#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:26:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180339 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/08/7200851.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_7200851
loop_
_publ_author_name
'Men, Yong-Biao'
'Sun, Junliang'
'Huang, Zhi-Tang'
'Zheng, Qi-Yu'
_publ_section_title
;
 Organic hydrogen-bonded interpenetrating diamondoid frameworks from
 modular self-assembly of methanetetrabenzoic acid with linkers
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              978
_journal_paper_doi               10.1039/b822936h
_journal_volume                  11
_journal_year                    2009
_chemical_formula_moiety         'C29 H20 O8, C12 H8 N2'
_chemical_formula_sum            'C41 H28 N2 O8'
_chemical_formula_weight         676.65
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 122.61(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.574(5)
_cell_length_b                   8.6352(17)
_cell_length_c                   17.905(4)
_cell_measurement_reflns_used    786
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.17
_cell_volume                     3330.8(16)
_computing_cell_refinement       'Rapid Auto(Rigaku 2001)'
_computing_data_collection       'Rapid Auto(Rigaku 2001)'
_computing_data_reduction        'Rapid Auto(Rigaku 2001)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku raxis Rapid IP Area Detector'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            5209
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.32
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9767
_exptl_absorpt_correction_T_min  0.9604
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR by T.Higashi 8 March, 1995'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.272
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         2931
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0575
_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)+(0.0560P)²+0.7938P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1256
_reflns_number_gt                2373
_reflns_number_total             2931
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b822936h.txt
_cod_data_source_block           myb1
_cod_original_cell_volume        3330.5(16)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7200851
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.04655(8) 1.84400(19) -0.02322(11) 0.0377(5) Uani 1 1 d . . .
O2 O 0.05527(8) 1.8688(2) 0.07501(12) 0.0396(5) Uani 1 1 d . . .
H2A H 0.0483 1.9596 0.0550 0.059 Uiso 1 1 calc R . .
O3 O 0.20169(8) 0.74433(19) 0.33975(11) 0.0335(4) Uani 1 1 d . . .
O4 O 0.17781(7) 0.69688(19) 0.44047(10) 0.0300(4) Uani 1 1 d . . .
H4 H 0.2005 0.6191 0.4509 0.045 Uiso 1 1 calc R . .
N1 N 0.23202(8) 0.4063(2) 0.47749(12) 0.0232(4) Uani 1 1 d . . .
C1 C 0.0000 1.2886(3) 0.2500 0.0170(6) Uani 1 2 d S . .
C2 C 0.00251(9) 1.4020(2) 0.18538(14) 0.0191(5) Uani 1 1 d . . .
C3 C -0.04958(10) 1.4411(3) 0.10396(15) 0.0238(5) Uani 1 1 d . . .
H3A H -0.0865 1.3821 0.0809 0.029 Uiso 1 1 calc R . .
C4 C -0.04848(10) 1.5654(3) 0.05578(15) 0.0255(5) Uani 1 1 d . . .
H4A H -0.0847 1.5913 0.0004 0.031 Uiso 1 1 calc R . .
C5 C 0.00499(10) 1.6519(2) 0.08779(15) 0.0220(5) Uani 1 1 d . . .
C6 C 0.05852(10) 1.6096(3) 0.16775(15) 0.0244(5) Uani 1 1 d . . .
H6A H 0.0960 1.6657 0.1892 0.029 Uiso 1 1 calc R . .
C7 C 0.05715(10) 1.4866(2) 0.21559(15) 0.0221(5) Uani 1 1 d . . .
H7A H 0.0939 1.4586 0.2700 0.027 Uiso 1 1 calc R . .
C9 C 0.00401(10) 1.7961(3) 0.04233(15) 0.0242(5) Uani 1 1 d . . .
C10 C 0.05512(10) 1.1747(2) 0.29415(14) 0.0189(5) Uani 1 1 d . . .
C11 C 0.08625(10) 1.1351(2) 0.25254(15) 0.0220(5) Uani 1 1 d . . .
H11A H 0.0799 1.1946 0.2037 0.026 Uiso 1 1 calc R . .
C12 C 0.12628(10) 1.0099(3) 0.28197(15) 0.0233(5) Uani 1 1 d . . .
H12A H 0.1470 0.9836 0.2528 0.028 Uiso 1 1 calc R . .
C13 C 0.13656(10) 0.9223(2) 0.35348(14) 0.0202(5) Uani 1 1 d . . .
C14 C 0.10750(10) 0.9640(3) 0.39757(14) 0.0219(5) Uani 1 1 d . . .
H14A H 0.1152 0.9068 0.4478 0.026 Uiso 1 1 calc R . .
