# Electronic Supplementary Material (ESI) for Chemical Communications.
# 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_dnp_035m
_database_code_depnum_ccdc_archive 'CCDC 1003578'
_audit_update_record             
;
2014-05-16 deposited with the CCDC.
2015-01-29 downloaded from the CCDC.
;

_database_code_CSD               ?

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H36 Be N2 Si4'
_chemical_formula_sum            'C12 H36 Be N2 Si4'
_chemical_formula_weight         329.80

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'
Si Si 0.0817 0.0704 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.8756(5)
_cell_length_b                   16.6972(8)
_cell_length_c                   14.5875(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.492(2)
_cell_angle_gamma                90
_cell_volume                     2267.54(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    38140
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      31.54

_exptl_crystal_description       cylindric
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.966
_exptl_crystal_F_000             728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.255
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.928
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_process_details   
; 
 BRUKER AXS SMART APEX 2 Vers. 3.0-2009
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;

_exptl_special_details           
;
 The crystallization was performed on the diffractometer at a temperature of 
 230 K with a miniature zone melting procedure using focussed infrared-laser- 
 radiation according to: R. Boese, M. Nussbaumer, "In Situ Crystallization 
 Techniques", in: "Organic Crystal Chemistry", 
 Ed. D.W. Jones, Oxford University Press, Oxford, England, (1994) 20-37 
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-RAY tube'
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_measurement_device_type  
; 
 Bruker D8 KAPPA series II with APEX II area detector system
;
_diffrn_measurement_method       
;
 Data collection strategy APEX 2/COSMO
;
_diffrn_detector_area_resol_mean 512
_diffrn_reflns_number            58472
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.919
_diffrn_reflns_theta_max         31.596
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7557
_reflns_number_gt                6284
_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 D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_cell_refinement       'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_data_reduction        'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_structure_solution    'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_structure_refinement  'BRUKER AXS Inc. 2013 Vers. 2013/4'
_computing_molecular_graphics    'BRUKER AXS Inc. 2008 Vers. 2008/4'
_computing_publication_material  'BRUKER AXS Inc. 2013 Vers. 2013/4'

