#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/35/4113531.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_4113531
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            'C22 H30 Gd N5 O13'
_chemical_formula_weight         729.75
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90
_cell_angle_beta                 101.909(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.7629(9)
_cell_length_b                   17.059(1)
_cell_length_c                   9.7530(9)
_cell_measurement_reflns_used    7639
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.4
_cell_volume                     1589.4(2)
_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    SIR97
_diffrn_measured_fraction_theta_full 1.9152
_diffrn_measured_fraction_theta_max 1.9152
_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  0.061
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9339
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    2.156
_exptl_absorpt_correction_T_max  0.650
_exptl_absorpt_correction_T_min  0.001
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_description       block
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.06
_refine_diff_density_min         -1.49
_refine_ls_abs_structure_Flack   0.03(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     371
_refine_ls_number_reflns         7223
_refine_ls_R_factor_gt           0.0712
_refine_ls_shift/su_max          1.8646
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.18400(Max(Fo²,0) + 2Fc²)/3)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2063
_reflns_number_gt                6655
_reflns_number_total             7228
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja028698zsi20030105_093047_2.cif
_cod_data_source_block           010430TH
_cod_original_formula_sum        'C22 H30 Gd N5 O13 '
_cod_database_code               4113531
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+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_calc_flag
Gd(1) Gd 0.76098(3) 0.283(2) 0.23897(3) 0.0461(1) Uani 1.00 d
O(1) O 0.8978(8) 0.163(2) 0.2249(7) 0.058(2) Uani 1.00 d
O(2) O 0.812(1) 0.195(2) 0.446(1) 0.057(2) Uani 1.00 d
O(3) O 0.554(1) 0.372(2) 0.186(1) 0.063(2) Uani 1.00 d
O(4) O 0.7748(8) 0.402(2) 0.1008(7) 0.059(2) Uani 1.00 d
O(5) O 0.835(1) 0.373(2) 0.443(1) 0.066(2) Uani 1.00 d
O(6) O 0.9999(8) 0.331(2) 0.3471(10) 0.072(2) Uani 1.00 d
O(7) O 1.054(2) 0.393(2) 0.546(2) 0.120(6) Uani 1.00 d
O(8) O 0.6532(10) 0.233(2) -0.0003(8) 0.072(2) Uani 1.00 d
O(9) O 0.555(1) 0.193(2) 0.166(1) 0.069(2) Uani 1.00 d
O(10) O 0.466(2) 0.160(2) -0.044(2) 0.142(6) Uani 1.00 d
O(11) O 0.788(1) -0.002(2) 0.910(1) 0.091(3) Uani 1.00 d
O(12) O 0.696(2) 0.032(2) 0.696(2) 0.141(6) Uani 1.00 d
O(13) O 0.909(1) 0.066(2) 0.787(1) 0.089(3) Uani 1.00 d
N(1) N 0.9323(9) 0.282(2) 0.0672(8) 0.061(2) Uani 1.00 d
N(2) N 0.5891(8) 0.281(2) 0.4088(7) 0.056(2) Uani 1.00 d
N(3) N 0.966(1) 0.369(2) 0.451(1) 0.074(3) Uani 1.00 d
N(4) N 0.553(1) 0.195(2) 0.038(1) 0.076(3) Uani 1.00 d
