# 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 2019

####################################################################### 
# 
# 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_KC1
_database_code_depnum_ccdc_archive 'CCDC 1819005'
loop_
_audit_author_name
_audit_author_address
K.Ramamurthy
'National centre for ultrafast processes, University of madras, Taramani campus, Chennai 600 113'
_audit_update_record             
;
2018-01-24 deposited with the CCDC.	2019-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '3, 3?-carbonylbis (7-diethylaminocoumarin) '
_chemical_name_common            '3, 3?-carbonylbis (7-diethylaminocoumarin) '
_chemical_melting_point          '185.0--192.0 \%C'
_chemical_formula_moiety         'C27 H28 N2 O5, C H Cl3'

_chemical_formula_sum            'C28 H29 Cl3 N2 O5'
_chemical_formula_weight         579.88

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   11.7204(5)
_cell_length_b                   17.1714(8)
_cell_length_c                   28.6443(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5764.8(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9762
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      29.50

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             2416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.357
_shelx_estimated_absorpt_T_min   0.900
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7033
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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  'Bruker axs kappa apex3 CMOS Diffractometer'
_diffrn_measurement_method       'ω and φ scan'



_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            76035
_diffrn_reflns_av_unetI/netI     0.0114
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.026
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             5044
_reflns_number_gt                4274
_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       'APEX3(Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'



