# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_ABN_100K
_database_code_depnum_ccdc_archive 'CCDC 1816748'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3184(18)
_cell_length_b                   5.7059(15)
_cell_length_c                   15.844(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.439(6)
_cell_angle_gamma                90
_cell_volume                     607.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2361
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      26.01

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.956
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6483
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.034
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.000
_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             1056
_reflns_number_gt                829
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0580P)²+0.3609P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1056
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1294
_refine_ls_wR_factor_gt          0.1205
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.082
_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
N1 N 0.7843(3) 0.7621(3) 0.77183(11) 0.0290(5) Uani 1 1 d D . . . .
N2 N 0.7273(3) 0.0941(3) 0.41035(12) 0.0317(5) Uani 1 1 d . . . . .
C5 C 0.8292(3) 0.5813(4) 0.55845(13) 0.0233(5) Uani 1 1 d . . . . .
H5 H 0.879741 0.639761 0.515820 0.028 Uiso 1 1 calc R U . . .
C4 C 0.7368(3) 0.3610(4) 0.54403(13) 0.0234(5) Uani 1 1 d . . . . .
C3 C 0.6590(3) 0.2807(4) 0.60614(13) 0.0247(5) Uani 1 1 d . . . . .
H3 H 0.594852 0.132461 0.596439 0.030 Uiso 1 1 calc R U . . .
C2 C 0.6737(3) 0.4124(4) 0.68087(13) 0.0243(5) Uani 1 1 d . . . . .
H2 H 0.618755 0.355506 0.722087 0.029 Uiso 1 1 calc R U . . .
C1 C 0.7701(3) 0.6322(4) 0.69694(13) 0.0237(5) Uani 1 1 d . . . . .
C6 C 0.8471(3) 0.7132(4) 0.63399(13) 0.0244(5) Uani 1 1 d . . . . .
H6 H 0.912261 0.860827 0.643708 0.029 Uiso 1 1 calc R U . . .
C7 C 0.7295(3) 0.2157(4) 0.46876(14) 0.0257(5) Uani 1 1 d . . . . .
H1A H 0.875(3) 0.901(3) 0.7911(19) 0.066(9) Uiso 1 1 d D . . . .
H1B H 0.757(3) 0.685(4) 0.8223(12) 0.052(7) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0395(11) 0.0277(10) 0.0200(9) -0.0035(9) 0.0122(8) -0.0040(8)
N2 0.0415(11) 0.0309(11) 0.0246(10) -0.0040(9) 0.0152(8) -0.0049(9)
C5 0.0267(11) 0.0228(11) 0.0204(10) 0.0037(9) 0.0095(8) 0.0013(8)
C4 0.0257(10) 0.0232(11) 0.0195(10) 0.0004(9) 0.0070(8) 0.0018(8)
C3 0.0252(10) 0.0225(11) 0.0242(11) 0.0022(9) 0.0076(8) -0.0011(9)
C2 0.0284(11) 0.0254(11) 0.0199(10) 0.0031(9) 0.0103(8) -0.0011(9)
C1 0.0251(11) 0.0243(11) 0.0193(10) 0.0012(9) 0.0063(8) 0.0030(8)
C6 0.0283(11) 0.0189(10) 0.0243(11) 0.0008(9) 0.0086(8) -0.0006(9)
C7 0.0281(11) 0.0263(11) 0.0235(11) 0.0022(10) 0.0110(9) -0.0032(9)

_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
N1 C1 1.368(3) . ?
N2 C7 1.152(3) . ?
C5 C6 1.375(3) . ?
C5 C4 1.402(3) . ?
C4 C3 1.396(3) . ?
C4 C7 1.436(3) . ?
C3 C2 1.370(3) . ?
C2 C1 1.412(3) . ?
C1 C6 1.405(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
C6 C5 C4 120.32(18) . . ?
C3 C4 C5 119.00(19) . . ?
C3 C4 C7 120.35(19) . . ?
C5 C4 C7 120.60(18) . . ?
C2 C3 C4 121.0(2) . . ?
C3 C2 C1 120.32(18) . . ?
N1 C1 C6 121.6(2) . . ?
N1 C1 C2 119.87(18) . . ?
C6 C1 C2 118.50(19) . . ?
C5 C6 C1 120.8(2) . . ?
N2 C7 C4 177.9(2) . . ?

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.054

_shelx_res_file                  
;
TITL C:\frames\guest\LA_ABN~1\100K\work\100K_aa_a.res in P2(1)/c
    C:\frames\guest\LA_ABN~1\100K\work\100K_aa_a.res
    created by SHELXL-2018/3 at 21:41:47 on 24-Apr-2018
CELL 0.71073 7.3184 5.7059 15.8439 90.000 113.439 90.000
ZERR 4.0000 0.0018 0.0015 0.0042 0.000 0.006 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1A
DFIX 1.02 0.01 N1 H1B
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
LIST 6 1
TEMP -173
L.S. 10
WGHT    0.058000    0.360900
FVAR       0.88701
N1    3    0.784279    0.762118    0.771833    11.00000    0.03949    0.02772 =
         0.02002   -0.00350    0.01223   -0.00405
N2    3    0.727321    0.094146    0.410348    11.00000    0.04150    0.03091 =
         0.02455   -0.00399    0.01517   -0.00490
C5    1    0.829237    0.581325    0.558447    11.00000    0.02673    0.02279 =
         0.02043    0.00367    0.00948    0.00129
AFIX  43
H5    2    0.879741    0.639761    0.515820    11.00000   -1.20000
AFIX   0
C4    1    0.736835    0.361011    0.544031    11.00000    0.02567    0.02320 =
         0.01946    0.00038    0.00701    0.00182
C3    1    0.659017    0.280736    0.606144    11.00000    0.02519    0.02253 =
         0.02420    0.00219    0.00761   -0.00113
AFIX  43
H3    2    0.594852    0.132461    0.596439    11.00000   -1.20000
AFIX   0
C2    1    0.673717    0.412398    0.680874    11.00000    0.02840    0.02538 =
         0.01994    0.00305    0.01033   -0.00113
AFIX  43
H2    2    0.618755    0.355506    0.722087    11.00000   -1.20000
AFIX   0
C1    1    0.770124    0.632177    0.696941    11.00000    0.02515    0.02432 =
         0.01932    0.00118    0.00629    0.00301
C6    1    0.847089    0.713180    0.633988    11.00000    0.02830    0.01887 =
         0.02431    0.00084    0.00864   -0.00059
AFIX  43
H6    2    0.912261    0.860827    0.643708    11.00000   -1.20000
AFIX   0
C7    1    0.729523    0.215725    0.468761    11.00000    0.02810    0.02633 =
         0.02347    0.00222    0.01100   -0.00317
H1A   2    0.875058    0.901476    0.791133    11.00000    0.06647
H1B   2    0.757398    0.684876    0.822269    11.00000    0.05245
HKLF 4




REM  C:\frames\guest\LA_ABN~1\100K\work\100K_aa_a.res in P2(1)/c
REM wR2 = 0.1294, GooF = S = 1.080, Restrained GooF = 1.082 for all data
REM R1 = 0.0502 for 829 Fo > 4sig(Fo) and 0.0679 for all 1056 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0581      0.3611

REM Highest difference peak  0.200,  deepest hole -0.218,  1-sigma level  0.054
Q1    1   0.5996  0.3486  0.5372  11.00000  0.05    0.20
Q2    1   0.6280  0.7798  0.7399  11.00000  0.05    0.20
Q3    1   0.5228  0.2459  0.5799  11.00000  0.05    0.19
Q4    1   0.8944  0.0867  0.4385  11.00000  0.05    0.19
Q5    1   0.6116  0.1355  0.4429  11.00000  0.05    0.18
Q6    1   0.8622  0.6537  0.6816  11.00000  0.05    0.18
Q7    1   0.9391  0.7408  0.7953  11.00000  0.05    0.16
Q8    1   0.8646  0.3683  0.5588  11.00000  0.05    0.16
Q9    1   0.5132  0.4445  0.6653  11.00000  0.05    0.16
Q10   1   0.7840  0.2935  0.6015  11.00000  0.05    0.16
Q11   1   0.9917  0.6895  0.6605  11.00000  0.05    0.15
Q12   1   0.5953  0.4073  0.6202  11.00000  0.05    0.14
Q13   1   0.6974  0.6878  0.6203  11.00000  0.05    0.14
Q14   1   0.5777  0.0075  0.3749  11.00000  0.05    0.14
Q15   1   0.5263  0.3811  0.7967  11.00000  0.05    0.14
Q16   1   0.5751  0.0883  0.3989  11.00000  0.05    0.13
Q17   1   0.9694  0.5839  0.5728  11.00000  0.05    0.13
Q18   1   0.4433  0.3783  0.7136  11.00000  0.05    0.13
Q19   1   0.5141  0.2107  0.3632  11.00000  0.05    0.12
Q20   1   0.9585  0.4860  0.5411  11.00000  0.05    0.12
;
_shelx_res_checksum              84164
####################################################################### 
# 
# 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_ABN_200K
_database_code_depnum_ccdc_archive 'CCDC 1816753'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.2430(5)
_cell_length_b                   5.4842(4)
_cell_length_c                   16.0426(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.797(2)
_cell_angle_gamma                90
_cell_volume                     623.79(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4596
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.04

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.955
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(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            9860
_diffrn_reflns_av_unetI/netI     0.0142
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.936
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1206
_reflns_number_gt                1048
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0411P)²+0.1260P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1206
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0898
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.063
_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
C5 C 0.82948(15) 0.6045(2) 0.57325(7) 0.0407(3) Uani 1 1 d . . . . .
H5 H 0.880211 0.667908 0.527598 0.049 Uiso 1 1 calc R U . . .
C1 C 0.77975(15) 0.6396(2) 0.71686(7) 0.0382(3) Uani 1 1 d . . . . .
C2 C 0.67722(15) 0.4209(2) 0.70557(7) 0.0419(3) Uani 1 1 d . . . . .
H2 H 0.624143 0.358545 0.750696 0.050 Uiso 1 1 calc R U . . .
C4 C 0.72926(15) 0.3852(2) 0.56294(7) 0.0392(3) Uani 1 1 d . . . . .
C3 C 0.65292(15) 0.2962(2) 0.63007(7) 0.0422(3) Uani 1 1 d . . . . .
H3 H 0.583533 0.148040 0.623382 0.051 Uiso 1 1 calc R U . . .
N1 N 0.80458(15) 0.7605(2) 0.79287(7) 0.0505(3) Uani 1 1 d D . . . .
C6 C 0.85506(15) 0.7290(2) 0.64912(7) 0.0407(3) Uani 1 1 d . . . . .
H6 H 0.924524 0.877127 0.655666 0.049 Uiso 1 1 calc R U . . .
C7 C 0.71275(17) 0.2464(2) 0.48626(8) 0.0466(3) Uani 1 1 d . . . . .
N2 N 0.70463(17) 0.1302(2) 0.42608(7) 0.0620(4) Uani 1 1 d . . . . .
H1B H 0.762(2) 0.683(3) 0.8404(7) 0.070(4) Uiso 1 1 d D . . . .
H1A H 0.882(2) 0.909(2) 0.8022(9) 0.078(5) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0394(6) 0.0386(6) 0.0441(6) 0.0063(5) 0.0086(5) 0.0003(5)
C1 0.0318(5) 0.0370(6) 0.0447(6) -0.0013(5) 0.0053(4) 0.0028(4)
C2 0.0374(6) 0.0430(6) 0.0466(6) 0.0015(5) 0.0120(5) -0.0048(5)
C4 0.0349(5) 0.0393(6) 0.0416(6) -0.0012(5) 0.0038(4) 0.0003(5)
C3 0.0364(6) 0.0389(6) 0.0512(7) -0.0019(5) 0.0084(5) -0.0070(5)
N1 0.0524(6) 0.0497(6) 0.0508(6) -0.0111(5) 0.0137(5) -0.0085(5)
C6 0.0383(6) 0.0314(6) 0.0513(7) 0.0019(5) 0.0067(5) -0.0027(4)
C7 0.0433(7) 0.0489(7) 0.0470(7) -0.0018(6) 0.0077(5) -0.0076(5)
N2 0.0676(8) 0.0673(8) 0.0529(7) -0.0142(6) 0.0165(5) -0.0173(6)

_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
C5 C6 1.3747(15) . ?
C5 C4 1.3968(16) . ?
C1 N1 1.3671(15) . ?
C1 C6 1.4004(16) . ?
C1 C2 1.4031(16) . ?
C2 C3 1.3704(15) . ?
C4 C3 1.3954(15) . ?
C4 C7 1.4308(16) . ?
C7 N2 1.1482(15) . ?

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
C6 C5 C4 120.34(10) . . ?
N1 C1 C6 121.43(11) . . ?
N1 C1 C2 119.96(10) . . ?
C6 C1 C2 118.61(10) . . ?
C3 C2 C1 120.64(10) . . ?
C3 C4 C5 119.21(10) . . ?
C3 C4 C7 120.05(10) . . ?
C5 C4 C7 120.66(10) . . ?
C2 C3 C4 120.53(10) . . ?
C5 C6 C1 120.65(10) . . ?
N2 C7 C4 177.65(14) . . ?

