# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mmh251
_database_code_depnum_ccdc_archive 'CCDC 2237602'
loop_
_audit_author_name
_audit_author_address
'Narcis Avarvari'
;CNRS University of Angers
France
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-03-28 downloaded from the CCDC.
;

_audit_creation_date             2023-01-06T08:41:59-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_formula_moiety         'C74 H56 N2 O2'
_chemical_formula_sum            'C74 H56 N2 O2'
_chemical_formula_weight         1005.2
_chemical_absolute_configuration rmad

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_Int_Tables_number      1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'

_cell_length_a                   9.6227(6)
_cell_length_b                   11.8766(7)
_cell_length_c                   12.5108(7)
_cell_angle_alpha                71.825(5)
_cell_angle_beta                 82.689(5)
_cell_angle_gamma                87.595(5)
_cell_volume                     1347.41(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    295.00(10)
_cell_measurement_reflns_used    5658
_cell_measurement_theta_min      3.664
_cell_measurement_theta_max      71.25

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.127
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.019
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             530

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.87573
_exptl_absorpt_correction_T_max  1

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      295.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_detector_area_resol_mean 5.199
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0686
_diffrn_reflns_number            19767
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.746
_diffrn_reflns_theta_max         72.127
_diffrn_reflns_theta_full        72
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.897
_diffrn_reflns_point_group_measured_fraction_max 0.894
_reflns_Friedel_fraction_full    0.813
_reflns_Friedel_fraction_max     0.81
_reflns_Friedel_coverage         0.829
_reflns_number_total             9494
_reflns_number_gt                5586
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR, 2014)'
_computing_publication_material  'WinGX publication routines (Farrugia, V2018)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION                                       #
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_shelx_SHELXL_version_number     2018/3
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9494
_refine_ls_number_parameters     706
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1099
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   0.884
_refine_ls_restrained_S_all      0.883
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.0(7)
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.039

#----------------------------------------------------------------------------#
#                   CONSTRAINTS AND RESTRAINTS                               #
#----------------------------------------------------------------------------#


#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 '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'

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 0.4470(6) 0.4610(5) 0.3819(4) 0.0484(15) Uani 1 1 d . . . . .
C2 C 0.4492(7) 0.4627(5) 0.4906(5) 0.0474(14) Uani 1 1 d . . . . .
C3 C 0.3715(7) 0.4196(5) 0.6015(5) 0.0530(16) Uani 1 1 d . . . . .
C4 C 0.5580(6) 0.5371(5) 0.6043(4) 0.0448(14) Uani 1 1 d . . . . .
C5 C 0.5592(6) 0.5356(6) 0.4950(5) 0.0516(15) Uani 1 1 d . . . . .
C6 C 0.6326(7) 0.5797(5) 0.3809(5) 0.0492(14) Uani 1 1 d . . . . .
C7 C 0.5966(6) 0.5481(5) 0.1926(4) 0.0517(15) Uani 1 1 d . . . . .
H7 H 0.547862 0.485649 0.176213 0.062 Uiso 1 1 calc R U . . .
C8 C 0.7542(5) 0.5271(5) 0.1646(4) 0.0694(13) Uani 1 1 d . . . . .
H8A H 0.807097 0.585618 0.18037 0.104 Uiso 1 1 calc R U . . .
H8B H 0.774324 0.533022 0.085926 0.104 Uiso 1 1 calc R U . . .
H8C H 0.779415 0.449512 0.210228 0.104 Uiso 1 1 calc R U . . .
C9 C 0.5454(7) 0.6631(6) 0.1183(5) 0.0531(16) Uani 1 1 d . . . . .
C10 C 0.5453(8) 0.6767(6) 0.0052(5) 0.0709(19) Uani 1 1 d . . . . .
H10 H 0.579264 0.6164 -0.023938 0.085 Uiso 1 1 calc R U . . .
C11 C 0.4929(8) 0.7836(7) -0.0676(5) 0.081(2) Uani 1 1 d . . . . .
H11 H 0.49231 0.792308 -0.144037 0.098 Uiso 1 1 calc R U . . .
C12 C 0.4439(8) 0.8726(6) -0.0264(6) 0.0809(19) Uani 1 1 d . . . . .
H12 H 0.409133 0.941884 -0.07395 0.097 Uiso 1 1 calc R U . . .
C13 C 0.4464(7) 0.8591(6) 0.0869(5) 0.0738(17) Uani 1 1 d . . . . .
H13 H 0.415226 0.920194 0.11573 0.089 Uiso 1 1 calc R U . . .
C14 C 0.4951(8) 0.7550(6) 0.1576(5) 0.0647(17) Uani 1 1 d . . . . .
H14 H 0.494042 0.74676 0.234126 0.078 Uiso 1 1 calc R U . . .
C15 C 0.3840(7) 0.4510(6) 0.7882(5) 0.0549(16) Uani 1 1 d . . . . .
H15 H 0.291319 0.417019 0.793659 0.066 Uiso 1 1 calc R U . . .
C16 C 0.3557(6) 0.5663(5) 0.8112(4) 0.0734(14) Uani 1 1 d . . . . .
H16A H 0.441869 0.597856 0.820874 0.11 Uiso 1 1 calc R U . . .
H16B H 0.291315 0.554064 0.879027 0.11 Uiso 1 1 calc R U . . .
H16C H 0.315875 0.621087 0.748654 0.11 Uiso 1 1 calc R U . . .
C17 C 0.4620(6) 0.3566(5) 0.8727(5) 0.0521(15) Uani 1 1 d . . . . .
C18 C 0.5243(7) 0.2624(6) 0.8456(5) 0.0659(18) Uani 1 1 d . . . . .
H18 H 0.525971 0.258901 0.772198 0.079 Uiso 1 1 calc R U . . .
C19 C 0.5850(8) 0.1721(6) 0.9245(6) 0.0802(19) Uani 1 1 d . . . . .
H19 H 0.628298 0.109073 0.904035 0.096 Uiso 1 1 calc R U . . .
C20 C 0.5810(8) 0.1757(7) 1.0343(6) 0.093(2) Uani 1 1 d . . . . .
H20 H 0.621827 0.115453 1.088234 0.112 Uiso 1 1 calc R U . . .
C21 C 0.5162(8) 0.2693(7) 1.0627(5) 0.085(2) Uani 1 1 d . . . . .
H21 H 0.511678 0.271732 1.136626 0.102 Uiso 1 1 calc R U . . .
C22 C 0.4599(8) 0.3566(6) 0.9853(5) 0.0682(18) Uani 1 1 d . . . . .
