#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:55:11 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180455 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/24/7212477.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_7212477
loop_
_publ_author_name
'Pachfule, Pradip'
'Panda, Tamas'
'Dey, Chandan'
'Banerjee, Rahul'
_publ_section_title
;
 Structural diversity in a series of metal--organic frameworks (MOFs)
 composed of divalent transition metals, 4,4′-bipyridine and a
 flexible carboxylic acid
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              2381
_journal_paper_doi               10.1039/c000723d
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C14 H20 O4'
_chemical_formula_sum            'C14 H20 O4'
_chemical_formula_weight         252.30
_chemical_name_common            ADACID
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 106.385(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.7198(16)
_cell_length_b                   7.7386(17)
_cell_length_c                   23.1799(9)
_cell_measurement_reflns_used    3118
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.65
_cell_measurement_theta_min      2.36
_cell_volume                     2533.2(6)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            9899
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.47
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9653
_exptl_absorpt_correction_T_min  0.9486
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing, Acta Cryst. (1995) A51 33-58'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismic
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.276
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         9899
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0614
_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)+(0.0804P)²+0.9381P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1668
_reflns_number_gt                3911
_reflns_number_total             4457
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c000723d.txt
_cod_data_source_block           ADACID
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7212477
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
C1 C 0.30324(13) 0.3383(2) 0.08277(8) 0.0355(5) Uani 1 1 d .
H1A H 0.3427 0.4191 0.0688 0.043 Uiso 1 1 calc R
H1B H 0.2509 0.3057 0.0486 0.043 Uiso 1 1 calc R
C2 C 0.36152(13) 0.1768(3) 0.10794(8) 0.0362(5) Uani 1 1 d .
C3 C 0.12558(13) 0.9179(2) 0.85700(9) 0.0342(4) Uani 1 1 d .
C4 C 0.28083(13) 0.7255(3) 0.82790(9) 0.0393(5) Uani 1 1 d .
H4A H 0.3327 0.8064 0.8421 0.047 Uiso 1 1 calc R
H4B H 0.3045 0.6255 0.8115 0.047 Uiso 1 1 calc R
C5 C 0.20507(13) 0.8293(3) 0.90529(8) 0.0355(5) Uani 1 1 d .
H5A H 0.1812 0.7946 0.9385 0.043 Uiso 1 1 calc R
H5B H 0.2563 0.9108 0.9206 0.043 Uiso 1 1 calc R
C6 C 0.24320(14) 0.6701(3) 0.88026(9) 0.0366(5) Uani 1 1 d .
C7 C 0.16109(15) 0.5433(3) 0.85635(10) 0.0439(5) Uani 1 1 d .
H7A H 0.1837 0.4420 0.8400 0.053 Uiso 1 1 calc R
H7B H 0.1366 0.5062 0.8891 0.053 Uiso 1 1 calc R
C8 C 0.26436(13) 0.4270(3) 0.12978(9) 0.0374(5) Uani 1 1 d .
C9 C 0.44388(14) 0.2298(3) 0.16199(9) 0.0444(5) Uani 1 1 d .
H9A H 0.4806 0.1286 0.1790 0.053 Uiso 1 1 calc R
H9B H 0.4851 0.3095 0.1491 0.053 Uiso 1 1 calc R
C10 C 0.29816(14) 0.0512(3) 0.12974(10) 0.0469(6) Uani 1 1 d .
H10A H 0.2458 0.0156 0.0960 0.056 Uiso 1 1 calc R
H10B H 0.3342 -0.0510 0.1465 0.056 Uiso 1 1 calc R
C11 C 0.39698(16) 0.1002(3) 0.05681(10) 0.0496(6) Uani 1 1 d .
H11A H 0.3423 0.0660 0.0244 0.059 Uiso 1 1 calc R
H11B H 0.4295 0.1905 0.0415 0.059 Uiso 1 1 calc R
C12 C 0.11746(16) 0.5587(3) 0.05841(11) 0.0460(5) Uani 1 1 d .
C13 C 0.20140(15) 0.8107(3) 0.77902(9) 0.0448(5) Uani 1 1 d .
H13 H 0.2261 0.8464 0.7458 0.054 Uiso 1 1 calc R
C14 C 0.04536(14) 0.7873(3) 0.83368(10) 0.0461(5) Uani 1 1 d .
