# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_tbudhbpy01
_database_code_depnum_ccdc_archive 'CCDC 1984949'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H48 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         564.78

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   10.0611(10)
_cell_length_b                   11.5414(11)
_cell_length_c                   15.8166(15)
_cell_angle_alpha                77.316(7)
_cell_angle_beta                 74.707(7)
_cell_angle_gamma                65.801(7)
_cell_volume                     1602.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3519
_cell_measurement_theta_min      2.9200
_cell_measurement_theta_max      68.3360
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.051
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             612

_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec Microfocus I\mS'
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multi-layer mirror'

_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            5760
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0671
_diffrn_reflns_theta_min         2.92
_diffrn_reflns_theta_max         68.33
_diffrn_reflns_theta_full        68.33
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19

_refine_special_details          'Refined as a 2-component twin.,Twin'

_reflns_number_total             5760
_reflns_number_gt                4524
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_gt          0.1993
_refine_ls_wR_factor_ref         0.2099
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_number_reflns         5760
_refine_ls_number_parameters     400
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0910P)²+2.0857P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.322
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.1689(3) 0.4631(3) 0.28978(19) 0.0269(6) Uani d . . . 1 . .
H H1 0.205(8) 0.413(7) 0.343(4) 0.07(2) Uiso d . . . 1 . .
O O2 0.4704(3) 0.1239(3) 0.28873(19) 0.0306(7) Uani d . . . 1 . .
H H2 0.410(7) 0.162(6) 0.346(4) 0.064(19) Uiso d . . . 1 . .
N N1 0.1153(4) 0.3372(3) 0.4421(2) 0.0242(7) Uani d . . . 1 . .
N N2 0.4148(4) 0.1949(3) 0.4434(2) 0.0262(8) Uani d . . . 1 . .
C C1 0.0308(4) 0.4834(4) 0.2795(3) 0.0231(8) Uani d . . . 1 . .
C C2 -0.0117(4) 0.5437(4) 0.1979(3) 0.0216(8) Uani d . . . 1 . .
C C3 -0.1512(4) 0.5583(4) 0.1884(3) 0.0230(8) Uani d . . . 1 . .
H H3 -0.180455 0.598816 0.133575 0.028 Uiso calc U . R 1 . .
C C4 -0.2516(4) 0.5169(4) 0.2548(3) 0.0245(8) Uani d . . . 1 . .
C C5 -0.2075(4) 0.4630(4) 0.3348(3) 0.0257(9) Uani d . . . 1 . .
H H5 -0.274161 0.436199 0.381681 0.031 Uiso calc U . R 1 . .
C C6 -0.0692(4) 0.4460(4) 0.3501(3) 0.0236(8) Uani d . . . 1 . .
C C7 -0.0302(5) 0.3850(4) 0.4368(3) 0.0243(8) Uani d . . . 1 . .
C C8 -0.1380(5) 0.3765(4) 0.5127(3) 0.0282(9) Uani d . . . 1 . .
H H8 -0.240652 0.415287 0.510317 0.034 Uiso calc U . R 1 . .
C C9 -0.0930(5) 0.3115(4) 0.5899(3) 0.0330(10) Uani d . . . 1 . .
H H9 -0.165027 0.303471 0.641162 0.04 Uiso calc U . R 1 . .
C C10 0.0554(5) 0.2577(4) 0.5944(3) 0.0305(9) Uani d . . . 1 . .
H H10 0.087181 0.210592 0.647545 0.037 Uiso calc U . R 1 . .
C C11 0.1569(5) 0.2741(4) 0.5192(3) 0.0259(9) Uani d . . . 1 . .
C C12 0.3183(5) 0.2255(4) 0.5198(3) 0.0247(8) Uani d . . . 1 . .
C C13 0.3674(5) 0.2114(4) 0.5976(3) 0.0329(10) Uani d . . . 1 . .
H H13 0.29851 0.237465 0.650378 0.039 Uiso calc U . R 1 . .
C C14 0.5172(5) 0.1591(5) 0.5961(3) 0.0366(11) Uani d . . . 1 . .
H H14 0.553087 0.144282 0.648871 0.044 Uiso calc U . R 1 . .
C C15 0.6161(5) 0.1278(4) 0.5176(3) 0.0320(10) Uani d . . . 1 . .
H H15 0.720097 0.092803 0.515952 0.038 Uiso calc U . R 1 . .
C C16 0.5614(5) 0.1484(4) 0.4406(3) 0.0265(9) Uani d . . . 1 . .
C C17 0.6624(5) 0.1208(4) 0.3540(3) 0.0253(9) Uani d . . . 1 . .
C C18 0.8106(5) 0.1098(4) 0.3429(3) 0.0262(9) Uani d . . . 1 . .
H H18 0.842174 0.121244 0.390961 0.031 Uiso calc U . R 1 . .
C C19 0.9114(5) 0.0831(4) 0.2649(3) 0.0254(9) Uani d . . . 1 . .
C C20 0.8601(4) 0.0654(4) 0.1963(3) 0.0257(9) Uani d . . . 1 . .
H H20 0.928912 0.044498 0.142594 0.031 Uiso calc U . R 1 . .
C C21 0.7154(4) 0.0765(4) 0.2015(3) 0.0244(8) Uani d . . . 1 . .
C C22 0.6142(4) 0.1076(4) 0.2824(3) 0.0260(9) Uani d . . . 1 . .
C C23 0.0938(4) 0.5917(4) 0.1219(3) 0.0237(8) Uani d . . . 1 . .
C C24 0.1267(5) 0.6922(4) 0.1529(3) 0.0306(9) Uani d . . . 1 . .
H H24A 0.033688 0.764114 0.169037 0.046 Uiso calc U . R 1 . .
H H24B 0.193526 0.723092 0.105104 0.046 Uiso calc U . R 1 . .
H H24C 0.174111 0.653704 0.204422 0.046 Uiso calc U . R 1 . .
C C25 0.2379(5) 0.4781(4) 0.0945(3) 0.0303(9) Uani d . . . 1 . .
H H25A 0.288817 0.439346 0.144542 0.045 Uiso calc U . R 1 . .
H H25B 0.302822 0.508509 0.044954 0.045 Uiso calc U . R 1 . .
H H25C 0.213846 0.414156 0.076405 0.045 Uiso calc U . R 1 . .
C C26 0.0252(4) 0.6553(4) 0.0401(3) 0.0247(8) Uani d . . . 1 . .
H H26A -0.000713 0.594507 0.019572 0.037 Uiso calc U . R 1 . .
H H26B 0.096901 0.6817 -0.006766 0.037 Uiso calc U . R 1 . .
H H26C -0.064567 0.730685 0.054788 0.037 Uiso calc U . R 1 . .
C C27 -0.3978(5) 0.5268(4) 0.2363(3) 0.0286(9) Uani d . . . 1 . .
C C28 -0.3643(5) 0.4282(4) 0.1755(3) 0.0345(10) Uani d . . . 1 . .
H H28A -0.297585 0.443895 0.120564 0.052 Uiso calc U . R 1 . .
H H28B -0.457217 0.435545 0.161827 0.052 Uiso calc U . R 1 . .
H H28C -0.316752 0.341991 0.2049 0.052 Uiso calc U . R 1 . .
C C29 -0.4777(5) 0.6613(4) 0.1908(4) 0.0394(11) Uani d . . . 1 . .
H H29A -0.491518 0.725671 0.227043 0.059 Uiso calc U . R 1 . .
H H29B -0.574839 0.66836 0.183882 0.059 Uiso calc U . R 1 . .
H H29C -0.417816 0.675429 0.132599 0.059 Uiso calc U . R 1 . .
C C30 -0.5036(5) 0.5001(5) 0.3205(3) 0.0377(11) Uani d . . . 1 . .
H H30A -0.457257 0.412491 0.348404 0.057 Uiso calc U . R 1 . .
H H30B -0.596422 0.509799 0.305443 0.057 Uiso calc U . R 1 . .
H H30C -0.524944 0.560772 0.361485 0.057 Uiso calc U . R 1 . .
C C31 1.0713(5) 0.0776(4) 0.2506(3) 0.0268(9) Uani d . . . 1 . .
C C32 1.1089(5) 0.0845(5) 0.3361(3) 0.0346(10) Uani d . . . 1 . .
H H32A 1.044658 0.167358 0.356982 0.052 Uiso calc U . R 1 . .
H H32B 1.213067 0.075302 0.325284 0.052 Uiso calc U . R 1 . .
H H32C 1.093299 0.015408 0.380956 0.052 Uiso calc U . R 1 . .
C C33 1.1814(5) -0.0487(4) 0.2165(3) 0.0322(10) Uani d . . . 1 . .
H H33A 1.171705 -0.120684 0.260483 0.048 Uiso calc U . R 1 . .
H H33B 1.282894 -0.051156 0.206053 0.048 Uiso calc U . R 1 . .
H H33C 1.160003 -0.055084 0.161073 0.048 Uiso calc U . R 1 . .
C C34 1.0876(5) 0.1898(4) 0.1816(3) 0.0343(10) Uani d . . . 1 . .
H H34A 1.074427 0.179636 0.124749 0.051 Uiso calc U . R 1 . .
H H34B 1.186646 0.191022 0.174901 0.051 Uiso calc U . R 1 . .
H H34C 1.012004 0.270488 0.200919 0.051 Uiso calc U . R 1 . .
C C35 0.6664(4) 0.0576(4) 0.1226(3) 0.0252(9) Uani d . . . 1 . .
C C36 0.6124(5) -0.0545(4) 0.1500(3) 0.0306(10) Uani d . . . 1 . .
H H36A 0.693005 -0.132444 0.168068 0.046 Uiso calc U . R 1 . .
H H36B 0.582244 -0.067602 0.099876 0.046 Uiso calc U . R 1 . .
H H36C 0.527444 -0.034863 0.19948 0.046 Uiso calc U . R 1 . .
C C37 0.5424(5) 0.1798(4) 0.0927(3) 0.0313(10) Uani d . . . 1 . .
H H37A 0.456502 0.200869 0.141523 0.047 Uiso calc U . R 1 . .
H H37B 0.513297 0.166119 0.042399 0.047 Uiso calc U . R 1 . .
H H37C 0.578164 0.25045 0.075115 0.047 Uiso calc U . R 1 . .
C C38 0.7950(5) 0.0255(4) 0.0434(3) 0.0290(9) Uani d . . . 1 . .
H H38A 0.831267 0.095844 0.024467 0.043 Uiso calc U . R 1 . .
H H38B 0.760504 0.013451 -0.005294 0.043 Uiso calc U . R 1 . .
H H38C 0.875682 -0.053405 0.060216 0.043 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.359(5) ?
O1 H1 . 0.97(7) ?
O2 C22 . 1.360(5) ?
O2 H2 . 1.03(6) ?
N1 C11 . 1.350(5) ?
N1 C7 . 1.355(5) ?
N2 C16 . 1.338(5) ?
N2 C12 . 1.348(5) ?
C1 C2 . 1.410(6) ?
C1 C6 . 1.414(6) ?
C2 C3 . 1.388(5) ?
C2 C23 . 1.546(5) ?
C3 C4 . 1.402(6) ?
C3 H3 . 0.95 ?
C4 C5 . 1.382(6) ?
C4 C27 . 1.528(6) ?
C5 C6 . 1.403(6) ?
C5 H5 . 0.95 ?
C6 C7 . 1.470(6) ?
C7 C8 . 1.405(6) ?
C8 C9 . 1.368(6) ?
C8 H8 . 0.95 ?
C9 C10 . 1.377(6) ?
C9 H9 . 0.95 ?
C10 C11 . 1.382(6) ?
C10 H10 . 0.95 ?
C11 C12 . 1.487(5) ?
C12 C13 . 1.397(6) ?
C13 C14 . 1.370(7) ?
C13 H13 . 0.95 ?
C14 C15 . 1.382(6) ?
C14 H14 . 0.95 ?
C15 C16 . 1.402(6) ?
C15 H15 . 0.95 ?
C16 C17 . 1.483(6) ?
C17 C22 . 1.402(6) ?
C17 C18 . 1.410(6) ?
C18 C19 . 1.376(6) ?
C18 H18 . 0.95 ?
C19 C20 . 1.401(6) ?
C19 C31 . 1.540(6) ?
C20 C21 . 1.390(6) ?
C20 H20 . 0.95 ?
C21 C22 . 1.420(6) ?
C21 C35 . 1.543(6) ?
C23 C26 . 1.527(5) ?
C23 C24 . 1.532(6) ?
C23 C25 . 1.539(5) ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 C28 . 1.527(6) ?
C27 C30 . 1.531(6) ?
C27 C29 . 1.537(6) ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C32 . 1.523(6) ?
C31 C33 . 1.533(6) ?
C31 C34 . 1.535(6) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C38 . 1.529(5) ?
C35 C37 . 1.531(6) ?
C35 C36 . 1.537(6) ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H1 . . 121.(4) ?
C22 O2 H2 . . 108.(4) ?
C11 N1 C7 . . 119.6(4) ?
C16 N2 C12 . . 120.4(4) ?
O1 C1 C2 . . 119.0(4) ?
O1 C1 C6 . . 120.4(4) ?
C2 C1 C6 . . 120.6(4) ?
C3 C2 C1 . . 117.5(4) ?
C3 C2 C23 . . 121.5(4) ?
C1 C2 C23 . . 121.0(3) ?
C2 C3 C4 . . 124.2(4) ?
C2 C3 H3 . . 117.9 ?
C4 C3 H3 . . 117.9 ?
C5 C4 C3 . . 116.2(4) ?
C5 C4 C27 . . 123.0(4) ?
C3 C4 C27 . . 120.7(4) ?
C4 C5 C6 . . 123.2(4) ?
C4 C5 H5 . . 118.4 ?
C6 C5 H5 . . 118.4 ?
C5 C6 C1 . . 118.1(4) ?
C5 C6 C7 . . 119.5(4) ?
C1 C6 C7 . . 122.3(4) ?
N1 C7 C8 . . 120.1(4) ?
N1 C7 C6 . . 117.7(4) ?
C8 C7 C6 . . 122.2(4) ?
C9 C8 C7 . . 119.0(4) ?
C9 C8 H8 . . 120.5 ?
C7 C8 H8 . . 120.5 ?
C8 C9 C10 . . 120.8(4) ?
C8 C9 H9 . . 119.6 ?
C10 C9 H9 . . 119.6 ?
C9 C10 C11 . . 118.0(4) ?
C9 C10 H10 . . 121.0 ?
C11 C10 H10 . . 121.0 ?
N1 C11 C10 . . 122.3(4) ?
N1 C11 C12 . . 116.3(4) ?
C10 C11 C12 . . 121.4(4) ?
N2 C12 C13 . . 121.4(4) ?
N2 C12 C11 . . 117.9(4) ?
C13 C12 C11 . . 120.7(4) ?
C14 C13 C12 . . 118.5(4) ?
C14 C13 H13 . . 120.7 ?
C12 C13 H13 . . 120.7 ?
C13 C14 C15 . . 119.9(4) ?
C13 C14 H14 . . 120.0 ?
C15 C14 H14 . . 120.0 ?
C14 C15 C16 . . 119.3(4) ?
C14 C15 H15 . . 120.3 ?
C16 C15 H15 . . 120.3 ?
N2 C16 C15 . . 120.3(4) ?
N2 C16 C17 . . 118.1(4) ?
C15 C16 C17 . . 121.6(4) ?
C22 C17 C18 . . 118.9(4) ?
C22 C17 C16 . . 122.0(4) ?
C18 C17 C16 . . 119.0(4) ?
C19 C18 C17 . . 122.5(4) ?
C19 C18 H18 . . 118.8 ?
C17 C18 H18 . . 118.8 ?
C18 C19 C20 . . 116.6(4) ?
C18 C19 C31 . . 122.8(4) ?
C20 C19 C31 . . 120.5(4) ?
C21 C20 C19 . . 124.4(4) ?
C21 C20 H20 . . 117.8 ?
C19 C20 H20 . . 117.8 ?
C20 C21 C22 . . 117.0(4) ?
C20 C21 C35 . . 121.5(4) ?
C22 C21 C35 . . 121.5(4) ?
O2 C22 C17 . . 121.0(4) ?
O2 C22 C21 . . 118.5(4) ?
C17 C22 C21 . . 120.5(4) ?
C26 C23 C24 . . 107.2(3) ?
C26 C23 C25 . . 107.5(3) ?
C24 C23 C25 . . 111.0(4) ?
C26 C23 C2 . . 112.4(3) ?
C24 C23 C2 . . 109.0(3) ?
C25 C23 C2 . . 109.8(3) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C23 C26 H26A . . 109.5 ?
C23 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C23 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C28 C27 C4 . . 108.8(3) ?
C28 C27 C30 . . 107.8(4) ?
C4 C27 C30 . . 112.5(4) ?
C28 C27 C29 . . 109.0(4) ?
C4 C27 C29 . . 110.5(4) ?
C30 C27 C29 . . 108.2(4) ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C27 C29 H29A . . 109.5 ?
C27 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C27 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C27 C30 H30A . . 109.5 ?
C27 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C27 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C32 C31 C33 . . 107.9(4) ?
C32 C31 C34 . . 109.8(4) ?
C33 C31 C34 . . 109.2(3) ?
C32 C31 C19 . . 111.8(4) ?
C33 C31 C19 . . 109.6(3) ?
C34 C31 C19 . . 108.7(3) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 H33A . . 109.5 ?
C31 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C31 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C31 C34 H34A . . 109.5 ?
C31 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C31 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C38 C35 C37 . . 107.5(3) ?
C38 C35 C36 . . 107.9(3) ?
C37 C35 C36 . . 110.1(4) ?
C38 C35 C21 . . 111.5(3) ?
C37 C35 C21 . . 110.7(3) ?
C36 C35 C21 . . 109.1(3) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C35 C37 H37A . . 109.5 ?
C35 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C35 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C35 C38 H38A . . 109.5 ?
C35 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C35 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . 177.5(3) ?
C6 C1 C2 C3 . . . . -3.4(6) ?
O1 C1 C2 C23 . . . . -2.6(5) ?
C6 C1 C2 C23 . . . . 176.6(3) ?
C1 C2 C3 C4 . . . . 0.0(6) ?
C23 C2 C3 C4 . . . . -180.0(3) ?
C2 C3 C4 C5 . . . . 2.5(6) ?
C2 C3 C4 C27 . . . . -175.0(4) ?
C3 C4 C5 C6 . . . . -1.8(6) ?
C27 C4 C5 C6 . . . . 175.6(4) ?
C4 C5 C6 C1 . . . . -1.4(6) ?
C4 C5 C6 C7 . . . . -178.6(4) ?
O1 C1 C6 C5 . . . . -176.8(3) ?
C2 C1 C6 C5 . . . . 4.1(6) ?
O1 C1 C6 C7 . . . . 0.3(6) ?
C2 C1 C6 C7 . . . . -178.8(4) ?
C11 N1 C7 C8 . . . . 4.2(6) ?
C11 N1 C7 C6 . . . . -176.3(4) ?
C5 C6 C7 N1 . . . . 161.5(4) ?
C1 C6 C7 N1 . . . . -15.5(6) ?
C5 C6 C7 C8 . . . . -19.0(6) ?
C1 C6 C7 C8 . . . . 163.9(4) ?
N1 C7 C8 C9 . . . . -4.6(6) ?
C6 C7 C8 C9 . . . . 176.0(4) ?
C7 C8 C9 C10 . . . . 1.6(7) ?
C8 C9 C10 C11 . . . . 1.7(7) ?
C7 N1 C11 C10 . . . . -0.9(6) ?
C7 N1 C11 C12 . . . . -179.5(3) ?
C9 C10 C11 N1 . . . . -2.1(6) ?
C9 C10 C11 C12 . . . . 176.5(4) ?
C16 N2 C12 C13 . . . . 0.7(6) ?
C16 N2 C12 C11 . . . . -178.7(3) ?
N1 C11 C12 N2 . . . . -28.9(4) ?
C10 C11 C12 N2 . . . . 152.5(4) ?
N1 C11 C12 C13 . . . . 151.6(4) ?
C10 C11 C12 C13 . . . . -27.0(5) ?
N2 C12 C13 C14 . . . . -3.3(7) ?
C11 C12 C13 C14 . . . . 176.1(4) ?
C12 C13 C14 C15 . . . . 3.4(7) ?
C13 C14 C15 C16 . . . . -1.0(8) ?
C12 N2 C16 C15 . . . . 1.7(6) ?
C12 N2 C16 C17 . . . . -177.8(4) ?
C14 C15 C16 N2 . . . . -1.6(7) ?
C14 C15 C16 C17 . . . . 177.9(4) ?
N2 C16 C17 C22 . . . . -18.0(6) ?
C15 C16 C17 C22 . . . . 162.5(4) ?
N2 C16 C17 C18 . . . . 160.9(4) ?
C15 C16 C17 C18 . . . . -18.6(6) ?
C22 C17 C18 C19 . . . . -1.8(6) ?
C16 C17 C18 C19 . . . . 179.3(4) ?
C17 C18 C19 C20 . . . . -0.8(6) ?
C17 C18 C19 C31 . . . . 176.8(4) ?
C18 C19 C20 C21 . . . . 1.8(6) ?
C31 C19 C20 C21 . . . . -175.9(4) ?
C19 C20 C21 C22 . . . . -0.1(6) ?
C19 C20 C21 C35 . . . . 179.1(4) ?
C18 C17 C22 O2 . . . . -176.7(4) ?
C16 C17 C22 O2 . . . . 2.2(6) ?
C18 C17 C22 C21 . . . . 3.5(6) ?
C16 C17 C22 C21 . . . . -177.6(4) ?
C20 C21 C22 O2 . . . . 177.6(4) ?
C35 C21 C22 O2 . . . . -1.6(6) ?
C20 C21 C22 C17 . . . . -2.5(6) ?
C35 C21 C22 C17 . . . . 178.2(4) ?
C3 C2 C23 C26 . . . . 0.7(5) ?
C1 C2 C23 C26 . . . . -179.3(3) ?
C3 C2 C23 C24 . . . . 119.4(4) ?
C1 C2 C23 C24 . . . . -60.6(5) ?
C3 C2 C23 C25 . . . . -118.9(4) ?
C1 C2 C23 C25 . . . . 61.1(5) ?
C5 C4 C27 C28 . . . . -106.2(4) ?
C3 C4 C27 C28 . . . . 71.1(5) ?
C5 C4 C27 C30 . . . . 13.2(6) ?
C3 C4 C27 C30 . . . . -169.5(4) ?
C5 C4 C27 C29 . . . . 134.2(4) ?
C3 C4 C27 C29 . . . . -48.5(5) ?
C18 C19 C31 C32 . . . . 8.8(6) ?
C20 C19 C31 C32 . . . . -173.7(4) ?
C18 C19 C31 C33 . . . . 128.3(4) ?
C20 C19 C31 C33 . . . . -54.2(5) ?
C18 C19 C31 C34 . . . . -112.5(4) ?
C20 C19 C31 C34 . . . . 65.0(5) ?
C20 C21 C35 C38 . . . . 0.6(5) ?
C22 C21 C35 C38 . . . . 179.8(4) ?
C20 C21 C35 C37 . . . . -119.1(4) ?
C22 C21 C35 C37 . . . . 60.1(5) ?
C20 C21 C35 C36 . . . . 119.6(4) ?
C22 C21 C35 C36 . . . . -61.2(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N1 . 0.97(7) 1.83(7) 2.574(4) 131.(6) ?
O2 H2 N2 . 1.03(6) 1.67(6) 2.598(4) 146.(6) ?

