# Electronic Supplementary Material (ESI) for Materials Horizons.
# 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. 
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data_lf_ml2omesm
_audit_block_doi                 10.5517/ccdc.csd.cc2g4qq2
_database_code_depnum_ccdc_archive 'CCDC 2268664'
loop_
_audit_author_name
_audit_author_address
'Mingwan Leng'
;Texas AM University
United States of America
;
_audit_update_record             
;
2023-06-09 deposited with the CCDC.	2023-07-05 downloaded from the CCDC.
;
_audit_creation_date             2023-02-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
nbhuv@mail.chem.tamu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C52 H48 N2 O4'
_chemical_formula_sum            'C52 H48 N2 O4'
_chemical_formula_weight         764.92
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.1190(4)
_cell_length_b                   13.7179(5)
_cell_length_c                   15.1622(6)
_cell_angle_alpha                80.631(2)
_cell_angle_beta                 77.512(2)
_cell_angle_gamma                74.361(2)
_cell_volume                     1966.56(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9878
_cell_measurement_temperature    110.00
_cell_measurement_theta_max      70.095
_cell_measurement_theta_min      3.004
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.637
_exptl_absorpt_correction_T_max  0.5856
_exptl_absorpt_correction_T_min  0.4875
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1185 before and 0.0492 after correction.
The Ratio of minimum to maximum transmission is 0.8325.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             812
_exptl_crystal_size_max          0.119
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.067
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            28061
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.267
_diffrn_reflns_theta_min         3.004
_diffrn_ambient_temperature      110.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Venture (PHOTON III)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Bruker Venture Cu-IuS'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6063
_reflns_number_total             7459
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX 3 (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     582
_refine_ls_number_reflns         7459
_refine_ls_number_restraints     316
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0816P)²+0.5341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1431
_refine_special_details          
;
Elongated ellipsoids on [C22,C23,C25,C26] and C52 suggested disorder, 
which was successfully modeled between two positions each with an 
occupancy ratio of 0.64:0.36. Appropriate restraints and constraints 
were added to keep the bond distances, angles, and thermal ellipsoids 
meaningful. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O4-C52 \\sim O4-C52A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C21A
\\sim C22A \\sim C23A \\sim C24A \\sim C25A \\sim C26A \\sim C27A: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C24) = Uanis(C24A)
Uanis(C21) = Uanis(C21A)
Uanis(C27) = Uanis(C27A)
Uanis(C52A) = Uanis(C52)
4. Rigid body (RIGU) restrains
 C21, C22, C23, C24, C25, C26, C27, C21A, C22A, C23A, C24A, C25A, C26A, C27A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Same fragment restrains
{C21, C22, C23, C24, C25, C26, C27} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C21A, C22A, C23A, C24A, C25A, C26A, C27A}
6. Others
 Sof(C21A)=Sof(C22A)=Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(C25A)=
 Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27D)=Sof(H27E)=Sof(H27F)=Sof(C52)=
 Sof(H52A)=Sof(H52B)=Sof(H52C)=1-FVAR(1)
 Sof(C21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(C25)=Sof(H25)=
 Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=Sof(C52A)=Sof(H52D)=
 Sof(H52E)=Sof(H52F)=FVAR(1)
7.a Riding coordinates:
 N1(H1), N2(H2)
7.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C11(H11), C12(H12), C18(H18), C19(H19), C22(H22), C23(H23),
 C25(H25), C26(H26), C22A(H22A), C23A(H23A), C25A(H25A), C26A(H26A), C29(H29),
 C30(H30), C32(H32), C33(H33), C38(H38), C39(H39), C41(H41), C42(H42), C45(H45),
  C46(H46), C48(H48), C49(H49)
7.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C27A(H27D,H27E,H27F), C34(H34A,H34B,H34C), C35(H35A,H35B,
 H35C), C36(H36A,H36B,H36C), C43(H43A,H43B,H43C), C50(H50A,H50B,H50C), C51(H51A,
 H51B,H51C), C52(H52A,H52B,H52C), C52A(H52D,H52E,H52F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.02090(12) 0.82777(9) 0.66542(8) 0.0337(3) Uani 1 1 d . . . . .
O2 O 0.23967(13) 1.15026(8) 0.68253(8) 0.0379(3) Uani 1 1 d . . . . .
O3 O 1.02132(12) 0.63177(9) 0.85749(8) 0.0357(3) Uani 1 1 d . . . . .
O4 O 0.82011(13) 0.31736(8) 0.79715(9) 0.0386(3) Uani 1 1 d D . . . .
N1 N 0.23969(14) 0.79672(10) 0.74253(9) 0.0286(3) Uani 1 1 d . . . . .
H1 H 0.201754 0.747801 0.733319 0.034 Uiso 1 1 d R U . . .
N2 N 0.79663(14) 0.67163(10) 0.78293(9) 0.0286(3) Uani 1 1 d . . . . .
H2 H 0.836201 0.718628 0.794205 0.034 Uiso 1 1 d R U . . .
C1 C 0.37889(16) 0.76603(11) 0.75368(10) 0.0256(3) Uani 1 1 d . . . . .
C2 C 0.44966(16) 0.83882(11) 0.75831(10) 0.0249(3) Uani 1 1 d . . . . .
C3 C 0.58879(16) 0.80520(11) 0.76769(10) 0.0252(3) Uani 1 1 d . . . . .
H3 H 0.638173 0.853724 0.771743 0.030 Uiso 1 1 calc R U . . .
C4 C 0.65817(16) 0.70220(11) 0.77134(10) 0.0257(3) Uani 1 1 d . . . . .
C5 C 0.58869(16) 0.62959(11) 0.76370(10) 0.0250(3) Uani 1 1 d . . . . .
C6 C 0.44821(16) 0.66308(11) 0.75746(10) 0.0258(3) Uani 1 1 d . . . . .
H6 H 0.397846 0.614354 0.755712 0.031 Uiso 1 1 calc R U . . .
C7 C 0.18782(16) 0.89521(12) 0.70439(10) 0.0273(3) Uani 1 1 d . . . . .
C8 C 0.24944(16) 0.97370(11) 0.70745(10) 0.0269(3) Uani 1 1 d . . . . .
C9 C 0.37258(16) 0.95233(11) 0.75831(10) 0.0256(3) Uani 1 1 d . . . . .
C10 C 0.06996(17) 0.91282(12) 0.66313(10) 0.0302(3) Uani 1 1 d . . . . .
C11 C 0.01343(18) 1.00959(13) 0.62594(11) 0.0350(4) Uani 1 1 d . . . . .
H11 H -0.065172 1.021842 0.597329 0.042 Uiso 1 1 calc R U . . .
C12 C 0.07140(19) 1.08948(13) 0.63023(11) 0.0362(4) Uani 1 1 d . . . . .
H12 H 0.031208 1.156340 0.605252 0.043 Uiso 1 1 calc R U . . .
C13 C 0.18651(18) 1.07246(12) 0.67036(11) 0.0320(4) Uani 1 1 d . . . . .
C14 C 0.85616(16) 0.57052(11) 0.80899(10) 0.0276(3) Uani 1 1 d . . . . .
C15 C 0.79983(16) 0.49294(11) 0.79588(10) 0.0276(3) Uani 1 1 d . . . . .
C16 C 0.66820(16) 0.51785(11) 0.75350(10) 0.0259(3) Uani 1 1 d . . . . .
C17 C 0.97726(17) 0.54797(12) 0.84779(10) 0.0308(4) Uani 1 1 d . . . . .
C18 C 1.04290(18) 0.44818(13) 0.87110(11) 0.0356(4) Uani 1 1 d . . . . .
H18 H 1.123799 0.432831 0.897890 0.043 Uiso 1 1 calc R U . . .
C19 C 0.99040(18) 0.36932(13) 0.85530(12) 0.0368(4) Uani 1 1 d . . . . .
H19 H 1.037185 0.300415 0.869894 0.044 Uiso 1 1 calc R U . . .
C20 C 0.87172(18) 0.39126(12) 0.81884(11) 0.0322(4) Uani 1 1 d . . . . .
C21 C 0.316(3) 0.975(4) 0.8580(9) 0.0260(4) Uani 0.639(10) 1 d D U P A 1
C22 C 0.1811(11) 1.0304(9) 0.8850(6) 0.0337(18) Uani 0.639(10) 1 d D U P A 1
H22 H 0.121203 1.054607 0.841706 0.040 Uiso 0.639(10) 1 calc R U P A 1
C23 C 0.1320(12) 1.0510(8) 0.9738(7) 0.038(2) Uani 0.639(10) 1 d D U P A 1
H23 H 0.037597 1.087085 0.990088 0.046 Uiso 0.639(10) 1 calc R U P A 1
C24 C 0.213(4) 1.022(4) 1.0397(11) 0.0299(4) Uani 0.639(10) 1 d D U P A 1
C25 C 0.3500(8) 0.9689(5) 1.0125(5) 0.0406(14) Uani 0.639(10) 1 d D U P A 1
H25 H 0.410631 0.947694 1.055537 0.049 Uiso 0.639(10) 1 calc R U P A 1
C26 C 0.4000(8) 0.9464(5) 0.9236(5) 0.0407(14) Uani 0.639(10) 1 d D U P A 1
H26 H 0.494473 0.910286 0.907114 0.049 Uiso 0.639(10) 1 calc R U P A 1
C27 C 0.1588(16) 1.0511(12) 1.1353(7) 0.0354(5) Uani 0.639(10) 1 d D U P A 1
H27A H 0.150856 1.123973 1.135022 0.053 Uiso 0.639(10) 1 calc R U P A 1
H27B H 0.223649 1.011716 1.175130 0.053 Uiso 0.639(10) 1 calc R U P A 1
H27C H 0.066930 1.036688 1.157693 0.053 Uiso 0.639(10) 1 calc R U P A 1
C21A C 0.314(6) 0.976(6) 0.8590(15) 0.0260(4) Uani 0.361(10) 1 d D U P A 2
C22A C 0.193(2) 1.0490(17) 0.8833(12) 0.042(5) Uani 0.361(10) 1 d D U P A 2
H22A H 0.142062 1.084829 0.837370 0.051 Uiso 0.361(10) 1 calc R U P A 2
C23A C 0.143(2) 1.0721(14) 0.9715(12) 0.034(4) Uani 0.361(10) 1 d D U P A 2
H23A H 0.059080 1.123137 0.984500 0.041 Uiso 0.361(10) 1 calc R U P A 2
C24A C 0.212(6) 1.023(6) 1.041(2) 0.0299(4) Uani 0.361(10) 1 d D U P A 2
C25A C 0.3240(15) 0.9410(10) 1.0195(9) 0.045(3) Uani 0.361(10) 1 d D U P A 2
H25A H 0.368587 0.900318 1.066768 0.054 Uiso 0.361(10) 1 calc R U P A 2
C26A C 0.3724(14) 0.9175(9) 0.9310(8) 0.044(3) Uani 0.361(10) 1 d D U P A 2
H26A H 0.447449 0.859521 0.919244 0.053 Uiso 0.361(10) 1 calc R U P A 2
C27A C 0.161(3) 1.049(2) 1.1366(13) 0.0354(5) Uani 0.361(10) 1 d D U P A 2
H27D H 0.101653 1.118360 1.136146 0.053 Uiso 0.361(10) 1 calc R U P A 2
H27E H 0.240802 1.044136 1.165110 0.053 Uiso 0.361(10) 1 calc R U P A 2
H27F H 0.106706 1.001069 1.170980 0.053 Uiso 0.361(10) 1 calc R U P A 2
C28 C 0.47693(16) 1.01588(11) 0.70768(10) 0.0255(3) Uani 1 1 d . . . . .
C29 C 0.53449(17) 1.00296(12) 0.61668(10) 0.0293(3) Uani 1 1 d . . . . .
H29 H 0.516126 0.951123 0.589921 0.035 Uiso 1 1 calc R U . . .
C30 C 0.61786(18) 1.06428(12) 0.56466(11) 0.0317(4) Uani 1 1 d . . . . .
H30 H 0.654815 1.054243 0.502753 0.038 Uiso 1 1 calc R U . . .
C31 C 0.64832(17) 1.14033(12) 0.60166(11) 0.0320(4) Uani 1 1 d . . . . .
C32 C 0.59856(18) 1.14833(12) 0.69353(11) 0.0320(4) Uani 1 1 d . . . . .
H32 H 0.622934 1.196518 0.721524 0.038 Uiso 1 1 calc R U . . .
C33 C 0.51364(17) 1.08740(11) 0.74578(11) 0.0294(3) Uani 1 1 d . . . . .
H33 H 0.480545 1.095147 0.808455 0.035 Uiso 1 1 calc R U . . .
C34 C 0.7277(2) 1.21409(14) 0.54360(13) 0.0415(4) Uani 1 1 d . . . . .
H34A H 0.802934 1.177624 0.499485 0.062 Uiso 1 1 calc R U . . .
H34B H 0.767591 1.244697 0.582433 0.062 Uiso 1 1 calc R U . . .
