# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_008rwfk20
_database_code_depnum_ccdc_archive 'CCDC 2041972'
loop_
_audit_author_name
_audit_author_address
'Ryan Kerr'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_audit_creation_date             2020-11-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H27 Al N2 O6'
_chemical_formula_sum            'C23 H27 Al N2 O6'
_chemical_formula_weight         454.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         C23H27Al1N2O6
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   8.99580(10)
_cell_length_b                   12.88180(10)
_cell_length_c                   19.2304(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.6150(10)
_cell_angle_gamma                90
_cell_volume                     2213.62(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13320
_cell_measurement_temperature    150.01(15)
_cell_measurement_theta_max      76.0720
_cell_measurement_theta_min      4.0910
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.728
_exptl_absorpt_coefficient_mu    1.170
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       hexagonal
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.112
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.264
_diffrn_reflns_theta_min         4.139
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.01(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4102
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00  29.00   1.00    1.00    --  -42.66  38.00-180.00   78
  2  ω    -73.00  30.00   1.00    1.00    --  -42.66  77.00 -90.00  103
  3  ω    -43.00  -1.00   1.00    1.00    --  -42.66  38.00  60.00   42
  4  ω     91.00 117.00   1.00    1.00    --   42.66 164.00  99.00   26
  5  ω     40.00  88.00   1.00    4.00    --  111.00 -30.00  60.00   48
  6  ω     56.00  88.00   1.00    4.00    --  111.00 -45.00-180.00   32
  7  ω     68.00 100.00   1.00    4.00    --  111.00 -95.00-120.00   32
  8  ω     92.00 118.00   1.00    4.00    --  111.00-125.00 -90.00   26
  9  ω     40.00  93.00   1.00    4.00    --  111.00 -45.00 -90.00   53
 10  ω     50.00  98.00   1.00    4.00    --  111.00 -45.00  30.00   48
 11  ω     94.00 133.00   1.00    4.00    --  111.00 125.00  90.00   39
 12  ω    142.00 169.00   1.00    4.00    --  111.00 125.00  90.00   27
 13  ω    105.00 170.00   1.00    4.00    --  111.00 125.00 -30.00   65
 14  ω     78.00 103.00   1.00    4.00    --  111.00-116.00-136.00   25
 15  ω     48.00  74.00   1.00    4.00    --  111.00-116.00-136.00   26
 16  ω     56.00 105.00   1.00    4.00    --  111.00 -95.00 -60.00   49
 17  ω     91.00 142.00   1.00    4.00    --  111.00  30.00  90.00   51
 18  ω     62.00  90.00   1.00    4.00    --  111.00 -30.00-150.00   28
 19  ω     46.00  82.00   1.00    4.00    --  111.00 -45.00-150.00   36
 20  ω    100.00 155.00   1.00    4.00    --  111.00  77.00 -30.00   55
 21  ω    -21.00  12.00   1.00    1.00    --  -42.66  38.00-120.00   33
 22  ω    -27.00  29.00   1.00    1.00    --  -42.66  38.00  90.00   56
 23  ω    104.00 129.00   1.00    1.00    --   42.66 178.00  30.00   25
 24  ω     73.00 129.00   1.00    1.00    --   42.66 178.00-120.00   56
 25  ω     64.00  91.00   1.00    1.00    --   42.66 178.00  30.00   27
 26  ω     40.00  67.00   1.00    4.00    --  111.00-125.00 150.00   27
 27  ω     70.00 118.00   1.00    4.00    --  111.00-125.00  60.00   48
 28  ω     47.00  96.00   1.00    4.00    --  111.00-125.00-150.00   49
 29  ω     56.00  88.00   1.00    4.00    --  111.00 -30.00 -60.00   32
 30  ω     88.00 113.00   1.00    4.00    --  111.00  45.00  60.00   25
 31  ω     52.00  95.00   1.00    4.00    --  111.00 -61.00  30.00   43
 32  ω    115.00 177.00   1.00    4.00    --  111.00  45.00 -60.00   62
 33  ω    140.00 166.00   1.00    4.00    --  111.00  30.00 -90.00   26
 34  ω    148.00 174.00   1.00    4.00    --  111.00  30.00-150.00   26
 35  ω     52.00  78.00   1.00    4.00    --  111.00-125.00  90.00   26
 36  ω     82.00 118.00   1.00    4.00    --  111.00-125.00 150.00   36
 37  ω     79.00 118.00   1.00    4.00    --  111.00-125.00  90.00   39
 38  ω    144.00 170.00   1.00    4.00    --  111.00 125.00 120.00   26
 39  ω     94.00 120.00   1.00    4.00    --  111.00  30.00-150.00   26
 40  ω    146.00 173.00   1.00    4.00    --  111.00  45.00  60.00   27
 41  ω    102.00 130.00   1.00    4.00    --  111.00  30.00 -90.00   28
 42  ω     67.00 118.00   1.00    4.00    --  111.00-125.00-180.00   51
 43  ω    121.00 178.00   1.00    4.00    --  111.00  61.00   0.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1722389000
_diffrn_orient_matrix_UB_12      -0.0052626000
_diffrn_orient_matrix_UB_13      -0.0110979000
_diffrn_orient_matrix_UB_21      0.0080548000
_diffrn_orient_matrix_UB_22      -0.1181102000
_diffrn_orient_matrix_UB_23      -0.0116992000
_diffrn_orient_matrix_UB_31      -0.0028364000
_diffrn_orient_matrix_UB_32      -0.0181932000
_diffrn_orient_matrix_UB_33      0.0789715000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4294
_reflns_number_total             4605
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4605
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+0.6795P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0830
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C14(H14), C5(H5), C16(H16), C18(H18), C17(H17), C7(H7), C6(H6)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C21(H21A,H21B,H21C), C23(H23A,H23B,
 H23C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Al1 Al 0.43263(3) 0.51350(2) 0.33612(2) 0.01730(9) Uani 1 1 d . . . . .
O2 O 0.39589(9) 0.64191(6) 0.37031(4) 0.02087(16) Uani 1 1 d . . . . .
O5 O 0.57561(9) 0.57601(6) 0.27616(4) 0.02196(17) Uani 1 1 d . . . . .
