# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# 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_max_mr93_10may19_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1961819'
loop_
_audit_author_name
_audit_author_address
'Mohan Badbadhe'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2019-10-29 deposited with the CCDC.	2020-12-30 downloaded from the CCDC.
;
_audit_creation_date             2019-07-10
_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 H14 Br2 O'
_chemical_formula_sum            'C12 H14 Br2 O'
_chemical_formula_weight         334.05
_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'
Br Br -0.2901 2.4595 '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                   15.7970(11)
_cell_length_b                   10.6695(7)
_cell_length_c                   7.5330(5)
_cell_angle_alpha                90
_cell_angle_beta                 91.679(3)
_cell_angle_gamma                90
_cell_volume                     1269.11(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    149.97
_cell_measurement_theta_max      27.645
_cell_measurement_theta_min      2.304
_shelx_estimated_absorpt_T_max   0.883
_shelx_estimated_absorpt_T_min   0.225
_exptl_absorpt_coefficient_mu    6.360
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1396 before and 0.0765 after correction. The Ratio of minimum to maximum transmission is 0.7654. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            40852
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.724
_diffrn_reflns_theta_min         2.304
_diffrn_ambient_temperature      149.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8Quest'
_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                2356
_reflns_number_total             2947
_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         1.027
_refine_diff_density_min         -1.185
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²+2.0491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0855
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C1(H1), C5(H5)
;
_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
Br1 Br 0.82038(2) 0.55192(4) 0.78533(5) 0.04158(12) Uani 1 1 d . . . . .
Br2 Br 0.04390(3) 0.39319(4) 0.73025(6) 0.05501(14) Uani 1 1 d . . . . .
O1 O 0.43039(13) 0.76345(19) 0.5206(3) 0.0297(5) Uani 1 1 d . . . . .
C7 C 0.44565(18) 0.6708(2) 0.6105(4) 0.0206(5) Uani 1 1 d . . . . .
C6 C 0.53603(17) 0.6389(2) 0.6573(4) 0.0198(5) Uani 1 1 d . . . . .
C8 C 0.37537(17) 0.5888(2) 0.6759(4) 0.0203(5) Uani 1 1 d . . . . .
H8A H 0.383196 0.576571 0.805579 0.024 Uiso 1 1 calc R . . . .
H8B H 0.378782 0.505633 0.618365 0.024 Uiso 1 1 calc R . . . .
C2 C 0.64392(18) 0.5070(3) 0.7934(4) 0.0224(6) Uani 1 1 d . . . . .
H2 H 0.659736 0.434215 0.859049 0.027 Uiso 1 1 calc R . . . .
C4 C 0.68371(18) 0.6961(3) 0.6411(4) 0.0259(6) Uani 1 1 d . . . . .
H4 H 0.726443 0.751808 0.603177 0.031 Uiso 1 1 calc R . . . .
C3 C 0.70484(17) 0.5889(3) 0.7361(4) 0.0232(6) Uani 1 1 d . . . . .
C1 C 0.55906(17) 0.5320(2) 0.7539(3) 0.0199(5) Uani 1 1 d . . . . .
H1 H 0.516606 0.476223 0.792920 0.024 Uiso 1 1 calc R . . . .
C5 C 0.59925(18) 0.7204(3) 0.6027(4) 0.0236(6) Uani 1 1 d . . . . .
H5 H 0.583960 0.793838 0.538027 0.028 Uiso 1 1 calc R . . . .
C9 C 0.28815(18) 0.6446(3) 0.6371(4) 0.0247(6) Uani 1 1 d . . . . .
H9A H 0.286831 0.731149 0.684242 0.030 Uiso 1 1 calc R . . . .
H9B H 0.278308 0.649147 0.506898 0.030 Uiso 1 1 calc R . . . .
C10 C 0.21720(19) 0.5698(3) 0.7173(4) 0.0280(6) Uani 1 1 d . . . . .
H10A H 0.225604 0.567525 0.848060 0.034 Uiso 1 1 calc R . . . .
H10B H 0.219086 0.482553 0.672965 0.034 Uiso 1 1 calc R . . . .
