#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:14:06 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179563 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/32/4503212.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_4503212
loop_
_publ_author_name
'Qi, Yan'
'Luo, Feng'
'Che, Yunxia'
'Zheng, Jimin'
_publ_section_title
;
 Hydrothermal Synthesis of Metal−Organic Frameworks Based on
 Aromatic Polycarboxylate and Flexible Bis(imidazole) Ligands
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              606
_journal_paper_doi               10.1021/cg700758c
_journal_volume                  8
_journal_year                    2008
_chemical_formula_sum            'C20 H22 Co N4 O4'
_chemical_formula_weight         441.35
_chemical_name_systematic
; 
 ? 
;
_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                 112.34(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.409(2)
_cell_length_b                   10.998(2)
_cell_length_c                   17.116(6)
_cell_measurement_reflns_used    13214
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      3.16
_cell_volume                     1986.5(9)
_computing_cell_refinement       'RAXIS-RAPID Auto'
_computing_data_collection       'RAXIS-RAPID Auto'
_computing_data_reduction        'RAXIS-RAPID Auto'
_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 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'rigaku r-axis rapid IP area detector'
_diffrn_measurement_method       oscillation
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            18178
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.16
_exptl_absorpt_coefficient_mu    0.899
_exptl_absorpt_correction_T_max  0.9573
_exptl_absorpt_correction_T_min  0.7800
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Purple
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4522
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0583P)²+1.5753P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1306
_reflns_number_gt                3349
_reflns_number_total             4522
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg700758c-file006.cif
_cod_data_source_block           shelxl
_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 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-Scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4503212
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_calc_flag
_atom_site_refinement_flags
C1 C 0.3218(3) 0.0947(3) 0.2628(2) 0.0441(7) Uani 1 1 d .
H1 H 0.3970 0.0557 0.2686 0.053 Uiso 1 1 calc R
C2 C 0.1707(3) 0.2232(4) 0.2293(3) 0.0687(12) Uani 1 1 d .
H2 H 0.1209 0.2915 0.2074 0.082 Uiso 1 1 calc R
C3 C 0.1413(4) 0.1322(4) 0.2710(3) 0.0755(13) Uani 1 1 d .
H3 H 0.0685 0.1260 0.2829 0.091 Uiso 1 1 calc R
C4 C 0.2591(3) -0.0586(3) 0.3462(3) 0.0613(9) Uani 1 1 d .
H4A H 0.3207 -0.1104 0.3362 0.074 Uiso 1 1 calc R
H4B H 0.2945 -0.0339 0.4050 0.074 Uiso 1 1 calc R
C5 C 0.1432(4) -0.1295(4) 0.3312(3) 0.0685(11) Uani 1 1 d .
H5A H 0.1059 -0.1536 0.2723 0.082 Uiso 1 1 calc R
H5B H 0.0821 -0.0798 0.3434 0.082 Uiso 1 1 calc R
C6 C 0.1743(4) -0.2425(4) 0.3873(3) 0.0698(11) Uani 1 1 d .
H6A H 0.2269 -0.2185 0.4445 0.084 Uiso 1 1 calc R
H6B H 0.0960 -0.2752 0.3885 0.084 Uiso 1 1 calc R
C7 C 0.2393(4) -0.3388(4) 0.3608(3) 0.0740(12) Uani 1 1 d .
H7A H 0.3190 -0.3081 0.3607 0.089 Uiso 1 1 calc R
H7B H 0.1876 -0.3643 0.3038 0.089 Uiso 1 1 calc R
C8 C 0.2646(5) -0.4485(4) 0.4214(4) 0.0885(15) Uani 1 1 d .
H8A H 0.3014 -0.4188 0.4790 0.106 Uiso 1 1 calc R
H8B H 0.1842 -0.4861 0.4139 0.106 Uiso 1 1 calc R
C9 C 0.3429(5) -0.5351(4) 0.4108(3) 0.0865(15) Uani 1 1 d .
