# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2004

data_global

_journal_coden_Cambridge         182

_publ_contact_author_name        'Professor Todd B. Marder'
_publ_contact_author_address     
;
Department of Chemistry,
University of Durham,
South Road,
Durham,
DH1 3LE
UK
;

_publ_contact_author_email       todd.marder@durham.ac.uk
_publ_contact_letter             
;
The CIF file contains data for the structure (4) from
the paper "Two contrasting ethynyl hydroboration pathways
in the formation of a novel tris-hydroboration product from
the reaction of dimesitylborane with 2,5-diethynylpyridine"
by C D Entwistle, A S Batsanov, J A K Howard, M A Fox and
T B Marder
The paper will be submitted to Chem Commun.
;

loop_
_publ_author_name
_publ_author_address
'Entwistle, Christopher D.'
;
Department of Chemistry,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Batsanov, Andrei S.'
;
Department of Chemistry,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Howard, Judith A.K.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Fox, Mark A.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;
'Marder, Todd B.'
;
Chemistry Department,
University of Durham,
South Rd.,
Durham
DH1 3LE
UK
;

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
Two contrasting ethynyl hydroboration pathways in
the formation of a novel tris-hydroboration product from reaction of
dimesitylborane with 2,5-diethynylpyridine
;

#=============================================

data_(4)
_database_code_depnum_ccdc_archive 'CCDC 226864'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C63 H74 B3 N,1.5(C3 H6 O),0.5(C6 H14)'
_chemical_formula_sum            'C70.5 H90 B3 N O1.5'
_chemical_formula_weight         1007.87

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'
O O 0.0106 0.0060 '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                   13.256(4)
_cell_length_b                   13.735(4)
_cell_length_c                   17.298(5)
_cell_angle_alpha                94.48(1)
_cell_angle_beta                 94.62(1)
_cell_angle_gamma                101.60(1)
_cell_volume                     3060.7(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    5547
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      26.28

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.094
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1094
_exptl_absorpt_coefficient_mu    0.062
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;The data collection nominally covered full sphere
of reciprocal space, by a combination of 5 sets of \w scans;
each set at different \f and/or 2\q angles and each
scan (30 sec exposure) covering 0.3\% in \w. Crystal to
detector distance 4.95 cm.
;

_diffrn_ambient_temperature      120(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  'APEX CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 8
_diffrn_reflns_number            32023
_diffrn_reflns_av_R_equivalents  0.0753
_diffrn_reflns_av_sigmaI/netI    0.1077
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         27.48
_reflns_number_total             14008
_reflns_number_gt                7596
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'SMART version 5.625 (Bruker, 2001)'
_computing_cell_refinement       'SMART version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT version 6.28A (Bruker, 2002)'
_computing_structure_solution    'SHELXTL version 6.12 (Bruker, 2001)'
_computing_structure_refinement  'SHELXTL version 6.12 (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL version 5.10 (Bruker, 1997)'
_computing_publication_material  'SHELXTL version 5.10 (Bruker, 1997)'

_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.
Acetone molecule O(1)/C(71)/C(72)/C(73) is disordered between two
positions, related by an inversion centre. Another void is shared by
either two acetone molecules, O(2)/C(74)/C(75)/C(76) and
C(77)/C(78)/C(79)/C(80) (in the latter the oxygen position was not
identified), or a hexane molecule C(81)C(82)C(83)C(84)C(85)C(86), each
with the 50% occupancy.
;

