#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/22/8102234.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_8102234
loop_
_publ_author_name
'Qin, Jian-Hua'
'Kou, Yu-Peng'
'Zhang, Gui-Ying'
_publ_contact_author
;
   J. H. Qin     
;
_publ_section_title
;
Crystal structure of (2,2'-dipyridylamine)(carbonato)copper(II) trihydrate, 
Cu(CO₃)(C₁₀H₉N₃) · 3H₂O
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              449
_journal_page_last               450
_journal_volume                  222
_journal_year                    2007
_chemical_formula_structural     'Cu(CO3)(C10H9N3) &#x00B7; 3H~2~O'
_chemical_formula_sum            'C11 H15 Cu N3 O6'
_chemical_formula_weight         348.80
_chemical_name_systematic
; 
(2,2'-dipyridylamine)(carbonato)copper(II) trihydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 101.1060(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.2453(11)
_cell_length_b                   7.1554(7)
_cell_length_c                   17.3387(16)
_cell_measurement_temperature    273(2)
_cell_volume                     1369.0(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       phi/omega
_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  0.0270
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7748
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.627
_exptl_absorpt_correction_T_max  0.7474
_exptl_absorpt_correction_T_min  0.6586
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3056
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0300
_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)+(0.0449P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0797
_reflns_number_gt                2260
_reflns_number_total             3056
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-2176.cff
_cod_data_source_block           global
_cod_depositor_comments
;
The following automatic conversions were performed:
'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to 'constr'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_sg_symbol_H-M      P12(1)/c1
_cod_database_code               8102234
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cu1 Cu 0.96874(2) 0.68095(4) 0.128521(14) 0.02761(10) Uani 1 4 e d . . .
O1 O 0.87304(13) 0.5971(2) 0.20647(9) 0.0361(4) Uani 1 4 e d . . .
O2 O 1.06480(14) 0.5457(3) 0.21986(9) 0.0408(4) Uani 1 4 e d . . .
O3 O 0.97156(15) 0.4679(2) 0.31889(9) 0.0349(4) Uani 1 4 e d . . .
O4 O 0.69171(17) 0.0455(3) 0.20438(11) 0.0627(6) Uani 1 4 e d . . .
H4WA H 0.6706 0.1561 0.2068 0.094 Uiso 1 4 e d R . .
H4WB H 0.7650 0.0321 0.2228 0.094 Uiso 1 4 e d R . .
O5 O 0.65236(18) 0.4323(3) 0.21899(13) 0.0682(6) Uani 1 4 e d . . .
H5WA H 0.6066 0.5232 0.2073 0.102 Uiso 1 4 e d R . .
H5WB H 0.7237 0.4605 0.2183 0.102 Uiso 1 4 e d R . .
O6 O 0.52628(19) 0.7632(3) 0.19878(14) 0.0744(7) Uani 1 4 e d . . .
H6WA H 0.5789 0.8459 0.2034 0.112 Uiso 1 4 e d R . .
H6WB H 0.4675 0.7968 0.2179 0.112 Uiso 1 4 e d R . .
N1 N 0.83443(16) 0.7603(3) 0.04449(10) 0.0280(4) Uani 1 4 e d . . .
N2 N 1.08875(16) 0.6869(2) 0.05906(10) 0.0273(4) Uani 1 4 e d . . .
N3 N 0.95466(17) 0.8088(3) -0.05174(10) 0.0326(4) Uani 1 4 e d . . .
H3 H 0.9528 0.8558 -0.0976 0.039 Uiso 1 4 e calc R . .
C1 C 0.9699(2) 0.5332(3) 0.25128(12) 0.0278(5) Uani 1 4 e d . . .
C2 C 0.7217(2) 0.7661(3) 0.06218(14) 0.0339(5) Uani 1 4 e d . . .
H2 H 0.7135 0.7341 0.1129 0.041 Uiso 1 4 e calc R . .
C3 C 0.6208(2) 0.8160(4) 0.00992(15) 0.0427(6) Uani 1 4 e d . . .
H3A H 0.5455 0.8172 0.0246 0.051 Uiso 1 4 e calc R . .
C4 C 0.6316(2) 0.8651(4) -0.06572(15) 0.0436(6) Uani 1 4 e d . . .
H4 H 0.5637 0.9001 -0.1025 0.052 Uiso 1 4 e calc R . .
C5 C 0.7434(2) 0.8615(4) -0.08550(14) 0.0398(6) Uani 1 4 e d . . .
