# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_audit_creation_method           'APEX2 v2012.4-3'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H44 B Cl Li N4 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         629.96
_chemical_melting_point          '127-130 C'

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless

_diffrn_ambient_temperature      173.(2)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1516(11)
_cell_length_b                   12.6605(12)
_cell_length_c                   13.3783(13)
_cell_angle_alpha                85.243(2)
_cell_angle_beta                 69.2780(10)
_cell_angle_gamma                88.683(2)
_cell_volume                     1760.5(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4826
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      28.74
_cell_measurement_temperature    173.(2)
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             670

_exptl_absorpt_coefficient_mu    0.146
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;

A X-ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X-ray beam by
using a video camera.The crystal evaluation and data
collection were performed on APEX-2 CCD diffractometer
with the detector to crystal distance of 5cm. 
The initial cell constants were obtained from three series of
OMEGA scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
OMEGA with the exposure time of 10 seconds per frame. The 
obtained reflections were successfully indexed by an automated
indexing routine built to APEX2 program package. The final cell 
constants were calculated from a set of strong reflections from
the actual data collection.  

The data were collected using the full sphere routine by
collecting four sets of frames with 0.3 scans in ω with an
exposure time 10 sec per frame till resolution of 0.69 Å. 
Data were truncated to the resolution with  statistically 
reasonable R~σ~.

;
_diffrn_radiation_probe          x-ray

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ' BRUKER APEX2 CCD Diffractometer'
_diffrn_measurement_method       'ω scan'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            19082
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_theta_min         1.61
_diffrn_reflns_theta_max         28.70
_diffrn_reflns_theta_full        28.70
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;

The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an 
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.
All hydrogen atoms were placed in the structure factor calculation at
idealized positions and were allowed to ride on the neighboring atoms with
relative isotropic displacement coefficients. 

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.

;

_reflns_number_total             8984
_reflns_number_gt                6848
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1062
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_number_reflns         8984
_refine_ls_number_parameters     422
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0442P)²+0.4529P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.225
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_computing_data_collection       'APEX2 Suite (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.66A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL (Bruker AXS, 2007)'
_computing_publication_material  'APEX2 Suite (Bruker AXS, 2009)'


