#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/54/4025467.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_4025467
loop_
_publ_author_name
'Yin Chen'
'De-Xian Wang'
'Zhi-Tang Huang'
'Mei-Xiang Wang'
_publ_section_title
;
 Synthesis, Structure, and Functionalization of Homo
 Heterocalix[2]arene[2]triazines: Versatile Conformation and Cavity
 Structures Regulated by the Bridging Elements
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3786
_journal_page_last               3796
_journal_paper_doi               10.1021/jo100571c
_journal_volume                  75
_journal_year                    2010
_chemical_formula_sum            'C30 H38 N10 O2'
_chemical_formula_weight         570.70
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 103.64(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3195(19)
_cell_length_b                   26.600(5)
_cell_length_c                   12.980(3)
_cell_measurement_reflns_used    10167
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.53
_cell_volume                     3127.0(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0726
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10167
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_correction_T_min  0.9817
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5498
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0777
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.2060
_reflns_number_gt                3284
_reflns_number_total             5498
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo100571c_si_001_05.cif
_cod_data_source_block           22N22O
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        3127.0(11)
_cod_database_code               4025467
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0393(3) 0.67238(9) 0.97427(19) 0.0530(7) Uani 1 1 d . . .
O2 O -0.3921(3) 0.56148(9) 0.98242(18) 0.0503(6) Uani 1 1 d . . .
N8 N 0.1621(3) 0.60787(10) 1.0605(2) 0.0452(7) Uani 1 1 d . . .
N2 N -0.3222(3) 0.56723(11) 1.1635(2) 0.0492(8) Uani 1 1 d . . .
N1 N -0.2638(3) 0.49742(11) 1.0663(2) 0.0451(7) Uani 1 1 d . . .
N4 N -0.1418(3) 0.43068(10) 1.1552(2) 0.0491(8) Uani 1 1 d . . .
H4A H -0.1597 0.4162 1.0942 0.059 Uiso 1 1 calc R . .
C3 C -0.1971(4) 0.47663(13) 1.1609(3) 0.0418(8) Uani 1 1 d . . .
N7 N 0.1403(3) 0.68368(11) 1.1513(3) 0.0559(8) Uani 1 1 d . . .
N5 N 0.2873(3) 0.54186(10) 1.1493(2) 0.0490(8) Uani 1 1 d . . .
H5A H 0.2614 0.5266 1.0893 0.059 Uiso 1 1 calc R . .
N6 N 0.2686(3) 0.61340(12) 1.2461(2) 0.0551(8) Uani 1 1 d . . .
N3 N -0.1873(3) 0.49761(11) 1.2552(2) 0.0496(8) Uani 1 1 d . . .
C1 C -0.3234(3) 0.54213(13) 1.0761(3) 0.0420(8) Uani 1 1 d . . .
C12 C 0.2391(4) 0.58883(13) 1.1538(3) 0.0454(9) Uani 1 1 d . . .
C5 C 0.1679(4) 0.45628(12) 1.2396(2) 0.0433(8) Uani 1 1 d . . .
H5B H 0.1042 0.4830 1.2161 0.052 Uiso 1 1 calc R . .
N9 N -0.2416(3) 0.56665(13) 1.3447(2) 0.0637(9) Uani 1 1 d . . .
C2 C -0.2497(4) 0.54316(15) 1.2515(3) 0.0480(9) Uani 1 1 d . . .
C6 C 0.1093(4) 0.41076(12) 1.2585(2) 0.0449(9) Uani 1 1 d . . .
C16 C -0.2650(4) 0.66198(12) 0.9846(3) 0.0458(9) Uani 1 1 d . . .
H16A H -0.2295 0.6379 0.9449 0.055 Uiso 1 1 calc R . .
C14 C 0.1171(4) 0.65447(13) 1.0679(3) 0.0449(9) Uani 1 1 d . . .
C21 C -0.3943(4) 0.65284(13) 1.0153(3) 0.0486(9) Uani 1 1 d . . .
C10 C 0.3180(4) 0.46380(12) 1.2541(2) 0.0434(8) Uani 1 1 d . . .
C22 C -0.4822(4) 0.60539(14) 0.9836(3) 0.0561(10) Uani 1 1 d . . .
H22A H -0.5447 0.5997 1.0326 0.067 Uiso 1 1 calc R . .
H22B H -0.5461 0.6100 0.9136 0.067 Uiso 1 1 calc R . .
C17 C -0.1865(4) 0.70630(12) 1.0113(3) 0.0494(9) Uani 1 1 d . . .
C15 C -0.0490(4) 0.71679(14) 0.9750(3) 0.0609(11) Uani 1 1 d . . .
H15A H -0.0755 0.7308 0.9040 0.073 Uiso 1 1 calc R . .
H15B H 0.0091 0.7417 1.0214 0.073 Uiso 1 1 calc R . .
C13 C 0.2198(4) 0.66115(16) 1.2397(3) 0.0581(10) Uani 1 1 d . . .