H34C H 0.664083 1.267739 0.511252 0.062 Uiso 1 1 calc R U . . .
C35 C -0.0918(2) 0.84151(16) 0.61987(13) 0.0448(5) Uani 1 1 d . . . . .
H35A H -0.065322 0.867437 0.556114 0.067 Uiso 1 1 calc R U . . .
H35B H -0.172864 0.890467 0.648916 0.067 Uiso 1 1 calc R U . . .
H35C H -0.115527 0.776164 0.623005 0.067 Uiso 1 1 calc R U . . .
C36 C 0.2160(3) 1.24211(16) 0.62403(18) 0.0648(7) Uani 1 1 d . . . . .
H36A H 0.271051 1.286224 0.635083 0.097 Uiso 1 1 calc R U . . .
H36B H 0.116635 1.276744 0.635727 0.097 Uiso 1 1 calc R U . . .
H36C H 0.243779 1.227041 0.560692 0.097 Uiso 1 1 calc R U . . .
C37 C 0.71038(16) 0.50469(11) 0.65017(10) 0.0265(3) Uani 1 1 d . . . . .
C38 C 0.84049(18) 0.44685(12) 0.61344(11) 0.0321(4) Uani 1 1 d . . . . .
H38 H 0.906462 0.416272 0.652053 0.039 Uiso 1 1 calc R U . . .
C39 C 0.87650(18) 0.43261(13) 0.52209(11) 0.0342(4) Uani 1 1 d . . . . .
H39 H 0.966257 0.392222 0.499863 0.041 Uiso 1 1 calc R U . . .
C40 C 0.78561(19) 0.47547(12) 0.46264(11) 0.0329(4) Uani 1 1 d . . . . .
C41 C 0.6565(2) 0.53504(14) 0.49781(12) 0.0402(4) Uani 1 1 d . . . . .
H41 H 0.591652 0.566500 0.458589 0.048 Uiso 1 1 calc R U . . .
C42 C 0.62015(19) 0.54955(14) 0.58944(12) 0.0397(4) Uani 1 1 d . . . . .
H42 H 0.531178 0.591306 0.611186 0.048 Uiso 1 1 calc R U . . .
C43 C 0.8240(2) 0.45871(15) 0.36372(12) 0.0427(4) Uani 1 1 d . . . . .
H43A H 0.898290 0.492586 0.333683 0.064 Uiso 1 1 calc R U . . .
H43B H 0.741937 0.487111 0.334806 0.064 Uiso 1 1 calc R U . . .
H43C H 0.856650 0.385521 0.358266 0.064 Uiso 1 1 calc R U . . .
C44 C 0.57006(16) 0.44975(11) 0.80580(10) 0.0262(3) Uani 1 1 d . . . . .
C45 C 0.54990(19) 0.43664(12) 0.90053(11) 0.0325(4) Uani 1 1 d . . . . .
H45 H 0.594594 0.470658 0.930602 0.039 Uiso 1 1 calc R U . . .
C46 C 0.46633(19) 0.37523(12) 0.95170(11) 0.0346(4) Uani 1 1 d . . . . .
H46 H 0.456838 0.366494 1.016026 0.042 Uiso 1 1 calc R U . . .
C47 C 0.39618(17) 0.32622(11) 0.91087(11) 0.0317(4) Uani 1 1 d . . . . .
C48 C 0.41216(18) 0.34210(12) 0.81688(11) 0.0321(4) Uani 1 1 d . . . . .
H48 H 0.362762 0.311509 0.787084 0.039 Uiso 1 1 calc R U . . .
C49 C 0.49936(17) 0.40217(11) 0.76488(11) 0.0299(3) Uani 1 1 d . . . . .
H49 H 0.509960 0.410237 0.700502 0.036 Uiso 1 1 calc R U . . .
C50 C 0.30808(19) 0.25798(13) 0.96718(13) 0.0402(4) Uani 1 1 d . . . . .
H50A H 0.225929 0.299091 1.003335 0.060 Uiso 1 1 calc R U . . .
H50B H 0.362821 0.208157 1.007836 0.060 Uiso 1 1 calc R U . . .
H50C H 0.278049 0.222215 0.927064 0.060 Uiso 1 1 calc R U . . .
C51 C 1.1373(2) 0.61229(16) 0.90140(13) 0.0435(4) Uani 1 1 d . . . . .
H51A H 1.219431 0.571613 0.864885 0.065 Uiso 1 1 calc R U . . .
H51B H 1.117051 0.574771 0.961496 0.065 Uiso 1 1 calc R U . . .
H51C H 1.155667 0.676986 0.908243 0.065 Uiso 1 1 calc R U . . .
C52 C 0.8846(11) 0.2170(5) 0.8265(8) 0.0509(12) Uani 0.361(10) 1 d D . P A 1
H52A H 0.981848 0.200202 0.794929 0.076 Uiso 0.361(10) 1 calc R U P A 1
H52B H 0.835134 0.170391 0.813067 0.076 Uiso 0.361(10) 1 calc R U P A 1
H52C H 0.882053 0.210108 0.892213 0.076 Uiso 0.361(10) 1 calc R U P A 1
C52A C 0.8293(7) 0.2227(3) 0.8542(4) 0.0509(12) Uani 0.639(10) 1 d D . P A 2
H52D H 0.926819 0.183535 0.847146 0.076 Uiso 0.639(10) 1 calc R U P A 2
H52E H 0.772729 0.183703 0.836699 0.076 Uiso 0.639(10) 1 calc R U P A 2
H52F H 0.794730 0.235891 0.917704 0.076 Uiso 0.639(10) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.378(2) . ?
O1 C35 1.413(2) . ?
O2 C13 1.371(2) . ?
O2 C36 1.413(2) . ?
O3 C17 1.379(2) . ?
O3 C51 1.415(2) . ?
O4 C20 1.370(2) . ?
O4 C52 1.401(6) . ?
O4 C52A 1.431(4) . ?
N1 H1 0.8999 . ?
N1 C1 1.396(2) . ?
N1 C7 1.389(2) . ?
N2 H2 0.9000 . ?
N2 C4 1.391(2) . ?
N2 C14 1.3844(19) . ?
C1 C2 1.395(2) . ?
C1 C6 1.395(2) . ?
C2 C3 1.389(2) . ?
C2 C9 1.5421(19) . ?
C3 H3 0.9500 . ?
C3 C4 1.396(2) . ?
C4 C5 1.396(2) . ?
C5 C6 1.390(2) . ?
C5 C16 1.5425(19) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(2) . ?
C7 C10 1.411(2) . ?
C8 C9 1.542(2) . ?
C8 C13 1.414(2) . ?
C9 C21 1.547(11) . ?
C9 C21A 1.568(19) . ?
C9 C28 1.547(2) . ?
C10 C11 1.376(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.377(3) . ?
C14 C15 1.394(2) . ?
C14 C17 1.411(2) . ?
C15 C16 1.535(2) . ?
C15 C20 1.414(2) . ?
C16 C37 1.559(2) . ?
C16 C44 1.551(2) . ?
C17 C18 1.376(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.400(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.370(3) . ?
C21 C22 1.379(12) . ?
C21 C26 1.389(17) . ?
C22 H22 0.9500 . ?
C22 C23 1.377(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.371(13) . ?
C24 C25 1.387(17) . ?
C24 C27 1.513(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(7) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C21A C22A 1.375(15) . ?
C21A C26A 1.39(2) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.379(12) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.369(15) . ?
C24A C25A 1.38(2) . ?
C24A C27A 1.504(12) . ?
C25A H25A 0.9500 . ?
C25A C26A 1.384(11) . ?
C26A H26A 0.9500 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 0.9800 . ?
C28 C29 1.397(2) . ?
C28 C33 1.381(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.386(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.392(2) . ?
C31 C32 1.387(2) . ?
C31 C34 1.512(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.394(2) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.392(2) . ?
C37 C42 1.392(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.386(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.378(3) . ?
C40 C41 1.387(2) . ?
C40 C43 1.505(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.391(2) . ?
C42 H42 0.9500 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 C45 1.395(2) . ?
C44 C49 1.378(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.384(2) . ?
C46 H46 0.9500 . ?
C46 C47 1.386(3) . ?
C47 C48 1.387(2) . ?
C47 C50 1.503(2) . ?
C48 H48 0.9500 . ?
C48 C49 1.400(2) . ?
C49 H49 0.9500 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C52A H52D 0.9800 . ?
C52A H52E 0.9800 . ?
C52A H52F 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
C10 O1 C35 116.00(13) . . ?
C13 O2 C36 118.92(16) . . ?
C17 O3 C51 116.32(14) . . ?
C20 O4 C52 115.5(5) . . ?
C20 O4 C52A 119.5(2) . . ?
C1 N1 H1 116.4 . . ?
C7 N1 H1 117.3 . . ?
C7 N1 C1 119.39(13) . . ?
C4 N2 H2 118.3 . . ?
C14 N2 H2 117.3 . . ?
C14 N2 C4 120.55(13) . . ?
C2 C1 N1 119.81(13) . . ?
C2 C1 C6 120.07(15) . . ?
C6 C1 N1 120.09(14) . . ?
C1 C2 C9 120.54(14) . . ?
C3 C2 C1 117.97(13) . . ?
C3 C2 C9 121.40(14) . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 121.94(14) . . ?
C4 C3 H3 119.0 . . ?
N2 C4 C3 120.03(14) . . ?
N2 C4 C5 119.84(13) . . ?
C3 C4 C5 120.13(15) . . ?
C4 C5 C16 121.05(14) . . ?
C6 C5 C4 117.75(13) . . ?
C6 C5 C16 120.96(14) . . ?
C1 C6 H6 119.0 . . ?
C5 C6 C1 122.05(15) . . ?
C5 C6 H6 119.0 . . ?
N1 C7 C8 121.14(15) . . ?
N1 C7 C10 117.51(15) . . ?
C8 C7 C10 121.34(14) . . ?
C7 C8 C9 119.53(13) . . ?
C7 C8 C13 117.44(15) . . ?
C13 C8 C9 122.76(15) . . ?
C2 C9 C8 109.11(12) . . ?
C2 C9 C21 108.5(14) . . ?
C2 C9 C21A 109(2) . . ?
C2 C9 C28 107.78(12) . . ?
C8 C9 C21 109.3(11) . . ?
C8 C9 C21A 109(2) . . ?
C8 C9 C28 109.42(12) . . ?
C21 C9 C28 113(2) . . ?
C28 C9 C21A 113(4) . . ?
O1 C10 C7 114.61(14) . . ?
C11 C10 O1 125.86(16) . . ?
C11 C10 C7 119.53(16) . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.01(16) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.56(15) . . ?
C13 C12 H12 119.7 . . ?
O2 C13 C8 116.51(15) . . ?
O2 C13 C12 122.24(14) . . ?
C12 C13 C8 121.08(16) . . ?
N2 C14 C15 121.09(15) . . ?
N2 C14 C17 118.09(15) . . ?
C15 C14 C17 120.81(14) . . ?
C14 C15 C16 120.62(13) . . ?
C14 C15 C20 117.73(15) . . ?
C20 C15 C16 121.59(14) . . ?
C5 C16 C37 108.31(11) . . ?
C5 C16 C44 107.39(12) . . ?
C15 C16 C5 109.41(13) . . ?
C15 C16 C37 109.63(12) . . ?
C15 C16 C44 109.36(12) . . ?
C44 C16 C37 112.68(13) . . ?
O3 C17 C14 114.86(14) . . ?
C18 C17 O3 125.26(16) . . ?
C18 C17 C14 119.86(16) . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.96(17) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.16(15) . . ?
C20 C19 H19 119.9 . . ?
O4 C20 C15 115.81(15) . . ?
C19 C20 O4 122.65(14) . . ?
C19 C20 C15 121.42(16) . . ?
C22 C21 C9 121.6(11) . . ?
C22 C21 C26 116.5(9) . . ?
C26 C21 C9 121.8(12) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 C21 121.2(9) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 H23 118.5 . . ?
C24 C23 C22 123.1(9) . . ?
C24 C23 H23 118.5 . . ?
C23 C24 C25 116.2(8) . . ?
C23 C24 C27 121.9(11) . . ?
C25 C24 C27 121.9(14) . . ?
C24 C25 H25 119.4 . . ?
C24 C25 C26 121.3(7) . . ?
C26 C25 H25 119.4 . . ?
C21 C26 H26 119.1 . . ?
C25 C26 C21 121.8(7) . . ?
C25 C26 H26 119.1 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C22A C21A C9 122.7(13) . . ?
C22A C21A C26A 115.2(16) . . ?
C26A C21A C9 121.7(19) . . ?
C21A C22A H22A 118.5 . . ?
C21A C22A C23A 122.9(14) . . ?
C23A C22A H22A 118.5 . . ?
C22A C23A H23A 119.5 . . ?
C24A C23A C22A 121.1(13) . . ?
C24A C23A H23A 119.5 . . ?
