#------------------------------------------------------------------------------
#$Date: 2016-03-26 03:03:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180166 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/62/7106218.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_7106218
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_sum            'C31 H38 Cl2 N4 O2'
_chemical_formula_weight         569.55
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 101.040(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2397(12)
_cell_length_b                   12.4463(13)
_cell_length_c                   24.466(3)
_cell_measurement_reflns_used    1688
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.9691
_cell_measurement_theta_min      2.5996
_cell_volume                     3060.4(6)
_computing_cell_refinement       CrysAlisPro
_computing_data_collection       CrysAlisPro
_computing_data_reduction        CrysAlisPro
_computing_molecular_graphics    OLEX2
_computing_publication_material  OLEX2
_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  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω 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  0.2627
_diffrn_reflns_av_sigmaI/netI    0.3525
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            23447
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    0.246
_exptl_absorpt_correction_T_max  0.9688
_exptl_absorpt_correction_T_min  0.9389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALE3 ABSPACK'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.817
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5395
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.817
_refine_ls_R_factor_all          0.2934
_refine_ls_R_factor_gt           0.0810
_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)+(0.0601P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1881
_reflns_number_gt                1444
_reflns_number_total             5395
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc10284b.txt
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'monoclinic/' was replaced with
'monoclinic' value as specified in the replacement file
'/home/robertas/cod-tools/perl-scripts/inputs/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3060.5(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7106218
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
C1 C 1.0999(6) 0.5843(5) 0.3518(3) 0.0390(17) Uani 1 1 d . . .
C2 C 1.1119(8) 0.5154(6) 0.3948(3) 0.070(2) Uani 1 1 d . . .
H2 H 1.1266 0.4419 0.3932 0.084 Uiso 1 1 calc R . .
C3 C 1.0984(8) 0.5742(6) 0.4432(3) 0.068(2) Uani 1 1 d . . .
H3 H 1.1013 0.5460 0.4786 0.081 Uiso 1 1 calc R . .
C4 C 1.0807(6) 0.6782(5) 0.4285(3) 0.0368(17) Uani 1 1 d . . .
C5 C 1.0484(7) 0.7767(5) 0.4603(3) 0.0402(17) Uani 1 1 d . . .
C6 C 0.9042(7) 0.8030(5) 0.4446(2) 0.0362(17) Uani 1 1 d . . .
C7 C 0.8353(7) 0.8949(5) 0.4317(3) 0.0469(19) Uani 1 1 d . . .
H7 H 0.8721 0.9631 0.4311 0.056 Uiso 1 1 calc R . .
C8 C 0.6982(7) 0.8705(6) 0.4193(3) 0.0473(19) Uani 1 1 d . . .
H8 H 0.6295 0.9197 0.4092 0.057 Uiso 1 1 calc R . .
C9 C 0.6837(7) 0.7627(6) 0.4246(3) 0.0425(18) Uani 1 1 d . . .
C10 C 0.5609(7) 0.6921(6) 0.4192(3) 0.056(2) Uani 1 1 d . . .
C11 C 0.5711(6) 0.6018(6) 0.3779(3) 0.0395(17) Uani 1 1 d . . .
C12 C 0.5452(7) 0.4971(6) 0.3802(3) 0.059(2) Uani 1 1 d . . .
H12 H 0.5224 0.4607 0.4102 0.071 Uiso 1 1 calc R . .
C13 C 0.5587(7) 0.4506(5) 0.3277(3) 0.055(2) Uani 1 1 d . . .
H13 H 0.5474 0.3786 0.3179 0.066 Uiso 1 1 calc R . .
C14 C 0.5906(6) 0.5302(5) 0.2954(3) 0.0349(17) Uani 1 1 d . . .
C15 C 0.6077(6) 0.5317(5) 0.2356(3) 0.0354(17) Uani 1 1 d . . .
C16 C 0.7451(7) 0.5693(4) 0.2305(3) 0.0325(16) Uani 1 1 d . . .
C17 C 0.7927(7) 0.6122(5) 0.1875(3) 0.0460(18) Uani 1 1 d . . .
H17 H 0.7416 0.6317 0.1533 0.055 Uiso 1 1 calc R . .
C18 C 0.9317(8) 0.6226(5) 0.2025(3) 0.055(2) Uani 1 1 d . . .
H18 H 0.9878 0.6507 0.1803 0.066 Uiso 1 1 calc R . .
C19 C 0.9696(7) 0.5839(5) 0.2555(3) 0.0373(17) Uani 1 1 d . . .
C20 C 1.1043(7) 0.5676(5) 0.2912(3) 0.0456(18) Uani 1 1 d . . .
C21 C 1.1310(6) 0.8765(5) 0.4485(3) 0.061(2) Uani 1 1 d . . .
H21A H 1.1094 0.8940 0.4096 0.091 Uiso 1 1 calc R . .
H21B H 1.2242 0.8605 0.4587 0.091 Uiso 1 1 calc R . .
H21C H 1.1101 0.9365 0.4700 0.091 Uiso 1 1 calc R . .