####################################################################### 
# 
# 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_Machan_BT_ligand
_database_code_depnum_ccdc_archive 'CCDC 2150929'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2022-02-08 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H64 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         676.99

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'I 2/m'
_space_group_name_Hall           '-I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   13.809(3)
_cell_length_b                   8.7376(17)
_cell_length_c                   17.190(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.585(5)
_cell_angle_gamma                90
_cell_volume                     2045.1(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4086
_cell_measurement_theta_min      2.6226
_cell_measurement_theta_max      29.3902
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.362
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.164
_exptl_crystal_density_diffrn    1.099
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740

_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            20557
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         29.63
_diffrn_reflns_theta_full        29.63
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23

_refine_special_details          
;
;

_reflns_number_total             3058
_reflns_number_gt                2269
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_gt          0.1160
_refine_ls_wR_factor_ref         0.1281
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_number_reflns         3058
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0652P)²+1.0260P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.217
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.06548(8) 0.5 0.72750(6) 0.0187(3) Uani d T P S 1 . .
H H1 0.0628(18) 0.5 0.6726(15) 0.048(7) Uiso d . P S 1 . .
N N1 0.09418(9) 0.5 0.58663(7) 0.0124(3) Uani d T P S 1 . .
C C1 0.05461(10) 0.5 0.50944(8) 0.0118(3) Uani d T P S 1 . .
C C2 0.11275(10) 0.5 0.45113(8) 0.0126(3) Uani d T P S 1 . .
H H2 0.083163 0.5 0.397124 0.015 Uiso calc U P R 1 . .
C C3 0.21517(10) 0.5 0.47185(8) 0.0124(3) Uani d T P S 1 . .
C C4 0.25427(11) 0.5 0.55187(8) 0.0134(3) Uani d T P S 1 . .
H H4 0.323482 0.5 0.568065 0.016 Uiso calc U P R 1 . .
C C5 0.19200(10) 0.5 0.60917(8) 0.0120(3) Uani d T P S 1 . .
C C6 0.22924(11) 0.5 0.69548(8) 0.0134(3) Uani d T P S 1 . .
C C7 0.16436(10) 0.5 0.75116(9) 0.0140(3) Uani d T P S 1 . .
C C8 0.20062(11) 0.5 0.83329(8) 0.0149(3) Uani d T P S 1 . .
C C9 0.30158(11) 0.5 0.85660(8) 0.0158(3) Uani d T P S 1 . .
H H9 0.326766 0.5 0.911507 0.019 Uiso calc U P R 1 . .
C C10 0.36908(11) 0.5 0.80346(8) 0.0138(3) Uani d T P S 1 . .
C C11 0.33096(11) 0.5 0.72383(8) 0.0144(3) Uani d T P S 1 . .
H H11 0.375011 0.5 0.686866 0.017 Uiso calc U P R 1 . .
C C12 0.27838(10) 0.5 0.40629(8) 0.0148(3) Uani d T P S 1 . .
C C13 0.38792(11) 0.5 0.44008(9) 0.0247(4) Uani d T P S 1 . .
H H13A 0.403931 0.591136 0.472934 0.037 Uiso calc U P R 0.5 A -1
H H13B 0.404141 0.407987 0.472208 0.037 Uiso calc U P R 0.5 A -1
H H13C 0.42596 0.500877 0.396773 0.037 Uiso calc U P R 0.5 A -1
C C14 0.25482(9) 0.35657(15) 0.35508(7) 0.0231(3) Uani d . . . 1 . .
H H14A 0.269632 0.264996 0.38782 0.035 Uiso calc U . R 1 . .
H H14B 0.294728 0.356375 0.312981 0.035 Uiso calc U . R 1 . .
H H14C 0.185047 0.356764 0.33176 0.035 Uiso calc U . R 1 . .
C C15 0.12989(11) 0.5 0.89397(8) 0.0168(3) Uani d T P S 1 . .
C C16 0.06490(9) 0.35588(15) 0.88398(7) 0.0234(3) Uani d . . . 1 . .
H H16A 0.024974 0.355555 0.831204 0.035 Uiso calc U . R 1 . .
H H16B 0.021749 0.355841 0.923836 0.035 Uiso calc U . R 1 . .
H H16C 0.106597 0.264481 0.890536 0.035 Uiso calc U . R 1 . .
C C17 0.18616(13) 0.5 0.97909(9) 0.0308(5) Uani d T P S 1 . .
H H17A 0.228403 0.590655 0.987438 0.046 Uiso calc U P R 0.5 B -1
H H17B 0.139281 0.501818 1.01607 0.046 Uiso calc U P R 0.5 B -1
H H17C 0.22665 0.407527 0.988 0.046 Uiso calc U P R 0.5 B -1
C C18 0.47923(11) 0.5 0.83605(8) 0.0138(3) Uani d T P S 1 . .
C C19 0.50547(9) 0.64327(16) 0.88626(8) 0.0263(3) Uani d . . . 1 . .
H H19A 0.490454 0.734597 0.853371 0.039 Uiso calc U . R 1 . .
H H19B 0.575664 0.641854 0.908233 0.039 Uiso calc U . R 1 . .
H H19C 0.467112 0.645163 0.929362 0.039 Uiso calc U . R 1 . .
C C20 0.54189(11) 0.5 0.77045(9) 0.0228(4) Uani d T P S 1 . .
H H20A 0.524436 0.588532 0.735957 0.034 Uiso calc U P R 0.5 C -1
H H20B 0.529802 0.405654 0.739527 0.034 Uiso calc U P R 0.5 C -1
H H20C 0.611516 0.505814 0.793882 0.034 Uiso calc U P R 0.5 C -1


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 . 1.3584(18) ?
O1 H1 . 0.94(3) ?
N1 C5 . 1.3419(18) ?
N1 C1 . 1.3481(17) ?
C1 C2 . 1.3847(19) ?
C1 C1 5_566 1.489(3) ?
C2 C3 . 1.400(2) ?
C2 H2 . 0.95 ?
C3 C4 . 1.391(2) ?
C3 C12 . 1.5361(19) ?
C4 C5 . 1.411(2) ?
C4 H4 . 0.95 ?
C5 C6 . 1.4872(19) ?
C6 C11 . 1.408(2) ?
C6 C7 . 1.416(2) ?
C7 C8 . 1.417(2) ?
C8 C9 . 1.385(2) ?
C8 C15 . 1.543(2) ?
C9 C10 . 1.410(2) ?
C9 H9 . 0.95 ?
C10 C11 . 1.382(2) ?
C10 C18 . 1.531(2) ?
C11 H11 . 0.95 ?
C12 C13 . 1.527(2) ?
C12 C14 . 1.5348(15) ?
C12 C14 6_565 1.5348(15) ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C17 . 1.538(2) ?
C15 C16 . 1.5393(15) ?
C15 C16 6_565 1.5393(15) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 C19 6_565 1.5295(15) ?
C18 C19 . 1.5295(15) ?
C18 C20 . 1.531(2) ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 H20A . 0.98 ?
C20 H20B . 0.98 ?
C20 H20C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 O1 H1 . . 99.8(15) ?
C5 N1 C1 . . 120.52(12) ?
N1 C1 C2 . . 121.57(13) ?
N1 C1 C1 . 5_566 116.39(15) ?
C2 C1 C1 . 5_566 122.04(15) ?
C1 C2 C3 . . 119.93(13) ?
C1 C2 H2 . . 120.0 ?
C3 C2 H2 . . 120.0 ?
C4 C3 C2 . . 117.44(13) ?
C4 C3 C12 . . 123.42(13) ?
C2 C3 C12 . . 119.14(12) ?
C3 C4 C5 . . 120.58(13) ?
C3 C4 H4 . . 119.7 ?
C5 C4 H4 . . 119.7 ?
N1 C5 C4 . . 119.97(13) ?
N1 C5 C6 . . 116.89(12) ?
C4 C5 C6 . . 123.15(13) ?
C11 C6 C7 . . 118.24(13) ?
C11 C6 C5 . . 120.30(13) ?
C7 C6 C5 . . 121.46(13) ?
O1 C7 C6 . . 121.03(13) ?
O1 C7 C8 . . 117.97(13) ?
C6 C7 C8 . . 121.01(13) ?
C9 C8 C7 . . 117.37(13) ?
C9 C8 C15 . . 121.63(13) ?
C7 C8 C15 . . 121.00(13) ?
C8 C9 C10 . . 123.71(13) ?
C8 C9 H9 . . 118.1 ?
C10 C9 H9 . . 118.1 ?
C11 C10 C9 . . 117.25(13) ?
C11 C10 C18 . . 123.62(13) ?
C9 C10 C18 . . 119.13(12) ?
C10 C11 C6 . . 122.42(13) ?
C10 C11 H11 . . 118.8 ?
C6 C11 H11 . . 118.8 ?
C13 C12 C14 . . 108.67(8) ?
C13 C12 C14 . 6_565 108.66(8) ?
C14 C12 C14 . 6_565 109.48(13) ?
C13 C12 C3 . . 111.64(12) ?
C14 C12 C3 . . 109.18(8) ?
C14 C12 C3 6_565 . 109.18(8) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C17 C15 C16 . . 107.39(8) ?
C17 C15 C16 . 6_565 107.39(8) ?
C16 C15 C16 . 6_565 109.79(13) ?
C17 C15 C8 . . 111.51(13) ?
C16 C15 C8 . . 110.33(8) ?
C16 C15 C8 6_565 . 110.34(8) ?
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 ?
C15 C17 H17A . . 109.5 ?
C15 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C15 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C19 C18 C19 6_565 . 109.87(14) ?
C19 C18 C10 6_565 . 109.52(8) ?
C19 C18 C10 . . 109.52(8) ?
C19 C18 C20 6_565 . 107.80(9) ?
C19 C18 C20 . . 107.80(9) ?
C10 C18 C20 . . 112.29(12) ?
C18 C19 H19A . . 109.5 ?
C18 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C18 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
C18 C20 H20A . . 109.5 ?
C18 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C18 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C1 C2 . . . . 0 ?
C5 N1 C1 C1 . . . 5_566 180.0 ?
N1 C1 C2 C3 . . . . 0 ?
C1 C1 C2 C3 5_566 . . . 180.0 ?
C1 C2 C3 C4 . . . . 0 ?
C1 C2 C3 C12 . . . . 180.0 ?
C2 C3 C4 C5 . . . . 0 ?
C12 C3 C4 C5 . . . . 180.0 ?
C1 N1 C5 C4 . . . . 0 ?
C1 N1 C5 C6 . . . . 180.0 ?
C3 C4 C5 N1 . . . . 0 ?
C3 C4 C5 C6 . . . . 180.0 ?
N1 C5 C6 C11 . . . . 180.0 ?
C4 C5 C6 C11 . . . . 0.0000(10) ?
N1 C5 C6 C7 . . . . 0.0000(10) ?
C4 C5 C6 C7 . . . . 180.0 ?
C11 C6 C7 O1 . . . . 180.0 ?
C5 C6 C7 O1 . . . . 0.0000(10) ?
C11 C6 C7 C8 . . . . 0.0000(10) ?
C5 C6 C7 C8 . . . . 180.0 ?
O1 C7 C8 C9 . . . . 180.0000(10) ?
C6 C7 C8 C9 . . . . 0.0000(10) ?
O1 C7 C8 C15 . . . . 0.0000(10) ?
C6 C7 C8 C15 . . . . 180.0 ?
C7 C8 C9 C10 . . . . 0.0000(10) ?
C15 C8 C9 C10 . . . . 180.0000(10) ?
C8 C9 C10 C11 . . . . 0.0000(10) ?
C8 C9 C10 C18 . . . . 180.0000(10) ?
C9 C10 C11 C6 . . . . 0.0000(10) ?
C18 C10 C11 C6 . . . . 180.0 ?
C7 C6 C11 C10 . . . . 0.0000(10) ?
C5 C6 C11 C10 . . . . 180.0 ?
C4 C3 C12 C13 . . . . 0 ?
C2 C3 C12 C13 . . . . 180.0 ?
C4 C3 C12 C14 . . . . 120.17(8) ?
C2 C3 C12 C14 . . . . -59.83(9) ?
C4 C3 C12 C14 . . . 6_565 -120.17(9) ?
C2 C3 C12 C14 . . . 6_565 59.83(9) ?
C9 C8 C15 C17 . . . . 0.0000(10) ?
C7 C8 C15 C17 . . . . 180.0000(10) ?
C9 C8 C15 C16 . . . . -119.25(9) ?
C7 C8 C15 C16 . . . . 60.75(9) ?
C9 C8 C15 C16 . . . 6_565 119.26(9) ?
C7 C8 C15 C16 . . . 6_565 -60.74(9) ?
C11 C10 C18 C19 . . . 6_565 -119.73(9) ?
C9 C10 C18 C19 . . . 6_565 60.27(9) ?
C11 C10 C18 C19 . . . . 119.73(9) ?
C9 C10 C18 C19 . . . . -60.27(9) ?
C11 C10 C18 C20 . . . . 0.0000(10) ?
C9 C10 C18 C20 . . . . 180.0000(10) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N1 . 0.94(3) 1.61(3) 2.5181(17) 162.(2) ?

