# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_1202_gt_iboga_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2333565'
loop_
_audit_author_name
_audit_author_address
'Gavin Tay'
;The University of Tokyo
Japan
;
_audit_update_record             
;
2024-02-19 deposited with the CCDC.	2024-08-16 downloaded from the CCDC.
;
_audit_creation_date             2023-10-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_audit_author_email              toshiakiw@g.ecc.u-tokyo.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        1202_GT_iboga_Wayama
_chemical_formula_moiety         'C27 H34 N2 O5 Si'
_chemical_formula_sum            'C27 H34 N2 O5 Si'
_chemical_formula_weight         494.65
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   21.073(6)
_cell_length_b                   6.658(2)
_cell_length_c                   21.467(6)
_cell_angle_alpha                90
_cell_angle_beta                 117.635(6)
_cell_angle_gamma                90
_cell_volume                     2668.5(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4522
_cell_measurement_temperature    300.00
_cell_measurement_theta_max      0.1575
_cell_measurement_theta_min      0.0263
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.84794
_exptl_absorpt_correction_T_min  0.97330
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   none
_exptl_absorpt_special_details   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_preparation       'Vapordiffusion using CHCl2/n-hexane'
_exptl_crystal_recrystallization_method 'Vapordiffusion using CHCl2/n-hexane'
_exptl_crystal_size_max          0.509
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.048
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1940
_diffrn_reflns_av_unetI/netI     0.2084
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24702
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.143
_diffrn_reflns_theta_min         1.849
_diffrn_ambient_temperature      300.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Venture D8'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          'Measured by Tay G.'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1260
_reflns_number_total             5304
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.233
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.893
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2993
_refine_ls_R_factor_gt           0.0879
_refine_ls_restrained_S_all      0.893
_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)+(0.1420P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2275
_refine_ls_wR_factor_ref         0.3378
_refine_special_details          'Refined by Wayama T.'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C), C00I(H00I)
2.b Secondary CH2 refined with riding coordinates:
 C00K(H00A,H00B), C00L(H00D,H00E), C00N(H00F,H00G), C00P(H00H,H00J), C00R(H00P,
 H00Q), C00V(H00R,H00V)
2.c Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00O(H00O), C00S(H00S), C00T(H00T), C00U(H00U)
2.d Idealised Me refined as rotating group:
 C00Q(H00K,H00L,H00N), C00W(H00W,H00X,H00Y), C00X(H00Z,H,HA), C00Y(H00,HB,HC),
 C00Z(H1,HD,HE)
;
_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
Si1 Si 0.62116(13) 1.1161(4) 0.63649(12) 0.0990(9) Uani 1 1 d . . . . .
O5 O 0.6487(3) 0.5056(8) 0.4029(2) 0.0850(15) Uani 1 1 d . . . . .
O3 O 0.7169(3) 0.7898(10) 0.5391(3) 0.1052(19) Uani 1 1 d . . . . .
O4 O 0.6027(3) 0.8122(8) 0.3961(3) 0.1019(18) Uani 1 1 d . . . . .
N4 N 0.7789(4) 0.8529(10) 0.3325(3) 0.0852(18) Uani 1 1 d . . . . .
N2 N 0.7866(3) 0.5577(10) 0.5257(3) 0.0794(17) Uani 1 1 d . . . . .
O1 O 0.5911(3) 0.5768(10) 0.2296(3) 0.117(2) Uani 1 1 d . . . . .
C008 C 0.6527(4) 0.7082(13) 0.4048(4) 0.077(2) Uani 1 1 d . . . . .
C009 C 0.8737(4) 0.4139(11) 0.5101(4) 0.080(2) Uani 1 1 d . . . . .
C00A C 0.7850(4) 0.6416(11) 0.4628(4) 0.074(2) Uani 1 1 d . . . . .
C00B C 0.8380(4) 0.5578(11) 0.4539(4) 0.075(2) Uani 1 1 d . . . . .
C00C C 0.7180(4) 0.7543(11) 0.3383(3) 0.0725(19) Uani 1 1 d . . . . .
H00C H 0.714460 0.612283 0.325142 0.087 Uiso 1 1 calc R U . . .
C00D C 0.6522(5) 0.8662(13) 0.2886(4) 0.082(2) Uani 1 1 d . . . . .
C00E C 0.7246(4) 0.7777(10) 0.4131(3) 0.0666(19) Uani 1 1 d . . . . .
C00F C 0.8417(4) 0.4165(12) 0.5530(4) 0.081(2) Uani 1 1 d . . . . .
O2 O 0.7458(4) 0.5173(11) 0.6059(4) 0.153(3) Uani 1 1 d . . . . .
C00H C 0.5897(5) 0.7578(16) 0.2354(4) 0.091(2) Uani 1 1 d . . . . .
C00I C 0.7230(4) 1.1238(11) 0.3636(4) 0.088(2) Uani 1 1 d . . . . .
H00I H 0.722944 1.268450 0.372069 0.106 Uiso 1 1 calc R U . . .
C00J C 0.7478(5) 0.6203(17) 0.5599(5) 0.100(3) Uani 1 1 d . . . . .
C00K C 0.7361(4) 1.0058(10) 0.4298(4) 0.082(2) Uani 1 1 d . . . . .
H00A H 0.703341 1.051938 0.446947 0.099 Uiso 1 1 calc R U . . .
H00B H 0.784595 1.029128 0.466301 0.099 Uiso 1 1 calc R U . . .
C00L C 0.8439(5) 0.7499(14) 0.3587(5) 0.098(3) Uani 1 1 d . . . . .
H00D H 0.847514 0.702643 0.317773 0.118 Uiso 1 1 calc R U . . .
H00E H 0.880715 0.851401 0.380354 0.118 Uiso 1 1 calc R U . . .
C00M C 0.6544(5) 1.0633(13) 0.3021(4) 0.092(2) Uani 1 1 d . . . . .
H00M H 0.617429 1.152087 0.276173 0.110 Uiso 1 1 calc R U . . .
C00N C 0.8644(5) 0.5976(14) 0.4031(5) 0.109(3) Uani 1 1 d . . . . .
H00F H 0.916054 0.607796 0.430083 0.130 Uiso 1 1 calc R U . . .
H00G H 0.854779 0.477224 0.374738 0.130 Uiso 1 1 calc R U . . .
C00O C 0.9325(5) 0.2805(14) 0.5248(5) 0.110(3) Uani 1 1 d . . . . .
H00O H 0.956225 0.278776 0.497503 0.132 Uiso 1 1 calc R U . . .
C00P C 0.7826(4) 1.0709(12) 0.3437(4) 0.094(3) Uani 1 1 d . . . . .
H00H H 0.774985 1.141106 0.301153 0.113 Uiso 1 1 calc R U . . .
H00J H 0.829137 1.108744 0.381218 0.113 Uiso 1 1 calc R U . . .
C00Q C 0.5809(5) 0.4212(12) 0.3872(5) 0.112(3) Uani 1 1 d . . . . .
H00K H 0.546585 0.458263 0.340303 0.168 Uiso 1 1 calc R U . . .
H00L H 0.565530 0.470832 0.419966 0.168 Uiso 1 1 calc R U . . .
H00N H 0.584901 0.277565 0.390633 0.168 Uiso 1 1 calc R U . . .
C00R C 0.6879(5) 1.0091(14) 0.6103(5) 0.116(3) Uani 1 1 d . . . . .
H00P H 0.704018 1.116069 0.590298 0.139 Uiso 1 1 calc R U . . .
H00Q H 0.729225 0.962007 0.652256 0.139 Uiso 1 1 calc R U . . .
C00S C 0.8650(5) 0.2909(14) 0.6114(5) 0.108(3) Uani 1 1 d . . . . .
H00S H 0.843005 0.295032 0.640297 0.129 Uiso 1 1 calc R U . . .
C00T C 0.9194(6) 0.1637(16) 0.6255(5) 0.126(4) Uani 1 1 d . . . . .
H00T H 0.935479 0.081511 0.664962 0.151 Uiso 1 1 calc R U . . .
C00U C 0.9519(5) 0.1523(15) 0.5830(6) 0.124(3) Uani 1 1 d . . . . .
H00U H 0.987677 0.057281 0.592911 0.149 Uiso 1 1 calc R U . . .
C00V C 0.6628(5) 0.8536(15) 0.5627(6) 0.136(4) Uani 1 1 d . . . . .
H00R H 0.619085 0.895338 0.522030 0.163 Uiso 1 1 calc R U . . .
H00V H 0.651398 0.740072 0.583987 0.163 Uiso 1 1 calc R U . . .
C00W C 0.5223(5) 0.8704(13) 0.1888(4) 0.122(3) Uani 1 1 d . . . . .
H00W H 0.496121 0.797799 0.145608 0.182 Uiso 1 1 calc R U . . .
H00X H 0.534421 1.001147 0.178713 0.182 Uiso 1 1 calc R U . . .
H00Y H 0.493241 0.883977 0.212209 0.182 Uiso 1 1 calc R U . . .
