#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:18:03 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179054 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/16/4301639.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_4301639
loop_
_publ_author_name
'Snehadrinarayan Khatua'
'Shin Hei Choi'
'Junseong Lee'
'Jung Oh Huh'
'Youngkyu Do'
'David G. Churchill'
_publ_contact_author_address
;
Molecular Logic Gate Lab
Department of Chemistry
Korean Advanced Institute of Science & Technology
Republic of Korea
;
_publ_contact_author_email       dchurchill@kaist.ac.kr','s.khatua@kaist.ac.kr
_publ_section_title
;
Highly Selective Fluorescence Detection of Cu2+ in Water by Chiral Dimeric
Zn2+ Complexes through Direct Displacement
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1799
_journal_page_last               1801
_journal_paper_doi               10.1021/ic802314u
_journal_volume                  48
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_sum            'C26 H40 N6 O15 Zn2'
_chemical_formula_weight         807.38
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 98.633(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   19.6098(14)
_cell_length_b                   7.9168(6)
_cell_length_c                   10.8334(8)
_cell_measurement_reflns_used    490
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.15
_cell_measurement_theta_min      2.10
_cell_volume                     1662.8(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0778
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7387
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         2.10
_exptl_absorpt_coefficient_mu    1.521
_exptl_absorpt_correction_T_max  0.9278
_exptl_absorpt_correction_T_min  0.7506
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.038(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3015
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0192P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0777
_reflns_number_gt                2397
_reflns_number_total             3015
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic802314u_si_002.cif
_cod_data_source_block           dave27
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Empirical' changed to 'empirical'
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      'C 2'
_cod_database_code               4301639
loop_
_publ_contact_author_name
'David G Churchill'
'Snehadrinarayan Khatua'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.11409(17) 0.4571(8) 0.6591(4) 0.0308(9) Uani 1 1 d . . .
C2 C 0.1158(2) 0.3986(5) 0.7805(5) 0.0408(14) Uani 1 1 d . . .
H2 H 0.0754 0.3588 0.8053 0.049 Uiso 1 1 calc R . .
C3 C 0.1756(2) 0.3978(5) 0.8651(5) 0.0428(14) Uani 1 1 d . . .
H3 H 0.1748 0.3563 0.9452 0.051 Uiso 1 1 calc R . .
C4 C 0.23677(19) 0.4574(10) 0.8333(4) 0.0430(11) Uani 1 1 d . . .
H4 H 0.2771 0.4570 0.8908 0.052 Uiso 1 1 calc R . .
C5 C 0.2365(2) 0.5175(5) 0.7140(4) 0.0375(12) Uani 1 1 d . . .
H5 H 0.2772 0.5602 0.6920 0.045 Uiso 1 1 calc R . .
C6 C 0.1769(2) 0.5167(5) 0.6244(4) 0.0291(10) Uani 1 1 d . . .
C7 C 0.1833(2) 0.5788(6) 0.5010(5) 0.0352(11) Uani 1 1 d . . .
H7 H 0.2224 0.6425 0.4940 0.042 Uiso 1 1 calc R . .
C8 C 0.1544(2) 0.6263(6) 0.2818(4) 0.0331(11) Uani 1 1 d . . .
H8 H 0.1773 0.7358 0.2983 0.040 Uiso 1 1 calc R . .
C9 C 0.0865(2) 0.6543(6) 0.1960(5) 0.0376(12) Uani 1 1 d . . .
C10 C 0.2005(2) 0.5130(5) 0.2159(4) 0.0382(12) Uani 1 1 d . . .
H10A H 0.1801 0.4012 0.2076 0.046 Uiso 1 1 calc R . .
H10B H 0.2009 0.5567 0.1324 0.046 Uiso 1 1 calc R . .
C11 C 0.2747(2) 0.4964(5) 0.2801(5) 0.0392(13) Uani 1 1 d . . .
H11A H 0.2763 0.4208 0.3509 0.047 Uiso 1 1 calc R . .
H11B H 0.2913 0.6061 0.3113 0.047 Uiso 1 1 calc R . .
C12 C 0.32215(18) 0.4286(9) 0.1916(5) 0.0437(12) Uani 1 1 d . . .
H12A H 0.3071 0.3164 0.1636 0.052 Uiso 1 1 calc R . .
H12B H 0.3190 0.5011 0.1188 0.052 Uiso 1 1 calc R . .
C13 C 0.3966(2) 0.4208(9) 0.2552(5) 0.0542(16) Uani 1 1 d . . .
H13A H 0.4096 0.5291 0.2936 0.065 Uiso 1 1 calc R . .
H13B H 0.4009 0.3362 0.3207 0.065 Uiso 1 1 calc R . .
N1 N 0.14090(17) 0.5552(4) 0.4006(3) 0.0305(9) Uani 1 1 d . . .
