# 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_aaa_a
_database_code_depnum_ccdc_archive 'CCDC 1889847'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H42 N6'
_chemical_formula_sum            'C42 H42 N6'
_chemical_formula_weight         630.81
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.9811(5)
_cell_length_b                   15.2986(7)
_cell_length_c                   23.0545(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.511(2)
_cell_angle_gamma                90
_cell_volume                     3449.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      26.262
_cell_measurement_theta_min      2.807
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1229 before and 0.0566 after correction.
The Ratio of minimum to maximum transmission is 0.9693.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.218
_exptl_crystal_size_min          0.197
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0742
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            59428
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.426
_diffrn_reflns_theta_min         2.770
_diffrn_ambient_temperature      300.73
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4082
_reflns_number_total             7013
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT INT V8 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT INT V8 (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         7013
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.0689
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+1.4814P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1187
_refine_ls_wR_factor_ref         0.1398
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C7(H7A,H7B), C9(H9A,H9B), C12(H12A,H12B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C16(H16), C18(H18), C34(H34), C33(H33), C36(H36), C27(H27),
 C42(H42), C20(H20), C29(H29), C41(H41), C32(H32), C38(H38), C31(H31), C24(H24),
  C40(H40), C30(H30), C22(H22), C39(H39), C23(H23), C21(H21)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C15(H15A,H15B,H15C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N3 N 0.44541(18) 0.84659(12) 0.81589(8) 0.0417(5) Uani 1 1 d . . . . .
N1 N 0.48991(18) 0.45875(12) 0.78910(8) 0.0402(5) Uani 1 1 d . . . . .
N5 N 0.7552(2) 0.69242(14) 0.60468(9) 0.0516(5) Uani 1 1 d . . . . .
N2 N 0.4410(2) 0.38115(13) 0.80227(9) 0.0514(5) Uani 1 1 d . . . . .
C2 C 0.4201(2) 0.65393(15) 0.74272(9) 0.0346(5) Uani 1 1 d . . . . .
N6 N 0.8605(2) 0.66304(15) 0.58160(11) 0.0633(6) Uani 1 1 d . . . . .
N4 N 0.4283(2) 0.93087(13) 0.82860(9) 0.0605(6) Uani 1 1 d . . . . .
C3 C 0.4646(2) 0.73954(14) 0.73783(9) 0.0355(5) Uani 1 1 d . . . . .
C1 C 0.4910(2) 0.58528(14) 0.72279(9) 0.0361(5) Uani 1 1 d . . . . .
C26 C 0.5520(2) 0.86142(15) 0.90821(10) 0.0402(6) Uani 1 1 d . . . . .
C6 C 0.6059(2) 0.60086(15) 0.69790(9) 0.0414(6) Uani 1 1 d . . . . .
C4 C 0.5816(2) 0.75673(15) 0.71488(9) 0.0409(6) Uani 1 1 d . . . . .
C28 C 0.6315(2) 0.84459(18) 0.96782(10) 0.0455(6) Uani 1 1 d . . . . .
C17 C 0.5780(2) 0.43952(15) 0.88343(10) 0.0424(6) Uani 1 1 d . . . . .
C25 C 0.5182(2) 0.80372(15) 0.86224(10) 0.0433(6) Uani 1 1 d . . . . .
H25 H 0.541749 0.744853 0.863084 0.052 Uiso 1 1 calc R . . . .
C5 C 0.6507(2) 0.68721(17) 0.69394(9) 0.0428(6) Uani 1 1 d . . . . .
C16 C 0.5716(2) 0.49474(15) 0.83605(10) 0.0454(6) Uani 1 1 d . . . . .
H16 H 0.616530 0.548082 0.836516 0.054 Uiso 1 1 calc R . . . .
C19 C 0.6514(3) 0.44991(16) 0.94482(10) 0.0481(6) Uani 1 1 d . . . . .
C8 C 0.3854(2) 0.81456(15) 0.75676(10) 0.0450(6) Uani 1 1 d . . . . .
H8A H 0.382001 0.862021 0.728608 0.054 Uiso 1 1 calc R . . . .
H8B H 0.292309 0.795784 0.756134 0.054 Uiso 1 1 calc R . . . .
C10 C 0.2964(2) 0.63551(15) 0.76990(10) 0.0456(6) Uani 1 1 d . . . . .
H10A H 0.293750 0.677960 0.800904 0.055 Uiso 1 1 calc R . . . .
H10B H 0.306402 0.578055 0.788042 0.055 Uiso 1 1 calc R . . . .
C7 C 0.4434(3) 0.49273(15) 0.72890(9) 0.0467(6) Uani 1 1 d . . . . .
H7A H 0.344341 0.490966 0.718939 0.056 Uiso 1 1 calc R . . . .
H7B H 0.477985 0.455508 0.701142 0.056 Uiso 1 1 calc R . . . .
C35 C 0.6816(2) 0.70097(16) 0.50837(11) 0.0487(6) Uani 1 1 d . . . . .
C18 C 0.4947(3) 0.37027(16) 0.85939(11) 0.0524(7) Uani 1 1 d . . . . .
H18 H 0.478261 0.321490 0.881026 0.063 Uiso 1 1 calc R . . . .
C37 C 0.5995(3) 0.71820(17) 0.44967(11) 0.0522(7) Uani 1 1 d . . . . .
C34 C 0.6486(2) 0.71542(18) 0.56237(11) 0.0530(7) Uani 1 1 d . . . . .
H34 H 0.565830 0.737528 0.568652 0.064 Uiso 1 1 calc R . . . .
C33 C 0.6546(3) 0.7611(2) 0.98952(11) 0.0603(7) Uani 1 1 d . . . . .
H33 H 0.620208 0.714059 0.965581 0.072 Uiso 1 1 calc R . . . .
C9 C 0.7767(2) 0.7047(2) 0.66841(11) 0.0610(7) Uani 1 1 d . . . . .
H9A H 0.806500 0.764337 0.677732 0.073 Uiso 1 1 calc R . . . .
H9B H 0.849434 0.666110 0.687364 0.073 Uiso 1 1 calc R . . . .
C36 C 0.8141(3) 0.66835(19) 0.52365(13) 0.0636(8) Uani 1 1 d . . . . .
H36 H 0.865246 0.651829 0.495878 0.076 Uiso 1 1 calc R . . . .
C27 C 0.4939(3) 0.93895(17) 0.88441(11) 0.0589(7) Uani 1 1 d . . . . .
H27 H 0.500202 0.991257 0.905330 0.071 Uiso 1 1 calc R . . . .
C11 C 0.1611(2) 0.63900(17) 0.72512(12) 0.0585(7) Uani 1 1 d . . . . .
H11A H 0.163717 0.598261 0.693701 0.088 Uiso 1 1 calc GR . . . .
H11B H 0.147062 0.696966 0.709108 0.088 Uiso 1 1 calc GR . . . .
H11C H 0.087463 0.623975 0.744439 0.088 Uiso 1 1 calc GR . . . .
C12 C 0.6311(3) 0.85065(17) 0.71444(11) 0.0599(7) Uani 1 1 d . . . . .
H12A H 0.604506 0.882027 0.746916 0.072 Uiso 1 1 calc R . . . .
H12B H 0.730190 0.850787 0.721102 0.072 Uiso 1 1 calc R . . . .
C14 C 0.6809(3) 0.52524(18) 0.67647(13) 0.0670(8) Uani 1 1 d . . . . .
H14A H 0.683040 0.476796 0.703783 0.080 Uiso 1 1 calc R . . . .
H14B H 0.774675 0.542792 0.677319 0.080 Uiso 1 1 calc R . . . .
C42 C 0.6458(3) 0.69891(18) 0.39837(12) 0.0668(8) Uani 1 1 d . . . . .
H42 H 0.730938 0.672697 0.401130 0.080 Uiso 1 1 calc R . . . .
C20 C 0.7614(3) 0.5045(2) 0.96048(13) 0.0742(9) Uani 1 1 d . . . . .
H20 H 0.791063 0.537077 0.931416 0.089 Uiso 1 1 calc R . . . .
C29 C 0.6843(3) 0.9127(2) 1.00464(12) 0.0698(8) Uani 1 1 d . . . . .
H29 H 0.670840 0.970004 0.991240 0.084 Uiso 1 1 calc R . . . .
C41 C 0.5683(4) 0.7178(2) 0.34320(13) 0.0785(10) Uani 1 1 d . . . . .
H41 H 0.602061 0.704823 0.309416 0.094 Uiso 1 1 calc R . . . .
C32 C 0.7276(3) 0.7455(2) 1.04600(12) 0.0766(9) Uani 1 1 d . . . . .
H32 H 0.741633 0.688427 1.059857 0.092 Uiso 1 1 calc R . . . .
C38 C 0.4724(3) 0.7555(2) 0.44269(12) 0.0810(10) Uani 1 1 d . . . . .
H38 H 0.437727 0.768975 0.476167 0.097 Uiso 1 1 calc R . . . .
C15 C 0.6184(3) 0.4937(2) 0.61449(13) 0.0804(9) Uani 1 1 d . . . . .
H15A H 0.620858 0.540152 0.586685 0.121 Uiso 1 1 calc GR . . . .
H15B H 0.525377 0.476447 0.613020 0.121 Uiso 1 1 calc GR . . . .
H15C H 0.669626 0.444744 0.604590 0.121 Uiso 1 1 calc GR . . . .
C31 C 0.7789(3) 0.8137(3) 1.08132(13) 0.0875(11) Uani 1 1 d . . . . .
H31 H 0.829027 0.803443 1.119250 0.105 Uiso 1 1 calc R . . . .
C24 C 0.6117(3) 0.4036(2) 0.98966(12) 0.0807(9) Uani 1 1 d . . . . .
H24 H 0.537495 0.365805 0.980443 0.097 Uiso 1 1 calc R . . . .
C13 C 0.5753(3) 0.8984(2) 0.65727(13) 0.0875(10) Uani 1 1 d . . . . .
H13A H 0.613632 0.873780 0.625918 0.131 Uiso 1 1 calc GR . . . .
H13B H 0.599300 0.959180 0.661764 0.131 Uiso 1 1 calc GR . . . .
H13C H 0.477595 0.892691 0.647867 0.131 Uiso 1 1 calc GR . . . .
C40 C 0.4427(4) 0.7553(2) 0.33790(14) 0.0901(11) Uani 1 1 d . . . . .
H40 H 0.390657 0.768269 0.300758 0.108 Uiso 1 1 calc R . . . .
C30 C 0.7569(3) 0.8966(3) 1.06119(14) 0.0916(11) Uani 1 1 d . . . . .
H30 H 0.790991 0.943218 1.085651 0.110 Uiso 1 1 calc R . . . .
C22 C 0.7860(4) 0.4652(3) 1.06212(15) 0.0942(11) Uani 1 1 d . . . . .
H22 H 0.830902 0.470440 1.101387 0.113 Uiso 1 1 calc R . . . .
C39 C 0.3947(3) 0.7736(3) 0.38777(14) 0.0996(12) Uani 1 1 d . . . . .
H39 H 0.308535 0.798442 0.384686 0.120 Uiso 1 1 calc R . . . .
C23 C 0.6780(4) 0.4113(2) 1.04742(14) 0.0982(12) Uani 1 1 d . . . . .
H23 H 0.648168 0.379163 1.076667 0.118 Uiso 1 1 calc R . . . .
C21 C 0.8291(4) 0.5120(3) 1.01882(15) 0.0960(11) Uani 1 1 d . . . . .
H21 H 0.904150 0.549013 1.028557 0.115 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
N3 N4 1.341(2) . ?
N3 C25 1.338(3) . ?
N3 C8 1.460(3) . ?
N1 N2 1.341(2) . ?
N1 C16 1.337(3) . ?
N1 C7 1.468(3) . ?
N5 N6 1.346(3) . ?
N5 C34 1.339(3) . ?
N5 C9 1.454(3) . ?
N2 C18 1.329(3) . ?
C2 C3 1.395(3) . ?
C2 C1 1.394(3) . ?
C2 C10 1.519(3) . ?
N6 C36 1.326(3) . ?
N4 C27 1.328(3) . ?
C3 C4 1.400(3) . ?
C3 C8 1.507(3) . ?
C1 C6 1.401(3) . ?
C1 C7 1.509(3) . ?
C26 C28 1.466(3) . ?
C26 C25 1.369(3) . ?
C26 C27 1.385(3) . ?
C6 C5 1.403(3) . ?
C6 C14 1.514(3) . ?
C4 C5 1.404(3) . ?
C4 C12 1.520(3) . ?
C28 C33 1.374(4) . ?
C28 C29 1.381(3) . ?
C17 C16 1.372(3) . ?
C17 C19 1.467(3) . ?
C17 C18 1.392(3) . ?
C25 H25 0.9300 . ?
C5 C9 1.515(3) . ?
C16 H16 0.9300 . ?
C19 C20 1.369(4) . ?
C19 C24 1.375(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.529(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C35 C37 1.460(3) . ?
C35 C34 1.368(3) . ?
C35 C36 1.391(3) . ?
C18 H18 0.9300 . ?
C37 C42 1.385(3) . ?
C37 C38 1.370(4) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C33 C32 1.380(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C36 H36 0.9300 . ?
C27 H27 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.513(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.519(4) . ?
C42 H42 0.9300 . ?
C42 C41 1.381(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.384(4) . ?
C29 H29 0.9300 . ?
C29 C30 1.381(4) . ?
C41 H41 0.9300 . ?
C41 C40 1.361(4) . ?
C32 H32 0.9300 . ?
C32 C31 1.360(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.375(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C31 H31 0.9300 . ?
C31 C30 1.354(5) . ?
C24 H24 0.9300 . ?
C24 C23 1.369(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C40 H40 0.9300 . ?
C40 C39 1.360(4) . ?
C30 H30 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.345(5) . ?
C22 C21 1.366(5) . ?
C39 H39 0.9300 . ?
C23 H23 0.9300 . ?
C21 H21 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
N4 N3 C8 118.72(18) . . ?
C25 N3 N4 111.68(18) . . ?
C25 N3 C8 129.60(19) . . ?
N2 N1 C7 117.83(18) . . ?
C16 N1 N2 111.84(18) . . ?
C16 N1 C7 130.26(19) . . ?
N6 N5 C9 118.2(2) . . ?
C34 N5 N6 111.68(19) . . ?
C34 N5 C9 129.6(2) . . ?
C18 N2 N1 104.02(19) . . ?
C3 C2 C10 120.4(2) . . ?
C1 C2 C3 119.34(19) . . ?
C1 C2 C10 120.3(2) . . ?
C36 N6 N5 103.6(2) . . ?
C27 N4 N3 103.97(19) . . ?
C2 C3 C4 120.7(2) . . ?
C2 C3 C8 119.9(2) . . ?
C4 C3 C8 119.5(2) . . ?
C2 C1 C6 121.2(2) . . ?
C2 C1 C7 119.1(2) . . ?
C6 C1 C7 119.8(2) . . ?
C25 C26 C28 128.0(2) . . ?
C25 C26 C27 103.1(2) . . ?
C27 C26 C28 128.9(2) . . ?
C1 C6 C5 119.0(2) . . ?
C1 C6 C14 120.2(2) . . ?
C5 C6 C14 120.9(2) . . ?
C3 C4 C5 119.4(2) . . ?
C3 C4 C12 118.5(2) . . ?
C5 C4 C12 122.1(2) . . ?
C33 C28 C26 121.6(2) . . ?
C33 C28 C29 117.5(2) . . ?
C29 C28 C26 120.8(2) . . ?
C16 C17 C19 129.5(2) . . ?
C16 C17 C18 102.9(2) . . ?
C18 C17 C19 127.6(2) . . ?
N3 C25 C26 108.2(2) . . ?
N3 C25 H25 125.9 . . ?
C26 C25 H25 125.9 . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 C9 119.5(2) . . ?
C4 C5 C9 120.1(2) . . ?
N1 C16 C17 108.3(2) . . ?
N1 C16 H16 125.8 . . ?
C17 C16 H16 125.8 . . ?
C20 C19 C17 122.7(2) . . ?
C20 C19 C24 116.9(3) . . ?
C24 C19 C17 120.4(2) . . ?
N3 C8 C3 112.65(17) . . ?
N3 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
C3 C8 H8A 109.1 . . ?
C3 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C2 C10 H10A 108.9 . . ?
C2 C10 H10B 108.9 . . ?
C2 C10 C11 113.37(19) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
N1 C7 C1 112.00(18) . . ?
N1 C7 H7A 109.2 . . ?
N1 C7 H7B 109.2 . . ?
C1 C7 H7A 109.2 . . ?
C1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C34 C35 C37 128.4(2) . . ?
C34 C35 C36 102.5(2) . . ?
C36 C35 C37 129.0(2) . . ?
N2 C18 C17 112.9(2) . . ?
N2 C18 H18 123.5 . . ?
C17 C18 H18 123.5 . . ?
C42 C37 C35 122.1(3) . . ?
C38 C37 C35 121.3(2) . . ?
C38 C37 C42 116.6(3) . . ?
N5 C34 C35 108.6(2) . . ?
N5 C34 H34 125.7 . . ?
C35 C34 H34 125.7 . . ?
C28 C33 H33 119.2 . . ?
C28 C33 C32 121.6(3) . . ?
C32 C33 H33 119.2 . . ?
N5 C9 C5 113.78(19) . . ?
N5 C9 H9A 108.8 . . ?
N5 C9 H9B 108.8 . . ?
C5 C9 H9A 108.8 . . ?
C5 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
N6 C36 C35 113.6(2) . . ?
N6 C36 H36 123.2 . . ?
C35 C36 H36 123.2 . . ?
N4 C27 C26 113.0(2) . . ?
N4 C27 H27 123.5 . . ?
C26 C27 H27 123.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 H12A 108.9 . . ?
C4 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C4 113.5(2) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
C6 C14 H14A 108.7 . . ?
C6 C14 H14B 108.7 . . ?
C6 C14 C15 114.4(2) . . ?
H14A C14 H14B 107.6 . . ?
C15 C14 H14A 108.7 . . ?
C15 C14 H14B 108.7 . . ?
C37 C42 H42 119.3 . . ?
C41 C42 C37 121.4(3) . . ?
C41 C42 H42 119.3 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.2(3) . . ?
C21 C20 H20 119.4 . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.7(3) . . ?
C30 C29 H29 119.7 . . ?
C42 C41 H41 119.7 . . ?
C40 C41 C42 120.5(3) . . ?
C40 C41 H41 119.7 . . ?
C33 C32 H32 120.1 . . ?
C31 C32 C33 119.8(3) . . ?
C31 C32 H32 120.1 . . ?
C37 C38 H38 119.0 . . ?
C37 C38 C39 122.1(3) . . ?
C39 C38 H38 119.0 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C32 C31 H31 120.1 . . ?
C30 C31 C32 119.9(3) . . ?
C30 C31 H31 120.1 . . ?
C19 C24 H24 119.0 . . ?
C23 C24 C19 122.1(3) . . ?
C23 C24 H24 119.0 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C41 C40 H40 120.5 . . ?
C39 C40 C41 119.0(3) . . ?
C39 C40 H40 120.5 . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.6(3) . . ?
C31 C30 H30 119.7 . . ?
C23 C22 H22 120.3 . . ?
C23 C22 C21 119.4(3) . . ?
C21 C22 H22 120.3 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.5(3) . . ?
C40 C39 H39 119.7 . . ?