_refine_diff_density_max         0.139
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.024

_shelx_res_file                  
;
TITL 200K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_200K\ABN_200K_CIF.res
    created by SHELXL-2018/3 at 12:05:58 on 23-Apr-2018
CELL 0.71073 7.2430 5.4842 16.0426 90.000 101.797 90.000
ZERR 4.0000 0.0005 0.0004 0.0011 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -73
L.S. 4
WGHT    0.041100    0.126000
FVAR       0.73109
C5    1    0.829476    0.604494    0.573253    11.00000    0.03943    0.03857 =
         0.04413    0.00634    0.00857    0.00027
AFIX  43
H5    2    0.880211    0.667908    0.527598    11.00000   -1.20000
AFIX   0
C1    1    0.779746    0.639625    0.716863    11.00000    0.03180    0.03697 =
         0.04466   -0.00132    0.00529    0.00279
C2    1    0.677223    0.420864    0.705570    11.00000    0.03740    0.04299 =
         0.04662    0.00152    0.01202   -0.00475
AFIX  43
H2    2    0.624143    0.358545    0.750696    11.00000   -1.20000
AFIX   0
C4    1    0.729264    0.385226    0.562945    11.00000    0.03487    0.03931 =
         0.04160   -0.00116    0.00381    0.00026
C3    1    0.652918    0.296228    0.630073    11.00000    0.03640    0.03893 =
         0.05117   -0.00188    0.00844   -0.00700
AFIX  43
H3    2    0.583533    0.148040    0.623382    11.00000   -1.20000
AFIX   0
N1    3    0.804583    0.760479    0.792871    11.00000    0.05238    0.04973 =
         0.05076   -0.01113    0.01366   -0.00854
C6    1    0.855063    0.728996    0.649123    11.00000    0.03827    0.03139 =
         0.05130    0.00189    0.00674   -0.00266
AFIX  43
H6    2    0.924524    0.877127    0.655666    11.00000   -1.20000
AFIX   0
C7    1    0.712746    0.246387    0.486264    11.00000    0.04327    0.04887 =
         0.04705   -0.00182    0.00770   -0.00765
N2    3    0.704634    0.130212    0.426079    11.00000    0.06762    0.06730 =
         0.05290   -0.01425    0.01647   -0.01725
H1B   2    0.761757    0.682810    0.840441    11.00000    0.06974
H1A   2    0.881745    0.908582    0.802209    11.00000    0.07788
HKLF 4




REM  200K in P2(1)/c
REM wR2 = 0.0946, GooF = S = 1.049, Restrained GooF = 1.063 for all data
REM R1 = 0.0357 for 1048 Fo > 4sig(Fo) and 0.0424 for all 1206 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0411      0.1260

REM Highest difference peak  0.139,  deepest hole -0.137,  1-sigma level  0.024
Q1    1   0.7599  0.7272  0.6758  11.00000  0.05    0.14
Q2    1   0.7379  0.3076  0.6021  11.00000  0.05    0.13
Q3    1   0.7758  0.7071  0.6018  11.00000  0.05    0.13
Q4    1   0.8752  0.6469  0.6967  11.00000  0.05    0.13
Q5    1   0.6001  0.4139  0.6556  11.00000  0.05    0.13
Q6    1   0.7239  0.5246  0.5582  11.00000  0.05    0.13
Q7    1   0.7785  0.4985  0.7170  11.00000  0.05    0.11
Q8    1   0.8303  0.4374  0.5811  11.00000  0.05    0.10
Q9    1   0.9098  0.6009  0.6235  11.00000  0.05    0.10
Q10   1   0.7317  0.3052  0.6822  11.00000  0.05    0.10
Q11   1   0.6768  0.5769  0.6992  11.00000  0.05    0.10
Q12   1   0.6412  0.3743  0.5823  11.00000  0.05    0.10
Q13   1   0.7335  0.7361  0.7444  11.00000  0.05    0.09
Q14   1   0.7654  0.2998  0.5365  11.00000  0.05    0.08
Q15   1   0.7690  0.7125  0.8228  11.00000  0.05    0.08
Q16   1   0.6347  0.0986  0.3613  11.00000  0.05    0.08
Q17   1   0.8804  0.6662  0.7778  11.00000  0.05    0.07
Q18   1   0.7004  0.3035  0.7651  11.00000  0.05    0.07
Q19   1   0.6807  0.3560  0.5184  11.00000  0.05    0.07
Q20   1   0.8341  0.6584  0.7644  11.00000  0.05    0.07
;
_shelx_res_checksum              61297
####################################################################### 
# 
# 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_ABN_280K
_database_code_depnum_ccdc_archive 'CCDC 1816757'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3198(5)
_cell_length_b                   5.5097(3)
_cell_length_c                   16.0906(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.034(2)
_cell_angle_gamma                90
_cell_volume                     634.67(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    280(2)
_cell_measurement_reflns_used    3909
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      25.9

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.953
_exptl_transmission_factor_max   0.987
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.953
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      280(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            9938
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.845
_diffrn_reflns_theta_max         25.338
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             1151
_reflns_number_gt                958
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0499P)²+0.0798P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1151
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1111
_refine_ls_wR_factor_gt          0.1035
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.089
_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
C5 C 0.82866(18) 0.6016(2) 0.57356(8) 0.0602(4) Uani 1 1 d . . . . .
H5 H 0.878382 0.663376 0.529250 0.072 Uiso 1 1 calc R U . . .
C4 C 0.72919(17) 0.3846(2) 0.56280(8) 0.0570(4) Uani 1 1 d . . . . .
C1 C 0.77888(17) 0.6361(2) 0.71632(8) 0.0560(4) Uani 1 1 d . . . . .
C2 C 0.67744(17) 0.4197(3) 0.70438(9) 0.0614(4) Uani 1 1 d . . . . .
H2 H 0.625536 0.358639 0.748140 0.074 Uiso 1 1 calc R U . . .
C3 C 0.65358(18) 0.2968(3) 0.62927(9) 0.0619(4) Uani 1 1 d . . . . .
H3 H 0.585954 0.152691 0.622478 0.074 Uiso 1 1 calc R U . . .
N1 N 0.80345(19) 0.7562(3) 0.79209(8) 0.0751(4) Uani 1 1 d D . . . .
C6 C 0.85373(18) 0.7246(2) 0.64909(8) 0.0605(4) Uani 1 1 d . . . . .
H6 H 0.921334 0.868777 0.655723 0.073 Uiso 1 1 calc R U . . .
C7 C 0.7123(2) 0.2477(3) 0.48619(9) 0.0688(4) Uani 1 1 d . . . . .
N2 N 0.7039(2) 0.1330(3) 0.42593(8) 0.0923(5) Uani 1 1 d . . . . .
H1B H 0.759(2) 0.678(3) 0.8393(8) 0.100(6) Uiso 1 1 d D . . . .
H1A H 0.879(2) 0.905(2) 0.8011(11) 0.114(6) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0591(8) 0.0568(8) 0.0650(8) 0.0089(6) 0.0137(6) -0.0008(6)
C4 0.0513(7) 0.0574(8) 0.0602(8) -0.0010(6) 0.0070(6) -0.0003(6)
C1 0.0467(7) 0.0543(7) 0.0654(8) -0.0016(6) 0.0082(6) 0.0021(6)
C2 0.0558(8) 0.0638(8) 0.0668(8) 0.0015(6) 0.0176(6) -0.0075(6)
C3 0.0550(8) 0.0570(8) 0.0736(9) -0.0023(6) 0.0134(6) -0.0109(6)
N1 0.0781(9) 0.0750(9) 0.0740(8) -0.0176(7) 0.0198(6) -0.0123(7)
C6 0.0580(8) 0.0474(7) 0.0754(9) 0.0018(6) 0.0119(6) -0.0050(6)
C7 0.0644(9) 0.0733(10) 0.0679(9) -0.0028(7) 0.0117(7) -0.0092(7)
N2 0.1014(11) 0.1011(11) 0.0770(9) -0.0216(8) 0.0242(8) -0.0230(8)

_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
C5 C6 1.3703(17) . ?
C5 C4 1.3917(19) . ?
C4 C3 1.3896(18) . ?
C4 C7 1.4284(19) . ?
C1 N1 1.3656(17) . ?
C1 C2 1.3968(19) . ?
C1 C6 1.3983(18) . ?
C2 C3 1.3645(18) . ?
C7 N2 1.1482(18) . ?

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
C6 C5 C4 120.35(12) . . ?
C3 C4 C5 119.03(12) . . ?
C3 C4 C7 120.25(12) . . ?
C5 C4 C7 120.66(12) . . ?
N1 C1 C2 120.25(12) . . ?
N1 C1 C6 121.45(13) . . ?
C2 C1 C6 118.30(12) . . ?
C3 C2 C1 120.78(12) . . ?
C2 C3 C4 120.74(13) . . ?
C5 C6 C1 120.80(13) . . ?
N2 C7 C4 177.69(17) . . ?

_refine_diff_density_max         0.093
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.021

_shelx_res_file                  
;
TITL 280K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_280K\ABN_280K_CIF.res
    created by SHELXL-2018/3 at 07:20:18 on 24-Apr-2018
CELL 0.71073 7.3198 5.5097 16.0906 90.000 102.034 90.000
ZERR 4.0000 0.0005 0.0003 0.0011 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP 7
L.S. 4
WGHT    0.049900    0.079800
FVAR       0.82512
C5    1    0.828661    0.601574    0.573559    11.00000    0.05915    0.05680 =
         0.06499    0.00888    0.01374   -0.00081
AFIX  43
H5    2    0.878382    0.663376    0.529250    11.00000   -1.20000
AFIX   0
C4    1    0.729190    0.384582    0.562796    11.00000    0.05128    0.05744 =
         0.06024   -0.00105    0.00698   -0.00029
C1    1    0.778883    0.636144    0.716323    11.00000    0.04673    0.05425 =
         0.06541   -0.00158    0.00825    0.00208
C2    1    0.677435    0.419707    0.704379    11.00000    0.05584    0.06380 =
         0.06677    0.00152    0.01759   -0.00745
AFIX  43
H2    2    0.625536    0.358639    0.748140    11.00000   -1.20000
AFIX   0
C3    1    0.653576    0.296809    0.629265    11.00000    0.05497    0.05700 =
         0.07360   -0.00230    0.01335   -0.01092
AFIX  43
H3    2    0.585954    0.152691    0.622478    11.00000   -1.20000
AFIX   0
N1    3    0.803453    0.756234    0.792087    11.00000    0.07807    0.07499 =
         0.07396   -0.01760    0.01977   -0.01227
C6    1    0.853726    0.724644    0.649093    11.00000    0.05795    0.04736 =
         0.07540    0.00180    0.01185   -0.00499
AFIX  43
H6    2    0.921334    0.868777    0.655723    11.00000   -1.20000
AFIX   0
C7    1    0.712334    0.247666    0.486189    11.00000    0.06438    0.07332 =
         0.06788   -0.00279    0.01169   -0.00918
N2    3    0.703851    0.132965    0.425926    11.00000    0.10141    0.10109 =
         0.07699   -0.02163    0.02418   -0.02302
H1B   2    0.758982    0.678491    0.839296    11.00000    0.10005
H1A   2    0.878610    0.905395    0.801101    11.00000    0.11368
HKLF 4




REM  280K in P2(1)/c
REM wR2 = 0.1111, GooF = S = 1.078, Restrained GooF = 1.089 for all data
REM R1 = 0.0403 for 958 Fo > 4sig(Fo) and 0.0493 for all 1151 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0499      0.0798

REM Highest difference peak  0.093,  deepest hole -0.118,  1-sigma level  0.021
Q1    1   0.7568  0.7077  0.5997  11.00000  0.05    0.09
Q2    1   0.7603  0.7275  0.6762  11.00000  0.05    0.09
Q3    1   0.8843  0.6315  0.6998  11.00000  0.05    0.09
Q4    1   0.7178  0.7415  0.7412  11.00000  0.05    0.09
Q5    1   0.8424  0.4299  0.5777  11.00000  0.05    0.09
Q6    1   0.5830  0.4145  0.6519  11.00000  0.05    0.08
Q7    1   0.7637  0.2957  0.6024  11.00000  0.05    0.08
Q8    1   0.6722  0.5788  0.6963  11.00000  0.05    0.08
Q9    1   0.8054  0.4620  0.7216  11.00000  0.05    0.08
Q10   1   0.6253  0.3853  0.5782  11.00000  0.05    0.08
Q11   1   0.8198  0.1717  0.4774  11.00000  0.05    0.07
Q12   1   0.7214  0.3051  0.7779  11.00000  0.05    0.07
Q13   1   0.6261  0.0914  0.3579  11.00000  0.05    0.07
Q14   1   0.9204  0.5833  0.6276  11.00000  0.05    0.07
Q15   1   0.7168  0.5276  0.5582  11.00000  0.05    0.07
Q16   1   0.5016  0.2233  0.6129  11.00000  0.05    0.07
Q17   1   0.6685  0.0280  0.6545  11.00000  0.05    0.06
Q18   1   0.6820  0.0126  0.3771  11.00000  0.05    0.06
Q19   1   0.6718  0.3160  0.4225  11.00000  0.05    0.06
Q20   1   0.8862  0.6623  0.7772  11.00000  0.05    0.06
;
_shelx_res_checksum              99982
####################################################################### 
# 
# 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_ABN_220K
_database_code_depnum_ccdc_archive 'CCDC 1816754'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.2662(6)
_cell_length_b                   5.4906(4)
_cell_length_c                   16.0552(13)
_cell_angle_alpha                90
_cell_angle_beta                 101.835(3)
_cell_angle_gamma                90
_cell_volume                     626.92(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    4270
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.02

