# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_email       kenwong@ntu.edu.tw
_publ_contact_author_name        'Wong, Ken-Tsung'
_publ_author_name                'Ken-Tsung Wong'

data_ic13508
_database_code_depnum_ccdc_archive 'CCDC 881738'
#TrackingRef '- ic13508.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20 B N3 O4'
_chemical_formula_weight         305.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pca2(1)

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

_cell_length_a                   19.8063(6)
_cell_length_b                   7.1749(3)
_cell_length_c                   22.0931(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3139.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6418
_cell_measurement_theta_min      4.0043
_cell_measurement_theta_max      69.7776

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1296
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9810
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_sigmaI/netI    0.0182
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.00
_diffrn_reflns_theta_max         67.98
_reflns_number_total             4131
_reflns_number_gt                3932
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1358P)^2^+2.1794P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(3)
_refine_ls_number_reflns         4131
_refine_ls_number_parameters     397
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0544
_refine_ls_wR_factor_ref         0.1564
_refine_ls_wR_factor_gt          0.1423
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_restrained_S_all      0.870
_refine_ls_shift/su_max          0.009
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.28882(12) 1.5652(4) 0.61541(15) 0.0434(7) Uani 1 1 d . . .
O2 O -0.33890(13) 1.2972(4) 0.58297(13) 0.0433(7) Uani 1 1 d . . .
O3 O -0.04941(12) 0.8266(3) 0.47633(15) 0.0425(7) Uani 1 1 d . . .
N3 N 0.05023(14) 0.6296(4) 0.43007(16) 0.0387(8) Uani 1 1 d . . .
H3A H 0.0693 0.5234 0.4199 0.046 Uiso 1 1 calc R . .
H3B H 0.0068 0.6332 0.4385 0.046 Uiso 1 1 calc R . .
N1 N -0.03096(13) 1.1407(4) 0.48179(14) 0.0277(6) Uani 1 1 d . . .
H1A H -0.0005 1.2277 0.4753 0.033 Uiso 1 1 calc R . .
N2 N 0.05354(13) 0.9476(4) 0.44870(14) 0.0291(6) Uani 1 1 d . . .
H2A H 0.0766 1.0520 0.4454 0.035 Uiso 1 1 calc R . .
O4 O 0.14801(11) 0.7917(3) 0.42157(12) 0.0327(6) Uani 1 1 d . . .
B1 B -0.2821(2) 1.4075(6) 0.5827(2) 0.0345(9) Uani 1 1 d . . .
C1 C -0.21569(16) 1.3448(5) 0.55138(17) 0.0315(7) Uani 1 1 d . . .
C2 C -0.16001(17) 1.4596(5) 0.54148(17) 0.0318(7) Uani 1 1 d . . .
H2B H -0.1633 1.5882 0.5513 0.038 Uiso 1 1 calc R . .
C3 C -0.10022(17) 1.3920(5) 0.51787(16) 0.0295(7) Uani 1 1 d . . .
H3C H -0.0634 1.4743 0.5110 0.035 Uiso 1 1 calc R . .
C4 C -0.09379(16) 1.2012(4) 0.50389(17) 0.0270(7) Uani 1 1 d . . .
C5 C -0.14899(15) 1.0834(4) 0.51289(17) 0.0299(7) Uani 1 1 d . . .
H5A H -0.1458 0.9548 0.5031 0.036 Uiso 1 1 calc R . .
C6 C -0.20848(16) 1.1558(5) 0.53625(17) 0.0320(7) Uani 1 1 d . . .
H6A H -0.2457 1.0745 0.5422 0.038 Uiso 1 1 calc R . .
C7 C -0.01203(15) 0.9614(4) 0.46930(16) 0.0275(7) Uani 1 1 d . . .
C8 C 0.08658(15) 0.7831(4) 0.43267(17) 0.0287(7) Uani 1 1 d . . .
C9 C -0.36002(18) 1.5766(6) 0.63425(19) 0.0415(9) Uani 1 1 d . . .
C10 C -0.38297(17) 1.3707(6) 0.63081(19) 0.0390(9) Uani 1 1 d . . .
C11 C -0.3959(3) 1.7023(7) 0.5888(3) 0.0637(14) Uani 1 1 d . . .
H11A H -0.3793 1.8303 0.5931 0.096 Uiso 1 1 calc R . .
H11B H -0.4446 1.6995 0.5963 0.096 Uiso 1 1 calc R . .
H11C H -0.3867 1.6580 0.5476 0.096 Uiso 1 1 calc R . .
C12 C -0.3624(2) 1.6615(6) 0.6977(2) 0.0529(11) Uani 1 1 d . . .
H12A H -0.3470 1.7912 0.6960 0.079 Uiso 1 1 calc R . .
H12B H -0.3329 1.5902 0.7247 0.079 Uiso 1 1 calc R . .
H12C H -0.4088 1.6574 0.7130 0.079 Uiso 1 1 calc R . .
C13 C -0.4556(2) 1.3358(9) 0.6113(3) 0.0672(15) Uani 1 1 d . . .
H13A H -0.4644 1.2014 0.6106 0.101 Uiso 1 1 calc R . .
H13B H -0.4628 1.3876 0.5708 0.101 Uiso 1 1 calc R . .
H13C H -0.4864 1.3960 0.6400 0.101 Uiso 1 1 calc R . .
C14 C -0.3671(2) 1.2583(6) 0.6868(2) 0.0540(11) Uani 1 1 d . . .
H14A H -0.3831 1.1302 0.6813 0.081 Uiso 1 1 calc R . .
H14B H -0.3896 1.3143 0.7218 0.081 Uiso 1 1 calc R . .
H14C H -0.3182 1.2576 0.6935 0.081 Uiso 1 1 calc R . .
O5 O 0.09467(12) 1.1573(4) 0.25410(13) 0.0398(6) Uani 1 1 d . . .
O6 O 0.05859(12) 0.8632(4) 0.27805(13) 0.0401(6) Uani 1 1 d . . .
O7 O -0.17712(12) 1.6676(3) 0.39212(15) 0.0421(7) Uani 1 1 d . . .
