#------------------------------------------------------------------------------
#$Date: 2016-03-22 21:29:58 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179020 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/18/4121858.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_4121858
loop_
_publ_author_name
'Robinson, Jerome R.'
'Fan, Xinyuan'
'Yadav, Jagjit'
'Carroll, Patrick J.'
'Wooten, Alfred J.'
'Pericàs, Miquel A'
'Schelter, Eric J.'
'Walsh, Patrick J.'
_publ_section_title
;
 Air- and Water-Tolerant Rare Earth Guanidinium BINOLate Complexes as
 Practical Precatalysts in Multifunctional Asymmetric Catalysis.
;
_journal_issue                   22
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              8034
_journal_paper_doi               10.1021/ja502568g
_journal_volume                  136
_journal_year                    2014
_chemical_formula_sum            'C75 H78 N9 O6 Y'
_chemical_formula_weight         1290.37
_space_group_IT_number           197
_symmetry_cell_setting           cubic
_symmetry_Int_Tables_number      197
_symmetry_space_group_name_Hall  'I 2 2 3'
_symmetry_space_group_name_H-M   'I 2 3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   26.5809(8)
_cell_length_b                   26.5809(8)
_cell_length_c                   26.5809(8)
_cell_measurement_temperature    143(1)
_cell_volume                     18780.6(10)
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      143(1)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'CCD Area Detector'
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            181663
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.08
_exptl_absorpt_coefficient_mu    0.664
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6847
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2007)'
_exptl_crystal_density_diffrn    0.913
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5424
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.006(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         7174
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0479
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0826P)²+16.2498P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1381
_reflns_number_gt                6510
_reflns_number_total             7174
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja502568g_si_002.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 

 Adding full bibliography for 4121856--4121859.cif.
;
_cod_original_sg_symbol_H-M      'I 23     '
_cod_database_code               4121858
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'y, z, x'
'z, x, y'
'x, -y, -z'
'y, -z, -x'
'z, -x, -y'
'-y, z, -x'
'-z, x, -y'
'-z, -x, y'
'-x, -y, z'
'-y, -z, x'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'y+1/2, z+1/2, x+1/2'
'z+1/2, x+1/2, y+1/2'
'x+1/2, -y+1/2, -z+1/2'
'y+1/2, -z+1/2, -x+1/2'
'z+1/2, -x+1/2, -y+1/2'
'-y+1/2, z+1/2, -x+1/2'
'-z+1/2, x+1/2, -y+1/2'
'-z+1/2, -x+1/2, y+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, -z+1/2, x+1/2'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Y1 Y 0.207616(9) 0.207616(9) 0.207616(9) 0.03086(11) Uani 1 3 d S
O1 O 0.29122(7) 0.19828(6) 0.21976(6) 0.0308(3) Uani 1 1 d .
O2 O 0.23063(7) 0.18076(7) 0.13105(7) 0.0332(4) Uani 1 1 d .
C1 C 0.32227(9) 0.22092(9) 0.18793(10) 0.0307(5) Uani 1 1 d .
C2 C 0.34198(10) 0.26907(9) 0.20175(12) 0.0358(5) Uani 1 1 d .
H2 H 0.3346 0.2823 0.2333 0.048 Uiso 1 1 calc R
C3 C 0.37162(10) 0.29602(10) 0.16925(12) 0.0397(6) Uani 1 1 d .
H3 H 0.3841 0.3272 0.1791 0.053 Uiso 1 1 calc R
C4 C 0.38352(10) 0.27706(10) 0.12089(12) 0.0385(6) Uani 1 1 d .
C5 C 0.41389(11) 0.30445(12) 0.08586(14) 0.0473(8) Uani 1 1 d .
H5 H 0.4255 0.3362 0.0947 0.063 Uiso 1 1 calc R
C6 C 0.42611(11) 0.28532(15) 0.04030(13) 0.0538(9) Uani 1 1 d .
H6 H 0.4460 0.3038 0.0182 0.072 Uiso 1 1 calc R
C7 C 0.40865(12) 0.23779(13) 0.02679(12) 0.0462(7) Uani 1 1 d .
H7 H 0.4176 0.2246 -0.0044 0.062 Uiso 1 1 calc R
C8 C 0.37842(10) 0.20970(13) 0.05842(10) 0.0411(6) Uani 1 1 d .
