#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/81/2208114.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_2208114
loop_
_publ_author_name
'Zhao, Qi-Hua'
'Du, Lin'
'Fang, Rui-Bing'
_publ_section_title
;
 Di-μ-phosphonomethylcarboxylato-bis[(1,10-phenanthroline)copper(II)]
 dihydrate
;
_journal_coeditor_code           LH6568
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m219
_journal_page_last               m221
_journal_paper_doi               10.1107/S1600536805043126
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu2 (C2 H3 O5 P)2 (C12 H10 N2)2], 2H2 O'
_chemical_formula_moiety         'C28 H22 Cu2 N4 O10 P2, 2H2 O'
_chemical_formula_sum            'C28 H26 Cu2 N4 O12 P2'
_chemical_formula_weight         799.57
_chemical_name_systematic
;Di-μ-phosphonomethylcarboxylato-bis[(1,10-phenanthroline)copper(II)]
 dihydrate
;
_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                103.58(3)
_cell_angle_beta                 104.18(3)
_cell_angle_gamma                105.03(3)
_cell_formula_units_Z            1
_cell_length_a                   8.1701(16)
_cell_length_b                   8.6157(17)
_cell_length_c                   11.698(2)
_cell_measurement_temperature    288(2)
_cell_measurement_theta_max      29.72
_cell_measurement_theta_min      1.89
_cell_volume                     730.9(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      288(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_device_type  'Bruker SMART CCD 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  0.0191
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8861
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.72
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    1.640
_exptl_absorpt_correction_T_max  0.755
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.817
_exptl_crystal_density_meas      1.817
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             406
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.431
_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     225
_refine_ls_number_reflns         3553
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0248
_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)+(0.0507P)²+0.2322P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0776
_reflns_number_gt                3272
_reflns_number_total             3553
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh6568.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_geom_torsion_publ_flag' value 'Y' changed to 'y' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5 times).

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_geom_torsion_publ_flag' value 'Y' changed to 'y' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29 (5 times).

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2208114
_cod_database_fobs_code          2208114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
Cu1 0.22903(2) 0.36233(2) 0.804508(16) 0.02064(8) Uani d . 1 Cu
P1 0.56023(6) 0.71283(5) 0.96871(4) 0.02030(10) Uani d . 1 P
