# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1917502'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H46 Al F N2'
_chemical_formula_sum            'C35 H46 Al F N2'
_chemical_formula_weight         540.72

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'
F F 0.0727 0.0534 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   16.6384(4)
_cell_length_b                   21.0131(6)
_cell_length_c                   9.0227(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3154.55(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1922
_cell_measurement_theta_min      4.1830
_cell_measurement_theta_max      72.5680

_exptl_crystal_description       needles
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.156
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    0.791
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.854
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            6501
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.208
_diffrn_reflns_theta_max         73.389
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             3135
_reflns_number_gt                2310
_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0478P)²+0.8441P] 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         3135
_refine_ls_number_parameters     200
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.039
_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 0.15287(4) 0.750000 0.55938(8) 0.02575(19) Uani 1 2 d S T P . .
F1 F 0.22445(10) 0.750000 0.42904(18) 0.0381(4) Uani 1 2 d S T P . .
N1 N 0.17801(9) 0.68257(7) 0.69017(17) 0.0261(3) Uani 1 1 d . . . . .
C1 C 0.23602(10) 0.69039(9) 0.7918(2) 0.0268(4) Uani 1 1 d . . . . .
C2 C 0.26714(15) 0.750000 0.8298(3) 0.0311(6) Uani 1 2 d S T P . .
H2A H 0.314719 0.750000 0.888042 0.037 Uiso 1 2 calc R U P . .
C3 C 0.26876(12) 0.63365(10) 0.8729(2) 0.0376(5) Uani 1 1 d . . . . .
H3A H 0.228228 0.617746 0.942443 0.056 Uiso 1 1 calc R U . . .
H3B H 0.317179 0.646010 0.927595 0.056 Uiso 1 1 calc R U . . .
H3C H 0.282233 0.600142 0.801516 0.056 Uiso 1 1 calc R U . . .
C4 C 0.14205(11) 0.61997(9) 0.6738(2) 0.0302(4) Uani 1 1 d . . . . .
C5 C 0.07505(12) 0.60455(10) 0.7612(2) 0.0380(5) Uani 1 1 d D . . . .
C6 C 0.03929(13) 0.54520(12) 0.7384(3) 0.0486(6) Uani 1 1 d . . . . .
H6A H -0.006315 0.533707 0.795820 0.058 Uiso 1 1 calc R U . . .
C7 C 0.06837(15) 0.50301(12) 0.6351(3) 0.0537(7) Uani 1 1 d . . . . .
H7A H 0.043106 0.462849 0.622088 0.064 Uiso 1 1 calc R U . . .
C8 C 0.13432(14) 0.51911(10) 0.5504(3) 0.0477(6) Uani 1 1 d . . . . .
H8A H 0.153898 0.489758 0.478939 0.057 Uiso 1 1 calc R U . . .
C9 C 0.17285(12) 0.57756(9) 0.5676(2) 0.0356(4) Uani 1 1 d . . . . .
C10 C 0.0427(3) 0.6484(3) 0.8785(6) 0.0496(14) Uani 0.800(10) 1 d D U P A 1
H10A H 0.075036 0.688489 0.879847 0.059 Uiso 0.800(10) 1 calc R U P A 1
C11 C -0.0452(3) 0.6642(3) 0.8444(6) 0.0570(11) Uani 0.800(10) 1 d D U P A 1
H11A H -0.066319 0.692799 0.920922 0.085 Uiso 0.800(10) 1 calc R U P A 1
H11B H -0.048729 0.685098 0.747470 0.085 Uiso 0.800(10) 1 calc R U P A 1
H11C H -0.076933 0.624918 0.842922 0.085 Uiso 0.800(10) 1 calc R U P A 1
C12 C 0.0481(2) 0.6154(3) 1.0333(4) 0.0693(16) Uani 0.800(10) 1 d D . P A 1
H12A H 0.026988 0.644147 1.109425 0.104 Uiso 0.800(10) 1 calc R U P A 1
H12B H 0.016414 0.576119 1.032106 0.104 Uiso 0.800(10) 1 calc R U P A 1
H12C H 0.104355 0.605302 1.055381 0.104 Uiso 0.800(10) 1 calc R U P A 1
C10' C 0.0327(14) 0.6497(18) 0.866(3) 0.070(8) Uiso 0.200(10) 1 d D U P A 2
H10B H 0.050342 0.690579 0.819552 0.084 Uiso 0.200(10) 1 calc R U P A 2
C11' C -0.0586(11) 0.6651(16) 0.879(3) 0.069(7) Uiso 0.200(10) 1 d D U P A 2
H11D H -0.067126 0.696383 0.957591 0.104 Uiso 0.200(10) 1 calc R U P A 2
H11E H -0.077879 0.682484 0.784333 0.104 Uiso 0.200(10) 1 calc R U P A 2
H11F H -0.088276 0.626046 0.901870 0.104 Uiso 0.200(10) 1 calc R U P A 2
C12' C 0.0686(11) 0.6610(12) 1.024(2) 0.082(6) Uiso 0.200(10) 1 d D . P A 2
H12D H 0.034745 0.691184 1.078150 0.122 Uiso 0.200(10) 1 calc R U P A 2
H12E H 0.070683 0.620541 1.077721 0.122 Uiso 0.200(10) 1 calc R U P A 2
H12F H 0.123082 0.678377 1.014639 0.122 Uiso 0.200(10) 1 calc R U P A 2
C13 C 0.24524(13) 0.59328(10) 0.4719(3) 0.0410(5) Uani 1 1 d . . . . .
H13A H 0.269053 0.633906 0.509358 0.049 Uiso 1 1 calc R U . . .
C14 C 0.30997(15) 0.54144(12) 0.4819(3) 0.0580(7) Uani 1 1 d . . . . .
H14A H 0.324180 0.534374 0.586037 0.087 Uiso 1 1 calc R U . . .
H14B H 0.357782 0.555015 0.426949 0.087 Uiso 1 1 calc R U . . .
H14C H 0.289272 0.501818 0.439180 0.087 Uiso 1 1 calc R U . . .
C15 C 0.22004(18) 0.60368(15) 0.3105(3) 0.0586(7) Uani 1 1 d . . . . .
H15A H 0.195713 0.564605 0.271712 0.088 Uiso 1 1 calc R U . . .
H15B H 0.267382 0.614623 0.251140 0.088 Uiso 1 1 calc R U . . .
H15C H 0.180893 0.638452 0.305382 0.088 Uiso 1 1 calc R U . . .
C21 C 0.04441(16) 0.750000 0.4703(3) 0.0321(6) Uani 1 2 d S T P . .
C22 C 0.00549(12) 0.69353(10) 0.4295(2) 0.0366(5) Uani 1 1 d . . . . .
H22A H 0.029264 0.654041 0.456132 0.044 Uiso 1 1 calc R U . . .
C23 C -0.06692(12) 0.69307(11) 0.3513(2) 0.0414(5) Uani 1 1 d . . . . .
H23A H -0.091360 0.653722 0.325697 0.050 Uiso 1 1 calc R U . . .
C24 C -0.10336(16) 0.750000 0.3108(3) 0.0395(7) Uani 1 2 d S T P . .
H24A H -0.152270 0.749999 0.256491 0.047 Uiso 1 2 calc R U P . .


_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 F1 1.6737(17) . ?
Al1 N1 1.8908(16) 7_575 ?
Al1 N1 1.8909(16) . ?
Al1 C21 1.976(3) . ?
N1 C1 1.341(2) . ?
N1 C4 1.453(2) . ?
C1 C2 1.398(2) . ?
C1 C3 1.501(3) . ?
C4 C5 1.403(3) . ?
C4 C9 1.406(3) . ?
C5 C6 1.397(3) . ?
C5 C10 1.503(4) . ?
C5 C10' 1.514(16) . ?
C6 C7 1.374(4) . ?
C7 C8 1.379(4) . ?
C8 C9 1.394(3) . ?
C9 C13 1.518(3) . ?
C10 C11 1.532(5) . ?
C10 C12 1.561(7) . ?
C10' C11' 1.557(14) . ?
C10' C12' 1.563(15) . ?
C13 C15 1.531(3) . ?
C13 C14 1.534(3) . ?
C21 C22 1.401(2) 7_575 ?
C21 C22 1.401(2) . ?
C22 C23 1.396(3) . ?
C23 C24 1.390(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
F1 Al1 N1 106.33(6) . 7_575 ?
F1 Al1 N1 106.33(6) . . ?
N1 Al1 N1 97.07(10) 7_575 . ?
F1 Al1 C21 111.35(11) . . ?
N1 Al1 C21 117.13(7) 7_575 . ?
N1 Al1 C21 117.13(7) . . ?
C1 N1 C4 118.48(15) . . ?
C1 N1 Al1 119.60(12) . . ?
C4 N1 Al1 121.60(12) . . ?
N1 C1 C2 122.97(17) . . ?
N1 C1 C3 119.80(16) . . ?
C2 C1 C3 117.22(17) . . ?
C1 C2 C1 127.2(2) 7_575 . ?
C5 C4 C9 121.76(19) . . ?
C5 C4 N1 118.64(18) . . ?
C9 C4 N1 119.55(17) . . ?
C6 C5 C4 117.5(2) . . ?
C6 C5 C10 119.9(3) . . ?
C4 C5 C10 122.6(3) . . ?
C6 C5 C10' 116.9(15) . . ?
C4 C5 C10' 125.2(15) . . ?
C7 C6 C5 121.7(2) . . ?
C6 C7 C8 119.8(2) . . ?
C7 C8 C9 121.4(2) . . ?
C8 C9 C4 117.8(2) . . ?
C8 C9 C13 119.6(2) . . ?
C4 C9 C13 122.62(18) . . ?
C5 C10 C11 109.5(4) . . ?
C5 C10 C12 109.7(4) . . ?
C11 C10 C12 109.3(4) . . ?
C5 C10' C11' 129(2) . . ?
C5 C10' C12' 119.1(17) . . ?
C11' C10' C12' 106.0(13) . . ?
C9 C13 C15 110.76(19) . . ?
C9 C13 C14 111.7(2) . . ?
C15 C13 C14 110.5(2) . . ?
C22 C21 C22 115.8(2) 7_575 . ?
C22 C21 Al1 121.94(12) 7_575 . ?
C22 C21 Al1 121.94(12) . . ?
C23 C22 C21 122.5(2) . . ?
C24 C23 C22 120.2(2) . . ?
C23 C24 C23 118.8(3) . 7_575 ?

