# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_No1
_database_code_depnum_ccdc_archive 'CCDC 1474418'
_audit_update_record             
;
2016-04-15 deposited with the CCDC.
2016-06-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXTL
_chemical_name_systematic        
'(Z)-2-(2,3-Dimethylphenyl)-4-((1-(2,3-dimethylphenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl)methylene)-5-methyl-2,4-dihydro-3H-pyrazol-3-one '
_chemical_name_common            ?
_chemical_melting_point          509
_chemical_formula_moiety         'C25 H26 N4 O2'
_chemical_formula_sum            'C25 H26 N4 O2'
_chemical_formula_weight         414.50

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.4901(6)
_cell_length_b                   11.3584(7)
_cell_length_c                   20.3272(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2191.1(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3900
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      23.78

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16266
_diffrn_reflns_av_R_equivalents  0.0620
_diffrn_reflns_av_sigmaI/netI    0.1019
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         28.31
_reflns_number_total             5449
_reflns_number_gt                2737
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0198P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5449
_refine_ls_number_parameters     287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   0.851
_refine_ls_restrained_S_all      0.851
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.6365(2) 0.34649(15) 0.84031(8) 0.0387(5) Uani 1 1 d . . .
N2 N 0.5395(2) 0.35393(15) 0.78790(8) 0.0403(5) Uani 1 1 d . . .
C1 C 0.5783(2) 0.44757(19) 0.75451(10) 0.0359(6) Uani 1 1 d . . .
C2 C 0.6993(2) 0.50517(18) 0.78333(10) 0.0332(5) Uani 1 1 d . . .
C3 C 0.7309(2) 0.43505(19) 0.83980(11) 0.0362(6) Uani 1 1 d . . .
O1 O 0.82400(17) 0.44360(13) 0.88542(7) 0.0492(5) Uani 1 1 d . . .
C4 C 0.6136(3) 0.26351(19) 0.89259(10) 0.0378(6) Uani 1 1 d . . .
C5 C 0.7063(2) 0.1715(2) 0.90192(10) 0.0375(6) Uani 1 1 d . . .
C6 C 0.6811(3) 0.09516(19) 0.95465(10) 0.0405(6) Uani 1 1 d . . .
C7 C 0.5679(3) 0.1146(2) 0.99567(11) 0.0501(7) Uani 1 1 d . . .
H7 H 0.5542 0.0644 1.0325 0.060 Uiso 1 1 calc R . .
C8 C 0.4740(3) 0.2053(2) 0.98448(12) 0.0569(7) Uani 1 1 d . . .
H8 H 0.3943 0.2154 1.0122 0.068 Uiso 1 1 calc R . .
C9 C 0.4973(3) 0.2815(2) 0.93238(11) 0.0479(7) Uani 1 1 d . . .
H9 H 0.4346 0.3449 0.9241 0.058 Uiso 1 1 calc R . .
C10 C 0.8288(2) 0.1516(2) 0.85621(10) 0.0505(7) Uani 1 1 d . . .
H10A H 0.8223 0.2061 0.8189 0.076 Uiso 1 1 calc R . .
H10B H 0.8268 0.0704 0.8400 0.076 Uiso 1 1 calc R . .
H10C H 0.9172 0.1655 0.8799 0.076 Uiso 1 1 calc R . .
C11 C 0.7762(3) -0.0083(2) 0.96743(12) 0.0623(8) Uani 1 1 d . . .
H11A H 0.7716 -0.0628 0.9301 0.093 Uiso 1 1 calc R . .
H11B H 0.7456 -0.0488 1.0075 0.093 Uiso 1 1 calc R . .
H11C H 0.8733 0.0194 0.9730 0.093 Uiso 1 1 calc R . .
C12 C 0.4996(2) 0.48445(19) 0.69495(10) 0.0506(7) Uani 1 1 d . . .
H12A H 0.4196 0.4313 0.6880 0.076 Uiso 1 1 calc R . .
H12B H 0.5622 0.4813 0.6566 0.076 Uiso 1 1 calc R . .
