#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:02:38 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179610 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/74/4507446.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_4507446
loop_
_publ_author_name
'Zhan, Chao'
'Zou, Chao'
'Kong, Guo-Qiang'
'Wu, Chuan-De'
_publ_section_title
;
 Four Honeycomb Metal--Organic Frameworks with a Flexible Tripodal
 Polyaromatic Acid
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1429
_journal_paper_doi               10.1021/cg301161c
_journal_volume                  13
_journal_year                    2013
_chemical_formula_sum            'C33 H33 Cl Mn2 O12'
_chemical_formula_weight         766.92
_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                 91.812(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.7530(6)
_cell_length_b                   35.440(3)
_cell_length_c                   17.9595(10)
_cell_measurement_reflns_used    15750
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      58.92
_cell_measurement_theta_min      4.48
_cell_volume                     5568.4(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15750
_diffrn_reflns_theta_full        58.92
_diffrn_reflns_theta_max         58.92
_diffrn_reflns_theta_min         4.48
_exptl_absorpt_coefficient_mu    4.459
_exptl_absorpt_correction_T_max  0.800
_exptl_absorpt_correction_T_min  0.524
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   CrysAlisPro
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    0.915
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
;
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         7878
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1242
_refine_ls_R_factor_gt           0.0933
_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)+(0.0565P)²+6.5110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2033
_refine_ls_wR_factor_ref         0.2214
_reflns_number_gt                4399
_reflns_number_total             7878
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg301161c_si_002.cif
_cod_data_source_block           New1
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4507446
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
Mn1 Mn 0.44524(12) 0.31688(3) 0.92038(5) 0.0861(3) Uani 1 1 d .
Mn2 Mn 0.08282(18) 0.31510(6) 1.01682(7) 0.1595(8) Uani 1 1 d D
Cl1 Cl 0.6583(3) 0.31053(14) 0.84479(16) 0.2250(19) Uani 1 1 d .
O1 O -0.1496(5) 0.43757(13) 0.6346(2) 0.0983(13) Uani 1 1 d .
O2 O -0.2631(5) 0.59209(12) 0.4852(2) 0.0968(12) Uani 1 1 d .
O3 O -0.4490(5) 0.43559(13) 0.3182(2) 0.1013(13) Uani 1 1 d .
O4 O 0.3007(8) 0.34725(16) 0.8551(3) 0.1240(18) Uani 1 1 d .
O5 O 0.0788(7) 0.34483(17) 0.9147(3) 0.139(2) Uani 1 1 d .
O6 O -0.1844(11) 0.7680(2) 0.5199(5) 0.184(4) Uani 1 1 d .
O7 O -0.4089(11) 0.76070(17) 0.5625(4) 0.168(3) Uani 1 1 d .
O8 O -0.683(2) 0.3350(3) 0.0486(8) 0.347(14) Uani 1 1 d .
O9 O -0.4556(18) 0.3503(3) 0.0100(6) 0.236(5) Uani 1 1 d .
O10 O 0.0992(11) 0.2895(4) 1.1424(4) 0.312(7) Uani 1 1 d D
O11 O -0.1314(8) 0.3013(5) 1.0008(8) 0.564(16) Uani 1 1 d .
O12 O 0.0133(19) 0.3738(5) 1.0675(7) 0.367(8) Uani 1 1 d .
C1 C -0.1757(6) 0.47317(16) 0.5219(3) 0.0737(14) Uani 1 1 d .
C2 C -0.2322(6) 0.50915(16) 0.5389(3) 0.0713(14) Uani 1 1 d .
C3 C -0.3252(6) 0.52757(16) 0.4851(3) 0.0730(14) Uani 1 1 d .
C4 C -0.3570(6) 0.51193(17) 0.4160(3) 0.0753(14) Uani 1 1 d .
C5 C -0.2986(6) 0.47579(18) 0.3994(3) 0.0778(15) Uani 1 1 d .
C6 C -0.2144(6) 0.45580(16) 0.4542(3) 0.0753(14) Uani 1 1 d .