C22 C 1.0895(8) 0.7535(6) 0.5231(3) 0.064(2) Uani 1 1 d . . .
C23 C 1.2339(8) 0.7340(8) 0.5467(3) 0.125(4) Uani 1 1 d . . .
H23A H 1.2420 0.6801 0.5752 0.188 Uiso 1 1 calc R . .
H23B H 1.2743 0.7995 0.5624 0.188 Uiso 1 1 calc R . .
H23C H 1.2779 0.7100 0.5176 0.188 Uiso 1 1 calc R . .
C24 C 0.5511(8) 0.6427(6) 0.4755(3) 0.095(3) Uani 1 1 d . . .
H24A H 0.4703 0.6020 0.4719 0.143 Uiso 1 1 calc R . .
H24B H 0.5511 0.6988 0.5024 0.143 Uiso 1 1 calc R . .
H24C H 0.6259 0.5962 0.4875 0.143 Uiso 1 1 calc R . .
C25 C 0.4389(7) 0.7608(6) 0.3971(3) 0.086(3) Uani 1 1 d . . .
H25A H 0.4481 0.7928 0.3624 0.129 Uiso 1 1 calc R . .
H25B H 0.4310 0.8162 0.4236 0.129 Uiso 1 1 calc R . .
H25C H 0.3607 0.7165 0.3915 0.129 Uiso 1 1 calc R . .
C26 C 0.5036(6) 0.6051(5) 0.1998(3) 0.054(2) Uani 1 1 d . . .
H26A H 0.5116 0.6766 0.2148 0.081 Uiso 1 1 calc R . .
H26B H 0.4159 0.5781 0.2001 0.081 Uiso 1 1 calc R . .
H26C H 0.5184 0.6063 0.1622 0.081 Uiso 1 1 calc R . .
C27 C 0.5864(8) 0.4160(5) 0.2133(3) 0.0447(19) Uani 1 1 d . . .
C28 C 0.7017(7) 0.3403(4) 0.2202(3) 0.060(2) Uani 1 1 d . . .
H28A H 0.7456 0.3389 0.2585 0.090 Uiso 1 1 calc R . .
H28B H 0.7631 0.3639 0.1975 0.090 Uiso 1 1 calc R . .
H28C H 0.6704 0.2696 0.2089 0.090 Uiso 1 1 calc R . .
C30 C 1.2069(6) 0.6450(6) 0.2730(3) 0.066(2) Uani 1 1 d . . .
H30A H 1.2108 0.6320 0.2347 0.100 Uiso 1 1 calc R . .
H30B H 1.2931 0.6328 0.2957 0.100 Uiso 1 1 calc R . .
H30C H 1.1804 0.7180 0.2774 0.100 Uiso 1 1 calc R . .
C31 C 0.2250(7) 0.6419(5) 0.0745(3) 0.075(2) Uani 1 1 d . . .
H31A H 0.2493 0.6686 0.0405 0.090 Uiso 1 1 calc R . .
H31B H 0.2970 0.5968 0.0933 0.090 Uiso 1 1 calc R . .
C29C C 1.1505(7) 0.4517(5) 0.2826(3) 0.079(3) Uani 1 1 d . . .
H29A H 1.0963 0.4019 0.2983 0.118 Uiso 1 1 calc R . .
H29B H 1.2418 0.4435 0.3007 0.118 Uiso 1 1 calc R . .
H29C H 1.1420 0.4378 0.2435 0.118 Uiso 1 1 calc R . .
Cl1 Cl 0.2046(2) 0.74950(16) 0.11703(8) 0.0960(8) Uani 1 1 d . . .
Cl2 Cl 0.0844(3) 0.56711(18) 0.05795(12) 0.1270(11) Uani 1 1 d . . .
H4A H 0.856(7) 0.529(5) 0.306(3) 0.083 Uiso 1 1 d . . .
H3A H 0.607(7) 0.686(5) 0.314(3) 0.083 Uiso 1 1 d . . .
H1A H 1.044(7) 0.729(5) 0.353(3) 0.083 Uiso 1 1 d . . .
H2A H 0.828(7) 0.655(5) 0.447(3) 0.083 Uiso 1 1 d . . .
N3 N 0.5972(5) 0.6232(4) 0.3258(2) 0.0422(16) Uani 1 1 d . . .
N2 N 0.8097(6) 0.7222(4) 0.4397(2) 0.0413(16) Uani 1 1 d . . .
N1 N 1.0808(5) 0.6845(4) 0.3727(2) 0.0382(15) Uani 1 1 d . . .
N4 N 0.8550(6) 0.5526(4) 0.2723(2) 0.0357(14) Uani 1 1 d . . .
O2 O 0.4774(5) 0.3879(4) 0.1913(2) 0.0725(16) Uani 1 1 d . . .
O1 O 1.0095(6) 0.7588(6) 0.5527(2) 0.114(2) Uani 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'
Cl Cl 0.1484 0.1585 '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 106.5(6) . . ?
