# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_rja240002_fa
_database_code_depnum_ccdc_archive 'CCDC 2362628'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-06-13 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2024-01-25
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 I N2 O'
_chemical_formula_sum            'C24 H25 I N2 O'
_chemical_formula_weight         484.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H25 I1 N2 O1'
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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   8.6576(3)
_cell_length_b                   11.4823(4)
_cell_length_c                   11.8769(5)
_cell_angle_alpha                70.882(4)
_cell_angle_beta                 79.329(3)
_cell_angle_gamma                82.137(3)
_cell_volume                     1092.57(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7033
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      72.1360
_cell_measurement_theta_min      4.0210
_shelx_estimated_absorpt_T_max   0.893
_shelx_estimated_absorpt_T_min   0.389
_exptl_absorpt_coefficient_mu    11.628
_exptl_absorpt_correction_T_max  0.858
_exptl_absorpt_correction_T_min  0.516
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             488
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 7 0.0272
5 1 5 0.0277
0 1 -7 0.0275
-4 -2 4 0.0267
1 -7 -2 0.0010
-1 7 2 0.0126
-5 -2 -4 0.0514

_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
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
1.3536 -0.2437 7.1615 0.0657 0.0907 0.9937
4.6125 1.2142 5.3895 0.4519 0.5936 0.6659
0.1582 0.8006 -6.8735 0.1001 0.1260 -0.9870
-3.9654 -1.9263 3.5738 -0.4869 -0.6331 0.6017
1.3947 -6.8982 -1.8025 0.8460 -0.5165 0.1323
-1.3947 6.8982 1.8025 -0.8460 0.5165 -0.1323
-5.0999 -2.2127 -4.4577 -0.4556 -0.7482 -0.4823

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10702
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.236
_diffrn_reflns_theta_min         3.984
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -83.00   0.50    1.01    --  -92.45 125.00 -60.00   52
  2  ω   -111.00 -35.00   0.50    1.01    --  -92.45 125.00-120.00  152
  3  ω    -49.00 -19.00   0.50    1.01    --  -92.45 125.00 -60.00   60
  4  ω   -112.00 -62.00   0.50    1.01    --  -92.45 125.00 120.00  100
  5  ω    -99.00 -46.00   0.50    1.01    --  -92.45  77.00 120.00  106
  6  ω    -51.00 -14.00   0.50    1.01    --  -92.45  45.00 150.00   74
  7  ω    -45.00 -12.00   0.50    1.01    --  -92.45  45.00  60.00   66
  8  ω     -8.00  18.00   0.50    1.01    --  -46.98  12.00  96.00   52
  9  ω    -70.00 -17.00   0.50    1.01    --  -92.45  61.00-120.00  106
 10  ω    -44.00 -12.00   0.50    1.01    --  -92.45  45.00-180.00   64
 11  ω    -40.00 -11.00   0.50    1.01    --  -92.45  45.00-150.00   58
 12  ω      4.00  32.00   0.50    1.01    --  -46.98  19.00-120.00   56
 13  ω   -112.00 -19.00   0.50    1.01    --  -46.98 -12.00 -75.00  186
 14  ω   -172.00 -23.00   0.50    1.01    --  -92.45 -12.00 -75.00  298
 15  ω    -20.00  77.00   0.50    1.01    --   45.85 -77.00-180.00  194
 16  ω     61.00  93.00   0.50    1.01    --   97.10 -77.00 -60.00   64
 17  ω     31.00  56.00   0.50    1.01    --   97.10 -77.00 -60.00   50
 18  ω     41.00  70.00   0.50    1.01    --  108.07 -61.00 -60.00   58
 19  ω     74.00 102.00   0.50    1.01    --  108.07 -77.00-180.00   56
 20  ω     32.00  62.00   0.50    1.01    --  108.07 -61.00-150.00   60
 21  ω     17.00  43.00   0.50    1.01    --   97.10 -45.00-180.00   52
 22  ω     21.00  47.00   0.50    1.01    --   97.10 -45.00-150.00   52
 23  ω     17.00  50.00   0.50    1.01    --   97.10 -45.00-120.00   66
 24  ω     36.00  62.00   0.50    1.01    --  108.07 -61.00  60.00   52
 25  ω     18.00  47.00   0.50    1.01    --   97.10 -45.00 150.00   58
 26  ω     64.00 111.00   0.50    1.01    --   97.10  12.00  96.00   94
 27  ω     72.00 163.00   0.50    1.01    --  108.07  12.00  96.00  182
 28  ω     35.00  60.00   0.50    1.01    --   97.10  12.00  96.00   50
 29  ω     39.00 118.00   0.50    1.01    --   45.85  12.00  96.00  158
 30  ω    153.00 178.00   0.50    1.01    --  108.07  45.00 -90.00   50
 31  ω     35.00  82.00   0.50    1.01    --  108.07 -95.00  30.00   94
 32  ω     39.00  64.00   0.50    1.01    --  108.07-125.00 120.00   50
 33  ω     46.00  77.00   0.50    1.01    --   97.10 -95.00 150.00   62
 34  ω     87.00 112.00   0.50    1.01    --  108.07-125.00 120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1460133000
_diffrn_orient_matrix_UB_12      -0.0875245000
_diffrn_orient_matrix_UB_13      -0.0213975000
_diffrn_orient_matrix_UB_21      0.1081135000
_diffrn_orient_matrix_UB_22      0.0978995000
_diffrn_orient_matrix_UB_23      -0.0044346000
_diffrn_orient_matrix_UB_31      -0.0013087000
_diffrn_orient_matrix_UB_32      -0.0552792000
_diffrn_orient_matrix_UB_33      0.1371224000
_diffrn_oxdiff_digest_frames     
;
0197dd7e5a3021e6522763bfd0bf5e6c48029825b5c
;
_diffrn_oxdiff_digest_hkl        
;
01b657ec46f6d091fb4e48520943f83fd9bf83
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3809
_reflns_number_total             4218
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.719
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.00068(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4218
_refine_ls_number_restraints     234
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.081
_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)+(0.0421P)²+0.9435P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0853
_refine_special_details          
;
One methyl and iodo substituent have been modelled as 
subsitutionally disordered over two sites on one of the 
phenyl groups in this structure. The occupancies of the 
two sites were refined independently of the atomic 
displacement parameters. The bond distances for each 
substituent type were restrained using the SADI card and 
the displacement parameters restrained using the SIMU 
card or constrained using the EADP card in the case of the 
iodine atom of highest occupancy and the carbon atom of 
lowest occupancy.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 I1A-C18 \\sim I1B-C22
 with sigma of 0.02
 C24B-C18 \\sim C24A-C22
 with sigma of 0.02
 C24B-C19 \\sim C24B-C17
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
I1B \\sim C24A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 2A
Uanis(I1A) = Uanis(C24B)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: I1A(0.9015) C24A(0.9015) H24A(0.9015) H24B(0.9015) H24C(0.9015)
 I1B(0.0985) C24B(0.0985) H24F(0.0985) H24D(0.0985) H24E(0.0985)
6.a Ternary CH refined with riding coordinates:
 C4(H4)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B)
6.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16), C19(H19), C21(H21)
6.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C23(H23A,H23B,H23C), C24A(H24A,H24B,H24C), C24B(H24F,H24D,
 H24E)
;
_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
O1 O 0.6179(3) 0.3136(2) 0.4970(2) 0.0360(5) Uani 1 1 d . . . . .
N1 N 0.7442(3) 0.2333(2) 0.6600(2) 0.0260(5) Uani 1 1 d . . . . .
N2 N 0.9406(3) 0.5521(3) 0.6632(3) 0.0352(6) Uani 1 1 d . . . . .
C1 C 0.6977(4) 0.2287(3) 0.5577(3) 0.0301(7) Uani 1 1 d . . . . .
C2 C 0.7564(4) 0.1138(3) 0.5210(3) 0.0344(7) Uani 1 1 d . . . . .
H2A H 0.872464 0.111619 0.498244 0.041 Uiso 1 1 calc R U . . .
H2B H 0.731735 0.039586 0.590814 0.041 Uiso 1 1 calc R U . . .
C3 C 0.6830(5) 0.1094(4) 0.4164(4) 0.0506(10) Uani 1 1 d . . . . .
H3A H 0.710607 0.180892 0.346020 0.076 Uiso 1 1 calc R U . . .
H3B H 0.568054 0.111298 0.438500 0.076 Uiso 1 1 calc R U . . .
H3C H 0.722741 0.033041 0.396939 0.076 Uiso 1 1 calc R U . . .
C4 C 0.7211(4) 0.3473(3) 0.6973(3) 0.0269(6) Uani 1 1 d . . . . .
H4 H 0.803903 0.337765 0.748993 0.032 Uiso 1 1 calc R U . . .
C5 C 0.7529(4) 0.4657(3) 0.5915(3) 0.0300(7) Uani 1 1 d . . . . .
H5A H 0.841234 0.448054 0.531770 0.036 Uiso 1 1 calc R U . . .
H5B H 0.658157 0.495546 0.551179 0.036 Uiso 1 1 calc R U . . .
C6 C 0.7938(4) 0.5641(3) 0.6376(3) 0.0281(6) Uani 1 1 d . . . . .
C7 C 0.6843(4) 0.6598(3) 0.6528(3) 0.0332(7) Uani 1 1 d . . . . .
H7 H 0.580041 0.664392 0.636161 0.040 Uiso 1 1 calc R U . . .
C8 C 0.7298(5) 0.7489(3) 0.6928(3) 0.0407(8) Uani 1 1 d . . . . .
H8 H 0.657263 0.815529 0.704069 0.049 Uiso 1 1 calc R U . . .
C9 C 0.8819(5) 0.7391(3) 0.7157(3) 0.0420(8) Uani 1 1 d . . . . .
H9 H 0.916857 0.799605 0.741782 0.050 Uiso 1 1 calc R U . . .
C10 C 0.9825(4) 0.6399(3) 0.7001(3) 0.0398(8) Uani 1 1 d . . . . .
H10 H 1.087153 0.633417 0.716562 0.048 Uiso 1 1 calc R U . . .
C11 C 0.5651(4) 0.3611(3) 0.7762(3) 0.0278(6) Uani 1 1 d . . . . .
C12 C 0.4227(4) 0.3806(3) 0.7317(3) 0.0358(7) Uani 1 1 d . . . . .
H12 H 0.422008 0.382338 0.651240 0.043 Uiso 1 1 calc R U . . .
C13 C 0.2820(4) 0.3974(3) 0.8042(4) 0.0425(8) Uani 1 1 d . . . . .
H13 H 0.185027 0.409402 0.773793 0.051 Uiso 1 1 calc R U . . .
C14 C 0.2823(4) 0.3967(4) 0.9203(4) 0.0455(9) Uani 1 1 d . . . . .
H14 H 0.185707 0.409881 0.969275 0.055 Uiso 1 1 calc R U . . .
C15 C 0.4218(5) 0.3770(4) 0.9655(4) 0.0461(9) Uani 1 1 d . . . . .
H15 H 0.421707 0.375080 1.046096 0.055 Uiso 1 1 calc R U . . .
C16 C 0.5631(4) 0.3599(3) 0.8932(3) 0.0350(7) Uani 1 1 d . . . . .
H16 H 0.659552 0.347150 0.924504 0.042 Uiso 1 1 calc R U . . .
C17 C 0.8210(3) 0.1280(3) 0.7383(3) 0.0258(6) Uani 1 1 d D . . . .
C18 C 0.7364(3) 0.0330(3) 0.8227(3) 0.0272(6) Uani 1 1 d D . . . .
C19 C 0.8102(4) -0.0662(3) 0.9008(3) 0.0296(6) Uani 1 1 d D . . . .
H19 H 0.749868 -0.129233 0.957322 0.036 Uiso 1 1 calc R U . . .
C20 C 0.9726(4) -0.0746(3) 0.8974(3) 0.0334(7) Uani 1 1 d . . . . .
C21 C 1.0566(4) 0.0188(3) 0.8130(3) 0.0325(7) Uani 1 1 d . . . . .
H21 H 1.167768 0.013338 0.809283 0.039 Uiso 1 1 calc R U . . .
C22 C 0.9850(4) 0.1195(3) 0.7340(3) 0.0305(7) Uani 1 1 d D . . . .
C23 C 1.0570(5) -0.1835(3) 0.9787(4) 0.0421(8) Uani 1 1 d . . . . .
H23A H 0.981820 -0.225301 1.048121 0.063 Uiso 1 1 calc R U . . .
H23B H 1.140077 -0.155144 1.006865 0.063 Uiso 1 1 calc R U . . .
H23C H 1.104092 -0.241330 0.934320 0.063 Uiso 1 1 calc R U . . .
I1A I 0.49570(3) 0.03357(2) 0.82431(2) 0.03447(11) Uani 0.9015 1 d D . P A 1
C24A C 1.0836(10) 0.2189(11) 0.6416(9) 0.0279(17) Uani 0.9015 1 d D U P B 1
H24A H 1.195688 0.194902 0.647041 0.042 Uiso 0.9015 1 calc R U P B 1
H24B H 1.054197 0.297855 0.658084 0.042 Uiso 0.9015 1 calc R U P B 1
H24C H 1.064095 0.227573 0.560433 0.042 Uiso 0.9015 1 calc R U P B 1
I1B I 1.1230(6) 0.2217(6) 0.6198(6) 0.0358(10) Uani 0.0985 1 d D U P B 2
C24B C 0.559(2) 0.043(2) 0.823(3) 0.03447(11) Uani 0.0985 1 d D . P A 2
H24F H 0.538640 0.043817 0.743922 0.052 Uiso 0.0985 1 calc R U P A 2
H24D H 0.510970 0.119076 0.838981 0.052 Uiso 0.0985 1 calc R U P A 2
H24E H 0.513347 -0.028575 0.885402 0.052 Uiso 0.0985 1 calc R U P A 2


_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 C1 1.219(4) . ?
N1 C1 1.369(4) . ?
N1 C4 1.492(4) . ?
N1 C17 1.428(4) . ?
N2 C6 1.340(4) . ?
N2 C10 1.337(4) . ?
C1 C2 1.517(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.514(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4 1.0000 . ?
C4 C5 1.536(4) . ?
C4 C11 1.515(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.513(4) . ?
C6 C7 1.386(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.376(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.378(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.392(4) . ?
C11 C16 1.382(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.377(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.373(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.389(5) . ?
C16 H16 0.9500 . ?
C17 C18 1.400(4) . ?
C17 C22 1.403(4) . ?
C18 C19 1.377(4) . ?
C18 I1A 2.080(3) . ?
C18 C24B 1.52(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.390(5) . ?
C20 C21 1.387(5) . ?
C20 C23 1.501(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.382(5) . ?
C22 C24A 1.527(9) . ?
C22 I1B 1.839(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24A H24A 0.9800 . ?
C24A H24B 0.9800 . ?
C24A H24C 0.9800 . ?
C24B H24F 0.9800 . ?
C24B H24D 0.9800 . ?
C24B H24E 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
C1 N1 C4 123.1(3) . . ?
C1 N1 C17 121.7(2) . . ?
C17 N1 C4 115.3(2) . . ?
C10 N2 C6 117.5(3) . . ?
O1 C1 N1 122.2(3) . . ?
O1 C1 C2 121.7(3) . . ?
N1 C1 C2 116.1(3) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 C1 112.4(3) . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 H4 105.5 . . ?
N1 C4 C5 113.3(3) . . ?
N1 C4 C11 114.2(2) . . ?
C5 C4 H4 105.5 . . ?
C11 C4 H4 105.5 . . ?
C11 C4 C5 111.8(3) . . ?
C4 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 C4 109.5(3) . . ?
C6 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
N2 C6 C5 116.0(3) . . ?
N2 C6 C7 122.7(3) . . ?
C7 C6 C5 121.4(3) . . ?
C6 C7 H7 120.6 . . ?
C6 C7 C8 118.7(3) . . ?
C8 C7 H7 120.6 . . ?
C7 C8 H8 120.6 . . ?
C9 C8 C7 118.9(3) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.7(3) . . ?
C10 C9 H9 120.7 . . ?
N2 C10 C9 123.5(3) . . ?
N2 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C12 C11 C4 121.3(3) . . ?
C16 C11 C4 119.8(3) . . ?
C16 C11 C12 118.8(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.1(4) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.9(4) . . ?
C16 C15 H15 120.1 . . ?
C11 C16 C15 120.8(3) . . ?
C11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C18 C17 N1 121.8(3) . . ?
C18 C17 C22 118.3(3) . . ?
C22 C17 N1 119.9(3) . . ?
C17 C18 I1A 120.0(2) . . ?
C17 C18 C24B 117.1(8) . . ?
C19 C18 C17 121.6(3) . . ?
C19 C18 I1A 118.3(2) . . ?
C19 C18 C24B 121.2(8) . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 C23 121.5(3) . . ?
C21 C20 C19 118.1(3) . . ?
C21 C20 C23 120.4(3) . . ?
C20 C21 H21 118.7 . . ?
C22 C21 C20 122.7(3) . . ?
C22 C21 H21 118.7 . . ?
C17 C22 C24A 120.5(5) . . ?
C17 C22 I1B 126.1(3) . . ?
C21 C22 C17 119.0(3) . . ?
C21 C22 C24A 120.5(5) . . ?
C21 C22 I1B 114.5(3) . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24A H24A 109.5 . . ?
C22 C24A H24B 109.5 . . ?
C22 C24A H24C 109.5 . . ?
H24A C24A H24B 109.5 . . ?
H24A C24A H24C 109.5 . . ?
H24B C24A H24C 109.5 . . ?
C18 C24B H24F 109.5 . . ?
C18 C24B H24D 109.5 . . ?
C18 C24B H24E 109.5 . . ?
H24F C24B H24D 109.5 . . ?
H24F C24B H24E 109.5 . . ?
H24D C24B H24E 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
O1 C1 C2 C3 -9.5(5) . . . . ?
N1 C1 C2 C3 172.8(3) . . . . ?
N1 C4 C5 C6 -156.6(3) . . . . ?
N1 C4 C11 C12 -66.7(4) . . . . ?
N1 C4 C11 C16 116.1(3) . . . . ?
N1 C17 C18 C19 -177.7(3) . . . . ?
N1 C17 C18 I1A 6.5(4) . . . . ?
N1 C17 C18 C24B 3.5(19) . . . . ?
N1 C17 C22 C21 178.0(3) . . . . ?
N1 C17 C22 C24A -3.2(7) . . . . ?
N1 C17 C22 I1B -9.7(5) . . . . ?
N2 C6 C7 C8 1.9(5) . . . . ?
C1 N1 C4 C5 -40.2(4) . . . . ?
C1 N1 C4 C11 89.4(4) . . . . ?
C1 N1 C17 C18 -80.2(4) . . . . ?
C1 N1 C17 C22 101.6(3) . . . . ?
C4 N1 C1 O1 -8.5(5) . . . . ?
C4 N1 C1 C2 169.1(3) . . . . ?
C4 N1 C17 C18 100.6(3) . . . . ?
C4 N1 C17 C22 -77.7(3) . . . . ?
C4 C5 C6 N2 77.5(4) . . . . ?
C4 C5 C6 C7 -102.1(4) . . . . ?
C4 C11 C12 C13 -177.7(3) . . . . ?
C4 C11 C16 C15 177.6(3) . . . . ?
C5 C4 C11 C12 63.6(4) . . . . ?
C5 C4 C11 C16 -113.5(3) . . . . ?
C5 C6 C7 C8 -178.5(3) . . . . ?
C6 N2 C10 C9 1.6(6) . . . . ?
C6 C7 C8 C9 0.1(5) . . . . ?
C7 C8 C9 C10 -1.1(6) . . . . ?
C8 C9 C10 N2 0.3(6) . . . . ?
C10 N2 C6 C5 177.7(3) . . . . ?
C10 N2 C6 C7 -2.7(5) . . . . ?
C11 C4 C5 C6 72.7(3) . . . . ?
C11 C12 C13 C14 0.9(5) . . . . ?
C12 C11 C16 C15 0.3(5) . . . . ?
C12 C13 C14 C15 -1.2(6) . . . . ?
C13 C14 C15 C16 1.1(6) . . . . ?
C14 C15 C16 C11 -0.7(6) . . . . ?
C16 C11 C12 C13 -0.5(5) . . . . ?
C17 N1 C1 O1 172.3(3) . . . . ?
C17 N1 C1 C2 -10.1(4) . . . . ?
C17 N1 C4 C5 139.1(3) . . . . ?
C17 N1 C4 C11 -91.4(3) . . . . ?
C17 C18 C19 C20 -0.2(5) . . . . ?
C18 C17 C22 C21 -0.3(4) . . . . ?
C18 C17 C22 C24A 178.5(6) . . . . ?
C18 C17 C22 I1B 172.0(4) . . . . ?
C18 C19 C20 C21 -0.5(5) . . . . ?
C18 C19 C20 C23 -178.1(3) . . . . ?
C19 C20 C21 C22 0.8(5) . . . . ?
C20 C21 C22 C17 -0.4(5) . . . . ?
C20 C21 C22 C24A -179.2(6) . . . . ?
C20 C21 C22 I1B -173.5(4) . . . . ?
C22 C17 C18 C19 0.6(5) . . . . ?
C22 C17 C18 I1A -175.2(2) . . . . ?
C22 C17 C18 C24B -178.2(18) . . . . ?
C23 C20 C21 C22 178.4(3) . . . . ?
I1A C18 C19 C20 175.7(2) . . . . ?
C24B C18 C19 C20 178.5(19) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.549
_oxdiff_exptl_absorpt_empirical_full_min 0.804
####################################################################### 
# 
# 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_wpu23016
_database_code_depnum_ccdc_archive 'CCDC 2363258'
loop_
_audit_author_name
_audit_author_address
'Adrian C. Whitwood'
;University of York
United Kingdom
;
_audit_update_record             
;
2024-06-17 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        
N-(2-(tert-butyl)phenyl)-N-(1-phenyl-2-(pyridin-2-yl)ethyl)furan-2-carboxamide
_chemical_formula_moiety         'C28 H28 N2 O2'
_chemical_formula_sum            'C28 H28 N2 O2'
_chemical_formula_weight         424.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H28 N2 O2'
_chemical_oxdiff_usercomment     'Jack Wooton Jmw11-064-P'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.3156(3)
_cell_length_b                   15.8552(5)
_cell_length_c                   17.6204(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.442(3)
_cell_angle_gamma                90
_cell_volume                     2277.00(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2118
_cell_measurement_temperature    110.2(2)
_cell_measurement_theta_max      76.6100
_cell_measurement_theta_min      3.7750
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.908
_exptl_absorpt_coefficient_mu    0.613
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.92a (Rigaku Oxford Diffraction, 2023)
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_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             904
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 1 0.0253
0 -1 -1 0.0235
-1 0 0 0.0655
1 0 0 0.0766
0 1 -1 0.0258
0 -1 1 0.0327