_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)+(0.0749P)²+3.1694P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5044
_refine_ls_number_parameters     371
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1525
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.007
_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 0.58297(16) 0.00697(11) 0.44508(7) 0.0379(4) Uani 1 1 d . . . . .
C2 C 0.47624(16) 0.03746(12) 0.43038(7) 0.0422(5) Uani 1 1 d . . . . .
H2 H 0.4296 0.0075 0.4112 0.051 Uiso 1 1 calc R U . . .
C3 C 0.44074(16) 0.10966(12) 0.44372(7) 0.0417(5) Uani 1 1 d . . . . .
H3 H 0.3703 0.1278 0.4335 0.050 Uiso 1 1 calc R U . . .
C4 C 0.50815(15) 0.15749(10) 0.47261(6) 0.0352(4) Uani 1 1 d . . . . .
C5 C 0.61309(15) 0.12694(10) 0.48644(6) 0.0348(4) Uani 1 1 d . . . . .
C6 C 0.65203(16) 0.05509(11) 0.47315(7) 0.0405(4) Uani 1 1 d . . . . .
H6 H 0.7237 0.0381 0.4826 0.049 Uiso 1 1 calc R U . . .
C7 C 0.47903(15) 0.23279(10) 0.48792(7) 0.0367(4) Uani 1 1 d . . . . .
H7 H 0.4110 0.2549 0.4778 0.044 Uiso 1 1 calc R U . . .
C8 C 0.54764(15) 0.27434(10) 0.51722(6) 0.0346(4) Uani 1 1 d . . . . .
C9 C 0.65643(15) 0.24250(11) 0.53137(7) 0.0359(4) Uani 1 1 d . . . . .
C10 C 0.51323(15) 0.35418(10) 0.53134(7) 0.0364(4) Uani 1 1 d . . . . .
C11 C 0.56632(15) 0.39329(10) 0.57198(7) 0.0356(4) Uani 1 1 d . . . . .
C12 C 0.58342(17) 0.35184(11) 0.61556(7) 0.0400(4) Uani 1 1 d . . . . .
C13 C 0.67156(17) 0.46820(11) 0.64680(7) 0.0389(4) Uani 1 1 d . . . . .
C14 C 0.64773(16) 0.50927(10) 0.60595(6) 0.0364(4) Uani 1 1 d . . . . .
C15 C 0.59441(16) 0.46956(10) 0.56876(7) 0.0365(4) Uani 1 1 d . . . . .
H15 H 0.5782 0.4964 0.5414 0.044 Uiso 1 1 calc R U . . .
C16 C 0.68004(18) 0.58801(11) 0.60503(7) 0.0432(5) Uani 1 1 d . . . . .
H16 H 0.6667 0.6171 0.5782 0.052 Uiso 1 1 calc R U . . .
C17 C 0.73034(19) 0.62291(12) 0.64241(7) 0.0468(5) Uani 1 1 d . . . . .
H17 H 0.7507 0.6752 0.6406 0.056 Uiso 1 1 calc R U . . .
C18 C 0.75216(18) 0.58085(12) 0.68404(7) 0.0449(5) Uani 1 1 d . . . . .
C19 C 0.72320(18) 0.50132(12) 0.68478(7) 0.0460(5) Uani 1 1 d . . . . .
H19 H 0.7391 0.4713 0.7110 0.055 Uiso 1 1 calc R U . . .
C20 C 0.8164(3) 0.70107(14) 0.72297(9) 0.0679(7) Uani 1 1 d . . . . .
H20A H 0.8472 0.7175 0.6931 0.082 Uiso 1 1 calc R U . . .
H20B H 0.8722 0.7135 0.7468 0.082 Uiso 1 1 calc R U . . .
C21 C 0.7082(3) 0.7458(2) 0.73261(13) 0.1000(11) Uani 1 1 d . . . . .
H21A H 0.7244 0.8006 0.7328 0.150 Uiso 1 1 calc R U . . .
