#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:27:48 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180340 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/09/7200986.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_7200986
loop_
_publ_author_name
'Fan, Yan'
'Song, Weifeng'
'Yu, Dingyi'
'Ye, Kaiqi'
'Zhang, Jingying'
'Wang, Yue'
_publ_section_title
;
 Polymorphs and luminescent properties of a cetyl substituted
 quinacridone derivative
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              1716
_journal_paper_doi               10.1039/b902129a
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C52 H76 N2 O2'
_chemical_formula_weight         761.15
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.49(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   21.731(4)
_cell_length_b                   7.2815(15)
_cell_length_c                   14.910(3)
_cell_measurement_reflns_used    10890
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.05
_cell_volume                     2312.0(8)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean none
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Omega scan'
_diffrn_measurement_method       10.0
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_av_sigmaI/netI    0.0618
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22042
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_correction_T_min  0.9802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Higash,T(1995) Progrom for Absorption Correcttion.
Rigaku Corporation,Tokyo,Japan.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.123
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.027
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.1580
_refine_ls_R_factor_gt           0.0572
_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)+(0.0687P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1271
_refine_ls_wR_factor_ref         0.1605
_reflns_number_gt                2130
_reflns_number_total             5280
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b902129a.txt
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7200986
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
C1 C 0.08894(9) 0.9367(3) 0.02700(12) 0.0582(5) Uani 1 1 d . . .
C2 C 0.13170(10) 1.0750(3) 0.06414(14) 0.0711(6) Uani 1 1 d . . .
H2 H 0.1519 1.0684 0.1252 0.085 Uiso 1 1 calc R . .
C3 C 0.14387(11) 1.2187(3) 0.01154(16) 0.0822(7) Uani 1 1 d . . .
H3 H 0.1723 1.3089 0.0373 0.099 Uiso 1 1 calc R . .
C4 C 0.11455(12) 1.2325(3) -0.07990(16) 0.0807(7) Uani 1 1 d . . .
H4 H 0.1226 1.3320 -0.1149 0.097 Uiso 1 1 calc R . .
C5 C 0.07391(10) 1.0985(3) -0.11747(14) 0.0687(6) Uani 1 1 d . . .
H5 H 0.0546 1.1069 -0.1789 0.082 Uiso 1 1 calc R . .
C6 C 0.06046(9) 0.9486(3) -0.06613(12) 0.0560(5) Uani 1 1 d . . .
C7 C 0.01700(9) 0.8082(3) -0.10908(12) 0.0566(5) Uani 1 1 d . . .
C8 C 0.00916(9) 0.6501(3) -0.05236(11) 0.0532(5) Uani 1 1 d . . .
C9 C 0.03816(9) 0.6476(3) 0.04138(11) 0.0524(5) Uani 1 1 d . . .
C10 C 0.02797(9) 0.4942(3) 0.09128(11) 0.0562(5) Uani 1 1 d . . .
H10 H 0.0467 0.4881 0.1530 0.067 Uiso 1 1 calc R . .
C11 C 0.09401(9) 0.8041(3) 0.18091(11) 0.0602(5) Uani 1 1 d . . .
H11A H 0.0626 0.7414 0.2077 0.072 Uiso 1 1 calc R . .
H11B H 0.0939 0.9323 0.1986 0.072 Uiso 1 1 calc R . .
C12 C 0.15749(9) 0.7240(3) 0.22124(12) 0.0679(6) Uani 1 1 d . . .
H12A H 0.1882 0.7663 0.1868 0.082 Uiso 1 1 calc R . .
H12B H 0.1556 0.5911 0.2174 0.082 Uiso 1 1 calc R . .
C13 C 0.17727(9) 0.7823(3) 0.32057(13) 0.0727(6) Uani 1 1 d . . .
H13A H 0.1819 0.9148 0.3224 0.087 Uiso 1 1 calc R . .
H13B H 0.1436 0.7517 0.3521 0.087 Uiso 1 1 calc R . .