_exptl_crystal_recrystallization_method 
'dichloromethane and hexane slow evaporation'
_exptl_crystal_size_max          0.161
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.049
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 1.0004 0.9998 0.1068 0.0723 0.0279
-0.0003 -1.0004 -0.9998 -0.1068 -0.0723 -0.0279
-1.0003 -0.0004 0.0004 -0.0464 0.0844 -0.1627
1.0003 0.0004 -0.0004 0.0464 -0.0844 0.1627
-0.0000 1.0002 -1.0000 0.0806 -0.0683 -0.0790
0.0000 -1.0002 1.0000 -0.0806 0.0683 0.0790

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13841
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.047
_diffrn_reflns_theta_max         67.047
_diffrn_reflns_theta_min         3.785
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.2(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -81.00   0.00   0.50    1.00    --  -48.64 105.00  51.00  162
  2  ω     51.00  76.00   0.50    1.00    --   48.64-105.00 -48.00   50
  3  ω     55.00  81.00   0.50    4.00    --  107.75-105.00 -48.00   52
  4  ω    121.00 176.00   0.50    4.00    --  107.75 105.00  51.00  110
  5  ω   -118.00 -75.00   0.50    1.00    --  -48.64-125.00-180.00   86
  6  ω   -107.00 -79.00   0.50    1.00    --  -48.64-125.00   0.00   56
  7  ω   -108.00 -73.00   0.50    1.00    --  -48.64-125.00 120.00   70
  8  ω   -117.00 -75.00   0.50    1.00    --  -48.64-125.00  30.00   84
  9  ω      2.00  81.00   0.50    1.00    --   48.64 -99.00-120.00  158
 10  ω     40.00 104.00   0.50    4.00    --  107.75 -99.00  30.00  128
 11  ω     38.00 112.00   0.50    4.00    --  107.75-125.00 -90.00  148
 12  ω     96.00 178.00   0.50    4.00    --  107.75  57.00-150.00  164
 13  ω     35.00  80.00   0.50    4.00    --  107.75 -37.00 -90.00   90
 14  ω     99.00 159.00   0.50    4.00    --  107.75  57.00-120.00  120
 15  ω     83.00 108.00   0.50    4.00    --  107.75 -37.00 -90.00   50
 16  ω     38.00  86.00   0.50    4.00    --  107.75 -99.00 120.00   96
 17  ω     72.00  97.00   0.50    4.00    --  107.75 -99.00   0.00   50
 18  ω     44.00  79.00   0.50    4.00    --  107.75-125.00-150.00   70
 19  ω     50.00 123.00   0.50    4.00    --  107.75 -57.00  90.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0463247000
_diffrn_orient_matrix_UB_12      0.0936531000
_diffrn_orient_matrix_UB_13      0.0130731000
_diffrn_orient_matrix_UB_21      -0.0843490000
_diffrn_orient_matrix_UB_22      0.0020443000
_diffrn_orient_matrix_UB_23      0.0703315000
_diffrn_orient_matrix_UB_31      0.1627132000
_diffrn_orient_matrix_UB_32      -0.0255674000
_diffrn_orient_matrix_UB_33      0.0533970000
_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                3554
_reflns_number_total             4055
_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 1.171.43.92a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.95a 64-bit (release 03-11-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.00102(15)
_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   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         4055
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0391P)²+0.5220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0792
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.80128(9) 0.33493(5) 0.19526(4) 0.02077(19) Uani 1 1 d . . . . .
O2 O 0.98068(10) 0.19368(5) 0.21649(5) 0.0275(2) Uani 1 1 d . . . . .
N2 N 0.70053(11) 0.31552(6) 0.30446(5) 0.0165(2) Uani 1 1 d . . . . .
N1 N 0.62529(12) 0.57600(6) 0.33328(6) 0.0224(2) Uani 1 1 d . . . . .
C7 C 0.62336(13) 0.40103(7) 0.29340(6) 0.0168(2) Uani 1 1 d . . . . .
C19 C 0.70944(13) 0.26958(7) 0.37584(6) 0.0169(2) Uani 1 1 d . . . . .
C5 C 0.53740(13) 0.52420(7) 0.36885(6) 0.0173(2) Uani 1 1 d . . . . .
C8 C 0.47793(13) 0.40429(7) 0.22568(6) 0.0178(2) Uani 1 1 d . . . . .
C14 C 0.78458(13) 0.28939(7) 0.24953(6) 0.0172(2) Uani 1 1 d . . . . .
C15 C 0.85759(13) 0.20349(7) 0.25733(6) 0.0194(2) Uani 1 1 d . . . . .
C24 C 0.57036(14) 0.22291(7) 0.38227(7) 0.0199(2) Uani 1 1 d . . . . .
C9 C 0.32823(14) 0.36620(7) 0.22852(7) 0.0202(2) Uani 1 1 d . . . . .
C21 C 0.84218(15) 0.21577(7) 0.49826(7) 0.0220(2) Uani 1 1 d . . . . .
C20 C 0.84980(13) 0.26929(7) 0.43543(6) 0.0188(2) Uani 1 1 d . . . . .
C6 C 0.57745(14) 0.43134(7) 0.36891(6) 0.0186(2) Uani 1 1 d . . . . .
C22 C 0.70578(15) 0.16854(7) 0.50427(7) 0.0238(3) Uani 1 1 d . . . . .
C13 C 0.49222(14) 0.44887(7) 0.15908(7) 0.0215(2) Uani 1 1 d . . . . .
C1 C 0.60132(15) 0.65916(7) 0.33893(7) 0.0241(3) Uani 1 1 d . . . . .
C10 C 0.19603(14) 0.37166(7) 0.16632(7) 0.0241(3) Uani 1 1 d . . . . .
C2 C 0.49343(15) 0.69448(8) 0.37986(7) 0.0248(3) Uani 1 1 d . . . . .
C23 C 0.56633(15) 0.17290(7) 0.44616(7) 0.0228(3) Uani 1 1 d . . . . .
C11 C 0.21227(15) 0.41611(7) 0.10062(7) 0.0250(3) Uani 1 1 d . . . . .
C16 C 0.83064(16) 0.12895(8) 0.29026(7) 0.0268(3) Uani 1 1 d . . . . .
C12 C 0.36066(15) 0.45471(8) 0.09698(7) 0.0251(3) Uani 1 1 d . . . . .
C25 C 1.01059(14) 0.32054(8) 0.44079(7) 0.0231(3) Uani 1 1 d . . . . .
C4 C 0.42203(15) 0.55432(8) 0.40952(7) 0.0250(3) Uani 1 1 d . . . . .
C17 C 0.94259(17) 0.06983(8) 0.26943(8) 0.0304(3) Uani 1 1 d . . . . .
C3 C 0.40089(16) 0.64054(8) 0.41545(8) 0.0298(3) Uani 1 1 d . . . . .
C18 C 1.03001(17) 0.11148(8) 0.22569(8) 0.0309(3) Uani 1 1 d . . . . .
C26 C 1.01604(16) 0.38622(9) 0.37757(7) 0.0285(3) Uani 1 1 d . . . . .
C27 C 1.04106(18) 0.36974(9) 0.51762(8) 0.0339(3) Uani 1 1 d . . . . .
C28 C 1.15281(16) 0.25856(10) 0.44066(9) 0.0355(3) Uani 1 1 d . . . . .
H24 H 0.4769(17) 0.2254(8) 0.3391(8) 0.022(3) Uiso 1 1 d . . . . .
H7 H 0.7053(15) 0.4385(8) 0.2812(7) 0.013(3) Uiso 1 1 d . . . . .
H13 H 0.5991(18) 0.4766(9) 0.1568(8) 0.027(3) Uiso 1 1 d . . . . .
H6A H 0.4842(17) 0.3980(9) 0.3811(7) 0.021(3) Uiso 1 1 d . . . . .
H9 H 0.3146(17) 0.3350(9) 0.2740(8) 0.027(3) Uiso 1 1 d . . . . .
H21 H 0.9352(18) 0.2128(9) 0.5402(8) 0.029(4) Uiso 1 1 d . . . . .
H23 H 0.4668(18) 0.1412(9) 0.4491(8) 0.029(4) Uiso 1 1 d . . . . .
H11 H 0.1197(17) 0.4211(9) 0.0569(8) 0.025(3) Uiso 1 1 d . . . . .
H6B H 0.6711(16) 0.4207(8) 0.4115(8) 0.018(3) Uiso 1 1 d . . . . .
H2 H 0.4841(17) 0.7554(10) 0.3824(8) 0.028(4) Uiso 1 1 d . . . . .
H26A H 1.0145(18) 0.3607(10) 0.3251(9) 0.034(4) Uiso 1 1 d . . . . .
H22 H 0.7096(17) 0.1352(9) 0.5513(8) 0.027(3) Uiso 1 1 d . . . . .
H10 H 0.0912(18) 0.3444(9) 0.1702(8) 0.029(4) Uiso 1 1 d . . . . .
H4 H 0.3590(19) 0.5142(10) 0.4342(9) 0.033(4) Uiso 1 1 d . . . . .
H3 H 0.324(2) 0.6630(11) 0.4445(10) 0.044(4) Uiso 1 1 d . . . . .
H1 H 0.6670(17) 0.6957(9) 0.3117(8) 0.027(3) Uiso 1 1 d . . . . .
H27A H 1.049(2) 0.3323(12) 0.5635(10) 0.048(5) Uiso 1 1 d . . . . .
H18 H 1.118(2) 0.0952(10) 0.2013(9) 0.041(4) Uiso 1 1 d . . . . .
H12 H 0.3713(18) 0.4867(9) 0.0509(9) 0.029(4) Uiso 1 1 d . . . . .
H27B H 1.146(2) 0.4024(10) 0.5233(9) 0.036(4) Uiso 1 1 d . . . . .
H26B H 1.123(2) 0.4165(10) 0.3929(9) 0.035(4) Uiso 1 1 d . . . . .
H16 H 0.754(2) 0.1179(10) 0.3224(9) 0.038(4) Uiso 1 1 d . . . . .
H28A H 1.136(2) 0.2266(11) 0.3907(10) 0.045(5) Uiso 1 1 d . . . . .
H26C H 0.9255(19) 0.4286(10) 0.3730(8) 0.031(4) Uiso 1 1 d . . . . .
H28B H 1.167(2) 0.2185(12) 0.4861(10) 0.051(5) Uiso 1 1 d . . . . .
H17 H 0.953(2) 0.0116(12) 0.2833(10) 0.046(5) Uiso 1 1 d . . . . .
H28C H 1.257(2) 0.2903(12) 0.4455(10) 0.052(5) Uiso 1 1 d . . . . .
H27C H 0.951(2) 0.4118(11) 0.5174(10) 0.045(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C14 1.2279(13) . ?
O2 C15 1.3718(13) . ?
O2 C18 1.3663(15) . ?
N2 C7 1.4960(14) . ?
N2 C19 1.4427(14) . ?
N2 C14 1.3657(14) . ?
N1 C5 1.3353(15) . ?
N1 C1 1.3402(15) . ?
C7 C8 1.5221(15) . ?
C7 C6 1.5324(15) . ?
C7 H7 0.960(13) . ?
C19 C24 1.3963(16) . ?
C19 C20 1.4065(16) . ?
C5 C6 1.5096(15) . ?
C5 C4 1.3909(16) . ?
C8 C9 1.3935(16) . ?
C8 C13 1.3949(16) . ?
C14 C15 1.4864(16) . ?
C15 C16 1.3547(17) . ?
C24 C23 1.3828(16) . ?
C24 H24 0.974(14) . ?
C9 C10 1.3925(17) . ?
C9 H9 0.968(15) . ?
C21 C20 1.4062(16) . ?
C21 C22 1.3807(18) . ?
C21 H21 0.959(15) . ?
C20 C25 1.5514(16) . ?
C6 H6A 0.996(14) . ?
C6 H6B 0.983(13) . ?
C22 C23 1.3881(18) . ?
C22 H22 0.978(15) . ?
C13 C12 1.3885(17) . ?
C13 H13 1.000(15) . ?
C1 C2 1.3768(18) . ?
C1 H1 0.983(15) . ?
C10 C11 1.3847(18) . ?
C10 H10 0.987(15) . ?
C2 C3 1.3815(19) . ?
C2 H2 0.971(15) . ?
C23 H23 0.978(15) . ?
C11 C12 1.3901(18) . ?
C11 H11 0.978(14) . ?
C16 C17 1.4198(17) . ?
C16 H16 0.950(17) . ?
C12 H12 0.977(15) . ?
C25 C26 1.5321(17) . ?
C25 C27 1.5393(17) . ?
C25 C28 1.5380(17) . ?
C4 C3 1.3849(18) . ?
C4 H4 0.979(16) . ?
C17 C18 1.3345(19) . ?
C17 H17 0.954(18) . ?
C3 H3 0.965(18) . ?
C18 H18 0.955(17) . ?
C26 H26A 1.008(16) . ?
C26 H26B 0.996(16) . ?
C26 H26C 1.000(16) . ?
C27 H27A 0.994(19) . ?
C27 H27B 1.002(17) . ?
C27 H27C 1.003(18) . ?
C28 H28A 1.001(18) . ?
C28 H28B 1.010(19) . ?
C28 H28C 0.990(19) . ?