C24 C23 H23 119.8 . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2, hexane'
####################################################################### 
# 
# 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_sk239_0m
_database_code_depnum_ccdc_archive 'CCDC 1889851'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '3.5(C6 H3 N3 O7), C42 H41 N6'
_chemical_formula_sum            'C63 H51.50 N16.50 O24.50'
_chemical_formula_weight         1431.70
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   20.8248(9)
_cell_length_b                   14.9586(7)
_cell_length_c                   22.5799(11)
_cell_angle_alpha                90
_cell_angle_beta                 113.6630(10)
_cell_angle_gamma                90
_cell_volume                     6442.5(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      20.491
_cell_measurement_theta_min      2.896
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.7150
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            golden
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2964
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1508
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            133126
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        24.817
_diffrn_reflns_theta_max         24.817
_diffrn_reflns_theta_min         2.896
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest PHOTON 100'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5292
_reflns_number_total             11065
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.235
_refine_diff_density_min         -0.581
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     940
_refine_ls_number_reflns         11065
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2116
_refine_ls_R_factor_gt           0.1015
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1010P)²+15.7368P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2223
_refine_ls_wR_factor_ref         0.2780
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: H23A(0.5)
 Fixed U12: O23(0) N16(0) C61(0) C64(0)
 Fixed U23: O23(0) N16(0) C61(0) C64(0)
 Fixed Uiso: H7(0.108) H44(0.081) H48(0.089) H14(0.121) H50(0.067) H52(0.064)
 H21A(0.106) H56(0.06) H60(0.066) H23A(0.25) H62(0.081) H7A(0.064) H7B(0.064)
 H8A(0.065) H8B(0.065) H9A(0.062) H9B(0.062) H10(0.08) H11A(0.238) H11B(0.238)
 H11C(0.238) H12A(0.07) H12B(0.07) H13A(0.12) H13B(0.12) H13C(0.12) H14A(0.068)
 H14B(0.068) H15A(0.116) H15B(0.116) H15C(0.116) H16(0.063) H18(0.079)
 H20(0.083) H21(0.098) H22(0.108) H23(0.101) H24(0.083) H25(0.064) H27(0.072)
 H29(0.106) H30(0.132) H31(0.113) H32(0.125) H33(0.105) H34(0.056) H36(0.066)
 H38(0.09) H39(0.12) H40(0.112) H41(0.089) H42(0.071)
 Fixed X: H7(0.882359) H44(0.888702) H48(1.023537) H14(0.640381) H50(0.506025)
 H52(0.536789) H21A(0.712434) H56(0.635189) H60(0.75992) O23(1) H23A(1.016863)
 N16(1) C61(1) H62(0.916737) C64(1) H7A(0.65506) H7B(0.625226) H8A(0.818721)
 H8B(0.818006) H9A(0.616253) H9B(0.646931) H10(0.709626) H11A(0.837186)
 H11B(0.797133) H11C(0.807593) H12A(0.761539) H12B(0.729824) H13A(0.850431)
 H13B(0.834427) H13C(0.86615) H14A(0.626798) H14B(0.626255) H15A(0.532507)
 H15B(0.530945) H15C(0.511505) H16(0.75427) H18(0.81617) H20(0.91009)
 H21(0.994184) H22(0.996613) H23(0.915097) H24(0.829537) H25(0.662019)
 H27(0.692684) H29(0.575) H30(0.473397) H31(0.420819) H32(0.471497)
 H33(0.57483) H34(0.766817) H36(0.738885) H38(0.860595) H39(0.932724)
 H40(0.934963) H41(0.869677) H42(0.79625)
 Fixed Y: H7(0.700929) H44(1.033292) H48(0.885827) H14(0.118568) H50(0.216903)
 H52(-0.040181) H21A(0.72809) H56(1.02413) H60(1.002847) H23A(0.275377)
 H62(0.554288) H7A(0.596883) H7B(0.505353) H8A(0.591317) H8B(0.507314)
 H9A(0.261616) H9B(0.272093) H10(0.684343) H11A(0.62743) H11B(0.631529)
 H11C(0.718763) H12A(0.397688) H12B(0.307899) H13A(0.289176) H13B(0.281585)
 H13C(0.370065) H14A(0.290464) H14B(0.373821) H15A(0.353196) H15B(0.433764)
 H15C(0.337467) H16(0.401296) H18(0.613493) H20(0.537216) H21(0.455631)
 H22(0.302145) H23(0.230537) H24(0.310682) H25(0.507246) H27(0.757878)
 H29(0.760963) H30(0.757618) H31(0.624813) H32(0.49447) H33(0.497179)
 H34(0.221319) H36(-0.002435) H38(0.14974) H39(0.074199) H40(-0.078639) H41(-
 0.157479) H42(-0.081269)
 Fixed Z: H7(0.473572) H44(0.473933) H48(0.617484) H14(0.348991) H50(0.121627)
 H52(0.172817) H21A(0.671166) H56(0.567299) H60(0.755275) O23(0.75)
 H23A(0.787377) N16(0.75) C61(0.75) H62(0.664995) C64(0.75) H7A(0.578211)
 H7B(0.589825) H8A(0.467199) H8B(0.425237) H9A(0.454181) H9B(0.401576)
 H10(0.500405) H11A(0.567193) H11B(0.612932) H11C(0.579354) H12A(0.375005)
 H12B(0.387102) H13A(0.417737) H13B(0.479726) H13C(0.465655) H14A(0.54509)
 H14B(0.587031) H15A(0.456389) H15B(0.500192) H15C(0.514924) H16(0.669967)
 H18(0.782676) H20(0.85552) H21(0.935468) H22(0.928197) H23(0.839628)
 H24(0.75994) H25(0.327287) H27(0.290875) H29(0.212635) H30(0.122231)
 H31(0.082758) H32(0.129963) H33(0.220457) H34(0.571453) H36(0.470963)
 H38(0.656766) H39(0.747259) H40(0.747996) H41(0.656118) H42(0.564068)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   diffmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0452(4) 1.0453(5) 0.6349(3) 0.137(3) Uani 1 1 d . . . . .
O2 O 0.9682(4) 1.1229(5) 0.5591(4) 0.129(3) Uani 1 1 d . . . . .
O3 O 1.0319(5) 0.7265(6) 0.6272(4) 0.194(4) Uani 1 1 d . . . . .
O4 O 0.9579(5) 0.6594(5) 0.5566(4) 0.169(4) Uani 1 1 d . . . . .
O5 O 0.7934(4) 0.8538(5) 0.3631(4) 0.184(4) Uani 1 1 d . . . . .
O6 O 0.7934(4) 0.9860(5) 0.3798(3) 0.128(2) Uani 1 1 d . . . . .
O7 O 0.8564(2) 0.7446(3) 0.4628(2) 0.0719(13) Uani 1 1 d . . . . .
H7 H 0.882359 0.700929 0.473572 0.108 Uiso 1 1 calc GR . . . .
N7 N 0.9931(5) 1.0518(6) 0.5844(4) 0.101(3) Uani 1 1 d . . . . .
N8 N 0.9813(4) 0.7280(6) 0.5780(4) 0.090(2) Uani 1 1 d . . . . .
N9 N 0.8158(3) 0.9135(5) 0.3987(3) 0.0794(18) Uani 1 1 d . . . . .
C43 C 0.9603(4) 0.9699(5) 0.5510(4) 0.069(2) Uani 1 1 d . . . . .
C44 C 0.9043(4) 0.9775(5) 0.4923(3) 0.0671(19) Uani 1 1 d . . . . .
H44 H 0.888702 1.033292 0.473933 0.081 Uiso 1 1 calc R . . . .
C45 C 0.8721(3) 0.9013(4) 0.4617(3) 0.0565(17) Uani 1 1 d . . . . .
C46 C 0.8904(3) 0.8131(5) 0.4885(3) 0.0552(17) Uani 1 1 d . . . . .
C47 C 0.9520(3) 0.8119(5) 0.5479(3) 0.0600(18) Uani 1 1 d . . . . .
C48 C 0.9847(4) 0.8890(6) 0.5783(3) 0.074(2) Uani 1 1 d . . . . .
H48 H 1.023537 0.885827 0.617484 0.089 Uiso 1 1 calc R . . . .
O8 O 0.5880(3) 0.3229(3) 0.2814(3) 0.109(2) Uani 1 1 d . . . . .
O9 O 0.5715(5) 0.3397(4) 0.1838(3) 0.153(3) Uani 1 1 d . . . . .
O10 O 0.6268(3) -0.0147(3) 0.3500(3) 0.0832(15) Uani 1 1 d . . . . .
O11 O 0.6210(4) -0.0991(4) 0.2728(3) 0.137(3) Uani 1 1 d . . . . .
O12 O 0.4765(3) -0.0192(4) 0.0573(3) 0.116(2) Uani 1 1 d . . . . .
O13 O 0.4374(3) 0.1141(4) 0.0337(2) 0.0924(17) Uani 1 1 d . . . . .
O14 O 0.6342(3) 0.1605(3) 0.3239(2) 0.0809(15) Uani 1 1 d . . . . .
H14 H 0.640381 0.118568 0.348991 0.121 Uiso 1 1 calc GR . . . .
N10 N 0.5761(3) 0.2932(4) 0.2287(3) 0.0759(18) Uani 1 1 d . . . . .
N11 N 0.6108(3) -0.0268(3) 0.2936(3) 0.0659(16) Uani 1 1 d . . . . .
N12 N 0.4732(3) 0.0577(5) 0.0714(3) 0.0729(17) Uani 1 1 d . . . . .
C49 C 0.5648(3) 0.1979(4) 0.2159(3) 0.0523(16) Uani 1 1 d . . . . .
C50 C 0.5256(3) 0.1736(4) 0.1533(3) 0.0559(16) Uani 1 1 d . . . . .
H50 H 0.506025 0.216903 0.121627 0.067 Uiso 1 1 calc R . . . .
C51 C 0.5154(3) 0.0848(4) 0.1378(3) 0.0525(16) Uani 1 1 d . . . . .
C52 C 0.5437(3) 0.0199(4) 0.1841(3) 0.0536(16) Uani 1 1 d . . . . .
H52 H 0.536789 -0.040181 0.172817 0.064 Uiso 1 1 calc R . . . .
C53 C 0.5825(3) 0.0443(4) 0.2473(3) 0.0467(15) Uani 1 1 d . . . . .
C54 C 0.5955(3) 0.1356(4) 0.2674(3) 0.0507(15) Uani 1 1 d . . . . .
O15 O 0.7423(4) 1.1577(4) 0.7171(3) 0.122(2) Uani 1 1 d . . . . .
O16 O 0.6604(5) 1.1661(4) 0.6246(3) 0.144(3) Uani 1 1 d . . . . .
O17 O 0.8201(4) 0.8669(5) 0.8101(3) 0.158(3) Uani 1 1 d . . . . .
O18 O 0.7515(4) 0.7576(4) 0.7705(2) 0.132(3) Uani 1 1 d . . . . .
O19 O 0.5743(3) 0.8116(4) 0.5259(2) 0.0947(17) Uani 1 1 d . . . . .
O20 O 0.6495(3) 0.8700(5) 0.4950(3) 0.116(2) Uani 1 1 d . . . . .
O21 O 0.6910(3) 0.7562(3) 0.63784(19) 0.0704(13) Uani 1 1 d . . . . .
H21A H 0.712434 0.728090 0.671166 0.106 Uiso 1 1 calc GR . . . .
N13 N 0.6994(4) 1.1240(4) 0.6687(4) 0.0780(18) Uani 1 1 d . . . . .
N14 N 0.7710(4) 0.8323(5) 0.7674(3) 0.0808(19) Uani 1 1 d . . . . .
N15 N 0.6252(3) 0.8566(4) 0.5344(3) 0.0666(16) Uani 1 1 d . . . . .
C55 C 0.6977(3) 1.0262(4) 0.6626(3) 0.0529(16) Uani 1 1 d . . . . .
C56 C 0.6600(3) 0.9888(4) 0.6031(3) 0.0502(15) Uani 1 1 d . . . . .
H56 H 0.635189 1.024130 0.567299 0.060 Uiso 1 1 calc R . . . .
C57 C 0.6603(3) 0.8982(4) 0.5987(3) 0.0439(14) Uani 1 1 d . . . . .
C58 C 0.6947(3) 0.8413(4) 0.6508(3) 0.0453(14) Uani 1 1 d . . . . .
C59 C 0.7318(3) 0.8833(4) 0.7094(3) 0.0485(15) Uani 1 1 d . . . . .
C60 C 0.7341(3) 0.9759(4) 0.7157(3) 0.0551(16) Uani 1 1 d . . . . .
H60 H 0.759920 1.002847 0.755275 0.066 Uiso 1 1 calc R . . . .
O22 O 1.0540(5) 0.7023(5) 0.7833(4) 0.175(4) Uani 1 1 d . . . . .
O23 O 1.000000 0.2936(7) 0.750000 0.166(5) Uani 1 2 d S T P . .
H23A H 1.016863 0.275377 0.787377 0.250 Uiso 0.5 1 calc GR . . . .
O24 O 0.8665(4) 0.4266(7) 0.5982(4) 0.159(4) Uani 1 1 d . . . . .
O25 O 0.8864(6) 0.3099(6) 0.6511(4) 0.196(5) Uani 1 1 d . . . . .
N16 N 1.000000 0.6654(7) 0.750000 0.110(4) Uani 1 2 d S T P . .
N17 N 0.8959(4) 0.3854(7) 0.6460(4) 0.102(2) Uani 1 1 d . . . . .
C61 C 1.000000 0.5674(6) 0.750000 0.070(3) Uani 1 2 d S T P . .
C62 C 0.9501(4) 0.5230(5) 0.6991(3) 0.0678(19) Uani 1 1 d . . . . .
H62 H 0.916737 0.554288 0.664995 0.081 Uiso 1 1 calc R . . . .
C63 C 0.9506(3) 0.4315(5) 0.6998(3) 0.0591(17) Uani 1 1 d . . . . .
C64 C 1.000000 0.3845(6) 0.750000 0.064(3) Uani 1 2 d S T P . .
N1 N 0.7232(3) 0.5302(3) 0.6557(2) 0.0490(12) Uani 1 1 d . . . . .
N2 N 0.7424(3) 0.6038(3) 0.6932(2) 0.0652(15) Uani 1 1 d . . . . .
N3 N 0.7397(3) 0.5944(3) 0.3782(2) 0.0500(12) Uani 1 1 d . . . . .
N4 N 0.7503(3) 0.6795(3) 0.3654(2) 0.0579(14) Uani 1 1 d . . . . .
N5 N 0.7074(2) 0.1959(3) 0.4768(2) 0.0433(12) Uani 1 1 d . . . . .
N6 N 0.6976(3) 0.1200(3) 0.4427(2) 0.0506(13) Uani 1 1 d . . . . .
C1 C 0.6882(3) 0.4906(3) 0.5396(2) 0.0414(14) Uani 1 1 d . . . . .
C2 C 0.7276(4) 0.5379(4) 0.5126(3) 0.0663(14) Uani 1 1 d . . . . .
C3 C 0.7487(3) 0.4960(3) 0.4684(2) 0.0413(14) Uani 1 1 d . . . . .
C4 C 0.7318(3) 0.4064(3) 0.4515(2) 0.0411(14) Uani 1 1 d . . . . .
C5 C 0.6889(3) 0.3617(3) 0.4755(2) 0.0406(14) Uani 1 1 d . . . . .
C6 C 0.6674(3) 0.4029(3) 0.5201(2) 0.0414(14) Uani 1 1 d . . . . .
C7 C 0.6668(3) 0.5348(4) 0.5899(3) 0.0537(16) Uani 1 1 d . . . . .
H7A H 0.655060 0.596883 0.578211 0.064 Uiso 1 1 calc R . . . .
H7B H 0.625226 0.505353 0.589825 0.064 Uiso 1 1 calc R . . . .
C8 C 0.7886(3) 0.5478(4) 0.4369(3) 0.0540(16) Uani 1 1 d . . . . .
H8A H 0.818721 0.591317 0.467199 0.065 Uiso 1 1 calc R . . . .
H8B H 0.818006 0.507314 0.425237 0.065 Uiso 1 1 calc R . . . .
C9 C 0.6591(3) 0.2714(3) 0.4478(3) 0.0518(16) Uani 1 1 d . . . . .
H9A H 0.616253 0.261616 0.454181 0.062 Uiso 1 1 calc R . . . .
H9B H 0.646931 0.272093 0.401576 0.062 Uiso 1 1 calc R . . . .
C10 C 0.7401(4) 0.6401(4) 0.5249(3) 0.0663(14) Uani 1 1 d . . . . .
H10 H 0.709626 0.684343 0.500405 0.080 Uiso 1 1 calc R . . . .
C11 C 0.7995(6) 0.6555(8) 0.5744(6) 0.159(5) Uani 1 1 d . . . . .
H11A H 0.837186 0.627430 0.567193 0.238 Uiso 1 1 calc GR . . . .
H11B H 0.797133 0.631529 0.612932 0.238 Uiso 1 1 calc GR . . . .
H11C H 0.807593 0.718763 0.579354 0.238 Uiso 1 1 calc GR . . . .
C12 C 0.7607(3) 0.3572(4) 0.4083(3) 0.0579(17) Uani 1 1 d . . . . .
H12A H 0.761539 0.397688 0.375005 0.070 Uiso 1 1 calc R . . . .
H12B H 0.729824 0.307899 0.387102 0.070 Uiso 1 1 calc R . . . .
C13 C 0.8349(4) 0.3211(5) 0.4464(3) 0.080(2) Uani 1 1 d . . . . .
H13A H 0.850431 0.289176 0.417737 0.120 Uiso 1 1 calc GR . . . .
H13B H 0.834427 0.281585 0.479726 0.120 Uiso 1 1 calc GR . . . .
H13C H 0.866150 0.370065 0.465655 0.120 Uiso 1 1 calc GR . . . .
C14 C 0.6175(3) 0.3542(4) 0.5435(3) 0.0569(17) Uani 1 1 d . . . . .
H14A H 0.626798 0.290464 0.545090 0.068 Uiso 1 1 calc R . . . .
H14B H 0.626255 0.373821 0.587031 0.068 Uiso 1 1 calc R . . . .
C15 C 0.5411(3) 0.3712(5) 0.4997(4) 0.078(2) Uani 1 1 d . . . . .
H15A H 0.532507 0.353196 0.456389 0.116 Uiso 1 1 calc GR . . . .
H15B H 0.530945 0.433764 0.500192 0.116 Uiso 1 1 calc GR . . . .
H15C H 0.511505 0.337467 0.514924 0.116 Uiso 1 1 calc GR . . . .
C16 C 0.7596(3) 0.4591(4) 0.6864(3) 0.0523(16) Uani 1 1 d . . . . .
H16 H 0.754270 0.401296 0.669967 0.063 Uiso 1 1 calc R . . . .
C17 C 0.8066(3) 0.4855(4) 0.7469(3) 0.0494(15) Uani 1 1 d . . . . .
C18 C 0.7927(4) 0.5762(4) 0.7476(3) 0.0654(19) Uani 1 1 d . . . . .
H18 H 0.816170 0.613493 0.782676 0.079 Uiso 1 1 calc R . . . .
C19 C 0.8604(3) 0.4335(4) 0.7985(3) 0.0549(16) Uani 1 1 d . . . . .
C20 C 0.9106(4) 0.4753(5) 0.8520(3) 0.0692(19) Uani 1 1 d . . . . .
H20 H 0.910090 0.537216 0.855520 0.083 Uiso 1 1 calc R . . . .
C21 C 0.9610(4) 0.4265(6) 0.9000(3) 0.082(2) Uani 1 1 d . . . . .
H21 H 0.994184 0.455631 0.935468 0.098 Uiso 1 1 calc R . . . .
C22 C 0.9626(5) 0.3350(6) 0.8957(4) 0.090(3) Uani 1 1 d . . . . .
H22 H 0.996613 0.302145 0.928197 0.108 Uiso 1 1 calc R . . . .
C23 C 0.9137(5) 0.2924(5) 0.8429(4) 0.084(2) Uani 1 1 d . . . . .
H23 H 0.915097 0.230537 0.839628 0.101 Uiso 1 1 calc R . . . .
C24 C 0.8628(4) 0.3405(4) 0.7950(3) 0.0689(19) Uani 1 1 d . . . . .
H24 H 0.829537 0.310682 0.759940 0.083 Uiso 1 1 calc R . . . .
C25 C 0.6806(3) 0.5644(4) 0.3301(3) 0.0531(16) Uani 1 1 d . . . . .
H25 H 0.662019 0.507246 0.327287 0.064 Uiso 1 1 calc R . . . .
C26 C 0.6521(3) 0.6320(4) 0.2857(3) 0.0468(15) Uani 1 1 d . . . . .
C27 C 0.6978(3) 0.7020(4) 0.3103(3) 0.0597(17) Uani 1 1 d . . . . .
H27 H 0.692684 0.757878 0.290875 0.072 Uiso 1 1 calc R . . . .
