# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1889693'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-29 downloaded from the CCDC.
;
#at_877_lowt_b
_audit_creation_date             2018-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H40 Dy F N8, 2(C F3 O3 S), H2 O'
_chemical_formula_sum            'C34 H42 Dy F7 N8 O7 S2'
_chemical_formula_weight         1034.37
_chemical_absolute_configuration ad
_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'
Dy Dy -0.1892 4.4098 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.3416(5)
_cell_length_b                   21.5398(8)
_cell_length_c                   7.7573(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1895.08(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9888
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.63
_shelx_estimated_absorpt_T_max   0.880
_shelx_estimated_absorpt_T_min   0.812
_exptl_absorpt_coefficient_mu    2.177
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0960 before and 0.0596 after correction. The Ratio of minimum to maximum transmission is 0.8224. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.813
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1038
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0337
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            14716
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         2.608
_diffrn_ambient_temperature      150
_diffrn_detector                 'charge integrating pixel array detector'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.745
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                4160
_reflns_number_total             4322
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.37A (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 Ver. 2016.9-0 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 Ver. 2016.9-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.759
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.124(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4322
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0227
_refine_ls_R_factor_gt           0.0212
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0157P)²+0.7559P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0477
_refine_ls_wR_factor_ref         0.0485
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.876(10)
 0.124(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 O1W-H1W = O1W-H1W_$1
 0.85 with sigma of 0.02
4. Others
 Fixed Sof: O1W(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C6(H6A,H6B), C11(H11A,H11B), C7(H7A,H7B), C10(H10A,H10B), C9(H9A,
 H9B)
5.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C1(H1), C3(H3), C2(H2), C15(H15), C4(H4), C14(H14), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Dy1 Dy 0.500000 0.500000 0.90757(2) 0.01238(6) Uani 1 2 d S T P . .
S1C S -0.01698(11) 0.67446(4) 0.54272(13) 0.0231(3) Uani 1 1 d . . . . .
F3C F 0.1939(2) 0.71444(13) 0.6221(4) 0.0408(7) Uani 1 1 d . . . . .
O3C O -0.0006(4) 0.70516(12) 0.3804(3) 0.0368(7) Uani 1 1 d . . . . .
O1C O -0.1285(3) 0.68298(17) 0.6227(5) 0.0423(9) Uani 1 1 d . . . . .
C8 C 0.3167(4) 0.5778(2) 0.6153(7) 0.0207(10) Uani 1 1 d . . . . .
H8A H 0.288206 0.607945 0.702206 0.025 Uiso 1 1 calc R . . . .
H8B H 0.261506 0.578824 0.516431 0.025 Uiso 1 1 calc R . . . .
C16 C 0.3134(4) 0.5970(2) 1.1266(7) 0.0222(14) Uani 1 1 d . . . . .
H16 H 0.294369 0.558209 1.177621 0.027 Uiso 1 1 calc R . . . .
N2 N 0.3165(3) 0.51450(12) 0.6919(4) 0.0163(7) Uani 1 1 d . . . . .
O2C O 0.0279(3) 0.61203(13) 0.5469(5) 0.0423(10) Uani 1 1 d . . . . .
C1 C 0.3128(4) 0.4044(2) 1.1277(7) 0.0190(14) Uani 1 1 d . . . . .
H1 H 0.385233 0.397438 1.186182 0.023 Uiso 1 1 calc R . . . .
N1 N 0.5270(3) 0.59649(13) 0.6953(4) 0.0181(8) Uani 1 1 d . . . . .
C5 C 0.2071(3) 0.45619(16) 0.9199(5) 0.0153(7) Uani 1 1 d . . . . .
C3 C 0.1096(4) 0.38125(18) 1.0942(6) 0.0236(9) Uani 1 1 d . . . . .
H3 H 0.040549 0.359132 1.126354 0.028 Uiso 1 1 calc R . . . .
N4 N 0.3955(3) 0.59823(14) 1.0012(4) 0.0190(7) Uani 1 1 d . . . . .
C12 C 0.4214(4) 0.65310(17) 0.9306(5) 0.0189(8) Uani 1 1 d . . . . .
C6 C 0.2045(3) 0.5069(2) 0.7870(5) 0.0189(8) Uani 1 1 d . . . . .
H6A H 0.140792 0.497955 0.703415 0.023 Uiso 1 1 calc R . . . .
H6B H 0.185130 0.546614 0.844821 0.023 Uiso 1 1 calc R . . . .
C11 C 0.5184(4) 0.65454(15) 0.7980(5) 0.0214(10) Uani 1 1 d . . . . .
H11A H 0.504495 0.689834 0.718813 0.026 Uiso 1 1 calc R . . . .
H11B H 0.594489 0.661795 0.857083 0.026 Uiso 1 1 calc R . . . .
F2C F 0.0545(2) 0.77606(12) 0.6954(4) 0.0400(7) Uani 1 1 d . . . . .
C2 C 0.2148(4) 0.3707(2) 1.1782(6) 0.0211(10) Uani 1 1 d . . . . .
H2 H 0.219890 0.340955 1.268378 0.025 Uiso 1 1 calc R . . . .
F1C F 0.0855(3) 0.69271(16) 0.8403(4) 0.0591(10) Uani 1 1 d . . . . .
C7 C 0.3227(4) 0.46824(18) 0.5498(5) 0.0225(9) Uani 1 1 d . . . . .
H7A H 0.381936 0.482136 0.464343 0.027 Uiso 1 1 calc R . . . .
H7B H 0.245292 0.466429 0.491030 0.027 Uiso 1 1 calc R . . . .
