# Supplementary Material (ESI) for Dalton Transactions
# This journal is (c) The Royal Society of Chemistry 2010
data_global
_journal_name_full 'Dalton Trans.'
#TrackingRef 'ama324 final.cif'
_journal_coden_Cambridge 0222
_audit_creation_method SHELXL-97
_publ_section_title
;
Reductive coupling and protonation leading to diboron corroles with
a B-H-B bridge.
;
_publ_section_abstract ' Abstract '
_publ_section_comment ' Comment '
_publ_section_related_literature
;
For related literature
;
_publ_contact_letter
;
Please consider this CIF for publication. I certify that this
contribution is the
original work of those listed as authors; that it has not been published
before (in any language or medium) and is not being considered for publication
elsewhere; that all authors concur with and are aware of the submission; that
all workers involved in the study are listed as authors or given proper credit
in the acknowledgements; that I have obtained permission for and acknowledged
the source of any excerpts from other copyright works; and that to the best of
my knowledge the paper contains no statements which are libellous, unlawful or
in any way actionable. All coauthors have made significant scientific
contributions to the work reported, including the ideas and their execution,
and share responsibility and accountability for the results.
;
_publ_contact_author_name 'George R. Clark'
_publ_contact_author_address
;
Department of Chemistry
The University of Auckland
Private Bag 92019
Auckland
New Zealand
;
_publ_contact_author_email g.clark@auckland.ac.nz
_publ_contact_author_phone '0064 9 3737599 Ext 88294'
_publ_contact_author_fax '0064 9 3737422'
loop_
_publ_author_name
_publ_author_address
A.M.Albrett
;
Department of Chemistry
The University of Auckland
Private Bag 92019
Auckland
New Zealand
;
P.D.W.Boyd
;
Department of Chemistry
The University of Auckland
Private Bag 92019
Auckland
New Zealand
;
G.R.Clark
;
Department of Chemistry
The University of Auckland
Private Bag 92019
Auckland
New Zealand
;
E.Gonzales
;
Department of Chemistry and Center for Theoretical and Computational Chemistry
University of Troms\/o
N-9037 Troms\/o
Norway
;
A.Ghosh
;
Department of Chemistry and Center for Theoretical and Computational Chemistry
University of Troms\/o
N-9037 Troms\/o
Norway
;
;
P.J.Brothers
;
;
Department of Chemistry
The University of Auckland
Private Bag 92019
Auckland
New Zealand
;
data_ama324
_database_code_depnum_ccdc_archive 'CCDC 745644'
#TrackingRef 'ama324 final.cif'
_publ_section_exptl_refinement
;
Hydrogen atoms were placed in calculated positions and refined using the
riding model [C-H 0.93-0.97 \%A), with U~iso~(H) = 1.2 or 1.5 times
U~eq~(C). The hydrogen bonding to B1 and B2 was located as the largest
peak in the difference map. Its position was fixed, and it was assigned
an isotropic temperature of 0.05.
;
_publ_section_figure_captions
;
Fig. 1: Structure showing 50 % probability displacement ellipsoids
for non-hydrogen atoms (Burnett
& Johnson, 1996).
;
_publ_section_acknowledgements
;
No acknowledgements
;
_publ_section_references
;
Burnett, M.N. and Johnson, C.K. (1996). ORTEP-III: Report ORNL-6895.
Oak Ridge National Laboratory, Tennessee, USA.
Sheldrick, G.M. (1997). SADABS. Univ. of G\"ottingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Bruker (1995). SHELXTL (Version 5), SMART (Version 4.050) and
SAINT (Version 4.050). Bruker AXS Inc., Madison, Wisconsin, USA.
;
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C52 H40 B2 N4, 2(C H2 Cl2)'
_chemical_formula_sum 'C54 H44 B2 Cl4 N4'
_chemical_formula_weight 912.35
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'
B B 0.0013 0.0007 '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'
Cl Cl 0.1484 0.1585 '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
_symmetry_space_group_name_Hall -P_1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.1520(2)
_cell_length_b 13.2444(3)
_cell_length_c 18.2347(4)
_cell_angle_alpha 98.293(1)
_cell_angle_beta 101.602(1)
_cell_angle_gamma 103.004(1)
_cell_volume 2293.52(9)
_cell_formula_units_Z 2
_cell_measurement_temperature 89(2)
_cell_measurement_reflns_used 8192
_cell_measurement_theta_min 1.61
_cell_measurement_theta_max 26.28
_exptl_crystal_description needle
_exptl_crystal_colour purple
_exptl_crystal_size_max 0.36
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.10
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.321
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 948
_exptl_absorpt_coefficient_mu 0.301
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'SADABS; Sheldrick, 1997'
_exptl_absorpt_correction_T_min 0.8994
_exptl_absorpt_correction_T_max 0.9705
_diffrn_ambient_temperature 89(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 'Siemens SMART CCD'
_diffrn_measurement_method 'Area detector \w scans'
_diffrn_standards_decay_% <2%
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number 0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time 0
_diffrn_reflns_number 21734
_diffrn_reflns_av_R_equivalents 0.0574
_diffrn_reflns_av_sigmaI/netI 0.0871
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.61
_diffrn_reflns_theta_max 26.28
_reflns_number_total 9161
_reflns_number_gt 6182
_reflns_threshold_expression I>2\s(I)
_computing_data_collection 'SMART (Bruker, 1995)'
_computing_cell_refinement 'SAINT (Bruker, 1995)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness 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 threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0523P)^2^+3.7069P] 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 constr
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 9161
_refine_ls_number_parameters 577
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1148
_refine_ls_R_factor_gt 0.0703
_refine_ls_wR_factor_ref 0.1663
_refine_ls_wR_factor_gt 0.1459
_refine_ls_goodness_of_fit_ref 1.058
_refine_ls_restrained_S_all 1.058
_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
N1 N -0.0543(3) 0.3738(2) 0.35747(16) 0.0156(6) Uani 1 1 d . . .
N2 N -0.2291(3) 0.3848(2) 0.24623(16) 0.0165(6) Uani 1 1 d . . .
N3 N -0.3186(3) 0.1134(2) 0.22526(16) 0.0165(6) Uani 1 1 d . . .
N4 N -0.1160(3) 0.1480(2) 0.33253(16) 0.0163(6) Uani 1 1 d . . .
B1 B -0.2000(4) 0.3248(3) 0.3081(2) 0.0166(8) Uani 1 1 d . . .
B2 B -0.1660(4) 0.1674(3) 0.2527(2) 0.0167(8) Uani 1 1 d . . .
C1 C 0.0301(3) 0.3241(3) 0.40082(19) 0.0168(7) Uani 1 1 d . . .
C2 C 0.1518(4) 0.4035(3) 0.4424(2) 0.0203(8) Uani 1 1 d . . .
H2A H 0.2251 0.3938 0.4780 0.024 Uiso 1 1 calc R . .
C3 C 0.1421(4) 0.4984(3) 0.4203(2) 0.0205(8) Uani 1 1 d . . .
H3A H 0.2079 0.5633 0.4386 0.025 Uiso 1 1 calc R . .
C4 C 0.0145(3) 0.4791(3) 0.36491(19) 0.0167(7) Uani 1 1 d . . .
C5 C -0.0382(3) 0.5397(3) 0.31250(19) 0.0166(7) Uani 1 1 d . . .
C6 C 0.0376(3) 0.6523(3) 0.3200(2) 0.0172(7) Uani 1 1 d . . .
C7 C 0.0731(3) 0.7222(3) 0.3908(2) 0.0176(7) Uani 1 1 d . . .
H7A H 0.0507 0.6972 0.4330 0.021 Uiso 1 1 calc R . .
C8 C 0.1411(3) 0.8281(3) 0.3988(2) 0.0192(8) Uani 1 1 d . . .
H8A H 0.1631 0.8726 0.4464 0.023 Uiso 1 1 calc R . .
C9 C 0.1773(3) 0.8697(3) 0.3367(2) 0.0192(8) Uani 1 1 d . . .
C10 C 0.1446(3) 0.7993(3) 0.2667(2) 0.0197(8) Uani 1 1 d . . .
H10A H 0.1682 0.8243 0.2247 0.024 Uiso 1 1 calc R . .
C11 C 0.0776(3) 0.6926(3) 0.2581(2) 0.0183(7) Uani 1 1 d . . .
H11A H 0.0591 0.6476 0.2110 0.022 Uiso 1 1 calc R . .
C12 C 0.2474(4) 0.9856(3) 0.3461(2) 0.0257(8) Uani 1 1 d . . .
H12A H 0.2642 1.0000 0.2982 0.039 Uiso 1 1 calc R . .
