#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:58:58 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179549 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/18/4501876.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_4501876
loop_
_publ_author_name
'Song, Li-Fang'
'Jiang, Chun-Hong'
'Jiao, Cheng-Li'
'Zhang, Jian'
'Sun, Li-Xian'
'Xu, Fen'
'You, Wan-Sheng'
'Wang, Zhong-Gang'
'Zhao, Ji-Jun'
_publ_section_title
;
 Two New Metal−Organic Frameworks with Mixed Ligands of Carboxylate
 and Bipyridine: Synthesis, Crystal Structure, and Sensing for Methanol
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5020
_journal_paper_doi               10.1021/cg100599z
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C29 H24 Cu2 N4 O9'
_chemical_formula_weight         699.60
_chemical_name_systematic
; 
 ? 
;
_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                92.857(2)
_cell_angle_beta                 104.123(2)
_cell_angle_gamma                107.665(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7523(15)
_cell_length_b                   9.9715(17)
_cell_length_c                   17.610(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1407.3(4)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'omega scans'
_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  0.0305
_diffrn_reflns_av_sigmaI/netI    0.0648
_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       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7128
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    1.575
_exptl_absorpt_correction_T_max  0.8584
_exptl_absorpt_correction_T_min  0.8335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         4890
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0456
_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)+(0.0520P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1129
_reflns_number_gt                3597
_reflns_number_total             4890
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100599z_si_002.cif
_cod_data_source_block           s0705h
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

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               4501876
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_calc_flag
_atom_site_refinement_flags
H2WB H 0.757(7) 0.898(6) 0.319(3) 0.07(2) Uiso 1 1 d .
H1WB H 0.569(7) 0.672(6) 0.305(3) 0.05(2) Uiso 1 1 d .
H1WA H 0.444(7) 0.556(6) 0.290(3) 0.07(2) Uiso 1 1 d .
H2WA H 0.642(6) 0.937(6) 0.286(3) 0.041(18) Uiso 1 1 d .
Cu1 Cu 0.07024(6) 0.58701(5) 0.33522(3) 0.02539(16) Uani 1 1 d .
Cu2 Cu -0.19094(6) 0.42902(5) 0.16113(3) 0.02457(16) Uani 1 1 d .
O1 O -0.1526(3) 0.5136(3) 0.26703(15) 0.0300(7) Uani 1 1 d .
O1W O 0.5474(5) 0.5927(5) 0.3017(2) 0.0500(10) Uani 1 1 d .
O2W O 0.6609(6) 0.8871(4) 0.3143(3) 0.0511(10) Uani 1 1 d .
O6 O 0.1381(3) 0.7571(3) 0.28676(16) 0.0309(7) Uani 1 1 d .
O7 O -0.0296(4) 0.8534(3) 0.32931(18) 0.0376(8) Uani 1 1 d .
N1 N 0.2817(4) 0.6584(4) 0.4259(2) 0.0315(9) Uani 1 1 d .
N2 N 0.0297(4) 0.4253(4) 0.40011(18) 0.0271(8) Uani 1 1 d .
N3 N -0.2536(4) 0.5899(4) 0.10846(19) 0.0295(8) Uani 1 1 d .
N4 N -0.2025(4) 0.3699(4) 0.0481(2) 0.0309(8) Uani 1 1 d .
C1 C 0.4074(6) 0.7794(5) 0.4336(3) 0.0423(12) Uani 1 1 d .
H1A H 0.4028 0.8354 0.3929 0.051 Uiso 1 1 calc R
C2 C 0.5424(6) 0.8244(6) 0.4986(3) 0.0531(14) Uani 1 1 d .
H2A H 0.6269 0.9098 0.5023 0.064 Uiso 1 1 calc R
C3 C 0.5504(6) 0.7406(6) 0.5582(3) 0.0518(14) Uani 1 1 d .
H3A H 0.6409 0.7686 0.6029 0.062 Uiso 1 1 calc R
C4 C 0.4235(6) 0.6152(6) 0.5511(3) 0.0440(12) Uani 1 1 d .
H4A H 0.4273 0.5572 0.5908 0.053 Uiso 1 1 calc R
C5 C 0.2892(5) 0.5759(5) 0.4838(2) 0.0317(10) Uani 1 1 d .
C6 C 0.1490(5) 0.4411(5) 0.4689(2) 0.0305(10) Uani 1 1 d .
