#------------------------------------------------------------------------------ #$Date: 2013-08-29 16:37:19 +0100 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/21/2202159.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_2202159 loop_ _publ_author_name 'Lemoine, Pascale' 'Viossat, Bernard' 'Daran, Jean-Claude' _publ_section_title ; Aquadichloro(2,9-dimethyl-1,10-phenanthroline-\k^2^N,N')copper(II) ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m17 _journal_page_last m19 _journal_volume 59 _journal_year 2003 _chemical_formula_iupac '[Cu Cl2 (C14 H12 N2) (H2O)]' _chemical_formula_moiety 'C14 H14 Cl2 Cu1 N2 O1' _chemical_formula_sum 'C14 H14 Cl2 Cu N2 O' _chemical_formula_weight 360.71 _chemical_name_systematic ; Aquadichloro(2,9-dimethyl-1,10-phenanthroline-\k^2^N,N')copper(II) ; _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 105.380(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 9.4620(10) _cell_length_b 8.0930(10) _cell_length_c 9.8230(10) _cell_measurement_reflns_used 5681 _cell_measurement_temperature 180(2) _cell_measurement_theta_max 26.05 _cell_measurement_theta_min 2.15 _cell_volume 725.27(14) _computing_cell_refinement 'IPDS Manual' _computing_data_collection 'IPDS Manual (Stoe & Cie, 1996)' _computing_data_reduction 'XRED (Stoe & Cie, 1996)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _computing_publication_material 'WinGX (Version 1.63.02; Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_ambient_temperature 180(2) _diffrn_measured_fraction_theta_full 0.917 _diffrn_measured_fraction_theta_max 0.917 _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _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 0.0177 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 5663 _diffrn_reflns_theta_full 26.07 _diffrn_reflns_theta_max 26.07 _diffrn_reflns_theta_min 2.15 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.869 _exptl_absorpt_correction_T_max 0.5686 _exptl_absorpt_correction_T_min 0.5109 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_meas 1.63(2) _exptl_crystal_density_method 'flotation in CCl~4~/C~2~H~4~Br~2~' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 366 _exptl_crystal_size_max 0.300 _exptl_crystal_size_mid 0.250 _exptl_crystal_size_min 0.200 _refine_diff_density_max 0.271 _refine_diff_density_min -0.212 _refine_ls_abs_structure_details 'Flack (1983), 0000 Friedel pairs [Please provide]' _refine_ls_abs_structure_Flack 0.538(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 225 _refine_ls_number_reflns 2499 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.048 _refine_ls_R_factor_all 0.0181 _refine_ls_R_factor_gt 0.0170 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0354P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.0459 _reflns_number_gt 2425 _reflns_number_total 2499 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file su6007.