#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/16/4001625.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_4001625
loop_
_publ_author_name
'Yao, Ru-Xin'
'Xu, Xia'
'Zhang, Xian-Ming'
_publ_section_title
;
 Magnetic Modulation and Cation-Exchange in a Series of Isostructural
 (4,8)-Connected Metal--Organic Frameworks with Butterfly-like
 [M4(OH)2(RCO2)8] Building Units
;
_journal_issue                   2
_journal_name_full               'Chemistry of Materials'
_journal_page_first              303
_journal_paper_doi               10.1021/cm202876r
_journal_volume                  24
_journal_year                    2012
_chemical_formula_sum            'C18 H19 Co2 N O11'
_chemical_formula_weight         543.20
_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                 110.6280(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5820(4)
_cell_length_b                   10.8173(3)
_cell_length_c                   14.7037(5)
_cell_measurement_reflns_used    6262
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.57
_cell_measurement_theta_min      2.39
_cell_volume                     2021.78(11)
_computing_cell_refinement       'SMART (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SAINT (Bruker, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker Apex CCD Diffractometer'
_diffrn_measurement_method       'φ and ω scan'
_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  0.0167
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11552
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    1.705
_exptl_absorpt_correction_T_max  0.8757
_exptl_absorpt_correction_T_min  0.6656
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'
_exptl_crystal_colour            purple-red
_exptl_crystal_density_diffrn    1.785
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0513P)²+1.5924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0878
_reflns_number_gt                3951
_reflns_number_total             4364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm202876r_si_002.cif
_cod_data_source_block           1
_cod_original_cell_volume        2021.77(11)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4001625
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
Co1 Co 0.40940(2) 0.90253(3) 0.461140(19) 0.01819(9) Uani 1 1 d .
Co2 Co 0.50410(2) 1.01046(3) 0.292355(19) 0.01797(9) Uani 1 1 d .
N1 N 0.2514(2) 0.0384(3) 0.0550(2) 0.0557(7) Uani 1 1 d .
H1D H 0.2890 -0.0083 0.1061 0.067 Uiso 1 1 calc R
H1E H 0.2713 0.1175 0.0692 0.067 Uiso 1 1 calc R
O1 O 0.30171(12) 1.03085(15) 0.37152(12) 0.0259(3) Uani 1 1 d .
O2 O 0.38874(12) 1.13627(15) 0.29233(12) 0.0262(3) Uani 1 1 d .
O3 O 0.38456(13) 1.40413(16) 0.23922(13) 0.0320(4) Uani 1 1 d .
O4 O 0.31145(14) 1.28400(18) 0.10949(13) 0.0364(4) Uani 1 1 d .
O5 O -0.37868(12) 1.14708(16) 0.34202(12) 0.0289(4) Uani 1 1 d .
O6 O -0.28445(12) 1.15314(16) 0.50137(11) 0.0273(4) Uani 1 1 d .
O7 O -0.36646(12) 1.27736(14) 0.15499(11) 0.0231(3) Uani 1 1 d .
O8 O -0.37028(12) 1.39592(14) 0.27892(11) 0.0229(3) Uani 1 1 d .
O9 O 0.53889(11) 0.95814(14) 0.43247(10) 0.0189(3) Uani 1 1 d .
C1 C 0.1403(3) 0.0272(4) 0.0417(4) 0.0790(13) Uani 1 1 d .
H1A H 0.1294 0.0534 0.0998 0.119 Uiso 1 1 calc R
H1B H 0.1187 -0.0574 0.0282 0.119 Uiso 1 1 calc R
H1C H 0.0996 0.0782 -0.0118 0.119 Uiso 1 1 calc R
C2 C 0.2768(4) -0.0001(4) -0.0319(3) 0.0838(14) Uani 1 1 d .
H2A H 0.3509 0.0091 -0.0183 0.126 Uiso 1 1 calc R
H2B H 0.2386 0.0508 -0.0864 0.126 Uiso 1 1 calc R
H2C H 0.2572 -0.0851 -0.0469 0.126 Uiso 1 1 calc R
C3 C 0.31118(16) 1.11738(19) 0.31930(15) 0.0192(4) Uani 1 1 d .
