#------------------------------------------------------------------------------
#$Date: 2016-02-20 01:53:41 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/60/2106000.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2106000
loop_
_publ_author_name
'Wolf, Hilke'
'Jørgensen, Mads R. V.'
'Chen, Yu-Sheng'
'Herbst-Irmer, Regine'
'Stalke, Dietmar'
_publ_section_title
;
 Charge density investigations on [2,2]-paracyclophane -- in data we trust
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520614026080
_journal_volume                  71
_journal_year                    2015
_chemical_formula_moiety         'C16 H16'
_chemical_formula_sum            'C16 H16'
_chemical_formula_weight         208.29
_chemical_name_common            Paracyclophane
_chemical_name_systematic
;
[2,2]-Paracyclophane
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           118
_space_group_name_Hall           'P -4 -2n'
_space_group_name_H-M_alt        'P -4 n 2'
_symmetry_space_group_name_Hall  'P -4 -2n'
_symmetry_space_group_name_H-M   'P -4 n 2'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             '02-Oct-10 T16:10:13-00:00'
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.67610(10)
_cell_length_b                   7.67610(10)
_cell_length_c                   9.1966(2)
_cell_measurement_temperature    35
_cell_volume                     541.887(15)
_computing_cell_refinement       'SAINT V8.30C'
_computing_data_collection       ApexII
_computing_data_reduction        'SAINT V8.30C'
_computing_molecular_graphics    'Volkov et al, (2006)'
_computing_publication_material  'Volkov et al, (2006)'
_computing_structure_refinement  'Volkov et al, (2006)'
_computing_structure_solution    'SHELXS in SHELXTL Version 2008/4'
_diffrn_ambient_temperature      35(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'APEX II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0080
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34569
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         57.883
_diffrn_reflns_theta_min         3.457
_diffrn_source                   'Mo TXS'
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_correction_T_min  0.9746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2014/2,Sheldrick
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.202
_exptl_crystal_size_min          0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.783
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         3822
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.012
_refine_ls_R_factor_gt           0.012
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;    calc w2 = q/[s²(Fo²) + (0.01 P)² + 0.01 P + 0.00 + 0.00 sin(th)]
     where P = (0.3333 Fo² + 0.6667 Fc²)
           q = 1.0
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.027
_reflns_Friedel_coverage         0.831
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                3763
_reflns_number_total             3834
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bm5068sup1.cif
_cod_data_source_block           mo2
_cod_database_code               2106000
#BEGIN Tags that were not found in dictionaries:
_publcif_datablock.id            {bb7b2d61-855b-4c0f-bc63-80920ff28ba9}
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,+Z
3 +Y,-X,-Z
4 -Y,+X,-Z
5 1/2+X,1/2-Y,1/2+Z
6 1/2-X,1/2+Y,1/2+Z
7 1/2+Y,1/2+X,1/2-Z
8 1/2-Y,1/2-X,1/2-Z
loop_
_atom_local_axes_atom_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
C(1) C(3) Z C(1) C(2) Y
C(2) C(4) X C(2) C(1) Y
C(3) C(1) Z C(3) DUM2 Y
C(4) C(2) -X C(4) DUM1 Y
H(2) C(2) Z H(2) C(1) X
H(4) C(4) Z H(4) C(2) Y
H(31) C(3) Z H(31) C(1) X
H(32) C(3) Z H(32) C(1) X
loop_
_atom_rho_multipole_atom_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa
_atom_rho_multipole_kappa_prime0
_atom_rho_multipole_kappa_prime1
_atom_rho_multipole_kappa_prime2
_atom_rho_multipole_kappa_prime3
_atom_rho_multipole_kappa_prime4
_atom_rho_multipole_radial_slater_n0
_atom_rho_multipole_radial_slater_zeta0
_atom_rho_multipole_radial_slater_n1