C28 C 0.5868(3) 0.6294(4) 0.2268(3) 0.0528(16) Uani 1 1 d . . . . .
C29 C 0.5546(4) 0.7061(5) 0.1962(4) 0.089(3) Uani 1 1 d . . . . .
H29 H 0.575000 0.760963 0.212635 0.106 Uiso 1 1 calc R . . . .
C30 C 0.4937(5) 0.7045(6) 0.1425(4) 0.110(3) Uani 1 1 d . . . . .
H30 H 0.473397 0.757618 0.122231 0.132 Uiso 1 1 calc R . . . .
C31 C 0.4631(4) 0.6258(7) 0.1189(4) 0.094(3) Uani 1 1 d . . . . .
H31 H 0.420819 0.624813 0.082758 0.113 Uiso 1 1 calc R . . . .
C32 C 0.4926(5) 0.5488(6) 0.1469(4) 0.105(3) Uani 1 1 d . . . . .
H32 H 0.471497 0.494470 0.129963 0.125 Uiso 1 1 calc R . . . .
C33 C 0.5545(4) 0.5507(5) 0.2010(3) 0.088(3) Uani 1 1 d . . . . .
H33 H 0.574830 0.497179 0.220457 0.105 Uiso 1 1 calc R . . . .
C34 C 0.7522(3) 0.1797(4) 0.5381(3) 0.0467(15) Uani 1 1 d . . . . .
H34 H 0.766817 0.221319 0.571453 0.056 Uiso 1 1 calc R . . . .
C35 C 0.7731(3) 0.0909(4) 0.5436(3) 0.0432(14) Uani 1 1 d . . . . .
C36 C 0.7366(3) 0.0567(4) 0.4827(3) 0.0551(16) Uani 1 1 d . . . . .
H36 H 0.738885 -0.002435 0.470963 0.066 Uiso 1 1 calc R . . . .
C37 C 0.8207(3) 0.0429(4) 0.6009(3) 0.0512(15) Uani 1 1 d . . . . .
C38 C 0.8619(3) 0.0876(5) 0.6561(3) 0.075(2) Uani 1 1 d . . . . .
H38 H 0.860595 0.149740 0.656766 0.090 Uiso 1 1 calc R . . . .
C39 C 0.9048(4) 0.0426(7) 0.7104(4) 0.100(3) Uani 1 1 d . . . . .
H39 H 0.932724 0.074199 0.747259 0.120 Uiso 1 1 calc R . . . .
C40 C 0.9067(4) -0.0483(7) 0.7106(4) 0.094(3) Uani 1 1 d . . . . .
H40 H 0.934963 -0.078639 0.747996 0.112 Uiso 1 1 calc R . . . .
C41 C 0.8673(4) -0.0954(5) 0.6563(4) 0.074(2) Uani 1 1 d . . . . .
H41 H 0.869677 -0.157479 0.656118 0.089 Uiso 1 1 calc R . . . .
C42 C 0.8236(3) -0.0496(4) 0.6010(3) 0.0593(17) Uani 1 1 d . . . . .
H42 H 0.796250 -0.081269 0.564068 0.071 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
O1 N7 1.223(10) . ?
O2 N7 1.220(10) . ?
O3 N8 1.185(8) . ?
O4 N8 1.155(9) . ?
O5 N9 1.167(8) . ?
O6 N9 1.190(7) . ?
O7 C46 1.247(7) . ?
N7 C43 1.456(10) . ?
N8 C47 1.442(10) . ?
N9 C45 1.447(9) . ?
C43 C44 1.375(9) . ?
C43 C48 1.361(10) . ?
C44 C45 1.362(9) . ?
C45 C46 1.438(9) . ?
C46 C47 1.436(8) . ?
C47 C48 1.374(9) . ?
O8 N10 1.200(7) . ?
O9 N10 1.201(7) . ?
O10 N11 1.193(6) . ?
O11 N11 1.231(7) . ?
O12 N12 1.205(7) . ?
O13 N12 1.218(7) . ?
O14 C54 1.261(6) . ?
N10 C49 1.454(8) . ?
N11 C53 1.442(8) . ?
N12 C51 1.458(8) . ?
C49 C50 1.367(8) . ?
C49 C54 1.426(8) . ?
C50 C51 1.367(8) . ?
C51 C52 1.374(8) . ?
C52 C53 1.377(8) . ?
C53 C54 1.430(8) . ?
O15 N13 1.209(8) . ?
O16 N13 1.184(8) . ?
O17 N14 1.205(8) . ?
O18 N14 1.201(8) . ?
O19 N15 1.203(7) . ?
O20 N15 1.204(7) . ?
O21 C58 1.301(6) . ?
N13 C55 1.468(8) . ?
N14 C59 1.450(8) . ?
N15 C57 1.475(7) . ?
C55 C56 1.374(8) . ?
C55 C60 1.358(8) . ?
C56 C57 1.360(8) . ?
C57 C58 1.395(7) . ?
C58 C59 1.386(8) . ?
C59 C60 1.392(8) . ?
O22 N16 1.207(7) . ?
O23 C64 1.360(12) . ?
O24 N17 1.178(10) . ?
O25 N17 1.161(10) . ?
N16 C61 1.466(13) . ?
N17 C63 1.464(9) . ?
C61 C62 1.372(8) . ?
C61 C62 1.372(8) 2_756 ?
C62 C63 1.368(9) . ?
C63 C64 1.378(7) . ?
N1 N2 1.348(6) . ?
N1 C7 1.481(7) . ?
N1 C16 1.328(7) . ?
N2 C18 1.320(7) . ?
N3 N4 1.343(6) . ?
N3 C8 1.482(7) . ?
N3 C25 1.350(7) . ?
N4 C27 1.328(7) . ?
N5 N6 1.341(6) . ?
N5 C9 1.479(7) . ?
N5 C34 1.344(7) . ?
N6 C36 1.336(7) . ?
C1 C2 1.396(8) . ?
C1 C6 1.395(7) . ?
C1 C7 1.527(8) . ?
C2 C3 1.390(8) . ?
C2 C10 1.556(9) . ?
C3 C4 1.398(7) . ?
C3 C8 1.509(8) . ?
C4 C5 1.390(7) . ?
C4 C12 1.525(8) . ?
C5 C6 1.399(7) . ?
C5 C9 1.514(7) . ?
C6 C14 1.527(8) . ?
C10 C11 1.312(12) . ?
C12 C13 1.533(9) . ?
C14 C15 1.522(9) . ?
C16 C17 1.381(8) . ?
C17 C18 1.389(8) . ?
C17 C19 1.473(8) . ?
C19 C20 1.389(9) . ?
C19 C24 1.396(9) . ?
C20 C21 1.377(9) . ?
C21 C22 1.373(11) . ?
C22 C23 1.374(11) . ?
C23 C24 1.376(9) . ?
C25 C26 1.379(8) . ?
C26 C27 1.373(8) . ?
C26 C28 1.472(8) . ?
C28 C29 1.369(9) . ?
C28 C33 1.365(9) . ?
C29 C30 1.357(10) . ?
C30 C31 1.343(11) . ?
C31 C32 1.340(11) . ?
C32 C33 1.374(10) . ?
C34 C35 1.387(7) . ?
C35 C36 1.375(8) . ?
C35 C37 1.464(8) . ?
C37 C38 1.371(9) . ?
C37 C42 1.385(8) . ?
C38 C39 1.370(10) . ?
C39 C40 1.360(12) . ?
C40 C41 1.366(11) . ?
C41 C42 1.394(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N7 C43 118.2(10) . . ?
O2 N7 O1 123.8(9) . . ?
O2 N7 C43 117.9(9) . . ?
O3 N8 C47 120.5(8) . . ?
O4 N8 O3 116.3(9) . . ?
O4 N8 C47 123.2(7) . . ?
O5 N9 O6 117.4(7) . . ?
O5 N9 C45 121.6(7) . . ?
O6 N9 C45 120.8(7) . . ?
C44 C43 N7 118.0(8) . . ?
C48 C43 N7 120.1(8) . . ?
C48 C43 C44 121.9(7) . . ?
C45 C44 C43 118.3(7) . . ?
C44 C45 N9 115.6(7) . . ?
C44 C45 C46 124.2(6) . . ?
C46 C45 N9 120.2(6) . . ?
O7 C46 C45 123.6(6) . . ?
O7 C46 C47 123.5(6) . . ?
C47 C46 C45 113.0(6) . . ?
C46 C47 N8 120.1(6) . . ?
C48 C47 N8 117.6(7) . . ?
C48 C47 C46 122.3(7) . . ?
C43 C48 C47 120.0(7) . . ?
O8 N10 O9 122.4(6) . . ?
O8 N10 C49 120.8(6) . . ?
O9 N10 C49 116.7(6) . . ?
O10 N11 O11 121.6(6) . . ?
O10 N11 C53 121.3(5) . . ?
O11 N11 C53 117.0(6) . . ?
O12 N12 O13 124.1(6) . . ?
O12 N12 C51 117.6(6) . . ?
O13 N12 C51 118.3(6) . . ?
C50 C49 N10 116.6(6) . . ?
C50 C49 C54 123.6(5) . . ?
C54 C49 N10 119.7(5) . . ?
C51 C50 C49 119.4(6) . . ?
C50 C51 N12 120.0(6) . . ?
C50 C51 C52 121.1(6) . . ?
C52 C51 N12 118.9(6) . . ?
C51 C52 C53 119.7(5) . . ?
C52 C53 N11 117.1(5) . . ?
C52 C53 C54 122.6(5) . . ?
C54 C53 N11 120.3(5) . . ?
O14 C54 C49 121.8(5) . . ?
O14 C54 C53 124.4(5) . . ?
C49 C54 C53 113.6(5) . . ?
O15 N13 C55 118.8(7) . . ?
O16 N13 O15 123.2(7) . . ?
O16 N13 C55 118.0(7) . . ?
O17 N14 C59 119.0(7) . . ?
O18 N14 O17 123.5(7) . . ?
O18 N14 C59 117.5(7) . . ?
O19 N15 O20 125.4(6) . . ?
O19 N15 C57 116.8(6) . . ?
O20 N15 C57 117.9(6) . . ?
C56 C55 N13 118.7(6) . . ?
C60 C55 N13 119.0(6) . . ?
C60 C55 C56 122.3(6) . . ?
C57 C56 C55 117.4(5) . . ?
C56 C57 N15 118.6(5) . . ?
C56 C57 C58 124.2(5) . . ?
C58 C57 N15 117.1(5) . . ?
O21 C58 C57 116.3(5) . . ?
O21 C58 C59 128.2(5) . . ?
C59 C58 C57 115.4(5) . . ?
C58 C59 N14 121.2(5) . . ?
C58 C59 C60 122.1(5) . . ?
C60 C59 N14 116.7(6) . . ?
C55 C60 C59 118.5(6) . . ?
O22 N16 O22 125.6(12) 2_756 . ?
O22 N16 C61 117.2(6) . . ?
O22 N16 C61 117.2(6) 2_756 . ?
O24 N17 C63 117.4(9) . . ?
O25 N17 O24 123.6(10) . . ?
O25 N17 C63 118.9(10) . . ?
C62 C61 N16 118.9(4) . . ?
C62 C61 N16 118.9(4) 2_756 . ?
C62 C61 C62 122.2(9) . 2_756 ?
C63 C62 C61 118.3(7) . . ?
C62 C63 N17 117.5(7) . . ?
C62 C63 C64 121.3(6) . . ?
C64 C63 N17 121.2(7) . . ?
O23 C64 C63 120.7(4) . . ?
O23 C64 C63 120.7(4) . 2_756 ?
C63 C64 C63 118.7(8) 2_756 . ?
N2 N1 C7 120.6(4) . . ?
C16 N1 N2 111.3(5) . . ?
C16 N1 C7 128.1(5) . . ?
C18 N2 N1 104.8(5) . . ?
N4 N3 C8 121.6(5) . . ?
N4 N3 C25 108.6(5) . . ?
C25 N3 C8 129.8(5) . . ?
C27 N4 N3 107.2(5) . . ?
N6 N5 C9 118.2(4) . . ?
N6 N5 C34 108.7(4) . . ?
C34 N5 C9 131.4(5) . . ?
C36 N6 N5 107.5(4) . . ?
C2 C1 C7 120.2(5) . . ?
C6 C1 C2 120.1(5) . . ?
C6 C1 C7 119.7(5) . . ?
C1 C2 C10 120.4(6) . . ?
C3 C2 C1 119.6(5) . . ?
C3 C2 C10 119.5(6) . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 C8 119.9(5) . . ?
C4 C3 C8 119.2(5) . . ?
C3 C4 C12 121.2(5) . . ?
C5 C4 C3 118.9(5) . . ?
C5 C4 C12 119.9(5) . . ?
C4 C5 C6 120.7(5) . . ?
C4 C5 C9 119.3(5) . . ?
C6 C5 C9 119.6(5) . . ?
C1 C6 C5 119.5(5) . . ?
C1 C6 C14 120.5(5) . . ?
C5 C6 C14 119.8(5) . . ?
N1 C7 C1 112.0(5) . . ?
N3 C8 C3 110.7(5) . . ?
N5 C9 C5 113.9(4) . . ?
C11 C10 C2 111.0(8) . . ?
C4 C12 C13 112.2(5) . . ?
C15 C14 C6 112.0(5) . . ?
N1 C16 C17 108.4(5) . . ?
C16 C17 C18 102.9(5) . . ?
C16 C17 C19 130.0(5) . . ?
C18 C17 C19 127.1(6) . . ?
N2 C18 C17 112.6(6) . . ?
C20 C19 C17 121.2(6) . . ?
C20 C19 C24 117.8(6) . . ?
C24 C19 C17 121.0(6) . . ?
C21 C20 C19 121.0(7) . . ?
C22 C21 C20 120.3(8) . . ?
C21 C22 C23 119.5(8) . . ?
C22 C23 C24 120.6(8) . . ?
C23 C24 C19 120.7(7) . . ?
N3 C25 C26 109.1(5) . . ?
C25 C26 C28 127.4(5) . . ?
C27 C26 C25 103.9(5) . . ?
C27 C26 C28 128.7(5) . . ?
N4 C27 C26 111.2(5) . . ?
C29 C28 C26 121.5(6) . . ?
C33 C28 C26 121.8(6) . . ?
C33 C28 C29 116.7(6) . . ?
C30 C29 C28 122.0(7) . . ?
C31 C30 C29 119.6(8) . . ?
C32 C31 C30 120.8(7) . . ?
C31 C32 C33 119.3(8) . . ?
C28 C33 C32 121.6(7) . . ?
N5 C34 C35 109.1(5) . . ?
C34 C35 C37 128.7(5) . . ?
C36 C35 C34 103.9(5) . . ?
C36 C35 C37 127.4(5) . . ?
N6 C36 C35 110.7(5) . . ?
C38 C37 C35 121.3(6) . . ?
C38 C37 C42 118.3(6) . . ?
C42 C37 C35 120.4(6) . . ?
C37 C38 C39 121.3(8) . . ?
C40 C39 C38 120.1(8) . . ?
C39 C40 C41 120.4(7) . . ?
C40 C41 C42 119.4(7) . . ?
C37 C42 C41 120.4(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_sk247_0m_pl_sq
_database_code_depnum_ccdc_archive 'CCDC 1889850'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5497)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H27 I3 N6'
_chemical_formula_sum            'C24 H27 I3 N6'
_chemical_formula_weight         780.21
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.3404(4)
_cell_length_b                   14.3252(6)
_cell_length_c                   22.6650(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3032.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9504
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      24.908
_cell_measurement_theta_min      2.982
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.752
_exptl_absorpt_coefficient_mu    3.113
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.097
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.004
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0907
_diffrn_reflns_av_unetI/netI     0.0661
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            52505
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.123
_diffrn_reflns_theta_max         25.123
_diffrn_reflns_theta_min         2.983
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.765
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3583
_reflns_number_total             5389
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEx3'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.539
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.42(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0923
_refine_ls_R_factor_gt           0.0458
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0290P)²+4.4687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0747
_refine_ls_wR_factor_ref         0.0842
_refine_special_details          
'Refined as a 2-component inversion twin.,SQUEEZE'
_olex2_refinement_description    
;
1. Others
 Fixed Sof: I3(0.57) I3A(0.43)
 Fixed Uiso: H7A(0.062) H7B(0.062) H10A(0.062) H10B(0.062) H11A(0.108)
 H11B(0.108) H11C(0.108) H8A(0.054) H8B(0.054) H12A(0.045) H12B(0.045)
 H13A(0.07) H13B(0.07) H13C(0.07) H9A(0.053) H9B(0.053) H14A(0.058) H14B(0.058)
 H15A(0.102) H15B(0.102) H15C(0.102) H16(0.059) H18(0.073) H19(0.053)
 H21(0.073) H22(0.053) H24(0.09)
 Fixed X: H7A(0.188978) H7B(0.201188) H10A(0.105382) H10B(0.1169)
 H11A(0.360794) H11B(0.356875) H11C(0.277743) H8A(0.209084) H8B(0.226469)
 H12A(0.333609) H12B(0.331551) H13A(0.155482) H13B(0.074788) H13C(0.087809)
 H9A(0.216594) H9B(0.206709) H14A(0.108071) H14B(0.114456) H15A(0.359011)
 H15B(0.271264) H15C(0.352595) H16(-0.111683) H18(-0.245291) H19(0.525976)
 H21(0.651298) H22(0.522336) H24(0.645104)
 Fixed Y: H7A(0.554789) H7B(0.658858) H10A(0.785605) H10B(0.86625)
 H11A(0.882938) H11B(0.797368) H11C(0.890123) H8A(0.883295) H8B(0.907999)
 H12A(0.682375) H12B(0.787957) H13A(0.769321) H13B(0.786395) H13C(0.685027)
 H9A(0.476226) H9B(0.557392) H14A(0.470509) H14B(0.451076) H15A(0.419002)
 H15B(0.352524) H15C(0.438466) H16(0.619954) H18(0.617114) H19(0.78976)
 H21(1.006026) H22(0.57461) H24(0.466567)
 Fixed Z: H7A(-0.20814) H7B(-0.187195) H10A(-0.212756) H10B(-0.259327) H11A(-
 0.239752) H11B(-0.196664) H11C(-0.179818) H8A(-0.398399) H8B(-0.331395) H12A(-
 0.47462) H12B(-0.45617) H13A(-0.527828) H13B(-0.468148) H13C(-0.493654) H9A(-
 0.416661) H9B(-0.463061) H14A(-0.274589) H14B(-0.342442) H15A(-0.334943) H15B(-
 0.293578) H15C(-0.26693) H16(-0.279027) H18(-0.114405) H19(-0.328993) H21(-
 0.422969) H22(-0.371934) H24(-0.522133)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   diffmap
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
I1 I -0.44316(8) 0.62222(7) -0.23420(4) 0.0669(3) Uani 1 1 d . . . . .
I2 I 0.85661(9) 0.84871(7) -0.35967(4) 0.0747(3) Uani 1 1 d . . . . .
I3 I 0.8548(9) 0.5599(5) -0.4149(3) 0.0531(8) Uani 0.57 1 d . . P A 1
I3A I 0.8471(14) 0.5396(7) -0.4223(5) 0.110(4) Uani 0.43 1 d . . P A 2
N2 N -0.0448(10) 0.6173(8) -0.1446(4) 0.065(3) Uani 1 1 d . . . . .
N1 N -0.0021(8) 0.6187(7) -0.2016(4) 0.040(2) Uani 1 1 d . . . . .
N3 N 0.4153(9) 0.8892(6) -0.3726(4) 0.042(2) Uani 1 1 d . . . . .
N4 N 0.4506(11) 0.9643(7) -0.4057(4) 0.054(2) Uani 1 1 d . . . . .
N5 N 0.4115(9) 0.5257(6) -0.4409(4) 0.038(2) Uani 1 1 d . . . . .
N6 N 0.4454(13) 0.4899(7) -0.4937(4) 0.067(3) Uani 1 1 d . . . . .
C1 C 0.1842(9) 0.6476(8) -0.2775(4) 0.035(3) Uani 1 1 d . . . . .
C4 C 0.2499(9) 0.7024(7) -0.3921(4) 0.028(2) Uani 1 1 d . . . . .
