# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_exp_198_pc
_database_code_depnum_ccdc_archive 'CCDC 2121691'
loop_
_audit_author_name
_audit_author_address
'Christopher Richardson'
;University of Wollongong
Australia
;
_audit_update_record             
;
2021-11-11 deposited with the CCDC.	2022-01-18 downloaded from the CCDC.
;
_audit_creation_date             2021-11-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            (2R,3S)-3-(benzylamino)-1-phenylhex-5-en-2-ol
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H23 N O'
_chemical_formula_sum            'C19 H23 N O'
_chemical_formula_weight         281.38
_chemical_absolute_configuration ad
_chemical_melting_point          355
_chemical_oxdiff_formula         'C19 H22 N1 O1'
_chemical_oxdiff_usercomment     PC_3_25
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      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                   4.89740(10)
_cell_length_b                   10.1935(3)
_cell_length_c                   32.6734(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1631.11(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11229
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      28.1530
_cell_measurement_theta_min      2.3480
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95630
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.47a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            39780
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.032
_diffrn_reflns_theta_min         2.093
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      294(2)
_diffrn_detector                 
'Hybrid Pixel Array Detector HyPix Bantam HPC-3000'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00-120.00  368
  2  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00 -60.00  368
  3  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00 150.00  368
  4  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00 150.00  368
  5  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00  30.00  368
  6  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00 -30.00  368
  7  ω    -74.00  36.00   0.50    7.00    --   20.00  54.00-150.00  220
  8  ω    -74.00 110.00   0.50    7.00    --   20.00  54.00  90.00  368
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0058268000
_diffrn_orient_matrix_UB_12      0.0039090000
_diffrn_orient_matrix_UB_13      0.0216607000
_diffrn_orient_matrix_UB_21      -0.1388567000
_diffrn_orient_matrix_UB_22      -0.0195163000
_diffrn_orient_matrix_UB_23      0.0011746000
_diffrn_orient_matrix_UB_31      0.0408342000
_diffrn_orient_matrix_UB_32      -0.0666537000
_diffrn_orient_matrix_UB_33      0.0009226000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.710
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3807
_reflns_number_total             4750
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_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 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.47a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.128
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details 
;
 Flack x determined using 1315 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.1(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4750
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      1.040
_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)+(0.0380P)²+0.1337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0914
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C5-C4
 1.46 with sigma of 0.01
 C5A-C4
 1.46 with sigma of 0.01
 C6A-C5A = C6-C5
 1.33 with sigma of 0.01
 N3-H3B
 0.9 with sigma of 0.02
3. Others
 Sof(H4BC)=Sof(H4BD)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(1)
 Sof(H4AA)=Sof(H4AB)=Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6A)=Sof(H6B)=FVAR(1)
 Sof(H3B)=1-FVAR(2)
 Sof(H3A)=FVAR(2)
4.a Ternary CH refined with riding coordinates:
 C2(H2A), C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C4(H4AA,H4AB), C4(H4BC,H4BD), C1B(H1BA,H1BB)
4.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C5A(H5A), C3B(H3BA), C4B(H4B), C5B(H5B), C6B(H6BA), C7B(H7B),
 C2P(H2P), C3P(H3P), C4P(H4P), C5P(H5P), C6P(H6P)
4.d X=CH2 refined with riding coordinates:
 C6(H6A,H6B), C6A(H6AA,H6AB)
4.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_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
C1 C 0.4257(3) 0.47234(16) 0.39598(5) 0.0456(4) Uani 1 1 d . . . . .
H1A H 0.545781 0.447484 0.418284 0.055 Uiso 1 1 calc R U . . .
H1B H 0.538131 0.501117 0.373240 0.055 Uiso 1 1 calc R U . . .
O2 O 0.1056(2) 0.39256(10) 0.34754(3) 0.0419(3) Uani 1 1 d . . . . .
H2 H -0.039680 0.352616 0.346746 0.063 Uiso 1 1 calc R U . . .
C2 C 0.2550(3) 0.35365(14) 0.38287(4) 0.0356(3) Uani 1 1 d . . . . .
H2A H 0.124878 0.333508 0.404777 0.043 Uiso 1 1 calc R U . . .
C3 C 0.4166(3) 0.22912(14) 0.37301(4) 0.0375(3) Uani 1 1 d . . . . .
H3 H 0.286549 0.163491 0.362989 0.045 Uiso 1 1 calc R U . . .
N3 N 0.6099(3) 0.25668(12) 0.33959(4) 0.0384(3) Uani 1 1 d D . . . .
H3A H 0.523(4) 0.3099(17) 0.3213(5) 0.027(6) Uiso 0.86(3) 1 d . . P . .