C11 C 0.13072(19) 0.6263(3) 0.6711(5) 0.0345(7) Uani 1 1 d . . . . .
H11A H 0.133311 0.717551 0.694455 0.041 Uiso 1 1 calc R . . . .
H11B H 0.119010 0.614934 0.542274 0.041 Uiso 1 1 calc R . . . .
C12 C 0.0582(2) 0.5726(4) 0.7698(6) 0.0430(8) Uani 1 1 d . . . . .
H12A H 0.005468 0.616376 0.731984 0.052 Uiso 1 1 calc R . . . .
H12B H 0.067744 0.587999 0.898450 0.052 Uiso 1 1 calc R . . . .


_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
Br1 C3 1.894(3) . ?
Br2 C12 1.949(4) . ?
O1 C7 1.219(3) . ?
C7 C6 1.500(4) . ?
C7 C8 1.507(4) . ?
C6 C1 1.395(4) . ?
C6 C5 1.395(4) . ?
C8 C9 1.521(4) . ?
C2 C3 1.379(4) . ?
C2 C1 1.390(4) . ?
C4 C3 1.384(4) . ?
C4 C5 1.382(4) . ?
C9 C10 1.516(4) . ?
C10 C11 1.524(4) . ?
C11 C12 1.498(5) . ?

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
O1 C7 C6 119.1(2) . . ?
O1 C7 C8 121.1(3) . . ?
C6 C7 C8 119.8(2) . . ?
C1 C6 C7 122.7(2) . . ?
C1 C6 C5 119.0(3) . . ?
C5 C6 C7 118.3(2) . . ?
C7 C8 C9 112.5(2) . . ?
C3 C2 C1 119.2(3) . . ?
C5 C4 C3 118.7(3) . . ?
C2 C3 Br1 118.9(2) . . ?
C2 C3 C4 121.7(3) . . ?
C4 C3 Br1 119.3(2) . . ?
C2 C1 C6 120.3(3) . . ?
C4 C5 C6 121.1(3) . . ?
C10 C9 C8 113.2(2) . . ?
C9 C10 C11 111.7(3) . . ?
C12 C11 C10 115.4(3) . . ?
C11 C12 Br2 112.8(3) . . ?

_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_max_mr119_07may19_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1961820'
loop_
_audit_author_name
_audit_author_address
'Mohan Badbadhe'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2019-10-29 deposited with the CCDC.	2020-12-30 downloaded from the CCDC.
;
_audit_creation_date             2019-07-10
_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         'C18 H22 N6 O'
_chemical_formula_sum            'C18 H22 N6 O'
_chemical_formula_weight         338.41
_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                   14.6540(14)
_cell_length_b                   7.0476(7)
_cell_length_c                   17.0806(19)
_cell_angle_alpha                90
_cell_angle_beta                 91.653(4)
_cell_angle_gamma                90
_cell_volume                     1763.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5421
_cell_measurement_temperature    149.95
_cell_measurement_theta_max      27.120
_cell_measurement_theta_min      2.727
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1039 before and 0.0706 after correction. The Ratio of minimum to maximum transmission is 0.9020. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1027
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            52028
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.618
_diffrn_reflns_theta_min         2.386
_diffrn_ambient_temperature      149.95
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8Quest'
_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                2630
_reflns_number_total             4072
_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         0.156
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         4072
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0423P)²+0.5715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0985
_refine_ls_wR_factor_ref         0.1202
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C15(H15A,H15B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C13(H13), C16(H16), C17(H17), C18(H18)
;
_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
O1 O 1.07910(8) 0.68004(19) 0.39249(7) 0.0377(3) Uani 1 1 d . . . . .
N1 N 1.17413(13) 0.6518(2) 0.03042(10) 0.0376(4) Uani 1 1 d . . . . .
N2 N 0.61228(10) 0.4812(2) 0.47253(9) 0.0290(3) Uani 1 1 d . . . . .
N3 N 0.61476(11) 0.3111(2) 0.50771(9) 0.0374(4) Uani 1 1 d . . . . .
