# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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 
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data_jr_jh_1_22b_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1540142'
_audit_update_record             
;
2017-03-24 deposited with the CCDC.
2017-05-04 downloaded from the CCDC.
;
_audit_creation_date             2017-03-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
bis((u2-chloro)-(eta8-cyclooctatetraenyl)-bis(tetrahydrofuran)-erbium)
_chemical_formula_moiety         'C24 H32 Cl2 Er2 O2'
_chemical_formula_sum            'C24 H32 Cl2 Er2 O2'
_chemical_formula_weight         757.91
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.3424(6)
_cell_length_b                   11.0134(7)
_cell_length_c                   12.4684(7)
_cell_angle_alpha                90
_cell_angle_beta                 111.126(3)
_cell_angle_gamma                90
_cell_volume                     1196.67(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9910
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.206
_exptl_absorpt_correction_T_max  0.0921
_exptl_absorpt_correction_T_min  0.0378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1578 before and 0.1011 after correction. The Ratio of minimum to maximum transmission is 0.4104. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light pink'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    2.103
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             724
_exptl_crystal_preparation       ', Magnetic properties'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0800
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            21652
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.707
_diffrn_reflns_theta_min         2.337
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2101
_reflns_number_total             2277
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.067
_refine_diff_density_min         -1.828
_refine_diff_density_rms         0.228
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.028
_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)+(0.0590P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0852
_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:
 C9(H9A,H9B), C11(H11A,H11B), C10(H10A,H10B), C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C7(H7), C2(H2), C1(H1), C6(H6), C8(H8), C4(H4)
;
_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
Er1 Er 0.71206(2) 0.53303(2) 0.62021(2) 0.01132(12) Uani 1 1 d . . . . .
Cl1 Cl 0.42143(13) 0.49664(12) 0.60990(10) 0.0151(2) Uani 1 1 d . . . . .
O1 O 0.7067(3) 0.3210(3) 0.6120(2) 0.0177(8) Uani 1 1 d . . . . .
C9 C 0.7838(6) 0.2461(5) 0.5544(5) 0.0235(11) Uani 1 1 d . . . . .
H9A H 0.8929 0.2343 0.6034 0.028 Uiso 1 1 calc R . . . .
H9B H 0.7784 0.2835 0.4808 0.028 Uiso 1 1 calc R . . . .
C5 C 0.7984(6) 0.7450(5) 0.5941(4) 0.0218(11) Uani 1 1 d . . . . .
H5 H 0.7638 0.8049 0.5356 0.026 Uiso 1 1 calc R . . . .
C3 C 0.7362(5) 0.6908(4) 0.7756(4) 0.0191(10) Uani 1 1 d . . . . .
H3 H 0.6732 0.7244 0.8132 0.023 Uiso 1 1 calc R . . . .
C11 C 0.6207(6) 0.1235(5) 0.6225(4) 0.0256(11) Uani 1 1 d . . . . .
H11A H 0.5076 0.1226 0.5846 0.031 Uiso 1 1 calc R . . . .
H11B H 0.6529 0.0510 0.6724 0.031 Uiso 1 1 calc R . . . .
C10 C 0.6975(6) 0.1257(5) 0.5335(4) 0.0237(11) Uani 1 1 d . . . . .
H10A H 0.6201 0.1222 0.4545 0.028 Uiso 1 1 calc R . . . .
H10B H 0.7691 0.0566 0.5447 0.028 Uiso 1 1 calc R . . . .
C7 C 0.9878(6) 0.5675(5) 0.6336(5) 0.0262(12) Uani 1 1 d . . . . .
H7 H 1.0555 0.5373 0.5984 0.031 Uiso 1 1 calc R . . . .
C2 C 0.8162(6) 0.5862(5) 0.8324(4) 0.0212(11) Uani 1 1 d . . . . .
H2 H 0.7913 0.5644 0.8973 0.025 Uiso 1 1 calc R . . . .
C1 C 0.9237(6) 0.5073(5) 0.8149(5) 0.0236(12) Uani 1 1 d . . . . .
H1 H 0.9563 0.4452 0.8714 0.028 Uiso 1 1 calc R . . . .
C6 C 0.9051(5) 0.6680(5) 0.5772(4) 0.0229(11) Uani 1 1 d . . . . .
H6 H 0.9272 0.6890 0.5109 0.027 Uiso 1 1 calc R . . . .