####################################################################### 
# 
# 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_mo_machan_agr_tptd_0m
_database_code_depnum_ccdc_archive 'CCDC 2154597'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2022-02-24 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2022-02-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H10 O2 S'
_chemical_formula_sum            'C18 H10 O2 S'
_chemical_formula_weight         290.32
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.0219(4)
_cell_length_b                   20.7503(10)
_cell_length_c                   17.2210(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.096(2)
_cell_angle_gamma                90
_cell_volume                     2508.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.280
_cell_measurement_theta_min      2.562
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.258
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1498 before and 0.0956 after correction.
The Ratio of minimum to maximum transmission is 0.7326.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -1.00 -1.00 0.1930
-1.00 1.00 1.00 0.1840
1.00 0.00 -1.00 0.1930
-1.00 0.00 1.00 0.2060
-1.00 -1.00 1.00 0.2120
1.00 1.00 -1.00 0.1770
0.00 1.00 1.00 0.0700
0.00 -1.00 -1.00 0.0320
0.00 0.00 -1.00 0.0270
0.00 0.00 1.00 0.0340
0.00 1.00 -1.00 0.0440
0.00 1.00 0.00 0.0820
0.00 -1.00 0.00 0.0650
-1.00 1.00 0.00 0.1900
1.00 -1.00 0.00 0.2000

_exptl_crystal_size_max          0.438
_exptl_crystal_size_mid          0.164
_exptl_crystal_size_min          0.068
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns.reduction_process narrow-frame
_diffrn_reflns_av_R_equivalents  0.0789
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38043
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.294
_diffrn_reflns_theta_min         2.561
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Photon III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa four--circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'one pinhole collimator 0.8 mm'
_diffrn_radiation_monochromator  'HELIOS double bounce multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5275
_reflns_number_total             6229
_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.bruker_data_scaling   
'SADABS--2016/2 -- Bruker AXS area detector scaling and absorption correction'
_computing.cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.structure_refinement  'SHELXL--2018/3 (Sheldrick, 2018)'
_computing.structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service V6.2.15'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.712
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         6229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0915
_refine_ls_R_factor_gt           0.0773
_refine_ls_restrained_S_all      1.208
_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)+(0.0471P)²+5.6785P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1670
_refine_ls_wR_factor_ref         0.1738
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16),
 C17(H17), C18(H18), C23(H23), C24(H24), C25(H25), C28(H28), C29(H29), C30(H30),
  C31(H31), C34(H34), C35(H35), C36(H36)
;
_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
S1 S 1.00885(12) 0.71930(4) 0.38478(5) 0.02103(19) Uani 1 1 d . . . . .
O1 O 0.8496(4) 0.69496(12) 0.42686(14) 0.0322(6) Uani 1 1 d . . . . .
O2 O 1.1887(4) 0.68707(12) 0.39551(15) 0.0324(6) Uani 1 1 d . . . . .
C1 C 1.0329(4) 0.80421(14) 0.39844(17) 0.0171(6) Uani 1 1 d . . . . .
C2 C 1.0021(4) 0.83427(14) 0.32693(16) 0.0144(5) Uani 1 1 d . . . . .
C3 C 0.9583(4) 0.79153(14) 0.26396(17) 0.0151(6) Uani 1 1 d . . . . .
C4 C 0.9526(4) 0.72679(14) 0.28416(17) 0.0176(6) Uani 1 1 d . . . . .
C5 C 0.9124(5) 0.67989(15) 0.22972(19) 0.0221(6) Uani 1 1 d . . . . .
H5 H 0.908340 0.635508 0.243158 0.026 Uiso 1 1 calc R U . . .
C6 C 0.8777(5) 0.70103(16) 0.15340(19) 0.0232(7) Uani 1 1 d . . . . .
H6 H 0.848776 0.669898 0.114488 0.028 Uiso 1 1 calc R U . . .
C7 C 0.8837(4) 0.76538(15) 0.13243(17) 0.0199(6) Uani 1 1 d . . . . .
H7 H 0.860743 0.777367 0.079838 0.024 Uiso 1 1 calc R U . . .
C8 C 0.9239(4) 0.81346(14) 0.18865(17) 0.0156(6) Uani 1 1 d . . . . .
C9 C 0.9322(4) 0.88284(15) 0.17567(17) 0.0168(6) Uani 1 1 d . . . . .
C10 C 0.8976(4) 0.90918(16) 0.10167(18) 0.0202(6) Uani 1 1 d . . . . .
H10 H 0.874649 0.881240 0.058804 0.024 Uiso 1 1 calc R U . . .
C11 C 0.8964(4) 0.97450(17) 0.09022(19) 0.0244(7) Uani 1 1 d . . . . .
H11 H 0.869680 0.991211 0.039824 0.029 Uiso 1 1 calc R U . . .
C12 C 0.9339(4) 1.01678(16) 0.1515(2) 0.0248(7) Uani 1 1 d . . . . .
H12 H 0.932424 1.062014 0.142974 0.030 Uiso 1 1 calc R U . . .
C13 C 0.9731(4) 0.99244(15) 0.22459(19) 0.0203(6) Uani 1 1 d . . . . .
H13 H 1.001188 1.021338 0.266044 0.024 Uiso 1 1 calc R U . . .
C14 C 0.9725(4) 0.92593(14) 0.23900(17) 0.0152(6) Uani 1 1 d . . . . .
C15 C 1.0108(4) 0.90056(14) 0.31734(17) 0.0150(6) Uani 1 1 d . . . . .
C16 C 1.0557(4) 0.93698(15) 0.38470(18) 0.0181(6) Uani 1 1 d . . . . .
H16 H 1.065287 0.982562 0.381506 0.022 Uiso 1 1 calc R U . . .
C17 C 1.0859(4) 0.90620(16) 0.45549(19) 0.0215(6) Uani 1 1 d . . . . .
H17 H 1.114828 0.931671 0.500004 0.026 Uiso 1 1 calc R U . . .
C18 C 1.0754(4) 0.83919(16) 0.46399(18) 0.0202(6) Uani 1 1 d . . . . .
H18 H 1.096689 0.818949 0.512868 0.024 Uiso 1 1 calc R U . . .
S2 S 0.45731(11) 0.54521(3) 0.15641(4) 0.01730(18) Uani 1 1 d . . . . .
O3 O 0.2742(3) 0.57452(11) 0.14325(13) 0.0247(5) Uani 1 1 d . . . . .
O4 O 0.6175(3) 0.57457(11) 0.11917(13) 0.0252(5) Uani 1 1 d . . . . .
C19 C 0.4501(4) 0.46111(14) 0.13624(17) 0.0158(6) Uani 1 1 d . . . . .
C20 C 0.4951(4) 0.42776(14) 0.20438(17) 0.0152(6) Uani 1 1 d . . . . .
C21 C 0.5265(4) 0.46789(14) 0.27104(16) 0.0139(5) Uani 1 1 d . . . . .
C22 C 0.5102(4) 0.53372(14) 0.25689(17) 0.0154(6) Uani 1 1 d . . . . .
C23 C 0.5371(4) 0.57817(14) 0.31551(18) 0.0182(6) Uani 1 1 d . . . . .
H23 H 0.525865 0.623156 0.306280 0.022 Uiso 1 1 calc R U . . .
C24 C 0.5820(4) 0.55359(15) 0.38955(18) 0.0196(6) Uani 1 1 d . . . . .
H24 H 0.602907 0.582864 0.431269 0.023 Uiso 1 1 calc R U . . .
C25 C 0.5969(4) 0.48810(15) 0.40380(17) 0.0171(6) Uani 1 1 d . . . . .
H25 H 0.626899 0.473588 0.454906 0.021 Uiso 1 1 calc R U . . .
C26 C 0.5684(4) 0.44266(13) 0.34418(17) 0.0143(5) Uani 1 1 d . . . . .
C27 C 0.5806(4) 0.37209(14) 0.35067(18) 0.0166(6) Uani 1 1 d . . . . .
C28 C 0.6151(4) 0.34261(16) 0.42284(19) 0.0208(6) Uani 1 1 d . . . . .
H28 H 0.630352 0.368619 0.467929 0.025 Uiso 1 1 calc R U . . .
C29 C 0.6273(5) 0.27683(17) 0.4294(2) 0.0259(7) Uani 1 1 d . . . . .
H29 H 0.646909 0.257683 0.479051 0.031 Uiso 1 1 calc R U . . .
C30 C 0.6109(5) 0.23795(16) 0.3635(2) 0.0268(7) Uani 1 1 d . . . . .
H30 H 0.623897 0.192529 0.368012 0.032 Uiso 1 1 calc R U . . .
C31 C 0.5759(4) 0.26545(15) 0.2921(2) 0.0220(7) Uani 1 1 d . . . . .
H31 H 0.564792 0.238599 0.247589 0.026 Uiso 1 1 calc R U . . .
C32 C 0.5563(4) 0.33253(14) 0.28359(18) 0.0166(6) Uani 1 1 d . . . . .
C33 C 0.5090(4) 0.36089(14) 0.20777(17) 0.0161(6) Uani 1 1 d . . . . .
C34 C 0.4734(4) 0.32815(15) 0.13709(19) 0.0204(6) Uani 1 1 d . . . . .
H34 H 0.481180 0.282458 0.135713 0.024 Uiso 1 1 calc R U . . .
C35 C 0.4271(4) 0.36164(16) 0.06968(19) 0.0216(6) Uani 1 1 d . . . . .
H35 H 0.404159 0.338089 0.023127 0.026 Uiso 1 1 calc R U . . .
C36 C 0.4130(4) 0.42922(16) 0.06775(18) 0.0201(6) Uani 1 1 d . . . . .
H36 H 0.379412 0.451675 0.021400 0.024 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
S1 O1 1.436(3) . ?
S1 O2 1.438(3) . ?
S1 C1 1.785(3) . ?
S1 C4 1.777(3) . ?
C1 C2 1.394(4) . ?
C1 C18 1.370(4) . ?
C2 C3 1.430(4) . ?
C2 C15 1.387(4) . ?
C3 C4 1.388(4) . ?
C3 C8 1.391(4) . ?
C4 C5 1.377(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.403(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.384(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.415(4) . ?
C8 C9 1.458(4) . ?
C9 C10 1.404(4) . ?
C9 C14 1.434(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.370(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.379(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.402(4) . ?
C14 C15 1.468(4) . ?
C15 C16 1.415(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(5) . ?
C18 H18 0.9500 . ?
S2 O3 1.437(2) . ?
S2 O4 1.440(2) . ?
S2 C19 1.780(3) . ?
S2 C22 1.779(3) . ?
C19 C20 1.393(4) . ?
C19 C36 1.373(4) . ?
C20 C21 1.432(4) . ?
C20 C33 1.392(4) . ?
C21 C22 1.392(4) . ?
C21 C26 1.390(4) . ?
C22 C23 1.378(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.404(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.405(4) . ?
C26 C27 1.471(4) . ?
C27 C28 1.402(4) . ?
C27 C32 1.425(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.372(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.396(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.373(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.406(4) . ?
C32 C33 1.464(4) . ?
C33 C34 1.412(4) . ?
C34 H34 0.9500 . ?
C34 C35 1.386(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.406(5) . ?
C36 H36 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
O1 S1 O2 117.53(16) . . ?
O1 S1 C1 110.69(15) . . ?
O1 S1 C4 111.22(15) . . ?
O2 S1 C1 111.20(15) . . ?
O2 S1 C4 110.15(15) . . ?
C4 S1 C1 93.49(14) . . ?
C2 C1 S1 108.2(2) . . ?
C18 C1 S1 130.5(2) . . ?
C18 C1 C2 121.2(3) . . ?
C1 C2 C3 114.8(3) . . ?
C15 C2 C1 122.9(3) . . ?
C15 C2 C3 122.3(3) . . ?
C4 C3 C2 114.6(3) . . ?
C4 C3 C8 123.0(3) . . ?
C8 C3 C2 122.3(3) . . ?
C3 C4 S1 108.8(2) . . ?
C5 C4 S1 129.9(2) . . ?
C5 C4 C3 121.3(3) . . ?
C4 C5 H5 121.7 . . ?
C4 C5 C6 116.5(3) . . ?
C6 C5 H5 121.7 . . ?
C5 C6 H6 118.6 . . ?
C7 C6 C5 122.7(3) . . ?
C7 C6 H6 118.6 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 C7 115.8(3) . . ?
C3 C8 C9 117.3(3) . . ?
C7 C8 C9 126.8(3) . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 C14 118.4(3) . . ?
C14 C9 C8 120.5(3) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.5 . . ?
C10 C11 C12 120.9(3) . . ?
C12 C11 H11 119.5 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.3 . . ?
C12 C13 C14 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C9 C14 C15 120.3(3) . . ?
C13 C14 C9 118.7(3) . . ?
C13 C14 C15 121.0(3) . . ?
C2 C15 C14 117.2(3) . . ?
C2 C15 C16 116.2(3) . . ?
C16 C15 C14 126.6(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 118.6 . . ?
C16 C17 C18 122.8(3) . . ?
C18 C17 H17 118.6 . . ?
C1 C18 C17 116.8(3) . . ?
C1 C18 H18 121.6 . . ?
C17 C18 H18 121.6 . . ?
O3 S2 O4 117.05(14) . . ?
O3 S2 C19 111.24(14) . . ?
O3 S2 C22 112.33(14) . . ?
O4 S2 C19 110.32(14) . . ?
O4 S2 C22 109.85(14) . . ?
C22 S2 C19 93.61(14) . . ?
C20 C19 S2 108.5(2) . . ?
C36 C19 S2 130.1(2) . . ?
C36 C19 C20 121.4(3) . . ?
C19 C20 C21 114.5(3) . . ?
C33 C20 C19 123.0(3) . . ?
C33 C20 C21 122.4(3) . . ?
C22 C21 C20 114.8(3) . . ?
C26 C21 C20 122.3(3) . . ?
C26 C21 C22 122.9(3) . . ?
C21 C22 S2 108.5(2) . . ?
C23 C22 S2 130.2(2) . . ?
C23 C22 C21 121.3(3) . . ?
C22 C23 H23 121.7 . . ?
C22 C23 C24 116.6(3) . . ?
C24 C23 H23 121.7 . . ?
C23 C24 H24 118.9 . . ?
C25 C24 C23 122.2(3) . . ?
C25 C24 H24 118.9 . . ?
C24 C25 H25 119.3 . . ?
C24 C25 C26 121.3(3) . . ?
C26 C25 H25 119.3 . . ?
C21 C26 C25 115.7(3) . . ?
C21 C26 C27 117.0(3) . . ?
C25 C26 C27 127.2(3) . . ?
C28 C27 C26 120.7(3) . . ?
C28 C27 C32 118.9(3) . . ?
C32 C27 C26 120.4(3) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 C27 121.1(3) . . ?
C29 C28 H28 119.4 . . ?
C28 C29 H29 119.9 . . ?
C28 C29 C30 120.2(3) . . ?
C30 C29 H29 119.9 . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 119.9(3) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.3 . . ?
C30 C31 C32 121.4(3) . . ?
C32 C31 H31 119.3 . . ?
C27 C32 C33 120.9(3) . . ?
C31 C32 C27 118.4(3) . . ?
C31 C32 C33 120.7(3) . . ?
C20 C33 C32 116.9(3) . . ?
C20 C33 C34 115.6(3) . . ?
C34 C33 C32 127.5(3) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 C33 121.0(3) . . ?
C35 C34 H34 119.5 . . ?
C34 C35 H35 118.8 . . ?
C34 C35 C36 122.3(3) . . ?
C36 C35 H35 118.8 . . ?
C19 C36 C35 116.6(3) . . ?
C19 C36 H36 121.7 . . ?
C35 C36 H36 121.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 0.9(3) . . . . ?
S1 C1 C2 C15 -179.9(2) . . . . ?
S1 C1 C18 C17 179.4(2) . . . . ?
S1 C4 C5 C6 -178.4(2) . . . . ?
O1 S1 C1 C2 -115.6(2) . . . . ?
O1 S1 C1 C18 65.1(3) . . . . ?
O1 S1 C4 C3 115.3(2) . . . . ?
O1 S1 C4 C5 -66.2(3) . . . . ?
O2 S1 C1 C2 111.9(2) . . . . ?
O2 S1 C1 C18 -67.5(3) . . . . ?
O2 S1 C4 C3 -112.6(2) . . . . ?
O2 S1 C4 C5 65.9(3) . . . . ?
C1 S1 C4 C3 1.5(2) . . . . ?
C1 S1 C4 C5 180.0(3) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C1 C2 C3 C8 -179.9(3) . . . . ?
C1 C2 C15 C14 -179.1(3) . . . . ?
C1 C2 C15 C16 0.8(4) . . . . ?
C2 C1 C18 C17 0.1(4) . . . . ?
C2 C3 C4 S1 -1.3(3) . . . . ?
C2 C3 C4 C5 -179.9(3) . . . . ?
C2 C3 C8 C7 179.6(3) . . . . ?
C2 C3 C8 C9 -0.6(4) . . . . ?
C2 C15 C16 C17 -0.8(4) . . . . ?
C3 C2 C15 C14 0.1(4) . . . . ?
C3 C2 C15 C16 -180.0(3) . . . . ?
C3 C4 C5 C6 -0.1(4) . . . . ?
C3 C8 C9 C10 -179.4(3) . . . . ?
C3 C8 C9 C14 -0.7(4) . . . . ?
C4 S1 C1 C2 -1.3(2) . . . . ?
C4 S1 C1 C18 179.3(3) . . . . ?
C4 C3 C8 C7 -0.6(4) . . . . ?
C4 C3 C8 C9 179.3(3) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
C5 C6 C7 C8 -0.8(5) . . . . ?
C6 C7 C8 C3 0.9(4) . . . . ?
C6 C7 C8 C9 -179.0(3) . . . . ?
C7 C8 C9 C10 0.5(5) . . . . ?
C7 C8 C9 C14 179.2(3) . . . . ?
C8 C3 C4 S1 178.9(2) . . . . ?
C8 C3 C4 C5 0.2(5) . . . . ?
C8 C9 C10 C11 176.8(3) . . . . ?
C8 C9 C14 C13 -177.9(3) . . . . ?
C8 C9 C14 C15 1.6(4) . . . . ?
C9 C10 C11 C12 1.5(5) . . . . ?
C9 C14 C15 C2 -1.3(4) . . . . ?
C9 C14 C15 C16 178.8(3) . . . . ?
C10 C9 C14 C13 0.8(4) . . . . ?
C10 C9 C14 C15 -179.6(3) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C11 C12 C13 C14 -1.3(5) . . . . ?
C12 C13 C14 C9 0.8(4) . . . . ?
C12 C13 C14 C15 -178.8(3) . . . . ?
C13 C14 C15 C2 178.2(3) . . . . ?
C13 C14 C15 C16 -1.7(4) . . . . ?
C14 C9 C10 C11 -1.9(4) . . . . ?
C14 C15 C16 C17 179.1(3) . . . . ?
C15 C2 C3 C4 -179.0(3) . . . . ?
C15 C2 C3 C8 0.8(4) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
C16 C17 C18 C1 -0.1(5) . . . . ?
C18 C1 C2 C3 -179.7(3) . . . . ?
C18 C1 C2 C15 -0.5(4) . . . . ?
S2 C19 C20 C21 2.4(3) . . . . ?
S2 C19 C20 C33 -177.5(2) . . . . ?
S2 C19 C36 C35 177.0(2) . . . . ?
S2 C22 C23 C24 -178.5(2) . . . . ?
O3 S2 C19 C20 -118.1(2) . . . . ?
O3 S2 C19 C36 63.4(3) . . . . ?
O3 S2 C22 C21 116.6(2) . . . . ?
O3 S2 C22 C23 -64.5(3) . . . . ?
O4 S2 C19 C20 110.3(2) . . . . ?
O4 S2 C19 C36 -68.3(3) . . . . ?
O4 S2 C22 C21 -111.2(2) . . . . ?
O4 S2 C22 C23 67.6(3) . . . . ?
C19 S2 C22 C21 1.9(2) . . . . ?
C19 S2 C22 C23 -179.3(3) . . . . ?
C19 C20 C21 C22 -1.0(4) . . . . ?
C19 C20 C21 C26 178.5(3) . . . . ?
C19 C20 C33 C32 -179.6(3) . . . . ?
C19 C20 C33 C34 -0.3(4) . . . . ?
C20 C19 C36 C35 -1.4(4) . . . . ?
C20 C21 C22 S2 -0.9(3) . . . . ?
C20 C21 C22 C23 -179.8(3) . . . . ?
C20 C21 C26 C25 179.6(3) . . . . ?
C20 C21 C26 C27 0.3(4) . . . . ?
C20 C33 C34 C35 -0.2(4) . . . . ?
C21 C20 C33 C32 0.5(4) . . . . ?
C21 C20 C33 C34 179.8(3) . . . . ?
C21 C22 C23 C24 0.2(4) . . . . ?
C21 C26 C27 C28 -177.6(3) . . . . ?
C21 C26 C27 C32 2.0(4) . . . . ?
C22 S2 C19 C20 -2.4(2) . . . . ?
C22 S2 C19 C36 179.0(3) . . . . ?
C22 C21 C26 C25 -1.0(4) . . . . ?
C22 C21 C26 C27 179.8(3) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C23 C24 C25 C26 0.3(4) . . . . ?
C24 C25 C26 C21 0.5(4) . . . . ?
C24 C25 C26 C27 179.6(3) . . . . ?
C25 C26 C27 C28 3.3(4) . . . . ?
C25 C26 C27 C32 -177.1(3) . . . . ?
C26 C21 C22 S2 179.6(2) . . . . ?
C26 C21 C22 C23 0.7(4) . . . . ?
C26 C27 C28 C29 -179.8(3) . . . . ?
C26 C27 C32 C31 177.8(3) . . . . ?
C26 C27 C32 C33 -3.2(4) . . . . ?
C27 C28 C29 C30 1.9(5) . . . . ?
C27 C32 C33 C20 1.9(4) . . . . ?
C27 C32 C33 C34 -177.3(3) . . . . ?
C28 C27 C32 C31 -2.6(4) . . . . ?
C28 C27 C32 C33 176.4(3) . . . . ?
C28 C29 C30 C31 -2.3(5) . . . . ?
C29 C30 C31 C32 0.1(5) . . . . ?
C30 C31 C32 C27 2.3(4) . . . . ?
C30 C31 C32 C33 -176.7(3) . . . . ?
C31 C32 C33 C20 -179.1(3) . . . . ?
C31 C32 C33 C34 1.7(4) . . . . ?
C32 C27 C28 C29 0.6(4) . . . . ?
C32 C33 C34 C35 179.0(3) . . . . ?
C33 C20 C21 C22 178.9(3) . . . . ?
C33 C20 C21 C26 -1.6(4) . . . . ?
C33 C34 C35 C36 -0.1(4) . . . . ?
C34 C35 C36 C19 0.9(4) . . . . ?
C36 C19 C20 C21 -178.9(3) . . . . ?
C36 C19 C20 C33 1.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# 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_tbudhbpy02
_database_code_depnum_ccdc_archive 'CCDC 1984950'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2020-02-18 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_vrf_PLAT029_tbudhbpy02          
;
RESPONSE: Due to difficulties completely separating overlapping 
reflections in this twinned crystal, the apparent completeness is
low, even though a full hemisphere of data was collected. 
;
_chemical_name_systematic        ?
_chemical_name_common            MnNRC8
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H48 N2 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         564.78

