# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_103
_database_code_depnum_ccdc_archive 'CCDC 2149724'
loop_
_audit_author_name
_audit_author_address
'Hitendra M. Patel'
;Department of Chemistry,Sardar Patel University
India
;
_audit_update_record             
;
2022-02-02 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
5-(4-bromophenyl)-2,4-dimethoxy-8,8-dimethyl-5,8,9,10-tetrahydropyrimido[4,5-b]quinolin-6(7H)-one
_chemical_name_common            ?
_chemical_melting_point          487-489
_chemical_formula_moiety         'C21 H22 Br N3 O3'
_chemical_formula_sum            'C21 H22 Br N3 O3'
_chemical_formula_weight         444.32

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   6.0680(2)
_cell_length_b                   13.0347(5)
_cell_length_c                   13.5866(5)
_cell_angle_alpha                103.302(3)
_cell_angle_beta                 95.6327(18)
_cell_angle_gamma                103.2902(19)
_cell_volume                     1004.76(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5731
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      24.86

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.072
_shelx_estimated_absorpt_T_min   0.625
_shelx_estimated_absorpt_T_max   0.820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_T_max  0.820
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            13888
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.560
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_full        24.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3531
_reflns_number_gt                2771
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0294P)²+0.5025P] 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         3531
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0762
_refine_ls_wR_factor_gt          0.0708
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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
Br1 Br 0.22008(6) 0.93013(2) 0.54911(2) 0.07652(14) Uani 1 1 d . . . . .
C1 C 0.2115(4) 0.52738(17) 0.88216(16) 0.0337(5) Uani 1 1 d . . . . .
C2 C 0.1370(3) 0.67576(17) 1.00457(16) 0.0328(5) Uani 1 1 d . . . . .
C3 C 0.2070(4) 0.74716(17) 1.11144(16) 0.0373(5) Uani 1 1 d . . . . .
H3A H 0.3720 0.7623 1.1300 0.045 Uiso 1 1 calc R U . . .
H3B H 0.1361 0.7080 1.1577 0.045 Uiso 1 1 calc R U . . .
C4 C 0.1409(4) 0.85580(18) 1.12614(17) 0.0387(5) Uani 1 1 d . . . . .
C5 C -0.1105(4) 0.8301(2) 1.07940(18) 0.0454(6) Uani 1 1 d . . . . .
H5A H -0.2037 0.7919 1.1205 0.054 Uiso 1 1 calc R U . . .
H5B H -0.1518 0.8982 1.0823 0.054 Uiso 1 1 calc R U . . .
C6 C -0.1658(4) 0.76194(19) 0.97026(17) 0.0404(5) Uani 1 1 d . . . . .
C7 C -0.0308(3) 0.68545(17) 0.93683(16) 0.0347(5) Uani 1 1 d . . . . .
C8 C -0.0823(4) 0.62291(17) 0.82515(16) 0.0356(5) Uani 1 1 d . . . . .
H8 H -0.2474 0.5886 0.8068 0.043 Uiso 1 1 calc R U . . .
C9 C 0.0446(4) 0.53434(17) 0.80815(16) 0.0350(5) Uani 1 1 d . . . . .
C10 C 0.0161(4) 0.45903(17) 0.71459(16) 0.0386(5) Uani 1 1 d . . . . .
C11 C 0.2936(4) 0.39023(18) 0.77126(17) 0.0402(5) Uani 1 1 d . . . . .
C12 C -0.0137(4) 0.70016(17) 0.75788(15) 0.0347(5) Uani 1 1 d . . . . .
C13 C -0.1725(4) 0.7199(2) 0.68965(17) 0.0459(6) Uani 1 1 d . . . . .
H13 H -0.3273 0.6855 0.6841 0.055 Uiso 1 1 calc R U . . .
C14 C -0.1052(5) 0.7900(2) 0.62929(18) 0.0523(6) Uani 1 1 d . . . . .
H14 H -0.2138 0.8036 0.5842 0.063 Uiso 1 1 calc R U . . .
C15 C 0.1235(5) 0.83924(18) 0.63656(17) 0.0458(6) Uani 1 1 d . . . . .
