#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:32:22 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289422 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/04/1570482.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1570482
loop_
_publ_author_name
'Dissanayake, Deepamali'
'Draper, Alysia'
'Liu, Zhizhou'
'Jaunnoo, Neelofur'
'Haven, Joris J.'
'Forsyth, Craig'
'McKay, Alasdair I.'
'Junkers, Tanja'
'Vidović, Dragoslav'
_publ_section_title
;
 Lewis acid catalysed polymerisation of cyclopentenone.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              639
_journal_page_last               643
_journal_paper_doi               10.1039/d3sc05186b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C23 H25 Al F6 N2 O6 S2'
_chemical_formula_sum            'C23 H25 Al F6 N2 O6 S2'
_chemical_formula_weight         630.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-05-29 deposited with the CCDC.	2023-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                75.810(2)
_cell_angle_beta                 72.977(2)
_cell_angle_gamma                66.135(2)
_cell_formula_units_Z            2
_cell_length_a                   9.4060(2)
_cell_length_b                   11.1167(2)
_cell_length_c                   15.5637(3)
_cell_measurement_reflns_used    11884
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      77.1260
_cell_measurement_theta_min      4.3960
_cell_volume                     1408.04(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.81a (Rigaku OD, 2020)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0575
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28857
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.431
_diffrn_reflns_theta_min         4.395
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.756
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.81a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_description       plate
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5837
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0396
_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)+(0.0509P)²+0.6301P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1015
_refine_ls_wR_factor_ref         0.1059
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5074
_reflns_number_total             5837
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc05186b2.cif
_cod_data_source_block           MX104_20
_cod_depositor_comments
'Adding full bibliography for 1570482--1570484.cif.'
_cod_database_code               1570482
_shelx_shelxl_version_number     2018/3
_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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.22360(5) 0.09934(4) 0.37115(3) 0.01972(11) Uani 1 1 d . . . . .
S2 S 0.21196(5) 0.36661(4) 0.13953(3) 0.02419(12) Uani 1 1 d . . . . .
Al1 Al 0.45889(5) 0.24762(5) 0.26324(3) 0.01685(12) Uani 1 1 d . . . . .
F1 F 0.40840(17) -0.10200(15) 0.46349(11) 0.0557(4) Uani 1 1 d . . . . .
F2 F 0.15929(17) -0.06065(15) 0.51375(10) 0.0485(4) Uani 1 1 d . . . . .
F3 F 0.2663(2) 0.06288(15) 0.53575(9) 0.0516(4) Uani 1 1 d . . . . .
F4 F 0.01748(19) 0.48042(14) 0.27909(11) 0.0581(4) Uani 1 1 d . . . . .
F5 F -0.07878(18) 0.53273(17) 0.16076(16) 0.0752(6) Uani 1 1 d . . . . .
F6 F 0.08696(17) 0.61535(12) 0.16726(11) 0.0486(4) Uani 1 1 d . . . . .
O1 O 0.36289(15) 0.14496(13) 0.34079(9) 0.0264(3) Uani 1 1 d . . . . .
O2 O 0.2326(2) 0.01284(13) 0.31492(10) 0.0353(3) Uani 1 1 d . . . . .
O3 O 0.07886(15) 0.20525(14) 0.39636(10) 0.0312(3) Uani 1 1 d . . . . .
O4 O 0.33712(15) 0.35176(12) 0.18742(9) 0.0246(3) Uani 1 1 d . . . . .
O5 O 0.15791(18) 0.25813(14) 0.16967(11) 0.0358(3) Uani 1 1 d . . . . .
O6 O 0.2548(2) 0.41116(17) 0.04585(10) 0.0426(4) Uani 1 1 d . . . . .
N1 N 0.65967(17) 0.14326(14) 0.21043(10) 0.0194(3) Uani 1 1 d . . . . .
N2 N 0.50394(16) 0.35345(14) 0.31686(10) 0.0186(3) Uani 1 1 d . . . . .
C1 C 0.3847(2) 0.48215(16) 0.33721(13) 0.0210(3) Uani 1 1 d . . . . .
C2 C 0.2715(2) 0.49125(19) 0.41936(13) 0.0259(4) Uani 1 1 d . . . . .
C3 C 0.1569(2) 0.6169(2) 0.43409(15) 0.0329(5) Uani 1 1 d . . . . .
H3 H 0.077119 0.625855 0.488680 0.039 Uiso 1 1 calc R U . . .
C4 C 0.1576(3) 0.7277(2) 0.37095(17) 0.0382(5) Uani 1 1 d . . . . .
H4 H 0.079468 0.812190 0.382626 0.046 Uiso 1 1 calc R U . . .
C5 C 0.2712(3) 0.71675(19) 0.29084(16) 0.0349(5) Uani 1 1 d . . . . .
H5 H 0.271110 0.794203 0.248118 0.042 Uiso 1 1 calc R U . . .
