# Supplementary Material (ESI) for Perkin Transactions
# This journal is © The Royal Society of Chemistry 2001

data_global

_journal_coden_Cambridge      188

_publ_requested_journal       'Perkin Transactions 2'


_publ_contact_author_name     	'Dr Douglas Philp'  
_publ_contact_author_address 
;
Dr Douglas Philp
School of Chemistry
University of Birmingham
Edgbaston
Birmingham
B15 2TT
UNITED KINGDOM
;

_publ_contact_author_email       'D.PHILP@ST-ANDREWS.AC.UK'

loop_
_publ_author_name
_publ_author_address
'Ashton, Peter R.'
;
?
;
'Harris, Kenneth D. M.'
;
?
;
'Kariuki, Benson M.'
;  School of Chemistry
University of Birmingham
Edgbaston
Birmingham B15 2TT
UK
;
'Philp, Douglas'
;
School of Chemistry
University of Birmingham
Edgbaston
Birmingham B15 2TT
UNITED KINGDOM
;
'Robinson, James M. A.'
;  
School of Chemistry
University of Birmingham
Edgbaston
Birmingham B15 2TT
UK
;

_publ_section_title
;
A Borazaaromatic analogue of isophthalic acid
;

data_douboh

_database_code_CSD	165969


_audit_creation_method            SHELXL
_chemical_name_systematic
;
?
;
_chemical_name_common             ?
_chemical_formula_moiety          'C20 H26 B2 N2 O2, 0.5(C3 H6 O1)'
_chemical_formula_structural      ?
_chemical_formula_analytical      ?
_chemical_formula_sum             'C21.50 H29 B2 N2 O2.50'
_chemical_formula_weight          377.09
_chemical_melting_point           ?
_chemical_compound_source         ?

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'
'B'  'B'   0.0013   0.0007
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    Pca21

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

_cell_length_a                    16.598(2)
_cell_length_b                    11.1270(12)
_cell_length_c                    24.240(3)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      4476.8(8)
_cell_formula_units_Z             8
_cell_measurement_temperature     296(2)
_cell_measurement_reflns_used     7860
_cell_measurement_theta_min       1.68
_cell_measurement_theta_max       26.69

_exptl_crystal_description        plate
_exptl_crystal_colour             white
_exptl_crystal_size_max           0.50
_exptl_crystal_size_mid           0.30
_exptl_crystal_size_min           0.20
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.119
_exptl_crystal_density_method     ?
_exptl_crystal_F_000              1616
_exptl_absorpt_coefficient_mu     0.071
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       296(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device        'Rigaku R-axis IIc'
_diffrn_measurement_method        'Image plate scans'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             25213
_diffrn_reflns_av_R_equivalents   0.0686
_diffrn_reflns_av_sigmaI/netI     0.0403
_diffrn_reflns_limit_h_min        -20
_diffrn_reflns_limit_h_max        20
_diffrn_reflns_limit_k_min        -13
_diffrn_reflns_limit_k_max        13
_diffrn_reflns_limit_l_min        -29
_diffrn_reflns_limit_l_max        29
_diffrn_reflns_theta_min          1.68
_diffrn_reflns_theta_max          25.69
_reflns_number_total              8190
_reflns_number_observed           7860
_reflns_observed_criterion        >2sigma(I)

_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics     ?
_computing_publication_material   ?

_refine_special_details
;
Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^
or flagged by the user for potential systematic errors.  Weighted R-factors
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R
are based on F, with F set to zero for negative F^2^. The observed criterion
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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 w=1/[\s^2^(Fo^2^)+(0.0535P)^2^+1.0641P] where P=(Fo^2^+2Fc^2^)/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_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack    0.02(101)
_refine_ls_number_reflns          8189
_refine_ls_number_parameters      629
_refine_ls_number_restraints      52
_refine_ls_R_factor_all           0.0601
_refine_ls_R_factor_obs           0.0562
_refine_ls_wR_factor_all          0.1337
_refine_ls_wR_factor_obs          0.1280
_refine_ls_goodness_of_fit_all    1.108
_refine_ls_goodness_of_fit_obs    1.110
_refine_ls_restrained_S_all       1.141
_refine_ls_restrained_S_obs       1.117
_refine_ls_shift/esd_max          0.387
_refine_ls_shift/esd_mean         0.023