H21B H 0.6531 0.7347 0.7087 0.150 Uiso 1 1 calc R U . . .
H21C H 0.6781 0.7306 0.7624 0.150 Uiso 1 1 calc R U . . .
C22 C 0.8155(2) 0.57610(16) 0.76613(8) 0.0656(7) Uani 1 1 d . . . . .
H22A H 0.7565 0.5369 0.7697 0.079 Uiso 1 1 calc R U . . .
H22B H 0.8077 0.6129 0.7916 0.079 Uiso 1 1 calc R U . . .
C23 C 0.9295(3) 0.5377(3) 0.76942(14) 0.1199(15) Uani 1 1 d . . . . .
H23A H 0.9362 0.5119 0.7990 0.180 Uiso 1 1 calc R U . . .
H23B H 0.9372 0.5003 0.7447 0.180 Uiso 1 1 calc R U . . .
H23C H 0.9884 0.5763 0.7666 0.180 Uiso 1 1 calc R U . . .
C24 C 0.7287(2) -0.09585(13) 0.44718(9) 0.0578(6) Uani 1 1 d . . . . .
H24A H 0.7277 -0.1522 0.4449 0.069 Uiso 1 1 calc R U . . .
H24B H 0.7415 -0.0824 0.4797 0.069 Uiso 1 1 calc R U . . .
C25 C 0.8261(2) -0.06539(19) 0.41871(12) 0.0813(9) Uani 1 1 d . . . . .
H25A H 0.8963 -0.0874 0.4299 0.122 Uiso 1 1 calc R U . . .
H25B H 0.8154 -0.0796 0.3866 0.122 Uiso 1 1 calc R U . . .
H25C H 0.8292 -0.0097 0.4214 0.122 Uiso 1 1 calc R U . . .
C26 C 0.54710(19) -0.11602(11) 0.40346(8) 0.0478(5) Uani 1 1 d . . . . .
H26A H 0.4676 -0.1084 0.4117 0.057 Uiso 1 1 calc R U . . .
H26B H 0.5662 -0.1699 0.4101 0.057 Uiso 1 1 calc R U . . .
C27 C 0.5605(3) -0.10228(18) 0.35223(9) 0.0735(8) Uani 1 1 d . . . . .
H27A H 0.5119 -0.1374 0.3353 0.110 Uiso 1 1 calc R U . . .
H27B H 0.5397 -0.0496 0.3450 0.110 Uiso 1 1 calc R U . . .
H27C H 0.6385 -0.1111 0.3434 0.110 Uiso 1 1 calc R U . . .
N1 N 0.61692(15) -0.06593(9) 0.43302(6) 0.0454(4) Uani 1 1 d . . . . .
N2 N 0.79838(18) 0.61679(11) 0.72209(6) 0.0554(5) Uani 1 1 d . . . . .
O1 O 0.64048(14) 0.39116(8) 0.65063(5) 0.0479(4) Uani 1 1 d . . . . .
O2 O 0.54994(14) 0.28756(8) 0.62499(5) 0.0553(4) Uani 1 1 d . . . . .
O3 O 0.68422(11) 0.16979(8) 0.51452(5) 0.0419(3) Uani 1 1 d . . . . .
O4 O 0.72823(11) 0.27275(9) 0.55536(6) 0.0506(4) Uani 1 1 d . . . . .
O5 O 0.44363(13) 0.38950(8) 0.50779(6) 0.0537(4) Uani 1 1 d . . . . .
C28 C 0.1415(3) 0.3330(2) 0.64213(12) 0.0989(11) Uani 1 1 d D U . . .
H28 H 0.1100 0.3605 0.6151 0.119 Uiso 1 1 calc R U . A 1
Cl1 Cl 0.1053(15) 0.2420(5) 0.6386(4) 0.225(6) Uani 0.279(8) 1 d D U P B 1
Cl2 Cl 0.0851(14) 0.3721(7) 0.6911(3) 0.169(5) Uani 0.279(8) 1 d D U P B 1
Cl3 Cl 0.2815(8) 0.3674(12) 0.6522(5) 0.247(7) Uani 0.279(8) 1 d D U P B 1
Cl1' Cl 0.0630(3) 0.24554(16) 0.64231(13) 0.1204(9) Uani 0.721(8) 1 d D U P B 2
Cl2' Cl 0.1109(4) 0.3823(2) 0.69289(13) 0.1477(15) Uani 0.721(8) 1 d D U P B 2
Cl3' Cl 0.28420(19) 0.31073(19) 0.63431(9) 0.1322(10) Uani 0.721(8) 1 d D U P B
2


