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

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

data_test1_a
_database_code_depnum_ccdc_archive 'CCDC 2078784'
loop_
_audit_author_name
_audit_author_address
'TIRTHA MANDAL'
;Indian Association for the Cultivation of Science
India
;
_audit_update_record             
;
2021-04-20 deposited with the CCDC.	2021-07-13 downloaded from the CCDC.
;
_audit_creation_date             2021-03-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H13 N3 O2'
_chemical_formula_sum            'C12 H13 N3 O2'
_chemical_formula_weight         231.25
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.539(2)
_cell_length_b                   11.834(2)
_cell_length_c                   10.092(2)
_cell_angle_alpha                90
_cell_angle_beta                 114.682(6)
_cell_angle_gamma                90
_cell_volume                     1143.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2336
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.82
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.5622
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1089 before and 0.0648 after correction.
The Ratio of minimum to maximum transmission is 0.7541.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             488
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0809
_diffrn_reflns_av_unetI/netI     0.0659
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8965
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.736
_diffrn_ambient_temperature      119.69
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1430
_reflns_number_total             2000
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2000
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0847
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+0.8368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1233
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00E(H00E,H00F)
2.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00A(H00A), C00B(H00B), C00C(H00C), C00D(H00D)
2.c Idealised Me refined as rotating group:
 C00G(H00G,H00H,H00I), C00H(H00J,H00K,H00L)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.74797(18) 0.40123(14) 1.10838(17) 0.0261(5) Uani 1 1 d . . . . .
O002 O 0.65287(19) 0.57171(13) 1.02373(18) 0.0298(5) Uani 1 1 d . . . . .
N003 N 0.5024(2) 0.47663(16) 0.7595(2) 0.0230(5) Uani 1 1 d . . . . .
N1 N 0.5886(2) 0.41741(15) 0.8754(2) 0.0222(5) Uani 1 1 d . . . . .
N005 N 0.5947(2) 0.30548(16) 0.8522(2) 0.0258(5) Uani 1 1 d . . . . .
C006 C 0.4500(3) 0.40096(19) 0.6548(3) 0.0215(6) Uani 1 1 d . . . . .
C007 C 0.6654(3) 0.4724(2) 1.0099(3) 0.0231(6) Uani 1 1 d . . . . .
C008 C 0.3109(3) 0.5452(2) 0.4764(3) 0.0252(6) Uani 1 1 d . . . . .
H008 H 0.347088 0.600610 0.551018 0.030 Uiso 1 1 calc R . . . .
C009 C 0.3505(3) 0.43257(19) 0.5066(3) 0.0223(6) Uani 1 1 d . . . . .
C00A C 0.2967(3) 0.3529(2) 0.3958(3) 0.0240(6) Uani 1 1 d . . . . .
H00A H 0.324815 0.276187 0.416187 0.029 Uiso 1 1 calc R . . . .
C00B C 0.2188(3) 0.5761(2) 0.3375(3) 0.0271(6) Uani 1 1 d . . . . .
H00B H 0.192006 0.652988 0.316856 0.033 Uiso 1 1 calc R . . . .
C00C C 0.5078(3) 0.2940(2) 0.7145(3) 0.0273(6) Uani 1 1 d . . . . .
H00C H 0.486607 0.224642 0.662464 0.033 Uiso 1 1 calc R . . . .
C00D C 0.1651(3) 0.4962(2) 0.2282(3) 0.0284(6) Uani 1 1 d . . . . .
H00D H 0.102000 0.518736 0.132971 0.034 Uiso 1 1 calc R . . . .
C00E C 0.8308(3) 0.4539(2) 1.2495(3) 0.0264(6) Uani 1 1 d . . . . .
H00E H 0.769031 0.494923 1.284843 0.032 Uiso 1 1 calc R . . . .
H00F H 0.897782 0.508518 1.240154 0.032 Uiso 1 1 calc R . . . .
C00F C 0.2030(3) 0.3827(2) 0.2565(3) 0.0260(6) Uani 1 1 d . . . . .
C00G C 0.9074(3) 0.3620(2) 1.3539(3) 0.0302(7) Uani 1 1 d . . . . .
H00G H 0.840036 0.308986 1.362990 0.045 Uiso 1 1 calc GR . . . .
H00H H 0.964459 0.394976 1.449489 0.045 Uiso 1 1 calc GR . . . .
H00I H 0.967773 0.321864 1.317566 0.045 Uiso 1 1 calc GR . . . .
C00H C 0.1430(3) 0.2955(2) 0.1385(3) 0.0373(7) Uani 1 1 d . . . . .