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 1.10912(3) 0.89557(3) 0.99951(3) 0.02481(9) Uani d . 1 . .
Li Li1 0.9179(2) 0.91884(19) 0.96110(19) 0.0240(5) Uani d . 1 . .
N N1 0.75867(10) 0.82661(9) 1.04886(9) 0.0206(2) Uani d . 1 . .
N N2 0.92689(10) 0.86649(9) 0.81540(9) 0.0194(2) Uani d . 1 . .
N N3 0.60780(10) 0.74524(8) 0.85786(8) 0.0182(2) Uani d . 1 . .
N N4 0.48367(10) 0.72733(9) 0.76493(9) 0.0195(2) Uani d . 1 . .
O O1 0.59222(9) 0.71425(8) 1.08597(7) 0.0255(2) Uani d . 1 . .
O O2 0.86074(9) 0.78863(8) 0.69853(7) 0.0251(2) Uani d . 1 . .
B B1 0.73139(14) 0.73395(12) 0.89112(12) 0.0178(3) Uani d . 1 . .
C C1 0.66733(15) 0.92455(12) 1.21020(12) 0.0300(3) Uani d . 1 . .
H H1A 0.7452 0.9681 1.1889 0.045 Uiso calc R 1 . .
H H1B 0.6283 0.9171 1.2886 0.045 Uiso calc R 1 . .
H H1C 0.6065 0.9587 1.18 0.045 Uiso calc R 1 . .
C C2 0.70145(13) 0.81570(11) 1.16843(10) 0.0213(3) Uani d . 1 . .
C C3 0.79860(15) 0.76005(12) 1.21111(13) 0.0308(3) Uani d . 1 . .
H H3A 0.8174 0.6898 1.1836 0.046 Uiso calc R 1 . .
H H3B 0.763 0.7524 1.2896 0.046 Uiso calc R 1 . .
H H3C 0.8777 0.8022 1.1875 0.046 Uiso calc R 1 . .
C C4 0.58156(14) 0.74656(12) 1.18964(11) 0.0262(3) Uani d . 1 . .
H H4A 0.5802 0.6841 1.2397 0.031 Uiso calc R 1 . .
H H4B 0.5023 0.7878 1.2206 0.031 Uiso calc R 1 . .
C C5 0.69658(12) 0.76709(10) 1.01161(10) 0.0185(3) Uani d . 1 . .
C C6 1.14686(14) 0.83382(14) 0.70202(13) 0.0353(4) Uani d . 1 . .
H H6A 1.1736 0.8503 0.7613 0.053 Uiso calc R 1 . .
H H6B 1.2155 0.8537 0.6337 0.053 Uiso calc R 1 . .
H H6C 1.1292 0.7577 0.7074 0.053 Uiso calc R 1 . .
C C7 1.02613(13) 0.89556(11) 0.70767(11) 0.0219(3) Uani d . 1 . .
C C8 1.05175(15) 1.01437(12) 0.69107(13) 0.0336(4) Uani d . 1 . .
H H8A 0.9734 1.0518 0.6925 0.05 Uiso calc R 1 . .
H H8B 1.1198 1.0311 0.6216 0.05 Uiso calc R 1 . .
H H8C 1.0786 1.0367 0.7484 0.05 Uiso calc R 1 . .
C C9 0.96372(14) 0.85826(13) 0.63143(11) 0.0299(3) Uani d . 1 . .
H H9A 0.93 0.9191 0.5983 0.036 Uiso calc R 1 . .
H H9B 1.0262 0.8198 0.574 0.036 Uiso calc R 1 . .
C C10 0.84495(12) 0.80501(10) 0.80342(10) 0.0180(3) Uani d . 1 . .
C C11 0.77472(13) 0.61037(11) 0.89124(10) 0.0198(3) Uani d . 1 . .
C C12 0.89787(14) 0.58391(12) 0.89008(12) 0.0273(3) Uani d . 1 . .
H H12 0.9561 0.639 0.8863 0.033 Uiso calc R 1 . .
C C13 0.93709(16) 0.47914(13) 0.89433(13) 0.0341(4) Uani d . 1 . .
H H13 1.021 0.4637 0.8939 0.041 Uiso calc R 1 . .
C C14 0.85483(16) 0.39712(12) 0.89911(12) 0.0335(4) Uani d . 1 . .
H H14 0.8822 0.3256 0.9007 0.04 Uiso calc R 1 . .
C C15 0.73207(16) 0.42083(12) 0.90153(12) 0.0307(3) Uani d . 1 . .
H H15 0.6744 0.3653 0.9052 0.037 Uiso calc R 1 . .
C C16 0.69295(14) 0.52575(11) 0.89862(11) 0.0248(3) Uani d . 1 . .
H H16 0.6078 0.5404 0.9017 0.03 Uiso calc R 1 . .
C C17 0.49283(12) 0.79553(10) 0.90729(11) 0.0208(3) Uani d . 1 . .
H H17 0.4719 0.8318 0.9706 0.025 Uiso calc R 1 . .
C C18 0.41529(13) 0.78448(11) 0.85053(11) 0.0225(3) Uani d . 1 . .
H H18 0.3306 0.8108 0.8664 0.027 Uiso calc R 1 . .
C C19 0.44188(12) 0.68768(11) 0.68405(11) 0.0197(3) Uani d . 1 . .
C C20 0.5707(2) 0.83506(15) 0.55262(14) 0.0500(5) Uani d . 1 . .
H H20A 0.5281 0.8888 0.6018 0.075 Uiso calc R 1 . .
H H20B 0.5837 0.8626 0.4788 0.075 Uiso calc R 1 . .
H H20C 0.6538 0.8178 0.5592 0.075 Uiso calc R 1 . .
C C21 0.48818(14) 0.73643(12) 0.58030(12) 0.0271(3) Uani d . 1 . .
C C22 0.45379(14) 0.69151(12) 0.50260(12) 0.0280(3) Uani d . 1 . .
H H22 0.4846 0.7231 0.4311 0.034 Uiso calc R 1 . .
C C23 0.37587(13) 0.60206(11) 0.52627(11) 0.0240(3) Uani d . 1 . .
C C24 0.34237(15) 0.55271(13) 0.44051(12) 0.0313(3) Uani d . 1 . .
H H24A 0.3885 0.59 0.3706 0.047 Uiso calc R 1 . .
H H24B 0.2498 0.5582 0.456 0.047 Uiso calc R 1 . .
H H24C 0.367 0.4779 0.4393 0.047 Uiso calc R 1 . .
C C25 0.32946(14) 0.55832(12) 0.63163(12) 0.0276(3) Uani d . 1 . .
H H25 0.2738 0.4985 0.6492 0.033 Uiso calc R 1 . .
C C26 0.36167(13) 0.59901(11) 0.71233(11) 0.0245(3) Uani d . 1 . .
C C27 0.31358(19) 0.54829(15) 0.82513(13) 0.0459(5) Uani d . 1 . .
H H27A 0.3864 0.5316 0.8483 0.069 Uiso calc R 1 . .
H H27B 0.2668 0.4829 0.8277 0.069 Uiso calc R 1 . .
H H27C 0.2562 0.5973 0.8729 0.069 Uiso calc R 1 . .
C C29 0.74247(15) 0.15287(13) 0.80541(13) 0.0317(3) Uani d . 1 . .
H H29 0.7558 0.1775 0.8658 0.038 Uiso calc R 1 . .
C C30 0.69271(15) 0.05245(12) 0.81148(13) 0.0317(3) Uani d . 1 . .
H H30 0.6716 0.0081 0.8763 0.038 Uiso calc R 1 . .
C C31 0.67366(15) 0.01649(12) 0.72346(13) 0.0331(3) Uani d . 1 . .
H H31 0.6394 -0.0525 0.7279 0.04 Uiso calc R 1 . .
C C32 0.70438(15) 0.08074(13) 0.62897(13) 0.0329(3) Uani d . 1 . .
H H32 0.6915 0.0559 0.5684 0.039 Uiso calc R 1 . .
C C33 0.75386(14) 0.18121(13) 0.62282(12) 0.0311(3) Uani d . 1 . .
H H33 0.7749 0.2254 0.558 0.037 Uiso calc R 1 . .
C C34 0.77281(14) 0.21736(12) 0.71071(13) 0.0312(3) Uani d . 1 . .
H H34 0.8067 0.2865 0.7063 0.037 Uiso calc R 1 . .
C C35 1.0075(2) 0.44909(19) 0.59227(16) 0.0579(6) Uani d . 1 . .
H H35 1.0127 0.4137 0.656 0.07 Uiso calc R 1 . .
C C36 0.96576(19) 0.5519(2) 0.59216(17) 0.0595(6) Uani d . 1 . .
H H36 0.9422 0.5878 0.6559 0.071 Uiso calc R 1 . .
C C37 0.9581(2) 0.60283(18) 0.50073(19) 0.0588(6) Uani d . 1 . .
H H37 0.9291 0.674 0.5009 0.071 Uiso calc R 1 . .
C C28 0.59864(12) 0.70538(11) 0.77229(10) 0.0199(3) Uani d . 1 . .
H H28 0.6642 0.6668 0.7232 0.024 Uiso calc R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 Li1 . 2.371(2) ?
Cl1 Li1 2_777 2.439(2) ?
Li1 N1 . 2.070(3) ?
Li1 N2 . 2.079(3) ?
Li1 Cl1 2_777 2.439(2) ?
Li1 Li1 2_777 3.246(5) ?
N1 C5 . 1.2752(16) ?
N1 C2 . 1.4933(17) ?
N2 C10 . 1.2741(16) ?
N2 C7 . 1.4964(17) ?
N3 C28 . 1.3253(16) ?
N3 C17 . 1.3853(16) ?
N3 B1 . 1.5913(18) ?
N4 C28 . 1.3414(16) ?
N4 C18 . 1.3823(17) ?
N4 C19 . 1.4482(16) ?
O1 C5 . 1.3775(16) ?
O1 C4 . 1.4423(16) ?
O2 C10 . 1.3838(15) ?
O2 C9 . 1.4449(17) ?
B1 C5 . 1.6085(19) ?
B1 C10 . 1.617(2) ?
B1 C11 . 1.627(2) ?
C1 C2 . 1.520(2) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.5272(19) ?
C2 C4 . 1.5422(19) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C6 C7 . 1.523(2) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 C8 . 1.521(2) ?
C7 C9 . 1.5313(19) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C11 C16 . 1.3973(19) ?
C11 C12 . 1.4011(19) ?
C12 C13 . 1.390(2) ?
C12 H12 . 0.95 ?
C13 C14 . 1.384(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.384(2) ?
C14 H14 . 0.95 ?
C15 C16 . 1.390(2) ?
C15 H15 . 0.95 ?
C16 H16 . 0.95 ?
C17 C18 . 1.3535(19) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
C19 C21 . 1.3926(19) ?
C19 C26 . 1.3928(19) ?
C20 C21 . 1.509(2) ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?
C21 C22 . 1.3933(19) ?
C22 C23 . 1.389(2) ?
C22 H22 . 0.95 ?
C23 C25 . 1.389(2) ?
C23 C24 . 1.5098(19) ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 C26 . 1.3912(19) ?
C25 H25 . 0.95 ?
C26 C27 . 1.503(2) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C29 C30 . 1.384(2) ?
C29 C34 . 1.387(2) ?
C29 H29 . 0.95 ?
C30 C31 . 1.382(2) ?
C30 H30 . 0.95 ?
C31 C32 . 1.383(2) ?
C31 H31 . 0.95 ?
C32 C33 . 1.383(2) ?
C32 H32 . 0.95 ?
C33 C34 . 1.381(2) ?
C33 H33 . 0.95 ?
C34 H34 . 0.95 ?
C35 C36 . 1.373(3) ?
C35 C37 2_766 1.383(3) ?
C35 H35 . 0.95 ?
C36 C37 . 1.364(3) ?
C36 H36 . 0.95 ?
C37 C35 2_766 1.383(3) ?
C37 H37 . 0.95 ?
C28 H28 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Li1 Cl1 Li1 . 2_777 84.88(8) ?
N1 Li1 N2 . . 93.71(10) ?
N1 Li1 Cl1 . . 119.26(11) ?
N2 Li1 Cl1 . . 114.69(11) ?
N1 Li1 Cl1 . 2_777 112.79(11) ?
N2 Li1 Cl1 . 2_777 123.34(11) ?
Cl1 Li1 Cl1 . 2_777 95.12(8) ?
N1 Li1 Li1 . 2_777 130.40(14) ?
N2 Li1 Li1 . 2_777 135.89(14) ?
Cl1 Li1 Li1 . 2_777 48.45(6) ?
Cl1 Li1 Li1 2_777 2_777 46.67(6) ?
C5 N1 C2 . . 108.73(11) ?
C5 N1 Li1 . . 126.59(11) ?
C2 N1 Li1 . . 124.62(10) ?
C10 N2 C7 . . 108.44(11) ?
C10 N2 Li1 . . 124.69(11) ?
C7 N2 Li1 . . 126.85(10) ?
C28 N3 C17 . . 106.67(11) ?
C28 N3 B1 . . 123.79(11) ?
C17 N3 B1 . . 129.54(11) ?
C28 N4 C18 . . 107.81(11) ?
C28 N4 C19 . . 123.17(11) ?
C18 N4 C19 . . 128.84(11) ?
C5 O1 C4 . . 106.95(10) ?
C10 O2 C9 . . 106.39(10) ?
N3 B1 C5 . . 109.59(10) ?
N3 B1 C10 . . 107.96(10) ?
C5 B1 C10 . . 113.52(11) ?
N3 B1 C11 . . 109.36(10) ?
C5 B1 C11 . . 106.80(11) ?
C10 B1 C11 . . 109.56(11) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C1 . . 109.63(11) ?
N1 C2 C3 . . 108.15(11) ?
C1 C2 C3 . . 111.58(12) ?
N1 C2 C4 . . 102.66(10) ?
C1 C2 C4 . . 112.17(12) ?
C3 C2 C4 . . 112.18(12) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
O1 C4 C2 . . 104.98(10) ?
O1 C4 H4A . . 110.8 ?
C2 C4 H4A . . 110.8 ?
O1 C4 H4B . . 110.8 ?
C2 C4 H4B . . 110.8 ?
H4A C4 H4B . . 108.8 ?
N1 C5 O1 . . 116.07(11) ?
N1 C5 B1 . . 129.16(12) ?
O1 C5 B1 . . 114.37(10) ?
C7 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C7 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N2 C7 C8 . . 110.88(11) ?
N2 C7 C6 . . 107.30(11) ?
C8 C7 C6 . . 111.31(12) ?
N2 C7 C9 . . 102.32(10) ?
C8 C7 C9 . . 112.11(12) ?
C6 C7 C9 . . 112.47(12) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O2 C9 C7 . . 104.64(11) ?
O2 C9 H9A . . 110.8 ?
C7 C9 H9A . . 110.8 ?
O2 C9 H9B . . 110.8 ?
C7 C9 H9B . . 110.8 ?
H9A C9 H9B . . 108.9 ?
N2 C10 O2 . . 115.66(11) ?
N2 C10 B1 . . 130.56(12) ?
O2 C10 B1 . . 113.54(10) ?
C16 C11 C12 . . 116.39(13) ?
C16 C11 B1 . . 123.66(12) ?
C12 C11 B1 . . 119.85(12) ?
C13 C12 C11 . . 121.73(14) ?
C13 C12 H12 . . 119.1 ?
C11 C12 H12 . . 119.1 ?
C14 C13 C12 . . 120.51(14) ?
C14 C13 H13 . . 119.7 ?
C12 C13 H13 . . 119.7 ?
C13 C14 C15 . . 119.04(14) ?
C13 C14 H14 . . 120.5 ?
C15 C14 H14 . . 120.5 ?
C14 C15 C16 . . 120.13(14) ?
C14 C15 H15 . . 119.9 ?
C16 C15 H15 . . 119.9 ?
C15 C16 C11 . . 122.18(14) ?
C15 C16 H16 . . 118.9 ?
C11 C16 H16 . . 118.9 ?
C18 C17 N3 . . 108.77(12) ?
C18 C17 H17 . . 125.6 ?
N3 C17 H17 . . 125.6 ?
C17 C18 N4 . . 106.39(12) ?
C17 C18 H18 . . 126.8 ?
N4 C18 H18 . . 126.8 ?
C21 C19 C26 . . 122.74(12) ?
C21 C19 N4 . . 118.83(12) ?
C26 C19 N4 . . 118.36(12) ?
C21 C20 H20A . . 109.5 ?
C21 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C21 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C19 C21 C22 . . 117.38(13) ?
C19 C21 C20 . . 121.73(13) ?
C22 C21 C20 . . 120.89(13) ?
C23 C22 C21 . . 122.12(13) ?
C23 C22 H22 . . 118.9 ?
C21 C22 H22 . . 118.9 ?
C22 C23 C25 . . 118.14(13) ?
C22 C23 C24 . . 121.42(13) ?
C25 C23 C24 . . 120.44(13) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 C26 . . 122.28(13) ?
C23 C25 H25 . . 118.9 ?
C26 C25 H25 . . 118.9 ?
C25 C26 C19 . . 117.31(13) ?
C25 C26 C27 . . 121.36(13) ?
C19 C26 C27 . . 121.33(13) ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C30 C29 C34 . . 119.72(15) ?
C30 C29 H29 . . 120.1 ?
C34 C29 H29 . . 120.1 ?
C31 C30 C29 . . 120.11(15) ?
C31 C30 H30 . . 119.9 ?
C29 C30 H30 . . 119.9 ?
C30 C31 C32 . . 120.10(15) ?
C30 C31 H31 . . 119.9 ?
C32 C31 H31 . . 119.9 ?
C33 C32 C31 . . 119.87(15) ?
C33 C32 H32 . . 120.1 ?
C31 C32 H32 . . 120.1 ?
C34 C33 C32 . . 120.13(15) ?
C34 C33 H33 . . 119.9 ?
C32 C33 H33 . . 119.9 ?
C33 C34 C29 . . 120.06(15) ?
C33 C34 H34 . . 120.0 ?
C29 C34 H34 . . 120.0 ?
C36 C35 C37 . 2_766 119.8(2) ?
C36 C35 H35 . . 120.1 ?
C37 C35 H35 2_766 . 120.1 ?
C37 C36 C35 . . 120.16(19) ?
C37 C36 H36 . . 119.9 ?
C35 C36 H36 . . 119.9 ?
C36 C37 C35 . 2_766 120.0(2) ?
C36 C37 H37 . . 120.0 ?
C35 C37 H37 2_766 . 120.0 ?
N3 C28 N4 . . 110.36(11) ?
N3 C28 H28 . . 124.8 ?
N4 C28 H28 . . 124.8 ?



