#------------------------------------------------------------------------------
#$Date: 2017-10-13 08:28:26 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/36/2103647.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_2103647
loop_
_publ_author_name
'Saraswathi, N. T.'
'Manoj, N.'
'Vijayan, M.'
_publ_section_title
;
 X-ray studies on crystalline complexes involving amino acids and
 peptides. XXXVII. Novel aggregation patterns and effect of chirality
 in the complexes of <small>DL</small>- and <small>L</small>-lysine
 with glutaric acid
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              366
_journal_page_last               371
_journal_paper_doi               10.1107/S010876810100218X
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C6 H15 N2 O2,  C5 H7 O4'
_chemical_formula_sum            'C11 H22 N2 O6'
_chemical_formula_weight         278.31
_chemical_name_common            'DL-Lysine complexed with glutaric acid'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'I -2ya'
_symmetry_space_group_name_H-M   'I 1 a 1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.06(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.398(6)
_cell_length_b                   8.662(2)
_cell_length_c                   15.393(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      10
_cell_volume                     1384.4(10)
_computing_cell_refinement       CAD4
_computing_data_collection       CAD4
_computing_data_reduction        CAD4
_computing_molecular_graphics    'ORTEP III'
_computing_publication_material  'MS Word'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  CAD4
_diffrn_measurement_method       ω--2/q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  .0198
_diffrn_reflns_av_sigmaI/netI    .0138
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2138
_diffrn_reflns_theta_full        75.18
_diffrn_reflns_theta_max         75.18
_diffrn_reflns_theta_min         5.76
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .917
_exptl_absorpt_correction_T_max  .7277
_exptl_absorpt_correction_T_min  .7139
_exptl_absorpt_correction_type   cylinder
_exptl_absorpt_process_details   'Dwiggins JR Acta.Cryst 1975, A31,146'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             600
_exptl_crystal_size_max          .8
_exptl_crystal_size_mid          .5
_exptl_crystal_size_min          .2
_refine_diff_density_max         .277
_refine_diff_density_min         -.249
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_extinction_coef       .0038(10)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.301
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         1426
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.299
_refine_ls_R_factor_all          .0414
_refine_ls_R_factor_gt           .0398
_refine_ls_shift/su_max          .000
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0986P)²+0.2437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1517
_reflns_number_gt                1382
_reflns_number_total             1426
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            de0009.cif
_cod_data_source_block           I
_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_enum 1527 2010-12-29 10:47:43Z saulius 

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_sg_symbol_H-M      Ia
_cod_database_code               2103647
_cod_database_fobs_code          2103647
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, z'
'x+1/2, y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
N1 .8492(3) .0830(3) .28982(18) .0388(6) Uani d . 1 N
H1C .8393 .0667 .2328 .058 Uiso calc R 1 H
H1B .9038 .0137 .3134 .058 Uiso calc R 1 H
H1A .8803 .1775 .2996 .058 Uiso calc R 1 H
O1 .6747(3) .2904(4) .2421(2) .0621(8) Uani d . 1 O
O2 .5131(2) .1704(3) .3029(2) .0508(6) Uani d . 1 O
C1 .6300(3) .1872(3) .2858(2) .0361(6) Uani d . 1 C
