# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_C3
_database_code_depnum_ccdc_archive 'CCDC 1541591'
_audit_update_record             
;
2017-04-01 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C34 H56 Al2 N2 O2'
_chemical_formula_sum            'C34 H56 Al2 N2 O2'
_chemical_formula_weight         578.77
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0650 0.0510 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 '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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.2441(18)
_cell_length_b                   9.926(2)
_cell_length_c                   10.261(2)
_cell_angle_alpha                69.83(3)
_cell_angle_beta                 85.85(3)
_cell_angle_gamma                79.94(3)
_cell_volume                     870.1(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2538
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4560
_cell_measurement_theta_min      2.1147
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9544
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.08
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 45.1888
	          2theta: -19.8557
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 45.1888
	          2theta: -19.8557
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 10.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 180.0000
	             XTD: 45.1888
	          2theta: -19.8557
;
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       dtprofit.ref
_diffrn_number_total             3943
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0064
_diffrn_orient_matrix_UB_12      -0.0936
_diffrn_orient_matrix_UB_13      -0.0572
_diffrn_orient_matrix_UB_21      -0.0922
_diffrn_orient_matrix_UB_22      0.0470
_diffrn_orient_matrix_UB_23      -0.0331
_diffrn_orient_matrix_UB_31      0.0791
_diffrn_orient_matrix_UB_32      0.0323
_diffrn_orient_matrix_UB_33      -0.0591
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Graphite Monochromator'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Sealed Tube'
_diffrn_source_current           30.0000
_diffrn_source_power             1.5000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3156
_reflns_number_total             3551
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
????
;
_refine_diff_density_max         0.825
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0747
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0521P)²+0.7719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1576
_refine_ls_wR_factor_ref         0.1647
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C15(H15), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C14(H14A,H14B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C1(H1)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C17(H17A,H17B,H17C), C16(H16A,H16B,
 H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Al1 Al 0.53803(8) 0.48197(8) 0.36082(8) 0.0309(2) Uani 1 d . . .
O1 O 0.43880(19) 0.40088(18) 0.52610(17) 0.0318(4) Uani 1 d . . .
N1 N 0.4544(2) 0.3104(2) 0.3217(2) 0.0354(5) Uani 1 d . . .
C11 C 0.8114(3) 0.3596(3) 0.2203(3) 0.0380(6) Uani 1 d . . .
H11 H 0.7487 0.2965 0.2007 0.046 Uiso 1 calc . . R
C10 C 0.7483(3) 0.3933(3) 0.3502(3) 0.0350(6) Uani 1 d . . .
H10A H 0.8090 0.4586 0.3665 0.042 Uiso 1 calc . . R
H10B H 0.7647 0.3009 0.4294 0.042 Uiso 1 calc . . R
C2 C 0.3856(3) 0.1758(3) 0.1908(3) 0.0415(7) Uani 1 d . . .
H2 H 0.3880 0.1580 0.1054 0.050 Uiso 1 calc . . R
C4 C 0.3139(3) 0.1179(3) 0.4308(3) 0.0349(6) Uani 1 d . . .
C3 C 0.3148(3) 0.0925(3) 0.3066(3) 0.0419(7) Uani 1 d . . .
H3 H 0.2667 0.0178 0.3004 0.050 Uiso 1 calc . . R
C1 C 0.4525(3) 0.2849(3) 0.2020(3) 0.0368(6) Uani 1 d . . .
H1 H 0.4988 0.3439 0.1222 0.044 Uiso 1 calc . . R
C14 C 0.4357(3) 0.6409(3) 0.2005(3) 0.0370(6) Uani 1 d . . .
H14A H 0.5027 0.7130 0.1606 0.044 Uiso 1 calc . . R
H14B H 0.4230 0.5982 0.1288 0.044 Uiso 1 calc . . R
C9 C 0.3881(3) 0.2264(3) 0.4342(3) 0.0355(6) Uani 1 d . . .
C15 C 0.2849(3) 0.7248(3) 0.2243(3) 0.0437(7) Uani 1 d . . .
H15 H 0.2958 0.7619 0.3015 0.052 Uiso 1 calc . . R
C12 C 0.9692(3) 0.2783(3) 0.2378(3) 0.0498(8) Uani 1 d . . .
H12A H 1.0336 0.3388 0.2553 0.075 Uiso 1 calc . . GR
H12B H 1.0019 0.2570 0.1530 0.075 Uiso 1 calc . . GR
H12C H 0.9733 0.1871 0.3165 0.075 Uiso 1 calc . . GR
C13 C 0.8040(4) 0.4991(4) 0.0949(3) 0.0571(9) Uani 1 d . . .
H13A H 0.7013 0.5457 0.0776 0.086 Uiso 1 calc . . GR
H13B H 0.8455 0.4757 0.0132 0.086 Uiso 1 calc . . GR
H13C H 0.8603 0.5653 0.1134 0.086 Uiso 1 calc . . GR
C5 C 0.2294(4) 0.0379(3) 0.5567(3) 0.0486(8) Uani 1 d . . .
H5A H 0.2657 -0.0676 0.5811 0.058 Uiso 1 calc . . R
H5B H 0.1247 0.0548 0.5318 0.058 Uiso 1 calc . . R
C6 C 0.2393(4) 0.0800(3) 0.6838(3) 0.0496(8) Uani 1 d . . .
H6A H 0.1463 0.0682 0.7376 0.060 Uiso 1 calc . . R
H6B H 0.3193 0.0119 0.7430 0.060 Uiso 1 calc . . R
C7 C 0.2672(4) 0.2328(4) 0.6530(3) 0.0529(8) Uani 1 d . . .
H7A H 0.1813 0.3023 0.6049 0.063 Uiso 1 calc . . R
H7B H 0.2793 0.2490 0.7413 0.063 Uiso 1 calc . . R
C17 C 0.2336(4) 0.8562(4) 0.0965(4) 0.0652(10) Uani 1 d . . .
H17A H 0.3074 0.9211 0.0708 0.098 Uiso 1 calc . . GR
H17B H 0.1399 0.9085 0.1178 0.098 Uiso 1 calc . . GR
H17C H 0.2207 0.8231 0.0191 0.098 Uiso 1 calc . . GR
C16 C 0.1682(3) 0.6259(4) 0.2694(4) 0.0614(9) Uani 1 d . . .
H16A H 0.1580 0.5842 0.1973 0.092 Uiso 1 calc . . GR
H16B H 0.0740 0.6824 0.2833 0.092 Uiso 1 calc . . GR
H16C H 0.1976 0.5474 0.3565 0.092 Uiso 1 calc . . GR
C8 C 0.4013(4) 0.2605(3) 0.5646(3) 0.0457(7) Uani 1 d . . .
H8 H 0.4859 0.1906 0.6175 0.055 Uiso 1 calc . . R


_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 Al1 3.0177(16) 2_666 ?
Al1 O1 1.9488(19) 2_666 ?
