#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:27:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178783 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/37/4103765.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_4103765
loop_
_publ_author_name
'Zhong Li'
'Frank W. Fowler'
'Joseph W. Lauher'
_publ_section_title
;
 Weak Interactions Dominating the Supramolecular Self-Assembly in a Salt:
 A Designed Single-Crystal-to-Single-Crystal Topochemical Polymerization
 of a Terminal Aryldiacetylene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              634
_journal_page_last               643
_journal_paper_doi               10.1021/ja806663h
_journal_volume                  131
_journal_year                    2009
_chemical_formula_sum            'C28 H30 N4 O8'
_chemical_formula_weight         550.60
_chemical_name_common            '(diethynylbenzylNH3)2og   hydrate'
_space_group_IT_number           14
_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                 100.914(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.822(15)
_cell_length_b                   9.289(8)
_cell_length_c                   9.526(9)
_cell_measurement_temperature    273(2)
_cell_volume                     1375(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.893
_diffrn_measured_fraction_theta_max 0.893
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0862
_diffrn_reflns_av_sigmaI/netI    0.7183
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7907
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.31
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_type   none
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             580
_exptl_crystal_size_max          .15
_exptl_crystal_size_mid          .10
_exptl_crystal_size_min          .05
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.867
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         3083
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.867
_refine_ls_R_factor_all          0.4409
_refine_ls_R_factor_gt           0.0791
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1229P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0806
_refine_ls_wR_factor_ref         0.1848
_reflns_number_gt                515
_reflns_number_total             3383
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja806663h_si_012.cif
_cod_data_source_block           diethynylbenzylammonium_monomer_hydrate
_cod_database_code               4103765
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
C26 C 0.6659(6) 0.3626(11) 0.7397(10) 0.056(3) Uani 1 1 d .
H26 H 0.6858 0.4478 0.7062 0.068 Uiso 1 1 calc R
C27 C 0.6710(6) 0.1068(12) 0.7642(11) 0.066(3) Uani 1 1 d .
H27 H 0.6954 0.0185 0.7486 0.079 Uiso 1 1 calc R
C28 C 0.7737(6) 0.2295(10) 0.6280(10) 0.055(3) Uani 1 1 d .
H28A H 0.7884 0.1304 0.6115 0.066 Uiso 1 1 calc R
H28B H 0.7530 0.2740 0.5357 0.066 Uiso 1 1 calc R
C1 C 0.4979(6) 0.2473(11) 0.9396(10) 0.053(3) Uani 1 1 d .
C2 C 0.5998(6) 0.3659(11) 0.8133(10) 0.060(3) Uani 1 1 d .
H2 H 0.5760 0.4540 0.8313 0.072 Uiso 1 1 calc R
C3 C 0.3768(7) 0.2640(11) 1.0778(11) 0.063(3) Uani 1 1 d .
N3 N 0.9052(5) 0.8984(8) 0.5141(7) 0.043(2) Uani 1 1 d .
H3 H 0.8869 0.8886 0.4236 0.051 Uiso 1 1 calc R
C6 C 0.6054(7) 0.1117(12) 0.8340(11) 0.067(3) Uani 1 1 d .
H6 H 0.5842 0.0263 0.8649 0.081 Uiso 1 1 calc R
O5 O 0.8877(4) 0.6090(6) 0.5009(6) 0.0479(19) Uani 1 1 d .
O1 O 0.9281(5) 0.3383(7) 0.4568(8) 0.053(2) Uani 1 1 d .
O4 O 0.8159(4) 0.6008(7) 0.6818(7) 0.054(2) Uani 1 1 d .
C12 C 0.4399(6) 0.2552(11) 1.0008(10) 0.059(3) Uani 1 1 d .
N4 N 0.8520(5) 0.3065(8) 0.7012(8) 0.055(2) Uani 1 1 d .
H4A H 0.8399 0.3993 0.7098 0.082 Uiso 1 1 calc R
H4B H 0.8934 0.2977 0.6502 0.082 Uiso 1 1 calc R
H4C H 0.8698 0.2687 0.7876 0.082 Uiso 1 1 calc R
C13 C 0.9744(6) 0.9778(11) 0.5575(11) 0.043(3) Uani 1 1 d .
C16 C 0.8535(6) 0.6643(10) 0.5939(11) 0.039(2) Uani 1 1 d .
C17 C 0.7033(6) 0.2325(12) 0.7145(9) 0.047(3) Uani 1 1 d .
C18 C 0.8586(5) 0.8273(10) 0.6101(10) 0.044(3) Uani 1 1 d .
H18A H 0.8005 0.8656 0.5947 0.053 Uiso 1 1 calc R
H18B H 0.8859 0.8501 0.7075 0.053 Uiso 1 1 calc R
O3 O 1.0008(5) 1.0142(8) 0.6821(8) 0.082(3) Uani 1 1 d .
C23 C 0.3240(7) 0.2759(11) 1.1480(11) 0.070(3) Uani 1 1 d .
H23 H 0.2820 0.2854 1.2038 0.084 Uiso 1 1 calc R
C25 C 0.5680(6) 0.2417(12) 0.8613(10) 0.046(3) Uani 1 1 d .
H30 H 0.973 0.321 0.483 0.00(2) Uiso 1 1 d .
H31 H 0.902 0.438 0.472 0.00(2) Uiso 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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_3
C2 C26 C17 120.1(9) .
C6 C27 C17 120.7(10) .
N4 C28 C17 111.8(7) .
C12 C1 C25 178.1(11) .
C26 C2 C25 121.2(9) .
C23 C3 C12 177.3(12) .
C13 N3 C18 123.5(7) .
C27 C6 C25 121.4(10) .
C1 C12 C3 176.8(11) .
O3 C13 N3 124.5(8) .
O3 C13 C13 119.1(13) 3_776
N3 C13 C13 116.4(12) 3_776
O5 C16 O4 127.4(9) .
O5 C16 C18 117.7(9) .
O4 C16 C18 114.9(9) .
C26 C17 C27 118.4(8) .
C26 C17 C28 119.7(10) .
C27 C17 C28 121.8(10) .
N3 C18 C16 114.6(8) .
C2 C25 C6 118.2(9) .
C2 C25 C1 120.4(10) .
C6 C25 C1 121.4(10) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C26 C2 1.365(11) .
C26 C17 1.386(12) .
C27 C6 1.335(11) .
C27 C17 1.394(12) .
C28 N4 1.485(10) .
C28 C17 1.506(11) .
C1 C12 1.179(11) .
C1 C25 1.450(12) .
C2 C25 1.371(12) .
C3 C23 1.170(12) .
C3 C12 1.348(13) .
N3 C13 1.321(10) .
N3 C18 1.439(9) .
C6 C25 1.391(12) .
O5 C16 1.235(10) .
O4 C16 1.261(10) .
C13 O3 1.229(10) .
C13 C13 1.537(17) 3_776
C16 C18 1.522(11) .