H22 H 0.417801 0.419686 1.006274 0.082 Uiso 1 1 calc R U . . .
C23 C 0.3441(6) 0.4017(5) 0.3415(4) 0.0464(14) Uani 1 1 d . . . . .
C24 C 0.2955(7) 0.2917(5) 0.4131(5) 0.0533(16) Uani 1 1 d . . . . .
H24 H 0.336123 0.255255 0.478948 0.064 Uiso 1 1 calc R U . . .
C25 C 0.1881(6) 0.2370(5) 0.3867(5) 0.0516(16) Uani 1 1 d . . . . .
H25 H 0.156715 0.163648 0.435326 0.062 Uiso 1 1 calc R U . . .
C26 C 0.1248(6) 0.2885(5) 0.2887(5) 0.0485(15) Uani 1 1 d . . . . .
C27 C 0.1767(7) 0.3973(5) 0.2155(5) 0.0546(16) Uani 1 1 d . . . . .
H27 H 0.138704 0.431651 0.147994 0.066 Uiso 1 1 calc R U . . .
C28 C 0.2835(7) 0.4547(5) 0.2418(5) 0.0514(16) Uani 1 1 d . . . . .
H28 H 0.314828 0.528189 0.193379 0.062 Uiso 1 1 calc R U . . .
C29 C 0.0050(6) 0.2288(5) 0.2642(5) 0.0476(15) Uani 1 1 d . . . . .
C30 C -0.1088(6) 0.1925(5) 0.3410(5) 0.0501(15) Uani 1 1 d . . . . .
C31 C -0.1276(7) 0.2233(6) 0.4489(5) 0.0548(17) Uani 1 1 d . . . . .
C32 C -0.1157(7) 0.3406(6) 0.4489(5) 0.0627(17) Uani 1 1 d . . . . .
H32 H -0.09755 0.400688 0.380351 0.075 Uiso 1 1 calc R U . . .
C33 C -0.1304(8) 0.3681(8) 0.5484(6) 0.075(2) Uani 1 1 d . . . . .
H33 H -0.123154 0.446482 0.546694 0.09 Uiso 1 1 calc R U . . .
C34 C -0.1556(9) 0.2807(8) 0.6506(7) 0.088(3) Uani 1 1 d . . . . .
H34 H -0.163069 0.299639 0.717811 0.105 Uiso 1 1 calc R U . . .
C35 C -0.1698(9) 0.1665(8) 0.6534(6) 0.088(3) Uani 1 1 d . . . . .
H35 H -0.187816 0.107664 0.722729 0.105 Uiso 1 1 calc R U . . .
C36 C -0.1573(7) 0.1361(7) 0.5519(6) 0.0645(18) Uani 1 1 d . . . . .
H36 H -0.168983 0.057913 0.554353 0.077 Uiso 1 1 calc R U . . .
C37 C -0.2219(7) 0.1178(5) 0.3279(4) 0.0489(15) Uani 1 1 d . . . . .
C38 C -0.3605(6) 0.1431(6) 0.3530(5) 0.0563(16) Uani 1 1 d . . . . .
H38 H -0.384898 0.210849 0.373409 0.068 Uiso 1 1 calc R U . . .
C39 C -0.4649(8) 0.0675(7) 0.3478(6) 0.068(2) Uani 1 1 d . . . . .
H39 H -0.558525 0.086112 0.363458 0.082 Uiso 1 1 calc R U . . .
C40 C -0.4308(8) -0.0348(7) 0.3198(6) 0.067(2) Uani 1 1 d . . . . .
H40 H -0.500531 -0.086018 0.318373 0.081 Uiso 1 1 calc R U . . .
C41 C -0.2921(9) -0.0596(6) 0.2941(5) 0.066(2) Uani 1 1 d . . . . .
H41 H -0.268456 -0.127565 0.273823 0.079 Uiso 1 1 calc R U . . .
C42 C -0.1869(7) 0.0146(6) 0.2976(5) 0.0609(18) Uani 1 1 d . . . . .
H42 H -0.093539 -0.003674 0.280122 0.073 Uiso 1 1 calc R U . . .
C43 C 0.0199(7) 0.2168(6) 0.1479(5) 0.0555(17) Uani 1 1 d . . . . .
C44 C -0.0816(8) 0.2572(8) 0.0750(6) 0.078(2) Uani 1 1 d . . . . .
H44 H -0.16478 0.28846 0.100718 0.094 Uiso 1 1 calc R U . . .
C45 C -0.0621(11) 0.2522(11) -0.0344(7) 0.116(3) Uani 1 1 d . . . . .
H45 H -0.130795 0.281303 -0.082147 0.139 Uiso 1 1 calc R U . . .
C46 C 0.0592(11) 0.2041(10) -0.0731(7) 0.112(3) Uani 1 1 d . . . . .
H46 H 0.071916 0.198873 -0.146383 0.134 Uiso 1 1 calc R U . . .
C47 C 0.1613(10) 0.1638(10) -0.0026(8) 0.107(3) Uani 1 1 d . . . . .
H47 H 0.243892 0.132474 -0.029037 0.128 Uiso 1 1 calc R U . . .
C48 C 0.1425(9) 0.1693(7) 0.1072(7) 0.079(2) Uani 1 1 d . . . . .
H48 H 0.212252 0.141092 0.154072 0.095 Uiso 1 1 calc R U . . .
C49 C 0.6597(6) 0.5999(5) 0.6441(4) 0.0457(14) Uani 1 1 d . . . . .
C50 C 0.7181(7) 0.5540(6) 0.7452(5) 0.0559(17) Uani 1 1 d . . . . .
H50 H 0.685754 0.482217 0.796318 0.067 Uiso 1 1 calc R U . . .
C51 C 0.8238(7) 0.6137(5) 0.7710(5) 0.0544(17) Uani 1 1 d . . . . .
H51 H 0.860361 0.581578 0.839429 0.065 Uiso 1 1 calc R U . . .
C52 C 0.8755(6) 0.7200(5) 0.6966(5) 0.0504(15) Uani 1 1 d . . . . .
C53 C 0.8153(7) 0.7687(5) 0.5968(5) 0.0562(17) Uani 1 1 d . . . . .
H53 H 0.845962 0.841601 0.546707 0.067 Uiso 1 1 calc R U . . .
C54 C 0.7087(6) 0.7081(5) 0.5720(5) 0.0522(15) Uani 1 1 d . . . . .
H54 H 0.669478 0.741606 0.504883 0.063 Uiso 1 1 calc R U . . .
