# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2015

####################################################################### 
# 
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 1035928'
_audit_update_record             
;
2014-11-25 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            zwx
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H80 N24 O28'
_chemical_formula_weight         1369.30

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/m

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

_cell_length_a                   14.8304(11)
_cell_length_b                   19.0315(14)
_cell_length_c                   12.5878(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.618(5)
_cell_angle_gamma                90.00
_cell_volume                     3541.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1448
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker CCD Area Detector'
_diffrn_measurement_method       'φ and ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24955
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         27.75
_reflns_number_total             4234
_reflns_number_gt                2061
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1951P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4234
_refine_ls_number_parameters     187
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0837
_refine_ls_wR_factor_ref         0.2994
_refine_ls_wR_factor_gt          0.2677
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_restrained_S_all      0.952
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.04660(19) 0.17578(17) 0.2787(2) 0.0870(8) Uani 1 1 d . . .
C2 C 0.06022(19) 0.24326(14) 0.3806(2) 0.0860(8) Uani 1 1 d . . .
H2 H 0.0637 0.2946 0.3769 0.103 Uiso 1 1 calc R . .
C3 C 0.10659(18) 0.20848(15) 0.2872(2) 0.0838(8) Uani 1 1 d . . .
C4 C 0.18078(19) 0.17614(15) 0.4497(3) 0.0855(8) Uani 1 1 d . . .
C5 C 0.0387(2) 0.12821(19) 0.1371(2) 0.0930(9) Uani 1 1 d . . .
H5A H -0.0213 0.1261 0.1005 0.112 Uiso 1 1 calc R . .
H5B H 0.0769 0.1545 0.0923 0.112 Uiso 1 1 calc R . .
C6 C 0.24433(18) 0.12833(15) 0.2924(3) 0.0893(8) Uani 1 1 d . . .
H6A H 0.2978 0.1241 0.3417 0.107 Uiso 1 1 calc R . .
H6B H 0.2612 0.1541 0.2306 0.107 Uiso 1 1 calc R . .
C7 C 0.0197(3) 0.0000 0.1406(3) 0.0881(11) Uani 1 2 d S . .
C8 C 0.16857(17) 0.04022(16) 0.1579(2) 0.0832(8) Uani 1 1 d . . .
C9 C 0.2443(3) 0.0000 0.3160(4) 0.0878(11) Uani 1 2 d S . .
C10 C -0.1039(2) 0.2480(2) 0.4222(3) 0.1037(10) Uani 1 1 d . . .
H10A H -0.1609 0.2402 0.3803 0.124 Uiso 1 1 calc R . .
H10B H -0.0955 0.2983 0.4297 0.124 Uiso 1 1 calc R . .
C11 C 0.1464(3) 0.2624(2) 0.2160(3) 0.1299(14) Uani 1 1 d . . .
H11A H 0.0985 0.2896 0.1803 0.195 Uiso 1 1 calc R . .
H11B H 0.1797 0.2389 0.1641 0.195 Uiso 1 1 calc R . .
H11C H 0.1862 0.2929 0.2584 0.195 Uiso 1 1 calc R . .
C12 C 0.2167(4) 0.0738(3) 0.0656(5) 0.0907(16) Uani 0.50 1 d P . .
H12A H 0.2797 0.0615 0.0727 0.136 Uiso 0.50 1 calc PR . .
H12B H 0.2106 0.1240 0.0683 0.136 Uiso 0.50 1 calc PR . .
H12C H 0.1897 0.0567 -0.0013 0.136 Uiso 0.50 1 calc PR . .
N1 N -0.03172(15) 0.21955(14) 0.3656(2) 0.0933(8) Uani 1 1 d . . .
N2 N 0.03341(15) 0.16638(13) 0.23701(18) 0.0843(7) Uani 1 1 d . . .
N3 N 0.10919(15) 0.21746(13) 0.4733(2) 0.0872(7) Uani 1 1 d . . .
N4 N 0.17771(14) 0.16733(11) 0.3422(2) 0.0819(7) Uani 1 1 d . . .
N5 N 0.07346(15) 0.05790(13) 0.14902(19) 0.0863(7) Uani 1 1 d . . .
N6 N 0.21441(15) 0.05813(12) 0.2588(2) 0.0856(7) Uani 1 1 d . . .
O1 O -0.11931(15) 0.15339(16) 0.24579(18) 0.1172(9) Uani 1 1 d . . .
O2 O -0.06188(18) 0.0000 0.1237(3) 0.1138(11) Uani 1 2 d S . .
O3 O 0.23919(15) 0.15391(13) 0.5142(2) 0.1099(8) Uani 1 1 d . . .
O4 O 0.2904(3) 0.0000 0.3975(3) 0.1320(14) Uani 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0712(16) 0.118(2) 0.0723(18) 0.0168(16) 0.0058(14) 0.0200(14)
C2 0.0885(18) 0.0793(15) 0.093(2) 0.0134(14) 0.0226(16) 0.0052(12)
C3 0.0791(16) 0.0955(17) 0.0788(18) 0.0183(14) 0.0174(14) 0.0042(13)
C4 0.0705(15) 0.0987(18) 0.087(2) 0.0151(15) 0.0073(15) -0.0191(13)
C5 0.0800(16) 0.139(2) 0.0603(16) 0.0154(16) 0.0059(13) 0.0189(16)
C6 0.0652(13) 0.0966(18) 0.106(2) 0.0029(16) 0.0043(14) -0.0030(12)
C7 0.074(2) 0.135(3) 0.056(2) 0.000 0.0106(18) 0.000
C8 0.0652(14) 0.1123(17) 0.0739(18) 0.0003(14) 0.0170(13) 0.0056(12)
C9 0.069(2) 0.100(3) 0.093(3) 0.000 -0.010(2) 0.000
C10 0.0914(19) 0.126(2) 0.096(2) 0.0141(19) 0.0224(17) 0.0345(17)
C11 0.127(3) 0.142(3) 0.124(3) 0.044(2) 0.034(3) 0.005(2)
C12 0.082(3) 0.112(4) 0.081(4) -0.015(3) 0.026(3) -0.020(3)
N1 0.0760(14) 0.1234(18) 0.0824(17) 0.0043(15) 0.0187(12) 0.0222(12)
N2 0.0753(13) 0.1114(16) 0.0677(14) 0.0098(12) 0.0150(11) 0.0162(11)
N3 0.0709(13) 0.1097(16) 0.0824(17) 0.0011(13) 0.0158(12) -0.0135(11)
N4 0.0720(12) 0.0930(14) 0.0812(16) 0.0091(12) 0.0097(11) 0.0080(10)
N5 0.0662(12) 0.1234(19) 0.0692(15) -0.0086(12) 0.0054(10) 0.0092(12)
N6 0.0696(12) 0.0988(16) 0.0868(17) -0.0035(12) -0.0032(12) 0.0030(10)
O1 0.0719(12) 0.191(2) 0.0881(16) -0.0011(14) 0.0016(11) 0.0104(13)
O2 0.0584(15) 0.178(3) 0.103(2) 0.000 -0.0097(15) 0.000
O3 0.0781(12) 0.1493(19) 0.1008(16) 0.0244(14) -0.0027(12) -0.0120(12)
O4 0.126(3) 0.118(2) 0.140(3) 0.000 -0.065(3) 0.000