_refine_diff_density_max         0.241
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_2c
_database_code_depnum_ccdc_archive 'CCDC 1917505'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-03-24 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H45 Al F2 N2'
_chemical_formula_sum            'C35 H45 Al F2 N2'
_chemical_formula_weight         558.71

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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   16.6410(8)
_cell_length_b                   21.2084(7)
_cell_length_c                   8.9762(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3167.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1898
_cell_measurement_theta_min      3.1150
_cell_measurement_theta_max      27.3720

_exptl_crystal_description       'platy needles'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.614
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.111
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.953
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            6736
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.630
_diffrn_reflns_theta_max         28.156
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.817
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.817
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.817
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             3254
_reflns_number_gt                2577
_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0490P)²+1.1054P] 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         3254
_refine_ls_number_parameters     209
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1179
_refine_ls_wR_factor_gt          0.1085
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.086
_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
Al1 Al 0.15385(4) 0.750000 0.56145(7) 0.02329(18) Uani 1 2 d S T P . .
F1 F 0.22510(8) 0.750000 0.43052(15) 0.0346(3) Uani 1 2 d S T P . .
N1 N 0.17797(8) 0.68334(6) 0.69286(14) 0.0245(3) Uani 1 1 d . . . . .
C1 C 0.23667(10) 0.69094(7) 0.79362(17) 0.0250(3) Uani 1 1 d . . . . .
C2 C 0.26784(14) 0.750000 0.8313(3) 0.0272(5) Uani 1 2 d S T P . .
H2A H 0.315645 0.750000 0.889187 0.033 Uiso 1 2 calc R U P . .
C3 C 0.26985(11) 0.63449(8) 0.8744(2) 0.0360(4) Uani 1 1 d . . . . .
H3A H 0.228263 0.616700 0.939237 0.054 Uiso 1 1 calc R U . . .
H3B H 0.316112 0.647340 0.934720 0.054 Uiso 1 1 calc R U . . .
H3C H 0.286800 0.602655 0.801731 0.054 Uiso 1 1 calc R U . . .
C4 C 0.14076(10) 0.62165(7) 0.67828(19) 0.0304(4) Uani 1 1 d . . . . .
C5 C 0.07355(11) 0.60773(9) 0.7659(2) 0.0412(5) Uani 1 1 d D . . . .
C6 C 0.03709(13) 0.54899(10) 0.7457(3) 0.0565(6) Uani 1 1 d . . . . .
H6A H -0.008564 0.538302 0.804027 0.068 Uiso 1 1 calc R U . . .
C7 C 0.06559(15) 0.50656(10) 0.6440(3) 0.0646(7) Uani 1 1 d . . . . .
H7A H 0.039727 0.466931 0.632279 0.078 Uiso 1 1 calc R U . . .
C8 C 0.13131(14) 0.52102(9) 0.5589(3) 0.0577(7) Uani 1 1 d . . . . .
H8A H 0.150421 0.491123 0.488472 0.069 Uiso 1 1 calc R U . . .
C9 C 0.17089(11) 0.57877(8) 0.5733(2) 0.0379(4) Uani 1 1 d . . . . .
C10 C 0.0434(2) 0.6475(2) 0.8839(4) 0.0465(10) Uani 0.715(6) 1 d D U P A 1
H10A H 0.075658 0.687297 0.884859 0.056 Uiso 0.715(6) 1 calc R U P A 1
C11 C -0.0453(3) 0.6650(3) 0.8515(6) 0.0587(13) Uani 0.715(6) 1 d D U P A 1
H11A H -0.065784 0.692000 0.931496 0.088 Uiso 0.715(6) 1 calc R U P A 1
H11B H -0.048587 0.687562 0.756397 0.088 Uiso 0.715(6) 1 calc R U P A 1
H11C H -0.077649 0.626442 0.846001 0.088 Uiso 0.715(6) 1 calc R U P A 1
C12 C 0.0504(2) 0.6167(2) 1.0367(3) 0.0788(16) Uani 0.715(6) 1 d D . P A 1
H12A H 0.029295 0.645316 1.112876 0.118 Uiso 0.715(6) 1 calc R U P A 1
H12B H 0.019561 0.577315 1.037735 0.118 Uiso 0.715(6) 1 calc R U P A 1
H12C H 0.107033 0.607496 1.057825 0.118 Uiso 0.715(6) 1 calc R U P A 1
C10' C 0.0326(6) 0.6682(5) 0.8661(11) 0.041(3) Uiso 0.285(6) 1 d D U P A 2
H10B H 0.046060 0.708522 0.814192 0.049 Uiso 0.285(6) 1 calc R U P A 2
C11' C -0.0590(7) 0.6661(9) 0.8885(16) 0.064(4) Uiso 0.285(6) 1 d D U P A 2
H11D H -0.085613 0.664188 0.791193 0.096 Uiso 0.285(6) 1 calc R U P A 2
H11E H -0.073283 0.628752 0.946929 0.096 Uiso 0.285(6) 1 calc R U P A 2
H11F H -0.076406 0.704134 0.941483 0.096 Uiso 0.285(6) 1 calc R U P A 2
C12' C 0.0690(5) 0.6712(4) 1.0258(9) 0.059(3) Uiso 0.285(6) 1 d D . P A 2
H12D H 0.127732 0.672581 1.019225 0.088 Uiso 0.285(6) 1 calc R U P A 2
H12E H 0.049487 0.709095 1.076680 0.088 Uiso 0.285(6) 1 calc R U P A 2
H12F H 0.052610 0.633713 1.082127 0.088 Uiso 0.285(6) 1 calc R U P A 2
C13 C 0.24285(12) 0.59264(8) 0.4756(2) 0.0408(5) Uani 1 1 d . . . . .
H13A H 0.267496 0.632882 0.511430 0.049 Uiso 1 1 calc R U . . .
C14 C 0.30741(13) 0.54102(9) 0.4848(3) 0.0615(7) Uani 1 1 d . . . . .
H14A H 0.322112 0.534064 0.589231 0.092 Uiso 1 1 calc R U . . .
H14B H 0.355004 0.554265 0.428640 0.092 Uiso 1 1 calc R U . . .
H14C H 0.286288 0.501797 0.442386 0.092 Uiso 1 1 calc R U . . .
C15 C 0.21677(15) 0.60255(11) 0.3137(2) 0.0615(6) Uani 1 1 d . . . . .
H15A H 0.190631 0.564219 0.276712 0.092 Uiso 1 1 calc R U . . .
H15B H 0.264031 0.611873 0.252370 0.092 Uiso 1 1 calc R U . . .
H15C H 0.178972 0.637913 0.308357 0.092 Uiso 1 1 calc R U . . .
C21 C 0.04497(15) 0.750000 0.4722(2) 0.0290(5) Uani 1 2 d S T P . .
C22 C 0.00628(11) 0.69409(8) 0.43089(19) 0.0328(4) Uani 1 1 d . . . . .
H22A H 0.029369 0.654754 0.457897 0.039 Uiso 1 1 calc R U . . .
C23 C -0.06500(11) 0.69501(9) 0.3515(2) 0.0380(4) Uani 1 1 d . . . . .
H23A H -0.089182 0.656023 0.324866 0.046 Uiso 0.5 1 calc R U P B 2
F23 F -0.09918(14) 0.64349(10) 0.3113(3) 0.0528(6) Uani 0.5 1 d . . P C 1
C24 C -0.10212(15) 0.750000 0.3096(3) 0.0357(6) Uani 1 2 d S T P C .
H24A H -0.150892 0.749999 0.254571 0.043 Uiso 1 2 calc R U P . .


_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 F1 1.6694(15) . ?
Al1 N1 1.8844(13) 7_575 ?
Al1 N1 1.8845(13) . ?
Al1 C21 1.981(2) . ?
N1 C1 1.341(2) . ?
N1 C4 1.4534(19) . ?
C1 C2 1.3975(18) . ?
C1 C3 1.504(2) . ?
C4 C5 1.399(3) . ?
C4 C9 1.403(3) . ?
C5 C6 1.397(3) . ?
C5 C10 1.445(4) . ?
C5 C10' 1.708(9) . ?
C6 C7 1.367(4) . ?
C7 C8 1.369(3) . ?
C8 C9 1.397(2) . ?
C9 C13 1.513(3) . ?
C10 C12 1.525(5) . ?
C10 C11 1.549(5) . ?
C10' C11' 1.537(12) . ?
C10' C12' 1.557(10) . ?
C13 C15 1.531(3) . ?
C13 C14 1.536(3) . ?
C21 C22 1.399(2) 7_575 ?
C21 C22 1.399(2) . ?
C22 C23 1.384(2) . ?
C23 F23 1.283(3) . ?
C23 C24 1.372(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
F1 Al1 N1 106.82(6) . 7_575 ?
F1 Al1 N1 106.82(6) . . ?
N1 Al1 N1 97.22(8) 7_575 . ?
F1 Al1 C21 111.39(9) . . ?
N1 Al1 C21 116.62(6) 7_575 . ?
N1 Al1 C21 116.62(6) . . ?
C1 N1 C4 118.64(12) . . ?
C1 N1 Al1 119.16(10) . . ?
C4 N1 Al1 121.88(10) . . ?
N1 C1 C2 122.79(15) . . ?
N1 C1 C3 119.78(14) . . ?
C2 C1 C3 117.41(15) . . ?
C1 C2 C1 127.4(2) . 7_575 ?
C5 C4 C9 121.79(16) . . ?
C5 C4 N1 118.69(15) . . ?
C9 C4 N1 119.46(15) . . ?
C6 C5 C4 117.5(2) . . ?
C6 C5 C10 117.7(2) . . ?
C4 C5 C10 124.5(2) . . ?
C6 C5 C10' 124.3(4) . . ?
C4 C5 C10' 117.2(4) . . ?
C7 C6 C5 121.5(2) . . ?
C6 C7 C8 120.16(19) . . ?
C7 C8 C9 121.4(2) . . ?
C8 C9 C4 117.53(19) . . ?
C8 C9 C13 119.35(18) . . ?
C4 C9 C13 123.11(15) . . ?
C5 C10 C12 112.4(3) . . ?
C5 C10 C11 109.5(3) . . ?
C12 C10 C11 110.2(3) . . ?
C11' C10' C12' 105.5(8) . . ?
C11' C10' C5 116.3(9) . . ?
C12' C10' C5 111.1(6) . . ?
C9 C13 C15 110.62(17) . . ?
C9 C13 C14 112.58(17) . . ?
C15 C13 C14 110.31(18) . . ?
C22 C21 C22 115.9(2) 7_575 . ?
C22 C21 Al1 121.87(11) 7_575 . ?
C22 C21 Al1 121.87(11) . . ?
C23 C22 C21 121.26(17) . . ?
F23 C23 C24 116.56(19) . . ?
F23 C23 C22 120.83(19) . . ?
C24 C23 C22 122.60(17) . . ?
C23 C24 C23 116.4(2) . 7_575 ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.308
_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_2b
_database_code_depnum_ccdc_archive 'CCDC 1917503'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H45 Al F2 N2'
_chemical_formula_sum            'C35 H45 Al F2 N2'
_chemical_formula_weight         558.71

