# Electronic Supplementary Material (ESI) 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_RM2339_a
_database_code_depnum_ccdc_archive 'CCDC 2301585'
loop_
_audit_author_name
_audit_author_address
'Yara van Ingen'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-29 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         'C21 H26 N2 O4 Si'
_chemical_formula_sum            'C21 H26 N2 O4 Si'
_chemical_formula_weight         398.53

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.9467(4)
_cell_length_b                   10.7574(6)
_cell_length_c                   19.8365(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2122.52(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5764
_cell_measurement_theta_min      4.0940
_cell_measurement_theta_max      29.3100

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.439
_exptl_crystal_size_min          0.173
_exptl_absorpt_coefficient_mu    0.139
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.707
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'micro-focus sealed X-ray tube'
_diffrn_measurement_method       'w/ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9161
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_av_R_equivalents  0.0150
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.464
_diffrn_reflns_theta_max         29.823
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.818
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4976
_reflns_number_gt                4488
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.679
_reflns_Friedel_fraction_max     0.757
_reflns_Friedel_fraction_full    0.999

_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       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP, Mercury'
_computing_publication_material  ?
_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)+(0.0357P)²+0.5160P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1693 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.44(4)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         4976
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0858
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
O1 O 0.40627(14) 0.51103(14) 0.66307(7) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.30589(17) 0.60862(17) 0.66881(9) 0.0263(4) Uani 1 1 d . . . . .
C1 C 0.1762(2) 0.5474(2) 0.68605(10) 0.0274(4) Uani 1 1 d . . . . .
H1 H 0.104121 0.611438 0.680461 0.033 Uiso 1 1 calc R U . . .
O2 O -0.05278(17) 0.4955(2) 0.76703(10) 0.0525(5) Uani 1 1 d . . . . .
N2 N 0.0540(2) 0.4448(2) 0.77937(9) 0.0364(4) Uani 1 1 d . . . . .
C2 C 0.1814(2) 0.5144(2) 0.76145(11) 0.0305(5) Uani 1 1 d . . . . .
H2 H 0.260757 0.459593 0.770038 0.037 Uiso 1 1 calc R U . . .
O3 O 0.0650(2) 0.34313(19) 0.80637(10) 0.0559(5) Uani 1 1 d . . . . .
C3 C 0.1901(3) 0.6281(3) 0.80679(12) 0.0411(6) Uani 1 1 d . . . . .
H00A H 0.107275 0.678144 0.801427 0.049 Uiso 1 1 calc R U . . .
H00D H 0.267086 0.679996 0.792332 0.049 Uiso 1 1 calc R U . . .
O4 O 0.03652(17) 0.16215(16) 0.50747(8) 0.0376(4) Uani 1 1 d . . . . .
C4 C 0.2073(3) 0.5946(3) 0.88087(13) 0.0534(8) Uani 1 1 d . . . . .
H00X H 0.125920 0.552954 0.897152 0.080 Uiso 1 1 calc R U . . .
H00Y H 0.222657 0.670391 0.907139 0.080 Uiso 1 1 calc R U . . .
H00Z H 0.284517 0.538717 0.885985 0.080 Uiso 1 1 calc R U . . .
Si1 Si 0.55621(6) 0.55410(6) 0.69492(3) 0.03164(15) Uani 1 1 d . . . . .
C5 C 0.5583(3) 0.5481(3) 0.78838(13) 0.0601(8) Uani 1 1 d . . . . .
H00U H 0.528876 0.465777 0.803479 0.090 Uiso 1 1 calc R U . . .
H00V H 0.497460 0.611579 0.806401 0.090 Uiso 1 1 calc R U . . .
H00W H 0.649812 0.563871 0.804631 0.090 Uiso 1 1 calc R U . . .
C6 C 0.6030(3) 0.7133(3) 0.67000(14) 0.0467(6) Uani 1 1 d . . . . .
H00H H 0.593927 0.722171 0.621047 0.070 Uiso 1 1 calc R U . . .
H6 H 0.696419 0.729421 0.683111 0.070 Uiso 1 1 calc R U . . .
H00O H 0.543713 0.772883 0.692590 0.070 Uiso 1 1 calc R U . . .
C7 C 0.6680(3) 0.4359(3) 0.65781(17) 0.0549(7) Uani 1 1 d . . . . .
H00R H 0.665829 0.442761 0.608554 0.082 Uiso 1 1 calc R U . . .
H00S H 0.637562 0.352926 0.671279 0.082 Uiso 1 1 calc R U . . .
H00T H 0.760064 0.449253 0.673850 0.082 Uiso 1 1 calc R U . . .
C8 C 0.2980(2) 0.6770(2) 0.60646(11) 0.0276(4) Uani 1 1 d . . . . .
C9 C 0.3603(3) 0.6399(2) 0.54757(11) 0.0383(5) Uani 1 1 d . . . . .
H9 H 0.408128 0.563558 0.545896 0.046 Uiso 1 1 calc R U . . .
C10 C 0.3522(3) 0.7153(3) 0.49075(13) 0.0503(7) Uani 1 1 d . . . . .
H00P H 0.396312 0.690716 0.450396 0.060 Uiso 1 1 calc R U . . .
C11 C 0.2815(3) 0.8245(3) 0.49230(15) 0.0501(7) Uani 1 1 d . . . . .
H00Q H 0.276095 0.875105 0.453143 0.060 Uiso 1 1 calc R U . . .
C12 C 0.2181(3) 0.8608(3) 0.55108(15) 0.0469(6) Uani 1 1 d . . . . .
H12 H 0.167874 0.935907 0.552126 0.056 Uiso 1 1 calc R U . . .
C13 C 0.2275(2) 0.7882(2) 0.60827(13) 0.0372(5) Uani 1 1 d . . . . .
H13 H 0.185587 0.814466 0.648898 0.045 Uiso 1 1 calc R U . . .
C14 C 0.1397(2) 0.4391(2) 0.64042(10) 0.0262(4) Uani 1 1 d . . . . .
C15 C 0.1834(2) 0.3178(2) 0.65366(11) 0.0296(5) Uani 1 1 d . . . . .
H15 H 0.236320 0.302900 0.692698 0.036 Uiso 1 1 calc R U . . .
C16 C 0.1523(2) 0.2191(2) 0.61198(11) 0.0321(5) Uani 1 1 d . . . . .
H16 H 0.180819 0.136771 0.621876 0.038 Uiso 1 1 calc R U . . .
C17 C 0.0777(2) 0.2461(2) 0.55526(10) 0.0297(5) Uani 1 1 d . . . . .
C18 C 0.0312(2) 0.3648(2) 0.54020(11) 0.0310(5) Uani 1 1 d . . . . .
C19 C 0.0627(2) 0.4625(2) 0.58357(10) 0.0312(5) Uani 1 1 d . . . . .
H19 H 0.031766 0.544242 0.574259 0.037 Uiso 1 1 calc R U . . .
C20 C -0.0450(3) 0.3503(3) 0.47908(12) 0.0422(6) Uani 1 1 d . . . . .
H20 H -0.090754 0.413963 0.455119 0.051 Uiso 1 1 calc R U . . .
C21 C -0.0391(3) 0.2304(3) 0.46248(12) 0.0433(6) Uani 1 1 d . . . . .
H21 H -0.082008 0.195876 0.424016 0.052 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N1 1.453(2) . ?
O1 Si1 1.6846(15) . ?
N1 C8 1.441(3) . ?
N1 C1 1.489(3) . ?
C1 C14 1.519(3) . ?
C1 C2 1.538(3) . ?
C1 H1 1.0000 . ?
O2 N2 1.220(3) . ?
N2 O3 1.222(3) . ?
N2 C2 1.514(3) . ?
C2 C3 1.521(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.523(4) . ?
C3 H00A 0.9900 . ?
C3 H00D 0.9900 . ?
O4 C17 1.372(3) . ?
O4 C21 1.379(3) . ?
C4 H00X 0.9800 . ?
C4 H00Y 0.9800 . ?
C4 H00Z 0.9800 . ?
Si1 C6 1.842(3) . ?
Si1 C7 1.842(3) . ?
Si1 C5 1.855(3) . ?
C5 H00U 0.9800 . ?
C5 H00V 0.9800 . ?
C5 H00W 0.9800 . ?
C6 H00H 0.9800 . ?
C6 H6 0.9800 . ?
C6 H00O 0.9800 . ?
C7 H00R 0.9800 . ?
C7 H00S 0.9800 . ?
C7 H00T 0.9800 . ?
C8 C9 1.381(3) . ?
C8 C13 1.388(3) . ?
C9 C10 1.391(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.370(4) . ?
C10 H00P 0.9500 . ?
C11 C12 1.382(4) . ?
C11 H00Q 0.9500 . ?
C12 C13 1.380(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.386(3) . ?
C14 C15 1.400(3) . ?
C15 C16 1.381(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(3) . ?
C18 C19 1.394(3) . ?
C18 C20 1.438(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.332(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 O1 Si1 112.35(11) . . ?
C8 N1 O1 109.81(16) . . ?
C8 N1 C1 112.07(16) . . ?
O1 N1 C1 107.11(15) . . ?
N1 C1 C14 114.16(16) . . ?
N1 C1 C2 107.22(16) . . ?
C14 C1 C2 114.24(18) . . ?
N1 C1 H1 106.9 . . ?
C14 C1 H1 106.9 . . ?
C2 C1 H1 106.9 . . ?
O2 N2 O3 124.5(2) . . ?
O2 N2 C2 117.4(2) . . ?
O3 N2 C2 118.1(2) . . ?
N2 C2 C3 107.87(18) . . ?
N2 C2 C1 108.31(17) . . ?
C3 C2 C1 113.0(2) . . ?
N2 C2 H2 109.2 . . ?
C3 C2 H2 109.2 . . ?
C1 C2 H2 109.2 . . ?
C2 C3 C4 112.7(2) . . ?
C2 C3 H00A 109.0 . . ?
C4 C3 H00A 109.0 . . ?
C2 C3 H00D 109.0 . . ?
C4 C3 H00D 109.0 . . ?
H00A C3 H00D 107.8 . . ?
C17 O4 C21 105.03(18) . . ?
C3 C4 H00X 109.5 . . ?
C3 C4 H00Y 109.5 . . ?
H00X C4 H00Y 109.5 . . ?
C3 C4 H00Z 109.5 . . ?
H00X C4 H00Z 109.5 . . ?
H00Y C4 H00Z 109.5 . . ?
O1 Si1 C6 112.27(10) . . ?
O1 Si1 C7 101.23(11) . . ?
C6 Si1 C7 112.43(14) . . ?
O1 Si1 C5 112.04(12) . . ?
C6 Si1 C5 107.31(14) . . ?
C7 Si1 C5 111.62(16) . . ?
Si1 C5 H00U 109.5 . . ?
Si1 C5 H00V 109.5 . . ?
H00U C5 H00V 109.5 . . ?
Si1 C5 H00W 109.5 . . ?
H00U C5 H00W 109.5 . . ?
H00V C5 H00W 109.5 . . ?
Si1 C6 H00H 109.5 . . ?
Si1 C6 H6 109.5 . . ?
H00H C6 H6 109.5 . . ?
Si1 C6 H00O 109.5 . . ?
H00H C6 H00O 109.5 . . ?
H6 C6 H00O 109.5 . . ?
Si1 C7 H00R 109.5 . . ?
Si1 C7 H00S 109.5 . . ?
H00R C7 H00S 109.5 . . ?
Si1 C7 H00T 109.5 . . ?
H00R C7 H00T 109.5 . . ?
H00S C7 H00T 109.5 . . ?
C9 C8 C13 119.9(2) . . ?
C9 C8 N1 123.6(2) . . ?
C13 C8 N1 116.5(2) . . ?
C8 C9 C10 119.4(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C11 C10 C9 120.7(3) . . ?
C11 C10 H00P 119.6 . . ?
C9 C10 H00P 119.6 . . ?
C10 C11 C12 119.7(3) . . ?
C10 C11 H00Q 120.1 . . ?
C12 C11 H00Q 120.1 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C8 120.0(2) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C19 C14 C15 119.6(2) . . ?
C19 C14 C1 118.5(2) . . ?
C15 C14 C1 121.92(18) . . ?
C16 C15 C14 122.34(19) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C15 116.5(2) . . ?
C17 C16 H16 121.7 . . ?
C15 C16 H16 121.7 . . ?
O4 C17 C16 125.8(2) . . ?
O4 C17 C18 110.91(18) . . ?
C16 C17 C18 123.3(2) . . ?
C17 C18 C19 119.0(2) . . ?
C17 C18 C20 104.9(2) . . ?
C19 C18 C20 136.1(2) . . ?
C14 C19 C18 119.3(2) . . ?
C14 C19 H19 120.3 . . ?
C18 C19 H19 120.3 . . ?
C21 C20 C18 106.9(2) . . ?
C21 C20 H20 126.6 . . ?
C18 C20 H20 126.6 . . ?
C20 C21 O4 112.3(2) . . ?
C20 C21 H21 123.8 . . ?
O4 C21 H21 123.8 . . ?

