#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:17:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178378 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020045.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_4020045
loop_
_publ_author_name
'Huang, Feihe'
'Zakharov, Lev N.'
'Rheingold, Arnold L.'
'Ashraf-Khorassani, Mehdi'
_publ_section_title
;
Synthesis of a Symmetric Cylindrical Bis(crown ether)
Host and Its Complexation with Paraquat
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              809
_journal_page_last               813
_journal_paper_doi               10.1021/jo048111u
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C102 H129 F24 N7 O24 P4'
_chemical_formula_weight         2417.00
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.6450(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.0015(12)
_cell_length_b                   20.6348(18)
_cell_length_c                   20.0547(18)
_cell_measurement_reflns_used    9372
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.32
_cell_measurement_theta_min      2.21
_cell_volume                     5674.9(9)
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0579
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29758
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.43
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.178
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2516
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     682
_refine_ls_number_reflns         10007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.1428
_refine_ls_R_factor_gt           0.1101
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1746P)²+5.3365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3122
_refine_ls_wR_factor_ref         0.3366
_reflns_number_gt                6201
_reflns_number_total             10007
_reflns_threshold_expression     >2sigma(I)
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4020045
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 0.3949(2) 0.56786(17) 0.93232(17) 0.0620(9) Uani 1 1 d . . .
O2 O 0.2517(2) 0.66631(17) 0.95064(18) 0.0630(9) Uani 1 1 d . . .
O3 O 0.1461(2) 0.74860(16) 0.84365(17) 0.0610(9) Uani 1 1 d . . .
O4 O 0.2179(2) 0.78029(18) 0.71998(18) 0.0655(9) Uani 1 1 d . . .
O5 O 0.3847(2) 0.80186(17) 0.66037(19) 0.0681(10) Uani 1 1 d . . .
O6 O 0.7129(4) 0.8592(5) 0.7022(4) 0.195(4) Uani 1 1 d . . .
O7 O 0.8452(6) 0.8848(4) 0.8196(5) 0.179(3) Uani 1 1 d . . .
O8 O 0.9090(4) 0.8303(3) 0.9473(5) 0.134(2) Uani 1 1 d . . .
O9 O 0.8738(3) 0.7083(3) 1.0062(4) 0.154(3) Uani 1 1 d . . .
O10 O 0.7359(3) 0.6043(2) 0.9964(3) 0.1145(18) Uani 1 1 d . . .
O11 O 0.5180(3) 0.4712(2) 0.7446(2) 0.0826(12) Uani 1 1 d . . .
O12 O 0.4814(2) 0.29890(18) 0.53230(19) 0.0700(10) Uani 1 1 d . . .
C1 C 0.5682(4) 0.5850(3) 0.9669(3) 0.0715(15) Uani 1 1 d . . .
H1A H 0.5603 0.6098 1.0053 0.086 Uiso 1 1 calc R . .
C2 C 0.6613(4) 0.5757(3) 0.9533(4) 0.0789(17) Uani 1 1 d . . .
C3 C 0.6725(4) 0.5392(3) 0.8962(4) 0.0787(17) Uani 1 1 d . . .
H3A H 0.7355 0.5325 0.8866 0.094 Uiso 1 1 calc R . .
C4 C 0.5908(4) 0.5130(2) 0.8540(3) 0.0669(14) Uani 1 1 d . . .
C5 C 0.4992(4) 0.5218(2) 0.8683(3) 0.0570(12) Uani 1 1 d . . .
H5A H 0.4436 0.5030 0.8398 0.068 Uiso 1 1 calc R . .
C6 C 0.4887(3) 0.5586(2) 0.9252(3) 0.0583(12) Uani 1 1 d . . .
C7 C 0.3797(4) 0.5951(3) 0.9950(3) 0.0678(14) Uani 1 1 d . . .
H7A H 0.4172 0.6358 1.0051 0.081 Uiso 1 1 calc R . .
H7B H 0.4019 0.5644 1.0330 0.081 Uiso 1 1 calc R . .
C8 C 0.2730(4) 0.6081(3) 0.9875(3) 0.0695(14) Uani 1 1 d . . .