_database_code_depnum_ccdc_archive 'CCDC 995354'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_audit_creation_method           'APEX2 v2010.3-0'

_chemical_name_systematic        ?
_chemical_name_common            Sad219
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H37 B N4 O2 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         549.81
_chemical_melting_point          ?

_symmetry_cell_setting           trigonal
_symmetry_space_group_name_H-M   'R -3'
_symmetry_space_group_name_Hall  '-R 3'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   29.1593(15)
_cell_length_b                   29.1593(15)
_cell_length_c                   19.403(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     14287.(2)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    9860
_cell_measurement_theta_min      2.2486
_cell_measurement_theta_max      28.2437
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5220

_exptl_absorpt_coefficient_mu    0.802
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_T_max  0.90

_exptl_special_details           
;

A X-ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X-ray beam by
using a video camera.The crystal evaluation and data
collection were performed on APEX-2 CCD diffractometer
with the detector to crystal distance of 5cm. 
The initial cell constants were obtained from three series of
OMEGA scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
OMEGA with the exposure time of 10 seconds per frame. The 
obtained reflections were successfully indexed by an automated
indexing routine built to APEX2 program package. The final cell 
constants were calculated from a set of strong reflections from
the actual data collection.  

The data were collected using the full sphere routine by
collecting four sets of frames with 0.3 scans in ω with an
exposure time 10 sec per frame. This dataset was corrected for 
Lorentz and polarization effects. The absorption correction was
based on a fit of a spherical harmonic function to the empirical
transmission surface as sampled by multiple equivalent 
measurements using SADABS software.  

;

_diffrn_ambient_temperature      173.(2)

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ' BRUKER APEX2 CCD Diffractometer'
_diffrn_measurement_method       'ω scan'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            53056
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_theta_min         1.40
_diffrn_reflns_theta_max         29.69
_diffrn_reflns_theta_full        29.69
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26

_refine_special_details          
;

The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an 
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.
All hydrogen atoms were placed in the structure factor calculation at
idealized positions and were allowed to ride on the neighboring atoms with
relative isotropic displacement coefficients. 
SQUEEZE was used to estimate the amount of uncounted solvent in voids (18
electrons per titled molecule). Non-squeezed intensity data were used 
for final outputs and solvent was not included to the final calculations as 
it was not possible to deretmine which solvenmts and in what ratio are in
voids. 

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.

;

_reflns_number_total             8974
_reflns_number_gt                7208
_reflns_threshold_expression     >2sigma(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.1646
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_number_reflns         8974
_refine_ls_number_parameters     342
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1041P)²+20.7034P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.882
_refine_diff_density_min         -0.384
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'


_computing_data_collection       'APEX2 Suite (Bruker AXS, 2009)'
_computing_cell_refinement       'SAINT V7.66A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XSHELL (Bruker AXS, 2007)'
_computing_publication_material  'APEX2 Suite (Bruker AXS, 2009)'