Al1 O1 1.8592(19) . ?
Al1 N1 2.153(2) . ?
Al1 C10 2.001(3) . ?
Al1 C14 2.001(3) . ?
O1 Al1 1.9488(19) 2_666 ?
O1 C8 1.409(3) . ?
N1 C1 1.339(3) . ?
N1 C9 1.348(3) . ?
C11 H11 1.0000 . ?
C11 C10 1.534(4) . ?
C11 C12 1.530(4) . ?
C11 C13 1.525(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C2 H2 0.9500 . ?
C2 C3 1.387(4) . ?
C2 C1 1.377(4) . ?
C4 C3 1.381(4) . ?
C4 C9 1.385(4) . ?
C4 C5 1.508(4) . ?
C3 H3 0.9500 . ?
C1 H1 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.543(4) . ?
C9 C8 1.506(4) . ?
C15 H15 1.0000 . ?
C15 C17 1.530(4) . ?
C15 C16 1.525(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.513(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.504(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.491(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C8 H8 1.0000 . ?

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 Al1 36.56(5) 2_666 2_666 ?
O1 Al1 Al1 38.63(6) . 2_666 ?
O1 Al1 O1 75.19(8) . 2_666 ?
O1 Al1 N1 78.06(8) . . ?
O1 Al1 N1 153.22(8) 2_666 . ?
O1 Al1 C10 98.95(10) 2_666 . ?
O1 Al1 C10 115.99(10) . . ?
O1 Al1 C14 98.00(10) 2_666 . ?
O1 Al1 C14 121.41(10) . . ?
N1 Al1 Al1 116.68(7) . 2_666 ?
C10 Al1 Al1 111.75(9) . 2_666 ?
C10 Al1 N1 93.77(11) . . ?
C10 Al1 C14 122.51(11) . . ?
C14 Al1 Al1 114.26(9) . 2_666 ?
C14 Al1 N1 94.80(11) . . ?
Al1 O1 Al1 104.81(8) . 2_666 ?
C8 O1 Al1 130.43(16) . 2_666 ?
C8 O1 Al1 121.96(16) . . ?
C1 N1 Al1 128.72(18) . . ?
C1 N1 C9 118.5(2) . . ?
C9 N1 Al1 112.65(18) . . ?
C10 C11 H11 107.7 . . ?
C12 C11 H11 107.7 . . ?
C12 C11 C10 113.4(2) . . ?
C13 C11 H11 107.7 . . ?
C13 C11 C10 110.6(2) . . ?
C13 C11 C12 109.5(2) . . ?
Al1 C10 H10A 107.0 . . ?
Al1 C10 H10B 107.0 . . ?
C11 C10 Al1 121.31(19) . . ?
C11 C10 H10A 107.0 . . ?
C11 C10 H10B 107.0 . . ?
H10A C10 H10B 106.7 . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C1 C2 C3 118.8(3) . . ?
C3 C4 C9 117.4(3) . . ?
C3 C4 C5 122.2(3) . . ?
C9 C4 C5 120.3(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
N1 C1 C2 122.1(3) . . ?
N1 C1 H1 118.9 . . ?
C2 C1 H1 118.9 . . ?
Al1 C14 H14A 107.4 . . ?
Al1 C14 H14B 107.4 . . ?
H14A C14 H14B 107.0 . . ?
C15 C14 Al1 119.48(18) . . ?
C15 C14 H14A 107.4 . . ?
C15 C14 H14B 107.4 . . ?
N1 C9 C4 123.1(3) . . ?
N1 C9 C8 114.2(2) . . ?
C4 C9 C8 122.7(2) . . ?
C14 C15 H15 107.5 . . ?
C17 C15 C14 112.4(3) . . ?
C17 C15 H15 107.5 . . ?
C16 C15 C14 111.6(3) . . ?
C16 C15 H15 107.5 . . ?
C16 C15 C17 110.1(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C4 C5 H5A 108.4 . . ?
C4 C5 H5B 108.4 . . ?
C4 C5 C6 115.3(2) . . ?
H5A C5 H5B 107.5 . . ?
C6 C5 H5A 108.4 . . ?
C6 C5 H5B 108.4 . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 C5 114.6(2) . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C6 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 C6 111.3(3) . . ?
C8 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O1 C8 C9 108.2(2) . . ?
O1 C8 C7 117.1(3) . . ?
O1 C8 H8 107.1 . . ?
C9 C8 H8 107.1 . . ?
C7 C8 C9 109.7(3) . . ?
C7 C8 H8 107.1 . . ?

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
Al1 Al1 O1 C8 -162.9(2) 2_666 . . . ?
Al1 Al1 N1 C1 168.9(2) 2_666 . . . ?
Al1 Al1 N1 C9 -6.5(2) 2_666 . . . ?
Al1 Al1 C10 C11 177.97(19) 2_666 . . . ?
Al1 Al1 C14 C15 -27.5(2) 2_666 . . . ?
Al1 O1 C8 C9 -26.0(3) . . . . ?
Al1 O1 C8 C9 175.95(16) 2_666 . . . ?
Al1 O1 C8 C7 51.4(4) 2_666 . . . ?
Al1 O1 C8 C7 -150.6(2) . . . . ?
Al1 N1 C1 C2 -175.4(2) . . . . ?
Al1 N1 C9 C4 173.8(2) . . . . ?
Al1 N1 C9 C8 -6.2(3) . . . . ?
Al1 C14 C15 C17 171.5(2) . . . . ?
Al1 C14 C15 C16 -64.3(3) . . . . ?
O1 Al1 O1 Al1 0.0 2_666 . . 2_666 ?
O1 Al1 O1 C8 -162.9(2) 2_666 . . . ?
O1 Al1 N1 C1 167.1(2) 2_666 . . . ?
O1 Al1 N1 C1 169.8(2) . . . . ?
O1 Al1 N1 C9 -5.63(18) . . . . ?
O1 Al1 N1 C9 -8.3(3) 2_666 . . . ?
O1 Al1 C10 C11 135.8(2) . . . . ?
O1 Al1 C10 C11 -146.4(2) 2_666 . . . ?
O1 Al1 C14 C15 -61.8(2) 2_666 . . . ?
O1 Al1 C14 C15 15.7(3) . . . . ?
N1 Al1 O1 Al1 -178.75(10) . . . 2_666 ?
N1 Al1 O1 C8 18.4(2) . . . . ?
N1 Al1 C10 C11 57.3(2) . . . . ?
N1 Al1 C14 C15 94.6(2) . . . . ?
N1 C9 C8 O1 18.7(3) . . . . ?
N1 C9 C8 C7 147.5(3) . . . . ?
C10 Al1 O1 Al1 92.88(12) . . . 2_666 ?
C10 Al1 O1 C8 -70.0(2) . . . . ?
C10 Al1 N1 C1 -74.4(2) . . . . ?
C10 Al1 N1 C9 110.2(2) . . . . ?
