#------------------------------------------------------------------------------
#$Date: 2024-12-06 18:52:24 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296418 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/28/1572895.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_1572895
loop_
_publ_author_name
'Pedussaut, Lucie'
'Mahieu, Nolwenn'
'Chartier, Camille'
'Rajeshkumar, Thayalan'
'Tricoire, Maxime'
'Douair, Iskander'
'Casaretto, Nicolas'
'Maron, Laurent'
'Danoun, Grégory'
'Nocton, Grégory'
_publ_section_title
;
 The photo-isomerization of the cyclononatetraenyl ligand and related rare
 earth complexes.
;
_journal_issue                   46
_journal_name_full               'Chemical science'
_journal_page_first              19273
_journal_page_last               19282
_journal_paper_doi               10.1039/d4sc04767b
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C17 H17 Sm'
_chemical_formula_sum            'C17 H17 Sm'
_chemical_formula_weight         371.65
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-07-13 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8943(7)
_cell_length_b                   12.9414(6)
_cell_length_c                   8.8036(6)
_cell_measurement_reflns_used    1680
_cell_measurement_temperature    150
_cell_measurement_theta_max      29.92
_cell_measurement_theta_min      2.80
_cell_volume                     1355.13(14)
_computing_cell_refinement
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_data_reduction
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area X-Red 2.3.0.0 (STOE, 2021) 
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean 13.33
_diffrn_measured_fraction_theta_full 0.925
_diffrn_measured_fraction_theta_max 0.930
_diffrn_measurement_details
;
 425 frames, detector distance = 60 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.925
_diffrn_reflns_Laue_measured_fraction_max 0.930
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7609
_diffrn_reflns_point_group_measured_fraction_full 0.925
_diffrn_reflns_point_group_measured_fraction_max 0.930
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_min         2.798
_exptl_absorpt_coefficient_mu    4.311
_exptl_absorpt_correction_T_max  0.8144
_exptl_absorpt_correction_T_min  0.3371
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in
F. R. Ahmed (Editor), "Crystallographic Computing",
Munksgaard, Copenhagen (1970), 255 - 270
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             724
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.287
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.928
_refine_diff_density_min         -0.671
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         1454
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0323
_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)+(0.0445P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0763
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1042
_reflns_number_total             1454
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc04767b3.cif
_cod_data_source_block           2-Sm-trans
_cod_depositor_comments
'Adding full bibliography for 1572887--1572904.cif.'
_cod_database_code               1572895
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
C1A \\sim C1B \\sim C2 \\sim C3 \\sim C4 \\sim C5: within 2A with sigma of 0.01
and sigma for terminal atoms of 0 within 2A
3. Others
 Sof(H2B)=1-FVAR(1)
 Sof(C1B)=Sof(H1B)=0.5*(1-FVAR(2))
 Sof(C1A)=Sof(H1A)=0.5*FVAR(2)
 Sof(H2A)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C4(H4), C9(H9), C8(H8), C2(H2A), C2(H2B), C3(H3), C5(H5), C1A(H1A),
 C1B(H1B), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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
Sm01 Sm 0.62087(3) 0.250000 0.50971(3) 0.02254(13) Uani 1 2 d S T P A .
C7 C 0.5564(6) 0.1202(5) 0.7162(8) 0.0516(17) Uani 1 1 d . . . . .
H7 H 0.578524 0.052047 0.743096 0.062 Uiso 1 1 calc R U . . .
C4 C 0.6953(8) 0.3921(6) 0.2863(10) 0.077(2) Uani 1 1 d . U . . .
H4 H 0.667926 0.455780 0.247375 0.093 Uiso 1 1 calc R U . . .
C9 C 0.4115(5) 0.1959(6) 0.5329(6) 0.054(2) Uani 1 1 d . . . . .
H9 H 0.358592 0.167595 0.463688 0.065 Uiso 1 1 calc R U . . .
C8 C 0.4712(6) 0.1208(5) 0.6111(8) 0.054(2) Uani 1 1 d . . . . .
H8 H 0.447116 0.052953 0.585524 0.065 Uiso 1 1 calc R U . . .
C2 C 0.8359(7) 0.3463(8) 0.4803(8) 0.069(2) Uani 1 1 d . U . . .
