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#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/18/8101838.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8101838
loop_
_publ_author_name
'Pan, J.-G.'
'Lin, J.-L.'
'Zheng, Y.-Q.'
_publ_section_title
;
Crystal structure of aqua-(2,9-dimethyl-1,10-phenanthroline-N,N')-
diformato-copper(II), Cu(C₁₄H₁₂N₂)(H₂O)(HCOO)₂
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              495
_journal_page_last               496
_journal_volume                  220
_journal_year                    2005
_chemical_formula_sum            'C16 H16 Cu N2 O5'
_chemical_formula_weight         379.85
_chemical_name_systematic
; 
 aqua-(2,9-dimethyl-1,10-phenanthroline-N,N')diformato-copper(II)
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6800(15)
_cell_length_b                   14.873(3)
_cell_length_c                   14.011(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      5.0
_cell_volume                     1600.4(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       theta/2theta
_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  0.0438
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            2524
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.00
_diffrn_standards_decay_%        no
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.394
_exptl_absorpt_correction_T_max  0.355
_exptl_absorpt_correction_T_min  0.269
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate-like
_exptl_crystal_F_000             780
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.333
_exptl_crystal_size_min          0.178
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.086
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(2)
_refine_ls_extinction_coef       0.0086(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         2055
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0399
_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)+(0.0703P)²+0.1438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.1024
_reflns_number_gt                1809
_reflns_number_total             2055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1612.cff
_cod_data_source_block           Cu(C14H12N2)(H2O)(HCOO)2
_cod_original_sg_symbol_H-M      Pna2(1)
_cod_database_code               8101838
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'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.30612(5) 0.44434(3) 0.50256(2) 0.02342(16) Uani 1 4 a d . . .
N1 N 0.1934(5) 0.5557(2) 0.4132(3) 0.0260(8) Uani 1 4 a d . . .
C1 C 0.1353(7) 0.5574(3) 0.3237(4) 0.0344(10) Uani 1 4 a d . . .
C2 C 0.0953(9) 0.6389(4) 0.2785(4) 0.0511(15) Uani 1 4 a d . . .
H2 H 0.0554 0.6387 0.2158 0.061 Uiso 1 4 a calc R . .
C3 C 0.1142(10) 0.7176(4) 0.3251(5) 0.0550(16) Uani 1 4 a d . . .
H3 H 0.0878 0.7713 0.2942 0.066 Uiso 1 4 a calc R . .
C4 C 0.1736(7) 0.7190(3) 0.4199(4) 0.0406(12) Uani 1 4 a d . . .
C5 C 0.1947(9) 0.7994(4) 0.4753(5) 0.0526(18) Uani 1 4 a d . . .
H5 H 0.1716 0.8551 0.4480 0.063 Uiso 1 4 a calc R . .
C6 C 0.2477(10) 0.7943(4) 0.5665(5) 0.0503(15) Uani 1 4 a d . . .
H6 H 0.2617 0.8470 0.6014 0.060 Uiso 1 4 a calc R . .
C7 C 0.2829(8) 0.7104(3) 0.6109(4) 0.0402(12) Uani 1 4 a d . . .
C8 C 0.3371(9) 0.7029(4) 0.7070(4) 0.0521(15) Uani 1 4 a d . . .
H8 H 0.3501 0.7542 0.7443 0.063 Uiso 1 4 a calc R . .
C9 C 0.3699(8) 0.6207(4) 0.7444(4) 0.0464(12) Uani 1 4 a d . . .
H9 H 0.4016 0.6153 0.8082 0.056 Uiso 1 4 a calc R . .
C10 C 0.3562(8) 0.5434(3) 0.6873(4) 0.0335(10) Uani 1 4 a d . . .
N2 N 0.3076(5) 0.5493(2) 0.5964(3) 0.0267(8) Uani 1 4 a d . . .
C11 C 0.2698(7) 0.6320(3) 0.5585(4) 0.0301(11) Uani 1 4 a d . . .
C12 C 0.2132(6) 0.6340(3) 0.4605(4) 0.0283(10) Uani 1 4 a d . . .
C13 C 0.1095(9) 0.4701(4) 0.2749(4) 0.0500(14) Uani 1 4 a d . . .
H13A H 0.1452 0.4222 0.3164 0.075 Uiso 1 4 a calc R . .
H13B H 0.1779 0.4686 0.2176 0.075 Uiso 1 4 a calc R . .
H13C H -0.0113 0.4629 0.2591 0.075 Uiso 1 4 a calc R . .
C14 C 0.3936(9) 0.4529(4) 0.7270(4) 0.0472(13) Uani 1 4 a d . . .
H14A H 0.3773 0.4084 0.6782 0.071 Uiso 1 4 a calc R . .
H14B H 0.3161 0.4409 0.7792 0.071 Uiso 1 4 a calc R . .
H14C H 0.5118 0.4509 0.7493 0.071 Uiso 1 4 a calc R . .
O1 O 0.5418(4) 0.4805(2) 0.4654(3) 0.0365(7) Uani 1 4 a d . . .
