# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2018

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

data_[C42H40N4][C8H20N]Cl
_database_code_depnum_ccdc_archive 'CCDC 1827179'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-06-28 downloaded from the CCDC.
;

_audit_creation_date             2017-07-10T11:58:07-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C42 H40 N4, C8 H20 N, Cl'
_chemical_formula_sum            'C50 H60 Cl N5'
_chemical_formula_weight         766.48
_chemical_absolute_configuration unk

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_Int_Tables_number      4
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.1635(19)
_cell_length_b                   20.791(4)
_cell_length_c                   10.5547(19)
_cell_angle_alpha                90
_cell_angle_beta                 102.641(2)
_cell_angle_gamma                90
_cell_volume                     2176.3(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    203(2)
_cell_measurement_reflns_used    7187
_cell_measurement_theta_min      2.274
_cell_measurement_theta_max      26.369
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       brick
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.446
_exptl_crystal_size_mid          0.198
_exptl_crystal_size_min          0.189
_exptl_crystal_density_diffrn    1.17
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 SADABS(Blessing, 1995) 
;
_exptl_absorpt_correction_T_min  0.6877
_exptl_absorpt_correction_T_max  0.7457
_shelx_estimated_absorpt_T_min   0.945
_shelx_estimated_absorpt_T_max   0.976

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_ambient_temperature      203(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_number            23725
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.054
_diffrn_reflns_theta_max         28.26
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.972
_reflns_Friedel_coverage         0.947
_reflns_number_total             9618
_reflns_number_gt                7758
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0202P)²+0.4591P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9618
_refine_ls_number_parameters     522
_refine_ls_number_restraints     1
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.23(7)
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.038

