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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_compound1
_database_code_depnum_ccdc_archive 'CCDC 1947027'
loop_
_audit_author_name
_audit_author_address
'Hans Georg Stammler'
;University of Bielefeld
Germany
;
_audit_update_record             
;
2019-08-14 deposited with the CCDC.	2020-01-14 downloaded from the CCDC.
;



_audit_creation_date             2018-04-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H45 N2, C H4 O, Br'
_chemical_formula_sum            'C40 H49 Br N2 O'
_chemical_formula_weight         653.72
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C40 H49 Br N2 O'
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'
Br Br -0.2901 2.4595 '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                   11.10880(10)
_cell_length_b                   21.1979(2)
_cell_length_c                   15.9518(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.6410(10)
_cell_angle_gamma                90
_cell_volume                     3559.32(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    67331
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      31.7600
_cell_measurement_theta_min      1.9140
_shelx_estimated_absorpt_T_max   0.787
_shelx_estimated_absorpt_T_min   0.642
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.563
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1384
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0946
-3 -5 0 0.1018
0 -5 1 0.0997
0 1 5 0.1530
-2 -1 -5 0.2089
4 0 -5 0.1250
5 1 3 0.0954
-5 0 2 0.0731

_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.212
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
-0.0003 0.9988 0.0000 -0.0013 -0.0333 0.0019
-2.9966 -4.9892 0.0022 0.1895 0.1644 0.0754
0.0017 -4.9936 0.9993 -0.0259 0.1698 0.0244
0.0000 1.0013 4.9971 -0.1622 -0.0176 0.1717
-1.9988 -0.9980 -4.9956 0.2844 0.0161 -0.1151
3.9973 -0.0090 -5.0002 -0.0834 -0.0126 -0.2831
4.9969 0.9921 2.9944 -0.4033 -0.0201 -0.0378
-4.9969 0.0092 2.0027 0.2411 0.0025 0.2095

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            206381
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.080
_diffrn_reflns_theta_min         1.655
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  95.00   1.00   11.00    --   25.96  57.00  30.00   89
  2  ω      6.00  95.00   1.00   11.00    --   25.96  57.00-180.00   89
  3  ω      6.00  95.00   1.00   11.00    --   25.96  57.00 120.00   89
  4  ω     12.00  95.00   1.00   11.00    --   25.96-143.00-120.00   83
  5  ω    -43.00  47.00   1.00   11.00    --   25.96 -57.00  30.00   90
  6  ω    -46.00  51.00   1.00   11.00    --   25.96 -38.00 120.00   97
  7  ω     -4.00  96.00   1.00   11.00    --   25.96  77.00-150.00  100
  8  ω    -20.00  68.00   1.00   11.00    --   25.96 -99.00 -30.00   88
  9  ω      0.00  98.00   1.00   11.00    --   25.96  38.00 -60.00   98
 10  ω     -4.00  96.00   1.00   11.00    --   25.96  77.00 -60.00  100
 11  ω    -43.00  47.00   1.00   11.00    --   25.96 -57.00-120.00   90
 12  ω    -49.00  49.00   1.00   11.00    --  -23.50  38.00  30.00   98
 13  ω     35.00 102.00   1.00   11.00    --   25.96 178.00  90.00   67
 14  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00-120.00  146
 15  ω     -4.00  96.00   1.00   11.00    --   25.96  77.00-180.00  100
 16  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00-180.00  146
 17  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00-150.00  146
 18  ω     -4.00  96.00   1.00   11.00    --   25.96  77.00  60.00  100
 19  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00 -90.00  146
 20  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00 -60.00  146
 21  ω    -20.00  68.00   1.00   11.00    --   25.96 -99.00  90.00   88
 22  ω    -47.00  67.00   1.00   11.00    --   25.96   0.00   0.00  114
 23  ω    -47.00  99.00   1.00   11.00    --   25.96   0.00 -30.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0611565000
_diffrn_orient_matrix_UB_12      -0.0012701000
_diffrn_orient_matrix_UB_13      -0.0322055000
_diffrn_orient_matrix_UB_21      0.0007125000
_diffrn_orient_matrix_UB_22      -0.0333799000
_diffrn_orient_matrix_UB_23      0.0031564000
_diffrn_orient_matrix_UB_31      -0.0282984000
_diffrn_orient_matrix_UB_32      0.0018971000
_diffrn_orient_matrix_UB_33      0.0339818000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                9367
_reflns_number_total             10453
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_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 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45i (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         0.455
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         10453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0302
_refine_ls_restrained_S_all      1.046
_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)+(0.0357P)²+2.1231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0775
_refine_ls_wR_factor_ref         0.0800
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20),
 C29(H29), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C38(H38),
  C39(H39)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C), C40(H40A,H40B,H40C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
Br1 Br 0.37926(2) 0.13348(2) 0.33677(2) 0.02421(4) Uani 1 1 d . . . . .
O1 O 0.54948(10) 0.08810(6) 0.21719(8) 0.0319(2) Uani 1 1 d . . . . .
H1 H 0.511702 0.106379 0.248300 0.048 Uiso 1 1 calc GR . . . .
N1 N 0.54605(9) 0.33985(4) 0.33273(6) 0.01191(17) Uani 1 1 d . . . . .
N2 N 0.45034(9) 0.34172(4) 0.19071(6) 0.01153(17) Uani 1 1 d . . . . .
C1 C 0.50693(10) 0.37831(5) 0.26157(7) 0.01082(19) Uani 1 1 d . . . . .
C2 C 0.51129(11) 0.27837(5) 0.30656(8) 0.0149(2) Uani 1 1 d . . . . .
H2 H 0.526320 0.242241 0.343715 0.018 Uiso 1 1 calc R . . . .
C3 C 0.45185(11) 0.27946(5) 0.21804(8) 0.0144(2) Uani 1 1 d . . . . .
H3 H 0.417563 0.244189 0.181458 0.017 Uiso 1 1 calc R . . . .
C4 C 0.59171(11) 0.35973(5) 0.42478(7) 0.01255(19) Uani 1 1 d . . . . .
C5 C 0.72259(11) 0.36103(5) 0.46964(8) 0.0144(2) Uani 1 1 d . . . . .
C6 C 0.76075(12) 0.37871(6) 0.55872(8) 0.0190(2) Uani 1 1 d . . . . .
H6 H 0.848732 0.380048 0.591459 0.023 Uiso 1 1 calc R . . . .
C7 C 0.67238(13) 0.39434(6) 0.60015(8) 0.0216(2) Uani 1 1 d . . . . .
H7 H 0.700176 0.406580 0.660615 0.026 Uiso 1 1 calc R . . . .
C8 C 0.54370(13) 0.39214(6) 0.55353(8) 0.0205(2) Uani 1 1 d . . . . .
H8 H 0.484173 0.403176 0.582575 0.025 Uiso 1 1 calc R . . . .
C9 C 0.49966(11) 0.37402(5) 0.46472(8) 0.0153(2) Uani 1 1 d . . . . .
C10 C 0.82087(11) 0.34104(6) 0.42721(8) 0.0173(2) Uani 1 1 d . . . . .
H10 H 0.780046 0.342004 0.361530 0.021 Uiso 1 1 calc R . . . .
C11 C 0.93659(13) 0.38508(8) 0.45117(10) 0.0286(3) Uani 1 1 d . . . . .
H11A H 0.908011 0.428779 0.438011 0.043 Uiso 1 1 calc GR . . . .
H11B H 0.991815 0.373541 0.416436 0.043 Uiso 1 1 calc GR . . . .
H11C H 0.983826 0.381029 0.514347 0.043 Uiso 1 1 calc GR . . . .
C12 C 0.86368(14) 0.27320(7) 0.45446(10) 0.0272(3) Uani 1 1 d . . . . .
H12A H 0.905090 0.271338 0.518642 0.041 Uiso 1 1 calc GR . . . .
H12B H 0.923724 0.259694 0.424433 0.041 Uiso 1 1 calc GR . . . .
H12C H 0.789594 0.245200 0.437705 0.041 Uiso 1 1 calc GR . . . .
C13 C 0.35775(12) 0.36841(6) 0.41792(8) 0.0190(2) Uani 1 1 d . . . . .
H13 H 0.344908 0.356319 0.355062 0.023 Uiso 1 1 calc R . . . .
C14 C 0.28973(15) 0.43097(8) 0.41745(13) 0.0374(4) Uani 1 1 d . . . . .
H14A H 0.299219 0.443426 0.478390 0.056 Uiso 1 1 calc GR . . . .
H14B H 0.199324 0.426214 0.384067 0.056 Uiso 1 1 calc GR . . . .
H14C H 0.326929 0.463466 0.389579 0.056 Uiso 1 1 calc GR . . . .
C15 C 0.30113(13) 0.31597(8) 0.46000(10) 0.0290(3) Uani 1 1 d . . . . .
H15A H 0.339983 0.275499 0.453645 0.044 Uiso 1 1 calc GR . . . .
H15B H 0.209190 0.313741 0.430323 0.044 Uiso 1 1 calc GR . . . .
H15C H 0.318034 0.325147 0.522936 0.044 Uiso 1 1 calc GR . . . .
C16 C 0.39703(11) 0.36300(5) 0.09955(7) 0.01183(19) Uani 1 1 d . . . . .
C17 C 0.26443(11) 0.36698(5) 0.06352(8) 0.0143(2) Uani 1 1 d . . . . .
C18 C 0.21480(11) 0.38735(6) -0.02406(8) 0.0174(2) Uani 1 1 d . . . . .
H18 H 0.125400 0.390872 -0.050661 0.021 Uiso 1 1 calc R . . . .
C19 C 0.29417(12) 0.40249(6) -0.07268(8) 0.0182(2) Uani 1 1 d . . . . .
H19 H 0.258792 0.416315 -0.132171 0.022 Uiso 1 1 calc R . . . .
C20 C 0.42495(12) 0.39759(6) -0.03510(8) 0.0163(2) Uani 1 1 d . . . . .
H20 H 0.477995 0.408136 -0.069393 0.020 Uiso 1 1 calc R . . . .
C21 C 0.48021(11) 0.37745(5) 0.05226(7) 0.01259(19) Uani 1 1 d . . . . .
C22 C 0.17321(11) 0.34792(6) 0.11270(8) 0.0185(2) Uani 1 1 d . . . . .
H22 H 0.223578 0.338715 0.175638 0.022 Uiso 1 1 calc R . . . .
C23 C 0.07691(13) 0.40022(7) 0.11137(11) 0.0284(3) Uani 1 1 d . . . . .
H23A H 0.122342 0.439326 0.134691 0.043 Uiso 1 1 calc GR . . . .
H23B H 0.025200 0.387584 0.148114 0.043 Uiso 1 1 calc GR . . . .
H23C H 0.021733 0.407105 0.050457 0.043 Uiso 1 1 calc GR . . . .
C24 C 0.10254(13) 0.28764(7) 0.07082(9) 0.0239(3) Uani 1 1 d . . . . .
H24A H 0.053882 0.295767 0.008733 0.036 Uiso 1 1 calc GR . . . .
H24B H 0.044524 0.274841 0.102844 0.036 Uiso 1 1 calc GR . . . .
H24C H 0.164119 0.253856 0.074155 0.036 Uiso 1 1 calc GR . . . .
C25 C 0.62403(11) 0.37235(5) 0.08911(8) 0.0146(2) Uani 1 1 d . . . . .
H25 H 0.646961 0.356441 0.151255 0.018 Uiso 1 1 calc R . . . .
C26 C 0.68631(13) 0.43703(6) 0.09115(9) 0.0233(3) Uani 1 1 d . . . . .
H26A H 0.666188 0.453218 0.030676 0.035 Uiso 1 1 calc GR . . . .
H26B H 0.778606 0.432939 0.117633 0.035 Uiso 1 1 calc GR . . . .
H26C H 0.653979 0.466311 0.126432 0.035 Uiso 1 1 calc GR . . . .
C27 C 0.67484(13) 0.32525(7) 0.03547(9) 0.0228(3) Uani 1 1 d . . . . .
H27A H 0.637232 0.283649 0.037224 0.034 Uiso 1 1 calc GR . . . .
H27B H 0.767473 0.322396 0.060961 0.034 Uiso 1 1 calc GR . . . .
H27C H 0.652260 0.339630 -0.026007 0.034 Uiso 1 1 calc GR . . . .
C28 C 0.52173(10) 0.44694(5) 0.26075(7) 0.01139(19) Uani 1 1 d . . . . .
C29 C 0.42008(11) 0.48526(5) 0.21379(7) 0.0134(2) Uani 1 1 d . . . . .
H29 H 0.340174 0.466760 0.183279 0.016 Uiso 1 1 calc R . . . .
C30 C 0.43521(11) 0.55024(5) 0.21149(7) 0.0138(2) Uani 1 1 d . . . . .
H30 H 0.365246 0.575701 0.179458 0.017 Uiso 1 1 calc R . . . .
C31 C 0.55216(11) 0.57881(5) 0.25571(7) 0.01231(19) Uani 1 1 d . . . . .
C32 C 0.65332(11) 0.53999(5) 0.30297(8) 0.0149(2) Uani 1 1 d . . . . .
H32 H 0.733302 0.558397 0.333532 0.018 Uiso 1 1 calc R . . . .
C33 C 0.63838(11) 0.47504(5) 0.30578(8) 0.0148(2) Uani 1 1 d . . . . .
H33 H 0.707863 0.449553 0.338500 0.018 Uiso 1 1 calc R . . . .
C34 C 0.56799(11) 0.64836(5) 0.25406(7) 0.0139(2) Uani 1 1 d . . . . .
C35 C 0.46251(12) 0.68849(6) 0.23658(8) 0.0167(2) Uani 1 1 d . . . . .
H35 H 0.379825 0.671110 0.224184 0.020 Uiso 1 1 calc R . . . .
C36 C 0.47828(13) 0.75375(6) 0.23730(8) 0.0193(2) Uani 1 1 d . . . . .
H36 H 0.406233 0.780574 0.225266 0.023 Uiso 1 1 calc R . . . .
C37 C 0.59850(13) 0.77979(6) 0.25546(9) 0.0218(2) Uani 1 1 d . . . . .
H37 H 0.609139 0.824285 0.256992 0.026 Uiso 1 1 calc R . . . .
C38 C 0.70318(13) 0.74029(6) 0.27140(9) 0.0215(2) Uani 1 1 d . . . . .
H38 H 0.785468 0.757980 0.282954 0.026 Uiso 1 1 calc R . . . .
C39 C 0.68874(12) 0.67526(6) 0.27061(8) 0.0174(2) Uani 1 1 d . . . . .
H39 H 0.761100 0.648777 0.281355 0.021 Uiso 1 1 calc R . . . .
C40 C 0.51618(17) 0.02354(8) 0.20931(15) 0.0423(4) Uani 1 1 d . . . . .
H40A H 0.498676 0.010094 0.147784 0.063 Uiso 1 1 calc GR . . . .
H40B H 0.440224 0.017152 0.226909 0.063 Uiso 1 1 calc GR . . . .
H40C H 0.586523 -0.001410 0.247779 0.063 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
O1 H1 0.8400 . ?
O1 C40 1.413(2) . ?
N1 C1 1.3517(14) . ?
N1 C2 1.3851(14) . ?
N1 C4 1.4542(14) . ?
N2 C1 1.3492(14) . ?
N2 C3 1.3883(14) . ?
N2 C16 1.4554(14) . ?
C1 C28 1.4645(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.3545(16) . ?
C3 H3 0.9500 . ?
C4 C5 1.4006(16) . ?
C4 C9 1.3999(16) . ?
C5 C6 1.3979(16) . ?
C5 C10 1.5172(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.3875(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.3853(19) . ?
C8 H8 0.9500 . ?
C8 C9 1.3967(17) . ?
C9 C13 1.5179(17) . ?
C10 H10 1.0000 . ?
C10 C11 1.5349(19) . ?
C10 C12 1.5334(18) . ?
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 H13 1.0000 . ?
C13 C14 1.525(2) . ?
C13 C15 1.5336(19) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.4021(15) . ?
C16 C21 1.4010(16) . ?
C17 C18 1.3964(16) . ?
C17 C22 1.5211(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3854(18) . ?
C19 H19 0.9500 . ?
C19 C20 1.3871(17) . ?
C20 H20 0.9500 . ?
C20 C21 1.3979(15) . ?
C21 C25 1.5196(16) . ?
C22 H22 1.0000 . ?
C22 C23 1.5360(19) . ?
C22 C24 1.5364(18) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 1.0000 . ?
C25 C26 1.5313(17) . ?
C25 C27 1.5350(17) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.3984(15) . ?
C28 C33 1.3982(15) . ?
C29 H29 0.9500 . ?
C29 C30 1.3895(15) . ?
C30 H30 0.9500 . ?
C30 C31 1.4023(15) . ?
C31 C32 1.4024(15) . ?
C31 C34 1.4859(15) . ?
C32 H32 0.9500 . ?
C32 C33 1.3893(16) . ?
C33 H33 0.9500 . ?
C34 C35 1.4020(16) . ?
C34 C39 1.4028(16) . ?
C35 H35 0.9500 . ?
C35 C36 1.3941(16) . ?
C36 H36 0.9500 . ?
C36 C37 1.3873(19) . ?
C37 H37 0.9500 . ?
C37 C38 1.3887(19) . ?
C38 H38 0.9500 . ?
C38 C39 1.3875(17) . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 O1 H1 109.5 . . ?
C1 N1 C2 109.30(9) . . ?
C1 N1 C4 126.01(9) . . ?
C2 N1 C4 123.41(9) . . ?
C1 N2 C3 109.14(9) . . ?
C1 N2 C16 126.20(9) . . ?
C3 N2 C16 124.66(9) . . ?
N1 C1 C28 126.85(10) . . ?
N2 C1 N1 107.19(9) . . ?
N2 C1 C28 125.96(10) . . ?
N1 C2 H2 126.4 . . ?
C3 C2 N1 107.11(10) . . ?
C3 C2 H2 126.4 . . ?
N2 C3 H3 126.4 . . ?
C2 C3 N2 107.25(10) . . ?
C2 C3 H3 126.4 . . ?
C5 C4 N1 119.45(10) . . ?
C9 C4 N1 116.90(10) . . ?
C9 C4 C5 123.59(10) . . ?
C4 C5 C10 122.96(10) . . ?
C6 C5 C4 116.91(11) . . ?
C6 C5 C10 120.04(11) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.16(11) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.13(11) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 119.3 . . ?
C7 C8 C9 121.37(12) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 C13 123.64(11) . . ?
C8 C9 C4 116.81(11) . . ?
C8 C9 C13 119.50(11) . . ?
C5 C10 H10 108.2 . . ?
C5 C10 C11 112.58(11) . . ?
C5 C10 C12 109.74(10) . . ?
C11 C10 H10 108.2 . . ?
C12 C10 H10 108.2 . . ?
C12 C10 C11 109.91(11) . . ?
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 . . ?
C9 C13 H13 107.8 . . ?
C9 C13 C14 111.68(12) . . ?
C9 C13 C15 110.38(10) . . ?
C14 C13 H13 107.8 . . ?
C14 C13 C15 111.13(12) . . ?
C15 C13 H13 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N2 117.83(10) . . ?
C21 C16 N2 118.56(10) . . ?
C21 C16 C17 123.61(10) . . ?
C16 C17 C22 123.94(10) . . ?
C18 C17 C16 117.12(11) . . ?
C18 C17 C22 118.88(10) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.88(11) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.45(11) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.28(11) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 C25 124.68(10) . . ?
C20 C21 C16 116.65(10) . . ?
C20 C21 C25 118.67(10) . . ?
C17 C22 H22 108.6 . . ?
C17 C22 C23 112.15(11) . . ?
C17 C22 C24 109.19(10) . . ?
C23 C22 H22 108.6 . . ?
C23 C22 C24 109.72(11) . . ?
C24 C22 H22 108.6 . . ?
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 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25 108.1 . . ?
C21 C25 C26 110.88(10) . . ?
C21 C25 C27 111.05(10) . . ?
C26 C25 H25 108.1 . . ?
C26 C25 C27 110.49(10) . . ?
C27 C25 H25 108.1 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C1 120.54(10) . . ?
C33 C28 C1 120.45(10) . . ?
C33 C28 C29 119.00(10) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 C28 120.42(10) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 119.5 . . ?
C29 C30 C31 121.01(10) . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C32 118.12(10) . . ?
C30 C31 C34 121.03(10) . . ?
C32 C31 C34 120.84(10) . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 121.03(10) . . ?
C33 C32 H32 119.5 . . ?
C28 C33 H33 119.8 . . ?
C32 C33 C28 120.42(10) . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C31 120.62(10) . . ?
C35 C34 C39 118.61(11) . . ?
C39 C34 C31 120.76(10) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 C34 120.38(11) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.43(12) . . ?
C37 C36 H36 119.8 . . ?
C36 C37 H37 120.3 . . ?
C36 C37 C38 119.49(12) . . ?
C38 C37 H37 120.3 . . ?
C37 C38 H38 119.7 . . ?
C39 C38 C37 120.65(12) . . ?
C39 C38 H38 119.7 . . ?
C34 C39 H39 119.8 . . ?
C38 C39 C34 120.42(12) . . ?
C38 C39 H39 119.8 . . ?
O1 C40 H40A 109.5 . . ?
O1 C40 H40B 109.5 . . ?
O1 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