_atom_rho_multipole_radial_slater_zeta1
_atom_rho_multipole_radial_slater_n2
_atom_rho_multipole_radial_slater_zeta2
_atom_rho_multipole_radial_slater_n3
_atom_rho_multipole_radial_slater_zeta3
_atom_rho_multipole_radial_slater_n4
_atom_rho_multipole_radial_slater_zeta4
C(1) 3.81(3) 0 0.024(5) 0.009(9) -0.045(6) 0.069(5) -0.035(5) -0.015(8)
-0.141(5) -0.024(8) 0.228(7) 0.002(5) -0.008(10) 0.129(6) -0.014(10) -0.048(5)
0.016(8) 0.016(8) 0.028(7) 0.002(12) -0.009(7) 0.004(10) 0.057(7) 0.032(11)
0.007(7) 0.014(9) 1.024(3) 0.998974 0.998974 0.998974 0.998974 0.998974 2
3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(2) 4.129(13) 0 0.003(4) 0.002(4) -0.003(4) -0.192(3) 0.004(3) 0.024(3)
0.009(4) -0.030(4) 0.007(4) 0.017(3) 0.019(4) 0.030(3) -0.038(4) 0.278(4)
0.012(3) 0.029(5) 0.000(4) -0.002(5) 0.010(5) -0.020(4) -0.007(4) -0.010(5)
-0.013(4) -0.004(5) 1.0100(18) 0.959423 0.959423 0.959423 0.959423 0.959423 2
3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(3) 4.43(3) 0 0.022(11) -0.086(7) -0.025(6) -0.002(6) 0.013(10) 0.046(6)
0.014(6) 0.010(9) 0.304(7) -0.002(12) 0.009(6) 0.001(7) 0.048(13) 0.045(12)
-0.191(8) 0.051(9) -0.006(14) -0.050(8) 0.018(9) -0.004(14) -0.001(13) 0.112(9)
-0.026(8) 0.051(11) 0.966(3) 0.928837 0.928837 0.928837 0.928837 0.928837 2
3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(4) 4.1286 0 0.0032 0.0022 -0.0033 -0.1915 0.0044 0.0243 0.0091 -0.0301 0.0067
0.0173 0.0194 0.0304 -0.0382 0.2782 0.0116 0.0286 -0.0004 -0.002 0.0103 -0.0199
-0.007 -0.0102 -0.0131 -0.0042 1.0100(18) 0.959423 0.959423 0.959423 0.959423
0.959423 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
H(2) 0.895(7) 0 0 0 0.102(4) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1 1.18
1.18 1.18 1.18 1.18 0 2 1 2 2 2 3 2 4 2
H(4) 0.895 0 0 0 0.1019 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1 1.18 1.18
1.18 1.18 1.18 0 2 1 2 2 2 3 2 4 2
H(31) 0.853(9) 0 0 0 0.093(5) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1
1.18 1.18 1.18 1.18 1.18 0 2 1 2 2 2 3 2 4 2
H(32) 0.8528 0 0 0 0.0928 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.1 1.18
1.18 1.18 1.18 1.18 0 2 1 2 2 2 3 2 4 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C(1) 0.00781(3) 0.00781(3) 0.00852(3) -0.00024(2) -0.00012(2) -0.00069(2)
C(2) 0.00743(3) 0.00872(3) 0.01042(3) 0.00044(2) -0.00084(2) 0.00106(2)
C(3) 0.01232(4) 0.01174(4) 0.00823(3) -0.00093(3) 0.00007(3) -0.00343(3)
C(4) 0.00732(3) 0.00875(3) 0.01054(3) -0.00068(2) 0.00071(2) 0.00112(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_symmetry_multiplicity
C(1) 0.123525(14) 0.633022(14) 0.903242(11) 0.008 1 8
C(2) 0.250907(14) 0.535369(15) 0.830826(12) 0.009 1 8
C(3) 0.062172(16) 0.583105(16) 1.053466(12) 0.011 1 8
C(4) 0.254854(14) 0.530090(14) 0.679214(12) 0.009 1 8
H(2) 0.328875 0.444553 0.891721 0.01056(2) 1 8
H(4) 0.339671 0.441257 0.622827 0.01054(2) 1 8
H(31) -0.015176 0.688054 1.099047 0.01315(3) 1 8
H(32) 0.16878 0.552875 1.126708 0.01315(3) 1 8
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0005 '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'
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(2) C(1) C(3) 121.153(11) 1_555 1_555 1_555 yes
C(2) C(1) C(4) 117.204(9) 1_555 1_555 7_456 yes
C(3) C(1) C(4) 120.338(11) 1_555 1_555 7_456 yes
C(1) C(2) C(4) 120.392(10) 1_555 1_555 1_555 yes
C(1) C(2) H(2) 119.182(10) 1_555 1_555 1_555 yes
C(4) C(2) H(2) 119.290(11) 1_555 1_555 1_555 yes
C(1) C(3) H(31) 109.631(10) 1_555 1_555 1_555 yes
C(1) C(3) H(32) 112.785(10) 1_555 1_555 1_555 yes
H(31) C(3) H(32) 109.370(10) 1_555 1_555 1_555 yes
C(1) C(4) C(2) 120.756(10) 7_456 1_555 1_555 yes
C(1) C(4) H(4) 117.861(10) 7_456 1_555 1_555 yes
C(2) C(4) H(4) 120.875(11) 1_555 1_555 1_555 yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C(1) C(2) 1.40054(17) 1_555 1_555 yes
C(1) C(3) 1.50907(15) 1_555 1_555 yes
C(1) C(4) 1.40144(16) 1_555 7_456 yes
C(2) C(4) 1.39523(14) 1_555 1_555 yes
C(2) H(2) 1.07601(11) 1_555 1_555 yes
C(3) H(31) 1.08500(13) 1_555 1_555 yes
C(3) H(32) 1.08500(12) 1_555 1_555 yes
C(4) H(4) 1.07600(11) 1_555 1_555 yes