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.955
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.59
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(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            9293
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.931
_diffrn_reflns_theta_max         25.340
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             1138
_reflns_number_gt                993
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0383P)²+0.1113P] 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         1138
_refine_ls_number_parameters     82
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0919
_refine_ls_wR_factor_gt          0.0870
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.257
_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
C5 C 0.82927(16) 0.6037(2) 0.57336(7) 0.0456(3) Uani 1 1 d . . . . .
H5 H 0.879367 0.666411 0.528259 0.055 Uiso 1 1 calc R U . . .
C4 C 0.72930(15) 0.3850(2) 0.56295(7) 0.0436(3) Uani 1 1 d . . . . .
C1 C 0.77942(15) 0.6388(2) 0.71668(7) 0.0424(3) Uani 1 1 d . . . . .
N1 N 0.80456(15) 0.7589(2) 0.79261(6) 0.0571(3) Uani 1 1 d D . . . .
H1A H 0.868627 0.893820 0.799799 0.069 Uiso 1 1 calc DR U . . .
H1B H 0.756507 0.700526 0.833809 0.069 Uiso 1 1 calc DR U . . .
C2 C 0.67734(15) 0.4205(2) 0.70523(7) 0.0465(3) Uani 1 1 d . . . . .
H2 H 0.624996 0.358679 0.749807 0.056 Uiso 1 1 calc R U . . .
C3 C 0.65306(16) 0.2963(2) 0.62985(7) 0.0468(3) Uani 1 1 d . . . . .
H3 H 0.584385 0.150031 0.623151 0.056 Uiso 1 1 calc R U . . .
C7 C 0.71275(17) 0.2467(2) 0.48619(8) 0.0518(3) Uani 1 1 d . . . . .
C6 C 0.85487(16) 0.7278(2) 0.64913(7) 0.0453(3) Uani 1 1 d . . . . .
H6 H 0.923721 0.873917 0.655698 0.054 Uiso 1 1 calc R U . . .
N2 N 0.70445(17) 0.1310(2) 0.42603(7) 0.0693(4) Uani 1 1 d . . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0445(6) 0.0436(7) 0.0491(7) 0.0072(5) 0.0104(5) 0.0002(5)
C4 0.0387(6) 0.0437(6) 0.0465(6) -0.0007(5) 0.0045(5) 0.0002(5)
C1 0.0354(6) 0.0412(6) 0.0494(6) -0.0022(5) 0.0060(5) 0.0025(5)
N1 0.0600(7) 0.0556(7) 0.0579(7) -0.0130(5) 0.0171(5) -0.0108(5)
C2 0.0418(6) 0.0483(7) 0.0511(7) 0.0014(5) 0.0132(5) -0.0051(5)
C3 0.0404(6) 0.0434(6) 0.0565(7) -0.0020(5) 0.0095(5) -0.0078(5)
C7 0.0484(7) 0.0548(8) 0.0514(7) -0.0016(6) 0.0085(5) -0.0081(6)
C6 0.0431(6) 0.0355(6) 0.0565(7) 0.0017(5) 0.0079(5) -0.0032(5)
N2 0.0756(8) 0.0758(9) 0.0583(7) -0.0161(6) 0.0182(6) -0.0189(6)

_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
C5 C6 1.3732(15) . ?
C5 C4 1.3958(16) . ?
C4 C3 1.3934(16) . ?
C4 C7 1.4314(16) . ?
C1 N1 1.3649(14) . ?
C1 C6 1.3999(16) . ?
C1 C2 1.4016(16) . ?
C2 C3 1.3686(16) . ?
C7 N2 1.1471(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
C6 C5 C4 120.37(11) . . ?
C3 C4 C5 119.19(10) . . ?
C3 C4 C7 120.12(11) . . ?
C5 C4 C7 120.62(10) . . ?
N1 C1 C6 121.42(11) . . ?
N1 C1 C2 120.04(10) . . ?
C6 C1 C2 118.54(10) . . ?
C3 C2 C1 120.71(10) . . ?
C2 C3 C4 120.54(11) . . ?
N2 C7 C4 177.68(14) . . ?
C5 C6 C1 120.64(11) . . ?

_refine_diff_density_max         0.120
_refine_diff_density_min         -0.098
_refine_diff_density_rms         0.022

_shelx_res_file                  
;
TITL 220K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_220K\ABN_220K_CIF.res
    created by SHELXL-2018/3 at 12:07:01 on 23-Apr-2018
CELL 0.71073 7.2662 5.4906 16.0552 90.000 101.835 90.000
ZERR 4.0000 0.0006 0.0004 0.0013 0.000 0.003 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1A
DFIX 1.02 0.01 N1 H1B
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -53
L.S. 4
WGHT    0.038300    0.111300
FVAR       0.75135
C5    1    0.829274    0.603690    0.573363    11.00000    0.04451    0.04359 =
         0.04911    0.00722    0.01042    0.00016
AFIX  43
H5    2    0.879367    0.666411    0.528259    11.00000   -1.20000
AFIX   0
C4    1    0.729299    0.384958    0.562947    11.00000    0.03869    0.04367 =
         0.04651   -0.00073    0.00451    0.00024
C1    1    0.779419    0.638758    0.716683    11.00000    0.03539    0.04125 =
         0.04945   -0.00225    0.00600    0.00245
N1    3    0.804556    0.758887    0.792607    11.00000    0.06002    0.05560 =
         0.05789   -0.01301    0.01706   -0.01080
AFIX  93
H1A   2    0.868627    0.893820    0.799799    11.00000   -1.20000
H1B   2    0.756507    0.700526    0.833809    11.00000   -1.20000
AFIX   0
C2    1    0.677341    0.420466    0.705231    11.00000    0.04178    0.04830 =
         0.05109    0.00142    0.01322   -0.00514
AFIX  43
H2    2    0.624996    0.358679    0.749807    11.00000   -1.20000
AFIX   0
C3    1    0.653058    0.296309    0.629850    11.00000    0.04041    0.04339 =
         0.05654   -0.00200    0.00951   -0.00780
AFIX  43
H3    2    0.584385    0.150031    0.623151    11.00000   -1.20000
AFIX   0
C7    1    0.712745    0.246659    0.486193    11.00000    0.04840    0.05479 =
         0.05137   -0.00161    0.00849   -0.00813
C6    1    0.854868    0.727778    0.649131    11.00000    0.04308    0.03549 =
         0.05650    0.00170    0.00795   -0.00317
AFIX  43
H6    2    0.923721    0.873917    0.655698    11.00000   -1.20000
AFIX   0
N2    3    0.704450    0.131012    0.426034    11.00000    0.07563    0.07576 =
         0.05830   -0.01608    0.01818   -0.01888
HKLF 4




REM  220K in P2(1)/c
REM wR2 = 0.0919, GooF = S = 1.065, Restrained GooF = 1.257 for all data
REM R1 = 0.0350 for 993 Fo > 4sig(Fo) and 0.0410 for all 1138 data
REM 82 parameters refined using 2 restraints

END

WGHT      0.0383      0.1113

REM Highest difference peak  0.120,  deepest hole -0.098,  1-sigma level  0.022
Q1    1   0.7652  0.7188  0.6726  11.00000  0.05    0.12
Q2    1   0.7652  0.7080  0.6037  11.00000  0.05    0.11
Q3    1   0.6041  0.4165  0.6549  11.00000  0.05    0.11
Q4    1   0.7423  0.3071  0.6015  11.00000  0.05    0.10
Q5    1   0.8746  0.6436  0.6987  11.00000  0.05    0.10
Q6    1   0.8289  0.4386  0.5798  11.00000  0.05    0.10
Q7    1   0.7215  0.5224  0.5593  11.00000  0.05    0.09
Q8    1   0.6723  0.5748  0.7001  11.00000  0.05    0.09
Q9    1   0.6484  0.3881  0.5801  11.00000  0.05    0.09
Q10   1   0.8050  0.6374  0.8464  11.00000  0.05    0.09
Q11   1   0.7356  0.7240  0.7395  11.00000  0.05    0.08
Q12   1   0.7826  0.5009  0.7160  11.00000  0.05    0.08
Q13   1   0.7663  0.3002  0.5388  11.00000  0.05    0.08
Q14   1   0.7492  0.1763  0.3636  11.00000  0.05    0.07
Q15   1   0.9140  0.5901  0.6257  11.00000  0.05    0.07
Q16   1   0.6871  0.3730  0.5191  11.00000  0.05    0.07
Q17   1   0.7411  0.2993  0.6798  11.00000  0.05    0.07
Q18   1   0.9201  0.6501  0.7824  11.00000  0.05    0.07
Q19   1   0.6594  0.0572  0.3610  11.00000  0.05    0.07
Q20   1   0.9535  0.8225  0.8201  11.00000  0.05    0.06
;
_shelx_res_checksum              41355
####################################################################### 
# 
# 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_ABN_300K
_database_code_depnum_ccdc_archive 'CCDC 1816758'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3414(5)
_cell_length_b                   5.5181(4)
_cell_length_c                   16.1043(11)
_cell_angle_alpha                90
_cell_angle_beta                 102.118(2)
_cell_angle_gamma                90
_cell_volume                     637.86(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    3671
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.00

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.953
_exptl_transmission_factor_max   0.987
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.953
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(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            9632
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.838
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             1119
_reflns_number_gt                905
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0471P)²+0.0902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1119
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1096
_refine_ls_wR_factor_gt          0.1013
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.052
_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
C5 C 0.82856(19) 0.6006(3) 0.57364(9) 0.0658(4) Uani 1 1 d . . . . .
H5 H 0.878248 0.662471 0.529453 0.079 Uiso 1 1 calc R U . . .
C4 C 0.72941(18) 0.3842(3) 0.56275(8) 0.0620(4) Uani 1 1 d . . . . .
C1 C 0.77853(18) 0.6352(3) 0.71611(9) 0.0609(4) Uani 1 1 d . . . . .
N1 N 0.8033(2) 0.7549(3) 0.79192(9) 0.0821(4) Uani 1 1 d D . . . .
C2 C 0.67761(18) 0.4193(3) 0.70406(9) 0.0671(4) Uani 1 1 d . . . . .
H2 H 0.625906 0.358240 0.747747 0.080 Uiso 1 1 calc R U . . .
C3 C 0.65379(19) 0.2968(3) 0.62905(9) 0.0678(4) Uani 1 1 d . . . . .
H3 H 0.586163 0.153044 0.622193 0.081 Uiso 1 1 calc R U . . .
C7 C 0.7125(2) 0.2480(3) 0.48623(10) 0.0752(5) Uani 1 1 d . . . . .
C6 C 0.85338(19) 0.7231(3) 0.64907(9) 0.0661(4) Uani 1 1 d . . . . .
H6 H 0.921006 0.866855 0.655797 0.079 Uiso 1 1 calc R U . . .
N2 N 0.7037(2) 0.1337(3) 0.42598(9) 0.1007(6) Uani 1 1 d . . . . .
H1B H 0.757(2) 0.677(3) 0.8387(8) 0.110(6) Uiso 1 1 d D . . . .
H1A H 0.879(2) 0.904(3) 0.8002(12) 0.126(7) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0658(9) 0.0620(9) 0.0703(9) 0.0091(7) 0.0158(7) -0.0008(7)
C4 0.0560(8) 0.0625(9) 0.0654(8) -0.0015(7) 0.0081(6) -0.0002(6)
C1 0.0513(7) 0.0595(8) 0.0702(8) -0.0019(7) 0.0089(6) 0.0025(6)
N1 0.0852(10) 0.0824(10) 0.0810(9) -0.0188(7) 0.0224(7) -0.0132(8)
C2 0.0617(8) 0.0695(9) 0.0722(9) 0.0009(7) 0.0191(7) -0.0089(7)
C3 0.0603(9) 0.0632(8) 0.0799(9) -0.0021(7) 0.0145(7) -0.0116(7)
C7 0.0714(10) 0.0801(11) 0.0731(10) -0.0031(8) 0.0127(7) -0.0095(8)
C6 0.0627(9) 0.0525(8) 0.0822(10) 0.0014(7) 0.0134(7) -0.0059(6)
N2 0.1102(12) 0.1106(13) 0.0841(10) -0.0236(9) 0.0268(9) -0.0246(9)

_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
C5 C6 1.3683(18) . ?
C5 C4 1.390(2) . ?
C4 C3 1.3893(19) . ?
C4 C7 1.426(2) . ?
C1 N1 1.3664(18) . ?
C1 C2 1.395(2) . ?
C1 C6 1.3972(19) . ?
C2 C3 1.3632(19) . ?
C7 N2 1.1476(19) . ?

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
C6 C5 C4 120.32(13) . . ?
C3 C4 C5 118.97(13) . . ?
C3 C4 C7 120.30(13) . . ?
C5 C4 C7 120.67(13) . . ?
N1 C1 C2 120.30(13) . . ?
N1 C1 C6 121.50(14) . . ?
C2 C1 C6 118.20(13) . . ?
C3 C2 C1 120.84(13) . . ?
C2 C3 C4 120.74(14) . . ?
N2 C7 C4 177.72(18) . . ?
C5 C6 C1 120.92(14) . . ?