H8 H 0.3663 0.1786 0.0479 0.055 Uiso 1 1 calc R
C9 C 0.36585(9) 0.22828(10) 0.10699(10) 0.0340(6) Uani 1 1 d .
C10 C 0.33525(9) 0.20046(9) 0.14133(9) 0.0297(5) Uani 1 1 d .
C11 C 0.31488(10) 0.14984(10) 0.12811(9) 0.0320(5) Uani 1 1 d .
C12 C 0.34783(11) 0.10716(11) 0.12195(10) 0.0364(6) Uani 1 1 d .
C13 C 0.40078(11) 0.11112(11) 0.12680(9) 0.0358(6) Uani 1 1 d .
H13 H 0.4151 0.1420 0.1348 0.048 Uiso 1 1 calc R
C14 C 0.43140(13) 0.07001(13) 0.11985(11) 0.0468(7) Uani 1 1 d .
H14 H 0.4661 0.0738 0.1228 0.062 Uiso 1 1 calc R
C15 C 0.41141(14) 0.02252(12) 0.10838(12) 0.0490(8) Uani 1 1 d .
H15 H 0.4326 -0.0048 0.1031 0.065 Uiso 1 1 calc R
C16 C 0.36028(15) 0.01684(12) 0.10512(13) 0.0528(8) Uani 1 1 d .
H16 H 0.3469 -0.0148 0.0986 0.070 Uiso 1 1 calc R
C17 C 0.32697(13) 0.05876(11) 0.11154(12) 0.0433(7) Uani 1 1 d .
C18 C 0.27472(14) 0.05361(12) 0.10716(14) 0.0525(8) Uani 1 1 d .
H18 H 0.2609 0.0222 0.1001 0.070 Uiso 1 1 calc R
C19 C 0.24374(12) 0.09445(12) 0.11316(13) 0.0462(7) Uani 1 1 d .
H19 H 0.2091 0.0902 0.1101 0.061 Uiso 1 1 calc R
C20 C 0.26346(10) 0.14345(10) 0.12398(10) 0.0327(5) Uani 1 1 d .
N1 N 0.27899(8) 0.09802(9) 0.24318(9) 0.0352(5) Uani 1 1 d .
H1a H 0.2476 0.0944 0.2364 0.047 Uiso 1 1 calc R
H1b H 0.2928 0.1272 0.2408 0.047 Uiso 1 1 calc R
N2 N 0.35498(9) 0.06511(8) 0.26767(9) 0.0353(5) Uani 1 1 d .
N3 N 0.28497(10) 0.01357(9) 0.26091(10) 0.0421(5) Uani 1 1 d .
C21 C 0.30577(10) 0.05913(10) 0.25705(9) 0.0331(5) Uani 1 1 d .
C22 C 0.37593(11) 0.11524(11) 0.27220(11) 0.0379(6) Uani 1 1 d .
H22a H 0.3832 0.1283 0.2393 0.057 Uiso 1 1 calc R
H22b H 0.4064 0.1139 0.2916 0.057 Uiso 1 1 calc R
H22c H 0.3521 0.1368 0.2887 0.057 Uiso 1 1 calc R
C23 C 0.39200(12) 0.02648(12) 0.25322(12) 0.0443(7) Uani 1 1 d .
H23a H 0.3748 -0.0024 0.2401 0.066 Uiso 1 1 calc R
H23b H 0.4113 0.0168 0.2822 0.066 Uiso 1 1 calc R
H23c H 0.4141 0.0398 0.2280 0.066 Uiso 1 1 calc R
C24 C 0.30008(14) -0.02267(10) 0.29952(12) 0.0492(8) Uani 1 1 d .
H24a H 0.3278 -0.0093 0.3184 0.074 Uiso 1 1 calc R
H24b H 0.3101 -0.0536 0.2838 0.074 Uiso 1 1 calc R
H24c H 0.2723 -0.0289 0.3217 0.074 Uiso 1 1 calc R
C25 C 0.23458(13) 0.00469(13) 0.24004(16) 0.0549(9) Uani 1 1 d .
H25a H 0.2096 0.0139 0.2645 0.082 Uiso 1 1 calc R
H25b H 0.2310 -0.0303 0.2317 0.082 Uiso 1 1 calc R
H25c H 0.2302 0.0247 0.2103 0.082 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Y Y -2.7962 3.5667 '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
O2 Y1 O2 92.61(7) 2 .
