# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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#######################################################################

data_kb2016_twin4_s
_database_code_depnum_ccdc_archive 'CCDC 1826004'
_audit_update_record             
;
2018-02-26 deposited with the CCDC.
2018-07-13 downloaded from the CCDC.
;
_audit_creation_date             2017-03-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H19 Al Cl2 N2'
_chemical_formula_sum            'C8 H19 Al Cl2 N2'
_chemical_formula_weight         241.13
_chemical_absolute_configuration ?
_chemical_melting_point          360-362
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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.1455(6)
_cell_length_b                   9.1908(8)
_cell_length_c                   10.0482(9)
_cell_angle_alpha                90
_cell_angle_beta                 107.918(4)
_cell_angle_gamma                90
_cell_volume                     627.89(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9767
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.30
_cell_measurement_theta_min      3.00
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.550
_exptl_absorpt_correction_T_max  0.746210
_exptl_absorpt_correction_T_min  0.685646
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.0550 before and 0.0424 after correction.
 The Ratio of minimum to maximum transmission not present.
 The λ/2 correction factor is Not present
 
For component 2:
 wR2(int) was 0.0743 before and 0.0516 after correction.
 The Ratio of minimum to maximum transmission is 0.92.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 56294 reflections, Rint = 0.0359
 (41325 with I > 3sig(I), Rint = 0.0318)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       columnar
_exptl_crystal_F_000             256
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            2176
_diffrn_reflns_point_group_measured_fraction_full 0.534
_diffrn_reflns_point_group_measured_fraction_max 0.527
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.358
_diffrn_reflns_theta_min         2.130
_diffrn_ambient_temperature      100.1
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                2029
_reflns_number_total             2176
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.30C (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.30C (?, 2016)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.03(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2176
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+0.2548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0610
_refine_ls_wR_factor_ref         0.0633
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C006(H00A,H00B), C009(H00F,H00G)
2.b Idealised Me refined as rotating group:
 C007(H00C,H00D,H00E), C00A(H00H,H00I,H00J), C00B(H00K,H00L,H00M), C00C(H00N,
 H00O,H00P), C00D(H00Q,H00R,H00S)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl01 Cl 0.71378(7) 0.21496(5) 0.75677(5) 0.02146(11) Uani 1 1 d . . . . .
Cl02 Cl 0.69440(7) 0.44883(5) 0.48724(5) 0.01848(10) Uani 1 1 d . . . . .
Al03 Al 0.59326(8) 0.41794(6) 0.66512(6) 0.01297(12) Uani 1 1 d . . . . .
N004 N 0.3048(2) 0.40549(19) 0.59529(16) 0.0131(3) Uani 1 1 d . . . . .
N005 N 0.5822(2) 0.5703(2) 0.77378(17) 0.0154(3) Uani 1 1 d . . . . .
C006 C 0.3804(3) 0.6127(2) 0.7597(2) 0.0186(4) Uani 1 1 d . . . . .
H00A H 0.3708 0.7198 0.7657 0.022 Uiso 1 1 calc R . . . .
H00B H 0.3377 0.5685 0.8354 0.022 Uiso 1 1 calc R . . . .
C007 C 0.2158(3) 0.3647(2) 0.4457(2) 0.0179(4) Uani 1 1 d . . . . .
H00C H 0.2579 0.4340 0.3865 0.027 Uiso 1 1 calc GR . . . .
H00D H 0.0721 0.3666 0.4218 0.027 Uiso 1 1 calc GR . . . .
H00E H 0.2588 0.2666 0.4304 0.027 Uiso 1 1 calc GR . . . .
C008 C 0.7367(3) 0.6213(2) 0.8989(2) 0.0168(4) Uani 1 1 d . . . . .
C009 C 0.2514(3) 0.5593(2) 0.6180(2) 0.0173(4) Uani 1 1 d . . . . .
H00F H 0.1114 0.5641 0.6141 0.021 Uiso 1 1 calc R . . . .
H00G H 0.2698 0.6224 0.5432 0.021 Uiso 1 1 calc R . . . .
C00A C 0.2312(3) 0.3047(2) 0.6837(2) 0.0198(4) Uani 1 1 d . . . . .
H00H H 0.2686 0.2047 0.6693 0.030 Uiso 1 1 calc GR . . . .
H00I H 0.0876 0.3118 0.6578 0.030 Uiso 1 1 calc GR . . . .
H00J H 0.2890 0.3312 0.7824 0.030 Uiso 1 1 calc GR . . . .
C00B C 0.7157(3) 0.7841(3) 0.9229(2) 0.0220(4) Uani 1 1 d . . . . .
H00K H 0.7053 0.8374 0.8364 0.033 Uiso 1 1 calc GR . . . .
H00L H 0.8313 0.8183 0.9974 0.033 Uiso 1 1 calc GR . . . .
H00M H 0.5972 0.8009 0.9503 0.033 Uiso 1 1 calc GR . . . .
C00C C 0.9337(3) 0.5967(3) 0.8727(2) 0.0205(4) Uani 1 1 d . . . . .
H00N H 0.9464 0.4939 0.8512 0.031 Uiso 1 1 calc GR . . . .
H00O H 1.0409 0.6238 0.9565 0.031 Uiso 1 1 calc GR . . . .
H00P H 0.9403 0.6568 0.7937 0.031 Uiso 1 1 calc GR . . . .
C00D C 0.7330(3) 0.5364(3) 1.0297(2) 0.0235(4) Uani 1 1 d . . . . .
H00Q H 0.6073 0.5531 1.0474 0.035 Uiso 1 1 calc GR . . . .
H00R H 0.8409 0.5695 1.1104 0.035 Uiso 1 1 calc GR . . . .
H00S H 0.7484 0.4322 1.0148 0.035 Uiso 1 1 calc GR . . . .