C2 C 0.2007(10) 0.7424(8) -0.2900(4) 0.030(3) Uani 1 1 d . . . . .
C6 C 0.1968(10) 0.5802(7) -0.3208(5) 0.030(3) Uani 1 1 d . . . . .
C3 C 0.2358(9) 0.7659(7) -0.3466(5) 0.028(2) Uani 1 1 d . . . . .
C7 C 0.1523(12) 0.6174(9) -0.2144(5) 0.051(3) Uani 1 1 d . . . . .
H7A H 0.188978 0.554789 -0.208140 0.062 Uiso 1 1 calc R . . . .
H7B H 0.201188 0.658858 -0.187195 0.062 Uiso 1 1 calc R . . . .
C5 C 0.2338(9) 0.6049(7) -0.3791(4) 0.029(3) Uani 1 1 d . . . . .
C10 C 0.1676(13) 0.8139(7) -0.2420(5) 0.052(3) Uani 1 1 d . . . . .
H10A H 0.105382 0.785605 -0.212756 0.062 Uiso 1 1 calc R . . . .
H10B H 0.116900 0.866250 -0.259327 0.062 Uiso 1 1 calc R . . . .
C11 C 0.3034(12) 0.8494(10) -0.2117(5) 0.072(4) Uani 1 1 d . . . . .
H11A H 0.360794 0.882938 -0.239752 0.108 Uiso 1 1 calc GR . . . .
H11B H 0.356875 0.797368 -0.196664 0.108 Uiso 1 1 calc GR . . . .
H11C H 0.277743 0.890123 -0.179818 0.108 Uiso 1 1 calc GR . . . .
C8 C 0.2623(11) 0.8685(8) -0.3629(5) 0.045(3) Uani 1 1 d . . . . .
H8A H 0.209084 0.883295 -0.398399 0.054 Uiso 1 1 calc R . . . .
H8B H 0.226469 0.907999 -0.331395 0.054 Uiso 1 1 calc R . . . .
C12 C 0.2771(10) 0.7303(7) -0.4554(5) 0.038(3) Uani 1 1 d . . . . .
H12A H 0.333609 0.682375 -0.474620 0.045 Uiso 1 1 calc R . . . .
H12B H 0.331551 0.787957 -0.456170 0.045 Uiso 1 1 calc R . . . .
C13 C 0.1354(11) 0.7441(8) -0.4895(5) 0.047(3) Uani 1 1 d . . . . .
H13A H 0.155482 0.769321 -0.527828 0.070 Uiso 1 1 calc GR . . . .
H13B H 0.074788 0.786395 -0.468148 0.070 Uiso 1 1 calc GR . . . .
H13C H 0.087809 0.685027 -0.493654 0.070 Uiso 1 1 calc GR . . . .
C9 C 0.2563(11) 0.5362(8) -0.4279(5) 0.044(3) Uani 1 1 d . . . . .
H9A H 0.216594 0.476226 -0.416661 0.053 Uiso 1 1 calc R . . . .
H9B H 0.206709 0.557392 -0.463061 0.053 Uiso 1 1 calc R . . . .
C14 C 0.1681(12) 0.4759(7) -0.3093(5) 0.049(3) Uani 1 1 d . . . . .
H14A H 0.108071 0.470509 -0.274589 0.058 Uiso 1 1 calc R . . . .
H14B H 0.114456 0.451076 -0.342442 0.058 Uiso 1 1 calc R . . . .
C15 C 0.2998(13) 0.4160(8) -0.3004(6) 0.068(4) Uani 1 1 d . . . . .
H15A H 0.359011 0.419002 -0.334943 0.102 Uiso 1 1 calc GR . . . .
H15B H 0.271264 0.352524 -0.293578 0.102 Uiso 1 1 calc GR . . . .
H15C H 0.352595 0.438466 -0.266930 0.102 Uiso 1 1 calc GR . . . .
C16 C -0.1144(11) 0.6198(8) -0.2380(5) 0.049(3) Uani 1 1 d . . . . .
H16 H -0.111683 0.619954 -0.279027 0.059 Uiso 1 1 calc R . . . .
C17 C -0.2349(11) 0.6206(8) -0.2032(5) 0.039(3) Uani 1 1 d . . . . .
C18 C -0.1861(12) 0.6181(9) -0.1474(5) 0.061(4) Uani 1 1 d . . . . .
H18 H -0.245291 0.617114 -0.114405 0.073 Uiso 1 1 calc R . . . .
C19 C 0.5277(11) 0.8429(8) -0.3525(5) 0.044(3) Uani 1 1 d . . . . .
H19 H 0.525976 0.789760 -0.328993 0.053 Uiso 1 1 calc R . . . .
C20 C 0.6461(12) 0.8879(8) -0.3728(5) 0.045(3) Uani 1 1 d . . . . .
C21 C 0.5936(13) 0.9620(10) -0.4044(5) 0.061(4) Uani 1 1 d . . . . .
H21 H 0.651298 1.006026 -0.422969 0.073 Uiso 1 1 calc R . . . .
C22 C 0.5240(12) 0.5486(8) -0.4095(5) 0.044(3) Uani 1 1 d . . . . .
H22 H 0.522336 0.574610 -0.371934 0.053 Uiso 1 1 calc R . . . .
C23 C 0.6419(13) 0.5281(9) -0.4407(6) 0.053(3) Uani 1 1 d . . . . .
C24 C 0.5879(17) 0.4899(9) -0.4920(7) 0.075(4) Uani 1 1 d . . . . .
H24 H 0.645104 0.466567 -0.522133 0.090 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
I1 C17 2.068(10) . ?
I2 C20 2.066(12) . ?
I3 C23 2.122(16) . ?
I3A C23 1.969(18) . ?
N2 N1 1.353(11) . ?
N2 C18 1.322(13) . ?
N1 C7 1.471(12) . ?
N1 C16 1.334(12) . ?
N3 N4 1.352(12) . ?
N3 C8 1.477(12) . ?
N3 C19 1.322(13) . ?
N4 C21 1.336(14) . ?
N5 N6 1.341(11) . ?
N5 C9 1.487(13) . ?
N5 C22 1.310(12) . ?
N6 C24 1.331(16) . ?
C1 C2 1.397(14) . ?
C1 C6 1.382(13) . ?
C1 C7 1.524(14) . ?
C4 C3 1.381(13) . ?
C4 C5 1.435(13) . ?
C4 C12 1.511(14) . ?
C2 C3 1.365(13) . ?
C2 C10 1.526(13) . ?
C6 C5 1.411(13) . ?
C6 C14 1.539(14) . ?
C3 C8 1.535(15) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C5 C9 1.496(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.529(15) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.546(14) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.514(14) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.375(14) . ?
C17 C18 1.345(14) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.360(13) . ?
C20 C21 1.373(15) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.341(15) . ?
C23 C24 1.379(17) . ?
C24 H24 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
C18 N2 N1 104.4(9) . . ?
N2 N1 C7 118.4(8) . . ?
C16 N1 N2 111.0(8) . . ?
C16 N1 C7 130.5(9) . . ?
N4 N3 C8 118.6(9) . . ?
C19 N3 N4 113.4(9) . . ?
C19 N3 C8 128.0(10) . . ?
C21 N4 N3 102.2(10) . . ?
N6 N5 C9 116.5(9) . . ?
C22 N5 N6 113.0(9) . . ?
C22 N5 C9 130.5(9) . . ?
C24 N6 N5 102.1(11) . . ?
C2 C1 C7 119.3(10) . . ?
C6 C1 C2 121.7(9) . . ?
C6 C1 C7 119.0(10) . . ?
C3 C4 C5 118.6(9) . . ?
C3 C4 C12 123.4(9) . . ?
C5 C4 C12 118.0(9) . . ?
C1 C2 C10 119.0(9) . . ?
C3 C2 C1 117.2(9) . . ?
C3 C2 C10 123.6(10) . . ?
C1 C6 C5 120.7(9) . . ?
C1 C6 C14 122.9(9) . . ?
C5 C6 C14 116.4(9) . . ?
C4 C3 C8 115.8(9) . . ?
C2 C3 C4 124.1(9) . . ?
C2 C3 C8 120.0(9) . . ?
N1 C7 C1 111.9(9) . . ?
N1 C7 H7A 109.2 . . ?
N1 C7 H7B 109.2 . . ?
C1 C7 H7A 109.2 . . ?
C1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C4 C5 C9 118.3(9) . . ?
C6 C5 C4 117.5(9) . . ?
C6 C5 C9 124.2(10) . . ?
C2 C10 H10A 109.2 . . ?
C2 C10 H10B 109.2 . . ?
C2 C10 C11 112.0(10) . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C8 C3 112.6(9) . . ?
N3 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
C3 C8 H8A 109.1 . . ?
C3 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C4 C12 H12A 109.4 . . ?
C4 C12 H12B 109.4 . . ?
C4 C12 C13 111.4(8) . . ?
H12A C12 H12B 108.0 . . ?
C13 C12 H12A 109.4 . . ?
C13 C12 H12B 109.4 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C9 C5 110.5(9) . . ?
N5 C9 H9A 109.6 . . ?
N5 C9 H9B 109.6 . . ?
C5 C9 H9A 109.6 . . ?
C5 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C6 C14 H14A 108.4 . . ?
C6 C14 H14B 108.4 . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 C6 115.6(9) . . ?
C15 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16 126.6 . . ?
N1 C16 C17 106.8(9) . . ?
C17 C16 H16 126.6 . . ?
C16 C17 I1 125.1(8) . . ?
C18 C17 I1 129.7(8) . . ?
C18 C17 C16 105.2(10) . . ?
N2 C18 C17 112.6(10) . . ?
N2 C18 H18 123.7 . . ?
C17 C18 H18 123.7 . . ?
N3 C19 H19 126.5 . . ?
N3 C19 C20 107.0(10) . . ?
C20 C19 H19 126.5 . . ?
C19 C20 I2 126.7(9) . . ?
C19 C20 C21 104.6(11) . . ?
C21 C20 I2 128.7(9) . . ?
N4 C21 C20 112.8(10) . . ?
N4 C21 H21 123.6 . . ?
C20 C21 H21 123.6 . . ?
N5 C22 H22 125.7 . . ?
N5 C22 C23 108.5(10) . . ?
C23 C22 H22 125.7 . . ?
C22 C23 I3 125.2(10) . . ?
C22 C23 I3A 132.0(11) . . ?
C22 C23 C24 103.3(12) . . ?
C24 C23 I3 131.3(10) . . ?
C24 C23 I3A 124.6(11) . . ?
N6 C24 C23 113.0(12) . . ?
N6 C24 H24 123.5 . . ?
C23 C24 H24 123.5 . . ?

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
I1 C17 C18 N2 179.6(9) . . . . ?
I2 C20 C21 N4 177.3(8) . . . . ?
I3 C23 C24 N6 -173.4(9) . . . . ?
I3A C23 C24 N6 179.8(9) . . . . ?
N2 N1 C7 C1 -163.2(10) . . . . ?
N2 N1 C16 C17 1.0(13) . . . . ?
N1 N2 C18 C17 -0.4(16) . . . . ?
N1 C16 C17 I1 -179.8(8) . . . . ?
N1 C16 C17 C18 -1.2(13) . . . . ?
N3 N4 C21 C20 1.0(12) . . . . ?
N3 C19 C20 I2 -177.7(7) . . . . ?
N3 C19 C20 C21 0.8(12) . . . . ?
N4 N3 C8 C3 157.8(9) . . . . ?
N4 N3 C19 C20 -0.3(12) . . . . ?
N5 N6 C24 C23 -2.5(14) . . . . ?
N5 C22 C23 I3 174.9(8) . . . . ?
N5 C22 C23 I3A -178.3(9) . . . . ?
N5 C22 C23 C24 -1.2(14) . . . . ?
N6 N5 C9 C5 -160.3(9) . . . . ?
N6 N5 C22 C23 -0.3(14) . . . . ?
C1 C2 C3 C4 2.8(14) . . . . ?
C1 C2 C3 C8 -177.2(8) . . . . ?
C1 C2 C10 C11 100.1(11) . . . . ?
C1 C6 C5 C4 -3.3(13) . . . . ?
C1 C6 C5 C9 177.0(9) . . . . ?
C1 C6 C14 C15 -100.3(12) . . . . ?
C4 C3 C8 N3 -73.2(11) . . . . ?
C4 C5 C9 N5 75.2(11) . . . . ?
C2 C1 C6 C5 3.1(14) . . . . ?
C2 C1 C6 C14 -175.3(9) . . . . ?
C2 C1 C7 N1 86.7(12) . . . . ?
C2 C3 C8 N3 106.8(11) . . . . ?
C6 C1 C2 C3 -2.7(13) . . . . ?
C6 C1 C2 C10 172.6(9) . . . . ?
C6 C1 C7 N1 -93.6(12) . . . . ?
C6 C5 C9 N5 -105.1(11) . . . . ?
C3 C4 C5 C6 3.3(13) . . . . ?
C3 C4 C5 C9 -177.0(8) . . . . ?
C3 C4 C12 C13 -90.5(11) . . . . ?
C3 C2 C10 C11 -85.0(12) . . . . ?
C7 N1 C16 C17 180.0(12) . . . . ?
C7 C1 C2 C3 177.0(8) . . . . ?
C7 C1 C2 C10 -7.7(13) . . . . ?
C7 C1 C6 C5 -176.6(8) . . . . ?
C7 C1 C6 C14 5.0(14) . . . . ?
C5 C4 C3 C2 -3.2(14) . . . . ?
C5 C4 C3 C8 176.8(8) . . . . ?
C5 C4 C12 C13 87.6(11) . . . . ?
C5 C6 C14 C15 81.3(12) . . . . ?
C10 C2 C3 C4 -172.2(9) . . . . ?
C10 C2 C3 C8 7.8(14) . . . . ?
C8 N3 N4 C21 179.2(9) . . . . ?
C8 N3 C19 C20 -179.8(10) . . . . ?
C12 C4 C3 C2 174.9(9) . . . . ?
C12 C4 C3 C8 -5.1(13) . . . . ?
C12 C4 C5 C6 -174.9(8) . . . . ?
C12 C4 C5 C9 4.8(13) . . . . ?
C9 N5 N6 C24 179.7(10) . . . . ?
C9 N5 C22 C23 -177.9(10) . . . . ?
C14 C6 C5 C4 175.1(8) . . . . ?
C14 C6 C5 C9 -4.6(13) . . . . ?
C16 N1 C7 C1 17.8(19) . . . . ?
C16 C17 C18 N2 1.0(16) . . . . ?
C18 N2 N1 C7 -179.5(11) . . . . ?
C18 N2 N1 C16 -0.3(14) . . . . ?
C19 N3 N4 C21 -0.4(12) . . . . ?
C19 N3 C8 C3 -22.6(15) . . . . ?
C19 C20 C21 N4 -1.1(13) . . . . ?
C22 N5 N6 C24 1.7(13) . . . . ?
C22 N5 C9 C5 17.2(17) . . . . ?
C22 C23 C24 N6 2.4(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.58(5)
2 0.42(5)

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_sk216_0m
_database_code_depnum_ccdc_archive 'CCDC 1889849'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H39 N9 O6'
_chemical_formula_sum            'C42 H39 N9 O6'
_chemical_formula_weight         765.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.5556(9)
_cell_length_b                   28.763(2)
_cell_length_c                   12.7786(10)
_cell_angle_alpha                90
_cell_angle_beta                 116.596(2)
_cell_angle_gamma                90
_cell_volume                     3797.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9918
_cell_measurement_temperature    298
_cell_measurement_theta_max      25.40
_cell_measurement_theta_min      2.90
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6678
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0761 before and 0.0634 after correction. The Ratio of minimum to maximum transmission is 0.8959. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            gold
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Hexagonal
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.071
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1674
_diffrn_reflns_av_unetI/netI     0.1295
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            64897
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.123
_diffrn_reflns_theta_max         25.123
_diffrn_reflns_theta_min         2.898
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2892
_reflns_number_total             6770
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     517
_refine_ls_number_reflns         6770
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2302
_refine_ls_R_factor_gt           0.0932
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0758P)²+2.7994P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.2173
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C18(H18), C24(H24), C23(H23), C21(H21), C20(H20), C25(H25),
 C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C34(H34), C36(H36), C42(H42),
  C41(H41), C39(H39), C38(H38)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7226(7) 0.26358(18) -0.1749(4) 0.174(3) Uani 1 1 d . . . . .
O2 O 0.6685(5) 0.32903(16) -0.2547(4) 0.1234(17) Uani 1 1 d . . . . .
O3 O 0.3771(6) 0.2279(2) 1.1371(5) 0.160(2) Uani 1 1 d . . . . .
O4 O 0.3928(7) 0.28251(18) 1.2512(5) 0.176(3) Uani 1 1 d . . . . .
O5 O 0.9867(6) 0.71731(17) 0.3579(5) 0.142(2) Uani 1 1 d . . . . .
O6 O 0.9586(6) 0.77197(18) 0.4580(4) 0.140(2) Uani 1 1 d . . . . .
N1 N 0.7217(4) 0.37901(14) 0.4226(3) 0.0552(10) Uani 1 1 d . . . . .
N2 N 0.7458(4) 0.42221(15) 0.3991(4) 0.0728(13) Uani 1 1 d . . . . .
N7 N 0.6966(6) 0.3037(2) -0.1728(4) 0.0962(17) Uani 1 1 d . . . . .
N3 N 0.3436(4) 0.44085(14) 0.6717(3) 0.0566(10) Uani 1 1 d . . . . .
N4 N 0.2648(4) 0.46666(15) 0.7018(4) 0.0819(14) Uani 1 1 d . . . . .
N8 N 0.3791(6) 0.2693(2) 1.1578(5) 0.120(2) Uani 1 1 d . . . . .
N5 N 0.8818(3) 0.53579(13) 0.8242(3) 0.0529(10) Uani 1 1 d . . . . .
N6 N 0.8958(4) 0.56974(15) 0.9011(3) 0.0744(13) Uani 1 1 d . . . . .
N9 N 0.9672(5) 0.7312(2) 0.4384(5) 0.1002(17) Uani 1 1 d . . . . .
C1 C 0.6864(5) 0.40677(15) 0.5908(4) 0.0483(12) Uani 1 1 d . . . . .
C2 C 0.5565(5) 0.41768(15) 0.5545(4) 0.0512(12) Uani 1 1 d . . . . .
C3 C 0.5217(4) 0.45041(15) 0.6160(4) 0.0456(11) Uani 1 1 d . . . . .
C4 C 0.6167(5) 0.47436(14) 0.7101(4) 0.0453(12) Uani 1 1 d . . . . .
C5 C 0.7475(5) 0.46417(15) 0.7448(4) 0.0476(12) Uani 1 1 d . . . . .
C6 C 0.7829(4) 0.43005(16) 0.6857(4) 0.0487(12) Uani 1 1 d . . . . .
C7 C 0.7217(5) 0.36678(16) 0.5335(4) 0.0593(13) Uani 1 1 d . . . . .
H7A H 0.806988 0.355506 0.586971 0.071 Uiso 1 1 calc R . . . .
H7B H 0.660752 0.341606 0.519950 0.071 Uiso 1 1 calc R . . . .
C16 C 0.7062(5) 0.34933(17) 0.3370(4) 0.0589(13) Uani 1 1 d . . . . .
H16 H 0.689794 0.317646 0.336284 0.071 Uiso 1 1 calc R . . . .
C17 C 0.7185(4) 0.37366(16) 0.2508(4) 0.0526(12) Uani 1 1 d . . . . .
C18 C 0.7421(5) 0.41871(18) 0.2937(5) 0.0711(16) Uani 1 1 d . . . . .
H18 H 0.754134 0.443705 0.253460 0.085 Uiso 1 1 calc R . . . .
C19 C 0.7118(4) 0.35602(17) 0.1407(4) 0.0557(13) Uani 1 1 d . . . . .
C24 C 0.7071(5) 0.38494(17) 0.0533(4) 0.0734(16) Uani 1 1 d . . . . .
H24 H 0.707402 0.416923 0.064022 0.088 Uiso 1 1 calc R . . . .
C23 C 0.7020(5) 0.36833(19) -0.0490(4) 0.0746(16) Uani 1 1 d . . . . .
H23 H 0.697923 0.388609 -0.107191 0.090 Uiso 1 1 calc R . . . .