C7 C 0.1357(7) 0.3372(5) 0.5183(3) 0.0421(12) Uani 1 1 d .
H7A H 0.2166 0.3503 0.5659 0.051 Uiso 1 1 calc R
C8 C 0.0013(7) 0.2141(5) 0.4962(3) 0.0466(13) Uani 1 1 d .
H8A H -0.0089 0.1430 0.5287 0.056 Uiso 1 1 calc R
C9 C -0.1182(7) 0.1967(5) 0.4256(3) 0.0462(13) Uani 1 1 d .
H9A H -0.2088 0.1135 0.4095 0.055 Uiso 1 1 calc R
C10 C -0.1006(6) 0.3054(5) 0.3793(3) 0.0358(11) Uani 1 1 d .
H10A H -0.1819 0.2948 0.3321 0.043 Uiso 1 1 calc R
C11 C -0.1763(7) 0.2517(5) 0.0227(3) 0.0477(13) Uani 1 1 d .
H11A H -0.1560 0.1891 0.0583 0.057 Uiso 1 1 calc R
C12 C -0.1789(7) 0.2209(6) -0.0554(3) 0.0653(17) Uani 1 1 d .
H12A H -0.1596 0.1390 -0.0721 0.078 Uiso 1 1 calc R
C13 C -0.2104(8) 0.3131(6) -0.1078(3) 0.0628(17) Uani 1 1 d .
H13A H -0.2101 0.2954 -0.1601 0.075 Uiso 1 1 calc R
C14 C -0.2422(7) 0.4318(6) -0.0824(3) 0.0494(14) Uani 1 1 d .
H14A H -0.2655 0.4943 -0.1175 0.059 Uiso 1 1 calc R
C15 C -0.2392(5) 0.4573(5) -0.0039(2) 0.0338(11) Uani 1 1 d .
C16 C -0.2708(5) 0.5802(5) 0.0301(2) 0.0315(10) Uani 1 1 d .
C17 C -0.3171(7) 0.6816(6) -0.0128(3) 0.0512(14) Uani 1 1 d .
H17A H -0.3307 0.6732 -0.0671 0.061 Uiso 1 1 calc R
C18 C -0.3430(7) 0.7935(6) 0.0239(3) 0.0573(15) Uani 1 1 d .
H18A H -0.3744 0.8611 -0.0048 0.069 Uiso 1 1 calc R
C19 C -0.3215(7) 0.8041(6) 0.1046(3) 0.0522(14) Uani 1 1 d .
H19A H -0.3356 0.8801 0.1316 0.063 Uiso 1 1 calc R
C20 C -0.2786(6) 0.6997(5) 0.1443(3) 0.0412(12) Uani 1 1 d .
H20A H -0.2666 0.7058 0.1984 0.049 Uiso 1 1 calc R
C21 C 0.1617(5) 0.9931(4) 0.2658(2) 0.0220(9) Uani 1 1 d .
C22 C 0.0915(5) 1.1012(4) 0.2595(2) 0.0238(9) Uani 1 1 d .
H22A H -0.0116 1.0870 0.2693 0.029 Uiso 1 1 calc R
C23 C 0.1750(5) 1.2304(4) 0.2387(2) 0.0226(9) Uani 1 1 d .
C24 C 0.3270(5) 1.2492(4) 0.2219(2) 0.0231(9) Uani 1 1 d .
H24A H 0.3855 1.3371 0.2106 0.028 Uiso 1 1 calc R
C25 C 0.3921(5) 1.1391(4) 0.2219(2) 0.0221(9) Uani 1 1 d .
C26 C 0.3102(5) 1.0122(4) 0.2454(2) 0.0221(9) Uani 1 1 d .
H26A H 0.3553 0.9387 0.2475 0.027 Uiso 1 1 calc R
C27 C 0.0803(5) 0.8584(4) 0.2964(2) 0.0238(9) Uani 1 1 d .
C28 C 0.1008(5) 1.3483(4) 0.2323(2) 0.0250(9) Uani 1 1 d .
O2 O 0.1909(4) 1.4722(3) 0.26021(18) 0.0357(7) Uani 1 1 d .
O3 O -0.0513(3) 1.3097(3) 0.19699(17) 0.0346(7) Uani 1 1 d .
C29 C 0.5467(5) 1.1584(5) 0.1937(2) 0.0279(10) Uani 1 1 d .
O4 O 0.5843(3) 1.2626(3) 0.15724(17) 0.0341(7) Uani 1 1 d .