N10 N 0.2528(4) 0.68885(14) 1.3292(3) 0.0730(11) Uani 1 1 d . . .
C4 C -0.0538(4) 0.40355(13) 1.2446(3) 0.0558(10) Uani 1 1 d . . .
H4B H -0.0762 0.3680 1.2354 0.067 Uiso 1 1 calc R . .
H4C H -0.0813 0.4145 1.3085 0.067 Uiso 1 1 calc R . .
C11 C 0.3792(4) 0.51422(14) 1.2362(3) 0.0596(11) Uani 1 1 d . . .
H11A H 0.3915 0.5340 1.3005 0.071 Uiso 1 1 calc R . .
H11B H 0.4761 0.5097 1.2221 0.071 Uiso 1 1 calc R . .
C9 C 0.4117(5) 0.42404(15) 1.2884(3) 0.0684(12) Uani 1 1 d . . .
H9A H 0.5131 0.4283 1.2985 0.082 Uiso 1 1 calc R . .
C25 C -0.1676(5) 0.54299(19) 1.4443(3) 0.0830(15) Uani 1 1 d . . .
H25A H -0.1335 0.5689 1.4969 0.100 Uiso 1 1 calc R . .
H25B H -0.0816 0.5249 1.4340 0.100 Uiso 1 1 calc R . .
C20 C -0.4460(5) 0.68919(16) 1.0730(4) 0.0737(13) Uani 1 1 d . . .
H20A H -0.5334 0.6836 1.0941 0.088 Uiso 1 1 calc R . .
C23 C -0.3070(5) 0.61627(18) 1.3482(3) 0.0821(15) Uani 1 1 d . . .
H23A H -0.3403 0.6193 1.4133 0.099 Uiso 1 1 calc R . .
H23B H -0.3928 0.6194 1.2894 0.099 Uiso 1 1 calc R . .
C18 C -0.2422(5) 0.74186(15) 1.0682(4) 0.0726(13) Uani 1 1 d . . .
H18A H -0.1920 0.7721 1.0857 0.087 Uiso 1 1 calc R . .
C27 C 0.3359(5) 0.6672(2) 1.4299(4) 0.0915(17) Uani 1 1 d . . .
H27A H 0.4019 0.6925 1.4688 0.110 Uiso 1 1 calc R . .
H27B H 0.3960 0.6396 1.4149 0.110 Uiso 1 1 calc R . .
C29 C 0.2205(6) 0.74295(19) 1.3254(4) 0.0923(17) Uani 1 1 d . . .
H29A H 0.2136 0.7541 1.3952 0.111 Uiso 1 1 calc R . .
H29B H 0.1255 0.7488 1.2770 0.111 Uiso 1 1 calc R . .
C8 C 0.3561(5) 0.37827(17) 1.3078(4) 0.0890(16) Uani 1 1 d . . .
H8B H 0.4200 0.3516 1.3311 0.107 Uiso 1 1 calc R . .
C7 C 0.2063(5) 0.37163(15) 1.2931(3) 0.0762(14) Uani 1 1 d . . .
H7B H 0.1697 0.3404 1.3065 0.091 Uiso 1 1 calc R . .
C19 C -0.3709(6) 0.73336(17) 1.0997(4) 0.0892(16) Uani 1 1 d . . .
H19A H -0.4069 0.7575 1.1390 0.107 Uiso 1 1 calc R . .
C28 C 0.2390(7) 0.6485(3) 1.4975(4) 0.126(2) Uani 1 1 d . . .
H28A H 0.2987 0.6347 1.5618 0.190 Uiso 1 1 calc R . .
H28B H 0.1746 0.6229 1.4601 0.190 Uiso 1 1 calc R . .
H28C H 0.1812 0.6758 1.5143 0.190 Uiso 1 1 calc R . .
C30 C 0.3369(7) 0.7739(2) 1.2902(5) 0.118(2) Uani 1 1 d . . .
H30A H 0.3106 0.8088 1.2888 0.176 Uiso 1 1 calc R . .
H30B H 0.3430 0.7635 1.2205 0.176 Uiso 1 1 calc R . .
H30C H 0.4308 0.7690 1.3388 0.176 Uiso 1 1 calc R . .
C26 C -0.2646(7) 0.5074(2) 1.4854(4) 0.122(2) Uani 1 1 d . . .
H26A H -0.2101 0.4927 1.5505 0.182 Uiso 1 1 calc R . .
H26B H -0.2977 0.4813 1.4342 0.182 Uiso 1 1 calc R . .
H26C H -0.3484 0.5252 1.4980 0.182 Uiso 1 1 calc R . .
C24 C -0.2015(7) 0.6585(2) 1.3427(6) 0.139(3) Uani 1 1 d . . .
H24A H -0.2503 0.6901 1.3446 0.209 Uiso 1 1 calc R . .
H24B H -0.1691 0.6559 1.2780 0.209 Uiso 1 1 calc R . .