C16 C 0.2853(4) 0.82211(19) 0.70424(18) 0.0470(6) Uani 1 1 d . . . . .
H16 H 0.4398 0.8566 0.7094 0.056 Uiso 1 1 calc R U . . .
C17 C 0.2149(4) 0.75272(18) 0.76470(17) 0.0432(6) Uani 1 1 d . . . . .
H17 H 0.3238 0.7411 0.8111 0.052 Uiso 1 1 calc R U . . .
C18 C 0.2913(4) 0.9312(2) 1.0734(2) 0.0557(7) Uani 1 1 d . . . . .
H18A H 0.2703 0.8967 1.0015 0.084 Uiso 1 1 calc R U . . .
H18B H 0.4494 0.9454 1.1025 0.084 Uiso 1 1 calc R U . . .
H18C H 0.2482 0.9988 1.0833 0.084 Uiso 1 1 calc R U . . .
C19 C 0.1737(5) 0.9113(2) 1.24060(19) 0.0578(7) Uani 1 1 d . . . . .
H19A H 0.1227 0.9768 1.2502 0.087 Uiso 1 1 calc R U . . .
H19B H 0.3331 0.9291 1.2691 0.087 Uiso 1 1 calc R U . . .
H19C H 0.0858 0.8627 1.2743 0.087 Uiso 1 1 calc R U . . .
C20 C -0.1652(5) 0.3880(2) 0.54049(18) 0.0618(7) Uani 1 1 d . . . . .
H20A H -0.0221 0.4027 0.5152 0.093 Uiso 1 1 calc R U . . .
H20B H -0.2833 0.3982 0.4942 0.093 Uiso 1 1 calc R U . . .
H20C H -0.2043 0.3140 0.5458 0.093 Uiso 1 1 calc R U . . .
C21 C 0.3916(5) 0.2470(2) 0.6563(2) 0.0675(8) Uani 1 1 d . . . . .
H21A H 0.2420 0.1972 0.6433 0.101 Uiso 1 1 calc R U . . .
H21B H 0.5060 0.2068 0.6531 0.101 Uiso 1 1 calc R U . . .
H21C H 0.4031 0.2878 0.6057 0.101 Uiso 1 1 calc R U . . .
N1 N 0.2558(3) 0.59765(14) 0.97777(14) 0.0361(4) Uani 1 1 d . . . . .
N2 N 0.1382(3) 0.38604(15) 0.69363(14) 0.0418(4) Uani 1 1 d . . . . .
N3 N 0.3384(3) 0.45447(14) 0.86554(13) 0.0382(4) Uani 1 1 d . . . . .
O1 O -0.3254(3) 0.76914(16) 0.91219(14) 0.0621(5) Uani 1 1 d . . . . .
O2 O -0.1439(3) 0.46144(13) 0.63990(12) 0.0497(4) Uani 1 1 d . . . . .
O3 O 0.4269(3) 0.32047(14) 0.75586(12) 0.0546(4) Uani 1 1 d . . . . .
H1N H 0.354(4) 0.5915(19) 1.0193(18) 0.041(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
Br1 C15 1.904(2) . ?
C1 N3 1.349(3) . ?
C1 N1 1.367(3) . ?
C1 C9 1.389(3) . ?
C2 C7 1.352(3) . ?
C2 N1 1.381(3) . ?
C2 C3 1.493(3) . ?
C3 C4 1.534(3) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.523(3) . ?
C4 C19 1.528(3) . ?
C4 C18 1.533(3) . ?
C5 C6 1.503(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O1 1.223(3) . ?
C6 C7 1.453(3) . ?
C7 C8 1.512(3) . ?
C8 C9 1.516(3) . ?
C8 C12 1.526(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.383(3) . ?
C10 N2 1.333(3) . ?
C10 O2 1.345(3) . ?
C11 N3 1.323(3) . ?
C11 N2 1.326(3) . ?
C11 O3 1.345(3) . ?
C12 C13 1.379(3) . ?
C12 C17 1.382(3) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.370(3) . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O2 1.439(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O3 1.430(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N1 H1N 0.81(2) . ?

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 C1 N1 116.46(18) . . ?