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8136(3) 0.97977(16) 0.3499(3) 0.0329(7) Uani 1 1 d . . . . .
C2 C 0.8747(3) 1.03024(17) 0.4223(3) 0.0430(8) Uani 1 1 d . . . . .
H2A H 0.9594 1.0477 0.4196 0.052 Uiso 1 1 calc R U . . .
C3 C 0.7881(4) 1.05174(17) 0.5022(3) 0.0434(9) Uani 1 1 d . . . . .
H3A H 0.8049 1.0861 0.5614 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6758(3) 1.01365(16) 0.4779(3) 0.0342(7) Uani 1 1 d . . . . .
C5 C 0.5488(3) 1.01478(16) 0.5318(3) 0.0365(7) Uani 1 1 d . . . . .
C6 C 0.5399(3) 0.95601(15) 0.6153(3) 0.0321(7) Uani 1 1 d . . . . .
C7 C 0.5518(3) 0.94967(17) 0.7464(3) 0.0385(8) Uani 1 1 d . . . . .
H7 H 0.5708 0.983 0.8079 0.046 Uiso 1 1 calc R U . . .
C8 C 0.5303(3) 0.88390(17) 0.7732(3) 0.0389(8) Uani 1 1 d . . . . .
H8 H 0.5325 0.866 0.8554 0.047 Uiso 1 1 calc R U . . .
C9 C 0.5057(3) 0.85143(17) 0.6572(3) 0.0322(7) Uani 1 1 d . . . . .
C10 C 0.4713(3) 0.78118(16) 0.6252(3) 0.0341(7) Uani 1 1 d . . . . .
C11 C 0.5853(3) 0.74351(16) 0.5889(3) 0.0328(7) Uani 1 1 d . . . . .
C12 C 0.6642(3) 0.69545(17) 0.6507(3) 0.0385(8) Uani 1 1 d . . . . .
H12 H 0.6632 0.6791 0.7335 0.046 Uiso 1 1 calc R U . . .
C13 C 0.7486(3) 0.67408(16) 0.5683(3) 0.0393(8) Uani 1 1 d . . . . .
H13 H 0.8132 0.6411 0.5869 0.047 Uiso 1 1 calc R U . . .
C14 C 0.7196(3) 0.70974(16) 0.4580(3) 0.0335(7) Uani 1 1 d . . . . .
C15 C 0.7738(3) 0.70776(16) 0.3345(3) 0.0377(8) Uani 1 1 d . . . . .
C16 C 0.8563(3) 0.76709(16) 0.3215(3) 0.0340(7) Uani 1 1 d . . . . .
C17 C 0.9919(3) 0.77561(18) 0.3285(3) 0.0422(8) Uani 1 1 d . . . . .
H17 H 1.0582 0.7434 0.3468 0.051 Uiso 1 1 calc R U . . .
C18 C 1.0147(3) 0.84143(17) 0.3034(3) 0.0404(8) Uani 1 1 d . . . . .
H18 H 1.0983 0.8604 0.3022 0.049 Uiso 1 1 calc R U . . .
C19 C 0.8933(3) 0.87180(16) 0.2814(3) 0.0343(8) Uani 1 1 d . . . . .
C20 C 0.8544(3) 0.94084(16) 0.2428(3) 0.0359(7) Uani 1 1 d . . . . .
C21 C 0.4237(3) 1.01764(18) 0.4185(3) 0.0448(8) Uani 1 1 d . . . . .
H21A H 0.3427 1.0185 0.4529 0.067 Uiso 1 1 calc R U . . .
H21B H 0.4222 0.98 0.3638 0.067 Uiso 1 1 calc R U . . .
H21C H 0.4277 1.0562 0.3676 0.067 Uiso 1 1 calc R U . . .
C22 C 0.5494(4) 1.07530(17) 0.6145(3) 0.0463(9) Uani 1 1 d . . . . .
H22A H 0.4684 1.0763 0.649 0.07 Uiso 1 1 calc R U . . .
H22B H 0.552 1.1131 0.5613 0.07 Uiso 1 1 calc R U . . .
H22C H 0.6281 1.0749 0.6856 0.07 Uiso 1 1 calc R U . . .
C23 C 0.3438(3) 0.77590(18) 0.5138(3) 0.0408(8) Uani 1 1 d . . . . .
H23A H 0.3618 0.7952 0.4356 0.061 Uiso 1 1 calc R U . . .
H23B H 0.2694 0.7982 0.5385 0.061 Uiso 1 1 calc R U . . .
H23C H 0.3205 0.731 0.4975 0.061 Uiso 1 1 calc R U . . .
C24 C 0.6550(4) 0.70345(19) 0.2156(3) 0.0488(9) Uani 1 1 d . . . . .
H24A H 0.6015 0.6656 0.2231 0.073 Uiso 1 1 calc R U . . .
H24B H 0.6896 0.7005 0.1371 0.073 Uiso 1 1 calc R U . . .
H24C H 0.5992 0.7416 0.2117 0.073 Uiso 1 1 calc R U . . .
C25 C 0.8620(4) 0.64771(18) 0.3376(4) 0.0532(10) Uani 1 1 d . . . . .
H25A H 0.8092 0.6097 0.3461 0.08 Uiso 1 1 calc R U . . .
H25B H 0.9383 0.6503 0.411 0.08 Uiso 1 1 calc R U . . .
H25C H 0.8942 0.6451 0.2578 0.08 Uiso 1 1 calc R U . . .
C26 C 0.7378(3) 0.94161(18) 0.1198(3) 0.0421(8) Uani 1 1 d . . . . .
H26A H 0.6582 0.9219 0.1398 0.063 Uiso 1 1 calc R U . . .
H26B H 0.7647 0.9177 0.0507 0.063 Uiso 1 1 calc R U . . .
H26C H 0.7176 0.9857 0.0921 0.063 Uiso 1 1 calc R U . . .
C27 C 0.4362(3) 0.75076(17) 0.7407(3) 0.0391(8) Uani 1 1 d . . . . .
C28 C 0.3945(3) 0.72671(16) 0.8259(3) 0.0389(8) Uani 1 1 d . . . . .
C29 C 0.3291(3) 0.70040(17) 0.9232(3) 0.0352(7) Uani 1 1 d . . . . .
C30 C 0.3227(3) 0.73658(19) 1.0329(3) 0.0431(8) Uani 1 1 d . . . . .
H30 H 0.3678 0.7763 1.0474 0.052 Uiso 1 1 calc R U . . .
C31 C 0.2507(4) 0.7142(2) 1.1199(3) 0.0552(11) Uani 1 1 d . . . . .
H31 H 0.2467 0.7388 1.1938 0.066 Uiso 1 1 calc R U . . .
C32 C 0.1843(4) 0.6562(2) 1.0999(4) 0.0561(11) Uani 1 1 d . . . . .
H32 H 0.1343 0.6415 1.1593 0.067 Uiso 1 1 calc R U . . .
C33 C 0.1913(4) 0.6197(2) 0.9925(4) 0.0533(10) Uani 1 1 d . . . . .
H33 H 0.1466 0.5798 0.9792 0.064 Uiso 1 1 calc R U . . .
C34 C 0.2637(3) 0.64138(18) 0.9040(3) 0.0457(9) Uani 1 1 d . . . . .
H34 H 0.2687 0.6162 0.8312 0.055 Uiso 1 1 calc R U . . .
C35 C 0.9726(3) 0.97127(17) 0.2072(3) 0.0386(8) Uani 1 1 d . . . . .
C36 C 1.0650(3) 0.99313(17) 0.1691(3) 0.0391(8) Uani 1 1 d . . . . .
C37 C 1.1752(3) 1.01696(18) 0.1170(3) 0.0379(8) Uani 1 1 d . . . . .
C38 C 1.1933(4) 1.0821(2) 0.1004(3) 0.0525(10) Uani 1 1 d . . . . .
H38 H 1.1335 1.1119 0.1243 0.063 Uiso 1 1 calc R U . . .
C39 C 1.2990(5) 1.1035(2) 0.0487(4) 0.0695(14) Uani 1 1 d . . . . .
H39 H 1.3113 1.1479 0.0382 0.083 Uiso 1 1 calc R U . . .
C40 C 1.3866(5) 1.0602(3) 0.0124(4) 0.0684(14) Uani 1 1 d . . . . .
H40 H 1.4579 1.075 -0.0235 0.082 Uiso 1 1 calc R U . . .
C41 C 1.3699(4) 0.9957(2) 0.0287(4) 0.0590(12) Uani 1 1 d . . . . .
