#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:38:54 +0100 (lun 21 de mar de 2016) $
#$Revision: 178400 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/22/4022273.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_4022273
loop_
_publ_author_name
'Xingang Fang'
'Hairong Xia'
'Hui Yu'
'Xicheng Dong'
'Minbo Chen'
'Quanrui Wang'
'Fenggang Tao'
'Chaozhong Li'
_publ_section_title
;
 On the 6-Exo Atom Transfer Radical Cyclization Reactions of
 3-Butenyl 2-Iodoalkanoates
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8481
_journal_page_last               8488
_journal_paper_doi               10.1021/jo026381b
_journal_volume                  67
_journal_year                    2002
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_date             'Fri Mar 24 10:33:41 2001'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4.00
_cell_length_a                   11.720(5)
_cell_length_b                   14.660(4)
_cell_length_c                   6.647(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      21.86
_cell_measurement_theta_min      19.37
_cell_volume                     1142.1(9)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan: PROCESS (MSC)'
_computing_publication_material  'teXsan: FINISH (MSC)'
_computing_structure_refinement  'teXsan: LS (MSC)'
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      20.0
_diffrn_measurement_device       AFC7R
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      -0.02382
_diffrn_orient_matrix_UB_12      -0.06547
_diffrn_orient_matrix_UB_13      0.00478
_diffrn_orient_matrix_UB_21      0.08148
_diffrn_orient_matrix_UB_22      -0.01917
_diffrn_orient_matrix_UB_23      -0.01433
_diffrn_orient_matrix_UB_31      0.00856
_diffrn_orient_matrix_UB_32      0.00025
_diffrn_orient_matrix_UB_33      0.14968
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1543
_diffrn_reflns_theta_max         27.4675
_diffrn_standards_decay_%        -0.19
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu_cm 27.750
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   psi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             584.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         -0.73620
_refine_diff_density_min         1.44570
_refine_ls_extinction_coef       19.31465
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.780
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1084
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0460
_refine_ls_shift/esd_max         0.0230
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0580
_cod_data_source_file            jo026381b-2_s5.cif
_cod_data_source_block           master_file_afc7*.xtl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 30 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21 21 21 '
_cod_database_code               4022273
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2-x,   -y,1/2+z'
'1/2+x,1/2-y,   -z'
'   -x,1/2+y,1/2-z'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
I 0.0475(4) 0.0980(5) 0.0842(5) -0.0024(3) -0.0157(4) -0.0029(9)
O1 0.036(3) 0.082(4) 0.106(7) 0.007(3) -0.005(4) 0.014(4)