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'
F F 0.0727 0.0534 '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      orthorhombic
_space_group_IT_number           40
_space_group_name_H-M_alt        'A m a 2'
_space_group_name_Hall           'A 2 -2a'

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

_cell_length_a                   22.3034(5)
_cell_length_b                   19.6726(5)
_cell_length_c                   7.40067(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3247.16(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1801
_cell_measurement_theta_min      3.9510
_cell_measurement_theta_max      72.6490

_exptl_crystal_description       needles
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.343
_exptl_crystal_size_mid          0.093
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    0.830
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            3409
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         3.964
_diffrn_reflns_theta_max         73.368
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.677
_diffrn_reflns_point_group_measured_fraction_full 0.705
_reflns_number_total             2260
_reflns_number_gt                2038
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.300
_reflns_Friedel_fraction_max     0.340
_reflns_Friedel_fraction_full    0.374

_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0537P)²+0.1073P] 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_abs_structure_details 
; 
 Flack x determined using 430 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.03(5)
_chemical_absolute_configuration .
_refine_ls_number_reflns         2260
_refine_ls_number_parameters     201
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0936
_refine_ls_wR_factor_gt          0.0901
_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 0.250000 0.31722(5) 0.31830(14) 0.0260(2) Uani 1 2 d S T P . .
F1 F 0.250000 0.26426(11) 0.1417(3) 0.0379(5) Uani 1 2 d S T P . .
N1 N 0.31471(8) 0.29349(10) 0.4694(3) 0.0269(4) Uani 1 1 d . . . . .
C1 C 0.30655(11) 0.27786(13) 0.6425(4) 0.0327(5) Uani 1 1 d . . . . .
C2 C 0.250000 0.2732(2) 0.7230(5) 0.0349(8) Uani 1 2 d S T P . .
H2A H 0.250000 0.265754 0.849813 0.042 Uiso 1 2 calc R U P . .
C3 C 0.35965(13) 0.2623(2) 0.7624(4) 0.0496(8) Uani 1 1 d . . . . .
H3A H 0.369404 0.213813 0.753767 0.074 Uiso 1 1 calc R U . . .
H3B H 0.349757 0.273633 0.887815 0.074 Uiso 1 1 calc R U . . .
H3C H 0.394218 0.289275 0.723262 0.074 Uiso 1 1 calc R U . . .
C4 C 0.37304(10) 0.28808(12) 0.3840(4) 0.0283(5) Uani 1 1 d . . . . .
C5 C 0.39021(10) 0.22567(12) 0.3069(4) 0.0318(5) Uani 1 1 d . . . . .
C6 C 0.44242(12) 0.22335(15) 0.2033(4) 0.0408(7) Uani 1 1 d . . . . .
H6A H 0.454177 0.181548 0.149694 0.049 Uiso 1 1 calc R U . . .
C7 C 0.47731(12) 0.28022(15) 0.1769(5) 0.0458(7) Uani 1 1 d . . . . .
H7A H 0.511887 0.278182 0.102120 0.055 Uiso 1 1 calc R U . . .
C8 C 0.46132(12) 0.34025(15) 0.2607(5) 0.0451(7) Uani 1 1 d . . . . .
H8A H 0.486588 0.378808 0.247433 0.054 Uiso 1 1 calc R U . . .
C9 C 0.40961(11) 0.34615(13) 0.3637(4) 0.0355(6) Uani 1 1 d . . . . .
C10 C 0.35543(11) 0.15976(12) 0.3348(4) 0.0369(6) Uani 1 1 d . . . . .
H10A H 0.318412 0.170591 0.405431 0.044 Uiso 1 1 calc R U . . .
C11 C 0.33647(14) 0.12765(16) 0.1582(6) 0.0520(8) Uani 1 1 d . . . . .
H11A H 0.310831 0.159357 0.091429 0.078 Uiso 1 1 calc R U . . .
H11B H 0.314196 0.085718 0.182753 0.078 Uiso 1 1 calc R U . . .
H11C H 0.372103 0.117074 0.086017 0.078 Uiso 1 1 calc R U . . .
C12 C 0.39294(15) 0.10958(16) 0.4452(6) 0.0561(9) Uani 1 1 d . . . . .
H12A H 0.429805 0.098710 0.379243 0.084 Uiso 1 1 calc R U . . .
H12B H 0.369844 0.067862 0.465165 0.084 Uiso 1 1 calc R U . . .
H12C H 0.403174 0.130017 0.561982 0.084 Uiso 1 1 calc R U . . .
C13 C 0.39558(12) 0.41391(14) 0.4517(5) 0.0440(7) Uani 1 1 d . . . . .
H13A H 0.353558 0.411882 0.498558 0.053 Uiso 1 1 calc R U . . .
C14 C 0.43723(17) 0.42714(18) 0.6119(7) 0.0668(11) Uani 1 1 d . . . . .
H14A H 0.433151 0.390228 0.700010 0.100 Uiso 1 1 calc R U . . .
H14B H 0.426431 0.470380 0.669101 0.100 Uiso 1 1 calc R U . . .
H14C H 0.478797 0.429303 0.569443 0.100 Uiso 1 1 calc R U . . .
C15 C 0.39938(13) 0.47290(14) 0.3175(7) 0.0561(8) Uani 1 1 d . . . . .
H15A H 0.441054 0.478786 0.278527 0.084 Uiso 1 1 calc R U . . .
H15B H 0.385337 0.514707 0.375725 0.084 Uiso 1 1 calc R U . . .
H15C H 0.374194 0.462984 0.212234 0.084 Uiso 1 1 calc R U . . .
C21 C 0.250000 0.41156(19) 0.2298(5) 0.0309(7) Uani 1 2 d S T P . .
C22 C 0.250000 0.46811(19) 0.3394(6) 0.0358(8) Uani 1 2 d S T P . .
F22 F 0.250000 0.45798(13) 0.5227(3) 0.0462(6) Uani 1 2 d S T P . .
C23 C 0.250000 0.5347(2) 0.2800(7) 0.0436(10) Uani 1 2 d S T P . .
H23A H 0.250000 0.571481 0.363249 0.052 Uiso 1 2 calc R U P . .
C24 C 0.250000 0.5461(2) 0.0971(7) 0.0499(11) Uani 1 2 d S T P . .
H24A H 0.250000 0.591354 0.052294 0.060 Uiso 1 2 calc R U P . .
C25 C 0.250000 0.4922(2) -0.0222(7) 0.0516(11) Uani 1 2 d S T P . .
H25A H 0.250000 0.500334 -0.148707 0.062 Uiso 1 2 calc R U P . .
C26 C 0.250000 0.4259(2) 0.0437(6) 0.0417(9) Uani 1 2 d S T P . .
H26A H 0.250000 0.389180 -0.039718 0.050 Uiso 1 2 calc R U P . .


_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 F1 1.671(2) . ?
Al1 N1 1.884(2) 4 ?
Al1 N1 1.884(2) . ?
Al1 C21 1.968(4) . ?
N1 C1 1.331(4) . ?
N1 C4 1.450(3) . ?
C1 C2 1.398(3) . ?
C1 C3 1.511(4) . ?
C4 C5 1.407(3) . ?
C4 C9 1.412(4) . ?
C5 C6 1.395(4) . ?
C5 C10 1.525(3) . ?
C6 C7 1.377(4) . ?
C7 C8 1.381(4) . ?
C8 C9 1.387(4) . ?
C9 C13 1.516(4) . ?
C10 C11 1.512(5) . ?
C10 C12 1.530(4) . ?
C13 C14 1.529(5) . ?
C13 C15 1.530(5) . ?
C21 C22 1.377(6) . ?
C21 C26 1.406(6) . ?
C22 F22 1.371(5) . ?
C22 C23 1.382(6) . ?
C23 C24 1.372(7) . ?
C24 C25 1.379(7) . ?
C25 C26 1.394(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Al1 N1 108.02(8) . 4 ?
F1 Al1 N1 108.03(8) . . ?
N1 Al1 N1 99.98(13) 4 . ?
F1 Al1 C21 109.13(15) . . ?
N1 Al1 C21 115.53(9) 4 . ?
N1 Al1 C21 115.53(9) . . ?
C1 N1 C4 121.7(2) . . ?
C1 N1 Al1 121.60(16) . . ?
C4 N1 Al1 116.54(16) . . ?
N1 C1 C2 123.3(2) . . ?
N1 C1 C3 120.3(2) . . ?
C2 C1 C3 116.4(3) . . ?
C1 C2 C1 128.9(4) 4 . ?
C5 C4 C9 120.4(2) . . ?
C5 C4 N1 119.0(2) . . ?
C9 C4 N1 120.4(2) . . ?
C6 C5 C4 118.6(2) . . ?
C6 C5 C10 118.1(2) . . ?
C4 C5 C10 123.3(2) . . ?
C7 C6 C5 121.6(3) . . ?
C6 C7 C8 119.0(3) . . ?
C7 C8 C9 122.2(3) . . ?
C8 C9 C4 118.1(2) . . ?
C8 C9 C13 118.8(2) . . ?
C4 C9 C13 123.1(2) . . ?
C11 C10 C5 112.3(3) . . ?
C11 C10 C12 110.2(3) . . ?
C5 C10 C12 110.1(2) . . ?
C9 C13 C14 111.0(2) . . ?
C9 C13 C15 112.1(3) . . ?
C14 C13 C15 109.9(3) . . ?
C22 C21 C26 114.5(4) . . ?
C22 C21 Al1 124.5(3) . . ?
C26 C21 Al1 121.0(3) . . ?
F22 C22 C21 117.7(3) . . ?
F22 C22 C23 116.9(4) . . ?
C21 C22 C23 125.4(4) . . ?
C24 C23 C22 117.9(4) . . ?
C23 C24 C25 120.4(4) . . ?
C24 C25 C26 119.7(4) . . ?
C25 C26 C21 122.0(4) . . ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_2g
_database_code_depnum_ccdc_archive 'CCDC 1917507'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H44 Al F3 N2'
_chemical_formula_sum            'C35 H44 Al F3 N2'
_chemical_formula_weight         576.70