N3 C1 C9 123.6(2) . . ?
N1 C1 C9 119.9(2) . . ?
C7 C2 N1 121.0(2) . . ?
C7 C2 C3 123.26(19) . . ?
N1 C2 C3 115.70(18) . . ?
C2 C3 C4 113.62(17) . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3B 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C5 C4 C19 109.92(19) . . ?
C5 C4 C18 110.36(19) . . ?
C19 C4 C18 109.3(2) . . ?
C5 C4 C3 107.54(18) . . ?
C19 C4 C3 109.27(19) . . ?
C18 C4 C3 110.38(18) . . ?
C6 C5 C4 113.88(18) . . ?
C6 C5 H5A 108.8 . . ?
C4 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C4 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
O1 C6 C7 121.1(2) . . ?
O1 C6 C5 120.2(2) . . ?
C7 C6 C5 118.61(19) . . ?
C2 C7 C6 119.5(2) . . ?
C2 C7 C8 123.26(19) . . ?
C6 C7 C8 117.17(18) . . ?
C7 C8 C9 109.73(17) . . ?
C7 C8 C12 110.31(17) . . ?
C9 C8 C12 110.49(17) . . ?
C7 C8 H8 108.8 . . ?
C9 C8 H8 108.8 . . ?
C12 C8 H8 108.8 . . ?
C10 C9 C1 114.5(2) . . ?
C10 C9 C8 122.39(19) . . ?
C1 C9 C8 122.97(19) . . ?
N2 C10 O2 118.4(2) . . ?
N2 C10 C9 124.4(2) . . ?
O2 C10 C9 117.2(2) . . ?
N3 C11 N2 129.0(2) . . ?
N3 C11 O3 113.03(19) . . ?
N2 C11 O3 118.0(2) . . ?
C13 C12 C17 118.2(2) . . ?
C13 C12 C8 122.3(2) . . ?
C17 C12 C8 119.51(17) . . ?
C12 C13 C14 121.0(2) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
C16 C15 C14 121.1(2) . . ?
C16 C15 Br1 119.11(19) . . ?
C14 C15 Br1 119.78(17) . . ?
C15 C16 C17 118.8(2) . . ?
C15 C16 H16 120.6 . . ?
C17 C16 H16 120.6 . . ?
C16 C17 C12 121.5(2) . . ?
C16 C17 H17 119.2 . . ?
C12 C17 H17 119.2 . . ?
C4 C18 H18A 109.5 . . ?
C4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C20 H20A 109.5 . . ?
O2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C1 N1 C2 122.07(19) . . ?
C1 N1 H1N 117.6(17) . . ?
C2 N1 H1N 120.3(17) . . ?
C11 N2 C10 114.29(19) . . ?
C11 N3 C1 114.21(18) . . ?
C10 O2 C20 117.61(19) . . ?
C11 O3 C21 117.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C2 C3 C4 -21.3(3) . . . . ?
N1 C2 C3 C4 158.50(18) . . . . ?
C2 C3 C4 C5 48.9(2) . . . . ?
C2 C3 C4 C19 168.20(19) . . . . ?
C2 C3 C4 C18 -71.5(2) . . . . ?
C19 C4 C5 C6 -172.2(2) . . . . ?
C18 C4 C5 C6 67.2(3) . . . . ?
C3 C4 C5 C6 -53.3(2) . . . . ?
C4 C5 C6 O1 -152.1(2) . . . . ?
C4 C5 C6 C7 29.9(3) . . . . ?
N1 C2 C7 C6 174.60(19) . . . . ?
C3 C2 C7 C6 -5.6(3) . . . . ?
N1 C2 C7 C8 -7.6(3) . . . . ?
C3 C2 C7 C8 172.24(19) . . . . ?
O1 C6 C7 C2 -176.7(2) . . . . ?
C5 C6 C7 C2 1.3(3) . . . . ?
O1 C6 C7 C8 5.3(3) . . . . ?
C5 C6 C7 C8 -176.61(19) . . . . ?
C2 C7 C8 C9 11.6(3) . . . . ?
C6 C7 C8 C9 -170.50(18) . . . . ?
C2 C7 C8 C12 -110.3(2) . . . . ?