C00X C 0.5552(5) 1.2642(15) 0.5632(5) 0.148(4) Uani 1 1 d . . . . .
H00Z H 0.578477 1.377671 0.555030 0.221 Uiso 1 1 calc R U . . .
H H 0.518639 1.310231 0.574554 0.221 Uiso 1 1 calc R U . . .
HA H 0.534026 1.182426 0.521707 0.221 Uiso 1 1 calc R U . . .
C00Y C 0.5771(6) 0.9136(15) 0.6601(6) 0.159(4) Uani 1 1 d . . . . .
H00 H 0.553250 0.824955 0.620749 0.238 Uiso 1 1 calc R U . . .
HB H 0.542731 0.970186 0.672705 0.238 Uiso 1 1 calc R U . . .
HC H 0.612383 0.839711 0.699320 0.238 Uiso 1 1 calc R U . . .
C00Z C 0.6687(6) 1.2800(15) 0.7117(5) 0.163(4) Uani 1 1 d . . . . .
H1 H 0.684202 1.204063 0.754249 0.245 Uiso 1 1 calc R U . . .
HD H 0.637407 1.386016 0.710767 0.245 Uiso 1 1 calc R U . . .
HE H 0.709622 1.336655 0.709673 0.245 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
Si1 C00R 1.881(9) . ?
Si1 C00X 1.830(9) . ?
Si1 C00Y 1.837(9) . ?
Si1 C00Z 1.816(9) . ?
O5 C008 1.351(8) . ?
O5 C00Q 1.421(8) . ?
O3 C00J 1.276(10) . ?
O3 C00V 1.507(9) . ?
O4 C008 1.201(8) . ?
N4 C00C 1.497(8) . ?
N4 C00L 1.395(9) . ?
N4 C00P 1.468(8) . ?
N2 C00A 1.446(9) . ?
N2 C00F 1.395(9) . ?
N2 C00J 1.392(10) . ?
O1 C00H 1.213(9) . ?
C008 C00E 1.515(9) . ?
C009 C00B 1.448(10) . ?
C009 C00F 1.373(9) . ?
C009 C00O 1.435(10) . ?
C00A C00B 1.341(9) . ?
C00A C00E 1.522(9) . ?
C00B C00N 1.458(10) . ?
C00C H00C 0.9800 . ?
C00C C00D 1.498(9) . ?
C00C C00E 1.554(8) . ?
C00D C00H 1.472(11) . ?
C00D C00M 1.340(9) . ?
C00E C00K 1.553(8) . ?
C00F C00S 1.393(10) . ?
O2 C00J 1.220(9) . ?
C00H C00W 1.504(10) . ?
C00I H00I 0.9800 . ?
C00I C00K 1.533(9) . ?
C00I C00M 1.490(10) . ?
C00I C00P 1.544(10) . ?
C00K H00A 0.9700 . ?
C00K H00B 0.9700 . ?
C00L H00D 0.9700 . ?
C00L H00E 0.9700 . ?
C00L C00N 1.319(10) . ?
C00M H00M 0.9300 . ?
C00N H00F 0.9700 . ?
C00N H00G 0.9700 . ?
C00O H00O 0.9300 . ?
C00O C00U 1.409(12) . ?
C00P H00H 0.9700 . ?
C00P H00J 0.9700 . ?
C00Q H00K 0.9600 . ?
C00Q H00L 0.9600 . ?
C00Q H00N 0.9600 . ?
C00R H00P 0.9700 . ?
C00R H00Q 0.9700 . ?
C00R C00V 1.376(10) . ?
C00S H00S 0.9300 . ?
C00S C00T 1.343(11) . ?
C00T H00T 0.9300 . ?
C00T C00U 1.374(12) . ?
C00U H00U 0.9300 . ?
C00V H00R 0.9700 . ?
C00V H00V 0.9700 . ?
C00W H00W 0.9600 . ?
C00W H00X 0.9600 . ?
C00W H00Y 0.9600 . ?
C00X H00Z 0.9600 . ?
C00X H 0.9600 . ?
C00X HA 0.9600 . ?
C00Y H00 0.9600 . ?
C00Y HB 0.9600 . ?
C00Y HC 0.9600 . ?
C00Z H1 0.9600 . ?
C00Z HD 0.9600 . ?
C00Z HE 0.9600 . ?

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
C00X Si1 C00R 108.8(4) . . ?
C00X Si1 C00Y 110.7(5) . . ?
C00Y Si1 C00R 110.4(4) . . ?
C00Z Si1 C00R 108.2(5) . . ?
C00Z Si1 C00X 109.0(5) . . ?
C00Z Si1 C00Y 109.7(5) . . ?
C008 O5 C00Q 116.3(6) . . ?
C00J O3 C00V 118.4(8) . . ?
C00L N4 C00C 118.0(6) . . ?
C00L N4 C00P 116.9(7) . . ?
C00P N4 C00C 113.7(6) . . ?
C00F N2 C00A 107.9(6) . . ?
C00J N2 C00A 127.7(7) . . ?
C00J N2 C00F 123.9(8) . . ?
O5 C008 C00E 110.7(7) . . ?
O4 C008 O5 122.3(7) . . ?
O4 C008 C00E 126.8(8) . . ?
C00F C009 C00B 108.9(7) . . ?
C00F C009 C00O 120.2(8) . . ?
C00O C009 C00B 130.9(9) . . ?
N2 C00A C00E 122.3(7) . . ?
C00B C00A N2 108.2(7) . . ?
C00B C00A C00E 128.9(7) . . ?
C009 C00B C00N 120.8(8) . . ?
C00A C00B C009 107.5(7) . . ?
C00A C00B C00N 131.6(8) . . ?
N4 C00C H00C 110.7 . . ?
N4 C00C C00D 105.6(6) . . ?
N4 C00C C00E 111.9(6) . . ?
C00D C00C H00C 110.7 . . ?
C00D C00C C00E 107.2(5) . . ?
C00E C00C H00C 110.7 . . ?
C00H C00D C00C 120.6(7) . . ?
C00M C00D C00C 113.9(8) . . ?
C00M C00D C00H 125.3(9) . . ?
C008 C00E C00A 111.4(6) . . ?
C008 C00E C00C 104.1(5) . . ?
C008 C00E C00K 111.5(6) . . ?
C00A C00E C00C 108.1(5) . . ?
C00A C00E C00K 115.5(6) . . ?
C00K C00E C00C 105.4(5) . . ?
C009 C00F N2 107.4(7) . . ?
C009 C00F C00S 121.3(9) . . ?
C00S C00F N2 131.3(9) . . ?
O1 C00H C00D 120.8(8) . . ?
O1 C00H C00W 119.1(9) . . ?
C00D C00H C00W 120.1(9) . . ?
C00K C00I H00I 110.3 . . ?
C00K C00I C00P 108.7(7) . . ?
C00M C00I H00I 110.3 . . ?
C00M C00I C00K 111.4(6) . . ?
C00M C00I C00P 105.8(6) . . ?
C00P C00I H00I 110.3 . . ?
O3 C00J N2 114.2(8) . . ?
O2 C00J O3 125.2(10) . . ?
O2 C00J N2 120.6(10) . . ?
C00E C00K H00A 109.6 . . ?
C00E C00K H00B 109.6 . . ?
C00I C00K C00E 110.2(6) . . ?
C00I C00K H00A 109.6 . . ?
C00I C00K H00B 109.6 . . ?
H00A C00K H00B 108.1 . . ?
N4 C00L H00D 105.6 . . ?
N4 C00L H00E 105.6 . . ?
H00D C00L H00E 106.1 . . ?
C00N C00L N4 126.9(8) . . ?
C00N C00L H00D 105.6 . . ?
C00N C00L H00E 105.6 . . ?
C00D C00M C00I 112.3(8) . . ?
C00D C00M H00M 123.9 . . ?
C00I C00M H00M 123.9 . . ?
C00B C00N H00F 106.2 . . ?
C00B C00N H00G 106.2 . . ?
C00L C00N C00B 124.7(8) . . ?
C00L C00N H00F 106.2 . . ?
C00L C00N H00G 106.2 . . ?
H00F C00N H00G 106.4 . . ?
C009 C00O H00O 122.1 . . ?
C00U C00O C009 115.9(9) . . ?
C00U C00O H00O 122.1 . . ?
N4 C00P C00I 106.4(6) . . ?
N4 C00P H00H 110.4 . . ?
N4 C00P H00J 110.4 . . ?
C00I C00P H00H 110.4 . . ?
C00I C00P H00J 110.4 . . ?
H00H C00P H00J 108.6 . . ?
O5 C00Q H00K 109.5 . . ?
O5 C00Q H00L 109.5 . . ?
O5 C00Q H00N 109.5 . . ?
H00K C00Q H00L 109.5 . . ?
H00K C00Q H00N 109.5 . . ?
H00L C00Q H00N 109.5 . . ?
Si1 C00R H00P 108.5 . . ?