C55 C 0.9974(6) 0.7822(5) 0.7231(5) 0.0494(15) Uani 1 1 d . . . . .
C56 C 1.1091(7) 0.8179(5) 0.6416(5) 0.0525(16) Uani 1 1 d . . . . .
C57 C 1.1310(7) 0.7810(6) 0.5363(5) 0.0550(17) Uani 1 1 d . . . . .
C58 C 1.1271(8) 0.6629(7) 0.5417(6) 0.0651(18) Uani 1 1 d . . . . .
H58 H 1.115812 0.604585 0.611867 0.078 Uiso 1 1 calc R U . . .
C59 C 1.1397(9) 0.6309(8) 0.4439(7) 0.083(2) Uani 1 1 d . . . . .
H59 H 1.136909 0.55133 0.448678 0.1 Uiso 1 1 calc R U . . .
C60 C 1.1562(10) 0.7149(9) 0.3407(7) 0.093(3) Uani 1 1 d . . . . .
H60 H 1.161688 0.692871 0.275199 0.112 Uiso 1 1 calc R U . . .
C61 C 1.1649(9) 0.8356(9) 0.3330(6) 0.086(3) Uani 1 1 d . . . . .
H61 H 1.178565 0.893291 0.262586 0.103 Uiso 1 1 calc R U . . .
C62 C 1.1531(8) 0.8664(7) 0.4290(6) 0.073(2) Uani 1 1 d . . . . .
H62 H 1.15986 0.945796 0.423903 0.088 Uiso 1 1 calc R U . . .
C63 C 1.2199(7) 0.8986(6) 0.6515(5) 0.0533(16) Uani 1 1 d . . . . .
C64 C 1.3603(7) 0.8758(6) 0.6229(5) 0.0612(18) Uani 1 1 d . . . . .
H64 H 1.384864 0.810742 0.598056 0.073 Uiso 1 1 calc R U . . .
C65 C 1.4643(7) 0.9498(7) 0.6311(6) 0.068(2) Uani 1 1 d . . . . .
H65 H 1.557679 0.932284 0.612769 0.081 Uiso 1 1 calc R U . . .
C66 C 1.4334(9) 1.0453(7) 0.6646(6) 0.071(2) Uani 1 1 d . . . . .
H66 H 1.504135 1.093782 0.669753 0.086 Uiso 1 1 calc R U . . .
C67 C 1.2912(9) 1.0712(6) 0.6921(6) 0.068(2) Uani 1 1 d . . . . .
H67 H 1.266761 1.137817 0.714402 0.082 Uiso 1 1 calc R U . . .
C68 C 1.1898(7) 0.9970(6) 0.6856(5) 0.0592(18) Uani 1 1 d . . . . .
H68 H 1.09658 1.013965 0.705166 0.071 Uiso 1 1 calc R U . . .
C69 C 0.9788(7) 0.7990(6) 0.8340(5) 0.0537(16) Uani 1 1 d . . . . .
C70 C 0.8581(7) 0.8435(7) 0.8768(6) 0.0666(19) Uani 1 1 d . . . . .
H70 H 0.782752 0.86019 0.834565 0.08 Uiso 1 1 calc R U . . .
C71 C 0.8444(8) 0.8643(7) 0.9800(6) 0.079(2) Uani 1 1 d . . . . .
H71 H 0.761653 0.896028 1.005743 0.095 Uiso 1 1 calc R U . . .
C72 C 0.9512(10) 0.8384(9) 1.0433(7) 0.101(3) Uani 1 1 d . . . . .
H72 H 0.943809 0.856071 1.111214 0.121 Uiso 1 1 calc R U . . .
C73 C 1.0724(9) 0.7857(8) 1.0083(6) 0.090(3) Uani 1 1 d . . . . .
H73 H 1.142702 0.761371 1.055227 0.109 Uiso 1 1 calc R U . . .
C74 C 1.0868(8) 0.7699(7) 0.9025(5) 0.071(2) Uani 1 1 d . . . . .
H74 H 1.170211 0.739296 0.8765 0.085 Uiso 1 1 calc R U . . .
N1 N 0.5582(5) 0.5320(4) 0.3141(4) 0.0512(13) Uani 1 1 d . . . . .
N2 N 0.4471(5) 0.4671(4) 0.6703(3) 0.0503(12) Uani 1 1 d . . . . .
O1 O 0.7341(5) 0.6456(4) 0.3410(3) 0.0676(14) Uani 1 1 d . . . . .
O2 O 0.2673(5) 0.3594(4) 0.6393(4) 0.0677(13) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C2 1.369(8) . ?
C1 N1 1.404(7) . ?
C1 C23 1.462(7) . ?
C2 C5 1.411(4) . ?
C2 C3 1.440(8) . ?
C3 O2 1.212(7) . ?
C3 N2 1.444(6) . ?
C4 C5 1.371(7) . ?
C4 N2 1.391(7) . ?
C4 C49 1.477(7) . ?
C5 C6 1.456(8) . ?
C6 O1 1.229(7) . ?
C6 N1 1.419(6) . ?
C7 N1 1.473(7) . ?
C7 C9 1.497(9) . ?
C7 C8 1.540(8) . ?
C7 H7 0.98 . ?
C8 H8A 0.96 . ?
C8 H8B 0.96 . ?
C8 H8C 0.96 . ?
C9 C10 1.374(8) . ?
C9 C14 1.377(9) . ?
C10 C11 1.427(10) . ?
C10 H10 0.93 . ?
C11 C12 1.358(11) . ?
C11 H11 0.93 . ?
C12 C13 1.379(9) . ?
C12 H12 0.93 . ?
C13 C14 1.380(10) . ?
C13 H13 0.93 . ?
C14 H14 0.93 . ?
C15 N2 1.478(7) . ?
C15 C16 1.493(8) . ?
C15 C17 1.526(9) . ?
C15 H15 0.98 . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
C17 C18 1.362(9) . ?
C17 C22 1.407(8) . ?
C18 C19 1.378(9) . ?
C18 H18 0.93 . ?
C19 C20 1.384(10) . ?
C19 H19 0.93 . ?
C20 C21 1.372(11) . ?
C20 H20 0.93 . ?
C21 C22 1.328(10) . ?
C21 H21 0.93 . ?
C22 H22 0.93 . ?
C23 C24 1.393(8) . ?
C23 C28 1.400(8) . ?
C24 C25 1.370(7) . ?
C24 H24 0.93 . ?
C25 C26 1.393(8) . ?
C25 H25 0.93 . ?
C26 C27 1.399(8) . ?
C26 C29 1.489(7) . ?
C27 C28 1.383(7) . ?