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.75148(11) 0.3183(2) 0.4000(5) 0.0570(4) Uani 1 d D 1
H44 H 0.7761(17) 0.2775(24) 0.4286(11) 0.068 Uiso 1 d D 1
O2 O 0.72929(13) 0.3414(2) 0.0853(5) 0.0631(5) Uani 1 d D 1
H45 H 0.6880(15) 0.3961(24) 0.0865(14) 0.076 Uiso 1 d D 1
O3 O 0.79689(9) 0.20033(15) 0.4972(5) 0.0509(4) Uani 1 d D 1
H46 H 0.7848(16) 0.2564(21) 0.5258(11) 0.061 Uiso 1 d D 1
O4 O 1.08773(11) -0.2846(2) 0.4151(5) 0.0628(5) Uani 1 d D 1
H47 H 1.1439(11) -0.3010(26) 0.4148(14) 0.075 Uiso 1 d D 1
O5 O 0.9201(2) -0.5332(2) 0.5667(5) 0.0997(8) Uani 1 d . 1
N1 N 0.84110(13) 0.2054(2) 0.3382(5) 0.0515(5) Uani 1 d . 1
H1 H 0.86566(13) 0.1769(2) 0.3665(5) 0.062 Uiso 1 calc R 1
N2 N 0.82189(13) 0.2199(2) 0.1374(5) 0.0546(5) Uani 1 d . 1
H2 H 0.83985(13) 0.1948(2) 0.1062(5) 0.066 Uiso 1 calc R 1
N3 N 0.93609(12) 0.1936(2) 0.5288(5) 0.0485(5) Uani 1 d . 1
H3 H 0.92710(12) 0.2573(2) 0.5479(5) 0.058 Uiso 1 calc R 1
N4 N 1.12513(12) -0.1162(2) 0.4759(5) 0.0516(5) Uani 1 d . 1
H4 H 1.17312(12) -0.1446(2) 0.4789(5) 0.062 Uiso 1 calc R 1
C1 C 0.86773(14) 0.1690(2) 0.2856(5) 0.0452(5) Uani 1 d . 1
C2 C 0.82964(12) 0.2157(2) 0.2380(5) 0.0430(4) Uani 1 d . 1
C3 C 0.85838(14) 0.1755(2) 0.1859(5) 0.0476(5) Uani 1 d . 1
C4 C 0.92192(15) 0.0948(2) 0.1824(5) 0.0528(6) Uani 1 d . 1
H4A H 0.94001(15) 0.0703(2) 0.1479(5) 0.063 Uiso 1 calc R 1
C5 C 0.95947(13) 0.0494(2) 0.2299(5) 0.0513(5) Uani 1 d . 1
C6 C 0.93109(15) 0.0875(2) 0.2812(5) 0.0505(5) Uani 1 d . 1
H6 H 0.95499(15) 0.0579(2) 0.3132(5) 0.061 Uiso 1 calc R 1
C7 C 0.73422(14) 0.3357(2) 0.2953(5) 0.0435(5) Uani 1 d . 1
C8 C 0.76239(12) 0.2995(2) 0.2423(5) 0.0409(4) Uani 1 d . 1
C9 C 0.72477(14) 0.3439(2) 0.1935(5) 0.0441(5) Uani 1 d . 1
C10 C 0.66770(14) 0.4121(2) 0.2982(5) 0.0464(5) Uani 1 d . 1
H10 H 0.64928(14) 0.4358(2) 0.3328(5) 0.056 Uiso 1 calc R 1
C11 C 0.62746(13) 0.4547(2) 0.2512(5) 0.0454(5) Uani 1 d . 1
C12 C 0.65795(14) 0.4200(2) 0.1997(5) 0.0459(5) Uani 1 d . 1
H12 H 0.63270(14) 0.4488(2) 0.1681(5) 0.055 Uiso 1 calc R 1
C13 C 1.03005(14) -0.0405(2) 0.2262(5) 0.0589(6) Uani 1 d D 1
C14 C 1.1013(4) 0.0077(7) 0.2582(6) 0.090(3) Uani 0.551(10) d PD 1
H14A H 1.1186(4) 0.0824(7) 0.2422(6) 0.107 Uiso 0.551(10) calc PR 1
H14B H 1.1447(4) -0.0493(7) 0.2568(6) 0.107 Uiso 0.551(10) calc PR 1
H14C H 1.0859(4) 0.0207(7) 0.2959(6) 0.107 Uiso 0.551(10) calc PR 1
C15 C 1.0038(5) -0.1585(5) 0.2522(7) 0.104(4) Uani 0.551(10) d PD 1
H15A H 0.9585(5) -0.1902(5) 0.2323(7) 0.124 Uiso 0.551(10) calc PR 1
H15B H 0.9888(5) -0.1449(5) 0.2899(7) 0.124 Uiso 0.551(10) calc PR 1
H15C H 1.0475(5) -0.2149(5) 0.2508(7) 0.124 Uiso 0.551(10) calc PR 1
C16 C 1.0566(6) -0.0636(11) 0.1669(5) 0.115(4) Uani 0.551(10) d PD 1
H16A H 1.0120(6) -0.0943(11) 0.1461(5) 0.138 Uiso 0.551(10) calc PR 1
H16B H 1.0997(6) -0.1213(11) 0.1667(5) 0.138 Uiso 0.551(10) calc PR 1
H16C H 1.0750(6) 0.0102(11) 0.1507(5) 0.138 Uiso 0.551(10) calc PR 1
C17 C 0.55376(15) 0.5375(2) 0.2550(5) 0.0527(6) Uani 1 d D 1
C18 C 0.5275(3) 0.5613(6) 0.3148(5) 0.091(2) Uani 0.796(8) d PD 1
H18A H 0.5718(3) 0.5947(6) 0.3351(5) 0.109 Uiso 0.796(8) calc PR 1
H18B H 0.5110(3) 0.4872(6) 0.3316(5) 0.109 Uiso 0.796(8) calc PR 1
H18C H 0.4833(3) 0.6169(6) 0.3150(5) 0.109 Uiso 0.796(8) calc PR 1
C19 C 0.4844(2) 0.4845(4) 0.2221(5) 0.080(2) Uani 0.796(8) d PD 1
H19A H 0.4385(2) 0.5366(4) 0.2246(5) 0.096 Uiso 0.796(8) calc PR 1
H19B H 0.4708(2) 0.4069(4) 0.2367(5) 0.096 Uiso 0.796(8) calc PR 1
H19C H 0.5002(2) 0.4764(4) 0.1841(5) 0.096 Uiso 0.796(8) calc PR 1
C20 C 0.5766(3) 0.6593(3) 0.2291(5) 0.0765(14) Uani 0.796(8) d PD 1
H20A H 0.6204(3) 0.6943(3) 0.2493(5) 0.092 Uiso 0.796(8) calc PR 1
H20B H 0.5309(3) 0.7123(3) 0.2303(5) 0.092 Uiso 0.796(8) calc PR 1
H20C H 0.5926(3) 0.6473(3) 0.1914(5) 0.092 Uiso 0.796(8) calc PR 1
C21 C 1.01343(14) 0.1446(2) 0.5301(5) 0.0460(5) Uani 1 d . 1
C22 C 1.02860(13) 0.0378(2) 0.5010(5) 0.0418(5) Uani 1 d . 1
C23 C 1.10700(13) -0.0096(2) 0.5043(5) 0.0446(5) Uani 1 d . 1
C24 C 1.16610(15) 0.0480(2) 0.5360(5) 0.0532(6) Uani 1 d . 1
H24 H 1.21711(15) 0.0138(2) 0.5384(5) 0.064 Uiso 1 calc R 1
C25 C 1.15073(15) 0.1552(2) 0.5640(5) 0.0527(6) Uani 1 d . 1
C26 C 1.07403(15) 0.2030(2) 0.5603(5) 0.0527(6) Uani 1 d . 1
H26 H 1.06240(15) 0.2749(2) 0.5781(5) 0.063 Uiso 1 calc R 1
C27 C 0.88819(13) 0.0293(2) 0.4652(5) 0.0434(5) Uani 1 d . 1
C28 C 0.96629(13) -0.0211(2) 0.4679(5) 0.0411(5) Uani 1 d . 1
C29 C 0.98336(14) -0.1285(2) 0.4395(5) 0.0454(5) Uani 1 d . 1
C30 C 0.82998(14) -0.0304(2) 0.4335(5) 0.0490(5) Uani 1 d . 1
H30 H 0.77887(14) 0.0034(2) 0.4311(5) 0.059 Uiso 1 calc R 1
C31 C 0.84425(15) -0.1376(2) 0.4055(5) 0.0511(6) Uani 1 d . 1
C32 C 0.92222(15) -0.1831(2) 0.4084(5) 0.0510(6) Uani 1 d . 1
H32 H 0.93433(15) -0.2527(2) 0.3888(5) 0.061 Uiso 1 calc R 1
C33 C 1.2170(2) 0.2183(3) 0.5975(5) 0.0658(7) Uani 1 d D 1
C34 C 1.2362(9) 0.1342(9) 0.6459(7) 0.112(5) Uani 0.49(2) d PD 1
H34A H 1.1880(9) 0.1190(9) 0.6666(7) 0.134 Uiso 0.49(2) calc PR 1
H34B H 1.2756(9) 0.1713(9) 0.6694(7) 0.134 Uiso 0.49(2) calc PR 1
H34C H 1.2572(9) 0.0597(9) 0.6320(7) 0.134 Uiso 0.49(2) calc PR 1
C35 C 1.2932(9) 0.2382(22) 0.5662(9) 0.170(11) Uani 0.49(2) d PD 1
H35A H 1.2830(9) 0.2911(22) 0.5357(9) 0.204 Uiso 0.49(2) calc PR 1
H35B H 1.3129(9) 0.1627(22) 0.5526(9) 0.204 Uiso 0.49(2) calc PR 1
