#------------------------------------------------------------------------------
#$Date: 2019-11-25 23:38:36 +0200 (Mon, 25 Nov 2019) $
#$Revision: 242079 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/20/4132037.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_4132037
loop_
_publ_author_name
'Sun, Yanqiu'
'Lei, Yilong'
'Dong, Huanli'
'Zhen, Yonggang'
'Hu, Wenping'
_publ_section_title
;
 Solvatomechanical Bending of Organic Charge Transfer Cocrystal.
;
_journal_issue                   20
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6186
_journal_page_last               6189
_journal_paper_doi               10.1021/jacs.8b00772
_journal_volume                  140
_journal_year                    2018
_chemical_formula_sum            'C38 H30 N4 O2'
_chemical_formula_weight         574.66
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 97.60(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.039(2)
_cell_length_b                   14.398(2)
_cell_length_c                   7.8109(10)
_cell_measurement_reflns_used    2931
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.15
_cell_measurement_theta_min      2.63
_cell_volume                     1453.5(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7841
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.153
_diffrn_reflns_theta_min         2.117
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       prism
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.369
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     106
_refine_ls_number_reflns         2035
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0509
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0908P)²+0.7856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1455
_refine_ls_wR_factor_ref         0.1574
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1648
_reflns_number_total             2035
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja8b00772_si_005.cif
_cod_data_source_block           shelx
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               4132037
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
N1 N 0.37729(10) 0.73884(8) 0.12774(16) 0.0391(3) Uani 1 1 d . . .
C1 C 0.41089(9) 0.67021(8) 0.08785(15) 0.0265(3) Uani 1 1 d . . .
C2 C 0.45540(8) 0.58346(7) 0.04183(14) 0.0208(3) Uani 1 1 d . . .
C3 C 0.41083(11) 0.5000 0.0828(2) 0.0222(3) Uani 1 2 d S T P
H3 H 0.3503 0.5000 0.1384 0.027 Uiso 1 2 calc R U P
C4 C 0.68755(11) 0.5000 0.34521(19) 0.0229(3) Uani 1 2 d S T P
C5 C 0.73231(9) 0.41445(9) 0.30522(15) 0.0282(3) Uani 1 1 d . . .
H5 H 0.7929 0.4141 0.2498 0.034 Uiso 1 1 calc R U .
C6 C 0.68876(9) 0.33225(9) 0.34585(16) 0.0295(3) Uani 1 1 d . . .
H6 H 0.7201 0.2752 0.3207 0.035 Uiso 1 1 calc R U .
C7 C 0.59793(9) 0.33173(8) 0.42461(15) 0.0259(3) Uani 1 1 d . . .
H7 H 0.5693 0.2739 0.4528 0.031 Uiso 1 1 calc R U .
C8 C 0.54894(8) 0.41336(7) 0.46227(13) 0.0192(2) Uani 1 1 d . . .
C9 C 0.59472(11) 0.5000 0.42431(18) 0.0185(3) Uani 1 2 d S T P
C10 C 0.14598(17) 0.57831(12) 0.1972(3) 0.0566(5) Uani 1 1 d . . .
H10A H 0.1298 0.6318 0.1187 0.068 Uiso 1 1 calc R U .
H10B H 0.2040 0.5957 0.2863 0.068 Uiso 1 1 calc R U .
C11 C 0.05391(19) 0.55197(16) 0.2791(3) 0.0776(7) Uani 1 1 d . . .
H11A H -0.0101 0.5764 0.2120 0.093 Uiso 1 1 calc R U .
H11B H 0.0593 0.5764 0.3985 0.093 Uiso 1 1 calc R U .
O1 O 0.17259(12) 0.5000 0.1037(2) 0.0499(4) Uani 1 2 d S T P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
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_3
N1 C1 C2 178.39(14) . .
C3 C2 C2 120.21(7) . 2_655
C3 C2 C1 119.78(10) . .
C2 C2 C1 120.01(6) 2_655 .
C2 C3 C2 119.58(13) . 6_565
C2 C3 H3 120.2 . .
C2 C3 H3 120.2 6_565 .
C5 C4 C5 120.96(14) . 6_565
C5 C4 C9 119.52(7) . .
C5 C4 C9 119.51(7) 6_565 .
C6 C5 C4 120.38(11) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C6 C7 120.39(10) . .
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
C8 C7 C6 121.79(11) . .
C8 C7 H7 119.1 . .
C6 C7 H7 119.1 . .
C7 C8 C9 118.56(10) . .
C7 C8 C8 122.12(6) . 2_656
C9 C8 C8 119.31(6) . 2_656
C4 C9 C8 119.32(6) . 6_565
C4 C9 C8 119.32(6) . .
C8 C9 C8 121.36(13) 6_565 .
O1 C10 C11 106.71(16) . .
O1 C10 H10A 110.4 . .
C11 C10 H10A 110.4 . .
O1 C10 H10B 110.4 . .
C11 C10 H10B 110.4 . .
H10A C10 H10B 108.6 . .
C10 C11 C11 104.82(11) . 6_565
C10 C11 H11A 110.8 . .
C11 C11 H11A 110.8 6_565 .
C10 C11 H11B 110.8 . .
C11 C11 H11B 110.8 6_565 .
H11A C11 H11B 108.9 . .
C10 O1 C10 106.05(18) 6_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.1408(16) .
C1 C2 1.4427(15) .
C2 C3 1.3905(13) .
C2 C2 1.407(2) 2_655
C3 C2 1.3905(13) 6_565
C3 H3 0.9500 .
C4 C5 1.4154(14) .
C4 C5 1.4155(14) 6_565
C4 C9 1.430(2) .
C5 C6 1.3680(18) .
C5 H5 0.9500 .
C6 C7 1.4049(17) .
C6 H6 0.9500 .
C7 C8 1.3876(14) .
C7 H7 0.9500 .
C8 C9 1.4307(12) .
C8 C8 1.475(2) 2_656
C9 C8 1.4307(12) 6_565
C10 O1 1.411(2) .
C10 C11 1.483(3) .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C11 C11 1.496(5) 6_565
C11 H11A 0.9900 .
C11 H11B 0.9900 .
O1 C10 1.411(2) 6_565