C27 H27 0.93 . ?
C28 H28 0.93 . ?
C29 C30 1.350(8) . ?
C29 C43 1.494(8) . ?
C30 C37 1.488(7) . ?
C30 C31 1.494(8) . ?
C31 C36 1.383(9) . ?
C31 C32 1.403(9) . ?
C32 C33 1.372(9) . ?
C32 H32 0.93 . ?
C33 C34 1.373(11) . ?
C33 H33 0.93 . ?
C34 C35 1.358(11) . ?
C34 H34 0.93 . ?
C35 C36 1.415(10) . ?
C35 H35 0.93 . ?
C36 H36 0.93 . ?
C37 C38 1.374(9) . ?
C37 C42 1.408(9) . ?
C38 C39 1.396(8) . ?
C38 H38 0.93 . ?
C39 C40 1.381(11) . ?
C39 H39 0.93 . ?
C40 C41 1.374(11) . ?
C40 H40 0.93 . ?
C41 C42 1.383(9) . ?
C41 H41 0.93 . ?
C42 H42 0.93 . ?
C43 C44 1.390(10) . ?
C43 C48 1.393(10) . ?
C44 C45 1.378(10) . ?
C44 H44 0.93 . ?
C45 C46 1.377(14) . ?
C45 H45 0.93 . ?
C46 C47 1.375(15) . ?
C46 H46 0.93 . ?
C47 C48 1.384(10) . ?
C47 H47 0.93 . ?
C48 H48 0.93 . ?
C49 C54 1.380(8) . ?
C49 C50 1.392(8) . ?
C50 C51 1.388(7) . ?
C50 H50 0.93 . ?
C51 C52 1.382(8) . ?
C51 H51 0.93 . ?
C52 C53 1.391(8) . ?
C52 C55 1.535(7) . ?
C53 C54 1.396(7) . ?
C53 H53 0.93 . ?
C54 H54 0.93 . ?
C55 C56 1.366(9) . ?
C55 C69 1.450(8) . ?
C56 C57 1.502(8) . ?
C56 C63 1.504(8) . ?
C57 C58 1.385(9) . ?
C57 C62 1.404(10) . ?
C58 C59 1.380(9) . ?
C58 H58 0.93 . ?
C59 C60 1.358(12) . ?
C59 H59 0.93 . ?
C60 C61 1.412(12) . ?
C60 H60 0.93 . ?
C61 C62 1.350(10) . ?
C61 H61 0.93 . ?
C62 H62 0.93 . ?
C63 C68 1.372(9) . ?
C63 C64 1.390(10) . ?
C64 C65 1.393(8) . ?
C64 H64 0.93 . ?
C65 C66 1.338(11) . ?
C65 H65 0.93 . ?
C66 C67 1.413(12) . ?
C66 H66 0.93 . ?
C67 C68 1.368(9) . ?
C67 H67 0.93 . ?
C68 H68 0.93 . ?
C69 C70 1.372(10) . ?
C69 C74 1.395(9) . ?
C70 C71 1.378(9) . ?
C70 H70 0.93 . ?
C71 C72 1.344(12) . ?
C71 H71 0.93 . ?
C72 C73 1.386(13) . ?
C72 H72 0.93 . ?
C73 C74 1.383(9) . ?
C73 H73 0.93 . ?
C74 H74 0.93 . ?

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 N1 107.4(4) . . ?
C2 C1 C23 126.8(5) . . ?
N1 C1 C23 125.8(5) . . ?
C1 C2 C5 110.3(4) . . ?
C1 C2 C3 140.7(5) . . ?
C5 C2 C3 108.9(3) . . ?
O2 C3 C2 133.8(5) . . ?
O2 C3 N2 122.8(5) . . ?
C2 C3 N2 103.4(4) . . ?
C5 C4 N2 108.0(4) . . ?
C5 C4 C49 125.4(5) . . ?
N2 C4 C49 126.5(5) . . ?
C4 C5 C2 109.1(4) . . ?
C4 C5 C6 143.7(5) . . ?
C2 C5 C6 107.2(3) . . ?
O1 C6 N1 122.8(5) . . ?
O1 C6 C5 132.3(5) . . ?
N1 C6 C5 104.8(4) . . ?
N1 C7 C9 112.9(5) . . ?
N1 C7 C8 111.8(4) . . ?
C9 C7 C8 113.2(5) . . ?
N1 C7 H7 106.1 . . ?
C9 C7 H7 106.1 . . ?
C8 C7 H7 106.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 118.1(7) . . ?
C10 C9 C7 118.2(6) . . ?
C14 C9 C7 123.7(5) . . ?
C9 C10 C11 119.8(7) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.7(6) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C13 119.1(7) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C12 C13 C14 120.2(7) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C9 C14 C13 122.0(6) . . ?
C9 C14 H14 119 . . ?
C13 C14 H14 119 . . ?
N2 C15 C16 112.2(5) . . ?
N2 C15 C17 111.4(6) . . ?
C16 C15 C17 117.1(4) . . ?
N2 C15 H15 105 . . ?
C16 C15 H15 105 . . ?
C17 C15 H15 105 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C22 117.0(6) . . ?
C18 C17 C15 121.3(5) . . ?
C22 C17 C15 121.3(6) . . ?
C17 C18 C19 121.5(6) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C18 C19 C20 119.6(7) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 119.3(7) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C20 120.5(7) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C17 122.1(8) . . ?
C21 C22 H22 118.9 . . ?
C17 C22 H22 118.9 . . ?
C24 C23 C28 119.3(5) . . ?
C24 C23 C1 117.0(5) . . ?
C28 C23 C1 123.3(5) . . ?
C25 C24 C23 120.2(5) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 121.6(5) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C27 118.0(5) . . ?
C25 C26 C29 120.3(5) . . ?
C27 C26 C29 121.7(5) . . ?
C28 C27 C26 121.2(5) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C23 119.6(5) . . ?
C27 C28 H28 120.2 . . ?
C23 C28 H28 120.2 . . ?
C30 C29 C26 121.8(5) . . ?
C30 C29 C43 123.6(5) . . ?
C26 C29 C43 114.6(5) . . ?
C29 C30 C37 124.1(5) . . ?
C29 C30 C31 121.1(5) . . ?
C37 C30 C31 114.8(5) . . ?
C36 C31 C32 118.3(6) . . ?
C36 C31 C30 120.4(6) . . ?
C32 C31 C30 121.2(6) . . ?
C33 C32 C31 121.0(6) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C32 C33 C34 120.5(7) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C35 C34 C33 119.9(7) . . ?
