# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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. 
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data_InGe_10_masc_016
_database_code_depnum_ccdc_archive 'CCDC 1502236'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;
_chemical_name_common            
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
triindoline-2,3-dione
;
_chemical_formula_moiety         'C39 H33 N3 O6, 2 (C3 H7 N O)'
_chemical_formula_sum            'C45 H47 N5 O8'
_chemical_formula_weight         785.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.8472(6)
_cell_length_b                   13.2204(6)
_cell_length_c                   15.2946(7)
_cell_angle_alpha                62.584(3)
_cell_angle_beta                 70.003(4)
_cell_angle_gamma                86.619(4)
_cell_volume                     1984.29(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    32414
_cell_measurement_theta_min      1.60
_cell_measurement_theta_max      26.13

_exptl_crystal_description       piece
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.960
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      120(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 364 frames, detector distance = 130 mm
;
_diffrn_reflns_number            25914
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0778
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.605
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             6986
_reflns_number_gt                5841
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.

;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;


_refine_special_details          
;
 The C-bound H atoms were positioned geometrically and allowed to 
 ride on their parent atoms: C-H = 0.95 Α for aryl H atoms and
 C-H = 1.00 Α for aliphatic H atoms. Isotropic displacement
 parameters for hydrogen atoms were constrained to 
 Uiso(H) = 1.2Ueq(C) for aryl groups 
 and Uiso(H) = 1.5Ueq(C) otherwise. 
 
 Both dimethylformamide solvent molecules are refined as disordered
 molecules using SADI, ISOR, SUMP and EADP instructions. The
 first DMF is disordered in two positions with 42:58. The second 
 DMF is disorded at least in three positions with 42.1:39.8:17.7. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0474P)²+0.7699P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6986
_refine_ls_number_parameters     620
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1040
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.41722(11) 0.11875(11) 0.12698(9) 0.0252(3) Uani 1 1 d . . . . .
N2 N 0.29224(12) 0.60312(10) -0.16521(9) 0.0261(3) Uani 1 1 d . . . . .
N3 N -0.02774(11) 0.09741(11) 0.15552(10) 0.0282(3) Uani 1 1 d . . . . .
O1 O 0.44445(11) -0.07238(9) 0.17661(9) 0.0345(3) Uani 1 1 d . . . . .
O2 O 0.36381(14) -0.08798(11) 0.38725(9) 0.0514(4) Uani 1 1 d . . . . .
O3 O 0.22915(12) 0.49022(9) 0.01776(8) 0.0397(3) Uani 1 1 d . . . . .
O4 O 0.27837(11) 0.70809(10) 0.00952(9) 0.0356(3) Uani 1 1 d . . . . .
O5 O -0.08666(11) -0.08519(10) 0.19006(9) 0.0363(3) Uani 1 1 d . . . . .
O6 O -0.14294(12) -0.13348(10) 0.40975(9) 0.0433(3) Uani 1 1 d . . . . .
C1 C 0.23974(13) 0.15991(12) 0.00978(10) 0.0224(3) Uani 1 1 d . . . . .
C2 C 0.35238(13) 0.22321(12) -0.02752(10) 0.0225(3) Uani 1 1 d . . . . .
C3 C 0.37166(14) 0.34128(12) -0.09838(11) 0.0247(3) Uani 1 1 d . . . . .
C4 C 0.27481(14) 0.39649(12) -0.12623(11) 0.0252(3) Uani 1 1 d . . . . .
C5 C 0.15847(14) 0.33674(13) -0.07982(11) 0.0261(3) Uani 1 1 d . . . . .
C6 C 0.14172(13) 0.21777(12) -0.01249(11) 0.0234(3) Uani 1 1 d . . . . .
C7 C 0.22625(14) 0.02966(12) 0.06631(11) 0.0245(3) Uani 1 1 d . . . . .
H7A H 0.1432 -0.0001 0.1187 0.029 Uiso 1 1 calc R U . . .
H7B H 0.2837 0.0030 0.1044 0.029 Uiso 1 1 calc R U . . .
C8 C 0.25114(16) -0.01675(14) -0.01280(13) 0.0330(4) Uani 1 1 d . . . . .
H8A H 0.1954 0.0112 -0.0515 0.049 Uiso 1 1 calc R U . . .
H8B H 0.2392 -0.1008 0.0249 0.049 Uiso 1 1 calc R U . . .
H8C H 0.3347 0.0096 -0.0624 0.049 Uiso 1 1 calc R U . . .
C9 C 0.45127(13) 0.16225(13) 0.01228(11) 0.0259(3) Uani 1 1 d . . . . .
H9A H 0.4678 0.0973 -0.0039 0.031 Uiso 1 1 calc R U . . .
H9B H 0.5265 0.2162 -0.0252 0.031 Uiso 1 1 calc R U . . .
C10 C 0.41726(14) 0.00705(13) 0.19643(12) 0.0275(3) Uani 1 1 d . . . . .
C11 C 0.37405(15) -0.00028(14) 0.30747(12) 0.0320(4) Uani 1 1 d . . . . .
C12 C 0.35277(14) 0.11629(14) 0.28971(12) 0.0287(3) Uani 1 1 d . . . . .
C13 C 0.31422(16) 0.16242(15) 0.35860(13) 0.0352(4) Uani 1 1 d . . . . .
H13 H 0.2978 0.1156 0.4318 0.042 Uiso 1 1 calc R U . . .
C14 C 0.30007(15) 0.27799(15) 0.31870(13) 0.0354(4) Uani 1 1 d . . . . .
H14 H 0.2733 0.3112 0.3646 0.043 Uiso 1 1 calc R U . . .
C15 C 0.32507(15) 0.34522(14) 0.21143(13) 0.0314(3) Uani 1 1 d . . . . .
H15 H 0.3140 0.4242 0.1853 0.038 Uiso 1 1 calc R U . . .
C16 C 0.36605(14) 0.30042(13) 0.14051(12) 0.0280(3) Uani 1 1 d . . . . .
H16 H 0.3843 0.3478 0.0671 0.034 Uiso 1 1 calc R U . . .
C17 C 0.37899(13) 0.18541(13) 0.18101(11) 0.0251(3) Uani 1 1 d . . . . .
C18 C 0.49543(14) 0.40934(13) -0.14570(12) 0.0298(3) Uani 1 1 d . . . . .
H18A H 0.5321 0.3839 -0.0907 0.036 Uiso 1 1 calc R U . . .
H18B H 0.4857 0.4917 -0.1694 0.036 Uiso 1 1 calc R U . . .
C19 C 0.58081(16) 0.39456(15) -0.23919(13) 0.0384(4) Uani 1 1 d . . . . .
H19A H 0.5925 0.3134 -0.2157 0.058 Uiso 1 1 calc R U . . .
H19B H 0.6590 0.4401 -0.2673 0.058 Uiso 1 1 calc R U . . .
H19C H 0.5455 0.4207 -0.2943 0.058 Uiso 1 1 calc R U . . .
C20 C 0.29629(16) 0.52216(12) -0.20783(12) 0.0294(3) Uani 1 1 d . . . . .
H20A H 0.3764 0.5369 -0.2635 0.035 Uiso 1 1 calc R U . . .
H20B H 0.2344 0.5376 -0.2411 0.035 Uiso 1 1 calc R U . . .
C21 C 0.26465(14) 0.58077(13) -0.06294(11) 0.0277(3) Uani 1 1 d . . . . .
C22 C 0.28593(14) 0.69870(13) -0.06738(12) 0.0266(3) Uani 1 1 d . . . . .
C23 C 0.31636(13) 0.78362(12) -0.17784(11) 0.0246(3) Uani 1 1 d . . . . .
C24 C 0.33943(14) 0.90261(13) -0.22961(12) 0.0284(3) Uani 1 1 d . . . . .
H24 H 0.3363 0.9436 -0.1918 0.034 Uiso 1 1 calc R U . . .
C25 C 0.36714(14) 0.96004(13) -0.33781(12) 0.0312(3) Uani 1 1 d . . . . .
H25 H 0.3830 1.0414 -0.3749 0.037 Uiso 1 1 calc R U . . .
C26 C 0.37167(15) 0.89837(13) -0.39204(12) 0.0313(3) Uani 1 1 d . . . . .
H26 H 0.3912 0.9392 -0.4662 0.038 Uiso 1 1 calc R U . . .
C27 C 0.34858(14) 0.77885(13) -0.34144(12) 0.0287(3) Uani 1 1 d . . . . .
H27 H 0.3517 0.7379 -0.3794 0.034 Uiso 1 1 calc R U . . .
C28 C 0.32099(13) 0.72299(12) -0.23382(11) 0.0243(3) Uani 1 1 d . . . . .
C29 C 0.05211(16) 0.39955(14) -0.10231(13) 0.0343(4) Uani 1 1 d . . . . .
H29A H 0.0702 0.4815 -0.1238 0.041 Uiso 1 1 calc R U . . .
H29B H -0.0202 0.3674 -0.0369 0.041 Uiso 1 1 calc R U . . .
C30 C 0.0239(2) 0.39024(16) -0.18917(16) 0.0485(5) Uani 1 1 d . . . . .
H30A H 0.0923 0.4286 -0.2558 0.073 Uiso 1 1 calc R U . . .
H30B H -0.0488 0.4270 -0.1971 0.073 Uiso 1 1 calc R U . . .
H30C H 0.0102 0.3092 -0.1701 0.073 Uiso 1 1 calc R U . . .
C31 C 0.01700(14) 0.15021(13) 0.03954(12) 0.0286(3) Uani 1 1 d . . . . .
H31A H -0.0408 0.2021 0.0133 0.034 Uiso 1 1 calc R U . . .
H31B H 0.0201 0.0891 0.0187 0.034 Uiso 1 1 calc R U . . .
C32 C -0.07339(14) -0.01589(13) 0.21848(13) 0.0303(3) Uani 1 1 d . . . . .
C33 C -0.10068(15) -0.04060(14) 0.33354(13) 0.0333(4) Uani 1 1 d . . . . .
C34 C -0.06420(14) 0.06811(14) 0.32511(13) 0.0325(4) Uani 1 1 d . . . . .
C35 C -0.06540(17) 0.09761(16) 0.40143(14) 0.0409(4) Uani 1 1 d . . . . .
H35 H -0.0956 0.0430 0.4740 0.049 Uiso 1 1 calc R U . . .
C36 C -0.02155(18) 0.20873(17) 0.36922(15) 0.0453(4) Uani 1 1 d . . . . .
H36 H -0.0201 0.2307 0.4199 0.054 Uiso 1 1 calc R U . . .
C37 C 0.02028(16) 0.28806(15) 0.26297(14) 0.0397(4) Uani 1 1 d . . . . .
H37 H 0.0495 0.3639 0.2426 0.048 Uiso 1 1 calc R U . . .
C38 C 0.02101(15) 0.26063(14) 0.18498(13) 0.0333(4) Uani 1 1 d . . . . .
H38 H 0.0492 0.3161 0.1126 0.040 Uiso 1 1 calc R U . . .
C39 C -0.02118(13) 0.14894(13) 0.21763(12) 0.0290(3) Uani 1 1 d . . . . .
N4 N 0.57844(18) 0.69006(13) 0.40611(13) 0.0445(4) Uani 1 1 d . . . . .
C40 C 0.63773(18) 0.75625(17) 0.29402(14) 0.0441(4) Uani 1 1 d . . . . .
H40A H 0.6792 0.7060 0.2652 0.066 Uiso 1 1 calc R U . . .
H40B H 0.6969 0.8164 0.2787 0.066 Uiso 1 1 calc R U . . .
H40C H 0.5775 0.7915 0.2617 0.066 Uiso 1 1 calc R U . . .
O7A O 0.4270(14) 0.5920(9) 0.5475(7) 0.056(2) Uani 0.41(2) 1 d . . P A 1
C41A C 0.6785(14) 0.6322(8) 0.4500(11) 0.052(3) Uani 0.41(2) 1 d . . P A 1
H41A H 0.6439 0.5900 0.5271 0.077 Uiso 0.41(2) 1 calc R U P A 1
H41B H 0.7431 0.6911 0.4284 0.077 Uiso 0.41(2) 1 calc R U P A 1
H41C H 0.7119 0.5788 0.4224 0.077 Uiso 0.41(2) 1 calc R U P A 1
C42A C 0.474(2) 0.659(2) 0.4557(19) 0.056(6) Uani 0.41(2) 1 d . . P A 1
H42A H 0.4205 0.6916 0.4182 0.067 Uiso 0.41(2) 1 calc R U P A 1
O7B O 0.3821(9) 0.6193(8) 0.5420(5) 0.0540(17) Uani 0.59(2) 1 d . . P A 2
C41B C 0.6317(11) 0.6466(8) 0.4845(9) 0.065(2) Uani 0.59(2) 1 d . . P A 2
H41D H 0.5694 0.6272 0.5533 0.098 Uiso 0.59(2) 1 calc R U P A 2
H41E H 0.6939 0.7049 0.4679 0.098 Uiso 0.59(2) 1 calc R U P A 2
H41F H 0.6688 0.5777 0.4864 0.098 Uiso 0.59(2) 1 calc R U P A 2
C42B C 0.4506(13) 0.6724(11) 0.4468(10) 0.0338(19) Uani 0.59(2) 1 d . . P A 2
H42B H 0.4118 0.7044 0.3965 0.041 Uiso 0.59(2) 1 calc R U P A 2
O8A O 0.0894(4) 0.4354(5) 0.3984(4) 0.0658(14) Uani 0.421(4) 1 d D . P B 1
N5A N -0.0618(3) 0.3366(7) 0.5579(3) 0.0518(9) Uani 0.421(4) 1 d D . P B 1
C43A C 0.0474(4) 0.3828(4) 0.4894(4) 0.0365(9) Uani 0.421(4) 1 d D U P B 1
H43A H 0.1058 0.3702 0.5220 0.044 Uiso 0.421(4) 1 calc R U P B 1
C44A C -0.1593(7) 0.3675(14) 0.5148(7) 0.065(2) Uani 0.421(4) 1 d D . P B 1
H44A H -0.2081 0.4179 0.5397 0.097 Uiso 0.421(4) 1 calc R U P B 1
H44B H -0.2107 0.2978 0.5384 0.097 Uiso 0.421(4) 1 calc R U P B 1
H44C H -0.1244 0.4074 0.4377 0.097 Uiso 0.421(4) 1 calc R U P B 1
C45A C -0.1072(6) 0.2704(6) 0.6732(3) 0.0402(16) Uani 0.421(4) 1 d D . P B 1
H45A H -0.0393 0.2429 0.6973 0.060 Uiso 0.421(4) 1 calc R U P B 1
H45B H -0.1641 0.2048 0.6958 0.060 Uiso 0.421(4) 1 calc R U P B 1
H45C H -0.1486 0.3195 0.7036 0.060 Uiso 0.421(4) 1 calc R U P B 1
O8B O -0.1630(3) 0.0926(2) 0.6845(2) 0.0437(9) Uani 0.398(3) 1 d D . P C 2
N5B N -0.1306(4) 0.2824(3) 0.6079(4) 0.0441(11) Uani 0.398(3) 1 d D . P C 2
C43B C -0.1671(4) 0.1833(3) 0.6202(3) 0.0399(12) Uani 0.398(3) 1 d D . P C 2
H43B H -0.2005 0.1862 0.5709 0.048 Uiso 0.398(3) 1 calc R U P C 2
C44B C -0.1267(13) 0.3920(7) 0.5166(8) 0.065(2) Uani 0.398(3) 1 d D . P C 2
H44D H -0.1733 0.3807 0.4792 0.097 Uiso 0.398(3) 1 calc R U P C 2
H44E H -0.0426 0.4206 0.4692 0.097 Uiso 0.398(3) 1 calc R U P C 2
H44F H -0.1616 0.4478 0.5406 0.097 Uiso 0.398(3) 1 calc R U P C 2
C45B C -0.0694(9) 0.2939(7) 0.6721(6) 0.062(3) Uani 0.398(3) 1 d D . P C 2
H45D H -0.0848 0.2214 0.7371 0.093 Uiso 0.398(3) 1 calc R U P C 2
H45E H -0.1003 0.3552 0.6895 0.093 Uiso 0.398(3) 1 calc R U P C 2
H45F H 0.0179 0.3127 0.6324 0.093 Uiso 0.398(3) 1 calc R U P C 2
O8C O 0.1011(9) 0.4158(15) 0.4363(9) 0.0658(14) Uani 0.177(4) 1 d D . P D 3
N5C N -0.0807(7) 0.3275(12) 0.5675(8) 0.0518(9) Uani 0.177(4) 1 d D . P D 3
C43C C 0.0364(7) 0.3591(11) 0.5221(8) 0.0365(9) Uani 0.177(4) 1 d D . P D 3
H43C H 0.0776 0.3284 0.5707 0.044 Uiso 0.177(4) 1 calc R U P D 3
C44C C -0.1525(10) 0.390(3) 0.5019(14) 0.065(2) Uani 0.177(4) 1 d D . P D 3
H44G H -0.1967 0.4428 0.5263 0.097 Uiso 0.177(4) 1 calc R U P D 3
H44H H -0.2101 0.3356 0.5071 0.097 Uiso 0.177(4) 1 calc R U P D 3
H44I H -0.0986 0.4341 0.4284 0.097 Uiso 0.177(4) 1 calc R U P D 3
C45C C -0.1517(10) 0.2254(9) 0.6637(8) 0.0402(16) Uani 0.177(4) 1 d D . P D 3
H45G H -0.0991 0.1650 0.6826 0.060 Uiso 0.177(4) 1 calc R U P D 3
H45H H -0.2170 0.1980 0.6514 0.060 Uiso 0.177(4) 1 calc R U P D 3
H45I H -0.1864 0.2449 0.7213 0.060 Uiso 0.177(4) 1 calc R U P D 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C10 1.3656(19) . ?
N1 C17 1.4257(19) . ?
N1 C9 1.4782(18) . ?
N2 C21 1.3700(19) . ?
N2 C28 1.4200(18) . ?
N2 C20 1.4792(19) . ?
N3 C32 1.369(2) . ?
N3 C39 1.423(2) . ?
N3 C31 1.4748(19) . ?
O1 C10 1.2185(19) . ?
O2 C11 1.209(2) . ?
O3 C21 1.2153(18) . ?
O4 C22 1.2116(19) . ?
O5 C32 1.218(2) . ?
O6 C33 1.213(2) . ?
C1 C6 1.405(2) . ?
C1 C2 1.406(2) . ?
C1 C7 1.5183(19) . ?
C2 C3 1.406(2) . ?
C2 C9 1.522(2) . ?
C3 C4 1.407(2) . ?
C3 C18 1.521(2) . ?
C4 C5 1.404(2) . ?
C4 C20 1.5185(19) . ?
C5 C6 1.407(2) . ?
C5 C29 1.518(2) . ?
C6 C31 1.520(2) . ?
C7 C8 1.531(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.554(2) . ?
C11 C12 1.459(2) . ?
C12 C13 1.386(2) . ?
C12 C17 1.406(2) . ?
C13 C14 1.384(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.400(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.374(2) . ?
C16 H16 0.9500 . ?
C18 C19 1.533(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.561(2) . ?
C22 C23 1.459(2) . ?
C23 C24 1.390(2) . ?
C23 C28 1.405(2) . ?
C24 C25 1.387(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.394(2) . ?
C25 H25 0.9500 . ?
C26 C27 1.397(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(2) . ?
C27 H27 0.9500 . ?
C29 C30 1.533(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.550(2) . ?
C33 C34 1.461(2) . ?
C34 C35 1.386(2) . ?
C34 C39 1.406(2) . ?
C35 C36 1.385(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.388(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.395(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.384(2) . ?
C38 H38 0.9500 . ?
N4 C42A 1.19(3) . ?
N4 C42B 1.413(14) . ?
N4 C41B 1.416(7) . ?
N4 C40 1.437(2) . ?
N4 C41A 1.552(11) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
O7A C42A 1.20(2) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
C42A H42A 0.9500 . ?
O7B C42B 1.261(15) . ?
C41B H41D 0.9800 . ?
C41B H41E 0.9800 . ?
C41B H41F 0.9800 . ?
C42B H42B 0.9500 . ?
O8A C43A 1.159(4) . ?
N5A C43A 1.312(4) . ?
N5A C44A 1.466(3) . ?
N5A C45A 1.467(3) . ?
C43A H43A 0.9500 . ?
C44A H44A 0.9800 . ?
C44A H44B 0.9800 . ?
C44A H44C 0.9800 . ?
C45A H45A 0.9800 . ?
C45A H45B 0.9800 . ?
C45A H45C 0.9800 . ?
O8B C43B 1.161(4) . ?
N5B C43B 1.312(4) . ?
N5B C45B 1.466(3) . ?
N5B C44B 1.467(3) . ?
C43B H43B 0.9500 . ?
C44B H44D 0.9800 . ?
C44B H44E 0.9800 . ?
C44B H44F 0.9800 . ?
C45B H45D 0.9800 . ?
C45B H45E 0.9800 . ?
C45B H45F 0.9800 . ?
O8C C43C 1.160(4) . ?
N5C C43C 1.313(4) . ?
N5C C45C 1.467(3) . ?
N5C C44C 1.467(3) . ?
C43C H43C 0.9500 . ?
C44C H44G 0.9800 . ?
C44C H44H 0.9800 . ?
C44C H44I 0.9800 . ?
C45C H45G 0.9800 . ?
C45C H45H 0.9800 . ?
C45C H45I 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N1 C17 110.43(12) . . ?
C10 N1 C9 123.95(12) . . ?
C17 N1 C9 125.62(12) . . ?
C21 N2 C28 110.27(12) . . ?
C21 N2 C20 129.28(12) . . ?
C28 N2 C20 120.45(12) . . ?
C32 N3 C39 110.41(13) . . ?
C32 N3 C31 122.13(13) . . ?
C39 N3 C31 127.23(12) . . ?
C6 C1 C2 119.50(13) . . ?
C6 C1 C7 119.96(13) . . ?
C2 C1 C7 120.37(13) . . ?
C1 C2 C3 120.26(13) . . ?
C1 C2 C9 118.81(12) . . ?
C3 C2 C9 120.92(13) . . ?
C2 C3 C4 119.17(13) . . ?
C2 C3 C18 121.00(14) . . ?
C4 C3 C18 119.83(13) . . ?
C5 C4 C3 120.84(13) . . ?
C5 C4 C20 119.48(14) . . ?
C3 C4 C20 119.69(13) . . ?
C4 C5 C6 119.15(14) . . ?
C4 C5 C29 120.46(13) . . ?
C6 C5 C29 120.39(14) . . ?
C1 C6 C5 120.42(13) . . ?
C1 C6 C31 118.89(12) . . ?
C5 C6 C31 120.67(13) . . ?
C1 C7 C8 110.32(12) . . ?
C1 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C1 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C2 112.05(12) . . ?
N1 C9 H9A 109.2 . . ?
C2 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
C2 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
O1 C10 N1 127.38(14) . . ?
O1 C10 C11 126.09(14) . . ?
N1 C10 C11 106.53(13) . . ?
O2 C11 C12 131.34(15) . . ?
O2 C11 C10 123.52(15) . . ?
C12 C11 C10 105.13(12) . . ?
C13 C12 C17 120.94(15) . . ?
C13 C12 C11 131.57(15) . . ?
C17 C12 C11 107.50(13) . . ?
C14 C13 C12 118.76(15) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 119.85(15) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 122.13(15) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 117.56(14) . . ?
C17 C16 H16 121.2 . . ?
C15 C16 H16 121.2 . . ?
C16 C17 C12 120.75(14) . . ?
C16 C17 N1 128.83(13) . . ?
C12 C17 N1 110.42(13) . . ?
C3 C18 C19 112.29(13) . . ?
C3 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C3 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 C4 114.31(12) . . ?
N2 C20 H20A 108.7 . . ?
C4 C20 H20A 108.7 . . ?
N2 C20 H20B 108.7 . . ?
C4 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
O3 C21 N2 129.50(14) . . ?
O3 C21 C22 124.46(14) . . ?
N2 C21 C22 106.04(12) . . ?
O4 C22 C23 131.66(14) . . ?
O4 C22 C21 122.95(13) . . ?
C23 C22 C21 105.38(12) . . ?
C24 C23 C28 120.76(13) . . ?
C24 C23 C22 132.31(14) . . ?
C28 C23 C22 106.92(12) . . ?
C25 C24 C23 118.44(14) . . ?
C25 C24 H24 120.8 . . ?
C23 C24 H24 120.8 . . ?
C24 C25 C26 119.97(14) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 122.45(14) . . ?
C25 C26 H26 118.8 . . ?
C27 C26 H26 118.8 . . ?
C28 C27 C26 116.89(14) . . ?
C28 C27 H27 121.6 . . ?
C26 C27 H27 121.6 . . ?
C27 C28 C23 121.49(13) . . ?
C27 C28 N2 127.32(14) . . ?
C23 C28 N2 111.19(12) . . ?
C5 C29 C30 112.53(14) . . ?
C5 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
C5 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 C6 113.14(12) . . ?
N3 C31 H31A 109.0 . . ?
C6 C31 H31A 109.0 . . ?
N3 C31 H31B 109.0 . . ?
C6 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
O5 C32 N3 127.02(15) . . ?
O5 C32 C33 126.31(14) . . ?
N3 C32 C33 106.63(13) . . ?
O6 C33 C34 131.16(16) . . ?
O6 C33 C32 123.83(15) . . ?
C34 C33 C32 105.01(13) . . ?
C35 C34 C39 121.13(15) . . ?
C35 C34 C33 131.25(16) . . ?
C39 C34 C33 107.62(14) . . ?
C36 C35 C34 118.35(17) . . ?
C36 C35 H35 120.8 . . ?
C34 C35 H35 120.8 . . ?
C35 C36 C37 120.10(17) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C36 C37 C38 122.51(16) . . ?
C36 C37 H37 118.7 . . ?
C38 C37 H37 118.7 . . ?
C39 C38 C37 117.06(16) . . ?
C39 C38 H38 121.5 . . ?
C37 C38 H38 121.5 . . ?
C38 C39 C34 120.85(15) . . ?
C38 C39 N3 128.83(14) . . ?
C34 C39 N3 110.32(13) . . ?
C42B N4 C41B 114.0(7) . . ?
C42A N4 C40 128.9(11) . . ?
C42B N4 C40 117.9(6) . . ?
C41B N4 C40 127.9(5) . . ?
C42A N4 C41A 122.5(10) . . ?
C40 N4 C41A 106.1(6) . . ?
N4 C40 H40A 109.5 . . ?
N4 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N4 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N4 C41A H41A 109.5 . . ?
N4 C41A H41B 109.5 . . ?
H41A C41A H41B 109.5 . . ?
N4 C41A H41C 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
N4 C42A O7A 128.1(18) . . ?
N4 C42A H42A 115.9 . . ?
O7A C42A H42A 115.9 . . ?
N4 C41B H41D 109.5 . . ?
N4 C41B H41E 109.5 . . ?
H41D C41B H41E 109.5 . . ?
N4 C41B H41F 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?
O7B C42B N4 127.7(11) . . ?
O7B C42B H42B 116.2 . . ?
N4 C42B H42B 116.2 . . ?
C43A N5A C44A 115.4(4) . . ?
C43A N5A C45A 131.4(5) . . ?
C44A N5A C45A 112.7(4) . . ?
O8A C43A N5A 135.1(4) . . ?
O8A C43A H43A 112.4 . . ?
N5A C43A H43A 112.4 . . ?
N5A C44A H44A 109.5 . . ?
N5A C44A H44B 109.5 . . ?
H44A C44A H44B 109.5 . . ?
N5A C44A H44C 109.5 . . ?
H44A C44A H44C 109.5 . . ?
H44B C44A H44C 109.5 . . ?
N5A C45A H45A 109.5 . . ?
N5A C45A H45B 109.5 . . ?
H45A C45A H45B 109.5 . . ?
N5A C45A H45C 109.5 . . ?
H45A C45A H45C 109.5 . . ?
H45B C45A H45C 109.5 . . ?
C43B N5B C45B 123.6(4) . . ?
C43B N5B C44B 122.9(6) . . ?
C45B N5B C44B 112.6(4) . . ?
O8B C43B N5B 127.3(5) . . ?
O8B C43B H43B 116.4 . . ?
N5B C43B H43B 116.4 . . ?
N5B C44B H44D 109.5 . . ?
N5B C44B H44E 109.5 . . ?
H44D C44B H44E 109.5 . . ?
N5B C44B H44F 109.5 . . ?
H44D C44B H44F 109.5 . . ?
H44E C44B H44F 109.5 . . ?
N5B C45B H45D 109.5 . . ?
N5B C45B H45E 109.5 . . ?
H45D C45B H45E 109.5 . . ?
N5B C45B H45F 109.5 . . ?
H45D C45B H45F 109.5 . . ?
H45E C45B H45F 109.5 . . ?
C43C N5C C45C 131.3(5) . . ?
C43C N5C C44C 115.3(4) . . ?
C45C N5C C44C 112.0(5) . . ?
O8C C43C N5C 134.7(4) . . ?
O8C C43C H43C 112.7 . . ?
N5C C43C H43C 112.7 . . ?
N5C C44C H44G 109.5 . . ?
N5C C44C H44H 109.5 . . ?
H44G C44C H44H 109.5 . . ?
N5C C44C H44I 109.5 . . ?
H44G C44C H44I 109.5 . . ?
H44H C44C H44I 109.5 . . ?
N5C C45C H45G 109.5 . . ?
N5C C45C H45H 109.5 . . ?
H45G C45C H45H 109.5 . . ?
N5C C45C H45I 109.5 . . ?
H45G C45C H45I 109.5 . . ?
H45H C45C H45I 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -8.7(2) . . . . ?
C7 C1 C2 C3 166.56(12) . . . . ?
C6 C1 C2 C9 169.81(12) . . . . ?
C7 C1 C2 C9 -14.93(19) . . . . ?
C1 C2 C3 C4 3.9(2) . . . . ?
C9 C2 C3 C4 -174.55(12) . . . . ?
C1 C2 C3 C18 -175.53(12) . . . . ?
C9 C2 C3 C18 6.0(2) . . . . ?
C2 C3 C4 C5 3.6(2) . . . . ?
C18 C3 C4 C5 -176.96(13) . . . . ?
C2 C3 C4 C20 -176.18(12) . . . . ?
C18 C3 C4 C20 3.3(2) . . . . ?
C3 C4 C5 C6 -6.2(2) . . . . ?
C20 C4 C5 C6 173.56(13) . . . . ?
C3 C4 C5 C29 174.06(13) . . . . ?
C20 C4 C5 C29 -6.2(2) . . . . ?
C2 C1 C6 C5 6.0(2) . . . . ?
C7 C1 C6 C5 -169.24(13) . . . . ?
C2 C1 C6 C31 -172.43(12) . . . . ?
C7 C1 C6 C31 12.29(19) . . . . ?
C4 C5 C6 C1 1.3(2) . . . . ?
C29 C5 C6 C1 -178.92(13) . . . . ?
C4 C5 C6 C31 179.78(13) . . . . ?
C29 C5 C6 C31 -0.5(2) . . . . ?
C6 C1 C7 C8 85.25(16) . . . . ?
C2 C1 C7 C8 -89.99(16) . . . . ?
C10 N1 C9 C2 125.02(15) . . . . ?
C17 N1 C9 C2 -54.36(18) . . . . ?
C1 C2 C9 N1 -63.42(16) . . . . ?
C3 C2 C9 N1 115.07(14) . . . . ?
C17 N1 C10 O1 179.63(15) . . . . ?
C9 N1 C10 O1 0.2(2) . . . . ?
C17 N1 C10 C11 0.27(16) . . . . ?
C9 N1 C10 C11 -179.19(12) . . . . ?
O1 C10 C11 O2 0.6(3) . . . . ?
N1 C10 C11 O2 179.98(16) . . . . ?
O1 C10 C11 C12 -179.83(15) . . . . ?
N1 C10 C11 C12 -0.46(16) . . . . ?
O2 C11 C12 C13 -0.1(3) . . . . ?
C10 C11 C12 C13 -179.59(17) . . . . ?
O2 C11 C12 C17 179.98(19) . . . . ?
C10 C11 C12 C17 0.47(16) . . . . ?
C17 C12 C13 C14 1.0(2) . . . . ?
C11 C12 C13 C14 -178.96(17) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C16 -0.8(2) . . . . ?
C14 C15 C16 C17 1.2(2) . . . . ?
C15 C16 C17 C12 -0.5(2) . . . . ?
C15 C16 C17 N1 179.16(14) . . . . ?
C13 C12 C17 C16 -0.5(2) . . . . ?
C11 C12 C17 C16 179.42(14) . . . . ?
C13 C12 C17 N1 179.72(14) . . . . ?
C11 C12 C17 N1 -0.33(17) . . . . ?
C10 N1 C17 C16 -179.70(15) . . . . ?
C9 N1 C17 C16 -0.2(2) . . . . ?
C10 N1 C17 C12 0.02(17) . . . . ?
C9 N1 C17 C12 179.47(13) . . . . ?
C2 C3 C18 C19 80.86(18) . . . . ?
C4 C3 C18 C19 -98.60(17) . . . . ?
C21 N2 C20 C4 -4.6(2) . . . . ?
C28 N2 C20 C4 174.56(13) . . . . ?
C5 C4 C20 N2 96.51(16) . . . . ?
C3 C4 C20 N2 -83.73(17) . . . . ?
C28 N2 C21 O3 175.28(17) . . . . ?
C20 N2 C21 O3 -5.5(3) . . . . ?
C28 N2 C21 C22 -3.85(16) . . . . ?
C20 N2 C21 C22 175.34(14) . . . . ?
O3 C21 C22 O4 6.5(3) . . . . ?
N2 C21 C22 O4 -174.34(15) . . . . ?
O3 C21 C22 C23 -174.58(16) . . . . ?
N2 C21 C22 C23 4.61(16) . . . . ?
O4 C22 C23 C24 -4.4(3) . . . . ?
C21 C22 C23 C24 176.78(16) . . . . ?
O4 C22 C23 C28 175.23(16) . . . . ?
C21 C22 C23 C28 -3.59(16) . . . . ?
C28 C23 C24 C25 0.0(2) . . . . ?
C22 C23 C24 C25 179.59(15) . . . . ?
C23 C24 C25 C26 -0.2(2) . . . . ?
C24 C25 C26 C27 0.3(2) . . . . ?
C25 C26 C27 C28 -0.2(2) . . . . ?
C26 C27 C28 C23 0.0(2) . . . . ?
C26 C27 C28 N2 178.81(14) . . . . ?
C24 C23 C28 C27 0.1(2) . . . . ?
C22 C23 C28 C27 -179.58(14) . . . . ?
C24 C23 C28 N2 -178.88(13) . . . . ?
C22 C23 C28 N2 1.44(17) . . . . ?
C21 N2 C28 C27 -177.20(15) . . . . ?
C20 N2 C28 C27 3.5(2) . . . . ?
C21 N2 C28 C23 1.71(17) . . . . ?
C20 N2 C28 C23 -177.57(13) . . . . ?
C4 C5 C29 C30 97.05(17) . . . . ?
C6 C5 C29 C30 -82.69(19) . . . . ?
C32 N3 C31 C6 -130.31(15) . . . . ?
C39 N3 C31 C6 43.7(2) . . . . ?
C1 C6 C31 N3 61.33(17) . . . . ?
C5 C6 C31 N3 -117.14(15) . . . . ?
C39 N3 C32 O5 -177.25(15) . . . . ?
C31 N3 C32 O5 -2.3(2) . . . . ?
C39 N3 C32 C33 0.64(17) . . . . ?
C31 N3 C32 C33 175.55(13) . . . . ?
O5 C32 C33 O6 -2.5(3) . . . . ?
N3 C32 C33 O6 179.60(16) . . . . ?
O5 C32 C33 C34 177.19(16) . . . . ?
N3 C32 C33 C34 -0.73(17) . . . . ?
O6 C33 C34 C35 0.9(3) . . . . ?
C32 C33 C34 C35 -178.71(18) . . . . ?
O6 C33 C34 C39 -179.83(18) . . . . ?
C32 C33 C34 C39 0.53(17) . . . . ?
C39 C34 C35 C36 -0.8(3) . . . . ?
C33 C34 C35 C36 178.32(18) . . . . ?
C34 C35 C36 C37 1.1(3) . . . . ?
C35 C36 C37 C38 -0.4(3) . . . . ?
C36 C37 C38 C39 -0.6(3) . . . . ?
C37 C38 C39 C34 0.9(2) . . . . ?
C37 C38 C39 N3 -178.30(16) . . . . ?
C35 C34 C39 C38 -0.2(2) . . . . ?
C33 C34 C39 C38 -179.50(15) . . . . ?
C35 C34 C39 N3 179.17(15) . . . . ?
C33 C34 C39 N3 -0.17(18) . . . . ?
C32 N3 C39 C38 178.93(16) . . . . ?
C31 N3 C39 C38 4.3(3) . . . . ?
C32 N3 C39 C34 -0.32(18) . . . . ?
C31 N3 C39 C34 -174.90(14) . . . . ?
C42B N4 C42A O7A -168(11) . . . . ?
C41B N4 C42A O7A -11(3) . . . . ?
C40 N4 C42A O7A 169.6(16) . . . . ?
C41A N4 C42A O7A 10(3) . . . . ?
C42A N4 C42B O7B 21(7) . . . . ?
C41B N4 C42B O7B -3.5(16) . . . . ?
C40 N4 C42B O7B -178.5(10) . . . . ?
C41A N4 C42B O7B 18.4(19) . . . . ?
C44A N5A C43A O8A -9.1(14) . . . . ?
C45A N5A C43A O8A 179.9(9) . . . . ?
C45B N5B C43B O8B 4.3(10) . . . . ?
C44B N5B C43B O8B 172.6(8) . . . . ?
C45C N5C C43C O8C 153(2) . . . . ?
C44C N5C C43C O8C -12(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9A O1 0.99 2.66 3.4397(18) 136.3 2_655
C16 H16 O3 0.95 2.59 3.117(2) 115.1 .
C20 H20A O7A 0.99 2.48 3.206(8) 129.5 1_554
C20 H20A O7B 0.99 2.63 3.209(6) 117.3 1_554
C27 H27 O7A 0.95 2.62 3.517(10) 157.2 1_554
C27 H27 O7B 0.95 2.33 3.266(8) 170.1 1_554
C40 H40B O5 0.98 2.55 3.431(2) 149.7 1_665
C40 H40C O1 0.98 2.52 3.472(2) 165.2 1_565
C41A H41B O6 0.98 2.60 3.546(10) 161.2 1_665
C41A H41C O7A 0.98 2.64 3.262(13) 121.5 2_666
C41B H41E O6 0.98 2.58 3.557(7) 175.5 1_665
C43B H43B O2 0.95 2.13 2.774(5) 124.2 2_556
C44B H44D O7B 0.98 2.60 3.465(14) 147.1 2_566
C43C H43C O6 0.95 2.56 3.027(13) 110.7 2_556
C44C H44G O8C 0.98 2.60 3.26(5) 124.8 2_566