O2 0.049(3) 0.051(4) 0.105(6) 0.014(2) 0.002(5) 0.005(6)
C1 0.041(4) 0.069(6) 0.040(4) 0.009(3) 0.001(4) 0.002(6)
C2 0.043(3) 0.055(5) 0.032(4) 0.002(3) -0.001(4) -0.004(4)
C3 0.038(4) 0.053(5) 0.066(6) 0.001(4) 0.004(4) -0.001(4)
C4 0.064(6) 0.068(7) 0.14(1) -0.014(6) -0.024(8) 0.025(7)
C5 0.084(7) 0.050(6) 0.14(1) 0.005(5) -0.02(1) -0.001(10)
C6 0.038(4) 0.081(6) 0.073(6) -0.004(5) -0.009(5) -0.011(6)
C7 0.050(4) 0.052(5) 0.069(6) -0.001(3) 0.015(6) 0.003(6)
C8 0.082(7) 0.071(7) 0.077(8) -0.006(7) -0.009(6) -0.005(6)
C9 0.058(5) 0.054(6) 0.066(6) -0.002(5) -0.005(5) -0.001(5)
C10 0.060(5) 0.056(5) 0.11(1) 0.007(4) -0.001(6) 0.005(6)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
I 0.14089(5) 0.96305(5) 0.0048(1) 0.0766 Uani
O1 -0.3007(5) 0.9286(5) -0.463(1) 0.0747 Uani
O2 -0.1975(5) 1.0498(4) -0.481(2) 0.0684 Uani
C1 -0.2068(6) 0.9592(6) -0.481(1) 0.0499 Uani
C2 -0.0970(6) 0.9060(5) -0.522(1) 0.0434 Uani
C3 0.0012(7) 0.9449(6) -0.387(1) 0.0523 Uani
C4 0.001(1) 1.0515(8) -0.404(2) 0.0916 Uani
C5 -0.0890(10) 1.0882(7) -0.523(3) 0.0922 Uani
C6 -0.0051(8) 0.9179(7) -0.167(2) 0.0641 Uani
C7 -0.1136(6) 0.8006(6) -0.514(2) 0.0566 Uani
C8 -0.185(1) 0.7782(9) -0.713(2) 0.0767 Uani
C9 -0.1736(9) 0.7582(6) -0.339(2) 0.0593 Uani
C10 0.0036(7) 0.7541(7) -0.547(2) 0.0749 Uani
H1 -0.0958 0.9220 -0.6196 0.0073 Uani
H2 0.0711 0.9225 -0.4384 0.0634 Uani
H3 0.0724 1.0684 -0.4623 0.0442 Uani
H4 -0.0038 1.0753 -0.2721 0.0944 Uani
H5 -0.0938 1.1525 -0.4994 0.0787 Uani
H6 -0.0728 1.0787 -0.6625 0.0750 Uani
H7 -0.0723 0.9447 -0.1127 0.0504 Uani
H8 -0.0104 0.8537 -0.1607 0.0662 Uani
H9 -0.1812 0.7115 -0.7301 0.1639 Uani
H10 -0.2612 0.7939 -0.6913 0.0824 Uani
H11 -0.1521 0.8063 -0.8206 0.0385 Uani
H12 -0.2457 0.7872 -0.3286 0.1189 Uani
H13 -0.1299 0.7696 -0.2225 0.1138 Uani
H14 -0.1812 0.6962 -0.3642 0.0579 Uani
H15 -0.0074 0.6902 -0.5568 0.0730 Uani
H16 0.0526 0.7677 -0.4381 0.0222 Uani
H17 0.0350 0.7767 -0.6686 0.0371 Uani
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 40 0.003 0.002 'International Tables'
H 0 68 0.000 0.000 'International Tables'
O 0 8 0.011 0.006 'International Tables'
I 0 4 -0.474 1.812 'International Tables'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(1) O(2) C(5) 117.9(7) yes
O(1) C(1) O(2) 116.8(8) yes
O(1) C(1) C(2) 127.0(9) yes
O(2) C(1) C(2) 116.1(7) yes
C(1) C(2) C(3) 109.3(7) yes
C(1) C(2) C(7) 113.3(7) yes
C(3) C(2) C(7) 115.7(8) yes
C(2) C(3) C(4) 108.8(8) yes
C(2) C(3) C(6) 114.9(8) yes
C(4) C(3) C(6) 109.2(10) yes
C(3) C(4) C(5) 114(1) yes
O(2) C(5) C(4) 113(1) yes
I C(6) C(3) 113.1(6) yes
C(2) C(7) C(8) 104.0(9) yes
C(2) C(7) C(9) 119.8(9) yes
C(2) C(7) C(10) 108.7(7) yes
C(8) C(7) C(9) 108.3(7) yes
C(8) C(7) C(10) 104.6(9) yes
C(9) C(7) C(10) 110.2(8) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
I C(6) 2.161(9) yes
O(1) C(1) 1.196(10) yes
O(2) C(1) 1.33(1) yes
O(2) C(5) 1.42(1) yes
C(1) C(2) 1.53(1) yes
C(2) C(3) 1.57(1) yes
C(2) C(7) 1.56(1) yes
C(3) C(4) 1.57(1) yes
C(3) C(6) 1.52(1) yes
C(4) C(5) 1.42(2) yes
C(7) C(8) 1.60(2) yes
C(7) C(9) 1.50(1) yes
C(7) C(10) 1.55(1) yes