C2 .7230(3) .0680(3) .32933(19) .0326(6) Uani d . 1 C
H2 .6890 -.0361 .3182 .039 Uiso calc R 1 H
C3 .7365(3) .0953(4) .4275(2) .0383(7) Uani d . 1 C
H3A .7702 .1985 .4376 .046 Uiso calc R 1 H
H3B .6513 .0919 .4502 .046 Uiso calc R 1 H
C4 .8218(4) -.0175(4) .4788(2) .0439(7) Uani d . 1 C
H4A .9106 -.0024 .4644 .053 Uiso calc R 1 H
H4B .7972 -.1222 .4630 .053 Uiso calc R 1 H
C5 .8107(3) .0046(4) .5762(2) .0425(7) Uani d . 1 C
H5A .8295 .1114 .5910 .051 Uiso calc R 1 H
H5B .7228 -.0165 .5907 .051 Uiso calc R 1 H
C6 .9004(4) -.0984(4) .6298(2) .0441(7) Uani d . 1 C
H6A .8830 -.2051 .6140 .053 Uiso calc R 1 H
H6B .9884 -.0756 .6163 .053 Uiso calc R 1 H
N7 .8870(3) -.0794(4) .7241(2) .0458(7) Uani d . 1 N
H7A .9417 -.1422 .7530 .069 Uiso calc R 1 H
H7B .8068 -.1023 .7370 .069 Uiso calc R 1 H
H7C .9044 .0179 .7391 .069 Uiso calc R 1 H
O11 .4743(3) .6461(4) .3567(2) .0556(7) Uani d . 1 O
O12 .6622(3) .6816(3) .29923(17) .0515(6) Uani d . 1 O
C13 .5933(3) .6281(4) .3572(2) .0386(7) Uani d . 1 C
C14 .6633(3) .5360(4) .4289(2) .0432(7) Uani d . 1 C
H14A .7171 .6060 .4640 .052 Uiso calc R 1 H
H14B .7198 .4626 .4024 .052 Uiso calc R 1 H
C15 .5770(4) .4483(4) .4886(3) .0480(8) Uani d . 1 C
H15A .5134 .3913 .4531 .058 Uiso calc R 1 H
H15B .6290 .3737 .5218 .058 Uiso calc R 1 H
C16 .5078(4) .5492(5) .5512(2) .0460(8) Uani d . 1 C
H16A .4663 .6333 .5189 .055 Uiso calc R 1 H
H16B .4408 .4887 .5766 .055 Uiso calc R 1 H
C17 .5935(3) .6157(4) .6233(2) .0387(7) Uani d . 1 C
O18 .7053(3) .5818(4) .63856(19) .0591(8) Uani d . 1 O
O19 .5326(3) .7166(4) .66971(18) .0542(7) Uani d . 1 O
H19 .5735 .7313 .7160 .081 Uiso calc R 1 H
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
N1 .0354(14) .0474(14) .0338(12) .0027(10) .0035(10) -.0001(10)
O1 .0501(16) .0596(16) .076(2) .0030(12) .0016(13) .0320(14)
O2 .0307(11) .0565(14) .0645(16) .0005(10) -.0046(10) .0095(12)
C1 .0329(14) .0408(14) .0341(14) -.0034(11) -.0043(10) .0007(11)
C2 .0279(13) .0356(13) .0341(14) -.0023(10) -.0011(10) .0002(10)
C3 .0388(15) .0427(14) .0334(14) .0057(12) .0018(11) .0019(11)
C4 .0520(18) .0464(17) .0328(15) .0133(14) -.0039(13) .0001(12)
C5 .0421(16) .0486(17) .0366(15) .0082(13) -.0005(12) .0022(12)
C6 .0423(17) .0519(17) .0378(16) .0098(13) -.0002(13) .0020(13)
N7 .0393(15) .0569(17) .0403(15) .0062(12) -.0056(11) .0068(12)
O11 .0413(13) .0697(17) .0558(15) .0114(12) .0024(11) .0151(13)
O12 .0487(14) .0611(14) .0452(14) .0046(11) .0066(10) .0179(11)
C13 .0408(16) .0367(14) .0380(15) .0030(12) .0001(12) .0002(11)
C14 .0456(17) .0469(16) .0371(15) .0095(13) .0031(13) .0024(13)
C15 .066(2) .0391(15) .0393(15) -.0006(15) .0057(15) .0014(13)
C16 .0427(17) .0558(18) .0397(17) -.0033(14) .0041(13) -.0030(14)
C17 .0386(16) .0467(15) .0314(13) .0014(12) .0062(11) .0043(12)
O18 .0478(15) .088(2) .0415(13) .0161(14) -.0003(10) -.0026(13)
O19 .0455(14) .0676(17) .0492(15) .0099(12) .0002(11) -.0149(12)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0311 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0000 '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
O1 C1 O2 126.5(3)
O1 C1 C2 118.6(3)
O2 C1 C2 114.8(3)
N1 C2 C3 110.9(2)
N1 C2 C1 108.1(2)
C3 C2 C1 110.4(2)
C4 C3 C2 115.9(3)
C3 C4 C5 111.1(3)
C6 C5 C4 112.8(3)
N7 C6 C5 112.6(3)
O11 C13 O12 123.4(3)
O11 C13 C14 120.6(3)
O12 C13 C14 116.1(3)
C13 C14 C15 115.2(3)
C16 C15 C14 114.4(3)
C17 C16 C15 114.2(3)
O18 C17 O19 122.9(3)
O18 C17 C16 125.2(3)
O19 C17 C16 111.9(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.481(4)
O1 C1 1.226(4)
O2 C1 1.266(4)
C1 C2 1.543(4)
C2 C3 1.528(4)
C3 C4 1.514(4)
C4 C5 1.521(4)
C5 C6 1.505(4)
C6 N7 1.475(5)
O11 C13 1.246(4)
O12 C13 1.262(4)
C13 C14 1.517(4)
C14 C15 1.521(5)
C15 C16 1.512(5)
C16 C17 1.500(5)
C17 O18 1.210(5)
C17 O19 1.313(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 14183398