C10 Al1 C14 C15 -167.8(2) . . . . ?
C4 C9 C8 O1 -161.3(2) . . . . ?
C4 C9 C8 C7 -32.4(4) . . . . ?
C4 C5 C6 C7 27.3(4) . . . . ?
C3 C2 C1 N1 1.7(4) . . . . ?
C3 C4 C9 N1 2.8(4) . . . . ?
C3 C4 C9 C8 -177.2(3) . . . . ?
C3 C4 C5 C6 -179.5(3) . . . . ?
C1 N1 C9 C4 -2.2(4) . . . . ?
C1 N1 C9 C8 177.9(2) . . . . ?
C1 C2 C3 C4 -1.0(4) . . . . ?
C14 Al1 O1 Al1 -90.42(13) . . . 2_666 ?
C14 Al1 O1 C8 106.7(2) . . . . ?
C14 Al1 N1 C1 48.7(2) . . . . ?
C14 Al1 N1 C9 -126.74(19) . . . . ?
C14 Al1 C10 C11 -40.9(3) . . . . ?
C9 N1 C1 C2 -0.2(4) . . . . ?
C9 C4 C3 C2 -1.2(4) . . . . ?
C9 C4 C5 C6 -2.9(4) . . . . ?
C12 C11 C10 Al1 -174.18(19) . . . . ?
C13 C11 C10 Al1 62.4(3) . . . . ?
C5 C4 C3 C2 175.5(3) . . . . ?
C5 C4 C9 N1 -173.9(3) . . . . ?
C5 C4 C9 C8 6.1(4) . . . . ?
C5 C6 C7 C8 -54.9(4) . . . . ?
C6 C7 C8 O1 179.0(3) . . . . ?
C6 C7 C8 C9 55.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_C4
_database_code_depnum_ccdc_archive 'CCDC 1541592'
_audit_update_record             
;
2017-04-01 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H36 Al2 N2 O2'
_chemical_formula_sum            'C24 H36 Al2 N2 O2'
_chemical_formula_weight         438.51

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   14.644(3)
_cell_length_b                   10.016(2)
_cell_length_c                   17.708(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.75(3)
_cell_angle_gamma                90.00
_cell_volume                     2429.0(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173.1500
_cell_measurement_reflns_used    94
_cell_measurement_theta_min      1.2296
_cell_measurement_theta_max      27.4855

_exptl_crystal_description       block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.22
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             944
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9447
_exptl_absorpt_correction_T_max  0.9689


_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14511
_diffrn_reflns_av_R_equivalents  0.0492
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         27.48
_reflns_number_total             2778
_reflns_number_gt                2714
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1270P)²+12.6990P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         2778
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0977
_refine_ls_R_factor_gt           0.0899
_refine_ls_wR_factor_ref         0.2487
_refine_ls_wR_factor_gt          0.2330
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.53253(17) 1.0880(2) 0.47453(13) 0.0296(5) Uani 1 1 d . . .
C4 C 0.6321(2) 1.4239(3) 0.4884(2) 0.0328(7) Uani 1 1 d . . .
N1 N 0.5932(2) 1.2739(3) 0.57895(17) 0.0359(7) Uani 1 1 d . . .
C1 C 0.6183(3) 1.3674(4) 0.6371(2) 0.0347(7) Uani 1 1 d . . .
C3 C 0.6552(3) 1.5206(4) 0.5482(2) 0.0389(8) Uani 1 1 d . . .
H3 H 0.6753 1.6067 0.5379 0.047 Uiso 1 1 calc R . .
C5 C 0.6392(3) 1.4471(4) 0.4065(2) 0.0423(9) Uani 1 1 d . . .
H5A H 0.5924 1.5183 0.3788 0.051 Uiso 1 1 calc R . .
H5B H 0.7056 1.4804 0.4143 0.051 Uiso 1 1 calc R . .
C12 C 0.6138(3) 1.3331(4) 0.7180(2) 0.0454(9) Uani 1 1 d . . .
H12A H 0.6341 1.4106 0.7539 0.068 Uiso 1 1 calc R . .
H12B H 0.6577 1.2580 0.7412 0.068 Uiso 1 1 calc R . .
H12C H 0.5468 1.3084 0.7119 0.068 Uiso 1 1 calc R . .
C2 C 0.6492(3) 1.4927(4) 0.6225(2) 0.0393(8) Uani 1 1 d . . .
H2 H 0.6661 1.5589 0.6636 0.047 Uiso 1 1 calc R . .
C9 C 0.6011(3) 1.3017(4) 0.5071(2) 0.0398(8) Uani 1 1 d . . .
C6 C 0.6195(4) 1.3274(5) 0.3521(2) 0.0601(13) Uani 1 1 d . . .
H6A H 0.5808 1.3574 0.2967 0.072 Uiso 1 1 calc R . .
H6B H 0.6829 1.2948 0.3512 0.072 Uiso 1 1 calc R . .
C7 C 0.5694(6) 1.2158(5) 0.3707(3) 0.0742(18) Uani 1 1 d . . .
H7A H 0.4992 1.2272 0.3386 0.089 Uiso 1 1 calc R . .
H7B H 0.5912 1.1351 0.3495 0.089 Uiso 1 1 calc R . .
C8 C 0.5759(6) 1.1869(6) 0.4481(3) 0.096(3) Uani 1 1 d . . .
H8 H 0.6426 1.1463 0.4660 0.115 Uiso 1 1 calc R . .
Al1 Al 0.52598(7) 1.07926(10) 0.57659(5) 0.0269(3) Uani 1 1 d . . .
C10 C 0.4077(3) 1.1514(4) 0.5915(2) 0.0387(8) Uani 1 1 d . . .
H10A H 0.4134 1.1407 0.6480 0.058 Uiso 1 1 calc R . .
H10B H 0.3501 1.1029 0.5566 0.058 Uiso 1 1 calc R . .
H10C H 0.4010 1.2464 0.5773 0.058 Uiso 1 1 calc R . .
C11 C 0.6380(3) 1.0015(5) 0.6655(2) 0.0460(10) Uani 1 1 d . . .
H11A H 0.6242 1.0035 0.7157 0.069 Uiso 1 1 calc R . .
H11B H 0.6970 1.0537 0.6723 0.069 Uiso 1 1 calc R . .
H11C H 0.6481 0.9090 0.6522 0.069 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.348(5) . ?
O1 Al1 1.846(2) . ?
O1 Al1 1.952(2) 5_676 ?
C4 C9 1.385(5) . ?
C4 C3 1.386(5) . ?
C4 C5 1.510(5) . ?
N1 C1 1.343(4) . ?
N1 C9 1.347(4) . ?
N1 Al1 2.177(3) . ?
C1 C2 1.389(5) . ?
C1 C12 1.497(5) . ?
C3 C2 1.378(5) . ?
C5 C6 1.501(6) . ?
C9 C8 1.509(6) . ?
C6 C7 1.438(6) . ?
C7 C8 1.370(6) . ?
