#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/68/1516883.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_1516883
loop_
_publ_author_name
'Yang, Yanping'
'Cui, Mengchao'
'Zhang, Xiaoyang'
'Dai, Jiapei'
'Zhang, Zhiyong'
'Lin, Chunping'
'Guo, Yuzhi'
'Liu, Boli'
_publ_section_title
;
 Radioiodinated Benzyloxybenzene Derivatives: A Class of Flexible Ligands
 Target to β-Amyloid Plaques in Alzheimer's Brains.
;
_journal_issue                   14
_journal_name_full               'Journal of medicinal chemistry'
_journal_page_first              6030
_journal_page_last               6042
_journal_paper_doi               10.1021/jm5004396
_journal_volume                  57
_journal_year                    2014
_chemical_formula_sum            'C14 H13 I O2'
_chemical_formula_weight         340.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1079(12)
_cell_length_b                   7.2239(14)
_cell_length_c                   28.327(5)
_cell_measurement_reflns_used    2840
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.91
_cell_volume                     1249.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0451
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            6711
_diffrn_reflns_theta_full        27.63
_diffrn_reflns_theta_max         27.63
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    2.549
_exptl_absorpt_correction_T_max  0.7329
_exptl_absorpt_correction_T_min  0.6166
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.838
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2331
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0122P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0470
_refine_ls_wR_factor_ref         0.0494
_reflns_number_gt                2076
_reflns_number_total             2331
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jm5004396_si_002.cif
_cod_data_source_block           131122a_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 1516882--1516883.cif.
;
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               1516883
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.3288(6) 0.9810(5) 0.39702(14) 0.0186(8) Uani 1 1 d .
C2 C 0.5332(7) 1.0584(5) 0.40555(12) 0.0206(8) Uani 1 1 d .
H2 H 0.6242 1.0937 0.3799 0.025 Uiso 1 1 calc R
C3 C 0.6038(7) 1.0839(5) 0.45142(13) 0.0210(8) Uani 1 1 d .
H3 H 0.7427 1.1385 0.4572 0.025 Uiso 1 1 calc R
C4 C 0.4726(6) 1.0301(5) 0.48925(12) 0.0169(7) Uani 1 1 d .
C5 C 0.2711(9) 0.9480(7) 0.48030(18) 0.0218(11) Uani 1 1 d .
H5 H 0.1821 0.9088 0.5059 0.026 Uiso 1 1 calc R
C6 C 0.1985(6) 0.9228(5) 0.43431(14) 0.0217(8) Uani 1 1 d .
H6 H 0.0608 0.8662 0.4284 0.026 Uiso 1 1 calc R
C7 C 0.5377(6) 1.0736(5) 0.53940(12) 0.0194(8) Uani 1 1 d .
H7A H 0.5575 1.2088 0.5432 0.023 Uiso 1 1 calc R
H7B H 0.4212 1.0328 0.5614 0.023 Uiso 1 1 calc R
C8 C 0.8114(6) 0.9955(5) 0.59623(13) 0.0143(7) Uani 1 1 d .
C9 C 1.0024(6) 0.9012(5) 0.60676(12) 0.0153(7) Uani 1 1 d .
H9 H 1.0750 0.8335 0.5827 0.018 Uiso 1 1 calc R
C10 C 1.0893(6) 0.9041(5) 0.65202(11) 0.0159(7) Uani 1 1 d .
H10 H 1.2197 0.8377 0.6589 0.019 Uiso 1 1 calc R
C11 C 0.9844(6) 1.0044(5) 0.68712(12) 0.0166(8) Uani 1 1 d .
C12 C 0.7919(7) 1.0980(7) 0.67634(16) 0.0167(9) Uani 1 1 d .
H12 H 0.7186 1.1651 0.7005 0.020 Uiso 1 1 calc R
C13 C 0.7050(6) 1.0957(5) 0.63138(12) 0.0164(7) Uani 1 1 d .
H13 H 0.5743 1.1617 0.6245 0.020 Uiso 1 1 calc R
C14 C 1.2575(6) 0.9275(7) 0.74453(15) 0.0281(10) Uani 1 1 d .
H14A H 1.2393 0.7937 0.7404 0.042 Uiso 1 1 calc R
H14B H 1.2964 0.9538 0.7774 0.042 Uiso 1 1 calc R
H14C H 1.3743 0.9720 0.7237 0.042 Uiso 1 1 calc R
I1 I 0.20389(3) 0.96110(3) 0.328268(6) 0.02436(7) Uani 1 1 d .
O1 O 0.7383(4) 0.9797(4) 0.55019(10) 0.0189(6) Uani 1 1 d .