C23A C24A C25A 116.8(14) . . ?
C23A C24A C27A 121.7(15) . . ?
C25A C24A C27A 121.3(19) . . ?
C24A C25A H25A 119.3 . . ?
C24A C25A C26A 121.4(13) . . ?
C26A C25A H25A 119.3 . . ?
C21A C26A H26A 119.2 . . ?
C25A C26A C21A 121.7(14) . . ?
C25A C26A H26A 119.2 . . ?
C24A C27A H27D 109.5 . . ?
C24A C27A H27E 109.5 . . ?
C24A C27A H27F 109.5 . . ?
H27D C27A H27E 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?
C29 C28 C9 118.20(14) . . ?
C33 C28 C9 124.18(13) . . ?
C33 C28 C29 117.59(14) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.28(15) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 119.5 . . ?
C29 C30 C31 121.06(15) . . ?
C31 C30 H30 119.5 . . ?
C30 C31 C34 121.55(15) . . ?
C32 C31 C30 117.35(15) . . ?
C32 C31 C34 121.06(16) . . ?
C31 C32 H32 119.2 . . ?
C31 C32 C33 121.59(15) . . ?
C33 C32 H32 119.2 . . ?
C28 C33 C32 120.89(14) . . ?
C28 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O1 C35 H35A 109.5 . . ?
O1 C35 H35B 109.5 . . ?
O1 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C16 121.82(14) . . ?
C38 C37 C42 116.12(14) . . ?
C42 C37 C16 122.06(13) . . ?
C37 C38 H38 119.1 . . ?
C39 C38 C37 121.84(16) . . ?
C39 C38 H38 119.1 . . ?
C38 C39 H39 119.1 . . ?
C40 C39 C38 121.76(15) . . ?
C40 C39 H39 119.1 . . ?
C39 C40 C41 117.13(15) . . ?
C39 C40 C43 121.74(16) . . ?
C41 C40 C43 121.12(17) . . ?
C40 C41 H41 119.4 . . ?
C40 C41 C42 121.21(17) . . ?
C42 C41 H41 119.4 . . ?
C37 C42 H42 119.0 . . ?
C41 C42 C37 121.91(15) . . ?
C41 C42 H42 119.0 . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 C16 118.25(14) . . ?
C49 C44 C16 124.27(14) . . ?
C49 C44 C45 117.47(14) . . ?
C44 C45 H45 119.2 . . ?
C46 C45 C44 121.53(16) . . ?
C46 C45 H45 119.2 . . ?
C45 C46 H46 119.4 . . ?
C45 C46 C47 121.25(15) . . ?
C47 C46 H46 119.4 . . ?
C46 C47 C48 117.28(15) . . ?
C46 C47 C50 120.68(16) . . ?
C48 C47 C50 122.04(16) . . ?
C47 C48 H48 119.2 . . ?
C47 C48 C49 121.53(16) . . ?
C49 C48 H48 119.2 . . ?
C44 C49 C48 120.89(15) . . ?
C44 C49 H49 119.6 . . ?
C48 C49 H49 119.6 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O3 C51 H51A 109.5 . . ?
O3 C51 H51B 109.5 . . ?
O3 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
O4 C52 H52A 109.5 . . ?
O4 C52 H52B 109.5 . . ?
O4 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
O4 C52A H52D 109.5 . . ?
O4 C52A H52E 109.5 . . ?
O4 C52A H52F 109.5 . . ?
H52D C52A H52E 109.5 . . ?
H52D C52A H52F 109.5 . . ?
H52E C52A H52F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C10 C11 C12 178.38(14) . . . . ?
O3 C17 C18 C19 -177.97(14) . . . . ?
N1 C1 C2 C3 -178.80(13) . . . . ?
N1 C1 C2 C9 4.5(2) . . . . ?
N1 C1 C6 C5 176.57(13) . . . . ?
N1 C7 C8 C9 -3.2(2) . . . . ?
N1 C7 C8 C13 -177.42(13) . . . . ?
N1 C7 C10 O1 -0.48(19) . . . . ?
N1 C7 C10 C11 178.82(14) . . . . ?
N2 C4 C5 C6 176.38(13) . . . . ?
N2 C4 C5 C16 -9.2(2) . . . . ?
N2 C14 C15 C16 -1.1(2) . . . . ?
N2 C14 C15 C20 175.97(13) . . . . ?
N2 C14 C17 O3 1.55(19) . . . . ?
N2 C14 C17 C18 -177.30(14) . . . . ?
C1 N1 C7 C8 -23.8(2) . . . . ?
C1 N1 C7 C10 156.71(13) . . . . ?
C1 C2 C3 C4 0.8(2) . . . . ?
C1 C2 C9 C8 -27.64(18) . . . . ?
C1 C2 C9 C21 91(2) . . . . ?
C1 C2 C9 C21A 91(4) . . . . ?
C1 C2 C9 C28 -146.36(13) . . . . ?
C2 C1 C6 C5 -1.5(2) . . . . ?
C2 C3 C4 N2 -178.49(13) . . . . ?
C2 C3 C4 C5 1.3(2) . . . . ?
C2 C9 C21 C22 -134(4) . . . . ?
C2 C9 C21 C26 50(5) . . . . ?
C2 C9 C21A C22A -149(7) . . . . ?
C2 C9 C21A C26A 24(9) . . . . ?
C2 C9 C28 C29 61.00(17) . . . . ?
C2 C9 C28 C33 -121.27(15) . . . . ?
C3 C2 C9 C8 155.79(13) . . . . ?
C3 C2 C9 C21 -85(2) . . . . ?
C3 C2 C9 C21A -85(4) . . . . ?
C3 C2 C9 C28 37.06(18) . . . . ?
C3 C4 C5 C6 -3.4(2) . . . . ?
C3 C4 C5 C16 171.01(13) . . . . ?
C4 N2 C14 C15 21.3(2) . . . . ?
C4 N2 C14 C17 -159.87(13) . . . . ?
C4 C5 C6 C1 3.6(2) . . . . ?
C4 C5 C16 C15 25.80(18) . . . . ?
C4 C5 C16 C37 -93.66(16) . . . . ?
C4 C5 C16 C44 144.39(14) . . . . ?
C5 C16 C37 C38 139.05(15) . . . . ?
C5 C16 C37 C42 -41.3(2) . . . . ?
C5 C16 C44 C45 -75.05(17) . . . . ?
C5 C16 C44 C49 103.97(16) . . . . ?
C6 C1 C2 C3 -0.7(2) . . . . ?
C6 C1 C2 C9 -177.39(13) . . . . ?
C6 C5 C16 C15 -159.97(13) . . . . ?
C6 C5 C16 C37 80.57(17) . . . . ?
C6 C5 C16 C44 -41.38(18) . . . . ?
C7 N1 C1 C2 23.0(2) . . . . ?
C7 N1 C1 C6 -155.14(14) . . . . ?
C7 C8 C9 C2 26.85(17) . . . . ?
C7 C8 C9 C21 -92(2) . . . . ?
C7 C8 C9 C21A -92(4) . . . . ?
C7 C8 C9 C28 144.55(13) . . . . ?
C7 C8 C13 O2 173.36(13) . . . . ?
C7 C8 C13 C12 -2.0(2) . . . . ?
C7 C10 C11 C12 -0.8(2) . . . . ?
C8 C7 C10 O1 179.98(12) . . . . ?
C8 C7 C10 C11 -0.7(2) . . . . ?
C8 C9 C21 C22 -15(5) . . . . ?
C8 C9 C21 C26 169(4) . . . . ?
C8 C9 C21A C22A -30(10) . . . . ?
C8 C9 C21A C26A 143(7) . . . . ?
C8 C9 C28 C29 -57.53(17) . . . . ?
C8 C9 C28 C33 120.21(15) . . . . ?
C9 C2 C3 C4 177.46(13) . . . . ?
C9 C8 C13 O2 -0.7(2) . . . . ?
C9 C8 C13 C12 -176.03(14) . . . . ?
C9 C21 C22 C23 -179(3) . . . . ?
C9 C21 C26 C25 178(3) . . . . ?
C9 C21A C22A C23A -178(5) . . . . ?
C9 C21A C26A C25A 178(5) . . . . ?
C9 C28 C29 C30 173.62(14) . . . . ?
C9 C28 C33 C32 -174.10(14) . . . . ?
C10 C7 C8 C9 176.32(13) . . . . ?
C10 C7 C8 C13 2.1(2) . . . . ?
C10 C11 C12 C13 0.9(2) . . . . ?
C11 C12 C13 O2 -174.56(14) . . . . ?
C11 C12 C13 C8 0.5(2) . . . . ?
C13 C8 C9 C2 -159.26(13) . . . . ?
C13 C8 C9 C21 82(2) . . . . ?
C13 C8 C9 C21A 82(4) . . . . ?
C13 C8 C9 C28 -41.56(18) . . . . ?
C14 N2 C4 C3 163.93(13) . . . . ?
C14 N2 C4 C5 -15.8(2) . . . . ?
C14 C15 C16 C5 -20.62(18) . . . . ?
C14 C15 C16 C37 98.02(15) . . . . ?
C14 C15 C16 C44 -137.98(13) . . . . ?
C14 C15 C20 O4 -174.21(13) . . . . ?
C14 C15 C20 C19 1.9(2) . . . . ?
C14 C17 C18 C19 0.7(2) . . . . ?
C15 C14 C17 O3 -179.58(13) . . . . ?
C15 C14 C17 C18 1.6(2) . . . . ?
C15 C16 C37 C38 19.7(2) . . . . ?
C15 C16 C37 C42 -160.59(15) . . . . ?
C15 C16 C44 C45 43.57(17) . . . . ?
C15 C16 C44 C49 -137.40(15) . . . . ?
C16 C5 C6 C1 -170.85(13) . . . . ?
C16 C15 C20 O4 2.8(2) . . . . ?
C16 C15 C20 C19 178.94(14) . . . . ?
C16 C37 C38 C39 178.03(14) . . . . ?
C16 C37 C42 C41 -177.94(16) . . . . ?
C16 C44 C45 C46 -178.56(14) . . . . ?
C16 C44 C49 C48 -179.77(14) . . . . ?
C17 C14 C15 C16 -179.90(13) . . . . ?
C17 C14 C15 C20 -2.9(2) . . . . ?
C17 C18 C19 C20 -1.7(2) . . . . ?
C18 C19 C20 O4 176.19(15) . . . . ?
C18 C19 C20 C15 0.3(2) . . . . ?
C20 C15 C16 C5 162.46(13) . . . . ?
C20 C15 C16 C37 -78.90(17) . . . . ?
C20 C15 C16 C44 45.10(18) . . . . ?
C21 C9 C28 C29 -179.3(5) . . . . ?
C21 C9 C28 C33 -1.6(5) . . . . ?
C21 C22 C23 C24 2(5) . . . . ?
C22 C21 C26 C25 2(6) . . . . ?
C22 C23 C24 C25 0(6) . . . . ?
C22 C23 C24 C27 176(3) . . . . ?
C23 C24 C25 C26 -1(6) . . . . ?
C24 C25 C26 C21 0(4) . . . . ?
C26 C21 C22 C23 -3(6) . . . . ?
C27 C24 C25 C26 -177(3) . . . . ?
C21A C9 C28 C29 -178.7(8) . . . . ?
C21A C9 C28 C33 -1.0(8) . . . . ?
C21A C22A C23A C24A 0(9) . . . . ?
C22A C21A C26A C25A -10(10) . . . . ?
C22A C23A C24A C25A -7(11) . . . . ?
C22A C23A C24A C27A 178(6) . . . . ?
C23A C24A C25A C26A 7(11) . . . . ?
C24A C25A C26A C21A 2(8) . . . . ?
C26A C21A C22A C23A 9(11) . . . . ?
C27A C24A C25A C26A -179(5) . . . . ?
C28 C9 C21 C22 107(4) . . . . ?
C28 C9 C21 C26 -69(5) . . . . ?
C28 C9 C21A C22A 92(8) . . . . ?
C28 C9 C21A C26A -96(8) . . . . ?
C28 C29 C30 C31 0.7(3) . . . . ?
C29 C28 C33 C32 3.6(2) . . . . ?
C29 C30 C31 C32 3.5(2) . . . . ?
C29 C30 C31 C34 -174.18(16) . . . . ?
C30 C31 C32 C33 -4.2(2) . . . . ?
C31 C32 C33 C28 0.6(2) . . . . ?
C33 C28 C29 C30 -4.3(2) . . . . ?
C34 C31 C32 C33 173.57(16) . . . . ?
C35 O1 C10 C7 -176.32(13) . . . . ?
C35 O1 C10 C11 4.4(2) . . . . ?
C36 O2 C13 C8 159.28(18) . . . . ?
C36 O2 C13 C12 -25.4(2) . . . . ?
C37 C16 C44 C45 165.77(13) . . . . ?
C37 C16 C44 C49 -15.2(2) . . . . ?
C37 C38 C39 C40 0.4(3) . . . . ?
