#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/16/4001629.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_4001629
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 N Ni2 O11'
_chemical_formula_weight         542.76
_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                 110.5320(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5204(7)
_cell_length_b                   10.7639(5)
_cell_length_c                   14.6348(7)
_cell_measurement_reflns_used    3438
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.48
_cell_volume                     1994.54(17)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9602
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    1.953
_exptl_absorpt_correction_T_max  0.8594
_exptl_absorpt_correction_T_min  0.6410
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 1997'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.807
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       sheet
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.942
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4354
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0394
_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)+(0.0631P)²+0.7437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1090
_reflns_number_gt                3519
_reflns_number_total             4354
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm202876r_si_002.cif
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4001629
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
Ni1 Ni 0.41060(3) 0.90524(4) 0.46182(3) 0.01761(12) Uani 1 1 d .
Ni2 Ni 0.50346(3) 1.01181(4) 0.29197(3) 0.01744(12) Uani 1 1 d .
N1 N 0.2529(3) 0.0389(4) 0.0552(3) 0.0551(10) Uani 1 1 d .
H1D H 0.2910 -0.0072 0.1069 0.066 Uiso 1 1 calc R
H1E H 0.2723 0.1187 0.0687 0.066 Uiso 1 1 calc R
O1 O 0.30576(17) 1.0326(2) 0.37520(16) 0.0251(5) Uani 1 1 d .
O2 O 0.39079(17) 1.1364(2) 0.29150(16) 0.0238(5) Uani 1 1 d .
O3 O 0.38686(19) 1.4056(2) 0.23922(18) 0.0300(6) Uani 1 1 d .
O4 O 0.3137(2) 1.2850(2) 0.10846(18) 0.0358(6) Uani 1 1 d .
O5 O -0.38071(18) 1.1468(2) 0.33959(16) 0.0268(5) Uani 1 1 d .
O6 O -0.28712(18) 1.1513(2) 0.50044(15) 0.0269(5) Uani 1 1 d .
O7 O -0.36526(18) 1.2786(2) 0.15272(15) 0.0233(5) Uani 1 1 d .
O8 O -0.37213(17) 1.3970(2) 0.27729(15) 0.0219(5) Uani 1 1 d .
O9 O 0.53693(16) 0.96086(18) 0.43051(14) 0.0172(4) Uani 1 1 d .
C1 C 0.1409(4) 0.0267(5) 0.0418(5) 0.0823(19) Uani 1 1 d .
H1A H 0.1297 0.0529 0.1001 0.123 Uiso 1 1 calc R
H1B H 0.1198 -0.0585 0.0285 0.123 Uiso 1 1 calc R
H1C H 0.0998 0.0776 -0.0119 0.123 Uiso 1 1 calc R
C2 C 0.2785(5) -0.0013(6) -0.0327(4) 0.0831(19) Uani 1 1 d .
H2A H 0.3529 0.0079 -0.0192 0.125 Uiso 1 1 calc R
H2B H 0.2401 0.0494 -0.0876 0.125 Uiso 1 1 calc R
H2C H 0.2588 -0.0867 -0.0471 0.125 Uiso 1 1 calc R
C3 C 0.3137(2) 1.1184(3) 0.3202(2) 0.0192(6) Uani 1 1 d .
C4 C 0.2256(2) 1.2103(3) 0.2862(2) 0.0228(7) Uani 1 1 d .
C5 C 0.1407(2) 1.1963(3) 0.3186(2) 0.0240(7) Uani 1 1 d .
H5A H 0.1412 1.1307 0.3601 0.029 Uiso 1 1 calc R
C6 C 0.0553(2) 1.2775(3) 0.2907(2) 0.0240(7) Uani 1 1 d .
C7 C 0.0578(3) 1.3760(3) 0.2294(3) 0.0311(8) Uani 1 1 d .
H7A H 0.0023 1.4326 0.2103 0.037 Uiso 1 1 calc R
C8 C 0.1415(3) 1.3905(3) 0.1968(3) 0.0314(8) Uani 1 1 d .
H8A H 0.1410 1.4565 0.1556 0.038 Uiso 1 1 calc R
C9 C 0.2263(2) 1.3086(3) 0.2243(2) 0.0235(7) Uani 1 1 d .
C10 C 0.3170(3) 1.3328(3) 0.1876(2) 0.0249(7) Uani 1 1 d .
C11 C -0.0346(2) 1.2590(3) 0.3262(2) 0.0217(6) Uani 1 1 d .
C12 C -0.0182(2) 1.2030(3) 0.4168(2) 0.0244(7) Uani 1 1 d .
H12A H 0.0499 1.1825 0.4571 0.029 Uiso 1 1 calc R
C13 C -0.1025(2) 1.1779(3) 0.4470(2) 0.0238(7) Uani 1 1 d .
H13A H -0.0904 1.1400 0.5070 0.029 Uiso 1 1 calc R
C14 C -0.2044(2) 1.2086(3) 0.3887(2) 0.0192(6) Uani 1 1 d .
C15 C -0.2214(2) 1.2712(3) 0.3006(2) 0.0194(6) Uani 1 1 d .
C17 C -0.1370(2) 1.2943(3) 0.2696(2) 0.0228(7) Uani 1 1 d .
H17A H -0.1490 1.3340 0.2102 0.027 Uiso 1 1 calc R
C18 C -0.2984(2) 1.1651(3) 0.4118(2) 0.0199(6) Uani 1 1 d .
C19 C -0.3293(2) 1.3176(3) 0.2389(2) 0.0187(6) Uani 1 1 d .
O2W O 0.4826(2) 1.0929(3) 0.15112(17) 0.0384(6) Uani 1 1 d .