_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 N1 1.358(2) . ?
C1 C6 1.409(3) . ?
C1 C2 1.420(3) . ?
C2 C3 1.362(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.408(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(3) . ?
C4 C7 1.407(3) . ?
C5 C6 1.369(3) . ?
C5 O3 1.372(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.364(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.445(3) . ?
C8 C10 1.485(3) . ?
C9 O4 1.204(2) . ?
C9 O3 1.378(2) . ?
C10 O5 1.220(2) . ?
C10 C11 1.481(3) . ?
C11 C15 1.354(3) . ?
C11 C12 1.451(3) . ?
C12 O2 1.202(2) . ?
C12 O1 1.383(2) . ?
C13 C19 1.369(3) . ?
C13 O1 1.377(2) . ?
C13 C14 1.394(3) . ?
C14 C16 1.404(3) . ?
C14 C15 1.411(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.361(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.418(3) . ?
C17 H17 0.9300 . ?
C18 N2 1.365(3) . ?
C18 C19 1.407(3) . ?
C19 H19 0.9300 . ?
C20 N2 1.463(3) . ?
C20 C21 1.508(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N2 1.456(3) . ?
C22 C23 1.492(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 N1 1.464(3) . ?
C24 C25 1.498(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 N1 1.458(3) . ?
C26 C27 1.495(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 Cl1 1.623(9) . ?
C28 Cl2 1.691(9) . ?
C28 Cl2' 1.721(5) . ?
C28 Cl3' 1.730(4) . ?
C28 Cl1' 1.761(5) . ?
C28 Cl3 1.767(10) . ?
C28 H28 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
N1 C1 C6 121.15(18) . . ?
N1 C1 C2 121.51(17) . . ?
C6 C1 C2 117.34(17) . . ?
C3 C2 C1 121.42(17) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.61(18) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C7 118.10(16) . . ?
C5 C4 C3 116.24(16) . . ?
C7 C4 C3 125.65(17) . . ?
C6 C5 O3 116.32(16) . . ?
C6 C5 C4 123.64(17) . . ?
O3 C5 C4 120.03(16) . . ?
C5 C6 C1 119.70(17) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C8 C7 C4 121.96(17) . . ?
C8 C7 H7 119.0 . . ?
C4 C7 H7 119.0 . . ?
C7 C8 C9 119.66(16) . . ?
C7 C8 C10 119.36(16) . . ?
C9 C8 C10 120.82(16) . . ?
O4 C9 O3 115.19(16) . . ?
O4 C9 C8 127.84(17) . . ?
O3 C9 C8 116.94(15) . . ?
O5 C10 C11 119.35(17) . . ?
O5 C10 C8 119.34(17) . . ?
C11 C10 C8 121.23(16) . . ?
C15 C11 C12 119.98(17) . . ?
C15 C11 C10 119.16(17) . . ?
C12 C11 C10 120.80(16) . . ?
O2 C12 O1 116.27(18) . . ?
O2 C12 C11 126.78(18) . . ?
O1 C12 C11 116.90(16) . . ?
C19 C13 O1 116.92(17) . . ?
C19 C13 C14 123.06(18) . . ?
O1 C13 C14 120.00(16) . . ?
C13 C14 C16 116.65(17) . . ?
C13 C14 C15 118.55(16) . . ?
C16 C14 C15 124.79(17) . . ?
C11 C15 C14 121.60(17) . . ?
C11 C15 H15 119.2 . . ?
C14 C15 H15 119.2 . . ?
C17 C16 C14 121.73(19) . . ?
C17 C16 H16 119.1 . . ?
C14 C16 H16 119.1 . . ?
C16 C17 C18 121.03(18) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 H17 119.5 . . ?
N2 C18 C19 121.5(2) . . ?
N2 C18 C17 120.87(19) . . ?
C19 C18 C17 117.62(18) . . ?
C13 C19 C18 119.85(19) . . ?
C13 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
N2 C20 C21 112.7(2) . . ?
N2 C20 H20A 109.1 . . ?
C21 C20 H20A 109.1 . . ?
N2 C20 H20B 109.1 . . ?
C21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.8 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 C23 113.0(2) . . ?
N2 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
N2 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 C25 114.1(2) . . ?
N1 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
N1 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1 C26 C27 114.71(19) . . ?
N1 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
N1 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 N1 C26 121.79(17) . . ?
C1 N1 C24 121.00(17) . . ?
C26 N1 C24 117.12(16) . . ?
C18 N2 C22 121.99(19) . . ?
C18 N2 C20 121.2(2) . . ?
C22 N2 C20 116.10(19) . . ?
C13 O1 C12 122.63(15) . . ?
C5 O3 C9 123.21(14) . . ?
Cl1 C28 Cl2 109.4(6) . . ?
Cl2' C28 Cl3' 114.8(3) . . ?
Cl2' C28 Cl1' 108.0(3) . . ?
Cl3' C28 Cl1' 108.5(2) . . ?
Cl1 C28 Cl3 125.1(6) . . ?
Cl2 C28 Cl3 95.4(8) . . ?
Cl1 C28 H28 108.5 . . ?
Cl2 C28 H28 108.5 . . ?
Cl3 C28 H28 108.5 . . ?