H41 H 1.4293 0.9662 0.0032 0.071 Uiso 1 1 calc R U . . .
C42 C 1.2658(3) 0.9737(2) 0.0827(3) 0.0464(9) Uani 1 1 d . . . . .
H42 H 1.2564 0.9294 0.0963 0.056 Uiso 1 1 calc R U . . .
C43 C 0.9589(3) 0.81194(17) 0.6598(3) 0.0422(8) Uani 1 1 d . . . . .
H43A H 0.865 0.7998 0.6564 0.051 Uiso 1 1 calc R U . . .
H43B H 0.9635 0.8291 0.5744 0.051 Uiso 1 1 calc R U . . .
C44 C 1.0452(3) 0.75226(19) 0.6849(4) 0.0527(10) Uani 1 1 d . . . . .
H44A H 1.0134 0.7211 0.6167 0.079 Uiso 1 1 calc R U . . .
H44B H 1.0395 0.734 0.7681 0.079 Uiso 1 1 calc R U . . .
H44C H 1.1381 0.7634 0.686 0.079 Uiso 1 1 calc R U . . .
C45 C 1.0042(3) 0.83997(19) 0.8968(3) 0.0507(10) Uani 1 1 d . . . . .
H45A H 1.081 0.8105 0.92 0.061 Uiso 1 1 calc R U . . .
H45B H 1.0216 0.8763 0.9573 0.061 Uiso 1 1 calc R U . . .
C46 C 0.8793(4) 0.8053(2) 0.9167(4) 0.0598(11) Uani 1 1 d . . . . .
H46A H 0.8929 0.7913 1.0062 0.09 Uiso 1 1 calc R U . . .
H46B H 0.8624 0.7682 0.8597 0.09 Uiso 1 1 calc R U . . .
H46C H 0.8026 0.8342 0.8968 0.09 Uiso 1 1 calc R U . . .
C47 C 0.8928(3) 0.91758(17) 0.7249(3) 0.0436(9) Uani 1 1 d . . . . .
H47A H 0.8883 0.9306 0.6348 0.052 Uiso 1 1 calc R U . . .
H47B H 0.8047 0.8996 0.7292 0.052 Uiso 1 1 calc R U . . .
C48 C 0.9180(4) 0.97687(19) 0.8103(3) 0.0532(10) Uani 1 1 d . . . . .
H48A H 0.8463 1.0078 0.7811 0.08 Uiso 1 1 calc R U . . .
H48B H 1.0038 0.9959 0.805 0.08 Uiso 1 1 calc R U . . .
H48C H 0.9199 0.9649 0.8995 0.08 Uiso 1 1 calc R U . . .
C49 C 1.1393(3) 0.89086(19) 0.7598(3) 0.0486(9) Uani 1 1 d . . . . .
H49A H 1.166 0.9207 0.8328 0.058 Uiso 1 1 calc R U . . .
H49B H 1.2028 0.8548 0.7746 0.058 Uiso 1 1 calc R U . . .
C50 C 1.1527(4) 0.9249(2) 0.6371(4) 0.0555(10) Uani 1 1 d . . . . .
H50A H 1.2449 0.9395 0.6457 0.083 Uiso 1 1 calc R U . . .
H50B H 1.0923 0.9616 0.6225 0.083 Uiso 1 1 calc R U . . .
H50C H 1.1294 0.8955 0.5642 0.083 Uiso 1 1 calc R U . . .
N1 N 0.6927(3) 0.96978(14) 0.3846(3) 0.0356(6) Uani 1 1 d . . . . .
N2 N 0.5122(3) 0.89579(13) 0.5620(3) 0.0339(6) Uani 1 1 d . . . . .
N3 N 0.6207(3) 0.75287(13) 0.4712(3) 0.0358(6) Uani 1 1 d . . . . .
N4 N 0.7971(3) 0.82638(13) 0.2926(3) 0.0357(6) Uani 1 1 d . . . . .
N5 N 0.9984(2) 0.86514(16) 0.7605(2) 0.0393(7) Uani 1 1 d . . . . .
Cl1 Cl 0.47658(7) 0.85798(4) 0.25644(7) 0.03795(19) Uani 1 1 d . . . . .
H1 H 0.634(4) 0.9380(19) 0.350(4) 0.060(12) Uiso 1 1 d . . . . .
H2 H 0.496(3) 0.8874(15) 0.477(3) 0.036(9) Uiso 1 1 d . . . . .
H3 H 0.580(3) 0.7804(16) 0.405(3) 0.038(9) Uiso 1 1 d . . . . .
H4 H 0.702(4) 0.8347(18) 0.273(3) 0.063(12) Uiso 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.365(4) . ?
C1 N1 1.373(4) . ?
C1 C20 1.520(4) . ?
C2 C3 1.418(5) . ?
C2 H2A 0.94 . ?
C3 C4 1.366(5) . ?
C3 H3A 0.94 . ?
C4 N1 1.380(4) . ?
C4 C5 1.520(4) . ?
C5 C6 1.521(5) . ?
C5 C22 1.531(4) . ?
C5 C21 1.545(4) . ?
C6 C7 1.369(4) . ?
C6 N2 1.376(4) . ?
C7 C8 1.423(5) . ?
C7 H7 0.94 . ?
C8 C9 1.372(4) . ?
C8 H8 0.94 . ?
C9 N2 1.376(4) . ?
C9 C10 1.523(5) . ?
C10 C27 1.485(4) . ?
C10 C11 1.516(4) . ?
C10 C23 1.551(4) . ?
C11 C12 1.356(4) . ?
C11 N3 1.381(4) . ?
C12 C13 1.420(4) . ?
C12 H12 0.94 . ?
C13 C14 1.357(4) . ?
C13 H13 0.94 . ?
C14 N3 1.377(4) . ?
C14 C15 1.522(4) . ?
C15 C16 1.515(4) . ?
C15 C25 1.533(5) . ?
C15 C24 1.542(5) . ?
C16 C17 1.375(4) . ?
C16 N4 1.376(4) . ?
C17 C18 1.423(5) . ?
C17 H17 0.94 . ?
C18 C19 1.360(4) . ?
C18 H18 0.94 . ?
C19 N4 1.383(4) . ?
C19 C20 1.521(5) . ?
C20 C35 1.477(4) . ?
C20 C26 1.555(4) . ?
C21 H21A 0.97 . ?
C21 H21B 0.97 . ?
C21 H21C 0.97 . ?
C22 H22A 0.97 . ?
C22 H22B 0.97 . ?
C22 H22C 0.97 . ?
C23 H23A 0.97 . ?
C23 H23B 0.97 . ?
C23 H23C 0.97 . ?
C24 H24A 0.97 . ?
C24 H24B 0.97 . ?
C24 H24C 0.97 . ?
C25 H25A 0.97 . ?
C25 H25B 0.97 . ?
C25 H25C 0.97 . ?
C26 H26A 0.97 . ?
C26 H26B 0.97 . ?
C26 H26C 0.97 . ?
C27 C28 1.185(4) . ?
C28 C29 1.447(4) . ?
C29 C34 1.389(5) . ?
C29 C30 1.394(5) . ?
C30 C31 1.376(5) . ?
C30 H30 0.94 . ?
C31 C32 1.375(6) . ?
C31 H31 0.94 . ?
C32 C33 1.379(6) . ?
C32 H32 0.94 . ?
C33 C34 1.385(5) . ?
C33 H33 0.94 . ?
C34 H34 0.94 . ?
C35 C36 1.190(4) . ?
C36 C37 1.440(4) . ?
C37 C38 1.383(5) . ?
C37 C42 1.390(5) . ?
C38 C39 1.381(5) . ?
C38 H38 0.94 . ?
C39 C40 1.378(6) . ?
C39 H39 0.94 . ?
C40 C41 1.367(6) . ?
C40 H40 0.94 . ?
C41 C42 1.385(5) . ?
C41 H41 0.94 . ?
C42 H42 0.94 . ?
C43 C44 1.509(5) . ?
C43 N5 1.526(4) . ?
C43 H43A 0.98 . ?
C43 H43B 0.98 . ?
C44 H44A 0.97 . ?
C44 H44B 0.97 . ?
C44 H44C 0.97 . ?
C45 C46 1.513(5) . ?
C45 N5 1.520(4) . ?
C45 H45A 0.98 . ?
C45 H45B 0.98 . ?
C46 H46A 0.97 . ?
C46 H46B 0.97 . ?
C46 H46C 0.97 . ?
C47 C48 1.516(5) . ?
C47 N5 1.518(4) . ?
C47 H47A 0.98 . ?
C47 H47B 0.98 . ?
C48 H48A 0.97 . ?
C48 H48B 0.97 . ?
C48 H48C 0.97 . ?
C49 C50 1.508(5) . ?
C49 N5 1.530(4) . ?
C49 H49A 0.98 . ?
C49 H49B 0.98 . ?
C50 H50A 0.97 . ?
C50 H50B 0.97 . ?
C50 H50C 0.97 . ?
N1 H1 0.91(4) . ?
N2 H2 0.90(3) . ?
N3 H3 0.93(3) . ?
N4 H4 0.96(4) . ?