Al1 O1 1.952(2) 5_676 ?
Al1 C10 1.979(4) . ?
Al1 C11 1.986(4) . ?
Al1 Al1 2.9992(19) 5_676 ?

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
C8 O1 Al1 124.7(2) . . ?
C8 O1 Al1 130.8(2) . 5_676 ?
Al1 O1 Al1 104.29(11) . 5_676 ?
C9 C4 C3 116.6(3) . . ?
C9 C4 C5 120.4(3) . . ?
C3 C4 C5 123.0(3) . . ?
C1 N1 C9 119.2(3) . . ?
C1 N1 Al1 129.7(2) . . ?
C9 N1 Al1 110.9(2) . . ?
N1 C1 C2 120.4(3) . . ?
N1 C1 C12 118.7(3) . . ?
C2 C1 C12 120.8(3) . . ?
C2 C3 C4 120.5(3) . . ?
C6 C5 C4 115.5(3) . . ?
C3 C2 C1 119.7(3) . . ?
N1 C9 C4 123.6(3) . . ?
N1 C9 C8 114.5(3) . . ?
C4 C9 C8 121.9(3) . . ?
C7 C6 C5 118.2(3) . . ?
C8 C7 C6 122.2(4) . . ?
O1 C8 C7 128.9(4) . . ?
O1 C8 C9 110.4(3) . . ?
C7 C8 C9 116.5(4) . . ?
O1 Al1 O1 75.71(11) . 5_676 ?
O1 Al1 C10 117.70(15) . . ?
O1 Al1 C10 96.55(14) 5_676 . ?
O1 Al1 C11 118.67(15) . . ?
O1 Al1 C11 97.73(16) 5_676 . ?
C10 Al1 C11 123.63(17) . . ?
O1 Al1 N1 78.25(11) . . ?
O1 Al1 N1 153.95(11) 5_676 . ?
C10 Al1 N1 94.68(14) . . ?
C11 Al1 N1 95.45(16) . . ?
O1 Al1 Al1 39.10(7) . 5_676 ?
O1 Al1 Al1 36.60(7) 5_676 5_676 ?
C10 Al1 Al1 111.12(13) . 5_676 ?
C11 Al1 Al1 112.51(15) . 5_676 ?
N1 Al1 Al1 117.35(9) . 5_676 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.654
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.162
####################################################################### 
# 
# 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_C1
_database_code_depnum_ccdc_archive 'CCDC 1541590'
_audit_update_record             
;
2017-04-01 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H32 Al2 N2 O2'
_chemical_formula_sum            'C22 H32 Al2 N2 O2'
_chemical_formula_weight         410.46
_chemical_melting_point          ?
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'
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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z'
5 '-x, -y, -z'
6 'x, -y, z'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z'

_cell_length_a                   16.670(3)
_cell_length_b                   8.2200(16)
_cell_length_c                   9.0500(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.14(3)
_cell_angle_gamma                90.00
_cell_volume                     1113.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1938
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4596
_cell_measurement_theta_min      2.7628
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             440
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4852
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.72
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.934
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 44.9825
	          2theta: -20.2715
scan:
	Number of images: 356
	           Slice: -110.0000 - 68.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 44.9825
	          2theta: -20.2715
scan:
	Number of images: 150
	           Slice: -110.0000 - -35.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 44.9825
	          2theta: -20.2715
;
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       dtprofit.ref
_diffrn_number_total             1317
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0489
_diffrn_orient_matrix_UB_12      -0.0446
_diffrn_orient_matrix_UB_13      -0.0109
_diffrn_orient_matrix_UB_21      0.0735
_diffrn_orient_matrix_UB_22      -0.0897
_diffrn_orient_matrix_UB_23      0.0365
_diffrn_orient_matrix_UB_31      -0.0757
_diffrn_orient_matrix_UB_32      -0.0235
_diffrn_orient_matrix_UB_33      0.0948
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1256
_reflns_number_total             1274
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
????
;
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     86
_refine_ls_number_reflns         1274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0578
_refine_ls_restrained_S_all      1.127
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0928P)²+1.0769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1592
_refine_ls_wR_factor_ref         0.1612
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H5A(0.5) H5B(0.5) H7B(0.5) H7A(0.5) H6B(0.5) H6A(0.5) C8(0.5)
 H8(0.5)
3.a Riding coordinates:
 C7(H7B,H7A), C8(H8)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6B,H6A)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C1(H1)
3.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Al1 Al 0.07222(5) 0.0000 0.67503(8) 0.0268(3) Uani 1 d . . 2 S T P
O1 O 0.05687(11) 0.0000 0.4587(2) 0.0295(4) Uani 1 d . . 2 S T P
N1 N 0.20784(15) 0.0000 0.7095(3) 0.0358(5) Uani 1 d . . 2 S T P
C3 C 0.37207(18) 0.0000 0.7059(4) 0.0382(6) Uani 1 d . . 2 S T P
H3 H 0.4278 0.0000 0.7054 0.046 Uiso 1 calc . . 2 RS T P
C4 C 0.29438(17) 0.0000 0.5561(4) 0.0332(6) Uani 1 d . . 2 S T P
C2 C 0.36677(19) 0.0000 0.8551(4) 0.0408(7) Uani 1 d . . 2 S T P
H2 H 0.4182 0.0000 0.9545 0.049 Uiso 1 calc . . 2 RS T P
C9 C 0.21364(19) 0.0000 0.5664(4) 0.0431(7) Uani 1 d . . 2 S T P
C1 C 0.28320(18) 0.0000 0.8518(4) 0.0372(6) Uani 1 d . . 2 S T P
H1 H 0.2788 0.0000 0.9507 0.045 Uiso 1 calc . . 2 RS T P
C10 C 0.08418(14) 0.2085(3) 0.7926(3) 0.0413(5) Uani 1 d . . 1 . . .
H10A H 0.1455 0.2245 0.8698 0.062 Uiso 1 calc . . 1 GR . .
H10B H 0.0477 0.2057 0.8502 0.062 Uiso 1 calc . . 1 GR . .
H10C H 0.0651 0.2962 0.7146 0.062 Uiso 1 calc . . 1 GR . .
C5 C 0.2954(2) 0.0000 0.3921(4) 0.0457(7) Uani 1 d . . 2 S T P
H5A H 0.3281 -0.0951 0.3856 0.055 Uiso 0.50 calc . . 1 R . .
H5B H 0.3281 0.0951 0.3856 0.055 Uiso 0.50 calc . . 1 R . .
C7 C 0.1260(2) 0.0000 0.2677(4) 0.0712(14) Uani 1 d . . 2 S T P
H7B H 0.1029 -0.1089 0.2464 0.085 Uiso 0.50 d . . 1 R . .
H7A H 0.0836 0.0671 0.1821 0.085 Uiso 0.50 d . . 1 R . .