H24C H -0.1177 0.6562 1.4020 0.209 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
C14 O1 C15 118.1(3) . . ?
C1 O2 C22 117.2(3) . . ?
C14 N8 C12 113.5(3) . . ?
C1 N2 C2 113.1(3) . . ?
C1 N1 C3 113.0(3) . . ?
C3 N4 C4 124.4(3) . . ?
N3 C3 N4 119.5(3) . . ?
N3 C3 N1 125.4(3) . . ?
N4 C3 N1 115.1(3) . . ?
C14 N7 C13 113.0(3) . . ?
C12 N5 C11 125.9(3) . . ?
C12 N6 C13 114.3(3) . . ?
C3 N3 C2 114.4(3) . . ?
N2 C1 N1 128.1(3) . . ?
N2 C1 O2 119.6(3) . . ?
N1 C1 O2 112.2(3) . . ?
N5 C12 N6 119.8(3) . . ?
N5 C12 N8 115.2(3) . . ?
N6 C12 N8 125.0(3) . . ?
C6 C5 C10 122.4(3) . . ?
C2 N9 C25 120.7(3) . . ?
C2 N9 C23 120.8(3) . . ?
C25 N9 C23 118.5(3) . . ?
N3 C2 N2 126.0(3) . . ?
N3 C2 N9 117.1(3) . . ?
N2 C2 N9 116.9(3) . . ?
C5 C6 C7 117.7(4) . . ?
C5 C6 C4 121.7(3) . . ?
C7 C6 C4 120.6(3) . . ?
C21 C16 C17 121.5(3) . . ?
N7 C14 N8 128.7(3) . . ?
N7 C14 O1 119.0(3) . . ?
N8 C14 O1 112.3(3) . . ?
C20 C21 C16 118.4(4) . . ?
C20 C21 C22 119.9(4) . . ?
C16 C21 C22 121.6(3) . . ?
C9 C10 C5 118.5(3) . . ?
C9 C10 C11 120.2(3) . . ?
C5 C10 C11 121.3(3) . . ?
O2 C22 C21 113.6(3) . . ?
C18 C17 C16 118.4(4) . . ?
C18 C17 C15 120.1(3) . . ?
C16 C17 C15 121.4(3) . . ?
O1 C15 C17 112.5(3) . . ?
N6 C13 N10 117.2(4) . . ?
N6 C13 N7 125.6(3) . . ?
N10 C13 N7 117.2(4) . . ?
C13 N10 C29 120.2(4) . . ?
C13 N10 C27 121.1(4) . . ?
C29 N10 C27 118.3(4) . . ?
N4 C4 C6 113.6(3) . . ?
N5 C11 C10 113.5(3) . . ?
C8 C9 C10 120.3(4) . . ?
N9 C25 C26 113.0(4) . . ?
C19 C20 C21 121.1(4) . . ?
N9 C23 C24 113.0(4) . . ?
C19 C18 C17 120.9(4) . . ?
N10 C27 C28 113.0(4) . . ?
N10 C29 C30 112.8(4) . . ?
C9 C8 C7 120.3(4) . . ?
C8 C7 C6 120.9(4) . . ?
C20 C19 C18 119.7(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 C14 1.347(4) . ?
O1 C15 1.441(4) . ?
O2 C1 1.337(4) . ?
O2 C22 1.441(4) . ?
N8 C14 1.319(4) . ?
N8 C12 1.352(4) . ?
N2 C1 1.315(4) . ?
N2 C2 1.344(4) . ?
N1 C1 1.331(4) . ?
N1 C3 1.356(4) . ?
N4 C3 1.335(4) . ?
N4 C4 1.446(4) . ?
C3 N3 1.329(4) . ?
N7 C14 1.308(4) . ?
N7 C13 1.351(5) . ?
N5 C12 1.334(4) . ?
N5 C11 1.446(4) . ?
N6 C12 1.336(4) . ?
N6 C13 1.345(5) . ?
N3 C2 1.340(4) . ?
C5 C6 1.374(4) . ?
C5 C10 1.381(5) . ?
N9 C2 1.347(4) . ?
N9 C25 1.457(5) . ?
N9 C23 1.459(5) . ?
C6 C7 1.382(5) . ?
C6 C4 1.500(5) . ?
C16 C21 1.378(5) . ?
C16 C17 1.388(5) . ?
C21 C20 1.377(5) . ?
C21 C22 1.508(5) . ?
C10 C9 1.377(5) . ?
C10 C11 1.497(5) . ?
C17 C18 1.375(5) . ?
C17 C15 1.492(5) . ?
C13 N10 1.348(5) . ?
N10 C29 1.469(6) . ?
N10 C27 1.471(6) . ?
C9 C8 1.369(6) . ?
C25 C26 1.492(7) . ?
C20 C19 1.370(6) . ?
C23 C24 1.505(7) . ?
C18 C19 1.375(6) . ?
C27 C28 1.485(8) . ?
C29 C30 1.516(7) . ?
C8 C7 1.375(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659211