C8 C 0.9942(6) 0.4993(5) 0.7323(5) 0.0232(12) Uani 1 1 d . . . . .
H8 H 1.0624 0.4322 0.7458 0.028 Uiso 1 1 calc R . . . .
C12 C 0.6741(6) 0.2389(4) 0.6918(4) 0.0173(10) Uani 1 1 d . . . . .
H12A H 0.5928 0.2723 0.7168 0.021 Uiso 1 1 calc R . . . .
H12B H 0.7673 0.2239 0.7604 0.021 Uiso 1 1 calc R . . . .
C4 C 0.7275(5) 0.7571(4) 0.6769(4) 0.0198(11) Uani 1 1 d . . . . .
H4 H 0.6596 0.8244 0.6626 0.024 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
Er1 Cl1 2.7014(11) . ?
Er1 Cl1 2.7046(12) 3_666 ?
Er1 O1 2.337(4) . ?
Er1 C5 2.528(5) . ?
Er1 C3 2.551(4) . ?
Er1 C7 2.549(5) . ?
Er1 C2 2.536(5) . ?
Er1 C1 2.534(5) . ?
Er1 C6 2.539(4) . ?
Er1 C8 2.527(5) . ?
Er1 C4 2.557(5) . ?
Cl1 Er1 2.7045(12) 3_666 ?
O1 C9 1.444(6) . ?
O1 C12 1.456(5) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.525(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(7) . ?
C5 C4 1.419(7) . ?
C3 H3 0.9500 . ?
C3 C2 1.417(7) . ?
C3 C4 1.408(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C10 1.524(7) . ?
C11 C12 1.517(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C6 1.388(8) . ?
C7 C8 1.424(9) . ?
C2 H2 0.9500 . ?
C2 C1 1.403(8) . ?
C1 H1 0.9500 . ?
C1 C8 1.412(8) . ?
C6 H6 0.9500 . ?
C8 H8 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C4 H4 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
Cl1 Er1 Cl1 81.97(4) . 3_666 ?
O1 Er1 Cl1 80.69(8) . 3_666 ?
O1 Er1 Cl1 81.06(7) . . ?
O1 Er1 C5 156.83(14) . . ?
O1 Er1 C3 135.13(13) . . ?
O1 Er1 C7 99.01(15) . . ?
O1 Er1 C2 105.69(14) . . ?
O1 Er1 C1 85.82(14) . . ?
O1 Er1 C6 125.54(13) . . ?
O1 Er1 C8 83.03(14) . . ?
O1 Er1 C4 167.11(13) . . ?
C5 Er1 Cl1 91.24(12) . 3_666 ?
C5 Er1 Cl1 119.51(12) . . ?
C5 Er1 C3 61.56(16) . . ?
C5 Er1 C7 60.61(18) . . ?
C5 Er1 C2 84.31(16) . . ?
C5 Er1 C1 92.96(17) . . ?
C5 Er1 C6 31.63(17) . . ?
C5 Er1 C4 32.40(17) . . ?
C3 Er1 Cl1 140.22(11) . 3_666 ?
C3 Er1 Cl1 87.10(10) . . ?
C3 Er1 C4 32.00(15) . . ?
C7 Er1 Cl1 98.98(13) . 3_666 ?
C7 Er1 Cl1 179.05(12) . . ?
C7 Er1 C3 92.19(16) . . ?
C7 Er1 C4 83.29(17) . . ?
C2 Er1 Cl1 172.43(12) . 3_666 ?
C2 Er1 Cl1 94.87(11) . . ?
C2 Er1 C3 32.34(15) . . ?
C2 Er1 C7 84.19(16) . . ?
C2 Er1 C6 92.90(15) . . ?
C2 Er1 C4 61.76(16) . . ?
C1 Er1 Cl1 116.92(13) . . ?
C1 Er1 Cl1 154.81(14) . 3_666 ?
C1 Er1 C3 61.58(16) . . ?
C1 Er1 C7 62.16(18) . . ?
C1 Er1 C2 32.13(17) . . ?
C1 Er1 C6 84.23(17) . . ?
C1 Er1 C4 84.06(16) . . ?
C6 Er1 Cl1 86.43(11) . 3_666 ?
C6 Er1 Cl1 148.76(12) . . ?
C6 Er1 C3 83.47(15) . . ?
C6 Er1 C7 31.65(17) . . ?
C6 Er1 C4 61.28(16) . . ?