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   6.142(2)
_cell_length_b                   9.094(3)
_cell_length_c                   15.431(5)
_cell_angle_alpha                106.415(5)
_cell_angle_beta                 93.806(5)
_cell_angle_gamma                97.936(6)
_cell_volume                     813.8(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1572
_cell_measurement_theta_min      2.7692
_cell_measurement_theta_max      24.9803
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.589
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.077
_exptl_crystal_density_diffrn    1.152
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             306

_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.63
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            3031
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0922
_diffrn_reflns_theta_min         2.36
_diffrn_reflns_theta_max         25.26
_diffrn_reflns_theta_full        25.26
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18

_refine_special_details          'Refined as a 3-component twin.,Twin'

_reflns_number_total             3031
_reflns_number_gt                2146
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0815
_refine_ls_wR_factor_gt          0.2118
_refine_ls_wR_factor_ref         0.2350
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_number_reflns         3031
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1363P)²+0.1612P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.311
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.2634(4) 0.3610(3) 0.27422(18) 0.0297(7) Uani d . . . 1 . .
H H1 0.221(8) 0.388(6) 0.331(3) 0.048(13) Uiso d . . . 1 . .
N N1 0.2129(5) 0.5364(4) 0.4303(2) 0.0235(8) Uani d . . . 1 . .
C C1 0.1077(6) 0.5528(5) 0.5052(2) 0.0248(9) Uani d . . . 1 . .
C C2 0.1956(6) 0.6613(5) 0.5869(3) 0.0300(10) Uani d . . . 1 . .
H H2 0.119032 0.6723 0.639259 0.036 Uiso calc U . R 1 . .
C C3 0.3965(7) 0.7530(5) 0.5908(3) 0.0332(10) Uani d . . . 1 . .
H H3 0.460203 0.827678 0.646367 0.04 Uiso calc U . R 1 . .
C C4 0.5054(7) 0.7363(5) 0.5139(3) 0.0305(10) Uani d . . . 1 . .
H H4 0.644439 0.798642 0.516301 0.037 Uiso calc U . R 1 . .
C C5 0.4090(6) 0.6272(5) 0.4330(2) 0.0255(9) Uani d . . . 1 . .
C C6 0.5109(6) 0.6012(5) 0.3466(2) 0.0249(9) Uani d . . . 1 . .
C C7 0.4369(6) 0.4702(4) 0.2707(2) 0.0233(9) Uani d . . . 1 . .
C C8 0.5395(6) 0.4480(4) 0.1898(2) 0.0223(8) Uani d . . . 1 . .
C C9 0.7147(6) 0.5615(4) 0.1878(2) 0.0208(8) Uani d . . . 1 . .
H H9 0.786001 0.547295 0.133902 0.025 Uiso calc U . R 1 . .
C C10 0.7924(6) 0.6961(4) 0.2608(2) 0.0235(9) Uani d . . . 1 . .
C C11 0.6890(6) 0.7118(4) 0.3389(2) 0.0225(8) Uani d . . . 1 . .
H H11 0.739453 0.800691 0.389621 0.027 Uiso calc U . R 1 . .
C C12 0.9735(6) 0.8232(4) 0.2525(2) 0.0247(9) Uani d . . . 1 . .
C C13 0.8643(7) 0.9346(5) 0.2130(3) 0.0351(10) Uani d . . . 1 . .
H H13A 0.782998 0.877129 0.153532 0.053 Uiso calc U . R 1 . .
H H13B 0.97813 1.015926 0.205984 0.053 Uiso calc U . R 1 . .
H H13C 0.761611 0.982155 0.25408 0.053 Uiso calc U . R 1 . .
C C14 1.1018(7) 0.9150(6) 0.3447(3) 0.0408(12) Uani d . . . 1 . .
H H14A 1.002233 0.970712 0.384095 0.061 Uiso calc U . R 1 . .
H H14B 1.223161 0.989745 0.3361 0.061 Uiso calc U . R 1 . .
H H14C 1.162085 0.843285 0.373099 0.061 Uiso calc U . R 1 . .
C C15 1.1417(6) 0.7560(5) 0.1893(3) 0.0324(10) Uani d . . . 1 . .
H H15A 1.205116 0.678333 0.211285 0.049 Uiso calc U . R 1 . .
H H15B 1.259848 0.839807 0.188635 0.049 Uiso calc U . R 1 . .
H H15C 1.067153 0.707031 0.127578 0.049 Uiso calc U . R 1 . .
C C16 0.4570(6) 0.3042(4) 0.1078(2) 0.0238(9) Uani d . . . 1 . .
C C17 0.2143(6) 0.3011(5) 0.0747(3) 0.0289(10) Uani d . . . 1 . .
H H17A 0.12364 0.303024 0.124775 0.043 Uiso calc U . R 1 . .
H H17B 0.161934 0.2062 0.024485 0.043 Uiso calc U . R 1 . .
H H17C 0.202582 0.392077 0.05363 0.043 Uiso calc U . R 1 . .
C C18 0.4825(7) 0.1559(5) 0.1335(3) 0.0322(10) Uani d . . . 1 . .
H H18A 0.63939 0.155808 0.149903 0.048 Uiso calc U . R 1 . .
H H18B 0.424228 0.064797 0.081669 0.048 Uiso calc U . R 1 . .
H H18C 0.400314 0.152479 0.185383 0.048 Uiso calc U . R 1 . .
C C19 0.5924(6) 0.3043(5) 0.0271(2) 0.0261(9) Uani d . . . 1 . .
H H19A 0.576856 0.396194 0.007561 0.039 Uiso calc U . R 1 . .
H H19B 0.53786 0.21027 -0.023383 0.039 Uiso calc U . R 1 . .
H H19C 0.748645 0.30638 0.045993 0.039 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 . 1.367(4) ?
O1 H1 . 0.91(5) ?
N1 C1 . 1.343(4) ?
N1 C5 . 1.354(5) ?
C1 C2 . 1.383(5) ?
C1 C1 2_566 1.494(8) ?
C2 C3 . 1.378(6) ?
C2 H2 . 0.95 ?
C3 C4 . 1.382(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.391(6) ?
C4 H4 . 0.95 ?
C5 C6 . 1.482(5) ?
C6 C7 . 1.410(5) ?
C6 C11 . 1.416(5) ?
C7 C8 . 1.412(5) ?
C8 C9 . 1.394(5) ?
C8 C16 . 1.538(5) ?
C9 C10 . 1.409(5) ?
C9 H9 . 0.95 ?
C10 C11 . 1.380(5) ?
C10 C12 . 1.529(5) ?
C11 H11 . 0.95 ?
C12 C13 . 1.527(6) ?
C12 C14 . 1.530(6) ?
C12 C15 . 1.537(5) ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C16 C18 . 1.534(6) ?
C16 C17 . 1.537(5) ?
C16 C19 . 1.542(5) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 O1 H1 . . 108.(3) ?
C1 N1 C5 . . 120.4(3) ?
N1 C1 C2 . . 121.5(3) ?
N1 C1 C1 . 2_566 116.1(4) ?
C2 C1 C1 . 2_566 122.4(4) ?
C3 C2 C1 . . 118.7(3) ?
C3 C2 H2 . . 120.6 ?
C1 C2 H2 . . 120.6 ?
C2 C3 C4 . . 120.0(4) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
C3 C4 C5 . . 119.2(4) ?
C3 C4 H4 . . 120.4 ?
C5 C4 H4 . . 120.4 ?
N1 C5 C4 . . 120.2(3) ?
N1 C5 C6 . . 116.3(3) ?
C4 C5 C6 . . 123.5(3) ?
C7 C6 C11 . . 118.0(3) ?
C7 C6 C5 . . 122.7(3) ?
C11 C6 C5 . . 119.3(3) ?
O1 C7 C6 . . 120.3(3) ?
O1 C7 C8 . . 118.4(3) ?
C6 C7 C8 . . 121.2(3) ?
C9 C8 C7 . . 117.3(3) ?
C9 C8 C16 . . 122.2(3) ?
C7 C8 C16 . . 120.5(3) ?
C8 C9 C10 . . 123.9(3) ?
C8 C9 H9 . . 118.1 ?
C10 C9 H9 . . 118.1 ?
C11 C10 C9 . . 116.7(3) ?
C11 C10 C12 . . 121.4(3) ?
C9 C10 C12 . . 121.8(3) ?
C10 C11 C6 . . 122.8(3) ?
C10 C11 H11 . . 118.6 ?
C6 C11 H11 . . 118.6 ?
C13 C12 C10 . . 108.2(3) ?
C13 C12 C14 . . 108.8(3) ?
C10 C12 C14 . . 111.9(3) ?
C13 C12 C15 . . 108.5(3) ?
C10 C12 C15 . . 111.8(3) ?
C14 C12 C15 . . 107.5(3) ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C12 C15 H15A . . 109.5 ?
C12 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C12 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
C18 C16 C17 . . 110.4(3) ?
C18 C16 C8 . . 110.0(3) ?
C17 C16 C8 . . 110.5(3) ?
C18 C16 C19 . . 107.0(3) ?
C17 C16 C19 . . 107.3(3) ?
C8 C16 C19 . . 111.6(3) ?
C16 C17 H17A . . 109.5 ?
C16 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C16 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C16 C18 H18A . . 109.5 ?
C16 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C16 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C16 C19 H19A . . 109.5 ?
C16 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C16 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 N1 C1 C2 . . . . -0.4(6) ?
C5 N1 C1 C1 . . . 2_566 179.8(4) ?
N1 C1 C2 C3 . . . . -0.5(6) ?
C1 C1 C2 C3 2_566 . . . 179.3(5) ?
C1 C2 C3 C4 . . . . 0.4(7) ?
C2 C3 C4 C5 . . . . 0.5(7) ?
C1 N1 C5 C4 . . . . 1.3(6) ?
C1 N1 C5 C6 . . . . -179.5(3) ?
C3 C4 C5 N1 . . . . -1.4(6) ?
C3 C4 C5 C6 . . . . 179.5(4) ?
N1 C5 C6 C7 . . . . -12.9(5) ?
C4 C5 C6 C7 . . . . 166.2(4) ?
N1 C5 C6 C11 . . . . 166.7(3) ?
C4 C5 C6 C11 . . . . -14.2(6) ?
C11 C6 C7 O1 . . . . -179.0(3) ?
C5 C6 C7 O1 . . . . 0.5(5) ?
C11 C6 C7 C8 . . . . 1.2(5) ?
C5 C6 C7 C8 . . . . -179.3(3) ?
O1 C7 C8 C9 . . . . 179.5(3) ?
C6 C7 C8 C9 . . . . -0.7(5) ?
O1 C7 C8 C16 . . . . 0.0(5) ?
C6 C7 C8 C16 . . . . 179.8(3) ?
C7 C8 C9 C10 . . . . -0.6(5) ?
C16 C8 C9 C10 . . . . 178.8(3) ?
C8 C9 C10 C11 . . . . 1.5(5) ?
C8 C9 C10 C12 . . . . -175.2(3) ?
C9 C10 C11 C6 . . . . -1.0(5) ?
C12 C10 C11 C6 . . . . 175.7(3) ?
C7 C6 C11 C10 . . . . -0.3(5) ?
C5 C6 C11 C10 . . . . -179.9(3) ?
C11 C10 C12 C13 . . . . -90.4(4) ?
C9 C10 C12 C13 . . . . 86.1(4) ?
C11 C10 C12 C14 . . . . 29.5(5) ?
C9 C10 C12 C14 . . . . -154.0(4) ?
C11 C10 C12 C15 . . . . 150.2(4) ?
C9 C10 C12 C15 . . . . -33.3(5) ?
C9 C8 C16 C18 . . . . 119.0(4) ?
C7 C8 C16 C18 . . . . -61.6(4) ?
C9 C8 C16 C17 . . . . -118.8(4) ?
C7 C8 C16 C17 . . . . 60.6(4) ?
C9 C8 C16 C19 . . . . 0.4(5) ?
C7 C8 C16 C19 . . . . 179.8(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N1 . 0.91(5) 1.73(5) 2.550(4) 147.(5) ?