_refine_diff_density_max         0.431
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.042

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_InGe16_masc041
_database_code_depnum_ccdc_archive 'CCDC 1502234'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methoxyindoline-2,3-dione)
;
_chemical_name_common            
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methoxyindoline-2,3-dione)
;
_chemical_formula_moiety         'C39 H33 N3 O9, 0.88(C H Cl3)'
_chemical_formula_sum            'C39.88 H33.88 Cl2.64 N3 O9'
_chemical_formula_weight         792.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7009(5)
_cell_length_b                   13.6335(7)
_cell_length_c                   14.0704(7)
_cell_angle_alpha                115.146(3)
_cell_angle_beta                 94.041(4)
_cell_angle_gamma                98.252(4)
_cell_volume                     1819.05(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    25308
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      27.28

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_F_000             822
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.288
_shelx_estimated_absorpt_T_min   0.881
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 266 frames, detector distance = 120 mm
;

_diffrn_reflns_number            17996
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.548
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6726
_reflns_number_gt                6126
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;



_refine_special_details          
;
  The chloroform solvent molecule was refined as disordered
  molecule using EADP and EXYZ instructions in
  two positions (0.70 and 0.18). Further position give no
  satisfying result.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0432P)²+0.7206P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6726
_refine_ls_number_parameters     529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0923
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.04329(11) -0.14775(10) 0.17611(9) 0.0303(3) Uani 1 1 d . . . . .
N2 N -0.18173(11) 0.19592(10) 0.38382(9) 0.0290(3) Uani 1 1 d . . . . .
N3 N 0.45608(11) 0.26288(10) 0.54157(9) 0.0283(3) Uani 1 1 d . . . . .
O1 O -0.12830(11) -0.29080(9) 0.13462(9) 0.0435(3) Uani 1 1 d . . . . .
O2 O -0.15731(10) -0.27154(9) -0.06756(9) 0.0397(3) Uani 1 1 d . . . . .
O3 O -0.37710(10) 0.09263(10) 0.37545(10) 0.0442(3) Uani 1 1 d . . . . .
O4 O -0.44799(10) 0.14863(9) 0.20028(9) 0.0408(3) Uani 1 1 d . . . . .
O5 O 0.61718(11) 0.27077(9) 0.66473(9) 0.0406(3) Uani 1 1 d . . . . .
O6 O 0.76720(10) 0.40867(9) 0.58367(9) 0.0413(3) Uani 1 1 d . . . . .
O7 O 0.23130(10) 0.01351(9) -0.09769(8) 0.0362(2) Uani 1 1 d . . . . .
O8 O -0.07472(12) 0.43188(12) 0.15157(11) 0.0535(3) Uani 1 1 d . . . . .
O9 O 0.51154(11) 0.46450(9) 0.27281(9) 0.0408(3) Uani 1 1 d . . . . .
C1 C 0.22325(13) 0.04596(12) 0.42906(11) 0.0275(3) Uani 1 1 d . . . . .
C2 C 0.10460(13) -0.01388(11) 0.36704(10) 0.0261(3) Uani 1 1 d . . . . .
C3 C -0.00487(12) 0.03366(11) 0.38492(10) 0.0257(3) Uani 1 1 d . . . . .
C4 C 0.00572(13) 0.14434(12) 0.45942(11) 0.0272(3) Uani 1 1 d . . . . .
C5 C 0.12416(13) 0.20571(12) 0.52127(11) 0.0285(3) Uani 1 1 d . . . . .
C6 C 0.23083(13) 0.15425(12) 0.50743(11) 0.0281(3) Uani 1 1 d . . . . .
C7 C 0.34287(13) -0.00349(13) 0.41504(13) 0.0346(3) Uani 1 1 d . . . . .
H7A H 0.4170 0.0540 0.4274 0.052 Uiso 1 1 calc R U . . .
H7B H 0.3344 -0.0623 0.3427 0.052 Uiso 1 1 calc R U . . .
H7C H 0.3545 -0.0342 0.4660 0.052 Uiso 1 1 calc R U . . .
C8 C 0.09210(14) -0.13189(12) 0.28247(11) 0.0313(3) Uani 1 1 d . . . . .
H8A H 0.1768 -0.1532 0.2812 0.038 Uiso 1 1 calc R U . . .
H8B H 0.0341 -0.1816 0.3019 0.038 Uiso 1 1 calc R U . . .
C9 C -0.05966(14) -0.22674(12) 0.11259(12) 0.0325(3) Uani 1 1 d . . . . .
C10 C -0.07209(13) -0.21784(11) 0.00564(12) 0.0308(3) Uani 1 1 d . . . . .
C11 C 0.03763(13) -0.13357(11) 0.01717(11) 0.0272(3) Uani 1 1 d . . . . .
C12 C 0.08036(13) -0.09747(11) -0.05476(11) 0.0285(3) Uani 1 1 d . . . . .
H12 H 0.0352 -0.1262 -0.1245 0.034 Uiso 1 1 calc R U . . .
C13 C 0.19187(13) -0.01750(12) -0.02221(11) 0.0288(3) Uani 1 1 d . . . . .
C14 C 0.25540(13) 0.02585(12) 0.08113(11) 0.0307(3) Uani 1 1 d . . . . .
H14 H 0.3303 0.0813 0.1026 0.037 Uiso 1 1 calc R U . . .
C15 C 0.21094(13) -0.01073(12) 0.15399(11) 0.0308(3) Uani 1 1 d . . . . .
H15 H 0.2540 0.0198 0.2247 0.037 Uiso 1 1 calc R U . . .
C16 C 0.10294(13) -0.09233(11) 0.12038(11) 0.0274(3) Uani 1 1 d . . . . .
C18 C -0.11414(14) 0.19417(13) 0.47743(11) 0.0319(3) Uani 1 1 d . . . . .
H18A H -0.1737 0.1520 0.5035 0.038 Uiso 1 1 calc R U . . .
H18B H -0.0903 0.2709 0.5340 0.038 Uiso 1 1 calc R U . . .
C17 C -0.13398(13) -0.03512(12) 0.32526(11) 0.0297(3) Uani 1 1 d . . . . .
H17A H -0.2000 -0.0108 0.3702 0.045 Uiso 1 1 calc R U . . .
H17B H -0.1337 -0.1130 0.3065 0.045 Uiso 1 1 calc R U . . .
H17C H -0.1519 -0.0261 0.2605 0.045 Uiso 1 1 calc R U . . .
C19 C -0.30723(13) 0.14792(12) 0.34473(12) 0.0323(3) Uani 1 1 d . . . . .
C20 C -0.34434(13) 0.18031(12) 0.25461(12) 0.0311(3) Uani 1 1 d . . . . .
C21 C -0.23026(13) 0.25443(12) 0.25501(11) 0.0288(3) Uani 1 1 d . . . . .
C22 C -0.20951(14) 0.31175(13) 0.19557(12) 0.0341(3) Uani 1 1 d . . . . .
H22 H -0.2750 0.3064 0.1434 0.041 Uiso 1 1 calc R U . . .
C23 C -0.08978(15) 0.37806(13) 0.21381(12) 0.0355(3) Uani 1 1 d . . . . .
C24 C 0.00491(14) 0.38510(12) 0.29090(12) 0.0341(3) Uani 1 1 d . . . . .
H24 H 0.0862 0.4303 0.3026 0.041 Uiso 1 1 calc R U . . .
C25 C -0.01713(13) 0.32703(12) 0.35154(11) 0.0307(3) Uani 1 1 d . . . . .
H25 H 0.0479 0.3327 0.4042 0.037 Uiso 1 1 calc R U . . .
C26 C -0.13524(13) 0.26157(11) 0.33300(11) 0.0271(3) Uani 1 1 d . . . . .
C27 C 0.13977(16) 0.32535(13) 0.60341(12) 0.0374(3) Uani 1 1 d . . . . .
H27A H 0.2241 0.3660 0.6055 0.056 Uiso 1 1 calc R U . . .
H27B H 0.1318 0.3280 0.6734 0.056 Uiso 1 1 calc R U . . .
H27C H 0.0735 0.3591 0.5842 0.056 Uiso 1 1 calc R U . . .
C28 C 0.35466(14) 0.21340(14) 0.58239(12) 0.0356(3) Uani 1 1 d . . . . .
H28A H 0.3354 0.2726 0.6475 0.043 Uiso 1 1 calc R U . . .
H28B H 0.3884 0.1603 0.6031 0.043 Uiso 1 1 calc R U . . .
C29 C 0.57739(14) 0.29324(12) 0.59450(11) 0.0308(3) Uani 1 1 d . . . . .
C30 C 0.65556(13) 0.36518(11) 0.55148(11) 0.0308(3) Uani 1 1 d . . . . .
C31 C 0.56684(13) 0.36778(11) 0.46977(11) 0.0279(3) Uani 1 1 d . . . . .
C32 C 0.58692(13) 0.41935(11) 0.40531(11) 0.0295(3) Uani 1 1 d . . . . .
H32 H 0.6680 0.4621 0.4114 0.035 Uiso 1 1 calc R U . . .
C33 C 0.48584(14) 0.40748(11) 0.33099(11) 0.0300(3) Uani 1 1 d . . . . .
C34 C 0.36825(13) 0.34181(12) 0.32198(11) 0.0297(3) Uani 1 1 d . . . . .
H34 H 0.3005 0.3319 0.2694 0.036 Uiso 1 1 calc R U . . .
C35 C 0.34798(13) 0.29028(12) 0.38875(11) 0.0289(3) Uani 1 1 d . . . . .
H35 H 0.2675 0.2464 0.3821 0.035 Uiso 1 1 calc R U . . .
C36 C 0.44752(13) 0.30478(11) 0.46431(11) 0.0261(3) Uani 1 1 d . . . . .
C37 C 0.35249(15) 0.08634(14) -0.07121(13) 0.0387(4) Uani 1 1 d . . . . .
H37A H 0.3739 0.0961 -0.1336 0.058 Uiso 1 1 calc R U . . .
H37B H 0.4183 0.0546 -0.0483 0.058 Uiso 1 1 calc R U . . .
H37C H 0.3482 0.1581 -0.0136 0.058 Uiso 1 1 calc R U . . .
C38 C 0.04199(17) 0.50658(15) 0.17006(15) 0.0463(4) Uani 1 1 d . . . . .
H38A H 0.0347 0.5457 0.1260 0.070 Uiso 1 1 calc R U . . .
H38B H 0.1116 0.4654 0.1517 0.070 Uiso 1 1 calc R U . . .
H38C H 0.0600 0.5601 0.2451 0.070 Uiso 1 1 calc R U . . .
C39 C 0.42327(18) 0.43695(15) 0.18097(13) 0.0468(4) Uani 1 1 d . . . . .
H39A H 0.4581 0.4759 0.1411 0.070 Uiso 1 1 calc R U . . .
H39B H 0.3425 0.4588 0.2023 0.070 Uiso 1 1 calc R U . . .
H39C H 0.4084 0.3571 0.1361 0.070 Uiso 1 1 calc R U . . .
Cl1A Cl 0.2972(2) 0.54827(15) 0.00569(18) 0.0497(3) Uani 0.7 1 d . . P A 1
Cl2A Cl 0.35244(15) 0.78907(17) 0.09673(15) 0.0497(4) Uani 0.7 1 d . . P A 1
Cl3A Cl 0.5553(2) 0.6752(3) 0.1108(3) 0.0403(4) Uani 0.7 1 d . . P A 1
C40A C 0.38900(18) 0.66924(16) 0.10636(15) 0.0413(4) Uani 0.7 1 d . . P A 1
H40A H 0.3665 0.6732 0.1755 0.050 Uiso 0.7 1 calc R U P A 1
Cl1B Cl 0.3371(8) 0.7633(7) 0.0889(6) 0.069(2) Uani 0.18 1 d . . P B 2
Cl2B Cl 0.3135(10) 0.5395(8) -0.0073(8) 0.090(3) Uani 0.18 1 d . . P B 2
Cl3B Cl 0.5542(11) 0.6558(12) 0.0978(11) 0.053(3) Uani 0.18 1 d . . P B 2
C40B C 0.38900(18) 0.66924(16) 0.10636(15) 0.0413(4) Uani 0.18 1 d . . P B 2
H40B H 0.3649 0.6686 0.1735 0.050 Uiso 0.18 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.3692(18) . ?
N1 C16 1.4244(18) . ?
N1 C8 1.4634(18) . ?
N2 C19 1.3682(18) . ?
N2 C26 1.4234(18) . ?
N2 C18 1.4683(18) . ?
N3 C29 1.3633(18) . ?
N3 C36 1.4300(18) . ?
N3 C28 1.4730(18) . ?
O1 C9 1.2150(18) . ?
O2 C10 1.2098(18) . ?
O3 C19 1.2143(18) . ?
O4 C20 1.2098(18) . ?
O5 C29 1.2194(18) . ?
O6 C30 1.2149(17) . ?
O7 C13 1.3706(17) . ?
O7 C37 1.4333(17) . ?
O8 C23 1.3649(19) . ?
O8 C38 1.424(2) . ?
O9 C33 1.3644(17) . ?
O9 C39 1.4202(19) . ?
C1 C6 1.404(2) . ?
C1 C2 1.4073(19) . ?
C1 C7 1.517(2) . ?
C2 C3 1.4059(19) . ?
C2 C8 1.520(2) . ?
C3 C4 1.407(2) . ?
C3 C17 1.5128(18) . ?
C4 C5 1.4090(19) . ?
C4 C18 1.5232(19) . ?
C5 C6 1.406(2) . ?
C5 C27 1.522(2) . ?
C6 C28 1.5140(19) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.558(2) . ?
C10 C11 1.4671(19) . ?
C11 C12 1.378(2) . ?
C11 C16 1.4013(19) . ?
C12 C13 1.3954(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(2) . ?
C14 C15 1.400(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.3798(19) . ?
C15 H15 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 C20 1.554(2) . ?
C20 C21 1.467(2) . ?
C21 C22 1.375(2) . ?
C21 C26 1.4039(19) . ?
C22 C23 1.396(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.393(2) . ?
C24 C25 1.400(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.3762(19) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.539(2) . ?
C30 C31 1.454(2) . ?
C31 C32 1.374(2) . ?
C31 C36 1.4104(19) . ?
C32 C33 1.391(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.400(2) . ?
C34 C35 1.403(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.3804(19) . ?
C35 H35 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
Cl1A C40A 1.745(3) . ?
Cl2A C40A 1.790(3) . ?
Cl3A C40A 1.766(3) . ?
C40A H40A 1.0000 . ?

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
C9 N1 C16 110.73(12) . . ?
C9 N1 C8 123.80(12) . . ?
C16 N1 C8 125.15(11) . . ?
C19 N2 C26 110.42(12) . . ?
C19 N2 C18 123.32(12) . . ?
C26 N2 C18 125.46(11) . . ?
C29 N3 C36 110.36(11) . . ?
C29 N3 C28 118.34(12) . . ?
C36 N3 C28 130.24(11) . . ?
C13 O7 C37 117.26(11) . . ?
C23 O8 C38 118.84(13) . . ?
C33 O9 C39 117.45(12) . . ?
C6 C1 C2 119.00(13) . . ?
C6 C1 C7 118.94(12) . . ?
C2 C1 C7 122.05(13) . . ?
C3 C2 C1 120.29(13) . . ?
C3 C2 C8 119.11(12) . . ?
C1 C2 C8 120.57(12) . . ?
C2 C3 C4 119.93(12) . . ?
C2 C3 C17 119.80(12) . . ?
C4 C3 C17 120.26(12) . . ?
C3 C4 C5 120.27(13) . . ?
C3 C4 C18 119.03(12) . . ?
C5 C4 C18 120.57(13) . . ?
C6 C5 C4 118.87(13) . . ?
C6 C5 C27 119.08(13) . . ?
C4 C5 C27 122.05(13) . . ?
C1 C6 C5 121.38(12) . . ?
C1 C6 C28 118.75(13) . . ?
C5 C6 C28 119.77(13) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 113.40(11) . . ?
N1 C8 H8A 108.9 . . ?
C2 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C2 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
O1 C9 N1 127.34(14) . . ?
O1 C9 C10 126.56(13) . . ?
N1 C9 C10 106.10(12) . . ?
O2 C10 C11 130.65(14) . . ?
O2 C10 C9 124.32(13) . . ?
C11 C10 C9 105.03(11) . . ?
C12 C11 C16 121.83(12) . . ?
C12 C11 C10 130.70(13) . . ?
C16 C11 C10 107.44(12) . . ?
C11 C12 C13 118.12(12) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
O7 C13 C14 124.13(12) . . ?
O7 C13 C12 115.56(12) . . ?
C14 C13 C12 120.31(13) . . ?
C13 C14 C15 121.24(13) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 118.20(13) . . ?
C16 C15 H15 120.9 . . ?
C14 C15 H15 120.9 . . ?
C15 C16 C11 120.25(13) . . ?
C15 C16 N1 129.18(13) . . ?
C11 C16 N1 110.55(12) . . ?
N2 C18 C4 115.32(11) . . ?
N2 C18 H18A 108.4 . . ?
C4 C18 H18A 108.4 . . ?
N2 C18 H18B 108.4 . . ?
C4 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O3 C19 N2 127.01(14) . . ?
O3 C19 C20 126.46(13) . . ?
N2 C19 C20 106.52(12) . . ?
O4 C20 C21 130.94(15) . . ?
O4 C20 C19 124.12(14) . . ?
C21 C20 C19 104.93(11) . . ?
C22 C21 C26 121.89(13) . . ?
C22 C21 C20 130.72(13) . . ?
C26 C21 C20 107.38(12) . . ?
C21 C22 C23 118.34(13) . . ?
C21 C22 H22 120.8 . . ?
C23 C22 H22 120.8 . . ?
O8 C23 C24 124.51(14) . . ?
O8 C23 C22 115.55(13) . . ?
C24 C23 C22 119.94(14) . . ?
C23 C24 C25 121.40(13) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C26 C25 C24 118.39(13) . . ?
C26 C25 H25 120.8 . . ?
C24 C25 H25 120.8 . . ?
C25 C26 C21 120.03(13) . . ?
C25 C26 N2 129.33(13) . . ?
C21 C26 N2 110.64(12) . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C6 116.35(11) . . ?
N3 C28 H28A 108.2 . . ?
C6 C28 H28A 108.2 . . ?
N3 C28 H28B 108.2 . . ?
C6 C28 H28B 108.2 . . ?
H28A C28 H28B 107.4 . . ?
O5 C29 N3 127.15(14) . . ?
O5 C29 C30 125.74(13) . . ?
N3 C29 C30 107.08(12) . . ?
O6 C30 C31 130.58(14) . . ?
O6 C30 C29 124.36(14) . . ?
C31 C30 C29 105.06(11) . . ?
C32 C31 C36 122.51(13) . . ?
C32 C31 C30 129.53(13) . . ?
C36 C31 C30 107.96(12) . . ?
C31 C32 C33 118.52(13) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
O9 C33 C32 115.15(12) . . ?
O9 C33 C34 125.26(13) . . ?
C32 C33 C34 119.58(13) . . ?
C33 C34 C35 121.60(13) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 H34 119.2 . . ?
C36 C35 C34 118.59(12) . . ?
C36 C35 H35 120.7 . . ?
C34 C35 H35 120.7 . . ?
C35 C36 C31 119.13(13) . . ?
C35 C36 N3 131.32(12) . . ?
C31 C36 N3 109.50(12) . . ?
O7 C37 H37A 109.5 . . ?
O7 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O7 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O8 C38 H38A 109.5 . . ?
O8 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O8 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O9 C39 H39A 109.5 . . ?
O9 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O9 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
Cl1A C40A Cl3A 114.21(18) . . ?
Cl1A C40A Cl2A 111.42(13) . . ?
Cl3A C40A Cl2A 108.54(15) . . ?
Cl1A C40A H40A 107.5 . . ?
Cl3A C40A H40A 107.5 . . ?
Cl2A C40A H40A 107.5 . . ?

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
C6 C1 C2 C3 -1.17(19) . . . . ?
C7 C1 C2 C3 177.87(12) . . . . ?
C6 C1 C2 C8 -179.13(12) . . . . ?
C7 C1 C2 C8 -0.09(19) . . . . ?
C1 C2 C3 C4 4.89(19) . . . . ?
C8 C2 C3 C4 -177.12(12) . . . . ?
C1 C2 C3 C17 -174.03(12) . . . . ?
C8 C2 C3 C17 3.95(18) . . . . ?
C2 C3 C4 C5 -4.16(19) . . . . ?
C17 C3 C4 C5 174.77(12) . . . . ?
C2 C3 C4 C18 179.95(11) . . . . ?
C17 C3 C4 C18 -1.12(18) . . . . ?
C3 C4 C5 C6 -0.28(19) . . . . ?
C18 C4 C5 C6 175.55(12) . . . . ?
C3 C4 C5 C27 -179.50(12) . . . . ?
C18 C4 C5 C27 -3.67(19) . . . . ?
C2 C1 C6 C5 -3.36(19) . . . . ?
C7 C1 C6 C5 177.57(12) . . . . ?
C2 C1 C6 C28 172.90(12) . . . . ?
C7 C1 C6 C28 -6.18(18) . . . . ?
C4 C5 C6 C1 4.08(19) . . . . ?
C27 C5 C6 C1 -176.68(12) . . . . ?
C4 C5 C6 C28 -172.14(12) . . . . ?
C27 C5 C6 C28 7.10(19) . . . . ?
C9 N1 C8 C2 -126.86(14) . . . . ?
C16 N1 C8 C2 60.14(18) . . . . ?
C3 C2 C8 N1 59.95(16) . . . . ?
C1 C2 C8 N1 -122.06(13) . . . . ?
C16 N1 C9 O1 177.37(15) . . . . ?
C8 N1 C9 O1 3.5(2) . . . . ?
C16 N1 C9 C10 -2.93(15) . . . . ?
C8 N1 C9 C10 -176.82(12) . . . . ?
O1 C9 C10 O2 3.8(2) . . . . ?
N1 C9 C10 O2 -175.91(14) . . . . ?
O1 C9 C10 C11 -176.50(15) . . . . ?
N1 C9 C10 C11 3.80(15) . . . . ?
O2 C10 C11 C12 -5.6(3) . . . . ?
C9 C10 C11 C12 174.73(14) . . . . ?
O2 C10 C11 C16 176.44(15) . . . . ?
C9 C10 C11 C16 -3.24(14) . . . . ?
C16 C11 C12 C13 -0.1(2) . . . . ?
C10 C11 C12 C13 -177.78(14) . . . . ?
C37 O7 C13 C14 6.9(2) . . . . ?
C37 O7 C13 C12 -173.38(13) . . . . ?
C11 C12 C13 O7 178.65(12) . . . . ?
C11 C12 C13 C14 -1.6(2) . . . . ?
O7 C13 C14 C15 -179.04(14) . . . . ?
C12 C13 C14 C15 1.2(2) . . . . ?
C13 C14 C15 C16 0.8(2) . . . . ?
C14 C15 C16 C11 -2.5(2) . . . . ?
C14 C15 C16 N1 175.95(14) . . . . ?
C12 C11 C16 C15 2.1(2) . . . . ?
C10 C11 C16 C15 -179.67(13) . . . . ?
C12 C11 C16 N1 -176.55(12) . . . . ?
C10 C11 C16 N1 1.63(15) . . . . ?
C9 N1 C16 C15 -177.60(14) . . . . ?
C8 N1 C16 C15 -3.8(2) . . . . ?
C9 N1 C16 C11 0.95(16) . . . . ?
C8 N1 C16 C11 174.74(13) . . . . ?
C19 N2 C18 C4 123.23(14) . . . . ?
C26 N2 C18 C4 -68.06(18) . . . . ?
C3 C4 C18 N2 -60.60(17) . . . . ?
C5 C4 C18 N2 123.52(14) . . . . ?
C26 N2 C19 O3 -175.22(14) . . . . ?
C18 N2 C19 O3 -5.0(2) . . . . ?
C26 N2 C19 C20 3.45(15) . . . . ?
C18 N2 C19 C20 173.65(12) . . . . ?
O3 C19 C20 O4 -3.9(2) . . . . ?
N2 C19 C20 O4 177.43(14) . . . . ?
O3 C19 C20 C21 175.25(14) . . . . ?
N2 C19 C20 C21 -3.43(15) . . . . ?
O4 C20 C21 C22 2.1(3) . . . . ?
C19 C20 C21 C22 -176.98(15) . . . . ?
O4 C20 C21 C26 -178.83(15) . . . . ?
C19 C20 C21 C26 2.11(15) . . . . ?
C26 C21 C22 C23 0.4(2) . . . . ?
C20 C21 C22 C23 179.38(14) . . . . ?
C38 O8 C23 C24 -4.5(3) . . . . ?
C38 O8 C23 C22 176.03(15) . . . . ?
C21 C22 C23 O8 179.33(14) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
O8 C23 C24 C25 -179.67(15) . . . . ?
C22 C23 C24 C25 -0.2(2) . . . . ?
C23 C24 C25 C26 0.4(2) . . . . ?
C24 C25 C26 C21 -0.2(2) . . . . ?
C24 C25 C26 N2 -179.28(14) . . . . ?
C22 C21 C26 C25 -0.2(2) . . . . ?
C20 C21 C26 C25 -179.41(13) . . . . ?
C22 C21 C26 N2 179.05(13) . . . . ?
C20 C21 C26 N2 -0.14(16) . . . . ?
C19 N2 C26 C25 176.96(14) . . . . ?
C18 N2 C26 C25 7.0(2) . . . . ?
C19 N2 C26 C21 -2.23(16) . . . . ?
C18 N2 C26 C21 -172.18(12) . . . . ?
C29 N3 C28 C6 -164.52(13) . . . . ?
C36 N3 C28 C6 28.5(2) . . . . ?
C1 C6 C28 N3 80.60(17) . . . . ?
C5 C6 C28 N3 -103.09(16) . . . . ?
C36 N3 C29 O5 -179.60(14) . . . . ?
C28 N3 C29 O5 11.0(2) . . . . ?
C36 N3 C29 C30 2.14(15) . . . . ?
C28 N3 C29 C30 -167.27(12) . . . . ?
O5 C29 C30 O6 -0.4(2) . . . . ?
N3 C29 C30 O6 177.90(14) . . . . ?
O5 C29 C30 C31 -179.81(14) . . . . ?
N3 C29 C30 C31 -1.53(15) . . . . ?
O6 C30 C31 C32 1.3(3) . . . . ?
C29 C30 C31 C32 -179.36(14) . . . . ?
O6 C30 C31 C36 -179.04(15) . . . . ?
C29 C30 C31 C36 0.33(14) . . . . ?
C36 C31 C32 C33 -0.9(2) . . . . ?
C30 C31 C32 C33 178.77(13) . . . . ?
C39 O9 C33 C32 166.35(14) . . . . ?
C39 O9 C33 C34 -14.6(2) . . . . ?
C31 C32 C33 O9 177.53(12) . . . . ?
C31 C32 C33 C34 -1.5(2) . . . . ?
O9 C33 C34 C35 -176.73(14) . . . . ?
C32 C33 C34 C35 2.2(2) . . . . ?
C33 C34 C35 C36 -0.5(2) . . . . ?
C34 C35 C36 C31 -1.9(2) . . . . ?
C34 C35 C36 N3 -179.39(13) . . . . ?
C32 C31 C36 C35 2.7(2) . . . . ?
C30 C31 C36 C35 -177.06(12) . . . . ?
C32 C31 C36 N3 -179.36(12) . . . . ?
C30 C31 C36 N3 0.93(15) . . . . ?
C29 N3 C36 C35 175.66(15) . . . . ?
C28 N3 C36 C35 -16.6(2) . . . . ?
C29 N3 C36 C31 -2.00(16) . . . . ?
C28 N3 C36 C31 165.77(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C14 H14 O4 0.95 2.49 3.3207(17) 145.9 1_655
C18 H18B O6 0.99 2.49 3.1650(18) 125.1 1_455
C22 H22 Cl1B 0.95 2.98 3.779(7) 142.1 2_565
C24 H24 O6 0.95 2.35 3.1898(18) 147.3 2_666
C37 H37A Cl3A 0.98 2.97 3.543(3) 118.2 2_665
C38 H38B O2 0.98 2.53 3.366(2) 142.7 2
C39 H39A Cl3A 0.98 2.98 3.889(3) 154.7 .
C39 H39A Cl3B 0.98 2.84 3.773(13) 158.7 .
C40A H40A O5 1.00 2.03 2.976(2) 157.3 2_666
C40B H40B O5 1.00 2.05 2.976(2) 153.3 2_666