N6 N -0.27840(14) 1.8661(4) 0.43766(15) 0.0348(7) Uani 1 1 d . . .
H6B H -0.2984 1.9714 0.4474 0.042 Uiso 1 1 calc R . .
H6C H -0.2342 1.8617 0.4342 0.042 Uiso 1 1 calc R . .
N4 N -0.19862(13) 1.3565(4) 0.38162(14) 0.0288(6) Uani 1 1 d . . .
H4A H -0.2306 1.2727 0.3863 0.035 Uiso 1 1 calc R . .
N5 N -0.28234(13) 1.5506(4) 0.41375(14) 0.0294(6) Uani 1 1 d . . .
H5B H -0.3060 1.4469 0.4160 0.035 Uiso 1 1 calc R . .
O8 O -0.37756(11) 1.7129(3) 0.43241(13) 0.0349(6) Uani 1 1 d . . .
B2 B 0.04688(19) 1.0514(6) 0.2821(2) 0.0331(8) Uani 1 1 d . . .
C15 C -0.01578(16) 1.1358(5) 0.31343(16) 0.0304(7) Uani 1 1 d . . .
C16 C -0.02160(15) 1.3261(5) 0.32470(16) 0.0301(7) Uani 1 1 d . . .
H16A H 0.0157 1.4049 0.3160 0.036 Uiso 1 1 calc R . .
C17 C -0.08038(15) 1.4048(5) 0.34833(17) 0.0296(7) Uani 1 1 d . . .
H17A H -0.0826 1.5347 0.3563 0.036 Uiso 1 1 calc R . .
C18 C -0.13585(15) 1.2905(4) 0.36009(16) 0.0253(6) Uani 1 1 d . . .
C19 C -0.13079(15) 1.0988(5) 0.35004(17) 0.0298(7) Uani 1 1 d . . .
H19A H -0.1681 1.0202 0.3588 0.036 Uiso 1 1 calc R . .
C20 C -0.07200(17) 1.0227(5) 0.32746(16) 0.0304(7) Uani 1 1 d . . .
H20A H -0.0693 0.8919 0.3212 0.036 Uiso 1 1 calc R . .
C21 C -0.21509(15) 1.5356(5) 0.39594(17) 0.0281(7) Uani 1 1 d . . .
C22 C -0.31486(16) 1.7142(4) 0.42813(16) 0.0290(7) Uani 1 1 d . . .
C23 C 0.14815(17) 1.0305(5) 0.23395(18) 0.0379(8) Uani 1 1 d . . .
C24 C 0.11170(17) 0.8388(5) 0.23294(19) 0.0372(8) Uani 1 1 d . . .
C25 C 0.1743(2) 1.0982(7) 0.1741(2) 0.0513(10) Uani 1 1 d . . .
H25A H 0.1962 1.2195 0.1795 0.077 Uiso 1 1 calc R . .
H25B H 0.1367 1.1108 0.1456 0.077 Uiso 1 1 calc R . .
H25C H 0.2071 1.0085 0.1581 0.077 Uiso 1 1 calc R . .
C26 C 0.20334(19) 1.0435(7) 0.2822(2) 0.0536(12) Uani 1 1 d . . .
H26A H 0.2242 1.1672 0.2808 0.080 Uiso 1 1 calc R . .
H26B H 0.2377 0.9481 0.2746 0.080 Uiso 1 1 calc R . .
H26C H 0.1834 1.0235 0.3223 0.080 Uiso 1 1 calc R . .
C27 C 0.0769(2) 0.7994(7) 0.1736(2) 0.0533(12) Uani 1 1 d . . .
H27A H 0.0550 0.6771 0.1755 0.080 Uiso 1 1 calc R . .
H27B H 0.1103 0.8000 0.1409 0.080 Uiso 1 1 calc R . .
H27C H 0.0429 0.8956 0.1659 0.080 Uiso 1 1 calc R . .
C28 C 0.1549(2) 0.6728(6) 0.2520(2) 0.0536(11) Uani 1 1 d . . .
H28A H 0.1279 0.5585 0.2499 0.080 Uiso 1 1 calc R . .
H28B H 0.1707 0.6912 0.2936 0.080 Uiso 1 1 calc R . .
H28C H 0.1938 0.6621 0.2249 0.080 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0357(13) 0.0355(14) 0.0591(17) -0.0057(13) 0.0144(12) 0.0026(11)
O2 0.0259(12) 0.0525(17) 0.0515(17) -0.0122(13) 0.0102(11) 0.0022(11)
O3 0.0281(12) 0.0200(11) 0.080(2) 0.0050(12) 0.0115(13) -0.0033(10)
N3 0.0273(13) 0.0198(13) 0.069(2) -0.0020(14) 0.0104(14) 0.0012(11)
N1 0.0192(12) 0.0195(12) 0.0444(17) 0.0020(12) 0.0039(11) -0.0042(10)
N2 0.0222(12) 0.0162(12) 0.0488(18) 0.0020(12) 0.0017(12) -0.0017(10)
O4 0.0228(11) 0.0217(10) 0.0537(16) 0.0001(11) 0.0066(10) 0.0024(9)
B1 0.0282(18) 0.036(2) 0.039(2) 0.0021(18) -0.0004(16) 0.0070(17)
C1 0.0230(15) 0.0346(18) 0.0369(19) 0.0009(15) 0.0006(13) 0.0066(14)
C2 0.0300(16) 0.0252(16) 0.040(2) 0.0006(14) 0.0015(14) 0.0022(14)
C3 0.0280(15) 0.0230(15) 0.0375(19) 0.0030(14) 0.0018(13) -0.0029(13)
C4 0.0203(14) 0.0225(15) 0.0380(18) 0.0068(14) -0.0005(13) 0.0000(12)
C5 0.0233(15) 0.0229(15) 0.0436(19) -0.0009(15) 0.0016(14) -0.0019(13)
C6 0.0257(16) 0.0321(17) 0.0381(19) 0.0014(14) -0.0002(13) -0.0024(14)