O6 O 0.64466(9) 0.51442(6) 0.37935(4) 0.02220(17) Uani 1 1 d . . . . .
O3 O 0.26211(9) 0.51949(6) 0.27561(4) 0.02215(17) Uani 1 1 d . . . . .
O1 O 0.29361(10) 0.83255(6) 0.35569(5) 0.02735(19) Uani 1 1 d . . . . .
O4 O 0.04579(9) 0.61523(7) 0.18220(5) 0.02783(19) Uani 1 1 d . . . . .
N2 N 0.46959(10) 0.37249(7) 0.29646(5) 0.01936(18) Uani 1 1 d . . . . .
N1 N 0.36630(10) 0.44660(7) 0.42106(4) 0.01792(18) Uani 1 1 d . . . . .
C4 C 0.21330(12) 0.59482(9) 0.44576(5) 0.0196(2) Uani 1 1 d . . . . .
C3 C 0.28025(12) 0.66549(8) 0.40275(5) 0.0189(2) Uani 1 1 d . . . . .
C8 C 0.27157(12) 0.49103(9) 0.45686(5) 0.0192(2) Uani 1 1 d . . . . .
H8 H 0.237872 0.452848 0.492988 0.023 Uiso 1 1 calc R . . . .
C20 C 0.25289(12) 0.49550(9) 0.20879(6) 0.0208(2) Uani 1 1 d . . . . .
C2 C 0.22246(13) 0.76859(9) 0.39771(6) 0.0221(2) Uani 1 1 d . . . . .
C15 C 0.34111(13) 0.41628(9) 0.18296(6) 0.0219(2) Uani 1 1 d . . . . .
C14 C 0.43328(13) 0.35047(9) 0.23136(6) 0.0214(2) Uani 1 1 d . . . . .
H14 H 0.468403 0.288570 0.214459 0.026 Uiso 1 1 calc R . . . .
C5 C 0.09837(13) 0.62783(9) 0.48504(6) 0.0247(2) Uani 1 1 d . . . . .
H5 H 0.059693 0.581933 0.515679 0.030 Uiso 1 1 calc R . . . .
C22 C 0.68022(13) 0.56029(9) 0.32517(6) 0.0233(2) Uani 1 1 d . . . . .
C9 C 0.43165(13) 0.34850(9) 0.45027(5) 0.0207(2) Uani 1 1 d . . . . .
H9A H 0.373697 0.325392 0.486886 0.025 Uiso 1 1 calc R . . . .
H9B H 0.532426 0.362550 0.471916 0.025 Uiso 1 1 calc R . . . .
C10 C 0.43861(12) 0.25975(8) 0.39788(6) 0.0201(2) Uani 1 1 d . . . . .
C16 C 0.32718(14) 0.39203(10) 0.11109(6) 0.0256(2) Uani 1 1 d . . . . .
H16 H 0.384485 0.338955 0.095063 0.031 Uiso 1 1 calc R . . . .
C19 C 0.14759(13) 0.54655(9) 0.15966(6) 0.0235(2) Uani 1 1 d . . . . .
C18 C 0.13907(14) 0.52324(10) 0.08931(6) 0.0274(3) Uani 1 1 d . . . . .
H18 H 0.071933 0.559389 0.057771 0.033 Uiso 1 1 calc R . . . .
C11 C 0.28204(13) 0.22982(9) 0.36516(6) 0.0250(2) Uani 1 1 d . . . . .
H11A H 0.224767 0.205386 0.401014 0.038 Uiso 1 1 calc GR . . . .
H11B H 0.289077 0.175873 0.331255 0.038 Uiso 1 1 calc GR . . . .
H11C H 0.233684 0.289339 0.342623 0.038 Uiso 1 1 calc GR . . . .
C13 C 0.53883(12) 0.28985(9) 0.34134(6) 0.0213(2) Uani 1 1 d . . . . .
H13A H 0.635324 0.313141 0.363582 0.026 Uiso 1 1 calc R . . . .
H13B H 0.555139 0.229504 0.313014 0.026 Uiso 1 1 calc R . . . .
C17 C 0.22894(14) 0.44667(11) 0.06444(6) 0.0286(3) Uani 1 1 d . . . . .
H17 H 0.222626 0.432590 0.016756 0.034 Uiso 1 1 calc R . . . .
C7 C 0.10481(14) 0.79714(9) 0.43339(7) 0.0273(2) Uani 1 1 d . . . . .
H7 H 0.065253 0.863714 0.427732 0.033 Uiso 1 1 calc R . . . .
C6 C 0.04375(14) 0.72695(10) 0.47823(7) 0.0292(3) Uani 1 1 d . . . . .
H6 H -0.033627 0.747753 0.503253 0.035 Uiso 1 1 calc R . . . .
C12 C 0.51529(14) 0.16735(9) 0.43759(6) 0.0274(2) Uani 1 1 d . . . . .
H12A H 0.614164 0.187122 0.457265 0.041 Uiso 1 1 calc GR . . . .
H12B H 0.521600 0.110362 0.405891 0.041 Uiso 1 1 calc GR . . . .
H12C H 0.458092 0.146753 0.474444 0.041 Uiso 1 1 calc GR . . . .
C21 C 0.10693(15) 0.71033(10) 0.21098(8) 0.0333(3) Uani 1 1 d . . . . .
H21A H 0.133335 0.754109 0.173918 0.050 Uiso 1 1 calc GR . . . .
H21B H 0.194566 0.695919 0.242919 0.050 Uiso 1 1 calc GR . . . .
H21C H 0.033977 0.744882 0.235465 0.050 Uiso 1 1 calc GR . . . .
C23 C 0.83675(16) 0.59507(14) 0.32014(7) 0.0409(3) Uani 1 1 d . . . . .
H23A H 0.861007 0.583772 0.273409 0.061 Uiso 1 1 calc GR . . . .
H23B H 0.904337 0.556190 0.352548 0.061 Uiso 1 1 calc GR . . . .
H23C H 0.845650 0.667627 0.331228 0.061 Uiso 1 1 calc GR . . . .
C1 C 0.24709(19) 0.93774(10) 0.35161(9) 0.0424(4) Uani 1 1 d . . . . .
H1A H 0.309885 0.976052 0.323656 0.064 Uiso 1 1 calc GR . . . .
