#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/35/4113532.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_4113532
loop_
_publ_author_name
'Tomoaki Hamada'
'Kei Manabe'
'Shunpei Ishikawa'
'Satoshi Nagayama'
'Motoo Shiro'
'Shū Kobayashi'
_publ_section_title
;
 Catalytic Asymmetric Aldol Reactions in Aqueous Media Using Chiral
 Bis-pyridino-18-crown-6-Rare Earth Metal Triflate Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2989
_journal_page_last               2996
_journal_paper_doi               10.1021/ja028698z
_journal_volume                  125
_journal_year                    2003
_chemical_formula_sum            'C24 H36 N5 O14 Y'
_chemical_formula_weight         707.48
_space_group_IT_number           20
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      20
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.951(1)
_cell_length_b                   15.125(1)
_cell_length_c                   16.774(1)
_cell_measurement_reflns_used    19546
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.2
_cell_volume                     3032.0(4)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.10'
_computing_publication_material  'teXsan Ver. 1.10'
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_structure_solution    'DIRDIF92 (PATTY)'
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 1.0000
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.101
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7068
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    2.001
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_description       block
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         2.81
_refine_diff_density_min         -2.07
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     207
_refine_ls_number_reflns         1954
_refine_ls_R_factor_gt           0.0355
_refine_ls_shift/su_max          0.0011
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.00700(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0689
_reflns_number_gt                1512
_reflns_number_total             1957
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja028698zsi20030105_093047_3.cif
_cod_data_source_block           RGK762rap_Tokyo_Univ._(Dr.
_cod_original_cell_volume        3032.1(4)
_cod_original_sg_symbol_H-M      'C 2 2 21 '
_cod_original_formula_sum        'C24 H36 N5 O14 Y '
_cod_database_code               4113532
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,-z
-x,-y,1/2+z
-x,y,1/2-z
1/2+x,1/2+y,z
1/2+x,1/2-y,-z
1/2-x,1/2-y,1/2+z
1/2-x,1/2+y,1/2-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_calc_flag
_atom_site_refinement_flags
Y(1) Y 1.0000 0.77618(4) 0.7500 0.0113(1) Uani 1.00 d S
O(1) O 0.9404(3) 0.8506(2) 0.8707(2) 0.0172(8) Uani 1.00 d .
O(2) O 0.8664(4) 0.6991(3) 0.8351(2) 0.019(1) Uani 1.00 d .
O(3) O 0.8250(3) 0.8414(2) 0.7030(2) 0.0184(8) Uani 1.00 d .
O(4) O 0.8599(4) 0.7100(4) 0.6601(2) 0.015(1) Uani 1.00 d .
O(5) O 0.6984(4) 0.7680(5) 0.6381(3) 0.038(1) Uani 1.00 d .
O(6) O 0.6768(5) 1.0000 0.5000 0.052(2) Uani 1.00 d S
O(7) O 0.8332(3) 0.9354(2) 0.4709(2) 0.025(1) Uani 1.00 d .
O(8) O 0.7824(6) 0.5630(5) 0.5544(4) 0.025(2) Uani 0.50 d P
N(1) N 1.0000 0.9459(3) 0.7500 0.017(1) Uani 1.00 d S
N(2) N 1.0000 0.6043(3) 0.7500 0.015(1) Uani 1.00 d S
N(3) N 0.7916(4) 0.7728(3) 0.6667(2) 0.019(1) Uani 1.00 d .
N(4) N 0.7809(5) 1.0000 0.5000 0.026(2) Uani 1.00 d S
C(1) C 1.0000 1.1307(4) 0.7500 0.025(2) Uani 1.00 d S
C(2) C 0.9820(6) 1.0846(3) 0.8192(3) 0.021(2) Uani 1.00 d .
C(3) C 0.9847(6) 0.9918(3) 0.8171(2) 0.017(1) Uani 1.00 d .
C(4) C 0.9686(5) 0.9408(3) 0.8923(3) 0.023(1) Uani 1.00 d .
C(5) C 0.8915(4) 0.8026(3) 0.9374(2) 0.017(1) Uani 1.00 d .
C(6) C 0.9861(6) 0.7600(3) 0.9873(3) 0.031(2) Uani 1.00 d .
C(7) C 0.8057(5) 0.7396(3) 0.9021(3) 0.020(1) Uani 1.00 d .
C(8) C 0.7004(5) 0.7841(7) 0.8740(4) 0.025(2) Uani 1.00 d .
C(9) C 0.8200(5) 0.6131(3) 0.8163(3) 0.020(1) Uani 1.00 d .
C(10) C 0.9138(4) 0.5584(3) 0.7824(2) 0.014(1) Uani 1.00 d .
C(11) C 0.9129(5) 0.4677(3) 0.7824(3) 0.027(1) Uani 1.00 d .
C(12) C 1.0000 0.4213(4) 0.7500 0.027(2) Uani 1.00 d S
C(14) C 0.8769(5) 0.5232(4) 0.5402(3) 0.038(2) Uani 1.00 d .
H(1) H 1.0000 1.1951 0.7500 0.0329 Uiso 1.00 calc S
H(2) H 0.9690 1.1148 0.8684 0.0247 Uiso 1.00 calc .