C10 C 0.6452(4) 0.59568(19) 0.6115(7) 0.0208(10) Uani 1 1 d . . . . .
H10A H 0.705217 0.610191 0.694882 0.025 Uiso 1 1 calc R . . . .
H10B H 0.645101 0.624658 0.512457 0.025 Uiso 1 1 calc R . . . .
C15 C 0.2559(4) 0.6489(2) 1.1844(7) 0.0291(11) Uani 1 1 d . . . . .
H15 H 0.197385 0.645978 1.271745 0.035 Uiso 1 1 calc R . . . .
N3 N 0.3105(3) 0.44660(14) 1.0001(4) 0.0172(7) Uani 1 1 d . . . . .
C9 C 0.4372(4) 0.59704(19) 0.5550(5) 0.0219(9) Uani 1 1 d . . . . .
H9A H 0.463013 0.568624 0.462072 0.026 Uiso 1 1 calc R . . . .
H9B H 0.432563 0.639391 0.505884 0.026 Uiso 1 1 calc R . . . .
C1C C 0.0841(4) 0.7165(2) 0.6821(6) 0.0274(10) Uani 1 1 d . . . . .
C4 C 0.1059(4) 0.42439(18) 0.9630(5) 0.0216(9) Uani 1 1 d . . . . .
H4 H 0.034417 0.432094 0.902948 0.026 Uiso 1 1 calc R . . . .
C14 C 0.2850(4) 0.7059(2) 1.1124(6) 0.0319(11) Uani 1 1 d . . . . .
H14 H 0.248207 0.742919 1.151343 0.038 Uiso 1 1 calc R . . . .
C13 C 0.3679(4) 0.70767(19) 0.9841(6) 0.0286(10) Uani 1 1 d . . . . .
H13 H 0.388648 0.746074 0.932022 0.034 Uiso 1 1 calc R . . . .
F1 F 0.500000 0.500000 1.1812(3) 0.0165(5) Uani 1 2 d S T P . .
O1W O 0.0488(9) 0.5040(7) 0.3406(11) 0.071(3) Uani 0.5 1 d D . . . .
H1W H -0.006(3) 0.527(2) 0.379(9) 0.12(3) Uiso 1 1 d 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
Dy1 N2 2.689(3) 2_665 ?
Dy1 N2 2.689(3) . ?
Dy1 N1 2.669(3) 2_665 ?
Dy1 N1 2.669(3) . ?
Dy1 N4 2.531(3) . ?
Dy1 N4 2.531(3) 2_665 ?
Dy1 N3 2.541(3) . ?
Dy1 N3 2.541(3) 2_665 ?
Dy1 F1 2.123(2) . ?
S1C O3C 1.434(3) . ?
S1C O1C 1.421(4) . ?
S1C O2C 1.438(3) . ?
S1C C1C 1.818(5) . ?
F3C C1C 1.330(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 N2 1.488(5) . ?
C8 C9 1.503(6) . ?
C16 H16 0.9500 . ?
C16 N4 1.348(6) . ?
C16 C15 1.369(7) . ?
N2 C6 1.478(5) . ?
N2 C7 1.487(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(6) . ?
C1 N3 1.344(6) . ?
N1 C11 1.486(4) . ?
N1 C10 1.490(5) . ?
N1 C9 1.490(5) . ?
C5 C6 1.502(5) . ?
C5 N3 1.344(5) . ?
C5 C4 1.377(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.378(6) . ?
C3 C4 1.379(6) . ?
N4 C12 1.335(5) . ?
C12 C11 1.506(6) . ?
C12 C13 1.386(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
F2C C1C 1.330(5) . ?
C2 H2 0.9500 . ?
F1C C1C 1.329(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C10 1.503(6) 2_665 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C15 H15 0.9500 . ?
C15 C14 1.389(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C4 H4 0.9500 . ?
C14 H14 0.9500 . ?
C14 C13 1.370(7) . ?
C13 H13 0.9500 . ?
O1W O1W 1.12(2) 2_565 ?
O1W H1W 0.84(3) . ?
O1W H1W 0.88(3) 2_565 ?

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
N2 Dy1 N2 103.02(13) 2_665 . ?
N1 Dy1 N2 67.31(9) . . ?
N1 Dy1 N2 67.52(9) . 2_665 ?
N1 Dy1 N2 67.52(9) 2_665 . ?
N1 Dy1 N2 67.31(9) 2_665 2_665 ?
N1 Dy1 N1 103.81(13) . 2_665 ?
N4 Dy1 N2 73.69(10) 2_665 2_665 ?
N4 Dy1 N2 129.64(10) . 2_665 ?
N4 Dy1 N2 73.69(10) . . ?
N4 Dy1 N2 129.64(10) 2_665 . ?
N4 Dy1 N1 65.16(10) 2_665 2_665 ?
N4 Dy1 N1 140.72(10) . 2_665 ?
N4 Dy1 N1 140.72(10) 2_665 . ?
N4 Dy1 N1 65.16(10) . . ?
N4 Dy1 N4 146.66(15) . 2_665 ?
N4 Dy1 N3 86.36(11) . 2_665 ?
N4 Dy1 N3 86.36(11) 2_665 . ?
N4 Dy1 N3 84.34(11) . . ?
N4 Dy1 N3 84.34(11) 2_665 2_665 ?
N3 Dy1 N2 64.77(10) 2_665 2_665 ?
N3 Dy1 N2 141.07(9) . 2_665 ?
N3 Dy1 N2 141.07(9) 2_665 . ?