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
C2 C1 N1 107.0(3) . . ?
C2 C1 C20 131.4(3) . . ?
N1 C1 C20 121.6(3) . . ?
C1 C2 C3 108.0(3) . . ?
C1 C2 H2A 126 . . ?
C3 C2 H2A 126 . . ?
C4 C3 C2 107.9(3) . . ?
C4 C3 H3A 126 . . ?
C2 C3 H3A 126 . . ?
C3 C4 N1 106.7(3) . . ?
C3 C4 C5 131.6(3) . . ?
N1 C4 C5 121.7(3) . . ?
C4 C5 C6 111.6(3) . . ?
C4 C5 C22 109.2(3) . . ?
C6 C5 C22 108.9(3) . . ?
C4 C5 C21 109.5(3) . . ?
C6 C5 C21 109.6(3) . . ?
C22 C5 C21 108.0(3) . . ?
C7 C6 N2 106.9(3) . . ?
C7 C6 C5 131.3(3) . . ?
N2 C6 C5 121.8(3) . . ?
C6 C7 C8 108.1(3) . . ?
C6 C7 H7 126 . . ?
C8 C7 H7 126 . . ?
C9 C8 C7 107.5(3) . . ?
C9 C8 H8 126.2 . . ?
C7 C8 H8 126.2 . . ?
C8 C9 N2 107.0(3) . . ?
C8 C9 C10 131.2(3) . . ?
N2 C9 C10 121.7(3) . . ?
C27 C10 C11 108.7(3) . . ?
C27 C10 C9 108.1(3) . . ?
C11 C10 C9 113.6(2) . . ?
C27 C10 C23 106.4(3) . . ?
C11 C10 C23 109.3(3) . . ?
C9 C10 C23 110.5(3) . . ?
C12 C11 N3 107.1(3) . . ?
C12 C11 C10 131.6(3) . . ?
N3 C11 C10 121.2(3) . . ?
C11 C12 C13 108.0(3) . . ?
C11 C12 H12 126 . . ?
C13 C12 H12 126 . . ?
C14 C13 C12 107.9(3) . . ?
C14 C13 H13 126 . . ?
C12 C13 H13 126 . . ?
C13 C14 N3 107.2(3) . . ?
C13 C14 C15 131.9(3) . . ?
N3 C14 C15 120.9(3) . . ?
C16 C15 C14 111.5(3) . . ?
C16 C15 C25 109.4(3) . . ?
C14 C15 C25 108.8(3) . . ?
C16 C15 C24 108.9(3) . . ?
C14 C15 C24 109.5(3) . . ?
C25 C15 C24 108.7(3) . . ?
C17 C16 N4 106.3(3) . . ?
C17 C16 C15 131.9(3) . . ?
N4 C16 C15 121.7(3) . . ?
C16 C17 C18 108.4(3) . . ?
C16 C17 H17 125.8 . . ?
C18 C17 H17 125.8 . . ?
C19 C18 C17 107.4(3) . . ?
C19 C18 H18 126.3 . . ?
C17 C18 H18 126.3 . . ?
C18 C19 N4 107.5(3) . . ?
C18 C19 C20 131.1(3) . . ?
N4 C19 C20 121.4(3) . . ?
C35 C20 C1 109.3(3) . . ?
C35 C20 C19 107.1(3) . . ?
C1 C20 C19 113.6(3) . . ?
C35 C20 C26 107.3(3) . . ?
C1 C20 C26 109.5(3) . . ?
C19 C20 C26 109.9(3) . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C15 C25 H25A 109.5 . . ?
C15 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C15 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C10 173.1(3) . . ?
C27 C28 C29 173.6(4) . . ?
C34 C29 C30 119.3(3) . . ?
C34 C29 C28 120.7(3) . . ?
C30 C29 C28 119.8(3) . . ?
C31 C30 C29 120.0(3) . . ?
C31 C30 H30 120 . . ?
C29 C30 H30 120 . . ?
C32 C31 C30 120.6(4) . . ?
C32 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C31 C32 C33 119.8(3) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C34 120.3(4) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C33 C34 C29 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
C29 C34 H34 120.1 . . ?
C36 C35 C20 174.6(3) . . ?
C35 C36 C37 176.7(4) . . ?
C38 C37 C42 119.1(3) . . ?
C38 C37 C36 121.4(3) . . ?
C42 C37 C36 119.5(3) . . ?
C39 C38 C37 120.2(4) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C40 C39 C38 120.3(4) . . ?
C40 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C41 C40 C39 120.1(4) . . ?
C41 C40 H40 120 . . ?
C39 C40 H40 120 . . ?
C40 C41 C42 120.1(4) . . ?
C40 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C41 C42 C37 120.2(4) . . ?
C41 C42 H42 119.9 . . ?
C37 C42 H42 119.9 . . ?
C44 C43 N5 114.8(3) . . ?
C44 C43 H43A 108.6 . . ?
N5 C43 H43A 108.6 . . ?
C44 C43 H43B 108.6 . . ?
N5 C43 H43B 108.6 . . ?
H43A C43 H43B 107.5 . . ?
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 . . ?
C46 C45 N5 115.8(3) . . ?
C46 C45 H45A 108.3 . . ?
N5 C45 H45A 108.3 . . ?
C46 C45 H45B 108.3 . . ?
N5 C45 H45B 108.3 . . ?
H45A C45 H45B 107.4 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 N5 114.7(3) . . ?
C48 C47 H47A 108.6 . . ?
N5 C47 H47A 108.6 . . ?
C48 C47 H47B 108.6 . . ?
N5 C47 H47B 108.6 . . ?
H47A C47 H47B 107.6 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 N5 115.4(3) . . ?
C50 C49 H49A 108.4 . . ?
N5 C49 H49A 108.4 . . ?
C50 C49 H49B 108.4 . . ?
N5 C49 H49B 108.4 . . ?
H49A C49 H49B 107.5 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C1 N1 C4 110.4(3) . . ?
C1 N1 H1 123(2) . . ?
C4 N1 H1 126(2) . . ?
C6 N2 C9 110.5(3) . . ?
C6 N2 H2 124(2) . . ?
C9 N2 H2 125(2) . . ?
C14 N3 C11 109.8(3) . . ?
C14 N3 H3 123(2) . . ?
C11 N3 H3 127(2) . . ?
C16 N4 C19 110.4(3) . . ?
C16 N4 H4 125(2) . . ?
C19 N4 H4 124(2) . . ?
C47 N5 C45 111.1(3) . . ?
C47 N5 C43 106.5(2) . . ?
C45 N5 C43 111.1(3) . . ?
C47 N5 C49 111.1(3) . . ?
C45 N5 C49 106.4(2) . . ?
C43 N5 C49 110.7(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
N1 H1 Cl1 0.91(4) 2.37(4) 3.280(3) 178(3) .
N2 H2 Cl1 0.90(3) 2.37(3) 3.262(3) 173(3) .
N3 H3 Cl1 0.93(3) 2.33(3) 3.257(3) 174(3) .
N4 H4 Cl1 0.96(4) 2.31(4) 3.263(3) 172(3) .