C6 C 0.3865(2) 0.59340(18) 0.27147(14) 0.0261(4) Uani 1 1 d . . . . .
C7 C 0.2738(2) 0.3727(2) 0.49122(14) 0.0333(4) Uani 1 1 d . . . . .
H7A H 0.254513 0.307667 0.467911 0.050 Uiso 1 1 calc R U . . .
H7B H 0.190477 0.400949 0.545049 0.050 Uiso 1 1 calc R U . . .
H7C H 0.377993 0.332083 0.507584 0.050 Uiso 1 1 calc R U . . .
C8 C 0.5084(3) 0.58151(19) 0.18324(15) 0.0318(4) Uani 1 1 d . . . . .
H8A H 0.494218 0.670049 0.147904 0.048 Uiso 1 1 calc R U . . .
H8B H 0.494899 0.525614 0.148632 0.048 Uiso 1 1 calc R U . . .
H8C H 0.615547 0.541110 0.195704 0.048 Uiso 1 1 calc R U . . .
C9 C 0.6520(2) 0.32129(17) 0.32898(12) 0.0204(3) Uani 1 1 d . . . . .
C10 C 0.6786(2) 0.40331(19) 0.38200(14) 0.0279(4) Uani 1 1 d . . . . .
H10A H 0.659043 0.493785 0.349119 0.042 Uiso 1 1 calc R U . . .
H10B H 0.788749 0.363450 0.389815 0.042 Uiso 1 1 calc R U . . .
H10C H 0.605422 0.406277 0.441696 0.042 Uiso 1 1 calc R U . . .
C11 C 0.7828(2) 0.21599(17) 0.29318(12) 0.0219(3) Uani 1 1 d . . . . .
H11 H 0.878806 0.195186 0.311728 0.026 Uiso 1 1 calc R U . . .
C12 C 0.7896(2) 0.13752(17) 0.23332(12) 0.0209(3) Uani 1 1 d . . . . .
C13 C 0.9503(2) 0.0454(2) 0.19141(15) 0.0301(4) Uani 1 1 d . . . . .
H13A H 0.952181 -0.046120 0.206501 0.045 Uiso 1 1 calc R U . . .
H13B H 1.032435 0.051586 0.215084 0.045 Uiso 1 1 calc R U . . .
H13C H 0.970990 0.070523 0.125303 0.045 Uiso 1 1 calc R U . . .
C14 C 0.67814(19) 0.07037(17) 0.13980(12) 0.0216(3) Uani 1 1 d . . . . .
C15 C 0.6795(2) -0.06013(19) 0.16262(15) 0.0287(4) Uani 1 1 d . . . . .
C16 C 0.6933(2) -0.1236(2) 0.09149(18) 0.0392(5) Uani 1 1 d . . . . .
H16 H 0.695258 -0.212284 0.104590 0.047 Uiso 1 1 calc R U . . .
C17 C 0.7040(3) -0.0611(3) 0.00373(18) 0.0439(6) Uani 1 1 d . . . . .
H17 H 0.711916 -0.106029 -0.043078 0.053 Uiso 1 1 calc R U . . .
C18 C 0.7035(3) 0.0673(2) -0.01709(15) 0.0377(5) Uani 1 1 d . . . . .
H18 H 0.711699 0.109721 -0.078327 0.045 Uiso 1 1 calc R U . . .
C19 C 0.6909(2) 0.1355(2) 0.05058(13) 0.0274(4) Uani 1 1 d . . . . .
C20 C 0.6723(3) -0.1328(2) 0.25783(16) 0.0385(5) Uani 1 1 d . . . . .
H20A H 0.660708 -0.073508 0.298802 0.058 Uiso 1 1 calc R U . . .
H20B H 0.770590 -0.210530 0.260179 0.058 Uiso 1 1 calc R U . . .
H20C H 0.580892 -0.161890 0.276700 0.058 Uiso 1 1 calc R U . . .
C21 C 0.6965(3) 0.2733(2) 0.02610(14) 0.0355(5) Uani 1 1 d . . . . .
H21A H 0.722815 0.295632 -0.040130 0.053 Uiso 1 1 calc R U . . .
H21B H 0.778011 0.276809 0.051808 0.053 Uiso 1 1 calc R U . . .
H21C H 0.592465 0.337153 0.050678 0.053 Uiso 1 1 calc R U . . .
C22 C 0.2679(2) -0.00610(19) 0.47767(14) 0.0281(4) Uani 1 1 d . . . . .
C23 C 0.0499(2) 0.5076(2) 0.18922(17) 0.0374(5) Uani 1 1 d . . . . .
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'
Al Al 0.2130 0.2455 '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'
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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
O2 S1 O3 120.13(9) . . ?
O2 S1 O1 112.15(9) . . ?
O3 S1 O1 111.38(8) . . ?
O2 S1 C22 105.58(9) . . ?
O3 S1 C22 105.64(9) . . ?
O1 S1 C22 99.38(8) . . ?