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
C18 O2 C15 106.48(9) . . ?
C19 N2 C7 121.17(8) . . ?
C14 N2 C7 116.70(9) . . ?
C14 N2 C19 121.31(9) . . ?
C5 N1 C1 117.83(10) . . ?
N2 C7 C8 112.74(8) . . ?
N2 C7 C6 110.21(9) . . ?
N2 C7 H7 106.5(7) . . ?
C8 C7 C6 111.96(9) . . ?
C8 C7 H7 107.0(7) . . ?
C6 C7 H7 108.1(7) . . ?
C24 C19 N2 115.99(9) . . ?
C24 C19 C20 121.05(10) . . ?
C20 C19 N2 122.95(10) . . ?
N1 C5 C6 117.32(10) . . ?
N1 C5 C4 121.89(11) . . ?
C4 C5 C6 120.61(10) . . ?
C9 C8 C7 122.24(10) . . ?
C9 C8 C13 118.40(10) . . ?
C13 C8 C7 119.33(10) . . ?
O1 C14 N2 121.76(10) . . ?
O1 C14 C15 120.23(10) . . ?
N2 C14 C15 118.01(9) . . ?
O2 C15 C14 112.89(9) . . ?
C16 C15 O2 109.26(10) . . ?
C16 C15 C14 137.71(11) . . ?
C19 C24 H24 117.4(8) . . ?
C23 C24 C19 121.61(11) . . ?
C23 C24 H24 120.9(8) . . ?
C8 C9 H9 120.3(8) . . ?
C10 C9 C8 121.07(11) . . ?
C10 C9 H9 118.7(8) . . ?
C20 C21 H21 118.7(9) . . ?
C22 C21 C20 123.61(11) . . ?
C22 C21 H21 117.6(9) . . ?
C19 C20 C25 128.41(10) . . ?
C21 C20 C19 115.43(10) . . ?
C21 C20 C25 116.16(10) . . ?
C7 C6 H6A 111.1(8) . . ?
C7 C6 H6B 108.3(8) . . ?
C5 C6 C7 113.47(9) . . ?
C5 C6 H6A 109.7(8) . . ?
C5 C6 H6B 108.0(8) . . ?
H6A C6 H6B 106.1(10) . . ?
C21 C22 C23 119.69(11) . . ?
C21 C22 H22 118.0(8) . . ?
C23 C22 H22 122.3(8) . . ?
C8 C13 H13 118.8(8) . . ?
C12 C13 C8 120.76(11) . . ?
C12 C13 H13 120.4(8) . . ?
N1 C1 C2 124.13(11) . . ?
N1 C1 H1 116.0(8) . . ?
C2 C1 H1 119.9(8) . . ?
C9 C10 H10 119.2(8) . . ?
C11 C10 C9 119.80(11) . . ?
C11 C10 H10 121.0(8) . . ?
C1 C2 C3 117.74(11) . . ?
C1 C2 H2 119.6(9) . . ?
C3 C2 H2 122.6(9) . . ?
C24 C23 C22 118.52(11) . . ?
C24 C23 H23 119.7(8) . . ?
C22 C23 H23 121.8(8) . . ?
C10 C11 C12 119.82(11) . . ?
C10 C11 H11 120.5(8) . . ?
C12 C11 H11 119.6(8) . . ?
C15 C16 C17 107.02(11) . . ?
C15 C16 H16 127.2(10) . . ?
C17 C16 H16 125.8(10) . . ?
C13 C12 C11 120.14(11) . . ?
C13 C12 H12 120.2(9) . . ?
C11 C12 H12 119.7(8) . . ?
C26 C25 C20 117.46(9) . . ?
C26 C25 C27 105.75(10) . . ?
C26 C25 C28 107.43(11) . . ?
C27 C25 C20 107.97(10) . . ?
C28 C25 C20 108.60(10) . . ?
C28 C25 C27 109.43(11) . . ?
C5 C4 H4 119.4(9) . . ?
C3 C4 C5 119.25(12) . . ?
C3 C4 H4 121.3(9) . . ?
C16 C17 H17 127.1(10) . . ?
C18 C17 C16 106.43(11) . . ?
C18 C17 H17 126.4(10) . . ?
C2 C3 C4 119.10(11) . . ?
C2 C3 H3 120.1(10) . . ?
C4 C3 H3 120.8(10) . . ?
O2 C18 H18 116.4(10) . . ?
C17 C18 O2 110.82(11) . . ?
C17 C18 H18 132.8(10) . . ?
C25 C26 H26A 113.5(9) . . ?
C25 C26 H26B 106.5(9) . . ?
C25 C26 H26C 112.6(9) . . ?
H26A C26 H26B 106.9(12) . . ?
H26A C26 H26C 108.9(12) . . ?
H26B C26 H26C 108.2(12) . . ?
C25 C27 H27A 112.7(10) . . ?
C25 C27 H27B 109.7(9) . . ?
C25 C27 H27C 110.0(10) . . ?
H27A C27 H27B 107.9(14) . . ?
H27A C27 H27C 109.3(14) . . ?
H27B C27 H27C 107.0(13) . . ?
C25 C28 H28A 110.5(10) . . ?
C25 C28 H28B 111.6(10) . . ?
C25 C28 H28C 109.5(11) . . ?
H28A C28 H28B 110.7(14) . . ?
H28A C28 H28C 107.6(14) . . ?
H28B C28 H28C 106.8(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C14 C15 O2 19.74(14) . . . . ?
O1 C14 C15 C16 -155.24(14) . . . . ?
O2 C15 C16 C17 0.31(14) . . . . ?
N2 C7 C8 C9 72.04(13) . . . . ?
N2 C7 C8 C13 -109.88(11) . . . . ?
N2 C7 C6 C5 166.02(9) . . . . ?
N2 C19 C24 C23 176.79(10) . . . . ?
N2 C19 C20 C21 -175.05(9) . . . . ?
N2 C19 C20 C25 5.31(17) . . . . ?
N2 C14 C15 O2 -159.82(9) . . . . ?
N2 C14 C15 C16 25.2(2) . . . . ?
N1 C5 C6 C7 -36.96(13) . . . . ?
N1 C5 C4 C3 -2.03(18) . . . . ?
N1 C1 C2 C3 -1.91(18) . . . . ?
C7 N2 C19 C24 84.26(12) . . . . ?
C7 N2 C19 C20 -97.17(12) . . . . ?
C7 N2 C14 O1 2.60(15) . . . . ?
C7 N2 C14 C15 -177.84(9) . . . . ?
C7 C8 C9 C10 178.62(10) . . . . ?
C7 C8 C13 C12 -178.50(10) . . . . ?
C19 N2 C7 C8 -120.13(10) . . . . ?
C19 N2 C7 C6 5.77(13) . . . . ?
C19 N2 C14 O1 -167.14(10) . . . . ?
C19 N2 C14 C15 12.43(14) . . . . ?
C19 C24 C23 C22 -1.05(17) . . . . ?
C19 C20 C25 C26 5.93(17) . . . . ?
C19 C20 C25 C27 125.28(12) . . . . ?
C19 C20 C25 C28 -116.15(13) . . . . ?
C5 N1 C1 C2 0.86(17) . . . . ?
C5 C4 C3 C2 0.90(19) . . . . ?
C8 C7 C6 C5 -67.65(12) . . . . ?
C8 C9 C10 C11 -0.50(17) . . . . ?
C8 C13 C12 C11 0.14(17) . . . . ?
C14 N2 C7 C8 70.12(12) . . . . ?
C14 N2 C7 C6 -163.98(9) . . . . ?
C14 N2 C19 C24 -106.46(12) . . . . ?
C14 N2 C19 C20 72.11(13) . . . . ?
C14 C15 C16 C17 175.42(13) . . . . ?
C15 O2 C18 C17 0.64(15) . . . . ?
C15 C16 C17 C18 0.08(16) . . . . ?
C24 C19 C20 C21 3.45(15) . . . . ?
C24 C19 C20 C25 -176.20(10) . . . . ?
C9 C8 C13 C12 -0.35(16) . . . . ?
C9 C10 C11 C12 0.28(17) . . . . ?
C21 C20 C25 C26 -173.72(10) . . . . ?
C21 C20 C25 C27 -54.36(13) . . . . ?
C21 C20 C25 C28 64.21(13) . . . . ?
C21 C22 C23 C24 2.03(17) . . . . ?
C20 C19 C24 C23 -1.80(17) . . . . ?
C20 C21 C22 C23 -0.20(17) . . . . ?
C6 C7 C8 C9 -52.91(13) . . . . ?
C6 C7 C8 C13 125.17(11) . . . . ?
C6 C5 C4 C3 172.95(11) . . . . ?
C22 C21 C20 C19 -2.51(16) . . . . ?
C22 C21 C20 C25 177.19(10) . . . . ?
C13 C8 C9 C10 0.53(16) . . . . ?
C1 N1 C5 C6 -173.99(10) . . . . ?
C1 N1 C5 C4 1.16(16) . . . . ?
C1 C2 C3 C4 0.95(18) . . . . ?
C10 C11 C12 C13 -0.10(18) . . . . ?
C16 C17 C18 O2 -0.44(16) . . . . ?
C4 C5 C6 C7 147.83(10) . . . . ?
C18 O2 C15 C14 -177.00(10) . . . . ?
C18 O2 C15 C16 -0.58(13) . . . . ?

_olex2_date_sample_submission    2023-11-07
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometre micromount'
_olex2_submission_original_sample_id Jmw11-064-P
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.293
_oxdiff_exptl_absorpt_empirical_full_min 0.734
####################################################################### 
# 
# 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_wpu23015
_database_code_depnum_ccdc_archive 'CCDC 2363259'
loop_
_audit_author_name
_audit_author_address
'Richard J. Gammons'
;University of York
United Kingdom
;
_audit_update_record             
;
2024-06-17 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        
N-(2-(tert-butyl)phenyl)-N-(1-phenyl-2-(pyridin-2-yl)ethyl)benzamide
_chemical_formula_moiety         'C30 H30 N2 O'
_chemical_formula_sum            'C30 H30 N2 O'
_chemical_formula_weight         434.56
_chemical_melting_point          392-396
_chemical_oxdiff_formula         'C30 H30 N2 O1'
_chemical_oxdiff_usercomment     'Jack Wootton JMW11-059-p'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.85289(15)
_cell_length_b                   23.3855(3)
_cell_length_c                   8.96547(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.1645(12)
_cell_angle_gamma                90
_cell_volume                     2409.55(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16405
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      76.7940
_cell_measurement_theta_min      3.7630
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.863
_exptl_absorpt_coefficient_mu    0.559
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.92a (Rigaku Oxford Diffraction, 2023)
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_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             928
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0828
0 1 0 0.0606
0 0 1 0.1119
0 0 -1 0.1469
0 -1 -1 0.1479
1 1 0 0.1035
-1 -1 0 0.1276
1 0 -1 0.1406
-1 0 1 0.1106
1 -1 -1 0.1410
-1 1 1 0.1054
-1 0 0 0.1028
1 0 0 0.0875
1 1 -1 0.1316
-1 0 -1 0.1356
-1 1 -1 0.1250
-1 1 0 0.1010
-3 3 -1 0.0917
2 -1 1 0.1035
0 -5 1 0.0893
0 5 -1 0.0877

_exptl_crystal_recrystallization_method 'Hexane slow evaporation'
_exptl_crystal_size_max          0.272
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.143
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
-0.0005 -1.0006 -0.0002 0.0563 0.0028 0.0342
0.0005 1.0006 0.0002 -0.0563 -0.0028 -0.0342
0.0004 0.0004 0.9993 0.0780 0.0834 -0.1354
-0.0004 -0.0004 -0.9993 -0.0780 -0.0834 0.1354
-0.0009 -1.0010 -0.9995 -0.0217 -0.0806 0.1696
1.0009 1.0015 -0.0004 -0.0061 -0.1020 -0.1091
-1.0009 -1.0015 0.0004 0.0061 0.1020 0.1091
1.0001 0.0005 -0.9999 -0.0278 -0.1826 0.0605
-1.0001 -0.0005 0.9999 0.0278 0.1826 -0.0605
0.9996 -1.0000 -1.0002 0.0285 -0.1798 0.0946
-0.9996 1.0000 1.0002 -0.0285 0.1798 -0.0946
-1.0004 -0.0009 0.0006 -0.0502 0.0992 0.0749
1.0004 0.0009 -0.0006 0.0502 -0.0992 -0.0749
1.0005 1.0011 -0.9997 -0.0841 -0.1854 0.0263
-1.0008 -0.0013 -0.9987 -0.1282 0.0158 0.2103
-1.0003 0.9992 -0.9984 -0.1845 0.0130 0.1762
-0.9999 0.9996 0.0009 -0.1065 0.0964 0.0408
-3.0002 2.9985 -0.9967 -0.3974 0.2058 0.2577
2.0007 -0.9983 0.9978 0.2347 -0.1122 -0.2511
-0.0021 -5.0025 0.9981 0.3594 0.0973 0.0355
0.0021 5.0025 -0.9981 -0.3594 -0.0973 -0.0355

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            22033
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.780
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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    -72.00  24.00   0.50    0.25    --  -48.64  80.00-115.00  192
  2  ω    -72.00  24.00   0.50    0.25    --  -48.64  80.00-115.00  192
  3  ω     35.00 132.00   0.50    1.00    --  107.75 -80.00 120.00  194
  4  ω    101.00 178.00   0.50    1.00    --  107.75  80.00-115.00  154
  5  ω   -118.00 -73.00   0.50    0.25    --  -48.64-125.00 -90.00   90
  6  ω   -118.00 -73.00   0.50    0.25    --  -48.64-125.00-150.00   90
  7  ω   -118.00 -73.00   0.50    0.25    --  -48.64-125.00-120.00   90
  8  ω   -118.00 -73.00   0.50    0.25    --  -48.64-125.00  90.00   90
  9  ω   -118.00 -73.00   0.50    0.25    --  -48.64-125.00   0.00   90
 10  ω    -21.00  73.00   0.50    0.25    --   48.64 -80.00 120.00  188
 11  ω     -1.00  81.00   0.50    0.25    --   48.64 -99.00  60.00  164
 12  ω     32.00 121.00   0.50    1.00    --  107.75 -19.00-120.00  178
 13  ω     95.00 178.00   0.50    1.00    --  107.75  19.00-120.00  166
 14  ω     95.00 178.00   0.50    1.00    --  107.75  19.00-180.00  166
 15  ω     37.00 114.00   0.50    1.00    --  107.75 -37.00-150.00  154
 16  ω     75.00 121.00   0.50    1.00    --  107.75 -19.00 120.00   92
 17  ω     36.00  82.00   0.50    1.00    --  107.75 -37.00 -30.00   92
 18  ω     86.00 120.00   0.50    1.00    --  107.75 -37.00 -30.00   68
 19  ω     43.00 106.00   0.50    1.00    --  107.75 -99.00-180.00  126
 20  ω     41.00  66.00   0.50    1.00    --  107.75 -19.00 120.00   50
 21  ω     40.00  65.00   0.50    1.00    --  107.75 -37.00-150.00   50
 22  ω     41.00  81.00   0.50    1.00    --  107.75 -99.00 -90.00   80
 23  ω     94.00 120.00   0.50    1.00    --  107.75 -80.00 120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0502690000
_diffrn_orient_matrix_UB_12      -0.0562947000
_diffrn_orient_matrix_UB_13      0.0780590000
_diffrn_orient_matrix_UB_21      -0.0990877000
_diffrn_orient_matrix_UB_22      -0.0027403000
_diffrn_orient_matrix_UB_23      0.0835009000
_diffrn_orient_matrix_UB_31      -0.0749683000
_diffrn_orient_matrix_UB_32      -0.0340945000
_diffrn_orient_matrix_UB_33      -0.1354519000
_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                3959
_reflns_number_total             4305
_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 1.171.43.92a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.94a 64-bit (release 20-10-2023))'
_computing_data_reduction        'CrysAlisPro 1.171.43.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.00129(15)
_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   1.036
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     419
_refine_ls_number_reflns         4305
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0349
_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)+(0.0426P)²+0.8644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0890
_refine_ls_wR_factor_ref         0.0912
_refine_special_details          ?
_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
C1 C 0.87398(14) 0.45400(8) 0.27254(18) 0.0478(4) Uani 1 1 d . . . . .
H1 H 0.8846(17) 0.4839(9) 0.197(2) 0.063(6) Uiso 1 1 d . . . . .
C2 C 0.96881(13) 0.42802(8) 0.36868(18) 0.0482(4) Uani 1 1 d . . . . .
H2 H 1.0477(18) 0.4375(8) 0.362(2) 0.063(6) Uiso 1 1 d . . . . .
C3 C 0.94803(13) 0.38862(9) 0.4711(2) 0.0511(4) Uani 1 1 d . . . . .
H3 H 1.013(2) 0.3706(9) 0.540(3) 0.075(6) Uiso 1 1 d . . . . .
C4 C 0.83481(12) 0.37669(7) 0.47411(17) 0.0389(3) Uani 1 1 d . . . . .
H4 H 0.8200(18) 0.3494(9) 0.535(2) 0.066(6) Uiso 1 1 d . . . . .
C5 C 0.74484(10) 0.40306(5) 0.37193(13) 0.0215(2) Uani 1 1 d . . . . .
C6 C 0.61990(10) 0.39082(5) 0.37282(14) 0.0218(3) Uani 1 1 d . . . . .
H6A H 0.5784(13) 0.4283(6) 0.3672(16) 0.028(4) Uiso 1 1 d . . . . .
H6B H 0.6176(12) 0.3718(6) 0.4690(17) 0.026(3) Uiso 1 1 d . . . . .
C7 C 0.55539(9) 0.35299(5) 0.23767(13) 0.0187(2) Uani 1 1 d . . . . .
H7 H 0.5646(11) 0.3705(5) 0.1417(15) 0.017(3) Uiso 1 1 d . . . . .
C8 C 0.60777(9) 0.29327(5) 0.24857(12) 0.0183(2) Uani 1 1 d . . . . .
C9 C 0.71133(11) 0.28532(5) 0.20464(15) 0.0270(3) Uani 1 1 d . . . . .
H9 H 0.7458(13) 0.3174(7) 0.1619(18) 0.035(4) Uiso 1 1 d . . . . .
C10 C 0.76611(11) 0.23266(6) 0.22157(17) 0.0322(3) Uani 1 1 d . . . . .
H10 H 0.8377(15) 0.2274(7) 0.1921(19) 0.042(4) Uiso 1 1 d . . . . .
C11 C 0.71680(10) 0.18638(5) 0.27841(14) 0.0253(3) Uani 1 1 d . . . . .
H11 H 0.7550(13) 0.1493(6) 0.2913(16) 0.029(4) Uiso 1 1 d . . . . .
C12 C 0.61333(11) 0.19369(5) 0.32033(14) 0.0241(3) Uani 1 1 d . . . . .
H12 H 0.5789(13) 0.1619(6) 0.3612(16) 0.029(4) Uiso 1 1 d . . . . .
C13 C 0.55941(10) 0.24677(5) 0.30588(13) 0.0225(3) Uani 1 1 d . . . . .
H13 H 0.4862(14) 0.2506(6) 0.3348(17) 0.033(4) Uiso 1 1 d . . . . .
C14 C 0.35885(10) 0.32831(5) 0.10125(13) 0.0192(2) Uani 1 1 d . . . . .
C15 C 0.23102(10) 0.32198(5) 0.09211(13) 0.0210(2) Uani 1 1 d . . . . .
C16 C 0.15293(11) 0.34286(6) -0.03830(14) 0.0268(3) Uani 1 1 d . . . . .
H16 H 0.1826(13) 0.3620(6) -0.1191(17) 0.033(4) Uiso 1 1 d . . . . .
C17 C 0.03417(12) 0.33765(7) -0.05351(16) 0.0353(3) Uani 1 1 d . . . . .
H17 H -0.0192(15) 0.3538(7) -0.143(2) 0.044(4) Uiso 1 1 d . . . . .
C18 C -0.00702(12) 0.31011(7) 0.05861(17) 0.0399(4) Uani 1 1 d . . . . .
H18 H -0.0903(16) 0.3059(7) 0.046(2) 0.047(5) Uiso 1 1 d . . . . .
C19 C 0.07041(12) 0.28736(7) 0.18592(16) 0.0382(3) Uani 1 1 d . . . . .
H19 H 0.0409(15) 0.2673(8) 0.264(2) 0.051(5) Uiso 1 1 d . . . . .
C20 C 0.18925(11) 0.29332(6) 0.20340(15) 0.0288(3) Uani 1 1 d . . . . .
H20 H 0.2433(14) 0.2776(7) 0.2950(18) 0.035(4) Uiso 1 1 d . . . . .
C21 C 0.38234(9) 0.37859(5) 0.34902(12) 0.0184(2) Uani 1 1 d . . . . .
C22 C 0.33402(9) 0.43379(5) 0.33485(13) 0.0194(2) Uani 1 1 d . . . . .
C23 C 0.29129(10) 0.45236(5) 0.45992(14) 0.0234(3) Uani 1 1 d . . . . .
H23 H 0.2569(12) 0.4901(6) 0.4549(16) 0.027(3) Uiso 1 1 d . . . . .
C24 C 0.29668(10) 0.41999(6) 0.59036(14) 0.0258(3) Uani 1 1 d . . . . .
H24 H 0.2659(12) 0.4355(6) 0.6752(17) 0.030(4) Uiso 1 1 d . . . . .
C25 C 0.34778(11) 0.36637(6) 0.60339(14) 0.0258(3) Uani 1 1 d . . . . .
H25 H 0.3536(13) 0.3429(6) 0.6959(17) 0.031(4) Uiso 1 1 d . . . . .
C26 C 0.39033(10) 0.34643(5) 0.48283(13) 0.0230(3) Uani 1 1 d . . . . .
H26 H 0.4252(12) 0.3081(6) 0.4894(16) 0.025(3) Uiso 1 1 d . . . . .
C27 C 0.32527(10) 0.47777(5) 0.20344(14) 0.0230(3) Uani 1 1 d . . . . .
C28 C 0.39414(15) 0.53129(6) 0.27109(18) 0.0372(3) Uani 1 1 d . . . . .
H28A H 0.3603(15) 0.5493(7) 0.351(2) 0.047(5) Uiso 1 1 d . . . . .
H28B H 0.3938(14) 0.5598(7) 0.1899(19) 0.040(4) Uiso 1 1 d . . . . .
H28C H 0.4777(18) 0.5219(8) 0.314(2) 0.057(5) Uiso 1 1 d . . . . .
C29 C 0.19666(12) 0.49451(7) 0.14073(16) 0.0356(3) Uani 1 1 d . . . . .
H29A H 0.1912(14) 0.5252(7) 0.060(2) 0.044(4) Uiso 1 1 d . . . . .
H29B H 0.1598(15) 0.5111(7) 0.224(2) 0.047(5) Uiso 1 1 d . . . . .
H29C H 0.1488(16) 0.4612(8) 0.091(2) 0.048(5) Uiso 1 1 d . . . . .
C30 C 0.37208(12) 0.45963(5) 0.06564(15) 0.0275(3) Uani 1 1 d . . . . .
H30A H 0.3285(13) 0.4264(7) 0.0076(17) 0.034(4) Uiso 1 1 d . . . . .
H30B H 0.3625(13) 0.4923(7) -0.0065(17) 0.031(4) Uiso 1 1 d . . . . .
H30C H 0.4572(13) 0.4503(6) 0.0960(16) 0.029(4) Uiso 1 1 d . . . . .
N1 N 0.76274(10) 0.44209(5) 0.27146(13) 0.0367(3) Uani 1 1 d . . . . .
N2 N 0.42867(8) 0.35185(4) 0.23032(10) 0.0178(2) Uani 1 1 d . . . . .
O1 O 0.39770(7) 0.31286(4) -0.00747(9) 0.0241(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 1.00(2) . ?
C1 C2 1.379(2) . ?
C1 N1 1.345(2) . ?
C2 H2 0.98(2) . ?
C2 C3 1.365(2) . ?
C3 H3 0.96(2) . ?
C3 C4 1.377(2) . ?
C4 H4 0.88(2) . ?
C4 C5 1.3705(18) . ?
C5 C6 1.5103(16) . ?
C5 N1 1.3354(16) . ?
C6 H6A 1.001(15) . ?
C6 H6B 0.976(15) . ?
C6 C7 1.5434(16) . ?
C7 H7 0.983(13) . ?
C7 C8 1.5218(15) . ?
C7 N2 1.4875(14) . ?
C8 C9 1.3903(16) . ?
C8 C13 1.3853(16) . ?
C9 H9 0.976(16) . ?
C9 C10 1.3831(18) . ?
C10 H10 0.956(17) . ?
C10 C11 1.3851(18) . ?
C11 H11 0.972(15) . ?
C11 C12 1.3784(17) . ?
C12 H12 0.964(15) . ?
C12 C13 1.3878(17) . ?
C13 H13 0.969(16) . ?
C14 C15 1.5045(15) . ?
C14 N2 1.3632(15) . ?
C14 O1 1.2298(13) . ?
C15 C16 1.3902(17) . ?
C15 C20 1.3898(17) . ?
C16 H16 0.987(15) . ?
C16 C17 1.3860(18) . ?
C17 H17 0.971(18) . ?
C17 C18 1.380(2) . ?
C18 H18 0.971(18) . ?
C18 C19 1.384(2) . ?
C19 H19 0.978(18) . ?
C19 C20 1.3856(18) . ?
C20 H20 0.981(16) . ?
C21 C22 1.4053(16) . ?
C21 C26 1.3994(16) . ?
C21 N2 1.4529(14) . ?
C22 C23 1.4073(16) . ?
C22 C27 1.5481(16) . ?
C23 H23 0.968(15) . ?
C23 C24 1.3814(18) . ?
C24 H24 0.990(15) . ?
C24 C25 1.3849(18) . ?
C25 H25 0.983(15) . ?
C25 C26 1.3809(17) . ?
C26 H26 0.982(14) . ?
C27 C28 1.5357(18) . ?
C27 C29 1.5408(18) . ?
C27 C30 1.5328(17) . ?
C28 H28A 0.997(18) . ?
C28 H28B 0.986(17) . ?
C28 H28C 1.00(2) . ?
C29 H29A 1.007(18) . ?
C29 H29B 1.027(18) . ?
C29 H29C 1.003(19) . ?
C30 H30A 1.005(16) . ?
C30 H30B 0.990(15) . ?
C30 H30C 1.003(15) . ?

