#------------------------------------------------------------------------------
#$Date: 2017-04-25 08:33:17 +0300 (Tue, 25 Apr 2017) $
#$Revision: 195745 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/58/1545824.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_1545824
loop_
_publ_author_name
'Mir, Niyaz A.'
'Dubey, Ritesh'
'Desiraju, Gautam R.'
_publ_section_title
;
 Four- and five-component molecular solids: crystal engineering strategies
 based on structural inequivalence
;
_journal_issue                   2
_journal_name_full               IUCrJ
_journal_page_first              96
_journal_page_last               101
_journal_paper_doi               10.1107/S2052252515023945
_journal_volume                  3
_journal_year                    2016
_chemical_formula_sum            'C46 H50 N4 O4'
_chemical_formula_weight         722.90
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                96.506(7)
_cell_angle_beta                 96.093(10)
_cell_angle_gamma                90.634(10)
_cell_formula_units_Z            1
_cell_length_a                   7.5407(12)
_cell_length_b                   8.9198(13)
_cell_length_c                   14.284(3)
_cell_measurement_temperature    150(2)
_cell_volume                     948.9(3)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0933
_diffrn_reflns_av_unetI/netI     0.0753
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10144
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_min         1.443
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_description       Block
_exptl_crystal_F_000             386
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         4338
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0546
_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)+(0.0815P)²+0.1168P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1518
_refine_ls_wR_factor_ref         0.1686
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3687
_reflns_number_total             4338
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hi5640.cif
_cod_data_source_block           MRE_TMP_DPE-II_DP
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 
;
_cod_database_code               1545824
_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.
;
_shelx_estimated_absorpt_t_min   0.962
_shelx_estimated_absorpt_t_max   0.984
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
H17A H -0.974(3) 1.577(2) 0.5922(16) 0.042(5) Uiso 1 1 d . .
H17B H -1.060(3) 1.410(2) 0.5722(16) 0.044(5) Uiso 1 1 d . .
O1 O 0.11600(14) 0.74909(12) 0.77875(8) 0.0302(3) Uani 1 1 d . .
H1 H 0.0920 0.6941 0.8200 0.045 Uiso 1 1 calc R U
O2 O -0.13940(14) 1.12835(12) 0.60492(8) 0.0290(3) Uani 1 1 d . .
H2 H -0.2308 1.1812 0.6003 0.044 Uiso 1 1 calc R U
N1 N 0.03319(16) 0.58255(13) 0.92772(9) 0.0237(3) Uani 1 1 d . .
N2 N -0.43670(18) 1.31028(15) 0.58177(10) 0.0306(3) Uani 1 1 d . .
C1 C -0.01229(18) 0.93674(15) 0.68965(9) 0.0214(3) Uani 1 1 d . .
C5 C -0.3232(2) 1.00202(17) 0.70110(11) 0.0283(3) Uani 1 1 d . .
H5 H -0.4226 1.0616 0.6841 0.034 Uiso 1 1 calc R U
C2 C -0.03121(19) 0.83044(15) 0.75275(10) 0.0229(3) Uani 1 1 d . .
C10 C 0.06533(18) 0.64368(15) 1.01830(10) 0.0229(3) Uani 1 1 d . .
C6 C -0.16135(19) 1.02357(15) 0.66531(10) 0.0223(3) Uani 1 1 d . .
C14 C -0.7835(2) 1.42582(16) 0.56229(11) 0.0264(3) Uani 1 1 d . .
C4 C -0.3379(2) 0.89313(18) 0.76166(12) 0.0320(4) Uani 1 1 d . .
H4 H -0.4488 0.8772 0.7854 0.038 Uiso 1 1 calc R U
C9 C -0.03257(19) 0.44054(16) 0.90808(10) 0.0239(3) Uani 1 1 d . .
C11 C 0.1345(2) 0.80387(16) 1.03731(13) 0.0324(4) Uani 1 1 d . .
