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

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#                                CCDC 
# 
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# 
#  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.
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#  fide research purposes only. It may contain copyright material
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data_1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H43 N5 O Si2 Zn'
_chemical_formula_sum            'C22 H43 N5 O Si2 Zn'
_chemical_formula_weight         515.16

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'
Si Si 0.0817 0.0704 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.3640(15)
_cell_length_b                   15.6700(19)
_cell_length_c                   15.710(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.720(7)
_cell_angle_gamma                90
_cell_volume                     2807.5(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    1252
_cell_measurement_theta_min      2.599
_cell_measurement_theta_max      16.382

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.982
_shelx_estimated_absorpt_T_min   0.806
_shelx_estimated_absorpt_T_max   0.883
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5859
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19507
_diffrn_reflns_av_unetI/netI     0.0877
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.914
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.971
_reflns_number_total             4926
_reflns_number_gt                3241
_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 APEX'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS, XPREP'
_computing_structure_solution    'SHELXS-2013 (Sheldrick)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick)'
_computing_molecular_graphics    'WINGX v2013.3 (Farrugia)'
_computing_publication_material  'WINGX v2013.3 (Farrugia)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0913P)²+18.4462P] 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         4926
_refine_ls_number_parameters     401
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1549
_refine_ls_R_factor_gt           0.1116
_refine_ls_wR_factor_ref         0.2897
_refine_ls_wR_factor_gt          0.2680
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N5 N 0.4330(7) 0.2581(4) 0.3155(6) 0.0491(19) Uani 1 1 d . . . . .
C13 C 0.8165(8) 0.3678(6) 0.2259(6) 0.046(2) Uani 1 1 d . . . . .
Zn1 Zn 0.58084(18) 0.24378(14) 0.30365(14) 0.0372(5) Uani 0.7 1 d . . P A 1
Si1 Si 0.4216(7) 0.3628(5) 0.3429(6) 0.0375(15) Uani 0.7 1 d . . P A 1
Si2 Si 0.3573(6) 0.1698(4) 0.3243(5) 0.0428(16) Uani 0.7 1 d . . P A 1
N1 N 0.7216(12) 0.1645(8) 0.3918(14) 0.051(4) Uani 0.7 1 d . . P A 1
N2 N 0.8107(16) 0.1631(8) 0.3595(11) 0.049(4) Uani 0.7 1 d . . P A 1
N3 N 0.5908(13) 0.1877(8) 0.1884(10) 0.043(4) Uani 0.7 1 d . . P A 1
N4 N 0.7038(14) 0.1755(8) 0.1955(11) 0.042(3) Uani 0.7 1 d . . P A 1
O1 O 0.6907(7) 0.3291(5) 0.3061(6) 0.041(2) Uani 0.7 1 d . . P A 1
C1 C 0.9080(17) 0.1286(13) 0.4257(16) 0.070(7) Uani 0.7 1 d . . P A 1
C2 C 0.877(2) 0.1116(17) 0.4966(15) 0.104(10) Uani 0.7 1 d . . P A 1
H2 H 0.9268 0.0891 0.5530 0.125 Uiso 0.7 1 calc R U P A 1
C3 C 0.765(2) 0.1313(14) 0.4748(13) 0.070(8) Uani 0.7 1 d . . P A 1
C4 C 1.0158(16) 0.1195(16) 0.4082(14) 0.097(8) Uani 0.7 1 d . . P A 1
H4A H 1.0031 0.1417 0.3481 0.145 Uiso 0.7 1 calc R U P A 1
H4B H 1.0368 0.0603 0.4109 0.145 Uiso 0.7 1 calc R U P A 1
H4C H 1.0781 0.1507 0.4541 0.145 Uiso 0.7 1 calc R U P A 1
C5 C 0.6851(17) 0.1268(14) 0.5273(13) 0.082(7) Uani 0.7 1 d . . P A 1
H5A H 0.6096 0.1497 0.4898 0.123 Uiso 0.7 1 calc R U P A 1
H5B H 0.7183 0.1594 0.5832 0.123 Uiso 0.7 1 calc R U P A 1
H5C H 0.6765 0.0684 0.5422 0.123 Uiso 0.7 1 calc R U P A 1
C6 C 0.7131(16) 0.1316(10) 0.1260(13) 0.051(4) Uani 0.7 1 d . . P A 1
C7 C 0.5975(18) 0.1212(9) 0.0618(11) 0.053(4) Uani 0.7 1 d . . P A 1
H7 H 0.5718 0.0987 0.0024 0.064 Uiso 0.7 1 calc R U P A 1
C8 C 0.5286(13) 0.1540(11) 0.1104(16) 0.047(4) Uani 0.7 1 d . . P A 1
C9 C 0.8221(14) 0.1096(12) 0.1133(11) 0.061(5) Uani 0.7 1 d . . P A 1
H9A H 0.8886 0.1243 0.1680 0.092 Uiso 0.7 1 calc R U P A 1
H9B H 0.8254 0.1408 0.0618 0.092 Uiso 0.7 1 calc R U P A 1
H9C H 0.8232 0.0495 0.1019 0.092 Uiso 0.7 1 calc R U P A 1
C10 C 0.3934(14) 0.1552(12) 0.0695(11) 0.063(4) Uani 0.7 1 d . . P A 1
H10A H 0.3659 0.1795 0.1136 0.094 Uiso 0.7 1 calc R U P A 1
H10B H 0.3643 0.0980 0.0553 0.094 Uiso 0.7 1 calc R U P A 1
H10C H 0.3658 0.1890 0.0142 0.094 Uiso 0.7 1 calc R U P A 1
C11 C 0.7983(12) 0.2104(8) 0.2744(12) 0.035(3) Uani 0.7 1 d . . P A 1
H11 H 0.8709 0.2022 0.2642 0.042 Uiso 0.7 1 calc R U P A 1
C12 C 0.7890(10) 0.3085(7) 0.2937(8) 0.033(3) Uani 0.7 1 d . . P A 1
H12 H 0.8526 0.3188 0.3538 0.039 Uiso 0.7 1 calc R U P A 1
C14 C 0.7072(13) 0.3613(9) 0.1233(10) 0.063(4) Uani 0.7 1 d . . P A 1
H14A H 0.7014 0.3038 0.1006 0.094 Uiso 0.7 1 calc R U P A 1
H14B H 0.7218 0.3993 0.0810 0.094 Uiso 0.7 1 calc R U P A 1
H14C H 0.6350 0.3769 0.1287 0.094 Uiso 0.7 1 calc R U P A 1
C15 C 0.8200(17) 0.4576(9) 0.2565(15) 0.075(5) Uani 0.7 1 d . . P A 1
H15A H 0.7526 0.4691 0.2708 0.112 Uiso 0.7 1 calc R U P A 1
H15B H 0.8197 0.4951 0.2081 0.112 Uiso 0.7 1 calc R U P A 1
H15C H 0.8900 0.4669 0.3104 0.112 Uiso 0.7 1 calc R U P A 1
C16 C 0.925(2) 0.3458(15) 0.2161(19) 0.056(6) Uani 0.7 1 d . . P A 1
H16A H 0.9218 0.2876 0.1964 0.084 Uiso 0.7 1 calc R U P A 1
H16B H 0.9895 0.3529 0.2743 0.084 Uiso 0.7 1 calc R U P A 1
H16C H 0.9358 0.3825 0.1710 0.084 Uiso 0.7 1 calc R U P A 1
C17 C 0.433(2) 0.4343(14) 0.2559(16) 0.082(7) Uani 0.7 1 d . . P A 1
H17A H 0.3712 0.4217 0.1974 0.123 Uiso 0.7 1 calc R U P A 1
H17B H 0.5073 0.4269 0.2516 0.123 Uiso 0.7 1 calc R U P A 1
H17C H 0.4249 0.4923 0.2727 0.123 Uiso 0.7 1 calc R U P A 1
C18 C 0.5399(18) 0.3886(13) 0.4564(14) 0.080(6) Uani 0.7 1 d . . P A 1
H18A H 0.5333 0.3519 0.5031 0.120 Uiso 0.7 1 calc R U P A 1
H18B H 0.5325 0.4470 0.4719 0.120 Uiso 0.7 1 calc R U P A 1
H18C H 0.6149 0.3803 0.4528 0.120 Uiso 0.7 1 calc R U P A 1
C19 C 0.2672(17) 0.3851(15) 0.3405(14) 0.057(5) Uani 0.7 1 d . . P A 1
H19A H 0.2533 0.3493 0.3848 0.086 Uiso 0.7 1 calc R U P A 1
H19B H 0.2097 0.3733 0.2800 0.086 Uiso 0.7 1 calc R U P A 1
H19C H 0.2617 0.4439 0.3555 0.086 Uiso 0.7 1 calc R U P A 1
C20 C 0.326(2) 0.1604(18) 0.4308(18) 0.068(7) Uani 0.7 1 d . . P A 1
H20A H 0.2990 0.2144 0.4440 0.101 Uiso 0.7 1 calc R U P A 1
H20B H 0.3959 0.1439 0.4816 0.101 Uiso 0.7 1 calc R U P A 1
