# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

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

data_1H2
_database_code_depnum_ccdc_archive 'CCDC 1432292'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;




_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H38 Cl2 N2 O2'
_chemical_formula_weight         505.50

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'
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                   10.7434(9)
_cell_length_b                   11.2767(11)
_cell_length_c                   11.9090(11)
_cell_angle_alpha                85.543(8)
_cell_angle_beta                 87.130(7)
_cell_angle_gamma                70.262(8)
_cell_volume                     1353.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5846
_cell_measurement_theta_min      4.0120
_cell_measurement_theta_max      29.7840
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             540
_exptl_absorpt_correction_T_min  0.97779
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.267
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.949
_diffrn_ambient_temperature      150(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_measurement_method       'profile data from θ/2θ scans'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.0734
_diffrn_reflns_number            12476
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.613
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6195
_reflns_number_gt                5196
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0400P)²+0.5164P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6195
_refine_ls_number_parameters     321
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0973
_refine_ls_wR_factor_gt          0.0916
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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
Cl1 Cl 0.20649(4) 0.87307(3) 0.46643(3) 0.02979(11) Uani 1 1 d . . . . .
O1 O 0.47951(10) 0.62873(10) 0.77000(9) 0.0215(2) Uani 1 1 d . . . . .
N1 N 0.40933(11) 0.42034(10) 0.74352(10) 0.0160(2) Uani 1 1 d . . . . .
C1 C 0.39565(13) 0.64758(13) 0.86289(11) 0.0164(3) Uani 1 1 d . . . . .
Cl2 Cl -0.11805(4) 0.84941(4) 0.81955(4) 0.03960(13) Uani 1 1 d . . . . .
O2 O 0.33333(10) 0.60233(10) 0.52147(9) 0.0230(2) Uani 1 1 d . . . . .
N2 N 0.29343(11) 0.38594(11) 0.60141(10) 0.0179(2) Uani 1 1 d . . . . .
C2 C 0.34794(13) 0.76681(13) 0.90764(11) 0.0164(3) Uani 1 1 d . . . . .
C3 C 0.25832(13) 0.78082(13) 0.99942(12) 0.0186(3) Uani 1 1 d . . . . .
H3 H 0.2245 0.8594 1.0295 0.022 Uiso 1 1 calc R U . . .
C4 C 0.21722(14) 0.68350(14) 1.04801(12) 0.0195(3) Uani 1 1 d . . . . .
C5 C 0.27122(14) 0.56585(14) 1.00288(12) 0.0200(3) Uani 1 1 d . . . . .
H5 H 0.2473 0.4985 1.0349 0.024 Uiso 1 1 calc R U . . .
C6 C 0.35927(13) 0.54640(13) 0.91182(11) 0.0172(3) Uani 1 1 d . . . . .
C7 C 0.39189(14) 0.87667(13) 0.85815(12) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.34439(16) 0.91364(15) 0.73689(13) 0.0253(3) Uani 1 1 d . . . . .
H8A H 0.3765 0.8410 0.6929 0.038 Uiso 1 1 calc R U . . .
H8B H 0.3775 0.9782 0.7046 0.038 Uiso 1 1 calc R U . . .
H8C H 0.2495 0.9448 0.7372 0.038 Uiso 1 1 calc R U . . .
C9 C 0.33495(17) 0.99438(14) 0.92608(14) 0.0279(3) Uani 1 1 d . . . . .
H9A H 0.2401 1.0228 0.9249 0.042 Uiso 1 1 calc R U . . .
H9B H 0.3660 1.0601 0.8933 0.042 Uiso 1 1 calc R U . . .
H9C H 0.3631 0.9739 1.0025 0.042 Uiso 1 1 calc R U . . .
C10 C 0.54370(15) 0.83812(15) 0.85887(14) 0.0268(3) Uani 1 1 d . . . . .
H10A H 0.5732 0.8159 0.9348 0.040 Uiso 1 1 calc R U . . .
H10B H 0.5702 0.9075 0.8282 0.040 Uiso 1 1 calc R U . . .
H10C H 0.5824 0.7669 0.8140 0.040 Uiso 1 1 calc R U . . .
C11 C 0.11624(15) 0.70109(15) 1.14653(13) 0.0248(3) Uani 1 1 d . . . . .
C12 C 0.06549(18) 0.83689(17) 1.18332(16) 0.0389(4) Uani 1 1 d . . . . .
H12A H 0.1384 0.8591 1.2071 0.058 Uiso 1 1 calc R U . . .
H12B H 0.0026 0.8433 1.2447 0.058 Uiso 1 1 calc R U . . .
H12C H 0.0236 0.8934 1.1212 0.058 Uiso 1 1 calc R U . . .
C13 C 0.18021(19) 0.61383(19) 1.24801(14) 0.0415(5) Uani 1 1 d . . . . .
H13A H 0.2091 0.5277 1.2280 0.062 Uiso 1 1 calc R U . . .
H13B H 0.1169 0.6248 1.3095 0.062 Uiso 1 1 calc R U . . .
H13C H 0.2548 0.6343 1.2702 0.062 Uiso 1 1 calc R U . . .
C14 C -0.00323(18) 0.6699(2) 1.11022(17) 0.0432(5) Uani 1 1 d . . . . .
H14A H -0.0395 0.7218 1.0440 0.065 Uiso 1 1 calc R U . . .
H14B H -0.0692 0.6858 1.1698 0.065 Uiso 1 1 calc R U . . .
H14C H 0.0241 0.5826 1.0941 0.065 Uiso 1 1 calc R U . . .
C15 C 0.41947(15) 0.41732(13) 0.86692(12) 0.0196(3) Uani 1 1 d . . . . .
H15A H 0.5119 0.3829 0.8866 0.024 Uiso 1 1 calc R U . . .
H15B H 0.3750 0.3617 0.9025 0.024 Uiso 1 1 calc R U . . .
C16 C 0.48842(14) 0.29738(13) 0.69565(12) 0.0206(3) Uani 1 1 d . . . . .
H16A H 0.5271 0.2338 0.7553 0.025 Uiso 1 1 calc R U . . .
H16B H 0.5587 0.3074 0.6456 0.025 Uiso 1 1 calc R U . . .
C17 C 0.38968(14) 0.26060(13) 0.63140(12) 0.0185(3) Uani 1 1 d . . . . .
H17 H 0.3469 0.2135 0.6833 0.022 Uiso 1 1 calc R U . . .
C18 C 0.43771(16) 0.18847(14) 0.52668(13) 0.0253(3) Uani 1 1 d . . . . .
H18A H 0.4987 0.1049 0.5473 0.030 Uiso 1 1 calc R U . . .
H18B H 0.4842 0.2321 0.4764 0.030 Uiso 1 1 calc R U . . .
C19 C 0.31989(17) 0.17743(15) 0.46690(14) 0.0306(4) Uani 1 1 d . . . . .
H19A H 0.2807 0.1242 0.5135 0.037 Uiso 1 1 calc R U . . .
H19B H 0.3499 0.1382 0.3963 0.037 Uiso 1 1 calc R U . . .
C20 C 0.21610(18) 0.30758(16) 0.44380(14) 0.0326(4) Uani 1 1 d . . . . .
H20A H 0.2517 0.3566 0.3889 0.039 Uiso 1 1 calc R U . . .
H20B H 0.1389 0.2980 0.4121 0.039 Uiso 1 1 calc R U . . .
C21 C 0.17532(15) 0.37789(15) 0.55094(14) 0.0272(3) Uani 1 1 d . . . . .
H21A H 0.1137 0.4620 0.5334 0.033 Uiso 1 1 calc R U . . .
H21B H 0.1318 0.3335 0.6036 0.033 Uiso 1 1 calc R U . . .
C22 C 0.27193(13) 0.44995(12) 0.70657(12) 0.0165(3) Uani 1 1 d . . . . .
H22 H 0.2231 0.4118 0.7614 0.020 Uiso 1 1 calc R U . . .
C23 C 0.19654(13) 0.58955(13) 0.68596(12) 0.0169(3) Uani 1 1 d . . . . .
C24 C 0.08905(13) 0.64892(14) 0.75527(13) 0.0209(3) Uani 1 1 d . . . . .
H24 H 0.0636 0.6031 0.8150 0.025 Uiso 1 1 calc R U . . .
C25 C 0.01968(14) 0.77662(14) 0.73526(13) 0.0234(3) Uani 1 1 d . . . . .
C26 C 0.05568(14) 0.84629(14) 0.64751(13) 0.0236(3) Uani 1 1 d . . . . .
H26 H 0.0099 0.9322 0.6354 0.028 Uiso 1 1 calc R U . . .
C27 C 0.16132(14) 0.78600(13) 0.57762(13) 0.0210(3) Uani 1 1 d . . . . .
C28 C 0.23259(13) 0.65746(13) 0.59410(12) 0.0176(3) Uani 1 1 d . . . . .
H1 H 0.4749(19) 0.5659(19) 0.7425(16) 0.035(5) Uiso 1 1 d . . . . .
H2 H 0.344(2) 0.525(2) 0.5296(18) 0.046(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C27 1.7344(15) . ?
O1 C1 1.3741(16) . ?
N1 C15 1.4760(17) . ?
N1 C22 1.4810(17) . ?
N1 C16 1.4994(17) . ?
C1 C6 1.4033(19) . ?
C1 C2 1.4047(19) . ?
Cl2 C25 1.7406(15) . ?
O2 C28 1.3569(17) . ?
N2 C22 1.4635(18) . ?
N2 C21 1.4635(19) . ?
N2 C17 1.4717(17) . ?
C2 C3 1.4020(19) . ?
C2 C7 1.5358(19) . ?
C3 C4 1.392(2) . ?
C4 C5 1.395(2) . ?
C4 C11 1.5350(19) . ?
C5 C6 1.383(2) . ?
C6 C15 1.5078(19) . ?
C7 C8 1.535(2) . ?
C7 C9 1.536(2) . ?
C7 C10 1.540(2) . ?
C11 C14 1.530(2) . ?
C11 C13 1.531(2) . ?
C11 C12 1.533(2) . ?
C16 C17 1.520(2) . ?
C17 C18 1.514(2) . ?
C18 C19 1.528(2) . ?
C19 C20 1.528(2) . ?
C20 C21 1.522(2) . ?
C22 C23 1.5143(18) . ?
C23 C24 1.3898(19) . ?
C23 C28 1.400(2) . ?
C24 C25 1.388(2) . ?
C25 C26 1.377(2) . ?
C26 C27 1.384(2) . ?
C27 C28 1.3954(19) . ?

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
C15 N1 C22 113.21(11) . . ?
C15 N1 C16 112.76(11) . . ?
C22 N1 C16 106.31(10) . . ?
O1 C1 C6 119.07(12) . . ?
O1 C1 C2 119.94(12) . . ?
C6 C1 C2 120.99(12) . . ?
C22 N2 C21 116.10(11) . . ?
C22 N2 C17 103.60(10) . . ?
C21 N2 C17 112.23(11) . . ?
C3 C2 C1 116.89(13) . . ?
C3 C2 C7 121.61(13) . . ?
C1 C2 C7 121.50(12) . . ?
C4 C3 C2 123.59(13) . . ?
C3 C4 C5 117.17(13) . . ?
C3 C4 C11 123.02(13) . . ?
C5 C4 C11 119.81(13) . . ?
C6 C5 C4 121.91(13) . . ?
C5 C6 C1 119.37(13) . . ?
C5 C6 C15 120.85(13) . . ?
C1 C6 C15 119.76(12) . . ?
C8 C7 C2 109.90(12) . . ?
C8 C7 C9 107.70(12) . . ?
C2 C7 C9 112.13(12) . . ?
C8 C7 C10 109.54(12) . . ?
C2 C7 C10 110.09(12) . . ?
C9 C7 C10 107.41(12) . . ?
C14 C11 C13 110.13(15) . . ?
C14 C11 C12 107.54(15) . . ?
C13 C11 C12 107.95(15) . . ?
C14 C11 C4 109.07(13) . . ?
C13 C11 C4 109.58(13) . . ?
C12 C11 C4 112.54(13) . . ?
N1 C15 C6 112.37(11) . . ?
N1 C16 C17 104.90(11) . . ?
N2 C17 C18 110.12(12) . . ?
N2 C17 C16 100.52(11) . . ?
C18 C17 C16 118.51(12) . . ?
C17 C18 C19 109.69(13) . . ?
C18 C19 C20 110.63(13) . . ?
C21 C20 C19 111.41(13) . . ?
N2 C21 C20 108.95(13) . . ?
N2 C22 N1 101.57(10) . . ?
N2 C22 C23 110.81(11) . . ?
N1 C22 C23 114.47(11) . . ?
C24 C23 C28 120.14(13) . . ?
C24 C23 C22 120.20(12) . . ?
C28 C23 C22 119.62(12) . . ?
C25 C24 C23 119.89(14) . . ?
C26 C25 C24 121.05(14) . . ?
C26 C25 Cl2 119.23(11) . . ?
C24 C25 Cl2 119.70(12) . . ?
C25 C26 C27 118.72(13) . . ?
C26 C27 C28 121.97(13) . . ?
C26 C27 Cl1 118.93(11) . . ?
C28 C27 Cl1 119.10(11) . . ?
O2 C28 C27 119.59(13) . . ?
O2 C28 C23 122.22(12) . . ?
C27 C28 C23 118.19(13) . . ?

_refine_diff_density_max         0.335
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.046

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

data_Al_1_Me
_database_code_depnum_ccdc_archive 'CCDC 1432293'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H46 Al Cl2 N2 O2'
_chemical_formula_weight         588.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.0645 0.0514 '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                   8.7940(8)
_cell_length_b                   12.2980(8)
_cell_length_c                   15.3990(8)
_cell_angle_alpha                74.378(3)
_cell_angle_beta                 87.933(5)
_cell_angle_gamma                79.786(3)
_cell_volume                     1578.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_F_000             630
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.264
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9440
_exptl_absorpt_correction_T_max  0.9740
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'kappa CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33901
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.629
_diffrn_reflns_theta_max         27.509
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7167
_reflns_number_gt                6074
_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       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+0.5223P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7167
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.1011
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.64512(4) 0.61181(3) 0.07274(2) 0.02992(9) Uani 1 1 d . . . . .
Al1 Al 0.43793(4) 0.34647(3) 0.29259(3) 0.02185(10) Uani 1 1 d . . . . .
O1 O 0.55971(11) 0.21915(8) 0.28960(7) 0.0268(2) Uani 1 1 d . . . . .
N1 N 0.24805(12) 0.31934(9) 0.24136(7) 0.0208(2) Uani 1 1 d . . . . .
C1 C 0.42387(19) 0.37932(14) 0.40942(10) 0.0337(3) Uani 1 1 d . . . . .
H1A H 0.5250 0.3905 0.4266 0.051 Uiso 1 1 calc R U . . .
H1B H 0.3915 0.3150 0.4546 0.051 Uiso 1 1 calc R U . . .
H1C H 0.3479 0.4491 0.4060 0.051 Uiso 1 1 calc R U . . .
Cl2 Cl 0.09723(5) 0.76455(4) -0.10054(3) 0.04380(12) Uani 1 1 d . . . . .
O2 O 0.47912(11) 0.45754(8) 0.20247(6) 0.0255(2) Uani 1 1 d . . . . .
N2 N 0.08296(13) 0.46887(9) 0.26791(8) 0.0233(2) Uani 1 1 d . . . . .
C3 C 0.59975(14) 0.01225(11) 0.33324(8) 0.0205(2) Uani 1 1 d . . . . .
C4 C 0.54270(15) -0.08478(11) 0.32795(9) 0.0221(3) Uani 1 1 d . . . . .
H4 H 0.5980 -0.1577 0.3592 0.027 Uiso 1 1 calc R U . . .
C5 C 0.40919(15) -0.08166(11) 0.27961(9) 0.0226(3) Uani 1 1 d . . . . .
C6 C 0.33133(15) 0.02614(11) 0.23329(9) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.2405 0.0319 0.1996 0.028 Uiso 1 1 calc R U . . .
C7 C 0.38404(15) 0.12573(11) 0.23541(9) 0.0219(3) Uani 1 1 d . . . . .
C8 C 0.74669(15) 0.00276(11) 0.38784(9) 0.0225(3) Uani 1 1 d . . . . .
C9 C 0.82202(17) -0.12222(12) 0.42890(11) 0.0319(3) Uani 1 1 d . . . . .
H9A H 0.7489 -0.1623 0.4692 0.048 Uiso 1 1 calc R U . . .
H9B H 0.9149 -0.1245 0.4632 0.048 Uiso 1 1 calc R U . . .
H9C H 0.8505 -0.1598 0.3806 0.048 Uiso 1 1 calc R U . . .
C10 C 0.86711(17) 0.06077(13) 0.32672(11) 0.0341(3) Uani 1 1 d . . . . .
H10A H 0.8902 0.0255 0.2767 0.051 Uiso 1 1 calc R U . . .
H10B H 0.9618 0.0512 0.3616 0.051 Uiso 1 1 calc R U . . .
H10C H 0.8262 0.1427 0.3027 0.051 Uiso 1 1 calc R U . . .
C11 C 0.70886(19) 0.05873(15) 0.46587(11) 0.0382(4) Uani 1 1 d . . . . .
H11A H 0.6639 0.1398 0.4416 0.057 Uiso 1 1 calc R U . . .
H11B H 0.8038 0.0524 0.4997 0.057 Uiso 1 1 calc R U . . .
H11C H 0.6348 0.0196 0.5061 0.057 Uiso 1 1 calc R U . . .
C12 C 0.35053(16) -0.19276(11) 0.28164(10) 0.0267(3) Uani 1 1 d . . . . .
C13 C 0.4844(2) -0.28919(14) 0.27777(14) 0.0445(4) Uani 1 1 d . . . . .
H13A H 0.4435 -0.3565 0.2730 0.067 Uiso 1 1 calc R U . . .
H13B H 0.5478 -0.3093 0.3327 0.067 Uiso 1 1 calc R U . . .
H13C H 0.5479 -0.2636 0.2251 0.067 Uiso 1 1 calc R U . . .
C14 C 0.2658(2) -0.23048(16) 0.37035(13) 0.0491(5) Uani 1 1 d . . . . .
H14A H 0.1752 -0.1722 0.3727 0.074 Uiso 1 1 calc R U . . .
H14B H 0.3354 -0.2399 0.4211 0.074 Uiso 1 1 calc R U . . .
H14C H 0.2327 -0.3036 0.3740 0.074 Uiso 1 1 calc R U . . .
C15 C 0.2412(2) -0.17645(15) 0.20279(14) 0.0532(5) Uani 1 1 d . . . . .
H15A H 0.2147 -0.2505 0.2027 0.080 Uiso 1 1 calc R U . . .
H15B H 0.2917 -0.1451 0.1461 0.080 Uiso 1 1 calc R U . . .
H15C H 0.1468 -0.1233 0.2089 0.080 Uiso 1 1 calc R U . . .
C16 C 0.30062(15) 0.24121(11) 0.18182(9) 0.0229(3) Uani 1 1 d . . . . .
H16A H 0.3704 0.2771 0.1352 0.028 Uiso 1 1 calc R U . . .
H16B H 0.2098 0.2307 0.1508 0.028 Uiso 1 1 calc R U . . .
C17 C 0.14156(16) 0.26869(11) 0.31442(10) 0.0259(3) Uani 1 1 d . . . . .
H17A H 0.1971 0.2366 0.3730 0.031 Uiso 1 1 calc R U . . .
H17B H 0.0980 0.2073 0.2990 0.031 Uiso 1 1 calc R U . . .
C18 C 0.01383(16) 0.37004(11) 0.31809(10) 0.0267(3) Uani 1 1 d . . . . .
H18 H -0.0779 0.3662 0.2832 0.032 Uiso 1 1 calc R U . . .
C19 C -0.03960(19) 0.38289(13) 0.40986(11) 0.0353(3) Uani 1 1 d . . . . .
H19A H 0.0500 0.3845 0.4464 0.042 Uiso 1 1 calc R U . . .
H19B H -0.0887 0.3170 0.4419 0.042 Uiso 1 1 calc R U . . .
C20 C -0.15577(19) 0.49467(14) 0.39742(12) 0.0383(4) Uani 1 1 d . . . . .
H20A H -0.2514 0.4883 0.3685 0.046 Uiso 1 1 calc R U . . .
H20B H -0.1830 0.5081 0.4571 0.046 Uiso 1 1 calc R U . . .
C21 C -0.08766(17) 0.59591(13) 0.33885(11) 0.0340(3) Uani 1 1 d . . . . .
H21A H -0.1672 0.6662 0.3277 0.041 Uiso 1 1 calc R U . . .
H21B H 0.0000 0.6083 0.3715 0.041 Uiso 1 1 calc R U . . .
C22 C -0.03190(16) 0.57498(11) 0.24913(10) 0.0274(3) Uani 1 1 d . . . . .
H22A H -0.1199 0.5674 0.2141 0.033 Uiso 1 1 calc R U . . .
H22B H 0.0151 0.6402 0.2134 0.033 Uiso 1 1 calc R U . . .
C23 C 0.15027(15) 0.43106(11) 0.19101(9) 0.0217(3) Uani 1 1 d . . . . .
H23 H 0.0661 0.4132 0.1580 0.026 Uiso 1 1 calc R U . . .
C24 C 0.23283(15) 0.51500(11) 0.12465(9) 0.0224(3) Uani 1 1 d . . . . .
C25 C 0.14427(16) 0.58856(11) 0.05172(9) 0.0259(3) Uani 1 1 d . . . . .
H25 H 0.0393 0.5824 0.0454 0.031 Uiso 1 1 calc R U . . .
C26 C 0.20881(17) 0.67013(12) -0.01114(9) 0.0283(3) Uani 1 1 d . . . . .
C27 C 0.36315(16) 0.67860(12) -0.00554(9) 0.0268(3) Uani 1 1 d . . . . .
H27 H 0.4074 0.7339 -0.0497 0.032 Uiso 1 1 calc R U . . .
C28 C 0.45089(15) 0.60438(11) 0.06607(9) 0.0235(3) Uani 1 1 d . . . . .
C29 C 0.38895(15) 0.52285(10) 0.13397(9) 0.0214(3) Uani 1 1 d . . . . .
C30 C 0.8244(3) -0.1093(2) 0.10181(18) 0.0727(7) Uani 1 1 d . . . . .
H30A H 0.7877 -0.1752 0.1426 0.109 Uiso 1 1 calc R U . . .
H30B H 0.8980 -0.0824 0.1340 0.109 Uiso 1 1 calc R U . . .
H30C H 0.8755 -0.1321 0.0503 0.109 Uiso 1 1 calc R U . . .
C31 C 0.6884(2) -0.01351(17) 0.06855(13) 0.0480(4) Uani 1 1 d . . . . .
H31A H 0.6381 0.0095 0.1210 0.058 Uiso 1 1 calc R U . . .
H31B H 0.7269 0.0537 0.0292 0.058 Uiso 1 1 calc R U . . .
C32 C 0.5691(2) -0.04688(14) 0.01660(12) 0.0403(4) Uani 1 1 d . . . . .
H32A H 0.5321 -0.1148 0.0558 0.048 Uiso 1 1 calc R U . . .
H32B H 0.6197 -0.0693 -0.0360 0.048 Uiso 1 1 calc R U . . .
C2 C 0.51572(14) 0.12009(11) 0.28624(9) 0.0211(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C28 1.7348(14) . ?
Al1 O2 1.7439(10) . ?
Al1 O1 1.7440(10) . ?
Al1 C1 1.9423(15) . ?
Al1 N1 1.9891(12) . ?
O1 C2 1.3560(15) . ?
N1 C16 1.5046(16) . ?
N1 C23 1.5111(15) . ?
N1 C17 1.5113(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
Cl2 C26 1.7433(14) . ?
O2 C29 1.3285(15) . ?
N2 C23 1.4551(17) . ?
N2 C22 1.4687(16) . ?
N2 C18 1.4718(17) . ?
C3 C4 1.3963(18) . ?
C3 C2 1.4152(17) . ?
C3 C8 1.5371(17) . ?
C4 C5 1.4020(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3925(18) . ?
C5 C12 1.5362(18) . ?
C6 C7 1.3929(18) . ?
C6 H6 0.9500 . ?
C7 C2 1.4022(18) . ?
C7 C16 1.5096(17) . ?
C8 C9 1.5319(18) . ?
C8 C10 1.5332(19) . ?
C8 C11 1.537(2) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C15 1.525(2) . ?
C12 C13 1.528(2) . ?
C12 C14 1.531(2) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.5347(18) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.513(2) . ?
C18 H18 1.0000 . ?
C19 C20 1.531(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.531(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.521(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.5104(18) . ?
C23 H23 1.0000 . ?
C24 C25 1.3973(18) . ?
C24 C29 1.4084(18) . ?
C25 C26 1.3801(19) . ?
C25 H25 0.9500 . ?
C26 C27 1.387(2) . ?
C27 C28 1.3834(19) . ?
C27 H27 0.9500 . ?
C28 C29 1.4083(18) . ?
C30 C31 1.517(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.516(3) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C32 1.516(3) 2_655 ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?

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
O2 Al1 O1 109.48(5) . . ?
O2 Al1 C1 115.41(6) . . ?
O1 Al1 C1 114.98(6) . . ?
O2 Al1 N1 98.02(5) . . ?
O1 Al1 N1 98.62(5) . . ?
C1 Al1 N1 117.97(6) . . ?
C2 O1 Al1 126.52(8) . . ?
C16 N1 C23 112.52(10) . . ?
C16 N1 C17 111.82(10) . . ?
C23 N1 C17 103.12(9) . . ?
C16 N1 Al1 106.66(8) . . ?
C23 N1 Al1 111.10(8) . . ?
C17 N1 Al1 111.75(8) . . ?
Al1 C1 H1A 109.5 . . ?
Al1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Al1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C29 O2 Al1 129.42(9) . . ?
C23 N2 C22 117.45(11) . . ?
C23 N2 C18 102.24(10) . . ?
C22 N2 C18 110.98(10) . . ?
C4 C3 C2 116.96(11) . . ?
C4 C3 C8 121.68(11) . . ?
C2 C3 C8 121.36(11) . . ?
C3 C4 C5 124.33(12) . . ?
C3 C4 H4 117.8 . . ?
C5 C4 H4 117.8 . . ?
C6 C5 C4 116.81(12) . . ?
C6 C5 C12 122.51(12) . . ?
C4 C5 C12 120.64(11) . . ?
C5 C6 C7 121.28(12) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 H6 119.4 . . ?
C6 C7 C2 120.63(12) . . ?
C6 C7 C16 120.13(11) . . ?
C2 C7 C16 119.24(11) . . ?
C9 C8 C10 106.89(11) . . ?
C9 C8 C3 112.02(11) . . ?
C10 C8 C3 110.22(11) . . ?
C9 C8 C11 107.45(12) . . ?
C10 C8 C11 109.62(12) . . ?
C3 C8 C11 110.53(11) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C15 C12 C13 107.98(14) . . ?
C15 C12 C14 109.32(15) . . ?
C13 C12 C14 107.87(14) . . ?
C15 C12 C5 111.77(12) . . ?
C13 C12 C5 111.20(11) . . ?
C14 C12 C5 108.61(12) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N1 C16 C7 111.49(10) . . ?
N1 C16 H16A 109.3 . . ?
C7 C16 H16A 109.3 . . ?
N1 C16 H16B 109.3 . . ?
C7 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
N1 C17 C18 104.41(10) . . ?
N1 C17 H17A 110.9 . . ?
C18 C17 H17A 110.9 . . ?
N1 C17 H17B 110.9 . . ?
C18 C17 H17B 110.9 . . ?
H17A C17 H17B 108.9 . . ?
N2 C18 C19 110.95(12) . . ?
N2 C18 C17 102.07(10) . . ?
C19 C18 C17 117.94(12) . . ?
N2 C18 H18 108.5 . . ?
C19 C18 H18 108.5 . . ?
C17 C18 H18 108.5 . . ?
C18 C19 C20 108.88(13) . . ?
C18 C19 H19A 109.9 . . ?
C20 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
C20 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C21 C20 C19 110.58(12) . . ?
C21 C20 H20A 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C20 111.51(12) . . ?
C22 C21 H21A 109.3 . . ?
C20 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C20 C21 H21B 109.3 . . ?
H21A C21 H21B 108.0 . . ?
N2 C22 C21 108.05(12) . . ?
N2 C22 H22A 110.1 . . ?
C21 C22 H22A 110.1 . . ?
N2 C22 H22B 110.1 . . ?
C21 C22 H22B 110.1 . . ?
H22A C22 H22B 108.4 . . ?
N2 C23 C24 115.73(11) . . ?
N2 C23 N1 98.78(10) . . ?
C24 C23 N1 116.64(10) . . ?
N2 C23 H23 108.4 . . ?
C24 C23 H23 108.4 . . ?
N1 C23 H23 108.4 . . ?
C25 C24 C29 120.21(12) . . ?
C25 C24 C23 116.09(12) . . ?
C29 C24 C23 123.70(11) . . ?
C26 C25 C24 120.20(13) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 121.28(13) . . ?
C25 C26 Cl2 120.31(11) . . ?
C27 C26 Cl2 118.41(11) . . ?
C28 C27 C26 118.24(13) . . ?
C28 C27 H27 120.9 . . ?
C26 C27 H27 120.9 . . ?
C27 C28 C29 122.67(12) . . ?
C27 C28 Cl1 118.81(10) . . ?
C29 C28 Cl1 118.52(10) . . ?
O2 C29 C28 119.15(12) . . ?
O2 C29 C24 123.52(12) . . ?
C28 C29 C24 117.33(11) . . ?
C31 C30 H30A 109.5 . . ?
C31 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C31 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C30 113.20(17) . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C30 C31 H31B 108.9 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 C32 114.34(18) . 2_655 ?
C31 C32 H32A 108.7 . . ?
C32 C32 H32A 108.7 2_655 . ?
C31 C32 H32B 108.7 . . ?
C32 C32 H32B 108.7 2_655 . ?
H32A C32 H32B 107.6 . . ?
O1 C2 C7 118.87(11) . . ?
O1 C2 C3 121.17(11) . . ?
C7 C2 C3 119.95(11) . . ?

_refine_diff_density_max         0.346
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.066

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

data_Al_2_Me
_database_code_depnum_ccdc_archive 'CCDC 1432294'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_CHEMW03_shelx               
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The structure contains disordered hexane which could
not be modelled.  There are two hexanes per unit cell and this
has been included in the chemical formula.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H46 Al Br2 N2 O2'
_chemical_formula_weight         713.54

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'
Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_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                   17.4539(4)
_cell_length_b                   8.5772(2)
_cell_length_c                   23.1237(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.060(3)
_cell_angle_gamma                90
_cell_volume                     3309.42(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7893
_cell_measurement_theta_min      3.8980
_cell_measurement_theta_max      28.4500

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_F_000             1476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    2.510
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.73702
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 16.1468
_diffrn_reflns_number            28073
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.334
_diffrn_reflns_theta_max         30.082
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.885
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8618
_reflns_number_gt                6459
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The crystal structure contains disordered hexane molecules.  It
was not possible to resolve the positions of the hexane molecules
and so SQUEEZE was used to estimate the void volume and 
residual electron density.  Both the volume of space and electron
count (61e- per void) are consistent with one hexane molecule
per void (two voids per unit cell, half a hexane molecule per
asymmetric unit).  The reported molecular formula therefore
includes these two extra molecules of hexane per unit cell.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²+2.4608P] 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         8618
_refine_ls_number_parameters     332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.76331(2) 0.89910(3) 0.85499(2) 0.03030(8) Uani 1 1 d . . . . .
Al1 Al 0.52527(4) 1.18694(8) 0.82208(3) 0.01654(14) Uani 1 1 d . . . . .
O1 O 0.62472(9) 1.12395(17) 0.84058(7) 0.0183(3) Uani 1 1 d . . . . .
N1 N 0.53600(10) 1.3906(2) 0.78361(8) 0.0164(4) Uani 1 1 d . . . . .
C1 C 0.48386(14) 1.1752(3) 0.89106(11) 0.0263(5) Uani 1 1 d . . . . .
H1A H 0.4746 1.0659 0.8993 0.039 Uiso 1 1 calc R U . . .
H1B H 0.4333 1.2329 0.8822 0.039 Uiso 1 1 calc R U . . .
H1C H 0.5228 1.2209 0.9265 0.039 Uiso 1 1 calc R U . . .
Br2 Br 0.91539(2) 1.43597(4) 0.80239(2) 0.04229(9) Uani 1 1 d . . . . .
O2 O 0.46452(9) 1.09753(17) 0.75666(7) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.60055(11) 1.4988(2) 0.87251(9) 0.0193(4) Uani 1 1 d . . . . .
C2 C 0.41488(12) 1.1699(2) 0.70761(10) 0.0159(4) Uani 1 1 d . . . . .
C3 C 0.33834(13) 1.1087(2) 0.67788(10) 0.0168(4) Uani 1 1 d . . . . .
C4 C 0.29141(13) 1.1918(3) 0.62814(10) 0.0197(5) Uani 1 1 d . . . . .
H4 H 0.2399 1.1516 0.6077 0.024 Uiso 1 1 calc R U . . .
C5 C 0.31516(13) 1.3302(3) 0.60641(10) 0.0188(5) Uani 1 1 d . . . . .
C6 C 0.39086(14) 1.3863(3) 0.63673(10) 0.0201(5) Uani 1 1 d . . . . .
H6 H 0.4092 1.4801 0.6234 0.024 Uiso 1 1 calc R U . . .
C7 C 0.44051(13) 1.3072(3) 0.68643(10) 0.0177(4) Uani 1 1 d . . . . .
C8 C 0.30833(13) 0.9563(3) 0.69879(11) 0.0200(5) Uani 1 1 d . . . . .
C9 C 0.30268(16) 0.9730(3) 0.76320(12) 0.0322(6) Uani 1 1 d . . . . .
H9A H 0.2836 0.8748 0.7758 0.048 Uiso 1 1 calc R U . . .
H9B H 0.2651 1.0569 0.7645 0.048 Uiso 1 1 calc R U . . .
H9C H 0.3557 0.9979 0.7907 0.048 Uiso 1 1 calc R U . . .
C10 C 0.36578(15) 0.8230(3) 0.69571(13) 0.0307(6) Uani 1 1 d . . . . .
H10A H 0.4184 0.8426 0.7248 0.046 Uiso 1 1 calc R U . . .
H10B H 0.3713 0.8171 0.6548 0.046 Uiso 1 1 calc R U . . .
H10C H 0.3443 0.7242 0.7056 0.046 Uiso 1 1 calc R U . . .
C11 C 0.22504(14) 0.9103(3) 0.65818(13) 0.0308(6) Uani 1 1 d . . . . .
H11A H 0.2079 0.8137 0.6733 0.046 Uiso 1 1 calc R U . . .
H11B H 0.2272 0.8941 0.6167 0.046 Uiso 1 1 calc R U . . .
H11C H 0.1868 0.9937 0.6585 0.046 Uiso 1 1 calc R U . . .
C12 C 0.25860(14) 1.4123(3) 0.55137(11) 0.0236(5) Uani 1 1 d . . . . .
C13 C 0.2403(2) 1.3027(3) 0.49644(12) 0.0444(8) Uani 1 1 d . . . . .
H13A H 0.2009 1.3517 0.4621 0.067 Uiso 1 1 calc R U . . .
H13B H 0.2187 1.2042 0.5064 0.067 Uiso 1 1 calc R U . . .
H13C H 0.2897 1.2822 0.4858 0.067 Uiso 1 1 calc R U . . .
C14 C 0.18053(18) 1.4548(4) 0.56515(15) 0.0500(9) Uani 1 1 d . . . . .
H14A H 0.1923 1.5253 0.6000 0.075 Uiso 1 1 calc R U . . .
H14B H 0.1552 1.3598 0.5744 0.075 Uiso 1 1 calc R U . . .
H14C H 0.1442 1.5065 0.5299 0.075 Uiso 1 1 calc R U . . .
C15 C 0.29481(18) 1.5611(3) 0.53469(12) 0.0368(7) Uani 1 1 d . . . . .
H15A H 0.2574 1.6076 0.4987 0.055 Uiso 1 1 calc R U . . .
H15B H 0.3453 1.5363 0.5262 0.055 Uiso 1 1 calc R U . . .
H15C H 0.3051 1.6350 0.5684 0.055 Uiso 1 1 calc R U . . .
C17 C 0.52345(13) 1.3682(3) 0.71752(10) 0.0193(5) Uani 1 1 d . . . . .
H17A H 0.5638 1.2937 0.7115 0.023 Uiso 1 1 calc R U . . .
H17B H 0.5313 1.4689 0.6991 0.023 Uiso 1 1 calc R U . . .
C18 C 0.47805(14) 1.5070(3) 0.79630(11) 0.0235(5) Uani 1 1 d . . . . .
H18A H 0.4325 1.4533 0.8051 0.028 Uiso 1 1 calc R U . . .
H18B H 0.4571 1.5779 0.7615 0.028 Uiso 1 1 calc R U . . .
C19 C 0.52815(14) 1.5968(3) 0.85185(11) 0.0257(5) Uani 1 1 d . . . . .
H19 H 0.5439 1.6989 0.8379 0.031 Uiso 1 1 calc R U . . .
C20 C 0.49183(17) 1.6280(3) 0.90226(13) 0.0364(7) Uani 1 1 d . . . . .
H20A H 0.4736 1.5289 0.9159 0.044 Uiso 1 1 calc R U . . .
H20B H 0.4449 1.6977 0.8878 0.044 Uiso 1 1 calc R U . . .
C21 C 0.55501(19) 1.7046(4) 0.95477(14) 0.0432(7) Uani 1 1 d . . . . .
H21A H 0.5678 1.8098 0.9425 0.052 Uiso 1 1 calc R U . . .
H21B H 0.5336 1.7164 0.9897 0.052 Uiso 1 1 calc R U . . .
C22 C 0.63087(17) 1.6059(3) 0.97306(12) 0.0346(6) Uani 1 1 d . . . . .
H22A H 0.6722 1.6603 1.0054 0.042 Uiso 1 1 calc R U . . .
H22B H 0.6191 1.5053 0.9896 0.042 Uiso 1 1 calc R U . . .
C23 C 0.66356(15) 1.5749(3) 0.91999(11) 0.0257(5) Uani 1 1 d . . . . .
H23A H 0.6793 1.6741 0.9048 0.031 Uiso 1 1 calc R U . . .
H23B H 0.7114 1.5068 0.9328 0.031 Uiso 1 1 calc R U . . .
C24 C 0.61644(12) 1.4605(3) 0.81557(10) 0.0172(4) Uani 1 1 d . . . . .
H24 H 0.6229 1.5595 0.7947 0.021 Uiso 1 1 calc R U . . .
C25 C 0.68800(12) 1.3576(3) 0.82006(10) 0.0170(4) Uani 1 1 d . . . . .
C26 C 0.75569(13) 1.4289(3) 0.81154(11) 0.0225(5) Uani 1 1 d . . . . .
H26 H 0.7546 1.5367 0.8020 0.027 Uiso 1 1 calc R U . . .
C27 C 0.82453(14) 1.3426(3) 0.81698(11) 0.0256(5) Uani 1 1 d . . . . .
C28 C 0.82697(14) 1.1855(3) 0.83075(11) 0.0250(5) Uani 1 1 d . . . . .
H28 H 0.8746 1.1269 0.8352 0.030 Uiso 1 1 calc R U . . .
C29 C 0.75928(13) 1.1151(3) 0.83790(11) 0.0206(5) Uani 1 1 d . . . . .
C30 C 0.68810(12) 1.1972(3) 0.83294(10) 0.0169(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C29 1.891(2) . ?
Al1 O1 1.7470(16) . ?
Al1 O2 1.7493(17) . ?
Al1 C1 1.937(2) . ?
Al1 N1 1.9937(19) . ?
O1 C30 1.328(3) . ?
N1 C17 1.491(3) . ?
N1 C24 1.506(3) . ?
N1 C18 1.510(3) . ?
Br2 C27 1.893(2) . ?
O2 C2 1.359(3) . ?
N2 C23 1.460(3) . ?
N2 C24 1.460(3) . ?
N2 C19 1.475(3) . ?
C2 C7 1.398(3) . ?
C2 C3 1.412(3) . ?
C3 C4 1.396(3) . ?
C3 C8 1.538(3) . ?
C4 C5 1.398(3) . ?
C5 C6 1.388(3) . ?
C5 C12 1.534(3) . ?
C6 C7 1.395(3) . ?
C7 C17 1.508(3) . ?
C8 C9 1.528(4) . ?
C8 C11 1.533(3) . ?
C8 C10 1.536(3) . ?
C12 C15 1.523(4) . ?
C12 C14 1.532(4) . ?
C12 C13 1.537(4) . ?
C18 C19 1.533(3) . ?
C19 C20 1.505(4) . ?
C20 C21 1.529(4) . ?
C21 C22 1.523(4) . ?
C22 C23 1.521(4) . ?
C24 C25 1.508(3) . ?
C25 C26 1.395(3) . ?
C25 C30 1.407(3) . ?
C26 C27 1.385(3) . ?
C27 C28 1.383(4) . ?
C28 C29 1.379(3) . ?
C29 C30 1.403(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al1 O2 112.50(8) . . ?
O1 Al1 C1 111.49(10) . . ?
O2 Al1 C1 114.29(10) . . ?
O1 Al1 N1 99.41(8) . . ?
O2 Al1 N1 96.35(8) . . ?
C1 Al1 N1 121.30(10) . . ?
C30 O1 Al1 128.87(14) . . ?
C17 N1 C24 112.94(17) . . ?
C17 N1 C18 112.27(17) . . ?
C24 N1 C18 102.86(16) . . ?
C17 N1 Al1 109.86(13) . . ?
C24 N1 Al1 109.01(13) . . ?
C18 N1 Al1 109.66(14) . . ?
C2 O2 Al1 126.71(14) . . ?
C23 N2 C24 118.56(18) . . ?
C23 N2 C19 111.94(18) . . ?
C24 N2 C19 101.98(17) . . ?
O2 C2 C7 119.08(19) . . ?
O2 C2 C3 121.11(19) . . ?
C7 C2 C3 119.81(19) . . ?
C4 C3 C2 117.0(2) . . ?
C4 C3 C8 121.43(19) . . ?
C2 C3 C8 121.61(19) . . ?
C3 C4 C5 124.4(2) . . ?
C6 C5 C4 116.8(2) . . ?
C6 C5 C12 123.1(2) . . ?
C4 C5 C12 120.1(2) . . ?
C5 C6 C7 121.1(2) . . ?
C6 C7 C2 120.8(2) . . ?
C6 C7 C17 120.1(2) . . ?
C2 C7 C17 119.08(19) . . ?
C9 C8 C11 107.5(2) . . ?
C9 C8 C10 110.2(2) . . ?
C11 C8 C10 107.1(2) . . ?
C9 C8 C3 110.63(19) . . ?
C11 C8 C3 112.05(19) . . ?
C10 C8 C3 109.32(19) . . ?
C15 C12 C14 108.3(2) . . ?
C15 C12 C5 112.4(2) . . ?
C14 C12 C5 109.4(2) . . ?
C15 C12 C13 107.7(2) . . ?
C14 C12 C13 109.6(2) . . ?
C5 C12 C13 109.4(2) . . ?
N1 C17 C7 111.40(18) . . ?
N1 C18 C19 104.20(17) . . ?
N2 C19 C20 111.4(2) . . ?
N2 C19 C18 102.05(18) . . ?
C20 C19 C18 118.2(2) . . ?
C19 C20 C21 108.8(2) . . ?
C22 C21 C20 110.3(2) . . ?
C23 C22 C21 112.0(2) . . ?
N2 C23 C22 107.9(2) . . ?
N2 C24 N1 97.80(16) . . ?
N2 C24 C25 116.25(18) . . ?
N1 C24 C25 115.79(17) . . ?
C26 C25 C30 120.7(2) . . ?
C26 C25 C24 116.9(2) . . ?
C30 C25 C24 122.42(19) . . ?
C27 C26 C25 120.1(2) . . ?
C28 C27 C26 120.6(2) . . ?
C28 C27 Br2 118.84(18) . . ?
C26 C27 Br2 120.51(19) . . ?
C29 C28 C27 119.0(2) . . ?
C28 C29 C30 122.6(2) . . ?
C28 C29 Br1 118.24(17) . . ?
C30 C29 Br1 119.12(17) . . ?
O1 C30 C29 120.23(19) . . ?
O1 C30 C25 122.76(19) . . ?
C29 C30 C25 117.0(2) . . ?