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'
F F 0.0727 0.0534 '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      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                   12.2421(3)
_cell_length_b                   22.2792(4)
_cell_length_c                   12.5805(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.551(3)
_cell_angle_gamma                90
_cell_volume                     3233.41(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4402
_cell_measurement_theta_min      3.9600
_cell_measurement_theta_max      73.2560

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.687
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.211
_exptl_absorpt_coefficient_mu    0.895
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            10581
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.832
_diffrn_reflns_theta_max         73.271
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             6180
_reflns_number_gt                4810
_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0500P)²+0.8203P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.00199(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6180
_refine_ls_number_parameters     386
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1145
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.021
_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 0.22489(4) 0.13295(2) 0.23045(4) 0.02343(13) Uani 1 1 d . . . . .
F1 F 0.29885(9) 0.16015(5) 0.35789(8) 0.0361(3) Uani 1 1 d . . . . .
N1 N 0.31985(12) 0.08194(6) 0.17904(12) 0.0269(3) Uani 1 1 d . . . . .
C1 C 0.31449(15) 0.08276(8) 0.07085(15) 0.0296(4) Uani 1 1 d . . . . .
C2 C 0.25015(15) 0.12489(8) -0.00704(15) 0.0298(4) Uani 1 1 d . . . . .
H2A H 0.237772 0.116320 -0.084174 0.036 Uiso 1 1 calc R U . . .
C3 C 0.20168(14) 0.17834(8) 0.01525(14) 0.0266(3) Uani 1 1 d . . . . .
N3 N 0.19717(12) 0.19238(6) 0.11741(11) 0.0241(3) Uani 1 1 d . . . . .
C4 C 0.38381(18) 0.03812(9) 0.02958(18) 0.0419(5) Uani 1 1 d . . . . .
H4A H 0.466430 0.047928 0.061647 0.063 Uiso 1 1 calc R U . . .
H4B H 0.359503 0.039773 -0.052918 0.063 Uiso 1 1 calc R U . . .
H4C H 0.370554 -0.002369 0.053196 0.063 Uiso 1 1 calc R U . . .
C5 C 0.15795(18) 0.22175(9) -0.08094(16) 0.0370(4) Uani 1 1 d . . . . .
H5A H 0.080793 0.236040 -0.085512 0.056 Uiso 1 1 calc R U . . .
H5B H 0.153325 0.201642 -0.151598 0.056 Uiso 1 1 calc R U . . .
H5C H 0.211169 0.255925 -0.068521 0.056 Uiso 1 1 calc R U . . .
C6 C 0.40353(15) 0.04253(8) 0.25666(15) 0.0291(4) Uani 1 1 d . . . . .
C7 C 0.51680(15) 0.06386(8) 0.31015(16) 0.0339(4) Uani 1 1 d . . . . .
C8 C 0.59742(17) 0.02488(9) 0.38263(18) 0.0415(5) Uani 1 1 d . . . . .
H8A H 0.674907 0.038074 0.418243 0.050 Uiso 1 1 calc R U . . .
C9 C 0.56650(17) -0.03243(9) 0.40338(18) 0.0428(5) Uani 1 1 d . . . . .
H9A H 0.622347 -0.058259 0.452982 0.051 Uiso 1 1 calc R U . . .
C10 C 0.45428(17) -0.05203(9) 0.35185(17) 0.0399(5) Uani 1 1 d . . . . .
H10A H 0.433317 -0.091255 0.367576 0.048 Uiso 1 1 calc R U . . .
C11 C 0.37095(16) -0.01552(8) 0.27718(16) 0.0337(4) Uani 1 1 d . . . . .
C12 C 0.55273(16) 0.12769(9) 0.29449(19) 0.0396(5) Uani 1 1 d . . . . .
H12A H 0.483751 0.148329 0.240707 0.048 Uiso 1 1 calc R U . . .
C13 C 0.5869(2) 0.16176(10) 0.4056(2) 0.0523(6) Uani 1 1 d . . . . .
H13A H 0.653313 0.141936 0.460754 0.078 Uiso 1 1 calc R U . . .
H13B H 0.521429 0.162260 0.433947 0.078 Uiso 1 1 calc R U . . .
H13C H 0.607873 0.203050 0.393687 0.078 Uiso 1 1 calc R U . . .
C14 C 0.6500(2) 0.12990(13) 0.2438(2) 0.0623(7) Uani 1 1 d . . . . .
H14A H 0.667415 0.171809 0.232021 0.093 Uiso 1 1 calc R U . . .
H14B H 0.625455 0.108691 0.171375 0.093 Uiso 1 1 calc R U . . .
H14C H 0.719452 0.110621 0.295476 0.093 Uiso 1 1 calc R U . . .
C15 C 0.24922(17) -0.04034(8) 0.22043(19) 0.0423(5) Uani 1 1 d . . . . .
H15A H 0.202567 -0.008712 0.168476 0.051 Uiso 1 1 calc R U . . .
C16 C 0.2506(2) -0.09615(10) 0.1494(2) 0.0662(8) Uani 1 1 d . . . . .
H16A H 0.290690 -0.128947 0.199114 0.099 Uiso 1 1 calc R U . . .
H16B H 0.291259 -0.086848 0.096232 0.099 Uiso 1 1 calc R U . . .
H16C H 0.170845 -0.108281 0.107503 0.099 Uiso 1 1 calc R U . . .
C17 C 0.1898(2) -0.05451(11) 0.3062(2) 0.0617(7) Uani 1 1 d . . . . .
H17A H 0.109317 -0.066357 0.266619 0.093 Uiso 1 1 calc R U . . .
H17B H 0.191127 -0.018855 0.352228 0.093 Uiso 1 1 calc R U . . .
H17C H 0.230778 -0.087449 0.354971 0.093 Uiso 1 1 calc R U . . .
C18 C 0.16443(15) 0.25344(7) 0.13385(13) 0.0252(3) Uani 1 1 d . . . . .
C19 C 0.04716(15) 0.26966(8) 0.10363(14) 0.0277(4) Uani 1 1 d . . . . .
C20 C 0.02029(17) 0.32977(8) 0.11478(16) 0.0348(4) Uani 1 1 d . . . . .
H20A H -0.058526 0.341438 0.096296 0.042 Uiso 1 1 calc R U . . .
C21 C 0.10622(18) 0.37240(8) 0.15216(17) 0.0386(4) Uani 1 1 d . . . . .
H21A H 0.086174 0.413330 0.156155 0.046 Uiso 1 1 calc R U . . .
C22 C 0.22107(17) 0.35586(8) 0.18373(15) 0.0336(4) Uani 1 1 d . . . . .
H22A H 0.279409 0.385697 0.209768 0.040 Uiso 1 1 calc R U . . .
C23 C 0.25365(15) 0.29609(8) 0.17829(14) 0.0282(4) Uani 1 1 d . . . . .
C24 C -0.05202(15) 0.22511(8) 0.05781(16) 0.0326(4) Uani 1 1 d . . . . .
H24A H -0.018639 0.185758 0.045789 0.039 Uiso 1 1 calc R U . . .
C25 C -0.13737(19) 0.24620(10) -0.05554(19) 0.0494(6) Uani 1 1 d . . . . .
H25A H -0.201774 0.217660 -0.081534 0.074 Uiso 1 1 calc R U . . .
H25B H -0.097471 0.248510 -0.111201 0.074 Uiso 1 1 calc R U . . .
H25C H -0.167435 0.285926 -0.046377 0.074 Uiso 1 1 calc R U . . .
C26 C -0.1154(2) 0.21571(10) 0.1424(2) 0.0513(6) Uani 1 1 d . . . . .
H26A H -0.059809 0.203224 0.215073 0.077 Uiso 1 1 calc R U . . .
H26B H -0.174562 0.184543 0.114345 0.077 Uiso 1 1 calc R U . . .
H26C H -0.152484 0.253341 0.151993 0.077 Uiso 1 1 calc R U . . .
C27 C 0.38079(16) 0.27843(8) 0.21912(16) 0.0335(4) Uani 1 1 d . . . . .
H27A H 0.385793 0.236017 0.246339 0.040 Uiso 1 1 calc R U . . .
C28 C 0.45341(18) 0.31710(10) 0.31855(19) 0.0458(5) Uani 1 1 d . . . . .
H28A H 0.531950 0.300565 0.349068 0.069 Uiso 1 1 calc R U . . .
H28B H 0.417539 0.317141 0.377484 0.069 Uiso 1 1 calc R U . . .
H28C H 0.457146 0.358284 0.292637 0.069 Uiso 1 1 calc R U . . .
C29 C 0.43252(19) 0.28027(11) 0.1239(2) 0.0478(5) Uani 1 1 d . . . . .
H29A H 0.420118 0.320117 0.088894 0.072 Uiso 1 1 calc R U . . .
H29B H 0.394712 0.249912 0.067149 0.072 Uiso 1 1 calc R U . . .
H29C H 0.515844 0.271960 0.154753 0.072 Uiso 1 1 calc R U . . .
C31 C 0.08324(15) 0.09326(7) 0.23717(15) 0.0287(4) Uani 1 1 d . . . . .
C32 C 0.00922(15) 0.06355(8) 0.14492(15) 0.0304(4) Uani 1 1 d . . . . .
F32 F 0.03532(10) 0.06519(5) 0.04678(9) 0.0417(3) Uani 1 1 d . . . . .
C33 C -0.08807(16) 0.03158(9) 0.14200(17) 0.0377(4) Uani 1 1 d . . . . .
H33A H -0.133706 0.011281 0.075576 0.045 Uiso 1 1 calc R U . . .
C34 C -0.11690(17) 0.03011(9) 0.23932(19) 0.0400(5) Uani 1 1 d . . . . .
H34A H -0.183870 0.009198 0.241168 0.048 Uiso 0.906(4) 1 calc R U P A 1
F34' F -0.2005(13) 0.0032(7) 0.2539(13) 0.063(5) Uiso 0.094(4) 1 d . U P A 2
C35 C -0.04658(17) 0.05954(9) 0.33316(17) 0.0381(4) Uani 1 1 d . . . . .
H35A H -0.066277 0.058520 0.400050 0.046 Uiso 0.094(4) 1 calc R U P A 2
F35 F -0.07704(12) 0.05761(7) 0.42791(12) 0.0528(5) Uani 0.906(4) 1 d . U P A 1
C36 C 0.05144(16) 0.09053(8) 0.33455(16) 0.0344(4) Uani 1 1 d . . . . .
H36A H 0.097653 0.110102 0.401607 0.041 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 F1 1.6691(11) . ?
Al1 N1 1.8879(15) . ?
Al1 N3 1.8887(14) . ?
Al1 C31 1.9735(18) . ?
N1 C1 1.341(2) . ?
N1 C6 1.451(2) . ?
C1 C2 1.395(3) . ?
C1 C4 1.508(2) . ?
C2 C3 1.400(2) . ?
C3 N3 1.342(2) . ?
C3 C5 1.501(2) . ?
N3 C18 1.452(2) . ?
C6 C11 1.403(3) . ?
C6 C7 1.406(3) . ?
C7 C8 1.399(3) . ?
C7 C12 1.521(3) . ?
C8 C9 1.381(3) . ?
C9 C10 1.379(3) . ?
C10 C11 1.394(3) . ?
C11 C15 1.524(3) . ?
C12 C13 1.521(3) . ?
C12 C14 1.528(3) . ?
C15 C17 1.523(3) . ?
C15 C16 1.535(3) . ?
C18 C19 1.404(2) . ?
C18 C23 1.414(2) . ?
C19 C20 1.397(2) . ?
C19 C24 1.524(2) . ?
C20 C21 1.378(3) . ?
C21 C22 1.377(3) . ?
C22 C23 1.398(2) . ?
C23 C27 1.519(3) . ?
C24 C26 1.526(3) . ?
C24 C25 1.533(3) . ?
C27 C29 1.531(3) . ?
C27 C28 1.534(3) . ?
C31 C32 1.379(3) . ?
C31 C36 1.405(3) . ?
C32 F32 1.375(2) . ?
C32 C33 1.378(3) . ?
C33 C34 1.383(3) . ?
C34 F34' 1.251(16) . ?
C34 C35 1.373(3) . ?
C35 F35 1.363(2) . ?
C35 C36 1.380(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
F1 Al1 N1 110.45(6) . . ?
F1 Al1 N3 111.82(6) . . ?
N1 Al1 N3 98.06(6) . . ?
F1 Al1 C31 108.88(7) . . ?
N1 Al1 C31 113.30(7) . . ?
N3 Al1 C31 114.03(7) . . ?
C1 N1 C6 118.37(14) . . ?
C1 N1 Al1 120.86(12) . . ?
C6 N1 Al1 120.72(11) . . ?
N1 C1 C2 123.15(15) . . ?
N1 C1 C4 119.90(16) . . ?
C2 C1 C4 116.91(16) . . ?
C1 C2 C3 127.53(16) . . ?
N3 C3 C2 123.11(15) . . ?
N3 C3 C5 120.27(15) . . ?
C2 C3 C5 116.58(16) . . ?
C3 N3 C18 117.17(13) . . ?
C3 N3 Al1 120.20(11) . . ?
C18 N3 Al1 122.55(10) . . ?
C11 C6 C7 121.28(16) . . ?
C11 C6 N1 120.11(15) . . ?
C7 C6 N1 118.60(16) . . ?
C8 C7 C6 118.01(17) . . ?
C8 C7 C12 119.56(17) . . ?
C6 C7 C12 122.40(16) . . ?
C9 C8 C7 121.25(18) . . ?
C10 C9 C8 119.79(18) . . ?
C9 C10 C11 121.40(19) . . ?
C10 C11 C6 118.23(17) . . ?
C10 C11 C15 118.95(17) . . ?
C6 C11 C15 122.81(16) . . ?
C7 C12 C13 110.49(18) . . ?
C7 C12 C14 112.57(18) . . ?
C13 C12 C14 110.77(19) . . ?
C17 C15 C11 111.54(18) . . ?
C17 C15 C16 110.2(2) . . ?
C11 C15 C16 111.52(18) . . ?
C19 C18 C23 121.24(15) . . ?
C19 C18 N3 120.56(15) . . ?
C23 C18 N3 118.18(15) . . ?
C20 C19 C18 118.25(16) . . ?
C20 C19 C24 118.53(16) . . ?
C18 C19 C24 123.22(15) . . ?
C21 C20 C19 121.09(18) . . ?
C22 C21 C20 120.21(17) . . ?
C21 C22 C23 121.40(17) . . ?
C22 C23 C18 117.65(16) . . ?
C22 C23 C27 120.46(16) . . ?
C18 C23 C27 121.89(15) . . ?
C19 C24 C26 110.62(16) . . ?
C19 C24 C25 111.16(16) . . ?
C26 C24 C25 110.08(17) . . ?
C23 C27 C29 111.95(16) . . ?
C23 C27 C28 112.28(16) . . ?
C29 C27 C28 110.14(17) . . ?
C32 C31 C36 114.65(16) . . ?
C32 C31 Al1 121.22(13) . . ?
C36 C31 Al1 124.09(14) . . ?
F32 C32 C33 116.63(16) . . ?
F32 C32 C31 117.26(16) . . ?
C33 C32 C31 126.10(18) . . ?
C32 C33 C34 117.58(18) . . ?
F34' C34 C35 114.3(8) . . ?
F34' C34 C33 127.2(8) . . ?
C35 C34 C33 118.52(17) . . ?
F35 C35 C34 117.42(17) . . ?
F35 C35 C36 119.73(19) . . ?
C34 C35 C36 122.85(18) . . ?
C35 C36 C31 120.28(18) . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_2c-prime
_database_code_depnum_ccdc_archive 'CCDC 1917508'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '0.75(C29 H33 Al F2 N2), 0.25(C29 H34 Al F N2)'
_chemical_formula_sum            'C29 H33.25 Al F1.75 N2'
_chemical_formula_weight         470.05