C22 C 0.7029(5) 0.3223(2) -0.0635(4) 0.0697(15) Uani 1 1 d . . . . .
C21 C 0.7086(6) 0.29147(19) 0.0200(5) 0.0899(19) Uani 1 1 d . . . . .
H21 H 0.709420 0.259600 0.008163 0.108 Uiso 1 1 calc R . . . .
C20 C 0.7131(6) 0.30869(19) 0.1218(4) 0.0815(17) Uani 1 1 d . . . . .
H20 H 0.717044 0.288112 0.179481 0.098 Uiso 1 1 calc R . . . .
C8 C 0.3800(5) 0.45903(16) 0.5831(4) 0.0588(13) Uani 1 1 d . . . . .
H8A H 0.363010 0.492188 0.574047 0.071 Uiso 1 1 calc R . . . .
H8B H 0.326991 0.444297 0.508474 0.071 Uiso 1 1 calc R . . . .
C25 C 0.3794(4) 0.40133(17) 0.7328(4) 0.0551(13) Uani 1 1 d . . . . .
H25 H 0.432254 0.378513 0.725360 0.066 Uiso 1 1 calc R . . . .
C26 C 0.3244(5) 0.40024(17) 0.8087(4) 0.0586(13) Uani 1 1 d . . . . .
C27 C 0.2553(5) 0.44177(19) 0.7847(5) 0.0790(17) Uani 1 1 d . . . . .
H27 H 0.207207 0.451084 0.823085 0.095 Uiso 1 1 calc R . . . .
C28 C 0.3377(4) 0.36572(17) 0.8969(4) 0.0579(13) Uani 1 1 d . . . . .
C29 C 0.3339(5) 0.37857(19) 1.0006(5) 0.0779(16) Uani 1 1 d . . . . .
H29 H 0.322028 0.409759 1.012498 0.093 Uiso 1 1 calc R . . . .
C30 C 0.3468(5) 0.3474(2) 1.0849(5) 0.0789(17) Uani 1 1 d . . . . .
H30 H 0.345353 0.357036 1.153738 0.095 Uiso 1 1 calc R . . . .
C31 C 0.3617(6) 0.3023(2) 1.0667(5) 0.0765(16) Uani 1 1 d . . . . .
C32 C 0.3655(6) 0.28727(18) 0.9666(5) 0.0909(19) Uani 1 1 d . . . . .
H32 H 0.375921 0.255861 0.955826 0.109 Uiso 1 1 calc R . . . .
C33 C 0.3537(5) 0.31916(18) 0.8823(5) 0.0765(16) Uani 1 1 d . . . . .
H33 H 0.356517 0.309105 0.814346 0.092 Uiso 1 1 calc R . . . .
C9 C 0.8526(5) 0.48895(16) 0.8500(4) 0.0593(13) Uani 1 1 d . . . . .
H9A H 0.825494 0.490862 0.911540 0.071 Uiso 1 1 calc R . . . .
H9B H 0.931050 0.470458 0.879268 0.071 Uiso 1 1 calc R . . . .
C34 C 0.8966(4) 0.55151(18) 0.7328(4) 0.0574(13) Uani 1 1 d . . . . .
H34 H 0.890491 0.533769 0.669663 0.069 Uiso 1 1 calc R . . . .
C35 C 0.9225(4) 0.59828(17) 0.7474(4) 0.0519(12) Uani 1 1 d . . . . .
C36 C 0.9197(5) 0.60722(18) 0.8540(5) 0.0732(16) Uani 1 1 d . . . . .
H36 H 0.933350 0.636528 0.888223 0.088 Uiso 1 1 calc R . . . .
C37 C 0.9376(4) 0.63210(16) 0.6684(4) 0.0526(12) Uani 1 1 d . . . . .
C42 C 0.9356(4) 0.61850(18) 0.5629(4) 0.0613(14) Uani 1 1 d . . . . .
H42 H 0.927869 0.587163 0.543040 0.074 Uiso 1 1 calc R . . . .
C41 C 0.9450(5) 0.6508(2) 0.4882(5) 0.0690(15) Uani 1 1 d . . . . .
H41 H 0.942604 0.641525 0.417501 0.083 Uiso 1 1 calc R . . . .
C40 C 0.9579(5) 0.6967(2) 0.5182(5) 0.0740(16) Uani 1 1 d . . . . .
C39 C 0.9599(5) 0.71140(19) 0.6211(5) 0.0807(17) Uani 1 1 d . . . . .
H39 H 0.967476 0.742842 0.639986 0.097 Uiso 1 1 calc R . . . .
C38 C 0.9504(5) 0.67894(17) 0.6957(4) 0.0676(15) Uani 1 1 d . . . . .
H38 H 0.952587 0.688654 0.765985 0.081 Uiso 1 1 calc R . . . .
C10 C 0.4530(5) 0.39405(17) 0.4432(4) 0.0674(15) Uani 1 1 d . . . . .
H10A H 0.382560 0.415640 0.402166 0.081 Uiso 1 1 calc R . . . .
H10B H 0.490825 0.385998 0.391480 0.081 Uiso 1 1 calc R . . . .
C11 C 0.4010(6) 0.35098(19) 0.4733(5) 0.0875(18) Uani 1 1 d . . . . .
H11A H 0.346465 0.334651 0.402785 0.131 Uiso 1 1 calc GR . . . .
H11B H 0.351635 0.359436 0.514059 0.131 Uiso 1 1 calc GR . . . .
H11C H 0.471648 0.331302 0.522365 0.131 Uiso 1 1 calc GR . . . .
C12 C 0.5809(5) 0.51198(14) 0.7748(4) 0.0541(13) Uani 1 1 d . . . . .
H12A H 0.496911 0.524544 0.722214 0.065 Uiso 1 1 calc R . . . .
H12B H 0.643406 0.537038 0.794689 0.065 Uiso 1 1 calc R . . . .
C13 C 0.5760(5) 0.49559(17) 0.8872(4) 0.0778(17) Uani 1 1 d . . . . .
H13A H 0.519684 0.469169 0.869997 0.117 Uiso 1 1 calc GR . . . .
H13B H 0.543962 0.520281 0.917624 0.117 Uiso 1 1 calc GR . . . .
H13C H 0.661449 0.487063 0.944346 0.117 Uiso 1 1 calc GR . . . .
C14 C 0.9240(5) 0.41798(18) 0.7244(5) 0.0710(15) Uani 1 1 d . . . . .
H14A H 0.976347 0.445325 0.759013 0.085 Uiso 1 1 calc R . . . .
H14B H 0.935408 0.409543 0.656140 0.085 Uiso 1 1 calc R . . . .
C15 C 0.9723(5) 0.3784(2) 0.8121(5) 0.0942(19) Uani 1 1 d . . . . .
H15A H 0.918841 0.351511 0.779799 0.141 Uiso 1 1 calc GR . . . .
H15B H 0.968456 0.387510 0.882801 0.141 Uiso 1 1 calc GR . . . .
H15C H 1.060055 0.371143 0.829292 0.141 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N7 1.196(5) . ?
O2 N7 1.195(5) . ?
O3 N8 1.219(6) . ?
O4 N8 1.193(6) . ?
O5 N9 1.215(6) . ?
O6 N9 1.213(6) . ?
N1 N2 1.337(5) . ?
N1 C7 1.460(5) . ?
N1 C16 1.334(5) . ?
N2 C18 1.332(5) . ?
N7 C22 1.465(6) . ?
N3 N4 1.357(5) . ?
N3 C8 1.469(5) . ?
N3 C25 1.336(5) . ?
N4 C27 1.324(6) . ?
N8 C31 1.445(7) . ?
N5 N6 1.343(5) . ?
N5 C9 1.462(5) . ?
N5 C34 1.333(5) . ?
N6 C36 1.323(6) . ?
N9 C40 1.461(7) . ?
C1 C2 1.393(6) . ?
C1 C6 1.397(6) . ?
C1 C7 1.515(6) . ?
C2 C3 1.396(6) . ?
C2 C10 1.546(6) . ?
C3 C4 1.394(6) . ?
C3 C8 1.518(6) . ?
C4 C5 1.402(6) . ?
C4 C12 1.527(5) . ?
C5 C6 1.407(6) . ?
C5 C9 1.526(6) . ?
C6 C14 1.517(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.366(6) . ?
C17 C18 1.386(6) . ?
C17 C19 1.465(6) . ?
C18 H18 0.9300 . ?
C19 C24 1.374(6) . ?
C19 C20 1.384(6) . ?
C24 H24 0.9300 . ?
C24 C23 1.367(6) . ?
C23 H23 0.9300 . ?
C23 C22 1.339(6) . ?
C22 C21 1.366(6) . ?
C21 H21 0.9300 . ?
C21 C20 1.371(6) . ?
C20 H20 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C25 H25 0.9300 . ?
C25 C26 1.378(6) . ?
C26 C27 1.393(6) . ?
C26 C28 1.458(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.395(6) . ?
C28 C33 1.376(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.357(7) . ?
C30 H30 0.9300 . ?
C30 C31 1.342(7) . ?
C31 C32 1.369(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.374(7) . ?
C33 H33 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C34 H34 0.9300 . ?
C34 C35 1.372(6) . ?
C35 C36 1.400(6) . ?
C35 C37 1.468(6) . ?
C36 H36 0.9300 . ?
C37 C42 1.393(6) . ?
C37 C38 1.383(6) . ?
C42 H42 0.9300 . ?
C42 C41 1.372(6) . ?
C41 H41 0.9300 . ?
C41 C40 1.362(7) . ?
C40 C39 1.372(7) . ?
C39 H39 0.9300 . ?
C39 C38 1.373(6) . ?
C38 H38 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.500(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.537(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.518(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
N2 N1 C7 122.2(4) . . ?
C16 N1 N2 112.1(4) . . ?
C16 N1 C7 125.6(4) . . ?
C18 N2 N1 104.0(4) . . ?
O1 N7 C22 117.9(5) . . ?
O2 N7 O1 122.7(5) . . ?
O2 N7 C22 119.4(5) . . ?
N4 N3 C8 118.9(4) . . ?
C25 N3 N4 111.8(4) . . ?
C25 N3 C8 129.3(4) . . ?
C27 N4 N3 103.8(4) . . ?
O3 N8 C31 119.0(6) . . ?
O4 N8 O3 120.6(6) . . ?
O4 N8 C31 120.4(6) . . ?
N6 N5 C9 118.0(4) . . ?
C34 N5 N6 112.0(4) . . ?
C34 N5 C9 130.1(4) . . ?
C36 N6 N5 103.9(4) . . ?
O5 N9 C40 117.9(6) . . ?
O6 N9 O5 123.8(6) . . ?
O6 N9 C40 118.3(6) . . ?
C2 C1 C6 120.3(4) . . ?
C2 C1 C7 119.5(4) . . ?
C6 C1 C7 120.0(4) . . ?
C1 C2 C3 120.2(4) . . ?
C1 C2 C10 118.8(4) . . ?
C3 C2 C10 121.0(4) . . ?
C2 C3 C8 120.1(4) . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 C8 119.6(4) . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 C12 121.2(4) . . ?
C5 C4 C12 119.4(4) . . ?
C4 C5 C6 120.5(4) . . ?
C4 C5 C9 120.1(4) . . ?
C6 C5 C9 119.4(4) . . ?
C1 C6 C5 119.3(4) . . ?
C1 C6 C14 119.8(4) . . ?
C5 C6 C14 120.9(4) . . ?
N1 C7 C1 113.8(4) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C1 C7 H7A 108.8 . . ?
C1 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N1 C16 H16 126.0 . . ?
N1 C16 C17 108.0(4) . . ?
C17 C16 H16 126.0 . . ?
C16 C17 C18 103.5(4) . . ?
C16 C17 C19 128.2(4) . . ?
C18 C17 C19 128.3(4) . . ?
N2 C18 C17 112.5(4) . . ?
N2 C18 H18 123.8 . . ?
C17 C18 H18 123.8 . . ?
C24 C19 C17 122.5(4) . . ?
C24 C19 C20 117.0(4) . . ?
C20 C19 C17 120.5(4) . . ?
C19 C24 H24 118.9 . . ?
C23 C24 C19 122.3(5) . . ?
C23 C24 H24 118.9 . . ?
C24 C23 H23 120.7 . . ?
C22 C23 C24 118.6(5) . . ?
C22 C23 H23 120.7 . . ?
C23 C22 N7 119.5(5) . . ?
C23 C22 C21 122.3(5) . . ?
C21 C22 N7 118.2(5) . . ?
C22 C21 H21 120.8 . . ?
C22 C21 C20 118.4(5) . . ?
C20 C21 H21 120.8 . . ?
C19 C20 H20 119.3 . . ?
C21 C20 C19 121.4(5) . . ?
C21 C20 H20 119.3 . . ?
N3 C8 C3 112.0(4) . . ?
N3 C8 H8A 109.2 . . ?
N3 C8 H8B 109.2 . . ?
C3 C8 H8A 109.2 . . ?
C3 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N3 C25 H25 125.9 . . ?
N3 C25 C26 108.1(4) . . ?
C26 C25 H25 125.9 . . ?
C25 C26 C27 103.0(4) . . ?
C25 C26 C28 129.6(5) . . ?
C27 C26 C28 127.3(5) . . ?
N4 C27 C26 113.3(5) . . ?
N4 C27 H27 123.4 . . ?
C26 C27 H27 123.4 . . ?
C29 C28 C26 121.1(5) . . ?
C33 C28 C26 122.2(4) . . ?
C33 C28 C29 116.7(5) . . ?
C28 C29 H29 118.7 . . ?
C30 C29 C28 122.6(5) . . ?
C30 C29 H29 118.7 . . ?
C29 C30 H30 120.7 . . ?
C31 C30 C29 118.6(5) . . ?
C31 C30 H30 120.7 . . ?
C30 C31 N8 118.5(5) . . ?
C30 C31 C32 121.8(5) . . ?
C32 C31 N8 119.6(6) . . ?
C31 C32 H32 120.4 . . ?
C31 C32 C33 119.2(5) . . ?
C33 C32 H32 120.4 . . ?
C28 C33 H33 119.5 . . ?
C32 C33 C28 121.0(5) . . ?
C32 C33 H33 119.5 . . ?
N5 C9 C5 113.9(4) . . ?
N5 C9 H9A 108.8 . . ?
N5 C9 H9B 108.8 . . ?
C5 C9 H9A 108.8 . . ?
C5 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
N5 C34 H34 125.7 . . ?
N5 C34 C35 108.6(4) . . ?
C35 C34 H34 125.7 . . ?
C34 C35 C36 102.4(4) . . ?
C34 C35 C37 129.9(4) . . ?
C36 C35 C37 127.5(5) . . ?
N6 C36 C35 113.2(4) . . ?
N6 C36 H36 123.4 . . ?
C35 C36 H36 123.4 . . ?
C42 C37 C35 121.6(4) . . ?
C38 C37 C35 120.3(4) . . ?
C38 C37 C42 118.1(4) . . ?
C37 C42 H42 119.6 . . ?
C41 C42 C37 120.7(5) . . ?
C41 C42 H42 119.6 . . ?
C42 C41 H41 120.3 . . ?
C40 C41 C42 119.5(5) . . ?
C40 C41 H41 120.3 . . ?
C41 C40 N9 119.6(6) . . ?
C41 C40 C39 121.5(5) . . ?
C39 C40 N9 118.9(6) . . ?
C40 C39 H39 120.6 . . ?
C40 C39 C38 118.9(5) . . ?
C38 C39 H39 120.6 . . ?
C37 C38 H38 119.3 . . ?
C39 C38 C37 121.3(5) . . ?
C39 C38 H38 119.3 . . ?
C2 C10 H10A 109.4 . . ?
C2 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 C2 111.2(4) . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 H12A 108.5 . . ?
C4 C12 H12B 108.5 . . ?
C4 C12 C13 114.9(4) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 108.9 . . ?
C6 C14 H14B 108.9 . . ?
C6 C14 C15 113.5(4) . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 H14A 108.9 . . ?
C15 C14 H14B 108.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_sk235_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 1889853'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H39 Cl3 N6, 3(C6 H3 N3 O7)'
_chemical_formula_sum            'C60 H48 Cl3 N15 O21'
_chemical_formula_weight         1421.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   13.3120(6)
_cell_length_b                   20.1594(9)
_cell_length_c                   14.3878(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.6820(10)
_cell_angle_gamma                90
_cell_volume                     3612.3(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9636
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.172
_cell_measurement_theta_min      2.888
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            61374
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.061
_diffrn_reflns_theta_max         25.061
_diffrn_reflns_theta_min         2.888
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4429
_reflns_number_total             6588
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.020
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     498
_refine_ls_number_reflns         6588
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0800
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1283P)²+3.6682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2277
_refine_ls_wR_factor_ref         0.2541
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Others
 Fixed Sof: H01A(0.5) H5A(0.5) H6A(0.25) H6B(0.5) H6C(0.5) H14A(0.5)
 Fixed U12: Cl1(0) N1(0) N2(0) C1(0) C01B(0) C4(0) C5(0) C6(0) C9(0) C10(0)
 C11(0) C12(0) C13(0) C14(0) C15(0) C16(0) C17(0) O8(0) O9(0) O10(0) O11(0)
 O12(0) O13(0) O14(0) N8(0) N9(0) N10(0) C33(0) C34(0) C35(0) C36(0) C37(0)
 C38(0)
 Fixed U23: Cl1(0) N1(0) N2(0) C1(0) C01B(0) C4(0) C5(0) C6(0) C9(0) C10(0)
 C11(0) C12(0) C13(0) C14(0) C15(0) C16(0) C17(0) O8(0) O9(0) O10(0) O11(0)
 O12(0) O13(0) O14(0) N8(0) N9(0) N10(0) C33(0) C34(0) C35(0) C36(0) C37(0)
 C38(0)
 Fixed Uiso: H00A(0.064) H00B(0.064) H01A(0.073) H5A(0.064) H6A(0.108)
 H6B(0.108) H6C(0.108) H7A(0.078) H7B(0.078) H8A(0.146) H8B(0.146) H8C(0.146)
 H9(0.075) H11(0.06) H13(0.146) H14(0.197) H15(0.111) H17(0.073) H18(0.059)
 H20(0.074) H22(0.082) H23(0.104) H24(0.102) H26(0.071) H7(0.116) H27(0.077)
 H29(0.078) H14A(0.309) H36(0.092) H38(0.069)
 Fixed X: H00A(0.790422) H00B(0.821602) H01A(0.597221) H5A(0.933704)
 H6A(0.844278) H6B(0.762609) H6C(0.762608) H7A(0.701098) H7B(0.765928)
 H8A(0.586672) H8B(0.613304) H8C(0.54843) H9(0.726932) H11(0.86466)
 H13(1.031003) H14(1.196887) H15(1.215354) H17(0.898203) H18(0.979054)
 H20(1.166711) H22(1.315896) H23(1.459411) H24(1.432947) H26(1.116685)
 H7(0.960323) H27(0.724363) H29(1.040664) H14A(0.277875) H36(0.552878)
 H38(0.250264)
 Fixed Y: Cl1(0.25) N1(0.25) N2(0.25) H00A(0.410133) H00B(0.371873) C1(0.25)
 C01B(0.25) H01A(0.211053) C4(0.25) C5(0.25) H5A(0.288932) C6(0.25) H6A(0.25)
 H6B(0.288882) H6C(0.211118) H7A(0.369247) H7B(0.407853) H8A(0.443064)
 H8B(0.409413) H8C(0.370342) C9(0.25) H9(0.25) C10(0.25) C11(0.25) H11(0.25)
 C12(0.25) C13(0.25) H13(0.25) C14(0.25) H14(0.25) C15(0.25) H15(0.25)
 C16(0.25) C17(0.25) H17(0.25) H18(0.377299) H20(0.440391) H22(0.423126)
 H23(0.432042) H24(0.431265) H26(0.409636) H7(0.421101) H27(0.406211)
 H29(0.437933) O8(0.25) O9(0.25) O10(0.25) O11(0.25) O12(0.25) O13(0.25)
 O14(0.25) H14A(0.21165) N8(0.25) N9(0.25) N10(0.25) C33(0.25) C34(0.25)
 C35(0.25) C36(0.25) H36(0.25) C37(0.25) C38(0.25) H38(0.25)
 Fixed Z: H00A(0.310613) H00B(0.411825) H01A(0.01944) H5A(0.47652)
 H6A(0.580495) H6B(0.491306) H6C(0.491306) H7A(0.068431) H7B(0.165776)
 H8A(0.107838) H8B(0.212025) H8C(0.115185) H9(-0.231044) H11(0.060223)
 H13(0.046806) H14(0.034497) H15(-0.120686) H17(-0.245982) H18(0.244387)
 H20(0.510712) H22(0.463943) H23(0.409434) H24(0.244818) H26(0.1825)
 H7(0.575406) H27(0.777957) H29(0.898802) H14A(0.545108) H36(0.412741)
 H38(0.217152)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   diffmap
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
Cl00 Cl 1.25382(15) 0.41870(10) 0.07398(12) 0.1263(6) Uani 1 1 d . . . . .