####################################################################### 
# 
# 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_C42H40N4_2(C3H6O)_H2O
_database_code_depnum_ccdc_archive 'CCDC 1827180'
_audit_update_record             
;
2018-03-02 deposited with the CCDC.
2018-06-28 downloaded from the CCDC.
;

_audit_creation_date             2017-12-18T17:13:24-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C42 H40 N4, 2(C3 H6 O), H2 O'
_chemical_formula_sum            'C48 H54 N4 O3'
_chemical_formula_weight         734.95

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.8622(6)
_cell_length_b                   9.5715(4)
_cell_length_c                   26.4871(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.972(2)
_cell_angle_gamma                90
_cell_volume                     4274.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3534
_cell_measurement_theta_min      3.77
_cell_measurement_theta_max      21.412
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.498
_exptl_crystal_size_mid          0.276
_exptl_crystal_size_min          0.043
_exptl_crystal_density_diffrn    1.142
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1576


#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
; 
 SADABS(Blessing, 1995) 
;
_exptl_absorpt_correction_T_min  0.6527
_exptl_absorpt_correction_T_max  0.7457
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.997

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.1184
_diffrn_reflns_av_unetI/netI     0.0958
_diffrn_reflns_number            51050
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.538
_diffrn_reflns_theta_max         28.275
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.989
_reflns_Friedel_coverage         0
_reflns_number_total             10478
_reflns_number_gt                4983
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#


_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         10478
_refine_ls_number_parameters     520
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1144
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.042

