#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:38:54 +0100 (lun 21 de mar de 2016) $
#$Revision: 178400 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/22/4022276.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_4022276
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           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_date             'Wed Dec 15 07:43:24 1999'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 98.22(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4.00
_cell_length_a                   6.395(1)
_cell_length_b                   6.741(1)
_cell_length_c                   17.932(4)
_cell_measurement_reflns_used    19
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      26.62
_cell_measurement_theta_min      18.40
_cell_volume                     765.1(2)
_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      -0.13462
_diffrn_orient_matrix_UB_12      0.00646
_diffrn_orient_matrix_UB_13      -0.03595
_diffrn_orient_matrix_UB_21      0.08245
_diffrn_orient_matrix_UB_22      0.02204
_diffrn_orient_matrix_UB_23      -0.04263
_diffrn_orient_matrix_UB_31      0.00632
_diffrn_orient_matrix_UB_32      -0.14657
_diffrn_orient_matrix_UB_33      -0.00806
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  3.69
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2071
_diffrn_reflns_theta_max         27.4881
_diffrn_standards_decay_%        -0.14
_diffrn_standards_interval_count 200
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu_cm 41.160
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.618
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   psi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.084
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             456.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         -1.12790
_refine_diff_density_min         0.89250
_refine_ls_extinction_coef       55.48680
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   1.920
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         1489
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0350
_refine_ls_shift/esd_max         0.0010
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0450
_cod_data_source_file            jo026381b-2_s8.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 18 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c     '
_cod_database_code               4022276
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,1/2+y,1/2-z'
'   -x,   -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 0.0350(2) 0.0723(3) 0.0414(2) 0.0062(1) 0.0004(1) 0.0084(1)
O1 0.039(2) 0.063(2) 0.063(2) -0.002(2) 0.000(2) 0.011(2)
O2 0.035(2) 0.049(2) 0.043(2) -0.005(1) 0.007(1) -0.002(1)
C1 0.041(2) 0.031(2) 0.051(2) -0.008(2) 0.003(2) 0.007(2)
C2 0.067(4) 0.044(2) 0.049(3) -0.021(3) 0.006(2) -0.004(2)
C3 0.038(2) 0.047(2) 0.041(2) -0.004(2) 0.011(2) 0.005(2)
C4 0.029(2) 0.044(2) 0.039(2) 0.006(2) 0.007(2) 0.005(2)
C5 0.034(2) 0.036(2) 0.030(2) 0.004(2) 0.006(2) 0.000(2)
C6 0.059(3) 0.036(2) 0.043(2) -0.003(2) 0.014(2) -0.004(2)
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 0.20091(5) 0.08155(5) 0.29432(2) 0.0501 Uani
O1 1.0150(6) 0.2567(5) 0.4996(2) 0.0553 Uani
O2 0.6669(5) 0.2973(5) 0.4647(2) 0.0422 Uani
C1 0.8430(7) 0.2941(6) 0.5155(3) 0.0413 Uani
C2 0.7972(9) 0.3491(8) 0.5929(3) 0.0534 Uani
C3 0.6908(7) 0.2443(7) 0.3882(3) 0.0417 Uani
C4 0.6496(7) 0.0267(7) 0.3749(2) 0.0372 Uani
C5 0.4292(7) -0.0431(6) 0.3851(2) 0.0331 Uani
C6 0.4108(8) -0.2673(7) 0.3861(3) 0.0451 Uani
H1 0.9173 0.2820 0.6282 0.0840 Uani
H2 0.7892 0.4814 0.5961 0.0766 Uani
H3 0.8306 0.2873 0.3806 0.0559 Uani
H4 0.5848 0.3187 0.3485 0.0415 Uani
H5 0.6689 0.0002 0.3242 0.0656 Uani
H6 0.7540 -0.0489 0.4140 0.0558 Uani
H7 0.3709 0.0064 0.4307 0.0196 Uani
H8 0.4262 -0.3343 0.3381 0.0287 Uani
H9 0.4972 -0.3287 0.4246 0.0431 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 24 0.003 0.002 'International Tables'
H 0 36 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(3) 116.6(4) yes
O(1) C(1) O(2) 123.3(5) yes
O(1) C(1) C(2) 125.2(5) yes
O(2) C(1) C(2) 111.5(4) yes
C(1) C(2) C(6) 115.3(4) yes
O(2) C(3) C(4) 110.6(3) yes
C(3) C(4) C(5) 115.3(4) yes
I C(5) C(4) 108.8(3) yes
I C(5) C(6) 110.3(3) yes
C(4) C(5) C(6) 112.6(4) yes
C(2) C(6) C(5) 115.6(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
I C(5) 2.192(4) yes
O(1) C(1) 1.202(6) yes
O(2) C(1) 1.344(5) yes
O(2) C(3) 1.446(5) yes
C(1) C(2) 1.504(7) yes
C(2) C(6) 1.536(7) yes
C(3) C(4) 1.503(7) yes
C(4) C(5) 1.521(6) yes
C(5) C(6) 1.516(6) yes
