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

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

data_njh-1vl
_database_code_depnum_ccdc_archive 'CCDC 2010538'
loop_
_audit_author_name
_audit_author_address
'Vincent M. Lynch'
;Department of Chemistry, the University of Texas at Austin
United States of America
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;
_audit_creation_date             2020-01-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C45 H45 N5 O2'
_chemical_formula_sum            'C45 H45 N5 O2'
_chemical_formula_weight         687.86
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.9243(2)
_cell_length_b                   16.0575(2)
_cell_length_c                   18.3402(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.6360(10)
_cell_angle_gamma                90
_cell_volume                     3698.89(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13683
_cell_measurement_temperature    100.0(7)
_cell_measurement_theta_max      73.8460
_cell_measurement_theta_min      2.7190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.332
_exptl_absorpt_correction_type   'gaussian and multi-scan'
_exptl_absorpt_process_details   
;

CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            21929
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.057
_diffrn_reflns_theta_min         3.705
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    3.00    --  -41.59  38.00 150.00   99
  2  ω     39.00 136.00   1.00   10.00    --  108.34 -30.00 150.00   97
  3  ω    -74.00  24.00   1.00    3.00    --  -41.59  77.00   0.00   98
  4  ω     83.00 178.00   1.00   10.00    --  108.34  45.00-180.00   95
  5  ω    -70.00  31.00   1.00    3.00    --  -41.59  57.00-120.00  101
  6  ω     27.00  94.00   1.00   10.00    --  108.34 -94.00-150.00   67
  7  ω     43.00 136.00   1.00   10.00    --  108.34 -30.00   0.00   93
  8  ω     94.00 157.00   1.00   10.00    --  108.34 125.00  90.00   63
  9  ω     35.00 114.00   1.00   10.00    --  108.34-125.00 -30.00   79
 10  ω     66.00 117.00   1.00   10.00    --  108.34-125.00-150.00   51
 11  ω    102.00 178.00   1.00   10.00    --  108.34 125.00 120.00   76
 12  ω     32.00 134.00   1.00   10.00    --  108.34 -77.00  30.00  102
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1068538000
_diffrn_orient_matrix_UB_12      0.0418689000
_diffrn_orient_matrix_UB_13      0.0365397000
_diffrn_orient_matrix_UB_21      0.0355558000
_diffrn_orient_matrix_UB_22      -0.0795128000
_diffrn_orient_matrix_UB_23      0.0463904000
_diffrn_orient_matrix_UB_31      0.0482554000
_diffrn_orient_matrix_UB_32      -0.0336800000
_diffrn_orient_matrix_UB_33      -0.0632303000
_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                6860
_reflns_number_total             7377
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.39a (Rigaku OD, 2019)'
_computing_molecular_graphics    'SHELXTL/XP, Bruker AXS, Inc. 2012'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.466
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         7377
_refine_ls_number_restraints     312
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.013
_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)+(0.0785P)²+1.4379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1328
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C39(H39A,H39B)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C2(H2A), C3(H3A), C7(H7), C8(H8), C12(H12),
 C13(H13), C17(H17), C18(H18), C28(H28), C29(H29), C31(H31), C32(H32), C35(H35),
  C36(H36), C37(H37), C41(H41), C42(H42), C44(H44), C45(H45)
3.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_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 0.71136(8) 0.72344(7) 0.61462(6) 0.0259(2) Uani 1 1 d . U . . .
O2 O 0.36347(8) 0.42008(6) 0.62828(6) 0.0253(2) Uani 1 1 d . U . . .
N1 N 0.13314(9) 0.83558(7) 0.60485(6) 0.0186(2) Uani 1 1 d . U . . .
H1 H 0.113384 0.841148 0.555792 0.022 Uiso 1 1 calc R U . . .
N2 N 0.29681(9) 0.92874(7) 0.52761(6) 0.0198(2) Uani 1 1 d . U . . .
H2 H 0.344166 0.899118 0.559518 0.024 Uiso 1 1 calc R U . . .
N3 N 0.19437(10) 0.79332(7) 0.37348(6) 0.0220(2) Uani 1 1 d . U . . .
H3 H 0.155685 0.824630 0.396190 0.026 Uiso 1 1 calc R U . . .
N4 N 0.07034(9) 0.68687(7) 0.46846(6) 0.0221(2) Uani 1 1 d . U . . .
H4 H 0.135510 0.666902 0.477164 0.026 Uiso 1 1 calc R U . . .
N5 N 0.58675(9) 0.54053(8) 0.66625(7) 0.0225(2) Uani 1 1 d . U . . .
C1 C 0.11434(10) 0.76639(8) 0.64375(8) 0.0189(3) Uani 1 1 d . U . . .
C2 C 0.15751(11) 0.78197(9) 0.71823(8) 0.0222(3) Uani 1 1 d . U . . .
H2A H 0.156500 0.745355 0.758741 0.027 Uiso 1 1 calc R U . . .
C3 C 0.20402(11) 0.86259(9) 0.72403(8) 0.0224(3) Uani 1 1 d . U . . .
H3A H 0.240331 0.889180 0.769086 0.027 Uiso 1 1 calc R U . . .
C4 C 0.18729(10) 0.89515(8) 0.65332(8) 0.0197(3) Uani 1 1 d . U . . .
C5 C 0.20842(11) 0.98158(8) 0.62683(8) 0.0216(3) Uani 1 1 d . U . . .
C6 C 0.21963(11) 0.97735(8) 0.54699(8) 0.0207(3) Uani 1 1 d . U . . .
C7 C 0.16280(11) 1.01295(9) 0.48197(9) 0.0247(3) Uani 1 1 d . U . . .
H7 H 0.104316 1.049965 0.477561 0.030 Uiso 1 1 calc R U . . .
C8 C 0.20672(11) 0.98476(9) 0.42221(8) 0.0251(3) Uani 1 1 d . U . . .
H8 H 0.182625 0.999428 0.370813 0.030 Uiso 1 1 calc R U . . .
C9 C 0.28993(11) 0.93271(8) 0.45191(8) 0.0202(3) Uani 1 1 d . U . . .
C10 C 0.36088(11) 0.88206(8) 0.41343(8) 0.0201(3) Uani 1 1 d . U . . .
C11 C 0.29723(11) 0.81043(8) 0.37025(7) 0.0200(3) Uani 1 1 d . U . . .
C12 C 0.32881(12) 0.74814(9) 0.32973(8) 0.0263(3) Uani 1 1 d . U . . .
H12 H 0.396295 0.743650 0.317889 0.032 Uiso 1 1 calc R U . . .
C13 C 0.24285(13) 0.69119(9) 0.30841(8) 0.0290(3) Uani 1 1 d . U . . .
H13 H 0.242678 0.641744 0.279936 0.035 Uiso 1 1 calc R U . . .
C14 C 0.16026(12) 0.72036(9) 0.33625(8) 0.0245(3) Uani 1 1 d . U . . .
C15 C 0.04770(13) 0.68911(10) 0.32813(8) 0.0294(3) Uani 1 1 d . U . . .
C16 C 0.00926(12) 0.70687(9) 0.39829(8) 0.0250(3) Uani 1 1 d . U . . .
C17 C -0.08514(12) 0.73664(9) 0.40897(9) 0.0296(3) Uani 1 1 d . U . . .
H17 H -0.143222 0.755895 0.370740 0.036 Uiso 1 1 calc R U . . .
C18 C -0.08167(12) 0.73392(9) 0.48723(9) 0.0274(3) Uani 1 1 d . U . . .
H18 H -0.136689 0.750854 0.510389 0.033 Uiso 1 1 calc R U . . .
C19 C 0.01582(11) 0.70231(8) 0.52296(8) 0.0201(3) Uani 1 1 d . U . . .