H8A H 0.2347 0.5720 0.9628 0.083 Uiso 1 1 calc R . .
H8B H 0.2559 0.6122 1.0328 0.083 Uiso 1 1 calc R . .
C9 C 0.1542(3) 0.6879(3) 0.9455(3) 0.0633(13) Uani 1 1 d . . .
H9A H 0.1377 0.6895 0.9912 0.076 Uiso 1 1 calc R . .
H9B H 0.1085 0.6577 0.9168 0.076 Uiso 1 1 calc R . .
C10 C 0.1458(3) 0.7535(3) 0.9145(3) 0.0611(13) Uani 1 1 d . . .
H10A H 0.0845 0.7743 0.9209 0.073 Uiso 1 1 calc R . .
H10B H 0.2011 0.7808 0.9371 0.073 Uiso 1 1 calc R . .
C11 C 0.1404(4) 0.8097(3) 0.8118(3) 0.0724(15) Uani 1 1 d . . .
H11A H 0.2001 0.8349 0.8303 0.087 Uiso 1 1 calc R . .
H11B H 0.0839 0.8339 0.8218 0.087 Uiso 1 1 calc R . .
C12 C 0.1298(4) 0.8027(3) 0.7366(3) 0.0771(16) Uani 1 1 d . . .
H12A H 0.0767 0.7716 0.7192 0.093 Uiso 1 1 calc R . .
H12B H 0.1120 0.8450 0.7144 0.093 Uiso 1 1 calc R . .
C13 C 0.2135(4) 0.7875(3) 0.6486(3) 0.0646(13) Uani 1 1 d . . .
H13A H 0.2053 0.8339 0.6361 0.078 Uiso 1 1 calc R . .
H13B H 0.1562 0.7637 0.6231 0.078 Uiso 1 1 calc R . .
C14 C 0.3053(3) 0.7618(2) 0.6290(3) 0.0596(12) Uani 1 1 d . . .
H14A H 0.3170 0.7165 0.6447 0.071 Uiso 1 1 calc R . .
H14B H 0.2984 0.7627 0.5789 0.071 Uiso 1 1 calc R . .
C15 C 0.4731(3) 0.7906(2) 0.6424(3) 0.0583(12) Uani 1 1 d . . .
C16 C 0.4880(4) 0.7483(3) 0.5928(3) 0.0611(12) Uani 1 1 d . . .
H16A H 0.4367 0.7216 0.5696 0.073 Uiso 1 1 calc R . .
C17 C 0.5807(4) 0.7456(3) 0.5774(3) 0.0745(16) Uani 1 1 d . . .
C18 C 0.6569(4) 0.7813(4) 0.6130(4) 0.098(2) Uani 1 1 d . . .
H18A H 0.7194 0.7789 0.6016 0.117 Uiso 1 1 calc R . .
C19 C 0.6418(5) 0.8199(4) 0.6648(4) 0.0887(18) Uani 1 1 d . . .
C20 C 0.5492(4) 0.8261(3) 0.6783(3) 0.0789(16) Uani 1 1 d . . .
H20A H 0.5383 0.8551 0.7128 0.095 Uiso 1 1 calc R . .
C21 C 0.7998(10) 0.8579(7) 0.7036(7) 0.180(5) Uiso 1 1 d . . .
H21A H 0.8124 0.8668 0.6577 0.216 Uiso 1 1 calc R . .
H21B H 0.8262 0.8144 0.7181 0.216 Uiso 1 1 calc R . .
C22 C 0.8496(9) 0.9090(6) 0.7537(8) 0.188(6) Uani 1 1 d . . .
H22A H 0.9182 0.9152 0.7492 0.225 Uiso 1 1 calc R . .
H22B H 0.8151 0.9510 0.7454 0.225 Uiso 1 1 calc R . .
C23 C 0.9113(5) 0.9156(4) 0.8683(8) 0.157(5) Uani 1 1 d . . .
H23A H 0.9049 0.9631 0.8625 0.188 Uiso 1 1 calc R . .
H23C H 0.9784 0.9030 0.8650 0.188 Uiso 1 1 calc R . .