_refine_diff_density_max         0.519
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.038

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_InKomp_06_masc039
_database_code_depnum_ccdc_archive 'CCDC 1502235'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;
_chemical_name_common            
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
triindoline-2,3-dione
;
_chemical_formula_moiety         'C39 H33 N3 O6, 1.5(C4 H10 O2)'
_chemical_formula_sum            'C45 H48 N3 O9'
_chemical_formula_weight         774.86

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7193(3)
_cell_length_b                   13.5370(5)
_cell_length_c                   17.0293(7)
_cell_angle_alpha                90.530(3)
_cell_angle_beta                 101.315(3)
_cell_angle_gamma                96.462(3)
_cell_volume                     1957.42(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    35803
_cell_measurement_theta_min      1.22
_cell_measurement_theta_max      27.42

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             822
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.323
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      173(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 316 frames, detector distance = 120 mm
;
_diffrn_reflns_number            24689
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.220
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7674
_reflns_number_gt                6153
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0617P)²+1.3362P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0174(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7674
_refine_ls_number_parameters     521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0835
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1701
_refine_ls_wR_factor_gt          0.1566
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_restrained_S_all      1.191
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.9649(2) -0.01478(15) 0.13644(11) 0.0299(4) Uani 1 1 d . . . . .
N2 N 0.5096(2) 0.09024(14) 0.39650(11) 0.0273(4) Uani 1 1 d . . . . .
N3 N 0.5540(2) 0.36405(14) 0.11101(12) 0.0290(4) Uani 1 1 d . . . . .
O1 O 1.1325(2) -0.11850(16) 0.20606(11) 0.0488(5) Uani 1 1 d . . . . .
O2 O 1.0002(3) -0.25207(14) 0.06514(13) 0.0500(5) Uani 1 1 d . . . . .
O3 O 0.2415(2) 0.09929(14) 0.37633(11) 0.0392(4) Uani 1 1 d . . . . .
O4 O 0.3191(2) 0.15380(14) 0.54833(11) 0.0437(5) Uani 1 1 d . . . . .
O5 O 0.6139(2) 0.24787(13) 0.02409(11) 0.0380(4) Uani 1 1 d . . . . .
O6 O 0.3458(2) 0.31632(15) -0.08542(11) 0.0437(5) Uani 1 1 d . . . . .
C1 C 0.8381(3) 0.21300(17) 0.18790(13) 0.0275(5) Uani 1 1 d . . . . .
C2 C 0.8614(3) 0.11543(17) 0.21204(13) 0.0268(5) Uani 1 1 d . . . . .
C3 C 0.7571(3) 0.06180(17) 0.25333(12) 0.0267(5) Uani 1 1 d . . . . .
C4 C 0.6329(3) 0.10748(17) 0.27435(13) 0.0258(5) Uani 1 1 d . . . . .
C5 C 0.6102(3) 0.20503(17) 0.25153(13) 0.0253(5) Uani 1 1 d . . . . .
C6 C 0.7113(3) 0.25659(17) 0.20712(13) 0.0264(5) Uani 1 1 d . . . . .
C7 C 0.9475(3) 0.27069(19) 0.14066(16) 0.0355(6) Uani 1 1 d . . . . .
H7A H 0.9894 0.2232 0.1081 0.043 Uiso 1 1 calc R U . . .
H7B H 0.8864 0.3143 0.1034 0.043 Uiso 1 1 calc R U . . .
C8 C 1.0839(3) 0.3336(2) 0.1936(2) 0.0481(7) Uani 1 1 d . . . . .
H8A H 1.0434 0.3825 0.2246 0.072 Uiso 1 1 calc R U . . .
H8B H 1.1511 0.3683 0.1603 0.072 Uiso 1 1 calc R U . . .
H8C H 1.1456 0.2908 0.2303 0.072 Uiso 1 1 calc R U . . .
C9 C 1.0032(3) 0.06950(19) 0.19446(14) 0.0319(5) Uani 1 1 d . . . . .
H9A H 1.0728 0.1217 0.1740 0.038 Uiso 1 1 calc R U . . .
H9B H 1.0631 0.0469 0.2453 0.038 Uiso 1 1 calc R U . . .
C10 C 1.0356(3) -0.10016(19) 0.14835(15) 0.0346(6) Uani 1 1 d . . . . .
C11 C 0.9641(3) -0.16951(19) 0.07380(15) 0.0352(6) Uani 1 1 d . . . . .
C12 C 0.8544(3) -0.11263(18) 0.02286(14) 0.0304(5) Uani 1 1 d . . . . .
C13 C 0.7542(3) -0.1362(2) -0.05041(15) 0.0357(6) Uani 1 1 d . . . . .
H13 H 0.7503 -0.1992 -0.0762 0.043 Uiso 1 1 calc R U . . .
C14 C 0.6602(3) -0.0664(2) -0.08515(16) 0.0403(6) Uani 1 1 d . . . . .
H14 H 0.5906 -0.0812 -0.1353 0.048 Uiso 1 1 calc R U . . .
C15 C 0.6676(3) 0.0254(2) -0.04669(15) 0.0358(6) Uani 1 1 d . . . . .
H15 H 0.6032 0.0729 -0.0716 0.043 Uiso 1 1 calc R U . . .
C16 C 0.7661(3) 0.05003(18) 0.02700(14) 0.0305(5) Uani 1 1 d . . . . .
H16 H 0.7697 0.1131 0.0527 0.037 Uiso 1 1 calc R U . . .
C17 C 0.8586(3) -0.02048(17) 0.06150(13) 0.0273(5) Uani 1 1 d . . . . .
C18 C 0.7737(3) -0.04650(19) 0.27163(15) 0.0355(6) Uani 1 1 d . . . . .
H18A H 0.7569 -0.0590 0.3267 0.043 Uiso 1 1 calc R U . . .
H18B H 0.8821 -0.0599 0.2694 0.043 Uiso 1 1 calc R U . . .
C19 C 0.6556(4) -0.11797(19) 0.21241(17) 0.0453(7) Uani 1 1 d . . . . .
H19A H 0.5483 -0.1106 0.2190 0.068 Uiso 1 1 calc R U . . .
H19B H 0.6773 -0.1866 0.2230 0.068 Uiso 1 1 calc R U . . .
H19C H 0.6659 -0.1023 0.1575 0.068 Uiso 1 1 calc R U . . .
C20 C 0.5182(3) 0.04802(17) 0.31819(13) 0.0280(5) Uani 1 1 d . . . . .
H20A H 0.4117 0.0421 0.2838 0.034 Uiso 1 1 calc R U . . .
H20B H 0.5491 -0.0200 0.3256 0.034 Uiso 1 1 calc R U . . .
C21 C 0.3716(3) 0.10653(17) 0.41837(14) 0.0299(5) Uani 1 1 d . . . . .
C22 C 0.4152(3) 0.13708(17) 0.50873(15) 0.0320(5) Uani 1 1 d . . . . .
C23 C 0.5852(3) 0.13786(17) 0.53111(14) 0.0314(5) Uani 1 1 d . . . . .
C24 C 0.6903(3) 0.16042(19) 0.60273(15) 0.0380(6) Uani 1 1 d . . . . .
H24 H 0.6548 0.1813 0.6489 0.046 Uiso 1 1 calc R U . . .
C25 C 0.8479(3) 0.1520(2) 0.60588(16) 0.0426(6) Uani 1 1 d . . . . .
H25 H 0.9219 0.1673 0.6545 0.051 Uiso 1 1 calc R U . . .
C26 C 0.8983(3) 0.1214(2) 0.53821(16) 0.0399(6) Uani 1 1 d . . . . .
H26 H 1.0071 0.1159 0.5416 0.048 Uiso 1 1 calc R U . . .
C27 C 0.7942(3) 0.09842(19) 0.46525(15) 0.0338(5) Uani 1 1 d . . . . .
H27 H 0.8300 0.0775 0.4193 0.041 Uiso 1 1 calc R U . . .
C28 C 0.6379(3) 0.10732(17) 0.46263(13) 0.0275(5) Uani 1 1 d . . . . .
C29 C 0.4752(3) 0.25439(18) 0.27274(14) 0.0305(5) Uani 1 1 d . . . . .
H29A H 0.3910 0.2022 0.2806 0.037 Uiso 1 1 calc R U . . .
H29B H 0.4311 0.2945 0.2272 0.037 Uiso 1 1 calc R U . . .
C30 C 0.5238(4) 0.3219(2) 0.34865(17) 0.0432(7) Uani 1 1 d . . . . .
H30A H 0.5744 0.2840 0.3932 0.065 Uiso 1 1 calc R U . . .
H30B H 0.4303 0.3464 0.3621 0.065 Uiso 1 1 calc R U . . .
H30C H 0.5979 0.3784 0.3391 0.065 Uiso 1 1 calc R U . . .
C31 C 0.6828(3) 0.36110(17) 0.18042(14) 0.0299(5) Uani 1 1 d . . . . .
H31A H 0.6591 0.3990 0.2257 0.036 Uiso 1 1 calc R U . . .
H31B H 0.7808 0.3948 0.1671 0.036 Uiso 1 1 calc R U . . .
C32 C 0.5362(3) 0.31096(18) 0.04002(14) 0.0311(5) Uani 1 1 d . . . . .
C33 C 0.3943(3) 0.34851(19) -0.01757(15) 0.0333(5) Uani 1 1 d . . . . .
C34 C 0.3453(3) 0.42670(18) 0.02820(15) 0.0333(5) Uani 1 1 d . . . . .
C35 C 0.2278(3) 0.4881(2) 0.00783(18) 0.0425(6) Uani 1 1 d . . . . .
H35 H 0.1586 0.4808 -0.0430 0.051 Uiso 1 1 calc R U . . .
C36 C 0.2133(3) 0.5605(2) 0.0632(2) 0.0476(7) Uani 1 1 d . . . . .
H36 H 0.1338 0.6037 0.0505 0.057 Uiso 1 1 calc R U . . .
C37 C 0.3146(3) 0.5696(2) 0.1367(2) 0.0454(7) Uani 1 1 d . . . . .
H37 H 0.3032 0.6200 0.1737 0.055 Uiso 1 1 calc R U . . .
C38 C 0.4334(3) 0.50815(19) 0.15930(17) 0.0375(6) Uani 1 1 d . . . . .
H38 H 0.5022 0.5154 0.2102 0.045 Uiso 1 1 calc R U . . .
C39 C 0.4451(3) 0.43607(17) 0.10319(15) 0.0305(5) Uani 1 1 d . . . . .
O7 O 0.4613(3) 0.5924(2) 0.34256(17) 0.0823(8) Uani 1 1 d . . . . .
O8 O 0.7702(3) 0.57205(17) 0.30826(15) 0.0642(6) Uani 1 1 d . . . . .
C40 C 0.8873(5) 0.6096(3) 0.2651(3) 0.0754(11) Uani 1 1 d . . . . .
H40A H 0.8462 0.6599 0.2283 0.113 Uiso 1 1 calc R U . . .
H40B H 0.9153 0.5550 0.2345 0.113 Uiso 1 1 calc R U . . .
H40C H 0.9810 0.6397 0.3028 0.113 Uiso 1 1 calc R U . . .
C41 C 0.7326(5) 0.6472(2) 0.3576(2) 0.0638(9) Uani 1 1 d . . . . .
H41A H 0.6991 0.7037 0.3245 0.077 Uiso 1 1 calc R U . . .
H41B H 0.8268 0.6721 0.3984 0.077 Uiso 1 1 calc R U . . .
C42 C 0.6043(5) 0.6064(3) 0.3975(2) 0.0654(10) Uani 1 1 d . . . . .
H42A H 0.6286 0.5421 0.4212 0.078 Uiso 1 1 calc R U . . .
H42B H 0.5959 0.6528 0.4414 0.078 Uiso 1 1 calc R U . . .
C43 C 0.3325(6) 0.5590(4) 0.3789(3) 0.0949(14) Uani 1 1 d . . . . .
H43A H 0.3530 0.4973 0.4067 0.142 Uiso 1 1 calc R U . . .
H43B H 0.2363 0.5465 0.3376 0.142 Uiso 1 1 calc R U . . .
H43C H 0.3191 0.6099 0.4175 0.142 Uiso 1 1 calc R U . . .
O9 O 0.0882(3) 0.4126(2) 0.44952(19) 0.0879(9) Uani 1 1 d . . . . .
C44 C 0.0426(6) 0.3187(4) 0.4094(3) 0.0927(14) Uani 1 1 d . . . . .
H44A H 0.0218 0.2683 0.4481 0.139 Uiso 1 1 calc R U . . .
H44B H 0.1275 0.3011 0.3837 0.139 Uiso 1 1 calc R U . . .
H44C H -0.0529 0.3218 0.3685 0.139 Uiso 1 1 calc R U . . .
C45 C -0.0313(5) 0.4510(3) 0.4787(3) 0.0771(11) Uani 1 1 d . . . . .
H45A H -0.0718 0.4041 0.5162 0.093 Uiso 1 1 calc R U . . .
H45B H -0.1193 0.4602 0.4339 0.093 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C10 1.369(3) . ?
N1 C17 1.418(3) . ?
N1 C9 1.467(3) . ?
N2 C21 1.367(3) . ?
N2 C28 1.420(3) . ?
N2 C20 1.465(3) . ?
N3 C32 1.374(3) . ?
N3 C39 1.425(3) . ?
N3 C31 1.467(3) . ?
O1 C10 1.211(3) . ?
O2 C11 1.210(3) . ?
O3 C21 1.210(3) . ?
O4 C22 1.212(3) . ?
O5 C32 1.208(3) . ?
O6 C33 1.209(3) . ?
C1 C6 1.401(3) . ?
C1 C2 1.412(3) . ?
C1 C7 1.520(3) . ?
C2 C3 1.400(3) . ?
C2 C9 1.523(3) . ?
C3 C4 1.408(3) . ?
C3 C18 1.519(3) . ?
C4 C5 1.404(3) . ?
C4 C20 1.526(3) . ?
C5 C6 1.403(3) . ?
C5 C29 1.518(3) . ?
C6 C31 1.522(3) . ?
C7 C8 1.514(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.555(4) . ?
C11 C12 1.454(3) . ?
C12 C13 1.387(4) . ?
C12 C17 1.398(3) . ?
C13 C14 1.381(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9500 . ?
C18 C19 1.537(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.551(3) . ?
C22 C23 1.455(4) . ?
C23 C24 1.383(4) . ?
C23 C28 1.409(3) . ?
C24 C25 1.382(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.388(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.397(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.374(3) . ?
C27 H27 0.9500 . ?
C29 C30 1.537(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.558(3) . ?
C33 C34 1.458(4) . ?
C34 C35 1.386(3) . ?
C34 C39 1.393(4) . ?
C35 C36 1.386(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.379(4) . ?
C36 H36 0.9500 . ?
C37 C38 1.399(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.385(4) . ?
C38 H38 0.9500 . ?
O7 C42 1.397(5) . ?
O7 C43 1.419(5) . ?
O8 C41 1.420(4) . ?
O8 C40 1.423(5) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.479(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
O9 C45 1.387(5) . ?
O9 C44 1.415(5) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C45 1.498(8) 2_566 ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?

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
C10 N1 C17 110.46(19) . . ?
C10 N1 C9 122.3(2) . . ?
C17 N1 C9 127.24(19) . . ?
C21 N2 C28 110.85(19) . . ?
C21 N2 C20 123.59(19) . . ?
C28 N2 C20 125.08(19) . . ?
C32 N3 C39 110.07(19) . . ?
C32 N3 C31 125.64(19) . . ?
C39 N3 C31 123.44(19) . . ?
C6 C1 C2 119.3(2) . . ?
C6 C1 C7 119.7(2) . . ?
C2 C1 C7 120.9(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 C9 120.0(2) . . ?
C1 C2 C9 119.5(2) . . ?
C2 C3 C4 119.6(2) . . ?
C2 C3 C18 119.9(2) . . ?
C4 C3 C18 120.4(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 C20 120.4(2) . . ?
C3 C4 C20 119.3(2) . . ?
C6 C5 C4 119.7(2) . . ?
C6 C5 C29 119.6(2) . . ?
C4 C5 C29 120.6(2) . . ?
C1 C6 C5 120.6(2) . . ?
C1 C6 C31 120.1(2) . . ?
C5 C6 C31 119.3(2) . . ?
C8 C7 C1 112.9(2) . . ?
C8 C7 H7A 109.0 . . ?
C1 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C2 114.84(19) . . ?
N1 C9 H9A 108.6 . . ?
C2 C9 H9A 108.6 . . ?
N1 C9 H9B 108.6 . . ?
C2 C9 H9B 108.6 . . ?
H9A C9 H9B 107.5 . . ?
O1 C10 N1 126.8(2) . . ?
O1 C10 C11 127.0(2) . . ?
N1 C10 C11 106.2(2) . . ?
O2 C11 C12 131.4(3) . . ?
O2 C11 C10 123.6(2) . . ?
C12 C11 C10 105.0(2) . . ?
C13 C12 C17 120.7(2) . . ?
C13 C12 C11 131.6(2) . . ?
C17 C12 C11 107.8(2) . . ?
C14 C13 C12 118.8(2) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C15 119.9(2) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 122.2(2) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 117.5(2) . . ?
C17 C16 H16 121.2 . . ?
C15 C16 H16 121.2 . . ?
C16 C17 C12 121.0(2) . . ?
C16 C17 N1 128.5(2) . . ?
C12 C17 N1 110.5(2) . . ?
C3 C18 C19 112.2(2) . . ?
C3 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
C3 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 C4 115.06(19) . . ?
N2 C20 H20A 108.5 . . ?
C4 C20 H20A 108.5 . . ?
N2 C20 H20B 108.5 . . ?
C4 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
O3 C21 N2 127.5(2) . . ?
O3 C21 C22 126.5(2) . . ?
N2 C21 C22 106.0(2) . . ?
O4 C22 C23 130.9(2) . . ?
O4 C22 C21 123.5(2) . . ?
C23 C22 C21 105.61(19) . . ?
C24 C23 C28 120.7(2) . . ?
C24 C23 C22 132.1(2) . . ?
C28 C23 C22 107.2(2) . . ?
C25 C24 C23 118.7(2) . . ?
C25 C24 H24 120.7 . . ?
C23 C24 H24 120.7 . . ?
C24 C25 C26 120.2(2) . . ?
C24 C25 H25 119.9 . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C27 122.0(3) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C28 C27 C26 117.4(2) . . ?
C28 C27 H27 121.3 . . ?
C26 C27 H27 121.3 . . ?
C27 C28 C23 121.1(2) . . ?
C27 C28 N2 128.6(2) . . ?
C23 C28 N2 110.3(2) . . ?
C5 C29 C30 113.3(2) . . ?
C5 C29 H29A 108.9 . . ?
C30 C29 H29A 108.9 . . ?
C5 C29 H29B 108.9 . . ?
C30 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 C6 114.07(19) . . ?
N3 C31 H31A 108.7 . . ?
C6 C31 H31A 108.7 . . ?
N3 C31 H31B 108.7 . . ?
C6 C31 H31B 108.7 . . ?
H31A C31 H31B 107.6 . . ?
O5 C32 N3 127.8(2) . . ?
O5 C32 C33 126.0(2) . . ?
N3 C32 C33 106.18(19) . . ?
O6 C33 C34 131.6(2) . . ?
O6 C33 C32 123.4(2) . . ?
C34 C33 C32 105.0(2) . . ?
C35 C34 C39 120.8(2) . . ?
C35 C34 C33 131.3(2) . . ?
C39 C34 C33 107.8(2) . . ?
C34 C35 C36 118.6(3) . . ?
C34 C35 H35 120.7 . . ?
C36 C35 H35 120.7 . . ?
C37 C36 C35 119.8(2) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C36 C37 C38 123.0(3) . . ?
C36 C37 H37 118.5 . . ?
C38 C37 H37 118.5 . . ?
C39 C38 C37 116.2(3) . . ?
C39 C38 H38 121.9 . . ?
C37 C38 H38 121.9 . . ?
C38 C39 C34 121.6(2) . . ?
C38 C39 N3 127.6(2) . . ?
C34 C39 N3 110.8(2) . . ?
C42 O7 C43 112.6(3) . . ?
C41 O8 C40 111.7(3) . . ?
O8 C40 H40A 109.5 . . ?
O8 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O8 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O8 C41 C42 109.8(3) . . ?
O8 C41 H41A 109.7 . . ?
C42 C41 H41A 109.7 . . ?
O8 C41 H41B 109.7 . . ?
C42 C41 H41B 109.7 . . ?
H41A C41 H41B 108.2 . . ?
O7 C42 C41 110.3(3) . . ?
O7 C42 H42A 109.6 . . ?
C41 C42 H42A 109.6 . . ?
O7 C42 H42B 109.6 . . ?
C41 C42 H42B 109.6 . . ?
H42A C42 H42B 108.1 . . ?
O7 C43 H43A 109.5 . . ?
O7 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O7 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 O9 C44 114.2(3) . . ?
O9 C44 H44A 109.5 . . ?
O9 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O9 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O9 C45 C45 109.4(4) . 2_566 ?
O9 C45 H45A 109.8 . . ?
C45 C45 H45A 109.8 2_566 . ?
O9 C45 H45B 109.8 . . ?
C45 C45 H45B 109.8 2_566 . ?
H45A C45 H45B 108.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.3(3) . . . . ?
C7 C1 C2 C3 -178.0(2) . . . . ?
C6 C1 C2 C9 -177.3(2) . . . . ?
C7 C1 C2 C9 3.4(3) . . . . ?
C1 C2 C3 C4 -3.2(3) . . . . ?
C9 C2 C3 C4 175.5(2) . . . . ?
C1 C2 C3 C18 173.9(2) . . . . ?
C9 C2 C3 C18 -7.5(3) . . . . ?
C2 C3 C4 C5 2.3(3) . . . . ?
C18 C3 C4 C5 -174.8(2) . . . . ?
C2 C3 C4 C20 179.0(2) . . . . ?
C18 C3 C4 C20 2.0(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C20 C4 C5 C6 -176.2(2) . . . . ?
C3 C4 C5 C29 179.0(2) . . . . ?
C20 C4 C5 C29 2.3(3) . . . . ?
C2 C1 C6 C5 1.5(3) . . . . ?
C7 C1 C6 C5 -179.2(2) . . . . ?
C2 C1 C6 C31 -179.0(2) . . . . ?
C7 C1 C6 C31 0.3(3) . . . . ?
C4 C5 C6 C1 -2.4(3) . . . . ?
C29 C5 C6 C1 179.0(2) . . . . ?
C4 C5 C6 C31 178.1(2) . . . . ?
C29 C5 C6 C31 -0.4(3) . . . . ?
C6 C1 C7 C8 88.9(3) . . . . ?
C2 C1 C7 C8 -91.8(3) . . . . ?
C10 N1 C9 C2 -135.6(2) . . . . ?
C17 N1 C9 C2 46.7(3) . . . . ?
C3 C2 C9 N1 68.3(3) . . . . ?
C1 C2 C9 N1 -113.0(2) . . . . ?
C17 N1 C10 O1 179.6(3) . . . . ?
C9 N1 C10 O1 1.5(4) . . . . ?
C17 N1 C10 C11 -1.5(3) . . . . ?
C9 N1 C10 C11 -179.6(2) . . . . ?
O1 C10 C11 O2 -0.6(4) . . . . ?
N1 C10 C11 O2 -179.5(2) . . . . ?
O1 C10 C11 C12 179.8(3) . . . . ?
N1 C10 C11 C12 0.9(3) . . . . ?
O2 C11 C12 C13 1.9(5) . . . . ?
C10 C11 C12 C13 -178.5(2) . . . . ?
O2 C11 C12 C17 -179.6(3) . . . . ?
C10 C11 C12 C17 0.0(3) . . . . ?
C17 C12 C13 C14 0.9(3) . . . . ?
C11 C12 C13 C14 179.3(2) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C13 C14 C15 C16 -0.7(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 C12 0.9(3) . . . . ?
C15 C16 C17 N1 -178.3(2) . . . . ?
C13 C12 C17 C16 -1.5(3) . . . . ?
C11 C12 C17 C16 179.8(2) . . . . ?
C13 C12 C17 N1 177.8(2) . . . . ?
C11 C12 C17 N1 -0.9(3) . . . . ?
C10 N1 C17 C16 -179.2(2) . . . . ?
C9 N1 C17 C16 -1.2(4) . . . . ?
C10 N1 C17 C12 1.6(3) . . . . ?
C9 N1 C17 C12 179.6(2) . . . . ?
C2 C3 C18 C19 -100.1(3) . . . . ?
C4 C3 C18 C19 77.0(3) . . . . ?
C21 N2 C20 C4 128.6(2) . . . . ?
C28 N2 C20 C4 -60.1(3) . . . . ?
C5 C4 C20 N2 -62.3(3) . . . . ?
C3 C4 C20 N2 121.0(2) . . . . ?
C28 N2 C21 O3 179.4(2) . . . . ?
C20 N2 C21 O3 -8.2(4) . . . . ?
C28 N2 C21 C22 -0.3(2) . . . . ?
C20 N2 C21 C22 172.12(19) . . . . ?
O3 C21 C22 O4 2.9(4) . . . . ?
N2 C21 C22 O4 -177.4(2) . . . . ?
O3 C21 C22 C23 -178.3(2) . . . . ?
N2 C21 C22 C23 1.4(2) . . . . ?
O4 C22 C23 C24 -2.3(5) . . . . ?
C21 C22 C23 C24 179.0(3) . . . . ?
O4 C22 C23 C28 176.7(3) . . . . ?
C21 C22 C23 C28 -2.1(2) . . . . ?
C28 C23 C24 C25 -0.3(4) . . . . ?
C22 C23 C24 C25 178.5(3) . . . . ?
C23 C24 C25 C26 -0.1(4) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C26 C27 C28 0.0(4) . . . . ?
C26 C27 C28 C23 -0.4(4) . . . . ?
C26 C27 C28 N2 179.0(2) . . . . ?
C24 C23 C28 C27 0.5(4) . . . . ?
C22 C23 C28 C27 -178.6(2) . . . . ?
C24 C23 C28 N2 -178.9(2) . . . . ?
C22 C23 C28 N2 2.0(3) . . . . ?
C21 N2 C28 C27 179.6(2) . . . . ?
C20 N2 C28 C27 7.3(4) . . . . ?
C21 N2 C28 C23 -1.1(3) . . . . ?
C20 N2 C28 C23 -173.3(2) . . . . ?
C6 C5 C29 C30 -84.3(3) . . . . ?
C4 C5 C29 C30 97.1(3) . . . . ?
C32 N3 C31 C6 -50.8(3) . . . . ?
C39 N3 C31 C6 140.8(2) . . . . ?
C1 C6 C31 N3 102.8(2) . . . . ?
C5 C6 C31 N3 -77.7(3) . . . . ?
C39 N3 C32 O5 176.0(2) . . . . ?
C31 N3 C32 O5 6.3(4) . . . . ?
C39 N3 C32 C33 -3.8(2) . . . . ?
C31 N3 C32 C33 -173.5(2) . . . . ?
O5 C32 C33 O6 0.9(4) . . . . ?
N3 C32 C33 O6 -179.3(2) . . . . ?
O5 C32 C33 C34 -177.8(2) . . . . ?
N3 C32 C33 C34 2.0(2) . . . . ?
O6 C33 C34 C35 0.1(5) . . . . ?
C32 C33 C34 C35 178.5(3) . . . . ?
O6 C33 C34 C39 -177.9(3) . . . . ?
C32 C33 C34 C39 0.5(3) . . . . ?
C39 C34 C35 C36 1.2(4) . . . . ?
C33 C34 C35 C36 -176.6(3) . . . . ?
C34 C35 C36 C37 -0.2(4) . . . . ?
C35 C36 C37 C38 -0.4(4) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C37 C38 C39 C34 0.9(4) . . . . ?
C37 C38 C39 N3 -179.6(2) . . . . ?
C35 C34 C39 C38 -1.6(4) . . . . ?
C33 C34 C39 C38 176.7(2) . . . . ?
C35 C34 C39 N3 178.9(2) . . . . ?
C33 C34 C39 N3 -2.9(3) . . . . ?
C32 N3 C39 C38 -175.2(2) . . . . ?
C31 N3 C39 C38 -5.2(4) . . . . ?
C32 N3 C39 C34 4.4(3) . . . . ?
C31 N3 C39 C34 174.4(2) . . . . ?
C40 O8 C41 C42 176.8(3) . . . . ?
C43 O7 C42 C41 -176.4(3) . . . . ?
O8 C41 C42 O7 -73.0(4) . . . . ?
C44 O9 C45 C45 178.8(4) . . . 2_566 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9B O3 0.99 2.50 3.367(3) 145.8 1_655
C16 H16 O5 0.95 2.39 3.117(3) 132.7 .
C38 H38 O7 0.95 2.58 3.267(4) 129.6 .
C38 H38 O8 0.95 2.62 3.503(4) 154.3 .
C42 H42B O4 0.99 2.63 3.324(4) 126.9 2_666

_refine_diff_density_max         0.355
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.063