H1B H 0.254765 0.966883 0.397834 0.064 Uiso 1 1 calc GR . . . .
H1C H 0.145137 0.941523 0.330591 0.064 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Al1 O2 1.8242(8) . ?
Al1 O5 1.9935(8) . ?
Al1 O6 1.9910(9) . ?
Al1 O3 1.8172(8) . ?
Al1 N2 2.0124(10) . ?
Al1 N1 1.9978(9) . ?
O2 C3 1.3089(13) . ?
O5 C22 1.2691(14) . ?
O6 C22 1.2704(14) . ?
O3 C20 1.3149(14) . ?
O1 C2 1.3640(14) . ?
O1 C1 1.4177(15) . ?
O4 C19 1.3787(15) . ?
O4 C21 1.4280(16) . ?
N2 C14 1.2886(15) . ?
N2 C13 1.4637(14) . ?
N1 C8 1.2895(15) . ?
N1 C9 1.4771(14) . ?
C4 C3 1.4107(15) . ?
C4 C8 1.4430(15) . ?
C4 C5 1.4143(15) . ?
C3 C2 1.4255(15) . ?
C20 C15 1.4173(16) . ?
C20 C19 1.4199(16) . ?
C2 C7 1.3761(17) . ?
C15 C14 1.4472(16) . ?
C15 C16 1.4084(15) . ?
C5 C6 1.3690(17) . ?
C22 C23 1.4913(17) . ?
C9 C10 1.5298(15) . ?
C10 C11 1.5245(16) . ?
C10 C13 1.5399(15) . ?
C10 C12 1.5344(15) . ?
C16 C17 1.3779(18) . ?
C19 C18 1.3794(17) . ?
C18 C17 1.3944(19) . ?
C7 C6 1.4044(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Al1 O5 89.88(4) . . ?
O2 Al1 O6 92.79(4) . . ?
O2 Al1 N2 178.66(4) . . ?
O2 Al1 N1 90.74(4) . . ?
O5 Al1 N2 89.98(4) . . ?
O5 Al1 N1 157.00(4) . . ?
O6 Al1 O5 65.68(3) . . ?
O6 Al1 N2 88.37(4) . . ?
O6 Al1 N1 91.33(4) . . ?
O3 Al1 O2 91.01(4) . . ?
O3 Al1 O5 99.54(4) . . ?
O3 Al1 O6 164.71(4) . . ?
O3 Al1 N2 87.69(4) . . ?
O3 Al1 N1 103.43(4) . . ?
N1 Al1 N2 89.91(4) . . ?
C3 O2 Al1 124.69(7) . . ?
C22 O5 Al1 88.77(7) . . ?
C22 O6 Al1 88.85(7) . . ?
C20 O3 Al1 124.71(7) . . ?
C2 O1 C1 117.03(10) . . ?
C19 O4 C21 115.61(9) . . ?
C14 N2 Al1 122.17(8) . . ?
C14 N2 C13 117.11(9) . . ?
C13 N2 Al1 120.71(7) . . ?
C8 N1 Al1 121.54(8) . . ?
C8 N1 C9 115.80(9) . . ?
C9 N1 Al1 122.45(7) . . ?
C3 C4 C8 120.82(10) . . ?
C3 C4 C5 120.45(10) . . ?
C5 C4 C8 118.36(10) . . ?
O2 C3 C4 123.10(10) . . ?
O2 C3 C2 119.17(10) . . ?
C4 C3 C2 117.66(10) . . ?
N1 C8 C4 125.68(10) . . ?
O3 C20 C15 122.47(10) . . ?
O3 C20 C19 120.23(11) . . ?
C15 C20 C19 117.25(10) . . ?
O1 C2 C3 114.25(10) . . ?
O1 C2 C7 125.05(11) . . ?
C7 C2 C3 120.70(11) . . ?
C20 C15 C14 119.92(10) . . ?
C16 C15 C20 120.89(11) . . ?
C16 C15 C14 118.74(11) . . ?
N2 C14 C15 123.93(10) . . ?
C6 C5 C4 120.38(11) . . ?
O5 C22 O6 116.62(10) . . ?
O5 C22 C23 121.92(11) . . ?
O6 C22 C23 121.45(11) . . ?
N1 C9 C10 115.70(9) . . ?
C9 C10 C13 110.40(9) . . ?
C9 C10 C12 107.59(9) . . ?
C11 C10 C9 110.78(9) . . ?
C11 C10 C13 111.13(9) . . ?
C11 C10 C12 110.50(10) . . ?
C12 C10 C13 106.29(9) . . ?
C17 C16 C15 120.24(12) . . ?
O4 C19 C20 120.30(10) . . ?
O4 C19 C18 118.96(11) . . ?
C18 C19 C20 120.61(11) . . ?
C19 C18 C17 121.43(11) . . ?
N2 C13 C10 110.82(9) . . ?
C16 C17 C18 119.46(11) . . ?
C2 C7 C6 120.78(11) . . ?
C5 C6 C7 119.85(11) . . ?