C35 C34 H34 120 . . ?
C33 C34 H34 120 . . ?
C34 C35 C36 120.7(8) . . ?
C34 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
C31 C36 C35 119.6(7) . . ?
C31 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C38 C37 C42 119.1(5) . . ?
C38 C37 C30 121.0(5) . . ?
C42 C37 C30 119.7(6) . . ?
C37 C38 C39 120.2(6) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 120.8(7) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C41 C40 C39 118.9(6) . . ?
C41 C40 H40 120.6 . . ?
C39 C40 H40 120.6 . . ?
C40 C41 C42 121.3(7) . . ?
C40 C41 H41 119.3 . . ?
C42 C41 H41 119.3 . . ?
C41 C42 C37 119.7(7) . . ?
C41 C42 H42 120.2 . . ?
C37 C42 H42 120.2 . . ?
C44 C43 C48 117.8(6) . . ?
C44 C43 C29 122.5(6) . . ?
C48 C43 C29 119.7(6) . . ?
C45 C44 C43 121.6(8) . . ?
C45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
C46 C45 C44 119.9(8) . . ?
C46 C45 H45 120 . . ?
C44 C45 H45 120 . . ?
C47 C46 C45 119.5(7) . . ?
C47 C46 H46 120.3 . . ?
C45 C46 H46 120.3 . . ?
C46 C47 C48 120.8(9) . . ?
C46 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C47 C48 C43 120.4(8) . . ?
C47 C48 H48 119.8 . . ?
C43 C48 H48 119.8 . . ?
C54 C49 C50 117.5(5) . . ?
C54 C49 C4 117.6(5) . . ?
C50 C49 C4 124.7(5) . . ?
C51 C50 C49 121.1(5) . . ?
C51 C50 H50 119.5 . . ?
C49 C50 H50 119.5 . . ?
C52 C51 C50 121.1(5) . . ?
C52 C51 H51 119.4 . . ?
C50 C51 H51 119.4 . . ?
C51 C52 C53 118.4(5) . . ?
C51 C52 C55 120.7(5) . . ?
C53 C52 C55 120.8(5) . . ?
C52 C53 C54 119.9(5) . . ?
C52 C53 H53 120.1 . . ?
C54 C53 H53 120.1 . . ?
C49 C54 C53 122.0(5) . . ?
C49 C54 H54 119 . . ?
C53 C54 H54 119 . . ?
C56 C55 C69 126.7(5) . . ?
C56 C55 C52 118.2(5) . . ?
C69 C55 C52 115.0(5) . . ?
C55 C56 C57 123.3(5) . . ?
C55 C56 C63 121.7(5) . . ?
C57 C56 C63 115.1(5) . . ?
C58 C57 C62 118.2(6) . . ?
C58 C57 C56 121.4(6) . . ?
C62 C57 C56 120.5(6) . . ?
C59 C58 C57 120.6(7) . . ?
C59 C58 H58 119.7 . . ?
C57 C58 H58 119.7 . . ?
C60 C59 C58 120.5(8) . . ?
C60 C59 H59 119.8 . . ?
C58 C59 H59 119.8 . . ?
C59 C60 C61 120.0(7) . . ?
C59 C60 H60 120 . . ?
C61 C60 H60 120 . . ?
C62 C61 C60 119.3(8) . . ?
C62 C61 H61 120.3 . . ?
C60 C61 H61 120.3 . . ?
C61 C62 C57 121.4(7) . . ?
C61 C62 H62 119.3 . . ?
C57 C62 H62 119.3 . . ?
C68 C63 C64 117.2(5) . . ?
C68 C63 C56 123.2(6) . . ?
C64 C63 C56 119.6(6) . . ?
C63 C64 C65 120.4(6) . . ?
C63 C64 H64 119.8 . . ?
C65 C64 H64 119.8 . . ?
C66 C65 C64 121.8(7) . . ?
C66 C65 H65 119.1 . . ?
C64 C65 H65 119.1 . . ?
C65 C66 C67 118.6(6) . . ?
C65 C66 H66 120.7 . . ?
C67 C66 H66 120.7 . . ?
C68 C67 C66 119.2(7) . . ?
C68 C67 H67 120.4 . . ?
C66 C67 H67 120.4 . . ?
C67 C68 C63 122.8(7) . . ?
C67 C68 H68 118.6 . . ?
C63 C68 H68 118.6 . . ?
C70 C69 C74 116.8(6) . . ?
C70 C69 C55 123.1(6) . . ?
C74 C69 C55 120.1(7) . . ?
C69 C70 C71 122.5(7) . . ?
C69 C70 H70 118.8 . . ?
C71 C70 H70 118.8 . . ?
C72 C71 C70 119.6(8) . . ?
C72 C71 H71 120.2 . . ?
C70 C71 H71 120.2 . . ?
C71 C72 C73 120.6(7) . . ?
C71 C72 H72 119.7 . . ?
C73 C72 H72 119.7 . . ?
C74 C73 C72 118.9(7) . . ?
C74 C73 H73 120.6 . . ?
C72 C73 H73 120.6 . . ?
C73 C74 C69 121.3(8) . . ?
C73 C74 H74 119.3 . . ?
C69 C74 H74 119.3 . . ?
C1 N1 C6 110.4(4) . . ?
C1 N1 C7 124.5(4) . . ?
C6 N1 C7 125.1(5) . . ?
C4 N2 C3 110.5(4) . . ?
C4 N2 C15 131.4(4) . . ?
C3 N2 C15 117.2(4) . . ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# 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_MMH160
_database_code_depnum_ccdc_archive 'CCDC 2237603'
loop_
_audit_author_name
_audit_author_address
'Narcis Avarvari'
;CNRS University of Angers
France
;
_audit_update_record             
;
2023-01-23 deposited with the CCDC.	2023-03-28 downloaded from the CCDC.
;
_audit_creation_date             2023-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        ?