_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^)+(0.0830P)^2^] 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         14008
_refine_ls_number_parameters     719
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1141
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1752
_refine_ls_wR_factor_gt          0.1583
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_restrained_S_all      0.948
_refine_ls_shift/su_max          0.002
_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 0.31246(12) 0.36315(12) 0.28707(9) 0.0229(4) Uani 1 1 d . . .
C2 C 0.27436(14) 0.28562(14) 0.22363(11) 0.0229(4) Uani 1 1 d . . .
C3 C 0.25505(15) 0.18552(15) 0.24843(12) 0.0273(5) Uani 1 1 d . . .
H3 H 0.2558 0.1305 0.2117 0.033 Uiso 1 1 d R . .
C4 C 0.23685(15) 0.16855(15) 0.32182(12) 0.0280(5) Uani 1 1 d . . .
H4 H 0.2237 0.1022 0.3364 0.034 Uiso 1 1 d R . .
C5 C 0.23658(14) 0.25110(15) 0.37881(11) 0.0249(4) Uani 1 1 d . . .
C6 C 0.27509(14) 0.34365(15) 0.35949(11) 0.0243(4) Uani 1 1 d . . .
H6 H 0.2770 0.3987 0.3968 0.029 Uiso 1 1 d R . .
C7 C 0.20496(14) 0.23662(15) 0.45628(11) 0.0264(4) Uani 1 1 d . . .
H7 H 0.2033 0.2951 0.4889 0.032 Uiso 1 1 d R . .
C8 C 0.17718(16) 0.14877(16) 0.48663(12) 0.0338(5) Uani 1 1 d . . .
H8 H 0.1696 0.0892 0.4528 0.041 Uiso 1 1 d R . .
C9 C 0.24790(14) 0.30642(14) 0.14964(11) 0.0237(4) Uani 1 1 d . . .
C10 C 0.25804(16) 0.41259(15) 0.12972(12) 0.0289(5) Uani 1 1 d . . .
H101 H 0.2598 0.4564 0.1776 0.038(3) Uiso 1 1 d R . .
H102 H 0.1989 0.4177 0.0936 0.038(3) Uiso 1 1 d R . .
H103 H 0.3222 0.4329 0.1053 0.038(3) Uiso 1 1 d R . .
C11 C 0.15911(17) 0.03551(16) 0.60623(12) 0.0333(5) Uani 1 1 d . . .
C12 C 0.08068(17) -0.00947(17) 0.65180(12) 0.0364(5) Uani 1 1 d . . .
C13 C 0.0793(2) -0.10471(19) 0.67348(15) 0.0516(7) Uani 1 1 d . . .
H13 H 0.0240 -0.1353 0.7010 0.062 Uiso 1 1 d R . .
C14 C 0.1552(2) -0.15716(19) 0.65642(16) 0.0573(7) Uani 1 1 d . . .
C15 C 0.2337(2) -0.11123(19) 0.61651(16) 0.0566(7) Uani 1 1 d . . .
H15 H 0.2881 -0.1445 0.6061 0.068 Uiso 1 1 d R . .
C16 C 0.2369(2) -0.01734(19) 0.59086(15) 0.0471(6) Uani 1 1 d . . .
C17 C -0.00222(18) 0.04281(19) 0.67700(15) 0.0455(6) Uani 1 1 d . . .
H171 H -0.0483 -0.0004 0.7077 0.059(4) Uiso 1 1 d R . .
H172 H -0.0422 0.0573 0.6307 0.059(4) Uiso 1 1 d R . .
H173 H 0.0294 0.1054 0.7087 0.059(4) Uiso 1 1 d R . .
C19 C 0.1545(3) -0.2593(2) 0.6842(2) 0.0919(12) Uani 1 1 d . . .
H191 H 0.2026 -0.2915 0.6565 0.121(8) Uiso 1 1 d R . .
H192 H 0.0846 -0.3008 0.6741 0.121(8) Uiso 1 1 d R . .
H193 H 0.1761 -0.2515 0.7403 0.121(8) Uiso 1 1 d R . .
C18 C 0.3305(2) 0.0260(2) 0.5498(2) 0.0699(9) Uani 1 1 d . . .
H181 H 0.3906 0.0010 0.5702 0.082(6) Uiso 1 1 d R . .
H182 H 0.3451 0.0991 0.5588 0.082(6) Uiso 1 1 d R . .
H183 H 0.3161 0.0059 0.4937 0.082(6) Uiso 1 1 d R . .
C21 C 0.13908(15) 0.23288(15) 0.62311(11) 0.0274(5) Uani 1 1 d . . .
C22 C 0.21392(15) 0.28083(16) 0.68486(12) 0.0286(5) Uani 1 1 d . . .
C23 C 0.19955(17) 0.36549(16) 0.72740(12) 0.0336(5) Uani 1 1 d . . .
H23 H 0.2512 0.3975 0.7677 0.040 Uiso 1 1 d R . .
C24 C 0.11308(19) 0.40527(17) 0.71339(13) 0.0378(6) Uani 1 1 d . . .
C25 C 0.03866(18) 0.35675(18) 0.65364(14) 0.0403(6) Uani 1 1 d . . .
H25 H -0.0228 0.3813 0.6441 0.048 Uiso 1 1 d R . .
C26 C 0.05134(16) 0.27306(17) 0.60812(12) 0.0338(5) Uani 1 1 d . . .