H35C H 1.3327(9) 0.2736(22) 0.5901(9) 0.204 Uiso 0.49(2) calc PR 1
C36 C 1.1873(5) 0.3343(10) 0.6263(8) 0.095(4) Uani 0.49(2) d PD 1
H36A H 1.1389(5) 0.3174(10) 0.6465(8) 0.114 Uiso 0.49(2) calc PR 1
H36B H 1.1767(5) 0.3948(10) 0.5991(8) 0.114 Uiso 0.49(2) calc PR 1
H36C H 1.2281(5) 0.3625(10) 0.6513(8) 0.114 Uiso 0.49(2) calc PR 1
C37 C 0.7784(2) -0.2015(3) 0.3717(5) 0.0643(7) Uani 1 d D 1
C38 C 0.6949(3) -0.1577(9) 0.3857(6) 0.100(3) Uani 0.666(14) d PD 1
H38A H 0.6856(3) -0.1671(9) 0.4246(6) 0.120 Uiso 0.666(14) calc PR 1
H38B H 0.6558(3) -0.2036(9) 0.3656(6) 0.120 Uiso 0.666(14) calc PR 1
H38C H 0.6901(3) -0.0743(9) 0.3760(6) 0.120 Uiso 0.666(14) calc PR 1
C39 C 0.7932(5) -0.1867(13) 0.3117(5) 0.154(7) Uani 0.666(14) d PD 1
H39A H 0.8464(5) -0.2148(13) 0.3029(5) 0.184 Uiso 0.666(14) calc PR 1
H39B H 0.7886(5) -0.1033(13) 0.3020(5) 0.184 Uiso 0.666(14) calc PR 1
H39C H 0.7542(5) -0.2324(13) 0.2913(5) 0.184 Uiso 0.666(14) calc PR 1
C40 C 0.7771(5) -0.3353(5) 0.3888(7) 0.140(6) Uani 0.666(14) d PD 1
H40A H 0.7673(5) -0.3413(5) 0.4278(7) 0.168 Uiso 0.666(14) calc PR 1
H40B H 0.8280(5) -0.3716(5) 0.3802(7) 0.168 Uiso 0.666(14) calc PR 1
H40C H 0.7350(5) -0.3762(5) 0.3691(7) 0.168 Uiso 0.666(14) calc PR 1
C41 C 0.9615(2) -0.4777(3) 0.5352(5) 0.0873(10) Uani 1 d . 1
C42 C 1.0168(4) -0.3826(6) 0.5552(5) 0.161(3) Uani 1 d . 1
H42A H 1.0111(4) -0.3741(6) 0.5944(5) 0.241 Uiso 1 calc R 1
H42B H 1.0038(4) -0.3079(6) 0.5375(5) 0.241 Uiso 1 calc R 1
H42C H 1.0714(4) -0.4044(6) 0.5466(5) 0.241 Uiso 1 calc R 1
C43 C 0.9617(6) -0.5039(6) 0.4753(5) 0.215(4) Uani 1 d . 1
H43A H 0.9237(6) -0.5667(6) 0.4676(5) 0.322 Uiso 1 calc R 1
H43B H 1.0146(6) -0.5292(6) 0.4643(5) 0.322 Uiso 1 calc R 1
H43C H 0.9470(6) -0.4328(6) 0.4553(5) 0.322 Uiso 1 calc R 1
B1 B 0.7766(2) 0.2858(3) 0.3472(5) 0.0465(6) Uani 1 d . 1
B2 B 0.7577(2) 0.3029(2) 0.1372(5) 0.0499(6) Uani 1 d . 1
B3 B 0.8718(2) 0.1450(2) 0.4981(5) 0.0447(5) Uani 1 d . 1
B4 B 1.0691(2) -0.1805(2) 0.4424(5) 0.0489(6) Uani 1 d . 1
C140 C 1.0595(7) -0.0817(12) 0.2839(6) 0.115(6) Uani 0.449(10) d PD 2
H14D H 1.0148(7) -0.1152(12) 0.3038(6) 0.137 Uiso 0.449(10) calc PR 2
H14E H 1.0801(7) -0.0134(12) 0.3035(6) 0.137 Uiso 0.449(10) calc PR 2
H14F H 1.1011(7) -0.1411(12) 0.2804(6) 0.137 Uiso 0.449(10) calc PR 2
C150 C 1.0960(6) 0.0108(10) 0.1923(8) 0.134(8) Uani 0.449(10) d PD 2
H15D H 1.1137(6) 0.0836(10) 0.2098(8) 0.161 Uiso 0.449(10) calc PR 2
H15E H 1.0783(6) 0.0283(10) 0.1554(8) 0.161 Uiso 0.449(10) calc PR 2
H15F H 1.1398(6) -0.0455(10) 0.1910(8) 0.161 Uiso 0.449(10) calc PR 2
C160 C 0.9982(5) -0.1561(6) 0.1986(7) 0.099(4) Uani 0.449(10) d PD 2
H16D H 0.9548(5) -0.1860(6) 0.2209(7) 0.119 Uiso 0.449(10) calc PR 2
H16E H 1.0406(5) -0.2147(6) 0.1974(7) 0.119 Uiso 0.449(10) calc PR 2
H16F H 0.9790(5) -0.1408(6) 0.1620(7) 0.119 Uiso 0.449(10) calc PR 2
C380 C 0.8102(7) -0.3081(11) 0.3382(7) 0.090(5) Uani 0.334(14) d PD 2
H38D H 0.8315(7) -0.3650(11) 0.3642(7) 0.108 Uiso 0.334(14) calc PR 2
H38E H 0.8522(7) -0.2833(11) 0.3135(7) 0.108 Uiso 0.334(14) calc PR 2
H38F H 0.7674(7) -0.3447(11) 0.3176(7) 0.108 Uiso 0.334(14) calc PR 2
C390 C 0.7442(18) -0.1094(12) 0.3308(11) 0.205(19) Uani 0.334(14) d PD 2
H39D H 0.7248(18) -0.0424(12) 0.3519(11) 0.246 Uiso 0.334(14) calc PR 2
H39E H 0.7005(18) -0.1440(12) 0.3104(11) 0.246 Uiso 0.334(14) calc PR 2
H39F H 0.7852(18) -0.0825(12) 0.3057(11) 0.246 Uiso 0.334(14) calc PR 2
C400 C 0.7164(11) -0.2454(23) 0.4119(8) 0.152(12) Uani 0.334(14) d PD 2
H40D H 0.7412(11) -0.3041(23) 0.4354(8) 0.183 Uiso 0.334(14) calc PR 2
H40E H 0.6712(11) -0.2809(23) 0.3934(8) 0.183 Uiso 0.334(14) calc PR 2
H40F H 0.6984(11) -0.1786(23) 0.4338(8) 0.183 Uiso 0.334(14) calc PR 2
C180 C 0.4899(10) 0.4723(18) 0.2904(11) 0.106(8) Uani 0.204(8) d PD 2
H18D H 0.5157(10) 0.4462(18) 0.3238(11) 0.127 Uiso 0.204(8) calc PR 2
H18E H 0.4679(10) 0.4040(18) 0.2715(11) 0.127 Uiso 0.204(8) calc PR 2
H18F H 0.4473(10) 0.5274(18) 0.2993(11) 0.127 Uiso 0.204(8) calc PR 2
C190 C 0.5765(13) 0.6481(18) 0.2893(15) 0.156(18) Uani 0.204(8) d PD 2
H19D H 0.6015(13) 0.6204(18) 0.3226(15) 0.187 Uiso 0.204(8) calc PR 2
H19E H 0.5286(13) 0.6925(18) 0.2982(15) 0.187 Uiso 0.204(8) calc PR 2
H19F H 0.6133(13) 0.6992(18) 0.2696(15) 0.187 Uiso 0.204(8) calc PR 2
C200 C 0.5153(21) 0.5777(33) 0.2010(8) 0.181(24) Uani 0.204(8) d PD 2
H20D H 0.5015(21) 0.5093(33) 0.1787(8) 0.217 Uiso 0.204(8) calc PR 2
H20E H 0.5518(21) 0.6284(33) 0.1810(8) 0.217 Uiso 0.204(8) calc PR 2
H20F H 0.4673(21) 0.6220(33) 0.2097(8) 0.217 Uiso 0.204(8) calc PR 2
C340 C 1.2065(12) 0.1969(22) 0.6579(6) 0.171(11) Uani 0.51(2) d PD 2
H34D H 1.1536(12) 0.2222(22) 0.6691(6) 0.205 Uiso 0.51(2) calc PR 2
H34E H 1.2462(12) 0.2424(22) 0.6778(6) 0.205 Uiso 0.51(2) calc PR 2
H34F H 1.2131(12) 0.1130(22) 0.6659(6) 0.205 Uiso 0.51(2) calc PR 2
C350 C 1.2166(11) 0.3532(8) 0.5829(12) 0.158(9) Uani 0.51(2) d PD 2
H35D H 1.1655(11) 0.3864(8) 0.5935(12) 0.190 Uiso 0.51(2) calc PR 2
H35E H 1.2255(11) 0.3669(8) 0.5443(12) 0.190 Uiso 0.51(2) calc PR 2
H35F H 1.2587(11) 0.3912(8) 0.6038(12) 0.190 Uiso 0.51(2) calc PR 2
C360 C 1.2990(4) 0.1778(18) 0.5769(8) 0.147(8) Uani 0.51(2) d PD 2
H36D H 1.3036(4) 0.0926(18) 0.5824(8) 0.177 Uiso 0.51(2) calc PR 2
H36E H 1.3391(4) 0.2184(18) 0.5984(8) 0.177 Uiso 0.51(2) calc PR 2
H36F H 1.3068(4) 0.1961(18) 0.5385(8) 0.177 Uiso 0.51(2) calc PR 2