Si1 C00R H00Q 108.5 . . ?
H00P C00R H00Q 107.5 . . ?
C00V C00R Si1 115.1(7) . . ?
C00V C00R H00P 108.5 . . ?
C00V C00R H00Q 108.5 . . ?
C00F C00S H00S 120.4 . . ?
C00T C00S C00F 119.3(9) . . ?
C00T C00S H00S 120.4 . . ?
C00S C00T H00T 119.3 . . ?
C00S C00T C00U 121.5(10) . . ?
C00U C00T H00T 119.3 . . ?
C00O C00U H00U 119.1 . . ?
C00T C00U C00O 121.8(10) . . ?
C00T C00U H00U 119.1 . . ?
O3 C00V H00R 109.3 . . ?
O3 C00V H00V 109.3 . . ?
C00R C00V O3 111.8(8) . . ?
C00R C00V H00R 109.3 . . ?
C00R C00V H00V 109.3 . . ?
H00R C00V H00V 107.9 . . ?
C00H C00W H00W 109.5 . . ?
C00H C00W H00X 109.5 . . ?
C00H C00W H00Y 109.5 . . ?
H00W C00W H00X 109.5 . . ?
H00W C00W H00Y 109.5 . . ?
H00X C00W H00Y 109.5 . . ?
Si1 C00X H00Z 109.5 . . ?
Si1 C00X H 109.5 . . ?
Si1 C00X HA 109.5 . . ?
H00Z C00X H 109.5 . . ?
H00Z C00X HA 109.5 . . ?
H C00X HA 109.5 . . ?
Si1 C00Y H00 109.5 . . ?
Si1 C00Y HB 109.5 . . ?
Si1 C00Y HC 109.5 . . ?
H00 C00Y HB 109.5 . . ?
H00 C00Y HC 109.5 . . ?
HB C00Y HC 109.5 . . ?
Si1 C00Z H1 109.5 . . ?
Si1 C00Z HD 109.5 . . ?
Si1 C00Z HE 109.5 . . ?
H1 C00Z HD 109.5 . . ?
H1 C00Z HE 109.5 . . ?
HD C00Z HE 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
Si1 C00R C00V O3 174.5(6) . . . . ?
O5 C008 C00E C00A -38.4(8) . . . . ?
O5 C008 C00E C00C 77.8(7) . . . . ?
O5 C008 C00E C00K -169.1(6) . . . . ?
O4 C008 C00E C00A 146.5(7) . . . . ?
O4 C008 C00E C00C -97.3(8) . . . . ?
O4 C008 C00E C00K 15.8(10) . . . . ?
N4 C00C C00D C00H 127.7(7) . . . . ?
N4 C00C C00D C00M -58.2(8) . . . . ?
N4 C00C C00E C008 169.0(6) . . . . ?
N4 C00C C00E C00A -72.5(7) . . . . ?
N4 C00C C00E C00K 51.6(7) . . . . ?
N4 C00L C00N C00B -25.6(15) . . . . ?
N2 C00A C00B C009 1.5(8) . . . . ?
N2 C00A C00B C00N -174.4(7) . . . . ?
N2 C00A C00E C008 -38.6(8) . . . . ?
N2 C00A C00E C00C -152.4(6) . . . . ?
N2 C00A C00E C00K 89.9(8) . . . . ?
N2 C00F C00S C00T 178.6(8) . . . . ?
C008 C00E C00K C00I -102.0(7) . . . . ?
C009 C00B C00N C00L -167.0(8) . . . . ?
C009 C00F C00S C00T -0.5(13) . . . . ?
C009 C00O C00U C00T -3.9(13) . . . . ?
C00A N2 C00F C009 0.8(7) . . . . ?
C00A N2 C00F C00S -178.5(8) . . . . ?
C00A N2 C00J O3 -12.2(11) . . . . ?
C00A N2 C00J O2 168.4(8) . . . . ?
C00A C00B C00N C00L 8.4(15) . . . . ?
C00A C00E C00K C00I 129.5(7) . . . . ?
C00B C009 C00F N2 0.1(8) . . . . ?
C00B C009 C00F C00S 179.4(7) . . . . ?
C00B C009 C00O C00U -177.1(7) . . . . ?
C00B C00A C00E C008 131.7(8) . . . . ?
C00B C00A C00E C00C 18.0(10) . . . . ?
C00B C00A C00E C00K -99.8(8) . . . . ?
C00C N4 C00L C00N -17.6(12) . . . . ?
C00C N4 C00P C00I 4.0(8) . . . . ?
C00C C00D C00H O1 -2.0(11) . . . . ?
C00C C00D C00H C00W 176.2(7) . . . . ?
C00C C00D C00M C00I 0.7(9) . . . . ?
C00C C00E C00K C00I 10.3(8) . . . . ?
C00D C00C C00E C008 53.7(7) . . . . ?
C00D C00C C00E C00A 172.2(6) . . . . ?
C00D C00C C00E C00K -63.7(7) . . . . ?
C00E C00A C00B C009 -170.0(6) . . . . ?
C00E C00A C00B C00N 14.1(13) . . . . ?
C00E C00C C00D C00H -112.9(7) . . . . ?
C00E C00C C00D C00M 61.3(8) . . . . ?
C00F N2 C00A C00B -1.4(7) . . . . ?
C00F N2 C00A C00E 170.7(6) . . . . ?
C00F N2 C00J O3 158.7(7) . . . . ?
C00F N2 C00J O2 -20.7(12) . . . . ?
C00F C009 C00B C00A -1.0(8) . . . . ?
C00F C009 C00B C00N 175.4(7) . . . . ?
C00F C009 C00O C00U 2.2(11) . . . . ?
C00F C00S C00T C00U -1.1(15) . . . . ?
C00H C00D C00M C00I 174.5(7) . . . . ?
C00J O3 C00V C00R 109.4(10) . . . . ?
C00J N2 C00A C00B 170.6(7) . . . . ?
C00J N2 C00A C00E -17.3(10) . . . . ?
C00J N2 C00F C009 -171.6(7) . . . . ?
C00J N2 C00F C00S 9.1(12) . . . . ?
C00K C00I C00M C00D -57.3(8) . . . . ?
C00K C00I C00P N4 58.7(8) . . . . ?
C00L N4 C00C C00D -163.8(6) . . . . ?
C00L N4 C00C C00E 79.9(8) . . . . ?
C00L N4 C00P C00I -138.9(7) . . . . ?
C00M C00D C00H O1 -175.4(8) . . . . ?
C00M C00D C00H C00W 2.7(12) . . . . ?
C00M C00I C00K C00E 48.6(8) . . . . ?
C00M C00I C00P N4 -61.1(8) . . . . ?
C00O C009 C00B C00A 178.5(8) . . . . ?
C00O C009 C00B C00N -5.1(12) . . . . ?
C00O C009 C00F N2 -179.4(7) . . . . ?
C00O C009 C00F C00S -0.1(11) . . . . ?
C00P N4 C00C C00D 53.7(7) . . . . ?
C00P N4 C00C C00E -62.6(8) . . . . ?
C00P N4 C00L C00N 123.7(9) . . . . ?
C00P C00I C00K C00E -67.6(8) . . . . ?
C00P C00I C00M C00D 60.7(8) . . . . ?
C00Q O5 C008 O4 2.4(10) . . . . ?
C00Q O5 C008 C00E -173.0(6) . . . . ?
C00S C00T C00U C00O 3.5(16) . . . . ?
C00V O3 C00J N2 168.8(7) . . . . ?
C00V O3 C00J O2 -11.8(13) . . . . ?
C00X Si1 C00R C00V -73.3(9) . . . . ?
C00Y Si1 C00R C00V 48.3(9) . . . . ?
C00Z Si1 C00R C00V 168.4(8) . . . . ?

_olex2_exptl_crystal_mounting_method 'Manual mounting by using Rigaku-loop'
_olex2_submission_original_sample_id 1202_GT_iboga_Wayama
_olex2_submission_special_instructions 'No special instructions were received'


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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2357172'
loop_
_audit_author_name
_audit_author_address
'Tuncer Hokelek'
;Hacettepe University
Turkey
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-08-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H30 Cl2 Fe N7 P3'
_chemical_formula_sum            'C19 H30 Cl2 Fe N7 P3'
_chemical_formula_weight         576.16

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.9336(4)
_cell_length_b                   17.7838(5)
_cell_length_c                   13.0108(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.254(3)
_cell_angle_gamma                90
_cell_volume                     2472.19(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8633
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_F_000             1192
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.154
_exptl_absorpt_coefficient_mu    1.044
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  
'Bruker APEX II QUAZAR three-circle diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            31644
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.969
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5672
_reflns_number_gt                4876
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2012)'
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2015a)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015b)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 2012) and PLATON (Spek, 2009)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+1.4748P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5672
_refine_ls_number_parameters     295
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0790
_refine_ls_wR_factor_gt          0.0750
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
H6 H -0.027(3) 0.409(2) -0.020(2) 0.107(14) Uiso 1 1 d D . . . .