_refine_diff_density_max         1.610
_refine_diff_density_min         -1.215
_refine_diff_density_rms         0.074


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

data_Al_4_Me2
_database_code_depnum_ccdc_archive 'CCDC 1432295'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT410_shelx               
;
PROBLEM: Short Intra H...H Contact  H18B   ..  H19A    ..       1.57 Ang.  
RESPONSE: This is a consequence of the disorder.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H39 Al N2 O'
_chemical_formula_weight         386.54

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'
Al Al 0.2130 0.2455 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   15.1677(3)
_cell_length_b                   11.97470(10)
_cell_length_c                   14.1461(2)
_cell_angle_alpha                90
_cell_angle_beta                 115.389(2)
_cell_angle_gamma                90
_cell_volume                     2321.18(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    13060
_cell_measurement_theta_min      4.9050
_cell_measurement_theta_max      71.8500

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.106
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.855
_shelx_estimated_absorpt_T_min   0.848
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_T_min  0.71159
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            27262
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.905
_diffrn_reflns_theta_max         72.022
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4548
_reflns_number_gt                4004
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The piperidine ring is disordered over two positons by approx
85:15.  Due to the small proportion of the second component,
EADP commands were used to fix the adps of the two equivalent
atoms in each of the components.  The positions of C22 and C22A
and C23 and C23A were constrained to take the same values using
an EXYZ command - any attempt to allow the positions to freely
refine resulted in anomalous bond lengths (which could not be
rectified with distance restraints) and anomalous ADPs.  The
relative occupancies were allowed to freely refine.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0568P)²+0.8067P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         4548
_refine_ls_number_parameters     265
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
Al1 Al 0.59981(3) 0.21011(3) 0.45866(3) 0.01830(11) Uani 1 1 d . . . . .
O1 O 0.48390(7) 0.23349(8) 0.47038(7) 0.0217(2) Uani 1 1 d . . . . .
N1 N 0.55139(8) 0.05675(9) 0.40546(9) 0.0193(2) Uani 1 1 d . . . . .
C1 C 0.68861(10) 0.23923(12) 0.60787(11) 0.0272(3) Uani 1 1 d . . . . .
H1A H 0.6533 0.2805 0.6408 0.041 Uiso 1 1 calc R U . . .
H1B H 0.7445 0.2835 0.6120 0.041 Uiso 1 1 calc R U . . .
H1C H 0.7117 0.1681 0.6444 0.041 Uiso 1 1 calc R U . . .
N2 N 0.73021(11) 0.12889(13) 0.44852(15) 0.0235(3) Uani 0.857(3) 1 d . . P A 1
H2 H 0.7682 0.0951 0.5191 0.028 Uiso 0.857(3) 1 calc R U P A 1
C19 C 0.69542(11) 0.03257(13) 0.37647(14) 0.0208(4) Uani 0.857(3) 1 d . . P A 1
H19 H 0.6610 0.0623 0.3036 0.025 Uiso 0.857(3) 1 calc R U P A 1
C21 C 0.85294(13) 0.02691(18) 0.35980(16) 0.0357(4) Uani 0.857(3) 1 d . . P A 1
H21A H 0.9103 -0.0204 0.3715 0.043 Uiso 0.857(3) 1 calc R U P A 1
H21B H 0.8237 0.0512 0.2857 0.043 Uiso 0.857(3) 1 calc R U P A 1
C20 C 0.7781(3) -0.0422(4) 0.3805(2) 0.0268(6) Uani 0.857(3) 1 d . . P A 1
H20A H 0.7516 -0.1018 0.3273 0.032 Uiso 0.857(3) 1 calc R U P A 1
H20B H 0.8101 -0.0779 0.4502 0.032 Uiso 0.857(3) 1 calc R U P A 1
C22 C 0.88584(13) 0.12782(17) 0.42926(17) 0.0463(4) Uani 0.857(3) 1 d . . P A 1
H22A H 0.9258 0.1758 0.4057 0.056 Uiso 0.857(3) 1 calc R U P A 1
H22B H 0.9276 0.1035 0.5017 0.056 Uiso 0.857(3) 1 calc R U P A 1
C23 C 0.80125(12) 0.19553(14) 0.42879(14) 0.0370(4) Uani 0.857(3) 1 d . . P A 1
H23A H 0.8272 0.2545 0.4828 0.044 Uiso 0.857(3) 1 calc R U P A 1
H23B H 0.7677 0.2328 0.3600 0.044 Uiso 0.857(3) 1 calc R U P A 1
C19A C 0.7142(7) 0.0169(8) 0.4315(10) 0.0208(4) Uani 0.143(3) 1 d D . P A 2
H19A H 0.7445 0.0163 0.5097 0.025 Uiso 0.143(3) 1 calc R U P A 2
C21A C 0.8816(8) 0.0058(11) 0.4326(10) 0.0357(4) Uani 0.143(3) 1 d . . P A 2
H21C H 0.9245 -0.0179 0.5050 0.043 Uiso 0.143(3) 1 calc R U P A 2
H21D H 0.9105 -0.0240 0.3869 0.043 Uiso 0.143(3) 1 calc R U P A 2
N2A N 0.7106(8) 0.1341(9) 0.4041(9) 0.0235(3) Uani 0.143(3) 1 d . . P A 2
H2N H 0.6760 0.1354 0.3259 0.028 Uiso 0.143(3) 1 calc R U P A 2
C20A C 0.787(2) -0.049(3) 0.402(2) 0.0268(6) Uani 0.143(3) 1 d D . P A 2
H20C H 0.7979 -0.1229 0.4363 0.032 Uiso 0.143(3) 1 calc R U P A 2
H20D H 0.7569 -0.0607 0.3258 0.032 Uiso 0.143(3) 1 calc R U P A 2
C22A C 0.88584(13) 0.12782(17) 0.42926(17) 0.0463(4) Uani 0.143(3) 1 d . . P A
2
H22C H 0.8943 0.1483 0.3659 0.056 Uiso 0.143(3) 1 calc R U P A 2
H22D H 0.9455 0.1522 0.4903 0.056 Uiso 0.143(3) 1 calc R U P A 2
C23A C 0.80125(12) 0.19553(14) 0.42879(14) 0.0370(4) Uani 0.143(3) 1 d . . P A
2
H23C H 0.8220 0.2302 0.4986 0.044 Uiso 0.143(3) 1 calc R U P A 2
H23D H 0.7873 0.2568 0.3773 0.044 Uiso 0.143(3) 1 calc R U P A 2
C2 C 0.58151(11) 0.31558(12) 0.34353(11) 0.0284(3) Uani 1 1 d . . . . .
H2A H 0.5684 0.2735 0.2794 0.043 Uiso 1 1 calc R U . . .
H2B H 0.6408 0.3603 0.3625 0.043 Uiso 1 1 calc R U . . .
H2C H 0.5263 0.3651 0.3317 0.043 Uiso 1 1 calc R U . . .
C3 C 0.39544(9) 0.19958(10) 0.41114(9) 0.0177(2) Uani 1 1 d . . . . .
C4 C 0.31149(10) 0.25904(11) 0.40630(10) 0.0202(3) Uani 1 1 d . . . . .
C5 C 0.22060(10) 0.21656(12) 0.34228(11) 0.0233(3) Uani 1 1 d . . . . .
H5 H 0.1651 0.2564 0.3388 0.028 Uiso 1 1 calc R U . . .
C6 C 0.20386(10) 0.11832(12) 0.28154(10) 0.0228(3) Uani 1 1 d . . . . .
C7 C 0.28485(10) 0.06095(11) 0.28906(10) 0.0211(3) Uani 1 1 d . . . . .
H7 H 0.2768 -0.0063 0.2506 0.025 Uiso 1 1 calc R U . . .
C8 C 0.37970(9) 0.09955(10) 0.35261(10) 0.0183(3) Uani 1 1 d . . . . .
C9 C 0.32381(10) 0.36749(11) 0.46838(11) 0.0240(3) Uani 1 1 d . . . . .
C10 C 0.37433(11) 0.45487(12) 0.42981(12) 0.0291(3) Uani 1 1 d . . . . .
H10A H 0.4378 0.4262 0.4382 0.044 Uiso 1 1 calc R U . . .
H10B H 0.3839 0.5235 0.4707 0.044 Uiso 1 1 calc R U . . .
H10C H 0.3337 0.4709 0.3558 0.044 Uiso 1 1 calc R U . . .
C11 C 0.38418(13) 0.34633(13) 0.58606(12) 0.0349(4) Uani 1 1 d . . . . .
H11A H 0.4476 0.3145 0.5978 0.052 Uiso 1 1 calc R U . . .
H11B H 0.3492 0.2940 0.6111 0.052 Uiso 1 1 calc R U . . .
H11C H 0.3942 0.4170 0.6242 0.052 Uiso 1 1 calc R U . . .
C12 C 0.22536(12) 0.41641(14) 0.45451(15) 0.0390(4) Uani 1 1 d . . . . .
H12A H 0.2364 0.4863 0.4941 0.059 Uiso 1 1 calc R U . . .
H12B H 0.1920 0.3630 0.4805 0.059 Uiso 1 1 calc R U . . .
H12C H 0.1849 0.4312 0.3802 0.059 Uiso 1 1 calc R U . . .
C13 C 0.09918(10) 0.08187(14) 0.21110(12) 0.0313(3) Uani 1 1 d . . . . .
C14 C 0.04908(14) 0.17329(18) 0.12964(16) 0.0530(5) Uani 1 1 d . . . . .
H14A H 0.0480 0.2431 0.1654 0.079 Uiso 1 1 calc R U . . .
H14B H -0.0179 0.1505 0.0843 0.079 Uiso 1 1 calc R U . . .
H14C H 0.0852 0.1848 0.0872 0.079 Uiso 1 1 calc R U . . .
C15 C 0.04384(15) 0.0620(3) 0.27748(18) 0.0679(7) Uani 1 1 d . . . . .
H15A H 0.0750 0.0013 0.3271 0.102 Uiso 1 1 calc R U . . .
H15B H -0.0238 0.0417 0.2320 0.102 Uiso 1 1 calc R U . . .
H15C H 0.0448 0.1303 0.3161 0.102 Uiso 1 1 calc R U . . .
C16 C 0.09624(12) -0.02611(16) 0.15161(15) 0.0428(4) Uani 1 1 d . . . . .
H16A H 0.1311 -0.0148 0.1079 0.064 Uiso 1 1 calc R U . . .
H16B H 0.0282 -0.0461 0.1072 0.064 Uiso 1 1 calc R U . . .
H16C H 0.1275 -0.0864 0.2017 0.064 Uiso 1 1 calc R U . . .
C17 C 0.45995(10) 0.03066(10) 0.35972(10) 0.0193(3) Uani 1 1 d . . . . .
H17 H 0.4443 -0.0409 0.3277 0.023 Uiso 1 1 calc R U . . .
C18 C 0.62127(10) -0.02693(11) 0.40264(12) 0.0251(3) Uani 1 1 d . . . . .
H18A H 0.5869 -0.0843 0.3490 0.030 Uiso 1 1 calc R U . A 1
H18B H 0.6539 -0.0643 0.4715 0.030 Uiso 1 1 calc R U . A 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O1 1.8567(10) . ?
Al1 C2 1.9841(14) . ?
Al1 C1 1.9883(14) . ?
Al1 N1 2.0011(11) . ?
Al1 N2 2.2629(15) . ?
Al1 N2A 2.315(10) . ?
O1 C3 1.3051(16) . ?
N1 C17 1.2924(18) . ?
N1 C18 1.4716(16) . ?
N2 C23 1.461(2) . ?
N2 C19 1.479(2) . ?
C19 C18 1.506(2) . ?
C19 C20 1.521(3) . ?
C21 C22 1.501(3) . ?
C21 C20 1.532(5) . ?
C22 C23 1.515(2) . ?
C19A C18 1.391(10) . ?
C19A N2A 1.452(15) . ?
C19A C20A 1.546(18) . ?
C21A C22A 1.464(13) . ?
C21A C20A 1.46(4) . ?
N2A C23A 1.463(11) . ?
C22A C23A 1.515(2) . ?
C3 C8 1.4170(17) . ?
C3 C4 1.4346(17) . ?
C4 C5 1.3815(19) . ?
C4 C9 1.5336(18) . ?
C5 C6 1.414(2) . ?
C6 C7 1.3712(19) . ?
C6 C13 1.5322(18) . ?
C7 C8 1.4080(18) . ?
C8 C17 1.4378(18) . ?
C9 C10 1.529(2) . ?
C9 C12 1.5363(19) . ?
C9 C11 1.538(2) . ?
C13 C15 1.523(2) . ?
C13 C16 1.533(2) . ?
C13 C14 1.534(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 Al1 C2 99.95(6) . . ?
O1 Al1 C1 96.61(5) . . ?
C2 Al1 C1 123.53(6) . . ?
O1 Al1 N1 87.88(4) . . ?
C2 Al1 N1 112.08(6) . . ?
C1 Al1 N1 122.18(6) . . ?
O1 Al1 N2 163.19(5) . . ?
C2 Al1 N2 92.30(6) . . ?
C1 Al1 N2 85.99(7) . . ?
N1 Al1 N2 76.80(5) . . ?
O1 Al1 N2A 160.0(3) . . ?
C2 Al1 N2A 80.9(3) . . ?
C1 Al1 N2A 99.5(3) . . ?
N1 Al1 N2A 73.5(3) . . ?
C3 O1 Al1 130.39(8) . . ?
C17 N1 C18 116.92(11) . . ?
C17 N1 Al1 123.52(9) . . ?
C18 N1 Al1 118.85(9) . . ?
C23 N2 C19 111.65(14) . . ?
C23 N2 Al1 120.91(11) . . ?
C19 N2 Al1 108.40(10) . . ?
N2 C19 C18 106.45(13) . . ?
N2 C19 C20 112.8(2) . . ?
C18 C19 C20 113.7(2) . . ?
C22 C21 C20 112.02(18) . . ?
C19 C20 C21 110.0(3) . . ?
C21 C22 C23 112.62(15) . . ?
N2 C23 C22 113.54(15) . . ?
C18 C19A N2A 111.7(8) . . ?
C18 C19A C20A 118.7(15) . . ?
N2A C19A C20A 111.7(15) . . ?
C22A C21A C20A 119.1(12) . . ?
C19A N2A C23A 119.9(9) . . ?
C19A N2A Al1 103.9(7) . . ?
C23A N2A Al1 117.7(6) . . ?
C21A C20A C19A 115(2) . . ?
C21A C22A C23A 119.0(4) . . ?
N2A C23A C22A 116.1(4) . . ?
O1 C3 C8 120.49(11) . . ?
O1 C3 C4 121.55(11) . . ?
C8 C3 C4 117.90(12) . . ?
C5 C4 C3 117.66(12) . . ?
C5 C4 C9 121.97(12) . . ?
C3 C4 C9 120.35(12) . . ?
C4 C5 C6 124.98(12) . . ?
C7 C6 C5 116.62(12) . . ?
C7 C6 C13 123.49(13) . . ?
C5 C6 C13 119.88(12) . . ?
C6 C7 C8 121.41(12) . . ?
C7 C8 C3 121.37(11) . . ?
C7 C8 C17 117.32(11) . . ?
C3 C8 C17 121.24(12) . . ?
C10 C9 C4 109.38(11) . . ?
C10 C9 C12 107.57(12) . . ?
C4 C9 C12 112.13(12) . . ?
C10 C9 C11 110.00(13) . . ?
C4 C9 C11 110.49(11) . . ?
C12 C9 C11 107.22(12) . . ?
C15 C13 C6 109.57(13) . . ?
C15 C13 C16 108.23(16) . . ?
C6 C13 C16 112.05(13) . . ?
C15 C13 C14 110.37(18) . . ?
C6 C13 C14 109.07(14) . . ?
C16 C13 C14 107.53(14) . . ?
N1 C17 C8 126.22(12) . . ?
C19A C18 N1 112.7(4) . . ?
N1 C18 C19 107.89(11) . . ?

_refine_diff_density_max         0.262
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.041

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

data_Al_5_Me2
_database_code_depnum_ccdc_archive 'CCDC 1432296'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_DIFMX01_shelx               
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*1.00
RESPONSE: There are two significant electron density peaks in the region
of the Al atoms - these are not chemically unmeaninigful and may reflect
small proportions of a square bipyrimidial coordination around the 
metal centre.  Attempts to model these were unsuccessful.
;
_vrf_PLAT094_shelx               
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.33 Report
RESPONSE: There are two significant electron density peaks in the region
of the Al atoms - these are not chemically unmeaninigful and may reflect
small proportions of a square bipyrimidial coordination around the 
metal centre.  Attempts to model these were unsuccessful. The minimum
residual electron density is at a normal level.
;
_vrf_PLAT097_shelx               
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.90 eA-3  
RESPONSE: There are two significant electron density peaks in the region
of the Al atoms - these are not chemically unmeaninigful and may reflect
small proportions of a square bipyrimidial coordination around the 
metal centre.  Attempts to model these were unsuccessful.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H54 Al2 N4 O2'
_chemical_formula_weight         604.77

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 '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                   19.9805(11)
_cell_length_b                   8.6659(5)
_cell_length_c                   20.6358(14)
_cell_angle_alpha                90
_cell_angle_beta                 107.033(6)
_cell_angle_gamma                90
_cell_volume                     3416.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3505
_cell_measurement_theta_min      4.5060
_cell_measurement_theta_max      71.2240

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             1312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.034
_shelx_estimated_absorpt_T_min   0.904
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_T_min  0.71421
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            14360
_diffrn_reflns_av_unetI/netI     0.0911
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.629
_diffrn_reflns_theta_max         66.600
_diffrn_reflns_theta_full        66.600
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6007
_reflns_number_gt                4116
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
There are two significant electron density peaks in the region
of the Al atoms of the two independent molecules - these are not 
chemically unmeaninigful peak positions and may reflect small 
proportions (<30%) of a square bipyrimidial coordination around the 
metal centre.  Attempts to model these peaks in a disorder model
including these small proportions of a square bipyrimidial 
complex were unsuccessful producing an unstable refinement. 
Distance and adp restraints were applied but these did not
stabilise the refinements.  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1921P)²+1.5091P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         6007
_refine_ls_number_parameters     387
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1477
_refine_ls_R_factor_gt           0.1095
_refine_ls_wR_factor_ref         0.2973
_refine_ls_wR_factor_gt          0.2669
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Al1 Al 0.37633(7) 0.14471(15) 0.73692(7) 0.0196(4) Uani 1 1 d . . . . .
O1 O 0.44526(17) 0.0440(4) 0.80368(17) 0.0230(8) Uani 1 1 d . . . . .
N1 N 0.34812(19) -0.0629(4) 0.69245(19) 0.0189(8) Uani 1 1 d . . . . .
C1 C 0.3163(3) 0.2111(7) 0.7929(3) 0.0306(12) Uani 1 1 d . . . . .
H1A H 0.3406 0.1916 0.8408 0.046 Uiso 1 1 calc R U . . .
H1B H 0.2723 0.1530 0.7796 0.046 Uiso 1 1 calc R U . . .
H1C H 0.3063 0.3217 0.7861 0.046 Uiso 1 1 calc R U . . .
Al2 Al 0.72897(7) -0.12571(16) 0.87098(7) 0.0199(4) Uani 1 1 d . . . . .
O2 O 0.79517(18) -0.0241(4) 0.93947(17) 0.0255(8) Uani 1 1 d . . . . .
N2 N 0.2968(2) 0.2067(5) 0.6417(2) 0.0308(10) Uani 1 1 d . . . . .
H2 H 0.3233 0.2183 0.6077 0.037 Uiso 1 1 calc R U . . .
C2 C 0.4425(3) 0.2787(6) 0.7078(3) 0.0263(11) Uani 1 1 d . . . . .
H2A H 0.4823 0.3042 0.7471 0.039 Uiso 1 1 calc R U . . .
H2B H 0.4187 0.3738 0.6879 0.039 Uiso 1 1 calc R U . . .
H2C H 0.4594 0.2243 0.6740 0.039 Uiso 1 1 calc R U . . .
N3 N 0.6334(2) -0.1885(5) 0.7915(2) 0.0275(10) Uani 1 1 d . . . . .
H3 H 0.5955 -0.1919 0.8140 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4522(2) -0.0983(5) 0.8261(2) 0.0146(9) Uani 1 1 d . . . . .
N4 N 0.68541(19) 0.0822(5) 0.83811(19) 0.0183(8) Uani 1 1 d . . . . .
C4 C 0.5005(2) -0.1331(6) 0.8896(2) 0.0168(9) Uani 1 1 d . . . . .
C5 C 0.5105(2) -0.2841(6) 0.9104(2) 0.0241(11) Uani 1 1 d . . . . .
H5 H 0.5437 -0.3058 0.9529 0.029 Uiso 1 1 calc R U . . .
C6 C 0.4743(3) -0.4077(6) 0.8721(3) 0.0272(11) Uani 1 1 d . . . . .
C7 C 0.4263(2) -0.3759(5) 0.8107(2) 0.0210(10) Uani 1 1 d . . . . .
H7 H 0.4010 -0.4580 0.7840 0.025 Uiso 1 1 calc R U . . .
C8 C 0.4142(2) -0.2239(5) 0.7870(2) 0.0180(9) Uani 1 1 d . . . . .
C9 C 0.5404(3) -0.0034(6) 0.9312(2) 0.0264(11) Uani 1 1 d . . . . .
H9A H 0.5672 -0.0424 0.9758 0.040 Uiso 1 1 calc R U . . .
H9B H 0.5076 0.0762 0.9367 0.040 Uiso 1 1 calc R U . . .
H9C H 0.5725 0.0410 0.9084 0.040 Uiso 1 1 calc R U . . .
C10 C 0.4873(4) -0.5726(7) 0.8984(3) 0.0459(17) Uani 1 1 d . . . . .
H10A H 0.4730 -0.5830 0.9397 0.069 Uiso 1 1 calc R U . . .
H10B H 0.5372 -0.5968 0.9085 0.069 Uiso 1 1 calc R U . . .
H10C H 0.4600 -0.6440 0.8639 0.069 Uiso 1 1 calc R U . . .
C11 C 0.3662(2) -0.1959(5) 0.7213(2) 0.0197(10) Uani 1 1 d . . . . .
H11 H 0.3453 -0.2842 0.6962 0.024 Uiso 1 1 calc R U . . .
C12 C 0.2971(3) -0.0637(6) 0.6242(2) 0.0252(11) Uani 1 1 d . . . . .
H12A H 0.2687 -0.1592 0.6176 0.030 Uiso 1 1 calc R U . . .
H12B H 0.3219 -0.0601 0.5892 0.030 Uiso 1 1 calc R U . . .
C13 C 0.2509(3) 0.0746(6) 0.6183(3) 0.0290(12) Uani 1 1 d . . . . .
H13 H 0.2225 0.0602 0.6505 0.035 Uiso 1 1 calc R U . . .
C14 C 0.2001(3) 0.0980(6) 0.5479(2) 0.0260(11) Uani 1 1 d . . . . .
H14A H 0.2265 0.0991 0.5141 0.031 Uiso 1 1 calc R U . . .
H14B H 0.1667 0.0108 0.5370 0.031 Uiso 1 1 calc R U . . .
C15 C 0.1600(3) 0.2477(7) 0.5435(3) 0.0345(13) Uani 1 1 d . . . . .
H15A H 0.1326 0.2663 0.4958 0.041 Uiso 1 1 calc R U . . .
H15B H 0.1267 0.2384 0.5706 0.041 Uiso 1 1 calc R U . . .
C16 C 0.2078(3) 0.3834(7) 0.5689(3) 0.0365(13) Uani 1 1 d . . . . .
H16A H 0.2347 0.4055 0.5366 0.044 Uiso 1 1 calc R U . . .
H16B H 0.1793 0.4755 0.5711 0.044 Uiso 1 1 calc R U . . .
C17 C 0.2579(3) 0.3527(6) 0.6381(3) 0.0289(12) Uani 1 1 d . . . . .
H17A H 0.2918 0.4389 0.6504 0.035 Uiso 1 1 calc R U . . .
H17B H 0.2314 0.3498 0.6717 0.035 Uiso 1 1 calc R U . . .
C18 C 0.6994(3) -0.2590(6) 0.9357(3) 0.0289(12) Uani 1 1 d . . . . .
H18A H 0.7409 -0.2989 0.9698 0.043 Uiso 1 1 calc R U . . .
H18B H 0.6717 -0.3455 0.9112 0.043 Uiso 1 1 calc R U . . .
H18C H 0.6711 -0.1987 0.9580 0.043 Uiso 1 1 calc R U . . .
C19 C 0.7913(3) -0.1937(6) 0.8173(3) 0.0281(11) Uani 1 1 d . . . . .
H19A H 0.7804 -0.1351 0.7748 0.042 Uiso 1 1 calc R U . . .
H19B H 0.7842 -0.3040 0.8071 0.042 Uiso 1 1 calc R U . . .
H19C H 0.8402 -0.1756 0.8434 0.042 Uiso 1 1 calc R U . . .
C20 C 0.8180(2) 0.1188(5) 0.9470(2) 0.0165(9) Uani 1 1 d . . . . .
C21 C 0.8816(2) 0.1522(6) 0.9983(2) 0.0225(10) Uani 1 1 d . . . . .
C22 C 0.9034(2) 0.3047(6) 1.0077(2) 0.0238(11) Uani 1 1 d . . . . .
H22 H 0.9452 0.3270 1.0427 0.029 Uiso 1 1 calc R U . . .
C23 C 0.8676(3) 0.4272(6) 0.9688(3) 0.0230(10) Uani 1 1 d . . . . .
C24 C 0.8061(2) 0.3942(6) 0.9196(3) 0.0214(10) Uani 1 1 d . . . . .
H24 H 0.7804 0.4757 0.8928 0.026 Uiso 1 1 calc R U . . .
C25 C 0.7806(2) 0.2423(5) 0.9080(2) 0.0178(9) Uani 1 1 d . . . . .
C26 C 0.9211(3) 0.0210(7) 1.0395(3) 0.0336(13) Uani 1 1 d . . . . .
H26A H 0.9317 -0.0562 1.0092 0.050 Uiso 1 1 calc R U . . .
H26B H 0.8927 -0.0262 1.0655 0.050 Uiso 1 1 calc R U . . .
H26C H 0.9649 0.0597 1.0706 0.050 Uiso 1 1 calc R U . . .
C27 C 0.8965(3) 0.5881(7) 0.9803(3) 0.0372(14) Uani 1 1 d . . . . .
H27A H 0.9199 0.6033 1.0287 0.056 Uiso 1 1 calc R U . . .
H27B H 0.8582 0.6626 0.9651 0.056 Uiso 1 1 calc R U . . .
H27C H 0.9301 0.6033 0.9546 0.056 Uiso 1 1 calc R U . . .
C28 C 0.7145(2) 0.2144(5) 0.8570(2) 0.0163(9) Uani 1 1 d . . . . .
H28 H 0.6899 0.3027 0.8351 0.020 Uiso 1 1 calc R U . . .
C29 C 0.6184(2) 0.0841(5) 0.7833(2) 0.0200(10) Uani 1 1 d . . . . .
H29A H 0.6161 0.1756 0.7540 0.024 Uiso 1 1 calc R U . . .
H29B H 0.5786 0.0882 0.8026 0.024 Uiso 1 1 calc R U . . .
C30 C 0.6152(3) -0.0614(6) 0.7428(3) 0.0265(11) Uani 1 1 d . . . . .
H30 H 0.6523 -0.0549 0.7192 0.032 Uiso 1 1 calc R U . . .
C31 C 0.5449(3) -0.0858(6) 0.6889(3) 0.0245(11) Uani 1 1 d . . . . .
H31A H 0.5066 -0.0785 0.7102 0.029 Uiso 1 1 calc R U . . .
H31B H 0.5378 -0.0035 0.6542 0.029 Uiso 1 1 calc R U . . .
C32 C 0.5422(3) -0.2420(7) 0.6551(3) 0.0340(13) Uani 1 1 d . . . . .
H32A H 0.5750 -0.2424 0.6272 0.041 Uiso 1 1 calc R U . . .
H32B H 0.4944 -0.2596 0.6245 0.041 Uiso 1 1 calc R U . . .
C33 C 0.5612(3) -0.3721(7) 0.7064(3) 0.0369(14) Uani 1 1 d . . . . .
H33A H 0.5248 -0.3820 0.7299 0.044 Uiso 1 1 calc R U . . .
H33B H 0.5635 -0.4706 0.6828 0.044 Uiso 1 1 calc R U . . .
C34 C 0.6315(3) -0.3404(6) 0.7579(3) 0.0290(12) Uani 1 1 d . . . . .
H34A H 0.6415 -0.4226 0.7927 0.035 Uiso 1 1 calc R U . . .
H34B H 0.6685 -0.3436 0.7349 0.035 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
Al1 O1 1.856(3) . ?
Al1 C1 1.979(6) . ?
Al1 C2 1.981(5) . ?
Al1 N1 2.023(4) . ?
Al1 N2 2.202(4) . ?
O1 C3 1.310(6) . ?
N1 C11 1.299(6) . ?
N1 C12 1.476(6) . ?
Al2 O2 1.852(3) . ?
Al2 C18 1.982(5) . ?
Al2 C19 1.984(5) . ?
Al2 N4 2.029(4) . ?
Al2 N3 2.190(4) . ?
O2 C20 1.312(6) . ?
N2 C13 1.457(7) . ?
N2 C17 1.475(6) . ?
N3 C30 1.463(7) . ?
N3 C34 1.482(6) . ?
C3 C4 1.413(6) . ?
C3 C8 1.434(6) . ?
N4 C28 1.292(6) . ?
N4 C29 1.478(5) . ?
C4 C5 1.373(7) . ?
C4 C9 1.495(6) . ?
C5 C6 1.400(7) . ?
C6 C7 1.375(7) . ?
C6 C10 1.523(7) . ?
C7 C8 1.401(7) . ?
C8 C11 1.433(6) . ?
C12 C13 1.496(7) . ?
C13 C14 1.522(6) . ?
C14 C15 1.513(7) . ?
C15 C16 1.508(8) . ?
C16 C17 1.508(7) . ?
C20 C25 1.414(6) . ?
C20 C21 1.425(6) . ?
C21 C22 1.387(7) . ?
C21 C26 1.499(7) . ?
C22 C23 1.396(7) . ?
C23 C24 1.375(7) . ?
C23 C27 1.501(7) . ?
C24 C25 1.406(7) . ?
C25 C28 1.448(6) . ?
C29 C30 1.503(7) . ?
C30 C31 1.529(6) . ?
C31 C32 1.516(7) . ?
C32 C33 1.517(8) . ?
C33 C34 1.517(7) . ?

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 Al1 C1 98.5(2) . . ?
O1 Al1 C2 94.86(19) . . ?
C1 Al1 C2 125.4(2) . . ?
O1 Al1 N1 88.05(15) . . ?
C1 Al1 N1 112.8(2) . . ?
C2 Al1 N1 120.4(2) . . ?
O1 Al1 N2 164.16(18) . . ?
C1 Al1 N2 92.7(2) . . ?
C2 Al1 N2 87.6(2) . . ?
N1 Al1 N2 77.28(16) . . ?
C3 O1 Al1 133.2(3) . . ?
C11 N1 C12 117.0(4) . . ?
C11 N1 Al1 125.3(3) . . ?
C12 N1 Al1 117.4(3) . . ?
O2 Al2 C18 92.9(2) . . ?
O2 Al2 C19 98.2(2) . . ?
C18 Al2 C19 124.2(2) . . ?
O2 Al2 N4 88.47(16) . . ?
C18 Al2 N4 124.0(2) . . ?
C19 Al2 N4 110.8(2) . . ?
O2 Al2 N3 163.96(18) . . ?
C18 Al2 N3 89.6(2) . . ?
C19 Al2 N3 93.4(2) . . ?
N4 Al2 N3 77.05(16) . . ?
C20 O2 Al2 133.2(3) . . ?
C13 N2 C17 112.7(4) . . ?
C13 N2 Al1 108.9(3) . . ?
C17 N2 Al1 119.1(3) . . ?
C30 N3 C34 112.4(4) . . ?
C30 N3 Al2 108.3(3) . . ?
C34 N3 Al2 117.9(3) . . ?
O1 C3 C4 120.1(4) . . ?
O1 C3 C8 122.1(4) . . ?
C4 C3 C8 117.7(4) . . ?
C28 N4 C29 116.6(4) . . ?
C28 N4 Al2 125.1(3) . . ?
C29 N4 Al2 118.0(3) . . ?
C5 C4 C3 119.4(4) . . ?
C5 C4 C9 122.2(4) . . ?
C3 C4 C9 118.4(4) . . ?
C4 C5 C6 123.3(4) . . ?
C7 C6 C5 118.2(5) . . ?
C7 C6 C10 121.1(5) . . ?
C5 C6 C10 120.7(5) . . ?
C6 C7 C8 120.8(4) . . ?
C7 C8 C11 119.2(4) . . ?
C7 C8 C3 120.6(4) . . ?
C11 C8 C3 120.1(4) . . ?
N1 C11 C8 127.1(4) . . ?
N1 C12 C13 108.1(4) . . ?
N2 C13 C12 106.8(4) . . ?
N2 C13 C14 113.0(5) . . ?
C12 C13 C14 114.0(4) . . ?
C15 C14 C13 111.4(4) . . ?
C16 C15 C14 112.2(5) . . ?
C17 C16 C15 111.6(5) . . ?
N2 C17 C16 113.1(4) . . ?
O2 C20 C25 122.7(4) . . ?
O2 C20 C21 118.9(4) . . ?
C25 C20 C21 118.4(4) . . ?
C22 C21 C20 118.2(4) . . ?
C22 C21 C26 123.4(4) . . ?
C20 C21 C26 118.3(4) . . ?
C21 C22 C23 123.8(4) . . ?
C24 C23 C22 117.6(5) . . ?
C24 C23 C27 122.0(5) . . ?
C22 C23 C27 120.4(5) . . ?
C23 C24 C25 121.4(5) . . ?
C24 C25 C20 120.5(4) . . ?
C24 C25 C28 119.2(4) . . ?
C20 C25 C28 120.3(4) . . ?
N4 C28 C25 127.0(4) . . ?
N4 C29 C30 107.3(4) . . ?
N3 C30 C29 106.8(4) . . ?
N3 C30 C31 112.7(4) . . ?
C29 C30 C31 113.6(4) . . ?
C32 C31 C30 111.1(4) . . ?
C31 C32 C33 112.0(5) . . ?
C34 C33 C32 110.3(5) . . ?
N3 C34 C33 112.4(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 Al1 O1 C3 88.9(5) . . . . ?
C2 Al1 O1 C3 -144.2(4) . . . . ?
N1 Al1 O1 C3 -23.9(4) . . . . ?
N2 Al1 O1 C3 -45.8(9) . . . . ?
C18 Al2 O2 C20 -145.2(5) . . . . ?
C19 Al2 O2 C20 89.6(5) . . . . ?
N4 Al2 O2 C20 -21.2(5) . . . . ?
N3 Al2 O2 C20 -46.4(9) . . . . ?
Al1 O1 C3 C4 -162.5(3) . . . . ?
Al1 O1 C3 C8 20.1(7) . . . . ?
O1 C3 C4 C5 -175.7(4) . . . . ?
C8 C3 C4 C5 1.8(6) . . . . ?
O1 C3 C4 C9 2.8(6) . . . . ?
C8 C3 C4 C9 -179.7(4) . . . . ?
C3 C4 C5 C6 -1.0(8) . . . . ?
C9 C4 C5 C6 -179.5(5) . . . . ?
C4 C5 C6 C7 0.0(8) . . . . ?
C4 C5 C6 C10 -179.4(5) . . . . ?
C5 C6 C7 C8 0.2(8) . . . . ?
C10 C6 C7 C8 179.6(5) . . . . ?
C6 C7 C8 C11 177.1(5) . . . . ?
C6 C7 C8 C3 0.6(7) . . . . ?
O1 C3 C8 C7 175.9(4) . . . . ?
C4 C3 C8 C7 -1.6(7) . . . . ?
O1 C3 C8 C11 -0.5(7) . . . . ?
C4 C3 C8 C11 -178.0(4) . . . . ?
C12 N1 C11 C8 -179.6(5) . . . . ?
Al1 N1 C11 C8 -6.3(7) . . . . ?
C7 C8 C11 N1 178.6(5) . . . . ?
C3 C8 C11 N1 -5.0(8) . . . . ?
C11 N1 C12 C13 144.5(5) . . . . ?
Al1 N1 C12 C13 -29.4(5) . . . . ?
C17 N2 C13 C12 179.5(4) . . . . ?
Al1 N2 C13 C12 -46.0(5) . . . . ?
C17 N2 C13 C14 53.3(6) . . . . ?
Al1 N2 C13 C14 -172.2(4) . . . . ?
N1 C12 C13 N2 48.6(6) . . . . ?
N1 C12 C13 C14 174.1(4) . . . . ?
N2 C13 C14 C15 -52.3(7) . . . . ?
C12 C13 C14 C15 -174.5(5) . . . . ?
C13 C14 C15 C16 51.1(7) . . . . ?
C14 C15 C16 C17 -51.2(7) . . . . ?
C13 N2 C17 C16 -53.4(7) . . . . ?
Al1 N2 C17 C16 177.2(4) . . . . ?
C15 C16 C17 N2 52.0(7) . . . . ?
Al2 O2 C20 C25 18.0(7) . . . . ?
Al2 O2 C20 C21 -164.6(4) . . . . ?
O2 C20 C21 C22 -177.1(5) . . . . ?
C25 C20 C21 C22 0.5(7) . . . . ?
O2 C20 C21 C26 2.6(7) . . . . ?
C25 C20 C21 C26 -179.9(5) . . . . ?
C20 C21 C22 C23 -1.6(8) . . . . ?
C26 C21 C22 C23 178.8(5) . . . . ?
C21 C22 C23 C24 1.8(8) . . . . ?
C21 C22 C23 C27 -177.2(5) . . . . ?
C22 C23 C24 C25 -0.9(7) . . . . ?
C27 C23 C24 C25 178.2(5) . . . . ?
C23 C24 C25 C20 -0.2(8) . . . . ?
C23 C24 C25 C28 178.0(4) . . . . ?
O2 C20 C25 C24 177.8(4) . . . . ?
C21 C20 C25 C24 0.4(7) . . . . ?
O2 C20 C25 C28 -0.4(7) . . . . ?
C21 C20 C25 C28 -177.8(4) . . . . ?
C29 N4 C28 C25 -178.2(4) . . . . ?
Al2 N4 C28 C25 -4.6(7) . . . . ?
C24 C25 C28 N4 176.6(5) . . . . ?
C20 C25 C28 N4 -5.2(7) . . . . ?
C28 N4 C29 C30 147.5(4) . . . . ?
Al2 N4 C29 C30 -26.5(5) . . . . ?
C34 N3 C30 C29 179.3(4) . . . . ?
Al2 N3 C30 C29 -48.6(4) . . . . ?
C34 N3 C30 C31 53.9(6) . . . . ?
Al2 N3 C30 C31 -174.0(3) . . . . ?
N4 C29 C30 N3 48.4(5) . . . . ?
N4 C29 C30 C31 173.3(4) . . . . ?
N3 C30 C31 C32 -52.2(6) . . . . ?
C29 C30 C31 C32 -173.9(5) . . . . ?
C30 C31 C32 C33 52.3(6) . . . . ?
C31 C32 C33 C34 -53.7(7) . . . . ?
C30 N3 C34 C33 -55.6(6) . . . . ?
Al2 N3 C34 C33 177.3(4) . . . . ?
C32 C33 C34 N3 54.9(7) . . . . ?

_refine_diff_density_max         1.904
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.122

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

data_Al_6_Me2
_database_code_depnum_ccdc_archive 'CCDC 1432297'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H39 Al N2 O'
_chemical_formula_weight         422.57

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'
Al Al 0.2130 0.2455 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   7.4788(3)
_cell_length_b                   14.4657(6)
_cell_length_c                   21.7312(11)
_cell_angle_alpha                90
_cell_angle_beta                 97.752(4)
_cell_angle_gamma                90
_cell_volume                     2329.53(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1230
_cell_measurement_theta_min      6.7070
_cell_measurement_theta_max      70.3610

_exptl_crystal_description       plate
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.899
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_T_min  0.46886
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            4091
_diffrn_reflns_av_unetI/netI     0.0889
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         6.456
_diffrn_reflns_theta_max         66.577
_diffrn_reflns_theta_full        66.577
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4091
_reflns_number_gt                3087
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin - the twinning is pseudo-merohedral 
twinning (25% approx.) about the 0,0,1 vector.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0155P)²+8.2888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         4091
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0970
_refine_ls_wR_factor_ref         0.2156
_refine_ls_wR_factor_gt          0.2046
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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
Al1 Al 0.46395(19) 0.16445(10) 0.39829(7) 0.0233(3) Uani 1 1 d . . . . .
O1 O 0.3661(5) 0.0533(2) 0.36800(18) 0.0285(8) Uani 1 1 d . . . . .
N1 N 0.6498(5) 0.0886(3) 0.4532(2) 0.0240(9) Uani 1 1 d . . . . .
C1 C 0.5533(7) 0.2134(4) 0.3237(3) 0.0342(13) Uani 1 1 d . . . . .
H1A H 0.6849 0.2073 0.3282 0.051 Uiso 1 1 calc R U . . .
H1B H 0.5201 0.2788 0.3185 0.051 Uiso 1 1 calc R U . . .
H1C H 0.4994 0.1785 0.2872 0.051 Uiso 1 1 calc R U . . .
N2 N 0.6108(8) 0.2689(4) 0.4600(3) 0.0570(17) Uani 1 1 d . . . . .
H2 H 0.5438 0.2681 0.4968 0.068 Uiso 1 1 calc R U . . .
C2 C 0.2335(7) 0.2081(4) 0.4248(3) 0.0327(12) Uani 1 1 d . . . . .
H2A H 0.1389 0.2088 0.3890 0.049 Uiso 1 1 calc R U . . .
H2B H 0.2500 0.2706 0.4420 0.049 Uiso 1 1 calc R U . . .
H2C H 0.1983 0.1662 0.4566 0.049 Uiso 1 1 calc R U . . .
C3 C 0.4141(6) -0.0336(3) 0.3686(2) 0.0217(10) Uani 1 1 d . . . . .
C4 C 0.3112(6) -0.1007(3) 0.3315(2) 0.0214(10) Uani 1 1 d . . . . .
C5 C 0.3716(6) -0.1909(3) 0.3341(2) 0.0243(11) Uani 1 1 d . . . . .
H5 H 0.3026 -0.2357 0.3093 0.029 Uiso 1 1 calc R U . . .
C6 C 0.5311(7) -0.2206(3) 0.3720(2) 0.0265(11) Uani 1 1 d . . . . .
C7 C 0.6264(7) -0.1558(4) 0.4085(2) 0.0279(11) Uani 1 1 d . . . . .
H7 H 0.7322 -0.1741 0.4349 0.033 Uiso 1 1 calc R U . . .
C8 C 0.5716(6) -0.0622(3) 0.4080(2) 0.0229(10) Uani 1 1 d . . . . .
C9 C 0.1392(6) -0.0728(3) 0.2895(2) 0.0230(10) Uani 1 1 d . . . . .
C10 C 0.1870(7) -0.0041(4) 0.2395(2) 0.0299(12) Uani 1 1 d . . . . .
H10A H 0.2495 0.0503 0.2600 0.036 Uiso 1 1 calc R U . . .
H10B H 0.2699 -0.0342 0.2138 0.036 Uiso 1 1 calc R U . . .
C11 C 0.0152(7) 0.0278(4) 0.1976(3) 0.0367(14) Uani 1 1 d . . . . .
H11 H 0.0484 0.0728 0.1661 0.044 Uiso 1 1 calc R U . . .
C12 C -0.0778(8) -0.0564(5) 0.1644(3) 0.0401(14) Uani 1 1 d . . . . .
H12A H -0.1875 -0.0366 0.1370 0.048 Uiso 1 1 calc R U . . .
H12B H 0.0046 -0.0865 0.1385 0.048 Uiso 1 1 calc R U . . .
C13 C -0.1290(7) -0.1251(4) 0.2129(3) 0.0312(12) Uani 1 1 d . . . . .
H13 H -0.1888 -0.1803 0.1914 0.037 Uiso 1 1 calc R U . . .
C14 C 0.0408(6) -0.1558(4) 0.2555(2) 0.0276(11) Uani 1 1 d . . . . .
H14A H 0.1235 -0.1874 0.2304 0.033 Uiso 1 1 calc R U . . .
H14B H 0.0068 -0.2004 0.2864 0.033 Uiso 1 1 calc R U . . .
C15 C 0.0025(7) -0.0268(3) 0.3278(2) 0.0264(11) Uani 1 1 d . . . . .
H15A H -0.0318 -0.0714 0.3587 0.032 Uiso 1 1 calc R U . . .
H15B H 0.0600 0.0271 0.3506 0.032 Uiso 1 1 calc R U . . .
C16 C -0.1679(6) 0.0051(4) 0.2853(3) 0.0286(11) Uani 1 1 d . . . . .
H16 H -0.2529 0.0356 0.3107 0.034 Uiso 1 1 calc R U . . .
C17 C -0.1122(7) 0.0742(4) 0.2376(3) 0.0355(13) Uani 1 1 d . . . . .
H17A H -0.2210 0.0968 0.2108 0.043 Uiso 1 1 calc R U . . .
H17B H -0.0513 0.1279 0.2595 0.043 Uiso 1 1 calc R U . . .
C18 C -0.2600(7) -0.0777(4) 0.2513(3) 0.0316(12) Uani 1 1 d . . . . .
H18A H -0.3688 -0.0571 0.2237 0.038 Uiso 1 1 calc R U . . .
H18B H -0.2983 -0.1220 0.2818 0.038 Uiso 1 1 calc R U . . .
C19 C 0.5928(8) -0.3199(4) 0.3694(3) 0.0413(15) Uani 1 1 d . . . . .
H19A H 0.6781 -0.3338 0.4065 0.062 Uiso 1 1 calc R U . . .
H19B H 0.6521 -0.3291 0.3323 0.062 Uiso 1 1 calc R U . . .
H19C H 0.4882 -0.3611 0.3677 0.062 Uiso 1 1 calc R U . . .
C20 C 0.6748(6) 0.0008(3) 0.4487(2) 0.0239(10) Uani 1 1 d . . . . .
H20 H 0.7731 -0.0247 0.4757 0.029 Uiso 1 1 calc R U . . .
C21 C 0.7746(7) 0.1375(4) 0.5010(3) 0.0300(12) Uani 1 1 d . . . . .
H21A H 0.7324 0.1306 0.5420 0.036 Uiso 1 1 calc R U . . .
H21B H 0.8966 0.1100 0.5036 0.036 Uiso 1 1 calc R U . . .
C22 C 0.7826(9) 0.2365(4) 0.4851(3) 0.0489(17) Uani 1 1 d . . . . .
H22 H 0.8555 0.2388 0.4498 0.059 Uiso 1 1 calc R U . . .
C23 C 0.8843(8) 0.2968(4) 0.5349(3) 0.0339(13) Uani 1 1 d . . . . .
H23A H 1.0103 0.2746 0.5442 0.041 Uiso 1 1 calc R U . . .
H23B H 0.8276 0.2919 0.5734 0.041 Uiso 1 1 calc R U . . .
C24 C 0.8848(12) 0.3975(5) 0.5146(4) 0.071(3) Uani 1 1 d . . . . .
H24A H 0.9311 0.4362 0.5509 0.086 Uiso 1 1 calc R U . . .
H24B H 0.9682 0.4045 0.4832 0.086 Uiso 1 1 calc R U . . .
C25 C 0.7071(9) 0.4307(4) 0.4886(4) 0.057(2) Uani 1 1 d . . . . .
H25A H 0.7215 0.4911 0.4684 0.068 Uiso 1 1 calc R U . . .
H25B H 0.6356 0.4414 0.5231 0.068 Uiso 1 1 calc R U . . .
C26 C 0.6006(8) 0.3668(4) 0.4416(3) 0.0375(14) Uani 1 1 d . . . . .
H26A H 0.4726 0.3863 0.4357 0.045 Uiso 1 1 calc R U . . .
H26B H 0.6467 0.3734 0.4012 0.045 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
Al1 O1 1.850(4) . ?
Al1 C1 1.967(5) . ?
Al1 C2 1.992(5) . ?
Al1 N1 2.028(4) . ?
Al1 N2 2.211(5) . ?
O1 C3 1.308(6) . ?
N1 C20 1.289(7) . ?
N1 C21 1.480(6) . ?
N2 C22 1.407(8) . ?
N2 C26 1.470(7) . ?
C3 C4 1.421(7) . ?
C3 C8 1.421(7) . ?
C4 C5 1.379(7) . ?
C4 C9 1.527(6) . ?
C5 C6 1.421(7) . ?
C6 C7 1.365(7) . ?
C6 C19 1.512(7) . ?
C7 C8 1.414(7) . ?
C8 C20 1.423(7) . ?
C9 C14 1.543(7) . ?
C9 C10 1.550(7) . ?
C9 C15 1.553(7) . ?
C10 C11 1.542(7) . ?
C11 C17 1.530(8) . ?
C11 C12 1.534(8) . ?
C12 C13 1.534(8) . ?
C13 C14 1.532(7) . ?
C13 C18 1.532(7) . ?
C15 C16 1.540(7) . ?
C16 C18 1.522(7) . ?
C16 C17 1.537(8) . ?
C21 C22 1.476(8) . ?
C22 C23 1.514(8) . ?
C23 C24 1.521(9) . ?
C24 C25 1.454(10) . ?
C25 C26 1.521(8) . ?