C14 C 0.23686(11) 0.6989(3) 0.37251(14) 0.0843(7) Uani 1 1 d . . .
H14A H 0.2706 0.7274 0.3409 0.101 Uiso 1 1 calc R . .
H14B H 0.2321 0.5664 0.3726 0.101 Uiso 1 1 calc R . .
C15 C 0.25514(10) 0.7649(3) 0.47060(14) 0.0835(7) Uani 1 1 d . . .
H15A H 0.2579 0.8979 0.4706 0.100 Uiso 1 1 calc R . .
H15B H 0.2222 0.7315 0.5028 0.100 Uiso 1 1 calc R . .
C16 C 0.31641(11) 0.6882(4) 0.52192(15) 0.0943(8) Uani 1 1 d . . .
H16A H 0.3129 0.5556 0.5238 0.113 Uiso 1 1 calc R . .
H16B H 0.3489 0.7170 0.4880 0.113 Uiso 1 1 calc R . .
C17 C 0.33687(10) 0.7572(4) 0.61777(15) 0.0879(7) Uani 1 1 d . . .
H17A H 0.3053 0.7237 0.6525 0.105 Uiso 1 1 calc R . .
H17B H 0.3388 0.8903 0.6162 0.105 Uiso 1 1 calc R . .
C18 C 0.39973(11) 0.6855(4) 0.66732(15) 0.0917(8) Uani 1 1 d . . .
H18A H 0.3979 0.5524 0.6683 0.110 Uiso 1 1 calc R . .
H18B H 0.4313 0.7198 0.6327 0.110 Uiso 1 1 calc R . .
C19 C 0.42037(11) 0.7529(4) 0.76368(15) 0.0869(7) Uani 1 1 d . . .
H19A H 0.3889 0.7177 0.7983 0.104 Uiso 1 1 calc R . .
H19B H 0.4217 0.8860 0.7626 0.104 Uiso 1 1 calc R . .
C20 C 0.48308(11) 0.6838(4) 0.81352(16) 0.0891(7) Uani 1 1 d . . .
H20A H 0.4817 0.5507 0.8153 0.107 Uiso 1 1 calc R . .
H20B H 0.5146 0.7180 0.7788 0.107 Uiso 1 1 calc R . .
C21 C 0.50326(11) 0.7532(3) 0.90903(16) 0.0902(7) Uani 1 1 d . . .
H21A H 0.4718 0.7176 0.9437 0.108 Uiso 1 1 calc R . .
H21B H 0.5038 0.8864 0.9071 0.108 Uiso 1 1 calc R . .
C22 C 0.56608(11) 0.6886(4) 0.95998(16) 0.0913(7) Uani 1 1 d . . .
H22A H 0.5657 0.5555 0.9621 0.110 Uiso 1 1 calc R . .
H22B H 0.5977 0.7250 0.9259 0.110 Uiso 1 1 calc R . .
C23 C 0.58499(11) 0.7597(4) 1.05574(16) 0.0924(8) Uani 1 1 d . . .
H23A H 0.5531 0.7234 1.0894 0.111 Uiso 1 1 calc R . .
H23B H 0.5850 0.8928 1.0532 0.111 Uiso 1 1 calc R . .
C24 C 0.64777(11) 0.6981(4) 1.10913(17) 0.0954(8) Uani 1 1 d . . .
H24A H 0.6481 0.5650 1.1118 0.114 Uiso 1 1 calc R . .
H24B H 0.6799 0.7354 1.0762 0.114 Uiso 1 1 calc R . .
C25 C 0.66466(12) 0.7706(4) 1.20416(18) 0.1090(9) Uani 1 1 d . . .
H25A H 0.6324 0.7333 1.2369 0.131 Uiso 1 1 calc R . .
H25B H 0.6642 0.9037 1.2013 0.131 Uiso 1 1 calc R . .
C26 C 0.72716(14) 0.7109(4) 1.2585(2) 0.1363(12) Uani 1 1 d . . .