C7 0.0207(13) 0.0243(16) 0.0374(18) 0.0051(13) 0.0004(12) 0.0012(12)
C8 0.0203(14) 0.0247(15) 0.0410(18) 0.0021(14) 0.0013(13) 0.0022(12)
C9 0.0339(17) 0.051(2) 0.039(2) -0.0012(18) 0.0100(16) 0.0117(17)
C10 0.0280(17) 0.048(2) 0.042(2) -0.0092(17) 0.0088(15) 0.0020(16)
C11 0.057(3) 0.060(3) 0.074(3) 0.018(3) 0.026(2) 0.028(2)
C12 0.051(2) 0.047(2) 0.061(3) -0.016(2) 0.012(2) 0.000(2)
C13 0.033(2) 0.086(4) 0.083(4) -0.020(3) 0.003(2) 0.002(2)
C14 0.059(3) 0.043(2) 0.060(3) 0.009(2) 0.018(2) 0.003(2)
O5 0.0305(12) 0.0397(13) 0.0492(16) -0.0037(12) 0.0140(11) 0.0005(10)
O6 0.0264(11) 0.0388(14) 0.0551(17) -0.0031(12) 0.0107(11) 0.0032(10)
O7 0.0251(11) 0.0223(11) 0.079(2) -0.0031(12) 0.0103(12) -0.0027(10)
N6 0.0267(13) 0.0179(12) 0.060(2) -0.0044(13) 0.0010(13) 0.0009(10)
N4 0.0204(11) 0.0196(13) 0.0465(18) 0.0008(12) 0.0023(11) -0.0014(10)
N5 0.0223(12) 0.0187(12) 0.0472(18) 0.0022(12) 0.0022(11) -0.0015(10)
O8 0.0210(10) 0.0226(11) 0.0612(17) -0.0013(11) 0.0072(11) 0.0011(9)
B2 0.0261(17) 0.038(2) 0.035(2) -0.0028(17) -0.0007(15) 0.0022(16)
C15 0.0230(14) 0.0316(17) 0.0367(19) 0.0027(14) -0.0011(13) 0.0022(14)
C16 0.0211(14) 0.0321(17) 0.0371(18) 0.0009(15) 0.0040(13) -0.0044(13)
C17 0.0222(14) 0.0236(15) 0.0431(19) 0.0018(14) 0.0026(13) -0.0003(13)
C18 0.0201(13) 0.0231(15) 0.0328(17) 0.0059(13) -0.0006(12) 0.0004(12)
C19 0.0213(14) 0.0243(15) 0.0439(19) 0.0013(14) 0.0008(13) -0.0024(12)
C20 0.0293(15) 0.0258(15) 0.0360(18) -0.0022(14) -0.0015(13) 0.0032(13)
C21 0.0215(14) 0.0213(15) 0.0415(19) 0.0022(13) -0.0007(13) -0.0011(12)
C22 0.0262(15) 0.0217(15) 0.0392(18) 0.0020(14) 0.0029(14) -0.0003(12)
C23 0.0236(15) 0.047(2) 0.043(2) -0.0098(18) 0.0067(14) 0.0003(15)
C24 0.0237(15) 0.0425(19) 0.045(2) -0.0117(17) 0.0072(14) 0.0022(14)
C25 0.045(2) 0.060(3) 0.049(2) -0.008(2) 0.0148(19) -0.006(2)
C26 0.0308(18) 0.073(3) 0.057(3) -0.015(2) -0.0032(17) -0.0019(19)
C27 0.0362(19) 0.067(3) 0.057(3) -0.023(2) 0.0042(18) -0.0120(19)
C28 0.041(2) 0.045(2) 0.075(3) -0.004(2) 0.011(2) 0.0082(18)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B1 1.349(5) . ?
O1 C9 1.473(4) . ?
O2 B1 1.375(5) . ?
O2 C10 1.469(4) . ?
O3 C7 1.228(4) . ?
N3 C8 1.317(4) . ?
N1 C7 1.369(4) . ?
N1 C4 1.405(4) . ?
N2 C7 1.380(4) . ?
N2 C8 1.396(4) . ?
O4 C8 1.243(4) . ?
B1 C1 1.554(5) . ?
C1 C2 1.394(5) . ?
C1 C6 1.404(5) . ?
C2 C3 1.382(5) . ?
C3 C4 1.409(5) . ?
C4 C5 1.396(4) . ?
C5 C6 1.387(5) . ?
C9 C11 1.526(7) . ?
C9 C12 1.529(6) . ?
C9 C10 1.547(6) . ?
C10 C14 1.509(6) . ?
C10 C13 1.523(5) . ?
O5 B2 1.363(5) . ?
O5 C23 1.466(4) . ?
O6 B2 1.373(5) . ?
O6 C24 1.459(4) . ?
O7 C21 1.212(4) . ?
N6 C22 1.324(4) . ?
N4 C21 1.363(4) . ?
N4 C18 1.413(4) . ?
N5 C22 1.376(4) . ?
N5 C21 1.393(4) . ?
O8 C22 1.246(4) . ?
B2 C15 1.544(5) . ?
C15 C16 1.393(5) . ?
C15 C20 1.412(5) . ?
C16 C17 1.395(5) . ?
C17 C18 1.395(4) . ?
C18 C19 1.397(5) . ?
C19 C20 1.379(5) . ?
C23 C25 1.502(6) . ?
C23 C26 1.530(5) . ?
C23 C24 1.553(5) . ?
C24 C27 1.507(6) . ?
C24 C28 1.526(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
B1 O1 C9 107.0(3) . . ?
B1 O2 C10 106.4(3) . . ?
C7 N1 C4 127.1(3) . . ?
C7 N2 C8 125.9(3) . . ?
O1 B1 O2 113.6(3) . . ?
O1 B1 C1 124.4(3) . . ?
O2 B1 C1 121.8(4) . . ?
C2 C1 C6 116.9(3) . . ?
C2 C1 B1 124.7(3) . . ?
C6 C1 B1 118.2(3) . . ?
C3 C2 C1 122.0(3) . . ?
C2 C3 C4 120.1(3) . . ?