_refine_diff_density_max         0.217
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.035

####################################################################### 
# 
# 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_RM2319_a
_database_code_depnum_ccdc_archive 'CCDC 2301586'
loop_
_audit_author_name
_audit_author_address
'Yara van Ingen'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-29 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 H26 N2 O3 Si'
_chemical_formula_sum            'C19 H26 N2 O3 Si'
_chemical_formula_weight         358.51

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   15.3631(5)
_cell_length_b                   11.8472(3)
_cell_length_c                   22.4626(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.492(3)
_cell_angle_gamma                90
_cell_volume                     4088.3(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    11479
_cell_measurement_theta_min      3.35300
_cell_measurement_theta_max      28.9740

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.496
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.149
_exptl_absorpt_coefficient_mu    0.133
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'w/ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19513
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.439
_diffrn_reflns_theta_max         29.719
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.885
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.885
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.685
_diffrn_reflns_point_group_measured_fraction_full 0.839
_reflns_number_total             7966
_reflns_number_gt                7351
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.547
_reflns_Friedel_fraction_max     0.485
_reflns_Friedel_fraction_full    0.680

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP, Mercury'
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0465P)²+2.9464P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(12)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7966
_refine_ls_number_parameters     472
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0952
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.006
_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
O1 O 0.48054(12) 0.35896(16) 0.39169(9) 0.0292(4) Uani 1 1 d . . . . .
O6 O 0.39187(17) 0.5832(2) 0.50239(14) 0.0585(7) Uani 1 1 d . . . . .
N1 N 0.56823(14) 0.32253(18) 0.40663(10) 0.0257(5) Uani 1 1 d . . . . .
C1 C 0.62011(18) 0.4272(2) 0.41657(12) 0.0270(5) Uani 1 1 d . . . . .
C2 C 0.59586(19) 0.4744(2) 0.47787(13) 0.0273(6) Uani 1 1 d . . . . .
O3 O 0.60739(17) 0.6685(2) 0.49670(15) 0.0625(8) Uani 1 1 d . . . . .
N3 N 0.43898(14) 0.92534(18) 0.59490(10) 0.0258(5) Uani 1 1 d . . . . .
C3 C 0.6192(2) 0.3949(3) 0.52861(13) 0.0338(6) Uani 1 1 d . . . . .
H00A H 0.590173 0.321390 0.521499 0.041 Uiso 1 1 calc R U . . .
H00B H 0.682790 0.381634 0.528442 0.041 Uiso 1 1 calc R U . . .
O4 O 0.52605(11) 0.88413(15) 0.60699(8) 0.0275(4) Uani 1 1 d . . . . .
N4 N 0.35362(16) 0.6702(2) 0.51439(10) 0.0318(5) Uani 1 1 d . . . . .
C4 C 0.5935(3) 0.4379(3) 0.58944(15) 0.0476(9) Uani 1 1 d . . . . .
H00F H 0.622870 0.509846 0.597330 0.071 Uiso 1 1 calc R U . . .
H00G H 0.610729 0.382695 0.619830 0.071 Uiso 1 1 calc R U . . .
H00I H 0.530332 0.448958 0.590530 0.071 Uiso 1 1 calc R U . . .
O5 O 0.27438(14) 0.6766(2) 0.51810(10) 0.0436(5) Uani 1 1 d . . . . .
C6 C 0.40562(19) 0.7766(2) 0.52337(12) 0.0257(6) Uani 1 1 d . . . . .
C7 C 0.38211(19) 0.8570(2) 0.47281(12) 0.0320(6) Uani 1 1 d . . . . .
H00C H 0.318509 0.870453 0.473038 0.038 Uiso 1 1 calc R U . . .
H00D H 0.411351 0.930323 0.479903 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4079(2) 0.8130(3) 0.41180(14) 0.0427(8) Uani 1 1 d . . . . .
H01U H 0.385729 0.864208 0.380939 0.064 Uiso 1 1 calc R U . . .
H01V H 0.383066 0.737634 0.405740 0.064 Uiso 1 1 calc R U . . .
H01W H 0.471473 0.808827 0.409437 0.064 Uiso 1 1 calc R U . . .
C10 C 0.61531(19) 0.5104(2) 0.36585(12) 0.0308(6) Uani 1 1 d . . . . .
H1 H 0.537(2) 0.497(3) 0.4779(16) 0.046 Uiso 1 1 d . U . . .
H1B H 0.463(3) 0.756(3) 0.5217(16) 0.046 Uiso 1 1 d . U . . .
C00I C 0.38303(17) 0.8246(2) 0.58469(12) 0.0254(5) Uani 1 1 d . . . . .
H1C H 0.327(2) 0.853(3) 0.5798(15) 0.038 Uiso 1 1 d . U . . .
H1A H 0.683(2) 0.399(3) 0.4191(15) 0.038 Uiso 1 1 d . U . . .
Si1 Si 0.40230(5) 0.27475(6) 0.41936(3) 0.03052(18) Uani 1 1 d . . . . .
C11 C 0.5431(2) 0.5795(2) 0.35588(15) 0.0391(7) Uani 1 1 d . . . . .
H11 H 0.495672 0.577510 0.382733 0.047 Uiso 1 1 calc R U . . .
C12 C 0.5400(3) 0.6509(3) 0.30711(16) 0.0504(9) Uani 1 1 d . . . . .
H12 H 0.490421 0.697278 0.300529 0.060 Uiso 1 1 calc R U . . .
C13 C 0.6092(3) 0.6550(3) 0.26781(17) 0.0566(10) Uani 1 1 d . . . . .
H01X H 0.607147 0.704430 0.234523 0.068 Uiso 1 1 calc R U . . .
C15 C 0.6834(2) 0.5158(3) 0.32615(15) 0.0439(7) Uani 1 1 d . . . . .
H01S H 0.733167 0.469606 0.332499 0.053 Uiso 1 1 calc R U . . .
C20 C 0.60449(18) 0.2586(2) 0.35827(13) 0.0274(5) Uani 1 1 d . . . . .
C21 C 0.6744(2) 0.1893(2) 0.37247(13) 0.0365(6) Uani 1 1 d . . . . .
H21 H 0.694261 0.184304 0.412549 0.044 Uiso 1 1 calc R U . . .
C22 C 0.7153(2) 0.1274(3) 0.32878(16) 0.0470(8) Uani 1 1 d . . . . .
H22 H 0.763701 0.080877 0.338725 0.056 Uiso 1 1 calc R U . . .
C23 C 0.6856(2) 0.1333(3) 0.27007(16) 0.0443(8) Uani 1 1 d . . . . .
H01T H 0.712898 0.090192 0.239847 0.053 Uiso 1 1 calc R U . . .
C24 C 0.6165(2) 0.2021(3) 0.25648(14) 0.0412(7) Uani 1 1 d . . . . .
H24 H 0.596540 0.206956 0.216402 0.049 Uiso 1 1 calc R U . . .
C25 C 0.5750(2) 0.2648(3) 0.29994(14) 0.0344(6) Uani 1 1 d . . . . .
