#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/32/7203203.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_7203203
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 H30 N2 O4'
_chemical_formula_weight         434.52
_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                106.27(3)
_cell_angle_beta                 104.97(3)
_cell_angle_gamma                98.65(3)
_cell_formula_units_Z            2
_cell_length_a                   8.5551(17)
_cell_length_b                   11.840(2)
_cell_length_c                   12.496(3)
_cell_measurement_reflns_used    9789
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.79
_cell_volume                     1139.5(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 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Rigaku Raxis Rapid IP Area Detector'
_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  0.0501
_diffrn_reflns_av_sigmaI/netI    0.0346
_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            9789
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.9740
_exptl_absorpt_correction_T_min  0.9353
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Abscor
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.31
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1132
_refine_ls_R_factor_gt           0.0873
_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)+(0.1623P)²+0.5936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2538
_refine_ls_wR_factor_ref         0.2816
_reflns_number_gt                3616
_reflns_number_total             5055
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b516212b.txt
_cod_data_source_block           compound_7
_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.

'_exptl_absorpt_correction_type' value 'Empirical' changed to
'empirical' 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        1139.5(4)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7203203
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 0.0861(4) -0.19928(19) 0.2871(2) 0.0772(8) Uani 1 1 d . . .
H1A H 0.1246 -0.2521 0.2523 0.116 Uiso 1 1 calc R . .
O2 O 0.1885(5) -0.1012(2) 0.1878(3) 0.1010(11) Uani 1 1 d . . .
O3 O 0.3208(6) 0.5551(3) 0.7862(3) 0.1288(16) Uani 1 1 d . . .
O4 O 0.2067(4) 0.6132(2) 0.6416(2) 0.0830(8) Uani 1 1 d . . .
H4C H 0.2662 0.6788 0.6876 0.124 Uiso 1 1 calc R . .
N1 N 0.3252(4) 0.8493(2) 0.7930(3) 0.0690(8) Uani 1 1 d . . .
N2 N 0.1767(4) 1.6074(2) 1.1710(3) 0.0663(7) Uani 1 1 d . . .
C1 C 0.1168(4) -0.1045(2) 0.2577(3) 0.0504(6) Uani 1 1 d . . .
C2 C 0.0511(3) -0.0011(2) 0.3185(2) 0.0464(6) Uani 1 1 d . . .
H2B H -0.0132 -0.0296 0.3634 0.056 Uiso 1 1 calc R . .
H2C H -0.0244 0.0201 0.2588 0.056 Uiso 1 1 calc R . .
C3 C 0.1846(3) 0.1145(2) 0.4016(2) 0.0366(5) Uani 1 1 d . . .
C4 C 0.3174(4) 0.0870(2) 0.4935(2) 0.0499(6) Uani 1 1 d . . .
H4A H 0.2644 0.0480 0.5381 0.060 Uiso 1 1 calc R . .
H4B H 0.3746 0.0322 0.4544 0.060 Uiso 1 1 calc R . .
C5 C 0.4433(4) 0.2049(3) 0.5768(3) 0.0615(8) Uani 1 1 d . . .
H5A H 0.5283 0.1867 0.6346 0.074 Uiso 1 1 calc R . .
C6 C 0.3540(4) 0.2909(3) 0.6405(2) 0.0555(7) Uani 1 1 d . . .
H6A H 0.3007 0.2528 0.6855 0.067 Uiso 1 1 calc R . .
H6B H 0.4344 0.3646 0.6947 0.067 Uiso 1 1 calc R . .
C7 C 0.2230(3) 0.3218(2) 0.5513(2) 0.0424(6) Uani 1 1 d . . .
C8 C 0.0982(3) 0.2030(2) 0.4667(2) 0.0384(5) Uani 1 1 d . . .
H8A H 0.0138 0.2211 0.4098 0.046 Uiso 1 1 calc R . .
H8B H 0.0430 0.1648 0.5108 0.046 Uiso 1 1 calc R . .
C9 C 0.5265(4) 0.2657(3) 0.5060(3) 0.0714(10) Uani 1 1 d . . .