H2A H 0.876146 0.365181 0.569225 0.083 Uiso 0.69(2) 1 calc R U P A 1
H2B H 0.885118 0.388289 0.538609 0.083 Uiso 0.31(2) 1 calc R U P A 2
C3 C 0.7698(8) 0.4081(6) 0.3980(11) 0.080(2) Uani 1 1 d . U . . .
H3 H 0.777369 0.478969 0.424319 0.095 Uiso 1 1 calc R U . A .
C5 C 0.6449(6) 0.3063(7) 0.2087(8) 0.078(3) Uani 1 1 d . U . . .
H5 H 0.595307 0.330991 0.132350 0.094 Uiso 1 1 calc R U . A .
C1A C 0.8352(12) 0.250000 0.413(2) 0.061(3) Uani 0.69(2) 2 d S TU P A 1
H1A H 0.834021 0.250000 0.305174 0.073 Uiso 0.69(2) 2 calc R U P A 1
C1B C 0.858(3) 0.250000 0.511(4) 0.063(4) Uani 0.31(2) 2 d S TU P A 2
H1B H 0.914223 0.249999 0.587180 0.075 Uiso 0.31(2) 2 calc R U P A 2
C6 C 0.6186(5) 0.1953(6) 0.7932(6) 0.061(2) Uani 1 1 d . . . . .
H6 H 0.672861 0.166674 0.860341 0.073 Uiso 1 1 calc R U . A .
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'
Sm Sm -0.1638 3.4418 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 5 2 0.2000
7 -3 -1 0.2340
-1 -9 -4 0.1780
5 3 2 0.1660
-6 1 0 0.1580
-1 -2 -1 0.1610
-1 -3 4 0.0350
1 3 -4 0.0340
3 6 4 0.2310
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
C7 Sm01 C7 80.9(3) 7_565 . ?
C7 Sm01 C9 59.1(2) 7_565 7_565 ?
C7 Sm01 C9 80.5(2) 7_565 . ?
C7 Sm01 C9 80.5(2) . 7_565 ?
C7 Sm01 C9 59.1(2) . . ?
C7 Sm01 C8 30.7(2) 7_565 7_565 ?
C7 Sm01 C8 88.50(18) . 7_565 ?
C7 Sm01 C8 30.7(2) . . ?
C7 Sm01 C8 88.50(18) 7_565 . ?
C7 Sm01 C5 122.2(3) 7_565 . ?
C7 Sm01 C5 151.0(3) 7_565 7_565 ?
C7 Sm01 C5 122.2(3) . 7_565 ?
C7 Sm01 C5 151.0(3) . . ?
C7 Sm01 C1A 120.2(3) 7_565 . ?
C7 Sm01 C1A 120.2(3) . . ?
C7 Sm01 C1B 107.1(6) . . ?
C7 Sm01 C1B 107.1(6) 7_565 . ?
C7 Sm01 C6 31.3(2) 7_565 7_565 ?
C7 Sm01 C6 59.9(3) . 7_565 ?
C7 Sm01 C6 59.9(3) 7_565 . ?
C7 Sm01 C6 31.3(2) . . ?
C9 Sm01 C9 31.3(4) . 7_565 ?
C9 Sm01 C8 31.0(2) . . ?
C9 Sm01 C8 59.3(3) 7_565 . ?
C9 Sm01 C8 31.0(2) 7_565 7_565 ?
C9 Sm01 C8 59.3(3) . 7_565 ?
C9 Sm01 C5 104.2(2) . . ?
C9 Sm01 C5 95.96(18) . 7_565 ?
C9 Sm01 C5 104.2(2) 7_565 7_565 ?
C9 Sm01 C5 95.96(18) 7_565 . ?
C9 Sm01 C1A 159.3(3) . . ?
C9 Sm01 C1A 159.3(3) 7_565 . ?
C9 Sm01 C1B 163.6(3) 7_565 . ?
C9 Sm01 C1B 163.6(3) . . ?
C8 Sm01 C8 80.0(3) 7_565 . ?
C8 Sm01 C5 103.3(2) 7_565 . ?
C8 Sm01 C5 124.7(3) . . ?
C8 Sm01 C5 103.3(2) . 7_565 ?