H25 H 0.526872 0.311525 0.289821 0.041 Uiso 1 1 calc R U . . .
C30 C 0.4109(2) 0.2595(3) 0.50117(17) 0.0489(9) Uani 1 1 d . . . . .
H01D H 0.359342 0.219991 0.515990 0.073 Uiso 1 1 calc R U . . .
H01E H 0.414576 0.334356 0.519555 0.073 Uiso 1 1 calc R U . . .
H01F H 0.463179 0.215979 0.511310 0.073 Uiso 1 1 calc R U . . .
C31 C 0.3011(2) 0.3516(3) 0.39953(17) 0.0479(8) Uani 1 1 d . . . . .
H01J H 0.299489 0.365322 0.356512 0.072 Uiso 1 1 calc R U . . .
H01K H 0.299814 0.423853 0.420722 0.072 Uiso 1 1 calc R U . . .
H01L H 0.250575 0.306208 0.410856 0.072 Uiso 1 1 calc R U . . .
C32 C 0.4057(2) 0.1355(3) 0.38258(17) 0.0468(8) Uani 1 1 d . . . . .
H01G H 0.395840 0.144978 0.339702 0.070 Uiso 1 1 calc R U . . .
H01H H 0.360171 0.086954 0.399025 0.070 Uiso 1 1 calc R U . . .
H01I H 0.462730 0.100749 0.389480 0.070 Uiso 1 1 calc R U . . .
C40 C 0.40840(18) 0.9919(2) 0.64444(12) 0.0272(5) Uani 1 1 d . . . . .
C41 C 0.4477(2) 0.9918(3) 0.70009(13) 0.0364(7) Uani 1 1 d . . . . .
H41 H 0.496113 0.944106 0.708064 0.044 Uiso 1 1 calc R U . . .
C42 C 0.4154(2) 1.0624(3) 0.74429(15) 0.0460(8) Uani 1 1 d . . . . .
H42 H 0.442446 1.063042 0.782470 0.055 Uiso 1 1 calc R U . . .
C43 C 0.3458(3) 1.1301(3) 0.73363(16) 0.0508(9) Uani 1 1 d . . . . .
H43 H 0.324991 1.178475 0.764074 0.061 Uiso 1 1 calc R U . . .
C44 C 0.3054(3) 1.1288(3) 0.67868(17) 0.0503(9) Uani 1 1 d . . . . .
H44 H 0.255589 1.174538 0.671694 0.060 Uiso 1 1 calc R U . . .
C45 C 0.3370(2) 1.0611(3) 0.63364(14) 0.0377(7) Uani 1 1 d . . . . .
H45 H 0.310067 1.061970 0.595432 0.045 Uiso 1 1 calc R U . . .
C50 C 0.38401(17) 0.7382(2) 0.63460(12) 0.0267(5) Uani 1 1 d . . . . .
C51 C 0.4526(2) 0.6644(2) 0.64350(13) 0.0338(6) Uani 1 1 d . . . . .
H51 H 0.501415 0.666817 0.617850 0.041 Uiso 1 1 calc R U . . .
C52 C 0.4505(2) 0.5865(3) 0.68996(15) 0.0398(7) Uani 1 1 d . . . . .
H52 H 0.497708 0.535868 0.695888 0.048 Uiso 1 1 calc R U . . .
C53 C 0.3799(2) 0.5829(3) 0.72723(15) 0.0440(8) Uani 1 1 d . . . . .
H53 H 0.378544 0.529679 0.758863 0.053 Uiso 1 1 calc R U . . .
C54 C 0.3119(2) 0.6555(3) 0.71886(16) 0.0458(8) Uani 1 1 d . . . . .
H54 H 0.263381 0.652605 0.744724 0.055 Uiso 1 1 calc R U . . .
C55 C 0.3133(2) 0.7337(3) 0.67272(13) 0.0359(6) Uani 1 1 d . . . . .
H55 H 0.265788 0.784144 0.667243 0.043 Uiso 1 1 calc R U . . .
C60 C 0.7046(2) 0.8891(3) 0.59462(17) 0.0470(8) Uani 1 1 d . . . . .
H01M H 0.701409 0.813521 0.577061 0.071 Uiso 1 1 calc R U . . .
H01N H 0.711445 0.882764 0.637906 0.071 Uiso 1 1 calc R U . . .
H01O H 0.754537 0.929704 0.578207 0.071 Uiso 1 1 calc R U . . .
C61 C 0.6028(2) 1.1082(3) 0.61270(17) 0.0464(8) Uani 1 1 d . . . . .
H01P H 0.650023 1.154318 0.596565 0.070 Uiso 1 1 calc R U . . .
H01Q H 0.610867 1.099961 0.655805 0.070 Uiso 1 1 calc R U . . .
H01R H 0.546850 1.145116 0.604520 0.070 Uiso 1 1 calc R U . . .
C62 C 0.5923(2) 0.9807(3) 0.49553(16) 0.0440(8) Uani 1 1 d . . . . .
H01A H 0.642817 1.020934 0.479678 0.066 Uiso 1 1 calc R U . . .
H01B H 0.539162 1.022912 0.486074 0.066 Uiso 1 1 calc R U . . .
H01C H 0.588900 0.905405 0.477554 0.066 Uiso 1 1 calc R U . . .
C14 C 0.6806(3) 0.5872(3) 0.27724(17) 0.0574(10) Uani 1 1 d . . . . .
H01Y H 0.727981 0.589266 0.250331 0.069 Uiso 1 1 calc R U . . .
Si2 Si 0.60398(5) 0.96695(6) 0.57715(3) 0.02996(18) Uani 1 1 d . . . . .
O2 O 0.72579(15) 0.5770(2) 0.48422(12) 0.0495(6) Uani 1 1 d . . . . .
N2 N 0.64683(16) 0.5823(2) 0.48655(11) 0.0336(5) Uani 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
O1 N1 1.451(3) . ?
O1 Si1 1.685(2) . ?
O6 N4 1.217(3) . ?
N1 C20 1.440(3) . ?
N1 C1 1.490(3) . ?
C1 C10 1.508(4) . ?
C1 C2 1.535(4) . ?
C1 H1A 1.03(3) . ?
C2 N2 1.511(4) . ?
C2 C3 1.519(4) . ?
C2 H1 0.94(4) . ?
O3 N2 1.210(3) . ?
N3 C40 1.446(3) . ?
N3 O4 1.447(3) . ?
N3 C00I 1.488(3) . ?
C3 C4 1.514(4) . ?
C3 H00A 0.9900 . ?
C3 H00B 0.9900 . ?
O4 Si2 1.691(2) . ?
N4 O5 1.223(3) . ?
N4 C6 1.505(4) . ?
C4 H00F 0.9800 . ?
C4 H00G 0.9800 . ?
C4 H00I 0.9800 . ?
C6 C7 1.524(4) . ?
C6 C00I 1.533(4) . ?
C6 H1B 0.91(4) . ?
C7 C8 1.522(4) . ?
C7 H00C 0.9900 . ?
C7 H00D 0.9900 . ?
C8 H01U 0.9800 . ?
C8 H01V 0.9800 . ?
C8 H01W 0.9800 . ?
C10 C15 1.382(4) . ?
C10 C11 1.395(4) . ?
C00I C50 1.518(4) . ?
C00I H1C 0.93(4) . ?
Si1 C32 1.846(3) . ?
Si1 C30 1.850(4) . ?
Si1 C31 1.852(3) . ?
C11 C12 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.388(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(6) . ?
C13 H01X 0.9500 . ?
C15 C14 1.387(5) . ?
C15 H01S 0.9500 . ?
C20 C25 1.385(4) . ?
C20 C21 1.387(4) . ?
C21 C22 1.381(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.394(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.372(5) . ?
C23 H01T 0.9500 . ?
C24 C25 1.386(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C30 H01D 0.9800 . ?
C30 H01E 0.9800 . ?
C30 H01F 0.9800 . ?
C31 H01J 0.9800 . ?
C31 H01K 0.9800 . ?
C31 H01L 0.9800 . ?
C32 H01G 0.9800 . ?
C32 H01H 0.9800 . ?
C32 H01I 0.9800 . ?
C40 C41 1.383(4) . ?
C40 C45 1.389(4) . ?
C41 C42 1.393(4) . ?
C41 H41 0.9500 . ?
C42 C43 1.356(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.377(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.382(4) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C50 C51 1.383(4) . ?
C50 C55 1.391(4) . ?
C51 C52 1.394(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.375(5) . ?
C52 H52 0.9500 . ?
C53 C54 1.366(5) . ?
C53 H53 0.9500 . ?
C54 C55 1.390(5) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
C60 Si2 1.839(3) . ?
C60 H01M 0.9800 . ?
C60 H01N 0.9800 . ?
C60 H01O 0.9800 . ?
C61 Si2 1.855(3) . ?
C61 H01P 0.9800 . ?
C61 H01Q 0.9800 . ?
C61 H01R 0.9800 . ?
C62 Si2 1.848(4) . ?
C62 H01A 0.9800 . ?
C62 H01B 0.9800 . ?
C62 H01C 0.9800 . ?
C14 H01Y 0.9500 . ?
O2 N2 1.216(3) . ?