C27 C 0.31034(16) 0.24194(18) 0.70344(14) 0.0390(6) Uani 1 1 d . . .
H271 H 0.3567 0.2565 0.6626 0.074(5) Uiso 1 1 d R . .
H272 H 0.2919 0.1696 0.7061 0.074(5) Uiso 1 1 d R . .
H273 H 0.3454 0.2743 0.7537 0.074(5) Uiso 1 1 d R . .
C28 C 0.0995(2) 0.49765(18) 0.76127(16) 0.0550(7) Uani 1 1 d . . .
H281 H 0.0377 0.5192 0.7397 0.086(6) Uiso 1 1 d R . .
H282 H 0.1605 0.5511 0.7601 0.086(6) Uiso 1 1 d R . .
H283 H 0.0917 0.4827 0.8152 0.086(6) Uiso 1 1 d R . .
C29 C -0.03230(18) 0.2267(2) 0.54251(14) 0.0484(7) Uani 1 1 d . . .
H291 H -0.1005 0.2283 0.5600 0.087(6) Uiso 1 1 d R . .
H292 H -0.0275 0.1573 0.5287 0.087(6) Uiso 1 1 d R . .
H293 H -0.0229 0.2643 0.4968 0.087(6) Uiso 1 1 d R . .
C31 C 0.22630(14) 0.12020(15) 0.06898(11) 0.0241(4) Uani 1 1 d . . .
C32 C 0.15507(15) 0.02952(15) 0.07432(11) 0.0270(5) Uani 1 1 d . . .
C33 C 0.18478(17) -0.06139(16) 0.06252(14) 0.0390(6) Uani 1 1 d . . .
H33 H 0.1360 -0.1213 0.0666 0.047 Uiso 1 1 d R . .
C34 C 0.28391(19) -0.06665(18) 0.04528(17) 0.0512(7) Uani 1 1 d . . .
C35 C 0.35381(18) 0.02187(18) 0.04007(15) 0.0434(6) Uani 1 1 d . . .
H35 H 0.4221 0.0194 0.0283 0.052 Uiso 1 1 d R . .
C36 C 0.32710(15) 0.11415(16) 0.05166(12) 0.0303(5) Uani 1 1 d . . .
C37 C 0.04830(15) 0.03045(16) 0.09777(12) 0.0309(5) Uani 1 1 d . . .
H371 H 0.0081 -0.0382 0.0947 0.040(4) Uiso 1 1 d R . .
H372 H 0.0136 0.0688 0.0626 0.040(4) Uiso 1 1 d R . .
H373 H 0.0537 0.0616 0.1513 0.040(4) Uiso 1 1 d R . .
C38 C 0.3154(3) -0.1668(2) 0.0320(3) 0.0956(14) Uani 1 1 d . . .
H381 H 0.2672 -0.2186 0.0542 0.153(10) Uiso 1 1 d R . .
H382 H 0.3855 -0.1618 0.0571 0.153(10) Uiso 1 1 d R . .
H383 H 0.3142 -0.1845 -0.0241 0.153(10) Uiso 1 1 d R . .
C39 C 0.40780(16) 0.20606(17) 0.04210(14) 0.0376(6) Uani 1 1 d . . .
H391 H 0.4745 0.2011 0.0686 0.062(4) Uiso 1 1 d R . .
H392 H 0.3864 0.2655 0.0648 0.062(4) Uiso 1 1 d R . .
H393 H 0.4145 0.2113 -0.0135 0.062(4) Uiso 1 1 d R . .
C41 C 0.10564(14) 0.25339(14) 0.02698(11) 0.0247(4) Uani 1 1 d . . .
C42 C 0.10987(15) 0.25150(15) -0.05431(12) 0.0278(5) Uani 1 1 d . . .
C43 C 0.03881(17) 0.29107(16) -0.09992(13) 0.0361(5) Uani 1 1 d . . .
H43 H 0.0426 0.2889 -0.1546 0.043 Uiso 1 1 d R . .
C44 C -0.03718(17) 0.33211(17) -0.06842(15) 0.0401(6) Uani 1 1 d . . .
C45 C -0.04343(16) 0.33069(16) 0.01065(14) 0.0378(5) Uani 1 1 d . . .
H45 H -0.0971 0.3560 0.0331 0.045 Uiso 1 1 d R . .
C46 C 0.02504(15) 0.29228(15) 0.05842(12) 0.0306(5) Uani 1 1 d . . .
C47 C 0.19177(18) 0.21153(18) -0.09505(12) 0.0386(6) Uani 1 1 d . . .
H471 H 0.1760 0.2093 -0.1516 0.059(4) Uiso 1 1 d R . .
H472 H 0.1930 0.1440 -0.0808 0.059(4) Uiso 1 1 d R . .
H473 H 0.2595 0.2553 -0.0793 0.059(4) Uiso 1 1 d R . .
C48 C -0.1101(2) 0.3782(2) -0.11838(19) 0.0700(9) Uani 1 1 d . . .
H481 H -0.0925 0.4511 -0.1080 0.128(8) Uiso 1 1 d R . .
H482 H -0.1813 0.3535 -0.1065 0.128(8) Uiso 1 1 d R . .
H483 H -0.1042 0.3594 -0.1734 0.128(8) Uiso 1 1 d R . .
C49 C 0.00980(18) 0.29360(19) 0.14425(14) 0.0426(6) Uani 1 1 d . . .
H491 H 0.0593 0.3498 0.1732 0.070(5) Uiso 1 1 d R . .
H492 H 0.0208 0.2309 0.1636 0.070(5) Uiso 1 1 d R . .
H493 H -0.0609 0.3012 0.1515 0.070(5) Uiso 1 1 d R . .
C51 C 0.47381(14) 0.45269(14) 0.22028(11) 0.0238(4) Uani 1 1 d . . .
C52 C 0.52929(15) 0.37623(15) 0.20893(11) 0.0263(5) Uani 1 1 d . . .
