# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 1415272'
_audit_update_record             
;
2015-07-25 deposited with the CCDC.
2015-10-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H72 Be12 N8 O54 P16'
_chemical_formula_weight         1796.42

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'
Be Be 0.0005 0.0002 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   'P 63/m'

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

_cell_length_a                   18.0026(5)
_cell_length_b                   18.0026(5)
_cell_length_c                   13.3316(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     3741.82(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(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          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840
_exptl_absorpt_coefficient_mu    0.465
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  SCX-mini
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            39483
_diffrn_reflns_av_R_equivalents  0.0855
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2980
_reflns_number_gt                2651
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0480P)²+10.9851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2980
_refine_ls_number_parameters     160
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0929
_refine_ls_R_factor_gt           0.0783
_refine_ls_wR_factor_ref         0.1593
_refine_ls_wR_factor_gt          0.1518
_refine_ls_goodness_of_fit_ref   1.228
_refine_ls_restrained_S_all      1.228
_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
Be1 Be 0.3539(5) 1.3079(4) 0.7500 0.0203(15) Uani 1 2 d S . .
Be2 Be 0.4045(3) 1.0476(3) 0.6184(4) 0.0211(10) Uani 1 1 d . . .
Be3 Be 0.2009(4) 0.7151(4) 0.7500 0.0175(14) Uani 1 2 d S . .
P1 P 0.39807(9) 1.17228(8) 0.7500 0.0182(3) Uani 1 2 d S . .
H1 H 0.4827 1.2368 0.7500 0.022 Uiso 1 2 d SR . .
P2 P 0.52521(9) 1.03717(9) 0.7500 0.0185(3) Uani 1 2 d S . .
H2 H 0.4960 0.9623 0.7500 0.022 Uiso 1 2 d SR . .
P3 P 0.28302(8) 0.90626(8) 0.7500 0.0165(3) Uani 1 2 d S . .
H3 H 0.2017 0.9005 0.7500 0.020 Uiso 1 2 d SR . .
P4 P 0.3333 0.6667 0.7500 0.0235(6) Uani 1 6 d SD . .
H4 H 0.3333 0.6667 0.6581 0.02(4) Uiso 0.50 3 d SPRD . .
P5 P 0.08082(7) 0.70125(6) 0.58981(7) 0.0216(3) Uani 1 1 d . . .
H5 H 0.1255 0.7816 0.5465 0.026 Uiso 1 1 d R . .
O1 O 0.3427(3) 1.2131(2) 0.7500 0.0333(11) Uani 1 2 d S . .
O2 O 0.3851(3) 1.1213(2) 0.6559(2) 0.0409(9) Uani 1 1 d . . .
O3 O 0.49526(19) 1.0609(2) 0.6556(2) 0.0396(8) Uani 1 1 d . . .
O4 O 0.6212(3) 1.0753(3) 0.7500 0.0348(11) Uani 1 2 d S . .
O5 O 0.3286(2) 0.95283(18) 0.6548(2) 0.0319(7) Uani 1 1 d . . .
O6 O 0.2705(3) 0.8174(3) 0.7500 0.0401(12) Uani 1 2 d S . .
O7 O 0.2523(3) 0.6638(3) 0.7500 0.076(2) Uani 1 2 d S . .
O8 O 0.14423(19) 0.6872(2) 0.6501(2) 0.0415(9) Uani 1 1 d . . .
O9 O 0.0494(2) 0.63940(19) 0.5027(2) 0.0339(8) Uani 1 1 d . . .
O10 O 0.0087(2) 0.6960(2) 0.6517(3) 0.0483(10) Uani 1 1 d . . .
C1 C 0.3681(3) 0.7544(2) 0.4165(3) 0.0269(9) Uani 1 1 d . . .
H1A H 0.3523 0.7524 0.3466 0.032 Uiso 1 1 calc R . .
H1B H 0.4302 0.7837 0.4201 0.032 Uiso 1 1 calc R . .
C2 C 0.3365(3) 0.8063(3) 0.4751(4) 0.0331(10) Uani 1 1 d . . .
H2A H 0.3266 0.8420 0.4289 0.040 Uiso 1 1 calc R . .
H2B H 0.2824 0.7673 0.5071 0.040 Uiso 1 1 calc R . .
N1 N 0.3333 0.6667 0.4535(4) 0.0199(12) Uani 1 3 d S . .
H1C H 0.3333 0.6667 0.5217 0.024 Uiso 1 3 calc SR . .
N2 N 0.3968(3) 0.8593(3) 0.5499(4) 0.0638(16) Uani 1 1 d . . .
H2C H 0.3762 0.8882 0.5826 0.077 Uiso 1 1 calc R . .
H2D H 0.4462 0.8961 0.5206 0.077 Uiso 1 1 calc R . .
H2E H 0.4055 0.8266 0.5929 0.077 Uiso 1 1 calc R . .