C38 C37 C42 C41 1.8(3) . . . . ?
C38 C39 C40 C41 0.9(3) . . . . ?
C38 C39 C40 C43 -179.08(16) . . . . ?
C39 C40 C41 C42 -0.8(3) . . . . ?
C40 C41 C42 C37 -0.6(3) . . . . ?
C42 C37 C38 C39 -1.7(2) . . . . ?
C43 C40 C41 C42 179.17(18) . . . . ?
C44 C16 C37 C38 -102.31(17) . . . . ?
C44 C16 C37 C42 77.38(19) . . . . ?
C44 C45 C46 C47 -1.7(3) . . . . ?
C45 C44 C49 C48 -0.7(2) . . . . ?
C45 C46 C47 C48 -0.6(2) . . . . ?
C45 C46 C47 C50 178.72(15) . . . . ?
C46 C47 C48 C49 2.2(2) . . . . ?
C47 C48 C49 C44 -1.6(2) . . . . ?
C49 C44 C45 C46 2.4(2) . . . . ?
C50 C47 C48 C49 -177.11(15) . . . . ?
C51 O3 C17 C14 176.15(13) . . . . ?
C51 O3 C17 C18 -5.1(2) . . . . ?
C52 O4 C20 C15 -175.1(5) . . . . ?
C52 O4 C20 C19 8.8(6) . . . . ?
C52A O4 C20 C15 -147.0(3) . . . . ?
C52A O4 C20 C19 36.9(4) . . . . ?

_olex2_submission_original_sample_id LFB_ML_230202_V_2OMeSM
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_lf_ml2116
_database_code_depnum_ccdc_archive 'CCDC 2268666'
loop_
_audit_author_name
_audit_author_address
'Mingwan Leng' 'Texas AM University'
_audit_update_record             
;
2023-06-09 deposited with the CCDC.	2023-07-05 downloaded from the CCDC.
;
_audit_creation_date             2023-02-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
nbhuv@mail.chem.tamu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br, 2(C26 H24 N O2), 3.8(C H2 Cl2)'
_chemical_formula_sum            'C55.80 H55.60 Br Cl7.60 N2 O4'
_chemical_formula_weight         1167.55
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.0055(5)
_cell_length_b                   13.0942(5)
_cell_length_c                   18.4103(7)
_cell_angle_alpha                91.925(2)
_cell_angle_beta                 92.264(2)
_cell_angle_gamma                116.0580(10)
_cell_volume                     2809.78(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9878
_cell_measurement_temperature    110.00
_cell_measurement_theta_max      70.062
_cell_measurement_theta_min      2.405
_shelx_estimated_absorpt_T_max   0.634
_shelx_estimated_absorpt_T_min   0.230
_exptl_absorpt_coefficient_mu    4.686
_exptl_absorpt_correction_T_max  0.3508
_exptl_absorpt_correction_T_min  0.1360
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1163 before and 0.0653 after correction.
The Ratio of minimum to maximum transmission is 0.3877.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1201
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 1.00 0.00 0.0320
0.00 -1.00 0.00 0.0530
1.00 0.00 0.00 0.1910
1.00 -1.00 0.00 0.1920
-1.00 1.00 0.00 0.1580
-1.00 0.00 0.00 0.1750
0.00 0.00 1.00 0.0550
0.00 0.00 -1.00 0.0940

_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.107
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            89991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.153
_diffrn_reflns_theta_min         2.406
_diffrn_ambient_temperature      110.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Venture (PHOTON III)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'Bruker Venture Cu-IuS'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10245
_reflns_number_total             10644
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'APEX 4 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.025
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     725
_refine_ls_number_reflns         10644
_refine_ls_number_restraints     93
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0773P)²+4.9363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1409
_refine_ls_wR_factor_ref         0.1420
_refine_special_details          
;
The compound crystallized in triclinic P-1 with Z=2, Z'=(2 x 0.5). 
The crystal used was sensitive outside the mother liquor. 
Four locations for solvated dichlromethane were found. The thermal 
ellipsoids and residual electron density peaks suggested 
partial occupancy and / or disorder of the solvent molecules. 
The disorder were modeled. Appropriate restraints were added 
to keep the bond distances, angles, and thermal ellipsoids, 
meaningful. Final refined total occupancy for the solvent molecules 
were 3.8 per molecule of the desired compound. The occupancies of the 
partially occupied solvent molecules were fixed for the final least 
squares refinement cycles.
;
_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
 Cl2-Cl3
 2.916 with sigma of 0.03
 Cl2-C1A = Cl3-C1A
 1.771 with sigma of 0.01
 Cl1-Cl4
 2.916 with sigma of 0.03
 Cl1-C1C = Cl4-C1C
 1.771 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Cl4T \\sim Cl5T \\sim C6T: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Cl2 \\sim Cl3 \\sim C1A: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
Cl1 \\sim Cl4 \\sim C1C: within 2A with sigma of 0.005 and sigma for terminal
atoms of 0.01 within 2A
Uanis(Cl5T) = Uanis(Cl5S)
Uanis(Cl2M) = Uanis(Cl10)
Uanis(C12M) = Uanis(C12S)
4. Rigid body (RIGU) restrains
 Cl4T, Cl5T, C6T
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl2, Cl3, C1A
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
 Cl1, Cl4, C1C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl4S, Cl5S, C6S}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl10, Cl11, C12S}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl1M, Cl2M, C12M}
{Cl1S, Cl2S, C3S} sigma for 1-2: 0.02, 1-3: 0.04
as in
{Cl4T, Cl5T, C6T}
6. Others
 Sof(Cl4T)=Sof(Cl5T)=Sof(C6T)=Sof(H6TA)=Sof(H6TB)=1-FVAR(1)
 Sof(Cl4S)=Sof(Cl5S)=Sof(C6S)=Sof(H6SA)=Sof(H6SB)=FVAR(1)
 Sof(Cl1M)=Sof(Cl2M)=Sof(C12M)=Sof(H12I)=Sof(H12J)=1-FVAR(2)
 Sof(Cl10)=Sof(Cl11)=Sof(C12S)=Sof(H12G)=Sof(H12H)=FVAR(2)
 Fixed Sof: Cl1S(0.84) Cl2S(0.84) C3S(0.84) H3SA(0.84) H3SB(0.84) Cl7S(0.81)
 Cl8S(0.81) C9S(0.81) H9SA(0.81) H9SB(0.81) Cl1(0.08) Cl4(0.08) C1C(0.08)
 H1CA(0.08) H1CB(0.08) Cl2(0.07) Cl3(0.07) C1A(0.07) H1AA(0.07) H1AB(0.07)
7.a Free rotating group:
 Cl1(Cl4,C1C), Cl2(Cl3,C1A,Cl4T,Cl5T,C6T)
7.b Secondary CH2 refined with riding coordinates:
 C3S(H3SA,H3SB), C6S(H6SA,H6SB), C9S(H9SA,H9SB), C12S(H12G,H12H), C1C(H1CA,
 H1CB), C12M(H12I,H12J), C1A(H1AA,H1AB), C6T(H6TA,H6TB)
7.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C1(H1A), C7(H7), C10(H10), C14(H14), C15(H15), C17(H17), C18(H18),
 C21(H21), C22(H22), C24(H24), C25(H25), N1B(H1B), C1B(H1BA), C7B(H7B),
 C10B(H10B), C14B(H14B), C15B(H15B), C17B(H17B), C18B(H18B), C21B(H21B),
 C22B(H22B), C24B(H24B), C25B(H25B)
7.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,H19C), C26(H26A,H26B,
 H26C), C11B(H11D,H11E,H11F), C12B(H12D,H12E,H12F), C19B(H19D,H19E,H19F),
 C26B(H26D,H26E,H26F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.07900(2) 0.39717(2) 0.74608(2) 0.02795(10) Uani 1 1 d . . . . .
O1 O 1.11043(17) 0.85929(15) 0.83837(9) 0.0256(4) Uani 1 1 d . . . . .
O2 O 1.11391(19) 1.00738(15) 0.74831(10) 0.0293(4) Uani 1 1 d . . . . .
N1 N 1.02596(18) 0.57605(17) 0.64279(11) 0.0191(4) Uani 1 1 d . . . . .
H1 H 1.022010 0.527722 0.675900 0.023 Uiso 1 1 calc R U . . .
C1 C 0.9983(2) 0.4288(2) 0.55426(13) 0.0190(5) Uani 1 1 d . . . . .
H1A H 0.997107 0.381526 0.592574 0.023 Uiso 1 1 calc R U . . .
C2 C 1.0129(2) 0.5403(2) 0.57176(13) 0.0170(4) Uani 1 1 d . . . . .
C3 C 1.01424(19) 0.61338(19) 0.51640(13) 0.0162(4) Uani 1 1 d . . . . .
C4 C 1.0229(2) 0.73259(19) 0.53397(12) 0.0162(4) Uani 1 1 d . . . . .
C5 C 1.0469(2) 0.7633(2) 0.61612(13) 0.0174(5) Uani 1 1 d . . . . .
C6 C 1.0453(2) 0.6852(2) 0.66596(13) 0.0176(5) Uani 1 1 d . . . . .
C7 C 1.0649(2) 0.7137(2) 0.74135(13) 0.0203(5) Uani 1 1 d . . . . .
H7 H 1.062347 0.658291 0.774199 0.024 Uiso 1 1 calc R U . . .
C8 C 1.0874(2) 0.8212(2) 0.76728(13) 0.0210(5) Uani 1 1 d . . . . .
C9 C 1.0901(2) 0.9025(2) 0.71748(14) 0.0222(5) Uani 1 1 d . . . . .
C10 C 1.0708(2) 0.8728(2) 0.64384(13) 0.0220(5) Uani 1 1 d . . . . .
H10 H 1.073758 0.928335 0.610972 0.026 Uiso 1 1 calc R U . . .
C11 C 1.1213(3) 0.7834(2) 0.88848(14) 0.0284(6) Uani 1 1 d . . . . .
H11A H 1.179190 0.759932 0.872702 0.043 Uiso 1 1 calc R U . . .
H11B H 1.047417 0.716142 0.890120 0.043 Uiso 1 1 calc R U . . .
H11C H 1.144740 0.821983 0.937042 0.043 Uiso 1 1 calc R U . . .
C12 C 1.1189(3) 1.0928(2) 0.69987(16) 0.0368(7) Uani 1 1 d . . . . .
H12A H 1.180964 1.107987 0.667109 0.055 Uiso 1 1 calc R U . . .
H12B H 1.133354 1.162974 0.728249 0.055 Uiso 1 1 calc R U . . .
H12C H 1.045805 1.065854 0.671181 0.055 Uiso 1 1 calc R U . . .
C13 C 1.1205(2) 0.81828(19) 0.49092(13) 0.0175(5) Uani 1 1 d . . . . .
C14 C 1.2333(2) 0.8704(2) 0.52094(15) 0.0247(5) Uani 1 1 d . . . . .
H14 H 1.249582 0.855829 0.569189 0.030 Uiso 1 1 calc R U . . .
C15 C 1.3217(2) 0.9432(2) 0.48099(18) 0.0339(6) Uani 1 1 d . . . . .
H15 H 1.397454 0.978148 0.502805 0.041 Uiso 1 1 calc R U . . .
C16 C 1.3027(3) 0.9667(3) 0.40988(19) 0.0372(7) Uani 1 1 d . . . . .
C17 C 1.1909(3) 0.9129(2) 0.37973(16) 0.0313(6) Uani 1 1 d . . . . .
H17 H 1.175248 0.925928 0.330968 0.038 Uiso 1 1 calc R U . . .
C18 C 1.1011(2) 0.8403(2) 0.41941(14) 0.0215(5) Uani 1 1 d . . . . .
H18 H 1.025456 0.805178 0.397388 0.026 Uiso 1 1 calc R U . . .
C19 C 1.3994(3) 1.0471(4) 0.3669(3) 0.0618(11) Uani 1 1 d . . . . .
H19A H 1.383124 1.022778 0.315039 0.093 Uiso 1 1 calc R U . . .
H19B H 1.471369 1.046042 0.383721 0.093 Uiso 1 1 calc R U . . .
H19C H 1.406419 1.124412 0.373926 0.093 Uiso 1 1 calc R U . . .
C20 C 0.9062(2) 0.7318(2) 0.51217(12) 0.0162(4) Uani 1 1 d . . . . .
C21 C 0.8979(2) 0.8335(2) 0.50519(14) 0.0214(5) Uani 1 1 d . . . . .
H21 H 0.965303 0.903601 0.511695 0.026 Uiso 1 1 calc R U . . .
C22 C 0.7934(2) 0.8349(2) 0.48895(15) 0.0266(5) Uani 1 1 d . . . . .
H22 H 0.790428 0.905710 0.484990 0.032 Uiso 1 1 calc R U . . .
C23 C 0.6929(2) 0.7340(3) 0.47838(15) 0.0301(6) Uani 1 1 d . . . . .