C20 C 0.06545(10) 0.68717(8) 0.60545(7) 0.0188(3) Uani 1 1 d . U . . .
C21 C 0.11440(12) 1.03857(9) 0.63070(9) 0.0276(3) Uani 1 1 d . U . . .
H21A H 0.048401 1.014798 0.600262 0.041 Uiso 1 1 calc R U . . .
H21B H 0.125947 1.093853 0.611406 0.041 Uiso 1 1 calc R U . . .
H21C H 0.108855 1.043422 0.682913 0.041 Uiso 1 1 calc R U . . .
C22 C 0.31035(12) 1.01762(9) 0.67837(9) 0.0276(3) Uani 1 1 d . U . . .
H22A H 0.303083 1.017743 0.730365 0.041 Uiso 1 1 calc R U . . .
H22B H 0.321180 1.074741 0.662873 0.041 Uiso 1 1 calc R U . . .
H22C H 0.371576 0.983287 0.674634 0.041 Uiso 1 1 calc R U . . .
C23 C 0.39883(12) 0.93928(9) 0.35731(8) 0.0272(3) Uani 1 1 d . U . . .
H23A H 0.336972 0.960362 0.320195 0.041 Uiso 1 1 calc R U . . .
H23B H 0.444697 0.907634 0.331749 0.041 Uiso 1 1 calc R U . . .
H23C H 0.438913 0.986188 0.384342 0.041 Uiso 1 1 calc R U . . .
C24 C -0.02694(14) 0.73199(14) 0.26092(10) 0.0446(5) Uani 1 1 d . U . . .
H24A H -0.023895 0.792436 0.268493 0.067 Uiso 1 1 calc R U . . .
H24B H -0.100012 0.712516 0.256527 0.067 Uiso 1 1 calc R U . . .
H24C H -0.004479 0.718351 0.214887 0.067 Uiso 1 1 calc R U . . .
C25 C 0.04548(17) 0.59440(11) 0.31416(9) 0.0407(4) Uani 1 1 d . U . . .
H25A H 0.068477 0.582822 0.267935 0.061 Uiso 1 1 calc R U . . .
H25B H -0.027092 0.573492 0.309187 0.061 Uiso 1 1 calc R U . . .
H25C H 0.093644 0.566661 0.356477 0.061 Uiso 1 1 calc R U . . .
C26 C -0.02182(11) 0.65837(9) 0.64494(9) 0.0268(3) Uani 1 1 d . U . . .
H26A H 0.010219 0.647919 0.698116 0.040 Uiso 1 1 calc R U . . .
H26B H -0.054785 0.607079 0.621334 0.040 Uiso 1 1 calc R U . . .
H26C H -0.076140 0.701886 0.640367 0.040 Uiso 1 1 calc R U . . .
C27 C 0.45456(10) 0.84325(8) 0.47116(7) 0.0192(3) Uani 1 1 d . U . . .
C28 C 0.55999(11) 0.86927(9) 0.48040(9) 0.0244(3) Uani 1 1 d . U . . .
H28 H 0.575165 0.915865 0.452742 0.029 Uiso 1 1 calc R U . . .
C29 C 0.64270(11) 0.82870(9) 0.52889(9) 0.0259(3) Uani 1 1 d . U . . .
H29 H 0.713743 0.847337 0.533643 0.031 Uiso 1 1 calc R U . . .
C30 C 0.62304(10) 0.76092(9) 0.57077(8) 0.0213(3) Uani 1 1 d . U . . .
C31 C 0.51828(10) 0.73554(8) 0.56520(7) 0.0194(3) Uani 1 1 d . U . . .
H31 H 0.503159 0.690988 0.595156 0.023 Uiso 1 1 calc R U . . .
C32 C 0.43607(10) 0.77636(8) 0.51516(7) 0.0184(3) Uani 1 1 d . U . . .
H32 H 0.364963 0.758071 0.510789 0.022 Uiso 1 1 calc R U . . .
C33 C 0.69533(11) 0.66199(10) 0.66723(8) 0.0252(3) Uani 1 1 d . U . . .
H33A H 0.644257 0.684092 0.695019 0.030 Uiso 1 1 calc R U . . .
H33B H 0.763749 0.652262 0.704002 0.030 Uiso 1 1 calc R U . . .
C34 C 0.65411(10) 0.57980(9) 0.63234(7) 0.0216(3) Uani 1 1 d . U . . .
C35 C 0.68436(11) 0.54704(9) 0.57035(8) 0.0241(3) Uani 1 1 d . U . . .
H35 H 0.732330 0.576288 0.547527 0.029 Uiso 1 1 calc R U . . .
C36 C 0.64302(12) 0.47093(9) 0.54273(8) 0.0258(3) Uani 1 1 d . U . . .
H36 H 0.662821 0.446765 0.500727 0.031 Uiso 1 1 calc R U . . .
C37 C 0.57263(12) 0.43021(9) 0.57667(8) 0.0244(3) Uani 1 1 d . U . . .
H37 H 0.542856 0.378047 0.558236 0.029 Uiso 1 1 calc R U . . .
C38 C 0.54636(11) 0.46731(9) 0.63840(8) 0.0223(3) Uani 1 1 d . U . . .
C39 C 0.46882(12) 0.42597(9) 0.67655(8) 0.0261(3) Uani 1 1 d . U . . .
H39A H 0.494796 0.369343 0.692676 0.031 Uiso 1 1 calc R U . . .
H39B H 0.465396 0.458120 0.721978 0.031 Uiso 1 1 calc R U . . .
C40 C 0.29861(11) 0.48802(8) 0.62410(7) 0.0197(3) Uani 1 1 d . U . . .
C41 C 0.33202(10) 0.56689(8) 0.65017(7) 0.0189(3) Uani 1 1 d . U . . .
H41 H 0.404991 0.577128 0.672566 0.023 Uiso 1 1 calc R U . . .
C42 C 0.25769(10) 0.63108(8) 0.64328(7) 0.0174(3) Uani 1 1 d . U . . .
H42 H 0.281288 0.685208 0.660452 0.021 Uiso 1 1 calc R U . . .
C43 C 0.15006(10) 0.61812(8) 0.61199(7) 0.0167(3) Uani 1 1 d . U . . .
C44 C 0.11878(10) 0.53823(8) 0.58490(7) 0.0190(3) Uani 1 1 d . U . . .
H44 H 0.045918 0.528033 0.562140 0.023 Uiso 1 1 calc R U . . .
C45 C 0.19110(11) 0.47391(8) 0.59042(7) 0.0209(3) Uani 1 1 d . U . . .
H45 H 0.167985 0.420295 0.571435 0.025 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 C30 1.3708(17) . ?
O1 C33 1.4289(19) . ?
O2 C39 1.4415(18) . ?
O2 C40 1.3670(16) . ?
N1 H1 0.8800 . ?
N1 C1 1.3725(17) . ?
N1 C4 1.3790(17) . ?
N2 H2 0.8800 . ?
N2 C6 1.3775(18) . ?
N2 C9 1.3717(18) . ?
N3 H3 0.8800 . ?
N3 C11 1.3724(18) . ?
N3 C14 1.3753(18) . ?
N4 H4 0.8800 . ?
N4 C16 1.3796(17) . ?
N4 C19 1.3744(19) . ?
N5 C34 1.3407(19) . ?
N5 C38 1.338(2) . ?
C1 C2 1.3713(19) . ?
C1 C20 1.5170(18) . ?
C2 H2A 0.9500 . ?
C2 C3 1.421(2) . ?
C3 H3A 0.9500 . ?
C3 C4 1.367(2) . ?
C4 C5 1.5164(19) . ?
C5 C6 1.507(2) . ?
C5 C21 1.5362(19) . ?
C5 C22 1.5416(19) . ?