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 C1 H1 120.7(11) . . ?
N1 C1 H1 115.1(11) . . ?
N1 C1 C2 124.12(14) . . ?
C1 C2 H2 120.4(12) . . ?
C3 C2 C1 117.66(14) . . ?
C3 C2 H2 121.9(12) . . ?
C2 C3 H3 118.7(13) . . ?
C2 C3 C4 119.14(15) . . ?
C4 C3 H3 122.1(13) . . ?
C3 C4 H4 120.0(14) . . ?
C5 C4 C3 119.89(14) . . ?
C5 C4 H4 119.8(14) . . ?
C4 C5 C6 120.99(11) . . ?
N1 C5 C4 122.16(12) . . ?
N1 C5 C6 116.80(11) . . ?
C5 C6 H6A 107.7(8) . . ?
C5 C6 H6B 109.3(8) . . ?
C5 C6 C7 113.73(9) . . ?
H6A C6 H6B 108.9(11) . . ?
C7 C6 H6A 108.7(8) . . ?
C7 C6 H6B 108.5(8) . . ?
C6 C7 H7 108.0(7) . . ?
C8 C7 C6 111.08(9) . . ?
C8 C7 H7 107.9(7) . . ?
N2 C7 C6 110.24(9) . . ?
N2 C7 H7 107.2(7) . . ?
N2 C7 C8 112.21(9) . . ?
C9 C8 C7 118.63(10) . . ?
C13 C8 C7 123.02(10) . . ?
C13 C8 C9 118.31(11) . . ?
C8 C9 H9 119.4(9) . . ?
C10 C9 C8 120.75(11) . . ?
C10 C9 H9 119.8(9) . . ?
C9 C10 H10 120.5(10) . . ?
C9 C10 C11 120.47(11) . . ?
C11 C10 H10 119.0(10) . . ?
C10 C11 H11 121.0(9) . . ?
C12 C11 C10 119.15(11) . . ?
C12 C11 H11 119.8(9) . . ?
C11 C12 H12 119.7(9) . . ?
C11 C12 C13 120.37(11) . . ?
C13 C12 H12 119.9(9) . . ?
C8 C13 C12 120.92(11) . . ?
C8 C13 H13 120.4(9) . . ?
C12 C13 H13 118.7(9) . . ?
N2 C14 C15 118.69(9) . . ?
O1 C14 C15 119.69(10) . . ?
O1 C14 N2 121.61(10) . . ?
C16 C15 C14 117.75(10) . . ?
C20 C15 C14 122.63(11) . . ?
C20 C15 C16 119.50(11) . . ?
C15 C16 H16 119.5(9) . . ?
C17 C16 C15 120.20(12) . . ?
C17 C16 H16 120.3(9) . . ?
C16 C17 H17 119.1(10) . . ?
C18 C17 C16 120.09(13) . . ?
C18 C17 H17 120.8(10) . . ?
C17 C18 H18 119.6(10) . . ?
C17 C18 C19 119.92(12) . . ?
C19 C18 H18 120.5(10) . . ?
C18 C19 H19 119.7(10) . . ?
C18 C19 C20 120.35(13) . . ?
C20 C19 H19 119.9(10) . . ?
C15 C20 H20 120.4(9) . . ?
C19 C20 C15 119.87(12) . . ?
C19 C20 H20 119.7(9) . . ?
C22 C21 N2 123.22(10) . . ?
C26 C21 C22 120.78(10) . . ?
C26 C21 N2 115.99(10) . . ?
C21 C22 C23 115.45(10) . . ?
C21 C22 C27 128.97(10) . . ?
C23 C22 C27 115.54(10) . . ?
C22 C23 H23 118.3(8) . . ?
C24 C23 C22 123.66(11) . . ?
C24 C23 H23 118.1(8) . . ?
C23 C24 H24 120.0(8) . . ?
C23 C24 C25 119.75(11) . . ?
C25 C24 H24 120.3(8) . . ?
C24 C25 H25 121.1(9) . . ?
C26 C25 C24 118.41(11) . . ?
C26 C25 H25 120.5(9) . . ?
C21 C26 H26 118.7(8) . . ?
C25 C26 C21 121.90(11) . . ?
C25 C26 H26 119.3(8) . . ?
C28 C27 C22 108.10(10) . . ?
C28 C27 C29 108.65(11) . . ?
C29 C27 C22 108.82(10) . . ?
C30 C27 C22 117.36(10) . . ?
C30 C27 C28 106.36(11) . . ?
C30 C27 C29 107.29(10) . . ?
C27 C28 H28A 111.2(10) . . ?
C27 C28 H28B 110.7(10) . . ?
C27 C28 H28C 110.8(11) . . ?
H28A C28 H28B 108.4(13) . . ?
H28A C28 H28C 110.5(15) . . ?
H28B C28 H28C 105.1(14) . . ?
C27 C29 H29A 109.0(10) . . ?
C27 C29 H29B 113.0(10) . . ?
C27 C29 H29C 111.5(10) . . ?
H29A C29 H29B 106.6(13) . . ?
H29A C29 H29C 107.6(14) . . ?
H29B C29 H29C 108.8(14) . . ?
C27 C30 H30A 113.0(8) . . ?
C27 C30 H30B 107.9(8) . . ?
C27 C30 H30C 112.3(8) . . ?
H30A C30 H30B 107.3(12) . . ?
H30A C30 H30C 109.1(12) . . ?
H30B C30 H30C 107.0(12) . . ?
C5 N1 C1 116.99(12) . . ?
C14 N2 C7 116.20(9) . . ?
C14 N2 C21 122.40(9) . . ?
C21 N2 C7 121.22(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
C1 C2 C3 C4 0.0(3) . . . . ?
C2 C1 N1 C5 0.9(2) . . . . ?
C2 C3 C4 C5 1.9(3) . . . . ?
C3 C4 C5 C6 -179.93(14) . . . . ?
C3 C4 C5 N1 -2.5(2) . . . . ?
C4 C5 C6 C7 -105.87(14) . . . . ?
C4 C5 N1 C1 1.1(2) . . . . ?
C5 C6 C7 C8 65.39(12) . . . . ?
C5 C6 C7 N2 -169.58(9) . . . . ?
C6 C5 N1 C1 178.63(12) . . . . ?
C6 C7 C8 C9 -77.64(13) . . . . ?
C6 C7 C8 C13 99.80(12) . . . . ?
C6 C7 N2 C14 169.00(9) . . . . ?
C6 C7 N2 C21 -6.24(13) . . . . ?
C7 C8 C9 C10 175.90(12) . . . . ?
C7 C8 C13 C12 -176.93(11) . . . . ?
C8 C7 N2 C14 -66.62(12) . . . . ?
C8 C7 N2 C21 118.13(10) . . . . ?
C8 C9 C10 C11 2.0(2) . . . . ?
C9 C8 C13 C12 0.52(18) . . . . ?
C9 C10 C11 C12 -1.1(2) . . . . ?
C10 C11 C12 C13 -0.07(19) . . . . ?
C11 C12 C13 C8 0.34(18) . . . . ?
C13 C8 C9 C10 -1.66(19) . . . . ?
C14 C15 C16 C17 179.34(12) . . . . ?
C14 C15 C20 C19 -177.95(12) . . . . ?
C15 C14 N2 C7 175.56(9) . . . . ?
C15 C14 N2 C21 -9.25(15) . . . . ?
C15 C16 C17 C18 -2.0(2) . . . . ?
C16 C15 C20 C19 -2.01(19) . . . . ?
C16 C17 C18 C19 -0.4(2) . . . . ?
C17 C18 C19 C20 1.6(2) . . . . ?
C18 C19 C20 C15 -0.4(2) . . . . ?
C20 C15 C16 C17 3.21(19) . . . . ?
C21 C22 C23 C24 0.94(17) . . . . ?
C21 C22 C27 C28 -118.45(13) . . . . ?
C21 C22 C27 C29 123.72(13) . . . . ?
C21 C22 C27 C30 1.72(18) . . . . ?
C22 C21 C26 C25 2.37(18) . . . . ?
C22 C21 N2 C7 97.09(13) . . . . ?
C22 C21 N2 C14 -77.85(14) . . . . ?
C22 C23 C24 C25 0.88(19) . . . . ?
C23 C22 C27 C28 59.13(14) . . . . ?
C23 C22 C27 C29 -58.70(13) . . . . ?
C23 C22 C27 C30 179.30(11) . . . . ?
C23 C24 C25 C26 -1.13(18) . . . . ?
C24 C25 C26 C21 -0.46(18) . . . . ?
C26 C21 C22 C23 -2.51(16) . . . . ?
C26 C21 C22 C27 175.07(11) . . . . ?
C26 C21 N2 C7 -81.68(13) . . . . ?
C26 C21 N2 C14 103.38(12) . . . . ?
C27 C22 C23 C24 -176.97(11) . . . . ?
N1 C1 C2 C3 -1.4(3) . . . . ?
N1 C5 C6 C7 76.61(14) . . . . ?
N2 C7 C8 C9 158.46(10) . . . . ?
N2 C7 C8 C13 -24.10(15) . . . . ?
N2 C14 C15 C16 129.09(12) . . . . ?
N2 C14 C15 C20 -54.91(15) . . . . ?
N2 C21 C22 C23 178.78(10) . . . . ?
N2 C21 C22 C27 -3.64(18) . . . . ?
N2 C21 C26 C25 -178.83(11) . . . . ?
O1 C14 C15 C16 -50.15(15) . . . . ?
O1 C14 C15 C20 125.85(13) . . . . ?
O1 C14 N2 C7 -5.21(15) . . . . ?
O1 C14 N2 C21 169.97(10) . . . . ?

_olex2_date_sample_data_collection 2023-11-03
_olex2_date_sample_submission    2023-10-27
_olex2_exptl_crystal_mounting_method 'Oil on 200 micrometre micromount'
_olex2_submission_original_sample_id Jmw11-059-P
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.336
_oxdiff_exptl_absorpt_empirical_full_min 0.729
####################################################################### 
# 
# 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_wpu24016
_database_code_depnum_ccdc_archive 'CCDC 2363322'
loop_
_audit_author_name
_audit_author_address
'Richard J. Gammons'
;University of York
United Kingdom
;
_audit_update_record             
;
2024-06-17 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2024-06-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
_chemical_name_common            ?
_chemical_name_systematic        
N-(4-(benzyl(methyl)amino)butan-2-yl)-N-(2-(tert-butyl)phenyl)benzamide
_chemical_formula_moiety         'C29 H36 N2 O'
_chemical_formula_sum            'C29 H36 N2 O'
_chemical_formula_weight         428.60
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C29 H36 N2 O1'
_chemical_oxdiff_usercomment     'Jack Wootton jmw-cat'
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        P21
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.78770(10)
_cell_length_b                   13.2804(2)
_cell_length_c                   10.49030(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.6280(10)
_cell_angle_gamma                90
_cell_volume                     1221.81(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6777
_cell_measurement_temperature    110.00(10)
_cell_measurement_theta_max      77.7050
_cell_measurement_theta_min      4.2310
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.876
_exptl_absorpt_coefficient_mu    0.537
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.790
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.94a (Rigaku Oxford Diffraction, 2023)
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            Colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Blocks
_exptl_crystal_F_000             464
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.1105
0 -1 0 0.1236
0 1 1 0.1045
0 0 -1 0.1236
-1 1 1 0.0677
1 -1 -1 0.0929
-1 1 0 0.0695
1 -1 0 0.0862
-1 1 -1 0.0668
-1 0 1 0.0192
1 0 -1 0.0777
-1 0 0 0.0328
1 0 0 0.0672
-1 -1 1 0.0249
1 1 -1 0.0601
1 0 1 0.1043
-1 0 -1 0.0811
-1 -1 0 0.0734
1 1 0 0.0860
0 -1 1 0.0427
0 1 -1 0.0773
-1 -1 -1 0.0983

_exptl_crystal_recrystallization_method 
'dichloromethane and hexane slow evaporation'
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.085
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
0.0000 1.0000 0.0000 -0.0238 0.1065 -0.0395
-0.0000 -1.0000 -0.0000 0.0238 -0.1065 0.0395
0.0000 1.0000 1.0000 -0.0804 0.1424 0.0915
-0.0000 -0.0000 -1.0000 0.0566 -0.0359 -0.1310
-1.0000 1.0000 1.0000 -0.2339 0.0846 0.0287
1.0000 -1.0000 -1.0000 0.2339 -0.0846 -0.0287
-1.0000 1.0000 0.0000 -0.1773 0.0487 -0.1023
1.0000 -1.0000 -0.0000 0.1773 -0.0487 0.1023
-1.0000 1.0000 -1.0000 -0.1207 0.0128 -0.2333
-1.0000 0.0000 1.0000 -0.2101 -0.0219 0.0682
1.0000 -0.0000 -1.0000 0.2101 0.0219 -0.0682
-1.0000 0.0000 0.0000 -0.1535 -0.0578 -0.0628
1.0000 -0.0000 -0.0000 0.1535 0.0578 0.0628
-1.0000 -1.0000 1.0000 -0.1863 -0.1284 0.1077
1.0000 1.0000 -1.0000 0.1863 0.1284 -0.1077
1.0000 -0.0000 1.0000 0.0969 0.0937 0.1938
-1.0000 0.0000 -1.0000 -0.0969 -0.0937 -0.1938
-1.0000 -1.0000 0.0000 -0.1297 -0.1642 -0.0233
1.0000 1.0000 -0.0000 0.1297 0.1642 0.0233
-0.0000 -1.0000 1.0000 -0.0328 -0.0706 0.1705
0.0000 1.0000 -1.0000 0.0328 0.0706 -0.1705
-1.0000 -1.0000 -1.0000 -0.0732 -0.2001 -0.1543