Fe1 Fe 0.00415(3) 0.20589(2) 0.10334(2) 0.02071(8) Uani 1 1 d . . . . .
P1 P 0.19103(5) 0.43749(3) -0.22906(4) 0.02017(11) Uani 1 1 d . . . . .
P2 P 0.02536(4) 0.31962(3) -0.29110(4) 0.01766(11) Uani 1 1 d . . . . .
P3 P -0.04417(4) 0.44766(3) -0.18721(4) 0.01770(10) Uani 1 1 d . . . . .
Cl1 Cl 0.35905(5) 0.43555(3) -0.12783(5) 0.03949(14) Uani 1 1 d . . . . .
Cl2 Cl 0.23465(6) 0.50880(3) -0.33830(5) 0.03949(14) Uani 1 1 d . . . . .
N1 N 0.16348(15) 0.35816(9) -0.27894(13) 0.0229(3) Uani 1 1 d . . . . .
N2 N -0.07423(14) 0.37367(9) -0.25738(12) 0.0204(3) Uani 1 1 d . . . . .
N3 N 0.09693(15) 0.47840(9) -0.17238(13) 0.0241(3) Uani 1 1 d . . . . .
N4 N 0.03728(16) 0.23996(8) -0.22457(12) 0.0229(3) Uani 1 1 d . . . . .
N5 N -0.02601(16) 0.29167(9) -0.41385(13) 0.0237(3) Uani 1 1 d . . . . .
N6 N -0.07226(15) 0.43489(9) -0.06861(13) 0.0215(3) Uani 1 1 d D . . . .
N7 N -0.14146(15) 0.51622(9) -0.23489(13) 0.0229(3) Uani 1 1 d . . . . .
C1 C 0.0872(2) 0.17242(11) -0.26603(17) 0.0309(5) Uani 1 1 d . . . . .
H1A H 0.074169 0.128327 -0.223152 0.037 Uiso 1 1 calc R U . . .
H1B H 0.178373 0.178477 -0.260556 0.037 Uiso 1 1 calc R U . . .
C2 C 0.0243(2) 0.15864(12) -0.37926(18) 0.0366(5) Uani 1 1 d . . . . .
H2A H -0.065301 0.147355 -0.383510 0.044 Uiso 1 1 calc R U . . .
H2B H 0.062785 0.114188 -0.405561 0.044 Uiso 1 1 calc R U . . .
C3 C 0.0352(2) 0.22565(12) -0.44878(18) 0.0354(5) Uani 1 1 d . . . . .
H3A H 0.124637 0.236906 -0.445581 0.042 Uiso 1 1 calc R U . . .
H3B H -0.004612 0.213695 -0.522616 0.042 Uiso 1 1 calc R U . . .
C4 C -0.0455(2) 0.35233(12) -0.49137(16) 0.0341(5) Uani 1 1 d . . . . .
H4A H -0.092724 0.393085 -0.467100 0.051 Uiso 1 1 calc R U . . .
H4B H -0.092660 0.333155 -0.558843 0.051 Uiso 1 1 calc R U . . .
H4C H 0.035694 0.371439 -0.500164 0.051 Uiso 1 1 calc R U . . .
C5 C 0.0807(2) 0.24905(12) -0.10992(16) 0.0283(4) Uani 1 1 d . . . . .
H5A H 0.065930 0.301503 -0.090125 0.034 Uiso 1 1 calc R U . . .
H5B H 0.171801 0.239294 -0.090335 0.034 Uiso 1 1 calc R U . . .
C6 C 0.0139(2) 0.19629(10) -0.05045(15) 0.0238(4) Uani 1 1 d . . . . .
C7 C 0.0634(2) 0.13076(11) 0.00576(15) 0.0263(4) Uani 1 1 d . . . . .
H7 H 0.146002 0.111937 0.012319 0.032 Uiso 1 1 calc R U . . .
C8 C -0.0320(2) 0.09825(11) 0.05045(16) 0.0299(5) Uani 1 1 d . . . . .
H8 H -0.024225 0.053981 0.092206 0.036 Uiso 1 1 calc R U . . .
C9 C -0.1407(2) 0.14334(13) 0.02189(16) 0.0316(5) Uani 1 1 d . . . . .
H9 H -0.218491 0.134793 0.041445 0.038 Uiso 1 1 calc R U . . .
C10 C -0.1130(2) 0.20355(12) -0.04109(16) 0.0284(4) Uani 1 1 d . . . . .
H10 H -0.169404 0.242026 -0.071701 0.034 Uiso 1 1 calc R U . . .
C11 C -0.0209(2) 0.30559(12) 0.17418(18) 0.0370(5) Uani 1 1 d . . . . .
H11 H -0.076209 0.344940 0.144991 0.044 Uiso 1 1 calc R U . . .
C12 C 0.1054(2) 0.29795(13) 0.16501(18) 0.0378(5) Uani 1 1 d . . . . .
H12 H 0.149248 0.331131 0.128385 0.045 Uiso 1 1 calc R U . . .
C13 C 0.1547(2) 0.23220(13) 0.22000(17) 0.0328(5) Uani 1 1 d . . . . .
H13 H 0.237410 0.213493 0.227116 0.039 Uiso 1 1 calc R U . . .
C14 C 0.0582(2) 0.19945(12) 0.26241(16) 0.0289(4) Uani 1 1 d . . . . .
H14 H 0.065203 0.154652 0.303019 0.035 Uiso 1 1 calc R U . . .
C15 C -0.0503(2) 0.24457(13) 0.23422(16) 0.0305(5) Uani 1 1 d . . . . .
H15 H -0.128739 0.235510 0.252346 0.037 Uiso 1 1 calc R U . . .
C16 C -0.20492(19) 0.42779(12) -0.06186(17) 0.0271(4) Uani 1 1 d D . . . .
H16A H -0.210687 0.422823 0.012753 0.033 Uiso 1 1 calc R U . . .
H16B H -0.240950 0.381876 -0.099511 0.033 Uiso 1 1 calc R U . . .
C17 C -0.27892(19) 0.49566(12) -0.10951(18) 0.0307(5) Uani 1 1 d . . . . .
H17A H -0.246615 0.540845 -0.068084 0.037 Uiso 1 1 calc R U . . .
H17B H -0.367581 0.489023 -0.105161 0.037 Uiso 1 1 calc R U . . .
C18 C -0.27184(19) 0.50814(12) -0.22345(18) 0.0304(5) Uani 1 1 d . . . . .
H18A H -0.311028 0.465058 -0.266308 0.037 Uiso 1 1 calc R U . . .
H18B H -0.319330 0.554051 -0.250120 0.037 Uiso 1 1 calc R U . . .
C19 C -0.1313(2) 0.54538(13) -0.33786(17) 0.0371(5) Uani 1 1 d . . . . .
H19A H -0.042900 0.548293 -0.341740 0.056 Uiso 1 1 calc R U . . .
H19B H -0.168689 0.595648 -0.347772 0.056 Uiso 1 1 calc R U . . .
H19C H -0.175552 0.511737 -0.393073 0.056 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
Fe1 C14 2.031(2) . ?
Fe1 C6 2.0333(19) . ?
Fe1 C10 2.038(2) . ?
Fe1 C9 2.039(2) . ?
Fe1 C15 2.039(2) . ?
Fe1 C7 2.041(2) . ?
Fe1 C13 2.042(2) . ?
Fe1 C12 2.042(2) . ?
Fe1 C11 2.043(2) . ?
Fe1 C8 2.044(2) . ?
P1 N1 1.5553(16) . ?
P1 N3 1.5665(16) . ?
P1 Cl1 2.0208(7) . ?
P1 Cl2 2.0355(7) . ?
P2 N2 1.5827(16) . ?
P2 N1 1.6353(16) . ?
P2 N4 1.6508(16) . ?
P2 N5 1.6531(16) . ?
P3 N2 1.5955(15) . ?
P3 N3 1.6092(16) . ?
P3 N7 1.6501(16) . ?
P3 N6 1.6518(17) . ?
N4 C1 1.469(2) . ?
N4 C5 1.475(3) . ?
N5 C4 1.461(3) . ?
N5 C3 1.470(3) . ?
N6 C16 1.477(2) . ?
N6 H6 0.849(16) . ?
N7 C19 1.463(3) . ?
N7 C18 1.471(3) . ?
C1 C2 1.508(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.516(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.501(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.421(3) . ?
C6 C10 1.424(3) . ?
C7 C8 1.420(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.417(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.419(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C15 1.413(3) . ?
C11 C12 1.417(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.416(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.415(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.415(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.511(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.517(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C14 Fe1 C6 158.93(9) . . ?
C14 Fe1 C10 158.19(9) . . ?
C6 Fe1 C10 40.96(8) . . ?
C14 Fe1 C9 121.65(9) . . ?
C6 Fe1 C9 68.89(8) . . ?
C10 Fe1 C9 40.75(8) . . ?