H12B H 0.3345 1.0035 0.3837 0.039 Uiso 1 1 calc R . .
H12C H 0.1883 1.0269 0.3625 0.039 Uiso 1 1 calc R . .
C13 C -0.1554(3) 0.4892(3) 0.2506(2) 0.0168(7) Uani 1 1 d . . .
C14 C -0.2142(3) 0.5183(3) 0.1812(2) 0.0208(8) Uani 1 1 d . . .
H14A H -0.1903 0.5849 0.1692 0.025 Uiso 1 1 calc R . .
C15 C -0.3122(4) 0.4311(3) 0.1350(2) 0.0224(8) Uani 1 1 d . . .
H15A H -0.3633 0.4287 0.0861 0.027 Uiso 1 1 calc R . .
C16 C -0.3227(3) 0.3438(3) 0.17472(19) 0.0175(7) Uani 1 1 d . . .
C17 C -0.4115(3) 0.2384(3) 0.14613(19) 0.0162(7) Uani 1 1 d . . .
C18 C -0.5229(3) 0.2285(3) 0.07523(19) 0.0151(7) Uani 1 1 d . . .
C19 C -0.6130(3) 0.2952(3) 0.0717(2) 0.0182(7) Uani 1 1 d . . .
H19A H -0.6021 0.3481 0.1137 0.022 Uiso 1 1 calc R . .
C20 C -0.7187(3) 0.2834(3) 0.0063(2) 0.0210(8) Uani 1 1 d . . .
H20A H -0.7759 0.3293 0.0051 0.025 Uiso 1 1 calc R . .
C21 C -0.7398(4) 0.2035(3) -0.0576(2) 0.0208(8) Uani 1 1 d . . .
C22 C -0.6492(4) 0.1378(3) -0.0544(2) 0.0211(8) Uani 1 1 d . . .
H22A H -0.6606 0.0846 -0.0963 0.025 Uiso 1 1 calc R . .
C23 C -0.5423(3) 0.1502(3) 0.0102(2) 0.0189(8) Uani 1 1 d . . .
H23A H -0.4828 0.1061 0.0103 0.023 Uiso 1 1 calc R . .
C24 C -0.8581(4) 0.1872(3) -0.1270(2) 0.0324(10) Uani 1 1 d . . .
H24A H -0.9089 0.2392 -0.1191 0.049 Uiso 1 1 calc R . .
H24B H -0.9193 0.1177 -0.1349 0.049 Uiso 1 1 calc R . .
H24C H -0.8212 0.1943 -0.1710 0.049 Uiso 1 1 calc R . .
C25 C -0.4190(3) 0.1410(3) 0.17369(19) 0.0161(7) Uani 1 1 d . . .
C26 C -0.5389(3) 0.0507(3) 0.1550(2) 0.0176(7) Uani 1 1 d . . .
H26A H -0.6221 0.0438 0.1198 0.021 Uiso 1 1 calc R . .
C27 C -0.5113(3) -0.0230(3) 0.19682(19) 0.0184(7) Uani 1 1 d . . .
H27A H -0.5723 -0.0876 0.1954 0.022 Uiso 1 1 calc R . .
C28 C -0.3721(3) 0.0168(3) 0.24314(19) 0.0166(7) Uani 1 1 d . . .
C29 C -0.2904(3) -0.0208(3) 0.30068(19) 0.0155(7) Uani 1 1 d . . .
C30 C -0.3401(3) -0.1261(3) 0.31978(19) 0.0176(7) Uani 1 1 d . . .
C31 C -0.4743(3) -0.1594(3) 0.3324(2) 0.0194(8) Uani 1 1 d . . .
H31A H -0.5342 -0.1157 0.3268 0.023 Uiso 1 1 calc R . .
C32 C -0.5192(4) -0.2558(3) 0.3529(2) 0.0222(8) Uani 1 1 d . . .
H32A H -0.6089 -0.2760 0.3600 0.027 Uiso 1 1 calc R . .
C33 C -0.4314(4) -0.3238(3) 0.3634(2) 0.0212(8) Uani 1 1 d . . .
C34 C -0.2987(4) -0.2913(3) 0.3507(2) 0.0210(8) Uani 1 1 d . . .
H34A H -0.2389 -0.3349 0.3570 0.025 Uiso 1 1 calc R . .
C35 C -0.2532(3) -0.1949(3) 0.3288(2) 0.0189(8) Uani 1 1 d . . .
H35A H -0.1645 -0.1761 0.3201 0.023 Uiso 1 1 calc R . .
C36 C -0.4784(4) -0.4264(3) 0.3895(2) 0.0290(9) Uani 1 1 d . . .
H36A H -0.4053 -0.4619 0.3938 0.043 Uiso 1 1 calc R . .
H36B H -0.5601 -0.4706 0.3529 0.043 Uiso 1 1 calc R . .
H36C H -0.4995 -0.4117 0.4383 0.043 Uiso 1 1 calc R . .
C37 C -0.1618(3) 0.0488(3) 0.3480(2) 0.0171(7) Uani 1 1 d . . .
C38 C -0.0756(3) 0.0458(3) 0.41874(19) 0.0177(7) Uani 1 1 d . . .
H38A H -0.0805 -0.0123 0.4423 0.021 Uiso 1 1 calc R . .
C39 C 0.0176(3) 0.1448(3) 0.44685(19) 0.0177(7) Uani 1 1 d . . .
H39A H 0.0866 0.1645 0.4922 0.021 Uiso 1 1 calc R . .
C40 C -0.0113(3) 0.2111(3) 0.39378(19) 0.0169(7) Uani 1 1 d . . .
C41 C -0.3250(3) 0.2850(3) 0.34778(19) 0.0176(7) Uani 1 1 d . . .
C42 C -0.4543(3) 0.3073(3) 0.3222(2) 0.0217(8) Uani 1 1 d . . .
H42A H -0.4676 0.3374 0.2791 0.026 Uiso 1 1 calc R . .
C43 C -0.5637(4) 0.2859(3) 0.3590(2) 0.0224(8) Uani 1 1 d . . .
H43A H -0.6475 0.3014 0.3402 0.027 Uiso 1 1 calc R . .
C44 C -0.5462(4) 0.2420(3) 0.4230(2) 0.0250(8) Uani 1 1 d . . .
H44A H -0.6182 0.2273 0.4475 0.030 Uiso 1 1 calc R . .
C45 C -0.4192(4) 0.2195(3) 0.4510(2) 0.0251(8) Uani 1 1 d . . .
H45A H -0.4068 0.1896 0.4942 0.030 Uiso 1 1 calc R . .
C46 C -0.3117(4) 0.2419(3) 0.4143(2) 0.0206(8) Uani 1 1 d . . .
H46A H -0.2276 0.2277 0.4344 0.025 Uiso 1 1 calc R . .
C47 C -0.0695(3) 0.1460(3) 0.1951(2) 0.0182(7) Uani 1 1 d . . .
C48 C -0.1201(4) 0.1244(3) 0.1152(2) 0.0216(8) Uani 1 1 d . . .
H48A H -0.2126 0.1218 0.0946 0.026 Uiso 1 1 calc R . .
C49 C -0.0345(4) 0.1068(3) 0.0663(2) 0.0248(8) Uani 1 1 d . . .
H49A H -0.0703 0.0928 0.0137 0.030 Uiso 1 1 calc R . .
C50 C 0.1041(4) 0.1103(3) 0.0959(2) 0.0254(8) Uani 1 1 d . . .
H50A H 0.1609 0.0975 0.0634 0.030 Uiso 1 1 calc R . .
C51 C 0.1568(4) 0.1332(3) 0.1749(2) 0.0263(9) Uani 1 1 d . . .
H51A H 0.2498 0.1368 0.1952 0.032 Uiso 1 1 calc R . .
C52 C 0.0715(4) 0.1508(3) 0.2236(2) 0.0232(8) Uani 1 1 d . . .
H52A H 0.1086 0.1661 0.2761 0.028 Uiso 1 1 calc R . .
Cl1 Cl 0.43932(13) 0.58012(9) 0.08134(7) 0.0453(3) Uani 1 1 d . . .
Cl2 Cl 0.25666(11) 0.72505(9) 0.06931(7) 0.0430(3) Uani 1 1 d . . .
Cl3 Cl 0.23341(13) 0.44881(10) 0.22676(6) 0.0472(3) Uani 1 1 d . . .
Cl4 Cl 0.05924(11) 0.46476(9) 0.08256(6) 0.0385(3) Uani 1 1 d . . .
C53 C 0.3908(5) 0.6828(3) 0.1321(3) 0.0473(12) Uani 1 1 d . . .
H53A H 0.4719 0.7423 0.1536 0.057 Uiso 1 1 calc R . .
