#------------------------------------------------------------------------------
#$Date: 2018-08-15 17:31:38 +0300 (Wed, 15 Aug 2018) $
#$Revision: 209725 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/28/7102823.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_7102823
loop_
_publ_author_name
'Imai, Yoshitane'
'Kawaguchi, Kakuhiro'
'Tajima, Nobuo'
'Sato, Tomohiro'
'Kuroda, Reiko'
'Matsubara, Yoshio'
_publ_section_title
;
 A coincident spontaneous resolution system for racemic
 1,1'-binaphthyl-2,2'-dicarboxylic acid and
 1,2-diphenylethylenediamine induced by water
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   3
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              362
_journal_page_last               364
_journal_paper_doi               10.1039/b714226a
_journal_year                    2008
_chemical_formula_sum            'C46 H54 N2 O6'
_chemical_formula_weight         730.91
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                115.435(1)
_cell_angle_beta                 102.599(1)
_cell_angle_gamma                90.983(1)
_cell_formula_units_Z            2
_cell_length_a                   11.361(1)
_cell_length_b                   14.185(1)
_cell_length_c                   14.231(1)
_cell_measurement_reflns_used    6635
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      1.60
_cell_volume                     2005.2(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.941
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_sigmaI/netI    0.0590
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17817
_diffrn_reflns_theta_full        27.88
_diffrn_reflns_theta_max         27.88
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9921
_exptl_absorpt_correction_T_min  0.9689
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         9005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0536
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0736P)²+0.1731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1450
_reflns_number_gt                6635
_reflns_number_total             9005
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b714226a.txt
_cod_data_source_block           imai79_4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7102823
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.20608(14) 0.46795(13) 0.28628(13) 0.0166(3) Uani 1 1 d . . .
C2 C 0.21478(14) 0.40015(13) 0.18428(13) 0.0170(3) Uani 1 1 d . . .
C3 C 0.18601(15) 0.29014(13) 0.14552(14) 0.0211(4) Uani 1 1 d . . .
H3 H 0.1911 0.2442 0.0749 0.025 Uiso 1 1 calc R . .
C4 C 0.15124(16) 0.24889(14) 0.20704(14) 0.0239(4) Uani 1 1 d . . .
H4 H 0.1330 0.1748 0.1791 0.029 Uiso 1 1 calc R . .
C5 C 0.10485(16) 0.27542(15) 0.37870(15) 0.0265(4) Uani 1 1 d . . .
H5 H 0.0867 0.2016 0.3526 0.032 Uiso 1 1 calc R . .
C6 C 0.09490(16) 0.34127(15) 0.47922(15) 0.0268(4) Uani 1 1 d . . .
H6 H 0.0694 0.3132 0.5223 0.032 Uiso 1 1 calc R . .
C7 C 0.12213(15) 0.44988(15) 0.51892(14) 0.0240(4) Uani 1 1 d . . .
H7 H 0.1157 0.4953 0.5893 0.029 Uiso 1 1 calc R . .
C8 C 0.15802(15) 0.49172(14) 0.45758(13) 0.0211(4) Uani 1 1 d . . .
H8 H 0.1757 0.5659 0.4857 0.025 Uiso 1 1 calc R . .
C9 C 0.16917(14) 0.42570(13) 0.35235(13) 0.0175(4) Uani 1 1 d . . .
C10 C 0.14191(15) 0.31528(14) 0.31237(14) 0.0214(4) Uani 1 1 d . . .
C2A C 0.25127(14) 0.43978(13) 0.11064(13) 0.0164(3) Uani 1 1 d . . .
O2 O 0.30767(10) 0.53086(9) 0.15074(9) 0.0193(3) Uani 1 1 d . . .
O3 O 0.22140(11) 0.37984(9) 0.01093(9) 0.0213(3) Uani 1 1 d . . .
C11 C 0.22666(14) 0.58507(13) 0.33228(13) 0.0160(3) Uani 1 1 d . . .
