#------------------------------------------------------------------------------
#$Date: 2017-08-07 04:53:34 +0300 (Mon, 07 Aug 2017) $
#$Revision: 199607 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/15/2211561.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_2211561
loop_
_publ_author_name
'González, Ricardo'
'Suescun, Leopoldo'
'Mombrú, Álvaro W.'
'Kremer, Eduardo'
_publ_section_title
;
 Aqua(<small>L</small>-phenylalaninato)(<small>L</small>-prolinato)copper(II)
 monohydrate
;
_journal_coeditor_code           OB2097
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m3459
_journal_page_last               m3461
_journal_paper_doi               10.1107/S1600536806048513
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac
'[Cu (C5 H8 N O2) (C9 H10 N O2) (H2 O)], H2 O'
_chemical_formula_moiety         'C14 H20 Cu N2 O5, H2 O'
_chemical_formula_sum            'C14 H22 Cu N2 O6'
_chemical_formula_weight         377.88
_chemical_name_systematic
;
Aqua(L-phenylalaninato)(L-prolinato)copper(II) monohydrate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.663(3)
_cell_length_b                   22.894(3)
_cell_length_c                   5.609(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      11.58
_cell_measurement_theta_min      5.06
_cell_volume                     1626.1(10)
_computing_cell_refinement
;
MSC/AFC Diffractometer Control Software
;
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1993)
;
_computing_data_reduction
;
MSC/AFC Diffractometer Control Software
;
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-7S'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            2508
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.375
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_correction_T_min  0.6832
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.544
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.083
_refine_diff_density_min         -0.646
_refine_ls_abs_structure_details 'Flack (1983), 235 Friedel pairs'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2415
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0571
_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)+(0.118P)²+1.1436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.1681
_reflns_number_gt                1983
_reflns_number_total             2415
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob2097.cif
_cod_data_source_block           I
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-08-07
;
_cod_database_code               2211561
_cod_database_fobs_code          2211561
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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_attached_hydrogens
Cu Cu 0.47313(5) 0.18848(3) 0.16380(12) 0.0338(2) Uani d . 1 0
O O1 0.3717(3) 0.1901(2) 0.4263(8) 0.0459(11) Uani d . 1 0
C C1 0.2762(5) 0.1785(3) 0.3711(10) 0.0344(12) Uani d . 1 0
O O2 0.2026(3) 0.1801(2) 0.5147(9) 0.0467(11) Uani d . 1 0
C C2 0.2544(5) 0.1609(3) 0.1113(11) 0.0374(14) Uani d U 1 0
H H2 0.2083 0.1902 0.0384 0.045 Uiso calc R 1 0
C C3 0.2007(8) 0.1013(4) 0.095(2) 0.077(3) Uani d U 1 0
H H3A 0.2003 0.0822 0.2497 0.115 Uiso calc R 1 0
H H3B 0.1285 0.1053 0.0403 0.115 Uiso calc R 1 0
C C4 0.2648(8) 0.0672(4) -0.079(3) 0.092(3) Uani d U 1 0
H H4A 0.2720 0.0271 -0.0266 0.137 Uiso calc R 1 0
H H4B 0.2307 0.0673 -0.2342 0.137 Uiso calc R 1 0
C C5 0.3684(6) 0.0948(3) -0.0957(17) 0.0553(18) Uani d U 1 0