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

data_mo_machan_agr_mes2dbtd_x2_0m
_database_code_depnum_ccdc_archive 'CCDC 2154599'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2022-02-24 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2022-02-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H28 O2 S'
_chemical_formula_sum            'C30 H28 O2 S'
_chemical_formula_weight         452.58
_chemical_absolute_configuration ?
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   19.7648(12)
_cell_length_b                   7.4276(4)
_cell_length_c                   16.1962(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2377.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9870
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.244
_cell_measurement_theta_min      2.414
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.161
_exptl_absorpt_correction_T_max  0.4908
_exptl_absorpt_correction_T_min  0.4011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0783 before and 0.0590 after correction.
The Ratio of minimum to maximum transmission is 0.8172.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             960
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 0.1600
1.00 0.00 0.00 0.0130
-1.00 0.00 0.00 0.0230
1.00 1.00 1.00 0.1590
-1.00 0.00 -1.00 0.0360
-1.00 1.00 -1.00 0.1660
0.00 0.00 -1.00 0.0490
0.00 1.00 -1.00 0.1760
-1.00 1.00 1.00 0.1550
1.00 -1.00 -1.00 0.1550
-1.00 -1.00 1.00 0.1390
1.00 1.00 -1.00 0.1680
1.00 0.00 -1.00 0.0400
-1.00 0.00 1.00 0.0100

_exptl_crystal_size_max          0.375
_exptl_crystal_size_mid          0.095
_exptl_crystal_size_min          0.043
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns.reduction_process narrow-frame
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            25722
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.377
_diffrn_reflns_theta_min         2.061
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Photon III'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Kappa four--circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'one pinhole collimator 0.8 mm'
_diffrn_radiation_monochromator  'HELIOS double bounce multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.923
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                4422
_reflns_number_total             4845
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing.bruker_data_scaling   
'SADABS--2016/2 -- Bruker AXS area detector scaling and absorption correction'
_computing.cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.structure_refinement  'SHELXL--2018/3 (Sheldrick, 2018)'
_computing.structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service V6.2.15'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         1.144
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.111
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.46(19)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         4845
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0754
_refine_ls_restrained_S_all      1.103
_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)+(0.1311P)²+1.3920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1870
_refine_ls_wR_factor_ref         0.1936
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.54(19)
 0.46(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C9(H9), C11(H11), C17(H17), C18(H18), C20(H20),
 C24(H24), C26(H26)
3.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
S1 S 0.37370(7) -0.01145(13) 0.49225(11) 0.0177(3) Uani 1 1 d . . . . .
O1 O 0.41045(19) -0.1080(5) 0.4284(3) 0.0293(9) Uani 1 1 d . . . . .
O2 O 0.33978(19) -0.1221(5) 0.5520(3) 0.0268(9) Uani 1 1 d . . . . .
C1 C 0.4266(2) 0.1489(6) 0.5403(3) 0.0194(10) Uani 1 1 d . . . . .
C2 C 0.4818(3) 0.1129(7) 0.5893(3) 0.0214(11) Uani 1 1 d . . . . .
H2 H 0.495160 -0.007167 0.601327 0.026 Uiso 1 1 calc R U . . .
C3 C 0.5173(2) 0.2594(7) 0.6206(3) 0.0197(10) Uani 1 1 d . . . . .
H3 H 0.555835 0.238731 0.654355 0.024 Uiso 1 1 calc R U . . .
C4 C 0.4977(2) 0.4360(7) 0.6037(3) 0.0183(10) Uani 1 1 d . . . . .
C5 C 0.4388(3) 0.4679(7) 0.5550(4) 0.0200(10) Uani 1 1 d . . . . .
H5 H 0.423689 0.587179 0.544778 0.024 Uiso 1 1 calc R U . . .
C6 C 0.4044(2) 0.3230(6) 0.5232(3) 0.0193(10) Uani 1 1 d . . . . .
C7 C 0.5415(2) 0.5876(6) 0.6311(3) 0.0174(10) Uani 1 1 d . . . . .
C8 C 0.5523(2) 0.6226(7) 0.7160(3) 0.0206(10) Uani 1 1 d . . . . .
C9 C 0.5971(3) 0.7579(7) 0.7383(4) 0.0265(11) Uani 1 1 d . . . . .
H9 H 0.603882 0.782425 0.795308 0.032 Uiso 1 1 calc R U . . .
C10 C 0.6325(3) 0.8592(7) 0.6799(4) 0.0259(12) Uani 1 1 d . . . . .
C11 C 0.6210(2) 0.8232(7) 0.5973(4) 0.0234(11) Uani 1 1 d . . . . .
H11 H 0.644997 0.890246 0.556871 0.028 Uiso 1 1 calc R U . . .
C12 C 0.5754(2) 0.6924(6) 0.5716(3) 0.0182(10) Uani 1 1 d . . . . .
C13 C 0.5639(3) 0.6631(7) 0.4804(4) 0.0234(11) Uani 1 1 d . . . . .
H13A H 0.522280 0.724361 0.463436 0.035 Uiso 1 1 calc R U . . .
H13B H 0.559827 0.533889 0.469239 0.035 Uiso 1 1 calc R U . . .
H13C H 0.602279 0.712112 0.449263 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6812(4) 1.0037(7) 0.7069(5) 0.0343(16) Uani 1 1 d . . . . .
H14A H 0.725283 0.949449 0.718957 0.051 Uiso 1 1 calc R U . . .
H14B H 0.663734 1.062898 0.756570 0.051 Uiso 1 1 calc R U . . .
H14C H 0.686188 1.092660 0.662623 0.051 Uiso 1 1 calc R U . . .
C15 C 0.5168(3) 0.5157(8) 0.7832(4) 0.0277(13) Uani 1 1 d . . . . .
H15A H 0.540295 0.400875 0.791381 0.042 Uiso 1 1 calc R U . . .
H15B H 0.469898 0.492827 0.766790 0.042 Uiso 1 1 calc R U . . .
H15C H 0.517430 0.584583 0.834819 0.042 Uiso 1 1 calc R U . . .
C16 C 0.3208(2) 0.1521(6) 0.4497(3) 0.0166(10) Uani 1 1 d . . . . .
C17 C 0.2647(2) 0.1197(6) 0.4008(3) 0.0187(10) Uani 1 1 d . . . . .
H17 H 0.251070 0.000728 0.387217 0.022 Uiso 1 1 calc R U . . .
C18 C 0.2294(2) 0.2680(7) 0.3726(3) 0.0184(10) Uani 1 1 d . . . . .
H18 H 0.190451 0.249700 0.339274 0.022 Uiso 1 1 calc R U . . .
C19 C 0.2490(2) 0.4444(7) 0.3916(3) 0.0187(10) Uani 1 1 d . . . . .
C20 C 0.3062(3) 0.4744(7) 0.4400(3) 0.0183(11) Uani 1 1 d . . . . .
H20 H 0.320240 0.593562 0.452766 0.022 Uiso 1 1 calc R U . . .
C21 C 0.3431(2) 0.3246(6) 0.4700(3) 0.0170(10) Uani 1 1 d . . . . .
C22 C 0.2052(2) 0.5984(7) 0.3654(3) 0.0180(10) Uani 1 1 d . . . . .
C23 C 0.1954(3) 0.6344(7) 0.2814(3) 0.0233(11) Uani 1 1 d . . . . .
C24 C 0.1504(3) 0.7718(7) 0.2588(4) 0.0251(11) Uani 1 1 d . . . . .
H24 H 0.144383 0.798715 0.201882 0.030 Uiso 1 1 calc R U . . .
C25 C 0.1144(3) 0.8696(7) 0.3171(4) 0.0253(12) Uani 1 1 d . . . . .
C26 C 0.1250(2) 0.8315(7) 0.3998(4) 0.0225(11) Uani 1 1 d . . . . .
H26 H 0.100727 0.897208 0.440460 0.027 Uiso 1 1 calc R U . . .
C27 C 0.1709(2) 0.6980(6) 0.4250(3) 0.0187(10) Uani 1 1 d . . . . .
C28 C 0.1818(3) 0.6692(7) 0.5162(3) 0.0219(11) Uani 1 1 d . . . . .
H28A H 0.223255 0.730893 0.533488 0.033 Uiso 1 1 calc R U . . .
H28B H 0.185966 0.540091 0.527491 0.033 Uiso 1 1 calc R U . . .
H28C H 0.143181 0.718048 0.546902 0.033 Uiso 1 1 calc R U . . .
C29 C 0.2319(3) 0.5287(9) 0.2147(4) 0.0338(14) Uani 1 1 d . . . . .
H29A H 0.209398 0.412474 0.206678 0.051 Uiso 1 1 calc R U . . .
H29B H 0.278983 0.508521 0.231422 0.051 Uiso 1 1 calc R U . . .
H29C H 0.231022 0.596848 0.162888 0.051 Uiso 1 1 calc R U . . .
C30 C 0.0635(4) 1.0116(8) 0.2929(5) 0.0342(16) Uani 1 1 d . . . . .
H30A H 0.030084 0.959207 0.255197 0.051 Uiso 1 1 calc R U . . .
H30B H 0.086854 1.111268 0.265236 0.051 Uiso 1 1 calc R U . . .
H30C H 0.040617 1.056638 0.342384 0.051 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
S1 O1 1.454(4) . ?
S1 O2 1.436(4) . ?
S1 C1 1.765(5) . ?
S1 C16 1.744(5) . ?
C1 C2 1.377(7) . ?
C1 C6 1.394(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.395(7) . ?
C4 C5 1.425(7) . ?
C4 C7 1.488(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.374(7) . ?
C6 C21 1.486(6) . ?
C7 C8 1.415(7) . ?
C7 C12 1.409(7) . ?
C8 C9 1.387(7) . ?
C8 C15 1.519(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.397(8) . ?
C10 C11 1.383(8) . ?
C10 C14 1.505(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.389(7) . ?
C12 C13 1.511(7) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.384(7) . ?
C16 C21 1.394(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.400(7) . ?
C19 C20 1.395(7) . ?
C19 C22 1.496(7) . ?
C20 H20 0.9500 . ?
C20 C21 1.416(7) . ?
C22 C23 1.400(7) . ?
C22 C27 1.392(7) . ?
C23 C24 1.403(8) . ?
C23 C29 1.519(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(8) . ?
C25 C26 1.386(8) . ?
C25 C30 1.509(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.404(7) . ?
C27 C28 1.508(8) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 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
O1 S1 C1 110.6(2) . . ?
O1 S1 C16 111.2(3) . . ?
O2 S1 O1 115.5(2) . . ?
O2 S1 C1 111.4(3) . . ?
O2 S1 C16 112.6(2) . . ?
C16 S1 C1 93.4(2) . . ?
C2 C1 S1 126.4(4) . . ?
C2 C1 C6 123.0(5) . . ?
C6 C1 S1 110.6(4) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.3(5) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 119.2 . . ?
C2 C3 C4 121.6(5) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 C7 119.4(4) . . ?
C5 C4 C7 120.9(4) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.8(5) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C21 112.3(5) . . ?
C5 C6 C1 119.7(5) . . ?
C5 C6 C21 128.0(5) . . ?
C8 C7 C4 121.1(4) . . ?
C12 C7 C4 119.4(5) . . ?
C12 C7 C8 119.4(5) . . ?
C7 C8 C15 122.0(5) . . ?
C9 C8 C7 118.9(5) . . ?
C9 C8 C15 119.1(5) . . ?
C8 C9 H9 118.9 . . ?
C8 C9 C10 122.2(5) . . ?
C10 C9 H9 118.9 . . ?
C9 C10 C14 120.5(5) . . ?
C11 C10 C9 117.9(5) . . ?
C11 C10 C14 121.6(5) . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.2(5) . . ?
C12 C11 H11 118.9 . . ?
C7 C12 C13 121.2(4) . . ?
C11 C12 C7 119.3(5) . . ?
C11 C12 C13 119.4(5) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C8 C15 H15A 109.5 . . ?
C8 C15 H15B 109.5 . . ?
C8 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 S1 125.8(4) . . ?
C17 C16 C21 123.2(4) . . ?
C21 C16 S1 111.0(4) . . ?
C16 C17 H17 121.4 . . ?
C18 C17 C16 117.1(4) . . ?
C18 C17 H17 121.4 . . ?
C17 C18 H18 118.9 . . ?
C17 C18 C19 122.3(5) . . ?
C19 C18 H18 118.9 . . ?
C18 C19 C22 119.6(4) . . ?
C20 C19 C18 119.8(5) . . ?
C20 C19 C22 120.4(4) . . ?
C19 C20 H20 120.5 . . ?
C19 C20 C21 119.0(4) . . ?
C21 C20 H20 120.5 . . ?
C16 C21 C6 112.8(4) . . ?
C16 C21 C20 118.6(4) . . ?
C20 C21 C6 128.6(4) . . ?
C23 C22 C19 120.1(4) . . ?
C27 C22 C19 119.5(4) . . ?
C27 C22 C23 120.3(5) . . ?
C22 C23 C24 118.8(5) . . ?
C22 C23 C29 121.8(5) . . ?
C24 C23 C29 119.4(5) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 C23 121.9(5) . . ?
C25 C24 H24 119.1 . . ?
C24 C25 C30 122.0(6) . . ?
C26 C25 C24 118.2(5) . . ?
C26 C25 C30 119.7(6) . . ?
C25 C26 H26 119.2 . . ?
C25 C26 C27 121.6(5) . . ?
C27 C26 H26 119.2 . . ?
C22 C27 C26 119.2(5) . . ?
C22 C27 C28 122.3(4) . . ?
C26 C27 C28 118.5(5) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C23 C29 H29A 109.5 . . ?
C23 C29 H29B 109.5 . . ?
C23 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C25 C30 H30A 109.5 . . ?
C25 C30 H30B 109.5 . . ?
C25 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
S1 C1 C2 C3 179.3(4) . . . . ?
S1 C1 C6 C5 180.0(4) . . . . ?
S1 C1 C6 C21 0.0(5) . . . . ?
S1 C16 C17 C18 -179.7(4) . . . . ?
S1 C16 C21 C6 -1.2(5) . . . . ?
S1 C16 C21 C20 179.6(4) . . . . ?
O1 S1 C1 C2 -67.4(5) . . . . ?
O1 S1 C1 C6 113.5(4) . . . . ?
O1 S1 C16 C17 66.2(5) . . . . ?
O1 S1 C16 C21 -112.5(4) . . . . ?
O2 S1 C1 C2 62.5(5) . . . . ?
O2 S1 C1 C6 -116.6(4) . . . . ?
O2 S1 C16 C17 -65.3(5) . . . . ?
O2 S1 C16 C21 116.0(4) . . . . ?
C1 S1 C16 C17 179.8(4) . . . . ?
C1 S1 C16 C21 1.1(4) . . . . ?
C1 C2 C3 C4 0.4(7) . . . . ?
C1 C6 C21 C16 0.8(6) . . . . ?
C1 C6 C21 C20 179.8(5) . . . . ?
C2 C1 C6 C5 0.9(8) . . . . ?
C2 C1 C6 C21 -179.0(4) . . . . ?
C2 C3 C4 C5 1.7(7) . . . . ?
C2 C3 C4 C7 -173.5(5) . . . . ?
C3 C4 C5 C6 -2.6(8) . . . . ?
C3 C4 C7 C8 -65.1(6) . . . . ?
C3 C4 C7 C12 111.6(5) . . . . ?
C4 C5 C6 C1 1.3(8) . . . . ?
C4 C5 C6 C21 -178.8(5) . . . . ?
C4 C7 C8 C9 175.8(4) . . . . ?
C4 C7 C8 C15 -3.8(7) . . . . ?
C4 C7 C12 C11 -174.2(4) . . . . ?
C4 C7 C12 C13 4.9(7) . . . . ?
C5 C4 C7 C8 119.8(5) . . . . ?
C5 C4 C7 C12 -63.5(6) . . . . ?
C5 C6 C21 C16 -179.2(5) . . . . ?
C5 C6 C21 C20 -0.1(8) . . . . ?
C6 C1 C2 C3 -1.8(8) . . . . ?
C7 C4 C5 C6 172.6(5) . . . . ?
C7 C8 C9 C10 -0.9(8) . . . . ?
C8 C7 C12 C11 2.5(7) . . . . ?
C8 C7 C12 C13 -178.3(4) . . . . ?
C8 C9 C10 C11 1.1(8) . . . . ?
C8 C9 C10 C14 -179.4(5) . . . . ?
C9 C10 C11 C12 0.6(8) . . . . ?
C10 C11 C12 C7 -2.4(7) . . . . ?
C10 C11 C12 C13 178.5(5) . . . . ?
C12 C7 C8 C9 -1.0(7) . . . . ?
C12 C7 C8 C15 179.5(5) . . . . ?
C14 C10 C11 C12 -178.9(5) . . . . ?
C15 C8 C9 C10 178.7(5) . . . . ?
C16 S1 C1 C2 178.4(4) . . . . ?
C16 S1 C1 C6 -0.6(4) . . . . ?
C16 C17 C18 C19 0.5(7) . . . . ?
C17 C16 C21 C6 180.0(4) . . . . ?
C17 C16 C21 C20 0.8(7) . . . . ?
C17 C18 C19 C20 0.4(7) . . . . ?
C17 C18 C19 C22 -174.6(5) . . . . ?
C18 C19 C20 C21 -0.6(7) . . . . ?
C18 C19 C22 C23 -64.8(6) . . . . ?
C18 C19 C22 C27 110.9(5) . . . . ?
C19 C20 C21 C6 -178.9(4) . . . . ?
C19 C20 C21 C16 0.1(7) . . . . ?
C19 C22 C23 C24 175.6(4) . . . . ?
C19 C22 C23 C29 -4.3(8) . . . . ?
C19 C22 C27 C26 -174.1(4) . . . . ?
C19 C22 C27 C28 6.7(7) . . . . ?
C20 C19 C22 C23 120.2(5) . . . . ?
C20 C19 C22 C27 -64.1(6) . . . . ?
C21 C16 C17 C18 -1.1(7) . . . . ?
C22 C19 C20 C21 174.3(4) . . . . ?
C22 C23 C24 C25 -1.5(8) . . . . ?
C23 C22 C27 C26 1.6(7) . . . . ?
C23 C22 C27 C28 -177.6(5) . . . . ?
C23 C24 C25 C26 1.6(8) . . . . ?
C23 C24 C25 C30 -177.1(5) . . . . ?
C24 C25 C26 C27 0.0(8) . . . . ?
C25 C26 C27 C22 -1.6(7) . . . . ?
C25 C26 C27 C28 177.6(5) . . . . ?
C27 C22 C23 C24 -0.1(7) . . . . ?
C27 C22 C23 C29 -180.0(5) . . . . ?
C29 C23 C24 C25 178.3(5) . . . . ?
C30 C25 C26 C27 178.7(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.54(19)
2 0.46(19)

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# 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_machan_agr_ph2dbtd
_database_code_depnum_ccdc_archive 'CCDC 2154598'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2022-02-24 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_audit_creation_date             2022-02-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H16 O2 S, C7 H8'
_chemical_formula_sum            'C31 H24 O2 S'
_chemical_formula_weight         460.56
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.4383(16)
_cell_length_b                   20.371(2)
_cell_length_c                   7.3501(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2311.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5307
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.230
_cell_measurement_theta_min      2.639
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0999 before and 0.0669 after correction.
The Ratio of minimum to maximum transmission is 0.9087.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             968
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1.00 -1.00 0.00 0.0200
-1.00 0.00 1.00 0.1080
1.00 0.00 0.00 0.0030
-1.00 0.00 0.00 0.0130
-1.00 0.00 -1.00 0.0980
-1.00 1.00 1.00 0.0980
-1.00 1.00 0.00 0.0040
0.00 0.00 1.00 0.1160
0.00 -1.00 1.00 0.1200
0.00 1.00 -1.00 0.0980
0.00 1.00 0.00 0.0090
0.00 -1.00 0.00 0.0330
0.00 1.00 1.00 0.1070
0.00 -1.00 -1.00 0.1050