C12 C 0.13325(14) 0.63983(13) 0.31286(13) 0.0165(3) Uani 1 1 d . . .
C13 C 0.14835(16) 0.75094(14) 0.36509(14) 0.0213(4) Uani 1 1 d . . .
H13 H 0.0830 0.7879 0.3514 0.026 Uiso 1 1 calc R . .
C14 C 0.25618(16) 0.80570(14) 0.43506(14) 0.0225(4) Uani 1 1 d . . .
H14 H 0.2651 0.8804 0.4693 0.027 Uiso 1 1 calc R . .
C15 C 0.46813(16) 0.80715(14) 0.52859(14) 0.0234(4) Uani 1 1 d . . .
H15 H 0.4783 0.8819 0.5645 0.028 Uiso 1 1 calc R . .
C16 C 0.56282(15) 0.75420(14) 0.54652(14) 0.0237(4) Uani 1 1 d . . .
H16 H 0.6384 0.7921 0.5941 0.028 Uiso 1 1 calc R . .
C17 C 0.54894(15) 0.64379(14) 0.49474(14) 0.0228(4) Uani 1 1 d . . .
H17 H 0.6152 0.6073 0.5075 0.027 Uiso 1 1 calc R . .
C18 C 0.44031(15) 0.58835(14) 0.42596(14) 0.0200(4) Uani 1 1 d . . .
H18 H 0.4319 0.5136 0.3919 0.024 Uiso 1 1 calc R . .
C19 C 0.34038(15) 0.64098(13) 0.40498(13) 0.0169(3) Uani 1 1 d . . .
C20 C 0.35451(15) 0.75244(13) 0.45706(13) 0.0188(4) Uani 1 1 d . . .
C12A C 0.01360(15) 0.58226(13) 0.23320(13) 0.0167(3) Uani 1 1 d . . .
O12 O 0.01695(10) 0.53453(9) 0.13635(9) 0.0206(3) Uani 1 1 d . . .
O13 O -0.07954(10) 0.58649(10) 0.26817(9) 0.0251(3) Uani 1 1 d . . .
C21 C 0.48055(16) 0.71632(14) -0.05371(15) 0.0251(4) Uani 1 1 d . . .
H21 H 0.5119 0.7418 0.0216 0.030 Uiso 1 1 calc R . .
C22 C 0.53358(17) 0.75674(16) -0.10927(16) 0.0311(5) Uani 1 1 d . . .
H22 H 0.5995 0.8117 -0.0716 0.037 Uiso 1 1 calc R . .
C23 C 0.49170(18) 0.71797(15) -0.21901(16) 0.0298(4) Uani 1 1 d . . .
H23 H 0.5298 0.7451 -0.2570 0.036 Uiso 1 1 calc R . .
C24 C 0.39473(18) 0.64002(16) -0.27329(15) 0.0305(4) Uani 1 1 d . . .
H24 H 0.3657 0.6130 -0.3490 0.037 Uiso 1 1 calc R . .
C25 C 0.33891(17) 0.60051(15) -0.21749(14) 0.0260(4) Uani 1 1 d . . .
H25 H 0.2712 0.5472 -0.2552 0.031 Uiso 1 1 calc R . .
C26 C 0.38144(15) 0.63849(13) -0.10748(14) 0.0191(4) Uani 1 1 d . . .
C27 C 0.32029(14) 0.60018(13) -0.04355(13) 0.0176(4) Uani 1 1 d . . .
H27 H 0.3806 0.6149 0.0253 0.021 Uiso 1 1 calc R . .
N28 N 0.28112(12) 0.48456(10) -0.10261(11) 0.0168(3) Uani 1 1 d . . .
H28A H 0.2150 0.4709 -0.1580 0.025 Uiso 1 1 calc R . .
H28B H 0.2617 0.4609 -0.0570 0.025 Uiso 1 1 calc R . .