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
N1 C1 C28 C29 -134.54(12) . . . . ?
N1 C1 C28 C33 46.49(17) . . . . ?
N1 C2 C3 N2 -0.18(13) . . . . ?
N1 C4 C5 C6 -178.13(10) . . . . ?
N1 C4 C5 C10 -1.46(16) . . . . ?
N1 C4 C9 C8 179.01(10) . . . . ?
N1 C4 C9 C13 1.38(16) . . . . ?
N2 C1 C28 C29 44.96(16) . . . . ?
N2 C1 C28 C33 -134.02(12) . . . . ?
N2 C16 C17 C18 -179.87(10) . . . . ?
N2 C16 C17 C22 -2.55(16) . . . . ?
N2 C16 C21 C20 179.88(10) . . . . ?
N2 C16 C21 C25 0.24(16) . . . . ?
C1 N1 C2 C3 0.87(13) . . . . ?
C1 N1 C4 C5 -100.70(13) . . . . ?
C1 N1 C4 C9 82.04(14) . . . . ?
C1 N2 C3 C2 -0.58(13) . . . . ?
C1 N2 C16 C17 -104.63(13) . . . . ?
C1 N2 C16 C21 76.31(14) . . . . ?
C1 C28 C29 C30 -178.54(10) . . . . ?
C1 C28 C33 C32 178.23(11) . . . . ?
C2 N1 C1 N2 -1.23(12) . . . . ?
C2 N1 C1 C28 178.35(11) . . . . ?
C2 N1 C4 C5 93.61(13) . . . . ?
C2 N1 C4 C9 -83.65(14) . . . . ?
C3 N2 C1 N1 1.11(12) . . . . ?
C3 N2 C1 C28 -178.47(10) . . . . ?
C3 N2 C16 C17 76.16(14) . . . . ?
C3 N2 C16 C21 -102.90(13) . . . . ?
C4 N1 C1 N2 -168.60(10) . . . . ?
C4 N1 C1 C28 10.97(18) . . . . ?
C4 N1 C2 C3 168.65(10) . . . . ?
C4 C5 C6 C7 -0.18(18) . . . . ?
C4 C5 C10 C11 138.52(12) . . . . ?
C4 C5 C10 C12 -98.73(13) . . . . ?
C4 C9 C13 C14 -122.36(14) . . . . ?
C4 C9 C13 C15 113.48(13) . . . . ?
C5 C4 C9 C8 1.88(17) . . . . ?
C5 C4 C9 C13 -175.76(11) . . . . ?
C5 C6 C7 C8 0.5(2) . . . . ?
C6 C5 C10 C11 -44.91(15) . . . . ?
C6 C5 C10 C12 77.84(14) . . . . ?
C6 C7 C8 C9 0.3(2) . . . . ?
C7 C8 C9 C4 -1.49(18) . . . . ?
C7 C8 C9 C13 176.25(12) . . . . ?
C8 C9 C13 C14 60.07(16) . . . . ?
C8 C9 C13 C15 -64.09(15) . . . . ?
C9 C4 C5 C6 -1.06(17) . . . . ?
C9 C4 C5 C10 175.61(11) . . . . ?
C10 C5 C6 C7 -176.95(11) . . . . ?
C16 N2 C1 N1 -178.20(10) . . . . ?
C16 N2 C1 C28 2.22(18) . . . . ?
C16 N2 C3 C2 178.74(10) . . . . ?
C16 C17 C18 C19 0.35(17) . . . . ?
C16 C17 C22 C23 128.12(12) . . . . ?
C16 C17 C22 C24 -110.05(13) . . . . ?
C16 C21 C25 C26 -117.33(12) . . . . ?
C16 C21 C25 C27 119.42(12) . . . . ?
C17 C16 C21 C20 0.88(16) . . . . ?
C17 C16 C21 C25 -178.77(10) . . . . ?
C17 C18 C19 C20 0.07(19) . . . . ?
C18 C17 C22 C23 -54.61(15) . . . . ?
C18 C17 C22 C24 67.22(14) . . . . ?
C18 C19 C20 C21 -0.04(18) . . . . ?
C19 C20 C21 C16 -0.41(17) . . . . ?
C19 C20 C21 C25 179.26(11) . . . . ?
C20 C21 C25 C26 63.03(14) . . . . ?
C20 C21 C25 C27 -60.22(14) . . . . ?
C21 C16 C17 C18 -0.85(17) . . . . ?
C21 C16 C17 C22 176.46(11) . . . . ?
C22 C17 C18 C19 -177.10(11) . . . . ?
C28 C29 C30 C31 0.18(17) . . . . ?
C29 C28 C33 C32 -0.76(17) . . . . ?
C29 C30 C31 C32 -0.49(17) . . . . ?
C29 C30 C31 C34 -179.34(11) . . . . ?
C30 C31 C32 C33 0.17(17) . . . . ?
C30 C31 C34 C35 22.44(17) . . . . ?
C30 C31 C34 C39 -158.07(11) . . . . ?
C31 C32 C33 C28 0.45(18) . . . . ?
C31 C34 C35 C36 178.39(11) . . . . ?
C31 C34 C39 C38 -178.19(11) . . . . ?
C32 C31 C34 C35 -156.38(11) . . . . ?
C32 C31 C34 C39 23.11(17) . . . . ?
C33 C28 C29 C30 0.45(17) . . . . ?
C34 C31 C32 C33 179.02(11) . . . . ?
C34 C35 C36 C37 -0.12(19) . . . . ?
C35 C34 C39 C38 1.32(18) . . . . ?
C35 C36 C37 C38 1.17(19) . . . . ?
C36 C37 C38 C39 -1.0(2) . . . . ?
C37 C38 C39 C34 -0.3(2) . . . . ?
C39 C34 C35 C36 -1.11(17) . . . . ?

_olex2_date_sample_data_collection 2018-04-19
_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 1.301
_oxdiff_exptl_absorpt_empirical_full_min 0.900
####################################################################### 
# 
# 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_compound5
_database_code_depnum_ccdc_archive 'CCDC 1947029'
loop_
_audit_author_name
_audit_author_address
'Hans Georg Stammler'
;University of Bielefeld
Germany
;
_audit_update_record             
;
2019-08-14 deposited with the CCDC.	2020-01-14 downloaded from the CCDC.
;



_audit_creation_date             2019-08-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
dennis.rottschaefer@uni-bielefeld.de
georg.stammler@uni-bielefeld.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H44 N2 Ni O3'
_chemical_formula_sum            'C42 H44 N2 Ni O3'
_chemical_formula_weight         683.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C64 H68 N24 Ni2 O6 '
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.35522(15)
_cell_length_b                   11.18263(16)
_cell_length_c                   16.4194(2)
_cell_angle_alpha                100.3074(12)
_cell_angle_beta                 95.6535(12)
_cell_angle_gamma                99.0466(12)
_cell_volume                     1831.62(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    35592
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.3250
_cell_measurement_theta_min      4.0500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.073
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.426
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.58a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             724
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -2 -1 0.1272
1 1 0 0.1671
0 0 -1 0.1272
0 0 1 0.1205
5 -6 1 0.0822
-1 1 -1 0.0330
5 -6 2 0.0791
3 -7 2 0.0885
3 -4 8 0.0939
-1 -7 0 0.1074
2 3 -10 0.1509
-2 -2 10 0.1310
5 -1 -8 0.1653
6 -1 -4 0.1502
5 4 -4 0.1541

_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.147
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
-2.0000 -2.0000 -1.0000 0.0167 0.3819 0.2929
1.0000 1.0000 0.0000 -0.0070 -0.2026 -0.0998
0.0000 -0.0000 -1.0000 0.0027 -0.0233 0.0933
-0.0000 0.0000 1.0000 -0.0027 0.0233 -0.0933
5.0536 -5.5701 1.1277 0.9957 -0.0257 -0.0884
-1.0000 1.0000 -1.0000 -0.1850 -0.0036 0.0950
4.5923 -5.9650 1.8419 0.9906 0.0783 -0.1123
2.7938 -6.9599 2.4322 0.9234 0.3829 -0.0273
2.8744 -4.4563 8.1422 0.6716 0.2778 -0.6868
-1.0210 -6.7887 0.2891 0.5678 0.7413 0.3579
2.3926 2.6974 -9.8922 -0.0198 -0.7430 0.6690
-2.0446 -2.3673 10.2017 0.0183 0.6813 -0.7318
5.0596 -0.8842 -7.6273 0.5637 -0.6589 0.4981
6.3769 -0.5958 -4.3489 0.6458 -0.7554 0.1112
4.8752 3.8376 -4.4607 0.0788 -0.9967 -0.0196

