# Supplementary Information (SI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_se21009
_database_code_depnum_ccdc_archive 'CCDC 2374825'
loop_
_audit_author_name
_audit_author_address
'Gary S. Nichol'
;The University of Edinburgh
United Kingdom
;
_audit_update_record             
;
2024-07-31 deposited with the CCDC.	2024-08-30 downloaded from the CCDC.
;
_audit_creation_date             2021-07-29
_audit_creation_method           
;
Olex2 1.3-beta
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
g.s.nichol@ed.ac.uk
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H22 N2 O2'
_chemical_formula_sum            'C17 H22 N2 O2'
_chemical_formula_weight         286.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C17 H22 N2 O2'
_chemical_oxdiff_usercomment     '@ 120 K KN06-174'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.5689(2)
_cell_length_b                   14.0796(4)
_cell_length_c                   12.6116(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.050(2)
_cell_angle_gamma                90
_cell_volume                     1521.29(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12906
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      29.5230
_cell_measurement_theta_min      4.0740
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.99a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'translucent dark orange'
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             616
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
12 -2 3 0.1224
-10 1 10 0.1597
-12 0 5 0.1688
3 12 13 0.1864
2 20 1 0.1534
1 -5 -17 0.1671
-3 -14 -11 0.1887
-2 11 -15 0.1820
0 17 -9 0.1446
1 -14 12 0.0964
7 15 5 0.1679
6 10 13 0.1726
6 -13 -10 0.1751
-7 14 8 0.1613
1 -16 -10 0.1531
-3 19 4 0.1462
-1 17 9 0.1736
2 13 -13 0.1392
12 1 -1 0.1300
11 2 7 0.1163

_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of petrol and ethyl acetate  by slow evaporation'
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.26
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
11.7787 -2.0950 3.1491 -0.8137 0.3869 0.4338
-10.1179 1.4179 9.9052 0.9312 -0.2225 0.2887
-11.5848 0.2630 5.3482 0.9725 -0.2328 0.0003
3.3322 11.6723 13.4287 -0.1362 -0.3896 0.9108
1.6445 19.6234 1.1050 -0.3172 -0.8992 0.3012
1.1713 -4.6048 -17.2400 -0.3508 0.1226 -0.9284
-3.1336 -14.3777 -11.2736 0.1895 0.5398 -0.8202
-1.9481 10.5067 -14.7546 -0.2329 -0.6560 -0.7179
-0.4259 17.0320 -9.0955 -0.3167 -0.8948 -0.3146
1.2337 -14.1274 12.3209 0.2823 0.7966 0.5346
7.1361 15.0569 4.6988 -0.6193 -0.5308 0.5786
5.6143 9.9353 12.8339 -0.3013 -0.2594 0.9176
5.8052 -13.3450 -10.1701 -0.4797 0.6979 -0.5317
-7.1313 13.7747 7.5236 0.5278 -0.7674 0.3640
0.6996 -16.3639 -10.0312 -0.0573 0.7301 -0.6810
-2.6839 18.8232 4.1046 0.0740 -0.9357 0.3449
-0.9879 16.8690 9.2855 0.0602 -0.7662 0.6397
1.8227 12.9254 -13.2720 -0.5183 -0.6773 -0.5221
12.0614 0.7520 -1.0494 -0.9419 0.2258 0.2486
10.9618 2.4532 6.8419 -0.7342 0.1766 0.6556

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33550
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.697
_diffrn_reflns_theta_min         3.314
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -6.00  57.00   1.00    5.00    --   10.84-111.00  30.00   63
  2  ω    -41.00  21.00   1.00    5.00    --   -9.27  77.00-180.00   62
  3  ω    -15.00  31.00   1.00    5.00    --   -9.27 -99.00-120.00   46
  4  ω    -41.00  21.00   1.00    5.00    --   -9.27  77.00-150.00   62