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_InGe17_CHCl3_masc045
_database_code_depnum_ccdc_archive 'CCDC 1502233'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methylindoline-2,3-dione)
;
_chemical_name_common            
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methylindoline-2,3-dione)
;
_chemical_formula_moiety         
;
C39 H33 N3 O6, 0.68(C H Cl3)
;
_chemical_formula_sum            'C39.68 H33.68 Cl2.04 N3 O6'
_chemical_formula_weight         720.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1987(5)
_cell_length_b                   13.5765(8)
_cell_length_c                   16.0434(10)
_cell_angle_alpha                86.101(5)
_cell_angle_beta                 78.373(5)
_cell_angle_gamma                88.442(5)
_cell_volume                     1744.93(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    12876
_cell_measurement_theta_min      1.30
_cell_measurement_theta_max      27.37

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             751
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.287
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.242
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.6663
_exptl_absorpt_correction_T_max  0.8245
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 loop_
    _exptl_crystal_face_index_h
    _exptl_crystal_face_index_k
    _exptl_crystal_face_index_l
    _exptl_crystal_face_perp_dist
  -6  -3  30  0.4864
   6  -3 -30  0.5010
   4  30   0  0.6821
  -4 -30   2  0.7642
  30  -2  -2  0.4083
 -30  -3   0  0.3954
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 250 frames, detector distance = 120 mm
;
_diffrn_reflns_number            16522
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_av_R_equivalents  0.1209
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.967
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6464
_reflns_number_gt                4410
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;


_refine_special_details          
;
 The solvent molecule chloroform shows a occupency of only 0.68.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0562P)²+2.8958P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6464
_refine_ls_number_parameters     475
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0730
_refine_ls_wR_factor_ref         0.2053
_refine_ls_wR_factor_gt          0.1743
_refine_ls_goodness_of_fit_ref   1.114
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8744(3) 0.3366(2) 0.39986(17) 0.0395(7) Uani 1 1 d . . . . .
O2 O 0.7451(3) 0.3268(2) 0.58629(17) 0.0378(7) Uani 1 1 d . . . . .
O3 O -0.1240(3) 0.4044(3) 0.05538(19) 0.0490(8) Uani 1 1 d . . . . .
O4 O -0.0087(4) 0.3192(3) -0.11125(18) 0.0513(8) Uani 1 1 d . . . . .
O5 O 0.5204(4) -0.0793(2) 0.2866(2) 0.0583(9) Uani 1 1 d . . . . .
O6 O 0.4398(4) -0.1431(2) 0.4710(2) 0.0559(9) Uani 1 1 d . . . . .
N1 N 0.5980(4) 0.3692(2) 0.39769(18) 0.0286(7) Uani 1 1 d . . . . .
N2 N 0.1554(4) 0.3873(3) 0.05988(19) 0.0350(8) Uani 1 1 d . . . . .
N3 N 0.3235(4) 0.0413(2) 0.3313(2) 0.0408(8) Uani 1 1 d . . . . .
C1 C 0.4731(5) 0.2445(3) 0.2704(2) 0.0328(8) Uani 1 1 d . . . . .
C2 C 0.4844(4) 0.3465(3) 0.2674(2) 0.0312(8) Uani 1 1 d . . . . .
C3 C 0.3755(5) 0.4078(3) 0.2287(2) 0.0339(9) Uani 1 1 d . . . . .
C4 C 0.2504(5) 0.3647(3) 0.1964(2) 0.0347(9) Uani 1 1 d . . . . .
C5 C 0.2243(5) 0.2637(3) 0.2095(2) 0.0363(9) Uani 1 1 d . . . . .
C6 C 0.3391(5) 0.2023(3) 0.2436(2) 0.0379(9) Uani 1 1 d . . . . .
C7 C 0.6000(5) 0.1796(3) 0.3042(3) 0.0390(9) Uani 1 1 d . . . . .
H7A H 0.6141 0.1178 0.2751 0.058 Uiso 1 1 calc R U . . .
H7B H 0.5619 0.1650 0.3656 0.058 Uiso 1 1 calc R U . . .
H7C H 0.7067 0.2138 0.2938 0.058 Uiso 1 1 calc R U . . .
C8 C 0.6161(5) 0.3923(3) 0.3058(2) 0.0336(9) Uani 1 1 d . . . . .
H8A H 0.7271 0.3689 0.2767 0.040 Uiso 1 1 calc R U . . .
H8B H 0.6113 0.4649 0.2949 0.040 Uiso 1 1 calc R U . . .
C9 C 0.7294(5) 0.3482(3) 0.4355(2) 0.0307(8) Uani 1 1 d . . . . .
C10 C 0.6611(5) 0.3427(3) 0.5332(2) 0.0299(8) Uani 1 1 d . . . . .
C11 C 0.4829(4) 0.3646(3) 0.5419(2) 0.0250(7) Uani 1 1 d . . . . .
C12 C 0.3578(5) 0.3697(3) 0.6144(2) 0.0295(8) Uani 1 1 d . . . . .
H12 H 0.3821 0.3565 0.6696 0.035 Uiso 1 1 calc R U . . .
C13 C 0.1967(4) 0.3945(3) 0.6047(2) 0.0292(8) Uani 1 1 d . . . . .
C14 C 0.1657(5) 0.4088(3) 0.5230(2) 0.0309(8) Uani 1 1 d . . . . .
H14 H 0.0548 0.4237 0.5166 0.037 Uiso 1 1 calc R U . . .
C15 C 0.2898(4) 0.4025(3) 0.4494(2) 0.0280(8) Uani 1 1 d . . . . .
H15 H 0.2650 0.4128 0.3941 0.034 Uiso 1 1 calc R U . . .
C16 C 0.4488(4) 0.3807(3) 0.4605(2) 0.0251(7) Uani 1 1 d . . . . .
C17 C 0.3962(5) 0.5184(3) 0.2233(3) 0.0433(10) Uani 1 1 d . . . . .
H17A H 0.3033 0.5507 0.2017 0.065 Uiso 1 1 calc R U . . .
H17B H 0.5013 0.5360 0.1846 0.065 Uiso 1 1 calc R U . . .
H17C H 0.3974 0.5403 0.2801 0.065 Uiso 1 1 calc R U . . .
C18 C 0.1498(5) 0.4276(4) 0.1425(2) 0.0401(10) Uani 1 1 d . . . . .
H18A H 0.0326 0.4314 0.1733 0.048 Uiso 1 1 calc R U . . .
H18B H 0.1942 0.4954 0.1335 0.048 Uiso 1 1 calc R U . . .
C19 C 0.0200(5) 0.3798(3) 0.0249(2) 0.0385(9) Uani 1 1 d . . . . .
C20 C 0.0797(5) 0.3329(3) -0.0617(2) 0.0375(9) Uani 1 1 d . . . . .
C21 C 0.2578(5) 0.3140(3) -0.0667(2) 0.0349(9) Uani 1 1 d . . . . .
C22 C 0.3771(5) 0.2693(3) -0.1278(3) 0.0413(10) Uani 1 1 d . . . . .
H22 H 0.3470 0.2439 -0.1763 0.050 Uiso 1 1 calc R U . . .
C23 C 0.5403(5) 0.2626(3) -0.1165(3) 0.0381(9) Uani 1 1 d . . . . .
C24 C 0.5799(5) 0.3035(3) -0.0465(2) 0.0362(9) Uani 1 1 d . . . . .
H24 H 0.6927 0.3010 -0.0402 0.043 Uiso 1 1 calc R U . . .
C25 C 0.4617(5) 0.3482(3) 0.0156(2) 0.0361(9) Uani 1 1 d . . . . .
H25 H 0.4924 0.3759 0.0629 0.043 Uiso 1 1 calc R U . . .
C26 C 0.3001(4) 0.3502(3) 0.0050(2) 0.0312(8) Uani 1 1 d . . . . .
C27 C 0.0705(5) 0.2199(4) 0.1872(3) 0.0462(11) Uani 1 1 d . . . . .
H27A H 0.0254 0.1685 0.2309 0.069 Uiso 1 1 calc R U . . .
H27B H 0.1011 0.1912 0.1317 0.069 Uiso 1 1 calc R U . . .
H27C H -0.0138 0.2720 0.1846 0.069 Uiso 1 1 calc R U . . .
C28 C 0.3227(6) 0.0913(3) 0.2477(3) 0.0462(11) Uani 1 1 d . . . . .
H28A H 0.2176 0.0757 0.2303 0.055 Uiso 1 1 calc R U . . .
H28B H 0.4155 0.0641 0.2057 0.055 Uiso 1 1 calc R U . . .
C29 C 0.4198(6) -0.0397(3) 0.3425(3) 0.0461(11) Uani 1 1 d . . . . .
C30 C 0.3820(5) -0.0703(3) 0.4386(3) 0.0420(10) Uani 1 1 d . . . . .
C31 C 0.2673(5) 0.0058(3) 0.4770(3) 0.0369(9) Uani 1 1 d . . . . .
C32 C 0.1990(5) 0.0199(3) 0.5618(3) 0.0402(10) Uani 1 1 d . . . . .
H32 H 0.2220 -0.0255 0.6059 0.048 Uiso 1 1 calc R U . . .
C33 C 0.0963(5) 0.1018(3) 0.5808(3) 0.0405(10) Uani 1 1 d . . . . .
C34 C 0.0628(5) 0.1638(3) 0.5141(3) 0.0394(10) Uani 1 1 d . . . . .
H34 H -0.0095 0.2188 0.5276 0.047 Uiso 1 1 calc R U . . .
C35 C 0.1281(5) 0.1508(3) 0.4285(3) 0.0392(9) Uani 1 1 d . . . . .
H35 H 0.1013 0.1945 0.3843 0.047 Uiso 1 1 calc R U . . .
C36 C 0.2348(5) 0.0701(3) 0.4117(3) 0.0356(9) Uani 1 1 d . . . . .
C37 C 0.0569(5) 0.4071(3) 0.6815(2) 0.0408(10) Uani 1 1 d . . . . .
H37A H -0.0423 0.3731 0.6737 0.061 Uiso 1 1 calc R U . . .
H37B H 0.0310 0.4775 0.6872 0.061 Uiso 1 1 calc R U . . .
H37C H 0.0918 0.3789 0.7331 0.061 Uiso 1 1 calc R U . . .
C38 C 0.6747(5) 0.2141(4) -0.1802(3) 0.0497(12) Uani 1 1 d . . . . .
H38A H 0.7837 0.2391 -0.1763 0.075 Uiso 1 1 calc R U . . .
H38B H 0.6548 0.2294 -0.2380 0.075 Uiso 1 1 calc R U . . .
H38C H 0.6725 0.1424 -0.1677 0.075 Uiso 1 1 calc R U . . .
C39 C 0.0256(6) 0.1229(4) 0.6724(3) 0.0577(13) Uani 1 1 d . . . . .
H39A H -0.0749 0.1643 0.6750 0.087 Uiso 1 1 calc R U . . .
H39B H 0.1084 0.1575 0.6955 0.087 Uiso 1 1 calc R U . . .
H39C H -0.0026 0.0606 0.7062 0.087 Uiso 1 1 calc R U . . .
Cl1 Cl 0.6955(3) -0.06095(16) -0.01794(13) 0.0686(6) Uani 0.68 1 d . . P . .
Cl2 Cl 0.7244(3) 0.11004(14) 0.07822(12) 0.0624(5) Uani 0.68 1 d . . P . .
Cl3 Cl 0.9131(3) -0.06864(16) 0.10310(13) 0.0645(5) Uani 0.68 1 d . . P . .
C40 C 0.7270(9) -0.0220(5) 0.0809(5) 0.0536(18) Uani 0.68 1 d . . P . .
H40 H 0.6339 -0.0472 0.1270 0.064 Uiso 0.68 1 calc R U 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
O1 C9 1.222(4) . ?
O2 C10 1.204(4) . ?
O3 C19 1.230(5) . ?
O4 C20 1.204(5) . ?
O5 C29 1.232(5) . ?
O6 C30 1.215(5) . ?
N1 C9 1.355(5) . ?
N1 C16 1.432(4) . ?
N1 C8 1.465(5) . ?
N2 C19 1.350(5) . ?
N2 C26 1.429(5) . ?
N2 C18 1.459(5) . ?
N3 C29 1.360(6) . ?
N3 C36 1.422(5) . ?
N3 C28 1.462(6) . ?
C1 C2 1.387(6) . ?
C1 C6 1.406(5) . ?
C1 C7 1.505(6) . ?
C2 C3 1.410(5) . ?
C2 C8 1.512(5) . ?
C3 C4 1.398(5) . ?
C3 C17 1.510(6) . ?
C4 C5 1.388(6) . ?
C4 C18 1.519(6) . ?
C5 C6 1.408(6) . ?
C5 C27 1.524(6) . ?
C6 C28 1.513(6) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.551(5) . ?
C10 C11 1.463(5) . ?
C11 C12 1.391(5) . ?
C11 C16 1.392(5) . ?
C12 C13 1.391(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.385(5) . ?
C13 C37 1.520(5) . ?
C14 C15 1.402(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.373(5) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.551(5) . ?
C20 C21 1.462(5) . ?
C21 C26 1.391(5) . ?
C21 C22 1.396(5) . ?
C22 C23 1.386(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(6) . ?
C23 C38 1.513(5) . ?
C24 C25 1.400(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.368(5) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.540(7) . ?
C30 C31 1.461(6) . ?
C31 C36 1.381(6) . ?
C31 C32 1.387(6) . ?
C32 C33 1.389(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.384(6) . ?
C33 C39 1.511(6) . ?
C34 C35 1.391(6) . ?
C34 H34 0.9500 . ?
C35 C36 1.391(6) . ?
C35 H35 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
Cl1 C40 1.774(8) . ?
Cl2 C40 1.790(8) . ?
Cl3 C40 1.730(7) . ?
C40 H40 1.0000 . ?

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
C9 N1 C16 110.5(3) . . ?
C9 N1 C8 122.9(3) . . ?
C16 N1 C8 125.9(3) . . ?
C19 N2 C26 110.4(3) . . ?
C19 N2 C18 123.5(3) . . ?
C26 N2 C18 126.1(3) . . ?
C29 N3 C36 109.8(4) . . ?
C29 N3 C28 123.0(4) . . ?
C36 N3 C28 127.1(4) . . ?
C2 C1 C6 119.3(4) . . ?
C2 C1 C7 120.4(3) . . ?
C6 C1 C7 120.3(4) . . ?
C1 C2 C3 120.9(3) . . ?
C1 C2 C8 119.4(3) . . ?
C3 C2 C8 119.7(4) . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 C17 121.5(4) . . ?
C2 C3 C17 119.4(3) . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 C18 120.0(4) . . ?
C3 C4 C18 119.8(4) . . ?
C4 C5 C6 120.1(4) . . ?
C4 C5 C27 119.6(4) . . ?
C6 C5 C27 120.3(4) . . ?
C1 C6 C5 119.7(4) . . ?
C1 C6 C28 120.2(4) . . ?
C5 C6 C28 120.1(4) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 113.8(3) . . ?
N1 C8 H8A 108.8 . . ?
C2 C8 H8A 108.8 . . ?
N1 C8 H8B 108.8 . . ?
C2 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
O1 C9 N1 126.7(4) . . ?
O1 C9 C10 126.4(3) . . ?
N1 C9 C10 106.9(3) . . ?
O2 C10 C11 130.8(4) . . ?
O2 C10 C9 124.6(3) . . ?
C11 C10 C9 104.5(3) . . ?
C12 C11 C16 121.4(3) . . ?
C12 C11 C10 130.5(3) . . ?
C16 C11 C10 108.1(3) . . ?
C13 C12 C11 118.8(3) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C14 C13 C12 118.6(3) . . ?
C14 C13 C37 120.1(3) . . ?
C12 C13 C37 121.3(3) . . ?
C13 C14 C15 123.2(3) . . ?
C13 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
C16 C15 C14 117.2(3) . . ?
C16 C15 H15 121.4 . . ?
C14 C15 H15 121.4 . . ?
C15 C16 C11 120.7(3) . . ?
C15 C16 N1 129.2(3) . . ?
C11 C16 N1 110.0(3) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C4 111.8(3) . . ?
N2 C18 H18A 109.3 . . ?
C4 C18 H18A 109.3 . . ?
N2 C18 H18B 109.3 . . ?
C4 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
O3 C19 N2 127.2(4) . . ?
O3 C19 C20 125.9(4) . . ?
N2 C19 C20 106.9(3) . . ?
O4 C20 C21 131.0(4) . . ?
O4 C20 C19 124.4(4) . . ?
C21 C20 C19 104.6(3) . . ?
C26 C21 C22 121.1(3) . . ?
C26 C21 C20 107.6(3) . . ?
C22 C21 C20 131.3(4) . . ?
C23 C22 C21 118.8(4) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C24 C23 C22 118.7(4) . . ?
C24 C23 C38 120.1(4) . . ?
C22 C23 C38 121.1(4) . . ?
C23 C24 C25 123.2(4) . . ?
C23 C24 H24 118.4 . . ?
C25 C24 H24 118.4 . . ?
C26 C25 C24 117.1(4) . . ?
C26 C25 H25 121.5 . . ?
C24 C25 H25 121.5 . . ?
C25 C26 C21 121.0(3) . . ?
C25 C26 N2 128.6(3) . . ?
C21 C26 N2 110.4(3) . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C6 115.0(3) . . ?
N3 C28 H28A 108.5 . . ?
C6 C28 H28A 108.5 . . ?
N3 C28 H28B 108.5 . . ?
C6 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
O5 C29 N3 126.3(5) . . ?
O5 C29 C30 126.9(4) . . ?
N3 C29 C30 106.8(4) . . ?
O6 C30 C31 130.5(4) . . ?
O6 C30 C29 124.7(4) . . ?
C31 C30 C29 104.8(4) . . ?
C36 C31 C32 121.9(4) . . ?
C36 C31 C30 107.4(4) . . ?
C32 C31 C30 130.6(4) . . ?
C31 C32 C33 118.5(4) . . ?
C31 C32 H32 120.8 . . ?
C33 C32 H32 120.8 . . ?
C34 C33 C32 118.4(4) . . ?
C34 C33 C39 121.1(4) . . ?
C32 C33 C39 120.4(4) . . ?
C33 C34 C35 124.2(4) . . ?
C33 C34 H34 117.9 . . ?
C35 C34 H34 117.9 . . ?
C36 C35 C34 116.0(4) . . ?
C36 C35 H35 122.0 . . ?
C34 C35 H35 122.0 . . ?
C31 C36 C35 120.9(4) . . ?
C31 C36 N3 111.0(4) . . ?
C35 C36 N3 128.1(4) . . ?
C13 C37 H37A 109.5 . . ?
C13 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C13 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C23 C38 H38A 109.5 . . ?
C23 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C23 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
Cl3 C40 Cl1 110.9(4) . . ?
Cl3 C40 Cl2 110.4(4) . . ?
Cl1 C40 Cl2 109.7(4) . . ?
Cl3 C40 H40 108.6 . . ?
Cl1 C40 H40 108.6 . . ?
Cl2 C40 H40 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -7.6(5) . . . . ?
C7 C1 C2 C3 174.1(3) . . . . ?
C6 C1 C2 C8 172.7(3) . . . . ?
C7 C1 C2 C8 -5.6(5) . . . . ?
C1 C2 C3 C4 2.7(5) . . . . ?
C8 C2 C3 C4 -177.6(3) . . . . ?
C1 C2 C3 C17 -177.4(4) . . . . ?
C8 C2 C3 C17 2.3(5) . . . . ?
C2 C3 C4 C5 6.1(5) . . . . ?
C17 C3 C4 C5 -173.8(4) . . . . ?
C2 C3 C4 C18 -170.4(3) . . . . ?
C17 C3 C4 C18 9.7(5) . . . . ?
C3 C4 C5 C6 -9.9(5) . . . . ?
C18 C4 C5 C6 166.6(3) . . . . ?
C3 C4 C5 C27 169.9(3) . . . . ?
C18 C4 C5 C27 -13.6(5) . . . . ?
C2 C1 C6 C5 3.8(5) . . . . ?
C7 C1 C6 C5 -177.9(3) . . . . ?
C2 C1 C6 C28 -179.0(3) . . . . ?
C7 C1 C6 C28 -0.7(6) . . . . ?
C4 C5 C6 C1 4.9(5) . . . . ?
C27 C5 C6 C1 -174.9(3) . . . . ?
C4 C5 C6 C28 -172.3(4) . . . . ?
C27 C5 C6 C28 7.9(6) . . . . ?
C9 N1 C8 C2 139.7(4) . . . . ?
C16 N1 C8 C2 -50.9(5) . . . . ?
C1 C2 C8 N1 -62.1(4) . . . . ?
C3 C2 C8 N1 118.2(4) . . . . ?
C16 N1 C9 O1 -178.0(4) . . . . ?
C8 N1 C9 O1 -7.1(6) . . . . ?
C16 N1 C9 C10 1.4(4) . . . . ?
C8 N1 C9 C10 172.3(3) . . . . ?
O1 C9 C10 O2 0.6(6) . . . . ?
N1 C9 C10 O2 -178.7(4) . . . . ?
O1 C9 C10 C11 178.4(4) . . . . ?
N1 C9 C10 C11 -1.0(4) . . . . ?
O2 C10 C11 C12 -2.9(7) . . . . ?
C9 C10 C11 C12 179.6(4) . . . . ?
O2 C10 C11 C16 177.8(4) . . . . ?
C9 C10 C11 C16 0.3(4) . . . . ?
C16 C11 C12 C13 -2.1(5) . . . . ?
C10 C11 C12 C13 178.6(4) . . . . ?
C11 C12 C13 C14 2.9(5) . . . . ?
C11 C12 C13 C37 -176.4(4) . . . . ?
C12 C13 C14 C15 -2.0(6) . . . . ?
C37 C13 C14 C15 177.3(4) . . . . ?
C13 C14 C15 C16 0.1(6) . . . . ?
C14 C15 C16 C11 0.7(5) . . . . ?
C14 C15 C16 N1 179.7(3) . . . . ?
C12 C11 C16 C15 0.3(5) . . . . ?
C10 C11 C16 C15 179.7(3) . . . . ?
C12 C11 C16 N1 -178.9(3) . . . . ?
C10 C11 C16 N1 0.6(4) . . . . ?
C9 N1 C16 C15 179.7(4) . . . . ?
C8 N1 C16 C15 9.1(6) . . . . ?
C9 N1 C16 C11 -1.3(4) . . . . ?
C8 N1 C16 C11 -171.8(3) . . . . ?
C19 N2 C18 C4 135.4(4) . . . . ?
C26 N2 C18 C4 -44.2(6) . . . . ?
C5 C4 C18 N2 -51.6(5) . . . . ?
C3 C4 C18 N2 124.9(4) . . . . ?
C26 N2 C19 O3 179.6(4) . . . . ?
C18 N2 C19 O3 0.0(7) . . . . ?
C26 N2 C19 C20 0.1(5) . . . . ?
C18 N2 C19 C20 -179.6(4) . . . . ?
O3 C19 C20 O4 3.4(7) . . . . ?
N2 C19 C20 O4 -177.0(4) . . . . ?
O3 C19 C20 C21 -177.7(4) . . . . ?
N2 C19 C20 C21 1.9(5) . . . . ?
O4 C20 C21 C26 175.6(5) . . . . ?
C19 C20 C21 C26 -3.2(5) . . . . ?
O4 C20 C21 C22 -4.1(9) . . . . ?
C19 C20 C21 C22 177.1(4) . . . . ?
C26 C21 C22 C23 -0.9(7) . . . . ?
C20 C21 C22 C23 178.9(4) . . . . ?
C21 C22 C23 C24 -2.1(7) . . . . ?
C21 C22 C23 C38 179.4(4) . . . . ?
C22 C23 C24 C25 2.4(7) . . . . ?
C38 C23 C24 C25 -179.0(4) . . . . ?
C23 C24 C25 C26 0.3(6) . . . . ?
C24 C25 C26 C21 -3.3(6) . . . . ?
C24 C25 C26 N2 177.3(4) . . . . ?
C22 C21 C26 C25 3.7(6) . . . . ?
C20 C21 C26 C25 -176.1(4) . . . . ?
C22 C21 C26 N2 -176.8(4) . . . . ?
C20 C21 C26 N2 3.4(5) . . . . ?
C19 N2 C26 C25 177.3(4) . . . . ?
C18 N2 C26 C25 -3.1(7) . . . . ?
C19 N2 C26 C21 -2.2(5) . . . . ?
C18 N2 C26 C21 177.5(4) . . . . ?
C29 N3 C28 C6 -131.9(4) . . . . ?
C36 N3 C28 C6 44.8(6) . . . . ?
C1 C6 C28 N3 54.3(5) . . . . ?
C5 C6 C28 N3 -128.5(4) . . . . ?
C36 N3 C29 O5 -174.7(4) . . . . ?
C28 N3 C29 O5 2.5(7) . . . . ?
C36 N3 C29 C30 3.8(4) . . . . ?
C28 N3 C29 C30 -179.0(3) . . . . ?
O5 C29 C30 O6 -5.4(7) . . . . ?
N3 C29 C30 O6 176.0(4) . . . . ?
O5 C29 C30 C31 174.5(4) . . . . ?
N3 C29 C30 C31 -4.1(4) . . . . ?
O6 C30 C31 C36 -177.4(4) . . . . ?
C29 C30 C31 C36 2.8(4) . . . . ?
O6 C30 C31 C32 4.1(8) . . . . ?
C29 C30 C31 C32 -175.7(4) . . . . ?
C36 C31 C32 C33 -0.6(6) . . . . ?
C30 C31 C32 C33 177.8(4) . . . . ?
C31 C32 C33 C34 2.0(6) . . . . ?
C31 C32 C33 C39 -177.1(4) . . . . ?
C32 C33 C34 C35 -1.4(6) . . . . ?
C39 C33 C34 C35 177.7(4) . . . . ?
C33 C34 C35 C36 -0.8(6) . . . . ?
C32 C31 C36 C35 -1.6(6) . . . . ?
C30 C31 C36 C35 179.7(4) . . . . ?
C32 C31 C36 N3 178.1(4) . . . . ?
C30 C31 C36 N3 -0.6(4) . . . . ?
C34 C35 C36 C31 2.2(6) . . . . ?
C34 C35 C36 N3 -177.4(4) . . . . ?
C29 N3 C36 C31 -2.2(5) . . . . ?
C28 N3 C36 C31 -179.3(4) . . . . ?
C29 N3 C36 C35 177.5(4) . . . . ?
C28 N3 C36 C35 0.4(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C28 H28B Cl2 0.99 2.97 3.827(5) 145.7 .
C35 H35 O1 0.95 2.63 3.292(5) 127.0 1_455
C40 H40 O5 1.00 2.55 3.440(8) 147.7 .

_refine_diff_density_max         0.358
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.070

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_InGe14_ACN_masc052_0m
_database_code_depnum_ccdc_archive 'CCDC 1502238'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
 tris(5-methoxyindoline-2,3-dione
;
_chemical_name_common            
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
triindoline-2,3-dione
;
_chemical_formula_moiety         'C42 H39 N3 O9, C2 H3 N'
_chemical_formula_sum            'C44 H42 N4 O9'
_chemical_formula_weight         770.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.4301(4)
_cell_length_b                   13.5120(5)
_cell_length_c                   19.5432(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.6261(19)
_cell_angle_gamma                90
_cell_volume                     3756.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      26.36