C7 C -0.0670(6) 0.45417(18) 0.5761(3) 0.0834(16) Uani 1 1 d .
H7A H -0.0099 0.4348 0.5506 0.100 Uiso 1 1 calc R
H7B H 0.0052 0.4725 0.5965 0.100 Uiso 1 1 calc R
C8 C -0.1909(8) 0.5277(2) 0.6120(3) 0.0974(19) Uani 1 1 d .
H8A H -0.1270 0.5110 0.6415 0.146 Uiso 1 1 calc R
H8B H -0.2823 0.5331 0.6381 0.146 Uiso 1 1 calc R
H8C H -0.1368 0.5507 0.6031 0.146 Uiso 1 1 calc R
C9 C -0.3843(7) 0.56692(16) 0.5017(3) 0.0819(15) Uani 1 1 d .
H9A H -0.4745 0.5725 0.4709 0.098 Uiso 1 1 calc R
H9B H -0.4104 0.5690 0.5536 0.098 Uiso 1 1 calc R
C10 C -0.4519(8) 0.53250(19) 0.3565(3) 0.0983(19) Uani 1 1 d .
H10A H -0.4623 0.5169 0.3129 0.148 Uiso 1 1 calc R
H10B H -0.4022 0.5557 0.3439 0.148 Uiso 1 1 calc R
H10C H -0.5513 0.5379 0.3750 0.148 Uiso 1 1 calc R
C11 C -0.3167(7) 0.45870(18) 0.3228(3) 0.0881(17) Uani 1 1 d .
H11A H -0.3253 0.4786 0.2859 0.106 Uiso 1 1 calc R
H11B H -0.2272 0.4437 0.3123 0.106 Uiso 1 1 calc R
C12 C -0.1710(8) 0.41487(19) 0.4414(4) 0.105(2) Uani 1 1 d .
H12A H -0.1151 0.4055 0.4843 0.157 Uiso 1 1 calc R
H12B H -0.1084 0.4132 0.3985 0.157 Uiso 1 1 calc R
H12C H -0.2619 0.4001 0.4331 0.157 Uiso 1 1 calc R
C13 C -0.0680(7) 0.41892(19) 0.6880(3) 0.0881(17) Uani 1 1 d .
C14 C 0.0873(8) 0.41169(19) 0.6876(3) 0.0931(18) Uani 1 1 d .
H14A H 0.1446 0.4205 0.6485 0.112 Uiso 1 1 calc R
C15 C 0.1579(8) 0.3916(2) 0.7445(4) 0.0989(19) Uani 1 1 d .
H15A H 0.2625 0.3872 0.7429 0.119 Uiso 1 1 calc R
C16 C 0.0796(9) 0.3778(2) 0.8033(3) 0.0959(19) Uani 1 1 d .
C17 C -0.0764(10) 0.3851(2) 0.8035(4) 0.121(3) Uani 1 1 d .
H17A H -0.1328 0.3764 0.8431 0.146 Uiso 1 1 calc R
C18 C -0.1489(8) 0.4046(2) 0.7477(4) 0.116(2) Uani 1 1 d .
H18A H -0.2538 0.4085 0.7493 0.139 Uiso 1 1 calc R
C19 C 0.1580(13) 0.3548(2) 0.8613(4) 0.111(2) Uani 1 1 d .
C20 C -0.2784(8) 0.62970(19) 0.5002(3) 0.0869(16) Uani 1 1 d .
C21 C -0.3992(8) 0.64462(19) 0.5349(4) 0.102(2) Uani 1 1 d .
H21A H -0.4776 0.6290 0.5504 0.123 Uiso 1 1 calc R
C22 C -0.4059(9) 0.6827(2) 0.5471(4) 0.109(2) Uani 1 1 d .
H22A H -0.4905 0.6928 0.5702 0.130 Uiso 1 1 calc R
C23 C -0.2909(11) 0.70662(19) 0.5262(4) 0.106(2) Uani 1 1 d .
C24 C -0.1649(10) 0.6901(2) 0.4934(5) 0.114(2) Uani 1 1 d .
