#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/32/7203204.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_7203204
loop_
_publ_author_name
'Zeng, Qingdao'
'Wu, Dongxia'
'Ma, Hongwei'
'Shu, Chuying'
'Li, Yan'
'Wang, Chen'
_publ_section_title
;
 Polymeric hydrogen-bonded supramolecules by self-assembling of
 adamantane derivatives with bipyridines
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              189
_journal_paper_doi               10.1039/b516212b
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C26 H32 N2 O4'
_chemical_formula_weight         436.54
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                106.23(3)
_cell_angle_beta                 104.28(3)
_cell_angle_gamma                98.19(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6721(17)
_cell_length_b                   11.845(2)
_cell_length_c                   12.364(3)
_cell_measurement_reflns_used    10439
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      1.80
_cell_volume                     1150.8(5)
_computing_cell_refinement       'Rapid Auto(Rigaku 2001)'
_computing_data_collection       'Rapid Auto(Rigaku 2001)'
_computing_data_reduction        'Rapid Auto(Rigaku 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku Raxis Rapid IP'
_diffrn_measurement_method       'ω 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  0.0277
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10439
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9752
_exptl_absorpt_correction_T_min  0.9379
_exptl_absorpt_correction_type   Empircial
_exptl_absorpt_process_details   Abscor
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.425
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5155
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0761
_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)+(0.0964P)²+0.8193P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1981
_refine_ls_wR_factor_ref         0.2220
_reflns_number_gt                3607
_reflns_number_total             5155
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b516212b.txt
_cod_data_source_block           compound_8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1150.9(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203204
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.1692(5) -0.0578(2) 0.2207(3) 0.1211(13) Uani 1 1 d . . .
O2 O 0.3196(4) -0.11551(19) 0.3489(3) 0.1214(14) Uani 1 1 d . . .
H2A H 0.2660 -0.1816 0.3024 0.182 Uiso 1 1 calc R . .
O3 O 0.3068(4) 0.60135(19) 0.8110(2) 0.0889(9) Uani 1 1 d . . .
O4 O 0.3876(3) 0.69152(16) 0.6956(2) 0.0656(6) Uani 1 1 d . . .
H4C H 0.3615 0.7482 0.7369 0.098 Uiso 1 1 calc R . .
N1 N 0.3104(3) -1.1135(2) -0.1810(2) 0.0609(6) Uani 1 1 d . . .
N2 N 0.2044(4) -0.3503(2) 0.2029(3) 0.0840(10) Uani 1 1 d . . .
C1 C 0.2772(4) -0.0329(2) 0.3090(2) 0.0511(6) Uani 1 1 d . . .
C2 C 0.3717(3) 0.0929(2) 0.3855(3) 0.0507(6) Uani 1 1 d . . .
H2B H 0.4176 0.1314 0.3372 0.061 Uiso 1 1 calc R . .
H2C H 0.4623 0.0868 0.4462 0.061 Uiso 1 1 calc R . .
C3 C 0.2743(3) 0.17552(19) 0.4463(2) 0.0388(5) Uani 1 1 d . . .
C4 C 0.1461(3) 0.2073(2) 0.3568(2) 0.0513(6) Uani 1 1 d . . .
H4A H 0.1988 0.2445 0.3106 0.062 Uiso 1 1 calc R . .
H4B H 0.0676 0.1342 0.3032 0.062 Uiso 1 1 calc R . .
C5 C 0.0581(3) 0.2939(3) 0.4209(2) 0.0579(7) Uani 1 1 d . . .
H5A H -0.0249 0.3126 0.3629 0.069 Uiso 1 1 calc R . .
C6 C 0.1803(3) 0.4105(2) 0.5035(2) 0.0480(6) Uani 1 1 d . . .
H6A H 0.1235 0.4656 0.5432 0.058 Uiso 1 1 calc R . .
H6B H 0.2325 0.4491 0.4580 0.058 Uiso 1 1 calc R . .
C7 C 0.3098(3) 0.38283(18) 0.59510(19) 0.0348(5) Uani 1 1 d . . .
C8 C 0.3953(3) 0.29379(18) 0.5296(2) 0.0377(5) Uani 1 1 d . . .
H8A H 0.4782 0.2757 0.5869 0.045 Uiso 1 1 calc R . .