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
O1 0.0514(10) 0.0759(11) 0.0436(9) 0.0015(8) -0.0031(8) 0.0120(9)
O2 0.0797(13) 0.0632(11) 0.0464(10) -0.0039(8) -0.0087(9) 0.0172(10)
O3 0.0394(8) 0.0590(9) 0.0544(9) -0.0098(8) -0.0103(7) 0.0051(7)
O4 0.0476(10) 0.0577(10) 0.0831(12) -0.0180(9) 0.0014(9) -0.0001(8)
O5 0.111(2) 0.0782(15) 0.110(2) 0.0033(13) 0.035(2) -0.0284(14)
N1 0.0490(11) 0.0600(12) 0.0457(10) 0.0051(9) -0.0048(9) 0.0090(9)
N2 0.0600(13) 0.0594(12) 0.0445(11) -0.0060(9) -0.0003(9) 0.0112(10)
N3 0.0418(10) 0.0458(10) 0.0580(12) -0.0087(9) -0.0089(9) 0.0010(8)
N4 0.0371(10) 0.0521(11) 0.0656(12) -0.0026(9) -0.0063(9) 0.0009(8)
C1 0.0413(12) 0.0446(11) 0.0498(12) 0.0021(10) 0.0006(10) -0.0016(9)
C2 0.0408(10) 0.0377(9) 0.0506(11) -0.0005(10) 0.0015(10) -0.0028(8)
C3 0.0464(12) 0.0430(11) 0.0535(13) -0.0019(10) 0.0012(11) -0.0015(9)
C4 0.0505(13) 0.0482(12) 0.0596(14) -0.0090(11) 0.0029(11) 0.0039(10)
C5 0.0410(11) 0.0419(11) 0.071(2) -0.0055(12) 0.0014(12) -0.0008(9)
C6 0.0449(12) 0.0439(12) 0.0625(14) 0.0040(11) -0.0009(11) 0.0044(10)
C7 0.0410(12) 0.0418(11) 0.0478(12) -0.0008(9) 0.0004(10) 0.0000(9)
C8 0.0405(10) 0.0340(9) 0.0484(12) 0.0007(9) -0.0030(10) -0.0028(8)
C9 0.0472(12) 0.0372(10) 0.0481(12) 0.0016(9) -0.0045(10) -0.0017(9)
C10 0.0453(12) 0.0448(12) 0.0490(12) -0.0011(10) 0.0024(10) 0.0016(9)
C11 0.0475(12) 0.0363(10) 0.0522(13) 0.0019(9) -0.0029(10) 0.0001(9)
C12 0.0500(12) 0.0399(11) 0.0478(13) 0.0032(9) -0.0081(10) 0.0002(9)
C13 0.0484(13) 0.0477(12) 0.081(2) -0.0069(12) -0.0013(13) 0.0075(10)
C14 0.060(4) 0.079(4) 0.130(7) -0.031(4) -0.015(4) 0.022(3)
C15 0.080(5) 0.054(3) 0.177(11) 0.013(4) 0.011(6) 0.015(3)
C16 0.091(6) 0.161(11) 0.094(5) -0.033(6) 0.004(4) 0.076(7)
C17 0.0480(12) 0.0437(11) 0.0664(15) 0.0001(10) -0.0041(11) 0.0052(10)
C18 0.081(3) 0.112(4) 0.079(3) -0.007(3) 0.009(2) 0.050(3)
C19 0.048(2) 0.067(2) 0.125(5) -0.015(2) -0.018(2) 0.012(2)
C20 0.074(2) 0.044(2) 0.112(4) 0.009(2) 0.000(3) 0.011(2)
C21 0.0392(12) 0.0488(12) 0.0499(12) -0.0010(10) -0.0104(10) -0.0042(9)
C22 0.0350(10) 0.0450(11) 0.0455(11) 0.0023(9) -0.0047(9) -0.0039(8)
C23 0.0370(11) 0.0467(11) 0.0500(12) -0.0020(10) -0.0062(10) -0.0035(9)
C24 0.0354(12) 0.0616(14) 0.0626(15) -0.0018(12) -0.0103(10) -0.0038(10)
C25 0.0441(12) 0.0556(13) 0.0584(14) -0.0032(11) -0.0128(11) -0.0099(11)
C26 0.0459(13) 0.0528(13) 0.0595(15) -0.0087(11) -0.0113(11) -0.0053(10)
C27 0.0387(11) 0.0464(12) 0.0452(11) 0.0018(9) -0.0052(10) -0.0033(9)
C28 0.0378(11) 0.0427(11) 0.0428(11) 0.0021(9) -0.0048(9) -0.0072(9)
C29 0.0396(12) 0.0465(11) 0.0502(12) -0.0016(10) 0.0001(10) -0.0060(9)
C30 0.0394(12) 0.0545(13) 0.0533(13) -0.0068(11) -0.0092(10) -0.0024(10)
C31 0.0458(13) 0.0545(13) 0.0530(13) -0.0069(11) -0.0084(11) -0.0086(10)
C32 0.0486(13) 0.0474(12) 0.0568(14) -0.0106(11) -0.0052(11) -0.0063(10)
C33 0.0476(14) 0.071(2) 0.079(2) -0.0157(15) -0.0193(13) -0.0114(13)
C34 0.132(10) 0.094(6) 0.110(9) -0.014(5) -0.084(9) -0.026(6)
C35 0.131(12) 0.236(22) 0.143(11) -0.104(13) 0.072(10) -0.135(13)
C36 0.074(5) 0.075(6) 0.137(10) -0.046(6) -0.037(5) -0.016(4)
C37 0.053(2) 0.066(2) 0.074(2) -0.0202(14) -0.0157(13) -0.0110(13)
C38 0.046(3) 0.146(7) 0.108(6) -0.060(5) -0.017(3) -0.010(3)
C39 0.114(7) 0.292(19) 0.055(3) -0.036(6) -0.013(4) -0.107(9)
C40 0.119(7) 0.084(4) 0.218(14) 0.000(6) -0.078(9) -0.048(4)
C41 0.096(3) 0.073(2) 0.093(3) 0.023(2) 0.019(2) -0.011(2)
C42 0.173(5) 0.172(5) 0.139(4) 0.038(4) -0.009(4) -0.103(5)
C43 0.379(12) 0.167(5) 0.099(4) 0.028(4) 0.009(6) -0.128(7)
B1 0.0410(13) 0.0529(14) 0.0457(14) -0.0009(12) 0.0014(11) -0.0019(11)
B2 0.054(2) 0.0474(14) 0.0483(15) -0.0027(11) -0.0042(13) 0.0000(12)
B3 0.0398(12) 0.0517(14) 0.0428(12) -0.0008(11) -0.0076(11) -0.0004(11)
B4 0.0446(14) 0.0473(13) 0.0548(15) -0.0023(12) 0.0015(12) -0.0029(11)
C140 0.089(7) 0.150(12) 0.105(7) -0.004(7) -0.018(5) 0.081(9)
C150 0.067(6) 0.102(8) 0.234(21) 0.046(10) 0.068(10) 0.030(5)
C160 0.093(6) 0.054(4) 0.149(11) -0.015(5) -0.009(7) 0.026(4)
C380 0.080(7) 0.112(10) 0.078(9) -0.031(8) -0.024(6) -0.019(7)
C390 0.292(37) 0.116(12) 0.207(29) -0.022(13) -0.217(31) -0.004(15)
C400 0.086(13) 0.202(28) 0.168(18) -0.073(17) 0.017(12) -0.087(17)
C180 0.067(11) 0.135(19) 0.116(17) -0.007(14) 0.026(11) 0.037(12)
C190 0.081(15) 0.096(17) 0.291(52) -0.050(24) -0.022(22) 0.057(13)
C200 0.225(41) 0.229(46) 0.089(16) -0.017(20) -0.019(20) 0.168(41)
C340 0.162(15) 0.285(26) 0.066(5) -0.035(10) -0.012(7) -0.137(17)
C350 0.128(12) 0.092(6) 0.256(22) -0.001(10) -0.102(15) -0.044(7)
C360 0.053(5) 0.211(17) 0.178(13) -0.093(11) -0.029(6) -0.060(6)