H9A H 0.5842 0.2120 0.4660 0.086 Uiso 1 1 calc R . .
H9B H 0.6079 0.3397 0.5585 0.086 Uiso 1 1 calc R . .
C10 C 0.3069(4) 0.3807(2) 0.4795(3) 0.0536(7) Uani 1 1 d . . .
H10A H 0.2237 0.4000 0.4227 0.064 Uiso 1 1 calc R . .
H10B H 0.3870 0.4556 0.5312 0.064 Uiso 1 1 calc R . .
C11 C 0.3949(4) 0.2951(3) 0.4159(3) 0.0576(8) Uani 1 1 d . . .
H11A H 0.4490 0.3339 0.3707 0.069 Uiso 1 1 calc R . .
C12 C 0.2686(4) 0.1775(2) 0.3326(2) 0.0477(6) Uani 1 1 d . . .
H12A H 0.1849 0.1955 0.2751 0.057 Uiso 1 1 calc R . .
H12B H 0.3249 0.1240 0.2909 0.057 Uiso 1 1 calc R . .
C13 C 0.1252(4) 0.4038(2) 0.6115(3) 0.0531(7) Uani 1 1 d . . .
H13A H 0.0335 0.4110 0.5512 0.064 Uiso 1 1 calc R . .
H13B H 0.0776 0.3644 0.6582 0.064 Uiso 1 1 calc R . .
C14 C 0.2255(4) 0.5297(2) 0.6900(3) 0.0546(7) Uani 1 1 d . . .
C15 C 0.2665(5) 0.8567(3) 0.8802(3) 0.0732(10) Uani 1 1 d . . .
H15A H 0.2283 0.7853 0.8928 0.088 Uiso 1 1 calc R . .
C16 C 0.2572(5) 0.9668(3) 0.9568(3) 0.0666(8) Uani 1 1 d . . .
H16A H 0.2155 0.9677 1.0187 0.080 Uiso 1 1 calc R . .
C17 C 0.3121(4) 1.0743(2) 0.9375(2) 0.0502(7) Uani 1 1 d . . .
C18 C 0.3793(4) 1.0633(3) 0.8469(3) 0.0567(7) Uani 1 1 d . . .
H18A H 0.4237 1.1321 0.8325 0.068 Uiso 1 1 calc R . .
C19 C 0.3805(4) 0.9505(3) 0.7780(3) 0.0655(8) Uani 1 1 d . . .
H19A H 0.4238 0.9462 0.7163 0.079 Uiso 1 1 calc R . .
C20 C 0.2898(5) 1.1887(3) 1.0086(3) 0.0628(8) Uani 1 1 d . . .
H20A H 0.2712 1.1894 1.0788 0.075 Uiso 1 1 calc R . .
C21 C 0.2930(5) 1.2877(3) 0.9859(3) 0.0642(8) Uani 1 1 d . . .
H21A H 0.3220 1.2898 0.9195 0.077 Uiso 1 1 calc R . .
C22 C 0.2561(4) 1.3986(3) 1.0523(2) 0.0545(7) Uani 1 1 d . . .
C23 C 0.2772(5) 1.5002(3) 1.0193(3) 0.0722(10) Uani 1 1 d . . .
H23A H 0.3174 1.5000 0.9569 0.087 Uiso 1 1 calc R . .
C24 C 0.2363(5) 1.6047(3) 1.0823(4) 0.0781(10) Uani 1 1 d . . .
H24A H 0.2517 1.6737 1.0610 0.094 Uiso 1 1 calc R . .
C25 C 0.1612(5) 1.5104(3) 1.2017(3) 0.0714(9) Uani 1 1 d . . .
H25A H 0.1230 1.5128 1.2653 0.086 Uiso 1 1 calc R . .
C26 C 0.1976(5) 1.4064(3) 1.1459(3) 0.0676(9) Uani 1 1 d . . .
H26A H 0.1827 1.3401 1.1714 0.081 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
C15 N1 C19 117.1(3) . . ?