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_F_000             1624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.290
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74659
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.789
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6966
_reflns_number_gt                5460
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0552P)²+9.8246P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6966
_refine_ls_number_parameters     521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0771
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1693
_refine_ls_wR_factor_gt          0.1594
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.92706(15) 0.31671(17) 0.55143(11) 0.0275(5) Uani 1 1 d . . . . .
O2 O 0.88750(16) 0.10479(17) 0.56667(11) 0.0301(5) Uani 1 1 d . . . . .
O3 O 0.52543(18) 0.34091(18) 0.27056(17) 0.0535(8) Uani 1 1 d . . . . .
O4 O 0.33755(16) 0.28563(16) 0.20455(12) 0.0309(5) Uani 1 1 d . . . . .
O5 O 1.04693(14) 0.34704(16) 0.25640(12) 0.0266(5) Uani 1 1 d . . . . .
O6 O 1.04275(15) 0.13202(16) 0.23518(12) 0.0295(5) Uani 1 1 d . . . . .
O7 O 0.53247(16) -0.00087(16) 0.42919(11) 0.0287(5) Uani 1 1 d . . . . .
O8 O 0.10980(15) 0.61701(16) 0.12565(12) 0.0290(5) Uani 1 1 d . . . . .
O9 O 0.68544(15) -0.00638(15) 0.12564(11) 0.0260(5) Uani 1 1 d . . . . .
N1 N 0.77533(16) 0.31603(18) 0.49030(12) 0.0183(5) Uani 1 1 d . . . . .
N2 N 0.46854(16) 0.50045(17) 0.24615(13) 0.0182(5) Uani 1 1 d . . . . .
N3 N 0.88641(16) 0.32944(17) 0.22279(12) 0.0164(5) Uani 1 1 d . . . . .
C1 C 0.80820(19) 0.4236(2) 0.35140(14) 0.0159(6) Uani 1 1 d . . . . .
C2 C 0.7431(2) 0.4439(2) 0.39531(15) 0.0174(6) Uani 1 1 d . . . . .
C3 C 0.6573(2) 0.4912(2) 0.36912(15) 0.0187(6) Uani 1 1 d . . . . .
C4 C 0.6382(2) 0.5160(2) 0.29852(16) 0.0183(6) Uani 1 1 d . . . . .
C5 C 0.7016(2) 0.4940(2) 0.25345(15) 0.0171(6) Uani 1 1 d . . . . .
C6 C 0.78712(19) 0.44761(19) 0.28046(14) 0.0153(6) Uani 1 1 d . . . . .
C7 C 0.9040(2) 0.3821(2) 0.38153(14) 0.0185(6) Uani 1 1 d . . . . .
H7A H 0.9271 0.3408 0.3461 0.022 Uiso 1 1 calc R U . . .
H7B H 0.8980 0.3391 0.4215 0.022 Uiso 1 1 calc R U . . .
C8 C 0.9756(2) 0.4636(2) 0.40522(17) 0.0270(7) Uani 1 1 d . . . . .
H8A H 1.0364 0.4336 0.4241 0.040 Uiso 1 1 calc R U . . .
H8B H 0.9538 0.5037 0.4411 0.040 Uiso 1 1 calc R U . . .
H8C H 0.9827 0.5057 0.3656 0.040 Uiso 1 1 calc R U . . .
C9 C 0.7686(2) 0.4212(2) 0.47258(15) 0.0202(6) Uani 1 1 d . . . . .
H9A H 0.8297 0.4529 0.4905 0.024 Uiso 1 1 calc R U . . .
H9B H 0.7208 0.4518 0.4968 0.024 Uiso 1 1 calc R U . . .
C10 C 0.8542(2) 0.2745(2) 0.52854(15) 0.0219(7) Uani 1 1 d . . . . .
C11 C 0.8324(2) 0.1639(2) 0.53579(15) 0.0215(6) Uani 1 1 d . . . . .
C12 C 0.7366(2) 0.1505(2) 0.49935(14) 0.0198(6) Uani 1 1 d . . . . .
C13 C 0.6828(2) 0.0656(2) 0.48646(15) 0.0223(7) Uani 1 1 d . . . . .
H13 H 0.7064 0.0027 0.5027 0.027 Uiso 1 1 calc R U . . .
C14 C 0.5930(2) 0.0763(2) 0.44887(15) 0.0223(7) Uani 1 1 d . . . . .
C15 C 0.5586(2) 0.1691(2) 0.42724(15) 0.0232(7) Uani 1 1 d . . . . .
H15 H 0.4958 0.1746 0.4034 0.028 Uiso 1 1 calc R U . . .
C16 C 0.6131(2) 0.2543(2) 0.43925(15) 0.0209(6) Uani 1 1 d . . . . .
H16 H 0.5891 0.3174 0.4239 0.025 Uiso 1 1 calc R U . . .
C17 C 0.7040(2) 0.2429(2) 0.47473(14) 0.0184(6) Uani 1 1 d . . . . .
C18 C 0.5863(2) 0.5181(2) 0.41553(17) 0.0244(7) Uani 1 1 d . . . . .
H18A H 0.5913 0.4700 0.4542 0.029 Uiso 1 1 calc R U . . .
H18B H 0.5221 0.5132 0.3884 0.029 Uiso 1 1 calc R U . . .
C19 C 0.6014(2) 0.6228(2) 0.44551(18) 0.0306(8) Uani 1 1 d . . . . .
H19A H 0.5520 0.6382 0.4727 0.046 Uiso 1 1 calc R U . . .
H19B H 0.5990 0.6706 0.4075 0.046 Uiso 1 1 calc R U . . .
H19C H 0.6630 0.6266 0.4755 0.046 Uiso 1 1 calc R U . . .
C20 C 0.5467(2) 0.5682(2) 0.27038(16) 0.0217(6) Uani 1 1 d . . . . .
H20A H 0.5291 0.6111 0.3072 0.026 Uiso 1 1 calc R U . . .
H20B H 0.5568 0.6113 0.2314 0.026 Uiso 1 1 calc R U . . .
C21 C 0.4645(2) 0.3998(2) 0.24745(18) 0.0271(7) Uani 1 1 d . . . . .
C22 C 0.3631(2) 0.3704(2) 0.21347(16) 0.0224(7) Uani 1 1 d . . . . .
C23 C 0.3138(2) 0.4639(2) 0.19644(14) 0.0171(6) Uani 1 1 d . . . . .
C24 C 0.2213(2) 0.4848(2) 0.16580(15) 0.0200(6) Uani 1 1 d . . . . .
H24 H 0.1770 0.4333 0.1528 0.024 Uiso 1 1 calc R U . . .
C25 C 0.1967(2) 0.5837(2) 0.15513(15) 0.0191(6) Uani 1 1 d . . . . .
C26 C 0.2628(2) 0.6576(2) 0.17514(14) 0.0176(6) Uani 1 1 d . . . . .
H26 H 0.2443 0.7248 0.1675 0.021 Uiso 1 1 calc R U . . .
C27 C 0.3548(2) 0.6371(2) 0.20594(14) 0.0165(6) Uani 1 1 d . . . . .
H27 H 0.3990 0.6885 0.2193 0.020 Uiso 1 1 calc R U . . .
C28 C 0.37904(19) 0.5385(2) 0.21628(14) 0.0159(6) Uani 1 1 d . . . . .
C29 C 0.6786(2) 0.5232(2) 0.17766(15) 0.0221(6) Uani 1 1 d . . . . .
H29A H 0.6096 0.5211 0.1626 0.026 Uiso 1 1 calc R U . . .
H29B H 0.7072 0.4747 0.1494 0.026 Uiso 1 1 calc R U . . .
C30 C 0.7146(2) 0.6274(2) 0.16432(17) 0.0261(7) Uani 1 1 d . . . . .
H30A H 0.6983 0.6432 0.1148 0.039 Uiso 1 1 calc R U . . .
H30B H 0.7831 0.6296 0.1783 0.039 Uiso 1 1 calc R U . . .
H30C H 0.6855 0.6760 0.1914 0.039 Uiso 1 1 calc R U . . .
C31 C 0.8609(2) 0.4323(2) 0.23382(15) 0.0175(6) Uani 1 1 d . . . . .
H31A H 0.8372 0.4624 0.1881 0.021 Uiso 1 1 calc R U . . .
H31B H 0.9185 0.4686 0.2542 0.021 Uiso 1 1 calc R U . . .
C32 C 0.9772(2) 0.2979(2) 0.23671(15) 0.0198(6) Uani 1 1 d . . . . .
C33 C 0.9742(2) 0.1845(2) 0.22464(15) 0.0191(6) Uani 1 1 d . . . . .
C34 C 0.8752(2) 0.1616(2) 0.19884(14) 0.0185(6) Uani 1 1 d . . . . .
C35 C 0.8327(2) 0.0731(2) 0.17665(15) 0.0195(6) Uani 1 1 d . . . . .
H35 H 0.8672 0.0129 0.1804 0.023 Uiso 1 1 calc R U . . .
C36 C 0.7379(2) 0.0755(2) 0.14868(15) 0.0202(6) Uani 1 1 d . . . . .
C37 C 0.6888(2) 0.1650(2) 0.14307(14) 0.0197(6) Uani 1 1 d . . . . .
H37 H 0.6243 0.1653 0.1225 0.024 Uiso 1 1 calc R U . . .
C38 C 0.7314(2) 0.2541(2) 0.16680(14) 0.0182(6) Uani 1 1 d . . . . .
H38 H 0.6972 0.3145 0.1633 0.022 Uiso 1 1 calc R U . . .
C39 C 0.8259(2) 0.2508(2) 0.19574(14) 0.0158(6) Uani 1 1 d . . . . .
C40 C 0.5672(3) -0.0984(2) 0.44659(19) 0.0328(8) Uani 1 1 d . . . . .
H40A H 0.5206 -0.1473 0.4259 0.049 Uiso 1 1 calc R U . . .
H40B H 0.5789 -0.1062 0.4972 0.049 Uiso 1 1 calc R U . . .
H40C H 0.6259 -0.1086 0.4286 0.049 Uiso 1 1 calc R U . . .
C41 C 0.0384(2) 0.5438(3) 0.1053(2) 0.0353(8) Uani 1 1 d . . . . .
H41A H -0.0204 0.5766 0.0851 0.053 Uiso 1 1 calc R U . . .
H41B H 0.0286 0.5056 0.1461 0.053 Uiso 1 1 calc R U . . .
H41C H 0.0583 0.4993 0.0709 0.053 Uiso 1 1 calc R U . . .
C42 C 0.7336(3) -0.0997(2) 0.13114(18) 0.0312(8) Uani 1 1 d . . . . .
H42A H 0.6890 -0.1527 0.1147 0.047 Uiso 1 1 calc R U . . .
H42B H 0.7613 -0.1119 0.1797 0.047 Uiso 1 1 calc R U . . .
H42C H 0.7835 -0.0983 0.1027 0.047 Uiso 1 1 calc R U . . .
C43 C 0.1806(3) 0.2325(3) 0.5534(2) 0.0457(10) Uani 1 1 d . . . . .
C44 C 0.1510(3) 0.2925(3) 0.6083(2) 0.0444(10) Uani 1 1 d . . . . .
H44A H 0.0833 0.3048 0.5972 0.067 Uiso 1 1 calc R U . . .
H44B H 0.1848 0.3557 0.6120 0.067 Uiso 1 1 calc R U . . .
H44C H 0.1652 0.2570 0.6526 0.067 Uiso 1 1 calc R U . . .
N4 N 0.2051(3) 0.1837(3) 0.5113(2) 0.0668(11) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.214(4) . ?
O2 C11 1.215(4) . ?
O3 C21 1.215(4) . ?
O4 C22 1.207(4) . ?
O5 C32 1.213(4) . ?
O6 C33 1.207(4) . ?
O7 C14 1.373(4) . ?
O7 C40 1.431(4) . ?
O8 C25 1.366(3) . ?
O8 C41 1.435(4) . ?
O9 C36 1.373(3) . ?
O9 C42 1.436(4) . ?
N1 C10 1.373(4) . ?
N1 C17 1.423(4) . ?
N1 C9 1.462(4) . ?
N2 C21 1.362(4) . ?
N2 C28 1.422(4) . ?
N2 C20 1.468(4) . ?
N3 C32 1.361(4) . ?
N3 C39 1.421(4) . ?
N3 C31 1.463(3) . ?
C1 C2 1.402(4) . ?
C1 C6 1.407(4) . ?
C1 C7 1.517(4) . ?
C2 C3 1.411(4) . ?
C2 C9 1.525(4) . ?
C3 C4 1.402(4) . ?
C3 C18 1.521(4) . ?
C4 C5 1.404(4) . ?
C4 C20 1.516(4) . ?
C5 C6 1.405(4) . ?
C5 C29 1.515(4) . ?
C6 C31 1.526(4) . ?
C7 C8 1.528(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.538(4) . ?
C11 C12 1.457(4) . ?
C12 C13 1.384(4) . ?
C12 C17 1.391(4) . ?
C13 C14 1.386(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.388(4) . ?
C15 C16 1.392(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(4) . ?
C16 H16 0.9500 . ?
C18 C19 1.532(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.554(4) . ?
C22 C23 1.461(4) . ?
C23 C28 1.390(4) . ?
C23 C24 1.397(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(4) . ?
C26 C27 1.391(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.384(4) . ?
C27 H27 0.9500 . ?
C29 C30 1.539(4) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.549(4) . ?
C33 C34 1.466(4) . ?
C34 C35 1.380(4) . ?
C34 C39 1.395(4) . ?
C35 C36 1.387(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.397(4) . ?
C37 C38 1.396(4) . ?
C37 H37 0.9500 . ?
C38 C39 1.386(4) . ?
C38 H38 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 N4 1.155(6) . ?
C43 C44 1.463(6) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C14 O7 C40 116.9(2) . . ?
C25 O8 C41 117.1(2) . . ?
C36 O9 C42 116.7(2) . . ?
C10 N1 C17 109.7(2) . . ?
C10 N1 C9 122.9(3) . . ?
C17 N1 C9 127.4(2) . . ?
C21 N2 C28 109.3(2) . . ?
C21 N2 C20 130.5(2) . . ?
C28 N2 C20 120.2(2) . . ?
C32 N3 C39 110.6(2) . . ?
C32 N3 C31 121.7(2) . . ?
C39 N3 C31 127.7(2) . . ?
C2 C1 C6 120.1(3) . . ?
C2 C1 C7 119.7(2) . . ?
C6 C1 C7 120.1(2) . . ?
C1 C2 C3 120.3(3) . . ?
C1 C2 C9 119.4(2) . . ?
C3 C2 C9 120.2(3) . . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 C18 119.3(3) . . ?
C2 C3 C18 122.0(3) . . ?
C3 C4 C5 121.7(3) . . ?
C3 C4 C20 118.9(3) . . ?
C5 C4 C20 119.4(3) . . ?
C4 C5 C6 118.8(3) . . ?
C4 C5 C29 119.9(3) . . ?
C6 C5 C29 121.2(3) . . ?
C5 C6 C1 120.3(3) . . ?
C5 C6 C31 119.5(2) . . ?
C1 C6 C31 120.0(2) . . ?
C1 C7 C8 112.2(2) . . ?
C1 C7 H7A 109.2 . . ?
C8 C7 H7A 109.2 . . ?
C1 C7 H7B 109.2 . . ?
C8 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C2 115.2(2) . . ?
N1 C9 H9A 108.5 . . ?
C2 C9 H9A 108.5 . . ?
N1 C9 H9B 108.5 . . ?
C2 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
O1 C10 N1 126.6(3) . . ?
O1 C10 C11 126.9(3) . . ?
N1 C10 C11 106.5(2) . . ?
O2 C11 C12 130.5(3) . . ?
O2 C11 C10 123.9(3) . . ?
C12 C11 C10 105.6(2) . . ?
C13 C12 C17 122.3(3) . . ?
C13 C12 C11 130.5(3) . . ?
C17 C12 C11 107.2(3) . . ?
C12 C13 C14 117.1(3) . . ?
C12 C13 H13 121.5 . . ?
C14 C13 H13 121.5 . . ?
O7 C14 C13 124.3(3) . . ?
O7 C14 C15 115.0(3) . . ?
C13 C14 C15 120.7(3) . . ?
C14 C15 C16 122.2(3) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 116.9(3) . . ?
C17 C16 H16 121.6 . . ?
C15 C16 H16 121.6 . . ?
C16 C17 C12 120.7(3) . . ?
C16 C17 N1 128.3(3) . . ?
C12 C17 N1 111.0(2) . . ?
C3 C18 C19 112.5(3) . . ?
C3 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C3 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 C4 113.7(2) . . ?
N2 C20 H20A 108.8 . . ?
C4 C20 H20A 108.8 . . ?
N2 C20 H20B 108.8 . . ?
C4 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
O3 C21 N2 129.0(3) . . ?
O3 C21 C22 124.3(3) . . ?
N2 C21 C22 106.7(2) . . ?
O4 C22 C23 131.5(3) . . ?
O4 C22 C21 123.1(3) . . ?
C23 C22 C21 105.3(2) . . ?
C28 C23 C24 121.8(3) . . ?
C28 C23 C22 106.4(2) . . ?
C24 C23 C22 131.8(3) . . ?
C25 C24 C23 117.4(3) . . ?
C25 C24 H24 121.3 . . ?
C23 C24 H24 121.3 . . ?
O8 C25 C24 125.0(3) . . ?
O8 C25 C26 114.8(3) . . ?
C24 C25 C26 120.2(3) . . ?
C27 C26 C25 122.5(3) . . ?
C27 C26 H26 118.7 . . ?
C25 C26 H26 118.7 . . ?
C28 C27 C26 117.1(3) . . ?
C28 C27 H27 121.5 . . ?
C26 C27 H27 121.5 . . ?
C27 C28 C23 121.0(3) . . ?
C27 C28 N2 126.8(3) . . ?
C23 C28 N2 112.3(2) . . ?
C5 C29 C30 112.3(2) . . ?
C5 C29 H29A 109.1 . . ?
C30 C29 H29A 109.1 . . ?
C5 C29 H29B 109.1 . . ?
C30 C29 H29B 109.1 . . ?
H29A C29 H29B 107.9 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 C6 115.8(2) . . ?
N3 C31 H31A 108.3 . . ?
C6 C31 H31A 108.3 . . ?
N3 C31 H31B 108.3 . . ?
C6 C31 H31B 108.3 . . ?
H31A C31 H31B 107.4 . . ?
O5 C32 N3 127.7(3) . . ?
O5 C32 C33 126.2(3) . . ?
N3 C32 C33 106.1(2) . . ?
O6 C33 C34 131.2(3) . . ?
O6 C33 C32 123.6(3) . . ?
C34 C33 C32 105.2(2) . . ?
C35 C34 C39 122.6(3) . . ?
C35 C34 C33 130.3(3) . . ?
C39 C34 C33 107.0(2) . . ?
C34 C35 C36 117.4(3) . . ?
C34 C35 H35 121.3 . . ?
C36 C35 H35 121.3 . . ?
O9 C36 C35 124.3(3) . . ?
O9 C36 C37 115.3(3) . . ?
C35 C36 C37 120.4(3) . . ?
C38 C37 C36 122.1(3) . . ?
C38 C37 H37 119.0 . . ?
C36 C37 H37 119.0 . . ?
C39 C38 C37 117.1(3) . . ?
C39 C38 H38 121.4 . . ?
C37 C38 H38 121.4 . . ?
C38 C39 C34 120.4(3) . . ?
C38 C39 N3 128.9(3) . . ?
C34 C39 N3 110.6(2) . . ?
O7 C40 H40A 109.5 . . ?
O7 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O7 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O8 C41 H41A 109.5 . . ?
O8 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
O8 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O9 C42 H42A 109.5 . . ?
O9 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
O9 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N4 C43 C44 178.3(5) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -1.9(4) . . . . ?
C7 C1 C2 C3 173.9(3) . . . . ?
C6 C1 C2 C9 -177.6(2) . . . . ?
C7 C1 C2 C9 -1.8(4) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C9 C2 C3 C4 176.5(3) . . . . ?
C1 C2 C3 C18 -177.6(3) . . . . ?
C9 C2 C3 C18 -2.0(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C18 C3 C4 C5 179.2(3) . . . . ?
C2 C3 C4 C20 -179.1(3) . . . . ?
C18 C3 C4 C20 -0.6(4) . . . . ?
C3 C4 C5 C6 -1.2(4) . . . . ?
C20 C4 C5 C6 178.6(2) . . . . ?
C3 C4 C5 C29 -179.3(3) . . . . ?
C20 C4 C5 C29 0.5(4) . . . . ?
C4 C5 C6 C1 0.2(4) . . . . ?
C29 C5 C6 C1 178.2(3) . . . . ?
C4 C5 C6 C31 -174.1(2) . . . . ?
C29 C5 C6 C31 4.0(4) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
C7 C1 C6 C5 -174.5(2) . . . . ?
C2 C1 C6 C31 175.6(2) . . . . ?
C7 C1 C6 C31 -0.2(4) . . . . ?
C2 C1 C7 C8 -88.2(3) . . . . ?
C6 C1 C7 C8 87.6(3) . . . . ?
C10 N1 C9 C2 124.6(3) . . . . ?
C17 N1 C9 C2 -58.3(4) . . . . ?
C1 C2 C9 N1 -69.2(3) . . . . ?
C3 C2 C9 N1 115.1(3) . . . . ?
C17 N1 C10 O1 -178.5(3) . . . . ?
C9 N1 C10 O1 -1.0(5) . . . . ?
C17 N1 C10 C11 2.2(3) . . . . ?
C9 N1 C10 C11 179.7(2) . . . . ?
O1 C10 C11 O2 0.5(5) . . . . ?
N1 C10 C11 O2 179.8(3) . . . . ?
O1 C10 C11 C12 -179.8(3) . . . . ?
N1 C10 C11 C12 -0.5(3) . . . . ?
O2 C11 C12 C13 -3.8(5) . . . . ?
C10 C11 C12 C13 176.5(3) . . . . ?
O2 C11 C12 C17 178.3(3) . . . . ?
C10 C11 C12 C17 -1.4(3) . . . . ?
C17 C12 C13 C14 -1.5(4) . . . . ?
C11 C12 C13 C14 -179.0(3) . . . . ?
C40 O7 C14 C13 -2.7(4) . . . . ?
C40 O7 C14 C15 176.2(3) . . . . ?
C12 C13 C14 O7 177.1(3) . . . . ?
C12 C13 C14 C15 -1.8(4) . . . . ?
O7 C14 C15 C16 -176.1(3) . . . . ?
C13 C14 C15 C16 2.9(5) . . . . ?
C14 C15 C16 C17 -0.6(4) . . . . ?
C15 C16 C17 C12 -2.7(4) . . . . ?
C15 C16 C17 N1 176.2(3) . . . . ?
C13 C12 C17 C16 3.8(4) . . . . ?
C11 C12 C17 C16 -178.1(3) . . . . ?
C13 C12 C17 N1 -175.3(3) . . . . ?
C11 C12 C17 N1 2.8(3) . . . . ?
C10 N1 C17 C16 177.8(3) . . . . ?
C9 N1 C17 C16 0.4(5) . . . . ?
C10 N1 C17 C12 -3.2(3) . . . . ?
C9 N1 C17 C12 179.4(3) . . . . ?
C4 C3 C18 C19 -87.2(3) . . . . ?
C2 C3 C18 C19 91.2(3) . . . . ?
C21 N2 C20 C4 2.8(5) . . . . ?
C28 N2 C20 C4 -177.9(2) . . . . ?
C3 C4 C20 N2 -89.1(3) . . . . ?
C5 C4 C20 N2 91.1(3) . . . . ?
C28 N2 C21 O3 -177.8(4) . . . . ?
C20 N2 C21 O3 1.5(6) . . . . ?
C28 N2 C21 C22 1.4(3) . . . . ?
C20 N2 C21 C22 -179.3(3) . . . . ?
O3 C21 C22 O4 -3.3(6) . . . . ?
N2 C21 C22 O4 177.4(3) . . . . ?
O3 C21 C22 C23 177.5(3) . . . . ?
N2 C21 C22 C23 -1.8(3) . . . . ?
O4 C22 C23 C28 -177.7(3) . . . . ?
C21 C22 C23 C28 1.4(3) . . . . ?
O4 C22 C23 C24 1.5(6) . . . . ?
C21 C22 C23 C24 -179.4(3) . . . . ?
C28 C23 C24 C25 0.6(4) . . . . ?
C22 C23 C24 C25 -178.5(3) . . . . ?
C41 O8 C25 C24 1.1(4) . . . . ?
C41 O8 C25 C26 -178.8(3) . . . . ?
C23 C24 C25 O8 179.7(3) . . . . ?
C23 C24 C25 C26 -0.5(4) . . . . ?
O8 C25 C26 C27 -180.0(3) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C26 C27 C28 0.0(4) . . . . ?
C26 C27 C28 C23 0.1(4) . . . . ?
C26 C27 C28 N2 179.5(3) . . . . ?
C24 C23 C28 C27 -0.4(4) . . . . ?
C22 C23 C28 C27 178.9(3) . . . . ?
C24 C23 C28 N2 -179.9(3) . . . . ?
C22 C23 C28 N2 -0.6(3) . . . . ?
C21 N2 C28 C27 179.9(3) . . . . ?
C20 N2 C28 C27 0.6(4) . . . . ?
C21 N2 C28 C23 -0.6(3) . . . . ?
C20 N2 C28 C23 -179.9(2) . . . . ?
C4 C5 C29 C30 89.8(3) . . . . ?
C6 C5 C29 C30 -88.2(3) . . . . ?
C32 N3 C31 C6 -124.9(3) . . . . ?
C39 N3 C31 C6 56.9(4) . . . . ?
C5 C6 C31 N3 -119.1(3) . . . . ?
C1 C6 C31 N3 66.6(3) . . . . ?
C39 N3 C32 O5 175.4(3) . . . . ?
C31 N3 C32 O5 -3.0(5) . . . . ?
C39 N3 C32 C33 -6.4(3) . . . . ?
C31 N3 C32 C33 175.2(2) . . . . ?
O5 C32 C33 O6 1.5(5) . . . . ?
N3 C32 C33 O6 -176.8(3) . . . . ?
O5 C32 C33 C34 -178.0(3) . . . . ?
N3 C32 C33 C34 3.8(3) . . . . ?
O6 C33 C34 C35 -2.8(5) . . . . ?
C32 C33 C34 C35 176.6(3) . . . . ?
O6 C33 C34 C39 -179.1(3) . . . . ?
C32 C33 C34 C39 0.3(3) . . . . ?
C39 C34 C35 C36 1.8(4) . . . . ?
C33 C34 C35 C36 -174.1(3) . . . . ?
C42 O9 C36 C35 -0.3(4) . . . . ?
C42 O9 C36 C37 -179.6(3) . . . . ?
C34 C35 C36 O9 -178.7(3) . . . . ?
C34 C35 C36 C37 0.6(4) . . . . ?
O9 C36 C37 C38 177.4(3) . . . . ?
C35 C36 C37 C38 -1.9(4) . . . . ?
C36 C37 C38 C39 0.8(4) . . . . ?
C37 C38 C39 C34 1.6(4) . . . . ?
C37 C38 C39 N3 179.0(3) . . . . ?
C35 C34 C39 C38 -2.9(4) . . . . ?
C33 C34 C39 C38 173.8(2) . . . . ?
C35 C34 C39 N3 179.2(3) . . . . ?
C33 C34 C39 N3 -4.1(3) . . . . ?
C32 N3 C39 C38 -170.8(3) . . . . ?
C31 N3 C39 C38 7.6(5) . . . . ?
C32 N3 C39 C34 6.9(3) . . . . ?
C31 N3 C39 C34 -174.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C27 H27 O3 0.95 2.32 3.243(4) 162.9 2_655
C31 H31B O6 0.99 2.28 3.050(4) 133.9 2_755
C44 H44A O1 0.98 2.29 3.254(4) 168.7 1_455
C44 H44C O4 0.98 2.59 3.194(4) 120.0 4_566

_refine_diff_density_max         0.438
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.069

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_Ing17_Am_ACN_masc046
_database_code_depnum_ccdc_archive 'CCDC 1502232'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methylindoline-2,3-dione)
;
_chemical_name_common            
;
 1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)
tris(methylene))tris(5-methylindoline-2,3-dione)
;
_chemical_formula_moiety         'C39 H33 N3 O6, C2 H3 N'
_chemical_formula_sum            'C39.80 H34.20 N3.40 O6'
_chemical_formula_weight         656.10

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.9390(7)
_cell_length_b                   11.9019(7)
_cell_length_c                   17.5127(9)
_cell_angle_alpha                90
_cell_angle_beta                 102.591(4)
_cell_angle_gamma                90
_cell_volume                     3242.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    11231
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      27.19

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             1379
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 222 frames, detector distance = 120 mm
;
_diffrn_reflns_number            26581
_diffrn_reflns_av_unetI/netI     0.1050
_diffrn_reflns_av_R_equivalents  0.1531
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.085
_diffrn_reflns_theta_max         25.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6032
_reflns_number_gt                3321
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_refine_special_details          
;
 The acetonitril is disordered in at least 4 positions. Only one position
 can be refined sufficiently (39.9).
 Furthermore, the carbonyl oxygen atom O4 shows a disorder in two
 positions (52:48) indicating that the O4B in the second position
 leaves the plane of isatine unit.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0319P)²+2.6737P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0061(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6032
_refine_ls_number_parameters     473
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1438
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1493
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.23681(16) 0.5692(2) 0.12488(16) 0.0371(7) Uani 1 1 d . . . . .
N2 N -0.13699(15) 0.4201(2) 0.22266(16) 0.0332(6) Uani 1 1 d . . . . .
N3 N 0.16282(15) 0.1509(2) 0.10837(17) 0.0351(7) Uani 1 1 d . . . . .
O1 O 0.30466(16) 0.5954(3) 0.02193(17) 0.0617(8) Uani 1 1 d . . . . .
O2A O 0.4614(5) 0.5506(10) 0.1498(5) 0.0568(13) Uani 0.516(13) 1 d . U P A 1
O2B O 0.4576(5) 0.6036(10) 0.1510(5) 0.0568(13) Uani 0.484(13) 1 d . U P A 2
O3 O -0.00021(14) 0.4558(2) 0.29691(15) 0.0531(7) Uani 1 1 d . . . . .
O4 O -0.08036(15) 0.3827(2) 0.42480(15) 0.0479(7) Uani 1 1 d . . . . .
O5 O 0.21345(15) 0.0778(2) 0.00419(16) 0.0493(7) Uani 1 1 d . . . . .
O6 O 0.37939(15) 0.0964(3) 0.11634(17) 0.0625(8) Uani 1 1 d . . . . .
C1 C 0.10331(18) 0.3836(3) 0.06774(19) 0.0315(7) Uani 1 1 d . . . . .
C2 C 0.08709(19) 0.4927(3) 0.09001(19) 0.0328(8) Uani 1 1 d . . . . .
C3 C 0.01364(19) 0.5166(3) 0.11911(19) 0.0325(7) Uani 1 1 d . . . . .
C4 C -0.04515(18) 0.4293(3) 0.12291(19) 0.0337(8) Uani 1 1 d . . . . .
C5 C -0.02687(18) 0.3188(3) 0.10446(19) 0.0323(8) Uani 1 1 d . . . . .
C6 C 0.04893(18) 0.2954(3) 0.07877(19) 0.0312(7) Uani 1 1 d . . . . .
C7 C 0.17921(19) 0.3615(3) 0.0305(2) 0.0367(8) Uani 1 1 d . . . . .
H7A H 0.1895 0.4277 0.0005 0.055 Uiso 1 1 calc R U . . .
H7B H 0.1667 0.2965 -0.0045 0.055 Uiso 1 1 calc R U . . .
H7C H 0.2305 0.3461 0.0714 0.055 Uiso 1 1 calc R U . . .
C8 C 0.14881(19) 0.5870(3) 0.0819(2) 0.0372(8) Uani 1 1 d . . . . .
H8A H 0.1490 0.5966 0.0258 0.045 Uiso 1 1 calc R U . . .
H8B H 0.1272 0.6577 0.1004 0.045 Uiso 1 1 calc R U . . .
C9 C 0.3059(2) 0.5818(4) 0.0914(2) 0.0500(10) Uani 1 1 d . . . . .
C10 C 0.3864(2) 0.5759(4) 0.1599(3) 0.0634(12) Uani 1 1 d . . . . .
C11 C 0.3539(2) 0.5714(3) 0.2306(2) 0.0473(9) Uani 1 1 d . . . . .
C12 C 0.3944(2) 0.5771(3) 0.3090(2) 0.0537(10) Uani 1 1 d . . . . .
H12 H 0.4552 0.5840 0.3237 0.064 Uiso 1 1 calc R U . . .
C13 C 0.3464(2) 0.5726(3) 0.3658(2) 0.0513(10) Uani 1 1 d . . . . .
C14 C 0.2582(2) 0.5572(3) 0.3416(2) 0.0460(9) Uani 1 1 d . . . . .
H14 H 0.2254 0.5486 0.3805 0.055 Uiso 1 1 calc R U . . .
C15 C 0.2155(2) 0.5536(3) 0.2636(2) 0.0402(8) Uani 1 1 d . . . . .
H15 H 0.1550 0.5442 0.2491 0.048 Uiso 1 1 calc R U . . .
C16 C 0.2646(2) 0.5644(3) 0.2079(2) 0.0375(8) Uani 1 1 d . . . . .
C17 C -0.0019(2) 0.6339(3) 0.1470(2) 0.0436(9) Uani 1 1 d . . . . .
H17A H -0.0465 0.6312 0.1776 0.065 Uiso 1 1 calc R U . . .
H17B H -0.0206 0.6833 0.1017 0.065 Uiso 1 1 calc R U . . .
H17C H 0.0515 0.6632 0.1797 0.065 Uiso 1 1 calc R U . . .
C18 C -0.13077(19) 0.4553(3) 0.1441(2) 0.0375(8) Uani 1 1 d . . . . .
H18A H -0.1409 0.5373 0.1393 0.045 Uiso 1 1 calc R U . . .
H18B H -0.1771 0.4180 0.1056 0.045 Uiso 1 1 calc R U . . .
C19 C -0.0747(2) 0.4273(3) 0.2901(2) 0.0387(8) Uani 1 1 d . . . . .
C20 C -0.1188(2) 0.3930(3) 0.3574(2) 0.0371(8) Uani 1 1 d . . . . .
C21 C -0.2087(2) 0.3786(3) 0.3211(2) 0.0365(8) Uani 1 1 d . . . . .
C22 C -0.2804(2) 0.3585(3) 0.3528(2) 0.0472(9) Uani 1 1 d . . . . .
H22 H -0.2737 0.3466 0.4075 0.057 Uiso 1 1 calc R U . . .
C23 C -0.3614(2) 0.3560(4) 0.3040(3) 0.0559(11) Uani 1 1 d . . . . .
C24 C -0.3676(2) 0.3715(4) 0.2240(3) 0.0555(11) Uani 1 1 d . . . . .
H24 H -0.4230 0.3683 0.1903 0.067 Uiso 1 1 calc R U . . .
C25 C -0.2971(2) 0.3914(3) 0.1907(2) 0.0445(9) Uani 1 1 d . . . . .
H25 H -0.3036 0.4013 0.1359 0.053 Uiso 1 1 calc R U . . .
C26 C -0.21786(19) 0.3961(3) 0.2409(2) 0.0341(8) Uani 1 1 d . . . . .
C27 C -0.0880(2) 0.2234(3) 0.1125(2) 0.0399(8) Uani 1 1 d . . . . .
H27A H -0.1408 0.2544 0.1241 0.060 Uiso 1 1 calc R U . . .
H27B H -0.0604 0.1734 0.1551 0.060 Uiso 1 1 calc R U . . .
H27C H -0.1020 0.1808 0.0635 0.060 Uiso 1 1 calc R U . . .
C28 C 0.07438(19) 0.1748(3) 0.0667(2) 0.0378(8) Uani 1 1 d . . . . .
H28A H 0.0346 0.1232 0.0856 0.045 Uiso 1 1 calc R U . . .
H28B H 0.0690 0.1609 0.0101 0.045 Uiso 1 1 calc R U . . .
C29 C 0.2243(2) 0.1099(3) 0.0713(2) 0.0391(8) Uani 1 1 d . . . . .
C30 C 0.3106(2) 0.1183(3) 0.1321(2) 0.0425(9) Uani 1 1 d . . . . .
C31 C 0.2894(2) 0.1624(3) 0.2030(2) 0.0367(8) Uani 1 1 d . . . . .
C32 C 0.3391(2) 0.1852(3) 0.2762(2) 0.0444(9) Uani 1 1 d . . . . .
H32 H 0.3988 0.1687 0.2873 0.053 Uiso 1 1 calc R U . . .
C33 C 0.3023(2) 0.2323(3) 0.3336(2) 0.0462(9) Uani 1 1 d . . . . .
C34 C 0.2146(2) 0.2559(3) 0.3145(2) 0.0422(9) Uani 1 1 d . . . . .
H34 H 0.1892 0.2904 0.3529 0.051 Uiso 1 1 calc R U . . .
C35 C 0.1625(2) 0.2314(3) 0.2417(2) 0.0377(8) Uani 1 1 d . . . . .
H35 H 0.1027 0.2471 0.2308 0.045 Uiso 1 1 calc R U . . .
C36 C 0.20072(19) 0.1834(3) 0.1859(2) 0.0335(8) Uani 1 1 d . . . . .
C37 C 0.3883(3) 0.5862(4) 0.4513(2) 0.0680(13) Uani 1 1 d . . . . .
H37A H 0.3689 0.5259 0.4815 0.102 Uiso 1 1 calc R U . . .
H37B H 0.3722 0.6591 0.4699 0.102 Uiso 1 1 calc R U . . .
H37C H 0.4509 0.5824 0.4580 0.102 Uiso 1 1 calc R U . . .
C38 C -0.4421(3) 0.3440(5) 0.3356(3) 0.0814(16) Uani 1 1 d . . . . .
H38A H -0.4886 0.3138 0.2946 0.122 Uiso 1 1 calc R U . . .
H38B H -0.4590 0.4177 0.3522 0.122 Uiso 1 1 calc R U . . .
H38C H -0.4311 0.2927 0.3805 0.122 Uiso 1 1 calc R U . . .
C39 C 0.3546(3) 0.2578(4) 0.4142(3) 0.0689(13) Uani 1 1 d . . . . .
H39A H 0.3320 0.3255 0.4345 0.103 Uiso 1 1 calc R U . . .
H39B H 0.4147 0.2703 0.4116 0.103 Uiso 1 1 calc R U . . .
H39C H 0.3513 0.1943 0.4491 0.103 Uiso 1 1 calc R U . . .
N4A N 0.4077(6) 0.1557(9) 0.6086(6) 0.071(3) Uani 0.399(7) 1 d . . P B 3
C40A C 0.4439(7) 0.1112(10) 0.5683(7) 0.066(3) Uani 0.399(7) 1 d . U P B 3
C41A C 0.4911(9) 0.0510(12) 0.5165(9) 0.093(5) Uani 0.399(7) 1 d . U P B 3
H41A H 0.5251 -0.0100 0.5457 0.139 Uiso 0.399(7) 1 calc R U P B 3
H41B H 0.5296 0.1035 0.4978 0.139 Uiso 0.399(7) 1 calc R U P B 3
H41C H 0.4500 0.0196 0.4717 0.139 Uiso 0.399(7) 1 calc R U P B 3