N3 Dy1 N2 64.77(10) . . ?
N3 Dy1 N1 74.04(10) 2_665 . ?
N3 Dy1 N1 128.58(10) 2_665 2_665 ?
N3 Dy1 N1 74.04(10) . 2_665 ?
N3 Dy1 N1 128.58(10) . . ?
N3 Dy1 N3 147.18(15) 2_665 . ?
F1 Dy1 N2 128.49(7) . . ?
F1 Dy1 N2 128.49(7) . 2_665 ?
F1 Dy1 N1 128.10(7) . . ?
F1 Dy1 N1 128.10(7) . 2_665 ?
F1 Dy1 N4 73.33(8) . 2_665 ?
F1 Dy1 N4 73.33(8) . . ?
F1 Dy1 N3 73.59(7) . 2_665 ?
F1 Dy1 N3 73.59(7) . . ?
O3C S1C O2C 113.9(2) . . ?
O3C S1C C1C 102.2(2) . . ?
O1C S1C O3C 116.1(3) . . ?
O1C S1C O2C 115.2(2) . . ?
O1C S1C C1C 103.7(2) . . ?
O2C S1C C1C 103.2(2) . . ?
H8A C8 H8B 107.9 . . ?
N2 C8 H8A 109.2 . . ?
N2 C8 H8B 109.2 . . ?
N2 C8 C9 112.2(3) . . ?
C9 C8 H8A 109.2 . . ?
C9 C8 H8B 109.2 . . ?
N4 C16 H16 118.3 . . ?
N4 C16 C15 123.4(5) . . ?
C15 C16 H16 118.3 . . ?
C8 N2 Dy1 110.7(2) . . ?
C6 N2 Dy1 110.0(2) . . ?
C6 N2 C8 107.6(3) . . ?
C6 N2 C7 109.7(3) . . ?
C7 N2 Dy1 110.3(2) . . ?
C7 N2 C8 108.5(3) . . ?
C2 C1 H1 118.4 . . ?
N3 C1 H1 118.4 . . ?
N3 C1 C2 123.2(4) . . ?
C11 N1 Dy1 108.5(2) . . ?
C11 N1 C10 107.6(3) . . ?
C11 N1 C9 109.9(3) . . ?
C10 N1 Dy1 111.3(2) . . ?
C10 N1 C9 107.2(3) . . ?
C9 N1 Dy1 112.2(2) . . ?
N3 C5 C6 116.5(3) . . ?
N3 C5 C4 122.6(4) . . ?
C4 C5 C6 120.8(3) . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.1(4) . . ?
C4 C3 H3 120.4 . . ?
C16 N4 Dy1 121.0(3) . . ?
C12 N4 Dy1 121.3(3) . . ?
C12 N4 C16 117.7(4) . . ?
N4 C12 C11 117.3(3) . . ?
N4 C12 C13 122.1(4) . . ?
C13 C12 C11 120.4(4) . . ?
N2 C6 C5 114.0(3) . . ?
N2 C6 H6A 108.8 . . ?
N2 C6 H6B 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N1 C11 C12 113.4(3) . . ?
N1 C11 H11A 108.9 . . ?
N1 C11 H11B 108.9 . . ?
C12 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C1 C2 H2 120.8 . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 H2 120.8 . . ?
N2 C7 H7A 109.0 . . ?
N2 C7 H7B 109.0 . . ?
N2 C7 C10 112.9(3) . 2_665 ?
H7A C7 H7B 107.8 . . ?
C10 C7 H7A 109.0 2_665 . ?
C10 C7 H7B 109.0 2_665 . ?
N1 C10 C7 111.6(3) . 2_665 ?
N1 C10 H10A 109.3 . . ?
N1 C10 H10B 109.3 . . ?
C7 C10 H10A 109.3 2_665 . ?
C7 C10 H10B 109.3 2_665 . ?
H10A C10 H10B 108.0 . . ?
C16 C15 H15 120.8 . . ?
C16 C15 C14 118.4(5) . . ?
C14 C15 H15 120.8 . . ?
C1 N3 Dy1 119.8(3) . . ?
C1 N3 C5 117.5(4) . . ?
C5 N3 Dy1 122.5(2) . . ?
C8 C9 H9A 109.0 . . ?
C8 C9 H9B 109.0 . . ?
N1 C9 C8 113.1(3) . . ?
N1 C9 H9A 109.0 . . ?
N1 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
F3C C1C S1C 111.5(3) . . ?
F2C C1C S1C 111.5(3) . . ?
F2C C1C F3C 107.2(4) . . ?
F2C C1C F1C 107.7(4) . . ?
F1C C1C S1C 111.4(3) . . ?
F1C C1C F3C 107.4(4) . . ?
C5 C4 C3 119.3(4) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C15 C14 H14 120.6 . . ?
C13 C14 C15 118.8(4) . . ?
C13 C14 H14 120.6 . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 H13 120.2 . . ?
O1W O1W H1W 51(2) 2_565 . ?
O1W O1W H1W 48(2) 2_565 2_565 ?
H1W O1W H1W 85(7) . 2_565 ?

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
Dy1 N2 C6 C5 -39.2(4) . . . . ?
Dy1 N2 C7 C10 43.4(4) . . . 2_665 ?
Dy1 N1 C11 C12 -42.0(4) . . . . ?
Dy1 N1 C10 C7 44.1(4) . . . 2_665 ?
Dy1 N1 C9 C8 39.3(4) . . . . ?
Dy1 N4 C12 C11 -2.2(5) . . . . ?
