#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/31/7203174.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7203174
loop_
_publ_author_name
'Covelo, Berta'
'Carballo, Rosa'
'Vázquez-López, Ezequiel M.'
'García-Martínez, Emilia'
'Castiñeiras, Alfonso'
'Balboa, Susana'
'Niclós, Juan'
_publ_section_title
;
 Supramolecular architectures of neutral and cationic complexes of
 transition metals with lactate and 1,10-phenanthroline
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              167
_journal_paper_doi               10.1039/b515539h
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C15 H17 Cl N2 Ni O5'
_chemical_formula_weight         399.47
_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                 94.027(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.7833(7)
_cell_length_b                   9.5585(9)
_cell_length_c                   22.055(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1636.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0517
_diffrn_reflns_av_sigmaI/netI    0.0760
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            9682
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.377
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8223
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'hexagonal p'
_exptl_crystal_F_000             824
_exptl_crystal_size_max          .18
_exptl_crystal_size_mid          .18
_exptl_crystal_size_min          .08
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.098
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3784
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0507
_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)+(0.0615P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1085
_refine_ls_wR_factor_ref         0.1194
_reflns_number_gt                2516
_reflns_number_total             3784
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b515539h.txt
_cod_data_source_block           nilphencl
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN' changed
to 'multi-scan' 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 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7203174
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_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.34746(6) 0.12056(4) 0.18894(2) 0.02522(14) Uani 1 1 d . . .
O1 O 0.6021(4) 0.1549(3) 0.18039(15) 0.0457(8) Uani 1 1 d . . .
H1A H 0.644(6) 0.213(5) 0.163(2) 0.069 Uiso 1 1 d . . .
H2B H 0.348(5) -0.021(5) 0.287(2) 0.080(19) Uiso 1 1 d D . .
H1B H 0.675(6) 0.087(4) 0.189(2) 0.051(14) Uiso 1 1 d . . .
O2 O 0.4281(4) 0.0117(3) 0.26651(13) 0.0442(8) Uani 1 1 d D . .
H2A H 0.503(6) -0.047(5) 0.267(2) 0.066 Uiso 1 1 d . . .
O11 O 0.3293(3) 0.3033(2) 0.23673(11) 0.0309(6) Uani 1 1 d . . .
O13 O 0.0977(3) 0.1142(3) 0.21579(13) 0.0397(7) Uani 1 1 d . . .
O12 O 0.1686(3) 0.4358(3) 0.29304(13) 0.0399(7) Uani 1 1 d . . .
C11 C 0.1922(5) 0.3285(4) 0.26186(17) 0.0310(8) Uani 1 1 d . . .
C12 C 0.0448(6) 0.2266(5) 0.2519(3) 0.0644(15) Uani 1 1 d . . .
H12 H -0.0409 0.2768 0.2255 0.077 Uiso 1 1 calc R . .
C13 C -0.0433(7) 0.1907(7) 0.3034(3) 0.093(2) Uani 1 1 d . . .
H13A H -0.1444 0.1376 0.2909 0.139 Uiso 1 1 calc R . .
H13B H -0.0763 0.2743 0.3237 0.139 Uiso 1 1 calc R . .
H13C H 0.0307 0.1356 0.3306 0.139 Uiso 1 1 calc R . .
N1 N 0.3516(4) -0.0505(3) 0.13040(13) 0.0304(7) Uani 1 1 d . . .
N2 N 0.2675(4) 0.2167(3) 0.10773(13) 0.0322(7) Uani 1 1 d . . .
C101 C 0.4065(5) -0.1804(4) 0.14073(19) 0.0381(9) Uani 1 1 d . . .
H101 H 0.4402 -0.2058 0.1805 0.046 Uiso 1 1 calc R . .
C102 C 0.4165(6) -0.2812(4) 0.0951(2) 0.0458(11) Uani 1 1 d . . .
H102 H 0.4592 -0.3701 0.1044 0.055 Uiso 1 1 calc R . .
C103 C 0.3621(6) -0.2466(4) 0.0363(2) 0.0482(11) Uani 1 1 d . . .
H103 H 0.3655 -0.3126 0.0054 0.058 Uiso 1 1 calc R . .
C104 C 0.3022(6) -0.1121(4) 0.02365(18) 0.0431(10) Uani 1 1 d . . .
C105 C 0.3037(5) -0.0156(4) 0.07190(16) 0.0309(8) Uani 1 1 d . . .
C106 C 0.2565(5) 0.1261(4) 0.05959(16) 0.0324(8) Uani 1 1 d . . .
C107 C 0.2055(6) 0.1694(4) 0.00016(18) 0.0422(10) Uani 1 1 d . . .
C108 C 0.1666(6) 0.3113(5) -0.00896(19) 0.0520(12) Uani 1 1 d . . .
H108 H 0.1344 0.3443 -0.0478 0.062 Uiso 1 1 calc R . .
C109 C 0.1760(6) 0.4008(4) 0.0393(2) 0.0532(12) Uani 1 1 d . . .
H109 H 0.1494 0.4950 0.0338 0.064 Uiso 1 1 calc R . .