H20C H 0.2663 0.1180 0.4216 0.101 Uiso 0.7 1 calc R U P A 1
C21 C 0.2043(19) 0.1718(14) 0.2364(19) 0.074(7) Uani 0.7 1 d . . P A 1
H21A H 0.1657 0.2226 0.2441 0.111 Uiso 0.7 1 calc R U P A 1
H21B H 0.1627 0.1226 0.2440 0.111 Uiso 0.7 1 calc R U P A 1
H21C H 0.2058 0.1713 0.1757 0.111 Uiso 0.7 1 calc R U P A 1
C22 C 0.413(2) 0.0707(14) 0.306(2) 0.056(6) Uani 0.7 1 d . . P A 1
H22A H 0.4299 0.0738 0.2512 0.084 Uiso 0.7 1 calc R U P A 1
H22B H 0.3565 0.0267 0.2990 0.084 Uiso 0.7 1 calc R U P A 1
H22C H 0.4842 0.0578 0.3580 0.084 Uiso 0.7 1 calc R U P A 1
Zn1A Zn 0.5414(4) 0.2464(3) 0.2591(3) 0.0361(11) Uani 0.3 1 d . . P A 2
Si1A Si 0.4096(19) 0.3544(14) 0.3571(15) 0.036(5) Uiso 0.3 1 d . . P A 2
Si2A Si 0.3329(13) 0.1808(10) 0.3068(10) 0.030(4) Uiso 0.3 1 d . . P A 2
O1A O 0.6361(18) 0.3353(13) 0.2380(16) 0.046(5) Uiso 0.3 1 d . . P A 2
N1A N 0.698(2) 0.1862(15) 0.3561(17) 0.020(6) Uiso 0.3 1 d . . P A 2
N2A N 0.785(2) 0.1800(19) 0.322(3) 0.025(7) Uiso 0.3 1 d . . P A 2
C1A C 0.884(4) 0.142(3) 0.389(3) 0.034(9) Uiso 0.3 1 d . . P A 2
C2A C 0.864(4) 0.127(3) 0.461(4) 0.044(10) Uiso 0.3 1 d . . P A 2
H2A H 0.9193 0.1040 0.5147 0.053 Uiso 0.3 1 calc R U P A 2
C3A C 0.744(4) 0.149(3) 0.448(4) 0.031(9) Uiso 0.3 1 d . . P A 2
C4A C 0.991(4) 0.130(3) 0.362(3) 0.067(12) Uiso 0.3 1 d . . P A 2
H4A1 H 0.9694 0.1442 0.2978 0.100 Uiso 0.3 1 calc R U P A 2
H4A2 H 1.0159 0.0710 0.3710 0.100 Uiso 0.3 1 calc R U P A 2
H4A3 H 1.0540 0.1657 0.3992 0.100 Uiso 0.3 1 calc R U P A 2
C5A C 0.677(3) 0.154(2) 0.499(3) 0.041(9) Uiso 0.3 1 d . . P A 2
H5A1 H 0.6001 0.1743 0.4605 0.062 Uiso 0.3 1 calc R U P A 2
H5A2 H 0.7124 0.1920 0.5495 0.062 Uiso 0.3 1 calc R U P A 2
H5A3 H 0.6702 0.0980 0.5215 0.062 Uiso 0.3 1 calc R U P A 2
N3A N 0.557(4) 0.169(3) 0.159(3) 0.034(10) Uiso 0.3 1 d . . P A 2
N4A N 0.664(3) 0.159(2) 0.164(2) 0.039(10) Uiso 0.3 1 d . . P A 2
C6A C 0.671(4) 0.120(3) 0.088(3) 0.039(10) Uiso 0.3 1 d . . P A 2
C7A C 0.552(3) 0.091(2) 0.030(3) 0.043(8) Uiso 0.3 1 d . . P A 2
H7A H 0.5263 0.0578 -0.0227 0.051 Uiso 0.3 1 calc R U P A 2
C8A C 0.486(3) 0.128(2) 0.078(2) 0.031(8) Uiso 0.3 1 d . . P A 2
C9A C 0.786(3) 0.094(2) 0.082(2) 0.032(8) Uiso 0.3 1 d . . P A 2
H9A1 H 0.8497 0.1220 0.1303 0.047 Uiso 0.3 1 calc R U P A 2
H9A2 H 0.7860 0.1097 0.0234 0.047 Uiso 0.3 1 calc R U P A 2
H9A3 H 0.7954 0.0332 0.0902 0.047 Uiso 0.3 1 calc R U P A 2
C10A C 0.355(3) 0.123(3) 0.043(3) 0.059(11) Uiso 0.3 1 d . . P A 2
H10D H 0.3279 0.1521 0.0852 0.089 Uiso 0.3 1 calc R U P A 2
H10E H 0.3308 0.0646 0.0378 0.089 Uiso 0.3 1 calc R U P A 2
H10F H 0.3210 0.1501 -0.0165 0.089 Uiso 0.3 1 calc R U P A 2
C11A C 0.758(4) 0.212(3) 0.229(3) 0.042(10) Uiso 0.3 1 d . . P A 2
H11A H 0.8274 0.2018 0.2149 0.051 Uiso 0.3 1 calc R U P A 2
C12A C 0.723(2) 0.3098(16) 0.2048(19) 0.033(6) Uiso 0.3 1 d . . P A 2
H12A H 0.6834 0.3116 0.1374 0.040 Uiso 0.3 1 calc R U P A 2
C14A C 0.877(3) 0.376(2) 0.340(2) 0.057(8) Uiso 0.3 1 d . . P A 2
H14D H 0.9409 0.4161 0.3570 0.086 Uiso 0.3 1 calc R U P A 2
H14E H 0.9062 0.3213 0.3662 0.086 Uiso 0.3 1 calc R U P A 2
H14F H 0.8196 0.3957 0.3625 0.086 Uiso 0.3 1 calc R U P A 2
C15A C 0.772(4) 0.460(3) 0.204(3) 0.074(15) Uiso 0.3 1 d . . P A 2
H15D H 0.8382 0.4976 0.2183 0.111 Uiso 0.3 1 calc R U P A 2
H15E H 0.7274 0.4749 0.2392 0.111 Uiso 0.3 1 calc R U P A 2
H15F H 0.7241 0.4643 0.1390 0.111 Uiso 0.3 1 calc R U P A 2
C16A C 0.917(6) 0.343(4) 0.188(4) 0.055(18) Uiso 0.3 1 d . . P A 2
H16D H 0.9713 0.3895 0.1986 0.082 Uiso 0.3 1 calc R U P A 2
H16E H 0.8812 0.3319 0.1225 0.082 Uiso 0.3 1 calc R U P A 2
H16F H 0.9581 0.2930 0.2189 0.082 Uiso 0.3 1 calc R U P A 2
C17A C 0.457(3) 0.445(3) 0.286(3) 0.029(8) Uiso 0.3 1 d . . P A 2
H17D H 0.5283 0.4285 0.2798 0.043 Uiso 0.3 1 calc R U P A 2
H17E H 0.4684 0.4985 0.3181 0.043 Uiso 0.3 1 calc R U P A 2
H17F H 0.3959 0.4514 0.2254 0.043 Uiso 0.3 1 calc R U P A 2
C18A C 0.517(4) 0.362(3) 0.480(3) 0.058(13) Uiso 0.3 1 d . . P A 2
H18D H 0.5933 0.3450 0.4830 0.087 Uiso 0.3 1 calc R U P A 2
H18E H 0.4929 0.3243 0.5174 0.087 Uiso 0.3 1 calc R U P A 2
H18F H 0.5199 0.4193 0.5010 0.087 Uiso 0.3 1 calc R U P A 2
C19A C 0.285(4) 0.385(4) 0.372(3) 0.045(13) Uiso 0.3 1 d . . P A 2
H19D H 0.2198 0.3849 0.3130 0.067 Uiso 0.3 1 calc R U P A 2
H19E H 0.2950 0.4407 0.3982 0.067 Uiso 0.3 1 calc R U P A 2
H19F H 0.2688 0.3449 0.4121 0.067 Uiso 0.3 1 calc R U P A 2
C20A C 0.361(4) 0.167(4) 0.441(4) 0.042(12) Uiso 0.3 1 d . . P A 2
H20D H 0.4431 0.1583 0.4757 0.064 Uiso 0.3 1 calc R U P A 2
H20E H 0.3180 0.1183 0.4480 0.064 Uiso 0.3 1 calc R U P A 2
H20F H 0.3351 0.2171 0.4622 0.064 Uiso 0.3 1 calc R U P A 2
C21A C 0.187(5) 0.194(3) 0.222(4) 0.044(12) Uiso 0.3 1 d . . P A 2
H21D H 0.1884 0.1944 0.1617 0.066 Uiso 0.3 1 calc R U P A 2
H21E H 0.1556 0.2476 0.2328 0.066 Uiso 0.3 1 calc R U P A 2
H21F H 0.1383 0.1483 0.2272 0.066 Uiso 0.3 1 calc R U P A 2
C22A C 0.440(6) 0.076(5) 0.302(5) 0.057(19) Uiso 0.3 1 d . . P A 2
H22D H 0.5129 0.0786 0.3542 0.086 Uiso 0.3 1 calc R U P A 2
H22E H 0.4547 0.0797 0.2461 0.086 Uiso 0.3 1 calc R U P A 2
H22F H 0.4004 0.0239 0.3024 0.086 Uiso 0.3 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N5 Si2A 1.699(18) . ?
N5 Si2 1.706(10) . ?
N5 Si1A 1.71(2) . ?
N5 Si1 1.715(10) . ?
N5 Zn1A 1.880(8) . ?
N5 Zn1 1.921(7) . ?
C13 C12A 1.41(3) . ?
C13 C16 1.45(2) . ?
C13 C15 1.483(17) . ?
C13 C15A 1.53(5) . ?
C13 C12 1.547(13) . ?
C13 C16A 1.62(6) . ?
C13 C14A 1.66(3) . ?
C13 C14 1.659(16) . ?
Zn1 O1 1.896(8) . ?
Zn1 N3 2.058(14) . ?
Zn1 N1 2.152(17) . ?
Zn1 Si1 2.945(8) . ?
Si1 C17 1.81(3) . ?
Si1 C18 1.86(2) . ?
Si1 C19 1.93(2) . ?
Si2 C22 1.77(2) . ?
Si2 C21 1.86(2) . ?
Si2 C20 1.86(3) . ?
N1 C3 1.31(2) . ?
N1 N2 1.379(18) . ?
N2 C1 1.36(2) . ?
N2 C11 1.485(18) . ?
N3 C8 1.28(2) . ?
N3 N4 1.37(2) . ?
N4 C6 1.33(2) . ?
N4 C11 1.44(2) . ?
O1 C12 1.343(13) . ?
C1 C2 1.34(3) . ?
C1 C4 1.47(3) . ?
C2 C3 1.33(3) . ?
C3 C5 1.52(3) . ?
C6 C7 1.40(2) . ?
C6 C9 1.48(2) . ?
C7 C8 1.44(2) . ?
C8 C10 1.54(2) . ?
C11 C12 1.579(16) . ?
Zn1A O1A 1.93(2) . ?
Zn1A N3A 2.06(4) . ?
Zn1A N1A 2.16(2) . ?
Si1A C19A 1.72(6) . ?
Si1A C18A 1.87(6) . ?
Si1A C17A 2.03(5) . ?
Si2A C21A 1.79(6) . ?
Si2A C20A 2.01(6) . ?
Si2A C22A 2.12(7) . ?
O1A C12A 1.42(3) . ?
N1A N2A 1.38(4) . ?
N1A C3A 1.45(6) . ?
N2A C1A 1.41(5) . ?
N2A C11A 1.45(5) . ?
C1A C2A 1.27(6) . ?
C1A C4A 1.55(6) . ?
C2A C3A 1.46(7) . ?
C3A C5A 1.36(7) . ?
N3A N4A 1.30(6) . ?
N3A C8A 1.39(5) . ?
N4A C6A 1.38(6) . ?
N4A C11A 1.46(5) . ?
C6A C7A 1.48(5) . ?
C6A C9A 1.51(5) . ?
C7A C8A 1.43(4) . ?
C8A C10A 1.50(5) . ?
C11A C12A 1.60(5) . ?