H12C H 0.4651 0.5651 0.7008 0.076 Uiso 1 1 calc R . .
C13 C 0.7588(2) 0.60789(18) 0.75915(10) 0.0389(6) Uani 1 1 d . . .
H13 H 0.7108 0.6361 0.7213 0.047 Uiso 1 1 calc R . .
C14 C 0.8706(2) 0.67944(19) 0.77646(11) 0.0376(6) Uani 1 1 d . . .
C15 C 0.9724(3) 0.67463(18) 0.82815(11) 0.0386(6) Uani 1 1 d . . .
O2 O 0.99401(17) 0.60082(13) 0.87509(7) 0.0490(4) Uani 1 1 d . . .
H2 H 0.9283 0.5513 0.8759 0.073 Uiso 1 1 calc R . .
N3 N 1.0558(2) 0.76975(15) 0.82149(9) 0.0421(5) Uani 1 1 d . . .
N4 N 1.0135(2) 0.84174(16) 0.76888(9) 0.0481(5) Uani 1 1 d . . .
C16 C 0.9061(3) 0.7870(2) 0.74248(12) 0.0449(6) Uani 1 1 d . . .
C17 C 1.1626(3) 0.8073(2) 0.86649(11) 0.0437(6) Uani 1 1 d . . .
C18 C 1.2846(3) 0.7417(2) 0.87546(11) 0.0448(6) Uani 1 1 d . . .
C19 C 1.3791(3) 0.7771(3) 0.92371(14) 0.0643(9) Uani 1 1 d . . .
C20 C 1.3507(4) 0.8754(3) 0.96096(15) 0.0864(12) Uani 1 1 d . . .
H20 H 1.4131 0.8968 0.9955 0.104 Uiso 1 1 calc R . .
C21 C 1.2342(4) 0.9430(3) 0.94911(17) 0.0924(13) Uani 1 1 d . . .
H21 H 1.2190 1.0129 0.9738 0.111 Uiso 1 1 calc R . .
C22 C 1.1388(3) 0.9102(2) 0.90155(14) 0.0698(9) Uani 1 1 d . . .
H22 H 1.0581 0.9572 0.8929 0.084 Uiso 1 1 calc R . .
C23 C 1.3166(3) 0.6363(2) 0.83308(12) 0.0603(8) Uani 1 1 d . . .
H23A H 1.2490 0.6326 0.7967 0.090 Uiso 1 1 calc R . .
H23B H 1.3094 0.5645 0.8596 0.090 Uiso 1 1 calc R . .
H23C H 1.4124 0.6432 0.8154 0.090 Uiso 1 1 calc R . .
C24 C 1.5152(3) 0.7117(3) 0.93522(15) 0.1062(13) Uani 1 1 d . . .
H24A H 1.5793 0.7255 0.8982 0.159 Uiso 1 1 calc R . .
H24B H 1.4958 0.6272 0.9390 0.159 Uiso 1 1 calc R . .
H24C H 1.5590 0.7398 0.9760 0.159 Uiso 1 1 calc R . .
C25 C 0.8354(3) 0.8352(2) 0.68239(11) 0.0608(8) Uani 1 1 d . . .
H25A H 0.8782 0.9109 0.6707 0.091 Uiso 1 1 calc R . .
H25B H 0.7348 0.8466 0.6913 0.091 Uiso 1 1 calc R . .
H25C H 0.8469 0.7798 0.6459 0.091 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
N1 C3 1.347(3) . ?
N1 N2 1.410(2) . ?
N1 C4 1.437(2) . ?
N2 C1 1.314(2) . ?
C1 C2 1.446(3) . ?
C1 C12 1.483(3) . ?
C2 C13 1.386(3) . ?
C2 C3 1.429(3) . ?
C3 O1 1.285(2) . ?
C4 C5 1.379(3) . ?
C4 C9 1.383(3) . ?
C5 C6 1.399(3) . ?
C5 C10 1.506(3) . ?
C6 C7 1.377(3) . ?
C6 C11 1.504(3) . ?