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.052699(9) 0.655302(9) 0.284855(12) 0.02429(10) Uani d . 1 . .
B B1 -0.04665(9) 0.54422(9) 0.31900(11) 0.0222(4) Uani d . 1 . .
C C1 0.13080(10) 0.60684(11) 0.36859(15) 0.0406(6) Uani d . 1 . .
H H1A 0.1152 0.5755 0.3389 0.061 Uiso calc R 1 . .
H H1B 0.1582 0.6067 0.3977 0.061 Uiso calc R 1 . .
H H1C 0.1466 0.6388 0.34 0.061 Uiso calc R 1 . .
C C2 0.11174(10) 0.65304(9) 0.46389(13) 0.0361(5) Uani d . 1 . .
H H2A 0.1304 0.6861 0.4377 0.054 Uiso calc R 1 . .
H H2B 0.1368 0.6501 0.4947 0.054 Uiso calc R 1 . .
H H2C 0.0835 0.653 0.4912 0.054 Uiso calc R 1 . .
C C3 0.08776(8) 0.60613(8) 0.41416(11) 0.0269(4) Uani d . 1 . .
C C4 0.05496(9) 0.55257(9) 0.45141(13) 0.0336(5) Uani d . 1 . .
H H4A 0.0725 0.5311 0.4482 0.04 Uiso calc R 1 . .
H H4B 0.0501 0.558 0.5006 0.04 Uiso calc R 1 . .
C C5 0.00391(8) 0.56268(8) 0.37131(10) 0.0223(4) Uani d . 1 . .
C C6 0.09305(11) 0.58751(12) 0.15244(15) 0.0425(6) Uani d . 1 . .
H H6A 0.1144 0.6262 0.155 0.064 Uiso calc R 1 . .
H H6B 0.1018 0.5752 0.1102 0.064 Uiso calc R 1 . .
H H6C 0.1006 0.5719 0.1926 0.064 Uiso calc R 1 . .
C C7 0.03469(9) 0.57090(9) 0.15179(12) 0.0319(5) Uani d . 1 . .
C C8 0.02231(12) 0.59807(13) 0.09307(13) 0.0451(6) Uani d . 1 . .
H H8A -0.0153 0.5875 0.0945 0.068 Uiso calc R 1 . .
H H8B 0.0304 0.5876 0.0488 0.068 Uiso calc R 1 . .
H H8C 0.0439 0.6366 0.0984 0.068 Uiso calc R 1 . .
C C9 -0.00170(12) 0.51048(11) 0.15023(15) 0.0460(7) Uani d . 1 . .
H H9A -0.0217 0.4992 0.1064 0.055 Uiso calc R 1 . .
H H9B 0.0192 0.4924 0.1552 0.055 Uiso calc R 1 . .
C C10 -0.02000(8) 0.54366(8) 0.24482(11) 0.0252(4) Uani d . 1 . .
C C11 -0.10952(8) 0.58548(9) 0.31526(11) 0.0258(4) Uani d . 1 . .
H H11 -0.1419 0.5539 0.3244 0.031 Uiso calc R 1 . .
C C12 -0.10383(8) 0.63351(9) 0.30188(11) 0.0278(4) Uani d . 1 . .
H H12 -0.1312 0.6421 0.2998 0.033 Uiso calc R 1 . .
C C13 -0.02249(8) 0.64161(8) 0.29877(10) 0.0227(4) Uani d . 1 . .
C C14 -0.02569(9) 0.72368(8) 0.27736(11) 0.0262(4) Uani d . 1 . .
C C15 -0.03145(9) 0.75668(9) 0.32430(12) 0.0300(4) Uani d . 1 . .
C C16 -0.06490(11) 0.73592(11) 0.38849(13) 0.0381(5) Uani d . 1 . .
H H16A -0.102 0.7238 0.3771 0.057 Uiso calc R 1 . .
H H16B -0.0525 0.7642 0.4229 0.057 Uiso calc R 1 . .
H H16C -0.0619 0.7063 0.4071 0.057 Uiso calc R 1 . .
C C17 -0.00451(11) 0.81102(10) 0.31143(14) 0.0397(5) Uani d . 1 . .
H H17 -0.0081 0.8339 0.343 0.048 Uiso calc R 1 . .
C C18 0.02753(12) 0.83278(10) 0.25365(16) 0.0436(6) Uani d . 1 . .
C C19 0.05801(18) 0.89170(12) 0.2414(2) 0.0732(11) Uani d . 1 . .
H H19A 0.0497 0.8995 0.1955 0.11 Uiso calc R 1 . .
H H19B 0.0961 0.9045 0.2446 0.11 Uiso calc R 1 . .
H H19C 0.0481 0.9095 0.2763 0.11 Uiso calc R 1 . .
C C20 0.03044(11) 0.79830(10) 0.20641(14) 0.0382(5) Uani d . 1 . .
H H20 0.0513 0.8125 0.166 0.046 Uiso calc R 1 . .
C C21 0.00380(9) 0.74370(9) 0.21649(11) 0.0291(4) Uani d . 1 . .
C C22 0.00684(11) 0.70888(10) 0.16199(12) 0.0363(5) Uani d . 1 . .
H H22A 0.0164 0.7277 0.1178 0.055 Uiso calc R 1 . .
H H22B -0.0277 0.6765 0.1577 0.055 Uiso calc R 1 . .
H H22C 0.0337 0.6996 0.1748 0.055 Uiso calc R 1 . .
C C23 0.12392(10) 0.71599(10) 0.26563(14) 0.0398(6) Uani d . 1 . .
H H23A 0.1239 0.7491 0.2741 0.06 Uiso calc R 1 . .
H H23B 0.1332 0.7147 0.2174 0.06 Uiso calc R 1 . .
H H23C 0.1499 0.7142 0.2958 0.06 Uiso calc R 1 . .
C C24 -0.09893(8) 0.49046(8) 0.34249(11) 0.0252(4) Uani d . 1 . .
C C25 -0.13264(9) 0.45044(9) 0.29733(14) 0.0343(5) Uani d . 1 . .
H H25 -0.1243 0.454 0.2496 0.041 Uiso calc R 1 . .
C C26 -0.17814(10) 0.40551(10) 0.32032(17) 0.0431(6) Uani d . 1 . .
H H26 -0.2 0.3788 0.2883 0.052 Uiso calc R 1 . .
C C27 -0.19178(10) 0.39936(10) 0.38925(17) 0.0447(6) Uani d . 1 . .
H H27 -0.2225 0.3684 0.405 0.054 Uiso calc R 1 . .
C C28 -0.15985(10) 0.43917(11) 0.43512(14) 0.0415(6) Uani d . 1 . .
H H28 -0.1692 0.436 0.4825 0.05 Uiso calc R 1 . .
C C29 -0.11425(9) 0.48376(9) 0.41183(12) 0.0321(5) Uani d . 1 . .
H H29 -0.0928 0.5105 0.444 0.039 Uiso calc R 1 . .
N N1 0.04708(7) 0.60736(7) 0.36909(9) 0.0256(3) Uani d . 1 . .
N N2 0.01982(8) 0.58483(7) 0.21889(9) 0.0285(4) Uani d . 1 . .
N N3 -0.05959(7) 0.59065(7) 0.31318(9) 0.0224(3) Uani d . 1 . .
N N4 -0.05000(7) 0.66785(7) 0.29165(9) 0.0243(3) Uani d . 1 . .
O O1 0.00419(6) 0.52671(6) 0.41547(8) 0.0292(3) Uani d . 1 . .
O O2 -0.03751(7) 0.49822(7) 0.20813(9) 0.0374(4) Uani d . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 C23 . 1.977(2) ?
Zn1 C13 . 2.040(2) ?
Zn1 N1 . 2.1032(17) ?
Zn1 N2 . 2.1932(19) ?
B1 N3 . 1.581(3) ?
B1 C24 . 1.612(3) ?
B1 C10 . 1.640(3) ?
B1 C5 . 1.643(3) ?
C1 C3 . 1.527(3) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 C3 . 1.528(3) ?
C2 H2A . 0.98 ?
C2 H2B . 0.98 ?
C2 H2C . 0.98 ?
C3 N1 . 1.488(3) ?
C3 C4 . 1.544(3) ?
C4 O1 . 1.460(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 N1 . 1.282(3) ?
C5 O1 . 1.358(2) ?
C6 C7 . 1.519(3) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 N2 . 1.491(3) ?
C7 C8 . 1.530(4) ?
C7 C9 . 1.537(3) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 O2 . 1.451(3) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N2 . 1.284(3) ?
C10 O2 . 1.359(2) ?
C11 C12 . 1.350(3) ?
C11 N3 . 1.387(3) ?
C11 H11 . 0.95 ?
C12 N4 . 1.391(3) ?
C12 H12 . 0.95 ?
C13 N3 . 1.360(3) ?
C13 N4 . 1.364(3) ?
C14 C15 . 1.395(3) ?
C14 C21 . 1.405(3) ?
C14 N4 . 1.441(3) ?
C15 C17 . 1.395(3) ?
C15 C16 . 1.509(3) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.393(4) ?
C17 H17 . 0.95 ?
C18 C20 . 1.394(4) ?
C18 C19 . 1.507(4) ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.393(3) ?
C20 H20 . 0.95 ?
C21 C22 . 1.499(3) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 C25 . 1.396(3) ?
C24 C29 . 1.400(3) ?
C25 C26 . 1.392(3) ?
C25 H25 . 0.95 ?
C26 C27 . 1.381(4) ?
C26 H26 . 0.95 ?
C27 C28 . 1.388(4) ?
C27 H27 . 0.95 ?
C28 C29 . 1.391(3) ?
C28 H28 . 0.95 ?
C29 H29 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C23 Zn1 C13 . . 138.17(10) ?
C23 Zn1 N1 . . 116.07(9) ?
C13 Zn1 N1 . . 92.76(7) ?
C23 Zn1 N2 . . 120.00(10) ?
C13 Zn1 N2 . . 88.30(7) ?
N1 Zn1 N2 . . 88.76(7) ?
N3 B1 C24 . . 109.78(16) ?
N3 B1 C10 . . 105.25(15) ?
C24 B1 C10 . . 117.45(17) ?
N3 B1 C5 . . 108.83(16) ?
C24 B1 C5 . . 113.66(16) ?
C10 B1 C5 . . 101.15(16) ?
C3 C1 H1A . . 109.5 ?
C3 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C3 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
C3 C2 H2A . . 109.5 ?
C3 C2 H2B . . 109.5 ?
H2A C2 H2B . . 109.5 ?
C3 C2 H2C . . 109.5 ?
H2A C2 H2C . . 109.5 ?
H2B C2 H2C . . 109.5 ?
N1 C3 C1 . . 108.61(19) ?
N1 C3 C2 . . 111.28(18) ?
C1 C3 C2 . . 110.4(2) ?
N1 C3 C4 . . 101.61(16) ?
C1 C3 C4 . . 112.0(2) ?
C2 C3 C4 . . 112.63(19) ?
O1 C4 C3 . . 104.74(16) ?
O1 C4 H4A . . 110.8 ?
C3 C4 H4A . . 110.8 ?
O1 C4 H4B . . 110.8 ?
C3 C4 H4B . . 110.8 ?
H4A C4 H4B . . 108.9 ?
N1 C5 O1 . . 115.09(18) ?
N1 C5 B1 . . 125.21(17) ?
O1 C5 B1 . . 119.19(17) ?
C7 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C7 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N2 C7 C6 . . 109.7(2) ?
N2 C7 C8 . . 109.44(19) ?
C6 C7 C8 . . 111.0(2) ?
N2 C7 C9 . . 101.61(17) ?
C6 C7 C9 . . 112.8(2) ?
C8 C7 C9 . . 111.9(2) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O2 C9 C7 . . 105.46(18) ?
O2 C9 H9A . . 110.7 ?
C7 C9 H9A . . 110.7 ?
O2 C9 H9B . . 110.7 ?
C7 C9 H9B . . 110.7 ?
H9A C9 H9B . . 108.8 ?
N2 C10 O2 . . 115.43(19) ?
N2 C10 B1 . . 123.11(18) ?
O2 C10 B1 . . 121.38(18) ?
C12 C11 N3 . . 107.68(18) ?
C12 C11 H11 . . 126.2 ?
N3 C11 H11 . . 126.2 ?
C11 C12 N4 . . 106.46(18) ?
C11 C12 H12 . . 126.8 ?
N4 C12 H12 . . 126.8 ?
N3 C13 N4 . . 105.30(17) ?
N3 C13 Zn1 . . 115.52(14) ?
N4 C13 Zn1 . . 138.80(15) ?
C15 C14 C21 . . 121.5(2) ?
C15 C14 N4 . . 119.53(19) ?
C21 C14 N4 . . 118.98(19) ?
C14 C15 C17 . . 118.2(2) ?
C14 C15 C16 . . 122.6(2) ?
C17 C15 C16 . . 119.2(2) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C18 C17 C15 . . 122.0(2) ?
C18 C17 H17 . . 119.0 ?
C15 C17 H17 . . 119.0 ?
C17 C18 C20 . . 118.0(2) ?
C17 C18 C19 . . 121.6(3) ?
C20 C18 C19 . . 120.3(3) ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C21 C20 C18 . . 122.1(2) ?
C21 C20 H20 . . 118.9 ?
C18 C20 H20 . . 118.9 ?
C20 C21 C14 . . 118.0(2) ?
C20 C21 C22 . . 119.2(2) ?
C14 C21 C22 . . 122.9(2) ?
C21 C22 H22A . . 109.5 ?
C21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
Zn1 C23 H23A . . 109.5 ?
Zn1 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
Zn1 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C25 C24 C29 . . 116.4(2) ?
C25 C24 B1 . . 124.3(2) ?
C29 C24 B1 . . 119.20(18) ?
C26 C25 C24 . . 121.8(2) ?
C26 C25 H25 . . 119.1 ?
C24 C25 H25 . . 119.1 ?
C27 C26 C25 . . 120.6(2) ?
C27 C26 H26 . . 119.7 ?
C25 C26 H26 . . 119.7 ?
C26 C27 C28 . . 118.9(2) ?
C26 C27 H27 . . 120.6 ?
C28 C27 H27 . . 120.6 ?
C27 C28 C29 . . 120.1(3) ?
C27 C28 H28 . . 119.9 ?
C29 C28 H28 . . 119.9 ?
C28 C29 C24 . . 122.1(2) ?
C28 C29 H29 . . 118.9 ?
C24 C29 H29 . . 118.9 ?
C5 N1 C3 . . 110.20(16) ?
C5 N1 Zn1 . . 114.33(14) ?
C3 N1 Zn1 . . 132.40(13) ?
C10 N2 C7 . . 109.74(18) ?
C10 N2 Zn1 . . 114.50(14) ?
C7 N2 Zn1 . . 135.58(14) ?
C13 N3 C11 . . 110.05(17) ?
C13 N3 B1 . . 123.40(16) ?
C11 N3 B1 . . 126.29(17) ?
C13 N4 C12 . . 110.50(17) ?
C13 N4 C14 . . 123.92(17) ?
C12 N4 C14 . . 125.55(18) ?
C5 O1 C4 . . 107.38(16) ?
C10 O2 C9 . . 106.98(18) ?

# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.000 0.000 499.2 111.6
2 0.333 0.667 -0.333 495.0 111.0
3 0.667 0.333 0.333 495.0 110.9
_platon_squeeze_details          
;
SQUEEZE routine indicates existence of seven toluene, eight pentane solvent or
some combination of both (18 electrons per titled molecule). This give a 
comparatibly low concentration of solvent solvent per titled cluster. 
Non-squeezed intensity data were used for final outputs and solvent was
 not included to the final calculations as it was not possible to deretmine
 which solvenmts and in what ratio are in voids. 
;
_database_code_depnum_ccdc_archive 'CCDC 995355'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_sad278-sr

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '(C30 H39 B N4 O2 Zn) 0.5 (C5 H12)'
_chemical_formula_sum            'C32.50 H45 B N4 O2 Zn'
_chemical_formula_weight         599.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   28.790(3)
_cell_length_b                   28.790(3)
_cell_length_c                   20.2593(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     14542(3)
_cell_formula_units_Z            18
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      26.94

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             5742
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.794
_shelx_estimated_absorpt_T_min   0.808
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_process_details   'BRUKER, SADABS'

_exptl_special_details           
; 
A X--ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X--ray beam by
using a video camera.The crystal evaluation and data
collection with the detector to crystal distance of 5cm till resolution of 0.68
Å..
The initial cell constants were obtained from three series of
scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
ω with the exposure time of 20 seconds per frame. The
obtained reflections were successfully indexed. The final cell
constants were calculated from a set of strong reflections based
upon the actual data collection.
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53004
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.295
_diffrn_reflns_theta_max         29.203
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8740
_reflns_number_gt                6897
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.
H-atoms belonged to Si atoms were found objectively on a difference Fourier
map. All hydrogen atoms were found objectively on a difference Fourier map and
were refined in isotropic approximation with temperature factors related to
the basic atom.

