#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/32/7203200.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_7203200
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            'C24 H26 N2 O4'
_chemical_formula_weight         406.47
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.525(3)
_cell_length_b                   12.772(3)
_cell_length_c                   26.458(5)
_cell_measurement_reflns_used    31224
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.54
_cell_volume                     4232.5(16)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.1150
_diffrn_reflns_av_sigmaI/netI    0.1425
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            31224
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.9907
_exptl_absorpt_correction_T_min  0.9356
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   Abscor
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4851
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.1860
_refine_ls_R_factor_gt           0.0664
_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)+(0.0404P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1630
_refine_ls_wR_factor_ref         0.1846
_reflns_number_gt                1666
_reflns_number_total             4851
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b516212b.txt
_cod_data_source_block           compound_4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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        4232.5(15)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7203200
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 -0.2457(3) 0.3511(4) 0.59289(14) 0.1442(17) Uani 1 1 d . . .
O2 O -0.3491(2) 0.3246(3) 0.65678(11) 0.1035(11) Uani 1 1 d . . .
H2A H -0.3939 0.3439 0.6362 0.155 Uiso 1 1 calc R . .
O3 O 0.1133(2) 0.1885(2) 0.58694(11) 0.0810(9) Uani 1 1 d . . .
O4 O 0.1971(2) 0.1443(2) 0.65723(10) 0.0775(9) Uani 1 1 d . . .
H4B H 0.2478 0.1380 0.6378 0.116 Uiso 1 1 calc R . .
N1 N 0.3666(3) 0.1062(2) 0.59856(13) 0.0585(9) Uani 1 1 d . . .
N2 N 0.9927(3) 0.1201(2) 0.40409(15) 0.0687(10) Uani 1 1 d . . .
C1 C -0.2579(3) 0.3208(3) 0.63564(16) 0.0695(11) Uani 1 1 d . . .
C2 C -0.1676(3) 0.2790(3) 0.66743(13) 0.0508(9) Uani 1 1 d . . .
C3 C -0.1332(3) 0.3630(3) 0.70573(14) 0.0612(10) Uani 1 1 d . . .
H3A H -0.1117 0.4260 0.6879 0.073 Uiso 1 1 calc R . .
H3B H -0.1928 0.3804 0.7276 0.073 Uiso 1 1 calc R . .
C4 C -0.0410(3) 0.3229(3) 0.73730(14) 0.0622(10) Uani 1 1 d . . .
H4A H -0.0193 0.3773 0.7613 0.075 Uiso 1 1 calc R . .
C5 C 0.0540(3) 0.2949(3) 0.70354(14) 0.0569(9) Uani 1 1 d . . .
H5A H 0.1128 0.2702 0.7242 0.068 Uiso 1 1 calc R . .
H5B H 0.0776 0.3566 0.6853 0.068 Uiso 1 1 calc R . .
C6 C 0.0211(2) 0.2094(3) 0.66596(12) 0.0455(8) Uani 1 1 d . . .
C7 C -0.0722(3) 0.2514(3) 0.63415(12) 0.0480(8) Uani 1 1 d . . .
H7A H -0.0492 0.3132 0.6158 0.058 Uiso 1 1 calc R . .
H7B H -0.0933 0.1989 0.6096 0.058 Uiso 1 1 calc R . .
C8 C -0.0758(3) 0.2272(3) 0.76594(14) 0.0749(12) Uani 1 1 d . . .
H8A H -0.1352 0.2449 0.7879 0.090 Uiso 1 1 calc R . .
H8B H -0.0175 0.2024 0.7869 0.090 Uiso 1 1 calc R . .
C9 C -0.1096(3) 0.1413(3) 0.72953(16) 0.0667(11) Uani 1 1 d . . .
H9A H -0.1325 0.0795 0.7486 0.080 Uiso 1 1 calc R . .
C10 C -0.2022(3) 0.1811(3) 0.69702(16) 0.0618(10) Uani 1 1 d . . .
H10A H -0.2626 0.1980 0.7185 0.074 Uiso 1 1 calc R . .
H10B H -0.2241 0.1268 0.6736 0.074 Uiso 1 1 calc R . .
C11 C -0.0153(3) 0.1128(3) 0.69569(14) 0.0584(10) Uani 1 1 d . . .
H11A H -0.0361 0.0578 0.6724 0.070 Uiso 1 1 calc R . .
H11B H 0.0432 0.0869 0.7162 0.070 Uiso 1 1 calc R . .
C12 C 0.1142(3) 0.1804(3) 0.63238(15) 0.0548(9) Uani 1 1 d . . .
C13 C 0.4630(3) 0.0786(3) 0.61523(15) 0.0612(11) Uani 1 1 d . . .
H13A H 0.4700 0.0585 0.6489 0.073 Uiso 1 1 calc R . .
C14 C 0.5523(3) 0.0783(3) 0.58547(15) 0.0591(10) Uani 1 1 d . . .
H14A H 0.6178 0.0580 0.5989 0.071 Uiso 1 1 calc R . .
C15 C 0.5447(3) 0.1087(2) 0.53449(15) 0.0510(10) Uani 1 1 d . . .
C16 C 0.4440(3) 0.1356(2) 0.51757(15) 0.0557(10) Uani 1 1 d . . .
H16A H 0.4338 0.1553 0.4841 0.067 Uiso 1 1 calc R . .
C17 C 0.3580(3) 0.1332(2) 0.55053(17) 0.0601(10) Uani 1 1 d . . .