C6 C7 C8 C12 67.6(2) . . . . ?
N3 C1 C9 C10 0.5(3) . . . . ?
N1 C1 C9 C10 179.90(19) . . . . ?
N3 C1 C9 C8 -174.59(19) . . . . ?
N1 C1 C9 C8 4.8(3) . . . . ?
C7 C8 C9 C10 175.05(19) . . . . ?
C12 C8 C9 C10 -63.1(3) . . . . ?
C7 C8 C9 C1 -10.2(3) . . . . ?
C12 C8 C9 C1 111.6(2) . . . . ?
C1 C9 C10 N2 -1.3(3) . . . . ?
C8 C9 C10 N2 173.9(2) . . . . ?
C1 C9 C10 O2 179.73(18) . . . . ?
C8 C9 C10 O2 -5.1(3) . . . . ?
C7 C8 C12 C13 -114.8(2) . . . . ?
C9 C8 C12 C13 123.7(2) . . . . ?
C7 C8 C12 C17 65.2(3) . . . . ?
C9 C8 C12 C17 -56.3(3) . . . . ?
C17 C12 C13 C14 0.3(3) . . . . ?
C8 C12 C13 C14 -179.7(2) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C13 C14 C15 C16 -1.5(4) . . . . ?
C13 C14 C15 Br1 176.85(18) . . . . ?
C14 C15 C16 C17 0.9(4) . . . . ?
Br1 C15 C16 C17 -177.53(18) . . . . ?
C15 C16 C17 C12 0.4(4) . . . . ?
C13 C12 C17 C16 -0.9(3) . . . . ?
C8 C12 C17 C16 179.0(2) . . . . ?
N3 C1 N1 C2 -179.71(18) . . . . ?
C9 C1 N1 C2 0.9(3) . . . . ?
C7 C2 N1 C1 0.5(3) . . . . ?
C3 C2 N1 C1 -179.32(18) . . . . ?
N3 C11 N2 C10 1.7(3) . . . . ?
O3 C11 N2 C10 -178.88(19) . . . . ?
O2 C10 N2 C11 179.31(19) . . . . ?
C9 C10 N2 C11 0.3(3) . . . . ?
N2 C11 N3 C1 -2.3(3) . . . . ?
O3 C11 N3 C1 178.18(18) . . . . ?
N1 C1 N3 C11 -178.33(19) . . . . ?
C9 C1 N3 C11 1.1(3) . . . . ?
N2 C10 O2 C20 -2.8(3) . . . . ?
C9 C10 O2 C20 176.2(2) . . . . ?
N3 C11 O3 C21 179.8(2) . . . . ?
N2 C11 O3 C21 0.3(3) . . . . ?

_refine_diff_density_max         0.427
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.040


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane:methanol (10:1)'
####################################################################### 
# 
# 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_106
_database_code_depnum_ccdc_archive 'CCDC 2157101'
loop_
_audit_author_name
_audit_author_address
'Hitendra M. Patel'
;Department of Chemistry, Sardar Patel University, Vallabh Vidyanagar
India
;
_audit_update_record             
;
2022-03-08 deposited with the CCDC.	2022-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
2,4-dimethoxy-5-(4-methoxyphenyl)-8,8-dimethyl-5,8,9,10-tetrahydropyrimido[4,5-b]quinolin-6(7H)-one
_chemical_name_common            ?
_chemical_melting_point          471-473
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H25 N3 O4'
_chemical_formula_weight         395.46

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.3963(6)
_cell_length_b                   22.4850(10)
_cell_length_c                   14.0877(9)
_cell_angle_alpha                90
_cell_angle_beta                 127.7461(13)
_cell_angle_gamma                90
_cell_volume                     4357.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5185
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      24.75

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             1680
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   'SADABS V2014/5(Bruker AXS.Inc)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            17364
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.735
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3835
_reflns_number_gt                2826
_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-2014/7 (Sheldrick, 2014)'
_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)+(0.0630P)²+2.5130P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3835
_refine_ls_number_parameters     293
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0681
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1368
_refine_ls_wR_factor_gt          0.1202
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.044
_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
C1 C 0.36543(12) 0.98847(9) 0.52380(14) 0.0412(5) Uani 1 1 d . . . . .