C6 C 0.2062(3) 0.0000 0.2457(5) 0.0811(16) Uani 1 d . . 2 S T P
H6B H 0.2039 0.0948 0.1802 0.097 Uiso 0.50 calc . . 1 R . .
H6A H 0.2039 -0.0948 0.1802 0.097 Uiso 0.50 calc . . 1 R . .
C8 C 0.1246(2) 0.0494(4) 0.4163(4) 0.0293(7) Uani 0.50 d . . 1 . . .
H8 H 0.1233 0.1662 0.4145 0.035 Uiso 0.50 d . . 1 R . .


_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 1.8596(19) . ?
Al1 O1 1.949(2) 5_556 ?
Al1 N1 2.142(2) . ?
Al1 C10 1.980(2) . ?
Al1 C10 1.980(2) 6 ?
O1 Al1 1.949(2) 5_556 ?
O1 C8 1.403(4) . ?
O1 C8 1.403(4) 6 ?
N1 C9 1.341(4) . ?
N1 C1 1.346(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.402(4) . ?
C3 C2 1.392(4) . ?
C4 C9 1.389(4) . ?
C4 C5 1.492(4) . ?
C2 H2 0.9300 . ?
C2 C1 1.380(4) . ?
C9 C8 1.561(4) . ?
C9 C8 1.561(4) 6 ?
C1 H1 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.493(5) . ?
C7 H7B 0.9600 . ?
C7 H7A 0.9600 . ?
C7 C6 1.435(5) . ?
C7 C8 1.415(5) . ?
C7 C8 1.415(5) 6 ?
C6 H6B 0.9700 . ?
C6 H6A 0.9700 . ?
C8 C8 0.813(7) 6 ?
C8 H8 0.9600 . ?

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 O1 75.18(9) . 5_556 ?
O1 Al1 N1 153.65(9) 5_556 . ?
O1 Al1 N1 78.47(9) . . ?
O1 Al1 C10 120.01(7) . 6 ?
O1 Al1 C10 98.96(7) 5_556 6 ?
O1 Al1 C10 98.96(7) 5_556 . ?
O1 Al1 C10 120.01(7) . . ?
C10 Al1 N1 94.11(7) 6 . ?
C10 Al1 N1 94.11(7) . . ?
C10 Al1 C10 119.87(14) . 6 ?
Al1 O1 Al1 104.82(9) . 5_556 ?
C8 O1 Al1 122.25(18) 6 . ?
C8 O1 Al1 122.25(18) . . ?
C8 O1 Al1 129.17(18) . 5_556 ?
C8 O1 Al1 129.17(18) 6 5_556 ?
C8 O1 C8 33.7(3) . 6 ?
C9 N1 Al1 112.33(19) . . ?
C9 N1 C1 119.3(2) . . ?
C1 N1 Al1 128.3(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.7(2) . . ?
C3 C4 C5 123.5(2) . . ?
C9 C4 C3 116.4(3) . . ?
C9 C4 C5 120.1(3) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 C3 118.3(3) . . ?
C1 C2 H2 120.9 . . ?
N1 C9 C4 123.3(3) . . ?
N1 C9 C8 113.3(2) . 6 ?
N1 C9 C8 113.3(2) . . ?
C4 C9 C8 121.3(3) . . ?
C4 C9 C8 121.3(3) . 6 ?
C8 C9 C8 30.2(3) 6 . ?
N1 C1 C2 121.9(3) . . ?
N1 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
Al1 C10 H10A 109.5 . . ?
Al1 C10 H10B 109.5 . . ?
Al1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C4 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C4 C5 C6 116.1(2) . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 H5A 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H7B C7 H7A 106.6 . . ?
C6 C7 H7B 106.7 . . ?
C6 C7 H7A 106.7 . . ?
C8 C7 H7B 106.6 . . ?
C8 C7 H7B 75.5 6 . ?
C8 C7 H7A 128.1 6 . ?
C8 C7 H7A 106.7 . . ?
C8 C7 C6 122.6(3) 6 . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 C8 33.4(3) 6 . ?
C5 C6 H6B 107.3 . . ?
C5 C6 H6A 107.3 . . ?
C7 C6 C5 120.1(3) . . ?
C7 C6 H6B 107.3 . . ?
C7 C6 H6A 107.3 . . ?
H6B C6 H6A 106.9 . . ?
O1 C8 C9 105.0(2) . . ?
O1 C8 C7 121.9(3) . . ?
O1 C8 H8 106.3 . . ?
C9 C8 H8 106.3 . . ?
C7 C8 C9 110.2(3) . . ?
C7 C8 H8 106.3 . . ?
C8 C8 O1 73.17(14) 6 . ?
C8 C8 C9 74.91(13) 6 . ?
C8 C8 C7 73.31(15) 6 . ?
C8 C8 H8 178.8 6 . ?

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
Al1 O1 C8 C9 -173.02(9) 5_556 . . . ?
Al1 O1 C8 C9 32.3(3) . . . . ?
Al1 O1 C8 C7 -47.1(4) 5_556 . . . ?
Al1 O1 C8 C7 158.2(2) . . . . ?
Al1 O1 C8 C8 101.01(12) . . . 6 ?
Al1 O1 C8 C8 -104.28(15) 5_556 . . 6 ?
Al1 N1 C9 C4 180.0 . . . . ?
Al1 N1 C9 C8 -16.46(15) . . . 6 ?
Al1 N1 C9 C8 16.46(15) . . . . ?
Al1 N1 C1 C2 180.0 . . . . ?
O1 Al1 O1 Al1 0.0 5_556 . . 5_556 ?
O1 Al1 O1 C8 -159.97(17) 5_556 . . 6 ?
O1 Al1 O1 C8 159.97(17) 5_556 . . . ?
O1 Al1 N1 C9 0.000(1) 5_556 . . . ?
O1 Al1 N1 C9 0.0 . . . . ?
O1 Al1 N1 C1 180.000(1) 5_556 . . . ?
O1 Al1 N1 C1 180.0 . . . . ?
N1 Al1 O1 Al1 180.0 . . . 5_556 ?
N1 Al1 O1 C8 -20.03(17) . . . . ?
N1 Al1 O1 C8 20.03(17) . . . 6 ?
N1 C9 C8 O1 -29.2(2) . . . . ?
N1 C9 C8 C7 -162.09(16) . . . . ?
N1 C9 C8 C8 -96.66(10) . . . 6 ?
C3 C4 C9 N1 0.0 . . . . ?
C3 C4 C9 C8 -162.26(17) . . . 6 ?
C3 C4 C9 C8 162.26(17) . . . . ?
C3 C4 C5 C6 180.0 . . . . ?
C3 C2 C1 N1 0.000(1) . . . . ?
C4 C3 C2 C1 0.000(1) . . . . ?
C4 C9 C8 O1 166.95(13) . . . . ?
C4 C9 C8 C7 34.0(3) . . . . ?
C4 C9 C8 C8 99.44(13) . . . 6 ?
C4 C5 C6 C7 0.0 . . . . ?
