# 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_be
_database_code_depnum_ccdc_archive 'CCDC 1031706'
_audit_update_record             
;
2015-01-15 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H32 Be2 N4 O6'
_chemical_formula_weight         586.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Be Be 0.0005 0.0002 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5367(6)
_cell_length_b                   8.8067(6)
_cell_length_c                   10.1596(7)
_cell_angle_alpha                106.505(6)
_cell_angle_beta                 92.538(6)
_cell_angle_gamma                97.889(6)
_cell_volume                     722.60(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10095
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       plate
_exptl_crystal_colour            'pale orange'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             308
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.878
_exptl_absorpt_process_details   'CrystalClear Expert'

_exptl_special_details           
;
 Data measured by NCS, U of Southampton as 2014ncs0683.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  mirrors
_diffrn_measurement_device       
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type  
;
Rigaku Saturn724+ (2x2 bin mode)
;
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11389
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.16
_diffrn_reflns_theta_max         27.44
_reflns_number_total             3281
_reflns_number_gt                2617
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       'CrystalClear-SM '
_computing_data_reduction        'CrystalClear-SM '
_computing_structure_solution    'SIR 92'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  SHELXL-97

_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 > 2σ(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)+(0.0405P)²+0.1907P] 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         3281
_refine_ls_number_parameters     207
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0934
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Be1 Be 0.71155(18) 0.20814(18) 0.97889(17) 0.0214(3) Uani 1 1 d . . .
O1 O 0.82148(10) 0.31776(10) 1.10989(9) 0.0235(2) Uani 1 1 d . . .
O1W O 0.09958(12) 0.36049(12) 0.88322(12) 0.0348(3) Uani 1 1 d . . .
O2 O 0.77327(10) 0.22339(10) 0.83752(9) 0.0229(2) Uani 1 1 d . . .
N1 N 0.71067(11) 0.01223(11) 0.98185(10) 0.0193(2) Uani 1 1 d . . .
N2 N 0.52222(11) 0.26092(11) 0.98135(10) 0.0192(2) Uani 1 1 d . . .
C1 C 0.90751(13) 0.26570(14) 1.19478(12) 0.0203(2) Uani 1 1 d . . .
C2 C 1.00807(14) 0.37554(14) 1.30360(13) 0.0242(3) Uani 1 1 d . . .
H2 H 1.0171 0.4871 1.3136 0.029 Uiso 1 1 calc R . .
C3 C 1.09372(14) 0.32362(15) 1.39603(13) 0.0248(3) Uani 1 1 d . . .
H3 H 1.1611 0.4002 1.4686 0.030 Uiso 1 1 calc R . .
C4 C 1.08344(15) 0.16045(15) 1.38511(13) 0.0249(3) Uani 1 1 d . . .
H4 H 1.1408 0.1261 1.4508 0.030 Uiso 1 1 calc R . .
C5 C 0.98830(14) 0.05046(14) 1.27704(13) 0.0231(3) Uani 1 1 d . . .
H5 H 0.9818 -0.0607 1.2676 0.028 Uiso 1 1 calc R . .
C6 C 0.90089(13) 0.10008(14) 1.18071(12) 0.0200(2) Uani 1 1 d . . .
C7 C 0.80429(13) -0.02107(14) 1.06914(12) 0.0200(2) Uani 1 1 d . . .
H7 H 0.8102 -0.1305 1.0597 0.024 Uiso 1 1 calc R . .
C8 C 0.61716(14) -0.11699(13) 0.86906(12) 0.0207(2) Uani 1 1 d . . .
H8A H 0.6792 -0.1355 0.7874 0.025 Uiso 1 1 calc R . .
H8B H 0.5192 -0.0789 0.8446 0.025 Uiso 1 1 calc R . .
C9 C 0.43051(14) 0.27774(14) 1.10263(12) 0.0212(2) Uani 1 1 d . . .
H9A H 0.3338 0.3231 1.0874 0.025 Uiso 1 1 calc R . .
H9B H 0.4950 0.3535 1.1843 0.025 Uiso 1 1 calc R . .
C10 C 0.46032(14) 0.29627(13) 0.87760(12) 0.0204(2) Uani 1 1 d . . .
H10 H 0.3608 0.3334 0.8859 0.024 Uiso 1 1 calc R . .