H14A H 0.0204 0.7517 0.8663 0.055 Uiso 1 1 calc R
H14B H -0.0055 0.8407 0.8029 0.055 Uiso 1 1 calc R
C15 C 0.12000(16) 0.6836(3) 0.75541(10) 0.0541(6) Uani 1 1 d .
H15A H 0.0700 0.7379 0.7242 0.065 Uiso 1 1 calc R
H15B H 0.1422 0.5832 0.7383 0.065 Uiso 1 1 calc R
C16 C 0.20247(14) 0.2967(3) 0.15158(10) 0.0453(5) Uani 1 1 d .
H16A H 0.1783 0.3501 0.1821 0.054 Uiso 1 1 calc R
H16B H 0.1489 0.2636 0.1182 0.054 Uiso 1 1 calc R
C17 C 0.37548(17) 0.4435(3) 0.91876(10) 0.0486(6) Uani 1 1 d .
C18 C 0.08227(15) 0.6291(3) 0.80759(11) 0.0501(6) Uani 1 1 d .
H18 H 0.0304 0.5466 0.7930 0.060 Uiso 1 1 calc R
C19 C 0.40529(16) 0.3158(3) 0.20946(9) 0.0511(6) Uani 1 1 d .
H19 H 0.4584 0.3495 0.2437 0.061 Uiso 1 1 calc R
C20 C 0.32219(16) 0.5942(3) 0.93277(10) 0.0537(6) Uani 1 1 d .
H20A H 0.3673 0.6855 0.9491 0.064 Uiso 1 1 calc R
H20B H 0.2941 0.5598 0.9642 0.064 Uiso 1 1 calc R
C21 C 0.05125(14) 1.0507(3) 0.93343(10) 0.0418(5) Uani 1 1 d .
C22 C 0.46180(16) -0.0515(3) 0.07327(10) 0.0470(6) Uani 1 1 d .
C23 C 0.20907(15) 0.5933(3) 0.10503(11) 0.0470(6) Uani 1 1 d .
H23A H 0.1963 0.6564 0.1381 0.056 Uiso 1 1 calc R
H23B H 0.2482 0.6660 0.0877 0.056 Uiso 1 1 calc R
C24 C 0.16538(15) 0.9701(3) 0.80484(10) 0.0444(5) Uani 1 1 d .
H24A H 0.1162 1.0260 0.7736 0.053 Uiso 1 1 calc R
H24B H 0.2168 1.0516 0.8192 0.053 Uiso 1 1 calc R
C25 C 0.34910(15) 0.4760(3) 0.18329(10) 0.0484(6) Uani 1 1 d .
H25A H 0.3897 0.5564 0.1701 0.058 Uiso 1 1 calc R
H25B H 0.3265 0.5324 0.2140 0.058 Uiso 1 1 calc R
C26 C 0.09150(15) 1.0825(3) 0.88229(10) 0.0438(5) Uani 1 1 d .
H26A H 0.1445 1.1615 0.8954 0.053 Uiso 1 1 calc R
H26B H 0.0438 1.1386 0.8502 0.053 Uiso 1 1 calc R
C27 C 0.25991(16) 0.1367(3) 0.17753(11) 0.0505(6) Uani 1 1 d .
H27 H 0.2194 0.0546 0.1909 0.061 Uiso 1 1 calc R
C28 C 0.34224(18) 0.1892(4) 0.23088(10) 0.0613(7) Uani 1 1 d .
H28A H 0.3785 0.0879 0.2483 0.074 Uiso 1 1 calc R
H28B H 0.3184 0.2431 0.2615 0.074 Uiso 1 1 calc R
O1 O 0.04300(11) 0.5512(2) 0.07660(8) 0.0647(5) Uani 1 1 d .
H1C H -0.0218 0.5200 0.0405 0.097 Uiso 1 1 d .
O2 O 0.11521(11) 0.5377(2) 0.00507(7) 0.0659(5) Uani 1 1 d .
O3 O 0.54895(11) -0.0264(2) 0.08097(9) 0.0719(6) Uani 1 1 d .
H3C H 0.5964 -0.1365 0.0892 0.108 Uiso 1 1 d .
O4 O 0.42878(12) -0.1983(2) 0.07729(10) 0.0798(6) Uani 1 1 d .
O5 O 0.45914(14) 0.4662(2) 0.91923(13) 0.1048(9) Uani 1 1 d .
H5C H 0.4983 0.3591 0.9289 0.157 Uiso 1 1 d .