C15 C 0.06747(10) 1.0890(2) 0.36793(15) 0.0229(5) Uani 1 1 d . . .
H15A H 0.0479 1.1171 0.3985 0.027 Uiso 1 1 calc R . .
C16 C 0.17575(10) 0.7806(3) 0.37727(14) 0.0217(5) Uani 1 1 d . . .
C17 C 0.27427(12) 0.3060(3) 0.32001(18) 0.0370(6) Uani 1 1 d . . .
H17A H 0.2759 0.3527 0.2733 0.044 Uiso 1 1 calc R . .
C18 C 0.25507(12) 0.3906(3) 0.36468(17) 0.0346(6) Uani 1 1 d . . .
H18A H 0.2437 0.4960 0.3495 0.041 Uiso 1 1 calc R . .
C19 C 0.25190(10) 0.3219(3) 0.43413(15) 0.0225(5) Uani 1 1 d . . .
C20 C 0.23021(9) 0.3365(3) 0.54333(14) 0.0199(5) Uani 1 1 d . . .
C21 C 0.21065(10) 0.4210(3) 0.59210(15) 0.0246(5) Uani 1 1 d . . .
H21A H 0.1993 0.5268 0.5786 0.030 Uiso 1 1 calc R . .
C22 C 0.20809(11) 0.3511(3) 0.65788(16) 0.0288(6) Uani 1 1 d . . .
H22A H 0.1943 0.4081 0.6895 0.035 Uiso 1 1 calc R . .
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'
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
_geom_angle_publ_flag
C9 O2 H2A 109.5 . . ?
C16 O4 H4 109.5 . . ?
C20 N1 C19 117.59(19) . . ?
C10 C1 C10 100.7(2) 2 . ?
C10 C1 C2 113.16(11) 2 2 ?
C10 C1 C2 114.60(11) . 2 ?
C10 C1 C2 114.60(11) 2 . ?
C10 C1 C2 113.16(11) . . ?
C2 C1 C2 101.2(2) 2 . ?
C3 C2 C7 118.2(2) . . ?
C3 C2 C1 122.60(17) . . ?
C7 C2 C1 118.49(17) . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C5 C4 C3 120.5(2) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 C9 120.4(2) . . ?
C6 C5 C9 120.0(2) . . ?
C7 C6 C5 120.0(2) . . ?
C7 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C6 C7 C2 121.1(2) . . ?
C6 C7 H7A 119.5 . . ?
C2 C7 H7A 119.5 . . ?
O1 C9 O2 123.4(2) . . ?
O1 C9 C5 119.6(2) . . ?
O2 C9 C5 116.9(2) . . ?
C15 C10 C11 118.2(2) . . ?
C15 C10 C1 120.15(17) . . ?
C11 C10 C1 120.64(17) . . ?
C12 C11 C10 120.4(2) . . ?
C12 C11 H11A 119.8 . . ?
C10 C11 H11A 119.8 . . ?
C11 C12 C13 120.8(2) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C12 C13 C14 119.3(2) . . ?
C12 C13 C16 118.41(19) . . ?
C14 C13 C16 122.2(2) . . ?
C15 C14 C13 119.7(2) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C14 C15 C10 121.4(2) . . ?
C14 C15 H15A 119.3 . . ?
C10 C15 H15A 119.3 . . ?
O3 C16 O4 123.6(2) . . ?
O3 C16 C13 122.5(2) . . ?
O4 C16 C13 113.85(19) . . ?
C18 C17 C22 120.9(2) . 7_556 ?
C18 C17 H17A 119.6 . . ?
C22 C17 H17A 119.6 7_556 . ?
C17 C18 C19 120.1(2) . . ?
C17 C18 H18A 119.9 . . ?
C19 C18 H18A 119.9 . . ?
N1 C19 C18 119.7(2) . . ?
N1 C19 C20 121.2(2) . 7_556 ?
C18 C19 C20 119.1(2) . 7_556 ?
N1 C20 C21 119.8(2) . . ?
N1 C20 C19 121.25(19) . 7_556 ?
C21 C20 C19 118.9(2) . 7_556 ?
C22 C21 C20 120.2(2) . . ?
C22 C21 H21A 119.9 . . ?
C20 C21 H21A 119.9 . . ?
C21 C22 C17 120.8(2) . 7_556 ?
C21 C22 H22A 119.6 . . ?
C17 C22 H22A 119.6 7_556 . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.259(3) . ?
O2 C9 1.276(3) . ?
O2 H2A 0.8400 . ?
O3 C16 1.212(3) . ?
O4 C16 1.319(3) . ?