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53689
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.477
_diffrn_reflns_theta_min         2.759
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  30.00   1.00    2.00    --  -38.50  57.00  30.00   94
  2  ω    -59.00  33.00   1.00    2.00    --  -38.50  38.00   0.00   92
  3  ω    -59.00  33.00   1.00    2.00    --  -38.50  38.00 -90.00   92
  4  ω    -69.00  33.00   1.00    2.00    --  -38.50  77.00 120.00  102
  5  ω     18.00 111.00   1.00    2.00    --   42.89  57.00-180.00   93
  6  ω     22.00 114.00   1.00    2.00    --   42.89  38.00-150.00   92
  7  ω     14.00 112.00   1.00    2.00    --   42.89  70.00-127.81   98
  8  ω     12.00  42.00   1.00    2.00    --   42.89  79.00 119.29   30
  9  ω     22.00 114.00   1.00    2.00    --   42.89  38.00 -60.00   92
 10  ω     12.00  42.00   1.00    2.00    --   42.89  80.00-152.82   30
 11  ω     27.00  97.00   1.00    2.00    --   42.89-125.00-120.00   70
 12  ω     12.00  42.00   1.00    2.00    --   42.89  81.00 -23.90   30
 13  ω     18.00 111.00   1.00    2.00    --   42.89  57.00 120.00   93
 14  ω     14.00 112.00   1.00    2.00    --   42.89  70.00  -1.64   98
 15  ω     22.00 114.00   1.00    2.00    --   42.89  38.00  90.00   92
 16  ω     12.00  42.00   1.00    2.00    --   42.89  79.00 -66.04   30
 17  ω     13.00 113.00   1.00    2.00    --   42.89  74.00  66.98  100
 18  ω     83.00 178.00   1.00    8.00    --  111.00  67.00-114.00   95
 19  ω     84.00 178.00   1.00    8.00    --  111.00  64.00-128.21   94
 20  ω     83.00 178.00   1.00    8.00    --  111.00  69.00 146.68   95
 21  ω     85.00 178.00   1.00    8.00    --  111.00  61.00  84.46   93
 22  ω     85.00 178.00   1.00    8.00    --  111.00  61.00 120.00   93
 23  ω     89.00 178.00   1.00    8.00    --  111.00  45.00 -60.00   89
 24  ω     89.00 178.00   1.00    8.00    --  111.00  45.00-120.00   89
 25  ω     89.00 178.00   1.00    8.00    --  111.00  45.00   0.00   89
 26  ω     40.00 141.00   1.00    8.00    --  111.00 -77.00-150.00  101
 27  ω     84.00 178.00   1.00    8.00    --  111.00  65.00  44.85   94
 28  ω     85.00 178.00   1.00    8.00    --  111.00  61.00  90.00   93
 29  ω     84.00 178.00   1.00    8.00    --  111.00  64.00 165.39   94
 30  ω     83.00 178.00   1.00    8.00    --  111.00  70.00 -30.31   95
 31  ω     40.00 141.00   1.00    8.00    --  111.00 -77.00  60.00  101
 32  ω     85.00 178.00   1.00    8.00    --  111.00  61.00   0.00   93
 33  ω     85.00 178.00   1.00    8.00    --  111.00  61.00 -60.00   93
 34  ω     31.00 107.00   1.00    8.00    --  111.00 -94.00-180.00   76
 35  ω     82.00 178.00   1.00    8.00    --  111.00  71.00  53.86   96
 36  ω     84.00 178.00   1.00    8.00    --  111.00  63.00 129.65   94
 37  ω     85.00 178.00   1.00    8.00    --  111.00  61.00 -30.00   93
 38  ω     89.00 178.00   1.00    8.00    --  111.00  45.00  30.00   89
 39  ω     41.00 113.00   1.00    8.00    --  111.00-125.00 -60.00   72
 40  ω     85.00 178.00   1.00    8.00    --  111.00  61.00-150.00   93
 41  ω     85.00 178.00   1.00    8.00    --  111.00  61.00-180.00   93
 42  ω     85.00 178.00   1.00    8.00    --  111.00  61.00 -90.00   93
 43  ω     85.00 178.00   1.00    8.00    --  111.00  60.00-168.26   93
 44  ω     89.00 178.00   1.00    8.00    --  111.00  45.00  60.00   89
 45  ω     31.00 107.00   1.00    8.00    --  111.00 -94.00  60.00   76
 46  ω     39.00 110.00   1.00    8.00    --  111.00-115.00  35.39   71
 47  ω     31.00 107.00   1.00    8.00    --  111.00 -94.00 150.00   76
 48  ω     85.00 178.00   1.00    8.00    --  111.00  61.00-120.00   93
 49  ω     85.00 178.00   1.00    8.00    --  111.00  61.00  30.00   93
 50  ω     31.00 107.00   1.00    8.00    --  111.00 -94.00 -60.00   76
 51  ω     89.00 178.00   1.00    8.00    --  111.00  45.00 -30.00   89
 52  ω     84.00 110.00   1.00    8.00    --  111.00  63.00 -67.62   26
 53  ω     83.00 174.00   1.00    8.00    --  111.00  67.00  95.68   91
;
_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      0.0903408000
_diffrn_orient_matrix_UB_12      -0.0973466000
_diffrn_orient_matrix_UB_13      -0.0026869000
_diffrn_orient_matrix_UB_21      -0.1111239000
_diffrn_orient_matrix_UB_22      -0.0914854000
_diffrn_orient_matrix_UB_23      0.0232829000
_diffrn_orient_matrix_UB_31      -0.0507573000
_diffrn_orient_matrix_UB_32      -0.0490580000
_diffrn_orient_matrix_UB_33      -0.0932863000
_diffrn_oxdiff_digest_frames     
;
01a4522391558b88d26f1b82f2829c695d0450554bf
;
_diffrn_oxdiff_digest_hkl        
;
015e8f4da375ec0cca866e3120b749334e384d
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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                7232
_reflns_number_total             7620
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.58a (Rigaku OD, 2019)'
_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         0.314
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     441
_refine_ls_number_reflns         7620
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0319
_refine_ls_restrained_S_all      1.036
_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)+(0.0417P)²+0.9198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0863
_refine_special_details          
'Hydrogen atoms were taken into account using a riding model.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C25(H25), C34(H34), C37(H37)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C18(H18), C19(H19), C20(H20), C30(H30), C31(H31), C32(H32)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,
 H39B,H39C)
;
_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
Ni1 Ni 0.95737(2) 0.45332(2) 0.30854(2) 0.01920(7) Uani 1 1 d . . . . .
O1 O 0.91621(12) 0.34797(10) 0.45713(7) 0.0379(3) Uani 1 1 d . . . . .
O2 O 1.21873(11) 0.61064(12) 0.33766(8) 0.0451(3) Uani 1 1 d . . . . .
O3 O 0.89904(13) 0.27875(11) 0.14756(7) 0.0425(3) Uani 1 1 d . . . . .
N1 N 0.74800(10) 0.60302(9) 0.25946(6) 0.01516(19) Uani 1 1 d . . . . .
N2 N 0.73365(10) 0.73021(9) 0.37250(6) 0.0167(2) Uani 1 1 d . . . . .
C1 C 0.68401(11) 0.69349(10) 0.29133(7) 0.0156(2) Uani 1 1 d . . . . .
C2 C 0.84049(12) 0.57748(11) 0.32000(8) 0.0177(2) Uani 1 1 d . . . . .
C3 C 0.82937(12) 0.66051(11) 0.38998(8) 0.0188(2) Uani 1 1 d . . . . .
H3 H 0.879783 0.669332 0.442956 0.023 Uiso 1 1 calc R . . . .
C4 C 0.58156(11) 0.74628(10) 0.24887(7) 0.0158(2) Uani 1 1 d . . . . .
C5 C 0.59160(12) 0.77727(11) 0.17058(7) 0.0182(2) Uani 1 1 d . . . . .
H5 H 0.660644 0.754849 0.140334 0.022 Uiso 1 1 calc R . . . .
C6 C 0.50148(12) 0.84049(11) 0.13683(7) 0.0188(2) Uani 1 1 d . . . . .
H6 H 0.511207 0.862699 0.084270 0.023 Uiso 1 1 calc R . . . .
C7 C 0.39680(12) 0.87215(11) 0.17847(7) 0.0175(2) Uani 1 1 d . . . . .
C8 C 0.38269(12) 0.83362(12) 0.25396(8) 0.0202(2) Uani 1 1 d . . . . .
H8 H 0.309123 0.849460 0.281789 0.024 Uiso 1 1 calc R . . . .
C9 C 0.47384(12) 0.77270(12) 0.28916(8) 0.0193(2) Uani 1 1 d . . . . .
H9 H 0.462854 0.748782 0.341088 0.023 Uiso 1 1 calc R . . . .
C10 C 0.30511(12) 0.94654(11) 0.14521(8) 0.0192(2) Uani 1 1 d . . . . .
C11 C 0.27231(13) 0.93690(13) 0.05934(9) 0.0256(3) Uani 1 1 d . . . . .
H11 H 0.306994 0.879980 0.021054 0.031 Uiso 1 1 calc R . . . .
C12 C 0.18911(15) 1.01028(15) 0.02974(9) 0.0320(3) Uani 1 1 d . . . . .
H12 H 0.167758 1.003553 -0.028707 0.038 Uiso 1 1 calc R . . . .
C13 C 0.13711(14) 1.09321(14) 0.08492(10) 0.0299(3) Uani 1 1 d . . . . .
H13 H 0.080707 1.143384 0.064304 0.036 Uiso 1 1 calc R . . . .
C14 C 0.16755(13) 1.10273(12) 0.17010(9) 0.0250(3) Uani 1 1 d . . . . .
H14 H 0.131519 1.158951 0.208071 0.030 Uiso 1 1 calc R . . . .
C15 C 0.25092(12) 1.02989(12) 0.19992(8) 0.0214(2) Uani 1 1 d . . . . .
H15 H 0.271452 1.036804 0.258441 0.026 Uiso 1 1 calc R . . . .
C16 C 0.72362(12) 0.54215(11) 0.17287(7) 0.0163(2) Uani 1 1 d . . . . .
C17 C 0.81132(12) 0.58178(11) 0.11933(8) 0.0186(2) Uani 1 1 d . . . . .
C18 C 0.78023(13) 0.52833(12) 0.03484(8) 0.0227(3) Uani 1 1 d . . . . .
H18 H 0.836013 0.554323 -0.003656 0.027 Uiso 1 1 calc R . . . .
C19 C 0.66934(14) 0.43785(13) 0.00588(8) 0.0261(3) Uani 1 1 d . . . . .
H19 H 0.649307 0.403373 -0.052099 0.031 Uiso 1 1 calc R . . . .
C20 C 0.58791(13) 0.39766(12) 0.06096(8) 0.0246(3) Uani 1 1 d . . . . .
H20 H 0.513601 0.334015 0.040547 0.030 Uiso 1 1 calc R . . . .
C21 C 0.61311(12) 0.44914(11) 0.14622(8) 0.0196(2) Uani 1 1 d . . . . .
C22 C 0.93675(13) 0.67719(12) 0.15018(8) 0.0224(3) Uani 1 1 d . . . . .
H22 H 0.947947 0.694768 0.212605 0.027 Uiso 1 1 calc R . . . .
C23 C 0.93123(15) 0.79867(14) 0.12134(11) 0.0347(3) Uani 1 1 d . . . . .
H23A H 0.908563 0.782370 0.060531 0.052 Uiso 1 1 calc GR . . . .
H23B H 1.017430 0.852986 0.137114 0.052 Uiso 1 1 calc GR . . . .
H23C H 0.864152 0.838775 0.147820 0.052 Uiso 1 1 calc GR . . . .
C24 C 1.05722(14) 0.62648(14) 0.12194(10) 0.0305(3) Uani 1 1 d . . . . .
H24A H 1.057686 0.545735 0.137224 0.046 Uiso 1 1 calc GR . . . .
H24B H 1.137684 0.683659 0.149250 0.046 Uiso 1 1 calc GR . . . .
H24C H 1.053558 0.617507 0.061242 0.046 Uiso 1 1 calc GR . . . .
C25 C 0.52506(13) 0.40045(12) 0.20629(8) 0.0242(3) Uani 1 1 d . . . . .
H25 H 0.557483 0.450779 0.263460 0.029 Uiso 1 1 calc R . . . .
C26 C 0.53684(16) 0.26625(14) 0.20820(11) 0.0354(3) Uani 1 1 d . . . . .
H26A H 0.503941 0.214578 0.153030 0.053 Uiso 1 1 calc GR . . . .
H26B H 0.484610 0.237205 0.249754 0.053 Uiso 1 1 calc GR . . . .
H26C H 0.629517 0.261017 0.223024 0.053 Uiso 1 1 calc GR . . . .
C27 C 0.38137(14) 0.41328(14) 0.18448(10) 0.0308(3) Uani 1 1 d . . . . .
H27A H 0.376722 0.500116 0.184406 0.046 Uiso 1 1 calc GR . . . .
H27B H 0.328800 0.384659 0.226018 0.046 Uiso 1 1 calc GR . . . .
H27C H 0.346607 0.363278 0.129061 0.046 Uiso 1 1 calc GR . . . .
C28 C 0.71278(12) 0.83825(11) 0.42885(7) 0.0168(2) Uani 1 1 d . . . . .
C29 C 0.76644(12) 0.95448(11) 0.41430(8) 0.0185(2) Uani 1 1 d . . . . .
C30 C 0.74733(12) 1.05773(11) 0.47024(8) 0.0213(2) Uani 1 1 d . . . . .
H30 H 0.781563 1.138079 0.462145 0.026 Uiso 1 1 calc R . . . .
C31 C 0.67920(13) 1.04466(12) 0.53731(8) 0.0220(3) Uani 1 1 d . . . . .
H31 H 0.666536 1.116112 0.574501 0.026 Uiso 1 1 calc R . . . .
C32 C 0.62917(12) 0.92856(12) 0.55094(8) 0.0204(2) Uani 1 1 d . . . . .
H32 H 0.583659 0.921480 0.597821 0.025 Uiso 1 1 calc R . . . .
C33 C 0.64460(12) 0.82198(11) 0.49688(7) 0.0179(2) Uani 1 1 d . . . . .
C34 C 0.84628(13) 0.97260(12) 0.34309(8) 0.0227(3) Uani 1 1 d . . . . .
H34 H 0.843150 0.889787 0.307020 0.027 Uiso 1 1 calc R . . . .
C35 C 0.78832(15) 1.05457(13) 0.28911(9) 0.0289(3) Uani 1 1 d . . . . .
H35A H 0.695076 1.020180 0.269726 0.043 Uiso 1 1 calc GR . . . .
H35B H 0.836510 1.057844 0.240867 0.043 Uiso 1 1 calc GR . . . .
H35C H 0.796283 1.138128 0.322200 0.043 Uiso 1 1 calc GR . . . .
C36 C 0.99106(14) 1.02694(17) 0.37733(10) 0.0360(3) Uani 1 1 d . . . . .
H36A H 0.996259 1.107240 0.414254 0.054 Uiso 1 1 calc GR . . . .
H36B H 1.041399 1.037563 0.330819 0.054 Uiso 1 1 calc GR . . . .
H36C H 1.027910 0.970693 0.408756 0.054 Uiso 1 1 calc GR . . . .
C37 C 0.59201(13) 0.69512(11) 0.51393(8) 0.0217(3) Uani 1 1 d . . . . .
H37 H 0.596466 0.632161 0.463180 0.026 Uiso 1 1 calc R . . . .
C38 C 0.44821(14) 0.68160(13) 0.53107(9) 0.0275(3) Uani 1 1 d . . . . .
H38A H 0.441241 0.742550 0.580628 0.041 Uiso 1 1 calc GR . . . .
H38B H 0.418532 0.598243 0.540686 0.041 Uiso 1 1 calc GR . . . .
H38C H 0.392865 0.695357 0.482872 0.041 Uiso 1 1 calc GR . . . .
C39 C 0.67963(15) 0.66861(14) 0.58711(9) 0.0299(3) Uani 1 1 d . . . . .
H39A H 0.770092 0.671928 0.573655 0.045 Uiso 1 1 calc GR . . . .
H39B H 0.645895 0.586290 0.597083 0.045 Uiso 1 1 calc GR . . . .
H39C H 0.678904 0.730680 0.637357 0.045 Uiso 1 1 calc GR . . . .
C40 C 0.93242(13) 0.38497(12) 0.39759(9) 0.0250(3) Uani 1 1 d . . . . .
C41 C 1.11881(14) 0.54640(13) 0.32438(9) 0.0278(3) Uani 1 1 d . . . . .
C42 C 0.91981(14) 0.34787(13) 0.21006(9) 0.0276(3) 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
Ni1 C2 1.9768(12) . ?
Ni1 C40 1.7892(14) . ?
Ni1 C41 1.7933(15) . ?
Ni1 C42 1.7904(15) . ?
O1 C40 1.1447(18) . ?
O2 C41 1.1402(19) . ?
O3 C42 1.1477(19) . ?
N1 C1 1.3514(15) . ?
N1 C2 1.4096(15) . ?
N1 C16 1.4412(15) . ?
N2 C1 1.3462(15) . ?
N2 C3 1.3925(15) . ?
N2 C28 1.4436(15) . ?
C1 C4 1.4691(15) . ?
C2 C3 1.3689(17) . ?
C3 H3 0.9500 . ?
C4 C5 1.3991(16) . ?
C4 C9 1.3959(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3870(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.3957(17) . ?
C7 C8 1.3966(17) . ?
C7 C10 1.4834(16) . ?
C8 H8 0.9500 . ?
C8 C9 1.3874(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.3980(18) . ?
C10 C15 1.3981(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3909(19) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.384(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.3889(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.4016(17) . ?
C16 C21 1.3953(17) . ?
C17 C18 1.3929(18) . ?
C17 C22 1.5242(17) . ?
C18 H18 0.9500 . ?
C18 C19 1.3868(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.3812(19) . ?
C20 H20 0.9500 . ?
C20 C21 1.3971(18) . ?
C21 C25 1.5211(17) . ?
C22 H22 1.0000 . ?
C22 C23 1.5239(19) . ?
C22 C24 1.5281(18) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 1.0000 . ?
C25 C26 1.530(2) . ?
C25 C27 1.5308(19) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.4019(17) . ?
C28 C33 1.4024(17) . ?
C29 C30 1.3943(17) . ?
C29 C34 1.5213(17) . ?
C30 H30 0.9500 . ?
C30 C31 1.3821(19) . ?
C31 H31 0.9500 . ?
C31 C32 1.3854(18) . ?
C32 H32 0.9500 . ?
C32 C33 1.3940(17) . ?
C33 C37 1.5220(17) . ?
C34 H34 1.0000 . ?
C34 C35 1.5313(18) . ?
C34 C36 1.5356(19) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 1.0000 . ?
C37 C38 1.5318(19) . ?
C37 C39 1.5338(18) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C40 Ni1 C2 101.76(6) . . ?
C40 Ni1 C41 109.57(6) . . ?
C40 Ni1 C42 115.02(6) . . ?
C41 Ni1 C2 102.97(6) . . ?
C42 Ni1 C2 112.50(6) . . ?
C42 Ni1 C41 113.73(7) . . ?
C1 N1 C2 112.32(10) . . ?
C1 N1 C16 122.79(10) . . ?
C2 N1 C16 124.89(10) . . ?
C1 N2 C3 108.38(10) . . ?
C1 N2 C28 126.64(10) . . ?
C3 N2 C28 123.94(10) . . ?
N1 C1 C4 128.87(10) . . ?
N2 C1 N1 106.41(10) . . ?
N2 C1 C4 124.72(10) . . ?
N1 C2 Ni1 129.40(9) . . ?
C3 C2 Ni1 128.08(9) . . ?
C3 C2 N1 102.52(10) . . ?
N2 C3 H3 124.8 . . ?
C2 C3 N2 110.36(11) . . ?
C2 C3 H3 124.8 . . ?
C5 C4 C1 122.04(11) . . ?
C9 C4 C1 119.47(10) . . ?
C9 C4 C5 118.41(11) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.48(11) . . ?
C6 C5 H5 119.8 . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.37(11) . . ?
C7 C6 H6 119.3 . . ?
C6 C7 C8 117.65(11) . . ?
C6 C7 C10 121.56(11) . . ?
C8 C7 C10 120.78(11) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.38(11) . . ?
C9 C8 H8 119.3 . . ?
C4 C9 H9 119.7 . . ?
C8 C9 C4 120.50(11) . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C7 121.39(12) . . ?
C11 C10 C15 118.47(11) . . ?
C15 C10 C7 120.13(11) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 C10 120.28(13) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.48(13) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.86(12) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.84(13) . . ?
C15 C14 H14 120.1 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 121.07(12) . . ?
C14 C15 H15 119.5 . . ?
C17 C16 N1 117.88(11) . . ?
C21 C16 N1 118.72(10) . . ?
C21 C16 C17 123.39(11) . . ?
C16 C17 C22 122.86(11) . . ?
C18 C17 C16 116.87(11) . . ?
C18 C17 C22 120.27(11) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.21(12) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.29(12) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 121.02(12) . . ?
C21 C20 H20 119.5 . . ?
C16 C21 C20 117.13(11) . . ?
C16 C21 C25 122.61(11) . . ?
C20 C21 C25 120.21(11) . . ?
C17 C22 H22 107.9 . . ?
C17 C22 C24 110.71(11) . . ?
C23 C22 C17 112.75(11) . . ?
C23 C22 H22 107.9 . . ?
C23 C22 C24 109.40(11) . . ?
C24 C22 H22 107.9 . . ?
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 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25 107.9 . . ?
C21 C25 C26 109.86(11) . . ?
C21 C25 C27 111.96(11) . . ?
C26 C25 H25 107.9 . . ?
C26 C25 C27 111.27(12) . . ?
C27 C25 H25 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 N2 117.95(11) . . ?
C29 C28 C33 123.34(11) . . ?
C33 C28 N2 118.66(11) . . ?
C28 C29 C34 123.58(11) . . ?
C30 C29 C28 117.14(11) . . ?
C30 C29 C34 119.26(11) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.83(12) . . ?
C31 C30 H30 119.6 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.75(11) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 H32 119.5 . . ?
C31 C32 C33 120.99(12) . . ?
C33 C32 H32 119.5 . . ?
C28 C33 C37 122.73(11) . . ?
C32 C33 C28 116.92(11) . . ?
C32 C33 C37 120.32(11) . . ?
C29 C34 H34 108.1 . . ?
C29 C34 C35 111.47(11) . . ?
C29 C34 C36 110.35(11) . . ?
C35 C34 H34 108.1 . . ?
C35 C34 C36 110.71(12) . . ?
C36 C34 H34 108.1 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C37 H37 107.9 . . ?
C33 C37 C38 112.56(10) . . ?
C33 C37 C39 110.02(11) . . ?
C38 C37 H37 107.9 . . ?
C38 C37 C39 110.36(11) . . ?
C39 C37 H37 107.9 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O1 C40 Ni1 176.00(12) . . ?
O2 C41 Ni1 175.95(14) . . ?
O3 C42 Ni1 177.92(13) . . ?

