#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/49/2214918.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_2214918
loop_
_publ_author_name
'Zhang, Yu-Zhen'
'Chen, Zi-Lu'
'Ng, Seik Weng'
_publ_section_title
;Diaqua(cyclohexane-1,2-diamine-κ²N,N')(N,N,N',N'-tetramethylethylenediamine-κ²N,N')nickel(II)
 dichloride dihydrate
;
_journal_coeditor_code           XU2296
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2228
_journal_page_last               m2228
_journal_paper_doi               10.1107/S1600536807035386
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac
'[Ni (C6 H14 N2) (C6 H16 N2) (H2 O)2] Cl2 , 2H2 O'
_chemical_formula_moiety         'C12 H34 N4 Ni O2 2+ , 2Cl - , 2H2 O'
_chemical_formula_sum            'C12 H38 Cl2 N4 Ni O4'
_chemical_formula_weight         432.07
_chemical_name_systematic
;
Diaqua(cyclohexane-1,2-diamine-κ²N,N')(N,N,N',N'-
tetramethylethylenediamine-κ²N,N')nickel(II) dichloride dihydrate
;
_space_group_IT_number           41
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'A 2 -2ab'
_symmetry_space_group_name_H-M   'A b a 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.1590(10)
_cell_length_b                   9.8430(10)
_cell_length_c                   15.2210(10)
_cell_measurement_reflns_used    4527
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.4
_cell_measurement_theta_min      2.7
_cell_volume                     2121.3(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'APEX2 (Bruker, 2002)'
_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 1.00
_diffrn_measured_fraction_theta_max 1.00
_diffrn_measurement_device_type  'Bruker APEX area-detector'
_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  0.015
_diffrn_reflns_av_sigmaI/netI    0.016
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6267
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.6
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_T_max  0.797
_exptl_absorpt_correction_T_min  0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.37
_refine_ls_abs_structure_details 'Flack (1983), with 944 Friedel pairs'
_refine_ls_abs_structure_Flack   -0.010(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2217
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.026
_refine_ls_R_factor_gt           0.025
_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)+(0.0479P)²+0.4568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.072
_refine_ls_wR_factor_ref         0.073
_reflns_number_gt                2103
_reflns_number_total             2217
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2296.cif
_cod_data_source_block           I
_cod_original_cell_volume        2121.4(3)
_cod_original_sg_symbol_Hall     'A 2 -2ac'
_cod_database_code               2214918
_cod_database_fobs_code          2214918
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, 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 0.49999(2) 0.02217(10) Uani d S 1
Cl Cl1 0.31836(4) 0.83038(6) 0.61089(9) 0.05226(16) Uani d . 1
O O1W 0.49376(9) 0.71842(15) 0.5054(2) 0.0329(3) Uani d D 1
O O2W 0.63652(17) 0.8514(2) 0.5887(2) 0.0839(10) Uani d D 1