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'
F F 0.0727 0.0534 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   14.5388(5)
_cell_length_b                   20.1047(6)
_cell_length_c                   8.9393(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2612.94(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1655
_cell_measurement_theta_min      4.3740
_cell_measurement_theta_max      73.7470

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.307
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    0.929
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.831
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            5296
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         4.398
_diffrn_reflns_theta_max         73.856
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2615
_reflns_number_gt                2027
_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0912P)²+0.4098P] 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         2615
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0549
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1368
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.64350(5) 0.250000 0.63368(9) 0.0342(2) Uani 1 2 d S T P . .
F1 F 0.57651(14) 0.250000 0.7845(2) 0.0422(5) Uani 0.75 2 d S T P A 1
N1 N 0.72865(11) 0.17947(8) 0.64957(18) 0.0370(4) Uani 1 1 d . . . . .
C1 C 0.81929(14) 0.18756(11) 0.6573(2) 0.0403(5) Uani 1 1 d . . . . .
C2 C 0.86210(18) 0.250000 0.6545(3) 0.0405(6) Uani 1 2 d S T P . .
H2A H 0.927387 0.250000 0.650162 0.049 Uiso 1 2 calc R U P . .
C3 C 0.88150(17) 0.12793(14) 0.6738(3) 0.0565(6) Uani 1 1 d . . . . .
H3A H 0.872429 0.107942 0.772691 0.085 Uiso 1 1 calc R U . . .
H3B H 0.945734 0.141939 0.663199 0.085 Uiso 1 1 calc R U . . .
H3C H 0.866750 0.095174 0.596229 0.085 Uiso 1 1 calc R U . . .
C4 C 0.68898(14) 0.11385(10) 0.6675(2) 0.0407(5) Uani 1 1 d . . . . .
C5 C 0.66391(16) 0.09200(11) 0.8106(3) 0.0465(5) Uani 1 1 d . . . . .
C6 C 0.61857(19) 0.03151(12) 0.8246(3) 0.0591(6) Uani 1 1 d . . . . .
H6A H 0.600711 0.016664 0.921233 0.071 Uiso 1 1 calc R U . . .
C7 C 0.5986(2) -0.00788(12) 0.7010(4) 0.0684(8) Uani 1 1 d . . . . .
C8 C 0.6269(2) 0.01392(12) 0.5617(4) 0.0661(8) Uani 1 1 d . . . . .
H8A H 0.615058 -0.013384 0.477128 0.079 Uiso 1 1 calc R U . . .
C9 C 0.67224(17) 0.07457(11) 0.5402(3) 0.0508(6) Uani 1 1 d . . . . .
C10 C 0.6874(2) 0.13132(12) 0.9484(3) 0.0565(6) Uani 1 1 d . . . . .
H10A H 0.753478 0.127618 0.968535 0.085 Uiso 1 1 calc R U . . .
H10B H 0.652774 0.113846 1.033840 0.085 Uiso 1 1 calc R U . . .
H10C H 0.671319 0.178137 0.932684 0.085 Uiso 1 1 calc R U . . .
C11 C 0.5498(3) -0.07358(15) 0.7193(6) 0.1024(15) Uani 1 1 d . . . . .
H11A H 0.591736 -0.105878 0.765117 0.154 Uiso 1 1 calc R U . . .
H11B H 0.530251 -0.089919 0.621030 0.154 Uiso 1 1 calc R U . . .
H11C H 0.495860 -0.067642 0.783542 0.154 Uiso 1 1 calc R U . . .
C12 C 0.7021(2) 0.09565(14) 0.3879(3) 0.0621(7) Uani 1 1 d . . . . .
H12A H 0.657671 0.127469 0.347041 0.093 Uiso 1 1 calc R U . . .
H12B H 0.705581 0.056651 0.322341 0.093 Uiso 1 1 calc R U . . .
H12C H 0.762824 0.116692 0.394089 0.093 Uiso 1 1 calc R U . . .
C21 C 0.56345(19) 0.250000 0.4549(3) 0.0365(6) Uani 1 2 d S T P A .
C22 C 0.46814(19) 0.250000 0.4790(3) 0.0383(6) Uani 1 2 d S T P . .
H22A H 0.444590 0.250000 0.578140 0.046 Uiso 1 2 calc R U P A .
C23 C 0.4082(2) 0.250000 0.3582(4) 0.0446(7) Uani 1 2 d S T P A .
F23 F 0.31610(14) 0.250000 0.3856(3) 0.0711(6) Uani 1 2 d S T P . .
C24 C 0.4373(2) 0.250000 0.2132(3) 0.0466(7) Uani 1 2 d S T P . .
H24A H 0.394388 0.250000 0.133098 0.056 Uiso 1 2 calc R U P A .
C25 C 0.5302(3) 0.250000 0.1861(3) 0.0499(7) Uani 1 2 d S T P A .
H25A H 0.552369 0.250000 0.086082 0.060 Uiso 1 2 calc R U P . .
C26 C 0.5920(2) 0.250000 0.3051(4) 0.0453(6) Uani 1 2 d S T P . .
H26A H 0.656043 0.250000 0.283976 0.054 Uiso 1 2 calc R U P A .