H11A H 0.1421 0.8449 0.9770 0.049 Uiso 1 1 calc R U
H11B H 0.2533 0.8067 1.0728 0.049 Uiso 1 1 calc R U
H11C H 0.0534 0.8645 1.0745 0.049 Uiso 1 1 calc R U
C7 C 0.1584(2) 0.95655(18) 0.64636(11) 0.0289(3) Uani 1 1 d . .
H7A H 0.2544 0.9047 0.6806 0.043 Uiso 1 1 calc R U
H7B H 0.1892 1.0643 0.6505 0.043 Uiso 1 1 calc R U
H7C H 0.1429 0.9135 0.5797 0.043 Uiso 1 1 calc R U
C12 C -0.4741(2) 1.44699(18) 0.62312(12) 0.0315(3) Uani 1 1 d . .
H12 H -0.3797 1.5055 0.6596 0.038 Uiso 1 1 calc R U
C3 C -0.1933(2) 0.80679(17) 0.78824(12) 0.0295(3) Uani 1 1 d . .
H3 H -0.2045 0.7325 0.8301 0.035 Uiso 1 1 calc R U
C13 C -0.6426(2) 1.50789(17) 0.61567(11) 0.0297(3) Uani 1 1 d . .
H13 H -0.6616 1.6053 0.6469 0.036 Uiso 1 1 calc R U
C17 C -0.9706(2) 1.48507(19) 0.55112(11) 0.0301(3) Uani 1 1 d . .
C8 C -0.0724(2) 0.37784(19) 0.80619(11) 0.0352(4) Uani 1 1 d . .
H8A H -0.0339 0.4511 0.7658 0.053 Uiso 1 1 calc R U
H8B H -0.2010 0.3577 0.7916 0.053 Uiso 1 1 calc R U
H8C H -0.0084 0.2837 0.7945 0.053 Uiso 1 1 calc R U
C15 C -0.7448(2) 1.28487(17) 0.51778(12) 0.0332(4) Uani 1 1 d . .
H15 H -0.8361 1.2247 0.4799 0.040 Uiso 1 1 calc R U
C16 C -0.5724(2) 1.23294(18) 0.52912(13) 0.0345(4) Uani 1 1 d . .
H16 H -0.5490 1.1367 0.4977 0.041 Uiso 1 1 calc R U
C18 C 0.46552(19) 0.42534(17) 0.97548(11) 0.0273(3) Uani 1 1 d . .
C23 C 0.4335(3) 0.3058(2) 1.02619(13) 0.0405(4) Uani 1 1 d . .
H23 H 0.4576 0.3189 1.0933 0.049 Uiso 1 1 calc R U
C20 C 0.3674(3) 0.2601(2) 0.83188(14) 0.0448(4) Uani 1 1 d . .
H20 H 0.3468 0.2451 0.7647 0.054 Uiso 1 1 calc R U
C21 C 0.3333(2) 0.1435(2) 0.88354(14) 0.0391(4) Uani 1 1 d . .
H21 H 0.2877 0.0488 0.8527 0.047 Uiso 1 1 calc R U
C19 C 0.4314(3) 0.39929(19) 0.87692(13) 0.0402(4) Uani 1 1 d . .
H19 H 0.4525 0.4784 0.8399 0.048 Uiso 1 1 calc R U
C22 C 0.3669(3) 0.1670(2) 0.98082(14) 0.0442(5) Uani 1 1 d . .
H22 H 0.3443 0.0876 1.0174 0.053 Uiso 1 1 calc R U
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'
O O 0.0106 0.0060 '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
C2 O1 H1 109.5 . .
C6 O2 H2 109.5 . .
C10 N1 C9 119.54(12) . .
C12 N2 C16 116.26(13) . .
C2 C1 C6 117.65(12) . .
C2 C1 C7 121.99(12) . .
C6 C1 C7 120.34(12) . .
C4 C5 C6 119.39(13) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
O1 C2 C3 120.89(12) . .
O1 C2 C1 117.58(12) . .
C3 C2 C1 121.53(13) . .
N1 C10 C9 120.25(13) . 2_567
N1 C10 C11 117.98(13) . .
C9 C10 C11 121.76(14) 2_567 .