N N1 0.4022(2) 0.49706(13) 0.60291(18) 0.0270(5) Uani d D 1
N N2 0.3974(2) 0.49513(15) 0.3947(2) 0.0339(6) Uani d . 1
C C1 0.45361(14) 0.4615(2) 0.68462(15) 0.0283(4) Uani d . 1
H H1 0.4667 0.3638 0.6847 0.034 Uiso calc R 1
C C2 0.3966(2) 0.49752(19) 0.76682(18) 0.0408(6) Uani d . 1
H H2A 0.3804 0.5932 0.7654 0.049 Uiso calc R 1
H H2B 0.3383 0.4457 0.7671 0.049 Uiso calc R 1
C C3 0.4519(2) 0.4673(3) 0.85041(18) 0.0520(6) Uani d . 1
H H3A 0.4164 0.4998 0.9007 0.062 Uiso calc R 1
H H3B 0.4592 0.3697 0.8565 0.062 Uiso calc R 1
C C4 0.32382(19) 0.5997(3) 0.4023(2) 0.0580(8) Uani d . 1
H H4A 0.2809 0.5920 0.3537 0.087 Uiso calc R 1
H H4B 0.3525 0.6881 0.4018 0.087 Uiso calc R 1
H H4C 0.2899 0.5874 0.4563 0.087 Uiso calc R 1
C C5 0.3493(2) 0.3631(3) 0.3864(2) 0.0549(7) Uani d . 1
H H5A 0.3051 0.3668 0.3387 0.082 Uiso calc R 1
H H5B 0.3164 0.3430 0.4400 0.082 Uiso calc R 1
H H5C 0.3952 0.2934 0.3751 0.082 Uiso calc R 1
C C6 0.45062(13) 0.5269(4) 0.3154(2) 0.0640(9) Uani d D 1
H H6A 0.4529 0.6248 0.3084 0.077 Uiso calc R 1
H H6B 0.4173 0.4899 0.2652 0.077 Uiso calc R 1
H H1W1 0.5390(12) 0.760(3) 0.5303(18) 0.062(10) Uiso d D 1
H H1W2 0.4418(10) 0.748(3) 0.5284(19) 0.070(11) Uiso d D 1
H H2W1 0.6916(15) 0.818(4) 0.589(5) 0.17(3) Uiso d D 1
H H2W2 0.638(3) 0.9368(10) 0.587(3) 0.103(14) Uiso d D 1
H H1N1 0.3817(15) 0.5779(11) 0.6136(18) 0.035(6) Uiso d D 1
H H1N2 0.3567(14) 0.4420(18) 0.609(3) 0.068(9) Uiso d D 1
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
N1 Ni1 N1 2_665 . 82.98(15)
N1 Ni1 O1W 2_665 2_665 87.59(7)
N1 Ni1 O1W . 2_665 89.12(7)
N1 Ni1 O1W 2_665 . 89.12(7)
N1 Ni1 O1W . . 87.59(7)
O1W Ni1 O1W 2_665 . 175.61(16)
N1 Ni1 N2 2_665 2_665 96.31(6)
N1 Ni1 N2 . 2_665 179.15(13)
O1W Ni1 N2 2_665 2_665 91.32(8)
O1W Ni1 N2 . 2_665 91.94(7)
N1 Ni1 N2 2_665 . 179.15(12)
N1 Ni1 N2 . . 96.31(6)
O1W Ni1 N2 2_665 . 91.94(7)
O1W Ni1 N2 . . 91.32(8)
N2 Ni1 N2 2_665 . 84.41(16)
Ni1 O1W H1W1 . . 118(2)
Ni1 O1W H1W2 . . 113(2)
H1W1 O1W H1W2 . . 107.3(16)
H2W1 O2W H2W2 . . 111.4(18)
C1 N1 Ni1 . . 107.83(18)
C1 N1 H1N1 . . 103.0(19)
Ni1 N1 H1N1 . . 110.5(16)
C1 N1 H1N2 . . 97(3)
Ni1 N1 H1N2 . . 127(2)
H1N1 N1 H1N2 . . 108.3(15)
C6 N2 C4 . . 106.3(2)
C6 N2 C5 . . 110.9(3)
C4 N2 C5 . . 107.3(3)
C6 N2 Ni1 . . 105.19(19)
C4 N2 Ni1 . . 113.75(19)
C5 N2 Ni1 . . 113.20(17)
N1 C1 C1 . 2_665 107.93(16)
N1 C1 C2 . . 111.8(2)
C1 C1 C2 2_665 . 109.96(16)
N1 C1 H1 . . 109.0
C1 C1 H1 2_665 . 109.0
C2 C1 H1 . . 109.0
C3 C2 C1 . . 111.5(2)
C3 C2 H2A . . 109.3
C1 C2 H2A . . 109.3
C3 C2 H2B . . 109.3
C1 C2 H2B . . 109.3
H2A C2 H2B . . 108.0
C3 C3 C2 2_665 . 112.41(18)
C3 C3 H3A 2_665 . 109.1
C2 C3 H3A . . 109.1
C3 C3 H3B 2_665 . 109.1
C2 C3 H3B . . 109.1
H3A C3 H3B . . 107.9
N2 C4 H4A . . 109.5
N2 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
N2 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
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 C6 . 2_665 114.0(2)
N2 C6 H6A . . 108.7
C6 C6 H6A 2_665 . 108.7
N2 C6 H6B . . 108.7
C6 C6 H6B 2_665 . 108.7
H6A C6 H6B . . 107.6
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 N1 2_665 2.091(3) ?