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8334
_diffrn_reflns_point_group_measured_fraction_full 0.796
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.247
_diffrn_reflns_theta_min         4.223
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -57.00 -27.00   0.50    1.00    --  -92.27  77.00 150.00   60
  2  ω   -105.00 -66.00   0.50    1.00    --  -92.27  77.00 150.00   78
  3  ω    -51.00 -25.00   0.50    1.00    --  -92.27  45.00   0.00   52
  4  ω    -66.00 -19.00   0.50    1.00    --  -92.27  61.00 -60.00   94
  5  ω    -71.00 -30.00   0.50    1.00    --  -92.27  61.00 -90.00   82
  6  ω    -27.00  28.00   0.50    1.00    --  -49.95  19.00-120.00  110
  7  ω    -47.00 -18.00   0.50    1.00    --  -92.27  45.00  30.00   58
  8  ω    -46.00 -20.00   0.50    1.00    --  -92.27  45.00 120.00   52
  9  ω    -51.00 -15.00   0.50    1.00    --  -92.27  45.00  90.00   72
 10  ω    -51.00 -26.00   0.50    1.00    --  -92.27  45.00 150.00   50
 11  ω    -48.00 -22.00   0.50    1.00    --  -49.95  97.00 156.00   52
 12  ω   -133.00-107.00   0.50    1.00    --  -92.27 -97.00  48.00   52
 13  ω   -122.00 -77.00   0.50    1.00    --  -49.95-125.00-180.00   90
 14  ω   -105.00 -23.00   0.50    1.00    --  -92.27  97.00 156.00  164
 15  ω    -87.00 -49.00   0.50    1.00    --  -49.95  97.00 156.00   76
 16  ω     79.00 121.00   0.50    1.00    --  103.47  77.00 120.00   84
 17  ω     74.00  99.00   0.50    1.00    --   48.70 125.00   0.00   50
 18  ω     82.00 119.00   0.50    1.00    --   48.70 125.00  30.00   74
 19  ω     86.00 152.00   0.50    1.00    --  111.41  97.00 156.00  132
 20  ω    104.00 129.00   0.50    1.00    --  103.47  97.00 156.00   50
 21  ω    127.00 172.00   0.50    1.00    --  103.47  77.00 120.00   90
 22  ω     39.00  70.00   0.50    1.00    --  103.47 -61.00  60.00   62
 23  ω     42.00  69.00   0.50    1.00    --  111.41 -61.00-180.00   54
 24  ω     39.00  64.00   0.50    1.00    --  111.41 -61.00 -90.00   50
 25  ω     38.00  64.00   0.50    1.00    --  111.41 -61.00 -60.00   52
 26  ω     44.00  91.00   0.50    1.00    --  111.41 -97.00  48.00   94
 27  ω     39.00  65.00   0.50    1.00    --  103.47 -97.00  48.00   52
 28  ω     -1.00  25.00   0.50    1.00    --   48.70 -97.00  48.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1535147000
_diffrn_orient_matrix_UB_12      -0.0237876000
_diffrn_orient_matrix_UB_13      -0.0565668000
_diffrn_orient_matrix_UB_21      0.0577801000
_diffrn_orient_matrix_UB_22      0.1064637000
_diffrn_orient_matrix_UB_23      0.0358911000
_diffrn_orient_matrix_UB_31      0.0627792000
_diffrn_orient_matrix_UB_32      -0.0395070000
_diffrn_orient_matrix_UB_33      0.1310081000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.519
_reflns_Friedel_fraction_full    0.572
_reflns_Friedel_fraction_max     0.569
_reflns_number_gt                3450
_reflns_number_total             3553
_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 1.171.43.94a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.118a 64-bit (release 27-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.026
_refine_ls_abs_structure_details 
;
 Flack x determined using 1156 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(13)
_refine_ls_extinction_coef       0.0028(5)
_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   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3553
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0253
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0355P)²+0.1366P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0651
_refine_ls_wR_factor_ref         0.0658
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C21(H21), C22(H22), C23(H23), C24(H24)
2.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C12(H12A,H12B,H12C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C)
;
_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
N1 N 0.78964(14) 0.45261(12) 0.59447(12) 0.0193(3) Uani 1 1 d . . . . .
C1 C 0.36273(19) 0.45482(14) 0.92874(16) 0.0242(4) Uani 1 1 d . . . . .
H1 H 0.399842 0.445314 0.846487 0.029 Uiso 1 1 calc R U . . .
O1 O 0.56004(12) 0.43221(10) 0.48625(11) 0.0263(3) Uani 1 1 d . . . . .
C2 C 0.21202(19) 0.48088(14) 0.93931(17) 0.0265(4) Uani 1 1 d . . . . .
H2 H 0.146080 0.488947 0.864699 0.032 Uiso 1 1 calc R U . . .
N2 N 0.64034(16) 0.32223(11) 0.94662(13) 0.0218(3) Uani 1 1 d . . . . .
C3 C 0.1568(2) 0.49530(15) 1.05917(17) 0.0278(4) Uani 1 1 d . . . . .
H3 H 0.052907 0.512623 1.066835 0.033 Uiso 1 1 calc R U . . .
C4 C 0.2542(2) 0.48427(15) 1.16764(17) 0.0290(4) Uani 1 1 d . . . . .
H4 H 0.217462 0.495384 1.249712 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4051(2) 0.45705(14) 1.15638(16) 0.0254(4) Uani 1 1 d . . . . .
H5 H 0.470712 0.448425 1.231089 0.030 Uiso 1 1 calc R U . . .
C6 C 0.46130(18) 0.44225(14) 1.03700(15) 0.0226(4) Uani 1 1 d . . . . .
C7 C 0.62607(19) 0.41391(15) 1.02257(16) 0.0244(4) Uani 1 1 d . . . . .
H7A H 0.678136 0.470040 0.981031 0.029 Uiso 1 1 calc R U . . .
H7B H 0.677513 0.403552 1.108273 0.029 Uiso 1 1 calc R U . . .
C8 C 0.5885(2) 0.23492(15) 1.01707(17) 0.0276(4) Uani 1 1 d . . . . .
H8A H 0.482414 0.245099 1.037732 0.041 Uiso 1 1 calc R U . . .
H8B H 0.652819 0.226856 1.096200 0.041 Uiso 1 1 calc R U . . .
H8C H 0.595645 0.174326 0.964463 0.041 Uiso 1 1 calc R U . . .
C9 C 0.79750(19) 0.30613(15) 0.91274(17) 0.0255(4) Uani 1 1 d . . . . .
H9A H 0.807900 0.235801 0.883248 0.031 Uiso 1 1 calc R U . . .
H9B H 0.866409 0.314799 0.990334 0.031 Uiso 1 1 calc R U . . .
C10 C 0.84901(19) 0.37710(15) 0.80881(16) 0.0237(4) Uani 1 1 d . . . . .
H10A H 0.847126 0.447142 0.840975 0.028 Uiso 1 1 calc R U . . .
H10B H 0.955658 0.360851 0.791350 0.028 Uiso 1 1 calc R U . . .
C11 C 0.74991(19) 0.37068(14) 0.68382(16) 0.0223(4) Uani 1 1 d . . . . .
H11 H 0.641461 0.380721 0.704641 0.027 Uiso 1 1 calc R U . . .
C12 C 0.7609(2) 0.26853(16) 0.61923(18) 0.0294(4) Uani 1 1 d . . . . .
H12A H 0.697734 0.268650 0.538818 0.044 Uiso 1 1 calc R U . . .
H12B H 0.724790 0.216031 0.675617 0.044 Uiso 1 1 calc R U . . .
H12C H 0.867224 0.255151 0.601678 0.044 Uiso 1 1 calc R U . . .
C13 C 0.68555(18) 0.47422(14) 0.49613(15) 0.0208(4) Uani 1 1 d . . . . .
C14 C 0.72140(17) 0.55390(14) 0.40038(15) 0.0213(4) Uani 1 1 d . . . . .
C15 C 0.85822(19) 0.56049(15) 0.34015(16) 0.0246(4) Uani 1 1 d . . . . .
H15 H 0.937952 0.513882 0.361009 0.030 Uiso 1 1 calc R U . . .
C16 C 0.8781(2) 0.63516(16) 0.24964(16) 0.0279(4) Uani 1 1 d . . . . .
H16 H 0.971362 0.639121 0.208781 0.033 Uiso 1 1 calc R U . . .
C17 C 0.7631(2) 0.70360(15) 0.21875(17) 0.0287(4) Uani 1 1 d . . . . .
H17 H 0.777956 0.755003 0.157793 0.034 Uiso 1 1 calc R U . . .
C18 C 0.6261(2) 0.69708(15) 0.27689(17) 0.0286(4) Uani 1 1 d . . . . .
H18 H 0.546950 0.744051 0.255930 0.034 Uiso 1 1 calc R U . . .
C19 C 0.60504(19) 0.62212(15) 0.36539(16) 0.0253(4) Uani 1 1 d . . . . .
H19 H 0.509872 0.616859 0.403079 0.030 Uiso 1 1 calc R U . . .
C20 C 0.93240(17) 0.50572(14) 0.61442(14) 0.0203(4) Uani 1 1 d . . . . .
C21 C 1.06178(18) 0.45254(16) 0.58161(15) 0.0263(4) Uani 1 1 d . . . . .
H21 H 1.050763 0.384986 0.552712 0.032 Uiso 1 1 calc R U . . .
C22 C 1.20500(19) 0.49572(18) 0.59016(17) 0.0314(5) Uani 1 1 d . . . . .
H22 H 1.291991 0.458882 0.567633 0.038 Uiso 1 1 calc R U . . .
C23 C 1.21813(19) 0.59421(18) 0.63250(17) 0.0330(5) Uani 1 1 d . . . . .
H23 H 1.314809 0.626461 0.636428 0.040 Uiso 1 1 calc R U . . .
C24 C 1.0918(2) 0.64595(16) 0.66906(17) 0.0280(4) Uani 1 1 d . . . . .
H24 H 1.104645 0.713208 0.698642 0.034 Uiso 1 1 calc R U . . .
C25 C 0.94393(18) 0.60333(14) 0.66448(15) 0.0221(4) Uani 1 1 d . . . . .
C26 C 0.81745(19) 0.67000(14) 0.71504(16) 0.0240(4) Uani 1 1 d . . . . .
C27 C 0.8640(2) 0.69931(17) 0.85496(17) 0.0324(4) Uani 1 1 d . . . . .
H27A H 0.868252 0.638684 0.908328 0.049 Uiso 1 1 calc R U . . .
H27B H 0.788698 0.746205 0.886189 0.049 Uiso 1 1 calc R U . . .
H27C H 0.964458 0.731584 0.858911 0.049 Uiso 1 1 calc R U . . .
C28 C 0.8026(2) 0.76633(16) 0.63307(18) 0.0313(4) Uani 1 1 d . . . . .
H28A H 0.897266 0.805281 0.643658 0.047 Uiso 1 1 calc R U . . .
H28B H 0.717547 0.807035 0.660456 0.047 Uiso 1 1 calc R U . . .
H28C H 0.783518 0.747887 0.543023 0.047 Uiso 1 1 calc R U . . .
C29 C 0.65716(19) 0.62402(15) 0.71764(16) 0.0245(4) Uani 1 1 d . . . . .
H29A H 0.615801 0.612111 0.629978 0.037 Uiso 1 1 calc R U . . .
H29B H 0.590385 0.670581 0.760320 0.037 Uiso 1 1 calc R U . . .
H29C H 0.663087 0.560055 0.764268 0.037 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C11 1.492(2) . ?
N1 C13 1.365(2) . ?
N1 C20 1.443(2) . ?
C1 H1 0.9500 . ?
C1 C2 1.380(3) . ?
C1 C6 1.394(2) . ?
O1 C13 1.234(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
N2 C7 1.465(2) . ?
N2 C8 1.463(2) . ?
N2 C9 1.463(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(2) . ?
C6 C7 1.513(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.531(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.530(2) . ?
C11 H11 1.0000 . ?
C11 C12 1.522(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.506(2) . ?
C14 C15 1.396(2) . ?
C14 C19 1.398(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.382(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.386(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.400(2) . ?
C20 C25 1.400(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.381(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.384(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.381(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.415(2) . ?
C25 C26 1.541(2) . ?
C26 C27 1.548(2) . ?
C26 C28 1.542(3) . ?
C26 C29 1.537(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 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
C13 N1 C11 117.12(13) . . ?
C13 N1 C20 122.80(14) . . ?
C20 N1 C11 120.08(12) . . ?
C2 C1 H1 119.5 . . ?
C2 C1 C6 120.97(16) . . ?
C6 C1 H1 119.5 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.94(16) . . ?
C3 C2 H2 120.0 . . ?
C8 N2 C7 110.11(13) . . ?
C8 N2 C9 109.61(14) . . ?
C9 N2 C7 111.60(13) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.67(16) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.08(16) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.67(15) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C7 119.84(14) . . ?
C5 C6 C1 118.65(15) . . ?
C5 C6 C7 121.50(14) . . ?
N2 C7 C6 112.12(13) . . ?
N2 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C9 H9A 108.7 . . ?
N2 C9 H9B 108.7 . . ?
N2 C9 C10 114.15(14) . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 C9 113.46(14) . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
N1 C11 C10 110.78(13) . . ?
N1 C11 H11 107.7 . . ?
N1 C11 C12 110.26(14) . . ?
C10 C11 H11 107.7 . . ?
C12 C11 C10 112.49(15) . . ?
C12 C11 H11 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C13 C14 119.55(14) . . ?
O1 C13 N1 121.39(15) . . ?
O1 C13 C14 119.02(14) . . ?
C15 C14 C13 124.64(16) . . ?
C15 C14 C19 118.51(17) . . ?
C19 C14 C13 116.75(15) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.16(17) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.47(17) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.87(18) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.86(17) . . ?
C19 C18 H18 120.1 . . ?
C14 C19 H19 119.5 . . ?
C18 C19 C14 121.09(16) . . ?
C18 C19 H19 119.5 . . ?
C21 C20 N1 115.47(16) . . ?
C21 C20 C25 121.25(16) . . ?
C25 C20 N1 123.28(14) . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.71(19) . . ?
C22 C21 H21 119.1 . . ?
C21 C22 H22 121.0 . . ?
C21 C22 C23 118.07(17) . . ?
C23 C22 H22 121.0 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.49(17) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 118.5 . . ?
C23 C24 C25 122.98(19) . . ?
C25 C24 H24 118.5 . . ?
C20 C25 C24 115.31(16) . . ?
C20 C25 C26 128.64(15) . . ?
C24 C25 C26 116.05(17) . . ?
C25 C26 C27 108.52(14) . . ?
C25 C26 C28 108.79(14) . . ?
C28 C26 C27 109.14(16) . . ?
C29 C26 C25 117.36(16) . . ?
C29 C26 C27 105.69(14) . . ?
C29 C26 C28 107.10(14) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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 C13 C14 C15 47.8(2) . . . . ?
N1 C13 C14 C19 -135.78(16) . . . . ?
N1 C20 C21 C22 176.98(14) . . . . ?
N1 C20 C25 C24 -175.83(14) . . . . ?
N1 C20 C25 C26 4.2(2) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C1 C6 C7 N2 -55.0(2) . . . . ?
O1 C13 C14 C15 -134.60(18) . . . . ?
O1 C13 C14 C19 41.8(2) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C2 C1 C6 C7 -179.85(17) . . . . ?
C2 C3 C4 C5 -1.3(3) . . . . ?
N2 C9 C10 C11 -58.2(2) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 C1 -0.3(3) . . . . ?
C4 C5 C6 C7 179.16(18) . . . . ?
C5 C6 C7 N2 125.51(18) . . . . ?
C6 C1 C2 C3 0.2(3) . . . . ?
C7 N2 C9 C10 -73.88(18) . . . . ?
C8 N2 C7 C6 -68.89(17) . . . . ?
C8 N2 C9 C10 163.87(15) . . . . ?
C9 N2 C7 C6 169.15(14) . . . . ?
C9 C10 C11 N1 170.77(14) . . . . ?
C9 C10 C11 C12 -65.32(19) . . . . ?
C11 N1 C13 O1 4.4(2) . . . . ?
C11 N1 C13 C14 -178.06(14) . . . . ?
C11 N1 C20 C21 74.94(18) . . . . ?
C11 N1 C20 C25 -104.31(19) . . . . ?
C13 N1 C11 C10 -162.14(14) . . . . ?
C13 N1 C11 C12 72.68(18) . . . . ?
C13 N1 C20 C21 -105.52(18) . . . . ?
C13 N1 C20 C25 75.2(2) . . . . ?
C13 C14 C15 C16 177.79(16) . . . . ?
C13 C14 C19 C18 -179.09(15) . . . . ?
C14 C15 C16 C17 0.2(3) . . . . ?
C15 C14 C19 C18 -2.5(3) . . . . ?
C15 C16 C17 C18 -0.9(3) . . . . ?
C16 C17 C18 C19 -0.1(3) . . . . ?
C17 C18 C19 C14 1.8(3) . . . . ?
C19 C14 C15 C16 1.5(3) . . . . ?
C20 N1 C11 C10 17.4(2) . . . . ?
C20 N1 C11 C12 -107.76(16) . . . . ?
C20 N1 C13 O1 -175.10(15) . . . . ?
C20 N1 C13 C14 2.4(2) . . . . ?
C20 C21 C22 C23 0.0(2) . . . . ?
C20 C25 C26 C27 122.56(18) . . . . ?
C20 C25 C26 C28 -118.80(18) . . . . ?
C20 C25 C26 C29 2.9(2) . . . . ?
C21 C20 C25 C24 5.0(2) . . . . ?
C21 C20 C25 C26 -174.99(15) . . . . ?
C21 C22 C23 C24 2.2(3) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C23 C24 C25 C20 -2.8(2) . . . . ?
C23 C24 C25 C26 177.13(15) . . . . ?
C24 C25 C26 C27 -57.39(19) . . . . ?
C24 C25 C26 C28 61.25(18) . . . . ?
C24 C25 C26 C29 -177.03(14) . . . . ?
C25 C20 C21 C22 -3.8(2) . . . . ?

_olex2_date_sample_submission    2024-06-13
_olex2_exptl_crystal_mounting_method '200 micrometer micromount'
_olex2_submission_original_sample_id 'Jack Wootton jmw-cat'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.304
_oxdiff_exptl_absorpt_empirical_full_min 0.620
####################################################################### 
# 
# 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_wpu24011
_database_code_depnum_ccdc_archive 'CCDC 2363260'
loop_
_audit_author_name
_audit_author_address
'Adrian C. Whitwood'
;University of York
United Kingdom
;
_audit_update_record             
;
2024-06-17 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2024-03-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
''
_chemical_name_common            ?
_chemical_name_systematic        
N-(2-(tert-butyl)phenyl)-N-(phenyl(pyridin-2-yl)methyl)propionamide
_chemical_formula_moiety         'C25 H28 N2 O'
_chemical_formula_sum            'C25 H28 N2 O'
_chemical_formula_weight         372.49
_chemical_melting_point          406-409
_chemical_oxdiff_formula         'C25 H28 N2 O1'
_chemical_oxdiff_usercomment     'JAck Wooton jmw11-104-P'
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'
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                   9.02470(10)
_cell_length_b                   13.2322(2)
_cell_length_c                   18.6064(3)
_cell_angle_alpha                100.7280(10)
_cell_angle_beta                 100.9090(10)
_cell_angle_gamma                105.8830(10)
_cell_volume                     2030.78(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14274
_cell_measurement_temperature    109.95(10)
_cell_measurement_theta_max      76.6200
_cell_measurement_theta_min      3.5880
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.879
_exptl_absorpt_coefficient_mu    0.574
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.112a (Rigaku Oxford Diffraction, 2024)
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_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 2 -1 0.0783
-1 -1 -2 0.0971
-2 1 -2 0.0836
2 -1 2 0.1235
2 -2 1 0.1277
-1 -1 0 0.0717
1 -1 -1 0.1330
2 0 -1 0.1065
0 2 1 0.0613
-1 1 1 0.0793
1 -2 1 0.1309
-1 2 -1 0.0849
0 0 -1 0.1105
0 0 1 0.0782
0 -1 2 0.1081
0 1 -1 0.0754
0 -1 1 0.1059
0 -2 1 0.1053
0 2 -1 0.0688
0 -1 0 0.1023
1 -1 -2 0.1158
-1 1 2 0.0754
-1 -2 2 0.0740
1 2 -1 0.0502
-1 -2 1 0.0677
1 1 1 0.0730
-1 2 0 0.0791
1 0 -2 0.0850

_exptl_crystal_recrystallization_method 
'hexane and dichloromethane slow evaporation'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
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 0.1177 0.3381 -0.1523
-1.0000 -1.0000 -2.0000 0.0929 0.2541 0.2201
-2.0000 1.0000 -2.0000 0.1246 0.3966 0.0066
2.0000 -1.0000 2.0000 -0.1246 -0.3966 -0.0066
2.0000 -2.0000 1.0000 -0.1177 -0.3381 0.1523
-1.0000 -1.0000 -0.0000 0.1739 0.1264 0.1335
1.0000 -1.0000 -1.0000 -0.1196 -0.0733 0.1411
2.0000 -0.0000 -1.0000 -0.2934 -0.1997 0.0077
0.0000 2.0000 1.0000 -0.0543 -0.0531 -0.2746
-1.0000 1.0000 1.0000 0.1196 0.0733 -0.1411
1.0000 -2.0000 1.0000 0.0088 -0.2063 0.1701
-1.0000 2.0000 -1.0000 -0.0088 0.2063 -0.1701
-0.0000 -0.0000 -1.0000 -0.0405 0.0639 0.0433
0.0000 0.0000 1.0000 0.0405 -0.0639 -0.0433
0.0000 -1.0000 2.0000 0.1284 -0.1331 0.0290
-0.0000 1.0000 -1.0000 -0.0879 0.0692 -0.0723
0.0000 -1.0000 1.0000 0.0879 -0.0692 0.0723
0.0000 -2.0000 1.0000 0.1353 -0.0746 0.1880
-0.0000 2.0000 -1.0000 -0.1353 0.0746 -0.1880
0.0000 -1.0000 0.0000 0.0474 -0.0054 0.1156
1.0000 -1.0000 -2.0000 -0.1601 -0.0094 0.1844
-1.0000 1.0000 2.0000 0.1601 0.0094 -0.1844
-1.0000 -2.0000 2.0000 0.3022 -0.0067 0.1625
1.0000 2.0000 -1.0000 -0.2618 -0.0572 -0.2058
-1.0000 -2.0000 1.0000 0.2618 0.0572 0.2058
1.0000 1.0000 1.0000 -0.1334 -0.1903 -0.1768
-1.0000 2.0000 -0.0000 0.0317 0.1425 -0.2134
1.0000 -0.0000 -2.0000 -0.2075 -0.0041 0.0688

