# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

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

data_4b
_database_code_depnum_ccdc_archive 'CCDC 1842605'
_audit_update_record             
;
2018-09-26 deposited with the CCDC.
2018-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
4-Hydroxy-1-methyl-3-(7-methyl-2-phenyl-benzo[d]imidazo[2,1-b]thiazol-3-yl)-1H-quinolin-2-one
_chemical_name_common            
4-Hydroxy-1-methyl-3-(7-methyl-2-phenyl-benzo[d]imidazo[2,1-b]thiazol-3-yl)-1H-quinolin-2-one
_chemical_melting_point          522
_chemical_formula_moiety         'C 26 H 19 N 3 O 2 S'
_chemical_formula_sum            'C 26 H 19 N 3 O 2 S'
_chemical_formula_weight         437.50

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'
S S 0.1246 0.1234 '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                   9.4053(8)
_cell_length_b                   10.2781(9)
_cell_length_c                   11.6661(10)
_cell_angle_alpha                104.180(2)
_cell_angle_beta                 101.225(2)
_cell_angle_gamma                93.954(2)
_cell_volume                     1064.37(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9600
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      26.02

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            GREY
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   0.6819
_exptl_transmission_factor_max   0.7453
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_absorpt_coefficient_mu    0.182
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   'SADABS (Bruker, 2016/2)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker apex3 CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19518
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.561
_diffrn_reflns_theta_max         26.080
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4225
_reflns_number_gt                3259
_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 (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)+(0.0550P)²+0.3070P] 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       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4225
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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
S1 S 0.70747(5) 0.55696(5) 0.66047(4) 0.04270(16) Uani 1 1 d . . . . .
O1 O 0.94771(15) 0.19371(13) 0.29994(13) 0.0555(4) Uani 1 1 d . . . . .
N1 N 0.73645(15) 0.42929(13) 0.44736(11) 0.0321(3) Uani 1 1 d . . . . .
N2 N 0.87853(15) 0.62633(14) 0.50701(12) 0.0369(3) Uani 1 1 d . . . . .
N3 N 0.61172(17) 0.24235(15) 0.03504(12) 0.0426(4) Uani 1 1 d . . . . .
O2 O 0.57629(19) 0.43988(16) 0.15682(13) 0.0774(5) Uani 1 1 d . . . . .
C9 C 0.76521(18) 0.32776(16) 0.23701(14) 0.0334(4) Uani 1 1 d . . . . .
C8 C 0.79992(18) 0.43712(16) 0.35058(14) 0.0327(4) Uani 1 1 d . . . . .
C19 C 0.63339(18) 0.34278(16) 0.47412(14) 0.0322(4) Uani 1 1 d . . . . .
C7 C 0.88548(18) 0.56059(16) 0.38878(15) 0.0351(4) Uani 1 1 d . . . . .
C10 C 0.83664(18) 0.21661(16) 0.22020(15) 0.0348(4) Uani 1 1 d . . . . .
C24 C 0.60329(19) 0.39910(16) 0.58685(14) 0.0354(4) Uani 1 1 d . . . . .
C25 C 0.78641(18) 0.54577(16) 0.53654(14) 0.0347(4) Uani 1 1 d . . . . .
C16 C 0.67738(18) 0.12481(17) 0.01814(14) 0.0360(4) Uani 1 1 d . . . . .
C23 C 0.5001(2) 0.33370(18) 0.62963(16) 0.0405(4) Uani 1 1 d . . . . .
H19 H 0.4790 0.3733 0.7041 0.049 Uiso 1 1 calc R U . . .