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
N1 O1 Si1 113.72(14) . . ?
C20 N1 O1 110.3(2) . . ?
C20 N1 C1 109.9(2) . . ?
O1 N1 C1 106.34(18) . . ?
N1 C1 C10 114.1(2) . . ?
N1 C1 C2 107.7(2) . . ?
C10 C1 C2 115.4(2) . . ?
N1 C1 H1A 103.7(19) . . ?
C10 C1 H1A 107.2(19) . . ?
C2 C1 H1A 107.9(19) . . ?
N2 C2 C3 108.0(2) . . ?
N2 C2 C1 107.1(2) . . ?
C3 C2 C1 112.9(2) . . ?
N2 C2 H1 105(2) . . ?
C3 C2 H1 113(2) . . ?
C1 C2 H1 110(2) . . ?
C40 N3 O4 110.2(2) . . ?
C40 N3 C00I 111.4(2) . . ?
O4 N3 C00I 106.86(18) . . ?
C4 C3 C2 114.0(3) . . ?
C4 C3 H00A 108.8 . . ?
C2 C3 H00A 108.8 . . ?
C4 C3 H00B 108.8 . . ?
C2 C3 H00B 108.8 . . ?
H00A C3 H00B 107.6 . . ?
N3 O4 Si2 112.72(14) . . ?
O6 N4 O5 123.4(3) . . ?
O6 N4 C6 118.8(2) . . ?
O5 N4 C6 117.8(2) . . ?
C3 C4 H00F 109.5 . . ?
C3 C4 H00G 109.5 . . ?
H00F C4 H00G 109.5 . . ?
C3 C4 H00I 109.5 . . ?
H00F C4 H00I 109.5 . . ?
H00G C4 H00I 109.5 . . ?
N4 C6 C7 107.6(2) . . ?
N4 C6 C00I 107.9(2) . . ?
C7 C6 C00I 112.6(2) . . ?
N4 C6 H1B 106(2) . . ?
C7 C6 H1B 111(2) . . ?
C00I C6 H1B 111(2) . . ?
C8 C7 C6 113.3(2) . . ?
C8 C7 H00C 108.9 . . ?
C6 C7 H00C 108.9 . . ?
C8 C7 H00D 108.9 . . ?
C6 C7 H00D 108.9 . . ?
H00C C7 H00D 107.7 . . ?
C7 C8 H01U 109.5 . . ?
C7 C8 H01V 109.5 . . ?
H01U C8 H01V 109.5 . . ?
C7 C8 H01W 109.5 . . ?
H01U C8 H01W 109.5 . . ?
H01V C8 H01W 109.5 . . ?
C15 C10 C11 118.3(3) . . ?
C15 C10 C1 119.0(3) . . ?
C11 C10 C1 122.6(3) . . ?
N3 C00I C50 115.1(2) . . ?
N3 C00I C6 107.5(2) . . ?
C50 C00I C6 114.4(2) . . ?
N3 C00I H1C 105(2) . . ?
C50 C00I H1C 110(2) . . ?
C6 C00I H1C 104(2) . . ?
O1 Si1 C32 109.95(14) . . ?
O1 Si1 C30 112.31(14) . . ?
C32 Si1 C30 110.81(19) . . ?
O1 Si1 C31 102.71(14) . . ?
C32 Si1 C31 110.98(18) . . ?
C30 Si1 C31 109.83(18) . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.2(4) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H01X 120.1 . . ?
C12 C13 H01X 120.1 . . ?
C10 C15 C14 121.4(3) . . ?
C10 C15 H01S 119.3 . . ?
C14 C15 H01S 119.3 . . ?
C25 C20 C21 119.7(3) . . ?
C25 C20 N1 124.1(3) . . ?
C21 C20 N1 116.2(2) . . ?
C22 C21 C20 120.5(3) . . ?
C22 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C21 C22 C23 119.9(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 119.2(3) . . ?
C24 C23 H01T 120.4 . . ?
C22 C23 H01T 120.4 . . ?
C23 C24 C25 121.4(3) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 H24 119.3 . . ?
C20 C25 C24 119.3(3) . . ?
C20 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
Si1 C30 H01D 109.5 . . ?
Si1 C30 H01E 109.5 . . ?
H01D C30 H01E 109.5 . . ?
Si1 C30 H01F 109.5 . . ?
H01D C30 H01F 109.5 . . ?
H01E C30 H01F 109.5 . . ?
Si1 C31 H01J 109.5 . . ?
Si1 C31 H01K 109.5 . . ?
H01J C31 H01K 109.5 . . ?
Si1 C31 H01L 109.5 . . ?
H01J C31 H01L 109.5 . . ?
H01K C31 H01L 109.5 . . ?
Si1 C32 H01G 109.5 . . ?
Si1 C32 H01H 109.5 . . ?
H01G C32 H01H 109.5 . . ?
Si1 C32 H01I 109.5 . . ?
H01G C32 H01I 109.5 . . ?
H01H C32 H01I 109.5 . . ?
C41 C40 C45 119.7(3) . . ?
C41 C40 N3 123.6(3) . . ?
C45 C40 N3 116.7(2) . . ?
C40 C41 C42 119.2(3) . . ?
C40 C41 H41 120.4 . . ?
C42 C41 H41 120.4 . . ?
C43 C42 C41 121.0(3) . . ?
C43 C42 H42 119.5 . . ?
C41 C42 H42 119.5 . . ?
C42 C43 C44 120.0(3) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C43 C44 C45 120.3(3) . . ?
C43 C44 H44 119.9 . . ?
C45 C44 H44 119.9 . . ?
C44 C45 C40 119.8(3) . . ?
C44 C45 H45 120.1 . . ?
C40 C45 H45 120.1 . . ?
C51 C50 C55 119.0(3) . . ?
C51 C50 C00I 122.4(2) . . ?
C55 C50 C00I 118.6(2) . . ?
C50 C51 C52 120.3(3) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 H51 119.9 . . ?
C53 C52 C51 120.0(3) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C54 C53 C52 120.2(3) . . ?
C54 C53 H53 119.9 . . ?
C52 C53 H53 119.9 . . ?
C53 C54 C55 120.4(3) . . ?
C53 C54 H54 119.8 . . ?
C55 C54 H54 119.8 . . ?
C50 C55 C54 120.1(3) . . ?
C50 C55 H55 120.0 . . ?
C54 C55 H55 120.0 . . ?
Si2 C60 H01M 109.5 . . ?
Si2 C60 H01N 109.5 . . ?
H01M C60 H01N 109.5 . . ?
Si2 C60 H01O 109.5 . . ?
H01M C60 H01O 109.5 . . ?
H01N C60 H01O 109.5 . . ?
Si2 C61 H01P 109.5 . . ?
Si2 C61 H01Q 109.5 . . ?
H01P C61 H01Q 109.5 . . ?
Si2 C61 H01R 109.5 . . ?
H01P C61 H01R 109.5 . . ?
H01Q C61 H01R 109.5 . . ?
Si2 C62 H01A 109.5 . . ?
Si2 C62 H01B 109.5 . . ?
H01A C62 H01B 109.5 . . ?
Si2 C62 H01C 109.5 . . ?
H01A C62 H01C 109.5 . . ?
H01B C62 H01C 109.5 . . ?
C13 C14 C15 119.8(4) . . ?
C13 C14 H01Y 120.1 . . ?
C15 C14 H01Y 120.1 . . ?
O4 Si2 C60 102.78(14) . . ?
O4 Si2 C62 112.43(13) . . ?
C60 Si2 C62 109.25(17) . . ?
O4 Si2 C61 110.08(13) . . ?
C60 Si2 C61 111.82(18) . . ?
C62 Si2 C61 110.28(17) . . ?
O3 N2 O2 123.6(3) . . ?
O3 N2 C2 118.6(2) . . ?
O2 N2 C2 117.8(2) . . ?

_refine_diff_density_max         0.229
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_RM2364b_a
_database_code_depnum_ccdc_archive 'CCDC 2301589'
loop_
_audit_author_name
_audit_author_address
'Yara van Ingen'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-29 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         'C32 H13 B F15 N O'
_chemical_formula_sum            'C32 H13 B F15 N O'
_chemical_formula_weight         723.24

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.0639(4)
_cell_length_b                   11.4369(3)
_cell_length_c                   19.0593(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.949(2)
_cell_angle_gamma                90
_cell_volume                     2840.90(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5383
_cell_measurement_theta_min      3.9690
_cell_measurement_theta_max      72.6430