C4 C 0.22311(16) 1.2097(2) 0.28512(15) 0.0214(4) Uani 1 1 d .
C5 C 0.13869(16) 1.1958(2) 0.31750(17) 0.0241(5) Uani 1 1 d .
H5A H 0.1389 1.1300 0.3583 0.029 Uiso 1 1 calc R
C6 C 0.05413(16) 1.2776(2) 0.29055(16) 0.0241(5) Uani 1 1 d .
C7 C 0.05643(18) 1.3757(2) 0.22957(19) 0.0318(5) Uani 1 1 d .
H7A H 0.0011 1.4319 0.2104 0.038 Uiso 1 1 calc R
C8 C 0.14015(18) 1.3907(2) 0.19700(19) 0.0316(5) Uani 1 1 d .
H8A H 0.1399 1.4568 0.1565 0.038 Uiso 1 1 calc R
C9 C 0.22447(16) 1.3081(2) 0.22409(16) 0.0237(4) Uani 1 1 d .
C10 C 0.31475(17) 1.3317(2) 0.18780(17) 0.0248(5) Uani 1 1 d .
C11 C -0.03451(16) 1.2588(2) 0.32627(16) 0.0224(4) Uani 1 1 d .
C12 C -0.01760(16) 1.2031(2) 0.41638(16) 0.0247(5) Uani 1 1 d .
H12A H 0.0504 1.1822 0.4560 0.030 Uiso 1 1 calc R
C13 C -0.10107(16) 1.1786(2) 0.44736(16) 0.0236(4) Uani 1 1 d .
H13A H -0.0885 1.1416 0.5075 0.028 Uiso 1 1 calc R
C14 C -0.20313(16) 1.20913(19) 0.38917(15) 0.0194(4) Uani 1 1 d .
C15 C -0.22052(15) 1.27064(19) 0.30129(15) 0.0187(4) Uani 1 1 d .
C17 C -0.13720(16) 1.2937(2) 0.26956(16) 0.0226(4) Uani 1 1 d .
H17A H -0.1497 1.3327 0.2101 0.027 Uiso 1 1 calc R
C18 C -0.29640(16) 1.16666(19) 0.41330(15) 0.0198(4) Uani 1 1 d .
C19 C -0.32852(15) 1.31688(19) 0.24070(15) 0.0191(4) Uani 1 1 d .
O2W O 0.48142(14) 1.09737(19) 0.15189(13) 0.0388(4) Uani 1 1 d .
O1W O 0.49685(15) 0.73334(19) 0.54137(13) 0.0423(5) 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
O9 Co1 O6 176.59(6) . 3_576
O9 Co1 O7 92.00(6) . 2_545
O6 Co1 O7 90.58(6) 3_576 2_545
O9 Co1 O9 81.73(6) . 3_676
O6 Co1 O9 95.82(6) 3_576 3_676
O7 Co1 O9 172.78(6) 2_545 3_676
O9 Co1 O1 97.79(6) . .
O6 Co1 O1 84.48(6) 3_576 .
O7 Co1 O1 89.05(6) 2_545 .
O9 Co1 O1 88.25(6) 3_676 .
O9 Co1 O1W 90.79(7) . .
O6 Co1 O1W 87.40(7) 3_576 .
O7 Co1 O1W 81.20(6) 2_545 .
O9 Co1 O1W 102.37(6) 3_676 .
O1 Co1 O1W 167.25(7) . .
O9 Co2 O2 95.10(6) . .
O9 Co2 O3 98.35(6) . 2_645
O2 Co2 O3 166.30(7) . 2_645
O9 Co2 O5 88.07(6) . 1_655
O2 Co2 O5 91.05(7) . 1_655
O3 Co2 O5 86.86(7) 2_645 1_655
O9 Co2 O8 100.93(6) . 2_545
O2 Co2 O8 82.46(6) . 2_545
O3 Co2 O8 97.43(7) 2_645 2_545
O5 Co2 O8 169.30(6) 1_655 2_545
O9 Co2 O2W 169.79(7) . .
O2 Co2 O2W 82.12(7) . .