_refine_diff_density_max         0.094
_refine_diff_density_min         -0.120
_refine_diff_density_rms         0.020

_shelx_res_file                  
;
TITL 300K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_300K\ABN_300K_CIF.res
    created by SHELXL-2018/3 at 12:17:01 on 23-Apr-2018
CELL 0.71073 7.3414 5.5181 16.1043 90.000 102.118 90.000
ZERR 4.0000 0.0005 0.0004 0.0011 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP 27
L.S. 4
WGHT    0.047100    0.090200
FVAR       0.85007
C5    1    0.828556    0.600645    0.573642    11.00000    0.06580    0.06196 =
         0.07034    0.00910    0.01579   -0.00079
AFIX  43
H5    2    0.878248    0.662471    0.529453    11.00000   -1.20000
AFIX   0
C4    1    0.729407    0.384231    0.562746    11.00000    0.05602    0.06246 =
         0.06535   -0.00150    0.00814   -0.00020
C1    1    0.778532    0.635186    0.716112    11.00000    0.05133    0.05949 =
         0.07022   -0.00187    0.00892    0.00254
N1    3    0.803276    0.754947    0.791917    11.00000    0.08519    0.08242 =
         0.08102   -0.01876    0.02242   -0.01318
C2    1    0.677612    0.419346    0.704060    11.00000    0.06173    0.06952 =
         0.07216    0.00089    0.01909   -0.00895
AFIX  43
H2    2    0.625906    0.358240    0.747747    11.00000   -1.20000
AFIX   0
C3    1    0.653792    0.296796    0.629054    11.00000    0.06030    0.06322 =
         0.07986   -0.00207    0.01449   -0.01157
AFIX  43
H3    2    0.586163    0.153044    0.622193    11.00000   -1.20000
AFIX   0
C7    1    0.712464    0.248007    0.486229    11.00000    0.07137    0.08013 =
         0.07310   -0.00308    0.01273   -0.00954
C6    1    0.853376    0.723101    0.649067    11.00000    0.06267    0.05253 =
         0.08216    0.00138    0.01341   -0.00585
AFIX  43
H6    2    0.921006    0.866855    0.655797    11.00000   -1.20000
AFIX   0
N2    3    0.703727    0.133719    0.425985    11.00000    0.11025    0.11065 =
         0.08408   -0.02363    0.02682   -0.02458
H1B   2    0.757260    0.676648    0.838660    11.00000    0.11032
H1A   2    0.878877    0.904111    0.800210    11.00000    0.12599
HKLF 4




REM  300K in P2(1)/c
REM wR2 = 0.1096, GooF = S = 1.043, Restrained GooF = 1.052 for all data
REM R1 = 0.0407 for 905 Fo > 4sig(Fo) and 0.0522 for all 1119 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0471      0.0900

REM Highest difference peak  0.094,  deepest hole -0.120,  1-sigma level  0.020
Q1    1   0.7488  0.7375  0.6713  11.00000  0.05    0.09
Q2    1   0.7508  0.7021  0.5999  11.00000  0.05    0.09
Q3    1   0.8397  0.4310  0.5832  11.00000  0.05    0.08
Q4    1   0.7152  0.7395  0.7412  11.00000  0.05    0.08
Q5    1   0.8850  0.6362  0.6999  11.00000  0.05    0.07
Q6    1   0.9319  0.5823  0.6357  11.00000  0.05    0.07
Q7    1   0.7089  0.5330  0.5556  11.00000  0.05    0.07
Q8    1   0.6480  0.6062  0.6831  11.00000  0.05    0.07
Q9    1   0.7554  0.2805  0.6049  11.00000  0.05    0.07
Q10   1   0.8873  0.6412  0.7769  11.00000  0.05    0.07
Q11   1   0.7203  0.2889  0.7786  11.00000  0.05    0.07
Q12   1   0.6141  0.0746  0.3604  11.00000  0.05    0.07
Q13   1   0.8234  0.1632  0.4743  11.00000  0.05    0.07
Q14   1   0.6804  0.3104  0.4255  11.00000  0.05    0.06
Q15   1   0.5858  0.4248  0.6448  11.00000  0.05    0.06
Q16   1   0.7778  0.1231  0.3602  11.00000  0.05    0.06
Q17   1   0.7586  0.7161  0.8239  11.00000  0.05    0.06
Q18   1   0.6159  0.3944  0.5790  11.00000  0.05    0.06
Q19   1   0.8059  0.4667  0.7233  11.00000  0.05    0.06
Q20   1   0.4899  0.1879  0.5632  11.00000  0.05    0.06
;
_shelx_res_checksum              21683
####################################################################### 
# 
# 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_ABN_260K
_database_code_depnum_ccdc_archive 'CCDC 1816756'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3002(5)
_cell_length_b                   5.5022(3)
_cell_length_c                   16.0771(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.968(2)
_cell_angle_gamma                90
_cell_volume                     631.73(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    260(2)
_cell_measurement_reflns_used    4100
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.00

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.242
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.955
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      260(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            9862
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.923
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1146
_reflns_number_gt                962
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0476P)²+0.0975P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1146
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C5 C 0.82890(17) 0.6025(2) 0.57350(8) 0.0550(4) Uani 1 1 d . . . . .
H5 H 0.878429 0.664535 0.529057 0.066 Uiso 1 1 calc R U . . .
C4 C 0.72938(17) 0.3848(2) 0.56286(8) 0.0524(4) Uani 1 1 d . . . . .
C2 C 0.67750(17) 0.4201(2) 0.70466(8) 0.0563(4) Uani 1 1 d . . . . .
H2 H 0.625622 0.358981 0.748536 0.068 Uiso 1 1 calc R U . . .
C1 C 0.77917(16) 0.6370(2) 0.71647(8) 0.0513(3) Uani 1 1 d . . . . .
C3 C 0.65340(17) 0.2966(2) 0.62942(8) 0.0570(4) Uani 1 1 d . . . . .
H3 H 0.585598 0.152320 0.622660 0.068 Uiso 1 1 calc R U . . .
N1 N 0.80377(18) 0.7574(2) 0.79231(8) 0.0685(4) Uani 1 1 d D . . . .
C6 C 0.85423(18) 0.7257(2) 0.64910(8) 0.0551(4) Uani 1 1 d . . . . .
H6 H 0.922113 0.869931 0.655698 0.066 Uiso 1 1 calc R U . . .
C7 C 0.71243(19) 0.2472(3) 0.48616(9) 0.0629(4) Uani 1 1 d . . . . .
N2 N 0.7041(2) 0.1322(3) 0.42596(8) 0.0839(5) Uani 1 1 d . . . . .
H1B H 0.763(2) 0.680(3) 0.8404(8) 0.089(5) Uiso 1 1 d D . . . .
H1A H 0.880(2) 0.907(2) 0.8006(11) 0.107(6) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0539(7) 0.0521(7) 0.0593(8) 0.0082(6) 0.0122(6) -0.0004(6)
C4 0.0469(7) 0.0526(7) 0.0558(7) -0.0008(6) 0.0065(5) -0.0001(6)
C2 0.0512(7) 0.0582(8) 0.0615(8) 0.0014(6) 0.0164(6) -0.0066(6)
C1 0.0429(6) 0.0496(7) 0.0600(7) -0.0020(6) 0.0076(5) 0.0022(5)
C3 0.0500(7) 0.0532(7) 0.0675(8) -0.0025(6) 0.0117(6) -0.0104(6)
N1 0.0714(8) 0.0687(8) 0.0672(8) -0.0152(6) 0.0185(6) -0.0105(6)
C6 0.0522(7) 0.0431(7) 0.0691(8) 0.0016(6) 0.0105(6) -0.0039(5)
C7 0.0598(8) 0.0671(9) 0.0609(8) -0.0027(7) 0.0102(6) -0.0091(7)
N2 0.0915(10) 0.0924(10) 0.0699(8) -0.0196(7) 0.0215(7) -0.0218(8)

_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
C5 C6 1.3703(17) . ?
C5 C4 1.3927(18) . ?
C4 C3 1.3909(17) . ?
C4 C7 1.4306(18) . ?
C2 C3 1.3664(17) . ?
C2 C1 1.3978(18) . ?
C1 N1 1.3662(17) . ?
C1 C6 1.3992(18) . ?
C7 N2 1.1471(17) . ?

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
C6 C5 C4 120.35(12) . . ?
C3 C4 C5 119.13(12) . . ?
C3 C4 C7 120.09(12) . . ?
C5 C4 C7 120.72(11) . . ?
C3 C2 C1 120.81(12) . . ?
N1 C1 C2 120.21(12) . . ?
N1 C1 C6 121.45(12) . . ?
C2 C1 C6 118.34(11) . . ?
C2 C3 C4 120.59(12) . . ?
C5 C6 C1 120.78(12) . . ?
N2 C7 C4 177.65(16) . . ?

_refine_diff_density_max         0.105
_refine_diff_density_min         -0.119
_refine_diff_density_rms         0.022

_shelx_res_file                  
;
TITL 260K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_260K\ABN_260K_CIF.res
    created by SHELXL-2018/3 at 12:11:57 on 23-Apr-2018
CELL 0.71073 7.3002 5.5022 16.0771 90.000 101.968 90.000
ZERR 4.0000 0.0005 0.0003 0.0011 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -13
L.S. 4
WGHT    0.047600    0.097500
FVAR       0.80729
C5    1    0.828900    0.602488    0.573498    11.00000    0.05386    0.05206 =
         0.05932    0.00817    0.01217   -0.00040
AFIX  43
H5    2    0.878429    0.664535    0.529057    11.00000   -1.20000
AFIX   0
C4    1    0.729380    0.384850    0.562863    11.00000    0.04689    0.05258 =
         0.05577   -0.00083    0.00647   -0.00012
C2    1    0.677501    0.420072    0.704657    11.00000    0.05120    0.05820 =
         0.06148    0.00138    0.01640   -0.00656
AFIX  43
H2    2    0.625622    0.358981    0.748536    11.00000   -1.20000
AFIX   0
C1    1    0.779170    0.637047    0.716475    11.00000    0.04289    0.04958 =
         0.06000   -0.00199    0.00761    0.00224
C3    1    0.653404    0.296620    0.629421    11.00000    0.05001    0.05317 =
         0.06751   -0.00254    0.01175   -0.01035
AFIX  43
H3    2    0.585598    0.152320    0.622660    11.00000   -1.20000
AFIX   0
N1    3    0.803769    0.757415    0.792307    11.00000    0.07135    0.06868 =
         0.06724   -0.01516    0.01853   -0.01047
C6    1    0.854230    0.725690    0.649097    11.00000    0.05224    0.04312 =
         0.06906    0.00162    0.01051   -0.00395
AFIX  43
H6    2    0.922113    0.869931    0.655698    11.00000   -1.20000
AFIX   0
C7    1    0.712426    0.247174    0.486158    11.00000    0.05977    0.06714 =
         0.06089   -0.00267    0.01017   -0.00911
N2    3    0.704106    0.132213    0.425965    11.00000    0.09147    0.09245 =
         0.06985   -0.01956    0.02153   -0.02180
H1B   2    0.763496    0.679648    0.840388    11.00000    0.08875
H1A   2    0.879545    0.906660    0.800592    11.00000    0.10731
HKLF 4




REM  260K in P2(1)/c
REM wR2 = 0.1053, GooF = S = 1.047, Restrained GooF = 1.059 for all data
REM R1 = 0.0388 for 962 Fo > 4sig(Fo) and 0.0475 for all 1146 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0475      0.0976

REM Highest difference peak  0.105,  deepest hole -0.119,  1-sigma level  0.022
Q1    1   0.7584  0.7016  0.6017  11.00000  0.05    0.10
Q2    1   0.7663  0.7295  0.6769  11.00000  0.05    0.10
Q3    1   0.7554  0.2971  0.6029  11.00000  0.05    0.10
Q4    1   0.8828  0.6406  0.6978  11.00000  0.05    0.09
Q5    1   0.7199  0.7487  0.7423  11.00000  0.05    0.09
Q6    1   0.6359  0.0853  0.3633  11.00000  0.05    0.08
Q7    1   0.6347  0.3843  0.5789  11.00000  0.05    0.08
Q8    1   0.8375  0.4382  0.5795  11.00000  0.05    0.08
Q9    1   0.7153  0.5308  0.5576  11.00000  0.05    0.08
Q10   1   0.7998  0.4710  0.7179  11.00000  0.05    0.08
Q11   1   0.6832  0.5764  0.6981  11.00000  0.05    0.08
Q12   1   0.9264  0.5935  0.6241  11.00000  0.05    0.08
Q13   1   0.5939  0.4234  0.6489  11.00000  0.05    0.07
Q14   1   0.8812  0.6546  0.7781  11.00000  0.05    0.07
Q15   1   0.7570  0.7174  0.8219  11.00000  0.05    0.07
Q16   1   0.7033  0.2856  0.7762  11.00000  0.05    0.06
Q17   1   0.8316  0.4238  0.7335  11.00000  0.05    0.06
Q18   1   0.9689  0.6124  0.5354  11.00000  0.05    0.06
Q19   1   0.8148  0.1447  0.4773  11.00000  0.05    0.06
Q20   1   0.7862  0.9091  0.7785  11.00000  0.05    0.06
;
_shelx_res_checksum              13642
####################################################################### 
# 
# 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_ABN_300K_R
_database_code_depnum_ccdc_archive 'CCDC 1816759'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3645(18)
_cell_length_b                   5.5357(14)
_cell_length_c                   16.147(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.119(6)
_cell_angle_gamma                90
_cell_volume                     643.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    1533
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      25.91

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.953
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.630
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.953
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(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            6483
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.829
_diffrn_reflns_theta_max         26.361
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1306
_reflns_number_gt                759
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0520P)²+0.2225P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1306
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1150
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_ref         0.1580
_refine_ls_wR_factor_gt          0.1360
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.002

