#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/71/2237103.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_2237103
loop_
_publ_author_name
'Balakrishnan, T.'
'Ramamurthi, K.'
'Jeyakanthan, J.'
'Thamotharan, S.'
_publ_section_title
;
 catena-Poly[[[aqua(glycine-κO)lithium]-μ-glycine-κ²O:O']
 bromide]
;
_journal_coeditor_code           AA2077
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m60
_journal_page_last               m61
_journal_paper_doi               10.1107/S1600536812050660
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Li (C2 H5 N O2)2 (H2 O)] Br'
_chemical_formula_moiety         'C4 H12 Li N2 O5 +, Br -'
_chemical_formula_sum            'C4 H12 Br Li N2 O5'
_chemical_formula_weight         255.01
_chemical_name_systematic
;
catena-Poly[[[aqua(glycine-κO)lithium]-μ-glycine-
κ²O:O'] bromide]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 118.138(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5396(6)
_cell_length_b                   17.4173(14)
_cell_length_c                   8.2726(12)
_cell_measurement_reflns_used    7161
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      2.25
_cell_volume                     957.96(19)
_computing_cell_refinement       'CELL in IPDS (Stoe & Cie, 2000)'
_computing_data_collection       'EXPOSE in IPDS (Stoe & Cie, 2000)'
_computing_data_reduction        'INTEGRATE in IPDS (Stoe & Cie, 2000)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'phi rotation'
_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  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7515
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.34
_exptl_absorpt_coefficient_mu    4.283
_exptl_absorpt_correction_T_max  0.2768
_exptl_absorpt_correction_T_min  0.2167
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(MULscanABS in PLATON; Spek, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.258
_refine_ls_extinction_coef       0.0097(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         1847
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.961
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0210
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0317P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0512
_reflns_number_gt                1520
_reflns_number_total             1847
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            aa2077.cif
_cod_data_source_block           I
_cod_original_cell_volume        957.96(18)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2237103
_cod_database_fobs_code          2237103
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_symmetry_multiplicity
O O1 0.4191(2) 0.89555(8) 0.8413(2) 0.0210(3) Uani d . 1 1
O O2 0.1743(3) 0.80884(9) 0.7211(2) 0.0250(4) Uani d . 1 1
O O1W 0.0182(3) 0.65924(9) 0.4468(2) 0.0218(4) Uani d D 1 1
H H1 0.075(4) 0.6666(14) 0.385(4) 0.027(7) Uiso d D 1 1
H H2 0.084(4) 0.6254(14) 0.522(4) 0.043(9) Uiso d D 1 1
O O3 -0.1525(3) 0.81668(8) 0.1971(2) 0.0270(4) Uani d . 1 1
O O4 -0.2535(2) 0.80493(8) 0.4080(2) 0.0217(3) Uani d . 1 1
N N1 0.5965(3) 0.84975(12) 0.6419(3) 0.0205(4) Uani d . 1 1
H H1A 0.643(4) 0.8360(15) 0.559(4) 0.031(7) Uiso d . 1 1
H H1B 0.702(5) 0.8395(17) 0.755(5) 0.038(8) Uiso d . 1 1
H H1C 0.580(5) 0.899(2) 0.631(4) 0.047(9) Uiso d . 1 1
N N2 -0.2448(3) 0.96593(11) 0.1353(3) 0.0174(4) Uani d . 1 1
H H2A -0.129(5) 0.9644(14) 0.156(4) 0.025(7) Uiso d . 1 1
H H2B -0.323(4) 0.9429(15) 0.027(4) 0.029(7) Uiso d . 1 1
H H2C -0.284(4) 1.0168(17) 0.126(4) 0.035(8) Uiso d . 1 1
C C1 0.3295(3) 0.84132(11) 0.7358(3) 0.0153(4) Uani d . 1 1
C C2 0.4092(3) 0.81116(11) 0.6103(3) 0.0174(4) Uani d . 1 1
