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#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005049.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_2005049
loop_
_publ_author_name
'Lemoine, P.'
'Chiadmi, M.'
'Bissery, V.'
'Tomas, A.'
'Viossat, B.'
_publ_section_title
;
 Les Composés de la Metformine avec les Ions CoII, CuII et NiII
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1430
_journal_page_last               1436
_journal_paper_doi               10.1107/S0108270195008377
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C8 H23 Cl N10 Ni O'
_chemical_formula_weight         369.52
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 104.8(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.449(4)
_cell_length_b                   7.440(5)
_cell_length_c                   15.811(4)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      9.1
_cell_measurement_theta_min      2.0
_cell_volume                     1529.6(14)
_diffrn_measurement_device       'Siemens P3'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            948
_diffrn_reflns_theta_max         24
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    3.4
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orang\'e
_exptl_crystal_density_diffrn    1.60
_exptl_crystal_density_meas      1.61(2)
_exptl_crystal_description       parallélépipédique
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.91
_refine_ls_number_parameters     96
_refine_ls_number_reflns         537
_refine_ls_R_factor_obs          0.038
_refine_ls_shift/esd_max         0.001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.038
_reflns_number_observed          537
_reflns_number_total             948
_reflns_observed_criterion       I>4\s(I)
_cod_data_source_file            pa1186.cif
_cod_data_source_block           IV
_cod_original_cell_volume        1530(2)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2005049
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,-y,1/2+z
-x,-y,-z
-x,y,1/2-z
1/2+x,1/2+y,z
1/2+x,1/2-y,1/2+z
1/2-x,1/2-y,-z
1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Ni 0.2500 0.2500 0.5000 0.049(1)
Cl 0.0000 0.0779(4) 0.2500 0.085(3)
O 0.5000 -0.0043(9) 0.2500 0.074(7)
N(1) 0.2331(4) 0.1778(7) 0.3844(3) 0.057(6)
N(2) 0.2737(4) 0.0661(8) 0.2610(3) 0.069(7)
N(3) 0.4049(4) 0.1600(7) 0.3769(3) 0.051(6)
N(4) 0.3921(4) 0.2546(7) 0.5142(3) 0.058(6)
N(5) 0.5520(1) 0.2582(1) 0.4780(1) 0.063(7)
C(1) 0.3030(6) 0.1351(8) 0.3437(4) 0.052(8)
C(2) 0.4492(6) 0.2250(8) 0.4590(4) 0.056(8)
C(51) 0.6106(5) 0.2353(10) 0.4160(4) 0.073(8)
C(52) 0.6036(5) 0.3032(9) 0.5679(4) 0.073(9)
H 0.500 -0.128 0.250 0.097
H1 0.178 0.164 0.356 0.097
H2A 0.208 0.010 0.242 0.097
H2B 0.317 0.035 0.243 0.097
H3 0.440 0.127 0.348 0.097
H4 0.424 0.294 0.558 0.097
H51A 0.668 0.312 0.424 0.097
H51B 0.636 0.111 0.409 0.097
H51C 0.564 0.265 0.357 0.097
H52A 0.602 0.213 0.605 0.097
H52B 0.670 0.308 0.574 0.097
H52C 0.593 0.426 0.582 0.097
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
N(1) Ni N(4) 89.3(2) yes
Ni N(1) C(1) 129.1(5) yes
C1 N(3) C(2) 124.7(6) yes
Ni N(4) C(2) 131.9(5) yes
C(2) N(5) C(51) 122.7(4) yes
C(2) N(5) C(52) 117.5(4) yes
C(51) N(5) C(52) 119.6(4) yes
N(1) C(1) N(2) 119.6(6) yes
N(1) C(1) N(3) 124.2(6) yes
N(2) C(1) N(3) 116.1(6) yes
N(3) C(2) N(4) 119.9(6) yes
N(3) C(2) N(5) 116.4(5) yes
N(4) C(2) N(5) 123.7(6) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni N(1) 1.863(5) yes
Ni N(4) 1.866(5) yes
N(1) C(1) 1.307(10) yes
N(2) C(1) 1.366(8) yes
N(3) C(1) 1.349(9) yes
N(3) C(2) 1.370(8) yes
N(4) C(2) 1.320(10) yes
N(5) C(2) 1.361(7) yes
N(5) C(51) 1.415(7) yes
N(5) C(52) 1.453(6) yes
N(1) H1 0.77 no
N(2) H2A 0.96 no
N(2) H2B 0.74 no
N(3) H3 0.77 no
N(4) H4 0.77 no
C(51) H51A 0.94 no
C(51) H51B 1.00 no
C(51) H51C 1.01 no
C(52) H52A 0.90 no
C(52) H52B 0.87 no
C(52) H52C 0.96 no
O H 0.92 no