C6 C7 1.369(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.422(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.370(2) . ?
C9 C10 1.5185(19) . ?
C10 C11 1.5230(18) . ?
C10 C23 1.5435(18) . ?
C10 C27 1.5398(19) . ?
C11 C12 1.365(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.421(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.370(2) . ?
C14 C15 1.513(2) . ?
C15 C16 1.512(2) . ?
C15 C24 1.537(2) . ?
C15 C25 1.541(2) . ?
C16 C17 1.367(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.426(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.3729(19) . ?
C19 C20 1.5173(18) . ?
C20 C26 1.5477(18) . ?
C20 C43 1.5420(18) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.3968(19) . ?
C27 C32 1.3974(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.382(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(2) . ?
C30 C31 1.3945(18) . ?
C31 H31 0.9500 . ?
C31 C32 1.3932(19) . ?
C32 H32 0.9500 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.508(2) . ?
C34 C35 1.390(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.381(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.382(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.391(2) . ?
C38 C39 1.505(2) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 C41 1.3863(19) . ?
C40 C45 1.400(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.3942(19) . ?
C42 H42 0.9500 . ?
C42 C43 1.3896(18) . ?
C43 C44 1.4005(18) . ?
C44 H44 0.9500 . ?
C44 C45 1.381(2) . ?
C45 H45 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
C30 O1 C33 117.78(11) . . ?
C40 O2 C39 117.39(11) . . ?
C1 N1 H1 124.7 . . ?
C1 N1 C4 110.58(11) . . ?
C4 N1 H1 124.7 . . ?
C6 N2 H2 124.5 . . ?
C9 N2 H2 124.5 . . ?
C9 N2 C6 110.90(11) . . ?
C11 N3 H3 124.8 . . ?
C11 N3 C14 110.46(12) . . ?
C14 N3 H3 124.8 . . ?
C16 N4 H4 124.5 . . ?
C19 N4 H4 124.5 . . ?
C19 N4 C16 110.96(12) . . ?
C38 N5 C34 118.28(12) . . ?
N1 C1 C20 122.92(12) . . ?
C2 C1 N1 106.85(12) . . ?
C2 C1 C20 129.89(12) . . ?
C1 C2 H2A 126.1 . . ?
C1 C2 C3 107.85(12) . . ?
C3 C2 H2A 126.1 . . ?
C2 C3 H3A 126.0 . . ?
C4 C3 C2 107.93(12) . . ?
C4 C3 H3A 126.0 . . ?
N1 C4 C5 122.06(12) . . ?
C3 C4 N1 106.79(12) . . ?
C3 C4 C5 130.82(12) . . ?
C4 C5 C21 109.04(11) . . ?
C4 C5 C22 109.85(12) . . ?
C6 C5 C4 109.63(11) . . ?
C6 C5 C21 109.28(12) . . ?
C6 C5 C22 110.41(11) . . ?
C21 C5 C22 108.60(12) . . ?
N2 C6 C5 121.18(12) . . ?
C7 C6 N2 106.51(12) . . ?
C7 C6 C5 132.28(13) . . ?
C6 C7 H7 126.0 . . ?
C6 C7 C8 107.99(13) . . ?
C8 C7 H7 126.0 . . ?
C7 C8 H8 126.1 . . ?
C9 C8 C7 107.84(13) . . ?
C9 C8 H8 126.1 . . ?
N2 C9 C10 122.92(12) . . ?
C8 C9 N2 106.76(12) . . ?
C8 C9 C10 130.22(13) . . ?
C9 C10 C11 109.56(11) . . ?
C9 C10 C23 108.22(11) . . ?
C9 C10 C27 111.12(11) . . ?
C11 C10 C23 108.69(11) . . ?
C11 C10 C27 107.02(11) . . ?
C27 C10 C23 112.19(11) . . ?
N3 C11 C10 122.60(12) . . ?
C12 C11 N3 107.09(12) . . ?
C12 C11 C10 129.97(13) . . ?
C11 C12 H12 126.1 . . ?
C11 C12 C13 107.87(14) . . ?
C13 C12 H12 126.1 . . ?
C12 C13 H13 126.1 . . ?
C14 C13 C12 107.74(13) . . ?
C14 C13 H13 126.1 . . ?
N3 C14 C15 121.32(14) . . ?
C13 C14 N3 106.84(13) . . ?
C13 C14 C15 131.73(14) . . ?
C14 C15 C24 109.72(12) . . ?
C14 C15 C25 108.87(15) . . ?
C16 C15 C14 110.79(12) . . ?
C16 C15 C24 109.15(15) . . ?
C16 C15 C25 109.31(12) . . ?
C24 C15 C25 108.97(14) . . ?
N4 C16 C15 121.30(14) . . ?
C17 C16 N4 106.35(13) . . ?
C17 C16 C15 132.19(13) . . ?
C16 C17 H17 125.8 . . ?
C16 C17 C18 108.43(13) . . ?
C18 C17 H17 125.8 . . ?
C17 C18 H18 126.3 . . ?
C19 C18 C17 107.41(14) . . ?
C19 C18 H18 126.3 . . ?
N4 C19 C20 121.84(12) . . ?
C18 C19 N4 106.84(13) . . ?
C18 C19 C20 131.28(13) . . ?
C1 C20 C19 111.06(11) . . ?
C1 C20 C26 107.69(11) . . ?
C1 C20 C43 110.89(11) . . ?
C19 C20 C26 109.33(11) . . ?
C19 C20 C43 108.55(11) . . ?
C43 C20 C26 109.29(11) . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C15 C25 H25A 109.5 . . ?
C15 C25 H25B 109.5 . . ?
C15 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C10 123.28(12) . . ?
C28 C27 C32 117.04(13) . . ?
C32 C27 C10 119.63(11) . . ?
C27 C28 H28 119.3 . . ?
C29 C28 C27 121.43(13) . . ?
C29 C28 H28 119.3 . . ?
C28 C29 H29 119.7 . . ?
C28 C29 C30 120.69(12) . . ?
C30 C29 H29 119.7 . . ?
O1 C30 C29 115.64(12) . . ?
O1 C30 C31 125.07(13) . . ?
C29 C30 C31 119.29(13) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.17(13) . . ?
C32 C31 H31 120.4 . . ?
C27 C32 H32 118.9 . . ?
C31 C32 C27 122.29(12) . . ?
C31 C32 H32 118.9 . . ?
O1 C33 H33A 108.7 . . ?
O1 C33 H33B 108.7 . . ?
O1 C33 C34 114.25(11) . . ?
H33A C33 H33B 107.6 . . ?
C34 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
N5 C34 C33 114.70(12) . . ?
N5 C34 C35 122.69(14) . . ?
C35 C34 C33 122.61(13) . . ?
C34 C35 H35 120.8 . . ?
C36 C35 C34 118.41(14) . . ?
C36 C35 H35 120.8 . . ?
C35 C36 H36 120.3 . . ?
C35 C36 C37 119.49(13) . . ?
C37 C36 H36 120.3 . . ?
C36 C37 H37 120.8 . . ?
C36 C37 C38 118.49(14) . . ?
C38 C37 H37 120.8 . . ?
N5 C38 C37 122.63(13) . . ?
N5 C38 C39 116.93(12) . . ?
C37 C38 C39 120.44(13) . . ?
O2 C39 C38 112.30(11) . . ?
O2 C39 H39A 109.1 . . ?
O2 C39 H39B 109.1 . . ?
C38 C39 H39A 109.1 . . ?
C38 C39 H39B 109.1 . . ?
H39A C39 H39B 107.9 . . ?
O2 C40 C41 124.94(12) . . ?
O2 C40 C45 115.31(12) . . ?
C41 C40 C45 119.75(12) . . ?
C40 C41 H41 120.3 . . ?
C40 C41 C42 119.48(12) . . ?