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 Al1 C1 100.5(2) . . ?
O1 Al1 C2 93.6(2) . . ?
C1 Al1 C2 121.9(2) . . ?
O1 Al1 N1 86.90(17) . . ?
C1 Al1 N1 113.4(2) . . ?
C2 Al1 N1 123.5(2) . . ?
O1 Al1 N2 161.7(2) . . ?
C1 Al1 N2 93.3(3) . . ?
C2 Al1 N2 89.2(2) . . ?
N1 Al1 N2 76.59(18) . . ?
C3 O1 Al1 137.5(3) . . ?
C20 N1 C21 116.1(4) . . ?
C20 N1 Al1 125.7(4) . . ?
C21 N1 Al1 118.1(3) . . ?
C22 N2 C26 115.9(5) . . ?
C22 N2 Al1 111.1(4) . . ?
C26 N2 Al1 119.3(4) . . ?
O1 C3 C4 121.6(4) . . ?
O1 C3 C8 119.4(4) . . ?
C4 C3 C8 119.0(4) . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 C9 121.3(4) . . ?
C3 C4 C9 120.5(4) . . ?
C4 C5 C6 123.7(5) . . ?
C7 C6 C5 117.5(5) . . ?
C7 C6 C19 122.4(5) . . ?
C5 C6 C19 120.1(5) . . ?
C6 C7 C8 121.7(5) . . ?
C7 C8 C3 119.9(5) . . ?
C7 C8 C20 118.5(4) . . ?
C3 C8 C20 121.6(5) . . ?
C4 C9 C14 113.0(4) . . ?
C4 C9 C10 109.4(4) . . ?
C14 C9 C10 107.6(4) . . ?
C4 C9 C15 110.8(4) . . ?
C14 C9 C15 106.5(4) . . ?
C10 C9 C15 109.3(4) . . ?
C11 C10 C9 110.7(4) . . ?
C17 C11 C12 109.7(5) . . ?
C17 C11 C10 109.2(5) . . ?
C12 C11 C10 109.2(5) . . ?
C13 C12 C11 109.4(5) . . ?
C14 C13 C18 109.9(4) . . ?
C14 C13 C12 109.8(4) . . ?
C18 C13 C12 108.8(5) . . ?
C13 C14 C9 111.6(4) . . ?
C16 C15 C9 110.9(4) . . ?
C18 C16 C17 109.4(5) . . ?
C18 C16 C15 109.9(4) . . ?
C17 C16 C15 108.8(4) . . ?
C11 C17 C16 110.1(4) . . ?
C16 C18 C13 109.6(4) . . ?
N1 C20 C8 127.3(5) . . ?
C22 C21 N1 109.9(5) . . ?
N2 C22 C21 110.5(5) . . ?
N2 C22 C23 115.5(6) . . ?
C21 C22 C23 115.1(5) . . ?
C22 C23 C24 111.4(5) . . ?
C25 C24 C23 113.1(6) . . ?
C24 C25 C26 115.3(6) . . ?
N2 C26 C25 113.6(5) . . ?

_refine_diff_density_max         0.935
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.086

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

data_Al_7_Me
_database_code_depnum_ccdc_archive 'CCDC 1432298'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C37 H57 Al N2 O2'
_chemical_formula_weight         588.82

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'
Al Al 0.0645 0.0514 '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                   17.6460(7)
_cell_length_b                   10.2930(5)
_cell_length_c                   19.4100(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.839(3)
_cell_angle_gamma                90
_cell_volume                     3517.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9822
_exptl_absorpt_correction_T_max  0.9910
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'kappa CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30288
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.059
_diffrn_reflns_theta_max         25.001
_diffrn_reflns_theta_full        25.001
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6145
_reflns_number_gt                4138
_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       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Some of the t-butyl groups have elongated anisotropic displacement parameters,
particularly for group C8-C11.  A disorder model over two positions was 
tested but this did not result in any improvement in the refinement statistics
and so the model with large anisotropic displacement parameters was
retained.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1570P)²+7.5722P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.034(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6145
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1606
_refine_ls_R_factor_gt           0.1175
_refine_ls_wR_factor_ref         0.3381
_refine_ls_wR_factor_gt          0.2944
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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
Al1 Al 0.57437(8) 0.24176(18) 0.06086(7) 0.0526(5) Uani 1 1 d . . . . .
O1 O 0.6157(2) 0.1396(4) 0.12544(17) 0.0697(12) Uani 1 1 d . . . . .
N1 N 0.4820(2) 0.2900(4) 0.1303(2) 0.0527(11) Uani 1 1 d . . . . .
C1 C 0.6063(3) 0.4254(7) 0.0518(3) 0.0667(16) Uani 1 1 d . . . . .
H1A H 0.6287 0.4565 0.0963 0.100 Uiso 1 1 calc R U . . .
H1B H 0.5620 0.4788 0.0375 0.100 Uiso 1 1 calc R U . . .
H1C H 0.6439 0.4317 0.0170 0.100 Uiso 1 1 calc R U . . .
O2 O 0.63240(18) 0.1682(4) -0.00430(16) 0.0588(10) Uani 1 1 d . . . . .
N2 N 0.4832(2) 0.1863(5) 0.0040(2) 0.0534(11) Uani 1 1 d . . . . .
C2 C 0.6175(3) 0.1462(6) 0.1957(2) 0.0573(14) Uani 1 1 d . . . . .
C3 C 0.6834(3) 0.1237(5) 0.2369(2) 0.0543(13) Uani 1 1 d . . . . .
C4 C 0.6795(3) 0.1320(5) 0.3080(2) 0.0535(13) Uani 1 1 d . . . . .
H4 H 0.7248 0.1155 0.3360 0.064 Uiso 1 1 calc R U . . .
C5 C 0.6147(3) 0.1626(5) 0.3411(2) 0.0478(12) Uani 1 1 d . . . . .
C6 C 0.5496(3) 0.1780(6) 0.2972(3) 0.0611(15) Uani 1 1 d . . . . .
H6 H 0.5033 0.1995 0.3167 0.073 Uiso 1 1 calc R U . . .
C7 C 0.5498(3) 0.1630(6) 0.2256(3) 0.0605(14) Uani 1 1 d . . . . .
C8 C 0.7565(4) 0.0898(9) 0.2031(3) 0.098(3) Uani 1 1 d . . . . .
C9 C 0.7458(7) -0.0332(11) 0.1596(4) 0.149(5) Uani 1 1 d . . . . .
H9A H 0.6998 -0.0249 0.1287 0.224 Uiso 1 1 calc R U . . .
H9B H 0.7407 -0.1083 0.1900 0.224 Uiso 1 1 calc R U . . .
H9C H 0.7899 -0.0455 0.1322 0.224 Uiso 1 1 calc R U . . .
C10 C 0.7809(4) 0.2047(12) 0.1588(4) 0.121(4) Uani 1 1 d . . . . .
H10A H 0.7430 0.2181 0.1202 0.182 Uiso 1 1 calc R U . . .
H10B H 0.8303 0.1857 0.1408 0.182 Uiso 1 1 calc R U . . .
H10C H 0.7849 0.2835 0.1872 0.182 Uiso 1 1 calc R U . . .
C11 C 0.8228(5) 0.0675(15) 0.2593(4) 0.166(6) Uani 1 1 d . . . . .
H11A H 0.8271 0.1431 0.2900 0.249 Uiso 1 1 calc R U . . .
H11B H 0.8704 0.0557 0.2369 0.249 Uiso 1 1 calc R U . . .
H11C H 0.8123 -0.0102 0.2862 0.249 Uiso 1 1 calc R U . . .
C12 C 0.6131(3) 0.1722(6) 0.4196(2) 0.0574(14) Uani 1 1 d . . . . .
C13 C 0.5710(5) 0.2998(11) 0.4364(4) 0.128(4) Uani 1 1 d . . . . .
H13A H 0.5968 0.3739 0.4166 0.192 Uiso 1 1 calc R U . . .
H13B H 0.5713 0.3105 0.4866 0.192 Uiso 1 1 calc R U . . .
H13C H 0.5184 0.2956 0.4168 0.192 Uiso 1 1 calc R U . . .
C16 C 0.4777(3) 0.1735(6) 0.1787(3) 0.0631(15) Uani 1 1 d . . . . .
H16A H 0.4335 0.1833 0.2070 0.076 Uiso 1 1 calc R U . . .
H16B H 0.4707 0.0929 0.1512 0.076 Uiso 1 1 calc R U . . .
C17 C 0.4949(4) 0.4093(7) 0.1719(3) 0.0761(18) Uani 1 1 d . . . . .
H17A H 0.5064 0.4817 0.1407 0.091 Uiso 1 1 calc R U . . .
H17B H 0.5399 0.3961 0.2044 0.091 Uiso 1 1 calc R U . . .
C18 C 0.4289(4) 0.4474(8) 0.2123(4) 0.090(2) Uani 1 1 d . . . . .
H18A H 0.4382 0.5343 0.2332 0.108 Uiso 1 1 calc R U . . .
H18B H 0.4232 0.3843 0.2501 0.108 Uiso 1 1 calc R U . . .
C19 C 0.3545(4) 0.4506(7) 0.1637(4) 0.087(2) Uani 1 1 d . . . . .
H19A H 0.3108 0.4656 0.1921 0.104 Uiso 1 1 calc R U . . .
H19B H 0.3572 0.5250 0.1317 0.104 Uiso 1 1 calc R U . . .
C20 C 0.3403(4) 0.3302(8) 0.1225(4) 0.088(2) Uani 1 1 d . . . . .
H20A H 0.2957 0.3418 0.0893 0.106 Uiso 1 1 calc R U . . .
H20B H 0.3303 0.2563 0.1532 0.106 Uiso 1 1 calc R U . . .
C21 C 0.4124(4) 0.3044(8) 0.0836(3) 0.0782(19) Uani 1 1 d . . . . .
H21 H 0.4202 0.3820 0.0539 0.094 Uiso 1 1 calc R U . . .
C22 C 0.4094(3) 0.1838(8) 0.0355(3) 0.0754(19) Uani 1 1 d . . . . .
H22A H 0.4035 0.1029 0.0623 0.090 Uiso 1 1 calc R U . . .
H22B H 0.3668 0.1906 -0.0002 0.090 Uiso 1 1 calc R U . . .
C23 C 0.4825(3) 0.1742(5) -0.0629(3) 0.0534(13) Uani 1 1 d . . . . .
H23 H 0.4343 0.1623 -0.0870 0.064 Uiso 1 1 calc R U . . .
C24 C 0.5473(3) 0.1770(5) -0.1037(2) 0.0511(12) Uani 1 1 d . . . . .
C25 C 0.6217(3) 0.1732(5) -0.0715(2) 0.0498(12) Uani 1 1 d . . . . .
C26 C 0.6841(3) 0.1695(5) -0.1152(2) 0.0501(12) Uani 1 1 d . . . . .
C27 C 0.6666(3) 0.1736(5) -0.1854(2) 0.0521(12) Uani 1 1 d . . . . .
H27 H 0.7080 0.1732 -0.2143 0.063 Uiso 1 1 calc R U . . .
C28 C 0.5935(3) 0.1784(5) -0.2181(2) 0.0518(12) Uani 1 1 d . . . . .
C29 C 0.5346(3) 0.1784(5) -0.1762(2) 0.0536(13) Uani 1 1 d . . . . .
H29 H 0.4840 0.1793 -0.1962 0.064 Uiso 1 1 calc R U . . .
C30 C 0.5838(3) 0.1802(6) -0.2973(3) 0.0626(15) Uani 1 1 d . . . . .
C31 C 0.5007(4) 0.1952(7) -0.3230(3) 0.0777(19) Uani 1 1 d . . . . .
H31A H 0.4968 0.1982 -0.3736 0.116 Uiso 1 1 calc R U . . .
H31B H 0.4804 0.2758 -0.3047 0.116 Uiso 1 1 calc R U . . .
H31C H 0.4715 0.1211 -0.3073 0.116 Uiso 1 1 calc R U . . .
C32 C 0.6318(5) 0.2900(8) -0.3275(3) 0.096(2) Uani 1 1 d . . . . .
H32A H 0.6844 0.2835 -0.3082 0.144 Uiso 1 1 calc R U . . .
H32B H 0.6108 0.3746 -0.3155 0.144 Uiso 1 1 calc R U . . .
H32C H 0.6305 0.2814 -0.3778 0.144 Uiso 1 1 calc R U . . .
C33 C 0.6147(4) 0.0521(7) -0.3251(3) 0.0764(18) Uani 1 1 d . . . . .
H33A H 0.5852 -0.0208 -0.3085 0.115 Uiso 1 1 calc R U . . .
H33B H 0.6681 0.0420 -0.3087 0.115 Uiso 1 1 calc R U . . .
H33C H 0.6105 0.0535 -0.3757 0.115 Uiso 1 1 calc R U . . .
C34 C 0.7658(3) 0.1637(6) -0.0839(3) 0.0583(14) Uani 1 1 d . . . . .
C35 C 0.7849(3) 0.2844(7) -0.0394(3) 0.0682(16) Uani 1 1 d . . . . .
H35A H 0.7797 0.3625 -0.0683 0.102 Uiso 1 1 calc R U . . .
H35B H 0.8372 0.2778 -0.0193 0.102 Uiso 1 1 calc R U . . .
H35C H 0.7499 0.2898 -0.0024 0.102 Uiso 1 1 calc R U . . .
C36 C 0.8235(3) 0.1600(7) -0.1398(3) 0.0674(16) Uani 1 1 d . . . . .
H36A H 0.8150 0.0820 -0.1682 0.101 Uiso 1 1 calc R U . . .
H36B H 0.8751 0.1582 -0.1178 0.101 Uiso 1 1 calc R U . . .
H36C H 0.8172 0.2374 -0.1691 0.101 Uiso 1 1 calc R U . . .
C37 C 0.7774(3) 0.0398(7) -0.0407(3) 0.0702(17) Uani 1 1 d . . . . .
H37A H 0.7404 0.0374 -0.0053 0.105 Uiso 1 1 calc R U . . .
H37B H 0.8289 0.0391 -0.0184 0.105 Uiso 1 1 calc R U . . .
H37C H 0.7704 -0.0365 -0.0707 0.105 Uiso 1 1 calc R U . . .
C14 C 0.5719(8) 0.0590(13) 0.4452(3) 0.184(7) Uani 1 1 d . . . . .
H14A H 0.5752 0.0599 0.4958 0.277 Uiso 1 1 calc R U . . .
H14B H 0.5948 -0.0212 0.4289 0.277 Uiso 1 1 calc R U . . .
H14C H 0.5185 0.0632 0.4279 0.277 Uiso 1 1 calc R U . . .
C15 C 0.6902(4) 0.1853(9) 0.4562(3) 0.090(2) Uani 1 1 d . . . . .
H15A H 0.7197 0.1062 0.4493 0.135 Uiso 1 1 calc R U . . .
H15B H 0.6849 0.1983 0.5057 0.135 Uiso 1 1 calc R U . . .
H15C H 0.7165 0.2600 0.4376 0.135 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
Al1 O1 1.757(4) . ?
Al1 O2 1.842(4) . ?
Al1 N2 1.974(4) . ?
Al1 C1 1.984(7) . ?
Al1 N1 2.239(4) . ?
O1 C2 1.363(6) . ?
N1 C17 1.479(7) . ?
N1 C21 1.483(7) . ?
N1 C16 1.529(7) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
O2 C25 1.307(5) . ?
N2 C23 1.303(6) . ?
N2 C22 1.476(6) . ?
C2 C7 1.375(7) . ?
C2 C3 1.386(7) . ?
C3 C4 1.388(7) . ?
C3 C8 1.527(8) . ?
C4 C5 1.385(7) . ?
C4 H4 0.9500 . ?
C5 C6 1.393(7) . ?
C5 C12 1.528(6) . ?
C6 C7 1.398(7) . ?
C6 H6 0.9500 . ?
C7 C16 1.518(7) . ?
C8 C9 1.527(13) . ?
C8 C10 1.540(13) . ?
C8 C11 1.561(8) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C14 1.477(10) . ?
C12 C15 1.499(8) . ?
C12 C13 1.555(11) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.499(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.566(10) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.487(10) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.546(9) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.552(9) . ?
C21 H21 1.0000 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.434(7) . ?
C23 H23 0.9500 . ?
C24 C29 1.409(7) . ?
C24 C25 1.417(7) . ?
C25 C26 1.435(7) . ?
C26 C27 1.377(7) . ?
C26 C34 1.527(7) . ?
C27 C28 1.400(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.361(7) . ?
C28 C30 1.536(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.526(9) . ?
C30 C33 1.538(9) . ?
C30 C32 1.551(9) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C37 1.533(8) . ?
C34 C35 1.538(8) . ?
C34 C36 1.538(7) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Al1 O2 91.16(17) . . ?
O1 Al1 N2 120.7(2) . . ?
O2 Al1 N2 88.08(17) . . ?
O1 Al1 C1 121.8(2) . . ?
O2 Al1 C1 99.0(2) . . ?
N2 Al1 C1 116.8(2) . . ?
O1 Al1 N1 89.30(16) . . ?
O2 Al1 N1 164.71(19) . . ?
N2 Al1 N1 78.57(16) . . ?
C1 Al1 N1 93.7(2) . . ?
C2 O1 Al1 131.6(4) . . ?
C17 N1 C21 110.0(5) . . ?
C17 N1 C16 109.1(4) . . ?
C21 N1 C16 112.4(5) . . ?
C17 N1 Al1 114.9(4) . . ?
C21 N1 Al1 105.1(3) . . ?
C16 N1 Al1 105.3(3) . . ?
Al1 C1 H1A 109.5 . . ?
Al1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Al1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C25 O2 Al1 128.2(3) . . ?
C23 N2 C22 117.5(4) . . ?
C23 N2 Al1 122.6(3) . . ?
C22 N2 Al1 118.8(3) . . ?
O1 C2 C7 117.8(5) . . ?
O1 C2 C3 122.1(5) . . ?
C7 C2 C3 119.7(5) . . ?
C2 C3 C4 118.0(5) . . ?
C2 C3 C8 119.4(4) . . ?
C4 C3 C8 122.7(4) . . ?
C5 C4 C3 124.9(5) . . ?
C5 C4 H4 117.6 . . ?
C3 C4 H4 117.6 . . ?
C4 C5 C6 114.5(4) . . ?
C4 C5 C12 123.3(4) . . ?
C6 C5 C12 122.2(5) . . ?
C5 C6 C7 122.6(5) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C2 C7 C6 119.6(5) . . ?
C2 C7 C16 118.2(5) . . ?
C6 C7 C16 122.1(5) . . ?
C9 C8 C3 110.5(8) . . ?
C9 C8 C10 110.9(6) . . ?
C3 C8 C10 109.9(6) . . ?
C9 C8 C11 108.9(8) . . ?
C3 C8 C11 110.4(5) . . ?
C10 C8 C11 106.2(8) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C12 C15 111.3(7) . . ?
C14 C12 C5 109.1(5) . . ?
C15 C12 C5 113.7(5) . . ?
C14 C12 C13 110.1(9) . . ?
C15 C12 C13 104.8(6) . . ?
C5 C12 C13 107.8(5) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C7 C16 N1 110.5(5) . . ?
C7 C16 H16A 109.5 . . ?
N1 C16 H16A 109.5 . . ?
C7 C16 H16B 109.5 . . ?
N1 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
N1 C17 C18 114.0(6) . . ?
N1 C17 H17A 108.7 . . ?
C18 C17 H17A 108.7 . . ?
N1 C17 H17B 108.7 . . ?
C18 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 109.9(6) . . ?
C17 C18 H18A 109.7 . . ?
C19 C18 H18A 109.7 . . ?
C17 C18 H18B 109.7 . . ?
C19 C18 H18B 109.7 . . ?
H18A C18 H18B 108.2 . . ?
C20 C19 C18 114.3(6) . . ?
C20 C19 H19A 108.7 . . ?
C18 C19 H19A 108.7 . . ?
C20 C19 H19B 108.7 . . ?
C18 C19 H19B 108.7 . . ?
H19A C19 H19B 107.6 . . ?
C19 C20 C21 106.9(6) . . ?
C19 C20 H20A 110.3 . . ?
C21 C20 H20A 110.3 . . ?
C19 C20 H20B 110.3 . . ?
C21 C20 H20B 110.3 . . ?
H20A C20 H20B 108.6 . . ?
N1 C21 C20 113.2(5) . . ?
N1 C21 C22 106.3(5) . . ?
C20 C21 C22 115.8(6) . . ?
N1 C21 H21 107.0 . . ?
C20 C21 H21 107.0 . . ?
C22 C21 H21 107.0 . . ?
N2 C22 C21 103.9(5) . . ?
N2 C22 H22A 111.0 . . ?
C21 C22 H22A 111.0 . . ?
N2 C22 H22B 111.0 . . ?
C21 C22 H22B 111.0 . . ?
H22A C22 H22B 109.0 . . ?
N2 C23 C24 126.4(4) . . ?
N2 C23 H23 116.8 . . ?
C24 C23 H23 116.8 . . ?
C29 C24 C25 121.4(5) . . ?
C29 C24 C23 118.2(4) . . ?
C25 C24 C23 120.4(4) . . ?
O2 C25 C24 120.6(4) . . ?
O2 C25 C26 121.6(4) . . ?
C24 C25 C26 117.7(4) . . ?
C27 C26 C25 117.0(5) . . ?
C27 C26 C34 122.5(4) . . ?
C25 C26 C34 120.5(4) . . ?
C26 C27 C28 126.0(5) . . ?
C26 C27 H27 117.0 . . ?
C28 C27 H27 117.0 . . ?
C29 C28 C27 116.5(4) . . ?
C29 C28 C30 124.1(5) . . ?
C27 C28 C30 119.4(5) . . ?
C28 C29 C24 121.4(5) . . ?
C28 C29 H29 119.3 . . ?
C24 C29 H29 119.3 . . ?
C31 C30 C28 111.6(5) . . ?
C31 C30 C33 109.1(5) . . ?
C28 C30 C33 108.8(5) . . ?
C31 C30 C32 109.9(5) . . ?
C28 C30 C32 111.1(5) . . ?
C33 C30 C32 106.1(5) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C26 C34 C37 109.8(5) . . ?
C26 C34 C35 111.0(4) . . ?
C37 C34 C35 110.4(5) . . ?
C26 C34 C36 111.9(4) . . ?
C37 C34 C36 107.1(5) . . ?
C35 C34 C36 106.6(5) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         0.806
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.091

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

data_Al_8_Me
_database_code_depnum_ccdc_archive 'CCDC 1432299'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H45 Al N2 O2'
_chemical_formula_weight         504.67

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 '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                   8.3422(8)
_cell_length_b                   9.3504(7)
_cell_length_c                   19.2341(18)
_cell_angle_alpha                100.197(7)
_cell_angle_beta                 101.412(8)
_cell_angle_gamma                94.028(7)
_cell_volume                     1438.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    962
_cell_measurement_theta_min      4.8200
_cell_measurement_theta_max      37.0170


_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.833
_shelx_estimated_absorpt_T_min   0.851
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_T_min  0.30912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      air
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            8567
_diffrn_reflns_av_unetI/netI     0.1359
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         7.676
_diffrn_reflns_theta_max         65.087
_diffrn_reflns_theta_full        65.087
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8567
_reflns_number_gt                6084
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twinned by a 2-fold rotation about the 
0 1 0 crystallographic direction. The two components freely refine 
to a 64:36 ratio.
One of the t-butyl groups (C13 C14 C15 and C13A C14A C15A) is 
disordered over two positions in a 80:20 ratio.  The proportion
was allowed to freely refine and then fixed at this value for the
final refinement cycles.  The minor component was only refined with
isotropic displacement parameters.  The C12-C13A bond length was
restrained to take a standard bond length of 1.54 Angstroms and the
absence of this restraint resulted in an anomolously long bond 
length.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1067P)²+0.5027P] 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         8567
_refine_ls_number_parameters     351
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0942
_refine_ls_wR_factor_ref         0.2628
_refine_ls_wR_factor_gt          0.2368
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
Al1 Al 0.27159(18) -0.00511(16) 0.16412(8) 0.0252(4) Uani 1 1 d . . . . .
O1 O 0.3170(4) -0.1453(4) 0.2144(2) 0.0296(8) Uani 1 1 d . . . . .
N1 N 0.1424(5) 0.0949(5) 0.2453(2) 0.0290(10) Uani 1 1 d . . . . .
C1 C 0.4317(7) 0.1666(6) 0.1751(4) 0.0406(14) Uani 1 1 d . . . . .
H1A H 0.4996 0.1880 0.2242 0.061 Uiso 1 1 calc R U . . .
H1B H 0.3731 0.2510 0.1662 0.061 Uiso 1 1 calc R U . . .
H1C H 0.5023 0.1463 0.1401 0.061 Uiso 1 1 calc R U . . .
O2 O 0.3280(4) -0.1058(4) 0.0834(2) 0.0322(8) Uani 1 1 d . . . . .
N2 N 0.0388(5) -0.0278(5) 0.1079(2) 0.0274(9) Uani 1 1 d . . . . .
C2 C 0.3107(6) -0.1639(5) 0.2808(3) 0.0279(11) Uani 1 1 d . . . . .
C3 C 0.4215(6) -0.2452(5) 0.3178(3) 0.0311(12) Uani 1 1 d . . . . .
C4 C 0.4032(7) -0.2629(6) 0.3862(3) 0.0319(12) Uani 1 1 d . . . . .
H4 H 0.4776 -0.3183 0.4113 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2834(7) -0.2049(6) 0.4205(3) 0.0325(12) Uani 1 1 d . . . . .
C6 C 0.1748(7) -0.1262(6) 0.3822(3) 0.0327(12) Uani 1 1 d . . . . .
H6 H 0.0913 -0.0845 0.4037 0.039 Uiso 1 1 calc R U . . .
C7 C 0.1856(7) -0.1070(5) 0.3136(3) 0.0307(12) Uani 1 1 d . . . . .
C8 C 0.5556(8) -0.3125(6) 0.2830(4) 0.0419(14) Uani 1 1 d . . . . .
C9 C 0.6717(8) -0.1925(8) 0.2686(5) 0.0586(19) Uani 1 1 d . . . . .
H9A H 0.7533 -0.2371 0.2439 0.088 Uiso 1 1 calc R U . . .
H9B H 0.7279 -0.1297 0.3146 0.088 Uiso 1 1 calc R U . . .
H9C H 0.6082 -0.1338 0.2380 0.088 Uiso 1 1 calc R U . . .
C10 C 0.4781(9) -0.4175(7) 0.2122(4) 0.0517(18) Uani 1 1 d . . . . .
H10A H 0.3964 -0.4891 0.2209 0.078 Uiso 1 1 calc R U . . .
H10B H 0.5637 -0.4684 0.1932 0.078 Uiso 1 1 calc R U . . .
H10C H 0.4242 -0.3624 0.1770 0.078 Uiso 1 1 calc R U . . .
C11 C 0.6598(12) -0.3997(11) 0.3321(5) 0.081(3) Uani 1 1 d . . . . .
H11A H 0.5880 -0.4751 0.3439 0.121 Uiso 1 1 calc R U . . .
H11B H 0.7182 -0.3335 0.3767 0.121 Uiso 1 1 calc R U . . .
H11C H 0.7398 -0.4459 0.3069 0.121 Uiso 1 1 calc R U . . .
C12 C 0.2657(8) -0.2266(7) 0.4958(3) 0.0382(13) Uani 1 1 d D . . . .
C13 C 0.1006(12) -0.3110(10) 0.4900(5) 0.051(2) Uani 0.8 1 d . . P A 1
H13A H 0.0916 -0.3304 0.5375 0.076 Uiso 0.8 1 calc R U P A 1
H13B H 0.0907 -0.4038 0.4557 0.076 Uiso 0.8 1 calc R U P A 1
H13C H 0.0126 -0.2534 0.4728 0.076 Uiso 0.8 1 calc R U P A 1
C14 C 0.2815(17) -0.0817(10) 0.5455(4) 0.068(3) Uani 0.8 1 d . . P A 1
H14A H 0.1973 -0.0232 0.5257 0.101 Uiso 0.8 1 calc R U P A 1
H14B H 0.3909 -0.0305 0.5503 0.101 Uiso 0.8 1 calc R U P A 1
H14C H 0.2667 -0.0965 0.5932 0.101 Uiso 0.8 1 calc R U P A 1
C15 C 0.3989(13) -0.3162(11) 0.5282(5) 0.058(2) Uani 0.8 1 d . . P A 1
H15A H 0.5079 -0.2683 0.5292 0.088 Uiso 0.8 1 calc R U P A 1
H15B H 0.3843 -0.4147 0.4984 0.088 Uiso 0.8 1 calc R U P A 1
H15C H 0.3894 -0.3228 0.5775 0.088 Uiso 0.8 1 calc R U P A 1
C16 C 0.0645(6) -0.0291(6) 0.2711(3) 0.0317(12) Uani 1 1 d . . . . .
H16A H -0.0120 0.0092 0.3014 0.038 Uiso 1 1 calc R U . . .
H16B H -0.0010 -0.0996 0.2288 0.038 Uiso 1 1 calc R U . . .
C17 C 0.2453(7) 0.2022(6) 0.3063(3) 0.0362(13) Uani 1 1 d . . . . .
H17A H 0.3062 0.2753 0.2869 0.043 Uiso 1 1 calc R U . . .
H17B H 0.3271 0.1510 0.3345 0.043 Uiso 1 1 calc R U . . .
C18 C 0.1449(8) 0.2816(7) 0.3568(3) 0.0446(15) Uani 1 1 d . . . . .
H18A H 0.0910 0.2104 0.3797 0.054 Uiso 1 1 calc R U . . .
H18B H 0.2189 0.3545 0.3956 0.054 Uiso 1 1 calc R U . . .
C19 C 0.0152(9) 0.3579(7) 0.3144(4) 0.0501(17) Uani 1 1 d . . . . .
H19A H 0.0700 0.4391 0.2979 0.060 Uiso 1 1 calc R U . . .
H19B H -0.0560 0.4001 0.3465 0.060 Uiso 1 1 calc R U . . .
C20 C -0.0906(8) 0.2533(6) 0.2492(3) 0.0406(14) Uani 1 1 d . . . . .
H20A H -0.1636 0.3089 0.2194 0.049 Uiso 1 1 calc R U . . .
H20B H -0.1606 0.1820 0.2657 0.049 Uiso 1 1 calc R U . . .
C21 C 0.0172(7) 0.1718(6) 0.2034(3) 0.0322(12) Uani 1 1 d . . . . .
H21 H 0.0794 0.2471 0.1849 0.039 Uiso 1 1 calc R U . . .
C22 C -0.0785(7) 0.0632(6) 0.1377(3) 0.0313(12) Uani 1 1 d . . . . .
H22A H -0.1630 0.0010 0.1517 0.038 Uiso 1 1 calc R U . . .
H22B H -0.1344 0.1155 0.1010 0.038 Uiso 1 1 calc R U . . .
C23 C -0.0209(6) -0.1283(6) 0.0514(3) 0.0295(11) Uani 1 1 d . . . . .
H23 H -0.1365 -0.1376 0.0335 0.035 Uiso 1 1 calc R U . . .
C24 C 0.0707(7) -0.2269(5) 0.0134(3) 0.0278(11) Uani 1 1 d . . . . .
C25 C 0.2447(6) -0.2085(6) 0.0314(3) 0.0273(11) Uani 1 1 d . . . . .
C26 C 0.3321(7) -0.3026(6) -0.0109(3) 0.0347(12) Uani 1 1 d . . . . .
C27 C 0.2431(8) -0.4094(6) -0.0658(3) 0.0398(14) Uani 1 1 d . . . . .
H27 H 0.3021 -0.4717 -0.0936 0.048 Uiso 1 1 calc R U . . .
C28 C 0.0724(8) -0.4327(6) -0.0836(3) 0.0385(13) Uani 1 1 d . . . . .
C29 C -0.0123(7) -0.3394(6) -0.0438(3) 0.0358(12) Uani 1 1 d . . . . .
H29 H -0.1292 -0.3514 -0.0553 0.043 Uiso 1 1 calc R U . . .
C30 C 0.5151(8) -0.2780(8) 0.0066(4) 0.0499(17) Uani 1 1 d . . . . .
H30A H 0.5590 -0.3547 -0.0236 0.075 Uiso 1 1 calc R U . . .
H30B H 0.5561 -0.2808 0.0577 0.075 Uiso 1 1 calc R U . . .
H30C H 0.5508 -0.1823 -0.0026 0.075 Uiso 1 1 calc R U . . .
C31 C -0.0159(9) -0.5546(7) -0.1449(4) 0.0528(17) Uani 1 1 d . . . . .
H31A H -0.1264 -0.5813 -0.1377 0.079 Uiso 1 1 calc R U . . .
H31B H 0.0460 -0.6399 -0.1457 0.079 Uiso 1 1 calc R U . . .
H31C H -0.0245 -0.5215 -0.1909 0.079 Uiso 1 1 calc R U . . .
C13A C 0.149(4) -0.125(4) 0.528(2) 0.057(9) Uiso 0.2 1 d D . P A 2
H13D H 0.1544 -0.1332 0.5784 0.085 Uiso 0.2 1 calc R U P A 2
H13E H 0.0361 -0.1545 0.5001 0.085 Uiso 0.2 1 calc R U P A 2
H13F H 0.1824 -0.0240 0.5255 0.085 Uiso 0.2 1 calc R U P A 2
C14A C 0.426(6) -0.177(5) 0.549(2) 0.068(10) Uiso 0.2 1 d . . P A 2
H14D H 0.4305 -0.0723 0.5692 0.102 Uiso 0.2 1 calc R U P A 2
H14E H 0.5173 -0.1937 0.5247 0.102 Uiso 0.2 1 calc R U P A 2
H14F H 0.4342 -0.2319 0.5883 0.102 Uiso 0.2 1 calc R U P A 2
C15A C 0.213(6) -0.379(4) 0.497(3) 0.069(11) Uiso 0.2 1 d . . P A 2
H15D H 0.2230 -0.3911 0.5473 0.104 Uiso 0.2 1 calc R U P A 2
H15E H 0.2833 -0.4434 0.4738 0.104 Uiso 0.2 1 calc R U P A 2
H15F H 0.0986 -0.4046 0.4710 0.104 Uiso 0.2 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
Al1 O1 1.781(4) . ?
Al1 O2 1.830(3) . ?
Al1 C1 1.969(5) . ?
Al1 N2 2.004(5) . ?
Al1 N1 2.182(4) . ?
O1 C2 1.331(7) . ?
N1 C17 1.478(7) . ?
N1 C21 1.495(7) . ?
N1 C16 1.497(7) . ?
O2 C25 1.304(7) . ?
N2 C23 1.293(7) . ?
N2 C22 1.474(6) . ?
C2 C3 1.403(8) . ?
C2 C7 1.410(7) . ?
C3 C4 1.391(8) . ?
C3 C8 1.530(7) . ?
C4 C5 1.391(8) . ?
C5 C6 1.388(8) . ?
C5 C12 1.533(8) . ?
C6 C7 1.382(8) . ?
C7 C16 1.486(8) . ?
C8 C10 1.525(10) . ?
C8 C9 1.529(9) . ?
C8 C11 1.535(10) . ?
C12 C15A 1.47(4) . ?
C12 C14 1.494(10) . ?
C12 C14A 1.50(5) . ?
C12 C13 1.512(11) . ?
C12 C15 1.538(11) . ?
C12 C13A 1.545(7) . ?
C17 C18 1.534(7) . ?
C18 C19 1.519(9) . ?
C19 C20 1.522(9) . ?
C20 C21 1.529(7) . ?
C21 C22 1.516(8) . ?
C23 C24 1.432(7) . ?
C24 C29 1.408(8) . ?
C24 C25 1.414(8) . ?
C25 C26 1.428(7) . ?
C26 C27 1.369(9) . ?
C26 C30 1.490(9) . ?
C27 C28 1.389(9) . ?
C28 C29 1.383(8) . ?
C28 C31 1.514(8) . ?

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 Al1 O2 93.39(18) . . ?
O1 Al1 C1 121.1(2) . . ?
O2 Al1 C1 94.9(2) . . ?
O1 Al1 N2 113.78(19) . . ?
O2 Al1 N2 88.34(17) . . ?
C1 Al1 N2 124.6(2) . . ?
O1 Al1 N1 89.38(17) . . ?
O2 Al1 N1 165.74(18) . . ?
C1 Al1 N1 95.6(2) . . ?
N2 Al1 N1 77.76(17) . . ?
C2 O1 Al1 135.3(3) . . ?
C17 N1 C21 109.0(4) . . ?
C17 N1 C16 111.2(4) . . ?
C21 N1 C16 112.0(4) . . ?
C17 N1 Al1 115.3(3) . . ?
C21 N1 Al1 103.3(3) . . ?
C16 N1 Al1 105.9(3) . . ?
C25 O2 Al1 131.0(3) . . ?
C23 N2 C22 117.0(5) . . ?
C23 N2 Al1 124.3(3) . . ?
C22 N2 Al1 118.2(3) . . ?
O1 C2 C3 121.2(4) . . ?
O1 C2 C7 119.6(5) . . ?
C3 C2 C7 119.1(5) . . ?
C4 C3 C2 117.5(5) . . ?
C4 C3 C8 121.9(5) . . ?
C2 C3 C8 120.6(5) . . ?
C5 C4 C3 124.5(5) . . ?
C6 C5 C4 116.6(5) . . ?
C6 C5 C12 120.0(5) . . ?
C4 C5 C12 123.4(5) . . ?
C7 C6 C5 121.4(5) . . ?
C6 C7 C2 120.9(5) . . ?
C6 C7 C16 121.5(4) . . ?
C2 C7 C16 117.6(5) . . ?
C10 C8 C9 109.6(6) . . ?
C10 C8 C3 110.1(5) . . ?
C9 C8 C3 110.2(5) . . ?
C10 C8 C11 107.5(6) . . ?
C9 C8 C11 107.6(6) . . ?
C3 C8 C11 111.8(6) . . ?
C15A C12 C14A 110(3) . . ?
C14 C12 C13 110.6(7) . . ?
C15A C12 C5 112.5(18) . . ?
C14 C12 C5 110.0(6) . . ?
C14A C12 C5 109.9(18) . . ?
C13 C12 C5 109.2(5) . . ?
C14 C12 C15 108.4(7) . . ?
C13 C12 C15 107.4(7) . . ?
C5 C12 C15 111.2(5) . . ?
C15A C12 C13A 110(2) . . ?
C14A C12 C13A 102(2) . . ?
C5 C12 C13A 112.8(16) . . ?
C7 C16 N1 113.3(4) . . ?
N1 C17 C18 112.9(5) . . ?
C19 C18 C17 110.1(5) . . ?
C18 C19 C20 111.8(5) . . ?
C19 C20 C21 110.6(5) . . ?
N1 C21 C22 108.4(4) . . ?
N1 C21 C20 113.6(5) . . ?
C22 C21 C20 114.1(5) . . ?
N2 C22 C21 107.9(4) . . ?
N2 C23 C24 126.2(5) . . ?
C29 C24 C25 119.8(5) . . ?
C29 C24 C23 120.0(5) . . ?
C25 C24 C23 120.2(5) . . ?
O2 C25 C24 122.5(4) . . ?
O2 C25 C26 118.8(5) . . ?
C24 C25 C26 118.7(5) . . ?
C27 C26 C25 118.3(5) . . ?
C27 C26 C30 123.6(5) . . ?
C25 C26 C30 118.1(5) . . ?
C26 C27 C28 124.5(5) . . ?
C29 C28 C27 117.3(5) . . ?
C29 C28 C31 121.8(6) . . ?
C27 C28 C31 120.9(5) . . ?
C28 C29 C24 121.5(6) . . ?

_refine_diff_density_max         0.411
_refine_diff_density_min         -0.412
_refine_diff_density_rms         0.081

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

data_Hf_1_2
_database_code_depnum_ccdc_archive 'CCDC 1432300'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30.25 H39 Cl3 Hf0.50 N2 O2'
_chemical_formula_weight         658.23

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hf Hf -6.1794 4.9776 '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'

_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                   10.3949(2)
_cell_length_b                   13.7142(3)
_cell_length_c                   22.8673(3)
_cell_angle_alpha                91.0520(10)
_cell_angle_beta                 96.1700(10)
_cell_angle_gamma                109.546(2)
_cell_volume                     3049.12(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6747
_cell_measurement_theta_min      4.7140
_cell_measurement_theta_max      71.8390