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.20196(11) 0.1951(2) 0.27906(7) 0.0320(5) Uani 1 1 d . . . . .
C2 C 0.24419(12) 0.3127(2) 0.26792(8) 0.0415(6) Uani 1 1 d . . . . .
H2 H 0.2241 0.4031 0.2657 0.05 Uiso 1 1 calc R U . . .
C3 C 0.32419(12) 0.2725(2) 0.26029(8) 0.0413(6) Uani 1 1 d . . . . .
H3 H 0.3657 0.3318 0.2522 0.05 Uiso 1 1 calc R U . . .
C4 C 0.32933(11) 0.1315(2) 0.26694(8) 0.0333(5) Uani 1 1 d . . . . .
C5 C 0.39961(11) 0.0333(2) 0.26232(8) 0.0355(5) Uani 1 1 d . . . . .
C6 C 0.41853(11) -0.0444(2) 0.31094(8) 0.0350(5) Uani 1 1 d . . . . .
C7 C 0.47605(12) -0.0239(2) 0.34679(9) 0.0472(6) Uani 1 1 d . . . . .
H7 H 0.5141 0.0464 0.3467 0.057 Uiso 1 1 calc R U . . .
C8 C 0.46789(12) -0.1279(3) 0.38410(9) 0.0497(6) Uani 1 1 d . . . . .
H8 H 0.4998 -0.1378 0.4129 0.06 Uiso 1 1 calc R U . . .
C9 C 0.40568(11) -0.2111(2) 0.37103(8) 0.0364(5) Uani 1 1 d . . . . .
C10 C 0.37377(12) -0.3438(2) 0.39408(8) 0.0385(5) Uani 1 1 d . . . . .
C11 C 0.28415(12) -0.3422(2) 0.39606(8) 0.0351(5) Uani 1 1 d . . . . .
C12 C 0.22806(12) -0.4374(2) 0.38015(8) 0.0409(5) Uani 1 1 d . . . . .
H12 H 0.238 -0.5214 0.3638 0.049 Uiso 1 1 calc R U . . .
C13 C 0.15236(12) -0.3847(2) 0.39300(8) 0.0402(5) Uani 1 1 d . . . . .
H13 H 0.1039 -0.4281 0.3865 0.048 Uiso 1 1 calc R U . . .
C14 C 0.16321(11) -0.2588(2) 0.41656(8) 0.0326(5) Uani 1 1 d . . . . .
C15 C 0.10452(11) -0.1577(2) 0.43919(8) 0.0337(5) Uani 1 1 d . . . . .
C16 C 0.10452(11) -0.0175(2) 0.41242(8) 0.0330(5) Uani 1 1 d . . . . .
C17 C 0.09129(12) 0.1142(2) 0.43000(9) 0.0412(6) Uani 1 1 d . . . . .
H17 H 0.0833 0.1389 0.4635 0.049 Uiso 1 1 calc R U . . .
C18 C 0.09187(12) 0.2064(2) 0.38840(9) 0.0410(5) Uani 1 1 d . . . . .
H18 H 0.0842 0.3026 0.3898 0.049 Uiso 1 1 calc R U . . .
C19 C 0.10552(11) 0.1308(2) 0.34574(8) 0.0328(5) Uani 1 1 d . . . . .
C20 C 0.11504(11) 0.1767(2) 0.29118(8) 0.0348(5) Uani 1 1 d . . . . .
C21 C 0.38169(11) -0.0730(2) 0.22264(8) 0.0376(5) Uani 1 1 d . . . . .
C22 C 0.36753(12) -0.1637(2) 0.19309(9) 0.0400(5) Uani 1 1 d . . . . .
C23 C 0.35153(12) -0.2785(2) 0.15948(9) 0.0388(5) Uani 1 1 d . . . . .
C24 C 0.36772(14) -0.2699(3) 0.10815(9) 0.0494(6) Uani 1 1 d . . . . .
H24 H 0.3893 -0.1884 0.0951 0.059 Uiso 1 1 calc R U . . .
C25 C 0.35188(15) -0.3813(3) 0.07664(10) 0.0573(7) Uani 1 1 d . . . . .
H25 H 0.3625 -0.3746 0.0424 0.069 Uiso 1 1 calc R U . . .
C26 C 0.32043(14) -0.5025(3) 0.09574(10) 0.0541(7) Uani 1 1 d . . . . .
H26 H 0.3094 -0.5772 0.0743 0.065 Uiso 1 1 calc R U . . .
C27 C 0.30531(13) -0.5138(3) 0.14639(10) 0.0507(6) Uani 1 1 d . . . . .
H27 H 0.2848 -0.5964 0.1593 0.061 Uiso 1 1 calc R U . . .
C28 C 0.32057(12) -0.4022(3) 0.17812(9) 0.0433(6) Uani 1 1 d . . . . .
H28 H 0.31 -0.41 0.2124 0.052 Uiso 1 1 calc R U . . .
C29 C 0.47284(12) 0.1183(2) 0.24683(9) 0.0485(6) Uani 1 1 d . . . . .
H29A H 0.4846 0.1872 0.2722 0.073 Uiso 1 1 calc R U . . .
H29B H 0.4622 0.1638 0.2151 0.073 Uiso 1 1 calc R U . . .
H29C H 0.5174 0.0568 0.2435 0.073 Uiso 1 1 calc R U . . .
C31 C 0.40008(13) -0.4694(2) 0.36240(10) 0.0529(7) Uani 1 1 d . . . . .
H31A H 0.4569 -0.4709 0.3608 0.079 Uiso 1 1 calc R U . . .
H31B H 0.3779 -0.4617 0.3289 0.079 Uiso 1 1 calc R U . . .
H31C H 0.3818 -0.5542 0.3777 0.079 Uiso 1 1 calc R U . . .
C32 C 0.40806(13) -0.3594(3) 0.44827(9) 0.0551(7) Uani 1 1 d . . . . .
H32A H 0.4649 -0.3596 0.4473 0.083 Uiso 1 1 calc R U . . .
H32B H 0.3899 -0.4456 0.4626 0.083 Uiso 1 1 calc R U . . .
H32C H 0.3906 -0.2827 0.4686 0.083 Uiso 1 1 calc R U . . .
C33 C 0.02376(13) -0.2216(2) 0.43499(8) 0.0390(5) Uani 1 1 d . . . . .
C34 C -0.04024(13) -0.2733(2) 0.43354(8) 0.0418(6) Uani 1 1 d . . . . .
C35 C -0.11866(13) -0.3348(2) 0.43387(9) 0.0457(6) Uani 1 1 d . . . . .
C36 C -0.16866(15) -0.3272(3) 0.39161(11) 0.0598(7) Uani 1 1 d . . . . .
H36 H -0.1514 -0.2844 0.3622 0.072 Uiso 1 1 calc R U . . .
C37 C -0.24520(17) -0.3844(3) 0.39349(15) 0.0785(10) Uani 1 1 d . . . . .
H37 H -0.2793 -0.3798 0.3656 0.094 Uiso 1 1 calc R U . . .
C38 C -0.26919(18) -0.4481(3) 0.43802(17) 0.0907(11) Uani 1 1 d . . . . .
H38 H -0.3203 -0.4843 0.4398 0.109 Uiso 1 1 calc R U . . .
C39 C -0.21964(19) -0.4587(3) 0.47892(14) 0.0884(10) Uani 1 1 d . . . . .
H39 H -0.2362 -0.5039 0.508 0.106 Uiso 1 1 calc R U . . .
C40 C -0.14531(16) -0.4024(3) 0.47679(11) 0.0670(8) Uani 1 1 d . . . . .
H40 H -0.1116 -0.4094 0.5048 0.08 Uiso 1 1 calc R U . . .
C41 C 0.12394(13) -0.1361(3) 0.49602(8) 0.0472(6) Uani 1 1 d . . . . .
H41A H 0.1758 -0.0955 0.4998 0.071 Uiso 1 1 calc R U . . .
H41B H 0.1227 -0.2245 0.5131 0.071 Uiso 1 1 calc R U . . .
H41C H 0.0853 -0.0747 0.5104 0.071 Uiso 1 1 calc R U . . .
