#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:48:25 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178917 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/46/4114677.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_4114677
loop_
_publ_author_name
'James S. Hess'
'Somying Leelasubcharoen'
'Arnold L. Rheingold'
'Douglas J. Doren'
'Klaus H. Theopold'
_publ_contact_author
;
Prof. Klaus H. Theopold
Dept. of Chemistry and Biochemistry
University of Delaware
;
_publ_contact_author_email       theopold@udel.edu
_publ_contact_author_fax         '302 831 6335'
_publ_contact_author_phone       '302 831 1546'
_publ_section_title
;
 Spin Surface Crossing in Chromium-Mediated Olefin Epoxidation with O2
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2454
_journal_page_last               2455
_journal_paper_doi               10.1021/ja0167553
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C10 H15 Cl2 Cr O'
_chemical_formula_weight         274.12
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.291(2)
_cell_angle_beta                 86.502(2)
_cell_angle_gamma                89.5680(10)
_cell_formula_units_Z            2
_cell_length_a                   6.3902(2)
_cell_length_b                   8.59920(10)
_cell_length_c                   11.0202(4)
_cell_measurement_temperature    223(2)
_cell_volume                     602.40(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.878
_diffrn_measured_fraction_theta_max 0.878
_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  0.0719
_diffrn_reflns_av_sigmaI/netI    0.0731
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3610
_diffrn_reflns_theta_full        28.23
_diffrn_reflns_theta_max         28.23
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    1.359
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_description       block
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.636
_refine_diff_density_min         -1.215
_refine_diff_density_rms         0.134
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.400
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2625
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.400
_refine_ls_R_factor_all          0.0924
_refine_ls_R_factor_gt           0.0666
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1859
_refine_ls_wR_factor_ref         0.2086
_reflns_number_gt                2022
_reflns_number_total             2625
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0167553.cif
_cod_data_source_block           som01
_cod_database_code               4114677
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cr Cr 0.45279(11) 0.77052(9) 0.79015(7) 0.0268(3) Uani 1 1 d .
Cl1 Cl 0.2836(2) 0.99744(16) 0.75126(13) 0.0383(4) Uani 1 1 d .
Cl2 Cl 0.2851(2) 0.6359(2) 0.66163(16) 0.0525(5) Uani 1 1 d .
O O 0.3633(6) 0.7078(5) 0.9223(4) 0.0411(9) Uani 1 1 d .
C1 C 0.7713(7) 0.7351(6) 0.8619(5) 0.0271(10) Uani 1 1 d .
C2 C 0.7547(8) 0.6428(6) 0.7632(5) 0.0323(11) Uani 1 1 d .
C3 C 0.7487(7) 0.7455(6) 0.6527(5) 0.0274(10) Uani 1 1 d .
C4 C 0.7475(7) 0.8988(5) 0.6847(5) 0.0271(10) Uani 1 1 d .
C5 C 0.7513(7) 0.8940(5) 0.8155(4) 0.0249(9) Uani 1 1 d .
C6 C 0.7987(9) 0.6801(6) 0.9922(5) 0.0382(12) Uani 1 1 d .
H6A H 0.9471 0.6715 1.0058 0.057 Uiso 1 1 calc R
H6B H 0.7330 0.5789 1.0106 0.057 Uiso 1 1 calc R
H6C H 0.7340 0.7543 1.0448 0.057 Uiso 1 1 calc R
C7 C 0.7641(9) 0.4681(6) 0.7676(6) 0.0392(12) Uani 1 1 d .
H7A H 0.9084 0.4350 0.7537 0.059 Uiso 1 1 calc R
H7B H 0.6804 0.4321 0.7050 0.059 Uiso 1 1 calc R
H7C H 0.7095 0.4243 0.8471 0.059 Uiso 1 1 calc R
C8 C 0.7555(9) 0.6905(7) 0.5268(5) 0.0383(12) Uani 1 1 d .
H8A H 0.8991 0.6924 0.4926 0.057 Uiso 1 1 calc R
H8B H 0.6700 0.7588 0.4755 0.057 Uiso 1 1 calc R
H8C H 0.7019 0.5849 0.5308 0.057 Uiso 1 1 calc R
C9 C 0.7490(8) 1.0446(6) 0.6014(5) 0.0345(11) Uani 1 1 d .
H9A H 0.8918 1.0692 0.5717 0.052 Uiso 1 1 calc R
H9B H 0.6911 1.1298 0.6455 0.052 Uiso 1 1 calc R
H9C H 0.6648 1.0297 0.5330 0.052 Uiso 1 1 calc R
C10 C 0.7577(8) 1.0345(6) 0.8879(5) 0.0363(12) Uani 1 1 d .