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21553
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.237
_diffrn_reflns_theta_min         3.589
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      109.95(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_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    -46.00 -14.00   0.50    0.30    --  -48.64  82.00   3.00   64
  2  ω    -19.00  73.00   0.50    0.30    --   48.64 -82.00-118.00  184
  3  ω     63.00  88.00   0.50    1.20    --  107.75 -82.00-118.00   50
  4  ω    105.00 136.00   0.50    1.20    --  107.75  82.00   3.00   62
  5  ω   -118.00 -84.00   0.50    0.30    --  -48.64-125.00 -90.00   68
  6  ω   -116.00 -73.00   0.50    0.30    --  -48.64-125.00   0.00   86
  7  ω   -118.00 -84.00   0.50    0.30    --  -48.64-125.00  30.00   68
  8  ω   -117.00 -74.00   0.50    0.30    --  -48.64-125.00 -60.00   86
  9  ω    -16.00  11.00   0.50    0.30    --   48.64 -37.00 -30.00   54
 10  ω     41.00  93.00   0.50    0.30    --   48.64-125.00-150.00  104
 11  ω    -16.00  59.00   0.50    0.30    --   48.64 -37.00 -90.00  150
 12  ω    -22.00  32.00   0.50    0.30    --   48.64 -37.00-180.00  108
 13  ω     95.00 178.00   0.50    1.20    --  107.75  15.00  30.00  166
 14  ω     41.00  79.00   0.50    1.20    --  107.75-125.00 150.00   76
 15  ω     37.00 106.00   0.50    1.20    --  107.75 -94.00-180.00  138
 16  ω     87.00 112.00   0.50    1.20    --  107.75-125.00 150.00   50
 17  ω     39.00  69.00   0.50    1.20    --  107.75-125.00  90.00   60
 18  ω     35.00 105.00   0.50    1.20    --  107.75 -94.00-150.00  140
 19  ω     79.00 130.00   0.50    1.20    --  107.75 -77.00 -60.00  102
 20  ω    118.00 178.00   0.50    1.20    --  107.75 125.00 -90.00  120
 21  ω     37.00 120.00   0.50    1.20    --  107.75 -61.00 -90.00  166
 22  ω     33.00  80.00   0.50    1.20    --  107.75 -30.00-180.00   94
 23  ω     60.00 105.00   0.50    1.20    --  107.75 -94.00  60.00   90
 24  ω     95.00 172.00   0.50    1.20    --  107.75  30.00 -90.00  154
 25  ω     94.00 176.00   0.50    1.20    --  107.75  15.00   0.00  164
 26  ω     87.00 112.00   0.50    1.20    --  107.75-125.00  90.00   50
 27  ω     65.00  91.00   0.50    1.20    --  107.75 -94.00-120.00   52
 28  ω     96.00 174.00   0.50    1.20    --  107.75  30.00 -60.00  156
 29  ω     51.00 106.00   0.50    1.20    --  107.75 -94.00 -60.00  110
 30  ω     38.00  64.00   0.50    1.20    --  107.75 -94.00  90.00   52
 31  ω     38.00  81.00   0.50    1.20    --  107.75 -45.00  30.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1264759000
_diffrn_orient_matrix_UB_12      -0.0473938000
_diffrn_orient_matrix_UB_13      0.0404926000
_diffrn_orient_matrix_UB_21      -0.1317614000
_diffrn_orient_matrix_UB_22      0.0053555000
_diffrn_orient_matrix_UB_23      -0.0638547000
_diffrn_orient_matrix_UB_31      -0.0178214000
_diffrn_orient_matrix_UB_32      -0.1156309000
_diffrn_orient_matrix_UB_33      -0.0433000000
_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                6447
_reflns_number_total             7416
_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 1.171.43.112a (Rigaku OD, 2024)'
_computing_data_collection       
'CrysAlisPro system (CCD 43.112a 64-bit (release 01-03-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.112a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.00076(15)
_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   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         7416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.079
_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)+(0.0497P)²+0.5440P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1064
_refine_ls_wR_factor_ref         0.1103
_refine_special_details          
;
The asymmetric unit contained 2 molecules.  These are almost related by a 
half cell translation parallel to the c-axis.  
Use of a cell with a c-axis of half the length gave a  poorer fit both in 
terms of R factors and the ADP shape (prolate) as well as having a 
significant number of reflections with l=0.5.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C31(H31), C6(H6)
2.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C4(H4), C42(H42), C2(H2), C29(H29), C20(H20), C45(H45), C1(H1),
 C27(H27), C33(H33), C18(H18), C19(H19), C3(H3), C43(H43), C8(H8), C12(H12),
 C26(H26), C44(H44), C37(H37), C35(H35), C28(H28), C9(H9), C11(H11), C36(H36),
 C34(H34), C10(H10)
2.d Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C15(H15A,H15B,
 H15C), C24(H24A,H24B,H24C), C50(H50A,H50B,H50C), C48(H48A,H48B,H48C), C49(H49A,
 H49B,H49C)
;
_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
O1 O 0.87605(10) 0.79260(7) 0.69839(4) 0.02306(19) Uani 1 1 d . . . . .
O2 O 0.88386(10) 0.77091(7) 0.20060(4) 0.02415(19) Uani 1 1 d . . . . .
N2 N 0.76328(11) 0.73849(7) 0.78942(5) 0.0173(2) Uani 1 1 d . . . . .
N4 N 0.77004(11) 0.72130(7) 0.29238(5) 0.0177(2) Uani 1 1 d . . . . .
N1 N 0.81896(11) 0.56160(8) 0.70506(5) 0.0215(2) Uani 1 1 d . . . . .
N3 N 0.81525(12) 0.54035(8) 0.20677(5) 0.0231(2) Uani 1 1 d . . . . .
C30 C 0.67894(13) 0.55881(9) 0.18108(6) 0.0181(2) Uani 1 1 d . . . . .
C5 C 0.67749(13) 0.57399(9) 0.67988(6) 0.0174(2) Uani 1 1 d . . . . .
C31 C 0.63062(13) 0.63733(9) 0.23703(6) 0.0177(2) Uani 1 1 d . . . . .
H31 H 0.576651 0.591773 0.267739 0.021 Uiso 1 1 calc R U . . .
C32 C 0.50462(13) 0.68017(9) 0.19853(6) 0.0192(2) Uani 1 1 d . . . . .
C6 C 0.62630(13) 0.65246(9) 0.73408(6) 0.0178(2) Uani 1 1 d . . . . .
H6 H 0.572649 0.607394 0.765129 0.021 Uiso 1 1 calc R U . . .
C38 C 0.89668(13) 0.77311(9) 0.26758(6) 0.0200(2) Uani 1 1 d . . . . .
C13 C 0.88748(13) 0.79475(9) 0.76533(6) 0.0190(2) Uani 1 1 d . . . . .
C7 C 0.49906(13) 0.69328(9) 0.69449(6) 0.0203(2) Uani 1 1 d . . . . .
C41 C 0.78871(13) 0.71778(9) 0.37117(6) 0.0191(2) Uani 1 1 d . . . . .
C17 C 0.82979(14) 0.65143(10) 0.88755(6) 0.0223(2) Uani 1 1 d . . . . .
H17 H 0.849848 0.601763 0.849665 0.027 Uiso 1 1 calc R U . . .
C46 C 0.76555(14) 0.79569(9) 0.42700(6) 0.0214(2) Uani 1 1 d . . . . .
C4 C 0.57284(14) 0.51130(9) 0.61120(6) 0.0211(2) Uani 1 1 d . . . . .
H4 H 0.472452 0.521082 0.595205 0.025 Uiso 1 1 calc R U . . .
C21 C 0.74714(13) 0.81072(9) 0.92224(6) 0.0201(2) Uani 1 1 d . . . . .
C16 C 0.77996(13) 0.73596(9) 0.86814(6) 0.0186(2) Uani 1 1 d . . . . .
C42 C 0.83154(13) 0.63017(10) 0.38875(6) 0.0220(2) Uani 1 1 d . . . . .
H42 H 0.844302 0.578286 0.349671 0.026 Uiso 1 1 calc R U . . .
C2 C 0.76408(15) 0.42242(9) 0.59113(7) 0.0243(3) Uani 1 1 d . . . . .
H2 H 0.798582 0.371329 0.561327 0.029 Uiso 1 1 calc R U . . .
C29 C 0.57740(14) 0.50298(9) 0.11028(6) 0.0221(2) Uani 1 1 d . . . . .
H29 H 0.479948 0.516497 0.094047 0.027 Uiso 1 1 calc R U . . .
C20 C 0.77012(14) 0.79381(10) 0.99549(6) 0.0244(3) Uani 1 1 d . . . . .
H20 H 0.749252 0.842368 1.033788 0.029 Uiso 1 1 calc R U . . .
C45 C 0.79435(15) 0.77947(10) 0.50047(7) 0.0258(3) Uani 1 1 d . . . . .
H45 H 0.782945 0.831025 0.540224 0.031 Uiso 1 1 calc R U . . .
C47 C 0.70178(15) 0.88980(10) 0.41450(7) 0.0251(3) Uani 1 1 d . . . . .
C1 C 0.85939(14) 0.48715(10) 0.66059(7) 0.0244(3) Uani 1 1 d . . . . .
H1 H 0.959946 0.478327 0.677935 0.029 Uiso 1 1 calc R U . . .
C27 C 0.76286(15) 0.40945(10) 0.08892(7) 0.0259(3) Uani 1 1 d . . . . .
H27 H 0.796642 0.359236 0.057882 0.031 Uiso 1 1 calc R U . . .
C33 C 0.53460(15) 0.74956(10) 0.15134(7) 0.0259(3) Uani 1 1 d . . . . .
H33 H 0.637692 0.773201 0.142896 0.031 Uiso 1 1 calc R U . . .
C18 C 0.85081(14) 0.63784(10) 0.96026(7) 0.0255(3) Uani 1 1 d . . . . .
H18 H 0.884788 0.579782 0.972408 0.031 Uiso 1 1 calc R U . . .
C19 C 0.82116(14) 0.71092(10) 1.01512(7) 0.0263(3) Uani 1 1 d . . . . .
H19 H 0.835800 0.704032 1.065693 0.032 Uiso 1 1 calc R U . . .
C3 C 0.61689(15) 0.43432(9) 0.56632(6) 0.0240(3) Uani 1 1 d . . . . .
H3 H 0.547020 0.390434 0.519278 0.029 Uiso 1 1 calc R U . . .
C43 C 0.85605(14) 0.61652(10) 0.46151(7) 0.0251(3) Uani 1 1 d . . . . .
H43 H 0.884503 0.555962 0.472408 0.030 Uiso 1 1 calc R U . . .
C8 C 0.52215(15) 0.75085(10) 0.63986(7) 0.0266(3) Uani 1 1 d . . . . .
H8 H 0.620645 0.766306 0.626163 0.032 Uiso 1 1 calc R U . . .
C12 C 0.35344(14) 0.67118(10) 0.71300(8) 0.0274(3) Uani 1 1 d . . . . .
H12 H 0.336034 0.631689 0.750025 0.033 Uiso 1 1 calc R U . . .
C39 C 1.05504(14) 0.83086(10) 0.32565(7) 0.0261(3) Uani 1 1 d . . . . .
H39A H 1.112298 0.778017 0.332808 0.031 Uiso 1 1 calc R U . . .
H39B H 1.035217 0.859669 0.374710 0.031 Uiso 1 1 calc R U . . .
C26 C 0.85478(15) 0.46703(10) 0.16076(7) 0.0260(3) Uani 1 1 d . . . . .
H26 H 0.951799 0.453845 0.178611 0.031 Uiso 1 1 calc R U . . .
C44 C 0.83819(14) 0.69307(11) 0.51812(7) 0.0264(3) Uani 1 1 d . . . . .
H44 H 0.855943 0.686234 0.568711 0.032 Uiso 1 1 calc R U . . .
C37 C 0.35279(15) 0.64723(10) 0.20968(8) 0.0293(3) Uani 1 1 d . . . . .
H37 H 0.330722 0.599992 0.241761 0.035 Uiso 1 1 calc R U . . .
C22 C 0.68314(14) 0.90499(9) 0.91010(6) 0.0225(3) Uani 1 1 d . . . . .
C14 C 1.04127(14) 0.85825(10) 0.82527(6) 0.0254(3) Uani 1 1 d . . . . .
H14A H 1.015347 0.891514 0.871503 0.031 Uiso 1 1 calc R U . . .
H14B H 1.098577 0.807510 0.838289 0.031 Uiso 1 1 calc R U . . .
C40 C 1.15916(15) 0.92371(11) 0.30198(7) 0.0288(3) Uani 1 1 d . . . . .
H40A H 1.170039 0.896986 0.251102 0.043 Uiso 1 1 calc R U . . .
H40B H 1.264631 0.952813 0.337686 0.043 Uiso 1 1 calc R U . . .
H40C H 1.109920 0.981154 0.301901 0.043 Uiso 1 1 calc R U . . .
C35 C 0.26284(16) 0.75055(10) 0.12798(8) 0.0309(3) Uani 1 1 d . . . . .
H35 H 0.180930 0.774363 0.103804 0.037 Uiso 1 1 calc R U . . .
C28 C 0.62036(15) 0.42722(10) 0.06366(7) 0.0262(3) Uani 1 1 d . . . . .
H28 H 0.552719 0.388108 0.015044 0.031 Uiso 1 1 calc R U . . .
C9 C 0.40175(17) 0.78577(11) 0.60531(8) 0.0326(3) Uani 1 1 d . . . . .
H9 H 0.418865 0.825469 0.568368 0.039 Uiso 1 1 calc R U . . .
C11 C 0.23264(15) 0.70592(11) 0.67823(9) 0.0357(3) Uani 1 1 d . . . . .
H11 H 0.133769 0.690282 0.691573 0.043 Uiso 1 1 calc R U . . .
C36 C 0.23224(16) 0.68203(11) 0.17478(9) 0.0362(3) Uani 1 1 d . . . . .
H36 H 0.129042 0.658673 0.183160 0.043 Uiso 1 1 calc R U . . .
C34 C 0.41398(17) 0.78424(11) 0.11660(7) 0.0307(3) Uani 1 1 d . . . . .
H34 H 0.435536 0.831702 0.084610 0.037 Uiso 1 1 calc R U . . .
C10 C 0.25706(16) 0.76333(10) 0.62414(8) 0.0352(3) Uani 1 1 d . . . . .
H10 H 0.175057 0.787174 0.600094 0.042 Uiso 1 1 calc R U . . .
C23 C 0.68939(19) 0.93811(11) 0.83594(7) 0.0337(3) Uani 1 1 d . . . . .
H23A H 0.799881 0.959927 0.832057 0.051 Uiso 1 1 calc R U . . .
H23B H 0.647875 0.999110 0.835026 0.051 Uiso 1 1 calc R U . . .
H23C H 0.624417 0.876513 0.793242 0.051 Uiso 1 1 calc R U . . .
C25 C 0.77730(17) 1.00779(11) 0.97379(8) 0.0347(3) Uani 1 1 d . . . . .
H25A H 0.766864 0.993219 1.022655 0.052 Uiso 1 1 calc R U . . .
H25B H 0.735155 1.066876 0.966068 0.052 Uiso 1 1 calc R U . . .
H25C H 0.889907 1.028826 0.973256 0.052 Uiso 1 1 calc R U . . .
C15 C 1.14996(15) 0.94678(10) 0.80017(7) 0.0290(3) Uani 1 1 d . . . . .
H15A H 1.167725 0.915559 0.751752 0.044 Uiso 1 1 calc R U . . .
H15B H 1.252168 0.979038 0.838300 0.044 Uiso 1 1 calc R U . . .
H15C H 1.100206 1.002941 0.794249 0.044 Uiso 1 1 calc R U . . .
C24 C 0.50844(16) 0.87166(12) 0.91391(9) 0.0362(3) Uani 1 1 d . . . . .
H24A H 0.445509 0.808388 0.872018 0.054 Uiso 1 1 calc R U . . .
H24B H 0.466811 0.932056 0.910075 0.054 Uiso 1 1 calc R U . . .
H24C H 0.501537 0.853272 0.962084 0.054 Uiso 1 1 calc R U . . .
C50 C 0.7605(3) 0.98374(14) 0.48510(9) 0.0583(5) Uani 1 1 d . . . . .
H50A H 0.721617 0.958867 0.526566 0.088 Uiso 1 1 calc R U . . .
H50B H 0.720372 1.042672 0.474728 0.088 Uiso 1 1 calc R U . . .
H50C H 0.877201 1.010121 0.499427 0.088 Uiso 1 1 calc R U . . .
C48 C 0.7457(3) 0.93891(14) 0.35082(10) 0.0624(6) Uani 1 1 d . . . . .
H48A H 0.861851 0.963881 0.359383 0.094 Uiso 1 1 calc R U . . .
H48B H 0.705812 1.000532 0.349478 0.094 Uiso 1 1 calc R U . . .
H48C H 0.697900 0.883989 0.302523 0.094 Uiso 1 1 calc R U . . .
C49 C 0.5211(2) 0.84536(15) 0.39735(14) 0.0635(6) Uani 1 1 d . . . . .
H49A H 0.480116 0.787581 0.350332 0.095 Uiso 1 1 calc R U . . .
H49B H 0.476155 0.903863 0.391713 0.095 Uiso 1 1 calc R U . . .
H49C H 0.490528 0.816010 0.438966 0.095 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C13 1.2245(14) . ?
O2 C38 1.2236(14) . ?
N2 C6 1.4819(14) . ?
N2 C13 1.3671(15) . ?
N2 C16 1.4515(14) . ?
N4 C31 1.4821(14) . ?
N4 C38 1.3703(15) . ?
N4 C41 1.4546(14) . ?
N1 C5 1.3390(15) . ?
N1 C1 1.3402(15) . ?
N3 C30 1.3367(15) . ?
N3 C26 1.3406(15) . ?
C30 C31 1.5396(15) . ?
C30 C29 1.3896(16) . ?
C5 C6 1.5354(15) . ?
C5 C4 1.3903(16) . ?
C31 H31 1.0000 . ?
C31 C32 1.5241(15) . ?
C32 C33 1.3933(17) . ?
C32 C37 1.3874(17) . ?
C6 H6 1.0000 . ?
C6 C7 1.5233(15) . ?
C38 C39 1.5180(16) . ?
C13 C14 1.5175(16) . ?
C7 C8 1.3923(17) . ?
C7 C12 1.3891(17) . ?
C41 C46 1.4097(16) . ?
C41 C42 1.3926(17) . ?
C17 H17 0.9500 . ?
C17 C16 1.3957(17) . ?
C17 C18 1.3824(17) . ?
C46 C45 1.4098(16) . ?
C46 C47 1.5445(17) . ?
C4 H4 0.9500 . ?
C4 C3 1.3869(17) . ?
C21 C16 1.4078(15) . ?
C21 C20 1.4081(16) . ?
C21 C22 1.5460(16) . ?
C42 H42 0.9500 . ?
C42 C43 1.3834(16) . ?
C2 H2 0.9500 . ?
C2 C1 1.3811(17) . ?
C2 C3 1.3826(18) . ?
C29 H29 0.9500 . ?
C29 C28 1.3870(17) . ?
C20 H20 0.9500 . ?
C20 C19 1.3823(18) . ?
C45 H45 0.9500 . ?
C45 C44 1.3819(18) . ?
C47 C50 1.5230(18) . ?
C47 C48 1.5187(19) . ?
C47 C49 1.522(2) . ?
C1 H1 0.9500 . ?
C27 H27 0.9500 . ?
C27 C26 1.3823(17) . ?
C27 C28 1.3813(18) . ?
C33 H33 0.9500 . ?
C33 C34 1.3896(18) . ?
C18 H18 0.9500 . ?
C18 C19 1.3879(18) . ?
C19 H19 0.9500 . ?
C3 H3 0.9500 . ?
C43 H43 0.9500 . ?
C43 C44 1.3848(18) . ?
C8 H8 0.9500 . ?
C8 C9 1.3886(18) . ?
C12 H12 0.9500 . ?
C12 C11 1.3915(19) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.5207(17) . ?
C26 H26 0.9500 . ?
C44 H44 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.3912(19) . ?
C22 C23 1.5298(17) . ?
C22 C25 1.5372(16) . ?
C22 C24 1.5357(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5168(17) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C35 H35 0.9500 . ?
C35 C36 1.380(2) . ?
C35 C34 1.384(2) . ?
C28 H28 0.9500 . ?
C9 H9 0.9500 . ?
C9 C10 1.384(2) . ?
C11 H11 0.9500 . ?
C11 C10 1.384(2) . ?
C36 H36 0.9500 . ?
C34 H34 0.9500 . ?
C10 H10 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 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
C13 N2 C6 119.88(9) . . ?
C13 N2 C16 121.49(9) . . ?
C16 N2 C6 116.05(9) . . ?
C38 N4 C31 119.24(9) . . ?
C38 N4 C41 120.99(9) . . ?
C41 N4 C31 116.40(8) . . ?
C5 N1 C1 117.49(10) . . ?
C30 N3 C26 117.65(10) . . ?
N3 C30 C31 116.54(9) . . ?
N3 C30 C29 122.33(10) . . ?
C29 C30 C31 120.85(10) . . ?
N1 C5 C6 117.01(9) . . ?
N1 C5 C4 122.32(10) . . ?
C4 C5 C6 120.36(10) . . ?
N4 C31 C30 112.55(9) . . ?
N4 C31 H31 104.9 . . ?
N4 C31 C32 115.05(9) . . ?
C30 C31 H31 104.9 . . ?
C32 C31 C30 113.18(9) . . ?
C32 C31 H31 104.9 . . ?
C33 C32 C31 122.74(10) . . ?
C37 C32 C31 118.79(10) . . ?
C37 C32 C33 118.47(11) . . ?
N2 C6 C5 112.84(9) . . ?
N2 C6 H6 104.8 . . ?
N2 C6 C7 114.60(9) . . ?
C5 C6 H6 104.8 . . ?
C7 C6 C5 113.67(9) . . ?
C7 C6 H6 104.8 . . ?
O2 C38 N4 121.24(10) . . ?
O2 C38 C39 120.94(10) . . ?
N4 C38 C39 117.80(10) . . ?
O1 C13 N2 121.58(10) . . ?
O1 C13 C14 121.54(10) . . ?
N2 C13 C14 116.87(9) . . ?
C8 C7 C6 122.65(10) . . ?
C12 C7 C6 118.72(11) . . ?
C12 C7 C8 118.62(11) . . ?
C46 C41 N4 123.85(10) . . ?
C42 C41 N4 115.08(10) . . ?
C42 C41 C46 121.06(10) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 H17 119.0 . . ?
C18 C17 C16 121.95(11) . . ?
C41 C46 C47 126.78(10) . . ?
C45 C46 C41 115.04(11) . . ?
C45 C46 C47 118.03(10) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.14(11) . . ?
C3 C4 H4 120.4 . . ?
C16 C21 C20 115.16(11) . . ?
C16 C21 C22 128.01(10) . . ?
C20 C21 C22 116.78(10) . . ?
C17 C16 N2 115.01(9) . . ?
C17 C16 C21 120.97(10) . . ?
C21 C16 N2 124.02(10) . . ?
C41 C42 H42 119.1 . . ?
C43 C42 C41 121.89(11) . . ?
C43 C42 H42 119.1 . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 117.92(11) . . ?
C3 C2 H2 121.0 . . ?
C30 C29 H29 120.5 . . ?
C28 C29 C30 119.06(11) . . ?
C28 C29 H29 120.5 . . ?
C21 C20 H20 118.0 . . ?
C19 C20 C21 124.04(11) . . ?
C19 C20 H20 118.0 . . ?
C46 C45 H45 118.0 . . ?
C44 C45 C46 123.92(11) . . ?
C44 C45 H45 118.0 . . ?
C50 C47 C46 111.66(11) . . ?
C48 C47 C46 115.64(10) . . ?
C48 C47 C50 105.86(13) . . ?
C48 C47 C49 108.41(15) . . ?
C49 C47 C46 106.96(11) . . ?
C49 C47 C50 108.07(14) . . ?
N1 C1 C2 124.13(11) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C26 C27 H27 121.0 . . ?
C28 C27 H27 121.0 . . ?
C28 C27 C26 117.91(11) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.13(12) . . ?
C34 C33 H33 119.9 . . ?
C17 C18 H18 120.8 . . ?
C17 C18 C19 118.50(11) . . ?
C19 C18 H18 120.8 . . ?
C20 C19 C18 119.38(11) . . ?
C20 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C4 C3 H3 120.5 . . ?
C2 C3 C4 118.97(10) . . ?
C2 C3 H3 120.5 . . ?
C42 C43 H43 120.7 . . ?
C42 C43 C44 118.54(11) . . ?
C44 C43 H43 120.7 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.25(12) . . ?
C9 C8 H8 119.9 . . ?
C7 C12 H12 119.4 . . ?
C7 C12 C11 121.12(13) . . ?
C11 C12 H12 119.4 . . ?
C38 C39 H39A 109.2 . . ?
C38 C39 H39B 109.2 . . ?
C38 C39 C40 112.17(10) . . ?
H39A C39 H39B 107.9 . . ?
C40 C39 H39A 109.2 . . ?
C40 C39 H39B 109.2 . . ?
N3 C26 C27 123.94(11) . . ?
N3 C26 H26 118.0 . . ?
C27 C26 H26 118.0 . . ?
C45 C44 C43 119.51(11) . . ?
C45 C44 H44 120.2 . . ?
C43 C44 H44 120.2 . . ?
C32 C37 H37 119.4 . . ?
C32 C37 C36 121.28(12) . . ?
C36 C37 H37 119.4 . . ?
C23 C22 C21 116.79(9) . . ?
C23 C22 C25 106.09(11) . . ?
C23 C22 C24 107.74(11) . . ?
C25 C22 C21 109.96(10) . . ?
C24 C22 C21 107.61(10) . . ?
C24 C22 C25 108.39(10) . . ?
C13 C14 H14A 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C15 C14 C13 113.01(10) . . ?
C15 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C36 C35 H35 120.3 . . ?
C36 C35 C34 119.38(12) . . ?
C34 C35 H35 120.3 . . ?
C29 C28 H28 120.5 . . ?
C27 C28 C29 119.06(11) . . ?
C27 C28 H28 120.5 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.68(13) . . ?
C10 C9 H9 119.7 . . ?
C12 C11 H11 120.1 . . ?
C10 C11 C12 119.75(12) . . ?
C10 C11 H11 120.1 . . ?
C37 C36 H36 120.1 . . ?
C35 C36 C37 119.88(12) . . ?
C35 C36 H36 120.1 . . ?
C33 C34 H34 119.6 . . ?
C35 C34 C33 120.86(12) . . ?
C35 C34 H34 119.6 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.56(12) . . ?
C11 C10 H10 120.2 . . ?
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 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 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
O1 C13 C14 C15 21.15(16) . . . . ?
O2 C38 C39 C40 27.90(16) . . . . ?
N2 C6 C7 C8 72.10(13) . . . . ?
N2 C6 C7 C12 -108.62(11) . . . . ?
N2 C13 C14 C15 -160.01(10) . . . . ?
N4 C31 C32 C33 63.89(14) . . . . ?
N4 C31 C32 C37 -117.37(11) . . . . ?
N4 C38 C39 C40 -153.77(11) . . . . ?
N4 C41 C46 C45 -178.12(10) . . . . ?
N4 C41 C46 C47 6.48(18) . . . . ?
N4 C41 C42 C43 179.03(10) . . . . ?
N1 C5 C6 N2 26.71(13) . . . . ?
N1 C5 C6 C7 159.38(10) . . . . ?
N1 C5 C4 C3 -1.09(17) . . . . ?
N3 C30 C31 N4 30.34(13) . . . . ?
N3 C30 C31 C32 162.91(10) . . . . ?
N3 C30 C29 C28 -1.62(17) . . . . ?
C30 N3 C26 C27 -0.32(19) . . . . ?
C30 C31 C32 C33 -67.45(13) . . . . ?
C30 C31 C32 C37 111.29(12) . . . . ?
C30 C29 C28 C27 -0.02(18) . . . . ?
C5 N1 C1 C2 -0.47(18) . . . . ?
C5 C6 C7 C8 -59.72(14) . . . . ?
C5 C6 C7 C12 119.56(11) . . . . ?
C5 C4 C3 C2 -0.24(17) . . . . ?
C31 N4 C38 O2 17.12(16) . . . . ?
C31 N4 C38 C39 -161.21(10) . . . . ?
C31 N4 C41 C46 -109.72(12) . . . . ?
C31 N4 C41 C42 70.07(12) . . . . ?
C31 C30 C29 C28 -175.43(10) . . . . ?
C31 C32 C33 C34 178.71(10) . . . . ?
C31 C32 C37 C36 -178.72(11) . . . . ?
C32 C33 C34 C35 -0.16(19) . . . . ?
C32 C37 C36 C35 0.1(2) . . . . ?
C6 N2 C13 O1 15.21(16) . . . . ?
C6 N2 C13 C14 -163.63(10) . . . . ?
C6 N2 C16 C17 71.81(12) . . . . ?
C6 N2 C16 C21 -107.25(12) . . . . ?
C6 C5 C4 C3 -174.41(10) . . . . ?
C6 C7 C8 C9 179.73(10) . . . . ?
C6 C7 C12 C11 -179.58(11) . . . . ?
C38 N4 C31 C30 44.54(13) . . . . ?
C38 N4 C31 C32 -87.11(12) . . . . ?
C38 N4 C41 C46 91.15(14) . . . . ?
C38 N4 C41 C42 -89.07(13) . . . . ?
C13 N2 C6 C5 47.50(13) . . . . ?
C13 N2 C6 C7 -84.72(12) . . . . ?
C13 N2 C16 C17 -89.98(13) . . . . ?
C13 N2 C16 C21 90.96(13) . . . . ?
C7 C8 C9 C10 -0.47(19) . . . . ?
C7 C12 C11 C10 0.12(19) . . . . ?
C41 N4 C31 C30 -114.98(10) . . . . ?
C41 N4 C31 C32 113.38(10) . . . . ?
C41 N4 C38 O2 175.68(10) . . . . ?
C41 N4 C38 C39 -2.65(15) . . . . ?
C41 C46 C45 C44 -1.60(17) . . . . ?
C41 C46 C47 C50 -154.13(14) . . . . ?
C41 C46 C47 C48 -33.00(19) . . . . ?
C41 C46 C47 C49 87.84(16) . . . . ?
C41 C42 C43 C44 -0.44(18) . . . . ?
C17 C18 C19 C20 0.73(18) . . . . ?
C46 C41 C42 C43 -1.18(18) . . . . ?
C46 C45 C44 C43 0.07(19) . . . . ?
C4 C5 C6 N2 -159.62(10) . . . . ?
C4 C5 C6 C7 -26.95(14) . . . . ?
C21 C20 C19 C18 -0.77(19) . . . . ?
C16 N2 C6 C5 -114.60(10) . . . . ?
C16 N2 C6 C7 113.18(10) . . . . ?
C16 N2 C13 O1 176.32(10) . . . . ?
C16 N2 C13 C14 -2.52(15) . . . . ?
C16 C17 C18 C19 -0.01(18) . . . . ?
C16 C21 C20 C19 0.06(17) . . . . ?
C16 C21 C22 C23 -14.61(17) . . . . ?
C16 C21 C22 C25 -135.52(12) . . . . ?
C16 C21 C22 C24 106.62(13) . . . . ?
C42 C41 C46 C45 2.10(16) . . . . ?
C42 C41 C46 C47 -173.30(11) . . . . ?
C42 C43 C44 C45 0.98(18) . . . . ?
C29 C30 C31 N4 -155.51(10) . . . . ?
C29 C30 C31 C32 -22.94(14) . . . . ?
C20 C21 C16 N2 179.68(10) . . . . ?
C20 C21 C16 C17 0.68(16) . . . . ?
C20 C21 C22 C23 168.15(11) . . . . ?
C20 C21 C22 C25 47.24(14) . . . . ?
C20 C21 C22 C24 -70.63(13) . . . . ?
C45 C46 C47 C50 30.59(17) . . . . ?
C45 C46 C47 C48 151.72(14) . . . . ?
C45 C46 C47 C49 -87.44(15) . . . . ?
C47 C46 C45 C44 174.23(11) . . . . ?
C1 N1 C5 C6 174.96(10) . . . . ?
C1 N1 C5 C4 1.43(16) . . . . ?
C1 C2 C3 C4 1.12(17) . . . . ?
C33 C32 C37 C36 0.07(19) . . . . ?
C18 C17 C16 N2 -179.81(10) . . . . ?
C18 C17 C16 C21 -0.72(18) . . . . ?
C3 C2 C1 N1 -0.80(19) . . . . ?
C8 C7 C12 C11 -0.28(17) . . . . ?
C8 C9 C10 C11 0.3(2) . . . . ?
C12 C7 C8 C9 0.45(17) . . . . ?
C12 C11 C10 C9 -0.1(2) . . . . ?
C26 N3 C30 C31 175.83(10) . . . . ?
C26 N3 C30 C29 1.77(17) . . . . ?
C26 C27 C28 C29 1.35(18) . . . . ?
C37 C32 C33 C34 -0.03(18) . . . . ?
C22 C21 C16 N2 2.40(18) . . . . ?
C22 C21 C16 C17 -176.60(11) . . . . ?
C22 C21 C20 C19 177.66(11) . . . . ?
C28 C27 C26 N3 -1.2(2) . . . . ?
C36 C35 C34 C33 0.3(2) . . . . ?
C34 C35 C36 C37 -0.3(2) . . . . ?