C110 C 0.2264(6) 0.3486(4) 0.09716(19) 0.0455(11) Uani 1 1 d . . .
H110 H 0.2310 0.4103 0.1298 0.055 Uiso 1 1 calc R . .
C111 C 0.2437(6) -0.0655(5) -0.03657(19) 0.0551(12) Uani 1 1 d . . .
H111 H 0.2369 -0.1295 -0.0684 0.066 Uiso 1 1 calc R . .
C112 C 0.1991(7) 0.0675(5) -0.04764(19) 0.0581(13) Uani 1 1 d . . .
H112 H 0.1633 0.0944 -0.0870 0.070 Uiso 1 1 calc R . .
Cl Cl 0.74199(16) 0.41357(10) 0.11853(5) 0.0482(3) Uani 1 1 d . . .
H13 H 0.013(5) 0.050(4) 0.2149(18) 0.046(13) Uiso 1 1 d . . .
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'
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'
Ni Ni 0.3393 1.1124 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ni O11 90.73(11) . . ?
O1 Ni O2 85.21(13) . . ?
O11 Ni O2 91.79(11) . . ?
O1 Ni N2 94.81(13) . . ?
O11 Ni N2 92.25(11) . . ?
O2 Ni N2 175.96(12) . . ?
O1 Ni O13 166.51(12) . . ?
O11 Ni O13 77.19(10) . . ?
O2 Ni O13 89.14(12) . . ?
N2 Ni O13 91.68(12) . . ?
O1 Ni N1 90.68(13) . . ?
O11 Ni N1 172.38(11) . . ?
O2 Ni N1 95.80(12) . . ?
N2 Ni N1 80.17(11) . . ?
O13 Ni N1 102.09(11) . . ?
C11 O11 Ni 118.7(2) . . ?
C12 O13 Ni 117.0(2) . . ?
O12 C11 O11 123.9(3) . . ?
O12 C11 C12 117.9(3) . . ?
O11 C11 C12 118.1(3) . . ?
C13 C12 O13 116.4(4) . . ?
C13 C12 C11 116.6(4) . . ?
O13 C12 C11 108.9(3) . . ?
C101 N1 C105 117.1(3) . . ?
C101 N1 Ni 130.2(3) . . ?
C105 N1 Ni 112.3(2) . . ?
C110 N2 C106 117.9(3) . . ?
C110 N2 Ni 129.2(3) . . ?
C106 N2 Ni 112.9(2) . . ?
N1 C101 C102 123.7(4) . . ?
C103 C102 C101 118.9(4) . . ?
C102 C103 C104 119.2(4) . . ?
C103 C104 C105 118.0(4) . . ?
C103 C104 C111 123.4(4) . . ?
C105 C104 C111 118.6(4) . . ?
N1 C105 C104 122.9(3) . . ?
N1 C105 C106 117.7(3) . . ?
C104 C105 C106 119.4(3) . . ?
N2 C106 C107 122.4(4) . . ?
N2 C106 C105 116.9(3) . . ?
C107 C106 C105 120.7(4) . . ?
C108 C107 C106 117.6(4) . . ?
C108 C107 C112 123.8(4) . . ?
C106 C107 C112 118.6(4) . . ?
C109 C108 C107 119.7(4) . . ?
C108 C109 C110 119.0(4) . . ?
N2 C110 C109 123.4(4) . . ?
C112 C111 C104 121.6(4) . . ?
C111 C112 C107 121.1(4) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni O1 2.031(3) . ?
Ni O11 2.050(2) . ?
Ni O2 2.062(3) . ?
Ni N2 2.070(3) . ?
Ni O13 2.072(3) . ?
Ni N1 2.085(3) . ?
O11 C11 1.260(4) . ?
O13 C12 1.416(5) . ?
O12 C11 1.255(4) . ?
C11 C12 1.509(6) . ?
C12 C13 1.409(6) . ?
N1 C101 1.328(5) . ?
N1 C105 1.359(4) . ?
N2 C110 1.317(5) . ?
N2 C106 1.368(5) . ?
C101 C102 1.399(5) . ?
C102 C103 1.376(6) . ?
C103 C104 1.390(6) . ?
C104 C105 1.408(5) . ?
C104 C111 1.444(6) . ?
C105 C106 1.424(5) . ?
C106 C107 1.405(5) . ?
C107 C108 1.401(6) . ?
C107 C112 1.434(6) . ?
C108 C109 1.363(6) . ?
C109 C110 1.401(6) . ?
C111 C112 1.335(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1A Cl 0.76(5) 2.31(5) 3.061(3) 171(5) .
O2 H2B Cl 0.852(19) 2.34(3) 3.088(3) 147(4) 2_645
O1 H1B O12 0.87(4) 1.92(5) 2.788(4) 179(4) 2_645
O2 H2A O11 0.81(5) 1.94(5) 2.749(4) 175(5) 2_645
O13 H13 O12 0.90(4) 1.79(4) 2.681(4) 173(4) 2_545
C101 H101 O11 0.93 2.47 3.283(5) 146.1 2_645
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168353979