C5 C4 N1 123.8(3) . . ?
C5 C4 C3 119.1(3) . . ?
N1 C4 C3 117.1(3) . . ?
C6 C5 C4 119.4(3) . . ?
C5 C6 C1 122.5(3) . . ?
O3 C7 N1 123.4(3) . . ?
O3 C7 N2 123.6(3) . . ?
N1 C7 N2 113.1(3) . . ?
O4 C8 N3 124.6(3) . . ?
O4 C8 N2 117.8(3) . . ?
N3 C8 N2 117.5(3) . . ?
O1 C9 C11 107.0(3) . . ?
O1 C9 C12 108.1(3) . . ?
C11 C9 C12 110.7(4) . . ?
O1 C9 C10 102.4(3) . . ?
C11 C9 C10 113.3(4) . . ?
C12 C9 C10 114.6(3) . . ?
O2 C10 C14 105.9(3) . . ?
O2 C10 C13 107.4(3) . . ?
C14 C10 C13 109.9(4) . . ?
O2 C10 C9 101.8(3) . . ?
C14 C10 C9 114.1(4) . . ?
C13 C10 C9 116.6(4) . . ?
B2 O5 C23 107.1(3) . . ?
B2 O6 C24 106.5(3) . . ?
C21 N4 C18 127.2(3) . . ?
C22 N5 C21 125.3(3) . . ?
O5 B2 O6 113.7(3) . . ?
O5 B2 C15 122.9(3) . . ?
O6 B2 C15 123.4(3) . . ?
C16 C15 C20 117.3(3) . . ?
C16 C15 B2 122.1(3) . . ?
C20 C15 B2 120.4(3) . . ?
C15 C16 C17 122.2(3) . . ?
C16 C17 C18 119.3(3) . . ?
C17 C18 C19 119.5(3) . . ?
C17 C18 N4 124.0(3) . . ?
C19 C18 N4 116.5(3) . . ?
C20 C19 C18 120.5(3) . . ?
C19 C20 C15 121.2(3) . . ?
O7 C21 N4 124.9(3) . . ?
O7 C21 N5 123.5(3) . . ?
N4 C21 N5 111.5(3) . . ?
O8 C22 N6 122.6(3) . . ?
O8 C22 N5 118.5(3) . . ?
N6 C22 N5 118.9(3) . . ?
O5 C23 C25 108.4(3) . . ?
O5 C23 C26 105.5(3) . . ?
C25 C23 C26 110.4(3) . . ?
O5 C23 C24 102.6(3) . . ?
C25 C23 C24 115.7(3) . . ?
C26 C23 C24 113.3(4) . . ?
O6 C24 C27 106.7(3) . . ?
O6 C24 C28 108.0(3) . . ?
C27 C24 C28 110.5(4) . . ?
O6 C24 C23 102.7(3) . . ?
C27 C24 C23 113.0(4) . . ?
C28 C24 C23 115.2(3) . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        67.98
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.074

# Attachment '- ic15355.cif'

data_ic15355
_database_code_depnum_ccdc_archive 'CCDC 881739'
#TrackingRef '- ic15355.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H52 N4 Zn'
_chemical_formula_weight         750.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5569(2)
_cell_length_b                   9.8055(2)
_cell_length_c                   23.4743(6)
_cell_angle_alpha                81.298(2)
_cell_angle_beta                 89.186(2)
_cell_angle_gamma                89.346(2)
_cell_volume                     1946.65(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4678
_cell_measurement_theta_min      3.8029
_cell_measurement_theta_max      76.3271

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             796
_exptl_absorpt_coefficient_mu    1.164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.98134
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Oxford Diffraction Gemini A'
_diffrn_measurement_method       CCD
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12010
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0300
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.81
_diffrn_reflns_theta_max         68.00
_reflns_number_total             12010
_reflns_number_gt                9522
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0863P)^2^+0.3645P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         12010
_refine_ls_number_parameters     482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.007
_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
Zn1 Zn 1.0000 0.5000 0.0000 0.02596(11) Uani 1 2 d S . .
N1 N 1.22034(18) 0.41842(16) 0.01007(7) 0.0256(3) Uani 1 1 d . . .
N2 N 0.98826(18) 0.50079(16) 0.08653(7) 0.0262(3) Uani 1 1 d . . .
C1 C 1.2768(2) 0.40303(19) -0.09142(9) 0.0282(4) Uani 1 1 d . . .
H1A H 1.3539 0.3753 -0.1170 0.034 Uiso 1 1 calc R . .
C2 C 1.3154(2) 0.38654(19) -0.03351(9) 0.0271(4) Uani 1 1 d . . .
C3 C 1.4626(2) 0.3315(2) -0.01049(9) 0.0300(4) Uani 1 1 d . . .
H3A H 1.5481 0.3010 -0.0317 0.036 Uiso 1 1 calc R . .
C4 C 1.4552(2) 0.3319(2) 0.04694(9) 0.0306(4) Uani 1 1 d . . .
H4A H 1.5350 0.3019 0.0738 0.037 Uiso 1 1 calc R . .
C5 C 1.3033(2) 0.38640(19) 0.05998(9) 0.0272(4) Uani 1 1 d . . .
C6 C 1.2505(2) 0.40712(19) 0.11475(9) 0.0277(4) Uani 1 1 d . . .
C7 C 1.1023(2) 0.46164(18) 0.12608(8) 0.0266(4) Uani 1 1 d . . .
C8 C 1.0458(2) 0.4822(2) 0.18253(9) 0.0305(4) Uani 1 1 d . . .
H8A H 1.1019 0.4642 0.2175 0.037 Uiso 1 1 calc R . .
C9 C 0.8977(2) 0.5319(2) 0.17608(9) 0.0305(4) Uani 1 1 d . . .
H9A H 0.8301 0.5545 0.2058 0.037 Uiso 1 1 calc R . .
C10 C 0.8626(2) 0.54416(19) 0.11622(9) 0.0278(4) Uani 1 1 d . . .
C11 C 1.3589(2) 0.3759(2) 0.16419(9) 0.0302(4) Uani 1 1 d . . .