C4 C 0.5616(4) 0.17041(19) 0.41042(5) 0.0526(4) Uani 1 1 d D . . . .
H4AA H 0.705897 0.112213 0.401272 0.063 Uiso 0.795(9) 1 calc R U P A 1
H4AB H 0.644646 0.240447 0.426193 0.063 Uiso 0.795(9) 1 calc R U P A 1
H4BC H 0.623564 0.082788 0.403514 0.063 Uiso 0.205(9) 1 calc R U P A 2
H4BD H 0.721864 0.222950 0.416366 0.063 Uiso 0.205(9) 1 calc R U P A 2
C5 C 0.3683(7) 0.0959(4) 0.43708(11) 0.0656(10) Uani 0.795(9) 1 d D . P A 1
H5 H 0.279217 0.024047 0.425684 0.079 Uiso 0.795(9) 1 calc R U P A 1
C6 C 0.3161(13) 0.1240(7) 0.47477(12) 0.1045(18) Uani 0.795(9) 1 d D . P A 1
H6A H 0.401489 0.195196 0.487154 0.125 Uiso 0.795(9) 1 calc R U P A 1
H6B H 0.193156 0.073156 0.489549 0.125 Uiso 0.795(9) 1 calc R U P A 1
C5A C 0.391(3) 0.1626(16) 0.4480(4) 0.064(4) Uani 0.205(9) 1 d D . P A 2
H5A H 0.377158 0.237795 0.463980 0.077 Uiso 0.205(9) 1 calc R U P A 2
C6A C 0.259(4) 0.0583(16) 0.4603(7) 0.091(5) Uani 0.205(9) 1 d D . P A 2
H6AA H 0.267925 -0.018747 0.445101 0.110 Uiso 0.205(9) 1 calc R U P A 2
H6AB H 0.156336 0.061195 0.484200 0.110 Uiso 0.205(9) 1 calc R U P A 2
C1B C 0.7030(3) 0.13955(16) 0.31662(5) 0.0471(4) Uani 1 1 d . . . . .
H1BA H 0.783134 0.078190 0.335877 0.056 Uiso 1 1 calc R U . . .
H1BB H 0.845903 0.166335 0.297842 0.056 Uiso 1 1 calc R U . . .
C2B C 0.4849(3) 0.06873(16) 0.29256(5) 0.0407(3) Uani 1 1 d . . . . .
C3B C 0.3574(4) -0.04250(15) 0.30744(5) 0.0461(4) Uani 1 1 d . . . . .
H3BA H 0.407310 -0.075414 0.332911 0.055 Uiso 1 1 calc R U . . .
C4B C 0.1567(4) -0.10566(17) 0.28506(6) 0.0529(4) Uani 1 1 d . . . . .
H4B H 0.071143 -0.179400 0.295849 0.064 Uiso 1 1 calc R U . . .
C5B C 0.0834(4) -0.06068(18) 0.24732(6) 0.0555(4) Uani 1 1 d . . . . .
H5B H -0.050690 -0.103814 0.232303 0.067 Uiso 1 1 calc R U . . .
C6B C 0.2097(4) 0.0494(2) 0.23157(5) 0.0576(5) Uani 1 1 d . . . . .
H6BA H 0.162138 0.080316 0.205753 0.069 Uiso 1 1 calc R U . . .
C7B C 0.4069(4) 0.11358(17) 0.25421(5) 0.0526(4) Uani 1 1 d . . . . .
H7B H 0.489053 0.188380 0.243538 0.063 Uiso 1 1 calc R U . . .
C1P C 0.2433(3) 0.58328(16) 0.40953(5) 0.0443(4) Uani 1 1 d . . . . .
C2P C 0.1567(5) 0.67808(18) 0.38242(6) 0.0619(5) Uani 1 1 d . . . . .
H2P H 0.221270 0.677004 0.355659 0.074 Uiso 1 1 calc R U . . .
C3P C -0.0247(5) 0.7748(2) 0.39435(7) 0.0776(7) Uani 1 1 d . . . . .
H3P H -0.079991 0.838230 0.375635 0.093 Uiso 1 1 calc R U . . .
C4P C -0.1238(5) 0.7778(2) 0.43380(7) 0.0733(6) Uani 1 1 d . . . . .
H4P H -0.247426 0.842183 0.441761 0.088 Uiso 1 1 calc R U . . .
C5P C -0.0381(5) 0.6848(2) 0.46107(7) 0.0708(6) Uani 1 1 d . . . . .
H5P H -0.102434 0.686365 0.487845 0.085 Uiso 1 1 calc R U . . .