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
Be1 0.029(4) 0.010(3) 0.026(4) 0.000 0.000 0.013(3)
Be2 0.027(3) 0.023(2) 0.016(2) 0.001(2) 0.000(2) 0.014(2)
Be3 0.013(3) 0.013(3) 0.021(3) 0.000 0.000 0.002(3)
P1 0.0212(7) 0.0130(6) 0.0237(7) 0.000 0.000 0.0110(6)
P2 0.0147(6) 0.0165(7) 0.0250(7) 0.000 0.000 0.0083(5)
P3 0.0141(6) 0.0123(6) 0.0214(7) 0.000 0.000 0.0053(5)
P4 0.0161(7) 0.0161(7) 0.0384(15) 0.000 0.000 0.0080(4)
P5 0.0239(5) 0.0224(5) 0.0128(5) 0.0003(4) 0.0046(4) 0.0075(4)
O1 0.025(2) 0.0137(19) 0.065(3) 0.000 0.000 0.0124(18)
O2 0.081(3) 0.0441(19) 0.0211(16) -0.0063(14) -0.0084(17) 0.049(2)
O3 0.0247(16) 0.059(2) 0.0347(18) 0.0188(16) 0.0033(14) 0.0203(16)
O4 0.020(2) 0.035(2) 0.050(3) 0.000 0.000 0.0137(19)
O5 0.0380(17) 0.0252(15) 0.0201(15) 0.0012(12) 0.0023(13) 0.0066(13)
O6 0.033(2) 0.0118(19) 0.068(3) 0.000 0.000 0.0056(18)
O7 0.013(2) 0.015(2) 0.199(8) 0.000 0.000 0.0072(19)
O8 0.0263(16) 0.066(2) 0.0220(16) -0.0069(16) -0.0069(13) 0.0148(16)
O9 0.0472(19) 0.0287(16) 0.0117(13) 0.0008(12) -0.0055(13) 0.0084(15)
O10 0.056(2) 0.064(2) 0.042(2) 0.0228(18) 0.0301(18) 0.042(2)
C1 0.029(2) 0.022(2) 0.029(2) 0.0008(17) 0.0085(18) 0.0111(17)
C2 0.030(2) 0.031(2) 0.043(3) -0.008(2) 0.001(2) 0.019(2)
N1 0.0232(17) 0.0232(17) 0.013(3) 0.000 0.000 0.0116(9)
N2 0.047(3) 0.078(4) 0.072(4) -0.049(3) -0.012(3) 0.035(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
Be1 O4 1.607(8) 3_575 ?
Be1 O10 1.614(5) 2_675 ?
Be1 O10 1.614(5) 11_677 ?
Be1 O1 1.617(7) . ?
Be2 O3 1.607(6) . ?
Be2 O2 1.612(6) . ?
Be2 O9 1.617(6) 9_666 ?
Be2 O5 1.637(6) . ?
Be3 O8 1.599(5) . ?
Be3 O8 1.599(5) 10_557 ?
Be3 O7 1.600(8) . ?
Be3 O6 1.630(8) . ?
P1 O2 1.502(3) . ?
P1 O2 1.502(3) 10_557 ?
P1 O1 1.504(4) . ?
P1 H1 1.3788 . ?
P2 O4 1.507(4) . ?
P2 O3 1.513(3) 10_557 ?
P2 O3 1.513(3) . ?
P2 H2 1.1762 . ?
P3 O6 1.499(4) . ?
P3 O5 1.517(3) 10_557 ?
P3 O5 1.517(3) . ?
P3 H3 1.4151 . ?
P4 O7 1.434(4) . ?
P4 O7 1.434(4) 3_565 ?
P4 O7 1.434(4) 2_665 ?
P4 H4 1.2249 . ?
P5 O10 1.501(3) . ?
P5 O9 1.509(3) . ?
P5 O8 1.517(3) . ?
P5 H5 1.3814 . ?
O4 Be1 1.607(8) 2_775 ?
O9 Be2 1.617(6) 8_456 ?
O10 Be1 1.614(5) 3_465 ?
C1 N1 1.464(4) . ?
C1 C2 1.527(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N2 1.431(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
N1 C1 1.464(4) 2_665 ?
N1 C1 1.464(4) 3_565 ?
N1 H1C 0.9100 . ?
N2 H2C 0.8900 . ?
N2 H2D 0.8900 . ?
N2 H2E 0.8900 . ?