C25 N2 C24 117.7(3) . . ?
O2 C1 O1 122.2(3) . . ?
O2 C1 C2 124.5(3) . . ?
O1 C1 C2 113.4(2) . . ?
C1 C2 C3 115.5(2) . . ?
C12 C3 C4 109.6(2) . . ?
C12 C3 C8 107.68(19) . . ?
C4 C3 C8 108.27(19) . . ?
C12 C3 C2 111.1(2) . . ?
C4 C3 C2 111.7(2) . . ?
C8 C3 C2 108.37(19) . . ?
C5 C4 C3 109.9(2) . . ?
C9 C5 C4 109.4(2) . . ?
C9 C5 C6 109.3(3) . . ?
C4 C5 C6 109.9(2) . . ?
C7 C6 C5 110.0(2) . . ?
C10 C7 C6 109.6(2) . . ?
C10 C7 C8 108.2(2) . . ?
C6 C7 C8 108.3(2) . . ?
C10 C7 C13 111.2(2) . . ?
C6 C7 C13 111.6(2) . . ?
C8 C7 C13 107.9(2) . . ?
C7 C8 C3 111.79(19) . . ?
C5 C9 C11 109.8(2) . . ?
C11 C10 C7 110.1(2) . . ?
C10 C11 C9 109.3(2) . . ?
C10 C11 C12 109.9(2) . . ?
C9 C11 C12 109.2(3) . . ?
C3 C12 C11 110.3(2) . . ?
C14 C13 C7 115.3(2) . . ?
O3 C14 O4 120.1(3) . . ?
O3 C14 C13 125.6(3) . . ?
O4 C14 C13 114.2(3) . . ?
N1 C15 C16 123.8(3) . . ?
C17 C16 C15 118.5(3) . . ?
C18 C17 C16 116.0(3) . . ?
C18 C17 C20 124.2(3) . . ?
C16 C17 C20 119.8(3) . . ?
C19 C18 C17 119.9(3) . . ?
N1 C19 C18 124.6(3) . . ?
C21 C20 C17 128.0(3) . . ?
C20 C21 C22 127.6(3) . . ?
C26 C22 C23 117.2(3) . . ?
C26 C22 C21 123.2(3) . . ?
C23 C22 C21 119.6(3) . . ?
C22 C23 C24 118.7(3) . . ?
N2 C24 C23 122.1(3) . . ?
N2 C25 C26 123.8(3) . . ?
C25 C26 C22 120.4(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 1.287(3) . ?
O2 C1 1.195(4) . ?
O3 C14 1.191(4) . ?
O4 C14 1.305(4) . ?
N1 C15 1.300(5) . ?
N1 C19 1.303(5) . ?
N2 C25 1.307(4) . ?
N2 C24 1.330(5) . ?
C1 C2 1.517(4) . ?
C2 C3 1.542(3) . ?
C3 C12 1.528(3) . ?
C3 C4 1.537(3) . ?
C3 C8 1.541(3) . ?
C4 C5 1.532(4) . ?
C5 C9 1.527(5) . ?
C5 C6 1.533(4) . ?
C6 C7 1.530(4) . ?
C7 C10 1.529(4) . ?
C7 C8 1.539(3) . ?
C7 C13 1.539(3) . ?
C9 C11 1.529(5) . ?
C10 C11 1.522(4) . ?
C11 C12 1.531(4) . ?
C13 C14 1.510(4) . ?
C15 C16 1.412(5) . ?
C16 C17 1.396(4) . ?
C17 C18 1.381(4) . ?
C17 C20 1.467(4) . ?
C18 C19 1.374(4) . ?
C20 C21 1.279(5) . ?
C21 C22 1.470(4) . ?
C22 C26 1.373(4) . ?
C22 C23 1.378(4) . ?
C23 C24 1.413(5) . ?
C25 C26 1.359(4) . ?
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
O1 H1A N2 0.82 1.87 2.683(3) 169.3 1_534
O4 H4C N1 0.82 1.98 2.759(4) 158.2 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195046