C24 C 0.7008(2) 0.6324(3) 0.48512(17) 0.0327(6) Uani 1 1 d . . . . .
H24 H 0.633414 0.562421 0.477924 0.039 Uiso 1 1 calc R U . . .
C25 C 0.8055(2) 0.6308(2) 0.50222(15) 0.0249(5) Uani 1 1 d . . . . .
H25 H 0.808214 0.559981 0.507140 0.030 Uiso 1 1 calc R U . . .
C26 C 0.5792(3) 0.7346(3) 0.4596(2) 0.0486(9) Uani 1 1 d . . . . .
H26A H 0.527298 0.701290 0.498548 0.073 Uiso 1 1 calc R U . . .
H26B H 0.545509 0.689700 0.413752 0.073 Uiso 1 1 calc R U . . .
H26C H 0.590825 0.813076 0.454254 0.073 Uiso 1 1 calc R U . . .
O1B O 0.62346(17) 0.3367(2) 0.66438(10) 0.0341(5) Uani 1 1 d . . . . .
O2B O 0.48422(16) 0.36680(18) 0.74956(10) 0.0311(4) Uani 1 1 d . . . . .
N1B N 0.91943(17) 0.45821(17) 0.85742(11) 0.0171(4) Uani 1 1 d . . . . .
H1B H 0.966914 0.457656 0.824830 0.020 Uiso 1 1 calc R U . . .
C1B C 1.06947(19) 0.49281(19) 0.94684(13) 0.0159(4) Uani 1 1 d . . . . .
H1BA H 1.115568 0.488447 0.909223 0.019 Uiso 1 1 calc R U . . .
C2B C 0.95799(19) 0.48044(18) 0.92822(12) 0.0149(4) Uani 1 1 d . . . . .
C3B C 0.88697(19) 0.48905(18) 0.98222(12) 0.0143(4) Uani 1 1 d . . . . .
C4B C 0.76884(18) 0.48472(18) 0.96222(12) 0.0147(4) Uani 1 1 d . . . . .
C5B C 0.7341(2) 0.44827(19) 0.88133(13) 0.0165(4) Uani 1 1 d . . . . .
C6B C 0.8087(2) 0.43624(19) 0.83361(13) 0.0169(4) Uani 1 1 d . . . . .
C7B C 0.7751(2) 0.3997(2) 0.76018(13) 0.0219(5) Uani 1 1 d . . . . .
H7B H 0.827610 0.391462 0.728826 0.026 Uiso 1 1 calc R U . . .
C8B C 0.6663(2) 0.3759(2) 0.73386(14) 0.0236(5) Uani 1 1 d . . . . .
C9B C 0.5896(2) 0.3908(2) 0.78100(14) 0.0229(5) Uani 1 1 d . . . . .
C10B C 0.6248(2) 0.4265(2) 0.85302(13) 0.0199(5) Uani 1 1 d . . . . .
H10B H 0.573051 0.436458 0.884213 0.024 Uiso 1 1 calc R U . . .
C11B C 0.7009(3) 0.3254(3) 0.61532(16) 0.0399(8) Uani 1 1 d . . . . .
H11D H 0.728300 0.271878 0.633860 0.060 Uiso 1 1 calc R U . . .
H11E H 0.766279 0.399822 0.611193 0.060 Uiso 1 1 calc R U . . .
H11F H 0.661205 0.296751 0.567301 0.060 Uiso 1 1 calc R U . . .
C12B C 0.4088(2) 0.3918(3) 0.79293(16) 0.0349(7) Uani 1 1 d . . . . .
H12D H 0.391878 0.345918 0.835735 0.052 Uiso 1 1 calc R U . . .
H12E H 0.337378 0.373987 0.764168 0.052 Uiso 1 1 calc R U . . .
H12F H 0.445407 0.472837 0.808685 0.052 Uiso 1 1 calc R U . . .
C13B C 0.78403(18) 0.60736(18) 0.97822(12) 0.0145(4) Uani 1 1 d . . . . .
C14B C 0.8130(2) 0.6850(2) 0.92371(13) 0.0187(5) Uani 1 1 d . . . . .
H14B H 0.817329 0.660445 0.875264 0.022 Uiso 1 1 calc R U . . .
C15B C 0.8358(2) 0.7979(2) 0.93919(14) 0.0220(5) Uani 1 1 d . . . . .
H15B H 0.856532 0.849406 0.901234 0.026 Uiso 1 1 calc R U . . .
C16B C 0.8287(2) 0.8367(2) 1.00895(14) 0.0223(5) Uani 1 1 d . . . . .
C17B C 0.8004(2) 0.7592(2) 1.06363(13) 0.0222(5) Uani 1 1 d . . . . .
H17B H 0.795670 0.783869 1.111959 0.027 Uiso 1 1 calc R U . . .
C18B C 0.7792(2) 0.6472(2) 1.04884(13) 0.0194(5) Uani 1 1 d . . . . .
H18B H 0.761020 0.596546 1.087241 0.023 Uiso 1 1 calc R U . . .
C19B C 0.8490(3) 0.9578(2) 1.02605(16) 0.0312(6) Uani 1 1 d . . . . .
H19D H 0.886783 0.983261 1.074844 0.047 Uiso 1 1 calc R U . . .
H19E H 0.775462 0.961778 1.024243 0.047 Uiso 1 1 calc R U . . .
H19F H 0.898061 1.007153 0.990151 0.047 Uiso 1 1 calc R U . . .
C20B C 0.67584(19) 0.39607(19) 1.00665(12) 0.0165(4) Uani 1 1 d . . . . .
C21B C 0.5807(2) 0.4091(2) 1.02823(14) 0.0221(5) Uani 1 1 d . . . . .
H21B H 0.574862 0.477322 1.018843 0.027 Uiso 1 1 calc R U . . .
C22B C 0.4940(2) 0.3236(2) 1.06342(16) 0.0292(6) Uani 1 1 d . . . . .
H22B H 0.429755 0.334395 1.077457 0.035 Uiso 1 1 calc R U . . .
C23B C 0.4999(2) 0.2232(2) 1.07827(16) 0.0319(6) Uani 1 1 d . . . . .
C24B C 0.5940(2) 0.2095(2) 1.05567(17) 0.0311(6) Uani 1 1 d . . . . .
H24B H 0.599156 0.140815 1.064526 0.037 Uiso 1 1 calc R U . . .
C25B C 0.6806(2) 0.2943(2) 1.02038(14) 0.0229(5) Uani 1 1 d . . . . .
H25B H 0.743944 0.282627 1.005438 0.027 Uiso 1 1 calc R U . . .
C26B C 0.4073(3) 0.1306(3) 1.1176(2) 0.0496(9) Uani 1 1 d . . . . .
H26D H 0.440930 0.116573 1.162455 0.074 Uiso 1 1 calc R U . . .
H26E H 0.372708 0.060519 1.086119 0.074 Uiso 1 1 calc R U . . .
H26F H 0.348179 0.154658 1.129587 0.074 Uiso 1 1 calc R U . . .
Cl1S Cl 0.78546(9) 0.17132(8) 0.88049(8) 0.0591(3) Uani 0.84 1 d D . P A 1
Cl2S Cl 0.93308(12) 0.07117(10) 0.83321(7) 0.0445(3) Uani 0.84 1 d D . P A 1
C3S C 0.9243(3) 0.1874(3) 0.8817(2) 0.0411(9) Uani 0.84 1 d D . P A 1
H3SA H 0.953638 0.192392 0.932825 0.049 Uiso 0.84 1 calc R U P A 1
H3SB H 0.973255 0.259336 0.859529 0.049 Uiso 0.84 1 calc R U P A 1
Cl4S Cl 0.38538(13) -0.03973(15) 0.76279(9) 0.0610(5) Uani 0.663(4) 1 d D . P B
1
Cl5S Cl 0.4539(4) 0.1192(6) 0.89245(15) 0.0614(5) Uani 0.663(4) 1 d D . P B 1
C6S C 0.3831(6) 0.0856(5) 0.8043(4) 0.0569(18) Uani 0.663(4) 1 d D . P B 1
H6SA H 0.421292 0.150521 0.773325 0.068 Uiso 0.663(4) 1 calc R U P B 1
H6SB H 0.302684 0.072752 0.808034 0.068 Uiso 0.663(4) 1 calc R U P B 1
Cl7S Cl 0.79162(15) -0.17389(15) 0.73878(7) 0.0762(4) Uani 0.81 1 d . . P C 1
Cl8S Cl 0.62353(12) -0.39666(13) 0.67227(9) 0.0772(4) Uani 0.81 1 d . . P C 1
C9S C 0.7613(5) -0.2851(6) 0.6765(3) 0.0752(19) Uani 0.81 1 d . . P C 1
H9SA H 0.816224 -0.317101 0.686944 0.090 Uiso 0.81 1 calc R U P C 1
H9SB H 0.776035 -0.254027 0.627697 0.090 Uiso 0.81 1 calc R U P C 1
Cl10 Cl 0.31545(14) -0.33210(14) 0.59307(9) 0.0489(3) Uani 0.781(3) 1 d D . P D
1
Cl11 Cl 0.36898(19) -0.32291(16) 0.74972(9) 0.0936(7) Uani 0.781(3) 1 d D . P D
1
C12S C 0.3368(4) -0.4050(4) 0.6669(3) 0.0546(12) Uani 0.781(3) 1 d D . P D 1
H12G H 0.266658 -0.476918 0.671108 0.066 Uiso 0.781(3) 1 calc R U P D 1
H12H H 0.400472 -0.424722 0.657239 0.066 Uiso 0.781(3) 1 calc R U P D 1
Cl1 Cl 0.5935(18) -0.296(2) 0.7612(12) 0.115(5) Uani 0.08 1 d DG U P E 2
Cl4 Cl 0.7577(15) -0.3703(14) 0.7047(7) 0.075(4) Uani 0.08 1 d DG U P E 2
C1C C 0.736(2) -0.2520(13) 0.734(4) 0.101(7) Uani 0.08 1 d DG U P E 2
H1CA H 0.750055 -0.199590 0.694189 0.122 Uiso 0.08 1 calc R U P E 2
H1CB H 0.790814 -0.210210 0.775696 0.122 Uiso 0.08 1 calc R U P E 2
Cl1M Cl 0.3476(5) -0.2132(7) 0.7288(4) 0.092(3) Uani 0.219(3) 1 d D . P D 2
Cl2M Cl 0.3270(6) -0.3573(6) 0.6050(4) 0.0489(3) Uani 0.219(3) 1 d D . P D 2
C12M C 0.3514(16) -0.3405(13) 0.6989(8) 0.0546(12) Uani 0.219(3) 1 d D . P D 2
H12I H 0.427101 -0.337368 0.712761 0.066 Uiso 0.219(3) 1 calc R U P D 2
H12J H 0.291765 -0.405877 0.721926 0.066 Uiso 0.219(3) 1 calc R U P D 2
Cl2 Cl 0.7155(6) 0.1199(10) 0.8159(5) 0.107(6) Uani 0.07 1 d DG U P F 2
Cl3 Cl 0.8915(10) 0.0396(16) 0.8068(8) 0.065(5) Uani 0.07 1 d DG U P F 2
C1A C 0.8652(6) 0.1603(14) 0.8184(7) 0.083(7) Uani 0.07 1 d DG U P F 2
H1AA H 0.900035 0.212630 0.779244 0.099 Uiso 0.07 1 calc R U P F 2
H1AB H 0.901346 0.201203 0.865626 0.099 Uiso 0.07 1 calc R U P F 2
Cl4T Cl 0.4189(4) 0.0960(4) 0.7221(3) 0.0992(16) Uani 0.337(4) 1 d DG U P B 2
Cl5T Cl 0.4611(9) 0.1232(14) 0.8768(3) 0.0614(5) Uani 0.337(4) 1 d DG U P B 2
C6T C 0.3699(6) 0.0391(9) 0.8043(4) 0.093(7) Uani 0.337(4) 1 d DG U P B 2
H6TA H 0.364650 -0.038643 0.804976 0.112 Uiso 0.337(4) 1 calc R U P B 2
H6TB H 0.292078 0.033267 0.809742 0.112 Uiso 0.337(4) 1 calc R U 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
O1 C8 1.359(3) . ?
O1 C11 1.426(3) . ?
O2 C9 1.365(3) . ?
O2 C12 1.435(3) . ?
N1 H1 0.8800 . ?
N1 C2 1.353(3) . ?
N1 C6 1.387(3) . ?
C1 H1A 0.9500 . ?
C1 C2 1.411(3) . ?
C1 C3 1.371(3) 2_766 ?
C2 C3 1.417(3) . ?
C3 C4 1.537(3) . ?
C4 C5 1.536(3) . ?
C4 C13 1.544(3) . ?
C4 C20 1.551(3) . ?
C5 C6 1.391(3) . ?
C5 C10 1.400(3) . ?
C6 C7 1.409(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.370(3) . ?
C8 C9 1.419(3) . ?
C9 C10 1.380(3) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.398(3) . ?