C11 C 0.79131(18) 0.10924(17) 0.10928(15) 0.0370(4) Uani 1 1 d . . . . .
C20 C 0.56437(19) 0.21684(17) 0.40516(15) 0.0383(4) Uani 1 1 d . . . . .
H14 H 0.5855 0.1772 0.3307 0.046 Uiso 1 1 calc R U . . .
C6 C 0.96878(19) 0.62865(17) 0.32164(16) 0.0400(4) Uani 1 1 d . . . . .
C22 C 0.4279(2) 0.20823(18) 0.56056(17) 0.0417(4) Uani 1 1 d . . . . .
C17 C 0.6450(2) 0.34225(18) 0.14346(16) 0.0439(4) Uani 1 1 d . . . . .
C21 C 0.4633(2) 0.15181(18) 0.45016(16) 0.0429(4) Uani 1 1 d . . . . .
H15 H 0.4169 0.0668 0.4048 0.052 Uiso 1 1 calc R U . . .
C15 C 0.6336(2) 0.02068(19) -0.08901(16) 0.0481(5) Uani 1 1 d . . . . .
H10 H 0.5576 0.0292 -0.1499 0.058 Uiso 1 1 calc R U . . .
C26 C 0.3127(2) 0.1364(2) 0.6040(2) 0.0568(5) Uani 1 1 d . . . . .
H16 H 0.2227 0.1177 0.5442 0.085 Uiso 1 1 calc R U . . .
H18 H 0.2982 0.1927 0.6787 0.085 Uiso 1 1 calc R U . . .
H17 H 0.3436 0.0531 0.6170 0.085 Uiso 1 1 calc R U . . .
C1 C 1.0528(2) 0.7514(2) 0.3774(2) 0.0568(5) Uani 1 1 d . . . . .
H1 H 1.0595 0.7895 0.4596 0.068 Uiso 1 1 calc R U . . .
C12 C 0.8582(2) -0.0088(2) 0.09116(19) 0.0589(6) Uani 1 1 d . . . . .
H7 H 0.9332 -0.0198 0.1517 0.071 Uiso 1 1 calc R U . . .
C14 C 0.7020(3) -0.0935(2) -0.10450(19) 0.0620(6) Uani 1 1 d . . . . .
H9 H 0.6722 -0.1617 -0.1763 0.074 Uiso 1 1 calc R U . . .
C18 C 0.5014(3) 0.2645(2) -0.06384(18) 0.0693(7) Uani 1 1 d . . . . .
H12 H 0.4180 0.1975 -0.0825 0.104 Uiso 1 1 calc R U . . .
H11 H 0.5419 0.2573 -0.1343 0.104 Uiso 1 1 calc R U . . .
H13 H 0.4722 0.3529 -0.0394 0.104 Uiso 1 1 calc R U . . .
C13 C 0.8146(3) -0.1092(2) -0.0152(2) 0.0712(7) Uani 1 1 d . . . . .
H8 H 0.8606 -0.1872 -0.0270 0.085 Uiso 1 1 calc R U . . .
C3 C 1.1207(3) 0.7666(3) 0.1955(2) 0.0717(7) Uani 1 1 d . . . . .
H3 H 1.1715 0.8125 0.1534 0.086 Uiso 1 1 calc R U . . .
C2 C 1.1268(3) 0.8187(3) 0.3145(2) 0.0717(7) Uani 1 1 d . . . . .
H2 H 1.1820 0.9017 0.3546 0.086 Uiso 1 1 calc R U . . .
C5 C 0.9641(3) 0.5777(2) 0.2002(2) 0.0825(9) Uani 1 1 d . . . . .
H5 H 0.9090 0.4950 0.1589 0.099 Uiso 1 1 calc R U . . .
C4 C 1.0392(4) 0.6462(3) 0.1385(2) 0.0979(10) Uani 1 1 d . . . . .
H4 H 1.0338 0.6092 0.0564 0.117 Uiso 1 1 calc R U . . .
H6 H 0.990(3) 0.263(3) 0.368(2) 0.086(8) 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
S1 C25 1.7329(18) . ?
S1 C24 1.7609(18) . ?
O1 C10 1.332(2) . ?
O1 H6 0.93(3) . ?
N1 C25 1.363(2) . ?
N1 C8 1.392(2) . ?
N1 C19 1.401(2) . ?
N2 C25 1.308(2) . ?
N2 C7 1.396(2) . ?
N3 C16 1.383(2) . ?
N3 C17 1.385(2) . ?
N3 C18 1.467(2) . ?
O2 C17 1.225(2) . ?
C9 C10 1.357(2) . ?
C9 C17 1.454(2) . ?
C9 C8 1.475(2) . ?
C8 C7 1.378(2) . ?
C19 C20 1.384(2) . ?
C19 C24 1.393(2) . ?
C7 C6 1.466(3) . ?
C10 C11 1.447(2) . ?
C24 C23 1.381(3) . ?
C16 C15 1.400(2) . ?
C16 C11 1.403(2) . ?
C23 C22 1.389(3) . ?
C23 H19 0.9300 . ?
C11 C12 1.395(3) . ?
C20 C21 1.380(3) . ?
C20 H14 0.9300 . ?
C6 C5 1.376(3) . ?
C6 C1 1.378(3) . ?
C22 C21 1.390(3) . ?
C22 C26 1.505(3) . ?
C21 H15 0.9300 . ?
C15 C14 1.367(3) . ?
C15 H10 0.9300 . ?
C26 H16 0.9600 . ?
C26 H18 0.9600 . ?
C26 H17 0.9600 . ?
C1 C2 1.373(3) . ?
C1 H1 0.9300 . ?
C12 C13 1.374(3) . ?
C12 H7 0.9300 . ?
C14 C13 1.382(3) . ?
C14 H9 0.9300 . ?
C18 H12 0.9600 . ?
C18 H11 0.9600 . ?
C18 H13 0.9600 . ?
C13 H8 0.9300 . ?
C3 C2 1.348(3) . ?
C3 C4 1.352(4) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C5 C4 1.375(3) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?