N2 N 0.4437(2) 0.3789(7) 0.1657(6) 0.0713(16) Uani 1 1 d D . .
N3 N 0.0800(2) 0.1021(6) 0.3758(5) 0.0570(13) Uani 1 1 d . . .
O1 O 0.05480(11) 0.4615(6) 0.5800(2) 0.0375(7) Uani 1 1 d . . .
O2 O 0.03230(15) 0.5793(4) 0.2248(3) 0.0397(8) Uani 1 1 d . . .
O1W O 0.0000 0.3882(8) 0.0000 0.0611(18) Uani 1 2 d S . .
O3 O 0.0861(2) 0.7429(6) 0.1020(4) 0.0624(12) Uani 1 1 d . . .
O2W O 0.4101(3) 0.6063(7) -0.0344(5) 0.0790(14) Uani 1 1 d D . .
O4 O 0.03934(18) 0.2096(4) 0.3156(4) 0.0628(12) Uani 1 1 d . . .
O5 O 0.0757(2) -0.0452(8) 0.3425(5) 0.122(2) Uani 1 1 d . . .
O6 O 0.1237(2) 0.1507(5) 0.4586(5) 0.0893(16) Uani 1 1 d . . .
Zn1 Zn 0.044743(19) 0.44758(8) 0.38986(4) 0.03153(14) Uani 1 1 d . . .
H2NA H 0.4353 0.2750 0.1429 0.059(19) Uiso 1 1 d D . .
H2NB H 0.4879 0.4025 0.1913 0.22(5) Uiso 1 1 d D . .
H2NC H 0.4425 0.4466 0.1005 0.10(2) Uiso 1 1 d D . .
H1WO H -0.007(4) 0.467(8) -0.053(5) 0.09(2) Uiso 1 1 d . . .
H2WA H 0.428(3) 0.717(4) -0.045(7) 0.10(3) Uiso 1 1 d D . .
H2WB H 0.417(4) 0.569(9) -0.117(3) 0.10(3) Uiso 1 1 d 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'
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'
Zn Zn 0.2839 1.4301 '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
O1 C1 C2 120.7(4) . . ?
O1 C1 C6 121.8(4) . . ?
C2 C1 C6 117.5(3) . . ?
C3 C2 C1 122.0(4) . . ?
C2 C3 C4 121.2(4) . . ?
C5 C4 C3 118.1(4) . . ?
C4 C5 C6 122.2(4) . . ?
C5 C6 C1 119.0(4) . . ?
C5 C6 C7 117.3(4) . . ?
C1 C6 C7 123.8(4) . . ?
N1 C7 C6 126.9(4) . . ?
N1 C8 C9 109.6(4) . . ?
N1 C8 C10 112.5(4) . . ?
C9 C8 C10 109.0(4) . . ?
O3 C9 O2 123.6(4) . . ?
O3 C9 C8 118.9(4) . . ?
O2 C9 C8 117.4(4) . . ?
C11 C10 C8 115.5(4) . . ?
C10 C11 C12 112.0(4) . . ?
C13 C12 C11 111.3(4) . . ?
N2 C13 C12 111.4(4) . . ?
C7 N1 C8 120.7(4) . . ?
C7 N1 Zn1 125.5(3) . . ?
C8 N1 Zn1 113.3(3) . . ?
O6 N3 O5 122.3(5) . . ?
O6 N3 O4 119.2(5) . . ?
O5 N3 O4 118.4(5) . . ?
C1 O1 Zn1 131.3(2) . 2_556 ?
C1 O1 Zn1 126.0(2) . . ?
Zn1 O1 Zn1 102.10(10) 2_556 . ?
C9 O2 Zn1 116.6(3) . . ?
N3 O4 Zn1 114.9(3) . . ?
O1 Zn1 O1 77.56(10) 2_556 . ?
O1 Zn1 O4 96.84(16) 2_556 . ?
O1 Zn1 O4 115.99(19) . . ?
O1 Zn1 O2 96.95(12) 2_556 . ?
O1 Zn1 O2 146.29(16) . . ?
O4 Zn1 O2 97.64(17) . . ?
O1 Zn1 N1 149.78(16) 2_556 . ?
O1 Zn1 N1 88.39(13) . . ?
O4 Zn1 N1 113.38(14) . . ?
O2 Zn1 N1 80.01(13) . . ?
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 O1 1.337(4) . ?
C1 C2 1.390(6) . ?
C1 C6 1.420(6) . ?
C2 C3 1.375(6) . ?
C3 C4 1.380(6) . ?
C4 C5 1.376(6) . ?
C5 C6 1.403(6) . ?
C6 C7 1.448(6) . ?
C7 N1 1.280(5) . ?
C8 N1 1.465(6) . ?
C8 C9 1.521(6) . ?