H H5C 0.3958 0.0917 -0.2567 0.083 Uiso calc R 1 0
H H5D 0.4177 0.0760 0.0122 0.083 Uiso calc R 1 0
N N1 0.3542(4) 0.1574(2) -0.0287(9) 0.0341(11) Uani d . 1 0
H H1 0.3474 0.1792 -0.1636 0.041 Uiso calc R 1 0
O O3 0.5751(3) 0.1797(2) -0.0941(7) 0.0380(10) Uani d . 1 0
C C6 0.6717(5) 0.1837(3) -0.0295(10) 0.0315(11) Uani d . 1 0
O O4 0.7465(3) 0.1855(2) -0.1726(8) 0.0487(11) Uani d . 1 0
C C7 0.6945(4) 0.1834(3) 0.2382(10) 0.0285(11) Uani d . 1 0
H H7 0.7501 0.2121 0.2705 0.034 Uiso calc R 1 0
N N2 0.5985(4) 0.2017(2) 0.3650(9) 0.0322(10) Uani d . 1 0
H H2A 0.6031 0.2399 0.4024 0.039 Uiso calc R 1 0
H H2B 0.5922 0.1813 0.5014 0.039 Uiso calc R 1 0
C C8 0.7357(4) 0.1229(2) 0.3098(12) 0.0356(12) Uani d . 1 0
H H8A 0.7996 0.1151 0.2199 0.053 Uiso calc R 1 0
H H8B 0.7549 0.1240 0.4772 0.053 Uiso calc R 1 0
C C9 0.6594(5) 0.0725(2) 0.2714(11) 0.0334(12) Uani d . 1 0
C C10 0.6666(6) 0.0390(3) 0.0682(13) 0.0433(15) Uani d . 1 0
H H10 0.7153 0.0485 -0.0496 0.065 Uiso calc R 1 0
C C11 0.5997(6) -0.0098(3) 0.0393(14) 0.0519(18) Uani d . 1 0
H H11 0.6043 -0.0324 -0.0982 0.078 Uiso calc R 1 0
C C12 0.5274(6) -0.0243(3) 0.2152(16) 0.059(2) Uani d . 1 0
H H12 0.4848 -0.0571 0.1981 0.089 Uiso calc R 1 0
C C13 0.5192(7) 0.0101(3) 0.4143(15) 0.061(2) Uani d . 1 0
H H13 0.4694 0.0012 0.5308 0.092 Uiso calc R 1 0
C C14 0.5849(6) 0.0582(3) 0.4426(13) 0.0476(16) Uani d . 1 0
H H14 0.5787 0.0811 0.5787 0.071 Uiso calc R 1 0
O O5 0.4500(4) 0.2877(2) 0.0805(12) 0.0548(14) Uani d D 1 0
H H5A 0.391(5) 0.288(4) 0.09(2) 0.082 Uiso d D 1 0
H H5B 0.474(7) 0.308(4) -0.012(18) 0.082 Uiso d D 1 0
O O6 0.4911(5) 0.3293(3) 0.6092(12) 0.0752(17) Uani d . 1 2
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'
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 '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_publ_flag
O3 Cu O1 175.2(2) y
O3 Cu N2 84.7(2) y
O1 Cu N2 95.46(19) y
O3 Cu N1 93.55(19) y
O1 Cu N1 85.3(2) y
N2 Cu N1 167.86(18) y
O3 Cu O5 92.0(2) y
O1 Cu O5 92.8(2) y
N2 Cu O5 93.77(19) y
N1 Cu O5 98.3(2) y
C1 O1 Cu 115.9(4) ?
O2 C1 O1 123.5(6) ?
O2 C1 C2 119.4(6) ?
O1 C1 C2 117.0(5) ?
N1 C2 C3 107.4(6) ?
N1 C2 C1 111.2(5) ?
C3 C2 C1 111.7(6) ?
N1 C2 H2 108.8 ?
C3 C2 H2 108.8 ?
C1 C2 H2 108.8 ?
C4 C3 C2 105.2(7) ?
C4 C3 H3A 110.7 ?
C2 C3 H3A 110.7 ?
C4 C3 H3B 110.7 ?
C2 C3 H3B 110.7 ?
H3A C3 H3B 108.8 ?
C5 C4 C3 107.7(7) ?
C5 C4 H4A 110.2 ?
C3 C4 H4A 110.2 ?
C5 C4 H4B 110.2 ?
C3 C4 H4B 110.2 ?
H4A C4 H4B 108.5 ?
C4 C5 N1 106.9(6) ?
C4 C5 H5C 110.3 ?
N1 C5 H5C 110.3 ?
C4 C5 H5D 110.3 ?
N1 C5 H5D 110.3 ?
H5C C5 H5D 108.6 ?
C2 N1 C5 106.6(5) ?
C2 N1 Cu 109.7(4) ?
C5 N1 Cu 112.9(4) ?
C2 N1 H1 109.2 ?
C5 N1 H1 109.2 ?
Cu N1 H1 109.2 ?
C6 O3 Cu 114.6(3) ?
O4 C6 O3 123.3(5) ?
O4 C6 C7 119.4(5) ?
O3 C6 C7 117.3(5) ?
N2 C7 C6 108.5(4) ?
N2 C7 C8 114.4(5) ?
C6 C7 C8 109.1(5) ?
N2 C7 H7 108.2 ?
C6 C7 H7 108.2 ?
C8 C7 H7 108.2 ?
C7 N2 Cu 110.2(3) ?
C7 N2 H2A 109.6 ?
Cu N2 H2A 109.6 ?
C7 N2 H2B 109.6 ?
Cu N2 H2B 109.6 ?
H2A N2 H2B 108.1 ?
C9 C8 C7 115.6(4) ?
C9 C8 H8A 108.4 ?
C7 C8 H8A 108.4 ?
C9 C8 H8B 108.4 ?
C7 C8 H8B 108.4 ?
H8A C8 H8B 107.4 ?
C10 C9 C14 119.1(6) ?
C10 C9 C8 119.9(6) ?
C14 C9 C8 120.9(6) ?
C9 C10 C11 119.8(7) ?
C9 C10 H10 120.1 ?
C11 C10 H10 120.1 ?
C12 C11 C10 120.2(7) ?
C12 C11 H11 119.9 ?
C10 C11 H11 119.9 ?
C13 C12 C11 119.6(7) ?
C13 C12 H12 120.2 ?
C11 C12 H12 120.2 ?
C12 C13 C14 120.2(7) ?
C12 C13 H13 119.9 ?
C14 C13 H13 119.9 ?
C9 C14 C13 121.1(7) ?
C9 C14 H14 119.5 ?