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
Ni1 C2 C3 N2 -178.72(9) . . . . ?
N1 C1 C4 C5 -44.53(18) . . . . ?
N1 C1 C4 C9 138.90(13) . . . . ?
N1 C2 C3 N2 1.06(13) . . . . ?
N1 C16 C17 C18 -175.18(10) . . . . ?
N1 C16 C17 C22 5.75(17) . . . . ?
N1 C16 C21 C20 176.02(11) . . . . ?
N1 C16 C21 C25 -6.32(17) . . . . ?
N2 C1 C4 C5 134.51(13) . . . . ?
N2 C1 C4 C9 -42.07(17) . . . . ?
N2 C28 C29 C30 -178.87(10) . . . . ?
N2 C28 C29 C34 -0.62(17) . . . . ?
N2 C28 C33 C32 178.53(10) . . . . ?
N2 C28 C33 C37 0.18(17) . . . . ?
C1 N1 C2 Ni1 178.65(9) . . . . ?
C1 N1 C2 C3 -1.12(13) . . . . ?
C1 N1 C16 C17 98.94(13) . . . . ?
C1 N1 C16 C21 -79.70(14) . . . . ?
C1 N2 C3 C2 -0.68(14) . . . . ?
C1 N2 C28 C29 -67.07(16) . . . . ?
C1 N2 C28 C33 115.32(13) . . . . ?
C1 C4 C5 C6 -172.16(11) . . . . ?
C1 C4 C9 C8 173.64(11) . . . . ?
C2 N1 C1 N2 0.75(13) . . . . ?
C2 N1 C1 C4 179.92(11) . . . . ?
C2 N1 C16 C17 -80.27(14) . . . . ?
C2 N1 C16 C21 101.09(14) . . . . ?
C3 N2 C1 N1 -0.05(13) . . . . ?
C3 N2 C1 C4 -179.26(11) . . . . ?
C3 N2 C28 C29 99.93(14) . . . . ?
C3 N2 C28 C33 -77.68(15) . . . . ?
C4 C5 C6 C7 -1.67(19) . . . . ?
C5 C4 C9 C8 -3.06(18) . . . . ?
C5 C6 C7 C8 -2.51(18) . . . . ?
C5 C6 C7 C10 176.11(11) . . . . ?
C6 C7 C8 C9 3.92(18) . . . . ?
C6 C7 C10 C11 32.99(18) . . . . ?
C6 C7 C10 C15 -146.04(12) . . . . ?
C7 C8 C9 C4 -1.15(19) . . . . ?
C7 C10 C11 C12 -178.12(13) . . . . ?
C7 C10 C15 C14 178.33(12) . . . . ?
C8 C7 C10 C11 -148.44(13) . . . . ?
C8 C7 C10 C15 32.53(17) . . . . ?
C9 C4 C5 C6 4.45(18) . . . . ?
C10 C7 C8 C9 -174.71(11) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C11 C10 C15 C14 -0.73(19) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C12 C13 C14 C15 0.5(2) . . . . ?
C13 C14 C15 C10 0.0(2) . . . . ?
C15 C10 C11 C12 0.9(2) . . . . ?
C16 N1 C1 N2 -178.55(10) . . . . ?
C16 N1 C1 C4 0.62(18) . . . . ?
C16 N1 C2 Ni1 -2.07(17) . . . . ?
C16 N1 C2 C3 178.16(11) . . . . ?
C16 C17 C18 C19 -1.64(19) . . . . ?
C16 C17 C22 C23 -111.90(14) . . . . ?
C16 C17 C22 C24 125.17(13) . . . . ?
C16 C21 C25 C26 -113.10(14) . . . . ?
C16 C21 C25 C27 122.73(13) . . . . ?
C17 C16 C21 C20 -2.54(18) . . . . ?
C17 C16 C21 C25 175.11(11) . . . . ?
C17 C18 C19 C20 -0.8(2) . . . . ?
C18 C17 C22 C23 69.07(16) . . . . ?
C18 C17 C22 C24 -53.87(16) . . . . ?
C18 C19 C20 C21 1.7(2) . . . . ?
C19 C20 C21 C16 -0.10(19) . . . . ?
C19 C20 C21 C25 -177.82(13) . . . . ?
C20 C21 C25 C26 64.49(16) . . . . ?
C20 C21 C25 C27 -59.68(16) . . . . ?
C21 C16 C17 C18 3.39(18) . . . . ?
C21 C16 C17 C22 -175.67(11) . . . . ?
C22 C17 C18 C19 177.45(12) . . . . ?
C28 N2 C1 N1 168.61(11) . . . . ?
C28 N2 C1 C4 -10.60(19) . . . . ?
C28 N2 C3 C2 -169.72(11) . . . . ?
C28 C29 C30 C31 0.56(18) . . . . ?
C28 C29 C34 C35 125.11(13) . . . . ?
C28 C29 C34 C36 -111.45(14) . . . . ?
C28 C33 C37 C38 -131.74(12) . . . . ?
C28 C33 C37 C39 104.74(13) . . . . ?
C29 C28 C33 C32 1.05(18) . . . . ?
C29 C28 C33 C37 -177.30(11) . . . . ?
C29 C30 C31 C32 0.52(19) . . . . ?
C30 C29 C34 C35 -56.69(15) . . . . ?
C30 C29 C34 C36 66.76(15) . . . . ?
C30 C31 C32 C33 -0.86(19) . . . . ?
C31 C32 C33 C28 0.09(18) . . . . ?
C31 C32 C33 C37 178.48(11) . . . . ?
C32 C33 C37 C38 49.96(16) . . . . ?
C32 C33 C37 C39 -73.56(15) . . . . ?
C33 C28 C29 C30 -1.37(18) . . . . ?
C33 C28 C29 C34 176.87(11) . . . . ?
C34 C29 C30 C31 -177.76(12) . . . . ?

_olex2_date_sample_data_collection 2019-07-31
_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 2.504
_oxdiff_exptl_absorpt_empirical_full_min 0.544
####################################################################### 
# 
# 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_compound6
_database_code_depnum_ccdc_archive 'CCDC 1947030'
loop_
_audit_author_name
_audit_author_address
'Hans Georg Stammler'
;University of Bielefeld
Germany
;
_audit_update_record             
;
2019-08-14 deposited with the CCDC.	2020-01-14 downloaded from the CCDC.
;



_audit_creation_date             2019-07-05
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
dennis.rottschaefer@uni-bielefeld.de
beate.neumann@uni-bielefeld.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H44 Au Cl N2, C7 H8'
_chemical_formula_sum            'C46 H52 Au Cl N2'
_chemical_formula_weight         865.31
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H52 Au Cl N2'
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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -4.4197 7.2980 '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                   12.2795(3)
_cell_length_b                   16.8120(3)
_cell_length_c                   19.2885(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.6946(19)
_cell_angle_gamma                90
_cell_volume                     3973.69(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26651
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.6540
_cell_measurement_theta_min      3.4540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.817
_exptl_absorpt_correction_T_max  0.4719
_exptl_absorpt_correction_T_min  0.3659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0758 before and 0.0621 after correction.
The Ratio of minimum to maximum transmission is 0.7754.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1752
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 -2 0.0292
0 1 2 0.0282
1 0 0 0.1193
-1 0 0 0.1193
0 5 -4 0.0347
0 -5 4 0.0347

_exptl_crystal_size_max          0.244
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.057
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
0.0017 -0.9885 -2.0047 0.1820 0.0227 0.0182
-0.0017 0.9885 2.0047 -0.1820 -0.0227 -0.0182
0.9995 -0.0015 0.0011 0.0048 -0.1212 0.0328
-0.9995 0.0015 -0.0011 -0.0048 0.1212 -0.0328
-0.0029 5.0129 -3.9570 -0.0237 0.1646 0.5326
0.0029 -5.0129 3.9570 0.0237 -0.1646 -0.5326