O6 O 0.33779(12) 0.2979(2) 0.91006(10) 0.0835(6) Uani 1 1 d .
O7 O 0.10482(11) 1.0581(2) 0.98657(7) 0.0649(5) Uani 1 1 d .
O8 O -0.03568(11) 1.0164(2) 0.92265(7) 0.0648(5) Uani 1 1 d .
H4C H -0.0593 1.0452 0.9575 0.097 Uiso 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'
O O 0.0106 0.0060 '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
C8 C1 C2 112.09(16)
C10 C2 C9 108.38(17)
C10 C2 C1 108.40(16)
C9 C2 C1 108.74(16)
C10 C2 C11 112.34(18)
C9 C2 C11 111.70(16)
C1 C2 C11 107.17(16)
C14 C3 C5 108.41(16)
C14 C3 C24 108.80(17)
C5 C3 C24 108.03(15)
C14 C3 C26 112.18(16)
C5 C3 C26 110.74(16)
C24 C3 C26 108.58(16)
C13 C4 C6 109.65(15)
C3 C5 C6 111.59(16)
C4 C6 C7 108.51(16)
C4 C6 C5 109.11(16)
C7 C6 C5 108.39(16)
C4 C6 C20 111.81(17)
C7 C6 C20 112.53(18)
C5 C6 C20 106.38(16)
C18 C7 C6 110.25(17)
C1 C8 C16 108.41(17)
C1 C8 C25 107.69(16)
C16 C8 C25 108.52(17)
C1 C8 C23 111.92(17)
C16 C8 C23 111.70(16)
C25 C8 C23 108.46(17)
C19 C9 C2 109.66(16)
C27 C10 C2 110.40(17)
C22 C11 C2 115.89(18)
O2 C12 O1 122.5(2)
O2 C12 C23 120.6(2)
O1 C12 C23 116.8(2)
C15 C13 C24 109.63(17)
C15 C13 C4 110.26(18)
C24 C13 C4 109.56(17)
C18 C14 C3 110.04(17)
C18 C15 C13 108.55(17)
C27 C16 C8 110.39(17)
O5 C17 O6 121.7(2)
O5 C17 C20 117.9(2)
O6 C17 C20 120.3(2)
C7 C18 C15 109.70(18)
C7 C18 C14 109.63(18)
C15 C18 C14 109.97(19)
C25 C19 C28 109.96(19)
C25 C19 C9 109.85(18)
C28 C19 C9 109.8(2)
C17 C20 C6 116.84(19)
O8 C21 O7 121.5(2)
O8 C21 C26 119.15(19)
O7 C21 C26 119.36(18)
O4 C22 O3 122.1(2)
O4 C22 C11 120.0(2)
O3 C22 C11 117.8(2)
C12 C23 C8 113.11(17)
C13 C24 C3 110.30(17)
C19 C25 C8 110.33(17)
C21 C26 C3 114.30(17)
C28 C27 C16 109.22(19)
C28 C27 C10 109.45(18)
C16 C27 C10 110.04(18)
C27 C28 C19 108.96(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C8 1.529(3)
C1 C2 1.535(3)
C2 C10 1.528(3)
C2 C9 1.533(3)
C2 C11 1.542(3)
C3 C14 1.532(3)
C3 C5 1.534(3)
C3 C24 1.539(3)
C3 C26 1.544(3)
C4 C13 1.529(3)
C4 C6 1.531(3)
C5 C6 1.534(3)
C6 C7 1.534(3)
C6 C20 1.543(3)
C7 C18 1.525(3)
C8 C16 1.536(3)
C8 C25 1.538(3)
C8 C23 1.545(3)
C9 C19 1.526(3)
C10 C27 1.527(3)
C11 C22 1.493(3)
C12 O2 1.238(3)
C12 O1 1.282(3)
C12 C23 1.495(3)
C13 C15 1.527(3)
C13 C24 1.529(3)
C14 C18 1.531(3)
C15 C18 1.526(3)
C16 C27 1.525(3)
C17 O5 1.241(3)
C17 O6 1.247(3)
C17 C20 1.492(3)
C19 C25 1.518(3)
C19 C28 1.526(3)
C21 O8 1.261(2)
C21 O7 1.263(3)
C21 C26 1.487(3)
C22 O4 1.250(3)
C22 O3 1.259(3)
C27 C28 1.523(3)
