#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:51:47 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179543 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/12/4501266.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_4501266
loop_
_publ_author_name
'Vaughn, Shae Anne'
'Severance, Rachel C.'
'Smith, Mark D.'
'zur Loye, Hans-Conrad'
_publ_section_title
;
 Crystal Growth, Structural Motifs, and Optical Properties of Molecular
 and Polymeric Cerium Halide Materials
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5072
_journal_paper_doi               10.1021/cg200985m
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C6 H18 Ce Cl3 O3'
_chemical_formula_sum            'C6 H18 Ce Cl3 O3'
_chemical_formula_weight         384.67
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 97.0010(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.383(2)
_cell_length_b                   8.9005(8)
_cell_length_c                   13.7495(12)
_cell_measurement_reflns_used    5657
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      56.598
_cell_measurement_theta_min      4.930
_cell_volume                     2718.8(4)
_computing_cell_refinement       'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_data_collection       'SMART Version 5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT-Plus Version 6.45 (Bruker, 2001)'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       '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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20514
_diffrn_reflns_theta_full        28.31
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    3.917
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS Version 2.05 (Bruker, 2001)'
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.880
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1496
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.948
_refine_diff_density_min         -0.433
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         3373
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0183
_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)+(0.0237P)²+1.6217P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0437
_refine_ls_wR_factor_ref         0.0445
_reflns_number_gt                3164
_reflns_number_total             3373
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200985m_si_002.cif
_cod_data_source_block           sv3123as
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2718.7(4)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501266
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'
'-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
O2 O 0.16430(6) 0.08383(16) 0.16335(11) 0.0188(3) Uani 1 1 d D
H2 H 0.1545(8) 0.1697(18) 0.156(2) 0.045(9) Uiso 1 1 d D
C1 C 0.42821(10) -0.0358(3) 0.14949(17) 0.0219(4) Uani 1 1 d .
H1A H 0.4386 -0.0492 0.2218 0.026 Uiso 1 1 calc R
C5 C 0.06816(12) -0.0228(3) 0.1892(2) 0.0371(6) Uani 1 1 d .
H5A H 0.0869 -0.0566 0.2536 0.056 Uiso 1 1 calc R
H5B H 0.0372 -0.0950 0.1633 0.056 Uiso 1 1 calc R
H5C H 0.0497 0.0760 0.1956 0.056 Uiso 1 1 calc R
C6 C 0.09024(11) 0.0479(3) 0.02074(18) 0.0282(5) Uani 1 1 d .
H6A H 0.0730 0.1478 0.0281 0.042 Uiso 1 1 calc R
H6B H 0.0589 -0.0202 -0.0093 0.042 Uiso 1 1 calc R
H6C H 0.1226 0.0546 -0.0211 0.042 Uiso 1 1 calc R
Ce1 Ce 0.271247(5) 0.013803(11) 0.214818(7) 0.01154(4) Uani 1 1 d D
Cl1 Cl 0.36084(2) -0.06365(6) 0.36534(4) 0.01861(10) Uani 1 1 d .
Cl2 Cl 0.29501(2) 0.31740(5) 0.16425(3) 0.01569(10) Uani 1 1 d .
Cl3 Cl 0.23436(2) 0.21448(5) 0.36232(3) 0.01905(10) Uani 1 1 d .
O3 O 0.25300(8) 0.01911(18) 0.03214(12) 0.0193(3) Uani 1 1 d .
O1 O 0.36488(7) 0.00211(16) 0.13005(12) 0.0187(3) Uani 1 1 d D
C4 C 0.11531(10) -0.0116(2) 0.12014(18) 0.0215(5) Uani 1 1 d D
H4A H 0.1318 -0.1145 0.1113 0.026 Uiso 1 1 calc R
C3 C 0.46556(10) 0.0928(3) 0.11693(17) 0.0283(5) Uani 1 1 d .