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.364(4) . ?
N1 C16 1.426(4) . ?
N1 C8 1.455(4) . ?
N2 C19 1.370(4) . ?
N2 C26 1.423(4) . ?
N2 C18 1.463(4) . ?
N3 C29 1.378(4) . ?
N3 C36 1.414(4) . ?
N3 C28 1.467(4) . ?
O1 C9 1.223(5) . ?
O2A C10 1.282(9) . ?
O2B C10 1.224(9) . ?
O3 C19 1.216(4) . ?
O4 C20 1.212(4) . ?
O5 C29 1.211(4) . ?
O6 C30 1.216(4) . ?
C1 C2 1.397(5) . ?
C1 C6 1.401(4) . ?
C1 C7 1.517(4) . ?
C2 C3 1.404(4) . ?
C2 C8 1.519(4) . ?
C3 C4 1.410(4) . ?
C3 C17 1.518(5) . ?
C4 C5 1.400(5) . ?
C4 C18 1.522(4) . ?
C5 C6 1.406(4) . ?
C5 C27 1.523(4) . ?
C6 C28 1.519(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.556(5) . ?
C10 C11 1.443(5) . ?
C11 C12 1.386(5) . ?
C11 C16 1.395(5) . ?
C12 C13 1.383(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.389(5) . ?
C13 C37 1.508(6) . ?
C14 C15 1.388(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.383(5) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.552(5) . ?
C20 C21 1.446(5) . ?
C21 C26 1.395(5) . ?
C21 C22 1.396(5) . ?
C22 C23 1.385(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.394(6) . ?
C23 C38 1.514(5) . ?
C24 C25 1.395(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.374(5) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.548(5) . ?
C30 C31 1.454(5) . ?
C31 C32 1.379(5) . ?
C31 C36 1.402(4) . ?
C32 C33 1.388(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.393(5) . ?
C33 C39 1.507(5) . ?
C34 C35 1.392(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.383(5) . ?
C35 H35 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
N4A C40A 1.135(13) . ?
C40A C41A 1.485(16) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C16 110.0(3) . . ?
C9 N1 C8 122.6(3) . . ?
C16 N1 C8 125.7(3) . . ?
C19 N2 C26 109.9(3) . . ?
C19 N2 C18 127.5(3) . . ?
C26 N2 C18 121.3(3) . . ?
C29 N3 C36 110.5(3) . . ?
C29 N3 C28 122.7(3) . . ?
C36 N3 C28 126.0(3) . . ?
C2 C1 C6 120.0(3) . . ?
C2 C1 C7 119.6(3) . . ?
C6 C1 C7 120.3(3) . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 C8 119.9(3) . . ?
C3 C2 C8 119.5(3) . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 C17 120.7(3) . . ?
C4 C3 C17 120.4(3) . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 C18 119.4(3) . . ?
C3 C4 C18 120.1(3) . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 C27 120.7(3) . . ?
C6 C5 C27 119.6(3) . . ?
C1 C6 C5 119.8(3) . . ?
C1 C6 C28 119.8(3) . . ?
C5 C6 C28 120.4(3) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 114.5(3) . . ?
N1 C8 H8A 108.6 . . ?
C2 C8 H8A 108.6 . . ?
N1 C8 H8B 108.6 . . ?
C2 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
O1 C9 N1 127.1(3) . . ?
O1 C9 C10 127.2(3) . . ?
N1 C9 C10 105.7(3) . . ?
O2B C10 C11 129.5(6) . . ?
O2A C10 C11 129.1(5) . . ?
O2B C10 C9 121.4(6) . . ?
O2A C10 C9 122.7(5) . . ?
C11 C10 C9 105.9(3) . . ?
C12 C11 C16 120.7(4) . . ?
C12 C11 C10 132.2(3) . . ?
C16 C11 C10 107.0(3) . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 117.9(4) . . ?
C12 C13 C37 121.0(4) . . ?
C14 C13 C37 121.1(4) . . ?
C15 C14 C13 123.4(4) . . ?
C15 C14 H14 118.3 . . ?
C13 C14 H14 118.3 . . ?
C16 C15 C14 117.4(3) . . ?
C16 C15 H15 121.3 . . ?
C14 C15 H15 121.3 . . ?
C15 C16 C11 120.3(3) . . ?
C15 C16 N1 128.7(3) . . ?
C11 C16 N1 111.0(3) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C4 114.8(3) . . ?
N2 C18 H18A 108.6 . . ?
C4 C18 H18A 108.6 . . ?
N2 C18 H18B 108.6 . . ?
C4 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
O3 C19 N2 127.6(3) . . ?
O3 C19 C20 126.4(3) . . ?
N2 C19 C20 106.0(3) . . ?
O4 C20 C21 131.2(3) . . ?
O4 C20 C19 123.4(3) . . ?
C21 C20 C19 105.5(3) . . ?
C26 C21 C22 120.8(3) . . ?
C26 C21 C20 107.5(3) . . ?
C22 C21 C20 131.6(3) . . ?
C23 C22 C21 119.4(4) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C23 C24 118.1(3) . . ?
C22 C23 C38 121.8(4) . . ?
C24 C23 C38 120.0(4) . . ?
C23 C24 C25 123.7(4) . . ?
C23 C24 H24 118.1 . . ?
C25 C24 H24 118.1 . . ?
C26 C25 C24 116.8(4) . . ?
C26 C25 H25 121.6 . . ?
C24 C25 H25 121.6 . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 N2 128.0(3) . . ?
C21 C26 N2 110.8(3) . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C6 111.8(3) . . ?
N3 C28 H28A 109.3 . . ?
C6 C28 H28A 109.3 . . ?
N3 C28 H28B 109.3 . . ?
C6 C28 H28B 109.3 . . ?
H28A C28 H28B 107.9 . . ?
O5 C29 N3 127.0(3) . . ?
O5 C29 C30 127.3(3) . . ?
N3 C29 C30 105.6(3) . . ?
O6 C30 C31 131.3(3) . . ?
O6 C30 C29 122.6(3) . . ?
C31 C30 C29 105.9(3) . . ?
C32 C31 C36 120.8(3) . . ?
C32 C31 C30 132.2(3) . . ?
C36 C31 C30 107.1(3) . . ?
C31 C32 C33 120.3(3) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C34 118.0(3) . . ?
C32 C33 C39 121.7(3) . . ?
C34 C33 C39 120.4(4) . . ?
C35 C34 C33 122.9(3) . . ?
C35 C34 H34 118.5 . . ?
C33 C34 H34 118.5 . . ?
C36 C35 C34 117.9(3) . . ?
C36 C35 H35 121.1 . . ?
C34 C35 H35 121.1 . . ?
C35 C36 C31 120.1(3) . . ?
C35 C36 N3 129.1(3) . . ?
C31 C36 N3 110.9(3) . . ?
C13 C37 H37A 109.5 . . ?
C13 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C13 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C23 C38 H38A 109.5 . . ?
C23 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C23 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N4A C40A C41A 178.9(14) . . ?
C40A C41A H41A 109.5 . . ?
C40A C41A H41B 109.5 . . ?
H41A C41A H41B 109.5 . . ?
C40A C41A H41C 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -3.9(5) . . . . ?
C7 C1 C2 C3 175.2(3) . . . . ?
C6 C1 C2 C8 176.8(3) . . . . ?
C7 C1 C2 C8 -4.2(5) . . . . ?
C1 C2 C3 C4 -2.2(5) . . . . ?
C8 C2 C3 C4 177.1(3) . . . . ?
C1 C2 C3 C17 177.0(3) . . . . ?
C8 C2 C3 C17 -3.6(5) . . . . ?
C2 C3 C4 C5 5.5(5) . . . . ?
C17 C3 C4 C5 -173.7(3) . . . . ?
C2 C3 C4 C18 -172.1(3) . . . . ?
C17 C3 C4 C18 8.7(5) . . . . ?
C3 C4 C5 C6 -2.7(5) . . . . ?
C18 C4 C5 C6 174.9(3) . . . . ?
C3 C4 C5 C27 176.8(3) . . . . ?
C18 C4 C5 C27 -5.6(5) . . . . ?
C2 C1 C6 C5 6.7(5) . . . . ?
C7 C1 C6 C5 -172.3(3) . . . . ?
C2 C1 C6 C28 -170.3(3) . . . . ?
C7 C1 C6 C28 10.7(5) . . . . ?
C4 C5 C6 C1 -3.5(5) . . . . ?
C27 C5 C6 C1 177.0(3) . . . . ?
C4 C5 C6 C28 173.6(3) . . . . ?
C27 C5 C6 C28 -6.0(5) . . . . ?
C9 N1 C8 C2 130.5(4) . . . . ?
C16 N1 C8 C2 -65.9(4) . . . . ?
C1 C2 C8 N1 -58.3(4) . . . . ?
C3 C2 C8 N1 122.3(3) . . . . ?
C16 N1 C9 O1 -175.3(4) . . . . ?
C8 N1 C9 O1 -9.4(6) . . . . ?
C16 N1 C9 C10 4.4(4) . . . . ?
C8 N1 C9 C10 170.3(3) . . . . ?
O1 C9 C10 O2B 12.5(10) . . . . ?
N1 C9 C10 O2B -167.2(8) . . . . ?
O1 C9 C10 O2A -22.1(9) . . . . ?
N1 C9 C10 O2A 158.2(7) . . . . ?
O1 C9 C10 C11 173.9(4) . . . . ?
N1 C9 C10 C11 -5.8(5) . . . . ?
O2B C10 C11 C12 -12.9(11) . . . . ?
O2A C10 C11 C12 25.1(10) . . . . ?
C9 C10 C11 C12 -172.2(4) . . . . ?
O2B C10 C11 C16 164.3(8) . . . . ?
O2A C10 C11 C16 -157.6(7) . . . . ?
C9 C10 C11 C16 5.0(5) . . . . ?
C16 C11 C12 C13 1.8(6) . . . . ?
C10 C11 C12 C13 178.8(5) . . . . ?
C11 C12 C13 C14 2.9(6) . . . . ?
C11 C12 C13 C37 -175.9(4) . . . . ?
C12 C13 C14 C15 -4.4(6) . . . . ?
C37 C13 C14 C15 174.4(4) . . . . ?
C13 C14 C15 C16 1.0(6) . . . . ?
C14 C15 C16 C11 3.9(5) . . . . ?
C14 C15 C16 N1 -176.6(3) . . . . ?
C12 C11 C16 C15 -5.4(6) . . . . ?
C10 C11 C16 C15 177.0(4) . . . . ?
C12 C11 C16 N1 175.1(3) . . . . ?
C10 C11 C16 N1 -2.6(4) . . . . ?
C9 N1 C16 C15 179.1(4) . . . . ?
C8 N1 C16 C15 13.7(6) . . . . ?
C9 N1 C16 C11 -1.4(4) . . . . ?
C8 N1 C16 C11 -166.8(3) . . . . ?
C19 N2 C18 C4 40.0(5) . . . . ?
C26 N2 C18 C4 -154.5(3) . . . . ?
C5 C4 C18 N2 75.6(4) . . . . ?
C3 C4 C18 N2 -106.8(4) . . . . ?
C26 N2 C19 O3 -173.2(3) . . . . ?
C18 N2 C19 O3 -6.5(6) . . . . ?
C26 N2 C19 C20 6.0(4) . . . . ?
C18 N2 C19 C20 172.8(3) . . . . ?
O3 C19 C20 O4 -6.1(6) . . . . ?
N2 C19 C20 O4 174.7(3) . . . . ?
O3 C19 C20 C21 173.8(3) . . . . ?
N2 C19 C20 C21 -5.4(4) . . . . ?
O4 C20 C21 C26 -177.4(4) . . . . ?
C19 C20 C21 C26 2.7(4) . . . . ?
O4 C20 C21 C22 6.7(7) . . . . ?
C19 C20 C21 C22 -173.2(4) . . . . ?
C26 C21 C22 C23 0.0(5) . . . . ?
C20 C21 C22 C23 175.4(4) . . . . ?
C21 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 C38 -175.0(4) . . . . ?
C22 C23 C24 C25 -1.3(7) . . . . ?
C38 C23 C24 C25 175.2(4) . . . . ?
C23 C24 C25 C26 -0.3(6) . . . . ?
C24 C25 C26 C21 1.7(5) . . . . ?
C24 C25 C26 N2 -176.9(3) . . . . ?
C22 C21 C26 C25 -1.6(5) . . . . ?
C20 C21 C26 C25 -178.0(3) . . . . ?
C22 C21 C26 N2 177.2(3) . . . . ?
C20 C21 C26 N2 0.8(4) . . . . ?
C19 N2 C26 C25 174.2(3) . . . . ?
C18 N2 C26 C25 6.5(5) . . . . ?
C19 N2 C26 C21 -4.6(4) . . . . ?
C18 N2 C26 C21 -172.3(3) . . . . ?
C29 N3 C28 C6 -124.1(3) . . . . ?
C36 N3 C28 C6 44.2(4) . . . . ?
C1 C6 C28 N3 49.2(4) . . . . ?
C5 C6 C28 N3 -127.8(3) . . . . ?
C36 N3 C29 O5 -178.0(3) . . . . ?
C28 N3 C29 O5 -8.0(5) . . . . ?
C36 N3 C29 C30 -0.4(4) . . . . ?
C28 N3 C29 C30 169.6(3) . . . . ?
O5 C29 C30 O6 3.1(6) . . . . ?
N3 C29 C30 O6 -174.5(3) . . . . ?
O5 C29 C30 C31 179.4(4) . . . . ?
N3 C29 C30 C31 1.8(4) . . . . ?
O6 C30 C31 C32 -5.7(7) . . . . ?
C29 C30 C31 C32 178.5(4) . . . . ?
O6 C30 C31 C36 173.3(4) . . . . ?
C29 C30 C31 C36 -2.5(4) . . . . ?
C36 C31 C32 C33 -1.6(5) . . . . ?
C30 C31 C32 C33 177.3(4) . . . . ?
C31 C32 C33 C34 -0.5(5) . . . . ?
C31 C32 C33 C39 179.7(4) . . . . ?
C32 C33 C34 C35 2.0(5) . . . . ?
C39 C33 C34 C35 -178.2(4) . . . . ?
C33 C34 C35 C36 -1.3(5) . . . . ?
C34 C35 C36 C31 -0.9(5) . . . . ?
C34 C35 C36 N3 -179.9(3) . . . . ?
C32 C31 C36 C35 2.4(5) . . . . ?
C30 C31 C36 C35 -176.8(3) . . . . ?
C32 C31 C36 N3 -178.5(3) . . . . ?
C30 C31 C36 N3 2.4(4) . . . . ?
C29 N3 C36 C35 177.9(3) . . . . ?
C28 N3 C36 C35 8.3(5) . . . . ?
C29 N3 C36 C31 -1.2(4) . . . . ?
C28 N3 C36 C31 -170.8(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C7 H7A O1 0.98 2.68 3.449(4) 135.4 .
C7 H7B O5 0.98 2.70 3.467(4) 135.1 .
C8 H8A O1 0.99 2.50 2.902(4) 104.1 .
C12 H12 O6 0.95 2.62 3.565(4) 172.2 2_655
C14 H14 O5 0.95 2.68 3.476(5) 141.9 4_566
C18 H18B O1 0.99 2.68 3.603(4) 155.9 3_565
C24 H24 N4A 0.95 2.78 3.722(10) 172.1 4_465
C27 H27C O4 0.98 2.64 3.548(4) 154.7 4_565
C28 H28B O4 0.99 2.57 3.171(4) 118.9 4_565
C28 H28B O5 0.99 2.53 2.916(4) 103.0 .
C32 H32 O2A 0.95 2.66 3.545(9) 154.9 2_645
C32 H32 O2B 0.95 2.43 3.357(9) 163.8 2_645
C38 H38C O2B 0.98 2.33 2.886(13) 114.8 2_545
C38 H38B O6 0.98 2.48 3.220(6) 132.5 2
C39 H39C N4A 0.98 2.78 3.540(10) 134.7 .
C39 H39A O5 0.98 2.72 3.594(5) 149.0 4_566

_refine_diff_density_max         0.311
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_InGe17_ACN_masc044
_database_code_depnum_ccdc_archive 'CCDC 1502231'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene))tris(5-methylindoline-2,3-dione)
_chemical_name_common            
1,1',1''-((2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene))tris(5-methylindoline-2,3-dione)
_chemical_formula_moiety         'C39 H33 N3 O6, C2 H3 N'
_chemical_formula_sum            'C41 H36 N4 O6'
_chemical_formula_weight         680.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4080(4)
_cell_length_b                   10.3132(5)
_cell_length_c                   19.8460(11)
_cell_angle_alpha                88.269(4)
_cell_angle_beta                 82.916(4)
_cell_angle_gamma                77.039(4)
_cell_volume                     1664.26(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    13871
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      27.38

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_F_000             716
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      120(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 241 frames, detector distance = 120 mm
;
_diffrn_reflns_number            15252
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.026
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6193
_reflns_number_gt                4834
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;


_refine_special_details          
;
  The acetonitril solvent molecule was refined as disordered
  molecule using SADI, ISOR, SUMP and EADP instructions in
  two positions (0.51 and 0.49). Further position give no
  satisfying result.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0421P)²+2.0284P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6193
_refine_ls_number_parameters     474
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1482
_refine_ls_wR_factor_gt          0.1320
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.137
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N -0.1668(2) 1.06527(19) 0.30337(10) 0.0186(4) Uani 1 1 d . . . . .
N2 N 0.5489(2) 0.6230(2) 0.39573(10) 0.0185(4) Uani 1 1 d . . . . .
N3 N 0.2857(2) 0.8538(2) 0.09724(10) 0.0222(5) Uani 1 1 d . . . . .
O1 O -0.4349(2) 1.05690(18) 0.29256(10) 0.0266(4) Uani 1 1 d . . . . .
O2 O -0.4513(2) 1.33559(18) 0.24734(10) 0.0292(4) Uani 1 1 d . . . . .
O3 O 0.8117(2) 0.65926(18) 0.39303(9) 0.0264(4) Uani 1 1 d . . . . .
O4 O 0.8868(2) 0.37159(18) 0.42762(9) 0.0247(4) Uani 1 1 d . . . . .
O5 O 0.1621(3) 0.7368(2) 0.03023(11) 0.0396(5) Uani 1 1 d . . . . .
O6 O 0.1566(3) 0.9740(2) -0.05766(10) 0.0429(6) Uani 1 1 d . . . . .
C1 C 0.1067(3) 0.8380(2) 0.24271(12) 0.0169(5) Uani 1 1 d . . . . .
C2 C 0.0566(3) 0.8649(2) 0.31163(12) 0.0167(5) Uani 1 1 d . . . . .
C3 C 0.1680(3) 0.8331(2) 0.35992(12) 0.0177(5) Uani 1 1 d . . . . .
C4 C 0.3356(3) 0.7847(2) 0.33762(12) 0.0169(5) Uani 1 1 d . . . . .
C5 C 0.3889(3) 0.7646(2) 0.26812(12) 0.0174(5) Uani 1 1 d . . . . .
C6 C 0.2742(3) 0.7876(2) 0.22082(12) 0.0167(5) Uani 1 1 d . . . . .
C7 C -0.0180(3) 0.8616(3) 0.19245(13) 0.0241(5) Uani 1 1 d . . . . .
H7A H 0.0139 0.7924 0.1575 0.036 Uiso 1 1 calc R U . . .
H7B H -0.0224 0.9491 0.1711 0.036 Uiso 1 1 calc R U . . .
H7C H -0.1265 0.8584 0.2161 0.036 Uiso 1 1 calc R U . . .
C8 C -0.1200(3) 0.9338(2) 0.33381(13) 0.0208(5) Uani 1 1 d . . . . .
H8A H -0.1931 0.8777 0.3213 0.025 Uiso 1 1 calc R U . . .
H8B H -0.1363 0.9427 0.3839 0.025 Uiso 1 1 calc R U . . .
C9 C -0.3231(3) 1.1150(2) 0.28805(13) 0.0200(5) Uani 1 1 d . . . . .
C10 C -0.3300(3) 1.2614(2) 0.26470(13) 0.0208(5) Uani 1 1 d . . . . .
C11 C -0.1658(3) 1.2823(2) 0.26934(12) 0.0182(5) Uani 1 1 d . . . . .
C12 C -0.0999(3) 1.3925(2) 0.25475(13) 0.0216(5) Uani 1 1 d . . . . .
H12 H -0.1665 1.4727 0.2399 0.026 Uiso 1 1 calc R U . . .
C13 C 0.0643(3) 1.3857(2) 0.26181(13) 0.0206(5) Uani 1 1 d . . . . .
C14 C 0.1576(3) 1.2659(2) 0.28319(13) 0.0203(5) Uani 1 1 d . . . . .
H14 H 0.2704 1.2602 0.2872 0.024 Uiso 1 1 calc R U . . .
C15 C 0.0932(3) 1.1540(2) 0.29898(13) 0.0193(5) Uani 1 1 d . . . . .
H15 H 0.1596 1.0740 0.3140 0.023 Uiso 1 1 calc R U . . .
C16 C -0.0708(3) 1.1633(2) 0.29203(12) 0.0167(5) Uani 1 1 d . . . . .
C17 C 0.1048(3) 0.8509(3) 0.43471(13) 0.0259(6) Uani 1 1 d . . . . .
H17A H 0.1897 0.8037 0.4619 0.039 Uiso 1 1 calc R U . . .
H17B H 0.0061 0.8149 0.4447 0.039 Uiso 1 1 calc R U . . .
H17C H 0.0778 0.9458 0.4460 0.039 Uiso 1 1 calc R U . . .
C18 C 0.4619(3) 0.7614(2) 0.38775(13) 0.0199(5) Uani 1 1 d . . . . .
H18A H 0.5441 0.8150 0.3731 0.024 Uiso 1 1 calc R U . . .
H18B H 0.4057 0.7950 0.4327 0.024 Uiso 1 1 calc R U . . .
C19 C 0.7146(3) 0.5871(2) 0.40037(12) 0.0190(5) Uani 1 1 d . . . . .
C20 C 0.7531(3) 0.4361(2) 0.41709(12) 0.0185(5) Uani 1 1 d . . . . .
C21 C 0.5955(3) 0.3973(2) 0.41973(12) 0.0163(5) Uani 1 1 d . . . . .
C22 C 0.5551(3) 0.2747(2) 0.43236(12) 0.0181(5) Uani 1 1 d . . . . .
H22 H 0.6382 0.1976 0.4385 0.022 Uiso 1 1 calc R U . . .
C23 C 0.3909(3) 0.2664(2) 0.43585(12) 0.0188(5) Uani 1 1 d . . . . .
C24 C 0.2736(3) 0.3828(2) 0.42632(12) 0.0205(5) Uani 1 1 d . . . . .
H24 H 0.1615 0.3779 0.4293 0.025 Uiso 1 1 calc R U . . .
C25 C 0.3131(3) 0.5059(2) 0.41267(12) 0.0197(5) Uani 1 1 d . . . . .
H25 H 0.2305 0.5831 0.4061 0.024 Uiso 1 1 calc R U . . .
C26 C 0.4761(3) 0.5119(2) 0.40898(12) 0.0166(5) Uani 1 1 d . . . . .
C27 C 0.5698(3) 0.7140(3) 0.24390(13) 0.0245(5) Uani 1 1 d . . . . .
H27A H 0.6024 0.7683 0.2055 0.037 Uiso 1 1 calc R U . . .
H27B H 0.5892 0.6211 0.2295 0.037 Uiso 1 1 calc R U . . .
H27C H 0.6347 0.7199 0.2810 0.037 Uiso 1 1 calc R U . . .
C28 C 0.3301(3) 0.7495(2) 0.14710(12) 0.0225(5) Uani 1 1 d . . . . .
H28A H 0.4512 0.7186 0.1414 0.027 Uiso 1 1 calc R U . . .
H28B H 0.2835 0.6733 0.1368 0.027 Uiso 1 1 calc R U . . .
C29 C 0.2133(3) 0.8343(3) 0.04171(14) 0.0285(6) Uani 1 1 d . . . . .
C30 C 0.2128(3) 0.9589(3) -0.00385(13) 0.0295(6) Uani 1 1 d . . . . .
C31 C 0.2917(3) 1.0433(3) 0.03253(13) 0.0261(6) Uani 1 1 d . . . . .
C32 C 0.3285(3) 1.1659(3) 0.01643(15) 0.0323(6) Uani 1 1 d . . . . .
H32 H 0.3029 1.2091 -0.0251 0.039 Uiso 1 1 calc R U . . .
C33 C 0.4040(3) 1.2248(3) 0.06236(16) 0.0339(7) Uani 1 1 d . . . . .
C34 C 0.4419(3) 1.1577(3) 0.12195(15) 0.0317(6) Uani 1 1 d . . . . .
H34 H 0.4933 1.1982 0.1530 0.038 Uiso 1 1 calc R U . . .
C35 C 0.4081(3) 1.0335(3) 0.13840(14) 0.0261(6) Uani 1 1 d . . . . .
H35 H 0.4359 0.9893 0.1794 0.031 Uiso 1 1 calc R U . . .
C36 C 0.3329(3) 0.9778(3) 0.09272(13) 0.0225(5) Uani 1 1 d . . . . .
C37 C 0.1377(3) 1.5047(3) 0.24693(15) 0.0303(6) Uani 1 1 d . . . . .
H37A H 0.2579 1.4762 0.2403 0.045 Uiso 1 1 calc R U . . .
H37B H 0.1041 1.5669 0.2851 0.045 Uiso 1 1 calc R U . . .
H37C H 0.0993 1.5488 0.2056 0.045 Uiso 1 1 calc R U . . .
C38 C 0.3408(3) 0.1362(3) 0.44961(15) 0.0280(6) Uani 1 1 d . . . . .
H38A H 0.2247 0.1470 0.4434 0.042 Uiso 1 1 calc R U . . .
H38B H 0.3567 0.1080 0.4964 0.042 Uiso 1 1 calc R U . . .
H38C H 0.4083 0.0687 0.4181 0.042 Uiso 1 1 calc R U . . .
C39 C 0.4414(5) 1.3616(3) 0.0486(2) 0.0511(9) Uani 1 1 d . . . . .
H39A H 0.5441 1.3649 0.0664 0.077 Uiso 1 1 calc R U . . .
H39B H 0.3514 1.4297 0.0709 0.077 Uiso 1 1 calc R U . . .
H39C H 0.4528 1.3782 -0.0005 0.077 Uiso 1 1 calc R U . . .
N4A N 0.7353(7) 0.5565(6) 0.0987(5) 0.0549(16) Uani 0.51 1 d D U P A 1
C40A C 0.8615(4) 0.4833(5) 0.09262(18) 0.0613(11) Uani 0.51 1 d D . P A 1
C41A C 1.0165(7) 0.3898(8) 0.0733(5) 0.0546(17) Uani 0.51 1 d D U P A 1
H41A H 1.0039 0.2991 0.0843 0.082 Uiso 0.51 1 calc R U P A 1
H41B H 1.1015 0.4103 0.0982 0.082 Uiso 0.51 1 calc R U P A 1
H41C H 1.0486 0.3970 0.0244 0.082 Uiso 0.51 1 calc R U P A 1
N4B N 0.7779(8) 0.5874(5) 0.1025(6) 0.0549(16) Uani 0.49 1 d D U P B 2
C40B C 0.8615(4) 0.4833(5) 0.09262(18) 0.0613(11) Uani 0.49 1 d D . P B 2
C41B C 0.9727(9) 0.3529(6) 0.0884(5) 0.0546(17) Uani 0.49 1 d D U P B 2
H41D H 1.0632 0.3525 0.1153 0.082 Uiso 0.49 1 calc R U P B 2
H41E H 1.0170 0.3329 0.0410 0.082 Uiso 0.49 1 calc R U P B 2
H41F H 0.9129 0.2855 0.1063 0.082 Uiso 0.49 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.367(3) . ?
N1 C16 1.425(3) . ?
N1 C8 1.459(3) . ?
N2 C19 1.373(3) . ?
N2 C26 1.419(3) . ?
N2 C18 1.464(3) . ?
N3 C29 1.364(3) . ?
N3 C36 1.419(3) . ?
N3 C28 1.457(3) . ?
O1 C9 1.216(3) . ?
O2 C10 1.211(3) . ?
O3 C19 1.215(3) . ?
O4 C20 1.210(3) . ?
O5 C29 1.217(3) . ?
O6 C30 1.212(3) . ?
C1 C2 1.398(3) . ?
C1 C6 1.406(3) . ?
C1 C7 1.511(3) . ?
C2 C3 1.403(3) . ?
C2 C8 1.512(3) . ?
C3 C4 1.405(3) . ?
C3 C17 1.516(3) . ?
C4 C5 1.403(3) . ?
C4 C18 1.519(3) . ?
C5 C6 1.406(3) . ?
C5 C27 1.515(3) . ?
C6 C28 1.516(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.557(3) . ?
C10 C11 1.459(3) . ?
C11 C12 1.380(3) . ?
C11 C16 1.402(3) . ?
C12 C13 1.391(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(3) . ?
C13 C37 1.499(3) . ?
C14 C15 1.392(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.553(3) . ?
C20 C21 1.462(3) . ?
C21 C22 1.389(3) . ?
C21 C26 1.398(3) . ?
C22 C23 1.396(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.397(3) . ?
C23 C38 1.503(3) . ?
C24 C25 1.393(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.548(4) . ?
C30 C31 1.460(4) . ?
C31 C32 1.387(4) . ?
C31 C36 1.397(4) . ?
C32 C33 1.397(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.387(4) . ?
C33 C39 1.523(4) . ?
C34 C35 1.393(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.374(4) . ?
C35 H35 0.9500 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
N4A C40A 1.151(5) . ?
C40A C41A 1.453(6) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
C41B H41D 0.9800 . ?
C41B H41E 0.9800 . ?
C41B H41F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C16 110.63(19) . . ?
C9 N1 C8 121.51(19) . . ?
C16 N1 C8 127.55(19) . . ?
C19 N2 C26 110.41(19) . . ?
C19 N2 C18 122.69(19) . . ?
C26 N2 C18 126.37(19) . . ?
C29 N3 C36 110.6(2) . . ?
C29 N3 C28 122.5(2) . . ?
C36 N3 C28 126.2(2) . . ?
C2 C1 C6 119.2(2) . . ?
C2 C1 C7 120.4(2) . . ?
C6 C1 C7 120.4(2) . . ?
C1 C2 C3 121.3(2) . . ?
C1 C2 C8 119.0(2) . . ?
C3 C2 C8 119.7(2) . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 C17 119.3(2) . . ?
C4 C3 C17 121.6(2) . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 C18 119.2(2) . . ?
C3 C4 C18 120.5(2) . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 C27 120.2(2) . . ?
C6 C5 C27 119.7(2) . . ?
C5 C6 C1 119.9(2) . . ?
C5 C6 C28 119.7(2) . . ?
C1 C6 C28 120.2(2) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 113.00(19) . . ?
N1 C8 H8A 109.0 . . ?
C2 C8 H8A 109.0 . . ?
N1 C8 H8B 109.0 . . ?
C2 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
O1 C9 N1 126.9(2) . . ?
O1 C9 C10 126.9(2) . . ?
N1 C9 C10 106.25(19) . . ?
O2 C10 C11 130.9(2) . . ?
O2 C10 C9 124.0(2) . . ?
C11 C10 C9 105.07(19) . . ?
C12 C11 C16 121.3(2) . . ?
C12 C11 C10 131.0(2) . . ?
C16 C11 C10 107.7(2) . . ?
C11 C12 C13 119.8(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C12 C13 C14 118.2(2) . . ?
C12 C13 C37 120.6(2) . . ?
C14 C13 C37 121.2(2) . . ?
C15 C14 C13 123.0(2) . . ?
C15 C14 H14 118.5 . . ?
C13 C14 H14 118.5 . . ?
C16 C15 C14 117.9(2) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
C15 C16 C11 119.9(2) . . ?
C15 C16 N1 129.8(2) . . ?
C11 C16 N1 110.32(19) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C4 115.69(19) . . ?
N2 C18 H18A 108.4 . . ?
C4 C18 H18A 108.4 . . ?
N2 C18 H18B 108.4 . . ?
C4 C18 H18B 108.4 . . ?
H18A C18 H18B 107.4 . . ?
O3 C19 N2 126.9(2) . . ?
O3 C19 C20 126.9(2) . . ?
N2 C19 C20 106.25(19) . . ?
O4 C20 C21 130.4(2) . . ?
O4 C20 C19 124.5(2) . . ?
C21 C20 C19 104.97(18) . . ?
C22 C21 C26 121.6(2) . . ?
C22 C21 C20 130.8(2) . . ?
C26 C21 C20 107.6(2) . . ?
C21 C22 C23 119.1(2) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 118.2(2) . . ?
C22 C23 C38 121.2(2) . . ?
C24 C23 C38 120.7(2) . . ?
C25 C24 C23 123.1(2) . . ?
C25 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C26 C25 C24 117.9(2) . . ?
C26 C25 H25 121.1 . . ?
C24 C25 H25 121.1 . . ?
C25 C26 C21 120.1(2) . . ?
C25 C26 N2 129.2(2) . . ?
C21 C26 N2 110.66(19) . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C6 116.1(2) . . ?
N3 C28 H28A 108.3 . . ?
C6 C28 H28A 108.3 . . ?
N3 C28 H28B 108.3 . . ?
C6 C28 H28B 108.3 . . ?
H28A C28 H28B 107.4 . . ?
O5 C29 N3 126.3(3) . . ?
O5 C29 C30 127.3(2) . . ?
N3 C29 C30 106.4(2) . . ?
O6 C30 C31 131.5(3) . . ?
O6 C30 C29 123.6(3) . . ?
C31 C30 C29 104.9(2) . . ?
C32 C31 C36 120.8(3) . . ?
C32 C31 C30 131.6(2) . . ?
C36 C31 C30 107.6(2) . . ?
C31 C32 C33 118.8(3) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C34 C33 C32 118.9(3) . . ?
C34 C33 C39 120.0(3) . . ?
C32 C33 C39 121.1(3) . . ?
C33 C34 C35 123.0(3) . . ?
C33 C34 H34 118.5 . . ?
C35 C34 H34 118.5 . . ?
C36 C35 C34 117.1(3) . . ?
C36 C35 H35 121.4 . . ?
C34 C35 H35 121.4 . . ?
C35 C36 C31 121.3(2) . . ?
C35 C36 N3 128.3(2) . . ?
C31 C36 N3 110.4(2) . . ?
C13 C37 H37A 109.5 . . ?
C13 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C13 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C23 C38 H38A 109.5 . . ?
C23 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C23 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N4A C40A C41A 170.6(7) . . ?
C40A C41A H41A 109.5 . . ?
C40A C41A H41B 109.5 . . ?
H41A C41A H41B 109.5 . . ?
C40A C41A H41C 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
H41D C41B H41E 109.5 . . ?
H41D C41B H41F 109.5 . . ?
H41E C41B H41F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -5.0(3) . . . . ?
C7 C1 C2 C3 174.4(2) . . . . ?
C6 C1 C2 C8 173.0(2) . . . . ?
C7 C1 C2 C8 -7.6(3) . . . . ?
C1 C2 C3 C4 6.0(3) . . . . ?
C8 C2 C3 C4 -172.0(2) . . . . ?
C1 C2 C3 C17 -173.7(2) . . . . ?
C8 C2 C3 C17 8.3(3) . . . . ?
C2 C3 C4 C5 -2.1(3) . . . . ?
C17 C3 C4 C5 177.6(2) . . . . ?
C2 C3 C4 C18 174.2(2) . . . . ?
C17 C3 C4 C18 -6.1(3) . . . . ?
C3 C4 C5 C6 -2.6(3) . . . . ?
C18 C4 C5 C6 -179.0(2) . . . . ?
C3 C4 C5 C27 179.2(2) . . . . ?
C18 C4 C5 C27 2.9(3) . . . . ?
C4 C5 C6 C1 3.7(3) . . . . ?
C27 C5 C6 C1 -178.2(2) . . . . ?
C4 C5 C6 C28 -172.4(2) . . . . ?
C27 C5 C6 C28 5.7(3) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
C7 C1 C6 C5 -179.3(2) . . . . ?
C2 C1 C6 C28 176.2(2) . . . . ?
C7 C1 C6 C28 -3.2(3) . . . . ?
C9 N1 C8 C2 147.2(2) . . . . ?
C16 N1 C8 C2 -39.8(3) . . . . ?
C1 C2 C8 N1 -60.6(3) . . . . ?
C3 C2 C8 N1 117.5(2) . . . . ?
C16 N1 C9 O1 -179.6(2) . . . . ?
C8 N1 C9 O1 -5.6(4) . . . . ?
C16 N1 C9 C10 -0.4(3) . . . . ?
C8 N1 C9 C10 173.6(2) . . . . ?
O1 C9 C10 O2 -0.7(4) . . . . ?
N1 C9 C10 O2 -179.9(2) . . . . ?
O1 C9 C10 C11 179.2(2) . . . . ?
N1 C9 C10 C11 0.0(3) . . . . ?
O2 C10 C11 C12 -0.7(5) . . . . ?
C9 C10 C11 C12 179.5(3) . . . . ?
O2 C10 C11 C16 -179.7(3) . . . . ?
C9 C10 C11 C16 0.5(3) . . . . ?
C16 C11 C12 C13 0.7(4) . . . . ?
C10 C11 C12 C13 -178.2(3) . . . . ?
C11 C12 C13 C14 0.5(4) . . . . ?
C11 C12 C13 C37 -179.3(2) . . . . ?
C12 C13 C14 C15 -1.3(4) . . . . ?
C37 C13 C14 C15 178.5(2) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 C11 0.4(4) . . . . ?
C14 C15 C16 N1 178.9(2) . . . . ?
C12 C11 C16 C15 -1.1(4) . . . . ?
C10 C11 C16 C15 178.0(2) . . . . ?
C12 C11 C16 N1 -179.9(2) . . . . ?
C10 C11 C16 N1 -0.8(3) . . . . ?
C9 N1 C16 C15 -177.8(3) . . . . ?
C8 N1 C16 C15 8.5(4) . . . . ?
C9 N1 C16 C11 0.8(3) . . . . ?
C8 N1 C16 C11 -172.8(2) . . . . ?
C19 N2 C18 C4 138.2(2) . . . . ?
C26 N2 C18 C4 -51.0(3) . . . . ?
C5 C4 C18 N2 -68.0(3) . . . . ?
C3 C4 C18 N2 115.7(2) . . . . ?
C26 N2 C19 O3 -178.7(2) . . . . ?
C18 N2 C19 O3 -6.6(4) . . . . ?
C26 N2 C19 C20 1.1(3) . . . . ?
C18 N2 C19 C20 173.2(2) . . . . ?
O3 C19 C20 O4 3.0(4) . . . . ?
N2 C19 C20 O4 -176.8(2) . . . . ?
O3 C19 C20 C21 -179.4(2) . . . . ?
N2 C19 C20 C21 0.7(3) . . . . ?
O4 C20 C21 C22 -2.9(5) . . . . ?
C19 C20 C21 C22 179.8(2) . . . . ?
O4 C20 C21 C26 175.0(3) . . . . ?
C19 C20 C21 C26 -2.3(3) . . . . ?
C26 C21 C22 C23 -1.4(4) . . . . ?
C20 C21 C22 C23 176.3(2) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C21 C22 C23 C38 -179.8(2) . . . . ?
C22 C23 C24 C25 0.9(4) . . . . ?
C38 C23 C24 C25 -179.3(2) . . . . ?
C23 C24 C25 C26 -0.5(4) . . . . ?
C24 C25 C26 C21 -0.9(4) . . . . ?
C24 C25 C26 N2 179.8(2) . . . . ?
C22 C21 C26 C25 1.9(4) . . . . ?
C20 C21 C26 C25 -176.3(2) . . . . ?
C22 C21 C26 N2 -178.7(2) . . . . ?
C20 C21 C26 N2 3.2(3) . . . . ?
C19 N2 C26 C25 176.6(3) . . . . ?
C18 N2 C26 C25 4.9(4) . . . . ?
C19 N2 C26 C21 -2.8(3) . . . . ?
C18 N2 C26 C21 -174.5(2) . . . . ?
C29 N3 C28 C6 -130.5(2) . . . . ?
C36 N3 C28 C6 60.2(3) . . . . ?
C5 C6 C28 N3 -127.3(2) . . . . ?
C1 C6 C28 N3 56.6(3) . . . . ?
C36 N3 C29 O5 178.8(3) . . . . ?
C28 N3 C29 O5 8.0(4) . . . . ?
C36 N3 C29 C30 -0.1(3) . . . . ?
C28 N3 C29 C30 -170.9(2) . . . . ?
O5 C29 C30 O6 1.2(5) . . . . ?
N3 C29 C30 O6 -179.9(3) . . . . ?
O5 C29 C30 C31 -178.5(3) . . . . ?
N3 C29 C30 C31 0.4(3) . . . . ?
O6 C30 C31 C32 -0.9(5) . . . . ?
C29 C30 C31 C32 178.8(3) . . . . ?
O6 C30 C31 C36 179.8(3) . . . . ?
C29 C30 C31 C36 -0.5(3) . . . . ?
C36 C31 C32 C33 -1.7(4) . . . . ?
C30 C31 C32 C33 179.2(3) . . . . ?
C31 C32 C33 C34 1.0(4) . . . . ?
C31 C32 C33 C39 -177.7(3) . . . . ?
C32 C33 C34 C35 0.0(4) . . . . ?
C39 C33 C34 C35 178.7(3) . . . . ?
C33 C34 C35 C36 -0.4(4) . . . . ?
C34 C35 C36 C31 -0.2(4) . . . . ?
C34 C35 C36 N3 180.0(2) . . . . ?
C32 C31 C36 C35 1.3(4) . . . . ?
C30 C31 C36 C35 -179.4(2) . . . . ?
C32 C31 C36 N3 -178.9(2) . . . . ?
C30 C31 C36 N3 0.4(3) . . . . ?
C29 N3 C36 C35 179.6(3) . . . . ?
C28 N3 C36 C35 -10.1(4) . . . . ?
C29 N3 C36 C31 -0.2(3) . . . . ?
C28 N3 C36 C31 170.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C8 H8A O3 0.99 2.62 3.177(3) 115.4 1_455
C28 H28A N4A 0.99 2.65 3.572(5) 155.4 .
C41A H41C O5 0.98 2.81 3.160(10) 102.0 2_665