H53B H 0.3551 0.6590 0.1739 0.057 Uiso 1 1 calc R . .
C54 C 0.0815(4) 0.3880(3) 0.1531(2) 0.0336(10) Uani 1 1 d . . .
H54A H 0.0876 0.3191 0.1297 0.040 Uiso 1 1 calc R . .
H54B H 0.0009 0.3775 0.1748 0.040 Uiso 1 1 calc R . .
HB12 H -0.1584 0.2595 0.2616 0.050 Uiso 1 1 d . . .
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
N1 0.0147(14) 0.0127(14) 0.0176(15) 0.0032(12) 0.0004(12) 0.0032(11)
N2 0.0163(14) 0.0134(15) 0.0162(15) 0.0023(12) -0.0016(12) 0.0020(11)
N3 0.0152(14) 0.0155(15) 0.0171(15) 0.0020(12) 0.0013(12) 0.0037(11)
N4 0.0165(14) 0.0158(15) 0.0147(15) 0.0013(12) 0.0013(12) 0.0039(12)
B1 0.0180(19) 0.0106(19) 0.019(2) -0.0004(16) 0.0009(16) 0.0051(15)
B2 0.0147(19) 0.0135(19) 0.019(2) 0.0039(16) -0.0020(16) 0.0027(15)
C1 0.0153(17) 0.0189(18) 0.0154(18) 0.0027(14) 0.0021(14) 0.0049(14)
C2 0.0177(18) 0.0220(19) 0.0194(19) 0.0038(15) 0.0003(14) 0.0055(15)
C3 0.0191(18) 0.0192(19) 0.0186(19) 0.0001(15) 0.0011(14) 0.0011(14)
C4 0.0167(17) 0.0139(17) 0.0178(18) 0.0003(14) 0.0031(14) 0.0031(14)
C5 0.0178(17) 0.0148(17) 0.0164(18) 0.0014(14) 0.0030(14) 0.0047(14)
C6 0.0110(16) 0.0166(18) 0.0211(19) 0.0020(15) -0.0023(14) 0.0048(13)
C7 0.0158(17) 0.0175(18) 0.0187(19) 0.0037(14) 0.0029(14) 0.0042(14)
C8 0.0154(17) 0.0189(19) 0.0206(19) -0.0015(15) 0.0008(14) 0.0059(14)
C9 0.0125(16) 0.0137(17) 0.031(2) 0.0029(15) 0.0040(15) 0.0044(13)
C10 0.0155(17) 0.0208(19) 0.0218(19) 0.0061(15) 0.0029(14) 0.0029(14)
C11 0.0167(17) 0.0181(18) 0.0181(19) 0.0013(15) -0.0006(14) 0.0062(14)
C12 0.027(2) 0.0155(19) 0.035(2) 0.0048(16) 0.0105(17) 0.0053(15)
C13 0.0187(17) 0.0124(17) 0.0199(19) 0.0036(14) 0.0050(14) 0.0045(14)
C14 0.0200(18) 0.0164(18) 0.025(2) 0.0063(15) 0.0014(15) 0.0049(14)
C15 0.0188(18) 0.027(2) 0.020(2) 0.0080(16) -0.0004(15) 0.0064(15)
C16 0.0150(17) 0.0193(18) 0.0174(18) 0.0033(15) 0.0002(14) 0.0066(14)
C17 0.0155(17) 0.0187(18) 0.0142(18) 0.0014(14) 0.0040(14) 0.0049(14)
C18 0.0116(16) 0.0170(18) 0.0153(18) 0.0044(14) 0.0022(13) 0.0008(13)
C19 0.0222(18) 0.0129(17) 0.0177(19) 0.0029(14) 0.0026(14) 0.0031(14)
C20 0.0182(18) 0.0207(19) 0.025(2) 0.0108(16) 0.0012(15) 0.0062(15)
C21 0.0192(18) 0.024(2) 0.0167(19) 0.0067(15) -0.0013(14) 0.0033(15)
C22 0.0226(19) 0.023(2) 0.0164(19) 0.0026(15) 0.0038(15) 0.0039(15)
C23 0.0148(17) 0.0204(19) 0.0212(19) 0.0027(15) 0.0051(14) 0.0042(14)
C24 0.032(2) 0.035(2) 0.022(2) 0.0029(18) -0.0065(17) 0.0065(18)
C25 0.0164(17) 0.0165(18) 0.0130(17) -0.0017(14) 0.0014(13) 0.0046(14)
C26 0.0141(17) 0.0174(18) 0.0180(18) -0.0001(14) -0.0001(14) 0.0034(14)
C27 0.0177(17) 0.0164(18) 0.0172(18) -0.0013(14) 0.0025(14) 0.0011(14)
C28 0.0178(17) 0.0148(17) 0.0170(18) -0.0014(14) 0.0074(14) 0.0038(14)
C29 0.0155(16) 0.0178(18) 0.0158(18) 0.0012(14) 0.0071(14) 0.0081(14)
C30 0.0203(18) 0.0149(18) 0.0154(18) 0.0002(14) 0.0015(14) 0.0045(14)
C31 0.0165(17) 0.0203(19) 0.0210(19) 0.0033(15) 0.0018(14) 0.0070(14)
C32 0.0170(18) 0.023(2) 0.026(2) 0.0056(16) 0.0045(15) 0.0048(15)
C33 0.0221(18) 0.0139(18) 0.021(2) -0.0022(15) -0.0022(15) 0.0016(14)
C34 0.0198(18) 0.0182(19) 0.024(2) 0.0024(15) 0.0001(15) 0.0092(15)
C35 0.0159(17) 0.0173(18) 0.0216(19) -0.0007(15) 0.0026(14) 0.0052(14)
C36 0.023(2) 0.021(2) 0.039(2) 0.0071(18) 0.0007(17) 0.0021(16)
C37 0.0171(17) 0.0127(17) 0.0223(19) 0.0028(14) 0.0063(14) 0.0044(13)
C38 0.0231(18) 0.0163(18) 0.0157(18) 0.0054(14) 0.0036(14) 0.0086(14)
C39 0.0201(18) 0.0190(19) 0.0148(18) 0.0030(14) 0.0024(14) 0.0083(14)
C40 0.0133(16) 0.0201(19) 0.0164(18) 0.0022(14) 0.0021(14) 0.0052(14)
C41 0.0175(17) 0.0129(17) 0.0167(18) -0.0036(14) -0.0019(14) 0.0021(13)
C42 0.0207(18) 0.0177(19) 0.023(2) -0.0002(15) 0.0031(15) 0.0036(15)
C43 0.0214(19) 0.0165(19) 0.024(2) -0.0001(15) -0.0025(15) 0.0044(15)
C44 0.0216(19) 0.0192(19) 0.033(2) -0.0009(17) 0.0119(16) 0.0014(15)
C45 0.031(2) 0.019(2) 0.025(2) 0.0038(16) 0.0067(17) 0.0058(16)
C46 0.0203(18) 0.0199(19) 0.0197(19) 0.0002(15) 0.0023(15) 0.0064(15)
C47 0.0210(18) 0.0105(17) 0.0213(19) 0.0036(14) 0.0034(15) 0.0018(14)
C48 0.0184(18) 0.021(2) 0.022(2) 0.0032(15) 0.0010(15) 0.0024(15)
C49 0.031(2) 0.023(2) 0.0184(19) 0.0008(16) 0.0050(16) 0.0048(16)
C50 0.029(2) 0.022(2) 0.026(2) 0.0009(16) 0.0132(17) 0.0065(16)
C51 0.0212(19) 0.030(2) 0.028(2) 0.0029(17) 0.0058(16) 0.0095(16)
C52 0.0213(19) 0.027(2) 0.021(2) 0.0050(16) 0.0018(15) 0.0076(15)
Cl1 0.0564(7) 0.0385(6) 0.0485(7) 0.0094(5) 0.0204(6) 0.0201(5)
Cl2 0.0388(6) 0.0331(6) 0.0521(7) 0.0049(5) 0.0076(5) 0.0048(5)
Cl3 0.0607(8) 0.0481(7) 0.0301(6) 0.0005(5) -0.0008(5) 0.0238(6)
Cl4 0.0404(6) 0.0412(6) 0.0339(6) 0.0085(5) 0.0051(5) 0.0136(5)
C53 0.050(3) 0.026(2) 0.058(3) -0.011(2) 0.019(2) 0.000(2)
C54 0.037(2) 0.028(2) 0.039(3) 0.0117(19) 0.0142(19) 0.0058(18)
_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
N1 C4 1.386(4) . ?
N1 C1 1.387(4) . ?
N1 B1 1.511(5) . ?