C13 C18 1.394(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(5) . ?
C16 C17 1.389(5) . ?
C16 C19 1.513(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.392(4) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.392(3) . ?
C20 C25 1.393(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(4) . ?
C22 H22 0.9500 . ?
C22 C23 1.392(4) . ?
C23 C24 1.388(4) . ?
C23 C26 1.509(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.395(4) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
O1B C8B 1.363(3) . ?
O1B C11B 1.430(3) . ?
O2B C9B 1.363(3) . ?
O2B C12B 1.426(3) . ?
N1B H1B 0.8800 . ?
N1B C2B 1.353(3) . ?
N1B C6B 1.388(3) . ?
C1B H1BA 0.9500 . ?
C1B C2B 1.413(3) . ?
C1B C3B 1.373(3) 2_767 ?
C2B C3B 1.418(3) . ?
C3B C4B 1.542(3) . ?
C4B C5B 1.536(3) . ?
C4B C13B 1.546(3) . ?
C4B C20B 1.545(3) . ?
C5B C6B 1.390(3) . ?
C5B C10B 1.396(3) . ?
C6B C7B 1.405(3) . ?
C7B H7B 0.9500 . ?
C7B C8B 1.372(3) . ?
C8B C9B 1.419(4) . ?
C9B C10B 1.381(3) . ?
C10B H10B 0.9500 . ?
C11B H11D 0.9800 . ?
C11B H11E 0.9800 . ?
C11B H11F 0.9800 . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B C14B 1.395(3) . ?
C13B C18B 1.399(3) . ?
C14B H14B 0.9500 . ?
C14B C15B 1.391(3) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.387(4) . ?
C16B C17B 1.396(4) . ?
C16B C19B 1.509(3) . ?
C17B H17B 0.9500 . ?
C17B C18B 1.383(3) . ?
C18B H18B 0.9500 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20B C21B 1.392(3) . ?
C20B C25B 1.392(3) . ?
C21B H21B 0.9500 . ?
C21B C22B 1.394(4) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.386(4) . ?
C23B C24B 1.390(4) . ?
C23B C26B 1.513(4) . ?
C24B H24B 0.9500 . ?
C24B C25B 1.390(4) . ?
C25B H25B 0.9500 . ?
C26B H26D 0.9800 . ?
C26B H26E 0.9800 . ?
C26B H26F 0.9800 . ?
Cl1S C3S 1.722(4) . ?
Cl2S C3S 1.788(4) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
Cl4S C6S 1.799(7) . ?
Cl5S C6S 1.775(7) . ?
C6S H6SA 0.9900 . ?
C6S H6SB 0.9900 . ?
Cl7S C9S 1.714(6) . ?
Cl8S C9S 1.741(6) . ?
C9S H9SA 0.9900 . ?
C9S H9SB 0.9900 . ?
Cl10 C12S 1.769(5) . ?
Cl11 C12S 1.761(5) . ?
C12S H12G 0.9900 . ?
C12S H12H 0.9900 . ?
Cl1 C1C 1.7772 . ?
Cl4 C1C 1.7657 . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
Cl1M C12M 1.760(13) . ?
Cl2M C12M 1.735(14) . ?
C12M H12I 0.9900 . ?
C12M H12J 0.9900 . ?
Cl2 C1A 1.7770 . ?
Cl3 C1A 1.7655 . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
Cl4T C6T 1.7288 . ?
Cl5T C6T 1.7412 . ?
C6T H6TA 0.9900 . ?
C6T H6TB 0.9900 . ?

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
C8 O1 C11 116.46(19) . . ?
C9 O2 C12 117.0(2) . . ?
C2 N1 H1 118.4 . . ?
C2 N1 C6 123.2(2) . . ?
C6 N1 H1 118.4 . . ?
C2 C1 H1A 119.0 . . ?
C3 C1 H1A 119.0 2_766 . ?
C3 C1 C2 122.0(2) 2_766 . ?
N1 C2 C1 118.4(2) . . ?
N1 C2 C3 120.6(2) . . ?
C1 C2 C3 120.9(2) . . ?
C1 C3 C2 117.1(2) 2_766 . ?
C1 C3 C4 120.8(2) 2_766 . ?
C2 C3 C4 122.0(2) . . ?
C3 C4 C13 107.90(18) . . ?
C3 C4 C20 108.76(18) . . ?
C5 C4 C3 110.45(18) . . ?
C5 C4 C13 110.77(19) . . ?
C5 C4 C20 107.43(18) . . ?
C13 C4 C20 111.52(19) . . ?
C6 C5 C4 122.3(2) . . ?
C6 C5 C10 117.2(2) . . ?
C10 C5 C4 120.5(2) . . ?
N1 C6 C5 120.8(2) . . ?
N1 C6 C7 117.3(2) . . ?
C5 C6 C7 121.8(2) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 C6 120.0(2) . . ?
C8 C7 H7 120.0 . . ?
O1 C8 C7 125.3(2) . . ?
O1 C8 C9 115.4(2) . . ?
C7 C8 C9 119.3(2) . . ?
O2 C9 C8 115.0(2) . . ?
O2 C9 C10 125.2(2) . . ?
C10 C9 C8 119.8(2) . . ?
C5 C10 H10 119.0 . . ?
C9 C10 C5 122.0(2) . . ?
C9 C10 H10 119.0 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
O2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C4 120.7(2) . . ?
C18 C13 C4 121.5(2) . . ?
C18 C13 C14 117.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 C13 120.7(3) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.0 . . ?
C14 C15 C16 122.0(3) . . ?
C16 C15 H15 119.0 . . ?
C15 C16 C19 121.7(3) . . ?
C17 C16 C15 117.2(3) . . ?
C17 C16 C19 121.1(3) . . ?
C16 C17 H17 119.3 . . ?
C16 C17 C18 121.4(3) . . ?
C18 C17 H17 119.3 . . ?
C13 C18 H18 119.5 . . ?
C17 C18 C13 121.1(2) . . ?
C17 C18 H18 119.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C4 120.6(2) . . ?
C21 C20 C25 117.6(2) . . ?
C25 C20 C4 121.8(2) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.5(2) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 H22 119.5 . . ?
C21 C22 C23 121.0(2) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C26 121.4(3) . . ?
C24 C23 C22 117.7(2) . . ?
C24 C23 C26 120.9(3) . . ?
C23 C24 H24 119.3 . . ?
C23 C24 C25 121.5(3) . . ?
C25 C24 H24 119.3 . . ?
C20 C25 C24 120.7(2) . . ?
C20 C25 H25 119.6 . . ?
C24 C25 H25 119.6 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C8B O1B C11B 116.5(2) . . ?
C9B O2B C12B 116.8(2) . . ?
C2B N1B H1B 118.4 . . ?
C2B N1B C6B 123.3(2) . . ?
C6B N1B H1B 118.4 . . ?
C2B C1B H1BA 119.1 . . ?
C3B C1B H1BA 119.1 2_767 . ?
C3B C1B C2B 121.8(2) 2_767 . ?
N1B C2B C1B 118.4(2) . . ?
N1B C2B C3B 120.4(2) . . ?
C1B C2B C3B 121.2(2) . . ?
C1B C3B C2B 117.0(2) 2_767 . ?
C1B C3B C4B 121.2(2) 2_767 . ?
C2B C3B C4B 121.7(2) . . ?
C3B C4B C13B 105.25(17) . . ?
C3B C4B C20B 110.36(18) . . ?
C5B C4B C3B 110.54(18) . . ?
C5B C4B C13B 110.51(18) . . ?
C5B C4B C20B 107.22(17) . . ?
C20B C4B C13B 113.00(18) . . ?
C6B C5B C4B 122.2(2) . . ?
C6B C5B C10B 117.4(2) . . ?
C10B C5B C4B 120.4(2) . . ?
N1B C6B C5B 120.8(2) . . ?
N1B C6B C7B 117.4(2) . . ?
C5B C6B C7B 121.8(2) . . ?
C6B C7B H7B 120.1 . . ?
C8B C7B C6B 119.8(2) . . ?
C8B C7B H7B 120.1 . . ?
O1B C8B C7B 124.9(2) . . ?
O1B C8B C9B 115.7(2) . . ?
C7B C8B C9B 119.4(2) . . ?
O2B C9B C8B 115.1(2) . . ?
O2B C9B C10B 125.4(2) . . ?
C10B C9B C8B 119.5(2) . . ?
C5B C10B H10B 119.0 . . ?
C9B C10B C5B 122.0(2) . . ?
C9B C10B H10B 119.0 . . ?
O1B C11B H11D 109.5 . . ?
O1B C11B H11E 109.5 . . ?
O1B C11B H11F 109.5 . . ?
H11D C11B H11E 109.5 . . ?
H11D C11B H11F 109.5 . . ?
H11E C11B H11F 109.5 . . ?
O2B C12B H12D 109.5 . . ?
O2B C12B H12E 109.5 . . ?
O2B C12B H12F 109.5 . . ?
H12D C12B H12E 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C14B C13B C4B 120.8(2) . . ?
C14B C13B C18B 117.6(2) . . ?
C18B C13B C4B 121.3(2) . . ?
C13B C14B H14B 119.5 . . ?
C15B C14B C13B 121.0(2) . . ?
C15B C14B H14B 119.5 . . ?
C14B C15B H15B 119.4 . . ?
C16B C15B C14B 121.3(2) . . ?
C16B C15B H15B 119.4 . . ?
C15B C16B C17B 117.7(2) . . ?
C15B C16B C19B 121.9(2) . . ?
C17B C16B C19B 120.4(2) . . ?
C16B C17B H17B 119.3 . . ?
C18B C17B C16B 121.3(2) . . ?
C18B C17B H17B 119.3 . . ?
C13B C18B H18B 119.5 . . ?
C17B C18B C13B 121.0(2) . . ?
C17B C18B H18B 119.5 . . ?
C16B C19B H19D 109.5 . . ?
C16B C19B H19E 109.5 . . ?
C16B C19B H19F 109.5 . . ?
H19D C19B H19E 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
C21B C20B C4B 122.4(2) . . ?
C21B C20B C25B 117.9(2) . . ?
C25B C20B C4B 119.5(2) . . ?
C20B C21B H21B 119.5 . . ?
C20B C21B C22B 121.0(2) . . ?
C22B C21B H21B 119.5 . . ?
C21B C22B H22B 119.4 . . ?
C23B C22B C21B 121.1(3) . . ?
C23B C22B H22B 119.4 . . ?
C22B C23B C24B 117.9(2) . . ?
C22B C23B C26B 121.6(3) . . ?
C24B C23B C26B 120.5(3) . . ?
C23B C24B H24B 119.3 . . ?
C23B C24B C25B 121.3(3) . . ?
C25B C24B H24B 119.3 . . ?
C20B C25B H25B 119.6 . . ?
C24B C25B C20B 120.8(2) . . ?
C24B C25B H25B 119.6 . . ?
C23B C26B H26D 109.5 . . ?
C23B C26B H26E 109.5 . . ?
C23B C26B H26F 109.5 . . ?
H26D C26B H26E 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
Cl1S C3S Cl2S 111.6(2) . . ?
Cl1S C3S H3SA 109.3 . . ?
Cl1S C3S H3SB 109.3 . . ?
Cl2S C3S H3SA 109.3 . . ?
Cl2S C3S H3SB 109.3 . . ?
H3SA C3S H3SB 108.0 . . ?
Cl4S C6S H6SA 109.4 . . ?
Cl4S C6S H6SB 109.4 . . ?
Cl5S C6S Cl4S 111.2(5) . . ?
Cl5S C6S H6SA 109.4 . . ?
Cl5S C6S H6SB 109.4 . . ?
H6SA C6S H6SB 108.0 . . ?
Cl7S C9S Cl8S 117.6(3) . . ?
Cl7S C9S H9SA 107.9 . . ?
Cl7S C9S H9SB 107.9 . . ?
Cl8S C9S H9SA 107.9 . . ?
Cl8S C9S H9SB 107.9 . . ?
H9SA C9S H9SB 107.2 . . ?
Cl10 C12S H12G 109.2 . . ?
Cl10 C12S H12H 109.2 . . ?
Cl11 C12S Cl10 112.0(3) . . ?
Cl11 C12S H12G 109.2 . . ?
Cl11 C12S H12H 109.2 . . ?
H12G C12S H12H 107.9 . . ?
Cl1 C1C H1CA 109.5 . . ?
Cl1 C1C H1CB 109.5 . . ?
Cl4 C1C Cl1 110.8 . . ?
Cl4 C1C H1CA 109.5 . . ?
Cl4 C1C H1CB 109.5 . . ?
H1CA C1C H1CB 108.1 . . ?
Cl1M C12M H12I 110.0 . . ?
Cl1M C12M H12J 110.0 . . ?
Cl2M C12M Cl1M 108.5(9) . . ?
Cl2M C12M H12I 110.0 . . ?
Cl2M C12M H12J 110.0 . . ?
H12I C12M H12J 108.4 . . ?