C42 C41 H41 120.3 . . ?
C41 C42 H42 119.1 . . ?
C43 C42 C41 121.88(12) . . ?
C43 C42 H42 119.1 . . ?
C42 C43 C20 123.16(11) . . ?
C42 C43 C44 117.44(12) . . ?
C44 C43 C20 119.40(11) . . ?
C43 C44 H44 119.2 . . ?
C45 C44 C43 121.70(12) . . ?
C45 C44 H44 119.2 . . ?
C40 C45 H45 120.1 . . ?
C44 C45 C40 119.72(12) . . ?
C44 C45 H45 120.1 . . ?

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 C30 C31 C32 -176.36(12) . . . . ?
O1 C33 C34 N5 -145.15(12) . . . . ?
O1 C33 C34 C35 35.42(18) . . . . ?
O2 C40 C41 C42 -179.37(12) . . . . ?
O2 C40 C45 C44 178.70(12) . . . . ?
N1 C1 C2 C3 -0.34(15) . . . . ?
N1 C1 C20 C19 -14.54(17) . . . . ?
N1 C1 C20 C26 -134.22(13) . . . . ?
N1 C1 C20 C43 106.25(14) . . . . ?
N1 C4 C5 C6 -30.81(17) . . . . ?
N1 C4 C5 C21 88.79(15) . . . . ?
N1 C4 C5 C22 -152.30(12) . . . . ?
N2 C6 C7 C8 0.21(15) . . . . ?
N2 C9 C10 C11 105.20(14) . . . . ?
N2 C9 C10 C23 -136.44(13) . . . . ?
N2 C9 C10 C27 -12.85(17) . . . . ?
N3 C11 C12 C13 -0.56(16) . . . . ?
N3 C14 C15 C16 -37.14(18) . . . . ?
N3 C14 C15 C24 83.45(18) . . . . ?
N3 C14 C15 C25 -157.37(13) . . . . ?
N4 C16 C17 C18 -0.56(15) . . . . ?
N4 C19 C20 C1 95.02(14) . . . . ?
N4 C19 C20 C26 -146.29(12) . . . . ?
N4 C19 C20 C43 -27.14(16) . . . . ?
N5 C34 C35 C36 0.1(2) . . . . ?
N5 C38 C39 O2 114.90(13) . . . . ?
C1 N1 C4 C3 0.68(15) . . . . ?
C1 N1 C4 C5 -173.34(11) . . . . ?
C1 C2 C3 C4 0.76(15) . . . . ?
C1 C20 C43 C42 -5.25(17) . . . . ?
C1 C20 C43 C44 175.29(11) . . . . ?
C2 C1 C20 C19 173.04(13) . . . . ?
C2 C1 C20 C26 53.36(18) . . . . ?
C2 C1 C20 C43 -66.17(18) . . . . ?
C2 C3 C4 N1 -0.87(15) . . . . ?
C2 C3 C4 C5 172.43(13) . . . . ?
C3 C4 C5 C6 156.77(14) . . . . ?
C3 C4 C5 C21 -83.63(18) . . . . ?
C3 C4 C5 C22 35.27(19) . . . . ?
C4 N1 C1 C2 -0.20(15) . . . . ?
C4 N1 C1 C20 -174.13(11) . . . . ?
C4 C5 C6 N2 -59.10(16) . . . . ?
C4 C5 C6 C7 118.72(16) . . . . ?
C5 C6 C7 C8 -177.85(13) . . . . ?
C6 N2 C9 C8 -0.07(15) . . . . ?
C6 N2 C9 C10 -176.69(11) . . . . ?
C6 C7 C8 C9 -0.26(16) . . . . ?
C7 C8 C9 N2 0.20(15) . . . . ?
C7 C8 C9 C10 176.49(13) . . . . ?
C8 C9 C10 C11 -70.57(18) . . . . ?
C8 C9 C10 C23 47.79(19) . . . . ?
C8 C9 C10 C27 171.38(14) . . . . ?
C9 N2 C6 C5 178.23(11) . . . . ?
C9 N2 C6 C7 -0.10(15) . . . . ?
C9 C10 C11 N3 -5.28(17) . . . . ?
C9 C10 C11 C12 -177.69(14) . . . . ?
C9 C10 C27 C28 -109.82(14) . . . . ?
C9 C10 C27 C32 72.86(15) . . . . ?
C10 C11 C12 C13 172.75(13) . . . . ?
C10 C27 C28 C29 -175.08(13) . . . . ?
C10 C27 C32 C31 176.20(12) . . . . ?
C11 N3 C14 C13 -0.52(15) . . . . ?
C11 N3 C14 C15 -177.09(12) . . . . ?
C11 C10 C27 C28 130.60(13) . . . . ?
C11 C10 C27 C32 -46.71(15) . . . . ?
C11 C12 C13 C14 0.26(17) . . . . ?
C12 C13 C14 N3 0.16(16) . . . . ?
C12 C13 C14 C15 176.23(14) . . . . ?
C13 C14 C15 C16 147.26(15) . . . . ?
C13 C14 C15 C24 -92.1(2) . . . . ?
C13 C14 C15 C25 27.0(2) . . . . ?
C14 N3 C11 C10 -173.24(12) . . . . ?
C14 N3 C11 C12 0.68(15) . . . . ?
C14 C15 C16 N4 -48.95(18) . . . . ?
C14 C15 C16 C17 136.40(16) . . . . ?
C15 C16 C17 C18 174.68(14) . . . . ?
C16 N4 C19 C18 -0.82(15) . . . . ?
C16 N4 C19 C20 -178.92(11) . . . . ?
C16 C17 C18 C19 0.08(16) . . . . ?
C17 C18 C19 N4 0.44(15) . . . . ?
C17 C18 C19 C20 178.29(13) . . . . ?
C18 C19 C20 C1 -82.56(17) . . . . ?
C18 C19 C20 C26 36.14(19) . . . . ?
C18 C19 C20 C43 155.29(14) . . . . ?
C19 N4 C16 C15 -175.01(12) . . . . ?
C19 N4 C16 C17 0.87(15) . . . . ?
C19 C20 C43 C42 117.01(13) . . . . ?
C19 C20 C43 C44 -62.45(14) . . . . ?
C20 C1 C2 C3 173.02(13) . . . . ?
C20 C43 C44 C45 -179.00(12) . . . . ?
C21 C5 C6 N2 -178.55(12) . . . . ?
C21 C5 C6 C7 -0.7(2) . . . . ?
C22 C5 C6 N2 62.05(16) . . . . ?
C22 C5 C6 C7 -120.12(16) . . . . ?
C23 C10 C11 N3 -123.34(13) . . . . ?
C23 C10 C11 C12 64.24(18) . . . . ?
C23 C10 C27 C28 11.47(18) . . . . ?
C23 C10 C27 C32 -165.84(12) . . . . ?
C24 C15 C16 N4 -169.88(13) . . . . ?
C24 C15 C16 C17 15.5(2) . . . . ?
C25 C15 C16 N4 71.03(17) . . . . ?
C25 C15 C16 C17 -103.62(19) . . . . ?
C26 C20 C43 C42 -123.81(13) . . . . ?
C26 C20 C43 C44 56.72(16) . . . . ?
C27 C10 C11 N3 115.29(13) . . . . ?
C27 C10 C11 C12 -57.12(18) . . . . ?
C27 C28 C29 C30 -0.7(2) . . . . ?
C28 C27 C32 C31 -1.3(2) . . . . ?
C28 C29 C30 O1 177.40(13) . . . . ?
C28 C29 C30 C31 -2.0(2) . . . . ?
C29 C30 C31 C32 2.9(2) . . . . ?
C30 O1 C33 C34 74.31(15) . . . . ?
C30 C31 C32 C27 -1.3(2) . . . . ?