H5 H 0.7524 0.8937 -0.1360 0.048 Uiso 1 4 e calc R . .
C6 C 0.8442(2) 0.8092(3) -0.02932(12) 0.0282(5) Uani 1 4 e d . . .
C7 C 1.0676(2) 0.7485(3) -0.01580(13) 0.0279(5) Uani 1 4 e d . . .
C8 C 1.1594(2) 0.7546(3) -0.05994(14) 0.0352(5) Uani 1 4 e d . . .
H8 H 1.1425 0.7968 -0.1116 0.042 Uiso 1 4 e calc R . .
C9 C 1.2732(2) 0.6985(3) -0.02699(15) 0.0393(6) Uani 1 4 e d . . .
H9 H 1.3348 0.7021 -0.0558 0.047 Uiso 1 4 e calc R . .
C10 C 1.2968(2) 0.6351(3) 0.05100(15) 0.0380(6) Uani 1 4 e d . . .
H10 H 1.3741 0.5968 0.0750 0.046 Uiso 1 4 e calc R . .
C11 C 1.2039(2) 0.6312(3) 0.09040(14) 0.0353(5) Uani 1 4 e d . . .
H11 H 1.2196 0.5879 0.1419 0.042 Uiso 1 4 e calc R . .
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
N1 Cu1 N2 93.41(7) . . ?
N1 Cu1 O1 98.77(7) . . ?
N2 Cu1 O1 161.78(7) . . ?
N1 Cu1 O2 162.04(7) . . ?
N2 Cu1 O2 99.55(7) . . ?
O1 Cu1 O2 65.88(6) . . ?
N1 Cu1 O3 99.20(7) . 2_755 ?
N2 Cu1 O3 92.35(6) . 2_755 ?
O1 Cu1 O3 98.98(6) . 2_755 ?
O2 Cu1 O3 92.68(7) . 2_755 ?
C1 O1 Cu1 90.65(12) . . ?
C1 O2 Cu1 90.19(13) . . ?
C1 O3 Cu1 130.77(14) . 2_745 ?
H4WA O4 H4WB 111.3 . . ?
H5WA O5 H5WB 111.2 . . ?
H6WA O6 H6WB 111.3 . . ?
C6 N1 C2 117.07(19) . . ?
C6 N1 Cu1 125.75(15) . . ?
C2 N1 Cu1 117.19(15) . . ?
C7 N2 C11 117.18(19) . . ?
C7 N2 Cu1 125.45(15) . . ?
C11 N2 Cu1 117.31(15) . . ?
C6 N3 C7 132.97(18) . . ?
C6 N3 H3 113.5 . . ?
C7 N3 H3 113.5 . . ?
O3 C1 O2 123.6(2) . . ?
O3 C1 O1 123.35(19) . . ?
O2 C1 O1 113.03(19) . . ?
C3 C2 N1 123.6(2) . . ?
C3 C2 H2 118.2 . . ?
N1 C2 H2 118.2 . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 H3A 120.5 . . ?
C4 C3 H3A 120.5 . . ?
C5 C4 C3 119.1(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 119.5(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
N1 C6 N3 120.8(2) . . ?
N1 C6 C5 121.8(2) . . ?
N3 C6 C5 117.4(2) . . ?
N2 C7 N3 121.07(19) . . ?
N2 C7 C8 121.7(2) . . ?
N3 C7 C8 117.2(2) . . ?
C9 C8 C7 119.7(2) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 119.3(2) . . ?
C8 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C11 C10 C9 118.2(2) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C10 C11 N2 124.0(2) . . ?
C10 C11 H11 118.0 . . ?
N2 C11 H11 118.0 . . ?
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
Cu1 N1 1.9694(18) . ?
Cu1 N2 1.9749(18) . ?
Cu1 O1 1.9761(14) . ?
Cu1 O2 1.9882(15) . ?
Cu1 O3 2.2941(16) 2_755 ?
O1 C1 1.294(3) . ?
O2 C1 1.291(2) . ?
O3 C1 1.259(2) . ?
O3 Cu1 2.2941(16) 2_745 ?
O4 H4WA 0.8298 . ?
O4 H4WB 0.8297 . ?
O5 H5WA 0.8301 . ?
O5 H5WB 0.8300 . ?
O6 H6WA 0.8299 . ?
O6 H6WB 0.8298 . ?
N1 C6 1.352(3) . ?
N1 C2 1.361(3) . ?
N2 C7 1.348(3) . ?