H9A H 0.4239 -0.4974 0.4200 0.104 Uiso 1 1 calc R
H9B H 0.3073 -0.5621 0.3525 0.104 Uiso 1 1 calc R
C10 C 0.4109(4) -0.7518(3) 0.4513(2) 0.0608(10) Uani 1 1 d .
H10 H 0.4329 -0.7715 0.4058 0.073 Uiso 1 1 calc R
C11 C 0.4172(3) -0.8252(3) 0.5147(2) 0.0512(8) Uani 1 1 d .
H11 H 0.4443 -0.9056 0.5207 0.061 Uiso 1 1 calc R
C12 C 0.3485(3) -0.6537(3) 0.5381(2) 0.0491(8) Uani 1 1 d .
H12 H 0.3194 -0.5915 0.5629 0.059 Uiso 1 1 calc R
C13 C 0.3060(3) 0.5517(3) 0.14294(18) 0.0412(7) Uani 1 1 d .
C14 C 0.2108(3) 0.6522(3) 0.12037(18) 0.0379(6) Uani 1 1 d .
C15 C 0.0836(3) 0.6223(3) 0.0815(2) 0.0535(8) Uani 1 1 d .
H15 H 0.0601 0.5408 0.0758 0.064 Uiso 1 1 calc R
C16 C -0.0088(3) 0.7097(4) 0.0510(3) 0.0668(11) Uani 1 1 d .
H16 H -0.0933 0.6872 0.0244 0.080 Uiso 1 1 calc R
C17 C 0.0242(4) 0.8296(4) 0.0602(3) 0.0647(10) Uani 1 1 d .
H17 H -0.0379 0.8893 0.0402 0.078 Uiso 1 1 calc R
C18 C 0.1499(3) 0.8622(3) 0.0992(2) 0.0499(8) Uani 1 1 d .
H18 H 0.1718 0.9441 0.1046 0.060 Uiso 1 1 calc R
C19 C 0.2444(3) 0.7750(3) 0.13067(18) 0.0361(6) Uani 1 1 d .
C20 C 0.3777(3) 0.8187(3) 0.17603(19) 0.0419(7) Uani 1 1 d .
Co1 Co 0.38823(4) 0.31777(3) 0.18512(2) 0.03581(14) Uani 1 1 d .
N1 N 0.2855(2) 0.1995(2) 0.22423(17) 0.0421(6) Uani 1 1 d .
N2 N 0.2385(3) 0.0509(2) 0.29245(19) 0.0510(7) Uani 1 1 d .
N3 N 0.3663(3) -0.6430(3) 0.46549(18) 0.0544(7) Uani 1 1 d .
N4 N 0.3773(2) -0.7637(2) 0.57001(15) 0.0401(5) Uani 1 1 d .
O1 O 0.2786(2) 0.45766(19) 0.17682(14) 0.0517(6) Uani 1 1 d .
O2 O 0.4010(2) 0.5593(2) 0.12546(16) 0.0577(6) Uani 1 1 d .
O3 O 0.4346(2) 0.7766(2) 0.24904(14) 0.0522(6) Uani 1 1 d .
O4 O 0.4215(3) 0.8964(3) 0.14323(18) 0.0735(8) 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'
Co Co 0.3494 0.9721 '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
N1 C1 N2 112.1(3) . .
N1 C1 H1 124.0 . .
N2 C1 H1 124.0 . .
C3 C2 N1 109.2(3) . .
C3 C2 H2 125.4 . .
N1 C2 H2 125.4 . .
C2 C3 N2 106.9(3) . .
C2 C3 H3 126.5 . .
N2 C3 H3 126.5 . .
C5 C4 N2 113.8(3) . .
C5 C4 H4A 108.8 . .
N2 C4 H4A 108.8 . .
C5 C4 H4B 108.8 . .
N2 C4 H4B 108.8 . .
H4A C4 H4B 107.7 . .
C4 C5 C6 110.1(3) . .
C4 C5 H5A 109.6 . .
C6 C5 H5A 109.6 . .
C4 C5 H5B 109.6 . .
C6 C5 H5B 109.6 . .
H5A C5 H5B 108.2 . .
C7 C6 C5 114.7(4) . .