_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
Cl01 Al03 2.1405(7) . ?
Cl02 Al03 2.1430(7) . ?
Al03 N004 1.9656(16) . ?
Al03 N005 1.7920(18) . ?
N004 C007 1.489(2) . ?
N004 C009 1.500(3) . ?
N004 C00A 1.487(3) . ?
N005 C006 1.458(3) . ?
N005 C008 1.472(3) . ?
C006 H00A 0.9900 . ?
C006 H00B 0.9900 . ?
C006 C009 1.520(3) . ?
C007 H00C 0.9800 . ?
C007 H00D 0.9800 . ?
C007 H00E 0.9800 . ?
C008 C00B 1.531(3) . ?
C008 C00C 1.526(3) . ?
C008 C00D 1.536(3) . ?
C009 H00F 0.9900 . ?
C009 H00G 0.9900 . ?
C00A H00H 0.9800 . ?
C00A H00I 0.9800 . ?
C00A H00J 0.9800 . ?
C00B H00K 0.9800 . ?
C00B H00L 0.9800 . ?
C00B H00M 0.9800 . ?
C00C H00N 0.9800 . ?
C00C H00O 0.9800 . ?
C00C H00P 0.9800 . ?
C00D H00Q 0.9800 . ?
C00D H00R 0.9800 . ?
C00D H00S 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
Cl01 Al03 Cl02 106.26(3) . . ?
N004 Al03 Cl01 109.98(6) . . ?
N004 Al03 Cl02 107.19(5) . . ?
N005 Al03 Cl01 120.40(6) . . ?
N005 Al03 Cl02 119.61(7) . . ?
N005 Al03 N004 91.43(7) . . ?
C007 N004 Al03 116.78(12) . . ?
C007 N004 C009 109.96(15) . . ?
C009 N004 Al03 100.31(11) . . ?
C00A N004 Al03 110.34(12) . . ?
C00A N004 C007 109.08(16) . . ?
C00A N004 C009 110.02(15) . . ?
C006 N005 Al03 112.18(13) . . ?
C006 N005 C008 117.22(16) . . ?
C008 N005 Al03 127.39(14) . . ?
N005 C006 H00A 110.2 . . ?
N005 C006 H00B 110.2 . . ?
N005 C006 C009 107.54(16) . . ?
H00A C006 H00B 108.5 . . ?
C009 C006 H00A 110.2 . . ?
C009 C006 H00B 110.2 . . ?
N004 C007 H00C 109.5 . . ?
N004 C007 H00D 109.5 . . ?
N004 C007 H00E 109.5 . . ?
H00C C007 H00D 109.5 . . ?
H00C C007 H00E 109.5 . . ?
H00D C007 H00E 109.5 . . ?
N005 C008 C00B 111.22(19) . . ?
N005 C008 C00C 107.16(16) . . ?
N005 C008 C00D 111.30(17) . . ?
C00B C008 C00D 109.50(18) . . ?
C00C C008 C00B 108.18(18) . . ?
C00C C008 C00D 109.40(18) . . ?
N004 C009 C006 109.73(16) . . ?
N004 C009 H00F 109.7 . . ?
N004 C009 H00G 109.7 . . ?
C006 C009 H00F 109.7 . . ?
C006 C009 H00G 109.7 . . ?
H00F C009 H00G 108.2 . . ?
N004 C00A H00H 109.5 . . ?
N004 C00A H00I 109.5 . . ?
N004 C00A H00J 109.5 . . ?
H00H C00A H00I 109.5 . . ?
H00H C00A H00J 109.5 . . ?
H00I C00A H00J 109.5 . . ?
C008 C00B H00K 109.5 . . ?
C008 C00B H00L 109.5 . . ?
C008 C00B H00M 109.5 . . ?
H00K C00B H00L 109.5 . . ?
H00K C00B H00M 109.5 . . ?
H00L C00B H00M 109.5 . . ?
C008 C00C H00N 109.5 . . ?
C008 C00C H00O 109.5 . . ?
C008 C00C H00P 109.5 . . ?
H00N C00C H00O 109.5 . . ?
H00N C00C H00P 109.5 . . ?
H00O C00C H00P 109.5 . . ?
C008 C00D H00Q 109.5 . . ?
C008 C00D H00R 109.5 . . ?
C008 C00D H00S 109.5 . . ?
H00Q C00D H00R 109.5 . . ?
H00Q C00D H00S 109.5 . . ?
H00R C00D H00S 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method Sublimation
_chemical_properties_physical    
Air-sensitive,Moisture-sensitive,Hygroscopic,Oxygen-sensitive