O3 Co2 O2W 84.18(7) 2_645 .
O5 Co2 O2W 82.17(7) 1_655 .
O8 Co2 O2W 88.50(6) 2_545 .
C1 N1 C2 113.7(3) . .
C3 O1 Co1 132.88(14) . .
C3 O2 Co2 127.27(14) . .
C10 O3 Co2 131.66(15) . 2_655
C18 O5 Co2 138.77(15) . 1_455
C18 O6 Co1 119.53(13) . 3_576
C19 O7 Co1 119.72(14) . 2
C19 O8 Co2 127.63(14) . 2
Co2 O9 Co1 112.57(6) . .
Co2 O9 Co1 116.92(7) . 3_676
Co1 O9 Co1 98.27(6) . 3_676
O1 C3 O2 126.31(19) . .
O1 C3 C4 117.56(18) . .
O2 C3 C4 116.13(18) . .
C5 C4 C9 119.9(2) . .
C5 C4 C3 117.88(19) . .
C9 C4 C3 122.17(18) . .
C6 C5 C4 121.9(2) . .
C5 C6 C7 117.6(2) . .
C5 C6 C11 120.1(2) . .
C7 C6 C11 122.3(2) . .
C8 C7 C6 121.0(2) . .
C7 C8 C9 121.1(2) . .
C8 C9 C4 118.43(19) . .
C8 C9 C10 118.35(19) . .
C4 C9 C10 123.20(19) . .
O4 C10 O3 125.9(2) . .
O4 C10 C9 118.9(2) . .
O3 C10 C9 115.1(2) . .
C12 C11 C17 118.47(19) . .
C12 C11 C6 120.68(19) . .
C17 C11 C6 120.83(19) . .
C13 C12 C11 120.83(19) . .
C12 C13 C14 120.4(2) . .
C13 C14 C15 119.33(19) . .
C13 C14 C18 121.58(18) . .
C15 C14 C18 118.81(18) . .
C17 C15 C14 120.22(18) . .
C17 C15 C19 118.65(18) . .
C14 C15 C19 121.10(17) . .
C15 C17 C11 120.60(19) . .
O5 C18 O6 126.63(19) . .
O5 C18 C14 115.61(18) . .
O6 C18 C14 117.75(18) . .
O7 C19 O8 125.96(19) . .
O7 C19 C15 116.71(18) . .
O8 C19 C15 117.24(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O9 2.0383(14) .
Co1 O6 2.0508(15) 3_576
Co1 O7 2.0946(15) 2_545
Co1 O9 2.1065(15) 3_676
Co1 O1 2.1082(15) .
Co1 O1W 2.2726(19) .
Co2 O9 2.0254(14) .
Co2 O2 2.0752(15) .
Co2 O3 2.0784(16) 2_645
Co2 O5 2.1054(16) 1_655
Co2 O8 2.1436(15) 2_545
Co2 O2W 2.1900(18) .
N1 C1 1.456(5) .
N1 C2 1.496(5) .
O1 C3 1.246(3) .
O2 C3 1.266(3) .
O3 C10 1.257(3) .
O3 Co2 2.0784(16) 2_655
O4 C10 1.248(3) .
O5 C18 1.252(3) .
O5 Co2 2.1054(16) 1_455
O6 C18 1.256(3) .
O6 Co1 2.0508(15) 3_576
O7 C19 1.257(3) .
O7 Co1 2.0946(15) 2
O8 C19 1.262(3) .
O8 Co2 2.1436(15) 2
O9 Co1 2.1065(15) 3_676
C3 C4 1.502(3) .
C4 C5 1.396(3) .
C4 C9 1.397(3) .
C5 C6 1.392(3) .
C6 C7 1.396(3) .
C6 C11 1.487(3) .
C7 C8 1.390(3) .
C8 C9 1.395(3) .
C9 C10 1.521(3) .
C11 C12 1.399(3) .
C11 C17 1.401(3) .
C12 C13 1.388(3) .
C13 C14 1.388(3) .
C14 C15 1.397(3) .
C14 C18 1.503(3) .
C15 C17 1.390(3) .
C15 C19 1.508(3) .