H17A H 0.2910 0.1514 0.5382 0.072 Uiso 1 1 calc R . .
C18 C 0.6362(3) 0.1148(3) 0.49948(15) 0.0599(10) Uani 1 1 d . . .
H18A H 0.6210 0.1357 0.4666 0.072 Uiso 1 1 calc R . .
C19 C 0.7360(3) 0.0942(2) 0.50942(16) 0.0605(10) Uani 1 1 d . . .
H19A H 0.7528 0.0741 0.5422 0.073 Uiso 1 1 calc R . .
C20 C 0.8238(3) 0.1003(2) 0.47269(16) 0.0535(10) Uani 1 1 d . . .
C21 C 0.9285(3) 0.1081(3) 0.48911(17) 0.0636(11) Uani 1 1 d . . .
H21A H 0.9442 0.1062 0.5234 0.076 Uiso 1 1 calc R . .
C22 C 1.0102(3) 0.1191(3) 0.4536(2) 0.0680(12) Uani 1 1 d . . .
H22A H 1.0800 0.1259 0.4651 0.082 Uiso 1 1 calc R . .
C23 C 0.8931(4) 0.1110(3) 0.38845(17) 0.0708(12) Uani 1 1 d . . .
H23A H 0.8802 0.1107 0.3538 0.085 Uiso 1 1 calc R . .
C24 C 0.8078(3) 0.1019(3) 0.42033(15) 0.0609(10) Uani 1 1 d . . .
H24A H 0.7391 0.0968 0.4072 0.073 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
C17 N1 C13 117.4(3) . . ?
C23 N2 C22 117.7(4) . . ?
O1 C1 O2 120.9(4) . . ?
O1 C1 C2 122.9(4) . . ?
O2 C1 C2 116.2(3) . . ?
C1 C2 C7 110.3(3) . . ?
C1 C2 C3 109.3(3) . . ?
C7 C2 C3 108.8(3) . . ?
C1 C2 C10 111.2(3) . . ?
C7 C2 C10 109.0(3) . . ?
C3 C2 C10 108.1(3) . . ?
C4 C3 C2 110.0(3) . . ?
C8 C4 C3 109.3(3) . . ?
C8 C4 C5 109.3(3) . . ?
C3 C4 C5 110.5(3) . . ?
C4 C5 C6 109.7(3) . . ?
C12 C6 C5 110.4(3) . . ?
C12 C6 C11 109.5(3) . . ?
C5 C6 C11 108.7(3) . . ?
C12 C6 C7 110.5(3) . . ?
C5 C6 C7 108.1(3) . . ?
C11 C6 C7 109.6(3) . . ?
C2 C7 C6 111.1(3) . . ?
C4 C8 C9 110.4(3) . . ?
C8 C9 C11 109.2(3) . . ?
C8 C9 C10 109.1(3) . . ?
C11 C9 C10 109.6(3) . . ?
C9 C10 C2 110.1(3) . . ?
C9 C11 C6 109.8(3) . . ?
O3 C12 O4 122.4(4) . . ?
O3 C12 C6 123.9(4) . . ?
O4 C12 C6 113.7(3) . . ?
N1 C13 C14 123.4(4) . . ?
C13 C14 C15 119.7(4) . . ?
C16 C15 C14 116.2(3) . . ?
C16 C15 C18 119.5(4) . . ?
C14 C15 C18 124.3(4) . . ?
C15 C16 C17 120.0(4) . . ?
N1 C17 C16 123.3(4) . . ?
C19 C18 C15 127.4(4) . . ?
C18 C19 C20 125.0(4) . . ?
C21 C20 C24 116.4(4) . . ?
C21 C20 C19 120.3(4) . . ?
C24 C20 C19 123.2(4) . . ?
C20 C21 C22 119.4(4) . . ?
N2 C22 C21 122.9(4) . . ?
N2 C23 C24 123.6(4) . . ?
C23 C24 C20 120.0(4) . . ?
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 1.205(4) . ?
O2 C1 1.273(5) . ?
O3 C12 1.207(4) . ?
O4 C12 1.313(4) . ?
N1 C17 1.321(5) . ?
N1 C13 1.334(5) . ?
N2 C23 1.320(5) . ?
N2 C22 1.328(5) . ?
C1 C2 1.507(5) . ?
C2 C7 1.526(4) . ?
C2 C3 1.537(5) . ?
C2 C10 1.538(5) . ?
C3 C4 1.515(5) . ?
C4 C8 1.503(5) . ?
C4 C5 1.530(5) . ?
C5 C6 1.533(4) . ?
C6 C12 1.512(5) . ?
C6 C11 1.533(4) . ?
C6 C7 1.537(4) . ?
C8 C9 1.521(5) . ?
C9 C11 1.527(5) . ?
C9 C10 1.531(5) . ?
C13 C14 1.368(5) . ?
C14 C15 1.407(5) . ?
C15 C16 1.382(5) . ?
C15 C18 1.476(5) . ?
C16 C17 1.385(5) . ?
C18 C19 1.303(5) . ?
C19 C20 1.470(5) . ?
C20 C21 1.385(5) . ?
C20 C24 1.400(5) . ?
C21 C22 1.397(5) . ?
C23 C24 1.366(5) . ?
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 1.83 2.649(4) 172.4 4_356
O4 H4B N1 0.82 1.86 2.675(4) 172.0 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139195043