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21' _[local]_cod_chemical_formula_sum_orig 'C14 H14 Cl2 Cu1 N2 O1' _cod_original_cell_volume 725.30(10) _cod_database_code 2202159 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -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_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cu1 0.15881(2) 0.220674(18) 0.19145(2) 0.01179(7) Uani d . 1 . . Cu Cl1 0.05817(6) -0.02625(6) 0.23519(5) 0.01767(12) Uani d . 1 . . Cl Cl2 0.18241(6) 0.50374(6) 0.19125(5) 0.01946(12) Uani d . 1 . . Cl OW1 -0.00771(18) 0.2446(2) 0.02469(15) 0.0195(3) Uani d . 1 . . O N1 0.31411(17) 0.2231(2) 0.37350(15) 0.0128(3) Uani d . 1 . . N C2 0.2898(3) 0.2593(2) 0.4977(2) 0.0158(4) Uani d . 1 . . C C3 0.4097(3) 0.2829(3) 0.6175(2) 0.0189(5) Uani d . 1 . . C C4 0.5498(3) 0.2745(3) 0.6073(2) 0.0195(5) Uani d . 1 . . C C5 0.7203(2) 0.2218(3) 0.4567(2) 0.0235(4) Uani d . 1 . . C C6 0.7400(3) 0.1813(3) 0.3303(3) 0.0234(5) Uani d . 1 . . C C7 0.6322(3) 0.1035(3) 0.0778(3) 0.0237(5) Uani d . 1 . . C C8 0.5093(3) 0.0765(3) -0.0298(3) 0.0220(5) Uani d . 1 . . C C9 0.3682(3) 0.0996(3) -0.0091(2) 0.0174(4) Uani d . 1 . . C N10 0.3519(2) 0.1454(2) 0.11619(18) 0.0138(4) Uani d . 1 . . N C11 0.4741(3) 0.1697(2) 0.2252(2) 0.0145(4) Uani d . 1 . . C C12 0.6164(3) 0.1528(3) 0.2105(2) 0.0181(5) Uani d . 1 . . C C13 0.5768(2) 0.2363(3) 0.47618(19) 0.0176(4) Uani d . 1 . . C C14 0.4533(2) 0.2103(3) 0.36087(18) 0.0136(4) Uani d . 1 . . C C15 0.1362(3) 0.2746(3) 0.5066(2) 0.0222(5) Uani d . 1 . . C C16 0.2336(3) 0.0715(3) -0.1262(2) 0.0244(5) Uani d . 1 . . C HW1 -0.013(4) 0.320(4) -0.024(4) 0.037(2) Uiso d . 1 . . H HW2 -0.037(4) 0.171(4) -0.020(4) 0.037(2) Uiso d . 1 . . H H3 0.388(4) 0.311(4) 0.709(3) 0.037(2) Uiso d . 1 . . H H4 0.629(4) 0.291(4) 0.686(3) 0.037(2) Uiso d . 1 . . H H5 0.784(4) 0.249(4) 0.522(3) 0.037(2) Uiso d . 1 . . H H6 0.824(4) 0.173(4) 0.318(3) 0.037(2) Uiso d . 1 . . H H7 0.730(5) 0.094(4) 0.068(4) 0.037(2) Uiso d . 1 . . H H8 0.514(4) 0.037(4) -0.117(4) 0.037(2) Uiso d . 1 . . H H151 0.132(4) 0.314(4) 0.592(3) 0.037(2) Uiso d . 1 . . H H152 0.095(4) 0.180(5) 0.497(3) 0.037(2) Uiso d . 1 . . H H153 0.091(4) 0.344(4) 0.433(3) 0.037(2) Uiso d . 1 . . H H161 0.163(4) -0.012(4) -0.105(3) 0.037(2) Uiso d . 1 . . H H162 0.253(4) 0.027(4) -0.212(3) 0.037(2) Uiso d . 1 . . H H163 0.185(4) 0.175(4) -0.148(3) 0.037(2) Uiso d . 