C8 C10 1.525(6) . ?
C9 O3 1.236(6) . ?
C9 O2 1.296(5) . ?
C10 C11 1.522(6) . ?
C11 C12 1.529(6) . ?
C12 C13 1.519(5) . ?
C13 N2 1.474(7) . ?
N1 Zn1 2.057(3) . ?
N3 O6 1.207(5) . ?
N3 O5 1.220(7) . ?
N3 O4 1.277(5) . ?
O1 Zn1 2.030(2) 2_556 ?
O1 Zn1 2.043(3) . ?
O2 Zn1 2.053(3) . ?
O4 Zn1 2.045(3) . ?
Zn1 O1 2.030(2) 2_556 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -177.8(5) . . . . ?
C6 C1 C2 C3 0.1(8) . . . . ?
C1 C2 C3 C4 0.8(8) . . . . ?
C2 C3 C4 C5 -0.2(8) . . . . ?
C3 C4 C5 C6 -1.3(8) . . . . ?
C4 C5 C6 C1 2.2(7) . . . . ?
C4 C5 C6 C7 -178.3(5) . . . . ?
O1 C1 C6 C5 176.4(5) . . . . ?
C2 C1 C6 C5 -1.5(7) . . . . ?
O1 C1 C6 C7 -3.1(8) . . . . ?
C2 C1 C6 C7 179.0(5) . . . . ?
C5 C6 C7 N1 163.4(4) . . . . ?
C1 C6 C7 N1 -17.1(7) . . . . ?
N1 C8 C9 O3 166.0(5) . . . . ?
C10 C8 C9 O3 -70.4(6) . . . . ?
N1 C8 C9 O2 -15.6(6) . . . . ?
C10 C8 C9 O2 108.0(5) . . . . ?
N1 C8 C10 C11 -67.9(5) . . . . ?
C9 C8 C10 C11 170.2(4) . . . . ?
C8 C10 C11 C12 -162.4(4) . . . . ?
C10 C11 C12 C13 177.2(4) . . . . ?
C11 C12 C13 N2 -171.9(5) . . . . ?
C6 C7 N1 C8 -180.0(4) . . . . ?
C6 C7 N1 Zn1 8.5(6) . . . . ?
C9 C8 N1 C7 -153.4(4) . . . . ?
C10 C8 N1 C7 85.2(5) . . . . ?
C9 C8 N1 Zn1 19.1(4) . . . . ?
C10 C8 N1 Zn1 -102.3(3) . . . . ?
C2 C1 O1 Zn1 16.4(9) . . . 2_556 ?
C6 C1 O1 Zn1 -161.5(4) . . . 2_556 ?
C2 C1 O1 Zn1 -153.2(4) . . . . ?
C6 C1 O1 Zn1 28.9(8) . . . . ?
O3 C9 O2 Zn1 -177.3(4) . . . . ?
C8 C9 O2 Zn1 4.4(5) . . . . ?
O6 N3 O4 Zn1 -9.8(7) . . . . ?
O5 N3 O4 Zn1 174.3(5) . . . . ?
C1 O1 Zn1 O1 178.4(4) . . . 2_556 ?
Zn1 O1 Zn1 O1 6.4(3) 2_556 . . 2_556 ?
C1 O1 Zn1 O4 86.8(5) . . . . ?
Zn1 O1 Zn1 O4 -85.2(2) 2_556 . . . ?
C1 O1 Zn1 O2 -97.7(5) . . . . ?
Zn1 O1 Zn1 O2 90.2(3) 2_556 . . . ?
C1 O1 Zn1 N1 -28.5(5) . . . . ?
Zn1 O1 Zn1 N1 159.4(2) 2_556 . . . ?
N3 O4 Zn1 O1 -119.7(4) . . . 2_556 ?
N3 O4 Zn1 O1 -40.2(4) . . . . ?
N3 O4 Zn1 O2 142.3(4) . . . . ?
N3 O4 Zn1 N1 59.9(4) . . . . ?
C9 O2 Zn1 O1 154.8(3) . . . 2_556 ?
C9 O2 Zn1 O1 76.8(4) . . . . ?
C9 O2 Zn1 O4 -107.3(3) . . . . ?
C9 O2 Zn1 N1 5.2(3) . . . . ?
C7 N1 Zn1 O1 71.6(5) . . . 2_556 ?
C8 N1 Zn1 O1 -100.5(4) . . . 2_556 ?
C7 N1 Zn1 O1 10.1(4) . . . . ?
C8 N1 Zn1 O1 -162.0(3) . . . . ?
C7 N1 Zn1 O4 -107.7(4) . . . . ?
C8 N1 Zn1 O4 80.2(3) . . . . ?
C7 N1 Zn1 O2 158.3(4) . . . . ?
C8 N1 Zn1 O2 -13.8(3) . . . . ?