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
Si2A N5 Si1A 115.7(9) . . ?
Si2 N5 Si1 130.9(5) . . ?
Si2A N5 Zn1A 121.4(7) . . ?
Si1A N5 Zn1A 121.5(7) . . ?
Si2 N5 Zn1 119.0(4) . . ?
Si1 N5 Zn1 108.1(5) . . ?
C16 C13 C15 110.3(13) . . ?
C12A C13 C15A 111(2) . . ?
C16 C13 C12 112.9(12) . . ?
C15 C13 C12 109.5(10) . . ?
C12A C13 C16A 116(3) . . ?
C15A C13 C16A 113(3) . . ?
C12A C13 C14A 107.1(17) . . ?
C15A C13 C14A 98(2) . . ?
C16A C13 C14A 109(3) . . ?
C16 C13 C14 108.8(13) . . ?
C15 C13 C14 106.5(11) . . ?
C12 C13 C14 108.6(8) . . ?
O1 Zn1 N5 128.1(3) . . ?
O1 Zn1 N3 91.9(5) . . ?
N5 Zn1 N3 121.2(5) . . ?
O1 Zn1 N1 90.0(4) . . ?
N5 Zn1 N1 124.7(5) . . ?
N3 Zn1 N1 90.6(6) . . ?
O1 Zn1 Si1 94.6(3) . . ?
N5 Zn1 Si1 33.6(3) . . ?
N3 Zn1 Si1 136.6(4) . . ?
N1 Zn1 Si1 132.2(5) . . ?
N5 Si1 C17 111.4(9) . . ?
N5 Si1 C18 109.7(8) . . ?
C17 Si1 C18 109.1(11) . . ?
N5 Si1 C19 110.3(9) . . ?
C17 Si1 C19 103.6(11) . . ?
C18 Si1 C19 112.7(10) . . ?
N5 Si1 Zn1 38.3(3) . . ?
C17 Si1 Zn1 89.0(9) . . ?
C18 Si1 Zn1 89.8(7) . . ?
C19 Si1 Zn1 148.1(8) . . ?
N5 Si2 C22 116.0(9) . . ?
N5 Si2 C21 111.0(8) . . ?
C22 Si2 C21 104.1(12) . . ?
N5 Si2 C20 116.6(9) . . ?
C22 Si2 C20 107.9(13) . . ?
C21 Si2 C20 99.3(12) . . ?
C3 N1 N2 106.2(15) . . ?
C3 N1 Zn1 142.1(14) . . ?
N2 N1 Zn1 109.6(13) . . ?
C1 N2 N1 108.8(15) . . ?
C1 N2 C11 129.8(19) . . ?
N1 N2 C11 120.3(16) . . ?
C8 N3 N4 103.7(13) . . ?
C8 N3 Zn1 143.0(12) . . ?
N4 N3 Zn1 113.2(11) . . ?
C6 N4 N3 114.4(17) . . ?
C6 N4 C11 127.0(14) . . ?
N3 N4 C11 118.5(13) . . ?
C12 O1 Zn1 120.5(7) . . ?
C2 C1 N2 105(2) . . ?
C2 C1 C4 135.2(18) . . ?
N2 C1 C4 120(2) . . ?
C3 C2 C1 110(2) . . ?
N1 C3 C2 109.8(19) . . ?
N1 C3 C5 117.0(18) . . ?
C2 C3 C5 133.1(17) . . ?
N4 C6 C7 105.2(15) . . ?
N4 C6 C9 127.1(17) . . ?
C7 C6 C9 127.2(16) . . ?
C6 C7 C8 102.9(14) . . ?
N3 C8 C7 113.2(13) . . ?
N3 C8 C10 123.2(16) . . ?
C7 C8 C10 123.5(19) . . ?
N4 C11 N2 110.6(13) . . ?
N4 C11 C12 116.1(11) . . ?
N2 C11 C12 107.6(11) . . ?
O1 C12 C13 114.0(9) . . ?
O1 C12 C11 113.6(9) . . ?
C13 C12 C11 113.6(9) . . ?
N5 Zn1A O1A 126.9(7) . . ?
N5 Zn1A N3A 135.6(13) . . ?
O1A Zn1A N3A 93.0(14) . . ?
N5 Zn1A N1A 108.5(7) . . ?
O1A Zn1A N1A 90.0(9) . . ?
N3A Zn1A N1A 87.7(14) . . ?
N5 Si1A C19A 126(2) . . ?
N5 Si1A C18A 106.7(19) . . ?
C19A Si1A C18A 99(2) . . ?
N5 Si1A C17A 106.2(15) . . ?
C19A Si1A C17A 110(2) . . ?
C18A Si1A C17A 106.5(19) . . ?
N5 Si2A C21A 118.0(18) . . ?
N5 Si2A C20A 99.6(16) . . ?
C21A Si2A C20A 120(2) . . ?
N5 Si2A C22A 96.2(17) . . ?
C21A Si2A C22A 122(3) . . ?
C20A Si2A C22A 96(3) . . ?
C12A O1A Zn1A 117.1(16) . . ?
N2A N1A C3A 107(3) . . ?
N2A N1A Zn1A 112(2) . . ?
C3A N1A Zn1A 141(3) . . ?
N1A N2A C1A 109(3) . . ?
N1A N2A C11A 117(3) . . ?
C1A N2A C11A 134(3) . . ?
C2A C1A N2A 110(4) . . ?
C2A C1A C4A 134(5) . . ?
N2A C1A C4A 116(3) . . ?
C1A C2A C3A 111(4) . . ?
C5A C3A N1A 118(4) . . ?
C5A C3A C2A 139(5) . . ?
N1A C3A C2A 103(4) . . ?
N4A N3A C8A 106(4) . . ?
N4A N3A Zn1A 114(3) . . ?
C8A N3A Zn1A 139(3) . . ?
N3A N4A C6A 114(3) . . ?
N3A N4A C11A 120(4) . . ?
C6A N4A C11A 124(4) . . ?
N4A C6A C7A 106(4) . . ?
N4A C6A C9A 123(4) . . ?
C7A C6A C9A 128(3) . . ?
C8A C7A C6A 101(3) . . ?
N3A C8A C7A 112(3) . . ?
N3A C8A C10A 125(3) . . ?
C7A C8A C10A 123(3) . . ?
N2A C11A N4A 109(3) . . ?
N2A C11A C12A 120(3) . . ?
N4A C11A C12A 108(3) . . ?
C13 C12A O1A 114(2) . . ?
C13 C12A C11A 116(2) . . ?
O1A C12A C11A 111(2) . . ?