C42 C 0.07612(12) 0.0699(2) 0.25492(8) 0.0438(6) Uani 1 1 d . . . . .
H42A H 0.0212 0.0591 0.2631 0.066 Uiso 1 1 calc R U . . .
H42B H 0.1026 -0.0185 0.2583 0.066 Uiso 1 1 calc R U . . .
H42C H 0.0803 0.1025 0.2208 0.066 Uiso 1 1 calc R U . . .
C43 C 0.07294(13) 0.3176(2) 0.28373(9) 0.0486(6) Uani 1 1 d . . . . .
H43A H 0.0178 0.3076 0.2914 0.073 Uiso 1 1 calc R U . . .
H43B H 0.0781 0.3473 0.2493 0.073 Uiso 1 1 calc R U . . .
H43C H 0.0966 0.3859 0.3058 0.073 Uiso 1 1 calc R U . . .
C44 C 0.12464(12) 0.6573(3) 0.16666(10) 0.0443(6) Uani 1 1 d . . . . .
C45 C 0.14124(16) 0.7910(3) 0.14085(11) 0.0721(8) Uani 1 1 d . . . . .
H45A H 0.1547 0.861 0.1655 0.108 Uiso 1 1 calc R U . . .
H45B H 0.095 0.8201 0.1219 0.108 Uiso 1 1 calc R U . . .
H45C H 0.1847 0.7787 0.1183 0.108 Uiso 1 1 calc R U . . .
C46 C 0.09826(14) 0.5370(3) 0.13485(10) 0.0582(7) Uani 1 1 d . . . . .
H46A H 0.0931 0.4554 0.1556 0.087 Uiso 1 1 calc R U . . .
H46B H 0.1367 0.5197 0.1093 0.087 Uiso 1 1 calc R U . . .
H46C H 0.048 0.5583 0.1191 0.087 Uiso 1 1 calc R U . . .
C47 C 0.34603(13) 0.1073(3) 0.44639(9) 0.0472(6) Uani 1 1 d . . . . .
C48 C 0.41646(18) 0.1877(3) 0.46630(12) 0.0847(10) Uani 1 1 d . . . . .
H48A H 0.4441 0.1328 0.4913 0.127 Uiso 1 1 calc R U . . .
H48B H 0.3988 0.2734 0.4812 0.127 Uiso 1 1 calc R U . . .
H48C H 0.4515 0.2082 0.4391 0.127 Uiso 1 1 calc R U . . .
C49 C 0.30170(14) 0.1663(3) 0.40299(10) 0.0615(7) Uani 1 1 d . . . . .
H49A H 0.2602 0.103 0.3929 0.092 Uiso 1 1 calc R U . . .
H49B H 0.337 0.18 0.3754 0.092 Uiso 1 1 calc R U . . .
H49C H 0.279 0.2543 0.4124 0.092 Uiso 1 1 calc R U . . .
N1 N 0.25432(9) 0.0846(2) 0.27807(7) 0.0333(4) Uani 1 1 d . . . . .
N2 N 0.37558(10) -0.15956(18) 0.32618(7) 0.0349(4) Uani 1 1 d . . . . .
N3 N 0.24373(10) -0.2336(2) 0.41810(7) 0.0344(4) Uani 1 1 d . . . . .
N4 N 0.11277(10) -0.00654(19) 0.36101(7) 0.0320(4) Uani 1 1 d . . . . .
O1 O 0.13066(9) 0.64536(18) 0.21226(6) 0.0567(5) Uani 1 1 d . . . . .
O2 O 0.32708(10) -0.00237(18) 0.46574(6) 0.0627(5) Uani 1 1 d . . . . .
O1W O 0.20294(10) 0.78482(18) 0.29083(8) 0.0460(4) Uani 1 1 d . . . . .
H1N H 0.2412(12) -0.007(2) 0.2831(8) 0.045(7) Uiso 1 1 d . . . . .
H1W H 0.1794(19) 0.743(3) 0.2641(13) 0.113(13) Uiso 1 1 d . . . . .
H2N H 0.3344(12) -0.196(2) 0.3102(8) 0.043(6) Uiso 1 1 d . . . . .
H2W H 0.2009(17) 0.721(3) 0.3145(12) 0.092(12) Uiso 1 1 d . . . . .
H3N H 0.2661(12) -0.159(2) 0.4318(8) 0.040(6) Uiso 1 1 d . . . . .
H4N H 0.1237(13) -0.075(2) 0.3409(8) 0.049(7) Uiso 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.367(3) . ?
C1 N1 1.378(2) . ?
C1 C20 1.516(3) . ?
C2 C3 1.421(3) . ?
C2 H2 0.93 . ?
C3 C4 1.363(3) . ?
C3 H3 0.93 . ?
C4 N1 1.379(2) . ?
C4 C5 1.519(3) . ?
C5 C21 1.490(3) . ?
C5 C6 1.516(3) . ?
C5 C29 1.540(3) . ?
C6 C7 1.360(3) . ?
C6 N2 1.383(2) . ?
C7 C8 1.411(3) . ?
C7 H7 0.93 . ?
C8 C9 1.357(3) . ?
C8 H8 0.93 . ?
C9 N2 1.375(2) . ?
C9 C10 1.512(3) . ?
C10 C11 1.513(3) . ?
C10 C31 1.536(3) . ?
C10 C32 1.545(3) . ?
C11 C12 1.374(3) . ?
C11 N3 1.378(3) . ?
C12 C13 1.419(3) . ?
C12 H12 0.93 . ?
C13 C14 1.368(3) . ?
C13 H13 0.93 . ?
C14 N3 1.379(2) . ?
C14 C15 1.515(3) . ?
C15 C33 1.495(3) . ?
C15 C16 1.518(3) . ?
C15 C41 1.549(3) . ?
C16 C17 1.363(3) . ?
C16 N4 1.375(3) . ?
C17 C18 1.412(3) . ?
C17 H17 0.93 . ?
C18 C19 1.365(3) . ?
C18 H18 0.93 . ?
C19 N4 1.381(3) . ?
C19 C20 1.521(3) . ?
C20 C43 1.535(3) . ?
C20 C42 1.542(3) . ?
C21 C22 1.190(3) . ?
C22 C23 1.437(3) . ?
C23 C28 1.388(3) . ?
C23 C24 1.394(3) . ?
C24 C25 1.378(3) . ?
C24 H24 0.93 . ?
C25 C26 1.375(3) . ?
C25 H25 0.93 . ?
C26 C27 1.374(3) . ?
C26 H26 0.93 . ?
C27 C28 1.380(3) . ?
C27 H27 0.93 . ?
C28 H28 0.93 . ?
C29 H29A 0.96 . ?
C29 H29B 0.96 . ?
C29 H29C 0.96 . ?
C31 H31A 0.96 . ?
C31 H31B 0.96 . ?
C31 H31C 0.96 . ?
C32 H32A 0.96 . ?
C32 H32B 0.96 . ?
C32 H32C 0.96 . ?
C33 C34 1.187(3) . ?
C34 C35 1.448(3) . ?
C35 C40 1.389(3) . ?
C35 C36 1.392(3) . ?
C36 C37 1.403(4) . ?
C36 H36 0.93 . ?
C37 C38 1.394(4) . ?
C37 H37 0.93 . ?
C38 C39 1.361(4) . ?
C38 H38 0.93 . ?
C39 C40 1.367(3) . ?
C39 H39 0.93 . ?
C40 H40 0.93 . ?
C41 H41A 0.96 . ?
C41 H41B 0.96 . ?
C41 H41C 0.96 . ?
C42 H42A 0.96 . ?
C42 H42B 0.96 . ?
C42 H42C 0.96 . ?
C43 H43A 0.96 . ?
C43 H43B 0.96 . ?
C43 H43C 0.96 . ?
C44 O1 1.216(3) . ?
C44 C45 1.480(3) . ?
C44 C46 1.491(3) . ?
C45 H45A 0.96 . ?
C45 H45B 0.96 . ?
C45 H45C 0.96 . ?
C46 H46A 0.96 . ?
C46 H46B 0.96 . ?
C46 H46C 0.96 . ?
C47 O2 1.214(3) . ?
C47 C49 1.473(3) . ?
C47 C48 1.503(3) . ?
C48 H48A 0.96 . ?
C48 H48B 0.96 . ?
C48 H48C 0.96 . ?
C49 H49A 0.96 . ?
C49 H49B 0.96 . ?
C49 H49C 0.96 . ?
N1 H1N 0.91(2) . ?
N2 H2N 0.88(2) . ?
N3 H3N 0.88(2) . ?
N4 H4N 0.87(2) . ?
O1W H1W 0.90(4) . ?
O1W H2W 0.87(3) . ?