_exptl_crystal_size_max          0.233
_exptl_crystal_size_mid          0.064
_exptl_crystal_size_min          0.039
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns.reduction_process narrow-frame
_diffrn_reflns_av_R_equivalents  0.0748
_diffrn_reflns_av_unetI/netI     0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            27550
_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         28.296
_diffrn_reflns_theta_min         1.999
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean 7.3910
_diffrn_detector_type            'Photon III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Kappa four--circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'one pinhole collimator 0.8 mm'
_diffrn_radiation_monochromator  'HELIOS double bounce multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_target            Mo
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_voltage           50
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2365
_reflns_number_total             2870
_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.bruker_data_scaling   
'SADABS--2016/2 -- Bruker AXS area detector scaling and absorption correction'
_computing.cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing.structure_refinement  'SHELXL--2018/3 (Sheldrick, 2018)'
_computing.structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker Instrument Service V6.2.15'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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         0.331
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2870
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0530
_refine_ls_restrained_S_all      1.095
_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)+(0.0386P)²+2.0219P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1153
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H17A(0.5) H17B(0.5) H17C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C15(H15)
3.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.500000 0.60276(3) 0.250000 0.01284(15) Uani 1 2 d S T P . .
O1 O 0.50613(9) 0.64006(6) 0.41587(16) 0.0171(3) Uani 1 1 d . . . . .
C1 C 0.41716(11) 0.54311(8) 0.2629(2) 0.0131(3) Uani 1 1 d . . . . .
C2 C 0.45230(10) 0.48007(8) 0.2566(2) 0.0126(3) Uani 1 1 d . . . . .
C3 C 0.39745(11) 0.42638(8) 0.2606(2) 0.0134(3) Uani 1 1 d . . . . .
H3 H 0.420511 0.383192 0.254719 0.016 Uiso 1 1 calc R U . . .
C4 C 0.30804(11) 0.43590(8) 0.2733(2) 0.0134(3) Uani 1 1 d . . . . .
C5 C 0.27499(11) 0.49976(9) 0.2828(2) 0.0154(3) Uani 1 1 d . . . . .
H5 H 0.214214 0.505945 0.293566 0.019 Uiso 1 1 calc R U . . .
C6 C 0.32873(11) 0.55424(9) 0.2767(2) 0.0158(4) Uani 1 1 d . . . . .
H6 H 0.305907 0.597507 0.281816 0.019 Uiso 1 1 calc R U . . .
C7 C 0.24941(11) 0.37792(8) 0.2765(2) 0.0144(3) Uani 1 1 d . . . . .
C8 C 0.27252(12) 0.32174(9) 0.3737(2) 0.0166(4) Uani 1 1 d . . . . .
H8 H 0.325540 0.320824 0.439233 0.020 Uiso 1 1 calc R U . . .
C9 C 0.21861(13) 0.26709(9) 0.3753(3) 0.0203(4) Uani 1 1 d . . . . .
H9 H 0.234704 0.229121 0.442280 0.024 Uiso 1 1 calc R U . . .
C10 C 0.14151(12) 0.26800(9) 0.2794(3) 0.0211(4) Uani 1 1 d . . . . .
H10 H 0.104653 0.230659 0.280640 0.025 Uiso 1 1 calc R U . . .
C11 C 0.11793(12) 0.32349(9) 0.1812(3) 0.0202(4) Uani 1 1 d . . . . .
H11 H 0.065090 0.324065 0.115024 0.024 Uiso 1 1 calc R U . . .
C12 C 0.17158(12) 0.37794(9) 0.1801(2) 0.0173(4) Uani 1 1 d . . . . .
H12 H 0.155202 0.415774 0.112851 0.021 Uiso 1 1 calc R U . . .
C13 C 0.500000 0.97393(16) 0.750000 0.0370(8) Uani 1 2 d S T P . .
H13 H 0.500002 1.020560 0.749998 0.044 Uiso 1 2 calc R U P . .
C14 C 0.55956(15) 0.93984(11) 0.8511(3) 0.0324(5) Uani 1 1 d . . . . .
H14 H 0.600288 0.963093 0.923473 0.039 Uiso 1 1 calc R U . . .
C15 C 0.56095(14) 0.87186(11) 0.8489(3) 0.0271(5) Uani 1 1 d . . . . .
H15 H 0.604147 0.849076 0.915896 0.033 Uiso 1 1 calc R U . . .
C16 C 0.500000 0.83653(14) 0.750000 0.0254(6) Uani 1 2 d S T P . .
C17 C 0.500000 0.76305(16) 0.750000 0.0497(10) Uani 1 2 d S T P . .
H17A H 0.559821 0.747011 0.746226 0.075 Uiso 0.5 1 calc R U P A -1
H17B H 0.468533 0.747011 0.643071 0.075 Uiso 0.5 1 calc R U P A -1
H17C H 0.471646 0.747011 0.860703 0.075 Uiso 0.5 1 calc R U P A -1


_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
S1 O1 1.4397(12) . ?
S1 O1 1.4397(12) 3_655 ?
S1 C1 1.7667(17) 3_655 ?
S1 C1 1.7666(17) . ?
C1 C2 1.395(2) . ?
C1 C6 1.388(2) . ?
C2 C2 1.476(3) 3_655 ?
C2 C3 1.384(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.397(2) . ?
C4 C5 1.399(2) . ?
C4 C7 1.488(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.386(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.395(2) . ?
C7 C12 1.395(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.390(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.371(3) 3_656 ?
C13 C14 1.371(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.385(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.390(3) . ?
C16 C17 1.497(4) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 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
O1 S1 O1 116.29(10) . 3_655 ?
O1 S1 C1 111.41(8) 3_655 3_655 ?
O1 S1 C1 111.16(8) . 3_655 ?
O1 S1 C1 111.41(8) . . ?
O1 S1 C1 111.16(8) 3_655 . ?
C1 S1 C1 93.09(11) . 3_655 ?
C2 C1 S1 110.48(12) . . ?
C6 C1 S1 127.14(13) . . ?
C6 C1 C2 122.37(15) . . ?
C1 C2 C2 112.97(10) . 3_655 ?
C3 C2 C1 119.29(15) . . ?
C3 C2 C2 127.74(10) . 3_655 ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.75(15) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 119.53(16) . . ?
C3 C4 C7 119.45(15) . . ?
C5 C4 C7 121.02(15) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 C4 121.63(16) . . ?
C6 C5 H5 119.2 . . ?
C1 C6 H6 121.3 . . ?
C5 C6 C1 117.41(16) . . ?
C5 C6 H6 121.3 . . ?
C8 C7 C4 120.24(16) . . ?
C12 C7 C4 121.03(16) . . ?
C12 C7 C8 118.72(16) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.54(17) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.01(18) . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.05(17) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.88(17) . . ?
C12 C11 H11 120.1 . . ?
C7 C12 H12 119.6 . . ?
C11 C12 C7 120.80(17) . . ?
C11 C12 H12 119.6 . . ?
C14 C13 H13 120.4 . . ?
C14 C13 H13 120.4 3_656 . ?
C14 C13 C14 119.2(3) 3_656 . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.7(2) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.9(2) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C15 117.6(3) 3_656 . ?
C15 C16 C17 121.18(13) 3_656 . ?
C15 C16 C17 121.18(13) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
S1 C1 C2 C2 0.8(2) . . . 3_655 ?
S1 C1 C2 C3 -178.46(13) . . . . ?
S1 C1 C6 C5 179.19(13) . . . . ?
O1 S1 C1 C2 -114.46(13) . . . . ?
O1 S1 C1 C2 114.10(13) 3_655 . . . ?
O1 S1 C1 C6 -65.60(17) 3_655 . . . ?
O1 S1 C1 C6 65.84(17) . . . . ?
C1 S1 C1 C2 -0.28(8) 3_655 . . . ?
C1 S1 C1 C6 -180.0(2) 3_655 . . . ?
C1 C2 C3 C4 -0.8(2) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C2 C2 C3 C4 -179.9(2) 3_655 . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C2 C3 C4 C7 179.66(15) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C3 C4 C7 C8 39.6(2) . . . . ?
C3 C4 C7 C12 -139.06(17) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C4 C7 C8 C9 -179.15(16) . . . . ?
C4 C7 C12 C11 178.98(16) . . . . ?
C5 C4 C7 C8 -140.46(17) . . . . ?
C5 C4 C7 C12 40.9(2) . . . . ?
C6 C1 C2 C2 -179.53(17) . . . 3_655 ?
C6 C1 C2 C3 1.3(3) . . . . ?
C7 C4 C5 C6 -178.86(16) . . . . ?
C7 C8 C9 C10 0.3(3) . . . . ?
C8 C7 C12 C11 0.3(3) . . . . ?
C8 C9 C10 C11 0.1(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C7 0.0(3) . . . . ?
C12 C7 C8 C9 -0.5(3) . . . . ?
C13 C14 C15 C16 -2.6(3) . . . . ?
C14 C13 C14 C15 1.26(14) 3_656 . . . ?
C14 C15 C16 C15 1.26(14) . . . 3_656 ?
C14 C15 C16 C17 -178.74(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# 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_Machan_Cr_snow
_database_code_depnum_ccdc_archive 'CCDC 2150930'
loop_
_audit_author_name
_audit_author_address
'Diane A. Dickie'
;University of Virginia
United States of America
;
_audit_update_record             
;
2022-02-08 deposited with the CCDC.	2022-07-21 downloaded from the CCDC.
;
_vrf_THETM01_Machan_Cr_snow      
;
RESPONSE: The best available crystal of this compound diffracted 
very weakly. The data was truncated at 0.95 A because there was
no diffraction beyond this resolution.
;
_vrf_RINTA01_Machan_Cr_snow      
;
RESPONSE: Even though the data was truncated at 0.95 A a large 
portion of reflections were still too weak to be observed and 
this causes a high value for Rint and wR2.
;
_vrf_PLAT020_Machan_Cr_snow      
;
RESPONSE: Even though the data was truncated at 0.95 A a large 
portion of reflections were still too weak to be observed and 
this causes a high value for Rint and wR2.
;
_vrf_PLAT084_Machan_Cr_snow      
;
RESPONSE: Even though the data was truncated at 0.95 A a large 
portion of reflections were still too weak to be observed and 
this causes a high value for Rint and wR2.
;
_vrf_PLAT341_Machan_Cr_snow      
;
RESPONSE: The poor quality of this crystal and the presence of
poorly behaved solvent prevents us from getting the desired 
precision on the C-C bond measurements. Nevertheless, the 
identity and connectivity of the atoms was unambiguously 
established.
;
_vrf_PLAT410_Machan_Cr_snow      
;
RESPONSE: The close contact of these two H atoms is a recurring
feature in all complexes of this ligand, due to the steric 
constraints of this rigid complex.
;
_chemical_name_systematic        ?
_chemical_name_common            Cr_snow
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H84 Cl Cr N2 O5'
_chemical_formula_iupac          ?
_chemical_formula_weight         928.68

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 2/c'
_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                   27.514(2)
_cell_length_b                   12.1313(11)
_cell_length_c                   32.252(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.556(7)
_cell_angle_gamma                90
_cell_volume                     10615.7(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2439
_cell_measurement_theta_min      2.7788
_cell_measurement_theta_max      51.3709
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.098
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.028
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4024

_exptl_absorpt_coefficient_mu    2.586
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Incoatec Microfocus I\mS'
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multi-layer mirror'

_diffrn_measurement_device_type  'Bruker Kappa APEXII Duo'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            33794
_diffrn_reflns_av_R_equivalents  0.2457
_diffrn_reflns_av_unetI/netI     0.2051
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         54.42
_diffrn_reflns_theta_full        54.42
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       33

_refine_special_details          
;

Refined as a 2-component twin.
;

_reflns_number_total             6496
_reflns_number_gt                3516
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.2037
_refine_ls_R_factor_gt           0.1291
_refine_ls_wR_factor_gt          0.3138
_refine_ls_wR_factor_ref         0.3808
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.064
_refine_ls_number_reflns         6496
_refine_ls_number_parameters     581
_refine_ls_number_restraints     568
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.856
_refine_diff_density_min         -0.520
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 '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'