C24 C 0.8911(5) 0.8959(4) 0.9364(5) 0.117(3) Uani 1 1 d . . .
H24A H 0.9333 0.9212 0.9728 0.141 Uiso 1 1 calc R . .
H24C H 0.8223 0.9055 0.9378 0.141 Uiso 1 1 calc R . .
C25 C 0.9072(6) 0.8210(4) 1.0146(8) 0.141(4) Uani 1 1 d . . .
H25A H 0.8402 0.8289 1.0216 0.169 Uiso 1 1 calc R . .
H25B H 0.9507 0.8532 1.0421 0.169 Uiso 1 1 calc R . .
C26 C 0.9380(5) 0.7550(5) 1.0395(6) 0.150(4) Uani 1 1 d . . .
H26A H 1.0044 0.7463 1.0316 0.179 Uiso 1 1 calc R . .
H26B H 0.9403 0.7526 1.0891 0.179 Uiso 1 1 calc R . .
C27 C 0.8963(6) 0.6430(5) 1.0275(7) 0.155(4) Uani 1 1 d . . .
H27A H 0.8870 0.6373 1.0747 0.186 Uiso 1 1 calc R . .
H27B H 0.9655 0.6337 1.0267 0.186 Uiso 1 1 calc R . .
C28 C 0.8318(5) 0.5962(4) 0.9812(6) 0.140(4) Uani 1 1 d . . .
H28A H 0.8310 0.6064 0.9329 0.168 Uiso 1 1 calc R . .
H28B H 0.8550 0.5511 0.9905 0.168 Uiso 1 1 calc R . .
C29 C 0.6059(4) 0.4720(3) 0.7944(3) 0.0742(16) Uani 1 1 d . . .
H29A H 0.6594 0.4902 0.7747 0.089 Uiso 1 1 calc R . .
H29B H 0.6240 0.4272 0.8099 0.089 Uiso 1 1 calc R . .
C30 C 0.5131(4) 0.4294(3) 0.6912(3) 0.0693(15) Uani 1 1 d . . .
C31 C 0.5909(4) 0.3923(3) 0.6803(3) 0.0851(18) Uani 1 1 d . . .
H31A H 0.6529 0.3958 0.7099 0.102 Uiso 1 1 calc R . .
C32 C 0.5769(4) 0.3501(3) 0.6255(3) 0.0789(17) Uani 1 1 d . . .
H32A H 0.6299 0.3245 0.6176 0.095 Uiso 1 1 calc R . .
C33 C 0.4876(4) 0.3446(3) 0.5826(3) 0.0628(13) Uani 1 1 d . . .
C34 C 0.4104(4) 0.3808(3) 0.5939(3) 0.0767(17) Uani 1 1 d . . .
H34A H 0.3485 0.3770 0.5643 0.092 Uiso 1 1 calc R . .
C35 C 0.4228(5) 0.4223(3) 0.6479(3) 0.0824(19) Uani 1 1 d . . .
H35A H 0.3688 0.4467 0.6560 0.099 Uiso 1 1 calc R . .
C36 C 0.4015(5) 0.2990(4) 0.4779(3) 0.102(2) Uani 1 1 d . . .
H36A H 0.3900 0.3435 0.4597 0.122 Uiso 1 1 calc R . .
H36B H 0.3425 0.2848 0.4941 0.122 Uiso 1 1 calc R . .
N1 N 0.3110(3) 0.63477(19) 0.7753(2) 0.0583(10) Uani 1 1 d . . .
N2 N 0.8019(3) 0.7126(3) 0.8076(4) 0.112(2) Uani 1 1 d . . .
C37 C 0.3528(4) 0.6760(3) 0.8239(3) 0.0672(14) Uani 1 1 d . . .
H37A H 0.3162 0.6932 0.8548 0.081 Uiso 1 1 calc R . .
C38 C 0.4474(4) 0.6932(2) 0.8290(3) 0.0667(14) Uani 1 1 d . . .
H38A H 0.4772 0.7216 0.8644 0.080 Uiso 1 1 calc R . .