C7 C6 H6A 108.6 . .
C5 C6 H6A 108.6 . .
C7 C6 H6B 108.6 . .
C5 C6 H6B 108.6 . .
H6A C6 H6B 107.6 . .
C6 C7 C8 110.2(4) . .
C6 C7 H7A 109.6 . .
C8 C7 H7A 109.6 . .
C6 C7 H7B 109.6 . .
C8 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
C9 C8 C7 114.9(4) . .
C9 C8 H8A 108.5 . .
C7 C8 H8A 108.5 . .
C9 C8 H8B 108.5 . .
C7 C8 H8B 108.5 . .
H8A C8 H8B 107.5 . .
C8 C9 N3 116.7(4) . .
C8 C9 H9A 108.1 . .
N3 C9 H9A 108.1 . .
C8 C9 H9B 108.1 . .
N3 C9 H9B 108.1 . .
H9A C9 H9B 107.3 . .
C11 C10 N3 107.2(3) . .
C11 C10 H10 126.4 . .
N3 C10 H10 126.4 . .
C10 C11 N4 109.5(3) . .
C10 C11 H11 125.2 . .
N4 C11 H11 125.2 . .
N4 C12 N3 111.3(3) . .
N4 C12 H12 124.3 . .
N3 C12 H12 124.3 . .
O2 C13 O1 123.6(3) . .
O2 C13 C14 120.5(3) . .
O1 C13 C14 115.8(3) . .
C15 C14 C19 118.5(3) . .
C15 C14 C13 118.3(3) . .
C19 C14 C13 123.0(3) . .
C16 C15 C14 121.9(3) . .
C16 C15 H15 119.1 . .
C14 C15 H15 119.1 . .
C17 C16 C15 119.6(3) . .
C17 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C16 C17 C18 119.8(3) . .
C16 C17 H17 120.1 . .
C18 C17 H17 120.1 . .
C17 C18 C19 121.3(3) . .
C17 C18 H18 119.3 . .
C19 C18 H18 119.3 . .
C18 C19 C14 118.9(3) . .
C18 C19 C20 117.7(3) . .
C14 C19 C20 123.4(3) . .
O4 C20 O3 124.4(3) . .
O4 C20 C19 119.7(3) . .
O3 C20 C19 115.8(3) . .
O1 Co1 O3 135.79(10) . 2_645
O1 Co1 N4 111.18(10) . 4
O3 Co1 N4 99.26(10) 2_645 4
O1 Co1 N1 95.45(10) . .
O3 Co1 N1 105.15(10) 2_645 .
N4 Co1 N1 107.75(11) 4 .
C1 N1 C2 105.1(3) . .
C1 N1 Co1 128.1(2) . .
C2 N1 Co1 125.8(2) . .
C1 N2 C3 106.6(3) . .
C1 N2 C4 124.5(3) . .
C3 N2 C4 128.6(3) . .
C12 N3 C10 106.7(3) . .
C12 N3 C9 127.4(3) . .
C10 N3 C9 125.9(3) . .
C12 N4 C11 105.2(3) . .
C12 N4 Co1 126.1(2) . 4_556
C11 N4 Co1 127.9(2) . 4_556
C13 O1 Co1 114.1(2) . .
C20 O3 Co1 121.2(2) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.315(4) .
C1 N2 1.327(4) .
C1 H1 0.9300 .
C2 C3 1.343(5) .
C2 N1 1.371(4) .
C2 H2 0.9300 .
C3 N2 1.362(5) .
C3 H3 0.9300 .
C4 C5 1.470(5) .
C4 N2 1.479(4) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 C6 1.528(5) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.460(6) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 C8 1.545(5) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 C9 1.364(6) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 N3 1.471(4) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.333(5) .
C10 N3 1.358(5) .
C10 H10 0.9300 .
C11 N4 1.373(4) .
C11 H11 0.9300 .
C12 N4 1.316(4) .
C12 N3 1.340(4) .
C12 H12 0.9300 .
C13 O2 1.232(4) .
C13 O1 1.281(4) .