N2 C11 1.364(3) . ?
N3 C6 1.371(3) . ?
N3 C7 1.372(3) . ?
N3 H3 0.8600 . ?
C2 C3 1.357(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.386(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.366(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(3) . ?
C5 H5 0.9300 . ?
C7 C8 1.399(3) . ?
C8 C9 1.358(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.354(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O3 0.86 1.96 2.790(2) 161.3 4_575
O6 H6WB O5 0.83 2.13 2.939(3) 165.9 2_655
O6 H6WA O4 0.83 1.91 2.735(3) 174.4 1_565
O5 H5WB O1 0.83 1.99 2.794(2) 163.7 .
O5 H5WA O6 0.83 1.93 2.747(3) 166.8 .
O4 H4WB O2 0.83 1.98 2.799(2) 168.2 2_745
O4 H4WA O5 0.83 2.00 2.822(3) 169.4 .
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Cu1 O1 C1 173.35(13) . . . . ?
N2 Cu1 O1 C1 42.0(3) . . . . ?
O2 Cu1 O1 C1 3.11(13) . . . . ?
O3 Cu1 O1 C1 -85.80(13) 2_755 . . . ?
N1 Cu1 O2 C1 -36.0(3) . . . . ?
N2 Cu1 O2 C1 -171.64(13) . . . . ?
O1 Cu1 O2 C1 -3.12(13) . . . . ?
O3 Cu1 O2 C1 95.52(13) 2_755 . . . ?
N2 Cu1 N1 C6 -4.34(19) . . . . ?
O1 Cu1 N1 C6 -170.74(18) . . . . ?
O2 Cu1 N1 C6 -140.6(2) . . . . ?
O3 Cu1 N1 C6 88.60(18) 2_755 . . . ?
N2 Cu1 N1 C2 175.49(17) . . . . ?
O1 Cu1 N1 C2 9.09(18) . . . . ?
O2 Cu1 N1 C2 39.2(3) . . . . ?
O3 Cu1 N1 C2 -91.57(17) 2_755 . . . ?
N1 Cu1 N2 C7 5.84(18) . . . . ?
O1 Cu1 N2 C7 137.9(2) . . . . ?
O2 Cu1 N2 C7 173.36(17) . . . . ?
O3 Cu1 N2 C7 -93.53(18) 2_755 . . . ?
N1 Cu1 N2 C11 -176.98(17) . . . . ?
O1 Cu1 N2 C11 -45.0(3) . . . . ?
O2 Cu1 N2 C11 -9.46(17) . . . . ?
O3 Cu1 N2 C11 83.66(17) 2_755 . . . ?
Cu1 O3 C1 O2 -58.0(3) 2_745 . . . ?
Cu1 O3 C1 O1 123.0(2) 2_745 . . . ?
Cu1 O2 C1 O3 -174.4(2) . . . . ?
Cu1 O2 C1 O1 4.73(19) . . . . ?
Cu1 O1 C1 O3 174.4(2) . . . . ?
Cu1 O1 C1 O2 -4.76(19) . . . . ?
C6 N1 C2 C3 0.6(4) . . . . ?
Cu1 N1 C2 C3 -179.2(2) . . . . ?
N1 C2 C3 C4 -0.4(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -0.2(4) . . . . ?
C2 N1 C6 N3 179.4(2) . . . . ?
Cu1 N1 C6 N3 -0.8(3) . . . . ?
C2 N1 C6 C5 -0.7(3) . . . . ?
Cu1 N1 C6 C5 179.17(17) . . . . ?
C7 N3 C6 N1 7.7(4) . . . . ?
C7 N3 C6 C5 -172.2(2) . . . . ?
C4 C5 C6 N1 0.5(4) . . . . ?
C4 C5 C6 N3 -179.6(2) . . . . ?
C11 N2 C7 N3 -179.4(2) . . . . ?
Cu1 N2 C7 N3 -2.2(3) . . . . ?
C11 N2 C7 C8 0.3(3) . . . . ?
Cu1 N2 C7 C8 177.48(16) . . . . ?
C6 N3 C7 N2 -6.1(4) . . . . ?
C6 N3 C7 C8 174.2(2) . . . . ?
N2 C7 C8 C9 -0.5(4) . . . . ?
N3 C7 C8 C9 179.3(2) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 N2 -0.7(4) . . . . ?
C7 N2 C11 C10 0.3(3) . . . . ?
Cu1 N2 C11 C10 -177.15(19) . . . . ?