H10A H 0.9011 1.0705 0.8880 0.054 Uiso 1 1 calc R
H10B H 0.7043 1.0066 0.9711 0.054 Uiso 1 1 calc R
H10C H 0.6717 1.1169 0.8514 0.054 Uiso 1 1 calc R
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
Cr 0.0216(4) 0.0275(4) 0.0310(5) -0.0019(3) -0.0008(3) -0.0021(3)
Cl1 0.0297(6) 0.0415(7) 0.0429(8) 0.0016(6) -0.0030(5) 0.0099(5)
Cl2 0.0306(7) 0.0629(10) 0.0686(11) -0.0289(8) -0.0069(7) -0.0103(6)
O 0.037(2) 0.042(2) 0.042(2) 0.0046(18) 0.0066(17) -0.0050(16)
C1 0.027(2) 0.027(2) 0.028(2) -0.0031(19) -0.0050(18) -0.0002(18)
C2 0.026(2) 0.027(2) 0.043(3) 0.003(2) -0.006(2) 0.0017(18)
C3 0.023(2) 0.028(2) 0.032(3) -0.004(2) -0.0006(18) 0.0001(17)
C4 0.023(2) 0.026(2) 0.032(3) -0.0022(19) -0.0023(18) -0.0020(17)
C5 0.022(2) 0.024(2) 0.029(2) -0.0032(18) -0.0027(17) -0.0003(17)
C6 0.046(3) 0.033(3) 0.035(3) 0.002(2) -0.012(2) 0.006(2)
C7 0.046(3) 0.026(2) 0.045(3) -0.004(2) -0.002(3) -0.001(2)
C8 0.037(3) 0.045(3) 0.035(3) -0.012(2) -0.004(2) 0.001(2)
C9 0.038(3) 0.032(3) 0.032(3) 0.002(2) 0.000(2) 0.000(2)
C10 0.036(3) 0.032(3) 0.042(3) -0.006(2) -0.002(2) -0.006(2)
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 '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
O Cr Cl2 105.38(16)
O Cr C2 104.5(2)
Cl2 Cr C2 94.31(15)
O Cr C5 106.3(2)
Cl2 Cr C5 143.99(14)
C2 Cr C5 61.47(18)
O Cr C1 86.3(2)
Cl2 Cr C1 130.38(14)
C2 Cr C1 36.75(19)
C5 Cr C1 37.23(17)
O Cr Cl1 104.49(16)
Cl2 Cr Cl1 96.47(7)
C2 Cr Cl1 145.04(14)
C5 Cr Cl1 91.73(12)
C1 Cr Cl1 127.63(14)
O Cr C3 140.92(19)
Cl2 Cr C3 85.04(13)
C2 Cr C3 36.50(18)
C5 Cr C3 59.47(17)
C1 Cr C3 60.19(18)
Cl1 Cr C3 111.73(13)
O Cr C4 142.3(2)
Cl2 Cr C4 109.59(13)
C2 Cr C4 59.75(17)
C5 Cr C4 36.20(17)
C1 Cr C4 60.35(17)
Cl1 Cr C4 85.32(12)
C3 Cr C4 34.08(17)
C2 C1 C5 107.1(4)
C2 C1 C6 127.4(5)
C5 C1 C6 125.4(4)
C2 C1 Cr 71.3(3)
C5 C1 Cr 71.2(3)
C6 C1 Cr 121.5(4)
C1 C2 C3 108.3(4)
C1 C2 C7 126.6(5)
C3 C2 C7 124.8(5)
C1 C2 Cr 72.0(3)
C3 C2 Cr 77.0(3)
C7 C2 Cr 121.9(4)
C4 C3 C2 108.3(5)
C4 C3 C8 127.6(5)
C2 C3 C8 124.1(5)
C4 C3 Cr 73.4(3)
C2 C3 Cr 66.5(3)
C8 C3 Cr 128.2(3)
C3 C4 C5 107.6(4)
C3 C4 C9 127.7(5)
C5 C4 C9 124.7(4)
C3 C4 Cr 72.5(3)
C5 C4 Cr 66.3(3)
C9 C4 Cr 127.8(3)
C1 C5 C4 108.3(4)
C1 C5 C10 126.2(4)
C4 C5 C10 125.1(4)
C1 C5 Cr 71.6(3)
C4 C5 Cr 77.5(3)
C10 C5 Cr 122.2(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cr O 1.585(4)
Cr Cl2 2.2289(16)
Cr C2 2.229(5)
Cr C5 2.233(5)
Cr C1 2.238(5)
Cr Cl1 2.2467(14)
Cr C3 2.369(5)
Cr C4 2.381(5)
C1 C2 1.408(7)
C1 C5 1.427(6)
C1 C6 1.494(7)
C2 C3 1.446(7)
C2 C7 1.499(7)
C3 C4 1.392(7)
C3 C8 1.501(7)
C4 C5 1.440(7)
C4 C9 1.491(7)
C5 C10 1.504(7)