C2 C 0.38694(15) 1.04987(9) 0.57452(16) 0.0520(5) Uani 1 1 d . . . . .
H2A H 0.4564 1.0537 0.6370 0.062 Uiso 1 1 calc R U . . .
H2B H 0.3551 1.0558 0.6112 0.062 Uiso 1 1 calc R U . . .
C3 C 0.35346(15) 1.09831(9) 0.48044(17) 0.0522(5) Uani 1 1 d . . . . .
C4 C 0.39331(14) 1.08275(9) 0.41220(17) 0.0500(5) Uani 1 1 d . . . . .
H4A H 0.3649 1.1097 0.3447 0.060 Uiso 1 1 calc R U . . .
H4B H 0.4630 1.0894 0.4649 0.060 Uiso 1 1 calc R U . . .
C5 C 0.37403(12) 1.02007(9) 0.36637(14) 0.0410(4) Uani 1 1 d . . . . .
C6 C 0.35707(12) 0.97491(8) 0.42364(14) 0.0394(4) Uani 1 1 d . . . . .
C7 C 0.32874(13) 0.91327(8) 0.36892(15) 0.0428(5) Uani 1 1 d . . . . .
H7 H 0.3700 0.9029 0.3458 0.051 Uiso 1 1 calc R U . . .
C8 C 0.34831(13) 0.86913(9) 0.46194(16) 0.0467(5) Uani 1 1 d . . . . .
C9 C 0.35899(15) 0.80840(11) 0.4562(2) 0.0605(6) Uani 1 1 d . . . . .
C10 C 0.37103(16) 0.79169(14) 0.6211(3) 0.0757(8) Uani 1 1 d . . . . .
C11 C 0.35630(13) 0.88589(10) 0.56163(17) 0.0497(5) Uani 1 1 d . . . . .
C12 C 0.3944(2) 1.15844(11) 0.5437(2) 0.0834(8) Uani 1 1 d . . . . .
H12A H 0.3694 1.1679 0.5867 0.125 Uiso 1 1 calc R U . . .
H12B H 0.3752 1.1888 0.4851 0.125 Uiso 1 1 calc R U . . .
H12C H 0.4640 1.1563 0.5989 0.125 Uiso 1 1 calc R U . . .
C13 C 0.24228(17) 1.10146(12) 0.3938(2) 0.0709(7) Uani 1 1 d . . . . .
H13A H 0.2166 1.0639 0.3540 0.106 Uiso 1 1 calc R U . . .
H13B H 0.2224 1.1320 0.3353 0.106 Uiso 1 1 calc R U . . .
H13C H 0.2181 1.1105 0.4378 0.106 Uiso 1 1 calc R U . . .
C14 C 0.22264(13) 0.91207(8) 0.25572(15) 0.0437(5) Uani 1 1 d . . . . .
C15 C 0.14909(15) 0.93328(13) 0.25698(19) 0.0773(8) Uani 1 1 d . . . . .
H15 H 0.1646 0.9482 0.3284 0.093 Uiso 1 1 calc R U . . .
C16 C 0.05265(15) 0.93321(13) 0.15537(19) 0.0760(8) Uani 1 1 d . . . . .
H16 H 0.0046 0.9476 0.1594 0.091 Uiso 1 1 calc R U . . .
C17 C 0.02848(14) 0.91201(9) 0.04951(16) 0.0505(5) Uani 1 1 d . . . . .
C18 C 0.10104(15) 0.89145(10) 0.04609(17) 0.0583(6) Uani 1 1 d . . . . .
H18 H 0.0856 0.8773 -0.0258 0.070 Uiso 1 1 calc R U . . .
C19 C 0.19655(14) 0.89151(9) 0.14787(17) 0.0511(5) Uani 1 1 d . . . . .
H19 H 0.2444 0.8773 0.1434 0.061 Uiso 1 1 calc R U . . .
C20 C -0.14072(17) 0.92936(14) -0.0540(2) 0.0873(8) Uani 1 1 d . . . . .