C53 C 0.60186(15) 0.38213(16) 0.15470(12) 0.0298(5) Uani 1 1 d . . .
H53 H 0.6398 0.3307 0.1489 0.036 Uiso 1 1 d R . .
C54 C 0.62043(16) 0.46091(16) 0.10902(12) 0.0327(5) Uani 1 1 d . . .
C55 C 0.56675(16) 0.53666(16) 0.12036(12) 0.0316(5) Uani 1 1 d . . .
H55 H 0.5785 0.5912 0.0893 0.038 Uiso 1 1 d R . .
C56 C 0.49641(15) 0.53557(15) 0.17567(11) 0.0271(5) Uani 1 1 d . . .
C57 C 0.51592(17) 0.28485(16) 0.25398(13) 0.0345(5) Uani 1 1 d . . .
H571 H 0.4731 0.2275 0.2213 0.056(4) Uiso 1 1 d R . .
H572 H 0.4822 0.2977 0.3010 0.056(4) Uiso 1 1 d R . .
H573 H 0.5839 0.2703 0.2688 0.056(4) Uiso 1 1 d R . .
C58 C 0.69750(19) 0.4636(2) 0.04899(14) 0.0482(7) Uani 1 1 d . . .
H581 H 0.6606 0.4531 -0.0034 0.082(6) Uiso 1 1 d R . .
H582 H 0.7363 0.4107 0.0559 0.082(6) Uiso 1 1 d R . .
H583 H 0.7455 0.5286 0.0555 0.082(6) Uiso 1 1 d R . .
C59 C 0.44516(16) 0.62424(15) 0.18493(13) 0.0317(5) Uani 1 1 d . . .
H591 H 0.4781 0.6770 0.1545 0.054(4) Uiso 1 1 d R . .
H592 H 0.4524 0.6496 0.2401 0.054(4) Uiso 1 1 d R . .
H593 H 0.3715 0.6034 0.1663 0.054(4) Uiso 1 1 d R . .
C61 C 0.41321(14) 0.53732(14) 0.35363(11) 0.0231(4) Uani 1 1 d . . .
C62 C 0.33903(15) 0.59563(15) 0.36664(12) 0.0276(5) Uani 1 1 d . . .
C63 C 0.36107(17) 0.67682(16) 0.42353(12) 0.0320(5) Uani 1 1 d . . .
H63 H 0.3107 0.7163 0.4304 0.038 Uiso 1 1 d R . .
C64 C 0.45472(17) 0.70162(16) 0.46979(12) 0.0319(5) Uani 1 1 d . . .
C65 C 0.52638(16) 0.64296(16) 0.45797(12) 0.0304(5) Uani 1 1 d . . .
H65 H 0.5905 0.6583 0.4897 0.037 Uiso 1 1 d R . .
C66 C 0.50834(14) 0.56209(15) 0.40103(11) 0.0247(4) Uani 1 1 d . . .
C67 C 0.23501(16) 0.57524(18) 0.31931(13) 0.0386(6) Uani 1 1 d . . .
H671 H 0.1933 0.6210 0.3397 0.060(4) Uiso 1 1 d R . .
H672 H 0.1993 0.5061 0.3227 0.060(4) Uiso 1 1 d R . .
H673 H 0.2448 0.5856 0.2647 0.060(4) Uiso 1 1 d R . .
C68 C 0.4770(2) 0.78914(18) 0.53205(14) 0.0460(6) Uani 1 1 d . . .
H681 H 0.4323 0.7743 0.5739 0.064(5) Uiso 1 1 d R . .
H682 H 0.4637 0.8489 0.5092 0.064(5) Uiso 1 1 d R . .
H683 H 0.5497 0.8009 0.5533 0.064(5) Uiso 1 1 d R . .
C69 C 0.59209(15) 0.50324(17) 0.39435(12) 0.0329(5) Uani 1 1 d . . .
H691 H 0.6263 0.5182 0.3472 0.063(5) Uiso 1 1 d R . .
H692 H 0.5616 0.4316 0.3912 0.063(5) Uiso 1 1 d R . .
H693 H 0.6429 0.5217 0.4402 0.063(5) Uiso 1 1 d R . .
B1 B 0.15720(18) 0.13830(19) 0.57271(14) 0.0308(6) Uani 1 1 d . . .
B2 B 0.19367(16) 0.22379(17) 0.08283(13) 0.0237(5) Uani 1 1 d . . .
B3 B 0.39556(16) 0.44951(17) 0.28471(13) 0.0232(5) Uani 1 1 d . . .
O1 O -0.0466(4) 0.5735(4) 0.5785(3) 0.0987(15) Uiso 0.50 1 d P A -1
C71 C -0.0406(5) 0.5217(5) 0.5249(4) 0.0569(18) Uiso 0.50 1 d P A -1
C72 C 0.0630(6) 0.5098(6) 0.5023(5) 0.077(2) Uiso 0.50 1 d P A -1
H721 H 0.1187 0.5569 0.5345 0.115 Uiso 0.50 1 d PR A -1
H722 H 0.0667 0.5220 0.4474 0.115 Uiso 0.50 1 d PR A -1
H723 H 0.0705 0.4413 0.5089 0.115 Uiso 0.50 1 d PR A -1
C73 C -0.1368(7) 0.4583(6) 0.4762(5) 0.097(2) Uiso 0.50 1 d P A -1
H731 H -0.1992 0.4672 0.5002 0.145 Uiso 0.50 1 d PR A -1
H732 H -0.1326 0.3877 0.4735 0.145 Uiso 0.50 1 d PR A -1
H733 H -0.1399 0.4796 0.4234 0.145 Uiso 0.50 1 d PR A -1
O2 O 0.3430(6) -0.1446(5) 0.8571(4) 0.136(2) Uani 0.50 1 d P B 1
C74 C 0.3074(5) -0.0693(6) 0.8484(4) 0.0729(18) Uiso 0.50 1 d P B 1
C75 C 0.2062(5) -0.0640(6) 0.8642(4) 0.087(2) Uiso 0.50 1 d P B 1