_refine_diff_density_max         1.184
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.106

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1012781'
#######################################################################
#
#                 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_3

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H41 N5 O Si2 Zn'
_chemical_formula_sum            'C25 H41 N5 O Si2 Zn'
_chemical_formula_weight         549.18

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'
Si Si 0.0817 0.0704 '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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   31.746(9)
_cell_length_b                   10.760(4)
_cell_length_c                   21.751(8)
_cell_angle_alpha                90
_cell_angle_beta                 124.508(11)
_cell_angle_gamma                90
_cell_volume                     6123(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    845
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      18.0

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_F_000             2336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.905
_shelx_estimated_absorpt_T_min   0.819
_shelx_estimated_absorpt_T_max   0.876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6384
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16774
_diffrn_reflns_av_unetI/netI     0.1488
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.115
_diffrn_reflns_theta_max         30.384
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             9022
_reflns_number_gt                3680
_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 APEX'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS, XPREP'
_computing_structure_solution    'SHELXS-2013 (Sheldrick)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick)'
_computing_molecular_graphics    'WINGX v2013.3 (Farrugia)'
_computing_publication_material  'WINGX v2013.3 (Farrugia)'



_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0736P)²] 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         9022
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1720
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_ref         0.1820
_refine_ls_wR_factor_gt          0.1345
_refine_ls_goodness_of_fit_ref   0.861
_refine_ls_restrained_S_all      0.861
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.16740(2) 0.10325(4) 0.57473(2) 0.04872(17) Uani 1 1 d . . . . .
N1 N 0.15874(11) 0.1547(3) 0.65911(16) 0.0487(8) Uani 1 1 d . . . . .
N2 N 0.20472(11) 0.1707(3) 0.72645(16) 0.0449(7) Uani 1 1 d . . . . .
N3 N 0.22194(11) 0.2468(3) 0.61156(15) 0.0469(7) Uani 1 1 d . . . . .
N4 N 0.25802(11) 0.2407(3) 0.68704(15) 0.0408(7) Uani 1 1 d . . . . .
N5 N 0.11194(12) 0.0756(3) 0.47399(17) 0.0580(9) Uani 1 1 d . . . . .
O4 O 0.21956(9) -0.0168(3) 0.63861(13) 0.0538(7) Uani 1 1 d . . . . .
Si1 Si 0.10876(5) -0.07317(13) 0.44536(6) 0.0627(4) Uani 1 1 d . . . . .
Si2 Si 0.07118(5) 0.19578(14) 0.42378(7) 0.0684(4) Uani 1 1 d . . . . .
C1 C 0.19857(16) 0.1795(4) 0.7831(2) 0.0487(9) Uani 1 1 d . . . . .
C2 C 0.14742(17) 0.1698(4) 0.7512(2) 0.0572(10) Uani 1 1 d . . . . .
H2 H 0.1313 0.1729 0.7760 0.069 Uiso 1 1 calc R U . . .
C3 C 0.12358(15) 0.1544(4) 0.6747(2) 0.0532(10) Uani 1 1 d . . . . .
C4 C 0.24288(17) 0.1957(4) 0.8624(2) 0.0604(11) Uani 1 1 d . . . . .
H4A H 0.2659 0.1267 0.8770 0.091 Uiso 1 1 calc R U . . .
H4B H 0.2308 0.1995 0.8940 0.091 Uiso 1 1 calc R U . . .
H4C H 0.2605 0.2714 0.8671 0.091 Uiso 1 1 calc R U . . .
C5 C 0.06844(16) 0.1385(5) 0.6142(3) 0.0767(14) Uani 1 1 d . . . . .
H5A H 0.0514 0.2172 0.6033 0.115 Uiso 1 1 calc R U . . .
H5B H 0.0534 0.0807 0.6301 0.115 Uiso 1 1 calc R U . . .
H5C H 0.0650 0.1072 0.5703 0.115 Uiso 1 1 calc R U . . .
C6 C 0.29913(14) 0.3124(4) 0.7081(2) 0.0459(9) Uani 1 1 d . . . . .
C7 C 0.28879(15) 0.3681(4) 0.6445(2) 0.0520(10) Uani 1 1 d . . . . .
H7 H 0.3098 0.4232 0.6408 0.062 Uiso 1 1 calc R U . . .
C8 C 0.24086(15) 0.3266(4) 0.5863(2) 0.0512(10) Uani 1 1 d . . . . .
C9 C 0.34479(15) 0.3232(4) 0.7869(2) 0.0599(11) Uani 1 1 d . . . . .
H9A H 0.3342 0.3509 0.8181 0.090 Uiso 1 1 calc R U . . .
H9B H 0.3684 0.3821 0.7893 0.090 Uiso 1 1 calc R U . . .
H9C H 0.3611 0.2437 0.8039 0.090 Uiso 1 1 calc R U . . .
C10 C 0.21176(19) 0.3612(5) 0.5054(2) 0.0758(14) Uani 1 1 d . . . . .
H10A H 0.1887 0.2952 0.4757 0.114 Uiso 1 1 calc R U . . .
H10B H 0.2353 0.3745 0.4915 0.114 Uiso 1 1 calc R U . . .
H10C H 0.1927 0.4360 0.4970 0.114 Uiso 1 1 calc R U . . .
C11 C 0.25204(13) 0.1508(4) 0.73154(19) 0.0431(8) Uani 1 1 d . . . . .
H11 H 0.2803 0.1640 0.7837 0.052 Uiso 1 1 calc R U . . .
C12 C 0.25595(13) 0.0142(4) 0.71154(19) 0.0445(8) Uani 1 1 d . . . . .
H12 H 0.2507 -0.0400 0.7429 0.053 Uiso 1 1 calc R U . . .
C13 C 0.31075(13) -0.0046(3) 0.7353(2) 0.0446(8) Uani 1 1 d . . . . .
C14 C 0.35017(15) -0.0194(4) 0.8093(2) 0.0541(10) Uani 1 1 d . . . . .
H14 H 0.3430 -0.0211 0.8452 0.065 Uiso 1 1 calc R U . . .
C15 C 0.39993(16) -0.0317(4) 0.8308(3) 0.0673(12) Uani 1 1 d . . . . .
H15 H 0.4259 -0.0392 0.8813 0.081 Uiso 1 1 calc R U . . .
C16 C 0.41223(17) -0.0331(5) 0.7792(3) 0.0724(13) Uani 1 1 d . . . . .
C17 C 0.37237(19) -0.0190(5) 0.7046(3) 0.0740(13) Uani 1 1 d . . . . .
H17 H 0.3795 -0.0186 0.6686 0.089 Uiso 1 1 calc R U . . .
C18 C 0.32264(16) -0.0057(4) 0.6828(2) 0.0600(11) Uani 1 1 d . . . . .
H18 H 0.2967 0.0026 0.6324 0.072 Uiso 1 1 calc R U . . .
C19 C 0.46676(18) -0.0511(7) 0.8029(4) 0.108(2) Uani 1 1 d . . . . .
H19A H 0.4679 -0.1160 0.7735 0.162 Uiso 1 1 calc R U . . .
H19B H 0.4878 -0.0737 0.8547 0.162 Uiso 1 1 calc R U . . .
H19C H 0.4792 0.0248 0.7955 0.162 Uiso 1 1 calc R U . . .
C20 C 0.1708(2) -0.1221(5) 0.4615(3) 0.0826(15) Uani 1 1 d . . . . .
H20A H 0.1777 -0.0719 0.4317 0.124 Uiso 1 1 calc R U . . .
H20B H 0.1688 -0.2079 0.4478 0.124 Uiso 1 1 calc R U . . .
H20C H 0.1979 -0.1118 0.5133 0.124 Uiso 1 1 calc R U . . .
C21 C 0.0952(3) -0.1841(6) 0.4979(3) 0.106(2) Uani 1 1 d . . . . .
H21A H 0.1220 -0.1792 0.5501 0.159 Uiso 1 1 calc R U . . .
H21B H 0.0935 -0.2671 0.4804 0.159 Uiso 1 1 calc R U . . .
H21C H 0.0631 -0.1632 0.4902 0.159 Uiso 1 1 calc R U . . .
C22 C 0.0587(2) -0.1008(7) 0.3434(3) 0.122(3) Uani 1 1 d . . . . .
H22A H 0.0254 -0.0852 0.3329 0.184 Uiso 1 1 calc R U . . .
H22B H 0.0605 -0.1854 0.3311 0.184 Uiso 1 1 calc R U . . .
H22C H 0.0644 -0.0459 0.3141 0.184 Uiso 1 1 calc R U . . .
C23 C 0.00269(17) 0.1614(7) 0.3856(3) 0.0964(18) Uani 1 1 d . . . . .
H23A H -0.0081 0.0889 0.3544 0.145 Uiso 1 1 calc R U . . .
H23B H -0.0182 0.2309 0.3566 0.145 Uiso 1 1 calc R U . . .
H23C H -0.0008 0.1467 0.4260 0.145 Uiso 1 1 calc R U . . .
C24 C 0.0731(2) 0.2411(6) 0.3421(3) 0.0953(18) Uani 1 1 d . . . . .
H24A H 0.1075 0.2628 0.3594 0.143 Uiso 1 1 calc R U . . .
H24B H 0.0511 0.3111 0.3172 0.143 Uiso 1 1 calc R U . . .
H24C H 0.0618 0.1725 0.3080 0.143 Uiso 1 1 calc R U . . .
C25 C 0.08768(19) 0.3367(5) 0.4839(3) 0.0860(16) Uani 1 1 d . . . . .
H25A H 0.0854 0.3170 0.5250 0.129 Uiso 1 1 calc R U . . .
H25B H 0.0642 0.4025 0.4550 0.129 Uiso 1 1 calc R U . . .
H25C H 0.1219 0.3626 0.5026 0.129 Uiso 1 1 calc R U . . .