C13 C14 1.494(4) .
C14 C15 1.387(4) .
C14 C19 1.397(4) .
C15 C16 1.375(5) .
C15 H15 0.9300 .
C16 C17 1.364(5) .
C16 H16 0.9300 .
C17 C18 1.380(5) .
C17 H17 0.9300 .
C18 C19 1.389(4) .
C18 H18 0.9300 .
C19 C20 1.499(4) .
C20 O4 1.228(4) .
C20 O3 1.257(4) .
Co1 O1 1.953(2) .
Co1 O3 1.957(2) 2_645
Co1 N4 2.016(2) 4
Co1 N1 2.027(2) .
N4 Co1 2.016(2) 4_556
O3 Co1 1.957(2) 2_655
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_4
N1 C2 C3 N2 0.1(5) . .
N2 C4 C5 C6 178.2(3) . .
C4 C5 C6 C7 -74.1(5) . .
C5 C6 C7 C8 -179.5(4) . .
C6 C7 C8 C9 -169.7(5) . .
C7 C8 C9 N3 -178.1(4) . .
N3 C10 C11 N4 -0.3(4) . .
O2 C13 C14 C15 132.8(3) . .
O1 C13 C14 C15 -43.9(4) . .
O2 C13 C14 C19 -42.1(4) . .
O1 C13 C14 C19 141.2(3) . .
C19 C14 C15 C16 1.8(5) . .
C13 C14 C15 C16 -173.3(3) . .
C14 C15 C16 C17 -1.0(6) . .
C15 C16 C17 C18 0.5(6) . .
C16 C17 C18 C19 -0.8(6) . .
C17 C18 C19 C14 1.6(5) . .
C17 C18 C19 C20 -176.9(3) . .
C15 C14 C19 C18 -2.1(4) . .
C13 C14 C19 C18 172.8(3) . .
C15 C14 C19 C20 176.4(3) . .
C13 C14 C19 C20 -8.7(4) . .
C18 C19 C20 O4 -49.8(4) . .
C14 C19 C20 O4 131.7(3) . .
C18 C19 C20 O3 126.0(3) . .
C14 C19 C20 O3 -52.5(4) . .
N2 C1 N1 C2 -0.5(4) . .
N2 C1 N1 Co1 168.9(2) . .
C3 C2 N1 C1 0.2(5) . .
C3 C2 N1 Co1 -169.5(3) . .
O1 Co1 N1 C1 -160.7(3) . .
O3 Co1 N1 C1 -20.2(3) 2_645 .
N4 Co1 N1 C1 85.0(3) 4 .
O1 Co1 N1 C2 6.7(3) . .
O3 Co1 N1 C2 147.2(3) 2_645 .
N4 Co1 N1 C2 -107.6(3) 4 .
N1 C1 N2 C3 0.6(4) . .
N1 C1 N2 C4 -173.4(3) . .
C2 C3 N2 C1 -0.4(5) . .
C2 C3 N2 C4 173.2(4) . .
C5 C4 N2 C1 -145.9(4) . .
C5 C4 N2 C3 41.5(6) . .
N4 C12 N3 C10 -1.0(4) . .
N4 C12 N3 C9 179.1(4) . .
C11 C10 N3 C12 0.7(4) . .
C11 C10 N3 C9 -179.3(4) . .
C8 C9 N3 C12 -18.9(7) . .
C8 C9 N3 C10 161.1(5) . .
N3 C12 N4 C11 0.8(4) . .
N3 C12 N4 Co1 171.4(2) . 4_556
C10 C11 N4 C12 -0.3(4) . .
C10 C11 N4 Co1 -170.7(2) . 4_556
O2 C13 O1 Co1 -7.8(4) . .
C14 C13 O1 Co1 168.81(19) . .
O3 Co1 O1 C13 69.6(2) 2_645 .
N4 Co1 O1 C13 -60.6(2) 4 .
N1 Co1 O1 C13 -172.1(2) . .
O4 C20 O3 Co1 -7.4(4) . 2_655
C19 C20 O3 Co1 176.97(18) . 2_655
