# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p
_database_code_depnum_ccdc_archive 'CCDC 1470203'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H40 B N'
_chemical_formula_weight         569.56

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   10.788(10)
_cell_length_b                   23.33(2)
_cell_length_c                   13.186(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.821(9)
_cell_angle_gamma                90
_cell_volume                     3288(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2546
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      21.87

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             1216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.065
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.710
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13332
_diffrn_reflns_av_unetI/netI     0.0736
_diffrn_reflns_av_R_equivalents  0.0517
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.582
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        25.214
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             5799
_reflns_number_gt                3333
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0782P)²+0.3733P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5799
_refine_ls_number_parameters     403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1191
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1757
_refine_ls_wR_factor_gt          0.1417
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.111
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
B1 B 0.3130(2) 0.39286(12) 0.6337(2) 0.0411(7) Uani 1 1 d . . . . .
C1 C 0.1892(3) 0.54788(11) 0.88188(18) 0.0498(7) Uani 1 1 d . . . . .
C2 C 0.0879(3) 0.58358(12) 0.8791(2) 0.0603(7) Uani 1 1 d . . . . .
H2 H 0.0077 0.5684 0.8755 0.072 Uiso 1 1 calc R U . . .
C3 C 0.1058(4) 0.64234(13) 0.8816(2) 0.0793(9) Uani 1 1 d . . . . .
H3 H 0.0372 0.6667 0.8787 0.095 Uiso 1 1 calc R U . . .
C4 C 0.2230(4) 0.66450(15) 0.8885(2) 0.0859(11) Uani 1 1 d . . . . .
H4 H 0.2346 0.7040 0.8907 0.103 Uiso 1 1 calc R U . . .
C5 C 0.3239(4) 0.62887(15) 0.8920(2) 0.0802(10) Uani 1 1 d . . . . .
H5 H 0.4041 0.6442 0.8971 0.096 Uiso 1 1 calc R U . . .
C6 C 0.3077(3) 0.57050(12) 0.8880(2) 0.0637(8) Uani 1 1 d . . . . .
H6 H 0.3765 0.5464 0.8894 0.076 Uiso 1 1 calc R U . . .
C7 C 0.2109(2) 0.45520(11) 0.9685(2) 0.0505(7) Uani 1 1 d . . . . .
C8 C 0.2695(3) 0.48042(13) 1.0566(2) 0.0638(8) Uani 1 1 d . . . . .
H8 H 0.2793 0.5200 1.0590 0.077 Uiso 1 1 calc R U . . .
C9 C 0.3136(3) 0.44833(17) 1.1405(3) 0.0878(10) Uani 1 1 d . . . . .
H9 H 0.3539 0.4666 1.1985 0.105 Uiso 1 1 calc R U . . .
C10 C 0.3000(4) 0.39053(19) 1.1412(3) 0.0980(12) Uani 1 1 d . . . . .
H10 H 0.3311 0.3691 1.1984 0.118 Uiso 1 1 calc R U . . .
C11 C 0.2392(4) 0.36479(14) 1.0556(3) 0.0883(11) Uani 1 1 d . . . . .
H11 H 0.2275 0.3253 1.0553 0.106 Uiso 1 1 calc R U . . .
C12 C 0.1951(3) 0.39606(13) 0.9698(2) 0.0724(9) Uani 1 1 d . . . . .
H12 H 0.1543 0.3775 0.9123 0.087 Uiso 1 1 calc R U . . .
C13 C 0.0763(2) 0.46583(10) 0.8026(2) 0.0473(6) Uani 1 1 d . . . . .
C14 C -0.0339(3) 0.44506(13) 0.8315(2) 0.0694(9) Uani 1 1 d . . . . .
H14 H -0.0440 0.4442 0.9004 0.083 Uiso 1 1 calc R U . . .
C15 C -0.1279(3) 0.42592(14) 0.7597(3) 0.0810(10) Uani 1 1 d . . . . .
H15 H -0.2012 0.4117 0.7802 0.097 Uiso 1 1 calc R U . . .