C14 Fe1 C15 40.69(8) . . ?
C6 Fe1 C15 159.33(8) . . ?
C10 Fe1 C15 122.62(9) . . ?
C9 Fe1 C15 106.60(9) . . ?
C14 Fe1 C7 122.32(8) . . ?
C6 Fe1 C7 40.81(8) . . ?
C10 Fe1 C7 68.49(9) . . ?
C9 Fe1 C7 68.51(9) . . ?
C15 Fe1 C7 158.09(9) . . ?
C14 Fe1 C13 40.65(9) . . ?
C6 Fe1 C13 123.26(9) . . ?
C10 Fe1 C13 160.03(9) . . ?
C9 Fe1 C13 157.81(9) . . ?
C15 Fe1 C13 68.54(9) . . ?
C7 Fe1 C13 107.48(9) . . ?
C14 Fe1 C12 68.21(9) . . ?
C6 Fe1 C12 108.47(9) . . ?
C10 Fe1 C12 124.11(9) . . ?
C9 Fe1 C12 159.69(10) . . ?
C15 Fe1 C12 68.38(9) . . ?
C7 Fe1 C12 123.51(9) . . ?
C13 Fe1 C12 40.58(9) . . ?
C14 Fe1 C11 68.12(9) . . ?
C6 Fe1 C11 123.83(8) . . ?
C10 Fe1 C11 108.39(9) . . ?
C9 Fe1 C11 122.97(10) . . ?
C15 Fe1 C11 40.52(9) . . ?
C7 Fe1 C11 159.92(9) . . ?
C13 Fe1 C11 68.28(9) . . ?
C12 Fe1 C11 40.58(10) . . ?
C14 Fe1 C8 106.49(9) . . ?
C6 Fe1 C8 68.71(8) . . ?
C10 Fe1 C8 68.38(8) . . ?
C9 Fe1 C8 40.61(9) . . ?
C15 Fe1 C8 121.81(9) . . ?
C7 Fe1 C8 40.69(8) . . ?
C13 Fe1 C8 122.17(9) . . ?
C12 Fe1 C8 158.87(10) . . ?
C11 Fe1 C8 158.37(10) . . ?
N1 P1 N3 121.96(9) . . ?
N1 P1 Cl1 108.98(7) . . ?
N3 P1 Cl1 107.35(7) . . ?
N1 P1 Cl2 109.09(7) . . ?
N3 P1 Cl2 108.30(7) . . ?
Cl1 P1 Cl2 98.65(3) . . ?
N2 P2 N1 113.21(8) . . ?
N2 P2 N4 110.99(8) . . ?
N1 P2 N4 109.91(9) . . ?
N2 P2 N5 109.74(9) . . ?
N1 P2 N5 109.69(9) . . ?
N4 P2 N5 102.79(8) . . ?
N2 P3 N3 115.13(8) . . ?
N2 P3 N7 110.87(8) . . ?
N3 P3 N7 108.62(9) . . ?
N2 P3 N6 111.37(8) . . ?
N3 P3 N6 107.35(9) . . ?
N7 P3 N6 102.71(8) . . ?
P1 N1 P2 120.91(10) . . ?
P2 N2 P3 126.10(10) . . ?
P1 N3 P3 119.64(10) . . ?
C1 N4 C5 113.34(16) . . ?
C1 N4 P2 120.23(13) . . ?
C5 N4 P2 114.13(12) . . ?
C4 N5 C3 112.67(16) . . ?
C4 N5 P2 114.50(13) . . ?
C3 N5 P2 117.07(15) . . ?
C16 N6 P3 116.55(13) . . ?
C16 N6 H6 110(2) . . ?
P3 N6 H6 125(2) . . ?
C19 N7 C18 113.00(17) . . ?
C19 N7 P3 115.98(14) . . ?
C18 N7 P3 116.81(13) . . ?
N4 C1 C2 111.33(17) . . ?
N4 C1 H1A 109.4 . . ?
C2 C1 H1A 109.4 . . ?
N4 C1 H1B 109.4 . . ?
C2 C1 H1B 109.4 . . ?
H1A C1 H1B 108.0 . . ?
C1 C2 C3 112.20(18) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N5 C3 C2 110.15(17) . . ?
N5 C3 H3A 109.6 . . ?
C2 C3 H3A 109.6 . . ?
N5 C3 H3B 109.6 . . ?
C2 C3 H3B 109.6 . . ?
H3A C3 H3B 108.1 . . ?
N5 C4 H4A 109.5 . . ?
N5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N4 C5 C6 111.45(16) . . ?
N4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
N4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C7 C6 C10 107.58(17) . . ?
C7 C6 C5 127.18(19) . . ?
C10 C6 C5 125.24(18) . . ?
C7 C6 Fe1 69.89(11) . . ?
C10 C6 Fe1 69.69(11) . . ?
C5 C6 Fe1 125.99(14) . . ?
C8 C7 C6 108.18(19) . . ?
C8 C7 Fe1 69.78(11) . . ?
C6 C7 Fe1 69.30(11) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
Fe1 C7 H7 126.6 . . ?
C9 C8 C7 108.08(18) . . ?
C9 C8 Fe1 69.49(12) . . ?
C7 C8 Fe1 69.53(11) . . ?
C9 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
Fe1 C8 H8 126.6 . . ?
C8 C9 C10 107.96(19) . . ?
C8 C9 Fe1 69.90(12) . . ?
C10 C9 Fe1 69.58(12) . . ?
C8 C9 H9 126.0 . . ?
C10 C9 H9 126.0 . . ?
Fe1 C9 H9 126.1 . . ?
C9 C10 C6 108.19(18) . . ?
C9 C10 Fe1 69.67(12) . . ?
C6 C10 Fe1 69.35(11) . . ?
C9 C10 H10 125.9 . . ?
C6 C10 H10 125.9 . . ?
Fe1 C10 H10 126.6 . . ?
C15 C11 C12 108.3(2) . . ?
C15 C11 Fe1 69.59(12) . . ?
C12 C11 Fe1 69.68(13) . . ?
C15 C11 H11 125.9 . . ?
C12 C11 H11 125.9 . . ?
Fe1 C11 H11 126.4 . . ?
C13 C12 C11 108.0(2) . . ?
C13 C12 Fe1 69.70(12) . . ?
C11 C12 Fe1 69.74(13) . . ?
C13 C12 H12 126.0 . . ?
C11 C12 H12 126.0 . . ?
Fe1 C12 H12 126.2 . . ?
C14 C13 C12 107.6(2) . . ?
C14 C13 Fe1 69.27(12) . . ?
C12 C13 Fe1 69.73(12) . . ?
C14 C13 H13 126.2 . . ?
C12 C13 H13 126.2 . . ?
Fe1 C13 H13 126.4 . . ?
C13 C14 C15 108.59(19) . . ?
C13 C14 Fe1 70.08(12) . . ?
C15 C14 Fe1 69.95(12) . . ?
C13 C14 H14 125.7 . . ?
C15 C14 H14 125.7 . . ?
Fe1 C14 H14 125.8 . . ?
C11 C15 C14 107.6(2) . . ?
C11 C15 Fe1 69.90(12) . . ?
C14 C15 Fe1 69.36(12) . . ?
C11 C15 H15 126.2 . . ?
C14 C15 H15 126.2 . . ?
Fe1 C15 H15 126.1 . . ?
N6 C16 C17 110.76(16) . . ?
N6 C16 H16A 109.5 . . ?
C17 C16 H16A 109.5 . . ?
N6 C16 H16B 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C16 C17 C18 112.57(17) . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
N7 C18 C17 111.38(17) . . ?
N7 C18 H18A 109.4 . . ?
C17 C18 H18A 109.4 . . ?
N7 C18 H18B 109.4 . . ?
C17 C18 H18B 109.4 . . ?
H18A C18 H18B 108.0 . . ?
N7 C19 H19A 109.5 . . ?
N7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N7 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 P1 N1 P2 9.94(17) . . . . ?
Cl1 P1 N1 P2 135.83(10) . . . . ?
Cl2 P1 N1 P2 -117.47(10) . . . . ?
N2 P2 N1 P1 5.18(15) . . . . ?
N4 P2 N1 P1 -119.56(12) . . . . ?
N5 P2 N1 P1 128.13(12) . . . . ?
N1 P2 N2 P3 -17.75(16) . . . . ?
N4 P2 N2 P3 106.40(13) . . . . ?
N5 P2 N2 P3 -140.67(11) . . . . ?
N3 P3 N2 P2 14.23(16) . . . . ?
N7 P3 N2 P2 138.02(12) . . . . ?
N6 P3 N2 P2 -108.28(13) . . . . ?
N1 P1 N3 P3 -13.94(17) . . . . ?
Cl1 P1 N3 P3 -140.56(10) . . . . ?
Cl2 P1 N3 P3 113.82(11) . . . . ?
N2 P3 N3 P1 2.38(16) . . . . ?
N7 P3 N3 P1 -122.60(12) . . . . ?