H20A H -0.1419 0.9051 0.0011 0.131 Uiso 1 1 calc R U . . .
H20B H -0.2015 0.9257 -0.1329 0.131 Uiso 1 1 calc R U . . .
H20C H -0.1306 0.9701 -0.0288 0.131 Uiso 1 1 calc R U . . .
C21 C 0.3785(3) 0.72739(14) 0.3651(4) 0.1488(16) Uani 1 1 d . . . . .
H21A H 0.4379 0.7168 0.4414 0.223 Uiso 1 1 calc R U . . .
H21B H 0.3845 0.7199 0.3029 0.223 Uiso 1 1 calc R U . . .
H21C H 0.3261 0.7041 0.3508 0.223 Uiso 1 1 calc R U . . .
O3 O 0.3714(5) 0.7407(2) 0.6777(6) 0.0741(18) Uani 0.526(8) 1 d . . P A 1
C22 C 0.3743(4) 0.7573(2) 0.7768(6) 0.0783(19) Uani 0.526(8) 1 d . . P A 1
H22A H 0.4293 0.7826 0.8294 0.117 Uiso 0.526(8) 1 calc R U P A 1
H22B H 0.3797 0.7223 0.8196 0.117 Uiso 0.526(8) 1 calc R U P A 1
H22C H 0.3157 0.7782 0.7486 0.117 Uiso 0.526(8) 1 calc R U P A 1
O3A O 0.3869(5) 0.7652(3) 0.7183(6) 0.0704(19) Uani 0.473(8) 1 d . . P A 2
C22A C 0.3982(5) 0.7025(4) 0.7122(7) 0.083(2) Uani 0.473(8) 1 d . . P A 2
H22D H 0.3435 0.6875 0.6359 0.125 Uiso 0.473(8) 1 calc R U P A 2
H22E H 0.4020 0.6827 0.7753 0.125 Uiso 0.473(8) 1 calc R U P A 2
H22F H 0.4567 0.6952 0.7212 0.125 Uiso 0.473(8) 1 calc R U P A 2
N1 N 0.35719(12) 0.94542(9) 0.58556(14) 0.0523(5) Uani 1 1 d . . . . .
N2 N 0.37023(14) 0.76902(9) 0.5337(2) 0.0762(6) Uani 1 1 d . . . . .
N3 N 0.36586(12) 0.84805(10) 0.64214(16) 0.0663(5) Uani 1 1 d . . . . .
O1 O 0.37498(10) 1.00717(6) 0.28190(11) 0.0567(4) Uani 1 1 d . . . . .
O2 O 0.35871(13) 0.78965(7) 0.36545(16) 0.0811(5) Uani 1 1 d . . . . .
O4 O -0.06406(10) 0.91046(7) -0.05628(12) 0.0684(5) Uani 1 1 d . . . . .
H1N H 0.3659(16) 0.9550(10) 0.653(2) 0.068(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
C1 C6 1.362(2) . ?
C1 N1 1.366(2) . ?
C1 C2 1.493(3) . ?
C2 C3 1.529(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.531(3) . ?
C3 C13 1.531(3) . ?
C3 C12 1.534(3) . ?
C4 C5 1.500(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O1 1.2348(19) . ?
C5 C6 1.436(2) . ?
C6 C7 1.514(3) . ?
C7 C8 1.507(3) . ?
C7 C14 1.532(2) . ?
C7 H7 0.9800 . ?
C8 C11 1.376(3) . ?
C8 C9 1.387(3) . ?
C9 N2 1.324(3) . ?
C9 O2 1.343(3) . ?
C10 N3 1.317(4) . ?
C10 N2 1.325(4) . ?
C10 O3A 1.358(7) . ?
C10 O3 1.394(7) . ?
C11 N3 1.344(3) . ?
C11 N1 1.378(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C19 1.372(2) . ?
C14 C15 1.376(3) . ?
C15 C16 1.387(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(3) . ?
C16 H16 0.9300 . ?
C17 O4 1.370(2) . ?
C17 C18 1.373(3) . ?
C18 C19 1.378(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O4 1.418(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O2 1.442(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O3 C22 1.417(9) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O3A C22A 1.435(10) . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
N1 H1N 0.89(2) . ?