_exptl_crystal_description       blocks
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.154
_exptl_absorpt_coefficient_mu    1.531
_shelx_estimated_absorpt_T_min   0.702
_shelx_estimated_absorpt_T_max   0.798
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.595
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'w/ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11862
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.511
_diffrn_reflns_theta_max         72.814
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5511
_reflns_number_gt                4370
_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       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    Mercury
_computing_publication_material  publCIF
_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)+(0.0719P)²+1.1395P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5511
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0458
_refine_ls_wR_factor_ref         0.1369
_refine_ls_wR_factor_gt          0.1243
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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
F1 F 0.94106(10) 0.46313(12) 0.57876(8) 0.0515(3) Uani 1 1 d . . . . .
F3 F 0.85333(16) 0.14122(15) 0.43545(8) 0.0730(5) Uani 1 1 d . . . . .
F4 F 0.67945(14) 0.11149(14) 0.50433(8) 0.0667(4) Uani 1 1 d . . . . .
F5 F 0.63865(10) 0.24814(12) 0.60981(7) 0.0498(3) Uani 1 1 d . . . . .
F6 F 0.57917(11) 0.51014(13) 0.56848(7) 0.0521(3) Uani 1 1 d . . . . .
F7 F 0.53760(14) 0.69640(17) 0.48829(9) 0.0720(5) Uani 1 1 d . . . . .
F8 F 0.68101(17) 0.86637(14) 0.47673(9) 0.0768(5) Uani 1 1 d . . . . .
F9 F 0.86145(15) 0.85340(13) 0.55483(9) 0.0666(4) Uani 1 1 d . . . . .
F10 F 0.90115(10) 0.67533(12) 0.64267(7) 0.0497(3) Uani 1 1 d . . . . .
F11 F 0.96103(10) 0.32856(12) 0.70006(8) 0.0503(3) Uani 1 1 d . . . . .
F12 F 1.10530(12) 0.39708(16) 0.79538(10) 0.0699(5) Uani 1 1 d . . . . .
F13 F 1.07023(17) 0.57813(18) 0.88332(11) 0.0904(7) Uani 1 1 d . . . . .
F14 F 0.88760(16) 0.69505(16) 0.86916(9) 0.0758(5) Uani 1 1 d . . . . .
F15 F 0.75119(12) 0.64247(14) 0.76428(8) 0.0598(4) Uani 1 1 d . . . . .
O1 O 0.65992(11) 0.44550(13) 0.69139(7) 0.0364(3) Uani 1 1 d . . . . .
N1 N 0.65074(13) 0.36492(15) 0.74354(9) 0.0349(4) Uani 1 1 d . . . . .
C1 C 0.71498(16) 0.27980(19) 0.75465(11) 0.0362(4) Uani 1 1 d . . . . .
H1 H 0.768741 0.277295 0.723558 0.043 Uiso 1 1 calc R U . . .
F2 F 0.98455(14) 0.31889(16) 0.47597(9) 0.0731(5) Uani 1 1 d . . . . .
C2 C 0.71811(16) 0.18734(19) 0.80707(11) 0.0376(4) Uani 1 1 d . . . . .
C11 C 0.4005(2) 0.4566(2) 0.85623(15) 0.0586(7) Uani 1 1 d . . . . .
H11 H 0.343526 0.479422 0.881434 0.070 Uiso 1 1 calc R U . . .
C12 C 0.3827(2) 0.3938(3) 0.79634(15) 0.0578(6) Uani 1 1 d . . . . .
H12 H 0.314413 0.373237 0.780750 0.069 Uiso 1 1 calc R U . . .
C13 C 0.46592(19) 0.3584(2) 0.75662(14) 0.0513(6) Uani 1 1 d . . . . .
C14 C 0.4499(2) 0.2921(4) 0.69125(18) 0.0757(9) Uani 1 1 d . . . . .
H01C H 0.376165 0.282141 0.679660 0.114 Uiso 1 1 calc R U . . .
H14 H 0.482447 0.215194 0.697111 0.114 Uiso 1 1 calc R U . . .
H01F H 0.480353 0.334485 0.653148 0.114 Uiso 1 1 calc R U . . .
C15 C 0.78827(16) 0.36366(18) 0.60103(10) 0.0343(4) Uani 1 1 d . . . . .
C16 C 0.87502(17) 0.37526(19) 0.56279(11) 0.0403(5) Uani 1 1 d . . . . .
C17 C 0.8985(2) 0.3026(2) 0.50878(12) 0.0485(6) Uani 1 1 d . . . . .
C18 C 0.8328(2) 0.2128(2) 0.48858(12) 0.0501(6) Uani 1 1 d . . . . .
C19 C 0.7454(2) 0.1981(2) 0.52333(12) 0.0453(5) Uani 1 1 d . . . . .
C20 C 0.72555(17) 0.27181(19) 0.57812(11) 0.0381(4) Uani 1 1 d . . . . .
C21 C 0.74039(16) 0.58404(19) 0.61209(11) 0.0371(4) Uani 1 1 d . . . . .
C22 C 0.65004(18) 0.5955(2) 0.56994(11) 0.0416(5) Uani 1 1 d . . . . .
C23 C 0.6275(2) 0.6898(2) 0.52620(12) 0.0502(6) Uani 1 1 d . . . . .
C24 C 0.7000(2) 0.7758(2) 0.52057(13) 0.0537(6) Uani 1 1 d . . . . .
C25 C 0.7912(2) 0.7692(2) 0.55990(13) 0.0485(6) Uani 1 1 d . . . . .
C26 C 0.80989(17) 0.67494(19) 0.60527(11) 0.0402(5) Uani 1 1 d . . . . .
C27 C 0.85001(17) 0.48534(19) 0.72441(11) 0.0385(5) Uani 1 1 d . . . . .
C28 C 0.94074(18) 0.4243(2) 0.73811(12) 0.0421(5) Uani 1 1 d . . . . .
C29 C 1.0159(2) 0.4551(2) 0.78960(14) 0.0523(6) Uani 1 1 d . . . . .
C30 C 0.9988(2) 0.5469(2) 0.83378(14) 0.0591(7) Uani 1 1 d . . . . .
C31 C 0.9073(2) 0.6067(2) 0.82585(13) 0.0551(6) Uani 1 1 d . . . . .
C32 C 0.83645(19) 0.5763(2) 0.77168(12) 0.0449(5) Uani 1 1 d . . . . .
B1 B 0.76299(18) 0.4652(2) 0.65899(12) 0.0348(5) Uani 1 1 d . . . . .
C3 C 0.80784(18) 0.1223(2) 0.81070(13) 0.0483(6) Uani 1 1 d . . . . .
H3 H 0.859962 0.140505 0.780070 0.058 Uiso 1 1 calc R U . . .
C4 C 0.8228(2) 0.0312(3) 0.85816(15) 0.0584(7) Uani 1 1 d . . . . .
H4 H 0.884628 -0.012799 0.859927 0.070 Uiso 1 1 calc R U . . .
C5 C 0.7477(2) 0.0051(3) 0.90271(15) 0.0575(7) Uani 1 1 d . . . . .
H5 H 0.757393 -0.057694 0.935147 0.069 Uiso 1 1 calc R U . . .
C6 C 0.6587(2) 0.0691(3) 0.90054(15) 0.0586(7) Uani 1 1 d . . . . .
H6 H 0.607744 0.050992 0.932071 0.070 Uiso 1 1 calc R U . . .
C7 C 0.64224(19) 0.1595(2) 0.85321(14) 0.0521(6) Uani 1 1 d . . . . .
H7 H 0.580021 0.202719 0.851786 0.063 Uiso 1 1 calc R U . . .
C8 C 0.56187(17) 0.39196(19) 0.78290(12) 0.0423(5) Uani 1 1 d . . . . .
C9 C 0.5798(2) 0.4562(2) 0.84489(13) 0.0550(6) Uani 1 1 d . . . . .
H9 H 0.647554 0.477495 0.861329 0.066 Uiso 1 1 calc R U . . .
C10 C 0.4962(2) 0.4884(3) 0.88193(15) 0.0625(7) Uani 1 1 d . . . . .
H10 H 0.505683 0.531736 0.924396 0.075 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
F1 C16 1.346(3) . ?
F3 C18 1.344(3) . ?
F4 C19 1.346(3) . ?
F5 C20 1.350(2) . ?
F6 C22 1.345(3) . ?
F7 C23 1.338(3) . ?
F8 C24 1.343(3) . ?
F9 C25 1.338(3) . ?
F10 C26 1.346(3) . ?
F11 C28 1.350(3) . ?
F12 C29 1.342(3) . ?
F13 C30 1.330(3) . ?
F14 C31 1.341(3) . ?
F15 C32 1.346(3) . ?
O1 N1 1.367(2) . ?
O1 B1 1.536(3) . ?
N1 C1 1.293(3) . ?
N1 C8 1.458(3) . ?
C1 C2 1.453(3) . ?
F2 C17 1.336(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.406(3) . ?
C11 C12 1.355(4) . ?
C11 C10 1.360(4) . ?
C12 C13 1.426(4) . ?
C13 C8 1.372(4) . ?
C13 C14 1.461(4) . ?
C15 C20 1.384(3) . ?
C15 C16 1.395(3) . ?
C15 B1 1.651(3) . ?
C16 C17 1.374(3) . ?
C17 C18 1.376(4) . ?
C18 C19 1.369(4) . ?
C19 C20 1.381(3) . ?
C21 C22 1.388(3) . ?
C21 C26 1.392(3) . ?
C21 B1 1.643(3) . ?
C22 C23 1.382(3) . ?
C23 C24 1.375(4) . ?
C24 C25 1.366(4) . ?
C25 C26 1.393(3) . ?
C27 C28 1.385(3) . ?
C27 C32 1.395(3) . ?
C27 B1 1.645(3) . ?
C28 C29 1.385(3) . ?
C29 C30 1.373(4) . ?
C30 C31 1.377(4) . ?
C31 C32 1.382(4) . ?
C3 C4 1.384(4) . ?
C4 C5 1.375(4) . ?
C5 C6 1.373(4) . ?
C6 C7 1.379(4) . ?
C8 C9 1.397(4) . ?
C9 C10 1.390(4) . ?

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
N1 O1 B1 120.95(15) . . ?
C1 N1 O1 122.56(16) . . ?
C1 N1 C8 127.30(18) . . ?
O1 N1 C8 110.12(16) . . ?
N1 C1 C2 130.35(19) . . ?
C3 C2 C7 118.5(2) . . ?
C3 C2 C1 114.11(19) . . ?
C7 C2 C1 127.4(2) . . ?
C12 C11 C10 123.1(3) . . ?
C11 C12 C13 120.3(3) . . ?
C8 C13 C12 116.0(2) . . ?
C8 C13 C14 122.0(2) . . ?
C12 C13 C14 122.0(2) . . ?
C20 C15 C16 113.06(19) . . ?
C20 C15 B1 127.10(18) . . ?
C16 C15 B1 119.31(18) . . ?
F1 C16 C17 116.63(19) . . ?
F1 C16 C15 118.95(19) . . ?
C17 C16 C15 124.4(2) . . ?
F2 C17 C16 120.3(2) . . ?
F2 C17 C18 120.1(2) . . ?
C16 C17 C18 119.6(2) . . ?
F3 C18 C19 120.4(2) . . ?
F3 C18 C17 120.8(2) . . ?
C19 C18 C17 118.8(2) . . ?
F4 C19 C18 120.0(2) . . ?
F4 C19 C20 120.2(2) . . ?
C18 C19 C20 119.8(2) . . ?
F5 C20 C19 115.1(2) . . ?
F5 C20 C15 120.59(18) . . ?
C19 C20 C15 124.3(2) . . ?
C22 C21 C26 114.2(2) . . ?
C22 C21 B1 120.49(19) . . ?
C26 C21 B1 125.1(2) . . ?
F6 C22 C23 115.8(2) . . ?
F6 C22 C21 120.0(2) . . ?
C23 C22 C21 124.1(2) . . ?
F7 C23 C24 120.1(2) . . ?
F7 C23 C22 120.9(2) . . ?
C24 C23 C22 119.1(2) . . ?
F8 C24 C25 120.0(3) . . ?
F8 C24 C23 120.1(3) . . ?
C25 C24 C23 119.8(2) . . ?
F9 C25 C24 119.8(2) . . ?
F9 C25 C26 120.7(2) . . ?
C24 C25 C26 119.5(2) . . ?
F10 C26 C21 120.8(2) . . ?
F10 C26 C25 115.9(2) . . ?
C21 C26 C25 123.3(2) . . ?
C28 C27 C32 113.5(2) . . ?
C28 C27 B1 127.6(2) . . ?
C32 C27 B1 118.8(2) . . ?
F11 C28 C29 115.6(2) . . ?
F11 C28 C27 120.3(2) . . ?
C29 C28 C27 124.1(2) . . ?
F12 C29 C30 120.3(2) . . ?
F12 C29 C28 120.2(2) . . ?
C30 C29 C28 119.5(3) . . ?
F13 C30 C29 120.3(3) . . ?
F13 C30 C31 120.4(3) . . ?
C29 C30 C31 119.3(2) . . ?
F14 C31 C30 120.6(2) . . ?
F14 C31 C32 120.2(3) . . ?
C30 C31 C32 119.2(2) . . ?
F15 C32 C31 116.3(2) . . ?
F15 C32 C27 119.5(2) . . ?
C31 C32 C27 124.2(2) . . ?
O1 B1 C21 102.14(16) . . ?
O1 B1 C27 107.16(16) . . ?
C21 B1 C27 112.67(18) . . ?
O1 B1 C15 112.78(17) . . ?
C21 B1 C15 104.74(16) . . ?
C27 B1 C15 116.49(17) . . ?
C4 C3 C2 121.2(2) . . ?
C5 C4 C3 119.5(2) . . ?
C6 C5 C4 120.3(2) . . ?
C5 C6 C7 120.9(2) . . ?
C6 C7 C2 119.6(2) . . ?
C13 C8 C9 123.5(2) . . ?
C13 C8 N1 119.5(2) . . ?
C9 C8 N1 117.0(2) . . ?
C10 C9 C8 118.5(3) . . ?
C11 C10 C9 118.7(3) . . ?