O6 S2 O5 120.72(10) . . ?
O6 S2 O4 110.67(9) . . ?
O5 S2 O4 111.40(8) . . ?
O6 S2 C23 106.62(10) . . ?
O5 S2 C23 105.73(10) . . ?
O4 S2 C23 99.18(9) . . ?
O4 Al1 O1 109.35(6) . . ?
O4 Al1 N2 107.80(6) . . ?
O1 Al1 N2 113.80(7) . . ?
O4 Al1 N1 115.46(7) . . ?
O1 Al1 N1 108.97(7) . . ?
N2 Al1 N1 101.42(7) . . ?
S1 O1 Al1 148.50(9) . . ?
S2 O4 Al1 145.78(9) . . ?
C12 N1 C14 119.54(14) . . ?
C12 N1 Al1 121.28(12) . . ?
C14 N1 Al1 119.12(11) . . ?
C9 N2 C1 118.58(14) . . ?
C9 N2 Al1 121.02(12) . . ?
C1 N2 Al1 119.99(11) . . ?
C2 C1 C6 122.23(16) . . ?
C2 C1 N2 120.02(16) . . ?
C6 C1 N2 117.74(16) . . ?
C1 C2 C3 117.51(19) . . ?
C1 C2 C7 122.08(16) . . ?
C3 C2 C7 120.38(18) . . ?
C4 C3 C2 121.2(2) . . ?
C3 C4 C5 120.35(18) . . ?
C4 C5 C6 121.0(2) . . ?
C5 C6 C1 117.68(19) . . ?
C5 C6 C8 120.85(18) . . ?
C1 C6 C8 121.47(16) . . ?
N2 C9 C11 122.99(16) . . ?
N2 C9 C10 118.83(15) . . ?
C11 C9 C10 118.17(15) . . ?
C9 C11 C12 127.77(16) . . ?
N1 C12 C11 122.91(15) . . ?
N1 C12 C13 119.03(16) . . ?
C11 C12 C13 118.04(16) . . ?
C19 C14 C15 122.29(17) . . ?
C19 C14 N1 117.76(16) . . ?
C15 C14 N1 119.93(17) . . ?
C16 C15 C14 117.1(2) . . ?
C16 C15 C20 120.28(19) . . ?
C14 C15 C20 122.64(18) . . ?
C17 C16 C15 121.6(2) . . ?
C16 C17 C18 120.2(2) . . ?
C17 C18 C19 120.9(2) . . ?
C18 C19 C14 117.93(19) . . ?
C18 C19 C21 120.07(19) . . ?
C14 C19 C21 121.97(17) . . ?
F2 C22 F3 108.82(18) . . ?
F2 C22 F1 108.25(17) . . ?
F3 C22 F1 108.42(17) . . ?
F2 C22 S1 108.52(13) . . ?
F3 C22 S1 111.56(13) . . ?
F1 C22 S1 111.19(14) . . ?
F5 C23 F6 108.90(18) . . ?
F5 C23 F4 108.4(2) . . ?
F6 C23 F4 107.5(2) . . ?
F5 C23 S2 109.66(18) . . ?
F6 C23 S2 111.67(15) . . ?
F4 C23 S2 110.59(14) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.4147(14) . ?
S1 O3 1.4178(14) . ?
S1 O1 1.5016(13) . ?
S1 C22 1.831(2) . ?
S2 O6 1.4132(16) . ?
S2 O5 1.4184(15) . ?
S2 O4 1.5049(13) . ?
S2 C23 1.830(2) . ?
Al1 O4 1.7588(13) . ?
Al1 O1 1.7592(13) . ?
Al1 N2 1.8309(15) . ?
Al1 N1 1.8368(15) . ?
F1 C22 1.318(2) . ?
F2 C22 1.313(2) . ?
F3 C22 1.314(2) . ?
F4 C23 1.326(3) . ?
F5 C23 1.311(3) . ?
F6 C23 1.319(3) . ?
N1 C12 1.344(2) . ?
N1 C14 1.451(2) . ?
N2 C9 1.349(2) . ?
N2 C1 1.456(2) . ?
C1 C2 1.399(3) . ?
C1 C6 1.401(3) . ?
C2 C3 1.400(3) . ?
C2 C7 1.502(3) . ?
C3 C4 1.375(3) . ?
C4 C5 1.378(3) . ?
C5 C6 1.398(3) . ?
C6 C8 1.504(3) . ?
C9 C11 1.396(2) . ?
C9 C10 1.500(2) . ?
C11 C12 1.397(3) . ?
C12 C13 1.502(2) . ?
C14 C19 1.395(3) . ?
C14 C15 1.402(3) . ?
C15 C16 1.402(3) . ?
C15 C20 1.501(3) . ?
C16 C17 1.367(4) . ?
C17 C18 1.383(4) . ?
C18 C19 1.394(3) . ?
C19 C21 1.503(3) . ?