C11 C 0.53259(14) 0.28301(13) 0.75017(12) 0.0213(3) Uani 1 1 d . . .
C12 C 0.44599(15) 0.31010(15) 0.64012(13) 0.0265(3) Uani 1 1 d . . .
H12 H 0.3427 0.3377 0.6518 0.032 Uiso 1 1 calc R . .
C13 C 0.50911(16) 0.29713(17) 0.51584(14) 0.0310(3) Uani 1 1 d . . .
H13 H 0.4504 0.3161 0.4420 0.037 Uiso 1 1 calc R . .
C14 C 0.66097(16) 0.25567(16) 0.49985(14) 0.0297(3) Uani 1 1 d . . .
H14 H 0.7044 0.2446 0.4137 0.036 Uiso 1 1 calc R . .
C15 C 0.74888(15) 0.23054(15) 0.60663(13) 0.0255(3) Uani 1 1 d . . .
H15 H 0.8522 0.2035 0.5935 0.031 Uiso 1 1 calc R . .
C16 C 0.68733(14) 0.24455(13) 0.73466(12) 0.0209(2) Uani 1 1 d . . .
H1W H -0.005(3) 0.334(2) 0.877(2) 0.063(6) Uiso 1 1 d . . .
H2W H 0.116(2) 0.464(3) 0.8899(19) 0.056(5) Uiso 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O1 1.5794(17) . ?
Be1 O2 1.5861(18) . ?
Be1 N1 1.7331(18) . ?
Be1 N2 1.7413(18) . ?
O1 C1 1.3246(14) . ?
O1W H1W 0.89(2) . ?
O1W H2W 0.89(2) . ?
O2 C16 1.3211(14) . ?
N1 C7 1.2886(15) . ?
N1 C8 1.4744(14) . ?
N2 C10 1.2921(15) . ?
N2 C9 1.4720(15) . ?
C1 C2 1.4055(16) . ?
C1 C6 1.4174(16) . ?
C2 C3 1.3786(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.3996(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3799(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.4048(16) . ?
C5 H5 0.9500 . ?
C6 C7 1.4462(16) . ?
C7 H7 0.9500 . ?
C8 C9 1.5283(16) 2_657 ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C8 1.5283(16) 2_657 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.4404(17) . ?
C10 H10 0.9500 . ?
C11 C12 1.4071(17) . ?
C11 C16 1.4126(17) . ?
C12 C13 1.3758(19) . ?
C12 H12 0.9500 . ?
C13 C14 1.398(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.3780(18) . ?
C14 H14 0.9500 . ?
C15 C16 1.4037(18) . ?
C15 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Be1 O2 113.60(10) . . ?
O1 Be1 N1 106.25(10) . . ?
O2 Be1 N1 108.24(10) . . ?
O1 Be1 N2 110.62(10) . . ?
O2 Be1 N2 105.62(10) . . ?
N1 Be1 N2 112.62(9) . . ?
C1 O1 Be1 125.47(9) . . ?
H1W O1W H2W 105.0(17) . . ?
C16 O2 Be1 126.05(10) . . ?
C7 N1 C8 120.51(10) . . ?
C7 N1 Be1 121.05(9) . . ?
C8 N1 Be1 117.84(9) . . ?
C10 N2 C9 117.13(10) . . ?
C10 N2 Be1 120.36(10) . . ?
C9 N2 Be1 122.39(10) . . ?
O1 C1 C2 120.15(10) . . ?
O1 C1 C6 121.93(10) . . ?
C2 C1 C6 117.92(11) . . ?
C3 C2 C1 120.88(11) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.34(11) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 118.65(11) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.14(11) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 120.02(10) . . ?
C5 C6 C7 118.50(10) . . ?
C1 C6 C7 121.48(11) . . ?
N1 C7 C6 123.20(10) . . ?
N1 C7 H7 118.4 . . ?
C6 C7 H7 118.4 . . ?
N1 C8 C9 116.61(10) . 2_657 ?
N1 C8 H8A 108.1 . . ?
C9 C8 H8A 108.1 2_657 . ?
N1 C8 H8B 108.1 . . ?
C9 C8 H8B 108.1 2_657 . ?
H8A C8 H8B 107.3 . . ?
N2 C9 C8 111.79(9) . 2_657 ?
