#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:29:41 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179143 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/04/4310416.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_4310416
loop_
_publ_author_name
'Shao-Liang Zheng'
'Jin-Hua Yang'
'Xiao-Lan Yu'
'Xiao-Ming Chen'
'Wing-Tak Wong'
_publ_contact_author
;
      Chen, Xiao-Ming
      School of Chemistry and Chemical Engineering
      Sun Yat-Sen University
      Guangzhou, 510275
      P. R. China
;
_publ_contact_author_email       cescxm@zsu.edu.cn
_publ_contact_author_fax         '86 20 84112245'
_publ_contact_author_phone       86-20-84113986
_publ_section_title
;
 Syntheses, Structures, Photoluminescence, and Theoretical Studies of d10
 Metal Complexes of 2,2'-Dihydroxy-[1,1']binaphthalenyl-3,3'-dicarboxylate
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              830
_journal_page_last               838
_journal_paper_doi               10.1021/ic034847i
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C23 H20 O8'
_chemical_formula_weight         424.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.310(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.368(2)
_cell_length_b                   7.1578(9)
_cell_length_c                   19.165(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      7.5
_cell_volume                     2023.3(5)
_computing_cell_refinement       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_collection       'SHELXTL-Plus (Sheldrick, 1990)'
_computing_data_reduction        'SHELXTL-Plus (Sheldrick, 1990)'
_computing_molecular_graphics    'SHELXTL V. 5.0 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.902
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_device_type  'Bruker AXS Smart CCD'
_diffrn_measurement_method       'omega scans with profile analysis'
_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  0.0296
_diffrn_reflns_av_sigmaI/netI    0.0499
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11883
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.51
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   'ψ-scans (North et al., 1968)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.481
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       0.0000(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0540
_refine_ls_shift/su_max          1.598
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0976P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1535
_refine_ls_wR_factor_ref         0.1778
_reflns_number_gt                2347
_reflns_number_total             4524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034847isi20030718_052248_1.cif
_cod_data_source_block           complex_1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'MONOCLINIC' changed to 'monoclinic'
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0976P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0976P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4310416
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.48387(13) -0.3461(3) -0.15168(10) 0.0715(7) Uani 1 d . . .
H1 H 0.4795 -0.3895 -0.2007 0.111 Uiso 1 d . . .
O2 O 0.33459(13) -0.3620(3) -0.17253(10) 0.0685(6) Uani 1 d . . .
O3 O 0.26393(11) -0.3133(3) -0.06872(10) 0.0612(6) Uani 1 d . . .
H3 H 0.2554 -0.3494 -0.1194 0.073 Uiso 1 d . . .
O4 O 0.01414(11) 0.1314(3) 0.08577(10) 0.0561(5) Uani 1 d . . .
H4 H -0.0206 0.2476 0.0775 0.087 Uiso 1 d . . .
O5 O 0.09921(12) 0.2522(3) 0.02007(10) 0.0561(5) Uani 1 d . . .
O6 O 0.24872(12) 0.0821(3) 0.01793(10) 0.0552(5) Uani 1 d . . .
H6 H 0.2122 0.1952 0.0054 0.066 Uiso 1 d . . .
C1 C 0.35852(15) -0.2281(4) 0.04633(13) 0.0424(6) Uani 1 d . . .
C2 C 0.34857(15) -0.2767(4) -0.02546(13) 0.0444(6) Uani 1 d . . .
C3 C 0.42380(16) -0.2885(4) -0.05365(13) 0.0449(6) Uani 1 d . . .
C4 C 0.50943(16) -0.2527(4) -0.00797(15) 0.0478(7) Uani 1 d . . .
H4A H 0.5585 -0.2591 -0.0276 0.057 Uiso 1 d . . .
C5 C 0.61078(18) -0.1741(5) 0.11196(17) 0.0623(8) Uani 1 d . . .
H5A H 0.6615 -0.1750 0.0947 0.075 Uiso 1 d . . .
C6 C 0.62267(19) -0.1306(5) 0.18424(18) 0.0709(9) Uani 1 d . . .