H(4A) H 1.0357 0.9409 0.9219 0.0259 Uiso 1.00 calc .
H(4B) H 0.9098 0.9659 0.9224 0.0259 Uiso 1.00 calc .
H(5) H 0.8534 0.8436 0.9712 0.0230 Uiso 1.00 calc .
H(6A) H 0.9506 0.7323 1.0327 0.0304 Uiso 1.00 calc .
H(6B) H 1.0195 0.7159 0.9558 0.0304 Uiso 1.00 calc .
H(6C) H 1.0356 0.8028 1.0036 0.0304 Uiso 1.00 calc .
H(7) H 0.7899 0.6957 0.9394 0.0226 Uiso 1.00 calc .
H(8A) H 0.6565 0.7426 0.8456 0.0340 Uiso 1.00 calc .
H(8B) H 0.7195 0.8320 0.8395 0.0340 Uiso 1.00 calc .
H(8C) H 0.6603 0.8059 0.9183 0.0340 Uiso 1.00 calc .
H(9A) H 0.7632 0.6192 0.7777 0.0235 Uiso 1.00 calc .
H(9B) H 0.7928 0.5858 0.8626 0.0235 Uiso 1.00 calc .
H(11) H 0.8521 0.4371 0.8076 0.0314 Uiso 1.00 calc .
H(12) H 1.0000 0.3559 0.7500 0.0314 Uiso 1.00 calc S
O(1*) O 1.0596(3) 0.8506(2) 0.6293(2) 0.0172(8) Uani 1.00 d .
O(2*) O 1.1336(4) 0.6991(3) 0.6649(2) 0.019(1) Uani 1.00 d .
O(3*) O 1.1750(3) 0.8414(2) 0.7970(2) 0.0184(8) Uani 1.00 d .
O(4*) O 1.1401(4) 0.7100(4) 0.8399(2) 0.015(1) Uani 1.00 d .
C(3*) C 1.0153(6) 0.9918(3) 0.6829(2) 0.017(1) Uani 1.00 d .
C(10*) C 1.0862(4) 0.5584(3) 0.7176(2) 0.014(1) Uani 1.00 d .
O(7') O 0.8332(3) 1.0646(2) 0.5291(2) 0.025(1) Uani 1.00 d .
C(2*) C 1.0180(6) 1.0846(3) 0.6808(3) 0.021(2) Uani 1.00 d .
C(11*) C 1.0871(5) 0.4677(3) 0.7176(3) 0.027(1) Uani 1.00 d .
C(14') C 0.8769(5) 0.4768(4) 0.4598(3) 0.038(2) Uani 1.00 d .
C(4*) C 1.0314(5) 0.9408(3) 0.6077(3) 0.023(1) Uani 1.00 d .
C(5*) C 1.1085(4) 0.8026(3) 0.5626(2) 0.017(1) Uani 1.00 d .
C(7*) C 1.1943(5) 0.7396(3) 0.5979(3) 0.020(1) Uani 1.00 d .
C(9*) C 1.1800(5) 0.6131(3) 0.6837(3) 0.020(1) Uani 1.00 d .
N(3*) N 1.2084(4) 0.7728(3) 0.8333(2) 0.019(1) Uani 1.00 d .
H(2*) H 1.0310 1.1148 0.6316 0.0247 Uiso 1.00 calc .
H(11*) H 1.1479 0.4371 0.6924 0.0314 Uiso 1.00 calc .
O(8') O 0.7824(6) 0.4370(5) 0.4456(4) 0.025(2) Uani 0.50 d P
H(4A*) H 0.9643 0.9409 0.5781 0.0259 Uiso 1.00 calc .
H(4B*) H 1.0902 0.9659 0.5776 0.0259 Uiso 1.00 calc .
C(6*) C 1.0139(6) 0.7600(3) 0.5127(3) 0.031(2) Uani 1.00 d .
H(5*) H 1.1466 0.8436 0.5288 0.0230 Uiso 1.00 calc .
C(8*) C 1.2996(5) 0.7841(7) 0.6260(4) 0.025(2) Uani 1.00 d .
H(7*) H 1.2101 0.6957 0.5606 0.0226 Uiso 1.00 calc .
H(9A*) H 1.2368 0.6192 0.7223 0.0235 Uiso 1.00 calc .
H(9B*) H 1.2072 0.5858 0.6374 0.0235 Uiso 1.00 calc .
O(5*) O 1.3016(4) 0.7680(5) 0.8619(3) 0.038(1) Uani 1.00 d .
H(6A*) H 1.0494 0.7323 0.4673 0.0304 Uiso 1.00 calc .
H(6B*) H 0.9805 0.7159 0.5442 0.0304 Uiso 1.00 calc .
H(6C*) H 0.9644 0.8028 0.4964 0.0304 Uiso 1.00 calc .
H(8A*) H 1.3435 0.7426 0.6544 0.0340 Uiso 1.00 calc .
H(8B*) H 1.2805 0.8320 0.6605 0.0340 Uiso 1.00 calc .
H(8C*) H 1.3397 0.8059 0.5817 0.0340 Uiso 1.00 calc .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
Y Y -2.796 3.567
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