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 0.7786(3) 0.6351(4) 0.71597(16) 0.0546(6) Uani 1 1 d . . . . .
C5 C 0.8288(3) 0.6006(4) 0.57360(16) 0.0596(7) Uani 1 1 d . . . . .
H5 H 0.878608 0.661693 0.529546 0.072 Uiso 1 1 calc R U . . .
C6 C 0.8534(3) 0.7233(4) 0.64882(16) 0.0605(7) Uani 1 1 d . . . . .
H6 H 0.920588 0.866831 0.655448 0.073 Uiso 1 1 calc R U . . .
C4 C 0.7289(3) 0.3838(5) 0.56273(15) 0.0562(7) Uani 1 1 d . . . . .
C2 C 0.6779(3) 0.4196(5) 0.70414(16) 0.0600(7) Uani 1 1 d . . . . .
H2 H 0.626871 0.358638 0.747859 0.072 Uiso 1 1 calc R U . . .
N1 N 0.8030(3) 0.7557(5) 0.79180(15) 0.0756(7) Uani 1 1 d D . . . .
C3 C 0.6534(3) 0.2969(5) 0.62905(16) 0.0618(7) Uani 1 1 d . . . . .
H3 H 0.585566 0.153975 0.622246 0.074 Uiso 1 1 calc R U . . .
C7 C 0.7128(4) 0.2486(5) 0.48592(18) 0.0692(8) Uani 1 1 d . . . . .
N2 N 0.7039(4) 0.1335(5) 0.42613(15) 0.0952(9) Uani 1 1 d . . . . .
H1B H 0.754(4) 0.676(5) 0.8383(14) 0.119(12) Uiso 1 1 d D . . . .
H1A H 0.883(4) 0.904(4) 0.8005(18) 0.113(11) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0489(14) 0.0514(14) 0.0626(16) -0.0025(13) 0.0097(12) 0.0025(12)
C5 0.0621(16) 0.0590(15) 0.0593(16) 0.0085(14) 0.0166(13) -0.0005(14)
C6 0.0613(16) 0.0456(14) 0.0752(19) 0.0025(13) 0.0161(14) -0.0055(12)
C4 0.0555(15) 0.0570(15) 0.0551(15) -0.0019(13) 0.0093(12) -0.0017(13)
C2 0.0580(16) 0.0638(16) 0.0609(16) 0.0019(13) 0.0186(13) -0.0086(13)
N1 0.0834(18) 0.0765(17) 0.0698(17) -0.0181(14) 0.0226(14) -0.0140(14)
C3 0.0582(16) 0.0573(15) 0.0706(17) -0.0046(14) 0.0150(13) -0.0138(13)
C7 0.0686(18) 0.0742(19) 0.0649(18) -0.0020(16) 0.0140(14) -0.0088(15)
N2 0.111(2) 0.106(2) 0.0724(17) -0.0250(17) 0.0282(15) -0.0248(17)

_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 N1 1.373(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.403(3) . ?
C5 C6 1.370(3) . ?
C5 C4 1.399(3) . ?
C4 C3 1.392(3) . ?
C4 C7 1.432(4) . ?
C2 C3 1.368(3) . ?
C7 N2 1.147(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
N1 C1 C2 120.2(2) . . ?
N1 C1 C6 121.4(2) . . ?
C2 C1 C6 118.4(2) . . ?
C6 C5 C4 120.3(2) . . ?
C5 C6 C1 120.8(2) . . ?
C3 C4 C5 118.9(2) . . ?
C3 C4 C7 120.8(2) . . ?
C5 C4 C7 120.2(2) . . ?
C3 C2 C1 120.8(2) . . ?
C2 C3 C4 120.7(2) . . ?
N2 C7 C4 177.4(3) . . ?

_refine_diff_density_max         0.119
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.030

_shelx_res_file                  
;
TITL 300K_R in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_30~1\ABN_300K_R_CIF.res
    created by SHELXL-2018/3 at 12:18:57 on 23-Apr-2018
CELL 0.71073 7.3645 5.5357 16.1469 90.000 102.119 90.000
ZERR 4.0000 0.0018 0.0014 0.0041 0.000 0.006 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
SIZE 0.63 0.44 0.16
TEMP 27
L.S. 4
WGHT    0.052000    0.222500
FVAR       0.41282
C1    1    0.778633    0.635077    0.715969    11.00000    0.04893    0.05142 =
         0.06264   -0.00254    0.00969    0.00249
C5    1    0.828754    0.600584    0.573600    11.00000    0.06213    0.05902 =
         0.05931    0.00848    0.01656   -0.00049
AFIX  43
H5    2    0.878608    0.661693    0.529546    11.00000   -1.20000
AFIX   0
C6    1    0.853442    0.723318    0.648820    11.00000    0.06135    0.04565 =
         0.07521    0.00250    0.01606   -0.00551
AFIX  43
H6    2    0.920588    0.866831    0.655448    11.00000   -1.20000
AFIX   0
C4    1    0.728918    0.383771    0.562725    11.00000    0.05554    0.05696 =
         0.05511   -0.00189    0.00925   -0.00167
C2    1    0.677922    0.419560    0.704139    11.00000    0.05801    0.06377 =
         0.06087    0.00185    0.01860   -0.00858
AFIX  43
H2    2    0.626871    0.358638    0.747859    11.00000   -1.20000
AFIX   0
N1    3    0.803043    0.755677    0.791797    11.00000    0.08342    0.07652 =
         0.06977   -0.01807    0.02263   -0.01405
C3    1    0.653415    0.296926    0.629049    11.00000    0.05821    0.05734 =
         0.07056   -0.00457    0.01498   -0.01377
AFIX  43
H3    2    0.585566    0.153975    0.622246    11.00000   -1.20000
AFIX   0
C7    1    0.712780    0.248576    0.485919    11.00000    0.06856    0.07417 =
         0.06488   -0.00199    0.01401   -0.00877
N2    3    0.703873    0.133539    0.426131    11.00000    0.11120    0.10591 =
         0.07245   -0.02498    0.02815   -0.02484
H1B   2    0.754234    0.676470    0.838299    11.00000    0.11924
H1A   2    0.883334    0.904029    0.800454    11.00000    0.11256
HKLF 4




REM  300K_R in P2(1)/c
REM wR2 = 0.1580, GooF = S = 1.070, Restrained GooF = 1.072 for all data
REM R1 = 0.0622 for 759 Fo > 4sig(Fo) and 0.1150 for all 1306 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0520      0.2237

REM Highest difference peak  0.119,  deepest hole -0.151,  1-sigma level  0.030
Q1    1   0.8895  0.6240  0.7008  11.00000  0.05    0.12
Q2    1   0.7981  0.7058  0.8330  11.00000  0.05    0.11
Q3    1   0.8169  0.4591  0.7268  11.00000  0.05    0.11
Q4    1   0.6572  0.8270  0.7882  11.00000  0.05    0.11
Q5    1   0.5831  0.2099  0.4478  11.00000  0.05    0.11
Q6    1   0.7238  0.7530  0.6563  11.00000  0.05    0.11
Q7    1   0.7122  0.5345  0.5595  11.00000  0.05    0.11
Q8    1   0.6754  0.7277  0.7247  11.00000  0.05    0.11
Q9    1   0.7665  0.3007  0.6140  11.00000  0.05    0.10
Q10   1   0.5185  0.2216  0.6184  11.00000  0.05    0.10
Q11   1   0.6636  0.5893  0.7008  11.00000  0.05    0.10
Q12   1   0.8247  0.1456  0.4946  11.00000  0.05    0.10
Q13   1   0.5425  0.4630  0.7052  11.00000  0.05    0.10
Q14   1   0.8378  0.4103  0.5662  11.00000  0.05    0.09
Q15   1   0.8622  0.0710  0.4375  11.00000  0.05    0.09
Q16   1   0.7221  0.6784  0.5785  11.00000  0.05    0.09
Q17   1   0.6084  0.4270  0.5760  11.00000  0.05    0.09
Q18   1   0.8768  0.6374  0.7808  11.00000  0.05    0.09
Q19   1   0.9958  0.7852  0.6678  11.00000  0.05    0.09
Q20   1   0.9490  0.6163  0.6418  11.00000  0.05    0.08
;
_shelx_res_checksum              4822
####################################################################### 
# 
# 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_ABN_140K
_database_code_depnum_ccdc_archive 'CCDC 1816750'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3455(19)
_cell_length_b                   5.7043(15)
_cell_length_c                   15.878(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.224(6)
_cell_angle_gamma                90
_cell_volume                     611.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    2144
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      25.93

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.956
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(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            7099
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.018
_diffrn_reflns_theta_max         26.113
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             1197
_reflns_number_gt                883
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0559P)²+0.3405P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1197
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1377
_refine_ls_wR_factor_gt          0.1270
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.089
_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
N1 N 0.7846(3) 0.7597(4) 0.77205(12) 0.0363(5) Uani 1 1 d D . . . .
N2 N 0.7262(3) 0.0964(4) 0.41058(12) 0.0395(5) Uani 1 1 d . . . . .
C4 C 0.7369(3) 0.3611(4) 0.54449(13) 0.0272(5) Uani 1 1 d . . . . .
C3 C 0.6590(3) 0.2804(4) 0.60619(13) 0.0287(5) Uani 1 1 d . . . . .
H3 H 0.594708 0.132332 0.596333 0.034 Uiso 1 1 calc R U . . .
C5 C 0.8293(3) 0.5812(4) 0.55913(13) 0.0275(5) Uani 1 1 d . . . . .
H5 H 0.879743 0.640142 0.516658 0.033 Uiso 1 1 calc R U . . .
C1 C 0.7707(3) 0.6307(4) 0.69754(13) 0.0282(5) Uani 1 1 d . . . . .
C2 C 0.6739(3) 0.4118(4) 0.68099(14) 0.0296(5) Uani 1 1 d . . . . .
H2 H 0.618453 0.354881 0.721933 0.036 Uiso 1 1 calc R U . . .
C6 C 0.8471(3) 0.7117(4) 0.63459(13) 0.0286(5) Uani 1 1 d . . . . .
H6 H 0.912185 0.859224 0.644373 0.034 Uiso 1 1 calc R U . . .
C7 C 0.7286(3) 0.2173(4) 0.46895(14) 0.0311(5) Uani 1 1 d . . . . .
H1B H 0.760(3) 0.688(4) 0.8201(14) 0.054(7) Uiso 1 1 d D . . . .
H1A H 0.870(3) 0.896(4) 0.7903(18) 0.060(8) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0486(12) 0.0347(11) 0.0275(10) -0.0049(9) 0.0170(9) -0.0057(9)
N2 0.0500(12) 0.0401(12) 0.0323(10) -0.0067(10) 0.0204(9) -0.0087(9)
C4 0.0294(10) 0.0261(11) 0.0242(10) 0.0004(9) 0.0085(8) 0.0004(8)
C3 0.0296(10) 0.0259(11) 0.0284(11) 0.0020(10) 0.0092(8) -0.0028(9)
C5 0.0299(10) 0.0272(11) 0.0260(10) 0.0046(9) 0.0115(9) 0.0011(9)
C1 0.0287(11) 0.0290(12) 0.0250(10) 0.0012(9) 0.0084(8) 0.0030(9)
C2 0.0332(11) 0.0315(12) 0.0257(11) 0.0027(10) 0.0135(9) -0.0020(9)
C6 0.0325(11) 0.0221(10) 0.0300(11) -0.0002(9) 0.0109(9) -0.0019(9)
C7 0.0320(11) 0.0334(12) 0.0281(11) 0.0003(10) 0.0122(9) -0.0040(9)

_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
N1 C1 1.363(3) . ?
N2 C7 1.150(3) . ?
C4 C3 1.393(3) . ?
C4 C5 1.402(3) . ?
C4 C7 1.434(3) . ?
C3 C2 1.372(3) . ?
C5 C6 1.372(3) . ?
C1 C6 1.403(3) . ?
C1 C2 1.409(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
C3 C4 C5 119.0(2) . . ?
C3 C4 C7 120.36(19) . . ?
C5 C4 C7 120.57(18) . . ?
C2 C3 C4 120.9(2) . . ?
C6 C5 C4 120.25(19) . . ?
N1 C1 C6 121.8(2) . . ?
N1 C1 C2 119.98(19) . . ?
C6 C1 C2 118.23(19) . . ?
C3 C2 C1 120.50(19) . . ?
C5 C6 C1 121.1(2) . . ?
N2 C7 C4 177.6(2) . . ?