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 C1 N1 120.99(18) . . ?
C6 C1 C2 122.65(17) . . ?
N1 C1 C2 116.33(15) . . ?
C1 C2 C3 113.14(14) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 107.64(16) . . ?
C2 C3 C13 110.43(18) . . ?
C4 C3 C13 110.27(16) . . ?
C2 C3 C12 109.22(17) . . ?
C4 C3 C12 109.82(18) . . ?
C13 C3 C12 109.43(19) . . ?
C5 C4 C3 114.65(16) . . ?
C5 C4 H4A 108.6 . . ?
C3 C4 H4A 108.6 . . ?
C5 C4 H4B 108.6 . . ?
C3 C4 H4B 108.6 . . ?
H4A C4 H4B 107.6 . . ?
O1 C5 C6 120.26(18) . . ?
O1 C5 C4 120.28(17) . . ?
C6 C5 C4 119.44(15) . . ?
C1 C6 C5 119.71(17) . . ?
C1 C6 C7 121.84(16) . . ?
C5 C6 C7 118.44(14) . . ?
C8 C7 C6 109.28(14) . . ?
C8 C7 C14 112.36(15) . . ?
C6 C7 C14 110.81(15) . . ?
C8 C7 H7 108.1 . . ?
C6 C7 H7 108.1 . . ?
C14 C7 H7 108.1 . . ?
C11 C8 C9 113.31(19) . . ?
C11 C8 C7 122.33(18) . . ?
C9 C8 C7 124.36(18) . . ?
N2 C9 O2 119.2(2) . . ?
N2 C9 C8 124.6(2) . . ?
O2 C9 C8 116.2(2) . . ?
N3 C10 N2 128.1(2) . . ?
N3 C10 O3A 101.2(4) . . ?
N2 C10 O3A 130.5(4) . . ?
N3 C10 O3 129.7(4) . . ?
N2 C10 O3 102.1(4) . . ?
N3 C11 C8 124.8(2) . . ?
N3 C11 N1 115.55(18) . . ?
C8 C11 N1 119.64(17) . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 H13A 109.5 . . ?
C3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C14 C15 116.81(17) . . ?
C19 C14 C7 121.98(16) . . ?
C15 C14 C7 121.18(16) . . ?
C14 C15 C16 122.23(19) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 O4 124.67(19) . . ?
C16 C17 C18 118.79(18) . . ?
O4 C17 C18 116.54(17) . . ?
C17 C18 C19 120.80(17) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C14 C19 C18 121.54(18) . . ?
C14 C19 H19 119.2 . . ?
C18 C19 H19 119.2 . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 H21A 109.5 . . ?
O2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 O3 C22 109.4(5) . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 O3A C22A 108.7(6) . . ?
O3A C22A H22D 109.5 . . ?
O3A C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
O3A C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C1 N1 C11 121.47(16) . . ?
C1 N1 H1N 119.5(15) . . ?
C11 N1 H1N 117.6(15) . . ?
C9 N2 C10 114.9(2) . . ?
C10 N3 C11 114.1(2) . . ?
C9 O2 C21 116.5(2) . . ?
C17 O4 C20 117.57(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 26.4(2) . . . . ?
N1 C1 C2 C3 -155.45(16) . . . . ?
C1 C2 C3 C4 -50.8(2) . . . . ?
C1 C2 C3 C13 69.6(2) . . . . ?
C1 C2 C3 C12 -169.99(17) . . . . ?
C2 C3 C4 C5 50.0(2) . . . . ?
C13 C3 C4 C5 -70.5(2) . . . . ?
C12 C3 C4 C5 168.83(17) . . . . ?
C3 C4 C5 O1 157.87(17) . . . . ?
C3 C4 C5 C6 -23.8(2) . . . . ?
N1 C1 C6 C5 -174.85(15) . . . . ?
C2 C1 C6 C5 3.2(3) . . . . ?
N1 C1 C6 C7 6.0(3) . . . . ?
C2 C1 C6 C7 -175.92(16) . . . . ?
O1 C5 C6 C1 173.70(16) . . . . ?