O1W O 0.4964(2) 0.7425(2) 0.53917(17) 0.0366(6) 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'
Ni Ni 0.3393 1.1124 '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 Ni1 O6 177.53(9) . 3_576
O9 Ni1 O1 96.78(8) . .
O6 Ni1 O1 84.99(9) 3_576 .
O9 Ni1 O9 82.78(8) . 3_676
O6 Ni1 O9 95.55(9) 3_576 3_676
O1 Ni1 O9 89.04(9) . 3_676
O9 Ni1 O7 92.60(8) . 2_545
O6 Ni1 O7 89.12(9) 3_576 2_545
O1 Ni1 O7 89.75(9) . 2_545
O9 Ni1 O7 175.05(8) 3_676 2_545
O9 Ni1 O1W 91.02(9) . .
O6 Ni1 O1W 87.51(10) 3_576 .
O1 Ni1 O1W 168.22(10) . .
O9 Ni1 O1W 100.73(9) 3_676 .
O7 Ni1 O1W 81.06(9) 2_545 .
O9 Ni2 O2 95.03(9) . .
O9 Ni2 O3 98.59(9) . 2_645
O2 Ni2 O3 166.13(9) . 2_645
O9 Ni2 O5 88.60(8) . 1_655
O2 Ni2 O5 90.91(9) . 1_655
O3 Ni2 O5 86.86(10) 2_645 1_655
O9 Ni2 O8 100.39(8) . 2_545
O2 Ni2 O8 83.15(9) . 2_545
O3 Ni2 O8 96.86(9) 2_645 2_545
O5 Ni2 O8 169.60(9) 1_655 2_545
O9 Ni2 O2W 170.83(9) . .
O2 Ni2 O2W 83.29(10) . .
O3 Ni2 O2W 82.85(10) 2_645 .
O5 Ni2 O2W 82.42(9) 1_655 .
O8 Ni2 O2W 88.39(9) 2_545 .
C1 N1 C2 113.4(4) . .
C3 O1 Ni1 133.7(2) . .
C3 O2 Ni2 127.0(2) . .
C10 O3 Ni2 131.7(2) . 2_655
C18 O5 Ni2 137.5(2) . 1_455
C18 O6 Ni1 120.1(2) . 3_576
C19 O7 Ni1 119.4(2) . 2
C19 O8 Ni2 128.32(19) . 2
Ni2 O9 Ni1 113.97(10) . .
Ni2 O9 Ni1 118.55(10) . 3_676
Ni1 O9 Ni1 97.22(8) . 3_676
O1 C3 O2 126.1(3) . .
O1 C3 C4 117.7(3) . .
O2 C3 C4 116.2(3) . .
C9 C4 C5 119.7(3) . .
C9 C4 C3 122.2(3) . .
C5 C4 C3 118.1(3) . .
C6 C5 C4 122.0(3) . .
C5 C6 C7 117.4(3) . .
C5 C6 C11 120.5(3) . .
C7 C6 C11 122.1(3) . .
C8 C7 C6 121.0(3) . .
C7 C8 C9 121.3(3) . .
C8 C9 C4 118.4(3) . .
C8 C9 C10 118.3(3) . .
C4 C9 C10 123.2(3) . .
O4 C10 O3 126.0(3) . .
O4 C10 C9 118.8(3) . .
O3 C10 C9 115.0(3) . .
C17 C11 C12 118.2(3) . .
C17 C11 C6 121.2(3) . .
C12 C11 C6 120.6(3) . .
C13 C12 C11 120.7(3) . .
C14 C13 C12 120.7(3) . .
C13 C14 C15 119.3(3) . .
C13 C14 C18 121.7(3) . .
C15 C14 C18 118.7(3) . .
C17 C15 C14 119.8(3) . .
C17 C15 C19 118.6(3) . .
C14 C15 C19 121.6(3) . .
C15 C17 C11 121.1(3) . .
O5 C18 O6 126.9(3) . .
O5 C18 C14 115.5(3) . .
O6 C18 C14 117.6(3) . .
O7 C19 O8 126.5(3) . .
O7 C19 C15 116.4(3) . .
O8 C19 C15 117.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O9 2.009(2) .
Ni1 O6 2.027(2) 3_576
Ni1 O1 2.058(2) .
Ni1 O9 2.069(2) 3_676
Ni1 O7 2.079(2) 2_545
Ni1 O1W 2.185(3) .
Ni2 O9 1.993(2) .
Ni2 O2 2.028(2) .
Ni2 O3 2.047(2) 2_645
Ni2 O5 2.069(2) 1_655
Ni2 O8 2.108(2) 2_545
Ni2 O2W 2.164(2) .
N1 C1 1.463(6) .
N1 C2 1.507(7) .
O1 C3 1.254(4) .
O2 C3 1.268(4) .
O3 C10 1.255(4) .
O3 Ni2 2.047(2) 2_655
O4 C10 1.254(4) .
O5 C18 1.253(4) .
O5 Ni2 2.069(2) 1_455
O6 C18 1.260(4) .
O6 Ni1 2.027(2) 3_576
O7 C19 1.254(4) .
O7 Ni1 2.079(2) 2
O8 C19 1.270(4) .
O8 Ni2 2.108(2) 2
O9 Ni1 2.069(2) 3_676
C3 C4 1.492(4) .
C4 C9 1.395(4) .
C4 C5 1.396(4) .
C5 C6 1.390(4) .
C6 C7 1.396(5) .
C6 C11 1.492(4) .
C7 C8 1.383(4) .
C8 C9 1.390(5) .
C9 C10 1.524(4) .
C11 C17 1.394(4) .
C11 C12 1.402(4) .
C12 C13 1.385(4) .
C13 C14 1.383(4) .
C14 C15 1.400(4) .
C14 C18 1.500(4) .
C15 C17 1.391(4) .
C15 C19 1.506(4) .