C12 C 1.4121(2) 0.4830(2) 0.19202(9) 0.0323(4) Uani 1 1 d . . .
H12A H 1.3787 0.5750 0.1790 0.039 Uiso 1 1 calc R . .
C13 C 1.5118(3) 0.4572(2) 0.23794(10) 0.0369(5) Uani 1 1 d . . .
H13A H 1.5445 0.5317 0.2564 0.044 Uiso 1 1 calc R . .
C14 C 1.5659(3) 0.3247(3) 0.25803(10) 0.0388(5) Uani 1 1 d . . .
C15 C 1.5133(3) 0.2181(2) 0.23011(10) 0.0408(5) Uani 1 1 d . . .
H15A H 1.5482 0.1264 0.2428 0.049 Uiso 1 1 calc R . .
C16 C 1.4117(3) 0.2432(2) 0.18439(10) 0.0378(5) Uani 1 1 d . . .
H16A H 1.3774 0.1684 0.1665 0.045 Uiso 1 1 calc R . .
C17 C 1.6791(3) 0.2967(3) 0.30723(11) 0.0508(6) Uani 1 1 d . . .
H17A H 1.7082 0.1976 0.3128 0.061 Uiso 1 1 calc R . .
H17B H 1.7754 0.3501 0.2965 0.061 Uiso 1 1 calc R . .
C18 C 1.6175(3) 0.3326(4) 0.36352(12) 0.0616(8) Uani 1 1 d . . .
H18A H 1.5274 0.2726 0.3762 0.074 Uiso 1 1 calc R . .
H18B H 1.5787 0.4291 0.3570 0.074 Uiso 1 1 calc R . .
C19 C 1.7355(3) 0.3175(3) 0.41135(11) 0.0564(7) Uani 1 1 d . . .
H19A H 1.7665 0.2191 0.4201 0.068 Uiso 1 1 calc R . .
H19B H 1.8298 0.3701 0.3970 0.068 Uiso 1 1 calc R . .
C20 C 1.6827(4) 0.3646(5) 0.46612(13) 0.0761(10) Uani 1 1 d . . .
H20A H 1.6439 0.4608 0.4569 0.091 Uiso 1 1 calc R . .
H20B H 1.5933 0.3071 0.4820 0.091 Uiso 1 1 calc R . .
C21 C 1.8027(4) 0.3596(4) 0.51207(12) 0.0609(7) Uani 1 1 d . . .
H21A H 1.8360 0.2622 0.5230 0.073 Uiso 1 1 calc R . .
H21B H 1.8951 0.4114 0.4951 0.073 Uiso 1 1 calc R . .
C22 C 1.7572(4) 0.4143(5) 0.56566(14) 0.0770(10) Uani 1 1 d . . .
H22A H 1.7209 0.5109 0.5549 0.092 Uiso 1 1 calc R . .
H22B H 1.6672 0.3605 0.5835 0.092 Uiso 1 1 calc R . .
C23 C 1.8804(4) 0.4119(4) 0.60984(13) 0.0736(9) Uani 1 1 d . . .
H23A H 1.9721 0.4622 0.5915 0.088 Uiso 1 1 calc R . .
H23B H 1.9134 0.3148 0.6219 0.088 Uiso 1 1 calc R . .
C24 C 1.8369(5) 0.4723(5) 0.66283(15) 0.0986(14) Uani 1 1 d . . .
H24A H 1.9260 0.4644 0.6890 0.148 Uiso 1 1 calc R . .
H24B H 1.7478 0.4223 0.6822 0.148 Uiso 1 1 calc R . .
H24C H 1.8085 0.5698 0.6520 0.148 Uiso 1 1 calc R . .
Zn2 Zn 0.5000 0.0000 0.0000 0.03024(11) Uani 1 2 d S . .
N3 N 0.71927(19) 0.07279(17) 0.00933(8) 0.0302(4) Uani 1 1 d . . .
N4 N 0.48810(19) -0.05902(17) 0.08674(8) 0.0307(4) Uani 1 1 d . . .
C25 C 0.7756(2) 0.1566(2) -0.09233(10) 0.0327(4) Uani 1 1 d . . .
H25A H 0.8528 0.1999 -0.1182 0.039 Uiso 1 1 calc R . .
C26 C 0.8139(2) 0.13502(19) -0.03454(10) 0.0312(4) Uani 1 1 d . . .
C27 C 0.9582(3) 0.1747(2) -0.01158(10) 0.0341(4) Uani 1 1 d . . .
H27A H 1.0428 0.2200 -0.0330 0.041 Uiso 1 1 calc R . .
C28 C 0.9514(2) 0.1362(2) 0.04567(10) 0.0347(5) Uani 1 1 d . . .
H28A H 1.0305 0.1486 0.0724 0.042 Uiso 1 1 calc R . .
C29 C 0.8011(2) 0.07194(19) 0.05929(10) 0.0311(4) Uani 1 1 d . . .
C30 C 0.7486(2) 0.0148(2) 0.11446(10) 0.0320(4) Uani 1 1 d . . .
C31 C 0.6018(2) -0.04674(19) 0.12634(9) 0.0304(4) Uani 1 1 d . . .
C32 C 0.5447(3) -0.1038(2) 0.18306(9) 0.0343(4) Uani 1 1 d . . .
H32A H 0.5999 -0.1086 0.2182 0.041 Uiso 1 1 calc R . .
C33 C 0.3984(3) -0.1489(2) 0.17693(10) 0.0349(5) Uani 1 1 d . . .
H33A H 0.3312 -0.1909 0.2069 0.042 Uiso 1 1 calc R . .
C34 C 0.3634(2) -0.1220(2) 0.11696(10) 0.0320(4) Uani 1 1 d . . .
C35 C 0.8556(2) 0.0142(2) 0.16370(10) 0.0336(4) Uani 1 1 d . . .
C36 C 0.9066(3) 0.1344(2) 0.18210(11) 0.0413(5) Uani 1 1 d . . .
H36A H 0.8712 0.2215 0.1631 0.050 Uiso 1 1 calc R . .