H3A H 0.4569 0.1057 0.0458 0.042 Uiso 1 1 calc R
H3B H 0.5084 0.0703 0.1341 0.042 Uiso 1 1 calc R
H3C H 0.4555 0.1855 0.1498 0.042 Uiso 1 1 calc R
C2 C 0.43929(12) -0.1828(3) 0.1000(2) 0.0374(6) Uani 1 1 d .
H2A H 0.4135 -0.2608 0.1229 0.056 Uiso 1 1 calc R
H2B H 0.4816 -0.2117 0.1160 0.056 Uiso 1 1 calc R
H2C H 0.4300 -0.1713 0.0288 0.056 Uiso 1 1 calc R
H3 H 0.2518(12) -0.057(3) 0.004(2) 0.025(7) Uiso 1 1 d .
H4 H 0.2418(13) 0.078(3) -0.005(2) 0.031(8) Uiso 1 1 d .
H1 H 0.3595(18) 0.018(3) 0.0737(17) 0.053(11) 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'
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'
Ce Ce -0.2486 2.6331 '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
H2 O2 C4 109.1(12) . .
H2 O2 Ce1 121.0(12) . .
C4 O2 Ce1 128.32(12) . .
H2 O2 H2 0(4) . .
C4 O2 H2 109.1(12) . .
Ce1 O2 H2 121.0(12) . .
O1 C1 C2 109.22(19) . .
O1 C1 C3 109.38(18) . .
C2 C1 C3 113.2(2) . .
O1 C1 H1A 108.3 . .
C2 C1 H1A 108.3 . .
C3 C1 H1A 108.3 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
O2 Ce1 O3 71.08(5) . .
O2 Ce1 O1 134.68(5) . .
O3 Ce1 O1 65.09(6) . .
O2 Ce1 Cl1 148.46(4) . .
O3 Ce1 Cl1 140.06(4) . .
O1 Ce1 Cl1 76.68(4) . .
O2 Ce1 Cl2 83.98(4) . .
O3 Ce1 Cl2 75.50(4) . .
O1 Ce1 Cl2 74.72(3) . .
Cl1 Ce1 Cl2 106.037(14) . .
O2 Ce1 Cl3 97.49(4) . 4_545
O3 Ce1 Cl3 69.54(4) . 4_545
O1 Ce1 Cl3 77.99(3) . 4_545
Cl1 Ce1 Cl3 92.294(15) . 4_545
Cl2 Ce1 Cl3 142.256(14) . 4_545
O2 Ce1 Cl3 72.46(4) . .
O3 Ce1 Cl3 131.86(4) . .
O1 Ce1 Cl3 132.29(4) . .
Cl1 Ce1 Cl3 82.721(15) . .
Cl2 Ce1 Cl3 70.402(14) . .
Cl3 Ce1 Cl3 146.018(11) 4_545 .
O2 Ce1 Cl2 77.03(4) . 4_545
O3 Ce1 Cl2 123.32(4) . 4_545
O1 Ce1 Cl2 137.98(3) . 4_545
Cl1 Ce1 Cl2 78.441(15) . 4_545
Cl2 Ce1 Cl2 145.387(11) . 4_545
Cl3 Ce1 Cl2 69.735(14) 4_545 4_545
Cl3 Ce1 Cl2 76.344(15) . 4_545
Ce1 Cl2 Ce1 107.665(15) . 4
Ce1 Cl3 Ce1 108.514(16) 4 .
Ce1 O3 H3 118(2) . .
Ce1 O3 H4 134(2) . .
H3 O3 H4 106(3) . .
C1 O1 Ce1 140.67(13) . .
C1 O1 H1 105(3) . .
Ce1 O1 H1 114(3) . .
O2 C4 C5 109.4(2) . .
O2 C4 C6 110.10(18) . .
C5 C4 C6 112.5(2) . .
O2 C4 H4A 108.3 . .
C5 C4 H4A 108.3 . .
C6 C4 H4A 108.3 . .
C1 C3 H3A 109.5 . .
C1 C3 H3B 109.5 . .
H3A C3 H3B 109.5 . .
C1 C3 H3C 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
C1 C2 H2A 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C1 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 H2 0.797(16) .