C8 Sm01 C5 124.7(3) 7_565 7_565 ?
C8 Sm01 C1A 139.29(17) 7_565 . ?
C8 Sm01 C1A 139.29(17) . . ?
C8 Sm01 C1B 133.1(4) 7_565 . ?
C8 Sm01 C1B 133.1(4) . . ?
C5 Sm01 C5 30.6(4) . 7_565 ?
C5 Sm01 C1B 84.2(8) . . ?
C5 Sm01 C1B 84.2(8) 7_565 . ?
C1A Sm01 C5 66.3(4) . . ?
C1A Sm01 C5 66.3(4) . 7_565 ?
C6 Sm01 C9 80.8(2) . . ?
C6 Sm01 C9 89.31(17) 7_565 . ?
C6 Sm01 C9 89.31(17) . 7_565 ?
C6 Sm01 C9 80.8(2) 7_565 7_565 ?
C6 Sm01 C8 59.2(2) . . ?
C6 Sm01 C8 80.7(2) 7_565 . ?
C6 Sm01 C8 59.2(2) 7_565 7_565 ?
C6 Sm01 C8 80.7(2) . 7_565 ?
C6 Sm01 C5 148.4(3) . 7_565 ?
C6 Sm01 C5 148.4(3) 7_565 . ?
C6 Sm01 C5 174.62(19) 7_565 7_565 ?
C6 Sm01 C5 174.62(19) . . ?
C6 Sm01 C1A 108.3(4) 7_565 . ?
C6 Sm01 C1A 108.3(4) . . ?
C6 Sm01 C1B 90.4(8) 7_565 . ?
C6 Sm01 C1B 90.4(8) . . ?
C6 Sm01 C6 31.7(4) . 7_565 ?
Sm01 C7 H7 134.0 . . ?
C8 C7 Sm01 75.1(4) . . ?
C8 C7 H7 112.2 . . ?
C8 C7 C6 135.6(6) . . ?
C6 C7 Sm01 74.5(3) . . ?
C6 C7 H7 112.2 . . ?
Sm01 C4 H4 134.9 . . ?
C3 C4 Sm01 78.3(4) . . ?
C3 C4 H4 110.9 . . ?
C3 C4 C5 138.2(8) . . ?
C5 C4 Sm01 72.4(4) . . ?
C5 C4 H4 110.9 . . ?
Sm01 C9 H9 133.6 . . ?
C9 C9 Sm01 74.36(19) 7_565 . ?
C9 C9 H9 112.7 7_565 . ?
C8 C9 Sm01 74.8(4) . . ?
C8 C9 C9 134.6(4) . 7_565 ?
C8 C9 H9 112.7 . . ?
Sm01 C8 H8 136.0 . . ?
C7 C8 Sm01 74.3(4) . . ?
C7 C8 C9 135.7(6) . . ?
C7 C8 H8 112.1 . . ?
C9 C8 Sm01 74.3(4) . . ?
C9 C8 H8 112.1 . . ?
Sm01 C2 H2A 119.3 . . ?
Sm01 C2 H2B 138.8 . . ?
C3 C2 Sm01 77.5(5) . . ?
C3 C2 H2A 126.1 . . ?
C3 C2 H2B 108.2 . . ?
C3 C2 C1A 107.8(10) . . ?
C1A C2 Sm01 68.9(6) . . ?
C1A C2 H2A 126.1 . . ?
C1B C2 Sm01 75.2(15) . . ?
C1B C2 H2B 108.2 . . ?
C1B C2 C3 144(2) . . ?
Sm01 C3 H3 131.3 . . ?
C4 C3 Sm01 74.5(5) . . ?
C4 C3 H3 113.0 . . ?
C2 C3 Sm01 75.6(4) . . ?
C2 C3 C4 134.0(9) . . ?
C2 C3 H3 113.0 . . ?
Sm01 C5 H5 134.7 . . ?
C4 C5 Sm01 77.9(4) . . ?
C4 C5 C5 140.7(4) . 7_565 ?
C4 C5 H5 109.6 . . ?
C5 C5 Sm01 74.71(19) 7_565 . ?
C5 C5 H5 109.6 7_565 . ?
Sm01 C1A H1A 107.6 . . ?
C2 C1A Sm01 82.5(6) 7_565 . ?
