#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:03:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180166 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/62/7106219.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_7106219
loop_
_publ_author_name
'Sanjeev P. Mahanta'
'B. Sathish Kumar'
'Pradeepta K. Panda'
_publ_section_title
;
 Meso-diacylated calix[4]pyrrole: Structural diversities and enhanced
 binding towards dihydrogenphosphate ion
;
_journal_name_full               Chem.Commun.
_journal_page_first              4496
_journal_paper_doi               10.1039/c1cc10284b
_journal_volume                  47
_journal_year                    2011
_chemical_absolute_configuration unk
_chemical_formula_sum            'C30 H38 N4 O3'
_chemical_formula_weight         502.64
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 113.540(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.309(7)
_cell_length_b                   13.246(9)
_cell_length_c                   11.386(8)
_cell_measurement_reflns_used    5463
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.18
_cell_measurement_theta_min      2.26
_cell_volume                     1425.4(17)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13621
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.9864
_exptl_absorpt_correction_T_min  0.9804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.171
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.302
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         5030
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.302
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0807
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0398P)²+1.2467P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1624
_refine_ls_wR_factor_ref         0.1632
_reflns_number_gt                4941
_reflns_number_total             5030
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc10284b.txt
_cod_data_source_block           3
_cod_original_cell_volume        1425.6(18)
_cod_original_sg_symbol_H-M      'P2(1) '
_cod_database_code               7106219
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
C1 C 0.2773(4) 0.0213(3) 0.4079(3) 0.0285(8) Uani 1 1 d . . .
C2 C 0.2057(4) -0.0643(3) 0.3977(4) 0.0366(10) Uani 1 1 d . . .
H2 H 0.2430 -0.1290 0.4041 0.044 Uiso 1 1 calc R . .
C3 C 0.0654(4) -0.0412(3) 0.3759(4) 0.0374(10) Uani 1 1 d . . .
H3 H -0.0069 -0.0872 0.3641 0.045 Uiso 1 1 calc R . .
C4 C 0.0550(4) 0.0603(3) 0.3754(4) 0.0303(9) Uani 1 1 d . . .
C5 C -0.0660(4) 0.1275(3) 0.3731(4) 0.0387(10) Uani 1 1 d . . .
C6 C -0.0804(4) 0.2215(3) 0.2931(4) 0.0330(9) Uani 1 1 d . . .
C7 C -0.1063(5) 0.3189(3) 0.3111(4) 0.0393(10) Uani 1 1 d . . .
H7 H -0.1123 0.3453 0.3845 0.047 Uiso 1 1 calc R . .
C8 C -0.1227(4) 0.3738(3) 0.2002(4) 0.0397(10) Uani 1 1 d . . .
H8 H -0.1432 0.4423 0.1865 0.048 Uiso 1 1 calc R . .
C9 C -0.1031(4) 0.3085(3) 0.1172(4) 0.0294(9) Uani 1 1 d . . .
C10 C -0.1144(4) 0.3208(3) -0.0205(4) 0.0344(9) Uani 1 1 d . . .
C11 C 0.0118(4) 0.2790(3) -0.0397(4) 0.0315(9) Uani 1 1 d . . .
C12 C 0.0214(5) 0.2432(4) -0.1471(4) 0.0452(12) Uani 1 1 d . . .
H12 H -0.0537 0.2333 -0.2257 0.054 Uiso 1 1 calc R . .
C13 C 0.1644(5) 0.2236(4) -0.1195(4) 0.0516(12) Uani 1 1 d . . .
H13 H 0.1999 0.1958 -0.1756 0.062 Uiso 1 1 calc R . .
C14 C 0.2419(4) 0.2521(3) 0.0031(4) 0.0362(10) Uani 1 1 d . . .
C15 C 0.4004(4) 0.2600(4) 0.0773(4) 0.0433(11) Uani 1 1 d . . .
C16 C 0.4439(4) 0.2328(3) 0.2166(4) 0.0330(9) Uani 1 1 d . . .
C17 C 0.5348(4) 0.2770(3) 0.3249(4) 0.0401(10) Uani 1 1 d . . .
H17 H 0.5818 0.3379 0.3306 0.048 Uiso 1 1 calc R . .
C18 C 0.5452(4) 0.2136(3) 0.4280(4) 0.0329(9) Uani 1 1 d . . .
H18 H 0.6009 0.2255 0.5140 0.040 Uiso 1 1 calc R . .
C19 C 0.4611(4) 0.1332(3) 0.3805(4) 0.0263(8) Uani 1 1 d . . .
C20 C 0.4353(4) 0.0379(3) 0.4430(4) 0.0322(9) Uani 1 1 d . . .
C21 C -0.0384(6) 0.1586(5) 0.5109(5) 0.0674(17) Uani 1 1 d . . .
H21A H 0.0480 0.1966 0.5464 0.101 Uiso 1 1 calc R . .