H6A H 0.6803 -0.1161 0.2147 0.085 Uiso 1 d . . .
C7 C 0.5476(2) -0.1145(5) 0.21071(16) 0.0712(9) Uani 1 d . . .
H7A H 0.5575 -0.0840 0.2589 0.085 Uiso 1 d . . .
C8 C 0.46166(18) -0.1441(4) 0.16646(15) 0.0573(7) Uani 1 d . . .
H8A H 0.4127 -0.1341 0.1848 0.069 Uiso 1 d . . .
C9 C 0.52402(16) -0.2072(4) 0.06521(14) 0.0472(6) Uani 1 d . . .
C10 C 0.44644(16) -0.1935(4) 0.09286(13) 0.0456(6) Uani 1 d . . .
C11 C 0.27648(15) -0.2136(4) 0.07281(12) 0.0398(6) Uani 1 d . . .
C12 C 0.22227(15) -0.0567(4) 0.05587(12) 0.0415(6) Uani 1 d . . .
C13 C 0.14151(15) -0.0402(4) 0.07832(12) 0.0393(6) Uani 1 d . . .
C14 C 0.11786(15) -0.1826(4) 0.11674(12) 0.0405(6) Uani 1 d . . .
H14A H 0.0647 -0.1751 0.1310 0.049 Uiso 1 d . . .
C15 C 0.14845(16) -0.4904(4) 0.17799(13) 0.0479(6) Uani 1 d . . .
H15A H 0.0962 -0.4796 0.1927 0.057 Uiso 1 d . . .
C16 C 0.20271(18) -0.6410(4) 0.19814(14) 0.0513(7) Uani 1 d . . .
H16A H 0.1869 -0.7339 0.2262 0.062 Uiso 1 d . . .
C17 C 0.28228(18) -0.6567(4) 0.17561(15) 0.0545(7) Uani 1 d . . .
H17A H 0.3206 -0.7595 0.1902 0.065 Uiso 1 d . . .
C18 C 0.30559(16) -0.5225(4) 0.13453(14) 0.0478(6) Uani 1 d . . .
H18A H 0.3572 -0.5393 0.1187 0.057 Uiso 1 d . . .
C19 C 0.25205(15) -0.3597(3) 0.11363(12) 0.0385(6) Uani 1 d . . .
C20 C 0.17096(15) -0.3442(3) 0.13602(12) 0.0389(6) Uani 1 d . . .
C21 C 0.40965(18) -0.3359(4) -0.13092(14) 0.0527(7) Uani 1 d . . .
C22 C 0.08418(16) 0.1265(4) 0.05896(13) 0.0444(6) Uani 1 d . . .
O1W O 0.08837(11) -0.4204(3) -0.06404(11) 0.0620(6) Uani 1 d . . .
H1WA H 0.1512 -0.4022 -0.0611 0.120 Uiso 1 d . . .
H1WB H 0.0821 -0.5058 -0.0268 0.120 Uiso 1 d . . .
O7 O 0.45540(16) -0.4277(5) -0.28924(12) 0.1033(9) Uani 1 d . . .
H7 H 0.5018 -0.4773 -0.3059 0.124 Uiso 1 calc R . .
C23 C 0.3730(3) -0.3974(8) -0.3356(3) 0.1235(16) Uiso 1 d . . .
H23A H 0.3356 -0.3792 -0.3117 0.148 Uiso 1 d . . .
H23B H 0.3643 -0.2976 -0.3637 0.148 Uiso 1 d . . .
H23C H 0.3453 -0.4915 -0.3644 0.148 Uiso 1 d . . .
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'
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
C21 O1 O7 113.88(18) . . ?
C21 O2 O3 90.04(16) . . ?
C2 O3 O2 87.59(13) . . ?
C2 O3 O1W 142.32(15) . . ?
O2 O3 O1W 127.41(9) . . ?
C22 O4 O1W 119.38(16) . 3 ?
C22 O5 O6 89.11(14) . . ?
C12 O6 O5 86.32(13) . . ?
C2 C1 C10 119.3(2) . . ?