N4 N 0.58813(11) 0.1837(2) 0.45491(10) 0.0373(4) Uani 1 1 d . . . . .
N5 N 0.44058(10) 0.1323(2) 0.31026(9) 0.0299(3) Uani 1 1 d . . . . .
N6 N 0.38536(11) 0.2502(2) 0.26801(9) 0.0394(4) Uani 1 1 d . . . . .
C1 C 1.00767(12) 0.6698(2) 0.18684(10) 0.0283(4) Uani 1 1 d . . . . .
H1 H 0.943330 0.676790 0.191603 0.034 Uiso 1 1 calc R . . . .
C2 C 1.04408(12) 0.6684(2) 0.11347(11) 0.0309(4) Uani 1 1 d . . . . .
H2 H 1.004505 0.675380 0.068527 0.037 Uiso 1 1 calc R . . . .
C3 C 1.13858(12) 0.6567(2) 0.10399(11) 0.0292(4) Uani 1 1 d . . . . .
C4 C 1.19461(12) 0.6441(2) 0.17148(11) 0.0299(4) Uani 1 1 d . . . . .
H4 H 1.258822 0.633344 0.166623 0.036 Uiso 1 1 calc R . . . .
C5 C 1.15804(11) 0.6469(2) 0.24498(11) 0.0280(4) Uani 1 1 d . . . . .
H5 H 1.197643 0.638972 0.289888 0.034 Uiso 1 1 calc R . . . .
C6 C 1.06373(11) 0.6611(2) 0.25478(10) 0.0251(4) Uani 1 1 d . . . . .
C7 C 1.02760(12) 0.6691(2) 0.33489(10) 0.0272(4) Uani 1 1 d . . . . .
C8 C 0.92553(11) 0.6648(2) 0.34347(10) 0.0261(4) Uani 1 1 d . . . . .
H8A H 0.901281 0.549536 0.317072 0.031 Uiso 1 1 calc R . . . .
H8B H 0.898897 0.775996 0.315748 0.031 Uiso 1 1 calc R . . . .
C9 C 0.89318(11) 0.6661(2) 0.42739(10) 0.0272(4) Uani 1 1 d . . . . .
H9A H 0.919827 0.556319 0.456078 0.033 Uiso 1 1 calc R . . . .
H9B H 0.914779 0.783330 0.453939 0.033 Uiso 1 1 calc R . . . .
C10 C 0.78959(12) 0.6564(2) 0.42964(10) 0.0286(4) Uani 1 1 d . . . . .
H10A H 0.768468 0.540885 0.401554 0.034 Uiso 1 1 calc R . . . .
H10B H 0.763555 0.767513 0.401445 0.034 Uiso 1 1 calc R . . . .
C11 C 0.75323(12) 0.6530(3) 0.51222(11) 0.0318(4) Uani 1 1 d . . . . .
H11A H 0.777984 0.540081 0.540025 0.038 Uiso 1 1 calc R . . . .
H11B H 0.775516 0.766923 0.540761 0.038 Uiso 1 1 calc R . . . .
C12 C 0.64948(13) 0.6480(3) 0.51405(11) 0.0347(4) Uani 1 1 d . . . . .
H12A H 0.630295 0.645183 0.569140 0.042 Uiso 1 1 calc R . . . .
H12B H 0.624384 0.764709 0.489402 0.042 Uiso 1 1 calc R . . . .
C13 C 0.58410(12) 0.4642(3) 0.39728(11) 0.0304(4) Uani 1 1 d . . . . .
H13 H 0.576479 0.562866 0.359755 0.037 Uiso 1 1 calc R . . . .
C14 C 0.56872(12) 0.2745(3) 0.38625(11) 0.0307(4) Uani 1 1 d . . . . .
C15 C 0.53844(12) 0.1675(3) 0.31459(12) 0.0381(5) Uani 1 1 d . . . . .
H15A H 0.555853 0.240211 0.267724 0.046 Uiso 1 1 calc R . . . .
H15B H 0.570972 0.044449 0.313623 0.046 Uiso 1 1 calc R . . . .