_olex2_date_sample_data_collection 2024-03-08
_olex2_date_sample_submission    2024-03-06
_olex2_exptl_crystal_mounting_method 'oil on 200 micrometre micromount'
_olex2_submission_original_sample_id jmw11-104-P
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.404
_oxdiff_exptl_absorpt_empirical_full_min 0.710
_vrf_PLAT110_wpu24011            
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ... ? Check
RESPONSE: The asymmetric unit contained 2 molecules.  These are almost 
related by a half cell translation parallel to the c-axis.  
Use of a cell with a c-axis of half the length gave a  poorer fit both 
in terms of R factors and the ADP shape (prolate) as well 
as having a significant number of reflections with l=0.5.
;
_vrf_PLAT112_wpu24011            
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem c/2 100 %Fit
RESPONSE: The asymmetric unit contained 2 molecules.  These are almost 
related by a half cell translation parallel to the c-axis.  
Use of a cell with a c-axis of half the length gave a  poorer fit both 
in terms of R factors and the ADP shape (prolate) as well 
as having a significant number of reflections with l=0.5.
;
_vrf_PLAT113_wpu24011            
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New Space Group P-1 Check
RESPONSE: The asymmetric unit contained 2 molecules.  These are almost 
related by a half cell translation parallel to the c-axis.  
Use of a cell with a c-axis of half the length gave a  poorer fit both 
in terms of R factors and the ADP shape (prolate) as well 
as having a significant number of reflections with l=0.5.
;
####################################################################### 
# 
# 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_rja240003_fa
_database_code_depnum_ccdc_archive 'CCDC 2362629'
loop_
_audit_author_name
_audit_author_address
'Paul Waddell'
;Newcastle University
United Kingdom
;
_audit_update_record             
;
2024-06-13 deposited with the CCDC.	2025-01-23 downloaded from the CCDC.
;
_audit_creation_date             2024-04-11
_audit_creation_method           
;
Olex2 1.5-ac5-023
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H30 N2 O'
_chemical_formula_sum            'C30 H30 N2 O'
_chemical_formula_weight         434.56
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C30 H30 N2 O1'
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'
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                   9.02320(10)
_cell_length_b                   10.84450(10)
_cell_length_c                   12.5529(2)
_cell_angle_alpha                95.7950(10)
_cell_angle_beta                 99.0840(10)
_cell_angle_gamma                96.9800(10)
_cell_volume                     1194.85(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    24899
_cell_measurement_temperature    150.0(2)
_cell_measurement_theta_max      77.1670
_cell_measurement_theta_min      3.6350
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.905
_exptl_absorpt_coefficient_mu    0.564
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.929
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0232
0 0 1 0.0132
1 0 0 0.0838
-1 0 0 0.0898
0 1 -1 0.0311
0 -1 1 0.0291
-1 1 1 0.0562
0 -1 0 0.0313
-1 1 -1 0.0637

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
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
0.0000 0.0017 -0.9999 0.0477 0.1100 -0.0361
-0.0000 -0.0017 0.9999 -0.0477 -0.1100 0.0361
1.0005 -0.0009 -0.0000 -0.0670 -0.0549 -0.1517
-1.0005 0.0009 0.0000 0.0670 0.0549 0.1517
0.0007 1.0014 -0.9984 0.1584 0.0280 -0.0786
-0.0007 -1.0014 0.9984 -0.1584 -0.0280 0.0786
-0.9998 0.9989 1.0014 0.1300 -0.1371 0.1452
-0.0007 -0.9997 -0.0015 -0.1107 0.0820 0.0425
-0.9998 1.0022 -0.9984 0.2254 0.0828 0.0731