C16 C -0.1153(3) 0.42747(13) 0.6584(3) 0.0714(9) Uani 1 1 d . . . . .
H16 H -0.1793 0.4142 0.6098 0.086 Uiso 1 1 calc R U . . .
C17 C -0.0075(2) 0.44882(11) 0.6287(2) 0.0554(7) Uani 1 1 d . . . . .
H17 H -0.0002 0.4506 0.5593 0.066 Uiso 1 1 calc R U . . .
C18 C 0.0906(2) 0.46781(10) 0.69897(19) 0.0425(6) Uani 1 1 d . . . . .
C19 C 0.2045(2) 0.49259(10) 0.66232(17) 0.0398(6) Uani 1 1 d . . . . .
C20 C 0.2062(3) 0.55119(11) 0.6460(2) 0.0536(7) Uani 1 1 d . . . . .
H20 H 0.1367 0.5730 0.6561 0.064 Uiso 1 1 calc R U . . .
C21 C 0.3080(3) 0.57778(12) 0.6153(2) 0.0649(8) Uani 1 1 d . . . . .
H21 H 0.3060 0.6169 0.6021 0.078 Uiso 1 1 calc R U . . .
C22 C 0.4118(3) 0.54692(12) 0.6043(2) 0.0666(8) Uani 1 1 d . . . . .
H22 H 0.4824 0.5651 0.5866 0.080 Uiso 1 1 calc R U . . .
C23 C 0.4123(2) 0.48880(12) 0.6194(2) 0.0568(7) Uani 1 1 d . . . . .
H23 H 0.4845 0.4683 0.6123 0.068 Uiso 1 1 calc R U . . .
C24 C 0.3085(2) 0.45935(10) 0.64502(17) 0.0403(6) Uani 1 1 d . . . . .
C25 C 0.4510(3) 0.40969(14) 0.8468(2) 0.0711(9) Uani 1 1 d . . . . .
H25A H 0.4765 0.3966 0.9155 0.107 Uiso 1 1 calc R U . . .
H25B H 0.3613 0.4111 0.8336 0.107 Uiso 1 1 calc R U . . .
H25C H 0.4844 0.4473 0.8387 0.107 Uiso 1 1 calc R U . . .
C26 C 0.7803(3) 0.27011(16) 0.7892(3) 0.1044(13) Uani 1 1 d . . . . .
H26A H 0.8232 0.2910 0.8463 0.157 Uiso 1 1 calc R U . . .
H26B H 0.8331 0.2672 0.7364 0.157 Uiso 1 1 calc R U . . .
H26C H 0.7602 0.2324 0.8111 0.157 Uiso 1 1 calc R U . . .
C27 C 0.4400(3) 0.30671(13) 0.5038(2) 0.0721(9) Uani 1 1 d . . . . .
H27A H 0.4927 0.2793 0.4762 0.108 Uiso 1 1 calc R U . . .
H27B H 0.4354 0.3410 0.4633 0.108 Uiso 1 1 calc R U . . .
H27C H 0.3576 0.2909 0.5026 0.108 Uiso 1 1 calc R U . . .
C28 C 0.4933(2) 0.32056(10) 0.6116(2) 0.0511(7) Uani 1 1 d . . . . .
C29 C 0.6036(3) 0.29324(12) 0.6502(2) 0.0640(8) Uani 1 1 d . . . . .
H29 H 0.6400 0.2684 0.6077 0.077 Uiso 1 1 calc R U . . .
C30 C 0.6612(3) 0.30124(12) 0.7481(3) 0.0634(8) Uani 1 1 d . . . . .
C31 C 0.6075(2) 0.33922(12) 0.8088(2) 0.0575(7) Uani 1 1 d . . . . .
H31 H 0.6448 0.3450 0.8758 0.069 Uiso 1 1 calc R U . . .
C32 C 0.4992(2) 0.36930(11) 0.7729(2) 0.0481(6) Uani 1 1 d . . . . .