H8B H 0.4494 0.3311 0.4842 0.045 Uiso 1 1 calc R . .
C9 C -0.0243(3) 0.2341(3) 0.4933(3) 0.0697(9) Uani 1 1 d . . .
H9A H -0.0821 0.2880 0.5334 0.084 Uiso 1 1 calc R . .
H9B H -0.1031 0.1605 0.4413 0.084 Uiso 1 1 calc R . .
C10 C 0.2268(3) 0.3219(2) 0.6664(2) 0.0459(6) Uani 1 1 d . . .
H10A H 0.1710 0.3762 0.7082 0.055 Uiso 1 1 calc R . .
H10B H 0.3086 0.3037 0.7243 0.055 Uiso 1 1 calc R . .
C11 C 0.1035(4) 0.2049(2) 0.5839(2) 0.0580(8) Uani 1 1 d . . .
H11A H 0.0500 0.1671 0.6302 0.070 Uiso 1 1 calc R . .
C12 C 0.1911(4) 0.1181(2) 0.5198(2) 0.0522(7) Uani 1 1 d . . .
H12A H 0.1130 0.0438 0.4687 0.063 Uiso 1 1 calc R . .
H12B H 0.2722 0.0985 0.5771 0.063 Uiso 1 1 calc R . .
C13 C 0.4387(3) 0.49818(19) 0.6765(2) 0.0453(6) Uani 1 1 d . . .
H13A H 0.5121 0.4781 0.7377 0.054 Uiso 1 1 calc R . .
H13B H 0.5027 0.5254 0.6306 0.054 Uiso 1 1 calc R . .
C14 C 0.3709(3) 0.6010(2) 0.7347(2) 0.0476(6) Uani 1 1 d . . .
C15 C 0.3400(4) -1.0150(3) -0.2086(3) 0.0673(8) Uani 1 1 d . . .
H15A H 0.3737 -1.0197 -0.2752 0.081 Uiso 1 1 calc R . .
C16 C 0.3236(5) -0.9058(3) -0.1434(3) 0.0706(9) Uani 1 1 d . . .
H16A H 0.3461 -0.8382 -0.1660 0.085 Uiso 1 1 calc R . .
C17 C 0.2737(4) -0.8955(3) -0.0442(2) 0.0633(8) Uani 1 1 d . . .
C18 C 0.2378(5) -0.9984(3) -0.0169(3) 0.0754(10) Uani 1 1 d . . .
H18A H 0.1996 -0.9970 0.0474 0.090 Uiso 1 1 calc R . .
C19 C 0.2601(5) -1.1060(3) -0.0881(3) 0.0740(9) Uani 1 1 d . . .
H19A H 0.2381 -1.1756 -0.0685 0.089 Uiso 1 1 calc R . .
C20 C 0.2647(7) -0.7739(3) 0.0322(3) 0.1049(16) Uani 1 1 d . . .
H20A H 0.2367 -0.7844 0.1006 0.126 Uiso 1 1 calc R . .
H20B H 0.3729 -0.7213 0.0606 0.126 Uiso 1 1 calc R . .
C21 C 0.1517(5) -0.7129(3) -0.0211(3) 0.0847(12) Uani 1 1 d . . .
H21A H 0.0413 -0.7584 -0.0382 0.102 Uiso 1 1 calc R . .
H21B H 0.1684 -0.7119 -0.0956 0.102 Uiso 1 1 calc R . .
C22 C 0.1681(4) -0.5846(2) 0.0551(2) 0.0527(7) Uani 1 1 d . . .
C23 C 0.1138(4) -0.5605(3) 0.1523(3) 0.0592(7) Uani 1 1 d . . .
H23A H 0.0620 -0.6236 0.1708 0.071 Uiso 1 1 calc R . .
C24 C 0.1354(4) -0.4442(3) 0.2221(3) 0.0727(10) Uani 1 1 d . . .
H24A H 0.0982 -0.4315 0.2879 0.087 Uiso 1 1 calc R . .
C25 C 0.2559(5) -0.3700(3) 0.1095(4) 0.0896(13) Uani 1 1 d . . .
H25A H 0.3044 -0.3038 0.0935 0.107 Uiso 1 1 calc R . .