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
C25 S1 C24 89.52(8) . . ?
C10 O1 H6 118.7(15) . . ?
C25 N1 C8 107.06(14) . . ?
C25 N1 C19 114.22(14) . . ?
C8 N1 C19 138.56(13) . . ?
C25 N2 C7 104.87(13) . . ?
C16 N3 C17 122.54(15) . . ?
C16 N3 C18 120.01(15) . . ?
C17 N3 C18 117.45(16) . . ?
C10 C9 C17 120.79(15) . . ?
C10 C9 C8 122.88(15) . . ?
C17 C9 C8 116.30(14) . . ?
C7 C8 N1 104.79(14) . . ?
C7 C8 C9 134.23(16) . . ?
N1 C8 C9 120.95(14) . . ?
C20 C19 C24 120.22(16) . . ?
C20 C19 N1 128.78(15) . . ?
C24 C19 N1 111.00(14) . . ?
C8 C7 N2 110.55(15) . . ?
C8 C7 C6 129.45(16) . . ?
N2 C7 C6 119.88(15) . . ?
O1 C10 C9 125.45(15) . . ?
O1 C10 C11 114.50(15) . . ?
C9 C10 C11 120.04(15) . . ?
C23 C24 C19 120.97(16) . . ?
C23 C24 S1 126.58(13) . . ?
C19 C24 S1 112.44(13) . . ?
N2 C25 N1 112.68(15) . . ?
N2 C25 S1 134.45(13) . . ?
N1 C25 S1 112.80(13) . . ?
N3 C16 C15 121.41(16) . . ?
N3 C16 C11 119.72(14) . . ?
C15 C16 C11 118.88(17) . . ?
C24 C23 C22 119.49(16) . . ?
C24 C23 H19 120.3 . . ?
C22 C23 H19 120.3 . . ?
C12 C11 C16 119.46(16) . . ?
C12 C11 C10 121.54(17) . . ?
C16 C11 C10 119.00(15) . . ?
C21 C20 C19 118.03(16) . . ?
C21 C20 H14 121.0 . . ?
C19 C20 H14 121.0 . . ?
C5 C6 C1 116.31(19) . . ?
C5 C6 C7 122.76(18) . . ?
C1 C6 C7 120.89(17) . . ?
C23 C22 C21 118.55(17) . . ?
C23 C22 C26 120.44(17) . . ?
C21 C22 C26 121.00(18) . . ?
O2 C17 N3 120.01(16) . . ?
O2 C17 C9 122.40(16) . . ?
N3 C17 C9 117.56(15) . . ?
C20 C21 C22 122.67(17) . . ?
C20 C21 H15 118.7 . . ?
C22 C21 H15 118.7 . . ?
C14 C15 C16 120.32(19) . . ?
C14 C15 H10 119.8 . . ?
C16 C15 H10 119.8 . . ?
C22 C26 H16 109.5 . . ?
C22 C26 H18 109.5 . . ?
H16 C26 H18 109.5 . . ?
C22 C26 H17 109.5 . . ?
H16 C26 H17 109.5 . . ?
H18 C26 H17 109.5 . . ?
C2 C1 C6 121.5(2) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C13 C12 C11 120.7(2) . . ?
C13 C12 H7 119.6 . . ?
C11 C12 H7 119.6 . . ?
C15 C14 C13 121.05(18) . . ?
C15 C14 H9 119.5 . . ?
C13 C14 H9 119.5 . . ?
N3 C18 H12 109.5 . . ?
N3 C18 H11 109.5 . . ?
H12 C18 H11 109.5 . . ?
N3 C18 H13 109.5 . . ?
H12 C18 H13 109.5 . . ?
H11 C18 H13 109.5 . . ?
C12 C13 C14 119.6(2) . . ?
C12 C13 H8 120.2 . . ?
C14 C13 H8 120.2 . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 H3 120.7 . . ?
C4 C3 H3 120.7 . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C3 C4 C5 120.9(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?