O2 O 1.0561(4) 1.0200(4) 0.73298(8) 0.0199(6) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.021(2) 0.0182(19) 0.0166(18) 0.0000(14) -0.0041(15) 0.0011(14)
C2 0.019(2) 0.027(2) 0.0159(18) -0.0001(15) 0.0005(15) -0.0002(15)
C3 0.0145(19) 0.024(2) 0.0243(19) -0.0014(14) 0.0002(16) -0.0017(16)
C4 0.019(2) 0.0177(18) 0.0135(17) -0.0016(14) -0.0040(14) 0.0036(15)
C5 0.021(3) 0.029(3) 0.016(2) 0.0040(17) 0.0049(19) -0.0039(19)
C6 0.0183(19) 0.026(2) 0.0210(19) 0.0026(15) -0.0012(16) -0.0045(16)
C7 0.018(2) 0.027(2) 0.0139(18) -0.0001(14) -0.0047(14) 0.0051(15)
C8 0.0131(18) 0.019(2) 0.0107(17) -0.0008(12) -0.0007(13) -0.0010(14)
C9 0.0179(19) 0.0173(18) 0.0107(15) -0.0022(13) 0.0042(14) -0.0011(14)
C10 0.0107(17) 0.0184(19) 0.0185(18) 0.0030(13) -0.0015(14) 0.0014(14)
C11 0.0160(19) 0.021(2) 0.0129(17) 0.0036(13) 0.0020(15) -0.0034(14)
C12 0.016(2) 0.017(2) 0.017(2) 0.0013(17) 0.0015(17) 0.0010(17)
C13 0.0122(17) 0.0184(19) 0.0186(18) 0.0014(14) 0.0001(14) 0.0009(14)
C14 0.014(2) 0.051(3) 0.020(2) 0.0018(18) -0.0043(15) 0.0053(17)
I1 0.02528(12) 0.03384(12) 0.01395(10) -0.0010(2) -0.0051(2) -0.00003(9)
O1 0.0181(14) 0.0250(15) 0.0135(13) -0.0027(10) -0.0036(10) 0.0046(10)
O2 0.0160(14) 0.0345(16) 0.0093(12) -0.0004(10) -0.0037(10) 0.0009(11)
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'
I I -0.4742 1.8119 '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
C6 C1 C2 120.3(4)
C6 C1 I1 118.5(3)
C2 C1 I1 121.1(3)
C3 C2 C1 119.9(4)
C3 C2 H2 120.1
C1 C2 H2 120.1
C2 C3 C4 120.4(4)
C2 C3 H3 119.8
C4 C3 H3 119.8
C5 C4 C3 119.2(4)
C5 C4 C7 119.6(4)
C3 C4 C7 121.0(3)
C6 C5 C4 120.7(4)
C6 C5 H5 119.7
C4 C5 H5 119.7
C1 C6 C5 119.5(4)
C1 C6 H6 120.3
C5 C6 H6 120.3
O1 C7 C4 109.1(3)
O1 C7 H7A 109.9
C4 C7 H7A 109.9
O1 C7 H7B 109.9
C4 C7 H7B 109.9
H7A C7 H7B 108.3
C9 C8 O1 115.8(3)
C9 C8 C13 119.7(3)
O1 C8 C13 124.5(3)
C8 C9 C10 121.0(3)
C8 C9 H9 119.5
C10 C9 H9 119.5
C11 C10 C9 119.5(3)
C11 C10 H10 120.2
C9 C10 H10 120.2
O2 C11 C10 124.9(3)
O2 C11 C12 115.9(3)
C10 C11 C12 119.2(4)
C13 C12 C11 121.5(4)
C13 C12 H12 119.3
C11 C12 H12 119.3
C12 C13 C8 119.1(4)
C12 C13 H13 120.4
C8 C13 H13 120.4
O2 C14 H14A 109.5
O2 C14 H14B 109.5
H14A C14 H14B 109.5
O2 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C8 O1 C7 116.0(3)
C11 O2 C14 116.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.387(5)
C1 C2 1.389(5)
C1 I1 2.097(4)
C2 C3 1.381(5)
C2 H2 0.9500
C3 C4 1.393(5)
C3 H3 0.9500
C4 C5 1.390(6)
C4 C7 1.509(5)
C5 C6 1.388(6)
C5 H5 0.9500
C6 H6 0.9500
C7 O1 1.434(4)
C7 H7A 0.9900
C7 H7B 0.9900
C8 C9 1.383(5)
C8 O1 1.383(4)
C8 C13 1.392(5)
C9 C10 1.388(4)
C9 H9 0.9500
C10 C11 1.387(5)
C10 H10 0.9500
C11 O2 1.375(4)
C11 C12 1.390(6)
C12 C13 1.380(6)
C12 H12 0.9500
C13 H13 0.9500
C14 O2 1.438(5)
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