H24A H -0.0823 0.7049 0.4805 0.137 Uiso 1 1 calc R
C25 C -0.1624(9) 0.6523(2) 0.4801(4) 0.106(2) Uani 1 1 d .
H25A H -0.0792 0.6418 0.4568 0.127 Uiso 1 1 calc R
C26 C -0.2946(17) 0.7475(3) 0.5372(6) 0.134(4) Uani 1 1 d .
C27 C -0.4756(9) 0.4159(2) 0.2531(4) 0.103(2) Uani 1 1 d .
C28 C -0.3808(10) 0.4177(3) 0.1921(4) 0.132(3) Uani 1 1 d .
H28A H -0.2950 0.4331 0.1926 0.158 Uiso 1 1 calc R
C29 C -0.4192(15) 0.3956(3) 0.1308(5) 0.165(4) Uani 1 1 d .
H29A H -0.3553 0.3961 0.0904 0.197 Uiso 1 1 calc R
C30 C -0.544(2) 0.3735(3) 0.1264(6) 0.178(6) Uani 1 1 d D
C31 C -0.6344(14) 0.3736(3) 0.1868(7) 0.159(4) Uani 1 1 d .
H31A H -0.7228 0.3591 0.1849 0.190 Uiso 1 1 calc R
C32 C -0.6023(10) 0.3937(2) 0.2490(4) 0.122(3) Uani 1 1 d .
H32A H -0.6667 0.3924 0.2891 0.146 Uiso 1 1 calc R
C33 C -0.575(2) 0.3507(4) 0.0565(8) 0.195(7) Uani 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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
O4 Mn1 O7 120.8(3) . 2_546
O4 Mn1 O9 111.8(3) . 1_656
O7 Mn1 O9 119.0(3) 2_546 1_656
O4 Mn1 Cl1 102.13(19) . .
O7 Mn1 Cl1 97.1(3) 2_546 .
O9 Mn1 Cl1 100.1(5) 1_656 .
O11 Mn2 O6 100.1(7) . 2_546
O11 Mn2 O5 90.4(3) . .
O6 Mn2 O5 97.1(3) 2_546 .
O11 Mn2 O8 172.3(8) . 1_656
O6 Mn2 O8 86.2(5) 2_546 1_656
O5 Mn2 O8 93.1(4) . 1_656
O11 Mn2 O12 91.2(8) . .
O6 Mn2 O12 168.6(5) 2_546 .
O5 Mn2 O12 84.1(4) . .
O8 Mn2 O12 82.4(6) 1_656 .
O11 Mn2 O10 94.1(4) . .
O6 Mn2 O10 88.9(4) 2_546 .
O5 Mn2 O10 171.7(4) . .
O8 Mn2 O10 81.6(5) 1_656 .
O12 Mn2 O10 88.8(5) . .
C13 O1 C7 117.2(5) . .
C20 O2 C9 119.4(5) . .
C27 O3 C11 117.3(5) . .
C19 O4 Mn1 131.0(5) . .
C19 O5 Mn2 144.2(6) . .
C26 O6 Mn2 155.9(8) . 2_556
C26 O7 Mn1 124.7(8) . 2_556
C33 O8 Mn2 166.4(12) . 1_454
C33 O9 Mn1 99.4(9) . 1_454
C6 C1 C2 120.9(5) . .
C6 C1 C7 120.0(5) . .
C2 C1 C7 119.1(5) . .
C3 C2 C1 118.2(5) . .
C3 C2 C8 121.1(5) . .
C1 C2 C8 120.7(5) . .
C4 C3 C2 121.9(5) . .
C4 C3 C9 119.0(5) . .
C2 C3 C9 119.0(5) . .
C3 C4 C5 119.3(5) . .
C3 C4 C10 122.0(5) . .
C5 C4 C10 118.7(5) . .
C6 C5 C4 119.7(5) . .
C6 C5 C11 118.4(6) . .
C4 C5 C11 121.9(5) . .
C1 C6 C5 119.7(5) . .
C1 C6 C12 119.9(5) . .
C5 C6 C12 120.3(5) . .
O1 C7 C1 109.8(4) . .