C2 C3 C4 C9 0.000(1) . . . . ?
C2 C3 C4 C5 180.000(1) . . . . ?
C9 N1 C1 C2 0.000(1) . . . . ?
C9 C4 C5 C6 0.0 . . . . ?
C1 N1 C9 C4 0.000(1) . . . . ?
C1 N1 C9 C8 -163.54(15) . . . . ?
C1 N1 C9 C8 163.54(15) . . . 6 ?
C10 Al1 O1 Al1 91.91(8) 6 . . 5_556 ?
C10 Al1 O1 Al1 -91.91(8) . . . 5_556 ?
C10 Al1 O1 C8 -108.12(18) 6 . . . ?
C10 Al1 O1 C8 -68.1(2) 6 . . 6 ?
C10 Al1 O1 C8 108.12(18) . . . 6 ?
C10 Al1 O1 C8 68.1(2) . . . . ?
C10 Al1 N1 C9 119.81(7) 6 . . . ?
C10 Al1 N1 C9 -119.81(7) . . . . ?
C10 Al1 N1 C1 60.19(7) . . . . ?
C10 Al1 N1 C1 -60.19(7) 6 . . . ?
C5 C4 C9 N1 180.0 . . . . ?
C5 C4 C9 C8 17.74(17) . . . 6 ?
C5 C4 C9 C8 -17.74(17) . . . . ?
C6 C7 C8 O1 -158.14(19) . . . . ?
C6 C7 C8 C9 -34.6(3) . . . . ?
C6 C7 C8 C8 -101.03(18) . . . 6 ?
C8 O1 C8 C9 -68.7(2) 6 . . . ?
C8 O1 C8 C7 57.2(3) 6 . . . ?
C8 C9 C8 O1 67.5(2) 6 . . . ?
C8 C9 C8 C7 -65.4(2) 6 . . . ?
C8 C7 C6 C5 19.92(19) . . . . ?
C8 C7 C6 C5 -19.92(19) 6 . . . ?
C8 C7 C8 O1 -57.1(3) 6 . . . ?
C8 C7 C8 C9 66.4(2) 6 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_C5
_database_code_depnum_ccdc_archive 'CCDC 1541593'
_audit_update_record             
;
2017-04-01 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;
_audit_creation_date             2016-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H30 Al2 Cl2 N2 O2'
_chemical_formula_sum            'C22 H30 Al2 Cl2 N2 O2'
_chemical_formula_weight         479.34
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.829(3)
_cell_length_b                   9.976(2)
_cell_length_c                   17.574(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.11(3)
_cell_angle_gamma                90.00
_cell_volume                     2408.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4271
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4839
_cell_measurement_theta_min      1.2507
_exptl_absorpt_coefficient_mu    0.364
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4118
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.322
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0176
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14604
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.52
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 270.0000
	             XTD: 39.9931
	          2theta: -20.1391
scan:
	Number of images: 360
	           Slice: -110.0000 - 70.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 90.0000
	             XTD: 39.9931
	          2theta: -20.1391
scan:
	Number of images: 328
	           Slice: -110.0000 - 54.0000
	     Image width: 0.5000
	        Exp time: 3.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	             Chi: 45.0000
	             Phi: 0.0000
	             XTD: 39.9931
	          2theta: -20.1391
;
_diffrn_measurement_device       
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details 
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_number_total             2907
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.0278
_diffrn_orient_matrix_UB_12      0.0062
_diffrn_orient_matrix_UB_13      -0.0670
_diffrn_orient_matrix_UB_21      0.0628
_diffrn_orient_matrix_UB_22      0.0758
_diffrn_orient_matrix_UB_23      -0.0191
_diffrn_orient_matrix_UB_31      0.0299
_diffrn_orient_matrix_UB_32      -0.0350
_diffrn_orient_matrix_UB_33      -0.0407
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_diffrn_special_details          
;
 ?
;
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2722
_reflns_number_total             2748
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
????
;
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.224
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2748
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0425
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0704P)²+1.3363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1194
_refine_ls_wR_factor_ref         0.1198
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H5BD)=Sof(H5BC)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=
 Sof(C8A)=Sof(H8A)=1-FVAR(1)
 Sof(H5AA)=Sof(H5AB)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C7)=Sof(H7A)=Sof(H7B)=
 Sof(C8)=Sof(H8)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C8(H8), C8A(H8A)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5AA,H5AB), C5(H5BD,H5BC), C6(H6A,H6B), C7(H7A,H7B), C6A(H6AA,H6AB),
 C7A(H7AA,H7AB)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2)
3.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
N1 N 0.40926(10) 0.77999(14) 0.42101(8) 0.0410(3) Uani 1 d A . .
C3 C 0.34172(12) 1.02427(17) 0.45149(11) 0.0425(4) Uani 1 d . . .
H3 H 0.3199 1.1072 0.4617 0.051 Uiso 1 calc . . R
C2 C 0.34900(11) 1.00013(17) 0.37635(10) 0.0423(4) Uani 1 d . . .
H2 H 0.3315 1.0650 0.3353 0.051 Uiso 1 calc . . R
C1 C 0.38316(11) 0.87602(18) 0.36466(9) 0.0389(3) Uani 1 d . . .
C5 C 0.35874(16) 0.94557(19) 0.59367(11) 0.0506(4) Uani 1 d . . .
H5AA H 0.2971 0.9888 0.5852 0.061 Uiso 0.545(8) calc A 1 R
H5AB H 0.4102 1.0055 0.6264 0.061 Uiso 0.545(8) calc A 1 R
H5BD H 0.3916 1.0286 0.6170 0.061 Uiso 0.455(8) calc A 2 R
H5BC H 0.2905 0.9570 0.5845 0.061 Uiso 0.455(8) calc A 2 R
C4 C 0.36668(11) 0.92585(15) 0.51153(10) 0.0369(3) Uani 1 d A . .
C9 C 0.40010(13) 0.80492(17) 0.49301(10) 0.0433(4) Uani 1 d . . .
C6 C 0.3655(5) 0.8134(7) 0.6428(5) 0.0420(12) Uani 0.545(8) d A 1 .
H6A H 0.3820 0.8347 0.7004 0.050 Uiso 0.545(8) calc A 1 R
H6B H 0.3026 0.7693 0.6228 0.050 Uiso 0.545(8) calc A 1 R
C7 C 0.4429(4) 0.7170(5) 0.6344(3) 0.0378(9) Uani 0.545(8) d A 1 .
H7A H 0.5054 0.7617 0.6511 0.045 Uiso 0.545(8) calc A 1 R
H7B H 0.4497 0.6389 0.6690 0.045 Uiso 0.545(8) calc A 1 R
Cl1 Cl 0.39292(4) 0.84047(5) 0.27192(3) 0.05622(18) Uani 1 d . . .
C8 C 0.4092(3) 0.6759(4) 0.54584(19) 0.0299(8) Uani 0.545(8) d A 1 .