H751 H 0.1682 -0.1305 0.8730 0.130 Uiso 0.50 1 d PR B 1
H752 H 0.1710 -0.0401 0.8198 0.130 Uiso 0.50 1 d PR B 1
H753 H 0.2087 -0.0179 0.9108 0.130 Uiso 0.50 1 d PR B 1
C76 C 0.3809(6) 0.0223(6) 0.8291(4) 0.078(2) Uiso 0.50 1 d P B 1
H761 H 0.4467 0.0049 0.8177 0.117 Uiso 0.50 1 d PR B 1
H762 H 0.3931 0.0734 0.8735 0.117 Uiso 0.50 1 d PR B 1
H763 H 0.3507 0.0482 0.7834 0.117 Uiso 0.50 1 d PR B 1
C77 C 0.7146(6) 0.1038(5) 0.6849(4) 0.0637(18) Uiso 0.50 1 d P C 1
C78 C 0.7348(5) 0.0792(5) 0.6226(4) 0.0668(16) Uiso 0.50 1 d P C 1
C79 C 0.7560(10) 0.1213(10) 0.7165(8) 0.121(4) Uiso 0.50 1 d P C 1
C80 C 0.6096(8) 0.0567(8) 0.6986(6) 0.124(3) Uiso 0.50 1 d P C 1
C81 C 0.3076(7) -0.0119(7) 0.8212(5) 0.106(3) Uiso 0.50 1 d P D 2
H811 H 0.2663 -0.0732 0.8371 0.159 Uiso 0.50 1 d PR D 2
H812 H 0.2714 0.0080 0.7753 0.159 Uiso 0.50 1 d PR D 2
H813 H 0.3178 0.0414 0.8639 0.159 Uiso 0.50 1 d PR D 2
C82 C 0.4073(5) -0.0259(6) 0.8009(5) 0.080(2) Uiso 0.50 1 d P D 2
H821 H 0.3955 -0.0822 0.7595 0.104 Uiso 0.50 1 d PR D 2
H822 H 0.4404 -0.0483 0.8478 0.104 Uiso 0.50 1 d PR D 2
C83 C 0.4848(6) 0.0594(6) 0.7763(5) 0.106(3) Uiso 0.50 1 d P D 2
H831 H 0.4489 0.0831 0.7313 0.138 Uiso 0.50 1 d PR D 2
H832 H 0.4966 0.1141 0.8188 0.138 Uiso 0.50 1 d PR D 2
C84 C 0.5853(5) 0.0521(5) 0.7544(4) 0.0681(17) Uiso 0.50 1 d P D 2
H841 H 0.6183 0.0184 0.7949 0.089 Uiso 0.50 1 d PR D 2
H842 H 0.5747 0.0071 0.7055 0.089 Uiso 0.50 1 d PR D 2
C85 C 0.6583(7) 0.1408(7) 0.7432(6) 0.116(3) Uiso 0.50 1 d P D 2
H851 H 0.6459 0.1913 0.7833 0.150 Uiso 0.50 1 d PR D 2
H852 H 0.6304 0.1599 0.6931 0.150 Uiso 0.50 1 d PR D 2
C86 C 0.7871(8) 0.1674(9) 0.7381(7) 0.121(4) Uiso 0.50 1 d P D 2
H861 H 0.8090 0.2375 0.7283 0.182 Uiso 0.50 1 d PR D 2
H862 H 0.8042 0.1243 0.6953 0.182 Uiso 0.50 1 d PR D 2
H863 H 0.8230 0.1559 0.7872 0.182 Uiso 0.50 1 d PR D 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
N1 0.0237(8) 0.0225(9) 0.0214(8) 0.0005(7) 0.0016(6) 0.0034(7)
C2 0.0220(10) 0.0230(10) 0.0226(10) -0.0021(8) 0.0031(8) 0.0032(8)
C3 0.0312(11) 0.0227(11) 0.0260(11) -0.0006(9) 0.0023(8) 0.0023(9)
C4 0.0315(11) 0.0221(11) 0.0291(11) 0.0033(9) 0.0033(9) 0.0017(9)
C5 0.0240(10) 0.0262(11) 0.0231(10) 0.0010(9) 0.0018(8) 0.0024(9)
C6 0.0231(10) 0.0272(11) 0.0216(10) -0.0010(9) 0.0022(8) 0.0039(9)
C7 0.0248(10) 0.0276(11) 0.0251(10) 0.0006(9) 0.0036(8) 0.0017(9)
C8 0.0412(13) 0.0267(11) 0.0312(12) 0.0030(10) 0.0086(9) -0.0006(10)
C9 0.0226(10) 0.0230(11) 0.0249(10) 0.0016(8) 0.0037(8) 0.0029(8)
C10 0.0341(11) 0.0264(11) 0.0241(11) 0.0016(9) -0.0034(9) 0.0043(9)
C11 0.0386(12) 0.0293(12) 0.0293(11) 0.0028(10) 0.0036(9) 0.0009(10)
C12 0.0411(13) 0.0342(13) 0.0286(11) 0.0063(10) 0.0001(10) -0.0047(10)
C13 0.0637(17) 0.0440(15) 0.0425(15) 0.0162(12) 0.0076(12) -0.0051(14)
C14 0.088(2) 0.0341(14) 0.0499(16) 0.0127(13) 0.0129(15) 0.0076(15)
C15 0.076(2) 0.0398(15) 0.0608(18) 0.0121(14) 0.0151(15) 0.0216(14)
C16 0.0595(16) 0.0393(14) 0.0464(15) 0.0121(12) 0.0158(12) 0.0123(13)
C17 0.0392(13) 0.0481(15) 0.0465(14) 0.0148(12) 0.0124(11) -0.0038(12)
C19 0.150(4) 0.0463(18) 0.092(3) 0.0336(19) 0.035(2) 0.028(2)
C18 0.0668(19) 0.0592(19) 0.101(3) 0.0303(18) 0.0419(18) 0.0309(16)
C21 0.0268(10) 0.0309(12) 0.0254(11) 0.0109(9) 0.0069(8) 0.0030(9)