C33 C 0.4379(2) 0.35989(10) 0.67299(19) 0.0445(6) Uani 1 1 d . . . . .
C34 C 0.1664(3) 0.30418(12) 0.7293(2) 0.0635(8) Uani 1 1 d . . . . .
H34A H 0.1116 0.3249 0.7676 0.095 Uiso 1 1 calc R U . . .
H34B H 0.2515 0.3150 0.7521 0.095 Uiso 1 1 calc R U . . .
H34C H 0.1566 0.2638 0.7396 0.095 Uiso 1 1 calc R U . . .
C35 C -0.1098(3) 0.26841(14) 0.4014(3) 0.0941(12) Uani 1 1 d . . . . .
H35A H -0.1042 0.2285 0.4191 0.141 Uiso 1 1 calc R U . . .
H35B H -0.1054 0.2728 0.3296 0.141 Uiso 1 1 calc R U . . .
H35C H -0.1878 0.2836 0.4169 0.141 Uiso 1 1 calc R U . . .
C36 C 0.2150(3) 0.42035(13) 0.4126(2) 0.0713(9) Uani 1 1 d . . . . .
H36A H 0.1753 0.4215 0.3429 0.107 Uiso 1 1 calc R U . . .
H36B H 0.3026 0.4126 0.4140 0.107 Uiso 1 1 calc R U . . .
H36C H 0.2043 0.4566 0.4447 0.107 Uiso 1 1 calc R U . . .
C37 C 0.0589(2) 0.34273(12) 0.4164(2) 0.0587(8) Uani 1 1 d . . . . .
H37 H 0.0344 0.3508 0.3475 0.070 Uiso 1 1 calc R U . . .
C38 C 0.1564(2) 0.37378(11) 0.46935(19) 0.0487(7) Uani 1 1 d . . . . .
C39 C 0.1982(2) 0.36073(10) 0.57185(18) 0.0422(6) Uani 1 1 d . . . . .
C40 C 0.1347(2) 0.31784(10) 0.61843(19) 0.0447(6) Uani 1 1 d . . . . .
C41 C 0.0354(2) 0.28910(11) 0.5629(2) 0.0549(7) Uani 1 1 d . . . . .
H41 H -0.0064 0.2612 0.5955 0.066 Uiso 1 1 calc R U . . .
C42 C -0.0030(2) 0.30043(12) 0.4621(2) 0.0611(8) Uani 1 1 d . . . . .
N1 N 0.17241(19) 0.48705(9) 0.87937(16) 0.0502(6) Uani 1 1 d . . . . .


_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
B1 C24 1.560(4) . ?
B1 C39 1.576(4) . ?
B1 C33 1.577(4) . ?
C1 C2 1.371(4) . ?
C1 C6 1.375(4) . ?
C1 N1 1.430(3) . ?
C2 C3 1.384(4) . ?
C3 C4 1.358(5) . ?
C4 C5 1.365(5) . ?
C5 C6 1.373(4) . ?
C7 C8 1.377(4) . ?
C7 C12 1.391(4) . ?
C7 N1 1.404(3) . ?
C8 C9 1.366(4) . ?
C9 C10 1.357(5) . ?
C10 C11 1.365(5) . ?
C11 C12 1.375(4) . ?
C13 C14 1.384(4) . ?
C13 C18 1.397(3) . ?
C13 N1 1.435(3) . ?
C14 C15 1.364(4) . ?
C15 C16 1.362(4) . ?
C16 C17 1.371(4) . ?
C17 C18 1.382(3) . ?
C18 C19 1.497(3) . ?
C19 C20 1.384(4) . ?
C19 C24 1.407(3) . ?
C20 C21 1.369(4) . ?
C21 C22 1.355(4) . ?
C22 C23 1.370(4) . ?
C23 C24 1.394(3) . ?
C25 C32 1.499(4) . ?
C26 C30 1.511(4) . ?
C27 C28 1.495(4) . ?
C28 C29 1.384(4) . ?
C28 C33 1.409(3) . ?
