#------------------------------------------------------------------------------
#$Date: 2016-02-20 04:06:23 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/24/2202461.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_2202461
loop_
_publ_author_name
'Jin, Zhi-Min'
'Li, Yi-Zhi'
'Wang, Hai-Bin'
'Li, Mei-Chao'
'Hu, Mao-Lin'
'Shen, Liang'
_publ_section_title
;
 N-Dichloroacetyl-<small>DL</small>-valine--water (1/0.41)
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1043
_journal_page_last               o1044
_journal_paper_doi               10.1107/S1600536803013850
_journal_volume                  59
_journal_year                    2003
_chemical_formula_moiety         'C7 H11 Cl2 N O3, 0.41 H2 O'
_chemical_formula_sum            'C7 H11.82 Cl2 N O3.41'
_chemical_formula_weight         235.45
_chemical_name_systematic
;
 2-(2,2-dichloroacetylamino)-3-methyl butyric acid hydrate (1/0.41)
;
_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                 108.070(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.298(2)
_cell_length_b                   9.0110(10)
_cell_length_c                   13.990(2)
_cell_measurement_reflns_used    785
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.50
_cell_measurement_theta_min      2.6
_cell_volume                     1114.3(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type
'Bruker Smart Apex CCD area-detector diffactometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0161
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6265
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.73
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.565
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             488.4
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         2417
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.140
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0402
_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)+(0.0388P)²+0.1217P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0950
_reflns_number_gt                1788
_reflns_number_total             2417
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci6227.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      'P 21/c'
_cod_database_code               2202461
_cod_database_fobs_code          2202461
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_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
_atom_site_type_symbol
C1 1.0096(3) 0.4937(2) 0.23560(15) 0.0468(5) Uani d . 1 . . C
H1 1.0378 0.4104 0.2827 0.056 Uiso calc R 1 . . H
C2 0.8755(2) 0.5754(2) 0.25229(14) 0.0371(4) Uani d . 1 . . C
C3 0.7364(2) 0.6161(2) 0.37047(15) 0.0418(5) Uani d . 1 . . C
H3 0.6974 0.6997 0.3250 0.050 Uiso calc R 1 . . H
C4 0.8014(2) 0.6775(2) 0.47481(14) 0.0382(4) Uani d . 1 . . C
C5 0.6029(3) 0.5107(3) 0.36352(18) 0.0574(6) Uani d . 1 . . C
H5 0.5276 0.5670 0.3844 0.069 Uiso calc R 1 . . H
C6 0.5291(3) 0.4636(3) 0.25586(18) 0.0610(7) Uani d . 1 . . C
H6A 0.4460 0.3983 0.2523 0.091 Uiso calc R 1 . . H
H6B 0.6018 0.4130 0.2317 0.091 Uiso calc R 1 . . H
H6C 0.4926 0.5497 0.2151 0.091 Uiso calc R 1 . . H
C7 0.6482(3) 0.3819(3) 0.43219(19) 0.0630(7) Uani d . 1 . . C
H7A 0.5618 0.3195 0.4254 0.094 Uiso calc R 1 . . H
H7B 0.6869 0.4164 0.5003 0.094 Uiso calc R 1 . . H
H7C 0.7251 0.3263 0.4154 0.094 Uiso calc R 1 . . H
Cl1 0.96075(7) 0.42561(7) 0.11181(4) 0.0600(2) Uani d . 1 . . Cl