H28C H 0.3428 0.4512 -0.1289 0.025 Uiso 1 1 calc R . .
C29 C 0.25344(15) 0.77611(13) 0.05949(14) 0.0194(4) Uani 1 1 d . . .
C30 C 0.24441(17) 0.85056(14) 0.02049(16) 0.0278(4) Uani 1 1 d . . .
H30 H 0.2101 0.8295 -0.0537 0.033 Uiso 1 1 calc R . .
C31 C 0.2852(2) 0.95569(16) 0.08930(17) 0.0363(5) Uani 1 1 d . . .
H31 H 0.2785 1.0065 0.0621 0.044 Uiso 1 1 calc R . .
C32 C 0.33527(19) 0.98662(16) 0.19647(18) 0.0380(5) Uani 1 1 d . . .
H32 H 0.3640 1.0586 0.2432 0.046 Uiso 1 1 calc R . .
C33 C 0.34404(17) 0.91304(16) 0.23685(16) 0.0322(5) Uani 1 1 d . . .
H33 H 0.3776 0.9347 0.3113 0.039 Uiso 1 1 calc R . .
C34 C 0.30373(16) 0.80822(15) 0.16845(14) 0.0254(4) Uani 1 1 d . . .
H34 H 0.3104 0.7577 0.1960 0.031 Uiso 1 1 calc R . .
C35 C 0.21136(15) 0.66110(13) -0.01583(13) 0.0177(4) Uani 1 1 d . . .
H35 H 0.1572 0.6560 -0.0839 0.021 Uiso 1 1 calc R . .
N36 N 0.14012(12) 0.61321(11) 0.03277(11) 0.0178(3) Uani 1 1 d . . .
H36A H 0.1920 0.5955 0.0794 0.027 Uiso 1 1 calc R . .
H36B H 0.0916 0.5545 -0.0201 0.027 Uiso 1 1 calc R . .
H36C H 0.0934 0.6604 0.0687 0.027 Uiso 1 1 calc R . .
O41 O 0.98105(11) 0.75236(10) 0.12527(11) 0.0275(3) Uani 1 1 d . . .
H41 H 0.9161 0.7160 0.0821 0.041 Uiso 1 1 calc R . .
C42 C 0.98241(16) 0.85671(14) 0.13582(15) 0.0256(4) Uani 1 1 d . . .
H42A H 0.9786 0.8549 0.0649 0.031 Uiso 1 1 calc R . .
H42B H 1.0600 0.8986 0.1855 0.031 Uiso 1 1 calc R . .
C43 C 0.87808(16) 0.91025(14) 0.17756(15) 0.0250(4) Uani 1 1 d . . .
H43A H 0.8845 0.9162 0.2504 0.030 Uiso 1 1 calc R . .
H43B H 0.8003 0.8667 0.1303 0.030 Uiso 1 1 calc R . .
C44 C 0.87783(18) 1.01946(15) 0.18204(17) 0.0326(5) Uani 1 1 d . . .
H44A H 0.8552 1.0118 0.1076 0.039 Uiso 1 1 calc R . .
H44B H 0.9614 1.0571 0.2158 0.039 Uiso 1 1 calc R . .
C45 C 0.7918(2) 1.08659(17) 0.2437(2) 0.0456(6) Uani 1 1 d . . .
H45A H 0.8136 1.0938 0.3180 0.055 Uiso 1 1 calc R . .
H45B H 0.8032 1.1579 0.2481 0.055 Uiso 1 1 calc R . .
C46 C 0.6597(2) 1.0425(2) 0.1939(2) 0.0539(7) Uani 1 1 d . . .
H46A H 0.6098 1.0891 0.2377 0.081 Uiso 1 1 calc R . .
H46B H 0.6471 0.9724 0.1906 0.081 Uiso 1 1 calc R . .
H46C H 0.6365 1.0371 0.1212 0.081 Uiso 1 1 calc R . .
