#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/40/2214015.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2214015
loop_
_publ_author_name
'Morawitz, Thorsten'
'Lerner, Hans-Wolfram'
'Bolte, Michael'
_publ_section_title
;
 Bromido(12-crown-4)lithium
;
_journal_coeditor_code           AT2293
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1923
_journal_page_last               m1923
_journal_paper_doi               10.1107/S1600536807023562
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Li Br (C8 H16 O4)]'
_chemical_formula_moiety         'C8 H16 Br Li O4'
_chemical_formula_sum            'C8 H16 Br Li O4'
_chemical_formula_weight         263.06
_chemical_name_systematic
;
bromido(1,4,7,10-tetraoxacyclododecane-κ⁴O)lithium(I)
;
_space_group_IT_number           129
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4a 2a'
_symmetry_space_group_name_H-M   'P 4/n m m :2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.4895(10)
_cell_length_b                   8.4895(10)
_cell_length_c                   7.7355(9)
_cell_measurement_reflns_used    2066
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      24.9
_cell_measurement_theta_min      3.6
_cell_volume                     557.51(11)
_computing_cell_refinement       X-AREA
_computing_data_collection       'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction        X-AREA
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Stoe IPDSII two-circle'
_diffrn_measurement_method       ω
_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  0.0514
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2624
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.53
_diffrn_reflns_theta_min         3.39
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.671
_exptl_absorpt_correction_T_max  0.5741
_exptl_absorpt_correction_T_min  0.4157
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(MULABS; Spek, 2003; Blessing, 1995)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_refine_diff_density_max         1.252
_refine_diff_density_min         -0.833
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.289
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     31
_refine_ls_number_reflns         330
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.289
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0565
_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)+(0.0565P)²+4.7442P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1579
_refine_ls_wR_factor_ref         0.1589
_reflns_number_gt                316
_reflns_number_total             330
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2293.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 4/nmm'
_cod_database_code               2214015
_cod_database_fobs_code          2214015
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+1/2, x, z'
'-x+1/2, -y+1/2, z'
'y, -x+1/2, z'
'x+1/2, -y, -z'
'y+1/2, x+1/2, -z'
'-x, y+1/2, -z'
'-y, -x, -z'
'-x, -y, -z'
'y-1/2, -x, -z'
'x-1/2, y-1/2, -z'
'-y, x-1/2, -z'
'-x-1/2, y, z'
'-y-1/2, -x-1/2, z'
'x, -y-1/2, z'
'y, x, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.2500 0.2500 0.2282(2) 0.0251(6) Uani d S 1 . .
Li Li1 0.2500 0.2500 0.544(4) 0.029(6) Uani d S 1 . .
O O1 0.2093(10) 0.0249(13) 0.6619(10) 0.040(3) Uani d P 0.50 . .
C C1 0.3586(16) -0.0390(16) 0.7244(18) 0.038(3) Uani d P 0.50 . .
H H1A 0.4217 -0.0809 0.6272 0.046 Uiso d PR 0.50 . .
H H1B 0.3391 -0.1257 0.8073 0.046 Uiso d PR 0.50 . .
C C2 0.4316(9) 0.0684(9) 0.7956(14) 0.091(6) Uani d S 1 . .
H H2A 0.3661 0.1115 0.8901 0.109 Uiso d PR 0.25 A 1
H H2B 0.5297 0.0259 0.8472 0.109 Uiso d PR 0.25 A 1
H H2C 0.4544 -0.0638 0.8153 0.109 Uiso d PR 0.25 A 1
H H2D 0.4671 0.2250 0.8457 0.109 Uiso d PR 0.25 A 1
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
Br1 0.0250(7) 0.0250(7) 0.0252(9) 0.000 0.000 0.000
Li1 0.020(8) 0.020(8) 0.045(17) 0.000 0.000 0.000
O1 0.039(9) 0.051(5) 0.029(4) 0.008(4) -0.004(4) -0.004(4)
C1 0.044(8) 0.033(7) 0.037(7) 0.015(6) -0.004(6) 0.005(6)
C2 0.117(11) 0.117(11) 0.037(6) 0.100(12) -0.006(3) 0.006(3)
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li -0.0003 0.0001 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Li1 O1 14_665 . 96.1(9)
O1 Li1 O1 2 . 79.6(6)
O1 Li1 O1 14_665 16 129.8(15)
O1 Li1 Br1 . . 115.1(7)
C1 O1 C2 . 4 120.8(8)
C1 O1 Li1 . . 109.4(7)
O1 C1 C2 13_655 . 96.5(14)
C2 C1 O1 . . 108.1(11)
C2 C1 H1A . . 109.4
O1 C1 H1A . . 110.6
C2 C1 H1B . . 110.2
O1 C1 H1B . . 110.2
H1A C1 H1B . . 108.3
C1 C2 O1 . 2 112.0(10)
H2A C2 H2B . . 108.0
H2C C2 H2D . . 108.0
C1 C2 H2C 14_665 . 115.3
O1 C2 H2D 13_655 . 123.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Br1 Li1 . 2.44(3)
Li1 O1 13_655 2.145(17)
Li1 O1 14_665 2.145(17)
Li1 O1 2 2.145(17)
Li1 O1 . 2.145(17)
Li1 O1 16 2.145(17)
Li1 O1 4 2.145(17)
Li1 O1 3 2.145(17)
Li1 O1 15_565 2.145(17)
O1 C1 . 1.460(15)
O1 C2 4 1.624(11)
C1 H1A . 0.9900
C1 H1B . 0.9900
C2 C1 14_665 1.232(14)
C2 H2A . 0.9890
C2 H2B . 0.9909
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
Br1 Li1 O1 C1 . . 102.9(7)
Br1 Li1 O1 C2 . 4 -128.8(5)
C2 O1 C1 C2 4 . -72.9(14)
O1 C1 C2 O1 . 2 -62.7(13)