N2 C13 1.399(4) . ?
N2 C16 1.401(4) . ?
N2 B1 1.491(5) . ?
N3 C28 1.384(4) . ?
N3 C25 1.392(4) . ?
N3 B2 1.500(4) . ?
N4 C37 1.380(4) . ?
N4 C40 1.389(4) . ?
N4 B2 1.521(5) . ?
B1 C41 1.609(5) . ?
B1 HB12 1.319(4) . ?
B2 C47 1.610(5) . ?
B2 HB12 1.191(4) . ?
C1 C2 1.419(5) . ?
C1 C40 1.440(5) . ?
C2 C3 1.392(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.419(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.433(5) . ?
C5 C13 1.422(5) . ?
C5 C6 1.490(5) . ?
C6 C7 1.404(5) . ?
C6 C11 1.408(5) . ?
C7 C8 1.389(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.407(5) . ?
C8 H8A 0.9300 . ?
C9 C10 1.398(5) . ?
C9 C12 1.509(5) . ?
C10 C11 1.394(5) . ?
C10 H10A 0.9300 . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.432(5) . ?
C14 C15 1.378(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.446(5) . ?
C15 H15A 0.9300 . ?
C16 C17 1.437(5) . ?
C17 C25 1.442(5) . ?
C17 C18 1.505(4) . ?
C18 C19 1.406(5) . ?
C18 C23 1.407(5) . ?
C19 C20 1.399(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.402(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.400(5) . ?
C21 C24 1.510(5) . ?
C22 C23 1.393(5) . ?
C22 H22A 0.9300 . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.445(5) . ?
C26 C27 1.366(5) . ?
C26 H26A 0.9300 . ?
C27 C28 1.430(5) . ?
C27 H27A 0.9300 . ?
C28 C29 1.422(5) . ?
C29 C37 1.440(5) . ?
C29 C30 1.489(5) . ?
C30 C35 1.408(5) . ?
C30 C31 1.411(5) . ?
C31 C32 1.387(5) . ?
C31 H31A 0.9300 . ?
C32 C33 1.408(5) . ?
C32 H32A 0.9300 . ?
C33 C34 1.395(5) . ?
C33 C36 1.512(5) . ?
C34 C35 1.400(5) . ?
C34 H34A 0.9300 . ?
C35 H35A 0.9300 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.418(5) . ?
C38 C39 1.389(5) . ?
C38 H38A 0.9300 . ?
C39 C40 1.428(5) . ?
C39 H39A 0.9300 . ?
C41 C46 1.409(5) . ?
C41 C42 1.412(5) . ?
C42 C43 1.407(5) . ?
C42 H42A 0.9300 . ?
C43 C44 1.374(5) . ?
C43 H43A 0.9300 . ?
C44 C45 1.402(5) . ?
C44 H44A 0.9300 . ?
C45 C46 1.390(5) . ?
C45 H45A 0.9300 . ?
C46 H46A 0.9300 . ?
C47 C52 1.405(5) . ?
C47 C48 1.408(5) . ?
C48 C49 1.396(5) . ?
C48 H48A 0.9300 . ?
C49 C50 1.390(5) . ?
C49 H49A 0.9300 . ?
C50 C51 1.395(5) . ?
C50 H50A 0.9300 . ?
C51 C52 1.390(5) . ?
C51 H51A 0.9300 . ?
C52 H52A 0.9300 . ?
Cl1 C53 1.752(4) . ?
Cl2 C53 1.838(5) . ?
Cl3 C54 1.768(4) . ?
Cl4 C54 1.761(4) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
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
C4 N1 C1 110.0(3) . . ?
C4 N1 B1 122.8(3) . . ?
C1 N1 B1 127.2(3) . . ?
C13 N2 C16 111.0(3) . . ?
C13 N2 B1 123.0(3) . . ?
C16 N2 B1 125.8(3) . . ?
C28 N3 C25 111.2(3) . . ?
C28 N3 B2 120.3(3) . . ?
C25 N3 B2 128.0(3) . . ?
C37 N4 C40 110.0(3) . . ?
C37 N4 B2 119.3(3) . . ?
C40 N4 B2 130.0(3) . . ?
N2 B1 N1 109.9(3) . . ?
N2 B1 C41 116.8(3) . . ?
N1 B1 C41 119.3(3) . . ?
N2 B1 HB12 89.6(3) . . ?
N1 B1 HB12 93.1(2) . . ?
C41 B1 HB12 122.6(3) . . ?
N3 B2 N4 107.9(3) . . ?
N3 B2 C47 116.8(3) . . ?
N4 B2 C47 114.9(3) . . ?
N3 B2 HB12 105.3(3) . . ?
N4 B2 HB12 104.8(3) . . ?
C47 B2 HB12 106.0(3) . . ?
N1 C1 C2 106.8(3) . . ?
N1 C1 C40 119.9(3) . . ?
C2 C1 C40 133.1(3) . . ?
C3 C2 C1 107.9(3) . . ?
C3 C2 H2A 126.0 . . ?
C1 C2 H2A 126.0 . . ?
C2 C3 C4 108.2(3) . . ?
C2 C3 H3A 125.9 . . ?
C4 C3 H3A 125.9 . . ?
N1 C4 C3 106.8(3) . . ?
N1 C4 C5 119.7(3) . . ?
C3 C4 C5 132.7(3) . . ?
C13 C5 C4 119.5(3) . . ?
C13 C5 C6 120.9(3) . . ?
C4 C5 C6 119.4(3) . . ?
C7 C6 C11 117.6(3) . . ?
C7 C6 C5 120.1(3) . . ?
C11 C6 C5 122.3(3) . . ?
C8 C7 C6 121.2(3) . . ?
C8 C7 H7A 119.4 . . ?
C6 C7 H7A 119.4 . . ?
C7 C8 C9 121.5(3) . . ?
C7 C8 H8A 119.2 . . ?
C9 C8 H8A 119.2 . . ?
C10 C9 C8 117.1(3) . . ?
C10 C9 C12 122.2(3) . . ?
C8 C9 C12 120.7(3) . . ?
C11 C10 C9 121.9(3) . . ?
C11 C10 H10A 119.1 . . ?
C9 C10 H10A 119.1 . . ?
C10 C11 C6 120.7(3) . . ?
C10 C11 H11A 119.7 . . ?
C6 C11 H11A 119.7 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C5 120.2(3) . . ?
N2 C13 C14 106.1(3) . . ?
C5 C13 C14 133.4(3) . . ?
C15 C14 C13 108.5(3) . . ?
C15 C14 H14A 125.7 . . ?
C13 C14 H14A 125.7 . . ?
C14 C15 C16 109.1(3) . . ?
C14 C15 H15A 125.4 . . ?
C16 C15 H15A 125.4 . . ?
N2 C16 C17 128.3(3) . . ?
N2 C16 C15 105.0(3) . . ?
C17 C16 C15 126.7(3) . . ?
C16 C17 C25 132.8(3) . . ?
C16 C17 C18 113.8(3) . . ?
C25 C17 C18 113.4(3) . . ?
C19 C18 C23 117.5(3) . . ?
C19 C18 C17 121.6(3) . . ?
C23 C18 C17 120.9(3) . . ?
C20 C19 C18 121.2(3) . . ?
C20 C19 H19A 119.4 . . ?
C18 C19 H19A 119.4 . . ?
C19 C20 C21 121.0(3) . . ?
C19 C20 H20A 119.5 . . ?
C21 C20 H20A 119.5 . . ?
C22 C21 C20 117.7(3) . . ?
C22 C21 C24 121.1(3) . . ?
C20 C21 C24 121.2(3) . . ?
C23 C22 C21 121.5(3) . . ?
C23 C22 H22A 119.2 . . ?
C21 C22 H22A 119.2 . . ?
C22 C23 C18 121.0(3) . . ?
C22 C23 H23A 119.5 . . ?
C18 C23 H23A 119.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N3 C25 C17 129.2(3) . . ?
N3 C25 C26 104.5(3) . . ?
C17 C25 C26 126.2(3) . . ?
C27 C26 C25 109.7(3) . . ?
C27 C26 H26A 125.2 . . ?
C25 C26 H26A 125.2 . . ?
C26 C27 C28 107.9(3) . . ?
C26 C27 H27A 126.1 . . ?
C28 C27 H27A 126.1 . . ?
N3 C28 C29 120.0(3) . . ?
N3 C28 C27 106.5(3) . . ?
C29 C28 C27 133.4(3) . . ?
C28 C29 C37 119.4(3) . . ?
C28 C29 C30 122.3(3) . . ?
C37 C29 C30 118.0(3) . . ?
C35 C30 C31 117.2(3) . . ?