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            43526
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.302
_diffrn_reflns_theta_min         3.593
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     74.00 122.00   0.50    0.34    --   46.35 125.00 -60.00   96
  2  ω     -6.00  23.00   0.50    0.34    --   38.00  99.00  52.36   58
  3  ω    -47.00 -11.00   0.50    0.34    --   10.00 123.00 -20.11   72
  4  ω     15.00  43.00   0.50    0.34    --   50.00  84.00 160.62   56
  5  ω    -44.00 -13.00   0.50    0.34    --   14.00 125.00-142.20   62
  6  ω     16.00  43.00   0.50    0.34    --   50.00  83.00-153.48   54
  7  ω     13.00  43.00   0.50    0.34    --   50.00  87.00-126.49   60
  8  ω     17.00  43.00   0.50    0.34    --   54.00  87.00 -57.49   52
  9  ω     15.00  43.00   0.50    0.34    --   54.00  90.00-129.64   56
 10  ω     15.00  42.00   0.50    0.34    --   54.00  91.00 -13.58   54
 11  ω     16.00  43.00   0.50    0.34    --   54.00  89.00  75.53   54
 12  ω     17.00  43.00   0.50    0.34    --   54.00  88.00 123.91   52
 13  ω     85.00 172.00   0.50    0.34    --   97.10 102.00 118.00  174
 14  ω     85.00 178.00   0.50    0.34    --  108.07 102.00 118.00  186
 15  ω     39.00 141.00   0.50    0.34    --   70.00  77.00 144.92  204
 16  ω     66.00 168.00   0.50    0.34    --   97.10  77.00  60.00  204
 17  ω     77.00 178.00   0.50    0.34    --  108.07  77.00   0.00  202
 18  ω     32.00 133.00   0.50    0.34    --   62.00  76.00  38.59  202
 19  ω     39.00 141.00   0.50    0.34    --   70.00  77.00 -62.46  204
 20  ω     40.00 141.00   0.50    0.34    --   70.00  76.00-117.03  202
 21  ω     66.00 168.00   0.50    0.34    --   97.10  77.00-180.00  204
 22  ω     32.00 133.00   0.50    0.34    --   62.00  76.00-154.11  202
 23  ω     36.00 138.00   0.50    0.34    --   66.00  75.00  -0.39  204
 24  ω     32.00 134.00   0.50    0.34    --   62.00  75.00  65.81  204
 25  ω     23.00 125.00   0.50    0.34    --   46.35  57.00  90.00  204
 26  ω     83.00 178.00   0.50    0.34    --  108.07  61.00 120.00  190
 27  ω     23.00 125.00   0.50    0.34    --   46.35  57.00 -30.00  204
 28  ω     16.00  51.00   0.50    0.34    --   97.10 -45.00-120.00   70
 29  ω     27.00 105.00   0.50    0.34    --   97.10 -77.00  30.00  156
 30  ω     31.00  71.00   0.50    0.34    --  108.07 -61.00  90.00   80
 31  ω     16.00  51.00   0.50    0.34    --   97.10 -45.00  60.00   70
 32  ω     33.00 112.00   0.50    0.34    --  108.07-125.00   0.00  158
 33  ω     22.00 107.00   0.50    0.34    --   97.10-102.00  15.00  170
 34  ω     33.00 107.00   0.50    0.34    --  108.07-102.00  15.00  148
 35  ω     35.00 105.00   0.50    0.34    --  108.07 -95.00-150.00  140
 36  ω    -14.00  92.00   0.50    0.34    --   46.35-102.00  15.00  212
 37  ω   -149.00 -47.00   0.50    0.34    --  -78.00 -77.00 153.45  204
 38  ω   -149.00 -47.00   0.50    0.34    --  -78.00 -76.00 173.74  204
 39  ω   -163.00 -61.00   0.50    0.34    --  -92.45 -77.00 -60.00  204
 40  ω   -161.00 -59.00   0.50    0.34    --  -90.00 -77.00 -87.02  204
 41  ω   -163.00 -61.00   0.50    0.34    --  -92.45 -77.00-120.00  204
 42  ω   -170.00 -69.00   0.50    0.34    --  -99.00 -75.00-127.07  202
 43  ω   -163.00 -61.00   0.50    0.34    --  -92.45 -77.00-150.00  204
 44  ω   -137.00 -36.00   0.50    0.34    --  -66.00 -75.00-129.19  202
 45  ω   -153.00 -51.00   0.50    0.34    --  -82.00 -76.00   2.74  204
 46  ω   -171.00 -69.00   0.50    0.34    --  -99.00 -74.00 -31.06  204
 47  ω   -158.00 -56.00   0.50    0.34    --  -86.00 -74.00 -33.12  204
 48  ω   -142.00 -69.00   0.50    0.34    --  -70.00 -74.00-146.34  146
 49  ω   -137.00 -35.00   0.50    0.34    --  -66.00 -76.00  71.95  204
 50  ω   -154.00 -52.00   0.50    0.34    --  -82.00 -74.00  62.96  204
 51  ω   -154.00 -52.00   0.50    0.34    --  -82.00 -74.00 101.69  204
 52  ω   -158.00 -56.00   0.50    0.34    --  -86.00 -74.00 143.38  204
 53  ω   -144.00 -43.00   0.50    0.34    --  -70.00 -69.00  62.26  202
 54  ω   -144.00 -43.00   0.50    0.34    --  -70.00 -68.00  36.17  202
 55  ω   -159.00 -57.00   0.50    0.34    --  -86.00 -72.00 -23.96  204
 56  ω   -163.00 -61.00   0.50    0.34    --  -90.00 -72.00  32.63  204
 57  ω   -174.00 -72.00   0.50    0.34    --  -99.00 -67.00  67.04  204
 58  ω   -169.00 -68.00   0.50    0.34    --  -94.00 -66.00  89.17  202
 59  ω   -168.00 -85.00   0.50    0.34    --  -92.45-102.00  15.00  166
 60  ω   -105.00 -22.00   0.50    0.34    --  -92.45  77.00 -60.00  166
 61  ω   -112.00 -16.00   0.50    0.34    --  -92.45 125.00 120.00  192
 62  ω   -106.00 -17.00   0.50    0.34    --  -92.45 102.00 118.00  178
 63  ω    -93.00  14.00   0.50    0.34    --  -47.35 102.00 118.00  214
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0668972000
_diffrn_orient_matrix_UB_12      0.1108665000
_diffrn_orient_matrix_UB_13      -0.0475279000
_diffrn_orient_matrix_UB_21      -0.0549008000
_diffrn_orient_matrix_UB_22      -0.0818381000
_diffrn_orient_matrix_UB_23      -0.1101285000
_diffrn_orient_matrix_UB_31      -0.1516663000
_diffrn_orient_matrix_UB_32      -0.0425087000
_diffrn_orient_matrix_UB_33      0.0359859000
_diffrn_oxdiff_digest_frames     
;
01441f30b879a3b0ffa1fdcc926f19d069102561f01
;
_diffrn_oxdiff_digest_hkl        
;
014e838c22036cfff106ccddc2b0770e4c335d
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4305
_reflns_number_total             4796
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-023 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0039(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         4796
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0360
_refine_ls_restrained_S_all      1.073
_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)+(0.0464P)²+0.3235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0940
_refine_ls_wR_factor_ref         0.0969
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C18(H18)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C21(H21),
 C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29), C30(H30)
2.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C)
;
_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
O1 O 0.37055(10) 0.60921(7) 0.46310(7) 0.0308(2) Uani 1 1 d . . . . .
N1 N 0.53522(10) 0.67772(8) 0.35619(7) 0.0212(2) Uani 1 1 d . . . . .
N2 N 0.25960(10) 0.31894(9) 0.10497(8) 0.0266(2) Uani 1 1 d . . . . .
C1 C 0.44898(12) 0.69649(10) 0.43437(9) 0.0238(2) Uani 1 1 d . . . . .
C2 C 0.45342(13) 0.82989(11) 0.48668(9) 0.0279(2) Uani 1 1 d . . . . .
H2A H 0.470223 0.888482 0.432793 0.033 Uiso 1 1 calc R U . . .
H2B H 0.539512 0.849599 0.548056 0.033 Uiso 1 1 calc R U . . .
C3 C 0.30688(15) 0.84868(12) 0.52813(11) 0.0359(3) Uani 1 1 d . . . . .
H3A H 0.288966 0.789763 0.580530 0.054 Uiso 1 1 calc R U . . .
H3B H 0.222156 0.833766 0.466914 0.054 Uiso 1 1 calc R U . . .
H3C H 0.315274 0.934591 0.563592 0.054 Uiso 1 1 calc R U . . .
C4 C 0.63499(12) 0.77758(9) 0.32611(8) 0.0211(2) Uani 1 1 d . . . . .
C5 C 0.78077(13) 0.81216(10) 0.38745(9) 0.0246(2) Uani 1 1 d . . . . .
C6 C 0.88039(12) 0.90181(10) 0.35260(9) 0.0267(2) Uani 1 1 d . . . . .
H6 H 0.979504 0.925049 0.393658 0.032 Uiso 1 1 calc R U . . .
C7 C 0.83971(13) 0.95835(10) 0.25988(9) 0.0260(2) Uani 1 1 d . . . . .
C8 C 0.69335(12) 0.92440(10) 0.20172(9) 0.0239(2) Uani 1 1 d . . . . .
H8 H 0.663367 0.963317 0.138811 0.029 Uiso 1 1 calc R U . . .
C9 C 0.58905(12) 0.83484(9) 0.23291(8) 0.0210(2) Uani 1 1 d . . . . .
C10 C 0.43609(12) 0.80277(9) 0.16358(9) 0.0215(2) Uani 1 1 d . . . . .
C11 C 0.30139(12) 0.80171(10) 0.20555(9) 0.0240(2) Uani 1 1 d . . . . .
H11 H 0.305493 0.820458 0.281629 0.029 Uiso 1 1 calc R U . . .
C12 C 0.16166(13) 0.77355(10) 0.13734(10) 0.0277(2) Uani 1 1 d . . . . .
H12 H 0.071073 0.773570 0.166969 0.033 Uiso 1 1 calc R U . . .
C13 C 0.15378(13) 0.74542(11) 0.02614(10) 0.0304(3) Uani 1 1 d . . . . .
H13 H 0.058127 0.724438 -0.020233 0.037 Uiso 1 1 calc R U . . .
C14 C 0.28607(13) 0.74808(11) -0.01684(10) 0.0292(3) Uani 1 1 d . . . . .
H14 H 0.281232 0.730329 -0.093088 0.035 Uiso 1 1 calc R U . . .
C15 C 0.42579(13) 0.77662(10) 0.05117(9) 0.0248(2) Uani 1 1 d . . . . .
H15 H 0.515902 0.778393 0.020784 0.030 Uiso 1 1 calc R U . . .
C16 C 0.83155(14) 0.75670(12) 0.49052(10) 0.0337(3) Uani 1 1 d . . . . .
H16A H 0.827084 0.816314 0.553644 0.051 Uiso 1 1 calc R U . . .
H16B H 0.935830 0.738932 0.492640 0.051 Uiso 1 1 calc R U . . .
H16C H 0.764670 0.678874 0.492139 0.051 Uiso 1 1 calc R U . . .
C17 C 0.94854(15) 1.05602(12) 0.22390(11) 0.0376(3) Uani 1 1 d . . . . .
H17A H 0.932691 1.047774 0.144313 0.056 Uiso 1 1 calc R U . . .
H17B H 1.052861 1.044186 0.251948 0.056 Uiso 1 1 calc R U . . .
H17C H 0.930778 1.139588 0.252073 0.056 Uiso 1 1 calc R U . . .
C18 C 0.53769(12) 0.54394(9) 0.31165(9) 0.0215(2) Uani 1 1 d . . . . .
H18 H 0.536304 0.493171 0.373793 0.026 Uiso 1 1 calc R U . . .
C19 C 0.39243(12) 0.49628(10) 0.22953(9) 0.0242(2) Uani 1 1 d . . . . .
H19A H 0.304814 0.518751 0.262087 0.029 Uiso 1 1 calc R U . . .
H19B H 0.395240 0.540541 0.164498 0.029 Uiso 1 1 calc R U . . .
C20 C 0.36644(12) 0.35679(10) 0.19342(9) 0.0226(2) Uani 1 1 d . . . . .
C21 C 0.44402(13) 0.27183(11) 0.24795(10) 0.0292(3) Uani 1 1 d . . . . .
H21 H 0.518495 0.300378 0.310790 0.035 Uiso 1 1 calc R U . . .
C22 C 0.41178(14) 0.14532(11) 0.20986(10) 0.0311(3) Uani 1 1 d . . . . .
H22 H 0.463828 0.086355 0.246264 0.037 Uiso 1 1 calc R U . . .
C23 C 0.30296(13) 0.10604(10) 0.11825(10) 0.0284(3) Uani 1 1 d . . . . .
H23 H 0.278847 0.020082 0.089868 0.034 Uiso 1 1 calc R U . . .
C24 C 0.23060(13) 0.19610(11) 0.06949(10) 0.0283(2) Uani 1 1 d . . . . .
H24 H 0.155375 0.169382 0.006730 0.034 Uiso 1 1 calc R U . . .
C25 C 0.68281(12) 0.52826(9) 0.26772(9) 0.0217(2) Uani 1 1 d . . . . .
C26 C 0.70393(13) 0.55867(10) 0.16536(9) 0.0244(2) Uani 1 1 d . . . . .
H26 H 0.624995 0.589108 0.120408 0.029 Uiso 1 1 calc R U . . .
C27 C 0.83850(13) 0.54511(10) 0.12827(10) 0.0282(2) Uani 1 1 d . . . . .
H27 H 0.851545 0.567021 0.058620 0.034 Uiso 1 1 calc R U . . .
C28 C 0.95421(13) 0.49960(11) 0.19260(10) 0.0313(3) Uani 1 1 d . . . . .
H28 H 1.046751 0.490880 0.167418 0.038 Uiso 1 1 calc R U . . .
C29 C 0.93399(13) 0.46695(12) 0.29383(10) 0.0325(3) Uani 1 1 d . . . . .
H29 H 1.012450 0.434816 0.337774 0.039 Uiso 1 1 calc R U . . .
C30 C 0.79945(13) 0.48105(10) 0.33120(9) 0.0270(2) Uani 1 1 d . . . . .
H30 H 0.786538 0.458375 0.400650 0.032 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2303(14) . ?
N1 C1 1.3599(14) . ?
N1 C4 1.4417(13) . ?
N1 C18 1.5053(13) . ?
N2 C20 1.3433(14) . ?
N2 C24 1.3417(14) . ?
C1 C2 1.5203(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5238(17) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.4021(15) . ?
C4 C9 1.4080(15) . ?
C5 C6 1.3937(16) . ?
C5 C16 1.5108(16) . ?
C6 H6 0.9500 . ?
C6 C7 1.3889(16) . ?
C7 C8 1.3913(16) . ?
C7 C17 1.5080(16) . ?
C8 H8 0.9500 . ?
C8 C9 1.3976(15) . ?
C9 C10 1.4921(14) . ?
C10 C11 1.3982(15) . ?
C10 C15 1.3971(15) . ?
C11 H11 0.9500 . ?
C11 C12 1.3888(16) . ?
C12 H12 0.9500 . ?
C12 C13 1.3870(17) . ?
C13 H13 0.9500 . ?
C13 C14 1.3839(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.3878(16) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 1.0000 . ?
C18 C19 1.5326(14) . ?
C18 C25 1.5201(15) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.5134(14) . ?
C20 C21 1.3929(15) . ?
C21 H21 0.9500 . ?
C21 C22 1.3864(16) . ?
C22 H22 0.9500 . ?
C22 C23 1.3823(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3800(16) . ?
C24 H24 0.9500 . ?
C25 C26 1.3942(15) . ?
C25 C30 1.3976(15) . ?
C26 H26 0.9500 . ?
C26 C27 1.3859(16) . ?
C27 H27 0.9500 . ?
C27 C28 1.3875(17) . ?
C28 H28 0.9500 . ?
C28 C29 1.3863(18) . ?
C29 H29 0.9500 . ?
C29 C30 1.3884(17) . ?
C30 H30 0.9500 . ?

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 C4 122.58(9) . . ?
C1 N1 C18 116.58(9) . . ?
C4 N1 C18 120.38(8) . . ?
C24 N2 C20 117.89(9) . . ?
O1 C1 N1 121.75(10) . . ?
O1 C1 C2 120.55(10) . . ?
N1 C1 C2 117.70(9) . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C1 C2 C3 111.77(10) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 N1 119.15(9) . . ?
C5 C4 C9 120.57(10) . . ?
C9 C4 N1 120.19(9) . . ?
C4 C5 C16 121.98(10) . . ?
C6 C5 C4 118.63(10) . . ?
C6 C5 C16 119.38(10) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 C5 122.25(10) . . ?
C7 C6 H6 118.9 . . ?
C6 C7 C8 118.01(10) . . ?
C6 C7 C17 121.53(10) . . ?
C8 C7 C17 120.44(10) . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.08(10) . . ?
C9 C8 H8 119.0 . . ?
C4 C9 C10 123.60(9) . . ?
C8 C9 C4 118.42(10) . . ?
C8 C9 C10 117.96(9) . . ?
C11 C10 C9 122.96(10) . . ?
C15 C10 C9 118.94(9) . . ?
C15 C10 C11 118.06(10) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.78(10) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.30(11) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.61(10) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.15(11) . . ?
C15 C14 H14 119.9 . . ?
C10 C15 H15 119.5 . . ?
C14 C15 C10 121.07(11) . . ?
C14 C15 H15 119.5 . . ?
C5 C16 H16A 109.5 . . ?
C5 C16 H16B 109.5 . . ?
C5 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 H18 107.0 . . ?
N1 C18 C19 109.63(8) . . ?
N1 C18 C25 111.61(8) . . ?
C19 C18 H18 107.0 . . ?
C25 C18 H18 107.0 . . ?
C25 C18 C19 114.13(9) . . ?
C18 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 C18 115.20(8) . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
N2 C20 C19 115.12(9) . . ?
N2 C20 C21 121.50(10) . . ?
C21 C20 C19 123.37(10) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.53(11) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.4 . . ?
C23 C22 C21 119.17(10) . . ?
C23 C22 H22 120.4 . . ?
C22 C23 H23 121.2 . . ?
C24 C23 C22 117.66(10) . . ?
C24 C23 H23 121.2 . . ?
N2 C24 C23 124.24(11) . . ?
N2 C24 H24 117.9 . . ?
C23 C24 H24 117.9 . . ?
C26 C25 C18 122.29(9) . . ?
C26 C25 C30 118.37(10) . . ?
C30 C25 C18 119.34(10) . . ?
C25 C26 H26 119.5 . . ?
C27 C26 C25 120.91(10) . . ?
C27 C26 H26 119.5 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.18(11) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 120.2 . . ?
C29 C28 C27 119.60(11) . . ?
C29 C28 H28 120.2 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.23(11) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 H30 119.7 . . ?
C29 C30 C25 120.69(11) . . ?
C29 C30 H30 119.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -27.90(15) . . . . ?
N1 C1 C2 C3 152.67(10) . . . . ?
N1 C4 C5 C6 174.95(9) . . . . ?
N1 C4 C5 C16 -6.02(15) . . . . ?
N1 C4 C9 C8 -175.04(9) . . . . ?
N1 C4 C9 C10 3.25(15) . . . . ?
N1 C18 C19 C20 -169.47(9) . . . . ?
N1 C18 C25 C26 -80.08(12) . . . . ?
N1 C18 C25 C30 100.33(11) . . . . ?
N2 C20 C21 C22 0.63(18) . . . . ?
C1 N1 C4 C5 83.90(13) . . . . ?
C1 N1 C4 C9 -99.44(12) . . . . ?
C1 N1 C18 C19 78.54(11) . . . . ?
C1 N1 C18 C25 -154.01(9) . . . . ?
C4 N1 C1 O1 -176.07(10) . . . . ?
C4 N1 C1 C2 3.35(15) . . . . ?
C4 N1 C18 C19 -109.00(10) . . . . ?
C4 N1 C18 C25 18.45(12) . . . . ?
C4 C5 C6 C7 0.44(16) . . . . ?
C4 C9 C10 C11 52.07(14) . . . . ?
C4 C9 C10 C15 -130.16(11) . . . . ?
C5 C4 C9 C8 1.57(15) . . . . ?
C5 C4 C9 C10 179.87(9) . . . . ?
C5 C6 C7 C8 0.91(17) . . . . ?
C5 C6 C7 C17 179.46(11) . . . . ?
C6 C7 C8 C9 -1.04(16) . . . . ?
C7 C8 C9 C4 -0.18(16) . . . . ?
C7 C8 C9 C10 -178.57(10) . . . . ?
C8 C9 C10 C11 -129.63(11) . . . . ?
C8 C9 C10 C15 48.14(13) . . . . ?
C9 C4 C5 C6 -1.70(15) . . . . ?
C9 C4 C5 C16 177.33(10) . . . . ?
C9 C10 C11 C12 178.74(9) . . . . ?
C9 C10 C15 C14 -179.06(10) . . . . ?
C10 C11 C12 C13 0.30(16) . . . . ?
C11 C10 C15 C14 -1.18(15) . . . . ?
C11 C12 C13 C14 -1.34(17) . . . . ?
C12 C13 C14 C15 1.12(17) . . . . ?
C13 C14 C15 C10 0.16(17) . . . . ?
C15 C10 C11 C12 0.95(15) . . . . ?
C16 C5 C6 C7 -178.62(11) . . . . ?
C17 C7 C8 C9 -179.61(10) . . . . ?
C18 N1 C1 O1 -3.79(15) . . . . ?
C18 N1 C1 C2 175.63(9) . . . . ?
C18 N1 C4 C5 -88.09(12) . . . . ?
C18 N1 C4 C9 88.57(12) . . . . ?
C18 C19 C20 N2 -165.78(9) . . . . ?
C18 C19 C20 C21 15.52(16) . . . . ?
C18 C25 C26 C27 179.01(10) . . . . ?
C18 C25 C30 C29 -179.29(10) . . . . ?
C19 C18 C25 C26 44.90(13) . . . . ?
C19 C18 C25 C30 -134.68(10) . . . . ?
C19 C20 C21 C22 179.26(11) . . . . ?
C20 N2 C24 C23 0.30(17) . . . . ?
C20 C21 C22 C23 0.01(18) . . . . ?
C21 C22 C23 C24 -0.45(18) . . . . ?
C22 C23 C24 N2 0.32(18) . . . . ?
C24 N2 C20 C19 -179.50(10) . . . . ?
C24 N2 C20 C21 -0.77(16) . . . . ?
C25 C18 C19 C20 64.50(12) . . . . ?
C25 C26 C27 C28 0.63(17) . . . . ?
C26 C25 C30 C29 1.11(16) . . . . ?
C26 C27 C28 C29 0.47(18) . . . . ?
C27 C28 C29 C30 -0.75(18) . . . . ?
C28 C29 C30 C25 -0.05(18) . . . . ?
C30 C25 C26 C27 -1.41(16) . . . . ?

_shelx_SHELXL_version_number     2019/1
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.280
_oxdiff_exptl_absorpt_empirical_full_min 0.717
