#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/17/2211753.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_2211753
loop_
_publ_author_name
'Harrison, William T. A.'
'Slawin, Alexandra M. Z.'
'Sharma, Raj Pal'
'Sharma, Upendra'
'Bhama, Shekar'
_publ_section_title
;
 Diaquabis(ethylenediamine)copper(II) bis(4-nitrobenzoate)
;
_journal_coeditor_code           CF2072
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m178
_journal_page_last               m180
_journal_paper_doi               10.1107/S1600536806052901
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C2 H8 N2)2 (H2 O)2] (C7 H4 N O4)2'
_chemical_formula_moiety         'C4 H20 Cu N4 O2 2+, 2 C7 H4 N O4 -'
_chemical_formula_sum            'C18 H28 Cu N6 O10'
_chemical_formula_weight         552.00
_chemical_name_systematic
;
Diaquabis(ethylenediamine)copper(II) bis(4-nitrobenzoate)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                95.48(2)
_cell_angle_beta                 98.43(2)
_cell_angle_gamma                114.26(2)
_cell_formula_units_Z            1
_cell_length_a                   6.0019(5)
_cell_length_b                   7.1230(4)
_cell_length_c                   15.370(2)
_cell_measurement_reflns_used    2340
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.72
_cell_volume                     583.69(15)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku, 2004)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 0.83
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0150
_diffrn_reflns_av_sigmaI/netI    0.0321
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3754
_diffrn_reflns_theta_full        25.33
_diffrn_reflns_theta_max         25.33
_diffrn_reflns_theta_min         2.72
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.002
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             287
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.438
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2005
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0345
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0337P)²+0.5044P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0753
_refine_ls_wR_factor_ref         0.0768
_reflns_number_gt                1930
_reflns_number_total             2005
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf2072.cif
_cod_data_source_block           I
_cod_database_code               2211753
_cod_database_fobs_code          2211753
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cu Cu1 0.5000 0.5000 0.5000 0.01301(14) Uani d S 1
C C1 0.3527(4) 0.4877(4) 0.66944(15) 0.0177(5) Uani d . 1
H H1A 0.2872 0.4000 0.7143 0.021 Uiso calc R 1
H H1B 0.2922 0.5978 0.6710 0.021 Uiso calc R 1
C C2 0.6352(4) 0.5864(4) 0.69053(15) 0.0177(5) Uani d . 1
H H2A 0.6998 0.6899 0.7465 0.021 Uiso calc R 1
H H2B 0.6960 0.4780 0.6983 0.021 Uiso calc R 1
N N1 0.2647(3) 0.3572(3) 0.57892(12) 0.0131(4) Uani d . 1
H H1 0.1061 0.3396 0.5551 0.016 Uiso calc R 1
H H2 0.2599 0.2274 0.5826 0.016 Uiso calc R 1
N N2 0.7230(3) 0.6905(3) 0.61493(12) 0.0138(4) Uani d . 1
H H3 0.8861 0.7141 0.6160 0.017 Uiso calc R 1
H H4 0.7145 0.8170 0.6191 0.017 Uiso calc R 1
O O1 0.7238(3) 0.2674(2) 0.51837(10) 0.0158(4) Uani d . 1
H H5 0.7064 0.1756 0.4710 0.019 Uiso d R 1
H H6 0.6952 0.1896 0.5589 0.019 Uiso d R 1
C C3 0.4867(4) 0.1037(3) 0.78913(14) 0.0139(5) Uani d . 1
C C4 0.7093(5) 0.2037(5) 0.85044(17) 0.0297(6) Uani d . 1
H H4A 0.8620 0.2341 0.8313 0.036 Uiso calc R 1
C C5 0.7131(5) 0.2603(5) 0.93950(17) 0.0354(7) Uani d . 1
H H5A 0.8666 0.3270 0.9818 0.042 Uiso calc R 1
C C6 0.4916(4) 0.2183(3) 0.96539(15) 0.0167(5) Uani d . 1
C C7 0.2672(5) 0.1185(5) 0.90654(17) 0.0350(7) Uani d . 1