N2 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 2_657 . ?
N2 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 2_657 . ?
H9A C9 H9B 107.9 . . ?
N2 C10 C11 124.18(11) . . ?
N2 C10 H10 117.9 . . ?
C11 C10 H10 117.9 . . ?
C12 C11 C16 120.05(11) . . ?
C12 C11 C10 118.60(11) . . ?
C16 C11 C10 121.35(11) . . ?
C13 C12 C11 120.81(12) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 119.00(12) . . ?
C12 C13 H13 120.5 . . ?
C14 C13 H13 120.5 . . ?
C15 C14 C13 121.26(13) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 120.67(12) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
O2 C16 C15 120.43(11) . . ?
O2 C16 C11 121.38(11) . . ?
C15 C16 C11 118.19(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Be1 O1 C1 -112.47(12) . . . . ?
N1 Be1 O1 C1 6.42(16) . . . . ?
N2 Be1 O1 C1 128.96(11) . . . . ?
O1 Be1 O2 C16 -131.87(11) . . . . ?
N1 Be1 O2 C16 110.38(11) . . . . ?
N2 Be1 O2 C16 -10.46(14) . . . . ?
O1 Be1 N1 C7 -8.26(15) . . . . ?
O2 Be1 N1 C7 114.09(12) . . . . ?
N2 Be1 N1 C7 -129.52(11) . . . . ?
O1 Be1 N1 C8 -179.46(9) . . . . ?
O2 Be1 N1 C8 -57.11(13) . . . . ?
N2 Be1 N1 C8 59.28(14) . . . . ?
O1 Be1 N2 C10 125.57(11) . . . . ?
O2 Be1 N2 C10 2.25(14) . . . . ?
N1 Be1 N2 C10 -115.70(11) . . . . ?
O1 Be1 N2 C9 -50.34(14) . . . . ?
O2 Be1 N2 C9 -173.66(9) . . . . ?
N1 Be1 N2 C9 68.40(13) . . . . ?
Be1 O1 C1 C2 176.29(11) . . . . ?
Be1 O1 C1 C6 -4.34(18) . . . . ?
O1 C1 C2 C3 177.47(11) . . . . ?
C6 C1 C2 C3 -1.93(18) . . . . ?
C1 C2 C3 C4 -0.14(19) . . . . ?
C2 C3 C4 C5 1.68(19) . . . . ?
C3 C4 C5 C6 -1.09(19) . . . . ?
C4 C5 C6 C1 -1.00(18) . . . . ?
C4 C5 C6 C7 179.53(11) . . . . ?
O1 C1 C6 C5 -176.90(11) . . . . ?
C2 C1 C6 C5 2.49(17) . . . . ?
O1 C1 C6 C7 2.54(18) . . . . ?
C2 C1 C6 C7 -178.07(11) . . . . ?
C8 N1 C7 C6 179.05(11) . . . . ?
Be1 N1 C7 C6 8.08(17) . . . . ?
C5 C6 C7 N1 174.54(11) . . . . ?
C1 C6 C7 N1 -4.91(18) . . . . ?
C7 N1 C8 C9 29.68(15) . . . 2_657 ?
Be1 N1 C8 C9 -159.07(10) . . . 2_657 ?
C10 N2 C9 C8 117.02(11) . . . 2_657 ?
Be1 N2 C9 C8 -66.95(13) . . . 2_657 ?
C9 N2 C10 C11 -178.56(10) . . . . ?
Be1 N2 C10 C11 5.32(16) . . . . ?
N2 C10 C11 C12 173.82(11) . . . . ?
N2 C10 C11 C16 -6.51(18) . . . . ?
C16 C11 C12 C13 1.04(18) . . . . ?
C10 C11 C12 C13 -179.28(12) . . . . ?
C11 C12 C13 C14 0.3(2) . . . . ?
C12 C13 C14 C15 -1.1(2) . . . . ?
C13 C14 C15 C16 0.59(19) . . . . ?
Be1 O2 C16 C15 -169.72(11) . . . . ?
Be1 O2 C16 C11 10.85(17) . . . . ?
C14 C15 C16 O2 -178.68(11) . . . . ?
C14 C15 C16 C11 0.77(17) . . . . ?
C12 C11 C16 O2 177.87(10) . . . . ?