Dy1 N4 C12 C13 -177.9(3) . . . . ?
O3C S1C C1C F3C -57.4(4) . . . . ?
O3C S1C C1C F2C 62.4(4) . . . . ?
O3C S1C C1C F1C -177.3(4) . . . . ?
O1C S1C C1C F3C -178.4(3) . . . . ?
O1C S1C C1C F2C -58.6(4) . . . . ?
O1C S1C C1C F1C 61.7(4) . . . . ?
C8 N2 C6 C5 -159.9(3) . . . . ?
C8 N2 C7 C10 164.9(4) . . . 2_665 ?
C16 N4 C12 C11 176.5(4) . . . . ?
C16 N4 C12 C13 0.9(6) . . . . ?
C16 C15 C14 C13 1.5(7) . . . . ?
N2 C8 C9 N1 -58.4(5) . . . . ?
O2C S1C C1C F3C 61.0(4) . . . . ?
O2C S1C C1C F2C -179.2(3) . . . . ?
O2C S1C C1C F1C -58.9(4) . . . . ?
N4 C16 C15 C14 -1.2(8) . . . . ?
N4 C12 C11 N1 31.9(5) . . . . ?
N4 C12 C13 C14 -0.5(6) . . . . ?
C6 N2 C7 C10 -77.8(4) . . . 2_665 ?
C6 C5 N3 Dy1 -8.2(4) . . . . ?
C6 C5 N3 C1 175.5(4) . . . . ?
C6 C5 C4 C3 -175.3(4) . . . . ?
C11 N1 C10 C7 162.8(4) . . . 2_665 ?
C11 N1 C9 C8 -81.5(4) . . . . ?
C11 C12 C13 C14 -176.0(4) . . . . ?
C2 C1 N3 Dy1 -175.9(4) . . . . ?
C2 C1 N3 C5 0.5(7) . . . . ?
C2 C3 C4 C5 -0.5(6) . . . . ?
C7 N2 C6 C5 82.2(4) . . . . ?
C10 N1 C11 C12 -162.5(3) . . . . ?
C10 N1 C9 C8 161.8(3) . . . . ?
C15 C16 N4 Dy1 178.7(4) . . . . ?
C15 C16 N4 C12 0.0(7) . . . . ?
C15 C14 C13 C12 -0.7(7) . . . . ?
N3 C1 C2 C3 -0.5(7) . . . . ?
N3 C5 C6 N2 33.3(5) . . . . ?
N3 C5 C4 C3 0.5(6) . . . . ?
C9 C8 N2 Dy1 45.0(4) . . . . ?
C9 C8 N2 C6 165.2(4) . . . . ?
C9 C8 N2 C7 -76.2(4) . . . . ?
C9 N1 C11 C12 81.0(4) . . . . ?
C9 N1 C10 C7 -79.1(4) . . . 2_665 ?
C4 C5 C6 N2 -150.6(4) . . . . ?
C4 C5 N3 Dy1 175.8(3) . . . . ?
C4 C5 N3 C1 -0.5(6) . . . . ?
C4 C3 C2 C1 0.5(7) . . . . ?
C13 C12 C11 N1 -152.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.876(10)
2 0.124(10)

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1889694'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-29 downloaded from the CCDC.
;
#mo_erm1076_150k_1_0m
_audit_creation_date             2018-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 N12'
_chemical_formula_sum            'C36 H36 N12'
_chemical_formula_weight         636.77
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   11.7725(7)
_cell_length_b                   6.3142(3)
_cell_length_c                   21.5298(13)
_cell_angle_alpha                90
_cell_angle_beta                 94.186(2)
_cell_angle_gamma                90
_cell_volume                     1596.12(16)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3658
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.74
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1308 before and 0.0672 after correction. The Ratio of minimum to maximum transmission is 0.9049. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            17399
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.260
_diffrn_reflns_theta_min         2.475
_diffrn_ambient_temperature      150

_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998

_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\ms 3.0'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_detector                 'charge integrating pixel array detector'
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_detector_area_resol_mean 7.4074


_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2711
_reflns_number_total             3946
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3946
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.026
_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)+(0.0510P)²+0.4330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1091
_refine_ls_wR_factor_ref         0.1263
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C10(H10A,H10B), C12(H12A,H12B), C7(H7A,H7B), C9(H9A,H9B),
 C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C14(H14), C4(H4), C16(H16), C15(H15)
;
_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
N2 N 0.33616(11) 0.4376(2) 0.75425(6) 0.0226(3) Uani 1 1 d . . . . .
N4 N 0.34516(11) 0.6508(2) 0.49761(6) 0.0212(3) Uani 1 1 d . . . . .
N3 N 0.50059(11) 0.4981(2) 0.61626(6) 0.0231(3) Uani 1 1 d . . . . .
N5 N 0.13605(11) 0.6249(2) 0.58782(6) 0.0245(3) Uani 1 1 d . . . . .
N6 N 0.05239(13) 0.6955(3) 0.73360(7) 0.0352(4) Uani 1 1 d . . . . .
N1 N 0.16713(13) 0.4054(3) 0.87646(7) 0.0380(4) Uani 1 1 d . . . . .
C6 C 0.38077(13) 0.3860(3) 0.70079(7) 0.0213(4) Uani 1 1 d . . . . .
C2 C 0.25852(13) 0.3030(3) 0.77473(7) 0.0228(4) Uani 1 1 d . . . . .
C17 C 0.08072(13) 0.5082(3) 0.62855(8) 0.0244(4) Uani 1 1 d . . . . .