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             1350
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    5.958
_shelx_estimated_absorpt_T_min   0.268
_shelx_estimated_absorpt_T_max   0.382
_exptl_absorpt_correction_T_min  0.66980
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            22737
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_av_R_equivalents  0.0241
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         4.547
_diffrn_reflns_theta_max         71.988
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11721
_reflns_number_gt                11576
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The toluene molecule is 50:50 disordered about an inversion
centre.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0494P)²+4.1506P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         11721
_refine_ls_number_parameters     714
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0843
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Hf1 Hf 0.54147(2) 0.84783(2) 0.74455(2) 0.01581(5) Uani 1 1 d . . . . .
Cl1 Cl 0.33743(8) 0.79362(8) 0.90750(4) 0.0443(2) Uani 1 1 d . . . . .
O1 O 0.37068(18) 0.87815(14) 0.71847(8) 0.0193(4) Uani 1 1 d . . . . .
N1 N 0.3854(2) 0.67218(16) 0.71303(9) 0.0182(4) Uani 1 1 d . . . . .
C1 C 0.2529(3) 0.8363(2) 0.68135(11) 0.0184(5) Uani 1 1 d . . . . .
Cl2 Cl 0.70953(8) 0.98069(5) 0.58059(3) 0.03173(15) Uani 1 1 d . . . . .
O2 O 0.60755(19) 0.82788(14) 0.66708(7) 0.0201(4) Uani 1 1 d . . . . .
N2 N 0.4554(3) 0.56393(18) 0.65365(10) 0.0236(5) Uani 1 1 d . . . . .
C2 C 0.2007(3) 0.8963(2) 0.64251(12) 0.0205(5) Uani 1 1 d . . . . .
Cl3 Cl 0.27660(9) 0.72960(7) 0.43609(3) 0.03835(17) Uani 1 1 d . . . . .
O3 O 0.63319(18) 0.99546(14) 0.77275(8) 0.0201(4) Uani 1 1 d . . . . .
N3 N 0.7750(2) 0.85279(17) 0.77307(9) 0.0177(4) Uani 1 1 d . . . . .
C3 C 0.0851(3) 0.8428(2) 0.60302(12) 0.0232(5) Uani 1 1 d . . . . .
H3 H 0.0484 0.8819 0.5764 0.028 Uiso 1 1 calc R U . . .
Cl4 Cl 0.80906(10) 1.00854(9) 1.04217(4) 0.0517(2) Uani 1 1 d . . . . .
O4 O 0.51889(19) 0.77766(15) 0.82173(8) 0.0205(4) Uani 1 1 d . . . . .
N4 N 0.8233(3) 0.73831(19) 0.83945(10) 0.0236(5) Uani 1 1 d . . . . .
C4 C 0.0198(3) 0.7352(2) 0.60015(12) 0.0231(5) Uani 1 1 d . . . . .
Cl5 Cl 0.90434(14) 1.38815(8) 0.70294(5) 0.0646(3) Uani 1 1 d . . . . .
C5 C 0.0709(3) 0.6798(2) 0.64121(12) 0.0216(5) Uani 1 1 d . . . . .
H5 H 0.0271 0.6070 0.6417 0.026 Uiso 1 1 calc R U . . .
Cl6 Cl 1.02190(16) 1.23397(14) 0.66766(6) 0.0822(4) Uani 1 1 d . . . . .
C6 C 0.1857(3) 0.7296(2) 0.68174(11) 0.0202(5) Uani 1 1 d . . . . .
C7 C 0.2655(3) 1.0144(2) 0.64358(12) 0.0225(5) Uani 1 1 d . . . . .
C8 C 0.4185(3) 1.0459(2) 0.63410(14) 0.0277(6) Uani 1 1 d . . . . .
H8A H 0.4706 1.0296 0.6686 0.042 Uiso 1 1 calc R U . . .
H8B H 0.4548 1.1205 0.6287 0.042 Uiso 1 1 calc R U . . .
H8C H 0.4274 1.0076 0.5990 0.042 Uiso 1 1 calc R U . . .
C9 C 0.2511(3) 1.0603(2) 0.70325(13) 0.0266(6) Uani 1 1 d . . . . .
H9A H 0.1534 1.0441 0.7075 0.040 Uiso 1 1 calc R U . . .
H9B H 0.2966 1.1357 0.7053 0.040 Uiso 1 1 calc R U . . .
H9C H 0.2941 1.0304 0.7351 0.040 Uiso 1 1 calc R U . . .
C10 C 0.1952(4) 1.0615(2) 0.59494(15) 0.0346(7) Uani 1 1 d . . . . .
H10A H 0.2018 1.0324 0.5564 0.052 Uiso 1 1 calc R U . . .
H10B H 0.2407 1.1369 0.5970 0.052 Uiso 1 1 calc R U . . .
H10C H 0.0982 1.0454 0.6004 0.052 Uiso 1 1 calc R U . . .
C11 C -0.1029(3) 0.6835(2) 0.55328(13) 0.0269(6) Uani 1 1 d . . . . .
C12 C -0.1384(5) 0.5667(3) 0.5481(2) 0.0557(11) Uani 1 1 d . . . . .
H12A H -0.1563 0.5384 0.5866 0.083 Uiso 1 1 calc R U . . .
H12B H -0.0612 0.5501 0.5348 0.083 Uiso 1 1 calc R U . . .
H12C H -0.2205 0.5362 0.5196 0.083 Uiso 1 1 calc R U . . .
C13 C -0.2280(4) 0.7062(4) 0.5695(2) 0.0607(13) Uani 1 1 d . . . . .
H13A H -0.3045 0.6776 0.5381 0.091 Uiso 1 1 calc R U . . .
H13B H -0.2063 0.7813 0.5745 0.091 Uiso 1 1 calc R U . . .
H13C H -0.2540 0.6744 0.6065 0.091 Uiso 1 1 calc R U . . .
C14 C -0.0700(5) 0.7243(4) 0.49329(18) 0.0737(16) Uani 1 1 d . . . . .
H14A H 0.0142 0.7134 0.4840 0.110 Uiso 1 1 calc R U . . .
H14B H -0.0567 0.7985 0.4940 0.110 Uiso 1 1 calc R U . . .
H14C H -0.1463 0.6873 0.4632 0.110 Uiso 1 1 calc R U . . .
C15 C 0.2444(3) 0.6693(2) 0.72509(12) 0.0210(5) Uani 1 1 d . . . . .
H15A H 0.2502 0.6989 0.7655 0.025 Uiso 1 1 calc R U . . .
H15B H 0.1820 0.5964 0.7228 0.025 Uiso 1 1 calc R U . . .
C16 C 0.4231(3) 0.5914(2) 0.74881(12) 0.0224(5) Uani 1 1 d . . . . .
H16A H 0.5193 0.6196 0.7678 0.027 Uiso 1 1 calc R U . . .
H16B H 0.3614 0.5676 0.7796 0.027 Uiso 1 1 calc R U . . .
C17 C 0.4052(3) 0.5035(2) 0.70412(12) 0.0249(6) Uani 1 1 d . . . . .
H17 H 0.3051 0.4630 0.6944 0.030 Uiso 1 1 calc R U . . .
C18 C 0.4827(4) 0.4301(2) 0.71921(15) 0.0326(7) Uani 1 1 d . . . . .
H18A H 0.4462 0.3895 0.7528 0.039 Uiso 1 1 calc R U . . .
H18B H 0.5813 0.4698 0.7307 0.039 Uiso 1 1 calc R U . . .
C19 C 0.4657(4) 0.3572(2) 0.66532(16) 0.0403(8) Uani 1 1 d . . . . .
H19A H 0.5234 0.3132 0.6735 0.048 Uiso 1 1 calc R U . . .
H19B H 0.3686 0.3112 0.6572 0.048 Uiso 1 1 calc R U . . .
C20 C 0.5078(4) 0.4189(3) 0.61138(16) 0.0404(8) Uani 1 1 d . . . . .
H20A H 0.6080 0.4570 0.6173 0.049 Uiso 1 1 calc R U . . .
H20B H 0.4879 0.3705 0.5763 0.049 Uiso 1 1 calc R U . . .
C21 C 0.4317(3) 0.4957(2) 0.60034(13) 0.0301(6) Uani 1 1 d . . . . .
H21A H 0.4653 0.5376 0.5668 0.036 Uiso 1 1 calc R U . . .
H21B H 0.3320 0.4579 0.5904 0.036 Uiso 1 1 calc R U . . .
C22 C 0.3750(3) 0.63258(19) 0.64950(11) 0.0191(5) Uani 1 1 d . . . . .
H22 H 0.2770 0.5887 0.6373 0.023 Uiso 1 1 calc R U . . .
C23 C 0.4156(3) 0.7133(2) 0.60429(11) 0.0191(5) Uani 1 1 d . . . . .
C24 C 0.3368(3) 0.6922(2) 0.54944(12) 0.0225(5) Uani 1 1 d . . . . .
H24 H 0.2567 0.6323 0.5427 0.027 Uiso 1 1 calc R U . . .
C25 C 0.3754(3) 0.7590(2) 0.50463(12) 0.0255(6) Uani 1 1 d . . . . .
C26 C 0.4896(3) 0.8476(2) 0.51337(12) 0.0264(6) Uani 1 1 d . . . . .
H26 H 0.5150 0.8929 0.4824 0.032 Uiso 1 1 calc R U . . .
C27 C 0.5664(3) 0.8690(2) 0.56849(12) 0.0224(5) Uani 1 1 d . . . . .
C28 C 0.5313(3) 0.8032(2) 0.61439(11) 0.0187(5) Uani 1 1 d . . . . .
C29 C 0.7518(3) 1.06252(19) 0.80052(11) 0.0182(5) Uani 1 1 d . . . . .
C30 C 0.8740(3) 1.0456(2) 0.79225(11) 0.0190(5) Uani 1 1 d . . . . .
C31 C 0.9998(3) 1.1137(2) 0.81847(11) 0.0205(5) Uani 1 1 d . . . . .
H31 H 1.0820 1.1010 0.8125 0.025 Uiso 1 1 calc R U . . .
C32 C 1.0070(3) 1.1997(2) 0.85322(12) 0.0225(5) Uani 1 1 d . . . . .
C33 C 0.8833(3) 1.2130(2) 0.86193(12) 0.0229(5) Uani 1 1 d . . . . .
H33 H 0.8869 1.2707 0.8865 0.027 Uiso 1 1 calc R U . . .
C34 C 0.7544(3) 1.1473(2) 0.83689(12) 0.0212(5) Uani 1 1 d . . . . .
C35 C 0.6244(3) 1.1725(2) 0.84552(13) 0.0261(6) Uani 1 1 d . . . . .
C36 C 0.6520(4) 1.2581(3) 0.8939(2) 0.0529(11) Uani 1 1 d . . . . .
H36A H 0.6893 1.2371 0.9309 0.079 Uiso 1 1 calc R U . . .
H36B H 0.5658 1.2696 0.8994 0.079 Uiso 1 1 calc R U . . .
H36C H 0.7185 1.3222 0.8825 0.079 Uiso 1 1 calc R U . . .
C37 C 0.5742(3) 1.2091(3) 0.78761(16) 0.0374(7) Uani 1 1 d . . . . .
H37A H 0.4893 1.2235 0.7918 0.056 Uiso 1 1 calc R U . . .
H37B H 0.5563 1.1550 0.7562 0.056 Uiso 1 1 calc R U . . .
H37C H 0.6447 1.2724 0.7776 0.056 Uiso 1 1 calc R U . . .
C38 C 0.5101(3) 1.0775(3) 0.86356(16) 0.0356(7) Uani 1 1 d . . . . .
H38A H 0.5455 1.0499 0.8985 0.053 Uiso 1 1 calc R U . . .
H38B H 0.4796 1.0241 0.8311 0.053 Uiso 1 1 calc R U . . .
H38C H 0.4323 1.0980 0.8725 0.053 Uiso 1 1 calc R U . . .
C39 C 1.1435(3) 1.2795(2) 0.88094(14) 0.0290(6) Uani 1 1 d . . . . .
C40 C 1.1530(4) 1.3872(3) 0.8587(2) 0.0618(13) Uani 1 1 d . . . . .
H40A H 1.2401 1.4388 0.8759 0.093 Uiso 1 1 calc R U . . .
H40B H 1.0762 1.4063 0.8704 0.093 Uiso 1 1 calc R U . . .
H40C H 1.1487 1.3848 0.8156 0.093 Uiso 1 1 calc R U . . .
C41 C 1.1490(4) 1.2831(4) 0.94743(18) 0.0549(10) Uani 1 1 d . . . . .
H41A H 1.1388 1.2141 0.9614 0.082 Uiso 1 1 calc R U . . .
H41B H 1.0741 1.3050 0.9589 0.082 Uiso 1 1 calc R U . . .
H41C H 1.2374 1.3326 0.9649 0.082 Uiso 1 1 calc R U . . .
C42 C 1.2672(4) 1.2557(4) 0.8636(2) 0.0576(11) Uani 1 1 d . . . . .
H42A H 1.3517 1.3091 0.8818 0.086 Uiso 1 1 calc R U . . .
H42B H 1.2651 1.2549 0.8207 0.086 Uiso 1 1 calc R U . . .
H42C H 1.2646 1.1878 0.8772 0.086 Uiso 1 1 calc R U . . .
C43 C 0.8681(3) 0.9537(2) 0.75379(11) 0.0196(5) Uani 1 1 d . . . . .
H43A H 0.9620 0.9507 0.7544 0.023 Uiso 1 1 calc R U . . .
H43B H 0.8352 0.9632 0.7127 0.023 Uiso 1 1 calc R U . . .
C44 C 0.8029(3) 0.7650(2) 0.74121(11) 0.0213(5) Uani 1 1 d . . . . .
H44A H 0.7160 0.7085 0.7272 0.026 Uiso 1 1 calc R U . . .
H44B H 0.8534 0.7901 0.7071 0.026 Uiso 1 1 calc R U . . .
C45 C 0.8898(3) 0.7283(2) 0.78725(12) 0.0238(5) Uani 1 1 d . . . . .
H45 H 0.9863 0.7781 0.7921 0.029 Uiso 1 1 calc R U . . .
C46 C 0.8911(3) 0.6192(2) 0.77862(14) 0.0312(6) Uani 1 1 d . . . . .
H46A H 0.9367 0.6136 0.7435 0.037 Uiso 1 1 calc R U . . .
H46B H 0.7957 0.5698 0.7723 0.037 Uiso 1 1 calc R U . . .
C47 C 0.9685(4) 0.5930(3) 0.83323(16) 0.0412(8) Uani 1 1 d . . . . .
H47A H 0.9620 0.5194 0.8295 0.049 Uiso 1 1 calc R U . . .
H47B H 1.0669 0.6364 0.8364 0.049 Uiso 1 1 calc R U . . .
C48 C 0.9089(5) 0.6119(3) 0.88857(17) 0.0463(9) Uani 1 1 d . . . . .
H48A H 0.8155 0.5605 0.8882 0.056 Uiso 1 1 calc R U . . .
H48B H 0.9668 0.6018 0.9236 0.056 Uiso 1 1 calc R U . . .
C49 C 0.9012(4) 0.7203(3) 0.89323(14) 0.0350(7) Uani 1 1 d . . . . .
H49A H 0.8553 0.7279 0.9280 0.042 Uiso 1 1 calc R U . . .
H49B H 0.9951 0.7721 0.8984 0.042 Uiso 1 1 calc R U . . .
C50 C 0.8195(3) 0.8435(2) 0.83770(11) 0.0198(5) Uani 1 1 d . . . . .
H50 H 0.9156 0.8926 0.8478 0.024 Uiso 1 1 calc R U . . .
C51 C 0.7320(3) 0.8657(2) 0.88154(11) 0.0204(5) Uani 1 1 d . . . . .
C52 C 0.7988(3) 0.9223(2) 0.93366(12) 0.0257(6) Uani 1 1 d . . . . .
H52 H 0.8963 0.9516 0.9391 0.031 Uiso 1 1 calc R U . . .
C53 C 0.7238(3) 0.9362(3) 0.97755(13) 0.0310(6) Uani 1 1 d . . . . .
C54 C 0.5821(3) 0.8952(3) 0.97091(13) 0.0327(7) Uani 1 1 d . . . . .
H54 H 0.5314 0.9039 1.0016 0.039 Uiso 1 1 calc R U . . .
C55 C 0.5159(3) 0.8411(2) 0.91858(13) 0.0274(6) Uani 1 1 d . . . . .
C56 C 0.5879(3) 0.8263(2) 0.87274(11) 0.0207(5) Uani 1 1 d . . . . .
C68 C 0.8947(4) 1.2577(3) 0.70367(15) 0.0376(7) Uani 1 1 d . . . . .
H68A H 0.9037 1.2383 0.7450 0.045 Uiso 1 1 calc R U . . .
H68B H 0.8032 1.2133 0.6844 0.045 Uiso 1 1 calc R U . . .
C61 C 0.4892(6) 0.4739(5) 0.0385(2) 0.0385(16) Uani 0.5 1 d G . P A -1
C62 C 0.4288(6) 0.5484(5) 0.0250(3) 0.047(3) Uani 0.5 1 d G . P A -1
H62 H 0.3797 0.5688 0.0528 0.056 Uiso 0.5 1 calc R U P A -1
C63 C 0.4403(9) 0.5929(5) -0.0291(4) 0.077(4) Uani 0.5 1 d G . P A -1
H63 H 0.3990 0.6438 -0.0383 0.092 Uiso 0.5 1 calc R U P A -1
C64 C 0.5121(11) 0.5630(7) -0.0698(2) 0.090(6) Uani 0.5 1 d G . P A -1
H64 H 0.5200 0.5934 -0.1068 0.108 Uiso 0.5 1 calc R U P A -1
C65 C 0.5725(8) 0.4885(7) -0.0563(3) 0.079(4) Uani 0.5 1 d G . P A -1
H65 H 0.6216 0.4680 -0.0841 0.095 Uiso 0.5 1 calc R U P A -1
C66 C 0.5611(6) 0.4439(5) -0.0022(4) 0.050(4) Uani 0.5 1 d G . P A -1
H66 H 0.6023 0.3930 0.0070 0.060 Uiso 0.5 1 calc R U P A -1
C67 C 0.4754(13) 0.4255(9) 0.0950(6) 0.064(3) Uani 0.5 1 d . . P A -1
H67A H 0.5573 0.4071 0.1072 0.096 Uiso 0.5 1 calc R U P A -1
H67B H 0.3938 0.3628 0.0909 0.096 Uiso 0.5 1 calc R U P A -1
H67C H 0.4659 0.4742 0.1247 0.096 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Hf1 O3 1.9880(18) . ?
Hf1 O1 1.9890(18) . ?
Hf1 O2 2.0136(17) . ?
Hf1 O4 2.0238(17) . ?
Hf1 N3 2.423(2) . ?
Hf1 N1 2.455(2) . ?
Cl1 C55 1.736(3) . ?
O1 C1 1.355(3) . ?
N1 C15 1.508(3) . ?
N1 C16 1.519(3) . ?
N1 C22 1.522(3) . ?
C1 C6 1.396(4) . ?
C1 C2 1.408(4) . ?
Cl2 C27 1.734(3) . ?
O2 C28 1.340(3) . ?
N2 C22 1.452(3) . ?
N2 C21 1.470(4) . ?
N2 C17 1.472(4) . ?
C2 C3 1.397(4) . ?
C2 C7 1.531(4) . ?
Cl3 C25 1.740(3) . ?
O3 C29 1.350(3) . ?
N3 C43 1.505(3) . ?
N3 C44 1.520(3) . ?
N3 C50 1.521(3) . ?
C3 C4 1.400(4) . ?
Cl4 C53 1.740(3) . ?
O4 C56 1.338(3) . ?
N4 C50 1.457(3) . ?
N4 C45 1.468(3) . ?
N4 C49 1.469(4) . ?
C4 C5 1.389(4) . ?
C4 C11 1.533(4) . ?
Cl5 C68 1.759(4) . ?
C5 C6 1.393(4) . ?
Cl6 C68 1.745(4) . ?
C6 C15 1.508(4) . ?
C7 C9 1.535(4) . ?
C7 C10 1.535(4) . ?
C7 C8 1.543(4) . ?
C11 C13 1.515(5) . ?
C11 C12 1.518(5) . ?
C11 C14 1.521(5) . ?
C16 C17 1.515(4) . ?
C17 C18 1.508(4) . ?
C18 C19 1.530(5) . ?
C19 C20 1.528(5) . ?
C20 C21 1.525(4) . ?
C22 C23 1.515(4) . ?
C23 C24 1.391(4) . ?
C23 C28 1.400(4) . ?
C24 C25 1.388(4) . ?
C25 C26 1.379(4) . ?
C26 C27 1.388(4) . ?
C27 C28 1.395(4) . ?
C29 C30 1.396(4) . ?
C29 C34 1.408(4) . ?
C30 C31 1.391(4) . ?
C30 C43 1.503(4) . ?
C31 C32 1.387(4) . ?
C32 C33 1.392(4) . ?
C32 C39 1.534(4) . ?
C33 C34 1.395(4) . ?
C34 C35 1.533(4) . ?
C35 C37 1.527(5) . ?
C35 C36 1.531(4) . ?
C35 C38 1.539(4) . ?
C39 C41 1.515(5) . ?
C39 C42 1.517(5) . ?
C39 C40 1.547(5) . ?
C44 C45 1.516(4) . ?
C45 C46 1.510(4) . ?
C46 C47 1.526(5) . ?
C47 C48 1.522(5) . ?
C48 C49 1.518(5) . ?
C50 C51 1.515(3) . ?
C51 C52 1.390(4) . ?
C51 C56 1.402(4) . ?
C52 C53 1.383(4) . ?
C53 C54 1.379(5) . ?
C54 C55 1.380(4) . ?
C55 C56 1.401(4) . ?
C61 C62 1.3900 . ?
C61 C66 1.3900 . ?
C61 C67 1.461(14) . ?
C62 C63 1.3900 . ?
C63 C64 1.3900 . ?
C64 C65 1.3900 . ?
C65 C66 1.3900 . ?

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
O3 Hf1 O1 89.48(7) . . ?
O3 Hf1 O2 107.69(8) . . ?
O1 Hf1 O2 101.79(7) . . ?
O3 Hf1 O4 101.29(8) . . ?
O1 Hf1 O4 108.51(8) . . ?
O2 Hf1 O4 137.86(8) . . ?
O3 Hf1 N3 78.67(7) . . ?
O1 Hf1 N3 166.81(8) . . ?
O2 Hf1 N3 76.73(7) . . ?
O4 Hf1 N3 79.81(7) . . ?
O3 Hf1 N1 168.40(8) . . ?
O1 Hf1 N1 80.08(7) . . ?
O2 Hf1 N1 79.64(7) . . ?
O4 Hf1 N1 77.56(7) . . ?
N3 Hf1 N1 112.20(7) . . ?
C1 O1 Hf1 138.85(16) . . ?
C15 N1 C16 108.4(2) . . ?
C15 N1 C22 108.1(2) . . ?
C16 N1 C22 103.72(19) . . ?
C15 N1 Hf1 105.94(15) . . ?
C16 N1 Hf1 111.28(15) . . ?
C22 N1 Hf1 119.08(15) . . ?
O1 C1 C6 117.4(2) . . ?
O1 C1 C2 122.2(2) . . ?
C6 C1 C2 120.5(2) . . ?
C28 O2 Hf1 126.63(16) . . ?
C22 N2 C21 113.0(2) . . ?
C22 N2 C17 102.0(2) . . ?
C21 N2 C17 110.9(2) . . ?
C3 C2 C1 116.7(2) . . ?
C3 C2 C7 121.2(2) . . ?
C1 C2 C7 122.1(2) . . ?
C29 O3 Hf1 142.67(17) . . ?
C43 N3 C44 108.13(19) . . ?
C43 N3 C50 108.5(2) . . ?
C44 N3 C50 104.27(19) . . ?
C43 N3 Hf1 106.55(15) . . ?
C44 N3 Hf1 110.72(15) . . ?
C50 N3 Hf1 118.37(15) . . ?
C2 C3 C4 124.2(3) . . ?
C56 O4 Hf1 121.71(16) . . ?
C50 N4 C45 103.1(2) . . ?
C50 N4 C49 113.5(2) . . ?
C45 N4 C49 110.9(2) . . ?
C5 C4 C3 117.1(2) . . ?
C5 C4 C11 122.9(3) . . ?
C3 C4 C11 120.1(3) . . ?
C4 C5 C6 121.0(2) . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 C15 121.2(2) . . ?
C1 C6 C15 118.3(2) . . ?
C2 C7 C9 108.7(2) . . ?
C2 C7 C10 112.3(2) . . ?
C9 C7 C10 108.0(2) . . ?
C2 C7 C8 110.4(2) . . ?
C9 C7 C8 110.3(2) . . ?
C10 C7 C8 107.1(2) . . ?
C13 C11 C12 108.0(3) . . ?
C13 C11 C14 109.6(4) . . ?
C12 C11 C14 107.6(3) . . ?
C13 C11 C4 109.5(3) . . ?
C12 C11 C4 112.0(3) . . ?
C14 C11 C4 110.1(3) . . ?
N1 C15 C6 111.8(2) . . ?
C17 C16 N1 104.4(2) . . ?
N2 C17 C18 111.3(2) . . ?
N2 C17 C16 99.6(2) . . ?
C18 C17 C16 117.5(2) . . ?
C17 C18 C19 108.9(3) . . ?
C20 C19 C18 110.6(3) . . ?
C21 C20 C19 111.7(3) . . ?
N2 C21 C20 109.1(3) . . ?
N2 C22 C23 114.0(2) . . ?
N2 C22 N1 103.3(2) . . ?
C23 C22 N1 117.0(2) . . ?
C24 C23 C28 119.7(2) . . ?
C24 C23 C22 117.2(2) . . ?
C28 C23 C22 123.0(2) . . ?
C25 C24 C23 119.9(3) . . ?
C26 C25 C24 121.5(3) . . ?
C26 C25 Cl3 119.6(2) . . ?
C24 C25 Cl3 118.9(2) . . ?
C25 C26 C27 118.3(3) . . ?
C26 C27 C28 121.7(3) . . ?
C26 C27 Cl2 119.1(2) . . ?
C28 C27 Cl2 119.2(2) . . ?
O2 C28 C27 119.6(2) . . ?
O2 C28 C23 121.6(2) . . ?
C27 C28 C23 118.9(2) . . ?
O3 C29 C30 117.9(2) . . ?
O3 C29 C34 121.8(2) . . ?
C30 C29 C34 120.3(2) . . ?
C31 C30 C29 120.5(2) . . ?
C31 C30 C43 120.4(2) . . ?
C29 C30 C43 119.1(2) . . ?
C32 C31 C30 121.0(2) . . ?
C31 C32 C33 117.2(2) . . ?
C31 C32 C39 123.0(3) . . ?
C33 C32 C39 119.9(2) . . ?
C32 C33 C34 124.3(3) . . ?
C33 C34 C29 116.7(2) . . ?
C33 C34 C35 120.5(2) . . ?
C29 C34 C35 122.6(2) . . ?
C37 C35 C36 108.7(3) . . ?
C37 C35 C34 108.2(2) . . ?
C36 C35 C34 112.0(2) . . ?
C37 C35 C38 109.6(3) . . ?
C36 C35 C38 106.7(3) . . ?
C34 C35 C38 111.7(2) . . ?
C41 C39 C42 109.3(3) . . ?
C41 C39 C32 109.8(3) . . ?
C42 C39 C32 112.3(3) . . ?
C41 C39 C40 109.4(3) . . ?
C42 C39 C40 107.3(3) . . ?
C32 C39 C40 108.7(3) . . ?
C30 C43 N3 112.9(2) . . ?
C45 C44 N3 104.3(2) . . ?
N4 C45 C46 110.6(2) . . ?
N4 C45 C44 99.8(2) . . ?
C46 C45 C44 117.5(2) . . ?
C45 C46 C47 109.1(3) . . ?
C48 C47 C46 110.7(3) . . ?
C49 C48 C47 112.1(3) . . ?
N4 C49 C48 109.4(3) . . ?
N4 C50 C51 112.7(2) . . ?
N4 C50 N3 103.5(2) . . ?
C51 C50 N3 116.4(2) . . ?
C52 C51 C56 119.6(2) . . ?
C52 C51 C50 117.9(2) . . ?
C56 C51 C50 122.4(2) . . ?
C53 C52 C51 120.2(3) . . ?
C54 C53 C52 121.3(3) . . ?
C54 C53 Cl4 119.1(2) . . ?
C52 C53 Cl4 119.6(2) . . ?
C53 C54 C55 118.3(3) . . ?
C54 C55 C56 122.2(3) . . ?
C54 C55 Cl1 119.4(2) . . ?
C56 C55 Cl1 118.4(2) . . ?
O4 C56 C55 119.9(3) . . ?
O4 C56 C51 121.8(2) . . ?
C55 C56 C51 118.3(2) . . ?
Cl6 C68 Cl5 112.6(2) . . ?
C62 C61 C66 120.0 . . ?
C62 C61 C67 120.2(8) . . ?
C66 C61 C67 119.8(8) . . ?
C61 C62 C63 120.0 . . ?
C64 C63 C62 120.0 . . ?
C65 C64 C63 120.0 . . ?
C64 C65 C66 120.0 . . ?
C65 C66 C61 120.0 . . ?

_refine_diff_density_max         1.025
_refine_diff_density_min         -0.992
_refine_diff_density_rms         0.096

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

data_Hf_2_2
_database_code_depnum_ccdc_archive 'CCDC 1432301'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C57.50 H75 Br4 Cl3 Hf N4 O4'
_chemical_formula_weight         1490.69

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hf Hf -0.5830 6.1852 '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                   10.3957(5)
_cell_length_b                   13.6050(5)
_cell_length_c                   22.9024(11)
_cell_angle_alpha                89.912(3)
_cell_angle_beta                 84.053(4)
_cell_angle_gamma                69.887(4)
_cell_volume                     3023.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7813
_cell_measurement_theta_min      3.5610
_cell_measurement_theta_max      28.1710

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             1486
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.1750
_exptl_crystal_size_min          0.1000
_exptl_absorpt_coefficient_mu    4.548
_shelx_estimated_absorpt_T_min   0.463
_shelx_estimated_absorpt_T_max   0.659
_exptl_absorpt_correction_T_min  0.71587
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 16.1468
_diffrn_reflns_number            18821
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.249
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             12294
_reflns_number_gt                10341
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
One of the t-butyl groups (C12-C14) is disordered over two 
positions.  The occupancy was allowed to freely refine and 
was then fixed at the final value of 60:40 for the final 
refinements.
One of the dichloromethane groups is disordered over an 
inversion centre.  In order to obtain chemically sensible 
bond lengths, DFIX commands were used.  The molecule is most
likely 4-fold disordered but attempts to model this were
unsuccessful.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0475P)²+2.7470P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         12294
_refine_ls_number_parameters     695
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1015
_refine_ls_wR_factor_gt          0.0945
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.001
_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
Cl00 Cl 0.0936(2) 0.88157(11) 0.20348(7) 0.0507(4) Uani 1 1 d . . . . .
Hf01 Hf 0.46080(2) 0.34044(2) 0.24735(2) 0.01426(6) Uani 1 1 d . . . . .
Cl1 Cl -0.02042(19) 0.72615(16) 0.16738(8) 0.0599(5) Uani 1 1 d . . . . .
O1 O 0.6300(3) 0.3721(2) 0.22204(14) 0.0164(7) Uani 1 1 d . . . . .
N1 N 0.6194(4) 0.1643(3) 0.21612(16) 0.0163(8) Uani 1 1 d . . . . .
C1 C 0.7481(4) 0.3313(3) 0.18470(19) 0.0139(9) Uani 1 1 d . . . . .
C12A C 1.231(2) 0.1614(16) 0.0861(10) 0.056(6) Uiso 0.4 1 d . . P A 2
H12A H 1.2368 0.1087 0.1158 0.084 Uiso 0.4 1 calc R U P A 2
H12B H 1.2303 0.2264 0.1049 0.084 Uiso 0.4 1 calc R U P A 2
H12C H 1.3117 0.1356 0.0565 0.084 Uiso 0.4 1 calc R U P A 2
C13A C 1.112(2) 0.2496(18) 0.0093(10) 0.056(6) Uiso 0.4 1 d . . P A 2
H13A H 1.1850 0.2101 -0.0212 0.084 Uiso 0.4 1 calc R U P A 2
H13B H 1.1339 0.3091 0.0239 0.084 Uiso 0.4 1 calc R U P A 2
H13C H 1.0239 0.2752 -0.0073 0.084 Uiso 0.4 1 calc R U P A 2
C14A C 1.088(2) 0.0859(16) 0.0320(9) 0.057(6) Uiso 0.4 1 d . . P A 2
H14A H 1.0724 0.0418 0.0639 0.086 Uiso 0.4 1 calc R U P A 2
H14B H 1.1720 0.0467 0.0067 0.086 Uiso 0.4 1 calc R U P A 2
H14C H 1.0092 0.1062 0.0089 0.086 Uiso 0.4 1 calc R U P A 2
Br02 Br 0.27069(5) 0.48793(4) 0.08284(2) 0.02789(13) Uani 1 1 d . . . . .
O2 O 0.3941(3) 0.3248(2) 0.17022(14) 0.0179(7) Uani 1 1 d . . . . .
N2 N 0.6028(6) -0.0053(4) 0.2062(2) 0.0444(13) Uani 1 1 d . . . . .
C2 C 0.7977(5) 0.3929(3) 0.1461(2) 0.0174(9) Uani 1 1 d . . . . .
Br03 Br 0.72856(6) 0.22511(4) -0.06636(2) 0.03452(14) Uani 1 1 d . . . . .
O3 O 0.3685(3) 0.4880(2) 0.27594(14) 0.0176(7) Uani 1 1 d . . . . .
N3 N 0.2261(4) 0.3451(3) 0.27471(16) 0.0166(8) Uani 1 1 d . . . . .
C3 C 0.9117(5) 0.3408(4) 0.1063(2) 0.0206(10) Uani 1 1 d . . . . .
H3 H 0.9448 0.3816 0.0790 0.025 Uiso 1 1 calc R U . . .
Br04 Br 0.68511(5) 0.25484(5) 0.41248(3) 0.03542(14) Uani 1 1 d . . . . .
O4 O 0.4867(3) 0.2654(2) 0.32338(13) 0.0179(7) Uani 1 1 d . . . . .
N4 N 0.1904(4) 0.2250(3) 0.34037(18) 0.0233(9) Uani 1 1 d . . . . .
C4 C 0.9805(5) 0.2327(4) 0.1038(2) 0.0197(10) Uani 1 1 d . . . . .
Br05 Br 0.19365(6) 0.51962(5) 0.54159(2) 0.03763(15) Uani 1 1 d . . . . .
C5 C 0.9313(5) 0.1763(4) 0.1449(2) 0.0200(10) Uani 1 1 d . . . . .
H5 H 0.9772 0.1027 0.1455 0.024 Uiso 1 1 calc R U . . .
C6 C 0.8174(5) 0.2229(3) 0.1855(2) 0.0171(9) Uani 1 1 d . . . . .
C7 C 0.7303(5) 0.5130(3) 0.1463(2) 0.0179(10) Uani 1 1 d . . . . .
C8 C 0.7451(5) 0.5562(4) 0.2059(2) 0.0229(11) Uani 1 1 d . . . . .
H8A H 0.8431 0.5391 0.2104 0.034 Uiso 1 1 calc R U . . .
H8B H 0.7026 0.5247 0.2373 0.034 Uiso 1 1 calc R U . . .
H8C H 0.6992 0.6324 0.2081 0.034 Uiso 1 1 calc R U . . .
C9 C 0.5767(5) 0.5442(4) 0.1367(2) 0.0233(11) Uani 1 1 d . . . . .
H9A H 0.5379 0.6200 0.1322 0.035 Uiso 1 1 calc R U . . .
H9B H 0.5264 0.5246 0.1707 0.035 Uiso 1 1 calc R U . . .
H9C H 0.5682 0.5078 0.1012 0.035 Uiso 1 1 calc R U . . .
C10 C 0.7989(6) 0.5620(4) 0.0981(2) 0.0280(12) Uani 1 1 d . . . . .
H10A H 0.8970 0.5431 0.1028 0.042 Uiso 1 1 calc R U . . .
H10B H 0.7549 0.6384 0.1009 0.042 Uiso 1 1 calc R U . . .
H10C H 0.7888 0.5360 0.0595 0.042 Uiso 1 1 calc R U . . .
C11 C 1.1033(5) 0.1820(4) 0.0573(2) 0.0221(11) Uani 1 1 d . . . . .
C12 C 1.2278(10) 0.2069(9) 0.0741(5) 0.034(3) Uani 0.6 1 d . . P A 1
H12D H 1.2598 0.1693 0.1094 0.051 Uiso 0.6 1 calc R U P A 1
H12E H 1.2013 0.2824 0.0821 0.051 Uiso 0.6 1 calc R U P A 1
H12F H 1.3022 0.1849 0.0417 0.051 Uiso 0.6 1 calc R U P A 1
C13 C 1.0674(11) 0.2276(9) -0.0030(4) 0.038(3) Uani 0.6 1 d . . P A 1
H13D H 1.1429 0.1915 -0.0333 0.057 Uiso 0.6 1 calc R U P A 1
H13E H 1.0539 0.3026 -0.0018 0.057 Uiso 0.6 1 calc R U P A 1
H13F H 0.9826 0.2179 -0.0123 0.057 Uiso 0.6 1 calc R U P A 1
C14 C 1.1400(9) 0.0629(7) 0.0521(4) 0.025(2) Uani 0.6 1 d . . P A 1
H14D H 1.0612 0.0469 0.0403 0.038 Uiso 0.6 1 calc R U P A 1
H14E H 1.1628 0.0324 0.0901 0.038 Uiso 0.6 1 calc R U P A 1
H14F H 1.2195 0.0333 0.0225 0.038 Uiso 0.6 1 calc R U P A 1
C15 C 0.7604(5) 0.1613(3) 0.2288(2) 0.0174(10) Uani 1 1 d . . . . .
H15A H 0.7542 0.1905 0.2690 0.021 Uiso 1 1 calc R U . . .
H15B H 0.8239 0.0877 0.2271 0.021 Uiso 1 1 calc R U . . .
C16 C 0.5811(5) 0.0824(3) 0.2514(2) 0.0212(10) Uani 1 1 d . . . . .
H16A H 0.4839 0.1104 0.2690 0.025 Uiso 1 1 calc R U . . .
H16B H 0.6414 0.0577 0.2830 0.025 Uiso 1 1 calc R U . . .
C17 C 0.5271(6) -0.0807(4) 0.2202(3) 0.0324(13) Uani 1 1 d . . . . .
H17A H 0.4277 -0.0415 0.2308 0.039 Uiso 1 1 calc R U . . .
H17B H 0.5634 -0.1229 0.2540 0.039 Uiso 1 1 calc R U . . .
C18 C 0.5474(7) -0.1524(4) 0.1662(3) 0.0377(14) Uani 1 1 d . . . . .
H18A H 0.6453 -0.1982 0.1591 0.045 Uiso 1 1 calc R U . . .
H18B H 0.4908 -0.1976 0.1734 0.045 Uiso 1 1 calc R U . . .
C19 C 0.5065(7) -0.0889(4) 0.1127(3) 0.0407(15) Uani 1 1 d . . . . .
H19A H 0.5289 -0.1368 0.0777 0.049 Uiso 1 1 calc R U . . .
H19B H 0.4056 -0.0515 0.1176 0.049 Uiso 1 1 calc R U . . .
C20 C 0.5785(6) -0.0105(4) 0.1026(2) 0.0330(13) Uani 1 1 d . . . . .
H20A H 0.6788 -0.0475 0.0933 0.040 Uiso 1 1 calc R U . . .
H20B H 0.5440 0.0328 0.0690 0.040 Uiso 1 1 calc R U . . .
C21 C 0.5522(5) 0.0573(3) 0.15615(18) 0.0116(9) Uani 1 1 d . . . . .
H21 H 0.4514 0.0979 0.1646 0.014 Uiso 1 1 calc R U . . .
C22 C 0.6297(5) 0.1272(3) 0.1525(2) 0.0176(10) Uani 1 1 d . . . . .
H22 H 0.7283 0.0838 0.1405 0.021 Uiso 1 1 calc R U . . .
C23 C 0.5869(5) 0.2101(3) 0.1077(2) 0.0153(9) Uani 1 1 d . . . . .
C24 C 0.6628(5) 0.1904(3) 0.0530(2) 0.0196(10) Uani 1 1 d . . . . .
H24 H 0.7434 0.1300 0.0463 0.024 Uiso 1 1 calc R U . . .
C25 C 0.6220(5) 0.2582(4) 0.0080(2) 0.0220(10) Uani 1 1 d . . . . .
C26 C 0.5052(5) 0.3459(4) 0.0156(2) 0.0224(10) Uani 1 1 d . . . . .
H26 H 0.4768 0.3907 -0.0160 0.027 Uiso 1 1 calc R U . . .
C27 C 0.4302(5) 0.3669(3) 0.0705(2) 0.0181(10) Uani 1 1 d . . . . .
C28 C 0.4686(5) 0.3014(3) 0.11745(19) 0.0143(9) Uani 1 1 d . . . . .
C29 C 0.2484(5) 0.5555(3) 0.3031(2) 0.0155(9) Uani 1 1 d . . . . .
C30 C 0.1261(5) 0.5393(3) 0.2945(2) 0.0171(9) Uani 1 1 d . . . . .
C31 C -0.0013(5) 0.6081(3) 0.3197(2) 0.0179(10) Uani 1 1 d . . . . .
H31 H -0.0834 0.5956 0.3134 0.022 Uiso 1 1 calc R U . . .
C32 C -0.0089(5) 0.6944(3) 0.3537(2) 0.0176(10) Uani 1 1 d . . . . .
C33 C 0.1151(5) 0.7080(3) 0.3625(2) 0.0178(10) Uani 1 1 d . . . . .
H33 H 0.1111 0.7661 0.3865 0.021 Uiso 1 1 calc R U . . .
C34 C 0.2436(5) 0.6418(3) 0.3383(2) 0.0166(9) Uani 1 1 d . . . . .
C35 C 0.3737(5) 0.6674(4) 0.3475(2) 0.0205(10) Uani 1 1 d . . . . .
C36 C 0.4881(5) 0.5707(4) 0.3671(2) 0.0282(12) Uani 1 1 d . . . . .
H36A H 0.5659 0.5908 0.3762 0.042 Uiso 1 1 calc R U . . .
H36B H 0.5191 0.5167 0.3354 0.042 Uiso 1 1 calc R U . . .
H36C H 0.4519 0.5431 0.4022 0.042 Uiso 1 1 calc R U . . .
C37 C 0.4241(5) 0.7035(4) 0.2887(2) 0.0281(12) Uani 1 1 d . . . . .
H37A H 0.3546 0.7689 0.2784 0.042 Uiso 1 1 calc R U . . .
H37B H 0.4389 0.6495 0.2580 0.042 Uiso 1 1 calc R U . . .
H37C H 0.5108 0.7153 0.2923 0.042 Uiso 1 1 calc R U . . .
C38 C 0.3453(6) 0.7553(4) 0.3942(3) 0.0351(14) Uani 1 1 d . . . . .
H38A H 0.2792 0.8200 0.3813 0.053 Uiso 1 1 calc R U . . .
H38B H 0.4315 0.7664 0.3997 0.053 Uiso 1 1 calc R U . . .
H38C H 0.3070 0.7354 0.4314 0.053 Uiso 1 1 calc R U . . .
C39 C -0.1448(5) 0.7765(4) 0.3799(2) 0.0230(11) Uani 1 1 d . . . . .
C40 C -0.1571(6) 0.8830(4) 0.3562(3) 0.0402(15) Uani 1 1 d . . . . .
H40A H -0.0863 0.9063 0.3705 0.060 Uiso 1 1 calc R U . . .
H40B H -0.2486 0.9334 0.3696 0.060 Uiso 1 1 calc R U . . .
H40C H -0.1445 0.8781 0.3132 0.060 Uiso 1 1 calc R U . . .
C41 C -0.1494(6) 0.7808(5) 0.4467(3) 0.0403(15) Uani 1 1 d . . . . .
H41A H -0.0763 0.8050 0.4577 0.061 Uiso 1 1 calc R U . . .
H41B H -0.1356 0.7108 0.4616 0.061 Uiso 1 1 calc R U . . .
H41C H -0.2392 0.8295 0.4636 0.061 Uiso 1 1 calc R U . . .
C42 C -0.2691(5) 0.7500(5) 0.3643(3) 0.0402(15) Uani 1 1 d . . . . .
H42A H -0.3542 0.8033 0.3821 0.060 Uiso 1 1 calc R U . . .
H42B H -0.2635 0.6813 0.3793 0.060 Uiso 1 1 calc R U . . .
H42C H -0.2691 0.7483 0.3215 0.060 Uiso 1 1 calc R U . . .
C43 C 0.1313(5) 0.4480(3) 0.2560(2) 0.0167(9) Uani 1 1 d . . . . .
H43A H 0.0372 0.4450 0.2569 0.020 Uiso 1 1 calc R U . . .
H43B H 0.1622 0.4593 0.2150 0.020 Uiso 1 1 calc R U . . .
C44 C 0.1991(5) 0.2574(4) 0.2433(2) 0.0197(10) Uani 1 1 d . . . . .
H44A H 0.1441 0.2842 0.2102 0.024 Uiso 1 1 calc R U . . .
H44B H 0.2867 0.2022 0.2280 0.024 Uiso 1 1 calc R U . . .
C45 C 0.1202(5) 0.2157(4) 0.2896(2) 0.0214(10) Uani 1 1 d . . . . .
H45 H 0.0219 0.2634 0.2956 0.026 Uiso 1 1 calc R U . . .
C46 C 0.1266(5) 0.1044(4) 0.2806(2) 0.0269(11) Uani 1 1 d . . . . .
H46A H 0.2238 0.0578 0.2721 0.032 Uiso 1 1 calc R U . . .
H46B H 0.0770 0.0993 0.2468 0.032 Uiso 1 1 calc R U . . .
C47 C 0.0606(6) 0.0703(4) 0.3363(3) 0.0358(14) Uani 1 1 d . . . . .
H47A H -0.0394 0.1110 0.3417 0.043 Uiso 1 1 calc R U . . .
H47B H 0.0723 -0.0047 0.3319 0.043 Uiso 1 1 calc R U . . .
C48 C 0.1260(7) 0.0875(5) 0.3897(3) 0.0435(16) Uani 1 1 d . . . . .
H48A H 0.2228 0.0391 0.3868 0.052 Uiso 1 1 calc R U . . .
H48B H 0.0761 0.0713 0.4255 0.052 Uiso 1 1 calc R U . . .
C49 C 0.1226(6) 0.1995(4) 0.3947(2) 0.0313(12) Uani 1 1 d . . . . .
H49A H 0.0259 0.2478 0.4015 0.038 Uiso 1 1 calc R U . . .
H49B H 0.1707 0.2077 0.4285 0.038 Uiso 1 1 calc R U . . .
C50 C 0.1871(5) 0.3319(4) 0.3390(2) 0.0175(9) Uani 1 1 d . . . . .
H50 H 0.0896 0.3789 0.3498 0.021 Uiso 1 1 calc R U . . .
C51 C 0.2747(5) 0.3548(3) 0.38226(19) 0.0159(9) Uani 1 1 d . . . . .
C52 C 0.4185(5) 0.3114(3) 0.3747(2) 0.0175(10) Uani 1 1 d . . . . .
C53 C 0.4908(5) 0.3212(4) 0.4210(2) 0.0224(10) Uani 1 1 d . . . . .
C54 C 0.4256(5) 0.3792(4) 0.4719(2) 0.0227(10) Uani 1 1 d . . . . .
H54 H 0.4763 0.3847 0.5032 0.027 Uiso 1 1 calc R U . . .
C55 C 0.2843(5) 0.4289(4) 0.4759(2) 0.0229(11) Uani 1 1 d . . . . .
C56 C 0.2087(5) 0.4151(4) 0.4326(2) 0.0197(10) Uani 1 1 d . . . . .
H56 H 0.1111 0.4470 0.4373 0.024 Uiso 1 1 calc R U . . .
C57 C 0.1030(6) 0.7503(4) 0.2059(2) 0.0310(12) Uani 1 1 d . . . . .
H57A H 0.1960 0.7047 0.1890 0.037 Uiso 1 1 calc R U . . .
H57B H 0.0897 0.7319 0.2474 0.037 Uiso 1 1 calc R U . . .
C58 C 0.5596(13) 0.0592(11) 0.5005(5) 0.071(5) Uani 0.5 1 d D . P . .
H58A H 0.5206 0.1317 0.5173 0.085 Uiso 0.5 1 calc R U P . .
H58B H 0.6595 0.0418 0.4888 0.085 Uiso 0.5 1 calc R U P . .
Cl3 Cl 0.4754(3) 0.0439(3) 0.44139(19) 0.1435(15) Uani 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl00 C57 1.756(5) . ?
Hf01 O1 1.981(3) . ?
Hf01 O3 1.982(3) . ?
Hf01 O2 2.001(3) . ?
Hf01 O4 2.012(3) . ?
Hf01 N3 2.435(4) . ?
Hf01 N1 2.453(4) . ?
Cl1 C57 1.749(6) . ?
O1 C1 1.365(5) . ?
N1 C15 1.511(6) . ?
N1 C16 1.512(6) . ?
N1 C22 1.523(6) . ?
C1 C2 1.397(6) . ?
C1 C6 1.402(6) . ?
C12A C11 1.49(2) . ?
C13A C11 1.45(2) . ?
C14A C11 1.49(2) . ?
Br02 C27 1.888(4) . ?
O2 C28 1.341(5) . ?
N2 C21 1.459(6) . ?
N2 C17 1.510(7) . ?
N2 C16 1.521(7) . ?
C2 C3 1.392(6) . ?
C2 C7 1.541(6) . ?
Br03 C25 1.898(5) . ?
O3 C29 1.357(5) . ?
N3 C43 1.500(6) . ?
N3 C50 1.514(6) . ?
N3 C44 1.515(5) . ?
C3 C4 1.395(6) . ?
Br04 C53 1.897(5) . ?
O4 C52 1.342(5) . ?
N4 C50 1.444(6) . ?
N4 C45 1.463(6) . ?
N4 C49 1.467(6) . ?
C4 C5 1.381(7) . ?
C4 C11 1.533(6) . ?
Br05 C55 1.894(5) . ?
C5 C6 1.387(6) . ?
C6 C15 1.502(6) . ?
C7 C10 1.528(7) . ?
C7 C8 1.529(6) . ?
C7 C9 1.544(6) . ?
C11 C12 1.532(10) . ?
C11 C14 1.533(9) . ?
C11 C13 1.542(11) . ?
C17 C18 1.527(8) . ?
C18 C19 1.510(8) . ?
C19 C20 1.505(7) . ?
C20 C21 1.479(7) . ?
C21 C22 1.440(6) . ?
C22 C23 1.507(6) . ?
C23 C24 1.384(6) . ?
C23 C28 1.414(6) . ?
C24 C25 1.381(7) . ?
C25 C26 1.373(7) . ?
C26 C27 1.385(7) . ?
C27 C28 1.397(6) . ?
C29 C30 1.395(6) . ?
C29 C34 1.410(6) . ?
C30 C31 1.399(6) . ?
C30 C43 1.507(6) . ?
C31 C32 1.384(6) . ?
C32 C33 1.398(6) . ?
C32 C39 1.532(6) . ?
C33 C34 1.386(6) . ?
C34 C35 1.542(6) . ?
C35 C37 1.534(7) . ?
C35 C38 1.535(7) . ?
C35 C36 1.543(7) . ?
C39 C40 1.515(7) . ?
C39 C41 1.525(7) . ?
C39 C42 1.530(7) . ?
C44 C45 1.502(7) . ?
C45 C46 1.505(6) . ?
C46 C47 1.532(8) . ?
C47 C48 1.515(8) . ?
C48 C49 1.517(8) . ?
C50 C51 1.513(6) . ?
C51 C56 1.389(6) . ?
C51 C52 1.397(6) . ?
C52 C53 1.394(7) . ?
C53 C54 1.383(7) . ?
C54 C55 1.383(7) . ?
C55 C56 1.377(7) . ?
C58 Cl3 1.736(5) . ?
C58 Cl3 2.028(15) 2_656 ?
Cl3 C58 2.028(15) 2_656 ?