C39 C 0.5016(3) 0.6697(2) 0.7831(2) 0.0498(10) Uani 1 1 d . . .
C40 C 0.4555(3) 0.6274(2) 0.7334(2) 0.0524(11) Uani 1 1 d . . .
H40A H 0.4899 0.6103 0.7010 0.063 Uiso 1 1 calc R . .
C41 C 0.3609(3) 0.6104(2) 0.7307(3) 0.0560(12) Uani 1 1 d . . .
H41A H 0.3299 0.5809 0.6968 0.067 Uiso 1 1 calc R . .
C42 C 0.2077(4) 0.6144(3) 0.7729(4) 0.091(2) Uani 1 1 d . . .
H42A H 0.1872 0.5842 0.7349 0.136 Uiso 1 1 calc R . .
H42B H 0.1653 0.6526 0.7664 0.136 Uiso 1 1 calc R . .
H42C H 0.2031 0.5929 0.8157 0.136 Uiso 1 1 calc R . .
C43 C 0.7491(5) 0.7414(7) 0.8444(9) 0.265(10) Uani 1 1 d . . .
H43A H 0.7780 0.7739 0.8756 0.318 Uiso 1 1 calc R . .
C44 C 0.6516(5) 0.7264(5) 0.8397(7) 0.198(7) Uani 1 1 d . . .
H44A H 0.6164 0.7447 0.8710 0.238 Uiso 1 1 calc R . .
C45 C 0.6072(3) 0.6861(2) 0.7912(3) 0.0598(13) Uani 1 1 d . . .
C46 C 0.6642(4) 0.6601(3) 0.7512(3) 0.0840(18) Uani 1 1 d . . .
H46A H 0.6362 0.6312 0.7157 0.101 Uiso 1 1 calc R . .
C47 C 0.7611(4) 0.6745(3) 0.7607(4) 0.0871(19) Uani 1 1 d . . .
H47A H 0.7990 0.6556 0.7315 0.105 Uiso 1 1 calc R . .
C48 C 0.9088(5) 0.7243(5) 0.8199(7) 0.183(6) Uani 1 1 d . . .
H48A H 0.9375 0.6982 0.7881 0.275 Uiso 1 1 calc R . .
H48B H 0.9383 0.7121 0.8668 0.275 Uiso 1 1 calc R . .
H48C H 0.9210 0.7703 0.8129 0.275 Uiso 1 1 calc R . .
P1 P 0.22032(15) 0.57577(8) 0.53920(10) 0.0934(6) Uani 1 1 d . . .
F1 F 0.2323(5) 0.6027(3) 0.4678(3) 0.166(2) Uani 1 1 d . . .
F2 F 0.1802(4) 0.6418(3) 0.5588(4) 0.163(2) Uani 1 1 d . . .
F3 F 0.2131(3) 0.5450(2) 0.6113(2) 0.1162(14) Uani 1 1 d . . .
F4 F 0.2621(3) 0.50854(18) 0.5205(2) 0.1128(13) Uani 1 1 d . . .
F5 F 0.1148(3) 0.5514(2) 0.5091(3) 0.1386(19) Uani 1 1 d . . .
F6 F 0.3273(3) 0.5985(2) 0.5719(2) 0.1211(15) Uani 1 1 d . . .
P2 P 0.03468(13) 0.48592(12) 0.16153(16) 0.1229(10) Uani 1 1 d . . .
F7 F 0.0852(6) 0.5252(4) 0.1099(3) 0.189(3) Uani 1 1 d . . .
F8 F 0.0203(5) 0.4295(5) 0.1103(6) 0.311(7) Uani 1 1 d . . .
F9 F -0.0148(5) 0.4458(4) 0.2093(6) 0.246(5) Uani 1 1 d . . .
F10 F 0.0530(5) 0.5383(2) 0.2163(3) 0.155(2) Uani 1 1 d . . .
F11 F 0.1376(3) 0.4563(3) 0.1922(4) 0.168(3) Uani 1 1 d . . .
F12 F -0.0679(6) 0.5127(7) 0.1323(4) 0.327(8) Uani 1 1 d . . .