C2 C1 C11 119.2(2) . . ?
C10 C1 C11 121.5(2) . . ?
O3 C2 C1 118.3(2) . . ?
O3 C2 C3 120.2(2) . . ?
C1 C2 C3 121.5(2) . . ?
C4 C3 C2 118.9(2) . . ?
C4 C3 C21 121.6(2) . . ?
C2 C3 C21 119.6(2) . . ?
C3 C4 C9 122.3(2) . . ?
C6 C5 C9 120.9(2) . . ?
C5 C6 C7 119.7(3) . . ?
C8 C7 C6 121.1(3) . . ?
C7 C8 C10 121.2(2) . . ?
C4 C9 C5 122.5(2) . . ?
C4 C9 C10 118.1(2) . . ?
C5 C9 C10 119.4(2) . . ?
C8 C10 C1 122.4(2) . . ?
C8 C10 C9 117.7(2) . . ?
C1 C10 C9 120.0(2) . . ?
C12 C11 C19 119.6(2) . . ?
C12 C11 C1 119.3(2) . . ?
C19 C11 C1 121.2(2) . . ?
O6 C12 C11 118.0(2) . . ?
O6 C12 C13 121.1(2) . . ?
C11 C12 C13 120.9(2) . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 C22 120.8(2) . . ?
C12 C13 C22 120.1(2) . . ?
C13 C14 C20 122.3(2) . . ?
C16 C15 C20 121.4(2) . . ?
C15 C16 C17 119.6(2) . . ?
C18 C17 C16 121.0(2) . . ?
C17 C18 C19 121.4(2) . . ?
C11 C19 C18 122.6(2) . . ?
C11 C19 C20 119.7(2) . . ?
C18 C19 C20 117.6(2) . . ?
C14 C20 C15 122.7(2) . . ?
C14 C20 C19 118.4(2) . . ?
C15 C20 C19 118.9(2) . . ?
O2 C21 O1 122.5(2) . . ?
O2 C21 C3 122.5(2) . . ?
O1 C21 C3 115.0(2) . . ?
O5 C22 O4 122.0(2) . . ?
O5 C22 C13 123.1(2) . . ?
O4 C22 C13 114.9(2) . . ?
O5 O1W O3 109.83(8) 1_545 . ?
C23 O7 O1 119.4(3) . . ?
C23 O7 O4 89.4(2) . 4_655 ?
O1 O7 O4 150.34(11) . 4_655 ?
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
O1 C21 1.311(3) . ?
O1 O7 2.614(3) . ?
O2 C21 1.218(3) . ?
O2 O3 2.544(2) . ?
O3 C2 1.357(3) . ?
O3 O1W 2.830(2) . ?
O4 C22 1.317(3) . ?
O4 O1W 2.562(2) 3 ?
O5 C22 1.231(3) . ?
O5 O6 2.611(2) . ?
O6 C12 1.359(3) . ?
C1 C2 1.385(3) . ?
C1 C10 1.416(3) . ?
C1 C11 1.489(3) . ?
C2 C3 1.410(3) . ?
C3 C4 1.385(3) . ?
C3 C21 1.475(4) . ?
C4 C9 1.395(4) . ?
C5 C6 1.381(4) . ?
C5 C9 1.402(4) . ?
C6 C7 1.389(4) . ?
C7 C8 1.371(4) . ?
C8 C10 1.409(4) . ?
C9 C10 1.438(3) . ?
C11 C12 1.382(3) . ?
C11 C19 1.418(3) . ?
C12 C13 1.428(3) . ?
C13 C14 1.365(3) . ?
C13 C22 1.468(3) . ?
C14 C20 1.404(3) . ?
C15 C16 1.351(4) . ?
C15 C20 1.420(3) . ?
C16 C17 1.411(4) . ?
C17 C18 1.352(4) . ?
C18 C19 1.418(3) . ?
C19 C20 1.432(3) . ?
O1W O5 2.823(3) 1_545 ?
O7 C23 1.345(5) . ?
O7 O4 3.145(3) 4_655 ?