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
O4 Be1 O10 113.0(3) 3_575 2_675 ?
O4 Be1 O10 113.0(3) 3_575 11_677 ?
O10 Be1 O10 108.5(5) 2_675 11_677 ?
O4 Be1 O1 109.6(5) 3_575 . ?
O10 Be1 O1 106.1(3) 2_675 . ?
O10 Be1 O1 106.1(3) 11_677 . ?
O3 Be2 O2 113.8(4) . . ?
O3 Be2 O9 104.9(3) . 9_666 ?
O2 Be2 O9 109.3(3) . 9_666 ?
O3 Be2 O5 108.7(3) . . ?
O2 Be2 O5 110.8(4) . . ?
O9 Be2 O5 109.2(3) 9_666 . ?
O8 Be3 O8 112.9(5) . 10_557 ?
O8 Be3 O7 106.3(3) . . ?
O8 Be3 O7 106.3(3) 10_557 . ?
O8 Be3 O6 111.3(3) . . ?
O8 Be3 O6 111.3(3) 10_557 . ?
O7 Be3 O6 108.2(5) . . ?
O2 P1 O2 113.3(3) . 10_557 ?
O2 P1 O1 111.05(15) . . ?
O2 P1 O1 111.05(15) 10_557 . ?
O2 P1 H1 106.5 . . ?
O2 P1 H1 106.5 10_557 . ?
O1 P1 H1 108.1 . . ?
O4 P2 O3 111.16(15) . 10_557 ?
O4 P2 O3 111.16(15) . . ?
O3 P2 O3 112.6(3) 10_557 . ?
O4 P2 H2 106.0 . . ?
O3 P2 H2 107.8 10_557 . ?
O3 P2 H2 107.8 . . ?
O6 P3 O5 109.92(15) . 10_557 ?
O6 P3 O5 109.92(15) . . ?
O5 P3 O5 113.7(2) 10_557 . ?
O6 P3 H3 108.9 . . ?
O5 P3 H3 107.1 10_557 . ?
O5 P3 H3 107.1 . . ?
O7 P4 O7 120.000(1) . 3_565 ?
O7 P4 O7 120.000(3) . 2_665 ?
O7 P4 O7 120.000(2) 3_565 2_665 ?
O7 P4 H4 90.0 . . ?
O7 P4 H4 90.0 3_565 . ?
O7 P4 H4 90.0 2_665 . ?
O10 P5 O9 112.6(2) . . ?
O10 P5 O8 113.4(2) . . ?
O9 P5 O8 108.64(19) . . ?
O10 P5 H5 109.2 . . ?
O9 P5 H5 104.9 . . ?
O8 P5 H5 107.7 . . ?
P1 O1 Be1 138.9(4) . . ?
P1 O2 Be2 136.9(3) . . ?
P2 O3 Be2 134.0(3) . . ?
P2 O4 Be1 140.2(4) . 2_775 ?
P3 O5 Be2 139.7(3) . . ?
P3 O6 Be3 145.8(4) . . ?
P4 O7 Be3 148.3(4) . . ?
P5 O8 Be3 143.6(4) . . ?
P5 O9 Be2 138.2(3) . 8_456 ?
P5 O10 Be1 138.5(3) . 3_465 ?
N1 C1 C2 113.5(4) . . ?
N1 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
N1 C1 H1B 108.9 . . ?
C2 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
N2 C2 C1 112.0(4) . . ?
N2 C2 H2A 109.2 . . ?
C1 C2 H2A 109.2 . . ?
N2 C2 H2B 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C1 N1 C1 109.3(3) . 2_665 ?
C1 N1 C1 109.3(3) . 3_565 ?
C1 N1 C1 109.3(3) 2_665 3_565 ?
C1 N1 H1C 109.7 . . ?
C1 N1 H1C 109.7 2_665 . ?
C1 N1 H1C 109.7 3_565 . ?
C2 N2 H2C 109.5 . . ?
C2 N2 H2D 109.5 . . ?
H2C N2 H2D 109.5 . . ?
C2 N2 H2E 109.5 . . ?
H2C N2 H2E 109.5 . . ?
H2D N2 H2E 109.5 . . ?

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
N2 H2C O5 0.89 2.00 2.892(5) 179.2 .
N2 H2D O9 0.89 2.28 3.078(6) 149.8 3_565
N2 H2E O8 0.89 2.38 2.980(6) 124.6 3_565

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.093
# 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 0.000 0.000 -0.017 887 132 ' '
_platon_squeeze_details          
;
The PLATON SQUEEZE procedure was used to treat 
regions of diffuse solvent which could not be modeled 
properly in terms of atomic sites. Their contribution to 
the diffraction pattern was removed and modified F² was
written to a new HKL file. The number of located electrons, 
in one void per unit cell is 132.There are two formula units 
in one unit cell. On base of charge balance considerations, volume/count_electrons 
analysis, TG analyses and elemental analyses, this residual electron density 
was assigned to six water molecules.  
So SQUEEZE removed these disordered units per unit cell. 
See refs. (a) O. V. Dolomanov, D. B. Cordes, N. R. Champness, A. J. Blake,
L. R. Hanton, G. B. Jameson, M. Schroder and C. Wilson. Chem. Commun.
2004, 642; (b) Y. Du, A. L. Thompson and D. O. Hare. Chem. Commun. 2008, 5987;
(c) Y. F. Bi, X. T. Wang, W. P. Liao, X. F. Wang, X. W. Wang, H. J. Zhang,
and S. Gao, J. Am. Chem. Soc. 2009, 131, 11650.
;