  5  ω    -36.00  61.00   1.00    5.00    --   -9.27  57.00  90.00   97
  6  ω    -15.00  31.00   1.00    5.00    --   -9.27 -99.00 -60.00   46
  7  ω    -12.00  83.00   1.00    5.00    --   10.84  38.00 -90.00   95
  8  ω    -42.00  42.00   1.00    5.00    --   10.84 -77.00 -30.00   84
  9  ω    -15.00  10.00   1.00    5.00    --   -9.27 -99.00  90.00   25
 10  ω    -16.00  81.00   1.00    5.00    --   10.84  57.00  30.00   97
 11  ω    -16.00  81.00   1.00    5.00    --   10.84  57.00 120.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku Oxford Diffraction SuperNova'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0758446000
_diffrn_orient_matrix_UB_12      -0.0108294000
_diffrn_orient_matrix_UB_13      0.0180880000
_diffrn_orient_matrix_UB_21      0.0223485000
_diffrn_orient_matrix_UB_22      -0.0481063000
_diffrn_orient_matrix_UB_23      0.0072541000
_diffrn_orient_matrix_UB_31      0.0245625000
_diffrn_orient_matrix_UB_32      0.0103196000
_diffrn_orient_matrix_UB_33      0.0527629000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3412
_reflns_number_total             4012
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.41.99a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.99a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4012
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.058
_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)+(0.0412P)²+0.7509P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1063
_refine_ls_wR_factor_ref         0.1114
_refine_special_details          
;
H atoms were identified from a difference map and freely refined.

#===============================================================================
#>>> The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text

906_ALERT_3_C Large K Value in the Analysis of Variance ......      3.321 Check
910_ALERT_3_C Missing # of FCF Reflection(s) Below Theta(Min).          8 Note
911_ALERT_3_C Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report



#===============================================================================
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
O1 O 0.10052(12) 0.61016(7) 0.85112(7) 0.0272(2) Uani 1 1 d . . . . .
O2 O 0.06401(11) 0.67944(6) 0.69895(7) 0.0259(2) Uani 1 1 d . . . . .
N1 N 0.34441(13) 0.30613(8) 0.53298(8) 0.0215(2) Uani 1 1 d . . . . .
H1 H 0.3852(19) 0.2531(13) 0.5548(12) 0.028(4) Uiso 1 1 d . . . . .
N2 N 0.10910(12) 0.61114(7) 0.75299(8) 0.0198(2) Uani 1 1 d . . . . .
C1 C 0.29485(14) 0.37546(8) 0.59836(9) 0.0180(2) Uani 1 1 d . . . . .
C2 C 0.28596(15) 0.37446(9) 0.70925(10) 0.0198(3) Uani 1 1 d . . . . .
H2 H 0.3247(18) 0.3207(12) 0.7495(12) 0.026(4) Uiso 1 1 d . . . . .
C3 C 0.22494(14) 0.45298(9) 0.75896(9) 0.0194(2) Uani 1 1 d . . . . .
H3 H 0.2189(18) 0.4551(11) 0.8344(12) 0.024(4) Uiso 1 1 d . . . . .
C4 C 0.17287(14) 0.53033(8) 0.69952(9) 0.0179(2) Uani 1 1 d . . . . .
C5 C 0.18426(14) 0.53295(9) 0.58853(9) 0.0190(2) Uani 1 1 d . . . . .
H5 H 0.1448(18) 0.5868(11) 0.5509(12) 0.023(4) Uiso 1 1 d . . . . .
C6 C 0.24711(14) 0.45593(9) 0.53912(9) 0.0186(2) Uani 1 1 d . . . . .
C7 C 0.26985(17) 0.43505(9) 0.42314(10) 0.0230(3) Uani 1 1 d . . . . .
H7A H 0.167(2) 0.4256(12) 0.3871(13) 0.032(4) Uiso 1 1 d . . . . .
H7B H 0.3214(19) 0.4855(12) 0.3840(13) 0.030(4) Uiso 1 1 d . . . . .
C8 C 0.36651(15) 0.34178(9) 0.42420(9) 0.0197(3) Uani 1 1 d . . . . .
H8 H 0.4804(18) 0.3559(11) 0.4174(11) 0.021(4) Uiso 1 1 d . . . . .