_computing_data_collection       'Bruker Instrument Service v2017.5.0.0'
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cr Cr1 0.27442(8) 0.62843(17) 0.36601(8) 0.0374(7) Uani d . . . 1.0 . .
Cl Cl1 0.26381(13) 0.4848(2) 0.31783(12) 0.0454(10) Uani d . . . 1.0 . .
O O1 0.2310(3) 0.5668(7) 0.3990(3) 0.043(2) Uani d . . . 1.0 . .
O O2 0.3325(3) 0.5659(7) 0.3978(3) 0.039(2) Uani d . . . 1.0 . .
O O3 0.2842(4) 0.7624(7) 0.4058(4) 0.051(3) Uani d . . D 1.0 . .
H H3A 0.261(4) 0.805(12) 0.393(5) 0.076 Uiso d U . D 1.0 . .
H H3B 0.305(5) 0.763(15) 0.430(3) 0.076 Uiso d U . D 1.0 . .
O O4 0.3634(7) 0.7784(17) 0.4684(9) 0.151(8) Uani d . . . 1.0 . .
N N1 0.2187(4) 0.7105(8) 0.3308(4) 0.037(3) Uani d . . . 1.0 . .
N N2 0.3152(4) 0.7110(8) 0.3297(4) 0.037(3) Uani d . . . 1.0 . .
C C1 0.1821(5) 0.5638(10) 0.3950(5) 0.043(3) Uani d . . . 1.0 . .
C C2 0.1593(5) 0.4870(11) 0.4190(5) 0.044(3) Uani d . . . 1.0 . .
C C3 0.1106(5) 0.4848(12) 0.4153(6) 0.050(4) Uani d . . . 1.0 . .
H H3 0.096284 0.435595 0.432703 0.06 Uiso calc U . R 1.0 . .
C C4 0.0785(5) 0.5523(11) 0.3864(5) 0.040(3) Uani d . . . 1.0 . .
C C5 0.0985(5) 0.6233(11) 0.3629(5) 0.036(3) Uani d . . . 1.0 . .
H H5 0.077576 0.670279 0.344307 0.044 Uiso calc U . R 1.0 . .
C C6 0.1520(5) 0.6314(10) 0.3650(5) 0.037(3) Uani d . . . 1.0 . .
C C7 0.1695(5) 0.7062(9) 0.3350(5) 0.035(3) Uani d . . . 1.0 . .
C C8 0.1373(5) 0.7709(11) 0.3058(5) 0.044(4) Uani d . . . 1.0 . .
H H8 0.103496 0.773236 0.308736 0.053 Uiso calc U . R 1.0 . .
C C9 0.1512(5) 0.8297(11) 0.2740(5) 0.041(3) Uani d . . . 1.0 . .
C C10 0.2011(5) 0.8302(11) 0.2710(5) 0.040(3) Uani d . . . 1.0 . .
H H10 0.212974 0.870308 0.249403 0.048 Uiso calc U . R 1.0 . .
C C11 0.2323(4) 0.7713(10) 0.2998(5) 0.036(3) Uani d . . . 1.0 . .
C C12 0.2877(5) 0.7737(12) 0.2992(6) 0.043(4) Uani d . . . 1.0 . .
C C13 0.3081(5) 0.8340(11) 0.2702(5) 0.040(3) Uani d . . . 1.0 . .
H H13 0.287776 0.875713 0.249178 0.048 Uiso calc U . R 1.0 . .
C C14 0.3591(5) 0.8327(10) 0.2722(5) 0.042(3) Uani d . . . 1.0 . .
C C15 0.3865(5) 0.7725(10) 0.3045(6) 0.044(4) Uani d . . . 1.0 . .
H H15 0.42148 0.776082 0.308066 0.052 Uiso calc U . R 1.0 . .
C C16 0.3650(5) 0.7072(9) 0.3320(5) 0.033(3) Uani d . . . 1.0 . .
C C17 0.3958(4) 0.6315(10) 0.3608(5) 0.033(3) Uani d . . . 1.0 . .
C C18 0.4483(5) 0.6230(11) 0.3585(5) 0.035(3) Uani d . . . 1.0 . .
H H18 0.461444 0.6718 0.340102 0.042 Uiso calc U . R 1.0 . .
C C19 0.4786(5) 0.5522(11) 0.3802(5) 0.038(3) Uani d . . . 1.0 . .
C C20 0.4597(5) 0.4850(11) 0.4081(5) 0.038(3) Uani d . . . 1.0 . .
H H20 0.481377 0.433646 0.423881 0.046 Uiso calc U . R 1.0 . .
C C21 0.4109(5) 0.4871(11) 0.4149(5) 0.041(3) Uani d . . . 1.0 . .
C C22 0.3777(5) 0.5623(10) 0.3900(4) 0.032(3) Uani d . . . 1.0 . .
C C23 0.1918(6) 0.4065(10) 0.4491(5) 0.046(3) Uani d . . . 1.0 . .
C C24 0.1606(6) 0.3326(14) 0.4742(6) 0.063(5) Uani d . . . 1.0 . .
H H24A 0.143516 0.379173 0.49208 0.095 Uiso calc U . R 1.0 . .
H H24B 0.182338 0.281025 0.491869 0.095 Uiso calc U . R 1.0 . .
H H24C 0.136309 0.291265 0.454564 0.095 Uiso calc U . R 1.0 . .
C C25 0.2204(6) 0.3312(13) 0.4225(6) 0.059(4) Uani d . . . 1.0 . .
H H25A 0.196958 0.287048 0.403085 0.088 Uiso calc U . R 1.0 . .
H H25B 0.242326 0.282098 0.441164 0.088 Uiso calc U . R 1.0 . .
H H25C 0.240008 0.37692 0.406395 0.088 Uiso calc U . R 1.0 . .
C C26 0.2285(6) 0.4689(14) 0.4818(6) 0.060(4) Uani d . . . 1.0 . .
H H26A 0.250281 0.513712 0.467448 0.09 Uiso calc U . R 1.0 . .
H H26B 0.24826 0.41603 0.500466 0.09 Uiso calc U . R 1.0 . .
H H26C 0.210479 0.516954 0.49841 0.09 Uiso calc U . R 1.0 . .
C C27 0.0221(5) 0.5407(12) 0.3845(7) 0.059(4) Uani d . . . 1.0 . .
C C28 0.0080(5) 0.5729(13) 0.4271(6) 0.064(3) Uani d . . . 1.0 . .
H H28A 0.023588 0.52188 0.448868 0.096 Uiso calc U . R 1.0 . .
H H28B -0.027904 0.569239 0.425195 0.096 Uiso calc U . R 1.0 . .
H H28C 0.019261 0.648171 0.434388 0.096 Uiso calc U . R 1.0 . .
C C29 -0.0063(5) 0.6147(13) 0.3502(6) 0.064(3) Uani d . . . 1.0 . .
H H29A 0.004466 0.691291 0.355074 0.096 Uiso calc U . R 1.0 . .
H H29B -0.041702 0.609434 0.350916 0.096 Uiso calc U . R 1.0 . .
H H29C 0.000116 0.590707 0.322562 0.096 Uiso calc U . R 1.0 . .
C C30 0.0054(5) 0.4196(13) 0.3727(7) 0.064(3) Uani d . . . 1.0 . .
H H30A 0.014414 0.400377 0.345429 0.096 Uiso calc U . R 1.0 . .
H H30B -0.03039 0.413785 0.370959 0.096 Uiso calc U . R 1.0 . .
H H30C 0.021764 0.369017 0.394268 0.096 Uiso calc U . R 1.0 . .
C C31 0.1140(5) 0.8924(13) 0.2420(6) 0.047(3) Uani d . . . 1.0 . .
C C32 0.0608(5) 0.8789(16) 0.2490(6) 0.059(5) Uani d . . . 1.0 . .
H H32A 0.053241 0.800294 0.251078 0.088 Uiso calc U . R 1.0 . .
H H32B 0.038436 0.911455 0.225344 0.088 Uiso calc U . R 1.0 . .
H H32C 0.056463 0.916149 0.275109 0.088 Uiso calc U . R 1.0 . .
C C33 0.1273(6) 1.0165(13) 0.2449(6) 0.060(5) Uani d . . . 1.0 . .
H H33A 0.127621 1.042251 0.273737 0.089 Uiso calc U . R 1.0 . .
H H33B 0.102681 1.058245 0.225644 0.089 Uiso calc U . R 1.0 . .
H H33C 0.159891 1.02744 0.237148 0.089 Uiso calc U . R 1.0 . .
C C34 0.1173(6) 0.8534(14) 0.1976(5) 0.057(4) Uani d . . . 1.0 . .
H H34A 0.150479 0.868177 0.191582 0.085 Uiso calc U . R 1.0 . .
H H34B 0.092994 0.892902 0.17736 0.085 Uiso calc U . R 1.0 . .
H H34C 0.11071 0.774079 0.195439 0.085 Uiso calc U . R 1.0 . .
C C35 0.3817(5) 0.8987(13) 0.2398(6) 0.054(4) Uani d . . . 1.0 . .
C C36 0.3700(6) 1.0219(12) 0.2438(6) 0.057(4) Uani d . . . 1.0 . .
H H36A 0.33762 1.038174 0.227329 0.086 Uiso calc U . R 1.0 . .
H H36B 0.395204 1.066136 0.233298 0.086 Uiso calc U . R 1.0 . .
H H36C 0.369897 1.039821 0.273426 0.086 Uiso calc U . R 1.0 . .
C C37 0.3612(5) 0.8591(12) 0.1953(6) 0.052(4) Uani d . . . 1.0 . .
H H37A 0.37048 0.781944 0.19223 0.078 Uiso calc U . R 1.0 . .
H H37B 0.374698 0.904504 0.174818 0.078 Uiso calc U . R 1.0 . .
H H37C 0.325162 0.865498 0.190392 0.078 Uiso calc U . R 1.0 . .
C C38 0.4389(5) 0.8867(17) 0.2466(6) 0.070(6) Uani d . . . 1.0 . .
H H38A 0.45346 0.925933 0.272188 0.105 Uiso calc U . R 1.0 . .
H H38B 0.451528 0.918042 0.222411 0.105 Uiso calc U . R 1.0 . .
H H38C 0.447802 0.808451 0.249325 0.105 Uiso calc U . R 1.0 . .
C C39 0.5338(5) 0.5487(11) 0.3771(6) 0.047(3) Uani d . . . 1.0 . .
C C40 0.5635(5) 0.5911(14) 0.4160(6) 0.062(4) Uani d . . . 1.0 . .
H H40A 0.556974 0.669912 0.418757 0.092 Uiso calc U . R 1.0 . .
H H40B 0.598586 0.580034 0.414968 0.092 Uiso calc U . R 1.0 . .
H H40C 0.554798 0.551479 0.440226 0.092 Uiso calc U . R 1.0 . .
C C41 0.5453(5) 0.6141(12) 0.3391(6) 0.053(4) Uani d . . . 1.0 . .
H H41A 0.52523 0.585936 0.313383 0.079 Uiso calc U . R 1.0 . .
H H41B 0.580333 0.606003 0.337196 0.079 Uiso calc U . R 1.0 . .
H H41C 0.537805 0.692235 0.342578 0.079 Uiso calc U . R 1.0 . .
C C42 0.5484(5) 0.4249(11) 0.3710(6) 0.048(4) Uani d . . . 1.0 . .
H H42A 0.541363 0.380841 0.394754 0.072 Uiso calc U . R 1.0 . .
H H42B 0.583641 0.420367 0.369499 0.072 Uiso calc U . R 1.0 . .
H H42C 0.529265 0.396343 0.344828 0.072 Uiso calc U . R 1.0 . .
C C43 0.3907(6) 0.4036(12) 0.4441(5) 0.047(3) Uani d . . . 1.0 . .
C C44 0.3665(6) 0.4625(13) 0.4765(5) 0.057(4) Uani d . . . 1.0 . .
H H44A 0.390369 0.512091 0.493022 0.085 Uiso calc U . R 1.0 . .
H H44B 0.354972 0.408325 0.495222 0.085 Uiso calc U . R 1.0 . .
H H44C 0.338397 0.505455 0.462331 0.085 Uiso calc U . R 1.0 . .
C C45 0.3546(6) 0.3266(12) 0.4174(6) 0.055(4) Uani d . . . 1.0 . .
H H45A 0.329743 0.370184 0.399175 0.082 Uiso calc U . R 1.0 . .
H H45B 0.338394 0.279772 0.435792 0.082 Uiso calc U . R 1.0 . .
H H45C 0.372437 0.28019 0.400093 0.082 Uiso calc U . R 1.0 . .
C C46 0.4333(6) 0.3285(14) 0.4678(6) 0.058(5) Uani d . . . 1.0 . .
H H46A 0.449616 0.290038 0.44715 0.087 Uiso calc U . R 1.0 . .
H H46B 0.419441 0.274433 0.485105 0.087 Uiso calc U . R 1.0 . .
H H46C 0.457434 0.374561 0.485781 0.087 Uiso calc U . R 1.0 . .
C C47 0.3181(10) 0.724(3) 0.5233(12) 0.172(13) Uani d . . . 1.0 . .
H H47A 0.295037 0.719323 0.49669 0.259 Uiso calc U . R 1.0 . .
H H47B 0.305113 0.775083 0.54228 0.259 Uiso calc U . R 1.0 . .
H H47C 0.322332 0.650942 0.536239 0.259 Uiso calc U . R 1.0 . .
C C48 0.3690(9) 0.767(2) 0.5146(11) 0.143(10) Uani d . . . 1.0 . .
H H48A 0.377019 0.83901 0.528495 0.172 Uiso calc U . R 1.0 . .
H H48B 0.395479 0.713925 0.52508 0.172 Uiso calc U . R 1.0 . .
C C49 0.4039(9) 0.836(2) 0.4541(12) 0.146(10) Uani d . . . 1.0 . .
H H49A 0.408494 0.909002 0.467718 0.176 Uiso calc U . R 1.0 . .
H H49B 0.396383 0.846673 0.423324 0.176 Uiso calc U . R 1.0 . .
C C50 0.4507(9) 0.768(2) 0.4654(11) 0.145(12) Uani d . . . 1.0 . .
H H50A 0.449221 0.70395 0.446627 0.218 Uiso calc U . R 1.0 . .
H H50B 0.453824 0.742562 0.494566 0.218 Uiso calc U . R 1.0 . .
H H50C 0.479319 0.813334 0.462212 0.218 Uiso calc U . R 1.0 . .
O O5 0.2728(11) 0.9771(18) 0.3722(9) 0.159(8) Uani d . P D 0.826(19) A 1
C C51 0.2752(17) 1.114(4) 0.3296(14) 0.196(9) Uani d . P D 0.826(19) A 1
H H51A 0.29144 1.171883 0.315383 0.294 Uiso calc U P R 0.826(19) A 1
H H51B 0.257338 1.064382 0.308545 0.294 Uiso calc U P R 0.826(19) A 1
H H51C 0.252051 1.148708 0.345694 0.294 Uiso calc U P R 0.826(19) A 1
C C52 0.3217(16) 1.037(5) 0.3651(18) 0.196(9) Uani d . P D 0.826(19) A 1
H H52A 0.344443 0.992033 0.35133 0.235 Uiso calc U P R 0.826(19) A 1
H H52B 0.339006 1.078764 0.389538 0.235 Uiso calc U P R 0.826(19) A 1
C C53 0.2223(17) 1.029(4) 0.3793(17) 0.196(9) Uani d . P D 0.826(19) A 1
H H53A 0.198787 1.03195 0.352553 0.235 Uiso calc U P R 0.826(19) A 1
H H53B 0.227189 1.103906 0.391046 0.235 Uiso calc U P R 0.826(19) A 1
C C54 0.1995(16) 0.937(4) 0.4164(16) 0.196(9) Uani d . P D 0.826(19) A 1
H H54A 0.167826 0.96469 0.422227 0.294 Uiso calc U P R 0.826(19) A 1
H H54B 0.195052 0.862965 0.404323 0.294 Uiso calc U P R 0.826(19) A 1
H H54C 0.223285 0.934493 0.442587 0.294 Uiso calc U P R 0.826(19) A 1
O O5A 0.299(4) 0.992(8) 0.422(3) 0.159(8) Uani d . P D 0.174(19) A 2
C C51A 0.300(7) 1.03(3) 0.357(5) 0.196(9) Uani d . P D 0.174(19) A 2
H H51D 0.315476 1.039507 0.331771 0.294 Uiso calc U P R 0.174(19) A 2
H H51E 0.274358 0.973907 0.351575 0.294 Uiso calc U P R 0.174(19) A 2
H H51F 0.285643 1.100309 0.363729 0.294 Uiso calc U P R 0.174(19) A 2
C C52A 0.347(4) 0.987(17) 0.401(6) 0.196(9) Uani d . P D 0.174(19) A 2
H H52C 0.360858 0.912696 0.398654 0.235 Uiso calc U P R 0.174(19) A 2
H H52D 0.372475 1.042812 0.411165 0.235 Uiso calc U P R 0.174(19) A 2
C C53A 0.255(4) 1.078(10) 0.412(7) 0.196(9) Uani d . P D 0.174(19) A 2
H H53C 0.262489 1.133994 0.391216 0.235 Uiso calc U P R 0.174(19) A 2
H H53D 0.249016 1.11536 0.437421 0.235 Uiso calc U P R 0.174(19) A 2
C C54A 0.202(5) 0.996(19) 0.389(8) 0.196(9) Uani d . P D 0.174(19) A 2
H H54D 0.172951 1.043607 0.381741 0.294 Uiso calc U P R 0.174(19) A 2
H H54E 0.208509 0.95862 0.363423 0.294 Uiso calc U P R 0.174(19) A 2
H H54F 0.195118 0.9401 0.409345 0.294 Uiso calc U P R 0.174(19) 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cr1 O1 . 1.881(10) ?
Cr1 O2 . 1.908(9) ?
Cr1 N1 . 2.014(11) ?
Cr1 N2 . 2.019(12) ?
Cr1 O3 . 2.060(10) ?
Cr1 Cl1 . 2.320(4) ?
O1 C1 . 1.331(17) ?
O2 C22 . 1.309(16) ?
O3 H3A . 0.88(2) ?
O3 H3B . 0.88(2) ?
O4 C49 . 1.45(3) ?
O4 C48 . 1.48(4) ?
N1 C11 . 1.344(18) ?
N1 C7 . 1.383(18) ?
N2 C16 . 1.361(17) ?
N2 C12 . 1.367(18) ?
C1 C2 . 1.42(2) ?
C1 C6 . 1.43(2) ?
C2 C3 . 1.32(2) ?
C2 C23 . 1.55(2) ?
C3 C4 . 1.43(2) ?
C3 H3 . 0.95 ?
C4 C5 . 1.32(2) ?
C4 C27 . 1.55(2) ?
C5 C6 . 1.466(18) ?
C5 H5 . 0.95 ?
C6 C7 . 1.46(2) ?
C7 C8 . 1.42(2) ?
C8 C9 . 1.36(2) ?
C8 H8 . 0.95 ?
C9 C10 . 1.39(2) ?
C9 C31 . 1.53(2) ?
C10 C11 . 1.36(2) ?
C10 H10 . 0.95 ?
C11 C12 . 1.529(16) ?
C12 C13 . 1.38(2) ?
C13 C14 . 1.39(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.39(2) ?
C14 C35 . 1.53(2) ?
C15 C16 . 1.391(19) ?
C15 H15 . 0.95 ?
C16 C17 . 1.470(19) ?
C17 C22 . 1.413(19) ?
C17 C18 . 1.463(18) ?
C18 C19 . 1.31(2) ?
C18 H18 . 0.95 ?
C19 C20 . 1.38(2) ?
C19 C39 . 1.54(2) ?
C20 C21 . 1.394(19) ?
C20 H20 . 0.95 ?
C21 C22 . 1.440(18) ?
C21 C43 . 1.55(2) ?
C23 C26 . 1.53(2) ?
C23 C25 . 1.56(2) ?
C23 C24 . 1.56(2) ?
C24 H24A . 0.98 ?
C24 H24B . 0.98 ?
C24 H24C . 0.98 ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 H26A . 0.98 ?
C26 H26B . 0.98 ?
C26 H26C . 0.98 ?
C27 C29 . 1.53(2) ?
C27 C28 . 1.54(3) ?
C27 C30 . 1.57(2) ?
C28 H28A . 0.98 ?
C28 H28B . 0.98 ?
C28 H28C . 0.98 ?
C29 H29A . 0.98 ?
C29 H29B . 0.98 ?
C29 H29C . 0.98 ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C34 . 1.52(2) ?
C31 C32 . 1.53(2) ?
C31 C33 . 1.55(2) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 H33A . 0.98 ?
C33 H33B . 0.98 ?
C33 H33C . 0.98 ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C37 . 1.53(2) ?
C35 C36 . 1.54(2) ?
C35 C38 . 1.56(2) ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
C37 H37A . 0.98 ?
C37 H37B . 0.98 ?
C37 H37C . 0.98 ?
C38 H38A . 0.98 ?
C38 H38B . 0.98 ?
C38 H38C . 0.98 ?
C39 C40 . 1.47(2) ?
C39 C41 . 1.54(2) ?
C39 C42 . 1.576(18) ?
C40 H40A . 0.98 ?
C40 H40B . 0.98 ?
C40 H40C . 0.98 ?
C41 H41A . 0.98 ?
C41 H41B . 0.98 ?
C41 H41C . 0.98 ?
C42 H42A . 0.98 ?
C42 H42B . 0.98 ?
C42 H42C . 0.98 ?
C43 C44 . 1.51(2) ?
C43 C45 . 1.52(2) ?
C43 C46 . 1.578(19) ?
C44 H44A . 0.98 ?
