#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/97/2209745.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_2209745
loop_
_publ_author_name
'Hu, Xi-Lan'
'Xu, Xing-You'
'Wang, Da-Qi'
'Xu, Tong-Tao'
_publ_section_title
;
 trans-Diaquabis(5,5-diphenylhydantoinato-κN³)copper(II)
;
_journal_coeditor_code           BH2031
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1922
_journal_page_last               m1923
_journal_paper_doi               10.1107/S1600536806027735
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu (C15 H11 N2 O2)2 (H2 O)2]'
_chemical_formula_moiety         'C30 H26 Cu N4 O6'
_chemical_formula_sum            'C30 H26 Cu N4 O6'
_chemical_formula_weight         602.09
_chemical_melting_point          508
_chemical_name_systematic
;
trans-Diaquabis(5,5-diphenylhydantoinato-\kN³)copper(II)
;
_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_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                 107.411(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   31.341(7)
_cell_length_b                   8.5690(19)
_cell_length_c                   11.287(3)
_cell_measurement_reflns_used    1879
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.473
_cell_volume                     2892.4(12)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_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      298(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0450
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7319
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.47
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.804
_exptl_absorpt_correction_T_max  0.9609
_exptl_absorpt_correction_T_min  0.7773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            violet-red
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.435
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2544
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.078P)²+1.2445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1221
_refine_ls_wR_factor_ref         0.1362
_reflns_number_gt                1861
_reflns_number_total             2544
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2031.cif
_cod_data_source_block           I
_cod_original_cell_volume        2892.4(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2209745
_cod_database_fobs_code          2209745
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Cu Cu1 0.5000 0.46965(7) 0.2500 0.0375(2) Uani d S 1
N N1 0.55046(9) 0.4708(3) 0.4070(2) 0.0356(7) Uani d . 1
N N2 0.58208(11) 0.4430(3) 0.6118(3) 0.0456(8) Uani d . 1
H H2 0.5861 0.4110 0.6866 0.055 Uiso calc R 1
O O1 0.59771(8) 0.6536(3) 0.3655(2) 0.0443(6) Uani d . 1
O O2 0.52087(9) 0.2945(3) 0.5163(2) 0.0481(6) Uani d . 1
O O3 0.5000 0.2384(5) 0.2500 0.0910(16) Uani d S 1
H H16 0.5067 0.1813 0.1967 0.109 Uiso d R 1
O O4 0.5000 0.7038(5) 0.2500 0.0642(11) Uani d S 1
H H17 0.5101 0.7589 0.2019 0.077 Uiso d R 1
C C2 0.58579(11) 0.5679(4) 0.4374(3) 0.0364(8) Uani d . 1
C C1 0.54839(12) 0.3941(4) 0.5131(3) 0.0352(8) Uani d . 1
C C3 0.61070(11) 0.5556(4) 0.5770(3) 0.0364(8) Uani d . 1
C C4 0.65814(14) 0.4952(5) 0.5956(4) 0.0511(10) Uani d . 1
C C5 0.67226(18) 0.3547(6) 0.6537(5) 0.0823(15) Uani d . 1
H H5 0.6530 0.2953 0.6839 0.099 Uiso calc R 1
C C6 0.7151(3) 0.3024(10) 0.6668(7) 0.132(3) Uani d . 1
H H6 0.7248 0.2082 0.7068 0.158 Uiso calc R 1
C C7 0.7430(2) 0.3872(13) 0.6220(9) 0.137(4) Uani d . 1
H H7 0.7715 0.3499 0.6298 0.164 Uiso calc R 1
C C8 0.7299(2) 0.5263(10) 0.5656(7) 0.118(2) Uani d . 1
H H8 0.7493 0.5846 0.5351 0.141 Uiso calc R 1
C C9 0.68751(16) 0.5800(7) 0.5540(5) 0.0814(15) Uani d . 1
H H9 0.6787 0.6765 0.5169 0.098 Uiso calc R 1
C C10 0.61117(11) 0.7095(4) 0.6463(3) 0.0369(8) Uani d . 1
C C11 0.63263(14) 0.7135(5) 0.7718(3) 0.0509(10) Uani d . 1
H H11 0.6476 0.6251 0.8109 0.061 Uiso calc R 1
C C12 0.63232(15) 0.8469(5) 0.8412(4) 0.0622(12) Uani d . 1
H H12 0.6465 0.8465 0.9263 0.075 Uiso calc R 1
C C13 0.61159(17) 0.9770(5) 0.7856(5) 0.0694(13) Uani d . 1
H H13 0.6120 1.0673 0.8318 0.083 Uiso calc R 1
C C14 0.58988(19) 0.9755(5) 0.6610(5) 0.0760(15) Uani d . 1
H H14 0.5753 1.0648 0.6226 0.091 Uiso calc R 1
C C15 0.58951(15) 0.8422(4) 0.5916(4) 0.0580(11) Uani d . 1
H H15 0.5744 0.8425 0.5071 0.070 Uiso calc R 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
_geom_angle_publ_flag
N1 Cu1 O3 . 90.28(8) yes
N1 Cu1 O4 . 89.72(8) yes
N1 Cu1 N1 2_655 179.44(16) yes
O3 Cu1 O4 . 180.0000(10) yes
N1 Cu1 O3 2_655 90.28(8) no
N1 Cu1 O4 2_655 89.72(8) no
C2 N1 Cu1 . 127.2(2) no
C1 N1 Cu1 . 122.5(2) no
C2 N1 C1 . 108.7(3) ?