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            52376
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.847
_diffrn_reflns_theta_min         3.491
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  33.00   1.00    3.00    --  -38.50  77.00-180.00  102
  2  ω    -59.00  33.00   1.00    3.00    --  -38.50  38.00 -60.00   92
  3  ω   -107.00 -13.00   1.00    3.00    --  -38.50 -57.00 -30.00   94
  4  ω   -124.00  47.00   1.00    3.00    --  -38.50   0.00 150.00  171
  5  ω   -116.00  -5.00   1.00    3.00    --  -38.50 -19.00 120.00  111
  6  ω   -110.00 -18.00   1.00    3.00    --  -38.50 -38.00  30.00   92
  7  ω     13.00 114.00   1.00    3.00    --   42.89  76.00 -99.00  101
  8  ω     13.00 114.00   1.00    3.00    --   42.89  77.00  30.00  101
  9  ω     13.00 114.00   1.00    3.00    --   42.89  77.00-180.00  101
 10  ω     23.00  97.00   1.00    3.00    --   42.89-125.00 120.00   74
 11  ω     23.00  97.00   1.00    3.00    --   42.89-125.00  60.00   74
 12  ω     13.00 114.00   1.00    3.00    --   42.89  77.00  60.00  101
 13  ω     13.00 114.00   1.00    3.00    --   42.89  77.00 -30.00  101
 14  ω     13.00 114.00   1.00    3.00    --   42.89  77.00 120.00  101
 15  ω     42.00 125.00   1.00   36.00    --  111.00-135.00 172.84   83
 16  ω     81.00 178.00   1.00   36.00    --  111.00  76.00-157.60   97
 17  ω     81.00 178.00   1.00   36.00    --  111.00  77.00-174.99   97
 18  ω     83.00 178.00   1.00   36.00    --  111.00  67.00  93.51   95
 19  ω     41.00 118.00   1.00   36.00    --  111.00-125.00-180.00   77
 20  ω     83.00 178.00   1.00   36.00    --  111.00  67.00 119.17   95
 21  ω     41.00 118.00   1.00   36.00    --  111.00-125.00  90.00   77
 22  ω     85.00 178.00   1.00   36.00    --  111.00  61.00 150.00   93
 23  ω     81.00 178.00   1.00   36.00    --  111.00  77.00   0.00   97
 24  ω     85.00 178.00   1.00   36.00    --  111.00  61.00-180.00   93
 25  ω     81.00  99.00   1.00   36.00    --  111.00  77.00-120.00   18
;
_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      0.0048279000
_diffrn_orient_matrix_UB_12      -0.0549757000
_diffrn_orient_matrix_UB_13      -0.0636502000
_diffrn_orient_matrix_UB_21      -0.1211924000
_diffrn_orient_matrix_UB_22      0.0170875000
_diffrn_orient_matrix_UB_23      -0.0198526000
_diffrn_orient_matrix_UB_31      0.0329470000
_diffrn_orient_matrix_UB_32      0.0713527000
_diffrn_orient_matrix_UB_33      -0.0442356000
_diffrn_oxdiff_digest_frames     
;
01071d1866e4709d36cd4011d2725c5e4e02433771e
;
_diffrn_oxdiff_digest_hkl        
;
01e0c398667e88513b8973cf71c8ce26cf45ec
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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                7300
_reflns_number_total             8070
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     43.65
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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         1.349
_refine_diff_density_min         -2.032
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         8070
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.166
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+10.7910P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.0993
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C22(H22), C25(H25)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C7(H7), C8(H8), C18(H18), C19(H19), C20(H20), C29(H29),
 C30(H30), C32(H32), C33(H33), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39),
  C40(H40), C41(H41), C42(H42), C43(H43), C44(H44)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C27(H27A,
 H27B,H27C), C46(H46A,H46B,H46C)
;
_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
Au1 Au 0.18300(2) 0.53651(2) 0.70401(2) 0.02145(7) Uani 1 1 d . . . . .
Cl1 Cl 0.10575(9) 0.65504(6) 0.73188(6) 0.0311(2) Uani 1 1 d . . . . .
N1 N 0.2553(3) 0.3901(2) 0.62401(17) 0.0197(7) Uani 1 1 d . . . . .
N2 N 0.3572(3) 0.3231(2) 0.69919(17) 0.0214(7) Uani 1 1 d . . . . .
C1 C 0.3158(3) 0.3236(2) 0.6330(2) 0.0206(8) Uani 1 1 d . . . . .
C2 C 0.2581(3) 0.4332(2) 0.6859(2) 0.0204(8) Uani 1 1 d . . . . .
C3 C 0.3222(3) 0.3910(2) 0.7322(2) 0.0210(8) Uani 1 1 d . . . . .
H3 H 0.339835 0.404973 0.778226 0.025 Uiso 1 1 calc R . . . .
C4 C 0.1830(3) 0.4030(2) 0.5625(2) 0.0204(8) Uani 1 1 d . . . . .
C5 C 0.2116(4) 0.4574(2) 0.5123(2) 0.0219(8) Uani 1 1 d . . . . .
C6 C 0.1402(4) 0.4654(2) 0.4528(2) 0.0261(9) Uani 1 1 d . . . . .
H6 H 0.156479 0.501857 0.418635 0.031 Uiso 1 1 calc R . . . .
C7 C 0.0460(4) 0.4200(3) 0.4439(2) 0.0272(9) Uani 1 1 d . . . . .
H7 H 0.000358 0.425215 0.403789 0.033 Uiso 1 1 calc R . . . .
C8 C 0.0203(4) 0.3672(3) 0.4950(2) 0.0279(9) Uani 1 1 d . . . . .
H8 H -0.042855 0.336886 0.488660 0.034 Uiso 1 1 calc R . . . .
C9 C 0.0868(4) 0.3580(2) 0.5561(2) 0.0240(9) Uani 1 1 d . . . . .
C10 C 0.3134(4) 0.5093(3) 0.5191(2) 0.0227(8) Uani 1 1 d . . . . .
H10 H 0.359722 0.490372 0.558968 0.027 Uiso 1 1 calc R . . . .
C11 C 0.2828(4) 0.5955(3) 0.5323(2) 0.0258(9) Uani 1 1 d . . . . .
H11A H 0.235786 0.614617 0.494276 0.039 Uiso 1 1 calc GR . . . .
H11B H 0.347748 0.627365 0.536589 0.039 Uiso 1 1 calc GR . . . .
H11C H 0.245628 0.598751 0.574526 0.039 Uiso 1 1 calc GR . . . .
C12 C 0.3791(4) 0.5040(3) 0.4541(2) 0.0290(9) Uani 1 1 d . . . . .
H12A H 0.333972 0.520273 0.414109 0.043 Uiso 1 1 calc GR . . . .
H12B H 0.402754 0.450202 0.448012 0.043 Uiso 1 1 calc GR . . . .
H12C H 0.441552 0.538314 0.459598 0.043 Uiso 1 1 calc GR . . . .
C13 C 0.0500(4) 0.3044(3) 0.6135(3) 0.0296(10) Uani 1 1 d . . . . .
H13 H 0.114323 0.291709 0.644262 0.035 Uiso 1 1 calc R . . . .
C14 C -0.0311(5) 0.3494(3) 0.6568(3) 0.0382(11) Uani 1 1 d . . . . .
H14A H 0.001881 0.397791 0.674220 0.057 Uiso 1 1 calc GR . . . .
H14B H -0.049985 0.316743 0.695107 0.057 Uiso 1 1 calc GR . . . .
H14C H -0.095750 0.361636 0.628197 0.057 Uiso 1 1 calc GR . . . .
C15 C 0.0005(5) 0.2259(3) 0.5869(3) 0.0440(13) Uani 1 1 d . . . . .
H15A H -0.067876 0.236087 0.561457 0.066 Uiso 1 1 calc GR . . . .
H15B H -0.011311 0.191643 0.625532 0.066 Uiso 1 1 calc GR . . . .
H15C H 0.049519 0.200604 0.556956 0.066 Uiso 1 1 calc GR . . . .
C16 C 0.4223(3) 0.2612(2) 0.7343(2) 0.0208(8) Uani 1 1 d . . . . .
C17 C 0.3680(4) 0.2037(3) 0.7719(2) 0.0239(9) Uani 1 1 d . . . . .
C18 C 0.4331(4) 0.1487(3) 0.8092(2) 0.0301(10) Uani 1 1 d . . . . .
H18 H 0.399897 0.109996 0.835067 0.036 Uiso 1 1 calc R . . . .
C19 C 0.5451(4) 0.1500(3) 0.8089(2) 0.0291(10) Uani 1 1 d . . . . .
H19 H 0.586253 0.112747 0.834757 0.035 Uiso 1 1 calc R . . . .
C20 C 0.5969(4) 0.2063(3) 0.7703(2) 0.0266(9) Uani 1 1 d . . . . .
H20 H 0.672584 0.206315 0.770011 0.032 Uiso 1 1 calc R . . . .
C21 C 0.5353(4) 0.2637(3) 0.7313(2) 0.0241(9) Uani 1 1 d . . . . .
C22 C 0.2444(4) 0.2001(3) 0.7744(2) 0.0290(10) Uani 1 1 d . . . . .
H22 H 0.212291 0.233983 0.737145 0.035 Uiso 1 1 calc R . . . .
C23 C 0.2080(4) 0.2325(3) 0.8439(3) 0.0374(11) Uani 1 1 d . . . . .
H23A H 0.236448 0.199114 0.881222 0.056 Uiso 1 1 calc GR . . . .
H23B H 0.129795 0.233029 0.843071 0.056 Uiso 1 1 calc GR . . . .
H23C H 0.235272 0.285645 0.850896 0.056 Uiso 1 1 calc GR . . . .
C24 C 0.2000(4) 0.1155(3) 0.7625(3) 0.0364(11) Uani 1 1 d . . . . .
H24A H 0.229249 0.093330 0.721801 0.055 Uiso 1 1 calc GR . . . .
H24B H 0.121810 0.117184 0.756310 0.055 Uiso 1 1 calc GR . . . .
H24C H 0.221102 0.082987 0.802075 0.055 Uiso 1 1 calc GR . . . .
C25 C 0.5953(4) 0.3212(3) 0.6867(2) 0.0278(9) Uani 1 1 d . . . . .
H25 H 0.540642 0.354513 0.661404 0.033 Uiso 1 1 calc R . . . .
C26 C 0.6711(5) 0.3759(4) 0.7310(3) 0.0442(13) Uani 1 1 d . . . . .
H26A H 0.628784 0.407017 0.761203 0.066 Uiso 1 1 calc GR . . . .
H26B H 0.708923 0.410709 0.701220 0.066 Uiso 1 1 calc GR . . . .
H26C H 0.723045 0.344454 0.758282 0.066 Uiso 1 1 calc GR . . . .
C27 C 0.6579(4) 0.2764(3) 0.6333(2) 0.0365(11) Uani 1 1 d . . . . .
H27A H 0.715150 0.245765 0.656694 0.055 Uiso 1 1 calc GR . . . .
H27B H 0.688980 0.313711 0.602499 0.055 Uiso 1 1 calc GR . . . .
H27C H 0.609084 0.241441 0.607057 0.055 Uiso 1 1 calc GR . . . .
C28 C 0.3356(3) 0.2632(2) 0.5803(2) 0.0207(8) Uani 1 1 d . . . . .
C29 C 0.2904(4) 0.1879(3) 0.5847(2) 0.0301(10) Uani 1 1 d . . . . .
H29 H 0.245632 0.176151 0.620399 0.036 Uiso 1 1 calc R . . . .
C30 C 0.3117(4) 0.1300(3) 0.5360(2) 0.0327(10) Uani 1 1 d . . . . .
H30 H 0.280259 0.079964 0.539202 0.039 Uiso 1 1 calc R . . . .
C31 C 0.3790(4) 0.1456(3) 0.4828(2) 0.0269(9) Uani 1 1 d . . . . .
C32 C 0.4234(4) 0.2220(3) 0.4780(2) 0.0292(10) Uani 1 1 d . . . . .
H32 H 0.468146 0.233799 0.442329 0.035 Uiso 1 1 calc R . . . .
C33 C 0.4013(4) 0.2801(3) 0.5258(2) 0.0283(9) Uani 1 1 d . . . . .
H33 H 0.430506 0.330760 0.521679 0.034 Uiso 1 1 calc R . . . .
C34 C 0.4067(5) 0.0806(3) 0.4343(2) 0.0318(10) Uani 1 1 d . . . . .
C35 C 0.5127(5) 0.0716(3) 0.4144(3) 0.0397(12) Uani 1 1 d . . . . .
H35 H 0.565592 0.108875 0.428415 0.048 Uiso 1 1 calc R . . . .
C36 C 0.5403(6) 0.0075(4) 0.3736(3) 0.0530(16) Uani 1 1 d . . . . .
H36 H 0.611223 0.002054 0.360068 0.064 Uiso 1 1 calc R . . . .
C37 C 0.4625(6) -0.0478(3) 0.3533(3) 0.0514(17) Uani 1 1 d . . . . .
H37 H 0.481584 -0.091487 0.327119 0.062 Uiso 1 1 calc R . . . .
C38 C 0.3572(6) -0.0394(3) 0.3711(3) 0.0493(17) Uani 1 1 d . . . . .
H38 H 0.304932 -0.076655 0.356111 0.059 Uiso 1 1 calc R . . . .
C39 C 0.3277(5) 0.0254(3) 0.4120(3) 0.0369(12) Uani 1 1 d . . . . .
H39 H 0.255978 0.031220 0.424060 0.044 Uiso 1 1 calc R . . . .
C40 C 0.8562(7) 0.0639(4) 0.4389(4) 0.065(2) Uani 1 1 d . . . . .
H40 H 0.805948 0.058172 0.472647 0.078 Uiso 1 1 calc R . . . .
C41 C 0.9227(7) 0.0004(4) 0.4238(6) 0.087(3) Uani 1 1 d . . . . .
H41 H 0.917132 -0.047308 0.447658 0.105 Uiso 1 1 calc R . . . .
C42 C 0.9976(6) 0.0076(4) 0.3731(4) 0.0603(18) Uani 1 1 d . . . . .
H42 H 1.040333 -0.035584 0.361708 0.072 Uiso 1 1 calc R . . . .
C43 C 1.0072(6) 0.0774(5) 0.3411(4) 0.0604(17) Uani 1 1 d . . . . .
H43 H 1.058794 0.083527 0.308222 0.072 Uiso 1 1 calc R . . . .
C44 C 0.9392(5) 0.1424(4) 0.3569(3) 0.0527(15) Uani 1 1 d . . . . .
H44 H 0.946632 0.190616 0.333956 0.063 Uiso 1 1 calc R . . . .
C45 C 0.8636(5) 0.1355(3) 0.4047(3) 0.0403(12) Uani 1 1 d . . . . .
C46 C 0.7900(5) 0.2039(3) 0.4197(3) 0.0493(15) Uani 1 1 d . . . . .
H46A H 0.826255 0.253089 0.410673 0.074 Uiso 1 1 calc GR . . . .
H46B H 0.772747 0.202173 0.467475 0.074 Uiso 1 1 calc GR . . . .
H46C H 0.723966 0.200228 0.390358 0.074 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
Au1 Cl1 2.2859(10) . ?
Au1 C2 2.008(4) . ?
N1 C1 1.347(5) . ?
N1 C2 1.395(5) . ?
N1 C4 1.452(5) . ?
N2 C1 1.343(5) . ?
N2 C3 1.388(5) . ?
N2 C16 1.452(5) . ?
C1 C28 1.469(6) . ?
C2 C3 1.353(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(6) . ?
C4 C9 1.402(6) . ?
C5 C6 1.404(6) . ?
C5 C10 1.524(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.388(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.377(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.399(6) . ?
C9 C13 1.519(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.523(6) . ?
C10 C12 1.535(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13 0.9800 . ?
C13 C14 1.539(7) . ?
C13 C15 1.528(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.404(6) . ?
C16 C21 1.393(6) . ?
C17 C18 1.391(6) . ?
C17 C22 1.523(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.376(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.384(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.412(6) . ?
C21 C25 1.516(6) . ?
C22 H22 0.9800 . ?
C22 C23 1.540(7) . ?
C22 C24 1.535(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25 0.9800 . ?
C25 C26 1.530(7) . ?
C25 C27 1.523(7) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.387(6) . ?
C28 C33 1.394(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.390(6) . ?
C30 H30 0.9300 . ?
C30 C31 1.383(7) . ?
C31 C32 1.401(6) . ?
C31 C34 1.492(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.381(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.388(8) . ?
C34 C39 1.392(7) . ?
C35 H35 0.9300 . ?
C35 C36 1.390(7) . ?
C36 H36 0.9300 . ?
C36 C37 1.371(10) . ?
C37 H37 0.9300 . ?
C37 C38 1.365(10) . ?
C38 H38 0.9300 . ?
C38 C39 1.406(7) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C40 C41 1.387(10) . ?
C40 C45 1.377(8) . ?
C41 H41 0.9300 . ?
C41 C42 1.389(11) . ?
C42 H42 0.9300 . ?
C42 C43 1.336(10) . ?
C43 H43 0.9300 . ?
C43 C44 1.421(10) . ?
C44 H44 0.9300 . ?
C44 C45 1.356(9) . ?
C45 C46 1.503(8) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?