C13 C14 H14 119.5 ?
Cu O5 H5A 96(7) ?
Cu O5 H5B 133(8) ?
H5A O5 H5B 117(10) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu O3 1.949(4) y
Cu O1 1.955(4) y
Cu N2 1.971(5) y
Cu N1 1.985(5) y
Cu O5 2.338(5) y
O1 C1 1.276(7) ?
C1 O2 1.232(8) ?
C1 C2 1.537(8) ?
C2 N1 1.490(8) ?
C2 C3 1.527(10) ?
C2 H2 0.9800 ?
C3 C4 1.493(14) ?
C3 H3A 0.9700 ?
C3 H3B 0.9700 ?
C4 C5 1.458(11) ?
C4 H4A 0.9700 ?
C4 H4B 0.9700 ?
C5 N1 1.494(8) ?
C5 H5C 0.9700 ?
C5 H5D 0.9700 ?
N1 H1 0.9100 ?
O3 C6 1.279(7) ?
C6 O4 1.242(7) ?
C6 C7 1.530(7) ?
C7 N2 1.470(7) ?
C7 C8 1.532(8) ?
C7 H7 0.9800 ?
N2 H2A 0.9000 ?
N2 H2B 0.9000 ?
C8 C9 1.522(8) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 C10 1.377(9) ?
C9 C14 1.386(9) ?
C10 C11 1.411(10) ?
C10 H10 0.9300 ?
C11 C12 1.386(11) ?
C11 H11 0.9300 ?
C12 C13 1.370(11) ?
C12 H12 0.9300 ?
C13 C14 1.389(10) ?
C13 H13 0.9300 ?
C14 H14 0.9300 ?
O5 H5A 0.75(6) ?
O5 H5B 0.76(6) ?
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
_geom_hbond_publ_flag
N1 H1 O1 1_554 0.91 2.33 3.155(7) 149.9 yes
N1 H1 O2 1_554 0.91 2.57 3.243(7) 130.9 yes
N2 H2B O3 1_556 0.90 2.28 3.090(7) 149.6 yes
N2 H2A O2 3_556 0.90 2.27 3.084(6) 150.1 yes
O5 H5A O4 3_455 0.75(6) 1.98(7) 2.699(7) 160(11) yes
O5 H5B O6 1_554 0.76(6) 2.19(9) 2.858(10) 147(11) yes
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
N2 Cu O1 C1 -175.1(5)
N1 Cu O1 C1 -7.2(5)
O5 Cu O1 C1 90.9(5)
Cu O1 C1 O2 -177.0(5)
Cu O1 C1 C2 4.0(7)
O2 C1 C2 N1 -175.8(5)
O1 C1 C2 N1 3.2(8)
O2 C1 C2 C3 -55.8(9)
O1 C1 C2 C3 123.3(7)
N1 C2 C3 C4 -6.9(10)
C1 C2 C3 C4 -129.1(8)
C2 C3 C4 C5 20.1(12)
C3 C4 C5 N1 -25.7(12)
C3 C2 N1 C5 -8.3(8)
C1 C2 N1 C5 114.2(6)
C3 C2 N1 Cu -130.9(6)
C1 C2 N1 Cu -8.4(6)
C4 C5 N1 C2 21.0(10)
C4 C5 N1 Cu 141.5(8)
O3 Cu N1 C2 -176.3(4)
O1 Cu N1 C2 8.4(4)
N2 Cu N1 C2 102.5(10)
O5 Cu N1 C2 -83.8(4)
O3 Cu N1 C5 65.0(5)
O1 Cu N1 C5 -110.3(5)
N2 Cu N1 C5 -16.2(13)
O5 Cu N1 C5 157.5(5)
N2 Cu O3 C6 2.2(4)
N1 Cu O3 C6 -165.7(4)
O5 Cu O3 C6 95.8(4)
Cu O3 C6 O4 -172.0(5)
Cu O3 C6 C7 10.9(7)
O4 C6 C7 N2 160.4(5)
O3 C6 C7 N2 -22.4(8)
O4 C6 C7 C8 -74.4(7)
O3 C6 C7 C8 102.8(6)
C6 C7 N2 Cu 22.4(6)
C8 C7 N2 Cu -99.6(4)
O3 Cu N2 C7 -14.6(4)
O1 Cu N2 C7 160.5(4)
N1 Cu N2 C7 67.5(11)
O5 Cu N2 C7 -106.3(4)
N2 C7 C8 C9 59.3(7)
C6 C7 C8 C9 -62.3(7)
C7 C8 C9 C10 96.9(7)
C7 C8 C9 C14 -85.6(7)
C14 C9 C10 C11 -1.2(9)
C8 C9 C10 C11 176.3(6)
C9 C10 C11 C12 -0.3(10)
C10 C11 C12 C13 1.8(12)
C11 C12 C13 C14 -1.7(13)
C10 C9 C14 C13 1.3(10)
C8 C9 C14 C13 -176.2(6)
C12 C13 C14 C9 0.2(12)