C32 C27 C28 C29 2.3(2) . . . . ?
C33 O1 C30 C29 170.60(12) . . . . ?
C33 O1 C30 C31 -10.08(19) . . . . ?
C33 C34 C35 C36 179.46(12) . . . . ?
C34 N5 C38 C37 0.90(19) . . . . ?
C34 N5 C38 C39 -178.44(12) . . . . ?
C34 C35 C36 C37 0.6(2) . . . . ?
C35 C36 C37 C38 -0.5(2) . . . . ?
C36 C37 C38 N5 -0.2(2) . . . . ?
C36 C37 C38 C39 179.10(12) . . . . ?
C37 C38 C39 O2 -64.46(16) . . . . ?
C38 N5 C34 C33 179.74(11) . . . . ?
C38 N5 C34 C35 -0.83(19) . . . . ?
C39 O2 C40 C41 13.56(19) . . . . ?
C39 O2 C40 C45 -166.54(12) . . . . ?
C40 O2 C39 C38 -84.00(14) . . . . ?
C40 C41 C42 C43 1.10(19) . . . . ?
C41 C40 C45 C44 -1.40(19) . . . . ?
C41 C42 C43 C20 178.34(12) . . . . ?
C41 C42 C43 C44 -2.19(19) . . . . ?
C42 C43 C44 C45 1.51(19) . . . . ?
C43 C44 C45 C40 0.3(2) . . . . ?
C45 C40 C41 C42 0.74(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.714
_oxdiff_exptl_absorpt_empirical_full_min 0.619
####################################################################### 
# 
# 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_hnj2
_database_code_depnum_ccdc_archive 'CCDC 2010539'
loop_
_audit_author_name
_audit_author_address
'Vincent M. Lynch'
;Department of Chemistry, the University of Texas at Austin
United States of America
;
_audit_update_record             
;
2020-06-18 deposited with the CCDC.	2020-07-24 downloaded from the CCDC.
;
_audit_creation_date             2020-03-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C O3, C45 H45 N5 O2, C8 H20 N'
_chemical_formula_sum            'C54 H65 N6 O5'
_chemical_formula_weight         878.12
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         C32H24N4O4
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      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   15.3125(2)
_cell_length_b                   15.3125(2)
_cell_length_c                   23.8680(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5596.37(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2719
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      72.8890
_cell_measurement_theta_min      3.3930
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.827
_exptl_absorpt_coefficient_mu    0.533
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.042
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1884
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            10560
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.218
_diffrn_reflns_theta_min         3.429
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2940
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -14.00   1.00    4.00    --  -41.72 -57.00 150.00  100
  2  ω    114.00 154.00   1.00   12.50    --  107.09  77.00 150.00   40
  3  ω     38.00  99.00   1.00   12.50    --  107.09-125.00-180.00   61
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0222008000
_diffrn_orient_matrix_UB_12      -0.0298011000
_diffrn_orient_matrix_UB_13      0.0599796000
_diffrn_orient_matrix_UB_21      0.0687293000
_diffrn_orient_matrix_UB_22      0.0636576000
_diffrn_orient_matrix_UB_23      0.0235065000
_diffrn_orient_matrix_UB_31      -0.0700588000
_diffrn_orient_matrix_UB_32      0.0719504000
_diffrn_orient_matrix_UB_33      0.0039918000
_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         0.716
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.965
_reflns_number_gt                4758
_reflns_number_total             5480
_reflns_odcompleteness_completeness 86.47
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.71a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.082
_refine_ls_abs_structure_details 
;
 Flack x determined using 1752 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.4(2)
_refine_ls_extinction_coef       0.0014(4)
_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   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         5480
_refine_ls_number_restraints     122
_refine_ls_R_factor_all          0.0891
_refine_ls_R_factor_gt           0.0802
_refine_ls_restrained_S_all      1.052
_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)+(0.1733P)²+3.0124P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2419
_refine_ls_wR_factor_ref         0.2557
_refine_special_details          
;
A molecule of chloroform was disordered and could not be modeled adequately.  
The scattering due to this molecule was removed by the use of the program, 
SQUEEZE.
The complex resided around a crystallographic two-fold rotation axis.  The 
bicarbonate ion and the 2,6-methoxy-pyridine portion of the structure were disordered 
about this two-fold axis.  The disorder was modeled using features found in OLEX2.
  The hydrogen atom on the bicarbonate ion could not be located in the difference 
electron density map and was excluded from the final refinement model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N4-C22
 1.35 with sigma of 0.02
 N4-C21
 2.4 with sigma of 0.03
 C21-C22
 1.4 with sigma of 0.02
 C18-C20
 2.4 with sigma of 0.03
 C21-C20
 1.4 with sigma of 0.02
 C21-C19
 2.4 with sigma of 0.03
 C20-C19
 1.4 with sigma of 0.02
 C20-C18
 2.4 with sigma of 0.03
 C19-C18
 1.4 with sigma of 0.02
 C20-C22
 2.4 with sigma of 0.03
 C18-N4
 1.35 with sigma of 0.02
 N4-C19
 2.4 with sigma of 0.03
 N4-C20
 2.8 with sigma of 0.03
 C22-C19
 2.8 with sigma of 0.03
 C18-C21
 2.8 with sigma of 0.03
 C17-C18 = C17A-C18A
 1.5 with sigma of 0.03
 O1-C17 = O1-C17A
 1.4 with sigma of 0.02
 O2-C30
 1.22 with sigma of 0.02
 O3-C30 = O3A-C30
 1.3 with sigma of 0.01
 C17A-C19A \\sim C17A-N4A
 with sigma of 0.01
 O2-O3 \\sim O2-O3A
 with sigma of 0.01
3. Restrained planarity
 N4A, C17A, C18A, C19A, C20A, C21A, C22A
 with sigma of 0.01
 N4, C21, C22, C20, C19, C18, C17
 with sigma of 0.01
 O2, O3, O3A, C30
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