C37 C 1.0079(3) 0.1290(2) 0.22758(12) 0.0465(6) Uani 1 1 d . . .
H37A H 1.0423 0.2127 0.2388 0.056 Uiso 1 1 calc R . .
C38 C 1.0610(3) 0.0037(3) 0.25742(11) 0.0437(5) Uani 1 1 d . . .
C39 C 1.0092(3) -0.1159(2) 0.23950(11) 0.0419(5) Uani 1 1 d . . .
H39A H 1.0428 -0.2028 0.2593 0.050 Uiso 1 1 calc R . .
C40 C 0.9098(3) -0.1117(2) 0.19357(10) 0.0373(5) Uani 1 1 d . . .
H40A H 0.8775 -0.1956 0.1819 0.045 Uiso 1 1 calc R . .
C41 C 1.1735(3) -0.0011(3) 0.30659(13) 0.0565(7) Uani 1 1 d . . .
H41A H 1.1967 -0.0990 0.3217 0.068 Uiso 1 1 calc R . .
H41B H 1.2726 0.0421 0.2914 0.068 Uiso 1 1 calc R . .
C42 C 1.1177(4) 0.0686(4) 0.35536(15) 0.0793(10) Uani 1 1 d . . .
H42A H 1.0154 0.0293 0.3691 0.095 Uiso 1 1 calc R . .
H42B H 1.1007 0.1677 0.3408 0.095 Uiso 1 1 calc R . .
C43 C 1.2259(4) 0.0563(4) 0.40565(14) 0.0669(8) Uani 1 1 d . . .
H43A H 1.2403 -0.0430 0.4205 0.080 Uiso 1 1 calc R . .
H43B H 1.3291 0.0923 0.3912 0.080 Uiso 1 1 calc R . .
C44 C 1.1790(5) 0.1269(5) 0.45471(18) 0.1014(16) Uani 1 1 d . . .
H44A H 1.0740 0.0940 0.4683 0.122 Uiso 1 1 calc R . .
H44B H 1.1695 0.2270 0.4405 0.122 Uiso 1 1 calc R . .
C45 C 1.2861(4) 0.1078(4) 0.50521(15) 0.0761(10) Uani 1 1 d . . .
H45A H 1.2910 0.0079 0.5202 0.091 Uiso 1 1 calc R . .
H45B H 1.3921 0.1354 0.4908 0.091 Uiso 1 1 calc R . .
C46 C 1.2498(5) 0.1815(6) 0.55444(17) 0.0986(14) Uani 1 1 d . . .
H46A H 1.1439 0.1542 0.5691 0.118 Uiso 1 1 calc R . .
H46B H 1.2457 0.2816 0.5398 0.118 Uiso 1 1 calc R . .
C47 C 1.3585(6) 0.1596(5) 0.60389(17) 0.0986(14) Uani 1 1 d . . .
H47A H 1.3592 0.0600 0.6196 0.118 Uiso 1 1 calc R . .
H47B H 1.4651 0.1833 0.5890 0.118 Uiso 1 1 calc R . .
C48 C 1.3258(6) 0.2373(7) 0.65202(18) 0.128(2) Uani 1 1 d . . .
H48A H 1.4047 0.2137 0.6819 0.192 Uiso 1 1 calc R . .
H48B H 1.2219 0.2132 0.6683 0.192 Uiso 1 1 calc R . .
H48C H 1.3292 0.3365 0.6378 0.192 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.02170(19) 0.03298(19) 0.02426(19) -0.00799(14) 0.00008(13) 0.00329(13)
N1 0.0210(8) 0.0303(8) 0.0267(8) -0.0084(6) 0.0008(6) 0.0007(6)
N2 0.0244(8) 0.0297(8) 0.0256(8) -0.0082(6) 0.0011(6) 0.0023(6)
C1 0.0254(10) 0.0292(9) 0.0313(10) -0.0094(8) 0.0063(7) 0.0004(7)
C2 0.0253(9) 0.0248(9) 0.0322(10) -0.0079(8) 0.0022(8) -0.0004(7)
C3 0.0220(9) 0.0310(10) 0.0383(11) -0.0098(8) 0.0010(8) 0.0024(7)
C4 0.0259(10) 0.0293(9) 0.0374(11) -0.0078(8) -0.0044(8) 0.0034(7)
C5 0.0240(9) 0.0249(9) 0.0333(10) -0.0061(8) -0.0019(7) 0.0002(7)
C6 0.0285(10) 0.0244(9) 0.0308(10) -0.0059(7) -0.0022(8) 0.0013(7)
C7 0.0289(10) 0.0247(9) 0.0267(10) -0.0055(7) 0.0002(8) -0.0007(7)
C8 0.0360(11) 0.0305(9) 0.0253(10) -0.0058(8) -0.0014(8) 0.0012(8)
C9 0.0339(11) 0.0299(9) 0.0285(10) -0.0080(8) 0.0056(8) 0.0006(8)
C10 0.0283(10) 0.0266(9) 0.0292(10) -0.0074(8) 0.0036(8) -0.0004(7)
C11 0.0273(10) 0.0344(10) 0.0298(10) -0.0079(8) 0.0009(8) 0.0012(8)
C12 0.0315(11) 0.0325(10) 0.0338(11) -0.0084(8) 0.0004(8) -0.0001(8)
C13 0.0340(11) 0.0460(12) 0.0336(11) -0.0146(9) -0.0012(9) -0.0037(9)
C14 0.0317(11) 0.0535(13) 0.0323(11) -0.0103(10) -0.0038(9) 0.0050(9)
C15 0.0436(13) 0.0392(11) 0.0398(12) -0.0073(9) -0.0090(10) 0.0107(9)
C16 0.0398(12) 0.0343(11) 0.0411(12) -0.0117(9) -0.0063(9) 0.0050(9)
C17 0.0458(14) 0.0696(16) 0.0384(13) -0.0124(12) -0.0133(11) 0.0095(12)
C18 0.0489(15) 0.100(2) 0.0381(14) -0.0157(14) -0.0121(12) 0.0019(15)