C29 C30 1.367(4) . ?
C30 C31 1.373(4) . ?
C31 C32 1.390(3) . ?
C32 C33 1.409(3) . ?
C34 C40 1.490(4) . ?
C35 C42 1.509(4) . ?
C36 C38 1.506(4) . ?
C37 C42 1.376(4) . ?
C37 C38 1.386(3) . ?
C38 C39 1.399(3) . ?
C39 C40 1.401(3) . ?
C40 C41 1.385(3) . ?
C41 C42 1.363(4) . ?

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
C24 B1 C39 119.4(2) . . ?
C24 B1 C33 119.3(2) . . ?
C39 B1 C33 120.9(2) . . ?
C2 C1 C6 120.0(3) . . ?
C2 C1 N1 120.3(2) . . ?
C6 C1 N1 119.7(3) . . ?
C1 C2 C3 119.5(3) . . ?
C4 C3 C2 120.3(3) . . ?
C3 C4 C5 120.1(3) . . ?
C4 C5 C6 120.4(3) . . ?
C5 C6 C1 119.7(3) . . ?
C8 C7 C12 117.1(3) . . ?
C8 C7 N1 122.0(2) . . ?
C12 C7 N1 120.9(3) . . ?
C9 C8 C7 121.2(3) . . ?
C10 C9 C8 121.6(3) . . ?
C9 C10 C11 118.2(3) . . ?
C10 C11 C12 121.3(3) . . ?
C11 C12 C7 120.5(3) . . ?
C14 C13 C18 119.6(2) . . ?
C14 C13 N1 119.5(2) . . ?
C18 C13 N1 120.9(2) . . ?
C15 C14 C13 120.6(3) . . ?
C16 C15 C14 120.5(3) . . ?
C15 C16 C17 119.5(3) . . ?
C16 C17 C18 121.8(3) . . ?
C17 C18 C13 118.0(2) . . ?
C17 C18 C19 119.7(2) . . ?
C13 C18 C19 122.3(2) . . ?
C20 C19 C24 119.4(2) . . ?
C20 C19 C18 117.4(2) . . ?
C24 C19 C18 123.2(2) . . ?
C21 C20 C19 121.4(3) . . ?
C22 C21 C20 119.9(3) . . ?
C21 C22 C23 119.8(3) . . ?
C22 C23 C24 122.3(3) . . ?
C23 C24 C19 116.9(2) . . ?
C23 C24 B1 115.5(2) . . ?
C19 C24 B1 126.8(2) . . ?
C29 C28 C33 120.0(3) . . ?
C29 C28 C27 116.8(2) . . ?
C33 C28 C27 123.2(2) . . ?
C30 C29 C28 122.8(3) . . ?
C29 C30 C31 117.7(3) . . ?
C29 C30 C26 121.9(3) . . ?
C31 C30 C26 120.4(3) . . ?
C30 C31 C32 121.9(3) . . ?
C31 C32 C33 120.4(2) . . ?
C31 C32 C25 116.5(2) . . ?
C33 C32 C25 123.1(2) . . ?
C28 C33 C32 117.2(2) . . ?
C28 C33 B1 122.6(2) . . ?
C32 C33 B1 120.2(2) . . ?
C42 C37 C38 122.3(3) . . ?
C37 C38 C39 119.7(2) . . ?
C37 C38 C36 117.9(3) . . ?
C39 C38 C36 122.4(2) . . ?
C38 C39 C40 117.8(2) . . ?
C38 C39 B1 121.5(2) . . ?
C40 C39 B1 120.6(2) . . ?
C41 C40 C39 120.2(2) . . ?
C41 C40 C34 118.2(2) . . ?
C39 C40 C34 121.5(2) . . ?
C42 C41 C40 122.1(3) . . ?
C41 C42 C37 117.7(2) . . ?
C41 C42 C35 122.0(3) . . ?
C37 C42 C35 120.2(3) . . ?
C7 N1 C1 118.9(2) . . ?
C7 N1 C13 120.7(2) . . ?