Cl1 Cl 1.07367(18) 0.250000 -0.30853(15) 0.1659(15) Uani 1 2 d S T P . .
N1 N 0.7098(3) 0.250000 -0.0295(3) 0.0513(10) Uani 1 2 d S T P . .
N2 N 0.6588(4) 0.250000 -0.1284(3) 0.0689(14) Uani 1 2 d S T P . .
N3 N 0.9485(2) 0.39087(14) 0.3711(2) 0.0498(7) Uani 1 1 d . . . . .
N4 N 1.0113(3) 0.41273(16) 0.4611(2) 0.0582(8) Uani 1 1 d . . . . .
C00I C 0.8348(3) 0.37475(18) 0.3498(3) 0.0529(9) Uani 1 1 d . . . . .
H00A H 0.790422 0.410133 0.310613 0.064 Uiso 1 1 calc R . . . .
H00B H 0.821602 0.371873 0.411825 0.064 Uiso 1 1 calc R . . . .
C1 C 0.8327(3) 0.250000 0.3458(3) 0.0413(10) Uani 1 2 d S T P . .
C01B C 0.6430(4) 0.250000 0.0340(3) 0.0607(14) Uani 1 2 d S T P . .
H01A H 0.597221 0.211053 0.019440 0.073 Uiso 0.5 1 calc R . . . .
C2 C 0.8033(2) 0.30970(16) 0.2939(2) 0.0424(7) Uani 1 1 d . . . . .
C3 C 0.7428(2) 0.31050(18) 0.1919(2) 0.0451(8) Uani 1 1 d . . . . .
C4 C 0.7129(3) 0.250000 0.1427(3) 0.0456(11) Uani 1 2 d S T P . .
C5 C 0.8883(4) 0.250000 0.4568(3) 0.0533(12) Uani 1 2 d S T P . .
H5A H 0.933704 0.288932 0.476520 0.064 Uiso 0.5 1 calc R . . . .
C6 C 0.8069(5) 0.250000 0.5099(4) 0.0722(17) Uani 1 2 d S T P . .
H6A H 0.844278 0.250000 0.580495 0.108 Uiso 0.5 1 calc RS T P A -1
H6B H 0.762609 0.288882 0.491306 0.108 Uiso 0.5 1 calc R . . A -1
H6C H 0.762608 0.211118 0.491306 0.108 Uiso 0.5 1 calc R . . A -1
C7 C 0.7095(3) 0.3754(2) 0.1377(3) 0.0650(11) Uani 1 1 d . . . . .
H7A H 0.701098 0.369247 0.068431 0.078 Uiso 1 1 calc R . . . .
H7B H 0.765928 0.407853 0.165776 0.078 Uiso 1 1 calc R . . . .
C8 C 0.6048(4) 0.4020(3) 0.1437(4) 0.0976(17) Uani 1 1 d . . . . .
H8A H 0.586672 0.443064 0.107838 0.146 Uiso 1 1 calc GR . . . .
H8B H 0.613304 0.409413 0.212025 0.146 Uiso 1 1 calc GR . . . .
H8C H 0.548430 0.370342 0.115185 0.146 Uiso 1 1 calc GR . . . .
C9 C 0.7378(4) 0.250000 -0.1635(4) 0.0625(15) Uani 1 2 d S T P . .
H9 H 0.726932 0.250000 -0.231044 0.075 Uiso 1 2 calc RS T P . .
C10 C 0.8392(4) 0.250000 -0.0894(3) 0.0486(11) Uani 1 2 d S T P . .
C11 C 0.8151(4) 0.250000 -0.0043(3) 0.0498(12) Uani 1 2 d S T P . .
H11 H 0.864660 0.250000 0.060223 0.060 Uiso 1 2 calc RS T P . .
C12 C 0.9450(4) 0.250000 -0.0984(4) 0.0520(12) Uani 1 2 d S T P . .
C13 C 1.0367(5) 0.250000 -0.0158(5) 0.122(4) Uani 1 2 d S T P . .
H13 H 1.031003 0.250000 0.046806 0.146 Uiso 1 2 calc RS T P . .
C14 C 1.1362(6) 0.250000 -0.0230(6) 0.164(6) Uani 1 2 d S T P . .
H14 H 1.196887 0.250000 0.034497 0.197 Uiso 1 2 calc RS T P . .
C15 C 1.1479(5) 0.250000 -0.1151(5) 0.093(2) Uani 1 2 d S T P . .
H15 H 1.215354 0.250000 -0.120686 0.111 Uiso 1 2 calc RS T P . .
C16 C 1.0596(5) 0.250000 -0.1941(4) 0.0645(15) Uani 1 2 d S T P . .
C17 C 0.9583(5) 0.250000 -0.1880(4) 0.0611(14) Uani 1 2 d S T P . .
H17 H 0.898203 0.250000 -0.245982 0.073 Uiso 1 2 calc RS T P . .
C18 C 1.0050(3) 0.38989(17) 0.3109(3) 0.0493(8) Uani 1 1 d . . . . .
H18 H 0.979054 0.377299 0.244387 0.059 Uiso 1 1 calc R . . . .
C19 C 1.1088(3) 0.41076(17) 0.3638(3) 0.0504(8) Uani 1 1 d . . . . .
C20 C 1.1082(3) 0.4248(2) 0.4579(3) 0.0614(10) Uani 1 1 d . . . . .
H20 H 1.166711 0.440391 0.510712 0.074 Uiso 1 1 calc R . . . .
C21 C 1.2006(3) 0.41589(17) 0.3288(3) 0.0519(9) Uani 1 1 d . . . . .
C22 C 1.3039(3) 0.4224(2) 0.3962(4) 0.0679(11) Uani 1 1 d . . . . .
H22 H 1.315896 0.423126 0.463943 0.082 Uiso 1 1 calc R . . . .
C23 C 1.3902(4) 0.4278(2) 0.3633(5) 0.0864(15) Uani 1 1 d . . . . .
H23 H 1.459411 0.432042 0.409434 0.104 Uiso 1 1 calc R . . . .
C24 C 1.3750(4) 0.4269(2) 0.2662(5) 0.0854(14) Uani 1 1 d . . . . .
H24 H 1.432947 0.431265 0.244818 0.102 Uiso 1 1 calc R . . . .
C25 C 1.2726(4) 0.4195(2) 0.1984(4) 0.0750(13) Uani 1 1 d . . . . .
C26 C 1.1855(3) 0.41426(19) 0.2292(3) 0.0590(9) Uani 1 1 d . . . . .
H26 H 1.116685 0.409636 0.182500 0.071 Uiso 1 1 calc R . . . .
O1 O 0.7878(4) 0.4146(2) 0.9562(3) 0.1304(17) Uani 1 1 d . . . . .
O2 O 0.9591(4) 0.4235(2) 1.0232(3) 0.1255(16) Uani 1 1 d . . . . .
O3 O 1.1644(3) 0.4565(3) 0.8184(3) 0.146(2) Uani 1 1 d . . . . .
O4 O 1.1013(3) 0.4554(2) 0.6648(2) 0.0953(11) Uani 1 1 d . . . . .
O5 O 0.6170(4) 0.3921(4) 0.6102(4) 0.186(3) Uani 1 1 d . . . . .
O6 O 0.6907(3) 0.4182(3) 0.5130(3) 0.1271(17) Uani 1 1 d . . . . .
O7 O 0.8982(2) 0.41748(17) 0.5732(2) 0.0774(9) Uani 1 1 d . . . . .
H7 H 0.960323 0.421101 0.575406 0.116 Uiso 1 1 calc GR . . . .
N5 N 0.8758(5) 0.4198(2) 0.9514(4) 0.0949(14) Uani 1 1 d . . . . .
N6 N 1.0903(3) 0.44710(19) 0.7437(3) 0.0724(10) Uani 1 1 d . . . . .
N7 N 0.6959(3) 0.4065(2) 0.5935(3) 0.0779(10) Uani 1 1 d . . . . .
C27 C 0.7902(4) 0.41220(18) 0.7701(3) 0.0645(11) Uani 1 1 d . . . . .
H27 H 0.724363 0.406211 0.777957 0.077 Uiso 1 1 calc R . . . .
C28 C 0.8817(4) 0.42054(19) 0.8513(3) 0.0661(11) Uani 1 1 d . . . . .
C29 C 0.9797(4) 0.43124(19) 0.8428(3) 0.0647(11) Uani 1 1 d . . . . .
H29 H 1.040664 0.437933 0.898802 0.078 Uiso 1 1 calc R . . . .
C30 C 0.9856(3) 0.43182(18) 0.7485(3) 0.0549(9) Uani 1 1 d . . . . .
C31 C 0.8959(3) 0.42096(17) 0.6600(3) 0.0559(9) Uani 1 1 d . . . . .
C32 C 0.7964(3) 0.41275(18) 0.6769(3) 0.0587(10) Uani 1 1 d . . . . .
O8 O 0.4838(6) 0.250000 0.6446(5) 0.179(4) Uani 1 2 d S T P . .
O9 O 0.6130(6) 0.250000 0.5867(5) 0.157(3) Uani 1 2 d S T P . .
O10 O 0.5432(6) 0.250000 0.2506(7) 0.224(5) Uani 1 2 d S T P . .
O11 O 0.3903(6) 0.250000 0.1429(6) 0.178(4) Uani 1 2 d S T P . .
O12 O 0.1079(5) 0.250000 0.4003(5) 0.1127(19) Uani 1 2 d S T P . .
O13 O 0.0877(4) 0.250000 0.2471(5) 0.0980(16) Uani 1 2 d S T P . .
O14 O 0.2869(7) 0.250000 0.5307(6) 0.206(5) Uani 1 2 d S T P . .
H14A H 0.277875 0.211650 0.545108 0.309 Uiso 0.5 1 calc R . . . .
N8 N 0.5169(6) 0.250000 0.5762(6) 0.117(2) Uani 1 2 d S T P . .
N9 N 0.4478(6) 0.250000 0.2250(7) 0.109(2) Uani 1 2 d S T P . .
N10 N 0.1427(5) 0.250000 0.3338(5) 0.0716(14) Uani 1 2 d S T P . .
C33 C 0.2599(4) 0.250000 0.3592(4) 0.0568(13) Uani 1 2 d S T P . .
C34 C 0.3312(6) 0.250000 0.4594(5) 0.0789(18) Uani 1 2 d S T P . .
C35 C 0.4402(5) 0.250000 0.4742(5) 0.0789(18) Uani 1 2 d S T P . .
C36 C 0.4793(5) 0.250000 0.3999(5) 0.0764(17) Uani 1 2 d S T P . .
H36 H 0.552878 0.250000 0.412741 0.092 Uiso 1 2 calc RS T P . .
C37 C 0.4069(5) 0.250000 0.3047(5) 0.0683(15) Uani 1 2 d S T P . .
C38 C 0.2973(4) 0.250000 0.2827(4) 0.0577(13) Uani 1 2 d S T P . .
H38 H 0.250264 0.250000 0.217152 0.069 Uiso 1 2 calc RS T P . .


_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
Cl00 C25 1.718(5) . ?
Cl1 C16 1.721(5) . ?
N1 N2 1.343(5) . ?
N1 C01B 1.484(6) . ?
N1 C11 1.318(6) . ?
N2 C9 1.317(7) . ?
N3 N4 1.343(4) . ?
N3 C00I 1.470(4) . ?
N3 C18 1.333(4) . ?
N4 C20 1.330(5) . ?
C00I C2 1.518(5) . ?
C1 C2 1.397(4) 4_565 ?
C1 C2 1.397(4) . ?
C1 C5 1.505(6) . ?
C01B C4 1.511(7) . ?
C2 C3 1.403(4) . ?
C3 C4 1.396(4) . ?
C3 C7 1.507(5) . ?
C5 C6 1.531(7) . ?
C7 C8 1.525(6) . ?
C9 C10 1.394(7) . ?
C10 C11 1.371(6) . ?
C10 C12 1.459(7) . ?
C12 C13 1.371(8) . ?
C12 C17 1.361(7) . ?
C13 C14 1.364(10) . ?
C14 C15 1.388(10) . ?
C15 C16 1.315(9) . ?
C16 C17 1.383(8) . ?
C18 C19 1.387(5) . ?
C19 C20 1.386(5) . ?
C19 C21 1.480(5) . ?
C21 C22 1.381(6) . ?
C21 C26 1.375(5) . ?
C22 C23 1.393(6) . ?
C23 C24 1.339(7) . ?
C24 C25 1.375(7) . ?
C25 C26 1.384(6) . ?
O1 N5 1.203(6) . ?
O2 N5 1.222(7) . ?
O3 N6 1.189(5) . ?
O4 N6 1.207(4) . ?
O5 N7 1.193(5) . ?
O6 N7 1.160(5) . ?
O7 C31 1.261(4) . ?
N5 C28 1.470(5) . ?
N6 C30 1.453(5) . ?
N7 C32 1.454(6) . ?
C27 C28 1.368(6) . ?
C27 C32 1.373(5) . ?
C28 C29 1.370(6) . ?
C29 C30 1.386(5) . ?
C30 C31 1.422(5) . ?
C31 C32 1.438(5) . ?
O8 N8 1.213(9) . ?
O9 N8 1.234(9) . ?
O10 N9 1.190(9) . ?
O11 N9 1.159(9) . ?
O12 N10 1.201(7) . ?
O13 N10 1.202(7) . ?
O14 C34 1.352(9) . ?
N8 C35 1.462(9) . ?
N9 C37 1.434(9) . ?
N10 C33 1.471(8) . ?
C33 C34 1.419(9) . ?
C33 C38 1.360(8) . ?
C34 C35 1.390(10) . ?
C35 C36 1.344(9) . ?
C36 C37 1.368(9) . ?
C37 C38 1.378(8) . ?

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
N2 N1 C01B 117.6(4) . . ?
C11 N1 N2 112.5(4) . . ?
C11 N1 C01B 129.9(4) . . ?
C9 N2 N1 103.5(4) . . ?
N4 N3 C00I 121.2(3) . . ?
C18 N3 N4 109.3(3) . . ?
C18 N3 C00I 129.5(3) . . ?
C20 N4 N3 107.9(3) . . ?
N3 C00I C2 111.9(3) . . ?
C2 C1 C2 118.9(4) . 4_565 ?
C2 C1 C5 120.5(2) . . ?
C2 C1 C5 120.5(2) 4_565 . ?
N1 C01B C4 110.7(4) . . ?
C1 C2 C00I 119.2(3) . . ?
C1 C2 C3 121.2(3) . . ?
C3 C2 C00I 119.6(3) . . ?
C2 C3 C7 120.4(3) . . ?
C4 C3 C2 118.4(3) . . ?
C4 C3 C7 121.1(3) . . ?
C3 C4 C01B 119.1(2) 4_565 . ?
C3 C4 C01B 119.1(2) . . ?
C3 C4 C3 121.8(4) 4_565 . ?
C1 C5 C6 111.1(4) . . ?
C3 C7 C8 112.5(4) . . ?
N2 C9 C10 113.3(4) . . ?
C9 C10 C12 129.5(4) . . ?
C11 C10 C9 102.4(4) . . ?
C11 C10 C12 128.1(4) . . ?
N1 C11 C10 108.4(4) . . ?
C13 C12 C10 121.0(5) . . ?
C17 C12 C10 122.5(5) . . ?
C17 C12 C13 116.6(5) . . ?
C14 C13 C12 121.7(6) . . ?
C13 C14 C15 120.8(7) . . ?
C16 C15 C14 117.3(6) . . ?
C15 C16 Cl1 117.5(5) . . ?
C15 C16 C17 122.5(5) . . ?
C17 C16 Cl1 120.0(4) . . ?
C12 C17 C16 121.1(5) . . ?
N3 C18 C19 108.7(3) . . ?
C18 C19 C21 128.1(3) . . ?
C20 C19 C18 104.5(3) . . ?
C20 C19 C21 127.4(3) . . ?
N4 C20 C19 109.7(3) . . ?
C22 C21 C19 120.3(3) . . ?
C26 C21 C19 121.2(3) . . ?
C26 C21 C22 118.5(4) . . ?
C21 C22 C23 120.3(4) . . ?
C24 C23 C22 121.0(5) . . ?
C23 C24 C25 119.2(4) . . ?
C24 C25 Cl00 118.9(4) . . ?
C24 C25 C26 120.9(4) . . ?
C26 C25 Cl00 120.2(4) . . ?
C21 C26 C25 120.1(4) . . ?
O1 N5 O2 124.6(5) . . ?
O1 N5 C28 116.6(6) . . ?
O2 N5 C28 118.8(5) . . ?
O3 N6 O4 119.4(4) . . ?
O3 N6 C30 119.6(4) . . ?
O4 N6 C30 120.8(4) . . ?
O5 N7 C32 118.3(4) . . ?
O6 N7 O5 120.3(5) . . ?
O6 N7 C32 121.3(4) . . ?
C28 C27 C32 119.4(4) . . ?
C27 C28 N5 119.8(4) . . ?
C27 C28 C29 122.1(4) . . ?
C29 C28 N5 118.1(5) . . ?
C28 C29 C30 118.3(4) . . ?
C29 C30 N6 115.8(4) . . ?
C29 C30 C31 123.8(4) . . ?
C31 C30 N6 120.4(3) . . ?
O7 C31 C30 126.1(4) . . ?
O7 C31 C32 120.4(4) . . ?
C30 C31 C32 113.5(3) . . ?
C27 C32 N7 116.7(4) . . ?
C27 C32 C31 122.9(4) . . ?
C31 C32 N7 120.3(3) . . ?
O8 N8 O9 124.0(8) . . ?
O8 N8 C35 119.3(8) . . ?
O9 N8 C35 116.7(8) . . ?
O10 N9 C37 114.7(8) . . ?
O11 N9 O10 124.4(8) . . ?
O11 N9 C37 120.9(7) . . ?
O12 N10 O13 124.1(6) . . ?
O12 N10 C33 118.4(6) . . ?
O13 N10 C33 117.5(5) . . ?
C34 C33 N10 121.5(5) . . ?
C38 C33 N10 117.3(5) . . ?
C38 C33 C34 121.1(5) . . ?
O14 C34 C33 117.1(7) . . ?
O14 C34 C35 126.6(8) . . ?
C35 C34 C33 116.3(6) . . ?
C34 C35 N8 118.4(7) . . ?
C36 C35 N8 117.9(7) . . ?
C36 C35 C34 123.7(7) . . ?
C35 C36 C37 117.5(6) . . ?
C36 C37 N9 117.9(6) . . ?
C36 C37 C38 123.0(6) . . ?
C38 C37 N9 119.1(6) . . ?
C33 C38 C37 118.3(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
####################################################################### 
# 
# 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_sk066_a
_database_code_depnum_ccdc_archive 'CCDC 1889848'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H39 Cl3 N6'
_chemical_formula_sum            'C42 H39 Cl3 N6'
_chemical_formula_weight         734.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.1425(5)
_cell_length_b                   16.1254(8)
_cell_length_c                   23.3070(12)
_cell_angle_alpha                90
_cell_angle_beta                 101.9640(10)
_cell_angle_gamma                90
_cell_volume                     3729.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9850
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.26
_cell_measurement_theta_min      2.81
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.931
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7129
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0674 before and 0.0513 after correction.
