#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/22/22/7222270.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_7222270
loop_
_publ_author_name
'Kaleta, Jiří'
'Michl, Josef'
'Mézière, Cécile'
'Simonov, Sergey'
'Zorina, Leokadiya'
'Wzietek, Pawel'
'Rodríguez-Fortea, Antonio'
'Canadell, Enric'
'Batail, Patrick'
_publ_section_title
;
 Gearing motion in cogwheel pairs of molecular rotors: weak-coupling limit
;
_journal_issue                   41
_journal_name_full               CrystEngComm
_journal_page_first              7829
_journal_paper_doi               10.1039/C5CE01372K
_journal_volume                  17
_journal_year                    2015
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C28 H20 N2'
_chemical_formula_sum            'C28 H20 N2'
_chemical_formula_weight         384.46
_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
_audit_update_record
;
2015-07-09 deposited with the CCDC.
2015-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 93.09(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.6780(10)
_cell_length_b                   5.6456(7)
_cell_length_c                   32.491(12)
_cell_measurement_reflns_used    825
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.6090
_cell_measurement_theta_min      2.5130
_cell_volume                     1040.0(4)
_computing_cell_refinement       'CrysAlisPro, Version 1.171.37.34c'
_computing_data_collection       'CrysAlisPro, Version 1.171.37.34c'
_computing_data_reduction        'CrysAlisPro, Version 1.171.37.34c'
_computing_molecular_graphics    'DIAMOND 3.1 (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2283
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.870
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0617
_diffrn_reflns_av_sigmaI/netI    0.0859
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            4203
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70135
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34c (release 10-06-2014 CrysAlis171 .NET)
(compiled Jun 10 2014,17:39:53)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0954
_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)+(0.1173P)²+1.4378P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2314
_refine_ls_wR_factor_ref         0.2598
_reflns_number_gt                1635
_reflns_number_total             2332
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c5ce01372k2.cif
_cod_data_source_block           structure1_120K
_cod_depositor_comments
'Adding full bibliography for 7222270--7222271.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7222270
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
N1 N 1.2566(5) -0.7129(5) 0.22529(8) 0.0270(7) Uani 1 1 d . . .
C1 C 1.0431(6) -0.7817(5) 0.21107(10) 0.0250(8) Uani 1 1 d . . .
H1 H 0.9890 -0.9328 0.2193 0.030 Uiso 1 1 calc R . .
C2 C 1.3286(6) -0.4982(6) 0.21276(10) 0.0246(7) Uani 1 1 d . . .
H2 H 1.4797 -0.4439 0.2226 0.029 Uiso 1 1 calc R . .
C3 C 0.8959(6) -0.6486(5) 0.18531(10) 0.0214(7) Uani 1 1 d . . .
H3 H 0.7445 -0.7065 0.1765 0.026 Uiso 1 1 calc R . .
C4 C 1.1963(6) -0.3539(5) 0.18661(9) 0.0221(7) Uani 1 1 d . . .
H4 H 1.2570 -0.2055 0.1783 0.027 Uiso 1 1 calc R . .
C5 C 0.9722(6) -0.4268(5) 0.17231(9) 0.0206(7) Uani 1 1 d . . .
C6 C 0.8239(6) -0.2802(6) 0.14594(10) 0.0231(7) Uani 1 1 d . . .
C7 C 0.6986(6) -0.1611(6) 0.12391(10) 0.0252(7) Uani 1 1 d . A .
C8 C 0.5475(6) -0.0185(6) 0.09651(10) 0.0253(8) Uani 1 1 d . . .
C9A C 0.3596(12) 0.1732(10) 0.10971(17) 0.0351(16) Uani 0.656(7) 1 d P A 1
H9A1 H 0.4240 0.3192 0.1229 0.042 Uiso 0.656(7) 1 calc PR A 1
H9A2 H 0.2182 0.1115 0.1227 0.042 Uiso 0.656(7) 1 calc PR A 1
C10A C 0.6232(11) 0.1653(10) 0.06465(19) 0.0342(16) Uani 0.656(7) 1 d P A 1
H10A H 0.6968 0.3118 0.0761 0.041 Uiso 0.656(7) 1 calc PR A 1
H10B H 0.7054 0.1014 0.0409 0.041 Uiso 0.656(7) 1 calc PR A 1
C11A C 0.3584(11) -0.1056(9) 0.06487(18) 0.0344(16) Uani 0.656(7) 1 d P A 1
H11A H 0.2166 -0.1772 0.0762 0.041 Uiso 0.656(7) 1 calc PR A 1
H11B H 0.4161 -0.1954 0.0412 0.041 Uiso 0.656(7) 1 calc PR A 1
C9B C 0.551(2) -0.0350(18) 0.0462(3) 0.028(3) Uani 0.344(7) 1 d P A 2
H9B1 H 0.4871 -0.1818 0.0332 0.034 Uiso 0.344(7) 1 calc PR A 2
H9B2 H 0.6932 0.0264 0.0335 0.034 Uiso 0.344(7) 1 calc PR A 2
C10B C 0.2799(17) -0.018(2) 0.0909(3) 0.027(3) Uani 0.344(7) 1 d P A 2
H10C H 0.2076 -0.1635 0.0789 0.033 Uiso 0.344(7) 1 calc PR A 2
H10D H 0.1947 0.0444 0.1144 0.033 Uiso 0.344(7) 1 calc PR A 2
C11B C 0.547(2) 0.2514(16) 0.0903(3) 0.027(3) Uani 0.344(7) 1 d P A 2
H11C H 0.4948 0.3466 0.1137 0.033 Uiso 0.344(7) 1 calc PR A 2
H11D H 0.6886 0.3182 0.0780 0.033 Uiso 0.344(7) 1 calc PR A 2
C12 C 0.3551(6) 0.1646(6) 0.06027(11) 0.0292(8) Uani 1 1 d . A .
