#------------------------------------------------------------------------------
#$Date: 2017-04-25 08:35:58 +0300 (Tue, 25 Apr 2017) $
#$Revision: 195747 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/58/1545840.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_1545840
loop_
_publ_author_name
'Dubey, Ritesh'
'Mir, Niyaz A.'
'Desiraju, Gautam R.'
_publ_section_title
;
 Quaternary cocrystals: combinatorial synthetic strategies based on
 long-range synthon Aufbau modules (LSAM)
;
_journal_issue                   2
_journal_name_full               IUCrJ
_journal_page_first              102
_journal_page_last               107
_journal_paper_doi               10.1107/S2052252515023957
_journal_volume                  3
_journal_year                    2016
_chemical_formula_sum            'C120 H160 N16 O17'
_chemical_formula_weight         2098.63
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 93.873(7)
_cell_angle_gamma                90
_cell_formula_units_Z            1
_cell_length_a                   15.533(7)
_cell_length_b                   8.564(4)
_cell_length_c                   21.800(10)
_cell_measurement_temperature    150(2)
_cell_volume                     2893(2)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_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  0.0349
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            14570
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         3.123
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            'Light Brown'
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1128
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.250
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0513
_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)+(0.0739P)²+1.9250P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1377
_refine_ls_wR_factor_ref         0.1454
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2733
_reflns_number_total             3316
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hi5641.cif
_cod_data_source_block           BS_ORC_TMP_Hydrate
_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               1545840
_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   0.961
_shelx_estimated_absorpt_t_max   0.980
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O6 O 0.0000 -0.0054(18) 0.7500 0.144(6) Uani 0.25 2 d S T P
C1 C 0.20192(10) -0.2097(2) 0.70590(6) 0.0357(4) Uani 1 1 d . . .
C2 C 0.18902(10) -0.08328(19) 0.66720(7) 0.0335(4) Uani 1 1 d . . .
H2 H 0.1380 -0.0225 0.6682 0.040 Uiso 1 1 calc R U .
C3 C 0.25132(9) -0.04525(18) 0.62671(6) 0.0303(3) Uani 1 1 d . . .
C4 C 0.32485(9) -0.13499(18) 0.62405(7) 0.0300(3) Uani 1 1 d . . .
H4 H 0.3670 -0.1088 0.5961 0.036 Uiso 1 1 calc R U .
C5 C 0.33682(10) -0.26305(18) 0.66219(7) 0.0326(3) Uani 1 1 d . . .
C6 C 0.27568(11) -0.3004(2) 0.70343(7) 0.0364(4) Uani 1 1 d . . .
H6 H 0.2843 -0.3879 0.7299 0.044 Uiso 1 1 calc R U .
C7 C 0.13602(14) -0.2473(3) 0.75162(8) 0.0527(5) Uani 1 1 d . . .
H7A H 0.1333 -0.1614 0.7811 0.079 Uiso 1 1 calc R U .
H7B H 0.1527 -0.3437 0.7736 0.079 Uiso 1 1 calc R U .
H7C H 0.0793 -0.2614 0.7298 0.079 Uiso 1 1 calc R U .
C8 C 0.08807(9) 0.33628(17) 0.58985(7) 0.0286(3) Uani 1 1 d . . .
C9 C 0.14432(9) 0.38774(18) 0.54694(7) 0.0305(3) Uani 1 1 d . . .
C10 C 0.05315(9) 0.28951(17) 0.46845(7) 0.0289(3) Uani 1 1 d . . .
C11 C -0.00261(9) 0.23759(17) 0.51126(7) 0.0289(3) Uani 1 1 d . . .
C12 C 0.10687(12) 0.3602(2) 0.65741(7) 0.0434(4) Uani 1 1 d . . .
H12A H 0.0571 0.3267 0.6794 0.065 Uiso 1 1 calc R U .
H12B H 0.1183 0.4710 0.6656 0.065 Uiso 1 1 calc R U .
H12C H 0.1575 0.2984 0.6715 0.065 Uiso 1 1 calc R U .
C13 C 0.22686(12) 0.4697(3) 0.56597(9) 0.0498(5) Uani 1 1 d . . .
H13A H 0.2582 0.4928 0.5295 0.075 Uiso 1 1 calc R U .