C35 C30 C29 121.4(3) . . ?
C31 C30 C29 121.3(3) . . ?
C32 C31 C30 121.5(3) . . ?
C32 C31 H31A 119.2 . . ?
C30 C31 H31A 119.2 . . ?
C31 C32 C33 121.2(3) . . ?
C31 C32 H32A 119.4 . . ?
C33 C32 H32A 119.4 . . ?
C34 C33 C32 117.4(3) . . ?
C34 C33 C36 121.5(3) . . ?
C32 C33 C36 121.0(3) . . ?
C33 C34 C35 121.8(3) . . ?
C33 C34 H34A 119.1 . . ?
C35 C34 H34A 119.1 . . ?
C34 C35 C30 120.7(3) . . ?
C34 C35 H35A 119.6 . . ?
C30 C35 H35A 119.6 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N4 C37 C38 107.2(3) . . ?
N4 C37 C29 118.9(3) . . ?
C38 C37 C29 133.0(3) . . ?
C39 C38 C37 108.1(3) . . ?
C39 C38 H38A 126.0 . . ?
C37 C38 H38A 126.0 . . ?
C38 C39 C40 107.9(3) . . ?
C38 C39 H39A 126.1 . . ?
C40 C39 H39A 126.1 . . ?
N4 C40 C39 106.6(3) . . ?
N4 C40 C1 120.9(3) . . ?
C39 C40 C1 131.5(3) . . ?
C46 C41 C42 115.2(3) . . ?
C46 C41 B1 125.1(3) . . ?
C42 C41 B1 119.1(3) . . ?
C43 C42 C41 122.8(3) . . ?
C43 C42 H42A 118.6 . . ?
C41 C42 H42A 118.6 . . ?
C44 C43 C42 119.7(3) . . ?
C44 C43 H43A 120.2 . . ?
C42 C43 H43A 120.2 . . ?
C43 C44 C45 119.6(3) . . ?
C43 C44 H44A 120.2 . . ?
C45 C44 H44A 120.2 . . ?
C46 C45 C44 120.0(3) . . ?
C46 C45 H45A 120.0 . . ?
C44 C45 H45A 120.0 . . ?
C45 C46 C41 122.7(3) . . ?
C45 C46 H46A 118.6 . . ?
C41 C46 H46A 118.6 . . ?
C52 C47 C48 117.2(3) . . ?
C52 C47 B2 120.5(3) . . ?
C48 C47 B2 122.4(3) . . ?
C49 C48 C47 121.5(3) . . ?
C49 C48 H48A 119.3 . . ?
C47 C48 H48A 119.3 . . ?
C50 C49 C48 120.2(3) . . ?
C50 C49 H49A 119.9 . . ?
C48 C49 H49A 119.9 . . ?
C49 C50 C51 119.2(3) . . ?
C49 C50 H50A 120.4 . . ?
C51 C50 H50A 120.4 . . ?
C52 C51 C50 120.5(3) . . ?
C52 C51 H51A 119.7 . . ?
C50 C51 H51A 119.7 . . ?
C51 C52 C47 121.4(3) . . ?
C51 C52 H52A 119.3 . . ?
C47 C52 H52A 119.3 . . ?
Cl1 C53 Cl2 110.7(3) . . ?
Cl1 C53 H53A 109.5 . . ?
Cl2 C53 H53A 109.5 . . ?
Cl1 C53 H53B 109.5 . . ?
Cl2 C53 H53B 109.5 . . ?
H53A C53 H53B 108.1 . . ?
Cl4 C54 Cl3 111.8(2) . . ?
Cl4 C54 H54A 109.3 . . ?
Cl3 C54 H54A 109.3 . . ?
Cl4 C54 H54B 109.3 . . ?
Cl3 C54 H54B 109.3 . . ?
H54A C54 H54B 107.9 . . ?
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full 26.28
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max 0.797
_refine_diff_density_min -0.535
_refine_diff_density_rms 0.073
# Attachment 'ama432_0m final.cif'
data_ama432_0m
_database_code_depnum_ccdc_archive 'CCDC 745645'
#TrackingRef 'ama432_0m final.cif'
_audit_update_record
;
2006-10-27 # Formatted by publCIF
;
_publ_section_exptl_refinement
;
Hydrogen atoms were placed in calculated positions and refined using the riding
model [C---H 0.93--0.97 \%A), with U~iso~(H) = 1.2
U~eq~(C) for aromatic groups . The position and isotropic
thermal parameter of the hydride bridging the boron atoms was allowed to refine
;
_publ_section_figure_captions
;
Fig. 1: Structure of (I) showing 50% probability displacement ellipsoids
for non-H atoms; the H atoms are shown as capped sticks.
Fig. 2: The crystal packing of the title compound
;
#============================================================================
# 2. PROCESSING SUMMARY (IUCr Office Use Only)
_publ_section_references
;
Burnett, M.N. and Johnson, C.K. (1996). ORTEP-III: Report ORNL-6895.
Oak Ridge National Laboratory, Tennessee, USA.
Sheldrick, G.M. (1997). SADABS. Univ. of G\"ottingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Bruker (1995). SHELXTL (Version 5), SMART (Version 4.050) and
SAINT (Version 4.050). Bruker AXS Inc., Madison, Wisconsin, USA.
;
_publ_section_acknowledgements
;
Thanks to Tania Groutso for help with data collection.
;
#data_ama432_0m
#TrackingRef 'ama432_0m final.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C49 H34 B2 N4'
_chemical_formula_sum 'C49 H34 B2 N4'
_chemical_formula_weight 700.42
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'
B B 0.0013 0.0007 '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'
_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 10.4177(5)
_cell_length_b 13.2951(7)
_cell_length_c 13.4871(6)
_cell_angle_alpha 84.481(3)
_cell_angle_beta 87.622(3)
_cell_angle_gamma 72.809(3)
_cell_volume 1776.13(15)
_cell_formula_units_Z 2
_cell_measurement_temperature 89(2)
_cell_measurement_reflns_used 1743
_cell_measurement_theta_min 2.20
_cell_measurement_theta_max 22.82
_exptl_crystal_description fragment
_exptl_crystal_colour purple
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_min 0.08
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.310
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 732
_exptl_absorpt_coefficient_mu 0.076
_exptl_absorpt_correction_type none
_exptl_absorpt_process_details ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_T_max ?
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 89(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker APEXII SMART CCD'
_diffrn_measurement_method 'Area detector \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 42529
_diffrn_reflns_av_R_equivalents 0.0476
_diffrn_reflns_av_sigmaI/netI 0.1388
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_theta_min 1.61
_diffrn_reflns_theta_max 27.95
_reflns_number_total 8491
_reflns_number_gt 4150
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'SMART (Bruker, 1995)'
_computing_cell_refinement 'SAINT (Bruker, 1995)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics 'Ortep-III (Burnett & Johnson, 1996)'
_computing_publication_material 'SHELXTL (Sheldrick, 2008)'
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness 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 threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) 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
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0940P)^2^+0.2478P] 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_number_reflns 8491
_refine_ls_number_parameters 500
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1749
_refine_ls_R_factor_gt 0.0748
_refine_ls_wR_factor_ref 0.2064
_refine_ls_wR_factor_gt 0.1632
_refine_ls_goodness_of_fit_ref 0.999
_refine_ls_restrained_S_all 0.999
_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
H100 H 0.684(3) 0.291(2) 0.241(2) 0.018(8) Uiso 1 1 d . . .
N2 N 0.8329(3) 0.35737(19) 0.2458(2) 0.0232(6) Uani 1 1 d . . .
N3 N 0.7009(3) 0.15835(19) 0.3387(2) 0.0223(6) Uani 1 1 d . . .
C21 C 0.8966(3) 0.2625(2) 0.5147(2) 0.0209(7) Uani 1 1 d . . .
N4 N 0.6255(3) 0.1711(2) 0.1685(2) 0.0263(7) Uani 1 1 d . . .
N1 N 0.7405(3) 0.3319(2) 0.0900(2) 0.0261(6) Uani 1 1 d . . .
C11 C 0.6336(3) -0.1649(2) 0.2347(3) 0.0262(8) Uani 1 1 d . . .
H11 H 0.6745 -0.1537 0.1737 0.031 Uiso 1 1 calc R . .
C30 C 0.8393(3) 0.4549(2) 0.2042(2) 0.0239(7) Uani 1 1 d . . .
C28 C 0.8638(3) 0.4460(2) 0.3707(2) 0.0218(7) Uani 1 1 d . . .
H28 H 0.8768 0.4630 0.4340 0.026 Uiso 1 1 calc R . .