C19 0.0563(16) 0.0735(18) 0.0401(14) -0.0093(13) -0.0144(12) -0.0035(13)
C20 0.0617(19) 0.127(3) 0.0430(16) -0.0235(18) -0.0115(14) 0.0024(19)
C21 0.0677(18) 0.081(2) 0.0343(13) -0.0088(13) -0.0079(12) -0.0111(15)
C22 0.072(2) 0.118(3) 0.0446(16) -0.0234(18) -0.0115(15) 0.009(2)
C23 0.084(2) 0.102(3) 0.0363(15) -0.0161(16) -0.0086(14) -0.014(2)
C24 0.124(4) 0.133(4) 0.0453(18) -0.034(2) -0.023(2) 0.028(3)
Zn2 0.0245(2) 0.0316(2) 0.0343(2) -0.00424(15) 0.00548(15) -0.00278(14)
N3 0.0251(8) 0.0292(8) 0.0358(9) -0.0038(7) 0.0076(7) -0.0005(6)
N4 0.0271(8) 0.0297(8) 0.0358(9) -0.0068(7) 0.0075(7) -0.0026(6)
C25 0.0288(10) 0.0287(9) 0.0406(11) -0.0058(8) 0.0112(8) -0.0021(8)
C26 0.0259(10) 0.0238(9) 0.0439(12) -0.0060(8) 0.0076(8) 0.0010(7)
C27 0.0272(10) 0.0291(10) 0.0456(12) -0.0050(9) 0.0087(9) -0.0022(8)
C28 0.0272(10) 0.0283(9) 0.0493(13) -0.0089(9) 0.0024(9) -0.0025(8)
C29 0.0275(10) 0.0246(9) 0.0419(12) -0.0080(8) 0.0038(8) 0.0004(7)
C30 0.0304(10) 0.0257(9) 0.0406(12) -0.0079(8) 0.0017(9) 0.0018(7)
C31 0.0328(10) 0.0259(9) 0.0338(11) -0.0093(8) 0.0055(8) 0.0011(8)
C32 0.0375(11) 0.0317(10) 0.0346(11) -0.0082(8) 0.0032(9) 0.0006(8)
C33 0.0381(12) 0.0301(10) 0.0365(11) -0.0063(8) 0.0120(9) -0.0016(8)
C34 0.0309(11) 0.0254(9) 0.0398(11) -0.0065(8) 0.0095(8) -0.0017(7)
C35 0.0305(11) 0.0313(10) 0.0393(11) -0.0067(9) 0.0070(8) -0.0015(8)
C36 0.0420(13) 0.0315(11) 0.0500(14) -0.0046(10) -0.0036(10) -0.0008(9)
C37 0.0489(14) 0.0385(12) 0.0538(15) -0.0108(11) -0.0073(11) -0.0070(10)
C38 0.0358(12) 0.0499(13) 0.0450(13) -0.0062(11) -0.0008(10) -0.0001(10)
C39 0.0380(12) 0.0377(11) 0.0480(14) -0.0004(10) 0.0038(10) 0.0052(9)
C40 0.0374(12) 0.0314(10) 0.0429(12) -0.0051(9) 0.0044(9) -0.0016(8)
C41 0.0463(15) 0.0654(17) 0.0578(17) -0.0081(13) -0.0095(12) 0.0018(12)
C42 0.074(2) 0.106(3) 0.064(2) -0.0311(19) -0.0217(17) 0.021(2)
C43 0.0668(19) 0.0711(19) 0.0633(19) -0.0101(15) -0.0174(15) -0.0006(15)
C44 0.094(3) 0.144(4) 0.076(3) -0.048(3) -0.034(2) 0.039(3)
C45 0.083(2) 0.084(2) 0.061(2) -0.0104(17) -0.0224(18) -0.0002(19)
C46 0.090(3) 0.148(4) 0.062(2) -0.029(2) -0.022(2) 0.016(3)
C47 0.109(3) 0.123(4) 0.062(2) -0.004(2) -0.029(2) -0.019(3)
C48 0.119(4) 0.215(7) 0.053(2) -0.030(3) -0.015(2) -0.017(4)

_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 N2 2.0334(16) 2_765 ?
Zn1 N2 2.0335(16) . ?
Zn1 N1 2.0424(15) 2_765 ?
Zn1 N1 2.0424(15) . ?
N1 C2 1.368(3) . ?
N1 C5 1.372(2) . ?
N2 C7 1.368(2) . ?
N2 C10 1.371(3) . ?
C1 C2 1.388(3) . ?
C1 C10 1.395(3) 2_765 ?
C2 C3 1.444(3) . ?
C3 C4 1.349(3) . ?
C4 C5 1.446(3) . ?
C5 C6 1.400(3) . ?
C6 C7 1.408(3) . ?
C6 C11 1.489(3) . ?
C7 C8 1.446(3) . ?
C8 C9 1.354(3) . ?
C9 C10 1.428(3) . ?
C10 C1 1.395(3) 2_765 ?
C11 C16 1.389(3) . ?
C11 C12 1.401(3) . ?
C12 C13 1.376(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.397(3) . ?
C14 C17 1.509(3) . ?
C15 C16 1.382(3) . ?
C17 C18 1.505(4) . ?
C18 C19 1.510(3) . ?
C19 C20 1.493(4) . ?
C20 C21 1.495(4) . ?
C21 C22 1.486(4) . ?
C22 C23 1.487(4) . ?
C23 C24 1.497(5) . ?
Zn2 N4 2.0323(18) 2_655 ?
Zn2 N4 2.0323(18) . ?
Zn2 N3 2.0414(16) 2_655 ?
Zn2 N3 2.0414(16) . ?
N3 C26 1.373(3) . ?
N3 C29 1.373(3) . ?
N4 C34 1.372(3) . ?
N4 C31 1.374(3) . ?
C25 C26 1.384(3) . ?
C25 C34 1.398(3) 2_655 ?
C26 C27 1.435(3) . ?
C27 C28 1.341(3) . ?
C28 C29 1.449(3) . ?
C29 C30 1.401(3) . ?
C30 C31 1.405(3) . ?