_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 F1 1.663(2) . ?
Al1 N1 1.8878(17) . ?
Al1 N1 1.8878(17) 7_565 ?
Al1 C21 1.977(3) . ?
N1 C1 1.330(3) . ?
N1 C4 1.449(3) . ?
C1 C2 1.401(3) . ?
C1 C3 1.509(3) . ?
C4 C5 1.401(3) . ?
C4 C9 1.406(3) . ?
C5 C6 1.389(3) . ?
C5 C10 1.503(3) . ?
C6 C7 1.390(4) . ?
C7 C8 1.383(5) . ?
C7 C11 1.508(4) . ?
C8 C9 1.399(4) . ?
C9 C12 1.491(4) . ?
C21 C26 1.402(4) . ?
C21 C22 1.402(4) . ?
C22 C23 1.388(4) . ?
C23 F23 1.361(4) . ?
C23 C24 1.363(5) . ?
C24 C25 1.373(5) . ?
C25 C26 1.393(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Al1 N1 108.85(7) . . ?
F1 Al1 N1 108.84(7) . 7_565 ?
N1 Al1 N1 97.38(11) . 7_565 ?
F1 Al1 C21 108.09(12) . . ?
N1 Al1 C21 116.55(7) . . ?
N1 Al1 C21 116.55(7) 7_565 . ?
C1 N1 C4 120.02(17) . . ?
C1 N1 Al1 124.20(15) . . ?
C4 N1 Al1 115.55(12) . . ?
N1 C1 C2 123.3(2) . . ?
N1 C1 C3 120.1(2) . . ?
C2 C1 C3 116.57(19) . . ?
C1 C2 C1 127.2(2) . 7_565 ?
C5 C4 C9 121.2(2) . . ?
C5 C4 N1 119.36(18) . . ?
C9 C4 N1 119.4(2) . . ?
C6 C5 C4 118.7(2) . . ?
C6 C5 C10 119.6(2) . . ?
C4 C5 C10 121.6(2) . . ?
C5 C6 C7 121.7(3) . . ?
C8 C7 C6 118.3(2) . . ?
C8 C7 C11 121.0(3) . . ?
C6 C7 C11 120.7(3) . . ?
C7 C8 C9 122.7(2) . . ?
C8 C9 C4 117.4(2) . . ?
C8 C9 C12 120.7(2) . . ?
C4 C9 C12 121.9(2) . . ?
C26 C21 C22 116.1(3) . . ?
C26 C21 Al1 126.7(2) . . ?
C22 C21 Al1 117.2(2) . . ?
C23 C22 C21 120.1(3) . . ?
F23 C23 C24 118.5(3) . . ?
F23 C23 C22 118.5(3) . . ?
C24 C23 C22 123.0(3) . . ?
C23 C24 C25 118.3(3) . . ?
C24 C25 C26 120.0(3) . . ?
C25 C26 C21 122.6(3) . . ?

_refine_diff_density_max         0.535
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_2f
_database_code_depnum_ccdc_archive 'CCDC 1917506'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2019-05-21 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C35 H44 Al F3 N2, 1.5(C7 H8)'
_chemical_formula_sum            'C45.50 H56 Al F3 N2'
_chemical_formula_weight         714.90

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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           41
_space_group_name_H-M_alt        'A b a 2'
_space_group_name_Hall           'A 2 -2ac'

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

_cell_length_a                   25.1040(8)
_cell_length_b                   18.4374(8)
_cell_length_c                   17.7897(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8234.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2552
_cell_measurement_theta_min      2.8840
_cell_measurement_theta_max      27.5310

_exptl_crystal_description       tablets
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_F_000             3064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.573
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.082
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            8895
_diffrn_reflns_av_unetI/netI     0.0369
_diffrn_reflns_av_R_equivalents  0.0205
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.741
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.810
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.810
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.549
_diffrn_reflns_point_group_measured_fraction_full 0.688
_reflns_number_total             5630
_reflns_number_gt                4906
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.313
_reflns_Friedel_fraction_max     0.271
_reflns_Friedel_fraction_full    0.366