N(5) N 0.798(2) 0.032(2) 0.797(2) 0.081(3) Uani 1.00 d
C(1) C 0.961(2) 0.347(2) 0.005(2) 0.070(4) Uani 1.00 d
C(2) C 1.048(2) 0.351(2) -0.083(2) 0.086(5) Uani 1.00 d
C(3) C 1.114(2) 0.283(3) -0.116(1) 0.091(4) Uani 1.00 d
C(4) C 1.092(2) 0.214(2) -0.058(2) 0.085(4) Uani 1.00 d
C(5) C 0.994(2) 0.219(2) 0.035(2) 0.069(4) Uani 1.00 d
C(6) C 0.956(2) 0.143(2) 0.107(1) 0.087(4) Uani 1.00 d
C(7) C 0.904(1) 0.097(2) 0.323(1) 0.071(3) Uani 1.00 d
C(8) C 0.778(2) 0.048(2) 0.277(2) 0.103(6) Uani 1.00 d
C(9) C 0.918(1) 0.133(2) 0.468(1) 0.071(3) Uani 1.00 d
C(10) C 1.050(2) 0.157(2) 0.524(3) 0.088(5) Uani 1.00 d
C(11) C 0.769(1) 0.214(2) 0.576(1) 0.072(3) Uani 1.00 d
C(12) C 0.626(1) 0.248(2) 0.539(1) 0.066(2) Uani 1.00 d
C(13) C 0.533(2) 0.248(2) 0.631(1) 0.091(4) Uani 1.00 d
C(14) C 0.407(2) 0.285(3) 0.593(2) 0.101(4) Uani 1.00 d
C(15) C 0.364(1) 0.317(2) 0.460(2) 0.098(4) Uani 1.00 d
C(16) C 0.459(1) 0.317(2) 0.373(1) 0.067(3) Uani 1.00 d
C(17) C 0.424(1) 0.351(2) 0.229(1) 0.070(3) Uani 1.00 d
C(18) C 0.537(1) 0.434(2) 0.086(1) 0.067(3) Uani 1.00 d
C(19) C 0.463(2) 0.398(3) -0.059(2) 0.080(6) Uani 1.00 d
C(20) C 0.679(1) 0.467(2) 0.097(1) 0.071(3) Uani 1.00 d
C(21) C 0.736(2) 0.522(2) 0.234(2) 0.073(4) Uani 1.00 d
C(22) C 0.891(1) 0.423(2) 0.036(2) 0.074(3) Uani 1.00 d
H(1) H 1.0712 0.3957 -0.1238 0.0995 Uiso 1.00 calc
H(2) H 1.1739 0.2801 -0.1814 0.1083 Uiso 1.00 calc
H(3) H 1.1440 0.1619 -0.0653 0.1065 Uiso 1.00 calc
H(4) H 0.5609 0.2176 0.7196 0.1080 Uiso 1.00 calc
H(5) H 0.3491 0.2851 0.6587 0.1182 Uiso 1.00 calc
H(6) H 0.2735 0.3316 0.4283 0.1153 Uiso 1.00 calc
H(7) H 1.0367 0.1063 0.1368 0.1081 Uiso 1.00 calc
H(8) H 0.8877 0.1076 0.0427 0.1081 Uiso 1.00 calc
H(9) H 0.7732 0.1651 0.6331 0.0872 Uiso 1.00 calc
H(10) H 0.8360 0.2482 0.6271 0.0872 Uiso 1.00 calc
H(11) H 0.3658 0.3923 0.2298 0.0850 Uiso 1.00 calc
H(12) H 0.3716 0.3099 0.1637 0.0850 Uiso 1.00 calc
H(13) H 0.8611 0.4470 -0.0454 0.0999 Uiso 1.00 calc
H(14) H 0.9578 0.4499 0.1023 0.0999 Uiso 1.00 calc
H(15) H 0.9814 0.0590 0.3190 0.0830 Uiso 1.00 calc
H(16) H 0.8950 0.0887 0.5290 0.0801 Uiso 1.00 calc
H(17) H 0.4796 0.4695 0.1142 0.0794 Uiso 1.00 calc
H(18) H 0.6807 0.4946 0.0148 0.0802 Uiso 1.00 calc
H(19) H 0.6862 0.0848 0.2772 0.1605 Uiso 1.00 calc
H(20) H 0.7532 0.0332 0.1777 0.1605 Uiso 1.00 calc
H(21) H 0.7553 0.0055 0.3296 0.1605 Uiso 1.00 calc
H(22) H 1.1268 0.1217 0.5473 0.1183 Uiso 1.00 calc
H(23) H 1.0823 0.2001 0.4703 0.1183 Uiso 1.00 calc
H(24) H 1.0526 0.1857 0.6185 0.1183 Uiso 1.00 calc
H(25) H 0.3774 0.3776 -0.0513 0.0958 Uiso 1.00 calc
H(26) H 0.4507 0.4418 -0.1228 0.0958 Uiso 1.00 calc
H(27) H 0.5220 0.3610 -0.0877 0.0958 Uiso 1.00 calc
H(28) H 0.7347 0.4891 0.3173 0.0901 Uiso 1.00 calc
H(29) H 0.8285 0.5358 0.2357 0.0901 Uiso 1.00 calc
H(30) H 0.6765 0.5633 0.2330 0.0901 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)
;
Gd Gd -0.165 3.904
;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)
;
O O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
