#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/46/2214677.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_2214677
loop_
_publ_author_name
'Liang, Yu-Ning'
'Chen, Zi-Lu'
'Zhang, Yu-Zhen'
'Ng, Seik Weng'
_publ_section_title
;Diaquabis(N-ethyl-N',N'-dimethylethylenediamine-κ²N,N')nickel(II)
 dichloride
;
_journal_coeditor_code           HB2461
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2042
_journal_page_last               m2042
_journal_paper_doi               10.1107/S1600536807031467
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (C6 H16 N2)2 (H2 O)2] Cl2'
_chemical_formula_moiety         'C12 H36 N4 Ni O2 2+, 2(Cl -)'
_chemical_formula_sum            'C12 H36 Cl2 N4 Ni O2'
_chemical_formula_weight         398.06
_chemical_name_systematic
;Diaquabis[N,N-dimethyl-N'-ethylethylenediamine-κ²N,N']nickel(II)
 dichloride
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.7500(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.8020(10)
_cell_length_b                   12.5500(10)
_cell_length_c                   9.9350(10)
_cell_measurement_reflns_used    2782
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.6
_cell_volume                     967.89(18)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX CCD'
_diffrn_measurement_method       'φ and ω'
_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  0.0185
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5912
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.62
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.287
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            'Light blue'
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.355
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2203
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0295
_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)+(0.0399P)²+0.2921P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0779
_reflns_number_gt                1843
_reflns_number_total             2203
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2461.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_cell_volume        967.9(2)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2214677
_cod_database_fobs_code          2214677
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Ni Ni1 0.5000 0.5000 0.5000 0.02374(11) Uani d S 1
Cl Cl1 0.02304(6) 0.31615(4) 0.44701(7) 0.05183(18) Uani d . 1
O O1W 0.23497(17) 0.52469(12) 0.44802(15) 0.0353(3) Uani d D 1
N N1 0.4525(2) 0.33584(12) 0.46081(17) 0.0303(3) Uani d D 1
N N2 0.5432(2) 0.50319(12) 0.28146(16) 0.0340(4) Uani d . 1
C C1 0.4882(3) 0.14532(19) 0.5352(3) 0.0565(6) Uani d . 1
H H1A 0.5675 0.0980 0.5854 0.085 Uiso calc R 1
H H1B 0.4670 0.1206 0.4436 0.085 Uiso calc R 1
H H1C 0.3818 0.1470 0.5760 0.085 Uiso calc R 1
C C2 0.5644(3) 0.25613(15) 0.5361(2) 0.0415(5) Uani d . 1
H H2A 0.5879 0.2796 0.6291 0.050 Uiso calc R 1
H H2B 0.6734 0.2531 0.4971 0.050 Uiso calc R 1
C C3 0.4438(3) 0.32060(16) 0.3122(2) 0.0431(5) Uani d . 1
H H3A 0.3294 0.3387 0.2712 0.052 Uiso calc R 1
H H3B 0.4655 0.2464 0.2922 0.052 Uiso calc R 1
C C4 0.5748(3) 0.38971(18) 0.2536(2) 0.0441(5) Uani d . 1
H H4A 0.6894 0.3701 0.2927 0.053 Uiso calc R 1
H H4B 0.5689 0.3785 0.1567 0.053 Uiso calc R 1
C C5 0.6964(3) 0.5649(2) 0.2497(2) 0.0560(6) Uani d . 1
H H5A 0.7056 0.5622 0.1541 0.084 Uiso calc R 1
H H5B 0.7981 0.5347 0.2973 0.084 Uiso calc R 1
H H5C 0.6846 0.6376 0.2771 0.084 Uiso calc R 1
C C6 0.3960(3) 0.5413(2) 0.1889(2) 0.0508(6) Uani d . 1
H H6A 0.4261 0.5397 0.0976 0.076 Uiso calc R 1
H H6B 0.3681 0.6130 0.2125 0.076 Uiso calc R 1
H H6C 0.2983 0.4960 0.1966 0.076 Uiso calc R 1
H H1W1 0.170(3) 0.4708(13) 0.448(3) 0.055(8) Uiso d D 1
H H1W2 0.177(3) 0.5738(14) 0.478(2) 0.056(8) Uiso d D 1
H H1N 0.3539(16) 0.3279(16) 0.486(2) 0.034(6) Uiso d D 1
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
Ni1 0.01999(17) 0.02258(17) 0.02879(18) 0.00071(11) 0.00310(12) -0.00120(12)