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.049

_shelx_res_file                  
;
TITL C:\frames\guest\LA_ABN~1\140K\work\140K_aa_a.res in P2(1)/c
    C:\frames\guest\LA_ABN~1\140K\work\140K_aa_a.res
    created by SHELXL-2018/3 at 21:26:36 on 24-Apr-2018
CELL 0.71073 7.3455 5.7043 15.8777 90.000 113.224 90.000
ZERR 4.0000 0.0019 0.0015 0.0043 0.000 0.006 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.02 N1 H1B
DFIX 1.02 0.02 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
LIST 6 1
TEMP -133
L.S. 10
WGHT    0.055900    0.340500
FVAR       0.87981
N1    3    0.784572    0.759692    0.772051    11.00000    0.04863    0.03474 =
         0.02747   -0.00491    0.01699   -0.00568
N2    3    0.726191    0.096427    0.410576    11.00000    0.05005    0.04007 =
         0.03234   -0.00668    0.02042   -0.00868
C4    1    0.736859    0.361097    0.544487    11.00000    0.02936    0.02608 =
         0.02415    0.00044    0.00854    0.00043
C3    1    0.658987    0.280396    0.606188    11.00000    0.02961    0.02593 =
         0.02837    0.00197    0.00925   -0.00284
AFIX  43
H3    2    0.594708    0.132332    0.596333    11.00000   -1.20000
AFIX   0
C5    1    0.829281    0.581177    0.559132    11.00000    0.02990    0.02719 =
         0.02597    0.00456    0.01155    0.00114
AFIX  43
H5    2    0.879743    0.640142    0.516658    11.00000   -1.20000
AFIX   0
C1    1    0.770711    0.630672    0.697538    11.00000    0.02870    0.02898 =
         0.02499    0.00115    0.00844    0.00295
C2    1    0.673859    0.411823    0.680986    11.00000    0.03324    0.03153 =
         0.02571    0.00269    0.01345   -0.00201
AFIX  43
H2    2    0.618453    0.354881    0.721933    11.00000   -1.20000
AFIX   0
C6    1    0.847099    0.711678    0.634588    11.00000    0.03246    0.02213 =
         0.02999   -0.00024    0.01091   -0.00189
AFIX  43
H6    2    0.912185    0.859224    0.644373    11.00000   -1.20000
AFIX   0
C7    1    0.728620    0.217334    0.468946    11.00000    0.03200    0.03339 =
         0.02814    0.00032    0.01221   -0.00404
H1B   2    0.759998    0.687530    0.820101    11.00000    0.05374
H1A   2    0.869592    0.895800    0.790325    11.00000    0.06038
HKLF 4




REM  C:\frames\guest\LA_ABN~1\140K\work\140K_aa_a.res in P2(1)/c
REM wR2 = 0.1377, GooF = S = 1.081, Restrained GooF = 1.089 for all data
REM R1 = 0.0565 for 883 Fo > 4sig(Fo) and 0.0786 for all 1197 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0541      0.3477

REM Highest difference peak  0.201,  deepest hole -0.218,  1-sigma level  0.049
Q1    1   0.6061  0.3610  0.5372  11.00000  0.05    0.20
Q2    1   0.8516  0.1723  0.4466  11.00000  0.05    0.19
Q3    1   0.9957  0.7133  0.6596  11.00000  0.05    0.18
Q4    1   0.8620  0.6548  0.6832  11.00000  0.05    0.17
Q5    1   0.6469  0.7976  0.7566  11.00000  0.05    0.16
Q6    1   0.8590  0.3711  0.5624  11.00000  0.05    0.16
Q7    1   0.5383  0.3626  0.5994  11.00000  0.05    0.16
Q8    1   0.5243  0.4550  0.6629  11.00000  0.05    0.16
Q9    1   0.7778  0.2833  0.5998  11.00000  0.05    0.15
Q10   1   0.9679  0.5536  0.5768  11.00000  0.05    0.15
Q11   1   0.8057  0.4190  0.6978  11.00000  0.05    0.15
Q12   1   0.7232  0.6937  0.6351  11.00000  0.05    0.15
Q13   1   0.9780  0.7135  0.8020  11.00000  0.05    0.14
Q14   1   0.5179  0.4029  0.7129  11.00000  0.05    0.13
Q15   1   1.0254  0.8904  0.6379  11.00000  0.05    0.13
Q16   1   0.6964  0.5403  0.5376  11.00000  0.05    0.13
Q17   1   0.5079  0.3646  0.7820  11.00000  0.05    0.13
Q18   1   0.4607  0.2904  0.5251  11.00000  0.05    0.12
Q19   1   0.5778  0.0197  0.3766  11.00000  0.05    0.12
Q20   1   0.7685  0.2264  0.5175  11.00000  0.05    0.12
;
_shelx_res_checksum              11639
####################################################################### 
# 
# 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_ABN_180K
_database_code_depnum_ccdc_archive 'CCDC 1816752'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.2228(5)
_cell_length_b                   5.4765(4)
_cell_length_c                   16.0273(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.740(2)
_cell_angle_gamma                90
_cell_volume                     620.71(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    4904
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      25.92

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.956
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(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            9721
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.880
_diffrn_reflns_theta_max         25.344
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             1134
_reflns_number_gt                1005
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0431P)²+0.1224P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1134
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0929
_refine_ls_wR_factor_gt          0.0890
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.082
_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
C5 C 0.82960(15) 0.6053(2) 0.57318(7) 0.0369(3) Uani 1 1 d . . . . .
H5 H 0.880260 0.668940 0.527411 0.044 Uiso 1 1 calc R U . . .
C1 C 0.77983(14) 0.6403(2) 0.71712(7) 0.0345(3) Uani 1 1 d . . . . .
C4 C 0.72923(15) 0.3853(2) 0.56304(7) 0.0355(3) Uani 1 1 d . . . . .
N1 N 0.80473(15) 0.7614(2) 0.79306(7) 0.0457(3) Uani 1 1 d D . . . .
C2 C 0.67705(15) 0.4210(2) 0.70578(7) 0.0380(3) Uani 1 1 d . . . . .
H2 H 0.623822 0.358565 0.750964 0.046 Uiso 1 1 calc R U . . .
C3 C 0.65271(15) 0.2963(2) 0.63026(7) 0.0382(3) Uani 1 1 d . . . . .
H3 H 0.583159 0.147858 0.623608 0.046 Uiso 1 1 calc R U . . .
C7 C 0.71276(16) 0.2463(2) 0.48632(7) 0.0422(3) Uani 1 1 d . . . . .
C6 C 0.85521(15) 0.7298(2) 0.64911(7) 0.0368(3) Uani 1 1 d . . . . .
H6 H 0.924761 0.878229 0.655596 0.044 Uiso 1 1 calc R U . . .
N2 N 0.70479(16) 0.1293(2) 0.42610(7) 0.0559(4) Uani 1 1 d . . . . .
H1B H 0.7598(19) 0.683(3) 0.8402(7) 0.062(4) Uiso 1 1 d D . . . .
H1A H 0.8806(19) 0.910(2) 0.8023(9) 0.069(4) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0362(6) 0.0351(6) 0.0393(6) 0.0059(5) 0.0072(5) 0.0008(5)
C1 0.0288(5) 0.0334(6) 0.0401(6) -0.0013(5) 0.0046(4) 0.0030(4)
C4 0.0316(5) 0.0353(6) 0.0381(6) -0.0010(5) 0.0038(4) 0.0009(4)
N1 0.0483(6) 0.0445(6) 0.0457(6) -0.0101(5) 0.0129(5) -0.0076(5)
C2 0.0346(6) 0.0394(6) 0.0414(6) 0.0016(5) 0.0107(5) -0.0040(5)
C3 0.0333(6) 0.0352(6) 0.0458(7) -0.0016(5) 0.0076(5) -0.0058(5)
C7 0.0399(6) 0.0440(7) 0.0422(7) -0.0009(5) 0.0071(5) -0.0065(5)
C6 0.0348(6) 0.0289(6) 0.0458(7) 0.0013(5) 0.0062(5) -0.0025(4)
N2 0.0617(7) 0.0606(8) 0.0472(7) -0.0127(5) 0.0152(5) -0.0157(6)

_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
C5 C6 1.3742(15) . ?
C5 C4 1.3985(16) . ?
C1 N1 1.3655(14) . ?
C1 C6 1.4024(15) . ?
C1 C2 1.4039(16) . ?
C4 C3 1.3951(15) . ?
C4 C7 1.4306(15) . ?
C2 C3 1.3698(15) . ?
C7 N2 1.1501(15) . ?

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
C6 C5 C4 120.23(10) . . ?
N1 C1 C6 121.43(10) . . ?
N1 C1 C2 120.08(10) . . ?
C6 C1 C2 118.50(10) . . ?
C3 C4 C5 119.27(10) . . ?
C3 C4 C7 120.07(10) . . ?
C5 C4 C7 120.59(10) . . ?
C3 C2 C1 120.69(10) . . ?
C2 C3 C4 120.54(10) . . ?
N2 C7 C4 177.53(13) . . ?
C5 C6 C1 120.75(10) . . ?

_refine_diff_density_max         0.131
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.025

_shelx_res_file                  
;
TITL 180K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_180K\ABN_180K_CIF.res
    created by SHELXL-2018/3 at 12:01:20 on 23-Apr-2018
CELL 0.71073 7.2228 5.4765 16.0273 90.000 101.740 90.000
ZERR 4.0000 0.0005 0.0004 0.0012 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -93
L.S. 4
WGHT    0.043100    0.122400
FVAR       0.71532
C5    1    0.829601    0.605330    0.573178    11.00000    0.03615    0.03513 =
         0.03934    0.00593    0.00722    0.00077
AFIX  43
H5    2    0.880260    0.668940    0.527411    11.00000   -1.20000
AFIX   0
C1    1    0.779829    0.640297    0.717123    11.00000    0.02882    0.03343 =
         0.04012   -0.00131    0.00456    0.00296
C4    1    0.729229    0.385319    0.563044    11.00000    0.03157    0.03533 =
         0.03810   -0.00099    0.00376    0.00085
N1    3    0.804730    0.761434    0.793059    11.00000    0.04827    0.04454 =
         0.04566   -0.01013    0.01293   -0.00763
C2    1    0.677051    0.421045    0.705785    11.00000    0.03457    0.03935 =
         0.04144    0.00164    0.01067   -0.00396
AFIX  43
H2    2    0.623822    0.358565    0.750964    11.00000   -1.20000
AFIX   0
C3    1    0.652713    0.296263    0.630265    11.00000    0.03330    0.03522 =
         0.04579   -0.00164    0.00763   -0.00581
AFIX  43
H3    2    0.583159    0.147858    0.623608    11.00000   -1.20000
AFIX   0
C7    1    0.712760    0.246285    0.486319    11.00000    0.03989    0.04404 =
         0.04217   -0.00086    0.00708   -0.00653
C6    1    0.855205    0.729823    0.649106    11.00000    0.03476    0.02887 =
         0.04585    0.00134    0.00619   -0.00250
AFIX  43
H6    2    0.924761    0.878229    0.655596    11.00000   -1.20000
AFIX   0
N2    3    0.704787    0.129287    0.426104    11.00000    0.06167    0.06060 =
         0.04718   -0.01270    0.01517   -0.01571
H1B   2    0.759826    0.683041    0.840174    11.00000    0.06218
H1A   2    0.880609    0.910392    0.802288    11.00000    0.06907
HKLF 4




REM  180K in P2(1)/c
REM wR2 = 0.0929, GooF = S = 1.067, Restrained GooF = 1.082 for all data
REM R1 = 0.0344 for 1005 Fo > 4sig(Fo) and 0.0392 for all 1134 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0432      0.1222

REM Highest difference peak  0.131,  deepest hole -0.143,  1-sigma level  0.025
Q1    1   0.6013  0.4146  0.6555  11.00000  0.05    0.13
Q2    1   0.8358  0.4414  0.5793  11.00000  0.05    0.12
Q3    1   0.7291  0.5224  0.5583  11.00000  0.05    0.12
Q4    1   0.7611  0.7151  0.6748  11.00000  0.05    0.12
Q5    1   0.7693  0.7163  0.5972  11.00000  0.05    0.12
Q6    1   0.8768  0.6504  0.6971  11.00000  0.05    0.12
Q7    1   0.6728  0.5703  0.7001  11.00000  0.05    0.12
Q8    1   0.7985  0.4839  0.7206  11.00000  0.05    0.11
Q9    1   0.7432  0.3081  0.6023  11.00000  0.05    0.11
Q10   1   0.9073  0.6034  0.6237  11.00000  0.05    0.11
Q11   1   0.6354  0.3806  0.5801  11.00000  0.05    0.10
Q12   1   0.7309  0.7394  0.7426  11.00000  0.05    0.10
Q13   1   0.6346  0.1220  0.3605  11.00000  0.05    0.09
Q14   1   0.7360  0.3051  0.6822  11.00000  0.05    0.09
Q15   1   0.7997  0.1443  0.4812  11.00000  0.05    0.08
Q16   1   0.7740  0.2859  0.5401  11.00000  0.05    0.08
Q17   1   0.8880  0.6603  0.7753  11.00000  0.05    0.08
Q18   1   0.7965  0.9105  0.7937  11.00000  0.05    0.07
Q19   1   0.9374  0.8172  0.8180  11.00000  0.05    0.07
Q20   1   0.6259  0.2565  0.4402  11.00000  0.05    0.07
;
_shelx_res_checksum              60495
####################################################################### 
# 
# 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_ABN_120K
_database_code_depnum_ccdc_archive 'CCDC 1816749'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.3320(18)
_cell_length_b                   5.7057(14)
_cell_length_c                   15.859(4)
_cell_angle_alpha                90
_cell_angle_beta                 113.341(6)
_cell_angle_gamma                90
_cell_volume                     609.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2323
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      25.96