C7 C8 1.382(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(3) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.382(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.429(3) . ?
C14 C16 1.444(3) . ?
C15 O2 1.286(2) . ?
C15 N3 1.346(3) . ?
O2 H2 0.8400 . ?
N3 N4 1.405(2) . ?
N3 C17 1.430(3) . ?
N4 C16 1.309(3) . ?
C16 C25 1.497(3) . ?
C17 C22 1.388(3) . ?
C17 C18 1.389(3) . ?
C18 C19 1.388(3) . ?
C18 C23 1.506(3) . ?
C19 C20 1.376(4) . ?
C19 C24 1.509(4) . ?
C20 C21 1.368(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.376(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
C3 N1 N2 112.53(17) . . ?
C3 N1 C4 126.60(18) . . ?
N2 N1 C4 119.95(17) . . ?
C1 N2 N1 104.83(17) . . ?
N2 C1 C2 112.29(19) . . ?
N2 C1 C12 120.6(2) . . ?
C2 C1 C12 127.1(2) . . ?
C13 C2 C3 132.0(2) . . ?
C13 C2 C1 124.1(2) . . ?
C3 C2 C1 103.86(19) . . ?
O1 C3 N1 120.5(2) . . ?
O1 C3 C2 133.0(2) . . ?
N1 C3 C2 106.46(19) . . ?
C5 C4 C9 122.7(2) . . ?
C5 C4 N1 120.1(2) . . ?
C9 C4 N1 117.2(2) . . ?
C4 C5 C6 117.8(2) . . ?
C4 C5 C10 121.4(2) . . ?
C6 C5 C10 120.8(2) . . ?
C7 C6 C5 119.8(2) . . ?
C7 C6 C11 119.2(2) . . ?
C5 C6 C11 120.9(2) . . ?
C6 C7 C8 121.5(2) . . ?
C6 C7 H7 119.2 . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C9 119.2(3) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C4 C9 C8 118.9(2) . . ?
C4 C9 H9 120.6 . . ?
C8 C9 H9 120.6 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C12 H12A 109.5 . . ?
C1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C2 135.8(2) . . ?
C14 C13 H13 112.1 . . ?
C2 C13 H13 112.1 . . ?
C13 C14 C15 133.2(2) . . ?
C13 C14 C16 123.7(2) . . ?
C15 C14 C16 103.1(2) . . ?
O2 C15 N3 120.3(2) . . ?
O2 C15 C14 132.7(2) . . ?
N3 C15 C14 107.05(19) . . ?
C15 O2 H2 109.5 . . ?
C15 N3 N4 112.06(19) . . ?
C15 N3 C17 126.26(19) . . ?
N4 N3 C17 121.07(18) . . ?
C16 N4 N3 104.97(18) . . ?
N4 C16 C14 112.8(2) . . ?
N4 C16 C25 120.6(2) . . ?
C14 C16 C25 126.5(2) . . ?
C22 C17 C18 121.4(3) . . ?
C22 C17 N3 117.6(2) . . ?
C18 C17 N3 121.0(2) . . ?
C19 C18 C17 118.4(3) . . ?
C19 C18 C23 120.3(3) . . ?
C17 C18 C23 121.3(2) . . ?
C20 C19 C18 119.9(3) . . ?
C20 C19 C24 118.8(3) . . ?
C18 C19 C24 121.3(3) . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 120.3(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 118.8(3) . . ?
C21 C22 H22 120.6 . . ?
C17 C22 H22 120.6 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C25 H25A 109.5 . . ?
C16 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C16 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
C3 N1 N2 C1 1.3(2) . . . . ?
C4 N1 N2 C1 171.00(18) . . . . ?
N1 N2 C1 C2 -0.5(2) . . . . ?
N1 N2 C1 C12 -179.84(18) . . . . ?
N2 C1 C2 C13 -177.8(2) . . . . ?
C12 C1 C2 C13 1.5(3) . . . . ?
N2 C1 C2 C3 -0.3(2) . . . . ?
C12 C1 C2 C3 179.0(2) . . . . ?