Cl1 0.0282(3) 0.0379(3) 0.0903(5) -0.0015(2) 0.0104(3) -0.0152(3)
O1W 0.0237(7) 0.0315(8) 0.0510(9) 0.0016(6) 0.0045(6) -0.0039(6)
N1 0.0249(8) 0.0259(8) 0.0403(9) 0.0000(6) 0.0038(6) -0.0011(6)
N2 0.0353(9) 0.0365(9) 0.0304(8) -0.0016(7) 0.0047(7) 0.0004(7)
C1 0.0533(15) 0.0329(12) 0.0823(18) -0.0003(10) 0.0025(13) 0.0111(11)
C2 0.0350(11) 0.0296(10) 0.0581(14) 0.0022(8) -0.0045(9) 0.0015(9)
C3 0.0523(13) 0.0337(11) 0.0427(12) -0.0035(9) 0.0016(10) -0.0100(9)
C4 0.0495(13) 0.0461(13) 0.0377(12) 0.0050(10) 0.0099(9) -0.0077(9)
C5 0.0536(14) 0.0733(18) 0.0436(13) -0.0183(13) 0.0171(11) 0.0022(12)
C6 0.0577(15) 0.0583(14) 0.0351(12) 0.0045(12) -0.0010(10) 0.0042(10)
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'
Cl Cl 0.1484 0.1585 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1W Ni1 O1W 3_666 . 180.0
O1W Ni1 N1 3_666 . 92.95(6)
O1W Ni1 N1 . . 87.05(6)
O1W Ni1 N1 3_666 3_666 87.05(6)
O1W Ni1 N1 . 3_666 92.95(6)
N1 Ni1 N1 . 3_666 180.0
O1W Ni1 N2 3_666 . 90.05(6)
O1W Ni1 N2 . . 89.95(6)
N1 Ni1 N2 . . 83.08(6)
N1 Ni1 N2 3_666 . 96.92(6)
O1W Ni1 N2 3_666 3_666 89.95(6)
O1W Ni1 N2 . 3_666 90.05(6)
N1 Ni1 N2 . 3_666 96.92(6)
N1 Ni1 N2 3_666 3_666 83.08(6)
N2 Ni1 N2 . 3_666 180.0
Ni1 O1W H1W1 . . 116.9(18)
Ni1 O1W H1W2 . . 125.3(17)
H1W1 O1W H1W2 . . 104(3)
C2 N1 C3 . . 112.42(16)
C2 N1 Ni1 . . 118.68(13)
C3 N1 Ni1 . . 107.30(12)
C2 N1 H1N . . 106.3(14)
C3 N1 H1N . . 109.3(15)
Ni1 N1 H1N . . 102.1(14)
C4 N2 C6 . . 109.24(17)
C4 N2 C5 . . 108.09(17)
C6 N2 C5 . . 106.93(18)
C4 N2 Ni1 . . 102.09(12)
C6 N2 Ni1 . . 115.32(13)
C5 N2 Ni1 . . 114.83(13)
C2 C1 H1A . . 109.5
C2 C1 H1B . . 109.5
H1A C1 H1B . . 109.5
C2 C1 H1C . . 109.5
H1A C1 H1C . . 109.5
H1B C1 H1C . . 109.5
N1 C2 C1 . . 114.00(17)
N1 C2 H2A . . 108.8
C1 C2 H2A . . 108.8
N1 C2 H2B . . 108.8
C1 C2 H2B . . 108.8
H2A C2 H2B . . 107.6
N1 C3 C4 . . 110.26(16)
N1 C3 H3A . . 109.6
C4 C3 H3A . . 109.6
N1 C3 H3B . . 109.6
C4 C3 H3B . . 109.6
H3A C3 H3B . . 108.1
N2 C4 C3 . . 110.61(17)
N2 C4 H4A . . 109.5
C3 C4 H4A . . 109.5
N2 C4 H4B . . 109.5
C3 C4 H4B . . 109.5
H4A C4 H4B . . 108.1
N2 C5 H5A . . 109.5
N2 C5 H5B . . 109.5
H5A C5 H5B . . 109.5
N2 C5 H5C . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
N2 C6 H6A . . 109.5
N2 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
N2 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
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
Ni1 O1W . 2.1030(10) yes
Ni1 O1W 3_666 2.1030(10) ?
Ni1 N1 . 2.122(2) yes
Ni1 N1 3_666 2.122(2) ?
Ni1 N2 . 2.231(2) yes
Ni1 N2 3_666 2.231(2) ?
O1W H1W1 . 0.840(10) ?
O1W H1W2 . 0.840(10) ?
N1 C2 . 1.480(2) ?
N1 C3 . 1.484(3) ?
N1 H1N . 0.840(10) ?
N2 C4 . 1.476(3) ?
N2 C6 . 1.477(3) ?
N2 C5 . 1.484(3) ?
C1 C2 . 1.512(3) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.501(3) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
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
O1<i>W</i> H1<i>W</i>1 Cl1 . 0.840(10) 2.260(10) 3.095(2) 174(2) yes
O1<i>W</i> H1<i>W</i>2 Cl1 3_566 0.840(10) 2.260(10) 3.090(2) 169(2) yes
N1 H1N Cl1 . 0.840(10) 2.580(10) 3.349(2) 154(2) 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_site_symmetry_1
_geom_torsion
O1W Ni1 N1 C2 3_666 29.32(15)
O1W Ni1 N1 C2 . -150.68(15)
N2 Ni1 N1 C2 . 119.01(15)
N2 Ni1 N1 C2 3_666 -60.99(15)
O1W Ni1 N1 C3 3_666 -99.41(13)
O1W Ni1 N1 C3 . 80.59(13)
N2 Ni1 N1 C3 . -9.72(13)
N2 Ni1 N1 C3 3_666 170.28(13)
O1W Ni1 N2 C4 3_666 73.70(13)
O1W Ni1 N2 C4 . -106.30(13)
N1 Ni1 N2 C4 . -19.27(12)
N1 Ni1 N2 C4 3_666 160.74(12)
O1W Ni1 N2 C6 3_666 -168.00(15)
O1W Ni1 N2 C6 . 12.00(15)
N1 Ni1 N2 C6 . 99.04(15)
N1 Ni1 N2 C6 3_666 -80.96(15)
O1W Ni1 N2 C5 3_666 -42.98(16)
O1W Ni1 N2 C5 . 137.02(16)
N1 Ni1 N2 C5 . -135.94(16)
N1 Ni1 N2 C5 3_666 44.06(16)
N2 Ni1 N2 C5 3_666 11E1(10)
C3 N1 C2 C1 . -72.2(2)
Ni1 N1 C2 C1 . 161.47(17)
C2 N1 C3 C4 . -94.2(2)
Ni1 N1 C3 C4 . 38.0(2)
C6 N2 C4 C3 . -76.6(2)
C5 N2 C4 C3 . 167.39(18)
Ni1 N2 C4 C3 . 45.94(19)
N1 C3 C4 N2 . -59.9(2)