C22 0.0291(11) 0.0287(12) 0.0290(11) 0.0095(9) 0.0075(9) 0.0040(9)
C23 0.0399(13) 0.0296(12) 0.0295(12) 0.0057(10) 0.0066(9) 0.0007(10)
C24 0.0529(15) 0.0303(12) 0.0349(13) 0.0103(10) 0.0169(11) 0.0122(11)
C25 0.0401(13) 0.0496(15) 0.0402(14) 0.0179(12) 0.0141(11) 0.0217(12)
C26 0.0314(12) 0.0421(14) 0.0302(12) 0.0127(10) 0.0074(9) 0.0078(10)
C27 0.0322(12) 0.0429(14) 0.0404(13) 0.0033(11) -0.0006(10) 0.0059(11)
C28 0.079(2) 0.0360(14) 0.0583(17) 0.0105(13) 0.0254(14) 0.0210(14)
C29 0.0360(13) 0.0705(19) 0.0395(14) 0.0140(13) -0.0027(11) 0.0119(13)
C31 0.0259(10) 0.0254(11) 0.0197(10) 0.0000(8) 0.0018(8) 0.0033(9)
C32 0.0280(11) 0.0274(11) 0.0247(10) -0.0010(9) 0.0024(8) 0.0052(9)
C33 0.0357(13) 0.0254(12) 0.0543(15) 0.0012(11) 0.0102(11) 0.0017(10)
C34 0.0423(14) 0.0299(13) 0.084(2) -0.0026(13) 0.0174(13) 0.0115(12)
C35 0.0307(12) 0.0394(14) 0.0617(16) -0.0016(12) 0.0124(11) 0.0106(11)
C36 0.0271(11) 0.0308(12) 0.0312(11) -0.0029(10) 0.0023(9) 0.0045(9)
C37 0.0306(11) 0.0264(11) 0.0336(12) 0.0013(9) 0.0047(9) 0.0012(9)
C38 0.063(2) 0.0362(17) 0.195(4) -0.002(2) 0.048(2) 0.0190(15)
C39 0.0273(11) 0.0366(13) 0.0461(14) -0.0060(11) 0.0110(10) 0.0009(10)
C41 0.0254(10) 0.0183(10) 0.0279(11) -0.0015(8) 0.0022(8) 0.0002(8)
C42 0.0287(11) 0.0223(11) 0.0285(11) 0.0025(9) -0.0008(8) -0.0023(9)
C43 0.0380(13) 0.0340(13) 0.0324(12) 0.0110(10) -0.0038(10) -0.0021(10)
C44 0.0306(12) 0.0353(13) 0.0525(15) 0.0137(12) -0.0061(11) 0.0027(10)
C45 0.0272(11) 0.0310(13) 0.0555(15) 0.0022(11) 0.0010(10) 0.0090(10)
C46 0.0280(11) 0.0251(11) 0.0368(12) -0.0023(10) 0.0010(9) 0.0038(9)
C47 0.0459(14) 0.0447(14) 0.0271(12) 0.0066(11) 0.0079(10) 0.0112(11)
C48 0.0518(17) 0.081(2) 0.083(2) 0.0409(18) -0.0054(15) 0.0216(16)
C49 0.0392(13) 0.0502(15) 0.0410(14) -0.0057(12) 0.0107(10) 0.0166(12)
C51 0.0243(10) 0.0229(10) 0.0217(10) 0.0003(8) -0.0010(8) 0.0008(8)
C52 0.0239(10) 0.0274(11) 0.0251(10) 0.0004(9) 0.0008(8) 0.0008(9)
C53 0.0251(10) 0.0308(12) 0.0324(11) -0.0008(10) 0.0050(9) 0.0039(9)
C54 0.0301(11) 0.0352(13) 0.0289(11) -0.0009(10) 0.0069(9) -0.0024(10)
C55 0.0344(12) 0.0296(12) 0.0274(11) 0.0062(9) 0.0052(9) -0.0035(10)
C56 0.0271(10) 0.0248(11) 0.0254(10) 0.0024(9) -0.0009(8) -0.0025(9)
C57 0.0339(12) 0.0333(12) 0.0406(13) 0.0089(11) 0.0098(10) 0.0131(10)
C58 0.0505(15) 0.0517(16) 0.0434(14) 0.0074(12) 0.0232(12) 0.0050(13)
C59 0.0338(12) 0.0257(11) 0.0339(12) 0.0085(10) 0.0013(9) 0.0007(9)
C61 0.0244(10) 0.0212(10) 0.0235(10) 0.0046(8) 0.0061(8) 0.0018(8)
C62 0.0280(11) 0.0277(11) 0.0275(11) 0.0035(9) 0.0046(8) 0.0053(9)
C63 0.0383(12) 0.0275(12) 0.0333(12) 0.0041(10) 0.0107(10) 0.0106(10)
C64 0.0401(12) 0.0255(11) 0.0269(11) -0.0014(9) 0.0096(9) -0.0021(10)
C65 0.0288(11) 0.0329(12) 0.0255(11) 0.0012(9) 0.0030(9) -0.0031(10)
C66 0.0241(10) 0.0262(11) 0.0220(10) 0.0034(9) 0.0034(8) -0.0003(9)
C67 0.0320(12) 0.0453(14) 0.0403(13) -0.0021(11) 0.0002(10) 0.0162(11)
C68 0.0583(16) 0.0378(14) 0.0372(14) -0.0077(11) 0.0097(11) 0.0016(12)
C69 0.0263(11) 0.0396(13) 0.0312(12) 0.0008(10) -0.0011(9) 0.0056(10)
B1 0.0238(12) 0.0347(14) 0.0311(13) 0.0056(11) 0.0052(10) -0.0025(10)
B2 0.0207(11) 0.0282(12) 0.0219(11) 0.0035(10) 0.0094(9) 0.0008(10)
B3 0.0215(11) 0.0245(12) 0.0239(11) 0.0049(10) -0.0022(9) 0.0062(10)
O2 0.208(7) 0.125(5) 0.114(5) 0.022(4) 0.035(4) 0.116(5)