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
C25 N1 C8 C7 -0.10(17) . . . . ?
C19 N1 C8 C7 174.87(17) . . . . ?
C25 N1 C8 C9 -178.33(14) . . . . ?
C19 N1 C8 C9 -3.4(3) . . . . ?
C10 C9 C8 C7 96.4(2) . . . . ?
C17 C9 C8 C7 -85.8(2) . . . . ?
C10 C9 C8 N1 -86.0(2) . . . . ?
C17 C9 C8 N1 91.83(19) . . . . ?
C25 N1 C19 C20 -178.43(16) . . . . ?
C8 N1 C19 C20 6.8(3) . . . . ?
C25 N1 C19 C24 1.43(19) . . . . ?
C8 N1 C19 C24 -173.30(17) . . . . ?
N1 C8 C7 N2 1.47(18) . . . . ?
C9 C8 C7 N2 179.35(17) . . . . ?
N1 C8 C7 C6 -174.49(16) . . . . ?
C9 C8 C7 C6 3.4(3) . . . . ?
C25 N2 C7 C8 -2.30(18) . . . . ?
C25 N2 C7 C6 174.10(15) . . . . ?
C17 C9 C10 O1 180.00(17) . . . . ?
C8 C9 C10 O1 -2.3(3) . . . . ?
C17 C9 C10 C11 -1.4(3) . . . . ?
C8 C9 C10 C11 176.29(15) . . . . ?
C20 C19 C24 C23 -2.8(2) . . . . ?
N1 C19 C24 C23 177.30(14) . . . . ?
C20 C19 C24 S1 178.12(13) . . . . ?
N1 C19 C24 S1 -1.76(17) . . . . ?
C25 S1 C24 C23 -177.72(16) . . . . ?
C25 S1 C24 C19 1.28(13) . . . . ?
C7 N2 C25 N1 2.25(18) . . . . ?
C7 N2 C25 S1 -174.27(14) . . . . ?
C8 N1 C25 N2 -1.41(19) . . . . ?
C19 N1 C25 N2 -177.77(13) . . . . ?
C8 N1 C25 S1 175.90(10) . . . . ?
C19 N1 C25 S1 -0.46(17) . . . . ?
C24 S1 C25 N2 176.05(18) . . . . ?
C24 S1 C25 N1 -0.47(12) . . . . ?
C17 N3 C16 C15 174.89(17) . . . . ?
C18 N3 C16 C15 -4.7(3) . . . . ?
C17 N3 C16 C11 -5.8(3) . . . . ?
C18 N3 C16 C11 174.66(18) . . . . ?
C19 C24 C23 C22 1.7(2) . . . . ?
S1 C24 C23 C22 -179.40(13) . . . . ?
N3 C16 C11 C12 -179.27(17) . . . . ?
C15 C16 C11 C12 0.1(3) . . . . ?
N3 C16 C11 C10 0.7(3) . . . . ?
C15 C16 C11 C10 -179.90(16) . . . . ?
O1 C10 C11 C12 1.5(3) . . . . ?
C9 C10 C11 C12 -177.24(18) . . . . ?
O1 C10 C11 C16 -178.52(15) . . . . ?
C9 C10 C11 C16 2.8(3) . . . . ?
C24 C19 C20 C21 1.7(2) . . . . ?
N1 C19 C20 C21 -178.46(15) . . . . ?
C8 C7 C6 C5 4.6(3) . . . . ?
N2 C7 C6 C5 -171.0(2) . . . . ?
C8 C7 C6 C1 -177.76(18) . . . . ?
N2 C7 C6 C1 6.6(3) . . . . ?
C24 C23 C22 C21 0.5(3) . . . . ?
C24 C23 C22 C26 -178.66(16) . . . . ?
C16 N3 C17 O2 -174.65(18) . . . . ?
C18 N3 C17 O2 4.9(3) . . . . ?
C16 N3 C17 C9 7.0(3) . . . . ?
C18 N3 C17 C9 -173.43(18) . . . . ?
C10 C9 C17 O2 178.38(19) . . . . ?
C8 C9 C17 O2 0.5(3) . . . . ?
C10 C9 C17 N3 -3.3(3) . . . . ?
C8 C9 C17 N3 178.84(16) . . . . ?
C19 C20 C21 C22 0.5(3) . . . . ?
C23 C22 C21 C20 -1.6(3) . . . . ?
C26 C22 C21 C20 177.53(17) . . . . ?
N3 C16 C15 C14 178.79(18) . . . . ?
C11 C16 C15 C14 -0.6(3) . . . . ?
C5 C6 C1 C2 0.3(3) . . . . ?
C7 C6 C1 C2 -177.43(19) . . . . ?
C16 C11 C12 C13 0.6(3) . . . . ?
C10 C11 C12 C13 -179.4(2) . . . . ?
C16 C15 C14 C13 0.4(3) . . . . ?
C11 C12 C13 C14 -0.8(4) . . . . ?
C15 C14 C13 C12 0.3(4) . . . . ?
C4 C3 C2 C1 0.3(4) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C1 C6 C5 C4 -0.1(4) . . . . ?
C7 C6 C5 C4 177.6(3) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C6 C5 C4 C3 0.1(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766
C23 H19 O2 0.93 2.35 3.198(2) 151.2 2_666
O1 H6 N2 0.93(3) 1.80(3) 2.6969(18) 162(2) 2_766

_refine_diff_density_max         0.204
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.043