_ins_header                      
;
TITL 008RWFK20 in P2(1)/c 
REM P2(1)/c (#14 in standard setting)
CELL 1.54184   8.995782  12.881813  19.230438  90.0000  96.6153  90.0000
ZERR    4.00   0.000100   0.000116   0.000156   0.0000   0.0009   0.0000
LATT  1
SYMM -x, y+1/2,-z+1/2 
SFAC C H N O Al
UNIT 92.00 108.00 8.00 24.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_original_sample_id 008RWFK20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.148
_oxdiff_exptl_absorpt_empirical_full_min 0.878
####################################################################### 
# 
# 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_027ap19
_database_code_depnum_ccdc_archive 'CCDC 2041973'
loop_
_audit_author_name
_audit_author_address
'Ryan Kerr'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_audit_creation_date             2020-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H27 Co N2 O6'
_chemical_formula_sum            'C23 H27 Co N2 O6'
_chemical_formula_weight         486.39
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H35 N2 O6 Co1'
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'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   8.99960(10)
_cell_length_b                   12.8364(2)
_cell_length_c                   19.0472(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.7450(10)
_cell_angle_gamma                90
_cell_volume                     2185.15(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5906
_cell_measurement_temperature    150.00(16)
_cell_measurement_theta_max      76.0760
_cell_measurement_theta_min      4.1230
_shelx_estimated_absorpt_T_max   0.369
_shelx_estimated_absorpt_T_min   0.187
_exptl_absorpt_coefficient_mu    6.527
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.50275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.223
_exptl_crystal_size_min          0.191
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            12050
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.271
_diffrn_reflns_theta_min         4.162
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(16)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4102
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -88.00  41.00   1.00    1.00    --  -42.66   0.00 -60.00  129
  2  ω    -15.00  23.00   1.00    1.00    --  -42.66  38.00 150.00   38
  3  ω     82.00 129.00   1.00    1.00    --   42.66 178.00-150.00   47
  4  ω     43.00  69.00   1.00    5.00    --  111.00 -30.00 -60.00   26
  5  ω    143.00 169.00   1.00    5.00    --  111.00 125.00-120.00   26
  6  ω     31.00  70.00   1.00    5.00    --  111.00 -95.00  90.00   39
  7  ω     94.00 136.00   1.00    5.00    --  111.00 125.00-120.00   42
  8  ω    143.00 173.00   1.00    5.00    --  111.00 125.00-180.00   30
  9  ω     62.00  90.00   1.00    5.00    --  111.00 -45.00 120.00   28
 10  ω     87.00 152.00   1.00    5.00    --  111.00  45.00-180.00   65
 11  ω     45.00  95.00   1.00    5.00    --  111.00 -45.00  60.00   50
 12  ω     44.00  91.00   1.00    5.00    --  111.00 -45.00 -60.00   47
 13  ω     94.00 130.00   1.00    5.00    --  111.00 125.00-180.00   36
 14  ω     75.00 100.00   1.00    5.00    --  111.00 -95.00  90.00   25
 15  ω     76.00 105.00   1.00    5.00    --  111.00 -95.00 -90.00   29
 16  ω     61.00  86.00   1.00    5.00    --  111.00 -61.00 120.00   25
 17  ω     89.00 129.00   1.00    5.00    --  111.00 -61.00 120.00   40
 18  ω     65.00 116.00   1.00    5.00    --  111.00-125.00 -60.00   51
 19  ω     81.00 112.00   1.00    5.00    --  111.00  77.00  30.00   31
 20  ω    140.00 178.00   1.00    5.00    --  111.00  77.00  30.00   38
 21  ω     40.00  89.00   1.00    5.00    --  111.00 -30.00 150.00   49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0206755000
_diffrn_orient_matrix_UB_12      -0.0076989000
_diffrn_orient_matrix_UB_13      -0.0790104000
_diffrn_orient_matrix_UB_21      -0.0856226000
_diffrn_orient_matrix_UB_22      -0.1041334000
_diffrn_orient_matrix_UB_23      -0.0051134000
_diffrn_orient_matrix_UB_31      -0.1481238000
_diffrn_orient_matrix_UB_32      0.0591115000
_diffrn_orient_matrix_UB_33      -0.0192828000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4158
_reflns_number_total             4529
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.570
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+0.5446P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0830
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00C), C00H(H00D,H00E)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N),
 C00O(H00O), C00R(H00R)
2.c Idealised Me refined as rotating group:
 C00S(H00F,H00G,H00H), C00T(H00M,H00P,H00Q), C00U(H00S,H00T,H00U), C00V(H00V,
 H00W,H00X), C00W(H00Y,H,HA)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co01 Co 0.56547(2) 0.49336(2) 0.66030(2) 0.00946(8) Uani 1 1 d . . . . .
O002 O 0.43354(12) 0.42673(9) 0.72377(6) 0.0144(2) Uani 1 1 d . . . . .
O003 O 0.60241(12) 0.35619(9) 0.63067(6) 0.0145(2) Uani 1 1 d . . . . .
O004 O 0.35778(13) 0.48111(10) 0.61800(6) 0.0152(2) Uani 1 1 d . . . . .
O005 O 0.75188(13) 0.48798(9) 0.71636(6) 0.0150(2) Uani 1 1 d . . . . .
O006 O 0.69937(14) 0.16476(10) 0.64538(7) 0.0196(2) Uani 1 1 d . . . . .
O007 O 0.95845(13) 0.38336(11) 0.80984(7) 0.0210(3) Uani 1 1 d . . . . .
N008 N 0.52597(14) 0.62614(11) 0.70014(7) 0.0129(3) Uani 1 1 d . . . . .
N009 N 0.64155(14) 0.55413(10) 0.58012(6) 0.0114(2) Uani 1 1 d . . . . .
C00A C 0.71921(16) 0.33304(13) 0.59959(8) 0.0126(3) Uani 1 1 d . . . . .
C00B C 0.56719(18) 0.64773(13) 0.76545(8) 0.0150(3) Uani 1 1 d . . . . .
H00B H 0.533479 0.709666 0.783356 0.018 Uiso 1 1 calc R . . . .
C00C C 0.79151(17) 0.40278(13) 0.55721(8) 0.0131(3) Uani 1 1 d . . . . .
C00D C 0.32745(17) 0.43514(13) 0.67383(8) 0.0158(3) Uani 1 1 d . . . . .
C00E C 0.45674(17) 0.70863(13) 0.65464(8) 0.0152(3) Uani 1 1 d . . . . .
H00A H 0.438004 0.768769 0.683153 0.018 Uiso 1 1 calc R . . . .
H00C H 0.361530 0.684492 0.631102 0.018 Uiso 1 1 calc R . . . .
C00F C 0.75388(18) 0.50600(13) 0.78429(9) 0.0142(3) Uani 1 1 d . . . . .
C00G C 0.66253(18) 0.58171(13) 0.81261(8) 0.0156(3) Uani 1 1 d . . . . .
C00H C 0.57154(18) 0.64937(13) 0.54812(8) 0.0146(3) Uani 1 1 d . . . . .
H00D H 0.471911 0.632005 0.526127 0.018 Uiso 1 1 calc R . . . .
H00E H 0.629001 0.672484 0.511008 0.018 Uiso 1 1 calc R . . . .
C00I C 0.77356(19) 0.54644(15) 0.93205(9) 0.0211(3) Uani 1 1 d . . . . .
H00I H 0.779728 0.558628 0.980433 0.025 Uiso 1 1 calc R . . . .