SQUEEZE was used to treat electron density in observed huge voids and a half
of the solvent pentane molecule per title molecule was added to the final
formula.

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+5.1349P] 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         8740
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0878
_refine_ls_wR_factor_gt          0.0839
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_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_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
Zn1 Zn 0.26574(2) 0.27482(2) 0.12491(2) 0.02470(6) Uani 1 1 d . . . . .
B1 B 0.25626(6) 0.37670(6) 0.15841(7) 0.0220(3) Uani 1 1 d . . . . .
C1 C 0.21012(7) 0.22220(7) 0.30443(8) 0.0375(3) Uani 1 1 d . . . . .
H1A H 0.2248 0.2026 0.2809 0.056 Uiso 1 1 calc R U . . .
H1B H 0.1826 0.1981 0.3357 0.056 Uiso 1 1 calc R U . . .
H1C H 0.2390 0.2524 0.3285 0.056 Uiso 1 1 calc R U . . .
C2 C 0.18524(6) 0.24319(5) 0.25506(7) 0.0270(3) Uani 1 1 d . . . . .
C3 C 0.14214(7) 0.19721(7) 0.21470(9) 0.0423(4) Uani 1 1 d . . . . .
H3A H 0.1275 0.2115 0.1819 0.063 Uiso 1 1 calc R U . . .
H3B H 0.1133 0.1724 0.2441 0.063 Uiso 1 1 calc R U . . .
H3C H 0.1578 0.1782 0.1922 0.063 Uiso 1 1 calc R U . . .
C4 C 0.16390(7) 0.27680(6) 0.28809(8) 0.0355(3) Uani 1 1 d . . . . .
H4A H 0.1244 0.2588 0.2843 0.043 Uiso 1 1 calc R U . . .
H4B H 0.1738 0.2825 0.3354 0.043 Uiso 1 1 calc R U . . .
C5 C 0.22513(5) 0.32661(5) 0.20999(6) 0.0221(2) Uani 1 1 d . . . . .
C6 C 0.15300(7) 0.23220(7) 0.00504(9) 0.0438(4) Uani 1 1 d . . . . .
H6A H 0.1701 0.2102 0.0089 0.066 Uiso 1 1 calc R U . . .
H6B H 0.1314 0.2224 -0.0353 0.066 Uiso 1 1 calc R U . . .
H6C H 0.1299 0.2260 0.0434 0.066 Uiso 1 1 calc R U . . .
C7 C 0.19595(6) 0.29109(6) 0.00211(7) 0.0321(3) Uani 1 1 d . . . . .
C8 C 0.23511(7) 0.30112(8) -0.05389(8) 0.0443(4) Uani 1 1 d . . . . .
H8A H 0.2621 0.3393 -0.0555 0.066 Uiso 1 1 calc R U . . .
H8B H 0.2156 0.2903 -0.0959 0.066 Uiso 1 1 calc R U . . .
H8C H 0.2529 0.2801 -0.0464 0.066 Uiso 1 1 calc R U . . .
C9 C 0.17293(7) 0.32899(7) -0.00080(8) 0.0367(3) Uani 1 1 d . . . . .
H9A H 0.1819 0.3484 -0.0434 0.044 Uiso 1 1 calc R U . . .
H9B H 0.1334 0.3087 0.0043 0.044 Uiso 1 1 calc R U . . .
C10 C 0.22606(5) 0.34838(6) 0.08888(7) 0.0250(3) Uani 1 1 d . . . . .
C11 C 0.36162(5) 0.43931(5) 0.14879(7) 0.0263(3) Uani 1 1 d . . . . .
H11 H 0.3630 0.4724 0.1575 0.032 Uiso 1 1 calc R U . . .
C12 C 0.40347(6) 0.43294(6) 0.13325(7) 0.0289(3) Uani 1 1 d . . . . .
H12 H 0.4399 0.4604 0.1290 0.035 Uiso 1 1 calc R U . . .
C13 C 0.32896(5) 0.35099(5) 0.13491(6) 0.0239(3) Uani 1 1 d . . . . .
C14 C 0.41434(5) 0.35332(6) 0.10823(7) 0.0274(3) Uani 1 1 d . . . . .
C15 C 0.45408(6) 0.35837(6) 0.15203(8) 0.0334(3) Uani 1 1 d . . . . .
C16 C 0.46773(7) 0.39184(7) 0.21352(8) 0.0402(4) Uani 1 1 d . . . . .
H16A H 0.4938 0.4292 0.2029 0.060 Uiso 1 1 calc R U . . .
H16B H 0.4832 0.3784 0.2463 0.060 Uiso 1 1 calc R U . . .
H16C H 0.4351 0.3897 0.2315 0.060 Uiso 1 1 calc R U . . .
C17 C 0.48190(7) 0.33177(7) 0.13655(9) 0.0443(4) Uani 1 1 d . . . . .
H17 H 0.5088 0.3345 0.1660 0.053 Uiso 1 1 calc R U . . .
C18 C 0.47154(7) 0.30145(7) 0.07952(10) 0.0479(4) Uani 1 1 d . . . . .
C19 C 0.50162(10) 0.27181(11) 0.06380(14) 0.0780(7) Uani 1 1 d . . . . .
H19A H 0.4774 0.2378 0.0418 0.117 Uiso 1 1 calc R U . . .
H19B H 0.5149 0.2646 0.1048 0.117 Uiso 1 1 calc R U . . .
H19C H 0.5319 0.2939 0.0346 0.117 Uiso 1 1 calc R U . . .
C20 C 0.43336(7) 0.29914(7) 0.03647(9) 0.0405(4) Uani 1 1 d . . . . .
H20 H 0.4266 0.2792 -0.0032 0.049 Uiso 1 1 calc R U . . .
C21 C 0.40438(6) 0.32499(6) 0.04894(8) 0.0316(3) Uani 1 1 d . . . . .
C22 C 0.36491(7) 0.32234(7) -0.00139(8) 0.0405(4) Uani 1 1 d . . . . .
H22A H 0.3747 0.3151 -0.0450 0.061 Uiso 1 1 calc R U . . .
H22B H 0.3654 0.3566 -0.0024 0.061 Uiso 1 1 calc R U . . .
H22C H 0.3289 0.2935 0.0103 0.061 Uiso 1 1 calc R U . . .
C23 C 0.25607(5) 0.43037(5) 0.18064(7) 0.0246(3) Uani 1 1 d . . . . .
C24 C 0.26652(6) 0.44705(6) 0.24651(7) 0.0321(3) Uani 1 1 d . . . . .
H24 H 0.2727 0.4259 0.2774 0.038 Uiso 1 1 calc R U . . .
C25 C 0.26821(7) 0.49376(6) 0.26819(9) 0.0421(4) Uani 1 1 d . . . . .
H25 H 0.2755 0.5040 0.3133 0.051 Uiso 1 1 calc R U . . .
C26 C 0.25942(7) 0.52515(6) 0.22465(10) 0.0443(4) Uani 1 1 d . . . . .
H26 H 0.2599 0.5567 0.2395 0.053 Uiso 1 1 calc R U . . .
C27 C 0.24995(7) 0.51035(6) 0.15919(10) 0.0445(4) Uani 1 1 d . . . . .
H27 H 0.2442 0.5320 0.1286 0.053 Uiso 1 1 calc R U . . .
C28 C 0.24880(6) 0.46399(6) 0.13758(8) 0.0345(3) Uani 1 1 d . . . . .
H28 H 0.2429 0.4549 0.0921 0.041 Uiso 1 1 calc R U . . .
C29 C 0.25088(7) 0.20204(6) 0.10070(8) 0.0374(3) Uani 1 1 d . . . . .
H29A H 0.2115 0.1782 0.0984 0.045 Uiso 1 1 calc R U . . .
H29B H 0.2652 0.2038 0.0558 0.045 Uiso 1 1 calc R U . . .
C30 C 0.27316(11) 0.17649(10) 0.14555(10) 0.0678(7) Uani 1 1 d . . . . .
H30A H 0.3124 0.1979 0.1456 0.102 Uiso 1 1 calc R U . . .
H30B H 0.2620 0.1402 0.1299 0.102 Uiso 1 1 calc R U . . .
H30C H 0.2597 0.1747 0.1904 0.102 Uiso 1 1 calc R U . . .
N1 N 0.22657(5) 0.28292(4) 0.20935(5) 0.0254(2) Uani 1 1 d . . . . .
N2 N 0.22603(5) 0.30722(5) 0.06563(6) 0.0306(3) Uani 1 1 d . . . . .
N3 N 0.31604(4) 0.38888(4) 0.14981(5) 0.0221(2) Uani 1 1 d . . . . .
N4 N 0.38305(4) 0.37823(5) 0.12454(6) 0.0251(2) Uani 1 1 d . . . . .
O1 O 0.18916(4) 0.32753(4) 0.25265(5) 0.0286(2) Uani 1 1 d . . . . .
O2 O 0.19783(4) 0.36609(4) 0.05369(5) 0.0331(2) 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
Zn1 C29 1.9792(15) . ?
Zn1 C13 2.0424(13) . ?
Zn1 N1 2.1250(11) . ?
Zn1 N2 2.1647(12) . ?
B1 N3 1.5847(18) . ?
B1 C23 1.6121(19) . ?
B1 C5 1.638(2) . ?
B1 C10 1.642(2) . ?
C1 C2 1.520(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N1 1.4901(17) . ?
C2 C3 1.523(2) . ?
C2 C4 1.5348(19) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 O1 1.4546(17) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 N1 1.2791(17) . ?
C5 O1 1.3592(15) . ?
C6 C7 1.520(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 N2 1.4899(17) . ?
C7 C8 1.522(2) . ?
C7 C9 1.535(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 O2 1.4518(17) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 N2 1.2747(18) . ?
C10 O2 1.3580(16) . ?
C11 C12 1.344(2) . ?
C11 N3 1.3874(17) . ?
C11 H11 0.9500 . ?
C12 N4 1.3898(18) . ?
C12 H12 0.9500 . ?
C13 N3 1.3510(16) . ?
C13 N4 1.3649(17) . ?
C14 C15 1.397(2) . ?
C14 C21 1.399(2) . ?
C14 N4 1.4427(17) . ?
C15 C17 1.393(2) . ?
C15 C16 1.502(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 C20 1.378(3) . ?
C18 C19 1.523(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.391(2) . ?
C20 H20 0.9500 . ?
C21 C22 1.500(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C28 1.394(2) . ?
C23 C24 1.399(2) . ?
C24 C25 1.392(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.374(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.378(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(2) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C29 C30 1.500(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C29 Zn1 C13 140.01(6) . . ?
C29 Zn1 N1 118.04(6) . . ?
C13 Zn1 N1 92.25(5) . . ?
C29 Zn1 N2 115.94(6) . . ?
C13 Zn1 N2 88.36(5) . . ?
N1 Zn1 N2 88.61(5) . . ?
N3 B1 C23 110.02(11) . . ?
N3 B1 C5 108.70(10) . . ?
C23 B1 C5 113.77(11) . . ?
N3 B1 C10 105.21(10) . . ?
C23 B1 C10 117.45(11) . . ?
C5 B1 C10 100.91(10) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 C1 111.09(12) . . ?
N1 C2 C3 108.93(12) . . ?
C1 C2 C3 110.41(13) . . ?
N1 C2 C4 101.82(10) . . ?
C1 C2 C4 112.36(13) . . ?
C3 C2 C4 111.91(13) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O1 C4 C2 105.13(11) . . ?
O1 C4 H4A 110.7 . . ?
C2 C4 H4A 110.7 . . ?
O1 C4 H4B 110.7 . . ?
C2 C4 H4B 110.7 . . ?
H4A C4 H4B 108.8 . . ?
N1 C5 O1 115.16(12) . . ?
N1 C5 B1 125.94(11) . . ?
O1 C5 B1 118.38(11) . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C6 109.62(13) . . ?
N2 C7 C8 108.94(12) . . ?
C6 C7 C8 110.67(13) . . ?
N2 C7 C9 101.65(11) . . ?
C6 C7 C9 113.26(13) . . ?
C8 C7 C9 112.26(14) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O2 C9 C7 105.31(11) . . ?
O2 C9 H9A 110.7 . . ?
C7 C9 H9A 110.7 . . ?
O2 C9 H9B 110.7 . . ?
C7 C9 H9B 110.7 . . ?
H9A C9 H9B 108.8 . . ?
N2 C10 O2 115.65(12) . . ?
N2 C10 B1 122.19(12) . . ?
O2 C10 B1 122.12(11) . . ?
C12 C11 N3 107.71(12) . . ?
C12 C11 H11 126.1 . . ?
N3 C11 H11 126.1 . . ?
C11 C12 N4 106.53(12) . . ?
C11 C12 H12 126.7 . . ?
N4 C12 H12 126.7 . . ?
N3 C13 N4 105.43(11) . . ?
N3 C13 Zn1 115.58(9) . . ?
N4 C13 Zn1 138.58(10) . . ?
C15 C14 C21 121.66(13) . . ?
C15 C14 N4 119.02(13) . . ?
C21 C14 N4 119.32(13) . . ?
C17 C15 C14 117.78(15) . . ?
C17 C15 C16 120.10(15) . . ?
C14 C15 C16 122.12(14) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C15 122.10(16) . . ?
C18 C17 H17 118.9 . . ?
C15 C17 H17 118.9 . . ?
C20 C18 C17 118.21(15) . . ?
C20 C18 C19 120.26(19) . . ?
C17 C18 C19 121.53(19) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 C21 122.44(16) . . ?
C18 C20 H20 118.8 . . ?
C21 C20 H20 118.8 . . ?
C20 C21 C14 117.70(15) . . ?
C20 C21 C22 119.41(14) . . ?
C14 C21 C22 122.88(13) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 116.07(13) . . ?
C28 C23 B1 124.35(13) . . ?
C24 C23 B1 119.49(12) . . ?
C25 C24 C23 122.01(15) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C26 C25 C24 120.26(16) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 119.17(14) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C26 C27 C28 120.42(16) . . ?
C26 C27 H27 119.8 . . ?
C28 C27 H27 119.8 . . ?
C27 C28 C23 122.02(16) . . ?
C27 C28 H28 119.0 . . ?
C23 C28 H28 119.0 . . ?
C30 C29 Zn1 116.74(12) . . ?
C30 C29 H29A 108.1 . . ?
Zn1 C29 H29A 108.1 . . ?
C30 C29 H29B 108.1 . . ?
Zn1 C29 H29B 108.1 . . ?
H29A C29 H29B 107.3 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C5 N1 C2 110.03(11) . . ?
C5 N1 Zn1 113.32(9) . . ?
C2 N1 Zn1 132.84(8) . . ?
C10 N2 C7 109.81(12) . . ?
C10 N2 Zn1 116.13(9) . . ?
C7 N2 Zn1 134.02(9) . . ?
C13 N3 C11 110.08(11) . . ?
C13 N3 B1 123.56(11) . . ?
C11 N3 B1 125.98(11) . . ?
C13 N4 C12 110.25(11) . . ?
C13 N4 C14 124.49(11) . . ?
C12 N4 C14 125.24(11) . . ?
C5 O1 C4 107.31(10) . . ?
C10 O2 C9 106.90(11) . . ?