H13B H 0.2624 0.4027 0.5940 0.075 Uiso 1 1 calc R U .
H13C H 0.2141 0.5674 0.5869 0.075 Uiso 1 1 calc R U .
C14 C 0.03565(12) 0.2639(2) 0.40092(8) 0.0426(4) Uani 1 1 d . . .
H14A H 0.0747 0.3290 0.3784 0.064 Uiso 1 1 calc R U .
H14B H -0.0243 0.2921 0.3889 0.064 Uiso 1 1 calc R U .
H14C H 0.0451 0.1537 0.3912 0.064 Uiso 1 1 calc R U .
C15 C -0.08499(11) 0.1534(2) 0.49286(8) 0.0439(4) Uani 1 1 d . . .
H15A H -0.1079 0.1060 0.5293 0.066 Uiso 1 1 calc R U .
H15B H -0.0737 0.0717 0.4630 0.066 Uiso 1 1 calc R U .
H15C H -0.1272 0.2276 0.4743 0.066 Uiso 1 1 calc R U .
N1 N 0.01605(8) 0.26083(14) 0.57142(6) 0.0296(3) Uani 1 1 d . . .
N2 N 0.12649(8) 0.36261(15) 0.48714(6) 0.0307(3) Uani 1 1 d . . .
O1 O 0.23737(7) 0.08193(14) 0.59026(6) 0.0424(3) Uani 1 1 d . . .
H1 H 0.2800 0.0958 0.5692 0.064 Uiso 1 1 calc R U .
O2 O 0.40716(8) -0.35715(15) 0.65971(6) 0.0473(3) Uani 1 1 d . . .
H2A H 0.4406 -0.3198 0.6348 0.071 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
C2 C1 C6 120.11(14)
C2 C1 C7 119.62(16)
C6 C1 C7 120.27(16)
C1 C2 C3 119.56(15)
C1 C2 H2 120.2
C3 C2 H2 120.2
O1 C3 C4 121.46(13)
O1 C3 C2 117.96(14)
C4 C3 C2 120.59(14)
C3 C4 C5 119.64(13)
C3 C4 H4 120.2
C5 C4 H4 120.2
O2 C5 C4 121.46(14)
O2 C5 C6 118.37(14)
C4 C5 C6 120.16(15)
C1 C6 C5 119.92(15)
C1 C6 H6 120.0
C5 C6 H6 120.0
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
N1 C8 C9 120.22(13)
N1 C8 C12 117.90(13)
C9 C8 C12 121.86(14)
N2 C9 C8 120.49(13)
N2 C9 C13 117.71(13)
C8 C9 C13 121.78(14)
N2 C10 C11 120.10(14)
N2 C10 C14 117.56(13)
C11 C10 C14 122.32(14)
N1 C11 C10 120.48(13)
N1 C11 C15 117.25(13)
C10 C11 C15 122.27(14)
C8 C12 H12A 109.5
C8 C12 H12B 109.5
H12A C12 H12B 109.5
C8 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C9 C13 H13A 109.5
C9 C13 H13B 109.5
H13A C13 H13B 109.5
C9 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C10 C14 H14A 109.5
C10 C14 H14B 109.5
H14A C14 H14B 109.5
C10 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C11 C15 H15A 109.5
C11 C15 H15B 109.5
H15A C15 H15B 109.5
C11 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C8 N1 C11 119.34(12)
C9 N2 C10 119.33(12)
C3 O1 H1 109.5
C5 O2 H2A 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.379(2)
C1 C6 1.388(2)
C1 C7 1.511(2)
C2 C3 1.392(2)
C2 H2 0.9500
C3 O1 1.357(2)
C3 C4 1.381(2)
C4 C5 1.381(2)
C4 H4 0.9500
C5 O2 1.362(2)
C5 C6 1.388(2)
C6 H6 0.9500
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 N1 1.3303(19)
C8 C9 1.394(2)
C8 C12 1.496(2)
C9 N2 1.332(2)
C9 C13 1.496(2)
C10 N2 1.3390(19)
C10 C11 1.389(2)
C10 C14 1.495(2)
C11 N1 1.339(2)
C11 C15 1.499(2)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
O1 H1 0.8400
O2 H2A 0.8400