C30 C35 1.484(3) . ?
C31 C32 1.445(3) . ?
C32 C33 1.349(3) . ?
C33 C34 1.428(3) . ?
C34 C25 1.398(3) 2_655 ?
C35 C36 1.392(3) . ?
C35 C40 1.402(3) . ?
C36 C37 1.379(3) . ?
C37 C38 1.394(4) . ?
C38 C39 1.385(4) . ?
C38 C41 1.508(3) . ?
C39 C40 1.378(3) . ?
C41 C42 1.490(5) . ?
C42 C43 1.501(4) . ?
C43 C44 1.480(5) . ?
C44 C45 1.497(4) . ?
C45 C46 1.481(5) . ?
C46 C47 1.486(5) . ?
C47 C48 1.477(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Zn1 N2 179.999(2) 2_765 . ?
N2 Zn1 N1 88.71(6) 2_765 2_765 ?
N2 Zn1 N1 91.29(6) . 2_765 ?
N2 Zn1 N1 91.30(6) 2_765 . ?
N2 Zn1 N1 88.70(6) . . ?
N1 Zn1 N1 180.0 2_765 . ?
C2 N1 C5 106.46(16) . . ?
C2 N1 Zn1 125.30(13) . . ?
C5 N1 Zn1 128.23(13) . . ?
C7 N2 C10 106.76(16) . . ?
C7 N2 Zn1 127.56(13) . . ?
C10 N2 Zn1 125.67(13) . . ?
C2 C1 C10 127.15(19) . 2_765 ?
N1 C2 C1 125.49(17) . . ?
N1 C2 C3 110.02(17) . . ?
C1 C2 C3 124.49(19) . . ?
C4 C3 C2 106.74(18) . . ?
C3 C4 C5 107.31(17) . . ?
N1 C5 C6 125.14(18) . . ?
N1 C5 C4 109.47(17) . . ?
C6 C5 C4 125.36(18) . . ?
C5 C6 C7 124.10(18) . . ?
C5 C6 C11 118.68(18) . . ?
C7 C6 C11 117.16(18) . . ?
N2 C7 C6 126.21(18) . . ?
N2 C7 C8 109.15(17) . . ?
C6 C7 C8 124.63(18) . . ?
C9 C8 C7 107.07(17) . . ?
C8 C9 C10 107.09(18) . . ?
N2 C10 C1 125.08(18) . 2_765 ?
N2 C10 C9 109.92(17) . . ?
C1 C10 C9 124.96(19) 2_765 . ?
C16 C11 C12 117.50(19) . . ?
C16 C11 C6 122.65(18) . . ?
C12 C11 C6 119.86(18) . . ?
C13 C12 C11 121.16(19) . . ?
C12 C13 C14 121.5(2) . . ?
C13 C14 C15 117.25(19) . . ?
C13 C14 C17 121.6(2) . . ?
C15 C14 C17 121.1(2) . . ?
C16 C15 C14 121.5(2) . . ?
C15 C16 C11 121.1(2) . . ?
C18 C17 C14 114.5(2) . . ?
C17 C18 C19 114.6(2) . . ?
C20 C19 C18 115.9(3) . . ?
C21 C20 C19 116.1(3) . . ?
C22 C21 C20 117.5(3) . . ?
C23 C22 C21 116.4(3) . . ?
C22 C23 C24 116.5(3) . . ?
N4 Zn2 N4 180.0 2_655 . ?
N4 Zn2 N3 88.85(7) 2_655 2_655 ?
N4 Zn2 N3 91.15(7) . 2_655 ?
N4 Zn2 N3 91.15(7) 2_655 . ?
N4 Zn2 N3 88.85(7) . . ?
N3 Zn2 N3 180.0 2_655 . ?
C26 N3 C29 106.25(17) . . ?
C26 N3 Zn2 125.64(14) . . ?
C29 N3 Zn2 128.11(14) . . ?
C34 N4 C31 106.64(18) . . ?
C34 N4 Zn2 125.86(14) . . ?
C31 N4 Zn2 127.49(14) . . ?
C26 C25 C34 127.5(2) . 2_655 ?
N3 C26 C25 125.03(19) . . ?
N3 C26 C27 109.94(19) . . ?
C25 C26 C27 125.0(2) . . ?
C28 C27 C26 107.26(19) . . ?
C27 C28 C29 107.30(19) . . ?
N3 C29 C30 125.17(19) . . ?
N3 C29 C28 109.25(19) . . ?
C30 C29 C28 125.6(2) . . ?
C29 C30 C31 124.3(2) . . ?
C29 C30 C35 118.51(19) . . ?
C31 C30 C35 117.20(19) . . ?
N4 C31 C30 126.06(19) . . ?
N4 C31 C32 108.96(18) . . ?
C30 C31 C32 125.0(2) . . ?
C33 C32 C31 107.26(19) . . ?
C32 C33 C34 107.28(19) . . ?
N4 C34 C25 124.8(2) . 2_655 ?
N4 C34 C33 109.85(18) . . ?
C25 C34 C33 125.3(2) 2_655 . ?
C36 C35 C40 117.4(2) . . ?
C36 C35 C30 122.93(19) . . ?
C40 C35 C30 119.66(19) . . ?
C37 C36 C35 120.9(2) . . ?
C36 C37 C38 121.6(2) . . ?
C39 C38 C37 117.5(2) . . ?
C39 C38 C41 121.3(2) . . ?
C37 C38 C41 121.2(2) . . ?
C40 C39 C38 121.4(2) . . ?
C39 C40 C35 121.1(2) . . ?
C42 C41 C38 115.2(2) . . ?
C41 C42 C43 114.9(3) . . ?
C44 C43 C42 117.4(3) . . ?
C43 C44 C45 116.1(3) . . ?
C46 C45 C44 118.7(3) . . ?
C45 C46 C47 117.2(4) . . ?
C48 C47 C46 117.2(4) . . ?

_diffrn_measured_fraction_theta_max 0.965
_diffrn_reflns_theta_full        68.00
_diffrn_measured_fraction_theta_full 0.965
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.061