C26 C 0.2415(4) -0.4865(3) 0.0320(3) 0.0716(9) Uani 1 1 d . . .
H26A H 0.2804 -0.4969 -0.0330 0.086 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
C19 N1 C15 117.9(3) . . ?
C24 N2 C25 116.9(3) . . ?
O1 C1 O2 120.2(3) . . ?
O1 C1 C2 125.6(3) . . ?
O2 C1 C2 114.2(3) . . ?
C1 C2 C3 115.9(2) . . ?
C12 C3 C4 109.5(2) . . ?
C12 C3 C8 108.28(19) . . ?
C4 C3 C8 107.80(19) . . ?
C12 C3 C2 111.5(2) . . ?
C4 C3 C2 111.8(2) . . ?
C8 C3 C2 107.85(19) . . ?
C5 C4 C3 110.1(2) . . ?
C6 C5 C4 110.0(2) . . ?
C6 C5 C9 109.3(2) . . ?
C4 C5 C9 109.1(2) . . ?
C5 C6 C7 110.0(2) . . ?
C10 C7 C6 109.4(2) . . ?
C10 C7 C8 108.00(18) . . ?
C6 C7 C8 108.42(19) . . ?
C10 C7 C13 111.06(19) . . ?
C6 C7 C13 111.16(19) . . ?
C8 C7 C13 108.72(18) . . ?
C7 C8 C3 111.96(18) . . ?
C11 C9 C5 109.9(2) . . ?
C7 C10 C11 110.07(19) . . ?
C12 C11 C9 109.2(2) . . ?
C12 C11 C10 109.9(2) . . ?
C9 C11 C10 109.4(2) . . ?
C11 C12 C3 110.1(2) . . ?
C14 C13 C7 115.1(2) . . ?
O3 C14 O4 121.9(2) . . ?
O3 C14 C13 124.2(2) . . ?
O4 C14 C13 113.9(2) . . ?
N1 C15 C16 122.8(3) . . ?
C15 C16 C17 120.2(3) . . ?
C18 C17 C16 117.4(3) . . ?
C18 C17 C20 122.1(3) . . ?
C16 C17 C20 120.5(3) . . ?
C17 C18 C19 118.3(3) . . ?
N1 C19 C18 123.4(3) . . ?
C21 C20 C17 117.3(3) . . ?
C20 C21 C22 113.7(3) . . ?
C23 C22 C26 116.7(3) . . ?
C23 C22 C21 121.4(3) . . ?
C26 C22 C21 121.9(3) . . ?
C24 C23 C22 120.3(3) . . ?
N2 C24 C23 124.4(3) . . ?
N2 C25 C26 123.4(3) . . ?
C22 C26 C25 118.3(3) . . ?
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 C1 1.180(4) . ?
O2 C1 1.272(3) . ?
O3 C14 1.207(3) . ?
O4 C14 1.297(3) . ?
N1 C19 1.311(4) . ?
N1 C15 1.312(4) . ?
N2 C24 1.296(5) . ?
N2 C25 1.312(6) . ?
C1 C2 1.507(3) . ?
C2 C3 1.540(3) . ?
C3 C12 1.530(3) . ?
C3 C4 1.532(4) . ?
C3 C8 1.538(3) . ?
C4 C5 1.527(4) . ?
C5 C6 1.528(4) . ?
C5 C9 1.530(5) . ?
C6 C7 1.528(3) . ?
C7 C10 1.528(3) . ?
C7 C8 1.536(3) . ?
C7 C13 1.540(3) . ?
C9 C11 1.522(5) . ?
C10 C11 1.534(3) . ?
C11 C12 1.525(4) . ?
C13 C14 1.506(3) . ?
C15 C16 1.368(4) . ?
C16 C17 1.378(5) . ?
C17 C18 1.367(4) . ?
C17 C20 1.510(4) . ?
C18 C19 1.401(5) . ?
C20 C21 1.437(5) . ?
C21 C22 1.513(4) . ?
C22 C23 1.369(4) . ?
C22 C26 1.379(4) . ?
C23 C24 1.363(4) . ?
C25 C26 1.411(6) . ?
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 N2 0.82 1.95 2.739(4) 162.4 .
O4 H4C N1 0.82 1.85 2.661(3) 173.0 1_576
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195047