N4 \\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C18A \\sim C19A \\sim C20A \\sim C21A \\sim C22A \\sim N4A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim N4: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
O3 \\sim C30 \\sim O3A \\sim O2: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
Uanis(C17) = Uanis(C17A)
Uanis(O1) = Uanis(O1A)
Uanis(O1A) = Uanis(O1)
Uanis(N4A) = Uanis(N4)
Uanis(C18A) = Uanis(C18)
5. Others
 Sof(C17A)=Sof(H17C)=Sof(H17D)=Sof(O1A)=1-FVAR(1)
 Sof(N4A)=Sof(C18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=
 Sof(H21A)=Sof(C22A)=0.5*(1-FVAR(2))
 Sof(N4)=Sof(C18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=
 Sof(C22)=0.5*FVAR(2)
 Sof(O1)=Sof(C17)=Sof(H17A)=Sof(H17B)=FVAR(1)
 Fixed Sof: O2(0.5) O3(0.5) O3A(0.5) C30(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C17A(H17C,H17D), C28(H28A,H28B), C26(H26A,H26B)
6.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C21(H21), C19A(H19A), C20A(H20A), C21A(H21A), N1(H1),
 N2(H2), C2(H2A), C3(H3), C7(H7), C8(H8), C12(H12), C13(H13), C15(H15), C16(H16)
6.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C27(H27A,H27B,
 H27C), 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
O2 O 0.5098(8) 0.4933(8) 0.5011(14) 0.027(3) Uani 0.5 1 d D U P A -1
O3 O 0.6531(7) 0.5231(9) 0.5043(6) 0.054(3) Uani 0.5 1 d D U P A -1
O3A O 0.5548(7) 0.6314(6) 0.4983(5) 0.042(3) Uani 0.5 1 d D U P A -1
C30 C 0.5737(7) 0.5464(6) 0.5013(5) 0.043(4) Uani 0.5 1 d D U P A -1
O1 O 0.6945(13) 0.6801(11) 0.3779(7) 0.0472(18) Uani 0.379(10) 1 d D . P B -1
N4 N 0.7164(17) 0.7175(18) 0.4975(18) 0.035(2) Uani 0.190(5) 1 d D U P B -1
C17 C 0.665(3) 0.758(3) 0.407(2) 0.083(5) Uani 0.379(10) 1 d D . P B -1
H17A H 0.604553 0.749190 0.421130 0.100 Uiso 0.379(10) 1 calc R U P B -1
H17B H 0.664159 0.808422 0.380935 0.100 Uiso 0.379(10) 1 calc R U P B -1
C18 C 0.7258(18) 0.777(2) 0.4555(15) 0.038(4) Uani 0.190(5) 1 d D U P B -1
C19 C 0.787(2) 0.8450(18) 0.4600(11) 0.036(5) Uani 0.190(5) 1 d D U P B -1
H19 H 0.793287 0.886222 0.430548 0.043 Uiso 0.190(5) 1 calc R U P B -1
C20 C 0.8373(19) 0.8515(18) 0.5077(11) 0.036(6) Uani 0.190(5) 1 d D U P B -1
H20 H 0.878640 0.897360 0.511262 0.043 Uiso 0.190(5) 1 calc R U P B -1
C21 C 0.8275(17) 0.791(2) 0.5504(11) 0.035(5) Uani 0.190(5) 1 d D U P B -1
H21 H 0.862002 0.794910 0.583427 0.042 Uiso 0.190(5) 1 calc R U P B -1
C22 C 0.766(2) 0.7241(18) 0.5442(15) 0.031(5) Uani 0.190(5) 1 d D U P B -1
N4A N 0.6976(9) 0.7614(8) 0.5030(6) 0.035(2) Uani 0.310(5) 1 d D U P B -2
C17A C 0.6857(15) 0.7638(15) 0.4037(11) 0.083(5) Uani 0.621(10) 1 d D . P B -2
H17C H 0.625524 0.756582 0.418116 0.100 Uiso 0.621(10) 1 calc R U P B -2
H17D H 0.690231 0.823025 0.387262 0.100 Uiso 0.621(10) 1 calc R U P B -2
C18A C 0.7509(17) 0.7560(8) 0.4530(14) 0.038(4) Uani 0.310(5) 1 d D U P B -2
C19A C 0.8230(12) 0.7479(10) 0.4510(7) 0.053(4) Uani 0.310(5) 1 d D U P B -2
H19A H 0.849821 0.745012 0.415213 0.064 Uiso 0.310(5) 1 calc R U P B -2
C20A C 0.8785(11) 0.7414(10) 0.5005(8) 0.050(3) Uani 0.310(5) 1 d . U P B -2
H20A H 0.940025 0.734525 0.497791 0.060 Uiso 0.310(5) 1 calc R U P B -2
C21A C 0.8391(13) 0.7454(11) 0.5479(8) 0.047(4) Uani 0.310(5) 1 d . U P B -2
H21A H 0.871219 0.741648 0.581909 0.056 Uiso 0.310(5) 1 calc R U P B -2
C22A C 0.7356(17) 0.7568(11) 0.5490(16) 0.049(4) Uani 0.310(5) 1 d . U P B -2
N1 N 0.3459(3) 0.5026(3) 0.56540(15) 0.0363(9) Uani 1 1 d . . . . .
H1 H 0.393062 0.508475 0.544688 0.044 Uiso 1 1 calc R U . . .
N2 N 0.3510(3) 0.4982(3) 0.42996(14) 0.0347(8) Uani 1 1 d . . . . .
H2 H 0.396589 0.507717 0.451573 0.042 Uiso 1 1 calc R U . . .
C1 C 0.3437(3) 0.4687(3) 0.61837(18) 0.0358(10) Uani 1 1 d . . . . .
C2 C 0.2590(4) 0.4692(3) 0.63657(17) 0.0389(11) Uani 1 1 d . . . . .
H2A H 0.238586 0.449073 0.671864 0.047 Uiso 1 1 calc R U . . .
C3 C 0.2069(4) 0.5056(3) 0.59293(19) 0.0390(11) Uani 1 1 d . . . . .
H3 H 0.145414 0.513901 0.593796 0.047 Uiso 1 1 calc R U . . .
C4 C 0.2618(4) 0.5265(3) 0.54932(18) 0.0374(10) Uani 1 1 d . . . . .
C5 C 0.2458(4) 0.5751(3) 0.4945(2) 0.0425(11) Uani 1 1 d . . . . .
C6 C 0.2676(4) 0.5202(3) 0.44299(19) 0.0374(10) Uani 1 1 d . . . . .
C7 C 0.2160(3) 0.4953(3) 0.39862(18) 0.0388(10) Uani 1 1 d . . . . .
H7 H 0.154603 0.503102 0.395870 0.047 Uiso 1 1 calc R U . . .
C8 C 0.2695(4) 0.4566(4) 0.35836(18) 0.0401(11) Uani 1 1 d . . . . .
H8 H 0.250714 0.432912 0.323589 0.048 Uiso 1 1 calc R U . . .
C9 C 0.3542(3) 0.4586(3) 0.37777(17) 0.0354(10) Uani 1 1 d . . . . .
C10 C 0.4391(3) 0.4265(3) 0.35214(16) 0.0391(10) Uani 1 1 d . . . . .
C11 C 0.5090(3) 0.4986(3) 0.35514(16) 0.0382(10) Uani 1 1 d . . . . .
C12 C 0.4867(4) 0.5862(4) 0.3514(2) 0.0459(12) Uani 1 1 d . . . . .
H12 H 0.427053 0.601229 0.346320 0.055 Uiso 1 1 calc R U . . .
C13 C 0.5470(4) 0.6517(4) 0.3546(2) 0.0447(12) Uani 1 1 d . . . . .
H13 H 0.529956 0.711209 0.352003 0.054 Uiso 1 1 calc R U . . .
C14 C 0.6352(4) 0.6285(4) 0.36200(18) 0.0458(12) Uani 1 1 d . . . . .
C15 C 0.6605(4) 0.5431(4) 0.3632(2) 0.0485(13) Uani 1 1 d . . . . .
H15 H 0.720454 0.528080 0.366481 0.058 Uiso 1 1 calc R U . . .
C16 C 0.5967(3) 0.4779(4) 0.35969(19) 0.0401(11) Uani 1 1 d . . . . .
H16 H 0.613988 0.418325 0.360410 0.048 Uiso 1 1 calc R U . . .
C23 C 0.1476(5) 0.5995(5) 0.4920(2) 0.0603(17) Uani 1 1 d . . . . .
H23A H 0.129230 0.622854 0.528412 0.090 Uiso 1 1 calc R U . . .
H23B H 0.113163 0.547421 0.483163 0.090 Uiso 1 1 calc R U . . .
H23C H 0.138441 0.643833 0.462994 0.090 Uiso 1 1 calc R U . . .
C24 C 0.2995(5) 0.6581(4) 0.4931(2) 0.0563(16) Uani 1 1 d . . . . .
H24A H 0.361723 0.643211 0.492113 0.084 Uiso 1 1 calc R U . . .
H24B H 0.287175 0.692828 0.526682 0.084 Uiso 1 1 calc R U . . .
H24C H 0.284341 0.691953 0.459660 0.084 Uiso 1 1 calc R U . . .
C25 C 0.4220(4) 0.4049(4) 0.28939(18) 0.0445(12) Uani 1 1 d . . . . .
H25A H 0.377672 0.358950 0.286647 0.067 Uiso 1 1 calc R U . . .
H25B H 0.476349 0.384669 0.271960 0.067 Uiso 1 1 calc R U . . .