H8 H 0.3445 0.6353 0.5300 0.036 Uiso 0.545(8) calc A 1 R
O1 O 0.46786(8) 0.58910(10) 0.52495(6) 0.0329(2) Uani 1 d . . .
Al1 Al 0.47606(3) 0.57952(4) 0.42273(2) 0.03058(15) Uani 1 d . . .
C11 C 0.59431(12) 0.65438(16) 0.41263(11) 0.0411(4) Uani 1 d . . .
H11A H 0.5817 0.7445 0.3921 0.062 Uiso 1 calc A . GR
H11B H 0.6122 0.6005 0.3753 0.062 Uiso 1 calc . . GR
H11C H 0.6465 0.6546 0.4655 0.062 Uiso 1 calc . . GR
C10 C 0.36367(12) 0.5089(2) 0.32979(10) 0.0507(4) Uani 1 d . . .
H10A H 0.3386 0.4309 0.3472 0.076 Uiso 1 calc A . GR
H10B H 0.3839 0.4852 0.2857 0.076 Uiso 1 calc . . GR
H10C H 0.3138 0.5762 0.3113 0.076 Uiso 1 calc . . GR
C6A C 0.3970(7) 0.8420(9) 0.6532(5) 0.0496(17) Uani 0.455(8) d A 2 .
H6AA H 0.3575 0.8364 0.6863 0.060 Uiso 0.455(8) calc A 2 R
H6AB H 0.4623 0.8670 0.6894 0.060 Uiso 0.455(8) calc A 2 R
C7A C 0.4011(6) 0.7037(6) 0.6180(4) 0.0414(12) Uani 0.455(8) d A 2 .
H7AA H 0.4331 0.6411 0.6622 0.050 Uiso 0.455(8) calc A 2 R
H7AB H 0.3356 0.6715 0.5877 0.050 Uiso 0.455(8) calc A 2 R
C8A C 0.4562(5) 0.7120(4) 0.5620(2) 0.0353(11) Uani 0.455(8) d A 2 .
H8A H 0.5205 0.7507 0.5923 0.042 Uiso 0.455(8) calc A 2 R


_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
N1 C1 1.326(2) . ?
N1 C9 1.346(2) . ?
N1 Al1 2.2268(14) . ?
C3 H3 0.9300 . ?
C3 C2 1.386(2) . ?
C3 C4 1.386(2) . ?
C2 H2 0.9300 . ?
C2 C1 1.382(2) . ?
C1 Cl1 1.7264(16) . ?
C5 H5AA 0.9700 . ?
C5 H5AB 0.9700 . ?
C5 H5BD 0.9700 . ?
C5 H5BC 0.9700 . ?
C5 C4 1.505(2) . ?
C5 C6 1.559(8) . ?
C5 C6A 1.428(10) . ?
C4 C9 1.389(2) . ?
C9 C8 1.563(3) . ?
C9 C8A 1.504(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.546(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.502(6) . ?
C8 H8 0.9800 . ?
C8 O1 1.371(3) . ?
O1 Al1 1.8481(11) . ?
O1 Al1 1.9470(11) 5_666 ?
O1 C8A 1.430(4) . ?
Al1 O1 1.9469(11) 5_666 ?
Al1 Al1 2.9908(10) 5_666 ?
Al1 C11 1.9744(17) . ?
Al1 C10 1.9730(18) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C6A C7A 1.523(11) . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.498(8) . ?
C8A H8A 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
C1 N1 C9 117.66(14) . . ?
C1 N1 Al1 131.45(11) . . ?
C9 N1 Al1 110.79(10) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C4 C3 C2 120.54(15) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 C3 117.49(15) . . ?
C1 C2 H2 121.3 . . ?
N1 C1 C2 123.80(14) . . ?
N1 C1 Cl1 116.86(12) . . ?
C2 C1 Cl1 119.34(12) . . ?
H5AA C5 H5AB 107.6 . . ?
H5AA C5 H5BD 88.9 . . ?
H5AA C5 H5BC 19.6 . . ?
H5AB C5 H5BD 20.7 . . ?
H5AB C5 H5BC 124.4 . . ?
H5BD C5 H5BC 107.3 . . ?
C4 C5 H5AA 108.7 . . ?
C4 C5 H5AB 108.7 . . ?
C4 C5 H5BD 108.0 . . ?
C4 C5 H5BC 108.0 . . ?
C4 C5 C6 114.2(3) . . ?
C6 C5 H5AA 108.7 . . ?
C6 C5 H5AB 108.7 . . ?
C6 C5 H5BD 124.8 . . ?
C6 C5 H5BC 92.1 . . ?
C6A C5 H5AA 121.7 . . ?
C6A C5 H5AB 90.3 . . ?
C6A C5 H5BD 108.0 . . ?
C6A C5 H5BC 108.0 . . ?
C6A C5 C4 117.1(4) . . ?
C6A C5 C6 19.4(3) . . ?
C3 C4 C5 122.88(14) . . ?
C3 C4 C9 116.98(14) . . ?
C9 C4 C5 120.14(15) . . ?
N1 C9 C4 123.51(15) . . ?
N1 C9 C8 112.93(16) . . ?
N1 C9 C8A 115.07(18) . . ?
C4 C9 C8 122.35(16) . . ?
C4 C9 C8A 118.94(19) . . ?
C8A C9 C8 27.81(17) . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 C5 111.6(5) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
C6 C7 H7A 110.2 . . ?
C6 C7 H7B 110.2 . . ?
H7A C7 H7B 108.5 . . ?
C8 C7 C6 107.5(5) . . ?
C8 C7 H7A 110.2 . . ?
C8 C7 H7B 110.2 . . ?
C9 C8 H8 108.3 . . ?
C7 C8 C9 108.1(3) . . ?
C7 C8 H8 108.3 . . ?
O1 C8 C9 106.4(2) . . ?
O1 C8 C7 117.0(4) . . ?
O1 C8 H8 108.3 . . ?
C8 O1 Al1 124.97(13) . . ?
C8 O1 Al1 128.33(14) . 5_666 ?
C8 O1 C8A 30.51(17) . . ?
Al1 O1 Al1 103.98(5) . 5_666 ?
C8A O1 Al1 123.44(17) . . ?
C8A O1 Al1 129.01(16) . 5_666 ?
N1 Al1 Al1 116.17(4) . 5_666 ?
O1 Al1 N1 77.00(5) . . ?
O1 Al1 N1 153.00(5) 5_666 . ?
O1 Al1 O1 76.01(5) . 5_666 ?
O1 Al1 Al1 36.84(3) 5_666 5_666 ?
O1 Al1 Al1 39.17(3) . 5_666 ?
O1 Al1 C11 116.97(7) . . ?
O1 Al1 C11 97.66(6) 5_666 . ?
O1 Al1 C10 99.20(8) 5_666 . ?
O1 Al1 C10 118.62(7) . . ?
C11 Al1 N1 93.71(6) . . ?