C2 C1 C20 131.8(6) . . ?
N1 C1 C20 121.7(6) . . ?
C1 C2 C3 108.4(6) . . ?
C4 C3 C2 107.6(6) . . ?
C3 C4 N1 107.2(6) . . ?
C3 C4 C5 132.0(6) . . ?
N1 C4 C5 120.4(6) . . ?
C6 C5 C4 110.3(5) . . ?
C6 C5 C22 111.5(6) . . ?
C4 C5 C22 108.4(5) . . ?
C6 C5 C21 108.8(5) . . ?
C4 C5 C21 111.7(5) . . ?
C22 C5 C21 106.2(5) . . ?
C7 C6 N2 105.6(6) . . ?
C7 C6 C5 134.0(6) . . ?
N2 C6 C5 120.3(6) . . ?
C6 C7 C8 108.8(6) . . ?
C9 C8 C7 108.4(6) . . ?
C8 C9 N2 106.0(6) . . ?
C8 C9 C10 131.8(7) . . ?
N2 C9 C10 122.1(6) . . ?
C9 C10 C25 108.4(6) . . ?
C9 C10 C11 108.8(6) . . ?
C25 C10 C11 109.4(6) . . ?
C9 C10 C24 110.5(6) . . ?
C25 C10 C24 110.7(6) . . ?
C11 C10 C24 108.9(6) . . ?
C12 C11 N3 107.7(6) . . ?
C12 C11 C10 130.7(7) . . ?
N3 C11 C10 121.3(6) . . ?
C11 C12 C13 107.6(6) . . ?
C14 C13 C12 107.7(6) . . ?
C13 C14 N3 107.2(6) . . ?
C13 C14 C15 131.8(6) . . ?
N3 C14 C15 120.8(6) . . ?
C14 C15 C16 111.6(5) . . ?
C14 C15 C27 107.2(5) . . ?
C16 C15 C27 109.4(5) . . ?
C14 C15 C26 111.2(5) . . ?
C16 C15 C26 108.8(5) . . ?
C27 C15 C26 108.5(5) . . ?
C17 C16 N4 105.7(6) . . ?
C17 C16 C15 131.9(6) . . ?
N4 C16 C15 122.0(6) . . ?
C16 C17 C18 109.4(6) . . ?
C19 C18 C17 107.7(7) . . ?
C18 C19 N4 106.3(6) . . ?
C18 C19 C20 131.5(7) . . ?
N4 C19 C20 122.1(6) . . ?
C19 C20 C1 110.9(6) . . ?
C19 C20 C29C 108.6(5) . . ?
C1 C20 C29C 109.3(6) . . ?
C19 C20 C30 110.3(5) . . ?
C1 C20 C30 110.3(5) . . ?
C29C C20 C30 107.4(6) . . ?
O1 C22 C23 121.0(7) . . ?
O1 C22 C5 120.4(7) . . ?
C23 C22 C5 118.3(7) . . ?
O2 C27 C28 121.0(6) . . ?
O2 C27 C15 119.3(7) . . ?
C28 C27 C15 119.6(6) . . ?
Cl2 C31 Cl1 111.9(4) . . ?
C14 N3 C11 109.8(5) . . ?
C9 N2 C6 111.3(5) . . ?
C4 N1 C1 110.3(5) . . ?
C19 N4 C16 110.9(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
C1 C2 1.345(8) . ?
C1 N1 1.376(7) . ?
C1 C20 1.505(8) . ?
C2 C3 1.420(8) . ?
C3 C4 1.346(8) . ?
C4 N1 1.367(7) . ?
C4 C5 1.521(8) . ?
C5 C6 1.489(8) . ?
C5 C22 1.541(9) . ?
C5 C21 1.560(8) . ?
C6 C7 1.350(7) . ?
C6 N2 1.386(7) . ?
C7 C8 1.411(8) . ?
C8 C9 1.359(7) . ?
C9 N2 1.369(7) . ?
C9 C10 1.518(9) . ?
C10 C25 1.525(8) . ?
C10 C11 1.528(8) . ?
C10 C24 1.528(9) . ?
C11 C12 1.333(8) . ?
C11 N3 1.379(7) . ?
C12 C13 1.439(8) . ?
C13 C14 1.345(8) . ?
C14 N3 1.371(7) . ?
C14 C15 1.508(8) . ?
C15 C16 1.510(8) . ?
C15 C27 1.540(8) . ?
C15 C26 1.543(7) . ?
C16 C17 1.351(7) . ?
C16 N4 1.385(7) . ?
C17 C18 1.406(8) . ?
C18 C19 1.369(8) . ?
C19 N4 1.372(7) . ?
C19 C20 1.499(8) . ?
C20 C29C 1.545(8) . ?
C20 C30 1.552(8) . ?
C22 O1 1.194(7) . ?
C22 C23 1.501(9) . ?
C27 O2 1.196(7) . ?
C27 C28 1.494(8) . ?
C31 Cl2 1.697(7) . ?
C31 Cl1 1.733(7) . ?