H00J H 0.178102 0.220636 0.178465 0.056 Uiso 1 1 calc GR . . . .
H00K H 0.170831 0.312724 0.059369 0.056 Uiso 1 1 calc GR . . . .
H00L H 0.040915 0.296311 0.100588 0.056 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C007 1.316(3) . ?
O001 C00E 1.463(3) . ?
O002 C007 1.197(3) . ?
N003 N1 1.341(3) . ?
N003 C006 1.318(3) . ?
N1 N005 1.351(3) . ?
N1 C007 1.415(3) . ?
N005 C00C 1.313(3) . ?
C006 C009 1.472(3) . ?
C006 C00C 1.424(3) . ?
C008 H008 0.9500 . ?
C008 C009 1.392(3) . ?
C008 C00B 1.379(3) . ?
C009 C00A 1.390(3) . ?
C00A H00A 0.9500 . ?
C00A C00F 1.385(3) . ?
C00B H00B 0.9500 . ?
C00B C00D 1.382(3) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9500 . ?
C00D C00F 1.397(4) . ?
C00E H00E 0.9900 . ?
C00E H00F 0.9900 . ?
C00E C00G 1.495(3) . ?
C00F C00H 1.501(3) . ?
C00G H00G 0.9800 . ?
C00G H00H 0.9800 . ?
C00G H00I 0.9800 . ?
C00H H00J 0.9800 . ?
C00H H00K 0.9800 . ?
C00H H00L 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C007 O001 C00E 113.57(18) . . ?
C006 N003 N1 104.42(18) . . ?
N003 N1 N005 115.15(19) . . ?
N003 N1 C007 120.28(18) . . ?
N005 N1 C007 124.56(19) . . ?
C00C N005 N1 102.81(19) . . ?
N003 C006 C009 121.6(2) . . ?
N003 C006 C00C 107.6(2) . . ?
C00C C006 C009 130.8(2) . . ?
O001 C007 N1 111.3(2) . . ?
O002 C007 O001 127.6(2) . . ?
O002 C007 N1 121.1(2) . . ?
C009 C008 H008 120.2 . . ?
C00B C008 H008 120.2 . . ?
C00B C008 C009 119.7(2) . . ?
C008 C009 C006 119.2(2) . . ?
C00A C009 C006 121.5(2) . . ?
C00A C009 C008 119.3(2) . . ?
C009 C00A H00A 119.3 . . ?
C00F C00A C009 121.5(2) . . ?
C00F C00A H00A 119.3 . . ?
C008 C00B H00B 119.7 . . ?
C008 C00B C00D 120.7(2) . . ?
C00D C00B H00B 119.7 . . ?
N005 C00C C006 110.0(2) . . ?
N005 C00C H00C 125.0 . . ?
C006 C00C H00C 125.0 . . ?
C00B C00D H00D 119.8 . . ?
C00B C00D C00F 120.5(2) . . ?
C00F C00D H00D 119.8 . . ?
O001 C00E H00E 110.2 . . ?
O001 C00E H00F 110.2 . . ?
O001 C00E C00G 107.62(19) . . ?
H00E C00E H00F 108.5 . . ?
C00G C00E H00E 110.2 . . ?
C00G C00E H00F 110.2 . . ?
C00A C00F C00D 118.4(2) . . ?
C00A C00F C00H 121.1(2) . . ?
C00D C00F C00H 120.6(2) . . ?
C00E C00G H00G 109.5 . . ?
C00E C00G H00H 109.5 . . ?
C00E C00G H00I 109.5 . . ?
H00G C00G H00H 109.5 . . ?
H00G C00G H00I 109.5 . . ?
H00H C00G H00I 109.5 . . ?
C00F C00H H00J 109.5 . . ?
C00F C00H H00K 109.5 . . ?
C00F C00H H00L 109.5 . . ?
H00J C00H H00K 109.5 . . ?
H00J C00H H00L 109.5 . . ?
H00K C00H H00L 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_test1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2078785'
loop_
_audit_author_name
_audit_author_address
'TIRTHA MANDAL'
;Indian Association for the Cultivation of Science
India
;
_audit_update_record             
;
2021-04-20 deposited with the CCDC.	2021-07-13 downloaded from the CCDC.
;
_audit_creation_date             2020-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H7 N3'
_chemical_formula_sum            'C8 H7 N3'
_chemical_formula_weight         145.17
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.9923(16)
_cell_length_b                   5.7180(4)
_cell_length_c                   7.2858(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.649(3)
_cell_angle_gamma                90
_cell_volume                     705.57(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3925
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1496 before and 0.0942 after correction.