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 Hf01 O3 89.35(12) . . ?
O1 Hf01 O2 101.66(13) . . ?
O3 Hf01 O2 107.69(12) . . ?
O1 Hf01 O4 108.26(13) . . ?
O3 Hf01 O4 101.51(13) . . ?
O2 Hf01 O4 138.02(13) . . ?
O1 Hf01 N3 166.52(12) . . ?
O3 Hf01 N3 78.69(12) . . ?
O2 Hf01 N3 76.50(13) . . ?
O4 Hf01 N3 80.51(12) . . ?
O1 Hf01 N1 79.93(12) . . ?
O3 Hf01 N1 167.92(13) . . ?
O2 Hf01 N1 80.16(12) . . ?
O4 Hf01 N1 76.92(12) . . ?
N3 Hf01 N1 112.55(12) . . ?
C1 O1 Hf01 138.8(3) . . ?
C15 N1 C16 109.1(3) . . ?
C15 N1 C22 108.2(4) . . ?
C16 N1 C22 104.0(3) . . ?
C15 N1 Hf01 105.9(2) . . ?
C16 N1 Hf01 110.5(3) . . ?
C22 N1 Hf01 118.9(3) . . ?
O1 C1 C2 122.4(4) . . ?
O1 C1 C6 117.0(4) . . ?
C2 C1 C6 120.6(4) . . ?
C28 O2 Hf01 127.4(3) . . ?
C21 N2 C17 111.1(5) . . ?
C21 N2 C16 99.4(4) . . ?
C17 N2 C16 117.2(4) . . ?
C3 C2 C1 116.9(4) . . ?
C3 C2 C7 120.6(4) . . ?
C1 C2 C7 122.4(4) . . ?
C29 O3 Hf01 142.7(3) . . ?
C43 N3 C50 109.2(3) . . ?
C43 N3 C44 108.8(3) . . ?
C50 N3 C44 104.2(3) . . ?
C43 N3 Hf01 107.1(3) . . ?
C50 N3 Hf01 116.5(3) . . ?
C44 N3 Hf01 110.9(3) . . ?
C2 C3 C4 124.4(4) . . ?
C52 O4 Hf01 121.9(3) . . ?
C50 N4 C45 103.2(4) . . ?
C50 N4 C49 114.1(4) . . ?
C45 N4 C49 111.4(4) . . ?
C5 C4 C3 116.1(4) . . ?
C5 C4 C11 123.2(4) . . ?
C3 C4 C11 120.6(4) . . ?
C4 C5 C6 122.6(4) . . ?
C5 C6 C1 119.2(4) . . ?
C5 C6 C15 122.7(4) . . ?
C1 C6 C15 118.0(4) . . ?
C10 C7 C8 108.5(4) . . ?
C10 C7 C2 112.5(4) . . ?
C8 C7 C2 107.5(4) . . ?
C10 C7 C9 107.5(4) . . ?
C8 C7 C9 110.4(4) . . ?
C2 C7 C9 110.3(4) . . ?
C13A C11 C12A 105.9(13) . . ?
C13A C11 C14A 107.7(12) . . ?
C12A C11 C14A 114.0(12) . . ?
C12 C11 C14 109.4(6) . . ?
C13A C11 C4 113.3(10) . . ?
C12A C11 C4 107.7(10) . . ?
C14A C11 C4 108.4(9) . . ?
C12 C11 C4 108.8(5) . . ?
C14 C11 C4 111.9(5) . . ?
C12 C11 C13 109.1(8) . . ?
C14 C11 C13 108.2(7) . . ?
C4 C11 C13 109.4(5) . . ?
C6 C15 N1 111.4(4) . . ?
N1 C16 N2 103.6(4) . . ?
N2 C17 C18 108.6(5) . . ?
C19 C18 C17 110.7(4) . . ?
C20 C19 C18 112.4(5) . . ?
C21 C20 C19 109.3(5) . . ?
C22 C21 N2 102.4(4) . . ?
C22 C21 C20 112.9(4) . . ?
N2 C21 C20 110.5(4) . . ?
C21 C22 C23 114.0(4) . . ?
C21 C22 N1 103.2(4) . . ?
C23 C22 N1 117.2(3) . . ?
C24 C23 C28 119.2(4) . . ?
C24 C23 C22 117.2(4) . . ?
C28 C23 C22 123.4(4) . . ?
C25 C24 C23 120.4(4) . . ?
C26 C25 C24 121.7(4) . . ?
C26 C25 Br03 120.0(4) . . ?
C24 C25 Br03 118.2(4) . . ?
C25 C26 C27 118.2(4) . . ?
C26 C27 C28 122.1(4) . . ?
C26 C27 Br02 119.3(4) . . ?
C28 C27 Br02 118.6(3) . . ?
O2 C28 C27 120.5(4) . . ?
O2 C28 C23 121.2(4) . . ?
C27 C28 C23 118.3(4) . . ?
O3 C29 C30 118.3(4) . . ?
O3 C29 C34 122.1(4) . . ?
C30 C29 C34 119.6(4) . . ?
C29 C30 C31 121.0(4) . . ?
C29 C30 C43 119.5(4) . . ?
C31 C30 C43 119.5(4) . . ?
C32 C31 C30 120.5(4) . . ?
C31 C32 C33 117.4(4) . . ?
C31 C32 C39 123.5(4) . . ?
C33 C32 C39 119.0(4) . . ?
C34 C33 C32 123.9(4) . . ?
C33 C34 C29 117.5(4) . . ?
C33 C34 C35 120.0(4) . . ?
C29 C34 C35 122.4(4) . . ?
C37 C35 C38 108.4(4) . . ?
C37 C35 C34 107.5(4) . . ?
C38 C35 C34 112.5(4) . . ?
C37 C35 C36 109.8(4) . . ?
C38 C35 C36 107.3(4) . . ?
C34 C35 C36 111.2(4) . . ?
C40 C39 C41 109.7(5) . . ?
C40 C39 C42 108.0(5) . . ?
C41 C39 C42 108.2(5) . . ?
C40 C39 C32 109.9(4) . . ?
C41 C39 C32 109.5(4) . . ?
C42 C39 C32 111.5(4) . . ?
N3 C43 C30 112.9(4) . . ?
C45 C44 N3 104.4(4) . . ?
N4 C45 C44 99.6(4) . . ?
N4 C45 C46 110.4(4) . . ?
C44 C45 C46 116.9(4) . . ?
C45 C46 C47 109.3(4) . . ?
C48 C47 C46 110.7(4) . . ?
C47 C48 C49 111.3(5) . . ?
N4 C49 C48 109.3(4) . . ?
N4 C50 C51 112.6(4) . . ?
N4 C50 N3 103.0(3) . . ?
C51 C50 N3 116.8(4) . . ?
C56 C51 C52 119.6(4) . . ?
C56 C51 C50 118.3(4) . . ?
C52 C51 C50 121.9(4) . . ?
O4 C52 C53 120.2(4) . . ?
O4 C52 C51 121.3(4) . . ?
C53 C52 C51 118.4(4) . . ?
C54 C53 C52 122.1(4) . . ?
C54 C53 Br04 119.6(4) . . ?
C52 C53 Br04 118.3(4) . . ?
C53 C54 C55 117.9(4) . . ?
C56 C55 C54 121.4(4) . . ?
C56 C55 Br05 119.4(4) . . ?
C54 C55 Br05 119.2(4) . . ?
C55 C56 C51 120.1(5) . . ?
Cl1 C57 Cl00 112.5(3) . . ?
Cl3 C58 Cl3 103.3(7) . 2_656 ?
C58 Cl3 C58 76.7(7) . 2_656 ?

_refine_diff_density_max         1.962
_refine_diff_density_min         -1.158
_refine_diff_density_rms         0.143

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

data_Hf_3_2
_database_code_depnum_ccdc_archive 'CCDC 1432302'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_CHEMW03_shelx               
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: The structure contains disordered hexane molecules 
which could not be modelled.  The formula reported contains
32 molecules of hexane per unit cell.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H100 Hf I4 N4 O4'
_chemical_formula_weight         1723.60

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Hf Hf -0.5830 6.1852 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

_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'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   54.9146(5)
_cell_length_b                   35.8227(3)
_cell_length_c                   13.38270(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     26326.3(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    33952
_cell_measurement_theta_min      3.7000
_cell_measurement_theta_max      28.9710

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_F_000             13632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    3.511
_shelx_estimated_absorpt_T_min   0.419
_shelx_estimated_absorpt_T_max   0.540
_exptl_absorpt_correction_T_min  0.80243
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 16.1468
_diffrn_reflns_number            51826
_diffrn_reflns_av_unetI/netI     0.0310
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_limit_h_min       -70
_diffrn_reflns_limit_h_max       64
_diffrn_reflns_limit_k_min       -46
_diffrn_reflns_limit_k_max       46
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.183
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             14439
_reflns_number_gt                13319
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.847
_reflns_Friedel_fraction_max     0.917
_reflns_Friedel_fraction_full    0.961

_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;

_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
The structure contains disordered hexane.  It was not possible to
resolve the hexane and so SQUEEZE was used.  SQUEEZE identified
8 voids which have a volume and electron count consistent with
4 hexane molecules per void (32 per unit cell).  32 hexane 
molecules were therefore added to the chemical formula.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0182P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 5721 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.007(2)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         14439
_refine_ls_number_parameters     634
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0186
_refine_ls_wR_factor_ref         0.0377
_refine_ls_wR_factor_gt          0.0374
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_restrained_S_all      0.990
_refine_ls_shift/su_max          0.010
_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
Hf1 Hf 0.63017(2) 0.58763(2) 0.03379(2) 0.01693(4) Uani 1 1 d . . . . .
O1 O 0.64689(5) 0.59875(7) -0.09880(19) 0.0215(6) Uani 1 1 d . . . . .
C1 C 0.67018(7) 0.59547(10) -0.1215(3) 0.0189(8) Uani 1 1 d . . . . .
I2 I 0.49584(2) 0.55865(2) -0.14470(3) 0.03643(8) Uani 1 1 d . . . . .
O2 O 0.65341(5) 0.55044(7) 0.08229(19) 0.0210(6) Uani 1 1 d . . . . .
C2 C 0.67790(7) 0.57402(11) -0.2034(3) 0.0219(8) Uani 1 1 d . . . . .
I3 I 0.65113(2) 0.54870(2) -0.29262(2) 0.03750(8) Uani 1 1 d . . . . .
O3 O 0.60368(5) 0.55132(7) -0.00203(19) 0.0197(6) Uani 1 1 d . . . . .
N3 N 0.60222(6) 0.62959(8) -0.0445(2) 0.0174(7) Uani 1 1 d . . . . .
C3 C 0.70220(8) 0.56884(11) -0.2257(3) 0.0256(9) Uani 1 1 d . . . . .
H3 H 0.7069 0.5540 -0.2813 0.031 Uiso 1 1 calc R U . . .
I4 I 0.57387(2) 0.48380(2) 0.09942(2) 0.02837(6) Uani 1 1 d . . . . .
O4 O 0.61467(5) 0.60750(7) 0.15899(19) 0.0222(6) Uani 1 1 d . . . . .
C4 C 0.71959(7) 0.58550(11) -0.1662(3) 0.0234(9) Uani 1 1 d . . . . .
I5 I 0.75671(2) 0.57695(2) -0.19488(2) 0.03620(8) Uani 1 1 d . . . . .
N5 N 0.58510(6) 0.63539(9) -0.2038(2) 0.0207(7) Uani 1 1 d . . . . .
C5 C 0.71275(7) 0.60760(11) -0.0861(3) 0.0196(8) Uani 1 1 d . . . . .
H5 H 0.7249 0.6191 -0.0461 0.024 Uiso 1 1 calc R U . . .
N6 N 0.67212(6) 0.67563(8) -0.0214(2) 0.0198(7) Uani 1 1 d . . . . .
C6 C 0.68829(7) 0.61320(10) -0.0637(3) 0.0192(8) Uani 1 1 d . . . . .
C7 C 0.68177(7) 0.64063(10) 0.0171(3) 0.0193(8) Uani 1 1 d . . . . .
H7 H 0.6969 0.6464 0.0554 0.023 Uiso 1 1 calc R U . . .
N8 N 0.66231(6) 0.62925(8) 0.0913(2) 0.0181(7) Uani 1 1 d . . . . .
C8 C 0.68844(8) 0.69725(11) -0.0845(3) 0.0244(9) Uani 1 1 d . . . . .
H8A H 0.6928 0.6826 -0.1447 0.029 Uiso 1 1 calc R U . . .
H8B H 0.7036 0.7029 -0.0476 0.029 Uiso 1 1 calc R U . . .
C9 C 0.67611(9) 0.73327(11) -0.1153(3) 0.0316(10) Uani 1 1 d . . . . .
H9A H 0.6617 0.7275 -0.1570 0.038 Uiso 1 1 calc R U . . .
H9B H 0.6875 0.7484 -0.1559 0.038 Uiso 1 1 calc R U . . .
C10 C 0.66811(8) 0.75586(11) -0.0232(3) 0.0310(10) Uani 1 1 d . . . . .
H10A H 0.6827 0.7646 0.0136 0.037 Uiso 1 1 calc R U . . .
H10B H 0.6588 0.7781 -0.0451 0.037 Uiso 1 1 calc R U . . .
C11 C 0.65222(8) 0.73211(10) 0.0461(3) 0.0253(9) Uani 1 1 d . . . . .
H11A H 0.6488 0.7460 0.1086 0.030 Uiso 1 1 calc R U . . .
H11B H 0.6365 0.7265 0.0131 0.030 Uiso 1 1 calc R U . . .
C12 C 0.66556(7) 0.69605(10) 0.0698(3) 0.0204(8) Uani 1 1 d . . . . .
H12 H 0.6807 0.7020 0.1082 0.024 Uiso 1 1 calc R U . . .
C13 C 0.65127(7) 0.66629(10) 0.1251(3) 0.0226(9) Uani 1 1 d . . . . .
H13A H 0.6338 0.6675 0.1074 0.027 Uiso 1 1 calc R U . . .
H13B H 0.6530 0.6694 0.1982 0.027 Uiso 1 1 calc R U . . .
C14 C 0.67412(7) 0.61021(10) 0.1794(3) 0.0194(8) Uani 1 1 d . . . . .
H14A H 0.6847 0.6284 0.2144 0.023 Uiso 1 1 calc R U . . .
H14B H 0.6613 0.6023 0.2267 0.023 Uiso 1 1 calc R U . . .
C15 C 0.68920(8) 0.57673(10) 0.1513(3) 0.0202(8) Uani 1 1 d . . . . .
C16 C 0.71378(7) 0.57535(10) 0.1693(3) 0.0206(8) Uani 1 1 d . . . . .
H16 H 0.7215 0.5961 0.1998 0.025 Uiso 1 1 calc R U . . .
C17 C 0.72769(7) 0.54424(11) 0.1438(3) 0.0235(9) Uani 1 1 d . . . . .
C18 C 0.71529(7) 0.51358(11) 0.1045(3) 0.0246(9) Uani 1 1 d . . . . .
H18 H 0.7243 0.4916 0.0902 0.030 Uiso 1 1 calc R U . . .
C19 C 0.69029(7) 0.51349(10) 0.0849(3) 0.0220(8) Uani 1 1 d . . . . .
C20 C 0.67747(7) 0.54644(10) 0.1061(3) 0.0186(8) Uani 1 1 d . . . . .
C21 C 0.75524(8) 0.54326(12) 0.1624(3) 0.0302(10) Uani 1 1 d . . . . .
C22 C 0.76066(9) 0.53872(14) 0.2736(4) 0.0413(12) Uani 1 1 d . . . . .
H22A H 0.7528 0.5160 0.2984 0.062 Uiso 1 1 calc R U . . .
H22B H 0.7544 0.5604 0.3101 0.062 Uiso 1 1 calc R U . . .
H22C H 0.7783 0.5369 0.2836 0.062 Uiso 1 1 calc R U . . .
C23 C 0.76753(8) 0.51145(13) 0.1055(4) 0.0402(11) Uani 1 1 d . . . . .
H23A H 0.7613 0.4875 0.1298 0.060 Uiso 1 1 calc R U . . .
H23B H 0.7852 0.5126 0.1163 0.060 Uiso 1 1 calc R U . . .
H23C H 0.7640 0.5139 0.0340 0.060 Uiso 1 1 calc R U . . .
C24 C 0.76670(8) 0.58061(13) 0.1256(4) 0.0391(11) Uani 1 1 d . . . . .
H24A H 0.7845 0.5794 0.1326 0.059 Uiso 1 1 calc R U . . .
H24B H 0.7604 0.6013 0.1658 0.059 Uiso 1 1 calc R U . . .
H24C H 0.7625 0.5846 0.0553 0.059 Uiso 1 1 calc R U . . .
C25 C 0.67730(7) 0.47889(10) 0.0401(3) 0.0246(9) Uani 1 1 d . . . . .
C26 C 0.69465(9) 0.44516(11) 0.0344(4) 0.0410(12) Uani 1 1 d . . . . .
H26A H 0.7090 0.4518 -0.0055 0.062 Uiso 1 1 calc R U . . .
H26B H 0.6862 0.4241 0.0030 0.062 Uiso 1 1 calc R U . . .
H26C H 0.6998 0.4381 0.1019 0.062 Uiso 1 1 calc R U . . .
C27 C 0.66855(9) 0.48784(13) -0.0654(3) 0.0393(12) Uani 1 1 d . . . . .
H27A H 0.6573 0.5091 -0.0632 0.059 Uiso 1 1 calc R U . . .
H27B H 0.6602 0.4661 -0.0933 0.059 Uiso 1 1 calc R U . . .
H27C H 0.6826 0.4941 -0.1075 0.059 Uiso 1 1 calc R U . . .
C28 C 0.65544(9) 0.46789(13) 0.1059(4) 0.0426(12) Uani 1 1 d . . . . .
H28A H 0.6610 0.4637 0.1746 0.064 Uiso 1 1 calc R U . . .
H28B H 0.6481 0.4449 0.0799 0.064 Uiso 1 1 calc R U . . .
H28C H 0.6433 0.4880 0.1050 0.064 Uiso 1 1 calc R U . . .
C29 C 0.58053(7) 0.55200(10) -0.0322(3) 0.0196(8) Uani 1 1 d . . . . .
C30 C 0.56334(7) 0.52599(10) -0.0004(3) 0.0211(8) Uani 1 1 d . . . . .
C31 C 0.53929(7) 0.52750(11) -0.0316(3) 0.0234(9) Uani 1 1 d . . . . .
H31 H 0.5280 0.5093 -0.0094 0.028 Uiso 1 1 calc R U . . .
C32 C 0.53193(7) 0.55572(11) -0.0951(3) 0.0247(9) Uani 1 1 d . . . . .
C33 C 0.54852(7) 0.58270(10) -0.1277(3) 0.0205(8) Uani 1 1 d . . . . .
H33 H 0.5433 0.6025 -0.1700 0.025 Uiso 1 1 calc R U . . .
C34 C 0.57269(7) 0.58029(11) -0.0978(3) 0.0213(8) Uani 1 1 d . . . . .
C35 C 0.59191(7) 0.60735(10) -0.1317(3) 0.0181(8) Uani 1 1 d . . . . .
H35 H 0.6056 0.5925 -0.1611 0.022 Uiso 1 1 calc R U . . .
C36 C 0.58051(8) 0.62191(12) -0.3061(3) 0.0308(10) Uani 1 1 d . . . . .
H36A H 0.5667 0.6042 -0.3060 0.037 Uiso 1 1 calc R U . . .
H36B H 0.5951 0.6087 -0.3317 0.037 Uiso 1 1 calc R U . . .
C37 C 0.57468(9) 0.65521(14) -0.3729(3) 0.0422(12) Uani 1 1 d . . . . .
H37A H 0.5595 0.6672 -0.3495 0.051 Uiso 1 1 calc R U . . .
H37B H 0.5720 0.6464 -0.4422 0.051 Uiso 1 1 calc R U . . .
C38 C 0.59532(11) 0.68386(16) -0.3722(4) 0.0497(14) Uani 1 1 d . . . . .
H38A H 0.6097 0.6733 -0.4064 0.060 Uiso 1 1 calc R U . . .
H38B H 0.5902 0.7064 -0.4094 0.060 Uiso 1 1 calc R U . . .
C39 C 0.60217(10) 0.69470(13) -0.2656(3) 0.0395(12) Uani 1 1 d . . . . .
H39A H 0.5888 0.7091 -0.2346 0.047 Uiso 1 1 calc R U . . .
H39B H 0.6170 0.7104 -0.2660 0.047 Uiso 1 1 calc R U . . .
C40 C 0.60683(7) 0.65910(11) -0.2058(3) 0.0251(8) Uani 1 1 d . . . . .
H40 H 0.6204 0.6450 -0.2380 0.030 Uiso 1 1 calc R U . . .
C41 C 0.61255(8) 0.66390(10) -0.0957(3) 0.0227(9) Uani 1 1 d . . . . .
H41A H 0.6048 0.6869 -0.0693 0.027 Uiso 1 1 calc R U . . .
H41B H 0.6304 0.6655 -0.0850 0.027 Uiso 1 1 calc R U . . .
C42 C 0.58250(7) 0.64292(10) 0.0271(3) 0.0193(8) Uani 1 1 d . . . . .
H42A H 0.5885 0.6661 0.0592 0.023 Uiso 1 1 calc R U . . .
H42B H 0.5681 0.6498 -0.0134 0.023 Uiso 1 1 calc R U . . .
C43 C 0.57396(7) 0.61745(10) 0.1084(3) 0.0208(8) Uani 1 1 d . . . . .
C44 C 0.59040(8) 0.60316(10) 0.1785(3) 0.0218(9) Uani 1 1 d . . . . .
C45 C 0.58206(8) 0.58507(11) 0.2653(3) 0.0261(9) Uani 1 1 d . . . . .
C46 C 0.55706(8) 0.58098(11) 0.2745(3) 0.0307(10) Uani 1 1 d . . . . .
H46 H 0.5511 0.5684 0.3320 0.037 Uiso 1 1 calc R U . . .
C47 C 0.54012(8) 0.59386(11) 0.2060(3) 0.0269(9) Uani 1 1 d . . . . .
C48 C 0.54897(7) 0.61235(10) 0.1220(3) 0.0240(9) Uani 1 1 d . . . . .
H48 H 0.5379 0.6216 0.0734 0.029 Uiso 1 1 calc R U . . .
C49 C 0.59985(8) 0.57167(12) 0.3473(3) 0.0305(10) Uani 1 1 d . . . . .
C50 C 0.61415(9) 0.60523(14) 0.3870(3) 0.0384(11) Uani 1 1 d . . . . .
H50A H 0.6247 0.5972 0.4420 0.058 Uiso 1 1 calc R U . . .
H50B H 0.6028 0.6243 0.4111 0.058 Uiso 1 1 calc R U . . .
H50C H 0.6242 0.6157 0.3332 0.058 Uiso 1 1 calc R U . . .
C51 C 0.61752(9) 0.54176(13) 0.3079(3) 0.0398(12) Uani 1 1 d . . . . .
H51A H 0.6275 0.5324 0.3631 0.060 Uiso 1 1 calc R U . . .
H51B H 0.6281 0.5527 0.2566 0.060 Uiso 1 1 calc R U . . .
H51C H 0.6082 0.5211 0.2789 0.060 Uiso 1 1 calc R U . . .
C52 C 0.58617(11) 0.55481(15) 0.4375(4) 0.0495(14) Uani 1 1 d . . . . .
H52A H 0.5779 0.5319 0.4168 0.074 Uiso 1 1 calc R U . . .
H52B H 0.5741 0.5728 0.4621 0.074 Uiso 1 1 calc R U . . .
H52C H 0.5978 0.5491 0.4908 0.074 Uiso 1 1 calc R U . . .
C53 C 0.51294(8) 0.58776(13) 0.2244(3) 0.0347(11) Uani 1 1 d . . . . .
C54 C 0.49714(9) 0.60107(18) 0.1367(4) 0.0541(15) Uani 1 1 d . . . . .
H54A H 0.4979 0.6283 0.1320 0.081 Uiso 1 1 calc R U . . .
H54B H 0.4802 0.5933 0.1477 0.081 Uiso 1 1 calc R U . . .
H54C H 0.5032 0.5900 0.0745 0.081 Uiso 1 1 calc R U . . .
C55 C 0.50543(10) 0.60878(18) 0.3179(4) 0.0628(17) Uani 1 1 d . . . . .
H55A H 0.5111 0.6347 0.3135 0.094 Uiso 1 1 calc R U . . .
H55B H 0.5127 0.5968 0.3766 0.094 Uiso 1 1 calc R U . . .
H55C H 0.4876 0.6084 0.3241 0.094 Uiso 1 1 calc R U . . .
C56 C 0.50768(11) 0.54594(15) 0.2371(5) 0.0608(16) Uani 1 1 d . . . . .
H56A H 0.4901 0.5421 0.2435 0.091 Uiso 1 1 calc R U . . .
H56B H 0.5159 0.5367 0.2972 0.091 Uiso 1 1 calc R U . . .
H56C H 0.5137 0.5323 0.1785 0.091 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
Hf1 O2 1.956(3) . ?
Hf1 O3 2.009(3) . ?
Hf1 O4 2.010(3) . ?
Hf1 O1 2.037(3) . ?
Hf1 N3 2.390(3) . ?
Hf1 N8 2.435(3) . ?
O1 C1 1.320(5) . ?
C1 C2 1.404(5) . ?
C1 C6 1.411(5) . ?
I2 C32 2.093(4) . ?
O2 C20 1.367(5) . ?
C2 C3 1.380(6) . ?
C2 I3 2.100(4) . ?
O3 C29 1.334(5) . ?
N3 C41 1.517(5) . ?
N3 C35 1.522(5) . ?
N3 C42 1.523(5) . ?
C3 C4 1.379(6) . ?
C3 H3 0.9500 . ?
I4 C30 2.099(4) . ?
O4 C44 1.367(5) . ?
C4 C5 1.384(5) . ?
C4 I5 2.097(4) . ?
N5 C35 1.443(5) . ?
N5 C40 1.465(5) . ?
N5 C36 1.473(5) . ?
C5 C6 1.391(5) . ?
C5 H5 0.9500 . ?
N6 C8 1.455(5) . ?
N6 C7 1.456(5) . ?
N6 C12 1.468(5) . ?
C6 C7 1.504(5) . ?
C7 N8 1.515(5) . ?
C7 H7 1.0000 . ?
N8 C14 1.508(5) . ?
N8 C13 1.527(5) . ?
C8 C9 1.514(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.538(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.531(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.519(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.517(5) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.505(5) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.372(6) . ?
C15 C20 1.399(5) . ?
C16 C17 1.393(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.395(5) . ?
C17 C21 1.534(6) . ?
C18 C19 1.397(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.403(5) . ?
C19 C25 1.551(5) . ?
C21 C22 1.525(6) . ?
C21 C23 1.528(6) . ?
C21 C24 1.559(6) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C27 1.525(6) . ?
C25 C26 1.540(6) . ?
C25 C28 1.540(6) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.393(5) . ?
C29 C34 1.408(6) . ?
C30 C31 1.386(6) . ?
C31 C32 1.381(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.398(6) . ?
C33 C34 1.389(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.503(5) . ?
C35 H35 1.0000 . ?
C36 C37 1.525(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.529(7) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.526(7) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.527(6) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.516(6) . ?
C40 H40 1.0000 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.495(5) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C48 1.396(5) . ?
C43 C44 1.399(6) . ?
C44 C45 1.407(6) . ?
C45 C46 1.386(6) . ?
C45 C49 1.545(6) . ?
C46 C47 1.385(6) . ?
C46 H46 0.9500 . ?
C47 C48 1.393(6) . ?
C47 C53 1.528(6) . ?
C48 H48 0.9500 . ?
C49 C50 1.531(6) . ?
C49 C51 1.539(6) . ?
C49 C52 1.544(6) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 C55 1.518(7) . ?
C53 C54 1.535(7) . ?
C53 C56 1.535(7) . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Hf1 O3 96.35(10) . . ?
O2 Hf1 O4 103.94(11) . . ?
O3 Hf1 O4 96.99(11) . . ?
O2 Hf1 O1 97.35(11) . . ?
O3 Hf1 O1 104.19(10) . . ?
O4 Hf1 O1 147.98(11) . . ?
O2 Hf1 N3 173.17(10) . . ?
O3 Hf1 N3 80.66(10) . . ?
O4 Hf1 N3 82.58(11) . . ?
O1 Hf1 N3 77.58(10) . . ?
O2 Hf1 N8 80.74(10) . . ?
O3 Hf1 N8 175.12(10) . . ?
O4 Hf1 N8 80.00(10) . . ?
O1 Hf1 N8 80.16(10) . . ?
N3 Hf1 N8 102.65(10) . . ?
C1 O1 Hf1 128.3(2) . . ?
O1 C1 C2 121.4(3) . . ?
O1 C1 C6 121.1(3) . . ?
C2 C1 C6 117.5(3) . . ?
C20 O2 Hf1 141.2(2) . . ?
C3 C2 C1 122.3(4) . . ?
C3 C2 I3 119.8(3) . . ?
C1 C2 I3 117.9(3) . . ?
C29 O3 Hf1 138.6(2) . . ?
C41 N3 C35 102.5(3) . . ?
C41 N3 C42 107.2(3) . . ?
C35 N3 C42 112.5(3) . . ?
C41 N3 Hf1 117.9(2) . . ?
C35 N3 Hf1 104.2(2) . . ?
C42 N3 Hf1 112.2(2) . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C44 O4 Hf1 122.1(2) . . ?
C3 C4 C5 120.5(4) . . ?
C3 C4 I5 120.3(3) . . ?
C5 C4 I5 119.3(3) . . ?
C35 N5 C40 101.8(3) . . ?
C35 N5 C36 116.0(3) . . ?
C40 N5 C36 108.2(3) . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C8 N6 C7 116.1(3) . . ?
C8 N6 C12 111.6(3) . . ?
C7 N6 C12 102.9(3) . . ?
C5 C6 C1 119.8(3) . . ?
C5 C6 C7 118.6(3) . . ?
C1 C6 C7 121.4(3) . . ?
N6 C7 C6 113.3(3) . . ?
N6 C7 N8 102.0(3) . . ?
C6 C7 N8 117.6(3) . . ?
N6 C7 H7 107.8 . . ?
C6 C7 H7 107.8 . . ?
N8 C7 H7 107.8 . . ?
C14 N8 C7 109.3(3) . . ?
C14 N8 C13 109.4(3) . . ?
C7 N8 C13 103.9(3) . . ?
C14 N8 Hf1 106.4(2) . . ?
C7 N8 Hf1 117.9(2) . . ?
C13 N8 Hf1 109.7(2) . . ?
N6 C8 C9 109.6(3) . . ?
N6 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N6 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C8 C9 C10 111.0(3) . . ?
C8 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C11 C10 C9 110.8(3) . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C12 C11 C10 108.9(3) . . ?
C12 C11 H11A 109.9 . . ?
C10 C11 H11A 109.9 . . ?
C12 C11 H11B 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
N6 C12 C13 100.5(3) . . ?
N6 C12 C11 111.6(3) . . ?
C13 C12 C11 116.8(3) . . ?
N6 C12 H12 109.2 . . ?
C13 C12 H12 109.2 . . ?
C11 C12 H12 109.2 . . ?
C12 C13 N8 105.1(3) . . ?
C12 C13 H13A 110.7 . . ?
N8 C13 H13A 110.7 . . ?
C12 C13 H13B 110.7 . . ?
N8 C13 H13B 110.7 . . ?
H13A C13 H13B 108.8 . . ?
C15 C14 N8 113.7(3) . . ?
C15 C14 H14A 108.8 . . ?
N8 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
N8 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C20 120.1(4) . . ?
C16 C15 C14 121.7(3) . . ?
C20 C15 C14 118.2(4) . . ?
C15 C16 C17 121.7(4) . . ?
C15 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C16 C17 C18 117.0(4) . . ?
C16 C17 C21 121.3(4) . . ?
C18 C17 C21 121.6(3) . . ?
C17 C18 C19 123.5(4) . . ?
C17 C18 H18 118.3 . . ?
C19 C18 H18 118.3 . . ?
C18 C19 C20 116.9(3) . . ?
C18 C19 C25 121.7(3) . . ?
C20 C19 C25 121.3(3) . . ?
O2 C20 C15 117.7(3) . . ?
O2 C20 C19 121.7(3) . . ?
C15 C20 C19 120.6(4) . . ?
C22 C21 C23 108.7(4) . . ?
C22 C21 C17 110.7(4) . . ?
C23 C21 C17 111.8(3) . . ?
C22 C21 C24 108.7(4) . . ?
C23 C21 C24 107.7(4) . . ?
C17 C21 C24 109.1(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C27 C25 C26 108.3(4) . . ?
C27 C25 C28 109.7(4) . . ?
C26 C25 C28 108.1(4) . . ?
C27 C25 C19 109.6(3) . . ?
C26 C25 C19 111.2(3) . . ?
C28 C25 C19 110.0(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 C29 C30 122.7(3) . . ?
O3 C29 C34 119.6(3) . . ?
C30 C29 C34 117.7(4) . . ?
C31 C30 C29 121.9(4) . . ?
C31 C30 I4 118.8(3) . . ?
C29 C30 I4 119.3(3) . . ?
C32 C31 C30 119.5(4) . . ?
C32 C31 H31 120.2 . . ?
C30 C31 H31 120.2 . . ?
C31 C32 C33 120.5(4) . . ?
C31 C32 I2 120.6(3) . . ?
C33 C32 I2 118.9(3) . . ?
C34 C33 C32 119.3(4) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C33 C34 C29 121.1(4) . . ?
C33 C34 C35 123.0(4) . . ?
C29 C34 C35 115.9(3) . . ?
N5 C35 C34 117.9(3) . . ?
N5 C35 N3 104.2(3) . . ?
C34 C35 N3 111.6(3) . . ?
N5 C35 H35 107.6 . . ?
C34 C35 H35 107.6 . . ?
N3 C35 H35 107.6 . . ?
N5 C36 C37 108.9(4) . . ?
N5 C36 H36A 109.9 . . ?
C37 C36 H36A 109.9 . . ?
N5 C36 H36B 109.9 . . ?
C37 C36 H36B 109.9 . . ?
H36A C36 H36B 108.3 . . ?
C36 C37 C38 111.5(4) . . ?
C36 C37 H37A 109.3 . . ?
C38 C37 H37A 109.3 . . ?
C36 C37 H37B 109.3 . . ?
C38 C37 H37B 109.3 . . ?
H37A C37 H37B 108.0 . . ?
C39 C38 C37 111.0(4) . . ?
C39 C38 H38A 109.4 . . ?
C37 C38 H38A 109.4 . . ?
C39 C38 H38B 109.4 . . ?
C37 C38 H38B 109.4 . . ?
H38A C38 H38B 108.0 . . ?
C38 C39 C40 108.6(4) . . ?
C38 C39 H39A 110.0 . . ?
C40 C39 H39A 110.0 . . ?
C38 C39 H39B 110.0 . . ?
C40 C39 H39B 110.0 . . ?
H39A C39 H39B 108.3 . . ?
N5 C40 C41 102.5(3) . . ?
N5 C40 C39 110.9(3) . . ?
C41 C40 C39 116.7(4) . . ?
N5 C40 H40 108.8 . . ?
C41 C40 H40 108.8 . . ?
C39 C40 H40 108.8 . . ?
C40 C41 N3 105.6(3) . . ?
C40 C41 H41A 110.6 . . ?
N3 C41 H41A 110.6 . . ?
C40 C41 H41B 110.6 . . ?
N3 C41 H41B 110.6 . . ?
H41A C41 H41B 108.7 . . ?
C43 C42 N3 119.3(3) . . ?
C43 C42 H42A 107.5 . . ?
N3 C42 H42A 107.5 . . ?
C43 C42 H42B 107.5 . . ?
N3 C42 H42B 107.5 . . ?
H42A C42 H42B 107.0 . . ?
C48 C43 C44 119.9(4) . . ?
C48 C43 C42 118.9(4) . . ?
C44 C43 C42 120.6(3) . . ?
O4 C44 C43 117.4(3) . . ?
O4 C44 C45 121.8(4) . . ?
C43 C44 C45 120.8(4) . . ?
C46 C45 C44 116.4(4) . . ?
C46 C45 C49 122.0(4) . . ?
C44 C45 C49 121.6(4) . . ?
C47 C46 C45 124.8(4) . . ?
C47 C46 H46 117.6 . . ?
C45 C46 H46 117.6 . . ?
C46 C47 C48 117.3(4) . . ?
C46 C47 C53 120.1(4) . . ?
C48 C47 C53 122.6(4) . . ?
C47 C48 C43 120.7(4) . . ?
C47 C48 H48 119.7 . . ?
C43 C48 H48 119.7 . . ?
C50 C49 C51 110.0(4) . . ?
C50 C49 C52 106.6(4) . . ?
C51 C49 C52 107.6(4) . . ?
C50 C49 C45 109.1(4) . . ?
C51 C49 C45 111.8(3) . . ?
C52 C49 C45 111.6(4) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C55 C53 C47 109.1(4) . . ?
C55 C53 C54 108.8(4) . . ?
C47 C53 C54 112.6(4) . . ?
C55 C53 C56 110.0(4) . . ?
C47 C53 C56 110.0(4) . . ?
C54 C53 C56 106.3(4) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C53 C56 H56A 109.5 . . ?
C53 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C53 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Hf1 O1 C1 C2 125.2(3) . . . . ?
Hf1 O1 C1 C6 -54.3(5) . . . . ?
O1 C1 C2 C3 -177.0(4) . . . . ?
C6 C1 C2 C3 2.5(6) . . . . ?
O1 C1 C2 I3 2.2(5) . . . . ?
C6 C1 C2 I3 -178.3(3) . . . . ?
C1 C2 C3 C4 -0.5(6) . . . . ?
I3 C2 C3 C4 -179.7(3) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
C2 C3 C4 I5 178.1(3) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
I5 C4 C5 C6 -178.6(3) . . . . ?
C4 C5 C6 C1 1.5(6) . . . . ?
C4 C5 C6 C7 -173.6(3) . . . . ?
O1 C1 C6 C5 176.5(3) . . . . ?
C2 C1 C6 C5 -3.0(5) . . . . ?
O1 C1 C6 C7 -8.5(5) . . . . ?
C2 C1 C6 C7 172.0(3) . . . . ?
C8 N6 C7 C6 -61.8(4) . . . . ?
C12 N6 C7 C6 175.9(3) . . . . ?
C8 N6 C7 N8 170.8(3) . . . . ?
C12 N6 C7 N8 48.6(3) . . . . ?
C5 C6 C7 N6 105.1(4) . . . . ?
C1 C6 C7 N6 -70.0(5) . . . . ?
C5 C6 C7 N8 -136.3(4) . . . . ?
C1 C6 C7 N8 48.7(5) . . . . ?
N6 C7 N8 C14 -144.8(3) . . . . ?
C6 C7 N8 C14 90.7(4) . . . . ?
N6 C7 N8 C13 -28.0(3) . . . . ?
C6 C7 N8 C13 -152.6(3) . . . . ?
N6 C7 N8 Hf1 93.6(3) . . . . ?
C6 C7 N8 Hf1 -30.9(4) . . . . ?
C7 N6 C8 C9 -178.0(3) . . . . ?
C12 N6 C8 C9 -60.4(4) . . . . ?
N6 C8 C9 C10 56.8(5) . . . . ?
C8 C9 C10 C11 -54.2(5) . . . . ?
C9 C10 C11 C12 52.9(4) . . . . ?
C8 N6 C12 C13 -174.1(3) . . . . ?
C7 N6 C12 C13 -48.8(3) . . . . ?
C8 N6 C12 C11 61.5(4) . . . . ?
C7 N6 C12 C11 -173.3(3) . . . . ?
C10 C11 C12 N6 -56.5(4) . . . . ?
C10 C11 C12 C13 -171.3(3) . . . . ?
N6 C12 C13 N8 29.8(4) . . . . ?
C11 C12 C13 N8 150.6(3) . . . . ?
C14 N8 C13 C12 115.3(3) . . . . ?
C7 N8 C13 C12 -1.3(4) . . . . ?
Hf1 N8 C13 C12 -128.3(2) . . . . ?
C7 N8 C14 C15 -57.0(4) . . . . ?
C13 N8 C14 C15 -170.2(3) . . . . ?
Hf1 N8 C14 C15 71.3(3) . . . . ?
N8 C14 C15 C16 118.0(4) . . . . ?
N8 C14 C15 C20 -62.3(5) . . . . ?
C20 C15 C16 C17 -0.2(6) . . . . ?
C14 C15 C16 C17 179.6(4) . . . . ?
C15 C16 C17 C18 -3.6(6) . . . . ?
C15 C16 C17 C21 178.8(4) . . . . ?
C16 C17 C18 C19 3.5(6) . . . . ?
C21 C17 C18 C19 -179.0(4) . . . . ?
C17 C18 C19 C20 0.4(6) . . . . ?
C17 C18 C19 C25 179.4(4) . . . . ?
Hf1 O2 C20 C15 36.4(6) . . . . ?
Hf1 O2 C20 C19 -142.6(3) . . . . ?
C16 C15 C20 O2 -174.7(3) . . . . ?
C14 C15 C20 O2 5.6(5) . . . . ?
C16 C15 C20 C19 4.4(6) . . . . ?
C14 C15 C20 C19 -175.4(3) . . . . ?
C18 C19 C20 O2 174.6(3) . . . . ?
C25 C19 C20 O2 -4.4(6) . . . . ?
C18 C19 C20 C15 -4.4(6) . . . . ?
C25 C19 C20 C15 176.7(4) . . . . ?
C16 C17 C21 C22 73.3(5) . . . . ?
C18 C17 C21 C22 -104.1(4) . . . . ?
C16 C17 C21 C23 -165.3(4) . . . . ?
C18 C17 C21 C23 17.2(6) . . . . ?
C16 C17 C21 C24 -46.3(5) . . . . ?
C18 C17 C21 C24 136.3(4) . . . . ?
C18 C19 C25 C27 -112.5(4) . . . . ?
C20 C19 C25 C27 66.4(5) . . . . ?
C18 C19 C25 C26 7.2(6) . . . . ?
C20 C19 C25 C26 -173.9(4) . . . . ?
C18 C19 C25 C28 126.9(4) . . . . ?
C20 C19 C25 C28 -54.2(5) . . . . ?
Hf1 O3 C29 C30 -143.1(3) . . . . ?
Hf1 O3 C29 C34 35.9(6) . . . . ?
O3 C29 C30 C31 179.1(4) . . . . ?
C34 C29 C30 C31 0.0(6) . . . . ?
O3 C29 C30 I4 0.1(5) . . . . ?
C34 C29 C30 I4 -178.9(3) . . . . ?
C29 C30 C31 C32 -0.7(6) . . . . ?
I4 C30 C31 C32 178.2(3) . . . . ?
C30 C31 C32 C33 -0.2(6) . . . . ?
C30 C31 C32 I2 179.5(3) . . . . ?
C31 C32 C33 C34 1.7(6) . . . . ?
I2 C32 C33 C34 -177.9(3) . . . . ?
C32 C33 C34 C29 -2.4(6) . . . . ?
C32 C33 C34 C35 178.1(4) . . . . ?
O3 C29 C34 C33 -177.5(3) . . . . ?
C30 C29 C34 C33 1.5(5) . . . . ?
O3 C29 C34 C35 2.0(5) . . . . ?
C30 C29 C34 C35 -179.0(3) . . . . ?
C40 N5 C35 C34 171.6(3) . . . . ?
C36 N5 C35 C34 -71.1(4) . . . . ?
C40 N5 C35 N3 47.4(4) . . . . ?
C36 N5 C35 N3 164.6(3) . . . . ?
C33 C34 C35 N5 -4.4(5) . . . . ?
C29 C34 C35 N5 176.1(3) . . . . ?
C33 C34 C35 N3 116.1(4) . . . . ?
C29 C34 C35 N3 -63.3(4) . . . . ?
C41 N3 C35 N5 -29.7(4) . . . . ?
C42 N3 C35 N5 85.2(3) . . . . ?
Hf1 N3 C35 N5 -153.0(2) . . . . ?
C41 N3 C35 C34 -157.9(3) . . . . ?
C42 N3 C35 C34 -43.1(4) . . . . ?
Hf1 N3 C35 C34 78.7(3) . . . . ?
C35 N5 C36 C37 -177.5(3) . . . . ?
C40 N5 C36 C37 -64.0(4) . . . . ?
N5 C36 C37 C38 57.6(5) . . . . ?
C36 C37 C38 C39 -52.1(6) . . . . ?
C37 C38 C39 C40 51.7(6) . . . . ?
C35 N5 C40 C41 -45.5(4) . . . . ?
C36 N5 C40 C41 -168.2(3) . . . . ?
C35 N5 C40 C39 -170.8(3) . . . . ?
C36 N5 C40 C39 66.5(4) . . . . ?
C38 C39 C40 N5 -59.8(5) . . . . ?
C38 C39 C40 C41 -176.7(4) . . . . ?
N5 C40 C41 N3 26.6(4) . . . . ?
C39 C40 C41 N3 148.0(4) . . . . ?
C35 N3 C41 C40 1.4(4) . . . . ?
C42 N3 C41 C40 -117.2(3) . . . . ?
Hf1 N3 C41 C40 115.1(3) . . . . ?
C41 N3 C42 C43 -162.7(3) . . . . ?
C35 N3 C42 C43 85.3(4) . . . . ?
Hf1 N3 C42 C43 -31.8(4) . . . . ?
N3 C42 C43 C48 -131.2(4) . . . . ?
N3 C42 C43 C44 57.8(5) . . . . ?
Hf1 O4 C44 C43 -57.8(4) . . . . ?
Hf1 O4 C44 C45 122.1(3) . . . . ?
C48 C43 C44 O4 177.1(3) . . . . ?
C42 C43 C44 O4 -12.0(5) . . . . ?
C48 C43 C44 C45 -2.9(5) . . . . ?
C42 C43 C44 C45 168.0(3) . . . . ?
O4 C44 C45 C46 -177.3(3) . . . . ?
C43 C44 C45 C46 2.7(5) . . . . ?
O4 C44 C45 C49 4.6(6) . . . . ?
C43 C44 C45 C49 -175.4(3) . . . . ?
C44 C45 C46 C47 -1.2(6) . . . . ?
C49 C45 C46 C47 176.9(4) . . . . ?
C45 C46 C47 C48 -0.2(6) . . . . ?
C45 C46 C47 C53 -179.9(4) . . . . ?
C46 C47 C48 C43 0.0(6) . . . . ?
C53 C47 C48 C43 179.7(4) . . . . ?
C44 C43 C48 C47 1.5(6) . . . . ?
C42 C43 C48 C47 -169.6(3) . . . . ?
C46 C45 C49 C50 -118.9(4) . . . . ?
C44 C45 C49 C50 59.1(5) . . . . ?
C46 C45 C49 C51 119.2(4) . . . . ?
C44 C45 C49 C51 -62.8(5) . . . . ?
C46 C45 C49 C52 -1.4(6) . . . . ?
C44 C45 C49 C52 176.6(4) . . . . ?
C46 C47 C53 C55 63.7(6) . . . . ?
C48 C47 C53 C55 -116.0(5) . . . . ?
C46 C47 C53 C54 -175.3(4) . . . . ?
C48 C47 C53 C54 5.0(6) . . . . ?
C46 C47 C53 C56 -57.0(6) . . . . ?
C48 C47 C53 C56 123.3(5) . . . . ?