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.956
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(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            7218
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.026
_diffrn_reflns_theta_max         26.113
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             1184
_reflns_number_gt                912
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0561P)²+0.3649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1184
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0560
_refine_ls_wR_factor_ref         0.1382
_refine_ls_wR_factor_gt          0.1277
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_restrained_S_all      1.105
_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
N1 N 0.7846(3) 0.7609(3) 0.77202(12) 0.0322(5) Uani 1 1 d D . . . .
N2 N 0.7267(3) 0.0953(4) 0.41045(12) 0.0351(5) Uani 1 1 d . . . . .
C4 C 0.7368(3) 0.3607(4) 0.54423(13) 0.0248(5) Uani 1 1 d . . . . .
C3 C 0.6590(3) 0.2804(4) 0.60617(13) 0.0267(5) Uani 1 1 d . . . . .
H3 H 0.594802 0.132219 0.596457 0.032 Uiso 1 1 calc R U . . .
C1 C 0.7705(3) 0.6314(4) 0.69730(13) 0.0256(5) Uani 1 1 d . . . . .
C5 C 0.8289(3) 0.5812(4) 0.55869(13) 0.0252(5) Uani 1 1 d . . . . .
H5 H 0.878830 0.640096 0.515977 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8472(3) 0.7125(4) 0.63427(13) 0.0264(5) Uani 1 1 d . . . . .
H6 H 0.912630 0.859883 0.644053 0.032 Uiso 1 1 calc R U . . .
C2 C 0.6740(3) 0.4123(4) 0.68094(13) 0.0270(5) Uani 1 1 d . . . . .
H2 H 0.618886 0.355502 0.722046 0.032 Uiso 1 1 calc R U . . .
C7 C 0.7291(3) 0.2166(4) 0.46879(14) 0.0282(5) Uani 1 1 d . . . . .
H1A H 0.872(3) 0.903(3) 0.7914(18) 0.064(9) Uiso 1 1 d D . . . .
H1B H 0.760(4) 0.684(4) 0.8229(12) 0.054(8) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0439(11) 0.0300(11) 0.0232(9) -0.0044(9) 0.0139(8) -0.0043(9)
N2 0.0465(11) 0.0340(11) 0.0280(10) -0.0055(9) 0.0182(8) -0.0066(9)
C4 0.0276(10) 0.0241(11) 0.0206(10) -0.0002(9) 0.0074(8) 0.0008(8)
C3 0.0276(10) 0.0240(11) 0.0264(11) 0.0030(9) 0.0084(8) -0.0016(9)
C1 0.0269(10) 0.0254(11) 0.0214(10) 0.0011(9) 0.0064(8) 0.0028(8)
C5 0.0289(10) 0.0246(11) 0.0228(10) 0.0045(9) 0.0111(8) 0.0013(8)
C6 0.0308(11) 0.0208(10) 0.0263(11) 0.0007(9) 0.0098(8) -0.0007(9)
C2 0.0308(11) 0.0288(12) 0.0226(10) 0.0032(9) 0.0119(8) -0.0009(9)
C7 0.0302(11) 0.0283(11) 0.0274(11) 0.0015(10) 0.0126(9) -0.0024(9)

_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
N1 C1 1.365(3) . ?
N2 C7 1.150(3) . ?
C4 C3 1.394(3) . ?
C4 C5 1.403(3) . ?
C4 C7 1.434(3) . ?
C3 C2 1.372(3) . ?
C1 C6 1.406(3) . ?
C1 C2 1.408(3) . ?
C5 C6 1.374(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
C3 C4 C5 118.96(19) . . ?
C3 C4 C7 120.47(19) . . ?
C5 C4 C7 120.53(18) . . ?
C2 C3 C4 120.9(2) . . ?
N1 C1 C6 121.7(2) . . ?
N1 C1 C2 120.02(18) . . ?
C6 C1 C2 118.32(19) . . ?
C6 C5 C4 120.39(18) . . ?
C5 C6 C1 120.8(2) . . ?
C3 C2 C1 120.58(19) . . ?
N2 C7 C4 177.7(2) . . ?

_refine_diff_density_max         0.219
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.052

_shelx_res_file                  
;
TITL C:\frames\guest\LA_ABN~1\120K\work\120K_aa_a.res in P2(1)/c
    C:\frames\guest\LA_ABN~1\120K\work\120K_aa_a.res
    created by SHELXL-2018/3 at 21:27:35 on 24-Apr-2018
CELL 0.71073 7.3320 5.7057 15.8585 90.000 113.341 90.000
ZERR 4.0000 0.0018 0.0014 0.0040 0.000 0.006 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1A
DFIX 1.02 0.01 N1 H1B
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
LIST 6 1
TEMP -153
L.S. 10
WGHT    0.056100    0.364900
FVAR       0.87760
N1    3    0.784623    0.760937    0.772017    11.00000    0.04391    0.02997 =
         0.02318   -0.00443    0.01393   -0.00433
N2    3    0.726656    0.095283    0.410449    11.00000    0.04651    0.03399 =
         0.02799   -0.00549    0.01822   -0.00664
C4    1    0.736813    0.360712    0.544228    11.00000    0.02757    0.02411 =
         0.02060   -0.00018    0.00741    0.00083
C3    1    0.659042    0.280357    0.606167    11.00000    0.02761    0.02395 =
         0.02642    0.00299    0.00837   -0.00161
AFIX  43
H3    2    0.594802    0.132219    0.596457    11.00000   -1.20000
AFIX   0
C1    1    0.770490    0.631353    0.697302    11.00000    0.02692    0.02545 =
         0.02142    0.00113    0.00642    0.00283
C5    1    0.828884    0.581203    0.558694    11.00000    0.02887    0.02464 =
         0.02282    0.00450    0.01105    0.00132
AFIX  43
H5    2    0.878830    0.640096    0.515977    11.00000   -1.20000
AFIX   0
C6    1    0.847243    0.712461    0.634272    11.00000    0.03079    0.02081 =
         0.02629    0.00071    0.00977   -0.00072
AFIX  43
H6    2    0.912630    0.859883    0.644053    11.00000   -1.20000
AFIX   0
C2    1    0.674040    0.412335    0.680941    11.00000    0.03080    0.02884 =
         0.02258    0.00320    0.01191   -0.00092
AFIX  43
H2    2    0.618886    0.355502    0.722046    11.00000   -1.20000
AFIX   0
C7    1    0.729126    0.216552    0.468789    11.00000    0.03017    0.02825 =
         0.02738    0.00151    0.01259   -0.00237
H1A   2    0.871983    0.903039    0.791362    11.00000    0.06395
H1B   2    0.759769    0.683536    0.822879    11.00000    0.05415
HKLF 4




REM  C:\frames\guest\LA_ABN~1\120K\work\120K_aa_a.res in P2(1)/c
REM wR2 = 0.1382, GooF = S = 1.102, Restrained GooF = 1.105 for all data
REM R1 = 0.0560 for 912 Fo > 4sig(Fo) and 0.0772 for all 1184 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0560      0.3646

REM Highest difference peak  0.219,  deepest hole -0.218,  1-sigma level  0.052
Q1    1   0.7214  0.7083  0.6350  11.00000  0.05    0.22
Q2    1   0.6447  0.7689  0.7593  11.00000  0.05    0.22
Q3    1   0.8663  0.6602  0.6807  11.00000  0.05    0.20
Q4    1   0.8904  0.0714  0.4375  11.00000  0.05    0.20
Q5    1   0.8671  0.3863  0.5588  11.00000  0.05    0.19
Q6    1   0.7824  0.2852  0.5987  11.00000  0.05    0.18
Q7    1   0.8605  0.1820  0.4563  11.00000  0.05    0.18
Q8    1   0.9432  0.7624  0.7966  11.00000  0.05    0.18
Q9    1   0.6039  0.3531  0.5375  11.00000  0.05    0.16
Q10   1   0.5326  0.4094  0.6797  11.00000  0.05    0.16
Q11   1   1.0005  0.7447  0.6567  11.00000  0.05    0.16
Q12   1   0.6410  0.5996  0.6770  11.00000  0.05    0.15
Q13   1   0.5297  0.2641  0.5807  11.00000  0.05    0.15
Q14   1   0.9640  0.5651  0.5777  11.00000  0.05    0.15
Q15   1   0.9791  0.6789  0.4248  11.00000  0.05    0.15
Q16   1   0.5426  0.1320  0.3816  11.00000  0.05    0.14
Q17   1   0.5935  0.4119  0.6193  11.00000  0.05    0.13
Q18   1   0.6267  0.0996  0.4400  11.00000  0.05    0.13
Q19   1   0.4805  0.3618  0.7207  11.00000  0.05    0.13
Q20   1   0.4582  0.0605  0.6244  11.00000  0.05    0.13
;
_shelx_res_checksum              41171
####################################################################### 
# 
# 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_ABN_160K
_database_code_depnum_ccdc_archive 'CCDC 1816762'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.368(2)
_cell_length_b                   5.7105(17)
_cell_length_c                   15.915(5)
_cell_angle_alpha                90
_cell_angle_beta                 113.088(7)
_cell_angle_gamma                90
_cell_volume                     616.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    160(2)
_cell_measurement_reflns_used    1688
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      25.83

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.965
_exptl_transmission_factor_max   0.993
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      160(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            6188
_diffrn_reflns_av_unetI/netI     0.0914
_diffrn_reflns_av_R_equivalents  0.1831
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.783
_diffrn_reflns_theta_max         26.171
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             1208
_reflns_number_gt                857
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0674P)²+0.2955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1208
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_ref         0.1876
_refine_ls_wR_factor_gt          0.1707
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001

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
C7 C 0.7288(3) 0.2195(5) 0.46921(17) 0.0339(6) Uani 1 1 d . . . . .
C1 C 0.7702(3) 0.6293(4) 0.69771(16) 0.0296(6) Uani 1 1 d . . . . .
C5 C 0.8289(3) 0.5808(4) 0.55948(16) 0.0296(6) Uani 1 1 d . . . . .
H5 H 0.878967 0.639835 0.517014 0.036 Uiso 1 1 calc R U . . .
C2 C 0.6742(3) 0.4114(5) 0.68120(17) 0.0325(6) Uani 1 1 d . . . . .
H2 H 0.619461 0.354262 0.722223 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6587(3) 0.2804(5) 0.60658(16) 0.0305(6) Uani 1 1 d . . . . .
H3 H 0.594239 0.132765 0.596691 0.037 Uiso 1 1 calc R U . . .
C6 C 0.8474(3) 0.7111(5) 0.63491(16) 0.0311(6) Uani 1 1 d . . . . .
H6 H 0.912936 0.858076 0.644876 0.037 Uiso 1 1 calc R U . . .
N1 N 0.7852(3) 0.7585(4) 0.77251(15) 0.0398(6) Uani 1 1 d D . . . .
C4 C 0.7369(3) 0.3618(4) 0.54473(17) 0.0296(6) Uani 1 1 d . . . . .
N2 N 0.7256(3) 0.0981(4) 0.41065(15) 0.0436(7) Uani 1 1 d . . . . .
H1A H 0.867(5) 0.906(4) 0.791(2) 0.084(12) Uiso 1 1 d D . . . .
H1B H 0.752(5) 0.676(6) 0.8207(17) 0.079(11) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C7 0.0294(13) 0.0409(14) 0.0339(14) -0.0011(13) 0.0152(11) -0.0052(11)
C1 0.0277(13) 0.0357(14) 0.0254(13) 0.0016(11) 0.0105(10) 0.0037(10)
C5 0.0274(12) 0.0344(13) 0.0301(14) 0.0055(11) 0.0144(11) 0.0025(10)
C2 0.0319(13) 0.0391(14) 0.0308(14) 0.0040(12) 0.0166(11) -0.0010(11)
C3 0.0267(12) 0.0340(13) 0.0315(14) 0.0010(11) 0.0120(10) -0.0054(10)
C6 0.0304(13) 0.0305(12) 0.0340(14) 0.0018(12) 0.0143(11) -0.0016(11)
N1 0.0466(14) 0.0425(13) 0.0337(13) -0.0053(11) 0.0194(11) -0.0066(11)
C4 0.0263(12) 0.0348(14) 0.0281(13) 0.0013(11) 0.0111(10) 0.0019(10)
N2 0.0495(14) 0.0510(15) 0.0374(14) -0.0096(13) 0.0246(11) -0.0099(11)

_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
C7 N2 1.154(3) . ?
C7 C4 1.432(3) . ?
C1 N1 1.368(3) . ?
C1 C2 1.404(4) . ?
C1 C6 1.409(3) . ?
C5 C6 1.373(3) . ?
C5 C4 1.398(3) . ?
C2 C3 1.370(3) . ?
C3 C4 1.401(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
N2 C7 C4 177.4(3) . . ?
N1 C1 C2 120.2(2) . . ?
N1 C1 C6 121.4(2) . . ?
C2 C1 C6 118.3(2) . . ?
C6 C5 C4 120.5(2) . . ?
C3 C2 C1 120.7(2) . . ?
C2 C3 C4 120.7(2) . . ?
C5 C6 C1 120.7(2) . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 C7 120.4(2) . . ?
C3 C4 C7 120.5(2) . . ?