C00J C 0.73530(18) 0.50697(12) 0.54525(8) 0.0130(3) Uani 1 1 d . . . . .
H00J H 0.770368 0.543941 0.508565 0.016 Uiso 1 1 calc R . . . .
C00K C 0.90701(18) 0.36835(14) 0.51848(9) 0.0181(3) Uani 1 1 d . . . . .
H00K H 0.948101 0.414101 0.488177 0.022 Uiso 1 1 calc R . . . .
C00L C 0.89331(19) 0.19817(13) 0.56953(9) 0.0191(3) Uani 1 1 d . . . . .
H00L H 0.930487 0.130728 0.575308 0.023 Uiso 1 1 calc R . . . .
C00M C 0.55910(17) 0.73992(13) 0.59921(8) 0.0137(3) Uani 1 1 d . . . . .
C00N C 0.95870(19) 0.26818(14) 0.52529(10) 0.0211(3) Uani 1 1 d . . . . .
H00N H 1.036683 0.246466 0.500797 0.025 Uiso 1 1 calc R . . . .
C00O C 0.67525(19) 0.60189(14) 0.88574(9) 0.0186(3) Uani 1 1 d . . . . .
H00O H 0.616353 0.653385 0.902865 0.022 Uiso 1 1 calc R . . . .
C00P C 0.77460(18) 0.22865(13) 0.60441(8) 0.0152(3) Uani 1 1 d . . . . .
C00Q C 0.85740(17) 0.45185(14) 0.83348(9) 0.0168(3) Uani 1 1 d . . . . .
C00R C 0.86464(19) 0.47102(15) 0.90514(9) 0.0201(3) Uani 1 1 d . . . . .
H00R H 0.931344 0.433122 0.936270 0.024 Uiso 1 1 calc R . . . .
C00S C 0.4824(2) 0.83082(14) 0.55737(9) 0.0209(3) Uani 1 1 d . . . . .
H00F H 0.384036 0.809963 0.537272 0.031 Uiso 1 1 calc GR . . . .
H00G H 0.540180 0.850458 0.520221 0.031 Uiso 1 1 calc GR . . . .
H00H H 0.474730 0.889032 0.588388 0.031 Uiso 1 1 calc GR . . . .
C00T C 0.71388(18) 0.77215(14) 0.63416(9) 0.0179(3) Uani 1 1 d . . . . .
H00M H 0.703578 0.826436 0.667919 0.027 Uiso 1 1 calc GR . . . .
H00P H 0.772658 0.797099 0.598728 0.027 Uiso 1 1 calc GR . . . .
H00Q H 0.762612 0.713170 0.657774 0.027 Uiso 1 1 calc GR . . . .
C00U C 0.8939(2) 0.28775(16) 0.78241(11) 0.0260(4) Uani 1 1 d . . . . .
H00S H 0.804098 0.302282 0.751580 0.039 Uiso 1 1 calc GR . . . .
H00T H 0.870516 0.244575 0.820767 0.039 Uiso 1 1 calc GR . . . .
H00U H 0.963860 0.252213 0.756454 0.039 Uiso 1 1 calc GR . . . .
C00V C 0.1750(2) 0.39282(19) 0.67957(10) 0.0294(4) Uani 1 1 d . . . . .
H00V H 0.103826 0.426205 0.645290 0.044 Uiso 1 1 calc GR . . . .
H00W H 0.148602 0.405898 0.726167 0.044 Uiso 1 1 calc GR . . . .
H00X H 0.174318 0.319129 0.670945 0.044 Uiso 1 1 calc GR . . . .
C00W C 0.7440(3) 0.05869(15) 0.64961(13) 0.0339(5) Uani 1 1 d . . . . .
H00Y H 0.737992 0.029800 0.602872 0.051 Uiso 1 1 calc GR . . . .
H H 0.679050 0.020591 0.676871 0.051 Uiso 1 1 calc GR . . . .
HA H 0.845082 0.053927 0.671940 0.051 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co01 O002 1.9849(11) . ?
Co01 O003 1.8904(12) . ?
Co01 O004 1.9529(11) . ?
Co01 O005 1.8812(12) . ?
Co01 N008 1.9159(14) . ?
Co01 N009 1.9119(13) . ?
Co01 C00D 2.3115(16) . ?
O002 C00D 1.271(2) . ?
O003 C00A 1.2999(19) . ?
O004 C00D 1.274(2) . ?
O005 C00F 1.312(2) . ?
O006 C00P 1.365(2) . ?
O006 C00W 1.419(2) . ?
O007 C00Q 1.378(2) . ?
O007 C00U 1.430(2) . ?
N008 C00B 1.286(2) . ?
N008 C00E 1.461(2) . ?
N009 C00H 1.474(2) . ?
N009 C00J 1.285(2) . ?
C00A C00C 1.414(2) . ?
C00A C00P 1.429(2) . ?
C00B C00G 1.442(2) . ?
C00C C00J 1.439(2) . ?
C00C C00K 1.414(2) . ?
C00D C00V 1.492(2) . ?
C00E C00M 1.534(2) . ?
C00F C00G 1.420(2) . ?
C00F C00Q 1.423(2) . ?
C00G C00O 1.408(2) . ?
C00H C00M 1.529(2) . ?
C00I C00O 1.373(3) . ?
C00I C00R 1.404(3) . ?
C00K C00N 1.368(3) . ?
C00L C00N 1.407(3) . ?
C00L C00P 1.379(2) . ?
C00M C00S 1.531(2) . ?
C00M C00T 1.529(2) . ?
C00Q C00R 1.381(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
O002 Co01 C00D 33.31(5) . . ?
O003 Co01 O002 85.37(5) . . ?
O003 Co01 O004 89.72(5) . . ?
O003 Co01 N008 173.83(5) . . ?
O003 Co01 N009 92.84(5) . . ?
O003 Co01 C00D 85.98(5) . . ?
O004 Co01 O002 66.71(5) . . ?
O004 Co01 C00D 33.43(5) . . ?
O005 Co01 O002 101.29(5) . . ?
O005 Co01 O003 87.65(5) . . ?
O005 Co01 O004 167.90(5) . . ?
O005 Co01 N008 90.14(5) . . ?