C13 C 0.16062(13) 0.5287(3) 0.53491(7) 0.0238(4) Uani 1 1 d . . . . .
C18 C 0.06341(14) 0.6153(3) 0.68684(8) 0.0257(4) Uani 1 1 d . . . . .
C11 C 0.39344(14) 0.7595(3) 0.44467(7) 0.0248(4) Uani 1 1 d . . . . .
H11A H 0.4706 0.8028 0.4577 0.030 Uiso 1 1 calc R . . . .
H11B H 0.3495 0.8872 0.4356 0.030 Uiso 1 1 calc R . . . .
C10 C 0.38589(14) 0.7613(3) 0.55510(7) 0.0247(4) Uani 1 1 d . . . . .
H10A H 0.3335 0.7345 0.5869 0.030 Uiso 1 1 calc R . . . .
H10B H 0.3864 0.9126 0.5473 0.030 Uiso 1 1 calc R . . . .
C5 C 0.34876(14) 0.2048(3) 0.66745(7) 0.0257(4) Uani 1 1 d . . . . .
H5 H 0.3802 0.1757 0.6300 0.031 Uiso 1 1 calc R . . . .
C12 C 0.22003(13) 0.6617(3) 0.48894(7) 0.0257(4) Uani 1 1 d . . . . .
H12A H 0.1961 0.6150 0.4471 0.031 Uiso 1 1 calc R . . . .
H12B H 0.1964 0.8080 0.4929 0.031 Uiso 1 1 calc R . . . .
C1 C 0.20839(14) 0.3642(3) 0.83187(8) 0.0266(4) Uani 1 1 d . . . . .
C7 C 0.46771(14) 0.5402(3) 0.67919(7) 0.0254(4) Uani 1 1 d . . . . .
H7A H 0.4369 0.6824 0.6806 0.031 Uiso 1 1 calc R . . . .
H7B H 0.5352 0.5347 0.7078 0.031 Uiso 1 1 calc R . . . .
C9 C 0.50480(13) 0.6917(3) 0.57912(7) 0.0242(4) Uani 1 1 d . . . . .
H9A H 0.5506 0.6670 0.5442 0.029 Uiso 1 1 calc R . . . .
H9B H 0.5407 0.8036 0.6044 0.029 Uiso 1 1 calc R . . . .
C3 C 0.22380(14) 0.1171(3) 0.74537(8) 0.0259(4) Uani 1 1 d . . . . .
H3 H 0.1711 0.0281 0.7622 0.031 Uiso 1 1 calc R . . . .
C14 C 0.13059(14) 0.3191(3) 0.52220(8) 0.0287(4) Uani 1 1 d . . . . .
H14 H 0.1503 0.2557 0.4855 0.034 Uiso 1 1 calc R . . . .
C4 C 0.27022(14) 0.0682(3) 0.69003(8) 0.0279(4) Uani 1 1 d . . . . .
H4 H 0.2489 -0.0547 0.6684 0.033 Uiso 1 1 calc R . . . .
C16 C 0.04522(14) 0.3027(3) 0.61897(8) 0.0282(4) Uani 1 1 d . . . . .
H16 H 0.0051 0.2315 0.6482 0.034 Uiso 1 1 calc R . . . .
C8 C 0.60333(14) 0.3673(3) 0.61525(7) 0.0262(4) Uani 1 1 d . . . . .
H8A H 0.6065 0.2707 0.6504 0.031 Uiso 1 1 calc R . . . .
H8B H 0.6699 0.4580 0.6199 0.031 Uiso 1 1 calc R . . . .
C15 C 0.07154(15) 0.2058(3) 0.56416(8) 0.0310(4) Uani 1 1 d . . . . .
H15 H 0.0498 0.0665 0.5558 0.037 Uiso 1 1 calc R . . . .


_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
N2 C6 1.3395(19) . ?
N2 C2 1.346(2) . ?
N4 C11 1.479(2) . ?
N4 C10 1.470(2) . ?
N4 C12 1.473(2) . ?
N3 C7 1.460(2) . ?
N3 C9 1.464(2) . ?
N3 C8 1.466(2) . ?
N5 C17 1.349(2) . ?
N5 C13 1.341(2) . ?
N6 C18 1.143(2) . ?
N1 C1 1.137(2) . ?
C6 C5 1.388(2) . ?
C6 C7 1.510(2) . ?
C2 C1 1.455(2) . ?
C2 C3 1.381(2) . ?
C17 C18 1.453(2) . ?
C17 C16 1.374(3) . ?
C13 C12 1.508(2) . ?
C13 C14 1.392(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C8 1.521(2) 3_666 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C9 1.521(2) . ?
C5 H5 0.9300 . ?
C5 C4 1.379(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C3 H3 0.9300 . ?
C3 C4 1.382(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(2) . ?
C4 H4 0.9300 . ?
C16 H16 0.9300 . ?
C16 C15 1.385(2) . ?
C8 C11 1.521(2) 3_666 ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C15 H15 0.9300 . ?

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
C6 N2 C2 116.52(15) . . ?
C10 N4 C11 107.97(13) . . ?
C10 N4 C12 110.26(12) . . ?
C12 N4 C11 108.53(12) . . ?
C7 N3 C9 112.12(14) . . ?
C7 N3 C8 113.04(13) . . ?
C9 N3 C8 113.66(12) . . ?
C13 N5 C17 116.70(16) . . ?
N2 C6 C5 122.40(15) . . ?
N2 C6 C7 115.16(15) . . ?
C5 C6 C7 122.44(14) . . ?
N2 C2 C1 115.89(15) . . ?