O51 O 0.52860(10) 0.61882(9) 0.17385(9) 0.0209(3) Uani 1 1 d . . .
H51 H 0.4666 0.5856 0.1736 0.031 Uiso 1 1 calc R . .
C52 C 0.57750(16) 0.70244(14) 0.27915(14) 0.0228(4) Uani 1 1 d . . .
H52A H 0.6363 0.6770 0.3227 0.027 Uiso 1 1 calc R . .
H52B H 0.5114 0.7277 0.3155 0.027 Uiso 1 1 calc R . .
C53 C 0.64054(17) 0.79138(14) 0.26865(14) 0.0245(4) Uani 1 1 d . . .
H53A H 0.5802 0.8171 0.2266 0.029 Uiso 1 1 calc R . .
H53B H 0.7031 0.7638 0.2284 0.029 Uiso 1 1 calc R . .
C54 C 0.70080(17) 0.88337(14) 0.37702(14) 0.0251(4) Uani 1 1 d . . .
H54A H 0.7250 0.9439 0.3651 0.030 Uiso 1 1 calc R . .
H54B H 0.6408 0.9046 0.4211 0.030 Uiso 1 1 calc R . .
C55 C 0.81180(18) 0.85789(15) 0.43886(16) 0.0306(4) Uani 1 1 d . . .
H55A H 0.8700 0.8333 0.3933 0.037 Uiso 1 1 calc R . .
H55B H 0.7867 0.7994 0.4535 0.037 Uiso 1 1 calc R . .
C56 C 0.87627(19) 0.95049(16) 0.54504(17) 0.0369(5) Uani 1 1 d . . .
H56A H 0.9468 0.9285 0.5805 0.055 Uiso 1 1 calc R . .
H56B H 0.8201 0.9742 0.5916 0.055 Uiso 1 1 calc R . .
H56C H 0.9034 1.0083 0.5313 0.055 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'
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
C2 C1 C9 119.37(15) . . ?
C2 C1 C11 124.16(15) . . ?
C9 C1 C11 116.40(15) . . ?
C1 C2 C3 119.82(15) . . ?
C1 C2 C2A 121.83(15) . . ?
C3 C2 C2A 118.32(15) . . ?
C4 C3 C2 121.55(16) . . ?
C3 C4 C10 120.62(16) . . ?
C6 C5 C10 121.11(17) . . ?
C5 C6 C7 120.11(17) . . ?
C8 C7 C6 120.71(17) . . ?
C7 C8 C9 120.84(17) . . ?
C10 C9 C8 118.32(15) . . ?
C10 C9 C1 119.90(15) . . ?
C8 C9 C1 121.79(15) . . ?
C4 C10 C9 118.74(15) . . ?
C4 C10 C5 122.35(16) . . ?
C9 C10 C5 118.91(16) . . ?
O2 C2A O3 123.29(15) . . ?
O2 C2A C2 118.90(14) . . ?
O3 C2A C2 117.80(14) . . ?
C12 C11 C19 119.81(15) . . ?
C12 C11 C1 120.21(14) . . ?
C19 C11 C1 119.71(14) . . ?
C11 C12 C13 120.47(15) . . ?
C11 C12 C12A 120.65(14) . . ?
C13 C12 C12A 118.86(14) . . ?
C14 C13 C12 120.56(16) . . ?
C13 C14 C20 120.75(16) . . ?
C16 C15 C20 121.10(16) . . ?
C15 C16 C17 120.14(16) . . ?
C18 C17 C16 120.39(16) . . ?
C17 C18 C19 120.89(16) . . ?
C18 C19 C20 118.72(15) . . ?
C18 C19 C11 122.02(15) . . ?
C20 C19 C11 119.26(15) . . ?
C14 C20 C19 119.15(15) . . ?
C14 C20 C15 122.08(16) . . ?
C19 C20 C15 118.76(15) . . ?
O13 C12A O12 125.68(15) . . ?