C9 C 0.31583(14) 0.26947(9) 0.33968(9) 0.0187(2) Uani 1 1 d . . . . .
H9 H 0.2071(17) 0.2569(10) 0.3524(11) 0.019(4) Uiso 1 1 d . . . . .
C10 C 0.32822(14) 0.31195(9) 0.22680(9) 0.0182(2) Uani 1 1 d . . . . .
H10 H 0.2572(16) 0.3686(10) 0.2248(10) 0.014(3) Uiso 1 1 d . . . . .
C11 C 0.49240(15) 0.34506(10) 0.19864(10) 0.0229(3) Uani 1 1 d . . . . .
H11A H 0.5342(19) 0.3900(12) 0.2516(13) 0.030(4) Uiso 1 1 d . . . . .
H11B H 0.5656(19) 0.2921(12) 0.2012(12) 0.029(4) Uiso 1 1 d . . . . .
C12 C 0.49579(17) 0.38945(10) 0.08805(10) 0.0263(3) Uani 1 1 d . . . . .
H12A H 0.4313(18) 0.4506(12) 0.0868(12) 0.024(4) Uiso 1 1 d . . . . .
H12B H 0.603(2) 0.4089(12) 0.0722(13) 0.034(4) Uiso 1 1 d . . . . .
C13 C 0.43075(16) 0.32117(11) 0.00447(10) 0.0266(3) Uani 1 1 d . . . . .
H13A H 0.4997(19) 0.2650(12) 0.0001(12) 0.025(4) Uiso 1 1 d . . . . .
H13B H 0.431(2) 0.3530(13) -0.0678(14) 0.039(5) Uiso 1 1 d . . . . .
C14 C 0.26709(16) 0.28820(11) 0.03216(10) 0.0260(3) Uani 1 1 d . . . . .
H14A H 0.230(2) 0.2402(12) -0.0215(13) 0.034(4) Uiso 1 1 d . . . . .
H14B H 0.1989(19) 0.3434(12) 0.0315(12) 0.029(4) Uiso 1 1 d . . . . .
C15 C 0.26583(15) 0.24288(10) 0.14220(10) 0.0231(3) Uani 1 1 d . . . . .
H15A H 0.332(2) 0.1832(13) 0.1431(13) 0.034(4) Uiso 1 1 d . . . . .
H15B H 0.159(2) 0.2217(12) 0.1624(13) 0.033(4) Uiso 1 1 d . . . . .
C16 C 0.40645(16) 0.17880(9) 0.35316(10) 0.0219(3) Uani 1 1 d . . . . .
H16 H 0.5173(19) 0.1835(11) 0.3459(12) 0.028(4) Uiso 1 1 d . . . . .
C17 C 0.3466(2) 0.09652(11) 0.37765(13) 0.0362(4) Uani 1 1 d . . . . .
H17A H 0.409(2) 0.0377(14) 0.3878(15) 0.047(5) Uiso 1 1 d . . . . .
H17B H 0.237(2) 0.0915(14) 0.3859(15) 0.048(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N2 1.2411(14) . ?
O2 N2 1.2365(14) . ?
N1 H1 0.867(18) . ?
N1 C1 1.3512(16) . ?
N1 C8 1.4762(15) . ?
N2 C4 1.4357(15) . ?
C1 C2 1.4020(16) . ?
C1 C6 1.4135(17) . ?
C2 H2 0.966(16) . ?
C2 C3 1.3787(17) . ?
C3 H3 0.954(15) . ?
C3 C4 1.3910(17) . ?
C4 C5 1.4055(16) . ?
C5 H5 0.954(16) . ?
C5 C6 1.3663(17) . ?
C6 C7 1.5081(16) . ?
C7 H7A 0.994(17) . ?
C7 H7B 0.975(17) . ?
C7 C8 1.5526(17) . ?
C8 H8 1.001(15) . ?
C8 C9 1.5311(17) . ?
C9 H9 0.965(15) . ?
C9 C10 1.5496(16) . ?