Cl2 1.16245(7) 0.61549(7) 0.25804(5) 0.0675(2) Uani d . 1 . . Cl
N1 0.85305(17) 0.54462(17) 0.33871(11) 0.0348(4) Uani d . 1 . . N
H1A 0.9099 0.4796 0.3776 0.042 Uiso calc R 1 . . H
O1 0.80101(17) 0.66421(17) 0.19258(11) 0.0532(4) Uani d . 1 . . O
O2 0.70716(17) 0.76853(17) 0.49730(11) 0.0552(4) Uani d . 1 . . O
H2 0.7381 0.7880 0.5575 0.083 Uiso calc R 1 . . H
O3 0.92209(17) 0.64560(16) 0.53092(10) 0.0496(4) Uani d . 1 . . O
O4 0.3307(5) 0.5128(5) 0.0274(3) 0.0485(9) Uani d P 0.41 . . O
H4A 0.237(8) 0.485(7) 0.032(5) 0.08(2) Uiso d P 0.41 . . H
H4B 0.313(5) 0.586(6) -0.012(4) 0.034(14) Uiso d P 0.41 . . 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
C1 0.0625(14) 0.0456(12) 0.0385(12) 0.0084(10) 0.0246(11) 0.0012(9)
C2 0.0382(11) 0.0431(11) 0.0286(10) -0.0016(9) 0.0083(9) 0.0065(9)
C3 0.0398(12) 0.0434(11) 0.0438(12) 0.0045(9) 0.0154(10) -0.0023(9)
C4 0.0441(12) 0.0408(11) 0.0351(11) 0.0033(9) 0.0200(10) 0.0002(9)
C5 0.0562(15) 0.0645(15) 0.0647(16) -0.0009(12) 0.0382(13) -0.0153(13)
C6 0.0550(15) 0.0699(16) 0.0694(17) -0.0018(12) 0.0358(13) -0.0185(13)
C7 0.0644(17) 0.0661(16) 0.0744(17) -0.0038(12) 0.0447(14) -0.0146(13)
Cl1 0.0652(4) 0.0667(4) 0.0613(4) 0.0042(3) 0.0387(3) -0.0131(3)
Cl2 0.0562(4) 0.0684(4) 0.0874(5) 0.0003(3) 0.0362(4) -0.0003(3)
N1 0.0380(9) 0.0420(9) 0.0275(8) 0.0100(7) 0.0145(7) 0.0049(6)
O1 0.0620(10) 0.0590(9) 0.0444(9) 0.0095(8) 0.0248(8) 0.0104(7)
O2 0.0558(9) 0.0698(10) 0.0402(9) 0.0054(8) 0.0152(7) -0.0146(7)
O3 0.0515(10) 0.0519(9) 0.0402(8) 0.0091(7) 0.0067(7) -0.0078(7)
O4 0.051(3) 0.054(2) 0.036(2) 0.0013(19) 0.0064(18) 0.0068(18)
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'
Cl Cl 0.1484 0.1585 '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
C2 C1 Cl2 109.11(14)
C2 C1 Cl1 110.19(15)
Cl2 C1 Cl1 110.11(11)
C2 C1 H1 109.1
Cl2 C1 H1 109.1
Cl1 C1 H1 109.1
O1 C2 N1 123.61(18)
O1 C2 C1 122.27(17)
N1 C2 C1 114.06(17)
N1 C3 C4 110.41(16)
N1 C3 C5 111.88(16)
C4 C3 C5 111.21(17)
N1 C3 H3 107.7
C4 C3 H3 107.7
C5 C3 H3 107.7
O3 C4 O2 123.97(18)
O3 C4 C3 124.48(18)
O2 C4 C3 111.54(17)
C7 C5 C6 112.1(2)
C7 C5 C3 112.3(2)
C6 C5 C3 110.10(18)
C7 C5 H5 107.3
C6 C5 H5 107.3
C3 C5 H5 107.3
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C2 N1 C3 122.38(16)
C2 N1 H1A 118.8
C3 N1 H1A 118.8
C4 O2 H2 109.5
H4A O4 H4B 105(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.527(3) y
C1 Cl2 . 1.745(2) ?
C1 Cl1 . 1.759(2) ?
C1 H1 . 0.98 ?
C2 O1 . 1.208(2) y
C2 N1 . 1.319(2) y
C3 N1 . 1.445(2) y
C3 C4 . 1.502(3) y
C3 C5 . 1.542(3) y
C3 H3 . 0.98 ?
C4 O3 . 1.188(2) y
C4 O2 . 1.308(2) y
C5 C7 . 1.482(3) y
C5 C6 . 1.509(3) y
C5 H5 . 0.98 ?
C6 H6A . 0.96 ?
C6 H6B . 0.96 ?
C6 H6C . 0.96 ?
C7 H7A . 0.96 ?
C7 H7B . 0.96 ?
C7 H7C . 0.96 ?
N1 H1A . 0.86 ?
O2 H2 . 0.82 ?
O4 H4A . 0.93(7) ?
O4 H4B . 0.84(5) ?
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 O3 3_766 0.86 2.03 2.876(2) 169
O2 H2 O1 4_576 0.82 1.85 2.667(2) 178
C1 H1 O3 3_766 0.98 2.57 3.371(3) 139
C3 H3 O1 . 0.98 2.36 2.769(3) 104
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_publ_flag
Cl2 C1 C2 O1 75.0(2) ?
Cl1 C1 C2 O1 -46.0(2) ?
Cl2 C1 C2 N1 -102.43(17) ?
Cl1 C1 C2 N1 136.57(16) ?
N1 C3 C4 O3 -14.7(3) y
C5 C3 C4 O3 110.1(2) y
N1 C3 C4 O2 166.68(16) y
C5 C3 C4 O2 -68.5(2) y
N1 C3 C5 C7 63.7(2) y
C4 C3 C5 C7 -60.3(2) y
N1 C3 C5 C6 -62.1(2) y
C4 C3 C5 C6 173.93(18) y
O1 C2 N1 C3 -0.5(3) y
C1 C2 N1 C3 176.95(17) y
C4 C3 N1 C2 -128.83(19) y
C5 C3 N1 C2 106.7(2) y