C10 C11 C16 O2 -1.80(17) . . . . ?
C12 C11 C16 C15 -1.58(17) . . . . ?
C10 C11 C16 C15 178.75(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.242
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.038
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
####################################################################### 
# 
# 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_reg_be2
_database_code_depnum_ccdc_archive 'CCDC 1031707'
_audit_update_record             
;
2015-01-15 deposited with the CCDC.
2015-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 Be N2 O2'
_chemical_formula_weight         303.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Be Be 0.0005 0.0002 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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

_cell_length_a                   7.6771(10)
_cell_length_b                   17.9229(10)
_cell_length_c                   11.3182(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.385(14)
_cell_angle_gamma                90.00
_cell_volume                     1540.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1453
_cell_measurement_theta_min      3.2148
_cell_measurement_theta_max      29.4147

_exptl_crystal_description       chip
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_min  0.99149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(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  'Oxford Diffraction Xcalibur E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3757
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0542
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.22
_diffrn_reflns_theta_max         29.47
_reflns_number_total             2689
_reflns_number_gt                2215
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       CrysalisPro
_computing_cell_refinement       CrysalisPro
_computing_data_reduction        CrysalisPro
_computing_structure_solution    'SIR 92'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  SHELXL-97

_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 > 2σ(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)+(0.0358P)²+0.2324P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.1(15)
_refine_ls_number_reflns         2689
_refine_ls_number_parameters     208
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.0931
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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 0.2390(5) 0.79744(19) 0.2949(3) 0.0236(7) Uani 1 1 d . . .
O1 O 0.1175(2) 0.72740(10) 0.25829(15) 0.0275(4) Uani 1 1 d . . .
O2 O 0.1335(2) 0.87024(10) 0.31941(15) 0.0275(4) Uani 1 1 d . . .
N1 N 0.3947(3) 0.76858(10) 0.41106(17) 0.0198(4) Uani 1 1 d . . .
N2 N 0.3616(3) 0.82187(11) 0.18445(18) 0.0206(4) Uani 1 1 d . . .
C1 C 0.1182(3) 0.66514(13) 0.3205(2) 0.0226(6) Uani 1 1 d . . .
C2 C -0.0032(4) 0.60846(15) 0.2845(2) 0.0304(6) Uani 1 1 d . . .
H2 H -0.0893 0.6157 0.2161 0.036 Uiso 1 1 calc R . .
C3 C 0.0003(4) 0.54228(15) 0.3467(2) 0.0325(7) Uani 1 1 d . . .
H3 H -0.0831 0.5045 0.3200 0.039 Uiso 1 1 calc R . .
C4 C 0.1233(4) 0.52944(15) 0.4477(3) 0.0304(7) Uani 1 1 d . . .
H4 H 0.1240 0.4836 0.4899 0.037 Uiso 1 1 calc R . .
C5 C 0.2434(4) 0.58429(13) 0.4852(2) 0.0245(6) Uani 1 1 d . . .
H5 H 0.3283 0.5761 0.5539 0.029 Uiso 1 1 calc R . .
C6 C 0.2428(3) 0.65220(13) 0.4237(2) 0.0199(5) Uani 1 1 d . . .
C7 C 0.3811(3) 0.70538(12) 0.4620(2) 0.0205(5) Uani 1 1 d . . .
H7 H 0.4664 0.6928 0.5286 0.025 Uiso 1 1 calc R . .
C8 C 0.5575(4) 0.81146(14) 0.4463(2) 0.0267(6) Uani 1 1 d . . .
H8A H 0.5969 0.8052 0.5330 0.032 Uiso 1 1 calc R . .
H8B H 0.5340 0.8651 0.4305 0.032 Uiso 1 1 calc R . .
C9 C 0.7028(4) 0.78536(15) 0.3771(2) 0.0297(6) Uani 1 1 d . . .
H9A H 0.7124 0.7305 0.3851 0.036 Uiso 1 1 calc R . .
H9B H 0.8154 0.8068 0.4162 0.036 Uiso 1 1 calc R . .
C10 C 0.6829(3) 0.80447(15) 0.2440(2) 0.0273(6) Uani 1 1 d . . .
H10A H 0.7855 0.7834 0.2117 0.033 Uiso 1 1 calc R . .