Ni1 N1 . 2.091(3) yes
Ni1 O1W 2_665 2.153(2) ?
Ni1 N2 2_665 2.163(3) ?
Ni1 N2 . 2.163(3) yes
Ni1 O1W . 2.153(2) yes
O1W H1W1 . 0.850(10) ?
O1W H1W2 . 0.865(10) ?
O2W H2W1 . 0.846(10) ?
O2W H2W2 . 0.841(10) ?
N1 C1 . 1.483(4) ?
N1 H1N1 . 0.862(9) ?
N1 H1N2 . 0.847(10) ?
N2 C6 . 1.457(4) ?
N2 C4 . 1.470(3) ?
N2 C5 . 1.473(3) ?
C1 C1 2_665 1.516(4) ?
C1 C2 . 1.530(3) ?
C1 H1 . 0.9800 ?
C2 C3 . 1.523(4) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C3 2_665 1.506(7) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 H4A . 0.9600 ?
C4 H4B . 0.9600 ?
C4 H4C . 0.9600 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C6 C6 2_665 1.496(2) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
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
O1W H1W1 O2W . 0.850(10) 1.871(10) 2.721(3) 178(3) y
O1W H1W2 Cl1 . 0.865(10) 2.300(11) 3.156(2) 170(3) y
O2W H2W1 Cl1 3_565 0.846(10) 2.338(17) 3.153(2) 162(5) y
O2W H2W2 Cl1 2_675 0.841(10) 2.401(17) 3.215(2) 163(4) y
N1 H1N1 Cl1 . 0.862(9) 2.642(10) 3.4910(17) 168(3) y
N1 H1N2 Cl1 4_545 0.847(10) 2.712(14) 3.529(3) 163(3) y
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_site_symmetry_4
_geom_torsion
N1 Ni1 N1 C1 2_665 . -14.97(10)
O1W Ni1 N1 C1 2_665 . 72.71(13)
O1W Ni1 N1 C1 . . -104.38(13)
N2 Ni1 N1 C1 . . 164.56(12)
N1 Ni1 N2 C6 . . 167.72(18)
O1W Ni1 N2 C6 2_665 . -102.95(18)
O1W Ni1 N2 C6 . . 80.00(19)
N2 Ni1 N2 C6 2_665 . -11.82(16)
N1 Ni1 N2 C4 . . 51.8(2)
O1W Ni1 N2 C4 2_665 . 141.1(2)
O1W Ni1 N2 C4 . . -35.9(2)
N2 Ni1 N2 C4 2_665 . -127.8(2)
N1 Ni1 N2 C5 . . -71.0(2)
O1W Ni1 N2 C5 2_665 . 18.3(2)
O1W Ni1 N2 C5 . . -158.7(2)
N2 Ni1 N2 C5 2_665 . 109.5(2)
Ni1 N1 C1 C1 . 2_665 41.8(2)
Ni1 N1 C1 C2 . . 162.90(13)
N1 C1 C2 C3 . . -177.1(2)
C1 C1 C2 C3 2_665 . -57.3(3)
C1 C2 C3 C3 . 2_665 53.0(3)
C4 N2 C6 C6 . 2_665 155.4(4)
C5 N2 C6 C6 . 2_665 -88.3(5)
Ni1 N2 C6 C6 . 2_665 34.5(5)