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
C2 Au1 Cl1 175.78(12) . . ?
C1 N1 C2 109.7(3) . . ?
C1 N1 C4 122.2(3) . . ?
C2 N1 C4 127.0(3) . . ?
C1 N2 C3 108.7(3) . . ?
C1 N2 C16 127.7(4) . . ?
C3 N2 C16 123.5(3) . . ?
N1 C1 C28 126.8(3) . . ?
N2 C1 N1 107.5(4) . . ?
N2 C1 C28 125.7(4) . . ?
N1 C2 Au1 127.7(3) . . ?
C3 C2 Au1 126.4(3) . . ?
C3 C2 N1 105.9(3) . . ?
N2 C3 H3 125.9 . . ?
C2 C3 N2 108.2(3) . . ?
C2 C3 H3 125.9 . . ?
C5 C4 N1 119.9(4) . . ?
C5 C4 C9 122.8(4) . . ?
C9 C4 N1 117.3(4) . . ?
C4 C5 C6 117.4(4) . . ?
C4 C5 C10 123.9(4) . . ?
C6 C5 C10 118.7(4) . . ?
C5 C6 H6 119.4 . . ?
C7 C6 C5 121.2(4) . . ?
C7 C6 H6 119.4 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(4) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.8(4) . . ?
C9 C8 H8 119.1 . . ?
C4 C9 C13 123.1(4) . . ?
C8 C9 C4 117.2(4) . . ?
C8 C9 C13 119.7(4) . . ?
C5 C10 H10 108.3 . . ?
C5 C10 C11 110.4(4) . . ?
C5 C10 C12 111.6(4) . . ?
C11 C10 H10 108.3 . . ?
C11 C10 C12 109.9(4) . . ?
C12 C10 H10 108.3 . . ?
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 . . ?
C9 C13 H13 107.7 . . ?
C9 C13 C14 109.7(4) . . ?
C9 C13 C15 113.4(4) . . ?
C14 C13 H13 107.7 . . ?
C15 C13 H13 107.7 . . ?
C15 C13 C14 110.5(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N2 117.9(4) . . ?
C21 C16 N2 118.7(4) . . ?
C21 C16 C17 123.3(4) . . ?
C16 C17 C22 123.5(4) . . ?
C18 C17 C16 116.7(4) . . ?
C18 C17 C22 119.8(4) . . ?
C17 C18 H18 119.1 . . ?
C19 C18 C17 121.9(4) . . ?
C19 C18 H18 119.1 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(4) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.8 . . ?
C19 C20 C21 120.3(4) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 C20 117.3(4) . . ?
C16 C21 C25 124.3(4) . . ?
C20 C21 C25 118.4(4) . . ?
C17 C22 H22 107.9 . . ?
C17 C22 C23 111.0(4) . . ?
C17 C22 C24 112.2(4) . . ?
C23 C22 H22 107.9 . . ?
C24 C22 H22 107.9 . . ?
C24 C22 C23 109.8(4) . . ?
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 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C21 C25 H25 107.8 . . ?
C21 C25 C26 111.5(4) . . ?
C21 C25 C27 110.7(4) . . ?
C26 C25 H25 107.8 . . ?
C27 C25 H25 107.8 . . ?
C27 C25 C26 111.1(4) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C1 120.3(4) . . ?
C29 C28 C33 119.0(4) . . ?
C33 C28 C1 120.7(4) . . ?
C28 C29 H29 119.8 . . ?
C28 C29 C30 120.3(4) . . ?
C30 C29 H29 119.8 . . ?
C29 C30 H30 119.5 . . ?
C31 C30 C29 121.1(4) . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C32 118.4(4) . . ?
C30 C31 C34 119.8(4) . . ?
C32 C31 C34 121.7(4) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.7(4) . . ?
C33 C32 H32 119.7 . . ?
C28 C33 H33 119.8 . . ?
C32 C33 C28 120.5(4) . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C31 120.6(5) . . ?
C35 C34 C39 119.3(5) . . ?
C39 C34 C31 120.0(5) . . ?
C34 C35 H35 119.7 . . ?
C34 C35 C36 120.5(6) . . ?
C36 C35 H35 119.7 . . ?
C35 C36 H36 120.1 . . ?
C37 C36 C35 119.8(6) . . ?
C37 C36 H36 120.1 . . ?
C36 C37 H37 119.6 . . ?
C38 C37 C36 120.7(5) . . ?
C38 C37 H37 119.6 . . ?
C37 C38 H38 119.9 . . ?
C37 C38 C39 120.3(6) . . ?
C39 C38 H38 119.9 . . ?
C34 C39 C38 119.3(6) . . ?
C34 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
C41 C40 H40 119.6 . . ?
C45 C40 H40 119.6 . . ?
C45 C40 C41 120.9(7) . . ?
C40 C41 H41 119.8 . . ?
C40 C41 C42 120.5(7) . . ?
C42 C41 H41 119.8 . . ?
C41 C42 H42 120.5 . . ?
C43 C42 C41 118.9(7) . . ?
C43 C42 H42 120.5 . . ?
C42 C43 H43 119.8 . . ?
C42 C43 C44 120.4(7) . . ?
C44 C43 H43 119.8 . . ?
C43 C44 H44 119.4 . . ?
C45 C44 C43 121.2(6) . . ?
C45 C44 H44 119.4 . . ?
C40 C45 C46 121.2(6) . . ?
C44 C45 C40 118.1(6) . . ?
C44 C45 C46 120.7(5) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

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
Au1 C2 C3 N2 179.4(3) . . . . ?
N1 C1 C28 C29 -110.6(5) . . . . ?
N1 C1 C28 C33 70.4(6) . . . . ?
N1 C2 C3 N2 -0.4(5) . . . . ?
N1 C4 C5 C6 177.9(4) . . . . ?
N1 C4 C5 C10 -3.5(6) . . . . ?
N1 C4 C9 C8 -176.5(4) . . . . ?
N1 C4 C9 C13 7.0(6) . . . . ?
N2 C1 C28 C29 70.8(6) . . . . ?
N2 C1 C28 C33 -108.2(5) . . . . ?
N2 C16 C17 C18 -175.4(4) . . . . ?
N2 C16 C17 C22 3.7(6) . . . . ?
N2 C16 C21 C20 175.3(4) . . . . ?
N2 C16 C21 C25 -7.7(6) . . . . ?
C1 N1 C2 Au1 -179.6(3) . . . . ?
C1 N1 C2 C3 0.2(5) . . . . ?
C1 N1 C4 C5 -106.4(5) . . . . ?
C1 N1 C4 C9 72.5(5) . . . . ?
C1 N2 C3 C2 0.5(5) . . . . ?
C1 N2 C16 C17 -93.9(5) . . . . ?
C1 N2 C16 C21 88.7(5) . . . . ?
C1 C28 C29 C30 -178.1(4) . . . . ?
C1 C28 C33 C32 177.3(4) . . . . ?
C2 N1 C1 N2 0.1(5) . . . . ?
C2 N1 C1 C28 -178.7(4) . . . . ?
C2 N1 C4 C5 86.7(5) . . . . ?
C2 N1 C4 C9 -94.4(5) . . . . ?
C3 N2 C1 N1 -0.3(5) . . . . ?
C3 N2 C1 C28 178.5(4) . . . . ?
C3 N2 C16 C17 82.1(5) . . . . ?
C3 N2 C16 C21 -95.3(5) . . . . ?
C4 N1 C1 N2 -168.8(4) . . . . ?
C4 N1 C1 C28 12.4(7) . . . . ?
C4 N1 C2 Au1 -11.4(6) . . . . ?
C4 N1 C2 C3 168.4(4) . . . . ?
C4 C5 C6 C7 -1.0(6) . . . . ?
C4 C5 C10 C11 -107.8(4) . . . . ?
C4 C5 C10 C12 129.7(4) . . . . ?
C4 C9 C13 C14 95.4(5) . . . . ?
C4 C9 C13 C15 -140.5(5) . . . . ?
C5 C4 C9 C8 2.4(6) . . . . ?
C5 C4 C9 C13 -174.1(4) . . . . ?
C5 C6 C7 C8 1.4(7) . . . . ?
C6 C5 C10 C11 70.9(5) . . . . ?
C6 C5 C10 C12 -51.7(5) . . . . ?
C6 C7 C8 C9 0.2(7) . . . . ?
C7 C8 C9 C4 -2.0(7) . . . . ?
C7 C8 C9 C13 174.6(4) . . . . ?
C8 C9 C13 C14 -81.0(5) . . . . ?
C8 C9 C13 C15 43.1(6) . . . . ?
C9 C4 C5 C6 -1.0(6) . . . . ?
C9 C4 C5 C10 177.7(4) . . . . ?
C10 C5 C6 C7 -179.7(4) . . . . ?
C16 N2 C1 N1 176.2(4) . . . . ?
C16 N2 C1 C28 -5.0(7) . . . . ?
C16 N2 C3 C2 -176.2(4) . . . . ?
C16 C17 C18 C19 -0.5(7) . . . . ?
C16 C17 C22 C23 -103.6(5) . . . . ?
C16 C17 C22 C24 133.2(4) . . . . ?
C16 C21 C25 C26 117.9(5) . . . . ?
C16 C21 C25 C27 -117.9(5) . . . . ?
C17 C16 C21 C20 -2.0(6) . . . . ?
C17 C16 C21 C25 175.1(4) . . . . ?
C17 C18 C19 C20 -0.7(7) . . . . ?
C18 C17 C22 C23 75.4(5) . . . . ?
C18 C17 C22 C24 -47.8(6) . . . . ?
C18 C19 C20 C21 0.7(7) . . . . ?
C19 C20 C21 C16 0.6(6) . . . . ?
C19 C20 C21 C25 -176.6(4) . . . . ?
C20 C21 C25 C26 -65.1(6) . . . . ?
C20 C21 C25 C27 59.1(5) . . . . ?
C21 C16 C17 C18 1.9(6) . . . . ?
C21 C16 C17 C22 -179.1(4) . . . . ?
C22 C17 C18 C19 -179.6(4) . . . . ?
C28 C29 C30 C31 0.7(8) . . . . ?
C29 C28 C33 C32 -1.7(7) . . . . ?
C29 C30 C31 C32 -1.5(7) . . . . ?
C29 C30 C31 C34 175.6(5) . . . . ?
C30 C31 C32 C33 0.7(7) . . . . ?
C30 C31 C34 C35 -137.1(5) . . . . ?
C30 C31 C34 C39 39.1(6) . . . . ?
C31 C32 C33 C28 0.9(7) . . . . ?
C31 C34 C35 C36 175.0(5) . . . . ?
C31 C34 C39 C38 -174.7(4) . . . . ?
C32 C31 C34 C35 39.9(7) . . . . ?
C32 C31 C34 C39 -144.0(5) . . . . ?
C33 C28 C29 C30 0.9(7) . . . . ?
C34 C31 C32 C33 -176.4(4) . . . . ?
C34 C35 C36 C37 -0.5(8) . . . . ?
C35 C34 C39 C38 1.5(7) . . . . ?
C35 C36 C37 C38 1.8(9) . . . . ?
C36 C37 C38 C39 -1.5(9) . . . . ?
C37 C38 C39 C34 -0.2(8) . . . . ?
C39 C34 C35 C36 -1.1(7) . . . . ?
C40 C41 C42 C43 2.4(14) . . . . ?
C41 C40 C45 C44 -1.3(12) . . . . ?
C41 C40 C45 C46 178.5(8) . . . . ?
C41 C42 C43 C44 -2.2(12) . . . . ?
C42 C43 C44 C45 0.3(11) . . . . ?
C43 C44 C45 C40 1.5(10) . . . . ?
C43 C44 C45 C46 -178.3(6) . . . . ?
C45 C40 C41 C42 -0.6(15) . . . . ?

_olex2_date_sample_data_collection 2019-07-04
_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 2.156
_oxdiff_exptl_absorpt_empirical_full_min 0.536
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1947028'
loop_
_audit_author_name
_audit_author_address
'Hans Georg Stammler'
;University of Bielefeld
Germany
;
_audit_update_record             
;
2019-08-14 deposited with the CCDC.	2020-01-14 downloaded from the CCDC.
;



_audit_creation_date             2019-06-28
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
dennis.rottschaefer@uni-bielefeld.de
beate.neumann@uni-bielefeld.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H44 N2, 0.5[C7H8]'
_chemical_formula_sum            'C39 H44 N2'
_chemical_formula_weight         540.76
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H52 N2'
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'
N N 0.0311 0.0180 '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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   38.4682(4)
_cell_length_b                   38.4682(4)
_cell_length_c                   9.5772(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14172.4(4)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    28455
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.2980
_cell_measurement_theta_min      3.2390
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.457
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
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    1.014
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             4672
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 5 0 0.0306
3 -5 0 0.0306
-1 -4 -5 0.2254
1 4 5 0.2254
-5 -4 0 0.0248
5 4 0 0.0248

_exptl_crystal_size_max          0.476
_exptl_crystal_size_mid          0.069
_exptl_crystal_size_min          0.05
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
-2.9742 5.0128 0.0017 -0.0511 -0.0339 0.2253
2.9742 -5.0128 -0.0017 0.0511 0.0339 -0.2253
-1.1460 -3.9441 -4.9609 0.0564 -0.7818 -0.2228
1.1460 3.9441 4.9609 -0.0564 0.7818 0.2228
-4.9778 -4.0163 -0.0071 0.2537 -0.0314 0.0147
4.9778 4.0163 0.0071 -0.2537 0.0314 -0.0147