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.01057(13) 0.01366(12) 0.00996(11) 0.00022(10) 0.00064(7) 0.00025(9) Cl1 0.0217(3) 0.0154(2) 0.0154(2) -0.00353(19) 0.00407(18) 0.00025(18) Cl2 0.0223(3) 0.0131(2) 0.0182(2) -0.00076(19) -0.00300(19) 0.00130(17) OW1 0.0217(9) 0.0156(8) 0.0159(7) -0.0035(7) -0.0041(6) 0.0015(6) N1 0.0128(9) 0.0128(7) 0.0124(7) -0.0003(8) 0.0025(5) 0.0011(7) C2 0.0192(13) 0.0136(10) 0.0145(9) 0.0006(7) 0.0046(8) -0.0014(7) C3 0.0221(15) 0.0192(10) 0.0143(10) 0.0018(9) 0.0031(9) -0.0006(8) C4 0.0189(14) 0.0192(10) 0.0156(10) 0.0021(8) -0.0037(8) -0.0013(7) C5 0.0110(11) 0.0289(11) 0.0255(10) -0.0010(11) -0.0041(7) -0.0015(11) C6 0.0110(13) 0.0279(13) 0.0308(12) 0.0031(8) 0.0046(9) 0.0026(9) C7 0.0197(15) 0.0286(11) 0.0267(12) 0.0040(9) 0.0131(10) 0.0013(9) C8 0.0234(15) 0.0258(13) 0.0208(12) 0.0028(9) 0.0128(9) -0.0007(8) C9 0.0192(13) 0.0183(9) 0.0156(10) -0.0007(8) 0.0064(8) 0.0005(8) N10 0.0113(11) 0.0158(8) 0.0151(8) 0.0006(6) 0.0047(7) 0.0010(6) C11 0.0136(12) 0.0124(9) 0.0168(9) -0.0005(7) 0.0028(8) 0.0009(7) C12 0.0134(13) 0.0208(10) 0.0210(11) 0.0011(8) 0.0062(8) 0.0021(8) C13 0.0172(12) 0.0147(9) 0.0188(9) 0.0015(9) 0.0010(7) 0.0025(9) C14 0.0125(10) 0.0113(8) 0.0162(8) 0.0009(9) 0.0024(7) 0.0018(8) C15 0.0168(14) 0.0328(13) 0.0173(10) 0.0003(9) 0.0051(9) -0.0048(9) C16 0.0236(16) 0.0352(14) 0.0147(11) -0.0021(10) 0.0055(9) -0.0055(8) 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 OW1 . 1.9582(15) yes Cu1 N1 . 1.9911(15) yes Cu1 N10 . 2.230(2) yes Cu1 Cl2 . 2.3017(5) yes Cu1 Cl1 . 2.3026(6) yes N1 C2 . 1.333(3) no N1 C14 . 1.359(3) no C2 C3 . 1.415(3) no C2 C15 . 1.484(4) no C3 C4 . 1.357(4) no C4 C13 . 1.412(3) no C5 C6 . 1.344(3) no C5 C13 . 1.425(3) no C6 C12 . 1.441(3) no C7 C8 . 1.365(4) no C7 C12 . 1.409(3) no C8 C9 . 1.415(4) no C9 N10 . 1.332(3) no C9 C16 . 1.490(4) no N10 C11 . 1.366(3) no C11 C12 . 1.398(4) no C11 C14 . 1.436(3) no C13 C14 . 1.411(3) no 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' Cl Cl 0.1484 0.1585 '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_publ_flag OW1 Cu1 N1 171.44(7) yes OW1 Cu1 N10 107.34(7) yes N1 Cu1 N10 79.98(7) yes OW1 Cu1 Cl2 87.57(5) yes N1 Cu1 Cl2 86.68(6) yes N10 Cu1 Cl2 100.57(5) yes OW1 Cu1 Cl1 87.77(6) yes N1 Cu1 Cl1 94.84(5) yes N10 Cu1 Cl1 103.92(5) yes Cl2 Cu1 Cl1 155.36(2) yes C2 N1 C14 120.47(17) no C2 N1 Cu1 123.98(15) yes C14 N1 Cu1 114.81(11) yes N1 C2 C3 119.7(2) no N1 C2 C15 118.81(19) no C3 C2 C15 121.45(19) no C4 C3 C2 121.0(2) no C3 C4 C13 119.7(2) no C6 C5 C13 121.0(2) no C5 C6 C12 120.8(3) no C8 C7 C12 118.9(2) no C7 C8 C9 120.7(2) no N10 C9 C8 120.9(2) no N10 C9 C16 118.1(2) no C8 C9 C16 121.0(2) no C9 N10 C11 118.9(2) no C9 N10 Cu1 133.46(16) yes C11 N10 Cu1 107.36(14) yes N10 C11 C12 122.9(2) no N10 C11 C14 117.7(2) no C12 C11 C14 119.40(19) no C11 C12 C7 117.7(2) no C11 C12 C6 119.7(2) no C7 C12 C6 122.6(3) no C14 C13 C4 117.0(2) no C14 C13 C5 119.70(18) no C4 C13 C5 123.34(19) no N1 C14 C13 122.11(17) no N1 C14 C11 118.49(17) no C13 C14 C11 119.4(2) no 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 OW1 HW1 Cl1 2 0.77(4) 2.36(4) 3.0882(17) 159(3) OW1 HW2 Cl2 2_545 0.75(4) 2.31(4) 3.0286(17) 162(3) _cod_database_fobs_code 2202159