C16 C 0.39312(14) -0.0014(3) 0.34787(12) 0.0394(5) Uani 1 1 d . . . . .
H16 H 0.417578 -0.097703 0.381273 0.047 Uiso 1 1 calc R . . . .
C17 C 0.30297(15) 0.0278(3) 0.32882(13) 0.0474(6) Uani 1 1 d . . . . .
H17 H 0.252157 -0.043922 0.345440 0.057 Uiso 1 1 calc R . . . .
C18 C 0.30191(14) 0.1844(3) 0.28008(12) 0.0474(5) Uani 1 1 d . . . . .
H18 H 0.247808 0.238678 0.257791 0.057 Uiso 1 1 calc R . . . .
H1A H 1.2364(16) 0.658(3) 0.0258(13) 0.046(6) Uiso 1 1 d . . . . .
H1B H 1.1359(17) 0.690(3) -0.0108(15) 0.063(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
O1 C7 1.225(2) . ?
N1 C3 1.375(2) . ?
N2 N3 1.342(2) . ?
N2 C12 1.469(2) . ?
N2 C13 1.344(2) . ?
N3 N4 1.323(2) . ?
N4 C14 1.359(2) . ?
N5 N6 1.354(2) . ?
N5 C15 1.455(2) . ?
N5 C16 1.345(2) . ?
N6 C18 1.330(3) . ?
C1 C2 1.376(3) . ?
C1 C6 1.404(2) . ?
C2 C3 1.401(3) . ?
C3 C4 1.399(2) . ?
C4 C5 1.379(2) . ?
C5 C6 1.401(2) . ?
C6 C7 1.482(2) . ?
C7 C8 1.507(2) . ?
C8 C9 1.523(2) . ?
C9 C10 1.521(2) . ?
C10 C11 1.522(2) . ?
C11 C12 1.522(3) . ?
C13 C14 1.368(2) . ?
C14 C15 1.494(3) . ?
C16 C17 1.367(3) . ?
C17 C18 1.382(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
N3 N2 C12 119.61(15) . . ?
N3 N2 C13 110.61(14) . . ?
C13 N2 C12 129.23(15) . . ?
N4 N3 N2 107.31(14) . . ?
N3 N4 C14 108.62(15) . . ?
N6 N5 C15 119.68(15) . . ?
C16 N5 N6 112.05(16) . . ?
C16 N5 C15 128.14(17) . . ?
C18 N6 N5 103.95(16) . . ?
C2 C1 C6 121.30(16) . . ?
C1 C2 C3 121.07(16) . . ?
N1 C3 C2 120.60(17) . . ?
N1 C3 C4 121.52(17) . . ?
C4 C3 C2 117.84(17) . . ?
C5 C4 C3 121.00(16) . . ?
C4 C5 C6 121.36(16) . . ?
C1 C6 C7 123.05(15) . . ?
C5 C6 C1 117.41(16) . . ?
C5 C6 C7 119.53(15) . . ?
O1 C7 C6 121.04(16) . . ?
O1 C7 C8 120.87(16) . . ?
C6 C7 C8 118.09(15) . . ?
C7 C8 C9 115.35(14) . . ?
C10 C9 C8 111.19(14) . . ?
C9 C10 C11 113.60(14) . . ?
C12 C11 C10 113.32(15) . . ?
N2 C12 C11 111.43(14) . . ?
N2 C13 C14 105.29(16) . . ?
N4 C14 C13 108.16(16) . . ?
N4 C14 C15 121.30(17) . . ?
C13 C14 C15 130.53(18) . . ?
N5 C15 C14 113.37(15) . . ?
N5 C16 C17 106.87(18) . . ?
C16 C17 C18 104.93(18) . . ?
N6 C18 C17 112.19(19) . . ?

_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_trial1_a
_database_code_depnum_ccdc_archive 'CCDC 1961821'
loop_
_audit_author_name
_audit_author_address
'Mohan Badbadhe'
;The University of New South Wales
Australia
;
_audit_update_record             
;
2019-10-29 deposited with the CCDC.	2020-12-30 downloaded from the CCDC.