C44 H44B . 0.98 ?
C44 H44C . 0.98 ?
C45 H45A . 0.98 ?
C45 H45B . 0.98 ?
C45 H45C . 0.98 ?
C46 H46A . 0.98 ?
C46 H46B . 0.98 ?
C46 H46C . 0.98 ?
C47 C48 . 1.56(4) ?
C47 H47A . 0.98 ?
C47 H47B . 0.98 ?
C47 H47C . 0.98 ?
C48 H48A . 0.99 ?
C48 H48B . 0.99 ?
C49 C50 . 1.52(3) ?
C49 H49A . 0.99 ?
C49 H49B . 0.99 ?
C50 H50A . 0.98 ?
C50 H50B . 0.98 ?
C50 H50C . 0.98 ?
O5 C53 . 1.58(3) ?
O5 C52 . 1.58(3) ?
C51 C52 . 1.83(5) ?
C51 H51A . 0.98 ?
C51 H51B . 0.98 ?
C51 H51C . 0.98 ?
C52 H52A . 0.99 ?
C52 H52B . 0.99 ?
C53 C54 . 1.82(5) ?
C53 H53A . 0.99 ?
C53 H53B . 0.99 ?
C54 H54A . 0.98 ?
C54 H54B . 0.98 ?
C54 H54C . 0.98 ?
O5A C52A . 1.58(4) ?
O5A C53A . 1.58(4) ?
C51A C52A . 1.83(5) ?
C51A H51D . 0.98 ?
C51A H51E . 0.98 ?
C51A H51F . 0.98 ?
C52A H52C . 0.99 ?
C52A H52D . 0.99 ?
C53A C54A . 1.82(5) ?
C53A H53C . 0.99 ?
C53A H53D . 0.99 ?
C54A H54D . 0.98 ?
C54A H54E . 0.98 ?
C54A H54F . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cr1 O2 . . 95.3(4) ?
O1 Cr1 N1 . . 91.2(4) ?
O2 Cr1 N1 . . 172.6(4) ?
O1 Cr1 N2 . . 172.8(4) ?
O2 Cr1 N2 . . 90.7(4) ?
N1 Cr1 N2 . . 82.6(4) ?
O1 Cr1 O3 . . 89.5(4) ?
O2 Cr1 O3 . . 88.2(4) ?
N1 Cr1 O3 . . 88.3(4) ?
N2 Cr1 O3 . . 86.7(5) ?
O1 Cr1 Cl1 . . 93.4(3) ?
O2 Cr1 Cl1 . . 93.6(3) ?
N1 Cr1 Cl1 . . 89.7(4) ?
N2 Cr1 Cl1 . . 90.2(4) ?
O3 Cr1 Cl1 . . 176.5(4) ?
C1 O1 Cr1 . . 133.0(10) ?
C22 O2 Cr1 . . 130.3(9) ?
Cr1 O3 H3A . . 99.(10) ?
Cr1 O3 H3B . . 123.(10) ?
H3A O3 H3B . . 137.(10) ?
C49 O4 C48 . . 114.(2) ?
C11 N1 C7 . . 119.5(11) ?
C11 N1 Cr1 . . 114.2(8) ?
C7 N1 Cr1 . . 126.2(9) ?
C16 N2 C12 . . 119.4(12) ?
C16 N2 Cr1 . . 127.1(9) ?
C12 N2 Cr1 . . 113.5(9) ?
O1 C1 C2 . . 119.8(12) ?
O1 C1 C6 . . 120.9(13) ?
C2 C1 C6 . . 119.2(13) ?
C3 C2 C1 . . 119.7(14) ?
C3 C2 C23 . . 120.8(14) ?
C1 C2 C23 . . 119.4(12) ?
C2 C3 C4 . . 123.6(15) ?
C2 C3 H3 . . 118.2 ?
C4 C3 H3 . . 118.2 ?
C5 C4 C3 . . 118.3(13) ?
C5 C4 C27 . . 122.9(14) ?
C3 C4 C27 . . 118.8(14) ?
C4 C5 C6 . . 121.8(14) ?
C4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
C1 C6 C7 . . 126.0(12) ?
C1 C6 C5 . . 117.2(13) ?
C7 C6 C5 . . 116.8(13) ?
N1 C7 C8 . . 115.3(13) ?
N1 C7 C6 . . 121.6(12) ?
C8 C7 C6 . . 122.9(12) ?
C9 C8 C7 . . 124.7(13) ?
C9 C8 H8 . . 117.6 ?
C7 C8 H8 . . 117.6 ?
C8 C9 C10 . . 117.4(13) ?
C8 C9 C31 . . 122.1(13) ?
C10 C9 C31 . . 120.5(14) ?
C11 C10 C9 . . 117.9(14) ?
C11 C10 H10 . . 121.1 ?
C9 C10 H10 . . 121.1 ?
N1 C11 C10 . . 125.1(12) ?
N1 C11 C12 . . 114.9(13) ?
C10 C11 C12 . . 119.9(14) ?
N2 C12 C13 . . 122.9(12) ?
N2 C12 C11 . . 114.5(13) ?
C13 C12 C11 . . 122.5(14) ?
C12 C13 C14 . . 118.8(14) ?
C12 C13 H13 . . 120.6 ?
C14 C13 H13 . . 120.6 ?
C15 C14 C13 . . 117.3(14) ?
C15 C14 C35 . . 123.8(12) ?
C13 C14 C35 . . 118.8(13) ?
C14 C15 C16 . . 122.8(12) ?
C14 C15 H15 . . 118.6 ?
C16 C15 H15 . . 118.6 ?
N2 C16 C15 . . 118.4(12) ?
N2 C16 C17 . . 121.8(12) ?
C15 C16 C17 . . 119.7(12) ?
C22 C17 C18 . . 117.0(12) ?
C22 C17 C16 . . 124.1(11) ?
C18 C17 C16 . . 118.9(12) ?
C19 C18 C17 . . 124.2(14) ?
C19 C18 H18 . . 117.9 ?
C17 C18 H18 . . 117.9 ?
C18 C19 C20 . . 117.4(13) ?
C18 C19 C39 . . 121.8(14) ?
C20 C19 C39 . . 120.7(13) ?
C19 C20 C21 . . 124.7(13) ?
C19 C20 H20 . . 117.7 ?
C21 C20 H20 . . 117.7 ?
C20 C21 C22 . . 117.5(14) ?
C20 C21 C43 . . 122.4(12) ?
C22 C21 C43 . . 119.7(12) ?
O2 C22 C17 . . 124.1(11) ?
O2 C22 C21 . . 116.6(12) ?
C17 C22 C21 . . 119.1(12) ?
C26 C23 C2 . . 111.4(11) ?
C26 C23 C25 . . 109.5(14) ?
C2 C23 C25 . . 108.4(13) ?
C26 C23 C24 . . 106.5(14) ?
C2 C23 C24 . . 112.2(13) ?
C25 C23 C24 . . 108.8(12) ?
C23 C24 H24A . . 109.5 ?
C23 C24 H24B . . 109.5 ?
H24A C24 H24B . . 109.5 ?
C23 C24 H24C . . 109.5 ?
H24A C24 H24C . . 109.5 ?
H24B C24 H24C . . 109.5 ?
C23 C25 H25A . . 109.5 ?
C23 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C23 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C23 C26 H26A . . 109.5 ?
C23 C26 H26B . . 109.5 ?
H26A C26 H26B . . 109.5 ?
C23 C26 H26C . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C29 C27 C28 . . 108.7(13) ?
C29 C27 C4 . . 111.3(13) ?
C28 C27 C4 . . 109.9(14) ?
C29 C27 C30 . . 106.2(15) ?
C28 C27 C30 . . 110.3(14) ?
C4 C27 C30 . . 110.3(12) ?
C27 C28 H28A . . 109.5 ?
C27 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C27 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C27 C29 H29A . . 109.5 ?
C27 C29 H29B . . 109.5 ?
H29A C29 H29B . . 109.5 ?
C27 C29 H29C . . 109.5 ?
H29A C29 H29C . . 109.5 ?
H29B C29 H29C . . 109.5 ?
C27 C30 H30A . . 109.5 ?
C27 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C27 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C34 C31 C32 . . 108.3(14) ?
C34 C31 C9 . . 110.0(12) ?
C32 C31 C9 . . 113.3(13) ?
C34 C31 C33 . . 108.0(14) ?
C32 C31 C33 . . 108.5(13) ?
C9 C31 C33 . . 108.5(13) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 H33A . . 109.5 ?
C31 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C31 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 109.5 ?
C31 C34 H34A . . 109.5 ?
C31 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C31 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C37 C35 C14 . . 110.4(13) ?
C37 C35 C36 . . 109.6(13) ?
C14 C35 C36 . . 109.6(14) ?
C37 C35 C38 . . 108.0(14) ?
C14 C35 C38 . . 111.7(13) ?
C36 C35 C38 . . 107.4(14) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C35 C37 H37A . . 109.5 ?
C35 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
C35 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
C35 C38 H38A . . 109.5 ?
C35 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
C35 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
C40 C39 C41 . . 109.9(13) ?
C40 C39 C19 . . 110.5(14) ?
C41 C39 C19 . . 111.9(12) ?
C40 C39 C42 . . 108.9(13) ?
C41 C39 C42 . . 107.6(13) ?
C19 C39 C42 . . 108.0(11) ?
C39 C40 H40A . . 109.5 ?
C39 C40 H40B . . 109.5 ?
H40A C40 H40B . . 109.5 ?
C39 C40 H40C . . 109.5 ?
H40A C40 H40C . . 109.5 ?
H40B C40 H40C . . 109.5 ?
C39 C41 H41A . . 109.5 ?
C39 C41 H41B . . 109.5 ?
H41A C41 H41B . . 109.5 ?
C39 C41 H41C . . 109.5 ?
H41A C41 H41C . . 109.5 ?
H41B C41 H41C . . 109.5 ?
C39 C42 H42A . . 109.5 ?
C39 C42 H42B . . 109.5 ?
H42A C42 H42B . . 109.5 ?
C39 C42 H42C . . 109.5 ?
H42A C42 H42C . . 109.5 ?
H42B C42 H42C . . 109.5 ?
C44 C43 C45 . . 111.1(14) ?
C44 C43 C21 . . 110.8(12) ?
C45 C43 C21 . . 108.9(13) ?
C44 C43 C46 . . 108.5(13) ?
C45 C43 C46 . . 106.4(12) ?
C21 C43 C46 . . 111.0(12) ?
C43 C44 H44A . . 109.5 ?
C43 C44 H44B . . 109.5 ?
H44A C44 H44B . . 109.5 ?
C43 C44 H44C . . 109.5 ?
H44A C44 H44C . . 109.5 ?
H44B C44 H44C . . 109.5 ?
C43 C45 H45A . . 109.5 ?
C43 C45 H45B . . 109.5 ?
H45A C45 H45B . . 109.5 ?
C43 C45 H45C . . 109.5 ?
H45A C45 H45C . . 109.5 ?
H45B C45 H45C . . 109.5 ?
C43 C46 H46A . . 109.5 ?
C43 C46 H46B . . 109.5 ?
H46A C46 H46B . . 109.5 ?
C43 C46 H46C . . 109.5 ?
H46A C46 H46C . . 109.5 ?
H46B C46 H46C . . 109.5 ?
C48 C47 H47A . . 109.5 ?
C48 C47 H47B . . 109.5 ?
H47A C47 H47B . . 109.5 ?
C48 C47 H47C . . 109.5 ?
H47A C47 H47C . . 109.5 ?
H47B C47 H47C . . 109.5 ?
O4 C48 C47 . . 105.(2) ?
O4 C48 H48A . . 110.7 ?
C47 C48 H48A . . 110.7 ?
O4 C48 H48B . . 110.7 ?
C47 C48 H48B . . 110.7 ?
H48A C48 H48B . . 108.8 ?
O4 C49 C50 . . 109.(2) ?
O4 C49 H49A . . 109.8 ?
C50 C49 H49A . . 109.8 ?
O4 C49 H49B . . 109.8 ?
C50 C49 H49B . . 109.8 ?
H49A C49 H49B . . 108.3 ?
C49 C50 H50A . . 109.5 ?
C49 C50 H50B . . 109.5 ?
H50A C50 H50B . . 109.5 ?
C49 C50 H50C . . 109.5 ?
H50A C50 H50C . . 109.5 ?
H50B C50 H50C . . 109.5 ?
C53 O5 C52 . . 129.(3) ?
C52 C51 H51A . . 109.5 ?
C52 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
C52 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
O5 C52 C51 . . 79.(3) ?
O5 C52 H52A . . 115.4 ?
C51 C52 H52A . . 115.4 ?
O5 C52 H52B . . 115.4 ?
C51 C52 H52B . . 115.4 ?
H52A C52 H52B . . 112.5 ?
O5 C53 C54 . . 105.(3) ?
O5 C53 H53A . . 110.7 ?
C54 C53 H53A . . 110.7 ?
O5 C53 H53B . . 110.7 ?
C54 C53 H53B . . 110.7 ?
H53A C53 H53B . . 108.8 ?
C53 C54 H54A . . 109.5 ?
C53 C54 H54B . . 109.5 ?
H54A C54 H54B . . 109.5 ?
C53 C54 H54C . . 109.5 ?
H54A C54 H54C . . 109.5 ?
H54B C54 H54C . . 109.5 ?
C52A O5A C53A . . 127.(5) ?
C52A C51A H51D . . 109.5 ?
C52A C51A H51E . . 109.5 ?
H51D C51A H51E . . 109.5 ?
C52A C51A H51F . . 109.5 ?
H51D C51A H51F . . 109.5 ?
H51E C51A H51F . . 109.5 ?
O5A C52A C51A . . 78.(3) ?
O5A C52A H52C . . 115.6 ?
C51A C52A H52C . . 115.6 ?
O5A C52A H52D . . 115.6 ?
C51A C52A H52D . . 115.6 ?
H52C C52A H52D . . 112.6 ?
O5A C53A C54A . . 105.(4) ?
O5A C53A H53C . . 110.7 ?
C54A C53A H53C . . 110.7 ?
O5A C53A H53D . . 110.7 ?
C54A C53A H53D . . 110.7 ?
H53C C53A H53D . . 108.8 ?
C53A C54A H54D . . 109.5 ?
C53A C54A H54E . . 109.5 ?
H54D C54A H54E . . 109.5 ?
C53A C54A H54F . . 109.5 ?
H54D C54A H54F . . 109.5 ?
H54E C54A H54F . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cr1 O1 C1 . . . . -172.9(12) ?
N1 Cr1 O1 C1 . . . . 10.8(12) ?
O3 Cr1 O1 C1 . . . . 99.0(12) ?
Cl1 Cr1 O1 C1 . . . . -78.9(12) ?
Cr1 O1 C1 C2 . . . . 163.5(11) ?
Cr1 O1 C1 C6 . . . . -12.(2) ?
O1 C1 C2 C3 . . . . 179.4(15) ?
C6 C1 C2 C3 . . . . -5.(2) ?
O1 C1 C2 C23 . . . . -1.(2) ?
C6 C1 C2 C23 . . . . 175.1(13) ?
C1 C2 C3 C4 . . . . 3.(2) ?
C23 C2 C3 C4 . . . . -176.4(14) ?
C2 C3 C4 C5 . . . . -2.(2) ?
C2 C3 C4 C27 . . . . 179.0(16) ?
C3 C4 C5 C6 . . . . 2.(2) ?
C27 C4 C5 C6 . . . . -179.1(14) ?
O1 C1 C6 C7 . . . . 2.(2) ?
C2 C1 C6 C7 . . . . -173.6(13) ?
O1 C1 C6 C5 . . . . -179.5(13) ?
C2 C1 C6 C5 . . . . 5.(2) ?
C4 C5 C6 C1 . . . . -3.(2) ?
C4 C5 C6 C7 . . . . 175.0(13) ?
C11 N1 C7 C8 . . . . -1.4(18) ?
Cr1 N1 C7 C8 . . . . -179.2(10) ?
C11 N1 C7 C6 . . . . 172.8(12) ?
Cr1 N1 C7 C6 . . . . -5.0(18) ?
C1 C6 C7 N1 . . . . 6.(2) ?
C5 C6 C7 N1 . . . . -172.2(12) ?
C1 C6 C7 C8 . . . . 179.7(14) ?
C5 C6 C7 C8 . . . . 2.(2) ?
N1 C7 C8 C9 . . . . 3.(2) ?
C6 C7 C8 C9 . . . . -170.8(14) ?
C7 C8 C9 C10 . . . . -3.(2) ?
C7 C8 C9 C31 . . . . 176.3(14) ?
C8 C9 C10 C11 . . . . 0.(2) ?
C31 C9 C10 C11 . . . . -178.8(14) ?
C7 N1 C11 C10 . . . . -1.(2) ?
Cr1 N1 C11 C10 . . . . 177.2(12) ?
C7 N1 C11 C12 . . . . 177.6(13) ?
Cr1 N1 C11 C12 . . . . -4.4(17) ?
C9 C10 C11 N1 . . . . 1.(2) ?
C9 C10 C11 C12 . . . . -176.9(14) ?
C16 N2 C12 C13 . . . . 0.(2) ?
Cr1 N2 C12 C13 . . . . -178.0(12) ?
C16 N2 C12 C11 . . . . 180.0(13) ?
Cr1 N2 C12 C11 . . . . 1.8(18) ?
N1 C11 C12 N2 . . . . 2.(2) ?
C10 C11 C12 N2 . . . . -179.8(12) ?
N1 C11 C12 C13 . . . . -178.5(13) ?
C10 C11 C12 C13 . . . . 0.(3) ?
N2 C12 C13 C14 . . . . -1.(2) ?
C11 C12 C13 C14 . . . . 179.2(15) ?
C12 C13 C14 C15 . . . . -2.(2) ?
C12 C13 C14 C35 . . . . 179.4(15) ?
C13 C14 C15 C16 . . . . 6.(2) ?
C35 C14 C15 C16 . . . . -175.6(14) ?
C12 N2 C16 C15 . . . . 3.(2) ?
Cr1 N2 C16 C15 . . . . -178.6(10) ?
C12 N2 C16 C17 . . . . -172.8(13) ?
Cr1 N2 C16 C17 . . . . 5.1(18) ?
C14 C15 C16 N2 . . . . -7.(2) ?
C14 C15 C16 C17 . . . . 169.7(13) ?
N2 C16 C17 C22 . . . . -4.(2) ?
C15 C16 C17 C22 . . . . 179.6(13) ?
N2 C16 C17 C18 . . . . 173.4(12) ?
C15 C16 C17 C18 . . . . -2.8(19) ?
C22 C17 C18 C19 . . . . 3.(2) ?
C16 C17 C18 C19 . . . . -174.4(13) ?
C17 C18 C19 C20 . . . . -3.(2) ?
C17 C18 C19 C39 . . . . -178.7(13) ?
C18 C19 C20 C21 . . . . 0.(2) ?
C39 C19 C20 C21 . . . . 176.0(14) ?
C19 C20 C21 C22 . . . . 2.(2) ?
C19 C20 C21 C43 . . . . 175.1(14) ?
Cr1 O2 C22 C17 . . . . 18.2(18) ?
Cr1 O2 C22 C21 . . . . -165.7(9) ?
C18 C17 C22 O2 . . . . 174.9(12) ?
C16 C17 C22 O2 . . . . -7.(2) ?
C18 C17 C22 C21 . . . . -1.1(18) ?
C16 C17 C22 C21 . . . . 176.6(13) ?
C20 C21 C22 O2 . . . . -177.7(12) ?
C43 C21 C22 O2 . . . . 9.1(19) ?
C20 C21 C22 C17 . . . . -1.4(19) ?
C43 C21 C22 C17 . . . . -174.6(13) ?
C3 C2 C23 C26 . . . . -122.2(17) ?
C1 C2 C23 C26 . . . . 58.0(19) ?
C3 C2 C23 C25 . . . . 117.2(17) ?
C1 C2 C23 C25 . . . . -62.5(17) ?
C3 C2 C23 C24 . . . . -3.(2) ?
C1 C2 C23 C24 . . . . 177.3(14) ?
C5 C4 C27 C29 . . . . 4.(2) ?
C3 C4 C27 C29 . . . . -176.9(14) ?
C5 C4 C27 C28 . . . . -116.3(17) ?
C3 C4 C27 C28 . . . . 62.6(17) ?
C5 C4 C27 C30 . . . . 121.9(17) ?
C3 C4 C27 C30 . . . . -59.(2) ?
C8 C9 C31 C34 . . . . -123.0(16) ?
C10 C9 C31 C34 . . . . 56.1(18) ?
C8 C9 C31 C32 . . . . -2.(2) ?
C10 C9 C31 C32 . . . . 177.5(15) ?
C8 C9 C31 C33 . . . . 119.0(16) ?
C10 C9 C31 C33 . . . . -61.8(19) ?
C15 C14 C35 C37 . . . . 122.2(15) ?
C13 C14 C35 C37 . . . . -59.2(18) ?
C15 C14 C35 C36 . . . . -116.9(16) ?
C13 C14 C35 C36 . . . . 61.6(19) ?
C15 C14 C35 C38 . . . . 2.(2) ?
C13 C14 C35 C38 . . . . -179.4(16) ?
C18 C19 C39 C40 . . . . 108.7(17) ?
C20 C19 C39 C40 . . . . -67.2(17) ?
C18 C19 C39 C41 . . . . -14.(2) ?
C20 C19 C39 C41 . . . . 169.9(13) ?
C18 C19 C39 C42 . . . . -132.4(15) ?
C20 C19 C39 C42 . . . . 51.7(19) ?
C20 C21 C43 C44 . . . . 126.9(15) ?
C22 C21 C43 C44 . . . . -60.3(18) ?
C20 C21 C43 C45 . . . . -110.6(16) ?
C22 C21 C43 C45 . . . . 62.3(17) ?
C20 C21 C43 C46 . . . . 6.(2) ?
C22 C21 C43 C46 . . . . 179.1(13) ?
C49 O4 C48 C47 . . . . 170.(2) ?
C48 O4 C49 C50 . . . . 65.(3) ?
C53 O5 C52 C51 . . . . -46.(4) ?
C52 O5 C53 C54 . . . . -144.(4) ?
C53A O5A C52A C51A . . . . -36.(17) ?
C52A O5A C53A C54A . . . . 115.(15) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3A O5 . 0.88(2) 2.23(15) 2.82(3) 124.(14) ?
O3 H3B O4 . 0.88(2) 1.87(6) 2.72(2) 162.(17) ?