N2 C2 C3 124.90(15) . . ?
C3 C2 C1 119.21(15) . . ?
N5 C17 C18 114.32(16) . . ?
N5 C17 C16 125.05(16) . . ?
C16 C17 C18 120.59(15) . . ?
N5 C13 C12 116.40(16) . . ?
N5 C13 C14 122.01(16) . . ?
C14 C13 C12 121.57(15) . . ?
N6 C18 C17 177.8(2) . . ?
N4 C11 H11A 108.2 . . ?
N4 C11 H11B 108.2 . . ?
N4 C11 C8 116.35(14) . 3_666 ?
H11A C11 H11B 107.4 . . ?
C8 C11 H11A 108.2 3_666 . ?
C8 C11 H11B 108.2 3_666 . ?
N4 C10 H10A 109.1 . . ?
N4 C10 H10B 109.1 . . ?
N4 C10 C9 112.62(14) . . ?
H10A C10 H10B 107.8 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 C6 119.80(15) . . ?
C4 C5 H5 120.1 . . ?
N4 C12 C13 113.47(13) . . ?
N4 C12 H12A 108.9 . . ?
N4 C12 H12B 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N1 C1 C2 177.6(2) . . ?
N3 C7 C6 113.57(14) . . ?
N3 C7 H7A 108.9 . . ?
N3 C7 H7B 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N3 C9 C10 111.10(13) . . ?
N3 C9 H9A 109.4 . . ?
N3 C9 H9B 109.4 . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C2 C3 H3 121.2 . . ?
C2 C3 C4 117.53(16) . . ?
C4 C3 H3 121.2 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.84(16) . . ?
C15 C14 H14 120.1 . . ?
C5 C4 C3 118.82(17) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C17 C16 H16 121.3 . . ?
C17 C16 C15 117.44(16) . . ?
C15 C16 H16 121.3 . . ?
N3 C8 C11 112.39(13) . 3_666 ?
N3 C8 H8A 109.1 . . ?
N3 C8 H8B 109.1 . . ?
C11 C8 H8A 109.1 3_666 . ?
C11 C8 H8B 109.1 3_666 . ?
H8A C8 H8B 107.9 . . ?
C14 C15 C16 118.92(18) . . ?
C14 C15 H15 120.5 . . ?
C16 C15 H15 120.5 . . ?

_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_2
_database_code_depnum_ccdc_archive 'CCDC 1889695'
loop_
_audit_author_name
_audit_author_address
'Claire Wilson'
;University of Glasgow
United Kingdom
;
_audit_update_record             
;
2019-01-09 deposited with the CCDC.	2019-04-29 downloaded from the CCDC.
;
#at915_150k
_audit_creation_date             2018-11-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H40 F La N8, 2(C F3 O3 S), H2 O'
_chemical_formula_sum            'C34 H42 F7 La N8 O7 S2'
_chemical_formula_weight         1010.78
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
La La -0.2871 2.4523 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   21.592(3)
_cell_length_b                   11.4165(10)
_cell_length_c                   15.9216(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3924.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4878
_cell_measurement_temperature    150
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.792
_exptl_absorpt_coefficient_mu    1.287
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5640
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1022 before and 0.0693 after correction. The Ratio of minimum to maximum transmission is 0.7563. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.711
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             2040
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19906
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.402
_diffrn_reflns_theta_min         2.389
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'charge integrating pixel array detector'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  Photon
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'multilayer mirror optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\ms 3.0'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3940
_reflns_number_total             4886
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.37A (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 Ver. 2016.9-0 (Bruker-AXS, 2016)'
_computing_data_reduction        'APEX3 Ver. 2016.9-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.945
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4886
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0312
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+6.1381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0865
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1W-H1W
 0.85 with sigma of 0.02
 H1W-H1W_$1
 1.39 with sigma of 0.04
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,
 H11B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C13(H13), C14(H14), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
La1 La 0.250000 0.750000 0.31003(2) 0.01704(7) Uani 1 2 d S T P . .
F1 F 0.250000 0.750000 0.17014(14) 0.0247(4) Uani 1 2 d S T P . .
N1 N 0.26124(9) 0.56524(19) 0.42340(13) 0.0221(4) Uani 1 1 d . . . . .
N2 N 0.34666(9) 0.77061(19) 0.42258(13) 0.0231(4) Uani 1 1 d . . . . .
N3 N 0.35358(9) 0.8640(2) 0.26291(14) 0.0288(5) Uani 1 1 d . . . . .
N4 N 0.30827(9) 0.55364(19) 0.26237(13) 0.0261(4) Uani 1 1 d . . . . .
C1 C 0.34692(12) 0.5534(3) 0.19580(15) 0.0280(5) Uani 1 1 d . . . . .
H1 H 0.355866 0.625606 0.168699 0.034 Uiso 1 1 calc R . . . .
C2 C 0.37396(12) 0.4522(3) 0.16555(17) 0.0308(5) Uani 1 1 d . . . . .
H2 H 0.401057 0.455019 0.118584 0.037 Uiso 1 1 calc R . . . .
C3 C 0.36109(12) 0.3473(2) 0.20444(17) 0.0312(6) Uani 1 1 d . . . . .
H3 H 0.378601 0.276347 0.184168 0.037 Uiso 1 1 calc R . . . .
C4 C 0.32218(11) 0.3468(2) 0.27358(17) 0.0288(5) Uani 1 1 d . . . . .
H4 H 0.313198 0.275726 0.302088 0.035 Uiso 1 1 calc R . . . .