N1 -0.01708(19) 0.16998(18) 0.71575(13) 0.0224(3) Uani d . 1 N
N2 0.17764(19) 0.37144(18) 0.63418(13) 0.0239(3) Uani d . 1 N
O1 0.47362(16) 0.53141(15) 0.86271(11) 0.0241(2) Uani d . 1 O
O2 0.11262(17) 0.56864(17) 0.86544(13) 0.0310(3) Uani d . 1 O
O3 0.61089(18) 0.85054(16) 0.91505(11) 0.0298(3) Uani d . 1 O
H3A 0.6799 0.9371 0.9707 0.045 Uiso calc R 1 H
O4 0.17046(19) 0.85324(17) 0.93629(13) 0.0334(3) Uani d . 1 O
O5 0.72374(17) 0.73302(17) 1.07186(12) 0.0291(3) Uani d . 1 O
O6 0.7111(2) 0.4094(3) 0.74048(16) 0.0488(4) Uani d D 1 O
H6B 0.658(4) 0.459(4) 0.782(3) 0.058(8) Uiso d D 1 H
H6 0.817(3) 0.466(4) 0.776(3) 0.083(12) Uiso d D 1 H
C1 -0.1103(2) 0.0717(2) 0.76054(17) 0.0296(4) Uani d . 1 C
H1A -0.0675 0.0869 0.8452 0.036 Uiso calc R 1 H
C2 -0.2796(3) -0.0624(3) 0.68590(19) 0.0351(4) Uani d . 1 C
H2A -0.3409 -0.1275 0.7252 0.042 Uiso calc R 1 H
C3 -0.3515(2) -0.0965(3) 0.56211(18) 0.0313(4) Uani d . 1 C
H3B -0.4591 -0.1834 0.5147 0.038 Uiso calc R 1 H
C4 -0.2552(2) 0.0057(2) 0.51186(16) 0.0250(3) Uani d . 1 C
C5 -0.3168(2) -0.0187(3) 0.38364(16) 0.0299(4) Uani d . 1 C
H5A -0.4222 -0.1046 0.3308 0.036 Uiso calc R 1 H
C6 -0.2178(3) 0.0862(3) 0.34245(16) 0.0316(4) Uani d . 1 C
H6A -0.2554 0.0740 0.2581 0.038 Uiso calc R 1 H
C7 -0.0475(2) 0.2242(2) 0.42476(15) 0.0263(3) Uani d . 1 C
C8 0.0633(3) 0.3386(3) 0.38861(17) 0.0337(4) Uani d . 1 C
H8A 0.0323 0.3334 0.3055 0.040 Uiso calc R 1 H
C9 0.2240(3) 0.4645(3) 0.47518(18) 0.0362(4) Uani d . 1 C
H9A 0.2939 0.5408 0.4471 0.043 Uiso calc R 1 H
C10 0.2791(3) 0.4776(2) 0.59763(17) 0.0309(4) Uani d . 1 C
H10A 0.3856 0.5595 0.6529 0.037 Uiso calc R 1 H
C11 0.0168(2) 0.2482(2) 0.54950(14) 0.0213(3) Uani d . 1 C
C12 -0.0887(2) 0.1382(2) 0.59381(15) 0.0212(3) Uani d . 1 C
C13 0.3913(2) 0.7525(2) 1.03417(15) 0.0253(3) Uani d . 1 C
H13A 0.3717 0.6805 1.0855 0.030 Uiso calc R 1 H
H13B 0.4363 0.8692 1.0879 0.030 Uiso calc R 1 H
C14 0.2127(2) 0.7217(2) 0.93877(15) 0.0240(3) Uani d . 1 C
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'
P P 0.1023 0.0942 '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
_geom_angle_publ_flag
O5 Cu1 N2 2_667 . 155.95(7) y
O5 Cu1 O1 2_667 . 94.68(6) y
N2 Cu1 O1 . . 93.67(7) y
O5 Cu1 N1 2_667 . 90.08(6) y
N2 Cu1 N1 . . 78.66(7) y
O1 Cu1 N1 . . 170.10(5) y
O5 Cu1 O2 2_667 . 109.19(6) y
N2 Cu1 O2 . . 93.10(6) y
O1 Cu1 O2 . . 91.34(6) y
N1 Cu1 O2 . . 95.29(6) y
O3 P1 O5 . . 107.10(8) ?
O3 P1 O1 . . 111.02(7) ?
O5 P1 O1 . . 115.34(8) ?
O3 P1 C13 . . 105.46(8) ?
O5 P1 C13 . . 109.10(8) ?
O1 P1 C13 . . 108.36(8) ?
C1 N1 C12 . . 113.97(16) ?
C1 N1 Cu1 . . 129.29(13) ?
C12 N1 Cu1 . . 116.70(11) ?
C10 N2 C11 . . 120.65(15) ?
C10 N2 Cu1 . . 125.09(13) ?
C11 N2 Cu1 . . 114.26(11) ?
P1 O1 Cu1 . . 130.36(8) ?
C14 O2 Cu1 . . 122.62(11) ?
P1 O3 H3A . . 109.5 ?
P1 O5 Cu1 . 2_667 135.60(8) ?
H6B O6 H6 . . 104(3) ?
N1 C1 C2 . . 123.40(17) ?
N1 C1 H1A . . 118.3 ?
C2 C1 H1A . . 118.3 ?
C3 C2 C1 . . 122.86(17) ?
C3 C2 H2A . . 118.6 ?
C1 C2 H2A . . 118.6 ?
C2 C3 C4 . . 115.05(18) ?
C2 C3 H3B . . 122.5 ?
C4 C3 H3B . . 122.5 ?