C4 C5 C6 C1 -4.6(2) . . . . ?
O1 C5 C6 C7 -7.2(2) . . . . ?
C4 C5 C6 C7 174.51(15) . . . . ?
C1 C6 C7 C8 -20.4(2) . . . . ?
C5 C6 C7 C8 160.50(15) . . . . ?
C1 C6 C7 C14 103.97(18) . . . . ?
C5 C6 C7 C14 -75.15(19) . . . . ?
C6 C7 C8 C11 21.0(2) . . . . ?
C14 C7 C8 C11 -102.4(2) . . . . ?
C6 C7 C8 C9 -159.73(17) . . . . ?
C14 C7 C8 C9 76.8(2) . . . . ?
C11 C8 C9 N2 3.7(3) . . . . ?
C7 C8 C9 N2 -175.64(19) . . . . ?
C11 C8 C9 O2 -175.53(17) . . . . ?
C7 C8 C9 O2 5.1(3) . . . . ?
C9 C8 C11 N3 -5.0(3) . . . . ?
C7 C8 C11 N3 174.38(17) . . . . ?
C9 C8 C11 N1 173.38(17) . . . . ?
C7 C8 C11 N1 -7.3(3) . . . . ?
C8 C7 C14 C19 -111.3(2) . . . . ?
C6 C7 C14 C19 126.15(19) . . . . ?
C8 C7 C14 C15 70.6(3) . . . . ?
C6 C7 C14 C15 -52.0(2) . . . . ?
C19 C14 C15 C16 1.1(4) . . . . ?
C7 C14 C15 C16 179.3(2) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C16 C17 O4 -179.3(2) . . . . ?
C15 C16 C17 C18 -0.4(4) . . . . ?
C16 C17 C18 C19 0.7(3) . . . . ?
O4 C17 C18 C19 179.68(19) . . . . ?
C15 C14 C19 C18 -0.8(3) . . . . ?
C7 C14 C19 C18 -179.00(19) . . . . ?
C17 C18 C19 C14 -0.1(3) . . . . ?
N3 C10 O3 C22 -5.5(7) . . . . ?
N2 C10 O3 C22 178.8(4) . . . . ?
N3 C10 O3A C22A -177.9(4) . . . . ?
N2 C10 O3A C22A -3.8(7) . . . . ?
C6 C1 N1 C11 10.9(3) . . . . ?
C2 C1 N1 C11 -167.27(16) . . . . ?
N3 C11 N1 C1 168.26(16) . . . . ?
C8 C11 N1 C1 -10.2(3) . . . . ?
O2 C9 N2 C10 179.0(2) . . . . ?
C8 C9 N2 C10 -0.2(3) . . . . ?
N3 C10 N2 C9 -2.9(4) . . . . ?
O3A C10 N2 C9 -175.4(4) . . . . ?
O3 C10 N2 C9 172.9(3) . . . . ?
N2 C10 N3 C11 1.7(3) . . . . ?
O3A C10 N3 C11 176.0(3) . . . . ?
O3 C10 N3 C11 -172.9(4) . . . . ?
C8 C11 N3 C10 2.6(3) . . . . ?
N1 C11 N3 C10 -175.85(17) . . . . ?
N2 C9 O2 C21 -4.6(3) . . . . ?
C8 C9 O2 C21 174.6(3) . . . . ?
C16 C17 O4 C20 -3.5(3) . . . . ?
C18 C17 O4 C20 177.7(2) . . . . ?

_refine_diff_density_max         0.199
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.047


# start Validation Reply Form
_vrf_PLAT601_106                 
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .        221 Ang**3
RESPONSE: Application of procedure SQUEEZE (program PLATON) did not 
bring about a significant improvement on refinement and therefore 
was not retained for the final refinement. The compound is therefore 
considered as a DESOLVATE with no solvent content.  
;
_vrf_PLAT919_106                 
;
PROBLEM: Reflection # Likely Affected by the Beamstop ...          1 Check 
RESPONSE: The crystal which was studied was small in size and some 
reflections having small 2theta values, may have been affected by beam stop.  
 
;
# end Validation Reply Form
# end Validation Reply Form
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane:methanol (10:1)'