_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 O1 1.202(4) . ?
C1 N2 1.348(4) . ?
C1 N1 1.379(4) . ?
C2 N3 1.412(4) . ?
C2 N1 1.434(4) . ?
C2 C3 1.557(4) . ?
C3 N4 1.445(3) . ?
C3 N2 1.452(4) . ?
C3 C11 1.513(5) . ?
C4 O3 1.215(3) . ?
C4 N4 1.361(4) . ?
C4 N3 1.373(4) . ?
C5 N5 1.437(4) . ?
C5 N2 1.460(4) . ?
C6 N4 1.421(4) . ?
C6 N6 1.460(4) . ?
C7 O2 1.211(5) . ?
C7 N5 1.359(3) . ?
C7 N5 1.359(3) 6 ?
C8 N6 1.433(4) . ?
C8 N5 1.446(3) . ?
C8 C8 1.531(6) 6 ?
C8 C12 1.550(6) . ?
C9 O4 1.187(5) . ?
C9 N6 1.374(4) 6 ?
C9 N6 1.374(4) . ?
C10 N1 1.438(4) . ?
C10 N3 1.447(4) 2_556 ?
N3 C10 1.447(4) 2_556 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 N2 127.8(3) . . ?
O1 C1 N1 124.7(3) . . ?
N2 C1 N1 107.4(3) . . ?
N3 C2 N1 114.8(2) . . ?
N3 C2 C3 104.3(2) . . ?
N1 C2 C3 103.9(2) . . ?
N4 C3 N2 113.6(2) . . ?
N4 C3 C11 110.3(3) . . ?
N2 C3 C11 115.5(3) . . ?
N4 C3 C2 102.6(2) . . ?
N2 C3 C2 101.7(2) . . ?
C11 C3 C2 112.1(3) . . ?
O3 C4 N4 125.9(3) . . ?
O3 C4 N3 125.3(3) . . ?
N4 C4 N3 108.7(3) . . ?
N5 C5 N2 114.6(2) . . ?
N4 C6 N6 113.6(2) . . ?
O2 C7 N5 125.80(17) . . ?
O2 C7 N5 125.80(17) . 6 ?
N5 C7 N5 108.3(3) . 6 ?
N6 C8 N5 113.8(2) . . ?
N6 C8 C8 103.76(15) . 6 ?
N5 C8 C8 103.46(16) . 6 ?
N6 C8 C12 110.6(3) . . ?
N5 C8 C12 110.6(3) . . ?
C8 C8 C12 114.4(2) 6 . ?
O4 C9 N6 126.34(18) . 6 ?
O4 C9 N6 126.34(18) . . ?
N6 C9 N6 107.3(4) 6 . ?
N1 C10 N3 113.3(2) . 2_556 ?
C1 N1 C2 112.6(2) . . ?
C1 N1 C10 122.8(3) . . ?
C2 N1 C10 123.7(3) . . ?
C1 N2 C3 114.1(2) . . ?
C1 N2 C5 120.8(3) . . ?
C3 N2 C5 124.0(2) . . ?
C4 N3 C2 112.1(3) . . ?
C4 N3 C10 121.7(3) . 2_556 ?
C2 N3 C10 123.4(3) . 2_556 ?
C4 N4 C6 122.3(2) . . ?
C4 N4 C3 112.0(2) . . ?
C6 N4 C3 125.3(2) . . ?
C7 N5 C5 122.9(2) . . ?
C7 N5 C8 112.3(2) . . ?
C5 N5 C8 124.3(3) . . ?
C9 N6 C8 112.5(2) . . ?
C9 N6 C6 120.5(3) . . ?
C8 N6 C6 125.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        27.75
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.589
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.063

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.030 0.293 -0.005 1518 324 ' '
_platon_squeeze_details          
;
;