H26A H 0.7274 0.5798 1.2656 0.204 Uiso 1 1 calc R . .
H26B H 0.7343 0.7681 1.3176 0.204 Uiso 1 1 calc R . .
H26C H 0.7597 0.7464 1.2269 0.204 Uiso 1 1 calc R . .
N1 N 0.07515(7) 0.7927(2) 0.08059(9) 0.0563(4) Uani 1 1 d . . .
O1 O -0.01081(7) 0.81995(18) -0.18979(8) 0.0701(4) 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'
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
_geom_angle_publ_flag
N1 C1 C6 120.82(18) . . ?
N1 C1 C2 121.06(18) . . ?
C6 C1 C2 118.12(19) . . ?
C3 C2 C1 120.7(2) . . ?
C2 C3 C4 121.1(2) . . ?
C5 C4 C3 119.1(2) . . ?
C4 C5 C6 121.6(2) . . ?
C5 C6 C1 119.35(19) . . ?
C5 C6 C7 119.84(18) . . ?
C1 C6 C7 120.81(18) . . ?
O1 C7 C6 121.94(17) . . ?
O1 C7 C8 121.87(18) . . ?
C6 C7 C8 116.18(17) . . ?
C10 C8 C9 120.92(17) 3_565 . ?
C10 C8 C7 118.88(17) 3_565 . ?
C9 C8 C7 120.18(18) . . ?
C10 C9 N1 122.04(16) . . ?
C10 C9 C8 117.00(17) . . ?
N1 C9 C8 120.96(17) . . ?
C8 C10 C9 122.08(17) 3_565 . ?
N1 C11 C12 115.50(16) . . ?
C11 C12 C13 109.85(17) . . ?
C14 C13 C12 116.01(19) . . ?
C13 C14 C15 113.8(2) . . ?
C16 C15 C14 114.1(2) . . ?
C17 C16 C15 115.2(2) . . ?
C16 C17 C18 114.8(2) . . ?
C19 C18 C17 115.1(2) . . ?
C18 C19 C20 115.7(2) . . ?
C21 C20 C19 115.1(2) . . ?
C20 C21 C22 116.2(2) . . ?
C23 C22 C21 115.1(2) . . ?
C22 C23 C24 116.7(2) . . ?
C25 C24 C23 115.1(2) . . ?
C24 C25 C26 115.9(3) . . ?
C9 N1 C1 120.51(15) . . ?
C9 N1 C11 119.51(15) . . ?
C1 N1 C11 119.63(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.387(2) . ?
C1 C6 1.406(2) . ?
C1 C2 1.407(3) . ?
C2 C3 1.365(3) . ?
C3 C4 1.389(3) . ?
C4 C5 1.359(3) . ?
C5 C6 1.397(3) . ?
C6 C7 1.452(3) . ?
C7 O1 1.2374(19) . ?
C7 C8 1.458(3) . ?
C8 C10 1.380(2) 3_565 ?
C8 C9 1.414(2) . ?
C9 C10 1.384(2) . ?
C9 N1 1.385(2) . ?
C10 C8 1.380(2) 3_565 ?
C11 N1 1.472(2) . ?
C11 C12 1.508(3) . ?
C12 C13 1.518(2) . ?
C13 C14 1.499(3) . ?
C14 C15 1.516(3) . ?
C15 C16 1.505(3) . ?
C16 C17 1.496(3) . ?
C17 C18 1.511(3) . ?
C18 C19 1.500(3) . ?
C19 C20 1.503(3) . ?
C20 C21 1.492(3) . ?
C21 C22 1.500(3) . ?
C22 C23 1.497(3) . ?
C23 C24 1.504(3) . ?
C24 C25 1.488(3) . ?
C25 C26 1.501(3) . ?
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
C5 H5 O1 0.93 2.53 3.342(3) 145.9 2_554
C11 H11A O1 0.97 2.46 3.387(2) 159.6 4_576
C11 H11B O1 0.97 2.54 3.298(2) 135.3 3_575