;
_audit_creation_date             2019-07-10
_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         'C23 H32 N6 O'
_chemical_formula_sum            'C23 H32 N6 O'
_chemical_formula_weight         408.54
_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   5.4266(5)
_cell_length_b                   52.494(5)
_cell_length_c                   8.0320(8)
_cell_angle_alpha                90
_cell_angle_beta                 107.835(3)
_cell_angle_gamma                90
_cell_volume                     2178.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9776
_cell_measurement_temperature    99.57
_cell_measurement_theta_max      27.477
_cell_measurement_theta_min      2.328
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0983 before and 0.0721 after correction. The Ratio of minimum to maximum transmission is 0.9516. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.303
_exptl_crystal_size_mid          0.274
_exptl_crystal_size_min          0.088
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2120
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       68
_diffrn_reflns_limit_k_min       -68
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            110638
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.510
_diffrn_reflns_theta_min         2.328
_diffrn_ambient_temperature      99.57
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8Quest'
_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                4183
_reflns_number_total             4987
_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         0.269
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4987
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.4882P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1091
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C15(H15A,H15B), C14(H14A,H14B), C20(H20A,H20B), C8(H8A,H8B),
 C16(H16A,H16B), C11(H11A,H11B), C13(H13A,H13B), C10(H10A,H10B), C9(H9A,H9B),
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C1(H1), C22(H22), C4(H4), C21(H21), C5(H5), C2(H2), C23(H23)
;
_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
O1 O 0.49895(18) 0.56577(2) -0.01847(13) 0.0317(2) Uani 1 1 d . . . . .
N4 N 0.38475(17) 0.32874(2) 0.70177(12) 0.0162(2) Uani 1 1 d . . . . .
N5 N 0.49621(18) 0.27598(2) 1.15305(12) 0.0176(2) Uani 1 1 d . . . . .
N2 N 0.15682(18) 0.30140(2) 0.78867(13) 0.0208(2) Uani 1 1 d . . . . .
N3 N 0.14176(18) 0.32196(2) 0.69167(13) 0.0206(2) Uani 1 1 d . . . . .
N6 N 0.69068(18) 0.28977(2) 1.26273(13) 0.0218(2) Uani 1 1 d . . . . .
N1 N -0.0739(2) 0.67275(2) -0.16965(14) 0.0230(2) Uani 1 1 d . . . . .
C6 C 0.2037(2) 0.59882(2) -0.02725(14) 0.0181(2) Uani 1 1 d . . . . .
C19 C 0.4106(2) 0.29501(2) 0.85996(14) 0.0168(2) Uani 1 1 d . . . . .
C18 C 0.5571(2) 0.31248(2) 0.80508(14) 0.0175(2) Uani 1 1 d . . . . .
H18 H 0.740309 0.313002 0.833706 0.021 Uiso 1 1 calc R . . . .
C17 C 0.4341(2) 0.34978(2) 0.59606(15) 0.0194(2) Uani 1 1 d . . . . .
H17A H 0.371530 0.344851 0.471157 0.023 Uiso 1 1 calc R . . . .
H17B H 0.623311 0.352564 0.627441 0.023 Uiso 1 1 calc R . . . .
C1 C 0.0142(2) 0.60946(2) 0.03600(15) 0.0201(2) Uani 1 1 d . . . . .
H1 H -0.056571 0.599631 0.109628 0.024 Uiso 1 1 calc R . . . .
C22 C 0.3954(2) 0.27887(2) 1.39649(15) 0.0208(2) Uani 1 1 d . . . . .
H22 H 0.310365 0.277366 1.483285 0.025 Uiso 1 1 calc R . . . .
C4 C 0.2138(2) 0.63819(2) -0.18343(15) 0.0210(3) Uani 1 1 d . . . . .
H4 H 0.281987 0.647844 -0.259245 0.025 Uiso 1 1 calc R . . . .
C21 C 0.6274(2) 0.29143(2) 1.40996(15) 0.0201(2) Uani 1 1 d . . . . .
H21 H 0.727975 0.300110 1.511904 0.024 Uiso 1 1 calc R . . . .