N6 P3 N3 P1 127.01(12) . . . . ?
N2 P2 N4 C1 158.28(15) . . . . ?
N1 P2 N4 C1 -75.70(17) . . . . ?
N5 P2 N4 C1 41.02(17) . . . . ?
N2 P2 N4 C5 -61.94(16) . . . . ?
N1 P2 N4 C5 64.08(16) . . . . ?
N5 P2 N4 C5 -179.20(14) . . . . ?
N2 P2 N5 C4 61.74(17) . . . . ?
N1 P2 N5 C4 -63.23(17) . . . . ?
N4 P2 N5 C4 179.89(15) . . . . ?
N2 P2 N5 C3 -163.13(14) . . . . ?
N1 P2 N5 C3 71.90(16) . . . . ?
N4 P2 N5 C3 -44.98(16) . . . . ?
N2 P3 N6 C16 -70.00(15) . . . . ?
N3 P3 N6 C16 163.13(14) . . . . ?
N7 P3 N6 C16 48.71(15) . . . . ?
N2 P3 N7 C19 -66.03(17) . . . . ?
N3 P3 N7 C19 61.41(17) . . . . ?
N6 P3 N7 C19 174.90(15) . . . . ?
N2 P3 N7 C18 71.13(16) . . . . ?
N3 P3 N7 C18 -161.42(14) . . . . ?
N6 P3 N7 C18 -47.93(16) . . . . ?
C5 N4 C1 C2 170.63(17) . . . . ?
P2 N4 C1 C2 -49.3(2) . . . . ?
N4 C1 C2 C3 56.3(3) . . . . ?
C4 N5 C3 C2 -166.10(19) . . . . ?
P2 N5 C3 C2 58.0(2) . . . . ?
C1 C2 C3 N5 -61.2(3) . . . . ?
C1 N4 C5 C6 -76.0(2) . . . . ?
P2 N4 C5 C6 141.47(15) . . . . ?
N4 C5 C6 C7 106.9(2) . . . . ?
N4 C5 C6 C10 -72.8(3) . . . . ?
N4 C5 C6 Fe1 -162.12(14) . . . . ?
C10 C6 C7 C8 -0.6(2) . . . . ?
C5 C6 C7 C8 179.65(19) . . . . ?
Fe1 C6 C7 C8 59.14(14) . . . . ?
C10 C6 C7 Fe1 -59.75(14) . . . . ?
C5 C6 C7 Fe1 120.5(2) . . . . ?
C6 C7 C8 C9 0.1(2) . . . . ?
Fe1 C7 C8 C9 58.99(14) . . . . ?
C6 C7 C8 Fe1 -58.84(14) . . . . ?
C7 C8 C9 C10 0.4(2) . . . . ?
Fe1 C8 C9 C10 59.39(14) . . . . ?
C7 C8 C9 Fe1 -59.01(14) . . . . ?
C8 C9 C10 C6 -0.8(2) . . . . ?
Fe1 C9 C10 C6 58.83(14) . . . . ?
C8 C9 C10 Fe1 -59.59(14) . . . . ?
C7 C6 C10 C9 0.8(2) . . . . ?
C5 C6 C10 C9 -179.41(18) . . . . ?
Fe1 C6 C10 C9 -59.03(14) . . . . ?
C7 C6 C10 Fe1 59.87(14) . . . . ?
C5 C6 C10 Fe1 -120.38(19) . . . . ?
C15 C11 C12 C13 -0.3(2) . . . . ?
Fe1 C11 C12 C13 -59.39(15) . . . . ?
C15 C11 C12 Fe1 59.09(15) . . . . ?
C11 C12 C13 C14 0.3(2) . . . . ?
Fe1 C12 C13 C14 -59.15(15) . . . . ?
C11 C12 C13 Fe1 59.41(15) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
Fe1 C13 C14 C15 -59.56(15) . . . . ?
C12 C13 C14 Fe1 59.44(15) . . . . ?
C12 C11 C15 C14 0.2(2) . . . . ?
Fe1 C11 C15 C14 59.37(15) . . . . ?
C12 C11 C15 Fe1 -59.14(15) . . . . ?
C13 C14 C15 C11 -0.1(2) . . . . ?
Fe1 C14 C15 C11 -59.71(15) . . . . ?
C13 C14 C15 Fe1 59.64(15) . . . . ?
P3 N6 C16 C17 -56.5(2) . . . . ?
N6 C16 C17 C18 57.7(2) . . . . ?
C19 N7 C18 C17 -166.65(17) . . . . ?
P3 N7 C18 C17 54.9(2) . . . . ?
C16 C17 C18 N7 -57.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C13 H13 N2 0.9500 2.5500 3.472(3) 163.00 4_666 yes

_refine_diff_density_max         0.513
_refine_diff_density_min         -0.429
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_Bowl-type_scaffold
_database_code_depnum_ccdc_archive 'CCDC 2375152'
loop_
_audit_author_name
_audit_author_address
'Gavin Tay'
;The University of Tokyo
Japan
;
_audit_update_record             
;
2024-08-02 deposited with the CCDC.	2024-08-16 downloaded from the CCDC.
;
_audit_creation_date             2024-03-25
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
toshiakiw@g.ecc.u-tokyo.ac.jp
_chemical_name_common            ?
_chemical_name_systematic        'Bowl-type scaffold'
_chemical_formula_moiety         'C24 H28 N2 O4'
_chemical_formula_sum            'C24 H28 N2 O4'
_chemical_formula_weight         408.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   10.4706(18)
_cell_length_b                   11.081(2)
_cell_length_c                   18.106(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.388(4)
_cell_angle_gamma                90
_cell_volume                     2083.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19879
_cell_measurement_temperature    109.0
_cell_measurement_theta_max      97.361
_cell_measurement_theta_min      0.71081
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.924
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0938 before and 0.0781 after correction.
The Ratio of minimum to maximum transmission is 0.8429.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_preparation       'vapor diffusion method DCM/hex'
_exptl_crystal_recrystallization_method 'vapor diffusion method DCM/hex'
_exptl_crystal_size_max          0.9
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.097
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1843
_diffrn_reflns_av_unetI/netI     0.1745
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19090
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.406
_diffrn_reflns_theta_min         1.961
_diffrn_ambient_temperature      109.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          none
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1557
_reflns_number_total             3845
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         3845
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1976
_refine_ls_R_factor_gt           0.0772
_refine_ls_restrained_S_all      0.955
_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)+(0.1071P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1655
_refine_ls_wR_factor_ref         0.2437
_refine_special_details          none
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.1722(3) 0.6462(3) 0.32165(18) 0.0296(9) Uani 1 1 d . . . . .
O002 O 0.3617(3) 0.6435(3) 0.3978(2) 0.0335(9) Uani 1 1 d . . . . .
O003 O 0.0359(3) 0.3143(3) 0.3919(2) 0.0365(10) Uani 1 1 d . . . . .
O004 O 0.1564(3) 0.4490(4) 0.4645(2) 0.0408(10) Uani 1 1 d . . . . .
N005 N 0.3183(4) 0.5091(4) 0.2994(2) 0.0280(11) Uani 1 1 d . . . . .
N006 N 0.3565(4) 0.1317(4) 0.3480(2) 0.0302(11) Uani 1 1 d . . . . .
C007 C 0.2701(4) 0.4980(5) 0.2232(3) 0.0272(13) Uani 1 1 d . . . . .
C008 C 0.3273(4) 0.3948(5) 0.1971(3) 0.0274(13) Uani 1 1 d . . . . .
C009 C 0.2540(5) 0.2019(5) 0.3601(3) 0.0297(13) Uani 1 1 d . . . . .
H009 H 0.172(4) 0.193(4) 0.322(2) 0.020(12) Uiso 1 1 d . . . . .
C00A C 0.4101(4) 0.3415(5) 0.2583(3) 0.0289(13) Uani 1 1 d . . . . .
C00B C 0.2583(4) 0.2813(5) 0.4171(3) 0.0280(13) Uani 1 1 d . . . . .
C00C C 0.2903(5) 0.6053(5) 0.3455(3) 0.0301(13) Uani 1 1 d . . . . .
C00D C 0.3889(5) 0.3210(5) 0.4519(3) 0.0296(13) Uani 1 1 d . . . . .
H00D H 0.390(5) 0.362(5) 0.498(3) 0.033(15) Uiso 1 1 d . . . . .
C00E C 0.1496(5) 0.3560(5) 0.4286(3) 0.0333(14) Uani 1 1 d . . . . .
C00F C 0.4990(5) 0.2259(5) 0.4557(3) 0.0328(14) Uani 1 1 d . . . . .
H00F H 0.538(4) 0.198(4) 0.514(3) 0.031(14) Uiso 1 1 d . . . . .
C00G C 0.4669(5) 0.4019(5) 0.3984(3) 0.0316(14) Uani 1 1 d . . . . .
H00G H 0.479(4) 0.484(5) 0.421(3) 0.028(13) Uiso 1 1 d . . . . .