N2 N1 C3 O1 177.77(18) . . . . ?
C4 N1 C3 O1 8.8(3) . . . . ?
N2 N1 C3 C2 -1.5(2) . . . . ?
C4 N1 C3 C2 -170.39(19) . . . . ?
C13 C2 C3 O1 -0.8(4) . . . . ?
C1 C2 C3 O1 -178.0(2) . . . . ?
C13 C2 C3 N1 178.3(2) . . . . ?
C1 C2 C3 N1 1.1(2) . . . . ?
C3 N1 C4 C5 -77.0(3) . . . . ?
N2 N1 C4 C5 114.9(2) . . . . ?
C3 N1 C4 C9 102.3(3) . . . . ?
N2 N1 C4 C9 -65.9(3) . . . . ?
C9 C4 C5 C6 -0.9(3) . . . . ?
N1 C4 C5 C6 178.30(18) . . . . ?
C9 C4 C5 C10 177.6(2) . . . . ?
N1 C4 C5 C10 -3.1(3) . . . . ?
C4 C5 C6 C7 -1.0(3) . . . . ?
C10 C5 C6 C7 -179.6(2) . . . . ?
C4 C5 C6 C11 179.1(2) . . . . ?
C10 C5 C6 C11 0.5(3) . . . . ?
C5 C6 C7 C8 2.9(3) . . . . ?
C11 C6 C7 C8 -177.2(2) . . . . ?
C6 C7 C8 C9 -2.7(4) . . . . ?
C5 C4 C9 C8 1.1(3) . . . . ?
N1 C4 C9 C8 -178.15(19) . . . . ?
C7 C8 C9 C4 0.7(3) . . . . ?
C3 C2 C13 C14 3.2(4) . . . . ?
C1 C2 C13 C14 179.9(2) . . . . ?
C2 C13 C14 C15 0.1(5) . . . . ?
C2 C13 C14 C16 -177.5(2) . . . . ?
C13 C14 C15 O2 1.0(4) . . . . ?
C16 C14 C15 O2 179.0(2) . . . . ?
C13 C14 C15 N3 -179.0(2) . . . . ?
C16 C14 C15 N3 -1.0(2) . . . . ?
O2 C15 N3 N4 -178.17(19) . . . . ?
C14 C15 N3 N4 1.8(2) . . . . ?
O2 C15 N3 C17 -7.1(4) . . . . ?
C14 C15 N3 C17 172.9(2) . . . . ?
C15 N3 N4 C16 -1.9(2) . . . . ?
C17 N3 N4 C16 -173.5(2) . . . . ?
N3 N4 C16 C14 1.2(2) . . . . ?
N3 N4 C16 C25 -177.4(2) . . . . ?
C13 C14 C16 N4 178.1(2) . . . . ?
C15 C14 C16 N4 -0.2(3) . . . . ?
C13 C14 C16 C25 -3.4(4) . . . . ?
C15 C14 C16 C25 178.3(2) . . . . ?
C15 N3 C17 C22 -110.9(3) . . . . ?
N4 N3 C17 C22 59.5(3) . . . . ?
C15 N3 C17 C18 68.1(3) . . . . ?
N4 N3 C17 C18 -121.6(2) . . . . ?
C22 C17 C18 C19 4.2(3) . . . . ?
N3 C17 C18 C19 -174.7(2) . . . . ?
C22 C17 C18 C23 -174.3(2) . . . . ?
N3 C17 C18 C23 6.8(3) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C23 C18 C19 C20 178.2(2) . . . . ?
C17 C18 C19 C24 -178.7(2) . . . . ?
C23 C18 C19 C24 -0.2(4) . . . . ?
C18 C19 C20 C21 -3.5(4) . . . . ?
C24 C19 C20 C21 175.0(3) . . . . ?
C19 C20 C21 C22 3.3(5) . . . . ?
C20 C21 C22 C17 0.5(5) . . . . ?
C18 C17 C22 C21 -4.3(4) . . . . ?
N3 C17 C22 C21 174.6(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.31
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.040
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method Hexane/EtOAc