C25 C 1.0911(3) 0.2652(2) 0.6044(3) 0.0270(8) Uani 1 1 d . . .
H25 H 1.1790 0.2686 0.6041 0.032 Uiso 1 1 calc R . .
C20 C 0.8326(3) 0.2631(2) 0.4175(2) 0.0193(7) Uani 1 1 d . . .
C22 C 0.8290(3) 0.2562(2) 0.6052(3) 0.0248(7) Uani 1 1 d . . .
H22 H 0.7411 0.2528 0.6059 0.030 Uiso 1 1 calc R . .
C27 C 0.8417(3) 0.3489(2) 0.3478(2) 0.0196(7) Uani 1 1 d . . .
C44 C 0.4822(3) 0.3139(3) 0.2864(3) 0.0295(8) Uani 1 1 d . . .
C6 C 0.5946(3) 0.1246(3) 0.0174(3) 0.0297(8) Uani 1 1 d . . .
H6 H 0.5838 0.1262 -0.0509 0.036 Uiso 1 1 calc R . .
C16 C 0.6893(3) 0.0572(2) 0.3526(3) 0.0236(7) Uani 1 1 d . . .
C1 C 0.7519(3) 0.4277(2) 0.0473(2) 0.0250(7) Uani 1 1 d . . .
C32 C 0.8292(3) 0.5902(2) 0.0622(2) 0.0248(7) Uani 1 1 d . . .
C43 C 1.0403(3) 0.1521(3) 0.2434(2) 0.0268(8) Uani 1 1 d . . .
H43 H 1.0436 0.2070 0.2801 0.032 Uiso 1 1 calc R . .
C5 C 0.6234(3) 0.2038(3) 0.0678(3) 0.0280(8) Uani 1 1 d . . .
C29 C 0.8626(3) 0.5088(2) 0.2848(2) 0.0228(7) Uani 1 1 d . . .
H29 H 0.8750 0.5756 0.2796 0.027 Uiso 1 1 calc R . .
C37 C 0.7293(3) 0.6676(2) 0.0087(3) 0.0269(8) Uani 1 1 d . . .
H37 H 0.6493 0.6544 -0.0049 0.032 Uiso 1 1 calc R . .
C9 C 0.6314(3) 0.0165(2) 0.2790(3) 0.0241(7) Uani 1 1 d . . .
C4 C 0.6648(3) 0.2933(2) 0.0315(3) 0.0254(7) Uani 1 1 d . . .
C7 C 0.5852(3) 0.0443(3) 0.0879(3) 0.0281(8) Uani 1 1 d . . .
H7 H 0.5668 -0.0175 0.0751 0.034 Uiso 1 1 calc R . .
C12 C 0.6037(3) -0.2596(2) 0.2592(3) 0.0272(8) Uani 1 1 d . . .
H12 H 0.6222 -0.3103 0.2135 0.033 Uiso 1 1 calc R . .
C10 C 0.6022(3) -0.0864(2) 0.3014(3) 0.0235(7) Uani 1 1 d . . .
C26 C 1.0285(3) 0.2681(2) 0.5162(3) 0.0235(7) Uani 1 1 d . . .
H26 H 1.0746 0.2738 0.4564 0.028 Uiso 1 1 calc R . .
C36 C 0.7489(4) 0.7644(3) -0.0243(3) 0.0300(8) Uani 1 1 d . . .
H36 H 0.6822 0.8153 -0.0604 0.036 Uiso 1 1 calc R . .
C3 C 0.6387(3) 0.3625(3) -0.0572(3) 0.0301(8) Uani 1 1 d . . .
H3 H 0.5936 0.3539 -0.1123 0.036 Uiso 1 1 calc R . .
C40 C 1.0333(3) -0.0133(2) 0.1381(3) 0.0273(8) Uani 1 1 d . . .
H40 H 1.0313 -0.0690 0.1021 0.033 Uiso 1 1 calc R . .
C17 C 0.7610(3) 0.0082(2) 0.4402(2) 0.0238(7) Uani 1 1 d . . .
H17 H 0.7678 -0.0596 0.4692 0.029 Uiso 1 1 calc R . .
C34 C 0.9661(3) 0.7091(3) 0.0472(3) 0.0283(8) Uani 1 1 d . . .
H34 H 1.0462 0.7227 0.0600 0.034 Uiso 1 1 calc R . .
C33 C 0.9487(3) 0.6118(2) 0.0799(3) 0.0256(8) Uani 1 1 d . . .
H33 H 1.0173 0.5606 0.1140 0.031 Uiso 1 1 calc R . .
C15 C 0.5409(3) -0.1072(3) 0.3925(3) 0.0299(8) Uani 1 1 d . . .
H15 H 0.5168 -0.0555 0.4372 0.036 Uiso 1 1 calc R . .
C19 C 0.7835(3) 0.1749(2) 0.4094(2) 0.0204(7) Uani 1 1 d . . .
C38 C 0.9224(3) 0.1657(3) 0.1904(3) 0.0290(8) Uani 1 1 d . . .
C18 C 0.8181(3) 0.0782(2) 0.4744(2) 0.0229(7) Uani 1 1 d . . .
H18 H 0.8710 0.0656 0.5308 0.028 Uiso 1 1 calc R . .
C31 C 0.8089(3) 0.4883(2) 0.1033(3) 0.0242(7) Uani 1 1 d . . .
C2 C 0.6918(3) 0.4445(2) -0.0476(3) 0.0267(8) Uani 1 1 d . . .
H2 H 0.6887 0.5008 -0.0949 0.032 Uiso 1 1 calc R . .
C8 C 0.6084(3) 0.0720(2) 0.1829(3) 0.0249(8) Uani 1 1 d . . .
C35 C 0.8668(3) 0.7854(3) -0.0039(3) 0.0285(8) Uani 1 1 d . . .
H35 H 0.8786 0.8509 -0.0246 0.034 Uiso 1 1 calc R . .
C46 C 0.2364(4) 0.3731(3) 0.2823(3) 0.0351(9) Uani 1 1 d . . .
H46 H 0.1573 0.3650 0.2595 0.042 Uiso 1 1 calc R . .
C14 C 0.5158(4) -0.2027(3) 0.4172(3) 0.0359(9) Uani 1 1 d . . .
H14 H 0.4777 -0.2156 0.4790 0.043 Uiso 1 1 calc R . .
C39 C 0.9245(4) 0.0784(3) 0.1380(3) 0.0337(9) Uani 1 1 d . . .
H39 H 0.8494 0.0820 0.1014 0.040 Uiso 1 1 calc R . .
C23 C 0.8913(3) 0.2550(3) 0.6945(3) 0.0292(8) Uani 1 1 d . . .
H23 H 0.8444 0.2527 0.7544 0.035 Uiso 1 1 calc R . .
C13 C 0.5470(3) -0.2793(3) 0.3506(3) 0.0338(9) Uani 1 1 d . . .
H13 H 0.5299 -0.3437 0.3671 0.041 Uiso 1 1 calc R . .
C49 C 0.4746(4) 0.3981(3) 0.3436(3) 0.0415(10) Uani 1 1 d . . .
H49 H 0.5537 0.4091 0.3630 0.050 Uiso 1 1 calc R . .
C45 C 0.3592(3) 0.3044(3) 0.2580(3) 0.0330(9) Uani 1 1 d . . .
H45 H 0.3600 0.2488 0.2208 0.040 Uiso 1 1 calc R . .
C24 C 1.0228(4) 0.2572(2) 0.6942(3) 0.0300(8) Uani 1 1 d . . .
H24 H 1.0659 0.2532 0.7541 0.036 Uiso 1 1 calc R . .
B1 B 0.8070(4) 0.2776(3) 0.1861(3) 0.0294(9) Uani 1 1 d . . .
C42 C 1.1486(4) 0.0670(3) 0.2457(3) 0.0401(10) Uani 1 1 d . . .
H42 H 1.2243 0.0651 0.2809 0.048 Uiso 1 1 calc R . .
B2 B 0.6229(4) 0.2337(3) 0.2576(3) 0.0266(9) Uani 1 1 d . . .
C41 C 1.1463(4) -0.0185(3) 0.1947(3) 0.0405(10) Uani 1 1 d . . .
H41 H 1.2193 -0.0792 0.1980 0.049 Uiso 1 1 calc R . .
C47 C 0.2322(4) 0.4539(3) 0.3406(3) 0.0391(9) Uani 1 1 d . . .
H47 H 0.1505 0.5001 0.3588 0.047 Uiso 1 1 calc R . .
C48 C 0.3534(4) 0.4650(3) 0.3717(4) 0.0550(13) Uani 1 1 d . . .