C1 N2 C3 . 112.1(3) ?
C1 N2 H2 . 123.9 ?
C3 N2 H2 . 123.9 ?
Cu1 O3 H16 . 125.2 ?
Cu1 O4 H17 . 123.8 ?
O1 C2 N1 . 126.1(3) ?
O1 C2 C3 . 123.7(3) ?
N1 C2 C3 . 110.2(3) ?
O2 C1 N2 . 125.2(3) ?
O2 C1 N1 . 125.0(3) ?
N2 C1 N1 . 109.8(3) ?
N2 C3 C4 . 113.1(3) ?
N2 C3 C10 . 110.3(3) ?
C4 C3 C10 . 111.2(3) ?
N2 C3 C2 . 99.1(3) ?
C4 C3 C2 . 109.8(3) ?
C10 C3 C2 . 112.9(3) ?
C9 C4 C5 . 118.4(4) ?
C9 C4 C3 . 120.1(4) ?
C5 C4 C3 . 121.5(4) ?
C4 C5 C6 . 119.9(6) ?
C4 C5 H5 . 120.1 ?
C6 C5 H5 . 120.1 ?
C7 C6 C5 . 120.2(7) ?
C7 C6 H6 . 119.9 ?
C5 C6 H6 . 119.9 ?
C6 C7 C8 . 120.8(7) ?
C6 C7 H7 . 119.6 ?
C8 C7 H7 . 119.6 ?
C7 C8 C9 . 119.2(7) ?
C7 C8 H8 . 120.4 ?
C9 C8 H8 . 120.4 ?
C4 C9 C8 . 121.4(6) ?
C4 C9 H9 . 119.3 ?
C8 C9 H9 . 119.3 ?
C15 C10 C11 . 117.8(3) ?
C15 C10 C3 . 123.8(3) ?
C11 C10 C3 . 118.4(3) ?
C10 C11 C12 . 121.2(4) ?
C10 C11 H11 . 119.4 ?
C12 C11 H11 . 119.4 ?
C13 C12 C11 . 120.2(4) ?
C13 C12 H12 . 119.9 ?
C11 C12 H12 . 119.9 ?
C12 C13 C14 . 119.6(4) ?
C12 C13 H13 . 120.2 ?
C14 C13 H13 . 120.2 ?
C13 C14 C15 . 120.5(4) ?
C13 C14 H14 . 119.8 ?
C15 C14 H14 . 119.8 ?
C10 C15 C14 . 120.7(4) ?
C10 C15 H15 . 119.7 ?
C14 C15 H15 . 119.7 ?
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 . 1.991(3) y
Cu1 N1 2_655 1.991(3) no
Cu1 O3 . 1.982(5) y
Cu1 O4 . 2.006(4) y
N1 C2 . 1.345(4) ?
N1 C1 . 1.384(4) ?
N2 C1 . 1.352(4) ?
N2 C3 . 1.450(4) ?
N2 H2 . 0.8600 ?
O1 C2 . 1.232(4) ?
O2 C1 . 1.221(4) ?
O3 H16 . 0.8498 ?
O4 H17 . 0.8497 ?
C2 C3 . 1.539(4) ?
C3 C4 . 1.528(5) ?
C3 C10 . 1.531(5) ?
C4 C9 . 1.363(7) ?
C4 C5 . 1.378(6) ?
C5 C6 . 1.382(8) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.345(11) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.356(11) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.374(8) ?
C8 H8 . 0.9300 ?
C9 H9 . 0.9300 ?
C10 C15 . 1.373(5) ?
C10 C11 . 1.374(5) ?
C11 C12 . 1.388(5) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.347(6) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.367(7) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.383(6) ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
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
N2 H2 O1 6_566 0.86 2.02 2.878(4) 176.7 yes
O3 H16 O2 2_655 0.85 2.49 2.918(3) 111.7 yes
O4 H17 O2 6_565 0.85 2.27 2.902(2) 131.7 yes