C5 C 0.3008(2) 0.61369(2) -0.13738(15) 0.0209(2) Uani 1 1 d . . . . .
H5 H 0.429907 0.606766 -0.181644 0.025 Uiso 1 1 calc R . . . .
C2 C -0.0721(2) 0.63413(2) -0.00699(15) 0.0205(2) Uani 1 1 d . . . . .
H2 H -0.198394 0.641156 0.039570 0.025 Uiso 1 1 calc R . . . .
C23 C 0.3176(2) 0.26916(2) 1.22951(15) 0.0219(3) Uani 1 1 d . . . . .
H23 H 0.165755 0.259444 1.177711 0.026 Uiso 1 1 calc R . . . .
C15 C 0.3642(2) 0.39517(2) 0.50338(15) 0.0216(3) Uani 1 1 d . . . . .
H15A H 0.313192 0.388733 0.381715 0.026 Uiso 1 1 calc R . . . .
H15B H 0.553561 0.398044 0.540613 0.026 Uiso 1 1 calc R . . . .
C7 C 0.3094(2) 0.57280(2) 0.02039(15) 0.0202(2) Uani 1 1 d . . . . .
C14 C 0.2305(2) 0.42065(2) 0.50465(15) 0.0221(3) Uani 1 1 d . . . . .
H14A H 0.272390 0.426919 0.626397 0.027 Uiso 1 1 calc R . . . .
H14B H 0.040617 0.418336 0.458327 0.027 Uiso 1 1 calc R . . . .
C3 C 0.0246(2) 0.64882(2) -0.11815(14) 0.0185(2) Uani 1 1 d . . . . .
C20 C 0.4929(2) 0.27196(2) 0.97257(15) 0.0213(3) Uani 1 1 d . . . . .
H20A H 0.373525 0.257756 0.921913 0.026 Uiso 1 1 calc R . . . .
H20B H 0.668366 0.266893 0.971978 0.026 Uiso 1 1 calc R . . . .
C8 C 0.1816(2) 0.55541(2) 0.11949(15) 0.0208(2) Uani 1 1 d . . . . .
H8A H -0.005305 0.554163 0.054744 0.025 Uiso 1 1 calc R . . . .
H8B H 0.198418 0.563031 0.235192 0.025 Uiso 1 1 calc R . . . .
C16 C 0.3050(2) 0.37467(2) 0.61973(15) 0.0196(2) Uani 1 1 d . . . . .
H16A H 0.369628 0.380095 0.743596 0.024 Uiso 1 1 calc R . . . .
H16B H 0.115462 0.372173 0.588678 0.024 Uiso 1 1 calc R . . . .
C11 C 0.2943(2) 0.48476(2) 0.27156(16) 0.0233(3) Uani 1 1 d . . . . .
H11A H 0.274412 0.477435 0.154575 0.028 Uiso 1 1 calc R . . . .
H11B H 0.482021 0.486532 0.332298 0.028 Uiso 1 1 calc R . . . .
C13 C 0.3166(2) 0.44029(2) 0.39379(16) 0.0234(3) Uani 1 1 d . . . . .
H13A H 0.504993 0.443088 0.446000 0.028 Uiso 1 1 calc R . . . .
H13B H 0.288469 0.433027 0.275670 0.028 Uiso 1 1 calc R . . . .
C10 C 0.1725(2) 0.51122(2) 0.24768(16) 0.0236(3) Uani 1 1 d . . . . .
H10A H -0.014824 0.509716 0.184719 0.028 Uiso 1 1 calc R . . . .
H10B H 0.191458 0.518752 0.363943 0.028 Uiso 1 1 calc R . . . .
C9 C 0.2970(2) 0.52879(2) 0.14596(16) 0.0224(3) Uani 1 1 d . . . . .
H9A H 0.484399 0.530093 0.209037 0.027 Uiso 1 1 calc R . . . .
H9B H 0.278009 0.521117 0.030101 0.027 Uiso 1 1 calc R . . . .
C12 C 0.1815(2) 0.46605(2) 0.37403(16) 0.0242(3) Uani 1 1 d . . . . .