C00H C 0.1877(5) 0.5698(6) 0.1758(3) 0.0344(14) Uani 1 1 d . . . . .
H00H H 0.150(4) 0.646(4) 0.193(2) 0.019(12) Uiso 1 1 d . . . . .
C00I C 0.3003(5) 0.3628(5) 0.1222(3) 0.0342(14) Uani 1 1 d . . . . .
H00I H 0.341(5) 0.281(5) 0.107(3) 0.052(17) Uiso 1 1 d . . . . .
C00J C 0.4076(4) 0.4126(5) 0.3196(3) 0.0299(13) Uani 1 1 d . . . . .
C00K C 0.1621(5) 0.5362(5) 0.1013(3) 0.0347(14) Uani 1 1 d . . . . .
H00K H 0.089(6) 0.583(6) 0.067(3) 0.07(2) Uiso 1 1 d . . . . .
C00L C 0.5835(5) 0.3156(5) 0.4185(4) 0.0352(15) Uani 1 1 d . . . . .
H00A H 0.631(6) 0.296(6) 0.374(4) 0.07(2) Uiso 1 1 d . . . . .
H00B H 0.655(4) 0.353(4) 0.460(2) 0.021(12) Uiso 1 1 d . . . . .
C00M C 0.2165(5) 0.4348(6) 0.0740(4) 0.0375(15) Uani 1 1 d . . . . .
H00M H 0.189(5) 0.411(5) 0.024(3) 0.043(16) Uiso 1 1 d . . . . .
C00N C 0.1250(5) 0.7605(5) 0.3524(3) 0.0346(14) Uani 1 1 d . . . . .
C00O C 0.4719(6) 0.2199(5) 0.2491(4) 0.0359(15) Uani 1 1 d . . . . .
H00C H 0.556(6) 0.218(5) 0.280(3) 0.059(19) Uiso 1 1 d . . . . .
H00E H 0.487(4) 0.207(4) 0.185(3) 0.038(14) Uiso 1 1 d . . . . .
C00P C 0.3866(6) 0.1165(6) 0.2728(3) 0.0374(15) Uani 1 1 d . . . . .
H00J H 0.292(4) 0.118(4) 0.232(2) 0.030(13) Uiso 1 1 d . . . . .
H00L H 0.417(5) 0.040(6) 0.264(3) 0.054(19) Uiso 1 1 d . . . . .
C00Q C -0.0709(5) 0.4012(7) 0.3891(4) 0.0419(16) Uani 1 1 d . . . . .
H00N H -0.060(5) 0.466(6) 0.351(3) 0.054(19) Uiso 1 1 d . . . . .
H00O H -0.075(5) 0.426(5) 0.445(3) 0.051(17) Uiso 1 1 d . . . . .
H00P H -0.153(8) 0.352(8) 0.366(5) 0.13(3) Uiso 1 1 d . . . . .
C00R C 0.4564(5) 0.1123(5) 0.4122(3) 0.0351(14) Uani 1 1 d . . . . .
H00Q H 0.530(5) 0.069(5) 0.394(2) 0.029(14) Uiso 1 1 d . . . . .
H00R H 0.420(4) 0.053(5) 0.444(3) 0.027(14) Uiso 1 1 d . . . . .
C00S C -0.0039(6) 0.7755(7) 0.3042(4) 0.0402(16) Uani 1 1 d . . . . .
H00S H 0.009(5) 0.782(5) 0.248(4) 0.052(18) Uiso 1 1 d . . . . .
H00T H -0.045(6) 0.851(6) 0.321(3) 0.07(2) Uiso 1 1 d . . . . .
H00U H -0.055(5) 0.703(5) 0.305(3) 0.045(17) Uiso 1 1 d . . . . .
C00T C 0.1079(7) 0.7449(7) 0.4334(4) 0.0445(17) Uani 1 1 d . . . . .
H00V H 0.062(6) 0.664(7) 0.441(4) 0.08(2) Uiso 1 1 d . . . . .
H00W H 0.065(6) 0.826(6) 0.447(3) 0.059(18) Uiso 1 1 d . . . . .
H00X H 0.198(6) 0.742(5) 0.466(3) 0.059(19) Uiso 1 1 d . . . . .
C00U C 0.2144(6) 0.8626(6) 0.3389(4) 0.0424(16) Uani 1 1 d . . . . .
H00Y H 0.302(6) 0.858(5) 0.368(3) 0.053(18) Uiso 1 1 d . . . . .
H H 0.180(5) 0.949(6) 0.347(3) 0.050(17) Uiso 1 1 d . . . . .
HA H 0.228(5) 0.872(5) 0.283(3) 0.047(17) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00C 1.336(6) . ?
O001 C00N 1.493(6) . ?
O002 C00C 1.205(6) . ?
O003 C00E 1.367(6) . ?
O003 C00Q 1.472(6) . ?
O004 C00E 1.216(6) . ?
N005 C007 1.411(6) . ?
N005 C00C 1.408(7) . ?
N005 C00J 1.437(6) . ?
N006 C009 1.366(6) . ?
N006 C00P 1.447(7) . ?
N006 C00R 1.476(7) . ?
C007 C008 1.401(7) . ?
C007 C00H 1.387(7) . ?
C008 C00A 1.443(7) . ?
C008 C00I 1.395(7) . ?
C009 H009 1.03(4) . ?
C009 C00B 1.352(7) . ?
C00A C00J 1.364(7) . ?
C00A C00O 1.514(7) . ?
C00B C00D 1.497(7) . ?
C00B C00E 1.444(7) . ?
C00D H00D 0.94(5) . ?
C00D C00F 1.557(7) . ?
C00D C00G 1.615(7) . ?
C00F H00F 1.12(5) . ?
C00F C00L 1.543(8) . ?
C00F C00R 1.521(8) . ?
C00G H00G 1.00(5) . ?
C00G C00J 1.486(7) . ?
C00G C00L 1.557(7) . ?
C00H H00H 0.99(5) . ?
C00H C00K 1.392(8) . ?
C00I H00I 1.05(6) . ?
C00I C00M 1.402(8) . ?
C00K H00K 1.06(6) . ?
C00K C00M 1.380(8) . ?
C00L H00A 1.03(6) . ?
C00L H00B 1.07(4) . ?
C00M H00M 0.96(5) . ?
C00N C00S 1.520(7) . ?
C00N C00T 1.510(8) . ?
C00N C00U 1.508(8) . ?
C00O H00C 0.98(6) . ?
C00O H00E 1.20(5) . ?
C00O C00P 1.547(8) . ?
C00P H00J 1.16(4) . ?
C00P H00L 0.92(6) . ?
C00Q H00N 1.01(6) . ?
C00Q H00O 1.06(6) . ?
C00Q H00P 1.06(9) . ?
C00R H00Q 0.99(5) . ?
C00R H00R 0.99(5) . ?
C00S H00S 1.05(6) . ?
C00S H00T 1.01(7) . ?
C00S H00U 0.97(6) . ?
C00T H00V 1.03(7) . ?
C00T H00W 1.05(6) . ?
C00T H00X 1.05(6) . ?
C00U H00Y 0.99(6) . ?
C00U H 1.04(6) . ?
C00U HA 1.05(6) . ?

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
C00C O001 C00N 120.3(4) . . ?
C00E O003 C00Q 113.9(4) . . ?
C007 N005 C00J 108.9(4) . . ?
C00C N005 C007 124.8(4) . . ?
C00C N005 C00J 126.2(4) . . ?
C009 N006 C00P 119.2(5) . . ?
C009 N006 C00R 116.6(5) . . ?
C00P N006 C00R 120.4(4) . . ?
C008 C007 N005 106.7(4) . . ?
C00H C007 N005 132.1(5) . . ?
C00H C007 C008 121.2(5) . . ?
C007 C008 C00A 108.4(5) . . ?
C00I C008 C007 119.6(5) . . ?
C00I C008 C00A 132.1(5) . . ?
N006 C009 H009 116(2) . . ?
C00B C009 N006 122.9(5) . . ?
C00B C009 H009 121(2) . . ?
C008 C00A C00O 120.2(5) . . ?
C00J C00A C008 108.5(5) . . ?
C00J C00A C00O 131.1(5) . . ?
C009 C00B C00D 116.8(5) . . ?
C009 C00B C00E 122.2(5) . . ?
C00E C00B C00D 117.7(5) . . ?
O001 C00C N005 108.7(4) . . ?
O002 C00C O001 126.1(5) . . ?
O002 C00C N005 125.2(5) . . ?
C00B C00D H00D 115(3) . . ?
C00B C00D C00F 116.8(5) . . ?
C00B C00D C00G 114.6(5) . . ?
C00F C00D H00D 111(3) . . ?
C00F C00D C00G 88.5(4) . . ?
C00G C00D H00D 108(3) . . ?
O003 C00E C00B 112.9(5) . . ?
O004 C00E O003 122.3(5) . . ?
O004 C00E C00B 124.8(5) . . ?