_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0427P)²+2.0167P] 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_abs_structure_details 
; 
 Flack x determined using 1188 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.01(10)
_chemical_absolute_configuration .
_refine_ls_number_reflns         5630
_refine_ls_number_parameters     496
_refine_ls_number_restraints     43
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0850
_refine_ls_wR_factor_gt          0.0796
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.024
_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
Al1 Al 0.21824(3) 0.62222(4) 0.30956(4) 0.02057(16) Uani 1 1 d . . . . .
F1 F 0.19436(6) 0.56168(8) 0.24885(8) 0.0327(4) Uani 1 1 d . . . . .
N1 N 0.20561(8) 0.59318(11) 0.40943(12) 0.0236(5) Uani 1 1 d . . . . .
C1 C 0.18675(11) 0.63922(14) 0.46124(15) 0.0297(6) Uani 1 1 d . . . . .
C2 C 0.16901(11) 0.70933(14) 0.44385(15) 0.0296(6) Uani 1 1 d . . . . .
H2A H 0.161953 0.740194 0.485438 0.035 Uiso 1 1 calc R U . . .
C3 C 0.16045(10) 0.73927(13) 0.37278(15) 0.0249(6) Uani 1 1 d . . . . .
N3 N 0.17600(7) 0.70652(10) 0.30933(12) 0.0221(4) Uani 1 1 d . . . . .
C4 C 0.18258(16) 0.61574(19) 0.54211(17) 0.0540(9) Uani 1 1 d . . . . .
H4A H 0.174477 0.563792 0.544299 0.081 Uiso 1 1 calc R U . . .
H4B H 0.154095 0.643083 0.566927 0.081 Uiso 1 1 calc R U . . .
H4C H 0.216455 0.625081 0.567722 0.081 Uiso 1 1 calc R U . . .
C5 C 0.13221(11) 0.81094(14) 0.36863(17) 0.0332(6) Uani 1 1 d . . . . .
H5A H 0.156739 0.847972 0.349560 0.050 Uiso 1 1 calc R U . . .
H5B H 0.119868 0.824768 0.418893 0.050 Uiso 1 1 calc R U . . .
H5C H 0.101581 0.806875 0.334734 0.050 Uiso 1 1 calc R U . . .
C6 C 0.21780(10) 0.51870(14) 0.42952(14) 0.0262(6) Uani 1 1 d . . . . .
C7 C 0.17918(11) 0.46489(14) 0.41445(17) 0.0311(6) Uani 1 1 d . . . . .
C8 C 0.19194(12) 0.39314(15) 0.42976(18) 0.0381(7) Uani 1 1 d . . . . .
H8A H 0.166598 0.356231 0.419275 0.046 Uiso 1 1 calc R U . . .
C9 C 0.24063(12) 0.37431(15) 0.45987(17) 0.0376(7) Uani 1 1 d . . . . .
H9A H 0.248703 0.324864 0.469674 0.045 Uiso 1 1 calc R U . . .
C10 C 0.27760(12) 0.42758(15) 0.47571(16) 0.0346(7) Uani 1 1 d . . . . .
H10A H 0.310785 0.414331 0.497412 0.042 Uiso 1 1 calc R U . . .
C11 C 0.26724(11) 0.50062(14) 0.46049(14) 0.0289(6) Uani 1 1 d . . . . .
C12 C 0.12422(12) 0.48282(16) 0.3834(2) 0.0464(9) Uani 1 1 d . . . . .
H12A H 0.125174 0.533949 0.364662 0.056 Uiso 1 1 calc R U . . .
C13 C 0.10862(15) 0.43437(18) 0.3177(3) 0.0759(13) Uani 1 1 d . . . . .
H13A H 0.133751 0.441552 0.276163 0.114 Uiso 1 1 calc R U . . .
H13B H 0.072580 0.446856 0.300882 0.114 Uiso 1 1 calc R U . . .
H13C H 0.109476 0.383507 0.333609 0.114 Uiso 1 1 calc R U . . .
C14 C 0.08327(16) 0.4791(3) 0.4468(4) 0.1048(19) Uani 1 1 d . . . . .
H14A H 0.082744 0.430067 0.467917 0.157 Uiso 1 1 calc R U . . .
H14B H 0.047919 0.491067 0.426924 0.157 Uiso 1 1 calc R U . . .
H14C H 0.092863 0.513938 0.486155 0.157 Uiso 1 1 calc R U . . .
C15 C 0.31063(13) 0.55582(16) 0.47878(18) 0.0394(7) Uani 1 1 d . . . . .
H15A H 0.297467 0.604924 0.463783 0.047 Uiso 1 1 calc R U . . .
C16 C 0.32276(18) 0.5573(2) 0.5630(2) 0.0674(11) Uani 1 1 d . . . . .
H16A H 0.290066 0.568163 0.590924 0.101 Uiso 1 1 calc R U . . .
H16B H 0.349467 0.594741 0.573391 0.101 Uiso 1 1 calc R U . . .
H16C H 0.336520 0.509905 0.578694 0.101 Uiso 1 1 calc R U . . .
C17 C 0.36141(12) 0.53996(19) 0.4344(2) 0.0548(10) Uani 1 1 d . . . . .
H17A H 0.376222 0.493308 0.450513 0.082 Uiso 1 1 calc R U . . .
H17B H 0.387517 0.578469 0.443558 0.082 Uiso 1 1 calc R U . . .
H17C H 0.353055 0.537924 0.380616 0.082 Uiso 1 1 calc R U . . .
C18 C 0.15740(10) 0.73353(13) 0.23690(15) 0.0251(6) Uani 1 1 d . . . . .
C19 C 0.18885(11) 0.78275(14) 0.19645(16) 0.0310(6) Uani 1 1 d . . . . .
C20 C 0.17191(13) 0.80229(16) 0.12464(18) 0.0426(8) Uani 1 1 d . . . . .
H20A H 0.192461 0.835707 0.096166 0.051 Uiso 1 1 calc R U . . .
C21 C 0.12554(14) 0.77381(18) 0.09394(19) 0.0498(8) Uani 1 1 d . . . . .
H21A H 0.115351 0.786138 0.044122 0.060 Uiso 1 1 calc R U . . .
C22 C 0.09448(12) 0.72774(16) 0.13592(17) 0.0412(8) Uani 1 1 d . . . . .
H22A H 0.062043 0.710087 0.115391 0.049 Uiso 1 1 calc R U . . .
C23 C 0.10954(11) 0.70639(14) 0.20789(16) 0.0305(6) Uani 1 1 d . . . . .
C24 C 0.23947(11) 0.81754(15) 0.22714(17) 0.0347(7) Uani 1 1 d . . . . .
H24A H 0.245691 0.797897 0.278792 0.042 Uiso 1 1 calc R U . . .
C25 C 0.23312(14) 0.90019(16) 0.2336(2) 0.0512(9) Uani 1 1 d . . . . .
H25A H 0.229278 0.921150 0.183220 0.077 Uiso 1 1 calc R U . . .
H25B H 0.264646 0.920773 0.258062 0.077 Uiso 1 1 calc R U . . .
H25C H 0.201389 0.911379 0.263476 0.077 Uiso 1 1 calc R U . . .
C26 C 0.28803(13) 0.79897(18) 0.1792(2) 0.0467(8) Uani 1 1 d . . . . .
H26A H 0.290919 0.746189 0.174135 0.070 Uiso 1 1 calc R U . . .
H26B H 0.320223 0.817901 0.203438 0.070 Uiso 1 1 calc R U . . .
H26C H 0.284137 0.820895 0.129345 0.070 Uiso 1 1 calc R U . . .
C27 C 0.07320(11) 0.65607(16) 0.25211(18) 0.0372(7) Uani 1 1 d . . . . .
H27A H 0.091977 0.642302 0.299590 0.045 Uiso 1 1 calc R U . . .
C28 C 0.06026(13) 0.58709(17) 0.2097(2) 0.0498(9) Uani 1 1 d . . . . .
H28A H 0.040759 0.599158 0.163605 0.075 Uiso 1 1 calc R U . . .
H28B H 0.038265 0.555516 0.241286 0.075 Uiso 1 1 calc R U . . .
H28C H 0.093392 0.561951 0.196605 0.075 Uiso 1 1 calc R U . . .
C29 C 0.02102(13) 0.6955(2) 0.2737(2) 0.0604(10) Uani 1 1 d . . . . .
H29A H 0.029527 0.739841 0.301576 0.091 Uiso 1 1 calc R U . . .
H29B H -0.000812 0.663581 0.305158 0.091 Uiso 1 1 calc R U . . .
H29C H 0.001291 0.708050 0.227960 0.091 Uiso 1 1 calc R U . . .
C31 C 0.29460(10) 0.63720(14) 0.28977(14) 0.0259(6) Uani 1 1 d . . . . .
C32 C 0.32486(11) 0.68610(14) 0.32994(16) 0.0312(6) Uani 1 1 d . . . . .
F32 F 0.30068(7) 0.72614(8) 0.38514(10) 0.0424(4) Uani 1 1 d . . . . .
C33 C 0.37821(11) 0.69684(15) 0.3190(2) 0.0407(8) Uani 1 1 d . . . . .
F33 F 0.40488(7) 0.74557(11) 0.36246(14) 0.0652(6) Uani 1 1 d . . . . .
C34 C 0.40542(12) 0.65788(18) 0.2655(2) 0.0475(9) Uani 1 1 d . . . . .
H34A H 0.442397 0.665483 0.257332 0.057 Uiso 1 1 calc R U . . .
C35 C 0.37718(12) 0.60693(18) 0.22377(18) 0.0443(8) Uani 1 1 d . . . . .
H35A H 0.395071 0.578500 0.187078 0.053 Uiso 1 1 calc R U . . .
C36 C 0.32322(11) 0.59756(16) 0.23548(16) 0.0333(7) Uani 1 1 d . . . . .
H36A H 0.304681 0.563013 0.205730 0.040 Uiso 1 1 calc R U . . .
C40 C 0.0265(2) 0.6870(3) 0.5127(4) 0.114(2) Uani 1 1 d . . . . .
H40A H 0.051483 0.670785 0.473893 0.170 Uiso 1 1 calc R U . . .
H40B H -0.010115 0.678395 0.495675 0.170 Uiso 1 1 calc R U . . .
H40C H 0.032915 0.659839 0.559200 0.170 Uiso 1 1 calc R U . . .
C41 C 0.03415(15) 0.7648(2) 0.5268(2) 0.0620(11) Uani 1 1 d . . . . .
C42 C 0.06799(15) 0.7906(3) 0.5820(2) 0.0612(10) Uani 1 1 d . . . . .
H42 H 0.087014 0.757169 0.612508 0.073 Uiso 1 1 calc R U . . .
C43 C 0.07463(15) 0.8643(3) 0.5936(2) 0.0659(11) Uani 1 1 d . . . . .
H43 H 0.098491 0.880392 0.631578 0.079 Uiso 1 1 calc R U . . .
C44 C 0.04788(15) 0.9138(2) 0.5522(2) 0.0642(11) Uani 1 1 d . . . . .
H44 H 0.052642 0.964192 0.560897 0.077 Uiso 1 1 calc R U . . .
C45 C 0.01394(15) 0.8900(3) 0.4977(2) 0.0625(11) Uani 1 1 d . . . . .
H45 H -0.004997 0.924481 0.468376 0.075 Uiso 1 1 calc R U . . .
C46 C 0.00641(14) 0.8173(3) 0.4840(2) 0.0647(11) Uani 1 1 d . . . . .
H46 H -0.017513 0.802275 0.445630 0.078 Uiso 1 1 calc R U . . .
C50 C 0.5586(7) 0.5816(8) 0.2001(11) 0.118(6) Uani 0.5 1 d . U P A -1
H50A H 0.574023 0.580535 0.149471 0.177 Uiso 0.5 1 calc R U P A -1
H50B H 0.586656 0.572215 0.237223 0.177 Uiso 0.5 1 calc R U P A -1
H50C H 0.542867 0.629336 0.209482 0.177 Uiso 0.5 1 calc R U P A -1
C51 C 0.5172(2) 0.5254(3) 0.2063(3) 0.075(2) Uani 0.5 1 d G U P A -1
C52 C 0.4950(3) 0.4952(4) 0.1419(3) 0.071(2) Uani 0.5 1 d G U P A -1
H52A H 0.506754 0.510501 0.093683 0.085 Uiso 0.5 1 calc R U P A -1
C53 C 0.4557(3) 0.4424(4) 0.1480(3) 0.065(2) Uani 0.5 1 d G U P A -1
H53A H 0.440511 0.421775 0.104045 0.078 Uiso 0.5 1 calc R U P A -1
C54 C 0.4385(3) 0.4200(3) 0.2186(4) 0.064(4) Uani 0.5 1 d G U P A -1
H54A H 0.411570 0.383971 0.222783 0.077 Uiso 0.5 1 calc R U P A -1
C55 C 0.4606(3) 0.4502(3) 0.2830(3) 0.0611(19) Uani 0.5 1 d G U P A -1
H55A H 0.448872 0.434893 0.331161 0.073 Uiso 0.5 1 calc R U P A -1
C56 C 0.5000(3) 0.5029(4) 0.2768(3) 0.074(2) Uani 0.5 1 d G U P A -1
H56A H 0.515115 0.523620 0.320801 0.088 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
Al1 F1 1.6650(16) . ?
Al1 N3 1.881(2) . ?
Al1 N1 1.882(2) . ?
Al1 C31 1.968(3) . ?
N1 C1 1.339(3) . ?
N1 C6 1.452(3) . ?
C1 C2 1.402(4) . ?
C1 C4 1.506(4) . ?
C2 C3 1.396(4) . ?
C3 N3 1.338(3) . ?
C3 C5 1.502(4) . ?
N3 C18 1.458(3) . ?
C6 C11 1.398(4) . ?
C6 C7 1.413(4) . ?
C7 C8 1.388(4) . ?
C7 C12 1.523(4) . ?
C8 C9 1.379(4) . ?
C9 C10 1.380(4) . ?
C10 C11 1.398(4) . ?
C11 C15 1.526(4) . ?
C12 C13 1.523(5) . ?
C12 C14 1.528(6) . ?
C15 C17 1.528(5) . ?
C15 C16 1.529(5) . ?
C18 C23 1.400(4) . ?
C18 C19 1.402(4) . ?
C19 C20 1.394(4) . ?
C19 C24 1.525(4) . ?
C20 C21 1.389(5) . ?
C21 C22 1.374(5) . ?
C22 C23 1.392(4) . ?
C23 C27 1.520(4) . ?
C24 C26 1.526(4) . ?
C24 C25 1.537(4) . ?
C27 C28 1.514(4) . ?
C27 C29 1.546(4) . ?
C31 C32 1.379(4) . ?
C31 C36 1.408(4) . ?
C32 C33 1.368(4) . ?
C32 F32 1.370(3) . ?
C33 F33 1.361(4) . ?
C33 C34 1.374(5) . ?
C34 C35 1.392(5) . ?
C35 C36 1.381(4) . ?
C40 C41 1.469(6) . ?
C41 C42 1.384(6) . ?
C41 C46 1.415(6) . ?
C42 C43 1.384(6) . ?
C43 C44 1.352(6) . ?
C44 C45 1.364(6) . ?
C45 C46 1.375(6) . ?
C50 C51 1.473(12) . ?
C51 C52 1.3900 . ?
C51 C56 1.3900 . ?
C52 C53 1.3900 . ?
C53 C54 1.3900 . ?
C54 C55 1.3900 . ?
C55 C56 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
F1 Al1 N3 110.46(9) . . ?
F1 Al1 N1 111.15(9) . . ?
N3 Al1 N1 98.17(10) . . ?
F1 Al1 C31 109.19(10) . . ?
N3 Al1 C31 115.63(10) . . ?
N1 Al1 C31 111.89(10) . . ?
C1 N1 C6 120.3(2) . . ?
C1 N1 Al1 121.91(17) . . ?
C6 N1 Al1 117.77(16) . . ?
N1 C1 C2 123.0(2) . . ?
N1 C1 C4 120.0(2) . . ?
C2 C1 C4 117.0(2) . . ?
C3 C2 C1 127.8(2) . . ?
N3 C3 C2 122.7(2) . . ?
N3 C3 C5 119.6(2) . . ?
C2 C3 C5 117.7(2) . . ?
C3 N3 C18 119.86(19) . . ?
C3 N3 Al1 122.36(18) . . ?
C18 N3 Al1 117.67(16) . . ?
C11 C6 C7 121.1(2) . . ?
C11 C6 N1 120.6(2) . . ?
C7 C6 N1 118.2(2) . . ?
C8 C7 C6 118.3(3) . . ?
C8 C7 C12 119.2(3) . . ?
C6 C7 C12 122.6(2) . . ?
C9 C8 C7 121.4(3) . . ?
C8 C9 C10 119.7(3) . . ?
C9 C10 C11 121.4(3) . . ?
C10 C11 C6 118.1(2) . . ?
C10 C11 C15 117.9(2) . . ?
C6 C11 C15 124.0(2) . . ?
C13 C12 C7 112.6(3) . . ?
C13 C12 C14 111.6(3) . . ?
C7 C12 C14 109.4(3) . . ?
C11 C15 C17 111.0(3) . . ?
C11 C15 C16 111.3(3) . . ?
C17 C15 C16 110.1(3) . . ?
C23 C18 C19 121.7(2) . . ?
C23 C18 N3 118.6(2) . . ?
C19 C18 N3 119.6(2) . . ?
C20 C19 C18 117.8(3) . . ?
C20 C19 C24 118.3(2) . . ?
C18 C19 C24 123.9(2) . . ?
C21 C20 C19 121.2(3) . . ?
C22 C21 C20 119.7(3) . . ?
C21 C22 C23 121.4(3) . . ?
C22 C23 C18 118.1(3) . . ?
C22 C23 C27 119.1(3) . . ?
C18 C23 C27 122.8(2) . . ?
C19 C24 C26 111.8(3) . . ?
C19 C24 C25 110.9(2) . . ?
C26 C24 C25 110.3(2) . . ?
C28 C27 C23 112.5(3) . . ?
C28 C27 C29 109.7(3) . . ?
C23 C27 C29 110.5(2) . . ?
C32 C31 C36 114.4(2) . . ?
C32 C31 Al1 122.4(2) . . ?
C36 C31 Al1 123.1(2) . . ?
C33 C32 F32 117.2(3) . . ?
C33 C32 C31 124.1(3) . . ?
F32 C32 C31 118.7(2) . . ?
F33 C33 C32 119.8(3) . . ?
F33 C33 C34 119.6(3) . . ?
C32 C33 C34 120.6(3) . . ?
C33 C34 C35 118.0(3) . . ?
C36 C35 C34 120.2(3) . . ?
C35 C36 C31 122.6(3) . . ?
C42 C41 C46 116.7(4) . . ?
C42 C41 C40 122.5(5) . . ?
C46 C41 C40 120.8(5) . . ?
C41 C42 C43 121.2(4) . . ?
C44 C43 C42 121.4(4) . . ?
C43 C44 C45 118.8(4) . . ?
C44 C45 C46 121.7(4) . . ?
C45 C46 C41 120.3(4) . . ?
C52 C51 C56 120.0 . . ?
C52 C51 C50 120.2(9) . . ?
C56 C51 C50 119.8(9) . . ?
C53 C52 C51 120.0 . . ?
C52 C53 C54 120.0 . . ?
C55 C54 C53 120.0 . . ?
C54 C55 C56 120.0 . . ?
C55 C56 C51 120.0 . . ?