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            72087
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.516
_diffrn_reflns_theta_min         3.249
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -92.00  -2.00   1.00   11.00    --  -38.50 125.00-150.00   90
  2  ω    -69.00  33.00   1.00   11.00    --  -38.50  77.00 120.00  102
  3  ω    -59.00  33.00   1.00   11.00    --  -38.50  38.00-120.00   92
  4  ω     13.00 114.00   1.00   11.00    --   43.07  77.00  60.00  101
  5  ω     13.00 114.00   1.00   11.00    --   43.07  77.00 -90.00  101
  6  ω     10.00 120.00   1.00   11.00    --   43.07  19.00 -60.00  110
  7  ω    -25.00  68.00   1.00   11.00    --   43.07 -57.00 -30.00   93
  8  ω     13.00 114.00   1.00   11.00    --   43.07  77.00   0.00  101
  9  ω     18.00 111.00   1.00   11.00    --   43.07  57.00 -90.00   93
 10  ω     13.00 114.00   1.00   11.00    --   43.07  77.00 -60.00  101
 11  ω     13.00 114.00   1.00   11.00    --   43.07  77.00-180.00  101
 12  ω     22.00 114.00   1.00   11.00    --   43.07  38.00  90.00   92
 13  ω     13.00 114.00   1.00   11.00    --   43.07  77.00 120.00  101
 14  ω     22.00 114.00   1.00   11.00    --   43.07  38.00-150.00   92
 15  ω     31.00 110.00   1.00   44.00    --  111.00 -94.00 -60.00   79
 16  ω     81.00 178.00   1.00   44.00    --  111.00  76.00 109.51   97
 17  ω     83.00 178.00   1.00   44.00    --  111.00  67.00 -81.62   95
 18  ω     82.00 178.00   1.00   44.00    --  111.00  73.00 177.30   96
 19  ω     43.00 137.00   1.00   44.00    --  111.00 -61.00 -30.00   94
 20  ω    138.00 173.00   1.00   44.00    --  111.00  77.00 -60.00   35
 21  ω    111.00 135.00   1.00   44.00    --  111.00  77.00 -30.00   24
;
_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      -0.0289144000
_diffrn_orient_matrix_UB_12      -0.0273616000
_diffrn_orient_matrix_UB_13      0.0170667000
_diffrn_orient_matrix_UB_21      0.0078266000
_diffrn_orient_matrix_UB_22      -0.0021738000
_diffrn_orient_matrix_UB_23      0.1575157000
_diffrn_orient_matrix_UB_31      -0.0265459000
_diffrn_orient_matrix_UB_32      0.0291811000
_diffrn_orient_matrix_UB_33      0.0278398000
_diffrn_oxdiff_digest_frames     
;
01af2158d768f8e9dc024ce56a7ba829c8019661858
;
_diffrn_oxdiff_digest_hkl        
;
01ee77bcfa17837642c7f3b63092e6c4951c33
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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                6284
_reflns_number_total             7319
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     43.79
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_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    'ShelXD (Sheldrick, 2008)'
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.000064(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         7319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.041
_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)+(0.0394P)²+11.2405P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1068
_refine_special_details          
;
A solvent mask was calculated and 448 electrons were found in a volume of 2272Å^3 in 2 voids. This is consistent with the presence of 0.5[C7H8] per formula unit which account for 400.0 electrons. 
All hydrogens were refined isotropically.
;
_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
N1 N 0.81862(3) 0.30071(3) 0.62165(10) 0.0189(2) Uani 1 1 d . . . . .
N2 N 0.84765(3) 0.31149(3) 0.43401(10) 0.0194(2) Uani 1 1 d . . . . .
C1 C 0.84230(3) 0.32244(3) 0.56635(12) 0.0185(2) Uani 1 1 d . . . . .
C2 C 0.80977(3) 0.27631(3) 0.51880(12) 0.0210(2) Uani 1 1 d . . . . .
H2 H 0.7928(4) 0.2584(4) 0.5452(15) 0.026(4) Uiso 1 1 d . . . . .
C3 C 0.82749(3) 0.28207(3) 0.39629(13) 0.0226(3) Uani 1 1 d . . . . .
C4 C 0.80952(3) 0.29821(3) 0.76775(12) 0.0193(2) Uani 1 1 d . . . . .
C5 C 0.77616(3) 0.30803(3) 0.80988(13) 0.0224(3) Uani 1 1 d . . . . .
C6 C 0.76787(4) 0.30383(3) 0.95108(14) 0.0271(3) Uani 1 1 d . . . . .
H6 H 0.7441(4) 0.3107(4) 0.9846(16) 0.030(4) Uiso 1 1 d . . . . .
C7 C 0.79202(4) 0.29107(4) 1.04467(14) 0.0292(3) Uani 1 1 d . . . . .
H7 H 0.7851(4) 0.2891(4) 1.1460(18) 0.036(4) Uiso 1 1 d . . . . .
C8 C 0.82496(4) 0.28197(3) 1.00032(13) 0.0264(3) Uani 1 1 d . . . . .
H8 H 0.8418(4) 0.2726(4) 1.0689(18) 0.036(4) Uiso 1 1 d . . . . .
C9 C 0.83461(3) 0.28504(3) 0.86052(13) 0.0220(3) Uani 1 1 d . . . . .
C10 C 0.74951(3) 0.32296(4) 0.70962(14) 0.0283(3) Uani 1 1 d . . . . .
H10 H 0.7611(4) 0.3274(4) 0.6188(16) 0.027(4) Uiso 1 1 d . . . . .
C11 C 0.71985(4) 0.29717(5) 0.68493(18) 0.0407(4) Uani 1 1 d . . . . .
H11A H 0.7023(5) 0.3073(5) 0.617(2) 0.054(5) Uiso 1 1 d . . . . .
H11B H 0.7072(5) 0.2925(5) 0.774(2) 0.054(5) Uiso 1 1 d . . . . .
H11C H 0.7288(5) 0.2741(5) 0.6483(19) 0.048(5) Uiso 1 1 d . . . . .
C12 C 0.73523(5) 0.35769(5) 0.7617(2) 0.0429(4) Uani 1 1 d . . . . .
H12A H 0.7200(5) 0.3678(5) 0.689(2) 0.055(5) Uiso 1 1 d . . . . .
H12B H 0.7210(5) 0.3545(5) 0.851(2) 0.050(5) Uiso 1 1 d . . . . .
H12C H 0.7540(5) 0.3759(5) 0.787(2) 0.056(6) Uiso 1 1 d . . . . .
C13 C 0.87037(3) 0.27343(3) 0.81228(14) 0.0252(3) Uani 1 1 d . . . . .
H13 H 0.8752(4) 0.2840(4) 0.7203(18) 0.036(4) Uiso 1 1 d . . . . .
C14 C 0.87102(5) 0.23460(5) 0.7890(3) 0.0635(7) Uani 1 1 d . . . . .
H14A H 0.8948(6) 0.2264(6) 0.755(2) 0.075(7) Uiso 1 1 d . . . . .
H14B H 0.8517(7) 0.2264(7) 0.728(3) 0.094(8) Uiso 1 1 d . . . . .
H14C H 0.8659(7) 0.2239(7) 0.877(3) 0.102(10) Uiso 1 1 d . . . . .
C15 C 0.89934(5) 0.28471(7) 0.9090(2) 0.0597(6) Uani 1 1 d . . . . .
H15A H 0.9232(5) 0.2785(5) 0.866(2) 0.060(6) Uiso 1 1 d . . . . .
H15B H 0.8958(6) 0.2737(6) 1.004(3) 0.089(8) Uiso 1 1 d . . . . .
H15C H 0.8964(6) 0.3090(7) 0.932(3) 0.085(8) Uiso 1 1 d . . . . .
C16 C 0.87281(3) 0.32697(3) 0.34122(12) 0.0210(2) Uani 1 1 d . . . . .
C17 C 0.90491(3) 0.31015(3) 0.32617(13) 0.0233(3) Uani 1 1 d . . . . .
C18 C 0.92916(4) 0.32532(4) 0.23686(14) 0.0303(3) Uani 1 1 d . . . . .
H18 H 0.9521(4) 0.3135(4) 0.2234(18) 0.042(5) Uiso 1 1 d . . . . .
C19 C 0.92172(4) 0.35620(4) 0.16772(15) 0.0341(3) Uani 1 1 d . . . . .
H19 H 0.9393(4) 0.3667(4) 0.1028(18) 0.043(5) Uiso 1 1 d . . . . .
C20 C 0.89002(4) 0.37219(4) 0.18541(14) 0.0310(3) Uani 1 1 d . . . . .
H20 H 0.8851(4) 0.3939(5) 0.1364(18) 0.043(5) Uiso 1 1 d . . . . .
C21 C 0.86459(4) 0.35783(3) 0.27157(13) 0.0260(3) Uani 1 1 d . . . . .
C22 C 0.91330(4) 0.27649(3) 0.40277(14) 0.0270(3) Uani 1 1 d . . . . .
H22 H 0.8952(4) 0.2734(4) 0.4790(17) 0.033(4) Uiso 1 1 d . . . . .
C23 C 0.91029(5) 0.24560(4) 0.30477(19) 0.0432(4) Uani 1 1 d . . . . .
H23A H 0.9288(5) 0.2483(5) 0.232(2) 0.051(5) Uiso 1 1 d . . . . .
H23B H 0.9152(5) 0.2232(5) 0.3558(19) 0.049(5) Uiso 1 1 d . . . . .
H23C H 0.8855(6) 0.2444(5) 0.260(2) 0.064(6) Uiso 1 1 d . . . . .
C24 C 0.94880(4) 0.27712(4) 0.47406(19) 0.0409(4) Uani 1 1 d . . . . .
H24A H 0.9530(5) 0.2543(5) 0.5296(19) 0.048(5) Uiso 1 1 d . . . . .
H24B H 0.9507(5) 0.2975(5) 0.542(2) 0.061(6) Uiso 1 1 d . . . . .
H24C H 0.9680(6) 0.2795(5) 0.400(2) 0.069(6) Uiso 1 1 d . . . . .
C25 C 0.82984(4) 0.37588(4) 0.28742(16) 0.0353(3) Uani 1 1 d . . . . .
H25 H 0.8143(4) 0.3610(4) 0.3457(18) 0.044(5) Uiso 1 1 d . . . . .
C26 C 0.81252(5) 0.38183(5) 0.14586(19) 0.0434(4) Uani 1 1 d . . . . .
H26A H 0.8260(5) 0.3996(5) 0.0879(19) 0.050(5) Uiso 1 1 d . . . . .
H26B H 0.8115(5) 0.3604(6) 0.089(2) 0.063(6) Uiso 1 1 d . . . . .
H26C H 0.7875(5) 0.3924(5) 0.158(2) 0.064(6) Uiso 1 1 d . . . . .
C27 C 0.83395(6) 0.41074(5) 0.3634(2) 0.0544(5) Uani 1 1 d . . . . .
H27A H 0.8470(6) 0.4076(5) 0.459(2) 0.071(6) Uiso 1 1 d . . . . .
H27B H 0.8483(6) 0.4271(6) 0.301(2) 0.072(7) Uiso 1 1 d . . . . .
H27C H 0.8103(6) 0.4217(6) 0.380(2) 0.074(7) Uiso 1 1 d . . . . .
C28 C 0.85839(3) 0.35163(3) 0.64030(12) 0.0198(2) Uani 1 1 d . . . . .
C29 C 0.89378(3) 0.35880(3) 0.63070(14) 0.0255(3) Uani 1 1 d . . . . .
H29 H 0.9090(4) 0.3441(4) 0.5689(18) 0.042(5) Uiso 1 1 d . . . . .
C30 C 0.90856(3) 0.38539(3) 0.70803(14) 0.0262(3) Uani 1 1 d . . . . .
H30 H 0.9339(4) 0.3894(4) 0.7006(17) 0.034(4) Uiso 1 1 d . . . . .
C31 C 0.88875(3) 0.40589(3) 0.79843(12) 0.0209(3) Uani 1 1 d . . . . .
C32 C 0.85311(3) 0.39948(3) 0.80264(13) 0.0243(3) Uani 1 1 d . . . . .
H32 H 0.8375(4) 0.4142(4) 0.8642(17) 0.036(4) Uiso 1 1 d . . . . .
C33 C 0.83810(3) 0.37287(3) 0.72571(13) 0.0232(3) Uani 1 1 d . . . . .
H33 H 0.8123(4) 0.3690(4) 0.7304(16) 0.034(4) Uiso 1 1 d . . . . .
C34 C 0.90517(3) 0.43261(3) 0.88904(12) 0.0222(3) Uani 1 1 d . . . . .
C35 C 0.94080(4) 0.43194(3) 0.91582(13) 0.0260(3) Uani 1 1 d . . . . .
H35 H 0.9562(4) 0.4140(4) 0.8697(17) 0.035(4) Uiso 1 1 d . . . . .
C36 C 0.95631(4) 0.45617(4) 1.00376(14) 0.0315(3) Uani 1 1 d . . . . .
H36 H 0.9824(5) 0.4545(5) 1.0159(19) 0.047(5) Uiso 1 1 d . . . . .
C37 C 0.93626(4) 0.48132(4) 1.06797(14) 0.0343(3) Uani 1 1 d . . . . .
H37 H 0.9474(5) 0.4991(5) 1.130(2) 0.050(5) Uiso 1 1 d . . . . .
C38 C 0.90087(4) 0.48218(4) 1.04359(15) 0.0354(3) Uani 1 1 d . . . . .
H38 H 0.8860(5) 0.5003(5) 1.089(2) 0.053(5) Uiso 1 1 d . . . . .
C39 C 0.88535(4) 0.45838(4) 0.95437(15) 0.0306(3) Uani 1 1 d . . . . .
H39 H 0.8600(4) 0.4600(4) 0.9357(16) 0.034(4) 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
N1 C1 1.3448(15) . ?
N1 C2 1.4026(15) . ?
N1 C4 1.4456(14) . ?
N2 C1 1.3513(15) . ?
N2 C3 1.4188(15) . ?
N2 C16 1.4425(15) . ?
C1 C28 1.4650(16) . ?
C2 H2 0.981(15) . ?
C2 C3 1.3749(17) . ?
C4 C5 1.3971(17) . ?
C4 C9 1.4063(17) . ?
C5 C6 1.3987(17) . ?
C5 C10 1.5175(18) . ?
C6 H6 1.005(15) . ?
C6 C7 1.381(2) . ?
C7 H7 1.010(17) . ?
C7 C8 1.381(2) . ?
C8 H8 0.989(17) . ?
C8 C9 1.3943(17) . ?
C9 C13 1.5184(18) . ?
C10 H10 0.993(15) . ?
C10 C11 1.531(2) . ?
C10 C12 1.528(2) . ?
C11 H11A 1.01(2) . ?
C11 H11B 1.00(2) . ?
C11 H11C 1.016(19) . ?
C12 H12A 0.99(2) . ?
C12 H12B 1.022(19) . ?
C12 H12C 1.03(2) . ?
C13 H13 0.988(17) . ?
C13 C14 1.510(2) . ?
C13 C15 1.513(2) . ?
C14 H14A 1.02(2) . ?
C14 H14B 1.00(3) . ?
C14 H14C 0.95(3) . ?
C15 H15A 1.04(2) . ?
C15 H15B 1.02(3) . ?
C15 H15C 0.96(3) . ?
C16 C17 1.4015(18) . ?
C16 C21 1.3979(18) . ?
C17 C18 1.3936(18) . ?
C17 C22 1.5230(18) . ?
C18 H18 1.002(17) . ?
C18 C19 1.390(2) . ?
C19 H19 1.004(17) . ?
C19 C20 1.376(2) . ?
C20 H20 0.978(18) . ?
C20 C21 1.3940(18) . ?
C21 C25 1.514(2) . ?
C22 H22 1.015(16) . ?
C22 C23 1.519(2) . ?
C22 C24 1.527(2) . ?
C23 H23A 1.004(19) . ?
C23 H23B 1.007(19) . ?
C23 H23C 1.05(2) . ?
C24 H24A 1.038(19) . ?
C24 H24B 1.02(2) . ?
C24 H24C 1.03(2) . ?
C25 H25 0.997(18) . ?
C25 C26 1.528(2) . ?
C25 C27 1.534(2) . ?
C26 H26A 1.022(19) . ?
C26 H26B 0.99(2) . ?
C26 H26C 1.05(2) . ?
C27 H27A 1.05(2) . ?
C27 H27B 1.03(2) . ?
C27 H27C 1.01(2) . ?
C28 C29 1.3922(17) . ?
C28 C33 1.3950(17) . ?
C29 H29 1.007(17) . ?
C29 C30 1.3850(17) . ?
C30 H30 0.991(16) . ?
C30 C31 1.3970(17) . ?
C31 C32 1.3937(18) . ?
C31 C34 1.4862(16) . ?
C32 H32 1.014(16) . ?
C32 C33 1.3872(17) . ?
C33 H33 1.006(16) . ?
C34 C35 1.3947(19) . ?
C34 C39 1.3983(18) . ?
C35 H35 1.013(16) . ?
C35 C36 1.3907(18) . ?
C36 H36 1.012(18) . ?
C36 C37 1.382(2) . ?
C37 H37 1.004(19) . ?
C37 C38 1.382(2) . ?
C38 H38 1.002(19) . ?
C38 C39 1.3874(19) . ?
C39 H39 0.993(16) . ?