_chemical_formula_moiety         'C72 H52 N2 O2'
_chemical_formula_sum            'C72 H52 N2 O2'
_chemical_formula_weight         977.23
_chemical_oxdiff_formula         C72H52N2O2
_chemical_oxdiff_usercomment     'DCM/CHCl3 evaporation'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.5751(8)
_cell_length_b                   11.3199(9)
_cell_length_c                   12.5471(10)
_cell_angle_alpha                72.459(7)
_cell_angle_beta                 83.128(6)
_cell_angle_gamma                84.843(6)
_cell_volume                     1285.34(18)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2326
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.0400
_cell_measurement_theta_min      3.6700
_exptl_absorpt_coefficient_mu    0.581
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.2624
_exptl_crystal_description       prism
_exptl_crystal_F_000             515.4811
_exptl_crystal_preparation       synthesis
_exptl_crystal_recrystallization_method 'evaporation from chorinated solvents'
_exptl_crystal_size_max          0.098
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9638
_diffrn_reflns_theta_full        67.0000
_diffrn_reflns_theta_max         72.50
_diffrn_reflns_theta_min         3.71
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1990
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9834
_diffrn_measured_fraction_theta_max 0.9498
_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  26.00   1.00   16.00    --  -42.44  57.00 -60.00   92
  2  ω   -108.00 -18.00   1.00   16.00    --  -42.44 -57.00 150.00   90
  3  ω    -28.00  73.00   1.00   16.00    --   42.44 -77.00  30.00  101
  4  ω     38.00  64.00   1.00   64.00    --  103.00 -80.00 141.77   26
  5  ω     95.00 150.00   1.00   64.00    --  103.00  30.00  30.00   55
  6  ω     80.00 144.00   1.00   64.00    --  103.00  30.00 -60.00   64
  7  ω     82.00 145.00   1.00   64.00    --  103.00  30.00 150.00   63
  8  ω     94.00 133.00   1.00   64.00    --  103.00  77.00-150.00   39
  9  ω     71.00 124.00   1.00   64.00    --  103.00 -80.00 -92.70   53
 10  ω     33.00  65.00   1.00   64.00    --  103.00 -61.00 150.00   32
 11  ω     82.00 158.00   1.00   64.00    --  103.00  77.00 -30.00   76
 12  ω     62.00 132.00   1.00   64.00    --  103.00 -80.00-140.87   70
 13  ω     88.00 154.00   1.00   64.00    --  103.00  30.00  90.00   66
 14  ω     38.00  71.00   1.00   64.00    --  103.00 -61.00-180.00   33
 15  ω     83.00 133.00   1.00   64.00    --  103.00  30.00 -30.00   50
 16  ω     77.00 103.00   1.00   64.00    --  103.00 -80.00 141.77   26
 17  ω     37.00  62.00   1.00   64.00    --  103.00 -61.00-150.00   25
 18  ω     58.00 103.00   1.00   64.00    --  103.00 -77.00   0.00   45
 19  ω     86.00 112.00   1.00   64.00    --  103.00 -80.00 -48.70   26
 20  ω     31.00  64.00   1.00   64.00    --  103.00 -80.00  36.98   33
 21  ω     83.00 109.00   1.00   64.00    --  103.00 -80.00  36.98   26
 22  ω     30.00 108.00   1.00   64.00    --  103.00 -80.00  88.76   78
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0189410000
_diffrn_orient_matrix_UB_12      0.0065998000
_diffrn_orient_matrix_UB_13      0.1217812000
_diffrn_orient_matrix_UB_21      -0.1162828000
_diffrn_orient_matrix_UB_22      0.1041222000
_diffrn_orient_matrix_UB_23      -0.0314106000
_diffrn_orient_matrix_UB_31      -0.1116565000
_diffrn_orient_matrix_UB_32      -0.0977385000
_diffrn_orient_matrix_UB_33      0.0303861000
_diffrn_oxdiff_digest_frames     
;
0131978f740923b348770e12c24819308e00028b486
;
_diffrn_oxdiff_digest_hkl        
;
01d8ff0608a0f292a922340744f990fd8214d7
;
_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'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              13
_reflns_limit_k_min              -12
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                3479
_reflns_number_total             4845
_reflns_odcompleteness_completeness 98.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.3336
_refine_diff_density_min         -0.2901
_refine_diff_density_rms         0.0711
_refine_ls_d_res_high            0.8083
_refine_ls_d_res_low             11.9068
_refine_ls_goodness_of_fit_ref   1.0449
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    51
_refine_ls_number_parameters     343
_refine_ls_number_reflns         4845
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0471
_refine_ls_restrained_S_all      1.0449
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0459P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1190
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C12(H12), C16(H16), C13(H13), C26(H26), C27(H27), C30(H30),
 C32(H32), C28(H28), C29(H29), C6(H6), C19(H19), C10(H10), C36(H36), C35(H35),
 C9(H9), C23(H23), C33(H33), C7(H7), C34(H34), C8(H8), C20(H20), C22(H22),
 C21(H21)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
O1 O 1.23773(14) 0.62571(14) 0.34743(11) 0.0316(3) Uani 1.000000 .
N1 N 1.05455(17) 0.51544(16) 0.32698(13) 0.0271(3) Uani 1.000000 .
C11 C 0.83841(19) 0.39133(18) 0.35505(15) 0.0250(4) Uani 1.000000 .
C25 C 0.2731(2) 0.10887(19) 0.33451(15) 0.0269(4) Uani 1.000000 .
C15 C 0.6731(2) 0.23034(19) 0.40349(16) 0.0270(4) Uani 1.000000 .
H15 H 0.6371(2) 0.15726(19) 0.45566(16) 0.0324(5) Uiso 1.000000 R
C3 C 0.9437(2) 0.46332(19) 0.49980(16) 0.0262(4) Uani 1.000000 .
C12 C 0.7856(2) 0.43916(19) 0.24983(15) 0.0264(4) Uani 1.000000 .
H12 H 0.8247(2) 0.50996(19) 0.19635(15) 0.0316(5) Uiso 1.000000 R
C1 C 0.94171(19) 0.45280(18) 0.39346(15) 0.0253(4) Uani 1.000000 .
C16 C 0.7805(2) 0.28576(19) 0.43067(15) 0.0273(4) Uani 1.000000 .
H16 H 0.8157(2) 0.25161(19) 0.50194(15) 0.0328(5) Uiso 1.000000 R
C5 C 1.0487(2) 0.63539(19) 0.12547(15) 0.0279(4) Uani 1.000000 .
C17 C 0.49514(19) 0.22311(19) 0.27361(16) 0.0271(4) Uani 1.000000 .
C31 C 0.36211(19) 0.22051(19) 0.45705(16) 0.0279(4) Uani 1.000000 .
C13 C 0.6766(2) 0.38331(19) 0.22384(15) 0.0278(4) Uani 1.000000 .
H13 H 0.6423(2) 0.41639(19) 0.15216(15) 0.0333(5) Uiso 1.000000 R
C18 C 0.5063(2) 0.2140(2) 0.15635(16) 0.0290(4) Uani 1.000000 .
C26 C 0.3095(2) 0.0044(2) 0.29787(16) 0.0295(4) Uani 1.000000 .