H10B H 0.6892 0.8594 0.2365 0.033 Uiso 1 1 calc R . .
C11 C 0.5156(3) 0.77766(14) 0.1647(2) 0.0254(6) Uani 1 1 d . . .
H11A H 0.5322 0.7815 0.0798 0.030 Uiso 1 1 calc R . .
H11B H 0.4946 0.7246 0.1821 0.030 Uiso 1 1 calc R . .
C12 C 0.3272(3) 0.88137(14) 0.1225(2) 0.0220(5) Uani 1 1 d . . .
H12 H 0.3914 0.8906 0.0582 0.026 Uiso 1 1 calc R . .
C13 C 0.1961(3) 0.93505(14) 0.1453(2) 0.0206(5) Uani 1 1 d . . .
C14 C 0.1688(3) 0.99876(13) 0.0723(2) 0.0243(6) Uani 1 1 d . . .
H14 H 0.2300 1.0035 0.0055 0.029 Uiso 1 1 calc R . .
C15 C 0.0554(4) 1.05423(14) 0.0958(2) 0.0269(6) Uani 1 1 d . . .
H15 H 0.0371 1.0969 0.0457 0.032 Uiso 1 1 calc R . .
C16 C -0.0327(4) 1.04671(14) 0.1953(2) 0.0276(6) Uani 1 1 d . . .
H16 H -0.1109 1.0849 0.2126 0.033 Uiso 1 1 calc R . .
C17 C -0.0085(3) 0.98534(13) 0.2680(2) 0.0258(6) Uani 1 1 d . . .
H17 H -0.0712 0.9816 0.3341 0.031 Uiso 1 1 calc R . .
C18 C 0.1071(3) 0.92783(13) 0.2467(2) 0.0219(5) Uani 1 1 d . . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O2 1.582(4) . ?
Be1 O1 1.583(4) . ?
Be1 N1 1.722(4) . ?
Be1 N2 1.727(4) . ?
O1 C1 1.319(3) . ?
O2 C18 1.317(3) . ?
N1 C7 1.282(3) . ?
N1 C8 1.472(3) . ?
N2 C12 1.283(3) . ?
N2 C11 1.467(3) . ?
C1 C2 1.399(3) . ?
C1 C6 1.416(3) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.372(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.402(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.446(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.526(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.530(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.534(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.443(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.407(3) . ?
C13 C18 1.425(3) . ?
C14 C15 1.373(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.402(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.370(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.403(3) . ?
C17 H17 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Be1 O1 113.7(2) . . ?
O2 Be1 N1 115.5(2) . . ?
O1 Be1 N1 106.2(2) . . ?
O2 Be1 N2 105.4(2) . . ?
O1 Be1 N2 112.0(2) . . ?
N1 Be1 N2 103.8(2) . . ?
C1 O1 Be1 125.1(2) . . ?
C18 O2 Be1 124.97(19) . . ?
C7 N1 C8 117.5(2) . . ?
C7 N1 Be1 121.1(2) . . ?
C8 N1 Be1 121.14(19) . . ?
C12 N2 C11 118.1(2) . . ?
C12 N2 Be1 121.1(2) . . ?
C11 N2 Be1 120.6(2) . . ?
O1 C1 C2 120.5(2) . . ?
O1 C1 C6 121.9(2) . . ?
C2 C1 C6 117.6(2) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 118.7(3) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 121.0(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 120.3(2) . . ?
C5 C6 C7 118.3(2) . . ?
C1 C6 C7 121.2(2) . . ?
N1 C7 C6 123.5(2) . . ?
N1 C7 H7 118.3 . . ?
C6 C7 H7 118.3 . . ?
N1 C8 C9 110.9(2) . . ?
N1 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 117.4(2) . . ?
C8 C9 H9A 107.9 . . ?
C10 C9 H9A 107.9 . . ?
C8 C9 H9B 107.9 . . ?
C10 C9 H9B 107.9 . . ?
H9A C9 H9B 107.2 . . ?
C9 C10 C11 117.4(2) . . ?
C9 C10 H10A 107.9 . . ?
C11 C10 H10A 107.9 . . ?
C9 C10 H10B 107.9 . . ?
C11 C10 H10B 107.9 . . ?
H10A C10 H10B 107.2 . . ?
N2 C11 C10 111.5(2) . . ?
