0.01467(5) Uani 1.000000 .
C3 C 0.36315(5) 0.63688(3) 0.41467(3) 0.01449(5) Uani 1.000000 .
H8 H 0.2542(7) 0.7374(4) 0.3463(4) 0.0314(7) Uani 1.000000 .
H7 H 0.4790(7) 0.9117(4) 0.7142(4) 0.0328(7) Uani 1.000000 .


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
N1 C1 1.1545(2) . ?
C2 C1 1.4350(2) . ?
C2 C4 1.3994(2) 2_666 ?
C2 C3 1.3984(2) . ?
C4 C3 1.3885(2) . ?
C4 H7 1.082(2) . ?
C3 H8 1.074(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 C2 C1 119.159(15) 2_666 . ?
C3 C2 C1 119.398(15) . . ?
C3 C2 C4 121.439(16) . 2_666 ?
C2 C1 N1 179.382(16) . . ?
C3 C4 C2 119.355(16) . 2_666 ?
H7 C4 C2 120.12(14) . 2_666 ?
H7 C4 C3 120.53(14) . . ?
C4 C3 C2 119.206(16) . . ?
H8 C3 C2 119.70(13) . . ?
H8 C3 C4 121.09(13) . . ?

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
C2 C4 C3 C2 -0.011(16) 2_666 . . . ?
C2 C3 C4 C2 -0.011(16) . . . 2_666 ?


_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT927_RT14DCB_100K_0m     
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.1291 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT928_RT14DCB_100K_0m     
;
PROBLEM: Reported and Calculated    S value   Differ by .     -5.610 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT926_RT14DCB_100K_0m     
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0324 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom
 Refinement (HAR) model (using aspherical scattering factor) was employed and
 hence, the difference in refinement indicators.
;
_vrf_PLAT911_RT14DCB_100K_0m     
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          5 Report
RESPONSE: The disagreeing reflections/ bad reflections identified based
 on Fz values greater than 10 can be different depending upon what type of
 atomic scattering factors are used. The check cif program uses scattering
 factors from spherical atom models whereas hirshfeld atom refinement
 models are based on aspherical scattering factors. Those disagreeing 
 reflections were omitted in the final stage of Hirshfeld Atom
 Refinement (HAR)
;
# end Validation Reply Form
_chemical_name_systematic        1,4-Dicyanobenzene
####################################################################### 
# 
# 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_RT14DCB_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2446865'
loop_
_audit_author_name
_audit_author_address
'Ravi Teja M.'
;Indian Institute Of Technology Delhi
India
;
_audit_update_record             
;
2025-04-26 deposited with the CCDC.	2025-08-07 downloaded from the CCDC.
;
_audit_creation_date             2025-03-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
loop_
_audit_author_email
mrteja509@gmail.com
sajeshpthomas@gmail.com
_chemical_formula_moiety         'C8 H4 N2'
_chemical_formula_sum            'C8 H4 N2'
_chemical_formula_weight         128.134
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   3.8422(3)
_cell_length_b                   6.5805(5)
_cell_length_c                   7.3120(6)
_cell_angle_alpha                114.545(3)
_cell_angle_beta                 93.593(3)
_cell_angle_gamma                96.938(3)
_cell_volume                     165.63(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    11624
_cell_measurement_temperature    295.00
_cell_measurement_theta_max      33.11
_cell_measurement_theta_min      3.09
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_description       needle
_exptl_crystal_F_000             66.041
_exptl_crystal_size_max          0.293
_exptl_crystal_size_mid          0.248
_exptl_crystal_size_min          0.096
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9984
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11624
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9984
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.11
_diffrn_reflns_theta_min         3.09
_diffrn_ambient_temperature      295.00
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              9
_reflns_limit_k_min              -10
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                980
_reflns_number_total             1255
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1818
_refine_diff_density_min         -0.1819
_refine_diff_density_rms         0.0500
_refine_ls_d_res_high            0.6505
_refine_ls_d_res_low             6.5991
_refine_ls_goodness_of_fit_ref   1.3809
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     64
_refine_ls_number_reflns         1255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.3809
_refine_ls_shift/su_max          -0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0351P)²+0.0062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1109
_olex2_refinement_description    
;
;
_olex2_refine_details            
;
Refinement using NoSpherA2, an implementation of
NOn-SPHERical Atom-form-factors in Olex2.
Please cite:
F. Kleemiss et al. Chem. Sci. DOI 10.1039/D0SC05526C - 2021
NoSpherA2 implementation of HAR makes use of
tailor-made aspherical atomic form factors calculated
on-the-fly from a Hirshfeld-partitioned electron density (ED) - not from
spherical-atom form factors.

The ED is calculated from a gaussian basis set single determinant SCF
wavefunction - either Hartree-Fock or DFT using selected funtionals
 - for a fragment of the crystal.
This fragment can be embedded in an electrostatic crystal field by employing cluster charges
or modelled using implicit solvation models, depending on the software used.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         B3LYP
   BASIS SET:      def2-TZVP
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2024-03-19_18-59-07
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
N1 N 0.8631(3) 0.78005(16) 1.08334(12) 0.0608(3) Uani 1.000000 .
C2 C 0.6244(2) 0.59616(14) 0.70284(11) 0.0363(2) Uani 1.000000 .
C4 C 0.5092(2) 0.27116(16) 0.38275(14) 0.0424(2) Uani 1.000000 .
H4 H 0.510(3) 0.097(2) 0.2898(17) 0.073(3) Uani 1.000000 .
C3 C 0.6345(2) 0.36795(15) 0.58707(13) 0.0417(2) Uani 1.000000 .
H3 H 0.744(3) 0.2688(19) 0.6570(17) 0.073(4) Uani 1.000000 .
C1 C 0.7562(2) 0.69771(15) 0.91465(13) 0.0455(2) Uani 1.000000 .


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
N1 C1 1.1451(11) . ?
C2 C4 1.3926(12) 2_666 ?
C2 C3 1.3912(12) . ?
C2 C1 1.4359(11) . ?
C4 H4 1.062(12) . ?
C4 C3 1.3837(12) . ?
C3 H3 1.086(11) . ?

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
C3 C2 C4 121.34(8) . 2_666 ?
C1 C2 C4 119.22(8) . 2_666 ?
C1 C2 C3 119.44(7) . . ?
H4 C4 C2 119.2(6) . 2_666 ?
C3 C4 C2 119.42(8) . 2_666 ?
C3 C4 H4 121.4(6) . . ?
C4 C3 C2 119.23(8) . . ?
H3 C3 C2 119.9(6) . . ?
H3 C3 C4 120.9(6) . . ?
C2 C1 N1 179.44(10) . . ?

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
C2 C4 C3 C2 0.01(9) 2_666 . . . ?
C2 C3 C4 C2 0.01(9) . . . 2_666 ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        1,4-Dicyanobenzene