C1 N1 C13 115.8(2) . . ?

_refine_diff_density_max         0.232
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.077

_shelxl_version_number           2013-2



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_p
_database_code_depnum_ccdc_archive 'CCDC 1470204'
_audit_update_record             
;
2016-03-23 deposited with the CCDC.
2016-07-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H0.25 B N'
_chemical_formula_weight         529.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'


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

_cell_length_a                   17.866(3)
_cell_length_b                   9.2669(17)
_cell_length_c                   21.413(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.0574(19)
_cell_angle_gamma                90.00
_cell_volume                     3330.2(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2677
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      23.72

_exptl_crystal_description       needle
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.056
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1057
_exptl_absorpt_coefficient_mu    0.061
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.9927
_exptl_absorpt_correction_T_max  0.9951
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71000
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13040
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_sigmaI/netI    0.0612
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5856
_reflns_number_gt                3717
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0726P)²+0.1365P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5856
_refine_ls_number_parameters     403
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1517
_refine_ls_wR_factor_gt          0.1268
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

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
B1 B 0.71088(14) 0.4545(3) 0.45484(12) 0.0405(6) Uani 1 1 d . . .
C1 C 0.65432(17) -0.0890(3) 0.57721(14) 0.0725(8) Uani 1 1 d . . .
H1A H 0.6505 -0.0692 0.6200 0.109 Uiso 1 1 calc R . .
H1B H 0.6975 -0.1548 0.5822 0.109 Uiso 1 1 calc R . .
H1C H 0.6054 -0.1313 0.5489 0.109 Uiso 1 1 calc R . .
C2 C 0.66935(14) 0.0494(2) 0.54671(11) 0.0486(6) Uani 1 1 d . . .
C3 C 0.60867(13) 0.1463(2) 0.51812(11) 0.0474(6) Uani 1 1 d . . .
H3 H 0.5579 0.1251 0.5183 0.057 Uiso 1 1 calc R . .
C4 C 0.62029(12) 0.2738(2) 0.48914(10) 0.0399(5) Uani 1 1 d . . .
C5 C 0.54988(13) 0.3714(3) 0.45981(14) 0.0611(7) Uani 1 1 d . . .
H5A H 0.5032 0.3271 0.4639 0.092 Uiso 1 1 calc R . .
H5B H 0.5419 0.3878 0.4137 0.092 Uiso 1 1 calc R . .
H5C H 0.5596 0.4619 0.4831 0.092 Uiso 1 1 calc R . .
C6 C 0.69690(12) 0.3118(2) 0.48942(10) 0.0382(5) Uani 1 1 d . . .
C7 C 0.75980(12) 0.2144(3) 0.52041(11) 0.0455(6) Uani 1 1 d . . .
C8 C 0.74451(14) 0.0862(3) 0.54707(12) 0.0533(6) Uani 1 1 d . . .
H8 H 0.7864 0.0225 0.5660 0.064 Uiso 1 1 calc R . .
C9 C 0.84443(14) 0.2408(3) 0.52328(14) 0.0713(8) Uani 1 1 d . . .
H9A H 0.8714 0.3003 0.5610 0.107 Uiso 1 1 calc R . .
H9B H 0.8438 0.2886 0.4833 0.107 Uiso 1 1 calc R . .
H9C H 0.8718 0.1502 0.5273 0.107 Uiso 1 1 calc R . .
C10 C 0.61128(16) 0.7250(3) 0.41633(13) 0.0674(8) Uani 1 1 d . . .
H10A H 0.6508 0.7979 0.4201 0.101 Uiso 1 1 calc R . .
H10B H 0.6226 0.6772 0.4583 0.101 Uiso 1 1 calc R . .
H10C H 0.5596 0.7689 0.4037 0.101 Uiso 1 1 calc R . .
C11 C 0.61273(13) 0.6161(2) 0.36413(11) 0.0459(6) Uani 1 1 d . . .