C5 C 0.29654(11) 0.4514(2) 0.30060(15) 0.0241(5) Uani 1 1 d . . . . .
C6 C 0.25369(10) 0.4552(2) 0.37530(16) 0.0246(5) Uani 1 1 d . . . . .
H6A H 0.210297 0.448623 0.355793 0.030 Uiso 1 1 calc R . . . .
H6B H 0.262455 0.387672 0.412417 0.030 Uiso 1 1 calc R . . . .
C7 C 0.32408(10) 0.5638(2) 0.46211(16) 0.0261(5) Uani 1 1 d . . . . .
H7A H 0.354337 0.534080 0.420521 0.031 Uiso 1 1 calc R . . . .
H7B H 0.324026 0.509357 0.510528 0.031 Uiso 1 1 calc R . . . .
C8 C 0.34411(11) 0.6833(2) 0.49141(15) 0.0259(5) Uani 1 1 d . . . . .
H8A H 0.314889 0.711218 0.534947 0.031 Uiso 1 1 calc R . . . .
H8B H 0.385590 0.677147 0.517536 0.031 Uiso 1 1 calc R . . . .
C9 C 0.34814(11) 0.8906(2) 0.45907(16) 0.0252(5) Uani 1 1 d . . . . .
H9A H 0.362542 0.946397 0.415664 0.030 Uiso 1 1 calc R . . . .
H9B H 0.378301 0.892342 0.505885 0.030 Uiso 1 1 calc R . . . .
C10 C 0.21438(11) 0.5702(2) 0.49123(15) 0.0258(5) Uani 1 1 d . . . . .
H10A H 0.228598 0.625186 0.535281 0.031 Uiso 1 1 calc R . . . .
H10B H 0.210301 0.491694 0.517053 0.031 Uiso 1 1 calc R . . . .
C11 C 0.40400(11) 0.7526(2) 0.37309(17) 0.0272(5) Uani 1 1 d . . . . .
H11A H 0.405568 0.670420 0.353372 0.033 Uiso 1 1 calc R . . . .
H11B H 0.440385 0.766110 0.409678 0.033 Uiso 1 1 calc R . . . .
C12 C 0.40753(11) 0.8332(2) 0.29870(16) 0.0266(5) Uani 1 1 d . . . . .
C13 C 0.46387(12) 0.8724(3) 0.26869(18) 0.0342(6) Uani 1 1 d . . . . .
H13 H 0.501362 0.847953 0.294524 0.041 Uiso 1 1 calc R . . . .
C14 C 0.46508(14) 0.9470(3) 0.20117(19) 0.0403(7) Uani 1 1 d . . . . .
H14 H 0.503433 0.974440 0.179500 0.048 Uiso 1 1 calc R . . . .
C15 C 0.41016(14) 0.9817(3) 0.16524(18) 0.0390(7) Uani 1 1 d . . . . .
H15 H 0.409925 1.034997 0.119393 0.047 Uiso 1 1 calc R . . . .
C16 C 0.35546(13) 0.9379(3) 0.19688(16) 0.0338(6) Uani 1 1 d . . . . .
H16 H 0.317615 0.960643 0.171186 0.041 Uiso 1 1 calc R . . . .
S1C S 0.42008(3) 0.25764(6) 0.47404(5) 0.03198(16) Uani 1 1 d . . . . .
F1C F 0.44410(10) 0.1642(2) 0.32777(13) 0.0602(6) Uani 1 1 d . . . . .
F2C F 0.46692(9) 0.05422(17) 0.43261(14) 0.0545(5) Uani 1 1 d . . . . .
F3C F 0.52466(7) 0.19974(17) 0.40202(12) 0.0436(4) Uani 1 1 d . . . . .
O1C O 0.35911(9) 0.2074(3) 0.46772(17) 0.0536(6) Uani 1 1 d . . . . .
O2C O 0.42652(11) 0.3714(2) 0.43642(15) 0.0499(6) Uani 1 1 d . . . . .
O3C O 0.44938(11) 0.2444(2) 0.55446(13) 0.0447(6) Uani 1 1 d . . . . .
C1C C 0.46597(12) 0.1647(3) 0.40571(19) 0.0336(6) Uani 1 1 d . . . . .
O1W O 0.250000 0.250000 0.0744(3) 0.135(4) Uani 1 2 d DS T P . .
H1W H 0.2814(9) 0.256(5) 0.043(2) 0.12(2) Uiso 1 1 d 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
La1 F1 2.227(2) . ?
La1 N1 2.787(2) 2_565 ?
La1 N1 2.787(2) . ?
La1 N2 2.761(2) 2_565 ?
La1 N2 2.761(2) . ?
La1 N3 2.694(2) . ?
La1 N3 2.694(2) 2_565 ?
La1 N4 2.680(2) 2_565 ?
La1 N4 2.680(2) . ?
N1 C6 1.480(3) . ?
N1 C7 1.491(3) . ?
N1 C10 1.481(3) . ?
N2 C8 1.482(3) . ?
N2 C9 1.488(3) . ?
N2 C11 1.482(3) . ?
N3 C12 1.344(3) . ?
N3 C16 1.348(3) . ?
N4 C1 1.349(3) . ?
N4 C5 1.340(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 C6 1.507(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.506(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.512(3) 2_565 ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.501(4) . ?
C12 C13 1.382(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.372(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.375(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(4) . ?
C16 H16 0.9500 . ?
S1C O1C 1.440(2) . ?
S1C O2C 1.437(2) . ?
S1C O3C 1.436(2) . ?
S1C C1C 1.814(3) . ?