C9 C16 1.5022(17) . ?
C10 H10 1.004(14) . ?
C10 C11 1.5300(17) . ?
C10 C15 1.5325(17) . ?
C11 H11A 0.982(17) . ?
C11 H11B 0.974(17) . ?
C11 C12 1.5291(18) . ?
C12 H12A 1.024(16) . ?
C12 H12B 0.984(18) . ?
C12 C13 1.5246(19) . ?
C13 H13A 0.990(16) . ?
C13 H13B 1.016(18) . ?
C13 C14 1.524(2) . ?
C14 H14A 1.005(17) . ?
C14 H14B 0.973(17) . ?
C14 C15 1.5278(18) . ?
C15 H15A 1.015(18) . ?
C15 H15B 1.002(17) . ?
C16 H16 0.959(16) . ?
C16 C17 1.306(2) . ?
C17 H17A 0.99(2) . ?
C17 H17B 0.95(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
C1 N1 H1 123.9(11) . . ?
C1 N1 C8 111.63(10) . . ?
C8 N1 H1 122.0(11) . . ?
O1 N2 C4 119.31(10) . . ?
O2 N2 O1 122.32(10) . . ?
O2 N2 C4 118.37(10) . . ?
N1 C1 C2 128.67(11) . . ?
N1 C1 C6 110.34(10) . . ?
C2 C1 C6 120.98(11) . . ?
C1 C2 H2 120.5(9) . . ?
C3 C2 C1 118.26(11) . . ?
C3 C2 H2 121.2(9) . . ?
C2 C3 H3 120.4(9) . . ?
C2 C3 C4 120.22(11) . . ?
C4 C3 H3 119.3(9) . . ?
C3 C4 N2 119.23(11) . . ?
C3 C4 C5 121.99(11) . . ?
C5 C4 N2 118.75(11) . . ?
C4 C5 H5 119.1(9) . . ?
C6 C5 C4 117.94(11) . . ?
C6 C5 H5 122.9(9) . . ?
C1 C6 C7 108.37(10) . . ?
C5 C6 C1 120.52(11) . . ?
C5 C6 C7 131.00(11) . . ?
C6 C7 H7A 109.9(10) . . ?
C6 C7 H7B 114.6(10) . . ?
C6 C7 C8 103.59(10) . . ?
H7A C7 H7B 105.8(13) . . ?
C8 C7 H7A 111.1(10) . . ?
C8 C7 H7B 112.0(10) . . ?
N1 C8 C7 102.59(9) . . ?
N1 C8 H8 106.8(8) . . ?
N1 C8 C9 112.42(10) . . ?
C7 C8 H8 110.6(9) . . ?
C9 C8 C7 114.33(10) . . ?
C9 C8 H8 109.7(9) . . ?
C8 C9 H9 105.6(9) . . ?
C8 C9 C10 111.08(10) . . ?
C10 C9 H9 107.8(8) . . ?
C16 C9 C8 110.30(10) . . ?
C16 C9 H9 108.9(9) . . ?
C16 C9 C10 112.83(10) . . ?
C9 C10 H10 106.2(8) . . ?
C11 C10 C9 114.18(10) . . ?
C11 C10 H10 108.2(8) . . ?
C11 C10 C15 110.02(10) . . ?
C15 C10 C9 111.45(10) . . ?
C15 C10 H10 106.4(8) . . ?
C10 C11 H11A 111.3(10) . . ?
C10 C11 H11B 110.7(10) . . ?
H11A C11 H11B 104.1(13) . . ?
C12 C11 C10 111.66(11) . . ?
C12 C11 H11A 110.1(9) . . ?
C12 C11 H11B 108.6(9) . . ?
C11 C12 H12A 109.8(8) . . ?
C11 C12 H12B 109.4(10) . . ?
H12A C12 H12B 105.7(13) . . ?
C13 C12 C11 111.11(12) . . ?
C13 C12 H12A 109.2(8) . . ?
C13 C12 H12B 111.4(10) . . ?
C12 C13 H13A 109.4(9) . . ?