C00D C00F H00F 114(2) . . ?
C00L C00F C00D 90.4(4) . . ?
C00L C00F H00F 115(2) . . ?
C00R C00F C00D 111.8(4) . . ?
C00R C00F H00F 108(2) . . ?
C00R C00F C00L 117.0(5) . . ?
C00D C00G H00G 108(3) . . ?
C00J C00G C00D 116.1(4) . . ?
C00J C00G H00G 109(3) . . ?
C00J C00G C00L 119.5(5) . . ?
C00L C00G C00D 87.8(4) . . ?
C00L C00G H00G 114(3) . . ?
C007 C00H H00H 122(2) . . ?
C007 C00H C00K 118.2(6) . . ?
C00K C00H H00H 120(2) . . ?
C008 C00I H00I 116(3) . . ?
C008 C00I C00M 119.5(6) . . ?
C00M C00I H00I 124(3) . . ?
N005 C00J C00G 118.9(5) . . ?
C00A C00J N005 107.6(5) . . ?
C00A C00J C00G 133.3(5) . . ?
C00H C00K H00K 119(4) . . ?
C00M C00K C00H 121.8(6) . . ?
C00M C00K H00K 119(4) . . ?
C00F C00L C00G 91.2(4) . . ?
C00F C00L H00A 125(4) . . ?
C00F C00L H00B 109(2) . . ?
C00G C00L H00A 113(3) . . ?
C00G C00L H00B 112(2) . . ?
H00A C00L H00B 106(4) . . ?
C00I C00M H00M 122(3) . . ?
C00K C00M C00I 119.6(6) . . ?
C00K C00M H00M 118(3) . . ?
O001 C00N C00S 100.9(4) . . ?
O001 C00N C00T 110.6(5) . . ?
O001 C00N C00U 109.5(4) . . ?
C00T C00N C00S 111.2(5) . . ?
C00U C00N C00S 110.4(5) . . ?
C00U C00N C00T 113.5(5) . . ?
C00A C00O H00C 109(4) . . ?
C00A C00O H00E 109(2) . . ?
C00A C00O C00P 111.0(5) . . ?
H00C C00O H00E 109(4) . . ?
C00P C00O H00C 110(3) . . ?
C00P C00O H00E 110(2) . . ?
N006 C00P C00O 112.2(5) . . ?
N006 C00P H00J 109(2) . . ?
N006 C00P H00L 113(4) . . ?
C00O C00P H00J 107(2) . . ?
C00O C00P H00L 114(4) . . ?
H00J C00P H00L 101(4) . . ?
O003 C00Q H00N 110(3) . . ?
O003 C00Q H00O 105(3) . . ?
O003 C00Q H00P 105(5) . . ?
H00N C00Q H00O 119(5) . . ?
H00N C00Q H00P 104(6) . . ?
H00O C00Q H00P 112(5) . . ?
N006 C00R C00F 114.7(5) . . ?
N006 C00R H00Q 108(3) . . ?
N006 C00R H00R 106(3) . . ?
C00F C00R H00Q 112(3) . . ?
C00F C00R H00R 111(3) . . ?
H00Q C00R H00R 104(4) . . ?
C00N C00S H00S 111(3) . . ?
C00N C00S H00T 107(3) . . ?
C00N C00S H00U 110(3) . . ?
H00S C00S H00T 111(5) . . ?
H00S C00S H00U 102(4) . . ?
H00T C00S H00U 116(5) . . ?
C00N C00T H00V 110(4) . . ?
C00N C00T H00W 104(3) . . ?
C00N C00T H00X 110(3) . . ?
H00V C00T H00W 120(5) . . ?
H00V C00T H00X 108(5) . . ?
H00W C00T H00X 106(4) . . ?
C00N C00U H00Y 115(3) . . ?
C00N C00U H 116(3) . . ?
C00N C00U HA 113(3) . . ?
H00Y C00U H 106(4) . . ?
H00Y C00U HA 106(4) . . ?
H C00U HA 98(4) . . ?

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
N005 C007 C008 C00A 0.8(5) . . . . ?
N005 C007 C008 C00I -178.1(4) . . . . ?
N005 C007 C00H C00K 177.4(5) . . . . ?
N006 C009 C00B C00D 19.9(8) . . . . ?
N006 C009 C00B C00E 179.2(5) . . . . ?
C007 N005 C00C O001 30.8(6) . . . . ?
C007 N005 C00C O002 -149.3(5) . . . . ?
C007 N005 C00J C00A -2.3(5) . . . . ?
C007 N005 C00J C00G -177.2(4) . . . . ?
C007 C008 C00A C00J -2.3(5) . . . . ?
C007 C008 C00A C00O 172.3(4) . . . . ?
C007 C008 C00I C00M 0.2(7) . . . . ?
C007 C00H C00K C00M -0.2(8) . . . . ?
C008 C007 C00H C00K 0.5(7) . . . . ?
C008 C00A C00J N005 2.8(5) . . . . ?
C008 C00A C00J C00G 176.6(5) . . . . ?
C008 C00A C00O C00P -91.7(6) . . . . ?
C008 C00I C00M C00K 0.1(8) . . . . ?
C009 N006 C00P C00O 85.2(6) . . . . ?
C009 N006 C00R C00F -46.6(7) . . . . ?
C009 C00B C00D C00F -34.3(7) . . . . ?
C009 C00B C00D C00G 67.2(6) . . . . ?
C009 C00B C00E O003 18.3(7) . . . . ?
C009 C00B C00E O004 -159.2(6) . . . . ?
C00A C008 C00I C00M -178.3(5) . . . . ?
C00A C00O C00P N006 -55.4(7) . . . . ?
C00B C00D C00F C00L 127.8(5) . . . . ?
C00B C00D C00F C00R 8.3(7) . . . . ?
C00B C00D C00G C00J -7.8(7) . . . . ?
C00B C00D C00G C00L -129.7(5) . . . . ?
C00C O001 C00N C00S 174.6(5) . . . . ?
C00C O001 C00N C00T -67.6(6) . . . . ?
C00C O001 C00N C00U 58.2(6) . . . . ?
C00C N005 C007 C008 176.3(4) . . . . ?
C00C N005 C007 C00H -1.0(8) . . . . ?
C00C N005 C00J C00A -177.6(4) . . . . ?
C00C N005 C00J C00G 7.6(7) . . . . ?
C00D C00B C00E O003 177.4(4) . . . . ?
C00D C00B C00E O004 -0.1(8) . . . . ?
C00D C00F C00L C00G -11.3(4) . . . . ?
C00D C00F C00R N006 29.5(7) . . . . ?
C00D C00G C00J N005 89.4(6) . . . . ?
C00D C00G C00J C00A -83.9(7) . . . . ?
C00D C00G C00L C00F 10.9(4) . . . . ?
C00E C00B C00D C00F 165.5(5) . . . . ?
C00E C00B C00D C00G -93.1(6) . . . . ?
C00F C00D C00G C00J 111.1(5) . . . . ?
C00F C00D C00G C00L -10.8(4) . . . . ?
C00G C00D C00F C00L 10.9(4) . . . . ?
C00G C00D C00F C00R -108.6(5) . . . . ?
C00H C007 C008 C00A 178.4(4) . . . . ?
C00H C007 C008 C00I -0.5(7) . . . . ?
C00H C00K C00M C00I -0.1(8) . . . . ?
C00I C008 C00A C00J 176.4(5) . . . . ?
C00I C008 C00A C00O -9.0(8) . . . . ?
C00J N005 C007 C008 0.9(5) . . . . ?
C00J N005 C007 C00H -176.3(5) . . . . ?
C00J N005 C00C O001 -154.7(4) . . . . ?
C00J N005 C00C O002 25.2(8) . . . . ?
C00J C00A C00O C00P 81.4(7) . . . . ?
C00J C00G C00L C00F -108.0(5) . . . . ?
C00L C00F C00R N006 -72.8(6) . . . . ?
C00L C00G C00J N005 -167.5(4) . . . . ?
C00L C00G C00J C00A 19.3(8) . . . . ?
C00N O001 C00C O002 10.0(8) . . . . ?
C00N O001 C00C N005 -170.2(4) . . . . ?
C00O C00A C00J N005 -171.0(5) . . . . ?
C00O C00A C00J C00G 2.8(9) . . . . ?
C00P N006 C009 C00B -137.4(5) . . . . ?
C00P N006 C00R C00F 111.5(6) . . . . ?
C00Q O003 C00E O004 10.1(8) . . . . ?
C00Q O003 C00E C00B -167.5(5) . . . . ?
C00R N006 C009 C00B 21.0(7) . . . . ?
C00R N006 C00P C00O -72.4(6) . . . . ?
C00R C00F C00L C00G 103.6(5) . . . . ?

_olex2_exptl_crystal_mounting_method 'Manual mounting using Rigaku loop'
_olex2_submission_original_sample_id 'Bowl-type scaffold'
_olex2_submission_special_instructions 'No special instructions were received'