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
C2 C1 N1 106.95(17) . . ?
C2 C1 C20 130.57(18) . . ?
N1 C1 C20 122.47(17) . . ?
C1 C2 C3 107.84(19) . . ?
C1 C2 H2 126.1 . . ?
C3 C2 H2 126.1 . . ?
C4 C3 C2 107.98(19) . . ?
C4 C3 H3 126 . . ?
C2 C3 H3 126 . . ?
C3 C4 N1 107.06(18) . . ?
C3 C4 C5 130.55(18) . . ?
N1 C4 C5 122.36(18) . . ?
C21 C5 C6 107.55(17) . . ?
C21 C5 C4 109.29(16) . . ?
C6 C5 C4 112.85(17) . . ?
C21 C5 C29 109.06(18) . . ?
C6 C5 C29 109.09(16) . . ?
C4 C5 C29 108.93(17) . . ?
C7 C6 N2 106.38(18) . . ?
C7 C6 C5 131.27(19) . . ?
N2 C6 C5 122.34(17) . . ?
C6 C7 C8 108.08(19) . . ?
C6 C7 H7 126 . . ?
C8 C7 H7 126 . . ?
C9 C8 C7 108.63(19) . . ?
C9 C8 H8 125.7 . . ?
C7 C8 H8 125.7 . . ?
C8 C9 N2 106.37(19) . . ?
C8 C9 C10 131.97(19) . . ?
N2 C9 C10 121.43(17) . . ?
C9 C10 C11 111.59(17) . . ?
C9 C10 C31 109.19(18) . . ?
C11 C10 C31 108.95(18) . . ?
C9 C10 C32 109.03(18) . . ?
C11 C10 C32 109.08(18) . . ?
C31 C10 C32 108.95(19) . . ?
C12 C11 N3 106.69(18) . . ?
C12 C11 C10 131.7(2) . . ?
N3 C11 C10 121.59(18) . . ?
C11 C12 C13 107.94(19) . . ?
C11 C12 H12 126 . . ?
C13 C12 H12 126 . . ?
C14 C13 C12 107.97(18) . . ?
C14 C13 H13 126 . . ?
C12 C13 H13 126 . . ?
C13 C14 N3 106.93(19) . . ?
C13 C14 C15 131.28(18) . . ?
N3 C14 C15 121.78(18) . . ?
C33 C15 C14 108.05(17) . . ?
C33 C15 C16 109.52(16) . . ?
C14 C15 C16 112.00(17) . . ?
C33 C15 C41 107.71(17) . . ?
C14 C15 C41 109.96(17) . . ?
C16 C15 C41 109.50(18) . . ?
C17 C16 N4 106.71(19) . . ?
C17 C16 C15 131.1(2) . . ?
N4 C16 C15 122.05(18) . . ?
C16 C17 C18 108.0(2) . . ?
C16 C17 H17 126 . . ?
C18 C17 H17 126 . . ?
C19 C18 C17 108.55(19) . . ?
C19 C18 H18 125.7 . . ?
C17 C18 H18 125.7 . . ?
C18 C19 N4 106.12(19) . . ?
C18 C19 C20 131.0(2) . . ?
N4 C19 C20 122.86(19) . . ?
C1 C20 C19 110.65(16) . . ?
C1 C20 C43 108.50(17) . . ?
C19 C20 C43 108.62(17) . . ?
C1 C20 C42 110.37(17) . . ?
C19 C20 C42 110.49(17) . . ?
C43 C20 C42 108.14(17) . . ?
C22 C21 C5 176.2(2) . . ?
C21 C22 C23 176.9(2) . . ?
C28 C23 C24 118.6(2) . . ?
C28 C23 C22 120.0(2) . . ?
C24 C23 C22 121.4(2) . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C24 120.1(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C27 C26 C25 120.3(2) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 119.9(2) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C27 C28 C23 120.7(2) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C5 C29 H29A 109.5 . . ?
C5 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C5 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C10 C31 H31A 109.5 . . ?
C10 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C10 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C10 C32 H32A 109.5 . . ?
C10 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C10 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C15 177.6(2) . . ?
C33 C34 C35 177.7(3) . . ?
C40 C35 C36 118.8(2) . . ?
C40 C35 C34 120.2(2) . . ?
C36 C35 C34 121.0(2) . . ?
C35 C36 C37 119.7(3) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C38 C37 C36 118.7(3) . . ?
C38 C37 H37 120.6 . . ?
C36 C37 H37 120.6 . . ?
C39 C38 C37 121.5(3) . . ?
C39 C38 H38 119.2 . . ?
C37 C38 H38 119.2 . . ?
C38 C39 C40 119.3(3) . . ?
C38 C39 H39 120.4 . . ?
C40 C39 H39 120.4 . . ?
C39 C40 C35 121.8(3) . . ?
C39 C40 H40 119.1 . . ?
C35 C40 H40 119.1 . . ?
C15 C41 H41A 109.5 . . ?
C15 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C15 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C20 C42 H42A 109.5 . . ?
C20 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C20 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C20 C43 H43A 109.5 . . ?
C20 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C20 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O1 C44 C45 121.8(2) . . ?
O1 C44 C46 120.5(2) . . ?
C45 C44 C46 117.7(2) . . ?
C44 C45 H45A 109.5 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C44 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C44 C46 H46A 109.5 . . ?
C44 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C44 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O2 C47 C49 121.8(2) . . ?
O2 C47 C48 120.4(2) . . ?
C49 C47 C48 117.7(2) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C1 N1 C4 110.17(18) . . ?
C1 N1 H1N 125.2(13) . . ?
C4 N1 H1N 124.6(13) . . ?
C9 N2 C6 110.53(17) . . ?
C9 N2 H2N 123.4(14) . . ?
C6 N2 H2N 126.1(14) . . ?
C11 N3 C14 110.48(17) . . ?
C11 N3 H3N 125.0(13) . . ?
C14 N3 H3N 124.5(13) . . ?
C16 N4 C19 110.65(19) . . ?
C16 N4 H4N 125.2(15) . . ?
C19 N4 H4N 124.1(15) . . ?
H1W O1W H2W 103(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
N1 H1N O1W 0.91(2) 2.11(2) 3.018(3) 175.4(19) 1_545
O1W H1W O1 0.90(4) 1.84(4) 2.741(2) 176(3) .
N2 H2N O1W 0.88(2) 2.27(2) 3.089(2) 154.2(18) 1_545
N3 H3N O2 0.88(2) 2.02(2) 2.900(2) 173.6(18) .
N4 H4N O1W 0.87(2) 2.32(2) 3.139(3) 156.5(19) 1_545