O005 Co01 N009 95.12(5) . . ?
O005 Co01 C00D 134.52(6) . . ?
N008 Co01 O002 89.43(5) . . ?
N008 Co01 O004 91.26(5) . . ?
N008 Co01 C00D 91.49(6) . . ?
N009 Co01 O002 163.39(5) . . ?
N009 Co01 O004 96.80(5) . . ?
N009 Co01 N008 93.09(6) . . ?
N009 Co01 C00D 130.13(6) . . ?
C00D O002 Co01 87.60(9) . . ?
C00A O003 Co01 121.92(10) . . ?
C00D O004 Co01 88.93(9) . . ?
C00F O005 Co01 117.46(10) . . ?
C00P O006 C00W 116.92(13) . . ?
C00Q O007 C00U 114.31(13) . . ?
C00B N008 Co01 121.94(12) . . ?
C00B N008 C00E 118.18(14) . . ?
C00E N008 Co01 119.73(10) . . ?
C00H N009 Co01 119.54(10) . . ?
C00J N009 Co01 122.63(11) . . ?
C00J N009 C00H 116.85(13) . . ?
O003 C00A C00C 124.48(15) . . ?
O003 C00A C00P 118.67(14) . . ?
C00C C00A C00P 116.74(14) . . ?
N008 C00B C00G 123.98(15) . . ?
C00A C00C C00J 120.14(14) . . ?
C00A C00C C00K 121.04(15) . . ?
C00K C00C C00J 118.31(15) . . ?
O002 C00D Co01 59.08(8) . . ?
O002 C00D O004 116.65(14) . . ?
O002 C00D C00V 122.08(15) . . ?
O004 C00D Co01 57.64(8) . . ?
O004 C00D C00V 121.27(15) . . ?
C00V C00D Co01 176.74(14) . . ?
N008 C00E C00M 110.45(12) . . ?
O005 C00F C00G 123.63(15) . . ?
O005 C00F C00Q 119.68(15) . . ?
C00G C00F C00Q 116.61(15) . . ?
C00F C00G C00B 119.62(14) . . ?
C00O C00G C00B 118.77(15) . . ?
C00O C00G C00F 121.22(16) . . ?
N009 C00H C00M 115.29(12) . . ?
C00O C00I C00R 118.88(15) . . ?
N009 C00J C00C 126.60(15) . . ?
C00N C00K C00C 120.44(15) . . ?
C00P C00L C00N 120.62(16) . . ?
C00H C00M C00E 109.50(13) . . ?
C00H C00M C00S 108.09(13) . . ?
C00H C00M C00T 110.60(13) . . ?
C00S C00M C00E 106.69(13) . . ?
C00T C00M C00E 111.18(13) . . ?
C00T C00M C00S 110.65(14) . . ?
C00K C00N C00L 119.70(15) . . ?
C00I C00O C00G 120.77(17) . . ?
O006 C00P C00A 114.04(14) . . ?
O006 C00P C00L 124.69(15) . . ?
C00L C00P C00A 121.28(15) . . ?
O007 C00Q C00F 120.18(15) . . ?
O007 C00Q C00R 118.71(15) . . ?
C00R C00Q C00F 121.01(16) . . ?
C00Q C00R C00I 121.46(16) . . ?

_olex2_submission_original_sample_id 027AP19
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.484
_oxdiff_exptl_absorpt_empirical_full_min 0.767
####################################################################### 
# 
# 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_062ckw17
_database_code_depnum_ccdc_archive 'CCDC 2041974'
loop_
_audit_author_name
_audit_author_address
'Ryan Kerr'
;The University of Oxford
United Kingdom
;
_audit_update_record             
;
2020-11-02 deposited with the CCDC.	2020-12-21 downloaded from the CCDC.
;
_audit_creation_date             2020-10-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H29 Al N2 O4'
_chemical_formula_sum            'C23 H29 Al N2 O4'
_chemical_formula_weight         424.46
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Al1 C23 H29 N2 O4'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Al Al 0.2130 0.2455 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.86900(10)
_cell_length_b                   15.7511(2)
_cell_length_c                   17.6113(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2182.84(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6530
_cell_measurement_temperature    149.98(18)
_cell_measurement_theta_max      75.7260
_cell_measurement_theta_min      3.7280
_shelx_estimated_absorpt_T_max   0.842
_shelx_estimated_absorpt_T_min   0.782
_exptl_absorpt_coefficient_mu    1.075
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75048
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             904
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.166
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9972
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.942
_diffrn_reflns_theta_min         3.765
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(18)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4102
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     26.00  59.00   1.00    2.00    --   42.66 -19.00  60.00   33
  2  ω    -93.00 -50.00   1.00    2.00    --  -42.66 127.00 101.00   43
  3  ω   -111.00 -24.00   1.00    2.00    --  -42.66 -57.00-150.00   87
  4  ω     47.00  85.00   1.00    2.00    --  111.00 -45.00 150.00   38
  5  ω     38.00  90.00   1.00    2.00    --  111.00 -30.00  90.00   52
  6  ω     58.00 121.00   1.00    2.00    --  111.00-125.00 120.00   63
  7  ω     37.00  73.00   1.00    2.00    --  111.00 -30.00-180.00   36
  8  ω    150.00 176.00   1.00    2.00    --  111.00 125.00 -30.00   26
  9  ω    137.00 174.00   1.00    2.00    --  111.00 127.00 101.00   37
 10  ω    105.00 131.00   1.00    2.00    --  111.00 127.00 101.00   26
 11  ω     94.00 169.00   1.00    2.00    --  111.00 125.00 120.00   75
 12  ω     98.00 124.00   1.00    2.00    --  111.00 125.00 -30.00   26
 13  ω    -23.00  14.00   1.00    2.00    --  -42.66  77.00   0.00   37
 14  ω     46.00  81.00   1.00    2.00    --  111.00 -77.00 -60.00   35
 15  ω    145.00 173.00   1.00    2.00    --  111.00 125.00-150.00   28
 16  ω     86.00 141.00   1.00    2.00    --  111.00  61.00  90.00   55
 17  ω     78.00  99.00   1.00    2.00    --  111.00 -95.00   0.00   21
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0855342000
_diffrn_orient_matrix_UB_12      0.0105132000
_diffrn_orient_matrix_UB_13      -0.0781158000
_diffrn_orient_matrix_UB_21      -0.1756425000
_diffrn_orient_matrix_UB_22      0.0016011000
_diffrn_orient_matrix_UB_23      0.0386889000
_diffrn_orient_matrix_UB_31      0.0121773000
_diffrn_orient_matrix_UB_32      0.0971886000
_diffrn_orient_matrix_UB_33      0.0078605000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.644
_reflns_Friedel_fraction_full    0.884
_reflns_Friedel_fraction_max     0.848
_reflns_number_gt                4049
_reflns_number_total             4237
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Flack x determined using 1541 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         4237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0362
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0601P)²+0.4573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0980
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C14(H14), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C21(H21A,H21B,
 H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2656(4) 0.70627(17) 0.54646(14) 0.0313(6) Uani 1 1 d . . . . .