_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 N5 1.902(3) . ?
Zn1 O4 1.932(3) . ?
Zn1 N1 2.079(3) . ?
Zn1 N3 2.111(3) . ?
N1 C3 1.338(5) . ?
N1 N2 1.372(4) . ?
N2 C1 1.356(4) . ?
N2 C11 1.458(5) . ?
N3 C8 1.332(5) . ?
N3 N4 1.372(4) . ?
N4 C6 1.352(4) . ?
N4 C11 1.455(5) . ?
N5 Si1 1.700(4) . ?
N5 Si2 1.714(4) . ?
O4 C12 1.373(4) . ?
Si1 C21 1.863(6) . ?
Si1 C20 1.871(5) . ?
Si1 C22 1.882(5) . ?
Si2 C25 1.873(6) . ?
Si2 C23 1.873(5) . ?
Si2 C24 1.876(5) . ?
C1 C2 1.361(6) . ?
C1 C4 1.495(5) . ?
C2 C3 1.394(5) . ?
C3 C5 1.488(6) . ?
C6 C7 1.367(5) . ?
C6 C9 1.495(5) . ?
C7 C8 1.391(5) . ?
C8 C10 1.499(5) . ?
C11 C12 1.558(5) . ?
C12 C13 1.522(5) . ?
C13 C14 1.378(5) . ?
C13 C18 1.391(5) . ?
C14 C15 1.376(6) . ?
C15 C16 1.383(7) . ?
C16 C17 1.390(7) . ?
C16 C19 1.513(7) . ?
C17 C18 1.375(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
N5 Zn1 O4 125.50(13) . . ?
N5 Zn1 N1 124.02(14) . . ?
O4 Zn1 N1 91.79(12) . . ?
N5 Zn1 N3 125.20(13) . . ?
O4 Zn1 N3 91.82(12) . . ?
N1 Zn1 N3 87.74(12) . . ?
C3 N1 N2 105.4(3) . . ?
C3 N1 Zn1 140.3(3) . . ?
N2 N1 Zn1 112.5(2) . . ?
C1 N2 N1 111.4(3) . . ?
C1 N2 C11 127.9(3) . . ?
N1 N2 C11 119.3(3) . . ?
C8 N3 N4 105.0(3) . . ?
C8 N3 Zn1 141.2(3) . . ?
N4 N3 Zn1 111.6(2) . . ?
C6 N4 N3 111.7(3) . . ?
C6 N4 C11 128.1(3) . . ?
N3 N4 C11 119.5(3) . . ?
Si1 N5 Si2 127.62(19) . . ?
Si1 N5 Zn1 113.16(18) . . ?
Si2 N5 Zn1 119.2(2) . . ?
C12 O4 Zn1 119.1(2) . . ?
N5 Si1 C21 111.4(2) . . ?
N5 Si1 C20 111.0(2) . . ?
C21 Si1 C20 106.8(3) . . ?
N5 Si1 C22 114.6(3) . . ?
C21 Si1 C22 106.7(3) . . ?
C20 Si1 C22 105.9(3) . . ?
N5 Si2 C25 110.74(19) . . ?
N5 Si2 C23 113.7(2) . . ?
C25 Si2 C23 105.4(3) . . ?
N5 Si2 C24 112.4(3) . . ?
C25 Si2 C24 107.8(3) . . ?
C23 Si2 C24 106.5(2) . . ?
N2 C1 C2 106.0(3) . . ?
N2 C1 C4 122.0(4) . . ?
C2 C1 C4 132.0(4) . . ?
C1 C2 C3 107.6(4) . . ?
N1 C3 C2 109.6(3) . . ?
N1 C3 C5 120.6(4) . . ?
C2 C3 C5 129.8(4) . . ?
N4 C6 C7 105.9(3) . . ?
N4 C6 C9 123.8(3) . . ?
C7 C6 C9 130.3(4) . . ?
C6 C7 C8 107.0(3) . . ?
N3 C8 C7 110.3(3) . . ?
N3 C8 C10 121.5(4) . . ?
C7 C8 C10 128.2(4) . . ?
N4 C11 N2 111.6(3) . . ?
N4 C11 C12 112.4(3) . . ?
N2 C11 C12 111.0(3) . . ?
O4 C12 C13 114.3(3) . . ?
O4 C12 C11 113.8(3) . . ?
C13 C12 C11 106.7(3) . . ?
C14 C13 C18 117.9(4) . . ?
C14 C13 C12 121.3(3) . . ?
C18 C13 C12 120.8(3) . . ?
C15 C14 C13 121.1(4) . . ?
C14 C15 C16 121.5(4) . . ?
C15 C16 C17 117.3(4) . . ?
C15 C16 C19 121.3(5) . . ?
C17 C16 C19 121.4(5) . . ?
C18 C17 C16 121.5(4) . . ?
C17 C18 C13 120.7(4) . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.061

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1012782'
#######################################################################
#
#                 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_8

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H64 Cl N9 O2 Si2 Zn2, 2.5(C7H8)'
_chemical_formula_sum            'C53.5 H84 Cl N9 O2 Si2 Zn2'
_chemical_formula_weight         1107.66

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'
Si Si 0.0817 0.0704 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.503(5)
_cell_length_b                   13.630(6)
_cell_length_c                   21.074(10)
_cell_angle_alpha                86.102(15)
_cell_angle_beta                 78.534(14)
_cell_angle_gamma                70.531(14)
_cell_volume                     3053(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    230(2)
_cell_measurement_reflns_used    2613
_cell_measurement_theta_min      2.476
_cell_measurement_theta_max      20.772

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             1178
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.912
_shelx_estimated_absorpt_T_min   0.766
_shelx_estimated_absorpt_T_max   0.846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5921
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      230(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega and phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29343
_diffrn_reflns_av_unetI/netI     0.1357
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measured_fraction_theta_full 0.876
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_Laue_measured_fraction_full 0.876
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_point_group_measured_fraction_full 0.876
_reflns_number_total             9680
_reflns_number_gt                4830
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 APEX'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS, XPREP'
_computing_structure_solution    'SHELXS-2013 (Sheldrick)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick)'
_computing_molecular_graphics    'WINGX v2013.3 (Farrugia)'
_computing_publication_material  'WINGX v2013.3 (Farrugia)'