The Ratio of minimum to maximum transmission is 0.6702.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            6650
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         2.405
_diffrn_ambient_temperature      110.2
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1281
_reflns_number_total             1434
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1434
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0844P)²+0.2708P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1418
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C3(H3), C008(H008), C00A(H00A), C00B(H00B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.43552(7) 0.5059(2) 0.67208(18) 0.0213(4) Uani 1 1 d . . . . .
N2 N 0.43304(7) 0.7379(2) 0.68014(17) 0.0210(4) Uani 1 1 d . . . . .
N1 N 0.36926(7) 0.4037(2) 0.60389(18) 0.0199(4) Uani 1 1 d . . . . .
C004 C 0.23826(8) 0.5447(3) 0.48664(19) 0.0153(4) Uani 1 1 d . . . . .
C005 C 0.21746(9) 0.3402(3) 0.3896(2) 0.0175(4) Uani 1 1 d . . . . .
H005 H 0.256724 0.226601 0.370065 0.021 Uiso 1 1 calc R . . . .
C006 C 0.18009(8) 0.7124(3) 0.51111(19) 0.0162(4) Uani 1 1 d . . . . .
H006 H 0.193733 0.853842 0.574245 0.019 Uiso 1 1 calc R . . . .
C3 C 0.35973(9) 0.7915(3) 0.6125(2) 0.0189(4) Uani 1 1 d . . . . .
H3 H 0.338421 0.944806 0.599421 0.023 Uiso 1 1 calc R . . . .
C008 C 0.13986(9) 0.3016(3) 0.3215(2) 0.0190(4) Uani 1 1 d . . . . .
H008 H 0.126192 0.161618 0.256226 0.023 Uiso 1 1 calc R . . . .
C009 C 0.31970(9) 0.5836(2) 0.56403(19) 0.0156(4) Uani 1 1 d . . . . .
C00A C 0.08196(9) 0.4679(3) 0.34876(19) 0.0189(4) Uani 1 1 d . . . . .
H00A H 0.028792 0.441261 0.302820 0.023 Uiso 1 1 calc R . . . .
C00B C 0.10241(9) 0.6728(3) 0.4434(2) 0.0185(4) Uani 1 1 d . . . . .
H00B H 0.063064 0.786438 0.462007 0.022 Uiso 1 1 calc R . . . .
H001 H 0.4852(15) 0.412(4) 0.725(3) 0.055(7) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 N2 1.3287(19) . ?
N001 N1 1.3286(18) . ?
N001 H001 1.05(3) . ?
N2 C3 1.3377(19) . ?
N1 C009 1.346(2) . ?
C004 C005 1.397(2) . ?
C004 C006 1.399(2) . ?
C004 C009 1.468(2) . ?
C005 H005 0.9500 . ?
C005 C008 1.388(2) . ?
C006 H006 0.9500 . ?
C006 C00B 1.390(2) . ?
C3 H3 0.9500 . ?
C3 C009 1.401(2) . ?
C008 H008 0.9500 . ?
C008 C00A 1.394(2) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.389(2) . ?
C00B H00B 0.9500 . ?

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 N001 H001 121.4(13) . . ?
N1 N001 N2 115.25(12) . . ?
N1 N001 H001 123.2(13) . . ?
N001 N2 C3 104.17(12) . . ?
N001 N1 C009 103.95(12) . . ?
C005 C004 C006 119.06(14) . . ?
C005 C004 C009 120.87(13) . . ?
C006 C004 C009 120.07(13) . . ?
C004 C005 H005 119.7 . . ?
C008 C005 C004 120.53(14) . . ?
C008 C005 H005 119.7 . . ?
C004 C006 H006 119.9 . . ?
C00B C006 C004 120.25(14) . . ?
C00B C006 H006 119.9 . . ?
N2 C3 H3 125.8 . . ?
N2 C3 C009 108.46(13) . . ?
C009 C3 H3 125.8 . . ?
C005 C008 H008 120.0 . . ?
C005 C008 C00A 120.09(14) . . ?
C00A C008 H008 120.0 . . ?
N1 C009 C004 121.39(13) . . ?
N1 C009 C3 108.17(13) . . ?
C3 C009 C004 130.43(14) . . ?
C008 C00A H00A 120.2 . . ?
C00B C00A C008 119.67(14) . . ?
C00B C00A H00A 120.2 . . ?
C006 C00B H00B 119.8 . . ?
C00A C00B C006 120.38(14) . . ?
C00A C00B H00B 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