The Ratio of minimum to maximum transmission is 0.9564.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.217
_exptl_crystal_size_min          0.143
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0549
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            65441
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.433
_diffrn_reflns_theta_min         2.963
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4231
_reflns_number_total             7635
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.353
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         7635
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1365
_refine_ls_R_factor_gt           0.0700
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0787P)²+2.5726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1591
_refine_ls_wR_factor_ref         0.1893
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B),
 C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C18(H18), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25),
 C27(H27), C29(H29), C30(H30), C31(H31), C33(H33), C34(H34), C36(H36), C38(H38),
  C40(H40), C41(H41), C42(H42)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.59226(14) 0.34292(8) 1.08317(4) 0.0953(4) Uani 1 1 d . . . . .
Cl2 Cl 0.78971(14) 0.70302(8) 1.06231(6) 0.1073(5) Uani 1 1 d . . . . .
Cl3 Cl 0.31679(14) 0.81106(10) 0.35849(6) 0.1164(5) Uani 1 1 d . . . . .
N1 N 0.4812(2) 0.48875(15) 0.78297(10) 0.0389(6) Uani 1 1 d . . . . .
N2 N 0.4358(3) 0.41143(17) 0.78913(12) 0.0580(8) Uani 1 1 d . . . . .
N3 N 0.4439(2) 0.87269(15) 0.80586(11) 0.0465(7) Uani 1 1 d . . . . .
N4 N 0.4218(3) 0.95339(17) 0.81567(14) 0.0649(9) Uani 1 1 d . . . . .
N5 N 0.7754(3) 0.71127(18) 0.61360(11) 0.0512(7) Uani 1 1 d . . . . .
N6 N 0.8886(3) 0.68944(18) 0.59650(13) 0.0562(7) Uani 1 1 d . . . . .
C1 C 0.4915(3) 0.61583(19) 0.72303(11) 0.0372(7) Uani 1 1 d . . . . .
C2 C 0.4187(3) 0.68237(17) 0.73928(11) 0.0330(7) Uani 1 1 d . . . . .
C3 C 0.4650(3) 0.76341(18) 0.73351(12) 0.0387(7) Uani 1 1 d . . . . .
C4 C 0.5834(3) 0.7779(2) 0.71339(14) 0.0475(8) Uani 1 1 d . . . . .
C5 C 0.6545(3) 0.7111(2) 0.69702(13) 0.0493(9) Uani 1 1 d . . . . .
C6 C 0.6102(3) 0.6293(2) 0.70249(13) 0.0464(8) Uani 1 1 d . . . . .
C7 C 0.4377(3) 0.52850(18) 0.72573(13) 0.0456(8) Uani 1 1 d . . . . .
H7A H 0.340035 0.530235 0.716164 0.055 Uiso 1 1 calc R . . . .
H7B H 0.467254 0.494921 0.696231 0.055 Uiso 1 1 calc R . . . .
C8 C 0.3850(3) 0.83616(19) 0.74913(14) 0.0492(8) Uani 1 1 d . . . . .
H8A H 0.379069 0.878323 0.719027 0.059 Uiso 1 1 calc R . . . .
H8B H 0.294078 0.817854 0.749592 0.059 Uiso 1 1 calc R . . . .
C9 C 0.7850(3) 0.7251(3) 0.67667(14) 0.0689(11) Uani 1 1 d . . . . .
H9A H 0.814680 0.781616 0.686030 0.083 Uiso 1 1 calc R . . . .
H9B H 0.853124 0.688322 0.698371 0.083 Uiso 1 1 calc R . . . .
C10 C 0.2931(3) 0.66686(19) 0.76261(13) 0.0432(8) Uani 1 1 d . . . . .
H10A H 0.286993 0.708452 0.792014 0.052 Uiso 1 1 calc R . . . .
H10B H 0.300530 0.613119 0.781708 0.052 Uiso 1 1 calc R . . . .
C11 C 0.1645(3) 0.6688(2) 0.71577(17) 0.0634(10) Uani 1 1 d . . . . .
H11A H 0.154519 0.722492 0.697522 0.095 Uiso 1 1 calc GR . . . .
H11B H 0.088654 0.658040 0.733407 0.095 Uiso 1 1 calc GR . . . .
H11C H 0.168874 0.627260 0.686751 0.095 Uiso 1 1 calc GR . . . .
C12 C 0.6357(4) 0.8683(3) 0.71332(18) 0.0760(12) Uani 1 1 d . . . . .
H12A H 0.603381 0.899990 0.742979 0.091 Uiso 1 1 calc R . . . .
H12B H 0.733395 0.868049 0.723455 0.091 Uiso 1 1 calc R . . . .
C13 C 0.5899(5) 0.9098(3) 0.6543(2) 0.1071(17) Uani 1 1 d . . . . .
H13A H 0.622073 0.878778 0.624844 0.161 Uiso 1 1 calc GR . . . .
H13B H 0.625242 0.965167 0.655951 0.161 Uiso 1 1 calc GR . . . .
H13C H 0.493177 0.911809 0.644693 0.161 Uiso 1 1 calc GR . . . .
C14 C 0.6894(4) 0.5553(3) 0.68805(18) 0.0778(12) Uani 1 1 d . . . . .
H14A H 0.684586 0.511722 0.716210 0.093 Uiso 1 1 calc R . . . .
H14B H 0.783257 0.571363 0.692880 0.093 Uiso 1 1 calc R . . . .
C15 C 0.6422(5) 0.5201(3) 0.62636(19) 0.0958(15) Uani 1 1 d . . . . .
H15A H 0.546786 0.510404 0.619138 0.144 Uiso 1 1 calc GR . . . .
H15B H 0.688037 0.468747 0.623074 0.144 Uiso 1 1 calc GR . . . .
H15C H 0.662109 0.558897 0.598106 0.144 Uiso 1 1 calc GR . . . .
C16 C 0.5584(3) 0.51625(19) 0.83281(12) 0.0446(8) Uani 1 1 d . . . . .
H16 H 0.601628 0.567376 0.838132 0.053 Uiso 1 1 calc R . . . .
C17 C 0.5629(3) 0.45649(18) 0.87460(13) 0.0409(7) Uani 1 1 d . . . . .
C18 C 0.4854(4) 0.3931(2) 0.84498(14) 0.0553(9) Uani 1 1 d . . . . .
H18 H 0.469779 0.343131 0.862301 0.066 Uiso 1 1 calc R . . . .
C19 C 0.6333(3) 0.45668(19) 0.93660(14) 0.0495(8) Uani 1 1 d . . . . .
C20 C 0.7486(4) 0.5033(2) 0.95616(16) 0.0726(11) Uani 1 1 d . . . . .
H20 H 0.781712 0.537022 0.930044 0.087 Uiso 1 1 calc R . . . .
C21 C 0.8151(5) 0.4998(3) 1.01462(19) 0.0921(14) Uani 1 1 d . . . . .
H21 H 0.892727 0.531033 1.027438 0.111 Uiso 1 1 calc R . . . .
C22 C 0.7662(5) 0.4504(3) 1.05345(18) 0.0838(14) Uani 1 1 d . . . . .
H22 H 0.810533 0.447697 1.092556 0.101 Uiso 1 1 calc R . . . .
C23 C 0.6529(4) 0.4056(2) 1.03425(15) 0.0622(10) Uani 1 1 d . . . . .
C24 C 0.5858(4) 0.4078(2) 0.97682(14) 0.0546(9) Uani 1 1 d . . . . .
H24 H 0.508077 0.376412 0.964802 0.066 Uiso 1 1 calc R . . . .
C25 C 0.5223(3) 0.83720(19) 0.85294(14) 0.0448(8) Uani 1 1 d . . . . .
H25 H 0.550875 0.782269 0.855695 0.054 Uiso 1 1 calc R . . . .
C26 C 0.5530(3) 0.89579(19) 0.89623(14) 0.0452(8) Uani 1 1 d . . . . .
C27 C 0.4882(4) 0.9666(2) 0.86976(17) 0.0643(10) Uani 1 1 d . . . . .
H27 H 0.491592 1.017751 0.888376 0.077 Uiso 1 1 calc R . . . .
C28 C 0.6355(3) 0.8860(2) 0.95511(14) 0.0481(8) Uani 1 1 d . . . . .
C29 C 0.6805(4) 0.9540(3) 0.99015(18) 0.0800(12) Uani 1 1 d . . . . .
H29 H 0.657854 1.007167 0.975987 0.096 Uiso 1 1 calc R . . . .
C30 C 0.7578(6) 0.9441(3) 1.0452(2) 0.1050(17) Uani 1 1 d . . . . .
H30 H 0.787013 0.990871 1.067568 0.126 Uiso 1 1 calc R . . . .
C31 C 0.7932(5) 0.8678(3) 1.06826(17) 0.0830(13) Uani 1 1 d . . . . .
H31 H 0.845537 0.861742 1.105801 0.100 Uiso 1 1 calc R . . . .
C32 C 0.7490(4) 0.8011(2) 1.03430(16) 0.0635(10) Uani 1 1 d . . . . .
C33 C 0.6723(3) 0.8093(2) 0.97836(15) 0.0577(9) Uani 1 1 d . . . . .
H33 H 0.645146 0.762083 0.956089 0.069 Uiso 1 1 calc R . . . .
C34 C 0.6727(3) 0.7233(2) 0.56804(14) 0.0531(9) Uani 1 1 d . . . . .
H34 H 0.585948 0.739892 0.570124 0.064 Uiso 1 1 calc R . . . .
C35 C 0.7181(3) 0.70683(19) 0.51766(13) 0.0434(8) Uani 1 1 d . . . . .
C36 C 0.8550(3) 0.6867(2) 0.53905(15) 0.0517(9) Uani 1 1 d . . . . .
H36 H 0.914651 0.673074 0.515114 0.062 Uiso 1 1 calc R . . . .
C37 C 0.6462(3) 0.70879(19) 0.45630(14) 0.0461(8) Uani 1 1 d . . . . .
C38 C 0.5275(4) 0.7531(2) 0.43902(14) 0.0570(9) Uani 1 1 d . . . . .
H38 H 0.490813 0.782056 0.466459 0.068 Uiso 1 1 calc R . . . .
C39 C 0.4641(4) 0.7535(2) 0.38025(16) 0.0671(10) Uani 1 1 d . . . . .
C40 C 0.5155(5) 0.7111(3) 0.33875(16) 0.0682(11) Uani 1 1 d . . . . .
H40 H 0.471139 0.711748 0.299595 0.082 Uiso 1 1 calc R . . . .
C41 C 0.6317(5) 0.6683(2) 0.35583(17) 0.0697(11) Uani 1 1 d . . . . .
H41 H 0.667509 0.639285 0.328117 0.084 Uiso 1 1 calc R . . . .
C42 C 0.6978(4) 0.6671(2) 0.41398(16) 0.0586(9) Uani 1 1 d . . . . .
H42 H 0.778158 0.637804 0.424808 0.070 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
Cl1 C23 1.729(4) . ?
Cl2 C32 1.728(4) . ?
Cl3 C39 1.743(4) . ?
N1 N2 1.347(3) . ?
N1 C7 1.463(4) . ?
N1 C16 1.335(4) . ?
N2 C18 1.328(4) . ?
N3 N4 1.348(4) . ?
N3 C8 1.458(4) . ?
N3 C25 1.343(4) . ?
N4 C27 1.318(4) . ?
N5 N6 1.339(3) . ?
N5 C9 1.470(4) . ?
N5 C34 1.339(4) . ?
N6 C36 1.312(4) . ?
C1 C2 1.398(4) . ?
C1 C6 1.402(4) . ?
C1 C7 1.516(4) . ?
C2 C3 1.404(4) . ?
C2 C10 1.507(4) . ?
C3 C4 1.397(4) . ?
C3 C8 1.513(4) . ?
C4 C5 1.392(5) . ?
C4 C12 1.550(5) . ?
C5 C6 1.408(5) . ?
C5 C9 1.512(4) . ?
C6 C14 1.514(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.518(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.514(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.528(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.364(4) . ?
C17 C18 1.383(4) . ?
C17 C19 1.473(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.385(5) . ?
C19 C24 1.385(5) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.374(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.352(6) . ?
C23 C24 1.371(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.370(4) . ?
C26 C27 1.395(5) . ?
C26 C28 1.460(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.386(5) . ?
C28 C33 1.372(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.367(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.359(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.357(5) . ?
C32 C33 1.379(5) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C34 C35 1.373(4) . ?
C35 C36 1.413(4) . ?
C35 C37 1.465(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.385(4) . ?
C37 C42 1.384(5) . ?
C38 H38 0.9300 . ?
C38 C39 1.387(5) . ?
C39 C40 1.372(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.353(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.382(5) . ?
C42 H42 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
N2 N1 C7 117.2(2) . . ?
C16 N1 N2 111.5(2) . . ?
C16 N1 C7 131.3(3) . . ?
C18 N2 N1 104.0(2) . . ?
N4 N3 C8 119.5(3) . . ?
C25 N3 N4 111.3(3) . . ?
C25 N3 C8 129.1(3) . . ?
C27 N4 N3 104.3(3) . . ?
N6 N5 C9 117.0(3) . . ?
C34 N5 N6 112.1(3) . . ?
C34 N5 C9 130.6(3) . . ?
C36 N6 N5 104.8(3) . . ?
C2 C1 C6 120.8(3) . . ?
C2 C1 C7 119.2(3) . . ?
C6 C1 C7 120.0(3) . . ?
C1 C2 C3 118.9(3) . . ?
C1 C2 C10 120.2(3) . . ?
C3 C2 C10 120.9(3) . . ?
C2 C3 C8 119.5(3) . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 C8 119.5(3) . . ?
C3 C4 C12 118.4(3) . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 C12 122.0(3) . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 C9 120.5(3) . . ?
C6 C5 C9 118.9(3) . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 C14 119.1(3) . . ?
C5 C6 C14 121.6(3) . . ?
N1 C7 C1 113.7(2) . . ?
N1 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C1 C7 H7A 108.8 . . ?
C1 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
N3 C8 C3 113.1(2) . . ?
N3 C8 H8A 109.0 . . ?
N3 C8 H8B 109.0 . . ?
C3 C8 H8A 109.0 . . ?
C3 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N5 C9 C5 114.2(3) . . ?
N5 C9 H9A 108.7 . . ?
N5 C9 H9B 108.7 . . ?
C5 C9 H9A 108.7 . . ?
C5 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C2 C10 H10A 108.8 . . ?
C2 C10 H10B 108.8 . . ?
C2 C10 C11 113.7(3) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.8 . . ?
C11 C10 H10B 108.8 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C4 C12 H12A 109.2 . . ?
C4 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C4 112.1(3) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 108.5 . . ?
C6 C14 H14B 108.5 . . ?
C6 C14 C15 115.2(3) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 H16 125.9 . . ?
N1 C16 C17 108.3(3) . . ?
C17 C16 H16 125.9 . . ?
C16 C17 C18 103.5(3) . . ?
C16 C17 C19 129.5(3) . . ?
C18 C17 C19 126.9(3) . . ?
N2 C18 C17 112.7(3) . . ?
N2 C18 H18 123.7 . . ?
C17 C18 H18 123.7 . . ?
C20 C19 C17 121.9(3) . . ?
C20 C19 C24 118.3(3) . . ?
C24 C19 C17 119.8(3) . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.4(4) . . ?
C21 C20 H20 119.8 . . ?
C20 C21 H21 120.0 . . ?
C22 C21 C20 120.0(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.3(4) . . ?
C23 C22 H22 120.3 . . ?
C22 C23 Cl1 119.2(3) . . ?
C22 C23 C24 121.7(4) . . ?
C24 C23 Cl1 119.2(3) . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.3(4) . . ?
C23 C24 H24 119.9 . . ?
N3 C25 H25 125.9 . . ?
N3 C25 C26 108.3(3) . . ?
C26 C25 H25 125.9 . . ?
C25 C26 C27 102.9(3) . . ?
C25 C26 C28 128.1(3) . . ?
C27 C26 C28 129.0(3) . . ?
N4 C27 C26 113.1(3) . . ?
N4 C27 H27 123.5 . . ?
C26 C27 H27 123.5 . . ?
C29 C28 C26 121.5(3) . . ?
C33 C28 C26 121.6(3) . . ?
C33 C28 C29 116.8(3) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 C28 121.0(4) . . ?
C30 C29 H29 119.5 . . ?
C29 C30 H30 119.0 . . ?
C31 C30 C29 122.0(4) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 H31 121.3 . . ?
C32 C31 C30 117.3(4) . . ?
C32 C31 H31 121.3 . . ?
C31 C32 Cl2 118.8(3) . . ?
C31 C32 C33 121.9(4) . . ?
C33 C32 Cl2 119.3(3) . . ?
C28 C33 C32 120.9(3) . . ?
C28 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
N5 C34 H34 126.1 . . ?
N5 C34 C35 107.8(3) . . ?
C35 C34 H34 126.1 . . ?
C34 C35 C36 102.9(3) . . ?
C34 C35 C37 130.0(3) . . ?
C36 C35 C37 127.1(3) . . ?
N6 C36 C35 112.4(3) . . ?
N6 C36 H36 123.8 . . ?
C35 C36 H36 123.8 . . ?
C38 C37 C35 121.4(3) . . ?
C42 C37 C35 120.0(3) . . ?
C42 C37 C38 118.5(3) . . ?
C37 C38 H38 120.4 . . ?
C37 C38 C39 119.1(3) . . ?
C39 C38 H38 120.4 . . ?
C38 C39 Cl3 119.0(3) . . ?
C40 C39 Cl3 119.2(3) . . ?
C40 C39 C38 121.8(4) . . ?
C39 C40 H40 120.6 . . ?
C41 C40 C39 118.8(4) . . ?
C41 C40 H40 120.6 . . ?
C40 C41 H41 119.6 . . ?
C40 C41 C42 120.8(4) . . ?
C42 C41 H41 119.6 . . ?
C37 C42 H42 119.5 . . ?
C41 C42 C37 120.9(4) . . ?
C41 C42 H42 119.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
####################################################################### 
# 
# 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_sk233_0m
_database_code_depnum_ccdc_archive 'CCDC 1889852'
loop_
_audit_author_name
_audit_author_address
'Logesh Mathivathanan'
;Florida International University
United States of America
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-10 downloaded from the CCDC.
;
_audit_creation_date             2018-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H3 N3 O7, C42 H40 N6'
_chemical_formula_sum            'C48 H43 N9 O7'
_chemical_formula_weight         857.91
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   8.0177(17)
_cell_length_b                   25.274(5)
_cell_length_c                   46.068(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.034(3)
_cell_angle_gamma                90
_cell_volume                     9312(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6556
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.205
_cell_measurement_theta_min      3.106
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.987
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5722
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3600
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.101
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2023
_diffrn_reflns_av_unetI/netI     0.1750
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       53
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            55487
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.218
_diffrn_reflns_theta_max         25.218
_diffrn_reflns_theta_min         2.903
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3446
_reflns_number_total             8261
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     589
_refine_ls_number_reflns         8261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2645
_refine_ls_R_factor_gt           0.1315
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+88.0527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2509
_refine_ls_wR_factor_ref         0.3036
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C12(H12A,H12B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C48(H48), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23),
 C24(H24), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34),
  C36(H36), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
2.d Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6563(13) 0.8624(3) 0.6975(2) 0.166(4) Uani 1 1 d . . . . .
O2 O 0.5022(11) 0.7989(3) 0.68607(19) 0.132(3) Uani 1 1 d . . . . .
O3 O 0.6058(10) 0.7049(2) 0.70728(16) 0.102(3) Uani 1 1 d . . . . .
H3 H 0.588607 0.723030 0.692620 0.153 Uiso 1 1 calc GR . . . .
O4 O 0.7194(18) 0.6249(3) 0.7369(2) 0.220(7) Uani 1 1 d . . . . .
O5 O 0.8017(11) 0.6340(3) 0.7793(2) 0.129(3) Uani 1 1 d . . . . .
O6 O 0.9598(11) 0.8003(3) 0.81873(17) 0.121(3) Uani 1 1 d . . . . .
O7 O 0.9084(13) 0.8717(3) 0.79323(18) 0.150(4) Uani 1 1 d . . . . .
N7 N 0.6088(11) 0.8183(3) 0.7014(2) 0.085(3) Uani 1 1 d . . . . .