C12 C 0.56419(13) 0.6408(3) 0.29893(12) 0.0506(6) Uani 1 1 d . . .
H12 H 0.5324 0.7230 0.2892 0.061 Uiso 1 1 calc R . .
C13 C 0.56147(14) 0.5473(3) 0.24794(11) 0.0513(6) Uani 1 1 d . . .
C14 C 0.50650(18) 0.5771(3) 0.17799(13) 0.0813(9) Uani 1 1 d . . .
H14A H 0.5192 0.5133 0.1477 0.122 Uiso 1 1 calc R . .
H14B H 0.5130 0.6753 0.1665 0.122 Uiso 1 1 calc R . .
H14C H 0.4523 0.5616 0.1752 0.122 Uiso 1 1 calc R . .
C15 C 0.60967(14) 0.4272(3) 0.26405(12) 0.0517(6) Uani 1 1 d . . .
H15 H 0.6101 0.3649 0.2301 0.062 Uiso 1 1 calc R . .
C16 C 0.65763(12) 0.3949(2) 0.32858(11) 0.0438(5) Uani 1 1 d . . .
C17 C 0.65973(12) 0.4902(2) 0.38062(10) 0.0416(5) Uani 1 1 d . . .
C18 C 0.70876(15) 0.2619(3) 0.34161(12) 0.0634(7) Uani 1 1 d . . .
H18A H 0.6947 0.2000 0.3718 0.095 Uiso 1 1 calc R . .
H18B H 0.7638 0.2890 0.3608 0.095 Uiso 1 1 calc R . .
H18C H 0.7004 0.2118 0.3005 0.095 Uiso 1 1 calc R . .
C19 C 0.87713(13) 0.7413(2) 0.49695(11) 0.0496(6) Uani 1 1 d . . .
H19 H 0.9038 0.7943 0.4742 0.060 Uiso 1 1 calc R . .
C20 C 0.81694(13) 0.6488(3) 0.46241(11) 0.0508(6) Uani 1 1 d . . .
H20 H 0.8026 0.6436 0.4164 0.061 Uiso 1 1 calc R . .
C21 C 0.77685(12) 0.5628(2) 0.49392(10) 0.0417(5) Uani 1 1 d . . .
C22 C 0.79894(12) 0.5799(2) 0.56246(11) 0.0460(6) Uani 1 1 d . . .
H22 H 0.7734 0.5248 0.5854 0.055 Uiso 1 1 calc R . .
C23 C 0.85738(12) 0.6756(2) 0.59751(10) 0.0438(5) Uani 1 1 d . . .
H23 H 0.8691 0.6859 0.6431 0.053 Uiso 1 1 calc R . .
C24 C 0.89875(12) 0.7567(2) 0.56574(10) 0.0374(5) Uani 1 1 d . . .
C25 C 0.96197(13) 0.9318(2) 0.65783(11) 0.0493(6) Uani 1 1 d . . .
H25 H 0.9181 0.9222 0.6715 0.059 Uiso 1 1 calc R . .
C26 C 0.96409(12) 0.8545(2) 0.60309(10) 0.0382(5) Uani 1 1 d . . .
C27 C 1.03105(12) 0.8711(2) 0.58478(11) 0.0445(5) Uani 1 1 d . . .
H27 H 1.0341 0.8208 0.5481 0.053 Uiso 1 1 calc R . .
C28 C 1.09336(12) 0.9606(2) 0.61978(11) 0.0456(6) Uani 1 1 d . . .
H28 H 1.1379 0.9687 0.6069 0.055 Uiso 1 1 calc R . .
C29 C 1.08952(12) 1.0372(2) 0.67330(11) 0.0435(5) Uani 1 1 d . . .
C30 C 1.02331(13) 1.0224(3) 0.69241(12) 0.0525(6) Uani 1 1 d . . .
H30 H 1.0202 1.0738 0.7288 0.063 Uiso 1 1 calc R . .
C31 C 1.29707(15) 0.8877(3) 0.82779(11) 0.0538(6) Uani 1 1 d . . .