_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
O1 B1 1.393(3) . ?
O2 B2 1.409(3) . ?
O3 B3 1.388(3) . ?
O4 B4 1.369(3) . ?
O5 C41 1.199(4) . ?
N1 C1 1.409(3) . ?
N1 B1 1.411(3) . ?
N2 B2 1.410(4) . ?
N2 C3 1.411(3) . ?
N3 C21 1.395(3) . ?
N3 B3 1.409(3) . ?
N4 C23 1.405(3) . ?
N4 B4 1.427(3) . ?
C1 C6 1.392(3) . ?
C1 C2 1.414(3) . ?
C2 C3 1.424(3) . ?
C2 C8 1.458(3) . ?
C3 C4 1.388(3) . ?
C4 C5 1.403(4) . ?
C5 C6 1.396(4) . ?
C5 C13 1.543(3) . ?
C7 C10 1.396(3) . ?
C7 C8 1.423(3) . ?
C7 B1 1.546(4) . ?
C8 C9 1.426(3) . ?
C9 C12 1.403(3) . ?
C9 B2 1.540(4) . ?
C10 C11 1.403(3) . ?
C11 C12 1.403(3) . ?
C11 C17 1.534(3) . ?
C13 C14 1.513(6) . ?
C13 C15 1.520(6) . ?
C13 C16 1.525(6) . ?
C17 C19 1.520(4) . ?
C17 C18 1.536(5) . ?
C17 C20 1.542(4) . ?
C21 C26 1.404(3) . ?
C21 C22 1.404(3) . ?
C22 C23 1.406(3) . ?
C22 C28 1.463(3) . ?
C23 C24 1.400(3) . ?
C24 C25 1.396(4) . ?
C25 C26 1.383(4) . ?
C25 C33 1.537(3) . ?
C27 C30 1.401(3) . ?
C27 C28 1.414(3) . ?
C27 B3 1.539(3) . ?
C28 C29 1.408(3) . ?
C29 C32 1.403(3) . ?
C29 B4 1.538(4) . ?
C30 C31 1.393(3) . ?
C31 C32 1.391(3) . ?
C31 C37 1.539(3) . ?
C33 C35 1.492(8) . ?
C33 C34 1.535(8) . ?
C33 C36 1.547(7) . ?
C37 C39 1.485(6) . ?
C37 C38 1.510(6) . ?
C37 C40 1.546(6) . ?
C41 C43 1.480(7) . ?
C41 C42 1.482(6) . ?