O2 C9 C3 105.9(5) . .
O3 C11 C5 110.3(5) . .
O1 C13 C14 125.8(6) . .
O1 C13 C18 116.9(6) . .
C14 C13 C18 117.2(6) . .
C15 C14 C13 120.7(6) . .
C16 C15 C14 122.3(6) . .
C15 C16 C17 116.8(6) . .
C15 C16 C19 120.7(7) . .
C17 C16 C19 122.4(7) . .
C18 C17 C16 122.0(7) . .
C17 C18 C13 120.9(7) . .
O5 C19 O4 124.8(7) . .
O5 C19 C16 116.2(9) . .
O4 C19 C16 119.0(8) . .
C21 C20 C25 119.8(7) . .
C21 C20 O2 123.7(6) . .
C25 C20 O2 116.5(6) . .
C20 C21 C22 119.8(7) . .
C21 C22 C23 121.8(7) . .
C22 C23 C24 116.8(7) . .
C22 C23 C26 123.6(10) . .
C24 C23 C26 119.6(10) . .
C25 C24 C23 120.3(8) . .
C20 C25 C24 121.4(8) . .
O7 C26 O6 121.5(10) . .
O7 C26 C23 117.1(13) . .
O6 C26 C23 121.3(13) . .
C32 C27 O3 117.0(7) . .
C32 C27 C28 119.1(7) . .
O3 C27 C28 123.8(7) . .
C27 C28 C29 117.7(9) . .
C30 C29 C28 123.6(11) . .
C29 C30 C31 116.4(8) . .
C29 C30 C33 119.3(17) . .
C31 C30 C33 124.3(16) . .
C30 C31 C32 123.3(10) . .
C31 C32 C27 120.0(9) . .
O8 C33 O9 126.2(15) . .
O8 C33 C30 121(2) . .
O9 C33 C30 112.8(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O4 2.010(5) .
Mn1 O7 2.041(6) 2_546
Mn1 O9 2.159(7) 1_656
Mn1 Cl1 2.352(3) .
Mn2 O11 1.951(10) .
Mn2 O6 2.011(9) 2_546
Mn2 O5 2.114(5) .
Mn2 O8 2.227(15) 1_656
Mn2 O12 2.360(14) .
Mn2 O10 2.430(8) .
O1 C13 1.349(7) .
O1 C7 1.423(6) .
O2 C20 1.367(7) .
O2 C9 1.425(7) .
O3 C27 1.376(7) .
O3 C11 1.419(7) .
O4 C19 1.286(10) .
O5 C19 1.252(9) .
O6 C26 1.254(14) .
O6 Mn2 2.011(9) 2_556
O7 C26 1.206(13) .
O7 Mn1 2.041(6) 2_556
O8 C33 1.10(2) .
O8 Mn2 2.227(15) 1_454
O9 C33 1.361(19) .
O9 Mn1 2.159(7) 1_454
C1 C6 1.395(7) .
C1 C2 1.405(8) .
C1 C7 1.499(7) .
C2 C3 1.405(7) .
C2 C8 1.502(7) .
C3 C4 1.380(7) .
C3 C9 1.520(8) .
C4 C5 1.414(8) .
C4 C10 1.520(8) .
C5 C6 1.402(8) .
C5 C11 1.507(7) .
C6 C12 1.519(8) .
C13 C14 1.384(8) .
C13 C18 1.400(9) .
C14 C15 1.376(8) .
C15 C16 1.367(9) .
C16 C17 1.390(10) .
C16 C19 1.475(10) .
C17 C18 1.358(9) .
C20 C21 1.351(9) .
C20 C25 1.351(9) .
C21 C22 1.371(9) .
C22 C23 1.376(11) .
C23 C24 1.396(11) .
C23 C26 1.464(11) .
C24 C25 1.360(10) .
C27 C32 1.360(10) .
C27 C28 1.396(10) .
C28 C29 1.383(12) .
C29 C30 1.340(17) .
C30 C31 1.365(17) .
C30 C33 1.513(9) .
C31 C32 1.347(12) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.011 -0.087 0.414 2778 633 ' '