H31 H 1.2962 0.8099 0.8550 0.065 Uiso 1 1 calc R . .
C32 C 1.36863(15) 0.9400(3) 0.82689(13) 0.0612(7) Uani 1 1 d . . .
H32 H 1.4162 0.8994 0.8542 0.073 Uiso 1 1 calc R . .
C33 C 1.36940(14) 1.0521(3) 0.78570(13) 0.0620(7) Uani 1 1 d . . .
H33 H 1.4178 1.0862 0.7844 0.074 Uiso 1 1 calc R . .
C34 C 1.29944(13) 1.1152(3) 0.74607(12) 0.0559(6) Uani 1 1 d . . .
H34 H 1.3008 1.1911 0.7181 0.067 Uiso 1 1 calc R . .
C35 C 1.22657(13) 0.9501(2) 0.78848(11) 0.0457(5) Uani 1 1 d . . .
H35 H 1.1783 0.9141 0.7893 0.055 Uiso 1 1 calc R . .
C36 C 1.22708(12) 1.0656(2) 0.74792(10) 0.0406(5) Uani 1 1 d . . .
C37 C 1.14107(12) 1.2806(2) 0.70685(11) 0.0407(5) Uani 1 1 d . . .
C38 C 1.19244(14) 1.3720(2) 0.75315(12) 0.0537(6) Uani 1 1 d . . .
H38 H 1.2365 1.3337 0.7863 0.064 Uiso 1 1 calc R . .
C39 C 1.17937(17) 1.5182(3) 0.75096(14) 0.0661(7) Uani 1 1 d . . .
H39 H 1.2150 1.5778 0.7822 0.079 Uiso 1 1 calc R . .
C40 C 1.11466(18) 1.5769(3) 0.70353(16) 0.0720(8) Uani 1 1 d . . .
H40 H 1.1058 1.6760 0.7024 0.086 Uiso 1 1 calc R . .
C41 C 1.06299(17) 1.4884(3) 0.65762(14) 0.0701(8) Uani 1 1 d . . .
H41 H 1.0188 1.5277 0.6250 0.084 Uiso 1 1 calc R . .
C42 C 1.07562(14) 1.3414(3) 0.65913(12) 0.0544(6) Uani 1 1 d . . .
H42 H 1.0397 1.2826 0.6277 0.065 Uiso 1 1 calc R . .
N1 N 1.15402(10) 1.13096(19) 0.70859(9) 0.0492(5) Uani 1 1 d . . .


_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
B1 C21 1.555(3) . ?
B1 C17 1.573(3) . ?
B1 C6 1.577(3) . ?
C1 C2 1.504(3) . ?
C2 C3 1.379(3) . ?
C2 C8 1.383(3) . ?
C3 C4 1.382(3) . ?
C4 C6 1.411(3) . ?
C4 C5 1.501(3) . ?
C6 C7 1.416(3) . ?
C7 C8 1.385(3) . ?
C7 C9 1.512(3) . ?
C10 C11 1.512(3) . ?
C11 C12 1.387(3) . ?
C11 C17 1.410(3) . ?
C12 C13 1.381(3) . ?
C13 C15 1.377(3) . ?
C13 C14 1.508(3) . ?
C15 C16 1.386(3) . ?
C16 C17 1.412(3) . ?
C16 C18 1.502(3) . ?
C19 C20 1.376(3) . ?
C19 C24 1.396(3) . ?
C20 C21 1.391(3) . ?
C21 C22 1.392(3) . ?
C22 C23 1.380(3) . ?
C23 C24 1.385(3) . ?
C24 C26 1.478(3) . ?
C25 C30 1.378(3) . ?
C25 C26 1.385(3) . ?
C26 C27 1.389(3) . ?
C27 C28 1.384(3) . ?
C28 C29 1.370(3) . ?
C29 C30 1.385(3) . ?
C29 N1 1.434(3) . ?
C31 C32 1.374(3) . ?
C31 C35 1.379(3) . ?
C32 C33 1.365(4) . ?