H21B H -0.0303 0.0993 0.5618 0.101 Uiso 1 1 calc R . .
H21C H -0.1154 0.1994 0.5108 0.101 Uiso 1 1 calc R . .
C22 C -0.2036(5) 0.0668(4) 0.3164(6) 0.0596(15) Uani 1 1 d . . .
H22A H -0.2810 0.1078 0.3147 0.089 Uiso 1 1 calc R . .
H22B H -0.1961 0.0081 0.3681 0.089 Uiso 1 1 calc R . .
H22C H -0.2198 0.0463 0.2308 0.089 Uiso 1 1 calc R . .
C23 C -0.2493(5) 0.2683(4) -0.1118(4) 0.0511(12) Uani 1 1 d . . .
H23A H -0.2595 0.2782 -0.1986 0.077 Uiso 1 1 calc R . .
H23B H -0.3297 0.2964 -0.1010 0.077 Uiso 1 1 calc R . .
H23C H -0.2432 0.1974 -0.0931 0.077 Uiso 1 1 calc R . .
C24 C -0.1323(6) 0.4359(4) -0.0470(4) 0.0491(12) Uani 1 1 d . . .
C25 C -0.0017(8) 0.4987(4) -0.0111(7) 0.084(2) Uani 1 1 d . . .
H25A H -0.0260 0.5688 -0.0132 0.126 Uiso 1 1 calc R . .
H25B H 0.0412 0.4867 -0.0708 0.126 Uiso 1 1 calc R . .
H25C H 0.0638 0.4810 0.0737 0.126 Uiso 1 1 calc R . .
C26 C 0.4457(7) 0.3690(5) 0.0677(6) 0.082(2) Uani 1 1 d . . .
H26A H 0.4206 0.3861 -0.0206 0.123 Uiso 1 1 calc R . .
H26B H 0.5462 0.3752 0.1138 0.123 Uiso 1 1 calc R . .
H26C H 0.3985 0.4140 0.1039 0.123 Uiso 1 1 calc R . .
C27 C 0.4739(6) 0.1880(6) 0.0170(6) 0.0762(19) Uani 1 1 d . . .
H27A H 0.4446 0.1199 0.0220 0.114 Uiso 1 1 calc R . .
H27B H 0.5746 0.1932 0.0625 0.114 Uiso 1 1 calc R . .
H27C H 0.4483 0.2059 -0.0711 0.114 Uiso 1 1 calc R . .
C28 C 0.4984(5) -0.0527(3) 0.4010(4) 0.0391(10) Uani 1 1 d . . .
H28A H 0.4527 -0.0602 0.3097 0.059 Uiso 1 1 calc R . .
H28B H 0.4843 -0.1127 0.4417 0.059 Uiso 1 1 calc R . .
H28C H 0.5979 -0.0420 0.4253 0.059 Uiso 1 1 calc R . .
C29 C 0.5116(5) 0.0515(4) 0.5901(5) 0.0458(11) Uani 1 1 d . . .
C30 C 0.4438(5) 0.1142(5) 0.6584(5) 0.0676(16) Uani 1 1 d . . .
H30A H 0.3654 0.0780 0.6633 0.101 Uiso 1 1 calc R . .
H30B H 0.4106 0.1762 0.6126 0.101 Uiso 1 1 calc R . .
H30C H 0.5116 0.1287 0.7433 0.101 Uiso 1 1 calc R . .
H1A H 0.206(5) 0.162(4) 0.388(4) 0.044 Uiso 1 1 d . . .
H2A H -0.059(5) 0.169(4) 0.138(5) 0.044 Uiso 1 1 d . . .
H3A H 0.171(5) 0.303(4) 0.128(5) 0.044 Uiso 1 1 d . . .
H4A H 0.347(5) 0.104(4) 0.203(4) 0.044 Uiso 1 1 d . . .
H3C H 0.265(7) 0.376(5) 0.349(6) 0.069(19) Uiso 1 1 d . . .
N1 N 0.1856(3) 0.0989(2) 0.3948(3) 0.0282(7) Uani 1 1 d . . .
N2 N -0.0780(3) 0.2158(3) 0.1745(3) 0.0307(8) Uani 1 1 d . . .
N3 N 0.1467(4) 0.2852(3) 0.0511(3) 0.0337(8) Uani 1 1 d . . .
N4 N 0.3977(3) 0.1453(3) 0.2512(3) 0.0334(8) Uani 1 1 d . . .
O1 O -0.2456(5) 0.4723(3) -0.0949(4) 0.0787(13) Uani 1 1 d . . .
O2 O 0.6219(4) 0.0106(3) 0.6468(3) 0.0702(11) Uani 1 1 d . . .
O3 O 0.2163(4) 0.3226(3) 0.3365(5) 0.0668(11) Uani 1 1 d . . .
H3B H 0.216(8) 0.335(6) 0.413(8) 0.11(3) 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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 107.2(3) . . ?