_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 C6 1.409(2) . ?
N1 C2 1.451(2) . ?
N1 B3 1.453(3) . ?
C2 C9 1.367(3) . ?
C2 C3 1.452(3) . ?
C3 C4 1.341(3) . ?
C4 C5 1.444(3) . ?
C5 C6 1.350(3) . ?
C5 C7 1.452(3) . ?
C7 C8 1.349(3) . ?
C8 B1 1.546(3) . ?
C9 C10 1.507(3) . ?
C9 B2 1.573(3) . ?
C11 C16 1.405(3) . ?
C11 C12 1.426(3) . ?
C11 B1 1.572(3) . ?
C12 C13 1.386(3) . ?
C12 C17 1.503(3) . ?
C13 C14 1.388(4) . ?
C14 C15 1.370(4) . ?
C14 C19 1.516(4) . ?
C15 C16 1.390(3) . ?
C16 C18 1.520(4) . ?
C21 C26 1.399(3) . ?
C21 C22 1.420(3) . ?
C21 B1 1.577(3) . ?
C22 C23 1.381(3) . ?
C22 C27 1.503(3) . ?
C23 C24 1.378(3) . ?
C24 C25 1.396(3) . ?
C24 C28 1.510(3) . ?
C25 C26 1.388(3) . ?
C26 C29 1.524(3) . ?
C31 C36 1.410(3) . ?
C31 C32 1.418(3) . ?
C31 B2 1.575(3) . ?
C32 C33 1.388(3) . ?
C32 C37 1.506(3) . ?
C33 C34 1.385(3) . ?
C34 C35 1.387(3) . ?
C34 C38 1.522(4) . ?
C35 C36 1.387(3) . ?
C36 C39 1.511(3) . ?
C41 C42 1.410(3) . ?
C41 C46 1.414(3) . ?
C41 B2 1.591(3) . ?
C42 C43 1.399(3) . ?
C42 C47 1.510(3) . ?
C43 C44 1.378(3) . ?
C44 C45 1.378(3) . ?
C44 C48 1.510(3) . ?
C45 C46 1.387(3) . ?
C46 C49 1.514(3) . ?
C51 C52 1.409(3) . ?
C51 C56 1.421(3) . ?
C51 B3 1.580(3) . ?
C52 C53 1.392(3) . ?
C52 C57 1.516(3) . ?
C53 C54 1.383(3) . ?
C54 C55 1.384(3) . ?
C54 C58 1.512(3) . ?
C55 C56 1.388(3) . ?
C56 C59 1.513(3) . ?
C61 C62 1.408(3) . ?
C61 C66 1.413(3) . ?
C61 B3 1.596(3) . ?
C62 C63 1.396(3) . ?
C62 C67 1.509(3) . ?
C63 C64 1.387(3) . ?
C64 C65 1.381(3) . ?
C64 C68 1.515(3) . ?
C65 C66 1.395(3) . ?
C66 C69 1.505(3) . ?
O1 C71 1.141(7) . ?
C71 C72 1.494(7) . ?
C71 C73 1.537(10) . ?
O2 C74 1.234(8) . ?
C74 C75 1.406(9) . ?
C74 C76 1.507(10) . ?
C77 C79 0.732(13) . ?
C77 C78 1.172(8) . ?
C77 C80 1.457(12) . ?
C78 C79 1.663(15) . ?
C79 C80 1.953(17) . ?
C81 C82 1.440(11) . ?
C82 C83 1.507(10) . ?
C83 C84 1.434(9) . ?
C84 C85 1.432(10) . ?
C85 C86 1.684(13) . ?