_refine_diff_density_max         0.520
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.062


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

data_Ti_1_OiPr_2
_database_code_depnum_ccdc_archive 'CCDC 1432303'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H49 Cl2 N2 O4 Ti'
_chemical_formula_weight         668.55

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'
Cl Cl 0.3639 0.7018 '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'
Ti Ti 0.2191 1.8069 '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'

_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                   10.6236(5)
_cell_length_b                   11.1469(8)
_cell_length_c                   16.0773(9)
_cell_angle_alpha                101.894(6)
_cell_angle_beta                 102.235(4)
_cell_angle_gamma                102.233(5)
_cell_volume                     1754.47(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5627
_cell_measurement_theta_min      4.3070
_cell_measurement_theta_max      71.8060

_exptl_crystal_description       irregular
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_F_000             710
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.765
_shelx_estimated_absorpt_T_min   0.520
_shelx_estimated_absorpt_T_max   0.705
_exptl_absorpt_correction_T_min  0.74250
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            11314
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.419
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_full        66.601
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6173
_reflns_number_gt                5491
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
One of the isopropyl groups (C4-C6) is modelled as 50:50 disordered
over two positions (C4'-C6').
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1516P)²+0.5624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         6173
_refine_ls_number_parameters     427
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0749
_refine_ls_wR_factor_ref         0.2097
_refine_ls_wR_factor_gt          0.2023
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
Ti1 Ti 0.12294(5) 0.41780(5) 0.74609(3) 0.0262(2) Uani 1 1 d . . . . .
Cl1 Cl 0.25891(10) 0.86154(8) 0.87169(6) 0.0468(3) Uani 1 1 d . . . . .
O1 O 0.1131(2) 0.2896(2) 0.79893(16) 0.0341(5) Uani 1 1 d . . . . .
N1 N 0.3305(2) 0.3876(2) 0.74340(16) 0.0248(5) Uani 1 1 d . . . . .
C1 C 0.0270(3) 0.2282(4) 0.8433(2) 0.0352(7) Uani 1 1 d . . . . .
H1 H -0.0681 0.2160 0.8107 0.042 Uiso 1 1 calc R U . . .
Cl2 Cl 0.78329(9) 0.89222(8) 0.92730(5) 0.0388(2) Uani 1 1 d . . . . .
O2 O -0.0357(2) 0.4472(3) 0.74576(16) 0.0361(5) Uani 1 1 d . . . . .
N2 N 0.5249(3) 0.3896(2) 0.84523(16) 0.0246(5) Uani 1 1 d . . . . .
H2 H 0.5841 0.4111 0.8067 0.030 Uiso 1 1 calc R U . . .
C2 C 0.0527(4) 0.0997(4) 0.8418(3) 0.0433(8) Uani 1 1 d . . . . .
H2A H 0.0329 0.0497 0.7806 0.065 Uiso 1 1 calc R U . . .
H2B H -0.0049 0.0547 0.8722 0.065 Uiso 1 1 calc R U . . .
H2C H 0.1466 0.1111 0.8718 0.065 Uiso 1 1 calc R U . . .
O3 O 0.0985(2) 0.3783(2) 0.62436(14) 0.0293(5) Uani 1 1 d . . . . .
C3 C 0.0535(4) 0.3100(4) 0.9363(3) 0.0447(8) Uani 1 1 d . . . . .
H3A H 0.1453 0.3188 0.9694 0.067 Uiso 1 1 calc R U . . .
H3B H -0.0093 0.2697 0.9655 0.067 Uiso 1 1 calc R U . . .
H3C H 0.0418 0.3942 0.9341 0.067 Uiso 1 1 calc R U . . .
O4 O 0.2271(2) 0.5821(2) 0.81877(15) 0.0313(5) Uani 1 1 d . . . . .
C4 C -0.1128(9) 0.5232(9) 0.7122(7) 0.0410(19) Uani 0.5 1 d . . P A 1
H4 H -0.0796 0.5459 0.6622 0.049 Uiso 0.5 1 calc R U P A 1
C5' C -0.2305(14) 0.4680(15) 0.6441(10) 0.065(4) Uani 0.5 1 d . . P A 2
H5'1 H -0.1726 0.4980 0.6084 0.097 Uiso 0.5 1 calc R U P A 2
H5'2 H -0.3032 0.5097 0.6405 0.097 Uiso 0.5 1 calc R U P A 2
H5'3 H -0.2681 0.3757 0.6217 0.097 Uiso 0.5 1 calc R U P A 2
C6 C -0.102(3) 0.640(3) 0.774(3) 0.059(8) Uani 0.5 1 d . . P A 1
H6A H -0.1354 0.6216 0.8233 0.088 Uiso 0.5 1 calc R U P A 1
H6B H -0.1551 0.6889 0.7444 0.088 Uiso 0.5 1 calc R U P A 1
H6C H -0.0082 0.6895 0.7955 0.088 Uiso 0.5 1 calc R U P A 1
C7 C 0.1580(3) 0.3292(3) 0.56414(19) 0.0268(6) Uani 1 1 d . . . . .
C8 C 0.0818(3) 0.2446(3) 0.4826(2) 0.0277(6) Uani 1 1 d . . . . .
C9 C 0.1527(3) 0.1964(3) 0.42533(19) 0.0268(6) Uani 1 1 d . . . . .
H9 H 0.1031 0.1387 0.3701 0.032 Uiso 1 1 calc R U . . .
C10 C 0.2921(3) 0.2283(3) 0.44490(19) 0.0254(6) Uani 1 1 d . . . . .
C11 C 0.3629(3) 0.3147(3) 0.5255(2) 0.0265(6) Uani 1 1 d . . . . .
H11 H 0.4578 0.3403 0.5402 0.032 Uiso 1 1 calc R U . . .
C12 C 0.2968(3) 0.3642(3) 0.5849(2) 0.0274(6) Uani 1 1 d . . . . .
C13 C -0.0718(3) 0.2055(3) 0.4575(2) 0.0321(7) Uani 1 1 d . . . . .
C14 C -0.1316(3) 0.1087(4) 0.3672(3) 0.0479(9) Uani 1 1 d . . . . .
H14A H -0.2292 0.0833 0.3550 0.072 Uiso 1 1 calc R U . . .
H14B H -0.0975 0.0336 0.3674 0.072 Uiso 1 1 calc R U . . .
H14C H -0.1063 0.1471 0.3215 0.072 Uiso 1 1 calc R U . . .
C15 C -0.1238(3) 0.3232(4) 0.4536(3) 0.0427(8) Uani 1 1 d . . . . .
H15A H -0.0955 0.3598 0.4080 0.064 Uiso 1 1 calc R U . . .
H15B H -0.0874 0.3864 0.5109 0.064 Uiso 1 1 calc R U . . .
H15C H -0.2216 0.2985 0.4395 0.064 Uiso 1 1 calc R U . . .
C16 C -0.1231(3) 0.1420(4) 0.5255(3) 0.0400(8) Uani 1 1 d . . . . .
H16A H -0.0972 0.2047 0.5829 0.060 Uiso 1 1 calc R U . . .
H16B H -0.0838 0.0711 0.5311 0.060 Uiso 1 1 calc R U . . .
H16C H -0.2207 0.1101 0.5055 0.060 Uiso 1 1 calc R U . . .
C17 C 0.3688(3) 0.1690(3) 0.38379(19) 0.0275(6) Uani 1 1 d . . . . .
C18 C 0.4563(3) 0.2736(3) 0.3553(2) 0.0352(7) Uani 1 1 d . . . . .
H18A H 0.5057 0.2351 0.3170 0.053 Uiso 1 1 calc R U . . .
H18B H 0.5196 0.3354 0.4076 0.053 Uiso 1 1 calc R U . . .
H18C H 0.3993 0.3167 0.3230 0.053 Uiso 1 1 calc R U . . .
C19 C 0.2756(3) 0.0704(3) 0.3012(2) 0.0361(7) Uani 1 1 d . . . . .
H19A H 0.3287 0.0358 0.2642 0.054 Uiso 1 1 calc R U . . .
H19B H 0.2162 0.1107 0.2680 0.054 Uiso 1 1 calc R U . . .
H19C H 0.2220 0.0013 0.3183 0.054 Uiso 1 1 calc R U . . .
C20 C 0.4588(3) 0.1018(3) 0.4338(2) 0.0358(7) Uani 1 1 d . . . . .
H20A H 0.4037 0.0352 0.4523 0.054 Uiso 1 1 calc R U . . .
H20B H 0.5224 0.1638 0.4860 0.054 Uiso 1 1 calc R U . . .
H20C H 0.5078 0.0634 0.3953 0.054 Uiso 1 1 calc R U . . .
C21 C 0.3742(3) 0.4478(3) 0.67519(19) 0.0268(6) Uani 1 1 d . . . . .
C22 C 0.3481(3) 0.2548(3) 0.7290(2) 0.0276(6) Uani 1 1 d . . . . .
H22A H 0.3824 0.2333 0.6768 0.033 Uiso 1 1 calc R U . . .
H22B H 0.2619 0.1919 0.7199 0.033 Uiso 1 1 calc R U . . .
C23 C 0.4485(3) 0.2553(3) 0.81237(19) 0.0265(6) Uani 1 1 d . . . . .
H23 H 0.3989 0.2329 0.8558 0.032 Uiso 1 1 calc R U . . .
C24 C 0.5416(3) 0.1707(3) 0.8026(2) 0.0321(7) Uani 1 1 d . . . . .
H24A H 0.5910 0.1907 0.7592 0.039 Uiso 1 1 calc R U . . .
H24B H 0.4896 0.0803 0.7811 0.039 Uiso 1 1 calc R U . . .
C25 C 0.6402(4) 0.1941(3) 0.8931(2) 0.0370(7) Uani 1 1 d . . . . .
H25A H 0.5916 0.1599 0.9329 0.044 Uiso 1 1 calc R U . . .
H25B H 0.7090 0.1481 0.8861 0.044 Uiso 1 1 calc R U . . .
C26 C 0.7080(3) 0.3350(3) 0.9343(2) 0.0332(7) Uani 1 1 d . . . . .
H26A H 0.7619 0.3473 0.9953 0.040 Uiso 1 1 calc R U . . .
H26B H 0.7692 0.3660 0.9001 0.040 Uiso 1 1 calc R U . . .
C27 C 0.6058(3) 0.4120(3) 0.9361(2) 0.0288(6) Uani 1 1 d . . . . .
H27A H 0.5477 0.3855 0.9734 0.035 Uiso 1 1 calc R U . . .
H27B H 0.6518 0.5036 0.9611 0.035 Uiso 1 1 calc R U . . .
C28 C 0.4192(3) 0.4536(3) 0.83478(18) 0.0245(6) Uani 1 1 d . . . . .
H28 H 0.3662 0.4339 0.8771 0.029 Uiso 1 1 calc R U . . .
C29 C 0.4595(3) 0.5957(3) 0.85115(18) 0.0267(6) Uani 1 1 d . . . . .
C30 C 0.5910(3) 0.6684(3) 0.87393(19) 0.0280(6) Uani 1 1 d . . . . .
H30 H 0.6618 0.6287 0.8738 0.034 Uiso 1 1 calc R U . . .
C32 C 0.6175(3) 0.7993(3) 0.8968(2) 0.0315(7) Uani 1 1 d . . . . .
C33 C 0.5177(4) 0.8597(3) 0.8974(2) 0.0365(8) Uani 1 1 d . . . . .
H33 H 0.5382 0.9499 0.9153 0.044 Uiso 1 1 calc R U . . .
C34 C 0.3863(4) 0.7862(3) 0.8712(2) 0.0338(7) Uani 1 1 d . . . . .
C35 C 0.3535(3) 0.6533(3) 0.84601(19) 0.0280(6) Uani 1 1 d . . . . .
C4' C -0.1467(8) 0.5008(9) 0.7426(7) 0.043(2) Uani 0.5 1 d . . P A 2
H4' H -0.2045 0.4599 0.7762 0.051 Uiso 0.5 1 calc R U P A 2
C6' C -0.096(4) 0.638(3) 0.787(3) 0.067(9) Uani 0.5 1 d . . P A 2
H6'1 H -0.0515 0.6498 0.8493 0.100 Uiso 0.5 1 calc R U P A 2
H6'2 H -0.1713 0.6768 0.7832 0.100 Uiso 0.5 1 calc R U P A 2
H6'3 H -0.0328 0.6787 0.7586 0.100 Uiso 0.5 1 calc R U P A 2
C5 C -0.2553(13) 0.4374(17) 0.6726(10) 0.057(3) Uani 0.5 1 d . . P A 1
H5A H -0.2537 0.3585 0.6329 0.086 Uiso 0.5 1 calc R U P A 1
H5B H -0.3099 0.4814 0.6394 0.086 Uiso 0.5 1 calc R U P A 1
H5C H -0.2935 0.4174 0.7201 0.086 Uiso 0.5 1 calc R U P A 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ti1 O2 1.783(2) . ?
Ti1 O1 1.803(2) . ?
Ti1 O3 1.863(2) . ?
Ti1 O4 1.912(2) . ?
Ti1 N1 2.308(3) . ?
Cl1 C34 1.738(3) . ?
O1 C1 1.423(4) . ?
N1 C21 1.502(4) . ?
N1 C28 1.504(4) . ?
N1 C22 1.508(4) . ?
C1 C2 1.511(5) . ?
C1 C3 1.516(5) . ?
Cl2 C32 1.751(3) . ?
O2 C4 1.405(8) . ?
O2 C4' 1.427(8) . ?
N2 C28 1.452(4) . ?
N2 C23 1.468(4) . ?
N2 C27 1.471(4) . ?
O3 C7 1.351(4) . ?
O4 C35 1.334(4) . ?
C4 C6 1.43(4) . ?
C4 C5 1.529(17) . ?
C5' C4' 1.569(17) . ?
C7 C12 1.390(4) . ?
C7 C8 1.407(5) . ?
C8 C9 1.402(5) . ?
C8 C13 1.537(4) . ?
C9 C10 1.397(4) . ?
C10 C11 1.392(4) . ?
C10 C17 1.539(4) . ?
C11 C12 1.393(4) . ?
C12 C21 1.504(4) . ?
C13 C14 1.532(5) . ?
C13 C15 1.535(5) . ?
C13 C16 1.549(5) . ?
C17 C19 1.528(4) . ?
C17 C20 1.532(4) . ?
C17 C18 1.541(4) . ?
C22 C23 1.524(4) . ?
C23 C24 1.514(4) . ?
C24 C25 1.538(4) . ?
C25 C26 1.521(5) . ?
C26 C27 1.521(4) . ?
C28 C29 1.501(4) . ?
C29 C30 1.387(5) . ?
C29 C35 1.405(4) . ?
C30 C32 1.380(5) . ?
C32 C33 1.372(5) . ?
C33 C34 1.386(5) . ?
C34 C35 1.398(5) . ?
C4' C6' 1.48(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Ti1 O1 99.94(11) . . ?
O2 Ti1 O3 96.96(10) . . ?
O1 Ti1 O3 118.26(11) . . ?
O2 Ti1 O4 95.93(11) . . ?
O1 Ti1 O4 116.07(11) . . ?
O3 Ti1 O4 120.52(10) . . ?
O2 Ti1 N1 177.25(11) . . ?
O1 Ti1 N1 82.81(10) . . ?
O3 Ti1 N1 81.72(9) . . ?
O4 Ti1 N1 82.73(10) . . ?
C1 O1 Ti1 137.7(2) . . ?
C21 N1 C28 112.1(2) . . ?
C21 N1 C22 109.9(2) . . ?
C28 N1 C22 103.1(2) . . ?
C21 N1 Ti1 106.99(17) . . ?
C28 N1 Ti1 105.38(17) . . ?
C22 N1 Ti1 119.34(19) . . ?
O1 C1 C2 107.2(3) . . ?
O1 C1 C3 109.7(3) . . ?
C2 C1 C3 112.3(3) . . ?
C4 O2 Ti1 138.1(5) . . ?
C4' O2 Ti1 165.5(5) . . ?
C28 N2 C23 101.7(2) . . ?
C28 N2 C27 115.9(2) . . ?
C23 N2 C27 109.0(2) . . ?
C7 O3 Ti1 139.03(19) . . ?
C35 O4 Ti1 139.9(2) . . ?
O2 C4 C6 114.6(17) . . ?
O2 C4 C5 106.2(9) . . ?
C6 C4 C5 114.5(16) . . ?
O3 C7 C12 118.2(3) . . ?
O3 C7 C8 121.0(3) . . ?
C12 C7 C8 120.8(3) . . ?
C9 C8 C7 116.8(3) . . ?
C9 C8 C13 121.3(3) . . ?
C7 C8 C13 121.9(3) . . ?
C10 C9 C8 123.7(3) . . ?
C11 C10 C9 117.3(3) . . ?
C11 C10 C17 119.4(3) . . ?
C9 C10 C17 123.2(3) . . ?
C10 C11 C12 121.0(3) . . ?
C7 C12 C11 120.4(3) . . ?
C7 C12 C21 118.8(3) . . ?
C11 C12 C21 120.6(3) . . ?
C14 C13 C15 107.9(3) . . ?
C14 C13 C8 112.1(3) . . ?
C15 C13 C8 109.6(3) . . ?
C14 C13 C16 106.8(3) . . ?
C15 C13 C16 109.9(3) . . ?
C8 C13 C16 110.5(3) . . ?
C19 C17 C20 107.7(3) . . ?
C19 C17 C10 112.4(3) . . ?
C20 C17 C10 108.9(2) . . ?
C19 C17 C18 108.6(3) . . ?
C20 C17 C18 109.1(3) . . ?
C10 C17 C18 110.1(3) . . ?
N1 C21 C12 109.0(2) . . ?
N1 C22 C23 105.8(2) . . ?
N2 C23 C24 110.4(3) . . ?
N2 C23 C22 102.3(2) . . ?
C24 C23 C22 117.5(3) . . ?
C23 C24 C25 108.4(3) . . ?
C26 C25 C24 111.7(3) . . ?
C27 C26 C25 111.2(3) . . ?
N2 C27 C26 108.4(3) . . ?
N2 C28 C29 117.6(2) . . ?
N2 C28 N1 104.7(2) . . ?
C29 C28 N1 112.6(2) . . ?
C30 C29 C35 121.0(3) . . ?
C30 C29 C28 123.9(3) . . ?
C35 C29 C28 115.1(3) . . ?
C32 C30 C29 119.0(3) . . ?
C33 C32 C30 122.0(3) . . ?
C33 C32 Cl2 118.5(3) . . ?
C30 C32 Cl2 119.5(3) . . ?
C32 C33 C34 118.5(3) . . ?
C33 C34 C35 121.9(3) . . ?
C33 C34 Cl1 119.0(3) . . ?
C35 C34 Cl1 119.1(3) . . ?
O4 C35 C34 122.1(3) . . ?
O4 C35 C29 120.4(3) . . ?
C34 C35 C29 117.5(3) . . ?
O2 C4' C6' 108.6(14) . . ?
O2 C4' C5' 108.7(8) . . ?
C6' C4' C5' 114.9(19) . . ?

_refine_diff_density_max         1.302
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.110

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

data_Zr_1_2
_database_code_depnum_ccdc_archive 'CCDC 1432304'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C62 H86 Cl4 N4 O4 Zr'
_chemical_formula_weight         1184.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   13.9740(8)
_cell_length_b                   14.3110(7)
_cell_length_c                   17.2770(6)
_cell_angle_alpha                74.900(3)
_cell_angle_beta                 87.307(3)
_cell_angle_gamma                73.892(2)
_cell_volume                     3203.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             1252
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.384
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9620
_exptl_absorpt_correction_T_max  0.9620
_exptl_absorpt_process_details   'SORTAV (Blessing, 1997)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'kappa CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31292
_diffrn_reflns_av_unetI/netI     0.1466
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.532
_diffrn_reflns_theta_max         25.168
_diffrn_reflns_theta_full        25.168
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             31292
_reflns_number_gt                18197
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Refined as a 2-component twin by virtue of a 180 degree rotation about the 1 0 0 
reciprocal lattice direction.

The electron denity in the solvent region is smeared in a manner that precludes 
credible disorder modelling. Some ADP (EADP and ISOR for all atoms C60-C65), 
C-C and C...C restraints (SADI) were included in this region of the electron 
density map in order to assist convergence and ensure reasonable adps and bond
lengths and angles. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1912P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         31292
_refine_ls_number_parameters     659
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.1794
_refine_ls_R_factor_gt           0.1065
_refine_ls_wR_factor_ref         0.3112
_refine_ls_wR_factor_gt          0.2707
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.007
_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
Zr1 Zr 0.90420(6) 0.52737(7) 0.74876(5) 0.0212(3) Uani 1 1 d . . . . .
Cl1 Cl 0.8578(2) 0.77587(18) 0.86753(13) 0.0373(7) Uani 1 1 d . . . . .
O1 O 0.8035(5) 0.6203(5) 0.6673(3) 0.0260(14) Uani 1 1 d . . . . .
N1 N 1.0105(6) 0.5700(5) 0.6344(4) 0.0221(17) Uani 1 1 d . . . . .
C1 C 0.7917(8) 0.6905(7) 0.5958(5) 0.025(2) Uani 1 1 d . . . . .
Cl2 Cl 0.8941(3) 1.0461(2) 0.59225(15) 0.0513(8) Uani 1 1 d . . . . .
O2 O 0.9612(5) 0.6269(4) 0.7825(3) 0.0223(14) Uani 1 1 d . . . . .
N2 N 1.1505(6) 0.6239(7) 0.6516(5) 0.034(2) Uani 1 1 d . . . . .
C2 C 0.7095(7) 0.7761(6) 0.5775(5) 0.025(2) Uani 1 1 d . . . . .
Cl3 Cl 0.8542(2) 0.30622(19) 0.62551(13) 0.0361(6) Uani 1 1 d . . . . .
O3 O 0.7992(5) 0.4952(5) 0.8240(3) 0.0261(14) Uani 1 1 d . . . . .
N3 N 1.0059(6) 0.4230(6) 0.8689(4) 0.0240(17) Uani 1 1 d . . . . .
C3 C 0.7098(8) 0.8459(8) 0.5036(5) 0.033(2) Uani 1 1 d . . . . .
H3 H 0.6550 0.9045 0.4900 0.040 Uiso 1 1 calc R U . . .
Cl4 Cl 0.8920(3) 0.0105(2) 0.89943(15) 0.0464(8) Uani 1 1 d . . . . .
O4 O 0.9567(5) 0.3955(5) 0.7178(3) 0.0256(15) Uani 1 1 d . . . . .
N4 N 1.1431(6) 0.2875(6) 0.8632(5) 0.0291(19) Uani 1 1 d . . . . .
C4 C 0.7865(8) 0.8337(7) 0.4487(5) 0.029(2) Uani 1 1 d . . . . .
C5 C 0.8634(7) 0.7476(7) 0.4678(5) 0.025(2) Uani 1 1 d . . . . .
H5 H 0.9153 0.7365 0.4309 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8669(7) 0.6755(7) 0.5407(5) 0.024(2) Uani 1 1 d . . . . .
C7 C 0.6219(8) 0.7907(8) 0.6329(5) 0.037(2) Uani 1 1 d . . . . .
C8 C 0.5744(9) 0.7012(9) 0.6423(6) 0.050(3) Uani 1 1 d . . . . .
H8A H 0.5513 0.7010 0.5897 0.074 Uiso 1 1 calc R U . . .
H8B H 0.5178 0.7092 0.6781 0.074 Uiso 1 1 calc R U . . .
H8C H 0.6244 0.6375 0.6651 0.074 Uiso 1 1 calc R U . . .
C9 C 0.6562(9) 0.7930(9) 0.7170(6) 0.047(3) Uani 1 1 d . . . . .
H9A H 0.5977 0.8106 0.7494 0.070 Uiso 1 1 calc R U . . .
H9B H 0.6935 0.8432 0.7104 0.070 Uiso 1 1 calc R U . . .
H9C H 0.6990 0.7265 0.7441 0.070 Uiso 1 1 calc R U . . .
C10 C 0.5408(9) 0.8899(9) 0.6009(7) 0.055(3) Uani 1 1 d . . . . .
H10A H 0.5703 0.9464 0.5908 0.083 Uiso 1 1 calc R U . . .
H10B H 0.4888 0.8978 0.6407 0.083 Uiso 1 1 calc R U . . .
H10C H 0.5115 0.8888 0.5508 0.083 Uiso 1 1 calc R U . . .
C11 C 0.7798(8) 0.9163(8) 0.3704(5) 0.036(2) Uani 1 1 d . . . . .
C12 C 0.7725(10) 1.0172(8) 0.3891(6) 0.050(3) Uani 1 1 d . . . . .
H12A H 0.7155 1.0331 0.4233 0.074 Uiso 1 1 calc R U . . .
H12B H 0.7634 1.0705 0.3389 0.074 Uiso 1 1 calc R U . . .
H12C H 0.8338 1.0125 0.4169 0.074 Uiso 1 1 calc R U . . .
C13 C 0.6852(10) 0.9260(10) 0.3231(6) 0.057(4) Uani 1 1 d . . . . .
H13A H 0.6263 0.9475 0.3540 0.085 Uiso 1 1 calc R U . . .
H13B H 0.6876 0.8608 0.3137 0.085 Uiso 1 1 calc R U . . .
H13C H 0.6815 0.9761 0.2715 0.085 Uiso 1 1 calc R U . . .
C14 C 0.8703(9) 0.8910(9) 0.3183(6) 0.049(3) Uani 1 1 d . . . . .
H14A H 0.8626 0.9443 0.2682 0.074 Uiso 1 1 calc R U . . .
H14B H 0.8752 0.8268 0.3060 0.074 Uiso 1 1 calc R U . . .
H14C H 0.9310 0.8858 0.3473 0.074 Uiso 1 1 calc R U . . .
C15 C 0.9509(7) 0.5823(7) 0.5613(5) 0.026(2) Uani 1 1 d . . . . .
H15A H 0.9958 0.5819 0.5153 0.031 Uiso 1 1 calc R U . . .
H15B H 0.9239 0.5235 0.5693 0.031 Uiso 1 1 calc R U . . .
C16 C 1.1059(8) 0.4865(8) 0.6384(5) 0.032(2) Uani 1 1 d . . . . .
H16A H 1.1022 0.4462 0.6005 0.039 Uiso 1 1 calc R U . . .
H16B H 1.1186 0.4414 0.6933 0.039 Uiso 1 1 calc R U . . .
C17 C 1.1872(8) 0.5397(8) 0.6153(6) 0.034(2) Uani 1 1 d . . . . .
H17 H 1.1849 0.5667 0.5557 0.041 Uiso 1 1 calc R U . . .
C18 C 1.2924(8) 0.4813(10) 0.6418(7) 0.054(3) Uani 1 1 d . . . . .
H18A H 1.3165 0.4280 0.6131 0.064 Uiso 1 1 calc R U . . .
H18B H 1.2954 0.4489 0.7001 0.064 Uiso 1 1 calc R U . . .
C19 C 1.3579(10) 0.5539(13) 0.6233(9) 0.078(5) Uani 1 1 d . . . . .
H19A H 1.4256 0.5180 0.6465 0.094 Uiso 1 1 calc R U . . .
H19B H 1.3634 0.5771 0.5644 0.094 Uiso 1 1 calc R U . . .
C20 C 1.3160(11) 0.6429(13) 0.6565(9) 0.077(5) Uani 1 1 d . . . . .
H20A H 1.3570 0.6907 0.6394 0.092 Uiso 1 1 calc R U . . .
H20B H 1.3196 0.6205 0.7158 0.092 Uiso 1 1 calc R U . . .
C21 C 1.2089(9) 0.6967(10) 0.6292(7) 0.052(3) Uani 1 1 d . . . . .
H21A H 1.1824 0.7524 0.6551 0.063 Uiso 1 1 calc R U . . .
H21B H 1.2049 0.7252 0.5703 0.063 Uiso 1 1 calc R U . . .
C22 C 1.0473(7) 0.6641(7) 0.6225(5) 0.026(2) Uani 1 1 d . . . . .
H22 H 1.0477 0.6948 0.5635 0.031 Uiso 1 1 calc R U . . .
C23 C 0.9869(7) 0.7454(7) 0.6607(5) 0.023(2) Uani 1 1 d . . . . .
C24 C 0.9693(8) 0.8441(7) 0.6163(5) 0.030(2) Uani 1 1 d . . . . .
H24 H 0.9927 0.8590 0.5632 0.036 Uiso 1 1 calc R U . . .
C25 C 0.9174(8) 0.9214(8) 0.6491(5) 0.033(2) Uani 1 1 d . . . . .
C26 C 0.8842(8) 0.9014(7) 0.7272(6) 0.034(2) Uani 1 1 d . . . . .
H26 H 0.8508 0.9547 0.7503 0.041 Uiso 1 1 calc R U . . .
C27 C 0.9008(8) 0.8025(7) 0.7705(5) 0.026(2) Uani 1 1 d . . . . .
C28 C 0.9501(7) 0.7229(7) 0.7394(5) 0.024(2) Uani 1 1 d . . . . .
C29 C 0.7866(8) 0.4284(7) 0.8938(5) 0.027(2) Uani 1 1 d . . . . .
C30 C 0.7040(7) 0.3907(7) 0.9050(5) 0.030(2) Uani 1 1 d . . . . .
C31 C 0.7042(8) 0.3166(7) 0.9774(5) 0.033(2) Uani 1 1 d . . . . .
H31 H 0.6514 0.2855 0.9851 0.040 Uiso 1 1 calc R U . . .
C32 C 0.7762(8) 0.2862(7) 1.0378(5) 0.030(2) Uani 1 1 d . . . . .
C33 C 0.8535(8) 0.3313(7) 1.0245(5) 0.027(2) Uani 1 1 d . . . . .
H33 H 0.9038 0.3138 1.0649 0.033 Uiso 1 1 calc R U . . .
C34 C 0.8586(7) 0.4006(7) 0.9538(5) 0.026(2) Uani 1 1 d . . . . .
C35 C 0.6157(8) 0.4266(9) 0.8441(6) 0.041(3) Uani 1 1 d . . . . .
C36 C 0.6521(9) 0.4095(9) 0.7617(6) 0.045(3) Uani 1 1 d . . . . .
H36A H 0.6993 0.4489 0.7409 0.068 Uiso 1 1 calc R U . . .
H36B H 0.5950 0.4308 0.7242 0.068 Uiso 1 1 calc R U . . .
H36C H 0.6851 0.3378 0.7678 0.068 Uiso 1 1 calc R U . . .
C37 C 0.5673(9) 0.5359(9) 0.8378(6) 0.051(3) Uani 1 1 d . . . . .
H37A H 0.5363 0.5435 0.8887 0.076 Uiso 1 1 calc R U . . .
H37B H 0.5163 0.5625 0.7946 0.076 Uiso 1 1 calc R U . . .
H37C H 0.6177 0.5731 0.8260 0.076 Uiso 1 1 calc R U . . .
C38 C 0.5364(9) 0.3713(11) 0.8701(7) 0.060(4) Uani 1 1 d . . . . .
H38A H 0.5666 0.2987 0.8789 0.090 Uiso 1 1 calc R U . . .
H38B H 0.4840 0.3940 0.8281 0.090 Uiso 1 1 calc R U . . .
H38C H 0.5073 0.3854 0.9200 0.090 Uiso 1 1 calc R U . . .
C39 C 0.7693(8) 0.2034(8) 1.1152(5) 0.034(2) Uani 1 1 d . . . . .
C40 C 0.6709(10) 0.2389(11) 1.1559(7) 0.063(4) Uani 1 1 d . . . . .
H40A H 0.6576 0.3107 1.1528 0.094 Uiso 1 1 calc R U . . .
H40B H 0.6757 0.2007 1.2123 0.094 Uiso 1 1 calc R U . . .
H40C H 0.6166 0.2279 1.1287 0.094 Uiso 1 1 calc R U . . .
C41 C 0.7751(11) 0.1063(9) 1.0933(7) 0.057(3) Uani 1 1 d . . . . .
H41A H 0.8385 0.0846 1.0677 0.086 Uiso 1 1 calc R U . . .
H41B H 0.7198 0.1171 1.0561 0.086 Uiso 1 1 calc R U . . .
H41C H 0.7706 0.0542 1.1419 0.086 Uiso 1 1 calc R U . . .
C42 C 0.8550(10) 0.1851(10) 1.1736(6) 0.056(4) Uani 1 1 d . . . . .
H42A H 0.8486 0.1344 1.2226 0.084 Uiso 1 1 calc R U . . .
H42B H 0.8530 0.2481 1.1869 0.084 Uiso 1 1 calc R U . . .
H42C H 0.9185 0.1610 1.1488 0.084 Uiso 1 1 calc R U . . .
C43 C 0.9443(7) 0.4457(7) 0.9394(5) 0.024(2) Uani 1 1 d . . . . .
H43A H 0.9879 0.4202 0.9882 0.029 Uiso 1 1 calc R U . . .
H43B H 0.9184 0.5196 0.9301 0.029 Uiso 1 1 calc R U . . .
C44 C 1.1031(7) 0.4493(7) 0.8706(5) 0.028(2) Uani 1 1 d . . . . .
H44A H 1.1203 0.4821 0.8160 0.033 Uiso 1 1 calc R U . . .
H44B H 1.0987 0.4954 0.9054 0.033 Uiso 1 1 calc R U . . .
C45 C 1.1788(8) 0.3519(8) 0.9034(6) 0.034(2) Uani 1 1 d . . . . .
H45 H 1.1696 0.3293 0.9625 0.041 Uiso 1 1 calc R U . . .
C46 C 1.2871(8) 0.3454(9) 0.8890(6) 0.043(3) Uani 1 1 d . . . . .
H46A H 1.3092 0.3868 0.9185 0.051 Uiso 1 1 calc R U . . .
H46B H 1.2972 0.3712 0.8311 0.051 Uiso 1 1 calc R U . . .
C47 C 1.3478(9) 0.2346(9) 0.9182(8) 0.055(3) Uani 1 1 d . . . . .
H47A H 1.4188 0.2283 0.9057 0.065 Uiso 1 1 calc R U . . .
H47B H 1.3429 0.2113 0.9771 0.065 Uiso 1 1 calc R U . . .
C48 C 1.3086(8) 0.1688(9) 0.8774(8) 0.049(3) Uani 1 1 d . . . . .
H48A H 1.3197 0.1879 0.8191 0.058 Uiso 1 1 calc R U . . .
H48B H 1.3459 0.0973 0.8989 0.058 Uiso 1 1 calc R U . . .
C49 C 1.1987(8) 0.1811(8) 0.8915(7) 0.041(3) Uani 1 1 d . . . . .
H49A H 1.1743 0.1406 0.8625 0.050 Uiso 1 1 calc R U . . .
H49B H 1.1880 0.1565 0.9494 0.050 Uiso 1 1 calc R U . . .
C50 C 1.0385(7) 0.3097(7) 0.8824(5) 0.025(2) Uani 1 1 d . . . . .
H50 H 1.0348 0.2798 0.9413 0.030 Uiso 1 1 calc R U . . .
C51 C 0.9780(7) 0.2645(7) 0.8402(5) 0.025(2) Uani 1 1 d . . . . .
C52 C 0.9594(7) 0.1734(7) 0.8822(5) 0.025(2) Uani 1 1 d . . . . .
H52 H 0.9798 0.1456 0.9370 0.030 Uiso 1 1 calc R U . . .
C53 C 0.9127(8) 0.1247(7) 0.8454(5) 0.030(2) Uani 1 1 d . . . . .
C54 C 0.8793(8) 0.1636(8) 0.7667(5) 0.033(2) Uani 1 1 d . . . . .
H54 H 0.8462 0.1290 0.7416 0.040 Uiso 1 1 calc R U . . .
C55 C 0.8951(7) 0.2537(7) 0.7254(5) 0.023(2) Uani 1 1 d . . . . .
C56 C 0.9458(7) 0.3053(6) 0.7605(5) 0.023(2) Uani 1 1 d . . . . .
C64 C 0.405(3) 0.994(3) 0.1054(18) 0.227(6) Uani 1 1 d D U . . .
H64A H 0.3443 1.0364 0.0736 0.272 Uiso 1 1 calc R U . . .
H64B H 0.4416 0.9455 0.0754 0.272 Uiso 1 1 calc R U . . .
C61 C 0.399(3) 0.841(3) 0.3332(19) 0.227(6) Uani 1 1 d D U . . .
H61A H 0.3389 0.8216 0.3225 0.272 Uiso 1 1 calc R U . . .
H61B H 0.3716 0.9008 0.3549 0.272 Uiso 1 1 calc R U . . .
C63 C 0.376(3) 0.939(3) 0.1812(19) 0.227(6) Uani 1 1 d D U . . .
H63A H 0.3160 0.9872 0.1944 0.272 Uiso 1 1 calc R U . . .
H63B H 0.3506 0.8877 0.1656 0.272 Uiso 1 1 calc R U . . .
C62 C 0.422(3) 0.887(3) 0.2557(18) 0.227(6) Uani 1 1 d D U . . .
H62A H 0.4568 0.9341 0.2656 0.272 Uiso 1 1 calc R U . . .
H62B H 0.4747 0.8319 0.2423 0.272 Uiso 1 1 calc R U . . .
C60 C 0.439(3) 0.765(3) 0.406(2) 0.227(6) Uani 1 1 d D U . . .
H60A H 0.3870 0.7630 0.4458 0.340 Uiso 1 1 calc R U . . .
H60B H 0.4616 0.6989 0.3933 0.340 Uiso 1 1 calc R U . . .
H60C H 0.4951 0.7799 0.4265 0.340 Uiso 1 1 calc R U . . .
C65 C 0.470(3) 1.062(3) 0.1107(19) 0.227(6) Uani 1 1 d D U . . .
H65A H 0.4859 1.0961 0.0565 0.340 Uiso 1 1 calc R U . . .
H65B H 0.4348 1.1127 0.1385 0.340 Uiso 1 1 calc R U . . .
H65C H 0.5325 1.0215 0.1404 0.340 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
Zr1 O1 1.976(6) . ?
Zr1 O3 1.984(6) . ?
Zr1 O2 2.026(6) . ?
Zr1 O4 2.026(6) . ?
Zr1 N3 2.459(7) . ?
Zr1 N1 2.466(7) . ?
Cl1 C27 1.737(8) . ?
O1 C1 1.358(10) . ?
N1 C15 1.490(11) . ?
N1 C16 1.513(12) . ?
N1 C22 1.533(11) . ?
C1 C6 1.394(13) . ?
C1 C2 1.403(13) . ?
Cl2 C25 1.747(10) . ?
O2 C28 1.352(10) . ?
N2 C22 1.457(13) . ?
N2 C17 1.459(13) . ?
N2 C21 1.460(13) . ?
C2 C3 1.402(12) . ?
C2 C7 1.520(13) . ?
Cl3 C55 1.746(8) . ?
O3 C29 1.368(10) . ?
N3 C44 1.510(12) . ?
N3 C43 1.511(11) . ?
N3 C50 1.514(11) . ?
C3 C4 1.403(14) . ?
C3 H3 0.9500 . ?
Cl4 C53 1.751(9) . ?
O4 C56 1.356(10) . ?
N4 C50 1.449(12) . ?
N4 C49 1.467(13) . ?
N4 C45 1.484(12) . ?
C4 C5 1.368(14) . ?
C4 C11 1.533(12) . ?
C5 C6 1.397(12) . ?
C5 H5 0.9500 . ?
C6 C15 1.486(13) . ?
C7 C10 1.537(15) . ?
C7 C9 1.564(14) . ?
C7 C8 1.568(15) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C14 1.534(15) . ?
C11 C12 1.535(14) . ?
C11 C13 1.542(16) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.520(14) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.500(15) . ?
C17 H17 1.0000 . ?
C18 C19 1.532(18) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.49(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.514(19) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.518(12) . ?
C22 H22 1.0000 . ?
C23 C24 1.380(13) . ?
C23 C28 1.421(12) . ?
C24 C25 1.383(14) . ?
C24 H24 0.9500 . ?
C25 C26 1.391(13) . ?
C26 C27 1.377(13) . ?
C26 H26 0.9500 . ?
C27 C28 1.381(13) . ?
C29 C34 1.381(13) . ?
C29 C30 1.390(13) . ?
C30 C31 1.414(12) . ?
C30 C35 1.544(14) . ?
C31 C32 1.383(14) . ?
C31 H31 0.9500 . ?
C32 C33 1.386(13) . ?
C32 C39 1.558(12) . ?
C33 C34 1.370(12) . ?
C33 H33 0.9500 . ?
C34 C43 1.494(13) . ?
C35 C37 1.499(17) . ?
C35 C38 1.520(14) . ?
C35 C36 1.545(14) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C41 1.513(15) . ?
C39 C42 1.524(15) . ?
C39 C40 1.533(16) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.487(14) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.503(15) . ?
C45 H45 1.0000 . ?
C46 C47 1.538(16) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.534(15) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.512(15) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.508(12) . ?
C50 H50 1.0000 . ?
C51 C56 1.390(12) . ?
C51 C52 1.403(12) . ?
C52 C53 1.356(13) . ?
C52 H52 0.9500 . ?
C53 C54 1.379(13) . ?
C54 C55 1.373(12) . ?
C54 H54 0.9500 . ?
C55 C56 1.406(12) . ?
C64 C63 1.45(2) . ?
C64 C65 1.52(2) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C61 C62 1.39(2) . ?
C61 C60 1.45(2) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C63 C62 1.39(2) . ?
C63 H63A 0.9900 . ?
C63 H63B 0.9900 . ?
C62 H62A 0.9900 . ?
C62 H62B 0.9900 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zr1 O3 91.6(2) . . ?
O1 Zr1 O2 100.4(2) . . ?
O3 Zr1 O2 109.3(2) . . ?
O1 Zr1 O4 108.7(2) . . ?
O3 Zr1 O4 100.3(3) . . ?
O2 Zr1 O4 137.5(2) . . ?
O1 Zr1 N3 168.9(2) . . ?
O3 Zr1 N3 79.2(2) . . ?
O2 Zr1 N3 77.2(2) . . ?
O4 Zr1 N3 79.3(2) . . ?
O1 Zr1 N1 78.9(2) . . ?
O3 Zr1 N1 168.5(2) . . ?
O2 Zr1 N1 79.1(2) . . ?
O4 Zr1 N1 77.0(2) . . ?
N3 Zr1 N1 110.9(2) . . ?
C1 O1 Zr1 143.3(6) . . ?
C15 N1 C16 109.5(7) . . ?
C15 N1 C22 107.7(7) . . ?
C16 N1 C22 103.3(7) . . ?
C15 N1 Zr1 105.7(5) . . ?
C16 N1 Zr1 111.3(5) . . ?
C22 N1 Zr1 119.2(5) . . ?
O1 C1 C6 116.8(9) . . ?
O1 C1 C2 122.6(8) . . ?
C6 C1 C2 120.6(8) . . ?
C28 O2 Zr1 124.3(5) . . ?
C22 N2 C17 102.5(7) . . ?
C22 N2 C21 113.7(9) . . ?
C17 N2 C21 112.0(8) . . ?
C3 C2 C1 116.7(9) . . ?
C3 C2 C7 121.1(9) . . ?
C1 C2 C7 122.1(8) . . ?
C29 O3 Zr1 141.1(6) . . ?
C44 N3 C43 110.0(6) . . ?
C44 N3 C50 103.3(7) . . ?
C43 N3 C50 107.4(6) . . ?
C44 N3 Zr1 111.2(5) . . ?
C43 N3 Zr1 105.6(5) . . ?
C50 N3 Zr1 119.2(5) . . ?
C2 C3 C4 123.5(10) . . ?
C2 C3 H3 118.3 . . ?
C4 C3 H3 118.3 . . ?
C56 O4 Zr1 125.5(5) . . ?
C50 N4 C49 114.6(8) . . ?
C50 N4 C45 101.7(7) . . ?
C49 N4 C45 111.7(8) . . ?
C5 C4 C3 117.7(8) . . ?
C5 C4 C11 123.4(9) . . ?
C3 C4 C11 118.9(9) . . ?
C4 C5 C6 121.1(9) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 120.3(9) . . ?
C1 C6 C15 118.8(8) . . ?
C5 C6 C15 120.9(8) . . ?
C2 C7 C10 113.0(8) . . ?
C2 C7 C9 111.0(9) . . ?
C10 C7 C9 106.4(9) . . ?
C2 C7 C8 108.3(9) . . ?
C10 C7 C8 108.4(10) . . ?
C9 C7 C8 109.6(8) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C11 C14 111.7(9) . . ?
C4 C11 C12 110.0(8) . . ?
C14 C11 C12 109.1(9) . . ?
C4 C11 C13 108.3(9) . . ?
C14 C11 C13 108.6(9) . . ?
C12 C11 C13 109.1(10) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C6 C15 N1 114.7(7) . . ?
C6 C15 H15A 108.6 . . ?
N1 C15 H15A 108.6 . . ?
C6 C15 H15B 108.6 . . ?
N1 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
N1 C16 C17 105.1(8) . . ?
N1 C16 H16A 110.7 . . ?
C17 C16 H16A 110.7 . . ?
N1 C16 H16B 110.7 . . ?
C17 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?
N2 C17 C18 112.1(9) . . ?
N2 C17 C16 100.3(7) . . ?
C18 C17 C16 118.1(9) . . ?
N2 C17 H17 108.6 . . ?
C18 C17 H17 108.6 . . ?
C16 C17 H17 108.6 . . ?
C17 C18 C19 108.6(11) . . ?
C17 C18 H18A 110.0 . . ?
C19 C18 H18A 110.0 . . ?
C17 C18 H18B 110.0 . . ?
C19 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C20 C19 C18 111.5(11) . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C18 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 C21 112.4(11) . . ?
C19 C20 H20A 109.1 . . ?
C21 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
C21 C20 H20B 109.1 . . ?
H20A C20 H20B 107.9 . . ?
N2 C21 C20 108.2(11) . . ?
N2 C21 H21A 110.0 . . ?
C20 C21 H21A 110.0 . . ?
N2 C21 H21B 110.0 . . ?
C20 C21 H21B 110.0 . . ?
H21A C21 H21B 108.4 . . ?
N2 C22 C23 113.3(7) . . ?
N2 C22 N1 103.6(7) . . ?
C23 C22 N1 116.6(7) . . ?
N2 C22 H22 107.6 . . ?
C23 C22 H22 107.6 . . ?
N1 C22 H22 107.6 . . ?
C24 C23 C28 120.1(8) . . ?
C24 C23 C22 117.5(7) . . ?
C28 C23 C22 122.4(8) . . ?
C23 C24 C25 120.0(8) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 120.9(9) . . ?
C24 C25 Cl2 119.8(7) . . ?
C26 C25 Cl2 119.3(8) . . ?
C27 C26 C25 118.5(9) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C26 C27 C28 122.5(8) . . ?
C26 C27 Cl1 119.2(7) . . ?
C28 C27 Cl1 118.3(7) . . ?
O2 C28 C27 120.7(8) . . ?
O2 C28 C23 121.4(8) . . ?
C27 C28 C23 117.9(8) . . ?
O3 C29 C34 117.6(8) . . ?
O3 C29 C30 121.7(8) . . ?
C34 C29 C30 120.7(8) . . ?
C29 C30 C31 115.7(9) . . ?
C29 C30 C35 123.5(8) . . ?
C31 C30 C35 120.7(9) . . ?
C32 C31 C30 124.4(9) . . ?
C32 C31 H31 117.8 . . ?
C30 C31 H31 117.8 . . ?
C31 C32 C33 116.6(9) . . ?
C31 C32 C39 120.0(9) . . ?
C33 C32 C39 123.3(9) . . ?
C34 C33 C32 121.1(9) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C29 121.2(8) . . ?
C33 C34 C43 120.3(9) . . ?
C29 C34 C43 118.4(8) . . ?
C37 C35 C38 107.2(11) . . ?
C37 C35 C30 108.0(9) . . ?
C38 C35 C30 112.8(8) . . ?
C37 C35 C36 111.2(9) . . ?
C38 C35 C36 107.3(9) . . ?
C30 C35 C36 110.5(9) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C41 C39 C42 108.9(10) . . ?
C41 C39 C40 110.7(10) . . ?
C42 C39 C40 108.5(9) . . ?
C41 C39 C32 109.5(8) . . ?
C42 C39 C32 110.3(8) . . ?
C40 C39 C32 109.0(9) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C34 C43 N3 113.8(7) . . ?
C34 C43 H43A 108.8 . . ?
N3 C43 H43A 108.8 . . ?
C34 C43 H43B 108.8 . . ?
N3 C43 H43B 108.8 . . ?
H43A C43 H43B 107.7 . . ?
C45 C44 N3 105.3(7) . . ?
C45 C44 H44A 110.7 . . ?
N3 C44 H44A 110.7 . . ?
C45 C44 H44B 110.7 . . ?
N3 C44 H44B 110.7 . . ?
H44A C44 H44B 108.8 . . ?
N4 C45 C44 99.2(7) . . ?
N4 C45 C46 112.1(9) . . ?
C44 C45 C46 118.9(9) . . ?
N4 C45 H45 108.7 . . ?
C44 C45 H45 108.7 . . ?
C46 C45 H45 108.7 . . ?
C45 C46 C47 108.5(9) . . ?
C45 C46 H46A 110.0 . . ?
C47 C46 H46A 110.0 . . ?
C45 C46 H46B 110.0 . . ?
C47 C46 H46B 110.0 . . ?
H46A C46 H46B 108.4 . . ?
C48 C47 C46 110.3(10) . . ?
C48 C47 H47A 109.6 . . ?
C46 C47 H47A 109.6 . . ?
C48 C47 H47B 109.6 . . ?
C46 C47 H47B 109.6 . . ?
H47A C47 H47B 108.1 . . ?
C49 C48 C47 111.0(10) . . ?
C49 C48 H48A 109.4 . . ?
C47 C48 H48A 109.4 . . ?
C49 C48 H48B 109.4 . . ?
C47 C48 H48B 109.4 . . ?
H48A C48 H48B 108.0 . . ?
N4 C49 C48 110.0(9) . . ?
N4 C49 H49A 109.7 . . ?
C48 C49 H49A 109.7 . . ?
N4 C49 H49B 109.7 . . ?
C48 C49 H49B 109.7 . . ?
H49A C49 H49B 108.2 . . ?
N4 C50 C51 114.2(7) . . ?
N4 C50 N3 104.1(7) . . ?
C51 C50 N3 117.0(7) . . ?
N4 C50 H50 107.0 . . ?
C51 C50 H50 107.0 . . ?
N3 C50 H50 107.0 . . ?
C56 C51 C52 118.9(8) . . ?
C56 C51 C50 123.0(8) . . ?
C52 C51 C50 117.9(7) . . ?
C53 C52 C51 120.7(8) . . ?
C53 C52 H52 119.6 . . ?
C51 C52 H52 119.6 . . ?
C52 C53 C54 121.7(8) . . ?
C52 C53 Cl4 119.5(7) . . ?
C54 C53 Cl4 118.9(7) . . ?
C55 C54 C53 118.2(8) . . ?
C55 C54 H54 120.9 . . ?
C53 C54 H54 120.9 . . ?
C54 C55 C56 122.0(8) . . ?
C54 C55 Cl3 120.0(7) . . ?
C56 C55 Cl3 118.0(7) . . ?
O4 C56 C51 121.9(7) . . ?
O4 C56 C55 119.5(8) . . ?
C51 C56 C55 118.5(8) . . ?
C63 C64 C65 116(2) . . ?
C63 C64 H64A 108.2 . . ?
C65 C64 H64A 108.2 . . ?
C63 C64 H64B 108.2 . . ?
C65 C64 H64B 108.2 . . ?
H64A C64 H64B 107.4 . . ?
C62 C61 C60 144(3) . . ?
C62 C61 H61A 101.0 . . ?
C60 C61 H61A 101.0 . . ?
C62 C61 H61B 101.0 . . ?
C60 C61 H61B 101.0 . . ?
H61A C61 H61B 104.5 . . ?
C62 C63 C64 136(3) . . ?
C62 C63 H63A 103.2 . . ?
C64 C63 H63A 103.2 . . ?
C62 C63 H63B 103.2 . . ?
C64 C63 H63B 103.2 . . ?
H63A C63 H63B 105.2 . . ?
C63 C62 C61 141(3) . . ?
C63 C62 H62A 101.9 . . ?
C61 C62 H62A 101.9 . . ?
C63 C62 H62B 101.9 . . ?
C61 C62 H62B 101.9 . . ?
H62A C62 H62B 104.7 . . ?
C61 C60 H60A 109.5 . . ?
C61 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C61 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C64 C65 H65A 109.5 . . ?
C64 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C64 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zr1 O1 C1 C6 34.7(13) . . . . ?
Zr1 O1 C1 C2 -143.8(8) . . . . ?
O1 C1 C2 C3 176.0(8) . . . . ?
C6 C1 C2 C3 -2.5(13) . . . . ?
O1 C1 C2 C7 -6.9(14) . . . . ?
C6 C1 C2 C7 174.7(9) . . . . ?
C1 C2 C3 C4 0.2(14) . . . . ?
C7 C2 C3 C4 -177.0(9) . . . . ?
C2 C3 C4 C5 2.0(15) . . . . ?
C2 C3 C4 C11 -178.7(9) . . . . ?
C3 C4 C5 C6 -1.9(14) . . . . ?
C11 C4 C5 C6 178.8(9) . . . . ?
O1 C1 C6 C5 -175.9(7) . . . . ?
C2 C1 C6 C5 2.6(13) . . . . ?
O1 C1 C6 C15 3.5(12) . . . . ?
C2 C1 C6 C15 -178.0(8) . . . . ?
C4 C5 C6 C1 -0.3(13) . . . . ?
C4 C5 C6 C15 -179.7(8) . . . . ?
C3 C2 C7 C10 -3.2(14) . . . . ?
C1 C2 C7 C10 179.8(9) . . . . ?
C3 C2 C7 C9 -122.6(10) . . . . ?
C1 C2 C7 C9 60.3(12) . . . . ?
C3 C2 C7 C8 117.0(10) . . . . ?
C1 C2 C7 C8 -60.0(12) . . . . ?
C5 C4 C11 C14 -1.3(14) . . . . ?
C3 C4 C11 C14 179.4(9) . . . . ?
C5 C4 C11 C12 -122.6(11) . . . . ?
C3 C4 C11 C12 58.0(13) . . . . ?
C5 C4 C11 C13 118.2(11) . . . . ?
C3 C4 C11 C13 -61.1(12) . . . . ?
C1 C6 C15 N1 -60.7(11) . . . . ?
C5 C6 C15 N1 118.7(9) . . . . ?
C16 N1 C15 C6 -167.3(8) . . . . ?
C22 N1 C15 C6 -55.6(9) . . . . ?
Zr1 N1 C15 C6 72.8(8) . . . . ?
C15 N1 C16 C17 105.6(8) . . . . ?
C22 N1 C16 C17 -8.9(8) . . . . ?
Zr1 N1 C16 C17 -138.0(6) . . . . ?
C22 N2 C17 C18 -176.1(8) . . . . ?
C21 N2 C17 C18 61.6(12) . . . . ?
C22 N2 C17 C16 -49.9(9) . . . . ?
C21 N2 C17 C16 -172.3(9) . . . . ?
N1 C16 C17 N2 35.7(9) . . . . ?
N1 C16 C17 C18 157.8(8) . . . . ?
N2 C17 C18 C19 -55.5(12) . . . . ?
C16 C17 C18 C19 -171.3(9) . . . . ?
C17 C18 C19 C20 52.0(15) . . . . ?
C18 C19 C20 C21 -54.1(17) . . . . ?
C22 N2 C21 C20 -175.0(9) . . . . ?
C17 N2 C21 C20 -59.3(12) . . . . ?
C19 C20 C21 N2 56.2(15) . . . . ?
C17 N2 C22 C23 172.4(7) . . . . ?
C21 N2 C22 C23 -66.5(10) . . . . ?
C17 N2 C22 N1 45.1(8) . . . . ?
C21 N2 C22 N1 166.2(7) . . . . ?
C15 N1 C22 N2 -137.1(7) . . . . ?
C16 N1 C22 N2 -21.3(8) . . . . ?
Zr1 N1 C22 N2 102.7(6) . . . . ?
C15 N1 C22 C23 97.7(9) . . . . ?
C16 N1 C22 C23 -146.5(8) . . . . ?
Zr1 N1 C22 C23 -22.6(10) . . . . ?
N2 C22 C23 C24 102.0(10) . . . . ?
N1 C22 C23 C24 -137.9(8) . . . . ?
N2 C22 C23 C28 -77.3(11) . . . . ?
N1 C22 C23 C28 42.9(12) . . . . ?
C28 C23 C24 C25 1.3(14) . . . . ?
C22 C23 C24 C25 -177.9(9) . . . . ?
C23 C24 C25 C26 1.3(15) . . . . ?
C23 C24 C25 Cl2 -179.3(8) . . . . ?
C24 C25 C26 C27 -2.4(16) . . . . ?
Cl2 C25 C26 C27 178.2(8) . . . . ?
C25 C26 C27 C28 0.8(16) . . . . ?
C25 C26 C27 Cl1 -178.8(8) . . . . ?
Zr1 O2 C28 C27 118.0(8) . . . . ?
Zr1 O2 C28 C23 -60.9(11) . . . . ?
C26 C27 C28 O2 -177.1(9) . . . . ?
Cl1 C27 C28 O2 2.4(13) . . . . ?
C26 C27 C28 C23 1.8(15) . . . . ?
Cl1 C27 C28 C23 -178.6(7) . . . . ?
C24 C23 C28 O2 176.1(8) . . . . ?
C22 C23 C28 O2 -4.7(14) . . . . ?
C24 C23 C28 C27 -2.8(14) . . . . ?
C22 C23 C28 C27 176.4(9) . . . . ?
Zr1 O3 C29 C34 40.1(13) . . . . ?
Zr1 O3 C29 C30 -140.9(8) . . . . ?
O3 C29 C30 C31 175.3(8) . . . . ?
C34 C29 C30 C31 -5.7(14) . . . . ?
O3 C29 C30 C35 -5.4(15) . . . . ?
C34 C29 C30 C35 173.6(10) . . . . ?
C29 C30 C31 C32 4.8(15) . . . . ?
C35 C30 C31 C32 -174.5(10) . . . . ?
C30 C31 C32 C33 -1.3(15) . . . . ?
C30 C31 C32 C39 -179.7(9) . . . . ?
C31 C32 C33 C34 -1.4(14) . . . . ?
C39 C32 C33 C34 177.0(9) . . . . ?
C32 C33 C34 C29 0.4(14) . . . . ?
C32 C33 C34 C43 -177.9(8) . . . . ?
O3 C29 C34 C33 -177.6(8) . . . . ?
C30 C29 C34 C33 3.4(14) . . . . ?
O3 C29 C34 C43 0.7(13) . . . . ?
C30 C29 C34 C43 -178.3(9) . . . . ?
C29 C30 C35 C37 -63.1(13) . . . . ?
C31 C30 C35 C37 116.1(10) . . . . ?
C29 C30 C35 C38 178.6(11) . . . . ?
C31 C30 C35 C38 -2.1(15) . . . . ?
C29 C30 C35 C36 58.6(13) . . . . ?
C31 C30 C35 C36 -122.1(10) . . . . ?
C31 C32 C39 C41 61.8(13) . . . . ?
C33 C32 C39 C41 -116.6(11) . . . . ?
C31 C32 C39 C42 -178.4(10) . . . . ?
C33 C32 C39 C42 3.2(14) . . . . ?
C31 C32 C39 C40 -59.4(12) . . . . ?
C33 C32 C39 C40 122.2(11) . . . . ?
C33 C34 C43 N3 118.0(9) . . . . ?
C29 C34 C43 N3 -60.3(11) . . . . ?
C44 N3 C43 C34 -166.5(8) . . . . ?
C50 N3 C43 C34 -54.8(10) . . . . ?
Zr1 N3 C43 C34 73.4(8) . . . . ?
C43 N3 C44 C45 101.3(8) . . . . ?
C50 N3 C44 C45 -13.1(9) . . . . ?
Zr1 N3 C44 C45 -142.0(6) . . . . ?
C50 N4 C45 C44 -51.1(9) . . . . ?
C49 N4 C45 C44 -173.8(8) . . . . ?
C50 N4 C45 C46 -177.5(8) . . . . ?
C49 N4 C45 C46 59.8(11) . . . . ?
N3 C44 C45 N4 38.9(9) . . . . ?
N3 C44 C45 C46 160.5(8) . . . . ?
N4 C45 C46 C47 -57.2(11) . . . . ?
C44 C45 C46 C47 -172.1(9) . . . . ?
C45 C46 C47 C48 55.3(13) . . . . ?
C46 C47 C48 C49 -56.1(13) . . . . ?
C50 N4 C49 C48 -173.0(8) . . . . ?
C45 N4 C49 C48 -57.9(11) . . . . ?
C47 C48 C49 N4 56.6(12) . . . . ?
C49 N4 C50 C51 -66.7(10) . . . . ?
C45 N4 C50 C51 172.6(7) . . . . ?
C49 N4 C50 N3 164.5(7) . . . . ?
C45 N4 C50 N3 43.8(8) . . . . ?
C44 N3 C50 N4 -18.7(8) . . . . ?
C43 N3 C50 N4 -135.0(7) . . . . ?
Zr1 N3 C50 N4 105.1(6) . . . . ?
C44 N3 C50 C51 -145.8(7) . . . . ?
C43 N3 C50 C51 97.9(8) . . . . ?
Zr1 N3 C50 C51 -22.0(10) . . . . ?
N4 C50 C51 C56 -78.1(12) . . . . ?
N3 C50 C51 C56 43.8(13) . . . . ?
N4 C50 C51 C52 97.5(10) . . . . ?
N3 C50 C51 C52 -140.5(8) . . . . ?
C56 C51 C52 C53 1.3(15) . . . . ?
C50 C51 C52 C53 -174.5(9) . . . . ?
C51 C52 C53 C54 -1.9(16) . . . . ?
C51 C52 C53 Cl4 179.4(7) . . . . ?
C52 C53 C54 C55 0.5(16) . . . . ?
Cl4 C53 C54 C55 179.3(8) . . . . ?
C53 C54 C55 C56 1.4(16) . . . . ?
C53 C54 C55 Cl3 180.0(8) . . . . ?
Zr1 O4 C56 C51 -56.2(11) . . . . ?
Zr1 O4 C56 C55 119.8(8) . . . . ?
C52 C51 C56 O4 176.5(8) . . . . ?
C50 C51 C56 O4 -7.9(15) . . . . ?
C52 C51 C56 C55 0.5(14) . . . . ?
C50 C51 C56 C55 176.1(9) . . . . ?
C54 C55 C56 O4 -178.0(9) . . . . ?
Cl3 C55 C56 O4 3.4(12) . . . . ?
C54 C55 C56 C51 -1.9(15) . . . . ?
Cl3 C55 C56 C51 179.5(7) . . . . ?
C65 C64 C63 C62 -40(7) . . . . ?
C64 C63 C62 C61 171(4) . . . . ?
C60 C61 C62 C63 154(5) . . . . ?