C2 C1A Sm01 82.5(6) . . ?
C2 C1A C2 129.2(15) 7_565 . ?
C2 C1A H1A 115.4 . . ?
C2 C1A H1A 115.4 7_565 . ?
Sm01 C1B H1B 134.9 . . ?
C2 C1B Sm01 78.3(15) . . ?
C2 C1B Sm01 78.3(15) 7_565 . ?
C2 C1B C2 147(4) 7_565 . ?
C2 C1B H1B 106.7 7_565 . ?
C2 C1B H1B 106.7 . . ?
Sm01 C6 H6 134.3 . . ?
C7 C6 Sm01 74.2(3) . . ?
C7 C6 C6 134.1(4) . 7_565 ?
C7 C6 H6 113.0 . . ?
C6 C6 Sm01 74.17(18) 7_565 . ?
C6 C6 H6 113.0 7_565 . ?
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
Sm01 C7 2.591(6) 7_565 ?
Sm01 C7 2.591(6) . ?
Sm01 C9 2.595(6) . ?
Sm01 C9 2.595(6) 7_565 ?
Sm01 C8 2.601(6) 7_565 ?
Sm01 C8 2.601(6) . ?
Sm01 C5 2.763(6) . ?
Sm01 C5 2.763(6) 7_565 ?
Sm01 C1A 2.687(13) . ?
Sm01 C1B 2.82(3) . ?
Sm01 C6 2.594(5) . ?
Sm01 C6 2.594(5) 7_565 ?
C7 H7 0.9500 . ?
C7 C8 1.373(10) . ?
C7 C6 1.398(10) . ?
C4 H4 0.9500 . ?
C4 C3 1.340(12) . ?
C4 C5 1.434(11) . ?
C9 C9 1.399(17) 7_565 ?
C9 H9 0.9500 . ?
C9 C8 1.387(10) . ?
C8 H8 0.9500 . ?
C2 H2A 0.9500 . ?
C2 H2B 0.9500 . ?
C2 C3 1.335(12) . ?
C2 C1A 1.379(11) . ?
C2 C1B 1.301(15) . ?
C3 H3 0.9500 . ?
C5 C5 1.458(18) 7_565 ?
C5 H5 0.9500 . ?
C1A H1A 0.9500 . ?
C1B H1B 0.9500 . ?
C6 C6 1.416(16) 7_565 ?
C6 H6 0.9500 . ?
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
Sm01 C7 C8 C9 -46.2(7) . . . . ?
Sm01 C7 C6 C6 48.1(4) . . . 7_565 ?
Sm01 C4 C3 C2 51.2(9) . . . . ?
Sm01 C4 C5 C5 -46.6(5) . . . 7_565 ?
Sm01 C9 C8 C7 46.2(7) . . . . ?
Sm01 C2 C3 C4 -50.8(9) . . . . ?
Sm01 C2 C1A C2 -74.0(14) . . . 7_565 ?
Sm01 C2 C1B C2 46(4) . . . 7_565 ?
C9 C9 C8 Sm01 -48.7(3) 7_565 . . . ?
C9 C9 C8 C7 -2.5(10) 7_565 . . . ?
C8 C7 C6 Sm01 -48.3(7) . . . . ?
C8 C7 C6 C6 -0.2(10) . . . 7_565 ?
C3 C4 C5 Sm01 47.8(10) . . . . ?
C3 C4 C5 C5 1.2(14) . . . 7_565 ?
C3 C2 C1A Sm01 -68.5(6) . . . . ?
C3 C2 C1A C2 -142.4(13) . . . 7_565 ?
C3 C2 C1B Sm01 -43(2) . . . . ?
C3 C2 C1B C2 3(7) . . . 7_565 ?
C5 C4 C3 Sm01 -46.1(9) . . . . ?
C5 C4 C3 C2 5.1(17) . . . . ?
C1A C2 C3 Sm01 62.7(7) . . . . ?
C1A C2 C3 C4 11.9(13) . . . . ?
C1B C2 C3 Sm01 42(3) . . . . ?
C1B C2 C3 C4 -8(3) . . . . ?
C6 C7 C8 Sm01 48.1(7) . . . . ?
C6 C7 C8 C9 1.9(13) . . . . ?