_refine_diff_density_max         0.382
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.047


# SQUEEZE RESULTS
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.001 751 130 ' '
2 0.333 0.667 0.666 752 130 ' '
3 0.667 0.333 0.333 752 130 ' '
_platon_squeeze_details          
;
SQUEEZE was used to treat the electron density in observed
huge voids. The results are in a good accord with existence
of three pentane molecules (the only solovent used 
 for crystallization). Nine solvent molecules were included
to the cell content to obtain true metric outputs.
;

_shelxl_version_number           2013-4



_database_code_depnum_ccdc_archive 'CCDC 995356'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_I
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         '(C30 H39 B N4 O4 Zn), 0.5(C7 H8)'
_chemical_formula_sum            'C33.50 H47 B N4 O4 Zn'
_chemical_formula_iupac          ?
_chemical_formula_weight         645.93

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.4966(12)
_cell_length_b                   26.859(3)
_cell_length_c                   13.4049(16)
_cell_angle_alpha                90
_cell_angle_beta                 96.8140(19)
_cell_angle_gamma                90
_cell_volume                     3395.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.2894
_cell_measurement_theta_max      27.1322
_cell_measurement_temperature    173.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1372

_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2013)'
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
A X--ray quality crystal was selected under ambient conditions
and covered with PARATONE oil
The crystal was mounted and centered in the X--ray beam by
using a video camera.The crystal evaluation and data
collection with the detector to crystal distance of 5cm till resolution of 0.68
Å..
The initial cell constants were obtained from three series of
scans at different starting angles. Each series consisted
of 30 frames collected at intervals of 0.3 in a 10 range about
ω with the exposure time of 20 seconds per frame. The
obtained reflections were successfully indexed. The final cell
constants were calculated from a set of strong reflections based
upon the actual data collection.
;

_diffrn_ambient_temperature      173.(2)

_diffrn_source                   'X-ray tuve'
_diffrn_source_type              'Sealed tube'

_diffrn_radiation_type           'MoK\a '
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ' full spere ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            44529
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
The systematic absences in the diffraction data were consistent for the
stated space group. The position of almost all non-hydrogen atoms
were found by direct methods. The remaining atoms were located in an
alternating series of least-squares cycles on difference Fourier maps.
All non-hydrogen atoms were refined in full-matrix anisotropic approximation.

One cluster and a half of disordered toluene solvent were found in an 
asymmetric unit of monoclinic cell. O-O-Et groups of the cluster are
disordered by two positions and were refined using similarity restraints.
Hydrogen atoms of disordered toluene solvent were not included to 
refinement, but were added to the final cell content to observe objective
 metric information.
All other hydrogen atoms were placed in the structure factor calculation at
idealized positions and were allowed to ride on the neighboring atoms with
relative isotropic displacement coefficients.