_refine_diff_density_max         0.466
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.058

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_Schulze_19_0m
_database_code_depnum_ccdc_archive 'CCDC 1502237'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;
_chemical_name_common            
;
 1,1',1''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)
triindoline-2,3-dione
;
_chemical_formula_moiety         'C42 H39 N3 O6, C2 H3 N'
_chemical_formula_sum            'C44 H42 N4 O6'
_chemical_formula_weight         722.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.9687(5)
_cell_length_b                   8.5086(2)
_cell_length_c                   24.4790(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.7102(9)
_cell_angle_gamma                90
_cell_volume                     3644.53(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      29.14

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             1528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.970
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47755
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.951
_diffrn_reflns_theta_max         27.900
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8703
_reflns_number_gt                7707
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0512P)²+3.6140P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8703
_refine_ls_number_parameters     494
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.12021(7) 0.83424(15) 0.25937(6) 0.0150(3) Uani 1 1 d . . . . .
N3 N 0.37494(7) 0.44922(16) 0.45360(6) 0.0168(3) Uani 1 1 d . . . . .
N2 N 0.14964(8) 0.93235(16) 0.53464(6) 0.0172(3) Uani 1 1 d . . . . .
O1 O -0.00910(6) 0.88993(14) 0.21440(5) 0.0205(2) Uani 1 1 d . . . . .
O2 O 0.04481(7) 1.13377(16) 0.15563(5) 0.0274(3) Uani 1 1 d . . . . .
O3 O 0.23871(7) 1.07117(17) 0.61169(6) 0.0313(3) Uani 1 1 d . . . . .
O4 O 0.14569(9) 0.9520(2) 0.67576(6) 0.0395(4) Uani 1 1 d . . . . .
O5 O 0.36482(7) 0.17851(15) 0.44452(6) 0.0261(3) Uani 1 1 d . . . . .
O6 O 0.48343(8) 0.22441(15) 0.39565(6) 0.0291(3) Uani 1 1 d . . . . .
C1 C 0.21463(8) 0.58594(17) 0.38782(7) 0.0134(3) Uani 1 1 d . . . . .
C2 C 0.16137(8) 0.70451(17) 0.35956(6) 0.0131(3) Uani 1 1 d . . . . .
C3 C 0.14750(8) 0.82711(17) 0.39245(7) 0.0136(3) Uani 1 1 d . . . . .
C4 C 0.19045(8) 0.83651(18) 0.45371(7) 0.0144(3) Uani 1 1 d . . . . .
C5 C 0.24762(8) 0.72449(19) 0.48229(7) 0.0153(3) Uani 1 1 d . . . . .
C6 C 0.25890(8) 0.59935(18) 0.44892(7) 0.0146(3) Uani 1 1 d . . . . .
C7 C 0.21968(9) 0.43856(18) 0.35421(7) 0.0166(3) Uani 1 1 d . . . . .
H7A H 0.1670 0.4064 0.3288 0.020 Uiso 1 1 calc R U . . .
H7B H 0.2419 0.3535 0.3834 0.020 Uiso 1 1 calc R U . . .
C8 C 0.26635(9) 0.4499(2) 0.31513(7) 0.0202(3) Uani 1 1 d . . . . .
H8A H 0.2763 0.3440 0.3040 0.030 Uiso 1 1 calc R U . . .
H8B H 0.3150 0.5028 0.3371 0.030 Uiso 1 1 calc R U . . .
H8C H 0.2375 0.5101 0.2793 0.030 Uiso 1 1 calc R U . . .
C9 C 0.11524(9) 0.69446(18) 0.29297(7) 0.0148(3) Uani 1 1 d . . . . .
H9A H 0.1331 0.6022 0.2772 0.018 Uiso 1 1 calc R U . . .
H9B H 0.0609 0.6764 0.2862 0.018 Uiso 1 1 calc R U . . .
C10 C 0.05702(9) 0.91336(19) 0.22212(6) 0.0165(3) Uani 1 1 d . . . . .
C11 C 0.08638(9) 1.04245(19) 0.19120(7) 0.0187(3) Uani 1 1 d . . . . .
C12 C 0.16950(9) 1.02446(19) 0.21574(7) 0.0178(3) Uani 1 1 d . . . . .
C13 C 0.22575(10) 1.1118(2) 0.20708(7) 0.0203(3) Uani 1 1 d . . . . .
H13 H 0.2125 1.1940 0.1786 0.024 Uiso 1 1 calc R U . . .
C14 C 0.30226(10) 1.0778(2) 0.24067(7) 0.0211(3) Uani 1 1 d . . . . .
C15 C 0.31897(9) 0.9571(2) 0.28249(7) 0.0208(3) Uani 1 1 d . . . . .
H15 H 0.3711 0.9353 0.3059 0.025 Uiso 1 1 calc R U . . .
C16 C 0.26286(9) 0.86678(19) 0.29152(7) 0.0181(3) Uani 1 1 d . . . . .
H16 H 0.2760 0.7852 0.3202 0.022 Uiso 1 1 calc R U . . .
C17 C 0.18762(9) 0.90090(18) 0.25703(7) 0.0156(3) Uani 1 1 d . . . . .
C18 C 0.08725(9) 0.94924(18) 0.36152(7) 0.0165(3) Uani 1 1 d . . . . .
H18A H 0.0581 0.9736 0.3864 0.020 Uiso 1 1 calc R U . . .
H18B H 0.0511 0.9056 0.3236 0.020 Uiso 1 1 calc R U . . .
C19 C 0.12207(10) 1.10117(19) 0.34934(8) 0.0214(3) Uani 1 1 d . . . . .
H19A H 0.0815 1.1668 0.3217 0.032 Uiso 1 1 calc R U . . .
H19B H 0.1594 1.0755 0.3320 0.032 Uiso 1 1 calc R U . . .
H19C H 0.1476 1.1584 0.3865 0.032 Uiso 1 1 calc R U . . .
C20 C 0.17694(9) 0.97428(18) 0.48820(7) 0.0166(3) Uani 1 1 d . . . . .
H20A H 0.2254 1.0332 0.5066 0.020 Uiso 1 1 calc R U . . .
H20B H 0.1392 1.0458 0.4599 0.020 Uiso 1 1 calc R U . . .
C21 C 0.18222(10) 0.9893(2) 0.59113(7) 0.0220(3) Uani 1 1 d . . . . .
C22 C 0.13225(10) 0.9273(2) 0.62418(7) 0.0238(4) Uani 1 1 d . . . . .
C23 C 0.07037(9) 0.83946(19) 0.57966(7) 0.0177(3) Uani 1 1 d . . . . .
C24 C 0.00856(10) 0.7597(2) 0.58306(7) 0.0197(3) Uani 1 1 d . . . . .
H24 H 0.0018 0.7546 0.6195 0.024 Uiso 1 1 calc R U . . .
C25 C -0.04350(10) 0.68718(19) 0.53296(8) 0.0199(3) Uani 1 1 d . . . . .
C26 C -0.03177(9) 0.69880(19) 0.47991(7) 0.0196(3) Uani 1 1 d . . . . .
H26 H -0.0677 0.6507 0.4454 0.024 Uiso 1 1 calc R U . . .
C27 C 0.03048(9) 0.77810(19) 0.47563(7) 0.0167(3) Uani 1 1 d . . . . .
H27 H 0.0372 0.7839 0.4392 0.020 Uiso 1 1 calc R U . . .
C28 C 0.08175(9) 0.84765(18) 0.52642(7) 0.0149(3) Uani 1 1 d . . . . .
C29 C 0.29487(9) 0.7381(2) 0.54859(7) 0.0198(3) Uani 1 1 d . . . . .
H29A H 0.2920 0.8476 0.5612 0.024 Uiso 1 1 calc R U . . .
H29B H 0.3490 0.7155 0.5561 0.024 Uiso 1 1 calc R U . . .
C30 C 0.26867(10) 0.6267(2) 0.58627(7) 0.0251(4) Uani 1 1 d . . . . .
H30A H 0.2997 0.6445 0.6283 0.038 Uiso 1 1 calc R U . . .
H30B H 0.2747 0.5177 0.5760 0.038 Uiso 1 1 calc R U . . .
H30C H 0.2148 0.6469 0.5786 0.038 Uiso 1 1 calc R U . . .
C31 C 0.31880(9) 0.4754(2) 0.48006(7) 0.0179(3) Uani 1 1 d . . . . .
H31A H 0.3461 0.5073 0.5219 0.021 Uiso 1 1 calc R U . . .
H31B H 0.2925 0.3748 0.4799 0.021 Uiso 1 1 calc R U . . .
C32 C 0.39223(9) 0.3028(2) 0.43896(7) 0.0194(3) Uani 1 1 d . . . . .
C33 C 0.45429(9) 0.3291(2) 0.41271(7) 0.0203(3) Uani 1 1 d . . . . .
C34 C 0.46645(9) 0.50006(19) 0.41497(7) 0.0174(3) Uani 1 1 d . . . . .
C35 C 0.51361(9) 0.5923(2) 0.39681(7) 0.0201(3) Uani 1 1 d . . . . .
H35 H 0.5448 0.5456 0.3788 0.024 Uiso 1 1 calc R U . . .
C36 C 0.51479(9) 0.7552(2) 0.40537(7) 0.0213(3) Uani 1 1 d . . . . .
C37 C 0.46679(9) 0.8190(2) 0.43097(7) 0.0204(3) Uani 1 1 d . . . . .
H37 H 0.4672 0.9296 0.4365 0.024 Uiso 1 1 calc R U . . .
C38 C 0.41820(9) 0.72734(19) 0.44879(7) 0.0180(3) Uani 1 1 d . . . . .
H38 H 0.3859 0.7738 0.4658 0.022 Uiso 1 1 calc R U . . .
C39 C 0.41892(8) 0.56675(19) 0.44064(6) 0.0162(3) Uani 1 1 d . . . . .
C40 C 0.36494(11) 1.1727(2) 0.23350(9) 0.0304(4) Uani 1 1 d . . . . .
H40A H 0.3983 1.2153 0.2720 0.046 Uiso 1 1 calc R U . . .
H40B H 0.3425 1.2593 0.2058 0.046 Uiso 1 1 calc R U . . .
H40C H 0.3948 1.1053 0.2180 0.046 Uiso 1 1 calc R U . . .
C41 C -0.11056(11) 0.5969(2) 0.53524(9) 0.0285(4) Uani 1 1 d . . . . .
H41A H -0.1159 0.4977 0.5137 0.043 Uiso 1 1 calc R U . . .
H41B H -0.1572 0.6594 0.5169 0.043 Uiso 1 1 calc R U . . .
H41C H -0.1022 0.5750 0.5766 0.043 Uiso 1 1 calc R U . . .
C42 C 0.56703(11) 0.8597(2) 0.38811(10) 0.0321(4) Uani 1 1 d . . . . .
H42A H 0.5526 0.9699 0.3893 0.048 Uiso 1 1 calc R U . . .
H42B H 0.5625 0.8333 0.3479 0.048 Uiso 1 1 calc R U . . .
H42C H 0.6200 0.8440 0.4158 0.048 Uiso 1 1 calc R U . . .
N4 N 0.45832(11) 0.8454(3) 0.21621(11) 0.0483(5) Uani 1 1 d . . . . .
C43 C 0.38763(14) 0.5985(3) 0.23141(11) 0.0420(5) Uani 1 1 d . . . . .
H43A H 0.3594 0.6257 0.2563 0.063 Uiso 1 1 calc R U . . .
H43B H 0.4249 0.5160 0.2508 0.063 Uiso 1 1 calc R U . . .
H43C H 0.3518 0.5606 0.1929 0.063 Uiso 1 1 calc R U . . .
C44 C 0.42715(11) 0.7366(3) 0.22294(9) 0.0326(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C10 1.370(2) . ?
N1 C17 1.420(2) . ?
N1 C9 1.4696(19) . ?
N3 C32 1.371(2) . ?
N3 C39 1.415(2) . ?
N3 C31 1.461(2) . ?
N2 C21 1.367(2) . ?
N2 C28 1.421(2) . ?
N2 C20 1.4636(19) . ?
O1 C10 1.211(2) . ?
O2 C11 1.206(2) . ?
O3 C21 1.212(2) . ?
O4 C22 1.206(2) . ?
O5 C32 1.209(2) . ?
O6 C33 1.204(2) . ?
C1 C2 1.406(2) . ?
C1 C6 1.409(2) . ?
C1 C7 1.523(2) . ?
C2 C3 1.403(2) . ?
C2 C9 1.526(2) . ?
C3 C4 1.405(2) . ?
C3 C18 1.514(2) . ?
C4 C5 1.410(2) . ?
C4 C20 1.523(2) . ?
C5 C6 1.408(2) . ?
C5 C29 1.526(2) . ?
C6 C31 1.522(2) . ?
C7 C8 1.537(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.554(2) . ?
C11 C12 1.463(2) . ?
C12 C13 1.382(2) . ?
C12 C17 1.406(2) . ?
C13 C14 1.394(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.397(2) . ?
C14 C40 1.503(2) . ?
C15 C16 1.398(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(2) . ?
C16 H16 0.9500 . ?
C18 C19 1.532(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.557(2) . ?
C22 C23 1.461(2) . ?
C23 C24 1.385(2) . ?
C23 C28 1.403(2) . ?
C24 C25 1.387(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.403(2) . ?
C25 C41 1.505(2) . ?
C26 C27 1.399(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(2) . ?
C27 H27 0.9500 . ?
C29 C30 1.533(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.560(2) . ?
C33 C34 1.471(2) . ?
C34 C35 1.386(2) . ?
C34 C39 1.403(2) . ?
C35 C36 1.400(3) . ?
C35 H35 0.9500 . ?
C36 C37 1.399(2) . ?
C36 C42 1.508(2) . ?
C37 C38 1.399(2) . ?
C37 H37 0.9500 . ?
C38 C39 1.382(2) . ?
C38 H38 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
N4 C44 1.144(3) . ?
C43 C44 1.451(3) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N1 C17 110.30(13) . . ?
C10 N1 C9 122.78(13) . . ?
C17 N1 C9 126.81(13) . . ?
C32 N3 C39 111.26(13) . . ?
C32 N3 C31 122.91(14) . . ?
C39 N3 C31 125.83(13) . . ?
C21 N2 C28 110.74(13) . . ?
C21 N2 C20 122.80(14) . . ?
C28 N2 C20 125.94(13) . . ?
C2 C1 C6 118.99(14) . . ?
C2 C1 C7 120.53(13) . . ?
C6 C1 C7 120.27(13) . . ?
C3 C2 C1 120.62(13) . . ?
C3 C2 C9 119.82(13) . . ?
C1 C2 C9 119.48(13) . . ?
C2 C3 C4 119.64(14) . . ?
C2 C3 C18 119.73(13) . . ?
C4 C3 C18 120.62(13) . . ?
C3 C4 C5 120.59(14) . . ?
C3 C4 C20 118.88(14) . . ?
C5 C4 C20 120.46(13) . . ?
C6 C5 C4 118.91(14) . . ?
C6 C5 C29 121.07(14) . . ?
C4 C5 C29 120.00(14) . . ?
C5 C6 C1 121.03(14) . . ?
C5 C6 C31 119.01(13) . . ?
C1 C6 C31 119.95(14) . . ?
C1 C7 C8 117.14(13) . . ?
C1 C7 H7A 108.0 . . ?
C8 C7 H7A 108.0 . . ?
C1 C7 H7B 108.0 . . ?
C8 C7 H7B 108.0 . . ?
H7A C7 H7B 107.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C2 114.73(12) . . ?
N1 C9 H9A 108.6 . . ?
C2 C9 H9A 108.6 . . ?
N1 C9 H9B 108.6 . . ?
C2 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
O1 C10 N1 127.62(15) . . ?
O1 C10 C11 125.79(14) . . ?
N1 C10 C11 106.59(13) . . ?
O2 C11 C12 131.67(16) . . ?
O2 C11 C10 123.36(15) . . ?
C12 C11 C10 104.97(13) . . ?
C13 C12 C17 121.55(15) . . ?
C13 C12 C11 130.88(15) . . ?
C17 C12 C11 107.40(14) . . ?
C12 C13 C14 119.17(15) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C15 118.32(15) . . ?
C13 C14 C40 120.66(16) . . ?
C15 C14 C40 120.98(16) . . ?
C14 C15 C16 123.29(15) . . ?
C14 C15 H15 118.4 . . ?
C16 C15 H15 118.4 . . ?
C17 C16 C15 117.28(15) . . ?
C17 C16 H16 121.4 . . ?
C15 C16 H16 121.4 . . ?
C16 C17 C12 120.36(15) . . ?
C16 C17 N1 128.76(14) . . ?
C12 C17 N1 110.71(13) . . ?
C3 C18 C19 112.19(13) . . ?
C3 C18 H18A 109.2 . . ?
C19 C18 H18A 109.2 . . ?
C3 C18 H18B 109.2 . . ?
C19 C18 H18B 109.2 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N2 C20 C4 115.38(13) . . ?
N2 C20 H20A 108.4 . . ?
C4 C20 H20A 108.4 . . ?
N2 C20 H20B 108.4 . . ?
C4 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
O3 C21 N2 127.27(16) . . ?
O3 C21 C22 126.64(15) . . ?
N2 C21 C22 106.09(14) . . ?
O4 C22 C23 130.85(17) . . ?
O4 C22 C21 124.03(17) . . ?
C23 C22 C21 105.12(13) . . ?
C24 C23 C28 121.19(15) . . ?
C24 C23 C22 131.36(15) . . ?
C28 C23 C22 107.45(14) . . ?
C23 C24 C25 119.67(14) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C24 C25 C26 118.29(15) . . ?
C24 C25 C41 121.15(15) . . ?
C26 C25 C41 120.56(16) . . ?
C27 C26 C25 122.91(15) . . ?
C27 C26 H26 118.5 . . ?
C25 C26 H26 118.5 . . ?
C28 C27 C26 117.44(14) . . ?
C28 C27 H27 121.3 . . ?
C26 C27 H27 121.3 . . ?
C27 C28 C23 120.50(14) . . ?
C27 C28 N2 129.02(14) . . ?
C23 C28 N2 110.48(13) . . ?
C5 C29 C30 113.55(13) . . ?
C5 C29 H29A 108.9 . . ?
C30 C29 H29A 108.9 . . ?
C5 C29 H29B 108.9 . . ?
C30 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N3 C31 C6 114.49(12) . . ?
N3 C31 H31A 108.6 . . ?
C6 C31 H31A 108.6 . . ?
N3 C31 H31B 108.6 . . ?
C6 C31 H31B 108.6 . . ?
H31A C31 H31B 107.6 . . ?
O5 C32 N3 127.50(16) . . ?
O5 C32 C33 126.69(15) . . ?
N3 C32 C33 105.81(14) . . ?
O6 C33 C34 131.14(16) . . ?
O6 C33 C32 123.87(16) . . ?
C34 C33 C32 104.98(13) . . ?
C35 C34 C39 121.38(15) . . ?
C35 C34 C33 131.26(15) . . ?
C39 C34 C33 107.36(14) . . ?
C34 C35 C36 119.18(15) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 H35 120.4 . . ?
C37 C36 C35 118.40(15) . . ?
C37 C36 C42 120.54(16) . . ?
C35 C36 C42 121.06(16) . . ?
C36 C37 C38 122.95(16) . . ?
C36 C37 H37 118.5 . . ?
C38 C37 H37 118.5 . . ?
C39 C38 C37 117.52(15) . . ?
C39 C38 H38 121.2 . . ?
C37 C38 H38 121.2 . . ?
C38 C39 C34 120.57(15) . . ?
C38 C39 N3 128.85(14) . . ?
C34 C39 N3 110.56(14) . . ?
C14 C40 H40A 109.5 . . ?
C14 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C14 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C25 C41 H41A 109.5 . . ?
C25 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C25 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C36 C42 H42A 109.5 . . ?
C36 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C36 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 H43A 109.5 . . ?
C44 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C44 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N4 C44 C43 179.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -5.6(2) . . . . ?
C7 C1 C2 C3 169.20(13) . . . . ?
C6 C1 C2 C9 177.70(13) . . . . ?
C7 C1 C2 C9 -7.5(2) . . . . ?
C1 C2 C3 C4 3.7(2) . . . . ?
C9 C2 C3 C4 -179.58(13) . . . . ?
C1 C2 C3 C18 -177.12(13) . . . . ?
C9 C2 C3 C18 -0.5(2) . . . . ?
C2 C3 C4 C5 0.4(2) . . . . ?
C18 C3 C4 C5 -178.72(13) . . . . ?
C2 C3 C4 C20 177.42(13) . . . . ?
C18 C3 C4 C20 -1.7(2) . . . . ?
C3 C4 C5 C6 -2.6(2) . . . . ?
C20 C4 C5 C6 -179.52(13) . . . . ?
C3 C4 C5 C29 178.78(13) . . . . ?
C20 C4 C5 C29 1.8(2) . . . . ?
C4 C5 C6 C1 0.6(2) . . . . ?
C29 C5 C6 C1 179.27(14) . . . . ?
C4 C5 C6 C31 -178.04(13) . . . . ?
C29 C5 C6 C31 0.6(2) . . . . ?
C2 C1 C6 C5 3.4(2) . . . . ?
C7 C1 C6 C5 -171.41(13) . . . . ?
C2 C1 C6 C31 -177.93(13) . . . . ?
C7 C1 C6 C31 7.2(2) . . . . ?
C2 C1 C7 C8 82.07(18) . . . . ?
C6 C1 C7 C8 -103.19(16) . . . . ?
C10 N1 C9 C2 -126.13(15) . . . . ?
C17 N1 C9 C2 58.15(19) . . . . ?
C3 C2 C9 N1 57.64(18) . . . . ?
C1 C2 C9 N1 -125.65(14) . . . . ?
C17 N1 C10 O1 -178.10(15) . . . . ?
C9 N1 C10 O1 5.6(2) . . . . ?
C17 N1 C10 C11 1.49(16) . . . . ?
C9 N1 C10 C11 -174.86(13) . . . . ?
O1 C10 C11 O2 0.0(3) . . . . ?
N1 C10 C11 O2 -179.63(15) . . . . ?
O1 C10 C11 C12 179.17(15) . . . . ?
N1 C10 C11 C12 -0.43(16) . . . . ?
O2 C11 C12 C13 3.0(3) . . . . ?
C10 C11 C12 C13 -176.08(16) . . . . ?
O2 C11 C12 C17 178.33(18) . . . . ?
C10 C11 C12 C17 -0.78(16) . . . . ?
C17 C12 C13 C14 -0.9(2) . . . . ?
C11 C12 C13 C14 173.88(16) . . . . ?
C12 C13 C14 C15 -0.7(2) . . . . ?
C12 C13 C14 C40 -178.56(16) . . . . ?
C13 C14 C15 C16 1.3(3) . . . . ?
C40 C14 C15 C16 179.08(16) . . . . ?
C14 C15 C16 C17 -0.2(2) . . . . ?
C15 C16 C17 C12 -1.5(2) . . . . ?
C15 C16 C17 N1 -176.12(15) . . . . ?
C13 C12 C17 C16 2.0(2) . . . . ?
C11 C12 C17 C16 -173.83(14) . . . . ?
C13 C12 C17 N1 177.56(14) . . . . ?
C11 C12 C17 N1 1.73(17) . . . . ?
C10 N1 C17 C16 172.99(16) . . . . ?
C9 N1 C17 C16 -10.8(3) . . . . ?
C10 N1 C17 C12 -2.09(17) . . . . ?
C9 N1 C17 C12 174.07(14) . . . . ?
C2 C3 C18 C19 -99.87(16) . . . . ?
C4 C3 C18 C19 79.25(17) . . . . ?
C21 N2 C20 C4 130.62(16) . . . . ?
C28 N2 C20 C4 -58.4(2) . . . . ?
C3 C4 C20 N2 118.25(15) . . . . ?
C5 C4 C20 N2 -64.73(19) . . . . ?
C28 N2 C21 O3 -176.98(18) . . . . ?
C20 N2 C21 O3 -4.8(3) . . . . ?
C28 N2 C21 C22 3.27(18) . . . . ?
C20 N2 C21 C22 175.46(14) . . . . ?
O3 C21 C22 O4 -1.6(3) . . . . ?
N2 C21 C22 O4 178.12(18) . . . . ?
O3 C21 C22 C23 178.23(18) . . . . ?
N2 C21 C22 C23 -2.02(18) . . . . ?
O4 C22 C23 C24 0.5(3) . . . . ?
C21 C22 C23 C24 -179.30(17) . . . . ?
O4 C22 C23 C28 179.9(2) . . . . ?
C21 C22 C23 C28 0.03(18) . . . . ?
C28 C23 C24 C25 -0.4(2) . . . . ?
C22 C23 C24 C25 178.83(17) . . . . ?
C23 C24 C25 C26 -0.6(2) . . . . ?
C23 C24 C25 C41 178.88(16) . . . . ?
C24 C25 C26 C27 0.9(3) . . . . ?
C41 C25 C26 C27 -178.51(16) . . . . ?
C25 C26 C27 C28 -0.3(2) . . . . ?
C26 C27 C28 C23 -0.8(2) . . . . ?
C26 C27 C28 N2 178.96(15) . . . . ?
C24 C23 C28 C27 1.1(2) . . . . ?
C22 C23 C28 C27 -178.30(15) . . . . ?
C24 C23 C28 N2 -178.64(14) . . . . ?
C22 C23 C28 N2 1.94(18) . . . . ?
C21 N2 C28 C27 176.84(16) . . . . ?
C20 N2 C28 C27 4.9(3) . . . . ?
C21 N2 C28 C23 -3.43(19) . . . . ?
C20 N2 C28 C23 -175.32(14) . . . . ?
C6 C5 C29 C30 -77.70(19) . . . . ?
C4 C5 C29 C30 100.93(17) . . . . ?
C32 N3 C31 C6 -129.06(16) . . . . ?
C39 N3 C31 C6 52.0(2) . . . . ?
C5 C6 C31 N3 -126.32(15) . . . . ?
C1 C6 C31 N3 55.00(19) . . . . ?
C39 N3 C32 O5 179.98(16) . . . . ?
C31 N3 C32 O5 0.9(3) . . . . ?
C39 N3 C32 C33 -0.67(16) . . . . ?
C31 N3 C32 C33 -179.73(13) . . . . ?
O5 C32 C33 O6 -1.5(3) . . . . ?
N3 C32 C33 O6 179.18(16) . . . . ?
O5 C32 C33 C34 179.00(16) . . . . ?
N3 C32 C33 C34 -0.35(16) . . . . ?
O6 C33 C34 C35 1.8(3) . . . . ?
C32 C33 C34 C35 -178.66(16) . . . . ?
O6 C33 C34 C39 -178.25(17) . . . . ?
C32 C33 C34 C39 1.24(16) . . . . ?
C39 C34 C35 C36 1.2(2) . . . . ?
C33 C34 C35 C36 -178.88(16) . . . . ?
C34 C35 C36 C37 -1.3(2) . . . . ?
C34 C35 C36 C42 178.04(16) . . . . ?
C35 C36 C37 C38 0.5(2) . . . . ?
C42 C36 C37 C38 -178.84(16) . . . . ?
C36 C37 C38 C39 0.4(2) . . . . ?
C37 C38 C39 C34 -0.5(2) . . . . ?
C37 C38 C39 N3 -178.71(15) . . . . ?
C35 C34 C39 C38 -0.3(2) . . . . ?
C33 C34 C39 C38 179.79(14) . . . . ?
C35 C34 C39 N3 178.20(14) . . . . ?
C33 C34 C39 N3 -1.71(17) . . . . ?
C32 N3 C39 C38 179.88(16) . . . . ?
C31 N3 C39 C38 -1.1(3) . . . . ?
C32 N3 C39 C34 1.54(18) . . . . ?
C31 N3 C39 C34 -179.44(13) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C9 H9A O4 0.99 2.63 3.376(2) 132.6 4_575
C9 H9B O1 0.99 2.63 3.2435(19) 120.5 2_545
C27 H27 O2 0.95 2.58 3.2138(19) 124.5 2_545
C43 H43B N4 0.98 2.51 3.454(3) 162.6 2_645
C43 H43C O3 0.98 2.55 3.501(3) 162.9 4_575