F1C C1C 1.328(3) . ?
F2C C1C 1.332(3) . ?
F3C C1C 1.330(3) . ?
O1W H1W 0.845(19) . ?
O1W H1W 0.845(19) 2 ?

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
F1 La1 N1 130.37(4) . . ?
F1 La1 N1 130.37(4) . 2_565 ?
F1 La1 N2 130.47(4) . 2_565 ?
F1 La1 N2 130.47(4) . . ?
F1 La1 N3 73.83(5) . . ?
F1 La1 N3 73.83(5) . 2_565 ?
F1 La1 N4 73.55(4) . . ?
F1 La1 N4 73.55(4) . 2_565 ?
N1 La1 N1 99.26(9) 2_565 . ?
N2 La1 N1 65.22(6) . 2_565 ?
N2 La1 N1 65.22(6) 2_565 . ?
N2 La1 N1 65.06(6) . . ?
N2 La1 N1 65.05(6) 2_565 2_565 ?
N2 La1 N2 99.05(9) 2_565 . ?
N3 La1 N1 83.50(6) . 2_565 ?
N3 La1 N1 118.28(6) . . ?
N3 La1 N1 83.50(6) 2_565 . ?
N3 La1 N1 118.28(6) 2_565 2_565 ?
N3 La1 N2 148.14(7) 2_565 . ?
N3 La1 N2 60.80(6) . . ?
N3 La1 N2 148.14(7) . 2_565 ?
N3 La1 N2 60.80(6) 2_565 2_565 ?
N3 La1 N3 147.67(9) 2_565 . ?
N4 La1 N1 149.02(6) . 2_565 ?
N4 La1 N1 60.62(6) . . ?
N4 La1 N1 149.01(6) 2_565 . ?
N4 La1 N1 60.62(6) 2_565 2_565 ?
N4 La1 N2 84.27(6) . . ?
N4 La1 N2 117.86(6) . 2_565 ?
N4 La1 N2 117.86(6) 2_565 . ?
N4 La1 N2 84.27(6) 2_565 2_565 ?
N4 La1 N3 86.31(7) . . ?
N4 La1 N3 84.65(7) 2_565 . ?
N4 La1 N3 84.64(7) . 2_565 ?
N4 La1 N3 86.31(7) 2_565 2_565 ?
N4 La1 N4 147.11(9) . 2_565 ?
C6 N1 La1 107.31(14) . . ?
C6 N1 C7 107.74(19) . . ?
C6 N1 C10 109.55(19) . . ?
C7 N1 La1 110.84(15) . . ?
C10 N1 La1 112.58(14) . . ?
C10 N1 C7 108.71(19) . . ?
C8 N2 La1 113.24(14) . . ?
C8 N2 C9 109.33(19) . . ?
C9 N2 La1 110.37(14) . . ?
C11 N2 La1 105.94(15) . . ?
C11 N2 C8 109.32(19) . . ?
C11 N2 C9 108.49(19) . . ?
C12 N3 La1 118.33(17) . . ?
C12 N3 C16 117.9(2) . . ?
C16 N3 La1 122.98(17) . . ?
C1 N4 La1 120.95(17) . . ?
C5 N4 La1 120.72(15) . . ?
C5 N4 C1 118.2(2) . . ?
N4 C1 H1 118.8 . . ?
N4 C1 C2 122.5(3) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.1(3) . . ?
C5 C4 H4 120.4 . . ?
N4 C5 C4 122.3(2) . . ?
N4 C5 C6 116.7(2) . . ?
C4 C5 C6 121.0(2) . . ?
N1 C6 C5 111.4(2) . . ?
N1 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
N1 C7 H7A 109.1 . . ?
N1 C7 H7B 109.1 . . ?
N1 C7 C8 112.3(2) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
N2 C8 C7 113.0(2) . . ?
N2 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
N2 C9 H9A 109.1 . . ?
N2 C9 H9B 109.1 . . ?
N2 C9 C10 112.67(19) . 2_565 ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.1 2_565 . ?
C10 C9 H9B 109.1 2_565 . ?
N1 C10 C9 112.0(2) . 2_565 ?
N1 C10 H10A 109.2 . . ?
N1 C10 H10B 109.2 . . ?
C9 C10 H10A 109.2 2_565 . ?
C9 C10 H10B 109.2 2_565 . ?
H10A C10 H10B 107.9 . . ?
N2 C11 H11A 109.2 . . ?
N2 C11 H11B 109.2 . . ?
N2 C11 C12 112.1(2) . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
N3 C12 C11 116.8(2) . . ?
N3 C12 C13 122.1(3) . . ?
C13 C12 C11 121.1(2) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.3(3) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.6 . . ?
C14 C15 C16 118.8(3) . . ?
C16 C15 H15 120.6 . . ?
N3 C16 C15 122.5(3) . . ?
N3 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
O1C S1C C1C 102.95(14) . . ?
O2C S1C O1C 114.83(16) . . ?
O2C S1C C1C 103.05(13) . . ?
O3C S1C O1C 115.04(15) . . ?
O3C S1C O2C 115.09(15) . . ?
O3C S1C C1C 103.44(13) . . ?
F1C C1C S1C 111.62(19) . . ?
F1C C1C F2C 107.6(3) . . ?
F1C C1C F3C 107.4(2) . . ?
F2C C1C S1C 111.7(2) . . ?
F3C C1C S1C 111.8(2) . . ?
F3C C1C F2C 106.5(2) . . ?
H1W O1W H1W 107(5) . 2 ?

_olex2_submission_special_instructions 'No special instructions were received'