C13 C 0.2028(6) 0.3055(6) 0.03299(11) 0.0311(8) Uani 1 1 d . . .
C14 C 0.0751(7) 0.4290(6) 0.01189(12) 0.0338(9) 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'
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_3
C1 N1 C2 116.3(3) .
N1 C1 C3 124.3(3) .
N1 C2 C4 123.8(3) .
C1 C3 C5 119.1(3) .
C2 C4 C5 119.4(3) .
C4 C5 C3 117.1(3) .
C4 C5 C6 121.8(3) .
C3 C5 C6 121.1(3) .
C7 C6 C5 179.1(4) .
C6 C7 C8 179.0(4) .
C7 C8 C10B 129.2(5) .
C7 C8 C11A 127.4(3) .
C7 C8 C11B 128.9(5) .
C10B C8 C11B 89.3(6) .
C7 C8 C10A 127.6(3) .
C11A C8 C10A 88.6(4) .
C7 C8 C9A 126.5(3) .
C11A C8 C9A 86.7(4) .
C10A C8 C9A 86.5(4) .
C7 C8 C9B 123.0(4) .
C10B C8 C9B 86.9(6) .
C11B C8 C9B 85.7(5) .
C7 C8 C12 179.0(3) .
C10B C8 C12 51.5(4) .
C11A C8 C12 52.4(2) .
C11B C8 C12 51.3(4) .
C10A C8 C12 51.8(3) .
C9A C8 C12 54.4(2) .
C9B C8 C12 56.1(4) .
C8 C9A C12 71.7(3) .
C12 C10A C8 75.4(3) .
C8 C11A C12 75.5(3) .
C8 C9B C12 69.1(4) .
C12 C10B C8 76.4(5) .
C12 C11B C8 76.0(5) .
C13 C12 C11B 127.4(4) .
C13 C12 C10B 126.8(5) .
C11B C12 C10B 90.9(6) .
C13 C12 C10A 128.3(3) .
C13 C12 C11A 127.7(4) .
C10A C12 C11A 89.2(4) .
C13 C12 C9A 125.1(4) .
C10A C12 C9A 86.8(4) .
C11A C12 C9A 86.2(4) .
C13 C12 C9B 126.3(4) .
C11B C12 C9B 85.8(6) .
C10B C12 C9B 86.3(6) .
C13 C12 C8 178.7(3) .
C11B C12 C8 52.7(4) .
C10B C12 C8 52.1(4) .
C10A C12 C8 52.8(2) .
C11A C12 C8 52.1(3) .
C9A C12 C8 53.9(2) .
C9B C12 C8 54.8(3) .
C14 C13 C12 177.0(4) .
C13 C14 C14 178.9(6) 3_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.332(4) .
N1 C2 1.349(4) .
C1 C3 1.374(4) .
C2 C4 1.372(4) .
C3 C5 1.398(4) .
C4 C5 1.393(5) .
C5 C6 1.432(4) .
C6 C7 1.190(5) .
C7 C8 1.447(5) .
C8 C10B 1.521(10) .
C8 C11A 1.527(7) .
C8 C11B 1.537(9) .
C8 C10A 1.543(6) .
C8 C9A 1.595(7) .
C8 C9B 1.638(9) .
C9A C12 1.606(6) .
C10A C12 1.521(7) .
C11A C12 1.533(6) .
C9B C12 1.664(11) .
C10B C12 1.508(10) .
C11B C12 1.507(11) .
C12 C13 1.443(5) .
C13 C14 1.195(5) .
C14 C14 1.377(7) 3_565
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 N1 0.95 2.56 3.418(4) 150.9 2_855