Cl2 C1A H1AA 109.5 . . ?
Cl2 C1A H1AB 109.5 . . ?
Cl3 C1A Cl2 110.8 . . ?
Cl3 C1A H1AA 109.5 . . ?
Cl3 C1A H1AB 109.5 . . ?
H1AA C1A H1AB 108.1 . . ?
Cl4T C6T Cl5T 111.0 . . ?
Cl4T C6T H6TA 109.4 . . ?
Cl4T C6T H6TB 109.4 . . ?
Cl5T C6T H6TA 109.4 . . ?
Cl5T C6T H6TB 109.4 . . ?
H6TA C6T H6TB 108.0 . . ?

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 C8 C9 O2 -0.8(3) . . . . ?
O1 C8 C9 C10 178.3(2) . . . . ?
O2 C9 C10 C5 179.9(2) . . . . ?
N1 C2 C3 C1 179.3(2) . . . 2_766 ?
N1 C2 C3 C4 -3.9(3) . . . . ?
N1 C6 C7 C8 178.3(2) . . . . ?
C1 C2 C3 C1 -0.5(4) . . . 2_766 ?
C1 C2 C3 C4 176.4(2) . . . . ?
C1 C3 C4 C5 -175.1(2) 2_766 . . . ?
C1 C3 C4 C13 -53.8(3) 2_766 . . . ?
C1 C3 C4 C20 67.3(3) 2_766 . . . ?
C2 N1 C6 C5 3.1(4) . . . . ?
C2 N1 C6 C7 -176.0(2) . . . . ?
C2 C3 C4 C5 8.2(3) . . . . ?
C2 C3 C4 C13 129.4(2) . . . . ?
C2 C3 C4 C20 -109.5(2) . . . . ?
C3 C1 C2 N1 -179.3(2) 2_766 . . . ?
C3 C1 C2 C3 0.5(4) 2_766 . . . ?
C3 C4 C5 C6 -7.5(3) . . . . ?
C3 C4 C5 C10 172.9(2) . . . . ?
C3 C4 C13 C14 -89.2(3) . . . . ?
C3 C4 C13 C18 86.2(3) . . . . ?
C3 C4 C20 C21 -164.0(2) . . . . ?
C3 C4 C20 C25 19.0(3) . . . . ?
C4 C5 C6 N1 2.5(4) . . . . ?
C4 C5 C6 C7 -178.5(2) . . . . ?
C4 C5 C10 C9 178.5(2) . . . . ?
C4 C13 C14 C15 177.0(2) . . . . ?
C4 C13 C18 C17 -176.4(2) . . . . ?
C4 C20 C21 C22 -177.1(2) . . . . ?
C4 C20 C25 C24 177.7(2) . . . . ?
C5 C4 C13 C14 31.8(3) . . . . ?
C5 C4 C13 C18 -152.8(2) . . . . ?
C5 C4 C20 C21 76.4(3) . . . . ?
C5 C4 C20 C25 -100.6(3) . . . . ?
C5 C6 C7 C8 -0.7(4) . . . . ?
C6 N1 C2 C1 177.4(2) . . . . ?
C6 N1 C2 C3 -2.4(4) . . . . ?
C6 C5 C10 C9 -1.1(4) . . . . ?
C6 C7 C8 O1 -178.3(2) . . . . ?
C6 C7 C8 C9 0.4(4) . . . . ?
C7 C8 C9 O2 -179.6(2) . . . . ?
C7 C8 C9 C10 -0.5(4) . . . . ?
C8 C9 C10 C5 0.8(4) . . . . ?
C10 C5 C6 N1 -178.0(2) . . . . ?
C10 C5 C6 C7 1.0(4) . . . . ?
C11 O1 C8 C7 5.7(4) . . . . ?
C11 O1 C8 C9 -173.0(2) . . . . ?
C12 O2 C9 C8 179.2(3) . . . . ?
C12 O2 C9 C10 0.1(4) . . . . ?
C13 C4 C5 C6 -127.0(2) . . . . ?
C13 C4 C5 C10 53.5(3) . . . . ?
C13 C4 C20 C21 -45.1(3) . . . . ?
C13 C4 C20 C25 137.9(2) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C14 C13 C18 C17 -0.9(4) . . . . ?
C14 C15 C16 C17 -0.7(4) . . . . ?
C14 C15 C16 C19 179.4(3) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C16 C17 C18 C13 -0.4(4) . . . . ?
C18 C13 C14 C15 1.4(4) . . . . ?
C19 C16 C17 C18 -178.9(3) . . . . ?
C20 C4 C5 C6 110.9(2) . . . . ?
C20 C4 C5 C10 -68.6(3) . . . . ?
C20 C4 C13 C14 151.4(2) . . . . ?
C20 C4 C13 C18 -33.2(3) . . . . ?
C20 C21 C22 C23 -0.6(4) . . . . ?
C21 C20 C25 C24 0.7(4) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
C21 C22 C23 C26 -179.1(3) . . . . ?
C22 C23 C24 C25 0.3(4) . . . . ?
C23 C24 C25 C20 -0.9(4) . . . . ?
C25 C20 C21 C22 0.0(4) . . . . ?
C26 C23 C24 C25 179.8(3) . . . . ?
O1B C8B C9B O2B -1.8(4) . . . . ?
O1B C8B C9B C10B 177.8(2) . . . . ?
O2B C9B C10B C5B 179.3(2) . . . . ?
N1B C2B C3B C1B 177.4(2) . . . 2_767 ?
N1B C2B C3B C4B -5.7(3) . . . . ?
N1B C6B C7B C8B 179.5(2) . . . . ?
C1B C2B C3B C1B -1.5(3) . . . 2_767 ?
C1B C2B C3B C4B 175.3(2) . . . . ?
C1B C3B C4B C5B -172.7(2) 2_767 . . . ?
C1B C3B C4B C13B 67.9(3) 2_767 . . . ?
C1B C3B C4B C20B -54.3(3) 2_767 . . . ?
C2B N1B C6B C5B 7.1(3) . . . . ?
C2B N1B C6B C7B -171.8(2) . . . . ?
C2B C3B C4B C5B 10.6(3) . . . . ?
C2B C3B C4B C13B -108.7(2) . . . . ?
C2B C3B C4B C20B 129.0(2) . . . . ?
C3B C1B C2B N1B -177.4(2) 2_767 . . . ?
C3B C1B C2B C3B 1.6(4) 2_767 . . . ?
C3B C4B C5B C6B -7.4(3) . . . . ?
C3B C4B C5B C10B 172.9(2) . . . . ?
C3B C4B C13B C14B 93.0(2) . . . . ?
C3B C4B C13B C18B -81.3(2) . . . . ?
C3B C4B C20B C21B 147.8(2) . . . . ?
C3B C4B C20B C25B -38.1(3) . . . . ?
C4B C5B C6B N1B -0.7(3) . . . . ?
C4B C5B C6B C7B 178.1(2) . . . . ?
C4B C5B C10B C9B -178.4(2) . . . . ?
C4B C13B C14B C15B -174.8(2) . . . . ?
C4B C13B C18B C17B 175.6(2) . . . . ?
C4B C20B C21B C22B 175.1(2) . . . . ?
C4B C20B C25B C24B -175.4(2) . . . . ?
C5B C4B C13B C14B -26.4(3) . . . . ?
C5B C4B C13B C18B 159.3(2) . . . . ?
C5B C4B C20B C21B -91.7(3) . . . . ?
C5B C4B C20B C25B 82.3(3) . . . . ?
C5B C6B C7B C8B 0.6(4) . . . . ?
C6B N1B C2B C1B 175.1(2) . . . . ?
C6B N1B C2B C3B -3.8(3) . . . . ?
C6B C5B C10B C9B 2.0(4) . . . . ?
C6B C7B C8B O1B -177.9(2) . . . . ?
C6B C7B C8B C9B 1.3(4) . . . . ?
C7B C8B C9B O2B 179.0(2) . . . . ?
C7B C8B C9B C10B -1.5(4) . . . . ?
C8B C9B C10B C5B -0.2(4) . . . . ?
C10B C5B C6B N1B 178.9(2) . . . . ?
C10B C5B C6B C7B -2.2(3) . . . . ?
C11B O1B C8B C7B -3.1(4) . . . . ?
C11B O1B C8B C9B 177.6(3) . . . . ?
C12B O2B C9B C8B -173.7(3) . . . . ?
C12B O2B C9B C10B 6.8(4) . . . . ?
C13B C4B C5B C6B 108.7(2) . . . . ?
C13B C4B C5B C10B -71.0(3) . . . . ?
C13B C4B C20B C21B 30.3(3) . . . . ?
C13B C4B C20B C25B -155.6(2) . . . . ?
C13B C14B C15B C16B -1.0(4) . . . . ?
C14B C13B C18B C17B 1.1(3) . . . . ?
C14B C15B C16B C17B 1.4(4) . . . . ?
C14B C15B C16B C19B -177.8(2) . . . . ?
C15B C16B C17B C18B -0.5(4) . . . . ?
C16B C17B C18B C13B -0.8(4) . . . . ?
C18B C13B C14B C15B -0.3(3) . . . . ?
C19B C16B C17B C18B 178.7(2) . . . . ?
C20B C4B C5B C6B -127.8(2) . . . . ?
C20B C4B C5B C10B 52.6(3) . . . . ?
C20B C4B C13B C14B -146.5(2) . . . . ?
C20B C4B C13B C18B 39.2(3) . . . . ?
C20B C21B C22B C23B 0.3(4) . . . . ?
C21B C20B C25B C24B -1.1(4) . . . . ?
C21B C22B C23B C24B -1.2(4) . . . . ?
C21B C22B C23B C26B 178.9(3) . . . . ?
C22B C23B C24B C25B 1.1(4) . . . . ?
C23B C24B C25B C20B 0.1(4) . . . . ?
C25B C20B C21B C22B 0.9(4) . . . . ?
C26B C23B C24B C25B -179.1(3) . . . . ?

_olex2_submission_original_sample_id LFB_ML_230201_V_2116
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_ml96a
_database_code_depnum_ccdc_archive 'CCDC 2268665'
loop_
_audit_author_name
_audit_author_address
'Mingwan Leng'
;Texas AM University
United States of America
;
_audit_update_record             
;
2023-06-09 deposited with the CCDC.	2023-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-10-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H70 N2'
_chemical_formula_sum            'C48 H70 N2'
_chemical_formula_weight         675.06
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.6382(14)
_cell_length_b                   10.7607(6)
_cell_length_c                   18.6232(18)
_cell_angle_alpha                90
_cell_angle_beta                 124.7450(10)
_cell_angle_gamma                90
_cell_volume                     4057.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9524
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      29.966
_cell_measurement_theta_min      2.200
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.063
_exptl_absorpt_correction_T_max  0.4820
_exptl_absorpt_correction_T_min  0.4545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1186 before and 0.0644 after correction.
The Ratio of minimum to maximum transmission is 0.9429.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 0.00 0.00 0.0660
1.00 0.00 0.00 0.0780
-1.00 1.00 1.00 0.0860
1.00 -1.00 -1.00 0.1300
1.00 1.00 -1.00 0.1030
0.00 -1.00 0.00 0.1370
-2.00 -2.00 3.00 0.1170
2.00 0.00 -3.00 0.1870
-2.00 0.00 3.00 0.1500

_exptl_crystal_size_max          0.338
_exptl_crystal_size_mid          0.277
_exptl_crystal_size_min          0.156
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            118779
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         2.143
_diffrn_ambient_temperature      110.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker QUEST PHOTON-II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4049
_reflns_number_total             4655
_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       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.038
_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     230
_refine_ls_number_reflns         4655
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.031
_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)+(0.0449P)²+3.1199P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0926
_refine_ls_wR_factor_ref         0.0989
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B),
 C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C12(H12)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C18(H18A,H18B,H18C), C24(H24A,H24B,
 H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.15612(4) 0.21704(8) 0.32733(5) 0.01606(18) Uani 1 1 d . . . . .
C1 C 0.20228(5) 0.23800(9) 0.40939(6) 0.01406(19) Uani 1 1 d . . . . .
C2 C 0.26278(5) 0.30576(9) 0.44001(6) 0.01380(19) Uani 1 1 d . . . . .
C3 C 0.27002(5) 0.37529(9) 0.37446(6) 0.01343(19) Uani 1 1 d . . . . .
C4 C 0.21668(5) 0.33665(9) 0.27956(6) 0.01387(19) Uani 1 1 d . . . . .
C5 C 0.16405(5) 0.25952(9) 0.26279(6) 0.01465(19) Uani 1 1 d . . . . .
C6 C 0.21695(5) 0.37651(9) 0.20732(6) 0.0158(2) Uani 1 1 d . . . . .
C7 C 0.16712(5) 0.33429(10) 0.12410(6) 0.0187(2) Uani 1 1 d . . . . .
H7 H 0.167335 0.360968 0.075633 0.022 Uiso 1 1 calc R U . . .