H48 H 0.3519 0.5183 0.4121 0.066 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
N2 0.0328(15) 0.0194(13) 0.0206(16) -0.0011(11) -0.0019(12) -0.0124(12)
N3 0.0279(15) 0.0200(13) 0.0212(16) -0.0034(11) -0.0042(12) -0.0094(11)
C21 0.0236(17) 0.0160(15) 0.0232(19) -0.0054(13) -0.0025(14) -0.0043(13)
N4 0.0314(16) 0.0259(14) 0.0262(17) -0.0034(12) -0.0070(13) -0.0141(12)
N1 0.0346(16) 0.0274(15) 0.0209(16) -0.0023(12) -0.0015(13) -0.0160(13)
C11 0.0244(18) 0.0275(17) 0.026(2) -0.0086(15) -0.0034(15) -0.0045(14)
C30 0.0280(18) 0.0224(17) 0.024(2) -0.0029(14) 0.0006(15) -0.0108(14)
C28 0.0229(17) 0.0214(16) 0.0215(19) -0.0043(14) -0.0040(14) -0.0057(13)
C25 0.0316(19) 0.0212(16) 0.031(2) -0.0037(14) -0.0085(16) -0.0108(14)
C20 0.0200(16) 0.0163(15) 0.0221(18) -0.0060(13) -0.0018(13) -0.0044(12)
C22 0.0268(18) 0.0228(16) 0.029(2) -0.0056(14) 0.0003(15) -0.0121(14)
C27 0.0207(16) 0.0214(16) 0.0189(18) -0.0035(13) -0.0017(13) -0.0088(13)
C44 0.0326(19) 0.0290(18) 0.029(2) -0.0027(15) -0.0013(16) -0.0120(15)
C6 0.0319(19) 0.0318(19) 0.029(2) -0.0056(16) -0.0046(16) -0.0135(15)
C16 0.0238(17) 0.0221(16) 0.027(2) -0.0073(14) -0.0001(14) -0.0080(13)
C1 0.0290(18) 0.0243(17) 0.0224(19) -0.0010(14) -0.0015(15) -0.0092(14)
C32 0.0345(19) 0.0211(16) 0.0205(19) -0.0037(14) 0.0023(15) -0.0107(15)
C43 0.0276(18) 0.0320(18) 0.0222(19) -0.0120(15) 0.0038(15) -0.0084(15)
C5 0.0288(18) 0.0278(18) 0.031(2) -0.0062(15) -0.0030(15) -0.0120(15)
C29 0.0243(17) 0.0192(16) 0.027(2) -0.0072(14) 0.0009(14) -0.0072(13)
C37 0.0300(19) 0.0261(17) 0.027(2) -0.0025(15) -0.0035(15) -0.0115(15)
C9 0.0228(17) 0.0239(17) 0.027(2) -0.0072(14) -0.0018(14) -0.0068(13)
C4 0.0297(18) 0.0259(17) 0.024(2) -0.0049(14) -0.0018(15) -0.0118(14)
C7 0.0326(19) 0.0281(18) 0.029(2) -0.0065(15) -0.0047(15) -0.0153(15)
C12 0.0282(18) 0.0232(17) 0.033(2) -0.0119(15) -0.0028(16) -0.0088(14)
C10 0.0215(17) 0.0227(16) 0.028(2) -0.0064(14) -0.0028(14) -0.0078(13)
C26 0.0277(18) 0.0216(16) 0.0226(19) -0.0029(14) -0.0012(14) -0.0092(14)
C36 0.036(2) 0.0250(18) 0.028(2) 0.0010(15) -0.0049(16) -0.0070(15)
C3 0.0324(19) 0.0319(19) 0.028(2) -0.0059(16) -0.0057(16) -0.0108(15)
C40 0.0358(19) 0.0221(17) 0.028(2) 0.0062(14) -0.0028(16) -0.0160(15)
C17 0.0287(18) 0.0194(16) 0.0232(19) -0.0015(14) 0.0014(15) -0.0070(13)
C34 0.034(2) 0.0289(18) 0.026(2) -0.0074(15) 0.0057(16) -0.0149(15)
C33 0.0277(18) 0.0241(17) 0.026(2) -0.0068(14) 0.0028(15) -0.0089(14)
C15 0.0314(19) 0.0310(19) 0.031(2) -0.0134(16) 0.0061(16) -0.0120(15)
C19 0.0190(16) 0.0236(16) 0.0187(18) -0.0032(13) -0.0003(13) -0.0059(13)
C38 0.035(2) 0.0286(18) 0.026(2) -0.0043(15) 0.0041(16) -0.0143(15)
C18 0.0276(18) 0.0206(16) 0.0208(19) -0.0023(13) -0.0015(14) -0.0070(13)
C31 0.0262(18) 0.0235(17) 0.024(2) -0.0026(14) -0.0015(14) -0.0093(14)
C2 0.0317(19) 0.0242(17) 0.025(2) -0.0027(14) 0.0008(15) -0.0101(14)
C8 0.0265(18) 0.0235(17) 0.028(2) -0.0058(14) -0.0035(15) -0.0107(14)
C35 0.042(2) 0.0225(17) 0.025(2) -0.0032(14) 0.0054(16) -0.0145(15)
C46 0.032(2) 0.036(2) 0.039(2) 0.0017(17) -0.0010(17) -0.0137(16)
C14 0.037(2) 0.035(2) 0.041(2) -0.0108(17) 0.0138(18) -0.0177(17)
C39 0.034(2) 0.0324(19) 0.039(2) -0.0063(17) 0.0012(17) -0.0149(16)
C23 0.039(2) 0.0299(18) 0.021(2) -0.0010(15) 0.0002(16) -0.0141(16)
C13 0.0278(19) 0.0296(19) 0.049(3) -0.0060(17) 0.0031(17) -0.0151(15)
C49 0.0254(19) 0.0288(19) 0.074(3) -0.0211(19) 0.0010(19) -0.0082(16)
C45 0.032(2) 0.0326(19) 0.037(2) -0.0090(16) -0.0031(17) -0.0104(16)
C24 0.045(2) 0.0222(17) 0.025(2) -0.0029(14) -0.0111(17) -0.0112(16)
B1 0.037(2) 0.033(2) 0.024(2) -0.0048(17) -0.0012(18) -0.0173(18)
C42 0.039(2) 0.046(2) 0.035(2) -0.0002(18) -0.0026(18) -0.0144(19)
B2 0.029(2) 0.026(2) 0.027(2) -0.0020(17) -0.0022(17) -0.0128(17)
C41 0.045(2) 0.0251(19) 0.049(3) 0.0037(17) -0.002(2) -0.0074(17)
C47 0.036(2) 0.032(2) 0.049(3) -0.0070(18) 0.0034(19) -0.0079(16)
C48 0.042(2) 0.042(2) 0.084(4) -0.032(2) -0.001(2) -0.010(2)
_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
N2 C27 1.374(4) . ?
N2 C30 1.382(4) . ?
N2 B1 1.481(4) . ?
N3 C16 1.380(4) . ?
N3 C19 1.385(4) . ?
N3 B2 1.497(5) . ?
C21 C22 1.392(5) . ?
C21 C26 1.399(4) . ?
C21 C20 1.494(4) . ?
N4 C8 1.376(4) . ?
N4 C5 1.385(4) . ?
N4 B2 1.521(5) . ?
N1 C4 1.369(4) . ?
N1 C1 1.382(4) . ?
N1 B1 1.511(5) . ?
C11 C12 1.390(4) . ?
C11 C10 1.401(4) . ?
C11 H11 0.9300 . ?
C30 C31 1.409(5) . ?
C30 C29 1.425(4) . ?
C28 C29 1.360(4) . ?
C28 C27 1.439(4) . ?
C28 H28 0.9300 . ?
C25 C26 1.371(4) . ?
C25 C24 1.390(5) . ?
C25 H25 0.9300 . ?
C20 C19 1.425(4) . ?
C20 C27 1.430(4) . ?
C22 C23 1.388(4) . ?
C22 H22 0.9300 . ?
C44 C45 1.397(5) . ?
C44 C49 1.400(5) . ?
C44 B2 1.595(5) . ?
C6 C7 1.382(5) . ?
C6 C5 1.415(4) . ?
C6 H6 0.9300 . ?
C16 C9 1.410(4) . ?
C16 C17 1.420(4) . ?
C1 C2 1.417(4) . ?
C1 C31 1.418(4) . ?
C32 C33 1.392(4) . ?
C32 C37 1.396(4) . ?
C32 C31 1.484(4) . ?
C43 C42 1.340(5) . ?
C43 C38 1.404(5) . ?
C43 H43 0.9300 . ?
C5 C4 1.420(5) . ?
C29 H29 0.9300 . ?