O5 O 0.6207(4) 1.0695(4) 0.2069(2) 0.0530(10) Uani 1 1 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
O1 Cu1 O6 96.22(12) . .
O1 Cu1 N2 92.19(13) . .
O6 Cu1 N2 171.15(13) . .
O1 Cu1 N1 167.87(13) . .
O6 Cu1 N1 91.28(13) . .
N2 Cu1 N1 79.98(14) . .
O1 Cu1 O2 96.60(11) . 1_545
O6 Cu1 O2 90.62(11) . 1_545
N2 Cu1 O2 91.16(12) . 1_545
N1 Cu1 O2 92.82(12) . 1_545
O1 Cu2 O3 91.99(12) . 1_545
O1 Cu2 N4 170.50(13) . .
O3 Cu2 N4 89.81(13) 1_545 .
O1 Cu2 N3 95.41(13) . .
O3 Cu2 N3 156.85(13) 1_545 .
N4 Cu2 N3 79.52(14) . .
O1 Cu2 O4 96.41(12) . 1_445
O3 Cu2 O4 92.67(12) 1_545 1_445
N4 Cu2 O4 92.83(13) . 1_445
N3 Cu2 O4 108.21(13) . 1_445
Cu2 O1 Cu1 119.92(14) . .
H1WB O1W H1WA 109(6) . .
H2WB O2W H2WA 104(6) . .
C27 O6 Cu1 120.2(3) . .
C1 N1 C5 118.7(4) . .
C1 N1 Cu1 126.2(3) . .
C5 N1 Cu1 115.1(3) . .
C10 N2 C6 119.1(4) . .
C10 N2 Cu1 125.1(3) . .
C6 N2 Cu1 115.7(3) . .
C20 N3 C16 118.9(4) . .
C20 N3 Cu2 126.3(3) . .
C16 N3 Cu2 114.8(3) . .
C11 N4 C15 119.4(4) . .
C11 N4 Cu2 124.6(3) . .
C15 N4 Cu2 116.0(3) . .
N1 C1 C2 122.9(5) . .
N1 C1 H1A 118.5 . .
C2 C1 H1A 118.5 . .
C1 C2 C3 118.6(5) . .
C1 C2 H2A 120.7 . .
C3 C2 H2A 120.7 . .
C4 C3 C2 119.4(5) . .
C4 C3 H3A 120.3 . .
C2 C3 H3A 120.3 . .
C3 C4 C5 119.2(5) . .
C3 C4 H4A 120.4 . .
C5 C4 H4A 120.4 . .
N1 C5 C4 121.2(4) . .
N1 C5 C6 115.2(4) . .
C4 C5 C6 123.6(4) . .
N2 C6 C7 121.2(4) . .
N2 C6 C5 113.9(4) . .
C7 C6 C5 125.0(4) . .
C8 C7 C6 119.2(4) . .
C8 C7 H7A 120.4 . .
C6 C7 H7A 120.4 . .
C7 C8 C9 119.7(4) . .
C7 C8 H8A 120.2 . .
C9 C8 H8A 120.2 . .
C8 C9 C10 118.7(5) . .
C8 C9 H9A 120.7 . .
C10 C9 H9A 120.7 . .
N2 C10 C9 122.1(4) . .
N2 C10 H10A 118.9 . .
C9 C10 H10A 118.9 . .
N4 C11 C12 121.4(5) . .
N4 C11 H11A 119.3 . .
C12 C11 H11A 119.3 . .
C13 C12 C11 119.0(5) . .
C13 C12 H12A 120.5 . .
C11 C12 H12A 120.5 . .
C14 C13 C12 119.5(5) . .
C14 C13 H13A 120.2 . .
C12 C13 H13A 120.2 . .
C13 C14 C15 119.2(5) . .
C13 C14 H14A 120.4 . .
C15 C14 H14A 120.4 . .
N4 C15 C14 121.3(4) . .
N4 C15 C16 114.5(4) . .
C14 C15 C16 124.2(4) . .
N3 C16 C17 120.2(4) . .
N3 C16 C15 115.1(4) . .
C17 C16 C15 124.7(4) . .
C18 C17 C16 120.7(4) . .
C18 C17 H17A 119.7 . .
C16 C17 H17A 119.7 . .
C17 C18 C19 118.6(5) . .
C17 C18 H18A 120.7 . .