H26 H 0.4057(2) -0.0146(2) 0.27734(16) 0.0353(5) Uiso 1.000000 R
C24 C 0.38211(19) 0.18663(19) 0.34963(16) 0.0273(4) Uani 1.000000 .
C2 C 1.1324(2) 0.56888(18) 0.38922(16) 0.0264(4) Uani 1.000000 .
C14 C 0.6159(2) 0.27948(19) 0.30058(15) 0.0267(4) Uani 1.000000 .
C27 C 0.2084(2) -0.0716(2) 0.29091(16) 0.0315(4) Uani 1.000000 .
H27 H 0.2353(2) -0.1423(2) 0.26570(16) 0.0378(5) Uiso 1.000000 R
C30 C 0.1302(2) 0.1350(2) 0.36393(16) 0.0297(4) Uani 1.000000 .
H30 H 0.1028(2) 0.2055(2) 0.38931(16) 0.0356(5) Uiso 1.000000 R
C32 C 0.3332(2) 0.1311(2) 0.56002(17) 0.0326(4) Uani 1.000000 .
H32 H 0.3199(2) 0.0483(2) 0.56184(17) 0.0391(5) Uiso 1.000000 R
C4 C 1.1042(2) 0.5214(2) 0.21159(15) 0.0291(4) Uani 1.000000 .
H4a H 1.2084(2) 0.5195(2) 0.20299(15) 0.0349(5) Uiso 1.000000 R
H4b H 1.0760(2) 0.4466(2) 0.19597(15) 0.0349(5) Uiso 1.000000 R
C28 C 0.0664(2) -0.0449(2) 0.32093(16) 0.0323(5) Uani 1.000000 .
H28 H -0.0033(2) -0.0976(2) 0.31698(16) 0.0387(5) Uiso 1.000000 R
C29 C 0.0283(2) 0.0586(2) 0.35628(17) 0.0346(5) Uani 1.000000 .
H29 H -0.0682(2) 0.0778(2) 0.37556(17) 0.0415(6) Uiso 1.000000 R
C6 C 0.9822(2) 0.7362(2) 0.15525(17) 0.0336(5) Uani 1.000000 .
H6 H 0.9701(2) 0.7342(2) 0.23203(17) 0.0403(5) Uiso 1.000000 R
C19 C 0.6306(2) 0.1678(2) 0.10961(18) 0.0358(5) Uani 1.000000 .
H19 H 0.7073(2) 0.1383(2) 0.15401(18) 0.0430(6) Uiso 1.000000 R
C10 C 1.0654(2) 0.6396(2) 0.01236(17) 0.0349(5) Uani 1.000000 .
H10 H 1.1116(2) 0.5714(2) -0.00935(17) 0.0418(6) Uiso 1.000000 R
C36 C 0.3748(2) 0.3421(2) 0.45674(17) 0.0320(4) Uani 1.000000 .
H36 H 0.3909(2) 0.4048(2) 0.38725(17) 0.0384(5) Uiso 1.000000 R
C35 C 0.3643(2) 0.3731(2) 0.55638(19) 0.0370(5) Uani 1.000000 .
H35 H 0.3735(2) 0.4565(2) 0.55495(19) 0.0444(6) Uiso 1.000000 R
C9 C 1.0154(2) 0.7417(2) -0.06801(17) 0.0399(5) Uani 1.000000 .
H9 H 1.0267(2) 0.7432(2) -0.14464(17) 0.0478(6) Uiso 1.000000 R
C23 C 0.3958(2) 0.2579(2) 0.08944(17) 0.0381(5) Uani 1.000000 .
H23 H 0.3102(2) 0.2899(2) 0.11971(17) 0.0458(6) Uiso 1.000000 R
C33 C 0.3235(2) 0.1617(2) 0.65943(17) 0.0387(5) Uani 1.000000 .
H33 H 0.3052(2) 0.0998(2) 0.72910(17) 0.0464(6) Uiso 1.000000 R
C7 C 0.9329(2) 0.8403(2) 0.07460(19) 0.0400(5) Uani 1.000000 .
H7 H 0.8887(2) 0.9094(2) 0.09587(19) 0.0480(6) Uiso 1.000000 R
C34 C 0.3406(2) 0.2825(2) 0.65759(19) 0.0408(5) Uani 1.000000 .
H34 H 0.3359(2) 0.3030(2) 0.72604(19) 0.0489(6) Uiso 1.000000 R
C8 C 0.9489(2) 0.8423(2) -0.03799(18) 0.0428(6) Uani 1.000000 .
H8 H 0.9143(2) 0.9124(2) -0.09374(18) 0.0514(7) Uiso 1.000000 R
C20 C 0.6443(3) 0.1640(3) -0.0005(2) 0.0476(6) Uani 1.000000 .
H20 H 0.7292(3) 0.1310(3) -0.0308(2) 0.0571(7) Uiso 1.000000 R
C22 C 0.4098(3) 0.2551(3) -0.02148(19) 0.0505(7) Uani 1.000000 .
H22 H 0.3340(3) 0.2854(3) -0.06662(19) 0.0606(8) Uiso 1.000000 R
C21 C 0.5338(3) 0.2086(3) -0.0661(2) 0.0565(7) Uani 1.000000 .
H21 H 0.5433(3) 0.2072(3) -0.1420(2) 0.0677(9) Uiso 1.000000 R


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 C2 1.221(2) . ?
N1 C1 1.390(2) . ?
N1 C2 1.427(2) . ?
N1 C4 1.452(2) . ?
C11 C12 1.404(3) . ?
C11 C1 1.461(3) . ?
C11 C16 1.395(3) . ?
C25 C26 1.395(3) . ?
C25 C24 1.488(3) . ?
C25 C30 1.402(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(3) . ?
C15 C14 1.399(3) . ?
C3 C3 1.420(4) 2_766 ?
C3 C1 1.377(3) . ?
C3 C2 1.450(3) 2_766 ?
C12 H12 0.9500 . ?
C12 C13 1.386(3) . ?
C16 H16 0.9500 . ?
C5 C4 1.513(3) . ?
C5 C6 1.384(3) . ?
C5 C10 1.396(3) . ?
C17 C18 1.496(3) . ?
C17 C24 1.359(3) . ?
C17 C14 1.488(3) . ?
C31 C24 1.496(3) . ?
C31 C32 1.395(3) . ?
C31 C36 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.397(3) . ?
C18 C19 1.394(3) . ?
C18 C23 1.392(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.398(3) . ?
C30 H30 0.9500 . ?
C30 C29 1.390(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.383(3) . ?
C4 H4a 0.9900 . ?