O2 Y1 O2 92.61(7) 2 3
O2 Y1 O2 92.61(7) . 3
O2 Y1 O1 80.00(6) 2 2
O2 Y1 O1 165.57(6) . 2
O2 Y1 O1 100.05(6) 3 2
O2 Y1 O1 100.05(6) 2 .
O2 Y1 O1 80.00(6) . .
O2 Y1 O1 165.57(6) 3 .
O1 Y1 O1 89.03(6) 2 .
O2 Y1 O1 165.57(6) 2 3
O2 Y1 O1 100.05(6) . 3
O2 Y1 O1 80.00(6) 3 3
O1 Y1 O1 89.03(6) 2 3
O1 Y1 O1 89.03(6) . 3
C1 O1 Y1 118.10(15) . .
C20 O2 Y1 122.89(16) . .
O1 C1 C10 122.9(2) . .
O1 C1 C2 118.0(2) . .
C10 C1 C2 119.1(2) . .
C3 C2 C1 121.1(3) . .
C2 C3 C4 120.9(3) . .
C3 C4 C9 119.0(2) . .
C3 C4 C5 122.3(3) . .
C9 C4 C5 118.6(3) . .
C6 C5 C4 121.8(3) . .
C5 C6 C7 119.5(3) . .
C8 C7 C6 121.8(3) . .
C7 C8 C9 120.1(3) . .
C8 C9 C4 118.2(3) . .
C8 C9 C10 122.3(3) . .
C4 C9 C10 119.5(3) . .
C1 C10 C9 120.4(2) . .
C1 C10 C11 118.1(2) . .
C9 C10 C11 121.5(2) . .
C20 C11 C12 119.7(3) . .
C20 C11 C10 119.2(2) . .
C12 C11 C10 121.0(2) . .
C13 C12 C17 118.1(3) . .
C13 C12 C11 122.3(3) . .
C17 C12 C11 119.7(3) . .
C14 C13 C12 121.1(3) . .
C13 C14 C15 121.3(3) . .
C16 C15 C14 119.2(3) . .
C15 C16 C17 121.3(3) . .
C18 C17 C12 119.3(3) . .
C18 C17 C16 121.8(3) . .
C12 C17 C16 118.9(3) . .
C19 C18 C17 120.6(3) . .
C18 C19 C20 121.5(3) . .
O2 C20 C11 123.0(2) . .
O2 C20 C19 117.7(2) . .
C11 C20 C19 119.3(3) . .
C21 N2 C22 119.9(2) . .
C21 N2 C23 120.8(2) . .
C22 N2 C23 113.9(2) . .
C21 N3 C24 122.5(3) . .
C21 N3 C25 119.6(2) . .
C24 N3 C25 114.2(3) . .
N1 C21 N3 120.9(3) . .
N1 C21 N2 119.6(2) . .
N3 C21 N2 119.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Y1 O2 2.2418(19) 2
Y1 O2 2.2418(19) .
Y1 O2 2.2418(19) 3
Y1 O1 2.2593(18) 2
Y1 O1 2.2593(18) .
Y1 O1 2.2593(18) 3
O1 C1 1.326(3) .
O2 C20 1.334(3) .
C1 C10 1.396(4) .
C1 C2 1.431(4) .
C2 C3 1.371(4) .
C3 C4 1.417(5) .
C4 C9 1.428(4) .
C4 C5 1.431(4) .
C5 C6 1.353(5) .
C6 C7 1.393(5) .
C7 C8 1.382(4) .
C8 C9 1.422(4) .
C9 C10 1.429(4) .
C10 C11 1.492(4) .
C11 C20 1.382(4) .
C11 C12 1.443(4) .
C12 C13 1.417(4) .
C12 C17 1.428(4) .
C13 C14 1.375(4) .
C14 C15 1.403(5) .
C15 C16 1.370(5) .
C16 C17 1.433(4) .
C17 C18 1.400(5) .
C18 C19 1.372(5) .
C19 C20 1.433(4) .
N1 C21 1.308(3) .
N2 C21 1.347(4) .
N2 C22 1.449(4) .
N2 C23 1.473(3) .
N3 C21 1.335(4) .
N3 C24 1.464(4) .
N3 C25 1.469(4) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1a O2 0.86 2.03 2.775(3) 144.3 2
N1 H1b O1 0.86 1.97 2.756(3) 151.1 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.002 -0.003 -0.002 3568 1224 ' '
2 0.502 -0.029 0.476 3568 1224 ' '