Final results were tested with CHECKCIF routine and all A-warnings (if any)
were addressed on the very top of this file.
;

_reflns_number_total             7785
_reflns_number_gt                6564
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1398
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.045
_refine_ls_number_reflns         7785
_refine_ls_number_parameters     427
_refine_ls_number_restraints     47
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0795P)²+2.9746P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         2.349
_refine_diff_density_min         -0.589
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 Suite (Bruker AXS, 2013)'
_computing_cell_refinement       'SAINT V7.66A (Bruker AXS, 2013)'
_computing_data_reduction        'SAINT V7.66A (Bruker AXS, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XSHELL (Bruker AXS, 2007)'
_computing_publication_material  'APEX2 Suite (Bruker AXS, 2013)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.30684(3) 0.20193(2) 0.44976(2) 0.02565(10) Uani d . . . 1 . .
B B1 0.3801(3) 0.11562(9) 0.31379(19) 0.0272(5) Uani d . . . 1 . .
C C1 0.2539(5) 0.11143(16) 0.6488(3) 0.0836(15) Uani d . . . 1 . .
H H1A 0.2337 0.1465 0.6617 0.125 Uiso calc U . R 1 . .
H H1B 0.2629 0.0929 0.7122 0.125 Uiso calc U . R 1 . .
H H1C 0.1762 0.0974 0.6026 0.125 Uiso calc U . R 1 . .
C C2 0.3909(3) 0.10763(9) 0.60205(17) 0.0336(5) Uani d . . . 1 . .
C C3 0.5107(6) 0.13108(17) 0.6677(3) 0.0996(18) Uani d . . . 1 . .
H H3A 0.5974 0.1289 0.6349 0.149 Uiso calc U . R 1 . .
H H3B 0.5249 0.1136 0.7322 0.149 Uiso calc U . R 1 . .
H H3C 0.4885 0.1661 0.679 0.149 Uiso calc U . R 1 . .
C C4 0.4250(4) 0.05447(10) 0.5729(2) 0.0466(7) Uani d . . . 1 . .
H H4A 0.5155 0.0432 0.6104 0.056 Uiso calc U . R 1 . .
H H4B 0.3486 0.0314 0.5872 0.056 Uiso calc U . R 1 . .
C C5 0.3991(2) 0.10276(8) 0.43407(17) 0.0270(4) Uani d . . . 1 . .
C C6 -0.0030(4) 0.22970(12) 0.2594(3) 0.0569(8) Uani d . . . 1 . .
H H6A 0.0148 0.2535 0.3148 0.085 Uiso calc U . R 1 . .
H H6B -0.0992 0.2346 0.2253 0.085 Uiso calc U . R 1 . .
H H6C 0.0659 0.235 0.2115 0.085 Uiso calc U . R 1 . .
C C7 0.0115(3) 0.17718(10) 0.3004(2) 0.0364(5) Uani d . . . 1 . .
C C8 -0.0796(3) 0.17001(14) 0.3851(2) 0.0543(8) Uani d . . . 1 . .
H H8A -0.066 0.1363 0.4123 0.081 Uiso calc U . R 1 . .
H H8B -0.1796 0.1748 0.3593 0.081 Uiso calc U . R 1 . .
H H8C -0.0521 0.1943 0.4384 0.081 Uiso calc U . R 1 . .
C C9 -0.0145(3) 0.13777(12) 0.2176(2) 0.0482(7) Uani d . . . 1 . .
H H9A -0.0895 0.1143 0.2324 0.058 Uiso calc U . R 1 . .
H H9B -0.0435 0.1536 0.1517 0.058 Uiso calc U . R 1 . .
C C10 0.2126(3) 0.13251(9) 0.29080(17) 0.0303(5) Uani d . . . 1 . .
C C11 0.6903(4) 0.26923(13) 0.4988(2) 0.0623(10) Uani d . . . 1 . .
H H11A 0.6209 0.2485 0.5281 0.093 Uiso calc U . R 1 . .
H H11B 0.7514 0.286 0.5526 0.093 Uiso calc U . R 1 . .
H H11C 0.7484 0.2482 0.4601 0.093 Uiso calc U . R 1 . .
C C12 0.6141(3) 0.30743(10) 0.43067(19) 0.0364(5) Uani d . . . 1 . .
C C13 0.6188(3) 0.35758(11) 0.4571(2) 0.0431(6) Uani d . . . 1 . .
H H13 0.6713 0.3672 0.5188 0.052 Uiso calc U . R 1 . .
C C14 0.5500(3) 0.39366(10) 0.3968(2) 0.0444(6) Uani d . . . 1 . .
C C15 0.5530(5) 0.44785(12) 0.4287(3) 0.0691(10) Uani d . . . 1 . .
H H15A 0.5029 0.4516 0.4881 0.104 Uiso calc U . R 1 . .
H H15B 0.5064 0.4682 0.3738 0.104 Uiso calc U . R 1 . .
H H15C 0.6516 0.4587 0.4448 0.104 Uiso calc U . R 1 . .
C C16 0.4756(3) 0.37932(10) 0.3067(2) 0.0444(6) Uani d . . . 1 . .
H H16 0.4283 0.404 0.2644 0.053 Uiso calc U . R 1 . .
C C17 0.4676(3) 0.32982(9) 0.27582(19) 0.0349(5) Uani d . . . 1 . .
C C18 0.3858(4) 0.31564(13) 0.1769(3) 0.0580(9) Uani d . . . 1 . .
H H18A 0.3402 0.3453 0.1451 0.087 Uiso calc U . R 1 . .
H H18B 0.3132 0.291 0.1883 0.087 Uiso calc U . R 1 . .
H H18C 0.4506 0.3013 0.133 0.087 Uiso calc U . R 1 . .
C C19 0.5361(2) 0.29440(8) 0.33962(17) 0.0270(5) Uani d . . . 1 . .
C C20 0.5866(2) 0.22350(9) 0.22766(17) 0.0301(5) Uani d . . . 1 . .
H H20 0.6431 0.2407 0.1849 0.036 Uiso calc U . R 1 . .
C C21 0.5477(2) 0.17517(9) 0.22193(16) 0.0289(5) Uani d . . . 1 . .
H H21 0.5728 0.1518 0.1739 0.035 Uiso calc U . R 1 . .
C C22 0.4505(2) 0.20763(8) 0.35107(17) 0.0267(4) Uani d . . . 1 . .
C C23 0.4371(3) 0.07076(9) 0.24949(17) 0.0324(5) Uani d . . . 1 . .
C C24 0.5807(3) 0.05872(10) 0.2642(2) 0.0395(6) Uani d . . . 1 . .
H H24 0.6416 0.0776 0.3112 0.047 Uiso calc U . R 1 . .
C C25 0.6388(4) 0.02022(11) 0.2130(2) 0.0483(7) Uani d . . . 1 . .
H H25 0.7375 0.0134 0.2247 0.058 Uiso calc U . R 1 . .
C C26 0.5524(4) -0.00794(11) 0.1454(2) 0.0547(8) Uani d . . . 1 . .
H H26 0.5911 -0.0344 0.1102 0.066 Uiso calc U . R 1 . .
C C27 0.4108(4) 0.00228(13) 0.1291(3) 0.0612(9) Uani d . . . 1 . .
H H27 0.3508 -0.0173 0.0828 0.073 Uiso calc U . R 1 . .
C C28 0.3531(4) 0.04142(11) 0.1803(2) 0.0472(7) Uani d . . . 1 . .
H H28 0.2544 0.0481 0.1675 0.057 Uiso calc U . R 1 . .
N N1 0.3737(2) 0.13309(7) 0.50353(14) 0.0301(4) Uani d . . . 1 . .
N N2 0.1613(2) 0.16760(8) 0.34022(16) 0.0344(5) Uani d . . . 1 . .
N N3 0.4648(2) 0.16546(7) 0.29807(14) 0.0265(4) Uani d . . . 1 . .
N N4 0.5269(2) 0.24304(7) 0.30920(14) 0.0267(4) Uani d . . . 1 . .
O O1 0.4359(2) 0.05634(6) 0.46518(13) 0.0359(4) Uani d . . . 1 . .
O O2 0.12045(19) 0.11205(7) 0.21712(13) 0.0390(4) Uani d . . . 1 . .
O O3A 0.2280(2) 0.24024(7) 0.54635(14) 0.0437(5) Uani d . P . 0.5 A 1
O O4A 0.2652(3) 0.29208(11) 0.5419(2) 0.0235(6) Uani d . P . 0.5 A 1
C C29A 0.1705(14) 0.3174(4) 0.4705(9) 0.041(2) Uani d . P D 0.5 A 1
H H29A 0.0716 0.3102 0.4822 0.049 Uiso calc U P R 0.5 A 1
H H29B 0.1837 0.3059 0.402 0.049 Uiso calc U P R 0.5 A 1
C C30A 0.1978(7) 0.3722(2) 0.4792(5) 0.0428(13) Uani d . P D 0.5 A 1
H H30A 0.1314 0.3899 0.43 0.064 Uiso calc U P R 0.5 A 1
H H30B 0.2953 0.3792 0.4662 0.064 Uiso calc U P R 0.5 A 1
H H30C 0.1847 0.3834 0.547 0.064 Uiso calc U P R 0.5 A 1
O O3B 0.2280(2) 0.24024(7) 0.54635(14) 0.0437(5) Uani d . P . 0.5 A 2
O O4B 0.1385(5) 0.27422(19) 0.4990(4) 0.0604(12) Uani d . P . 0.5 A 2
C C29B 0.1975(18) 0.3181(6) 0.4913(12) 0.092(7) Uani d . P D 0.5 A 2
H H29C 0.273 0.3157 0.4465 0.111 Uiso calc U P R 0.5 A 2
H H29D 0.2414 0.3292 0.5582 0.111 Uiso calc U P R 0.5 A 2
C C30B 0.088(2) 0.3552(5) 0.4495(8) 0.139(7) Uani d . P D 0.5 A 2
H H30D 0.133 0.3878 0.4439 0.209 Uiso calc U P R 0.5 A 2
H H30E 0.0141 0.3579 0.4944 0.209 Uiso calc U P R 0.5 A 2
H H30F 0.0455 0.3443 0.3829 0.209 Uiso calc U P R 0.5 A 2
C C41 -0.0321(17) 0.0227(6) 0.4197(12) 0.1038(13) Uani d U P . 0.5 B -3
C C42 0.0385(13) -0.0005(5) 0.4689(9) 0.0983(14) Uani d U P . 0.5 B -3
C C43 0.0539(14) 0.0115(5) 0.3641(9) 0.1010(16) Uani d U P . 0.5 B -3
C C44 0.1489(6) -0.0163(2) 0.3933(5) 0.1035(13) Uani d U . . 1 B -3
C C45 0.0806(7) -0.0297(3) 0.5468(5) 0.1038(13) Uani d U . . 1 B -3