O2 C6 C5 121.96(12) . .
O2 C6 C1 116.78(12) . .
C5 C6 C1 121.26(13) . .
C13 C14 C15 116.85(14) . .
C13 C14 C17 122.53(14) . .
C15 C14 C17 120.62(14) . .
C5 C4 C3 120.99(14) . .
C5 C4 H4 119.5 . .
C3 C4 H4 119.5 . .
N1 C9 C10 120.20(13) . 2_567
N1 C9 C8 118.06(13) . .
C10 C9 C8 121.72(13) 2_567 .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C1 C7 H7A 109.5 . .
C1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N2 C12 C13 123.75(15) . .
N2 C12 H12 118.1 . .
C13 C12 H12 118.1 . .
C4 C3 C2 119.15(13) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C12 C13 C14 119.66(14) . .
C12 C13 H13 120.2 . .
C14 C13 H13 120.2 . .
C14 C17 C17 112.12(16) . 2_386
C14 C17 H17A 108.2(13) . .
C17 C17 H17A 109.2(13) 2_386 .
C14 C17 H17B 110.3(12) . .
C17 C17 H17B 109.5(13) 2_386 .
H17A C17 H17B 107.3(18) . .
C9 C8 H8A 109.5 . .
C9 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C9 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C16 C15 C14 119.57(15) . .
C16 C15 H15 120.2 . .
C14 C15 H15 120.2 . .
N2 C16 C15 123.89(14) . .
N2 C16 H16 118.1 . .
C15 C16 H16 118.1 . .
C23 C18 C19 117.03(15) . .
C23 C18 C18 121.25(18) . 2_667
C19 C18 C18 121.72(18) . 2_667
C18 C23 C22 121.44(16) . .
C18 C23 H23 119.3 . .
C22 C23 H23 119.3 . .
C21 C20 C19 120.79(17) . .
C21 C20 H20 119.6 . .
C19 C20 H20 119.6 . .
C22 C21 C20 118.63(16) . .
C22 C21 H21 120.7 . .
C20 C21 H21 120.7 . .
C20 C19 C18 121.36(17) . .
C20 C19 H19 119.3 . .
C18 C19 H19 119.3 . .
C21 C22 C23 120.73(17) . .
C21 C22 H22 119.6 . .
C23 C22 H22 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.3740(17) .
O1 H1 0.8400 .
O2 C6 1.3618(17) .
O2 H2 0.8400 .
N1 C10 1.3419(19) .
N1 C9 1.3436(19) .
N2 C12 1.340(2) .
N2 C16 1.339(2) .
C1 C2 1.3964(19) .
C1 C6 1.4077(19) .
C1 C7 1.5028(19) .
C5 C4 1.383(2) .
C5 C6 1.392(2) .
C5 H5 0.9500 .
C2 C3 1.395(2) .
C10 C9 1.400(2) 2_567
C10 C11 1.5011(19) .
C14 C13 1.390(2) .
C14 C15 1.391(2) .
C14 C17 1.511(2) .
C4 C3 1.387(2) .
C4 H4 0.9500 .
C9 C10 1.400(2) 2_567
C9 C8 1.497(2) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C12 C13 1.386(2) .
C12 H12 0.9500 .
C3 H3 0.9500 .
C13 H13 0.9500 .
C17 C17 1.534(3) 2_386
C17 H17A 0.96(2) .
C17 H17B 1.04(2) .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C15 C16 1.384(2) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C18 C23 1.388(2) .
C18 C19 1.396(2) .
C18 C18 1.494(3) 2_667
C23 C22 1.393(2) .
C23 H23 0.9500 .
C20 C21 1.379(3) .
C20 C19 1.388(3) .
C20 H20 0.9500 .
C21 C22 1.377(3) .
C21 H21 0.9500 .
C19 H19 0.9500 .
C22 H22 0.9500 .
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
O1 H1 N1 0.84 2.01 2.8465(16) 174.0
O2 H2 N2 0.84 1.96 2.7952(17) 175.9
C3 H3 N1 0.95 2.63 3.338(2) 132.2