C37 C36 1.390(4) . ?
C37 H37 0.9300 . ?
C9 C8 1.422(5) . ?
C9 C10 1.487(4) . ?
C4 C3 1.420(5) . ?
C7 C8 1.415(4) . ?
C7 H7 0.9300 . ?
C12 C13 1.380(5) . ?
C12 H12 0.9300 . ?
C10 C15 1.403(5) . ?
C26 H26 0.9300 . ?
C36 C35 1.381(5) . ?
C36 H36 0.9300 . ?
C3 C2 1.379(4) . ?
C3 H3 0.9300 . ?
C40 C39 1.398(5) . ?
C40 C41 1.410(5) . ?
C40 H40 0.9300 . ?
C17 C18 1.366(4) . ?
C17 H17 0.9300 . ?
C34 C35 1.371(5) . ?
C34 C33 1.387(4) . ?
C34 H34 0.9300 . ?
C33 H33 0.9300 . ?
C15 C14 1.378(5) . ?
C15 H15 0.9300 . ?
C19 C18 1.445(4) . ?
C38 C39 1.410(5) . ?
C38 B1 1.611(5) . ?
C18 H18 0.9300 . ?
C2 H2 0.9300 . ?
C35 H35 0.9300 . ?
C46 C45 1.382(5) . ?
C46 C47 1.382(5) . ?
C46 H46 0.9300 . ?
C14 C13 1.381(5) . ?
C14 H14 0.9300 . ?
C39 H39 0.9300 . ?
C23 C24 1.379(5) . ?
C23 H23 0.9300 . ?
C13 H13 0.9300 . ?
C49 C48 1.375(5) . ?
C49 H49 0.9300 . ?
C45 H45 0.9300 . ?
C24 H24 0.9300 . ?
B1 H100 1.43(3) . ?
C42 C41 1.391(5) . ?
C42 H42 0.9300 . ?
B2 H100 1.13(3) . ?
C41 H41 0.9300 . ?
C47 C48 1.398(5) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
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
C27 N2 C30 111.6(3) . . ?
C27 N2 B1 125.5(3) . . ?
C30 N2 B1 122.7(3) . . ?
C16 N3 C19 111.1(3) . . ?
C16 N3 B2 119.2(3) . . ?
C19 N3 B2 129.6(3) . . ?
C22 C21 C26 118.2(3) . . ?
C22 C21 C20 122.0(3) . . ?
C26 C21 C20 119.8(3) . . ?
C8 N4 C5 110.1(3) . . ?
C8 N4 B2 119.7(3) . . ?
C5 N4 B2 129.4(3) . . ?
C4 N1 C1 110.4(3) . . ?
C4 N1 B1 125.9(3) . . ?
C1 N1 B1 123.7(3) . . ?
C12 C11 C10 120.3(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
N2 C30 C31 121.5(3) . . ?
N2 C30 C29 105.8(3) . . ?
C31 C30 C29 132.2(3) . . ?
C29 C28 C27 109.1(3) . . ?
C29 C28 H28 125.5 . . ?
C27 C28 H28 125.5 . . ?
C26 C25 C24 119.9(3) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C19 C20 C27 132.5(3) . . ?
C19 C20 C21 114.5(3) . . ?
C27 C20 C21 112.8(2) . . ?
C23 C22 C21 120.8(3) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
N2 C27 C20 128.4(3) . . ?
N2 C27 C28 104.9(3) . . ?
C20 C27 C28 126.6(3) . . ?
C45 C44 C49 115.7(3) . . ?
C45 C44 B2 122.7(3) . . ?
C49 C44 B2 121.6(3) . . ?
C7 C6 C5 107.8(3) . . ?
C7 C6 H6 126.1 . . ?
C5 C6 H6 126.1 . . ?
N3 C16 C9 120.7(3) . . ?
N3 C16 C17 106.9(3) . . ?
C9 C16 C17 131.7(3) . . ?
N1 C1 C2 106.6(3) . . ?
N1 C1 C31 119.1(3) . . ?
C2 C1 C31 134.2(3) . . ?
C33 C32 C37 118.5(3) . . ?
C33 C32 C31 119.7(3) . . ?
C37 C32 C31 121.8(3) . . ?
C42 C43 C38 125.7(3) . . ?
C42 C43 H43 117.2 . . ?
C38 C43 H43 117.2 . . ?
N4 C5 C6 106.8(3) . . ?
N4 C5 C4 121.3(3) . . ?
C6 C5 C4 131.3(3) . . ?
C28 C29 C30 108.4(3) . . ?
C28 C29 H29 125.8 . . ?
C30 C29 H29 125.8 . . ?
C36 C37 C32 120.3(3) . . ?
C36 C37 H37 119.9 . . ?
C32 C37 H37 119.9 . . ?
C16 C9 C8 119.2(3) . . ?
C16 C9 C10 119.6(3) . . ?
C8 C9 C10 121.1(3) . . ?
N1 C4 C3 106.5(3) . . ?
N1 C4 C5 119.9(3) . . ?
C3 C4 C5 133.5(3) . . ?
C6 C7 C8 108.5(3) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
C13 C12 C11 120.9(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C11 C10 C15 117.7(3) . . ?
C11 C10 C9 122.6(3) . . ?
C15 C10 C9 119.7(3) . . ?
C25 C26 C21 121.2(3) . . ?
C25 C26 H26 119.4 . . ?
C21 C26 H26 119.4 . . ?
C35 C36 C37 120.5(3) . . ?
C35 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C2 C3 C4 108.4(3) . . ?
C2 C3 H3 125.8 . . ?
C4 C3 H3 125.8 . . ?
C39 C40 C41 117.8(3) . . ?
C39 C40 H40 121.1 . . ?
C41 C40 H40 121.1 . . ?
C18 C17 C16 107.8(3) . . ?
C18 C17 H17 126.1 . . ?
C16 C17 H17 126.1 . . ?
C35 C34 C33 120.7(3) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C33 C32 120.5(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C14 C15 C10 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C10 C15 H15 119.3 . . ?
N3 C19 C20 129.9(3) . . ?
N3 C19 C18 104.7(2) . . ?
C20 C19 C18 125.4(3) . . ?
C43 C38 C39 113.7(3) . . ?
C43 C38 B1 119.6(3) . . ?
C39 C38 B1 126.5(3) . . ?
C17 C18 C19 109.4(3) . . ?
C17 C18 H18 125.3 . . ?
C19 C18 H18 125.3 . . ?
C30 C31 C1 119.1(3) . . ?
C30 C31 C32 118.1(3) . . ?
C1 C31 C32 122.6(3) . . ?
C3 C2 C1 107.8(3) . . ?
C3 C2 H2 126.1 . . ?
C1 C2 H2 126.1 . . ?
N4 C8 C7 106.6(3) . . ?
N4 C8 C9 118.8(3) . . ?
C7 C8 C9 134.1(3) . . ?
C34 C35 C36 119.5(3) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C45 C46 C47 119.4(3) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 H46 120.3 . . ?
C15 C14 C13 120.2(4) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C40 C39 C38 123.6(3) . . ?
C40 C39 H39 118.2 . . ?
C38 C39 H39 118.2 . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C12 C13 C14 119.5(3) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C48 C49 C44 121.8(3) . . ?
C48 C49 H49 119.1 . . ?
C44 C49 H49 119.1 . . ?
C46 C45 C44 123.5(3) . . ?
C46 C45 H45 118.2 . . ?
C44 C45 H45 118.2 . . ?
C23 C24 C25 120.0(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
N2 B1 N1 109.3(3) . . ?
N2 B1 C38 115.3(3) . . ?
N1 B1 C38 122.2(3) . . ?
N2 B1 H100 87.0(12) . . ?
N1 B1 H100 94.5(12) . . ?
C38 B1 H100 121.9(12) . . ?
C43 C42 C41 119.1(4) . . ?
C43 C42 H42 120.4 . . ?
C41 C42 H42 120.4 . . ?
N3 B2 N4 107.3(3) . . ?
N3 B2 C44 118.1(3) . . ?
N4 B2 C44 117.1(3) . . ?
N3 B2 H100 103.0(15) . . ?
N4 B2 H100 110.4(16) . . ?
C44 B2 H100 99.6(15) . . ?
C42 C41 C40 120.1(3) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
C46 C47 C48 118.7(4) . . ?
C46 C47 H47 120.7 . . ?
C48 C47 H47 120.7 . . ?
C49 C48 C47 120.9(4) . . ?
C49 C48 H48 119.5 . . ?
C47 C48 H48 119.5 . . ?
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full 27.95
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max 1.204
_refine_diff_density_min -0.282
_refine_diff_density_rms 0.066