#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/62/7106222.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_7106222
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_formula_moiety         'C12 H14 N2 O'
_chemical_formula_sum            'C12 H14 N2 O'
_chemical_formula_weight         202.25
_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                 103.131(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0771(7)
_cell_length_b                   19.1132(19)
_cell_length_c                   8.2747(8)
_cell_measurement_reflns_used    5215
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.89
_cell_measurement_theta_min      2.74
_cell_volume                     1090.02(19)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0249
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10215
_diffrn_reflns_theta_full        25.98
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9912
_exptl_absorpt_correction_T_min  0.9386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.140
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         2137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0625P)²+0.2343P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1242
_reflns_number_gt                1825
_reflns_number_total             2137
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc10284b.txt
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7106222
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 0.25622(18) 0.50813(6) 0.44936(16) 0.0601(4) Uani 1 1 d . . .
C4 C 0.2418(2) 0.37437(7) 0.56622(19) 0.0423(4) Uani 1 1 d . . .
N2 N 0.0544(2) 0.29897(8) 0.20409(19) 0.0577(4) Uani 1 1 d . . .
N1 N 0.0785(2) 0.39496(8) 0.61371(19) 0.0548(4) Uani 1 1 d . . .
C3 C 0.3627(2) 0.34554(9) 0.7031(2) 0.0518(4) Uani 1 1 d . . .
H3 H 0.4845 0.3264 0.7076 0.062 Uiso 1 1 calc R . .
C6 C 0.2975(2) 0.46393(8) 0.35907(19) 0.0455(4) Uani 1 1 d . . .
C9 C 0.0855(2) 0.36496(8) 0.26480(18) 0.0418(4) Uani 1 1 d . . .
C5 C 0.2677(2) 0.38542(7) 0.39193(18) 0.0401(4) Uani 1 1 d . . .
C8 C 0.4462(2) 0.34382(9) 0.3689(2) 0.0508(4) Uani 1 1 d . . .
H8A H 0.5613 0.3632 0.4389 0.076 Uiso 1 1 calc R . .
H8B H 0.4555 0.3466 0.2551 0.076 Uiso 1 1 calc R . .
H8C H 0.4331 0.2958 0.3982 0.076 Uiso 1 1 calc R . .
C10 C -0.0747(2) 0.40318(9) 0.1948(2) 0.0537(4) Uani 1 1 d . . .
H10 H -0.0937 0.4504 0.2130 0.064 Uiso 1 1 calc R . .
C1 C 0.0954(3) 0.38084(9) 0.7771(2) 0.0640(5) Uani 1 1 d . . .
H1 H 0.0032 0.3906 0.8381 0.077 Uiso 1 1 calc R . .
C11 C -0.2066(2) 0.35842(11) 0.0899(2) 0.0600(5) Uani 1 1 d . . .
H11 H -0.3282 0.3706 0.0265 0.072 Uiso 1 1 calc R . .
C12 C -0.1240(3) 0.29518(11) 0.0988(2) 0.0661(5) Uani 1 1 d . . .
H12 H -0.1789 0.2554 0.0426 0.079 Uiso 1 1 calc R . .
C2 C 0.2693(3) 0.35014(10) 0.8357(2) 0.0619(5) Uani 1 1 d . . .
H2 H 0.3183 0.3349 0.9438 0.074 Uiso 1 1 calc R . .
C7 C 0.3755(3) 0.48339(10) 0.2113(2) 0.0682(5) Uani 1 1 d . . .
H7A H 0.3412 0.5309 0.1805 0.102 Uiso 1 1 calc R . .
H7B H 0.3211 0.4530 0.1203 0.102 Uiso 1 1 calc R . .
H7C H 0.5142 0.4787 0.2383 0.102 Uiso 1 1 calc R . .
H1A H -0.018(3) 0.4156(11) 0.556(2) 0.069(6) Uiso 1 1 d . . .
H2A H 0.130(3) 0.2638(11) 0.232(2) 0.067(6) 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
N1 C4 C3 106.80(15) . . ?
N1 C4 C5 122.07(13) . . ?
C3 C4 C5 131.12(14) . . ?
C9 N2 C12 109.57(16) . . ?
C9 N2 H2A 126.1(13) . . ?
C12 N2 H2A 124.1(13) . . ?
C1 N1 C4 110.00(16) . . ?
C1 N1 H1A 122.5(14) . . ?
C4 N1 H1A 127.5(14) . . ?
C4 C3 C2 107.70(16) . . ?
C4 C3 H3 126.2 . . ?
C2 C3 H3 126.2 . . ?
O1 C6 C7 121.15(15) . . ?
O1 C6 C5 120.54(15) . . ?
C7 C6 C5 118.30(14) . . ?
N2 C9 C10 106.96(14) . . ?
N2 C9 C5 122.46(13) . . ?
C10 C9 C5 130.54(14) . . ?
C4 C5 C9 110.95(12) . . ?
C4 C5 C8 109.09(12) . . ?
C9 C5 C8 111.86(12) . . ?
C4 C5 C6 110.76(12) . . ?
C9 C5 C6 104.84(11) . . ?
C8 C5 C6 109.28(12) . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 C10 C11 107.86(16) . . ?
C9 C10 H10 126.1 . . ?
C11 C10 H10 126.1 . . ?
C2 C1 N1 108.11(16) . . ?
C2 C1 H1 125.9 . . ?
N1 C1 H1 125.9 . . ?
C12 C11 C10 107.14(15) . . ?
C12 C11 H11 126.4 . . ?
C10 C11 H11 126.4 . . ?
C11 C12 N2 108.47(16) . . ?
C11 C12 H12 125.8 . . ?
N2 C12 H12 125.8 . . ?
C1 C2 C3 107.39(16) . . ?
C1 C2 H2 126.3 . . ?
C3 C2 H2 126.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
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 C6 1.2068(19) . ?
C4 N1 1.361(2) . ?
C4 C3 1.371(2) . ?
C4 C5 1.509(2) . ?
N2 C9 1.357(2) . ?
N2 C12 1.363(2) . ?
N2 H2A 0.86(2) . ?
N1 C1 1.357(2) . ?
N1 H1A 0.84(2) . ?
C3 C2 1.406(3) . ?
C3 H3 0.9300 . ?
C6 C7 1.499(2) . ?
C6 C5 1.548(2) . ?
C9 C10 1.362(2) . ?
C9 C5 1.5186(19) . ?
C5 C8 1.541(2) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C10 C11 1.410(2) . ?
C10 H10 0.9300 . ?
C1 C2 1.350(3) . ?
C1 H1 0.9300 . ?
C11 C12 1.337(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653269