_refine_special_details          
;
 Treatment of hydrogen atoms:    
 The methyl groups are idealized with
 tetrahedral angles in a combined 
 rotating and rigid group refinement
 with the 1.5 fold isotropic displacement
 parameters of the equivalent Uij of the 
 corresponding carbon atom.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0595P)²+1.6098P] 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         7557
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1213
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
Si1 Si 0.74463(4) 0.23496(2) 0.15934(3) 0.02617(10) Uani 1 1 d . . . . .
Si2 Si 0.48425(5) 0.34809(2) 0.12862(4) 0.03060(11) Uani 1 1 d . . . . .
Si3 Si 0.29422(4) 0.06732(2) 0.09596(3) 0.02430(10) Uani 1 1 d . . . . .
Si4 Si 0.41912(4) 0.09983(3) 0.31717(3) 0.02510(10) Uani 1 1 d . . . . .
N1 N 0.57300(12) 0.25772(7) 0.15754(9) 0.0215(2) Uani 1 1 d . . . . .
N2 N 0.40107(12) 0.11866(7) 0.19725(9) 0.0215(2) Uani 1 1 d . . . . .
Be1 Be 0.48806(19) 0.18797(11) 0.17857(14) 0.0226(3) Uani 1 1 d . . . . .
C1 C 0.77496(19) 0.12587(10) 0.18550(15) 0.0356(4) Uani 1 1 d . . . . .
H1A H 0.7638 0.1137 0.2483 0.053 Uiso 1 1 d R U . . .
H1B H 0.8723 0.1116 0.1877 0.053 Uiso 1 1 d R U . . .
H1C H 0.7047 0.0950 0.1342 0.053 Uiso 1 1 d R U . . .
C2 C 0.8855(2) 0.29043(15) 0.2553(2) 0.0645(7) Uani 1 1 d . . . . .
H2A H 0.8726 0.3481 0.2431 0.097 Uiso 1 1 d R U . . .
H2B H 0.9805 0.2744 0.2545 0.097 Uiso 1 1 d R U . . .
H2C H 0.8776 0.2781 0.3190 0.097 Uiso 1 1 d R U . . .
C3 C 0.7669(3) 0.25658(17) 0.0398(2) 0.0721(9) Uani 1 1 d . . . . .
H3A H 0.6877 0.2321 -0.0124 0.108 Uiso 1 1 d R U . . .
H3B H 0.8583 0.2343 0.0390 0.108 Uiso 1 1 d R U . . .
H3C H 0.7663 0.3146 0.0298 0.108 Uiso 1 1 d R U . . .
C4 C 0.30804(19) 0.33877(11) 0.14940(16) 0.0393(4) Uani 1 1 d . . . . .
H4A H 0.2536 0.2940 0.1110 0.059 Uiso 1 1 d R U . . .
H4B H 0.2533 0.3885 0.1295 0.059 Uiso 1 1 d R U . . .
H4C H 0.3249 0.3290 0.2186 0.059 Uiso 1 1 d R U . . .
C5 C 0.5875(3) 0.43149(14) 0.2017(3) 0.0947(14) Uani 1 1 d . . . . .
H5A H 0.6001 0.4225 0.2705 0.142 Uiso 1 1 d R U . . .
H5B H 0.5355 0.4818 0.1802 0.142 Uiso 1 1 d R U . . .
H5C H 0.6818 0.4345 0.1934 0.142 Uiso 1 1 d R U . . .
C6 C 0.4427(3) 0.37309(19) -0.0039(2) 0.0728(9) Uani 1 1 d . . . . .
H6A H 0.5326 0.3794 -0.0178 0.109 Uiso 1 1 d R U . . .
H6B H 0.3879 0.4232 -0.0189 0.109 Uiso 1 1 d R U . . .
H6C H 0.3859 0.3298 -0.0440 0.109 Uiso 1 1 d R U . . .
C7 C 0.3584(3) 0.09224(13) -0.00764(13) 0.0463(5) Uani 1 1 d . . . . .
H7A H 0.3459 0.1497 -0.0216 0.069 Uiso 1 1 d R U . . .
H7B H 0.3026 0.0618 -0.0653 0.069 Uiso 1 1 d R U . . .
H7C H 0.4603 0.0783 0.0098 0.069 Uiso 1 1 d R U . . .
C8 C 0.10311(19) 0.09961(12) 0.06116(18) 0.0472(5) Uani 1 1 d . . . . .
H8A H 0.0635 0.0827 0.1114 0.071 Uiso 1 1 d R U . . .
H8B H 0.0477 0.0750 -0.0011 0.071 Uiso 1 1 d R U . . .
H8C H 0.0976 0.1581 0.0548 0.071 Uiso 1 1 d R U . . .
C9 C 0.3043(2) -0.04303(10) 0.11493(14) 0.0357(3) Uani 1 1 d . . . . .
H9A H 0.4043 -0.0606 0.1314 0.054 Uiso 1 1 d R U . . .
H9B H 0.2452 -0.0698 0.0552 0.054 Uiso 1 1 d R U . . .
H9C H 0.2688 -0.0567 0.1682 0.054 Uiso 1 1 d R U . . .
C10 C 0.24130(19) 0.08319(11) 0.33301(14) 0.0366(4) Uani 1 1 d . . . . .
H10A H 0.1826 0.1316 0.3139 0.055 Uiso 1 1 d R U . . .
H10B H 0.2557 0.0709 0.4013 0.055 Uiso 1 1 d R U . . .
H10C H 0.1922 0.0383 0.2921 0.055 Uiso 1 1 d R U . . .
C11 C 0.5084(2) 0.18856(12) 0.39106(13) 0.0389(4) Uani 1 1 d . . . . .
H11A H 0.6004 0.1986 0.3813 0.058 Uiso 1 1 d R U . . .
H11B H 0.5252 0.1779 0.4600 0.058 Uiso 1 1 d R U . . .
H11C H 0.4464 0.2356 0.3706 0.058 Uiso 1 1 d R U . . .
C12 C 0.5342(2) 0.01013(12) 0.36429(14) 0.0417(4) Uani 1 1 d . . . . .
H12A H 0.4871 -0.0376 0.3286 0.063 Uiso 1 1 d R U . . .
H12B H 0.5485 0.0033 0.4336 0.063 Uiso 1 1 d R U . . .
H12C H 0.6275 0.0176 0.3554 0.063 Uiso 1 1 d 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
Si1 N1 1.7286(12) . ?
Si1 C2 1.858(2) . ?
Si1 C3 1.864(2) . ?
Si1 C1 1.8648(16) . ?
Si1 Be1 2.7547(18) . ?
Si2 N1 1.7251(12) . ?
Si2 C5 1.841(2) . ?
Si2 C4 1.8698(18) . ?
Si2 C6 1.885(3) . ?
Si2 Be1 2.7680(18) . ?
Si3 N2 1.7295(12) . ?
Si3 C9 1.8610(17) . ?
Si3 C8 1.8630(19) . ?
Si3 C7 1.8703(19) . ?
Si3 Be1 2.7633(18) . ?
Si4 N2 1.7270(12) . ?
Si4 C10 1.8669(16) . ?
Si4 C12 1.8673(19) . ?
Si4 C11 1.8707(18) . ?
Si4 Be1 2.7633(19) . ?
N1 Be1 1.525(2) . ?
N2 Be1 1.519(2) . ?