O13 C12A C12 118.29(14) . . ?
O12 C12A C12 116.03(14) . . ?
C22 C21 C26 120.22(17) . . ?
C23 C22 C21 120.50(17) . . ?
C24 C23 C22 119.79(17) . . ?
C23 C24 C25 120.07(18) . . ?
C26 C25 C24 120.32(17) . . ?
C25 C26 C21 119.07(16) . . ?
C25 C26 C27 121.80(15) . . ?
C21 C26 C27 119.10(15) . . ?
N28 C27 C26 111.23(13) . . ?
N28 C27 C35 110.98(13) . . ?
C26 C27 C35 110.18(14) . . ?
C30 C29 C34 119.16(16) . . ?
C30 C29 C35 120.35(16) . . ?
C34 C29 C35 120.48(16) . . ?
C29 C30 C31 120.28(18) . . ?
C32 C31 C30 120.2(2) . . ?
C31 C32 C33 120.17(18) . . ?
C34 C33 C32 119.75(19) . . ?
C33 C34 C29 120.44(18) . . ?
N36 C35 C29 110.25(13) . . ?
N36 C35 C27 110.29(13) . . ?
C29 C35 C27 111.12(13) . . ?
O41 C42 C43 112.87(14) . . ?
C42 C43 C44 111.67(15) . . ?
C43 C44 C45 114.54(17) . . ?
C46 C45 C44 113.76(19) . . ?
O51 C52 C53 108.57(14) . . ?
C52 C53 C54 112.97(15) . . ?
C55 C54 C53 113.30(16) . . ?
C54 C55 C56 113.89(16) . . ?
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
C1 C2 1.381(2) . ?
C1 C9 1.438(2) . ?
C1 C11 1.493(2) . ?
C2 C3 1.418(2) . ?
C2 C2A 1.508(2) . ?
C3 C4 1.359(2) . ?
C4 C10 1.416(2) . ?
C5 C6 1.363(3) . ?
C5 C10 1.418(2) . ?
C6 C7 1.396(3) . ?
C7 C8 1.368(2) . ?
C8 C9 1.420(2) . ?
C9 C10 1.419(2) . ?
C2A O2 1.2587(19) . ?
C2A O3 1.2630(19) . ?
C11 C12 1.375(2) . ?
C11 C19 1.430(2) . ?
C12 C13 1.412(2) . ?
C12 C12A 1.515(2) . ?
C13 C14 1.366(2) . ?
C14 C20 1.413(2) . ?
C15 C16 1.364(3) . ?
C15 C20 1.421(2) . ?
C16 C17 1.404(3) . ?
C17 C18 1.370(2) . ?
C18 C19 1.417(2) . ?
C19 C20 1.417(2) . ?
C12A O13 1.256(2) . ?
C12A O12 1.2577(19) . ?
C21 C22 1.379(3) . ?
C21 C26 1.389(2) . ?
C22 C23 1.377(3) . ?
C23 C24 1.373(3) . ?
C24 C25 1.392(3) . ?
C25 C26 1.382(2) . ?
C26 C27 1.514(2) . ?
C27 N28 1.491(2) . ?
C27 C35 1.546(2) . ?
C29 C30 1.384(2) . ?
C29 C34 1.391(3) . ?
C29 C35 1.512(2) . ?
C30 C31 1.386(3) . ?
C31 C32 1.371(3) . ?
C32 C33 1.387(3) . ?
C33 C34 1.381(3) . ?
C35 N36 1.491(2) . ?
O41 C42 1.422(2) . ?
C42 C43 1.512(2) . ?
C43 C44 1.523(3) . ?
C44 C45 1.524(3) . ?
C45 C46 1.506(3) . ?
O51 C52 1.431(2) . ?
C52 C53 1.518(2) . ?
C53 C54 1.526(2) . ?
C54 C55 1.517(3) . ?
C55 C56 1.525(3) . ?