_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1605P)²] 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     SHELXL
_refine_ls_extinction_coef       0.0059(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9680
_refine_ls_number_parameters     601
_refine_ls_number_restraints     206
_refine_ls_R_factor_all          0.1501
_refine_ls_R_factor_gt           0.0806
_refine_ls_wR_factor_ref         0.2650
_refine_ls_wR_factor_gt          0.2161
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_restrained_S_all      0.911
_refine_ls_shift/su_max          0.028
_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_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 0.88334(8) 0.43021(7) 0.82927(4) 0.0393(3) Uani 1 1 d . . . . .
Zn2 Zn 0.70471(8) 0.34043(7) 0.78910(4) 0.0410(3) Uani 1 1 d . . . . .
Cl1 Cl 0.5535(2) 0.32566(19) 0.87378(10) 0.0594(6) Uani 1 1 d . . . . .
N1 N 1.0514(5) 0.3557(5) 0.8662(3) 0.0379(15) Uani 1 1 d . . . . .
N2 N 1.0517(5) 0.2702(5) 0.9050(3) 0.0417(17) Uani 1 1 d . . . . .
N3 N 0.7932(6) 0.4271(4) 0.9327(3) 0.0383(16) Uani 1 1 d . . . . .
N4 N 0.8402(6) 0.3347(5) 0.9645(3) 0.0423(16) Uani 1 1 d . . . . .
N5 N 0.8716(6) 0.5906(5) 0.8317(3) 0.0454(17) Uani 1 1 d . . . . .
N6 N 0.8311(6) 0.6498(5) 0.7810(3) 0.0456(17) Uani 1 1 d . . . . .
N7 N 0.9851(6) 0.4410(5) 0.7277(3) 0.0503(18) Uani 1 1 d . . . . .
N8 N 0.9309(6) 0.5306(5) 0.6951(3) 0.0496(18) Uani 1 1 d . . . . .
N9 N 0.6947(6) 0.2908(5) 0.7056(3) 0.0451(17) Uani 1 1 d . . . . .
O1 O 0.8680(4) 0.2863(4) 0.8222(2) 0.0386(13) Uani 1 1 d . . . . .
O2 O 0.7222(4) 0.4833(4) 0.7920(2) 0.0386(12) Uani 1 1 d . . . . .
Si1 Si 0.8273(3) 0.2641(3) 0.64756(13) 0.0676(8) Uani 1 1 d . . . . .
HI1 H 0.8952 0.2680 0.6678 0.081 Uiso 1 1 calc R U . . .
Si2 Si 0.5628(2) 0.2662(2) 0.70046(12) 0.0552(7) Uani 1 1 d . . . . .
HI2 H 0.4922 0.3242 0.7217 0.066 Uiso 1 1 calc R U . . .
C1 C 1.1661(7) 0.2263(7) 0.9229(4) 0.049(2) Uani 1 1 d . . . . .
C2 C 1.2404(8) 0.2839(7) 0.8952(4) 0.055(2) Uani 1 1 d . . . . .
H2 H 1.3233 0.2727 0.8985 0.066 Uiso 1 1 calc R U . . .
C3 C 1.1663(7) 0.3618(7) 0.8614(4) 0.046(2) Uani 1 1 d . . . . .
C4 C 1.1924(8) 0.1338(7) 0.9676(4) 0.069(3) Uani 1 1 d . . . . .
H4A H 1.2757 0.1172 0.9762 0.104 Uiso 1 1 calc R U . . .
H4B H 1.1855 0.0753 0.9475 0.104 Uiso 1 1 calc R U . . .
H4C H 1.1327 0.1499 1.0075 0.104 Uiso 1 1 calc R U . . .
C5 C 1.2001(8) 0.4491(7) 0.8232(4) 0.061(3) Uani 1 1 d . . . . .
H5A H 1.1254 0.5076 0.8223 0.092 Uiso 1 1 calc R U . . .
H5B H 1.2396 0.4262 0.7797 0.092 Uiso 1 1 calc R U . . .
H5C H 1.2569 0.4692 0.8431 0.092 Uiso 1 1 calc R U . . .
C6 C 0.7807(8) 0.3374(7) 1.0274(4) 0.046(2) Uani 1 1 d . . . . .
C7 C 0.6930(8) 0.4352(8) 1.0361(4) 0.058(3) Uani 1 1 d . . . . .
H7 H 0.6386 0.4625 1.0744 0.070 Uiso 1 1 calc R U . . .
C8 C 0.7014(8) 0.4845(7) 0.9774(4) 0.048(2) Uani 1 1 d . . . . .
C9 C 0.6228(8) 0.5933(6) 0.9617(4) 0.060(3) Uani 1 1 d . . . . .
H9A H 0.6358 0.6033 0.9156 0.090 Uiso 1 1 calc R U . . .
H9B H 0.6468 0.6431 0.9815 0.090 Uiso 1 1 calc R U . . .
H9C H 0.5357 0.6027 0.9780 0.090 Uiso 1 1 calc R U . . .
C10 C 0.8137(9) 0.2469(8) 1.0730(4) 0.069(3) Uani 1 1 d . . . . .
H10A H 0.7818 0.1943 1.0627 0.103 Uiso 1 1 calc R U . . .
H10B H 0.7769 0.2700 1.1167 0.103 Uiso 1 1 calc R U . . .
H10C H 0.9032 0.2185 1.0687 0.103 Uiso 1 1 calc R U . . .
C11 C 0.9365(7) 0.2484(6) 0.9264(4) 0.045(2) Uani 1 1 d . . . . .
H11 H 0.9553 0.1893 0.9562 0.054 Uiso 1 1 calc R U . . .
C12 C 0.8795(7) 0.2152(5) 0.8729(4) 0.041(2) Uani 1 1 d . . . . .
H12 H 0.7936 0.2195 0.8934 0.049 Uiso 1 1 calc R U . . .
C13 C 0.9466(8) 0.0998(6) 0.8499(4) 0.050(2) Uani 1 1 d . . . . .
C14 C 0.8627(9) 0.0764(6) 0.8078(5) 0.067(3) Uani 1 1 d . . . . .
H14A H 0.8433 0.1305 0.7761 0.101 Uiso 1 1 calc R U . . .
H14B H 0.7864 0.0732 0.8349 0.101 Uiso 1 1 calc R U . . .
H14C H 0.9066 0.0109 0.7862 0.101 Uiso 1 1 calc R U . . .
C15 C 0.9475(10) 0.0259(6) 0.9088(5) 0.072(3) Uani 1 1 d . . . . .
H15A H 0.9689 -0.0442 0.8941 0.108 Uiso 1 1 calc R U . . .
H15B H 0.8658 0.0460 0.9360 0.108 Uiso 1 1 calc R U . . .
H15C H 1.0082 0.0298 0.9330 0.108 Uiso 1 1 calc R U . . .
C16 C 1.0775(8) 0.0814(7) 0.8114(5) 0.071(3) Uani 1 1 d . . . . .
H16A H 1.1084 0.0137 0.7920 0.106 Uiso 1 1 calc R U . . .
H16B H 1.1317 0.0856 0.8397 0.106 Uiso 1 1 calc R U . . .
H16C H 1.0757 0.1334 0.7781 0.106 Uiso 1 1 calc R U . . .
C17 C 0.8234(9) 0.7512(6) 0.7891(5) 0.058(3) Uani 1 1 d . . . . .
C18 C 0.8568(9) 0.7532(7) 0.8480(5) 0.062(3) Uani 1 1 d . . . . .
H18 H 0.8589 0.8114 0.8678 0.075 Uiso 1 1 calc R U . . .
C19 C 0.8869(8) 0.6530(7) 0.8723(4) 0.054(2) Uani 1 1 d . . . . .
C20 C 0.7799(10) 0.8368(7) 0.7411(5) 0.082(3) Uani 1 1 d . . . . .
H20A H 0.8344 0.8194 0.6997 0.123 Uiso 1 1 calc R U . . .
H20B H 0.7820 0.9011 0.7561 0.123 Uiso 1 1 calc R U . . .
H20C H 0.6957 0.8442 0.7372 0.123 Uiso 1 1 calc R U . . .
C21 C 0.9352(8) 0.6104(7) 0.9341(4) 0.058(2) Uani 1 1 d . . . . .
H21A H 0.9734 0.5362 0.9308 0.087 Uiso 1 1 calc R U . . .
H21B H 0.8665 0.6271 0.9703 0.087 Uiso 1 1 calc R U . . .
H21C H 0.9962 0.6410 0.9403 0.087 Uiso 1 1 calc R U . . .
C22 C 0.9938(9) 0.5297(8) 0.6321(4) 0.061(3) Uani 1 1 d . . . . .
C23 C 1.0925(9) 0.4409(8) 0.6265(5) 0.066(3) Uani 1 1 d . . . . .
H23 H 1.1547 0.4194 0.5899 0.079 Uiso 1 1 calc R U . . .
C24 C 1.0854(8) 0.3871(7) 0.6850(4) 0.053(2) Uani 1 1 d . . . . .
C25 C 0.9545(11) 0.6179(9) 0.5875(5) 0.105(4) Uani 1 1 d . . . . .
H25A H 1.0115 0.6040 0.5466 0.158 Uiso 1 1 calc R U . . .
H25B H 0.9551 0.6803 0.6057 0.158 Uiso 1 1 calc R U . . .
H25C H 0.8713 0.6266 0.5811 0.158 Uiso 1 1 calc R U . . .
C26 C 1.1727(8) 0.2844(8) 0.7022(5) 0.074(3) Uani 1 1 d . . . . .
H26A H 1.1415 0.2652 0.7453 0.111 Uiso 1 1 calc R U . . .
H26B H 1.2545 0.2898 0.7002 0.111 Uiso 1 1 calc R U . . .
H26C H 1.1781 0.2325 0.6722 0.111 Uiso 1 1 calc R U . . .
C27 C 0.8088(7) 0.6028(6) 0.7261(4) 0.048(2) Uani 1 1 d . . . . .
H27 H 0.7839 0.6590 0.6949 0.057 Uiso 1 1 calc R U . . .
C28 C 0.7062(7) 0.5513(6) 0.7390(4) 0.044(2) Uani 1 1 d . . . . .
H28 H 0.7205 0.5079 0.7011 0.052 Uiso 1 1 calc R U . . .
C29 C 0.5716(8) 0.6292(7) 0.7445(4) 0.054(2) Uani 1 1 d . . . . .
C30 C 0.5572(9) 0.6895(8) 0.6812(5) 0.074(3) Uani 1 1 d . . . . .
H30A H 0.6013 0.7390 0.6771 0.111 Uiso 1 1 calc R U . . .
H30B H 0.4699 0.7256 0.6812 0.111 Uiso 1 1 calc R U . . .
H30C H 0.5914 0.6420 0.6454 0.111 Uiso 1 1 calc R U . . .
C31 C 0.5308(8) 0.7031(8) 0.8012(5) 0.076(3) Uani 1 1 d . . . . .
H31A H 0.5360 0.6640 0.8407 0.115 Uiso 1 1 calc R U . . .
H31B H 0.4458 0.7474 0.8021 0.115 Uiso 1 1 calc R U . . .
H31C H 0.5847 0.7449 0.7967 0.115 Uiso 1 1 calc R U . . .
C32 C 0.4818(8) 0.5636(8) 0.7540(5) 0.077(3) Uani 1 1 d . . . . .
H32A H 0.5098 0.5117 0.7207 0.115 Uiso 1 1 calc R U . . .