H25C H 0.401356 0.457400 0.270048 0.067 Uiso 1 1 calc R U . . .
N3 N 0.2312(2) 0.2312(2) 0.500000 0.0324(11) Uani 1 2 d S T P . .
C28 C 0.1322(3) 0.2444(3) 0.4983(2) 0.0372(10) Uani 1 1 d . . . . .
H28A H 0.109478 0.217375 0.463513 0.045 Uiso 1 1 calc R U . . .
H28B H 0.106014 0.212674 0.530281 0.045 Uiso 1 1 calc R U . . .
C26 C 0.2722(3) 0.2732(3) 0.55124(17) 0.0343(9) Uani 1 1 d . . . . .
H26A H 0.335571 0.260225 0.551060 0.041 Uiso 1 1 calc R U . . .
H26B H 0.265447 0.337290 0.548187 0.041 Uiso 1 1 calc R U . . .
C27 C 0.2347(4) 0.2440(3) 0.60674(18) 0.0394(10) Uani 1 1 d . . . . .
H27A H 0.269152 0.269016 0.637376 0.059 Uiso 1 1 calc R U . . .
H27B H 0.236423 0.180133 0.609036 0.059 Uiso 1 1 calc R U . . .
H27C H 0.174034 0.263972 0.609783 0.059 Uiso 1 1 calc R U . . .
C29 C 0.1017(3) 0.3374(4) 0.5003(2) 0.0460(11) Uani 1 1 d . . . . .
H29A H 0.113352 0.361709 0.537569 0.069 Uiso 1 1 calc R U . . .
H29B H 0.038884 0.339741 0.492684 0.069 Uiso 1 1 calc R U . . .
H29C H 0.133053 0.371657 0.472032 0.069 Uiso 1 1 calc R U . . .
O1A O 0.7010(7) 0.7000(6) 0.3603(4) 0.0472(18) Uani 0.621(10) 1 d . . P B -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
O2 C30 1.272(12) . ?
O3 C30 1.270(10) . ?
O3A C30 1.335(10) . ?
O1 C17 1.46(2) . ?
O1 C14 1.262(19) . ?
N4 C18 1.36(2) . ?
N4 C22 1.35(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.52(4) . ?
C18 C19 1.41(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.38(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.39(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.40(2) . ?
N4A C18A 1.45(4) . ?
N4A C22A 1.24(4) . ?
C17A H17C 0.9900 . ?
C17A H17D 0.9900 . ?
C17A C18A 1.55(3) . ?
C17A O1A 1.44(2) . ?
C18A C19A 1.11(3) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.46(2) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.28(3) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.60(3) . ?
N1 H1 0.8800 . ?
N1 C1 1.368(6) . ?
N1 C4 1.392(7) . ?
N2 H2 0.8800 . ?
N2 C6 1.358(7) . ?
N2 C9 1.386(6) . ?
C1 C2 1.369(7) . ?
C1 C10 1.518(7) 7_556 ?
C2 H2A 0.9500 . ?
C2 C3 1.425(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.376(7) . ?
C4 C5 1.525(6) . ?
C5 C6 1.526(6) . ?
C5 C23 1.550(9) . ?
C5 C24 1.515(8) . ?
C6 C7 1.375(7) . ?
C7 H7 0.9500 . ?
C7 C8 1.395(7) . ?
C8 H8 0.9500 . ?
C8 C9 1.379(7) . ?
C9 C10 1.518(7) . ?
C10 C11 1.539(7) . ?
C10 C25 1.556(6) . ?
C11 C12 1.387(8) . ?
C11 C16 1.385(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.366(9) . ?
C13 H13 0.9500 . ?
C13 C14 1.408(8) . ?
C14 C15 1.364(9) . ?
C14 O1A 1.488(10) . ?
C15 H15 0.9500 . ?
C15 C16 1.398(8) . ?
C16 H16 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N3 C28 1.530(6) 7_556 ?
N3 C28 1.530(6) . ?
N3 C26 1.518(5) . ?
N3 C26 1.518(5) 7_556 ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.500(7) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.512(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
O2 C30 O3A 117.2(9) . . ?
O3 C30 O2 123.9(10) . . ?
O3 C30 O3A 118.9(12) . . ?
C14 O1 C17 116(2) . . ?
C22 N4 C18 120.0(15) . . ?
O1 C17 H17A 109.9 . . ?
O1 C17 H17B 109.9 . . ?
O1 C17 C18 109(2) . . ?
H17A C17 H17B 108.3 . . ?
C18 C17 H17A 109.9 . . ?
C18 C17 H17B 109.9 . . ?
N4 C18 C17 112(3) . . ?
N4 C18 C19 120.6(18) . . ?
C19 C18 C17 127(3) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.2(17) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0(14) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.9(17) . . ?
C22 C21 H21 120.6 . . ?
N4 C22 C21 121.3(18) . . ?
C22A N4A C18A 117.4(16) . . ?
H17C C17A H17D 107.8 . . ?
C18A C17A H17C 109.0 . . ?
C18A C17A H17D 109.0 . . ?
O1A C17A H17C 109.0 . . ?
O1A C17A H17D 109.0 . . ?
O1A C17A C18A 112.9(17) . . ?
N4A C18A C17A 105.1(19) . . ?
C19A C18A N4A 127(3) . . ?
C19A C18A C17A 128(3) . . ?
C18A C19A H19A 118.2 . . ?
C18A C19A C20A 124(2) . . ?
C20A C19A H19A 118.2 . . ?
C19A C20A H20A 122.1 . . ?
C21A C20A C19A 115.9(16) . . ?
C21A C20A H20A 122.1 . . ?
C20A C21A H21A 120.5 . . ?
C20A C21A C22A 119(2) . . ?
C22A C21A H21A 120.5 . . ?
N4A C22A C21A 117(3) . . ?
C1 N1 H1 125.3 . . ?
C1 N1 C4 109.4(4) . . ?
C4 N1 H1 125.3 . . ?
C6 N2 H2 124.8 . . ?
C6 N2 C9 110.4(4) . . ?
C9 N2 H2 124.8 . . ?
N1 C1 C2 108.3(4) . . ?
N1 C1 C10 121.5(4) . 7_556 ?
C2 C1 C10 130.2(4) . 7_556 ?
C1 C2 H2A 126.2 . . ?
C1 C2 C3 107.5(4) . . ?
C3 C2 H2A 126.2 . . ?
C2 C3 H3 126.2 . . ?
C4 C3 C2 107.5(5) . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C5 120.9(4) . . ?
C3 C4 N1 107.2(4) . . ?
C3 C4 C5 131.6(5) . . ?
C4 C5 C6 112.8(4) . . ?
C4 C5 C23 107.9(4) . . ?
C6 C5 C23 108.3(4) . . ?
C24 C5 C4 109.9(5) . . ?
C24 C5 C6 109.0(4) . . ?
C24 C5 C23 108.8(5) . . ?
N2 C6 C5 121.8(5) . . ?
N2 C6 C7 107.2(4) . . ?
C7 C6 C5 130.4(5) . . ?
C6 C7 H7 125.9 . . ?
C6 C7 C8 108.1(5) . . ?
C8 C7 H7 125.9 . . ?
C7 C8 H8 125.9 . . ?
C9 C8 C7 108.2(4) . . ?
C9 C8 H8 125.9 . . ?
N2 C9 C10 122.3(4) . . ?
C8 C9 N2 106.1(4) . . ?
C8 C9 C10 131.6(4) . . ?
C1 C10 C9 109.8(4) 7_556 . ?
C1 C10 C11 111.7(4) 7_556 . ?
C1 C10 C25 108.6(4) 7_556 . ?
C9 C10 C11 110.1(4) . . ?
C9 C10 C25 108.2(4) . . ?