N8 N 0.7606(11) 0.6528(3) 0.7558(2) 0.086(3) Uani 1 1 d . . . . .
N9 N 0.9055(13) 0.8235(4) 0.7969(2) 0.107(3) Uani 1 1 d . . . . .
C43 C 0.6807(11) 0.7891(3) 0.7270(2) 0.065(2) Uani 1 1 d . . . . .
C44 C 0.6753(11) 0.7322(3) 0.7270(2) 0.067(2) Uani 1 1 d . . . . .
C45 C 0.7556(10) 0.7095(3) 0.7523(2) 0.062(2) Uani 1 1 d . . . . .
C46 C 0.8297(11) 0.7387(4) 0.77459(19) 0.067(2) Uani 1 1 d . . . . .
H46 H 0.881822 0.722145 0.790813 0.080 Uiso 1 1 calc R . . . .
C47 C 0.8265(11) 0.7925(3) 0.7728(2) 0.066(3) Uani 1 1 d . . . . .
C48 C 0.7576(11) 0.8183(3) 0.7487(2) 0.071(3) Uani 1 1 d . . . . .
H48 H 0.763307 0.854991 0.747295 0.086 Uiso 1 1 calc R . . . .
N1 N 0.3979(8) 0.6487(2) 0.65397(15) 0.0544(18) Uani 1 1 d . . . . .
N2 N 0.3997(8) 0.6998(2) 0.66306(15) 0.0570(18) Uani 1 1 d . . . . .
N3 N 0.8428(8) 0.5321(2) 0.57754(14) 0.0506(16) Uani 1 1 d . . . . .
N4 N 0.9616(8) 0.5286(3) 0.55865(16) 0.0595(18) Uani 1 1 d . . . . .
N5 N 0.3283(8) 0.3992(2) 0.62252(14) 0.0542(18) Uani 1 1 d . . . . .
N6 N 0.2458(8) 0.4350(2) 0.60460(15) 0.064(2) Uani 1 1 d . . . . .
C1 C 0.5409(9) 0.5608(3) 0.65592(16) 0.0441(19) Uani 1 1 d . . . . .
C2 C 0.6819(9) 0.5657(3) 0.63963(16) 0.0446(19) Uani 1 1 d . . . . .
C3 C 0.7378(9) 0.5201(3) 0.62568(15) 0.0432(18) Uani 1 1 d . . . . .
C4 C 0.6593(9) 0.4717(3) 0.62864(16) 0.0438(19) Uani 1 1 d . . . . .
C5 C 0.5151(9) 0.4688(3) 0.64432(15) 0.0416(18) Uani 1 1 d . . . . .
C6 C 0.4527(8) 0.5138(3) 0.65789(16) 0.048(2) Uani 1 1 d . . . . .
C7 C 0.4854(9) 0.6093(3) 0.67264(17) 0.053(2) Uani 1 1 d . . . . .
H7A H 0.412292 0.597903 0.687346 0.063 Uiso 1 1 calc R . . . .
H7B H 0.582946 0.625660 0.682549 0.063 Uiso 1 1 calc R . . . .
C8 C 0.8878(9) 0.5230(3) 0.60848(17) 0.052(2) Uani 1 1 d . . . . .
H8A H 0.959560 0.551531 0.615973 0.063 Uiso 1 1 calc R . . . .
H8B H 0.950160 0.490238 0.610761 0.063 Uiso 1 1 calc R . . . .
C9 C 0.4311(10) 0.4157(3) 0.64838(18) 0.060(2) Uani 1 1 d . . . . .
H9A H 0.516201 0.389151 0.652963 0.072 Uiso 1 1 calc R . . . .
H9B H 0.361481 0.418004 0.664721 0.072 Uiso 1 1 calc R . . . .
C10 C 0.7681(9) 0.6192(3) 0.63650(19) 0.060(2) Uani 1 1 d . . . . .
C11 C 0.9061(11) 0.6256(4) 0.6619(2) 0.083(3) Uani 1 1 d . . . . .
H11A H 0.990230 0.598947 0.660243 0.125 Uiso 1 1 calc GR . . . .
H11B H 0.856910 0.621846 0.680162 0.125 Uiso 1 1 calc GR . . . .
H11C H 0.956141 0.660002 0.660809 0.125 Uiso 1 1 calc GR . . . .
C12 C 0.7275(10) 0.4219(3) 0.61546(17) 0.058(2) Uani 1 1 d . . . . .
H12A H 0.783952 0.431035 0.598203 0.070 Uiso 1 1 calc R . . . .
H12B H 0.635848 0.398246 0.609690 0.070 Uiso 1 1 calc R . . . .
C13 C 0.8499(10) 0.3939(3) 0.6372(2) 0.081(3) Uani 1 1 d . . . . .
H13A H 0.877803 0.359841 0.629714 0.122 Uiso 1 1 calc GR . . . .
H13B H 0.799216 0.389454 0.655359 0.122 Uiso 1 1 calc GR . . . .
H13C H 0.949633 0.414740 0.640359 0.122 Uiso 1 1 calc GR . . . .
C14 C 0.3019(11) 0.5099(3) 0.6756(2) 0.071(3) Uani 1 1 d . . . . .
H14A H 0.243409 0.543486 0.674662 0.086 Uiso 1 1 calc R . . . .
H14B H 0.226709 0.483284 0.666961 0.086 Uiso 1 1 calc R . . . .
C15 C 0.3428(15) 0.4960(4) 0.7069(2) 0.111(4) Uani 1 1 d . . . . .
H15A H 0.407889 0.464099 0.708113 0.167 Uiso 1 1 calc GR . . . .
H15B H 0.241100 0.490750 0.716355 0.167 Uiso 1 1 calc GR . . . .
H15C H 0.405607 0.524270 0.716335 0.167 Uiso 1 1 calc GR . . . .
C16 C 0.3089(10) 0.6444(3) 0.6288(2) 0.054(2) Uani 1 1 d . . . . .
H16 H 0.285(8) 0.609(3) 0.6187(14) 0.05(2) Uiso 1 1 d . . . . .
C17 C 0.2449(9) 0.6943(3) 0.61998(17) 0.047(2) Uani 1 1 d . . . . .
C18 C 0.3098(11) 0.7262(3) 0.6428(2) 0.073(3) Uani 1 1 d . . . . .
H18 H 0.291343 0.762471 0.643689 0.088 Uiso 1 1 calc R . . . .
C19 C 0.1402(9) 0.7077(3) 0.59387(18) 0.053(2) Uani 1 1 d . . . . .
C20 C 0.0662(11) 0.6697(3) 0.5766(2) 0.070(3) Uani 1 1 d . . . . .
H20 H 0.081792 0.634231 0.581508 0.085 Uiso 1 1 calc R . . . .
C21 C -0.0330(11) 0.6830(4) 0.5516(2) 0.081(3) Uani 1 1 d . . . . .
H21 H -0.082095 0.656563 0.539870 0.097 Uiso 1 1 calc R . . . .
C22 C -0.0580(11) 0.7348(4) 0.5445(2) 0.082(3) Uani 1 1 d . . . . .
H22 H -0.126791 0.743766 0.528093 0.098 Uiso 1 1 calc R . . . .
C23 C 0.0172(12) 0.7732(4) 0.5611(2) 0.082(3) Uani 1 1 d . . . . .
H23 H 0.002200 0.808542 0.555933 0.099 Uiso 1 1 calc R . . . .
C24 C 0.1162(11) 0.7600(3) 0.5858(2) 0.068(3) Uani 1 1 d . . . . .
H24 H 0.167324 0.786654 0.597178 0.082 Uiso 1 1 calc R . . . .
C25 C 0.6943(9) 0.5456(3) 0.5641(2) 0.048(2) Uani 1 1 d . . . . .
H25 H 0.603(7) 0.555(2) 0.5741(11) 0.015(15) Uiso 1 1 d . . . . .
C26 C 0.7141(9) 0.5513(3) 0.53492(18) 0.0425(19) Uani 1 1 d . . . . .
C27 C 0.8817(10) 0.5402(3) 0.5332(2) 0.060(2) Uani 1 1 d . . . . .
H27 H 0.933941 0.540668 0.515800 0.072 Uiso 1 1 calc R . . . .
C28 C 0.5852(9) 0.5662(3) 0.51171(19) 0.048(2) Uani 1 1 d . . . . .
C29 C 0.4286(10) 0.5810(3) 0.51870(18) 0.059(2) Uani 1 1 d . . . . .
H29 H 0.403102 0.581796 0.538081 0.070 Uiso 1 1 calc R . . . .
C30 C 0.3053(10) 0.5952(3) 0.4965(2) 0.067(2) Uani 1 1 d . . . . .
H30 H 0.199562 0.605826 0.501266 0.080 Uiso 1 1 calc R . . . .
C31 C 0.3430(11) 0.5933(3) 0.4681(2) 0.068(2) Uani 1 1 d . . . . .
H31 H 0.263817 0.603322 0.453404 0.081 Uiso 1 1 calc R . . . .
C32 C 0.4964(12) 0.5766(3) 0.4614(2) 0.071(3) Uani 1 1 d . . . . .
H32 H 0.519413 0.573990 0.441954 0.086 Uiso 1 1 calc R . . . .
C33 C 0.6201(11) 0.5633(3) 0.48280(19) 0.063(2) Uani 1 1 d . . . . .
H33 H 0.725101 0.552615 0.477716 0.076 Uiso 1 1 calc R . . . .
C34 C 0.2876(10) 0.3489(3) 0.61465(19) 0.061(2) Uani 1 1 d . . . . .
H34 H 0.326155 0.318262 0.624099 0.073 Uiso 1 1 calc R . . . .
C35 C 0.1800(9) 0.3512(3) 0.59040(18) 0.051(2) Uani 1 1 d . . . . .
C36 C 0.1573(9) 0.4051(3) 0.58557(18) 0.054(2) Uani 1 1 d . . . . .
H36 H 0.086948 0.418745 0.570489 0.065 Uiso 1 1 calc R . . . .
C37 C 0.1017(9) 0.3071(3) 0.5736(2) 0.055(2) Uani 1 1 d . . . . .
C38 C 0.1045(11) 0.2560(3) 0.5843(2) 0.075(3) Uani 1 1 d . . . . .
H38 H 0.155220 0.249213 0.602665 0.090 Uiso 1 1 calc R . . . .
C39 C 0.0333(12) 0.2147(4) 0.5681(3) 0.083(3) Uani 1 1 d . . . . .
H39 H 0.035593 0.180562 0.575599 0.099 Uiso 1 1 calc R . . . .
C40 C -0.0396(12) 0.2241(5) 0.5412(3) 0.093(4) Uani 1 1 d . . . . .
H40 H -0.084637 0.196083 0.530227 0.112 Uiso 1 1 calc R . . . .
C41 C -0.0484(12) 0.2752(5) 0.5298(2) 0.093(3) Uani 1 1 d . . . . .
H41 H -0.103033 0.281758 0.511626 0.112 Uiso 1 1 calc R . . . .
C42 C 0.0259(11) 0.3158(4) 0.5460(2) 0.078(3) Uani 1 1 d . . . . .
H42 H 0.025245 0.349744 0.538271 0.093 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
O1 N7 1.196(9) . ?
O2 N7 1.176(9) . ?
O3 C44 1.241(9) . ?
O4 N8 1.150(10) . ?
O5 N8 1.208(9) . ?
O6 N9 1.219(10) . ?
O7 N9 1.229(10) . ?
N7 C43 1.477(11) . ?
N8 C45 1.441(11) . ?
N9 C47 1.466(11) . ?
C43 C44 1.438(11) . ?
C43 C48 1.357(11) . ?
C44 C45 1.414(11) . ?
C45 C46 1.367(11) . ?
C46 C47 1.361(11) . ?
C47 C48 1.369(11) . ?
N1 N2 1.359(8) . ?
N1 C7 1.462(9) . ?
N1 C16 1.322(9) . ?
N2 C18 1.319(10) . ?
N3 N4 1.337(8) . ?
N3 C8 1.464(9) . ?
N3 C25 1.347(9) . ?
N4 C27 1.328(9) . ?
N5 N6 1.364(8) . ?
N5 C9 1.461(9) . ?
N5 C34 1.356(9) . ?
N6 C36 1.326(9) . ?
C1 C2 1.406(10) . ?
C1 C6 1.389(10) . ?
C1 C7 1.531(9) . ?
C2 C3 1.409(9) . ?
C2 C10 1.528(10) . ?
C3 C4 1.387(9) . ?
C3 C8 1.488(9) . ?
C4 C5 1.407(10) . ?
C4 C12 1.515(9) . ?
C5 C6 1.406(9) . ?
C5 C9 1.519(10) . ?
C6 C14 1.509(10) . ?
C10 C11 1.560(11) . ?
C12 C13 1.528(10) . ?
C14 C15 1.497(12) . ?
C16 C17 1.411(10) . ?
C17 C18 1.397(10) . ?
C17 C19 1.457(10) . ?
C19 C20 1.357(10) . ?
C19 C24 1.384(10) . ?
C20 C21 1.393(11) . ?
C21 C22 1.361(12) . ?
C22 C23 1.353(12) . ?
C23 C24 1.382(11) . ?
C25 C26 1.372(10) . ?
C26 C27 1.381(10) . ?
C26 C28 1.482(10) . ?
C28 C29 1.371(10) . ?
C28 C33 1.382(10) . ?
C29 C30 1.418(10) . ?
C30 C31 1.364(11) . ?
C31 C32 1.356(11) . ?
C32 C33 1.389(11) . ?
C34 C35 1.364(10) . ?
C35 C36 1.390(10) . ?
C35 C37 1.470(10) . ?
C37 C38 1.382(11) . ?
C37 C42 1.388(11) . ?
C38 C39 1.383(12) . ?
C39 C40 1.350(13) . ?
C40 C41 1.395(14) . ?
C41 C42 1.380(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 N7 C43 118.4(9) . . ?
O2 N7 O1 121.7(10) . . ?
O2 N7 C43 119.8(8) . . ?
O4 N8 O5 119.0(10) . . ?
O4 N8 C45 121.4(10) . . ?
O5 N8 C45 119.5(9) . . ?
O6 N9 O7 125.4(9) . . ?
O6 N9 C47 118.6(10) . . ?
O7 N9 C47 116.0(10) . . ?
C44 C43 N7 119.4(8) . . ?
C48 C43 N7 116.6(8) . . ?
C48 C43 C44 123.9(9) . . ?
O3 C44 C43 124.6(9) . . ?
O3 C44 C45 122.2(8) . . ?
C45 C44 C43 113.2(8) . . ?
C44 C45 N8 120.1(8) . . ?
C46 C45 N8 116.7(9) . . ?
C46 C45 C44 123.2(8) . . ?
C47 C46 C45 119.3(9) . . ?
C46 C47 N9 118.8(9) . . ?
C46 C47 C48 122.1(8) . . ?
C48 C47 N9 119.1(9) . . ?
C43 C48 C47 118.2(8) . . ?
N2 N1 C7 118.1(6) . . ?
C16 N1 N2 109.9(6) . . ?
C16 N1 C7 131.9(6) . . ?
C18 N2 N1 105.6(7) . . ?
N4 N3 C8 119.0(6) . . ?
N4 N3 C25 111.4(7) . . ?
C25 N3 C8 129.6(7) . . ?
C27 N4 N3 103.8(6) . . ?
N6 N5 C9 121.7(6) . . ?
C34 N5 N6 111.3(6) . . ?
C34 N5 C9 126.7(6) . . ?
C36 N6 N5 103.7(6) . . ?
C2 C1 C7 118.1(7) . . ?
C6 C1 C2 122.9(7) . . ?
C6 C1 C7 119.0(7) . . ?
C1 C2 C3 117.7(7) . . ?
C1 C2 C10 121.0(6) . . ?
C3 C2 C10 121.4(7) . . ?
C2 C3 C8 119.8(7) . . ?
C4 C3 C2 121.1(7) . . ?
C4 C3 C8 119.1(7) . . ?
C3 C4 C5 119.4(6) . . ?
C3 C4 C12 120.9(7) . . ?
C5 C4 C12 119.7(7) . . ?
C4 C5 C9 119.7(6) . . ?
C6 C5 C4 121.2(7) . . ?
C6 C5 C9 119.0(7) . . ?
C1 C6 C5 117.6(6) . . ?
C1 C6 C14 121.5(7) . . ?
C5 C6 C14 120.8(7) . . ?
N1 C7 C1 113.2(6) . . ?
N3 C8 C3 111.9(6) . . ?
N5 C9 C5 112.4(6) . . ?
C2 C10 C11 108.9(7) . . ?
C4 C12 C13 110.8(6) . . ?
C15 C14 C6 114.0(8) . . ?
N1 C16 C17 110.1(7) . . ?
C16 C17 C19 128.4(7) . . ?
C18 C17 C16 100.9(7) . . ?
C18 C17 C19 130.6(7) . . ?
N2 C18 C17 113.4(7) . . ?
C20 C19 C17 121.6(7) . . ?
C20 C19 C24 118.2(8) . . ?
C24 C19 C17 120.2(8) . . ?
C19 C20 C21 120.9(8) . . ?
C22 C21 C20 119.9(9) . . ?
C23 C22 C21 120.0(10) . . ?
C22 C23 C24 120.1(9) . . ?
C23 C24 C19 120.8(8) . . ?
N3 C25 C26 108.5(7) . . ?
C25 C26 C27 102.4(7) . . ?
C25 C26 C28 127.6(7) . . ?
C27 C26 C28 129.9(8) . . ?
N4 C27 C26 113.9(8) . . ?
C29 C28 C26 120.2(8) . . ?
C29 C28 C33 119.4(8) . . ?
C33 C28 C26 120.3(7) . . ?
C28 C29 C30 120.2(8) . . ?
C31 C30 C29 119.5(8) . . ?
C32 C31 C30 119.7(9) . . ?
C31 C32 C33 121.8(9) . . ?
C28 C33 C32 119.2(8) . . ?
N5 C34 C35 107.8(7) . . ?
C34 C35 C36 103.9(7) . . ?
C34 C35 C37 128.4(7) . . ?
C36 C35 C37 127.7(8) . . ?
N6 C36 C35 113.3(7) . . ?
C38 C37 C35 121.7(8) . . ?
C38 C37 C42 117.8(8) . . ?
C42 C37 C35 120.4(8) . . ?
C37 C38 C39 121.2(9) . . ?
C40 C39 C38 119.8(10) . . ?
C39 C40 C41 121.2(10) . . ?
C42 C41 C40 118.2(10) . . ?
C41 C42 C37 121.7(10) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.487 0.750 153.8 11.3 ?
2 0.000 0.513 0.250 153.8 11.3 ?
3 0.187 0.038 0.919 11.4 9.2 ?
4 0.187 0.962 0.419 11.4 9.2 ?
5 0.500 0.013 0.250 153.8 11.3 ?
6 0.500 -0.013 0.750 153.8 11.3 ?
7 0.216 0.177 0.500 8.7 0.8 ?
8 0.227 0.259 0.347 11.0 0.9 ?
9 0.227 0.741 0.847 11.0 0.9 ?
10 0.216 0.823 -0.000 8.7 0.8 ?
11 0.273 0.241 0.653 11.0 0.9 ?
12 0.273 0.759 0.153 11.0 0.9 ?
13 0.284 0.323 0.500 8.7 0.8 ?
14 0.284 0.677 0.000 8.7 0.8 ?
15 0.313 0.462 0.081 11.4 9.2 ?
16 0.313 0.538 0.581 11.4 9.2 ?
17 0.687 0.462 0.419 11.4 9.2 ?
18 0.687 0.538 0.919 11.4 9.2 ?
19 0.727 0.241 0.847 11.0 0.9 ?
20 0.716 0.323 -0.000 8.7 0.8 ?
21 0.716 0.677 0.500 8.7 0.8 ?
22 0.727 0.759 0.347 11.0 0.9 ?
23 0.773 0.259 0.153 11.0 0.9 ?
24 0.773 0.741 0.653 11.0 0.9 ?
25 0.784 0.177 0.000 8.7 0.8 ?
26 0.784 0.823 0.500 8.7 0.8 ?
27 0.813 0.038 0.581 11.4 9.2 ?
28 0.813 0.962 0.081 11.4 9.2 ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Acetone'
