#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/59/2105999.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_2105999
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 T16:17:14-00:00'
_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                   7.66190(10)
_cell_length_b                   7.66190(10)
_cell_length_c                   9.1830(2)
_cell_measurement_temperature    15
_cell_volume                     539.085(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      15(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'ApexII CCD'
_diffrn_measurement_method       'phi scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.3936
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41593
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        13.660
_diffrn_reflns_theta_max         29.441
_diffrn_reflns_theta_min         1.917
_diffrn_source                   15-ID-B,APS
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_correction_T_min  0.9361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2014/2,Sheldrick
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.364
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         4388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.017
_refine_ls_R_factor_gt           0.017
_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 + 0.00 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         0.035
_reflns_Friedel_coverage         0.838
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                4303
_reflns_number_total             4407
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            bm5068sup1.cif
_cod_data_source_block           aps1
_cod_database_code               2105999
_cod_database_fobs_code          2105999
#BEGIN Tags that were not found in dictionaries:
_publcif_datablock.id            {f1a077a2-b99f-4c14-9369-b2a9d3caa516}
#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) 4.01(3) 0 0.053(6) 0.036(9) -0.050(7) 0.055(6) -0.034(5) -0.002(7)
-0.120(5) -0.024(7) 0.226(7) -0.004(6) -0.006(10) 0.130(7) 0.033(11) -0.042(6)
0.008(8) 0.027(9) 0.021(8) -0.014(12) 0.000(8) -0.007(11) 0.025(8) 0.019(12)
0.033(8) 0.007(9) 0.991(3) 0.998104 0.998104 0.998104 0.998104 0.998104 2
3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(2) 4.107(15) 0 0.017(5) 0.000(5) -0.009(5) -0.165(4) 0.023(3) 0.028(4)
0.014(4) -0.006(4) 0.008(4) 0.008(4) 0.014(5) 0.018(4) -0.043(4) 0.257(4)
-0.016(4) 0.015(6) 0.001(5) 0.015(5) 0.012(6) -0.009(5) -0.017(5) 0.008(5)
-0.013(6) -0.006(5) 0.991(2) 0.972976 0.972976 0.972976 0.972976 0.972976 2
3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(3) 4.51(3) 0 0.055(13) -0.057(8) 0.016(7) 0.024(6) -0.033(10) 0.091(7)
0.035(6) -0.003(9) 0.308(9) 0.012(12) -0.015(7) -0.025(8) 0.057(13) -0.008(12)
-0.232(8) 0.079(10) -0.032(14) -0.018(9) -0.072(9) -0.023(14) -0.013(14)
0.164(10) 0.035(9) 0.076(12) 0.954(3) 0.917505 0.917505 0.917505 0.917505
0.917505 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
C(4) 4.1066 0 0.0173 0.0003 -0.0088 -0.1648 0.0225 0.0284 0.0142 -0.0064 0.0082
0.008 0.014 0.0175 -0.0432 0.2565 -0.0163 0.0145 0.0011 0.0148 0.0115 -0.0092
-0.0167 0.0084 -0.0131 -0.0058 0.991(2) 0.972976 0.972976 0.972976 0.972976
0.972976 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762
H(2) 0.835(8) 0 0 0 0.127(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(4) 0.8348 0 0 0 0.1274 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) 0.797(10) 0 0 0 0.092(6) 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) 0.7968 0 0 0 0.0919 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) 0.00596(3) 0.00588(3) 0.00599(2) -0.000110(18) 0.000035(18) -0.00034(2)
C(2) 0.00590(3) 0.00688(3) 0.00717(2) 0.000362(19) -0.000495(18) 0.00098(2)
C(3) 0.00896(3) 0.00827(3) 0.00570(2) -0.00060(2) 0.00007(2) -0.00212(3)
C(4) 0.00585(3) 0.00689(3) 0.00727(2) -0.00045(2) 0.000398(19) 0.00102(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) 0.123238(14) 0.633459(13) 0.903296(9) 0.006 1 8
C(2) 0.250865(13) 0.535576(14) 0.831254(11) 0.007 1 8
C(3) 0.061543(15) 0.583712(15) 1.053621(10) 0.008 1 8
C(4) 0.255142(13) 0.529920(14) 0.679587(11) 0.007 1 8
H(2) 0.326973 0.442252 0.891537 0.008122(18) 1 8
H(4) 0.342341 0.440429 0.626098 0.008119(17) 1 8
H(31) -0.015446 0.686262 1.103749 0.01013(2) 1 8
H(32) 0.172274 0.554779 1.123202 0.01013(2) 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) 121.102(9) 1_555 1_555 1_555 yes
C(2) C(1) C(4) 117.195(8) 1_555 1_555 7_456 yes
C(3) C(1) C(4) 120.391(9) 1_555 1_555 7_456 yes
C(1) C(2) C(4) 120.380(9) 1_555 1_555 1_555 yes
C(1) C(2) H(2) 119.463(9) 1_555 1_555 1_555 yes
C(4) C(2) H(2) 118.730(10) 1_555 1_555 1_555 yes
C(1) C(3) H(31) 112.070(9) 1_555 1_555 1_555 yes
C(1) C(3) H(32) 110.219(9) 1_555 1_555 1_555 yes
H(31) C(3) H(32) 108.858(8) 1_555 1_555 1_555 yes
C(1) C(4) C(2) 120.780(9) 7_456 1_555 1_555 yes
C(1) C(4) H(4) 119.393(9) 7_456 1_555 1_555 yes
C(2) C(4) H(4) 119.377(10) 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) 1.39869(15) 1_555 1_555 yes
C(1) C(3) 1.50809(12) 1_555 1_555 yes
C(1) C(4) 1.39991(15) 1_555 7_456 yes
C(2) C(4) 1.39382(12) 1_555 1_555 yes
C(2) H(2) 1.07600(10) 1_555 1_555 yes
C(3) H(31) 1.08500(11) 1_555 1_555 yes
C(3) H(32) 1.08500(11) 1_555 1_555 yes
C(4) H(4) 1.07600(10) 1_555 1_555 yes