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 C2 107.68(10) . . ?
C1 N1 C4 125.92(10) . . ?
C2 N1 C4 125.20(10) . . ?
C1 N2 C3 113.83(10) . . ?
C1 N2 C16 123.47(10) . . ?
C3 N2 C16 122.63(10) . . ?
N1 C1 N2 106.20(10) . . ?
N1 C1 C28 124.91(10) . . ?
N2 C1 C28 128.89(10) . . ?
N1 C2 H2 116.7(9) . . ?
C3 C2 N1 111.78(11) . . ?
C3 C2 H2 131.5(9) . . ?
C2 C3 N2 100.51(10) . . ?
C5 C4 N1 118.95(11) . . ?
C5 C4 C9 123.04(11) . . ?
C9 C4 N1 117.98(11) . . ?
C4 C5 C6 117.22(12) . . ?
C4 C5 C10 122.69(11) . . ?
C6 C5 C10 120.09(12) . . ?
C5 C6 H6 119.1(9) . . ?
C7 C6 C5 121.01(12) . . ?
C7 C6 H6 119.9(9) . . ?
C6 C7 H7 118.2(9) . . ?
C6 C7 C8 120.50(12) . . ?
C8 C7 H7 121.3(9) . . ?
C7 C8 H8 119.1(9) . . ?
C7 C8 C9 121.19(12) . . ?
C9 C8 H8 119.7(10) . . ?
C4 C9 C13 122.38(11) . . ?
C8 C9 C4 117.03(12) . . ?
C8 C9 C13 120.56(11) . . ?
C5 C10 H10 108.5(9) . . ?
C5 C10 C11 110.86(12) . . ?
C5 C10 C12 111.55(12) . . ?
C11 C10 H10 108.2(8) . . ?
C12 C10 H10 107.2(9) . . ?
C12 C10 C11 110.43(13) . . ?
C10 C11 H11A 110.3(11) . . ?
C10 C11 H11B 110.3(11) . . ?
C10 C11 H11C 111.5(10) . . ?
H11A C11 H11B 107.0(15) . . ?
H11A C11 H11C 109.9(15) . . ?
H11B C11 H11C 107.7(15) . . ?
C10 C12 H12A 109.1(11) . . ?
C10 C12 H12B 111.2(10) . . ?
C10 C12 H12C 114.6(11) . . ?
H12A C12 H12B 108.7(14) . . ?
H12A C12 H12C 108.1(15) . . ?
H12B C12 H12C 105.0(15) . . ?
C9 C13 H13 108.7(9) . . ?
C14 C13 C9 110.54(12) . . ?
C14 C13 H13 105.8(9) . . ?
C14 C13 C15 111.21(17) . . ?
C15 C13 C9 113.39(13) . . ?
C15 C13 H13 106.8(9) . . ?
C13 C14 H14A 111.6(12) . . ?
C13 C14 H14B 112.8(15) . . ?
C13 C14 H14C 107.0(17) . . ?
H14A C14 H14B 112.6(19) . . ?
H14A C14 H14C 110(2) . . ?
H14B C14 H14C 103(2) . . ?
C13 C15 H15A 110.2(11) . . ?
C13 C15 H15B 109.4(14) . . ?
C13 C15 H15C 109.2(15) . . ?
H15A C15 H15B 112.2(18) . . ?
H15A C15 H15C 114.6(18) . . ?
H15B C15 H15C 101(2) . . ?
C17 C16 N2 117.64(11) . . ?
C21 C16 N2 119.52(11) . . ?
C21 C16 C17 122.83(11) . . ?
C16 C17 C22 121.99(11) . . ?
C18 C17 C16 117.37(12) . . ?
C18 C17 C22 120.65(12) . . ?
C17 C18 H18 118.6(10) . . ?
C19 C18 C17 120.83(13) . . ?
C19 C18 H18 120.6(10) . . ?
C18 C19 H19 120.1(10) . . ?
C20 C19 C18 120.38(13) . . ?
C20 C19 H19 119.6(10) . . ?
C19 C20 H20 119.7(10) . . ?
C19 C20 C21 121.17(13) . . ?
C21 C20 H20 119.1(10) . . ?
C16 C21 C25 122.78(11) . . ?
C20 C21 C16 117.40(12) . . ?
C20 C21 C25 119.82(12) . . ?
C17 C22 H22 107.4(9) . . ?
C17 C22 C24 113.05(12) . . ?
C23 C22 C17 110.58(12) . . ?
C23 C22 H22 107.5(9) . . ?
C23 C22 C24 110.91(13) . . ?
C24 C22 H22 107.0(9) . . ?
C22 C23 H23A 107.1(11) . . ?
C22 C23 H23B 110.7(10) . . ?
C22 C23 H23C 111.1(11) . . ?
H23A C23 H23B 107.2(15) . . ?
H23A C23 H23C 111.4(16) . . ?
H23B C23 H23C 109.4(15) . . ?
C22 C24 H24A 110.7(10) . . ?
C22 C24 H24B 111.1(11) . . ?
C22 C24 H24C 109.6(12) . . ?
H24A C24 H24B 108.0(15) . . ?
H24A C24 H24C 108.5(15) . . ?
H24B C24 H24C 108.9(16) . . ?
C21 C25 H25 108.7(10) . . ?
C21 C25 C26 111.39(13) . . ?
C21 C25 C27 110.95(14) . . ?
C26 C25 H25 108.7(10) . . ?
C26 C25 C27 109.57(13) . . ?
C27 C25 H25 107.3(10) . . ?
C25 C26 H26A 111.2(10) . . ?
C25 C26 H26B 112.5(12) . . ?
C25 C26 H26C 111.1(11) . . ?
H26A C26 H26B 106.2(15) . . ?
H26A C26 H26C 105.4(15) . . ?
H26B C26 H26C 110.2(16) . . ?
C25 C27 H27A 111.3(12) . . ?
C25 C27 H27B 108.1(12) . . ?
C25 C27 H27C 110.3(13) . . ?
H27A C27 H27B 108.8(17) . . ?
H27A C27 H27C 109.6(17) . . ?
H27B C27 H27C 108.6(17) . . ?
C29 C28 C1 122.22(11) . . ?
C29 C28 C33 118.04(11) . . ?
C33 C28 C1 119.74(11) . . ?
C28 C29 H29 119.8(10) . . ?
C30 C29 C28 120.82(12) . . ?
C30 C29 H29 119.3(10) . . ?
C29 C30 H30 118.7(9) . . ?
C29 C30 C31 121.62(12) . . ?
C31 C30 H30 119.6(9) . . ?
C30 C31 C34 121.36(11) . . ?
C32 C31 C30 117.06(11) . . ?
C32 C31 C34 121.56(11) . . ?
C31 C32 H32 120.1(9) . . ?
C33 C32 C31 121.63(12) . . ?
C33 C32 H32 118.2(9) . . ?
C28 C33 H33 119.4(9) . . ?
C32 C33 C28 120.72(12) . . ?
C32 C33 H33 119.9(9) . . ?
C35 C34 C31 120.82(11) . . ?
C35 C34 C39 117.81(12) . . ?
C39 C34 C31 121.33(12) . . ?
C34 C35 H35 120.6(9) . . ?
C36 C35 C34 121.37(13) . . ?
C36 C35 H35 118.0(9) . . ?
C35 C36 H36 116.9(10) . . ?
C37 C36 C35 119.95(14) . . ?
C37 C36 H36 123.1(10) . . ?
C36 C37 H37 120.2(10) . . ?
C38 C37 C36 119.46(13) . . ?
C38 C37 H37 120.3(10) . . ?
C37 C38 H38 120.4(11) . . ?
C37 C38 C39 120.80(14) . . ?
C39 C38 H38 118.8(11) . . ?
C34 C39 H39 119.8(9) . . ?
C38 C39 C34 120.60(14) . . ?
C38 C39 H39 119.6(9) . . ?

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
N1 C1 C28 C29 136.85(13) . . . . ?
N1 C1 C28 C33 -41.95(18) . . . . ?
N1 C2 C3 N2 0.34(13) . . . . ?
N1 C4 C5 C6 177.33(11) . . . . ?
N1 C4 C5 C10 -3.13(18) . . . . ?
N1 C4 C9 C8 -178.31(11) . . . . ?
N1 C4 C9 C13 -0.22(17) . . . . ?
N2 C1 C28 C29 -42.68(19) . . . . ?
N2 C1 C28 C33 138.52(13) . . . . ?
N2 C16 C17 C18 -179.73(11) . . . . ?
N2 C16 C17 C22 0.70(17) . . . . ?
N2 C16 C21 C20 178.63(11) . . . . ?
N2 C16 C21 C25 -0.84(19) . . . . ?
C1 N1 C2 C3 -0.18(14) . . . . ?
C1 N1 C4 C5 113.59(14) . . . . ?
C1 N1 C4 C9 -68.07(16) . . . . ?
C1 N2 C3 C2 -0.41(14) . . . . ?
C1 N2 C16 C17 99.25(14) . . . . ?
C1 N2 C16 C21 -80.23(15) . . . . ?
C1 C28 C29 C30 -176.35(12) . . . . ?
C1 C28 C33 C32 176.46(12) . . . . ?
C2 N1 C1 N2 -0.08(13) . . . . ?
C2 N1 C1 C28 -179.70(11) . . . . ?
C2 N1 C4 C5 -80.47(15) . . . . ?
C2 N1 C4 C9 97.87(14) . . . . ?
C3 N2 C1 N1 0.32(14) . . . . ?
C3 N2 C1 C28 179.92(12) . . . . ?
C3 N2 C16 C17 -77.38(15) . . . . ?
C3 N2 C16 C21 103.13(14) . . . . ?
C4 N1 C1 N2 167.89(11) . . . . ?
C4 N1 C1 C28 -11.73(19) . . . . ?
C4 N1 C2 C3 -168.26(11) . . . . ?
C4 C5 C6 C7 1.11(19) . . . . ?
C4 C5 C10 C11 110.28(14) . . . . ?
C4 C5 C10 C12 -126.21(14) . . . . ?
C4 C9 C13 C14 -96.28(19) . . . . ?
C4 C9 C13 C15 138.06(16) . . . . ?
C5 C4 C9 C8 -0.04(18) . . . . ?
C5 C4 C9 C13 178.05(11) . . . . ?
C5 C6 C7 C8 -0.3(2) . . . . ?
C6 C5 C10 C11 -70.19(17) . . . . ?
C6 C5 C10 C12 53.32(17) . . . . ?
C6 C7 C8 C9 -0.7(2) . . . . ?
C7 C8 C9 C4 0.85(19) . . . . ?
C7 C8 C9 C13 -177.27(12) . . . . ?
C8 C9 C13 C14 81.74(19) . . . . ?
C8 C9 C13 C15 -43.9(2) . . . . ?
C9 C4 C5 C6 -0.92(18) . . . . ?
C9 C4 C5 C10 178.62(12) . . . . ?
C10 C5 C6 C7 -178.44(13) . . . . ?
C16 N2 C1 N1 -176.59(11) . . . . ?
C16 N2 C1 C28 3.01(19) . . . . ?
C16 N2 C3 C2 176.53(11) . . . . ?
C16 C17 C18 C19 1.0(2) . . . . ?
C16 C17 C22 C23 102.46(15) . . . . ?
C16 C17 C22 C24 -132.50(14) . . . . ?
C16 C21 C25 C26 -125.24(14) . . . . ?
C16 C21 C25 C27 112.40(15) . . . . ?
C17 C16 C21 C20 -0.82(19) . . . . ?
C17 C16 C21 C25 179.71(12) . . . . ?
C17 C18 C19 C20 -0.6(2) . . . . ?
C18 C17 C22 C23 -77.09(16) . . . . ?
C18 C17 C22 C24 47.94(17) . . . . ?
C18 C19 C20 C21 -0.5(2) . . . . ?
C19 C20 C21 C16 1.2(2) . . . . ?
C19 C20 C21 C25 -179.30(14) . . . . ?
C20 C21 C25 C26 55.30(18) . . . . ?
C20 C21 C25 C27 -67.06(17) . . . . ?
C21 C16 C17 C18 -0.27(18) . . . . ?
C21 C16 C17 C22 -179.84(12) . . . . ?
C22 C17 C18 C19 -179.42(13) . . . . ?
C28 C29 C30 C31 0.2(2) . . . . ?
C29 C28 C33 C32 -2.39(19) . . . . ?
C29 C30 C31 C32 -2.93(19) . . . . ?
C29 C30 C31 C34 175.33(12) . . . . ?
C30 C31 C32 C33 3.01(19) . . . . ?
C30 C31 C34 C35 -17.59(18) . . . . ?
C30 C31 C34 C39 164.87(13) . . . . ?
C31 C32 C33 C28 -0.4(2) . . . . ?
C31 C34 C35 C36 -178.05(12) . . . . ?
C31 C34 C39 C38 177.10(12) . . . . ?
C32 C31 C34 C35 160.59(12) . . . . ?
C32 C31 C34 C39 -16.96(18) . . . . ?
C33 C28 C29 C30 2.48(19) . . . . ?
C34 C31 C32 C33 -175.24(12) . . . . ?
C34 C35 C36 C37 0.8(2) . . . . ?
C35 C34 C39 C38 -0.5(2) . . . . ?
C35 C36 C37 C38 -0.2(2) . . . . ?
C36 C37 C38 C39 -0.7(2) . . . . ?
C37 C38 C39 C34 1.1(2) . . . . ?
C39 C34 C35 C36 -0.42(19) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.250 0.125 61.5 0.0 ?
2 0.000 0.750 0.875 61.5 0.0 ?
3 0.250 0.500 -0.514 505.6 112.4 '0.5 C7 H8'
4 0.250 1.000 -0.493 505.6 112.4 '0.5 C7 H8'
5 0.500 0.250 0.375 61.5 0.0 ?
6 0.500 0.750 0.625 61.5 0.0 ?
7 0.750 0.500 -0.993 505.6 112.4 '0.5 C7 H8'
8 0.750 0.000 -0.014 505.6 112.4 '0.5 C7 H8'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2019-06-27
_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 2.309
_oxdiff_exptl_absorpt_empirical_full_min 0.365