H12A H 0.200025 0.473161 0.491379 0.029 Uiso 1 1 calc R . . . .
H12B H -0.005424 0.463740 0.312848 0.029 Uiso 1 1 calc R . . . .
H1A H -0.176(3) 0.6799(3) -0.106(2) 0.039(4) Uiso 1 1 d . . . . .
H1B H 0.030(3) 0.6832(3) -0.208(2) 0.038(4) 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
O1 C7 1.2198(15) . ?
N4 N3 1.3440(13) . ?
N4 C18 1.3476(14) . ?
N4 C17 1.4671(15) . ?
N5 N6 1.3583(13) . ?
N5 C23 1.3451(16) . ?
N5 C20 1.4595(15) . ?
N2 N3 1.3191(14) . ?
N2 C19 1.3615(14) . ?
N6 C21 1.3315(16) . ?
N1 C3 1.3782(15) . ?
C6 C1 1.3953(17) . ?
C6 C5 1.3984(17) . ?
C6 C7 1.4854(16) . ?
C19 C18 1.3717(16) . ?
C19 C20 1.4946(16) . ?
C17 C16 1.5220(16) . ?
C1 C2 1.3847(17) . ?
C22 C21 1.3952(17) . ?
C22 C23 1.3747(16) . ?
C4 C5 1.3806(17) . ?
C4 C3 1.4038(17) . ?
C2 C3 1.3977(17) . ?
C15 C14 1.5229(17) . ?
C15 C16 1.5226(16) . ?
C7 C8 1.5123(17) . ?
C14 C13 1.5261(17) . ?
C8 C9 1.5194(16) . ?
C11 C10 1.5250(17) . ?
C11 C12 1.5247(17) . ?
C13 C12 1.5228(17) . ?
C10 C9 1.5209(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
N3 N4 C18 110.64(9) . . ?
N3 N4 C17 120.94(9) . . ?
C18 N4 C17 128.16(9) . . ?
N6 N5 C20 119.46(10) . . ?
C23 N5 N6 111.78(9) . . ?
C23 N5 C20 128.59(10) . . ?
N3 N2 C19 108.77(9) . . ?
N2 N3 N4 107.38(9) . . ?
C21 N6 N5 104.49(9) . . ?
C1 C6 C5 117.98(11) . . ?
C1 C6 C7 122.95(11) . . ?
C5 C6 C7 119.05(11) . . ?
N2 C19 C18 108.13(10) . . ?
N2 C19 C20 122.03(10) . . ?
C18 C19 C20 129.82(10) . . ?
N4 C18 C19 105.08(9) . . ?
N4 C17 C16 113.66(10) . . ?
C2 C1 C6 120.95(11) . . ?
C23 C22 C21 104.54(11) . . ?
C5 C4 C3 119.95(11) . . ?
N6 C21 C22 111.86(10) . . ?
C4 C5 C6 121.71(11) . . ?
C1 C2 C3 120.72(11) . . ?
N5 C23 C22 107.33(10) . . ?
C16 C15 C14 115.22(10) . . ?
O1 C7 C6 120.12(11) . . ?
O1 C7 C8 120.71(11) . . ?
C6 C7 C8 119.16(10) . . ?
C15 C14 C13 110.97(10) . . ?
N1 C3 C4 120.72(11) . . ?
N1 C3 C2 120.51(11) . . ?
C2 C3 C4 118.68(11) . . ?
N5 C20 C19 113.24(9) . . ?
C7 C8 C9 113.15(10) . . ?
C17 C16 C15 109.78(10) . . ?
C12 C11 C10 115.12(11) . . ?
C12 C13 C14 115.92(11) . . ?
C9 C10 C11 111.91(11) . . ?
C8 C9 C10 113.65(10) . . ?
C13 C12 C11 111.61(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_RINTA01_trial1_a            
;
PROBLEM: The value of Rint is greater than 0.18
RESPONSE: Crystals, containing this long molecule also had a long axis (~ 52 A),
diffracted weakly at higher angles giving an overall high Rint.

;
# end Validation Reply Form