H1A H 0.300962 0.760670 0.568359 0.047 Uiso 1 1 calc GR . . . .
H1B H 0.302233 0.659867 0.579713 0.047 Uiso 1 1 calc GR . . . .
H1C H 0.141562 0.705182 0.541491 0.047 Uiso 1 1 calc GR . . . .
C2 C 0.3074(3) 0.75797(15) 0.42094(13) 0.0213(5) Uani 1 1 d . . . . .
C3 C 0.3889(3) 0.74634(14) 0.34967(13) 0.0209(5) Uani 1 1 d . . . . .
C4 C 0.3654(3) 0.80892(14) 0.29378(14) 0.0229(5) Uani 1 1 d . . . . .
C5 C 0.2595(3) 0.87958(15) 0.30756(15) 0.0277(5) Uani 1 1 d . . . . .
H5 H 0.243920 0.921351 0.269276 0.033 Uiso 1 1 calc R . . . .
C6 C 0.1792(4) 0.88788(15) 0.37601(17) 0.0316(6) Uani 1 1 d . . . . .
H6 H 0.106217 0.934901 0.384754 0.038 Uiso 1 1 calc R . . . .
C7 C 0.2041(3) 0.82727(16) 0.43355(15) 0.0272(5) Uani 1 1 d . . . . .
H7 H 0.149605 0.834099 0.481295 0.033 Uiso 1 1 calc R . . . .
C8 C 0.4544(3) 0.80538(14) 0.22204(13) 0.0232(5) Uani 1 1 d . . . . .
H8 H 0.441173 0.852001 0.188340 0.028 Uiso 1 1 calc R . . . .
C9 C 0.6331(3) 0.75339(16) 0.12595(13) 0.0263(5) Uani 1 1 d . . . . .
H9A H 0.597994 0.808113 0.103185 0.032 Uiso 1 1 calc R . . . .
H9B H 0.594439 0.707302 0.091860 0.032 Uiso 1 1 calc R . . . .
C10 C 0.8267(4) 0.75087(16) 0.13178(14) 0.0269(5) Uani 1 1 d . . . . .
C11 C 0.8939(4) 0.81939(17) 0.18529(16) 0.0353(6) Uani 1 1 d . . . . .
H11A H 1.018257 0.816672 0.186939 0.053 Uiso 1 1 calc GR . . . .
H11B H 0.848112 0.810089 0.236366 0.053 Uiso 1 1 calc GR . . . .
H11C H 0.858447 0.875378 0.166895 0.053 Uiso 1 1 calc GR . . . .
C12 C 0.8995(4) 0.76428(18) 0.05169(14) 0.0344(6) Uani 1 1 d . . . . .
H12A H 0.863814 0.819875 0.032447 0.052 Uiso 1 1 calc GR . . . .
H12B H 0.857185 0.719653 0.017823 0.052 Uiso 1 1 calc GR . . . .
H12C H 1.023829 0.761853 0.053720 0.052 Uiso 1 1 calc GR . . . .
C13 C 0.8840(4) 0.66272(16) 0.15763(14) 0.0281(5) Uani 1 1 d . . . . .
H13A H 0.848651 0.620773 0.118859 0.034 Uiso 1 1 calc R . . . .
H13B H 1.009679 0.661977 0.159944 0.034 Uiso 1 1 calc R . . . .
C14 C 0.9289(3) 0.61940(14) 0.28354(14) 0.0246(5) Uani 1 1 d . . . . .
H14 H 1.042462 0.636630 0.273633 0.030 Uiso 1 1 calc R . . . .
C15 C 0.8968(3) 0.57756(14) 0.35491(13) 0.0229(5) Uani 1 1 d . . . . .
C16 C 1.0281(3) 0.57355(16) 0.40891(15) 0.0289(5) Uani 1 1 d . . . . .
H16 H 1.131203 0.603433 0.400391 0.035 Uiso 1 1 calc R . . . .
C17 C 1.0077(3) 0.52651(17) 0.47401(15) 0.0303(6) Uani 1 1 d . . . . .
H17 H 1.094664 0.525014 0.511390 0.036 Uiso 1 1 calc R . . . .
C18 C 0.8573(3) 0.48097(16) 0.48443(15) 0.0280(5) Uani 1 1 d . . . . .
H18 H 0.843930 0.447690 0.529015 0.034 Uiso 1 1 calc R . . . .
C19 C 0.7287(3) 0.48296(14) 0.43213(14) 0.0236(5) Uani 1 1 d . . . . .
C20 C 0.7422(3) 0.53282(13) 0.36532(13) 0.0207(4) Uani 1 1 d . . . . .
C21 C 0.4329(4) 0.48120(18) 0.45547(17) 0.0357(6) Uani 1 1 d . . . . .
H21A H 0.437955 0.510555 0.504482 0.054 Uiso 1 1 calc GR . . . .
H21B H 0.335597 0.442359 0.455030 0.054 Uiso 1 1 calc GR . . . .
H21C H 0.420092 0.522998 0.414651 0.054 Uiso 1 1 calc GR . . . .
C22 C 0.4098(4) 0.57405(19) 0.18122(14) 0.0344(6) Uani 1 1 d . . . . .
H22A H 0.327778 0.617985 0.164685 0.041 Uiso 1 1 calc R . . . .
H22B H 0.477389 0.557829 0.136081 0.041 Uiso 1 1 calc R . . . .