H32B H 0.3984 0.6083 0.7514 0.115 Uiso 1 1 calc R U . . .
H32C H 0.4818 0.5304 0.7956 0.115 Uiso 1 1 calc R U . . .
C33 C 0.8106(13) 0.3621(9) 0.5787(5) 0.111(5) Uani 1 1 d . . . . .
H33A H 0.7241 0.4043 0.5822 0.166 Uiso 1 1 calc R U . . .
H33B H 0.8389 0.3259 0.5381 0.166 Uiso 1 1 calc R U . . .
H33C H 0.8603 0.4056 0.5810 0.166 Uiso 1 1 calc R U . . .
C34 C 0.8780(11) 0.1313(10) 0.6111(6) 0.123(5) Uani 1 1 d . . . . .
H34A H 0.9039 0.0795 0.6432 0.185 Uiso 1 1 calc R U . . .
H34B H 0.9468 0.1245 0.5755 0.185 Uiso 1 1 calc R U . . .
H34C H 0.8091 0.1219 0.5958 0.185 Uiso 1 1 calc R U . . .
C35 C 0.5410(9) 0.2612(8) 0.6154(4) 0.075(3) Uani 1 1 d . . . . .
H35A H 0.5360 0.3270 0.5946 0.112 Uiso 1 1 calc R U . . .
H35B H 0.4650 0.2464 0.6156 0.112 Uiso 1 1 calc R U . . .
H35C H 0.6109 0.2075 0.5922 0.112 Uiso 1 1 calc R U . . .
C36 C 0.5494(10) 0.1451(8) 0.7434(5) 0.081(3) Uani 1 1 d . . . . .
H36A H 0.6236 0.0877 0.7285 0.121 Uiso 1 1 calc R U . . .
H36B H 0.4774 0.1316 0.7346 0.121 Uiso 1 1 calc R U . . .
H36C H 0.5402 0.1538 0.7891 0.121 Uiso 1 1 calc R U . . .
C51 C 0.5593(14) 0.9213(12) 0.5777(7) 0.077(4) Uiso 0.7 1 d D U P A 1
C52 C 0.6681(16) 0.9459(14) 0.5806(8) 0.094(5) Uiso 0.7 1 d D U P A 1
H52 H 0.6645 0.9943 0.6105 0.112 Uiso 0.7 1 calc R U P A 1
C53 C 0.782(2) 0.8975(17) 0.5385(10) 0.113(6) Uiso 0.7 1 d D U P A 1
H53 H 0.8531 0.9132 0.5413 0.136 Uiso 0.7 1 calc R U P A 1
C54 C 0.788(2) 0.825(2) 0.4922(13) 0.106(5) Uiso 0.7 1 d D U P A 1
H54 H 0.8610 0.7972 0.4623 0.127 Uiso 0.7 1 calc R U P A 1
C55 C 0.6814(16) 0.7964(17) 0.4917(11) 0.107(6) Uiso 0.7 1 d D U P A 1
H55 H 0.6874 0.7432 0.4646 0.129 Uiso 0.7 1 calc R U P A 1
C56 C 0.5665(15) 0.8472(14) 0.5318(8) 0.080(5) Uiso 0.7 1 d D U P A 1
H56 H 0.4948 0.8321 0.5284 0.096 Uiso 0.7 1 calc R U P A 1
C57 C 0.444(2) 0.9692(18) 0.6164(11) 0.127(8) Uiso 0.7 1 d . U P A 1
H57A H 0.4525 1.0182 0.6444 0.190 Uiso 0.7 1 calc R U P A 1
H57B H 0.4160 0.9177 0.6421 0.190 Uiso 0.7 1 calc R U P A 1
H57C H 0.3844 1.0049 0.5897 0.190 Uiso 0.7 1 calc R U P A 1
C51A C 0.612(4) 0.929(3) 0.5824(17) 0.099(7) Uiso 0.3 1 d D U P B 2
C52A C 0.731(3) 0.932(3) 0.5719(19) 0.090(8) Uiso 0.3 1 d D U P B 2
H52A H 0.7538 0.9699 0.5993 0.108 Uiso 0.3 1 calc R U P B 2
C53A C 0.816(4) 0.879(3) 0.5212(19) 0.105(8) Uiso 0.3 1 d D U P B 2
H53A H 0.8962 0.8841 0.5123 0.126 Uiso 0.3 1 calc R U P B 2
C54A C 0.784(5) 0.820(5) 0.484(3) 0.107(9) Uiso 0.3 1 d D U P B 2
H54A H 0.8443 0.7776 0.4518 0.129 Uiso 0.3 1 calc R U P B 2
C55A C 0.664(4) 0.822(4) 0.493(2) 0.098(8) Uiso 0.3 1 d D U P B 2
H55A H 0.6394 0.7871 0.4640 0.118 Uiso 0.3 1 calc R U P B 2
C56A C 0.579(3) 0.875(4) 0.543(2) 0.096(8) Uiso 0.3 1 d D U P B 2
H56A H 0.4964 0.8749 0.5493 0.115 Uiso 0.3 1 calc R U P B 2
C57A C 0.461(5) 0.979(4) 0.641(2) 0.104(13) Uiso 0.3 1 d . U P B 2
H57D H 0.4708 1.0220 0.6728 0.156 Uiso 0.3 1 calc R U P B 2
H57E H 0.4387 0.9218 0.6626 0.156 Uiso 0.3 1 calc R U P B 2
H57F H 0.3962 1.0197 0.6186 0.156 Uiso 0.3 1 calc R U P B 2
C61 C 0.276(2) 0.661(2) 0.6059(13) 0.104(7) Uiso 0.5 1 d D U P C 1
C62 C 0.242(3) 0.760(2) 0.5801(14) 0.127(7) Uiso 0.5 1 d D U P C 1
H62 H 0.2783 0.7716 0.5381 0.153 Uiso 0.5 1 calc R U P C 1
C63 C 0.154(3) 0.841(2) 0.6163(14) 0.132(7) Uiso 0.5 1 d D U P C 1
H63 H 0.1291 0.9069 0.5984 0.159 Uiso 0.5 1 calc R U P C 1
C64 C 0.105(3) 0.823(2) 0.6792(13) 0.129(7) Uiso 0.5 1 d D U P C 1
H64 H 0.0496 0.8792 0.7044 0.155 Uiso 0.5 1 calc R U P C 1
C65 C 0.135(3) 0.724(2) 0.7061(12) 0.119(7) Uiso 0.5 1 d D U P C 1
H65 H 0.0993 0.7136 0.7486 0.143 Uiso 0.5 1 calc R U P C 1
C66 C 0.218(2) 0.6411(17) 0.6688(11) 0.089(6) Uiso 0.5 1 d D U P C 1
H66 H 0.2351 0.5736 0.6848 0.106 Uiso 0.5 1 calc R U P C 1
C67 C 0.379(3) 0.575(3) 0.5612(17) 0.161(13) Uiso 0.5 1 d D U P C 1
H67A H 0.3956 0.5095 0.5833 0.242 Uiso 0.5 1 calc R U P C 1
H67B H 0.4545 0.5932 0.5507 0.242 Uiso 0.5 1 calc R U P C 1
H67C H 0.3501 0.5706 0.5222 0.242 Uiso 0.5 1 calc R U P C 1
C61A C 0.258(3) 0.668(2) 0.6184(15) 0.108(7) Uiso 0.5 1 d D U P D 2
C62A C 0.191(3) 0.686(2) 0.6815(12) 0.116(7) Uiso 0.5 1 d D U P D 2
H62A H 0.1887 0.6296 0.7091 0.139 Uiso 0.5 1 calc R U P D 2
C63A C 0.126(3) 0.787(2) 0.7036(12) 0.124(7) Uiso 0.5 1 d D U P D 2
H63A H 0.0807 0.7990 0.7456 0.149 Uiso 0.5 1 calc R U P D 2
C64A C 0.131(3) 0.8710(19) 0.6619(12) 0.128(8) Uiso 0.5 1 d D U P D 2
H64A H 0.0950 0.9387 0.6774 0.153 Uiso 0.5 1 calc R U P D 2
C65A C 0.190(3) 0.853(2) 0.5969(12) 0.132(8) Uiso 0.5 1 d D U P D 2
H65A H 0.1810 0.9084 0.5678 0.158 Uiso 0.5 1 calc R U P D 2
C66A C 0.263(3) 0.753(2) 0.5761(15) 0.128(7) Uiso 0.5 1 d D U P D 2
H66A H 0.3137 0.7415 0.5353 0.154 Uiso 0.5 1 calc R U P D 2
C67A C 0.346(3) 0.561(2) 0.5889(16) 0.139(12) Uiso 0.5 1 d D U P D 2
H67D H 0.3824 0.5705 0.5448 0.208 Uiso 0.5 1 calc R U P D 2
H67E H 0.2990 0.5142 0.5904 0.208 Uiso 0.5 1 calc R U P D 2
H67F H 0.4119 0.5319 0.6134 0.208 Uiso 0.5 1 calc R U P D 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.045(5) . ?
Zn1 O2 2.046(5) . ?
Zn1 N1 2.134(6) . ?
Zn1 N5 2.149(7) . ?
Zn1 N3 2.225(6) . ?
Zn1 N7 2.247(7) . ?
Zn1 Zn2 2.9907(15) . ?
Zn2 N9 1.964(6) . ?
Zn2 O1 2.022(5) . ?
Zn2 O2 2.029(5) . ?
Zn2 Cl1 2.281(3) . ?
N1 C3 1.336(9) . ?
N1 N2 1.376(9) . ?
N2 C1 1.368(9) . ?
N2 C11 1.433(10) . ?
N3 C8 1.329(9) . ?
N3 N4 1.379(8) . ?
N4 C6 1.362(9) . ?
N4 C11 1.469(9) . ?
N5 C19 1.321(10) . ?
N5 N6 1.356(8) . ?
N6 C17 1.375(10) . ?
N6 C27 1.464(9) . ?
N7 C24 1.339(10) . ?
N7 N8 1.379(9) . ?
N8 C22 1.377(10) . ?
N8 C27 1.473(9) . ?
N9 Si2 1.684(7) . ?
N9 Si1 1.704(7) . ?
O1 C12 1.389(9) . ?
O2 C28 1.403(8) . ?
Si1 C34 1.874(12) . ?
Si1 C33 1.899(11) . ?
Si2 C35 1.868(9) . ?
Si2 C36 1.865(11) . ?
C1 C2 1.369(12) . ?
C1 C4 1.505(12) . ?
C2 C3 1.377(11) . ?
C3 C5 1.506(12) . ?
C6 C7 1.375(12) . ?
C6 C10 1.504(11) . ?
C7 C8 1.369(12) . ?
C8 C9 1.512(11) . ?
C11 C12 1.571(10) . ?
C12 C13 1.565(10) . ?
C13 C16 1.509(12) . ?
C13 C15 1.545(12) . ?
C13 C14 1.551(11) . ?
C17 C18 1.374(11) . ?
C17 C20 1.512(12) . ?
C18 C19 1.381(12) . ?
C19 C21 1.521(11) . ?
C22 C23 1.348(12) . ?
C22 C25 1.479(13) . ?
C23 C24 1.393(12) . ?
C24 C26 1.496(12) . ?
C27 C28 1.536(11) . ?
C28 C29 1.545(11) . ?
C29 C31 1.512(12) . ?
C29 C30 1.527(12) . ?
C29 C32 1.554(12) . ?
C51 C56 1.42(2) . ?
C51 C52 1.412(16) . ?
C51 C57 1.38(3) . ?
C52 C53 1.403(17) . ?
C53 C54 1.408(17) . ?
C54 C55 1.404(17) . ?
C55 C56 1.403(17) . ?
C51A C56A 1.33(4) . ?
C51A C52A 1.35(3) . ?
C51A C57A 1.87(6) . ?
C52A C53A 1.35(3) . ?
C53A C54A 1.35(3) . ?
C54A C55A 1.35(3) . ?
C55A C56A 1.35(3) . ?
C61 C62 1.38(2) . ?
C61 C66 1.41(3) . ?
C61 C67 1.56(2) . ?
C62 C63 1.37(2) . ?
C63 C64 1.37(2) . ?
C64 C65 1.39(2) . ?
C65 C66 1.38(2) . ?
C61A C62A 1.39(2) . ?
C61A C66A 1.42(3) . ?
C61A C67A 1.56(2) . ?
C62A C63A 1.39(2) . ?
C63A C64A 1.40(2) . ?
C64A C65A 1.40(2) . ?
C65A C66A 1.39(2) . ?