_refine_diff_density_max         0.596
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_RM2354_a
_database_code_depnum_ccdc_archive 'CCDC 2301588'
loop_
_audit_author_name
_audit_author_address
'Yara van Ingen'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-29 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         ' C32 H13 B F15 N O'
_chemical_formula_sum            'C32 H13 B F15 N O'
_chemical_formula_weight         723.24

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.4252(5)
_cell_length_b                   8.0582(3)
_cell_length_c                   20.1712(6)
_cell_angle_alpha                90
_cell_angle_beta                 107.799(3)
_cell_angle_gamma                90
_cell_volume                     2851.55(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5020
_cell_measurement_theta_min      4.4850
_cell_measurement_theta_max      72.3250

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.685
_exptl_crystal_F_000             1440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    1.525
_shelx_estimated_absorpt_T_min   0.595
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'w/ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11158
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.523
_diffrn_reflns_theta_max         72.786
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5518
_reflns_number_gt                4493
_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       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury, ORTEP'
_computing_publication_material  ?
_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)+(0.0402P)²+2.6583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5518
_refine_ls_number_parameters     452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1353
_refine_ls_wR_factor_gt          0.1287
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.149
_refine_ls_shift/su_max          0.000
_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
O1 O 0.77901(9) 0.4272(2) 0.62493(8) 0.0279(4) Uani 1 1 d . . . . .
N1 N 0.72620(12) 0.3170(3) 0.58786(10) 0.0287(4) Uani 1 1 d . . . . .
C1 C 0.73450(14) 0.2331(3) 0.53628(13) 0.0307(5) Uani 1 1 d . . . . .
H1 H 0.695499 0.154204 0.516725 0.037 Uiso 1 1 calc R U . . .
B1 B 0.76461(16) 0.6154(4) 0.61172(14) 0.0277(6) Uani 1 1 d . . . . .
C2 C 0.79443(15) 0.2409(3) 0.50361(13) 0.0325(6) Uani 1 1 d . . . . .
F3 F 0.48889(10) 0.7888(3) 0.68035(10) 0.0588(6) Uani 1 1 d . . . . .
C3 C 0.86728(16) 0.3008(4) 0.53763(16) 0.0423(7) Uani 1 1 d . . . . .
H3 H 0.878911 0.343955 0.583517 0.051 Uiso 1 1 calc R U . . .
F4 F 0.60319(10) 0.6119(3) 0.77016(9) 0.0512(5) Uani 1 1 d . . . . .
C4 C 0.92260(18) 0.2969(5) 0.50413(19) 0.0572(9) Uani 1 1 d . . . . .
H4 H 0.972551 0.336027 0.527331 0.069 Uiso 1 1 calc R U . . .
F5 F 0.72937(8) 0.5421(2) 0.73833(7) 0.0348(3) Uani 1 1 d . . . . .
C5 C 0.9053(2) 0.2361(6) 0.4370(2) 0.0629(10) Uani 1 1 d . . . . .
H5 H 0.942974 0.236731 0.413739 0.075 Uiso 1 1 calc R U . . .
F6 F 0.78890(10) 0.9603(2) 0.62103(10) 0.0494(4) Uani 1 1 d . . . . .
C6 C 0.8337(2) 0.1749(5) 0.40389(18) 0.0574(9) Uani 1 1 d . . . . .
H6 H 0.822964 0.132477 0.357951 0.069 Uiso 1 1 calc R U . . .
F7 F 0.88561(12) 1.1324(2) 0.72412(13) 0.0644(6) Uani 1 1 d . . . . .
C7 C 0.77703(18) 0.1734(4) 0.43573(15) 0.0420(7) Uani 1 1 d . . . . .
F8 F 0.98507(11) 0.9718(3) 0.83330(11) 0.0583(5) Uani 1 1 d . . . . .
C8 C 0.6998(2) 0.1052(6) 0.39755(18) 0.0609(10) Uani 1 1 d . . . . .
H01A H 0.660937 0.189434 0.395755 0.091 Uiso 1 1 calc R U . . .
H8 H 0.689896 0.006595 0.421866 0.091 Uiso 1 1 calc R U . . .
H01F H 0.698266 0.074938 0.350068 0.091 Uiso 1 1 calc R U . . .
F9 F 0.98528(10) 0.6342(3) 0.83615(9) 0.0522(5) Uani 1 1 d . . . . .
F2 F 0.50590(9) 0.9009(2) 0.55937(9) 0.0460(4) Uani 1 1 d . . . . .
C9 C 0.66533(15) 0.2777(3) 0.61760(14) 0.0329(6) Uani 1 1 d . . . . .
F10 F 0.89043(10) 0.4620(2) 0.73639(9) 0.0457(4) Uani 1 1 d . . . . .
C10 C 0.68629(19) 0.2185(4) 0.68528(15) 0.0425(7) Uani 1 1 d . . . . .
H10 H 0.738416 0.204266 0.711264 0.051 Uiso 1 1 calc R U . . .
F11 F 0.63840(9) 0.5423(2) 0.48370(8) 0.0398(4) Uani 1 1 d . . . . .
F1 F 0.63364(9) 0.8467(2) 0.52851(8) 0.0374(4) Uani 1 1 d . . . . .
C20 C 0.67472(14) 0.6281(3) 0.69116(13) 0.0298(5) Uani 1 1 d . . . . .
C21 C 0.83403(14) 0.7024(3) 0.67209(13) 0.0294(5) Uani 1 1 d . . . . .
C22 C 0.83789(15) 0.8738(4) 0.67410(15) 0.0354(6) Uani 1 1 d . . . . .
C23 C 0.88721(16) 0.9663(4) 0.72626(18) 0.0424(7) Uani 1 1 d . . . . .
C24 C 0.93715(15) 0.8853(4) 0.78108(16) 0.0404(7) Uani 1 1 d . . . . .
C25 C 0.93715(15) 0.7151(4) 0.78234(14) 0.0367(6) Uani 1 1 d . . . . .
C26 C 0.88653(15) 0.6277(3) 0.72885(14) 0.0319(5) Uani 1 1 d . . . . .
C27 C 0.76465(15) 0.6481(4) 0.53103(14) 0.0339(6) Uani 1 1 d . . . . .
C28 C 0.70340(16) 0.6018(4) 0.47410(14) 0.0348(6) Uani 1 1 d . . . . .
C29 C 0.70298(19) 0.6066(4) 0.40556(15) 0.0448(7) Uani 1 1 d . . . . .
C30 C 0.7668(2) 0.6594(5) 0.39085(16) 0.0536(9) Uani 1 1 d . . . . .
C31 C 0.82911(19) 0.7084(5) 0.44420(18) 0.0548(9) Uani 1 1 d . . . . .
C32 C 0.82713(16) 0.7009(4) 0.51233(16) 0.0432(7) Uani 1 1 d . . . . .
C16 C 0.62776(15) 0.7748(3) 0.58751(13) 0.0306(5) Uani 1 1 d . . . . .
C17 C 0.56164(15) 0.8108(4) 0.60302(14) 0.0346(6) Uani 1 1 d . . . . .
C19 C 0.61045(16) 0.6646(4) 0.70907(13) 0.0354(6) Uani 1 1 d . . . . .
C18 C 0.55266(15) 0.7537(4) 0.66412(15) 0.0389(6) Uani 1 1 d . . . . .
C11 C 0.6293(2) 0.1808(5) 0.71368(18) 0.0578(9) Uani 1 1 d . . . . .
H11 H 0.642146 0.138423 0.759772 0.069 Uiso 1 1 calc R U . . .
F12 F 0.64045(12) 0.5585(3) 0.35430(9) 0.0616(6) Uani 1 1 d . . . . .
C14 C 0.59016(17) 0.2984(4) 0.57868(16) 0.0425(7) Uani 1 1 d . . . . .