_refine_diff_density_max         2.001
_refine_diff_density_min         -1.374
_refine_diff_density_rms         0.151

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

data_Zr_2_2
_database_code_depnum_ccdc_archive 'CCDC 1432305'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C61 H84 Br4 N4 O4 Zr'
_chemical_formula_weight         1348.18

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 '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                   13.8853(9)
_cell_length_b                   14.3894(6)
_cell_length_c                   17.4919(8)
_cell_angle_alpha                74.488(4)
_cell_angle_beta                 86.590(5)
_cell_angle_gamma                74.048(5)
_cell_volume                     3237.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1286
_cell_measurement_theta_min      4.1210
_cell_measurement_theta_max      26.3580

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.3000
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0500
_exptl_absorpt_coefficient_mu    2.683
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1380
_exptl_absorpt_correction_T_min  0.74761
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_shelx_estimated_absorpt_T_min   0.500
_shelx_estimated_absorpt_T_max   0.775
_diffrn_ambient_temperature      150(2)
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Xcalibur, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 16.1468
_diffrn_reflns_number            14806
_diffrn_reflns_av_unetI/netI     0.0812
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.531
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             14806
_reflns_number_gt                10151
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
19% twinning by virtue of a 180 degree rotation about the 1 0 0 
reciprocal lattice direction was accounted for in the model presented.  
The electron denity in the solvent region is smeared. Optimal 
refinement was attained by treating the solvent as being averaged over
2 proximate sites in a 55:45 ratio. distance and ADP restraints were 
applied in the disordered fragments to assist convergence. It is 
evident that this disorder modelling is approximate, not least by the
C-C-C angles in this region. However, more elaborate models afforded 
no significant impact on the overall refinement of this structure.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0753P)²+5.3684P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_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         14806
_refine_ls_number_parameters     726
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.1054
_refine_ls_R_factor_gt           0.0640
_refine_ls_wR_factor_ref         0.1685
_refine_ls_wR_factor_gt          0.1458
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_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
Zr1 Zr 0.90241(4) 0.02910(3) 0.74786(3) 0.01859(12) Uani 1 1 d . . . . .
Br1 Br 0.84598(5) 0.27208(4) 0.87263(3) 0.03395(16) Uani 1 1 d . . . . .
Br2 Br 0.88407(6) 0.55734(4) 0.58637(4) 0.04497(19) Uani 1 1 d . . . . .
Br3 Br 0.84344(4) -0.18312(4) 0.62072(3) 0.02983(15) Uani 1 1 d . . . . .
Br4 Br 0.88708(6) -0.49472(4) 0.90505(4) 0.0477(2) Uani 1 1 d . . . . .
O1 O 0.8018(3) 0.1203(2) 0.6675(2) 0.0221(8) Uani 1 1 d . . . . .
O2 O 0.9589(3) 0.1290(2) 0.7802(2) 0.0228(8) Uani 1 1 d . . . . .
O3 O 0.7989(3) -0.0048(3) 0.8246(2) 0.0231(8) Uani 1 1 d . . . . .
O4 O 0.9560(3) -0.1021(2) 0.7176(2) 0.0233(8) Uani 1 1 d . . . . .
N1 N 1.0108(3) 0.0728(3) 0.6342(3) 0.0195(9) Uani 1 1 d . . . . .
N2 N 1.1484(3) 0.1290(4) 0.6512(3) 0.0327(11) Uani 1 1 d . . . . .
N3 N 1.0070(3) -0.0744(3) 0.8656(3) 0.0221(9) Uani 1 1 d . . . . .
N4 N 1.1432(4) -0.2070(4) 0.8549(4) 0.0457(15) Uani 1 1 d . . . . .
C1 C 0.7911(4) 0.1895(4) 0.5956(3) 0.0206(11) Uani 1 1 d . . . . .
C2 C 0.7078(4) 0.2743(4) 0.5765(3) 0.0242(11) Uani 1 1 d . . . . .
C3 C 0.7094(4) 0.3425(4) 0.5045(3) 0.0267(12) Uani 1 1 d . . . . .
H3 H 0.6546 0.4008 0.4912 0.032 Uiso 1 1 calc R U . . .
C4 C 0.7864(4) 0.3317(4) 0.4494(3) 0.0252(11) Uani 1 1 d . . . . .
C5 C 0.8635(4) 0.2458(4) 0.4684(3) 0.0250(11) Uani 1 1 d . . . . .
H5 H 0.9155 0.2340 0.4315 0.030 Uiso 1 1 calc R U . . .
C6 C 0.8663(4) 0.1750(4) 0.5420(3) 0.0211(11) Uani 1 1 d . . . . .
C7 C 0.6182(4) 0.2880(4) 0.6327(4) 0.0339(14) Uani 1 1 d . . . . .
C8 C 0.6503(5) 0.2943(5) 0.7131(4) 0.0421(16) Uani 1 1 d . . . . .
H8A H 0.5917 0.3045 0.7470 0.063 Uiso 1 1 calc R U . . .
H8B H 0.6800 0.3505 0.7050 0.063 Uiso 1 1 calc R U . . .
H8C H 0.6998 0.2319 0.7386 0.063 Uiso 1 1 calc R U . . .
C9 C 0.5736(5) 0.1992(5) 0.6437(4) 0.0427(16) Uani 1 1 d . . . . .
H9A H 0.5169 0.2060 0.6798 0.064 Uiso 1 1 calc R U . . .
H9B H 0.6248 0.1367 0.6660 0.064 Uiso 1 1 calc R U . . .
H9C H 0.5504 0.1980 0.5922 0.064 Uiso 1 1 calc R U . . .
C10 C 0.5359(5) 0.3839(5) 0.5987(5) 0.055(2) Uani 1 1 d . . . . .
H10A H 0.5111 0.3812 0.5482 0.082 Uiso 1 1 calc R U . . .
H10B H 0.5632 0.4419 0.5898 0.082 Uiso 1 1 calc R U . . .
H10C H 0.4807 0.3900 0.6362 0.082 Uiso 1 1 calc R U . . .
C11 C 0.7804(4) 0.4132(4) 0.3710(3) 0.0328(13) Uani 1 1 d . . . . .
C12 C 0.7766(6) 0.5124(4) 0.3892(4) 0.0478(18) Uani 1 1 d . . . . .
H12A H 0.7207 0.5285 0.4246 0.072 Uiso 1 1 calc R U . . .
H12B H 0.7671 0.5658 0.3396 0.072 Uiso 1 1 calc R U . . .
H12C H 0.8396 0.5064 0.4150 0.072 Uiso 1 1 calc R U . . .
C13 C 0.6860(5) 0.4239(5) 0.3242(4) 0.0449(16) Uani 1 1 d . . . . .
H13A H 0.6887 0.3598 0.3136 0.067 Uiso 1 1 calc R U . . .
H13B H 0.6826 0.4752 0.2739 0.067 Uiso 1 1 calc R U . . .
H13C H 0.6265 0.4437 0.3554 0.067 Uiso 1 1 calc R U . . .
C14 C 0.8716(5) 0.3872(5) 0.3193(4) 0.0465(17) Uani 1 1 d . . . . .
H14A H 0.9329 0.3780 0.3489 0.070 Uiso 1 1 calc R U . . .
H14B H 0.8667 0.4418 0.2709 0.070 Uiso 1 1 calc R U . . .
H14C H 0.8738 0.3253 0.3052 0.070 Uiso 1 1 calc R U . . .
C15 C 0.9530(4) 0.0810(4) 0.5619(3) 0.0217(11) Uani 1 1 d . . . . .
H15A H 0.9267 0.0216 0.5708 0.026 Uiso 1 1 calc R U . . .
H15B H 0.9986 0.0811 0.5162 0.026 Uiso 1 1 calc R U . . .
C16 C 1.1079(4) -0.0103(4) 0.6397(3) 0.0267(12) Uani 1 1 d . . . . .
H16A H 1.1207 -0.0536 0.6946 0.032 Uiso 1 1 calc R U . . .
H16B H 1.1057 -0.0523 0.6036 0.032 Uiso 1 1 calc R U . . .
C17 C 1.1871(4) 0.0453(5) 0.6147(4) 0.0380(15) Uani 1 1 d . . . . .
H17 H 1.1842 0.0721 0.5557 0.046 Uiso 1 1 calc R U . . .
C18 C 1.2934(5) -0.0093(6) 0.6404(5) 0.057(2) Uani 1 1 d . . . . .
H18A H 1.3187 -0.0642 0.6142 0.069 Uiso 1 1 calc R U . . .
H18B H 1.2970 -0.0388 0.6985 0.069 Uiso 1 1 calc R U . . .
C19 C 1.3581(6) 0.0657(7) 0.6173(6) 0.075(3) Uani 1 1 d . . . . .
H19A H 1.4273 0.0322 0.6380 0.090 Uiso 1 1 calc R U . . .
H19B H 1.3608 0.0890 0.5588 0.090 Uiso 1 1 calc R U . . .
C20 C 1.3131(6) 0.1558(7) 0.6519(6) 0.074(3) Uani 1 1 d . . . . .
H20A H 1.3172 0.1331 0.7106 0.089 Uiso 1 1 calc R U . . .
H20B H 1.3524 0.2054 0.6342 0.089 Uiso 1 1 calc R U . . .
C21 C 1.2071(5) 0.2037(5) 0.6264(5) 0.052(2) Uani 1 1 d . . . . .
H21A H 1.2030 0.2306 0.5680 0.063 Uiso 1 1 calc R U . . .
H21B H 1.1791 0.2601 0.6507 0.063 Uiso 1 1 calc R U . . .
C22 C 1.0451(4) 0.1672(4) 0.6218(3) 0.0230(11) Uani 1 1 d . . . . .
H22 H 1.0463 0.1979 0.5634 0.028 Uiso 1 1 calc R U . . .
C23 C 0.9827(4) 0.2462(4) 0.6594(3) 0.0214(11) Uani 1 1 d . . . . .
C24 C 0.9632(4) 0.3463(4) 0.6143(3) 0.0245(11) Uani 1 1 d . . . . .
H24 H 0.9855 0.3617 0.5612 0.029 Uiso 1 1 calc R U . . .
C25 C 0.9114(5) 0.4221(4) 0.6476(3) 0.0301(13) Uani 1 1 d . . . . .
C26 C 0.8771(4) 0.4021(4) 0.7247(3) 0.0274(12) Uani 1 1 d . . . . .
H26 H 0.8428 0.4550 0.7474 0.033 Uiso 1 1 calc R U . . .
C27 C 0.8941(4) 0.3036(4) 0.7674(3) 0.0229(11) Uani 1 1 d . . . . .
C28 C 0.9467(4) 0.2239(4) 0.7371(3) 0.0203(11) Uani 1 1 d . . . . .
C29 C 0.7865(4) -0.0699(4) 0.8950(3) 0.0251(12) Uani 1 1 d . . . . .
C30 C 0.7024(4) -0.1091(4) 0.9102(4) 0.0315(13) Uani 1 1 d . . . . .
C31 C 0.7030(5) -0.1795(4) 0.9817(4) 0.0343(14) Uani 1 1 d . . . . .
H31 H 0.6484 -0.2086 0.9919 0.041 Uiso 1 1 calc R U . . .
C32 C 0.7777(5) -0.2108(4) 1.0398(3) 0.0318(13) Uani 1 1 d . . . . .
C33 C 0.8557(5) -0.1667(4) 1.0244(3) 0.0315(13) Uani 1 1 d . . . . .
H33 H 0.9068 -0.1838 1.0635 0.038 Uiso 1 1 calc R U . . .
C34 C 0.8607(4) -0.0969(4) 0.9520(3) 0.0255(12) Uani 1 1 d . . . . .
C35 C 0.6142(4) -0.0733(5) 0.8509(4) 0.0356(14) Uani 1 1 d . . . . .
C36 C 0.5332(5) -0.1283(6) 0.8788(5) 0.062(2) Uani 1 1 d . . . . .
H36A H 0.5053 -0.1145 0.9287 0.093 Uiso 1 1 calc R U . . .
H36B H 0.5627 -0.2005 0.8873 0.093 Uiso 1 1 calc R U . . .
H36C H 0.4799 -0.1051 0.8384 0.093 Uiso 1 1 calc R U . . .
C37 C 0.6486(5) -0.0916(5) 0.7696(4) 0.0401(15) Uani 1 1 d . . . . .
H37A H 0.5911 -0.0669 0.7328 0.060 Uiso 1 1 calc R U . . .
H37B H 0.6774 -0.1635 0.7756 0.060 Uiso 1 1 calc R U . . .
H37C H 0.6994 -0.0560 0.7486 0.060 Uiso 1 1 calc R U . . .
C38 C 0.5670(5) 0.0382(5) 0.8424(4) 0.0459(17) Uani 1 1 d . . . . .
H38A H 0.5097 0.0621 0.8054 0.069 Uiso 1 1 calc R U . . .
H38B H 0.6167 0.0753 0.8220 0.069 Uiso 1 1 calc R U . . .
H38C H 0.5442 0.0487 0.8943 0.069 Uiso 1 1 calc R U . . .
C39 C 0.7708(5) -0.2911(4) 1.1164(4) 0.0401(15) Uani 1 1 d . . . . .
C40 C 0.6710(6) -0.2584(6) 1.1580(5) 0.063(2) Uani 1 1 d . . . . .
H40A H 0.6663 -0.1946 1.1701 0.094 Uiso 1 1 calc R U . . .
H40B H 0.6682 -0.3096 1.2073 0.094 Uiso 1 1 calc R U . . .
H40C H 0.6151 -0.2502 1.1229 0.094 Uiso 1 1 calc R U . . .
C41 C 0.8573(6) -0.3094(5) 1.1743(4) 0.0535(19) Uani 1 1 d . . . . .
H41A H 0.9214 -0.3287 1.1482 0.080 Uiso 1 1 calc R U . . .
H41B H 0.8530 -0.3633 1.2213 0.080 Uiso 1 1 calc R U . . .
H41C H 0.8527 -0.2480 1.1901 0.080 Uiso 1 1 calc R U . . .
C42 C 0.7785(7) -0.3905(5) 1.0964(5) 0.060(2) Uani 1 1 d . . . . .
H42A H 0.7278 -0.3800 1.0561 0.089 Uiso 1 1 calc R U . . .
H42B H 0.7674 -0.4400 1.1444 0.089 Uiso 1 1 calc R U . . .
H42C H 0.8453 -0.4150 1.0760 0.089 Uiso 1 1 calc R U . . .
C43 C 0.9475(5) -0.0513(4) 0.9355(3) 0.0296(13) Uani 1 1 d . . . . .
H43A H 0.9220 0.0223 0.9259 0.035 Uiso 1 1 calc R U . . .
H43B H 0.9921 -0.0764 0.9830 0.035 Uiso 1 1 calc R U . . .
C44 C 1.1045(4) -0.0454(4) 0.8643(4) 0.0311(13) Uani 1 1 d . . . . .
H44A H 1.1209 -0.0124 0.8098 0.037 Uiso 1 1 calc R U . . .
H44B H 1.1010 -0.0001 0.8988 0.037 Uiso 1 1 calc R U . . .
C45 C 1.1803(5) -0.1453(5) 0.8962(5) 0.052(2) Uani 1 1 d . . . . .
H45 H 1.1685 -0.1690 0.9543 0.062 Uiso 1 1 calc R U . . .
C46 C 1.2838(6) -0.1544(6) 0.8858(6) 0.072(3) Uani 1 1 d . . . . .
H46A H 1.3053 -0.1131 0.9150 0.086 Uiso 1 1 calc R U . . .
H46B H 1.2978 -0.1303 0.8289 0.086 Uiso 1 1 calc R U . . .
C47 C 1.3423(6) -0.2658(5) 0.9175(7) 0.078(3) Uani 1 1 d . . . . .
H47A H 1.4143 -0.2743 0.9056 0.094 Uiso 1 1 calc R U . . .
H47B H 1.3354 -0.2873 0.9758 0.094 Uiso 1 1 calc R U . . .
C48 C 1.3008(6) -0.3298(6) 0.8784(8) 0.099(4) Uani 1 1 d . . . . .
H48A H 1.3180 -0.3150 0.8215 0.119 Uiso 1 1 calc R U . . .
H48B H 1.3341 -0.4012 0.9028 0.119 Uiso 1 1 calc R U . . .
C49 C 1.1982(6) -0.3150(5) 0.8849(6) 0.070(3) Uani 1 1 d . . . . .
H49A H 1.1814 -0.3393 0.9412 0.084 Uiso 1 1 calc R U . . .
H49B H 1.1763 -0.3544 0.8542 0.084 Uiso 1 1 calc R U . . .
C50 C 1.0400(4) -0.1876(4) 0.8792(4) 0.0310(14) Uani 1 1 d . . . . .
H50 H 1.0389 -0.2186 0.9376 0.037 Uiso 1 1 calc R U . . .
C51 C 0.9784(4) -0.2328(4) 0.8381(3) 0.0246(12) Uani 1 1 d . . . . .
C52 C 0.9590(4) -0.3225(4) 0.8816(3) 0.0297(13) Uani 1 1 d . . . . .
H52 H 0.9796 -0.3497 0.9357 0.036 Uiso 1 1 calc R U . . .
C53 C 0.9099(5) -0.3712(4) 0.8458(3) 0.0287(13) Uani 1 1 d . . . . .
C54 C 0.8749(4) -0.3319(4) 0.7683(3) 0.0259(12) Uani 1 1 d . . . . .
H54 H 0.8402 -0.3656 0.7443 0.031 Uiso 1 1 calc R U . . .
C55 C 0.8922(4) -0.2413(4) 0.7266(3) 0.0245(11) Uani 1 1 d . . . . .
C56 C 0.9425(4) -0.1899(4) 0.7600(3) 0.0235(11) Uani 1 1 d . . . . .
C57 C 1.5883(14) -0.4856(15) 0.9047(14) 0.090(6) Uani 0.55 1 d D U P A 1
H57A H 1.6499 -0.5183 0.9365 0.136 Uiso 0.55 1 calc R U P A 1
H57B H 1.5435 -0.4372 0.9299 0.136 Uiso 0.55 1 calc R U P A 1
H57C H 1.5550 -0.5361 0.9009 0.136 Uiso 0.55 1 calc R U P A 1
C58 C 1.612(3) -0.436(3) 0.8281(13) 0.164(15) Uani 0.55 1 d D U P A 1
H58A H 1.6626 -0.4909 0.8132 0.197 Uiso 0.55 1 calc R U P A 1
H58B H 1.6514 -0.3943 0.8415 0.197 Uiso 0.55 1 calc R U P A 1
C59 C 1.574(3) -0.376(2) 0.7523(12) 0.135(12) Uani 0.55 1 d D U P A 1
H59A H 1.5506 -0.3088 0.7624 0.162 Uiso 0.55 1 calc R U P A 1
H59B H 1.5126 -0.3962 0.7490 0.162 Uiso 0.55 1 calc R U P A 1
C60 C 1.6007(16) -0.3505(19) 0.6705(13) 0.101(7) Uani 0.55 1 d D U P A 1
H60A H 1.6674 -0.3399 0.6751 0.122 Uiso 0.55 1 calc R U P A 1
H60B H 1.6154 -0.4167 0.6591 0.122 Uiso 0.55 1 calc R U P A 1
C61 C 1.570(3) -0.286(2) 0.5942(18) 0.171(13) Uani 0.55 1 d D U P A 1
H61A H 1.6211 -0.3027 0.5556 0.256 Uiso 0.55 1 calc R U P A 1
H61B H 1.5066 -0.2950 0.5791 0.256 Uiso 0.55 1 calc R U P A 1
H61C H 1.5597 -0.2165 0.5954 0.256 Uiso 0.55 1 calc R U P A 1
C57A C 1.554(4) -0.522(3) 0.870(3) 0.20(2) Uani 0.45 1 d D U P B 2
H57D H 1.6021 -0.5437 0.9139 0.307 Uiso 0.45 1 calc R U P B 2
H57E H 1.4877 -0.4892 0.8873 0.307 Uiso 0.45 1 calc R U P B 2
H57F H 1.5491 -0.5806 0.8531 0.307 Uiso 0.45 1 calc R U P B 2
C58A C 1.587(3) -0.451(3) 0.802(2) 0.169(19) Uani 0.45 1 d D U P B 2
H58C H 1.6556 -0.4926 0.7982 0.203 Uiso 0.45 1 calc R U P B 2
H58D H 1.5958 -0.4036 0.8315 0.203 Uiso 0.45 1 calc R U P B 2
C59A C 1.578(5) -0.382(3) 0.721(2) 0.18(2) Uani 0.45 1 d D U P B 2
H59C H 1.5368 -0.4123 0.6955 0.218 Uiso 0.45 1 calc R U P B 2
H59D H 1.6467 -0.4075 0.7024 0.218 Uiso 0.45 1 calc R U P B 2
C60A C 1.552(3) -0.278(2) 0.6655(16) 0.125(10) Uani 0.45 1 d D U P B 2
H60C H 1.5007 -0.2432 0.6976 0.149 Uiso 0.45 1 calc R U P B 2
H60D H 1.6128 -0.2579 0.6731 0.149 Uiso 0.45 1 calc R U P B 2
C61A C 1.520(2) -0.211(2) 0.5852(19) 0.137(11) Uani 0.45 1 d D U P B 2
H61D H 1.5153 -0.1419 0.5850 0.206 Uiso 0.45 1 calc R U P B 2
H61E H 1.5698 -0.2314 0.5463 0.206 Uiso 0.45 1 calc R U P B 2
H61F H 1.4550 -0.2163 0.5714 0.206 Uiso 0.45 1 calc R U P B 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
Zr1 O1 1.972(3) . ?
Zr1 O3 1.978(4) . ?
Zr1 O2 2.027(3) . ?
Zr1 O4 2.029(3) . ?
Zr1 N3 2.469(4) . ?
Zr1 N1 2.471(4) . ?
Br1 C27 1.901(5) . ?
Br2 C25 1.899(5) . ?
Br3 C55 1.897(5) . ?
Br4 C53 1.903(5) . ?
O1 C1 1.366(6) . ?
O2 C28 1.341(6) . ?
O3 C29 1.367(6) . ?
O4 C56 1.339(6) . ?
N1 C15 1.499(6) . ?
N1 C22 1.518(6) . ?
N1 C16 1.526(6) . ?
N2 C22 1.459(7) . ?
N2 C17 1.470(7) . ?
N2 C21 1.482(8) . ?
N3 C43 1.495(7) . ?
N3 C44 1.519(7) . ?
N3 C50 1.521(6) . ?
N4 C50 1.444(8) . ?
N4 C45 1.488(8) . ?
N4 C49 1.494(8) . ?
C1 C6 1.372(7) . ?
C1 C2 1.411(7) . ?
C2 C3 1.378(7) . ?
C2 C7 1.542(8) . ?
C3 C4 1.400(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.371(7) . ?
C4 C11 1.538(7) . ?
C5 C6 1.408(7) . ?
C5 H5 0.9500 . ?
C6 C15 1.517(7) . ?
C7 C10 1.530(8) . ?
C7 C9 1.530(8) . ?
C7 C8 1.533(9) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.530(9) . ?
C11 C14 1.532(8) . ?
C11 C13 1.536(9) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.510(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.500(9) . ?
C17 H17 1.0000 . ?
C18 C19 1.546(11) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.539(12) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.482(10) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.506(7) . ?
C22 H22 1.0000 . ?
C23 C24 1.404(7) . ?
C23 C28 1.406(7) . ?
C24 C25 1.380(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(8) . ?
C26 C27 1.376(7) . ?
C26 H26 0.9500 . ?
C27 C28 1.396(7) . ?
C29 C34 1.379(8) . ?
C29 C30 1.414(8) . ?
C30 C31 1.380(8) . ?
C30 C35 1.537(8) . ?
C31 C32 1.391(8) . ?
C31 H31 0.9500 . ?
C32 C33 1.379(8) . ?
C32 C39 1.536(8) . ?
C33 C34 1.402(7) . ?
C33 H33 0.9500 . ?
C34 C43 1.503(8) . ?
C35 C38 1.527(9) . ?
C35 C36 1.531(9) . ?
C35 C37 1.539(9) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 C42 1.537(9) . ?
C39 C41 1.537(10) . ?
C39 C40 1.540(10) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.515(8) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.412(11) . ?
C45 H45 1.0000 . ?
C46 C47 1.549(10) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.524(11) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 C49 1.384(12) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 C51 1.518(7) . ?
C50 H50 1.0000 . ?
C51 C56 1.398(7) . ?
C51 C52 1.399(7) . ?
C52 C53 1.378(7) . ?
C52 H52 0.9500 . ?
C53 C54 1.382(8) . ?
C54 C55 1.389(7) . ?
C54 H54 0.9500 . ?
C55 C56 1.393(7) . ?
C57 C58 1.407(16) . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 C59 1.411(17) . ?
C58 H58A 0.9900 . ?
C58 H58B 0.9900 . ?
C59 C60 1.430(16) . ?
C59 H59A 0.9900 . ?
C59 H59B 0.9900 . ?
C60 C61 1.418(16) . ?
C60 H60A 0.9900 . ?
C60 H60B 0.9900 . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C57A C58A 1.49(2) . ?
C57A H57D 0.9800 . ?
C57A H57E 0.9800 . ?
C57A H57F 0.9800 . ?
C58A C59A 1.49(2) . ?
C58A H58C 0.9900 . ?
C58A H58D 0.9900 . ?
C59A C60A 1.51(2) . ?
C59A H59C 0.9900 . ?
C59A H59D 0.9900 . ?
C60A C61A 1.49(2) . ?
C60A H60C 0.9900 . ?
C60A H60D 0.9900 . ?
C61A H61D 0.9800 . ?
C61A H61E 0.9800 . ?
C61A H61F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zr1 O3 92.77(14) . . ?
O1 Zr1 O2 100.50(14) . . ?
O3 Zr1 O2 108.72(14) . . ?
O1 Zr1 O4 108.53(14) . . ?
O3 Zr1 O4 100.29(14) . . ?
O2 Zr1 O4 137.51(14) . . ?
O1 Zr1 N3 169.88(15) . . ?
O3 Zr1 N3 78.96(15) . . ?
O2 Zr1 N3 76.99(14) . . ?
O4 Zr1 N3 78.96(14) . . ?
O1 Zr1 N1 79.05(14) . . ?
O3 Zr1 N1 169.98(14) . . ?
O2 Zr1 N1 78.72(14) . . ?
O4 Zr1 N1 77.19(14) . . ?
N3 Zr1 N1 109.74(14) . . ?
C1 O1 Zr1 142.9(3) . . ?
C28 O2 Zr1 123.7(3) . . ?
C29 O3 Zr1 142.1(3) . . ?
C56 O4 Zr1 124.4(3) . . ?
C15 N1 C22 108.6(4) . . ?
C15 N1 C16 108.8(4) . . ?
C22 N1 C16 104.1(4) . . ?
C15 N1 Zr1 105.6(3) . . ?
C22 N1 Zr1 118.9(3) . . ?
C16 N1 Zr1 110.6(3) . . ?
C22 N2 C17 101.7(4) . . ?
C22 N2 C21 113.3(5) . . ?
C17 N2 C21 111.0(5) . . ?
C43 N3 C44 109.1(4) . . ?
C43 N3 C50 108.1(4) . . ?
C44 N3 C50 104.1(4) . . ?
C43 N3 Zr1 105.6(3) . . ?
C44 N3 Zr1 110.5(3) . . ?
C50 N3 Zr1 119.1(3) . . ?
C50 N4 C45 100.4(5) . . ?
C50 N4 C49 111.7(6) . . ?
C45 N4 C49 110.2(5) . . ?
O1 C1 C6 117.3(4) . . ?
O1 C1 C2 122.3(5) . . ?
C6 C1 C2 120.3(5) . . ?
C3 C2 C1 116.8(5) . . ?
C3 C2 C7 121.9(5) . . ?
C1 C2 C7 121.4(5) . . ?
C2 C3 C4 124.4(5) . . ?
C2 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
C5 C4 C3 117.1(5) . . ?
C5 C4 C11 123.1(5) . . ?
C3 C4 C11 119.8(5) . . ?
C4 C5 C6 120.5(5) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 120.7(5) . . ?
C1 C6 C15 119.7(5) . . ?
C5 C6 C15 119.6(5) . . ?
C10 C7 C9 107.9(5) . . ?
C10 C7 C8 107.0(5) . . ?
C9 C7 C8 110.4(5) . . ?
C10 C7 C2 112.0(5) . . ?
C9 C7 C2 108.2(5) . . ?
C8 C7 C2 111.2(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C14 108.3(5) . . ?
C12 C11 C13 110.1(5) . . ?
C14 C11 C13 108.3(5) . . ?
C12 C11 C4 109.1(5) . . ?
C14 C11 C4 111.6(5) . . ?
C13 C11 C4 109.4(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C6 112.4(4) . . ?
N1 C15 H15A 109.1 . . ?
C6 C15 H15A 109.1 . . ?
N1 C15 H15B 109.1 . . ?
C6 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 N1 103.8(4) . . ?
C17 C16 H16A 111.0 . . ?
N1 C16 H16A 111.0 . . ?
C17 C16 H16B 111.0 . . ?
N1 C16 H16B 111.0 . . ?
H16A C16 H16B 109.0 . . ?
N2 C17 C18 111.1(6) . . ?
N2 C17 C16 100.2(4) . . ?
C18 C17 C16 118.0(6) . . ?
N2 C17 H17 109.0 . . ?
C18 C17 H17 109.0 . . ?
C16 C17 H17 109.0 . . ?
C17 C18 C19 108.7(6) . . ?
C17 C18 H18A 109.9 . . ?
C19 C18 H18A 109.9 . . ?
C17 C18 H18B 109.9 . . ?
C19 C18 H18B 109.9 . . ?
H18A C18 H18B 108.3 . . ?
C20 C19 C18 109.9(7) . . ?
C20 C19 H19A 109.7 . . ?
C18 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
C21 C20 C19 111.1(7) . . ?
C21 C20 H20A 109.4 . . ?
C19 C20 H20A 109.4 . . ?
C21 C20 H20B 109.4 . . ?
C19 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?
C20 C21 N2 109.6(7) . . ?
C20 C21 H21A 109.8 . . ?
N2 C21 H21A 109.8 . . ?
C20 C21 H21B 109.8 . . ?
N2 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
N2 C22 C23 113.1(4) . . ?
N2 C22 N1 103.2(4) . . ?
C23 C22 N1 116.4(4) . . ?
N2 C22 H22 107.9 . . ?
C23 C22 H22 107.9 . . ?
N1 C22 H22 107.9 . . ?
C24 C23 C28 119.8(4) . . ?
C24 C23 C22 117.3(5) . . ?
C28 C23 C22 122.9(4) . . ?
C25 C24 C23 119.7(5) . . ?
C25 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C24 C25 C26 121.6(5) . . ?
C24 C25 Br2 119.7(4) . . ?
C26 C25 Br2 118.7(4) . . ?
C27 C26 C25 118.1(5) . . ?
C27 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?
C26 C27 C28 122.8(5) . . ?
C26 C27 Br1 119.8(4) . . ?
C28 C27 Br1 117.4(4) . . ?
O2 C28 C27 120.6(5) . . ?
O2 C28 C23 121.3(4) . . ?
C27 C28 C23 118.0(4) . . ?
O3 C29 C34 117.0(5) . . ?
O3 C29 C30 122.7(5) . . ?
C34 C29 C30 120.4(5) . . ?
C31 C30 C29 116.5(5) . . ?
C31 C30 C35 122.0(5) . . ?
C29 C30 C35 121.5(5) . . ?
C30 C31 C32 124.9(6) . . ?
C30 C31 H31 117.6 . . ?
C32 C31 H31 117.6 . . ?
C33 C32 C31 116.8(5) . . ?
C33 C32 C39 123.2(6) . . ?
C31 C32 C39 120.0(6) . . ?
C32 C33 C34 121.0(5) . . ?
C32 C33 H33 119.5 . . ?
C34 C33 H33 119.5 . . ?
C29 C34 C33 120.4(5) . . ?
C29 C34 C43 119.4(5) . . ?
C33 C34 C43 120.2(5) . . ?
C38 C35 C36 108.1(6) . . ?
C38 C35 C30 108.3(5) . . ?
C36 C35 C30 112.2(5) . . ?
C38 C35 C37 110.2(5) . . ?
C36 C35 C37 106.6(6) . . ?
C30 C35 C37 111.4(5) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C32 C39 C42 109.3(5) . . ?
C32 C39 C41 111.2(5) . . ?
C42 C39 C41 107.4(6) . . ?
C32 C39 C40 110.3(5) . . ?
C42 C39 C40 109.9(6) . . ?
C41 C39 C40 108.5(6) . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N3 C43 C34 113.0(4) . . ?
N3 C43 H43A 109.0 . . ?
C34 C43 H43A 109.0 . . ?
N3 C43 H43B 109.0 . . ?
C34 C43 H43B 109.0 . . ?
H43A C43 H43B 107.8 . . ?
C45 C44 N3 102.9(4) . . ?
C45 C44 H44A 111.2 . . ?
N3 C44 H44A 111.2 . . ?
C45 C44 H44B 111.2 . . ?
N3 C44 H44B 111.2 . . ?
H44A C44 H44B 109.1 . . ?
C46 C45 N4 112.7(7) . . ?
C46 C45 C44 120.4(7) . . ?
N4 C45 C44 99.2(5) . . ?
C46 C45 H45 107.9 . . ?
N4 C45 H45 107.9 . . ?
C44 C45 H45 107.9 . . ?
C45 C46 C47 109.0(7) . . ?
C45 C46 H46A 109.9 . . ?
C47 C46 H46A 109.9 . . ?
C45 C46 H46B 109.9 . . ?
C47 C46 H46B 109.9 . . ?
H46A C46 H46B 108.3 . . ?
C48 C47 C46 109.3(6) . . ?
C48 C47 H47A 109.8 . . ?
C46 C47 H47A 109.8 . . ?
C48 C47 H47B 109.8 . . ?
C46 C47 H47B 109.8 . . ?
H47A C47 H47B 108.3 . . ?
C49 C48 C47 114.1(8) . . ?
C49 C48 H48A 108.7 . . ?
C47 C48 H48A 108.7 . . ?
C49 C48 H48B 108.7 . . ?
C47 C48 H48B 108.7 . . ?
H48A C48 H48B 107.6 . . ?
C48 C49 N4 111.7(7) . . ?
C48 C49 H49A 109.3 . . ?
N4 C49 H49A 109.3 . . ?
C48 C49 H49B 109.3 . . ?
N4 C49 H49B 109.3 . . ?
H49A C49 H49B 107.9 . . ?
N4 C50 C51 112.6(5) . . ?
N4 C50 N3 103.4(4) . . ?
C51 C50 N3 116.7(4) . . ?
N4 C50 H50 107.9 . . ?
C51 C50 H50 107.9 . . ?
N3 C50 H50 107.9 . . ?
C56 C51 C52 119.9(5) . . ?
C56 C51 C50 123.1(5) . . ?
C52 C51 C50 116.9(5) . . ?
C53 C52 C51 119.7(5) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C52 C53 C54 121.9(5) . . ?
C52 C53 Br4 119.2(4) . . ?
C54 C53 Br4 118.9(4) . . ?
C53 C54 C55 117.6(5) . . ?
C53 C54 H54 121.2 . . ?
C55 C54 H54 121.2 . . ?
C54 C55 C56 122.6(5) . . ?
C54 C55 Br3 119.2(4) . . ?
C56 C55 Br3 118.2(4) . . ?
O4 C56 C55 120.1(5) . . ?
O4 C56 C51 121.7(5) . . ?
C55 C56 C51 118.2(5) . . ?
C58 C57 H57A 109.5 . . ?
C58 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C58 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C57 C58 C59 146(3) . . ?
C57 C58 H58A 100.3 . . ?
C59 C58 H58A 100.3 . . ?
C57 C58 H58B 100.3 . . ?
C59 C58 H58B 100.3 . . ?
H58A C58 H58B 104.3 . . ?
C58 C59 C60 143(3) . . ?
C58 C59 H59A 101.2 . . ?
C60 C59 H59A 101.2 . . ?
C58 C59 H59B 101.2 . . ?
C60 C59 H59B 101.2 . . ?
H59A C59 H59B 104.5 . . ?
C61 C60 C59 145(2) . . ?
C61 C60 H60A 100.6 . . ?
C59 C60 H60A 100.6 . . ?
C61 C60 H60B 100.6 . . ?
C59 C60 H60B 100.6 . . ?
H60A C60 H60B 104.3 . . ?
C60 C61 H61A 109.5 . . ?
C60 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
C60 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
C58A C57A H57D 109.5 . . ?
C58A C57A H57E 109.5 . . ?
H57D C57A H57E 109.5 . . ?
C58A C57A H57F 109.5 . . ?
H57D C57A H57F 109.5 . . ?
H57E C57A H57F 109.5 . . ?
C57A C58A C59A 155(5) . . ?
C57A C58A H58C 97.8 . . ?
C59A C58A H58C 97.8 . . ?
C57A C58A H58D 97.8 . . ?
C59A C58A H58D 97.8 . . ?
H58C C58A H58D 103.7 . . ?
C58A C59A C60A 151(4) . . ?
C58A C59A H59C 98.9 . . ?
C60A C59A H59C 98.9 . . ?
C58A C59A H59D 98.9 . . ?
C60A C59A H59D 98.9 . . ?
H59C C59A H59D 103.9 . . ?
C61A C60A C59A 149(3) . . ?
C61A C60A H60C 99.5 . . ?
C59A C60A H60C 99.5 . . ?
C61A C60A H60D 99.5 . . ?
C59A C60A H60D 99.5 . . ?
H60C C60A H60D 104.0 . . ?
C60A C61A H61D 109.5 . . ?
C60A C61A H61E 109.5 . . ?
H61D C61A H61E 109.5 . . ?
C60A C61A H61F 109.5 . . ?
H61D C61A H61F 109.5 . . ?
H61E C61A H61F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zr1 O1 C1 C6 33.6(7) . . . . ?
Zr1 O1 C1 C2 -145.0(4) . . . . ?
O1 C1 C2 C3 175.2(5) . . . . ?
C6 C1 C2 C3 -3.3(7) . . . . ?
O1 C1 C2 C7 -6.7(8) . . . . ?
C6 C1 C2 C7 174.8(5) . . . . ?
C1 C2 C3 C4 1.3(8) . . . . ?
C7 C2 C3 C4 -176.8(5) . . . . ?
C2 C3 C4 C5 1.9(8) . . . . ?
C2 C3 C4 C11 -179.6(5) . . . . ?
C3 C4 C5 C6 -3.2(8) . . . . ?
C11 C4 C5 C6 178.4(5) . . . . ?
O1 C1 C6 C5 -176.4(4) . . . . ?
C2 C1 C6 C5 2.1(7) . . . . ?
O1 C1 C6 C15 4.2(7) . . . . ?
C2 C1 C6 C15 -177.2(5) . . . . ?
C4 C5 C6 C1 1.2(8) . . . . ?
C4 C5 C6 C15 -179.4(5) . . . . ?
C3 C2 C7 C10 -0.5(8) . . . . ?
C1 C2 C7 C10 -178.5(6) . . . . ?
C3 C2 C7 C9 118.3(6) . . . . ?
C1 C2 C7 C9 -59.7(7) . . . . ?
C3 C2 C7 C8 -120.2(6) . . . . ?
C1 C2 C7 C8 61.7(7) . . . . ?
C5 C4 C11 C12 -121.2(6) . . . . ?
C3 C4 C11 C12 60.4(7) . . . . ?
C5 C4 C11 C14 -1.6(8) . . . . ?
C3 C4 C11 C14 180.0(5) . . . . ?
C5 C4 C11 C13 118.2(6) . . . . ?
C3 C4 C11 C13 -60.2(7) . . . . ?
C22 N1 C15 C6 -55.4(5) . . . . ?
C16 N1 C15 C6 -168.1(4) . . . . ?
Zr1 N1 C15 C6 73.2(4) . . . . ?
C1 C6 C15 N1 -61.2(6) . . . . ?
C5 C6 C15 N1 119.5(5) . . . . ?
C15 N1 C16 C17 105.3(5) . . . . ?
C22 N1 C16 C17 -10.3(5) . . . . ?
Zr1 N1 C16 C17 -139.1(4) . . . . ?
C22 N2 C17 C18 -177.4(5) . . . . ?
C21 N2 C17 C18 61.8(7) . . . . ?
C22 N2 C17 C16 -51.8(5) . . . . ?
C21 N2 C17 C16 -172.6(5) . . . . ?
N1 C16 C17 N2 37.5(6) . . . . ?
N1 C16 C17 C18 158.2(6) . . . . ?
N2 C17 C18 C19 -58.1(8) . . . . ?
C16 C17 C18 C19 -173.0(6) . . . . ?
C17 C18 C19 C20 54.5(10) . . . . ?
C18 C19 C20 C21 -55.6(11) . . . . ?
C19 C20 C21 N2 57.7(10) . . . . ?
C22 N2 C21 C20 -174.3(6) . . . . ?
C17 N2 C21 C20 -60.6(8) . . . . ?
C17 N2 C22 C23 172.2(5) . . . . ?
C21 N2 C22 C23 -68.6(6) . . . . ?
C17 N2 C22 N1 45.6(5) . . . . ?
C21 N2 C22 N1 164.8(5) . . . . ?
C15 N1 C22 N2 -136.8(4) . . . . ?
C16 N1 C22 N2 -21.1(5) . . . . ?
Zr1 N1 C22 N2 102.5(4) . . . . ?
C15 N1 C22 C23 98.8(5) . . . . ?
C16 N1 C22 C23 -145.5(5) . . . . ?
Zr1 N1 C22 C23 -21.9(6) . . . . ?
N2 C22 C23 C24 102.8(6) . . . . ?
N1 C22 C23 C24 -138.0(5) . . . . ?
N2 C22 C23 C28 -75.3(6) . . . . ?
N1 C22 C23 C28 43.9(7) . . . . ?
C28 C23 C24 C25 2.0(8) . . . . ?
C22 C23 C24 C25 -176.2(5) . . . . ?
C23 C24 C25 C26 -0.5(9) . . . . ?
C23 C24 C25 Br2 -179.5(4) . . . . ?
C24 C25 C26 C27 -1.4(9) . . . . ?
Br2 C25 C26 C27 177.6(4) . . . . ?
C25 C26 C27 C28 1.9(9) . . . . ?
C25 C26 C27 Br1 -178.6(4) . . . . ?
Zr1 O2 C28 C27 116.7(5) . . . . ?
Zr1 O2 C28 C23 -60.7(6) . . . . ?
C26 C27 C28 O2 -178.1(5) . . . . ?
Br1 C27 C28 O2 2.5(7) . . . . ?
C26 C27 C28 C23 -0.5(8) . . . . ?
Br1 C27 C28 C23 180.0(4) . . . . ?
C24 C23 C28 O2 176.1(5) . . . . ?
C22 C23 C28 O2 -5.9(8) . . . . ?
C24 C23 C28 C27 -1.4(7) . . . . ?
C22 C23 C28 C27 176.6(5) . . . . ?
Zr1 O3 C29 C34 37.4(8) . . . . ?
Zr1 O3 C29 C30 -142.5(5) . . . . ?
O3 C29 C30 C31 175.6(5) . . . . ?
C34 C29 C30 C31 -4.2(8) . . . . ?
O3 C29 C30 C35 -5.7(8) . . . . ?
C34 C29 C30 C35 174.5(5) . . . . ?
C29 C30 C31 C32 2.5(9) . . . . ?
C35 C30 C31 C32 -176.2(6) . . . . ?
C30 C31 C32 C33 0.9(9) . . . . ?
C30 C31 C32 C39 -179.0(6) . . . . ?
C31 C32 C33 C34 -2.7(8) . . . . ?
C39 C32 C33 C34 177.2(5) . . . . ?
O3 C29 C34 C33 -177.2(5) . . . . ?
C30 C29 C34 C33 2.6(8) . . . . ?
O3 C29 C34 C43 2.4(7) . . . . ?
C30 C29 C34 C43 -177.8(5) . . . . ?
C32 C33 C34 C29 1.0(8) . . . . ?
C32 C33 C34 C43 -178.6(5) . . . . ?
C31 C30 C35 C38 116.3(6) . . . . ?
C29 C30 C35 C38 -62.4(7) . . . . ?
C31 C30 C35 C36 -3.0(9) . . . . ?
C29 C30 C35 C36 178.4(6) . . . . ?
C31 C30 C35 C37 -122.4(6) . . . . ?
C29 C30 C35 C37 59.0(7) . . . . ?
C33 C32 C39 C42 -114.8(7) . . . . ?
C31 C32 C39 C42 65.1(8) . . . . ?
C33 C32 C39 C41 3.6(8) . . . . ?
C31 C32 C39 C41 -176.4(6) . . . . ?
C33 C32 C39 C40 124.2(7) . . . . ?
C31 C32 C39 C40 -55.9(8) . . . . ?
C44 N3 C43 C34 -167.8(4) . . . . ?
C50 N3 C43 C34 -55.1(6) . . . . ?
Zr1 N3 C43 C34 73.4(4) . . . . ?
C29 C34 C43 N3 -60.9(6) . . . . ?
C33 C34 C43 N3 118.6(5) . . . . ?
C43 N3 C44 C45 102.5(5) . . . . ?
C50 N3 C44 C45 -12.8(6) . . . . ?
Zr1 N3 C44 C45 -141.8(4) . . . . ?
C50 N4 C45 C46 176.9(7) . . . . ?
C49 N4 C45 C46 59.0(9) . . . . ?
C50 N4 C45 C44 -54.5(6) . . . . ?
C49 N4 C45 C44 -172.4(7) . . . . ?
N3 C44 C45 C46 163.8(7) . . . . ?
N3 C44 C45 N4 40.5(7) . . . . ?
N4 C45 C46 C47 -58.6(10) . . . . ?
C44 C45 C46 C47 -175.1(7) . . . . ?
C45 C46 C47 C48 53.6(12) . . . . ?
C46 C47 C48 C49 -53.1(13) . . . . ?
C47 C48 C49 N4 54.0(12) . . . . ?
C50 N4 C49 C48 -165.6(8) . . . . ?
C45 N4 C49 C48 -54.9(11) . . . . ?
C45 N4 C50 C51 173.7(5) . . . . ?
C49 N4 C50 C51 -69.5(7) . . . . ?
C45 N4 C50 N3 46.8(6) . . . . ?
C49 N4 C50 N3 163.6(5) . . . . ?
C43 N3 C50 N4 -136.6(5) . . . . ?
C44 N3 C50 N4 -20.7(5) . . . . ?
Zr1 N3 C50 N4 102.9(4) . . . . ?
C43 N3 C50 C51 99.2(6) . . . . ?
C44 N3 C50 C51 -144.9(5) . . . . ?
Zr1 N3 C50 C51 -21.3(7) . . . . ?
N4 C50 C51 C56 -77.9(7) . . . . ?
N3 C50 C51 C56 41.5(8) . . . . ?
N4 C50 C51 C52 101.2(6) . . . . ?
N3 C50 C51 C52 -139.4(5) . . . . ?
C56 C51 C52 C53 3.9(9) . . . . ?
C50 C51 C52 C53 -175.2(5) . . . . ?
C51 C52 C53 C54 -2.8(9) . . . . ?
C51 C52 C53 Br4 178.4(4) . . . . ?
C52 C53 C54 C55 0.9(9) . . . . ?
Br4 C53 C54 C55 179.7(4) . . . . ?
C53 C54 C55 C56 -0.1(8) . . . . ?
C53 C54 C55 Br3 -178.8(4) . . . . ?
Zr1 O4 C56 C55 119.5(5) . . . . ?
Zr1 O4 C56 C51 -60.9(6) . . . . ?
C54 C55 C56 O4 -179.1(5) . . . . ?
Br3 C55 C56 O4 -0.3(7) . . . . ?
C54 C55 C56 C51 1.3(8) . . . . ?
Br3 C55 C56 C51 180.0(4) . . . . ?
C52 C51 C56 O4 177.2(5) . . . . ?
C50 C51 C56 O4 -3.7(8) . . . . ?
C52 C51 C56 C55 -3.1(8) . . . . ?
C50 C51 C56 C55 176.0(5) . . . . ?
C57 C58 C59 C60 -154(5) . . . . ?
C58 C59 C60 C61 -172(5) . . . . ?
C57A C58A C59A C60A 102(15) . . . . ?
C58A C59A C60A C61A -155(9) . . . . ?