C8 Er1 Cl1 124.00(13) . 3_666 ?
C8 Er1 Cl1 146.60(14) . . ?
C8 Er1 C5 83.64(17) . . ?
C8 Er1 C3 83.76(15) . . ?
C8 Er1 C7 32.59(19) . . ?
C8 Er1 C2 61.68(17) . . ?
C8 Er1 C1 32.39(19) . . ?
C8 Er1 C6 61.58(18) . . ?
C8 Er1 C4 92.61(16) . . ?
C4 Er1 Cl1 111.60(12) . 3_666 ?
C4 Er1 Cl1 96.43(11) . . ?
Er1 Cl1 Er1 98.03(4) . 3_666 ?
C9 O1 Er1 125.9(3) . . ?
C9 O1 C12 104.5(4) . . ?
C12 O1 Er1 126.6(3) . . ?
O1 C9 H9A 110.8 . . ?
O1 C9 H9B 110.8 . . ?
O1 C9 C10 104.7(4) . . ?
H9A C9 H9B 108.9 . . ?
C10 C9 H9A 110.8 . . ?
C10 C9 H9B 110.8 . . ?
Er1 C5 H5 134.7 . . ?
C6 C5 Er1 74.6(3) . . ?
C6 C5 H5 111.9 . . ?
C6 C5 C4 136.1(5) . . ?
C4 C5 Er1 74.9(3) . . ?
C4 C5 H5 111.9 . . ?
Er1 C3 H3 137.7 . . ?
C2 C3 Er1 73.2(3) . . ?
C2 C3 H3 112.3 . . ?
C4 C3 Er1 74.2(3) . . ?
C4 C3 H3 112.3 . . ?
C4 C3 C2 135.5(4) . . ?
H11A C11 H11B 108.8 . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
C12 C11 C10 104.9(4) . . ?
C9 C10 H10A 110.9 . . ?
C9 C10 H10B 110.9 . . ?
C11 C10 C9 104.4(4) . . ?
C11 C10 H10A 110.9 . . ?
C11 C10 H10B 110.9 . . ?
H10A C10 H10B 108.9 . . ?
Er1 C7 H7 138.0 . . ?
C6 C7 Er1 73.8(3) . . ?
C6 C7 H7 112.8 . . ?
C6 C7 C8 134.5(5) . . ?
C8 C7 Er1 72.8(3) . . ?
C8 C7 H7 112.8 . . ?
Er1 C2 H2 135.3 . . ?
C3 C2 Er1 74.4(3) . . ?
C3 C2 H2 112.6 . . ?
C1 C2 Er1 73.9(3) . . ?
C1 C2 C3 134.8(5) . . ?
C1 C2 H2 112.6 . . ?
Er1 C1 H1 136.3 . . ?
C2 C1 Er1 74.0(3) . . ?
C2 C1 H1 112.8 . . ?
C2 C1 C8 134.5(5) . . ?
C8 C1 Er1 73.5(3) . . ?
C8 C1 H1 112.8 . . ?
Er1 C6 H6 136.1 . . ?
C5 C6 Er1 73.8(3) . . ?
C5 C6 C7 135.5(5) . . ?
C5 C6 H6 112.3 . . ?
C7 C6 Er1 74.6(3) . . ?
C7 C6 H6 112.3 . . ?
Er1 C8 H8 135.4 . . ?
C7 C8 Er1 74.6(3) . . ?
C7 C8 H8 112.3 . . ?
C1 C8 Er1 74.1(3) . . ?
C1 C8 C7 135.4(5) . . ?
C1 C8 H8 112.3 . . ?
O1 C12 C11 103.8(4) . . ?
O1 C12 H12A 111.0 . . ?
O1 C12 H12B 111.0 . . ?
C11 C12 H12A 111.0 . . ?
C11 C12 H12B 111.0 . . ?
H12A C12 H12B 109.0 . . ?
Er1 C4 H4 137.2 . . ?
C5 C4 Er1 72.7(3) . . ?
C5 C4 H4 113.1 . . ?
C3 C4 Er1 73.8(3) . . ?
C3 C4 C5 133.8(5) . . ?
C3 C4 H4 113.1 . . ?

_olex2_submission_original_sample_id JR_JH_1_22b
_olex2_submission_special_instructions 'No special instructions were received'
_chemical_properties_physical    
', Air-sensitive,Moisture-sensitive,Oxygen-sensitive'