C15 C 0.6811(5) 0.4557(3) 0.5042(8) 0.0400(10) Uani 1 4 a d . . .
H15 H 0.6742 0.4145 0.5540 0.048 Uiso 1 4 a calc R . .
O2 O 0.8245(4) 0.4822(3) 0.4806(5) 0.070(2) Uani 1 4 a d . . .
O3 O 0.3162(4) 0.3373(2) 0.4220(3) 0.0373(8) Uani 1 4 a d . . .
C16 C 0.3952(7) 0.2707(3) 0.4582(5) 0.0398(13) Uani 1 4 a d . . .
H16A H 0.4034 0.2195 0.4204 0.048 Uiso 1 4 a calc R . .
O4 O 0.4614(6) 0.2664(3) 0.5371(4) 0.0521(11) Uani 1 4 a d . . .
O5 O 0.0873(4) 0.4009(2) 0.5608(3) 0.0327(7) Uani 1 4 a d . . .
H5A H 0.015(7) 0.424(4) 0.537(5) 0.039(18) Uiso 1 4 a d . . .
H5B H 0.062(7) 0.347(4) 0.550(4) 0.039(14) Uiso 1 4 a d . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu O1 91.91(15) . . ?
O3 Cu O5 90.36(14) . . ?
O1 Cu O5 170.09(16) . . ?
O3 Cu N2 174.58(16) . . ?
O1 Cu N2 87.48(16) . . ?
O5 Cu N2 89.35(15) . . ?
O3 Cu N1 107.08(15) . . ?
O1 Cu N1 90.33(14) . . ?
O5 Cu N1 98.22(15) . . ?
N2 Cu N1 78.32(15) . . ?
C1 N1 C12 119.0(4) . . ?
C1 N1 Cu 131.8(3) . . ?
C12 N1 Cu 108.6(3) . . ?
N1 C1 C2 121.0(4) . . ?
N1 C1 C13 117.6(4) . . ?
C2 C1 C13 121.4(5) . . ?
C3 C2 C1 120.6(5) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 120.4(5) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C12 115.8(5) . . ?
C3 C4 C5 124.1(5) . . ?
C12 C4 C5 120.1(5) . . ?
C6 C5 C4 120.2(6) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 121.6(6) . . ?
C5 C6 H6 119.2 . . ?
C7 C6 H6 119.2 . . ?
C11 C7 C8 117.5(5) . . ?
C11 C7 C6 119.7(5) . . ?
C8 C7 C6 122.8(5) . . ?
C9 C8 C7 119.6(5) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.3(5) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
N2 C10 C9 120.8(5) . . ?
N2 C10 C14 118.3(4) . . ?
C9 C10 C14 120.9(5) . . ?
C10 N2 C11 119.3(4) . . ?
C10 N2 Cu 124.6(3) . . ?
C11 N2 Cu 115.8(4) . . ?
N2 C11 C7 122.4(5) . . ?
N2 C11 C12 116.8(5) . . ?
C7 C11 C12 120.7(5) . . ?
N1 C12 C4 123.2(5) . . ?
N1 C12 C11 119.0(5) . . ?
C4 C12 C11 117.7(5) . . ?
C1 C13 H13A 109.5 . . ?
C1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 O1 Cu 126.3(4) . . ?
O2 C15 O1 124.0(8) . . ?
O2 C15 H15 118.0 . . ?
O1 C15 H15 118.0 . . ?
C16 O3 Cu 115.1(4) . . ?
O4 C16 O3 127.2(6) . . ?
O4 C16 H16A 116.4 . . ?
O3 C16 H16A 116.4 . . ?
Cu O5 H5A 108(5) . . ?
Cu O5 H5B 116(4) . . ?
H5A O5 H5B 101(6) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O3 1.953(3) . ?
Cu O1 1.958(3) . ?
Cu O5 1.976(3) . ?
Cu N2 2.041(4) . ?
Cu N1 2.250(4) . ?
N1 C1 1.331(6) . ?
N1 C12 1.348(6) . ?
C1 C2 1.402(7) . ?
C1 C13 1.480(7) . ?
C2 C3 1.348(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.405(9) . ?
C3 H3 0.9300 . ?
C4 C12 1.419(7) . ?
C4 C5 1.434(8) . ?
C5 C6 1.343(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.421(8) . ?
C6 H6 0.9300 . ?
C7 C11 1.380(7) . ?
C7 C8 1.413(8) . ?
C8 C9 1.355(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.405(7) . ?
C9 H9 0.9300 . ?
C10 N2 1.330(7) . ?
C10 C14 1.484(7) . ?
N2 C11 1.371(6) . ?
C11 C12 1.442(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
O1 C15 1.256(7) . ?
C15 O2 1.216(6) . ?
C15 H15 0.9300 . ?
O3 C16 1.268(7) . ?
C16 O4 1.219(7) . ?
C16 H16A 0.9300 . ?
O5 H5A 0.73(6) . ?
O5 H5B 0.83(6) . ?