C11 Al1 Al1 111.53(6) . 5_666 ?
C10 Al1 N1 94.40(7) . . ?
C10 Al1 Al1 113.58(7) . 5_666 ?
C10 Al1 C11 124.24(8) . . ?
Al1 C11 H11A 109.5 . . ?
Al1 C11 H11B 109.5 . . ?
Al1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Al1 C10 H10A 109.5 . . ?
Al1 C10 H10B 109.5 . . ?
Al1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C6A H6AA 108.5 . . ?
C5 C6A H6AB 108.5 . . ?
C5 C6A C7A 115.0(6) . . ?
H6AA C6A H6AB 107.5 . . ?
C7A C6A H6AA 108.5 . . ?
C7A C6A H6AB 108.5 . . ?
C6A C7A H7AA 109.8 . . ?
C6A C7A H7AB 109.8 . . ?
H7AA C7A H7AB 108.2 . . ?
C8A C7A C6A 109.4(7) . . ?
C8A C7A H7AA 109.8 . . ?
C8A C7A H7AB 109.8 . . ?
C9 C8A H8A 109.0 . . ?
O1 C8A C9 106.6(3) . . ?
O1 C8A C7A 116.2(5) . . ?
O1 C8A H8A 109.0 . . ?
C7A C8A C9 106.9(5) . . ?
C7A C8A H8A 109.0 . . ?

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
N1 C9 C8 C7 154.8(3) . . . . ?
N1 C9 C8 O1 28.4(4) . . . . ?
N1 C9 C8A O1 -25.9(5) . . . . ?
N1 C9 C8A C7A -150.8(4) . . . . ?
C3 C2 C1 N1 -0.2(3) . . . . ?
C3 C2 C1 Cl1 179.61(12) . . . . ?
C3 C4 C9 N1 0.2(3) . . . . ?
C3 C4 C9 C8 -166.4(3) . . . . ?
C3 C4 C9 C8A 161.4(3) . . . . ?
C2 C3 C4 C5 -178.99(16) . . . . ?
C2 C3 C4 C9 0.9(2) . . . . ?
C1 N1 C9 C4 -1.2(3) . . . . ?
C1 N1 C9 C8 166.5(2) . . . . ?
C1 N1 C9 C8A -163.1(3) . . . . ?
C1 N1 Al1 O1 175.83(13) . . . 5_666 ?
C1 N1 Al1 O1 177.74(17) . . . . ?
C1 N1 Al1 Al1 177.11(15) . . . 5_666 ?
C1 N1 Al1 C11 60.90(17) . . . . ?
C1 N1 Al1 C10 -63.88(17) . . . . ?
C5 C4 C9 N1 -179.92(17) . . . . ?
C5 C4 C9 C8 13.5(3) . . . . ?
C5 C4 C9 C8A -18.7(4) . . . . ?
C5 C6 C7 C8 -64.6(7) . . . . ?
C5 C6A C7A C8A 54.5(11) . . . . ?
C4 C3 C2 C1 -0.9(2) . . . . ?
C4 C5 C6 C7 39.7(6) . . . . ?
C4 C5 C6A C7A -25.0(9) . . . . ?
C4 C9 C8 C7 -37.3(5) . . . . ?
C4 C9 C8 O1 -163.8(2) . . . . ?
C4 C9 C8A O1 171.3(3) . . . . ?
C4 C9 C8A C7A 46.4(6) . . . . ?
C9 N1 C1 C2 1.2(3) . . . . ?
C9 N1 C1 Cl1 -178.57(13) . . . . ?
C9 N1 Al1 O1 1.51(12) . . . . ?
C9 N1 Al1 O1 -0.4(2) . . . 5_666 ?
C9 N1 Al1 Al1 0.88(14) . . . 5_666 ?
C9 N1 Al1 C11 -115.33(14) . . . . ?
C9 N1 Al1 C10 119.89(13) . . . . ?
C9 C8 O1 Al1 170.81(13) . . . 5_666 ?
C9 C8 O1 Al1 -30.9(4) . . . . ?
C9 C8 O1 C8A 67.0(4) . . . . ?
C6 C5 C4 C3 165.6(3) . . . . ?
C6 C5 C4 C9 -14.3(3) . . . . ?
C6 C5 C6A C7A 61.0(16) . . . . ?
C6 C7 C8 C9 60.2(6) . . . . ?
C6 C7 C8 O1 -179.8(3) . . . . ?
C7 C8 O1 Al1 -151.9(3) . . . . ?
C7 C8 O1 Al1 49.9(6) . . . 5_666 ?
C7 C8 O1 C8A -53.9(5) . . . . ?
C8 C9 C8A O1 66.1(4) . . . . ?
C8 C9 C8A C7A -58.8(6) . . . . ?
C8 O1 Al1 N1 18.3(3) . . . . ?
C8 O1 Al1 O1 -162.6(3) . . . 5_666 ?
C8 O1 Al1 Al1 -162.6(3) . . . 5_666 ?
C8 O1 Al1 C11 105.8(3) . . . . ?
C8 O1 Al1 C10 -69.6(3) . . . . ?
C8 O1 C8A C9 -73.2(5) . . . . ?
C8 O1 C8A C7A 45.8(6) . . . . ?
Al1 N1 C1 C2 -174.83(13) . . . . ?
Al1 N1 C1 Cl1 5.4(2) . . . . ?
Al1 N1 C9 C4 175.62(14) . . . . ?
Al1 N1 C9 C8 -16.7(3) . . . . ?
Al1 N1 C9 C8A 13.7(3) . . . . ?
Al1 O1 Al1 N1 -179.11(7) 5_666 . . . ?
Al1 O1 Al1 O1 0.0 5_666 . . 5_666 ?
Al1 O1 Al1 C11 -91.57(7) 5_666 . . . ?
Al1 O1 Al1 C10 92.97(9) 5_666 . . . ?
Al1 O1 C8A C9 30.2(5) . . . . ?
Al1 O1 C8A C9 -174.62(16) 5_666 . . . ?
Al1 O1 C8A C7A 149.2(4) . . . . ?
Al1 O1 C8A C7A -55.6(7) 5_666 . . . ?
C6A C5 C4 C3 -173.1(4) . . . . ?
C6A C5 C4 C9 6.9(5) . . . . ?
C6A C5 C6 C7 -63.6(17) . . . . ?
C6A C7A C8A C9 -62.2(9) . . . . ?
C6A C7A C8A O1 178.9(5) . . . . ?
C8A C9 C8 C7 54.2(5) . . . . ?
C8A C9 C8 O1 -72.2(4) . . . . ?
C8A O1 Al1 N1 -18.8(3) . . . . ?
C8A O1 Al1 O1 160.4(3) . . . 5_666 ?
C8A O1 Al1 Al1 160.4(3) . . . 5_666 ?
C8A O1 Al1 C11 68.8(3) . . . . ?
C8A O1 Al1 C10 -106.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'