H H7 0.1152 0.0891 0.9262 0.042 Uiso calc R 1
C C8 0.2663(5) 0.0614(5) 0.81761(17) 0.0330(7) Uani d . 1
H H8 0.1120 -0.0078 0.7759 0.040 Uiso calc R 1
C C9 0.4873(4) 0.0454(3) 0.69155(14) 0.0136(5) Uani d . 1
N N3 0.4942(4) 0.2855(3) 1.05959(13) 0.0222(5) Uani d . 1
O O2 0.6956(3) 0.0885(2) 0.67087(10) 0.0171(4) Uani d . 1
O O3 0.2795(3) -0.0400(2) 0.63757(10) 0.0183(4) Uani d . 1
O O4 0.6929(4) 0.3750(4) 1.11118(13) 0.0516(6) Uani d . 1
O O5 0.2963(4) 0.2486(4) 1.08147(13) 0.0499(6) Uani 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'
Cu Cu 0.3201 1.2651 '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 Cu1 N1 2_666 . 180.0
N1 Cu1 N2 2_666 . 95.08(7)
N1 Cu1 N2 . . 84.92(7)
N1 Cu1 N2 2_666 2_666 84.92(7)
N1 Cu1 N2 . 2_666 95.08(7)
N2 Cu1 N2 . 2_666 180.0
O1 Cu1 N1 . . 92.58(7)
O1 Cu1 N2 . . 89.44(7)
O1 Cu1 N1 . 2_666 87.42(7)
O1 Cu1 N2 . 2_666 90.56(7)
O1 Cu1 N1 2_666 2_666 92.58(7)
O1 Cu1 N2 2_666 2_666 89.44(7)
O1 Cu1 N1 2_666 . 87.42(7)
O1 Cu1 N2 2_666 . 90.56(7)
O1 Cu1 O1 . 2_666 180.0
N1 C1 C2 . . 108.30(18)
N1 C1 H1A . . 110.0
C2 C1 H1A . . 110.0
N1 C1 H1B . . 110.0
C2 C1 H1B . . 110.0
H1A C1 H1B . . 108.4
N2 C2 C1 . . 107.83(18)
N2 C2 H2A . . 110.1
C1 C2 H2A . . 110.1
N2 C2 H2B . . 110.1
C1 C2 H2B . . 110.1
H2A C2 H2B . . 108.5
C1 N1 Cu1 . . 109.03(13)
C1 N1 H1 . . 109.9
Cu1 N1 H1 . . 109.9
C1 N1 H2 . . 109.9
Cu1 N1 H2 . . 109.9
H1 N1 H2 . . 108.3
C2 N2 Cu1 . . 107.93(14)
C2 N2 H3 . . 110.1
Cu1 N2 H3 . . 110.1
C2 N2 H4 . . 110.1
Cu1 N2 H4 . . 110.1
H3 N2 H4 . . 108.4
H5 O1 H6 . . 101.3
C8 C3 C4 . . 119.0(2)
C8 C3 C9 . . 121.0(2)
C4 C3 C9 . . 119.9(2)
C3 C4 C5 . . 120.9(2)
C3 C4 H4A . . 119.6
C5 C4 H4A . . 119.6
C6 C5 C4 . . 118.6(2)
C6 C5 H5A . . 120.7
C4 C5 H5A . . 120.7
C5 C6 C7 . . 122.1(2)
C5 C6 N3 . . 119.1(2)
C7 C6 N3 . . 118.8(2)
C6 C7 C8 . . 118.6(2)
C6 C7 H7 . . 120.7
C8 C7 H7 . . 120.7
C3 C8 C7 . . 120.8(2)
C3 C8 H8 . . 119.6
C7 C8 H8 . . 119.6
O2 C9 O3 . . 125.2(2)
O2 C9 C3 . . 117.2(2)
O3 C9 C3 . . 117.57(19)
O4 N3 O5 . . 123.0(2)
O4 N3 C6 . . 118.6(2)
O5 N3 C6 . . 118.4(2)
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
Cu1 N1 2_666 2.0146(18) ?
Cu1 N1 . 2.0146(18) y
Cu1 N2 . 2.0272(19) y
Cu1 N2 2_666 2.0272(19) ?
Cu1 O1 . 2.5369(17) y
Cu1 O1 2_666 2.5369(17) n
C1 N1 . 1.488(3) ?
C1 C2 . 1.513(3) ?
C1 H1A . 0.990 ?
C1 H1B . 0.990 ?
C2 N2 . 1.483(3) ?
C2 H2A . 0.990 ?
C2 H2B . 0.990 ?
N1 H1 . 0.920 ?
N1 H2 . 0.920 ?
N2 H3 . 0.920 ?
N2 H4 . 0.920 ?
O1 H5 . 0.8941 ?
O1 H6 . 0.8625 ?
C3 C8 . 1.378(3) ?
C3 C4 . 1.379(3) ?
C3 C9 . 1.519(3) ?
C4 C5 . 1.384(4) ?
C4 H4A . 0.950 ?
C5 C6 . 1.366(4) ?
C5 H5A . 0.950 ?
C6 C7 . 1.368(4) ?
C6 N3 . 1.477(3) ?
C7 C8 . 1.387(4) ?
C7 H7 . 0.950 ?
C8 H8 . 0.950 ?
C9 O2 . 1.256(3) y
C9 O3 . 1.261(3) y
N3 O4 . 1.208(3) ?
N3 O5 . 1.212(3) ?
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
N1 H1 O1 1_455 0.92 2.11 3.018(2) 170
N1 H2 O3 . 0.92 2.20 3.081(2) 161
N2 H3 O3 1_665 0.92 2.24 3.037(3) 145
N2 H4 O2 1_565 0.92 2.07 2.960(2) 162
O1 H5 O3 2_656 0.89 1.88 2.754(2) 166
O1 H6 O2 . 0.86 1.93 2.767(2) 164
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
N1 C1 C2 N2 . 51.7(2)
C2 C1 N1 Cu1 . -36.6(2)
N2 Cu1 N1 C1 . 11.08(14)
N2 Cu1 N1 C1 2_666 -168.92(14)
C1 C2 N2 Cu1 . -41.2(2)
N1 Cu1 N2 C2 2_666 -163.03(14)
N1 Cu1 N2 C2 . 16.97(14)
C8 C3 C4 C5 . 0.3(4)
C9 C3 C4 C5 . 179.3(2)
C3 C4 C5 C6 . -1.1(4)
C4 C5 C6 C7 . 1.4(4)
C4 C5 C6 N3 . -177.6(2)
C5 C6 C7 C8 . -0.9(4)
N3 C6 C7 C8 . 178.1(2)
C4 C3 C8 C7 . 0.2(4)
C9 C3 C8 C7 . -178.8(3)
C6 C7 C8 C3 . 0.1(5)
C8 C3 C9 O2 . -179.8(2)
C4 C3 C9 O2 . 1.3(3)
C8 C3 C9 O3 . 1.1(3)
C4 C3 C9 O3 . -177.8(2)
C5 C6 N3 O4 . -0.3(4)
C7 C6 N3 O4 . -179.4(3)
C5 C6 N3 O5 . 179.4(3)
C7 C6 N3 O5 . 0.4(4)