H14 H 0.577014 0.336855 0.531986 0.051 Uiso 1 1 calc R U . . .
F15 F 0.89197(10) 0.7448(3) 0.56113(10) 0.0600(6) Uani 1 1 d . . . . .
C15 C 0.68588(14) 0.6750(3) 0.62834(12) 0.0273(5) Uani 1 1 d . . . . .
C12 C 0.5538(2) 0.2037(5) 0.67630(19) 0.0590(10) Uani 1 1 d . . . . .
H12 H 0.515080 0.179270 0.696966 0.071 Uiso 1 1 calc R U . . .
F13 F 0.76827(15) 0.6606(4) 0.32464(10) 0.0823(8) Uani 1 1 d . . . . .
C13 C 0.53441(19) 0.2618(5) 0.60911(19) 0.0545(9) Uani 1 1 d . . . . .
H13 H 0.482255 0.276986 0.583412 0.065 Uiso 1 1 calc R U . . .
F14 F 0.89203(12) 0.7581(4) 0.43060(12) 0.0796(8) Uani 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
O1 N1 1.360(3) . ?
O1 B1 1.548(3) . ?
N1 C1 1.289(3) . ?
N1 C9 1.459(3) . ?
C1 C2 1.450(4) . ?
C1 H1 0.9500 . ?
B1 C21 1.630(4) . ?
B1 C27 1.649(4) . ?
B1 C15 1.657(4) . ?
C2 C3 1.394(4) . ?
C2 C7 1.416(4) . ?
F3 C18 1.343(3) . ?
C3 C4 1.385(4) . ?
C3 H3 0.9500 . ?
F4 C19 1.348(3) . ?
C4 C5 1.381(5) . ?
C4 H4 0.9500 . ?
F5 C20 1.347(3) . ?
C5 C6 1.375(6) . ?
C5 H5 0.9500 . ?
F6 C22 1.363(3) . ?
C6 C7 1.384(5) . ?
C6 H6 0.9500 . ?
F7 C23 1.339(4) . ?
C7 C8 1.499(5) . ?
F8 C24 1.344(3) . ?
C8 H01A 0.9800 . ?
C8 H8 0.9800 . ?
C8 H01F 0.9800 . ?
F9 C25 1.342(3) . ?
F2 C17 1.343(3) . ?
C9 C14 1.377(4) . ?
C9 C10 1.385(4) . ?
F10 C26 1.344(3) . ?
C10 C11 1.376(5) . ?
C10 H10 0.9500 . ?
F11 C28 1.358(3) . ?
F1 C16 1.358(3) . ?
C20 C19 1.372(4) . ?
C20 C15 1.396(3) . ?
C21 C22 1.383(4) . ?
C21 C26 1.390(4) . ?
C22 C23 1.380(4) . ?
C23 C24 1.368(5) . ?
C24 C25 1.372(4) . ?
C25 C26 1.384(4) . ?
C27 C32 1.384(4) . ?
C27 C28 1.393(4) . ?
C28 C29 1.381(4) . ?
C29 F12 1.348(4) . ?
C29 C30 1.365(5) . ?
C30 F13 1.344(3) . ?
C30 C31 1.370(5) . ?
C31 F14 1.332(4) . ?
C31 C32 1.387(4) . ?
C32 F15 1.343(4) . ?
C16 C17 1.378(4) . ?
C16 C15 1.390(4) . ?
C17 C18 1.372(4) . ?
C19 C18 1.371(4) . ?
C11 C12 1.377(5) . ?
C11 H11 0.9500 . ?
C14 C13 1.380(4) . ?
C14 H14 0.9500 . ?
C12 C13 1.374(5) . ?
C12 H12 0.9500 . ?
C13 H13 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
N1 O1 B1 119.26(18) . . ?
C1 N1 O1 123.0(2) . . ?
C1 N1 C9 120.9(2) . . ?
O1 N1 C9 115.22(19) . . ?
N1 C1 C2 129.7(3) . . ?
N1 C1 H1 115.1 . . ?
C2 C1 H1 115.1 . . ?
O1 B1 C21 103.8(2) . . ?
O1 B1 C27 105.9(2) . . ?
C21 B1 C27 115.6(2) . . ?
O1 B1 C15 111.3(2) . . ?
C21 B1 C15 105.1(2) . . ?
C27 B1 C15 114.7(2) . . ?
C3 C2 C7 120.6(3) . . ?
C3 C2 C1 122.9(2) . . ?
C7 C2 C1 116.4(3) . . ?
C4 C3 C2 119.6(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.7(3) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C2 117.7(3) . . ?
C6 C7 C8 119.8(3) . . ?
C2 C7 C8 122.4(3) . . ?
C7 C8 H01A 109.5 . . ?
C7 C8 H8 109.5 . . ?
H01A C8 H8 109.5 . . ?
C7 C8 H01F 109.5 . . ?
H01A C8 H01F 109.5 . . ?
H8 C8 H01F 109.5 . . ?
C14 C9 C10 122.2(3) . . ?
C14 C9 N1 120.3(2) . . ?
C10 C9 N1 117.5(2) . . ?
C11 C10 C9 117.9(3) . . ?
C11 C10 H10 121.0 . . ?
C9 C10 H10 121.0 . . ?
F5 C20 C19 116.3(2) . . ?
F5 C20 C15 119.6(2) . . ?
C19 C20 C15 124.0(2) . . ?
C22 C21 C26 113.0(2) . . ?
C22 C21 B1 118.2(2) . . ?
C26 C21 B1 128.2(2) . . ?
F6 C22 C23 116.5(3) . . ?
F6 C22 C21 118.2(2) . . ?
C23 C22 C21 125.3(3) . . ?
F7 C23 C24 120.3(3) . . ?
F7 C23 C22 120.8(3) . . ?
C24 C23 C22 118.8(3) . . ?
F8 C24 C23 120.3(3) . . ?
F8 C24 C25 120.5(3) . . ?
C23 C24 C25 119.2(3) . . ?
F9 C25 C24 119.8(3) . . ?
F9 C25 C26 120.3(3) . . ?
C24 C25 C26 119.9(3) . . ?
F10 C26 C25 114.7(2) . . ?
F10 C26 C21 121.5(2) . . ?
C25 C26 C21 123.8(3) . . ?
C32 C27 C28 112.9(2) . . ?
C32 C27 B1 124.7(2) . . ?
C28 C27 B1 121.8(2) . . ?
F11 C28 C29 114.7(3) . . ?
F11 C28 C27 120.3(2) . . ?
C29 C28 C27 125.0(3) . . ?
F12 C29 C30 120.9(3) . . ?
F12 C29 C28 120.1(3) . . ?
C30 C29 C28 119.0(3) . . ?
F13 C30 C29 119.9(3) . . ?
F13 C30 C31 120.7(3) . . ?
C29 C30 C31 119.3(3) . . ?
F14 C31 C30 119.9(3) . . ?
F14 C31 C32 120.4(3) . . ?
C30 C31 C32 119.7(3) . . ?
F15 C32 C27 120.6(3) . . ?
F15 C32 C31 115.3(3) . . ?
C27 C32 C31 124.0(3) . . ?
F1 C16 C17 115.0(2) . . ?
F1 C16 C15 120.9(2) . . ?
C17 C16 C15 124.2(2) . . ?
F2 C17 C18 119.5(2) . . ?
F2 C17 C16 121.1(2) . . ?
C18 C17 C16 119.4(2) . . ?
F4 C19 C18 119.7(2) . . ?
F4 C19 C20 120.5(2) . . ?
C18 C19 C20 119.8(2) . . ?
F3 C18 C19 120.6(2) . . ?
F3 C18 C17 120.2(3) . . ?
C19 C18 C17 119.1(2) . . ?
C10 C11 C12 121.0(3) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C9 C14 C13 118.4(3) . . ?
C9 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C16 C15 C20 113.2(2) . . ?
C16 C15 B1 127.7(2) . . ?
C20 C15 B1 119.1(2) . . ?
C13 C12 C11 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_RM2350C_a
_database_code_depnum_ccdc_archive 'CCDC 2301587'
loop_
_audit_author_name
_audit_author_address
'Yara van Ingen'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2023-10-16 deposited with the CCDC.	2023-12-29 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT097_RM2350C_a           
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       1.25 eA-3  
RESPONSE: Acknowledged. Some positional disorder can be seen around atoms
O1 N1 C1 and C8, however resolving this over two sites did not enhance
refinement. The connectivity is well refined as is and R1 is reasonable 
at 5.75%.
;
_vrf_PLAT230_RM2350C_a           
;
PROBLEM: Hirshfeld Test Diff for    O1       --N1       .        7.7 s.u.  
RESPONSE: 
As above, the Uij of these atoms are slightly elongated due to the presence
of some positional disorder. These were not sufficiently elongated to merit
splitting over two sites. Refinement proceeds smoothly without splitting.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H11 B F15 N O'
_chemical_formula_sum            'C31 H11 B F15 N O'
_chemical_formula_weight         709.22