C11 C10 C25 108.3(4) . . ?
C12 C11 C10 121.3(5) . . ?
C16 C11 C10 121.0(5) . . ?
C16 C11 C12 117.7(5) . . ?
C11 C12 H12 118.6 . . ?
C13 C12 C11 122.7(5) . . ?
C13 C12 H12 118.6 . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C14 118.1(5) . . ?
C14 C13 H13 121.0 . . ?
O1 C14 C13 124.7(11) . . ?
O1 C14 C15 113.0(11) . . ?
C13 C14 O1A 117.4(7) . . ?
C15 C14 C13 121.1(5) . . ?
C15 C14 O1A 121.0(7) . . ?
C14 C15 H15 120.5 . . ?
C14 C15 C16 119.0(5) . . ?
C16 C15 H15 120.5 . . ?
C11 C16 C15 121.3(5) . . ?
C11 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C5 C23 H23A 109.5 . . ?
C5 C23 H23B 109.5 . . ?
C5 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C24 H24A 109.5 . . ?
C5 C24 H24B 109.5 . . ?
C5 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C10 C25 H25A 109.5 . . ?
C10 C25 H25B 109.5 . . ?
C10 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C28 N3 C28 105.2(5) . 7_556 ?
C26 N3 C28 112.1(3) . . ?
C26 N3 C28 110.1(3) 7_556 . ?
C26 N3 C28 110.1(3) . 7_556 ?
C26 N3 C28 112.1(3) 7_556 7_556 ?
C26 N3 C26 107.3(4) 7_556 . ?
N3 C28 H28A 108.4 . . ?
N3 C28 H28B 108.4 . . ?
H28A C28 H28B 107.4 . . ?
C29 C28 N3 115.6(4) . . ?
C29 C28 H28A 108.4 . . ?
C29 C28 H28B 108.4 . . ?
N3 C26 H26A 108.5 . . ?
N3 C26 H26B 108.5 . . ?
H26A C26 H26B 107.5 . . ?
C27 C26 N3 115.0(4) . . ?
C27 C26 H26A 108.5 . . ?
C27 C26 H26B 108.5 . . ?
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 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C17A O1A C14 111.6(12) . . ?

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 C17 C18 N4 -71(3) . . . . ?
O1 C17 C18 C19 109(4) . . . . ?
O1 C14 C15 C16 165.1(9) . . . . ?
N4 C18 C19 C20 0.0(12) . . . . ?
C17 O1 C14 C13 20(3) . . . . ?
C17 O1 C14 C15 -147(3) . . . . ?
C17 C18 C19 C20 179.9(8) . . . . ?
C18 N4 C22 C21 0.0(4) . . . . ?
C18 C19 C20 C21 0.0(12) . . . . ?
C19 C20 C21 C22 -0.1(9) . . . . ?
C20 C21 C22 N4 0.0(4) . . . . ?
C22 N4 C18 C17 -180.0(5) . . . . ?
C22 N4 C18 C19 -0.1(9) . . . . ?
N4A C18A C19A C20A -0.3(8) . . . . ?
C17A C18A C19A C20A 179.9(4) . . . . ?
C18A N4A C22A C21A -0.1(6) . . . . ?
C18A C17A O1A C14 104.6(16) . . . . ?
C18A C19A C20A C21A 0.1(9) . . . . ?
C19A C20A C21A C22A 0.1(9) . . . . ?
C20A C21A C22A N4A -0.1(9) . . . . ?
C22A N4A C18A C17A -179.9(3) . . . . ?
C22A N4A C18A C19A 0.3(5) . . . . ?
N1 C1 C2 C3 -0.3(5) . . . . ?
N1 C4 C5 C6 65.9(6) . . . . ?
N1 C4 C5 C23 -174.5(5) . . . . ?
N1 C4 C5 C24 -56.0(6) . . . . ?
N2 C6 C7 C8 0.7(6) . . . . ?
N2 C9 C10 C1 73.8(5) . . . 7_556 ?
N2 C9 C10 C11 -49.5(6) . . . . ?
N2 C9 C10 C25 -167.8(4) . . . . ?
C1 N1 C4 C3 -0.9(5) . . . . ?
C1 N1 C4 C5 173.5(4) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C10 C11 C12 -154.8(4) 7_556 . . . ?
C1 C10 C11 C16 27.6(5) 7_556 . . . ?
C2 C3 C4 N1 0.6(5) . . . . ?
C2 C3 C4 C5 -172.9(5) . . . . ?
C3 C4 C5 C6 -121.3(6) . . . . ?
C3 C4 C5 C23 -1.7(8) . . . . ?
C3 C4 C5 C24 116.8(6) . . . . ?
C4 N1 C1 C2 0.7(5) . . . . ?
C4 N1 C1 C10 -178.3(4) . . . 7_556 ?
C4 C5 C6 N2 -69.0(6) . . . . ?
C4 C5 C6 C7 121.5(6) . . . . ?
C5 C6 C7 C8 171.3(5) . . . . ?
C6 N2 C9 C8 0.1(6) . . . . ?
C6 N2 C9 C10 -179.8(4) . . . . ?
C6 C7 C8 C9 -0.7(6) . . . . ?
C7 C8 C9 N2 0.4(6) . . . . ?
C7 C8 C9 C10 -179.8(5) . . . . ?
C8 C9 C10 C1 -106.0(6) . . . 7_556 ?
C8 C9 C10 C11 130.7(5) . . . . ?
C8 C9 C10 C25 12.4(8) . . . . ?
C9 N2 C6 C5 -172.1(4) . . . . ?
C9 N2 C6 C7 -0.5(6) . . . . ?
C9 C10 C11 C12 -32.5(5) . . . . ?
C9 C10 C11 C16 149.8(4) . . . . ?
C10 C1 C2 C3 178.6(5) 7_556 . . . ?
C10 C11 C12 C13 179.1(4) . . . . ?
C10 C11 C16 C15 -179.1(4) . . . . ?
C11 C12 C13 C14 0.1(7) . . . . ?
C12 C11 C16 C15 3.2(7) . . . . ?
C12 C13 C14 O1 -163.5(9) . . . . ?
C12 C13 C14 C15 3.0(7) . . . . ?
C12 C13 C14 O1A 174.6(5) . . . . ?
C13 C14 C15 C16 -3.0(7) . . . . ?
C13 C14 O1A C17A 60.4(15) . . . . ?
C14 O1 C17 C18 140(3) . . . . ?
C14 C15 C16 C11 -0.2(7) . . . . ?
C15 C14 O1A C17A -128.0(14) . . . . ?
C16 C11 C12 C13 -3.2(7) . . . . ?
C23 C5 C6 N2 171.6(5) . . . . ?
C23 C5 C6 C7 2.2(8) . . . . ?
C24 C5 C6 N2 53.4(6) . . . . ?
C24 C5 C6 C7 -116.1(6) . . . . ?
C25 C10 C11 C12 85.7(5) . . . . ?
C25 C10 C11 C16 -92.0(5) . . . . ?
C28 N3 C28 C29 176.0(5) 7_556 . . . ?
C28 N3 C26 C27 55.7(5) . . . . ?
C28 N3 C26 C27 -61.1(5) 7_556 . . . ?
C26 N3 C28 C29 56.4(5) . . . . ?
C26 N3 C28 C29 -63.0(5) 7_556 . . . ?
C26 N3 C26 C27 176.7(5) 7_556 . . . ?
O1A C17A C18A N4A -134.2(17) . . . . ?
O1A C17A C18A C19A 45.6(17) . . . . ?
O1A C14 C15 C16 -174.3(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.030 636.4 249.8 ?
2 0.500 0.000 -0.453 636.4 249.8 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2020-03-24
_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 1.309
_oxdiff_exptl_absorpt_empirical_full_min 0.793