O4 H4 0.8400 . ?
N1 C20 1.347(3) . ?
N1 C19 1.348(3) . ?
C1 C10 1.542(3) 2 ?
C1 C10 1.542(3) . ?
C1 C2 1.543(3) 2 ?
C1 C2 1.543(3) . ?
C2 C3 1.386(3) . ?
C2 C7 1.402(3) . ?
C3 C4 1.386(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.382(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.394(3) . ?
C5 C9 1.481(3) . ?
C6 C7 1.377(3) . ?
C6 H6A 0.9500 . ?
C7 H7A 0.9500 . ?
C10 C15 1.394(3) . ?
C10 C11 1.395(3) . ?
C11 C12 1.383(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.385(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.392(3) . ?
C13 C16 1.491(3) . ?
C14 C15 1.381(3) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C17 C18 1.355(3) . ?
C17 C22 1.417(3) 7_556 ?
C17 H17A 0.9500 . ?
C18 C19 1.419(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.429(3) 7_556 ?
C20 C21 1.420(3) . ?
C20 C19 1.429(3) 7_556 ?
C21 C22 1.356(3) . ?
C21 H21A 0.9500 . ?
C22 C17 1.417(3) 7_556 ?
C22 H22A 0.9500 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A O1 0.84 1.78 2.614(2) 170.8 5_595
O4 H4 N1 0.84 1.96 2.769(2) 161.6 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 23.5(3) 2 . . . ?
C10 C1 C2 C3 138.2(2) . . . . ?
C2 C1 C2 C3 -98.6(2) 2 . . . ?
C10 C1 C2 C7 -166.63(18) 2 . . . ?
C10 C1 C2 C7 -51.9(3) . . . . ?
C2 C1 C2 C7 71.23(17) 2 . . . ?
C7 C2 C3 C4 -3.1(3) . . . . ?
C1 C2 C3 C4 166.8(2) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C3 C4 C5 C6 2.2(3) . . . . ?
C3 C4 C5 C9 -172.1(2) . . . . ?
C4 C5 C6 C7 -2.5(3) . . . . ?
C9 C5 C6 C7 171.8(2) . . . . ?
C5 C6 C7 C2 0.0(3) . . . . ?
C3 C2 C7 C6 2.8(3) . . . . ?
C1 C2 C7 C6 -167.5(2) . . . . ?
C4 C5 C9 O1 3.6(3) . . . . ?
C6 C5 C9 O1 -170.7(2) . . . . ?
C4 C5 C9 O2 -179.2(2) . . . . ?
C6 C5 C9 O2 6.6(3) . . . . ?
C10 C1 C10 C15 -71.57(18) 2 . . . ?
C2 C1 C10 C15 50.2(3) 2 . . . ?
C2 C1 C10 C15 165.63(18) . . . . ?
C10 C1 C10 C11 97.0(2) 2 . . . ?
C2 C1 C10 C11 -141.24(19) 2 . . . ?
C2 C1 C10 C11 -25.8(3) . . . . ?
C15 C10 C11 C12 2.7(3) . . . . ?
C1 C10 C11 C12 -166.1(2) . . . . ?
C10 C11 C12 C13 -0.5(3) . . . . ?
C11 C12 C13 C14 -1.8(3) . . . . ?
C11 C12 C13 C16 174.7(2) . . . . ?
C12 C13 C14 C15 1.9(3) . . . . ?
C16 C13 C14 C15 -174.4(2) . . . . ?
C13 C14 C15 C10 0.3(3) . . . . ?
C11 C10 C15 C14 -2.6(3) . . . . ?
C1 C10 C15 C14 166.2(2) . . . . ?
C12 C13 C16 O3 4.3(3) . . . . ?
C14 C13 C16 O3 -179.2(2) . . . . ?
C12 C13 C16 O4 -173.66(19) . . . . ?
C14 C13 C16 O4 2.8(3) . . . . ?
C22 C17 C18 C19 -0.5(4) 7_556 . . . ?
C20 N1 C19 C18 -179.6(2) . . . . ?
C20 N1 C19 C20 0.6(3) . . . 7_556 ?
C17 C18 C19 N1 -179.2(2) . . . . ?
C17 C18 C19 C20 0.6(4) . . . 7_556 ?
C19 N1 C20 C21 178.9(2) . . . . ?
C19 N1 C20 C19 -0.6(3) . . . 7_556 ?
N1 C20 C21 C22 179.3(2) . . . . ?
C19 C20 C21 C22 -1.1(3) 7_556 . . . ?
C20 C21 C22 C17 1.0(3) . . . 7_556 ?