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
C1 N1 B1 124.1(2) . . ?
B2 N2 C3 123.9(2) . . ?
C21 N3 B3 123.9(2) . . ?
C23 N4 B4 124.3(2) . . ?
C6 C1 N1 119.5(2) . . ?
C6 C1 C2 121.0(2) . . ?
N1 C1 C2 119.4(2) . . ?
C1 C2 C3 117.3(2) . . ?
C1 C2 C8 121.3(2) . . ?
C3 C2 C8 121.4(2) . . ?
C4 C3 N2 120.2(2) . . ?
C4 C3 C2 120.8(2) . . ?
N2 C3 C2 119.0(2) . . ?
C3 C4 C5 121.4(2) . . ?
C6 C5 C4 118.1(2) . . ?
C6 C5 C13 120.4(2) . . ?
C4 C5 C13 121.5(2) . . ?
C1 C6 C5 121.4(2) . . ?
C10 C7 C8 118.6(2) . . ?
C10 C7 B1 122.5(2) . . ?
C8 C7 B1 118.9(2) . . ?
C7 C8 C9 120.4(2) . . ?
C7 C8 C2 119.8(2) . . ?
C9 C8 C2 119.8(2) . . ?
C12 C9 C8 117.8(2) . . ?
C12 C9 B2 123.6(2) . . ?
C8 C9 B2 118.5(2) . . ?
C7 C10 C11 122.7(2) . . ?
C10 C11 C12 117.3(2) . . ?
C10 C11 C17 122.3(2) . . ?
C12 C11 C17 120.4(2) . . ?
C11 C12 C9 123.0(2) . . ?
C14 C13 C15 108.6(6) . . ?
C14 C13 C16 108.4(5) . . ?
C15 C13 C16 109.1(6) . . ?
C14 C13 C5 109.5(3) . . ?
C15 C13 C5 108.6(3) . . ?
C16 C13 C5 112.6(3) . . ?
C19 C17 C11 109.8(2) . . ?
C19 C17 C18 110.4(3) . . ?
C11 C17 C18 112.7(2) . . ?
C19 C17 C20 108.3(3) . . ?
C11 C17 C20 107.9(2) . . ?
C18 C17 C20 107.6(3) . . ?
N3 C21 C26 119.3(2) . . ?
N3 C21 C22 119.0(2) . . ?
C26 C21 C22 121.7(2) . . ?
C21 C22 C23 117.0(2) . . ?
C21 C22 C28 121.8(2) . . ?
C23 C22 C28 121.2(2) . . ?
C24 C23 N4 120.3(2) . . ?
C24 C23 C22 120.6(2) . . ?
N4 C23 C22 119.1(2) . . ?
C25 C24 C23 121.9(2) . . ?
C26 C25 C24 117.8(2) . . ?
C26 C25 C33 121.1(2) . . ?
C24 C25 C33 121.1(2) . . ?
C25 C26 C21 121.0(2) . . ?
C30 C27 C28 118.0(2) . . ?
C30 C27 B3 124.0(2) . . ?
C28 C27 B3 118.0(2) . . ?
C29 C28 C27 119.9(2) . . ?
C29 C28 C22 120.4(2) . . ?
C27 C28 C22 119.8(2) . . ?
C32 C29 C28 119.0(2) . . ?
C32 C29 B4 122.1(2) . . ?
C28 C29 B4 118.9(2) . . ?
C31 C30 C27 123.8(2) . . ?
C32 C31 C30 116.4(2) . . ?
C32 C31 C37 121.2(2) . . ?
C30 C31 C37 122.3(2) . . ?
C31 C32 C29 122.8(2) . . ?
C35 C33 C34 107.6(11) . . ?
C35 C33 C25 113.9(7) . . ?
C34 C33 C25 105.9(5) . . ?
C35 C33 C36 112.1(8) . . ?
C34 C33 C36 103.3(6) . . ?
C25 C33 C36 113.1(4) . . ?
C39 C37 C38 109.7(6) . . ?
C39 C37 C31 110.7(3) . . ?
C38 C37 C31 112.5(3) . . ?
C39 C37 C40 111.9(7) . . ?
C38 C37 C40 103.7(6) . . ?
C31 C37 C40 108.2(3) . . ?
O5 C41 C43 121.7(4) . . ?
O5 C41 C42 120.9(4) . . ?
C43 C41 C42 117.4(4) . . ?
O1 B1 N1 122.3(2) . . ?
O1 B1 C7 121.2(2) . . ?
N1 B1 C7 116.5(2) . . ?
N2 B2 O2 117.1(2) . . ?
N2 B2 C9 117.3(2) . . ?
O2 B2 C9 125.6(2) . . ?
O3 B3 N3 121.1(2) . . ?
O3 B3 C27 121.4(2) . . ?
N3 B3 C27 117.5(2) . . ?
O4 B4 N4 123.5(2) . . ?
O4 B4 C29 120.3(2) . . ?
N4 B4 C29 116.1(2) . . ?