_refine_diff_density_max         2.220
_refine_diff_density_min         -1.165
_refine_diff_density_rms         0.137

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

data_Zr_3_2
_database_code_depnum_ccdc_archive 'CCDC 1432306'
_audit_update_record             
;
2015-10-20 deposited with the CCDC.
2016-02-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C62 H86 I4 N4 O4 Zr'
_chemical_formula_weight         1550.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
I I -0.3257 6.8362 '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'
Zr Zr -0.1862 2.2449 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   19.5802(5)
_cell_length_b                   18.0805(3)
_cell_length_c                   19.3122(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.576(3)
_cell_angle_gamma                90
_cell_volume                     6480.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    16758
_cell_measurement_theta_min      4.7600
_cell_measurement_theta_max      71.9050

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_F_000             3080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    16.704
_shelx_estimated_absorpt_T_min   0.286
_shelx_estimated_absorpt_T_max   0.489
_exptl_absorpt_correction_T_min  0.38688
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      150(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            EosS2
_diffrn_detector_area_resol_mean 8.1150
_diffrn_reflns_number            62477
_diffrn_reflns_av_unetI/netI     0.0554
_diffrn_reflns_av_R_equivalents  0.0838
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.600
_diffrn_reflns_theta_max         72.347
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12703
_reflns_number_gt                10688
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0767P)²+16.1105P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12703
_refine_ls_number_parameters     690
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1423
_refine_ls_wR_factor_gt          0.1328
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.14044(2) 0.58081(2) 0.15043(3) 0.03880(12) Uani 1 1 d . . . . .
Zr1 Zr 0.26039(2) 0.74278(2) 0.02218(2) 0.01974(10) Uani 1 1 d . . . . .
O1 O 0.2578(2) 0.6606(2) 0.0927(2) 0.0232(7) Uani 1 1 d . . . . .
N1 N 0.3396(2) 0.6541(2) -0.0092(2) 0.0215(9) Uani 1 1 d . . . . .
C1 C 0.2714(3) 0.5879(3) 0.1006(3) 0.0221(10) Uani 1 1 d . . . . .
I2 I 0.31621(3) 0.32194(2) 0.10662(3) 0.04493(13) Uani 1 1 d . . . . .
O2 O 0.1892(2) 0.69823(19) -0.0673(2) 0.0235(8) Uani 1 1 d . . . . .
N2 N 0.4453(2) 0.5906(3) 0.0556(3) 0.0245(9) Uani 1 1 d . . . . .
C2 C 0.2268(3) 0.5394(3) 0.1222(3) 0.0268(11) Uani 1 1 d . . . . .
I3 I 0.45854(2) 0.80112(2) 0.22862(2) 0.04035(12) Uani 1 1 d . . . . .
O3 O 0.35845(19) 0.7948(2) 0.0628(2) 0.0236(8) Uani 1 1 d . . . . .
N3 N 0.2447(2) 0.8451(2) -0.0644(2) 0.0226(9) Uani 1 1 d . . . . .
C3 C 0.2406(3) 0.4634(3) 0.1249(3) 0.0306(12) Uani 1 1 d . . . . .
H3 H 0.2103 0.4302 0.1398 0.037 Uiso 1 1 calc R U . . .
I4 I 0.37632(3) 1.12127(2) 0.17027(2) 0.04400(13) Uani 1 1 d . . . . .
O4 O 0.2028(2) 0.8115(2) 0.0592(2) 0.0232(7) Uani 1 1 d . . . . .
N4 N 0.3474(3) 0.8910(3) -0.0841(3) 0.0278(10) Uani 1 1 d . . . . .
C4 C 0.2982(3) 0.4367(3) 0.1061(3) 0.0315(12) Uani 1 1 d . . . . .
C5 C 0.3440(3) 0.4842(3) 0.0852(3) 0.0278(11) Uani 1 1 d . . . . .
H5 H 0.3838 0.4652 0.0727 0.033 Uiso 1 1 calc R U . . .
C6 C 0.3309(3) 0.5594(3) 0.0828(3) 0.0244(11) Uani 1 1 d . . . . .
C7 C 0.3779(3) 0.6169(3) 0.0635(3) 0.0233(10) Uani 1 1 d . . . . .
H7 H 0.3896 0.6558 0.1024 0.028 Uiso 1 1 calc R U . . .
C8 C 0.5000(3) 0.5683(3) 0.1236(3) 0.0320(13) Uani 1 1 d . . . . .
H8A H 0.4829 0.5248 0.1445 0.038 Uiso 1 1 calc R U . . .
H8B H 0.5089 0.6092 0.1595 0.038 Uiso 1 1 calc R U . . .
C9 C 0.5695(3) 0.5491(4) 0.1080(4) 0.0421(16) Uani 1 1 d . . . . .
H9A H 0.5613 0.5051 0.0759 0.051 Uiso 1 1 calc R U . . .
H9B H 0.6073 0.5365 0.1544 0.051 Uiso 1 1 calc R U . . .
C10 C 0.5957(3) 0.6133(4) 0.0713(4) 0.0435(17) Uani 1 1 d . . . . .
H10A H 0.6122 0.6543 0.1067 0.052 Uiso 1 1 calc R U . . .
H10B H 0.6371 0.5968 0.0563 0.052 Uiso 1 1 calc R U . . .
C11 C 0.5358(3) 0.6408(4) 0.0046(4) 0.0380(14) Uani 1 1 d . . . . .
H11A H 0.5237 0.6024 -0.0341 0.046 Uiso 1 1 calc R U . . .
H11B H 0.5516 0.6859 -0.0152 0.046 Uiso 1 1 calc R U . . .
C12 C 0.4698(3) 0.6579(3) 0.0279(3) 0.0290(12) Uani 1 1 d . . . . .
H12 H 0.4834 0.6957 0.0678 0.035 Uiso 1 1 calc R U . . .
C13 C 0.4022(3) 0.6841(3) -0.0315(3) 0.0262(11) Uani 1 1 d . . . . .
H13A H 0.4005 0.7388 -0.0340 0.031 Uiso 1 1 calc R U . . .
H13B H 0.4007 0.6644 -0.0798 0.031 Uiso 1 1 calc R U . . .
C14 C 0.3003(3) 0.6001(3) -0.0666(3) 0.0236(10) Uani 1 1 d . . . . .
H14A H 0.3311 0.5556 -0.0611 0.028 Uiso 1 1 calc R U . . .
H14B H 0.2964 0.6222 -0.1146 0.028 Uiso 1 1 calc R U . . .
C15 C 0.2262(3) 0.5742(3) -0.0703(3) 0.0219(10) Uani 1 1 d . . . . .
C16 C 0.1714(3) 0.6251(3) -0.0756(3) 0.0199(10) Uani 1 1 d . . . . .
C17 C 0.0993(3) 0.6017(3) -0.0907(3) 0.0245(11) Uani 1 1 d . . . . .
C18 C 0.0864(3) 0.5260(3) -0.1015(3) 0.0276(11) Uani 1 1 d . . . . .
H18 H 0.0384 0.5090 -0.1113 0.033 Uiso 1 1 calc R U . . .
C19 C 0.1392(3) 0.4740(3) -0.0990(3) 0.0253(11) Uani 1 1 d . . . . .
C20 C 0.2089(3) 0.4993(3) -0.0825(3) 0.0262(11) Uani 1 1 d . . . . .
H20 H 0.2464 0.4648 -0.0794 0.031 Uiso 1 1 calc R U . . .
C21 C 0.0369(3) 0.6568(3) -0.1007(4) 0.0304(12) Uani 1 1 d . . . . .
C22 C 0.0497(4) 0.7048(4) -0.0328(4) 0.0391(15) Uani 1 1 d . . . . .
H22A H 0.0592 0.6730 0.0104 0.059 Uiso 1 1 calc R U . . .
H22B H 0.0069 0.7351 -0.0376 0.059 Uiso 1 1 calc R U . . .
H22C H 0.0913 0.7371 -0.0274 0.059 Uiso 1 1 calc R U . . .
C23 C 0.0304(3) 0.7052(4) -0.1668(4) 0.0405(15) Uani 1 1 d . . . . .
H23A H 0.0764 0.7302 -0.1605 0.061 Uiso 1 1 calc R U . . .
H23B H -0.0075 0.7421 -0.1719 0.061 Uiso 1 1 calc R U . . .
H23C H 0.0181 0.6743 -0.2108 0.061 Uiso 1 1 calc R U . . .
C24 C -0.0348(3) 0.6176(4) -0.1136(5) 0.0472(18) Uani 1 1 d . . . . .
H24A H -0.0461 0.5883 -0.1585 0.071 Uiso 1 1 calc R U . . .
H24B H -0.0728 0.6543 -0.1182 0.071 Uiso 1 1 calc R U . . .
H24C H -0.0316 0.5848 -0.0722 0.071 Uiso 1 1 calc R U . . .
C25 C 0.1180(4) 0.3930(3) -0.1162(4) 0.0366(14) Uani 1 1 d . . . . .
C26 C 0.1821(5) 0.3448(4) -0.1138(6) 0.063(2) Uani 1 1 d . . . . .
H26A H 0.2036 0.3623 -0.1502 0.094 Uiso 1 1 calc R U . . .
H26B H 0.1662 0.2935 -0.1245 0.094 Uiso 1 1 calc R U . . .
H26C H 0.2180 0.3476 -0.0651 0.094 Uiso 1 1 calc R U . . .
C27 C 0.0848(5) 0.3639(4) -0.0593(5) 0.059(2) Uani 1 1 d . . . . .
H27A H 0.1203 0.3673 -0.0105 0.088 Uiso 1 1 calc R U . . .
H27B H 0.0704 0.3121 -0.0701 0.088 Uiso 1 1 calc R U . . .
H27C H 0.0424 0.3936 -0.0612 0.088 Uiso 1 1 calc R U . . .
C28 C 0.0607(6) 0.3885(5) -0.1917(5) 0.066(3) Uani 1 1 d . . . . .
H28A H 0.0194 0.4194 -0.1924 0.099 Uiso 1 1 calc R U . . .
H28B H 0.0450 0.3371 -0.2022 0.099 Uiso 1 1 calc R U . . .
H28C H 0.0813 0.4062 -0.2288 0.099 Uiso 1 1 calc R U . . .
C29 C 0.3664(3) 0.8657(3) 0.0842(3) 0.0218(10) Uani 1 1 d . . . . .
C30 C 0.4064(3) 0.8845(3) 0.1560(3) 0.0267(11) Uani 1 1 d . . . . .
C31 C 0.4105(3) 0.9569(3) 0.1807(3) 0.0290(12) Uani 1 1 d . . . . .
H31 H 0.4378 0.9685 0.2296 0.035 Uiso 1 1 calc R U . . .
C32 C 0.3745(3) 1.0125(3) 0.1331(3) 0.0291(12) Uani 1 1 d . . . . .
C33 C 0.3369(3) 0.9952(3) 0.0610(3) 0.0278(11) Uani 1 1 d . . . . .
H33 H 0.3129 1.0333 0.0284 0.033 Uiso 1 1 calc R U . . .
C34 C 0.3339(3) 0.9221(3) 0.0355(3) 0.0248(11) Uani 1 1 d . . . . .
C35 C 0.2970(3) 0.9086(3) -0.0447(3) 0.0225(10) Uani 1 1 d . . . . .
H35 H 0.2705 0.9547 -0.0664 0.027 Uiso 1 1 calc R U . . .
C36 C 0.3947(4) 0.9527(4) -0.0884(4) 0.0385(14) Uani 1 1 d . . . . .
H36A H 0.4270 0.9652 -0.0389 0.046 Uiso 1 1 calc R U . . .
H36B H 0.3653 0.9968 -0.1089 0.046 Uiso 1 1 calc R U . . .
C37 C 0.4395(4) 0.9304(5) -0.1373(4) 0.0495(18) Uani 1 1 d . . . . .
H37A H 0.4728 0.8899 -0.1135 0.059 Uiso 1 1 calc R U . . .
H37B H 0.4688 0.9731 -0.1430 0.059 Uiso 1 1 calc R U . . .
C38 C 0.3916(4) 0.9047(4) -0.2130(4) 0.0466(17) Uani 1 1 d . . . . .
H38A H 0.3632 0.9471 -0.2397 0.056 Uiso 1 1 calc R U . . .
H38B H 0.4223 0.8864 -0.2413 0.056 Uiso 1 1 calc R U . . .
C39 C 0.3413(4) 0.8439(4) -0.2060(4) 0.0375(14) Uani 1 1 d . . . . .
H39A H 0.3692 0.7992 -0.1847 0.045 Uiso 1 1 calc R U . . .
H39B H 0.3077 0.8310 -0.2548 0.045 Uiso 1 1 calc R U . . .
C40 C 0.2988(3) 0.8710(3) -0.1566(3) 0.0290(12) Uani 1 1 d . . . . .
H40 H 0.2691 0.9149 -0.1794 0.035 Uiso 1 1 calc R U . . .
C41 C 0.2520(3) 0.8149(3) -0.1351(3) 0.0265(11) Uani 1 1 d . . . . .
H41A H 0.2752 0.7656 -0.1274 0.032 Uiso 1 1 calc R U . . .
H41B H 0.2043 0.8109 -0.1732 0.032 Uiso 1 1 calc R U . . .
C42 C 0.1698(3) 0.8751(3) -0.0780(3) 0.0256(11) Uani 1 1 d . . . . .
H42A H 0.1575 0.9079 -0.1212 0.031 Uiso 1 1 calc R U . . .
H42B H 0.1352 0.8334 -0.0893 0.031 Uiso 1 1 calc R U . . .
C43 C 0.1619(3) 0.9175(3) -0.0141(3) 0.0253(11) Uani 1 1 d . . . . .
C44 C 0.1760(3) 0.8814(3) 0.0535(3) 0.0226(10) Uani 1 1 d . . . . .
C45 C 0.1643(3) 0.9167(3) 0.1125(3) 0.0301(12) Uani 1 1 d . . . . .
C46 C 0.1432(4) 0.9915(4) 0.1037(4) 0.0374(14) Uani 1 1 d . . . . .
H46 H 0.1371 1.0173 0.1442 0.045 Uiso 1 1 calc R U . . .
C47 C 0.1311(4) 1.0288(4) 0.0383(4) 0.0397(15) Uani 1 1 d . . . . .
C48 C 0.1389(3) 0.9898(3) -0.0215(3) 0.0318(12) Uani 1 1 d . . . . .
H48 H 0.1281 1.0136 -0.0676 0.038 Uiso 1 1 calc R U . . .
C49 C 0.1744(4) 0.8755(4) 0.1853(3) 0.0340(13) Uani 1 1 d . . . . .
C50 C 0.2539(4) 0.8559(4) 0.2212(4) 0.0441(16) Uani 1 1 d . . . . .
H50A H 0.2598 0.8296 0.2671 0.066 Uiso 1 1 calc R U . . .
H50B H 0.2827 0.9013 0.2312 0.066 Uiso 1 1 calc R U . . .
H50C H 0.2700 0.8242 0.1883 0.066 Uiso 1 1 calc R U . . .
C51 C 0.1281(4) 0.8058(4) 0.1713(4) 0.0429(16) Uani 1 1 d . . . . .
H51A H 0.1423 0.7734 0.1376 0.064 Uiso 1 1 calc R U . . .
H51B H 0.0773 0.8194 0.1498 0.064 Uiso 1 1 calc R U . . .
H51C H 0.1350 0.7798 0.2176 0.064 Uiso 1 1 calc R U . . .
C52 C 0.1507(5) 0.9242(5) 0.2391(4) 0.056(2) Uani 1 1 d . . . . .
H52A H 0.1011 0.9410 0.2157 0.083 Uiso 1 1 calc R U . . .
H52B H 0.1827 0.9671 0.2530 0.083 Uiso 1 1 calc R U . . .
H52C H 0.1533 0.8953 0.2828 0.083 Uiso 1 1 calc R U . . .
C53 C 0.1091(6) 1.1107(4) 0.0303(5) 0.060(2) Uani 1 1 d . . . . .
C54 C 0.1680(8) 1.1538(6) 0.0050(9) 0.106(5) Uani 1 1 d . . . . .
H54A H 0.1682 1.1347 -0.0425 0.159 Uiso 1 1 calc R U . . .
H54B H 0.2157 1.1465 0.0411 0.159 Uiso 1 1 calc R U . . .
H54C H 0.1564 1.2067 0.0007 0.159 Uiso 1 1 calc R U . . .
C55 C 0.0437(8) 1.1220(6) -0.0275(8) 0.145(8) Uani 1 1 d . . . . .
H55A H 0.0044 1.0962 -0.0163 0.217 Uiso 1 1 calc R U . . .
H55B H 0.0485 1.1024 -0.0730 0.217 Uiso 1 1 calc R U . . .
H55C H 0.0330 1.1750 -0.0330 0.217 Uiso 1 1 calc R U . . .
C56 C 0.1227(9) 1.1487(6) 0.0996(7) 0.122(7) Uani 1 1 d . . . . .
H56A H 0.1212 1.2023 0.0915 0.182 Uiso 1 1 calc R U . . .
H56B H 0.1704 1.1347 0.1325 0.182 Uiso 1 1 calc R U . . .
H56C H 0.0858 1.1348 0.1216 0.182 Uiso 1 1 calc R U . . .
C57 C 0.5453(7) 0.8501(6) 0.0371(9) 0.107(5) Uani 1 1 d . . . . .
H57A H 0.5487 0.9014 0.0220 0.161 Uiso 1 1 calc R U . . .
H57B H 0.4971 0.8413 0.0407 0.161 Uiso 1 1 calc R U . . .
H57C H 0.5536 0.8164 0.0009 0.161 Uiso 1 1 calc R U . . .
C58 C 0.5984(8) 0.8373(7) 0.1068(10) 0.111(5) Uani 1 1 d . . . . .
H58A H 0.5855 0.7898 0.1249 0.133 Uiso 1 1 calc R U . . .
H58B H 0.5912 0.8762 0.1399 0.133 Uiso 1 1 calc R U . . .
C59 C 0.6753(8) 0.8342(8) 0.1188(9) 0.106(4) Uani 1 1 d . . . . .
H59A H 0.6883 0.8785 0.0956 0.127 Uiso 1 1 calc R U . . .
H59B H 0.6845 0.7906 0.0921 0.127 Uiso 1 1 calc R U . . .
C60 C 0.7262(10) 0.8301(10) 0.1950(8) 0.123(6) Uani 1 1 d . . . . .
H60A H 0.7094 0.8668 0.2240 0.147 Uiso 1 1 calc R U . . .
H60B H 0.7195 0.7808 0.2142 0.147 Uiso 1 1 calc R U . . .
C61 C 0.8021(13) 0.8407(10) 0.2123(10) 0.178(12) Uani 1 1 d . . . . .
H61A H 0.8209 0.8028 0.1861 0.214 Uiso 1 1 calc R U . . .
H61B H 0.8250 0.8321 0.2653 0.214 Uiso 1 1 calc R U . . .
C62 C 0.8237(13) 0.9120(9) 0.1946(8) 0.146(8) Uani 1 1 d . . . . .
H62A H 0.7946 0.9255 0.1448 0.219 Uiso 1 1 calc R U . . .
H62B H 0.8747 0.9107 0.1980 0.219 Uiso 1 1 calc R U . . .
H62C H 0.8166 0.9488 0.2290 0.219 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
I1 C2 2.076(5) . ?
Zr1 O4 1.960(4) . ?
Zr1 O2 2.010(4) . ?
Zr1 O1 2.026(4) . ?
Zr1 O3 2.056(4) . ?
Zr1 N1 2.438(4) . ?
Zr1 N3 2.446(4) . ?
O1 C1 1.341(6) . ?
N1 C14 1.495(7) . ?
N1 C7 1.520(7) . ?
N1 C13 1.523(7) . ?
C1 C2 1.390(7) . ?
C1 C6 1.411(7) . ?
I2 C4 2.104(6) . ?
O2 C16 1.364(6) . ?
N2 C7 1.458(7) . ?
N2 C8 1.462(7) . ?
N2 C12 1.470(7) . ?
C2 C3 1.398(8) . ?
I3 C30 2.090(5) . ?
O3 C29 1.341(6) . ?
N3 C35 1.504(6) . ?
N3 C42 1.505(7) . ?
N3 C41 1.520(7) . ?
C3 C4 1.377(9) . ?
I4 C32 2.090(5) . ?
O4 C44 1.359(6) . ?
N4 C35 1.461(7) . ?
N4 C40 1.467(7) . ?
N4 C36 1.468(7) . ?
C4 C5 1.391(8) . ?
C5 C6 1.382(8) . ?
C6 C7 1.512(8) . ?
C8 C9 1.525(8) . ?
C9 C10 1.532(11) . ?
C10 C11 1.524(9) . ?
C11 C12 1.530(8) . ?
C12 C13 1.524(8) . ?
C14 C15 1.504(7) . ?
C15 C16 1.392(7) . ?
C15 C20 1.397(7) . ?
C16 C17 1.412(7) . ?
C17 C18 1.397(8) . ?
C17 C21 1.541(7) . ?
C18 C19 1.386(8) . ?
C19 C20 1.377(8) . ?
C19 C25 1.530(8) . ?
C21 C23 1.519(10) . ?
C21 C24 1.520(8) . ?
C21 C22 1.526(9) . ?
C25 C26 1.516(10) . ?
C25 C28 1.533(11) . ?
C25 C27 1.537(10) . ?
C29 C34 1.396(7) . ?
C29 C30 1.400(8) . ?
C30 C31 1.386(8) . ?
C31 C32 1.393(8) . ?
C32 C33 1.387(8) . ?
C33 C34 1.407(8) . ?
C34 C35 1.506(7) . ?
C36 C37 1.534(9) . ?
C37 C38 1.535(11) . ?
C38 C39 1.512(10) . ?
C39 C40 1.531(8) . ?
C40 C41 1.510(8) . ?
C42 C43 1.502(8) . ?
C43 C48 1.376(8) . ?
C43 C44 1.405(8) . ?
C44 C45 1.389(8) . ?
C45 C46 1.409(8) . ?
C45 C49 1.546(8) . ?
C46 C47 1.385(9) . ?
C47 C48 1.401(9) . ?
C47 C53 1.536(9) . ?
C49 C51 1.526(10) . ?
C49 C50 1.529(9) . ?
C49 C52 1.542(9) . ?
C53 C55 1.421(13) . ?
C53 C56 1.451(13) . ?
C53 C54 1.593(17) . ?
C57 C58 1.435(18) . ?
C58 C59 1.449(19) . ?
C59 C60 1.493(19) . ?
C60 C61 1.43(3) . ?
C61 C62 1.43(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Zr1 O2 104.26(15) . . ?
O4 Zr1 O1 94.55(15) . . ?
O2 Zr1 O1 97.17(15) . . ?
O4 Zr1 O3 98.43(15) . . ?
O2 Zr1 O3 144.92(16) . . ?
O1 Zr1 O3 107.41(15) . . ?
O4 Zr1 N1 173.35(15) . . ?
O2 Zr1 N1 81.05(15) . . ?
O1 Zr1 N1 80.69(15) . . ?
O3 Zr1 N1 78.74(15) . . ?
O4 Zr1 N3 78.95(15) . . ?
O2 Zr1 N3 79.29(14) . . ?
O1 Zr1 N3 171.45(15) . . ?
O3 Zr1 N3 79.25(15) . . ?
N1 Zr1 N3 106.23(15) . . ?
C1 O1 Zr1 138.6(3) . . ?
C14 N1 C7 112.5(4) . . ?
C14 N1 C13 107.1(4) . . ?
C7 N1 C13 102.4(4) . . ?
C14 N1 Zr1 113.3(3) . . ?
C7 N1 Zr1 103.1(3) . . ?
C13 N1 Zr1 117.9(3) . . ?
O1 C1 C2 122.1(5) . . ?
O1 C1 C6 118.6(5) . . ?
C2 C1 C6 119.2(5) . . ?
C16 O2 Zr1 124.8(3) . . ?
C7 N2 C8 115.1(5) . . ?
C7 N2 C12 100.3(4) . . ?
C8 N2 C12 109.0(5) . . ?
C1 C2 C3 119.9(5) . . ?
C1 C2 I1 119.6(4) . . ?
C3 C2 I1 120.5(4) . . ?
C29 O3 Zr1 123.9(3) . . ?
C35 N3 C42 108.4(4) . . ?
C35 N3 C41 104.5(4) . . ?
C42 N3 C41 109.7(4) . . ?
C35 N3 Zr1 118.5(3) . . ?
C42 N3 Zr1 107.2(3) . . ?
C41 N3 Zr1 108.4(3) . . ?
C4 C3 C2 119.9(5) . . ?
C44 O4 Zr1 144.2(4) . . ?
C35 N4 C40 102.1(4) . . ?
C35 N4 C36 113.9(5) . . ?
C40 N4 C36 111.2(5) . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 I2 119.6(4) . . ?
C5 C4 I2 119.2(4) . . ?
C6 C5 C4 119.1(6) . . ?
C5 C6 C1 120.6(5) . . ?
C5 C6 C7 124.3(5) . . ?
C1 C6 C7 115.0(5) . . ?
N2 C7 C6 116.4(4) . . ?
N2 C7 N1 104.1(4) . . ?
C6 C7 N1 111.8(4) . . ?
N2 C8 C9 109.3(5) . . ?
C8 C9 C10 111.7(5) . . ?
C11 C10 C9 110.9(5) . . ?
C10 C11 C12 108.2(6) . . ?
N2 C12 C13 103.0(4) . . ?
N2 C12 C11 110.0(5) . . ?
C13 C12 C11 117.0(5) . . ?
N1 C13 C12 105.1(4) . . ?
N1 C14 C15 120.0(4) . . ?
C16 C15 C20 119.2(5) . . ?
C16 C15 C14 120.4(5) . . ?
C20 C15 C14 119.2(5) . . ?
O2 C16 C15 118.1(5) . . ?
O2 C16 C17 121.0(5) . . ?
C15 C16 C17 120.9(5) . . ?
C18 C17 C16 116.5(5) . . ?
C18 C17 C21 121.1(5) . . ?
C16 C17 C21 122.3(5) . . ?
C19 C18 C17 124.2(5) . . ?
C20 C19 C18 117.1(5) . . ?
C20 C19 C25 123.3(5) . . ?
C18 C19 C25 119.6(5) . . ?
C19 C20 C15 122.0(5) . . ?
C23 C21 C24 107.8(6) . . ?
C23 C21 C22 110.1(5) . . ?
C24 C21 C22 107.2(5) . . ?
C23 C21 C17 109.1(5) . . ?
C24 C21 C17 111.9(5) . . ?
C22 C21 C17 110.7(5) . . ?
C26 C25 C19 112.2(5) . . ?
C26 C25 C28 110.3(7) . . ?
C19 C25 C28 108.8(6) . . ?
C26 C25 C27 108.5(7) . . ?
C19 C25 C27 108.7(6) . . ?
C28 C25 C27 108.3(7) . . ?
O3 C29 C34 120.5(5) . . ?
O3 C29 C30 120.8(5) . . ?
C34 C29 C30 118.8(5) . . ?
C31 C30 C29 121.5(5) . . ?
C31 C30 I3 119.2(4) . . ?
C29 C30 I3 119.2(4) . . ?
C30 C31 C32 119.5(5) . . ?
C33 C32 C31 119.7(5) . . ?
C33 C32 I4 120.1(4) . . ?
C31 C32 I4 120.2(4) . . ?
C32 C33 C34 120.8(5) . . ?
C29 C34 C33 119.5(5) . . ?
C29 C34 C35 122.8(5) . . ?
C33 C34 C35 117.7(5) . . ?
N4 C35 N3 102.7(4) . . ?
N4 C35 C34 112.8(5) . . ?
N3 C35 C34 116.6(4) . . ?
N4 C36 C37 109.2(6) . . ?
C36 C37 C38 111.7(6) . . ?
C39 C38 C37 110.7(6) . . ?
C38 C39 C40 108.8(5) . . ?
N4 C40 C41 99.7(4) . . ?
N4 C40 C39 110.9(5) . . ?
C41 C40 C39 117.0(5) . . ?
C40 C41 N3 104.2(4) . . ?
C43 C42 N3 113.0(4) . . ?
C48 C43 C44 119.8(5) . . ?
C48 C43 C42 121.1(5) . . ?
C44 C43 C42 119.0(5) . . ?
O4 C44 C45 121.3(5) . . ?
O4 C44 C43 117.7(5) . . ?
C45 C44 C43 121.0(5) . . ?
C44 C45 C46 117.4(6) . . ?
C44 C45 C49 121.3(5) . . ?
C46 C45 C49 121.4(5) . . ?
C47 C46 C45 122.5(6) . . ?
C46 C47 C48 118.3(6) . . ?
C46 C47 C53 121.4(6) . . ?
C48 C47 C53 120.3(6) . . ?
C43 C48 C47 120.8(6) . . ?
C51 C49 C50 110.5(6) . . ?
C51 C49 C52 107.5(6) . . ?
C50 C49 C52 108.0(6) . . ?
C51 C49 C45 109.8(5) . . ?
C50 C49 C45 110.0(5) . . ?
C52 C49 C45 111.1(5) . . ?
C55 C53 C56 120.8(10) . . ?
C55 C53 C47 111.8(8) . . ?
C56 C53 C47 113.7(7) . . ?
C55 C53 C54 104.4(11) . . ?
C56 C53 C54 96.5(11) . . ?
C47 C53 C54 107.1(7) . . ?
C57 C58 C59 124.3(16) . . ?
C58 C59 C60 119.5(16) . . ?
C61 C60 C59 122.8(17) . . ?
C60 C61 C62 115.4(17) . . ?

_refine_diff_density_max         1.502
_refine_diff_density_min         -1.205
_refine_diff_density_rms         0.147