O2 C4 1.455(2) .
O2 Ce1 2.4912(14) .
O2 H2 0.797(16) .
C1 O1 1.450(3) .
C1 C2 1.510(3) .
C1 C3 1.516(3) .
C1 H1A 1.0000 .
C5 C4 1.507(4) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C4 1.509(3) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
Ce1 O3 2.4955(16) .
Ce1 O1 2.5214(16) .
Ce1 Cl1 2.7872(5) .
Ce1 Cl2 2.8563(5) .
Ce1 Cl3 2.8645(5) 4_545
Ce1 Cl3 2.8971(5) .
Ce1 Cl2 2.9362(5) 4_545
Cl2 Ce1 2.9363(5) 4
Cl3 Ce1 2.8646(5) 4
O3 H3 0.78(3) .
O3 H4 0.75(3) .
O1 H1 0.78(2) .
C4 H4A 1.0000 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 Cl1 0.797(16) 2.412(17) 3.2036(16) 172.2(19) 4
O3 H3 Cl3 0.78(3) 2.40(3) 3.1163(16) 155(3) 6
O3 H4 Cl2 0.75(3) 2.43(3) 3.1395(17) 158(3) 7
O1 H1 Cl1 0.78(2) 2.90(2) 3.6707(18) 170(4) 6
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_4
H2 O2 Ce1 O3 -91(2) . .
C4 O2 Ce1 O3 72.64(16) . .
H2 O2 Ce1 O1 -76(2) . .
C4 O2 Ce1 O1 87.81(17) . .
H2 O2 Ce1 Cl1 96(2) . .
C4 O2 Ce1 Cl1 -99.61(17) . .
H2 O2 Ce1 Cl2 -15(2) . .
C4 O2 Ce1 Cl2 149.33(16) . .
H2 O2 Ce1 Cl3 -157(2) . 4_545
C4 O2 Ce1 Cl3 7.32(16) . 4_545
H2 O2 Ce1 Cl3 57(2) . .
C4 O2 Ce1 Cl3 -139.35(17) . .
H2 O2 Ce1 Cl2 136(2) . 4_545
C4 O2 Ce1 Cl2 -59.80(16) . 4_545
O2 Ce1 Cl2 Ce1 58.83(4) . 4
O3 Ce1 Cl2 Ce1 130.79(4) . 4
O1 Ce1 Cl2 Ce1 -161.56(4) . 4
Cl1 Ce1 Cl2 Ce1 -90.645(18) . 4
Cl3 Ce1 Cl2 Ce1 153.29(2) 4_545 4
Cl3 Ce1 Cl2 Ce1 -14.666(15) . 4
Cl2 Ce1 Cl2 Ce1 2.188(11) 4_545 4
O2 Ce1 Cl3 Ce1 -74.65(4) . 4
O3 Ce1 Cl3 Ce1 -32.36(6) . 4
O1 Ce1 Cl3 Ce1 60.53(5) . 4
Cl1 Ce1 Cl3 Ce1 125.060(19) . 4
Cl2 Ce1 Cl3 Ce1 15.116(16) . 4
Cl3 Ce1 Cl3 Ce1 -151.68(2) 4_545 4
Cl2 Ce1 Cl3 Ce1 -155.13(2) 4_545 4
C2 C1 O1 Ce1 107.6(2) . .
C3 C1 O1 Ce1 -127.96(18) . .
O2 Ce1 O1 C1 -179.67(18) . .
O3 Ce1 O1 C1 -163.8(2) . .
Cl1 Ce1 O1 C1 4.31(19) . .
Cl2 Ce1 O1 C1 115.3(2) . .
Cl3 Ce1 O1 C1 -90.99(19) 4_545 .
Cl3 Ce1 O1 C1 71.3(2) . .
Cl2 Ce1 O1 C1 -50.9(2) 4_545 .
H2 O2 C4 C5 -79(2) . .
Ce1 O2 C4 C5 115.73(18) . .
H2 O2 C4 C6 45(2) . .
Ce1 O2 C4 C6 -120.19(17) . .