_refine_diff_density_max    0.120
_refine_diff_density_min   -0.119
_refine_diff_density_rms    0.027  

data_pyrene

_database_code_CSD	165970


_audit_creation_method            SHELXL
_chemical_name_systematic
;
?
;
_chemical_name_common             ?
_chemical_formula_moiety          'C22 H30 B2 N2 O2'
_chemical_formula_structural      ?
_chemical_formula_analytical      ?
_chemical_formula_sum             'C22 H30 B2 N2 O2'
_chemical_formula_weight          378.10
_chemical_melting_point           ?
_chemical_compound_source         ?

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'
'B'  'B'   0.0013   0.0007
'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                    10.997(2)
_cell_length_b                    7.012(2)
_cell_length_c                    14.878(4)
_cell_angle_alpha                 90.00
_cell_angle_beta                  106.331(14)
_cell_angle_gamma                 90.00
_cell_volume                      1101.0(5)
_cell_formula_units_Z             2
_cell_measurement_temperature     294(2)
_cell_measurement_reflns_used     655
_cell_measurement_theta_min       2.85
_cell_measurement_theta_max       25.65

_exptl_crystal_description        plate
_exptl_crystal_colour             white
_exptl_crystal_size_max           0.30
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.10
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.134
_exptl_crystal_density_method     ?
_exptl_crystal_F_000              404
_exptl_absorpt_coefficient_mu     0.071
_exptl_absorpt_correction_type    none
_exptl_absorpt_correction_T_min   ?
_exptl_absorpt_correction_T_max   ?

_exptl_special_details
;
?
;

_diffrn_ambient_temperature       294(2)
_diffrn_radiation_wavelength      0.71069
_diffrn_radiation_type            MoK\a
_diffrn_radiation_source          'Rotating anode'
_diffrn_radiation_monochromator   graphite
_diffrn_measurement_device        'Rigaku R-axis IIc'
_diffrn_measurement_method        'Image plate scans'
_diffrn_standards_number          ?
_diffrn_standards_interval_count  ?
_diffrn_standards_interval_time   ?
_diffrn_standards_decay_%         ?
_diffrn_reflns_number             3078
_diffrn_reflns_av_R_equivalents   0.0580
_diffrn_reflns_av_sigmaI/netI     0.0575
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -8
_diffrn_reflns_limit_k_max        8
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          2.85
_diffrn_reflns_theta_max          25.65
_reflns_number_total              1047
_reflns_number_observed           655
_reflns_observed_criterion        >2sigma(I)

_computing_data_collection        ?
_computing_cell_refinement        ?
_computing_data_reduction         ?
_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)'
_computing_molecular_graphics     ?
_computing_publication_material   ?

_refine_special_details
;
Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^
or flagged by the user for potential systematic errors.  Weighted R-factors
wR and all goodnesses of fit S are based on F^2^, conventional R-factors R
are based on F, with F set to zero for negative F^2^. The observed criterion
of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ 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 w=1/[\s^2^(Fo^2^)+(0.0931P)^2^+0.3100P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     noref
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        ?
_refine_ls_number_reflns          1047
_refine_ls_number_parameters      118
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1047
_refine_ls_R_factor_obs           0.0661
_refine_ls_wR_factor_all          0.2105
_refine_ls_wR_factor_obs          0.1873
_refine_ls_goodness_of_fit_all    1.074
_refine_ls_goodness_of_fit_obs    1.244
_refine_ls_restrained_S_all       1.074
_refine_ls_restrained_S_obs       1.244
_refine_ls_shift/esd_max          -0.011
_refine_ls_shift/esd_mean         0.003

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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.6534(4) 0.0000 1.0195(3) 0.0662(13) Uani 0.50 d SP 1
B1 B 0.7716(3) 0.0000 1.0180(2) 0.0589(9) Uani 0.50 d SP 1
N1 N 0.8608(3) 0.0000 1.1138(2) 0.0623(10) Uani 0.50 d SP 1
H1 H 0.8287 0.0000 1.1669 0.075 Uiso 0.50 d SP 1
C1 C 0.8247(3) 0.0000 0.9381(2) 0.0518(8) Uani 1 d S 1
C2 C 0.9574(3) 0.0000 0.9524(2) 0.0485(8) Uani 1 d S 1
C3 C 1.0059(3) 0.0000 0.8730(2) 0.0515(8) Uani 1 d S 1
C4 C 0.9210(3) 0.0000 0.7829(2) 0.0577(9) Uani 1 d S 1
H4 H 0.9537(3) 0.0000 0.7316(2) 0.069 Uiso 1 calc SR 1
C5 C 0.7897(3) 0.0000 0.7666(2) 0.0586(9) Uani 1 d S 1
C6 C 0.7450(3) 0.0000 0.8462(2) 0.0600(9) Uani 1 d S 1
H6 H 0.6578(3) 0.0000 0.8374(2) 0.072 Uiso 1 calc SR 1
C7 C 0.6057(7) 0.0000 1.1004(6) 0.071(2) Uani 0.50 d SP 1
H7A H 0.5147(7) 0.0000 1.0805(6) 0.085 Uiso 0.50 calc SPR 1
H7B H 0.6353(7) 0.1118 1.1374(6) 0.085 Uiso 0.25 calc PR 1
H7C H 0.6353(7) -0.1118 1.1374(6) 0.085 Uiso 0.25 calc PR 1
C8 C 0.6990(3) 0.0000 0.6665(2) 0.0732(11) Uani 1 d S 1
C9 C 0.5562(8) 0.0000 0.6699(6) 0.092(3) Uani 0.50 d SP 1
H9A H 0.5397(8) 0.1142 0.7001(6) 0.110 Uiso 0.25 calc PR 1
H9B H 0.5415(8) -0.1092 0.7043(6) 0.110 Uiso 0.25 calc PR 1
H9C H 0.5008(8) -0.0050 0.6072(6) 0.110 Uiso 0.50 calc SPR 1
C10 C 0.7186(6) 0.1787(14) 0.6187(5) 0.121(3) Uani 0.50 d P 1
H10A H 0.7052(6) 0.2865(14) 0.6545(5) 0.145 Uiso 0.50 calc PR 1
H10B H 0.6597(6) 0.1832(14) 0.5573(5) 0.145 Uiso 0.50 calc PR 1
H10C H 0.8036(6) 0.1817(14) 0.6134(5) 0.145 Uiso 0.50 calc PR 1
O2 O 0.7873(4) 0.0000 1.1809(3) 0.0612(12) Uani 0.50 d SP 2
B2 B 0.8608(3) 0.0000 1.1138(2) 0.0623(10) Uani 0.50 d SP 2
N2 N 0.7716(3) 0.0000 1.0180(2) 0.0589(9) Uani 0.50 d SP 2
H2 H 0.6829 0.0000 1.0088 0.071 Uiso 0.50 d SP 2
C11 C 0.7734(9) 0.0000 0.5870(6) 0.115(4) Uani 0.50 d SP 2
H11A H 0.8274(9) -0.1099 0.5949(6) 0.138 Uiso 0.25 calc PR 2
H11B H 0.8237(9) 0.1135 0.5927(6) 0.138 Uiso 0.25 calc PR 2
H11C H 0.7131(9) -0.0036 0.5262(6) 0.138 Uiso 0.50 calc SPR 2
C12 C 0.6207(9) 0.1757(16) 0.6499(5) 0.176(5) Uani 0.50 d P 2
H12A H 0.5743(9) 0.1833(16) 0.6957(5) 0.211 Uiso 0.50 calc PR 2
H12B H 0.5623(9) 0.1717(16) 0.5883(5) 0.211 Uiso 0.50 calc PR 2
H12C H 0.6744(9) 0.2855(16) 0.6552(5) 0.211 Uiso 0.50 calc PR 2
C13 C 0.6515(7) 0.0000 1.1646(5) 0.063(2) Uani 0.50 d SP 2
H13A H 0.6320(7) 0.0000 1.2236(5) 0.076 Uiso 0.50 calc SPR 2
H13B H 0.6161(7) -0.1118 1.1297(5) 0.076 Uiso 0.25 calc PR 2
H13C H 0.6161(7) 0.1118 1.1297(5) 0.076 Uiso 0.25 calc PR 2