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
C6 N1 C2 115.63(15) . . ?
C6 N1 B3 118.18(16) . . ?
C2 N1 B3 125.50(16) . . ?
C9 C2 N1 122.53(17) . . ?
C9 C2 C3 123.51(17) . . ?
N1 C2 C3 113.52(16) . . ?
C4 C3 C2 121.84(19) . . ?
C3 C4 C5 120.00(19) . . ?
C6 C5 C4 117.03(18) . . ?
C6 C5 C7 120.40(18) . . ?
C4 C5 C7 122.37(18) . . ?
C5 C6 N1 123.67(18) . . ?
C8 C7 C5 126.8(2) . . ?
C7 C8 B1 124.5(2) . . ?
C2 C9 C10 121.08(17) . . ?
C2 C9 B2 123.10(17) . . ?
C10 C9 B2 115.45(16) . . ?
C16 C11 C12 117.1(2) . . ?
C16 C11 B1 121.35(19) . . ?
C12 C11 B1 121.6(2) . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 C17 118.2(2) . . ?
C11 C12 C17 122.1(2) . . ?
C12 C13 C14 122.6(2) . . ?
C15 C14 C13 117.4(2) . . ?
C15 C14 C19 121.0(3) . . ?
C13 C14 C19 121.5(3) . . ?
C14 C15 C16 122.4(3) . . ?
C15 C16 C11 120.7(2) . . ?
C15 C16 C18 116.6(2) . . ?
C11 C16 C18 122.6(2) . . ?
C26 C21 C22 118.1(2) . . ?
C26 C21 B1 121.91(19) . . ?
C22 C21 B1 119.98(19) . . ?
C23 C22 C21 119.9(2) . . ?
C23 C22 C27 119.3(2) . . ?
C21 C22 C27 120.71(19) . . ?
C24 C23 C22 122.4(2) . . ?
C23 C24 C25 117.5(2) . . ?
C23 C24 C28 121.0(2) . . ?
C25 C24 C28 121.4(2) . . ?
C26 C25 C24 122.0(2) . . ?
C25 C26 C21 120.1(2) . . ?
C25 C26 C29 118.5(2) . . ?
C21 C26 C29 121.5(2) . . ?
C36 C31 C32 117.67(18) . . ?
C36 C31 B2 121.46(17) . . ?
C32 C31 B2 120.86(17) . . ?
C33 C32 C31 120.43(19) . . ?
C33 C32 C37 118.87(18) . . ?
C31 C32 C37 120.59(18) . . ?
C34 C33 C32 121.5(2) . . ?
C33 C34 C35 118.2(2) . . ?
C33 C34 C38 121.0(2) . . ?
C35 C34 C38 120.8(2) . . ?
C34 C35 C36 121.9(2) . . ?
C35 C36 C31 120.21(19) . . ?
C35 C36 C39 117.87(19) . . ?
C31 C36 C39 121.88(19) . . ?
C42 C41 C46 117.27(18) . . ?
C42 C41 B2 121.94(17) . . ?
C46 C41 B2 120.51(17) . . ?
C43 C42 C41 119.99(19) . . ?
C43 C42 C47 117.51(19) . . ?
C41 C42 C47 122.45(18) . . ?
C44 C43 C42 122.3(2) . . ?
C43 C44 C45 117.6(2) . . ?
C43 C44 C48 121.3(2) . . ?
C45 C44 C48 121.1(2) . . ?
C44 C45 C46 122.4(2) . . ?
C45 C46 C41 120.4(2) . . ?
C45 C46 C49 117.6(2) . . ?
C41 C46 C49 121.93(19) . . ?
C52 C51 C56 117.50(18) . . ?
C52 C51 B3 120.82(17) . . ?
C56 C51 B3 121.53(18) . . ?
C53 C52 C51 120.42(19) . . ?
C53 C52 C57 116.09(18) . . ?
C51 C52 C57 123.49(18) . . ?
C54 C53 C52 121.9(2) . . ?
C53 C54 C55 117.95(19) . . ?
C53 C54 C58 120.6(2) . . ?
C55 C54 C58 121.5(2) . . ?
C54 C55 C56 122.10(19) . . ?
C55 C56 C51 120.06(19) . . ?
C55 C56 C59 117.46(18) . . ?
C51 C56 C59 122.48(18) . . ?
C62 C61 C66 118.00(18) . . ?
C62 C61 B3 122.25(17) . . ?
C66 C61 B3 119.65(17) . . ?
C63 C62 C61 120.32(18) . . ?
C63 C62 C67 117.54(18) . . ?
C61 C62 C67 122.13(18) . . ?
C64 C63 C62 121.7(2) . . ?
C65 C64 C63 117.76(19) . . ?
C65 C64 C68 121.1(2) . . ?
C63 C64 C68 121.2(2) . . ?
C64 C65 C66 122.48(19) . . ?
C65 C66 C61 119.69(19) . . ?
C65 C66 C69 117.48(17) . . ?
C61 C66 C69 122.82(18) . . ?
C8 B1 C11 118.7(2) . . ?
C8 B1 C21 118.0(2) . . ?
C11 B1 C21 123.35(19) . . ?
C9 B2 C31 123.04(17) . . ?
C9 B2 C41 115.40(17) . . ?
C31 B2 C41 121.51(17) . . ?
N1 B3 C51 121.19(18) . . ?
N1 B3 C61 118.45(17) . . ?
C51 B3 C61 120.10(17) . . ?
O1 C71 C72 120.3(8) . . ?
O1 C71 C73 122.1(7) . . ?
C72 C71 C73 117.6(9) . . ?
O2 C74 C75 122.3(8) . . ?
O2 C74 C76 117.2(7) . . ?
C75 C74 C76 120.2(8) . . ?
C79 C77 C78 119.9(15) . . ?
C79 C77 C80 122.7(15) . . ?
C78 C77 C80 112.1(8) . . ?
C77 C78 C79 22.4(6) . . ?
C77 C79 C78 37.7(11) . . ?
C77 C79 C80 38.9(11) . . ?
C78 C79 C80 74.0(7) . . ?
C77 C80 C79 18.4(5) . . ?
C81 C82 C83 120.7(8) . . ?
C84 C83 C82 124.6(7) . . ?
C85 C84 C83 119.8(7) . . ?
C84 C85 C86 133.9(8) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.568
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.051

#=========================================END