C4 H4b 0.9900 . ?
C28 H28 0.9500 . ?
C28 C29 1.378(3) . ?
C29 H29 0.9500 . ?
C6 H6 0.9500 . ?
C6 C7 1.389(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(3) . ?
C10 H10 0.9500 . ?
C10 C9 1.377(3) . ?
C36 H36 0.9500 . ?
C36 C35 1.387(3) . ?
C35 H35 0.9500 . ?
C35 C34 1.380(3) . ?
C9 H9 0.9500 . ?
C9 C8 1.383(4) . ?
C23 H23 0.9500 . ?
C23 C22 1.392(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.396(3) . ?
C34 H34 0.9500 . ?
C8 H8 0.9500 . ?
C20 H20 0.9500 . ?
C20 C21 1.384(4) . ?
C22 H22 0.9500 . ?
C22 C21 1.381(4) . ?
C21 H21 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
C2 N1 C1 111.63(15) . . ?
C4 N1 C1 128.06(16) . . ?
C4 N1 C2 120.07(15) . . ?
C1 C11 C12 123.32(18) . . ?
C16 C11 C12 118.40(17) . . ?
C16 C11 C1 118.03(16) . . ?
C24 C25 C26 121.55(18) . . ?
C30 C25 C26 118.16(18) . . ?
C30 C25 C24 120.16(18) . . ?
C16 C15 H15 119.33(12) . . ?
C14 C15 H15 119.33(11) . . ?
C14 C15 C16 121.35(18) . . ?
C2 C3 C1 142.40(18) 2_766 . ?
H12 C12 C11 119.93(11) . . ?
C13 C12 C11 120.14(18) . . ?
C13 C12 H12 119.93(11) . . ?
C11 C1 N1 125.61(16) . . ?
C3 C1 N1 107.30(16) . . ?
C3 C1 C11 127.06(18) . . ?
C15 C16 C11 120.93(17) . . ?
H16 C16 C11 119.53(10) . . ?
H16 C16 C15 119.53(11) . . ?
C6 C5 C4 122.04(17) . . ?
C10 C5 C4 119.12(19) . . ?
C10 C5 C6 118.8(2) . . ?
C24 C17 C18 123.21(16) . . ?
C14 C17 C18 114.90(16) . . ?
C14 C17 C24 121.86(17) . . ?
C32 C31 C24 121.11(19) . . ?
C36 C31 C24 120.57(18) . . ?
C36 C31 C32 118.31(18) . . ?
H13 C13 C12 119.22(11) . . ?
C14 C13 C12 121.55(17) . . ?
C14 C13 H13 119.22(10) . . ?
C19 C18 C17 120.58(18) . . ?
C23 C18 C17 120.83(18) . . ?
C23 C18 C19 118.49(18) . . ?
H26 C26 C25 119.40(11) . . ?
C27 C26 C25 121.21(19) . . ?
C27 C26 H26 119.40(13) . . ?
C17 C24 C25 123.38(17) . . ?
C31 C24 C25 115.49(16) . . ?
C31 C24 C17 121.11(17) . . ?
N1 C2 O1 122.35(17) . . ?
C3 C2 O1 134.15(17) 2_766 . ?
C3 C2 N1 103.50(15) 2_766 . ?
C17 C14 C15 121.28(18) . . ?
C13 C14 C15 117.55(17) . . ?
C13 C14 C17 121.17(17) . . ?
H27 C27 C26 119.97(13) . . ?
C28 C27 C26 120.1(2) . . ?
C28 C27 H27 119.97(12) . . ?
H30 C30 C25 119.72(12) . . ?
C29 C30 C25 120.6(2) . . ?
C29 C30 H30 119.72(13) . . ?
H32 C32 C31 119.65(12) . . ?
C33 C32 C31 120.7(2) . . ?
C33 C32 H32 119.65(14) . . ?
C5 C4 N1 114.07(17) . . ?
H4a C4 N1 108.74(10) . . ?
H4a C4 C5 108.74(10) . . ?
H4b C4 N1 108.74(10) . . ?
H4b C4 C5 108.74(10) . . ?
H4b C4 H4a 107.6 . . ?
H28 C28 C27 120.23(12) . . ?
C29 C28 C27 119.54(19) . . ?
C29 C28 H28 120.23(12) . . ?
C28 C29 C30 120.5(2) . . ?
H29 C29 C30 119.77(13) . . ?
H29 C29 C28 119.77(12) . . ?
H6 C6 C5 119.49(12) . . ?
C7 C6 C5 121.0(2) . . ?
C7 C6 H6 119.49(14) . . ?
H19 C19 C18 119.45(12) . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 H19 119.45(15) . . ?
H10 C10 C5 119.73(14) . . ?
C9 C10 C5 120.5(2) . . ?
C9 C10 H10 119.73(13) . . ?
H36 C36 C31 119.50(11) . . ?
C35 C36 C31 121.0(2) . . ?
C35 C36 H36 119.50(14) . . ?
H35 C35 C36 120.11(14) . . ?
C34 C35 C36 119.8(2) . . ?
C34 C35 H35 120.11(13) . . ?
H9 C9 C10 119.75(13) . . ?
C8 C9 C10 120.5(2) . . ?
C8 C9 H9 119.75(13) . . ?
H23 C23 C18 119.78(12) . . ?
C22 C23 C18 120.4(2) . . ?
C22 C23 H23 119.78(15) . . ?
H33 C33 C32 119.95(14) . . ?
C34 C33 C32 120.1(2) . . ?
C34 C33 H33 119.95(13) . . ?
H7 C7 C6 120.30(14) . . ?
C8 C7 C6 119.4(2) . . ?
C8 C7 H7 120.30(15) . . ?
C33 C34 C35 120.0(2) . . ?
H34 C34 C35 119.98(13) . . ?
H34 C34 C33 119.98(13) . . ?
C7 C8 C9 119.7(2) . . ?
H8 C8 C9 120.15(13) . . ?
H8 C8 C7 120.15(15) . . ?
H20 C20 C19 120.14(15) . . ?
C21 C20 C19 119.7(2) . . ?
C21 C20 H20 120.14(14) . . ?
H22 C22 C23 119.92(15) . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22 119.92(14) . . ?
C22 C21 C20 120.1(2) . . ?
H21 C21 C20 119.97(14) . . ?
H21 C21 C22 119.97(14) . . ?


_olex2_exptl_crystal_mounting_method 'loop on fomblin oil'
_olex2_submission_original_sample_id MMH160
_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 1.150
_oxdiff_exptl_absorpt_empirical_full_min 0.919