C8 C 0.11737(5) 0.25514(10) 0.10920(6) 0.0190(2) Uani 1 1 d . . . . .
H8 H 0.085134 0.226844 0.051622 0.023 Uiso 1 1 calc R U . . .
C9 C 0.11447(5) 0.21722(9) 0.17779(6) 0.0170(2) Uani 1 1 d . . . . .
C10 C 0.06051(5) 0.13166(10) 0.16261(7) 0.0222(2) Uani 1 1 d . . . . .
H10A H 0.079823 0.052287 0.192171 0.033 Uiso 1 1 calc R U . . .
H10B H 0.029070 0.117254 0.099763 0.033 Uiso 1 1 calc R U . . .
H10C H 0.037506 0.169738 0.186002 0.033 Uiso 1 1 calc R U . . .
C11 C 0.26766(5) 0.46082(10) 0.21071(7) 0.0191(2) Uani 1 1 d . . . . .
H11A H 0.278200 0.529470 0.251284 0.029 Uiso 1 1 calc R U . . .
H11B H 0.249699 0.494204 0.152275 0.029 Uiso 1 1 calc R U . . .
H11C H 0.307854 0.413274 0.230777 0.029 Uiso 1 1 calc R U . . .
C12 C 0.30787(5) 0.31392(9) 0.52731(6) 0.0158(2) Uani 1 1 d . . . . .
H12 H 0.348245 0.355782 0.548236 0.019 Uiso 1 1 calc R U . . .
C13 C 0.26184(5) 0.51590(9) 0.38652(6) 0.01523(19) Uani 1 1 d . . . . .
H13A H 0.301192 0.543255 0.443506 0.018 Uiso 1 1 calc R U . . .
H13B H 0.261097 0.563294 0.340396 0.018 Uiso 1 1 calc R U . . .
C14 C 0.20023(5) 0.54998(9) 0.38325(7) 0.0168(2) Uani 1 1 d . . . . .
H14A H 0.161364 0.506893 0.333422 0.020 Uiso 1 1 calc R U . . .
H14B H 0.205668 0.521769 0.437602 0.020 Uiso 1 1 calc R U . . .
C15 C 0.18845(5) 0.68993(9) 0.37326(7) 0.0171(2) Uani 1 1 d . . . . .
H15A H 0.229324 0.732384 0.419883 0.021 Uiso 1 1 calc R U . . .
H15B H 0.179457 0.715969 0.316440 0.021 Uiso 1 1 calc R U . . .
C16 C 0.13156(5) 0.73259(10) 0.37773(7) 0.0187(2) Uani 1 1 d . . . . .
H16A H 0.142511 0.714689 0.436754 0.022 Uiso 1 1 calc R U . . .
H16B H 0.091530 0.684367 0.335072 0.022 Uiso 1 1 calc R U . . .
C17 C 0.11657(5) 0.87057(10) 0.35862(7) 0.0202(2) Uani 1 1 d . . . . .
H17A H 0.102414 0.887165 0.297981 0.024 Uiso 1 1 calc R U . . .
H17B H 0.157573 0.918333 0.398319 0.024 Uiso 1 1 calc R U . . .
C18 C 0.06314(5) 0.91659(11) 0.36947(8) 0.0249(2) Uani 1 1 d . . . . .
H18A H 0.023074 0.866714 0.332831 0.037 Uiso 1 1 calc R U . . .
H18B H 0.053315 1.003955 0.351733 0.037 Uiso 1 1 calc R U . . .
H18C H 0.078680 0.908694 0.430811 0.037 Uiso 1 1 calc R U . . .
C19 C 0.34087(5) 0.35374(9) 0.39830(6) 0.01509(19) Uani 1 1 d . . . . .
H19A H 0.348849 0.413361 0.364765 0.018 Uiso 1 1 calc R U . . .
H19B H 0.372957 0.372525 0.461109 0.018 Uiso 1 1 calc R U . . .
C20 C 0.35432(5) 0.22268(9) 0.38067(7) 0.0168(2) Uani 1 1 d . . . . .
H20A H 0.318726 0.198503 0.320166 0.020 Uiso 1 1 calc R U . . .
H20B H 0.353498 0.163845 0.420915 0.020 Uiso 1 1 calc R U . . .
C21 C 0.42085(5) 0.21256(10) 0.39259(7) 0.0182(2) Uani 1 1 d . . . . .
H21A H 0.420804 0.268969 0.350554 0.022 Uiso 1 1 calc R U . . .
H21B H 0.456105 0.240696 0.452227 0.022 Uiso 1 1 calc R U . . .
C22 C 0.43676(5) 0.08112(10) 0.37921(7) 0.0188(2) Uani 1 1 d . . . . .
H22A H 0.443437 0.027216 0.426705 0.023 Uiso 1 1 calc R U . . .
H22B H 0.398519 0.048211 0.323242 0.023 Uiso 1 1 calc R U . . .
C23 C 0.49806(5) 0.07459(10) 0.37802(7) 0.0228(2) Uani 1 1 d . . . . .
H23A H 0.490981 0.127080 0.329699 0.027 Uiso 1 1 calc R U . . .
H23B H 0.536087 0.109261 0.433445 0.027 Uiso 1 1 calc R U . . .
C24 C 0.51492(6) -0.05682(12) 0.36663(9) 0.0302(3) Uani 1 1 d . . . . .
H24A H 0.478094 -0.090903 0.310963 0.045 Uiso 1 1 calc R U . . .
H24B H 0.522749 -0.109138 0.414753 0.045 Uiso 1 1 calc R U . . .
H24C H 0.554784 -0.055004 0.366843 0.045 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.3033(13) . ?
N1 C5 1.3997(12) . ?
C1 C2 1.4524(13) . ?
C1 C12 1.4491(13) 7_556 ?
C2 C3 1.5265(13) . ?
C2 C12 1.3515(13) . ?
C3 C4 1.5414(13) . ?
C3 C13 1.5596(13) . ?
C3 C19 1.5539(13) . ?
C4 C5 1.4164(13) . ?
C4 C6 1.4158(13) . ?
C5 C9 1.4146(13) . ?
C6 C7 1.3953(14) . ?
C6 C11 1.5158(13) . ?
C7 H7 0.9500 . ?
C7 C8 1.3846(15) . ?
C8 H8 0.9500 . ?
C8 C9 1.3811(14) . ?
C9 C10 1.5056(14) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5289(13) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5248(13) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.5216(13) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.5224(14) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.5236(14) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.5265(13) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.5277(13) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.5257(14) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.5247(13) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.5224(16) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C5 119.66(8) . . ?
N1 C1 C2 124.16(9) . . ?
N1 C1 C12 116.57(9) . 7_556 ?
C12 C1 C2 119.24(9) 7_556 . ?
C1 C2 C3 119.58(8) . . ?
C12 C2 C1 117.45(8) . . ?
C12 C2 C3 122.66(8) . . ?
C2 C3 C4 111.89(8) . . ?
C2 C3 C13 106.07(7) . . ?
C2 C3 C19 108.83(8) . . ?
C4 C3 C13 109.34(8) . . ?
C4 C3 C19 111.86(7) . . ?
C19 C3 C13 108.66(7) . . ?
C5 C4 C3 119.08(8) . . ?
C6 C4 C3 123.03(8) . . ?
C6 C4 C5 117.88(9) . . ?
N1 C5 C4 124.07(9) . . ?
N1 C5 C9 113.69(8) . . ?
C9 C5 C4 122.24(9) . . ?
C4 C6 C11 126.29(9) . . ?
C7 C6 C4 118.63(9) . . ?
C7 C6 C11 115.07(9) . . ?
C6 C7 H7 118.6 . . ?
C8 C7 C6 122.75(9) . . ?
C8 C7 H7 118.6 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.19(9) . . ?
C9 C8 H8 119.9 . . ?
C5 C9 C10 120.92(9) . . ?
C8 C9 C5 118.24(9) . . ?
C8 C9 C10 120.84(9) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C6 C11 H11A 109.5 . . ?
C6 C11 H11B 109.5 . . ?
C6 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C1 C12 H12 118.4 7_556 . ?
C2 C12 C1 123.29(9) . 7_556 ?
C2 C12 H12 118.4 . . ?
C3 C13 H13A 108.4 . . ?
C3 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C14 C13 C3 115.71(8) . . ?
C14 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 C13 110.94(8) . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C14 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C16 C15 C14 114.11(8) . . ?
C16 C15 H15A 108.7 . . ?
C16 C15 H15B 108.7 . . ?
C15 C16 H16A 109.0 . . ?
C15 C16 H16B 109.0 . . ?
C15 C16 C17 112.95(8) . . ?
H16A C16 H16B 107.8 . . ?
C17 C16 H16A 109.0 . . ?
C17 C16 H16B 109.0 . . ?
C16 C17 H17A 108.9 . . ?
C16 C17 H17B 108.9 . . ?
C16 C17 C18 113.51(9) . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C3 C19 H19A 108.5 . . ?
C3 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C20 C19 C3 114.99(8) . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C19 C20 H20A 109.1 . . ?
C19 C20 H20B 109.1 . . ?
C19 C20 C21 112.40(8) . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.1 . . ?
C21 C20 H20B 109.1 . . ?
C20 C21 H21A 108.9 . . ?
C20 C21 H21B 108.9 . . ?
H21A C21 H21B 107.7 . . ?
C22 C21 C20 113.37(8) . . ?
C22 C21 H21A 108.9 . . ?
C22 C21 H21B 108.9 . . ?
C21 C22 H22A 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.8 . . ?
C23 C22 C21 113.20(9) . . ?
C23 C22 H22A 108.9 . . ?
C23 C22 H22B 108.9 . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
C24 C23 C22 113.33(9) . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 10.03(14) . . . . ?
N1 C1 C2 C12 -176.23(9) . . . . ?
N1 C5 C9 C8 179.26(9) . . . . ?
N1 C5 C9 C10 -1.60(14) . . . . ?
C1 N1 C5 C4 -6.94(14) . . . . ?
C1 N1 C5 C9 172.48(9) . . . . ?
C1 C2 C3 C4 -13.94(12) . . . . ?
C1 C2 C3 C13 105.20(9) . . . . ?
C1 C2 C3 C19 -138.06(9) . . . . ?
C1 C2 C12 C1 -1.90(16) . . . 7_556 ?
C2 C3 C4 C5 8.66(12) . . . . ?
C2 C3 C4 C6 -172.50(8) . . . . ?
C2 C3 C13 C14 -51.69(10) . . . . ?
C2 C3 C19 C20 71.05(10) . . . . ?
C3 C2 C12 C1 171.64(9) . . . 7_556 ?
C3 C4 C5 N1 1.36(14) . . . . ?
C3 C4 C5 C9 -178.01(9) . . . . ?
C3 C4 C6 C7 178.73(9) . . . . ?
C3 C4 C6 C11 -0.09(15) . . . . ?
C3 C13 C14 C15 -166.09(8) . . . . ?
C3 C19 C20 C21 171.54(8) . . . . ?
C4 C3 C13 C14 69.12(10) . . . . ?
C4 C3 C19 C20 -53.08(11) . . . . ?
C4 C5 C9 C8 -1.31(15) . . . . ?
C4 C5 C9 C10 177.83(9) . . . . ?
C4 C6 C7 C8 0.08(15) . . . . ?
C5 N1 C1 C2 1.00(14) . . . . ?
C5 N1 C1 C12 -177.09(8) . . . 7_556 ?
C5 C4 C6 C7 -2.43(14) . . . . ?
C5 C4 C6 C11 178.76(9) . . . . ?
C6 C4 C5 N1 -177.53(9) . . . . ?
C6 C4 C5 C9 3.10(14) . . . . ?
C6 C7 C8 C9 1.78(16) . . . . ?
C7 C8 C9 C5 -1.14(15) . . . . ?
C7 C8 C9 C10 179.71(10) . . . . ?
C11 C6 C7 C8 179.02(9) . . . . ?
C12 C1 C2 C3 -171.92(8) 7_556 . . . ?
C12 C1 C2 C12 1.82(15) 7_556 . . . ?
C12 C2 C3 C4 172.66(9) . . . . ?
C12 C2 C3 C13 -68.20(11) . . . . ?
C12 C2 C3 C19 48.54(12) . . . . ?
C13 C3 C4 C5 -108.53(9) . . . . ?
C13 C3 C4 C6 70.30(11) . . . . ?
C13 C3 C19 C20 -173.88(8) . . . . ?
C13 C14 C15 C16 -174.76(8) . . . . ?
C14 C15 C16 C17 -174.30(9) . . . . ?
C15 C16 C17 C18 -175.72(9) . . . . ?
C19 C3 C4 C5 131.07(9) . . . . ?
C19 C3 C4 C6 -50.10(12) . . . . ?
C19 C3 C13 C14 -168.55(8) . . . . ?
C19 C20 C21 C22 177.49(8) . . . . ?
C20 C21 C22 C23 171.64(9) . . . . ?
C21 C22 C23 C24 178.76(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