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.034

####################################################################### 
# 
# 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_5c-prime
_database_code_depnum_ccdc_archive 'CCDC 1917504'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2020-03-24 deposited with the CCDC.	2020-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '0.75(C29 H33 Al F2 N2), 0.25(C29 H34 Al F N2)'
_chemical_formula_sum            'C29 H33.25 Al F1.75 N2'
_chemical_formula_weight         470.05

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'
F F 0.0727 0.0534 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

_cell_length_a                   14.5220(4)
_cell_length_b                   20.1046(8)
_cell_length_c                   8.9481(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2612.47(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1603
_cell_measurement_theta_min      4.3730
_cell_measurement_theta_max      73.0640

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.073
_exptl_absorpt_coefficient_mu    0.929
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.850
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            5263
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         4.398
_diffrn_reflns_theta_max         73.777
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             2598
_reflns_number_gt                2011
_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, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_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)+(0.0740P)²+0.2905P] 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         2598
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0667
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1245
_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
Al1 Al 0.64340(4) 0.250000 0.63488(9) 0.0312(2) Uani 1 2 d S T P . .
F1 F 0.57700(15) 0.250000 0.7842(3) 0.0480(5) Uani 0.75 2 d S T P A 1
N1 N 0.72865(10) 0.17931(8) 0.65032(17) 0.0336(3) Uani 1 1 d . . . . .
C1 C 0.82022(12) 0.18750(11) 0.6578(2) 0.0365(4) Uani 1 1 d . . . . .
C2 C 0.86238(16) 0.250000 0.6540(3) 0.0375(6) Uani 1 2 d S T P . .
H2A H 0.927706 0.250000 0.648294 0.045 Uiso 1 2 calc R U P . .
C3 C 0.88168(15) 0.12760(13) 0.6738(3) 0.0532(6) Uani 1 1 d . . . . .
H3A H 0.871500 0.107034 0.771731 0.080 Uiso 1 1 calc R U . . .
H3B H 0.946204 0.141369 0.665259 0.080 Uiso 1 1 calc R U . . .
H3C H 0.867345 0.095415 0.594928 0.080 Uiso 1 1 calc R U . . .
C4 C 0.68925(13) 0.11370(10) 0.6682(2) 0.0372(4) Uani 1 1 d . . . . .
C5 C 0.66420(15) 0.09203(10) 0.8112(3) 0.0438(5) Uani 1 1 d . . . . .
C6 C 0.61856(17) 0.03122(12) 0.8243(3) 0.0563(6) Uani 1 1 d . . . . .
H6A H 0.600630 0.016242 0.920714 0.068 Uiso 1 1 calc R U . . .
C7 C 0.59858(19) -0.00795(12) 0.7014(4) 0.0650(8) Uani 1 1 d . . . . .
C8 C 0.62671(19) 0.01394(12) 0.5623(4) 0.0634(7) Uani 1 1 d . . . . .
H8A H 0.614770 -0.013198 0.477606 0.076 Uiso 1 1 calc R U . . .
C9 C 0.67216(15) 0.07464(11) 0.5417(3) 0.0481(5) Uani 1 1 d . . . . .
C10 C 0.68762(19) 0.13105(13) 0.9490(3) 0.0542(6) Uani 1 1 d . . . . .
H10A H 0.754220 0.129223 0.966193 0.081 Uiso 1 1 calc R U . . .
H10B H 0.655370 0.111983 1.035111 0.081 Uiso 1 1 calc R U . . .
H10C H 0.668579 0.177432 0.935600 0.081 Uiso 1 1 calc R U . . .
C11 C 0.5501(3) -0.07372(16) 0.7184(6) 0.1039(15) Uani 1 1 d . . . . .
H11A H 0.593386 -0.106834 0.757548 0.156 Uiso 1 1 calc R U . . .
H11B H 0.527022 -0.088351 0.620941 0.156 Uiso 1 1 calc R U . . .
H11C H 0.498433 -0.068772 0.787968 0.156 Uiso 1 1 calc R U . . .
C12 C 0.70231(19) 0.09591(15) 0.3882(3) 0.0598(6) Uani 1 1 d . . . . .
H12A H 0.658432 0.128404 0.348271 0.090 Uiso 1 1 calc R U . . .
H12B H 0.704550 0.057045 0.322215 0.090 Uiso 1 1 calc R U . . .
H12C H 0.763595 0.116153 0.394095 0.090 Uiso 1 1 calc R U . . .
C21 C 0.56397(17) 0.250000 0.4555(3) 0.0346(5) Uani 1 2 d S T P A .
C22 C 0.46827(18) 0.250000 0.4781(3) 0.0376(6) Uani 1 2 d S T P . .
H22A H 0.444459 0.250000 0.576958 0.045 Uiso 1 2 calc R U P A .
C23 C 0.4086(2) 0.250000 0.3587(4) 0.0438(6) Uani 1 2 d S T P A .
F23 F 0.31592(13) 0.250000 0.3856(3) 0.0709(7) Uani 1 2 d S T P . .
C24 C 0.4373(2) 0.250000 0.2137(3) 0.0458(7) Uani 1 2 d S T P . .
H24A H 0.394324 0.250000 0.133705 0.055 Uiso 1 2 calc R U P A .
C25 C 0.5310(3) 0.250000 0.1869(3) 0.0484(7) Uani 1 2 d S T P A .
H25A H 0.553285 0.250000 0.087043 0.058 Uiso 1 2 calc R U P . .
C26 C 0.5929(2) 0.250000 0.3055(3) 0.0439(6) Uani 1 2 d S T P . .
H26A H 0.657040 0.250000 0.284460 0.053 Uiso 1 2 calc R U P A .


_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 F1 1.648(2) . ?
Al1 N1 1.8899(16) . ?
Al1 N1 1.8900(16) 7_565 ?
Al1 C21 1.976(3) . ?
N1 C1 1.342(2) . ?
N1 C4 1.447(3) . ?
C1 C2 1.398(2) . ?
C1 C3 1.506(3) . ?
C4 C9 1.399(3) . ?
C4 C5 1.400(3) . ?
C5 C6 1.396(3) . ?
C5 C10 1.500(3) . ?
C6 C7 1.384(4) . ?
C7 C8 1.381(5) . ?
C7 C11 1.506(4) . ?
C8 C9 1.400(4) . ?
C9 C12 1.504(4) . ?
C21 C22 1.404(4) . ?
C21 C26 1.407(4) . ?
C22 C23 1.375(4) . ?
C23 C24 1.363(5) . ?
C23 F23 1.367(4) . ?
C24 C25 1.382(5) . ?
C25 C26 1.391(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 Al1 N1 108.91(7) . . ?
F1 Al1 N1 108.91(7) . 7_565 ?
N1 Al1 N1 97.53(10) . 7_565 ?
F1 Al1 C21 108.48(12) . . ?
N1 Al1 C21 116.21(7) . . ?
N1 Al1 C21 116.21(7) 7_565 . ?
C1 N1 C4 119.90(16) . . ?
C1 N1 Al1 124.10(14) . . ?
C4 N1 Al1 115.76(11) . . ?
N1 C1 C2 122.91(18) . . ?
N1 C1 C3 119.61(19) . . ?
C2 C1 C3 117.48(18) . . ?
C1 C2 C1 128.0(2) . 7_565 ?
C9 C4 C5 121.2(2) . . ?
C9 C4 N1 119.50(19) . . ?
C5 C4 N1 119.17(18) . . ?
C6 C5 C4 118.2(2) . . ?
C6 C5 C10 119.8(2) . . ?
C4 C5 C10 121.97(19) . . ?
C7 C6 C5 122.1(3) . . ?
C8 C7 C6 118.2(2) . . ?
C8 C7 C11 120.6(3) . . ?
C6 C7 C11 121.1(3) . . ?
C7 C8 C9 122.4(2) . . ?
C4 C9 C8 117.8(2) . . ?
C4 C9 C12 121.8(2) . . ?
C8 C9 C12 120.4(2) . . ?
C22 C21 C26 115.6(3) . . ?
C22 C21 Al1 117.4(2) . . ?
C26 C21 Al1 126.9(2) . . ?
C23 C22 C21 120.8(3) . . ?
C24 C23 F23 117.9(3) . . ?
C24 C23 C22 123.1(3) . . ?
F23 C23 C22 118.9(3) . . ?
C23 C24 C25 117.8(3) . . ?
C24 C25 C26 120.2(3) . . ?
C25 C26 C21 122.4(3) . . ?

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.051