_refine_diff_density_max         0.315
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.063

_shelx_res_file                  
;
TITL 160K_bb in P2(1)/c
    C:\frames\guest\LA_ABN~1\160K\work\160K_bb.res
    created by SHELXL-2018/3 at 11:56:05 on 28-Apr-2018
CELL 0.71073 7.3684 5.7105 15.9151 90.000 113.088 90.000
ZERR 4.0000 0.0022 0.0017 0.0050 0.000 0.007 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1A
DFIX 1.02 0.01 N1 H1B
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -113
L.S. 4
WGHT    0.067400    0.295500
FVAR       0.66521
C7    1    0.728768    0.219527    0.469210    11.00000    0.02937    0.04090 =
         0.03390   -0.00111    0.01515   -0.00515
C1    1    0.770226    0.629294    0.697710    11.00000    0.02774    0.03571 =
         0.02540    0.00162    0.01048    0.00366
C5    1    0.828881    0.580756    0.559482    11.00000    0.02740    0.03436 =
         0.03005    0.00554    0.01443    0.00251
AFIX  43
H5    2    0.878967    0.639835    0.517014    11.00000   -1.20000
AFIX   0
C2    1    0.674242    0.411432    0.681198    11.00000    0.03186    0.03907 =
         0.03076    0.00404    0.01664   -0.00101
AFIX  43
H2    2    0.619461    0.354262    0.722223    11.00000   -1.20000
AFIX   0
C3    1    0.658712    0.280392    0.606583    11.00000    0.02668    0.03397 =
         0.03147    0.00098    0.01200   -0.00543
AFIX  43
H3    2    0.594239    0.132765    0.596691    11.00000   -1.20000
AFIX   0
C6    1    0.847396    0.711124    0.634912    11.00000    0.03044    0.03048 =
         0.03397    0.00180    0.01426   -0.00155
AFIX  43
H6    2    0.912936    0.858076    0.644876    11.00000   -1.20000
AFIX   0
N1    3    0.785239    0.758466    0.772514    11.00000    0.04658    0.04249 =
         0.03367   -0.00527    0.01941   -0.00662
C4    1    0.736883    0.361769    0.544728    11.00000    0.02631    0.03480 =
         0.02811    0.00126    0.01105    0.00193
N2    3    0.725550    0.098122    0.410655    11.00000    0.04947    0.05100 =
         0.03739   -0.00964    0.02461   -0.00990
H1A   2    0.867378    0.905565    0.790503    11.00000    0.08363
H1B   2    0.752143    0.675835    0.820674    11.00000    0.07891
HKLF 4




REM  160K_bb in P2(1)/c
REM wR2 = 0.1876, GooF = S = 1.080, Restrained GooF = 1.081 for all data
REM R1 = 0.0713 for 857 Fo > 4sig(Fo) and 0.1001 for all 1208 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0654      0.3050

REM Highest difference peak  0.315,  deepest hole -0.244,  1-sigma level  0.063
Q1    1   0.6087  0.4305  0.6189  11.00000  0.05    0.31
Q2    1   0.7849  0.7226  0.5746  11.00000  0.05    0.30
Q3    1   0.8414  0.4040  0.5640  11.00000  0.05    0.28
Q4    1   0.7207  0.2722  0.6633  11.00000  0.05    0.25
Q5    1   0.8856  0.5619  0.6179  11.00000  0.05    0.23
Q6    1   0.7222  0.7626  0.7187  11.00000  0.05    0.21
Q7    1   0.6554  0.5742  0.6817  11.00000  0.05    0.21
Q8    1   0.7240  0.9664  0.7358  11.00000  0.05    0.21
Q9    1   0.7806  0.0957  0.4646  11.00000  0.05    0.20
Q10   1   0.6711  0.3693  0.4830  11.00000  0.05    0.20
Q11   1   0.7749  0.2270  0.5249  11.00000  0.05    0.20
Q12   1   0.6708  0.2404  0.4150  11.00000  0.05    0.20
Q13   1   0.8347  0.6245  0.7573  11.00000  0.05    0.19
Q14   1   0.7659  0.4836  0.7011  11.00000  0.05    0.19
Q15   1   0.7188  0.5101  0.5478  11.00000  0.05    0.18
Q16   1   0.6714  0.0766  0.6414  11.00000  0.05    0.18
Q17   1   0.7440  0.1331  0.7198  11.00000  0.05    0.17
Q18   1   0.9292  0.2487  0.6184  11.00000  0.05    0.15
Q19   1   0.8658  1.0918  0.6629  11.00000  0.05    0.15
Q20   1   1.1307  0.9206  0.7069  11.00000  0.05    0.14
;
_shelx_res_checksum              25559
####################################################################### 
# 
# 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_ABN_240K
_database_code_depnum_ccdc_archive 'CCDC 1816755'
_audit_update_record             
;
2018-05-01 deposited with the CCDC.
2018-05-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-aminobenzonitrile
_chemical_name_common            4-aminobenzonitrile
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 N2'
_chemical_formula_weight         118.14

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'

_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                   7.2815(6)
_cell_length_b                   5.4951(4)
_cell_length_c                   16.0633(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.903(2)
_cell_angle_gamma                90
_cell_volume                     628.91(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    4249
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.01

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             248
_exptl_transmission_factor_min   0.955
_exptl_transmission_factor_max   0.988
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      240(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            9587
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.928
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             1142
_reflns_number_gt                990
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0442P)²+0.0950P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1142
_refine_ls_number_parameters     90
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1001
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.096
_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
C5 C 0.82912(16) 0.6031(2) 0.57338(8) 0.0502(3) Uani 1 1 d . . . . .
H5 H 0.879342 0.665736 0.528382 0.060 Uiso 1 1 calc R U . . .
C4 C 0.72935(16) 0.3852(2) 0.56289(7) 0.0480(3) Uani 1 1 d . . . . .
C1 C 0.77942(16) 0.6379(2) 0.71660(7) 0.0468(3) Uani 1 1 d . . . . .
C2 C 0.67746(16) 0.4203(2) 0.70500(8) 0.0518(3) Uani 1 1 d . . . . .
H2 H 0.625030 0.358662 0.749475 0.062 Uiso 1 1 calc R U . . .
N1 N 0.80400(17) 0.7586(2) 0.79248(7) 0.0624(4) Uani 1 1 d D . . . .
C3 C 0.65320(16) 0.2964(2) 0.62963(8) 0.0518(3) Uani 1 1 d . . . . .
H3 H 0.584638 0.150230 0.622845 0.062 Uiso 1 1 calc R U . . .
C7 C 0.71267(18) 0.2470(3) 0.48624(8) 0.0575(4) Uani 1 1 d . . . . .
C6 C 0.85445(17) 0.7268(2) 0.64908(8) 0.0502(3) Uani 1 1 d . . . . .
H6 H 0.922978 0.872975 0.655659 0.060 Uiso 1 1 calc R U . . .
N2 N 0.70421(19) 0.1316(3) 0.42596(8) 0.0767(4) Uani 1 1 d . . . . .
H1B H 0.762(2) 0.682(3) 0.8402(7) 0.082(5) Uiso 1 1 d D . . . .
H1A H 0.882(2) 0.906(2) 0.8013(10) 0.095(5) Uiso 1 1 d D . . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C5 0.0488(7) 0.0475(7) 0.0542(7) 0.0075(5) 0.0106(5) -0.0002(5)
C4 0.0430(6) 0.0484(7) 0.0510(7) -0.0010(5) 0.0056(5) 0.0003(5)
C1 0.0389(6) 0.0455(7) 0.0549(7) -0.0018(5) 0.0070(5) 0.0025(5)
C2 0.0469(7) 0.0533(7) 0.0569(7) 0.0018(6) 0.0148(5) -0.0063(6)
N1 0.0646(7) 0.0627(8) 0.0617(7) -0.0139(6) 0.0171(6) -0.0103(6)
C3 0.0453(7) 0.0484(7) 0.0616(8) -0.0022(6) 0.0107(5) -0.0091(5)
C7 0.0549(8) 0.0603(8) 0.0566(8) -0.0026(6) 0.0097(6) -0.0087(6)
C6 0.0478(7) 0.0392(6) 0.0629(8) 0.0017(5) 0.0095(5) -0.0037(5)
N2 0.0842(9) 0.0834(9) 0.0644(8) -0.0176(7) 0.0200(6) -0.0204(7)

_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
C5 C6 1.3719(16) . ?
C5 C4 1.3929(17) . ?
C4 C3 1.3928(16) . ?
C4 C7 1.4302(17) . ?
C1 N1 1.3666(16) . ?
C1 C2 1.3991(17) . ?
C1 C6 1.3994(17) . ?
C2 C3 1.3686(17) . ?
C7 N2 1.1485(17) . ?

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
C6 C5 C4 120.31(11) . . ?
C3 C4 C5 119.25(11) . . ?
C3 C4 C7 120.00(11) . . ?
C5 C4 C7 120.67(11) . . ?
N1 C1 C2 120.12(11) . . ?
N1 C1 C6 121.44(11) . . ?
C2 C1 C6 118.45(11) . . ?
C3 C2 C1 120.75(11) . . ?
C2 C3 C4 120.48(12) . . ?
N2 C7 C4 177.77(15) . . ?
C5 C6 C1 120.76(11) . . ?

_refine_diff_density_max         0.117
_refine_diff_density_min         -0.122
_refine_diff_density_rms         0.022

_shelx_res_file                  
;
TITL 240K in P2(1)/c
    C:\Users\lukman\Desktop\CS_LUK~1\ABN_CH~1\ABN_240K\ABN_240K_CIF.res
    created by SHELXL-2018/3 at 06:49:58 on 24-Apr-2018
CELL 0.71073 7.2815 5.4951 16.0633 90.000 101.903 90.000
ZERR 4.0000 0.0006 0.0004 0.0012 0.000 0.002 0.000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C H N
UNIT 28 24 8
BOND
DFIX 1.02 0.01 N1 H1B
DFIX 1.02 0.01 N1 H1A
ACTA 50
FMAP 2 1 53
PLAN 20 0 0
TEMP -33
L.S. 4
WGHT    0.044200    0.095000
FVAR       0.78112
C5    1    0.829125    0.603112    0.573380    11.00000    0.04881    0.04748 =
         0.05422    0.00746    0.01059   -0.00021
AFIX  43
H5    2    0.879342    0.665736    0.528382    11.00000   -1.20000
AFIX   0
C4    1    0.729353    0.385163    0.562891    11.00000    0.04295    0.04844 =
         0.05097   -0.00095    0.00559    0.00026
C1    1    0.779418    0.637867    0.716602    11.00000    0.03888    0.04554 =
         0.05488   -0.00177    0.00698    0.00251
C2    1    0.677460    0.420348    0.704998    11.00000    0.04691    0.05334 =
         0.05687    0.00178    0.01483   -0.00627
AFIX  43
H2    2    0.625030    0.358662    0.749475    11.00000   -1.20000
AFIX   0
N1    3    0.804000    0.758574    0.792481    11.00000    0.06455    0.06265 =
         0.06165   -0.01385    0.01711   -0.01031
C3    1    0.653200    0.296375    0.629625    11.00000    0.04526    0.04843 =
         0.06161   -0.00218    0.01068   -0.00908
AFIX  43
H3    2    0.584638    0.150230    0.622845    11.00000   -1.20000
AFIX   0
C7    1    0.712674    0.246992    0.486241    11.00000    0.05486    0.06030 =
         0.05660   -0.00260    0.00973   -0.00874
C6    1    0.854445    0.726804    0.649076    11.00000    0.04777    0.03923 =
         0.06293    0.00170    0.00955   -0.00371
AFIX  43
H6    2    0.922978    0.872975    0.655659    11.00000   -1.20000
AFIX   0
N2    3    0.704210    0.131573    0.425960    11.00000    0.08420    0.08342 =
         0.06442   -0.01761    0.02003   -0.02036
H1B   2    0.761507    0.681999    0.840194    11.00000    0.08198
H1A   2    0.882447    0.905815    0.801312    11.00000    0.09523
HKLF 4




REM  240K in P2(1)/c
REM wR2 = 0.1001, GooF = S = 1.083, Restrained GooF = 1.096 for all data
REM R1 = 0.0367 for 990 Fo > 4sig(Fo) and 0.0436 for all 1142 data
REM 90 parameters refined using 2 restraints

END

WGHT      0.0442      0.0950

REM Highest difference peak  0.117,  deepest hole -0.122,  1-sigma level  0.022
Q1    1   0.7625  0.7216  0.6748  11.00000  0.05    0.12
Q2    1   0.7615  0.7024  0.6008  11.00000  0.05    0.10
Q3    1   0.7202  0.7407  0.7428  11.00000  0.05    0.10
Q4    1   0.5995  0.4116  0.6555  11.00000  0.05    0.10
Q5    1   0.8820  0.6432  0.6980  11.00000  0.05    0.09
Q6    1   0.6756  0.5785  0.6991  11.00000  0.05    0.09
Q7    1   0.7535  0.2938  0.6018  11.00000  0.05    0.09
Q8    1   0.7980  0.4786  0.7180  11.00000  0.05    0.09
Q9    1   0.6372  0.3783  0.5809  11.00000  0.05    0.09
Q10   1   0.8370  0.4394  0.5831  11.00000  0.05    0.08
Q11   1   0.7252  0.5230  0.5584  11.00000  0.05    0.08
Q12   1   0.7776  0.2954  0.5429  11.00000  0.05    0.08
Q13   1   0.9301  0.6035  0.6278  11.00000  0.05    0.07
Q14   1   0.6453  0.0844  0.3610  11.00000  0.05    0.07
Q15   1   0.8807  0.6579  0.7784  11.00000  0.05    0.07
Q16   1   0.9644  0.7548  0.8194  11.00000  0.05    0.06
Q17   1   0.6595  0.3038  0.4334  11.00000  0.05    0.06
Q18   1   0.7082  0.2952  0.7756  11.00000  0.05    0.06
Q19   1   0.7604  0.7211  0.8235  11.00000  0.05    0.06
Q20   1   0.8001  0.9081  0.7838  11.00000  0.05    0.06
;
_shelx_res_checksum              16938