C6P C 0.1434(4) 0.5887(2) 0.44905(5) 0.0589(5) Uani 1 1 d . . . . .
H6P H 0.199880 0.526223 0.467973 0.071 Uiso 1 1 calc R U . . .
H3B H 0.764(11) 0.284(9) 0.351(3) 0.03(3) Uiso 0.14(3) 1 d D . 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
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.532(2) . ?
C1 C1P 1.508(2) . ?
O2 H2 0.8200 . ?
O2 C2 1.4233(17) . ?
C2 H2A 0.9800 . ?
C2 C3 1.530(2) . ?
C3 H3 0.9800 . ?
C3 N3 1.4722(19) . ?
C3 C4 1.535(2) . ?
N3 H3A 0.912(18) . ?
N3 C1B 1.4821(19) . ?
N3 H3B 0.89(3) . ?
C4 H4AA 0.9700 . ?
C4 H4AB 0.9700 . ?
C4 H4BC 0.9700 . ?
C4 H4BD 0.9700 . ?
C4 C5 1.494(4) . ?
C4 C5A 1.487(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.290(6) . ?
C6 H6A 0.9300 . ?
C6 H6B 0.9300 . ?
C5A H5A 0.9300 . ?
C5A C6A 1.308(13) . ?
C6A H6AA 0.9300 . ?
C6A H6AB 0.9300 . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B C2B 1.510(2) . ?
C2B C3B 1.383(2) . ?
C2B C7B 1.387(2) . ?
C3B H3BA 0.9300 . ?
C3B C4B 1.384(2) . ?
C4B H4B 0.9300 . ?
C4B C5B 1.364(3) . ?
C5B H5B 0.9300 . ?
C5B C6B 1.381(3) . ?
C6B H6BA 0.9300 . ?
C6B C7B 1.381(3) . ?
C7B H7B 0.9300 . ?
C1P C2P 1.378(3) . ?
C1P C6P 1.382(2) . ?
C2P H2P 0.9300 . ?
C2P C3P 1.383(3) . ?
C3P H3P 0.9300 . ?
C3P C4P 1.378(3) . ?
C4P H4P 0.9300 . ?
C4P C5P 1.367(3) . ?
C5P H5P 0.9300 . ?
C5P C6P 1.380(3) . ?
C6P H6P 0.9300 . ?

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 108.1 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C1P C1 H1A 109.5 . . ?
C1P C1 H1B 109.5 . . ?
C1P C1 C2 110.54(12) . . ?
C2 O2 H2 109.5 . . ?
C1 C2 H2A 108.4 . . ?
O2 C2 C1 106.70(12) . . ?
O2 C2 H2A 108.4 . . ?
O2 C2 C3 109.04(11) . . ?
C3 C2 C1 115.58(12) . . ?
C3 C2 H2A 108.4 . . ?
C2 C3 H3 107.5 . . ?
C2 C3 C4 113.26(13) . . ?
N3 C3 C2 109.30(12) . . ?
N3 C3 H3 107.5 . . ?
N3 C3 C4 111.56(13) . . ?
C4 C3 H3 107.5 . . ?
C3 N3 H3A 107.3(11) . . ?
C3 N3 C1B 114.81(12) . . ?
C3 N3 H3B 107(6) . . ?
H3A N3 H3B 119(7) . . ?
C1B N3 H3A 106.9(10) . . ?
C1B N3 H3B 102(6) . . ?
C3 C4 H4AA 109.3 . . ?
C3 C4 H4AB 109.3 . . ?
C3 C4 H4BC 108.6 . . ?
C3 C4 H4BD 108.6 . . ?
H4AA C4 H4AB 107.9 . . ?
H4BC C4 H4BD 107.6 . . ?
C5 C4 C3 111.68(18) . . ?
C5 C4 H4AA 109.3 . . ?
C5 C4 H4AB 109.3 . . ?
C5A C4 C3 114.7(5) . . ?
C5A C4 H4BC 108.6 . . ?
C5A C4 H4BD 108.6 . . ?
C4 C5 H5 117.7 . . ?
C6 C5 C4 124.7(6) . . ?
C6 C5 H5 117.7 . . ?
C5 C6 H6A 120.0 . . ?
C5 C6 H6B 120.0 . . ?
H6A C6 H6B 120.0 . . ?
C4 C5A H5A 117.5 . . ?
C6A C5A C4 125.1(19) . . ?
C6A C5A H5A 117.5 . . ?
C5A C6A H6AA 120.0 . . ?
C5A C6A H6AB 120.0 . . ?
H6AA C6A H6AB 120.0 . . ?
N3 C1B H1BA 108.4 . . ?