C23 C 0.3091(4) 0.49679(18) 0.20608(19) 0.0381(7) Uani 1 1 d . . . . .
H23A H 0.386189 0.448418 0.212364 0.057 Uiso 1 1 calc GR . . . .
H23B H 0.223643 0.483214 0.167486 0.057 Uiso 1 1 calc GR . . . .
H23C H 0.252537 0.508818 0.254470 0.057 Uiso 1 1 calc GR . . . .
N1 N 0.5505(3) 0.74366(12) 0.20042(11) 0.0223(4) Uani 1 1 d . . . . .
N2 N 0.8170(3) 0.63553(12) 0.23185(11) 0.0228(4) Uani 1 1 d . . . . .
O1 O 0.3413(2) 0.69621(11) 0.47334(9) 0.0246(4) Uani 1 1 d . . . . .
O2 O 0.4847(2) 0.67852(10) 0.33942(9) 0.0249(4) Uani 1 1 d . . . . .
O3 O 0.6204(2) 0.53386(10) 0.31471(9) 0.0218(3) Uani 1 1 d . . . . .
O4 O 0.5862(2) 0.43403(11) 0.44416(10) 0.0289(4) Uani 1 1 d . . . . .
Al1 Al 0.56651(9) 0.62707(4) 0.25568(4) 0.01946(16) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 O1 1.428(3) . ?
C2 C3 1.421(3) . ?
C2 C7 1.379(4) . ?
C2 O1 1.367(3) . ?
C3 C4 1.405(3) . ?
C3 O2 1.320(3) . ?
C4 C5 1.411(3) . ?
C4 C8 1.446(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.367(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.406(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C8 N1 1.289(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.527(4) . ?
C9 N1 1.472(3) . ?
C10 C11 1.527(4) . ?
C10 C12 1.537(3) . ?
C10 C13 1.529(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 N2 1.473(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.442(3) . ?
C14 N2 1.292(3) . ?
C15 C16 1.406(3) . ?
C15 C20 1.418(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.375(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.369(4) . ?
C19 C20 1.419(3) . ?
C19 O4 1.377(3) . ?
C20 O3 1.309(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C21 O4 1.431(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.517(4) . ?
C22 Al1 1.984(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
N1 Al1 2.082(2) . ?
N2 Al1 2.020(2) . ?
O2 Al1 1.8016(18) . ?
O3 Al1 1.8482(17) . ?

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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
C7 C2 C3 120.7(2) . . ?
O1 C2 C3 114.6(2) . . ?
O1 C2 C7 124.7(2) . . ?
C4 C3 C2 117.9(2) . . ?
O2 C3 C2 118.9(2) . . ?
O2 C3 C4 123.2(2) . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 C8 121.4(2) . . ?
C5 C4 C8 117.8(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 C6 120.2(2) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C4 C8 H8 117.6 . . ?
N1 C8 C4 124.9(2) . . ?
N1 C8 H8 117.6 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
N1 C9 H9A 109.2 . . ?
N1 C9 H9B 109.2 . . ?
N1 C9 C10 112.2(2) . . ?
C9 C10 C11 111.6(2) . . ?
C9 C10 C12 107.9(2) . . ?
C9 C10 C13 109.7(2) . . ?
C11 C10 C12 109.9(2) . . ?
C11 C10 C13 110.8(2) . . ?
C13 C10 C12 106.7(2) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C12 H12A 109.5 . . ?
C10 C12 H12B 109.5 . . ?
C10 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C10 C13 H13A 108.5 . . ?
C10 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
N2 C13 C10 115.0(2) . . ?
N2 C13 H13A 108.5 . . ?
N2 C13 H13B 108.5 . . ?
C15 C14 H14 117.1 . . ?
N2 C14 H14 117.1 . . ?
N2 C14 C15 125.8(2) . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 C20 121.4(2) . . ?
C20 C15 C14 119.4(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.5 . . ?
C16 C17 C18 119.1(2) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.8(2) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 C20 121.0(2) . . ?
C18 C19 O4 119.1(2) . . ?
O4 C19 C20 119.9(2) . . ?
C19 C20 C15 116.5(2) . . ?
O3 C20 C15 122.3(2) . . ?
O3 C20 C19 121.1(2) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H22A C22 H22B 107.1 . . ?
C23 C22 H22A 107.8 . . ?
C23 C22 H22B 107.8 . . ?
C23 C22 Al1 118.12(19) . . ?
Al1 C22 H22A 107.8 . . ?
Al1 C22 H22B 107.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C8 N1 C9 116.3(2) . . ?
C8 N1 Al1 124.24(17) . . ?
C9 N1 Al1 118.79(15) . . ?
C13 N2 Al1 123.56(17) . . ?
C14 N2 C13 116.0(2) . . ?
C14 N2 Al1 120.40(17) . . ?
C2 O1 C1 116.62(19) . . ?
C3 O2 Al1 132.85(15) . . ?
C20 O3 Al1 124.12(14) . . ?
C19 O4 C21 114.67(18) . . ?
C22 Al1 N1 91.41(10) . . ?
C22 Al1 N2 119.80(11) . . ?
N2 Al1 N1 84.48(9) . . ?
O2 Al1 C22 120.55(11) . . ?
O2 Al1 N1 87.95(8) . . ?
O2 Al1 N2 119.28(9) . . ?
O2 Al1 O3 88.78(8) . . ?
O3 Al1 C22 100.37(10) . . ?
O3 Al1 N1 167.79(9) . . ?
O3 Al1 N2 86.87(8) . . ?


_ins_header                      
;
TITL 062ckw17 in P2(1)2(1)2(1) 
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 1.54184   7.868963  15.751133  17.611285  90.0000  90.0000  90.0000
ZERR    4.00   0.000138   0.000208   0.000267   0.0000   0.0000   0.0000
LATT -1
SYMM -x+1/2,-y, z+1/2 
SYMM -x, y+1/2,-z+1/2 
SYMM  x+1/2,-y+1/2,-z 
SFAC C H N O Al
UNIT 92.00 116.00 8.00 16.00 4.00
TREF
HKLF 4
END
;
_olex2_submission_original_sample_id 062ckw17
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.269
_oxdiff_exptl_absorpt_empirical_full_min 0.806