C19 C18 H18A 120.7 . .
C20 C19 C18 118.5(5) . .
C20 C19 H19A 120.7 . .
C18 C19 H19A 120.7 . .
N3 C20 C19 123.0(4) . .
N3 C20 H20A 118.5 . .
C19 C20 H20A 118.5 . .
C22 C21 C26 119.1(4) . .
C22 C21 C27 120.4(3) . .
C26 C21 C27 120.5(3) . .
C21 C22 C23 120.2(4) . .
C21 C22 H22A 119.9 . .
C23 C22 H22A 119.9 . .
C22 C23 C24 119.5(4) . .
C22 C23 C28 120.7(4) . .
C24 C23 C28 119.8(4) . .
C25 C24 C23 120.9(4) . .
C25 C24 H24A 119.6 . .
C23 C24 H24A 119.6 . .
C24 C25 C26 118.8(4) . .
C24 C25 C29 119.2(4) . .
C26 C25 C29 122.0(3) . .
C25 C26 C21 121.2(3) . .
C25 C26 H26A 119.4 . .
C21 C26 H26A 119.4 . .
O7 C27 O6 125.0(4) . .
O7 C27 C21 120.1(4) . .
O6 C27 C21 114.9(3) . .
O2 C28 O3 125.8(4) . .
O2 C28 C23 119.7(4) . .
O3 C28 C23 114.5(4) . .
C28 O2 Cu1 112.6(3) . 1_565
C28 O3 Cu2 128.4(3) . 1_565
O5 C29 O4 126.6(4) . .
O5 C29 C25 118.3(4) . .
O4 C29 C25 115.0(3) . .
C29 O4 Cu2 135.1(3) . 1_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.920(3) .
Cu1 O6 1.933(3) .
Cu1 N2 2.016(3) .
Cu1 N1 2.032(3) .
Cu1 O2 2.331(3) 1_545
Cu2 O1 1.915(3) .
Cu2 O3 1.973(3) 1_545
Cu2 N4 2.017(3) .
Cu2 N3 2.042(3) .
Cu2 O4 2.137(3) 1_445
O1W H1WB 0.75(6) .
O1W H1WA 0.83(6) .
O2W H2WB 0.79(6) .
O2W H2WA 0.74(5) .
O6 C27 1.281(5) .
O7 C27 1.229(5) .
N1 C1 1.338(6) .
N1 C5 1.343(5) .
N2 C10 1.337(5) .
N2 C6 1.359(5) .
N3 C20 1.338(5) .
N3 C16 1.347(5) .
N4 C11 1.342(5) .
N4 C15 1.345(5) .
C1 C2 1.369(6) .
C1 H1A 0.9300 .
C2 C3 1.376(7) .
C2 H2A 0.9300 .
C3 C4 1.374(7) .
C3 H3A 0.9300 .
C4 C5 1.390(6) .
C4 H4A 0.9300 .
C5 C6 1.479(6) .
C6 C7 1.382(6) .
C7 C8 1.376(7) .
C7 H7A 0.9300 .
C8 C9 1.380(7) .
C8 H8A 0.9300 .
C9 C10 1.383(6) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.388(6) .
C11 H11A 0.9300 .
C12 C13 1.374(7) .
C12 H12A 0.9300 .
C13 C14 1.373(7) .
C13 H13A 0.9300 .
C14 C15 1.386(6) .
C14 H14A 0.9300 .
C15 C16 1.466(6) .
C16 C17 1.390(6) .
C17 C18 1.366(7) .
C17 H17A 0.9300 .
C18 C19 1.382(7) .
C18 H18A 0.9300 .
C19 C20 1.376(6) .
C19 H19A 0.9300 .
C20 H20A 0.9300 .
C21 C22 1.390(5) .
C21 C26 1.392(5) .
C21 C27 1.510(5) .
C22 C23 1.391(5) .
C22 H22A 0.9300 .
C23 C24 1.393(5) .
C23 C28 1.502(5) .
C24 C25 1.382(5) .
C24 H24A 0.9300 .
C25 C26 1.391(5) .
C25 C29 1.514(5) .
C26 H26A 0.9300 .
C28 O2 1.245(5) .
C28 O3 1.252(5) .
O2 Cu1 2.331(3) 1_565
O3 Cu2 1.973(3) 1_565
C29 O5 1.246(5) .
C29 O4 1.250(5) .
O4 Cu2 2.138(3) 1_665