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
N1 Si1 C2 112.67(9) . . ?
N1 Si1 C3 111.36(9) . . ?
C2 Si1 C3 108.43(15) . . ?
N1 Si1 C1 107.92(7) . . ?
C2 Si1 C1 107.69(11) . . ?
C3 Si1 C1 108.63(11) . . ?
N1 Si1 Be1 29.96(5) . . ?
C2 Si1 Be1 123.22(11) . . ?
C3 Si1 Be1 123.36(11) . . ?
C1 Si1 Be1 77.96(7) . . ?
N1 Si2 C5 112.45(10) . . ?
N1 Si2 C4 108.18(7) . . ?
C5 Si2 C4 109.54(13) . . ?
N1 Si2 C6 111.32(10) . . ?
C5 Si2 C6 108.39(18) . . ?
C4 Si2 C6 106.79(11) . . ?
N1 Si2 Be1 29.50(5) . . ?
C5 Si2 Be1 128.45(13) . . ?
C4 Si2 Be1 78.97(7) . . ?
C6 Si2 Be1 117.59(11) . . ?
N2 Si3 C9 112.12(7) . . ?
N2 Si3 C8 111.30(8) . . ?
C9 Si3 C8 109.04(9) . . ?
N2 Si3 C7 107.78(7) . . ?
C9 Si3 C7 108.94(10) . . ?
C8 Si3 C7 107.52(11) . . ?
N2 Si3 Be1 29.50(5) . . ?
C9 Si3 Be1 131.45(7) . . ?
C8 Si3 Be1 113.53(7) . . ?
C7 Si3 Be1 79.51(7) . . ?
N2 Si4 C10 111.65(7) . . ?
N2 Si4 C12 111.30(7) . . ?
C10 Si4 C12 108.50(9) . . ?
N2 Si4 C11 108.00(7) . . ?
C10 Si4 C11 109.18(8) . . ?
C12 Si4 C11 108.13(10) . . ?
N2 Si4 Be1 29.46(5) . . ?
C10 Si4 Be1 129.89(7) . . ?
C12 Si4 Be1 115.35(7) . . ?
C11 Si4 Be1 79.40(7) . . ?
Be1 N1 Si2 116.64(10) . . ?
Be1 N1 Si1 115.55(10) . . ?
Si2 N1 Si1 127.70(7) . . ?
Be1 N2 Si4 116.55(10) . . ?
Be1 N2 Si3 116.40(10) . . ?
Si4 N2 Si3 127.05(7) . . ?
N2 Be1 N1 178.73(16) . . ?
N2 Be1 Si1 146.06(11) . . ?
N1 Be1 Si1 34.48(6) . . ?
N2 Be1 Si3 34.10(6) . . ?
N1 Be1 Si3 144.74(11) . . ?
Si1 Be1 Si3 133.64(7) . . ?
N2 Be1 Si4 33.99(6) . . ?
N1 Be1 Si4 147.16(11) . . ?
Si1 Be1 Si4 133.29(7) . . ?
Si3 Be1 Si4 68.09(4) . . ?
N2 Be1 Si2 145.51(11) . . ?
N1 Be1 Si2 33.85(6) . . ?
Si1 Be1 Si2 68.30(4) . . ?
Si3 Be1 Si2 130.00(7) . . ?
Si4 Be1 Si2 136.22(7) . . ?

_refine_diff_density_max         0.766
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.064

_shelxl_version_number           2013-4