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 O3A . 1.8776(17) ?
Zn1 C22 . 2.016(2) ?
Zn1 N1 . 2.057(2) ?
Zn1 N2 . 2.106(2) ?
B1 N3 . 1.588(3) ?
B1 C23 . 1.612(3) ?
B1 C5 . 1.638(3) ?
B1 C10 . 1.648(4) ?
C1 C2 . 1.513(4) ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
C2 N1 . 1.479(3) ?
C2 C3 . 1.492(5) ?
C2 C4 . 1.525(4) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 O1 . 1.460(3) ?
C4 H4A . 0.99 ?
C4 H4B . 0.99 ?
C5 N1 . 1.281(3) ?
C5 O1 . 1.348(3) ?
C6 C7 . 1.514(4) ?
C6 H6A . 0.98 ?
C6 H6B . 0.98 ?
C6 H6C . 0.98 ?
C7 N2 . 1.481(3) ?
C7 C8 . 1.519(4) ?
C7 C9 . 1.533(4) ?
C8 H8A . 0.98 ?
C8 H8B . 0.98 ?
C8 H8C . 0.98 ?
C9 O2 . 1.456(3) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N2 . 1.281(3) ?
C10 O2 . 1.356(3) ?
C11 C12 . 1.501(4) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C12 C13 . 1.392(4) ?
C12 C19 . 1.395(3) ?
C13 C14 . 1.375(4) ?
C13 H13 . 0.95 ?
C14 C16 . 1.381(4) ?
C14 C15 . 1.516(4) ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 C17 . 1.392(4) ?
C16 H16 . 0.95 ?
C17 C19 . 1.388(3) ?
C17 C18 . 1.504(4) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 N4 . 1.438(3) ?
C20 C21 . 1.349(4) ?
C20 N4 . 1.392(3) ?
C20 H20 . 0.95 ?
C21 N3 . 1.386(3) ?
C21 H21 . 0.95 ?
C22 N3 . 1.352(3) ?
C22 N4 . 1.357(3) ?
C23 C24 . 1.393(4) ?
C23 C28 . 1.394(4) ?
C24 C25 . 1.391(4) ?
C24 H24 . 0.95 ?
C25 C26 . 1.374(5) ?
C25 H25 . 0.95 ?
C26 C27 . 1.365(5) ?
C26 H26 . 0.95 ?
C27 C28 . 1.401(4) ?
C27 H27 . 0.95 ?
C28 H28 . 0.95 ?
O3A O4A . 1.439(4) ?
O4A C29A . 1.408(9) ?
C29A C30A . 1.498(11) ?
C29A H29A . 0.99 ?
C29A H29B . 0.99 ?
C30A H30A . 0.98 ?
C30A H30B . 0.98 ?
C30A H30C . 0.98 ?
O4B C29B . 1.314(17) ?
C29B C30B . 1.501(14) ?
C29B H29C . 0.99 ?
C29B H29D . 0.99 ?
C30B H30D . 0.98 ?
C30B H30E . 0.98 ?
C30B H30F . 0.98 ?
C41 C42 . 1.080(18) ?
C41 C43 . 1.206(17) ?
C42 C45 . 1.329(14) ?
C42 C43 . 1.464(17) ?
C42 C44 . 1.600(13) ?
C43 C44 . 1.200(14) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O3A Zn1 C22 . . 140.10(9) ?
O3A Zn1 N1 . . 112.49(8) ?
C22 Zn1 N1 . . 95.36(8) ?
O3A Zn1 N2 . . 115.99(9) ?
C22 Zn1 N2 . . 90.87(9) ?
N1 Zn1 N2 . . 90.03(8) ?
N3 B1 C23 . . 110.59(19) ?
N3 B1 C5 . . 108.07(18) ?
C23 B1 C5 . . 111.36(19) ?
N3 B1 C10 . . 103.66(18) ?
C23 B1 C10 . . 118.9(2) ?
C5 B1 C10 . . 103.46(18) ?
C2 C1 H1A . . 109.5 ?
C2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
C2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
N1 C2 C3 . . 109.1(3) ?
N1 C2 C1 . . 109.2(2) ?
C3 C2 C1 . . 111.1(4) ?
N1 C2 C4 . . 102.01(19) ?
C3 C2 C4 . . 112.1(3) ?
C1 C2 C4 . . 112.8(3) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
O1 C4 C2 . . 105.3(2) ?
O1 C4 H4A . . 110.7 ?
C2 C4 H4A . . 110.7 ?
O1 C4 H4B . . 110.7 ?
C2 C4 H4B . . 110.7 ?
H4A C4 H4B . . 108.8 ?
N1 C5 O1 . . 115.3(2) ?
N1 C5 B1 . . 125.0(2) ?
O1 C5 B1 . . 119.59(19) ?
C7 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C7 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N2 C7 C6 . . 109.6(2) ?
N2 C7 C8 . . 108.5(2) ?
C6 C7 C8 . . 110.7(3) ?
N2 C7 C9 . . 101.9(2) ?
C6 C7 C9 . . 112.3(2) ?
C8 C7 C9 . . 113.4(3) ?
C7 C8 H8A . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
C7 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
O2 C9 C7 . . 105.4(2) ?
O2 C9 H9A . . 110.7 ?
C7 C9 H9A . . 110.7 ?
O2 C9 H9B . . 110.7 ?
C7 C9 H9B . . 110.7 ?
H9A C9 H9B . . 108.8 ?
N2 C10 O2 . . 115.0(2) ?
N2 C10 B1 . . 121.6(2) ?
O2 C10 B1 . . 123.4(2) ?
C12 C11 H11A . . 109.5 ?
C12 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C12 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C13 C12 C19 . . 117.6(2) ?
C13 C12 C11 . . 120.5(3) ?
C19 C12 C11 . . 121.9(2) ?
C14 C13 C12 . . 122.3(3) ?
C14 C13 H13 . . 118.9 ?
C12 C13 H13 . . 118.9 ?
C13 C14 C16 . . 118.4(2) ?
C13 C14 C15 . . 121.3(3) ?
C16 C14 C15 . . 120.3(3) ?
C14 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C14 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C14 C16 C17 . . 122.0(3) ?
C14 C16 H16 . . 119.0 ?
C17 C16 H16 . . 119.0 ?
C19 C17 C16 . . 117.8(2) ?
C19 C17 C18 . . 121.7(2) ?
C16 C17 C18 . . 120.5(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C17 C19 C12 . . 121.9(2) ?
C17 C19 N4 . . 118.3(2) ?
C12 C19 N4 . . 119.8(2) ?
C21 C20 N4 . . 105.85(19) ?
C21 C20 H20 . . 127.1 ?
N4 C20 H20 . . 127.1 ?
C20 C21 N3 . . 108.35(19) ?
C20 C21 H21 . . 125.8 ?
N3 C21 H21 . . 125.8 ?
N3 C22 N4 . . 106.14(19) ?
N3 C22 Zn1 . . 113.52(16) ?
N4 C22 Zn1 . . 139.55(16) ?
C24 C23 C28 . . 115.9(2) ?
C24 C23 B1 . . 118.9(2) ?
C28 C23 B1 . . 125.2(2) ?
C25 C24 C23 . . 122.8(3) ?
C25 C24 H24 . . 118.6 ?
C23 C24 H24 . . 118.6 ?
C26 C25 C24 . . 119.6(3) ?
C26 C25 H25 . . 120.2 ?
C24 C25 H25 . . 120.2 ?
C27 C26 C25 . . 119.6(3) ?
C27 C26 H26 . . 120.2 ?
C25 C26 H26 . . 120.2 ?
C26 C27 C28 . . 120.5(3) ?
C26 C27 H27 . . 119.7 ?
C28 C27 H27 . . 119.7 ?
C23 C28 C27 . . 121.6(3) ?
C23 C28 H28 . . 119.2 ?
C27 C28 H28 . . 119.2 ?
C5 N1 C2 . . 110.15(19) ?
C5 N1 Zn1 . . 113.18(15) ?
C2 N1 Zn1 . . 136.49(15) ?
C10 N2 C7 . . 110.5(2) ?
C10 N2 Zn1 . . 115.10(16) ?
C7 N2 Zn1 . . 134.26(16) ?
C22 N3 C21 . . 109.29(19) ?
C22 N3 B1 . . 123.52(18) ?
C21 N3 B1 . . 126.67(18) ?
C22 N4 C20 . . 110.35(19) ?
C22 N4 C19 . . 124.93(18) ?
C20 N4 C19 . . 124.56(19) ?
C5 O1 C4 . . 106.93(18) ?
C10 O2 C9 . . 107.25(19) ?
O4A O3A Zn1 . . 112.44(17) ?
C29A O4A O3A . . 110.8(6) ?
O4A C29A C30A . . 109.3(8) ?
O4A C29A H29A . . 109.8 ?
C30A C29A H29A . . 109.8 ?
O4A C29A H29B . . 109.8 ?
C30A C29A H29B . . 109.8 ?
H29A C29A H29B . . 108.3 ?
C29A C30A H30A . . 109.5 ?
C29A C30A H30B . . 109.5 ?
H30A C30A H30B . . 109.5 ?
C29A C30A H30C . . 109.5 ?
H30A C30A H30C . . 109.5 ?
H30B C30A H30C . . 109.5 ?
O4B C29B C30B . . 110.0(14) ?
O4B C29B H29C . . 109.7 ?
C30B C29B H29C . . 109.7 ?
O4B C29B H29D . . 109.7 ?
C30B C29B H29D . . 109.7 ?
H29C C29B H29D . . 108.2 ?
C29B C30B H30D . . 109.5 ?
C29B C30B H30E . . 109.5 ?
H30D C30B H30E . . 109.5 ?
C29B C30B H30F . . 109.5 ?
H30D C30B H30F . . 109.5 ?
H30E C30B H30F . . 109.5 ?
C42 C41 C43 . . 79.5(14) ?
C41 C42 C45 . . 157.9(14) ?
C41 C42 C43 . . 54.1(11) ?
C45 C42 C43 . . 145.8(13) ?
C41 C42 C44 . . 99.9(12) ?
C45 C42 C44 . . 100.5(10) ?
C43 C42 C44 . . 45.9(7) ?
C44 C43 C41 . . 119.5(13) ?
C44 C43 C42 . . 73.0(9) ?
C41 C43 C42 . . 46.5(9) ?
C43 C44 C42 . . 61.1(8) ?


_database_code_depnum_ccdc_archive 'CCDC 995357'