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'
B B 0.0090 0.0039 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   9.0442(6)
_cell_length_b                   9.8687(6)
_cell_length_c                   16.2600(10)
_cell_angle_alpha                83.784(5)
_cell_angle_beta                 80.686(5)
_cell_angle_gamma                75.180(5)
_cell_volume                     1381.10(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    4108
_cell_measurement_theta_min      5.0870
_cell_measurement_theta_max      70.8840

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.705
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.155
_exptl_crystal_size_mid          0.138
_exptl_crystal_size_min          0.084
_exptl_absorpt_coefficient_mu    1.561
_shelx_estimated_absorpt_T_min   0.794
_shelx_estimated_absorpt_T_max   0.880
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.0766
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'w/ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9529
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.646
_diffrn_reflns_theta_max         72.719
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5315
_reflns_number_gt                4122
_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       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury, ORTEP'
_computing_publication_material  ?
_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)+(0.0696P)²+0.9814P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5315
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1609
_refine_ls_wR_factor_gt          0.1472
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_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
F1 F 0.73409(19) 0.47397(16) 0.62055(10) 0.0473(4) Uani 1 1 d . . . . .
O1 O 0.6078(2) 0.30899(17) 0.80045(11) 0.0394(4) Uani 1 1 d . . . . .
N1 N 0.5214(3) 0.4316(3) 0.76694(18) 0.0580(7) Uani 1 1 d . . . . .
C1 C 0.5046(4) 0.5470(4) 0.7969(2) 0.0618(8) Uani 1 1 d . . . . .
H1 H 0.434545 0.625300 0.773936 0.074 Uiso 1 1 calc R U . . .
B1 B 0.7735(4) 0.2444(3) 0.75351(19) 0.0394(6) Uani 1 1 d . . . . .
C2 C 0.5821(4) 0.5738(4) 0.86398(19) 0.0546(7) Uani 1 1 d . . . . .
F3 F 1.0324(3) 0.7347(2) 0.71079(13) 0.0705(6) Uani 1 1 d . . . . .
F15 F 0.9351(2) 0.25029(18) 0.57019(11) 0.0543(4) Uani 1 1 d . . . . .
C15 C 0.8307(3) 0.4805(3) 0.67447(16) 0.0389(5) Uani 1 1 d . . . . .
C3 C 0.6599(4) 0.4769(3) 0.9222(2) 0.0530(7) Uani 1 1 d . . . . .
H3 H 0.672197 0.378970 0.919295 0.064 Uiso 1 1 calc R U . . .
F4 F 1.1069(2) 0.5326(2) 0.83541(12) 0.0645(5) Uani 1 1 d . . . . .
C4 C 0.7182(4) 0.5257(3) 0.98353(19) 0.0523(7) Uani 1 1 d . . . . .
H4 H 0.770909 0.461019 1.023062 0.063 Uiso 1 1 calc R U . . .
F5 F 1.0035(2) 0.30432(18) 0.85253(10) 0.0542(4) Uani 1 1 d . . . . .
F2 F 0.8503(2) 0.69705(17) 0.60145(11) 0.0592(5) Uani 1 1 d . . . . .
C5 C 0.7000(4) 0.6673(3) 0.9875(2) 0.0567(8) Uani 1 1 d . . . . .
H5 H 0.740817 0.700065 1.029667 0.068 Uiso 1 1 calc R U . . .
F6 F 0.6511(3) 0.1374(2) 0.93256(11) 0.0639(5) Uani 1 1 d . . . . .
C6 C 0.6229(4) 0.7630(4) 0.9306(3) 0.0679(9) Uani 1 1 d . . . . .
H6 H 0.611726 0.860731 0.933958 0.082 Uiso 1 1 calc R U . . .
F7 F 0.8060(4) -0.0704(2) 1.02293(14) 0.0928(9) Uani 1 1 d . . . . .
C7 C 0.5631(4) 0.7185(4) 0.8702(2) 0.0644(9) Uani 1 1 d . . . . .
H7 H 0.508490 0.784926 0.832096 0.077 Uiso 1 1 calc R U . . .
F8 F 1.0934(4) -0.2194(2) 0.96043(19) 0.1166(12) Uani 1 1 d . . . . .
C8 C 0.4264(4) 0.4246(4) 0.70197(19) 0.0547(7) Uani 1 1 d . . . . .
F9 F 1.2223(3) -0.1468(2) 0.8042(2) 0.1004(10) Uani 1 1 d . . . . .
F14 F 0.8813(3) 0.1150(2) 0.45123(12) 0.0699(5) Uani 1 1 d . . . . .
C14 C 0.8632(3) 0.3726(3) 0.73651(15) 0.0369(5) Uani 1 1 d . . . . .
C9 C 0.4033(5) 0.5275(4) 0.6374(2) 0.0649(9) Uani 1 1 d . . . . .
H9 H 0.445112 0.607161 0.634436 0.078 Uiso 1 1 calc R U . . .
F10 F 1.0704(2) 0.0697(2) 0.71297(14) 0.0673(5) Uani 1 1 d . . . . .
C10 C 0.3170(4) 0.5120(4) 0.5764(2) 0.0665(9) Uani 1 1 d . . . . .
H10 H 0.296929 0.582825 0.532380 0.080 Uiso 1 1 calc R U . . .
F11 F 0.5928(2) 0.04252(17) 0.76515(11) 0.0529(4) Uani 1 1 d . . . . .
F13 F 0.6860(3) -0.0595(2) 0.48520(14) 0.0768(6) Uani 1 1 d . . . . .
C16 C 0.8866(3) 0.5995(3) 0.66428(17) 0.0438(6) Uani 1 1 d . . . . .
C17 C 0.9782(4) 0.6189(3) 0.71881(19) 0.0486(7) Uani 1 1 d . . . . .
C18 C 1.0162(4) 0.5162(3) 0.78135(18) 0.0473(6) Uani 1 1 d . . . . .
C19 C 0.9599(3) 0.3973(3) 0.78846(16) 0.0413(6) Uani 1 1 d . . . . .
C20 C 0.8538(3) 0.1170(3) 0.81776(18) 0.0449(6) Uani 1 1 d . . . . .
C21 C 0.7933(4) 0.0736(3) 0.8968(2) 0.0539(8) Uani 1 1 d . . . . .
C22 C 0.8713(5) -0.0374(3) 0.9448(2) 0.0678(11) Uani 1 1 d . . . . .
C23 C 1.0143(6) -0.1121(3) 0.9144(3) 0.0771(13) Uani 1 1 d . . . . .
C24 C 1.0806(4) -0.0757(3) 0.8357(3) 0.0704(11) Uani 1 1 d . . . . .
C25 C 0.9997(4) 0.0369(3) 0.7896(2) 0.0533(7) Uani 1 1 d . . . . .
C26 C 0.7550(3) 0.1657(3) 0.67321(17) 0.0401(6) Uani 1 1 d . . . . .
C27 C 0.6636(3) 0.0684(3) 0.68699(18) 0.0447(6) Uani 1 1 d . . . . .
C28 C 0.6383(4) -0.0053(3) 0.6259(2) 0.0523(7) Uani 1 1 d . . . . .
C29 C 0.7091(4) 0.0123(3) 0.5458(2) 0.0550(8) Uani 1 1 d . . . . .
C30 C 0.8059(4) 0.1008(3) 0.52861(19) 0.0522(7) Uani 1 1 d . . . . .
C31 C 0.8298(3) 0.1731(3) 0.59201(18) 0.0457(6) Uani 1 1 d . . . . .
C13 C 0.3667(3) 0.3100(3) 0.7080(2) 0.0521(7) Uani 1 1 d . . . . .
H13 H 0.380517 0.242215 0.754049 0.063 Uiso 1 1 calc R U . . .
C11 C 0.2615(4) 0.3937(4) 0.5806(2) 0.0624(9) Uani 1 1 d . . . . .
H11 H 0.206464 0.380730 0.538168 0.075 Uiso 1 1 calc R U . . .
F12 F 0.5452(2) -0.0950(2) 0.64494(14) 0.0702(6) Uani 1 1 d . . . . .
C12 C 0.2860(4) 0.2939(4) 0.6465(2) 0.0583(8) Uani 1 1 d . . . . .
H12 H 0.246539 0.212881 0.649344 0.070 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
F1 C15 1.351(3) . ?
O1 N1 1.372(3) . ?
O1 B1 1.575(4) . ?
N1 C1 1.251(4) . ?
N1 C8 1.483(4) . ?
C1 C2 1.468(5) . ?
C1 H1 0.9500 . ?
B1 C26 1.641(4) . ?
B1 C20 1.642(4) . ?
B1 C14 1.646(4) . ?
C2 C7 1.407(5) . ?
C2 C3 1.407(5) . ?
F3 C17 1.340(3) . ?
F15 C31 1.348(3) . ?
C15 C16 1.377(4) . ?
C15 C14 1.394(4) . ?
C3 C4 1.381(4) . ?
C3 H3 0.9500 . ?
F4 C18 1.343(3) . ?
C4 C5 1.373(4) . ?
C4 H4 0.9500 . ?
F5 C19 1.351(3) . ?
F2 C16 1.346(3) . ?
C5 C6 1.384(5) . ?
C5 H5 0.9500 . ?
F6 C21 1.345(4) . ?
C6 C7 1.355(5) . ?
C6 H6 0.9500 . ?
F7 C22 1.355(5) . ?
C7 H7 0.9500 . ?
F8 C23 1.345(4) . ?
C8 C13 1.361(5) . ?
C8 C9 1.381(5) . ?
F9 C24 1.343(5) . ?
F14 C30 1.342(4) . ?
C14 C19 1.390(4) . ?
C9 C10 1.400(5) . ?
C9 H9 0.9500 . ?
F10 C25 1.351(4) . ?
C10 C11 1.375(5) . ?
C10 H10 0.9500 . ?
F11 C27 1.356(3) . ?
F13 C29 1.345(3) . ?
C16 C17 1.366(4) . ?
C17 C18 1.375(4) . ?
C18 C19 1.381(4) . ?
C20 C21 1.381(4) . ?
C20 C25 1.388(4) . ?
C21 C22 1.380(4) . ?
C22 C23 1.359(6) . ?
C23 C24 1.374(6) . ?
C24 C25 1.382(4) . ?
C26 C31 1.386(4) . ?
C26 C27 1.398(4) . ?
C27 C28 1.372(4) . ?
C28 F12 1.352(4) . ?
C28 C29 1.368(5) . ?
C29 C30 1.367(5) . ?
C30 C31 1.389(4) . ?
C13 C12 1.374(5) . ?
C13 H13 0.9500 . ?
C11 C12 1.380(5) . ?
C11 H11 0.9500 . ?
C12 H12 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
N1 O1 B1 118.55(19) . . ?
C1 N1 O1 121.8(3) . . ?
C1 N1 C8 118.5(3) . . ?
O1 N1 C8 119.0(3) . . ?
N1 C1 C2 126.7(3) . . ?
N1 C1 H1 116.6 . . ?
C2 C1 H1 116.6 . . ?
O1 B1 C26 108.7(2) . . ?
O1 B1 C20 105.4(2) . . ?
C26 B1 C20 104.8(2) . . ?
O1 B1 C14 106.1(2) . . ?
C26 B1 C14 118.6(2) . . ?
C20 B1 C14 112.4(2) . . ?
C7 C2 C3 119.4(3) . . ?
C7 C2 C1 111.7(3) . . ?
C3 C2 C1 128.8(3) . . ?
F1 C15 C16 115.5(2) . . ?
F1 C15 C14 119.6(2) . . ?
C16 C15 C14 124.9(2) . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 119.9(3) . . ?
C6 C7 H7 120.1 . . ?
C2 C7 H7 120.1 . . ?
C13 C8 C9 121.8(3) . . ?
C13 C8 N1 116.6(3) . . ?
C9 C8 N1 121.6(3) . . ?
C19 C14 C15 112.5(2) . . ?
C19 C14 B1 124.6(2) . . ?
C15 C14 B1 122.3(2) . . ?
C8 C9 C10 118.7(3) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.6(3) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
F2 C16 C17 120.0(2) . . ?
F2 C16 C15 120.4(2) . . ?
C17 C16 C15 119.6(2) . . ?
F3 C17 C16 120.7(3) . . ?
F3 C17 C18 120.5(3) . . ?
C16 C17 C18 118.8(3) . . ?
F4 C18 C17 119.9(3) . . ?
F4 C18 C19 120.4(3) . . ?
C17 C18 C19 119.7(3) . . ?
F5 C19 C18 114.6(2) . . ?
F5 C19 C14 120.9(2) . . ?
C18 C19 C14 124.5(2) . . ?
C21 C20 C25 114.0(3) . . ?
C21 C20 B1 128.6(3) . . ?
C25 C20 B1 117.3(3) . . ?
F6 C21 C22 114.9(3) . . ?
F6 C21 C20 121.7(3) . . ?
C22 C21 C20 123.4(4) . . ?
F7 C22 C23 119.9(3) . . ?
F7 C22 C21 119.8(4) . . ?
C23 C22 C21 120.2(4) . . ?
F8 C23 C22 121.2(4) . . ?
F8 C23 C24 119.4(4) . . ?
C22 C23 C24 119.4(3) . . ?
F9 C24 C23 120.7(3) . . ?
F9 C24 C25 120.4(4) . . ?
C23 C24 C25 118.9(4) . . ?
F10 C25 C24 116.7(3) . . ?
F10 C25 C20 119.2(3) . . ?
C24 C25 C20 124.0(4) . . ?
C31 C26 C27 113.3(3) . . ?
C31 C26 B1 128.3(2) . . ?
C27 C26 B1 118.2(2) . . ?
F11 C27 C28 115.9(3) . . ?
F11 C27 C26 119.6(2) . . ?
C28 C27 C26 124.4(3) . . ?
F12 C28 C29 120.5(3) . . ?
F12 C28 C27 120.2(3) . . ?
C29 C28 C27 119.4(3) . . ?
F13 C29 C30 120.5(3) . . ?
F13 C29 C28 120.2(3) . . ?
C30 C29 C28 119.3(3) . . ?
F14 C30 C29 120.2(3) . . ?
F14 C30 C31 119.9(3) . . ?
C29 C30 C31 119.8(3) . . ?
F15 C31 C26 121.1(3) . . ?
F15 C31 C30 115.4(3) . . ?
C26 C31 C30 123.5(3) . . ?
C8 C13 C12 118.9(3) . . ?
C8 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 121.0(3) . . ?
C13 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?

_refine_diff_density_max         1.245
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.054