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
N1 C1 C2 C3 177.90(19) . . . . ?
C6 C1 C2 C3 -1.4(3) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C2 C3 C4 C7 179.60(19) . . . . ?
C7 C4 C5 C6 -178.74(18) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C7 C4 C5 O3 0.5(3) . . . . ?
C3 C4 C5 O3 179.84(17) . . . . ?
O3 C5 C6 C1 178.76(17) . . . . ?
C4 C5 C6 C1 -1.9(3) . . . . ?
N1 C1 C6 C5 -177.05(18) . . . . ?
C2 C1 C6 C5 2.3(3) . . . . ?
C5 C4 C7 C8 -3.0(3) . . . . ?
C3 C4 C7 C8 177.76(19) . . . . ?
C4 C7 C8 C9 3.2(3) . . . . ?
C4 C7 C8 C10 178.75(17) . . . . ?
C7 C8 C9 O4 176.9(2) . . . . ?
C10 C8 C9 O4 1.4(3) . . . . ?
C7 C8 C9 O3 -0.9(3) . . . . ?
C10 C8 C9 O3 -176.39(16) . . . . ?
C7 C8 C10 O5 -19.8(3) . . . . ?
C9 C8 C10 O5 155.65(19) . . . . ?
C7 C8 C10 C11 163.45(17) . . . . ?
C9 C8 C10 C11 -21.1(3) . . . . ?
O5 C10 C11 C15 -38.6(3) . . . . ?
C8 C10 C11 C15 138.12(18) . . . . ?
O5 C10 C11 C12 138.5(2) . . . . ?
C8 C10 C11 C12 -44.8(3) . . . . ?
C15 C11 C12 O2 170.3(2) . . . . ?
C10 C11 C12 O2 -6.8(3) . . . . ?
C15 C11 C12 O1 -7.1(3) . . . . ?
C10 C11 C12 O1 175.78(16) . . . . ?
C19 C13 C14 C16 0.3(3) . . . . ?
O1 C13 C14 C16 178.78(17) . . . . ?
C19 C13 C14 C15 179.88(19) . . . . ?
O1 C13 C14 C15 -1.7(3) . . . . ?
C12 C11 C15 C14 4.5(3) . . . . ?
C10 C11 C15 C14 -178.40(17) . . . . ?
C13 C14 C15 C11 0.0(3) . . . . ?
C16 C14 C15 C11 179.52(19) . . . . ?
C13 C14 C16 C17 -1.1(3) . . . . ?
C15 C14 C16 C17 179.4(2) . . . . ?
C14 C16 C17 C18 -0.1(3) . . . . ?
C16 C17 C18 N2 -177.3(2) . . . . ?
C16 C17 C18 C19 1.9(3) . . . . ?
O1 C13 C19 C18 -176.94(19) . . . . ?
C14 C13 C19 C18 1.6(3) . . . . ?
N2 C18 C19 C13 176.6(2) . . . . ?
C17 C18 C19 C13 -2.6(3) . . . . ?
C6 C1 N1 C26 -179.15(19) . . . . ?
C2 C1 N1 C26 1.5(3) . . . . ?
C6 C1 N1 C24 -2.6(3) . . . . ?
C2 C1 N1 C24 178.1(2) . . . . ?
C27 C26 N1 C1 83.7(3) . . . . ?
C27 C26 N1 C24 -93.0(3) . . . . ?
C25 C24 N1 C1 -77.4(3) . . . . ?
C25 C24 N1 C26 99.3(2) . . . . ?
C19 C18 N2 C22 -2.9(3) . . . . ?
C17 C18 N2 C22 176.4(2) . . . . ?
C19 C18 N2 C20 -173.0(2) . . . . ?
C17 C18 N2 C20 6.2(3) . . . . ?
C23 C22 N2 C18 90.0(3) . . . . ?
C23 C22 N2 C20 -99.4(3) . . . . ?
C21 C20 N2 C18 78.5(3) . . . . ?
C21 C20 N2 C22 -92.2(3) . . . . ?
C19 C13 O1 C12 177.21(19) . . . . ?
C14 C13 O1 C12 -1.3(3) . . . . ?
O2 C12 O1 C13 -172.07(19) . . . . ?
C11 C12 O1 C13 5.6(3) . . . . ?
C6 C5 O3 C9 -178.93(17) . . . . ?
C4 C5 O3 C9 1.7(3) . . . . ?
O4 C9 O3 C5 -179.63(17) . . . . ?
C8 C9 O3 C5 -1.5(3) . . . . ?

_refine_diff_density_max         0.327
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.047


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CHCl3'
_chemical_compound_source        synthetic