C33 C34 1.377(3) . ?
C34 C36 1.385(3) . ?
C35 C36 1.381(3) . ?
C36 N1 1.423(3) . ?
C37 C42 1.382(3) . ?
C37 C38 1.385(3) . ?
C37 N1 1.405(3) . ?
C38 C39 1.373(3) . ?
C39 C40 1.364(4) . ?
C40 C41 1.367(4) . ?
C41 C42 1.380(3) . ?

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
C21 B1 C17 118.59(19) . . ?
C21 B1 C6 120.07(19) . . ?
C17 B1 C6 121.33(19) . . ?
C3 C2 C8 117.1(2) . . ?
C3 C2 C1 121.2(2) . . ?
C8 C2 C1 121.7(2) . . ?
C2 C3 C4 122.7(2) . . ?
C3 C4 C6 120.40(19) . . ?
C3 C4 C5 118.00(19) . . ?
C6 C4 C5 121.6(2) . . ?
C4 C6 C7 117.10(19) . . ?
C4 C6 B1 121.12(18) . . ?
C7 C6 B1 121.76(18) . . ?
C8 C7 C6 120.2(2) . . ?
C8 C7 C9 117.3(2) . . ?
C6 C7 C9 122.5(2) . . ?
C2 C8 C7 122.5(2) . . ?
C12 C11 C17 120.1(2) . . ?
C12 C11 C10 118.1(2) . . ?
C17 C11 C10 121.8(2) . . ?
C13 C12 C11 122.2(2) . . ?
C15 C13 C12 117.3(2) . . ?
C15 C13 C14 122.3(2) . . ?
C12 C13 C14 120.3(2) . . ?
C13 C15 C16 123.0(2) . . ?
C15 C16 C17 119.4(2) . . ?
C15 C16 C18 119.4(2) . . ?
C17 C16 C18 121.1(2) . . ?
C11 C17 C16 117.9(2) . . ?
C11 C17 B1 121.11(19) . . ?
C16 C17 B1 120.98(19) . . ?
C20 C19 C24 120.9(2) . . ?
C19 C20 C21 122.3(2) . . ?
C20 C21 C22 116.05(19) . . ?
C20 C21 B1 122.00(19) . . ?
C22 C21 B1 121.95(19) . . ?
C23 C22 C21 122.3(2) . . ?
C22 C23 C24 120.9(2) . . ?
C23 C24 C19 117.48(19) . . ?
C23 C24 C26 121.50(18) . . ?
C19 C24 C26 121.02(19) . . ?
C30 C25 C26 121.5(2) . . ?
C25 C26 C27 117.26(19) . . ?
C25 C26 C24 121.95(18) . . ?
C27 C26 C24 120.78(19) . . ?
C28 C27 C26 121.6(2) . . ?
C29 C28 C27 120.1(2) . . ?
C28 C29 C30 119.2(2) . . ?
C28 C29 N1 119.6(2) . . ?
C30 C29 N1 121.2(2) . . ?
C25 C30 C29 120.3(2) . . ?
C32 C31 C35 120.2(2) . . ?
C33 C32 C31 119.5(2) . . ?
C32 C33 C34 120.9(2) . . ?
C33 C34 C36 120.0(2) . . ?
C31 C35 C36 120.5(2) . . ?
C35 C36 C34 118.9(2) . . ?
C35 C36 N1 119.97(19) . . ?
C34 C36 N1 121.2(2) . . ?
C42 C37 C38 117.7(2) . . ?
C42 C37 N1 120.8(2) . . ?
C38 C37 N1 121.47(19) . . ?
C39 C38 C37 121.0(2) . . ?
C40 C39 C38 120.7(3) . . ?
C39 C40 C41 119.1(2) . . ?
C40 C41 C42 120.7(2) . . ?
C41 C42 C37 120.7(2) . . ?
C37 N1 C36 123.03(17) . . ?
C37 N1 C29 119.27(17) . . ?
C36 N1 C29 117.54(17) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.042