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
O1 Zn1 O2 84.86(19) . . ?
O1 Zn1 N1 88.0(2) . . ?
O2 Zn1 N1 172.8(2) . . ?
O1 Zn1 N5 171.0(2) . . ?
O2 Zn1 N5 86.2(2) . . ?
N1 Zn1 N5 101.0(2) . . ?
O1 Zn1 N3 86.4(2) . . ?
O2 Zn1 N3 97.3(2) . . ?
N1 Zn1 N3 82.9(2) . . ?
N5 Zn1 N3 94.1(2) . . ?
O1 Zn1 N7 97.8(2) . . ?
O2 Zn1 N7 86.2(2) . . ?
N1 Zn1 N7 94.1(2) . . ?
N5 Zn1 N7 82.3(3) . . ?
N3 Zn1 N7 174.8(2) . . ?
O1 Zn1 Zn2 42.35(13) . . ?
O2 Zn1 Zn2 42.56(14) . . ?
N1 Zn1 Zn2 130.30(18) . . ?
N5 Zn1 Zn2 128.64(16) . . ?
N3 Zn1 Zn2 90.92(16) . . ?
N7 Zn1 Zn2 94.29(18) . . ?
N9 Zn2 O1 119.5(2) . . ?
N9 Zn2 O2 118.0(2) . . ?
O1 Zn2 O2 85.9(2) . . ?
N9 Zn2 Cl1 115.0(2) . . ?
O1 Zn2 Cl1 105.68(16) . . ?
O2 Zn2 Cl1 108.79(15) . . ?
N9 Zn2 Zn1 132.73(19) . . ?
O1 Zn2 Zn1 42.96(15) . . ?
O2 Zn2 Zn1 43.00(13) . . ?
Cl1 Zn2 Zn1 112.27(7) . . ?
C3 N1 N2 104.5(6) . . ?
C3 N1 Zn1 139.7(6) . . ?
N2 N1 Zn1 115.7(4) . . ?
C1 N2 N1 110.2(6) . . ?
C1 N2 C11 130.3(7) . . ?
N1 N2 C11 119.0(6) . . ?
C8 N3 N4 103.5(6) . . ?
C8 N3 Zn1 141.7(5) . . ?
N4 N3 Zn1 114.8(4) . . ?
C6 N4 N3 112.0(6) . . ?
C6 N4 C11 130.1(7) . . ?
N3 N4 C11 117.7(6) . . ?
C19 N5 N6 107.1(7) . . ?
C19 N5 Zn1 137.1(6) . . ?
N6 N5 Zn1 115.7(5) . . ?
N5 N6 C17 110.3(6) . . ?
N5 N6 C27 120.7(6) . . ?
C17 N6 C27 128.9(7) . . ?
C24 N7 N8 104.5(7) . . ?
C24 N7 Zn1 140.9(6) . . ?
N8 N7 Zn1 114.6(5) . . ?
C22 N8 N7 111.6(7) . . ?
C22 N8 C27 129.0(7) . . ?
N7 N8 C27 118.5(6) . . ?
Si2 N9 Si1 125.8(4) . . ?
Si2 N9 Zn2 117.5(4) . . ?
Si1 N9 Zn2 116.4(3) . . ?
C12 O1 Zn2 119.6(5) . . ?
C12 O1 Zn1 122.3(4) . . ?
Zn2 O1 Zn1 94.7(2) . . ?
C28 O2 Zn2 120.7(4) . . ?
C28 O2 Zn1 124.1(5) . . ?
Zn2 O2 Zn1 94.4(2) . . ?
N9 Si1 C34 113.9(5) . . ?
N9 Si1 C33 112.3(5) . . ?
C34 Si1 C33 107.5(6) . . ?
N9 Si2 C35 113.4(4) . . ?
N9 Si2 C36 113.7(4) . . ?
C35 Si2 C36 108.8(4) . . ?
N2 C1 C2 107.5(7) . . ?
N2 C1 C4 122.1(8) . . ?
C2 C1 C4 130.4(7) . . ?
C1 C2 C3 105.3(7) . . ?
N1 C3 C2 112.5(8) . . ?
N1 C3 C5 119.7(8) . . ?
C2 C3 C5 127.8(8) . . ?
N4 C6 C7 105.4(7) . . ?
N4 C6 C10 123.0(8) . . ?
C7 C6 C10 131.6(8) . . ?
C8 C7 C6 106.5(8) . . ?
N3 C8 C7 112.5(8) . . ?
N3 C8 C9 120.6(8) . . ?
C7 C8 C9 126.8(8) . . ?
N2 C11 N4 111.8(6) . . ?
N2 C11 C12 116.6(6) . . ?
N4 C11 C12 109.5(6) . . ?
O1 C12 C13 113.2(6) . . ?
O1 C12 C11 111.1(6) . . ?
C13 C12 C11 114.2(6) . . ?
C16 C13 C15 111.1(7) . . ?
C16 C13 C14 110.3(7) . . ?
C15 C13 C14 106.3(8) . . ?
C16 C13 C12 113.0(8) . . ?
C15 C13 C12 109.7(7) . . ?
C14 C13 C12 106.1(6) . . ?
C18 C17 N6 105.3(7) . . ?
C18 C17 C20 131.4(8) . . ?
N6 C17 C20 123.2(8) . . ?
C17 C18 C19 107.5(7) . . ?
N5 C19 C18 109.8(8) . . ?
N5 C19 C21 120.6(8) . . ?
C18 C19 C21 129.6(8) . . ?
C23 C22 N8 105.3(8) . . ?
C23 C22 C25 132.7(9) . . ?
N8 C22 C25 121.8(9) . . ?
C22 C23 C24 108.2(8) . . ?
N7 C24 C23 110.3(8) . . ?
N7 C24 C26 121.5(8) . . ?
C23 C24 C26 128.2(9) . . ?
N6 C27 N8 106.9(6) . . ?
N6 C27 C28 117.9(7) . . ?
N8 C27 C28 111.9(7) . . ?
O2 C28 C27 110.0(6) . . ?
O2 C28 C29 113.4(7) . . ?
C27 C28 C29 113.9(7) . . ?
C31 C29 C30 110.6(8) . . ?
C31 C29 C28 114.4(7) . . ?
C30 C29 C28 110.0(8) . . ?
C31 C29 C32 107.5(8) . . ?
C30 C29 C32 107.3(7) . . ?
C28 C29 C32 106.7(7) . . ?
C56 C51 C52 119.1(11) . . ?
C56 C51 C57 118.2(15) . . ?
C52 C51 C57 122.7(16) . . ?
C53 C52 C51 120.3(11) . . ?
C52 C53 C54 120.4(11) . . ?
C55 C54 C53 119.3(11) . . ?
C56 C55 C54 120.5(12) . . ?
C51 C56 C55 120.1(11) . . ?
C56A C51A C52A 120.3(16) . . ?
C56A C51A C57A 100(3) . . ?
C52A C51A C57A 139(3) . . ?
C53A C52A C51A 119.5(15) . . ?
C54A C53A C52A 120.0(14) . . ?
C53A C54A C55A 119.5(14) . . ?
C54A C55A C56A 120.3(15) . . ?
C51A C56A C55A 120.0(16) . . ?
C62 C61 C66 120.2(14) . . ?
C62 C61 C67 116(3) . . ?
C66 C61 C67 124(2) . . ?
C63 C62 C61 120.3(14) . . ?
C62 C63 C64 119.6(13) . . ?
C63 C64 C65 121.6(13) . . ?
C66 C65 C64 119.1(13) . . ?
C65 C66 C61 119.0(13) . . ?
C62A C61A C66A 120.4(14) . . ?
C62A C61A C67A 126(3) . . ?
C66A C61A C67A 113(2) . . ?
C61A C62A C63A 120.2(14) . . ?
C62A C63A C64A 119.5(13) . . ?
C65A C64A C63A 120.3(13) . . ?
C66A C65A C64A 119.9(14) . . ?
C65A C66A C61A 118.8(14) . . ?

_refine_diff_density_max         1.100
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.115

_shelxl_version_number           2013-4




# start Validation Reply Form
_vrf_PLAT019_1                   
;
PROBLEM:
PLAT019_ALERT_1_B  _diffrn_measured_fraction_theta_full/_max < 1.0 
RESPONSE:
This value is nearly 0.98. We feel this is acceptable. 
;
_vrf_PLAT911_8                   
;
PROBLEM:
PLAT911_ALERT_3_B Missing # of FCF Reflections Below Th(Min) ... 1078 Why ?
RESPONSE:
The crystal has been measured in agreement to the strategy calculated 
for a triclinic cell.
;
_vrf_CHEMW03_8                   
;
PROBLEM:
RESPONSE:
This complex crystallized with 2.5 toluene solvent molecules. In the refinement 
only two molecules could be refined isotropically with restraints and the 
rest were squeezed due to the higher level of disorder. A potential solvent 
volume of 273 3 was found and 54 electrons per unit cell were located 
in the void. The derived quantities (Mr), F(000), and Dx in the crystal 
data were corrected with the contribution from this disordered solvent
;
# end Validation Reply Form




_database_code_depnum_ccdc_archive 'CCDC 1012783'