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
O1 0.045(2) 0.078(3) 0.079(3) 0.000 0.024(2) 0.000
B1 0.052(2) 0.058(2) 0.072(2) 0.000(415302) 0.0261(15) 0.000(415302)
N1 0.079(2) 0.057(2) 0.061(2) 0.000(415302) 0.036(2) 0.000(415302)
C1 0.056(2) 0.045(2) 0.055(2) 0.000 0.0176(14) 0.000
C2 0.058(2) 0.041(2) 0.049(2) 0.000 0.0194(13) 0.000
C3 0.062(2) 0.044(2) 0.050(2) 0.000 0.0193(14) 0.000
C4 0.070(2) 0.057(2) 0.048(2) 0.000 0.0196(15) 0.000
C5 0.063(2) 0.058(2) 0.051(2) 0.000 0.0097(14) 0.000
C6 0.056(2) 0.061(2) 0.062(2) 0.000 0.0152(15) 0.000
C7 0.062(5) 0.075(5) 0.087(6) 0.000 0.040(4) 0.000
C8 0.077(2) 0.085(3) 0.051(2) 0.000 0.006(2) 0.000
C9 0.075(5) 0.117(9) 0.068(6) 0.000 -0.004(4) 0.000
C10 0.114(6) 0.151(8) 0.075(5) 0.056(5) -0.009(4) -0.028(5)
O2 0.061(3) 0.071(3) 0.059(3) 0.000 0.030(2) 0.000
B2 0.079(2) 0.057(2) 0.061(2) 0.000(415302) 0.036(2) 0.000(415302)
N2 0.052(2) 0.058(2) 0.072(2) 0.000(415302) 0.0261(15) 0.000(415302)
C11 0.104(7) 0.184(13) 0.053(5) 0.000 0.016(5) 0.000
C12 0.199(10) 0.193(11) 0.086(6) -0.021(6) -0.042(6) 0.125(9)
C13 0.065(5) 0.060(4) 0.074(5) 0.000 0.036(4) 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
O1 B1 1.307(5) . ?
O1 C7 1.443(8) . ?
B1 C1 1.464(4) . ?
B1 N1 1.486(5) . ?
N1 C3 1.423(4) 5_757 ?
C1 C6 1.402(4) . ?
C1 C2 1.414(4) . ?
C2 C3 1.427(4) . ?
C2 C2 1.462(6) 5_757 ?
C3 C4 1.402(4) . ?
C3 N1 1.423(4) 5_757 ?
C4 C5 1.396(4) . ?
C5 C6 1.403(4) . ?
C5 C8 1.542(4) . ?
C8 C10 1.486(7) 2 ?
C8 C10 1.486(7) . ?
C8 C9 1.586(9) . ?
O2 B2 1.450(4) . ?
O2 C13 1.444(8) . ?
B2 N2 1.486(5) . ?

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
B1 O1 C7 127.7(5) . . ?
O1 B1 C1 129.8(3) . . ?
O1 B1 N1 112.0(3) . . ?
C1 B1 N1 118.2(3) . . ?
C3 N1 B1 120.6(3) 5_757 . ?
C6 C1 C2 118.9(3) . . ?
C6 C1 B1 120.6(3) . . ?
C2 C1 B1 120.5(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 C2 120.0(3) . 5_757 ?
C3 C2 C2 121.0(3) . 5_757 ?
C4 C3 C2 119.2(3) . . ?
C4 C3 N1 121.0(3) . 5_757 ?
C2 C3 N1 119.8(3) . 5_757 ?
C5 C4 C3 123.0(3) . . ?
C4 C5 C6 116.4(3) . . ?
C4 C5 C8 121.6(3) . . ?
C6 C5 C8 122.0(3) . . ?
C1 C6 C5 123.5(3) . . ?
C10 C8 C10 114.9(8) 2 . ?
C10 C8 C5 108.7(3) 2 . ?
C10 C8 C5 108.7(3) . . ?
C10 C8 C9 107.1(4) 2 . ?
C10 C8 C9 107.1(4) . . ?
C5 C8 C9 110.3(4) . . ?
B2 O2 C13 129.4(4) . . ?
O2 B2 N2 108.3(3) . . ?

_refine_diff_density_max    0.111
_refine_diff_density_min   -0.148
_refine_diff_density_rms    0.028