C2 C1 C20 129.8(4) . . ?
N1 C1 C20 122.6(3) . . ?
C1 C2 C3 109.1(4) . . ?
C4 C3 C2 107.1(4) . . ?
C3 C4 N1 107.5(4) . . ?
C3 C4 C5 130.2(4) . . ?
N1 C4 C5 121.8(4) . . ?
C6 C5 C4 111.9(3) . . ?
C6 C5 C22 109.1(4) . . ?
C4 C5 C22 108.3(4) . . ?
C6 C5 C21 109.1(4) . . ?
C4 C5 C21 108.8(3) . . ?
C22 C5 C21 109.6(4) . . ?
C7 C6 N2 106.7(4) . . ?
C7 C6 C5 132.2(4) . . ?
N2 C6 C5 121.0(4) . . ?
C6 C7 C8 108.5(4) . . ?
C9 C8 C7 107.3(4) . . ?
C8 C9 N2 107.1(4) . . ?
C8 C9 C10 132.3(4) . . ?
N2 C9 C10 120.5(3) . . ?
C11 C10 C23 109.6(4) . . ?
C11 C10 C9 113.0(3) . . ?
C23 C10 C9 108.9(3) . . ?
C11 C10 C24 112.1(4) . . ?
C23 C10 C24 108.0(4) . . ?
C9 C10 C24 105.0(3) . . ?
C12 C11 N3 106.6(4) . . ?
C12 C11 C10 129.8(4) . . ?
N3 C11 C10 123.0(3) . . ?
C11 C12 C13 108.2(4) . . ?
C14 C13 C12 108.3(4) . . ?
C13 C14 N3 106.1(4) . . ?
C13 C14 C15 130.9(4) . . ?
N3 C14 C15 122.7(4) . . ?
C16 C15 C14 111.8(3) . . ?
C16 C15 C26 109.1(4) . . ?
C14 C15 C26 108.5(4) . . ?
C16 C15 C27 109.1(4) . . ?
C14 C15 C27 108.8(4) . . ?
C26 C15 C27 109.5(4) . . ?
C17 C16 N4 107.4(4) . . ?
C17 C16 C15 131.6(4) . . ?
N4 C16 C15 120.8(4) . . ?
C16 C17 C18 107.2(4) . . ?
C19 C18 C17 108.3(4) . . ?
C18 C19 N4 107.2(4) . . ?
C18 C19 C20 132.4(4) . . ?
N4 C19 C20 120.3(3) . . ?
C19 C20 C28 109.2(3) . . ?
C19 C20 C1 111.3(3) . . ?
C28 C20 C1 110.3(3) . . ?
C19 C20 C29 107.5(3) . . ?
C28 C20 C29 109.5(3) . . ?
C1 C20 C29 109.1(3) . . ?
O1 C24 C25 121.2(5) . . ?
O1 C24 C10 120.8(5) . . ?
C25 C24 C10 118.0(4) . . ?
O2 C29 C30 121.1(5) . . ?
O2 C29 C20 119.7(4) . . ?
C30 C29 C20 119.2(4) . . ?
C1 N1 C4 109.2(3) . . ?
C6 N2 C9 110.4(3) . . ?
C11 N3 C14 110.7(4) . . ?
C19 N4 C16 109.8(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
C1 C2 1.332(6) . ?
C1 N1 1.364(5) . ?
C1 C20 1.531(5) . ?
C2 C3 1.400(6) . ?
C3 C4 1.348(6) . ?
C4 N1 1.373(5) . ?
C4 C5 1.525(6) . ?
C5 C6 1.515(6) . ?
C5 C22 1.531(7) . ?
C5 C21 1.535(7) . ?
C6 C7 1.350(6) . ?
C6 N2 1.362(5) . ?
C7 C8 1.408(6) . ?
C8 C9 1.355(6) . ?
C9 N2 1.366(5) . ?
C9 C10 1.534(6) . ?
C10 C11 1.509(6) . ?
C10 C23 1.531(6) . ?
C10 C24 1.550(6) . ?
C11 C12 1.351(6) . ?
C11 N3 1.365(5) . ?
C12 C13 1.403(6) . ?
C13 C14 1.356(7) . ?
C14 N3 1.373(5) . ?
C14 C15 1.513(6) . ?
C15 C16 1.510(6) . ?
C15 C26 1.535(8) . ?
C15 C27 1.540(8) . ?
C16 C17 1.349(6) . ?
C16 N4 1.370(5) . ?
C17 C18 1.412(6) . ?
C18 C19 1.343(5) . ?
C19 N4 1.360(5) . ?
C19 C20 1.524(6) . ?
C20 C28 1.530(6) . ?
C20 C29 1.550(6) . ?
C24 O1 1.177(6) . ?
C24 C25 1.495(8) . ?
C29 O2 1.191(5) . ?
C29 C30 1.489(7) . ?