H H2E 0.4342 0.7553 0.6307 0.021 Uiso calc R 1 1
H H2F 0.3062 0.8189 0.4812 0.021 Uiso calc R 1 1
C C3 -0.2198(3) 0.84265(12) 0.2952(3) 0.0166(4) Uani d . 1 1
C C4 -0.2679(4) 0.92762(12) 0.2840(3) 0.0204(5) Uani d . 1 1
H H4A -0.4078 0.9343 0.2624 0.025 Uiso calc R 1 1
H H4B -0.1772 0.9523 0.4025 0.025 Uiso calc R 1 1
Li Li1 -0.0369(6) 0.7388(2) 0.5754(5) 0.0196(8) Uani d . 1 1
Br Br1 0.24155(3) 0.968012(12) 0.27597(3) 0.02208(9) Uani d . 1 1
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'
N N 0.0061 0.0033 '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
C1 O2 Li1 . . 144.09(18)
Li1 O1W H1 . . 123.4(18)
Li1 O1W H2 . . 108(2)
H1 O1W H2 . . 106(3)
C3 O3 Li1 . 4_575 169.50(19)
C3 O4 Li1 . . 116.16(16)
C2 N1 H1A . . 114.4(17)
C2 N1 H1B . . 113.0(18)
H1A N1 H1B . . 105(3)
C2 N1 H1C . . 111(2)
H1A N1 H1C . . 105(3)
H1B N1 H1C . . 108(3)
C4 N2 H2A . . 110(2)
C4 N2 H2B . . 110.4(17)
H2A N2 H2B . . 109(3)
C4 N2 H2C . . 109.9(18)
H2A N2 H2C . . 109(2)
H2B N2 H2C . . 108(3)
O1 C1 O2 . . 125.69(19)
O1 C1 C2 . . 118.81(18)
O2 C1 C2 . . 115.49(18)
N1 C2 C1 . . 112.13(17)
N1 C2 H2E . . 109.2
C1 C2 H2E . . 109.2
N1 C2 H2F . . 109.2
C1 C2 H2F . . 109.2
H2E C2 H2F . . 107.9
O3 C3 O4 . . 126.0(2)
O3 C3 C4 . . 118.73(18)
O4 C3 C4 . . 115.30(17)
O3 C3 Li1 . . 96.65(15)
C4 C3 Li1 . . 134.84(17)
N2 C4 C3 . . 111.84(17)
N2 C4 H4A . . 109.2
C3 C4 H4A . . 109.2
N2 C4 H4B . . 109.2
C3 C4 H4B . . 109.2
H4A C4 H4B . . 107.9
O3 Li1 O1W 4_576 . 101.73(17)
O3 Li1 O2 4_576 . 116.6(2)
O1W Li1 O2 . . 118.6(2)
O3 Li1 O4 4_576 . 103.87(18)
O1W Li1 O4 . . 111.3(2)
O2 Li1 O4 . . 103.93(17)
O3 Li1 C3 4_576 . 128.00(19)
O1W Li1 C3 . . 99.35(16)
O2 Li1 C3 . . 92.83(15)
O4 Li1 C3 . . 24.36(7)
O3 Li1 H2 4_576 . 89.3(7)
O1W Li1 H2 . . 20.0(6)
O2 Li1 H2 . . 112.4(8)
O4 Li1 H2 . . 130.3(7)
C3 Li1 H2 . . 119.3(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C1 . 1.247(3)
O2 C1 . 1.253(3)
O2 Li1 . 1.915(4)
O1W Li1 . 1.908(4)
O1W H1 . 0.816(17)
O1W H2 . 0.829(18)
O3 C3 . 1.228(3)
O3 Li1 4_575 1.880(4)
O4 C3 . 1.261(3)
O4 Li1 . 1.944(4)
N1 C2 . 1.472(3)
N1 H1A . 0.94(3)
N1 H1B . 0.92(4)
N1 H1C . 0.86(3)
N2 C4 . 1.480(3)
N2 H2A . 0.81(3)
N2 H2B . 0.90(3)
N2 H2C . 0.93(3)
C1 C2 . 1.518(3)
C2 H2E . 0.9900
C2 H2F . 0.9900
C3 C4 . 1.516(3)
C4 H4A . 0.9900
C4 H4B . 0.9900
Li1 O3 4_576 1.880(4)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O4 1_655 0.94(3) 1.83(3) 2.774(2) 176(3)
N1 H1B O1W 4_676 0.92(4) 2.15(4) 2.989(3) 151(2)
N1 H1C Br1 3_676 0.86(3) 2.61(3) 3.353(2) 146(3)
N2 H2A Br1 . 0.81(3) 2.48(3) 3.283(2) 170(3)
N2 H2B O1 1_454 0.90(3) 2.00(3) 2.833(3) 153(2)
N2 H2C O1 3_576 0.93(3) 1.92(3) 2.797(2) 157(3)
O1W H1 O2 4_575 0.816(17) 1.882(18) 2.692(2) 172(3)
O1W H2 Br1 4_576 0.829(18) 2.475(19) 3.2923(17) 169(3)
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
Li1 O2 C1 O1 . . 168.2(3)
Li1 O2 C1 C2 . . -10.9(4)
O1 C1 C2 N1 . . 3.5(3)
O2 C1 C2 N1 . . -177.3(2)
Li1 O3 C3 O4 4_575 . -14.7(13)
Li1 O3 C3 C4 4_575 . 165.1(10)
Li1 O3 C3 Li1 4_575 . 14.2(11)
Li1 O4 C3 O3 . . 49.0(3)
Li1 O4 C3 C4 . . -130.8(2)
O3 C3 C4 N2 . . 6.3(3)
O4 C3 C4 N2 . . -173.94(19)
Li1 C3 C4 N2 . . 143.3(2)
C1 O2 Li1 O3 . 4_576 152.4(3)
C1 O2 Li1 O1W . . 30.3(4)
C1 O2 Li1 O4 . . -93.9(3)
C1 O2 Li1 C3 . . -72.0(3)
C3 O4 Li1 O3 . 4_576 -172.65(17)
C3 O4 Li1 O1W . . -63.9(2)
C3 O4 Li1 O2 . . 64.9(2)
O3 C3 Li1 O3 . 4_576 -133.0(2)
O4 C3 Li1 O3 . 4_576 9.1(2)
C4 C3 Li1 O3 . 4_576 84.0(3)
O3 C3 Li1 O1W . . -20.0(2)
O4 C3 Li1 O1W . . 122.0(2)
C4 C3 Li1 O1W . . -163.0(2)
O3 C3 Li1 O2 . . 99.58(17)
O4 C3 Li1 O2 . . -118.4(2)
C4 C3 Li1 O2 . . -43.4(3)
O3 C3 Li1 O4 . . -142.0(3)
C4 C3 Li1 O4 . . 75.0(3)