C3 C4 C5 . . 120.01(17) ?
C3 C4 C12 . . 118.36(16) ?
C5 C4 C12 . . 121.64(16) ?
C6 C5 C4 . . 116.41(17) ?
C6 C5 H5A . . 121.8 ?
C4 C5 H5A . . 121.8 ?
C5 C6 C7 . . 122.97(16) ?
C5 C6 H6A . . 118.5 ?
C7 C6 H6A . . 118.5 ?
C11 C7 C8 . . 112.05(17) ?
C11 C7 C6 . . 121.61(16) ?
C8 C7 C6 . . 126.34(16) ?
C7 C8 C9 . . 121.60(16) ?
C7 C8 H8A . . 119.2 ?
C9 C8 H8A . . 119.2 ?
C10 C9 C8 . . 122.38(18) ?
C10 C9 H9A . . 118.8 ?
C8 C9 H9A . . 118.8 ?
N2 C10 C9 . . 117.33(18) ?
N2 C10 H10A . . 121.3 ?
C9 C10 H10A . . 121.3 ?
C7 C11 C12 . . 115.61(16) ?
C7 C11 N2 . . 125.97(16) ?
C12 C11 N2 . . 118.41(14) ?
N1 C12 C11 . . 111.90(15) ?
N1 C12 C4 . . 126.35(15) ?
C11 C12 C4 . . 121.74(15) ?
C14 C13 P1 . . 114.55(11) ?
C14 C13 H13A . . 108.6 ?
P1 C13 H13A . . 108.6 ?
C14 C13 H13B . . 108.6 ?
P1 C13 H13B . . 108.6 ?
H13A C13 H13B . . 107.6 ?
O4 C14 O2 . . 123.78(16) ?
O4 C14 C13 . . 115.47(16) ?
O2 C14 C13 . . 120.74(15) ?
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 O5 2_667 1.8340(13) y
Cu1 N2 . 1.9578(14) y
Cu1 O1 . 1.9842(15) y
Cu1 N1 . 2.0757(18) y
Cu1 O2 . 2.2774(14) y
P1 O3 . 1.4816(13) y
P1 O5 . 1.5039(14) y
P1 O1 . 1.6024(15) y
P1 C13 . 1.8019(19) y
N1 C1 . 1.281(2) ?
N1 C12 . 1.333(2) ?
N2 C10 . 1.292(2) ?
N2 C11 . 1.407(2) ?
O2 C14 . 1.307(2) ?
O3 H3A . 0.8200 ?
O4 C14 . 1.272(2) ?
O5 Cu1 2_667 1.8340(13) ?
O6 H6B . 0.85(2) ?
O6 H6 . 0.82(2) ?
C1 C2 . 1.455(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.350(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.360(3) ?
C3 H3B . 0.9300 ?
C4 C5 . 1.405(2) ?
C4 C12 . 1.454(2) ?
C5 C6 . 1.312(3) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.491(3) ?
C6 H6A . 0.9300 ?
C7 C11 . 1.369(2) ?
C7 C8 . 1.375(3) ?
C8 C9 . 1.421(3) ?
C8 H8A . 0.9300 ?
C9 C10 . 1.360(3) ?
C9 H9A . 0.9300 ?
C10 H10A . 0.9300 ?
C11 C12 . 1.392(2) ?
C13 C14 . 1.519(2) ?
C13 H13A . 0.9700 ?
C13 H13B . 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
O6 H6B O1 1_555 0.84(3) 2.11(3) 2.937(2) 167(3)
O6 H6 O2 1_655 0.82(3) 2.22(3) 3.026(2) 168.23(3)
O3 H3A O4 2_677 0.82 1.80 2.599(2) 166.78(2)
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
_geom_torsion_publ_flag
O4 C14 C13 P1 -112.56(15) y
O2 C14 C13 P1 67.3(2) y
O5 P1 C13 C14 -175.06(13) y
O1 P1 C13 C14 -48.74(15) y
O3 P1 C13 C14 70.19(14) y