_refine_diff_density_max         0.400
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.054

_shelxl_version_number           2012-9

####################################################################### 
# 
# 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_InGe11_ACN_masc047
_database_code_depnum_ccdc_archive 'CCDC 1502230'
_audit_update_record             
;
2017-06-30 deposited with the CCDC.
2017-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 1,1',1''-(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;
_chemical_name_common            
;
 1,1',1''-(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)
 triindoline-2,3-dione
;

_chemical_formula_moiety         'C36 H27 N3 O6'
_chemical_formula_sum            'C36 H27 N3 O6'
_chemical_formula_weight         597.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.9001(7)
_cell_length_b                   10.1802(4)
_cell_length_c                   18.3499(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.884(3)
_cell_angle_gamma                90
_cell_volume                     2777.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    16520
_cell_measurement_theta_min      1.37
_cell_measurement_theta_max      27.36

_exptl_crystal_description       piece
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.099
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_type            STOE
_diffrn_detector_area_resol_mean 6.67
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_voltage           50
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_ambient_temperature      120(2)
_diffrn_measurement_method       'rotation method'
_diffrn_measurement_details      
; 310 frames, detector distance = 120 mm
;
_diffrn_reflns_number            16825
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0652
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.370
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5450
_reflns_number_gt                4234
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXL-2012 (Sheldrick, 2012)'
_computing_structure_refinement  'SHELXL2014 (Sheldrick, 2015)'
_computing_molecular_graphics    'XP (Sheldrick, 2008)'
_computing_publication_material  
;
WinGX (Farrugia, 2012), publCIF (Westrip, 2010), SHELXLE
 (Hübschle et al.,  2011)
;

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0439P)²+1.8347P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5450
_refine_ls_number_parameters     409
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0717
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1233
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_restrained_S_all      1.140
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 1.01153(11) 0.01892(16) 0.18693(9) 0.0188(4) Uani 1 1 d . . . . .
N2 N 0.70728(11) 0.04850(17) 0.37046(9) 0.0189(4) Uani 1 1 d . . . . .
N3 N 0.69546(11) 0.40181(16) 0.12114(9) 0.0178(4) Uani 1 1 d . . . . .
O1 O 1.14490(10) 0.08542(16) 0.14184(9) 0.0295(4) Uani 1 1 d . . . . .
O2 O 1.08822(11) -0.10323(16) 0.02481(8) 0.0316(4) Uani 1 1 d . . . . .
O3 O 0.75346(11) -0.02664(16) 0.48585(8) 0.0277(4) Uani 1 1 d . . . . .
O4 O 0.67226(11) -0.27434(15) 0.42690(9) 0.0320(4) Uani 1 1 d . . . . .
O5 O 0.62913(11) 0.60315(14) 0.14050(8) 0.0274(4) Uani 1 1 d . . . . .
O6 O 0.47212(10) 0.47160(16) 0.06987(8) 0.0270(4) Uani 1 1 d . . . . .
C1 C 0.90099(13) 0.26864(19) 0.20313(11) 0.0171(4) Uani 1 1 d . . . . .
C2 C 0.92986(13) 0.18156(19) 0.25955(10) 0.0166(4) Uani 1 1 d . . . . .
C3 C 0.87878(13) 0.16353(19) 0.32004(11) 0.0178(4) Uani 1 1 d . . . . .
C4 C 0.79678(14) 0.22893(19) 0.32298(10) 0.0179(4) Uani 1 1 d . . . . .
C5 C 0.77103(13) 0.32592(19) 0.27111(11) 0.0178(4) Uani 1 1 d . . . . .
C6 C 0.82129(13) 0.34053(19) 0.20963(11) 0.0170(4) Uani 1 1 d . . . . .
C7 C 0.95642(14) 0.2831(2) 0.13765(11) 0.0208(4) Uani 1 1 d . . . . .
H7A H 0.9468 0.3706 0.1163 0.031 Uiso 1 1 calc R U . . .
H7B H 0.9382 0.2161 0.1012 0.031 Uiso 1 1 calc R U . . .
H7C H 1.0203 0.2718 0.1529 0.031 Uiso 1 1 calc R U . . .
C8 C 1.01472(13) 0.1009(2) 0.25254(11) 0.0196(4) Uani 1 1 d . . . . .
H8A H 1.0668 0.1612 0.2518 0.024 Uiso 1 1 calc R U . . .
H8B H 1.0243 0.0439 0.2961 0.024 Uiso 1 1 calc R U . . .
C9 C 1.07736(14) 0.0199(2) 0.13826(11) 0.0212(4) Uani 1 1 d . . . . .
C10 C 1.04483(14) -0.0765(2) 0.07599(11) 0.0223(4) Uani 1 1 d . . . . .
C11 C 0.95647(14) -0.1207(2) 0.09517(11) 0.0208(4) Uani 1 1 d . . . . .
C12 C 0.89331(16) -0.2024(2) 0.05883(12) 0.0261(5) Uani 1 1 d . . . . .
H12 H 0.9047 -0.2399 0.0130 0.031 Uiso 1 1 calc R U . . .
C13 C 0.81356(15) -0.2278(2) 0.09084(12) 0.0255(5) Uani 1 1 d . . . . .
H13 H 0.7692 -0.2823 0.0666 0.031 Uiso 1 1 calc R U . . .
C14 C 0.79853(14) -0.1734(2) 0.15859(12) 0.0228(4) Uani 1 1 d . . . . .
H14 H 0.7441 -0.1933 0.1804 0.027 Uiso 1 1 calc R U . . .
C15 C 0.86097(14) -0.0906(2) 0.19555(11) 0.0204(4) Uani 1 1 d . . . . .
H15 H 0.8499 -0.0539 0.2417 0.024 Uiso 1 1 calc R U . . .
C16 C 0.93954(13) -0.06404(19) 0.16237(11) 0.0186(4) Uani 1 1 d . . . . .
C17 C 0.91128(14) 0.0755(2) 0.38302(11) 0.0220(4) Uani 1 1 d . . . . .
H17A H 0.8792 0.0976 0.4263 0.033 Uiso 1 1 calc R U . . .
H17B H 0.9760 0.0885 0.3938 0.033 Uiso 1 1 calc R U . . .
H17C H 0.8997 -0.0165 0.3697 0.033 Uiso 1 1 calc R U . . .
C18 C 0.73223(14) 0.1877(2) 0.37925(11) 0.0203(4) Uani 1 1 d . . . . .
H18A H 0.7608 0.2021 0.4289 0.024 Uiso 1 1 calc R U . . .
H18B H 0.6774 0.2427 0.3738 0.024 Uiso 1 1 calc R U . . .
C19 C 0.71743(14) -0.0430(2) 0.42494(11) 0.0217(4) Uani 1 1 d . . . . .
C20 C 0.67411(14) -0.1721(2) 0.39356(12) 0.0233(5) Uani 1 1 d . . . . .
C21 C 0.63767(14) -0.1372(2) 0.31981(11) 0.0206(4) Uani 1 1 d . . . . .
C22 C 0.58706(14) -0.2082(2) 0.26777(12) 0.0241(5) Uani 1 1 d . . . . .
H22 H 0.5740 -0.2983 0.2755 0.029 Uiso 1 1 calc R U . . .
C23 C 0.55562(14) -0.1449(2) 0.20374(12) 0.0256(5) Uani 1 1 d . . . . .
H23 H 0.5208 -0.1919 0.1671 0.031 Uiso 1 1 calc R U . . .
C24 C 0.57521(14) -0.0129(2) 0.19347(11) 0.0249(5) Uani 1 1 d . . . . .
H24 H 0.5533 0.0289 0.1495 0.030 Uiso 1 1 calc R U . . .
C25 C 0.62613(14) 0.0601(2) 0.24580(11) 0.0222(4) Uani 1 1 d . . . . .
H25 H 0.6391 0.1503 0.2383 0.027 Uiso 1 1 calc R U . . .
C26 C 0.65674(13) -0.0042(2) 0.30890(11) 0.0185(4) Uani 1 1 d . . . . .
C27 C 0.69257(14) 0.4154(2) 0.28333(11) 0.0217(4) Uani 1 1 d . . . . .
H27A H 0.6994 0.4977 0.2566 0.033 Uiso 1 1 calc R U . . .
H27B H 0.6910 0.4342 0.3356 0.033 Uiso 1 1 calc R U . . .
H27C H 0.6364 0.3723 0.2657 0.033 Uiso 1 1 calc R U . . .
C28 C 0.78679(13) 0.4334(2) 0.14939(11) 0.0189(4) Uani 1 1 d . . . . .
H28A H 0.7881 0.5243 0.1685 0.023 Uiso 1 1 calc R U . . .
H28B H 0.8274 0.4294 0.1089 0.023 Uiso 1 1 calc R U . . .
C29 C 0.62745(14) 0.4922(2) 0.11673(11) 0.0207(4) Uani 1 1 d . . . . .
C30 C 0.54654(14) 0.4238(2) 0.07572(11) 0.0208(4) Uani 1 1 d . . . . .
C31 C 0.58146(13) 0.2982(2) 0.05074(11) 0.0196(4) Uani 1 1 d . . . . .
C32 C 0.54384(15) 0.2008(2) 0.00568(12) 0.0244(5) Uani 1 1 d . . . . .
H32 H 0.4833 0.2072 -0.0138 0.029 Uiso 1 1 calc R U . . .
C33 C 0.59654(15) 0.0935(2) -0.01037(11) 0.0244(5) Uani 1 1 d . . . . .
H33 H 0.5723 0.0264 -0.0418 0.029 Uiso 1 1 calc R U . . .
C34 C 0.68474(15) 0.0838(2) 0.01933(11) 0.0227(5) Uani 1 1 d . . . . .
H34 H 0.7195 0.0091 0.0083 0.027 Uiso 1 1 calc R U . . .
C35 C 0.72347(14) 0.1812(2) 0.06493(11) 0.0202(4) Uani 1 1 d . . . . .
H35 H 0.7837 0.1738 0.0852 0.024 Uiso 1 1 calc R U . . .
C36 C 0.67120(13) 0.28864(19) 0.07954(11) 0.0184(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C9 1.371(3) . ?
N1 C16 1.415(3) . ?
N1 C8 1.463(3) . ?
N2 C19 1.367(3) . ?
N2 C26 1.420(3) . ?
N2 C18 1.471(3) . ?
N3 C29 1.367(3) . ?
N3 C36 1.415(3) . ?
N3 C28 1.459(3) . ?
O1 C9 1.205(3) . ?
O2 C10 1.207(3) . ?
O3 C19 1.218(2) . ?
O4 C20 1.209(3) . ?
O5 C29 1.211(3) . ?
O6 C30 1.209(2) . ?
C1 C6 1.407(3) . ?
C1 C2 1.408(3) . ?
C1 C7 1.511(3) . ?
C2 C3 1.400(3) . ?
C2 C8 1.520(3) . ?
C3 C4 1.396(3) . ?
C3 C17 1.516(3) . ?
C4 C5 1.407(3) . ?
C4 C18 1.517(3) . ?
C5 C6 1.404(3) . ?
C5 C27 1.511(3) . ?
C6 C28 1.517(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.559(3) . ?
C10 C11 1.457(3) . ?
C11 C12 1.391(3) . ?
C11 C16 1.400(3) . ?
C12 C13 1.385(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.397(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(3) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.557(3) . ?
C20 C21 1.467(3) . ?
C21 C22 1.381(3) . ?
C21 C26 1.400(3) . ?
C22 C23 1.393(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.397(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(3) . ?
C25 H25 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.543(3) . ?
C30 C31 1.466(3) . ?
C31 C32 1.385(3) . ?
C31 C36 1.407(3) . ?
C32 C33 1.388(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.397(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.379(3) . ?
C35 H35 0.9500 . ?

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
C9 N1 C16 110.95(17) . . ?
C9 N1 C8 123.18(17) . . ?
C16 N1 C8 125.75(16) . . ?
C19 N2 C26 110.51(17) . . ?
C19 N2 C18 124.17(17) . . ?
C26 N2 C18 124.60(17) . . ?
C29 N3 C36 110.78(16) . . ?
C29 N3 C28 122.86(17) . . ?
C36 N3 C28 124.68(16) . . ?
C6 C1 C2 118.87(18) . . ?
C6 C1 C7 121.81(18) . . ?
C2 C1 C7 119.33(18) . . ?
C3 C2 C1 120.68(18) . . ?
C3 C2 C8 119.76(18) . . ?
C1 C2 C8 119.48(18) . . ?
C4 C3 C2 119.51(18) . . ?
C4 C3 C17 119.20(18) . . ?
C2 C3 C17 121.29(18) . . ?
C3 C4 C5 120.54(19) . . ?
C3 C4 C18 119.43(18) . . ?
C5 C4 C18 119.88(18) . . ?
C6 C5 C4 118.84(18) . . ?
C6 C5 C27 121.05(18) . . ?
C4 C5 C27 120.08(18) . . ?
C5 C6 C1 120.82(18) . . ?
C5 C6 C28 118.59(17) . . ?
C1 C6 C28 120.57(18) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C8 C2 113.39(16) . . ?
N1 C8 H8A 108.9 . . ?
C2 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C2 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
O1 C9 N1 126.9(2) . . ?
O1 C9 C10 127.27(19) . . ?
N1 C9 C10 105.80(17) . . ?
O2 C10 C11 131.2(2) . . ?
O2 C10 C9 123.8(2) . . ?
C11 C10 C9 104.98(17) . . ?
C12 C11 C16 120.8(2) . . ?
C12 C11 C10 131.4(2) . . ?
C16 C11 C10 107.78(18) . . ?
C13 C12 C11 118.7(2) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C14 119.9(2) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 122.1(2) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C16 C15 C14 117.41(19) . . ?
C16 C15 H15 121.3 . . ?
C14 C15 H15 121.3 . . ?
C15 C16 C11 121.06(19) . . ?
C15 C16 N1 128.53(18) . . ?
C11 C16 N1 110.41(17) . . ?
C3 C17 H17A 109.5 . . ?
C3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C18 C4 111.03(16) . . ?
N2 C18 H18A 109.4 . . ?
C4 C18 H18A 109.4 . . ?
N2 C18 H18B 109.4 . . ?
C4 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
O3 C19 N2 126.7(2) . . ?
O3 C19 C20 126.93(19) . . ?
N2 C19 C20 106.38(17) . . ?
O4 C20 C21 131.0(2) . . ?
O4 C20 C19 124.24(19) . . ?
C21 C20 C19 104.78(17) . . ?
C22 C21 C26 120.9(2) . . ?
C22 C21 C20 131.4(2) . . ?
C26 C21 C20 107.46(18) . . ?
C21 C22 C23 118.5(2) . . ?
C21 C22 H22 120.7 . . ?
C23 C22 H22 120.7 . . ?
C24 C23 C22 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 122.0(2) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 H24 119.0 . . ?
C26 C25 C24 117.2(2) . . ?
C26 C25 H25 121.4 . . ?
C24 C25 H25 121.4 . . ?
C25 C26 C21 121.32(19) . . ?
C25 C26 N2 127.96(19) . . ?
C21 C26 N2 110.70(18) . . ?
C5 C27 H27A 109.5 . . ?
C5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N3 C28 C6 112.56(16) . . ?
N3 C28 H28A 109.1 . . ?
C6 C28 H28A 109.1 . . ?
N3 C28 H28B 109.1 . . ?
C6 C28 H28B 109.1 . . ?
H28A C28 H28B 107.8 . . ?
O5 C29 N3 127.6(2) . . ?
O5 C29 C30 126.38(19) . . ?
N3 C29 C30 106.05(17) . . ?
O6 C30 C31 131.8(2) . . ?
O6 C30 C29 122.9(2) . . ?
C31 C30 C29 105.31(17) . . ?
C32 C31 C36 120.70(19) . . ?
C32 C31 C30 132.34(19) . . ?
C36 C31 C30 106.92(18) . . ?
C31 C32 C33 118.55(19) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
C32 C33 C34 120.4(2) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C33 C34 C35 121.7(2) . . ?
C33 C34 H34 119.2 . . ?
C35 C34 H34 119.2 . . ?
C36 C35 C34 117.60(19) . . ?
C36 C35 H35 121.2 . . ?
C34 C35 H35 121.2 . . ?
C35 C36 C31 121.09(19) . . ?
C35 C36 N3 128.54(18) . . ?
C31 C36 N3 110.35(17) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 2.0(3) . . . . ?
C7 C1 C2 C3 -178.36(18) . . . . ?
C6 C1 C2 C8 178.64(17) . . . . ?
C7 C1 C2 C8 -1.7(3) . . . . ?
C1 C2 C3 C4 2.4(3) . . . . ?
C8 C2 C3 C4 -174.21(17) . . . . ?
C1 C2 C3 C17 -176.83(18) . . . . ?
C8 C2 C3 C17 6.5(3) . . . . ?
C2 C3 C4 C5 -8.8(3) . . . . ?
C17 C3 C4 C5 170.47(18) . . . . ?
C2 C3 C4 C18 166.72(18) . . . . ?
C17 C3 C4 C18 -14.0(3) . . . . ?
C3 C4 C5 C6 10.6(3) . . . . ?
C18 C4 C5 C6 -164.92(18) . . . . ?
C3 C4 C5 C27 -167.27(18) . . . . ?
C18 C4 C5 C27 17.2(3) . . . . ?
C4 C5 C6 C1 -6.1(3) . . . . ?
C27 C5 C6 C1 171.76(18) . . . . ?
C4 C5 C6 C28 172.60(18) . . . . ?
C27 C5 C6 C28 -9.6(3) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C7 C1 C6 C5 -179.75(18) . . . . ?
C2 C1 C6 C28 -178.76(17) . . . . ?
C7 C1 C6 C28 1.6(3) . . . . ?
C9 N1 C8 C2 127.7(2) . . . . ?
C16 N1 C8 C2 -47.9(3) . . . . ?
C3 C2 C8 N1 119.4(2) . . . . ?
C1 C2 C8 N1 -57.2(2) . . . . ?
C16 N1 C9 O1 176.2(2) . . . . ?
C8 N1 C9 O1 0.0(3) . . . . ?
C16 N1 C9 C10 -1.5(2) . . . . ?
C8 N1 C9 C10 -177.70(17) . . . . ?
O1 C9 C10 O2 5.0(3) . . . . ?
N1 C9 C10 O2 -177.3(2) . . . . ?
O1 C9 C10 C11 -175.1(2) . . . . ?
N1 C9 C10 C11 2.6(2) . . . . ?
O2 C10 C11 C12 -3.4(4) . . . . ?
C9 C10 C11 C12 176.7(2) . . . . ?
O2 C10 C11 C16 177.2(2) . . . . ?
C9 C10 C11 C16 -2.8(2) . . . . ?
C16 C11 C12 C13 -0.7(3) . . . . ?
C10 C11 C12 C13 179.9(2) . . . . ?
C11 C12 C13 C14 -0.9(3) . . . . ?
C12 C13 C14 C15 1.4(3) . . . . ?
C13 C14 C15 C16 -0.2(3) . . . . ?
C14 C15 C16 C11 -1.5(3) . . . . ?
C14 C15 C16 N1 177.90(19) . . . . ?
C12 C11 C16 C15 2.0(3) . . . . ?
C10 C11 C16 C15 -178.53(18) . . . . ?
C12 C11 C16 N1 -177.52(18) . . . . ?
C10 C11 C16 N1 2.0(2) . . . . ?
C9 N1 C16 C15 -179.6(2) . . . . ?
C8 N1 C16 C15 -3.6(3) . . . . ?
C9 N1 C16 C11 -0.2(2) . . . . ?
C8 N1 C16 C11 175.84(18) . . . . ?
C19 N2 C18 C4 124.8(2) . . . . ?
C26 N2 C18 C4 -65.9(2) . . . . ?
C3 C4 C18 N2 -58.5(2) . . . . ?
C5 C4 C18 N2 117.0(2) . . . . ?
C26 N2 C19 O3 -176.2(2) . . . . ?
C18 N2 C19 O3 -5.5(3) . . . . ?
C26 N2 C19 C20 4.0(2) . . . . ?
C18 N2 C19 C20 174.65(17) . . . . ?
O3 C19 C20 O4 -1.0(4) . . . . ?
N2 C19 C20 O4 178.9(2) . . . . ?
O3 C19 C20 C21 177.8(2) . . . . ?
N2 C19 C20 C21 -2.4(2) . . . . ?
O4 C20 C21 C22 3.4(4) . . . . ?
C19 C20 C21 C22 -175.3(2) . . . . ?
O4 C20 C21 C26 178.5(2) . . . . ?
C19 C20 C21 C26 -0.1(2) . . . . ?
C26 C21 C22 C23 0.3(3) . . . . ?
C20 C21 C22 C23 174.9(2) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C23 C24 C25 C26 0.0(3) . . . . ?
C24 C25 C26 C21 0.1(3) . . . . ?
C24 C25 C26 N2 -178.24(19) . . . . ?
C22 C21 C26 C25 -0.3(3) . . . . ?
C20 C21 C26 C25 -176.08(18) . . . . ?
C22 C21 C26 N2 178.31(18) . . . . ?
C20 C21 C26 N2 2.6(2) . . . . ?
C19 N2 C26 C25 174.2(2) . . . . ?
C18 N2 C26 C25 3.6(3) . . . . ?
C19 N2 C26 C21 -4.3(2) . . . . ?
C18 N2 C26 C21 -174.91(18) . . . . ?
C29 N3 C28 C6 127.05(19) . . . . ?
C36 N3 C28 C6 -69.1(2) . . . . ?
C5 C6 C28 N3 -55.7(2) . . . . ?
C1 C6 C28 N3 122.95(19) . . . . ?
C36 N3 C29 O5 -173.2(2) . . . . ?
C28 N3 C29 O5 -7.4(3) . . . . ?
C36 N3 C29 C30 7.4(2) . . . . ?
C28 N3 C29 C30 173.28(16) . . . . ?
O5 C29 C30 O6 -8.1(3) . . . . ?
N3 C29 C30 O6 171.31(18) . . . . ?
O5 C29 C30 C31 173.2(2) . . . . ?
N3 C29 C30 C31 -7.4(2) . . . . ?
O6 C30 C31 C32 8.5(4) . . . . ?
C29 C30 C31 C32 -172.9(2) . . . . ?
O6 C30 C31 C36 -173.9(2) . . . . ?
C29 C30 C31 C36 4.6(2) . . . . ?
C36 C31 C32 C33 0.1(3) . . . . ?
C30 C31 C32 C33 177.3(2) . . . . ?
C31 C32 C33 C34 1.0(3) . . . . ?
C32 C33 C34 C35 -1.0(3) . . . . ?
C33 C34 C35 C36 -0.2(3) . . . . ?
C34 C35 C36 C31 1.3(3) . . . . ?
C34 C35 C36 N3 -177.20(19) . . . . ?
C32 C31 C36 C35 -1.3(3) . . . . ?
C30 C31 C36 C35 -179.14(18) . . . . ?
C32 C31 C36 N3 177.50(18) . . . . ?
C30 C31 C36 N3 -0.4(2) . . . . ?
C29 N3 C36 C35 173.9(2) . . . . ?
C28 N3 C36 C35 8.4(3) . . . . ?
C29 N3 C36 C31 -4.8(2) . . . . ?
C28 N3 C36 C31 -170.28(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C13 H13 O3 0.95 2.45 3.245(3) 141.5 4
C7 H7B O2 0.98 2.59 3.523(3) 159.4 3_755
C23 H23 O5 0.95 2.70 3.049(3) 102.3 1_545
C28 H28B O3 0.99 2.64 3.155(2) 112.7 4_565

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.054

_shelxl_version_number           2012-9