N2 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
N2 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
N2 C12 C13 123.3(2) . . ?
N2 C12 H12 118.3 . . ?
C13 C12 H12 118.3 . . ?
C14 C13 C18 119.9(2) . . ?
C14 C13 C12 118.9(2) . . ?
C18 C13 C12 120.9(2) . . ?
C15 C14 C13 121.2(2) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 118.7(2) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 H15 120.7 . . ?
C17 C16 C15 121.4(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C16 C17 C18 121.4(2) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 H17 119.3 . . ?
O2 C18 C17 120.8(2) . . ?
O2 C18 C13 121.7(2) . . ?
C17 C18 C13 117.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Be1 O1 C1 -116.6(3) . . . . ?
N1 Be1 O1 C1 11.5(3) . . . . ?
N2 Be1 O1 C1 124.1(2) . . . . ?
O1 Be1 O2 C18 -105.1(3) . . . . ?
N1 Be1 O2 C18 131.7(2) . . . . ?
N2 Be1 O2 C18 17.9(3) . . . . ?
O2 Be1 N1 C7 116.9(3) . . . . ?
O1 Be1 N1 C7 -10.1(3) . . . . ?
N2 Be1 N1 C7 -128.3(2) . . . . ?
O2 Be1 N1 C8 -70.0(3) . . . . ?
O1 Be1 N1 C8 162.9(2) . . . . ?
N2 Be1 N1 C8 44.8(3) . . . . ?
O2 Be1 N2 C12 -15.3(3) . . . . ?
O1 Be1 N2 C12 108.8(3) . . . . ?
N1 Be1 N2 C12 -137.1(2) . . . . ?
O2 Be1 N2 C11 160.5(2) . . . . ?
O1 Be1 N2 C11 -75.4(3) . . . . ?
N1 Be1 N2 C11 38.7(3) . . . . ?
Be1 O1 C1 C2 175.6(2) . . . . ?
Be1 O1 C1 C6 -6.0(4) . . . . ?
O1 C1 C2 C3 177.8(2) . . . . ?
C6 C1 C2 C3 -0.7(4) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C2 C3 C4 C5 -0.2(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 -0.5(4) . . . . ?
C4 C5 C6 C7 -175.3(2) . . . . ?
O1 C1 C6 C5 -177.8(2) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
O1 C1 C6 C7 -3.2(3) . . . . ?
C2 C1 C6 C7 175.3(2) . . . . ?
C8 N1 C7 C6 -169.9(2) . . . . ?
Be1 N1 C7 C6 3.4(3) . . . . ?
C5 C6 C7 N1 178.9(2) . . . . ?
C1 C6 C7 N1 4.2(3) . . . . ?
C7 N1 C8 C9 83.7(3) . . . . ?
Be1 N1 C8 C9 -89.6(3) . . . . ?
N1 C8 C9 C10 70.8(3) . . . . ?
C8 C9 C10 C11 -57.1(3) . . . . ?
C12 N2 C11 C10 88.2(3) . . . . ?
Be1 N2 C11 C10 -87.6(3) . . . . ?
C9 C10 C11 N2 73.7(3) . . . . ?
C11 N2 C12 C13 -170.7(2) . . . . ?
Be1 N2 C12 C13 5.2(4) . . . . ?
N2 C12 C13 C14 179.8(2) . . . . ?
N2 C12 C13 C18 5.8(4) . . . . ?
C18 C13 C14 C15 -0.9(4) . . . . ?
C12 C13 C14 C15 -175.0(2) . . . . ?
C13 C14 C15 C16 0.5(4) . . . . ?
C14 C15 C16 C17 -0.4(4) . . . . ?
C15 C16 C17 C18 0.7(4) . . . . ?
Be1 O2 C18 C17 171.0(2) . . . . ?
Be1 O2 C18 C13 -10.1(4) . . . . ?
C16 C17 C18 O2 177.8(2) . . . . ?
C16 C17 C18 C13 -1.1(4) . . . . ?
C14 C13 C18 O2 -177.7(2) . . . . ?
C12 C13 C18 O2 -3.8(4) . . . . ?
C14 C13 C18 C17 1.2(4) . . . . ?
C12 C13 C18 C17 175.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.881
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.191
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.046


#===END

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