N3 C1B H1BB 108.4 . . ?
N3 C1B C2B 115.54(13) . . ?
H1BA C1B H1BB 107.5 . . ?
C2B C1B H1BA 108.4 . . ?
C2B C1B H1BB 108.4 . . ?
C3B C2B C1B 121.90(15) . . ?
C3B C2B C7B 117.61(15) . . ?
C7B C2B C1B 120.49(15) . . ?
C2B C3B H3BA 119.5 . . ?
C2B C3B C4B 121.09(16) . . ?
C4B C3B H3BA 119.5 . . ?
C3B C4B H4B 119.7 . . ?
C5B C4B C3B 120.56(17) . . ?
C5B C4B H4B 119.7 . . ?
C4B C5B H5B 120.3 . . ?
C4B C5B C6B 119.47(17) . . ?
C6B C5B H5B 120.3 . . ?
C5B C6B H6BA 120.0 . . ?
C7B C6B C5B 119.90(17) . . ?
C7B C6B H6BA 120.0 . . ?
C2B C7B H7B 119.3 . . ?
C6B C7B C2B 121.35(17) . . ?
C6B C7B H7B 119.3 . . ?
C2P C1P C1 121.31(16) . . ?
C2P C1P C6P 117.62(16) . . ?
C6P C1P C1 120.95(17) . . ?
C1P C2P H2P 119.4 . . ?
C1P C2P C3P 121.10(19) . . ?
C3P C2P H2P 119.4 . . ?
C2P C3P H3P 119.8 . . ?
C4P C3P C2P 120.4(2) . . ?
C4P C3P H3P 119.8 . . ?
C3P C4P H4P 120.4 . . ?
C5P C4P C3P 119.1(2) . . ?
C5P C4P H4P 120.4 . . ?
C4P C5P H5P 119.9 . . ?
C4P C5P C6P 120.3(2) . . ?
C6P C5P H5P 119.9 . . ?
C1P C6P H6P 119.3 . . ?
C5P C6P C1P 121.50(19) . . ?
C5P C6P H6P 119.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 N3 0.82 1.99 2.8067(17) 175.1 1_455 yes

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
C1 C2 C3 N3 -59.10(17) . . . . ?
C1 C2 C3 C4 65.96(17) . . . . ?
C1 C1P C2P C3P 175.79(18) . . . . ?
C1 C1P C6P C5P -175.62(17) . . . . ?
O2 C2 C3 N3 61.05(15) . . . . ?
O2 C2 C3 C4 -173.90(12) . . . . ?
C2 C1 C1P C2P -91.7(2) . . . . ?
C2 C1 C1P C6P 84.23(19) . . . . ?
C2 C3 N3 C1B -158.18(13) . . . . ?
C2 C3 C4 C5 78.2(3) . . . . ?
C2 C3 C4 C5A 45.5(7) . . . . ?
C3 N3 C1B C2B 65.39(19) . . . . ?
C3 C4 C5 C6 -119.1(4) . . . . ?
C3 C4 C5A C6A 97.2(15) . . . . ?
N3 C3 C4 C5 -158.0(2) . . . . ?
N3 C3 C4 C5A 169.3(7) . . . . ?
N3 C1B C2B C3B -98.69(18) . . . . ?
N3 C1B C2B C7B 81.74(19) . . . . ?
C4 C3 N3 C1B 75.79(17) . . . . ?
C1B C2B C3B C4B 179.60(14) . . . . ?
C1B C2B C7B C6B 179.36(15) . . . . ?
C2B C3B C4B C5B 1.2(3) . . . . ?
C3B C2B C7B C6B -0.2(2) . . . . ?
C3B C4B C5B C6B -0.5(3) . . . . ?
C4B C5B C6B C7B -0.6(3) . . . . ?
C5B C6B C7B C2B 0.9(3) . . . . ?
C7B C2B C3B C4B -0.8(2) . . . . ?
C1P C1 C2 O2 65.19(17) . . . . ?
C1P C1 C2 C3 -173.40(13) . . . . ?
C1P C2P C3P C4P -0.3(3) . . . . ?
C2P C1P C6P C5P 0.5(3) . . . . ?
C2P C3P C4P C5P 0.8(4) . . . . ?
C3P C4P C5P C6P -0.6(4) . . . . ?
C4P C5P C6P C1P 0.0(3) . . . . ?
C6P C1P C2P C3P -0.3(3) . . . . ?

_olex2_exptl_crystal_mounting_method 'Mitegen mount + Paratone'
_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 1.070
_oxdiff_exptl_absorpt_empirical_full_min 0.950
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: n-hexane and chloroform'