C12 C13 H13B 109.5(10) . . ?
H13A C13 H13B 106.9(13) . . ?
C14 C13 C12 111.10(11) . . ?
C14 C13 H13A 108.8(9) . . ?
C14 C13 H13B 111.0(10) . . ?
C13 C14 H14A 109.5(10) . . ?
C13 C14 H14B 108.0(10) . . ?
C13 C14 C15 110.93(11) . . ?
H14A C14 H14B 110.4(13) . . ?
C15 C14 H14A 108.9(10) . . ?
C15 C14 H14B 109.1(9) . . ?
C10 C15 H15A 109.2(10) . . ?
C10 C15 H15B 108.8(10) . . ?
C14 C15 C10 111.05(11) . . ?
C14 C15 H15A 110.1(9) . . ?
C14 C15 H15B 112.1(9) . . ?
H15A C15 H15B 105.4(14) . . ?
C9 C16 H16 116.2(10) . . ?
C17 C16 C9 125.17(13) . . ?
C17 C16 H16 118.6(10) . . ?
C16 C17 H17A 124.0(11) . . ?
C16 C17 H17B 119.1(12) . . ?
H17A C17 H17B 116.9(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N2 C4 C3 -0.56(17) . . . . ?
O1 N2 C4 C5 -178.99(11) . . . . ?
O2 N2 C4 C3 179.69(11) . . . . ?
O2 N2 C4 C5 1.26(16) . . . . ?
N1 C1 C2 C3 -177.38(12) . . . . ?
N1 C1 C6 C5 176.34(11) . . . . ?
N1 C1 C6 C7 -0.27(15) . . . . ?
N1 C8 C9 C10 175.52(10) . . . . ?
N1 C8 C9 C16 -58.62(13) . . . . ?
N2 C4 C5 C6 179.16(11) . . . . ?
C1 N1 C8 C7 -18.61(14) . . . . ?
C1 N1 C8 C9 -141.90(11) . . . . ?
C1 C2 C3 C4 0.50(18) . . . . ?
C1 C6 C7 C8 -10.93(14) . . . . ?
C2 C1 C6 C5 -3.10(19) . . . . ?
C2 C1 C6 C7 -179.70(12) . . . . ?
C2 C3 C4 N2 179.72(11) . . . . ?
C2 C3 C4 C5 -1.91(19) . . . . ?
C3 C4 C5 C6 0.78(18) . . . . ?
C4 C5 C6 C1 1.68(18) . . . . ?
C4 C5 C6 C7 177.41(12) . . . . ?
C5 C6 C7 C8 172.95(13) . . . . ?
C6 C1 C2 C3 1.95(18) . . . . ?
C6 C7 C8 N1 16.96(13) . . . . ?
C6 C7 C8 C9 138.96(11) . . . . ?
C7 C8 C9 C10 59.07(14) . . . . ?
C7 C8 C9 C16 -175.07(10) . . . . ?
C8 N1 C1 C2 -168.14(12) . . . . ?
C8 N1 C1 C6 12.48(15) . . . . ?
C8 C9 C10 C11 58.99(14) . . . . ?
C8 C9 C10 C15 -175.59(10) . . . . ?
C8 C9 C16 C17 115.73(15) . . . . ?
C9 C10 C11 C12 -177.94(11) . . . . ?
C9 C10 C15 C14 175.71(10) . . . . ?
C10 C9 C16 C17 -119.40(15) . . . . ?
C10 C11 C12 C13 -55.53(15) . . . . ?
C11 C10 C15 C14 -56.59(14) . . . . ?
C11 C12 C13 C14 55.25(16) . . . . ?
C12 C13 C14 C15 -56.20(16) . . . . ?
C13 C14 C15 C10 57.15(15) . . . . ?
C15 C10 C11 C12 55.88(15) . . . . ?
C16 C9 C10 C11 -65.46(14) . . . . ?
C16 C9 C10 C15 59.97(14) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 700+'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id KN06-174
_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 1.209
_oxdiff_exptl_absorpt_empirical_full_min 0.815
